1147
('h', '[H:20][C:9]1([C+:1]([C@:4]([C:6]([C:7]([C:8]1([H:18])[H:19])([H:16])[H:17])([H:14])[H:15])([H:5])[C:3]([H:11])([H:12])[H:13])[C:10]([H:22])([H:23])[H:24])[H:21].[Br-:2]', ('2\tsp3\tNone\t2', '1\tp\tNone\t0'), '1') -9.01823304234
('l', '[H:20][C:9]1([C+:1]([C@:4]([C:6]([C:7]([C:8]1([H:18])[H:19])([H:16])[H:17])([H:14])[H:15])([H:5])[C:3]([H:11])([H:12])[H:13])[C:10]([H:22])([H:23])[H:24])[H:21].[Br-:2]', ('2\tsp3\tNone\t2', '22\tsigma\t10\t2;1\tp\tNone\t0'), '1') -9.8881516435

C[C@@H]1CCCC[C+:20]1C.[Br-:10]>>C[C@@H]1CCCC[C:20]1(C)[Br:10]

[H:20][CH2:21][C+:22]1CCCC[C@H]1C.[Br-:10]>>[H:20][Br:10].C[C@@H]1CCCC[C:22]1=[CH2:21]
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_Br > p_C C[C@@H]1CCCC[C+:20]1C.[Br-:10]>>C[C@@H]1CCCC[C:20]1(C)[Br:10] 10=20
n_Br > σ^*_H-C > p_C [H:20][CH2:21][C+:22]1CCCC[C@H]1C.[Br-:10]>>[H:20][Br:10].C[C@@H]1CCCC[C:22]1=[CH2:21] 10=20;20,21=21,22

1370
('h', '[H:19][c:9]1[c:10]([c:11]([c:6]([c:7]([c:8]1[H:18])[H:17])[C:2](=[C:1]([C:5]([H:13])([H:14])[H:15])[C:12]([H:22])([H:23])[H:24])[H:16])[H:21])[H:20].[H:3][Br:4]', ('1\tpi\t2\t2', '3\tsigma\t4\t2'), '1') -0.718319820532
('l', '[H:19][c:9]1[c:10]([c:11]([c:6]([c:7]([c:8]1[H:18])[H:17])[C:2](=[C:1]([C:5]([H:13])([H:14])[H:15])[C:12]([H:22])([H:23])[H:24])[H:16])[H:21])[H:20].[H:3][Br:4]', ('11\tpi\t6\t2;2\tpi\t1\t2', '3\tsigma\t4\t2'), '1') -2.84399988664

[H:20][Br:21].C[C:10](=[CH:11]c1ccccc1)C>>[H:20][C:10](C)(C)[CH+:11]c1ccccc1.[Br-:21]

[H:20][Br:21].C[C:13](=[CH:12][c:11]1[cH:10]cccc1)C>>[H:20][cH:10]=cc=cc=[c:11]=[CH:12][C+:13](C)C.[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
π_C=C > σ^*_H-Br [H:20][Br:21].C[C:10](=[CH:11]c1ccccc1)C>>[H:20][C:10](C)(C)[CH+:11]c1ccccc1.[Br-:21] 10,11=10,20;20,21=21
π_C=C > π_C-C > σ^*_H-Br [H:20][Br:21].C[C:13](=[CH:12][c:11]1[cH:10]cccc1)C>>[H:20][cH:10]=cc=cc=[c:11]=[CH:12][C+:13](C)C.[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

2916
('h', '[H:13][C:5]1([C@:3]([O+:2]1[H:15])([C:6]([H:16])([H:17])[H:18])[C:4]([H:11])([H:12])[C:1]([H:7])([H:9])[H:10])[H:14].[Br-:8]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '1') -11.5901750852
('l', '[H:13][C:5]1([C@:3]([O+:2]1[H:15])([C:6]([H:16])([H:17])[H:18])[C:4]([H:11])([H:12])[C:1]([H:7])([H:9])[H:10])[H:14].[Br-:8]', ('8\tsp3\tNone\t2', '5\tsigma\t2\t2'), '1') -14.2623426143

CC[C@]1([CH2:20][OH+:21]1)C.[Br-:10]>>CC[C@@](C)([CH2:20][Br:10])[OH:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_Br > σ^*_C-O CC[C@:20]1(C[OH+:21]1)C.[Br-:10]>>CC[C@:20](C)(C[OH:21])[Br:10] 10=20;20,21=21
n_Br > σ^*_C-O CC[C@]1([CH2:20][OH+:21]1)C.[Br-:10]>>CC[C@@](C)([CH2:20][Br:10])[OH:21] 10=20;20,21=21

3367
('h', '[H:7][C@@:6]1([C@:5]([O:1]1)([C:9]([H:18])([H:19])[H:21])[C:4]([H:13])([H:14])[C:2]([H:10])([H:11])[H:12])[C:8]([H:15])([H:16])[H:17].[H:3][Br:20]', ('1\tsp3\tNone\t2', '3\tsigma\t20\t2'), '1') -1.08077775565
('l', '[H:7][C@@:6]1([C@:5]([O:1]1)([C:9]([H:18])([H:19])[H:21])[C:4]([H:13])([H:14])[C:2]([H:10])([H:11])[H:12])[C:8]([H:15])([H:16])[H:17].[H:3][Br:20]', ('1\tsigma\t5\t2', '3\tsigma\t20\t2'), '1') -3.35953098665

[H:20][Br:21].CC[C@]1([C@@H]([O:10]1)C)C>>[H:20][O+:10]1[C@H]([C@]1(C)CC)C.[Br-:21]

[H:20][Br:21].CC[C@:11]1([C@@H]([O:10]1)C)C>>[H:20][O:10][C@@H](C)[C@+:11](C)CC.[Br-:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
n_O > σ^*_H-Br [H:20][Br:21].CC[C@]1([C@@H]([O:10]1)C)C>>[H:20][O+:10]1[C@H]([C@]1(C)CC)C.[Br-:21] 10=20;20,21=21
σ_O-C > σ^*_H-Br [H:20][Br:21].CC[C@:11]1([C@@H]([O:10]1)C)C>>[H:20][O:10][C@@H](C)[C@+:11](C)CC.[Br-:21] 10,11=10,20;20,21=21

3577
('h', '[H:5][C@@:4]1([C:3]([O+:2]1[H:12])([C:6]([H:13])([H:14])[H:15])[C:7]([H:16])([H:17])[H:18])[C:1]([H:9])([H:10])[H:11].[Br-:8]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '1') -11.6271963369
('l', '[H:5][C@@:4]1([C:3]([O+:2]1[H:12])([C:6]([H:13])([H:14])[H:15])[C:7]([H:16])([H:17])[H:18])[C:1]([H:9])([H:10])[H:11].[Br-:8]', ('8\tsp3\tNone\t2', '4\tsigma\t2\t2'), '1') -13.2734240783

C[C@H:20]1C([OH+:21]1)(C)C.[Br-:10]>>C[C@H:20](C(C)(C)[OH:21])[Br:10]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_Br > σ^*_C-O C[C@H]1[C:20]([OH+:21]1)(C)C.[Br-:10]>>C[C@@H]([C:20](C)(C)[Br:10])[OH:21] 10=20;20,21=21
n_Br > σ^*_C-O C[C@H:20]1C([OH+:21]1)(C)C.[Br-:10]>>C[C@H:20](C(C)(C)[OH:21])[Br:10] 10=20;20,21=21

3599
('h', '[H:5][C@@:4]1([C:3]([O+:2]1[H:12])([C:6]([H:13])([H:14])[H:15])[C:7]([H:16])([H:17])[H:18])[C:1]([H:9])([H:10])[H:11].[Br-:8]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '1') -11.6271963369
('l', '[H:5][C@@:4]1([C:3]([O+:2]1[H:12])([C:6]([H:13])([H:14])[H:15])[C:7]([H:16])([H:17])[H:18])[C:1]([H:9])([H:10])[H:11].[Br-:8]', ('8\tsp3\tNone\t2', '12\tsigma\t2\t2'), '1') -14.7896722396

[H:20][O+:21]1[C@H](C1(C)C)C.[Br-:10]>>[H:20][Br:10].C[C@H]1C([O:21]1)(C)C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_Br > σ^*_C-O C[C@H]1[C:20]([OH+:21]1)(C)C.[Br-:10]>>C[C@@H]([C:20](C)(C)[Br:10])[OH:21] 10=20;20,21=21
n_Br > σ^*_H-O [H:20][O+:21]1[C@H](C1(C)C)C.[Br-:10]>>[H:20][Br:10].C[C@H]1C([O:21]1)(C)C 10=20;20,21=21

3704
('h', '[H:6][C:3]1([C:1]([O+:2]1[H:9])([H:4])[H:5])[H:7].[Br-:8]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '1') -14.1912813988
('l', '[H:6][C:3]1([C:1]([O+:2]1[H:9])([H:4])[H:5])[H:7].[Br-:8]', ('8\tsp3\tNone\t2', '9\tsigma\t2\t2'), '1') -14.7505000687

[H:20][O+:21]1CC1.[Br-:10]>>[H:20][Br:10].C1C[O:21]1
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_Br > σ^*_C-O [CH2:20]1C[OH+:21]1.[Br-:10]>>C([CH2:20][Br:10])[OH:21] 10=20;20,21=21
n_Br > σ^*_H-O [H:20][O+:21]1CC1.[Br-:10]>>[H:20][Br:10].C1C[O:21]1 10=20;20,21=21

15325
('h', '[H:28][C:13]1=[C:12]([C:3]2=[C:4]([C:11](=[C:10]([C:1](=[C:2]2[C:9](=[C:8]1[H:22])[H:23])[Br:14])[H:24])[H:25])[H:26])[H:27].[H:18][C+:5]([C:6]([H:15])([H:16])[H:17])[C:7]([H:19])([H:20])[H:21]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -4.18193242462
('l', '[H:28][C:13]1=[C:12]([C:3]2=[C:4]([C:11](=[C:10]([C:1](=[C:2]2[C:9](=[C:8]1[H:22])[H:23])[Br:14])[H:24])[H:25])[H:26])[H:27].[H:18][C+:5]([C:6]([H:15])([H:16])[H:17])[C:7]([H:19])([H:20])[H:21]', ('12\tpi\t13\t2;8\tpi\t9\t2', '5\tp\tNone\t0'), '66') -4.56933242111

C[CH+:20]C.C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br>>C[CH:20](C)[CH:10]1C=C[C+:13]([C:12]2=[C:11]1C=CC=C2)Br

C[CH+:20]C.[CH:11]1=[CH:10]C2=CC=CC(=C2[CH:13]=[CH:12]1)Br>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][CH+:13]C2=C(C=CC=C12)Br
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]C.C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br>>C[CH:20](C)[CH:10]1C=C[C+:13]([C:12]2=[C:11]1C=CC=C2)Br 10,11=10,20;12,13=11,12
π_C=C > π_C=C > p_C C[CH+:20]C.[CH:11]1=[CH:10]C2=CC=CC(=C2[CH:13]=[CH:12]1)Br>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][CH+:13]C2=C(C=CC=C12)Br 10,11=10,20;12,13=11,12

15349
('h', '[H:28][C:13]1=[C:12]([C:3]2=[C:4]([C:11](=[C:10]([C:1](=[C:2]2[C:9](=[C:8]1[H:22])[H:23])[Br:14])[H:24])[H:25])[H:26])[H:27].[H:18][C+:5]([C:6]([H:15])([H:16])[H:17])[C:7]([H:19])([H:20])[H:21]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -4.18193242462
('l', '[H:28][C:13]1=[C:12]([C:3]2=[C:4]([C:11](=[C:10]([C:1](=[C:2]2[C:9](=[C:8]1[H:22])[H:23])[Br:14])[H:24])[H:25])[H:26])[H:27].[H:18][C+:5]([C:6]([H:15])([H:16])[H:17])[C:7]([H:19])([H:20])[H:21]', ('11\tpi\t10\t2', '5\tp\tNone\t0'), '66') -5.07078530055

C[CH+:20]C.C1=CC2=C[CH:10]=[CH:11]C(=C2C=C1)Br>>C[CH:20](C)[CH:10]1C=C2C=CC=CC2=C([CH+:11]1)Br
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]C.C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br>>C[CH:20](C)[CH:10]1C=C[C+:13]([C:12]2=[C:11]1C=CC=C2)Br 10,11=10,20;12,13=11,12
π_C=C > p_C C[CH+:20]C.C1=CC2=C[CH:10]=[CH:11]C(=C2C=C1)Br>>C[CH:20](C)[CH:10]1C=C2C=CC=CC2=C([CH+:11]1)Br 10,11=10,20

15763
('h', '[H:22][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:25])[C:12](=[C:13]([C:2](=[C:3]2[H:28])[Br:14])[H:27])[H:26])[H:24])[H:23].[H:18][C+:5]([C:1]([H:15])([H:16])[H:17])[C:4]([H:19])([H:20])[H:21]', ('3\tpi\t2\t2', '5\tp\tNone\t0'), '66') -4.50926494912
('l', '[H:22][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:25])[C:12](=[C:13]([C:2](=[C:3]2[H:28])[Br:14])[H:27])[H:26])[H:24])[H:23].[H:18][C+:5]([C:1]([H:15])([H:16])[H:17])[C:4]([H:19])([H:20])[H:21]', ('7\tpi\t8\t2', '5\tp\tNone\t0'), '66') -4.94898433546

C[CH+:20]C.c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br>>C[CH:20](C)[CH:10]1c2ccccc2C=C[C+:11]1Br

C[CH+:20]C.c1[cH:10][cH:11]c2c(c1)C=CC(=C2)Br>>C[CH:20](C)[cH:10]1ccc2c([cH+:11]1)C=C(C=C2)Br
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[CH+:20]C.c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br>>C[CH:20](C)[CH:10]1c2ccccc2C=C[C+:11]1Br 10,11=10,20
π_C:C > p_C C[CH+:20]C.c1[cH:10][cH:11]c2c(c1)C=CC(=C2)Br>>C[CH:20](C)[cH:10]1ccc2c([cH+:11]1)C=C(C=C2)Br 10,11=10,20

16673
('h', '[H:21][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:19])[N+:9](=[O:10])[O-:11])[H:20].[H:15][C+:5]([C:3]([H:12])([H:13])[H:14])[C:4]([H:16])([H:17])[H:18]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -3.8739574922
('l', '[H:21][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:19])[N+:9](=[O:10])[O-:11])[H:20].[H:15][C+:5]([C:3]([H:12])([H:13])[H:14])[C:4]([H:16])([H:17])[H:18]', ('8\tsp3\tNone\t2', '5\tp\tNone\t0'), '66') -4.36924527572

C[CH+:20]C.C1=C[O:10]C(=C1)[N+](=O)[O-]>>C[CH:20](C)[O+:10]1C=CC=C1[N+](=O)[O-]
( 10 pi 11 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
π_C=C > p_C C[CH+:20]C.[CH:10]1=[CH:11]OC(=C1)[N+](=O)[O-]>>C[CH:20](C)[CH:10]1C=C(O[CH+:11]1)[N+](=O)[O-] 10,11=10,20
n_O > p_C C[CH+:20]C.C1=C[O:10]C(=C1)[N+](=O)[O-]>>C[CH:20](C)[O+:10]1C=CC=C1[N+](=O)[O-] 10=20

23164
('h', '[H:18][C:6]1=[C:7]([C:2](=[C:1]([C:8](=[C:9]1[H:22])[H:21])[O:10][H:23])[H:20])[H:19].[H:14][C+:5]([C:3]([H:11])([H:12])[H:13])[C:4]([H:15])([H:16])[H:17]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -4.76846434406
('l', '[H:18][C:6]1=[C:7]([C:2](=[C:1]([C:8](=[C:9]1[H:22])[H:21])[O:10][H:23])[H:20])[H:19].[H:14][C+:5]([C:3]([H:11])([H:12])[H:13])[C:4]([H:15])([H:16])[H:17]', ('10\tsp3\tNone\t2', '5\tp\tNone\t0'), '66') -5.334643234

C[CH+:20]C.C1=CC=C(C=C1)[OH:10]>>C[CH:20](C)[OH+:10]C1=CC=CC=C1
( 10 pi 11 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
π_C=C > p_C C[CH+:20]C.C1=C[CH:10]=[C:11](C=C1)O>>C[CH:20](C)[CH:10]1C=CC=C[C+:11]1O 10,11=10,20
n_O > p_C C[CH+:20]C.C1=CC=C(C=C1)[OH:10]>>C[CH:20](C)[OH+:10]C1=CC=CC=C1 10=20

24419
('h', '[H:19][C:4]1=[C:7]([C+:1]([C@:2]([C:5](=[C:6]1[H:18])[H:17])([H:3])[C:14]([H:27])([C:15]([H:28])([H:29])[H:30])[C:16]([H:31])([H:32])[H:33])[N:8]([H:21])[C:9](=[O:11])[C:12]([H:22])([H:23])[C:13]([H:24])([H:25])[H:26])[H:20].[F-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '66') -14.5354434195
('l', '[H:19][C:4]1=[C:7]([C+:1]([C@:2]([C:5](=[C:6]1[H:18])[H:17])([H:3])[C:14]([H:27])([C:15]([H:28])([H:29])[H:30])[C:16]([H:31])([H:32])[H:33])[N:8]([H:21])[C:9](=[O:11])[C:12]([H:22])([H:23])[C:13]([H:24])([H:25])[H:26])[H:20].[F-:10]', ('10\tsp3\tNone\t2', '21\tsigma\t8\t2;1\tp\tNone\t0'), '66') -14.9351905838

[H:20][C@:21]1(C=CC=C[C+:22]1NC(=O)CC)C(C)C.[F-:10]>>[H:20][F:10].CCC(=O)N[C:22]1=[C@@:21](C=CC=C1)C(C)C

[H:20][N:21]([C+:22]1C=CC=C[C@H]1C(C)C)C(=O)CC.[F-:10]>>[H:20][F:10].CCC(=O)[N:21]=[C:22]1C=CC=C[C@H]1C(C)C
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_F > σ^*_H-C > p_C [H:20][C@:21]1(C=CC=C[C+:22]1NC(=O)CC)C(C)C.[F-:10]>>[H:20][F:10].CCC(=O)N[C:22]1=[C@@:21](C=CC=C1)C(C)C 10=20;20,21=21,22
n_F > σ^*_H-N > p_C [H:20][N:21]([C+:22]1C=CC=C[C@H]1C(C)C)C(=O)CC.[F-:10]>>[H:20][F:10].CCC(=O)[N:21]=[C:22]1C=CC=C[C@H]1C(C)C 10=20;20,21=21,22

24558
('h', '[H:19][C:4]1=[C:7]([C+:1]([C@@:2]([C:5](=[C:6]1[H:18])[H:17])([H:3])[C:14]([H:27])([C:15]([H:28])([H:29])[H:30])[C:16]([H:31])([H:32])[H:33])[N:8]([H:21])[C:9](=[O:11])[C:12]([H:22])([H:23])[C:13]([H:24])([H:25])[H:26])[H:20].[F-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '66') -14.5354434195
('l', '[H:19][C:4]1=[C:7]([C+:1]([C@@:2]([C:5](=[C:6]1[H:18])[H:17])([H:3])[C:14]([H:27])([C:15]([H:28])([H:29])[H:30])[C:16]([H:31])([H:32])[H:33])[N:8]([H:21])[C:9](=[O:11])[C:12]([H:22])([H:23])[C:13]([H:24])([H:25])[H:26])[H:20].[F-:10]', ('10\tsp3\tNone\t2', '21\tsigma\t8\t2;1\tp\tNone\t0'), '66') -14.9351905838

[H:20][N:21]([C+:22]1C=CC=C[C@@H]1C(C)C)C(=O)CC.[F-:10]>>[H:20][F:10].CCC(=O)[N:21]=[C:22]1C=CC=C[C@@H]1C(C)C
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_F > σ^*_H-C > p_C [H:20][C@@:21]1(C=CC=C[C+:22]1NC(=O)CC)C(C)C.[F-:10]>>[H:20][F:10].CCC(=O)N[C:22]1=[C@:21](C=CC=C1)C(C)C 10=20;20,21=21,22
n_F > σ^*_H-N > p_C [H:20][N:21]([C+:22]1C=CC=C[C@@H]1C(C)C)C(=O)CC.[F-:10]>>[H:20][F:10].CCC(=O)[N:21]=[C:22]1C=CC=C[C@@H]1C(C)C 10=20;20,21=21,22

28027
('h', '[H:24][C:11]#[C:12][C:1]1=[C:2]([C:16](=[C:15]([C:14](=[C:13]1[H:25])[H:26])[H:27])[H:28])[H:29].[H:21][c:8]1[c:9]([c:10]([c:4]([c:6]([c:7]1[H:20])[H:19])[C+:5]=[C:3]([H:17])[H:18])[H:23])[H:22]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -11.1141640114
('l', '[H:24][C:11]#[C:12][C:1]1=[C:2]([C:16](=[C:15]([C:14](=[C:13]1[H:25])[H:26])[H:27])[H:28])[H:29].[H:21][c:8]1[c:9]([c:10]([c:4]([c:6]([c:7]1[H:20])[H:19])[C+:5]=[C:3]([H:17])[H:18])[H:23])[H:22]', ('15\tpi\t16\t2', '5\tp\tNone\t0'), '66') -11.2415890355

C=[C+:20]c1ccccc1.C#C[C:11]1=[CH:10]C=CC=C1>>C=[C:20](c1ccccc1)[CH:10]2C=CC=C[C+:11]2C#C

C=[C+:20]c1ccccc1.C#CC1=C[CH:11]=[CH:10]C=C1>>C=[C:20](c1ccccc1)[CH:10]2C=CC(=C[CH+:11]2)C#C
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C=[C+:20]c1ccccc1.C#C[C:11]1=[CH:10]C=CC=C1>>C=[C:20](c1ccccc1)[CH:10]2C=CC=C[C+:11]2C#C 10,11=10,20
π_C=C > p_C C=[C+:20]c1ccccc1.C#CC1=C[CH:11]=[CH:10]C=C1>>C=[C:20](c1ccccc1)[CH:10]2C=CC(=C[CH+:11]2)C#C 10,11=10,20

29427
('h', '[H:22][C:4]1=[C:3]([C:2](=[C:1]([C:9](=[C:8]1[H:18])[H:19])[Br:10])[H:20])[H:21].[H:14][C+:5]([C:6]([H:11])([H:12])[H:13])[C:7]([H:15])([H:16])[H:17]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -3.88124872614
('l', '[H:22][C:4]1=[C:3]([C:2](=[C:1]([C:9](=[C:8]1[H:18])[H:19])[Br:10])[H:20])[H:21].[H:14][C+:5]([C:6]([H:11])([H:12])[H:13])[C:7]([H:15])([H:16])[H:17]', ('4\tpi\t3\t2', '5\tp\tNone\t0'), '66') -4.53655094218

C[CH+:20]C.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)Br>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)Br

C[CH+:20]C.[CH:10]1=[CH:11]C=C(C=C1)Br>>C[CH:20](C)[CH:10]1C=CC(=C[CH+:11]1)Br
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]C.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)Br>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)Br 10,11=10,20;12,13=11,12
π_C=C > p_C C[CH+:20]C.[CH:10]1=[CH:11]C=C(C=C1)Br>>C[CH:20](C)[CH:10]1C=CC(=C[CH+:11]1)Br 10,11=10,20

33354
('h', '[H:27][c:11]1[c:12]([c:13]([c:8]([c:9]([c:10]1[H:26])[H:25])[C:7]([H:23])([H:24])[C+:5]([H:22])[C:6]([H:19])([H:20])[H:21])[H:29])[H:28].[H:37][C:4]1=[C:3]([C:2](=[C:1]([C:18](=[C:17]1[H:38])[H:39])[C:16]([H:33])([H:34])[C:15](=[C:14]([H:30])[H:31])[H:32])[H:35])[H:36]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -6.54537285874
('l', '[H:27][c:11]1[c:12]([c:13]([c:8]([c:9]([c:10]1[H:26])[H:25])[C:7]([H:23])([H:24])[C+:5]([H:22])[C:6]([H:19])([H:20])[H:21])[H:29])[H:28].[H:37][C:4]1=[C:3]([C:2](=[C:1]([C:18](=[C:17]1[H:38])[H:39])[C:16]([H:33])([H:34])[C:15](=[C:14]([H:30])[H:31])[H:32])[H:35])[H:36]', ('14\tpi\t15\t2', '5\tp\tNone\t0'), '66') -6.99666006836

C[CH+:20]Cc1ccccc1.C=CC[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH:20](Cc1ccccc1)[CH:10]2[CH:11]=[CH:12][C+:13](C=C2)CC=C

C[CH+:20]Cc1ccccc1.[CH2:10]=[CH:11]CC1=CC=CC=C1>>C[CH:20]([CH2:10][CH+:11]CC1=CC=CC=C1)Cc2ccccc2
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]Cc1ccccc1.C=CC[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH:20](Cc1ccccc1)[CH:10]2[CH:11]=[CH:12][C+:13](C=C2)CC=C 10,11=10,20;12,13=11,12
π_C=C > p_C C[CH+:20]Cc1ccccc1.[CH2:10]=[CH:11]CC1=CC=CC=C1>>C[CH:20]([CH2:10][CH+:11]CC1=CC=CC=C1)Cc2ccccc2 10,11=10,20

37632
('h', '[H:34][c:16]1[c:17]([c:18]([c:13]([c:14]([c:15]1[H:33])[H:32])[O:12][C+:5]([H:31])[C:11]([H:28])([H:29])[H:30])[H:36])[H:35].[H:25][C:9]1=[C:10]([C:2](=[C:1]([C:7](=[C:8]1[H:24])[H:23])[O:6][C+:4]([H:22])[C:3]([H:19])([H:20])[H:21])[H:27])[H:26]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -7.0120076504
('l', '[H:34][c:16]1[c:17]([c:18]([c:13]([c:14]([c:15]1[H:33])[H:32])[O:12][C+:5]([H:31])[C:11]([H:28])([H:29])[H:30])[H:36])[H:35].[H:25][C:9]1=[C:10]([C:2](=[C:1]([C:7](=[C:8]1[H:24])[H:23])[O:6][C+:4]([H:22])[C:3]([H:19])([H:20])[H:21])[H:27])[H:26]', ('7\tpi\t8\t2', '5\tp\tNone\t0'), '66') -7.17210199391

C[CH+:20]Oc1ccccc1.C[CH+]O[C:11]1=[CH:10]C=CC=C1>>C[CH+]O[C+:11]1C=CC=C[CH:10]1[CH:20](C)Oc2ccccc2

C[CH+:20]Oc1ccccc1.C[CH+]OC1=CC=C[CH:11]=[CH:10]1>>C[CH+]OC1=CC=C[CH+:11][CH:10]1[CH:20](C)Oc2ccccc2
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[CH+:20]Oc1ccccc1.C[CH+]O[C:11]1=[CH:10]C=CC=C1>>C[CH+]O[C+:11]1C=CC=C[CH:10]1[CH:20](C)Oc2ccccc2 10,11=10,20
π_C=C > p_C C[CH+:20]Oc1ccccc1.C[CH+]OC1=CC=C[CH:11]=[CH:10]1>>C[CH+]OC1=CC=C[CH+:11][CH:10]1[CH:20](C)Oc2ccccc2 10,11=10,20

37650
('h', '[H:34][c:16]1[c:17]([c:18]([c:13]([c:14]([c:15]1[H:33])[H:32])[O:12][C+:5]([H:31])[C:11]([H:28])([H:29])[H:30])[H:36])[H:35].[H:25][C:9]1=[C:10]([C:2](=[C:1]([C:7](=[C:8]1[H:24])[H:23])[O:6][C+:4]([H:22])[C:3]([H:19])([H:20])[H:21])[H:27])[H:26]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -7.0120076504
('l', '[H:34][c:16]1[c:17]([c:18]([c:13]([c:14]([c:15]1[H:33])[H:32])[O:12][C+:5]([H:31])[C:11]([H:28])([H:29])[H:30])[H:36])[H:35].[H:25][C:9]1=[C:10]([C:2](=[C:1]([C:7](=[C:8]1[H:24])[H:23])[O:6][C+:4]([H:22])[C:3]([H:19])([H:20])[H:21])[H:27])[H:26]', ('9\tpi\t10\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -7.51922946243

C[CH+:20]Oc1ccccc1.C[CH+]O[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH+]O[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[CH:20](C)Oc2ccccc2
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
π_C=C > p_C C[CH+:20]Oc1ccccc1.C[CH+]O[C:11]1=[CH:10]C=CC=C1>>C[CH+]O[C+:11]1C=CC=C[CH:10]1[CH:20](C)Oc2ccccc2 10,11=10,20
π_C=C > π_C=C > p_C C[CH+:20]Oc1ccccc1.C[CH+]O[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH+]O[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[CH:20](C)Oc2ccccc2 10,11=10,20;12,13=11,12

39027
('h', '[H:19][c:9]1[c:10]([c:11]([c:6]([c:7]([c:8]1[H:18])[H:17])[O:5][C:1]([H:3])([H:12])[C+:2]([H:13])[C:4]([H:14])([H:15])[H:16])[H:21])[H:20]', ('3\tsigma\t1\t2', '2\tp\tNone\t0'), '66') 3.24201028802
('l', '[H:19][c:9]1[c:10]([c:11]([c:6]([c:7]([c:8]1[H:18])[H:17])[O:5][C:1]([H:3])([H:12])[C+:2]([H:13])[C:4]([H:14])([H:15])[H:16])[H:21])[H:20]', ('10\tpi\t9\t2', '2\tp\tNone\t0'), '66') 1.82566328348

[H:10][CH:11]([CH+:20]C)Oc1ccccc1>>[H:10][CH:20](C)[CH+:11]Oc1ccccc1

C[CH+:20]COc1c[cH:10][cH:11]cc1>>[cH+:11]=cc=c1c[cH:10][CH:20](CO1)C
( 10 sigma 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
σ_H-C > p_C [H:10][CH:11]([CH+:20]C)Oc1ccccc1>>[H:10][CH:20](C)[CH+:11]Oc1ccccc1 10,11=10,20
π_C-C > p_C C[CH+:20]COc1c[cH:10][cH:11]cc1>>[cH+:11]=cc=c1c[cH:10][CH:20](CO1)C 10,11=10,20

39542
('h', '[H:40][c:18]1[c:19]([c:20]([c:15]([c:16]([c:17]1[H:39])[H:38])[O:14][C+:5]([H:37])[C:13]([H:35])([H:36])[C:12]([H:32])([H:33])[H:34])[H:42])[H:41].[H:29][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:28])[H:27])[O:7][C+:6]([H:26])[C:4]([H:24])([H:25])[C:3]([H:21])([H:22])[H:23])[H:31])[H:30]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -6.75814613635
('l', '[H:40][c:18]1[c:19]([c:20]([c:15]([c:16]([c:17]1[H:39])[H:38])[O:14][C+:5]([H:37])[C:13]([H:35])([H:36])[C:12]([H:32])([H:33])[H:34])[H:42])[H:41].[H:29][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:28])[H:27])[O:7][C+:6]([H:26])[C:4]([H:24])([H:25])[C:3]([H:21])([H:22])[H:23])[H:31])[H:30]', ('11\tpi\t10\t2', '5\tp\tNone\t0'), '66') -7.17740729824

CC[CH+:20]Oc1ccccc1.CC[CH+]O[C:11]1=[CH:10]C=CC=C1>>CC[CH+]O[C+:11]1C=CC=C[CH:10]1[CH:20](CC)Oc2ccccc2

CC[CH+:20]Oc1ccccc1.CC[CH+]OC1=C[CH:10]=[CH:11]C=C1>>CC[CH+]OC1=C[CH:10]([CH+:11]C=C1)[CH:20](CC)Oc2ccccc2
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C CC[CH+:20]Oc1ccccc1.CC[CH+]O[C:11]1=[CH:10]C=CC=C1>>CC[CH+]O[C+:11]1C=CC=C[CH:10]1[CH:20](CC)Oc2ccccc2 10,11=10,20
π_C=C > p_C CC[CH+:20]Oc1ccccc1.CC[CH+]OC1=C[CH:10]=[CH:11]C=C1>>CC[CH+]OC1=C[CH:10]([CH+:11]C=C1)[CH:20](CC)Oc2ccccc2 10,11=10,20

45356
('h', '[H:15][C:1]1([C@:4]([O+:6]1[H:17])([H:5])[C:7]([H:18])([H:19])[C:9]([H:20])([H:21])[O:8][H:22])[H:16].[H:23][C:10]1([C@:3]([O+:2]1[H:25])([H:11])[C:12]([H:26])([H:27])[C:13]([H:28])([H:29])[O:14][H:30])[H:24]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '3') -1.70598332569
('l', '[H:15][C:1]1([C@:4]([O+:6]1[H:17])([H:5])[C:7]([H:18])([H:19])[C:9]([H:20])([H:21])[O:8][H:22])[H:16].[H:23][C:10]1([C@:3]([O+:2]1[H:25])([H:11])[C:12]([H:26])([H:27])[C:13]([H:28])([H:29])[O:14][H:30])[H:24]', ('8\tsp3\tNone\t2', '10\tsigma\t2\t2'), '3') -3.18532478121

C1[C@@H]([OH+]1)CC[OH:10].C1[C@@H:20]([OH+:21]1)CCO>>C1[C@@H]([OH+]1)CC[OH+:10][C@H:20](CCO)C[OH:21]

C1[C@@H]([OH+]1)CC[OH:10].[CH2:20]1[C@@H]([OH+:21]1)CCO>>C1[C@@H]([OH+]1)CC[OH+:10][CH2:20][C@H](CCO)[OH:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O C1[C@@H]([OH+]1)CC[OH:10].C1[C@@H:20]([OH+:21]1)CCO>>C1[C@@H]([OH+]1)CC[OH+:10][C@H:20](CCO)C[OH:21] 10=20;20,21=21
n_O > σ^*_C-O C1[C@@H]([OH+]1)CC[OH:10].[CH2:20]1[C@@H]([OH+:21]1)CCO>>C1[C@@H]([OH+]1)CC[OH+:10][CH2:20][C@H](CCO)[OH:21] 10=20;20,21=21

45722
('h', '[H:21][C:1]1([C@:4]([O+:6]1[H:23])([H:5])[C:7]([H:24])([H:25])[C:9]([H:26])([H:27])[C:10]([H:28])([H:29])[C:11]([H:30])([H:31])[C:12]([H:32])([H:33])[O:8][H:34])[H:22].[H:35][C:13]1([C@:3]([O+:2]1[H:37])([H:14])[C:15]([H:38])([H:39])[C:16]([H:40])([H:41])[C:17]([H:42])([H:43])[C:18]([H:44])([H:45])[C:19]([H:46])([H:47])[O:20][H:48])[H:36]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '3') -1.83090087711
('l', '[H:21][C:1]1([C@:4]([O+:6]1[H:23])([H:5])[C:7]([H:24])([H:25])[C:9]([H:26])([H:27])[C:10]([H:28])([H:29])[C:11]([H:30])([H:31])[C:12]([H:32])([H:33])[O:8][H:34])[H:22].[H:35][C:13]1([C@:3]([O+:2]1[H:37])([H:14])[C:15]([H:38])([H:39])[C:16]([H:40])([H:41])[C:17]([H:42])([H:43])[C:18]([H:44])([H:45])[C:19]([H:46])([H:47])[O:20][H:48])[H:36]', ('8\tsp3\tNone\t2', '1\tsigma\t6\t2'), '3') -4.00030904381

C1[C@@H]([OH+]1)CCCCC[OH:10].C1[C@@H:20]([OH+:21]1)CCCCCO>>C1[C@@H]([OH+]1)CCCCC[OH+:10][C@H:20](CCCCCO)C[OH:21]

[CH2:20]1[C@@H]([OH+:21]1)CCCCC[OH:10].C1[C@@H]([OH+]1)CCCCCO>>C1CC[C@@H]([CH2:20][OH+:10]CC1)[OH:21].C1[C@@H]([OH+]1)CCCCCO
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O C1[C@@H]([OH+]1)CCCCC[OH:10].C1[C@@H:20]([OH+:21]1)CCCCCO>>C1[C@@H]([OH+]1)CCCCC[OH+:10][C@H:20](CCCCCO)C[OH:21] 10=20;20,21=21
n_O > σ^*_C-O [CH2:20]1[C@@H]([OH+:21]1)CCCCC[OH:10].C1[C@@H]([OH+]1)CCCCCO>>C1CC[C@@H]([CH2:20][OH+:10]CC1)[OH:21].C1[C@@H]([OH+]1)CCCCCO 10=20;20,21=21

47904
('h', '[H:28][C:12](=[O:13])[C:11]([H:26])([H:27])[C:10]([H:24])([H:25])[C:1](=[O+:2][H:23])[O:9][C:6](=[O:8])[C:5]([H:20])([H:21])[H:22].[H:14][C:3]([H:15])([H:16])[C:4]([H:17])([H:18])[O:7][H:19]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') -5.38555869836
('l', '[H:28][C:12](=[O:13])[C:11]([H:26])([H:27])[C:10]([H:24])([H:25])[C:1](=[O+:2][H:23])[O:9][C:6](=[O:8])[C:5]([H:20])([H:21])[H:22].[H:14][C:3]([H:15])([H:16])[C:4]([H:17])([H:18])[O:7][H:19]', ('7\tsp3\tNone\t2', '23\tsigma\t2\t2'), '3') -6.38315398765

CC[OH:10].CC(=O)O[C:20](=[OH+:21])CCC=O>>CC[OH+:10][C:20](CCC=O)([OH:21])OC(=O)C

[H:20][O+:21]=C(CCC=O)OC(=O)C.CC[OH:10]>>[H:20][OH+:10]CC.CC(=O)OC(=[O:21])CCC=O
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > π^*_C=O CC[OH:10].CC(=O)O[C:20](=[OH+:21])CCC=O>>CC[OH+:10][C:20](CCC=O)([OH:21])OC(=O)C 10=20;20,21=21
n_O > σ^*_H-O [H:20][O+:21]=C(CCC=O)OC(=O)C.CC[OH:10]>>[H:20][OH+:10]CC.CC(=O)OC(=[O:21])CCC=O 10=20;20,21=21

48505
('h', '[H:28][C:1](=[O+:2][C:6]([H:26])([H:27])[C:5]([H:23])([H:24])[H:25])[C:8]([H:29])([H:30])[C:9]([H:31])([H:32])[C:10]([H:33])([H:34])[C:11]([H:35])([H:36])[C:12]([H:37])([H:38])[C:13]([H:39])([H:40])[C:14](=[O:15])[C:16]([H:41])([H:42])[H:43].[H:17][C:3]([H:18])([H:19])[C:4]([H:20])([H:21])[O:7][H:22]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') -5.06464274239
('l', '[H:28][C:1](=[O+:2][C:6]([H:26])([H:27])[C:5]([H:23])([H:24])[H:25])[C:8]([H:29])([H:30])[C:9]([H:31])([H:32])[C:10]([H:33])([H:34])[C:11]([H:35])([H:36])[C:12]([H:37])([H:38])[C:13]([H:39])([H:40])[C:14](=[O:15])[C:16]([H:41])([H:42])[H:43].[H:17][C:3]([H:18])([H:19])[C:4]([H:20])([H:21])[O:7][H:22]', ('15\tpi\t14\t2', '1\tpi\t2\t2'), '3') -8.14892594007

CC[OH:10].CC[O+:21]=[CH:20]CCCCCCC(=O)C>>CC[OH+:10][CH:20](CCCCCCC(=O)C)[O:21]CC

CCO.CC[O+:21]=[CH:20]CCCCCC[C:11](=[O:10])C>>CCO.CC[O:21][CH:20]1CCCCCC[C+:11]([O:10]1)C
( 10 sp3 None 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
n_O > π^*_C=O CC[OH:10].CC[O+:21]=[CH:20]CCCCCCC(=O)C>>CC[OH+:10][CH:20](CCCCCCC(=O)C)[O:21]CC 10=20;20,21=21
π_O=C > π^*_C=O CCO.CC[O+:21]=[CH:20]CCCCCC[C:11](=[O:10])C>>CCO.CC[O:21][CH:20]1CCCCCC[C+:11]([O:10]1)C 10,11=10,20;20,21=21

50499
('h', '[H:28][C:12](=[O:13])[C:11]([H:26])([H:27])[C:10]([H:24])([H:25])[C:1](=[O:2])[O:9][C:7](=[O:8])[C:6]([H:21])([H:22])[H:23].[H:14][C:3]([H:15])([H:16])[C:4]([H:17])([H:18])[N:5]([H:19])[H:20]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') 4.96270624486
('l', '[H:28][C:12](=[O:13])[C:11]([H:26])([H:27])[C:10]([H:24])([H:25])[C:1](=[O:2])[O:9][C:7](=[O:8])[C:6]([H:21])([H:22])[H:23].[H:14][C:3]([H:15])([H:16])[C:4]([H:17])([H:18])[N:5]([H:19])[H:20]', ('9\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') 3.80634646557

CCN.CC(=O)[O:10][C:20](=[O:21])CCC=O>>CCN.CC(=O)[O+:10]=[C:20](CCC=O)[O-:21]
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_N > π^*_C=O CC[NH2:10].CC(=O)O[C:20](=[O:21])CCC=O>>CC[NH2+:10][C:20](CCC=O)([O-:21])OC(=O)C 10=20;20,21=21
n_O > π^*_C=O CCN.CC(=O)[O:10][C:20](=[O:21])CCC=O>>CCN.CC(=O)[O+:10]=[C:20](CCC=O)[O-:21] 10=20;20,21=21

54436
('h', '[H:16][C:3](=[N+:4]([C:6]([H:17])([H:18])[C:7]([H:19])([H:20])[H:21])[C:8]([H:22])([H:23])[C:9]([H:24])([H:25])[H:26])[C:2]([H:5])([H:14])[H:15].[H:27][C:10]([H:28])([H:29])[C:11]([H:30])([H:31])[N:1]([H:32])[C:12]([H:33])([H:34])[C:13]([H:35])([H:36])[H:37]', ('1\tsp3\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '3') -3.55880765604
('l', '[H:16][C:3](=[N+:4]([C:6]([H:17])([H:18])[C:7]([H:19])([H:20])[H:21])[C:8]([H:22])([H:23])[C:9]([H:24])([H:25])[H:26])[C:2]([H:5])([H:14])[H:15].[H:27][C:10]([H:28])([H:29])[C:11]([H:30])([H:31])[N:1]([H:32])[C:12]([H:33])([H:34])[C:13]([H:35])([H:36])[H:37]', ('1\tsp3\tNone\t2', '3\tpi\t4\t2'), '3') -4.54617968556

[H:20][CH2:21][CH:22]=[N+:23](CC)CC.CC[NH:10]CC>>[H:20][NH+:10](CC)CC.CC[N:23](CC)[CH:22]=[CH2:21]

CC[NH:10]CC.CC[N+:21](=[CH:20]C)CC>>CC[NH+:10](CC)[CH:20](C)[N:21](CC)CC
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_N > σ^*_H-C > π^*_C=N [H:20][CH2:21][CH:22]=[N+:23](CC)CC.CC[NH:10]CC>>[H:20][NH+:10](CC)CC.CC[N:23](CC)[CH:22]=[CH2:21] 10=20;20,21=21,22;22,23=23
n_N > π^*_C=N CC[NH:10]CC.CC[N+:21](=[CH:20]C)CC>>CC[NH+:10](CC)[CH:20](C)[N:21](CC)CC 10=20;20,21=21

54891
('h', '[H:33][C:13]1([C:12]([C:15]([N:1]([C:14]1([H:35])[H:36])[H:37])([H:38])[H:39])([H:31])[H:32])[H:34].[H:22][C:8]1([C:7]([C:6]([N+:4](=[C:3]([C:2]([H:5])([H:16])[H:17])[C:10]([H:26])([H:27])[C:11]([H:28])([H:29])[H:30])[C:9]1([H:24])[H:25])([H:18])[H:19])([H:20])[H:21])[H:23]', ('1\tsp3\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '3') -3.24043511857
('l', '[H:33][C:13]1([C:12]([C:15]([N:1]([C:14]1([H:35])[H:36])[H:37])([H:38])[H:39])([H:31])[H:32])[H:34].[H:22][C:8]1([C:7]([C:6]([N+:4](=[C:3]([C:2]([H:5])([H:16])[H:17])[C:10]([H:26])([H:27])[C:11]([H:28])([H:29])[H:30])[C:9]1([H:24])[H:25])([H:18])[H:19])([H:20])[H:21])[H:23]', ('1\tsp3\tNone\t2', '26\tsigma\t10\t2;3\tpi\t4\t2'), '3') -3.4135621002

[H:20][CH2:21][C:22](=[N+:23]1CCCC1)CC.C1CC[NH:10]C1>>[H:20][NH+:10]1CCCC1.CC[C:22](=[CH2:21])[N:23]1CCCC1

[H:20][CH:21](C)[C:22](=[N+:23]1CCCC1)C.C1CC[NH:10]C1>>[H:20][NH+:10]1CCCC1.C[CH:21]=[C:22](C)[N:23]1CCCC1
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_N > σ^*_H-C > π^*_C=N [H:20][CH2:21][C:22](=[N+:23]1CCCC1)CC.C1CC[NH:10]C1>>[H:20][NH+:10]1CCCC1.CC[C:22](=[CH2:21])[N:23]1CCCC1 10=20;20,21=21,22;22,23=23
n_N > σ^*_H-C > π^*_C=N [H:20][CH:21](C)[C:22](=[N+:23]1CCCC1)C.C1CC[NH:10]C1>>[H:20][NH+:10]1CCCC1.C[CH:21]=[C:22](C)[N:23]1CCCC1 10=20;20,21=21,22;22,23=23

59019
('h', '[H:22][C:9]([H:23])([H:24])[C:1](=[O:2])[O:8][C:7]([H:20])([H:21])[C:6]([H:17])([H:18])[H:19].[H:10][C:3]([H:11])([H:12])[C:4]([H:13])([H:14])[N:5]([H:15])[H:16]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') 4.66985323156
('l', '[H:22][C:9]([H:23])([H:24])[C:1](=[O:2])[O:8][C:7]([H:20])([H:21])[C:6]([H:17])([H:18])[H:19].[H:10][C:3]([H:11])([H:12])[C:4]([H:13])([H:14])[N:5]([H:15])[H:16]', ('8\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') 3.63002022498

CCN.CC[O:10][C:20](=[O:21])C>>CCN.CC[O+:10]=[C:20](C)[O-:21]
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_N > π^*_C=O CC[NH2:10].CCO[C:20](=[O:21])C>>CC[NH2+:10][C:20](C)([O-:21])OCC 10=20;20,21=21
n_O > π^*_C=O CCN.CC[O:10][C:20](=[O:21])C>>CCN.CC[O+:10]=[C:20](C)[O-:21] 10=20;20,21=21

60477
('h', '[H:10][C:3]([H:11])([H:12])[C:4]([H:13])([H:14])[N:2]([C:5]([H:15])([H:16])[C:6]([H:17])([H:18])[H:19])[C@@:1]([H:7])([C:9]([H:20])([H:21])[H:22])[O+:8]([H:23])[H:24]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') -2.15488420232
('l', '[H:10][C:3]([H:11])([H:12])[C:4]([H:13])([H:14])[N:2]([C:5]([H:15])([H:16])[C:6]([H:17])([H:18])[H:19])[C@@:1]([H:7])([C:9]([H:20])([H:21])[H:22])[O+:8]([H:23])[H:24]', ('2\tsp3\tNone\t2', '23\tsigma\t8\t2'), '3') -2.31714919894

[H:20][OH+:21][C@H](C)[N:10](CC)CC>>[H:20][N+:10](CC)(CC)[C@@H](C)[OH:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_N > σ^*_C-O CC[N:10](CC)[C@@H:20](C)[OH2+:21]>>CC[N+:10](=[C@H:20]C)CC.[OH2:21] 10=20;20,21=21
n_N > σ^*_H-O [H:20][OH+:21][C@H](C)[N:10](CC)CC>>[H:20][N+:10](CC)(CC)[C@@H](C)[OH:21] 10=20;20,21=21

62765
('h', '[H:15][C:7](=[C:6]([H:14])[C@@:1]([O:2][H:17])([O:5][C:4]([H:12])([H:13])[C:3]([H:9])([H:10])[H:11])[Cl:8])[H:16]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') 3.3322442653
('l', '[H:15][C:7](=[C:6]([H:14])[C@@:1]([O:2][H:17])([O:5][C:4]([H:12])([H:13])[C:3]([H:9])([H:10])[H:11])[Cl:8])[H:16]', ('5\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') 3.07137463038

CC[O:10][C@@:20](C=C)(O)[Cl:21]>>CC[O+:10]=[C@:20](C=C)O.[Cl-:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-Cl CCO[C@@:20](C=C)([OH:10])[Cl:21]>>CCO[C@@:20](=[OH+:10])C=C.[Cl-:21] 10=20;20,21=21
n_O > σ^*_C-Cl CC[O:10][C@@:20](C=C)(O)[Cl:21]>>CC[O+:10]=[C@:20](C=C)O.[Cl-:21] 10=20;20,21=21

62878
('h', '[H:22][C:11](=[C:10]([H:21])[C:7](=[O:9])[O:8][C@@:1]([C:6]([H:17])([H:18])[H:19])([O:2][H:20])[O:5][C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[H:23]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') 6.05835324979
('l', '[H:22][C:11](=[C:10]([H:21])[C:7](=[O:9])[O:8][C@@:1]([C:6]([H:17])([H:18])[H:19])([O:2][H:20])[O:5][C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[H:23]', ('2\tsp3\tNone\t2', '1\tsigma\t5\t2'), '3') 5.90045022932

CC[O:21][C@:20](C)([OH:10])OC(=O)C=C>>CC[O-:21].C[C@:20](=[OH+:10])OC(=O)C=C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CCO[C@:20](C)([OH:10])[O:21]C(=O)C=C>>CCO[C@:20](=[OH+:10])C.C=CC(=O)[O-:21] 10=20;20,21=21
n_O > σ^*_C-O CC[O:21][C@:20](C)([OH:10])OC(=O)C=C>>CC[O-:21].C[C@:20](=[OH+:10])OC(=O)C=C 10=20;20,21=21

63112
('h', '[H:18][C:7](=[C:6]([H:17])[C@@:1]([O:2][H:20])([O:8][C:9](=[O:10])[C:11]([H:21])([H:22])[H:23])[O:5][C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[H:19]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') 5.92772438817
('l', '[H:18][C:7](=[C:6]([H:17])[C@@:1]([O:2][H:20])([O:8][C:9](=[O:10])[C:11]([H:21])([H:22])[H:23])[O:5][C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[H:19]', ('2\tsp3\tNone\t2', '1\tsigma\t5\t2'), '3') 5.78456895943

CC[O:21][C@:20](C=C)([OH:10])OC(=O)C>>CC[O-:21].CC(=O)O[C@@:20](=[OH+:10])C=C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CCO[C@:20](C=C)([OH:10])[O:21]C(=O)C>>CCO[C@:20](=[OH+:10])C=C.CC(=O)[O-:21] 10=20;20,21=21
n_O > σ^*_C-O CC[O:21][C@:20](C=C)([OH:10])OC(=O)C>>CC[O-:21].CC(=O)O[C@@:20](=[OH+:10])C=C 10=20;20,21=21

63467
('h', '[H:19][C:4](=[C:3]([H:18])[C:1](=[O+:2][H:17])[N:8]([H:16])[C:6]([H:14])([H:15])[C:5]([H:11])([H:12])[H:13])[H:20].[H:21][C:9]([H:22])([H:23])[C:10]([H:24])([H:25])[O:7][H:26]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') -4.7118405123
('l', '[H:19][C:4](=[C:3]([H:18])[C:1](=[O+:2][H:17])[N:8]([H:16])[C:6]([H:14])([H:15])[C:5]([H:11])([H:12])[H:13])[H:20].[H:21][C:9]([H:22])([H:23])[C:10]([H:24])([H:25])[O:7][H:26]', ('7\tsp3\tNone\t2', '18\tsigma\t3\t2;1\tpi\t2\t2'), '3') -4.95395238244

CCN[C:22](=[OH+:23])[CH:21]=[CH2:20].CC[OH:10]>>CCN[C:22](=[CH:21][CH2:20][OH+:10]CC)[OH:23]

[H:20][C:21](=C)[C:22](=[OH+:23])NCC.CC[OH:10]>>[H:20][OH+:10]CC.CCN[C:22](=[C:21]=C)[OH:23]
( 10 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > π^*_C=C > π^*_C=O CCN[C:22](=[OH+:23])[CH:21]=[CH2:20].CC[OH:10]>>CCN[C:22](=[CH:21][CH2:20][OH+:10]CC)[OH:23] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-C > π^*_C=O [H:20][C:21](=C)[C:22](=[OH+:23])NCC.CC[OH:10]>>[H:20][OH+:10]CC.CCN[C:22](=[C:21]=C)[OH:23] 10=20;20,21=21,22;22,23=23

63544
('h', '[H:15][C:4](=[C:3]([H:17])[C:1](=[O+:2][H:18])[N:8]([H:19])[H:20])[H:16].[H:9][C:5]([H:10])([H:11])[C:6]([H:12])([H:13])[O:7][H:14]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') -4.69099579413
('l', '[H:15][C:4](=[C:3]([H:17])[C:1](=[O+:2][H:18])[N:8]([H:19])[H:20])[H:16].[H:9][C:5]([H:10])([H:11])[C:6]([H:12])([H:13])[O:7][H:14]', ('7\tsp3\tNone\t2', '17\tsigma\t3\t2;1\tpi\t2\t2'), '3') -4.9561392201

CC[OH:10].[CH2:20]=[CH:21][C:22](=[OH+:23])N>>CC[OH+:10][CH2:20][CH:21]=[C:22](N)[OH:23]

[H:20][C:21](=C)[C:22](=[OH+:23])N.CC[OH:10]>>[H:20][OH+:10]CC.C=[C:21]=[C:22](N)[OH:23]
( 10 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > π^*_C=C > π^*_C=O CC[OH:10].[CH2:20]=[CH:21][C:22](=[OH+:23])N>>CC[OH+:10][CH2:20][CH:21]=[C:22](N)[OH:23] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-C > π^*_C=O [H:20][C:21](=C)[C:22](=[OH+:23])N.CC[OH:10]>>[H:20][OH+:10]CC.C=[C:21]=[C:22](N)[OH:23] 10=20;20,21=21,22;22,23=23

65219
('h', '[H:15][C:4](=[C:3]([H:17])[C:1]#[N+:2][H:18])[H:16].[H:8][C:5]([H:9])([H:10])[C:6]([H:11])([H:12])[N:7]([H:13])[H:14]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') -7.04332025758
('l', '[H:15][C:4](=[C:3]([H:17])[C:1]#[N+:2][H:18])[H:16].[H:8][C:5]([H:9])([H:10])[C:6]([H:11])([H:12])[N:7]([H:13])[H:14]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') -8.98722449403

CC[NH2:10].[CH2:20]=[CH:21][C:22]#[NH+:23]>>CC[NH2+:10][CH2:20][CH:21]=[C:22]=[NH:23]

CC[NH2:10].C=C[C:20]#[NH+:21]>>CC[NH2+:10][C:20](=[NH:21])C=C
( 10 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_N > π^*_C=C > π^*_C#N CC[NH2:10].[CH2:20]=[CH:21][C:22]#[NH+:23]>>CC[NH2+:10][CH2:20][CH:21]=[C:22]=[NH:23] 10=20;20,21=21,22;22,23=23
n_N > π^*_C#N CC[NH2:10].C=C[C:20]#[NH+:21]>>CC[NH2+:10][C:20](=[NH:21])C=C 10=20;20,21=21

65283
('h', '[H:22][C:4](=[C:3]([H:21])/[C:1](=[N+:2](\\[H:19])/[C:8]([H:16])([H:17])[H:18])/[H:20])[H:23].[H:9][C:5]([H:10])([H:11])[C:6]([H:12])([H:13])[N:7]([H:14])[H:15]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') -4.10939289964
('l', '[H:22][C:4](=[C:3]([H:21])/[C:1](=[N+:2](\\[H:19])/[C:8]([H:16])([H:17])[H:18])/[H:20])[H:23].[H:9][C:5]([H:10])([H:11])[C:6]([H:12])([H:13])[N:7]([H:14])[H:15]', ('7\tsp3\tNone\t2', '19\tsigma\t2\t2'), '3') -4.9422108719

CC[NH2:10].C/[NH+:23]=[CH:22]/[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[CH:22][NH:23]C

$[H:20]/[N+:21](=C\C=C)/C.CC[NH2:10]>>[H:20][NH2+:10]CC.C/[N:21]=C/C=C$
[H:20]/[N+:21](=C\C=C)/C.CC[NH2:10]>>[H:20][NH2+:10]CC.C/[N:21]=C/C=C
( 10 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_N > π^*_C=C > π^*_C=N CC[NH2:10].C/[NH+:23]=[CH:22]/[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[CH:22][NH:23]C 10=20;20,21=21,22;22,23=23
n_N > σ^*_H-N [H:20]/[N+:21](=C\C=C)/C.CC[NH2:10]>>[H:20][NH2+:10]CC.C/[N:21]=C/C=C 10=20;20,21=21

66568
('h', '[H:16][c:4]1[c:10]([c:9]([c:8]([c:6]([c:5]1[H:17])[H:18])[C:1](=[O+:2][H:21])[O:11][H:22])[H:19])[H:20].[H:12][C:3]([H:13])([H:14])[O:7][H:15]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') -6.05236521362
('l', '[H:16][c:4]1[c:10]([c:9]([c:8]([c:6]([c:5]1[H:17])[H:18])[C:1](=[O+:2][H:21])[O:11][H:22])[H:19])[H:20].[H:12][C:3]([H:13])([H:14])[O:7][H:15]', ('11\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') -6.46662777083

C[OH:10].c1ccc(cc1)[C:20](=[OH+:21])O>>C[OH+:10][C:20](c1ccccc1)([OH:21])O

CO.c1ccc(cc1)[C:20](=[OH+:21])[OH:10]>>CO.c1ccc(cc1)[C:20](=[OH+:10])[OH:21]
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > π^*_C=O C[OH:10].c1ccc(cc1)[C:20](=[OH+:21])O>>C[OH+:10][C:20](c1ccccc1)([OH:21])O 10=20;20,21=21
n_O > π^*_C=O CO.c1ccc(cc1)[C:20](=[OH+:21])[OH:10]>>CO.c1ccc(cc1)[C:20](=[OH+:10])[OH:21] 10=20;20,21=21

68132
('h', '[H:10009][C+:10002]([C:10003]([H:10006])([H:10007])[H:10008])[C:10001]([C:10004]([H:10011])([H:10012])[H:10013])([C:10005]([H:10014])([H:10015])[H:10016])[C:10010]([H:10017])([H:10018])[H:10019].[H:9][C+:2]([C:3]([H:6])([H:7])[H:8])[C:1]([C:4]([H:11])([H:12])[H:13])([C:5]([H:14])([H:15])[H:16])[C:10]([H:17])([H:18])[H:19]', ('10\tsigma\t1\t2', '2\tp\tNone\t0'), '3') -2.82223548483
('l', '[H:10009][C+:10002]([C:10003]([H:10006])([H:10007])[H:10008])[C:10001]([C:10004]([H:10011])([H:10012])[H:10013])([C:10005]([H:10014])([H:10015])[H:10016])[C:10010]([H:10017])([H:10018])[H:10019].[H:9][C+:2]([C:3]([H:6])([H:7])[H:8])[C:1]([C:4]([H:11])([H:12])[H:13])([C:5]([H:14])([H:15])[H:16])[C:10]([H:17])([H:18])[H:19]', ('10002\tsigma\t10001\t2', '2\tp\tNone\t0'), '3') -2.94648752432

C[CH+]C(C)(C)C.C[CH+:20][C:11](C)(C)[CH3:10]>>C[CH+]C(C)(C)C.C[CH:20]([CH3:10])[C+:11](C)C

C[CH+:10][C:11](C)(C)C.C[CH+:20]C(C)(C)C>>C[CH+:10][CH:20](C)C(C)(C)C.C[C+:11](C)C
( 10 sigma 11 2 20 p None 0 )
( 10 sigma 11 2 20 p None 0 )
σ_C-C > p_C C[CH+]C(C)(C)C.C[CH+:20][C:11](C)(C)[CH3:10]>>C[CH+]C(C)(C)C.C[CH:20]([CH3:10])[C+:11](C)C 10,11=10,20
σ_C-C > p_C C[CH+:10][C:11](C)(C)C.C[CH+:20]C(C)(C)C>>C[CH+:10][CH:20](C)C(C)(C)C.C[C+:11](C)C 10,11=10,20

70034
('h', '[H:18][C:7]1([C@:3]([O+:2]1[H:20])([H:6])[C:5]([H:15])([H:16])[H:17])[H:19].[H:9][C:1]([H:10])([H:11])[C:4]([H:12])([H:13])[O:8][H:14]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '3') -2.27307168042
('l', '[H:18][C:7]1([C@:3]([O+:2]1[H:20])([H:6])[C:5]([H:15])([H:16])[H:17])[H:19].[H:9][C:1]([H:10])([H:11])[C:4]([H:12])([H:13])[O:8][H:14]', ('8\tsp3\tNone\t2', '7\tsigma\t2\t2'), '3') -3.4990492921

CC[OH:10].C[C@H]1[CH2:20][OH+:21]1>>CC[OH+:10][CH2:20][C@H](C)[OH:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CC[OH:10].C[C@H:20]1C[OH+:21]1>>CC[OH+:10][C@H:20](C)C[OH:21] 10=20;20,21=21
n_O > σ^*_C-O CC[OH:10].C[C@H]1[CH2:20][OH+:21]1>>CC[OH+:10][CH2:20][C@H](C)[OH:21] 10=20;20,21=21

70598
('h', '[H:6][C@@:5]1([C@:3]([O+:2]1[H:17])([C:9]([H:21])([H:22])[H:23])[C:4]([H:15])([H:16])[C:1]([H:12])([H:13])[H:14])[C:7]([H:18])([H:19])[H:20].[H:24][C:10]([H:25])([H:26])[C:11]([H:27])([H:28])[O:8][H:29]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '3') -0.766037347496
('l', '[H:6][C@@:5]1([C@:3]([O+:2]1[H:17])([C:9]([H:21])([H:22])[H:23])[C:4]([H:15])([H:16])[C:1]([H:12])([H:13])[H:14])[C:7]([H:18])([H:19])[H:20].[H:24][C:10]([H:25])([H:26])[C:11]([H:27])([H:28])[O:8][H:29]', ('8\tsp3\tNone\t2', '17\tsigma\t2\t2'), '3') -5.19069958081

CC[C@:20]1([C@@H]([OH+:21]1)C)C.CC[OH:10]>>CC[C@:20](C)([C@H](C)[OH:21])[OH+:10]CC

[H:20][O+:21]1[C@H]([C@]1(C)CC)C.CC[OH:10]>>[H:20][OH+:10]CC.CC[C@]1([C@@H]([O:21]1)C)C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CC[C@:20]1([C@@H]([OH+:21]1)C)C.CC[OH:10]>>CC[C@:20](C)([C@H](C)[OH:21])[OH+:10]CC 10=20;20,21=21
n_O > σ^*_H-O [H:20][O+:21]1[C@H]([C@]1(C)CC)C.CC[OH:10]>>[H:20][OH+:10]CC.CC[C@]1([C@@H]([O:21]1)C)C 10=20;20,21=21

70971
('h', '[H:21][C:8]([H:22])([H:23])[C+:3]([C:9]([H:24])([H:25])[C:10]([H:26])([H:27])[H:28])[C@@:5]([H:6])([C:7]([H:18])([H:19])[H:20])[C:4]([H:16])([H:17])[C:2]([H:13])([H:14])[H:15].[H:29][C:11]([H:30])([H:31])[C:12]([H:32])([H:33])[O:1][H:34]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '3') 0.253351506238
('l', '[H:21][C:8]([H:22])([H:23])[C+:3]([C:9]([H:24])([H:25])[C:10]([H:26])([H:27])[H:28])[C@@:5]([H:6])([C:7]([H:18])([H:19])[H:20])[C:4]([H:16])([H:17])[C:2]([H:13])([H:14])[H:15].[H:29][C:11]([H:30])([H:31])[C:12]([H:32])([H:33])[O:1][H:34]', ('1\tsp3\tNone\t2', '24\tsigma\t9\t2;3\tp\tNone\t0'), '3') -0.395440358697

CC[C@H](C)[C+:20](C)CC.CC[OH:10]>>CC[C@H](C)[C:20](C)(CC)[OH+:10]CC

[H:20][CH:21](C)[C+:22](C)[C@@H](C)CC.CC[OH:10]>>[H:20][OH+:10]CC.CC[C@H](C)[C:22](=[CH:21]C)C
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_O > p_C CC[C@H](C)[C+:20](C)CC.CC[OH:10]>>CC[C@H](C)[C:20](C)(CC)[OH+:10]CC 10=20
n_O > σ^*_H-C > p_C [H:20][CH:21](C)[C+:22](C)[C@@H](C)CC.CC[OH:10]>>[H:20][OH+:10]CC.CC[C@H](C)[C:22](=[CH:21]C)C 10=20;20,21=21,22

71061
('h', '[H:21][C:8]([H:22])([H:23])[C+:3]([C:9]([H:24])([H:25])[C:10]([H:26])([H:27])[H:28])[C@:4]([H:5])([C:2]([H:13])([H:14])[H:15])[C:6]([H:16])([H:17])[C:7]([H:18])([H:19])[H:20].[H:29][C:11]([H:30])([H:31])[C:12]([H:32])([H:33])[O:1][H:34]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '3') -0.280760643549
('l', '[H:21][C:8]([H:22])([H:23])[C+:3]([C:9]([H:24])([H:25])[C:10]([H:26])([H:27])[H:28])[C@:4]([H:5])([C:2]([H:13])([H:14])[H:15])[C:6]([H:16])([H:17])[C:7]([H:18])([H:19])[H:20].[H:29][C:11]([H:30])([H:31])[C:12]([H:32])([H:33])[O:1][H:34]', ('1\tsp3\tNone\t2', '24\tsigma\t9\t2;3\tp\tNone\t0'), '3') -0.395440358697

[H:20][C@@:21](C)(CC)[C+:22](C)CC.CC[OH:10]>>[H:20][OH+:10]CC.CC[C:22](=[C@:21](C)CC)C

[H:20][CH:21](C)[C+:22](C)[C@H](C)CC.CC[OH:10]>>[H:20][OH+:10]CC.CC[C@@H](C)[C:22](=[CH:21]C)C
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_O > σ^*_H-C > p_C [H:20][C@@:21](C)(CC)[C+:22](C)CC.CC[OH:10]>>[H:20][OH+:10]CC.CC[C:22](=[C@:21](C)CC)C 10=20;20,21=21,22
n_O > σ^*_H-C > p_C [H:20][CH:21](C)[C+:22](C)[C@H](C)CC.CC[OH:10]>>[H:20][OH+:10]CC.CC[C@@H](C)[C:22](=[CH:21]C)C 10=20;20,21=21,22

72972
('h', '[H:24][C:13]#[C:14][C:1]1=[C:2]([C:3](=[C:4]([C:15](=[C:16]1[H:29])[H:28])[H:27])[H:26])[H:25].[H:21][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:20])[H:19])[C+:5]=[C:6]([H:17])[H:18])[H:23])[H:22]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -11.0426136413
('l', '[H:24][C:13]#[C:14][C:1]1=[C:2]([C:3](=[C:4]([C:15](=[C:16]1[H:29])[H:28])[H:27])[H:26])[H:25].[H:21][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:20])[H:19])[C+:5]=[C:6]([H:17])[H:18])[H:23])[H:22]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -11.1141640114

C=[C+:20]c1ccccc1.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C=[C:20](c1ccccc1)[CH:10]2[CH:11]=[CH:12][C+:13](C=C2)C#C

C=[C+:20]c1ccccc1.C#C[C:11]1=[CH:10]C=CC=C1>>C=[C:20](c1ccccc1)[CH:10]2C=CC=C[C+:11]2C#C
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C=[C+:20]c1ccccc1.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C=[C:20](c1ccccc1)[CH:10]2[CH:11]=[CH:12][C+:13](C=C2)C#C 10,11=10,20;12,13=11,12
π_C=C > p_C C=[C+:20]c1ccccc1.C#C[C:11]1=[CH:10]C=CC=C1>>C=[C:20](c1ccccc1)[CH:10]2C=CC=C[C+:11]2C#C 10,11=10,20

72977
('h', '[H:24][C:13]#[C:14][C:1]1=[C:2]([C:3](=[C:4]([C:15](=[C:16]1[H:29])[H:28])[H:27])[H:26])[H:25].[H:21][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:20])[H:19])[C+:5]=[C:6]([H:17])[H:18])[H:23])[H:22]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -11.0426136413
('l', '[H:24][C:13]#[C:14][C:1]1=[C:2]([C:3](=[C:4]([C:15](=[C:16]1[H:29])[H:28])[H:27])[H:26])[H:25].[H:21][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:20])[H:19])[C+:5]=[C:6]([H:17])[H:18])[H:23])[H:22]', ('3\tpi\t4\t2', '5\tp\tNone\t0'), '3') -11.3285269662

C=[C+:20]c1ccccc1.C#CC1=C[CH:10]=[CH:11]C=C1>>C=[C:20](c1ccccc1)[CH:10]2C=C(C=C[CH+:11]2)C#C
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C=[C+:20]c1ccccc1.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C=[C:20](c1ccccc1)[CH:10]2[CH:11]=[CH:12][C+:13](C=C2)C#C 10,11=10,20;12,13=11,12
π_C=C > p_C C=[C+:20]c1ccccc1.C#CC1=C[CH:10]=[CH:11]C=C1>>C=[C:20](c1ccccc1)[CH:10]2C=C(C=C[CH+:11]2)C#C 10,11=10,20

73461
('h', '[H:32][C:4]1=[C:3]([C:2](=[C:1]([C:13](=[C:12]1[H:33])[H:34])[C:9]([C:8]([H:21])([H:22])[H:23])([C:10]([H:24])([H:25])[H:26])[C:11]([H:27])([H:28])[H:29])[H:30])[H:31].[H:17][C+:5]([C:6]([H:14])([H:15])[H:16])[C:7]([H:18])([H:19])[H:20]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -6.73089208562
('l', '[H:32][C:4]1=[C:3]([C:2](=[C:1]([C:13](=[C:12]1[H:33])[H:34])[C:9]([C:8]([H:21])([H:22])[H:23])([C:10]([H:24])([H:25])[H:26])[C:11]([H:27])([H:28])[H:29])[H:30])[H:31].[H:17][C+:5]([C:6]([H:14])([H:15])[H:16])[C:7]([H:18])([H:19])[H:20]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -7.09393668872

C[CH+:20]C.CC(C)(C)[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C(C)(C)C

C[CH+:20]C.CC(C)(C)[C:11]1=[CH:10]C=CC=C1>>C[CH:20](C)[CH:10]1C=CC=C[C+:11]1C(C)(C)C
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]C.CC(C)(C)[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C(C)(C)C 10,11=10,20;12,13=11,12
π_C=C > p_C C[CH+:20]C.CC(C)(C)[C:11]1=[CH:10]C=CC=C1>>C[CH:20](C)[CH:10]1C=CC=C[C+:11]1C(C)(C)C 10,11=10,20

73733
('h', '[H:22][C:4]1=[C:3]([C:2](=[C:1]([C:9](=[C:8]1[H:18])[H:19])[Br:10])[H:20])[H:21].[H:14][C+:5]([C:6]([H:11])([H:12])[H:13])[C:7]([H:15])([H:16])[H:17]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -3.88124872614
('l', '[H:22][C:4]1=[C:3]([C:2](=[C:1]([C:9](=[C:8]1[H:18])[H:19])[Br:10])[H:20])[H:21].[H:14][C+:5]([C:6]([H:11])([H:12])[H:13])[C:7]([H:15])([H:16])[H:17]', ('10\tsp3\tNone\t2', '5\tp\tNone\t0'), '3') -5.30232746144

C[CH+:20]C.C1=CC=C(C=C1)[Br:10]>>C[CH:20](C)[Br+:10]C1=CC=CC=C1
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]C.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)Br>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)Br 10,11=10,20;12,13=11,12
n_Br > p_C C[CH+:20]C.C1=CC=C(C=C1)[Br:10]>>C[CH:20](C)[Br+:10]C1=CC=CC=C1 10=20

74595
('h', '[H:38][c:16]1[c:17]([c:18]([c:13]([c:14]([c:15]1[H:37])[H:36])[C:12]([H:34])([H:35])[C+:5]([H:33])[C:11]([H:30])([H:31])[H:32])[H:40])[H:39].[H:27][C:4]1=[C:3]([C:2](=[C:1]([C:10](=[C:9]1[H:28])[H:29])[C:8]([H:23])([H:24])[C+:7]([H:22])[C:6]([H:19])([H:20])[H:21])[H:25])[H:26]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -6.16351328483
('l', '[H:38][c:16]1[c:17]([c:18]([c:13]([c:14]([c:15]1[H:37])[H:36])[C:12]([H:34])([H:35])[C+:5]([H:33])[C:11]([H:30])([H:31])[H:32])[H:40])[H:39].[H:27][C:4]1=[C:3]([C:2](=[C:1]([C:10](=[C:9]1[H:28])[H:29])[C:8]([H:23])([H:24])[C+:7]([H:22])[C:6]([H:19])([H:20])[H:21])[H:25])[H:26]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -6.36981619341

C[CH+:20]Cc1ccccc1.C[CH+]C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH+]C[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[CH:20](C)Cc2ccccc2

C[CH+:20]Cc1ccccc1.C[CH+]C[C:11]1=[CH:10]C=CC=C1>>C[CH+]C[C+:11]1C=CC=C[CH:10]1[CH:20](C)Cc2ccccc2
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]Cc1ccccc1.C[CH+]C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH+]C[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[CH:20](C)Cc2ccccc2 10,11=10,20;12,13=11,12
π_C=C > p_C C[CH+:20]Cc1ccccc1.C[CH+]C[C:11]1=[CH:10]C=CC=C1>>C[CH+]C[C+:11]1C=CC=C[CH:10]1[CH:20](C)Cc2ccccc2 10,11=10,20

85321
('h', '[H:14][c:1]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:17])[C:11](=[C:12]([C:2](=[C:3]2[H:20])[Br:13])[H:19])[H:18])[H:16])[H:15].[Br:10005][Br:10006].[Br:5][Br:6]', ('3\tpi\t2\t2', '5\tsigma\t6\t2'), '4') -0.866215213883
('l', '[H:14][c:1]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:17])[C:11](=[C:12]([C:2](=[C:3]2[H:20])[Br:13])[H:19])[H:18])[H:16])[H:15].[Br:10005][Br:10006].[Br:5][Br:6]', ('10005\tsp3\tNone\t2', '5\tsigma\t6\t2'), '4') -0.907268195824

c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br.BrBr.[Br:20][Br:21]>>c1ccc2c(c1)C=C[C+:11]([CH:10]2[Br:20])Br.[Br-:21].BrBr

c1ccc2c(c1)C=CC(=C2)Br.[Br:10]Br.[Br:20][Br:21]>>c1ccc2c(c1)C=CC(=C2)Br.[Br-:21].Br[Br+:10][Br:20]
( 10 pi 11 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br.BrBr.[Br:20][Br:21]>>c1ccc2c(c1)C=C[C+:11]([CH:10]2[Br:20])Br.[Br-:21].BrBr 10,11=10,20;20,21=21
n_Br > σ^*_Br-Br c1ccc2c(c1)C=CC(=C2)Br.[Br:10]Br.[Br:20][Br:21]>>c1ccc2c(c1)C=CC(=C2)Br.[Br-:21].Br[Br+:10][Br:20] 10=20;20,21=21

86047
('h', '[H:13][C:1]1=[C:2]([O:7][C:4](=[C:3]1[H:11])[N+:8](=[O:9])[O-:10])[H:12].[Br:10005][Br:10006].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') -0.864279239656
('l', '[H:13][C:1]1=[C:2]([O:7][C:4](=[C:3]1[H:11])[N+:8](=[O:9])[O-:10])[H:12].[Br:10005][Br:10006].[Br:5][Br:6]', ('10005\tsp3\tNone\t2', '5\tsigma\t6\t2'), '4') -0.907244367561

[CH:11]1=[CH:10]OC(=C1)[N+](=O)[O-].BrBr.[Br:20][Br:21]>>C1=C(O[CH:10]([CH+:11]1)[Br:20])[N+](=O)[O-].[Br-:21].BrBr

C1=COC(=C1)[N+](=O)[O-].[Br:10]Br.[Br:20][Br:21]>>C1=COC(=C1)[N+](=O)[O-].[Br-:21].Br[Br+:10][Br:20]
( 10 pi 11 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br [CH:11]1=[CH:10]OC(=C1)[N+](=O)[O-].BrBr.[Br:20][Br:21]>>C1=C(O[CH:10]([CH+:11]1)[Br:20])[N+](=O)[O-].[Br-:21].BrBr 10,11=10,20;20,21=21
n_Br > σ^*_Br-Br C1=COC(=C1)[N+](=O)[O-].[Br:10]Br.[Br:20][Br:21]>>C1=COC(=C1)[N+](=O)[O-].[Br-:21].Br[Br+:10][Br:20] 10=20;20,21=21

86649
('h', '[H:15][C:1]1=[C:2]([O:10][C:8](=[C:9]1[H:14])[C:4](=[O:7])[C:3]([H:11])([H:12])[H:13])[H:16].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') -0.978699889181
('l', '[H:15][C:1]1=[C:2]([O:10][C:8](=[C:9]1[H:14])[C:4](=[O:7])[C:3]([H:11])([H:12])[H:13])[H:16].[Br:5][Br:6]', ('9\tpi\t8\t2', '5\tsigma\t6\t2'), '4') -1.1444431689

CC(=O)C1=C[CH:11]=[CH:10]O1.[Br:20][Br:21]>>CC(=O)C1=C[CH+:11][CH:10](O1)[Br:20].[Br-:21]

CC(=O)[C:11]1=[CH:10]C=CO1.[Br:20][Br:21]>>CC(=O)[C+:11]1[CH:10](C=CO1)[Br:20].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br CC(=O)C1=C[CH:11]=[CH:10]O1.[Br:20][Br:21]>>CC(=O)C1=C[CH+:11][CH:10](O1)[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C=C > σ^*_Br-Br CC(=O)[C:11]1=[CH:10]C=CO1.[Br:20][Br:21]>>CC(=O)[C+:11]1[CH:10](C=CO1)[Br:20].[Br-:21] 10,11=10,20;20,21=21

87656
('h', '[H:11][C:1]1=[C:2]([O:7][C:3](=[C:4]1[C:8]#[N:9])[H:10])[H:12].[Br:10005][Br:10006].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') -0.804041519096
('l', '[H:11][C:1]1=[C:2]([O:7][C:3](=[C:4]1[C:8]#[N:9])[H:10])[H:12].[Br:10005][Br:10006].[Br:5][Br:6]', ('10005\tsp3\tNone\t2', '5\tsigma\t6\t2'), '4') -0.907244367561

[CH:11]1=[CH:10]OC=C1C#N.BrBr.[Br:20][Br:21]>>C1=C([CH+:11][CH:10](O1)[Br:20])C#N.[Br-:21].BrBr

C1=COC=C1C#N.[Br:10]Br.[Br:20][Br:21]>>C1=COC=C1C#N.[Br-:21].Br[Br+:10][Br:20]
( 10 pi 11 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br [CH:11]1=[CH:10]OC=C1C#N.BrBr.[Br:20][Br:21]>>C1=C([CH+:11][CH:10](O1)[Br:20])C#N.[Br-:21].BrBr 10,11=10,20;20,21=21
n_Br > σ^*_Br-Br C1=COC=C1C#N.[Br:10]Br.[Br:20][Br:21]>>C1=COC=C1C#N.[Br-:21].Br[Br+:10][Br:20] 10=20;20,21=21

88813
('h', '[H:11][C:4]1=[C:5]([O:6][C@@:2]([C+:1]1[H:9])([H:3])[Br:8])[C:7]([H:12])([H:13])[H:14].[Br-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '4') -14.6465430248
('l', '[H:11][C:4]1=[C:5]([O:6][C@@:2]([C+:1]1[H:9])([H:3])[Br:8])[C:7]([H:12])([H:13])[H:14].[Br-:10]', ('10\tsp3\tNone\t2', '1\tp\tNone\t0'), '4') -15.4629729199

[H:20][C@@:21]1([CH+:22]C=C(O1)C)Br.[Br-:10]>>[H:20][Br:10].CC1=C[CH:22]=[C@@:21](O1)Br

CC1=C[CH+:20][C@@H](O1)Br.[Br-:10]>>CC1=C[CH:20]([C@@H](O1)Br)[Br:10]
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 p None 0 )
n_Br > σ^*_H-C > p_C [H:20][C@@:21]1([CH+:22]C=C(O1)C)Br.[Br-:10]>>[H:20][Br:10].CC1=C[CH:22]=[C@@:21](O1)Br 10=20;20,21=21,22
n_Br > p_C CC1=C[CH+:20][C@@H](O1)Br.[Br-:10]>>CC1=C[CH:20]([C@@H](O1)Br)[Br:10] 10=20

89447
('h', '[H:10][C:1]1=[C:2]([O:7][C:3](=[C:4]1[Br:8])[H:9])[H:11].[Br:10005][Br:10006].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') -0.824897176354
('l', '[H:10][C:1]1=[C:2]([O:7][C:3](=[C:4]1[Br:8])[H:9])[H:11].[Br:10005][Br:10006].[Br:5][Br:6]', ('10005\tsp3\tNone\t2', '5\tsigma\t6\t2'), '4') -0.907244367561

[CH:11]1=[CH:10]OC=C1Br.BrBr.[Br:20][Br:21]>>C1=C([CH+:11][CH:10](O1)[Br:20])Br.[Br-:21].BrBr

C1=COC=C1Br.[Br:10]Br.[Br:20][Br:21]>>C1=COC=C1Br.[Br-:21].Br[Br+:10][Br:20]
( 10 pi 11 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br [CH:11]1=[CH:10]OC=C1Br.BrBr.[Br:20][Br:21]>>C1=C([CH+:11][CH:10](O1)[Br:20])Br.[Br-:21].BrBr 10,11=10,20;20,21=21
n_Br > σ^*_Br-Br C1=COC=C1Br.[Br:10]Br.[Br:20][Br:21]>>C1=COC=C1Br.[Br-:21].Br[Br+:10][Br:20] 10=20;20,21=21

90007
('h', '[H:12][c:3]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:15])[C:1](=[C:2]([N:11]2[H:18])[H:17])[H:16])[H:14])[H:13].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') -1.49526647564
('l', '[H:12][c:3]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:15])[C:1](=[C:2]([N:11]2[H:18])[H:17])[H:16])[H:14])[H:13].[Br:5][Br:6]', ('1\tpi\t2\t2', '5\tsigma\t6\t2'), '4') -1.96881260108

c1ccc2c(c1)[CH:11]=[CH:10]N2.[Br:20][Br:21]>>c1ccc2c(c1)[CH+:11][CH:10](N2)[Br:20].[Br-:21]

c1ccc2c(c1)[CH:10]=[CH:11]N2.[Br:20][Br:21]>>c1ccc2c(c1)[CH:10]([CH+:11]N2)[Br:20].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br c1ccc2c(c1)[CH:11]=[CH:10]N2.[Br:20][Br:21]>>c1ccc2c(c1)[CH+:11][CH:10](N2)[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C=C > σ^*_Br-Br c1ccc2c(c1)[CH:10]=[CH:11]N2.[Br:20][Br:21]>>c1ccc2c(c1)[CH:10]([CH+:11]N2)[Br:20].[Br-:21] 10,11=10,20;20,21=21

90562
('h', '[H:6][C@@:5]1([C@@:3]([Br+:2]1)([C:9]([H:19])([H:20])[H:21])[C:4]([H:14])([H:15])[C:1]([H:11])([H:12])[H:13])[C:7]([H:16])([H:17])[H:18].[H:22][C:10]([H:23])([H:24])[O:8][H:25]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '4') -4.3482277134
('l', '[H:6][C@@:5]1([C@@:3]([Br+:2]1)([C:9]([H:19])([H:20])[H:21])[C:4]([H:14])([H:15])[C:1]([H:11])([H:12])[H:13])[C:7]([H:16])([H:17])[H:18].[H:22][C:10]([H:23])([H:24])[O:8][H:25]', ('8\tsp3\tNone\t2', '5\tsigma\t2\t2'), '4') -6.08467525721

CC[C@@:20]1([C@@H]([Br+:21]1)C)C.C[OH:10]>>CC[C@@:20](C)([C@H](C)[Br:21])[OH+:10]C

CC[C@@]1([C@@H:20]([Br+:21]1)C)C.C[OH:10]>>CC[C@](C)([C@@H:20](C)[OH+:10]C)[Br:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-Br CC[C@@:20]1([C@@H]([Br+:21]1)C)C.C[OH:10]>>CC[C@@:20](C)([C@H](C)[Br:21])[OH+:10]C 10=20;20,21=21
n_O > σ^*_C-Br CC[C@@]1([C@@H:20]([Br+:21]1)C)C.C[OH:10]>>CC[C@](C)([C@@H:20](C)[OH+:10]C)[Br:21] 10=20;20,21=21

91964
('h', '[H:15]/[C:1](=[C:2](/[C:6]([H:16])([H:17])[H:18])\\[C:7]([H:19])([H:20])[C:8]([H:21])([H:22])[C:9]([H:23])([H:24])[C:10]([H:25])([H:26])[O:11][H:27])/[C:5]([H:12])([H:13])[H:14].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '4') -1.25916613312
('l', '[H:15]/[C:1](=[C:2](/[C:6]([H:16])([H:17])[H:18])\\[C:7]([H:19])([H:20])[C:8]([H:21])([H:22])[C:9]([H:23])([H:24])[C:10]([H:25])([H:26])[O:11][H:27])/[C:5]([H:12])([H:13])[H:14].[Br:3][Br:4]', ('1\tpi\t2\t2', '3\tsigma\t4\t2'), '4') -6.55537493933
$C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]1[C:11]([Br+:20]1)(C)CCCCO.[Br-:21]$ $C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]([C+:11](C)CCCCO)[Br:20].[Br-:21]$
C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]([C+:11](C)CCCCO)[Br:20].[Br-:21]
( 10 pi 11 2; 20 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_Br > π_C=C > σ^*_Br-Br C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]1[C:11]([Br+:20]1)(C)CCCCO.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]([C+:11](C)CCCCO)[Br:20].[Br-:21] 10,11=10,20;20,21=21

91966
('h', '[H:15]/[C:1](=[C:2](/[C:6]([H:16])([H:17])[H:18])\\[C:7]([H:19])([H:20])[C:8]([H:21])([H:22])[C:9]([H:23])([H:24])[C:10]([H:25])([H:26])[O:11][H:27])/[C:5]([H:12])([H:13])[H:14].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '4') -1.25916613312
('l', '[H:15]/[C:1](=[C:2](/[C:6]([H:16])([H:17])[H:18])\\[C:7]([H:19])([H:20])[C:8]([H:21])([H:22])[C:9]([H:23])([H:24])[C:10]([H:25])([H:26])[O:11][H:27])/[C:5]([H:12])([H:13])[H:14].[Br:3][Br:4]', ('2\tpi\t1\t2', '3\tsigma\t4\t2'), '4') -3.16761312207
$C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]1[C:11]([Br+:20]1)(C)CCCCO.[Br-:21]$ $C/[CH:11]=[C:10](\C)/CCCCO.[Br:20][Br:21]>>C[CH+:11][C:10](C)(CCCCO)[Br:20].[Br-:21]$
C/[CH:11]=[C:10](\C)/CCCCO.[Br:20][Br:21]>>C[CH+:11][C:10](C)(CCCCO)[Br:20].[Br-:21]
( 10 pi 11 2; 20 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_Br > π_C=C > σ^*_Br-Br C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]1[C:11]([Br+:20]1)(C)CCCCO.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br C/[CH:11]=[C:10](\C)/CCCCO.[Br:20][Br:21]>>C[CH+:11][C:10](C)(CCCCO)[Br:20].[Br-:21] 10,11=10,20;20,21=21

98411
('h', '[H:14][C:4]1=[C:7]([C+:1]([C@@:2]([C:5](=[C:6]1[Br:11])[H:13])([H:3])[Br:12])[O:8][H:15])[Br:9].[Br-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '4') -14.124635038
('l', '[H:14][C:4]1=[C:7]([C+:1]([C@@:2]([C:5](=[C:6]1[Br:11])[H:13])([H:3])[Br:12])[O:8][H:15])[Br:9].[Br-:10]', ('10\tsp3\tNone\t2', '15\tsigma\t8\t2;1\tp\tNone\t0'), '4') -15.7584842937

[H:20][C@@:21]1(C=C(C=C([C+:22]1O)Br)Br)Br.[Br-:10]>>[H:20][Br:10].C1=C(C=C([C:22](=[C@:21]1Br)O)Br)Br

[H:20][O:21][C+:22]1[C@H](C=C(C=C1Br)Br)Br.[Br-:10]>>[H:20][Br:10].C1=C(C=C([C:22](=[O:21])[C@H]1Br)Br)Br
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_Br > σ^*_H-C > p_C [H:20][C@@:21]1(C=C(C=C([C+:22]1O)Br)Br)Br.[Br-:10]>>[H:20][Br:10].C1=C(C=C([C:22](=[C@:21]1Br)O)Br)Br 10=20;20,21=21,22
n_Br > σ^*_H-O > p_C [H:20][O:21][C+:22]1[C@H](C=C(C=C1Br)Br)Br.[Br-:10]>>[H:20][Br:10].C1=C(C=C([C:22](=[O:21])[C@H]1Br)Br)Br 10=20;20,21=21,22

99260
('h', '[H:19][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:18])[H:17])[O:7][C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[H:21])[H:20].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') -0.995829668219
('l', '[H:19][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:18])[H:17])[O:7][C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[H:21])[H:20].[Br:5][Br:6]', ('10\tpi\t11\t2', '5\tsigma\t6\t2'), '4') -1.0043273908

CCO[C:11]1=[CH:10]C=CC=C1.[Br:20][Br:21]>>CCO[C+:11]1C=CC=C[CH:10]1[Br:20].[Br-:21]

CCOC1=C[CH:11]=[CH:10]C=C1.[Br:20][Br:21]>>CCOC1=C[CH+:11][CH:10](C=C1)[Br:20].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br CCO[C:11]1=[CH:10]C=CC=C1.[Br:20][Br:21]>>CCO[C+:11]1C=CC=C[CH:10]1[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C=C > σ^*_Br-Br CCOC1=C[CH:11]=[CH:10]C=C1.[Br:20][Br:21]>>CCOC1=C[CH+:11][CH:10](C=C1)[Br:20].[Br-:21] 10,11=10,20;20,21=21

104389
('h', '[H:17][C:2]1=[C:5]([C@@:6]([C:4](=[C:7]([C+:1]1[N:8]([H:19])[C:9](=[O:11])[C:12]([H:20])([H:21])[C:13]([H:22])([H:23])[H:24])[Br:14])[H:16])([H:3])[Br:15])[H:18].[Br-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t6\t2;5\tpi\t2\t2;1\tp\tNone\t0'), '4') -14.3128330456
('l', '[H:17][C:2]1=[C:5]([C@@:6]([C:4](=[C:7]([C+:1]1[N:8]([H:19])[C:9](=[O:11])[C:12]([H:20])([H:21])[C:13]([H:22])([H:23])[H:24])[Br:14])[H:16])([H:3])[Br:15])[H:18].[Br-:10]', ('10\tsp3\tNone\t2', '19\tsigma\t8\t2;1\tp\tNone\t0'), '4') -15.5400008749

[H:20][C@:21]1([CH:22]=[CH:23][C+:24](C(=C1)Br)NC(=O)CC)Br.[Br-:10]>>[H:20][Br:10].CCC(=O)N[C:24]1=[CH:23][CH:22]=[C@:21](C=C1Br)Br

[H:20][N:21]([C+:22]1C=C[C@H](C=C1Br)Br)C(=O)CC.[Br-:10]>>[H:20][Br:10].CCC(=O)[N:21]=[C:22]1C=C[C@H](C=C1Br)Br
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2; 24 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_Br > σ^*_H-C > π^*_C=C > p_C [H:20][C@:21]1([CH:22]=[CH:23][C+:24](C(=C1)Br)NC(=O)CC)Br.[Br-:10]>>[H:20][Br:10].CCC(=O)N[C:24]1=[CH:23][CH:22]=[C@:21](C=C1Br)Br 10=20;20,21=21,22;22,23=23,24
n_Br > σ^*_H-N > p_C [H:20][N:21]([C+:22]1C=C[C@H](C=C1Br)Br)C(=O)CC.[Br-:10]>>[H:20][Br:10].CCC(=O)[N:21]=[C:22]1C=C[C@H](C=C1Br)Br 10=20;20,21=21,22

111710
('h', '[H:17][C:5]1([C:4]([O:3][C:2]([O:8]1)([C:1]([H:12])([H:13])[H:14])[C:7]([H:19])([H:21])[H:22])([H:15])[H:16])[H:18].[H:23][O:9][H:24].[H:6][O+:20]([H:10])[H:11]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -5.66101105576
('l', '[H:17][C:5]1([C:4]([O:3][C:2]([O:8]1)([C:1]([H:12])([H:13])[H:14])[C:7]([H:19])([H:21])[H:22])([H:15])[H:16])[H:18].[H:23][O:9][H:24].[H:6][O+:20]([H:10])[H:11]', ('9\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -5.71848359992

[H:20][OH2+:21].CC1([O:10]CCO1)C.O>>[H:20][O+:10]1CCOC1(C)C.O.[OH2:21]

[H:20][OH2+:21].CC1(OCCO1)C.[OH2:10]>>[H:20][OH2+:10].CC1(OCCO1)C.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-O [H:20][OH2+:21].CC1([O:10]CCO1)C.O>>[H:20][O+:10]1CCOC1(C)C.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].CC1(OCCO1)C.[OH2:10]>>[H:20][OH2+:10].CC1(OCCO1)C.[OH2:21] 10=20;20,21=21

112174
('h', '[H:19][C:5]1([C:6]2=[N:2][C:7]([C:8]([C:9]([C@:10]2([C:12]([C:1]([C:4]1([H:17])[H:18])([H:15])[H:16])([H:28])[H:29])[H:11])([H:26])[H:27])([H:24])[H:25])([H:22])[H:23])[H:21].[H:3][O+:20]([H:13])[H:14]', ('2\tsp2\tNone\t2', '3\tsigma\t20\t2'), '5') -4.59544448012
('l', '[H:19][C:5]1([C:6]2=[N:2][C:7]([C:8]([C:9]([C@:10]2([C:12]([C:1]([C:4]1([H:17])[H:18])([H:15])[H:16])([H:28])[H:29])[H:11])([H:26])[H:27])([H:24])[H:25])([H:22])[H:23])[H:21].[H:3][O+:20]([H:13])[H:14]', ('2\tpi\t6\t2', '3\tsigma\t20\t2'), '5') -9.21324755643

[H:20][OH2+:21].C1CCC2=[N:10]CCC[C@H]2C1>>[H:20][N+:10]1=C2CCCC[C@@H]2CCC1.[OH2:21]

[H:20][OH2+:21].C1CC[C:11]2=[N:10]CCC[C@H]2C1>>[H:20][N:10]1CCC[C@@H]2[C+:11]1CCCC2.[OH2:21]
( 10 sp2 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_N > σ^*_H-O [H:20][OH2+:21].C1CCC2=[N:10]CCC[C@H]2C1>>[H:20][N+:10]1=C2CCCC[C@@H]2CCC1.[OH2:21] 10=20;20,21=21
π_N=C > σ^*_H-O [H:20][OH2+:21].C1CC[C:11]2=[N:10]CCC[C@H]2C1>>[H:20][N:10]1CCC[C@@H]2[C+:11]1CCCC2.[OH2:21] 10,11=10,20;20,21=21

112537
('h', '[H:17][C:1]1([C:2]([C:3]([C@:4]2([C@:5]([C:9]1([H:24])[H:25])([C:10]([C:11]([C:12]([N:8]2[H:32])([H:30])[H:31])([H:28])[H:29])([H:26])[H:27])[H:7])[O:13][H:33])([H:22])[H:23])([H:19])[H:21])[H:18].[H:34][O:14][H:35].[H:6][O+:20]([H:15])[H:16]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -5.17636146265
('l', '[H:17][C:1]1([C:2]([C:3]([C@:4]2([C@:5]([C:9]1([H:24])[H:25])([C:10]([C:11]([C:12]([N:8]2[H:32])([H:30])[H:31])([H:28])[H:29])([H:26])[H:27])[H:7])[O:13][H:33])([H:22])[H:23])([H:19])[H:21])[H:18].[H:34][O:14][H:35].[H:6][O+:20]([H:15])[H:16]', ('13\tsigma\t4\t2', '6\tsigma\t20\t2'), '5') -6.23222948073

[H:20][OH2+:21].C1CC[C@]2([C@H](C1)CCC[NH:10]2)O.O>>[H:20][NH+:10]1CCC[C@@H]2[C@@]1(CCCC2)O.O.[OH2:21]

[H:20][OH2+:21].C1CC[C@:11]2([C@H](C1)CCCN2)[OH:10].O>>[H:20][OH:10].C1CC[C@+:11]2[C@H](C1)CCCN2.O.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
n_N > σ^*_H-O [H:20][OH2+:21].C1CC[C@]2([C@H](C1)CCC[NH:10]2)O.O>>[H:20][NH+:10]1CCC[C@@H]2[C@@]1(CCCC2)O.O.[OH2:21] 10=20;20,21=21
σ_O-C > σ^*_H-O [H:20][OH2+:21].C1CC[C@:11]2([C@H](C1)CCCN2)[OH:10].O>>[H:20][OH:10].C1CC[C@+:11]2[C@H](C1)CCCN2.O.[OH2:21] 10,11=10,20;20,21=21

114209
('h', '[H:7][C:5]([H:8])([H:9])[C:4](=[O+:1][H:2])[O:6][H:10].[H:11][O:3][H:12]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '5') -6.3609620812
('l', '[H:7][C:5]([H:8])([H:9])[C:4](=[O+:1][H:2])[O:6][H:10].[H:11][O:3][H:12]', ('3\tsp3\tNone\t2', '4\tpi\t1\t2'), '5') -6.55506678974

C[C:20](=[OH+:21])O.[OH2:10]>>C[C:20]([OH2+:10])([OH:21])O
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > σ^*_H-O [H:20][O+:21]=C(C)O.[OH2:10]>>[H:20][OH2+:10].CC(=[O:21])O 10=20;20,21=21
n_O > π^*_C=O C[C:20](=[OH+:21])O.[OH2:10]>>C[C:20]([OH2+:10])([OH:21])O 10=20;20,21=21

117164
('h', '[H:9][C:1](=[C:4]([H:11])[C:5](=[O:2])[O:6][H:12])[H:10].[H:3][O+:20]([H:7])[H:8]', ('2\tsp2\tNone\t2', '3\tsigma\t20\t2'), '5') -4.15453260291
('l', '[H:9][C:1](=[C:4]([H:11])[C:5](=[O:2])[O:6][H:12])[H:10].[H:3][O+:20]([H:7])[H:8]', ('1\tpi\t4\t2', '3\tsigma\t20\t2'), '5') -5.69466021336

[H:20][OH2+:21].[CH2:10]=[CH:11]C(=O)O>>[H:20][CH2:10][CH+:11]C(=O)O.[OH2:21]
( 10 sp2 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_O > σ^*_H-O [H:20][OH2+:21].C=CC(=[O:10])O>>[H:20][O+:10]=C(C=C)O.[OH2:21] 10=20;20,21=21
π_C=C > σ^*_H-O [H:20][OH2+:21].[CH2:10]=[CH:11]C(=O)O>>[H:20][CH2:10][CH+:11]C(=O)O.[OH2:21] 10,11=10,20;20,21=21

118330
('h', '[H:14][C:6](=[C:5]([H:13])/[C:4](=[N:2]/[C:1]([H:9])([H:10])[H:11])/[H:12])[H:15].[H:3][O+:20]([H:7])[H:8]', ('2\tsp2\tNone\t2', '3\tsigma\t20\t2'), '5') -4.12959247842
('l', '[H:14][C:6](=[C:5]([H:13])/[C:4](=[N:2]/[C:1]([H:9])([H:10])[H:11])/[H:12])[H:15].[H:3][O+:20]([H:7])[H:8]', ('5\tpi\t6\t2', '3\tsigma\t20\t2'), '5') -4.52570205843
$[H:20][OH2+:21].C/[N:10]=C/C=C>>[H:20]/[N+:10](=C\C=C)/C.[OH2:21]$

[H:20][OH2+:21].C/N=C/[CH:10]=[CH2:11]>>[H:20][CH:10]([CH2+:11])/C=N/C.[OH2:21]
( 10 sp2 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_N > σ^*_H-O [H:20][OH2+:21].C/[N:10]=C/C=C>>[H:20]/[N+:10](=C\C=C)/C.[OH2:21] 10=20;20,21=21
π_C=C > σ^*_H-O [H:20][OH2+:21].C/N=C/[CH:10]=[CH2:11]>>[H:20][CH:10]([CH2+:11])/C=N/C.[OH2:21] 10,11=10,20;20,21=21

119471
('h', '[H:7][C:5]([H:8])([H:9])[C:4](=[O+:1][H:2])[O:6][H:10].[H:11][O:3][H:12]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '5') -6.3609620812
('l', '[H:7][C:5]([H:8])([H:9])[C:4](=[O+:1][H:2])[O:6][H:10].[H:11][O:3][H:12]', ('3\tsp3\tNone\t2', '4\tpi\t1\t2'), '5') -6.55506678974

119634
('h', '[H:11][C:1]([H:12])([H:13])[C:2]([N:8]([H:14])[C:3]([H:15])([H:16])[H:17])([O:4][H:18])[O:5][H:19].[H:21][O:7][H:22].[H:6][O+:20]([H:9])[H:10]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -5.13818170349
('l', '[H:11][C:1]([H:12])([H:13])[C:2]([N:8]([H:14])[C:3]([H:15])([H:16])[H:17])([O:4][H:18])[O:5][H:19].[H:21][O:7][H:22].[H:6][O+:20]([H:9])[H:10]', ('4\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -5.62120616711

[H:20][OH2+:21].CC(NC)([OH:10])O.O>>[H:20][OH+:10]C(C)(NC)O.O.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_N > σ^*_H-O [H:20][OH2+:21].CC([NH:10]C)(O)O.O>>[H:20][NH+:10](C)C(C)(O)O.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].CC(NC)([OH:10])O.O>>[H:20][OH+:10]C(C)(NC)O.O.[OH2:21] 10=20;20,21=21

124175
('h', '[H:8][C+:2]([C:4]([H:9])([H:10])[H:11])[C:1]([H:3])([H:7])[O:5][C:6]([H:12])([H:13])[H:14]', ('3\tsigma\t1\t2', '2\tp\tNone\t0'), '5') 3.19595679172
('l', '[H:8][C+:2]([C:4]([H:9])([H:10])[H:11])[C:1]([H:3])([H:7])[O:5][C:6]([H:12])([H:13])[H:14]', ('6\tsigma\t5\t2', '2\tp\tNone\t0'), '5') 1.4948627371

C[CH+:20]C[O:11][CH3:10]>>C[CH:20]([CH3:10])C[O+:11]
( 10 sigma 11 2 20 p None 0 )
( 10 sigma 11 2 20 p None 0 )
σ_H-C > p_C [H:10][CH:11]([CH+:20]C)OC>>[H:10][CH:20](C)[CH+:11]OC 10,11=10,20
σ_C-O > p_C C[CH+:20]C[O:11][CH3:10]>>C[CH:20]([CH3:10])C[O+:11] 10,11=10,20

125503
('h', '[H:15]/[C:7](=[C:6](/[H:14])\\[C:5]([H:11])([H:12])[H:13])/[C:2](=[C:1](\\[H:17])/[C:8]([H:18])([H:19])[H:20])/[H:16].[H:3][O+:4]([H:9])[H:10]', ('1\tpi\t2\t2', '3\tsigma\t4\t2'), '5') -5.72621036531
('l', '[H:15]/[C:7](=[C:6](/[H:14])\\[C:5]([H:11])([H:12])[H:13])/[C:2](=[C:1](\\[H:17])/[C:8]([H:18])([H:19])[H:20])/[H:16].[H:3][O+:4]([H:9])[H:10]', ('7\tpi\t6\t2', '3\tsigma\t4\t2'), '5') -7.24330574061

[H:20][OH2+:21].C/[CH:11]=[CH:10]/C=C/C>>[H:20][CH:10](/C=C/C)[CH+:11]C.[OH2:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
π_C=C > σ^*_H-O [H:20][OH2+:21].C/C=C/[CH:11]=[CH:10]/C>>[H:20][CH:10](C)[CH+:11]/C=C/C.[OH2:21] 10,11=10,20;20,21=21
π_C=C > σ^*_H-O [H:20][OH2+:21].C/[CH:11]=[CH:10]/C=C/C>>[H:20][CH:10](/C=C/C)[CH+:11]C.[OH2:21] 10,11=10,20;20,21=21

128961
('h', '[H:6][C@@:5]1([C@:3]([O+:2]1[H:15])([C:9]([H:19])([H:20])[H:21])[C:4]([H:13])([H:14])[C:1]([H:10])([H:11])[H:12])[C:7]([H:16])([H:17])[H:18].[H:22][O:8][H:23]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '5') -0.893385843266
('l', '[H:6][C@@:5]1([C@:3]([O+:2]1[H:15])([C:9]([H:19])([H:20])[H:21])[C:4]([H:13])([H:14])[C:1]([H:10])([H:11])[H:12])[C:7]([H:16])([H:17])[H:18].[H:22][O:8][H:23]', ('8\tsp3\tNone\t2', '15\tsigma\t2\t2'), '5') -5.16917125635

CC[C@:20]1([C@@H]([OH+:21]1)C)C.[OH2:10]>>CC[C@:20](C)([C@H](C)[OH:21])[OH2+:10]

[H:20][O+:21]1[C@H]([C@]1(C)CC)C.[OH2:10]>>[H:20][OH2+:10].CC[C@]1([C@@H]([O:21]1)C)C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CC[C@:20]1([C@@H]([OH+:21]1)C)C.[OH2:10]>>CC[C@:20](C)([C@H](C)[OH:21])[OH2+:10] 10=20;20,21=21
n_O > σ^*_H-O [H:20][O+:21]1[C@H]([C@]1(C)CC)C.[OH2:10]>>[H:20][OH2+:10].CC[C@]1([C@@H]([O:21]1)C)C 10=20;20,21=21

129886
('h', '[H:19][C:8]([H:20])([H:21])[C+:3]([C:9]([H:22])([H:23])[C:10]([H:24])([H:25])[H:26])[C@:4]([H:5])([C:2]([H:11])([H:12])[H:13])[C:6]([H:14])([H:15])[C:7]([H:16])([H:17])[H:18].[H:27][O:1][H:28]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '5') -0.259006294331
('l', '[H:19][C:8]([H:20])([H:21])[C+:3]([C:9]([H:22])([H:23])[C:10]([H:24])([H:25])[H:26])[C@:4]([H:5])([C:2]([H:11])([H:12])[H:13])[C:6]([H:14])([H:15])[C:7]([H:16])([H:17])[H:18].[H:27][O:1][H:28]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '5') -0.63330879554

[H:20][C@@:21](C)(CC)[C+:22](C)CC.[OH2:10]>>[H:20][OH2+:10].CC[C:22](=[C@:21](C)CC)C

CC[C@@H](C)[C+:20](C)CC.[OH2:10]>>CC[C@@H](C)[C:20](C)(CC)[OH2+:10]
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 p None 0 )
n_O > σ^*_H-C > p_C [H:20][C@@:21](C)(CC)[C+:22](C)CC.[OH2:10]>>[H:20][OH2+:10].CC[C:22](=[C@:21](C)CC)C 10=20;20,21=21,22
n_O > p_C CC[C@@H](C)[C+:20](C)CC.[OH2:10]>>CC[C@@H](C)[C:20](C)(CC)[OH2+:10] 10=20

130882
('h', '[H:24][C+:2]1[C:8]([C:7]([C:6]([C:1]12[C:10]([C:4]([C:3]([C:5]2([H:16])[H:17])([H:9])[H:11])([H:12])[H:13])([H:14])[H:15])([H:18])[H:19])([H:20])[H:21])([H:22])[H:23]', ('10\tsigma\t1\t2', '2\tp\tNone\t0'), '6') -2.96185576061
('l', '[H:24][C+:2]1[C:8]([C:7]([C:6]([C:1]12[C:10]([C:4]([C:3]([C:5]2([H:16])[H:17])([H:9])[H:11])([H:12])[H:13])([H:14])[H:15])([H:18])[H:19])([H:20])[H:21])([H:22])[H:23]', ('1\tsigma\t10\t2', '2\tp\tNone\t0'), '6') -3.27056301023

C1CC[C:11]2([CH2:10]1)CCC[CH+:20]2>>C1CC[C+:11]2CCC[CH:20]2[CH2:10]1

C1CC[C:10]2([CH2:11]1)CCC[CH+:20]2>>[CH2+:11]CCC[C:10]1=[CH:20]CCC1
( 10 sigma 11 2 20 p None 0 )
( 10 sigma 11 2 20 p None 0 )
σ_C-C > p_C C1CC[C:11]2([CH2:10]1)CCC[CH+:20]2>>C1CC[C+:11]2CCC[CH:20]2[CH2:10]1 10,11=10,20
σ_C-C > p_C C1CC[C:10]2([CH2:11]1)CCC[CH+:20]2>>[CH2+:11]CCC[C:10]1=[CH:20]CCC1 10,11=10,20

133390
('h', '[H:14]/[C:2](=[C:1](/[H:13])\\[C:6]([H:11])([H:12])[C:5]([H:8])([H:9])[H:10])/[C:7]([H:15])([H:16])[H:17].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '12') -2.37614923301
('l', '[H:14]/[C:2](=[C:1](/[H:13])\\[C:6]([H:11])([H:12])[C:5]([H:8])([H:9])[H:10])/[C:7]([H:15])([H:16])[H:17].[Br:3][Br:4]', ('2\tpi\t1\t2', '3\tsigma\t4\t2'), '12') -3.71842133338

CC/[CH:10]=[CH:11]/C.[Br:20][Br:21]>>CC[CH:10]1[CH:11]([Br+:20]1)C.[Br-:21]

CC/[CH:11]=[CH:10]/C.[Br:20][Br:21]>>CC[CH+:11][CH:10](C)[Br:20].[Br-:21]
( 10 pi 11 2; 20 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_Br > π_C=C > σ^*_Br-Br CC/[CH:10]=[CH:11]/C.[Br:20][Br:21]>>CC[CH:10]1[CH:11]([Br+:20]1)C.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br CC/[CH:11]=[CH:10]/C.[Br:20][Br:21]>>CC[CH+:11][CH:10](C)[Br:20].[Br-:21] 10,11=10,20;20,21=21

135621
('h', '[H:19][C:7]1([C:6]([C:5]([C:4]([C:9]1([H:21])[H:22])([C@:3]2([C:11]([Br+:2]2)([H:23])[H:24])[H:10])[C:1]([H:12])([H:13])[H:14])([H:15])[H:16])([H:17])[H:18])[H:20].[H:25][O:8][H:26]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '12') -4.50569757653
('l', '[H:19][C:7]1([C:6]([C:5]([C:4]([C:9]1([H:21])[H:22])([C@:3]2([C:11]([Br+:2]2)([H:23])[H:24])[H:10])[C:1]([H:12])([H:13])[H:14])([H:15])[H:16])([H:17])[H:18])[H:20].[H:25][O:8][H:26]', ('1\tsigma\t4\t2', '3\tsigma\t2\t2'), '12') -5.19281410266

CC1(CCCC1)[C@H:20]2C[Br+:21]2.[OH2:10]>>CC1(CCCC1)[C@H:20](C[Br:21])[OH2+:10]

[CH3:10][C:11]1(CCCC1)[C@H:20]2C[Br+:21]2.O>>[CH3:10][C@@H:20](C[Br:21])[C+:11]1CCCC1.O
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
n_O > σ^*_C-Br CC1(CCCC1)[C@H:20]2C[Br+:21]2.[OH2:10]>>CC1(CCCC1)[C@H:20](C[Br:21])[OH2+:10] 10=20;20,21=21
σ_C-C > σ^*_C-Br [CH3:10][C:11]1(CCCC1)[C@H:20]2C[Br+:21]2.O>>[CH3:10][C@@H:20](C[Br:21])[C+:11]1CCCC1.O 10,11=10,20;20,21=21

138494
('h', '[H:45][C:18](=[C:17]([C:16]([H:42])([H:43])[H:44])[N:1]1[C:22]([C:21]([C:20]([C:19]1([H:47])[H:48])([H:49])[H:50])([H:51])[H:52])([H:53])[H:54])[H:46].[H:29][C:8]1([C:7]([C:6]([N+:4](=[C:3]([C:2]([H:5])([H:23])[H:24])[C:10]([H:33])([H:34])[C:11]([H:35])([H:36])[C:12]([H:37])([H:38])[C:13](=[O:14])[C:15]([H:39])([H:40])[H:41])[C:9]1([H:31])[H:32])([H:25])[H:26])([H:27])[H:28])[H:30]', ('1\tsp3\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '16') -3.34529999383
('l', '[H:45][C:18](=[C:17]([C:16]([H:42])([H:43])[H:44])[N:1]1[C:22]([C:21]([C:20]([C:19]1([H:47])[H:48])([H:49])[H:50])([H:51])[H:52])([H:53])[H:54])[H:46].[H:29][C:8]1([C:7]([C:6]([N+:4](=[C:3]([C:2]([H:5])([H:23])[H:24])[C:10]([H:33])([H:34])[C:11]([H:35])([H:36])[C:12]([H:37])([H:38])[C:13](=[O:14])[C:15]([H:39])([H:40])[H:41])[C:9]1([H:31])[H:32])([H:25])[H:26])([H:27])[H:28])[H:30]', ('1\tsp3\tNone\t2', '33\tsigma\t10\t2;3\tpi\t4\t2'), '16') -3.60932548057

[H:20][CH2:21][C:22](=[N+:23]1CCCC1)CCCC(=O)C.CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.CC(=O)CCC[C:22](=[CH2:21])[N:23]1CCCC1

[H:20][CH:21](CCC(=O)C)[C:22](=[N+:23]1CCCC1)C.CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.CC(=O)CC[CH:21]=[C:22](C)[N:23]1CCCC1
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_N > σ^*_H-C > π^*_C=N [H:20][CH2:21][C:22](=[N+:23]1CCCC1)CCCC(=O)C.CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.CC(=O)CCC[C:22](=[CH2:21])[N:23]1CCCC1 10=20;20,21=21,22;22,23=23
n_N > σ^*_H-C > π^*_C=N [H:20][CH:21](CCC(=O)C)[C:22](=[N+:23]1CCCC1)C.CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.CC(=O)CC[CH:21]=[C:22](C)[N:23]1CCCC1 10=20;20,21=21,22;22,23=23

138634
('h', '[H:28][C:13](=[C:12]([H:27])[C@@:1]([C:11]([H:25])([H:26])[C:5](=[N+:6]1[C:10]([C:9]([C:8]([C:7]1([H:17])[H:18])([H:19])[H:20])([H:21])[H:22])([H:23])[H:24])[C:4]([H:14])([H:15])[H:16])([O-:2])[Cl:3])[H:29]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -8.51362146482
('l', '[H:28][C:13](=[C:12]([H:27])[C@@:1]([C:11]([H:25])([H:26])[C:5](=[N+:6]1[C:10]([C:9]([C:8]([C:7]1([H:17])[H:18])([H:19])[H:20])([H:21])[H:22])([H:23])[H:24])[C:4]([H:14])([H:15])[H:16])([O-:2])[Cl:3])[H:29]', ('2\tsp3\tNone\t2', '7\tsigma\t6\t2'), '16') -8.85099238407

CC(=[N+]1CCCC1)C[C@:20](C=C)([O-:10])[Cl:21]>>CC(=[N+]1CCCC1)C[C@:20](=[O:10])C=C.[Cl-:21]

CC(=[N+:21]1CCC[CH2:20]1)C[C@](C=C)([O-:10])Cl>>CC1=[N:21]CCC[CH2:20][O:10][C@](C1)(C=C)Cl
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-Cl CC(=[N+]1CCCC1)C[C@:20](C=C)([O-:10])[Cl:21]>>CC(=[N+]1CCCC1)C[C@:20](=[O:10])C=C.[Cl-:21] 10=20;20,21=21
n_O > σ^*_C-N CC(=[N+:21]1CCC[CH2:20]1)C[C@](C=C)([O-:10])Cl>>CC1=[N:21]CCC[CH2:20][O:10][C@](C1)(C=C)Cl 10=20;20,21=21

139569
('h', '[H:31][C:13](=[C:12]([H:30])[C@@:1]([C:11]([H:28])([H:29])[C:5](=[N+:6]1[C:10]([C:9]([C:8]([C:7]1([H:20])[H:21])([H:22])[H:23])([H:24])[H:25])([H:26])[H:27])[C:4]([H:17])([H:18])[H:19])([O-:2])[O:3][C:14](=[O:15])[C:16]([H:33])([H:34])[H:35])[H:32]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -5.91008837361
('l', '[H:31][C:13](=[C:12]([H:30])[C@@:1]([C:11]([H:28])([H:29])[C:5](=[N+:6]1[C:10]([C:9]([C:8]([C:7]1([H:20])[H:21])([H:22])[H:23])([H:24])[H:25])([H:26])[H:27])[C:4]([H:17])([H:18])[H:19])([O-:2])[O:3][C:14](=[O:15])[C:16]([H:33])([H:34])[H:35])[H:32]', ('2\tsp3\tNone\t2', '7\tsigma\t6\t2'), '16') -8.70080726294

CC(=[N+]1CCCC1)C[C@:20](C=C)([O-:10])[O:21]C(=O)C>>CC(=[N+]1CCCC1)C[C@:20](=[O:10])C=C.CC(=O)[O-:21]

CC(=[N+:21]1CCC[CH2:20]1)C[C@](C=C)([O-:10])OC(=O)C>>CC1=[N:21]CCC[CH2:20][O:10][C@](C1)(C=C)OC(=O)C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CC(=[N+]1CCCC1)C[C@:20](C=C)([O-:10])[O:21]C(=O)C>>CC(=[N+]1CCCC1)C[C@:20](=[O:10])C=C.CC(=O)[O-:21] 10=20;20,21=21
n_O > σ^*_C-N CC(=[N+:21]1CCC[CH2:20]1)C[C@](C=C)([O-:10])OC(=O)C>>CC1=[N:21]CCC[CH2:20][O:10][C@](C1)(C=C)OC(=O)C 10=20;20,21=21

140990
('h', '[H:40][C:17](=[C:16]([C:15]([H:37])([H:38])[H:39])[N:1]1[C:21]([C:20]([C:19]([C:18]1([H:42])[H:43])([H:44])[H:45])([H:46])[H:47])([H:48])[H:49])[H:41].[H:36][C:12](=[C:13]=[N-:14])[C:11]([H:34])([H:35])[C:10]([H:32])([H:33])[C:3](=[N+:4]1[C:9]([C:8]([C:7]([C:6]1([H:24])[H:25])([H:26])[H:27])([H:28])[H:29])([H:30])[H:31])[C:2]([H:5])([H:22])[H:23]', ('1\tsp3\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '16') -3.34567673628
('l', '[H:40][C:17](=[C:16]([C:15]([H:37])([H:38])[H:39])[N:1]1[C:21]([C:20]([C:19]([C:18]1([H:42])[H:43])([H:44])[H:45])([H:46])[H:47])([H:48])[H:49])[H:41].[H:36][C:12](=[C:13]=[N-:14])[C:11]([H:34])([H:35])[C:10]([H:32])([H:33])[C:3](=[N+:4]1[C:9]([C:8]([C:7]([C:6]1([H:24])[H:25])([H:26])[H:27])([H:28])[H:29])([H:30])[H:31])[C:2]([H:5])([H:22])[H:23]', ('12\tpi\t13\t2;14\tsp2\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '16') -12.8768392725

[H:20][CH2:21][C:22](=[N+:23]1CCCC1)CCC=C=[N-].CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.[CH2:21]=[C:22](CCC=C=[N-])[N:23]1CCCC1

[H:20][CH2:21][C:22](=[N+:23]1CCCC1)CC[CH:10]=[C:11]=[N-:12].CC(=C)N1CCCC1>>[H:20][CH:10](CC[C:22](=[CH2:21])[N:23]1CCCC1)[C:11]#[N:12].CC(=C)N1CCCC1
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 pi 11 2; 12 sp2 None 2 20 sigma 21 2; 22 pi 23 2 )
n_N > σ^*_H-C > π^*_C=N [H:20][CH2:21][C:22](=[N+:23]1CCCC1)CCC=C=[N-].CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.[CH2:21]=[C:22](CCC=C=[N-])[N:23]1CCCC1 10=20;20,21=21,22;22,23=23
n_N > π_C=C > σ^*_H-C > π^*_C=N [H:20][CH2:21][C:22](=[N+:23]1CCCC1)CC[CH:10]=[C:11]=[N-:12].CC(=C)N1CCCC1>>[H:20][CH:10](CC[C:22](=[CH2:21])[N:23]1CCCC1)[C:11]#[N:12].CC(=C)N1CCCC1 10,11=10,20;12=11;20,21=21,22;22,23=23

141242
('h', '[H:15][C:4](=[C:3]([H:17])[C:1](=[O:2])[H:18])[H:16].[H:13][C:7](=[C:8]([C:5]([H:10])([H:11])[H:12])[O-:9])[H:14].[Na+:6]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') -6.50279070076
('l', '[H:15][C:4](=[C:3]([H:17])[C:1](=[O:2])[H:18])[H:16].[H:13][C:7](=[C:8]([C:5]([H:10])([H:11])[H:12])[O-:9])[H:14].[Na+:6]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '3\tpi\t4\t2'), '16') -6.81017740343

C[C:11](=[CH2:10])[O-:12].[CH2:20]=[CH:21][CH:22]=[O:23].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[CH:22][O-:23].[Na+]

C[C:11](=[CH2:10])[O-:12].[CH2:21]=[CH:20]C=O.[Na+]>>C[C:11](=[O:12])[CH2:10][CH:20]([CH2-:21])C=O.[Na+]
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2 )
n_O > π_C=C > π^*_C=C > π^*_C=O C[C:11](=[CH2:10])[O-:12].[CH2:20]=[CH:21][CH:22]=[O:23].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[CH:22][O-:23].[Na+] 10,11=10,20;12=11;20,21=21,22;22,23=23
n_O > π_C=C > π^*_C=C C[C:11](=[CH2:10])[O-:12].[CH2:21]=[CH:20]C=O.[Na+]>>C[C:11](=[O:12])[CH2:10][CH:20]([CH2-:21])C=O.[Na+] 10,11=10,20;12=11;20,21=21

142309
('h', '[H:15][C:4](=[C:3]([H:17])[C:1]#[N:2])[H:16].[H:13][C:7](=[C:8]([C:5]([H:10])([H:11])[H:12])[O-:9])[H:14].[Na+:6]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') -6.7991660759
('l', '[H:15][C:4](=[C:3]([H:17])[C:1]#[N:2])[H:16].[H:13][C:7](=[C:8]([C:5]([H:10])([H:11])[H:12])[O-:9])[H:14].[Na+:6]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '3\tpi\t4\t2'), '16') -7.04929491475

C[C:11](=[CH2:10])[O-:12].[CH2:20]=[CH:21][C:22]#[N:23].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[C:22]=[N-:23].[Na+]

C[C:11](=[CH2:10])[O-:12].[CH2:21]=[CH:20]C#N.[Na+]>>C[C:11](=[O:12])[CH2:10][CH:20]([CH2-:21])C#N.[Na+]
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2 )
n_O > π_C=C > π^*_C=C > π^*_C#N C[C:11](=[CH2:10])[O-:12].[CH2:20]=[CH:21][C:22]#[N:23].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[C:22]=[N-:23].[Na+] 10,11=10,20;12=11;20,21=21,22;22,23=23
n_O > π_C=C > π^*_C=C C[C:11](=[CH2:10])[O-:12].[CH2:21]=[CH:20]C#N.[Na+]>>C[C:11](=[O:12])[CH2:10][CH:20]([CH2-:21])C#N.[Na+] 10,11=10,20;12=11;20,21=21

142316
('h', '[H:15][C:4](=[C:3]([H:17])[C:1]#[N:2])[H:16].[H:13][C:7](=[C:8]([C:5]([H:10])([H:11])[H:12])[O-:9])[H:14].[Na+:6]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') -6.7991660759
('l', '[H:15][C:4](=[C:3]([H:17])[C:1]#[N:2])[H:16].[H:13][C:7](=[C:8]([C:5]([H:10])([H:11])[H:12])[O-:9])[H:14].[Na+:6]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -8.35712921797

C[C:11](=[CH2:10])[O-:12].C=C[C:20]#[N:21].[Na+]>>C[C:11](=[O:12])[CH2:10][C:20](=[N-:21])C=C.[Na+]
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2 )
n_O > π_C=C > π^*_C=C > π^*_C#N C[C:11](=[CH2:10])[O-:12].[CH2:20]=[CH:21][C:22]#[N:23].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[C:22]=[N-:23].[Na+] 10,11=10,20;12=11;20,21=21,22;22,23=23
n_O > π_C=C > π^*_C#N C[C:11](=[CH2:10])[O-:12].C=C[C:20]#[N:21].[Na+]>>C[C:11](=[O:12])[CH2:10][C:20](=[N-:21])C=C.[Na+] 10,11=10,20;12=11;20,21=21

142358
('h', '[H:21][C:4](=[C:3]([H:20])/[C:1](=[N:2]/[C:6]([H:16])([H:17])[H:18])/[H:19])[H:22].[H:14][C:7](=[C:8]([C:5]([H:11])([H:12])[H:13])[O-:9])[H:15].[Na+:10]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') -6.71745064025
('l', '[H:21][C:4](=[C:3]([H:20])/[C:1](=[N:2]/[C:6]([H:16])([H:17])[H:18])/[H:19])[H:22].[H:14][C:7](=[C:8]([C:5]([H:11])([H:12])[H:13])[O-:9])[H:15].[Na+:10]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -7.13021169573

C[C:11](=[CH2:10])[O-:12].C/[N:23]=[CH:22]/[CH:21]=[CH2:20].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[CH:22][N-:23]C.[Na+]

C[C:11](=[CH2:10])[O-:12].C/[N:21]=[CH:20]/C=C.[Na+]>>C[C:11](=[O:12])[CH2:10][CH:20](C=C)[N-:21]C.[Na+]
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2 )
n_O > π_C=C > π^*_C=C > π^*_C=N C[C:11](=[CH2:10])[O-:12].C/[N:23]=[CH:22]/[CH:21]=[CH2:20].[Na+]>>C[C:11](=[O:12])[CH2:10][CH2:20][CH:21]=[CH:22][N-:23]C.[Na+] 10,11=10,20;12=11;20,21=21,22;22,23=23
n_O > π_C=C > π^*_C=N C[C:11](=[CH2:10])[O-:12].C/[N:21]=[CH:20]/C=C.[Na+]>>C[C:11](=[O:12])[CH2:10][CH:20](C=C)[N-:21]C.[Na+] 10,11=10,20;12=11;20,21=21

143734
('h', '[H:25][c:12]1[c:13]([c:14]([c:9]([c:10]([c:11]1[H:24])[H:23])[C:8]([H:21])([H:22])[C:6](=[O:7])[C:3]([H:4])([H:20])[C:1](=[O:2])[O:15][C:16]([H:28])([H:29])[H:30])[H:27])[H:26].[H:31][C:17]([H:32])([H:33])[C:18]([H:34])([H:35])[O-:5].[Na+:19]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.36596082394
('l', '[H:25][c:12]1[c:13]([c:14]([c:9]([c:10]([c:11]1[H:24])[H:23])[C:8]([H:21])([H:22])[C:6](=[O:7])[C:3]([H:4])([H:20])[C:1](=[O:2])[O:15][C:16]([H:28])([H:29])[H:30])[H:27])[H:26].[H:31][C:17]([H:32])([H:33])[C:18]([H:34])([H:35])[O-:5].[Na+:19]', ('5\tsp3\tNone\t2', '19\ts\tNone\t0'), '16') -16.4138755545

[H:20][CH:21](C(=O)Cc1ccccc1)[C:22](=[O:23])OC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CO[C:22](=[CH:21]C(=O)Cc1ccccc1)[O-:23].[Na+]

CC[O-:10].COC(=O)CC(=O)Cc1ccccc1.[Na+:20]>>CC[O:10][Na:20].COC(=O)CC(=O)Cc1ccccc1
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 s None 0 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21](C(=O)Cc1ccccc1)[C:22](=[O:23])OC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CO[C:22](=[CH:21]C(=O)Cc1ccccc1)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > p_Na CC[O-:10].COC(=O)CC(=O)Cc1ccccc1.[Na+:20]>>CC[O:10][Na:20].COC(=O)CC(=O)Cc1ccccc1 10=20

144678
('h', '[H:18][C:8](=[O:9])[C:7]([H:16])([H:17])[C:6]([H:14])([H:15])[C:1](=[O:2])[C:3]([H:4])([H:12])[H:13].[H:19][C:10]([H:20])([H:21])[O-:5].[Na+:11]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.32493657381
('l', '[H:18][C:8](=[O:9])[C:7]([H:16])([H:17])[C:6]([H:14])([H:15])[C:1](=[O:2])[C:3]([H:4])([H:12])[H:13].[H:19][C:10]([H:20])([H:21])[O-:5].[Na+:11]', ('5\tsp3\tNone\t2', '16\tsigma\t7\t2;8\tpi\t9\t2'), '16') -6.39567241619

[H:20][CH2:21][C:22](=[O:23])CCC=O.C[O-:10].[Na+]>>[H:20][O:10]C.[CH2:21]=[C:22](CCC=O)[O-:23].[Na+]

[H:20][CH:21](CC(=O)C)[CH:22]=[O:23].C[O-:10].[Na+]>>[H:20][O:10]C.CC(=O)C[CH:21]=[CH:22][O-:23].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH2:21][C:22](=[O:23])CCC=O.C[O-:10].[Na+]>>[H:20][O:10]C.[CH2:21]=[C:22](CCC=O)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21](CC(=O)C)[CH:22]=[O:23].C[O-:10].[Na+]>>[H:20][O:10]C.CC(=O)C[CH:21]=[CH:22][O-:23].[Na+] 10=20;20,21=21,22;22,23=23

144802
('h', '[H:16][C:9]1([C:1](=[O:2])[C:3]([C@@:6]([C:8]1([H:14])[H:15])([H:7])[O:10][H:18])([H:4])[H:13])[H:17].[H:19][C:11]([H:20])([H:21])[O-:5].[Na+:12]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.12207896558
('l', '[H:16][C:9]1([C:1](=[O:2])[C:3]([C@@:6]([C:8]1([H:14])[H:15])([H:7])[O:10][H:18])([H:4])[H:13])[H:17].[H:19][C:11]([H:20])([H:21])[O-:5].[Na+:12]', ('5\tsp3\tNone\t2', '18\tsigma\t10\t2'), '16') -6.96523722001

[H:20][CH:21]1[C@H](CC[C:22]1=[O:23])O.C[O-:10].[Na+]>>[H:20][O:10]C.C1C[C:22](=[CH:21][C@H]1O)[O-:23].[Na+]

[H:20][O:21][C@H]1CCC(=O)C1.C[O-:10].[Na+]>>[H:20][O:10]C.C1CC(=O)C[C@H]1[O-:21].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]1[C@H](CC[C:22]1=[O:23])O.C[O-:10].[Na+]>>[H:20][O:10]C.C1C[C:22](=[CH:21][C@H]1O)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-O [H:20][O:21][C@H]1CCC(=O)C1.C[O-:10].[Na+]>>[H:20][O:10]C.C1CC(=O)C[C@H]1[O-:21].[Na+] 10=20;20,21=21

145125
('h', '[H:4][C:3]1([C:1](=[O:2])[C:9]([C:8]([C:6]1=[O:7])([H:13])[H:14])([H:15])[H:16])[H:12].[H:17][C:10]([H:18])([H:19])[O-:5].[Na+:11]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.04767610279
('l', '[H:4][C:3]1([C:1](=[O:2])[C:9]([C:8]([C:6]1=[O:7])([H:13])[H:14])([H:15])[H:16])[H:12].[H:17][C:10]([H:18])([H:19])[O-:5].[Na+:11]', ('5\tsp3\tNone\t2', '13\tsigma\t8\t2;6\tpi\t7\t2'), '16') -6.14707561758

[H:20][CH:21]1[C:22](=[O:23])CCC1=O.C[O-:10].[Na+]>>[H:20][O:10]C.C1CC(=O)[CH:21]=[C:22]1[O-:23].[Na+]

[H:20][CH:21]1CC(=O)C[C:22]1=[O:23].C[O-:10].[Na+]>>[H:20][O:10]C.C1[CH:21]=[C:22](CC1=O)[O-:23].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]1[C:22](=[O:23])CCC1=O.C[O-:10].[Na+]>>[H:20][O:10]C.C1CC(=O)[CH:21]=[C:22]1[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]1CC(=O)C[C:22]1=[O:23].C[O-:10].[Na+]>>[H:20][O:10]C.C1[CH:21]=[C:22](CC1=O)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23

145877
('h', '[H:40][C:21]([H:41])([H:42])[N:20]([C:18](=[O:19])[C:17]([H:38])([H:39])[C:16]([H:36])([H:37])[C:1](=[O:2])[C@@:3]([H:4])([C:12](=[O:13])[O:14][C:15]([H:33])([H:34])[H:35])[C:6]([H:25])([H:26])[C:7](=[O:8])[N:9]([C:10]([H:27])([H:28])[H:29])[C:11]([H:30])([H:31])[H:32])[C:22]([H:43])([H:44])[H:45].[H:46][C:23]([H:47])([H:48])[O-:5].[Na+:24]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.32455785426
('l', '[H:40][C:21]([H:41])([H:42])[N:20]([C:18](=[O:19])[C:17]([H:38])([H:39])[C:16]([H:36])([H:37])[C:1](=[O:2])[C@@:3]([H:4])([C:12](=[O:13])[O:14][C:15]([H:33])([H:34])[H:35])[C:6]([H:25])([H:26])[C:7](=[O:8])[N:9]([C:10]([H:27])([H:28])[H:29])[C:11]([H:30])([H:31])[H:32])[C:22]([H:43])([H:44])[H:45].[H:46][C:23]([H:47])([H:48])[O-:5].[Na+:24]', ('5\tsp3\tNone\t2', '12\tpi\t13\t2'), '16') -6.89143550539

[H:20][C@:21](CC(=O)N(C)C)([C:22](=[O:23])CCC(=O)N(C)C)C(=O)OC.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)C(=O)CC[C:22](=[C@:21](CC(=O)N(C)C)C(=O)OC)[O-:23].[Na+]

CN(C)C(=O)CCC(=O)[C@H](CC(=O)N(C)C)[C:20](=[O:21])OC.C[O-:10].[Na+]>>CN(C)C(=O)CCC(=O)[C@H](CC(=O)N(C)C)[C:20]([O-:21])(OC)[O:10]C.[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][C@:21](CC(=O)N(C)C)([C:22](=[O:23])CCC(=O)N(C)C)C(=O)OC.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)C(=O)CC[C:22](=[C@:21](CC(=O)N(C)C)C(=O)OC)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_C=O CN(C)C(=O)CCC(=O)[C@H](CC(=O)N(C)C)[C:20](=[O:21])OC.C[O-:10].[Na+]>>CN(C)C(=O)CCC(=O)[C@H](CC(=O)N(C)C)[C:20]([O-:21])(OC)[O:10]C.[Na+] 10=20;20,21=21

146070
('h', '[H:40][C:21]([H:41])([H:42])[N:20]([C:18](=[O:19])[C:17]([H:38])([H:39])[C:16]([H:36])([H:37])[C:1](=[O:2])[C@@:3]([H:4])([C:12](=[O:13])[O:14][C:15]([H:33])([H:34])[H:35])[C:6]([H:25])([H:26])[C:7](=[O:8])[N:9]([C:10]([H:27])([H:28])[H:29])[C:11]([H:30])([H:31])[H:32])[C:22]([H:43])([H:44])[H:45].[H:46][C:23]([H:47])([H:48])[O-:5].[Na+:24]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.32455785426
('l', '[H:40][C:21]([H:41])([H:42])[N:20]([C:18](=[O:19])[C:17]([H:38])([H:39])[C:16]([H:36])([H:37])[C:1](=[O:2])[C@@:3]([H:4])([C:12](=[O:13])[O:14][C:15]([H:33])([H:34])[H:35])[C:6]([H:25])([H:26])[C:7](=[O:8])[N:9]([C:10]([H:27])([H:28])[H:29])[C:11]([H:30])([H:31])[H:32])[C:22]([H:43])([H:44])[H:45].[H:46][C:23]([H:47])([H:48])[O-:5].[Na+:24]', ('5\tsp3\tNone\t2', '25\tsigma\t6\t2;7\tpi\t8\t2'), '16') -6.49045543941

[H:20][CH:21]([C@@H](C(=O)CCC(=O)N(C)C)C(=O)OC)[C:22](=[O:23])N(C)C.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)C(=O)CCC(=O)[C@H]([CH:21]=[C:22](N(C)C)[O-:23])C(=O)OC.[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][C@:21](CC(=O)N(C)C)([C:22](=[O:23])CCC(=O)N(C)C)C(=O)OC.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)C(=O)CC[C:22](=[C@:21](CC(=O)N(C)C)C(=O)OC)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]([C@@H](C(=O)CCC(=O)N(C)C)C(=O)OC)[C:22](=[O:23])N(C)C.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)C(=O)CCC(=O)[C@H]([CH:21]=[C:22](N(C)C)[O-:23])C(=O)OC.[Na+] 10=20;20,21=21,22;22,23=23

146112
('h', '[H:40][C:21]([H:41])([H:42])[N:20]([C:18](=[O:19])[C:17]([H:38])([H:39])[C:16]([H:36])([H:37])[C:1](=[O:2])[C@@:3]([H:4])([C:12](=[O:13])[O:14][C:15]([H:33])([H:34])[H:35])[C:6]([H:25])([H:26])[C:7](=[O:8])[N:9]([C:10]([H:27])([H:28])[H:29])[C:11]([H:30])([H:31])[H:32])[C:22]([H:43])([H:44])[H:45].[H:46][C:23]([H:47])([H:48])[O-:5].[Na+:24]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.32455785426
('l', '[H:40][C:21]([H:41])([H:42])[N:20]([C:18](=[O:19])[C:17]([H:38])([H:39])[C:16]([H:36])([H:37])[C:1](=[O:2])[C@@:3]([H:4])([C:12](=[O:13])[O:14][C:15]([H:33])([H:34])[H:35])[C:6]([H:25])([H:26])[C:7](=[O:8])[N:9]([C:10]([H:27])([H:28])[H:29])[C:11]([H:30])([H:31])[H:32])[C:22]([H:43])([H:44])[H:45].[H:46][C:23]([H:47])([H:48])[O-:5].[Na+:24]', ('5\tsp3\tNone\t2', '18\tpi\t19\t2'), '16') -6.4351663938

CN(C)[C:20](=[O:21])CCC(=O)[C@H](CC(=O)N(C)C)C(=O)OC.C[O-:10].[Na+]>>CN(C)C(=O)C[C@@H](C(=O)CC[C:20](N(C)C)([O-:21])[O:10]C)C(=O)OC.[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][C@:21](CC(=O)N(C)C)([C:22](=[O:23])CCC(=O)N(C)C)C(=O)OC.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)C(=O)CC[C:22](=[C@:21](CC(=O)N(C)C)C(=O)OC)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_C=O CN(C)[C:20](=[O:21])CCC(=O)[C@H](CC(=O)N(C)C)C(=O)OC.C[O-:10].[Na+]>>CN(C)C(=O)C[C@@H](C(=O)CC[C:20](N(C)C)([O-:21])[O:10]C)C(=O)OC.[Na+] 10=20;20,21=21

147331
('h', '[H:11][C:1](=[O:2])[C:3]([H:4])([H:9])[H:10].[H:12][C:6]([H:13])([H:14])[C:7]([H:15])([H:16])[O-:5].[Na+:8]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.27025991013
('l', '[H:11][C:1](=[O:2])[C:3]([H:4])([H:9])[H:10].[H:12][C:6]([H:13])([H:14])[C:7]([H:15])([H:16])[O-:5].[Na+:8]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -7.72259391238

[H:20][CH2:21][CH:22]=[O:23].CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH2:21]=[CH:22][O-:23].[Na+]

CC[O-:10].C[CH:20]=[O:21].[Na+]>>CC[O:10][CH:20](C)[O-:21].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH2:21][CH:22]=[O:23].CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH2:21]=[CH:22][O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_C=O CC[O-:10].C[CH:20]=[O:21].[Na+]>>CC[O:10][CH:20](C)[O-:21].[Na+] 10=20;20,21=21

147584
('h', '[H:4][C:3]([H:12])([H:13])[C:1](=[O:2])[O:6][C:7]([H:14])([H:15])[C:8]([H:16])([H:17])[H:18].[H:19][C:9]([H:20])([H:21])[C:10]([H:22])([H:23])[O-:5].[Na+:11]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.3350619859
('l', '[H:4][C:3]([H:12])([H:13])[C:1](=[O:2])[O:6][C:7]([H:14])([H:15])[C:8]([H:16])([H:17])[H:18].[H:19][C:9]([H:20])([H:21])[C:10]([H:22])([H:23])[O-:5].[Na+:11]', ('5\tsp3\tNone\t2', '11\ts\tNone\t0'), '16') -16.4138755545

[H:20][CH2:21][C:22](=[O:23])OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCO[C:22](=[CH2:21])[O-:23].[Na+]

CC[O-:10].CCOC(=O)C.[Na+:20]>>CCOC(=O)C.CC[O:10][Na:20]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 s None 0 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH2:21][C:22](=[O:23])OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCO[C:22](=[CH2:21])[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > p_Na CC[O-:10].CCOC(=O)C.[Na+:20]>>CCOC(=O)C.CC[O:10][Na:20] 10=20

149400
('h', '[H:26][C:10]1([C:9]([C:8]([C@:7]2([C:3]([C@:1]2([O-:2])[O:6][C:5]([H:18])([H:19])[C:4]([H:15])([H:16])[H:17])([H:20])[H:21])[C@@:12]([C:11]1([H:28])[H:29])([H:13])[C:14]([H:30])([H:31])[H:32])([H:22])[H:23])([H:24])[H:25])[H:27]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -5.77397221693
('l', '[H:26][C:10]1([C:9]([C:8]([C@:7]2([C:3]([C@:1]2([O-:2])[O:6][C:5]([H:18])([H:19])[C:4]([H:15])([H:16])[H:17])([H:20])[H:21])[C@@:12]([C:11]1([H:28])[H:29])([H:13])[C:14]([H:30])([H:31])[H:32])([H:22])[H:23])([H:24])[H:25])[H:27]', ('2\tsp3\tNone\t2', '1\tsigma\t6\t2'), '16') -6.73600764509

CCO[C@:20]1([CH2:21][C@]12CCCC[C@@H]2C)[O-:10]>>CCO[C@@:20](=[O:10])[C@@]1(CCCC[C@@H]1C)[CH2-:21]

CC[O:21][C@:20]1(C[C@]12CCCC[C@@H]2C)[O-:10]>>CC[O-:21].C[C@H]1CCCC[C@]12C[C@@:20]2=[O:10]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-C CCO[C@:20]1([CH2:21][C@]12CCCC[C@@H]2C)[O-:10]>>CCO[C@@:20](=[O:10])[C@@]1(CCCC[C@@H]1C)[CH2-:21] 10=20;20,21=21
n_O > σ^*_C-O CC[O:21][C@:20]1(C[C@]12CCCC[C@@H]2C)[O-:10]>>CC[O-:21].C[C@H]1CCCC[C@]12C[C@@:20]2=[O:10] 10=20;20,21=21

149402
('h', '[H:26][C:10]1([C:9]([C:8]([C@:7]2([C:3]([C@:1]2([O-:2])[O:6][C:5]([H:18])([H:19])[C:4]([H:15])([H:16])[H:17])([H:20])[H:21])[C@@:12]([C:11]1([H:28])[H:29])([H:13])[C:14]([H:30])([H:31])[H:32])([H:22])[H:23])([H:24])[H:25])[H:27]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -5.77397221693
('l', '[H:26][C:10]1([C:9]([C:8]([C@:7]2([C:3]([C@:1]2([O-:2])[O:6][C:5]([H:18])([H:19])[C:4]([H:15])([H:16])[H:17])([H:20])[H:21])[C@@:12]([C:11]1([H:28])[H:29])([H:13])[C:14]([H:30])([H:31])[H:32])([H:22])[H:23])([H:24])[H:25])[H:27]', ('2\tsp3\tNone\t2', '1\tsigma\t7\t2'), '16') -6.15697089876

CCO[C@:20]1(C[C@:21]12CCCC[C@@H]2C)[O-:10]>>CCO[C@@:20](=[O:10])C[C@-:21]1CCCC[C@@H]1C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-C CCO[C@:20]1([CH2:21][C@]12CCCC[C@@H]2C)[O-:10]>>CCO[C@@:20](=[O:10])[C@@]1(CCCC[C@@H]1C)[CH2-:21] 10=20;20,21=21
n_O > σ^*_C-C CCO[C@:20]1(C[C@:21]12CCCC[C@@H]2C)[O-:10]>>CCO[C@@:20](=[O:10])C[C@-:21]1CCCC[C@@H]1C 10=20;20,21=21

150318
('h', '[H:18][C:6](=[N+:7]1[C:12]([C:11]([C:10]([C:9]([C:8]1([H:19])[H:20])([H:21])[H:22])([H:23])[H:24])([H:25])[H:26])([H:27])[H:28])[C:5]([H:16])([H:17])[C@@:1]([C:4]([H:13])([H:14])[H:15])([O-:2])[Cl:3]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -8.43969963217
('l', '[H:18][C:6](=[N+:7]1[C:12]([C:11]([C:10]([C:9]([C:8]1([H:19])[H:20])([H:21])[H:22])([H:23])[H:24])([H:25])[H:26])([H:27])[H:28])[C:5]([H:16])([H:17])[C@@:1]([C:4]([H:13])([H:14])[H:15])([O-:2])[Cl:3]', ('2\tsp3\tNone\t2', '16\tsigma\t5\t2;6\tpi\t7\t2'), '16') -13.5172237203

C[C@:20](CC=[N+]1CCCCC1)([O-:10])[Cl:21]>>C[C@:20](=[O:10])CC=[N+]1CCCCC1.[Cl-:21]

[H:20][CH:21]([CH:22]=[N+:23]1CCCCC1)[C@@](C)([O-:10])Cl>>[H:20][O:10][C@](C)([CH:21]=[CH:22][N:23]1CCCCC1)Cl
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_C-Cl C[C@:20](CC=[N+]1CCCCC1)([O-:10])[Cl:21]>>C[C@:20](=[O:10])CC=[N+]1CCCCC1.[Cl-:21] 10=20;20,21=21
n_O > σ^*_H-C > π^*_C=N [H:20][CH:21]([CH:22]=[N+:23]1CCCCC1)[C@@](C)([O-:10])Cl>>[H:20][O:10][C@](C)([CH:21]=[CH:22][N:23]1CCCCC1)Cl 10=20;20,21=21,22;22,23=23

150792
('h', '[H:8][C:1](=[C:10]([C:2]([H:11])([H:12])[C:3]([H:13])([H:14])[C:6]([H:15])([H:16])[C:4]([H:17])([H:18])[Br:5])[O:20])[H:9].[Na+:7]', ('1\tpi\t10\t2;20\tsp3\tNone\t2', '4\tsigma\t5\t2'), '16') 3.29679002629
('l', '[H:8][C:1](=[C:10]([C:2]([H:11])([H:12])[C:3]([H:13])([H:14])[C:6]([H:15])([H:16])[C:4]([H:17])([H:18])[Br:5])[O:20])[H:9].[Na+:7]', ('1\tpi\t10\t2', '4\tsigma\t5\t2'), '16') 1.82403906263

[CH2:10]=[C:11](CCC[CH2:20][Br:21])[O:12].[Na+]>>C1CC[C:11](=[O+:12])[CH2:10][CH2:20]1.[Na+].[Br-:21]

[CH2:10]=[C:11](CCC[CH2:20][Br:21])[O].[Na+]>>C1CC[C+:11]([CH2:10][CH2:20]1)[O].[Na+].[Br-:21]
( 10 pi 11 2; 12 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_O > π_C=C > σ^*_C-Br [CH2:10]=[C:11](CCC[CH2:20][Br:21])[O:12].[Na+]>>C1CC[C:11](=[O+:12])[CH2:10][CH2:20]1.[Na+].[Br-:21] 10,11=10,20;12=11;20,21=21
π_C=C > σ^*_C-Br [CH2:10]=[C:11](CCC[CH2:20][Br:21])[O].[Na+]>>C1CC[C+:11]([CH2:10][CH2:20]1)[O].[Na+].[Br-:21] 10,11=10,20;20,21=21

153314
('h', '[H:15][C:5]([H:16])([H:17])[C:7](=[C:8]([C:6]([H:18])([H:19])[H:20])[O-:9])[C:10]([H:21])([H:22])[H:23].[H:12][C:3]([H:13])([H:14])[C:1](=[O:2])[Cl:4].[Na+:11]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -6.96640677946
('l', '[H:15][C:5]([H:16])([H:17])[C:7](=[C:8]([C:6]([H:18])([H:19])[H:20])[O-:9])[C:10]([H:21])([H:22])[H:23].[H:12][C:3]([H:13])([H:14])[C:1](=[O:2])[Cl:4].[Na+:11]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '11\ts\tNone\t0'), '16') -17.5127191479

C[C:10](=[C:11](C)[O-:12])C.C[C:20](=[O:21])Cl.[Na+]>>C[C:11](=[O:12])[C:10](C)(C)[C:20](C)([O-:21])Cl.[Na+]

C[C:10](=[C:11](C)[O-:12])C.CC(=O)Cl.[Na+:20]>>C[C:11](=[O:12])[C:10](C)(C)[Na:20].CC(=O)Cl
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2 )
( 10 pi 11 2; 12 sp3 None 2 20 s None 0 )
n_O > π_C=C > π^*_C=O C[C:10](=[C:11](C)[O-:12])C.C[C:20](=[O:21])Cl.[Na+]>>C[C:11](=[O:12])[C:10](C)(C)[C:20](C)([O-:21])Cl.[Na+] 10,11=10,20;12=11;20,21=21
n_O > π_C=C > p_Na C[C:10](=[C:11](C)[O-:12])C.CC(=O)Cl.[Na+:20]>>C[C:11](=[O:12])[C:10](C)(C)[Na:20].CC(=O)Cl 10,11=10,20;12=11

153464
('h', '[H:22][C:4]1([C:9]([O:5]1)([H:20])[H:21])[H:23].[H:11][C:6]([H:12])([H:13])[C:1](=[C:2]([C:7]([H:14])([H:15])[H:16])[O-:3])[C:8]([H:17])([H:18])[H:19].[Na+:10]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '4\tsigma\t5\t2'), '16') -5.94501380247
('l', '[H:22][C:4]1([C:9]([O:5]1)([H:20])[H:21])[H:23].[H:11][C:6]([H:12])([H:13])[C:1](=[C:2]([C:7]([H:14])([H:15])[H:16])[O-:3])[C:8]([H:17])([H:18])[H:19].[Na+:10]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '10\ts\tNone\t0'), '16') -17.5127191479

C[C:10](=[C:11](C)[O-:12])C.[CH2:20]1C[O:21]1.[Na+]>>C[C:11](=[O:12])[C:10](C)(C)[CH2:20]C[O-:21].[Na+]

C[C:10](=[C:11](C)[O-:12])C.C1CO1.[Na+:20]>>C[C:11](=[O:12])[C:10](C)(C)[Na:20].C1CO1
( 10 pi 11 2; 12 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2; 12 sp3 None 2 20 s None 0 )
n_O > π_C=C > σ^*_C-O C[C:10](=[C:11](C)[O-:12])C.[CH2:20]1C[O:21]1.[Na+]>>C[C:11](=[O:12])[C:10](C)(C)[CH2:20]C[O-:21].[Na+] 10,11=10,20;12=11;20,21=21
n_O > π_C=C > p_Na C[C:10](=[C:11](C)[O-:12])C.C1CO1.[Na+:20]>>C[C:11](=[O:12])[C:10](C)(C)[Na:20].C1CO1 10,11=10,20;12=11

157931
('h', '[H:16][C:8]([H:17])([H:18])[C:6](=[O:7])[C:3]([H:4])([H:15])[C:1](=[O:2])[O:9][C:10]([H:19])([H:20])[C:11]([H:21])([H:22])[H:23].[H:24][C:12]([H:25])([H:26])[C:13]([H:27])([H:28])[O-:5].[Na+:14]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.36199401717
('l', '[H:16][C:8]([H:17])([H:18])[C:6](=[O:7])[C:3]([H:4])([H:15])[C:1](=[O:2])[O:9][C:10]([H:19])([H:20])[C:11]([H:21])([H:22])[H:23].[H:24][C:12]([H:25])([H:26])[C:13]([H:27])([H:28])[O-:5].[Na+:14]', ('5\tsp3\tNone\t2', '14\ts\tNone\t0'), '16') -16.4138755545

[H:20][CH:21](C(=O)C)[C:22](=[O:23])OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCO[C:22](=[CH:21]C(=O)C)[O-:23].[Na+]

CC[O-:10].CCOC(=O)CC(=O)C.[Na+:20]>>CCOC(=O)CC(=O)C.CC[O:10][Na:20]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 s None 0 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21](C(=O)C)[C:22](=[O:23])OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCO[C:22](=[CH:21]C(=O)C)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > p_Na CC[O-:10].CCOC(=O)CC(=O)C.[Na+:20]>>CCOC(=O)CC(=O)C.CC[O:10][Na:20] 10=20

158015
('h', '[H:16][C:8]([H:17])([H:18])[C:6](=[O:7])[C:3]([H:4])([H:15])[C:1](=[O:2])[O:9][C:10]([H:19])([H:20])[C:11]([H:21])([H:22])[H:23].[H:24][C:12]([H:25])([H:26])[C:13]([H:27])([H:28])[O-:5].[Na+:14]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.36199401717
('l', '[H:16][C:8]([H:17])([H:18])[C:6](=[O:7])[C:3]([H:4])([H:15])[C:1](=[O:2])[O:9][C:10]([H:19])([H:20])[C:11]([H:21])([H:22])[H:23].[H:24][C:12]([H:25])([H:26])[C:13]([H:27])([H:28])[O-:5].[Na+:14]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -6.92811727238

CC[O-:10].CCO[C:20](=[O:21])CC(=O)C.[Na+]>>CCO[C:20](CC(=O)C)([O-:21])[O:10]CC.[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21](C(=O)C)[C:22](=[O:23])OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCO[C:22](=[CH:21]C(=O)C)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_C=O CC[O-:10].CCO[C:20](=[O:21])CC(=O)C.[Na+]>>CCO[C:20](CC(=O)C)([O-:21])[O:10]CC.[Na+] 10=20;20,21=21

158993
('h', '[H:11][C:1]([H:12])([H:13])[C:3]([H:4])([H:10])[C:2]#[N:6].[H:14][C:7]([H:15])([H:16])[C:8]([H:17])([H:18])[O-:5].[Na+:9]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2'), '16') -4.39638911245
('l', '[H:11][C:1]([H:12])([H:13])[C:3]([H:4])([H:10])[C:2]#[N:6].[H:14][C:7]([H:15])([H:16])[C:8]([H:17])([H:18])[O-:5].[Na+:9]', ('5\tsp3\tNone\t2', '11\tsigma\t1\t2'), '16') -4.81502026081

[H:20][CH2:21]CC#N.CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH2-:21]CC#N.[Na+]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-C [H:20][CH:21](C)C#N.CC[O-:10].[Na+]>>[H:20][O:10]CC.C[CH-:21]C#N.[Na+] 10=20;20,21=21
n_O > σ^*_H-C [H:20][CH2:21]CC#N.CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH2-:21]CC#N.[Na+] 10=20;20,21=21

162108
('h', '[H:25][c:12]1[c:13]([c:14]([c:9]([c:10]([c:11]1[H:24])[H:23])[C:8]([H:21])([H:22])[C:6](=[O:7])[C:3]([H:4])([H:20])[C:1](=[O:2])[N:15]([H:28])[C:16]([H:29])([H:30])[H:31])[H:27])[H:26].[H:32][C:17]([H:33])([H:34])[C:18]([H:35])([H:36])[O-:5].[Na+:19]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.36359316834
('l', '[H:25][c:12]1[c:13]([c:14]([c:9]([c:10]([c:11]1[H:24])[H:23])[C:8]([H:21])([H:22])[C:6](=[O:7])[C:3]([H:4])([H:20])[C:1](=[O:2])[N:15]([H:28])[C:16]([H:29])([H:30])[H:31])[H:27])[H:26].[H:32][C:17]([H:33])([H:34])[C:18]([H:35])([H:36])[O-:5].[Na+:19]', ('5\tsp3\tNone\t2', '21\tsigma\t8\t2;6\tpi\t7\t2'), '16') -6.45649320302

[H:20][CH:21](C(=O)Cc1ccccc1)[C:22](=[O:23])NC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CN[C:22](=[CH:21]C(=O)Cc1ccccc1)[O-:23].[Na+]

[H:20][CH:21](c1ccccc1)[C:22](=[O:23])CC(=O)NC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CNC(=O)C[C:22](=[CH:21]c1ccccc1)[O-:23].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21](C(=O)Cc1ccccc1)[C:22](=[O:23])NC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CN[C:22](=[CH:21]C(=O)Cc1ccccc1)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21](c1ccccc1)[C:22](=[O:23])CC(=O)NC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CNC(=O)C[C:22](=[CH:21]c1ccccc1)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23

162741
('h', '[H:24][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:23])[H:22])[C:6]([H:20])([H:21])[C:1](=[O:2])[C:3]([H:4])([H:19])[N+:13](=[O:14])[O-:15])[H:26])[H:25].[H:27][C:16]([H:28])([H:29])[C:17]([H:30])([H:31])[O-:5].[Na+:18]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.24067939647
('l', '[H:24][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:23])[H:22])[C:6]([H:20])([H:21])[C:1](=[O:2])[C:3]([H:4])([H:19])[N+:13](=[O:14])[O-:15])[H:26])[H:25].[H:27][C:16]([H:28])([H:29])[C:17]([H:30])([H:31])[O-:5].[Na+:18]', ('5\tsp3\tNone\t2', '2\tpi\t1\t2;3\tsigma\t13\t2'), '16') -8.60954048716

[H:20][CH:21]([C:22](=[O:23])Cc1ccccc1)[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[CH:21][N+](=O)[O-])[O-:23].[Na+]

CC[O-:10].c1ccc(cc1)C[C:21](=[O:20])[CH2:22][N+:23](=O)[O-].[Na+]>>CC[O:10][O:20][C:21](=[CH2:22])Cc1ccccc1.[N:23](=O)[O-].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2; 22 sigma 23 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]([C:22](=[O:23])Cc1ccccc1)[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[CH:21][N+](=O)[O-])[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_O=C > σ^*_C-N CC[O-:10].c1ccc(cc1)C[C:21](=[O:20])[CH2:22][N+:23](=O)[O-].[Na+]>>CC[O:10][O:20][C:21](=[CH2:22])Cc1ccccc1.[N:23](=O)[O-].[Na+] 10=20;20,21=21,22;22,23=23

162744
('h', '[H:24][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:23])[H:22])[C:6]([H:20])([H:21])[C:1](=[O:2])[C:3]([H:4])([H:19])[N+:13](=[O:14])[O-:15])[H:26])[H:25].[H:27][C:16]([H:28])([H:29])[C:17]([H:30])([H:31])[O-:5].[Na+:18]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.24067939647
('l', '[H:24][c:10]1[c:11]([c:12]([c:7]([c:8]([c:9]1[H:23])[H:22])[C:6]([H:20])([H:21])[C:1](=[O:2])[C:3]([H:4])([H:19])[N+:13](=[O:14])[O-:15])[H:26])[H:25].[H:27][C:16]([H:28])([H:29])[C:17]([H:30])([H:31])[O-:5].[Na+:18]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -6.24787322862

CC[O-:10].c1ccc(cc1)C[C:20](=[O:21])C[N+](=O)[O-].[Na+]>>CC[O:10][C:20](Cc1ccccc1)(C[N+](=O)[O-])[O-:21].[Na+]
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 pi 21 2 )
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]([C:22](=[O:23])Cc1ccccc1)[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[CH:21][N+](=O)[O-])[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_C=O CC[O-:10].c1ccc(cc1)C[C:20](=[O:21])C[N+](=O)[O-].[Na+]>>CC[O:10][C:20](Cc1ccccc1)(C[N+](=O)[O-])[O-:21].[Na+] 10=20;20,21=21

162865
('h', '[H:13][C:9]([H:14])([H:15])[C:10]([H:16])([H:17])[O-:5].[H:4][C:3]([H:12])([C:1]#[N:2])[N+:6](=[O:7])[O-:8].[Na+:11]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2'), '16') -4.16505234951
('l', '[H:13][C:9]([H:14])([H:15])[C:10]([H:16])([H:17])[O-:5].[H:4][C:3]([H:12])([C:1]#[N:2])[N+:6](=[O:7])[O-:8].[Na+:11]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -6.54360791217

[H:20][CH:21](C#N)[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH-:21](C#N)[N+](=O)[O-].[Na+]

[H:20][CH:21]([C:22]#[N:23])[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH:21](=[C:22]=[N-:23])[N+](=O)[O-].[Na+]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_H-C [H:20][CH:21](C#N)[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH-:21](C#N)[N+](=O)[O-].[Na+] 10=20;20,21=21
n_O > σ^*_H-C > π^*_C#N [H:20][CH:21]([C:22]#[N:23])[N+](=O)[O-].CC[O-:10].[Na+]>>[H:20][O:10]CC.[CH:21](=[C:22]=[N-:23])[N+](=O)[O-].[Na+] 10=20;20,21=21,22;22,23=23

164990
('h', '[H:28][c:14]1[c:15]([c:16]([c:11]([c:12]([c:13]1[H:27])[H:26])[C:10]([H:24])([H:25])/[C:1](=[C:3](\\[H:20])/[C:6](=[O:7])[O:8][C:9]([H:21])([H:22])[H:23])/[O:2][H:4])[H:30])[H:29].[H:31][C:17]([H:32])([H:33])[C:18]([H:34])([H:35])[O-:5].[Na+:19]', ('5\tsp3\tNone\t2', '4\tsigma\t2\t2'), '16') -6.89873734441
('l', '[H:28][c:14]1[c:15]([c:16]([c:11]([c:12]([c:13]1[H:27])[H:26])[C:10]([H:24])([H:25])/[C:1](=[C:3](\\[H:20])/[C:6](=[O:7])[O:8][C:9]([H:21])([H:22])[H:23])/[O:2][H:4])[H:30])[H:29].[H:31][C:17]([H:32])([H:33])[C:18]([H:34])([H:35])[O-:5].[Na+:19]', ('5\tsp3\tNone\t2', '4\tsigma\t2\t2;1\tpi\t3\t2'), '16') -8.80949411851
$[H:20][O:21]/C(=C\C(=O)OC)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=O)/C=C(/Cc1ccccc1)\[O-:21].[Na+]$ $[H:20][O:21]/[C:22](=[CH:23]\C(=O)OC)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=O)[CH-:23][C:22](=[O:21])Cc1ccccc1.[Na+]$
[H:20][O:21]/[C:22](=[CH:23]\C(=O)OC)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=O)[CH-:23][C:22](=[O:21])Cc1ccccc1.[Na+]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > σ^*_H-O [H:20][O:21]/C(=C\C(=O)OC)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=O)/C=C(/Cc1ccccc1)\[O-:21].[Na+] 10=20;20,21=21
n_O > σ^*_H-O > π^*_C=C [H:20][O:21]/[C:22](=[CH:23]\C(=O)OC)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=O)[CH-:23][C:22](=[O:21])Cc1ccccc1.[Na+] 10=20;20,21=21,22;22,23=23

169362
('h', '[H:31][C:4](=[C:3]([H:30])[C:1](=[O:2])[N:10]([C:9]([H:23])([H:24])[C:8]([H:20])([H:21])[H:22])[C:11]([H:25])([H:26])[C:12]([H:27])([H:28])[H:29])[H:32].[H:13][C:5]([H:14])([H:15])[C:6]([H:16])([H:17])[N:7]([H:18])[H:19]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') 5.82746010321
('l', '[H:31][C:4](=[C:3]([H:30])[C:1](=[O:2])[N:10]([C:9]([H:23])([H:24])[C:8]([H:20])([H:21])[H:22])[C:11]([H:25])([H:26])[C:12]([H:27])([H:28])[H:29])[H:32].[H:13][C:5]([H:14])([H:15])[C:6]([H:16])([H:17])[N:7]([H:18])[H:19]', ('7\tsp3\tNone\t2', '30\tsigma\t3\t2;1\tpi\t2\t2'), '16') 5.75690532152

CC[NH2:10].CCN(CC)[C:22](=[O:23])[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[C:22](N(CC)CC)[O-:23]

[H:20][C:21](=C)[C:22](=[O:23])N(CC)CC.CC[NH2:10]>>[H:20][NH2+:10]CC.CCN(CC)[C:22](=[C:21]=C)[O-:23]
( 10 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_N > π^*_C=C > π^*_C=O CC[NH2:10].CCN(CC)[C:22](=[O:23])[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[C:22](N(CC)CC)[O-:23] 10=20;20,21=21,22;22,23=23
n_N > σ^*_H-C > π^*_C=O [H:20][C:21](=C)[C:22](=[O:23])N(CC)CC.CC[NH2:10]>>[H:20][NH2+:10]CC.CCN(CC)[C:22](=[C:21]=C)[O-:23] 10=20;20,21=21,22;22,23=23

169433
('h', '[H:25][C:4](=[C:3]([H:24])[C:1](=[O:2])[N:10]([H:23])[C:9]([H:21])([H:22])[C:8]([H:18])([H:19])[H:20])[H:26].[H:11][C:5]([H:12])([H:13])[C:6]([H:14])([H:15])[N:7]([H:16])[H:17]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') 5.84841913856
('l', '[H:25][C:4](=[C:3]([H:24])[C:1](=[O:2])[N:10]([H:23])[C:9]([H:21])([H:22])[C:8]([H:18])([H:19])[H:20])[H:26].[H:11][C:5]([H:12])([H:13])[C:6]([H:14])([H:15])[N:7]([H:16])[H:17]', ('7\tsp3\tNone\t2', '23\tsigma\t10\t2;1\tpi\t2\t2'), '16') 3.88597343871

CC[NH2:10].CCN[C:22](=[O:23])[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[C:22](NCC)[O-:23]

[H:20][N:21](CC)[C:22](=[O:23])C=C.CC[NH2:10]>>[H:20][NH2+:10]CC.CC[N:21]=[C:22](C=C)[O-:23]
( 10 sp3 None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_N > π^*_C=C > π^*_C=O CC[NH2:10].CCN[C:22](=[O:23])[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[C:22](NCC)[O-:23] 10=20;20,21=21,22;22,23=23
n_N > σ^*_H-N > π^*_C=O [H:20][N:21](CC)[C:22](=[O:23])C=C.CC[NH2:10]>>[H:20][NH2+:10]CC.CC[N:21]=[C:22](C=C)[O-:23] 10=20;20,21=21,22;22,23=23

169598
('h', '[H:8][C:4](=[C:3]([H:10])[C:1](=[O:2])[H:11])[H:9].[C-:7]#[N:5].[Na+:6]', ('7\tsp\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') -5.27072166276
('l', '[H:8][C:4](=[C:3]([H:10])[C:1](=[O:2])[H:11])[H:9].[C-:7]#[N:5].[Na+:6]', ('7\tsp\tNone\t2', '3\tpi\t4\t2'), '16') -5.5362617779

[CH2:20]=[CH:21][CH:22]=[O:23].[C-:10]#N.[Na+]>>[CH2:20]([CH:21]=[CH:22][O-:23])[C:10]#N.[Na+]

[CH2:21]=[CH:20]C=O.[C-:10]#N.[Na+]>>[CH2-:21][CH:20](C=O)[C:10]#N.[Na+]
( 10 sp None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp None 2 20 pi 21 2 )
n_C > π^*_C=C > π^*_C=O [CH2:20]=[CH:21][CH:22]=[O:23].[C-:10]#N.[Na+]>>[CH2:20]([CH:21]=[CH:22][O-:23])[C:10]#N.[Na+] 10=20;20,21=21,22;22,23=23
n_C > π^*_C=C [CH2:21]=[CH:20]C=O.[C-:10]#N.[Na+]>>[CH2-:21][CH:20](C=O)[C:10]#N.[Na+] 10=20;20,21=21

170185
('h', '[H:14][C:4](=[C:3]([H:13])[C:1](=[O:2])[O:6][C:5]([H:10])([H:11])[H:12])[H:15].[C-:7]#[N:8].[Na+:9]', ('7\tsp\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') -5.33957999642
('l', '[H:14][C:4](=[C:3]([H:13])[C:1](=[O:2])[O:6][C:5]([H:10])([H:11])[H:12])[H:15].[C-:7]#[N:8].[Na+:9]', ('7\tsp\tNone\t2', '1\tpi\t2\t2'), '16') -6.23542687042

CO[C:22](=[O:23])[CH:21]=[CH2:20].[C-:10]#N.[Na+]>>CO[C:22](=[CH:21][CH2:20][C:10]#N)[O-:23].[Na+]

CO[C:20](=[O:21])C=C.[C-:10]#N.[Na+]>>CO[C:20](C=C)([C:10]#N)[O-:21].[Na+]
( 10 sp None 2 20 pi 21 2; 22 pi 23 2 )
( 10 sp None 2 20 pi 21 2 )
n_C > π^*_C=C > π^*_C=O CO[C:22](=[O:23])[CH:21]=[CH2:20].[C-:10]#N.[Na+]>>CO[C:22](=[CH:21][CH2:20][C:10]#N)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_C > π^*_C=O CO[C:20](=[O:21])C=C.[C-:10]#N.[Na+]>>CO[C:20](C=C)([C:10]#N)[O-:21].[Na+] 10=20;20,21=21

171253
('h', '[H:10][C:4]([H:11])([H:12])[C:5]([H:13])([H:14])[N:6]([H:15])[C@:1]([C:7]([H:16])([H:17])[H:18])([O-:2])[O:3][C:8]([H:19])([H:20])[C:9]([H:21])([H:22])[H:23]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -6.04220326846
('l', '[H:10][C:4]([H:11])([H:12])[C:5]([H:13])([H:14])[N:6]([H:15])[C@:1]([C:7]([H:16])([H:17])[H:18])([O-:2])[O:3][C:8]([H:19])([H:20])[C:9]([H:21])([H:22])[H:23]', ('2\tsp3\tNone\t2', '1\tsigma\t6\t2'), '16') -6.1033322492

CC[NH:21][C@:20](C)([O-:10])OCC>>CC[NH-:21].CCO[C@@:20](=[O:10])C
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-O CCN[C@:20](C)([O-:10])[O:21]CC>>CCN[C@:20](=[O:10])C.CC[O-:21] 10=20;20,21=21
n_O > σ^*_C-N CC[NH:21][C@:20](C)([O-:10])OCC>>CC[NH-:21].CCO[C@@:20](=[O:10])C 10=20;20,21=21

171385
('h', '[H:6][C:2]([H:7])([C:4]([H:8])([H:9])[Br:5])[O-:1].[Na+:3]', ('1\tsp3\tNone\t2', '4\tsigma\t5\t2'), '16') -7.17377052788
('l', '[H:6][C:2]([H:7])([C:4]([H:8])([H:9])[Br:5])[O-:1].[Na+:3]', ('1\tsp3\tNone\t2', '3\ts\tNone\t0'), '16') -16.4128125512

C(CBr)[O-:10].[Na+:20]>>C(CBr)[O:10][Na:20]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 s None 0 )
n_O > σ^*_C-Br C([CH2:20][Br:21])[O-:10].[Na+]>>C1[CH2:20][O:10]1.[Na+].[Br-:21] 10=20;20,21=21
n_O > p_Na C(CBr)[O-:10].[Na+:20]>>C(CBr)[O:10][Na:20] 10=20

171684
('h', '[H:14][C+:5]([C:4]([H:12])([H:13])[C:2]([H:9])([H:10])[H:11])[O:1][H:15].[H:21][C+:3]([C:7]([H:19])([H:20])[C:6]([H:16])([H:17])[H:18])[O:8][H:22]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -7.70139091678
('l', '[H:14][C+:5]([C:4]([H:12])([H:13])[C:2]([H:9])([H:10])[H:11])[O:1][H:15].[H:21][C+:3]([C:7]([H:19])([H:20])[C:6]([H:16])([H:17])[H:18])[O:8][H:22]', ('1\tsp3\tNone\t2', '5\tp\tNone\t0'), '16') -7.97288925221

CC[CH+:20][OH:10].CC[CH+]O>>CC[CH:20]=[OH+:10].CC[CH+]O
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
n_O > p_C CC[CH+][OH:10].CC[CH+:20]O>>CC[CH+][OH+:10][CH:20](CC)O 10=20
n_O > p_C CC[CH+:20][OH:10].CC[CH+]O>>CC[CH:20]=[OH+:10].CC[CH+]O 10=20

171800
('h', '[H:16][C+:3]([C:4]([H:14])([H:15])[C:2]([H:11])([H:12])[H:13])[O:5][H:17].[H:18][C:6]([H:19])([H:20])[C@@:7]([H:8])([C:9]([H:21])([H:22])[O:1][H:23])[Br:10]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -8.13147344105
('l', '[H:16][C+:3]([C:4]([H:14])([H:15])[C:2]([H:11])([H:12])[H:13])[O:5][H:17].[H:18][C:6]([H:19])([H:20])[C@@:7]([H:8])([C:9]([H:21])([H:22])[O:1][H:23])[Br:10]', ('10\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -8.23391088074

CC[CH+:20]O.C[C@@H](CO)[Br:10]>>CC[CH:20](O)[Br+:10][C@@H](C)CO
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
n_O > p_C CC[CH+:20]O.C[C@@H](C[OH:10])Br>>CC[CH:20](O)[OH+:10]C[C@H](C)Br 10=20
n_Br > p_C CC[CH+:20]O.C[C@@H](CO)[Br:10]>>CC[CH:20](O)[Br+:10][C@@H](C)CO 10=20

172252
('h', '[H:15][C+:3]([C:6]([H:16])([H:17])[H:18])[C:4]([H:5])([H:11])[C:2]([H:12])([H:13])[H:14].[H:19][C:7]([H:20])([H:21])[C:8]([C:9]([H:22])([H:23])[H:24])([C:10]([H:25])([H:26])[H:27])[O:1][H:28]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '16') -3.1975885979
('l', '[H:15][C+:3]([C:6]([H:16])([H:17])[H:18])[C:4]([H:5])([H:11])[C:2]([H:12])([H:13])[H:14].[H:19][C:7]([H:20])([H:21])[C:8]([C:9]([H:22])([H:23])[H:24])([C:10]([H:25])([H:26])[H:27])[O:1][H:28]', ('1\tsp3\tNone\t2', '15\tsigma\t3\t2'), '16') -3.22573653535

[H:20][CH:21](C)[CH+:22]C.CC(C)(C)[OH:10]>>[H:20][OH+:10]C(C)(C)C.C[CH:22]=[CH:21]C

[H:20][C+:21](C)CC.CC(C)(C)[OH:10]>>[H:20][OH+:10]C(C)(C)C.CC[C:21]C
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-C > p_C [H:20][CH:21](C)[CH+:22]C.CC(C)(C)[OH:10]>>[H:20][OH+:10]C(C)(C)C.C[CH:22]=[CH:21]C 10=20;20,21=21,22
n_O > σ^*_H-C [H:20][C+:21](C)CC.CC(C)(C)[OH:10]>>[H:20][OH+:10]C(C)(C)C.CC[C:21]C 10=20;20,21=21

172907
('h', '[H:32][c:11]1[c:12]([c:13]([c:8]([c:9]([c:10]1[H:31])[H:30])[C:7]([H:28])([H:29])[C+:3]([C:6]([H:25])([H:26])[H:27])[C:4]([H:21])([C:2]([H:18])([H:19])[H:20])[C:5]([H:22])([H:23])[H:24])[H:34])[H:33].[H:35][C:14]([H:36])([H:37])[C:15]([C:16]([H:38])([H:39])[H:40])([C:17]([H:41])([H:42])[H:43])[O:1][H:44]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') 0.57028777921
('l', '[H:32][c:11]1[c:12]([c:13]([c:8]([c:9]([c:10]1[H:31])[H:30])[C:7]([H:28])([H:29])[C+:3]([C:6]([H:25])([H:26])[H:27])[C:4]([H:21])([C:2]([H:18])([H:19])[H:20])[C:5]([H:22])([H:23])[H:24])[H:34])[H:33].[H:35][C:14]([H:36])([H:37])[C:15]([C:16]([H:38])([H:39])[H:40])([C:17]([H:41])([H:42])[H:43])[O:1][H:44]', ('1\tsp3\tNone\t2', '28\tsigma\t7\t2;3\tp\tNone\t0'), '16') -0.350877763681

CC(C)[C+:20](C)Cc1ccccc1.CC(C)(C)[OH:10]>>CC(C)[C:20](C)(Cc1ccccc1)[OH+:10]C(C)(C)C

[H:20][CH:21](c1ccccc1)[C+:22](C)C(C)C.CC(C)(C)[OH:10]>>[H:20][OH+:10]C(C)(C)C.CC(C)[C:22](=[CH:21]c1ccccc1)C
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
n_O > p_C CC(C)[C+:20](C)Cc1ccccc1.CC(C)(C)[OH:10]>>CC(C)[C:20](C)(Cc1ccccc1)[OH+:10]C(C)(C)C 10=20
n_O > σ^*_H-C > p_C [H:20][CH:21](c1ccccc1)[C+:22](C)C(C)C.CC(C)(C)[OH:10]>>[H:20][OH+:10]C(C)(C)C.CC(C)[C:22](=[CH:21]c1ccccc1)C 10=20;20,21=21,22

174226
('h', '[H:10021][C:10008]1([C:10009]([C@:10010]([C@:10001]([C@@:10005]([C:10007]1([H:10019])[H:10020])([H:10006])[C:10004]([H:10017])([H:10018])[C:10003]([H:10014])([H:10015])[H:10016])([H:10012])[Cl:10002])([H:10011])[C:10013]([H:10025])([H:10026])[H:10027])([H:10023])[H:10024])[H:10022].[H:21][C:8]1([C:9]([C@:10]([C@:1]([C@@:5]([C:7]1([H:19])[H:20])([H:6])[C:4]([H:17])([H:18])[C:3]([H:14])([H:15])[H:16])([H:12])[Cl:2])([H:11])[C:13]([H:25])([H:26])[H:27])([H:23])[H:24])[H:22]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '16') 7.93377362465
('l', '[H:10021][C:10008]1([C:10009]([C@:10010]([C@:10001]([C@@:10005]([C:10007]1([H:10019])[H:10020])([H:10006])[C:10004]([H:10017])([H:10018])[C:10003]([H:10014])([H:10015])[H:10016])([H:10012])[Cl:10002])([H:10011])[C:10013]([H:10025])([H:10026])[H:10027])([H:10023])[H:10024])[H:10022].[H:21][C:8]1([C:9]([C@:10]([C@:1]([C@@:5]([C:7]1([H:19])[H:20])([H:6])[C:4]([H:17])([H:18])[C:3]([H:14])([H:15])[H:16])([H:12])[Cl:2])([H:11])[C:13]([H:25])([H:26])[H:27])([H:23])[H:24])[H:22]', ('10001\tsigma\t10005\t2', '1\tsigma\t2\t2'), '16') 7.64624499167

CC[C@H]1CCC[C@@H]([C@@H]1Cl)C.CC[C@H]1CCC[C@@H]([C@@H:20]1[Cl:21])C>>CC[C@H]1CCC[C@@H]([C@H+:20]1)C.CC[C@H]1CCC[C@@H]([C@@H]1Cl)C.[Cl-:21]

CC[C@H:11]1CCC[C@@H]([C@@H:10]1Cl)C.CC[C@H]1CCC[C@@H]([C@@H:20]1[Cl:21])C>>CC[C@H+:11]CCC[C@H](C)[C@H:10]([C@@H:20]1[C@H](CCC[C@@H]1CC)C)Cl.[Cl-:21]
( 20 sigma 21 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
σ_C-Cl > σ^*_C-Cl CC[C@H]1CCC[C@@H]([C@@H]1Cl)C.CC[C@H]1CCC[C@@H]([C@@H:20]1[Cl:21])C>>CC[C@H]1CCC[C@@H]([C@H+:20]1)C.CC[C@H]1CCC[C@@H]([C@@H]1Cl)C.[Cl-:21] 20,21=21
σ_C-C > σ^*_C-Cl CC[C@H:11]1CCC[C@@H]([C@@H:10]1Cl)C.CC[C@H]1CCC[C@@H]([C@@H:20]1[Cl:21])C>>CC[C@H+:11]CCC[C@H](C)[C@H:10]([C@@H:20]1[C@H](CCC[C@@H]1CC)C)Cl.[Cl-:21] 10,11=10,20;20,21=21

175599
('h', '[H:10014][C:10003]([H:10015])([H:10016])[C:10004]([H:10017])([C:10005]([H:10018])([H:10019])[H:10020])[C@:10006]([H:10007])([C:10008]([H:10021])([H:10022])[C@:10001]([H:10009])([C:10010]([H:10023])([C:10011]([H:10024])([H:10025])[H:10026])[C:10012]([H:10027])([H:10028])[H:10029])[Cl:10002])[Cl:10013].[H:14][C:3]([H:15])([H:16])[C:4]([H:17])([C:5]([H:18])([H:19])[H:20])[C@:6]([H:7])([C:8]([H:21])([H:22])[C@:1]([H:9])([C:10]([H:23])([C:11]([H:24])([H:25])[H:26])[C:12]([H:27])([H:28])[H:29])[Cl:2])[Cl:13]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '16') 8.04815501968
('l', '[H:10014][C:10003]([H:10015])([H:10016])[C:10004]([H:10017])([C:10005]([H:10018])([H:10019])[H:10020])[C@:10006]([H:10007])([C:10008]([H:10021])([H:10022])[C@:10001]([H:10009])([C:10010]([H:10023])([C:10011]([H:10024])([H:10025])[H:10026])[C:10012]([H:10027])([H:10028])[H:10029])[Cl:10002])[Cl:10013].[H:14][C:3]([H:15])([H:16])[C:4]([H:17])([C:5]([H:18])([H:19])[H:20])[C@:6]([H:7])([C:8]([H:21])([H:22])[C@:1]([H:9])([C:10]([H:23])([C:11]([H:24])([H:25])[H:26])[C:12]([H:27])([H:28])[H:29])[Cl:2])[Cl:13]', ('10001\tsigma\t10010\t2', '1\tsigma\t2\t2'), '16') 6.78915273838

CC(C)[C@H](C[C@H](C(C)C)Cl)Cl.CC(C)[C@H](C[C@H:20](C(C)C)[Cl:21])Cl>>CC(C)[C@H+:20]C[C@@H](C(C)C)Cl.CC(C)[C@H](C[C@H](C(C)C)Cl)Cl.[Cl-:21]

CC(C)[C@H](C[C@H:10]([CH:11](C)C)Cl)Cl.CC(C)[C@H](C[C@H:20](C(C)C)[Cl:21])Cl>>C[CH+:11]C.CC(C)[C@H:20](C[C@@H](C(C)C)Cl)[C@H:10](C[C@@H](C(C)C)Cl)Cl.[Cl-:21]
( 20 sigma 21 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
σ_C-Cl > σ^*_C-Cl CC(C)[C@H](C[C@H](C(C)C)Cl)Cl.CC(C)[C@H](C[C@H:20](C(C)C)[Cl:21])Cl>>CC(C)[C@H+:20]C[C@@H](C(C)C)Cl.CC(C)[C@H](C[C@H](C(C)C)Cl)Cl.[Cl-:21] 20,21=21
σ_C-C > σ^*_C-Cl CC(C)[C@H](C[C@H:10]([CH:11](C)C)Cl)Cl.CC(C)[C@H](C[C@H:20](C(C)C)[Cl:21])Cl>>C[CH+:11]C.CC(C)[C@H:20](C[C@@H](C(C)C)Cl)[C@H:10](C[C@@H](C(C)C)Cl)Cl.[Cl-:21] 10,11=10,20;20,21=21

176135
('h', '[H:10021][C:10008](=[C:10009]([C:10010]([H:10022])([H:10023])[H:10024])[C:10011]([H:10025])([H:10026])[H:10027])[C:10007]([H:10019])([H:10020])[C@@:10001]([H:10006])([C:10004]([H:10015])([C:10003]([H:10012])([H:10013])[H:10014])[C:10005]([H:10016])([H:10017])[H:10018])[Cl:10002].[H:21][C:8](=[C:9]([C:10]([H:22])([H:23])[H:24])[C:11]([H:25])([H:26])[H:27])[C:7]([H:19])([H:20])[C@@:1]([H:6])([C:4]([H:15])([C:3]([H:12])([H:13])[H:14])[C:5]([H:16])([H:17])[H:18])[Cl:2]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '16') 8.17608493012
('l', '[H:10021][C:10008](=[C:10009]([C:10010]([H:10022])([H:10023])[H:10024])[C:10011]([H:10025])([H:10026])[H:10027])[C:10007]([H:10019])([H:10020])[C@@:10001]([H:10006])([C:10004]([H:10015])([C:10003]([H:10012])([H:10013])[H:10014])[C:10005]([H:10016])([H:10017])[H:10018])[Cl:10002].[H:21][C:8](=[C:9]([C:10]([H:22])([H:23])[H:24])[C:11]([H:25])([H:26])[H:27])[C:7]([H:19])([H:20])[C@@:1]([H:6])([C:4]([H:15])([C:3]([H:12])([H:13])[H:14])[C:5]([H:16])([H:17])[H:18])[Cl:2]', ('10002\tsigma\t10001\t2', '1\tsigma\t2\t2'), '16') 7.64044969828

CC(C)[C@H](CC=C(C)C)Cl.CC(C)[C@H:20](CC=C(C)C)[Cl:21]>>CC(C)[C@@H+:20]CC=C(C)C.CC(C)[C@H](CC=C(C)C)Cl.[Cl-:21]

CC(C)[C@H:11](CC=C(C)C)[Cl:10].CC(C)[C@H:20](CC=C(C)C)[Cl:21]>>CC(C)[C@@H+:11]CC=C(C)C.CC(C)[C@@H:20](CC=C(C)C)[Cl:10].[Cl-:21]
( 20 sigma 21 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
σ_C-Cl > σ^*_C-Cl CC(C)[C@H](CC=C(C)C)Cl.CC(C)[C@H:20](CC=C(C)C)[Cl:21]>>CC(C)[C@@H+:20]CC=C(C)C.CC(C)[C@H](CC=C(C)C)Cl.[Cl-:21] 20,21=21
σ_Cl-C > σ^*_C-Cl CC(C)[C@H:11](CC=C(C)C)[Cl:10].CC(C)[C@H:20](CC=C(C)C)[Cl:21]>>CC(C)[C@@H+:11]CC=C(C)C.CC(C)[C@@H:20](CC=C(C)C)[Cl:10].[Cl-:21] 10,11=10,20;20,21=21

177330
('h', '[H:18][c:8]1[c:9]([c:10]([c:2]([c:6]([c:7]1[H:17])[H:16])[C+:3]([H:15])[C:4]([H:5])([H:13])[H:14])[H:20])[H:19].[H:21][C:11]([H:22])([H:23])[C:12]([H:24])([H:25])[O:1][H:26]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '16') -4.52378200838
('l', '[H:18][c:8]1[c:9]([c:10]([c:2]([c:6]([c:7]1[H:17])[H:16])[C+:3]([H:15])[C:4]([H:5])([H:13])[H:14])[H:20])[H:19].[H:21][C:11]([H:22])([H:23])[C:12]([H:24])([H:25])[O:1][H:26]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -6.48330916977

[H:20][CH2:21][CH+:22]c1ccccc1.CC[OH:10]>>[H:20][OH+:10]CC.[CH2:21]=[CH:22]c1ccccc1

CC[OH:10].C[CH+:20]c1ccccc1>>CC[OH+:10][CH:20](C)c1ccccc1
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 sp3 None 2 20 p None 0 )
n_O > σ^*_H-C > p_C [H:20][CH2:21][CH+:22]c1ccccc1.CC[OH:10]>>[H:20][OH+:10]CC.[CH2:21]=[CH:22]c1ccccc1 10=20;20,21=21,22
n_O > p_C CC[OH:10].C[CH+:20]c1ccccc1>>CC[OH+:10][CH:20](C)c1ccccc1 10=20

177533
('h', '[H:10008][C:10003]([H:10009])([H:10010])[C:10004]([H:10011])([C:10005]([H:10012])([H:10013])[H:10014])[C@@:10001]([H:10006])([C:10007]([H:10015])([H:10016])[H:10017])[Br:10002].[H:8][C:3]([H:9])([H:10])[C:4]([H:11])([C:5]([H:12])([H:13])[H:14])[C@@:1]([H:6])([C:7]([H:15])([H:16])[H:17])[Br:2]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '16') 4.22064001186
('l', '[H:10008][C:10003]([H:10009])([H:10010])[C:10004]([H:10011])([C:10005]([H:10012])([H:10013])[H:10014])[C@@:10001]([H:10006])([C:10007]([H:10015])([H:10016])[H:10017])[Br:10002].[H:8][C:3]([H:9])([H:10])[C:4]([H:11])([C:5]([H:12])([H:13])[H:14])[C@@:1]([H:6])([C:7]([H:15])([H:16])[H:17])[Br:2]', ('10001\tsigma\t10004\t2', '1\tsigma\t2\t2'), '16') 3.96232599186

CC(C)[C@@H](C)Br.CC(C)[C@@H:20](C)[Br:21]>>C[C@@H+:20]C(C)C.CC(C)[C@@H](C)Br.[Br-:21]

C[CH:11](C)[C@@H:10](C)Br.CC(C)[C@@H:20](C)[Br:21]>>C[CH+:11]C.CC(C)[C@H:20](C)[C@@H:10](C)Br.[Br-:21]
( 20 sigma 21 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
σ_C-Br > σ^*_C-Br CC(C)[C@@H](C)Br.CC(C)[C@@H:20](C)[Br:21]>>C[C@@H+:20]C(C)C.CC(C)[C@@H](C)Br.[Br-:21] 20,21=21
σ_C-C > σ^*_C-Br C[CH:11](C)[C@@H:10](C)Br.CC(C)[C@@H:20](C)[Br:21]>>C[CH+:11]C.CC(C)[C@H:20](C)[C@@H:10](C)Br.[Br-:21] 10,11=10,20;20,21=21

178244
('h', '[H:17][C:9]1=[C:10]([C:2](=[C:1]2[C:11](=[C:12]([C:3](=[C:4]([C:7]2=[C:8]1[H:16])[H:15])[H:14])[H:21])[H:20])[H:19])[H:18].[N+:5](=[O:13])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -9.23605682646
('l', '[H:17][C:9]1=[C:10]([C:2](=[C:1]2[C:11](=[C:12]([C:3](=[C:4]([C:7]2=[C:8]1[H:16])[H:15])[H:14])[H:21])[H:20])[H:19])[H:18].[N+:5](=[O:13])=[O:6]', ('4\tpi\t3\t2', '5\tpi\t6\t2'), '25') -9.63373015419

C1=C[CH:10]=[C:11]2C=CC=CC2=C1.[N+:20](=O)=[O:21]>>C1=CC2=CC=C[CH:10]([C+:11]2C=C1)[N+:20](=O)[O-:21]

C1=CC=C2C=C[CH:11]=[CH:10]C2=C1.[N+:20](=O)=[O:21]>>C1=CC=C2[CH:10]([CH+:11]C=CC2=C1)[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
π_C=C > π^*_N=O C1=C[CH:10]=[C:11]2C=CC=CC2=C1.[N+:20](=O)=[O:21]>>C1=CC2=CC=C[CH:10]([C+:11]2C=C1)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C=C > π^*_N=O C1=CC=C2C=C[CH:11]=[CH:10]C2=C1.[N+:20](=O)=[O:21]>>C1=CC=C2[CH:10]([CH+:11]C=CC2=C1)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21

179025
('h', '[H:21][c:10]1[c:11]([c:12]2[c:13]([c:8]([c:9]1[H:20])[C:4](=[O:7])[C:1]([H:17])([H:18])[H:19])[C:14](=[C:15]([C:2](=[C:3]2[H:26])[H:25])[H:24])[H:23])[H:22].[N+:5](=[O:16])=[O:6]', ('3\tpi\t2\t2', '5\tpi\t6\t2'), '25') -9.68146466984
('l', '[H:21][c:10]1[c:11]([c:12]2[c:13]([c:8]([c:9]1[H:20])[C:4](=[O:7])[C:1]([H:17])([H:18])[H:19])[C:14](=[C:15]([C:2](=[C:3]2[H:26])[H:25])[H:24])[H:23])[H:22].[N+:5](=[O:16])=[O:6]', ('11\tpi\t12\t2;13\tpi\t8\t2', '5\tpi\t6\t2'), '25') -9.98116480156

CC(=O)c1cccc2c1C=C[CH:11]=[CH:10]2.[N+:20](=O)=[O:21]>>CC(=O)c1cccc2c1C=C[CH+:11][CH:10]2[N+:20](=O)[O-:21]

CC(=O)[c:13]1cc[cH:10][c:11]2[c:12]1C=CC=C2.[N+:20](=O)=[O:21]>>CC(=O)[c+:13]1cc[cH:10]([c:11]2[c:12]1C=CC=C2)[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 pi 21 2 )
π_C=C > π^*_N=O CC(=O)c1cccc2c1C=C[CH:11]=[CH:10]2.[N+:20](=O)=[O:21]>>CC(=O)c1cccc2c1C=C[CH+:11][CH:10]2[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C:C > π_C:C > π^*_N=O CC(=O)[c:13]1cc[cH:10][c:11]2[c:12]1C=CC=C2.[N+:20](=O)=[O:21]>>CC(=O)[c+:13]1cc[cH:10]([c:11]2[c:12]1C=CC=C2)[N+:20](=O)[O-:21] 10,11=10,20;12,13=11,12;20,21=21

181312
('h', '[H:23][c:12]1[c:11]([c:10]([c:9]2[c:8]([c:13]1[H:24])[C:4](=[C:3]([C:2](=[C:1]2[C:7]([H:15])([H:16])[H:17])[H:18])[H:19])[H:20])[H:21])[H:22].[N+:5](=[O:14])=[O:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -11.8031632214
('l', '[H:23][c:12]1[c:11]([c:10]([c:9]2[c:8]([c:13]1[H:24])[C:4](=[C:3]([C:2](=[C:1]2[C:7]([H:15])([H:16])[H:17])[H:18])[H:19])[H:20])[H:21])[H:22].[N+:5](=[O:14])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -12.3155279987

C[C:13]1=[CH:12][CH:11]=[CH:10]c2c1cccc2.[N+:20](=O)=[O:21]>>C[C+:13]1[CH:12]=[CH:11][CH:10](c2c1cccc2)[N+:20](=O)[O-:21]

C[C:11]1=[CH:10]C=Cc2c1cccc2.[N+:20](=O)=[O:21]>>C[C+:11]1c2ccccc2C=C[CH:10]1[N+:20](=O)[O-:21]
( 10 pi 11 2; 12 pi 13 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
π_C=C > π_C=C > π^*_N=O C[C:13]1=[CH:12][CH:11]=[CH:10]c2c1cccc2.[N+:20](=O)=[O:21]>>C[C+:13]1[CH:12]=[CH:11][CH:10](c2c1cccc2)[N+:20](=O)[O-:21] 10,11=10,20;12,13=11,12;20,21=21
π_C=C > π^*_N=O C[C:11]1=[CH:10]C=Cc2c1cccc2.[N+:20](=O)=[O:21]>>C[C+:11]1c2ccccc2C=C[CH:10]1[N+:20](=O)[O-:21] 10,11=10,20;20,21=21

181716
('h', '[H:21][C:12]1=[C:11]([C:3]2=[C:4]([C:10](=[C:9]([C:1](=[C:2]2[C:8](=[C:7]1[H:15])[H:16])[Br:13])[H:17])[H:18])[H:19])[H:20].[N+:5](=[O:14])=[O:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -8.5711085228
('l', '[H:21][C:12]1=[C:11]([C:3]2=[C:4]([C:10](=[C:9]([C:1](=[C:2]2[C:8](=[C:7]1[H:15])[H:16])[Br:13])[H:17])[H:18])[H:19])[H:20].[N+:5](=[O:14])=[O:6]', ('9\tpi\t10\t2;4\tpi\t3\t2', '5\tpi\t6\t2'), '25') -8.87365358956

C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br.[N+:20](=O)=[O:21]>>C1=C[C:11]2=[C:12](C=C1)[C+:13](C=C[CH:10]2[N+:20](=O)[O-:21])Br

C1=C[C:13]2=[CH:12][CH:11]=[CH:10]C(=C2C=C1)Br.[N+:20](=O)=[O:21]>>C1=CC2=C([CH:10]([CH:11]=[CH:12][C+:13]2C=C1)[N+:20](=O)[O-:21])Br
( 10 pi 11 2; 12 pi 13 2 20 pi 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 pi 21 2 )
π_C=C > π_C=C > π^*_N=O C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br.[N+:20](=O)=[O:21]>>C1=C[C:11]2=[C:12](C=C1)[C+:13](C=C[CH:10]2[N+:20](=O)[O-:21])Br 10,11=10,20;12,13=11,12;20,21=21
π_C=C > π_C=C > π^*_N=O C1=C[C:13]2=[CH:12][CH:11]=[CH:10]C(=C2C=C1)Br.[N+:20](=O)=[O:21]>>C1=CC2=C([CH:10]([CH:11]=[CH:12][C+:13]2C=C1)[N+:20](=O)[O-:21])Br 10,11=10,20;12,13=11,12;20,21=21

181838
('h', '[H:15][c:1]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:18])[C:11](=[C:12]([C:2](=[C:3]2[H:21])[Br:13])[H:20])[H:19])[H:17])[H:16].[N+:5](=[O:14])=[O:6]', ('3\tpi\t2\t2', '5\tpi\t6\t2'), '25') -9.07981038551
('l', '[H:15][c:1]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:18])[C:11](=[C:12]([C:2](=[C:3]2[H:21])[Br:13])[H:20])[H:19])[H:17])[H:16].[N+:5](=[O:14])=[O:6]', ('7\tpi\t4\t2', '5\tpi\t6\t2'), '25') -9.67014073799

c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br.[N+:20](=O)=[O:21]>>c1ccc2c(c1)C=C[C+:11]([CH:10]2[N+:20](=O)[O-:21])Br

c1[cH:11][cH:10]c2c(c1)C=CC(=C2)Br.[N+:20](=O)=[O:21]>>c1cc2c([cH:10]([cH+:11]1)[N+:20](=O)[O-:21])C=C(C=C2)Br
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
π_C=C > π^*_N=O c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br.[N+:20](=O)=[O:21]>>c1ccc2c(c1)C=C[C+:11]([CH:10]2[N+:20](=O)[O-:21])Br 10,11=10,20;20,21=21
π_C:C > π^*_N=O c1[cH:11][cH:10]c2c(c1)C=CC(=C2)Br.[N+:20](=O)=[O:21]>>c1cc2c([cH:10]([cH+:11]1)[N+:20](=O)[O-:21])C=C(C=C2)Br 10,11=10,20;20,21=21

182258
('h', '[H:16][C:2]1=[C:1]([O:10][C:8](=[C:9]1[H:15])[C:4](=[O:7])[C:3]([H:12])([H:13])[H:14])[H:17].[N+:5](=[O:11])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -8.46059138446
('l', '[H:16][C:2]1=[C:1]([O:10][C:8](=[C:9]1[H:15])[C:4](=[O:7])[C:3]([H:12])([H:13])[H:14])[H:17].[N+:5](=[O:11])=[O:6]', ('9\tpi\t8\t2', '5\tpi\t6\t2'), '25') -9.38398199541

CC(=O)C1=C[CH:10]=[CH:11]O1.[N+:20](=O)=[O:21]>>CC(=O)C1=C[CH:10]([CH+:11]O1)[N+:20](=O)[O-:21]

CC(=O)[C:11]1=[CH:10]C=CO1.[N+:20](=O)=[O:21]>>CC(=O)[C+:11]1[CH:10](C=CO1)[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
π_C=C > π^*_N=O CC(=O)C1=C[CH:10]=[CH:11]O1.[N+:20](=O)=[O:21]>>CC(=O)C1=C[CH:10]([CH+:11]O1)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C=C > π^*_N=O CC(=O)[C:11]1=[CH:10]C=CO1.[N+:20](=O)=[O:21]>>CC(=O)[C+:11]1[CH:10](C=CO1)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21

182259
('h', '[H:16][C:2]1=[C:1]([O:10][C:8](=[C:9]1[H:15])[C:4](=[O:7])[C:3]([H:12])([H:13])[H:14])[H:17].[N+:5](=[O:11])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -8.46059138446
('l', '[H:16][C:2]1=[C:1]([O:10][C:8](=[C:9]1[H:15])[C:4](=[O:7])[C:3]([H:12])([H:13])[H:14])[H:17].[N+:5](=[O:11])=[O:6]', ('1\tpi\t2\t2;9\tpi\t8\t2', '5\tpi\t6\t2'), '25') -9.23558200236

CC(=O)[C:13]1=[CH:12][CH:11]=[CH:10]O1.[N+:20](=O)=[O:21]>>CC(=O)[C+:13]1[CH:12]=[CH:11][CH:10](O1)[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 pi 21 2 )
π_C=C > π^*_N=O CC(=O)C1=C[CH:10]=[CH:11]O1.[N+:20](=O)=[O:21]>>CC(=O)C1=C[CH:10]([CH+:11]O1)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C=C > π_C=C > π^*_N=O CC(=O)[C:13]1=[CH:12][CH:11]=[CH:10]O1.[N+:20](=O)=[O:21]>>CC(=O)[C+:13]1[CH:12]=[CH:11][CH:10](O1)[N+:20](=O)[O-:21] 10,11=10,20;12,13=11,12;20,21=21

185856
('h', '[H:11][C:3]1=[C:4]([C:2](=[C:1]([C:7](=[C:8]1[H:15])[H:14])[Br:9])[H:13])[H:12].[N+:5](=[O:10])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -8.58780151486
('l', '[H:11][C:3]1=[C:4]([C:2](=[C:1]([C:7](=[C:8]1[H:15])[H:14])[Br:9])[H:13])[H:12].[N+:5](=[O:10])=[O:6]', ('4\tpi\t3\t2', '5\tpi\t6\t2'), '25') -9.14304016083

C1=C[CH:10]=[C:11](C=C1)Br.[N+:20](=O)=[O:21]>>C1=C[CH:10]([C+:11](C=C1)Br)[N+:20](=O)[O-:21]

[CH:11]1=[CH:10]C=C(C=C1)Br.[N+:20](=O)=[O:21]>>C1=CC(=C[CH:10]([CH+:11]1)[N+:20](=O)[O-:21])Br
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
π_C=C > π^*_N=O C1=C[CH:10]=[C:11](C=C1)Br.[N+:20](=O)=[O:21]>>C1=C[CH:10]([C+:11](C=C1)Br)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C=C > π^*_N=O [CH:11]1=[CH:10]C=C(C=C1)Br.[N+:20](=O)=[O:21]>>C1=CC(=C[CH:10]([CH+:11]1)[N+:20](=O)[O-:21])Br 10,11=10,20;20,21=21

185874
('h', '[H:11][C:3]1=[C:4]([C:2](=[C:1]([C:7](=[C:8]1[H:15])[H:14])[Br:9])[H:13])[H:12].[N+:5](=[O:10])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') -8.58780151486
('l', '[H:11][C:3]1=[C:4]([C:2](=[C:1]([C:7](=[C:8]1[H:15])[H:14])[Br:9])[H:13])[H:12].[N+:5](=[O:10])=[O:6]', ('8\tpi\t7\t2', '5\tpi\t6\t2'), '25') -8.98173437838

C1=CC=C([CH:11]=[CH:10]1)Br.[N+:20](=O)=[O:21]>>C1=C[CH:10]([CH+:11]C(=C1)Br)[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
π_C=C > π^*_N=O C1=C[CH:10]=[C:11](C=C1)Br.[N+:20](=O)=[O:21]>>C1=C[CH:10]([C+:11](C=C1)Br)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C=C > π^*_N=O C1=CC=C([CH:11]=[CH:10]1)Br.[N+:20](=O)=[O:21]>>C1=C[CH:10]([CH+:11]C(=C1)Br)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21

190604
('h', '[H:14][c:1]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:17])[C:11](=[C:12]([C:2](=[C:3]2[H:20])[Br:13])[H:19])[H:18])[H:16])[H:15].[Br:5][Br:6]', ('3\tpi\t2\t2', '5\tsigma\t6\t2'), '24') -0.866215213883
('l', '[H:14][c:1]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:17])[C:11](=[C:12]([C:2](=[C:3]2[H:20])[Br:13])[H:19])[H:18])[H:16])[H:15].[Br:5][Br:6]', ('10\tpi\t1\t2;4\tpi\t7\t2', '5\tsigma\t6\t2'), '24') -0.95771118397

c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br.[Br:20][Br:21]>>c1ccc2c(c1)C=C[C+:11]([CH:10]2[Br:20])Br.[Br-:21]

[cH:11]1[cH:12][cH:13]c2c([cH:10]1)C=CC(=C2)Br.[Br:20][Br:21]>>[cH:12]1[cH:11][cH:10](c2c([cH+:13]1)C=C(C=C2)Br)[Br:20].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br.[Br:20][Br:21]>>c1ccc2c(c1)C=C[C+:11]([CH:10]2[Br:20])Br.[Br-:21] 10,11=10,20;20,21=21
π_C:C > π_C:C > σ^*_Br-Br [cH:11]1[cH:12][cH:13]c2c([cH:10]1)C=CC(=C2)Br.[Br:20][Br:21]>>[cH:12]1[cH:11][cH:10](c2c([cH+:13]1)C=C(C=C2)Br)[Br:20].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

190851
('h', '[H:13][C:1]1=[C:2]([O:7][C:4](=[C:3]1[H:11])[N+:8](=[O:9])[O-:10])[H:12].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') -0.864279239656
('l', '[H:13][C:1]1=[C:2]([O:7][C:4](=[C:3]1[H:11])[N+:8](=[O:9])[O-:10])[H:12].[Br:5][Br:6]', ('2\tpi\t1\t2;3\tpi\t4\t2', '5\tsigma\t6\t2'), '24') -1.00364018641

[CH:11]1=[CH:10]OC(=C1)[N+](=O)[O-].[Br:20][Br:21]>>C1=C(O[CH:10]([CH+:11]1)[Br:20])[N+](=O)[O-].[Br-:21]

[CH:11]1=[CH:10]O[C:13](=[CH:12]1)[N+](=O)[O-].[Br:20][Br:21]>>[CH:11]1=[CH:12][C+:13](O[CH:10]1[Br:20])[N+](=O)[O-].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br [CH:11]1=[CH:10]OC(=C1)[N+](=O)[O-].[Br:20][Br:21]>>C1=C(O[CH:10]([CH+:11]1)[Br:20])[N+](=O)[O-].[Br-:21] 10,11=10,20;20,21=21
π_C=C > π_C=C > σ^*_Br-Br [CH:11]1=[CH:10]O[C:13](=[CH:12]1)[N+](=O)[O-].[Br:20][Br:21]>>[CH:11]1=[CH:12][C+:13](O[CH:10]1[Br:20])[N+](=O)[O-].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

190899
('h', '[H:13][C:1]1=[C:2]([O:7][C:4](=[C:3]1[H:11])[N+:8](=[O:9])[O-:10])[H:12].[Br:10005][Br:10006].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') -0.864279239656
('l', '[H:13][C:1]1=[C:2]([O:7][C:4](=[C:3]1[H:11])[N+:8](=[O:9])[O-:10])[H:12].[Br:10005][Br:10006].[Br:5][Br:6]', ('10005\tsp3\tNone\t2', '5\tsigma\t6\t2'), '24') -0.907244367561

194853
('h', '[H:19][C:4]1=[C:3]([C:2](=[C:1]([C:10](=[C:9]1[N+:11](=[O:12])[O-:13])[H:20])[O:8][C:7]([H:15])([H:16])[H:17])[Br:14])[H:18].[Br:5][Br:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') -0.814682509373
('l', '[H:19][C:4]1=[C:3]([C:2](=[C:1]([C:10](=[C:9]1[N+:11](=[O:12])[O-:13])[H:20])[O:8][C:7]([H:15])([H:16])[H:17])[Br:14])[H:18].[Br:5][Br:6]', ('13\tsp3\tNone\t2', '5\tsigma\t6\t2'), '24') -11.94874828

CO[C:13]1=[C:12]([CH:11]=[CH:10]C(=C1)[N+](=O)[O-])Br.[Br:20][Br:21]>>CO[C+:13]1C=C([CH:10]([CH:11]=[C:12]1Br)[Br:20])[N+](=O)[O-].[Br-:21]

COC1=C(C=CC(=C1)[N+](=O)[O-:10])Br.[Br:20][Br:21]>>COC1=C(C=CC(=C1)[N+](=O)[O:10][Br:20])Br.[Br-:21]
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > π_C=C > σ^*_Br-Br CO[C:13]1=[C:12]([CH:11]=[CH:10]C(=C1)[N+](=O)[O-])Br.[Br:20][Br:21]>>CO[C+:13]1C=C([CH:10]([CH:11]=[C:12]1Br)[Br:20])[N+](=O)[O-].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21
n_O > σ^*_Br-Br COC1=C(C=CC(=C1)[N+](=O)[O-:10])Br.[Br:20][Br:21]>>COC1=C(C=CC(=C1)[N+](=O)[O:10][Br:20])Br.[Br-:21] 10=20;20,21=21

195165
('h', '[H:16][C:2]1=[C:1]([C:10](=[C:9]([C:8](=[C:7]1[H:17])[Br:12])[H:18])[Br:11])[O:4][C:3]([H:13])([H:14])[H:15].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') -0.950242979927
('l', '[H:16][C:2]1=[C:1]([C:10](=[C:9]([C:8](=[C:7]1[H:17])[Br:12])[H:18])[Br:11])[O:4][C:3]([H:13])([H:14])[H:15].[Br:5][Br:6]', ('12\tsp3\tNone\t2', '5\tsigma\t6\t2'), '24') -0.966689441986

CO[C:11]1=[CH:10]C=C(C=C1Br)Br.[Br:20][Br:21]>>CO[C+:11]1[CH:10](C=C(C=C1Br)Br)[Br:20].[Br-:21]

COC1=CC=C(C=C1Br)[Br:10].[Br:20][Br:21]>>COC1=CC=C(C=C1Br)[Br+:10][Br:20].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br CO[C:11]1=[CH:10]C=C(C=C1Br)Br.[Br:20][Br:21]>>CO[C+:11]1[CH:10](C=C(C=C1Br)Br)[Br:20].[Br-:21] 10,11=10,20;20,21=21
n_Br > σ^*_Br-Br COC1=CC=C(C=C1Br)[Br:10].[Br:20][Br:21]>>COC1=CC=C(C=C1Br)[Br+:10][Br:20].[Br-:21] 10=20;20,21=21

195926
('h', '[H:18][c:3]1[c:10]([c:9]([c:8]([c:7]([c:4]1[H:19])[H:20])[C:11](=[O:12])[O:13][C:1]2=[C:2]([C:17](=[C:16]([C:15](=[C:14]2[H:23])[H:24])[H:25])[H:26])[H:27])[H:21])[H:22].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') -0.933376074185
('l', '[H:18][c:3]1[c:10]([c:9]([c:8]([c:7]([c:4]1[H:19])[H:20])[C:11](=[O:12])[O:13][C:1]2=[C:2]([C:17](=[C:16]([C:15](=[C:14]2[H:23])[H:24])[H:25])[H:26])[H:27])[H:21])[H:22].[Br:5][Br:6]', ('16\tpi\t17\t2;2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') -1.23199801693

c1ccc(cc1)C(=O)O[C:11]2=[CH:10]C=CC=C2.[Br:20][Br:21]>>c1ccc(cc1)C(=O)O[C+:11]2C=CC=C[CH:10]2[Br:20].[Br-:21]

c1ccc(cc1)C(=O)O[C:13]2=[CH:12][CH:11]=[CH:10]C=C2.[Br:20][Br:21]>>c1ccc(cc1)C(=O)O[C+:13]2[CH:12]=[CH:11][CH:10](C=C2)[Br:20].[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br c1ccc(cc1)C(=O)O[C:11]2=[CH:10]C=CC=C2.[Br:20][Br:21]>>c1ccc(cc1)C(=O)O[C+:11]2C=CC=C[CH:10]2[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C=C > π_C=C > σ^*_Br-Br c1ccc(cc1)C(=O)O[C:13]2=[CH:12][CH:11]=[CH:10]C=C2.[Br:20][Br:21]>>c1ccc(cc1)C(=O)O[C+:13]2[CH:12]=[CH:11][CH:10](C=C2)[Br:20].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

196790
('h', '[H:44][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:43])[H:42])[C:13]([H:40])([H:41])[C@:11]([H:12])([C:2](=[O+:1][H:47])[O:3][C:4]([H:48])([H:49])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:50])[H:51])[O:26][C:27]([H:54])([H:55])[H:56])[H:52])[H:53])[N:10]([H:39])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:36])([H:37])[H:38])[N:28]([H:57])[H:58])[H:46])[H:45].[C:29](=[O:30])([C:31]([F:32])([F:33])[F:34])[O-:35]', ('3\tsigma\t4\t2', '2\tpi\t1\t2'), '793') -1.57500424157
('l', '[H:44][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:43])[H:42])[C:13]([H:40])([H:41])[C@:11]([H:12])([C:2](=[O+:1][H:47])[O:3][C:4]([H:48])([H:49])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:50])[H:51])[O:26][C:27]([H:54])([H:55])[H:56])[H:52])[H:53])[N:10]([H:39])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:36])([H:37])[H:38])[N:28]([H:57])[H:58])[H:46])[H:45].[C:29](=[O:30])([C:31]([F:32])([F:33])[F:34])[O-:35]', ('35\tsp3\tNone\t2', '2\tpi\t1\t2'), '793') -16.8873250409

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)N.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])N.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-]

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)N.C(=O)(C(F)(F)F)[O-:10]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20]([OH:21])(OCc2ccc(cc2)OC)[O:10]C(=O)C(F)(F)F)N
( 10 sigma 11 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
σ_O-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)N.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])N.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21
n_O > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)N.C(=O)(C(F)(F)F)[O-:10]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20]([OH:21])(OCc2ccc(cc2)OC)[O:10]C(=O)C(F)(F)F)N 10=20;20,21=21

197149
('h', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('3\tsigma\t4\t2', '2\tpi\t1\t2'), '793') -1.57500481826
('l', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('24\tpi\t23\t2;26\tsp3\tNone\t2', '2\tpi\t1\t2'), '793') -3.19920540325

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])NC(=O)OCC2c3ccccc3-c4c2cccc4.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-]

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2c[cH:10][c:11](cc2)[O:12]C)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20]2([cH:10]cc(=cc=[c:11]=[O+:12]C)CO2)[OH:21])NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]
( 10 sigma 11 2 20 pi 21 2 )
( 10 pi 11 2; 12 sp3 None 2 20 pi 21 2 )
σ_O-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])NC(=O)OCC2c3ccccc3-c4c2cccc4.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21
n_O > π_C-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2c[cH:10][c:11](cc2)[O:12]C)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20]2([cH:10]cc(=cc=[c:11]=[O+:12]C)CO2)[OH:21])NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-] 10,11=10,20;12=11;20,21=21

197216
('h', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('3\tsigma\t4\t2', '2\tpi\t1\t2'), '793') -1.57500481826
('l', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('42\tpi\t41\t2', '2\tpi\t1\t2'), '793') -1.69091285897

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)NC(=O)OCC3[c:11]4[cH:10]cccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@@H]1C(=O)N[C@@H]([C:20]([cH:10]cccc-2[c+:11]C(COC(=O)N1)c3c2cccc3)([OH:21])OCc4ccc(cc4)OC)Cc5ccccc5.C(=O)(C(F)(F)F)[O-]
( 10 sigma 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
σ_O-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])NC(=O)OCC2c3ccccc3-c4c2cccc4.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21
π_C-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)NC(=O)OCC3[c:11]4[cH:10]cccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@@H]1C(=O)N[C@@H]([C:20]([cH:10]cccc-2[c+:11]C(COC(=O)N1)c3c2cccc3)([OH:21])OCc4ccc(cc4)OC)Cc5ccccc5.C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21

197218
('h', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('3\tsigma\t4\t2', '2\tpi\t1\t2'), '793') -1.57500481826
('l', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('43\tsigma\t42\t2', '2\tpi\t1\t2'), '793') -4.85790285752

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)NC(=O)OCC3c4[cH:11][cH:10]ccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@@H]1C(=O)N[C@@H]([C:20]([cH:10]2ccc-3c([cH+:11]2)C(COC(=O)N1)c4c3cccc4)([OH:21])OCc5ccc(cc5)OC)Cc6ccccc6.C(=O)(C(F)(F)F)[O-]
( 10 sigma 11 2 20 pi 21 2 )
( 10 sigma 11 2 20 pi 21 2 )
σ_O-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])NC(=O)OCC2c3ccccc3-c4c2cccc4.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21
σ_C:C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)NC(=O)OCC3c4[cH:11][cH:10]ccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@@H]1C(=O)N[C@@H]([C:20]([cH:10]2ccc-3c([cH+:11]2)C(COC(=O)N1)c4c3cccc4)([OH:21])OCc5ccc(cc5)OC)Cc6ccccc6.C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21

197224
('h', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('3\tsigma\t4\t2', '2\tpi\t1\t2'), '793') -1.57500481826
('l', '[H:61][c:17]1[c:18]([c:19]([c:14]([c:15]([c:16]1[H:60])[H:59])[C:13]([H:57])([H:58])[C@:11]([H:12])([C:2](=[O+:1][H:64])[O:3][C:4]([H:65])([H:66])[c:20]2[c:25]([c:24]([c:23]([c:22]([c:21]2[H:67])[H:68])[O:26][C:27]([H:71])([H:72])[H:73])[H:69])[H:70])[N:10]([H:56])[C:8](=[O:9])[C@@:6]([H:7])([C:5]([H:53])([H:54])[H:55])[N:28]([H:74])[C:29](=[O:30])[O:31][C:32]([H:75])([H:76])[C:33]3([c:41]4[c:42]([c:43]([c:44]([c:45]([c:40]4-[c:39]5[c:34]3[c:35]([c:36]([c:37]([c:38]5[H:81])[H:80])[H:79])[H:78])[H:85])[H:84])[H:83])[H:82])[H:77])[H:63])[H:62].[C:46](=[O:47])([C:48]([F:49])([F:50])[F:51])[O-:52]', ('46\tpi\t47\t2', '2\tpi\t1\t2'), '793') -2.40376308937

C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.[C:10](=[O:11])(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20]([C:10](C(F)(F)F)([O-])[O+:11])([OH:21])OCc2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5
( 10 sigma 11 2 20 pi 21 2 )
( 10 pi 11 2 20 pi 21 2 )
σ_O-C > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])[O:10][CH2:11]c2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.C(=O)(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[O:10])[OH:21])NC(=O)OCC2c3ccccc3-c4c2cccc4.COc1ccc(cc1)[CH2+:11].C(=O)(C(F)(F)F)[O-] 10,11=10,20;20,21=21
π_C=O > π^*_C=O C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5.[C:10](=[O:11])(C(F)(F)F)[O-]>>C[C@H](C(=O)N[C@H](Cc1ccccc1)[C:20]([C:10](C(F)(F)F)([O-])[O+:11])([OH:21])OCc2ccc(cc2)OC)NC(=O)OCC3c4ccccc4-c5c3cccc5 10,11=10,20;20,21=21

197897
('h', '[H:13][C:1]([H:14])([H:15])[C:2]([H:16])([H:17])[C:3]([O:4][H:18])([O:5][H:19])[O:8][C:7]([H:21])([H:22])[C:9]([H:23])([H:24])[H:25].[H:26][O:10][H:27].[H:6][O+:20]([H:11])[H:12]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.61521568753
('l', '[H:13][C:1]([H:14])([H:15])[C:2]([H:16])([H:17])[C:3]([O:4][H:18])([O:5][H:19])[O:8][C:7]([H:21])([H:22])[C:9]([H:23])([H:24])[H:25].[H:26][O:10][H:27].[H:6][O+:20]([H:11])[H:12]', ('10\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.71848359992

[H:20][OH2+:21].CCC(O)(O)[O:10]CC.O>>[H:20][O+:10](CC)C(CC)(O)O.O.[OH2:21]

[H:20][OH2+:21].CCC(O)(O)OCC.[OH2:10]>>[H:20][OH2+:10].CCC(O)(O)OCC.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-O [H:20][OH2+:21].CCC(O)(O)[O:10]CC.O>>[H:20][O+:10](CC)C(CC)(O)O.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].CCC(O)(O)OCC.[OH2:10]>>[H:20][OH2+:10].CCC(O)(O)OCC.[OH2:21] 10=20;20,21=21

207778
('h', '[H:19][C:9]([H:20])([H:21])/[C:5](=[C:6](/[C:7]([H:15])([H:16])[H:17])\\[O:8][H:18])/[C@@:4]([O:10][H:22])([O:11][C:12]([H:23])([H:24])[C:13]([H:25])([H:26])[H:27])[O+:1]([H:2])[H:14].[H:28][O:3][H:29]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '27') -5.3496349125
('l', '[H:19][C:9]([H:20])([H:21])/[C:5](=[C:6](/[C:7]([H:15])([H:16])[H:17])\\[O:8][H:18])/[C@@:4]([O:10][H:22])([O:11][C:12]([H:23])([H:24])[C:13]([H:25])([H:26])[H:27])[O+:1]([H:2])[H:14].[H:28][O:3][H:29]', ('6\tpi\t5\t2', '2\tsigma\t1\t2'), '27') -5.80606523632
$[H:20][OH+:21][C@](/C(=C(\C)/O)/C)(O)OCC.[OH2:10]>>[H:20][OH2+:10].CCO[C@@](/C(=C(\C)/O)/C)(O)[OH:21]$ $[H:20][OH+:21][C@](/[C:11](=[C:10](\C)/O)/C)(O)OCC.O>>[H:20][C:10](C)([C+:11](C)[C@](O)([OH:21])OCC)O.O$
[H:20][OH+:21][C@](/[C:11](=[C:10](\C)/O)/C)(O)OCC.O>>[H:20][C:10](C)([C+:11](C)[C@](O)([OH:21])OCC)O.O
( 10 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
n_O > σ^*_H-O [H:20][OH+:21][C@](/C(=C(\C)/O)/C)(O)OCC.[OH2:10]>>[H:20][OH2+:10].CCO[C@@](/C(=C(\C)/O)/C)(O)[OH:21] 10=20;20,21=21
π_C=C > σ^*_H-O [H:20][OH+:21][C@](/[C:11](=[C:10](\C)/O)/C)(O)OCC.O>>[H:20][C:10](C)([C+:11](C)[C@](O)([OH:21])OCC)O.O 10,11=10,20;20,21=21

208878
('h', '[H:14][C:1]([H:15])([H:16])[C:2]([H:17])([H:18])[O:3][C:4]([C:5]([H:19])([H:21])[H:22])([C:7]([H:23])([H:24])[H:25])[O:8][C:9]([H:26])([H:27])[C:10]([H:28])([H:29])[H:30].[H:31][O:11][H:32].[H:6][O+:20]([H:12])[H:13]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.66807770936
('l', '[H:14][C:1]([H:15])([H:16])[C:2]([H:17])([H:18])[O:3][C:4]([C:5]([H:19])([H:21])[H:22])([C:7]([H:23])([H:24])[H:25])[O:8][C:9]([H:26])([H:27])[C:10]([H:28])([H:29])[H:30].[H:31][O:11][H:32].[H:6][O+:20]([H:12])[H:13]', ('11\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.71848359992

[H:20][OH2+:21].CCOC(C)(C)[O:10]CC.O>>[H:20][O+:10](CC)C(C)(C)OCC.O.[OH2:21]

[H:20][OH2+:21].CCOC(C)(C)OCC.[OH2:10]>>[H:20][OH2+:10].CCOC(C)(C)OCC.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-O [H:20][OH2+:21].CCOC(C)(C)[O:10]CC.O>>[H:20][O+:10](CC)C(C)(C)OCC.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].CCOC(C)(C)OCC.[OH2:10]>>[H:20][OH2+:10].CCOC(C)(C)OCC.[OH2:21] 10=20;20,21=21

209053
('h', '[H:12][C:1]([H:13])([H:14])[C:2]([H:15])([H:16])[O:8][C:3]([C:4]([H:17])([H:18])[H:19])([C:5]([H:21])([H:22])[H:23])[O:7][H:24].[H:25][O:9][H:26].[H:6][O+:20]([H:10])[H:11]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.68144911395
('l', '[H:12][C:1]([H:13])([H:14])[C:2]([H:15])([H:16])[O:8][C:3]([C:4]([H:17])([H:18])[H:19])([C:5]([H:21])([H:22])[H:23])[O:7][H:24].[H:25][O:9][H:26].[H:6][O+:20]([H:10])[H:11]', ('9\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.71848359992

[H:20][OH2+:21].CC[O:10]C(C)(C)O.O>>[H:20][O+:10](CC)C(C)(C)O.O.[OH2:21]

[H:20][OH2+:21].CCOC(C)(C)O.[OH2:10]>>[H:20][OH2+:10].CCOC(C)(C)O.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_H-O [H:20][OH2+:21].CC[O:10]C(C)(C)O.O>>[H:20][O+:10](CC)C(C)(C)O.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].CCOC(C)(C)O.[OH2:10]>>[H:20][OH2+:10].CCOC(C)(C)O.[OH2:21] 10=20;20,21=21

210857
('h', '[H:12][C:1]([H:13])([H:14])[C:2]([H:15])([H:16])[N:8]([H:17])[C:3]([C:4]([H:18])([H:19])[H:21])([C:5]([H:22])([H:23])[H:24])[O:7][H:25].[H:26][O:9][H:27].[H:6][O+:20]([H:10])[H:11]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '27') -5.20888300259
('l', '[H:12][C:1]([H:13])([H:14])[C:2]([H:15])([H:16])[N:8]([H:17])[C:3]([C:4]([H:18])([H:19])[H:21])([C:5]([H:22])([H:23])[H:24])[O:7][H:25].[H:26][O:9][H:27].[H:6][O+:20]([H:10])[H:11]', ('8\tsigma\t3\t2', '6\tsigma\t20\t2'), '27') -5.22931046164

[H:20][OH2+:21].CC[NH:10]C(C)(C)O.O>>[H:20][NH+:10](CC)C(C)(C)O.O.[OH2:21]

[H:20][OH2+:21].CC[NH:10][C:11](C)(C)O.O>>[H:20][NH:10]CC.C[C+:11](C)O.O.[OH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
n_N > σ^*_H-O [H:20][OH2+:21].CC[NH:10]C(C)(C)O.O>>[H:20][NH+:10](CC)C(C)(C)O.O.[OH2:21] 10=20;20,21=21
σ_N-C > σ^*_H-O [H:20][OH2+:21].CC[NH:10][C:11](C)(C)O.O>>[H:20][NH:10]CC.C[C+:11](C)O.O.[OH2:21] 10,11=10,20;20,21=21

211419
('h', '[H:7][C:5]([H:8])([H:9])[C:4](=[O+:1][H:2])[O:6][H:10].[H:11][O:3][H:12]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '27') -6.3609620812
('l', '[H:7][C:5]([H:8])([H:9])[C:4](=[O+:1][H:2])[O:6][H:10].[H:11][O:3][H:12]', ('3\tsp3\tNone\t2', '4\tpi\t1\t2'), '27') -6.55506678974

217051
('h', '[H:21][c:7]1[c:6]([c:11]([c:10]([c:9]2[c:8]1[C:3](=[C:2]([C:16](=[C:15]2[H:23])[H:24])[H:25])[H:26])[H:22])[N+:12](=[O:13])[O-:14])[H:20].[H:17][C:1]([H:18])([H:19])[C+:5]=[O:4]', ('3\tpi\t2\t2', '5\tp\tNone\t0'), '28') -14.0690936215
('l', '[H:21][c:7]1[c:6]([c:11]([c:10]([c:9]2[c:8]1[C:3](=[C:2]([C:16](=[C:15]2[H:23])[H:24])[H:25])[H:26])[H:22])[N+:12](=[O:13])[O-:14])[H:20].[H:17][C:1]([H:18])([H:19])[C+:5]=[O:4]', ('14\tsp3\tNone\t2', '5\tp\tNone\t0'), '28') -22.4619911121

C[C+:20]=O.c1cc2c(cc1[N+](=O)[O-])C=C[CH:11]=[CH:10]2>>C[C:20](=O)[CH:10]1[CH+:11]C=Cc2c1ccc(c2)[N+](=O)[O-]

C[C+:20]=O.c1cc2c(cc1[N+](=O)[O-:10])C=CC=C2>>C[C:20](=O)[O:10][N+](=O)c1ccc2c(c1)C=CC=C2
( 10 pi 11 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.c1cc2c(cc1[N+](=O)[O-])C=C[CH:11]=[CH:10]2>>C[C:20](=O)[CH:10]1[CH+:11]C=Cc2c1ccc(c2)[N+](=O)[O-] 10,11=10,20
n_O > p_C C[C+:20]=O.c1cc2c(cc1[N+](=O)[O-:10])C=CC=C2>>C[C:20](=O)[O:10][N+](=O)c1ccc2c(c1)C=CC=C2 10=20

220583
('h', '[H:18][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:21])[C:12](=[C:13]([C:2](=[C:3]2[H:24])[Br:14])[H:23])[H:22])[H:20])[H:19].[H:15][C:1]([H:16])([H:17])[C+:5]=[O:4]', ('3\tpi\t2\t2', '5\tp\tNone\t0'), '28') -13.5021954006
('l', '[H:18][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:21])[C:12](=[C:13]([C:2](=[C:3]2[H:24])[Br:14])[H:23])[H:22])[H:20])[H:19].[H:15][C:1]([H:16])([H:17])[C+:5]=[O:4]', ('14\tsp3\tNone\t2', '5\tp\tNone\t0'), '28') -14.3576961498

C[C+:20]=O.c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br>>C[C:20](=O)[CH:10]1c2ccccc2C=C[C+:11]1Br

C[C+:20]=O.c1ccc2c(c1)C=CC(=C2)[Br:10]>>C[C:20](=O)[Br+:10]C1=Cc2ccccc2C=C1
( 10 pi 11 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.c1ccc2c(c1)C=C[C:11](=[CH:10]2)Br>>C[C:20](=O)[CH:10]1c2ccccc2C=C[C+:11]1Br 10,11=10,20
n_Br > p_C C[C+:20]=O.c1ccc2c(c1)C=CC(=C2)[Br:10]>>C[C:20](=O)[Br+:10]C1=Cc2ccccc2C=C1 10=20

221007
('h', '[H:19][C:2]1=[C:1]([O:11][C:9](=[C:10]1[H:18])[C:7](=[O:8])[C:6]([H:15])([H:16])[H:17])[H:20].[H:12][C:3]([H:13])([H:14])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.9246414466
('l', '[H:19][C:2]1=[C:1]([O:11][C:9](=[C:10]1[H:18])[C:7](=[O:8])[C:6]([H:15])([H:16])[H:17])[H:20].[H:12][C:3]([H:13])([H:14])[C+:5]=[O:4]', ('10\tpi\t9\t2', '5\tp\tNone\t0'), '28') -13.8134982923

C[C+:20]=O.CC(=O)[C:11]1=[CH:10]C=CO1>>C[C:20](=O)[CH:10]1C=CO[C+:11]1C(=O)C
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.CC(=O)C1=C[CH:10]=[CH:11]O1>>C[C:20](=O)[CH:10]1C=C(O[CH+:11]1)C(=O)C 10,11=10,20
π_C=C > p_C C[C+:20]=O.CC(=O)[C:11]1=[CH:10]C=CO1>>C[C:20](=O)[CH:10]1C=CO[C+:11]1C(=O)C 10,11=10,20

221024
('h', '[H:19][C:2]1=[C:1]([O:11][C:9](=[C:10]1[H:18])[C:7](=[O:8])[C:6]([H:15])([H:16])[H:17])[H:20].[H:12][C:3]([H:13])([H:14])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.9246414466
('l', '[H:19][C:2]1=[C:1]([O:11][C:9](=[C:10]1[H:18])[C:7](=[O:8])[C:6]([H:15])([H:16])[H:17])[H:20].[H:12][C:3]([H:13])([H:14])[C+:5]=[O:4]', ('2\tpi\t1\t2;11\tsp3\tNone\t2', '5\tp\tNone\t0'), '28') -13.4966940571

C[C+:20]=O.CC(=O)C1=C[CH:10]=[CH:11][O:12]1>>C[C:20](=O)[CH:10]1C=C([O+:12]=[CH:11]1)C(=O)C
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2; 12 sp3 None 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.CC(=O)C1=C[CH:10]=[CH:11]O1>>C[C:20](=O)[CH:10]1C=C(O[CH+:11]1)C(=O)C 10,11=10,20
n_O > π_C=C > p_C C[C+:20]=O.CC(=O)C1=C[CH:10]=[CH:11][O:12]1>>C[C:20](=O)[CH:10]1C=C([O+:12]=[CH:11]1)C(=O)C 10,11=10,20;12=11

221260
('h', '[H:16][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:14])[C:9]#[N:10])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.9081581685
('l', '[H:16][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:14])[C:9]#[N:10])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('2\tpi\t1\t2;8\tsp3\tNone\t2', '5\tp\tNone\t0'), '28') -13.4736814026

C[C+:20]=O.[CH:10]1=[CH:11]OC(=C1)C#N>>C[C:20](=O)[CH:10]1C=C(O[CH+:11]1)C#N

C[C+:20]=O.[CH:10]1=[CH:11][O:12]C(=C1)C#N>>C[C:20](=O)[CH:10]1C=C([O+:12]=[CH:11]1)C#N
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2; 12 sp3 None 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.[CH:10]1=[CH:11]OC(=C1)C#N>>C[C:20](=O)[CH:10]1C=C(O[CH+:11]1)C#N 10,11=10,20
n_O > π_C=C > p_C C[C+:20]=O.[CH:10]1=[CH:11][O:12]C(=C1)C#N>>C[C:20](=O)[CH:10]1C=C([O+:12]=[CH:11]1)C#N 10,11=10,20;12=11

221262
('h', '[H:16][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:14])[C:9]#[N:10])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.9081581685
('l', '[H:16][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:14])[C:9]#[N:10])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('1\tpi\t2\t2', '5\tp\tNone\t0'), '28') -13.6039584336

C[C+:20]=O.[CH:11]1=[CH:10]OC(=C1)C#N>>C[C:20](=O)[CH:10]1[CH+:11]C=C(O1)C#N
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.[CH:10]1=[CH:11]OC(=C1)C#N>>C[C:20](=O)[CH:10]1C=C(O[CH+:11]1)C#N 10,11=10,20
π_C=C > p_C C[C+:20]=O.[CH:11]1=[CH:10]OC(=C1)C#N>>C[C:20](=O)[CH:10]1[CH+:11]C=C(O1)C#N 10,11=10,20

222644
('h', '[H:23][c:8]1[c:7]([c:6]([c:11]([c:10]([c:9]1[C+:5]([H:26])[H:27])[H:24])[H:25])[O:4][C:3]([H:19])([H:20])[H:21])[H:22].[H:32][C:15]1=[C:14]([C:1](=[C:2]([C:17](=[C:16]1[C+:18]([H:35])[H:36])[H:33])[H:34])[O:13][C:12]([H:28])([H:29])[H:30])[H:31]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -9.43307497701
('l', '[H:23][c:8]1[c:7]([c:6]([c:11]([c:10]([c:9]1[C+:5]([H:26])[H:27])[H:24])[H:25])[O:4][C:3]([H:19])([H:20])[H:21])[H:22].[H:32][C:15]1=[C:14]([C:1](=[C:2]([C:17](=[C:16]1[C+:18]([H:35])[H:36])[H:33])[H:34])[O:13][C:12]([H:28])([H:29])[H:30])[H:31]', ('17\tpi\t16\t2', '5\tp\tNone\t0'), '28') -9.80200580039

COc1ccc(cc1)[CH2+:20].CO[C:11]1=[CH:10]C=C(C=C1)[CH2+]>>COc1ccc(cc1)[CH2:20][CH:10]2C=C(C=C[C+:11]2OC)[CH2+]

COc1ccc(cc1)[CH2+:20].COC1=C[CH:10]=[C:11](C=C1)[CH2+]>>COc1ccc(cc1)[CH2:20][CH:10]2C=C(C=C[C+:11]2[CH2+])OC
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C COc1ccc(cc1)[CH2+:20].CO[C:11]1=[CH:10]C=C(C=C1)[CH2+]>>COc1ccc(cc1)[CH2:20][CH:10]2C=C(C=C[C+:11]2OC)[CH2+] 10,11=10,20
π_C=C > p_C COc1ccc(cc1)[CH2+:20].COC1=C[CH:10]=[C:11](C=C1)[CH2+]>>COc1ccc(cc1)[CH2:20][CH:10]2C=C(C=C[C+:11]2[CH2+])OC 10,11=10,20

224540
('h', '[H:19][C:8]#[C:9][C:1]1=[C:2]([C:3](=[C:4]([C:10](=[C:11]1[H:24])[H:23])[H:22])[H:21])[H:20].[H:15][C+:5]([C:6]([H:12])([H:13])[H:14])[C:7]([H:16])([H:17])[H:18]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -4.34205897672
('l', '[H:19][C:8]#[C:9][C:1]1=[C:2]([C:3](=[C:4]([C:10](=[C:11]1[H:24])[H:23])[H:22])[H:21])[H:20].[H:15][C+:5]([C:6]([H:12])([H:13])[H:14])[C:7]([H:16])([H:17])[H:18]', ('3\tpi\t4\t2', '5\tp\tNone\t0'), '28') -4.63937710139

C[CH+:20]C.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C#C

C[CH+:20]C.C#CC1=C[CH:10]=[CH:11]C=C1>>C[CH:20](C)[CH:10]1C=C(C=C[CH+:11]1)C#C
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[CH+:20]C.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C#C 10,11=10,20;12,13=11,12
π_C=C > p_C C[CH+:20]C.C#CC1=C[CH:10]=[CH:11]C=C1>>C[CH:20](C)[CH:10]1C=C(C=C[CH+:11]1)C#C 10,11=10,20

226346
('h', '[H:14][C:6]1=[C:7]([C:2](=[C:1]([C:8](=[C:9]1[H:18])[H:17])[O:10][H:19])[H:16])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.7955407052
('l', '[H:14][C:6]1=[C:7]([C:2](=[C:1]([C:8](=[C:9]1[H:18])[H:17])[O:10][H:19])[H:16])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('6\tpi\t7\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.976235539

C[C+:20]=O.C1=C[CH:10]=[C:11](C=C1)O>>C[C:20](=O)[CH:10]1C=CC=C[C+:11]1O

C[C+:20]=O.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)O>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)O
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.C1=C[CH:10]=[C:11](C=C1)O>>C[C:20](=O)[CH:10]1C=CC=C[C+:11]1O 10,11=10,20
π_C=C > π_C=C > p_C C[C+:20]=O.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)O>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)O 10,11=10,20;12,13=11,12

227480
('h', '[H:15][C:8]#[C:9][C:1]1=[C:2]([C:3](=[C:4]([C:10](=[C:11]1[H:20])[H:19])[H:18])[H:17])[H:16].[H:12][C:6]([H:13])([H:14])[C+:5]=[O:7]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.3430256695
('l', '[H:15][C:8]#[C:9][C:1]1=[C:2]([C:3](=[C:4]([C:10](=[C:11]1[H:20])[H:19])[H:18])[H:17])[H:16].[H:12][C:6]([H:13])([H:14])[C+:5]=[O:7]', ('3\tpi\t4\t2', '5\tp\tNone\t0'), '28') -13.6194018551

C[C+:20]=O.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C#C

C[C+:20]=O.C#CC1=C[CH:10]=[CH:11]C=C1>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)C#C
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[C+:20]=O.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C#C 10,11=10,20;12,13=11,12
π_C=C > p_C C[C+:20]=O.C#CC1=C[CH:10]=[CH:11]C=C1>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)C#C 10,11=10,20

227484
('h', '[H:15][C:8]#[C:9][C:1]1=[C:2]([C:3](=[C:4]([C:10](=[C:11]1[H:20])[H:19])[H:18])[H:17])[H:16].[H:12][C:6]([H:13])([H:14])[C+:5]=[O:7]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.3430256695
('l', '[H:15][C:8]#[C:9][C:1]1=[C:2]([C:3](=[C:4]([C:10](=[C:11]1[H:20])[H:19])[H:18])[H:17])[H:16].[H:12][C:6]([H:13])([H:14])[C+:5]=[O:7]', ('4\tpi\t3\t2', '5\tp\tNone\t0'), '28') -13.5401652038

C[C+:20]=O.C#CC1=C[CH:11]=[CH:10]C=C1>>C[C:20](=O)[CH:10]1C=CC(=C[CH+:11]1)C#C
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[C+:20]=O.C#C[C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)C#C 10,11=10,20;12,13=11,12
π_C=C > p_C C[C+:20]=O.C#CC1=C[CH:11]=[CH:10]C=C1>>C[C:20](=O)[CH:10]1C=CC(=C[CH+:11]1)C#C 10,11=10,20

227586
('h', '[H:15][C:6]#[C:7][C:1]1=[C:2]([C:11](=[C:10]([C:9](=[C:8]1[H:16])[H:17])[H:18])[H:19])[H:20].[H:12][C:3]([H:13])([H:14])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.4155696434
('l', '[H:15][C:6]#[C:7][C:1]1=[C:2]([C:11](=[C:10]([C:9](=[C:8]1[H:16])[H:17])[H:18])[H:19])[H:20].[H:12][C:3]([H:13])([H:14])[C+:5]=[O:4]', ('11\tpi\t10\t2', '5\tp\tNone\t0'), '28') -13.6194018551

C[C+:20]=O.C#CC1=C[CH:10]=[CH:11]C=C1>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)C#C
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.C#C[C:11]1=[CH:10]C=CC=C1>>C[C:20](=O)[CH:10]1C=CC=C[C+:11]1C#C 10,11=10,20
π_C=C > p_C C[C+:20]=O.C#CC1=C[CH:10]=[CH:11]C=C1>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)C#C 10,11=10,20

228401
('h', '[H:18][C:4]1=[C:3]([C:2](=[C:1]([C:9](=[C:8]1[H:14])[H:15])[Br:10])[H:16])[H:17].[H:11][C:6]([H:12])([H:13])[C+:5]=[O:7]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.8814601535
('l', '[H:18][C:4]1=[C:3]([C:2](=[C:1]([C:9](=[C:8]1[H:14])[H:15])[Br:10])[H:16])[H:17].[H:11][C:6]([H:12])([H:13])[C+:5]=[O:7]', ('3\tpi\t4\t2', '5\tp\tNone\t0'), '28') -13.6013588716

C[C+:20]=O.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)Br>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)Br

C[C+:20]=O.[CH:11]1=[CH:10]C=C(C=C1)Br>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)Br
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > π_C=C > p_C C[C+:20]=O.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)Br>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)Br 10,11=10,20;12,13=11,12
π_C=C > p_C C[C+:20]=O.[CH:11]1=[CH:10]C=C(C=C1)Br>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)Br 10,11=10,20

228476
('h', '[H:14][C:6]1=[C:7]([C:2](=[C:1]([C:8](=[C:9]1[H:18])[H:17])[Br:10])[H:16])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.0032169254
('l', '[H:14][C:6]1=[C:7]([C:2](=[C:1]([C:8](=[C:9]1[H:18])[H:17])[Br:10])[H:16])[H:15].[H:11][C:3]([H:12])([H:13])[C+:5]=[O:4]', ('7\tpi\t6\t2', '5\tp\tNone\t0'), '28') -13.6013588716

C[C+:20]=O.[CH:11]1=[CH:10]C=C(C=C1)Br>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)Br
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.C1=C[CH:10]=[C:11](C=C1)Br>>C[C:20](=O)[CH:10]1C=CC=C[C+:11]1Br 10,11=10,20
π_C=C > p_C C[C+:20]=O.[CH:11]1=[CH:10]C=C(C=C1)Br>>C[C:20](=O)[CH:10]1C=C(C=C[CH+:11]1)Br 10,11=10,20

228944
('h', '[H:20][C:8]1=[C:9]([C:10](=[C:11]([C:1](=[C:2]1[H:19])[O:7][C:6]([H:16])([H:17])[H:18])[Br:12])[H:22])[H:21].[H:13][C:3]([H:14])([H:15])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.5685517763
('l', '[H:20][C:8]1=[C:9]([C:10](=[C:11]([C:1](=[C:2]1[H:19])[O:7][C:6]([H:16])([H:17])[H:18])[Br:12])[H:22])[H:21].[H:13][C:3]([H:14])([H:15])[C+:5]=[O:4]', ('9\tpi\t8\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -13.9290248547

C[C+:20]=O.CO[C:11]1=[CH:10]C=CC=C1Br>>C[C:20](=O)[CH:10]1C=CC=C([C+:11]1OC)Br

C[C+:20]=O.CO[C:13]1=[CH:12][CH:11]=[CH:10]C=C1Br>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C(=C1)Br)OC
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2; 12 pi 13 2 20 p None 0 )
π_C=C > p_C C[C+:20]=O.CO[C:11]1=[CH:10]C=CC=C1Br>>C[C:20](=O)[CH:10]1C=CC=C([C+:11]1OC)Br 10,11=10,20
π_C=C > π_C=C > p_C C[C+:20]=O.CO[C:13]1=[CH:12][CH:11]=[CH:10]C=C1Br>>C[C:20](=O)[CH:10]1[CH:11]=[CH:12][C+:13](C(=C1)Br)OC 10,11=10,20;12,13=11,12

Total pairs: 232100
Total Errors: 3212
Num Skipped: 3049