45
('h', '[H:10][C:1]#[C:2][c:4]1[c:9]([c:8]([c:7]([c:6]([c:5]1[H:11])[H:12])[H:13])[H:14])[H:15].[H:3][Br:20]', ('1\tpi\t2\t2', '3\tsigma\t20\t2'), '1') 7.2299169476
('l', '[H:10][C:1]#[C:2][c:4]1[c:9]([c:8]([c:7]([c:6]([c:5]1[H:11])[H:12])[H:13])[H:14])[H:15].[H:3][Br:20]', ('1\tpi\t2\t2;4\tsigma\t5\t2', '3\tsigma\t20\t2'), '1') 6.66381991948

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

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

318
('h', '[H:6][C:2](=[C:3]([H:8])[C:4](=[O:1])[H:9])[H:7].[H:5][Br:10]', ('1\tsp2\tNone\t2', '5\tsigma\t10\t2'), '1') 9.15315393119
('l', '[H:6][C:2](=[C:3]([H:8])[C:4](=[O:1])[H:9])[H:7].[H:5][Br:10]', ('1\tpi\t4\t2;3\tpi\t2\t2', '5\tsigma\t10\t2'), '1') 7.6305597041

[H:20][Br:21].C=CC=[O:10]>>[H:20][O+:10]=CC=C.[Br-:21]

[H:20][Br:21].[CH2:13]=[CH:12][CH:11]=[O:10]>>[H:20][O:10][CH:11]=[CH:12][CH2+:13].[Br-:21]
( 10 sp2 None 2 20 sigma 21 2 )
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
n_O > σ^*_H-Br [H:20][Br:21].C=CC=[O:10]>>[H:20][O+:10]=CC=C.[Br-:21] 10=20;20,21=21
π_C=C > π_O=C > σ^*_H-Br [H:20][Br:21].[CH2:13]=[CH:12][CH:11]=[O:10]>>[H:20][O:10][CH:11]=[CH:12][CH2+:13].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

1369
('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') 4.30156440762
('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]', ('2\tpi\t1\t2', '3\tsigma\t4\t2'), '1') 0.983030184848

[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:11](=[CH:10]c1ccccc1)C>>[H:20][CH:10](c1ccccc1)[C+:11](C)C.[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 pi 11 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 > σ^*_H-Br [H:20][Br:21].C[C:11](=[CH:10]c1ccccc1)C>>[H:20][CH:10](c1ccccc1)[C+:11](C)C.[Br-:21] 10,11=10,20;20,21=21

2812
('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') -10.1186119762
('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') -12.0453135498

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

4399
('h', '[H:19][C:8]([H:20])([H:21])[C+:1]([C:9]([H:22])([H:23])[C:10]([H:24])([H:25])[H:26])[C@:5]([H:6])([C:7]([H:16])([H:17])[H:18])[C:4]([H:14])([H:15])[C:3]([H:11])([H:12])[H:13].[Br-:2]', ('2\tsp3\tNone\t2', '1\tp\tNone\t0'), '1') -4.77266537002
('l', '[H:19][C:8]([H:20])([H:21])[C+:1]([C:9]([H:22])([H:23])[C:10]([H:24])([H:25])[H:26])[C@:5]([H:6])([C:7]([H:16])([H:17])[H:18])[C:4]([H:14])([H:15])[C:3]([H:11])([H:12])[H:13].[Br-:2]', ('2\tsp3\tNone\t2', '22\tsigma\t9\t2;1\tp\tNone\t0'), '1') -5.59538497574

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

[H:20][CH:21](C)[C+:22](C)[C@H](C)CC.[Br-:10]>>[H:20][Br:10].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_Br > p_C CC[C@@H](C)[C+:20](C)CC.[Br-:10]>>CC[C@@H](C)[C:20](C)(CC)[Br:10] 10=20
n_Br > σ^*_H-C > p_C [H:20][CH:21](C)[C+:22](C)[C@H](C)CC.[Br-:10]>>[H:20][Br:10].CC[C@@H](C)[C:22](=[CH:21]C)C 10=20;20,21=21,22

5221
('h', '[H:15][C:6]1([C:7]([C:8]([C+:1]([C@:4]1([H:5])[C:3]([H:12])([H:13])[H:14])[C:9]([H:19])([H:20])[H:21])([C:10]([H:22])([H:23])[H:24])[C:11]([H:25])([H:26])[H:27])([H:17])[H:18])[H:16].[Br-:2]', ('2\tsp3\tNone\t2', '1\tp\tNone\t0'), '1') -3.82974531213
('l', '[H:15][C:6]1([C:7]([C:8]([C+:1]([C@:4]1([H:5])[C:3]([H:12])([H:13])[H:14])[C:9]([H:19])([H:20])[H:21])([C:10]([H:22])([H:23])[H:24])[C:11]([H:25])([H:26])[H:27])([H:17])[H:18])[H:16].[Br-:2]', ('2\tsp3\tNone\t2', '9\tsigma\t1\t2'), '1') -4.3422439353

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

C[C@@H]1CCC([C+:21]1[CH3:20])(C)C.[Br-:10]>>C[C@@H]1CCC([C:21]1)(C)C.[CH3:20][Br:10]
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 sigma 21 2 )
n_Br > p_C C[C@@H]1CCC([C+:20]1C)(C)C.[Br-:10]>>C[C@@H]1CCC([C:20]1(C)[Br:10])(C)C 10=20
n_Br > σ^*_C-C C[C@@H]1CCC([C+:21]1[CH3:20])(C)C.[Br-:10]>>C[C@@H]1CCC([C:21]1)(C)C.[CH3:20][Br:10] 10=20;20,21=21

16419
('h', '[H:16][C:6]1=[C:7]([N:8]([C:2](=[C:1]1[H:20])[H:19])[H:18])[H:17].[H:12][C+:5]([C:3]([H:9])([H:10])[H:11])[C:4]([H:13])([H:14])[H:15]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -9.36140010339
('l', '[H:16][C:6]1=[C:7]([N:8]([C:2](=[C:1]1[H:20])[H:19])[H:18])[H:17].[H:12][C+:5]([C:3]([H:9])([H:10])[H:11])[C:4]([H:13])([H:14])[H:15]', ('2\tpi\t1\t2;6\tpi\t7\t2', '5\tp\tNone\t0'), '66') -9.92769010898

C[CH+:20]C.C1=CN[CH:10]=[CH:11]1>>C[CH:20](C)[CH:10]1[CH+:11]C=CN1

C[CH+:20]C.[CH:12]1=[CH:13]N[CH:10]=[CH:11]1>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][CH+:13]N1
( 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]C.C1=CN[CH:10]=[CH:11]1>>C[CH:20](C)[CH:10]1[CH+:11]C=CN1 10,11=10,20
π_C=C > π_C=C > p_C C[CH+:20]C.[CH:12]1=[CH:13]N[CH:10]=[CH:11]1>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][CH+:13]N1 10,11=10,20;12,13=11,12

17221
('h', '[H:20][C:1]1=[C:2]([O:8][C:6](=[C:7]1[N+:9](=[O:10])[O-:11])[H:19])[H:21].[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') -9.23202411736
('l', '[H:20][C:1]1=[C:2]([O:8][C:6](=[C:7]1[N+:9](=[O:10])[O-:11])[H:19])[H:21].[H:15][C+:5]([C:3]([H:12])([H:13])[H:14])[C:4]([H:16])([H:17])[H:18]', ('11\tsp3\tNone\t2', '5\tp\tNone\t0'), '66') -11.2035363496

C[CH+:20]C.C1=COC=C1[N+](=O)[O-:10]>>C[CH:20](C)[O:10][N+](=O)C1=COC=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.[CH:11]1=[CH:10]OC=C1[N+](=O)[O-]>>C[CH:20](C)[CH:10]1[CH+:11]C(=CO1)[N+](=O)[O-] 10,11=10,20
n_O > p_C C[CH+:20]C.C1=COC=C1[N+](=O)[O-:10]>>C[CH:20](C)[O:10][N+](=O)C1=COC=C1 10=20

18398
('h', '[H:20][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:18])[C:9]#[N:10])[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') -7.92727340101
('l', '[H:20][C:2]1=[C:1]([O:8][C:7](=[C:6]1[H:18])[C:9]#[N:10])[H:19].[H:14][C+:5]([C:3]([H:11])([H:12])[H:13])[C:4]([H:15])([H:16])[H:17]', ('6\tpi\t7\t2', '5\tp\tNone\t0'), '66') -8.13813620198

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

21109
('h', '[H:19][C:1]1=[C:2]([O:8][C:7](=[C:6]1[H:17])[Br:9])[H:18].[H:13][C+:5]([C:3]([H:10])([H:11])[H:12])[C:4]([H:14])([H:15])[H:16]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -9.52264511706
('l', '[H:19][C:1]1=[C:2]([O:8][C:7](=[C:6]1[H:17])[Br:9])[H:18].[H:13][C+:5]([C:3]([H:10])([H:11])[H:12])[C:4]([H:14])([H:15])[H:16]', ('9\tsp3\tNone\t2', '5\tp\tNone\t0'), '66') -9.52769852771

C[CH+:20]C.C1=COC(=C1)[Br:10]>>C[CH:20](C)[Br+:10]C1=CC=CO1
( 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:11]1=[CH:10]OC(=C1)Br>>C[CH:20](C)[CH:10]1[CH+:11]C=C(O1)Br 10,11=10,20
n_Br > p_C C[CH+:20]C.C1=COC(=C1)[Br:10]>>C[CH:20](C)[Br+:10]C1=CC=CO1 10=20

24076
('h', '[H:23][C:4]1=[C:3]([C:2](=[C:1]([C:12](=[C:11]1[H:24])[H:25])[N:10]([H:20])[C:8](=[O:9])[C:7]([H:18])([H:19])[C:6]([H:15])([H:16])[H:17])[H:21])[H:22].[H:29][C+:5]([C:13]([H:26])([H:27])[H:28])[C:14]([H:30])([H:31])[H:32]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -11.5821136184
('l', '[H:23][C:4]1=[C:3]([C:2](=[C:1]([C:12](=[C:11]1[H:24])[H:25])[N:10]([H:20])[C:8](=[O:9])[C:7]([H:18])([H:19])[C:6]([H:15])([H:16])[H:17])[H:21])[H:22].[H:29][C+:5]([C:13]([H:26])([H:27])[H:28])[C:14]([H:30])([H:31])[H:32]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -11.5848880511

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

CCC(=O)N[C:11]1=[CH:10]C=CC=C1.C[CH+:20]C>>CCC(=O)N[C+:11]1C=CC=C[CH:10]1[CH:20](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 CCC(=O)N[C:13]1=[CH:12][CH:11]=[CH:10]C=C1.C[CH+:20]C>>CCC(=O)N[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[CH:20](C)C 10,11=10,20;12,13=11,12
π_C=C > p_C CCC(=O)N[C:11]1=[CH:10]C=CC=C1.C[CH+:20]C>>CCC(=O)N[C+:11]1C=CC=C[CH:10]1[CH:20](C)C 10,11=10,20

39009
('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') 0.226792856642
('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]', ('11\tpi\t6\t2;5\tsigma\t1\t2', '2\tp\tNone\t0'), '66') -1.7979124294

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

C[CH+:20][CH2:13][O:12][c:11]1[cH:10]cccc1>>C[CH:20]([CH2+:13])[cH:10]=cc=cc=[c:11]=[O:12]
( 10 sigma 11 2 20 p None 0 )
( 10 pi 11 2; 12 sigma 13 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
σ_O-C > π_C-C > p_C C[CH+:20][CH2:13][O:12][c:11]1[cH:10]cccc1>>C[CH:20]([CH2+:13])[cH:10]=cc=cc=[c:11]=[O:12] 10,11=10,20;12,13=11,12

39011
('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') 0.226792856642
('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]', ('5\tsp3\tNone\t2', '2\tp\tNone\t0'), '66') -7.74473563109

C[CH+:20]C[O:10]c1ccccc1>>C[CH:20]1C[O+:10]1c2ccccc2
( 10 sigma 11 2 20 p None 0 )
( 10 sp3 None 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
n_O > p_C C[CH+:20]C[O:10]c1ccccc1>>C[CH:20]1C[O+:10]1c2ccccc2 10=20

41083
('h', '[H:22][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:21])[H:20])[O:7][C:6]([H:18])([H:19])[C:4]([H:16])([H:17])[C+:5]([H:15])[C:3]([H:12])([H:13])[H:14])[H:24])[H:23]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '66') -6.35551996828
('l', '[H:22][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:21])[H:20])[O:7][C:6]([H:18])([H:19])[C:4]([H:16])([H:17])[C+:5]([H:15])[C:3]([H:12])([H:13])[H:14])[H:24])[H:23]', ('7\tsp3\tNone\t2', '5\tp\tNone\t0'), '66') -8.36482855359

C[CH+:20]CC[O:10]C1=CC=CC=C1>>C[CH:20]1CC[O+:10]1C2=CC=CC=C2
( 10 pi 11 2 20 p None 0 )
( 10 sp3 None 2 20 p None 0 )
π_C=C > p_C C[CH+:20]CCO[C:11]1=[CH:10]C=CC=C1>>C[CH:20]1CCO[C+:11]2[CH:10]1C=CC=C2 10,11=10,20
n_O > p_C C[CH+:20]CC[O:10]C1=CC=CC=C1>>C[CH:20]1CC[O+:10]1C2=CC=CC=C2 10=20

42701
('h', '[H:17][C:6]([H:18])([H:19])[C+:3]([C:7]([H:20])([H:21])[H:22])[Br:8].[H:9][C:2]([H:10])([H:11])[C:4]([H:12])([C:5]([H:13])([H:14])[H:15])[O:1][H:16]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '3') -7.66379955825
('l', '[H:17][C:6]([H:18])([H:19])[C+:3]([C:7]([H:20])([H:21])[H:22])[Br:8].[H:9][C:2]([H:10])([H:11])[C:4]([H:12])([C:5]([H:13])([H:14])[H:15])[O:1][H:16]', ('1\tsp3\tNone\t2', '8\tsigma\t3\t2'), '3') -9.81346666074

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

46421
('h', '[H:23][C:10](=[C:9]([C:8]([H:20])([H:21])[H:22])[C:11]([H:25])([H:26])[O:1][H:27])[H:24].[H:13][C:2]([H:14])([H:15])[C+:3]([C:6]([H:16])([H:17])[H:18])[C:4]([H:5])([H:12])[O:7][H:19]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '3') -1.96013166397
('l', '[H:23][C:10](=[C:9]([C:8]([H:20])([H:21])[H:22])[C:11]([H:25])([H:26])[O:1][H:27])[H:24].[H:13][C:2]([H:14])([H:15])[C+:3]([C:6]([H:16])([H:17])[H:18])[C:4]([H:5])([H:12])[O:7][H:19]', ('10\tpi\t9\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '3') -4.39404114385

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

[H:20][CH:21]([C+:22](C)C)O.C[C:11](=[CH2:10])CO>>[H:20][CH2:10][C+:11](C)CO.C[C:22](=[CH:21]O)C
( 10 sp3 None 2 20 sigma 21 2; 22 p None 0 )
( 10 pi 11 2 20 sigma 21 2; 22 p None 0 )
n_O > σ^*_H-C > p_C [H:20][CH:21]([C+:22](C)C)O.CC(=C)C[OH:10]>>[H:20][OH+:10]CC(=C)C.C[C:22](=[CH:21]O)C 10=20;20,21=21,22
π_C=C > σ^*_H-C > p_C [H:20][CH:21]([C+:22](C)C)O.C[C:11](=[CH2:10])CO>>[H:20][CH2:10][C+:11](C)CO.C[C:22](=[CH:21]O)C 10,11=10,20;20,21=21,22

46849
('h', '[H:16][C:5](=[C:4]([C:2]([H:13])([H:14])[H:15])[C:6]([H:18])([H:19])[C:7]([H:20])([H:21])[O:1][H:22])[H:17].[H:23][C:8]([H:24])([H:25])[C+:3]([C:9]([H:26])([H:27])[H:28])[C:10]([H:29])([H:30])[C:11]([H:31])([H:32])[O:12][H:33]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '3') -2.75786124062
('l', '[H:16][C:5](=[C:4]([C:2]([H:13])([H:14])[H:15])[C:6]([H:18])([H:19])[C:7]([H:20])([H:21])[O:1][H:22])[H:17].[H:23][C:8]([H:24])([H:25])[C+:3]([C:9]([H:26])([H:27])[H:28])[C:10]([H:29])([H:30])[C:11]([H:31])([H:32])[O:12][H:33]', ('5\tpi\t4\t2', '3\tp\tNone\t0'), '3') -9.59113570078

C[C:11](=[CH2:10])CCO.C[C+:20](C)CCO>>C[C+:11](CCO)[CH2:10][C:20](C)(C)CCO
( 10 sp3 None 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
n_O > p_C CC(=C)CC[OH:10].C[C+:20](C)CCO>>CC(=C)CC[OH+:10][C:20](C)(C)CCO 10=20
π_C=C > p_C C[C:11](=[CH2:10])CCO.C[C+:20](C)CCO>>C[C+:11](CCO)[CH2:10][C:20](C)(C)CCO 10,11=10,20

50714
('h', '[H:28][C:12](=[O:13])[C:11]([H:26])([H:27])[C:10]([H:24])([H:25])[C:7](=[O:9])[O:8][C@@:1]([C:6]([H:20])([H:21])[H:22])([N:5]([H:19])[C:4]([H:17])([H:18])[C:3]([H:14])([H:15])[H:16])[O:2][H:23]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') 11.6030608249
('l', '[H:28][C:12](=[O:13])[C:11]([H:26])([H:27])[C:10]([H:24])([H:25])[C:7](=[O:9])[O:8][C@@:1]([C:6]([H:20])([H:21])[H:22])([N:5]([H:19])[C:4]([H:17])([H:18])[C:3]([H:14])([H:15])[H:16])[O:2][H:23]', ('2\tsp3\tNone\t2', '1\tsigma\t5\t2'), '3') 11.5004900989

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

CC[NH:21][C@@:20](C)([OH:10])OC(=O)CCC=O>>CC[NH-:21].C[C@:20](=[OH+:10])OC(=O)CCC=O
( 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)([OH:10])[O:21]C(=O)CCC=O>>CCN[C@:20](=[OH+:10])C.C(CC(=O)[O-:21])C=O 10=20;20,21=21
n_O > σ^*_C-N CC[NH:21][C@@:20](C)([OH:10])OC(=O)CCC=O>>CC[NH-:21].C[C@:20](=[OH+:10])OC(=O)CCC=O 10=20;20,21=21

51995
('h', '[H:11][C:3]([H:12])([H:13])[C:4]([H:14])([H:15])[N:7]([H:16])[H:17].[H:18][C:5]([H:19])([H:20])[N:6]([H:21])[C:1](=[O+:2][H:22])[C:8]([H:23])([H:24])[C:9]#[N:10]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') -9.84579549213
('l', '[H:11][C:3]([H:12])([H:13])[C:4]([H:14])([H:15])[N:7]([H:16])[H:17].[H:18][C:5]([H:19])([H:20])[N:6]([H:21])[C:1](=[O+:2][H:22])[C:8]([H:23])([H:24])[C:9]#[N:10]', ('7\tsp3\tNone\t2', '22\tsigma\t2\t2'), '3') -10.5155427229

[H:20][O+:21]=C(CC#N)NC.CC[NH2:10]>>[H:20][NH2+:10]CC.CNC(=[O:21])CC#N
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_N > π^*_C=O CC[NH2:10].CN[C:20](=[OH+:21])CC#N>>CC[NH2+:10][C:20](CC#N)(NC)[OH:21] 10=20;20,21=21
n_N > σ^*_H-O [H:20][O+:21]=C(CC#N)NC.CC[NH2:10]>>[H:20][NH2+:10]CC.CNC(=[O:21])CC#N 10=20;20,21=21

52231
('h', '[H:11][C:3]([H:12])([H:13])[C:4]([H:14])([H:15])[N:5]([H:16])[C@@:1]([C:6]([H:17])([H:18])[C:7]#[N:9])([N+:8]([H:19])([H:20])[C:10]([H:21])([H:22])[H:23])[O:2][H:24]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') -8.03759789025
('l', '[H:11][C:3]([H:12])([H:13])[C:4]([H:14])([H:15])[N:5]([H:16])[C@@:1]([C:6]([H:17])([H:18])[C:7]#[N:9])([N+:8]([H:19])([H:20])[C:10]([H:21])([H:22])[H:23])[O:2][H:24]', ('5\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') -8.76357047438

CCN[C@@:20](CC#N)([NH2+:21]C)[OH:10]>>CCN[C@@:20](=[OH+:10])CC#N.C[NH2:21]

CC[NH:10][C@@:20](CC#N)([NH2+:21]C)O>>CC[NH+:10]=[C@@:20](CC#N)O.C[NH2:21]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-N CCN[C@@:20](CC#N)([NH2+:21]C)[OH:10]>>CCN[C@@:20](=[OH+:10])CC#N.C[NH2:21] 10=20;20,21=21
n_N > σ^*_C-N CC[NH:10][C@@:20](CC#N)([NH2+:21]C)O>>CC[NH+:10]=[C@@:20](CC#N)O.C[NH2:21] 10=20;20,21=21

61487
('h', '[H:24][C:9]([H:25])([H:26])[C:7]([H:22])([H:23])[N:6]([C:10]([H:27])([H:28])[C:11]([H:29])([H:30])[H:31])[C@@:1]([C:5]([H:19])([H:20])[H:21])([N+:8]([H:17])([H:18])[C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[O:2][H:32]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') -8.72149465408
('l', '[H:24][C:9]([H:25])([H:26])[C:7]([H:22])([H:23])[N:6]([C:10]([H:27])([H:28])[C:11]([H:29])([H:30])[H:31])[C@@:1]([C:5]([H:19])([H:20])[H:21])([N+:8]([H:17])([H:18])[C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14])[O:2][H:32]', ('6\tsp3\tNone\t2', '1\tsigma\t8\t2'), '3') -9.19506099799

CC[NH2+:21][C@:20](C)(N(CC)CC)[OH:10]>>CC[NH2:21].CCN(CC)[C@@:20](=[OH+:10])C

CC[NH2+:21][C@:20](C)([N:10](CC)CC)O>>CC[NH2:21].CC[N+:10](=[C@@:20](C)O)CC
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > σ^*_C-N CC[NH2+:21][C@:20](C)(N(CC)CC)[OH:10]>>CC[NH2:21].CCN(CC)[C@@:20](=[OH+:10])C 10=20;20,21=21
n_N > σ^*_C-N CC[NH2+:21][C@:20](C)([N:10](CC)CC)O>>CC[NH2:21].CC[N+:10](=[C@@:20](C)O)CC 10=20;20,21=21

63289
('h', '[H:21][C:4](=[C:3]([H:20])[C:1](=[O+:2][H:19])[O:9][C:8]([H:16])([H:17])[H:18])[H:22].[H:10][C:5]([H:11])([H:12])[C:6]([H:13])([H:14])[O:7][H:15]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') -9.85571167141
('l', '[H:21][C:4](=[C:3]([H:20])[C:1](=[O+:2][H:19])[O:9][C:8]([H:16])([H:17])[H:18])[H:22].[H:10][C:5]([H:11])([H:12])[C:6]([H:13])([H:14])[O:7][H:15]', ('7\tsp3\tNone\t2', '19\tsigma\t2\t2'), '3') -10.6344361105

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

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

64962
('h', '[H:21][C:4](=[C:3]([H:20])[C:1](=[O:2])[O:9][C:8]([H:17])([H:18])[H:19])[H:22].[H:10][C:6]([H:11])([H:12])[C:7]([H:13])([H:14])[N:5]([H:15])[H:16]', ('5\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') 11.4317919632
('l', '[H:21][C:4](=[C:3]([H:20])[C:1](=[O:2])[O:9][C:8]([H:17])([H:18])[H:19])[H:22].[H:10][C:6]([H:11])([H:12])[C:7]([H:13])([H:14])[N:5]([H:15])[H:16]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '3') 11.0757497097

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

CC[NH2:10].CO[C:20](=[O:21])C=C>>CC[NH2+:10][C:20](C=C)([O-:21])OC
( 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=O CC[NH2:10].CO[C:22](=[O:23])[CH:21]=[CH2:20]>>CC[NH2+:10][CH2:20][CH:21]=[C:22]([O-:23])OC 10=20;20,21=21,22;22,23=23
n_N > π^*_C=O CC[NH2:10].CO[C:20](=[O:21])C=C>>CC[NH2+:10][C:20](C=C)([O-:21])OC 10=20;20,21=21

66433
('h', '[H:27][C:4](=[C:3]([H:26])[C:1](=[O+:2][H:25])[O:11][C:10]([H:22])([H:23])[H:24])[H:28].[H:12][C:5]([H:13])([H:14])[C:6]([H:15])([H:16])[C:8]([H:17])([H:18])[C:9]([H:19])([H:20])[O:7][H:21]', ('7\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '3') -9.85553623326
('l', '[H:27][C:4](=[C:3]([H:26])[C:1](=[O+:2][H:25])[O:11][C:10]([H:22])([H:23])[H:24])[H:28].[H:12][C:5]([H:13])([H:14])[C:6]([H:15])([H:16])[C:8]([H:17])([H:18])[C:9]([H:19])([H:20])[O:7][H:21]', ('7\tsp3\tNone\t2', '26\tsigma\t3\t2;1\tpi\t2\t2'), '3') -9.87392920444

CCCC[OH:10].CO[C:22](=[OH+:23])[CH:21]=[CH2:20]>>CCCC[OH+:10][CH2:20][CH:21]=[C:22]([OH:23])OC

[H:20][C:21](=C)[C:22](=[OH+:23])OC.CCCC[OH:10]>>[H:20][OH+:10]CCCC.CO[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 CCCC[OH:10].CO[C:22](=[OH+:23])[CH:21]=[CH2:20]>>CCCC[OH+:10][CH2:20][CH:21]=[C:22]([OH:23])OC 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])OC.CCCC[OH:10]>>[H:20][OH+:10]CCCC.CO[C:22](=[C:21]=C)[OH:23] 10=20;20,21=21,22;22,23=23

68194
('h', '[H:23][C:8]([H:24])([H:25])[C+:3]([C:9]([H:26])([H:27])[H:28])[C:6]([H:19])([C:5]([H:16])([H:17])[H:18])[C:7]([H:20])([H:21])[H:22].[H:10][C:2]([H:11])([H:12])[C:4]([H:13])([H:14])[O:1][H:15]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '3') -2.40578528595
('l', '[H:23][C:8]([H:24])([H:25])[C+:3]([C:9]([H:26])([H:27])[H:28])[C:6]([H:19])([C:5]([H:16])([H:17])[H:18])[C:7]([H:20])([H:21])[H:22].[H:10][C:2]([H:11])([H:12])[C:4]([H:13])([H:14])[O:1][H:15]', ('1\tsp3\tNone\t2', '19\tsigma\t6\t2;3\tp\tNone\t0'), '3') -2.97848743564

[H:20][C:21](C)(C)[C+:22](C)C.CC[OH:10]>>[H:20][OH+:10]CC.C[C:21](=[C:22](C)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[OH:10].CC(C)[C+:20](C)C>>CC[OH+:10][C:20](C)(C)C(C)C 10=20
n_O > σ^*_H-C > p_C [H:20][C:21](C)(C)[C+:22](C)C.CC[OH:10]>>[H:20][OH+:10]CC.C[C:21](=[C:22](C)C)C 10=20;20,21=21,22

71598
('h', '[H:10][C:3](=[C:2]([H:9])[C+:1]([H:8])[C:4]([H:5])([H:6])[H:7])[H:11]', ('2\tpi\t3\t2', '1\tp\tNone\t0'), '3') -9.10137962265
('l', '[H:10][C:3](=[C:2]([H:9])[C+:1]([H:8])[C:4]([H:5])([H:6])[H:7])[H:11]', ('3\tpi\t2\t2', '1\tp\tNone\t0'), '3') -10.2447281408

C[CH+:20][CH:11]=[CH2:10]>>C[CH:20]1[CH2:10][CH+:11]1
( 10 pi 11 2 20 p None 0 )
( 10 pi 11 2 20 p None 0 )
π_C=C > p_C C[CH+:20][CH:10]=[CH2:11]>>C[CH:20]=[CH:10][CH2+:11] 10,11=10,20
π_C=C > p_C C[CH+:20][CH:11]=[CH2:10]>>C[CH:20]1[CH2:10][CH+:11]1 10,11=10,20

73130
('h', '[H:28][c:14]1[c:15]([c:16]([c:11]([c:12]([c:13]1[H:27])[H:26])[C+:5]=[C:10]([H:24])[H:25])[H:30])[H:29].[H:21][C:8]1=[C:9]([C:2](=[C:1]([C:6](=[C:7]1[H:20])[H:19])[C+:4]=[C:3]([H:17])[H:18])[H:23])[H:22]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -13.4747415026
('l', '[H:28][c:14]1[c:15]([c:16]([c:11]([c:12]([c:13]1[H:27])[H:26])[C+:5]=[C:10]([H:24])[H:25])[H:30])[H:29].[H:21][C:8]1=[C:9]([C:2](=[C:1]([C:6](=[C:7]1[H:20])[H:19])[C+:4]=[C:3]([H:17])[H:18])[H:23])[H:22]', ('8\tpi\t9\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '3') -14.1643206655

C=[C+:20]c1ccccc1.C=[C+][C:11]1=[CH:10]C=CC=C1>>C=[C+][C+:11]1C=CC=C[CH:10]1[C:20](=C)c2ccccc2

C=[C+:20]c1ccccc1.C=[C+][C:13]1=[CH:12][CH:11]=[CH:10]C=C1>>C=[C+][C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[C:20](=C)c2ccccc2
( 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]c1ccccc1.C=[C+][C:11]1=[CH:10]C=CC=C1>>C=[C+][C+:11]1C=CC=C[CH:10]1[C:20](=C)c2ccccc2 10,11=10,20
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+][C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[C:20](=C)c2ccccc2 10,11=10,20;12,13=11,12

76625
('h', '[H:17][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:15](=[C:14]2[H:19])[H:20])[H:21])[H:22])[H:18])[N+:11](=[O:12])[O-:13])[H:16].[Br:5][Br:6]', ('3\tpi\t2\t2', '5\tsigma\t6\t2'), '4') 2.93648836682
('l', '[H:17][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:15](=[C:14]2[H:19])[H:20])[H:21])[H:22])[H:18])[N+:11](=[O:12])[O-:13])[H:16].[Br:5][Br:6]', ('13\tsp3\tNone\t2', '5\tsigma\t6\t2'), '4') -12.180721917

c1cc2c(cc1[N+](=O)[O-])C=C[CH:11]=[CH:10]2.[Br:20][Br:21]>>c1cc2c(cc1[N+](=O)[O-])C=C[CH+:11][CH:10]2[Br:20].[Br-:21]

c1cc2c(cc1[N+](=O)[O-:10])C=CC=C2.[Br:20][Br:21]>>c1cc2c(cc1[N+](=O)[O:10][Br:20])C=CC=C2.[Br-:21]
( 10 pi 11 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
π_C=C > σ^*_Br-Br c1cc2c(cc1[N+](=O)[O-])C=C[CH:11]=[CH:10]2.[Br:20][Br:21]>>c1cc2c(cc1[N+](=O)[O-])C=C[CH+:11][CH:10]2[Br:20].[Br-:21] 10,11=10,20;20,21=21
n_O > σ^*_Br-Br c1cc2c(cc1[N+](=O)[O-:10])C=CC=C2.[Br:20][Br:21]>>c1cc2c(cc1[N+](=O)[O:10][Br:20])C=CC=C2.[Br-:21] 10=20;20,21=21

78730
('h', '[H:21][C:9]1=[C:8]([C:5]2=[C:6]([C:7](=[C:4]([C+:1]([C@:2]2([H:3])[Br:16])[H:17])[H:18])[H:19])[C:12](=[C:11]1[C:13](=[O:14])[C:15]([H:23])([H:24])[H:25])[H:22])[H:20].[Br-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '4') -11.6179579275
('l', '[H:21][C:9]1=[C:8]([C:5]2=[C:6]([C:7](=[C:4]([C+:1]([C@:2]2([H:3])[Br:16])[H:17])[H:18])[H:19])[C:12](=[C:11]1[C:13](=[O:14])[C:15]([H:23])([H:24])[H:25])[H:22])[H:20].[Br-:10]', ('10\tsp3\tNone\t2', '1\tp\tNone\t0'), '4') -11.6747193159

[H:20][C@@:21]1([CH+:22]C=CC2=C1C=CC(=C2)C(=O)C)Br.[Br-:10]>>[H:20][Br:10].CC(=O)C1=CC2=C(C=C1)[C@:21](=[CH:22]C=C2)Br

CC(=O)C1=CC2=C(C=C1)[C@H]([CH+:20]C=C2)Br.[Br-:10]>>CC(=O)C1=CC2=C(C=C1)[C@H]([CH:20](C=C2)[Br:10])Br
( 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=CC2=C1C=CC(=C2)C(=O)C)Br.[Br-:10]>>[H:20][Br:10].CC(=O)C1=CC2=C(C=C1)[C@:21](=[CH:22]C=C2)Br 10=20;20,21=21,22
n_Br > p_C CC(=O)C1=CC2=C(C=C1)[C@H]([CH+:20]C=C2)Br.[Br-:10]>>CC(=O)C1=CC2=C(C=C1)[C@H]([CH:20](C=C2)[Br:10])Br 10=20

81679
('h', '[H:21][C:8]1=[C:9]([C:11](=[C:12]([C:6]2=[C:5]1[C@@:2]([C+:1]([C:4](=[C:7]2[H:20])[H:19])[H:18])([H:3])[Br:17])[H:23])[C:13]([F:14])([F:15])[F:16])[H:22].[Br-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '4') -11.6179583903
('l', '[H:21][C:8]1=[C:9]([C:11](=[C:12]([C:6]2=[C:5]1[C@@:2]([C+:1]([C:4](=[C:7]2[H:20])[H:19])[H:18])([H:3])[Br:17])[H:23])[C:13]([F:14])([F:15])[F:16])[H:22].[Br-:10]', ('10\tsp3\tNone\t2', '1\tp\tNone\t0'), '4') -11.6747193159

[H:20][C@@:21]1([CH+:22]C=CC2=C1C=CC(=C2)C(F)(F)F)Br.[Br-:10]>>[H:20][Br:10].C1=CC2=C(C=CC(=C2)C(F)(F)F)[C@:21](=[CH:22]1)Br

C1=CC2=C(C=CC(=C2)C(F)(F)F)[C@H]([CH+:20]1)Br.[Br-:10]>>C1=CC2=C(C=CC(=C2)C(F)(F)F)[C@H]([CH:20]1[Br:10])Br
( 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=CC2=C1C=CC(=C2)C(F)(F)F)Br.[Br-:10]>>[H:20][Br:10].C1=CC2=C(C=CC(=C2)C(F)(F)F)[C@:21](=[CH:22]1)Br 10=20;20,21=21,22
n_Br > p_C C1=CC2=C(C=CC(=C2)C(F)(F)F)[C@H]([CH+:20]1)Br.[Br-:10]>>C1=CC2=C(C=CC(=C2)C(F)(F)F)[C@H]([CH:20]1[Br:10])Br 10=20

86154
('h', '[H:12][C:4]1=[C:5]([O:6][C+:1]([C@:2]1([H:3])[Br:11])[H:13])[N+:7](=[O:8])[O-:9].[Br-:10]', ('10\tsp3\tNone\t2', '3\tsigma\t2\t2;1\tp\tNone\t0'), '4') -11.6753216505
('l', '[H:12][C:4]1=[C:5]([O:6][C+:1]([C@:2]1([H:3])[Br:11])[H:13])[N+:7](=[O:8])[O-:9].[Br-:10]', ('10\tsp3\tNone\t2', '1\tp\tNone\t0'), '4') -11.9352606408

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

C1=C(O[CH+:20][C@@H]1Br)[N+](=O)[O-].[Br-:10]>>C1=C(O[CH:20]([C@@H]1Br)[Br:10])[N+](=O)[O-]
( 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(C=C(O[CH+:22]1)[N+](=O)[O-])Br.[Br-:10]>>[H:20][Br:10].C1=C(O[CH:22]=[C@@:21]1Br)[N+](=O)[O-] 10=20;20,21=21,22
n_Br > p_C C1=C(O[CH+:20][C@@H]1Br)[N+](=O)[O-].[Br-:10]>>C1=C(O[CH:20]([C@@H]1Br)[Br:10])[N+](=O)[O-] 10=20

87793
('h', '[H:14][C:2]1=[C:1]([O:7][C:4](=[C:3]1[H:12])[C:8]([F:9])([F:10])[F:11])[H:13].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') 4.25120520871
('l', '[H:14][C:2]1=[C:1]([O:7][C:4](=[C:3]1[H:12])[C:8]([F:9])([F:10])[F:11])[H:13].[Br:5][Br:6]', ('3\tpi\t4\t2', '5\tsigma\t6\t2'), '4') 1.82470553552

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

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

87794
('h', '[H:14][C:2]1=[C:1]([O:7][C:4](=[C:3]1[H:12])[C:8]([F:9])([F:10])[F:11])[H:13].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') 4.25120520871
('l', '[H:14][C:2]1=[C:1]([O:7][C:4](=[C:3]1[H:12])[C:8]([F:9])([F:10])[F:11])[H:13].[Br:5][Br:6]', ('1\tpi\t2\t2;3\tpi\t4\t2', '5\tsigma\t6\t2'), '4') 1.51924424004

[CH:11]1=[CH:10]O[C:13](=[CH:12]1)C(F)(F)F.[Br:20][Br:21]>>[CH:11]1=[CH:12][C+:13](O[CH:10]1[Br:20])C(F)(F)F.[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:10]1=[CH:11]OC(=C1)C(F)(F)F.[Br:20][Br:21]>>C1=C(O[CH+:11][CH:10]1[Br:20])C(F)(F)F.[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)C(F)(F)F.[Br:20][Br:21]>>[CH:11]1=[CH:12][C+:13](O[CH:10]1[Br:20])C(F)(F)F.[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

87801
('h', '[H:14][C:2]1=[C:1]([O:7][C:4](=[C:3]1[H:12])[C:8]([F:9])([F:10])[F:11])[H:13].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') 4.25120520871
('l', '[H:14][C:2]1=[C:1]([O:7][C:4](=[C:3]1[H:12])[C:8]([F:9])([F:10])[F:11])[H:13].[Br:5][Br:6]', ('2\tpi\t1\t2;7\tsigma\t4\t2', '5\tsigma\t6\t2'), '4') 3.35413959923

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

88701
('h', '[H:13][C:1]1=[C:2]([O:8][C:4](=[C:7]1[H:12])[C:3]([H:9])([H:10])[H:11])[H:14].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') 3.20245082258
('l', '[H:13][C:1]1=[C:2]([O:8][C:4](=[C:7]1[H:12])[C:3]([H:9])([H:10])[H:11])[H:14].[Br:5][Br:6]', ('2\tpi\t1\t2;7\tpi\t4\t2', '5\tsigma\t6\t2'), '4') 1.63642920004

CC1=C[CH:11]=[CH:10]O1.[Br:20][Br:21]>>CC1=C[CH+:11][CH:10](O1)[Br:20].[Br-:21]

C[C:13]1=[CH:12][CH:11]=[CH:10]O1.[Br:20][Br:21]>>C[C+:13]1[CH:12]=[CH:11][CH:10](O1)[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 CC1=C[CH:11]=[CH:10]O1.[Br:20][Br:21]>>CC1=C[CH+:11][CH:10](O1)[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C=C > π_C=C > σ^*_Br-Br C[C:13]1=[CH:12][CH:11]=[CH:10]O1.[Br:20][Br:21]>>C[C+:13]1[CH:12]=[CH:11][CH:10](O1)[Br:20].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

90368
('h', '[H:14]/[C:2](=[C:1](\\[C:8]([H:18])([H:19])[H:20])/[C:6]([H:12])([H:13])[C:5]([H:9])([H:10])[H:11])/[C:7]([H:15])([H:16])[H:17].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '4') 3.46933083614
('l', '[H:14]/[C:2](=[C:1](\\[C:8]([H:18])([H:19])[H:20])/[C:6]([H:12])([H:13])[C:5]([H:9])([H:10])[H:11])/[C:7]([H:15])([H:16])[H:17].[Br:3][Br:4]', ('2\tpi\t1\t2', '3\tsigma\t4\t2'), '4') 0.716189570571
$CC/[C:10](=[CH:11]\C)/C.[Br:20][Br:21]>>CC[C:10]1([CH:11]([Br+:20]1)C)C.[Br-:21]$ $CC/[C:11](=[CH:10]\C)/C.[Br:20][Br:21]>>CC[C+:11](C)[CH:10](C)[Br:20].[Br-:21]$
CC/[C:11](=[CH:10]\C)/C.[Br:20][Br:21]>>CC[C+:11](C)[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/[C:10](=[CH:11]\C)/C.[Br:20][Br:21]>>CC[C:10]1([CH:11]([Br+:20]1)C)C.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br CC/[C:11](=[CH:10]\C)/C.[Br:20][Br:21]>>CC[C+:11](C)[CH:10](C)[Br:20].[Br-:21] 10,11=10,20;20,21=21

91571
('h', '[H:5][C@@:4]1([C@:3]([Br+:2]1)([C:6]([H:14])([H:15])[H:16])[C:7]([H:17])([H:18])[C:9]([H:19])([H:20])[C:10]([H:21])([H:22])[O:8][H:23])[C:1]([H:11])([H:12])[H:13]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '4') -2.80317275828
('l', '[H:5][C@@:4]1([C@:3]([Br+:2]1)([C:6]([H:14])([H:15])[H:16])[C:7]([H:17])([H:18])[C:9]([H:19])([H:20])[C:10]([H:21])([H:22])[O:8][H:23])[C:1]([H:11])([H:12])[H:13]', ('8\tsp3\tNone\t2', '17\tsigma\t7\t2;3\tsigma\t2\t2'), '4') -6.18436537312

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

[H:20][CH:21](CC[OH:10])[C@:22]1([C@@H]([Br+:23]1)C)C>>[H:20][OH+:10]CC[CH:21]=[C@@:22](C)[C@H](C)[Br:23]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 sigma 23 2 )
n_O > σ^*_C-Br C[C@H]1[C@:20]([Br+:21]1)(C)CCC[OH:10]>>C[C@@H]([C@:20]1(CCC[OH+:10]1)C)[Br:21] 10=20;20,21=21
n_O > σ^*_H-C > σ^*_C-Br [H:20][CH:21](CC[OH:10])[C@:22]1([C@@H]([Br+:23]1)C)C>>[H:20][OH+:10]CC[CH:21]=[C@@:22](C)[C@H](C)[Br:23] 10=20;20,21=21,22;22,23=23

91835
('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') 3.65332679757
('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') 1.768098933
$C/[CH:10]=[C:11](\C)/CCCCO.[Br:20][Br:21]>>C[CH:10]1[C:11]([Br+:20]1)(C)CCCCO.[Br-:21]$ $C/[CH:11]=[C:10](\C)/CCCCO.[Br:20][Br:21]>>C[CH+:11][C:10](C)(CCCCO)[Br:20].[Br-:21]$
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

92074
('h', '[H:5][C@:4]1([C@@:3]([Br+:2]1)([C:6]([H:15])([H:16])[H:17])[C:7]([H:18])([H:19])[C:9]([H:20])([H:21])[C:10]([H:22])([H:23])[C:11]([H:24])([H:25])[O:8][H:26])[C:1]([H:12])([H:13])[H:14]', ('8\tsp3\tNone\t2', '3\tsigma\t2\t2'), '4') -5.73987185905
('l', '[H:5][C@:4]1([C@@:3]([Br+:2]1)([C:6]([H:15])([H:16])[H:17])[C:7]([H:18])([H:19])[C:9]([H:20])([H:21])[C:10]([H:22])([H:23])[C:11]([H:24])([H:25])[O:8][H:26])[C:1]([H:12])([H:13])[H:14]', ('8\tsp3\tNone\t2', '18\tsigma\t7\t2;3\tsigma\t2\t2'), '4') -6.85543857735

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

[H:20][CH:21](CCC[OH:10])[C@@:22]1([C@H]([Br+:23]1)C)C>>[H:20][OH+:10]CCC[CH:21]=[C@:22](C)[C@@H](C)[Br:23]
( 10 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 sigma 23 2 )
n_O > σ^*_C-Br C[C@@H]1[C@@:20]([Br+:21]1)(C)CCCC[OH:10]>>C[C@H]([C@@:20]1(CCCC[OH+:10]1)C)[Br:21] 10=20;20,21=21
n_O > σ^*_H-C > σ^*_C-Br [H:20][CH:21](CCC[OH:10])[C@@:22]1([C@H]([Br+:23]1)C)C>>[H:20][OH+:10]CCC[CH:21]=[C@:22](C)[C@@H](C)[Br:23] 10=20;20,21=21,22;22,23=23

93882
('h', '[H:10011]/[C:10001](=[C:10002](/[C:10005]([H:10008])([H:10009])[H:10010])\\[Br:10007])/[Br:10006].[H:11]/[C:1](=[C:2](/[C:5]([H:8])([H:9])[H:10])\\[Br:7])/[Br:6].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '4') 3.51682652146
('l', '[H:10011]/[C:10001](=[C:10002](/[C:10005]([H:10008])([H:10009])[H:10010])\\[Br:10007])/[Br:10006].[H:11]/[C:1](=[C:2](/[C:5]([H:8])([H:9])[H:10])\\[Br:7])/[Br:6].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '10001\tsigma\t10006\t2'), '4') 2.1211525271
$C/C(=C\Br)/Br.C/[C:11](=[CH:10]\Br)/Br.[Br:20][Br:21]>>C/C(=C\Br)/Br.C[C:11]1([CH:10]([Br+:20]1)Br)Br.[Br-:21]$ $C/C(=[CH:20]\[Br:21])/Br.C/[C:11](=[CH:10]\Br)/Br.[Br:12]Br>>C/C(=[CH:20]\[CH:10]([C:11](C)(Br)[Br+:12]Br)Br)/Br.[Br-:21]$
C/C(=[CH:20]\[Br:21])/Br.C/[C:11](=[CH:10]\Br)/Br.[Br:12]Br>>C/C(=[CH:20]\[CH:10]([C:11](C)(Br)[Br+:12]Br)Br)/Br.[Br-:21]
( 10 pi 11 2; 20 sp3 None 2 20 sigma 21 2 )
( 10 pi 11 2; 12 sp3 None 2 20 sigma 21 2 )
n_Br > π_C=C > σ^*_Br-Br C/C(=C\Br)/Br.C/[C:11](=[CH:10]\Br)/Br.[Br:20][Br:21]>>C/C(=C\Br)/Br.C[C:11]1([CH:10]([Br+:20]1)Br)Br.[Br-:21] 10,11=10,20;20,21=21;20=11
n_Br > π_C=C > σ^*_C-Br C/C(=[CH:20]\[Br:21])/Br.C/[C:11](=[CH:10]\Br)/Br.[Br:12]Br>>C/C(=[CH:20]\[CH:10]([C:11](C)(Br)[Br+:12]Br)Br)/Br.[Br-:21] 10,11=10,20;12=11;20,21=21

95691
('h', '[H:13]/[C:7](=[C:6](/[H:12])\\[C:5]([H:9])([H:10])[H:11])/[C:2](=[C:1](\\[H:15])/[C:8]([H:16])([H:17])[H:18])/[H:14].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '4') 2.20620608799
('l', '[H:13]/[C:7](=[C:6](/[H:12])\\[C:5]([H:9])([H:10])[H:11])/[C:2](=[C:1](\\[H:15])/[C:8]([H:16])([H:17])[H:18])/[H:14].[Br:3][Br:4]', ('7\tpi\t6\t2', '3\tsigma\t4\t2'), '4') 1.3127922626

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

C/[CH:11]=[CH:10]/C=C/C.[Br:20][Br:21]>>C/C=C/[CH:10]([CH+:11]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 C/C=C/[CH:11]=[CH:10]/C.[Br:20][Br:21]>>C/C=C/[CH:11]1[CH:10]([Br+:20]1)C.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br C/[CH:11]=[CH:10]/C=C/C.[Br:20][Br:21]>>C/C=C/[CH:10]([CH+:11]C)[Br:20].[Br-:21] 10,11=10,20;20,21=21

101852
('h', '[H:20][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:19])[H:18])[N:4]([C:3]([H:12])([H:13])[H:14])[C:7]([H:15])([H:16])[H:17])[H:22])[H:21].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') 2.52006415368
('l', '[H:20][C:10]1=[C:11]([C:2](=[C:1]([C:8](=[C:9]1[H:19])[H:18])[N:4]([C:3]([H:12])([H:13])[H:14])[C:7]([H:15])([H:16])[H:17])[H:22])[H:21].[Br:5][Br:6]', ('10\tpi\t11\t2;2\tpi\t1\t2', '5\tsigma\t6\t2'), '4') 2.23442314962

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

CN(C)[C:13]1=[CH:12][CH:11]=[CH:10]C=C1.[Br:20][Br:21]>>CN(C)[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[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 CN(C)[C:11]1=[CH:10]C=CC=C1.[Br:20][Br:21]>>CN(C)[C+:11]1C=CC=C[CH:10]1[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C=C > π_C=C > σ^*_Br-Br CN(C)[C:13]1=[CH:12][CH:11]=[CH:10]C=C1.[Br:20][Br:21]>>CN(C)[C+:13]1[CH:12]=[CH:11][CH:10](C=C1)[Br:20].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

106441
('h', '[H:16][c:8]1[c:9]([c:10]([c:5]([c:6]([c:7]1[H:15])[H:14])[C:1](=[C:2]([H:11])[H:12])[H:13])[H:18])[H:17].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '4') 2.19615591787
('l', '[H:16][c:8]1[c:9]([c:10]([c:5]([c:6]([c:7]1[H:15])[H:14])[C:1](=[C:2]([H:11])[H:12])[H:13])[H:18])[H:17].[Br:3][Br:4]', ('2\tpi\t1\t2', '3\tsigma\t4\t2'), '4') 2.18532880762

[CH2:11]=[CH:10]c1ccccc1.[Br:20][Br:21]>>c1ccc(cc1)[CH:10]2[CH2:11][Br+:20]2.[Br-:21]

[CH2:10]=[CH:11]c1ccccc1.[Br:20][Br:21]>>c1ccc(cc1)[CH+:11][CH2:10][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 [CH2:11]=[CH:10]c1ccccc1.[Br:20][Br:21]>>c1ccc(cc1)[CH:10]2[CH2:11][Br+:20]2.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br [CH2:10]=[CH:11]c1ccccc1.[Br:20][Br:21]>>c1ccc(cc1)[CH+:11][CH2:10][Br:20].[Br-:21] 10,11=10,20;20,21=21

107747
('h', '[H:17][c:8]1[c:9]([c:10]([c:5]([c:6]([c:7]1[H:16])[H:15])[C+:1]=[C:4]([H:14])[C:3]([H:11])([H:12])[H:13])[H:19])[H:18].[H:20][O:2][H:21]', ('2\tsp3\tNone\t2', '1\tp\tNone\t0'), '5') -10.3153920648
('l', '[H:17][c:8]1[c:9]([c:10]([c:5]([c:6]([c:7]1[H:16])[H:15])[C+:1]=[C:4]([H:14])[C:3]([H:11])([H:12])[H:13])[H:19])[H:18].[H:20][O:2][H:21]', ('2\tsp3\tNone\t2', '11\tsigma\t3\t2;4\tpi\t1\t2'), '5') -10.8456192034

CC=[C+:20]c1ccccc1.[OH2:10]>>CC=[C:20](c1ccccc1)[OH2+:10]

[H:20][CH2:21][CH:22]=[C+:23]c1ccccc1.[OH2:10]>>[H:20][OH2+:10].[CH2:21]=[CH:22][C:23]c1ccccc1
( 10 sp3 None 2 20 p None 0 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > p_C CC=[C+:20]c1ccccc1.[OH2:10]>>CC=[C:20](c1ccccc1)[OH2+:10] 10=20
n_O > σ^*_H-C > π^*_C=C [H:20][CH2:21][CH:22]=[C+:23]c1ccccc1.[OH2:10]>>[H:20][OH2+:10].[CH2:21]=[CH:22][C:23]c1ccccc1 10=20;20,21=21,22;22,23=23

109730
('h', '[H:49][c:3]1[c:9]([c:8]([c:6]([c:5]([c:4]1[H:50])[H:51])[C:10]([c:11]2[c:16]([c:15]([c:14]([c:13]([c:12]2[H:54])[H:55])[H:56])[H:57])[H:58])([C:17]3([C:25]([C:24]([C:20](=[O+:21][C:22]([H:64])([H:65])[C:23]([H:66])([H:67])[O:7][H:68])[C:19]([C:18]3([H:60])[H:61])([H:62])[H:63])([H:69])[H:70])([H:71])[H:72])[H:59])[O:26][H:73])[H:52])[H:53].[H:74][c:27]1[c:32]([c:31]([c:30]([c:29]([c:28]1[H:75])[H:76])[C:33]([c:34]2[c:39]([c:38]([c:37]([c:36]([c:35]2[H:79])[H:80])[H:81])[H:82])[H:83])([C:40]3([C:47]([C:46]([C:1](=[O+:2][C:43]([H:89])([H:90])[C:44]([H:91])([H:92])[O:45][H:93])[C:42]([C:41]3([H:85])[H:86])([H:87])[H:88])([H:94])[H:95])([H:96])[H:97])[H:84])[O:48][H:98])[H:77])[H:78]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '5') -8.69946417972
('l', '[H:49][c:3]1[c:9]([c:8]([c:6]([c:5]([c:4]1[H:50])[H:51])[C:10]([c:11]2[c:16]([c:15]([c:14]([c:13]([c:12]2[H:54])[H:55])[H:56])[H:57])[H:58])([C:17]3([C:25]([C:24]([C:20](=[O+:21][C:22]([H:64])([H:65])[C:23]([H:66])([H:67])[O:7][H:68])[C:19]([C:18]3([H:60])[H:61])([H:62])[H:63])([H:69])[H:70])([H:71])[H:72])[H:59])[O:26][H:73])[H:52])[H:53].[H:74][c:27]1[c:32]([c:31]([c:30]([c:29]([c:28]1[H:75])[H:76])[C:33]([c:34]2[c:39]([c:38]([c:37]([c:36]([c:35]2[H:79])[H:80])[H:81])[H:82])[H:83])([C:40]3([C:47]([C:46]([C:1](=[O+:2][C:43]([H:89])([H:90])[C:44]([H:91])([H:92])[O:45][H:93])[C:42]([C:41]3([H:85])[H:86])([H:87])[H:88])([H:94])[H:95])([H:96])[H:97])[H:84])[O:48][H:98])[H:77])[H:78]', ('7\tsp3\tNone\t2', '43\tsigma\t2\t2'), '5') -9.05019802272

c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH:10])CC3)O.c1ccc(cc1)C(c2ccccc2)(C3CC[C:20](=[O+:21]CCO)CC3)O>>c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH+:10][C:20]4(CCC(CC4)C(c5ccccc5)(c6ccccc6)O)[O:21]CCO)CC3)O

c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH:10])CC3)O.c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+:21][CH2:20]CO)CC3)O>>c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O:21])CC3)O.c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH+:10][CH2:20]CO)CC3)O
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > π^*_C=O c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH:10])CC3)O.c1ccc(cc1)C(c2ccccc2)(C3CC[C:20](=[O+:21]CCO)CC3)O>>c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH+:10][C:20]4(CCC(CC4)C(c5ccccc5)(c6ccccc6)O)[O:21]CCO)CC3)O 10=20;20,21=21
n_O > σ^*_C-O c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH:10])CC3)O.c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+:21][CH2:20]CO)CC3)O>>c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O:21])CC3)O.c1ccc(cc1)C(c2ccccc2)(C3CCC(=[O+]CC[OH+:10][CH2:20]CO)CC3)O 10=20;20,21=21

113361
('h', '[H:6][C:4](=[O+:1][H:2])[C:5]([H:7])([H:8])[H:9].[H:10][O:3][H:11]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '5') -10.6562975911
('l', '[H:6][C:4](=[O+:1][H:2])[C:5]([H:7])([H:8])[H:9].[H:10][O:3][H:11]', ('3\tsp3\tNone\t2', '4\tpi\t1\t2'), '5') -11.5807707913

C[CH:20]=[OH+:21].[OH2:10]>>C[CH:20]([OH2+:10])[OH:21]
( 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]=CC.[OH2:10]>>[H:20][OH2+:10].CC=[O:21] 10=20;20,21=21
n_O > π^*_C=O C[CH:20]=[OH+:21].[OH2:10]>>C[CH:20]([OH2+:10])[OH:21] 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') -10.5558719447
('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') -10.9467095493

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

118042
('h', '[H:11][C:1](=[C:2]([H:13])[C:3]([N:8]([H:14])[H:15])([O:4][H:16])[O:5][H:17])[H:12].[H:18][O:7][H:19].[H:6][O+:20]([H:9])[H:10]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -11.1213125875
('l', '[H:11][C:1](=[C:2]([H:13])[C:3]([N:8]([H:14])[H:15])([O:4][H:16])[O:5][H:17])[H:12].[H:18][O:7][H:19].[H:6][O+:20]([H:9])[H:10]', ('7\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -11.1592942667

[H:20][OH2+:21].C=CC([NH2:10])(O)O.O>>[H:20][NH2+:10]C(C=C)(O)O.O.[OH2:21]

[H:20][OH2+:21].C=CC(N)(O)O.[OH2:10]>>[H:20][OH2+:10].C=CC(N)(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].C=CC([NH2:10])(O)O.O>>[H:20][NH2+:10]C(C=C)(O)O.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].C=CC(N)(O)O.[OH2:10]>>[H:20][OH2+:10].C=CC(N)(O)O.[OH2:21] 10=20;20,21=21

118097
('h', '[H:9][C:6](=[C:5]([H:8])[C:4](=[O+:1][H:2])[O:7][H:11])[H:10].[H:12][O:3][H:13]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '5') -10.5422260072
('l', '[H:9][C:6](=[C:5]([H:8])[C:4](=[O+:1][H:2])[O:7][H:11])[H:10].[H:12][O:3][H:13]', ('3\tsp3\tNone\t2', '4\tpi\t1\t2'), '5') -10.7610053439

C=C[C:20](=[OH+:21])O.[OH2:10]>>C=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=C)O.[OH2:10]>>[H:20][OH2+:10].C=CC(=[O:21])O 10=20;20,21=21
n_O > π^*_C=O C=C[C:20](=[OH+:21])O.[OH2:10]>>C=C[C:20]([OH2+:10])([OH:21])O 10=20;20,21=21

121905
('h', '[H:10][C:1]([H:11])([H:12])[C:2]([N:8]([H:13])[H:14])([O:3][H:15])[O:4][H:16].[H:17][O:5][H:18].[H:6][O+:20]([H:7])[H:9]', ('8\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -11.1325012775
('l', '[H:10][C:1]([H:11])([H:12])[C:2]([N:8]([H:13])[H:14])([O:3][H:15])[O:4][H:16].[H:17][O:5][H:18].[H:6][O+:20]([H:7])[H:9]', ('3\tsp3\tNone\t2', '6\tsigma\t20\t2'), '5') -11.2090114649

[H:20][OH2+:21].CC(N)([OH:10])O.O>>[H:20][OH+:10]C(C)(N)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([NH2:10])(O)O.O>>[H:20][NH2+:10]C(C)(O)O.O.[OH2:21] 10=20;20,21=21
n_O > σ^*_H-O [H:20][OH2+:21].CC(N)([OH:10])O.O>>[H:20][OH+:10]C(C)(N)O.O.[OH2:21] 10=20;20,21=21

124174
('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') 0.242469602962
('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]', ('5\tsp3\tNone\t2', '2\tp\tNone\t0'), '5') -7.65395057316

C[CH+:20]C[O:10]C>>C[CH:20]1C[O+:10]1C
( 10 sigma 11 2 20 p None 0 )
( 10 sp3 None 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
n_O > p_C C[CH+:20]C[O:10]C>>C[CH:20]1C[O+:10]1C 10=20

127460
('h', '[H:10][C:3](=[C:2]([H:9])[C+:1]([H:8])[C:4]([H:5])([H:6])[H:7])[H:11]', ('2\tpi\t3\t2', '1\tp\tNone\t0'), '5') -9.10137962265
('l', '[H:10][C:3](=[C:2]([H:9])[C+:1]([H:8])[C:4]([H:5])([H:6])[H:7])[H:11]', ('3\tpi\t2\t2', '1\tp\tNone\t0'), '5') -10.2447281408

128559
('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') -8.63287611645
('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') -10.9285731456

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

131489
('h', '[H:11]/[C:4](=[C:5](/[H:12])\\[C@:1]([H:6])([C:7]([H:13])([H:14])[H:15])[O+:2]([H:16])[H:17])/[C:3]([H:8])([H:9])[H:10]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '6') 5.43283869953
('l', '[H:11]/[C:4](=[C:5](/[H:12])\\[C@:1]([H:6])([C:7]([H:13])([H:14])[H:15])[O+:2]([H:16])[H:17])/[C:3]([H:8])([H:9])[H:10]', ('4\tpi\t5\t2', '1\tsigma\t2\t2'), '6') 3.77033723178

C/[CH:10]=[CH:11]/[C@H:20](C)[OH2+:21]>>C[C@@H:20]1[CH+:11][CH:10]1C.[OH2:21]
( 20 sigma 21 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
σ_C-O > σ^*_C-O C/C=C/[C@H:20](C)[OH2+:21]>>C/C=C/[C@@H+:20]C.[OH2:21] 20,21=21
π_C=C > σ^*_C-O C/[CH:10]=[CH:11]/[C@H:20](C)[OH2+:21]>>C[C@@H:20]1[CH+:11][CH:10]1C.[OH2:21] 10,11=10,20;20,21=21

131571
('h', '[H:10018][C:10008]1([C:10007]([C:10006]([C:10005]([C:10009]1([H:10020])[H:10021])([C:10010]([H:10022])([H:10023])[H:10024])[C@@:10001]([H:10004])([C:10003]([H:10011])([H:10012])[H:10013])[O+:10002]([H:10025])[H:10026])([H:10014])[H:10015])([H:10016])[H:10017])[H:10019].[H:18][C:8]1([C:7]([C:6]([C:5]([C:9]1([H:20])[H:21])([C:10]([H:22])([H:23])[H:24])[C@@:1]([H:4])([C:3]([H:11])([H:12])[H:13])[O+:2]([H:25])[H:26])([H:14])[H:15])([H:16])[H:17])[H:19]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '6') 2.64315742968
('l', '[H:10018][C:10008]1([C:10007]([C:10006]([C:10005]([C:10009]1([H:10020])[H:10021])([C:10010]([H:10022])([H:10023])[H:10024])[C@@:10001]([H:10004])([C:10003]([H:10011])([H:10012])[H:10013])[O+:10002]([H:10025])[H:10026])([H:10014])[H:10015])([H:10016])[H:10017])[H:10019].[H:18][C:8]1([C:7]([C:6]([C:5]([C:9]1([H:20])[H:21])([C:10]([H:22])([H:23])[H:24])[C@@:1]([H:4])([C:3]([H:11])([H:12])[H:13])[O+:2]([H:25])[H:26])([H:14])[H:15])([H:16])[H:17])[H:19]', ('10001\tsigma\t10005\t2', '1\tsigma\t2\t2'), '6') 1.96035806865

C[C@H](C1(CCCC1)C)[OH2+].C[C@H:20](C1(CCCC1)C)[OH2+:21]>>C[C@@H+:20]C1(CCCC1)C.C[C@H](C1(CCCC1)C)[OH2+].[OH2:21]

C[C@H:10]([C:11]1(CCCC1)C)[OH2+].C[C@H:20](C1(CCCC1)C)[OH2+:21]>>C[C+:11]1CCCC1.C[C@H:20]([C@@H:10](C)[OH2+])C1(CCCC1)C.[OH2:21]
( 20 sigma 21 2 20 sigma 21 2 )
( 10 sigma 11 2 20 sigma 21 2 )
σ_C-O > σ^*_C-O C[C@H](C1(CCCC1)C)[OH2+].C[C@H:20](C1(CCCC1)C)[OH2+:21]>>C[C@@H+:20]C1(CCCC1)C.C[C@H](C1(CCCC1)C)[OH2+].[OH2:21] 20,21=21
σ_C-C > σ^*_C-O C[C@H:10]([C:11]1(CCCC1)C)[OH2+].C[C@H:20](C1(CCCC1)C)[OH2+:21]>>C[C+:11]1CCCC1.C[C@H:20]([C@@H:10](C)[OH2+])C1(CCCC1)C.[OH2:21] 10,11=10,20;20,21=21

132457
('h', '[H:11]/[C:3](=[C:1](/[C:7]([H:12])([H:13])[H:14])\\[O:2][H:15])/[C:6]([H:8])([H:9])[H:10].[Br:4][Br:5]', ('3\tpi\t1\t2;2\tsp3\tNone\t2', '4\tsigma\t5\t2'), '137') 3.05995499634
('l', '[H:11]/[C:3](=[C:1](/[C:7]([H:12])([H:13])[H:14])\\[O:2][H:15])/[C:6]([H:8])([H:9])[H:10].[Br:4][Br:5]', ('1\tpi\t3\t2', '4\tsigma\t5\t2'), '137') 1.53425803581
$C/[CH:10]=[C:11](\C)/[OH:12].[Br:20][Br:21]>>C[CH:10]([C:11](=[OH+:12])C)[Br:20].[Br-:21]$ $C/[CH:11]=[C:10](\C)/O.[Br:20][Br:21]>>C[CH+:11][C:10](C)(O)[Br:20].[Br-:21]$
C/[CH:11]=[C:10](\C)/O.[Br:20][Br:21]>>C[CH+:11][C:10](C)(O)[Br:20].[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^*_Br-Br C/[CH:10]=[C:11](\C)/[OH:12].[Br:20][Br:21]>>C[CH:10]([C:11](=[OH+:12])C)[Br:20].[Br-:21] 10,11=10,20;12=11;20,21=21
π_C=C > σ^*_Br-Br C/[CH:11]=[C:10](\C)/O.[Br:20][Br:21]>>C[CH+:11][C:10](C)(O)[Br:20].[Br-:21] 10,11=10,20;20,21=21

134340
('h', '[H:11][C:1](=[C:2]([C:6]([H:12])([H:13])[H:14])[C:7]([H:15])([H:16])[H:17])[C:5]([H:8])([H:9])[H:10].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '12') 3.40282821071
('l', '[H:11][C:1](=[C:2]([C:6]([H:12])([H:13])[H:14])[C:7]([H:15])([H:16])[H:17])[C:5]([H:8])([H:9])[H:10].[Br:3][Br:4]', ('1\tpi\t2\t2', '3\tsigma\t4\t2'), '12') 0.708160932774

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

C[CH:10]=[C:11](C)C.[Br:20][Br:21]>>C[CH:10]([C+:11](C)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 C[CH:10]=[C:11](C)C.[Br:20][Br:21]>>C[CH:10]1[C:11]([Br+:20]1)(C)C.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br C[CH:10]=[C:11](C)C.[Br:20][Br:21]>>C[CH:10]([C+:11](C)C)[Br:20].[Br-:21] 10,11=10,20;20,21=21

135397
('h', '[H:23][C:2](=[C:1]([H:22])[C:6]1([C:10]([C:9]([C:8]([C:7]1([H:14])[H:15])([H:16])[H:17])([H:18])[H:19])([H:20])[H:21])[C:5]([H:11])([H:12])[H:13])[H:24].[Br:3][Br:4]', ('1\tpi\t2\t2;3\tsp3\tNone\t2', '3\tsigma\t4\t2'), '12') 2.29721919933
('l', '[H:23][C:2](=[C:1]([H:22])[C:6]1([C:10]([C:9]([C:8]([C:7]1([H:14])[H:15])([H:16])[H:17])([H:18])[H:19])([H:20])[H:21])[C:5]([H:11])([H:12])[H:13])[H:24].[Br:3][Br:4]', ('2\tpi\t1\t2', '3\tsigma\t4\t2'), '12') 1.4813198158

CC1(CCCC1)[CH:10]=[CH2:11].[Br:20][Br:21]>>CC1(CCCC1)[CH:10]2[CH2:11][Br+:20]2.[Br-:21]

CC1(CCCC1)[CH:11]=[CH2:10].[Br:20][Br:21]>>CC1(CCCC1)[CH+:11][CH2:10][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 CC1(CCCC1)[CH:10]=[CH2:11].[Br:20][Br:21]>>CC1(CCCC1)[CH:10]2[CH2:11][Br+:20]2.[Br-:21] 10,11=10,20;20,21=21;20=11
π_C=C > σ^*_Br-Br CC1(CCCC1)[CH:11]=[CH2:10].[Br:20][Br:21]>>CC1(CCCC1)[CH+:11][CH2:10][Br:20].[Br-:21] 10,11=10,20;20,21=21

139447
('h', '[H:34][C:16](=[C:15]([H:33])[C:13](=[O:14])[O:3][C@@:1]([C:12]([H:30])([H:31])[H:32])([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])[H:35]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -6.76743475285
('l', '[H:34][C:16](=[C:15]([H:33])[C:13](=[O:14])[O:3][C@@:1]([C:12]([H:30])([H:31])[H:32])([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])[H:35]', ('2\tsp3\tNone\t2', '17\tsigma\t4\t2;5\tpi\t6\t2'), '16') -8.96674338094

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

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

140469
('h', '[H:50][C:20](=[C:19]([C:18]([H:47])([H:48])[H:49])[N:1]1[C:24]([C:23]([C:22]([C:21]1([H:52])[H:53])([H:54])[H:55])([H:56])[H:57])([H:58])[H:59])[H:51].[H:31][C:8]1([C:7]([C:6]([N+:4](=[C:3]([C:2]([H:5])([H:25])[H:26])[C:10]([H:35])([H:36])[C:11]([H:37])([H:38])[C:12]([H:39])([H:40])[C:13](=[O:14])[N:15]([H:41])[C:16]([H:42])([H:43])[C:17]([H:44])([H:45])[H:46])[C:9]1([H:33])[H:34])([H:27])[H:28])([H:29])[H:30])[H:32]', ('1\tsp3\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '16') -8.27757041569
('l', '[H:50][C:20](=[C:19]([C:18]([H:47])([H:48])[H:49])[N:1]1[C:24]([C:23]([C:22]([C:21]1([H:52])[H:53])([H:54])[H:55])([H:56])[H:57])([H:58])[H:59])[H:51].[H:31][C:8]1([C:7]([C:6]([N+:4](=[C:3]([C:2]([H:5])([H:25])[H:26])[C:10]([H:35])([H:36])[C:11]([H:37])([H:38])[C:12]([H:39])([H:40])[C:13](=[O:14])[N:15]([H:41])[C:16]([H:42])([H:43])[C:17]([H:44])([H:45])[H:46])[C:9]1([H:33])[H:34])([H:27])[H:28])([H:29])[H:30])[H:32]', ('1\tsp3\tNone\t2', '3\tpi\t4\t2'), '16') -9.37783387947

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

CCNC(=O)CCC[C:20](=[N+:21]1CCCC1)C.CC(=C)[N:10]1CCCC1>>CCNC(=O)CCC[C:20](C)([N:21]1CCCC1)[N+:10]2(CCCC2)C(=C)C
( 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][C:22](=[N+:23]1CCCC1)CCCC(=O)NCC.CC(=C)[N:10]1CCCC1>>[H:20][N+:10]1(CCCC1)C(=C)C.CCNC(=O)CCC[C:22](=[CH2:21])[N:23]1CCCC1 10=20;20,21=21,22;22,23=23
n_N > π^*_C=N CCNC(=O)CCC[C:20](=[N+:21]1CCCC1)C.CC(=C)[N:10]1CCCC1>>CCNC(=O)CCC[C:20](C)([N:21]1CCCC1)[N+:10]2(CCCC2)C(=C)C 10=20;20,21=21

140642
('h', '[H:27][C:4](=[C:3]([H:29])[C:1](=[O:2])[N:13]([H:30])[H:31])[H:28].[H:17][C:7](=[C:8]([C:5]([H:14])([H:15])[H:16])[N:9]1[C:12]([C:11]([C:10]([C:6]1([H:19])[H:20])([H:21])[H:22])([H:23])[H:24])([H:25])[H:26])[H:18]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '4\tpi\t3\t2;1\tpi\t2\t2'), '16') 7.10574046775
('l', '[H:27][C:4](=[C:3]([H:29])[C:1](=[O:2])[N:13]([H:30])[H:31])[H:28].[H:17][C:7](=[C:8]([C:5]([H:14])([H:15])[H:16])[N:9]1[C:12]([C:11]([C:10]([C:6]1([H:19])[H:20])([H:21])[H:22])([H:23])[H:24])([H:25])[H:26])[H:18]', ('7\tpi\t8\t2;9\tsp3\tNone\t2', '30\tsigma\t13\t2;1\tpi\t2\t2'), '16') 5.94315028769

C[C:11](=[CH2:10])[N:12]1CCCC1.[CH2:20]=[CH:21][C:22](=[O:23])N>>C[C:11](=[N+:12]1CCCC1)[CH2:10][CH2:20][CH:21]=[C:22](N)[O-:23]

[H:20][NH:21][C:22](=[O:23])C=C.C[C:11](=[CH2:10])[N:12]1CCCC1>>[H:20][CH2:10][C:11](=[N+:12]1CCCC1)C.C=C[C:22](=[NH:21])[O-:23]
( 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 sigma 21 2; 22 pi 23 2 )
n_N > π_C=C > π^*_C=C > π^*_C=O C[C:11](=[CH2:10])[N:12]1CCCC1.[CH2:20]=[CH:21][C:22](=[O:23])N>>C[C:11](=[N+:12]1CCCC1)[CH2:10][CH2:20][CH:21]=[C:22](N)[O-:23] 10,11=10,20;12=11;20,21=21,22;22,23=23
n_N > π_C=C > σ^*_H-N > π^*_C=O [H:20][NH:21][C:22](=[O:23])C=C.C[C:11](=[CH2:10])[N:12]1CCCC1>>[H:20][CH2:10][C:11](=[N+:12]1CCCC1)C.C=C[C:22](=[NH:21])[O-:23] 10,11=10,20;12=11;20,21=21,22;22,23=23

140989
('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') -8.27739336177
('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]', ('14\tsp2\tNone\t2', '5\tsigma\t2\t2;3\tpi\t4\t2'), '16') -8.32359448064

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

143674
('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') -5.43499102289
('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', '21\tsigma\t8\t2;6\tpi\t7\t2'), '16') -6.34370496744

[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+]

[H:20][CH:21](c1ccccc1)[C:22](=[O:23])CC(=O)OC.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=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])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 > σ^*_H-C > π^*_C=O [H:20][CH:21](c1ccccc1)[C:22](=[O:23])CC(=O)OC.CC[O-:10].[Na+]>>[H:20][O:10]CC.COC(=O)C[C:22](=[CH:21]c1ccccc1)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23

147286
('h', '[H:14][C:9]([H:15])([H:16])[N:8]([C:1](=[O:2])[C:3]([H:4])([H:13])[C:6]#[N:7])[C:10]([H:17])([H:18])[H:19].[H:20][C:11]([H:21])([H:22])[O-:5].[Na+:12]', ('5\tsp3\tNone\t2', '4\tsigma\t3\t2;1\tpi\t2\t2'), '16') -5.29064315273
('l', '[H:14][C:9]([H:15])([H:16])[N:8]([C:1](=[O:2])[C:3]([H:4])([H:13])[C:6]#[N:7])[C:10]([H:17])([H:18])[H:19].[H:20][C:11]([H:21])([H:22])[O-:5].[Na+:12]', ('5\tsp3\tNone\t2', '6\tpi\t7\t2'), '16') -7.10455582067

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

CN(C)C(=O)C[C:20]#[N:21].C[O-:10].[Na+]>>CN(C)C(=O)C[C:20](=[N-:21])[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][CH:21](C#N)[C:22](=[O:23])N(C)C.C[O-:10].[Na+]>>[H:20][O:10]C.CN(C)[C:22](=[CH:21]C#N)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23
n_O > π^*_C#N CN(C)C(=O)C[C:20]#[N:21].C[O-:10].[Na+]>>CN(C)C(=O)C[C:20](=[N-:21])[O:10]C.[Na+] 10=20;20,21=21

147461
('h', '[H:15][C:6]([H:16])([H:17])[C:1](=[O:2])[O:7][C:8]([H:18])([H:19])[H:20].[H:10][C:3]([H:11])([H:12])[C:4]([H:13])([H:14])[O-:5].[Na+:9]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -4.96036021675
('l', '[H:15][C:6]([H:16])([H:17])[C:1](=[O:2])[O:7][C:8]([H:18])([H:19])[H:20].[H:10][C:3]([H:11])([H:12])[C:4]([H:13])([H:14])[O-:5].[Na+:9]', ('5\tsp3\tNone\t2', '15\tsigma\t6\t2;1\tpi\t2\t2'), '16') -5.40856110897

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

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

148699
('h', '[H:24][C:3](=[C:1]([C@@:4]1([C:12]([C:11]([C:10]([C:9]([C@:7]1([H:8])[C:6]([H:13])([H:14])[H:15])([H:16])[H:17])([H:18])[H:19])([H:20])[H:21])([H:22])[H:23])[Cl:5])[O-:2])[H:25]', ('3\tpi\t1\t2;2\tsp3\tNone\t2', '4\tsigma\t5\t2'), '16') 9.69008294805
('l', '[H:24][C:3](=[C:1]([C@@:4]1([C:12]([C:11]([C:10]([C:9]([C@:7]1([H:8])[C:6]([H:13])([H:14])[H:15])([H:16])[H:17])([H:18])[H:19])([H:20])[H:21])([H:22])[H:23])[Cl:5])[O-:2])[H:25]', ('2\tsp3\tNone\t2', '4\tsigma\t5\t2'), '16') 5.50641569849

C[C@H]1CCCC[C@:20]1([C:11](=[CH2:10])[O-:12])[Cl:21]>>C[C@H]1CCCC[C@@:20]12[CH2:10][C:11]2=[O:12].[Cl-:21]

C[C@H]1CCCC[C@:20]1(C(=C)[O-:10])[Cl:21]>>C[C@H]1CCCC[C@:20]12C(=C)[O:10]2.[Cl-:21]
( 10 pi 11 2; 12 sp3 None 2 20 sigma 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > π_C=C > σ^*_C-Cl C[C@H]1CCCC[C@:20]1([C:11](=[CH2:10])[O-:12])[Cl:21]>>C[C@H]1CCCC[C@@:20]12[CH2:10][C:11]2=[O:12].[Cl-:21] 10,11=10,20;12=11;20,21=21
n_O > σ^*_C-Cl C[C@H]1CCCC[C@:20]1(C(=C)[O-:10])[Cl:21]>>C[C@H]1CCCC[C@:20]12C(=C)[O:10]2.[Cl-:21] 10=20;20,21=21

149333
('h', '[H:32][C:14]1([C:1](=[O:2])[C@@:13]12[C:12]([C:11]([C:10]([C:9]([C@:7]2([H:8])[C:6]([H:21])([H:22])[H:23])([H:24])[H:25])([H:26])[H:27])([H:28])[H:29])([H:30])[H:31])[H:33].[H:16][C:3]([H:17])([H:18])[C:4]([H:19])([H:20])[O-:5].[Na+:15]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -5.96564427712
('l', '[H:32][C:14]1([C:1](=[O:2])[C@@:13]12[C:12]([C:11]([C:10]([C:9]([C@:7]2([H:8])[C:6]([H:21])([H:22])[H:23])([H:24])[H:25])([H:26])[H:27])([H:28])[H:29])([H:30])[H:31])[H:33].[H:16][C:3]([H:17])([H:18])[C:4]([H:19])([H:20])[O-:5].[Na+:15]', ('5\tsp3\tNone\t2', '1\tsigma\t13\t2'), '16') -6.47028348067

CC[O-:10].C[C@H]1CCCC[C@]12C[C:20]2=[O:21].[Na+]>>CC[O:10][C:20]1(C[C@]12CCCC[C@@H]2C)[O-:21].[Na+]

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

150723
('h', '[H:9][C:2](=[C:3]([C:6]([H:11])([H:12])[C:7]([H:13])([H:14])[C:4]([H:15])([H:16])[Br:5])[O-:1])[H:10].[Na+:8]', ('1\tsp3\tNone\t2', '4\tsigma\t5\t2'), '16') -8.53874737144
('l', '[H:9][C:2](=[C:3]([C:6]([H:11])([H:12])[C:7]([H:13])([H:14])[C:4]([H:15])([H:16])[Br:5])[O-:1])[H:10].[Na+:8]', ('1\tsp3\tNone\t2', '3\tpi\t2\t2'), '16') -8.74003237061

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

152174
('h', '[H:13][C:3]([H:14])([H:15])[C:4](=[O:6])[C@:7]([H:8])([C:1](=[O:2])[O:11][C:12]([H:20])([H:21])[H:22])[C:9]([H:16])([H:17])[C:10]([H:18])([H:19])[O-:5]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -2.85882289759
('l', '[H:13][C:3]([H:14])([H:15])[C:4](=[O:6])[C@:7]([H:8])([C:1](=[O:2])[O:11][C:12]([H:20])([H:21])[H:22])[C:9]([H:16])([H:17])[C:10]([H:18])([H:19])[O-:5]', ('5\tsp3\tNone\t2', '10\tsigma\t9\t2'), '16') -3.36610504259

CC(=O)[C@@H](CC[O-:10])[C:20](=[O:21])OC>>CC(=O)[C@H]1CC[O:10][C:20]1([O-:21])OC

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

154681
('h', '[H:17][C:9]([H:18])([H:19])[C:1](=[O:2])[C@:4]([H:6])([C:3]([H:10])([H:11])[H:12])[C:7]([H:13])([H:14])[C:8]([H:15])([H:16])[O-:5]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -3.12176539765
('l', '[H:17][C:9]([H:18])([H:19])[C:1](=[O:2])[C@:4]([H:6])([C:3]([H:10])([H:11])[H:12])[C:7]([H:13])([H:14])[C:8]([H:15])([H:16])[O-:5]', ('5\tsp3\tNone\t2', '6\tsigma\t4\t2;1\tpi\t2\t2'), '16') -3.1850595465

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

157269
('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') -5.42109970442
('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', '16\tsigma\t8\t2;6\tpi\t7\t2'), '16') -6.02342818335

[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+]

[H:20][CH2:21][C:22](=[O:23])CC(=O)OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCOC(=O)C[C:22](=[CH2:21])[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)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 > σ^*_H-C > π^*_C=O [H:20][CH2:21][C:22](=[O:23])CC(=O)OCC.CC[O-:10].[Na+]>>[H:20][O:10]CC.CCOC(=O)C[C:22](=[CH2:21])[O-:23].[Na+] 10=20;20,21=21,22;22,23=23

160131
('h', '[H:42][c:22]1[c:23]([c:24]([c:19]([c:20]([c:21]1[H:41])[H:40])[C:17](=[O:18])[O:16][C:1](=[O:2])[C:15]([H:38])([H:39])[C:13](=[O:14])[C:12]([H:36])([H:37])[c:9]2[c:10]([c:11]([c:6]([c:7]([c:8]2[H:33])[H:32])[H:31])[H:35])[H:34])[H:44])[H:43].[H:26][C:3]([H:27])([H:28])[C:4]([H:29])([H:30])[O-:5].[Na+:25]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -4.41471634695
('l', '[H:42][c:22]1[c:23]([c:24]([c:19]([c:20]([c:21]1[H:41])[H:40])[C:17](=[O:18])[O:16][C:1](=[O:2])[C:15]([H:38])([H:39])[C:13](=[O:14])[C:12]([H:36])([H:37])[c:9]2[c:10]([c:11]([c:6]([c:7]([c:8]2[H:33])[H:32])[H:31])[H:35])[H:34])[H:44])[H:43].[H:26][C:3]([H:27])([H:28])[C:4]([H:29])([H:30])[O-:5].[Na+:25]', ('5\tsp3\tNone\t2', '38\tsigma\t15\t2;13\tpi\t14\t2'), '16') -5.80663159531

CC[O-:10].c1ccc(cc1)CC(=O)C[C:20](=[O:21])OC(=O)c2ccccc2.[Na+]>>CC[O:10][C:20](CC(=O)Cc1ccccc1)([O-:21])OC(=O)c2ccccc2.[Na+]

[H:20][CH:21]([C:22](=[O:23])Cc1ccccc1)C(=O)OC(=O)c2ccccc2.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[CH:21]C(=O)OC(=O)c2ccccc2)[O-:23].[Na+]
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > π^*_C=O CC[O-:10].c1ccc(cc1)CC(=O)C[C:20](=[O:21])OC(=O)c2ccccc2.[Na+]>>CC[O:10][C:20](CC(=O)Cc1ccccc1)([O-:21])OC(=O)c2ccccc2.[Na+] 10=20;20,21=21
n_O > σ^*_H-C > π^*_C=O [H:20][CH:21]([C:22](=[O:23])Cc1ccccc1)C(=O)OC(=O)c2ccccc2.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[CH:21]C(=O)OC(=O)c2ccccc2)[O-:23].[Na+] 10=20;20,21=21,22;22,23=23

163125
('h', '[H:23][c:6]1[c:11]([c:10]([c:9]([c:8]([c:7]1[H:24])[H:25])[C:12]([H:28])([H:29])/[C:13](=[C:14](\\[H:30])/[C:1](=[O:2])[Cl:15])/[O:16][H:31])[H:26])[H:27].[H:18][C:3]([H:19])([H:20])[C:4]([H:21])([H:22])[O-:5].[Na+:17]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -5.04527760405
('l', '[H:23][c:6]1[c:11]([c:10]([c:9]([c:8]([c:7]1[H:24])[H:25])[C:12]([H:28])([H:29])/[C:13](=[C:14](\\[H:30])/[C:1](=[O:2])[Cl:15])/[O:16][H:31])[H:26])[H:27].[H:18][C:3]([H:19])([H:20])[C:4]([H:21])([H:22])[O-:5].[Na+:17]', ('5\tsp3\tNone\t2', '31\tsigma\t16\t2'), '16') -5.44428774394
$CC[O-:10].c1ccc(cc1)C/C(=C/[C:20](=[O:21])Cl)/O.[Na+]>>CC[O:10][C:20](/C=C(/Cc1ccccc1)\O)([O-:21])Cl.[Na+]$ $[H:20][O:21]/C(=C\C(=O)Cl)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C/C(=C/C(=O)Cl)/[O-:21].[Na+]$
[H:20][O:21]/C(=C\C(=O)Cl)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C/C(=C/C(=O)Cl)/[O-:21].[Na+]
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 sigma 21 2 )
n_O > π^*_C=O CC[O-:10].c1ccc(cc1)C/C(=C/[C:20](=[O:21])Cl)/O.[Na+]>>CC[O:10][C:20](/C=C(/Cc1ccccc1)\O)([O-:21])Cl.[Na+] 10=20;20,21=21
n_O > σ^*_H-O [H:20][O:21]/C(=C\C(=O)Cl)/Cc1ccccc1.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C/C(=C/C(=O)Cl)/[O-:21].[Na+] 10=20;20,21=21

163841
('h', '[H:41][c:21]1[c:22]([c:23]([c:18]([c:19]([c:20]1[H:40])[H:39])[C:16](=[O:17])[O:15][C:1](=[O:2])/[C:14](=[C:13](/[C:12]([H:36])([H:37])[c:9]2[c:10]([c:11]([c:6]([c:7]([c:8]2[H:33])[H:32])[H:31])[H:35])[H:34])\\[O:24][H:44])/[H:38])[H:43])[H:42].[H:26][C:3]([H:27])([H:28])[C:4]([H:29])([H:30])[O-:5].[Na+:25]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') -4.69952781077
('l', '[H:41][c:21]1[c:22]([c:23]([c:18]([c:19]([c:20]1[H:40])[H:39])[C:16](=[O:17])[O:15][C:1](=[O:2])/[C:14](=[C:13](/[C:12]([H:36])([H:37])[c:9]2[c:10]([c:11]([c:6]([c:7]([c:8]2[H:33])[H:32])[H:31])[H:35])[H:34])\\[O:24][H:44])/[H:38])[H:43])[H:42].[H:26][C:3]([H:27])([H:28])[C:4]([H:29])([H:30])[O-:5].[Na+:25]', ('5\tsp3\tNone\t2', '44\tsigma\t24\t2;13\tpi\t14\t2'), '16') -7.85042904938
$CC[O-:10].c1ccc(cc1)C/C(=C/[C:20](=[O:21])OC(=O)c2ccccc2)/O.[Na+]>>CC[O:10][C:20](/C=C(/Cc1ccccc1)\O)([O-:21])OC(=O)c2ccccc2.[Na+]$ $[H:20][O:21]/[C:22](=[CH:23]\C(=O)OC(=O)c1ccccc1)/Cc2ccccc2.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[O:21])[CH-:23]C(=O)OC(=O)c2ccccc2.[Na+]$
[H:20][O:21]/[C:22](=[CH:23]\C(=O)OC(=O)c1ccccc1)/Cc2ccccc2.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[O:21])[CH-:23]C(=O)OC(=O)c2ccccc2.[Na+]
( 10 sp3 None 2 20 pi 21 2 )
( 10 sp3 None 2 20 sigma 21 2; 22 pi 23 2 )
n_O > π^*_C=O CC[O-:10].c1ccc(cc1)C/C(=C/[C:20](=[O:21])OC(=O)c2ccccc2)/O.[Na+]>>CC[O:10][C:20](/C=C(/Cc1ccccc1)\O)([O-:21])OC(=O)c2ccccc2.[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(=O)c1ccccc1)/Cc2ccccc2.CC[O-:10].[Na+]>>[H:20][O:10]CC.c1ccc(cc1)C[C:22](=[O:21])[CH-:23]C(=O)OC(=O)c2ccccc2.[Na+] 10=20;20,21=21,22;22,23=23

167040
('h', '[H:15][C:6]([H:16])([H:17])[C:1](=[O:2])[Cl:7].[H:8][C:3]([H:9])([H:10])[C:4]([H:11])([H:12])[N:5]([H:13])[H:14]', ('5\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') 10.7376649111
('l', '[H:15][C:6]([H:16])([H:17])[C:1](=[O:2])[Cl:7].[H:8][C:3]([H:9])([H:10])[C:4]([H:11])([H:12])[N:5]([H:13])[H:14]', ('7\tsp3\tNone\t2', '1\tpi\t2\t2'), '16') 7.78773137022

CCN.C[C:20](=[O:21])[Cl:10]>>CCN.C[C:20](=[Cl+:10])[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].C[C:20](=[O:21])Cl>>CC[NH2+:10][C:20](C)([O-:21])Cl 10=20;20,21=21
n_Cl > π^*_C=O CCN.C[C:20](=[O:21])[Cl:10]>>CCN.C[C:20](=[Cl+:10])[O-:21] 10=20;20,21=21

167772
('h', '[H:8][C:4]([H:9])([H:10])[C@@:1]([C:3]#[N:5])([O-:2])[O:6][C:7]([H:11])([H:12])[H:13]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -2.05351534376
('l', '[H:8][C:4]([H:9])([H:10])[C@@:1]([C:3]#[N:5])([O-:2])[O:6][C:7]([H:11])([H:12])[H:13]', ('2\tsp3\tNone\t2', '1\tsigma\t6\t2'), '16') -6.26805080697

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

168485
('h', '[H:15][C:4](=[C:3]([H:17])[C:1](=[O: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'), '16') 10.8065351007
('l', '[H:15][C:4](=[C:3]([H:17])[C:1](=[O: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'), '16') 9.5001268531

CC[NH2:10].[CH2:20]=[CH:21][CH:22]=[O:23]>>CC[NH2+:10][CH2:20][CH:21]=[CH:22][O-:23]

CC[NH2:10].C=C[CH:20]=[O:21]>>CC[NH2+:10][CH:20](C=C)[O-:21]
( 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=O CC[NH2:10].[CH2:20]=[CH:21][CH:22]=[O:23]>>CC[NH2+:10][CH2:20][CH:21]=[CH:22][O-:23] 10=20;20,21=21,22;22,23=23
n_N > π^*_C=O CC[NH2:10].C=C[CH:20]=[O:21]>>CC[NH2+:10][CH:20](C=C)[O-:21] 10=20;20,21=21

169216
('h', '[H:19][C:8](=[C:7]([H:18])[C@:1]([N:6]([H:17])[C:5]([H:15])([H:16])[C:4]([H:12])([H:13])[H:14])([O-:2])[O:3][C:9](=[O:10])[C:11]([H:21])([H:22])[H:23])[H:20]', ('2\tsp3\tNone\t2', '1\tsigma\t3\t2'), '16') -6.59038390297
('l', '[H:19][C:8](=[C:7]([H:18])[C@:1]([N:6]([H:17])[C:5]([H:15])([H:16])[C:4]([H:12])([H:13])[H:14])([O-:2])[O:3][C:9](=[O:10])[C:11]([H:21])([H:22])[H:23])[H:20]', ('2\tsp3\tNone\t2', '1\tsigma\t6\t2'), '16') -6.65262197108

CC[NH:21][C@@:20](C=C)([O-:10])OC(=O)C>>CC[NH-:21].CC(=O)O[C@@:20](=[O:10])C=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=C)([O-:10])[O:21]C(=O)C>>CCN[C@@:20](=[O:10])C=C.CC(=O)[O-:21] 10=20;20,21=21
n_O > σ^*_C-N CC[NH:21][C@@:20](C=C)([O-:10])OC(=O)C>>CC[NH-:21].CC(=O)O[C@@:20](=[O:10])C=C 10=20;20,21=21

169764
('h', '[H:16][C:9](=[C:8]([H:15])[C:5](=[O:6])[O:4][C:1](=[O:2])[C:3]([H:12])([H:13])[H:14])[H:17].[C-:7]#[N:10].[Na+:11]', ('7\tsp\tNone\t2', '1\tpi\t2\t2'), '16') -5.37185651073
('l', '[H:16][C:9](=[C:8]([H:15])[C:5](=[O:6])[O:4][C:1](=[O:2])[C:3]([H:12])([H:13])[H:14])[H:17].[C-:7]#[N:10].[Na+:11]', ('7\tsp\tNone\t2', '9\tpi\t8\t2;5\tpi\t6\t2'), '16') -6.29223736827

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

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

171521
('h', '[H:10007][C:10003]([H:10008])([H:10009])[C@@:10001]([H:10004])([C:10005]([H:10010])([H:10011])[O:10006][H:10012])[Br:10002].[H:7][C:3]([H:8])([H:9])[C@@:1]([H:4])([C:5]([H:10])([H:11])[O:6][H:12])[Br:2]', ('1\tsigma\t2\t2', '1\tsigma\t2\t2'), '16') 7.02006547645
('l', '[H:10007][C:10003]([H:10008])([H:10009])[C@@:10001]([H:10004])([C:10005]([H:10010])([H:10011])[O:10006][H:10012])[Br:10002].[H:7][C:3]([H:8])([H:9])[C@@:1]([H:4])([C:5]([H:10])([H:11])[O:6][H:12])[Br:2]', ('10002\tsp3\tNone\t2', '1\tsigma\t2\t2'), '16') 5.30129891257

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

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

171624
('h', '[H:16][C+:3]([C:4]([H:5])([H:12])[C:2]([H:13])([H:14])[H:15])[O:6][H:17].[H:18][C:7]([H:19])([H:20])[C@@:8]([H:9])([C:10]([H:21])([H:22])[O:1][H:23])[Br:11]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '16') -9.0849182007
('l', '[H:16][C+:3]([C:4]([H:5])([H:12])[C:2]([H:13])([H:14])[H:15])[O:6][H:17].[H:18][C:7]([H:19])([H:20])[C@@:8]([H:9])([C:10]([H:21])([H:22])[O:1][H:23])[Br:11]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -9.75167630362

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

CC[CH+:20]O.C[C@@H](C[OH:10])Br>>CC[CH:20](O)[OH+:10]C[C@H](C)Br
( 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][CH:21](C)[CH+:22]O.C[C@@H](C[OH:10])Br>>[H:20][OH+:10]C[C@H](C)Br.C[CH:21]=[CH:22]O 10=20;20,21=21,22
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

171625
('h', '[H:16][C+:3]([C:4]([H:5])([H:12])[C:2]([H:13])([H:14])[H:15])[O:6][H:17].[H:18][C:7]([H:19])([H:20])[C@@:8]([H:9])([C:10]([H:21])([H:22])[O:1][H:23])[Br:11]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '16') -9.0849182007
('l', '[H:16][C+:3]([C:4]([H:5])([H:12])[C:2]([H:13])([H:14])[H:15])[O:6][H:17].[H:18][C:7]([H:19])([H:20])[C@@:8]([H:9])([C:10]([H:21])([H:22])[O:1][H:23])[Br:11]', ('1\tsp3\tNone\t2', '17\tsigma\t6\t2;3\tp\tNone\t0'), '16') -9.96744180435

[H:20][O:21][CH+:22]CC.C[C@@H](C[OH:10])Br>>[H:20][OH+:10]C[C@H](C)Br.CC[CH:22]=[O:21]
( 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][CH:21](C)[CH+:22]O.C[C@@H](C[OH:10])Br>>[H:20][OH+:10]C[C@H](C)Br.C[CH:21]=[CH:22]O 10=20;20,21=21,22
n_O > σ^*_H-O > p_C [H:20][O:21][CH+:22]CC.C[C@@H](C[OH:10])Br>>[H:20][OH+:10]C[C@H](C)Br.CC[CH:22]=[O:21] 10=20;20,21=21,22

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') -7.6686881395
('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') -9.36966014555

[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

175059
('h', '[H:19][C:5]1([C+:3]([C:10]([C@@:8]([C:7]([C:6]1([H:21])[H:22])([H:23])[H:24])([H:9])[C:11]([H:27])([H:28])[H:29])([H:25])[H:26])[C:4]([H:17])([H:18])[C:2]([H:14])([H:15])[H:16])[H:20].[H:30][C:12]([H:31])([H:32])[C:13]([H:33])([H:34])[O:1][H:35]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -2.44418353878
('l', '[H:19][C:5]1([C+:3]([C:10]([C@@:8]([C:7]([C:6]1([H:21])[H:22])([H:23])[H:24])([H:9])[C:11]([H:27])([H:28])[H:29])([H:25])[H:26])[C:4]([H:17])([H:18])[C:2]([H:14])([H:15])[H:16])[H:20].[H:30][C:12]([H:31])([H:32])[C:13]([H:33])([H:34])[O:1][H:35]', ('10\tsigma\t8\t2', '3\tp\tNone\t0'), '16') -3.30068672426

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

CC[C+:20]1CCC[C@@H:11]([CH2:10]1)C.CCO>>CC[C:20](=[CH2:10])CCC[C@@H+:11]C.CCO
( 10 sp3 None 2 20 p None 0 )
( 10 sigma 11 2 20 p None 0 )
n_O > p_C CC[C+:20]1CCC[C@@H](C1)C.CC[OH:10]>>CC[C:20]1(CCC[C@@H](C1)C)[OH+:10]CC 10=20
σ_C-C > p_C CC[C+:20]1CCC[C@@H:11]([CH2:10]1)C.CCO>>CC[C:20](=[CH2:10])CCC[C@@H+:11]C.CCO 10,11=10,20

177882
('h', '[H:16][C+:3]([C:4]([H:5])([H:12])[C:2]([H:13])([H:14])[H:15])[O:6][C:7]([H:17])([H:18])[H:19].[H:25][C+:10]([C:9]([H:23])([H:24])[C:8]([H:20])([H:21])[H:22])[O:1][C:11]([H:26])([H:27])[H:28]', ('1\tsp3\tNone\t2', '5\tsigma\t4\t2;3\tp\tNone\t0'), '16') -9.9654275652
('l', '[H:16][C+:3]([C:4]([H:5])([H:12])[C:2]([H:13])([H:14])[H:15])[O:6][C:7]([H:17])([H:18])[H:19].[H:25][C+:10]([C:9]([H:23])([H:24])[C:8]([H:20])([H:21])[H:22])[O:1][C:11]([H:26])([H:27])[H:28]', ('1\tsp3\tNone\t2', '3\tp\tNone\t0'), '16') -10.1786942751

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

CC[CH+:20]OC.CC[CH+][O:10]C>>CC[CH+][O+:10](C)[CH:20](CC)OC
( 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][CH:21](C)[CH+:22]OC.CC[CH+][O:10]C>>[H:20][O+:10](C)[CH+]CC.C[CH:21]=[CH:22]OC 10=20;20,21=21,22
n_O > p_C CC[CH+:20]OC.CC[CH+][O:10]C>>CC[CH+][O+:10](C)[CH:20](CC)OC 10=20

179999
('h', '[H:16][c:1]1[c:4]([c:7]2[c:8]([c:9]([c:10]1[C:11]#[N:12])[H:18])[C:13](=[C:14]([C:2](=[C:3]2[H:22])[H:21])[H:20])[H:19])[H:17].[N+:5](=[O:15])=[O:6]', ('3\tpi\t2\t2', '5\tpi\t6\t2'), '25') 1.59270744345
('l', '[H:16][c:1]1[c:4]([c:7]2[c:8]([c:9]([c:10]1[C:11]#[N:12])[H:18])[C:13](=[C:14]([C:2](=[C:3]2[H:22])[H:21])[H:20])[H:19])[H:17].[N+:5](=[O:15])=[O:6]', ('1\tpi\t10\t2', '5\tpi\t6\t2'), '25') 1.52599831803

c1cc2c(cc1C#N)C=C[CH:11]=[CH:10]2.[N+:20](=O)=[O:21]>>c1cc2c(cc1C#N)C=C[CH+:11][CH:10]2[N+:20](=O)[O-:21]

[cH:10]1cc2c(c[c:11]1C#N)C=CC=C2.[N+:20](=O)=[O:21]>>c1[cH:10]([c+:11](cc2c1C=CC=C2)C#N)[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 c1cc2c(cc1C#N)C=C[CH:11]=[CH:10]2.[N+:20](=O)=[O:21]>>c1cc2c(cc1C#N)C=C[CH+:11][CH:10]2[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C:C > π^*_N=O [cH:10]1cc2c(c[c:11]1C#N)C=CC=C2.[N+:20](=O)=[O:21]>>c1[cH:10]([c+:11](cc2c1C=CC=C2)C#N)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21

180366
('h', '[H:19][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:16](=[C:15]2[H:21])[H:22])[H:23])[H:24])[H:20])[C:11]([F:12])([F:13])[F:14])[H:18].[N+:5](=[O:17])=[O:6]', ('3\tpi\t2\t2', '5\tpi\t6\t2'), '25') 1.59270678006
('l', '[H:19][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:16](=[C:15]2[H:21])[H:22])[H:23])[H:24])[H:20])[C:11]([F:12])([F:13])[F:14])[H:18].[N+:5](=[O:17])=[O:6]', ('1\tpi\t10\t2', '5\tpi\t6\t2'), '25') -0.3947388652

c1cc2c(cc1C(F)(F)F)C=C[CH:11]=[CH:10]2.[N+:20](=O)=[O:21]>>c1cc2c(cc1C(F)(F)F)C=C[CH+:11][CH:10]2[N+:20](=O)[O-:21]

[cH:10]1cc2c(c[c:11]1C(F)(F)F)C=CC=C2.[N+:20](=O)=[O:21]>>c1[cH:10]([c+:11](cc2c1C=CC=C2)C(F)(F)F)[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 c1cc2c(cc1C(F)(F)F)C=C[CH:11]=[CH:10]2.[N+:20](=O)=[O:21]>>c1cc2c(cc1C(F)(F)F)C=C[CH+:11][CH:10]2[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C:C > π^*_N=O [cH:10]1cc2c(c[c:11]1C(F)(F)F)C=CC=C2.[N+:20](=O)=[O:21]>>c1[cH:10]([c+:11](cc2c1C=CC=C2)C(F)(F)F)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21

180584
('h', '[H:19][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:16](=[C:15]2[H:21])[H:22])[H:23])[H:24])[H:20])[C:11]([F:12])([F:13])[F:14])[H:18].[N+:5](=[O:17])=[O:6]', ('3\tpi\t2\t2', '5\tpi\t6\t2'), '25') 1.59270678006
('l', '[H:19][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:16](=[C:15]2[H:21])[H:22])[H:23])[H:24])[H:20])[C:11]([F:12])([F:13])[F:14])[H:18].[N+:5](=[O:17])=[O:6]', ('1\tpi\t10\t2', '5\tpi\t6\t2'), '25') -0.3947388652

180917
('h', '[H:24][c:13]1[c:12]([c:11]([c:10]2[c:9]([c:14]1[H:25])[C:4](=[C:3]([C:2](=[C:1]2[O:8][C:7]([H:16])([H:17])[H:18])[H:19])[H:20])[H:21])[H:22])[H:23].[N+:5](=[O:15])=[O:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 1.35552266417
('l', '[H:24][c:13]1[c:12]([c:11]([c:10]2[c:9]([c:14]1[H:25])[C:4](=[C:3]([C:2](=[C:1]2[O:8][C:7]([H:16])([H:17])[H:18])[H:19])[H:20])[H:21])[H:22])[H:23].[N+:5](=[O:15])=[O:6]', ('8\tsp3\tNone\t2', '5\tpi\t6\t2'), '25') -10.0206380382

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

C[O:10]C1=CC=Cc2c1cccc2.[N+:20](=O)=[O:21]>>C[O+:10](C1=CC=Cc2c1cccc2)[N+:20](=O)[O-:21]
( 10 pi 11 2; 12 pi 13 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
π_C=C > π_C=C > π^*_N=O CO[C:13]1=[CH:12][CH:11]=[CH:10]c2c1cccc2.[N+:20](=O)=[O:21]>>CO[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
n_O > π^*_N=O C[O:10]C1=CC=Cc2c1cccc2.[N+:20](=O)=[O:21]>>C[O+:10](C1=CC=Cc2c1cccc2)[N+:20](=O)[O-:21] 10=20;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') 0.00926677501745
('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') -0.565123204518

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

182252
('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') 3.18699542946
('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]', ('7\tsp2\tNone\t2', '5\tpi\t6\t2'), '25') -9.16797167664

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:10])C1=CC=CO1.[N+:20](=O)=[O:21]>>CC(=[O+:10][N+:20](=O)[O-:21])C1=CC=CO1
( 10 pi 11 2 20 pi 21 2 )
( 10 sp2 None 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
n_O > π^*_N=O CC(=[O:10])C1=CC=CO1.[N+:20](=O)=[O:21]>>CC(=[O+:10][N+:20](=O)[O-:21])C1=CC=CO1 10=20;20,21=21

182338
('h', '[H:16][C:1]1=[C:2]([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') 2.11250698954
('l', '[H:16][C:1]1=[C:2]([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') 1.45139709071

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

183606
('h', '[H:13][c:3]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:16])[C:1](=[C:2]([N:11]2[H:19])[H:18])[H:17])[H:15])[H:14].[N+:5](=[O:12])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 1.62075545081
('l', '[H:13][c:3]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:16])[C:1](=[C:2]([N:11]2[H:19])[H:18])[H:17])[H:15])[H:14].[N+:5](=[O:12])=[O:6]', ('3\tpi\t10\t2;9\tpi\t8\t2', '5\tpi\t6\t2'), '25') 1.45076772486

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

[cH:10]1cc[c:13]2[c:12]([cH:11]1)C=CN2.[N+:20](=O)=[O:21]>>c1c[c+:13]2[c:12]([cH:11][cH:10]1[N+:20](=O)[O-:21])C=CN2
( 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 c1ccc2c(c1)[CH:11]=[CH:10]N2.[N+:20](=O)=[O:21]>>c1ccc2c(c1)[CH+:11][CH:10](N2)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
π_C:C > π_C:C > π^*_N=O [cH:10]1cc[c:13]2[c:12]([cH:11]1)C=CN2.[N+:20](=O)=[O:21]>>c1c[c+:13]2[c:12]([cH:11][cH:10]1[N+:20](=O)[O-:21])C=CN2 10,11=10,20;12,13=11,12;20,21=21

183631
('h', '[H:13][c:3]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:16])[C:1](=[C:2]([N:11]2[H:19])[H:18])[H:17])[H:15])[H:14].[N+:5](=[O:12])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 1.62075545081
('l', '[H:13][c:3]1[c:4]([c:7]([c:8]2[c:9]([c:10]1[H:16])[C:1](=[C:2]([N:11]2[H:19])[H:18])[H:17])[H:15])[H:14].[N+:5](=[O:12])=[O:6]', ('11\tsp3\tNone\t2', '5\tpi\t6\t2'), '25') -9.2020406636

c1ccc2c(c1)C=C[NH:10]2.[N+:20](=O)=[O:21]>>c1ccc2c(c1)C=C[NH+:10]2[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
π_C=C > π^*_N=O c1ccc2c(c1)[CH:11]=[CH:10]N2.[N+:20](=O)=[O:21]>>c1ccc2c(c1)[CH+:11][CH:10](N2)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
n_N > π^*_N=O c1ccc2c(c1)C=C[NH:10]2.[N+:20](=O)=[O:21]>>c1ccc2c(c1)C=C[NH+:10]2[N+:20](=O)[O-:21] 10=20;20,21=21

184100
('h', '[H:23][C:4]1=[C:3]([C:2](=[C:1]([C:13](=[C:12]1[H:24])[H:25])[N:11]([H:20])[C:9](=[O:10])[C:8]([H:18])([H:19])[C:7]([H:15])([H:16])[H:17])[H:21])[H:22].[N+:5](=[O:14])=[O:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 0.745288220736
('l', '[H:23][C:4]1=[C:3]([C:2](=[C:1]([C:13](=[C:12]1[H:24])[H:25])[N:11]([H:20])[C:9](=[O:10])[C:8]([H:18])([H:19])[C:7]([H:15])([H:16])[H:17])[H:21])[H:22].[N+:5](=[O:14])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 0.566370789776

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

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

185720
('h', '[H:18][C:11]1=[C:10]([C:9](=[C:8]([C:2](=[C:3]1[H:19])[H:20])[C:4](=[O:7])[C:1]([H:13])([H:14])[H:15])[H:16])[H:17].[N+:5](=[O:12])=[O:6]', ('3\tpi\t2\t2', '5\tpi\t6\t2'), '25') 2.29557725884
('l', '[H:18][C:11]1=[C:10]([C:9](=[C:8]([C:2](=[C:3]1[H:19])[H:20])[C:4](=[O:7])[C:1]([H:13])([H:14])[H:15])[H:16])[H:17].[N+:5](=[O:12])=[O:6]', ('10\tpi\t11\t2', '5\tpi\t6\t2'), '25') 2.2139674249

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

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

185789
('h', '[H:15][C:4]1=[C:3]([C:2](=[C:1]([C:8](=[C:7]1[H:11])[H:12])[Br:9])[H:13])[H:14].[N+:5](=[O:10])=[O:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 3.14226126062
('l', '[H:15][C:4]1=[C:3]([C:2](=[C:1]([C:8](=[C:7]1[H:11])[H:12])[Br:9])[H:13])[H:14].[N+:5](=[O:10])=[O:6]', ('3\tpi\t4\t2', '5\tpi\t6\t2'), '25') 2.20638834301

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

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

186285
('h', '[H:17][C:7]1=[C:8]([C:9](=[C:10]([C:1](=[C:2]1[H:16])[O:4][C:3]([H:13])([H:14])[H:15])[Br:11])[H:19])[H:18].[N+:5](=[O:12])=[O:6]', ('2\tpi\t1\t2', '5\tpi\t6\t2'), '25') 1.84438708149
('l', '[H:17][C:7]1=[C:8]([C:9](=[C:10]([C:1](=[C:2]1[H:16])[O:4][C:3]([H:13])([H:14])[H:15])[Br:11])[H:19])[H:18].[N+:5](=[O:12])=[O:6]', ('4\tsp3\tNone\t2', '5\tpi\t6\t2'), '25') -10.0216496108

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

C[O:10]C1=CC=CC=C1Br.[N+:20](=O)=[O:21]>>C[O+:10](C1=CC=CC=C1Br)[N+:20](=O)[O-:21]
( 10 pi 11 2 20 pi 21 2 )
( 10 sp3 None 2 20 pi 21 2 )
π_C=C > π^*_N=O CO[C:11]1=[CH:10]C=CC=C1Br.[N+:20](=O)=[O:21]>>CO[C+:11]1[CH:10](C=CC=C1Br)[N+:20](=O)[O-:21] 10,11=10,20;20,21=21
n_O > π^*_N=O C[O:10]C1=CC=CC=C1Br.[N+:20](=O)=[O:21]>>C[O+:10](C1=CC=CC=C1Br)[N+:20](=O)[O-:21] 10=20;20,21=21

186952
('h', '[H:16][c:1]1[c:4]([c:7]2[c:8]([c:9]([c:10]1[H:18])[N+:11](=[O:12])[O-:13])[C:14](=[C:15]([C:2](=[C:3]2[H:22])[H:21])[H:20])[H:19])[H:17].[Br:5][Br:6]', ('3\tpi\t2\t2', '5\tsigma\t6\t2'), '24') 2.90620155918
('l', '[H:16][c:1]1[c:4]([c:7]2[c:8]([c:9]([c:10]1[H:18])[N+:11](=[O:12])[O-:13])[C:14](=[C:15]([C:2](=[C:3]2[H:22])[H:21])[H:20])[H:19])[H:17].[Br:5][Br:6]', ('4\tpi\t7\t2;8\tpi\t9\t2', '5\tsigma\t6\t2'), '24') 1.99017212737

c1[cH:10][c:11]2[c:12]([c:13](c1)[N+](=O)[O-])C=CC=C2.[Br:20][Br:21]>>c1c[c+:13]([c:12]2[c:11]([cH:10]1[Br:20])C=CC=C2)[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 c1cc2c(c(c1)[N+](=O)[O-])C=C[CH:11]=[CH:10]2.[Br:20][Br:21]>>c1cc2c(c(c1)[N+](=O)[O-])C=C[CH+:11][CH:10]2[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C:C > π_C:C > σ^*_Br-Br c1[cH:10][c:11]2[c:12]([c:13](c1)[N+](=O)[O-])C=CC=C2.[Br:20][Br:21]>>c1c[c+:13]([c:12]2[c:11]([cH:10]1[Br:20])C=CC=C2)[N+](=O)[O-].[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

188895
('h', '[H:18][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:16](=[C:15]2[H:20])[H:21])[H:22])[H:23])[H:19])[C:11]([F:12])([F:13])[F:14])[H:17].[Br:5][Br:6]', ('3\tpi\t2\t2', '5\tsigma\t6\t2'), '24') 2.93425316215
('l', '[H:18][c:4]1[c:1]([c:10]([c:9]([c:8]2[c:7]1[C:3](=[C:2]([C:16](=[C:15]2[H:20])[H:21])[H:22])[H:23])[H:19])[C:11]([F:12])([F:13])[F:14])[H:17].[Br:5][Br:6]', ('1\tpi\t10\t2', '5\tsigma\t6\t2'), '24') 1.30687293758

c1cc2c(cc1C(F)(F)F)C=C[CH:11]=[CH:10]2.[Br:20][Br:21]>>c1cc2c(cc1C(F)(F)F)C=C[CH+:11][CH:10]2[Br:20].[Br-:21]

[cH:10]1cc2c(c[c:11]1C(F)(F)F)C=CC=C2.[Br:20][Br:21]>>c1[cH:10]([c+:11](cc2c1C=CC=C2)C(F)(F)F)[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 c1cc2c(cc1C(F)(F)F)C=C[CH:11]=[CH:10]2.[Br:20][Br:21]>>c1cc2c(cc1C(F)(F)F)C=C[CH+:11][CH:10]2[Br:20].[Br-:21] 10,11=10,20;20,21=21
π_C:C > σ^*_Br-Br [cH:10]1cc2c(c[c:11]1C(F)(F)F)C=CC=C2.[Br:20][Br:21]>>c1[cH:10]([c+:11](cc2c1C=CC=C2)C(F)(F)F)[Br:20].[Br-:21] 10,11=10,20;20,21=21

190500
('h', '[H:20][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:14])[H:15])[Br:13])[H:16])[H:17])[H:18])[H:19].[Br:5][Br:6]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') 3.53326512169
('l', '[H:20][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:14])[H:15])[Br:13])[H:16])[H:17])[H:18])[H:19].[Br:5][Br:6]', ('11\tpi\t12\t2', '5\tsigma\t6\t2'), '24') 2.90975142527

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

[CH:11]1=[CH:10]C2=CC=CC(=C2C=C1)Br.[Br:20][Br:21]>>C1=CC(=C2C=C[CH+:11][CH:10](C2=C1)[Br:20])Br.[Br-:21]
( 10 pi 11 2; 12 pi 13 2 20 sigma 21 2 )
( 10 pi 11 2 20 sigma 21 2 )
π_C=C > π_C=C > σ^*_Br-Br C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br.[Br:20][Br:21]>>C1=C[C:11]2=[C:12](C=C1)[C+:13](C=C[CH:10]2[Br:20])Br.[Br-:21] 10,11=10,20;12,13=11,12;20,21=21
π_C=C > σ^*_Br-Br [CH:11]1=[CH:10]C2=CC=CC(=C2C=C1)Br.[Br:20][Br:21]>>C1=CC(=C2C=C[CH+:11][CH:10](C2=C1)[Br:20])Br.[Br-:21] 10,11=10,20;20,21=21

190627
('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') 3.57107360937
('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', '5\tsigma\t6\t2'), '24') 2.93812822266

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]1ccc2c([cH:10]1)C=CC(=C2)Br.[Br:20][Br:21]>>c1cc2c([cH:10]([cH+:11]1)[Br:20])C=CC(=C2)Br.[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)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 > σ^*_Br-Br [cH:11]1ccc2c([cH:10]1)C=CC(=C2)Br.[Br:20][Br:21]>>c1cc2c([cH:10]([cH+:11]1)[Br:20])C=CC(=C2)Br.[Br-:21] 10,11=10,20;20,21=21

190636
('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') 3.57107360937
('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]', ('12\tpi\t11\t2', '5\tsigma\t6\t2'), '24') 3.05918355157

c1ccc2c(c1)[CH:11]=[CH:10]C(=C2)Br.[Br:20][Br:21]>>c1ccc2c(c1)C=C([CH:10]([CH+:11]2)[Br:20])Br.[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)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 > σ^*_Br-Br c1ccc2c(c1)[CH:11]=[CH:10]C(=C2)Br.[Br:20][Br:21]>>c1ccc2c(c1)C=C([CH:10]([CH+:11]2)[Br:20])Br.[Br-:21] 10,11=10,20;20,21=21

190643
('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') 3.57107360937
('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]', ('11\tpi\t12\t2;2\tpi\t3\t2', '5\tsigma\t6\t2'), '24') 3.43117773537

c1ccc2c(c1)[CH:10]=[CH:11][C:12](=[CH:13]2)Br.[Br:20][Br:21]>>c1ccc2c(c1)[CH+:13][C:12](=[CH:11][CH:10]2[Br:20])Br.[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 c1ccc2c(c1)[CH:10]=[CH:11][C:12](=[CH:13]2)Br.[Br:20][Br:21]>>c1ccc2c(c1)[CH+:13][C:12](=[CH:11][CH:10]2[Br:20])Br.[Br-:21] 10,11=10,20;12,13=11,12;20,21=21

190917
('h', '[H:12][C:1]1=[C:2]([O:7][C:3](=[C:4]1[N+:8](=[O:9])[O-:10])[H:11])[H:13].[Br:5][Br:6]', ('2\tpi\t1\t2', '5\tsigma\t6\t2'), '24') 3.45189529613
('l', '[H:12][C:1]1=[C:2]([O:7][C:3](=[C:4]1[N+:8](=[O:9])[O-:10])[H:11])[H:13].[Br:5][Br:6]', ('3\tpi\t4\t2', '5\tsigma\t6\t2'), '24') 3.13767691778

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

C1=CO[CH:10]=[C:11]1[N+](=O)[O-].[Br:20][Br:21]>>C1=CO[CH:10]([C+:11]1[N+](=O)[O-])[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 [CH:11]1=[CH:10]OC=C1[N+](=O)[O-].[Br:20][Br:21]>>C1=C([CH+:11][CH:10](O1)[Br:20])[N+](=O)[O-].[Br-:21] 10,11=10,20;20,21=21
π_C=C > σ^*_Br-Br C1=CO[CH:10]=[C:11]1[N+](=O)[O-].[Br:20][Br:21]>>C1=CO[CH:10]([C+:11]1[N+](=O)[O-])[Br:20].[Br-:21] 10,11=10,20;20,21=21

191001
('h', '[H:15][C:2]1=[C:1]([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'), '24') 4.25248014222
('l', '[H:15][C:2]1=[C:1]([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]', ('8\tpi\t9\t2', '5\tsigma\t6\t2'), '24') 4.14950627718

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

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

196708
('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') 5.02252223725
('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]', ('9\tpi\t8\t2;10\tsp3\tNone\t2', '2\tpi\t1\t2'), '793') -8.80777456747

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:11](=[O:10])[NH:12][C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)N.C(=O)(C(F)(F)F)[O-]>>C[C@H]([C:11]1=[NH+:12][C@@H]([C:20]([O:10]1)([OH:21])OCc2ccc(cc2)OC)Cc3ccccc3)N.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)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_N > π_O=C > π^*_C=O C[C@H]([C:11](=[O:10])[NH:12][C@H](Cc1ccccc1)[C:20](=[OH+:21])OCc2ccc(cc2)OC)N.C(=O)(C(F)(F)F)[O-]>>C[C@H]([C:11]1=[NH+:12][C@@H]([C:20]([O:10]1)([OH:21])OCc2ccc(cc2)OC)Cc3ccccc3)N.C(=O)(C(F)(F)F)[O-] 10,11=10,20;12=11;20,21=21

199075
('h', '[H:16][C:10]([H:17])([H:18])[C:9]([H:14])([H:15])[O:8][C:6](=[O:7])[C:5]([H:12])([H:13])[C:4](=[O+:1][H:2])[O:11][H:19].[H:20][O:3][H:21]', ('3\tsp3\tNone\t2', '2\tsigma\t1\t2'), '27') -10.5534211341
('l', '[H:16][C:10]([H:17])([H:18])[C:9]([H:14])([H:15])[O:8][C:6](=[O:7])[C:5]([H:12])([H:13])[C:4](=[O+:1][H:2])[O:11][H:19].[H:20][O:3][H:21]', ('3\tsp3\tNone\t2', '4\tpi\t1\t2'), '27') -10.6813214745

CCOC(=O)C[C:20](=[OH+:21])O.[OH2:10]>>CCOC(=O)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(CC(=O)OCC)O.[OH2:10]>>[H:20][OH2+:10].CCOC(=O)CC(=[O:21])O 10=20;20,21=21
n_O > π^*_C=O CCOC(=O)C[C:20](=[OH+:21])O.[OH2:10]>>CCOC(=O)C[C:20]([OH2+:10])([OH:21])O 10=20;20,21=21

211657
('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') -10.5558719447
('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') -10.9467095493

213351
('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') -10.5558719447
('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') -10.9467095493

213499
('h', '[H:7][C:3]([H:9])([H:10])[C:4](=[O:5])[O:8][C:1]([H:11])([O:6][H:12])[O:2][H:13]', ('2\tsp3\tNone\t2', '1\tsigma\t8\t2'), '27') 12.0498205607
('l', '[H:7][C:3]([H:9])([H:10])[C:4](=[O:5])[O:8][C:1]([H:11])([O:6][H:12])[O:2][H:13]', ('2\tsp3\tNone\t2', '1\tsigma\t6\t2'), '27') 11.9291329849

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

217015
('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') -12.085815829
('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]', ('7\tpi\t8\t2', '5\tp\tNone\t0'), '28') -12.0900219926

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.c1[cH:10][c:11]2c(cc1[N+](=O)[O-])C=CC=C2>>C[C:20](=O)[cH:10]1cc(cc2[c+:11]1C=CC=C2)[N+](=O)[O-]
( 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.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
π_C:C > p_C C[C+:20]=O.c1[cH:10][c:11]2c(cc1[N+](=O)[O-])C=CC=C2>>C[C:20](=O)[cH:10]1cc(cc2[c+:11]1C=CC=C2)[N+](=O)[O-] 10,11=10,20

218245
('h', '[H:19][c:6]1[c:11]([c:10]([c:9]2[c:8]([c:7]1[H:20])[C:3](=[C:2]([C:15](=[C:14]2[H:22])[H:23])[H:24])[H:25])[C:12]#[N:13])[H:21].[H:16][C:1]([H:17])([H:18])[C+:5]=[O:4]', ('3\tpi\t2\t2', '5\tp\tNone\t0'), '28') -12.0683092527
('l', '[H:19][c:6]1[c:11]([c:10]([c:9]2[c:8]([c:7]1[H:20])[C:3](=[C:2]([C:15](=[C:14]2[H:22])[H:23])[H:24])[H:25])[C:12]#[N:13])[H:21].[H:16][C:1]([H:17])([H:18])[C+:5]=[O:4]', ('2\tpi\t3\t2', '5\tp\tNone\t0'), '28') -12.0776438056

C[C+:20]=O.c1cc2c(c(c1)C#N)C=C[CH:11]=[CH:10]2>>C[C:20](=O)[CH:10]1[CH+:11]C=Cc2c1cccc2C#N

C[C+:20]=O.c1cc2c(c(c1)C#N)C=C[CH:10]=[CH:11]2>>C[C:20](=O)[CH:10]1C=Cc2c(cccc2C#N)[CH+:11]1
( 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.c1cc2c(c(c1)C#N)C=C[CH:11]=[CH:10]2>>C[C:20](=O)[CH:10]1[CH+:11]C=Cc2c1cccc2C#N 10,11=10,20
π_C=C > p_C C[C+:20]=O.c1cc2c(c(c1)C#N)C=C[CH:10]=[CH:11]2>>C[C:20](=O)[CH:10]1C=Cc2c(cccc2C#N)[CH+:11]1 10,11=10,20

220426
('h', '[H:24][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:18])[H:19])[Br:14])[H:20])[H:21])[H:22])[H:23].[H:15][C:6]([H:16])([H:17])[C+:5]=[O:7]', ('4\tpi\t3\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -11.7316827469
('l', '[H:24][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:18])[H:19])[Br:14])[H:20])[H:21])[H:22])[H:23].[H:15][C:6]([H:16])([H:17])[C+:5]=[O:7]', ('13\tpi\t12\t2', '5\tp\tNone\t0'), '28') -12.0776538437

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

C[C+:20]=O.[CH:10]1=[CH:11]C2=CC=CC(=C2C=C1)Br>>C[C:20](=O)[CH:10]1C=CC2=C(C=CC=C2[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.C1=C[C:11]2=[CH:10]C=C[C:13](=[C:12]2C=C1)Br>>C[C:20](=O)[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[C+:20]=O.[CH:10]1=[CH:11]C2=CC=CC(=C2C=C1)Br>>C[C:20](=O)[CH:10]1C=CC2=C(C=CC=C2[CH+:11]1)Br 10,11=10,20

220686
('h', '[H:12][C:6]1=[C:7]([N:8]([C:2](=[C:1]1[H:16])[H:15])[H:14])[H:13].[H:9][C:3]([H:10])([H:11])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -11.9818286918
('l', '[H:12][C:6]1=[C:7]([N:8]([C:2](=[C:1]1[H:16])[H:15])[H:14])[H:13].[H:9][C:3]([H:10])([H:11])[C+:5]=[O:4]', ('6\tpi\t7\t2', '5\tp\tNone\t0'), '28') -12.1178373268

C[C+:20]=O.[CH:10]1=[CH:11]NC=C1>>C[C:20](=O)[CH:10]1C=CN[CH+:11]1
( 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=CN[CH:10]=[CH:11]1>>C[C:20](=O)[CH:10]1[CH+:11]C=CN1 10,11=10,20
π_C=C > p_C C[C+:20]=O.[CH:10]1=[CH:11]NC=C1>>C[C:20](=O)[CH:10]1C=CN[CH+:11]1 10,11=10,20

222454
('h', '[H:16][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:19])[C:1](=[C:2]([N:12]2[H:22])[H:21])[H:20])[H:18])[H:17].[H:13][C:3]([H:14])([H:15])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.1197826041
('l', '[H:16][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:19])[C:1](=[C:2]([N:12]2[H:22])[H:21])[H:20])[H:18])[H:17].[H:13][C:3]([H:14])([H:15])[C+:5]=[O:4]', ('7\tpi\t8\t2;9\tpi\t10\t2', '5\tp\tNone\t0'), '28') -12.4259124641

C[C+:20]=O.c1ccc2c(c1)[CH:11]=[CH:10]N2>>C[C:20](=O)[CH:10]1[CH+:11]c2ccccc2N1

C[C+:20]=O.c1[cH:10][cH:11][c:12]2[c:13](c1)C=CN2>>C[C:20](=O)[cH:10]1cc[c+:13]2[c:12]([cH:11]1)NC=C2
( 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.c1ccc2c(c1)[CH:11]=[CH:10]N2>>C[C:20](=O)[CH:10]1[CH+:11]c2ccccc2N1 10,11=10,20
π_C:C > π_C:C > p_C C[C+:20]=O.c1[cH:10][cH:11][c:12]2[c:13](c1)C=CN2>>C[C:20](=O)[cH:10]1cc[c+:13]2[c:12]([cH:11]1)NC=C2 10,11=10,20;12,13=11,12

222456
('h', '[H:16][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:19])[C:1](=[C:2]([N:12]2[H:22])[H:21])[H:20])[H:18])[H:17].[H:13][C:3]([H:14])([H:15])[C+:5]=[O:4]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -12.1197826041
('l', '[H:16][c:6]1[c:7]([c:8]([c:9]2[c:10]([c:11]1[H:19])[C:1](=[C:2]([N:12]2[H:22])[H:21])[H:20])[H:18])[H:17].[H:13][C:3]([H:14])([H:15])[C+:5]=[O:4]', ('6\tpi\t11\t2;10\tpi\t9\t2', '5\tp\tNone\t0'), '28') -12.6498911203

C[C+:20]=O.[cH:10]1cc[c:13]2[c:12]([cH:11]1)C=CN2>>C[C:20](=O)[cH:10]1cc[c+:13]2[c:12]([cH:11]1)C=CN2
( 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.c1ccc2c(c1)[CH:11]=[CH:10]N2>>C[C:20](=O)[CH:10]1[CH+:11]c2ccccc2N1 10,11=10,20
π_C:C > π_C:C > p_C C[C+:20]=O.[cH:10]1cc[c:13]2[c:12]([cH:11]1)C=CN2>>C[C:20](=O)[cH:10]1cc[c+:13]2[c:12]([cH:11]1)C=CN2 10,11=10,20;12,13=11,12

223085
('h', '[H:23][C:8]1=[C:9]([C:1](=[C:2]([C:10](=[C:11]1[H:28])[H:27])[H:26])[H:25])[H:24].[H:17][C:6]([H:18])([H:19])[C+:5]([C:7]([H:20])([H:21])[H:22])[C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14]', ('2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -0.561366195464
('l', '[H:23][C:8]1=[C:9]([C:1](=[C:2]([C:10](=[C:11]1[H:28])[H:27])[H:26])[H:25])[H:24].[H:17][C:6]([H:18])([H:19])[C+:5]([C:7]([H:20])([H:21])[H:22])[C:4]([H:15])([H:16])[C:3]([H:12])([H:13])[H:14]', ('10\tpi\t11\t2;8\tpi\t9\t2', '5\tp\tNone\t0'), '28') -0.990579987019

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

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

223417
('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'), '28') -9.82255495034
('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]', ('6\tpi\t7\t2;2\tpi\t1\t2', '5\tp\tNone\t0'), '28') -10.3267542386

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

C[CH+:20]C.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)O>>C[CH:20](C)[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[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
π_C=C > π_C=C > p_C C[CH+:20]C.[CH:10]1=[CH:11][CH:12]=[C:13](C=C1)O>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1)O 10,11=10,20;12,13=11,12

225617
('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'), '28') -8.2875587109
('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]', ('8\tpi\t9\t2', '5\tp\tNone\t0'), '28') -8.5945211819

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

225832
('h', '[H:26][C:3]1=[C:4]([C:10](=[C:11]([C:1](=[C:2]1[H:25])[O:9][C:8]([H:22])([H:23])[H:24])[H:28])[N+:12](=[O:13])[O-:14])[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'), '28') -9.69210165492
('l', '[H:26][C:3]1=[C:4]([C:10](=[C:11]([C:1](=[C:2]1[H:25])[O:9][C:8]([H:22])([H:23])[H:24])[H:28])[N+:12](=[O:13])[O-:14])[H:27].[H:18][C+:5]([C:6]([H:15])([H:16])[H:17])[C:7]([H:19])([H:20])[H:21]', ('14\tsp3\tNone\t2', '5\tp\tNone\t0'), '28') -11.2398570583

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

C[CH+:20]C.COC1=CC=CC(=C1)[N+](=O)[O-:10]>>C[CH:20](C)[O:10][N+](=O)C1=CC(=CC=C1)OC
( 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.CO[C:13]1=[CH:12][CH:11]=[CH:10]C(=C1)[N+](=O)[O-]>>C[CH:20](C)[CH:10]1[CH:11]=[CH:12][C+:13](C=C1[N+](=O)[O-])OC 10,11=10,20;12,13=11,12
n_O > p_C C[CH+:20]C.COC1=CC=CC(=C1)[N+](=O)[O-:10]>>C[CH:20](C)[O:10][N+](=O)C1=CC(=CC=C1)OC 10=20

Total pairs: 232100
Total Errors: 2291
Num Skipped: 2170