Table 11.

Bond lengths in aromatic rings (in Å) for HOMA analysis of modeled oxidation processes of 2-nitrotoluene with permanganate ions (R – reactants, TS – transition states, P – products) at IEFPCM/B3LYP/6-31+G(d,p) theory level

Parameter	R	TS	P	Parameter	R	TS	P
2-nitrotoluene Cm attack
C1-C2	1.412	1.432	1.406
C2-C3	1.401	1.406	1.401
C3-C4	1.389	1.385	1.390
C4-C5	1.399	1.407	1.399
C5-C6	1.395	1.383	1.394
C1-C6	1.405	1.426	1.403
HOMA	0.948	0.824	0.962
EN	0.038	0.088	0.030
GEO	0.014	0.088	0.008
2-nitrotoluene C1-C2 attack				2-nitrotoluene C2-C3 attack
C1-C2	1.412	1.469	1.571	C1-C2	1.412	1.438	1.525
C2-C3	1.401	1.422	1.509	C2-C3	1.401	1.455	1.549
C3-C4	1.389	1.369	1.343	C3-C4	1.389	1.457	1.506
C4-C5	1.399	1.431	1.464	C4-C5	1.399	1.361	1.343
C5-C6	1.395	1.360	1.342	C5-C6	1.395	1.430	1.464
C1-C6	1.405	1.473	1.519	C1-C6	1.405	1.379	1.348
HOMA	0.948	0.230	−2.230	HOMA	0.948	0.385	−1.921
EN	0.038	0.275	1.263	EN	0.038	0.264	1.186
GEO	0.014	0.495	1.967	GEO	0.014	0.351	1.735
2-nitrotoluene C3-C4 attack				2-nitrotoluene C4-C5 attack
C1-C2	1.412	1.395	1.370	C1-C2	1.412	1.449	1.481
C2-C3	1.401	1.449	1.513	C2-C3	1.401	1.382	1.344
C3-C4	1.389	1.440	1.532	C3-C4	1.389	1.412	1.503
C4-C5	1.399	1.421	1.502	C4-C5	1.399	1.447	1.534
C5-C6	1.395	1.376	1.346	C5-C6	1.395	1.451	1.508
C1-C6	1.405	1.429	1.466	C1-C6	1.405	1.369	1.348
HOMA	0.948	0.597	−1.471	HOMA	0.948	0.478	−1.625
EN	0.038	0.237	1.151	EN	0.038	0.237	1.089
GEO	0.014	0.166	1.320	GEO	0.014	0.284	1.537
2-nitrotoluene C5-C6 attack				2-nitrotoluene C1-C6 attack
C1-C2	1.412	1.395	1.359	C1-C2	1.412	1.467	1.527
C2-C3	1.401	1.436	1.467	C2-C3	1.401	1.382	1.354
C3-C4	1.389	1.359	1.340	C3-C4	1.389	1.411	1.448
C4-C5	1.399	1.449	1.504	C4-C5	1.399	1.379	1.347
C5-C6	1.395	1.443	1.534	C5-C6	1.395	1.416	1.503
C1-C6	1.405	1.429	1.527	C1-C6	1.405	1.459	1.562
HOMA	0.948	0.501	−1.726	HOMA	0.948	0.454	−1.975
EN	0.038	0.240	1.163	EN	0.038	0.248	1.221
GEO	0.014	0.259	1.564	GEO	0.014	0.298	1.754