Table 2.

Selected geometric parameters (d – distances in Å, α,Φ – angles in °) and HOMA aromaticity indexes of modeled oxidation processes of toluene 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
Toluene Cm attack				Toluene C1-C2 attack
d Cm-H	1.098	1.521	2.448	d C1-C2	1.403	1.451	1.552
d H-O1	2.583	1.103	0.969	d C1-O1	4.430	1.978	1.450
d Cm-O2	4.245	2.726	1.414	d C2-O2	4.564	1.957	1.435
d O1-Mn	1.600	1.703	1.819	d O1-Mn	1.600	1.658	1.804
d O2-Mn	1.600	1.629	1.822	d O2-Mn	1.600	1.661	1.806
α O1-H-Cm	169.5	179.3	116.8	α O1-C1-C2	109.0	103.9	106.7
α H-Cm-O2	35.5	54.6	80.2	α C1-C2-O2	86.7	106.6	107.9
α Cm-O2-Mn	94.3	103.8	126.4	α C2-O2-Mn	100.4	115.5	115.0
α O2-Mn-O1	109.4	95.5	97.9	α O2-Mn-O1	109.5	97.4	87.8
α Mn-O1-H	117.4	105.4	112.1	α Mn-O1-C1	94.8	116.1	115.3
Φ C1-Cm-O2-Mn	−89.1	3.3	−82.3	Φ C1-Cm-O2-Mn	29.5	−5.6	−23.7
HOMA	0.958	0.909	0.962	HOMA	0.959	0.459	−1.890
Toluene C2-C3 attack				Toluene C3-C4 attack
d C2-C3	1.398	1.444	1.537	d C3-C4	1.398	1.444	1.538
d C2-O1	4.589	1.942	1.443	d C3-O1	4.730	1.969	1.437
d C3-O2	4.936	1.968	1.435	d C4-O2	4.586	1.945	1.443
d O1-Mn	1.600	1.662	1.807	d O1-Mn	1.600	1.661	1.808
d O2-Mn	1.600	1.660	1.810	d O2-Mn	1.600	1.662	1.807
α O1-C2-C3	102.4	105.8	107.4	α O1-C3-C4	78.1	105.0	107.3
α C2-C3-O2	92.1	105.4	107.1	α C3-C4-O2	115.0	106.2	107.9
α C3-O2-Mn	97.3	115.3	114.3	α C4-O2-Mn	110.0	115.8	113.9
α O2-Mn-O1	109.5	97.4	87.9	α O2-Mn-O1	109.4	97.4	80.0
α Mn-O1-C2	106.4	116.1	113.7	α Mn-O1-C3	123.4	115.5	114.8
Φ C1-Cm-O2-Mn	34.1	1.4	25.9	Φ C1-Cm-O2-Mn	−28.9	0.1	−25.2
HOMA	0.958	0.485	−1.722	HOMA	0.958	0.490	−1.701