Table 6.

Selected geometric parameters (d – distances in Å, α,Φ – angles in °) of modeled oxidation processes of 2,6-dinitrotoluene 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
2,6-dinitrotoluene Cm attack				2,6-dinitrotoluene C1-C2 attack
d Cm-H	1.096	1.593	2.863	d C1-C2	1.409	1.475	1.582
d m-O1	2.434	1.077	0.966	d C1-O1	4.056	1.711	1.418
d Cm-O2	3.828	2.897	1.407	d C2-O2	4.325	2.400	1.369
d O1-Mn	1.601	1.701	1.814	d O1-Mn	1.599	1.679	1.817
d O2-Mn	1.599	1.604	1.822	d O2-Mn	1.599	1.609	1.844
α O1-H-Cm	169.4	176.5	116.9	α O1-C1-C2	76.7	107.3	105.5
α H-Cm-O2	44.1	55.1	60.8	α C1-C2-O2	119.1	100.1	109.5
α Cm-O2-Mn	98.3	100.4	141.7	α C2-O2-Mn	99.7	103.2	115.9
α O2-Mn-O1	109.2	99.3	101.2	α O2-Mn-O1	109.4	100.9	86.1
α Mn-O1-H	112.1	108.8	111.5	α Mn-O1-C1	134.3	127.2	141.8
Φ C1-Cm-O2-Mn	83.9	−22.9	−21.3	Φ C1-C2-O2-Mn	−12.4	9.3	17.6
2,6-dinitrotoluene C2-C3 attack				2,6-dinitrotoluene C3-C4 attack
d C2-C3	1.396	1.457	1.562	d C3-C4	1.391	1.444	1.536
d C2-O1	3.857	2.314	1.363	d C3-O1	3.358	1.725	1.423
d C3-O2	3.315	1.678	1.427	d C4-O2	4.085	2.229	1.433
d O1-Mn	1.599	1.614	1.841	d O1-Mn	1.600	1.689	1.817
d O2-Mn	1.603	1.692	1.807	d O2-Mn	1.599	1.623	1.815
α O1-C2-C3	61.2	99.3	110.2	α O1-C3-C4	124.3	109.2	107.6
α C2-C3-O2	129.6	110.8	107.9	α C3-C4-O2	75.7	101.5	108.6
α C3-O2-Mn	104.6	124.5	115.5	α C4-O2-Mn	111.6	106.8	113.7
α O2-Mn-O1	108.9	99.9	86.8	α O2-Mn-O1	109.3	99.4	87.7
α Mn-O1-C2	116.9	105.4	116.4	α Mn-O1-C3	117.9	122.6	114.8
Φ C2-C3-O2-Mn	57.7	2.9	−18.5	Φ C3-C4-O2-Mn	11.8	−7.4	−24.5