Electronic Spectra of ortho-Substituted Phenols: An Experimental and DFT Study

Table 4

NBO population analyses for the respective compounds.

Bond	Type	Phenol		2-Chlorophenol		2-Aminophenol		2-Nitrophenol
		ED	Occupancy	ED	Occupancy	ED	Occupancy	ED	Occupancy
C1-C2		1.982	50.2% C1-49.8% C2	1.982	50% C1-50% C2	1.981	50% C1-50% C2	1.982	50.1% C1-49.9% C2
C1-C6		1.978	49.7% C1-50.3% C6	1.978	49.6% C1-50.4% C6	1.977	49.7% C1-50.3% C6	1.980	49.7% C1-50.3% C6
C1-C6		1.696	47.8% C1-52.2% C6	1.696	48.2% C1-51.8% C6	1.696	47.9% C1-52.1% C6	1.698	46.4% C1-53.6% C6
C2-C3		1.981	49.7% C2-50.3% C3	1.972	49.2% C2-50.8% C3	1.978	49.4% C2-50.6% C3	1.978	49.3% C2-50.7% C3
C2-C3		1.680	51.9% C2-48.1% C3	1.686	51.4% C2-48.6% C3	1.690	51.5% C2-58.5% C3	1.702	53% C2-47% C3
C3-C4		1.977	49.4% C3-50.6% C4	1.980	48.5% C3-51.5% C4	1.979	49.1% C3-50.9% C4	1.974	48.3% C3-51.7% C4
C4-C5		1.981	49.6% C4-50.4% C5	1.980	50.6% C4-49.4% C5	1.975	50.2% C4-49.8% C5	1.978	51% C4-49% C5
C4-C5		1.659	54.2% C4-45.8% C5	1.673	56.7% C4-43.3% C5	1.636	55.1% C4-44.9% C5	1.612	60% C4-40% C5
C5-C6		1.976	50.7% C5-49.3% C6	1.970	51.2% C5-48.8% C6	1.976	50.9% C5-49.1% C6	1.976	51.2% C5-48.8% C6
C5-O11		1.995	33.3% C5-66.7% O11	1.995	33.9% C5-66.1% O11	1.995	33.8% C5-66.2% O11	1.994	34.4% C5-65.6% O11
C4-Cl13				1.989	45% C4-55% Cl13
C4-N12						1.990	40.8% C4-59.2% N2
C4-N14								1.989	37.3% C4-62.7% N14
N12-O14								1.996	49.1% N12-50.9% O14
								1.988	39.9% N12-60.1% O14
N12-O15								1.995	49% N12-50.1% O15
LP (1)O11		1.979	100% O11	1.978	100% O11	1.979	100% O11	1.973	100% O11
LP (2)O11		1.881	100% O11	1.867	100% O11	1.860	100% O11	1.807	100% O11
LP (1)Cl13				1.994	100% O11
LP (2)Cl13				1.959	100% O11
LP (3)Cl13				1.943	100% O11
LP (1)O14								1.982	100% O14
LP (2)O14								1.890	100% O14
LP (1)O15								1.975	100% O15
LP (2)O15								1.898	100% O15
LP (3)O15								1.530	100% O15