Table 5.

Second-order perturbation analysis of the interaction between donor and acceptor orbitals of compound 1 in NBO basis.

Donor (i)	Type	Acceptor (j)	Type	E(2), kcal/mol	Donor (i)	Type	Acceptor (j)	Type	E(2), kcal/mol
C1–C2	σ	C1–C6	σ∗	3.43	N12–N13	σ	C1–C9	σ∗	2.78
		C1–C9	σ∗	1.26			C10–C14	π∗	0.81
		C2–C3	σ∗	2.09	C20–C21	π	C22–C23	π∗	21.35
		C2–H7	σ∗	1.36			C24–C25	π∗	16.81
C1–C2	π	C5–C6	π∗	24.04	C20–C25	σ	C20–C21	σ∗	2.12
		C3–C4	π ∗	18.02			C24–C25	σ∗	2.04
C1–C6	σ	C5–C6	σ∗	2.91	C22–C23	σ	C23–C24	σ∗	3.86
C1–C9	σ	C9–N12	σ∗	1.09	C22–C23	π	C20–C21	π∗	16.32
		N12–N13	σ∗	5.21			C24–C25	π∗	19.51
C2–C3	σ	C1–C2	σ∗	2.33	C23–C24	σ	C22–C23	σ∗	3.98
		C4–O34	σ∗	3.79			C23–H28	σ∗	1.72
C3–C4	σ	C4–C5	σ∗	2.90			C24–H29	σ∗	0.91
		C36–O45	σ∗	0.72	C24–C25	σ	C20–C25	σ∗	2.03
C3–C4	π	C1–C2	π∗	21.81			C23–C24	σ∗	2.38
		C5–C6	π ∗	16.42	C24–C25	π	C20–C21	π∗	22.96
C4–C5	σ	C3–C4	σ∗	3.18			C22–C23	π∗	18.16
		C3–O45	σ∗	4.06	N12	n1	C1–C9	σ∗	2.55
		C5–H8	σ∗	1.66	N13	n1	C9–N12	σ∗	0.62
C5–C6	σ	C1–C6	σ∗	3.54			C10–S15	σ∗	1.70
		C1–C9	σ∗	3.37	S14	n1	C10–N13	σ∗	2.99
C5–C6	π	C1–C2	π∗	16.58			C10–S15	σ∗	3.28
		C3–C4	π∗	21.91	S15	n1	C10–S14	σ∗	4.16
C9–N12	σ	C10–N13	σ∗	1.62		n2	C10–S14	π∗	25.70
C9–N12	π	C1–C2	π∗	5.48	O34	n1	C3–C4	σ∗	5.07
		C9–N12	π∗	0.54		n2	C3–C4	π∗	19.03
C10–N13	σ	C11–S15	σ∗	0.75	O44	n1	C5–C6	σ∗	5.15
C10–S14	σ	N13–H16	σ∗	0.58		n2	C5–C6	π∗	18.55
C10–S14	π	C10–S14	π∗	0.86	O45	n1	C3–C4	σ∗	1.98
C11–S15	σ	C11–C22	σ∗	0.64		n2	C2–C3	σ∗	6.16
		C21–C22	σ∗	8.13	C3–C4	π∗	C1–C2	π∗	270.05
C20–C21	σ	C20–C25	σ∗	2.02	C5–C6	π∗	C1–C2	π∗	255.00
		C20–H26	σ∗	0.99	C9–N12	π∗	C1–C2	π∗	103.13
		C21–C22	σ∗	3.23	C22–C23	π∗	C20–C21	π∗	173.98
		C21–H27	σ∗	1.33			C24–C25	π∗	130.97