Synthesis, crystal structure, DFT studies and biological activity of (Z)-3-(3-bromophenyl)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxyprop-2-en-1-one

Table 4 Second-order perturbation analysis interactions in C₁₄ H₁₃ Br N₂ O₂

Donor (i)			Acceptor (j)			E(2)	ε_i− ε_j	F(i, j)
NBO type occupation			NBO type occupation			kcal.mol⁻¹	a.u.	a.u.
O1	LP	1.79161	C1–C2	π*	0.25875	44.40	0.36	0.114
N1	LP	1.52345	C5–C6	π*	0.32998	38.56	0.31	0.101
C1–C2	π	1.76788	O2–C3	π*	0.32146	32.54	0.28	0.087
N1	LP	1.52345	N2–C4	π*	0.46366	31.65	0.28	0.084
C5–C6	π	1.76975	N2–C4	π*	0.46366	29.85	0.27	0.085
C2–H2	σ	1.96995	C13–C14	π*	0.35711	22.20	4.36	0.304
C11–C12	π	1.65057	C9–C10	π*	0.37373	21.06	0.29	0.070
C9–C10	π	1.62726	C11–C12	π*	0.32589	20.12	0.28	0.068
C13–C14	σ	1.67945	C11–C12	π*	0.32589	20.03	0.30	0.070
C13–C14	σ	1.67945	C9–C10	π*	0.37373	17.75	0.30	0.067
O2	LP	1.90100	C3–C4	σ*	0.05429	16.30	0.75	0.100
N2–C4	π	1.83133	O2–C3	π*	0.32146	15.55	0.31	0.064
C9–C10	π	1.62726	C1–C2	π*	0.25875	14.87	0.29	0.060
N2–C4	π	1.83133	C5–C6	π*	0.32998	13.19	0.34	0.062
O2	LP	1.90100	O1–HO1	σ*	0.03204	12.68	1.12	0.108
O2	LP	1.90100	C2–C3	σ*	0.04207	12.25	0.80	0.090
C1–C2	π	1.76788	C9–C10	π*	0.37373	9.46	0.29	0.049

E(2) is the hyper conjugative interaction energy, εi − εj the energy difference between i and j NBO orbitals and F(i, j) the Fock matrix element between i and j NBO orbital
LP lone pair

ISSN: 2661-801X