Indole-3-carbaldehyde Semicarbazone Derivatives: Synthesis, Characterization, and Antibacterial Activities

Table 1

Computational results, at the B3LYP/6–311++G(d,p) level of theory, for the synthesized compounds 1–4.

Compounds
Conformers	1		2		3		4
	cisE	Others^a	cisE	Others^a	cisE	Others^a	cisE	Others^a
Gas phase
ΔH^b	0	>5	0	>5	0	>4	0	>11
μ^c	6.6	≤8.6	6.6	≤7.8	5.0	≤6.4	9.8	≤10.6
Population^d	98.4	≤1.6	98.3	≤1.7	97.1	≤2.9	99.3	≤0.7
DMSO
ΔH^b	0	>8	0	≥9	0	>7	0	>10
μ^c	8.9	≤12.4	9.0	≤11.8	6.6	≤9.4	13.9	≤16.2
Population^d	99	≤0.9	99.1	≤0.7	98.8	≤1.1	99.5	≤0.3
Acetone
ΔH^b	0	>8	0	≥9	0	>7	0	>10
μ^c	8.8	≤12.2	8.9	≤11.6	6.6	≤9.2	13.8	≤15.8
Population^d	99	≤0.9	99.1	≤0.8	98.8	≤1.1	99.4	≤0.5

^atrans E, cis Z, and trans Z conformers. ^bRelative enthalpy of stable conformer, in kJ·mol⁻¹. ^cElectric dipolar moment, in D (debye). ^dEquilibrium molar fractions or conformational population in %.