Spectroscopic (FT-IR, FT-Raman, UV, NMR, NLO) investigation and molecular docking study of 1-(4-Methylbenzyl) piperazine

Abstract

The title compound, 1-(4-Methylbenzyl) piperazine, was analyzed by recording FT-IR (4000-400 cm−1) and FT-Raman (4000-100 cm−1) spectra in solid phase, 1H and 13C NMR in CDCl3 (deuterated chloroform) and UV spectrum (200–400 nm) in solid phase and in ethanol solution. The different conformers of the compound and their minimum energies were studied by potential energy surface scan, using semi-empirical method PM6. Density functional theory (DFT) calculation with 6–311++G (d, p) basis set along with B3LYP and B3PW91 functionals have been used to compute ground state molecular geometries and vibrational frequencies. The assignments of the vibrational spectra have carried out with the help of Potential Energy distribution (PED) analysis. Factor group analysis has also been tabulated. Charge distribution, Frontier Molecular Orbitals, UV–Vis spectra, Molecular Electrostatic Potential (MEP) maps, Non-linear optical (NLO) property and thermodynamic properties of the title compound at different temperatures, were determined using B3LYP functional along with 6–311++G (d, p) basis set. The theoretical 1H and 13C NMR chemical shifts were computed using B3LYP functional with 6–311++G (2d, p) basis sets. Natural Bond orbital analysis were computed and possible transitions were correlated with the electronic transitions. The title compound not only exhibits appreciable dipole moment and hyper polarizability (indicating good NLO properties) but also forms a stable complex with Bacillus cereus, (2HUC), with binding affinity −6.7 kcal/mol through molecular docking, suggesting that, it might exhibit inhibitory activity against Bacillus cereus.