DFT and molecular docking study of the effect of a green solvent (water and DMSO) on the structure, MEP, and FMOs of the 1-ethylpiperazine-1,4-diium bis(hydrogenoxalate) compound

Abstract

We report in this study the influence of green solvents (water and DMSO) effect in structural parameters, frontier molecular orbital's (FMO's) and molecular electrostatic potential surface analysis (MEPS) of 1-ethylpiperazine-1,4-diium bis(hydrogenoxalate) (1EPBH) compound by means of DFT method. The compound has been examined by signal-crystal X-ray diffraction (XRD), infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy. The theoretical calculations were carried out by density functional theory (DFT) method by using B3LYP/6-311++G(d,p) as the basis set. The Atom Centered Density Matrix propagation (ADMP) dynamic approach has been used. Based on the density functional theory calculation, a series of studies have been carried out to determine the noncovalent interactions in the 1EPBH compound. The types and strengths of interactions between hydrogen bonds have been established using the atoms in molecule method (AIM), electron localization function (ELF) and localization orbital locator (LOL). The average local ionization energy (ALIE) study has been carried out. The Hirsfeld surface analysis has been employed to examine the nature of intermolecular contacts in the crystal structure. The strong and weak attractive, repulsive, and van der Waals interactions in the 1EPBH molecule have been determined by the reduced density gradient method (RDG). The natural bonding orbital (NBO) and the Mulliken charges have been computed for the investigated molecule with the density functional theory. The 13C and 1H nuclear magnetic resonance has been applied to confirm the molecular structure. Fourier-transform (IR) and ultraviolet–visible spectra (UV–visible) of the 1EPBH compound has been recorded in the ranges of 4000–500 cm−1 and 250–400 nm, respectively. Finally, the biological activities of 1-Ethylpiperazine-1,4-diium bis(hydrogenoxalate) have been examined. It is shown that the investigated compound (chosen as a ligand) can serve as an important epilepsy and cancer inhibitor.