Crystal structure, DFT study, hirshfeld surface and PIXEL energy calculations of benzimidazolium and hexadecylaminium hydrogen maleate salts

Abstract Two new organic dicarboxylate salts, namely Benzimidazolium hydrogen maleate (BHM) (1) and Hexadecylaminium hydrogen maleate (HDHM) (2) have been prepared and characterized by single crystal X-ray diffraction, FT-IR and TG/DTA analysis. The crystal structures of both the compounds are stabilized by intramolecular O H⋯O and intermolecular N H⋯O,C H⋯O hydrogen bonds. The supramolecular structure of the salts consists of various ring motifs generating diverse 2D and 3D architectures. The structural parameters were correlated with computed geometrical parameters obtained from DFT/B3LYP quantum chemical calculations using 6–31++g(d,p) basis set. The experimentally determined vibrational frequencies were matched with theoretically achieved FTIR modes and the complete vibrational assignments were done based on PED calculations. The TG/DTA studies reveal the thermal stability of the title compounds. Molecular electrostatic potential mapping were drawn to understand the chemical reactivity based on their charge distribution. The Frontier Molecular orbitals and other related molecular energies were evaluated using the same theoretical calculations. Hirshfeld surface analysis and its associated fingerprint plots were visualised to make clear signs on entity of intermolecular contacts and their impact on crystal packing. The intermolecular and lattice energies of the compounds were studied using PIXELC method to elucidate the quantitative information on interactions appeared between the molecules.