Supramolecular architecture and computational studies of nicotinohydrazide and furan-2-carbohydrazide crystals

Abstract

Single crystals of N'-(1-(Benzo[d][1,3]dioxol-5-yl]ethylidene) nicotinohydrazide (I) and N'-(1-(benzo[d][1,3]dioxol-5-yl)ethylidene)furan-2-carbohydrazide (II) were grown by slow evaporation solution growth technique. (I) and (II) belong to the triclinic and monoclinic systems with centrosymmetric space groups Pī and C2/c respectively. The molecules are associated by weak CH⋯O, NH⋯N, CH … π and π-π stacking interactions, which are responsible for the formation and strengthening of the supramolecular assembly. Inter- and intramolecular hydrogen-bonding interactions support the supramolecular architecture in the crystal packing. The band gap energy is estimated by the application of the Kubelka–Munk algorithm. Theoretical calculations were performed using density functional theory (DFT) to derive the optimized geometry, dipole moment, first-order molecular hyperpolarizability and HOMO–LUMO energies. The distributions of the various atoms were probed by Mulliken population analysis. Hirshfeld surface analysis given an idea about the close contacts associated with molecular interactions. Fingerprint plots of the Hirshfeld surfaces were used to locate and analyze the percentage of hydrogen bonding interactions.