X–ray crystal structure, Hirshfeld surface analysis, DFT and electronic properties of (E)–4–chloro–N′–(2,4–dihydroxy–benzylidene) benzohydrazide

Abstract

Abstract A new compound of the title Schiff base (C14H11ClN2O3) was synthesized and characterized by using spectroscopic tools such as IR, NMR (1H and 13C), UV visible spectral and finally the structure was confirmed by the single crystal X–ray diffraction studies. The compound was crystallized in the monoclinic crystal system, with the space group P21/c. The unit cell parameters were confirmed by single crystal X–ray diffraction. The molecular packing is controlled by intermolecular hydrogen bonds and π− π stacking interactions. The crystal and molecular structure of the title Schiff base are linked via few intermolecular O–H···O, N–H···O hydrogen bond and an intramolecular O–H···N hydrogen bond. Geometrical parameters have been carried out by the computational density functional theory (DFT) B3LYP/6–311 G (d,p) and compared with the XRD values. Further, Hirshfeld surface and electrostatic potential surface analysis were carried out to understand the intermolecular interactions along with their graphical visualization.