Molecular modeling, spectroscopic and structural studies on newly synthesized ligand N-benzoyl-2-isonicotinoylhydrazine-1-carboxamide

Abstract

The new ligand N-benzoyl-2-isonicotinoylhydrazine-1-carboxamide (BIsoH) was synthesized and characterized by FTIR, 1H NMR, Mass and UV–Vis spectra. The spectral data indicated that BIsoH exists of keto-form. To shed more light on structure of the BIsoH, Quantum chemical calculations of the geometrically optimized structure, spectral data (IR, 1H NMR and UV–Vis) and Natural Bond Orbital (NBO) analysis have been carried out by DFT/B3LYP method. The structural parameters bond lengths, angles, and dihedral angles, displayed good agreement with the x-ray data of analogue molecules. Good agreement observed between the experimental and DFT computed IR and 1H NMR spectral data. The electronic spectrum, in DMSO, compared with TD-DFT calculations to explore the nature and contribution of the molecular orbitals into the observed transitions. The NBO data revealed that, the E(2) values for the electron density transfer of the hydrazinic nitrogen atoms lone pair to the anti-bonding molecular orbit of the carbonyl groups are 37.07 and 30.75 kJ/mol. HOMO-LUMO energy gap and Mulliken atomic charges are also calculated and properly presented.