Crystal structure, Hirshfeld surface analysis, PIXEL energy and molecular electronic properties on [2-(2-nitrobenzylidene)-amino naphthalene

Abstract

Abstract The title compound [2-(2-nitrobenzylidene)-amino naphthalene] [C17H12N2O2] prepared by the reaction of 4-nitrobenzaldehyde (4NB) with 2- naphthylamine (2NA) in ethanol, was crystallized in the monoclinic system with the space group P21/c, with lattice parameters a = 17.8202(12)A, b = 4.9655(3)A, c = 15.3417(10)A, α = 90°, β = 96.303(2)°, γ = 90° and Z = 4. The asymmetric unit comprises a single Schiff base molecule. Title molecule is almost planar, the dihedral angle between the benzene rings and naphthalene ring is 8.90(8)°. The revision of intermolecular interactions using Hirshfeld surface analysis established that the most important role in the stability of crystal structure was provided by hydrogen bonding interactions. Various intermolecular interactions and their energies are quantified using PIXEL calculations. An adequate agreement has been found between the calculated and the experimental geometrical parametersthe title compound. The HOMO and LUMO analysis is used to determine the charge transfer between the benzene and naphthalene rings.