Crystal structure, spectroscopic, quantum chemical and Hirshfeld surface analysis of [2–(3, 4–Dimethoxy–phenyl)–ethyl]–(4–nitro–benzylidene)–amine: A combined experimental and theoretical study

Abstract

• Single crystal structure of a new Schiff base compound is reported. • Hirshfeld surface analysis and MESP energy calculation analyzed. • HOMO and LUMO levels are illustrated by DOS spectrum. • The energy gap is identified by OLED's using UV–Vis spectrum. Pharmacologically active Schiff's name compound base, C 17 H 18 N 2 O 4 , was synthesized 3,4–dimethoxy phenethylamine and p –nitrobenzaldehyde. The compound was crystallized in the triclinic system, in the space group P 1 ¯ . Crystal lattice parameters were confirmed by single crystal X-ray diffraction. The crystal structure is stabilized by two weak intermolecular C8—H8B•••O2 and C13—H8C•••O2 hydrogen bonds. Crystal structure offers comprehensive details on non-covalent interactions in 2DPENBA. The optimized geometrical parameters have been carried out by HF and DFT methods and compared with the experimental XRD values. The experimental FT- IR and FT – Raman vibrational frequencies are analysed and compared with theoretically predicted vibrational frequencies. The intermolecular interactions have been quantified using Hirshfeld surface analysis and quantum chemical calculations are studied extensively. The absorption and transmittance spectra were obtained for UV–visible–NIR spectroscopy analysis. The optical band gap was determined using the transmission data.