N-naphthyl-3-ethoxysalicylideneimine: Synthesis, crystal structure, optical properties, theoretical calculations
Journal of Molecular Structure, vol.1347, 2025 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 1347
- Publication Date: 2025
- Doi Number: 10.1016/j.molstruc.2025.142896
- Journal Name: Journal of Molecular Structure
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex, INSPEC
- Keywords: Crystal structure, DFT, Hirshfeld surface analysis, Schiff base, Synthesis
- Open Archive Collection: Article
- Azerbaijan State University of Economics (UNEC) Affiliated: No
Abstract
This study details the fabrication and comprehensive characterization of the naphthyl-functionalized N-salicylidenaniline derivative, viz. N-naphthyl-3-ethoxysalicylideneimine (1), which was synthesized via a direct ethanol-mediated condensation of 3-ethoxysalicylaldehyde and 1-naphthylamine, and under solvent-free grinding of the starting materials. The asymmetric unit of the 1 crystal structure comprises two molecules. The isolated materials were characterized using IR and 1H NMR spectroscopy. X-ray diffraction confirmed structural integrity and phase purity of the obtained materials. The Hirshfeld surface analysis provided insights into the distinct crystal packing arrangements of 1. The optical properties of 1 were investigated via solid-state diffuse reflectance spectroscopy and solution-phase UV–vis spectroscopy and spectrofluorimetry. Density functional theory (DFT) calculations complemented experimental findings, offering deeper understanding of the compound's structural and electronic characteristics.