XRD, FT–IR and UV Characterization, Hirshfeld Surface Analysis and Local-Global Chemical Descriptor Studies of (E)-2-((3-fluorophenylimino)methyl)-3-methoxyphenol (1) and (E)-2-((2-fluorophenylimino)methyl)-3-methoxyphenol (2)

Abstract

A series of novel (E)-2-((3-fluorophenylimino)methyl)-3-methoxyphenol (1) and (E)-2-((2-fluorophenylimino)methyl)-3-methoxyphenol (2) were synthesized and characterized by X-ray diffraction method, FT–IR and UV–Vis techniques. The experimental FI-IR and UV–Vis spectra showed that 1 and 2 were formed single crystal and displayed enol-imine form. Hirshfeld surface analysis was carried out for title molecules, which reveals the nature of intermolecular contacts, the fingerprint plots and molecular surface contours (d<inf>norm</inf>, d<inf>i</inf> and d<inf>e</inf>). The optimized molecular geometry (bond length, bond angle, torsion angle) and all other theoretical computations were calculated by using density functional theory (DFT) B3LYP method with the help of 6-31G (d,p) basis set. The optimized geometry results, which were well represented by the X-ray data, show that DFT/B3LYP 6-31G (d,p) was a suitable level of theory. After a successful optimization, frontier molecular orbitals, chemical activity, non-linear optical properties (NLO), natural bond orbital (NBO) analysis, molecular electrostatic potential (MEP), fukui function analysis, Mulliken population method (MPA) and natural population analysis (NPA), which cannot be obtained experimentally, were calculated and investigated. © 2018