The Crystallographic, Spectroscopic and Theoretical Studies on (E)-۲-[((۴-fluorophenyl)imino)methyl]-۴-nitrophenol and (E)-۲-[((۳-fluorophenyl)imino)methyl]-۴-nitrophenol Compounds

In this study, two new salicylideneaniline derivative compounds which are an isomer of each other have been synthesized and characterized by X-Ray Diffraction (XRD) technique, IR spectroscopy, and theoretical method. While (E)-۴-(dihydroxyamino)-۲-(((۴-fluorophenyl)imino) methyl)phenol (۱), crystalizes triclinic P-۱ space group, (E)-۴-(dihydroxyamino)-۲-(((۳-fluorophenyl)imino)methyl)phenol (۲) crystalizes monoclinic P۲۱/c space group. Both of the molecules which adopt (E) configuration with respect to the central C=N bond have strong intermolecular O―H∙∙∙N hydrogen bonds. These O―H∙∙∙N hydrogen bonds create S(۶) motifs according to graph set notation. The optimized geometries of the molecules have been calculated by using Density Functional Theory (DFT) with the ۶-۳۱G(d,p) basis set. Molecular Electrostatic Potential (MEP) map and Frontier Molecular Orbitals have been made for the optimized geometries. In addition to these studies, the theoretical IR spectra of the compounds, the experimental IR spectra of which have been recorded at ۴۰۰۰-۴۰۰ cm-۱ interval, have also been calculated with same level theory. The experimental and theoretical results were compared to each other.

کلیدواژه ها:

Salicylideneaniline ، Isomer ، Tautomerism ، DFT ، IR