Experimental (XRD, FTIR, UV-Vis, NMR) and theoretical investigations (chemical activity descriptors, NBO, DNA/ECT) of (E)-2-((2-hydroxy-5-methoxybenzylidene)amino)-4-nitrophenol

Guzel E., DEMİRCİOĞLU Z., Cicek C., Ağar E., Yavuz M.

MOLECULAR CRYSTALS AND LIQUID CRYSTALS, vol.724, no.1, pp.58-76, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 724 Issue: 1
  • Publication Date: 2021
  • Doi Number: 10.1080/15421406.2021.1905143
  • Journal Name: MOLECULAR CRYSTALS AND LIQUID CRYSTALS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, Chemical Abstracts Core, Communication Abstracts, Compendex, INSPEC, Metadex, Civil Engineering Abstracts
  • Page Numbers: pp.58-76
  • Keywords: Chemical activity, Hirshfeld surfaces, spectroscopic methods, X-ray analysis, INTRAMOLECULAR PROTON-TRANSFER, NONLINEAR-OPTICAL PROPERTIES, KETO-ENOL-TAUTOMERISM, SCHIFF-BASES, MOLECULAR-STRUCTURE, HIRSHFELD SURFACE, FUKUI FUNCTION, SOLID-STATE, HARDNESS, DFT
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The new Schiff base of compound was synthesized and characterized by XRD, FTIR, UV-Vis and NMR techniques. The structure with two molecules in its asymmetric unit showed the enol-imine form in one and the keto-amine form in the other. Both tautomeric forms are stabilized by strong O-H horizontal ellipsis N and N-H horizontal ellipsis O intramolecular hydrogen bonds. Optimized geometrical parameters and calculated spectroscopic features obtained by DFT/B3LYP/6-31G(d,p) calculations show a good agreement with the experimental data. Accordingly local and global chemical activity descriptors were investigated.