Synthesis, Molecular Structure and DFT Study of 2-(N-Benzoylbenzamido)pyridine-3-yl benzoate

YÜKSEKTEPE ATAOL Ç., Kazak C., ÖZDOĞAN C., GÜVENÇ Z. B., Buyukgungor O., Arslan F., ...More

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, vol.41, no.10, pp.1520-1527, 2011 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 41 Issue: 10
  • Publication Date: 2011
  • Doi Number: 10.1007/s10870-011-0134-3
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1520-1527
  • Keywords: Crystal structure, DFT calculation, Pyridylbenzoate, Benzoylaminopyridyne, CRYSTAL-STRUCTURE, DERIVATIVES, STABILITY, COMPLEXES, LIGANDS
  • Ondokuz Mayıs University Affiliated: Yes


The biologically important 2-amino-3-hydroxypyridine reacts with benzoyl chloride to give 2-(N-benzoylbenzamido)pyridine-3-yl benzoate. This synthesized compound has been studied by elemental analysis, X-ray crystallography and also theoretically by density functional theory (DFT) framework with B3LYP/6-311++G(d, p) level of theory. The molecules of this compound crystallize in the orthorhombic space group of P2(1)2(1)2(1) and the crystal packing involves both hydrogen-bonding and C-Ha <-pi interaction. The vibrational normal modes of the molecular structure are investigated by ab initio method for both infrared intensities (IR) and for Raman activities. Furthermore, the corresponding assignments are discussed. Hydrogen and carbon atoms of the benzene rings are found to be highly active. Also, experimentally obtained IR spectrum is presented and compared with the available theoretical data. Experimentally and theoretically obtained IR spectrum are in good agreement.