Crystallographic and Conformational Analysis of [(Z)-2-ethoxy-6-[(2-hydroxyphenylamino)methylene]cyclohexa-2,4-dienone]

Petek H., Albayrak C., Odabasoglu M., Senel I., BÜYÜKGÜNGÖR O.

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, vol.38, no.12, pp.901-905, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 38 Issue: 12
  • Publication Date: 2008
  • Doi Number: 10.1007/s10870-008-9402-2
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.901-905
  • Keywords: Crystal structure, Schiff base, AM1, Conformational analysis, Bifurcated hydrogen bond
  • Dokuz Eylül University Affiliated: No


The single crystal X-ray diffraction analysis of the title compound, C15H15NO3, shows that the structure is adopted to its NH tautomeric form and crystallizes in the orthorhombic space group P bcn with a = 21.2424(15) angstrom, b = 12.7696(9) angstrom, c = 9.3605(10) angstrom, Z = 8, V = 2539.1(4) angstrom(3), D-c = 1.346 g/cm(3). The molecular conformation in the crystal is stabilized by an intramolecular H-bond and the crystal structure is stabilized by the bifurcated O-H center dot center dot center dot O type intermolecular H-bonds. In order to understand the effects on conformational flexibility of the title molecule, molecular energy profile was calculated as a function of the selected torsion angle by means of AM1 semi-empirical method.