Crystal structure and computational studies of (3 Z)-4-benzoyl-3-[(2,4-di-nitro-phen-yl)hydrazinyl-idene]-5-phenyl-furan-2(3 H)-one

Yavuz Köysal; Hakan Bülbül; İlhan Özer İlhan; Nazenin Akın; Necmi Dege

doi:10.1107/S2056989016018600

Crystal structure and computational studies of (3 Z)-4-benzoyl-3-[(2,4-di-nitro-phen-yl)hydrazinyl-idene]-5-phenyl-furan-2(3 H)-one

Acta Crystallogr E Crystallogr Commun. 2016 Nov 29;72(Pt 12):1852-1855. doi: 10.1107/S2056989016018600. eCollection 2016 Dec 1.

Authors

Yavuz Köysal¹, Hakan Bülbül², İlhan Özer İlhan³, Nazenin Akın³, Necmi Dege²

Affiliations

¹ Yesilyurt Demir Celik Vocational School, Ondokuz Mayıs University, TR-55139, Samsun, Turkey.
² Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, TR-55139, Samsun, Turkey.
³ Department of Chemistry, Faculty of Sciences, Erciyes University, 38039, Kayseri, Turkey.

Abstract

In the mol-ecular structure of the title compound, C₂₃H₁₄N₄O₇, the furan, di-nitro-phenyl and phenyl rings are almost in the same plane (r.m.s. deviation = 0.127 Å), with the benzoyl ring inclined by a dihedral angle of 56.4 (1)° to the three-ring system. A bifurcated intra-molecular N-H⋯(O,O) hydrogen bond is present. In the crystal, adjacent mol-ecules are linked by C-H⋯O hydrogen bonds into chains parallel to [001]. A π-π stacking inter-action between the benzoyl and di-nitro-phenyl moieties contributes to the crystal packing. Theoretical calculations using DFT(B3YLP) methods were used to confirm the mol-ecular structure.

Keywords: computational studies; crystal structure; furan derivative; hydrazione; π-π interactions.