Crystal structure and computational studies of (3Z)-4-benzoyl-3-[(2,4-dinitrophenyl)hydrazinylidene]-5-phenylfuran-2(3H)-one

Abstract

In the molecular structure of the title compound, C23H14N4O7, the furan, dinitrophenyl and phenyl rings are almost in the same plane (r.m.s. deviation = 0.127 angstrom), with the benzoyl ring inclined by a dihedral angle of 56.4 (1)degrees to the three-ring system. A bifurcated intramolecular N-H center dot center dot center dot(O, O) hydrogen bond is present. In the crystal, adjacent molecules are linked by C-H center dot center dot center dot O hydrogen bonds into chains parallel to [001]. A pi-pi stacking interaction between the benzoyl and dinitrophenyl moieties contributes to the crystal packing. Theoretical calculations using DFT(B3YLP) methods were used to confirm the molecular structure.