N'-[(1E,2E)-1-(2-Phenyl-hydrazin-1-yl-idene)-1-(phenyl-sulfon-yl)propan-2-yl-idene]benzohydrazide

Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2317-8. doi: 10.1107/S1600536811031953. Epub 2011 Aug 11.

Abstract

The configuration about each C=N bond in the title compound, C(22)H(20)N(4)O(3)S, is E. While to a first approximation the phenyl-hydrazin-1-yl-idene and benzohydrazide residues are coplanar, in part due to the presence of an intra-molecular N-H⋯N hydrogen bond, significant twists are evident in the orientations of the hydrazine [N-N-C-C torsion angle = -170.74 (11)°] and benzoyl benzene [N-C-C-C = -21.72 (18)°] rings. The sulfonyl benzene ring occupies a position almost normal to the rest of the mol-ecule [C-S-C-N = -92.28 (10)°]. Centrosymmetric aggregates mediated by pairs of hydrazide-sulfonyl N-H⋯O hydrogen bonds are the predominant packing motif in the crystal. These are connected into linear supra-molecular chains via C-H⋯O inter-actions which are, in turn, linked into layers in the ac plane via C-H⋯π inter-actions. Connections between layers along the b-axis direction are of the π-π type and occur between centrosymmetrically related hydrazine-bound benzene rings [centroid-centroid separation = 3.7425 (9) Å].