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N′-[(1E,2E)-1-(2-Phenyl­hydrazin-1-yl­idene)-1-(phenyl­sulfon­yl)propan-2-yl­idene]benzohydrazide

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 phenyl­hydrazin-1-yl­idene and benzohydrazide residues are coplanar, in part due to the presence of an intra­molecular N—H⋯N hydrogen bond, significant twists are evident in the...

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Detalles Bibliográficos
Autores principales: Abdel-Aziz, Hatem A., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200681/
https://www.ncbi.nlm.nih.gov/pubmed/22058945
http://dx.doi.org/10.1107/S1600536811031953
Descripción
Sumario: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 phenyl­hydrazin-1-yl­idene and benzohydrazide residues are coplanar, in part due to the presence of an intra­molecular 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 mol­ecule [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 supra­molecular chains via C—H⋯O inter­actions which are, in turn, linked into layers in the ac plane via C—H⋯π inter­actions. 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].