(E)-N′-[1-(Thiophen-2-yl)ethylidene]benzohydrazide

Shang Shan,Han-Qi Guo,Jian Sun,Deng-Feng Li,Yan-Lan Huang

doi:10.1107/s1600536811033101

Shang Shan, Han-Qi Guo + Show 3 more

Open Access

https://doi.org/10.1107/s1600536811033101

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Abstract

The title compound, C13H12N2OS, was obtained from the condensation reaction of 2-acetylthiophene and benzohydrazide. In the molecule, the formohydrazide fragment is approximately planar (r.m.s deviation = 0.0146 Å) and the mean plane is oriented at dihedral angles of 24.47 (11) and 28.86 (13)°, respectively, to the phenyl and thiophene rings. The thiophene and phenyl rings make a dihedral angle of 53.21 (8)°. The benzamide fragment and thiophene ring are located on the opposite sides of the C=N bond, showing an E conformation. Classical intermolecular N—H⋯O hydrogen bonds and weak C—H⋯O interactions are present in the crystal structure: three such bonds occur to the same O-atom acceptor.

Highlights

The title compound, C13H12N2OS, was obtained from the condensation reaction of 2-acetylthiophene and benzohydrazide
The formohydrazide fragment is approximately planar (r.m.s deviation = 0.0146 A ) and the mean plane is oriented at dihedral angles of 24.47 (11) and 28.86 (13), respectively, to the phenyl and thiophene rings
The benzamide fragment and thiophene ring are located on the opposite sides of the C N bond, showing an E conformation

Summary

Structure Reports Online

Key indicators: single-crystal X-ray study; T = 294 K; mean (C–C) = 0.003 A; R factor = 0.041; wR factor = 0.101; data-to-parameter ratio = 13.9. The formohydrazide fragment is approximately planar (r.m.s deviation = 0.0146 A ) and the mean plane is oriented at dihedral angles of 24.47 (11) and 28.86 (13), respectively, to the phenyl and thiophene rings. The thiophene and phenyl rings make a dihedral angle of 53.21 (8). The benzamide fragment and thiophene ring are located on the opposite sides of the C N bond, showing an E conformation. Classical intermolecular N—HÁ Á ÁO hydrogen bonds and weak C—HÁ Á ÁO interactions are present in the crystal structure: three such bonds occur to the same O-atom acceptor. See: Xia et al (2009); Shan et al (2011).

DÁ Á ÁA

Crystal data

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