Research Article: 2-(2,3-Dimethyl­anilino)benzohydrazide

Date Published: August 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Tze Shyang Chia, Tilal Elsaman, Mohamed I. Attia, Hatem A. Abdel-Aziz.


In the title compound, C15H17N3O, the dihedral angle between the benzene rings is 58.05 (9)°. The non-H atoms of the hydrazide group lie in a common plane (r.m.s. deviation = 0.0006 Å) and are close to coplanar with their attached benzene ring [dihedral angle = 8.02 (9)°]. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif in the mol­ecule, and a short intra­molecular contact (H⋯H = 1.88 Å) is also observed. In the crystal, mol­ecules are linked by pairs of N—H⋯N hydrogen bonds into inversion dimers. The crystal packing also features C—H⋯π inter­actions.

Partial Text

For the biological activity of fenamates, see: Boschelli et al. (1990 ▶); Reddy et al. (2010 ▶); Aboul-Fadl et al. (2011 ▶). For the synthesis, see: Reddy et al. (2010 ▶); Aboul-Fadl et al. (2011 ▶). For a related structure, see: Bhat et al. (2012 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For reference bond-length data, see: Allen et al. (1987 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶).




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