Research Article: 3-(4-Chloro­anilino)-2,5-dimethyl­cyclo­hex-2-en-1-one

Date Published: May 01, 2011

Publisher: International Union of Crystallography

Author(s): Henry North, Kwame Wutoh, M’egya K. Odoom, Pradeep Karla, Kenneth R. Scott, Ray J. Butcher.

http://doi.org/10.1107/S1600536811005678

Abstract

In the title compound, C14H16ClNO, the dihedral angle between the benzene ring and the conjugated part of the cyclo­hexene ring is 61.7 (2)°. Part of the cyclo­hexene ring and one of the attached methyl groups are disordered over two orientations with occupancies of 0.602 (7) and 0.398 (7). In addition, the crystal studied was a racemic twin [Flack parameter = 0.58 (4)]. In the crystal, the mol­ecules are linked into chains in the b-axis direction by inter­molecular N—H⋯O hydrogen bonds. C—H⋯O and C—H⋯Cl inter­actions are also observed.

Partial Text

The title compound 3-(4-chloro­phenyl­amino)-2,5-dimethyl­cyclo­hex-2-enone possesses significant anti­convulsant properties. For the anti­convulsant properties of enamino­nes, see: Edafiogho et al. (1992 ▶); Eddington et al. (2003 ▶); Scott et al. (1993 ▶, 1995 ▶). For related structures see: Alexander et al. (2010 ▶, 2011 ▶).

 

Source:

http://doi.org/10.1107/S1600536811005678

 

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