Acta Cryst. (2009). E65, o1320-o1321  [ doi:10.1107/S160053680901784X ]

Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate

H.-K. Fun, M. Padaki, Sowmya, A. M. Isloor and S. Chantrapromma

Abstract: The molecule of the title oxobutanoate derivative, C₁₂H₁₃ClN₂O₃, adopts a keto-hydrazo tautomeric form and is roughly planar, the angle between the benzene ring and the mean plane through the hydrazone and aliphatic chain being 1.49 (6)°. This planarity is further aided by the formation of an intramolecular N-HO hydrogen bond which generates an S(6) ring motif. The aromatic ring and aliphatic chain have a trans configuration with respect to the N-N bond. In the crystal packing, centrosymmetric R₂²(16) dimers are formed through pairs of weak C-HO(3-oxo) interactions. These dimers are linked together through weak C-HO(carboxylate C=O) interactions into ribbons along the b-axis direction. These ribbons are stacked along the a-axis direction. The crystal also exhibits ClCl [3.4988 (6) Å] and CO [3.167 (2)-3.335 (2) Å] short contacts.

Online 20 May 2009

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