Ethyl 2-[(3-chloro-phen-yl)hydrazono]-3-oxobutanoate

Abstract

The mol-ecule of the title oxobutanoate derivative, C12H 13ClN2O3, 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 intra-molecular N - H?O 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 R 2 2(16) dimers are formed through pairs of weak C - H?O(3-oxo) inter-actions. These dimers are linked together through weak C - H?O(carboxyl-ate C=O) inter-actions into ribbons along the b-axis direction. These ribbons are stacked along the a-axis direction. The crystal also exhibits Cl?Cl [3.4988 (6) ] and C?O [3.167 (2)-3.335 (2) ] short contacts.