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

oleh: Hoong-Kun Fun, Mahesh Padaki, Sowmya, Arun M. Isloor, Suchada Chantrapromma

Format: Article
Diterbitkan: International Union of Crystallography 2009-06-01

Deskripsi

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—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 R22(16) dimers are formed through pairs of weak C—H...O(3-oxo) interactions. These dimers are linked together through weak C—H...O(carboxylate C=O) interactions 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) Å] and C...O [3.167 (2)–3.335 (2) Å] short contacts.