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

The mol­ecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), 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...

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Detalles Bibliográficos
Autores principales: Fun, Hoong-Kun, Padaki, Mahesh, Sowmya, Isloor, Arun M., Chantrapromma, Suchada
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969699/
https://www.ncbi.nlm.nih.gov/pubmed/21583177
http://dx.doi.org/10.1107/S160053680901784X
Descripción
Sumario:The mol­ecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), 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 R (2) (2)(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.