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N-(4-Chloro-2-methyl­phen­yl)maleamic acid

In the mol­ecular structure of the title compound, C(11)H(10)ClNO(3), the conformation of the N—H bond in the amide segment is syn to the ortho-methyl group in the phenyl ring. The C=O and O—H bonds of the acid group are in the relatively rare anti position with respect to each other. This is an obv...

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Detalles Bibliográficos
Autores principales: Shakuntala, K., Vrábel, Viktor, Gowda, B. Thimme, Kožíšek, Jozef
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238967/
https://www.ncbi.nlm.nih.gov/pubmed/22199816
http://dx.doi.org/10.1107/S1600536811047817
Descripción
Sumario:In the mol­ecular structure of the title compound, C(11)H(10)ClNO(3), the conformation of the N—H bond in the amide segment is syn to the ortho-methyl group in the phenyl ring. The C=O and O—H bonds of the acid group are in the relatively rare anti position with respect to each other. This is an obvious consequence of the hydrogen bond donated to the amide carbonyl group. The central oxobutenoic acid core C(=O)—C=C—C—OH is twisted by 31.65 (6)° out of the plane of the 4-chloro-2-methyl­phenyl ring. An intra­molecular O—H⋯O hydrogen bond occurs. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the a axis.