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N-(3-Nitro­phen­yl)maleamic acid

In the title compound, C(10)H(8)N(2)O(5), the mol­ecule is slightly distorted from planarity. The mol­ecular structure is stabilized by two intra­molecular hydrogen bonds. The first is a short O—H⋯O hydrogen bond (H⋯O distance = 1.57 Å) within the maleamic acid unit and the second is a C—H⋯O hydroge...

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Detalles Bibliográficos
Autores principales: Gowda, B. Thimme, Tokarčík, Miroslav, Shakuntala, K., Kožíšek, Jozef, Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007040/
https://www.ncbi.nlm.nih.gov/pubmed/21587897
http://dx.doi.org/10.1107/S1600536810022245
Descripción
Sumario:In the title compound, C(10)H(8)N(2)O(5), the mol­ecule is slightly distorted from planarity. The mol­ecular structure is stabilized by two intra­molecular hydrogen bonds. The first is a short O—H⋯O hydrogen bond (H⋯O distance = 1.57 Å) within the maleamic acid unit and the second is a C—H⋯O hydrogen bond (H⋯O distance = 2.24 Å) which connects the amide group with the benzene ring. The nitro group is twisted by 6.2 (2)° out of the plane of the benzene ring. The crystal structure manifests a variety of hydrogen bonding. The packing is dominated by a strong inter­molecular N—H⋯O inter­action which links the mol­ecules into chains running along the b axis. The chains within a plane are further assembled by three additional types of inter­molecular C—H⋯O hydrogen bonds to form a sheet parallel to the ([Image: see text]01) plane.