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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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 |
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author | Gowda, B. Thimme Tokarčík, Miroslav Shakuntala, K. Kožíšek, Jozef Fuess, Hartmut |
author_facet | Gowda, B. Thimme Tokarčík, Miroslav Shakuntala, K. Kožíšek, Jozef Fuess, Hartmut |
author_sort | Gowda, B. Thimme |
collection | PubMed |
description | 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. |
format | Text |
id | pubmed-3007040 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30070402010-12-30 N-(3-Nitrophenyl)maleamic acid Gowda, B. Thimme Tokarčík, Miroslav Shakuntala, K. Kožíšek, Jozef Fuess, Hartmut Acta Crystallogr Sect E Struct Rep Online Organic Papers 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. International Union of Crystallography 2010-06-16 /pmc/articles/PMC3007040/ /pubmed/21587897 http://dx.doi.org/10.1107/S1600536810022245 Text en © Gowda et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Gowda, B. Thimme Tokarčík, Miroslav Shakuntala, K. Kožíšek, Jozef Fuess, Hartmut N-(3-Nitrophenyl)maleamic acid |
title |
N-(3-Nitrophenyl)maleamic acid |
title_full |
N-(3-Nitrophenyl)maleamic acid |
title_fullStr |
N-(3-Nitrophenyl)maleamic acid |
title_full_unstemmed |
N-(3-Nitrophenyl)maleamic acid |
title_short |
N-(3-Nitrophenyl)maleamic acid |
title_sort | n-(3-nitrophenyl)maleamic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007040/ https://www.ncbi.nlm.nih.gov/pubmed/21587897 http://dx.doi.org/10.1107/S1600536810022245 |
work_keys_str_mv | AT gowdabthimme n3nitrophenylmaleamicacid AT tokarcikmiroslav n3nitrophenylmaleamicacid AT shakuntalak n3nitrophenylmaleamicacid AT kozisekjozef n3nitrophenylmaleamicacid AT fuesshartmut n3nitrophenylmaleamicacid |