N-(4-Chloro-3-nitro­phen­yl)maleamic acid

In the mol­ecule of the title compound, C(10)H(7)ClN(2)O(5), the acyclic C=C double bond is cis configured. The C=O and O—H bonds of the acid group are in a relatively rare anti position to each other, due to the donation of intramolecular hydrogen bond to the amide by the carboxyl group. The nitro...

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Detalles Bibliográficos
Autores principales: Chaithanya, U., Foro, Sabine, Gowda, B. Thimme
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297923/
https://www.ncbi.nlm.nih.gov/pubmed/22412726
http://dx.doi.org/10.1107/S1600536812008021
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author Chaithanya, U.
Foro, Sabine
Gowda, B. Thimme
author_facet Chaithanya, U.
Foro, Sabine
Gowda, B. Thimme
author_sort Chaithanya, U.
collection PubMed
description In the mol­ecule of the title compound, C(10)H(7)ClN(2)O(5), the acyclic C=C double bond is cis configured. The C=O and O—H bonds of the acid group are in a relatively rare anti position to each other, due to the donation of intramolecular hydrogen bond to the amide by the carboxyl group. The nitro group is significantly twisted [dihedral angle = 66.9 (3)°] out of the plane of the remaining atoms, which are almost coplanar (r.m.s. deviation for non-H atoms except the nitro group = 0.202 Å). In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into zigzag chains running along the b axis.
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spelling pubmed-32979232012-03-12 N-(4-Chloro-3-nitro­phen­yl)maleamic acid Chaithanya, U. Foro, Sabine Gowda, B. Thimme Acta Crystallogr Sect E Struct Rep Online Organic Papers In the mol­ecule of the title compound, C(10)H(7)ClN(2)O(5), the acyclic C=C double bond is cis configured. The C=O and O—H bonds of the acid group are in a relatively rare anti position to each other, due to the donation of intramolecular hydrogen bond to the amide by the carboxyl group. The nitro group is significantly twisted [dihedral angle = 66.9 (3)°] out of the plane of the remaining atoms, which are almost coplanar (r.m.s. deviation for non-H atoms except the nitro group = 0.202 Å). In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into zigzag chains running along the b axis. International Union of Crystallography 2012-02-29 /pmc/articles/PMC3297923/ /pubmed/22412726 http://dx.doi.org/10.1107/S1600536812008021 Text en © Chaithanya et al. 2012 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
Chaithanya, U.
Foro, Sabine
Gowda, B. Thimme
N-(4-Chloro-3-nitro­phen­yl)maleamic acid
title N-(4-Chloro-3-nitro­phen­yl)maleamic acid
title_full N-(4-Chloro-3-nitro­phen­yl)maleamic acid
title_fullStr N-(4-Chloro-3-nitro­phen­yl)maleamic acid
title_full_unstemmed N-(4-Chloro-3-nitro­phen­yl)maleamic acid
title_short N-(4-Chloro-3-nitro­phen­yl)maleamic acid
title_sort n-(4-chloro-3-nitro­phen­yl)maleamic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297923/
https://www.ncbi.nlm.nih.gov/pubmed/22412726
http://dx.doi.org/10.1107/S1600536812008021
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AT forosabine n4chloro3nitrophenylmaleamicacid
AT gowdabthimme n4chloro3nitrophenylmaleamicacid

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