N-(3,4-Dimethyl­phen­yl)maleamic acid

The title compound, C(12)H(13)NO(3), crystallizes with four independent mol­ecules in the asymmetric unit. The N—H bond and the C=O bond in the amide segment are anti to each other. The C=C double bond is cis configured and an intra­molecular O—H⋯O hydrogen bond is formed in each molecule. The mean...

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Detalles Bibliográficos
Autores principales: Gowda, B. Thimme, Tokarčík, Miroslav, Kožíšek, Jozef, Shakuntala, K., Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971237/
https://www.ncbi.nlm.nih.gov/pubmed/21578460
http://dx.doi.org/10.1107/S1600536809043682
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author Gowda, B. Thimme
Tokarčík, Miroslav
Kožíšek, Jozef
Shakuntala, K.
Fuess, Hartmut
author_facet Gowda, B. Thimme
Tokarčík, Miroslav
Kožíšek, Jozef
Shakuntala, K.
Fuess, Hartmut
author_sort Gowda, B. Thimme
collection PubMed
description The title compound, C(12)H(13)NO(3), crystallizes with four independent mol­ecules in the asymmetric unit. The N—H bond and the C=O bond in the amide segment are anti to each other. The C=C double bond is cis configured and an intra­molecular O—H⋯O hydrogen bond is formed in each molecule. The mean planes through the aromatic ring and the amide group –NHCO– are inclined at angles of 17.4 (3), 20.8 (2), 16.2 (2) and 11.2 (3)° in the four mol­ecules. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into ribbons along the b axis.
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spelling pubmed-29712372010-12-30 N-(3,4-Dimethyl­phen­yl)maleamic acid Gowda, B. Thimme Tokarčík, Miroslav Kožíšek, Jozef Shakuntala, K. Fuess, Hartmut Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(13)NO(3), crystallizes with four independent mol­ecules in the asymmetric unit. The N—H bond and the C=O bond in the amide segment are anti to each other. The C=C double bond is cis configured and an intra­molecular O—H⋯O hydrogen bond is formed in each molecule. The mean planes through the aromatic ring and the amide group –NHCO– are inclined at angles of 17.4 (3), 20.8 (2), 16.2 (2) and 11.2 (3)° in the four mol­ecules. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into ribbons along the b axis. International Union of Crystallography 2009-10-28 /pmc/articles/PMC2971237/ /pubmed/21578460 http://dx.doi.org/10.1107/S1600536809043682 Text en © Gowda et al. 2009 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
Kožíšek, Jozef
Shakuntala, K.
Fuess, Hartmut
N-(3,4-Dimethyl­phen­yl)maleamic acid
title N-(3,4-Dimethyl­phen­yl)maleamic acid
title_full N-(3,4-Dimethyl­phen­yl)maleamic acid
title_fullStr N-(3,4-Dimethyl­phen­yl)maleamic acid
title_full_unstemmed N-(3,4-Dimethyl­phen­yl)maleamic acid
title_short N-(3,4-Dimethyl­phen­yl)maleamic acid
title_sort n-(3,4-dimethyl­phen­yl)maleamic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971237/
https://www.ncbi.nlm.nih.gov/pubmed/21578460
http://dx.doi.org/10.1107/S1600536809043682
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AT tokarcikmiroslav n34dimethylphenylmaleamicacid
AT kozisekjozef n34dimethylphenylmaleamicacid
AT shakuntalak n34dimethylphenylmaleamicacid
AT fuesshartmut n34dimethylphenylmaleamicacid

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