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N-(3-Chloro-4-methylphenyl)succinamic acid
In the crystal structure of the title compound, C(11)H(12)ClNO(3), the asymmetric unit contains two independent molecules. The N—H bond in the amide segment is anti to the meta-Cl atom in the benzene ring, in both molecules. The amide and carboxyl C=O bonds are also anti to each other and anti to t...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297894/ https://www.ncbi.nlm.nih.gov/pubmed/22412697 http://dx.doi.org/10.1107/S1600536812007623 |
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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 crystal structure of the title compound, C(11)H(12)ClNO(3), the asymmetric unit contains two independent molecules. The N—H bond in the amide segment is anti to the meta-Cl atom in the benzene ring, in both molecules. The amide and carboxyl C=O bonds are also anti to each other and anti to the H atoms on the adjacent –CH(2) groups. Furthermore, the C=O and O—H bonds of the acid group are in syn positions with respect to each other. The dihedral angles between the benzene ring and the amide group are 40.6 (2) and 44.9 (3)° in the two independent molecules. In the crystal, molecules are packed into sheets parallel to the (11-3) plane through O—H⋯O and N—H⋯O hydrogen bonds. |
format | Online Article Text |
id | pubmed-3297894 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32978942012-03-12 N-(3-Chloro-4-methylphenyl)succinamic acid Chaithanya, U. Foro, Sabine Gowda, B. Thimme Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(11)H(12)ClNO(3), the asymmetric unit contains two independent molecules. The N—H bond in the amide segment is anti to the meta-Cl atom in the benzene ring, in both molecules. The amide and carboxyl C=O bonds are also anti to each other and anti to the H atoms on the adjacent –CH(2) groups. Furthermore, the C=O and O—H bonds of the acid group are in syn positions with respect to each other. The dihedral angles between the benzene ring and the amide group are 40.6 (2) and 44.9 (3)° in the two independent molecules. In the crystal, molecules are packed into sheets parallel to the (11-3) plane through O—H⋯O and N—H⋯O hydrogen bonds. International Union of Crystallography 2012-02-24 /pmc/articles/PMC3297894/ /pubmed/22412697 http://dx.doi.org/10.1107/S1600536812007623 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-(3-Chloro-4-methylphenyl)succinamic acid |
title |
N-(3-Chloro-4-methylphenyl)succinamic acid |
title_full |
N-(3-Chloro-4-methylphenyl)succinamic acid |
title_fullStr |
N-(3-Chloro-4-methylphenyl)succinamic acid |
title_full_unstemmed |
N-(3-Chloro-4-methylphenyl)succinamic acid |
title_short |
N-(3-Chloro-4-methylphenyl)succinamic acid |
title_sort | n-(3-chloro-4-methylphenyl)succinamic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297894/ https://www.ncbi.nlm.nih.gov/pubmed/22412697 http://dx.doi.org/10.1107/S1600536812007623 |
work_keys_str_mv | AT chaithanyau n3chloro4methylphenylsuccinamicacid AT forosabine n3chloro4methylphenylsuccinamicacid AT gowdabthimme n3chloro4methylphenylsuccinamicacid |