Crystal structure of 2-(4-chloro­benzamido)­benzoic acid

In the title mol­ecule, C(14)H(10)ClNO(3), the amide C=O bond is anti to the o-carb­oxy substituent in the adjacent benzene ring, a conformation that facilitates the formation of an intra­molecular amide-N—H⋯O(carbon­yl) hydrogen bond that closes an S(6) loop. The central amide segment is twisted aw...

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Autores principales: Moreno-Fuquen, Rodolfo, Melo, Vanessa, Ellena, Javier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645063/
https://www.ncbi.nlm.nih.gov/pubmed/26594563
http://dx.doi.org/10.1107/S2056989015017879
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author Moreno-Fuquen, Rodolfo
Melo, Vanessa
Ellena, Javier
author_facet Moreno-Fuquen, Rodolfo
Melo, Vanessa
Ellena, Javier
author_sort Moreno-Fuquen, Rodolfo
collection PubMed
description In the title mol­ecule, C(14)H(10)ClNO(3), the amide C=O bond is anti to the o-carb­oxy substituent in the adjacent benzene ring, a conformation that facilitates the formation of an intra­molecular amide-N—H⋯O(carbon­yl) hydrogen bond that closes an S(6) loop. The central amide segment is twisted away from the carb­oxy- and chloro-substituted benzene rings by 13.93 (17) and 15.26 (15)°, respectively. The most prominent supra­molecular inter­actions in the crystal packing are carb­oxy­lic acid-H⋯O(carbox­yl) hydrogen bonds that lead to centrosymmetric dimeric aggregates connected by eight-membered {⋯HOC=O}(2) synthons.
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spelling pubmed-46450632015-11-20 Crystal structure of 2-(4-chloro­benzamido)­benzoic acid Moreno-Fuquen, Rodolfo Melo, Vanessa Ellena, Javier Acta Crystallogr E Crystallogr Commun Data Reports In the title mol­ecule, C(14)H(10)ClNO(3), the amide C=O bond is anti to the o-carb­oxy substituent in the adjacent benzene ring, a conformation that facilitates the formation of an intra­molecular amide-N—H⋯O(carbon­yl) hydrogen bond that closes an S(6) loop. The central amide segment is twisted away from the carb­oxy- and chloro-substituted benzene rings by 13.93 (17) and 15.26 (15)°, respectively. The most prominent supra­molecular inter­actions in the crystal packing are carb­oxy­lic acid-H⋯O(carbox­yl) hydrogen bonds that lead to centrosymmetric dimeric aggregates connected by eight-membered {⋯HOC=O}(2) synthons. International Union of Crystallography 2015-10-17 /pmc/articles/PMC4645063/ /pubmed/26594563 http://dx.doi.org/10.1107/S2056989015017879 Text en © Moreno-Fuquen et al. 2015 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 Data Reports
Moreno-Fuquen, Rodolfo
Melo, Vanessa
Ellena, Javier
Crystal structure of 2-(4-chloro­benzamido)­benzoic acid
title Crystal structure of 2-(4-chloro­benzamido)­benzoic acid
title_full Crystal structure of 2-(4-chloro­benzamido)­benzoic acid
title_fullStr Crystal structure of 2-(4-chloro­benzamido)­benzoic acid
title_full_unstemmed Crystal structure of 2-(4-chloro­benzamido)­benzoic acid
title_short Crystal structure of 2-(4-chloro­benzamido)­benzoic acid
title_sort crystal structure of 2-(4-chloro­benzamido)­benzoic acid
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645063/
https://www.ncbi.nlm.nih.gov/pubmed/26594563
http://dx.doi.org/10.1107/S2056989015017879
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