N-(3-Chloro­phen­yl)-2-methyl­benzamide

The conformation of the N—H bond in the structure of the title compound, C(14)H(12)ClNO, is anti to the meta-chloro substituent in the aniline ring, while the C=O bond is syn to the ortho-methyl substituent in the benzoyl ring. The conformations of the N—H and C=O bonds are anti to each other, simil...

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Detalles Bibliográficos
Autores principales: Gowda, B. Thimme, Foro, Sabine, Sowmya, B. P., Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961145/
https://www.ncbi.nlm.nih.gov/pubmed/21202348
http://dx.doi.org/10.1107/S1600536808010143
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author Gowda, B. Thimme
Foro, Sabine
Sowmya, B. P.
Fuess, Hartmut
author_facet Gowda, B. Thimme
Foro, Sabine
Sowmya, B. P.
Fuess, Hartmut
author_sort Gowda, B. Thimme
collection PubMed
description The conformation of the N—H bond in the structure of the title compound, C(14)H(12)ClNO, is anti to the meta-chloro substituent in the aniline ring, while the C=O bond is syn to the ortho-methyl substituent in the benzoyl ring. The conformations of the N—H and C=O bonds are anti to each other, similar to those observed in 2-methyl-N-(3-methyl­phen­yl)benzamide (N3MP2MBA). The –NHC(=O)– group makes a dihedral angle of 55.8 (7)° with the benzoyl ring, while the angle between the benzoyl and aniline rings is 37.5 (1)°; the respective values for N3MP2MBA are 55.2 (7) and 36.2 (1)°. N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the c axis.
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spelling pubmed-29611452010-12-30 N-(3-Chloro­phen­yl)-2-methyl­benzamide Gowda, B. Thimme Foro, Sabine Sowmya, B. P. Fuess, Hartmut Acta Crystallogr Sect E Struct Rep Online Organic Papers The conformation of the N—H bond in the structure of the title compound, C(14)H(12)ClNO, is anti to the meta-chloro substituent in the aniline ring, while the C=O bond is syn to the ortho-methyl substituent in the benzoyl ring. The conformations of the N—H and C=O bonds are anti to each other, similar to those observed in 2-methyl-N-(3-methyl­phen­yl)benzamide (N3MP2MBA). The –NHC(=O)– group makes a dihedral angle of 55.8 (7)° with the benzoyl ring, while the angle between the benzoyl and aniline rings is 37.5 (1)°; the respective values for N3MP2MBA are 55.2 (7) and 36.2 (1)°. N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the c axis. International Union of Crystallography 2008-04-16 /pmc/articles/PMC2961145/ /pubmed/21202348 http://dx.doi.org/10.1107/S1600536808010143 Text en © Gowda et al. 2008 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
Foro, Sabine
Sowmya, B. P.
Fuess, Hartmut
N-(3-Chloro­phen­yl)-2-methyl­benzamide
title N-(3-Chloro­phen­yl)-2-methyl­benzamide
title_full N-(3-Chloro­phen­yl)-2-methyl­benzamide
title_fullStr N-(3-Chloro­phen­yl)-2-methyl­benzamide
title_full_unstemmed N-(3-Chloro­phen­yl)-2-methyl­benzamide
title_short N-(3-Chloro­phen­yl)-2-methyl­benzamide
title_sort n-(3-chloro­phen­yl)-2-methyl­benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961145/
https://www.ncbi.nlm.nih.gov/pubmed/21202348
http://dx.doi.org/10.1107/S1600536808010143
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AT forosabine n3chlorophenyl2methylbenzamide
AT sowmyabp n3chlorophenyl2methylbenzamide
AT fuesshartmut n3chlorophenyl2methylbenzamide

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