N-(4-Chloro­phen­yl)-2-methyl­benzamide

In the structure of the title compound, C(14)H(12)ClNO, the N—H and C=O bonds are trans to each other. Furthermore, the C=O bond is syn to the ortho-methyl group in the benzoyl ring, similar to what is observed in 2-methyl-N-(4-methyl­phen­yl)benzamide and 2-methyl-N-phenyl­benzamide. The amide link...

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Autores principales: Gowda, B. Thimme, Foro, Sabine, Sowmya, B. P., Terao, Hiromitsu, 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/PMC2968167/
https://www.ncbi.nlm.nih.gov/pubmed/21581984
http://dx.doi.org/10.1107/S1600536809002633
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author Gowda, B. Thimme
Foro, Sabine
Sowmya, B. P.
Terao, Hiromitsu
Fuess, Hartmut
author_facet Gowda, B. Thimme
Foro, Sabine
Sowmya, B. P.
Terao, Hiromitsu
Fuess, Hartmut
author_sort Gowda, B. Thimme
collection PubMed
description In the structure of the title compound, C(14)H(12)ClNO, the N—H and C=O bonds are trans to each other. Furthermore, the C=O bond is syn to the ortho-methyl group in the benzoyl ring, similar to what is observed in 2-methyl-N-(4-methyl­phen­yl)benzamide and 2-methyl-N-phenyl­benzamide. The amide linkage (–NHCO–) makes dihedral angles of 36.9 (7) and 46.4 (5)° with the aniline and benzoyl rings, respectively, while the dihedral angle between the benzoyl and aniline rings is 83.1 (1)°. In the crystal structure, mol­ecules form chains running along the b axis through N—H⋯O hydrogen bonds.
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spelling pubmed-29681672010-12-30 N-(4-Chloro­phen­yl)-2-methyl­benzamide Gowda, B. Thimme Foro, Sabine Sowmya, B. P. Terao, Hiromitsu Fuess, Hartmut Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the title compound, C(14)H(12)ClNO, the N—H and C=O bonds are trans to each other. Furthermore, the C=O bond is syn to the ortho-methyl group in the benzoyl ring, similar to what is observed in 2-methyl-N-(4-methyl­phen­yl)benzamide and 2-methyl-N-phenyl­benzamide. The amide linkage (–NHCO–) makes dihedral angles of 36.9 (7) and 46.4 (5)° with the aniline and benzoyl rings, respectively, while the dihedral angle between the benzoyl and aniline rings is 83.1 (1)°. In the crystal structure, mol­ecules form chains running along the b axis through N—H⋯O hydrogen bonds. International Union of Crystallography 2009-01-28 /pmc/articles/PMC2968167/ /pubmed/21581984 http://dx.doi.org/10.1107/S1600536809002633 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
Foro, Sabine
Sowmya, B. P.
Terao, Hiromitsu
Fuess, Hartmut
N-(4-Chloro­phen­yl)-2-methyl­benzamide
title N-(4-Chloro­phen­yl)-2-methyl­benzamide
title_full N-(4-Chloro­phen­yl)-2-methyl­benzamide
title_fullStr N-(4-Chloro­phen­yl)-2-methyl­benzamide
title_full_unstemmed N-(4-Chloro­phen­yl)-2-methyl­benzamide
title_short N-(4-Chloro­phen­yl)-2-methyl­benzamide
title_sort n-(4-chloro­phen­yl)-2-methyl­benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968167/
https://www.ncbi.nlm.nih.gov/pubmed/21581984
http://dx.doi.org/10.1107/S1600536809002633
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AT fuesshartmut n4chlorophenyl2methylbenzamide

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