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N-(3-Chloro­phen­yl)benzamide

The conformation of the N—H bond in the structure of the title compound (N3CPBA), C(13)H(10)ClNO, is anti to the meta chloro substituent in the aniline benzene ring, similar to that observed with respect to the ortho chloro substituent in N-(2-chloro­phen­yl)benzamide (N2CPBA) and meta chloro substi...

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Autores principales: Gowda, B. Thimme, Tokarčík, Miroslav, Kožíšek, Jozef, Sowmya, B. P., Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960316/
https://www.ncbi.nlm.nih.gov/pubmed/21201488
http://dx.doi.org/10.1107/S1600536808001311
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author Gowda, B. Thimme
Tokarčík, Miroslav
Kožíšek, Jozef
Sowmya, B. P.
Fuess, Hartmut
author_facet Gowda, B. Thimme
Tokarčík, Miroslav
Kožíšek, Jozef
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 (N3CPBA), C(13)H(10)ClNO, is anti to the meta chloro substituent in the aniline benzene ring, similar to that observed with respect to the ortho chloro substituent in N-(2-chloro­phen­yl)benzamide (N2CPBA) and meta chloro substituent in N-(3,4-dichloro­phen­yl)benzamide (N34DCPBA), but in contrast to the syn conformation observed with respect to both the ortho and the meta chloro substituents in N-(2,3-dichloro­phen­yl)benzamide (N23DCPBA). The bond parameters in N3CPBA are similar to those in N-phenyl­benzamide, N2CPBA, N23DCPBA, N34DCPBA and other benzanilides. The amide group –NHCO– makes a dihedral angle of 18.2 (2)° with the benzoyl ring, while the dihedral angle between the two benzene rings is 61.0 (1)°. The mol­ecules are linked into chains along the b axis by N—H⋯O hydrogen bonds.
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spelling pubmed-29603162010-12-30 N-(3-Chloro­phen­yl)benzamide Gowda, B. Thimme Tokarčík, Miroslav Kožíšek, Jozef 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 (N3CPBA), C(13)H(10)ClNO, is anti to the meta chloro substituent in the aniline benzene ring, similar to that observed with respect to the ortho chloro substituent in N-(2-chloro­phen­yl)benzamide (N2CPBA) and meta chloro substituent in N-(3,4-dichloro­phen­yl)benzamide (N34DCPBA), but in contrast to the syn conformation observed with respect to both the ortho and the meta chloro substituents in N-(2,3-dichloro­phen­yl)benzamide (N23DCPBA). The bond parameters in N3CPBA are similar to those in N-phenyl­benzamide, N2CPBA, N23DCPBA, N34DCPBA and other benzanilides. The amide group –NHCO– makes a dihedral angle of 18.2 (2)° with the benzoyl ring, while the dihedral angle between the two benzene rings is 61.0 (1)°. The mol­ecules are linked into chains along the b axis by N—H⋯O hydrogen bonds. International Union of Crystallography 2008-01-16 /pmc/articles/PMC2960316/ /pubmed/21201488 http://dx.doi.org/10.1107/S1600536808001311 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
Tokarčík, Miroslav
Kožíšek, Jozef
Sowmya, B. P.
Fuess, Hartmut
N-(3-Chloro­phen­yl)benzamide
title N-(3-Chloro­phen­yl)benzamide
title_full N-(3-Chloro­phen­yl)benzamide
title_fullStr N-(3-Chloro­phen­yl)benzamide
title_full_unstemmed N-(3-Chloro­phen­yl)benzamide
title_short N-(3-Chloro­phen­yl)benzamide
title_sort n-(3-chloro­phen­yl)benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960316/
https://www.ncbi.nlm.nih.gov/pubmed/21201488
http://dx.doi.org/10.1107/S1600536808001311
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AT fuesshartmut n3chlorophenylbenzamide