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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2960316 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT gowdabthimme n3chlorophenylbenzamide AT tokarcikmiroslav n3chlorophenylbenzamide AT kozisekjozef n3chlorophenylbenzamide AT sowmyabp n3chlorophenylbenzamide AT fuesshartmut n3chlorophenylbenzamide |