Cargando…

N-(2,3-Dimethyl­phen­yl)benzamide

The conformation of the N—H bond in the structure of the title compound, C(15)H(15)NO, is anti to the ortho and meta-methyl substituents in the aniline benzene ring, in contrast to the syn conformation observed with respect to the ortho and meta-chloro substituents in N-(2,3-dichloro­phen­yl)benzami...

Descripción completa

Detalles Bibliográficos
Autores principales: Gowda, B. Thimme, Tokarčík, Miroslav, Kožíšek, Jozef, Sowmya, B. P., Fuess, Hartmut
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977665/
https://www.ncbi.nlm.nih.gov/pubmed/21584008
http://dx.doi.org/10.1107/S1600536809012112
_version_ 1782191158899769344
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, C(15)H(15)NO, is anti to the ortho and meta-methyl substituents in the aniline benzene ring, in contrast to the syn conformation observed with respect to the ortho and meta-chloro substituents in N-(2,3-dichloro­phen­yl)benzamide. Furthermore, the conformations of N—H and C=O bonds in the amide group are anti to each other, similar to those observed in other benzanilides. The dihedral angle between the benzoyl and aniline rings is 84.1 (2)°. The amide group is twisted by 23.0 (3)° out of the plane of the benzoyl ring. The structure exhibits positional disorder over the aniline ring, with site occupancies of 0.80 (1) and 0.20 (1) for the major and minor components, respectively. In the crystal, mol­ecules are connected through N—H⋯O hydrogen bonds into chains running along the b axis. An intra­molecular C—H⋯O close contact occurs.
format Text
id pubmed-2977665
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29776652010-12-30 N-(2,3-Dimethyl­phen­yl)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, C(15)H(15)NO, is anti to the ortho and meta-methyl substituents in the aniline benzene ring, in contrast to the syn conformation observed with respect to the ortho and meta-chloro substituents in N-(2,3-dichloro­phen­yl)benzamide. Furthermore, the conformations of N—H and C=O bonds in the amide group are anti to each other, similar to those observed in other benzanilides. The dihedral angle between the benzoyl and aniline rings is 84.1 (2)°. The amide group is twisted by 23.0 (3)° out of the plane of the benzoyl ring. The structure exhibits positional disorder over the aniline ring, with site occupancies of 0.80 (1) and 0.20 (1) for the major and minor components, respectively. In the crystal, mol­ecules are connected through N—H⋯O hydrogen bonds into chains running along the b axis. An intra­molecular C—H⋯O close contact occurs. International Union of Crystallography 2009-04-08 /pmc/articles/PMC2977665/ /pubmed/21584008 http://dx.doi.org/10.1107/S1600536809012112 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
Tokarčík, Miroslav
Kožíšek, Jozef
Sowmya, B. P.
Fuess, Hartmut
N-(2,3-Dimethyl­phen­yl)benzamide
title N-(2,3-Dimethyl­phen­yl)benzamide
title_full N-(2,3-Dimethyl­phen­yl)benzamide
title_fullStr N-(2,3-Dimethyl­phen­yl)benzamide
title_full_unstemmed N-(2,3-Dimethyl­phen­yl)benzamide
title_short N-(2,3-Dimethyl­phen­yl)benzamide
title_sort n-(2,3-dimethyl­phen­yl)benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977665/
https://www.ncbi.nlm.nih.gov/pubmed/21584008
http://dx.doi.org/10.1107/S1600536809012112
work_keys_str_mv AT gowdabthimme n23dimethylphenylbenzamide
AT tokarcikmiroslav n23dimethylphenylbenzamide
AT kozisekjozef n23dimethylphenylbenzamide
AT sowmyabp n23dimethylphenylbenzamide
AT fuesshartmut n23dimethylphenylbenzamide