4-Chloro-N-(2-methoxy­phen­yl)benzamide

The title compound, C(14)H(12)ClNO(2), was prepared by refluxing 4-chloro­benzoyl chloride with o-anisidine in CHCl(3). The methoxy­phen­yl–amide segment of the mol­ecule is almost planar, with a dihedral angle of 5.10 (7)° between the benzene ring and the C—N—C(O)—C fragment. A weak intra­molecular...

Descripción completa

Detalles Bibliográficos
Autores principales: Saeed, Aamer, Khera, Rasheed Ahmad, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980066/
https://www.ncbi.nlm.nih.gov/pubmed/21580098
http://dx.doi.org/10.1107/S160053680905394X
_version_ 1782191569246355456
author Saeed, Aamer
Khera, Rasheed Ahmad
Simpson, Jim
author_facet Saeed, Aamer
Khera, Rasheed Ahmad
Simpson, Jim
author_sort Saeed, Aamer
collection PubMed
description The title compound, C(14)H(12)ClNO(2), was prepared by refluxing 4-chloro­benzoyl chloride with o-anisidine in CHCl(3). The methoxy­phen­yl–amide segment of the mol­ecule is almost planar, with a dihedral angle of 5.10 (7)° between the benzene ring and the C—N—C(O)—C fragment. A weak intra­molecular N—H⋯O contact forms an S(5) ring and contributes to the planarity of this portion of the mol­ecule. The two benzene rings are inclined at an angle of 26.74 (7)°. In the crystal structure, inter­molecular Cl⋯O inter­actions of 3.1874 (9) Å generate centrosymmetric dimers. These are further linked by C—H⋯O and C—H⋯π inter­actions, forming inversion related sheets parallel to [001].
format Text
id pubmed-2980066
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29800662010-12-30 4-Chloro-N-(2-methoxy­phen­yl)benzamide Saeed, Aamer Khera, Rasheed Ahmad Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(12)ClNO(2), was prepared by refluxing 4-chloro­benzoyl chloride with o-anisidine in CHCl(3). The methoxy­phen­yl–amide segment of the mol­ecule is almost planar, with a dihedral angle of 5.10 (7)° between the benzene ring and the C—N—C(O)—C fragment. A weak intra­molecular N—H⋯O contact forms an S(5) ring and contributes to the planarity of this portion of the mol­ecule. The two benzene rings are inclined at an angle of 26.74 (7)°. In the crystal structure, inter­molecular Cl⋯O inter­actions of 3.1874 (9) Å generate centrosymmetric dimers. These are further linked by C—H⋯O and C—H⋯π inter­actions, forming inversion related sheets parallel to [001]. International Union of Crystallography 2009-12-19 /pmc/articles/PMC2980066/ /pubmed/21580098 http://dx.doi.org/10.1107/S160053680905394X Text en © Saeed et al. 2010 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
Saeed, Aamer
Khera, Rasheed Ahmad
Simpson, Jim
4-Chloro-N-(2-methoxy­phen­yl)benzamide
title 4-Chloro-N-(2-methoxy­phen­yl)benzamide
title_full 4-Chloro-N-(2-methoxy­phen­yl)benzamide
title_fullStr 4-Chloro-N-(2-methoxy­phen­yl)benzamide
title_full_unstemmed 4-Chloro-N-(2-methoxy­phen­yl)benzamide
title_short 4-Chloro-N-(2-methoxy­phen­yl)benzamide
title_sort 4-chloro-n-(2-methoxy­phen­yl)benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980066/
https://www.ncbi.nlm.nih.gov/pubmed/21580098
http://dx.doi.org/10.1107/S160053680905394X
work_keys_str_mv AT saeedaamer 4chloron2methoxyphenylbenzamide
AT kherarasheedahmad 4chloron2methoxyphenylbenzamide
AT simpsonjim 4chloron2methoxyphenylbenzamide

Ejemplares similares