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

In the title compound, C(14)H(12)ClNO(2), the chloro- and meth­oxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide –CONH– unit. The meth­oxy substituent lies close to the meth­oxy­benzene ring plan...

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Detalles Bibliográficos
Autores principales: Saeed, Aamer, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009019/
https://www.ncbi.nlm.nih.gov/pubmed/21589131
http://dx.doi.org/10.1107/S1600536810043035
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author Saeed, Aamer
Simpson, Jim
author_facet Saeed, Aamer
Simpson, Jim
author_sort Saeed, Aamer
collection PubMed
description In the title compound, C(14)H(12)ClNO(2), the chloro- and meth­oxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide –CONH– unit. The meth­oxy substituent lies close to the meth­oxy­benzene ring plane, with a maximum deviation of 0.142 (3) Å for the methyl C atom. The N—H bond is anti to the 2-chloro substituent of the aniline ring. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds form C(4) chains augmented by a weak C—H⋯O inter­action involving an ortho H atom of the meth­oxy benzene ring that generates an R (2) (1)(6) motif. The chains stack the mol­ecules into columns down the b axis. Adjacent columns are linked by additional C—H⋯O and C—H⋯π contacts, generating a three-dimensional network.
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spelling pubmed-30090192010-12-30 2-Chloro-N-(4-meth­oxy­phen­yl)benzamide Saeed, Aamer Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(12)ClNO(2), the chloro- and meth­oxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide –CONH– unit. The meth­oxy substituent lies close to the meth­oxy­benzene ring plane, with a maximum deviation of 0.142 (3) Å for the methyl C atom. The N—H bond is anti to the 2-chloro substituent of the aniline ring. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds form C(4) chains augmented by a weak C—H⋯O inter­action involving an ortho H atom of the meth­oxy benzene ring that generates an R (2) (1)(6) motif. The chains stack the mol­ecules into columns down the b axis. Adjacent columns are linked by additional C—H⋯O and C—H⋯π contacts, generating a three-dimensional network. International Union of Crystallography 2010-10-30 /pmc/articles/PMC3009019/ /pubmed/21589131 http://dx.doi.org/10.1107/S1600536810043035 Text en © Saeed and Simpson 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
Simpson, Jim
2-Chloro-N-(4-meth­oxy­phen­yl)benzamide
title 2-Chloro-N-(4-meth­oxy­phen­yl)benzamide
title_full 2-Chloro-N-(4-meth­oxy­phen­yl)benzamide
title_fullStr 2-Chloro-N-(4-meth­oxy­phen­yl)benzamide
title_full_unstemmed 2-Chloro-N-(4-meth­oxy­phen­yl)benzamide
title_short 2-Chloro-N-(4-meth­oxy­phen­yl)benzamide
title_sort 2-chloro-n-(4-meth­oxy­phen­yl)benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009019/
https://www.ncbi.nlm.nih.gov/pubmed/21589131
http://dx.doi.org/10.1107/S1600536810043035
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