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A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide

The title compound, C(13)H(10)ClNO, (I), is a polymorph of the structure, (II), first reported by Gowda et al. [Acta Cryst. (2008), E64, o462]. In the original report, the compound crystallized in the ortho­rhom­bic space group Pbca (Z = 8), whereas the structure reported here is monoclinic P21/c (Z...

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Autores principales: Saeed, Aamer, Arshad, Muhammad, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008970/
https://www.ncbi.nlm.nih.gov/pubmed/21589001
http://dx.doi.org/10.1107/S1600536810040262
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author Saeed, Aamer
Arshad, Muhammad
Simpson, Jim
author_facet Saeed, Aamer
Arshad, Muhammad
Simpson, Jim
author_sort Saeed, Aamer
collection PubMed
description The title compound, C(13)H(10)ClNO, (I), is a polymorph of the structure, (II), first reported by Gowda et al. [Acta Cryst. (2008), E64, o462]. In the original report, the compound crystallized in the ortho­rhom­bic space group Pbca (Z = 8), whereas the structure reported here is monoclinic P21/c (Z = 4). The principal difference between the two forms lies in the relative orientations of the phenyl and benzene rings [dihedral angle = 8.90 (13)° for (I) and 61.0 (1)° for (II)]. The inclination of the amide –CONH– units to the benzoyl ring is more similar [15.8 (7)° for (I) and 18.2 (2)° for (II)]. In both forms, the N—H bonds are anti to the 3-chloro substituents of the aniline rings. In the crystal, inter­molecular N—H⋯O hydrogen bonds form C(4) chains along c. These chains are bolstered by weak C—H⋯O inter­actions that generate R (2) (1)(6) and R (2) (1)(7) ring motifs.
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spelling pubmed-30089702010-12-30 A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide Saeed, Aamer Arshad, Muhammad Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(10)ClNO, (I), is a polymorph of the structure, (II), first reported by Gowda et al. [Acta Cryst. (2008), E64, o462]. In the original report, the compound crystallized in the ortho­rhom­bic space group Pbca (Z = 8), whereas the structure reported here is monoclinic P21/c (Z = 4). The principal difference between the two forms lies in the relative orientations of the phenyl and benzene rings [dihedral angle = 8.90 (13)° for (I) and 61.0 (1)° for (II)]. The inclination of the amide –CONH– units to the benzoyl ring is more similar [15.8 (7)° for (I) and 18.2 (2)° for (II)]. In both forms, the N—H bonds are anti to the 3-chloro substituents of the aniline rings. In the crystal, inter­molecular N—H⋯O hydrogen bonds form C(4) chains along c. These chains are bolstered by weak C—H⋯O inter­actions that generate R (2) (1)(6) and R (2) (1)(7) ring motifs. International Union of Crystallography 2010-10-13 /pmc/articles/PMC3008970/ /pubmed/21589001 http://dx.doi.org/10.1107/S1600536810040262 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
Arshad, Muhammad
Simpson, Jim
A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide
title A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide
title_full A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide
title_fullStr A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide
title_full_unstemmed A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide
title_short A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide
title_sort monoclinic polymorph of n-(3-chloro­phen­yl)benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008970/
https://www.ncbi.nlm.nih.gov/pubmed/21589001
http://dx.doi.org/10.1107/S1600536810040262
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