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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-3008970 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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