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N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph
The title compound, C(14)H(13)NO(3)S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2(1)/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2(...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343975/ https://www.ncbi.nlm.nih.gov/pubmed/22589884 http://dx.doi.org/10.1107/S1600536812009403 |
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author | Murugavel, S. Manikandan, N. Kannan, D. Bakthadoss, M. |
author_facet | Murugavel, S. Manikandan, N. Kannan, D. Bakthadoss, M. |
author_sort | Murugavel, S. |
collection | PubMed |
description | The title compound, C(14)H(13)NO(3)S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2(1)/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2(1)/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intramolecular N—H⋯O and C—H⋯O hydrogen bonds, resulting in similar molecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), molecules are linked into C(8) zigzag chains along the b axis by C—H⋯O hydrogen bonds, whereas in (II) molecules are linked by C—H⋯O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by intermolecular C—H⋯π and π–π interactions [centroid–centroid distance = 3.814 (1) Å]. These interactions are not evident in polymorph (II). |
format | Online Article Text |
id | pubmed-3343975 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33439752012-05-15 N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph Murugavel, S. Manikandan, N. Kannan, D. Bakthadoss, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(13)NO(3)S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2(1)/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2(1)/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intramolecular N—H⋯O and C—H⋯O hydrogen bonds, resulting in similar molecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), molecules are linked into C(8) zigzag chains along the b axis by C—H⋯O hydrogen bonds, whereas in (II) molecules are linked by C—H⋯O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by intermolecular C—H⋯π and π–π interactions [centroid–centroid distance = 3.814 (1) Å]. These interactions are not evident in polymorph (II). International Union of Crystallography 2012-03-10 /pmc/articles/PMC3343975/ /pubmed/22589884 http://dx.doi.org/10.1107/S1600536812009403 Text en © Murugavel et al. 2012 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 Murugavel, S. Manikandan, N. Kannan, D. Bakthadoss, M. N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
title |
N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
title_full |
N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
title_fullStr |
N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
title_full_unstemmed |
N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
title_short |
N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
title_sort | n-(2-formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343975/ https://www.ncbi.nlm.nih.gov/pubmed/22589884 http://dx.doi.org/10.1107/S1600536812009403 |
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