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Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide
Crystal structures of two N-(aryl)arylsulfonamides, namely, 4-methoxy-N-(4-methylphenyl)benzenesulfonamide, C(14)H(15)NO(3)S, (I), and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide, C(13)H(12)FNO(3)S, (II), were determined and analyzed. In (I), the benzenesulfonamide ring is disordered...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645005/ https://www.ncbi.nlm.nih.gov/pubmed/26594517 http://dx.doi.org/10.1107/S2056989015019787 |
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author | Rodrigues, Vinola Z. Preema, C. P. Naveen, S. Lokanath, N. K. Suchetan, P. A. |
author_facet | Rodrigues, Vinola Z. Preema, C. P. Naveen, S. Lokanath, N. K. Suchetan, P. A. |
author_sort | Rodrigues, Vinola Z. |
collection | PubMed |
description | Crystal structures of two N-(aryl)arylsulfonamides, namely, 4-methoxy-N-(4-methylphenyl)benzenesulfonamide, C(14)H(15)NO(3)S, (I), and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide, C(13)H(12)FNO(3)S, (II), were determined and analyzed. In (I), the benzenesulfonamide ring is disordered over two orientations, in a 0.516 (7):0.484 (7) ratio, which are inclined to each other at 28.0 (1)°. In (I), the major component of the sulfonyl benzene ring and the aniline ring form a dihedral angle of 63.36 (19)°, while in (II), the planes of the two benzene rings form a dihedral angle of 44.26 (13)°. In the crystal structure of (I), N—H⋯O hydrogen bonds form infinite C(4) chains extended in [010], and intermolecular C—H⋯π(aryl) interactions link these chains into layers parallel to the ab plane. The crystal structure of (II) features N—H⋯O hydrogen bonds forming infinite one dimensional C(4) chains along [001]. Further, a pair of C—H⋯O intermolecular interactions consolidate the crystal packing of (II) into a three-dimensional supramolecular architecture. |
format | Online Article Text |
id | pubmed-4645005 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46450052015-11-20 Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide Rodrigues, Vinola Z. Preema, C. P. Naveen, S. Lokanath, N. K. Suchetan, P. A. Acta Crystallogr E Crystallogr Commun Research Communications Crystal structures of two N-(aryl)arylsulfonamides, namely, 4-methoxy-N-(4-methylphenyl)benzenesulfonamide, C(14)H(15)NO(3)S, (I), and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide, C(13)H(12)FNO(3)S, (II), were determined and analyzed. In (I), the benzenesulfonamide ring is disordered over two orientations, in a 0.516 (7):0.484 (7) ratio, which are inclined to each other at 28.0 (1)°. In (I), the major component of the sulfonyl benzene ring and the aniline ring form a dihedral angle of 63.36 (19)°, while in (II), the planes of the two benzene rings form a dihedral angle of 44.26 (13)°. In the crystal structure of (I), N—H⋯O hydrogen bonds form infinite C(4) chains extended in [010], and intermolecular C—H⋯π(aryl) interactions link these chains into layers parallel to the ab plane. The crystal structure of (II) features N—H⋯O hydrogen bonds forming infinite one dimensional C(4) chains along [001]. Further, a pair of C—H⋯O intermolecular interactions consolidate the crystal packing of (II) into a three-dimensional supramolecular architecture. International Union of Crystallography 2015-10-28 /pmc/articles/PMC4645005/ /pubmed/26594517 http://dx.doi.org/10.1107/S2056989015019787 Text en © Rodrigues et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Rodrigues, Vinola Z. Preema, C. P. Naveen, S. Lokanath, N. K. Suchetan, P. A. Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
title | Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
title_full | Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
title_fullStr | Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
title_full_unstemmed | Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
title_short | Crystal structures of 4-methoxy-N-(4-methylphenyl)benzenesulfonamide and N-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
title_sort | crystal structures of 4-methoxy-n-(4-methylphenyl)benzenesulfonamide and n-(4-fluorophenyl)-4-methoxybenzenesulfonamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645005/ https://www.ncbi.nlm.nih.gov/pubmed/26594517 http://dx.doi.org/10.1107/S2056989015019787 |
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