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Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate
The title compound, C(14)H(13)NO(5)S, was synthesized via a nucleophilic substitution reaction between 3,5-dimethylphenol and 2-nitrobenzenesulfonyl chloride. The aromatic rings attached to the SO(3) group are oriented in a gauche fashion around the ester S—O bond, with a C—S—O—C torsion angle o...
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/PMC4555383/ https://www.ncbi.nlm.nih.gov/pubmed/26396844 http://dx.doi.org/10.1107/S2056989015015078 |
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author | Atanasova, Tsvetelina P. Riley, Sean Biros, Shannon M. Staples, Richard J. Ngassa, Felix N. |
author_facet | Atanasova, Tsvetelina P. Riley, Sean Biros, Shannon M. Staples, Richard J. Ngassa, Felix N. |
author_sort | Atanasova, Tsvetelina P. |
collection | PubMed |
description | The title compound, C(14)H(13)NO(5)S, was synthesized via a nucleophilic substitution reaction between 3,5-dimethylphenol and 2-nitrobenzenesulfonyl chloride. The aromatic rings attached to the SO(3) group are oriented in a gauche fashion around the ester S—O bond, with a C—S—O—C torsion angle of 84.68 (11)°. The molecules form centrosymmetric dimers via π–π stacking interactions between 3,5-dimethylphenyl groups (centroid–centroid distance = 3.709 Å). An intermolecular S=O⋯N interaction between the sulfonyl and nitro groups, with an O⋯N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011]. These columns are further assembled into (111) layers through C—H⋯O interactions. |
format | Online Article Text |
id | pubmed-4555383 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45553832015-09-22 Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate Atanasova, Tsvetelina P. Riley, Sean Biros, Shannon M. Staples, Richard J. Ngassa, Felix N. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(14)H(13)NO(5)S, was synthesized via a nucleophilic substitution reaction between 3,5-dimethylphenol and 2-nitrobenzenesulfonyl chloride. The aromatic rings attached to the SO(3) group are oriented in a gauche fashion around the ester S—O bond, with a C—S—O—C torsion angle of 84.68 (11)°. The molecules form centrosymmetric dimers via π–π stacking interactions between 3,5-dimethylphenyl groups (centroid–centroid distance = 3.709 Å). An intermolecular S=O⋯N interaction between the sulfonyl and nitro groups, with an O⋯N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011]. These columns are further assembled into (111) layers through C—H⋯O interactions. International Union of Crystallography 2015-08-22 /pmc/articles/PMC4555383/ /pubmed/26396844 http://dx.doi.org/10.1107/S2056989015015078 Text en © Atanasova 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 Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Atanasova, Tsvetelina P. Riley, Sean Biros, Shannon M. Staples, Richard J. Ngassa, Felix N. Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
title | Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
title_full | Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
title_fullStr | Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
title_full_unstemmed | Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
title_short | Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
title_sort | crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555383/ https://www.ncbi.nlm.nih.gov/pubmed/26396844 http://dx.doi.org/10.1107/S2056989015015078 |
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