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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...

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Autores principales: Atanasova, Tsvetelina P., Riley, Sean, Biros, Shannon M., Staples, Richard J., Ngassa, Felix N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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