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4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2)
The asymmetric unit of the title co-crystalline 1:2 adduct, C(12)H(12)N(2)O(2)·2C(6)H(3)N(3)O(6), contains two independent molecules of bis(4-aminophenyl) sulfone (the drug Dapsone) and four molecules of 1,3,5-trinitrobenzene and is extended into a two-dimensional hydrogen-bonded network struc...
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/PMC3275240/ https://www.ncbi.nlm.nih.gov/pubmed/22347096 http://dx.doi.org/10.1107/S1600536812001742 |
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author | Smith, Graham Wermuth, Urs D. |
author_facet | Smith, Graham Wermuth, Urs D. |
author_sort | Smith, Graham |
collection | PubMed |
description | The asymmetric unit of the title co-crystalline 1:2 adduct, C(12)H(12)N(2)O(2)·2C(6)H(3)N(3)O(6), contains two independent molecules of bis(4-aminophenyl) sulfone (the drug Dapsone) and four molecules of 1,3,5-trinitrobenzene and is extended into a two-dimensional hydrogen-bonded network structure through amino N—H⋯O hydrogen-bonding associations with nitro O-atom acceptors. In the two independent Dapsone molecules, the inter-ring dihedral anges are 69.6 (3) and 63.63 (9)°. Aromatic π–π interactions are also found between one of the Dapsone aromatic rings and a trinitrobenzene ring [minimum ring centroid separation = 3.596 (3) Å]. A 4-aminophenyl ring moiety of one of the Dapsone molecules and two nitro groups of a trinitrobenzene are disordered in a 50:50 ratio. |
format | Online Article Text |
id | pubmed-3275240 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32752402012-02-15 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) Smith, Graham Wermuth, Urs D. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title co-crystalline 1:2 adduct, C(12)H(12)N(2)O(2)·2C(6)H(3)N(3)O(6), contains two independent molecules of bis(4-aminophenyl) sulfone (the drug Dapsone) and four molecules of 1,3,5-trinitrobenzene and is extended into a two-dimensional hydrogen-bonded network structure through amino N—H⋯O hydrogen-bonding associations with nitro O-atom acceptors. In the two independent Dapsone molecules, the inter-ring dihedral anges are 69.6 (3) and 63.63 (9)°. Aromatic π–π interactions are also found between one of the Dapsone aromatic rings and a trinitrobenzene ring [minimum ring centroid separation = 3.596 (3) Å]. A 4-aminophenyl ring moiety of one of the Dapsone molecules and two nitro groups of a trinitrobenzene are disordered in a 50:50 ratio. International Union of Crystallography 2012-01-21 /pmc/articles/PMC3275240/ /pubmed/22347096 http://dx.doi.org/10.1107/S1600536812001742 Text en © Smith and Wermuth 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 Smith, Graham Wermuth, Urs D. 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
title | 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
title_full | 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
title_fullStr | 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
title_full_unstemmed | 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
title_short | 4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
title_sort | 4-(4-aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275240/ https://www.ncbi.nlm.nih.gov/pubmed/22347096 http://dx.doi.org/10.1107/S1600536812001742 |
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