Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Smith, Graham, Wermuth, Urs D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
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
_version_ 1782223193261473792
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
work_keys_str_mv AT smithgraham 44aminophenylsulfonylaniline135trinitrobenzene12
AT wermuthursd 44aminophenylsulfonylaniline135trinitrobenzene12