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4-(4-Aminophenylsulfonyl)aniline-1,3-5-trinitrobenzene (1/2)

Smith, Graham & Wermuth, Urs D. (2012) 4-(4-Aminophenylsulfonyl)aniline-1,3-5-trinitrobenzene (1/2). Acta Crystallographica. Section E : Structure Reports Online, 68, o494-o494.

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Abstract

The asymmetric unit of the title co-crystalline 1:2 adduct C12H12N2O2 . 2(C6H3N3O6) 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 angles are 69.0(2) and 63.59(11)deg. Aromatic pi-pi interactions are also found between one of the Dapsone aromatic rings and a trinitrobenzene ring [minimum ring centroid separation 3.576(5)Ang.]. 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.

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5 citations in Scopus
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2 citations in Web of Science®

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36 since deposited on 23 Feb 2012
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ID Code: 48836
Item Type: Journal Article
Keywords: crystal structure, molecular adduct, Dapsone, hydrogen bonding
DOI: 10.1107/S1600536812001742
ISSN: 1600-5368
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000)
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2012 IUCr
Copyright Statement: This open-access article is distributed under the terms of the Creative Commons Attribution Licence http://creativecommons.org/licenses/by/2.0/uk/legalcode, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Deposited On: 23 Feb 2012 23:05
Last Modified: 24 Feb 2012 02:47

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