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4-(4-Aminophenylsulfonyl)aniline-3,5-dinitrobenzoic acid (1/1)

Smith, Graham & Wermuth, Urs D. (2012) 4-(4-Aminophenylsulfonyl)aniline-3,5-dinitrobenzoic acid (1/1). Acta Crystallographica. Section E : Structure Reports Online, 68, o669-o669.

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Abstract

In the title co-crystalline adduct of the drug Dapsone with 3,5-dinitrobenzoic acid, C~12~H~12~N~2~O~2~S . C~7~H~4~N~4~O~6~, the dihedral angle between the two aromatic rings of the Dapsone molecule is 75.4(2)deg. and those between these rings and that of the 3,5-dinitrobenzoic acid are 64.5(2) and 68.4(2)deg.

A strong inter-species carboxylic acid O-H---N(amine) hydrogen-bond is found, which together with intermolecular amine N-H...O hydrogen-bonding associations with carboxyl, nitro and sulfone O-atom acceptors as well as weak pi-pi interactions between one of the Dapsone phenyl rings and the 3,5-dinitrobenzoic acid ring [minimum ring centroid separation 3.774(2)Ang.], give a two-dimensional network structure.

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3 citations in Scopus
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ID Code: 48839
Item Type: Journal Article
Keywords: crystal structure, hydrogen bonding, Dapsone, molecular adduct
DOI: 10.1107/S1600536812004709
ISSN: 1600-5368
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > PHYSICAL CHEMISTRY (INCL. STRUCTURAL) (030600) > Structural Chemistry and Spectroscopy (030606)
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: 24 Feb 2012 09:17
Last Modified: 18 Apr 2013 18:04

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