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dc.contributor.authorSmith, Graham
dc.contributor.authorWermuth, Urs D
dc.contributor.authorYoung, David J
dc.contributor.authorWhite, Jonathan M
dc.date.accessioned2017-05-03T16:56:07Z
dc.date.available2017-05-03T16:56:07Z
dc.date.issued2008
dc.date.modified2011-06-09T22:41:18Z
dc.identifier.issn0108-2701
dc.identifier.doi10.1107/S0108270108001595
dc.identifier.urihttp://hdl.handle.net/10072/26743
dc.description.abstractThe structures of the anhydrous 1:1 proton-transfer compounds of the dye precursor aniline yellow [4-(phenyldiazenyl)aniline], namely isomeric 4-(phenyldiazenyl)anilinium 2-carboxy-6-nitrobenzoate, C12H12N3+烸H4NO6-, (I), and 4-(phenyldiazenyl)anilinium 2-carboxy-4-nitrobenzoate, C12H12N3+烸H4NO6-, (II), and 4-(phenyldiazenyl)anilinium 3-carboxy-5-nitrobenzoate monohydrate, C12H12N3+烸H4NO6-爲O, (III), have been determined at 130 K. In (I) the cation has longitudinal rotational disorder. All three compounds have substructures comprising backbones formed through strong head-to-tail carboxyl-carboxylate hydrogen-bond interactions [graph set C(7) in (I) and (II), and C(8) in (III)]. Two-dimensional sheet structures are formed in all three compounds by the incorporation of the 4-(phenyldiazenyl)anilinium cations into the substructures, including, in the cases of (I) and (II), infinite H-N-H to carboxylate O-C-O group interactions [graph set C(6)], and in the case of (III), bridging through the water molecule of solvation. The peripheral alternating aromatic ring residues of both cations and anions give only weakly [pi]-interactive step features which lie between the sheets.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherWiley-Blackwell
dc.publisher.placeDenmark
dc.relation.ispartofstudentpublicationN
dc.relation.ispartofpagefromo123
dc.relation.ispartofpagetoo127
dc.relation.ispartofissue3
dc.relation.ispartofjournalActa Crystallographica Section C: Crystal Structure Communications
dc.relation.ispartofvolumeC64
dc.rights.retentionY
dc.subject.fieldofresearchInorganic chemistry
dc.subject.fieldofresearchPhysical chemistry
dc.subject.fieldofresearchOther chemical sciences
dc.subject.fieldofresearchcode3402
dc.subject.fieldofresearchcode3406
dc.subject.fieldofresearchcode3499
dc.titleThe 1:1 proton-transfer compounds of 4-(phenyldiazenyl)aniline (aniline yellow) with 3-nitrophthalic, 4-nitrophthalic and 5-nitroisophthalic acids
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.date.issued2008
gro.hasfulltextNo Full Text
gro.griffith.authorWermuth, Urs D.
gro.griffith.authorYoung, David


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