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dc.contributor.authorSetifi, Z.
dc.contributor.authorValkonen, A.
dc.contributor.authorFernandes, M.A.
dc.contributor.authorNummelin, S.
dc.contributor.authorBoughzala, H.
dc.contributor.authorSetifi, F.
dc.contributor.authorGlidewell, C.
dc.contributor.authorHarrison, W.T.A.
dc.date.accessioned2015-05-25T11:40:05Z
dc.date.available2015-05-25T11:40:05Z
dc.date.issued2015-05
dc.identifier.citationSetifi , Z , Valkonen , A , Fernandes , M A , Nummelin , S , Boughzala , H , Setifi , F , Glidewell , C & Harrison , W T A 2015 , ' Crystal structures of 2,2′-bipyridin-1-ium 1,1,3,3-tetracyano-2-ethoxyprop-2-en-1-ide and bis(2,2′-bipyridin-1-ium) 1,1,3,3-tetracyano-2-(dicyano-methylene) propane-1,3-diide ' Acta Crystallographica. Section E, Structure reports online , vol. 71 , no. 5 , pp. 509-515 . https://doi.org/10.1107/S2056989015007306en
dc.identifier.issn1600-5368
dc.identifier.otherPURE: 190297089
dc.identifier.otherPURE UUID: 207d5d3e-8b74-4acc-83ee-2a556f0b7eaf
dc.identifier.otherScopus: 84928137868
dc.identifier.otherWOS: 000369977900093
dc.identifier.urihttp://hdl.handle.net/10023/6685
dc.description.abstractIn 2,2'-bipyridin-1-ium 1,1,3,3-tetra­cyano-2-eth­oxy­prop-2-en-1-ide, C10H9N2+·C9H5N4O-, (I), the ethyl group in the anion is disordered over two sets of atomic sites with occupancies 0.634 (9) and 0.366 (9), and the dihedral angle between the ring planes in the cation is 2.11 (7)°. The two independent C(CN)2 groups in the anion make dihedral angles of 10.60 (6) and 12.44 (4)° with the central propenide unit, and the bond distances in the anion provide evidence for extensive electronic delocalization. In bis­(2,2'-bipyridin-1-ium) 1,1,3,3-tetra­cyano-2-(di­cyano­methyl­ene)propane-1,3-diide [alternative name bis­(2,2'-bipyridin-1-ium) tris­(di­cyano­methyl­ene)methane­diide], 2C10H9N2+·C10N62- (II), the dihedral angles between the ring planes in the two independent cations are 7.7 (2) and 10.92 (17)°. The anion exhibits approximate C3 symmetry, consistent with extensive electronic delocalization, and the three independent C(CN)2 groups make dihedral angles of 23.8 (2), 27.0 (3) and 27.4 (2)° with the central plane. The ions in (I) are linked by an N-HN hydrogen bond and the resulting ion pairs are linked by two independent C-HN hydrogen bonds, forming a ribbon containing alternating R44(18) and R44(26) rings, where both ring types are centrosymmetric. The ions in (II) are linked by two independent N-HN hydrogen bonds and the resulting ion triplets are linked by a C-HN hydrogen bond, forming a C21(7) chain containing anions and only one type of cation, with the other cation linked to the chain by a further C-HN hydrogen bond.
dc.format.extent7
dc.language.isoeng
dc.relation.ispartofActa Crystallographica. Section E, Structure reports onlineen
dc.rightsCopyright 2015 the Authors. This article is covered by the Creative Commons Attribution license (http://creativecommons.org/licenses/by/2.0/uk/legalcode)en
dc.subjectCrystal structureen
dc.subjectBipyridinium cationsen
dc.subjectPolynitrile anionsen
dc.subjectMol­ecular conformationen
dc.subjectHydrogen bondingen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleCrystal structures of 2,2′-bipyridin-1-ium 1,1,3,3-tetracyano-2-ethoxyprop-2-en-1-ide and bis(2,2′-bipyridin-1-ium) 1,1,3,3-tetracyano-2-(dicyano-methylene) propane-1,3-diideen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.identifier.doihttps://doi.org/10.1107/S2056989015007306
dc.description.statusPeer revieweden
dc.identifier.urlhttp://scripts.iucr.org/cgi-bin/sendsup?hb7404en


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