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dc.contributor.authorSetifi, Zouaoui
dc.contributor.authorValkonen, Arto
dc.contributor.authorFernandes, Manuel A.
dc.contributor.authorNummelin, Sami
dc.contributor.authorBoughzala, Habib
dc.contributor.authorSetifi, Fatima
dc.contributor.authorGlidewell, Christopher
dc.date.accessioned2016-07-04T05:27:02Z
dc.date.available2016-07-04T05:27:02Z
dc.date.issued2015
dc.identifier.citationSetifi, Z., Valkonen, A., Fernandes, M. A., Nummelin, S., Boughzala, H., Setifi, F., & Glidewell, C. (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-(dicyanomethylene)propane-1,3-diide. <em>Acta Crystallographica Section E : Crystallographic Communications</em>, 71 (5), 509-515. <a href="http://dx.doi.org/10.1107/S2056989015007306">doi:10.1107/S2056989015007306</a>
dc.identifier.otherTUTKAID_65993
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/50699
dc.description.abstractIn 2,20 -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(2,20 -bipyridin-1-ium) 1,1,3,3-tetracyano-2-(dicyanomethylene)propane-1,3-diide [alternative name bis(2,20 -bipyridin-1-ium) tris(dicyanomethylene)methanediide], 2C10H9N2 + C10N6 2 (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 R4 4 (18) and R4 4 (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 C2 1 (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. 1. Chemical conte
dc.language.isoeng
dc.publisherInternational Union of Crystallography
dc.relation.ispartofseriesActa Crystallographica Section E : Crystallographic Communications
dc.subject.othercrystal structure
dc.subject.otherbipyridinium cations
dc.subject.otherpolynitrile anions
dc.subject.othermol­ecular conformation
dc.subject.otherhydrogen bonding
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-(dicyanomethylene)propane-1,3-diide
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-201607013449
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemia
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2016-07-01T12:15:35Z
dc.type.coarjournal article
dc.description.reviewstatuspeerReviewed
dc.format.pagerange509-515
dc.relation.issn2056-9890
dc.relation.volume71
dc.type.versionpublishedVersion
dc.rights.copyright© 2015 the Authors. Published by International Union of Crystallography. This is an Open Access article under the terms of the Creative Commons Attribution Licence.
dc.rights.accesslevelopenAccessfi
dc.rights.urlhttp://creativecommons.org/licenses/by/2.0/uk/legalcode
dc.relation.doi10.1107/S2056989015007306


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© 2015 the Authors. Published by International Union of Crystallography. This is an Open Access article under the terms of the Creative Commons Attribution Licence.
Except where otherwise noted, this item's license is described as © 2015 the Authors. Published by International Union of Crystallography. This is an Open Access article under the terms of the Creative Commons Attribution Licence.