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

Simple item page
dc.citation.doi10.1107/S2056989015007306en_ZA
dc.citation.epage515en_ZA
dc.citation.issue5en_ZA
dc.citation.spage509en_ZA
dc.contributor.authorSetifi, Z.
dc.contributor.authorValkonen, A.
dc.contributor.authorFernandes, M.A.
dc.contributor.authorGlidewell, C.
dc.contributor.authorHarrison, W.T.A.
dc.contributor.authorNummelin, S.
dc.contributor.authorBoughzala, H.
dc.contributor.authorSetifi, F.
dc.date.accessioned2016-11-22T13:03:52Z
dc.date.available2016-11-22T13:03:52Z
dc.date.issued2015-05
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-tetra-cyano-2-(dicyanomethylene) propane-1,3-diide [alternative name bis(2,2′-bipyr-idin-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 - H⋯N hydrogen bond and the resulting ion pairs are linked by two independent C - H⋯N 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 - H⋯N hydrogen bonds and the resulting ion triplets are linked by a C - H⋯N hydrogen bond, forming a C12(7) chain containing anions and only one type of cation, with the other cation linked to the chain by a further C - H⋯N hydrogen bond.en_ZA
dc.description.librarianSP2016en_ZA
dc.description.urlhttp://journals.iucr.org/e/issues/2015/05/00/hb7404/hb7404.pdfen_ZA
dc.identifier.citationSetifi, Z. et al. 2015. Acta Crystallographica Section E: Crystallographic Communications. 71(5), pp.509-515.en_ZA
dc.identifier.issn2056-9890
dc.identifier.urihttp://hdl.handle.net/10539/21471
dc.journal.titleActa Crystallographica Section E: Crystallographic Communicationsen_ZA
dc.journal.volume71en_ZA
dc.language.isoenen_ZA
dc.publisherInternational Union of Crystallographyen_ZA
dc.subjectBipyridinium cationsen_ZA
dc.subjectCrystal structureen_ZA
dc.subjectHydrogen bondingen_ZA
dc.subjectMolecular conformationen_ZA
dc.subjectPolynitrile anionsen_ZA
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_ZA
dc.typeArticleen_ZA
Files
Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
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.pdf
Size:
918.11 KB
Format:
Adobe Portable Document Format
Description:
Article
Download
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.71 KB
Format:
Item-specific license agreed upon to submission
Description:
Download
Collections
Research Outputs (Chemistry)
Wits Research Outputs