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
Setifi, 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. Acta Crystallographica Section E : Crystallographic Communications, 71(5), 509-515. https://doi.org/10.1107/S2056989015007306
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2015Copyright
© 2015 the Authors. Published by International Union of Crystallography. This is an Open Access article under the terms of the Creative Commons Attribution Licence.
In 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
...
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International Union of CrystallographyISSN Search the Publication Forum
2056-9890Keywords
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