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4,4'-[Thiophene-2,5-diylbis(ethyne-2,1-diyl)]dibenzonitrile

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Figueira, J., Vertlib, V., Rodrigues, J., Nattinen, K. & Rissanen, K. (2008). 4,4'-[Thiophene-2,5-diylbis(ethyne-2,1-diyl)]dibenzonitrile. Acta Crystallographica E, Vol. 64, Issue 4, p. o765-o766. doi:10.1107/S1600536808008106.
Published in
Acta Crystallographica Section E
Authors
Figueira, João |
Vertlib, Viatslav |
Rodriques, João |
Nättinen, Kalle |
Rissanen, Kari
Date
2008
Discipline
Orgaaninen kemiaOrganic chemistry

 
In the solid state, the title compound, C₂₂H₁₀N₂S, forms centrosymmetric dimers by pairs of non-classical C-H...S hydrogen bonds linking approximately coplanar molecules. The benzene ring involved in this interaction makes a dihedral angle of only 7.21 (16)° with the thiophene ring, while the other benzene ring is twisted somewhat out of the plane, with a dihedral angle of 39.58 (9)°. The hydrogen-bonded dimers stack on top of each other with an interplanar spacing of 3.44 Å. C-H...N hydrogen bonds link together stacks that run in approximately perpendicular directions. Each molecule thus interacts with 12 adjacent molecules, five of them approaching closer than the sum of the van der Waals radii for the relevant atoms. Optimization of the inter-stack contacts contributes to the non-planarity of the molecule.
Publisher
International Union of Crystallography
ISSN Search the Publication Forum
1600-5368
DOI
https://doi.org/doi:10.1107/S1600536808008106
URI

http://urn.fi/URN:NBN:fi:jyu-201102221795

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