6533b826fe1ef96bd128526b
RESEARCH PRODUCT
4,4'-[Thiophene-2,5-diylbis(ethyne-2,1-diyl)]dibenzonitrile
João RodriguesKari RissanenViatslav VertlibKalle NättinenJoão Figueirasubject
optoelectronicsmolecular electronicsSolid-state.Dihedral angle010402 general chemistryRing (chemistry)BioinformaticsOrganic Papers01 natural sciencesnanoelectronicsFaculdade de Ciências Exatas e da Engenhariasymbols.namesakechemistry.chemical_compound44000-[Thiophene-25-diylbis(ethyne-21diyl)]dibenzonitrilePerpendicularPhysics::Atomic and Molecular ClustersGeneral Materials ScienceVan der Waals radiusPhysics::Chemical PhysicsBenzene010405 organic chemistryChemistryHydrogen bondGeneral ChemistryCondensed Matter Physics3. Good health0104 chemical sciencesCrystallographysymbolsorganic compoundsdescription
In the solid state, the title compound, C(22)H(10)N(2)S, forms centrosymmetric dimers by pairs of non-classical C-H⋯S hydrogen bonds linking approximately coplanar mol-ecules. The benzene ring involved in this inter-action makes a dihedral angle of only 7.21 (16)° with the thio-phene 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 inter-planar spacing of 3.44 Å. C-H⋯N hydrogen bonds link together stacks that run in approximately perpendicular directions. Each mol-ecule thus inter-acts with 12 adjacent mol-ecules, 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 mol-ecule.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2008-03-05 | Acta Crystallographica Section E: Crystallographic Communications |