Research Article: 5,5′-Di-4-pyridyl-2,2′-(5-tert-butyl-m-phenyl­ene)bis­(1,3,4-oxadiazole)

Date Published: August 01, 2009

Publisher: International Union of Crystallography

Author(s): Katsuhiko Ono, Kenichi Tsukamoto, Masaaki Tomura.


The title compound, C24H20N6O2, is a novel 1,3,4-oxadiazole derivative which has potential as an electron-transporting material in organic electroluminescent (EL) devices. In the crystal, the mol­ecular framework is almost planar with an r.m.s. deviation of 0.091 (4) Å and it exists in an E form. Intra­molecular C—H⋯O and C—H⋯N hydrogen bonds are observed between the benzene and 1,3,4-oxadiazole rings. The tert-butyl group is disordered over two sites, with occupancy factors of 0.78 (1) and 0.22 (1) for the major and minor orientations, respectively. In the crystal structure, mol­ecules aggregate via C—H⋯N inter­actions, forming mol­ecular tapes along the b axis, which aggregate to form a mol­ecular sheet via C—H⋯N inter­actions.

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The application of 1,3,4-oxadiazole derivatives as electron-transporting materials in EL devices has been reported by Hughes & Bryce (2005 ▶). For related structures, including the 1,3,4-oxadiazole system, see: Ono et al.(2005 ▶, 2008 ▶).




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