Published in

International Union of Crystallography, IUCrData, 11(1), 2016

DOI: 10.1107/s241431461601782x

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2-(4-Chloro-2-nitrophenyl)-5-[4-(propyloxy)phenyl]-1,3,4-oxadiazole

Journal article published in 2016 by Daniel Limbach, Heiner Detert, Dieter Schollmeyer
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The title compound, C17H14ClN3O4, was prepared by the Huisgen reaction of 4-chloro-2-nitrobenzoyl chloride and 5-(4-propyloxyphenyl)tetrazole. The diphenyl-1,3,4-oxadiazole unit is nearly planar. The oxadiazole ring is inclined to the 4-chloro-2-nitrophenyl ring by 7.77 (8)°, and by 7.93 (8)° to the 4-propyloxyphenyl ring. The benzene rings are inclined to one another by 1.32 (7)°. The nitro group is twisted out of the plane of the benzene ring to which it is attached by 73.59 (16)°. The propoxy chain mean plane is inclined to the benzene ring to which it is attached by 4.46 (13)°. In the crystal, C—H...O and C—H...N hydrogen bonds connect the molecules, forming ribbons propagating along theb-axis direction. The ribbons are linked by C—H...π interactions, forming slabs parallel to theabplane.