Title of article :
Crystal structure of 2-[(E)-2-(4-bromophenyl)diazen-1-yl]-4,5-bis(4-methoxyphenyl)-1H-imidazole: the first example of a structurally characterized triarylazoimidazole
Author/Authors :
Temesgen, Ayalew Chemistry Department- College of Natural and Computational Sciences - University of Gondar, Ethiopia , Tskhovrebov, Alexander G. N.N. Semenov Federal Research Center for Chemical Physics - Russian Academy of Sciences, Russian Federation , Vologzhanina, Anna V. Nesmeyanov Institute of Organoelement Compounds - Russian Academy of Sciences, Russian Federation , Le, Tuan A. Faculty of Chemistry - VNU University of Science - Vietnam National University, Vietnam , Khrustalev, Victor N. Peoples' Friendship University of Russia, Russian Federation
Abstract :
The title compound, C23H19BrN4O2, is a product of an azo coupling reaction between 3,4-bis(4-methoxyphenyl)imidazole and 4-bromophenyldiazonium tetrafluoroborate. Its crystal structure was determined using data collected at 120 K. The molecule adopts a trans configuration with respect to the N=N double bond. The imidazole and aryl rings attached to the azo linkage are coplanar within 12.73 (14)°, which indicates significant electron delocalization within the molecule. In the crystal, the molecules form centrosymmetric dimers via pairs of N—H⋯O hydrogen bonds.
Keywords :
crystal structure , azoimidazoles , nitrogen heterocycles , dyes , PASS program
Journal title :
Acta Crystallographica Section E: Crystallographic Communications