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

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. © 2021.

Authors
Temesgen A.1 , Tskhovrebov A.G. 2, 3 , Vologzhanina A.V. 4 , Le T.A. 5 , Khrustalev V.N. 3
Publisher
International Union of Crystallography
Language
English
Pages
305-308
Status
Published
Volume
77
Year
2021
Organizations
  • 1 Chemistry Department, College of Natural and Computational Sciences, University of Gondar, Gondar, 196, Ethiopia
  • 2 N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Ul. Kosygina 4, Moscow, Russian Federation
  • 3 Peoples' Friendship University of Russia, 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
  • 4 Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova str., 28, Moscow, Russian Federation
  • 5 Faculty of Chemistry, VNU University of Science, Vietnam National University, 334 Nguyen Trai, Hanoi, 100000, Viet Nam
Keywords
azoimidazoles; crystal structure; dyes; nitrogen heterocycles; PASS program
Date of creation
20.07.2021
Date of change
20.07.2021
Short link
https://repository.rudn.ru/en/records/article/record/74118/
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