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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, C(23)H(19)BrN(4)O(2), 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 resp...

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Detalles Bibliográficos
Autores principales: Temesgen, Ayalew, Tskhovrebov, Alexander G., Vologzhanina, Anna V., Le, Tuan A., Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061115/
https://www.ncbi.nlm.nih.gov/pubmed/33953956
http://dx.doi.org/10.1107/S2056989021002024
Descripción
Sumario:The title compound, C(23)H(19)BrN(4)O(2), 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.