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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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:
Research Communications
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
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author Temesgen, Ayalew
Tskhovrebov, Alexander G.
Vologzhanina, Anna V.
Le, Tuan A.
Khrustalev, Victor N.
author_facet Temesgen, Ayalew
Tskhovrebov, Alexander G.
Vologzhanina, Anna V.
Le, Tuan A.
Khrustalev, Victor N.
author_sort Temesgen, Ayalew
collection PubMed
description 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.
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spelling pubmed-80611152021-05-04 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 Temesgen, Ayalew Tskhovrebov, Alexander G. Vologzhanina, Anna V. Le, Tuan A. Khrustalev, Victor N. Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2021-02-26 /pmc/articles/PMC8061115/ /pubmed/33953956 http://dx.doi.org/10.1107/S2056989021002024 Text en © Temesgen et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Temesgen, Ayalew
Tskhovrebov, Alexander G.
Vologzhanina, Anna V.
Le, Tuan A.
Khrustalev, Victor N.
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061115/
https://www.ncbi.nlm.nih.gov/pubmed/33953956
http://dx.doi.org/10.1107/S2056989021002024
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