Crystal Structure of 2-[(1E)-2-(4-Fluorophenyl)diazenyl]-1H-imidazole-Reference-Cited by-同舟云学术

Crystal Structure of 2-[(1E)-2-(4-Fluorophenyl)diazenyl]-1H-imidazole

Published:2023-02-01 Issue:1 Volume:2023 Page:M1571
ISSN:1422-8599
Container-title:Molbank
language:en
Short-container-title:Molbank

Author:

Gelbrich Thomas¹^ORCID,Wurst Klaus²,Mayer Paul³,Schottenberger Herwig¹^ORCID,Nerdinger Sven⁴^ORCID

Affiliation:

1. Institute of Pharmacy, Universi ty of Innsbruck, Innrain 52c, A-6020 Innsbruck, Austria

2. Institute of General, Theoretical & Inorganic Chemistry, University of Innsbruck, Innrain 80-82, A-6020 Innsbruck, Austria

3. Research Institute of Textile Chemistry and Textile Physics, University of Innsbruck, Hoechsterstrasse 73, A-6850 Dornbirn, Austria

4. Sandoz GmbH, Biochemiestr. 10, A-6250 Kundl, Austria

Abstract

The molecule of the title compound adopts a twisted geometry with a rotation of approximately 30° between the mean planes of the imidazole and phenyl rings. The crystal structure displays hydrogen bonded chains as a result of N–H···N interactions between the imidazole rings of neighboring molecules. These H-bonded chains are assembled into flat molecular layers parallel to the (121) plane. Two intermolecular interactions, involving inversion-related molecules belonging to adjacent molecular layers, contribute significantly to the stabilization of the crystal.

Funder

Sandoz GmbH under academic cooperation project

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

https://www.mdpi.com/1422-8599/2023/1/M1571/pdf

Reference10 articles.

1. 2-Arylimidazole revamped by quarternization or dimerization; another gain in functionality of an industrial dyestuff family by task-specific side-chain subsitutents;Neuner;Heterocycles,2022

2. Bachmann, F., Cremer, C., Froehling, B., Murphy, B., Zhang, G., and Torgerson, P. (2016). Cationic Direct Dyes for Use in Hair Dying. (WO2016146813A1), WO Patent.

3. Klingsberg, E., and Lewis, C.E. (1959). Quarternized N-Alkylated Arylazoimidazoles. (US3173907), U.S. Patent.

4. New synthesis of diazastyryl dyes;Baumann;Chimia,1961

5. (1H-Imidazol-2-yl)phenyldiazene;Fun;Acta Crystallogr. Sect. C Cryst. Struct. Commun.,1999