(Z)-5-(4-Bromo-phen-yl)-3-{[(3,5-di-chloro-phen-yl)amino]-methyl-idene}furan-2(3 H)-one

Oksana A Mayorova; Vyacheslav S Grinev; Alevtina Yu Yegorova

doi:10.1107/S2414314620009372

(Z)-5-(4-Bromo-phen-yl)-3-{[(3,5-di-chloro-phen-yl)amino]-methyl-idene}furan-2(3 H)-one

IUCrdata. 2020 Jul 17;5(Pt 7):x200937. doi: 10.1107/S2414314620009372. eCollection 2020 Jul.

Authors

Oksana A Mayorova¹, Vyacheslav S Grinev^{1

2}, Alevtina Yu Yegorova²

Affiliations

¹ Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, 13 Prospekt Entuziastov, Saratov 410049, Russian Federation.
² Institute of Chemistry, N. G. Chernyshevsky National Research Saratov State University, Ulitsa Astrakhanskaya, 83, Saratov 410012, Russian Federation.

Abstract

The title compound, C₁₇H₁₀BrCl₂NO₂, crystallizes in the monoclinic space group C2/c with a large cell volume of 6207 (3) Å³. The asymmetric unit of the title compound investigated at 120 K contains two crystallographically independent mol-ecules (Z' = 2). Each mol-ecule demonstrates slight non-planarity in the solid state and a Z-configuration for the exocyclic C=C bond. The crystal packing reveals the presence of π-π stacking inter-actions between the substituted benzene rings [centroid-centroid distances of 3.836 (5) Å, shift distances in the range 1.272-1.843 Å].

Keywords: arylaminomethylene derivative; crystal structure; furan-2(3H)-one; halogen substituted; push–pull enamine; π–π stacking interactions.

Grants and funding

Funding for this research was provided by: Russian Foundation for Basic Research (grant No. 19-33-60038 to O. A. Mayorova).