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

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

Oksana A Mayorova  1 , Vyacheslav S Grinev  1   2 , Alevtina Yu Yegorova  2
Affiliations

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

Oksana A Mayorova et al. IUCrdata. .

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.

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Figures

Figure 1
Figure 1
The asymmetric unit of the title compound with the atom labelling and displacement ellipsoids drawn at the 50% probability level (two crystallographically independent mol­ecules are shown).
Figure 2
Figure 2
The crystal packing of the title compound, viewed along the b axis.
Figure 3
Figure 3
π–π stacking inter­actions between the di­chloro (green) and bromo (brown) substituted aromatic rings of the title compound.
See this image and copyright information in PMC

References

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    1. Grinev, V. S., Osipov, A. K. & Yegorova, A. Y. (2018). IUCrData, 3, x181224.
    1. Osipov, A. K., Anis’kov, A. A., Grinev, V. S. & Yegorova, A. Yu. (2017). Magn. Reson. Chem. 55, 730–737. - PubMed

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