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Crystal structure and Hirshfeld surface analysis of (E)-1-(4-chloro­phen­yl)-2-[2,2-di­chloro-1-(4-fluoro­phen­yl)ethen­yl]diazene

In the title compound, C(14)H(8)Cl(3)FN(2), the planes of the 4-fluoro­phenyl ring and the 4-chloro­phenyl ring make a dihedral angle of 56.13 (13)°. In the crystal, mol­ecules are stacked in a column along the a axis via a weak C—H⋯Cl hydrogen bond and face-to-face π–π stacking inter­actions [centr...

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Detalles Bibliográficos
Autores principales: Shikhaliyev, Namiq Q., Çelikesir, Sevim Türktekin, Akkurt, Mehmet, Bagirova, Khanim N., Suleymanova, Gulnar T., Toze, Flavien A. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6509676/
https://www.ncbi.nlm.nih.gov/pubmed/31161058
http://dx.doi.org/10.1107/S2056989019003657
Descripción
Sumario:In the title compound, C(14)H(8)Cl(3)FN(2), the planes of the 4-fluoro­phenyl ring and the 4-chloro­phenyl ring make a dihedral angle of 56.13 (13)°. In the crystal, mol­ecules are stacked in a column along the a axis via a weak C—H⋯Cl hydrogen bond and face-to-face π–π stacking inter­actions [centroid–centroid distances = 3.8615 (18) and 3.8619 (18) Å]. The crystal packing is further stabilized by short Cl⋯Cl contacts. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from Cl⋯H/H⋯Cl (31.2%), H⋯H (14.8%), C⋯H/H⋯C (14.0%), F⋯H/H⋯F (12.8%), C⋯C (9.0%) and Cl⋯Cl (6.7%) inter­actions.