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


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Shikhaliyev N. Q., Ozkaraca K., AKKURT M., Bagirova X. N., Suleymanova G. T., Abdulov M. S., ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.1158-1167, 2021 (ESCI, Scopus)

Abstract

In the title compound, C14H7Cl4FN2, the dihedral angle between the 4-fluorophenyl ring and the 2,4-dichlorophenyl ring is 46.03 (19)degrees. In the crystal, the molecules are linked by C-H center dot center dot center dot N interactions along the a-axis direction, forming a C(6) chain. The molecules are further connected by C-Cl center dot center dot center dot pi interactions and face-to-face pi-pi stacking interactions, forming ribbons along the a-axis direction. Hirshfeld surface analysis indicates that the greatest contributions to the crystal packing are from Cl center dot center dot center dot H/H center dot center dot center dot Cl (35.1%), H center dot center dot center dot H (10.6%), C center dot center dot center dot C (9.7%), Cl center dot center dot center dot Cl (9.4%) and C center dot center dot center dot H/H center dot center dot center dot C (9.2%) interactions.