Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(2-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene
Acta Crystallographica Section E Crystallographic Communications(2022)
Abstract
In the title compound, C14H8Br2FN3O2, the nitro-substituted benzene ring and the 4-fluorophenyl ring form a dihedral angle of 65.73 (7)degrees. In the crystal, molecules are linked into chains by C-H center dot center dot center dot O hydrogen bonds running parallel to the c-axis direction. The crystal packing is consolidated by C-F center dot center dot center dot pi interactions and pi-pi stacking interactions, and short Br center dot center dot center dot O [2.9828 (13) angstrom] contacts are observed. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H center dot center dot center dot H (17.4%), O center dot center dot center dot H/H center dot center dot center dot O (16.3%), Br center dot center dot center dot H/H center dot center dot center dot Br (15.5%), Br center dot center dot center dot C/C center dot center dot center dot Br (10.1%) and F center dot center dot center dot H/H center dot center dot center dot F (8.1%) contacts.
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Key words
crystal structure,C—F⋯π interaction,π–π stacking interaction,Hirshfeld surface analysis
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