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

Abstract

In the title compound, C14H8Br2FN3O2, the nitro-substituted benzene ring and the 4-fluorophenyl ring form a dihedral angle of 65.73(7)°. In the crystal, molecules are linked into chains by C-H..O hydrogen bonds running parallel to the c-axis direction. The crystal packing is consolidated by C-F..π interactions and π-π stacking interactions, and short Br..O [2.9828(13)Å] contacts are observed. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H..H (17.4%), O..H/H..O (16.3%), Br..H/H..Br (15.5%), Br..C/C..Br (10.1%) and F..H/H..F (8.1%) contacts.