RESUMO
The title compound, C13H4BrF4N, synthesized from 1,4'-bromo-iodo-benzene and 4-bromo-2,3,5,6-tetra-fluoro-benzo-nitrile in a coupling reaction was found to crystallize in the ortho-rhom-bic space group P212121. The two phenyl rings are rotated with respect to each other by 40.6â (6)°. The mol-ecules inter-act via aryl-perfluoroaryl stacking [3.796â (2) and 3.773â (2)â Å], resulting in inter-molecular chains along the a-axis direction. C-Hâ¯F contacts of about 2.45â Å connect these chains. In contrast to the structure of the parent compound 4'-bromo-biphenyl-4-carbo-nitrile, CNâ¯Br contacts that could have given rise to a linear arrangement of the biphenyl mol-ecules desirable for non-linear optical (NLO) materials are not observed in the packing. Instead, several Brâ¯F [3.2405â (17) and 3.2777â (18)â Å] and Fâ¯F [2.894â (2)â Å] contacts of side-on type II form an inter-molecular network of zigzag chains. The crystal studied was refined as an inversion twin.