Synthesis, crystal structure and Hirshfeld surface analysis of 2-(perfluoro­phen­yl)acetamide in comparison with some related compounds

The mol­ecular and crystal structures of the title compound, C(8)H(4)F(5)NO, were examined by single-crystal X-ray diffraction and Hirshfeld surface analysis. The title compound was synthesized by a new method at the interface of aqueous solutions of LiOH and penta­fluoro­phenyl­aceto­nitrile. In the crystal, hydrogen bonds and π–halogen inter­actions connect the mol­ecules into double layers. Analysis of the Hirshfeld surface showed that the most important contributions to the crystal packing are made by F⋯F (30.4%), C⋯F/F⋯C (22.9%), O⋯H/H⋯O (14.9%), H⋯F/F⋯H (14.0%) and H⋯H (10.2%) contacts. The Hirshfeld surfaces of analogues of the title compound were compared and the effect of perfluorination on the crystal packing was shown.