Crystal structure of chlorfluazuron

Abstract

The title compound (systematic name: 1-{3,5-di­chloro-4-[3-chloro-5-(tri­fluoro­meth­yl)pyridin-2-yl­oxy]phen­yl}-3-(2,6-difluoro­benzo­yl)urea), C20H9Cl3F5N3O3, is a benzoyl­phenyl­urea insecticide. The dihedral angles between the planes of the central di­chloro­phenyl and the terminal di­fluoro­phenyl and chloro­pyridyl rings are 79.51 (6) and 78.84 6)°, respectively. In the crystal, pairs of N—H⋯O hydrogen bonds link adjacent mol­ecules, forming R 2 2(8) inversion dimers. In addition, the dimers are linked by short F⋯Cl [3.1060 (16) Å] and Cl⋯Cl [3.2837 (7) Å] contacts, as well as weak inter­molecular π–π inter­actions [ring centroid separation = 3.6100 (11) and 3.7764 (13) Å], resulting in a two-dimensional architecture parallel to (111).