1-(4-Bromo-3-chloro­phen­yl)-3-meth­oxy-3-methyl­urea (chlorbromuron)

In the title urea-based herbicide, C(9)H(10)BrClN(2)O(2), there exist multiple inter- and intra­molecular inter­actions. Most notably, the intra­molecular hydrogen bond between the urea carbonyl O atom and an aromatic H atom affects the planarity and torsion angles of the mol­ecule by restricting rotations about the Ar—secondary amine N and the secondary amine N and the carbonyl C. The two N atoms in the urea fragment are in different environments. One is planar; the other, pseudo-C (3v). It is likely that the different nitro­gen-atom geometries and the restricted rotations within the mol­ecule impact the bioactivity of chlorbromuron.