Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione

Abstract

In the molecule of the title compound, C7H9ClN2O2, the conformation is determined by intramolecular C - H⋯O and C - H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of -70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related molecules are linked via a pair of N - H⋯O hydrogen bonds into R 2 2(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N - H⋯O hydrogen bond and weaker C - H⋯O hydrogen bonds. The crystal structure is further stabilized by a weak π-π interaction [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network.