Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Abstract

In the title compound, C20H16Cl2N4O2, the dihedral angles between the planes of the chlorophenyl, chlorocyanophenylimine and ester groups and the plane of the six-membered tetrahydropyrimidine ring are 86.9 (2), 72.6 (2) and 7.9 (2)°, respectively. The Cl atom substituent on the cyanophenyl ring is disordered over two rotationally related sites [occupancy factors 0.887 (2):0.113 (2)], while the molecular conformation is stabilized by the presence of an intramolecular aromatic C-H...[pi] interaction. Both N-H groups participate in separate intermolecular hydrogen-bonding associations with centrosymmetric cyclic motifs [graph sets R22(8) and R22(12)], resulting in ribbons parallel to [010]. Further weak C-H...O hydrogen bonds link these ribbons into a two-dimensional molecular assembly.