Synthesis, crystal structure and Hirshfeld surface analysis of 1-(3,4-di-chloro-phen-yl)-4,4,6-trimethyl-3,4-di-hydro-pyrimidine-2(1H)-thione.

The title compound, C13H14Cl2N2S, consists of di-chloro-phenyl and di-hydro-pyrimidine-thione rings, where the pyrimidine ring is in a flattened-boat conformation. In the crystal, N-H⋯S hydrogen bonds link the mol-ecules, enclosing R 2 2(8) ring motifs, into centrosymmetric dimers. Neither π-π stacking nor C-H⋯π(ring) inter-actions are observed. Hirshfeld surface analysis revealed that the most important contributions for crystal packing are from H⋯H (40.8%), H⋯Cl/Cl⋯H (28.7%) and H⋯S/S⋯H (15.5%) inter-actions. The volume of the crystal voids and the percentage of free space were calculated to be 135.01 Å3 and 17.99%, showing the crystal packing is not compact. Computational methods indicated an N-H⋯S hydrogen-bonding energy of -58.2 kJ mol-1. Evaluations of the electrostatic, dispersion and total energy frameworks indicate that the crystal cohesion is dominated by electrostatic energy contributions.