In the title compound, C(32)H(30)N(4)O(2)S(2), the carbonyl and thio-carbonyl groups are found in a rare synclinal conformation, with an S-C⋯C-O pseudo-torsion angle of 62.6 (2)°. The mol-ecule has C(i) = S(2) point-group symmetry with a crystallographic center of inversion located in the middle of the ethyl-ene bridge. One of the symmetry-independent phenyl rings is disordered over two orientations, with a site-occupation ratio of 70:30. The distances between the centroids of the nearest phenyl rings are equal to one of the lattice constants [a = 4.7767 (2) Å], so stacking inter-actions are extremely weak. Mol-ecules are joined by bifurcated hydrogen bonds (N-H⋯O and N-H⋯S), forming a ladder-like arrangement along [100]. van der Waals forces combine these ladders into a three-dimensional structure. The dependency between the S⋯O distance and the improper S=C⋯C=O torsion angle based on 739 structures containing the CC(=O)NC(=S)N moiety is discussed.

1-Benzoylthioureas contain both carbonyl and thiocarbonyl functional groups and are of interest for their biological activity, metal coordination ability and involvement in hydrogen-bond formation. Two novel 1-benzoylthiourea derivatives, namely 1-benzoyl-3-(3,4-dimethoxyphenyl)thiourea, C₁₆H₁₆N₂O₃S, (I), and 1-benzoyl-3-(2-hydroxypropyl)thiourea, C₁₁H₁₄N₂O₂S, (II), have been synthesized and characterized. Compound (I) crystallizes in the space group P\overline{1}, while (II) crystallizes in the space group P2₁/c. In both structures, intramolecular N—H...O hydrogen bonding is present. The resulting six-membered pseudo-rings are quasi-aromatic and, in each case, interact with phenyl rings via stacking-type interactions. C—H...O, C—H...S and C—H...π interactions are also present. In (I), there is one molecule in the asymmetric unit. Pairs of molecules are connected via two intermolecular N—H...S hydrogen bonds, forming centrosymmetric dimers. In (II), there are two symmetry-independent molecules that differ mainly in the relative orientations of the phenyl rings with respect to the thiourea cores. Additional strong hydrogen-bond donor and acceptor –OH groups participate in the formation of intermolecular N—H...O and O—H...S hydrogen bonds that join molecules into chains extending in the [001] direction.

In the title compound, C(13)H(12)N(2)S·C(3)H(6)O, the phenyl rings of the thio-urea mol-ecule are in syn and anti positions in relation to the C=S bond. Two mol-ecules are connected by N-H⋯S=C hydrogen bonds into a centrosymmetric dimer. An additional N-H⋯O=C hydrogen bond to the acetone solvent mol-ecule and some weak C-H⋯π inter-actions reinforce the crystal structure.