1-{(E)-[4-(4-Hy­droxy­phen­yl)butan-2-yl­idene]amino}-3-phenyl­thio­urea: crystal structure, Hirshfeld surface analysis and computational study

The title thio­urea derivative, C(17)H(19)N(3)OS, adopts a U-shaped conformation with the dihedral angle between the terminal aromatic rings being 73.64 (5)°. The major twist in the mol­ecule occurs about the ethane bond with the C(i)—C(e)—C(e)—C(b) torsion angle being −78.12 (18)°; i = imine, e = ethane and b = benzene. The configuration about the imine bond is E, the N-bound H atoms lie on opposite sides of the mol­ecule and an intra­molecular amine-N—H⋯N(imine) hydrogen bond is evident. In the mol­ecular packing, hydroxyl-O—H⋯S(thione) and amine-N—H⋯O hydrogen bonding feature within a linear, supra­molecular chain. The chains are connected into a layer in the ab plane by a combination of methyl­ene-C—H⋯S(thione), methyl­ene-C—H⋯O(hydrox­yl), methyl-C—H⋯π(phen­yl) and phenyl-C—H⋯π(hy­droxy­benzene) inter­actions. The layers stack without directional inter­actions between them. The analysis of the calculated Hirshfeld surface highlights the presence of weak methyl-C—H⋯O(hydrox­yl) and H⋯H inter­actions in the inter-layer region. Computational chemistry indicates that dispersion energy is the major contributor to the overall stabilization of the mol­ecular packing.