Crystal structure of N-(4-hy-droxy-benz-yl)acetone thio-semicarbazone.

The structure of the title compound, C11H15N3OS, shows the flexibility due to the methyl-ene group at the thio-amide N atom in the side chain, resulting in the mol-ecule being non-planar. The dihedral angle between the plane of the benzene ring and that defined by the atoms of the thio-semicarbazide arm is 79.847 (4)°. In the crystal, the donor-acceptor hydrogen-bond character of the -OH group dominates the inter-molecular associations, acting as a donor in an O-H⋯S hydrogen bond, as well as being a double acceptor in a centrosymmetric cyclic bridging N-H⋯O,O' inter-action [graph set R22(4)]. The result is a one-dimensional duplex chain structure, extending along [111]. The usual N-H⋯S hydrogen-bonding association common in thio-semicarbazone crystal structures is not observed.