Crystal structure of (E)-2-[4-(4-hydroxyphenyl)butan-2-ylidene]hydrazine-1-carbothioamide

Abstract

The title compound, C11H15N3OS, is a thiosemicarbazone derivative of the raspberry ketone rheosmin [systematic name: 4-(4-hydroxyphenyl) butane-2-one]. The molecule deviates from planarity, with the bridging C-C-C=N torsion angle equal to -101.3 (2)degrees. The maximum deviation from the mean plane of the non-H atoms of the thiosemicarbazone fragment [C=N-N-C(=S)-N] is 0.085 (5) angstrom for the Schiff base N atom, and the dihedral angle between this mean plane and the aromatic ring is 50.31 (8)degrees. In the crystal, molecules are linked by N-H center dot center dot center dot O, N-H center dot center dot center dot S and O-H center dot center dot center dot S hydrogen bonds, forming a three-dimensional structure, with the molecules stacked along [011].