Crystal structure of 2-[2-(hydroxyimino)-1-phenylpropylidene]-N-phenylhydrazinecarbothioamide

Abstract

In the title compound, C16H16N4OS, an intramolecular C—H...S hydrogen bond is observed. With the exception of the phenyl ring of the phenylpropylidene unit, the remainder of the molecule has an almost planar skeleton with an r.m.s. deviation of 0.121 (5) Å from the plane through the remaining 16 atoms. In the crystal O—H...N hydrogen bonds are observed between the terminal hydroxyimino groups, forming inverson dimers with R22(6) graph-set motifs. Additional C—H...N contacts stack the dimers along [100]. While no π—π interactions are present, weak C—H...O and O—H...Cg interactions are also observed and help stabilize the crystal packing.

Keywords

• crystal structure
• thiosemicarbazone
• weak intermolecular interactions
• O—H...π interactions