The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone

Abstract

The asymmetric unit of the title compound, C12H17N3O2S, contains two independent molecules, A and B. Both molecules are nearly planar with the dihedral angle between the mean planes of the thioamide group and benzene ring being 7.5 (1)° in A and 4.3 (2)° in B. In each molecule, the hydroxy group participates in intramolecular O—H...N hydrogen bonding, while the amino H atom is not involved in hydrogen bonding because of the steric hinderence caused by two neighboring methyl groups. In the crystal, the individual molecules are linked by weak C—H...O hydrogen bonds, forming A–A and B–B inversion dimers. The dimers are linked via C—H...π interactions which help stabilize the packing.

Keywords

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