N-Ethyl-2-[1-(2-hy-droxy-4-methyl-phen-yl)ethyl-idene]hydrazinecarbo-thio-amide

Abstract

The title compound, C12H17N3OS, crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. The dihedral angle between the mean planes of the benzene ring and the hydrazinecarbo-thio-amide group are 6.9 (4) and 37.2 (5)° in mol-ecules A and B, respectively. An intra-molecular O-H⋯N hydrogen bond is observed in each mol-ecule. This serves to maintain an approximately planar conformation for mol-ecule A, but leaves a significant twist between these two groups in mol-ecule B. In the crystal, a weak N-H⋯S inter-action is observed, forming inversion dimers among the B mol-ecules and resulting in an R 2 (2)(8) motif. These dimers are further inter-connected by weak N-H⋯O and C-H⋯O inter-molecular inter-actions, forming chains along [011].

Fig. 1.

ORTEP drawing of (I), C12H17N3OS, showing the labeling scheme of molecules A and B with 30% probability displacement ellipsoids.

Fig. 2.

Molecular packing for (I) viewed along the a axis. Dashed lines indicate weak N2B—H2B···S1B intermolecular interactions forming inversion dimers among the B molecules in an R22[8] motif format. These dimers are further interconnected by weak N1B—H1BA···O1A and C10A—HH10B···O1B intermolecular interactions forming polymeric chains along [011].

Fig. 3.

Reaction scheme.