Crystal structures of (E)-4-[1-(2-carbamothioylhydrazinylidene)ethyl]phenyl acetate and (E)-4-[1-(2-carbamothioylhydrazinylidene)ethyl]phenyl benzoate

Abstract

In the title compounds, C11H13N3O2S, (I), and C16H15N3O2S, (II), the thiosemicarbazone group adopts an extended conformation. The acetate ester (I) crystallizes with two independent molecules in the asymmetric unit. In the benzoate ester (II), the planes of the two aryl rings are inclined to one another by 46.70 (7)°. In both compounds, there is a short intramolecular N—H...N contact present, forming an S(5) ring motif. In the crystals of both compounds, molecules are linked via pairs of N—H...S hydrogen bonds, forming dimers with R22(8) ring motifs. The dimers are linked by N—H...S and N—H...O hydrogen bonds, forming slabs parallel to (01-1). In (I), there are N—H...π and C—H...π interactions present within the slabs, while in (II), there are only N—H...π interactions present.

Keywords

• crystal structure
• carbamothioylhydrazono
• thiosemicarbazone
• N—H...S and N—H...O hydrogen bonds
• hydrogen bonding
• N—H...π and C—H...π interactions