2-[1-(1,3-Dioxo-1,3-dihydro-2H-inden-2-ylidene)ethyl]hydrazinecarbothioamide

Abstract

The title compound, C12H11N3O2S, was synthesized by a condensation reaction of 2-acetylindan-1,3-dione and thiosemicarbazide in ethanol in the presence of glacial acetic acid. The molecule adopts a thioketone form. The dihedral angle between the mean planes of 1H-inden-1,3(2H)-dione and hydrazinecarbothioamide units is 86.32 (7)°. Weak intramolecular N—H...O and C—H...O hydrogen bonds are observed. In the crystal, molecules are linked via pairs of weak intermolecular N—H...O hydrogen bonds, forming inversion dimers. The dimers are further linked into a three-dimensional network through N—H...S and N—H...O hydrogen bonds, and π–π interactions [centroid–centroid distances = 3.5619 (10)–3.9712 (9) Å].