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

• Main Authors: Nur Halilatul Sadiqin Omar Ali, Malai Haniti Sheikh Abdul Hamid, Aminul Huq Mirza, Anwar Usman
• Format: Article
• Language: English
• Published: International Union of Crystallography 2019-11-01
• Series: IUCrData
• Subjects: crystal structure; enamine; synthesis; hydrogen bonds
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2414314619015013

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].