Methyl 2-[(Z)-5-bromo-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

• Published in: IUCrData
• Main Author: Abdul Manan M.A.F.; Cordes D.B.; Mckay A.P.
• Format: Article
• Language: English
• Published: International Union of Crystallography 2024
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85203200990&doi=10.1107%2fS2414314624007879&partnerID=40&md5=aaf97ae9e8d94be0c0c69cabf430f1c4

The title compound, C10H8BrN3OS2, a brominated dithiocarbazate imine derivative, was obtained from the condensation reaction of S-methyldithiocarbazate (SMDTC) and 5-bromoisatin. The essentially planar molecule exhibits a Z configuration, with the dithiocarbazate and 5-bromoisatin fragments located on the same sides of the C=N azomethine bond, which allows for the formation of an intramolecular N - H⋯Ob (b = bromoisatin) hydrogen bond generating an S(6) ring motif. In the crystal, adjacent molecules are linked by pairs of N - H⋯O hydrogen bonds, forming dimers characterized by an R22 (8) loop motif. In the extended structure, molecules are linked into a three-dimensional network by C - H⋯S and C - H⋯Br hydrogen bonds, C - Br⋯S halogen bonds and aromatic π-π stacking. © Abdul Manan et al. 2024.