Crystal structure of (Z)-2-fluoro­benzyl 2-(5-fluoro-2-oxoindolin-3-yl­idene)hydrazinecarbodi­thio­ate dimethyl sulfoxide monosolvate

Abstract

The title solvate, C₁₆H₁₁F₂N₃OS₂·C₂H₆OS, crystallized with two independent mol­ecules (A and B) in the asymmetric unit. Both mol­ecules exhibit an L-shaped geometry but slightly differ in the orientation of the o-fluoro­benzyl ring with respect to the 5-fluoro­isatin ring: this dihedral angle is 89.1 (5)° in mol­ecule A and 86.3 (5)° in mol­ecule B. In the crystal, the A and B mol­ecular conformations are stabilized via N—H⋯O intra­molecular hydrogen bonds. Both independent mol­ecules are linked via a weak directional C—H⋯F inter­molecular hydrogen bond, resulting in the formation of dimers. The supra­molecular network mainly comprises C_ar—H⋯F and C_ar—H⋯S hydrogen bonds, homohalogen Type I F⋯F halogen⋯halogen bonds and S⋯O chalcogen bonds.