4-Fluorobenzyl (Z)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbodithioate

Abstract

The title compound, C16H12FN3OS, a fluorinated dithiocarbazate imine derivative, was synthesized by the one-pot, multi-component condensation reaction of hydrazine hydrate, carbon disulfide, 4-fluorobenzyl chloride and isatin. The compound demonstrates near-planarity across much of the molecule in the solid state and a Z configuration for the azomethine C=N bond. The Z form is further stabilized by the presence of an intramolecular N—H...O hydrogen bond. In the extended structure, molecules are linked into dimers by N—H...O hydrogen bonds and further connected into chains along either [2\overline{1}0] or [100] by weak C—H...S and C—H...F hydrogen bonds, which further link into corrugated sheets and in combination form the overall three-dimensional network.