4-(3-Fluorophenyl)-1-(2-oxoindolin-3-ylidene)thiosemicarbazide

Abstract

In the title compound, C15H11FN4OS, there are three independent molecules, each with a disordered 3-fluorophenyl group [occupancy ratios = 0.547 (17):0.453 (17), 0.645 (5):0.355 (5) and 0.626 (15):0.374 (15)] and displaying dihedral angles of 4.2 (3), 25.2 (6) and 32.4 (5)° between the 2-oxoindoline and fluoro-substituted phenyl rings. Strong intramolecular N—H...N and N—H...O and weak intramolecular C—H...S hydrogen bonds complete S(5) and S(6) ring motifs, while strong intermolecular N—H...O hydrogen bonds interconnect the three independent molecules through R33(12) ring motifs. The three-molecule units are in turn linked into polymeric sheets via C—H...F and C—H...S hydrogen bonds and π–π interactions [centroid–centroid distances in the range 3.520 (2)–3.820 (9) Å].