Molecular and crystal structure of 3-(4-chlorophenylthio)-1-(2,4-dinitrophenylamino)-pyrrolidine-2,5-dione

3-(4-Chlorophenylthio)-1-(2,4-dinitrophenylamino)-pyrrolidine-2,5-dione, C₁₆H₁₁N₄C10₆S, was obtained in the addition reaction of 4-chlorobenzenethiol and 2,4-dinitrophenyl-aminomaleimide. It forms orthorhombic crystals; the finalR=0.048 for 1083 unique observed reflections. The molecule consists of three rigid rings connected by single bonds. A synclinal conformation of the terminal phenyl rings (A andC) with respect to the central pyrrolidine ring (B) is observed in the crystal, with ringsA andC close to one another. An intramolecular hydrogen bond N(2)O(4) of 2.593(7) Å is observed. The structure of the title compound was also investigated by IR,¹H-NMR and M.S.