rac-cis-5-Methyl-2,3-diphenyl-1,3-thiazolidin-4-one

Abstract

In the racemic title compound, C16H15NOS, the thiazolidine ring adopts an envelope conformation, with the S atom as the flap. The dihedral angles between the heterocycle (all atoms) and pendant C– and N-bound benzene rings are 69.75 (14) and 56.56 (11)°, respectively; the aromatic rings are almost orthogonal to each other, with a dihedral angle of 76.04 (14)° between them. In the crystal, molecules are linked by weak C—H...O hydrogen bonds to generate [101] chains, with alternating molecules being enantiomers. A weak C—H...π interaction is also observed.

Crystal structure of a 1:1 adduct of triphenyltin chloride with 3-cyclohexhyl-2-phenyl-1,3-thiazolidin-4-one

“…The ligand of the title compound, (N)-3-xyclohexyl-2-phenyl-1,3thiazolidine-4-one, is easily prepared from N-cyclcohexylidene aniline and thioglycolic acid utilizing a method originally proposed by Surrey (1947). The crystal structure of (N)-3cyclohexyl-2-phenyl-1,3-thiazolidine-4-one has previously been reported (Cannon et al 2013), as have a number of other 2,3-disubstituted-thiazolidin-4-one structures (Yennawar et al, 2017;Vigorita et al, 1979). Furthermore, the X-ray crystal structure of 2,3-diphenyl-1,3-thiazolidin-4-one as a 1:1 adduct with triphenyltin chloride has been described (Smith et al 1995), and along with related complexes has biological activity against Cerotysistis Ulmi, the fungus that causes Dutch Elm Disease (Beraldo & de Lima, 2008).…”