Research Article: rac-3-[(3-Chloro­anilino)(4-chloro­phenyl)meth­yl]thian-4-one

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Klaus Harms, M. Saeed Abaee, Mohammad M. Mojtahedi, A. Wahid Mesbah.


In the title compound, C18H17Cl2NOS, the thio­pyran­one ring adopts a chair conformation, with the substituent in the axial position. The dihedral angle between the two benzene rings is 89.43 (1)°. In the crystal, mol­ecules form inversion dimers through inter­molecular N—H⋯O hydrogen bonds [graph set R22(8)].

Partial Text

For the preparation and spectroscopic characterization of a series of related compounds and the crystal structure of 3-[(phenyl­amino)(p-tol­yl)methly]dihydro-2H-thio­pyran-4(3H)-one, see: Abaee et al. (2012 ▶). For the crystal structures of related compounds, see: Guo et al. (2007 ▶); Fun et al. (2009 ▶); Harms et al. (2012 ▶). For patterns in hydrogen bonding, see: Bernstein et al. (1995 ▶). For defining the relative configuration of diastereomers, see: IUPAC (2012 ▶).