Research Article: 4-Benzyl-8-phenyl-1-thia-4-aza­spiro­[4.5]decan-3-one

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Tze Shyang Chia, Poovan Shanmugavelan, Alagusundaram Ponnuswamy.


In the title compound, C21H23NOS, the thia­zolidine ring adopts a twist conformation about one of its C—S bonds, while the cyclo­hexane ring has a chair conformation. The S and N atoms attached to the spiro C atom are in axial and equatorial orientations, respectively. The thia­zolidine ring forms dihedral angles of 86.24 (14) and 31.82 (15)° with the directly attached and remote terminal benzene rings, respectively. The dihedral angle between the two terminal benzene rings is 86.74 (14)°. In the crystal, the only significant directional inter­action is a weak C—H⋯π bond, which generates [010] chains.

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For the pharmacological activity of spiro­thia­zolidin-4-ones, see: Singh et al. (2006 ▶); Kasimogullari & Cesur (2004 ▶); Dandia et al. (2004 ▶); Sahu et al. (2006 ▶). For a related structure, see: Akkurt et al. (2008 ▶). For ring puckering parameters, see: Cremer & Pople (1975 ▶). For the stability of the temperature controller used for data collection, see: Cosier & Glazer (1986 ▶). For standard bond lengths, see: Allen et al. (1987 ▶).