3,3-Bis[(4-methoxyphenyl)sulfanyl]-1-methylpiperidin-2-one

Ignez Caracelli,Edward R T Tiekink,Carlos R Cerqueira,Seik Weng Ng,Paulo R Olivato,Jean M M Santos

doi:10.1107/s1600536812025202

Abstract

The piperidone ring in the title compound, C20H23NO3S2, has a distorted half-chair conformation with the central methylene atom of the propyl fragment lying 0.696 (1) Å out of the plane defined by the other five atoms (r.m.s. deviation = 0.071 Å). One of the S-bound phenyl rings is almost perpendicular to the mean plane through the piperidone ring, whereas the other is splayed [dihedral angles = 71.95 (6) and 38.42 (6)°]. In the crystal, C—H⋯O and C—H⋯π interactions lead to the formation of supramolecular layers in the ab plane.

Highlights

The piperidone ring in the title compound, C20H23NO3S2, has a distorted half-chair conformation with the central methylene atom of the propyl fragment lying 0.696 (1) Å out of the plane defined by the other five atoms (r.m.s. deviation = 0.071 Å)
Cg1 is the centroid of the C7–C12 ring
One of the S-bound phenyl rings is almost perpendicular to the mean plane through the piperidone ring, whereas the other is splayed [dihedral angles = 71.95 (6) and 38.42 (6) ]

Summary

Data collection

T. min = 0.35 e Å3 a BioMat - Departmento de Fısica, Universidade Federal de São Carlos, 13565-905. São Carlos-SP, Brazil, bChemistry Institute, Universidade de São Paulo, 05508-000. São Paulo-SP, Brazil, cDepartment of Chemistry, University of Malaya, 50603 Kuala. University, PO Box 80203 Jeddah, Saudi Arabia, and dDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia. Cg1 is the centroid of the C7–C12 ring. The piperidone ring in the title compound, C20H23NO3S2, has a distorted half-chair conformation with the central methylene atom of the propyl fragment lying 0.696 (1) Å out of the plane defined by the other five atoms (r.m.s. deviation = 0.071 Å). One of the S-bound phenyl rings is almost perpendicular to the mean plane through the piperidone ring, whereas the other is splayed [dihedral angles = 71.95 (6) and 38.42 (6) ]. C—H O and C—H interactions lead to the formation of supramolecular layers in the ab plane

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