1-Methyl-3-phenylsulfonyl-2-piperidone

Abstract

The piperidone ring in the title compound, C12H15NO3S, has a slightly distorted half-chair conformation with the methyl, carbonyl and phenyl­sulfonyl ring substituents occupying equatorial, equatorial and axial positions, respectively. Mol­ecules are connected into centrosymmetric dimers via C—H⋯O inter­actions and these associate into layers via C—H⋯O—S contacts. Further C—H⋯O inter­actions involving both the carbonyl and sulfonyl O atoms consolidate the crystal packing by providing connections between the layers.

Crystal structure of 2-methoxy-2-[(4-methylphenyl)sulfanyl]-1-phenylethan-1-one

“…For general background to -thiocarbonyl and -bis(thiocarbonyl) compounds, see: Vinhato et al (2013); Zukerman-Schpector et al (2008). For related structures, see: ; Distefano et al (1996).…”

“…As part of our on-going research on the conformational and electronic interactions of some β-thio-carbonyl and β-bisthio-carbonyl compounds, e.g. N,N-diethyl-2-[(4-substituted) phenylthio]acetamides, 1-methyl-3-phenylsulfonyl-2piperidone, 3,3-bis[(4-substituted)phenylsulfanyl]-1-methyl-2-piperidones, 2-alkylthio-2-alkylsulfinyl-acetophenones, 2alkylthio-2-phenylsulfonyl-acetophenones and 2-alkylsulfinyl-2-alkylsulfonyl-acetophenones, utilizing spectroscopic , theoretical and X-ray diffraction methods (Vinhato et al, 2013;Zukerman-Schpector et al, 2008;Olivato et al, 2013;Distefano et al, 1996) the title compound was synthesized and its crystal structure determined.…”

3,3-Bis(4-bromophenylsulfanyl)-1-methylpiperidin-2-one

“…For background to the chemistry and structures of -thiocarbonyl compounds, see: Zukerman-Schpector et al (2009); Vinhato (2007); Vinhato et al (2011); Olivato et al (2012Olivato et al ( , 2013. For the synthesis, see: Olivato et al (2013).…”

“…1, was studied as a part of an on-going investigation of conformational and electronic interactions in β-thio-carbonyl compounds, e.g. N,N-diethyl-2-[(4′-substituted) 4′-substituted) phenylsulfonyl]acetamides and 3,3-bis[(4′-substituted phenylsulfany)]-1-methyl-2-piperidinones using spectroscopic, theoretical and X-ray diffraction methods (Vinhato, 2007;Zukerman-Schpector et al, 2009;Vinhato et al, 2011;Olivato et al, 2012;Olivato et al, 2013).…”

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

“…propanamides, and 1-methyl-3-phenylsulfonyl-2-piperidone, utilizing spectroscopic, theoretical and X-ray diffraction methods (Vinhato, 2007;Olivato et al, 2009;Zukerman-Schpector et al 2008), the title compound, (I), was synthesized and its crystal structure determined.…”