Research Article: Ethyl 3-methyl-2,6-diphenyl­piperidine-1-carboxyl­ate

Date Published: June 01, 2011

Publisher: International Union of Crystallography

Author(s): Sampath Natarajan, Rita Mathews.


In the title compound, C21H25NO2, the piperidine ring adopts a twisted boat conformation characterized by puckering parameters θ = 89.5 (1) and ϕ = 257.5 (2)°. The phenyl groups are located in equatorial and axial positions on the central piperidine ring, while the methyl group is in an equatorial position. The dihedral angle between the phenyl rings is 49.8 (1)°. An intra­molecular C—H⋯O inter­action occurs. The crystal structure features weak inter­molecular C—H⋯O inter­actions and a stabilizing inter­molecular C—H⋯π contact involving the axial phenyl ring.

Partial Text

For the biological activity of related piperidines, see: Parthiban et al. (2009 ▶); Aridoss et al. (2007 ▶). For ring conformational analysis, see: Cremer & Pople (1975 ▶); Nardelli (1995 ▶). For the conformation of piperidine derivatives, see: Ravindran et al. (1991 ▶); Krishna Kumar & Krishna Pillay (1996 ▶). For the synthesis of the title compound, see: Sampath et al. (2003 ▶); Noller & Baliah (1948 ▶).




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