Research Article: Ethyl 1-[2-(1,3-benzoxazol-2-ylsulfan­yl)acet­yl]-4-hy­droxy-2,6-diphenyl-1,2,5,6-tetra­hydro­pyridine-3-carboxyl­ate

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): G. Aridoss, S. Sundaramoorthy, D. Velmurugan, Y. T. Jeong.


In the title compound, C29H26N2O5S, the piperidine ring adopts a half-chair conformation. The phenyl rings are oriented at dihedral angles of 75.76 (12) and 86.64 (9)° with respect to the best plane through the piperidine ring. The dihedral angle between the two phenyl rings is 30.81 (13)°. The benzoxazole ring system is approximately planar [maximum deviation = 0.016 (4) Å]. The atoms of the ethyl side chain are disordered over two sets of sites [site occupancies = 0.376 (9) and 0.624 (9)]. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯O hydrogen bond, generating an S(6) motif. The crystal packing is stabilized by inter­molecular C—H⋯O inter­actions, generating a chain running along the a axis.

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For the synthesis and biological activity of piperidin-4-one-based amides, see: Aridoss et al. (2010a ▶). For related structures see: Aridoss et al. (2010a ▶,b ▶). For ring conformational analysis, see: Cremer & Pople (1975 ▶); Nardelli (1983 ▶).




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