3-Hydroxy-1-(4-methoxybenzyl)piperidin-2-one

Daniel P Pienaar,Joseph P Michael,Sanaz Khorasani,Charles B De Koning

doi:10.1107/s1600536812049501

Daniel P Pienaar, Joseph P Michael + Show 2 more

Open Access

https://doi.org/10.1107/s1600536812049501

Copy DOI

Abstract

The title compound, C13H17NO3, adopts a conformation in which the aromatic ring and the mean plane of the piperidine ring are almost perpendicular to each other [dihedral angle = 79.25 (6)°]. The presence of the carbonyl group alters the conformation of the piperidine ring from a chair to a twisted half-chair conformation. In the crystal, pairs of strong O—H⋯O hydrogen bonds link the molecules into inversion dimers. Weak C—H⋯O interactions extend the hydrogen-bonding network into three dimensions.

Highlights

The title compound, C13H17NO3, adopts a conformation in which the aromatic ring and the mean plane of the piperidine ring are almost perpendicular to each other [dihedral angle =
The presence of the carbonyl group alters the conformation of the piperidine ring from a chair to a twisted half-chair conformation
Symmetry codes: (i) −x, −y, −z+1; (ii) x, −y+1/2, z−1/2; (iii) −x+1, −y, −z+1

Summary

Bruker APEXII CCD diffractometer

Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, Johannesburg, South Africa. The presence of the carbonyl group alters the conformation of the piperidine ring from a chair to a twisted half-chair conformation. Data collection: APEX2 (Bruker, 2005); cell refinement: SAINTNT (Bruker, 2005); data reduction: SAINT-NT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and SCHAKAL99 (Keller, 1999); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009)

Related literature

Crystal data

Graphite monochromator φ and ω scans