Article

2,3,6-Triphenylpiperidin-4-one

Acta Crystallographica Section E 01/2009;
Source: DOAJ

ABSTRACT In the title molecule, C23H21NO, the piperidine ring adopts a chair conformation, with the N and carbonyl C atoms as flaps, which deviate on either side of the chair by −0.706 (3) and 0.494 (3) Å, respectively. All three phenyl rings are in equatorial positions on the piperidine ring, making angles with the puckering plane of 73.5 (1), 73.1 (1) and 67.2 (1)°. Though there is no classical hydrogen bonding, the crystal is stabilized by intermolecular C—H...π contacts and π–π stacking interactions involving phenyl rings [centroid–centroid distance = 4.424 (2) Å].

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Keywords

angles
 
carbonyl C atoms
 
equatorial positions
 
phenyl rings [centroid–centroid distance
 
puckering plane
 
three phenyl rings
 
title molecule
 
π–π stacking interactions