1-(3-Oxo-3-phenylpropyl)piperidinium chloride

In the title salt, C14H20NO+·Cl−, the piperidine ring adopts a chair conformation. In the crystal, the cations and anions are linked by classical N—H⋯Cl hydrogen bond and weak C—H⋯Cl and C—H⋯O hydrogen bonds; the C—H⋯O hydrogen bonds exhibit R 2 2(14) ring motifs while the C—H⋯Cl hydrogen bonds link the molecules into chains along the a-axis direction. π–π stacking is observed between parallel phenyl rings of adjacent cations, the centroid–centroid distance being 3.8164 (15) Å.

In the title salt, C 14 H 20 NO + ÁCl À , the piperidine ring adopts a chair conformation. In the crystal, the cations and anions are linked by classical N-HÁ Á ÁCl hydrogen bond and weak C-HÁ Á ÁCl and C-HÁ Á ÁO hydrogen bonds; the C-HÁ Á ÁO hydrogen bonds exhibit R 2 2 (14) ring motifs while the C-HÁ Á ÁCl hydrogen bonds link the molecules into chains along the a-axis direction.stacking is observed between parallel phenyl rings of adjacent cations, the centroid-centroid distance being 3.8164 (15) Å .

Comment
The piperidine hydrochloride is used as an intermediate for the synthesis of pharmaceuticals such as haloperidol (neuroleptic drug used to treat patients with psychotic illnesses, extreme agitation, or Tourette's syndrome) and loperamide which is a synthetic piperidine derivative, is an effective drug against diarrhea resulting from gastroenteritis or inflammatory bowel disease (Vartanyan et al., 1984).

Experimental
Single crystals (block) were obtained from slow evaporation of a solution of ethylacetate (m.p.:410-413 K).

Refinement
The H11 atom is located in a difference Fourier map and refined isotropically. Other H atoms were fixed geometrically (C -H= 0.93-0.96 Å) and allowed to ride on their parent atoms with U iso (H) = 1.5U eq for methyl H atom and 1.2U eq (C) for other H atoms.

Computing details
Data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT (Bruker, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: Mercury (Macrae et al., 2008).   Packing diagram of molecule, viewed along the crystallographic a axis. Dotted lines indicate hydrogen bonds and short contacts involved.  (7) Special details Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement on F 2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The observed criterion of F 2 > σ(F 2 ) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.