Crystal structure of (4-chlorophenyl)(4-methylpiperidin-1-yl)methanone

The title compound forms triclinic crystals in which the methylpiperidine ring is in its stable chair conformation. The dihedral angle between the mean planes of the benzene ring and that of the twisted piperidine ring is 39.89 (7)°. In the crystal, weak C—H⋯O interactions link the molecules into infinite chains along the a-axis direction.

Cg2 is the centroid of the C7-C12 ring.

Figure 3
Hirshfeld surfaces mapped over d norm showing weak C-HÁ Á ÁO interactions on either side of the molecule.

Figure 1
The molecular structure of the title compound showing the atomlabelling scheme with displacement ellipsoids drawn at the 30% probability level.

Synthesis and crystallization
The title compound was synthesized using the published procedure (Revathi et al., 2018) via a Scholten-Boumann condensation reaction (Fig. 5). A homogeneous mixture of the reagent, 4-methylpiperidine (0.04mol) was prepared with 150ml of methyl ethyl ketone in a round-bottomed flask by stirring it at room temperature for a few minutes. Then 0.04mol of triethylamine was added, followed by stirring for 20min. An equal amount of 2-chlorobenzoyl chloride (0.04mol) was then added slowly under constant stirring and the mixture was then refluxed for 3h at room temperature. The precipitate of triethylammonium chloride formed was filtered off and the filtrate was allowed to evaporate to obtain the title compound. The product was then recrystallized three times from chloroform to obtain block-like single crystals of the title compound, m.p. 325K.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq