Crystal structure of 4-chloro-N-[2-(piperidin-1-yl)ethyl]benzamide monohydrate

In the title compound, C14H19ClN2O2·H2O, the piperdine ring adopts a chair conformation. The dihedral angle between the mean plane of the piperidine ring and that of the phenyl ring is 41.64 (1)°. In the crystal, molecules are linked by O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds involving the water molecule, forming double-stranded chains propagating along [010].


S1. Comment
The piperidine derivatives were reported to have antimicrobial activity. Piperidine derivatives have been synthesized for pharmaceutical research as they are very efficient against resistance microorganisms. The substituted piperidine derivatives were also reported to have antimicrobial activity (Pandey & Chawla, 2012;Jayalakshmi & Nanjundan, 2008;Parthiban et al., 2005;Aridoss et al., 2008;Ramachandran et al. 2011).
In the title compound, Fig Table 1 and Fig. 2

S2. Experimental
The title compound was synthesized following a publish procedure (Prathebha et al., 2013(Prathebha et al., , 2014. In a 250 mL roundbottomed flask 120 mL of ethylmethylketone was added to 1,2-aminoethylpiperidine (0.02 mol) and stirred at room temperature. After 5 min triethylamine (0.04 mol) was added and the mixture was stirred for 15 min. Then 4-chlorobenzoylchloride (0.04 mol) was added and the reaction mixture was stirred at room temperature for ca. 2 h. A white precipitate of triethylammoniumchloride was formed. It was filtered and the filtrate was evaporated to give the crude product. It was recrystallized twice from ethylmethylketone (yield: 82%) giving colourless block-like crystals of the title compound.

S3. Refinement
The water H atoms were located in a difference Fourier map and freely refined. The NH and C-bound H atoms were  A view along the b axis of the crystal packing of the title compound. The dashed lines indicate the hydrogen bonds (see Table 1 for details; C-bound H atoms have been omitted for clarity). where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.28 e Å −3 Δρ min = −0.20 e Å −3

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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 O1W 0.36430 (12