Stereochemistry of anticholinergic agents. Part 10. Crystal and molecular structure of the (R)-enantiomer of N-[2-(2-cyclohexylmandeloyloxy)ethyl]-N-methylpiperidinium iodide

Abstract

The title compound crystallises in the monoclinic space group P2₁ with a= 12.266(10), b= 9.190(10), c= 10.228(10)Å, β= 97.12 (5)°, and Z= 2. The structure was established by Fourier and Patterson methods from three-dimensional X-ray counter data and refined by least-squares to R 3.5% for 2 183 observed structure amplitudes. Estimated standard deviations for bond lengths, bond angles, and torsion angles average 0.011 Å, 0.6° and 0.9°. The cyclohexyl and piperidinium rings are in the chair conformation. The five-atom bridging chain is equatorial with respect to the cyclohexyl ring and axial with respect to the piperidinium ring. The overall shape of the cation is similar to that observed for other highly active antichofinergic agents in the solid state.