4-(2-Methylpiperidin-1-ylcarbonyl)pyridinium hexachloridoantimonate(V)

In the hexachloridoanimonate anion of the title compound, (C12H17N2O)[SbCl6], the Sb5+ion is in a slightly distorted octahedral coordination. In the 4-(2-methylpiperidine-1-carbonyl) pyridinium cation, the dihedral angle between the mean planes of the pyridine and piperzine rings is 66.3 (3)°. The mean plane of the carbonyl group is twisted by 80.5 (7)° and 42.7 (4)° relative to the mean planes of the pyridine and piperzine rings, respectively. The methyl group is in an R configuration relative to the piperidine ring which is in a slightly distorted chair conformation. The crystal packing is stabilized by N—H⋯O hydrogen bonds between cations, which form infinite zigzag chains parallel to [010].

In the hexachloridoanimonate anion of the title compound, (C 12 H 17 N 2 O) [SbCl 6 ], the Sb 5+ ion is in a slightly distorted octahedral coordination. In the 4-(2-methylpiperidine-1carbonyl) pyridinium cation, the dihedral angle between the mean planes of the pyridine and piperzine rings is 66.3 (3) . The mean plane of the carbonyl group is twisted by 80.5 (7) and 42.7 (4) relative to the mean planes of the pyridine and piperzine rings, respectively. The methyl group is in an R configuration relative to the piperidine ring which is in a slightly distorted chair conformation. The crystal packing is stabilized by N-HÁ Á ÁO hydrogen bonds between cations, which form infinite zigzag chains parallel to [010].

Experimental
A mixture of 4-(2-methylpiperidine-1-carbonyl)pyridine(1 mmol), SbCl 5 (1 mmol), ethanol(8 ml) and a few drops of HCl (6 mol/L) was stirred in a beaker. There were many solid powders produced and the solution was filtered. Colorless single crystals of the title compound suitable for X-ray analysis were obtained on slow evaporation of the solvents over a period of 48 h.

Refinement
Positional parameters of all the H atoms were calculated geometrically and were allowed to ride on the C atoms to which they are bonded, with U iso (H) = 1.2U eq (C).
supplementary materials sup-2 Figures Fig. 1. The molecular structure of the title compound, with the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level, and all H atoms have been omitted for clarity.

4-(2-Methylpiperidin-1-ylcarbonyl)pyridinium hexachloridoantimonate(V)
Crystal data (C 12   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 Rfactors(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.