STRUCTURE OF (-)-MUSCARONE IODIDE

The crystal structure of )-2-methyl-3-oxotetrahydro-5-furyl]methyl}amm onium iodide (muscarone iodide) is comparable to the structure obtaine d for the racemic mixture [Frydenvang & Jensen (1992). Acta Cryst. C48 , 469-474]. The space group is different as no mirror planes can exist for the pure enantiomer. The conformation of the muscarone ion is a d istorted twist, 1T5-1E [phase = 80.2(2)-degrees], with the puckering a mplitude theta(m) = 35.8 (1)-degrees. The quaternary ammonium group ad opts an anti orientation [O-C-C-N 161.0 (1)-degrees]. The crystal pack ing is nearly identical to that of the racemic mixture. Both crystal s tructures are stabilized by electrostatic interactions and charge-char ge interactions place iodide ions close to the quaternary ammonium gro up.