Cinchoninium L-tartrate tetrahydrate

The title compound, (3R,4S,8R,9S)-cinchoninium (2R,3R)tartrate tetrahydrate , C19H23N2O+.C4H5O6-. 4H(2)O, is a hydrated salt of cinchonine. In the cinc honinium cation, the geometry around the quinuclidinic N atom is typical of a protonated N atom, and the bond lengths and angles in the tartrate moiet y clearly indicate the mono-ionized form. The relative orientation of the q uinoline and quinuclidine systems is that most frequently observed in struc tures of cinchona salts and corresponds to one of the energy minima calcula ted for this type of molecule in the gas phase. An extended network of inte rmolecular hydrogen bonds spreads parallel to the bc plane separating apola r layers.