H. Schmidbaur et al., THE SOLUTION AND SOLID-STATE STRUCTURE OF L-CARNITINE L-TARTRATE, Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 53(8), 1998, pp. 788-791
L-Carnitine forms a salt-like 2:1 adduct with L-tartaric acid which cr
ystallizes in the orthorhombic space group P2(1)2(1)2(1) with Z = 4 fo
rmula units in the unit cell. The lattice is composed of an L-tartrate
dianion and two crystallographically independent L-carnitinium cation
s. The two cations show only very minor differences in their conformat
ion. Anions and cations are arranged in separate stacks which are link
ed via hydrogen bonds. The tartrate anion and the carnitinium cations
show standard geometries known from the structures of other salts of t
hese ions, like the L-carnitine component of the R,L-carnitinium chlor
ide or the dianion in alkali tartrates. The title compound has galenic
advantages as an L-carnitine drug because of its non-hygroscopic prop
erties. Aqueous solutions have been shown to contain solvated ionic co
mponents, i. e. L-tartrate and L-hydrogentartrate anions, L-tartaric a
cid (15:70:15) and carnitinium cations. The title compound can therefo
re be classified as a genuine L-carnitinium salt of L-tartaric acid.