Absolute configuration of two bases co-crystallized with (+)-tartaric acid: (R)-1-[3-(4-chlorophenyl)-3-hydroxy-3-(2-pyridyl)propyl]pyrrolidinium (+)-tartrate 2-propanol hemihydrate and (S)-2-[1-hydroxy-1-(4-methoxyphenyl)ethyl]pyridinium (+)-tartrate

Abstract

C18H22 C 1N20 + .C4H506-- .C3H80. ~H20, Mr = 53608, monoclinic, P2~, a = 13.738 (3), b = 15.037(5), c=7.012(2) A, fl=103.26(2) ° , V = 1409.9 (5)/~3, Z = 2, Dx = 1.260 Mg m -3, ,~(Mo Ka) = 0.71069 ,~, /z = 0.181 mm-1, F(000) = 570, T = 295 K, R = 0.041, wR = 0.047 for 1606 reflections (I > 3o,(/)). (2) CI4Hi6NOf.C4HsO6, Mr=379'37, monoclinic, ;~,1 a= 16.036 (2),b = 7.839 ~2),c = 7.548 (1) ,~, 02.97 (1) °, V= 924.6 (5) A Z= 2, Dx = 1.367 Mg m -3, A(Mo Ka) = 071069/~, p, = 0101 mm -~, F(000) = 400, T= 295 K, R = 0.046, wR = 0.055 for 1613 reflections (I> 3tr(/)). The abso- lute configurations of the bases in (1) and (2) were determined by referring to the known absolute con- figuration of the co-crystallized (+)-tartrate anion. In both structures the carboxyl groups of the (+)- tartrate anions are anti. In both, the molecular pack- ing is dominated by hydrogen bonds including a bifurcated system from the protonated N atoms. Introduction. Some a-substituted pyridine derivatives exhibit important pharmacological activities and a