17-BETA-ISOPROPYLSPARTEINE AND 17-BETA-ISOPROPYL-LUPANINE PERCHLORATES

In the sparteine derivative, (1), C18H34N22+.2ClO(4)(-) {sparteine = [ 7S-(7 alpha,7a alpha,14 alpha,14a beta)]-dodecahydro-7,14-methano-2H,6 H-dipyrido[1, ,2-a:1',2'-e][1,5]diazocine}, the quinolizidine skeleton s (A/B and C/D systems) have a trans/trans configuration with chair, c hair, distorted boat and chair conformations for the A, B, C and D rin gs, respectively. In the lupanine derivative, (2), C18H31N2O+.ClO4-.H2 O {lupanine = ro-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5] diazo cin-4-one}, the configuration of the cation is quasi-trans and trans f or the A/B and C/D ring systems, respectively, and the ring conformati ons are intermediate between sofa and half-chair, chair, distorted boa t and chair for the A, B, C and D rings, respectively. In both (1) and (2), bulky isopropyl substituents are responsible for large deformati ons of the bisquinolizidine skeletons. Hydrogen bonds play a major rol e in crystal packing.