Abstract
Δ11(16)-Dehydrolupaninium perchlorate monohydrate, [C15H23N2O]+ClO4·H2O, was obtained from Δ12-dehydrolupanine, the product of mercuric acetate dehydrogenation of lupanine. It forms orthorhombic crystals, space groupp212121,a=8.528(1),b=12.335(1),c=32.928(3) Å,V c=3463.8 Å3,Z=8,D m=1.34,D x=1.34 g cm−3, μ(CuKα)=20.7 cm−1.F(OOO)=1472, mp=458 K; the finalR=0.086 for 2363 observed counter reflections. Two independent perchlorate anions and two independent cations are disordered. The conformations of the independent cations are similar: sofa (ringA), chair (ringB), intermediate between sofa and half-chair (ringC), and half-chair (ringD). The two lactam oxygens of the two independent cations are each hydrogen bonded to a different water molecule. From X-ray analysis and IR spectra in the condensed phase and13C-NMR measurements in DMSO-2H6 and2H2O it is evident that in the crystalline state as well as in solution, the immoniumlactam molecular structure is present in the compound studied.
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Katrusiak, A., Kałuski, Z., Pietrzak, P. et al. Molecular and crystal structure of bis-quinolizidine immonium salts, V: Δ11(16)-dehydrolupaninium perchlorate monohydrate. Journal of Crystallographic and Spectroscopic Research 17, 13–30 (1987). https://doi.org/10.1007/BF01181956
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DOI: https://doi.org/10.1007/BF01181956