Received 11 December 2010
The title compound, C15H23N2S+·Cl-·0.5H2O, was prepared from (6aS,11aR,11cS)-2,3,5,6,6a,7,11,11a,11b,11c-decahydro-3a,7a-diaza-1H,4H-benzo[de]anthracene-8-one (sophocarpine) and Lawesson's reagent. The thione-substituted ring is in an envelope conformation and the three other six-membered rings are in chair conformations. In the crystal, anions and cations are linked by N-HCl and weak C-HCl hydrogen bonds. One 0.5-occupancy solvent water molecule lies on a twofold rotation axis and another 0.25-occupancy solvent water molecule is in a general position. The H atoms of these water molecules were not located or included in the refinement.
For background to the medicinal uses of sophocarpine natural products, see: Gao et al. (2009); Jiang et al. (2007); Liu et al. (2007). For related structures, see: Ding et al. (2005); Khan et al. (1992). For the synthesis, see: Kaleta et al. (2006).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5190 ).
The authors are grateful to Weng Linhong and Dr Cheng of the Department of Chemistry of Fudan University for the data acquisition and interpretation. This work was supported by grants from the National Natural Science Foundation (No. 20902109) and the Science & Technology Commission of Shanghai Municipality (No. 08JC1405500)
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