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Journal of Chemical Crystallography

, Volume 36, Issue 12, pp 805–811 | Cite as

Strychnine-8-ammonio-2-naphthalenesulfonate-water (1/1/3.5): The first structure of a strychnine or brucine compound with a zwitterionic species

  • Graham Smith
  • Urs D. Wermuth
  • Peter C. Healy
  • David J. Young
Article

 

The crystal structure of the 1:1 adduct hydrate of strychnine with 1,7-Cleve's acid (8-amino-2-naphthalenesulfonic acid), namely strychnine-8-ammonio-2-naphthalenesulfonate-water (1/1/3.5) has been determined and provides a unique example of a neutral association involving strychnine and an achiral zwitterionic acid species, previously unobserved in the structures of either strychnine or brucine addition compounds. Crystals are orthorhombic, space group P212121, with Z=4 in a cell with dimensions a=10.4484(8), b=30.850(3), c=9.4998(11) Å. Hydrogen bonding involving all available proton-donor and acceptor sites on all species gives rise to a three-dimensional framework polymer structure. The crystallographic literature for strychnine and brucine and their compounds is also reviewed.

KEY WORDS:

strychnine 1,7-Cleve's acid naphthylaminesulfonic acids molecular adduct hydrogen bonding 

Notes

Acknowledgments

The authors acknowledge financial support from the School of Physical and Chemical Sciences (Queensland University of Technology) and Griffith University.

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Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • Graham Smith
    • 1
  • Urs D. Wermuth
    • 1
  • Peter C. Healy
    • 2
  • David J. Young
    • 2
  1. 1.School of Physical and Chemical SciencesQueensland University of TechnologyBrisbaneAustralia
  2. 2.School of ScienceGriffith UniversityNathanAustralia

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