Strychnine-8-Ammonio-2-naphthalenesulfonate-water (1/1/3.5): The First Structure of a Strychnine Compound with a Zwitterionic Species

Smith, Graham, Wermuth, Urs D., Young, David J., & Healy, Peter C. (2006) Strychnine-8-Ammonio-2-naphthalenesulfonate-water (1/1/3.5): The First Structure of a Strychnine Compound with a Zwitterionic Species. Journal of Chemical Crystallography, 36, pp. 805-811.

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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) A° . 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.

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ID Code: 5863
Item Type: Journal Article
Refereed: Yes
Keywords: strychnine, 1, 7, Cleve’s acid, naphthylaminesulfonic acids, molecular adduct, hydrogen bonding
DOI: 10.1007/s10870-006-9085-5
ISSN: 1572-8854
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000)
Divisions: Past > QUT Faculties & Divisions > Faculty of Science and Technology
Copyright Owner: Copyright 2006 Springer
Copyright Statement: The original publication is available at SpringerLink
Deposited On: 15 Jan 2007 00:00
Last Modified: 29 Feb 2012 13:26

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