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

G Smith; U D Wermuth; P C Healy; David James Young

doi:10.1007/s10870-006-9085-5

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

Journal article

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

G Smith, U D Wermuth, P C Healy and David James Young

Journal of Chemical Crystallography, Vol.36(12), pp.805-811

2006

DOI: https://doi.org/10.1007/s10870-006-9085-5

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Abstract

strychnine

1,7-Cleve's acid

naphthylaminesulfonic acids

molecular adduct

hydrogen bonding

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) Ã…. 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. © Springer Science+Business Media, LLC 2006.

Details

Title: Strychnine-8-ammonio-2-naphthalenesulfonate-water (1/1/3.5): The first structure of a strychnine or brucine compound with a zwitterionic species
Authors: G Smith (Author) - Queensland University of Technology
U D Wermuth (Author) - Queensland University of Technology
P C Healy (Author) - Griffith University
David James Young (Author) - Griffith University
Publication details: Journal of Chemical Crystallography, Vol.36(12), pp.805-811
Publisher: Springer New York LLC
Date published: 2006
DOI: 10.1007/s10870-006-9085-5
ISSN: 1074-1542
Organisation Unit: University of the Sunshine Coast, Queensland
Language: English
Record Identifier: 99449215002621
Output Type: Journal article

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Collaboration types: Domestic collaboration
Web Of Science research areas: Crystallography; Spectroscopy

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