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

Research output: Contribution to journalArticle

Abstract

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.

Original languageEnglish
Pages (from-to)805-811
Number of pages7
JournalJournal of Chemical Crystallography
Volume36
Issue number12
DOIs
Publication statusPublished - Dec 2006
Externally publishedYes

Fingerprint Dive into the research topics of 'Strychnine-8-ammonio-2-naphthalenesulfonate-water (1/1/3.5): The first structure of a strychnine or brucine compound with a zwitterionic species'. Together they form a unique fingerprint.

  • Cite this