Source:http://linkedlifedata.com/resource/pubmed/id/19346607
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
Pt 4
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pubmed:dateCreated |
2009-4-6
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pubmed:abstractText |
The crystal structure of the hydrated proton-transfer compound of the drug quinacrine [rac-N'-(6-chloro-2-methoxyacridin-9-yl)-N,N-diethylpentane-1,4-diamine] with 4,5-dichlorophthalic acid, C(23)H(32)ClN(3)O(2+).2C(8)H(3)Cl(2)O(4)(-).4H(2)O, has been determined at 200 K. The four labile water molecules of solvation in the structure form discrete ...O-H...O-H... hydrogen-bonded chains parallel to the quinacrine side chain, the two N-H groups of which act as hydrogen-bond donors for two of the water acceptor molecules. The other water molecules, as well as the acridinium H atom, also form hydrogen bonds with the two anion species and extend the structure into two-dimensional sheets. Between these sheets there are also weak cation-anion and anion-anion pi-pi aromatic ring interactions. This structure represents the third example of a simple quinacrine derivative for which structural data are available but differs from the other two in that it is unstable in the X-ray beam due to efflorescence, probably associated with the destruction of the unusual four-membered water chain structures.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/2-carboxyanilinium...,
http://linkedlifedata.com/resource/pubmed/chemical/Antimalarials,
http://linkedlifedata.com/resource/pubmed/chemical/Chlorobenzoates,
http://linkedlifedata.com/resource/pubmed/chemical/Protons,
http://linkedlifedata.com/resource/pubmed/chemical/Quinacrine
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pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
1600-5759
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:volume |
65
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
o131-3
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pubmed:meshHeading |
pubmed-meshheading:19346607-Antimalarials,
pubmed-meshheading:19346607-Chlorobenzoates,
pubmed-meshheading:19346607-Crystallography, X-Ray,
pubmed-meshheading:19346607-Hydrogen Bonding,
pubmed-meshheading:19346607-Molecular Structure,
pubmed-meshheading:19346607-Protons,
pubmed-meshheading:19346607-Quinacrine
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pubmed:year |
2009
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pubmed:articleTitle |
Unusual hydrate stabilization in the two-dimensional layered structure of quinacrinium bis(2-carboxy-4,5-dichlorobenzoate) tetrahydrate, a proton-transfer compound of the drug quinacrine.
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pubmed:affiliation |
School of Physical and Chemical Sciences, Queensland University of Technology, GPO Box 2434, Brisbane 4001, Australia. g.smith@qut.edu.au
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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