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Hydrogen Bonding in Proton Transfer Compounds of 5 Sulfosalicylic Acid with Ortho-Substituted Monocyclic Heteroaromatic Lewis Bases

Smith, Graham, Wermuth, Urs D., & Healy, Peter C. (2006) Hydrogen Bonding in Proton Transfer Compounds of 5 Sulfosalicylic Acid with Ortho-Substituted Monocyclic Heteroaromatic Lewis Bases. Journal of Chemical Crystallography, 36(12), pp. 841-849.

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Abstract

The crystal structures of the 1:1 proton-transfer compounds of 5-sulfosalicylic acid with the ortho-substituted monocyclic heteroaromatic Lewis bases, 2-aminopyridine, 2- hydroxypyridine and 2-aminopyrimidine, viz. 2-aminopyridinium 5-sulfosalicylate (1), 2-hydroxypyridinium 5-sulfosalicylate monohydrate (2) and 2-aminopyrimidinium 5- sulfosalicylatemonohydrate (3) have been determined and their hydrogen-bonding patterns described. All compounds are monoclinic, space group P21/c, with Z=4 in cells with dimensions a=7.898(5), b=11.159(11), c=14.912(7) A° , β =96.849(11)◦ (1);=7.260(2), b=15.292(3), c=12.615(2) A° , β =102.45(5)◦ (2) and a=7.0430(7), b=12.1871(16), c=16.2825(12) A° , β =101.364(7)◦ (3). All three compounds show some molecular disorder, in 1 within the cation species and with both 2 and 3, a similar rotational disorder in the anion sulfonate group. Hydrogen bonding in all three compounds together with significant cation-anion or cation-cation inter-ring π–π interactions generate three-dimensional layered polymer structures.

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ID Code: 5987
Item Type: Journal Article
Keywords: 5, Sulfosalicylic acid, proton, transfer compounds, heteroaromatic lewis bases, hydrogen bonding
DOI: 10.1007/s10870-006-9122-4
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 http://www.springerlink.com
Deposited On: 15 Jan 2007
Last Modified: 29 Feb 2012 23:26

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