A structural study of tautomerism and hydrogen-bonding in supramolecular assemblies
A structural study of tautomerism and hydrogen-bonding in supramolecular assemblies
The synthesis and X-ray structures of four new crystalline materials incorporating 'dimers' assembled from two different units possessing complementary hydrogen bonding motifs are reported; namely, phthalimide and 3-iminoisoindolinone or 2-guanidinobenzimidazole (or selected methylated derivatives) and 2-guanidinobenzoxazole. The bonding within each dimer involves a triplet of hydrogen bonds. The extended supramolecular structures are compared with each other as well as with two related structures described previously. The effect of using complementary DAD/ADA motifs that are not symmetrical on the respective supramolecular structures is also examined as is the prospect of incorporating different tautomeric components into the supramolecular structures. The presence of a very short, proton-transferred hydrogen bond within the respective triplets is also discussed.
crystal engineering, self-assembly, supramolecular, hydrogen bonding
x-ray-diffraction, metal-complexes, bis(2-guanidinobenzimidazolo)nickel(ii), 2-guanidinobenzimidazole, arrays
567-578
Bishop, Michael M.
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Coles, Simon J.
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Lee, Andrew H.W.
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Lindoy, Leonard F.
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Parkin, Andrew
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Thorn-Seshold, Oliver T.
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Turner, Peter
af5f357d-f9f5-42fc-a739-761653b4cb87
2005
Bishop, Michael M.
e3acabeb-12cd-4b15-b643-c5cdb0a15270
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Lee, Andrew H.W.
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Lindoy, Leonard F.
217831c1-05b8-4c7a-b4a6-848d2b21eedd
Parkin, Andrew
4646aceb-2a78-41c5-a2cd-394746b869e0
Thorn-Seshold, Oliver T.
b070485c-f421-4304-937d-85cddd0d7a0e
Turner, Peter
af5f357d-f9f5-42fc-a739-761653b4cb87
Bishop, Michael M., Coles, Simon J., Lee, Andrew H.W., Lindoy, Leonard F., Parkin, Andrew, Thorn-Seshold, Oliver T. and Turner, Peter
(2005)
A structural study of tautomerism and hydrogen-bonding in supramolecular assemblies.
Supramolecular Chemistry, 17 (7), .
(doi:10.1080/10610270500333927).
Abstract
The synthesis and X-ray structures of four new crystalline materials incorporating 'dimers' assembled from two different units possessing complementary hydrogen bonding motifs are reported; namely, phthalimide and 3-iminoisoindolinone or 2-guanidinobenzimidazole (or selected methylated derivatives) and 2-guanidinobenzoxazole. The bonding within each dimer involves a triplet of hydrogen bonds. The extended supramolecular structures are compared with each other as well as with two related structures described previously. The effect of using complementary DAD/ADA motifs that are not symmetrical on the respective supramolecular structures is also examined as is the prospect of incorporating different tautomeric components into the supramolecular structures. The presence of a very short, proton-transferred hydrogen bond within the respective triplets is also discussed.
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Published date: 2005
Keywords:
crystal engineering, self-assembly, supramolecular, hydrogen bonding
x-ray-diffraction, metal-complexes, bis(2-guanidinobenzimidazolo)nickel(ii), 2-guanidinobenzimidazole, arrays
Identifiers
Local EPrints ID: 44388
URI: http://eprints.soton.ac.uk/id/eprint/44388
ISSN: 1061-0278
PURE UUID: 989bd2b6-6246-49f6-a3f0-00e87b7a7d9b
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Date deposited: 01 Mar 2007
Last modified: 16 Mar 2024 03:05
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Contributors
Author:
Michael M. Bishop
Author:
Andrew H.W. Lee
Author:
Leonard F. Lindoy
Author:
Andrew Parkin
Author:
Oliver T. Thorn-Seshold
Author:
Peter Turner
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