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A systematic study of the crystallisation products of a series of dicarboxylic acids with imidazole derivatives

A systematic study of the crystallisation products of a series of dicarboxylic acids with imidazole derivatives
A systematic study of the crystallisation products of a series of dicarboxylic acids with imidazole derivatives
Nineteen new crystal structures are reported containing alpha,omega-alkanedicarboxylic acids (HOOC-(CH(2))(n-2)-COOH, n = 0-6), maleic acid and fumaric acid with imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole and 1,2-dimethylimidazole. These were characterised by single crystal X-ray diffraction at 120 K and their crystal structures are discussed together with five published structures. In all of the characterised acid-base combinations at least one of the acidic hydrogens has been transferred to the base and most have a 1 : 1 stoichiometry. Nearly two thirds of the crystal structures adopt a basic sheet topology containing hydrogen bonded anion chains linked by cations. The sheet topologies have been classified based upon the principles of a scheme proposed by MacDonald et al. (J. C. MacDonald, P. C. Dorrestein and M. M. Pilley, Cryst. Growth Des., 2001, 1, 29-38).
1466-8033
898-908
Callear, Samantha K.
5af7f651-0ff0-4163-80b3-34996d62022a
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Threlfall, Terence L.
dc1fe3b2-c0c1-465c-942f-dbd4af68a37e
Callear, Samantha K.
5af7f651-0ff0-4163-80b3-34996d62022a
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Threlfall, Terence L.
dc1fe3b2-c0c1-465c-942f-dbd4af68a37e

Callear, Samantha K., Hursthouse, Michael B. and Threlfall, Terence L. (2010) A systematic study of the crystallisation products of a series of dicarboxylic acids with imidazole derivatives. CrystEngComm, 12 (3), 898-908. (doi:10.1039/b917191f).

Record type: Article

Abstract

Nineteen new crystal structures are reported containing alpha,omega-alkanedicarboxylic acids (HOOC-(CH(2))(n-2)-COOH, n = 0-6), maleic acid and fumaric acid with imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole and 1,2-dimethylimidazole. These were characterised by single crystal X-ray diffraction at 120 K and their crystal structures are discussed together with five published structures. In all of the characterised acid-base combinations at least one of the acidic hydrogens has been transferred to the base and most have a 1 : 1 stoichiometry. Nearly two thirds of the crystal structures adopt a basic sheet topology containing hydrogen bonded anion chains linked by cations. The sheet topologies have been classified based upon the principles of a scheme proposed by MacDonald et al. (J. C. MacDonald, P. C. Dorrestein and M. M. Pilley, Cryst. Growth Des., 2001, 1, 29-38).

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More information

Published date: 16 November 2010
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry

Identifiers

Local EPrints ID: 347448
URI: https://eprints.soton.ac.uk/id/eprint/347448
ISSN: 1466-8033
PURE UUID: 19002e47-f743-4d8c-a628-b6d69a35d4ff

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Date deposited: 04 Feb 2013 15:57
Last modified: 18 Jul 2017 04:58

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