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Issue 12, 2008
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Interactions in bisamide ionic liquids—insights from a Hirshfeld surface analysis of their crystalline states

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Abstract

The intermolecular interactions of a series of crystallised bis(trifluoromethanesulfonyl)amide (NTf2) and bis(methanesulfonyl)amide (NMes2) ionic liquids are qualitatively investigated and compared using Hirshfeld surface and thermal analysis techniques. The NMes2 salts are known to exhibit higher glass transitions and higher viscosities than those of the NTf2 salts. The origins of these differences were analysed in terms of the importance of factors such as the C–H⋯O hydrogen bond, fluorination, presence of an aromatic moiety and length of alkyl chain, using the Hirshfeld surfaces and their associated fingerprint plots. Additionally, the existence of C–F⋯π and C–H⋯π interactions were elucidated and the significance of anion–anion interactions was recognised. Overall, these results demonstrate the applicability of the Hirshfeld surface approach in investigating the molecular origins of the physical properties.

Graphical abstract: Interactions in bisamide ionic liquids—insights from a Hirshfeld surface analysis of their crystalline states

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Publication details

The article was received on 06 Jun 2008, accepted on 25 Jul 2008 and first published on 09 Sep 2008


Article type: Paper
DOI: 10.1039/B809606F
Citation: New J. Chem., 2008,32, 2121-2126
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    Interactions in bisamide ionic liquids—insights from a Hirshfeld surface analysis of their crystalline states

    P. M. Dean, J. M. Pringle, C. M. Forsyth, J. L. Scott and D. R. MacFarlane, New J. Chem., 2008, 32, 2121
    DOI: 10.1039/B809606F

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