De novo determination of the crystal structure of a large drug molecule by crystal structure prediction-based powder NMR crystallography

Maria Baias, Jean Nicolas Dumez, Per H. Svensson, Staffan Schantz, Graeme M. Day, Lyndon Emsley

    Research output: Contribution to journal › Article

    Abstract

    The crystal structure of form 4 of the drug 4-[4-(2-adamantylcarbamoyl)-5- tert-butyl-pyrazol-1-yl]benzoic acid is determined using a protocol for NMR powder crystallography at natural isotopic abundance combining solid-state 1H NMR spectroscopy, crystal structure prediction, and density functional theory chemical shift calculations. This is the first example of NMR crystal structure determination for a molecular compound of previously unknown structure, and at 422 g/mol this is the largest compound to which this method has been applied so far.

    Original languageEnglish (US)
    Pages (from-to)17501-17507
    Number of pages7
    JournalJournal of the American Chemical Society
    Volume135
    Issue number46
    DOIs
    StatePublished - Nov 20 2013

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    Crystallography
    Powders
    Magnetic Resonance Spectroscopy
    Crystal structure
    Nuclear magnetic resonance
    Molecules
    Pharmaceutical Preparations
    Benzoic acid
    Chemical shift
    Nuclear magnetic resonance spectroscopy
    Density functional theory
    Proton Magnetic Resonance Spectroscopy
    4-(4-(2-adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl)benzoic acid

    ASJC Scopus subject areas

    • Catalysis
    • Chemistry(all)
    • Biochemistry
    • Colloid and Surface Chemistry

    Cite this

    De novo determination of the crystal structure of a large drug molecule by crystal structure prediction-based powder NMR crystallography. / Baias, Maria; Dumez, Jean Nicolas; Svensson, Per H.; Schantz, Staffan; Day, Graeme M.; Emsley, Lyndon.

    In: Journal of the American Chemical Society, Vol. 135, No. 46, 20.11.2013, p. 17501-17507.

    Research output: Contribution to journal › Article

    Baias, M, Dumez, JN, Svensson, PH, Schantz, S, Day, GM & Emsley, L 2013, 'De novo determination of the crystal structure of a large drug molecule by crystal structure prediction-based powder NMR crystallography', Journal of the American Chemical Society, vol. 135, no. 46, pp. 17501-17507. https://doi.org/10.1021/ja4088874
    Baias M, Dumez JN, Svensson PH, Schantz S, Day GM, Emsley L. De novo determination of the crystal structure of a large drug molecule by crystal structure prediction-based powder NMR crystallography. Journal of the American Chemical Society. 2013 Nov 20;135(46):17501-17507. https://doi.org/10.1021/ja4088874
    Baias, Maria ; Dumez, Jean Nicolas ; Svensson, Per H. ; Schantz, Staffan ; Day, Graeme M. ; Emsley, Lyndon. / De novo determination of the crystal structure of a large drug molecule by crystal structure prediction-based powder NMR crystallography. In: Journal of the American Chemical Society. 2013 ; Vol. 135, No. 46. pp. 17501-17507.
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    AU - Day, Graeme M.

    AU - Emsley, Lyndon

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