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 journalArticle

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 journalArticle

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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