<i>De Novo</i> Determination of the Crystal Structure of a Large Drug Molecule by Crystal Structure Prediction-Based Powder NMR Crystallography

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 (1)H 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.

Keywords

ChemistryCrystal structureNuclear magnetic resonance crystallographyMoleculeCrystallographyNuclear magnetic resonance spectroscopyBenzoic acidCrystal structure predictionCrystal (programming language)Density functional theoryCarbon-13 NMR satelliteTransverse relaxation-optimized spectroscopyCarbon-13 NMRChemical shiftSpectroscopyFluorine-19 NMRStereochemistryComputational chemistryPhysical chemistryOrganic chemistry

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Publication Info

Year: 2013
Type: article
Volume: 135
Issue: 46
Pages: 17501-17507
Citations: 206
Access: Closed

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APA Style

                            
                                
                                    Maria Baias, 
                                
                                    Jean‐Nicolas Dumez, 
                                
                                    Per H. Svensson
                                
                                et al.
                            
                            (2013). 
                            <i>De Novo</i> Determination of the Crystal Structure of a Large Drug Molecule by Crystal Structure Prediction-Based Powder NMR Crystallography. 
                            Journal of the American Chemical Society
                            , 135
                            (46)
                            , 17501-17507.
                            https://doi.org/10.1021/ja4088874
                        

Identifiers

DOI: 10.1021/ja4088874