Disclosing the Rich Crystal Chemistry of Lesinurad by ab Initio Laboratory X-ray Powder Diffraction Methods
Articolo
Data di Pubblicazione:
2018
Citazione:
Disclosing the Rich Crystal Chemistry of Lesinurad by ab Initio Laboratory X-ray Powder Diffraction Methods / S. Terruzzi, S. Bellomi, G. Marras, G. Barreca, G. Ventimiglia, A. Cervellino, N. Masciocchi. - In: CRYSTAL GROWTH & DESIGN. - ISSN 1528-7483. - 18:11(2018 Oct 01), pp. 6863-6872. [10.1021/acs.cgd.8b01083]
Abstract:
Lesinurad, a uric acid reabsorption inhibitor that received Food and Drug Administration approval in 2015, is known to crystallize in three unsolvated crystal forms and in a few solvated phases. The structures of the former have been determined by state-of-the-art powder diffraction methods, highlighting significant conformational as well as supramolecular differences, resulting in hydrogen bonded centrosymmetric dimers (Form 1) or helical chains (Form 2). In the complex crystal packing in Form 3, additional one-dimensional (1D) ribbons held together by unexpected C=O···Br interactions of the halogen-bond type are found. Thermal analyses and variable-temperature powder diffraction measurements (including high-temperature synchrotron X-ray diffraction experiments) provided evidence for the reversible formation of a new phase, Form 2hT, obtained upon heating above 100 °C powders of Form 2. Structure solution and refinement of the high-temperature phase made it possible to attribute the structural change to a 60° rotation of the cyclopropyl residue, leaving unaffected the conformation of the (longer) polar branch and the supramolecular 1D helical chain arrangement found in the RT phase.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Lesinurad, polymorphism, Rietveld, powder diffraction, crystal structure
Elenco autori:
S. Terruzzi, S. Bellomi, G. Marras, G. Barreca, G. Ventimiglia, A. Cervellino, N. Masciocchi
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