How cocrystallization affects solid-state tautomerism : Stanozolol case study

Anaëlle Tilborg, Géraldine Springuel, Bernadette Norberg, Johan Wouters, Tom Leyssens

Research output: Contribution to journalArticle

Abstract

Three original cocrystals of stanozolol with monoacidic and diacidic coformers are presented and fully characterized in this study. Powder X-ray diffraction (PXRD) permits cocrystal formation to be highlighted, with the help of liquid-assisted grinding (LAG) from the two starting coformers. Single-crystal X-ray diffraction (SCXRD) gives a detailed structural characterization, which allows comparison with existing structures coming from the Cambridge Structural Database (essentially stanozolol solvates) and determination of structural similarities between the new cocrystal structures and the existing ones. As stanozolol can exist under two tautomeric forms (on its pyrazole moiety), statistical and theoretical studies have been performed in order to better apprehend the potential appearance of one of its tautomers at the cost of the other in crystal structures, and the eventuality of "freezing" the molecule in one of these forms by cocrystallization.

Original languageEnglish
Pages (from-to)3408-3422
Number of pages15
JournalCrystal Growth and Design
Volume14
Issue number7
DOIs
Publication statusPublished - 2 Jul 2014

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Stanozolol
Freezing
X ray powder diffraction
Crystal structure
Single crystals
solid state
X ray diffraction
Molecules
tautomers
Liquids
grinding
diffraction
freezing
x rays
crystal structure
single crystals
liquids
molecules

Cite this

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How cocrystallization affects solid-state tautomerism : Stanozolol case study. / Tilborg, Anaëlle; Springuel, Géraldine; Norberg, Bernadette; Wouters, Johan; Leyssens, Tom.

In: Crystal Growth and Design, Vol. 14, No. 7, 02.07.2014, p. 3408-3422.

Research output: Contribution to journalArticle

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