Suppression of Disorder in Benzamide and Thiobenzamide Crystals by Fluorine Substitution.
| Autor: | Shtukenberg AG; Department of Chemistry and Molecular Design Institute, New York University, New York, New York 10003, United States., Braun DE; Institute of Pharmacy, Pharmaceutical Technology, University of Innsbruck, 6020 Innsbruck, Austria.; Christian Doppler Laboratory for Advanced Crystal Engineering Strategies in Drug Development, Institute of Pharmacy, University of Innsbruck, 6020 Innsbruck, Austria., Tan M; Department of Chemistry and Molecular Design Institute, New York University, New York, New York 10003, United States., Fellah N; Department of Chemistry and Molecular Design Institute, New York University, New York, New York 10003, United States., Kahr B; Department of Chemistry and Molecular Design Institute, New York University, New York, New York 10003, United States. |
|---|---|
| Jazyk: | angličtina |
| Zdroj: | Crystal growth & design [Cryst Growth Des] 2024 Jun 10; Vol. 24 (12), pp. 5276-5284. Date of Electronic Publication: 2024 Jun 10 (Print Publication: 2024). |
| DOI: | 10.1021/acs.cgd.4c00517 |
| Abstrakt: | Disorder is a common feature of molecular crystals that complicates determination of structures and can potentially affect electric and mechanical properties. Suppression of disorder is observed in otherwise severely disordered benzamide and thiobenzamide crystals by substituting hydrogen with fluorine in the ortho -position of the phenyl ring. Fluorine occupancies of 20-30% are sufficient to suppress disorder without changing the packing motif. Crystal structure prediction calculations reveal a much denser lattice energy landscape for benzamide compared to 2-fluorobenzamide, suggesting that fluorine substitution makes disorder less likely. Competing Interests: The authors declare no competing financial interest. (© 2024 The Authors. Published by American Chemical Society.) |
| Databáze: | MEDLINE |
| Externí odkaz: |
|