Autor: |
Benjamin L. Wagner, McKenzie J. Parks, Michael Ruf, Drew E. Craddock, Lauren A. Taylor, Kraig A. Wheeler |
Rok vydání: |
2021 |
Předmět: |
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Zdroj: |
CrystEngComm. 23:210-215 |
ISSN: |
1466-8033 |
DOI: |
10.1039/d0ce01331e |
Popis: |
Quasiracemates – materials consisting of pairs of near enantiomers – form crystalline motifs that mimic the inversion relationships observed for their racemic counterparts. Recent investigations from our group explored a family of chiral (N-benzoyl)methylbenzylamines to understand the structural boundary of cocrystallization. This investigation extends these earlier studies to include naphthylamide quasiracemates, where the molecular framework is ∼20% larger by volume than the previous diarylamides. A family of naphthylamides was prepared where the pendant functional group differs incrementally in size (i.e., H to C6H5) to give 55 possible unique pairs of racemic and quasiracemic combinations. Data collected from these materials using X-ray crystallography, thermal analysis methods and lattice energy calculations offer important insight into how a spatially larger naphthylamide molecular framework promotes greater structural variance of substituents during the pairwise assembly of quasienantiomers. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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