Success or Failure of Chiral Crystallization of Similar Heterocyclic Compounds

Single crystals of two achiral and planar heterocyclic compounds, C H H O( ) and C H NO ( ), recrystallized from ethanol, were characterized by single crystal X-ray analysis, respectively, and chiral crystallization was observed only for as 2 2 2 (# 19), whereas it was not observed for 2 /c (# 14)....

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2020-12, Vol.25 (23), p.5691
Main Authors: Chunkang, Cyprian M, Ikome, Iris E, Nfor, Emmanuel N, Mitani, Yuta, Katsuumi, Natsuki, Haraguchi, Tomoyuki, Akitsu, Takashiro
Format: Article
Language:English
Subjects:
Analgesics
Anticoagulants
Carbon
Chemical bonds
chiral crystallization
Communication
crystal structure
Crystallization
Crystallography, X-Ray
Crystals
Ethanol
Ethanol - chemistry
heterocycle compound
Heterocyclic compounds
Heterocyclic Compounds - chemistry
Hydrogen Bonding
Hydrogen bonds
Ligands
Molecular Structure
Packaging
Recrystallization
Single crystals
Software packages
space group
Van der Waals forces
Water - chemistry
X ray analysis
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Summary:Single crystals of two achiral and planar heterocyclic compounds, C H H O( ) and C H NO ( ), recrystallized from ethanol, were characterized by single crystal X-ray analysis, respectively, and chiral crystallization was observed only for as 2 2 2 (# 19), whereas it was not observed for 2 /c (# 14). In , as a monohydrate, the hydrogen bonds were pronounced around the water of crystallization (O4), and the planar cyclic sites were arranged in parallel to slightly tilted positions. On the other hand, an anhydride formed a dimer by hydrogen bonds between adjacent molecules in the crystal, which were aggregated by van der Waals forces and placed in parallel planar cyclic sites.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules25235691