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Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
1-[4-(1H-imidazol-1-yl)phen-yl]ethanone monohydrate
Halliru Ibrahim1, Muhammad D Bala, Bernard Omondi
1School of Chemistry & Physics, University of KwaZulu-Natal, Westville Campus, Private Bag X54001, Durban 4000, South Africa.
Summary
The crystal structure of C(11)H(10)N(2)O·H(2)O reveals water molecules forming chains via hydrogen bonds. These chains create sheets connected by pi-pi interactions, detailing the compound's molecular assembly.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Materials Science
Background:
- Understanding the self-assembly of organic molecules is crucial for designing novel materials.
- Hydrogen bonding and π-π interactions are key non-covalent forces dictating crystal packing.
- The title compound, C(11)H(10)N(2)O·H(2)O, serves as a model system for studying these interactions.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(11)H(10)N(2)O·H(2)O.
- To investigate the role of solvent water molecules in mediating intermolecular interactions.
- To analyze the formation of extended network structures through hydrogen bonding and π-π stacking.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional crystal structure.
- Analysis of hydrogen bonding networks (O-H⋯O, O-H⋯N) and weak C-H⋯O interactions.
- Identification and quantification of π-π stacking interactions between aromatic rings.
Main Results:
- The crystal structure features organic molecules linked by solvent water through O-H⋯O and O-H⋯N hydrogen bonds, forming diagonal chains.
- These chains assemble into hydrogen-bonded sheets extending along the b and c axes via weak C-H⋯O interactions.
- Adjacent sheets are interconnected along the a axis by π-π interactions with centroid-centroid distances of 3.7571(9) and 3.7231(9) Å.
Conclusions:
- The crystal structure of C(11)H(10)N(2)O·H(2)O is stabilized by a combination of hydrogen bonding and π-π interactions.
- Solvent water plays a critical role in organizing the molecular architecture, forming extended hydrogen-bonded networks.
- The study provides insights into the supramolecular assembly principles governing the packing of this organic compound.
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