5,5-Bis(hydroxy-meth-yl)-3-methyl-cyclo-hex-2-enone
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study reveals the cyclo-hexenone ring in C(9)H(14)O(3) adopts an envelope conformation. Crystal structure analysis identified an intermolecular hydrogen-bonded ring, highlighting molecular interactions.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Understanding the three-dimensional structure of organic compounds is crucial for predicting their chemical behavior and properties.
- Cyclo-hexenone derivatives are important structural motifs in various natural products and pharmaceuticals.
Purpose of the Study:
- To elucidate the precise molecular conformation and crystal packing of the title compound, C(9)H(14)O(3).
- To investigate the presence and nature of intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the atomic arrangement and bond parameters.
- Conformational analysis was performed on the cyclo-hexenone ring system.
- Hydrogen bonding interactions were identified and characterized.
Main Results:
- The cyclo-hexenone ring exhibits an envelope conformation, with a significant displacement of the flap atom (bearing hydroxy-methyl groups) by 0.582(4) Å from the ring plane.
- The crystal structure is stabilized by an intermolecular O-H⋯O hydrogen-bonded ring, indicating specific molecular self-assembly.
Conclusions:
- The determined envelope conformation provides insights into the flexibility and preferred spatial arrangement of this cyclo-hexenone derivative.
- The intermolecular hydrogen bonding plays a significant role in the solid-state structure, influencing crystal packing and potentially material properties.
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