Structure and absolute configuration of (E)-(-)-2-cyclododecenyl camphanate

Area of Science:

• Crystallography
• Organic Chemistry

Background:

• Structural elucidation of cyclic organic compounds is crucial for understanding their properties and reactivity.
• The title compound, C22H34O4, presents a unique 12-membered ring system requiring detailed structural analysis.

Purpose of the Study:

• To determine the precise crystal conformation of the 12-membered ring in the title compound.
• To establish the absolute configuration of the molecule.
• To investigate the conformational flexibility of the ring system in the crystalline state.

Main Methods:

• Single-crystal X-ray diffraction analysis was performed on the title compound.
• The crystal structure was solved and refined using 1550 unique reflections.
• Unit cell parameters and crystallographic data (monoclinic, P2(1)) were meticulously recorded.

Main Results:

• The crystal structure revealed a 12-membered ring conformation with an approximate twofold axis.
• The absolute configuration of the compound was determined to be (1R).
• The crystallographic data (a = 7.371(1) A, b = 10.571(1) A, c = 13.538(2) A, beta = 90.36(1) degrees) were established.

Conclusions:

• The crystal structure provides definitive insights into the conformation of the 12-membered ring.
• The determined absolute configuration is essential for stereochemical assignments in related compounds.
• The observed conformation suggests significant conformational flexibility of the ring in the solid state.