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Benzo[i]naphtho[c,d]bicyclo[5.4.1]dodecan-12-one.

S I Isobe1, K Kubo, T Thiemann

  • 1Graduate School of Engineering Sciences, 39, Kyushu University, Kasuga-koen, Kasuga, Fukuoka 816-8580, Japan.

Acta Crystallographica. Section C, Crystal Structure Communications
|November 15, 2000
PubMed
Summary

This study details the rigid conformation of a complex organic molecule, pentacyclo[11.8.1.1(3,11).0(7,23).0(15, 20)]tricosa-3,5,7,9,11(23),15,17,19-octaen-22-one. The research highlights its unique bicyclo[5.4.1]dodecan-12-one structure and symmetry.

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Molecular Structure

Background:

  • Understanding the conformational preferences of complex polycyclic organic molecules is crucial in synthetic chemistry.
  • The bicyclo[5.4.1]dodecan-12-one moiety presents unique structural challenges due to its fused ring systems.

Purpose of the Study:

  • To elucidate the precise three-dimensional structure and conformational analysis of pentacyclo[11.8.1.1(3,11).0(7,23).0(15, 20)]tricosa-3,5,7,9,11(23),15,17,19-octaen-22-one.
  • To investigate the symmetry properties of this complex organic compound.

Main Methods:

  • X-ray crystallography was employed to determine the molecular structure.
  • Conformational analysis was performed on the bicyclo[5.4.1]dodecan-12-one moiety.

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Main Results:

  • The bicyclo[5.4.1]dodecan-12-one unit adopts a rigid conformation.
  • The seven-membered ring adopts a chair form, while the eight-membered ring adopts a boat-boat conformation.
  • The molecule exhibits non-crystallographic mirror symmetry relative to its aromatic planes.

Conclusions:

  • The title compound possesses a well-defined, rigid structure with specific ring conformations.
  • The observed symmetry has implications for understanding molecular packing and potential synthetic pathways.