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Redetermined structure, intermolecular interactions and absolute configuration of royleanone
The structure of the title diterpenoid, C(20)H(28)O(3), {systematic name: (4bS,8aS)-3-hydroxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-1,4-dione} is confirmed [Eugster et al. (1993 ▶). Private communication (refcode HACGUN). CCDC, Union Road, Cambridge] and its packin...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089143/ https://www.ncbi.nlm.nih.gov/pubmed/21754362 http://dx.doi.org/10.1107/S1600536811011457 |
Sumario: | The structure of the title diterpenoid, C(20)H(28)O(3), {systematic name: (4bS,8aS)-3-hydroxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-1,4-dione} is confirmed [Eugster et al. (1993 ▶). Private communication (refcode HACGUN). CCDC, Union Road, Cambridge] and its packing is now described. Its absolute structure was established by refinement against data collected with Cu radiation: the two stereogenic centres both have S configurations. One cyclohexane ring adopts a chair conformation whereas the other cyclohexane ring is in a half-chair conformation and the benzoquinone ring is slightly twisted. An intramolecular O—H⋯O hydrogen bond generates an S(5) ring motif. In the crystal, molecules are linked into chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. The packing also features C⋯O [3.131 (3) Å] short contacts. |
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