Crystal structure of (4bS,8aR)-1-isopropyl-4b,8,8-trimethyl-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthren-2-yl acetate

• Main Authors: Yassine Laamari, Moulay Youssef Ait Itto, Abdelkhalek Riahi, Sylviane Chevreux, Aziz Auhmani, El Mostafa Ketatni
• Format: Article
• Language: English
• Published: International Union of Crystallography 2018-05-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; natural product; phenanthrene; C—H...O hydrogen bond; C—H...π interactions
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989018005510

The title compound, C22H28O3, was prepared by a direct acetylation reaction of naturally occurring totarolenone. The molecule contains three fused rings, which exhibit different conformations. The central ring has a half-chair conformation, while the non-aromatic oxo-substituted ring has a screw-boat conformation. In the crystal, molecules are linked by C—H...O hydrogen bonds and C—H...π interactions, forming sheets parallel to the bc plane. The carbonyl O atoms and the C atom at the 6-position of the cyclohexene ring are each disordered over two sets of sites with major occupancy components of 0.63 (7) and 0.793 (14), respectively.