title: (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa-tetra-cyclo-[6.6.1.0.0]penta-deca-5,12-dien-3-ol.
abstract: The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep-oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca-hydro-anthra-cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo-hexene rings folded towards the oxygen bridge, the title tetra-cyclic fluoro-alcohol mol-ecule displays a conformation remin-iscent of a pagoda. The crystal packing is effected via inter-molecular O-H⋯O hydrogen bonds, which link the mol-ecules into a zigzag chain along the b axis.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, Karnataka,  India.
authors.forename: Goverdhan
authors.initials: G
authors.lastname: Mehta
authors.forename: Saikat
authors.initials: S
authors.lastname: Sen
references.citation: Science. 2007 Sep 28;317(5846):1881-6
references.pmid: 17901324
references.citation: Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22
references.pmid: 18156677
references.citation: Acta Crystallogr D Biol Crystallogr. 2009 Feb;65(Pt 2):148-55
references.pmid: 19171970