In an endeavor directed towards the construction of the oxabicyclic[3.2.1]octane segment present in the bioactive natural products of cortistatins and icetexanes genre, the title compound, C(13)H(19)BrO(3), was synthesized from (4aR,9aS)-1,3,4,4a,5,6,9,9a-octa-hydro-spiro-[benzo[7]annulene-2,2'-[1,3]dioxolane]-4a-ol via a transannular bromo-etherification protocol. The six-membered ring adopts a twist-boat conformation, while the fused cycloheptane ring adopts a chair conformation. The crystal packing is effected through two distinct inter-molecular C-H⋯O hydrogen-bond patterns and mol-ecules are arranged to define an inter-esting motif along the b axis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414332PMC
http://dx.doi.org/10.1107/S1600536812029777DOI Listing

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