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The title compound 1-OPBB, C19H19BrO2, contains a dechlorinated and hydrogenated isodrin backbone with an anti-4-bromo­benzoate substituent at one of the methano bridges. The dihedral angle between the CO2 ester plane and the benzene ring plane is 8.5 (2)°. In the crystal, the ester groups stack over benzene rings: the mol­ecules pack as conformational enanti­omers, with nearest parallel benzene ring planes separated by a perpendicular distance of 3.339 (1) Å. The nearest benzene-ring centroids are 5.266 (1) Å apart. Possible structural correlation with enhanced solvolytic reactivity is investigated.

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The title compound, C11H18O5, was isolated from a liquid culture of Pestalotiopsis sp. In the mol­ecule, the pyran-2-one ring assumes a half-chair conformation. The two terminal C atoms of the pentyl group were refined as disordered over two sets of sites, with refined occupancies of 0.881 (10) and 0.119 (10). In the crystal, mol­ecules are linked via O—H...O hydrogen bonds forming a three-dimensional network.
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