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The crystal structures of the title compounds, 3,4,4a,5,6,7,8,8a-octahydro-8a-hydroxy-2-quinolone, C9H15NO2, (I), and 3,4,4a,5,6,7,8,8a-octahydro-8a-hydroperoxy-2-quinolone, C9H15NO3, (II), show a trans- and cis-fused-ring configuration, respectively, with the cyclohexane rings in a chair conformation in both compounds. In (I), the molecules are linked about 21 axes via intermolecular N—H...O hydrogen bonds, forming an infinite helix; further O—H...O interactions result in a two-dimensional hydrogen-bond network. In (II), the molecules form centrosymmetric dimers via pairwise N—H...O interactions, and these dimers are connected by O—H...O hydrogen bonds, giving infinite parallel chains.

Supporting information


Crystallographic Information File (CIF)
Contains datablocks I, II, global


Structure factor file (CIF format)
Contains datablock I


Structure factor file (CIF format)
Contains datablock bm1184b

CCDC references: 130154; 130155


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