4'-Methylaminoavarone from Dysidea avara

The title compound, 2-methylamino-5-[(1,2,3,4,4a,7,8,8a-octahydro- 1,2,4a,5-tetramethyl-1-naphthyl) methyl]-2,5-cyclohexadiene-1,4-dione, C₂₂H₃₁NO₂, is a natural substance with a sesquiterpenoid-substituted quinone skeleton. As found in all structures of the avarol-avarone family the quinone ring is almost perpendicular to the bicyclic sesquiterpene system. Some molecular parameters are outside the standard values because of bulky substituents crowding the bicycle system. The crystal packing is characterized by rows of translated molecules interconnected through hydrogen bonds between the amino groups and O1 carbonyl atoms giving rise to alternate polar layers and van der Waals regions.

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