4,10-Diallyloxy-1,2,3,6b,7,8,9,12b-octahydroperylene

In the title compound, C26H28O2, the central atoms are coplanar, with the –CH2—CH2– links of the cyclohexene groups lying to either side of the plane and with the diallyloxy residues twisted out of this plane [C—C—O—C torsion angles = 16.6 (3) and −13.9 (3)°]. In the crystal structure, molecules are connected into chains propagating in [100] via C—H⋯π interactions.

In the title compound, C 26 H 28 O 2 , the central atoms are coplanar, with the -CH 2 -CH 2 -links of the cyclohexene groups lying to either side of the plane and with the diallyloxy residues twisted out of this plane [C-C-O-C torsion angles = 16.6 (3) and À13.9 (3) ]. In the crystal structure, molecules are connected into chains propagating in [100] via C-HÁ Á Á interactions.

Experimental
The product (3), Fig. 1, precipitated and was purified by trituration with acetone to produce a white solid. Product 3 was crystallized using a slow evaporation method from chloroform to obtain single crystals for spectroscopic and X-ray crystallographic analysis.

Experimental
Referring to Fig. 1, diol 1 was converted to allyl aryl ether 2 via conventional phenolic alkylation (allyl bromide/K 2 CO 3 / acetone). Octahydroperylene 3 was prepared upon treatment of allyl aryl ether 2 (173 mg, 0.85 mmol) in acetonitrile (5 ml) with BF 3 .Et 2 O (0.5 ml) by dropwise addition over one minute and the mixture was stirred for 43 h at room temperature. An off-white solid was collected by filtration, triturated with acetone, and dried under vacuum.
The structure was refined as a racemic twin precluding the determination of absolute structure.

Special details
Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.