6-{[(Benzyloxy)carbonyl]oxy}-2-methylhexahydropyrano[3,2-d][1,3]dioxin-7, 8-diyl bis(chloroacetate)

Abstract

The asymmetric unit of the title compound, C20H 22O10Cl2, consists of a 6-{[(benz-yloxy)carbon- yl]-oxy}group and two chloro-acetate groups bonded to a 2-methyl-hexa-hydro- pyrano[3,2-d][1,3]dioxin group at the carbon 1,2 and 3 positions, respectively, of a pyrano ring fused to a dioxin ring. The dihedral angle between the mean planes of the dioxin and benzyl rings is 42.2 (2)°. An extensive array of weak inter-molecular C - H⋯O hydrogen bonds links the mol-ecules into chains along [011]. Additional weak inter-molecular C - H⋯π inter-actions occur between C - H atoms of the dioxin and benzyl rings and a nearby benzene ring. A MOPAC geometry optimization calculation in vacuo revealed that the dihedral angle between the mean planes of the dioxin and benzyl rings increased by 24.42 to 66.64°, suggesting that the weak inter-molecular hydrogen-bonding inter-actions, in coord-ination with weak C - H⋯π inter-actions, influence the geometry of the resultant crystalline species and help to stabilize the crystal packing.