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6-{[(Benzyloxy)carbonyl]oxy}-2-methylhexahydropyrano[3,2-d][1,3]dioxin-7,8-diyl bis(chloroacetate)
The asymmetric unit of the title compound, C(20)H(22)O(10)Cl(2), consists of a 6-{[(benzyloxy)carbonyl]oxy}group and two chloroacetate groups bonded to a 2-methylhexahydropyrano[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. T...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983506/ https://www.ncbi.nlm.nih.gov/pubmed/21580340 http://dx.doi.org/10.1107/S1600536810004356 |
Sumario: | The asymmetric unit of the title compound, C(20)H(22)O(10)Cl(2), consists of a 6-{[(benzyloxy)carbonyl]oxy}group and two chloroacetate groups bonded to a 2-methylhexahydropyrano[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 intermolecular C—H⋯O hydrogen bonds links the molecules into chains along [011]. Additional weak intermolecular C—H⋯π interactions 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 intermolecular hydrogen-bonding interactions, in coordination with weak C—H⋯π interactions, influence the geometry of the resultant crystalline species and help to stabilize the crystal packing. |
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