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Norbornane-exo-cis-2,3-diyl 1′,2′-phenyl­ene orthocarbonate

The title compound (systematic name: 4,7-methano-2,2′-spirobi­[1,3-benzodioxole]), C(14)H(14)O(4), is an asymmetric spiro ester of orthocarbonic acid and two diols, viz. the aromatic benzene-1,2-diol and the aliphatic vicinal norbornane-exo-cis-2,3-diol. The orthocarbonate mol­ecule is close to havi...

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Detalles Bibliográficos
Autores principales: Betz, Richard, Klüfers, Peter
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960339/
https://www.ncbi.nlm.nih.gov/pubmed/21201427
http://dx.doi.org/10.1107/S1600536807063660
Descripción
Sumario:The title compound (systematic name: 4,7-methano-2,2′-spirobi­[1,3-benzodioxole]), C(14)H(14)O(4), is an asymmetric spiro ester of orthocarbonic acid and two diols, viz. the aromatic benzene-1,2-diol and the aliphatic vicinal norbornane-exo-cis-2,3-diol. The orthocarbonate mol­ecule is close to having non-crystallographic C (s) symmetry. The five-membered ring stemming from the aliphatic diol has an envelope conformation. C—O bonds including the spiro-C atom span an approximately 0.07 Å range, but are within 0.02 Å of the respective distances in a density functional theory calculation, i.e. the distance difference is not caused by packing forces. Accordingly, the crystal packing is characterized by weak C—H⋯O and C—H⋯π inter­actions.