(3R,3aR,6R,6aR)-Hexahydrofuro[3,2-b]furan-3,6-diyl dibenzoate

The title compound, C20H18O6, prepared from d-mannitol by a two-step procedure, is a functionalized fused bis-tetrahydrofuran. In the central fragment, consisting of two fused tetrahydrofuran rings, one O atom and its two adjacent C atoms, a methylene and a bridgehead C atom, are disordered over two...

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Bibliographic Details
Main Authors: Vincenzo Piccialli, Sabrina Zaccaria, Nicola Borbone, Roberto Centore, Angela Tuzi
Format: Article
Language:English
Published: International Union of Crystallography 2013-09-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536813021612
Description
Summary:The title compound, C20H18O6, prepared from d-mannitol by a two-step procedure, is a functionalized fused bis-tetrahydrofuran. In the central fragment, consisting of two fused tetrahydrofuran rings, one O atom and its two adjacent C atoms, a methylene and a bridgehead C atom, are disordered over two sets of sites with an occupancy ratio of 0.735 (9):0.265 (9). In the major component, the ring containing the disordered O atom is a half-chair conformation with twisted methylene and benzoate-substituted C atoms, whereas the other ring has a half-chair or T-form conformation. In the minor component, the ring with the disordered O atom has an envelope conformation, with the O atom as the flap, and the other ring has a half-chair conformation, with the O atom and the other bridgehead CH atom being twisted. The two aromatic rings are inclined to one another by 20.00 (12)°. In the crystal, adjacent molecules are linked via C—H...π interactions, forming chains propagating along [010].
ISSN:1600-5368