Received 16 November 2012
In the title compound, C30H33BrO6, the pyranose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1 (2) and 64.6 (2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9 (2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intramolecular C-HO hydrogen bond.
For background to derivatization of cyclopropyl carbohydrates, see: Halton & Harvey (2006); Beyer & Madsen (1998). For details of the synthesis of the title compound, see: Gammon et al. (2007). For ring puckering analysis, see: Cremer & Pople (1975).
Data collection: APEX2 (Bruker, 2011); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al. 2009); software used to prepare material for publication: OLEX2.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5273 ).
Support by the research funds of the University of Johannesburg is gratefully acknowledged.
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