Muktha, B and Srinivas, O and Amresh, MR and Row, TNG and Jayaraman, N and Sekar, K (2003) The crystal structure of 1,2,3,4,6-penta-O-benzoyl-\alpha-D-mannopyranose: observation of C-H...\pi interaction as a surrogate to O-H...O interaction of a free sugar. In: Carbohydrate Research, 338 (19). pp. 2005-2011.
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The crystal structure of the title compound was determined by X-ray crystallography. The compound crystallized in the orthorhombic space group $P2_12_12_1$ with four molecules in the unit cell with a=9.170(2), b=9.873 (2), c=38.831(8) \AA. The structure was refined to a R index of 0.041 for 7907 independent reflections. The mannopyranose unit adopts a distorted $4^C_1$ conformation. The structure depicts unique network of C---H π interactions, very closely resembling the pattern of O---H O interactions in free sugars. This intriguing and rare observation points to a notion that the supramolecular organization pertaining to a sugar is in-built in the pyranose ring itself.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Elsevier Ltd.|
|Keywords:||Conformation;Crystal structures; centeredπ interaction; Hydrogen bonding;alpha Image Mannose;Pyranose|
|Department/Centre:||Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Division of Information Sciences > BioInformatics Centre
Division of Chemical Sciences > Organic Chemistry
|Date Deposited:||04 Feb 2008|
|Last Modified:||19 Sep 2010 04:41|
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