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

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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Abstract

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
Publication:	Carbohydrate Research
Publisher:	Elsevier Ltd.
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 (Doesn't exist now) > BioInformatics Centre Division of Chemical Sciences > Organic Chemistry
Date Deposited:	04 Feb 2008
Last Modified:	19 Sep 2010 04:41
URI:	http://eprints.iisc.ac.in/id/eprint/12631

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