Crystal structure of N-(benzyloxycarbonyl)aminoethyl-2,3,4,6- tetra- O-benzoyl-α- d-mannopyranoside: stabilization of the crystal lattice by a tandem network of N–H⋯O, C–H⋯O, and C–H⋯π interactions

The single crystal X-ray structure of N-(benzyloxycarbonyl)aminoethyl-2,3,4,6- tetra- O-benzoyl-α- d-mannopyranoside is determined. An analysis of the packing motif reveals that a tandem network of N–H⋯O, C–H⋯O, and C–H⋯π interactions emerges to stabilize the molecular packing in the solid state. Si...

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Bibliographic Details
Published in:Carbohydrate research 2004-04, Vol.339 (6), p.1087-1092
Main Authors: Srinivas, O., Muktha, B., Radhika, S., Guru Row, T.N., Jayaraman, N.
Format: Article
Language:English
Subjects:
Carbohydrate
Carbohydrate Conformation
Carbohydrate Sequence
Carbohydrates - chemistry
Crystal structure
Crystallization
Crystallography, X-Ray - methods
Hydrogen Bonding
Mannopyranoside
Mannose - chemistry
Models, Molecular
Molecular Sequence Data
Weak interactions
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Summary:The single crystal X-ray structure of N-(benzyloxycarbonyl)aminoethyl-2,3,4,6- tetra- O-benzoyl-α- d-mannopyranoside is determined. An analysis of the packing motif reveals that a tandem network of N–H⋯O, C–H⋯O, and C–H⋯π interactions emerges to stabilize the molecular packing in the solid state. Single crystal X-ray analysis of an aminoethyl mannopyranoside, namely, N-(benzyloxycarbonyl)aminoethyl-2,3,4,6- tetra- O-benzoyl-α- d-mannopyranoside ( 1), shows that the compound crystallizes in the monoclinic space group P2 1, with two molecules in the unit cell. The mannopyranoside unit adopts a distorted 4C 1 conformation. An analysis of the intermolecular interactions reveals a tandem network of N–H⋯O, C–H⋯O, and C–H⋯π interactions responsible for stabilizing the crystal lattice.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2004.02.009