Crystallographic and theoretical study of phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside
2004
Abstract The thiomannoside is a key intermediate in the synthesis of polymannosaccharide. But its crystallographic study has not been reported. X-ray crystal structure analysis shows that the crystal of phenyl 2,3,4,6-tetra- O -acetyl-1-thio-α- d -mannopyranoside is in orthorhombic system, has P 2 1 2 1 2 1 space group. Its unit cell dimensions are a =9.1731(11), b =11.574(2), and c =21.199(3) A, α = β = γ =90.00°, Z =4, V =2250.6(6) A 3 , D c =1.300 g/cm 3 . The crystallographic study reveals that the thiomannoside is an α-anomer. Most interestingly, the structure provides an evidence of existing C–H⋯O and C–H⋯S intramolecular and intermolecular hydrogen bonds.
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