A Stacking Interaction between Thymine and Phenyl Rings : Crystal Structure of 3'-O-Benzoylthymidine Monohydrate

Abstract

The crystal structure of 3'-O-benzoylthymidine has been determined by X-ray diffraction analysis. The crystals are monoclinic, space group P2₁ with the following cell dimensions : a=12.528 (6), b=6.544 (2), c=10.770 (5) Å, β=102.80 (5)°. The structure was solved by a combination of the Patterson and direct methods and refined to a crystallographic R factor of 0.053 by full-matrix least-squares refinement. The thymine and phenyl rings of neighboring molecules associate through stacking interactions. The glycosidic torsion angle (χCN=49.3 (4)°) is in the anti region and the deoxyribose ring conformation is C (2')-endo, while the conformation about the C (4')-C (5') bond is gauche-gauche.