N-6,3 '-cyclo-5 '-O-Cyanomethylthymidine

The title compound, C19H20N4O4, is a cyclonucleoside with a C-N linkage. The furanose ring adopts a twist C3'-endo/C2'-exo (close to T-3(2)) conformation with a pseudorotational phase angle (P) of 8.1 degrees and puckering amplitude (nu(m)) of 30.6 degrees. The orientation of the pyrimidine ring with respect to the sugar group is anti. One intramolecular C-H center dot center dot center dot O hydrogen bond is observed. The packing features an N-H center dot center dot center dot O hydrogen bond.