Crystal structure of ammonium 3'-azido-3'-de-oxy-thymidine-5'-amino-carbonyl-phospho-nate hemi-hydrate: an anti-HIV agent.

ABSTRACT: The asymmetric unit of the title compound, NH4 (+)·C11H14N6O7P(-)·0.5H2O, contains one 3'-azido-3'-de-oxy-thymidine-5'amino-carbonyl-phospho-nate (ACP-AZT) anion, half of an NH4 (+) cation lying on a twofold rotation axis and in another position, occupied with equal probabilities of 0.5, an NH4 (+) cation and a water mol-ecule. The amide group of the ACP-AZT anion is disordered (occupancy ratio 0.5:0.5), with one part forming an N-H?O (involving C=O?H4N(+)) hydrogen bond and the other an O-H?N (involving C-NH2?OH2) hydrogen bond with the components of the split NH4 (+)/H2O position. The pseudorotation parameters of ACP-AZT set it apart from previously studied AZT and thymidine. In the crystal, the various components are linked by N-H?O, O-H?O, N-H?N, C-H?O and C-H?N hydrogen bonds, forming a three-dimensional framework.

SUBMITTER: Jasko MV 

PROVIDER: S-EPMC4257306 | biostudies-literature | 2014 Nov

REPOSITORIES: biostudies-literature