N-(6-Amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)-(S)-glutamic acid: a three-dimensional framework structure built from O--H...O, N--H...O and O--H...N hydrogen bonds

Acta Crystallogr C. 2003 Apr;59(Pt 4):O210-2. doi: 10.1107/s0108270103005754. Epub 2003 Mar 31.

Abstract

The title compound, C(10)H(13)N(5)O(6), exhibits a highly polarized molecular-electronic structure and the conformation is influenced by two intramolecular N-H.O hydrogen bonds. The molecules are linked into a single framework by hydrogen bonds of types O-H.O [O-H = 1.22, H.O = 1.38, O.O = 2.558 (6) A and O-H.O = 160 degrees ], N-H.O [H.O = 2.26, N.O = 2.866 (6) A and N-H.O = 126 degrees ] and O-H.N [O-H = 1.26, H.N = 1.56, O.N = 2.811 (6) A and O-H.N = 170 degrees ]. The substructure generated by the O-H.O and N-H.O hydrogen bonds takes the form of a double helix.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Glutamic Acid / analogs & derivatives*
  • Glutamic Acid / chemistry*
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Pyrimidines / chemistry*

Substances

  • N-(6-Amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)-glutamic acid
  • Pyrimidines
  • Glutamic Acid