3-Diazo-N-[(2S)-1-hy-droxy-propan-2-yl]-2-oxopropanamide

Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1192. doi: 10.1107/S1600536811014413. Epub 2011 Apr 22.

Abstract

In the title compound, C(6)H(9)N(3)O(3), the 3-diazo-2-oxopropan-amide section of the mol-ecule is nearly planar, with a maximum deviation of 0.025 (1) Å from the mean plane of its constituent atoms. The diazo C=N=N angle is 178.0 (3)°. In the crystal, pairs of inter-molecular O-H⋯O and N-H⋯O hydrogen bonds link the mol-ecules into infinite double chains along the [100] direction. The double chains are additionally stabilized by weak C-H⋯O contacts with C⋯O distances of 3.039 (3) Å. Neighboring double chains in turn inter-act with each other through π-π stacking inter-actions [centroid-centroid distance of the 3-diazo-2-oxopropanamide units = 3.66 (6) Å] to form infinite stacks along the b axis. Mol-ecules from neighboring stacks inter-digitate with each other in the c-axis direction, thus leading to an inter-woven three-dimensional network held together by O-H⋯O, N-H⋯O and C-H⋯O inter-actions and π-π stacking.