3-Diazo-N-[(2S)-1-hy­droxy­propan-2-yl]-2-oxopropanamide

In the title compound, C(6)H(9)N(3)O(3), the 3-diazo-2-oxopropan­amide section of the mol­ecule 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 inter­molecular O—H⋯O and N—H⋯O hydrogen bonds link the mol­ecules 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 inter­act with each other through π–π stacking inter­actions [centroid–centroid distance of the 3-diazo-2-oxopropanamide units = 3.66 (6) Å] to form infinite stacks along the b axis. Mol­ecules from neighboring stacks inter­digitate with each other in the c-axis direction, thus leading to an inter­woven three-dimensional network held together by O—H⋯O, N—H⋯O and C—H⋯O inter­actions and π–π stacking.