Buy article online - an online subscription or single-article purchase is required to access this article.
organic compounds
The title compound, C13H27N3O3, exists as the N′-hydroxy-N-oxidodiaziniumyl [R—N(O)=N—OH] form instead of the tautomeric N-hydroxy-N′-nitrosoamino [R—N(OH)—N=O] form. Variation of the bond distances and good planarity indicate that resonance takes place in the [N2O2]H moiety. The molecule assumes an overall elongated conformation. Two centrosymmetrically related molecules form a dimer via two three-centered N1—HO2/O3 hydrogen bonds. Crystal packing consists of alternating hydrophilic and hydrophobic layers.