Crystal structures of the three closely related compounds: bis-[(1H-tetra-zol-5-yl)meth-yl]nitramide, tri-amino-guanidinium 5-({[(1H-tetra-zol-5-yl)meth-yl](nitro)-amino}-meth-yl)tetra-zol-1-ide, and di-ammonium bis-[(tetra-zol-1-id-5-yl)meth-yl]nitramide monohydrate.

ABSTRACT: In the mol-ecule of neutral bis-[(1H-tetra-zol-5-yl)meth-yl]nitramide, (I), C₄H₆N₁₀O₂, there are two intra-molecular N-H?O hydrogen bonds. In the crystal, N-H?N hydrogen bonds link mol-ecules, forming a two-dimensional network parallel to (-201) and weak C-H?O, C-H?N hydrogen bonds, and inter-molecular ?-? stacking completes the three-dimensional network. The anion in the molecular salt, tri-amino-guanidinium 5-({[(1H-tetra-zol-5-yl)meth-yl](nitro)-amino}-meth-yl)tetra-zol-1-ide, (II), CH₉N₆⁺·C₄H₅N₁₀O₂^-, displays intra-molecular ?-? stacking and in the crystal, N-H?N and N-H?O hydrogen bonds link the components of the structure, forming a three-dimensional network. In the crystal of di-ammonium bis-[(tetra-zol-1-id-5-yl)meth-yl]nitramide monohydrate, (III), 2NH₄⁺·C₄H₄N₁₀O₂^2-·H₂O, O-H?N, N-H?N, and N-H?O hydrogen bonds link the components of the structure into a three-dimensional network. In addition, there is inter-molecular ?-? stacking. In all three structures, the central N atom of the nitramide is mainly sp²-hybridized. Bond lengths indicate delocalization of charges on the tetra-zole rings for all three compounds. Compound (II) was found to be a non-merohedral twin and was solved and refined in the major component.

SUBMITTER: Mitchell LA 

PROVIDER: S-EPMC5499290 | biostudies-literature | 2017 Jul

REPOSITORIES: biostudies-literature