TY - JOUR
T1 - Crystal structures of the three closely related compounds
T2 - Bis[(1H-Tetrazol-5-yl)methyl]-nitramide, triaminoguanidinium 5-({[(1H-Tetrazol-5-yl)methyl](nitro)amino}methyl)tetrazol-1-ide, and diammonium bis[(tetrazol-1-id-5-yl)methyl]-nitramide monohydrate
AU - Mitchell, Lauren A.
AU - Imler, Gregory H.
AU - Parrish, Damon A.
AU - Deschamps, Jeffrey R.
AU - Leonard, Philip W.
AU - Chavez, David E.
N1 - Funding Information:
Office of Naval Research (ONR) (Award No. N,0014-15-WX-0-0149)
Publisher Copyright:
© Mitchell et al. 2017.
PY - 2017
Y1 - 2017
N2 - In the molecule of neutral bis[(1H-Tetrazol-5-yl)methyl]nitramide, (I), C4H6N10O2, there are two intramolecular N-H·O hydrogen bonds. In the crystal, N-H·N hydrogen bonds link molecules, forming a two-dimensional network parallel to (201) and weak C-H·O, C-H·N hydrogen bonds, and intermolecular φ φstacking completes the three-dimensional network. The anion in the molecular salt, triaminoguanidinium 5-({[(1H-Tetrazol-5-yl)methyl]( nitro)amino}methyl)tetrazol-1-ide, (II), CH9N6 +-C4H5N10O2-, displays intramolecular φ-φ 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 diammonium bis[(tetrazol-1-id-5-yl)methyl]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 threedimensional network. In addition, there is intermolecular φ-φ stacking. In all three structures, the central N atom of the nitramide is mainly sp2-hybridized. Bond lengths indicate delocalization of charges on the tetrazole rings for all three compounds. Compound (II) was found to be a non-merohedral twin and was solved and refined in the major component.
AB - In the molecule of neutral bis[(1H-Tetrazol-5-yl)methyl]nitramide, (I), C4H6N10O2, there are two intramolecular N-H·O hydrogen bonds. In the crystal, N-H·N hydrogen bonds link molecules, forming a two-dimensional network parallel to (201) and weak C-H·O, C-H·N hydrogen bonds, and intermolecular φ φstacking completes the three-dimensional network. The anion in the molecular salt, triaminoguanidinium 5-({[(1H-Tetrazol-5-yl)methyl]( nitro)amino}methyl)tetrazol-1-ide, (II), CH9N6 +-C4H5N10O2-, displays intramolecular φ-φ 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 diammonium bis[(tetrazol-1-id-5-yl)methyl]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 threedimensional network. In addition, there is intermolecular φ-φ stacking. In all three structures, the central N atom of the nitramide is mainly sp2-hybridized. Bond lengths indicate delocalization of charges on the tetrazole rings for all three compounds. Compound (II) was found to be a non-merohedral twin and was solved and refined in the major component.
KW - crystal structure
KW - energetic
KW - nitramide
KW - tetrazole
KW - triaminoguandidinium
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U2 - 10.1107/S2056989017008817
DO - 10.1107/S2056989017008817
M3 - Article
C2 - 28775882
AN - SCOPUS:85023207024
SN - 2056-9890
VL - 73
SP - 1056
EP - 1061
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
ER -