Crystal structures of the three closely related compounds: 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

Lauren A. Mitchell, Gregory H. Imler, Damon A. Parrish, Jeffrey R. Deschamps, Philip W. Leonard, David E. Chavez

Research output: Contribution to journalArticle

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Abstract

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.

Original languageEnglish (US)
Pages (from-to)1056-1061
Number of pages6
JournalActa Crystallographica Section E: Crystallographic Communications
Volume73
DOIs
StatePublished - 2017

Keywords

  • crystal structure
  • energetic
  • nitramide
  • tetrazole
  • triaminoguandidinium

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