Effect of counter-ion on packing and crystal density of 5,5′-(3,3′-bi[1,2,4-oxadiazole]-5,5′-diyl)bis(1H-tetrazol-1-olate) with five different cations

Abstract

In energetic materials, the crystal density is an important parameter that affects the performance of the material. When making ionic energetic materials, the choice of counter-ion can have detrimental or beneficial effects on the packing, and therefore the density, of the resulting energetic crystal. Presented herein are a series of five ionic energetic crystals, all containing the dianion 5,5′-(3,3′-bi[1,2,4-oxadiazole]-5,5′-diyl)bis(1H-tetrazol-1-olate), with the following cations: hydrazinium (1) (2N2H5 +·C6N12O4 2−), hydroxylammonium (2) 2NH4O+·C6N12O4 2− [Pagoria et al.. (2017). Chem. Heterocycl. Compd, 53, 760–778; included for comparison], dimethylammonium (3) (2C2H8N+·C6N12O4 2−), 5-amino-1H-tetrazol-4-ium (4) (2CH4N5 +·C6N12O4 2−·4H2O), and aminoguanidinium (5) (2CH7N4 +·C6N12O4 2−). Both the supramolecular interactions and the sterics of the cation play a role in the density of the resulting crystals, which range from 1.544 to 1.873 Mg m−1. In 5, the tetrazolate ring is disordered over two positions [occupancy ratio 0.907 (5):0.093 (5)] due to a 180° rotation in the terminal tetrazole rings.

Document Details

Document Type
Pub Defense Publication
Publication Date
Mar 09, 2018
Source ID
10.1107/s205698901800364x

Entities

People

  • Alan J. Dehope
  • Damon A. Parrish
  • Ian D Giles
  • Nathaniel B Zuckerman
  • Philip F. Pagoria

Organizations

  • Office of Naval Research
  • United States Department of Energy

Tags

Fields of Study

  • Chemistry

Readers

  • Materials Science and Engineering.
  • Organic Chemistry
  • Rocket Propulsion.