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. 2020 Feb 6;5(Pt 2):x200162.
doi: 10.1107/S2414314620001625. eCollection 2020 Feb.

Hydro-nium bis-(tri-fluoro-methane-sulfon-yl)amide-18-crown-6 (1/1)

Atsushi Kitada  1 , Yusuke Funasako  2 , Kazuhiko Matsumoto  3 , Rika Hagiwara  3 , Makoto Inokuchi  2 , Kazuhiro Fukami  1 , Kuniaki Murase  1
Affiliations

Hydro-nium bis-(tri-fluoro-methane-sulfon-yl)amide-18-crown-6 (1/1)

Atsushi Kitada et al. IUCrdata. .

Abstract

The structure of the title compound, H3O+·C2F6NO4S2 -·C12H24O6 or [H3O+·C12H24O6][N(SO2CF3)2 -], which is an ionic liquid with a melting point of 341-343 K, has been determined at 113 K. The asymmetric unit consists of two crystallographically independent 18-crown-6 mol-ecules, two hydro-nium ions and two bis-(tri-fluoro-methane-sulfon-yl)amide anions; each 18-crown-6 mol-ecule complexes with a hydro-nium ion. In one 18-crown-6 mol-ecule, a part of the ring exhibits conformational disorder over two sets of sites with an occupancy ratio of 0.533 (13):0.467 (13). One hydro-nium ion is complexed with the ordered 18-crown-6 mol-ecule via O-H⋯O hydrogen bonds with H2OH⋯OC distances of 1.90 (6)-2.19 (7) Å, and the other hydro-nium ion with the disordered crown mol-ecule with distances of 1.85 (6)-2.36 (6) Å. The hydro-nium ions are also linked to the anions via O-H⋯F hydrogen bonds. The crystal studied was found to be a racemic twin with a component ratio of 0.55 (13):0.45 (13).

Keywords: complex cation; crown ether; crystal structure; hydro­nium; ionic liquid.

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Figures

Figure 1
Figure 1
The asymmetric unit of the title compound, showing the two crystallographically independent ion-pairs. Displacement ellipsoids are shown at the 50% probability level and hydrogen atoms of 18-crown-6 are omitted for clarity. Dashed lines represent hydrogen bonds.
Figure 2
Figure 2
Structure of the title compound viewed along (a) the a axis and (b) the c axis. Hydrogen atoms of 18-crown-6 are omitted for clarity.
See this image and copyright information in PMC

References

    1. Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
    1. Kitada, A., Takeoka, S., Kintsu, K., Fukami, K., Saimura, M., Nagata, T., Katahira, M. & Murase, K. (2018). J. Electrochem. Soc. 165, H121–H127.
    1. Rigaku (2006). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
    1. Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8.
    1. Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8.

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