Tripropyl­ammonium trithio­cyanurate

Yang, Y.

doi:10.1107/S1600536810038924

Volume 66
Part 11
Page o2793
November 2010

Received 20 September 2010
Accepted 29 September 2010
Online 13 October 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.004 Å
R = 0.035
wR = 0.097
Data-to-parameter ratio = 20.3
Details

Tripropylammonium trithiocyanurate

Yunxia Yang ^a ^*

^aKey Laboratory of Eco-environment-related Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, Gansu, People's Republic of China
Correspondence e-mail: yangyx80@nwnu.edu.cn

In the title compound (systematic name: tripropylazanium 2,4,6-trisulfanylidenecyclohexan-1-ide), (C₃H₇)₃HN⁺·C₃H₂N₃S₃^-, one H atom of trithiocyanuric acid is accepted by tripropylamine to form the ammonium ion. Coplanar trithiocyanurate and tripropylammonium ions [dihedral angle = 82.33 (8)°] form the salt, which is stabilised by various N-HS and N-HN contacts.

Related literature

For the crystal structures of tetraphenylphosphonium salts of trithiocyanuric acid, see: Dean et al. (2004).

Experimental

Crystal data

C₉H₂₂N⁺·C₃H₂N₃S₃^-
M_r = 320.53
Orthorhombic, P 2₁ 2₁ 2₁
a = 8.3677 (5) Å
b = 12.8827 (8) Å
c = 16.5339 (10) Å
V = 1782.33 (19) Å³
Z = 4
Mo K radiation
= 0.41 mm^-1
T = 296 K
0.61 × 0.27 × 0.21 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.788, T_max = 0.919
5690 measured reflections
3675 independent reflections
3232 reflections with I > 2(I)
R_int = 0.013

Refinement

R[F² > 2(F²)] = 0.035
wR(F²) = 0.097
S = 1.03
3675 reflections
181 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.24 e Å^-3
_min = -0.20 e Å^-3
Absolute structure: Flack & Bernardinelli (2000), 1316 Friedel pairs
Flack parameter: -0.04 (8)

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N4-H4N3	0.93 (1)	1.95 (1)	2.867 (2)	172 (3)
N1-H1S2ⁱ	0.92 (1)	2.51 (1)	3.4037 (17)	167 (2)
N2-H2S1ⁱⁱ	0.91 (1)	2.39 (1)	3.2911 (17)	170 (2)
Symmetry codes: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RN2070 ).

Acknowledgements

The author thanks the Key Laboratory of Eco-environment-related Polymer Materials of Northwest Normal University for supporting this work.

References

Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconson, USA.
Dean, P. A. W., Jennings, M., Houle, T. M., Craig, D. C., Dance, I. G., Hook, J. M. & Scudder, M. L. (2004). CrystEngComm, 6, 543-548.
Flack, H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

organic compounds