3-(2H-Tetra­zol-5-yl)pyridinium trifluoro­acetate

Zhang, L.

doi:10.1107/S1600536809033054

Volume 65
Part 10
Page o2399
October 2009

Received 23 June 2009
Accepted 19 August 2009
Online 9 September 2009

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.005 Å
R = 0.075
wR = 0.241
Data-to-parameter ratio = 14.9
Details

3-(2H-Tetrazol-5-yl)pyridinium trifluoroacetate

Li Zhang ^a ^*

^aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
Correspondence e-mail: fudavid88@yahoo.com.cn

In the cation of the title compound, C₆H₆N₅⁺·CF₃COO^-, the pyridine and tetrazole rings are nearly coplanar, making a dihedral angle of 2.49 (19)°. In the crystal, the cations and anions are connected by intermolecular N-HO and N-H(F,O) hydrogen bonds, forming centrosymmetric [2 + 2] aggregates, which stack along the a axis.

Related literature

For the applications of metal-organic coordination compounds, see: Fu et al. (2007); Huang et al. (1999); Fu & Xiong (2008); Liu et al. (1999); Xie et al. (2003); Zhang et al. (2000, 2001). For tetrazole derivatives, see: Fu et al. (2008); Wang, et al. (2005).

Experimental

Crystal data

C₆H₆N₅⁺·C₂F₃O₂^-
M_r = 261.18
Triclinic, $[P \overline 1]$
a = 4.8564 (10) Å
b = 9.5989 (19) Å
c = 11.917 (2) Å
= 90.02 (3)°
= 101.34 (3)°
= 98.55 (3)°
V = 538.35 (19) Å³
Z = 2
Mo K radiation
= 0.15 mm^-1
T = 298 K
0.30 × 0.25 × 0.20 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.96, T_max = 1.00 (expected range = 0.931-0.970)
5516 measured reflections
2434 independent reflections
1074 reflections with I > 2(I)
R_int = 0.061

Refinement

R[F² > 2(F²)] = 0.075
wR(F²) = 0.241
S = 0.93
2434 reflections
163 parameters
H-atom parameters constrained
_max = 0.27 e Å^-3
_min = -0.26 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1AO2ⁱ	0.86	1.79	2.651 (4)	176
N4-H4AO1ⁱⁱ	0.86	1.87	2.716 (4)	167
N4-H4AF3ⁱⁱ	0.86	2.53	3.053 (4)	120
Symmetry codes: (i) -x, -y, -z+1; (ii) x-1, y, z.

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2125 ).

Acknowledgements

This work was supported by a start-up grant from Southeast University to Professor Ren-Gen Xiong.

References

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Fu, D.-W. & Xiong, R.-G. (2008). Dalton Trans. pp. 3946-3948.
Fu, D.-W., Zhang, W. & Xiong, R.-G. (2008). Cryst. Growth Des. 8, 3461-3464.
Huang, S.-P.-D., Xiong, R.-G., Han, J.-D. & Weiner, B. R. (1999). Inorg. Chim. Acta, 294, 95-98.
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Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
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Zhang, J., Xiong, R.-G., Zuo, J.-L. & You, X.-Z. (2000). Chem. Commun. 16, 1495-1496.

organic compounds