2-Amino-5-cyano­pyridinium chloride

Wen, X.-C.

doi:10.1107/S1600536808020783

Volume 64
Part 8
Page o1461
August 2008

Received 30 June 2008
Accepted 4 July 2008
Online 12 July 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.003 Å
R = 0.045
wR = 0.103
Data-to-parameter ratio = 18.2
Details

2-Amino-5-cyanopyridinium chloride

Xiao-Chun Wen ^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 crystal structure of the title compound, C₆H₆N₃⁺·Cl^-, cohesion is maintained by cation-anion N-HCl and cation-cation N-HN hydrogen bonds, which link the ions into a three-dimensional network.

Related literature

For the use of tetrazole derivatives in coordination chemisty, see: Manzur et al. (2007); Ismayilov et al. (2007); Austria et al. (2007).

Experimental

Crystal data

C₆H₆N₃⁺·Cl^-
M_r = 155.59
Monoclinic, P 2₁ /c
a = 4.0937 (8) Å
b = 11.856 (2) Å
c = 14.842 (3) Å
= 94.95 (3)°
V = 717.7 (2) Å³
Z = 4
Mo K radiation
= 0.45 mm^-1
T = 298 (2) K
0.18 × 0.15 × 0.15 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.922, T_max = 0.935
7307 measured reflections
1652 independent reflections
1252 reflections with I > 2(I)
R_int = 0.044

Refinement

R[F² > 2(F²)] = 0.045
wR(F²) = 0.102
S = 1.06
1652 reflections
91 parameters
H-atom parameters constrained
_max = 0.21 e Å^-3
_min = -0.23 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2ACl1	0.86	2.29	3.0818 (18)	153
N3-H3ACl1	0.86	2.65	3.363 (2)	141
N3-H3AN1ⁱ	0.86	2.53	3.046 (3)	120
N3-H3BCl1ⁱⁱ	0.86	2.37	3.216 (2)	167
Symmetry codes: (i) $[x+1, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (ii) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

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/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXTL/PC.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2232 ).

Acknowledgements

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

References

Austria, C., Zhang, J. & Valle, H. (2007). Inorg. Chem. 46, 6283-6290.
Ismayilov, R. H., Wang, W. Z. & Lee, G. H. (2007). Dalton Trans. pp. 2898-2907.
Manzur, J., Vega, A. & Garcia, A. M. (2007). Eur. J. Inorg. Chem. 35, 5500-5510.
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds