2-(Carb­oxy­meth­yl)imidazo[1,2-a]pyridin-1-ium chloride

Yin, W.-Y.

doi:10.1107/S1600536812051549

Volume 69
Part 2
Page o211
February 2013

Received 26 November 2012
Accepted 21 December 2012
Online 9 January 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.004 Å
R = 0.047
wR = 0.083
Data-to-parameter ratio = 12.6
Details

2-(Carboxymethyl)imidazo[1,2-a]pyridin-1-ium chloride

Wen-Yu Yin ^a ^*

^aDepartment of Chemistry & Materials Engineering, Jiangsu Laboratory of Advanced Functional Materials, Changshu Institute of Technology, Changshu 215500, Jiangsu, People's Republic of China
Correspondence e-mail: ywy21wz@sina.com

In the crystal structure of the title salt, C₉H₉N₂O₂⁺·Cl^-, the cations and anions are linked into chains parallel to [021] by O-HCl and N-HCl hydrogen bonds.

Related literature

For the diversity of structures and the applications of compounds with an imidazole moiety, see: Catalano & Etogo (2007); Feng et al. (2012); Keppler et al. (1987); Poul et al. (2007); Saha et al. (2012); Samantaray et al. (2007); Takagaki et al. (2012).

Experimental

Crystal data

C₉H₉N₂O₂⁺·Cl^-
M_r = 212.63
Monoclinic, P 2₁ /c
a = 5.4032 (8) Å
b = 14.722 (2) Å
c = 12.1055 (18) Å
= 96.182 (4)°
V = 957.3 (2) Å³
Z = 4
Mo K radiation
= 0.37 mm^-1
T = 293 K
0.25 × 0.15 × 0.12 mm

Data collection

Rigaku Mercury diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.913, T_max = 0.957
7948 measured reflections
1689 independent reflections
1417 reflections with I > 2(I)
R_int = 0.044

Refinement

R[F² > 2(F²)] = 0.047
wR(F²) = 0.083
S = 1.02
1689 reflections
134 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.19 e Å^-3
_min = -0.20 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1Cl1ⁱ	0.82	2.19	2.984 (2)	163
N2-H2ACl1ⁱⁱ	0.89 (3)	2.18 (3)	3.074 (2)	175 (3)
Symmetry codes: (i) -x+2, -y+1, -z+1; (ii) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

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 and PLATON (Spek, 2009).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HP2052 ).

Acknowledgements

This work was supported by the Natural Science Fund of Jiangsu Province, China (No. 08KJB150001).

References

Catalano, V. J. & Etogo, A. O. (2007). Inorg. Chem. 46, 5608-5615.
Feng, X., Wang, Y. F., Shi, Z. Q., Shang, J. J. & Wang, L. Y. (2012). Inorg. Chem. Commun. 22, 131-136.
Keppler, B. K., Wehe, D., Endres, H. & Rupp, W. (1987). Inorg. Chem. 26, 844-846.
Poul, N. L., Campion, M., Douziech, B., Rondelez, Y., Clainche, L. L., Reinaud, O. & Mest, Y. L. (2007). J. Am. Chem. Soc. 129, 8801-8810.
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Saha, D., Das, S., Mardanya, S. & Baitalik, S. (2012). Dalton Trans. 41, 8886-8898.
Samantaray, M. K., Katiyar, V., Pang, K., Nanavati, H. & Ghosh, P. (2007). J. Organomet. Chem. 692, 1672-1682.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Takagaki, T., Bando, T. & Sugiyama, H. (2012). J. Am. Chem. Soc. 134, 13074-13081.

organic compounds