Diisopropyl­ammonium 3,5,6-trichloro­pyridin-2-olate

Hu, Z.Y.; Zheng, H.; Xu, D.Q.

doi:10.1107/S1600536808002389

Volume 64
Part 2
Page o537
February 2008

Received 7 January 2008
Accepted 22 January 2008
Online 30 January 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.002 Å
R = 0.036
wR = 0.082
Data-to-parameter ratio = 21.7
Details

Diisopropylammonium 3,5,6-trichloropyridin-2-olate

Zhi Yan Hu,^a Hui Zheng ^b and Dan Qian Xu ^b ^*

^aSchool of Science, Zhejiang Forestry University, Linan, Hangzhou 311300, People's Republic of China, and ^bState Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China
Correspondence e-mail: zhenghui86@gmail.com

In the title salt, C₆H₁₆N⁺·C₅HCl₃NO^-, the cation links to the anion, which is almost planar, through an N-HO hydrogen bond. Intermolecular hydrogen bonds link two cations and two anions into a centrosymmetric cluster. The atoms involved in the hydrogen bonding form a planar octagonal arrangement in the crystal structure.

Related literature

For related literature, see: Fox et al. (2002); Baughman (1989); Fakhraian et al. (2004); Zheng, Liu, Li et al. (2006); Zheng, Liu, Xu et al. (2006a,b).

Experimental

Crystal data

C₆H₁₆N⁺·C₅HCl₃NO^-
M_r = 299.63
Monoclinic, P 2₁ /c
a = 8.087 (3) Å
b = 11.066 (3) Å
c = 16.389 (5) Å
= 94.540 (15)°
V = 1462.1 (8) Å³
Z = 4
Mo K radiation
= 0.61 mm^-1
T = 298 (1) K
0.39 × 0.18 × 0.16 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) T_min = 0.794, T_max = 0.907
14096 measured reflections
3357 independent reflections
2081 reflections with F² > 2(F²)
R_int = 0.027

Refinement

R[F² > 2(F²)] = 0.035
wR(F²) = 0.081
S = 1.04
3357 reflections
155 parameters
H-atom parameters constrained
_max = 0.29 e Å^-3
_min = -0.31 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H201O1	0.96	1.94	2.8803 (15)	166
N2-H201N1	0.96	2.53	3.2556 (16)	133
N2-H202O1ⁱ	0.96	1.85	2.7424 (16)	152
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WK2076 ).

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
Baughman, R. G. (1989). J. Agric. Food Chem. 37, 1505-1507.
Betteridge, P. W., Carruthers, J. R., Cooper, R. L., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
Fakhraian, H., Moghimi, A., Ghadiri, H., Dehnavi, M. A. & Sadeghi, M. (2004). Org. Process Res. Dev. 8, 680-684.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Fox, A. M., Haller, W. T., Getsinger, K. D. & Petty, D. G. (2002). Pest Manag. Sci. 58, 677-686.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2004). CrystalStructure. Version 3.7.0. Rigaku/MSC, The Woodlands, Texas, USA.
Zheng, H., Liu, Y. K., Li, Y. B., Xiao, L. & Xu, Z. Y. (2006). Chin. J. Pest. Sci. 9, 215-219.
Zheng, H., Liu, Y.-K., Xu, D.-Q. & Xu, Z.-Y. (2006a). Acta Cryst. E62, o1532-o1533.
Zheng, H., Liu, Y.-K., Xu, D.-Q. & Xu, Z.-Y. (2006b). Acta Cryst. E62, o3101-o3102.

organic compounds