5-Chloro­methyl-1,3-dimethyl-1H-pyrazole

Yang, G.; Xu, H.; Yang, H.; Yu, H.

doi:10.1107/S1600536810042844

Volume 66
Part 11
Page o3006
November 2010

Received 29 September 2010
Accepted 21 October 2010
Online 31 October 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.038
wR = 0.105
Data-to-parameter ratio = 15.3
Details

5-Chloromethyl-1,3-dimethyl-1H-pyrazole

Guiqiu Yang,^a ^* Hongcai Xu,^b Huibin Yang ^c and Haibo Yu ^c

^aShenyang University of Chemical Technology, Shenyang 110142, People's Republic of China,^bPharmaceutical Division, Shenyang University of Chemical Technology, Shenyang 110142, People's Republic of China, and ^cAgrochemicals Division, Shenyang Research Institute of Chemical Industry, Shenyang 110021, People's Republic of China
Correspondence e-mail: yangguiqiu@gmail.com

The pyazole ring in the title compound, C₆H₉ClN₂, is almost planar (r.m.s. deviation = 0.003 Å). In the crystal, molecules are linked by C-HN interactions, forming [100] chains.

Related literature

For a related structure, see: Baldy et al. (1985).

Experimental

Crystal data

C₆H₉ClN₂
M_r = 144.60
Triclinic, $[P \overline 1]$
a = 6.5210 (7) Å
b = 7.3111 (7) Å
c = 7.9854 (8) Å
= 88.383 (1)°
= 77.563 (2)°
= 85.725 (2)°
V = 370.71 (6) Å³
Z = 2
Mo K radiation
= 0.43 mm^-1
T = 296 K
0.28 × 0.22 × 0.20 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.890, T_max = 0.919
1906 measured reflections
1304 independent reflections
1135 reflections with I > 2(I)
R_int = 0.011

Refinement

R[F² > 2(F²)] = 0.038
wR(F²) = 0.105
S = 1.05
1304 reflections
85 parameters
H-atom parameters constrained
_max = 0.22 e Å^-3
_min = -0.31 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C1-H1BN2ⁱ	0.97	2.50	3.446 (3)	164
Symmetry code: (i) x+1, y, z.

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); 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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5664 ).

References

Baldy, A., Elguero, J., Fawe, R., Pierrot, M. & Vincent, E. J. (1985). J. Am. Chem. Soc. 107, 5290-5291.
Bruker (2001). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds