Ethyl 1-benzyl-3-(4-fluoro­phen­yl)-1H-pyrazole-5-carboxyl­ate

Han, Z.; Zheng, H.-L.; Tian, X.-L.

doi:10.1107/S1600536811002340

Volume 67
Part 2
Page o511
February 2011

Received 10 January 2011
Accepted 16 January 2011
Online 29 January 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.005 Å
R = 0.084
wR = 0.245
Data-to-parameter ratio = 13.1
Details

Ethyl 1-benzyl-3-(4-fluorophenyl)-1H-pyrazole-5-carboxylate

Zhe Han,^a Hong-Liang Zheng ^a and Xue-Lei Tian ^a ^*

^aKey Laboratory for Liquid-Solid Structural Evolution and Processing of Materials (Ministry of Education), Shandong University, Jinan 250061, People's Republic of China
Correspondence e-mail: tianxuelei@sdu.edu.cn

In the title compound, C₁₉H₁₇FN₂O₂, the pyrazole ring makes dihedral angles of 4.57 (16) and 81.19 (18)° with the fluorophenyl and benzene rings, respectively.

Related literature

For the applications of nitrogen-containing heterocyclic compounds in agrochemical and pharmaceutical fields, see: Ge et al. (2009a,b). For related structures, see: Ge et al. (2007a,b).

Experimental

Crystal data

C₁₉H₁₇FN₂O₂
M_r = 324.35
Triclinic, $[P \overline 1]$
a = 8.119 (8) Å
b = 10.173 (6) Å
c = 10.814 (6) Å
= 108.672 (15)°
= 102.567 (16)°
= 91.460 (16)°
V = 821.5 (10) Å³
Z = 2
Mo K radiation
= 0.09 mm^-1
T = 298 K
0.21 × 0.16 × 0.12 mm

Data collection

Bruker SMART CD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997) T_min = 0.981, T_max = 0.989
4034 measured reflections
2844 independent reflections
2014 reflections with I > 2(I)
R_int = 0.030

Refinement

R[F² > 2(F²)] = 0.084
wR(F²) = 0.245
S = 1.07
2844 reflections
217 parameters
H-atom parameters constrained
_max = 0.51 e Å^-3
_min = -0.30 e Å^-3

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); 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: JH2256 ).

References

Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Ge, Y.-Q., Dong, W.-L., Xia, Y., Wei, F. & Zhao, B.-X. (2007a). Acta Cryst. E63, o1313-o1314.
Ge, Y. Q., Jia, J., Li, Y., Yin, L. & Wang, J. W. (2009a). Heterocycles, 42, 197-206.
Ge, Y. Q., Jia, J., Yang, H., Zhao, G. L., Zhan, F. X. & Wang, J. W. (2009b). Heterocycles, 72, 725-736.
Ge, Y.-Q., Xia, Y., Wei, F., Dong, W.-L. & Zhao, B.-X. (2007b). Acta Cryst. E63, o1186-o1187.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds