N-(2,3,4-Trifluoro­phen­yl)pyrrolidine-1-carboxamide

Pei, S.; Li, J.; Qu, B.; Hai, L.; Wu, Y.

doi:10.1107/S1600536811051385

Volume 68
Part 1
Page o12
January 2012

Received 19 November 2011
Accepted 29 November 2011
Online 3 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.004 Å
R = 0.054
wR = 0.151
Data-to-parameter ratio = 13.9
Details

N-(2,3,4-Trifluorophenyl)pyrrolidine-1-carboxamide

Shuchen Pei,^a Jie Li,^a Boyi Qu,^a Li Hai ^a and Yong Wu ^a ^*

^aKey Laboratory of Drug Targeting of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu 610041, People's Republic of China
Correspondence e-mail: wyong@scu.edu.cn

In the title compound, C₁₁H₁₁F₃N₂O, a urea derivative, the best plane through the pyrrole ring makes a dihedral angle of 9.69 (13)° with the benzene ring. The amino H atom is shielded, so that it is not involved in any hydrogen-bonding interactions.

Related literature

For background to this class of compounds, see Zheng et al. (2010).

Experimental

Crystal data

C₁₁H₁₁F₃N₂O
M_r = 244.22
Monoclinic, P 2₁ /n
a = 6.0708 (4) Å
b = 24.2124 (15) Å
c = 7.4232 (6) Å
= 100.508 (7)°
V = 1072.83 (13) Å³
Z = 4
Mo K radiation
= 0.13 mm^-1
T = 293 K
0.35 × 0.35 × 0.25 mm

Data collection

Oxford Diffraction Xcalibur Eos diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]$ ) T_min = 0.964, T_max = 1.000
4465 measured reflections
2190 independent reflections
1374 reflections with I > 2(I)
R_int = 0.018

Refinement

R[F² > 2(F²)] = 0.054
wR(F²) = 0.151
S = 1.04
2190 reflections
158 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.24 e Å^-3
_min = -0.22 e Å^-3

Data collection: CrysAlis PRO (Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]$ ); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5716 ).

Acknowledgements

The authors thank the NSFC (81072532) for financial support and Professor Zhihua Mao (Sichuan University) for the X-ray measurements

References

Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.
Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zheng, Q.-Z., Cheng, K., Zhang, X.-M., Liu, K., Jiao, Q.-C. & Zhu, H.-L. (2010). Eur. J. Med. Chem. 45, 3207-3212.

organic compounds