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Volume 68 
Part 1 
Page o13  
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 [sigma](C-C) = 0.003 Å
R = 0.041
wR = 0.103
Data-to-parameter ratio = 12.0
Details
Open access

N-(2,3,4-Trifluorophenyl)morpholine-4-carboxamide

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 title molecule, C11H11F3N2O2, the central -N-C(=O)-N- unit is essentially planar [maximum deviation = 0.013 (2) Å] and forms a dihedral angle of 57.33 (9)° with the benzene ring. The morpholine ring is in a chair conformation. In the crystal, molecules are linked into chains along [001] by N-H...O hydrogen bonds.

Related literature

For background to urea derivatives as antibacterial and antifungal agents, see: Zheng et al. (2010[Zheng, Q. Z., Cheng, H. K., Zhang, X. M., Liu, K., Jiao, Q. C. & Zhu, H. L. (2010). Eur. J. Med. Chem. 45, 3207-3212.]).

[Scheme 1]

Experimental

Crystal data
  • C11H11F3N2O2

  • Mr = 260.22

  • Monoclinic, P 21 /c

  • a = 7.8515 (4) Å

  • b = 17.8264 (6) Å

  • c = 8.6872 (4) Å

  • [beta] = 109.790 (5)°

  • V = 1144.09 (8) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.14 mm-1

  • T = 293 K

  • 0.40 × 0.35 × 0.30 mm

Data collection
  • Agilent Xcalibur Eos diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]) Tmin = 0.994, Tmax = 1.000

  • 4250 measured reflections

  • 2009 independent reflections

  • 1587 reflections with I > 2[sigma](I)

  • Rint = 0.016

Refinement
  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.103

  • S = 1.07

  • 2009 reflections

  • 167 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.15 e Å-3

  • [Delta][rho]min = -0.23 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1...O2i 0.843 (18) 2.120 (19) 2.9306 (19) 161.2 (17)
Symmetry code: (i) [x, -y+{\script{3\over 2}}, z+{\script{1\over 2}}].

Data collection: CrysAlis PRO (Agilent, 2011)[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]; cell refinement: CrysAlis PRO[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]; data reduction: CrysAlis PRO[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: OLEX2.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5385 ).


Acknowledgements

The authors thank the NSFC(81102324) for financial support and Professor Zhihua Mao (Sichuan University) for the X-ray measurements

References

Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.  [ISI] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Zheng, Q. Z., Cheng, H. K., Zhang, X. M., Liu, K., Jiao, Q. C. & Zhu, H. L. (2010). Eur. J. Med. Chem. 45, 3207-3212.  [ISI] [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2012). E68, o13  [ doi:10.1107/S1600536811051300 ]

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