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Volume 68 
Part 12 
Page o3449  
December 2012  

Received 2 November 2012
Accepted 16 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 103 K
Mean [sigma](C-C) = 0.005 Å
R = 0.054
wR = 0.158
Data-to-parameter ratio = 14.0
Details
Open access

2,6-Dichlorophenyl 4-chlorobenzoate

aDepartment of Physics, Faculty of Science, An Najah National University, Nabtus West Bank, Palestine,bDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India, and cDepartment of Studies in Physics, Manasagangotri, University of Mysore, Mysore, 570 006, India
Correspondence e-mail: lokanath@physics.uni-mysore.ac.in

In the title compound, C13H7Cl3O2, the dihedral angle between the benzene rings is 82.1 (2)°. The dihedral angle between the CO2 group and its carbon-bonded ring is 14.50 (19)° In the crystal, aromatic [pi]-[pi] stacking interactions [minimum ring centroid separation = 3.604 (2) Å] occur.

Related literature

For background to benzophenones, see: Khanum et al. (2004[Khanum, S. A., Venu, T. D., Shasikanth, S. & Firdous, A. (2004). Bioorg. Med. Chem. Lett. 14, 5351-5355.], 2009[Khanum, S. A., Shashikanth, S., Sathyanarayana, S. G., Lokesh, S. & Deepak, S. A. (2009). Pest Manag. Sci. 65, 776-780.]). For a related structure, see: Gowda et al. (2008[Gowda, B. T., Foro, S., Babitha, K. S. & Fuess, H. (2008). Acta Cryst. E64, o843.]).

[Scheme 1]

Experimental

Crystal data
  • C13H7Cl3O2

  • Mr = 301.54

  • Triclinic, [P \overline 1]

  • a = 7.1584 (10) Å

  • b = 8.1183 (13) Å

  • c = 11.5338 (16) Å

  • [alpha] = 95.352 (11)°

  • [beta] = 99.852 (10)°

  • [gamma] = 105.854 (10)°

  • V = 628.30 (17) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.72 mm-1

  • T = 103 K

  • 0.32 × 0.20 × 0.18 mm

Data collection
  • Oxford Diffraction Xcalibur CCD diffractometer

  • 8510 measured reflections

  • 2278 independent reflections

  • 1738 reflections with I > 2[sigma](I)

  • Rint = 0.045

Refinement
  • R[F2 > 2[sigma](F2)] = 0.054

  • wR(F2) = 0.158

  • S = 1.08

  • 2278 reflections

  • 163 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.84 e Å-3

  • [Delta][rho]min = -0.60 e Å-3

Data collection: CrysAlis PRO (Oxford Diffraction, 2009[Oxford Diffraction (2009). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO ; 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: Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]); software used to prepare material for publication: Mercury.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6981 ).


References

Gowda, B. T., Foro, S., Babitha, K. S. & Fuess, H. (2008). Acta Cryst. E64, o843.  [CSD] [CrossRef] [details]
Khanum, S. A., Shashikanth, S., Sathyanarayana, S. G., Lokesh, S. & Deepak, S. A. (2009). Pest Manag. Sci. 65, 776-780.  [CrossRef] [PubMed] [ChemPort]
Khanum, S. A., Venu, T. D., Shasikanth, S. & Firdous, A. (2004). Bioorg. Med. Chem. Lett. 14, 5351-5355.  [CrossRef] [PubMed] [ChemPort]
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.  [ISI] [CrossRef] [ChemPort] [details]
Oxford Diffraction (2009). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2012). E68, o3449  [ doi:10.1107/S1600536812047204 ]

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