2,6-Dichloro­phen­yl 4-chloro­benzoate

Abdoh, M.M.M.; Srinivasa Murthy, V.; Manjunath, B.C.; Shashikanth, S.; Lokanath, N.K.

doi:10.1107/S1600536812047204

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 (C-C) = 0.005 Å
R = 0.054
wR = 0.158
Data-to-parameter ratio = 14.0
Details

2,6-Dichlorophenyl 4-chlorobenzoate

M. M. M Abdoh,^a V. Srinivasa Murthy,^b B. C. Manjunath,^c S. Shashikanth ^b and N. K. Lokanath ^c ^*

^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, 2009). For a related structure, see: Gowda et al. (2008).

Experimental

Crystal data

C₁₃H₇Cl₃O₂
M_r = 301.54
Triclinic, $[P \overline 1]$
a = 7.1584 (10) Å
b = 8.1183 (13) Å
c = 11.5338 (16) Å
= 95.352 (11)°
= 99.852 (10)°
= 105.854 (10)°
V = 628.30 (17) Å³
Z = 2
Mo K radiation
= 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(I)
R_int = 0.045

Refinement

R[F² > 2(F²)] = 0.054
wR(F²) = 0.158
S = 1.08
2278 reflections
163 parameters
H-atom parameters constrained
_max = 0.84 e Å^-3
_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); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2006); 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.
Khanum, S. A., Shashikanth, S., Sathyanarayana, S. G., Lokesh, S. & Deepak, S. A. (2009). Pest Manag. Sci. 65, 776-780.
Khanum, S. A., Venu, T. D., Shasikanth, S. & Firdous, A. (2004). Bioorg. Med. Chem. Lett. 14, 5351-5355.
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.
Oxford Diffraction (2009). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds