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Volume 67 
Part 8 
Page o2111  
August 2011  

Received 3 July 2011
Accepted 16 July 2011
Online 23 July 2011

[gk2393sup1]
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Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.003 Å
R = 0.041
wR = 0.125
Data-to-parameter ratio = 16.2
Details
Open access

(Acetoxy)(2-methylphenyl)methyl acetate

J. Kanchanadevi,a G. Anbalagan,b V. Saravanan,c A. K. Mohanakrishnanc and V. Manivannand*

aDepartment of Physics, Velammal Institute of Technology, Panchetty, Chennai 601204, India,bDepartment of Physics, Presidency College (Autonomous), Chennai 600 005, India,cDepartment of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India, and dDepartment of Research and Development, PRIST University, Vallam, Thanjavur 613 403, Tamil Nadu, India
Correspondence e-mail: crystallography2010@gmail.com, phdguna@gmail.com

In the title compound, C12H14O4, the two acetoxy groups are inclined by 57.92 (5)° and 62.71 (6)° to the benzene ring. An intermolecular C-H...O interaction involving the two acetoxy groups generates a centrosymmetric dimer via an R22(16) ring motif.

Related literature

For the structure of the 4-methyl isomer, see: Rajnikant et al. (2009[Rajnikant, Sarmal, L., Dinesh, K. & Deshmukh, M. B. (2009). J. Chem. Crystallogr. 39, 835-837.]). For graph-set notation, see: Bernstein et al. (1995[Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.])

[Scheme 1]

Experimental

Crystal data

  • C12H14O4

  • Mr = 222.23

  • Monoclinic, C 2/c

  • a = 15.757 (5) Å

  • b = 7.564 (5) Å

  • c = 19.886 (5) Å

  • [beta] = 99.17 (5)°

  • V = 2339.8 (18) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 295 K

  • 0.25 × 0.20 × 0.15 mm
Data collection

  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.]) Tmin = 0.950, Tmax = 0.975

  • 12571 measured reflections

  • 2414 independent reflections

  • 1856 reflections with I > 2[sigma](I)

  • Rint = 0.027
Refinement

  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.125

  • S = 1.05

  • 2414 reflections

  • 149 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.20 e Å-3

  • [Delta][rho]min = -0.19 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C9-H9A...O4i 0.96 2.50 3.425 (3) 161
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GK2393 ).

References

Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.  [CrossRef] [ChemPort] [ISI]
Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Rajnikant, Sarmal, L., Dinesh, K. & Deshmukh, M. B. (2009). J. Chem. Crystallogr. 39, 835-837.  [CrossRef] [ChemPort]
Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]

Acta Cryst (2011). E67, o2111  [ doi:10.1107/S1600536811028625 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.