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Volume 68 
Part 1 
Page o113  
January 2012  

Received 6 December 2011
Accepted 8 December 2011
Online 14 December 2011

Key indicators
Single-crystal X-ray study
T = 123 K
Mean [sigma](C-C) = 0.002 Å
R = 0.052
wR = 0.133
Data-to-parameter ratio = 25.9
Details
Open access

3,3-Dimethyl-2-benzofuran-1(3H)-one

aDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India,bDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA,cDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey, and dR. L. Fine Chem, Bengaluru 560 064, India
Correspondence e-mail: akkurt@erciyes.edu.tr

In the title compound, C10H10O2, all the non-H atoms except the methyl C atoms lie on a crystallographic mirror plane. In the crystal, C-H...O hydrogen bonds link the molecules into zigzag chains running parallel to [100]. Weak [pi]-[pi] stacking interactions between the benzene rings [centroid-centroid distance = 3.9817 (5) Å] link the chains in the [010] direction.

Related literature

For related structures, see: Fun et al. (2010[Fun, H.-K., Hemamalini, M., Siddaraju, B. P., Yathirajan, H. S. & Siddegowda, M. S. (2010). Acta Cryst. E66, o808-o809.], 2011[Fun, H.-K., Hemamalini, M., Siddegowda, M. S., Yathirajan, H. S. & Narayana, B. (2011). Acta Cryst. E67, o1725.]).

[Scheme 1]

Experimental

Crystal data
  • C10H10O2

  • Mr = 162.18

  • Orthorhombic, P n m a

  • a = 14.3537 (9) Å

  • b = 7.0069 (5) Å

  • c = 8.2605 (5) Å

  • V = 830.80 (9) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 123 K

  • 0.55 × 0.44 × 0.30 mm

Data collection
  • Oxford Diffraction Xcalibur Ruby Gemini diffractometer

  • Absorption correction: refined from [Delta]F (XABS2; Parkin et al., 1995[Parkin, S., Moezzi, B. & Hope, H. (1995). J. Appl. Cryst. 28, 53-56.]) Tmin = 0.952, Tmax = 0.974

  • 1840 measured reflections

  • 1840 independent reflections

  • 1454 reflections with I > 2[sigma](I)

Refinement
  • R[F2 > 2[sigma](F2)] = 0.052

  • wR(F2) = 0.133

  • S = 1.09

  • 1840 reflections

  • 71 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.34 e Å-3

  • [Delta][rho]min = -0.30 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C2-H2...O2i 0.93 2.43 3.3072 (17) 158
Symmetry code: (i) [x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: CrysAlis PRO (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, 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: ORTEP-3 (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6560 ).


Acknowledgements

MSS thanks the University of Mysore for research facilities. RJB wishes to acknowledge the NSF-MRI program (grant CHE-0619278) for funds to purchase the diffractometer.

References

Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Fun, H.-K., Hemamalini, M., Siddaraju, B. P., Yathirajan, H. S. & Siddegowda, M. S. (2010). Acta Cryst. E66, o808-o809.  [CrossRef] [details]
Fun, H.-K., Hemamalini, M., Siddegowda, M. S., Yathirajan, H. S. & Narayana, B. (2011). Acta Cryst. E67, o1725.  [CSD] [CrossRef] [details]
Oxford Diffraction (2007). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.
Parkin, S., Moezzi, B. & Hope, H. (1995). J. Appl. Cryst. 28, 53-56.  [CrossRef] [ChemPort] [ISI] [details]
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 (2012). E68, o113  [ doi:10.1107/S1600536811052913 ]

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