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Volume 69 
Part 2 
Page o226  
February 2013  

Received 27 December 2012
Accepted 6 January 2013
Online 12 January 2013

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.002 Å
R = 0.046
wR = 0.113
Data-to-parameter ratio = 15.0
Details
Open access

5-(2,5-Dioxooxolan-3-yl)-8-methyl-3,3a,4,5-tetrahydro-1H-naphtho[1,2-c]furan-1,3-dione

aLaboratory of Advanced Polymer Materials, Institute of Chemistry, Chinese Academy of Sciences (ICCAS), Beijing 100190, People's Republic of China
Correspondence e-mail: liujg@iccas.ac.cn, shiyang@iccas.ac.cn

In the title compound, C17H14O6, the dihedral angle between the two anhydride rings is 76.01 (8)°while the dihedral angles between the benzene and anhydride rings are 42.60 (7) and 68.94 (7)°. The cyclohexene ring of the tetrahydronaphthalene unit exhibits an envelope conformation.

Related literature

For applications of tetralin-containing dianhydrides, see: Liaw et al. (2012[Liaw, D. J., Wang, K. L., Huang, Y. C., Lee, K. R., Lai, J. Y. & Ha, C. S. (2012). Prog. Polym. Sci. 37, 907-974.]); Matsumoto et al. (2009[Matsumoto, T., Mikami, D., Hashimoto, T., Kaise, M., Takahashi, R. & Kawabata, S. (2009). J. Phys. Conf. Ser. 187, 012005.]); Hasegawa & Horie (2001[Hasegawa, M. & Horie, K. (2001). Prog. Polym. Sci. 26, 259-335.]). For puckering parameters, see: Cremer & Pople (1975[Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.]).

[Scheme 1]

Experimental

Crystal data
  • C17H14O6

  • Mr = 314.28

  • Triclinic, [P \overline 1]

  • a = 6.6907 (13) Å

  • b = 9.166 (2) Å

  • c = 11.839 (2) Å

  • [alpha] = 78.628 (8)°

  • [beta] = 78.352 (9)°

  • [gamma] = 79.054 (9)°

  • V = 688.5 (2) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.12 mm-1

  • T = 173 K

  • 0.28 × 0.22 × 0.12 mm

Data collection
  • Rigaku Saturn724+ CCD diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2008[Rigaku (2008). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.680, Tmax = 1.000

  • 8959 measured reflections

  • 3137 independent reflections

  • 2864 reflections with I > 2[sigma](I)

  • Rint = 0.042

Refinement
  • R[F2 > 2[sigma](F2)] = 0.046

  • wR(F2) = 0.113

  • S = 1.07

  • 3137 reflections

  • 209 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.32 e Å-3

  • [Delta][rho]min = -0.22 e Å-3

Data collection: CrystalClear (Rigaku, 2008[Rigaku (2008). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: 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.]); molecular graphics: OLEX2; software used to prepare material for publication: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VM2186 ).


Acknowledgements

The authors are grateful to the National Natural Science Foundation of China for financial support. They also thank Dr Tong Lin Liang of ICCAS for the X-ray data collection.

References

Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.  [CrossRef] [ChemPort] [ISI]
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]
Hasegawa, M. & Horie, K. (2001). Prog. Polym. Sci. 26, 259-335.  [CrossRef] [ChemPort]
Liaw, D. J., Wang, K. L., Huang, Y. C., Lee, K. R., Lai, J. Y. & Ha, C. S. (2012). Prog. Polym. Sci. 37, 907-974.  [ISI] [CrossRef] [ChemPort]
Matsumoto, T., Mikami, D., Hashimoto, T., Kaise, M., Takahashi, R. & Kawabata, S. (2009). J. Phys. Conf. Ser. 187, 012005.  [CrossRef]
Rigaku (2008). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2013). E69, o226  [ doi:10.1107/S1600536813000482 ]

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