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Volume 64 
Part 7 
Page o1281  
July 2008  

Received 4 June 2008
Accepted 11 June 2008
Online 19 June 2008

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Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.005 Å
R = 0.066
wR = 0.183
Data-to-parameter ratio = 13.1
Details
Open access

2-Methyl-7-nitro-2,3-dihydro-1-benzofuran

Mei-Li Feng,a Yu-Feng Li,a Shan Liu,a Hai-Yu Yanga and Hong-Jun Zhua*

aDepartment of Applied Chemistry, College of Science, Nanjing University of Technology, Nanjing 210009, People's Republic of China
Correspondence e-mail: zhuhj@njut.edu.cn

The dihydrofuran ring of the title compound, C9H9NO3, adopts an envelope conformation. The nitro group is twisted slightly away from the attached benzene ring [dihedral angle = 21.9 (1)°].

Related literature

For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-S19.]). For details of the synthesis, see: Majumdar et al. (2008[Majumdar, K. C., Alam, S. & Chattopadhyay, B. (2008). Tetrahedron, 64, 597-643.]).

[Scheme 1]

Experimental

Crystal data

  • C9H9NO3

  • Mr = 179.17

  • Orthorhombic, P b c a

  • a = 8.4250 (17) Å

  • b = 7.2260 (14) Å

  • c = 28.295 (6) Å

  • V = 1722.6 (6) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 298 (2) K

  • 0.30 × 0.20 × 0.20 mm
Data collection

  • Enraf-Nonius CAD-4 diffractometer

  • Absorption correction: [psi] scan (North et al., 1968[North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.]) Tmin = 0.969, Tmax = 0.979

  • 2977 measured reflections

  • 1551 independent reflections

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

  • Rint = 0.048

  • 3 standard reflections every 200 reflections intensity decay: none
Refinement

  • R[F2 > 2[sigma](F2)] = 0.066

  • wR(F2) = 0.182

  • S = 1.01

  • 1551 reflections

  • 118 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.32 e Å-3

  • [Delta][rho]min = -0.26 e Å-3

Data collection: CAD-4 Software (Enraf-Nonius, 1985[Enraf-Nonius (1985). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.]); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995[Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.]); 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2613 ).

Acknowledgements

The authors thank the Center for Testing and Analysis, Nanjing University, for support.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-S19.
Enraf-Nonius (1985). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Majumdar, K. C., Alam, S. & Chattopadhyay, B. (2008). Tetrahedron, 64, 597-643.  [CrossRef] [ChemPort]
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.  [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2008). E64, o1281  [ doi:10.1107/S1600536808017728 ]

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