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Volume 68 
Part 12 
Page o3451  
December 2012  

Received 13 November 2012
Accepted 16 November 2012
Online 24 November 2012

[hb6991sup1]
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Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.004 Å
R = 0.074
wR = 0.227
Data-to-parameter ratio = 13.0
Details
Open access

3-(4-Methoxyphenyl)-6,7-dihydro-1H-furo[3,4-c]pyran-4(3H)-one

Jingyi Zhang,a* Ye An,a Yikai Zhangb and Guobing Shia*

aDepartment of Pharmacy, General Hospital of Shenyang Military Command, Shenyang 110016, People's Republic of China, and bDepartment of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, People's Republic of China
Correspondence e-mail: hu829Zh213@yahoo.com.cn, sgsgb@126.com

In the title compound, C14H14O4, the dihedral angle between the hydrofuran and benzene rings is 88.41 (15)°. The hydropyran ring adopts an envelope conformation, with the O-bound methylene C atom as the flap. In the crystal, weak aromatic [pi]-[pi] stacking is observed [centroid-centroid separation = 3.848 (2) Å].

Related literature

For medicinal background, see: Wang et al. (2011[Wang, T. T., Liu, J., Zhong, H. Y., Chen, H., Lv, Z. L., Zhang, Y. K., Zhang, M. F., Geng, D. P., Niu, C. J., Li, Y. M. & Li, K. (2011). Bioorg. Med. Chem. Lett. 21, 3381-3383.]).

[Scheme 1]

Experimental

Crystal data

  • C14H14O4

  • Mr = 246.25

  • Monoclinic, P 21 /n

  • a = 7.240 (3) Å

  • b = 8.635 (4) Å

  • c = 19.545 (8) Å

  • [beta] = 97.352 (6)°

  • V = 1212.0 (9) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 293 K

  • 0.25 × 0.25 × 0.20 mm
Data collection

  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2002[Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.976, Tmax = 0.981

  • 4872 measured reflections

  • 2127 independent reflections

  • 1494 reflections with I > 2[sigma](I)

  • Rint = 0.104
Refinement

  • R[F2 > 2[sigma](F2)] = 0.074

  • wR(F2) = 0.227

  • S = 1.06

  • 2127 reflections

  • 164 parameters

  • 6 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.55 e Å-3

  • [Delta][rho]min = -0.31 e Å-3

Data collection: SMART (Bruker, 2002[Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SMART, SAINT and SADABS. 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: 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: HB6991 ).

References

Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wang, T. T., Liu, J., Zhong, H. Y., Chen, H., Lv, Z. L., Zhang, Y. K., Zhang, M. F., Geng, D. P., Niu, C. J., Li, Y. M. & Li, K. (2011). Bioorg. Med. Chem. Lett. 21, 3381-3383.  [CrossRef] [ChemPort] [PubMed]

Acta Cryst (2012). E68, o3451  [ doi:10.1107/S160053681204723X ]

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