[Journal logo]

Volume 68 
Part 1 
Page o204  
January 2012  

Received 2 December 2011
Accepted 14 December 2011
Online 21 December 2011

Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.002 Å
R = 0.044
wR = 0.127
Data-to-parameter ratio = 17.4
Details
Open access

2,9,10-Trimethoxydibenzo[b,d]oxepin-7(6H)-one

aCollege of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, People's Republic of China
Correspondence e-mail: hljusunzhizhong@163.com

The title compound, C17H16O5, was prepared through a cyclization reaction of 2-(3',4',5-trimethoxybiphenyl-2-yloxy)acetyl chloride. The two benzene rings form a dihedral angle of 34.55 (5)°. The crystal structure does not feature any hydrogen bonds.

Related literature

For general background to the synthesis and properties of the title compound, see: Suau et al. (1996[Suau, R., Lopez-Romero, J. M., Alonso, F. J. & Lobo, C. (1996). Tetrahedron, 52, 11307-11320.]); Tandon et al. (2009[Tandon, V. K., Maurya, H. K., Kumar, B., Kumar, B. & Ram, V. J. (2009). Synlett, 18, 2992-2996.]). For the biological activity of methoxydibenzooxepin-one derivatives, see: Yoshioka et al. (1978[Yoshioka, T., Kitagawa, M., Oki, M., Kubo, S., Tagawa, H. & Ueno, K. (1978). J. Med. Chem. 21, 633-639.]).

[Scheme 1]

Experimental

Crystal data
  • C17H16O5

  • Mr = 300.30

  • Monoclinic, P 21 /c

  • a = 11.5474 (10) Å

  • b = 8.3776 (7) Å

  • c = 14.8801 (13) Å

  • [beta] = 93.607 (1)°

  • V = 1436.6 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 295 K

  • 0.32 × 0.26 × 0.24 mm

Data collection
  • Bruker SMART APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.968, Tmax = 0.976

  • 11231 measured reflections

  • 3517 independent reflections

  • 2517 reflections with I > 2[sigma](I)

  • Rint = 0.022

Refinement
  • R[F2 > 2[sigma](F2)] = 0.044

  • wR(F2) = 0.127

  • S = 1.05

  • 3517 reflections

  • 202 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.26 e Å-3

  • [Delta][rho]min = -0.18 e Å-3

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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2322 ).


Acknowledgements

We thank the National Natural Science Foundation of China (No. 20872030), the Foundation of Heilongjiang Education Committee (No. 12511383), the Key Laboratory of Chemical Engineering Process and Technology for High-Efficiency Conversion, College of Heilongjiang Province, and Heilongjiang University, China, for supporting this study.

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Suau, R., Lopez-Romero, J. M., Alonso, F. J. & Lobo, C. (1996). Tetrahedron, 52, 11307-11320.  [CrossRef] [ChemPort]
Tandon, V. K., Maurya, H. K., Kumar, B., Kumar, B. & Ram, V. J. (2009). Synlett, 18, 2992-2996.  [CrossRef]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]
Yoshioka, T., Kitagawa, M., Oki, M., Kubo, S., Tagawa, H. & Ueno, K. (1978). J. Med. Chem. 21, 633-639.  [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2012). E68, o204  [ doi:10.1107/S1600536811053803 ]

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.