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

Hou, Y.-J.; Song, S.-L.; Chu, W.-Y.; Sun, Z.-Z.

doi:10.1107/S1600536811053803

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 (C-C) = 0.002 Å
R = 0.044
wR = 0.127
Data-to-parameter ratio = 17.4
Details

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

Yan-Jun Hou,^a Shu-Lin Song,^a Wen-Yi Chu ^a and Zhi-Zhong Sun ^a ^*

^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); Tandon et al. (2009). For the biological activity of methoxydibenzooxepin-one derivatives, see: Yoshioka et al. (1978).

Experimental

Crystal data

C₁₇H₁₆O₅
M_r = 300.30
Monoclinic, P 2₁ /c
a = 11.5474 (10) Å
b = 8.3776 (7) Å
c = 14.8801 (13) Å
= 93.607 (1)°
V = 1436.6 (2) Å³
Z = 4
Mo K radiation
= 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) T_min = 0.968, T_max = 0.976
11231 measured reflections
3517 independent reflections
2517 reflections with I > 2(I)
R_int = 0.022

Refinement

R[F² > 2(F²)] = 0.044
wR(F²) = 0.127
S = 1.05
3517 reflections
202 parameters
H-atom parameters constrained
_max = 0.26 e Å^-3
_min = -0.18 e Å^-3

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

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.
Suau, R., Lopez-Romero, J. M., Alonso, F. J. & Lobo, C. (1996). Tetrahedron, 52, 11307-11320.
Tandon, V. K., Maurya, H. K., Kumar, B., Kumar, B. & Ram, V. J. (2009). Synlett, 18, 2992-2996.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.
Yoshioka, T., Kitagawa, M., Oki, M., Kubo, S., Tagawa, H. & Ueno, K. (1978). J. Med. Chem. 21, 633-639.

organic compounds