1,3-Dibenz­yloxy-5-(bromo­meth­yl)benzene

Zhu, P.; Zhao, Y.; Chen, H.; Cui, Q.; Wei, Q.

doi:10.1107/S1600536809009672

Volume 65
Part 4
Page o823
April 2009

Received 13 March 2009
Accepted 16 March 2009
Online 25 March 2009

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.004 Å
R = 0.037
wR = 0.090
Data-to-parameter ratio = 14.0
Details

1,3-Dibenzyloxy-5-(bromomethyl)benzene

Peihua Zhu,^a ^* Yanfang Zhao,^a Haiyan Chen,^a Qingtao Cui ^a and Qin Wei ^a

^aSchool of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, People's Republic of China
Correspondence e-mail: chm_zhuph@ujn.edu.cn

In the title compound, C₂₁H₁₉BrO₂, the dihedral angles between the central benzene ring and the two peripheral rings are 50.28 (5) and 69.75 (2)°. The O-CH₂ bonds lie in the plane of the central ring and adopt a syn-anti conformation.

Related literature

For related compounds, see: Pan et al. (2005); Xiao et al. (2007); For the synthesis, see: Hawker & Fréchet (1990).

Experimental

Crystal data

C₂₁H₁₉BrO₂
M_r = 383.27
Triclinic, $[P \overline 1]$
a = 4.4449 (17) Å
b = 11.982 (5) Å
c = 16.726 (6) Å
= 86.834 (7)°
= 87.509 (7)°
= 86.524 (7)°
V = 887.1 (6) Å³
Z = 2
Mo K radiation
= 2.33 mm^-1
T = 298 K
0.20 × 0.15 × 0.10 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) T_min = 0.653, T_max = 0.801
4223 measured reflections
3030 independent reflections
2199 reflections with I > 2(I)
R_int = 0.023

Refinement

R[F² > 2(F²)] = 0.037
wR(F²) = 0.090
S = 1.02
3030 reflections
217 parameters
H-atom parameters constrained
_max = 0.38 e Å^-3
_min = -0.40 e Å^-3

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXL97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: XP in SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2488 ).

Acknowledgements

This work was supported by Shandong Province (2007BS02016) and the Key Subject Research Foundation of Shandong Province (XTD 0705).

References

Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Hawker, C. J. & Fréchet, J. M. (1990). J. Am. Chem. Soc. 112, 7638-7647.
Pan, Z.-G., Cheung, E. Y., Harris, K. D. M., Constable, E. C. & Housecroft, C. E. (2005). Cryst. Growth Des. 5, 2084-2090.
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Xiao, Z.-P., Fang, R.-Q., Shi, L., Ding, H., Chen, X. & Zhu, H.-L. (2007). Can. J. Chem. 85, 951-957.

organic compounds