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Volume 66 
Part 11 
Page o2975  
November 2010  

Received 17 October 2010
Accepted 26 October 2010
Online 31 October 2010

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Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.002 Å
R = 0.037
wR = 0.109
Data-to-parameter ratio = 18.6
Details
Open access

Dimethyl 4,4'-(pyridine-2,6-diyl)dibenzoate

Yue Cui,a Qian Gao,a Huan-Huan Wang,a Lin Wanga and Ya-Bo Xiea*

aCollege of Environmental and Energy Engineering, Beijing University of Technology, Beijing 100124, People's Republic of China
Correspondence e-mail: xieyabo@bjut.edu.cn

The title molecule, C21H17NO4, reveals axial symmetry, with the pyridine N atom located on a crystallographic twofold axis. The molecule is dish-shaped, with dihedral angles between the benzene and pyridine rings of 24.643 (1) and 24.797 (1)°, respectively. The -COO plane and the benzene ring are almost coplanar [dihedral angle = 5.286 (1)°].

Related literature

For applications of the title compound, see: Boyle et al. (2010[Boyle, T. J., Ottley, L. M. & Raymond, R. (2010). J. Coord. Chem., 63, 545-557.]). For the synthesis, see: Li & Zhou (2009[Li, J. R. & Zhou, H. C. (2009). Angew. Chem. Int. Ed. A48, 1-5.]).

[Scheme 1]

Experimental

Crystal data

  • C21H17NO4

  • Mr = 347.36

  • Orthorhombic, C m c 21

  • a = 34.296 (10) Å

  • b = 7.401 (2) Å

  • c = 6.623 (2) Å

  • V = 1681.1 (9) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 296 K

  • 0.60 × 0.40 × 0.36 mm
Data collection

  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.945, Tmax = 0.966

  • 7265 measured reflections

  • 2264 independent reflections

  • 2151 reflections with I > 2[sigma](I)

  • Rint = 0.035
Refinement

  • R[F2 > 2[sigma](F2)] = 0.037

  • wR(F2) = 0.109

  • S = 1.05

  • 2264 reflections

  • 122 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.25 e Å-3

  • [Delta][rho]min = -0.16 e Å-3

Data collection: SMART (Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1998[Bruker (1998). 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: KP2283 ).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (grant No. 21075114), the Science and Technology Development Project of Beijing Education Committee (grant No. KM200910005025) and the Special Environmental Protection Fund for Public Welfare (project No. 201009015).

References

Boyle, T. J., Ottley, L. M. & Raymond, R. (2010). J. Coord. Chem., 63, 545-557.  [CrossRef] [ChemPort]
Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Li, J. R. & Zhou, H. C. (2009). Angew. Chem. Int. Ed. A48, 1-5.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2010). E66, o2975  [ doi:10.1107/S160053681004362X ]

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