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Volume 67 
Part 6 
Page o1344  
June 2011  

Received 17 April 2011
Accepted 19 April 2011
Online 7 May 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.004 Å
R = 0.034
wR = 0.099
Data-to-parameter ratio = 7.1
Details
Open access

2,6-Bis[(4R,5R)-4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl]pyridine

aInstitute of Drug Synthesis and Pharmaceutical Processes, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The molecule of the title compound, C35H27N3O2, lies on a twofold rotation axis passing through the pyridine ring. The five-membered ring is approximately flat (r.m.s. deviation = 0.065 Å) and is essentially coplanar [dihedral angle = 4.2 (2)°] with the pyridine ring.

Related literature

For the synthesis of the precursor, see: Desimoni et al. (2001[Desimoni, G., Faita, G., Filippone, S., Mella, M., Zampori, M. G. & Zema, M. (2001). Tetrahedron, 57, 10203-10212.]). For the structure of 2,6-bis(2-oxazolinyl)pyridine, see: Sada et al. (2003[Sada, K., Sugimoto, T., Tani, T., Tateishi, Y., Yi, T., Shinkai, S., Maeda, H., Tohnai, N. & Miyata, M. (2003). Chem. Lett. 32, 758-759.]).

[Scheme 1]

Experimental

Crystal data
  • C35H27N3O2

  • Mr = 521.60

  • Monoclinic, C 2

  • a = 19.035 (2) Å

  • b = 6.5908 (7) Å

  • c = 14.3001 (15) Å

  • [beta] = 129.454 (1)°

  • V = 1385.2 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 293 K

  • 0.38 × 0.20 × 0.16 mm

Data collection
  • Bruker SMART CCD diffractometer

  • 3266 measured reflections

  • 1299 independent reflections

  • 1190 reflections with I > 2[sigma](I)

  • Rint = 0.017

Refinement
  • R[F2 > 2[sigma](F2)] = 0.034

  • wR(F2) = 0.099

  • S = 1.05

  • 1299 reflections

  • 182 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.16 e Å-3

  • [Delta][rho]min = -0.11 e Å-3

  • Absolute structure: 768 Friedel pairs merged

Data collection: SMART (Bruker, 2001[Bruker (2001). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SAINT and SMART. 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); 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: BT5522 ).


Acknowledgements

The authors thank the Scientific Research Foundation for Returned Overseas Chinese Scholars and the Programme for New Century Excellent Talents (both from the State Education Ministry of China), the Project of International Science and Technology Cooperation (from the Ministry of Science and Technology of China) and the University of Malaya for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Bruker (2001). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Desimoni, G., Faita, G., Filippone, S., Mella, M., Zampori, M. G. & Zema, M. (2001). Tetrahedron, 57, 10203-10212.  [ChemPort]
Sada, K., Sugimoto, T., Tani, T., Tateishi, Y., Yi, T., Shinkai, S., Maeda, H., Tohnai, N. & Miyata, M. (2003). Chem. Lett. 32, 758-759.  [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2011). E67, o1344  [ doi:10.1107/S1600536811014668 ]

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