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Volume 66 
Part 7 
Page o1705  
July 2010  

Received 8 June 2010
Accepted 12 June 2010
Online 18 June 2010

[zs2047sup1]
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Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.051
wR = 0.161
Data-to-parameter ratio = 18.9
Details
Open access

Di-tert-butyl 2,2'-[9H-fluorene-9,9-diylbis(p-phenyleneoxy)]diacetate

Kiramat Shah,a Sammer Yousuf,a Muhammad Raza Shaha and Seik Weng Ngb*

aH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

In the title molecule, C37H38O6, the non-fused C atom belonging to the five-membered ring of the fluorene system is connected to two p-phenylene rings, the rings opening up the Caryl-C-Caryl angle to 113.1 (1)°. The four-atom -O-CH2-C(=O)-O- chain between the p-phenylene ring and the tert-butyl group assumes a more regular W-shaped conformation for one substituent [O-C-C-C torsion angle = 171.9 (2)°] but a less regular W-shaped conformation for the other [torsion angle = 147.4 (2)°].

Related literature

For the application of the title compound as a dissolution inhibitor for protecting photosensitive poly-benzoxazoles, see: Ogura et al. (2009[Ogura, T., Higashihara, T. & Ueda, M. (2009). J. Photopolym. Sci. Technol. 22, 429-435.]).

[Scheme 1]

Experimental

Crystal data

  • C37H38O6

  • Mr = 578.67

  • Monoclinic, P 21 /c

  • a = 15.6527 (8) Å

  • b = 11.9466 (6) Å

  • c = 17.8218 (9) Å

  • [beta] = 107.109 (1)°

  • V = 3185.1 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 293 K

  • 0.45 × 0.25 × 0.15 mm
Data collection

  • Bruker SMART APEX CCD diffractometer

  • 21641 measured reflections

  • 7322 independent reflections

  • 4525 reflections with I > 2[sigma](I)

  • Rint = 0.033
Refinement

  • R[F2 > 2[sigma](F2)] = 0.051

  • wR(F2) = 0.161

  • S = 1.00

  • 7322 reflections

  • 388 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.20 e Å-3

  • [Delta][rho]min = -0.18 e Å-3

Data collection: SMART (Bruker, 2002[Bruker (2002). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). 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. Submitted.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZS2047 ).

Acknowledgements

We thank the Higher Education Commission of Pakistan and the University of Malaya for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Bruker (2002). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Ogura, T., Higashihara, T. & Ueda, M. (2009). J. Photopolym. Sci. Technol. 22, 429-435.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43. Submitted.

Acta Cryst (2010). E66, o1705  [ doi:10.1107/S1600536810022579 ]

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