[Journal logo]

Volume 69 
Part 2 
Page o204  
February 2013  

Received 20 December 2012
Accepted 2 January 2013
Online 9 January 2013

[zl2528sup1]
[3d view]

[Cited in]
[Download citation]
Key indicators
Single-crystal X-ray study
T = 170 K
Mean [sigma](C-C) = 0.002 Å
R = 0.041
wR = 0.104
Data-to-parameter ratio = 19.5
Details
Open access

1,4,6,9-Tetra-tert-butyl-2,7-dioxatricyclo[6.3.0.03,6]deca-3,8-diene

Ted S. Sorensen,a S. M Humayaun Kabira and Masood Parveza*

aDepartment of Chemistry, The University of Calgary, 2500 University Drive NW, Calgary, Alberta, Canada T2N 1N4
Correspondence e-mail: parvez@ucalgary.ca

The title compound, C24H40O2, lies on an inversion center with a half-molecule in the asymmetric unit. The central dioxane ring adopts a chair conformation. The four-membered ring is slightly puckered with a butterfly angle of 13.50 (14)°.

Related literature

For the synthesis of the title compound, see: Rauk et al. (1995[Rauk, A., Sorensen, T. S. & Sun, F. (1995). J. Am. Chem. Soc. 117, 4506-4514.]). For related structures, see: Masters et al. (1994[Masters, A. P., Parvez, M., Sorensen, T. S. & Sun, F. (1994). J. Am. Chem. Soc. 116, 2804-2811.]); Bernassau et al. (1987[Bernassau, J.-M., Bouillot, A., Fétizon, M., Hanna, I., Maia, E. R. & Prangé, T. (1987). J. Org. Chem. 52, 1993-2001.]).

[Scheme 1]

Experimental

Crystal data

  • C24H40O2

  • Mr = 360.56

  • Triclinic, [P \overline 1]

  • a = 5.843 (2) Å

  • b = 9.383 (3) Å

  • c = 10.126 (4) Å

  • [alpha] = 97.209 (12)°

  • [beta] = 96.014 (13)°

  • [gamma] = 100.703 (19)°

  • V = 536.5 (3) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 0.07 mm-1

  • T = 170 K

  • 0.20 × 0.15 × 0.05 mm
Data collection

  • Nonius APEXII CCD diffractometer

  • Absorption correction: multi-scan (SORTAV; Blessing, 1997[Blessing, R. H. (1997). J. Appl. Cryst. 30, 421-426.]) Tmin = 0.987, Tmax = 0.997

  • 4499 measured reflections

  • 2412 independent reflections

  • 1957 reflections with I > 2[sigma](I)

  • Rint = 0.018
Refinement

  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.104

  • S = 1.04

  • 2412 reflections

  • 124 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.27 e Å-3

  • [Delta][rho]min = -0.19 e Å-3

Data collection: COLLECT (Hooft, 1998[Hooft, R. (1998). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DENZO (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: SCALEPACK (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]); 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZL2528 ).

References

Bernassau, J.-M., Bouillot, A., Fétizon, M., Hanna, I., Maia, E. R. & Prangé, T. (1987). J. Org. Chem. 52, 1993-2001.  [CrossRef] [ChemPort]
Blessing, R. H. (1997). J. Appl. Cryst. 30, 421-426.  [CrossRef] [ChemPort] [ISI] [details]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Hooft, R. (1998). COLLECT. Nonius BV, Delft, The Netherlands.
Masters, A. P., Parvez, M., Sorensen, T. S. & Sun, F. (1994). J. Am. Chem. Soc. 116, 2804-2811.  [CrossRef] [ChemPort] [ISI]
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.
Rauk, A., Sorensen, T. S. & Sun, F. (1995). J. Am. Chem. Soc. 117, 4506-4514.  [CrossRef] [ChemPort] [ISI]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2013). E69, o204  [ doi:10.1107/S1600536813000147 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.