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Volume 69 
Part 3 
Page o341  
March 2013  

Received 5 December 2012
Accepted 25 January 2013
Online 6 February 2013

Key indicators
Single-crystal X-ray study
T = 203 K
Mean [sigma](C-C) = 0.002 Å
R = 0.029
wR = 0.076
Data-to-parameter ratio = 18.1
Details
Open access

anti-2,2,3,3,6,6,7,7,10,10,11,11,14,14,15,15-Hexadecamethyl-2,3,6,7,10,11,14,15-octasilapentacyclo[10.4.2.24,9.05,8.013,16]icosa-1(17),4,8,12(18),13(16),19-hexaene

aDepartment of Chemistry and Chemical Biology, Graduate School of Engineering, Gunma University, Kiryu, Gunma 376-8515, Japan
Correspondence e-mail: kyushin@gunma-u.ac.jp

The title compound, C28H52Si8, was synthesized by condensation of two molecules of 1,2,3,4-tetrakis(chlorodimethylsilyl)benzene with lithium. The 3,4-disila-1,2-benzocyclobutene rings in the centrosymmetric molecule are bridged by 1,1,2,2-tetramethyldisilanylene chains with an anti conformation. The benzene rings are deformed by fusion with a 3,4-disilacyclobutene ring resulting in a slight boat conformation. Two Si-C bonds are bent to reduce the steric repulsion between the methyl groups on the two Si atoms and the methyl groups on another two Si atoms.

Related literature

For structures of cyclophanes bridged by tetramethyldisilanylene chains, see: Sakurai et al. (1986[Sakurai, H., Hoshi, S., Kamiya, A., Hosomi, A. & Kabuto, C. (1986). Chem. Lett. pp. 1781-1784.]); Sekiguchi et al. (1989[Sekiguchi, A., Yatabe, T., Kabuto, C. & Sakurai, H. (1989). Angew. Chem. Int. Ed. Engl. 28, 757-758.]).

[Scheme 1]

Experimental

Crystal data
  • C28H52Si8

  • Mr = 613.42

  • Monoclinic, P 21 /n

  • a = 7.9801 (8) Å

  • b = 18.9087 (14) Å

  • c = 12.6222 (10) Å

  • [beta] = 104.2788 (9)°

  • V = 1845.8 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.31 mm-1

  • T = 203 K

  • 0.25 × 0.25 × 0.25 mm

Data collection
  • Rigaku R-AXIS IV Imaging Plate diffractometer

  • Absorption correction: multi-scan (REQAB; Jacobson, 1998[Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.927, Tmax = 0.927

  • 9672 measured reflections

  • 3096 independent reflections

  • 3076 reflections with I > 2[sigma](I)

  • Rint = 0.016

Refinement
  • R[F2 > 2[sigma](F2)] = 0.029

  • wR(F2) = 0.076

  • S = 1.11

  • 3096 reflections

  • 171 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.25 e Å-3

  • [Delta][rho]min = -0.26 e Å-3

Data collection: CrystalClear (Rigaku, 2003[Rigaku (2003). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SIR2004 (Burla et al., 2005[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]); 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 and Yadokari-XG 2009 (Kabuto et al., 2009[Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Cryst. Soc. Jpn, 51, 218-224.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2224 ).


Acknowledgements

This work was supported in part by Grants-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan and the Japan Society for the Promotion of Science. This work was also supported by the Element Innovation Project of Gunma University.

References

Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.  [ISI] [CrossRef] [ChemPort] [details]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan.
Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Cryst. Soc. Jpn, 51, 218-224.  [CrossRef]
Rigaku (2003). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sakurai, H., Hoshi, S., Kamiya, A., Hosomi, A. & Kabuto, C. (1986). Chem. Lett. pp. 1781-1784.  [CrossRef] [ISI]
Sekiguchi, A., Yatabe, T., Kabuto, C. & Sakurai, H. (1989). Angew. Chem. Int. Ed. Engl. 28, 757-758.  [CrossRef] [ISI]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2013). E69, o341  [ doi:10.1107/S1600536813002584 ]

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