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Volume 69 
Part 5 
Page m254  
May 2013  

Received 18 February 2013
Accepted 4 April 2013
Online 13 April 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.003 Å
R = 0.023
wR = 0.046
Data-to-parameter ratio = 21.5
Details
Open access

Diacetatodi-tert-butyltin(IV)

aInstitut für Chemie neuer Materialien, Strukturchemie, Universität Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany
Correspondence e-mail: hreuter@uos.de

The title compound, [Sn(C4H9)2(CH3COO)2], was synthesized in order to study the influence of large organic groups on the molecular structure of diorganotin diacetates. The title compound exhibits the same structure type as other diorganotin(IV) diacetates characterized by an unsymmetrical bidentate bonding mode of the two acetate groups to tin. The influence of the t-butyl groups on this molecular structure is expressed in two significant differences: tin-carbon bond lengths are much more longer than in the other diacetates, as are the additional interactions of the acetate groups with the tin atom. Intermolecular interactions are restricted to C-H...O ones similar to those in the other diacetates, giving rise to a chain-like arrangement of the molecules with the tin atoms and acetate groups in the propagation plane.

Related literature

For background to diorganotin(IV) carboxylates, see: Tiekink (1991[Tiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1-23.]) and to diorganotin(IV) diacetates, see: Alcock et al. (1992[Alcock, N. W., Culver, J. & Roe, S. M. (1992). J. Chem. Soc. Dalton Trans. pp. 1477-1484.]); Lockhart et al. (1987[Lockhart, T. R., Calabrese, J. C. & Davidson, F. (1987). Organometallics, 6, 2479-2483.]); Mistry et al. (1995[Mistry, F., Rettig, S. J., Trotter, J. & Aubke, F. (1995). Z. Anorg. Allg. Chem. 621, 1875-1882.]).

[Scheme 1]

Experimental

Crystal data
  • [Sn(C4H9)2(C2H3O2)2]

  • Mr = 351.00

  • Monoclinic, P 21 /n

  • a = 6.1039 (3) Å

  • b = 15.3928 (7) Å

  • c = 15.9601 (8) Å

  • [beta] = 95.462 (2)°

  • V = 1492.74 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.71 mm-1

  • T = 100 K

  • 0.14 × 0.06 × 0.04 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.791, Tmax = 0.939

  • 76636 measured reflections

  • 3590 independent reflections

  • 2980 reflections with I > 2[sigma](I)

  • Rint = 0.081

Refinement
  • R[F2 > 2[sigma](F2)] = 0.023

  • wR(F2) = 0.046

  • S = 1.04

  • 3590 reflections

  • 167 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.59 e Å-3

  • [Delta][rho]min = -0.51 e Å-3

Table 1
Selected bond lengths (Å)

Sn1-O21 2.1001 (14)
Sn1-O11 2.1002 (14)
Sn1-C11 2.175 (2)
Sn1-C21 2.176 (2)
O11-C15 1.304 (3)
O12-C15 1.235 (3)
O21-C25 1.304 (3)
O22-C25 1.239 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C12-H12C...O21i 0.98 2.54 3.362 (3) 142
C22-H22C...O11i 0.98 2.65 3.584 (3) 160
C16-H16C...O22ii 0.98 2.69 3.636 (3) 163
C16-H16A...O22iii 0.98 2.60 3.518 (3) 155
Symmetry codes: (i) x-1, y, z; (ii) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (iii) [x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2, SADABS and SAINT. 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: DIAMOND (Brandenburg, 2006[Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]) and Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: AA2086 ).


Acknowledgements

We thank the Deutsche Forschungsgemeinschaft and the Government of Lower Saxony for their financial support in the acquisition of the diffractometer.

References

Alcock, N. W., Culver, J. & Roe, S. M. (1992). J. Chem. Soc. Dalton Trans. pp. 1477-1484.  [CrossRef]
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Lockhart, T. R., Calabrese, J. C. & Davidson, F. (1987). Organometallics, 6, 2479-2483.  [CrossRef] [ChemPort]
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.  [ISI] [CrossRef] [ChemPort] [details]
Mistry, F., Rettig, S. J., Trotter, J. & Aubke, F. (1995). Z. Anorg. Allg. Chem. 621, 1875-1882.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Tiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1-23.  [CrossRef] [ChemPort] [ISI]


Acta Cryst (2013). E69, m254  [ doi:10.1107/S1600536813009185 ]

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