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Volume 64 
Part 7 
Pages m946-m947  
July 2008  

Received 11 June 2008
Accepted 17 June 2008
Online 21 June 2008

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Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
R = 0.027
wR = 0.091
Data-to-parameter ratio = 16.8
Details
Open access

Bis[2-(3-chlorobenzylidene)propanoato-[kappa]2O,O']diethyltin(IV)

Niaz Muhammad,a* M. Nawaz Tahir,b Saqib Alia and Zia-ur-Rehmana

aDepartment of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan, and bUniversity of Sargodha, Department of Physics, Sagrodha, Pakistan
Correspondence e-mail: dmntahir_uos@yahoo.com

In the molecule of the title compound, [Sn(C2H5)2(C10H8ClO2)2], the Sn atom is six-coordinated in a distorted tetragonal-bipyramidal configuration by four O atoms in the equatorial plane and two C atoms in the axial positions. Intramolecular C-H...O hydrogen bonds result in the formation of two planar and two non-planar five-membered rings; the latter adopt envelope conformations. There are weak [pi]-[pi] interactions between aromatic rings, with centroid-to-centroid distances of 3.796 (2) and 4.171 (2) Å. There is also a single C-Cl...[pi] interaction [C-Cl = 1.740 (4), Cl...[pi] = 3.795 (2) C...[pi] = 3.697 (4) Åand C-Cl...\p =73.45 (11)°].

Related literature

For general background, see: Xie et al. (1996[Xie, Q., Yang, Z. & Jiang, L. (1996). Main Group Met. Chem. 19, 509-520.]); Nath et al. (2001[Nath, M., Pokharia, S. & Yadav, R. (2001). Coord. Chem. Rev. 215, 99-149.]); Crowe (1989[Crowe, A. J. (1989). Metal-Based Antitumour Drugs, 1, 103-149.]); Gielen et al. (2000[Gielen, M., Biesemans, M., de Vos, D. & Willem, R. (2000). J. Inorg. Biochem. 79, 139-145.]). For related literature, see: Hanif et al. (2007[Hanif, M., Hussain, M., Ali, S., Bhatti, M. H. & Evans, H. S. (2007). Anal. Sci. 23, x165-x166.]); Parvez et al. (1997[Parvez, M., Ali, S., Masood, T. M., Mazhar, M. & Danish, M. (1997). Acta Cryst. C53, 1211-1213.]).

[Scheme 1]

Experimental

Crystal data

  • [Sn(C2H5)2(C10H8ClO2)2]

  • Mr = 568.04

  • Triclinic, [P \overline 1]

  • a = 7.5171 (3) Å

  • b = 12.8388 (5) Å

  • c = 12.8712 (5) Å

  • [alpha] = 98.724 (2)°

  • [beta] = 92.250 (2)°

  • [gamma] = 100.148 (2)°

  • V = 1205.84 (8) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 1.31 mm-1

  • T = 296 (2) K

  • 0.25 × 0.18 × 0.15 mm
Data collection

  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.]) Tmin = 0.756, Tmax = 0.819

  • 20475 measured reflections

  • 4718 independent reflections

  • 4364 reflections with I > 2[sigma](I)

  • Rint = 0.030
Refinement

  • R[F2 > 2[sigma](F2)] = 0.027

  • wR(F2) = 0.090

  • S = 1.23

  • 4718 reflections

  • 281 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.19 e Å-3

  • [Delta][rho]min = -0.70 e Å-3

Table 1
Selected geometric parameters (Å, °)

Sn-C1 2.110 (3)
Sn-C3 2.113 (4)
Sn-O3 2.1342 (19)
Sn-O1 2.137 (2)
Sn-O2 2.477 (2)
Sn-O4 2.556 (2)
C1-Sn-C3 154.28 (15)
C1-Sn-O3 98.88 (12)
C3-Sn-O3 101.22 (13)
C1-Sn-O1 98.94 (11)
C3-Sn-O1 99.02 (12)
O3-Sn-O1 83.85 (8)
C1-Sn-O2 86.19 (12)
C3-Sn-O2 88.69 (13)
O3-Sn-O2 139.87 (8)
O1-Sn-O2 56.10 (7)
C1-Sn-O4 89.58 (11)
C3-Sn-O4 89.11 (12)
O3-Sn-O4 54.58 (7)
O1-Sn-O4 138.42 (7)
O2-Sn-O4 165.46 (7)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C7-H7A...O2 0.96 2.31 2.780 (5) 109
C8-H8...O1 0.93 2.30 2.736 (3) 108
C17-H17A...O3 0.96 2.31 2.749 (4) 107
C18-H18...O4 0.93 2.37 2.785 (3) 107

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc. Madison, Wisconsin, USA.]); cell refinement: APEX2; data reduction: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc. Madison, Wisconsin, USA.]); 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, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HK2473 ).

Acknowledgements

The authors acknowledge the Higher Education Commision, Islamabad, Pakistan, for funding the purchase of the diffractometer and for financial support to NM for a PhD under the Indigenous Scholarship Scheme.

References

Bruker (2005). SADABS. Bruker AXS Inc. Madison, Wisconsin, USA.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc. Madison, Wisconsin, USA.
Crowe, A. J. (1989). Metal-Based Antitumour Drugs, 1, 103-149.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Gielen, M., Biesemans, M., de Vos, D. & Willem, R. (2000). J. Inorg. Biochem. 79, 139-145.  [CrossRef] [PubMed] [ChemPort]
Hanif, M., Hussain, M., Ali, S., Bhatti, M. H. & Evans, H. S. (2007). Anal. Sci. 23, x165-x166.  [ChemPort]
Nath, M., Pokharia, S. & Yadav, R. (2001). Coord. Chem. Rev. 215, 99-149.  [ISI] [CrossRef] [ChemPort]
Parvez, M., Ali, S., Masood, T. M., Mazhar, M. & Danish, M. (1997). Acta Cryst. C53, 1211-1213.  [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Xie, Q., Yang, Z. & Jiang, L. (1996). Main Group Met. Chem. 19, 509-520.  [ChemPort]

Acta Cryst (2008). E64, m946-m947   [ doi:10.1107/S1600536808018321 ]

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