catena-Poly[[trimethyl­tin(IV)]-μ-(1,1′-binaphthyl-2,2′-diyl phospho­nato)]

Jianjun Wu; Rufen Zhang

doi:10.1107/S160053680905291X

. 2009 Dec 12;66(Pt 1):m63. doi: 10.1107/S160053680905291X

catena-Poly[[trimethyltin(IV)]-μ-(1,1′-binaphthyl-2,2′-diyl phosphonato)]

Jianjun Wu ^a, Rufen Zhang ^a,^*

PMCID: PMC2980144 PMID: 21579958

Abstract

In the title polymeric coordination compound, [Sn(CH₃)₃(C₂₀H₁₂O₄P)]_n, the Sn atom exhibits a distorted trigonal-bipyramidal coordination geometry with the phosphate O atoms of the 1,1′-binaphthyl-2,2′-diyl phosphonate ligands in axial positions and equatorial sites occupied by the three methyl groups. Adjacent Sn atoms are bridged by coordination to the two O atoms of each 1,1′-binaphthyl-2,2′-diyl phosphonate ligand, forming a one-dimensional chain structure parallel to the b axis.

Related literature

For the biological activity of organotin compounds, see: Dubey & Roy (2003 ▶). For related structures, see: Wang et al. (2007 ▶); Ma et al. (2006 ▶).

Experimental

Crystal data

[Sn(CH₃)₃(C₂₀H₁₂O₄P)]
M _r = 511.06
Monoclinic,
a = 18.312 (2) Å
b = 10.665 (2) Å
c = 11.3361 (18) Å
β = 92.856 (2)°
V = 2211.2 (6) Å³
Z = 4
Mo Kα radiation
μ = 1.25 mm⁻¹
T = 298 K
0.42 × 0.21 × 0.13 mm

Data collection

Siemens SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.621, T _max = 0.854
11194 measured reflections
3892 independent reflections
2695 reflections with I > 2σ(I)
R _int = 0.050

Refinement

R[F ² > 2σ(F ²)] = 0.036
wR(F ²) = 0.085
S = 1.00
3892 reflections
262 parameters
H-atom parameters constrained
Δρ_max = 0.76 e Å⁻³
Δρ_min = −0.55 e Å⁻³

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680905291X/sj2705sup1.cif

e-66-00m63-sup1.cif^{(20.6KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S160053680905291X/sj2705Isup2.hkl

e-66-00m63-Isup2.hkl^{(190.8KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected bond lengths (Å).

Sn1—C21	2.101 (5)
Sn1—C22	2.113 (5)
Sn1—C23	2.123 (5)
Sn1—O3	2.253 (3)
Sn1—O4ⁱ	2.262 (3)

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Symmetry code: (i) Inline graphic .

Acknowledgments

We thank the National Natural Science Foundation of China (20971096) for financial support.

supplementary crystallographic information

Comment

In recent years, organotin complexes have been attracting more and more attention due to their wide industrial applications and biological activities (Dubey & Roy, 2003). As a part of our ongoing investigations in this field we have synthesized the title compound and present its crystal structure here. The title compound, which is shown in Fig.1, forms an extended one-dimensional chain structure arising from Sn—O bridges formed by the 1,1'-binaphthyl-2,2'-diyl phosphonate ligands. The Sn—O bond distances in the compound (Sn(1)—O(3) = 2.253 (3) Å; Sn(1)—O(4)#1 = 2.262 (3) Å; symmetry code (#1): #1 - x,y + 1/2,-z + 3/2) are comparable to those found in related organotin carboxylates (Ma et al. 2006, Wang et al. 2007). The Sn atom assumes a slightly distorted trigonal-bipyramidal coordination geometry, provided by and three methyl groups in the equatorial positions and two O atoms of symmetry related phosphate groups in the axial positions.

Experimental

1,1'-Binaphthyl-2,2'-diyl phosphonate acid (1 mmol) and sodium ethoxide (1.2 mmol) were added to a stirred solution of benzene (30 ml) in a Schlenk flask and stirred for 0.5 h under nitrogen. Trimethyltin chloride (1 mmol) was then added to the reactor and the reaction mixture was stirred for 12 h at room temperature. The resulting clear solution was evaporated under vacuum. The product was crystallized from a solution of diethyl ether to yield colourless blocks of the title compound (yield 83%). Anal. Calcd (%) for C₂₃H₂₁O₄P₁Sn₁ (Mr = 511.06): C, 54.05; H, 4.14. Found (%): C, 54.51; H, 4.64.