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The title compound, [Sn(C2HCl2O2)(C2H5)(C6H5)2]n, adopts a carboxyl­ate-bridged zigzag motif that runs along the c axis of the monoclinic unit cell. The metal center shows trans-C3SnO2 trigonal–bipyramidal coordination.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806034672/xu2117sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806034672/xu2117Isup2.hkl
Contains datablock I

CCDC reference: 625038

Key indicators

  • Single-crystal X-ray study
  • T = 173 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.017
  • wR factor = 0.059
  • Data-to-parameter ratio = 14.1

checkCIF/PLATON results

No syntax errors found



Alert level G REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 27.50 From the CIF: _reflns_number_total 2650 Count of symmetry unique reflns 1945 Completeness (_total/calc) 136.25% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 705 Fraction of Friedel pairs measured 0.362 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 0 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEXII (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: initial atomic coordinates were taken from the structure of the monochloroacetate analog (Amini et al., 2006); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97.

catena-Poly[[ethyldiphenyltin(IV)]-µ-dichloroacetato-κ2O:O'] top
Crystal data top
[Sn(C2HCl2O2)(C2H5)(C6H5)2]F(000) = 848
Mr = 429.88Dx = 1.691 Mg m3
Monoclinic, CcMelting point = 418–419 K
Hall symbol: C -2ycMo Kα radiation, λ = 0.71073 Å
a = 12.5470 (6) ÅCell parameters from 5205 reflections
b = 12.0008 (5) Åθ = 2.5–29.8°
c = 11.2363 (4) ŵ = 1.83 mm1
β = 93.452 (1)°T = 173 K
V = 1688.83 (12) Å3Block, colorless
Z = 40.36 × 0.18 × 0.10 mm
Data collection top
Bruker APEX-II CCD area-detector
diffractometer
2650 independent reflections
Radiation source: fine-focus sealed tube2625 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.015
φ and ω scansθmax = 27.5°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1616
Tmin = 0.648, Tmax = 0.838k = 1515
4353 measured reflectionsl = 714
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.017H-atom parameters constrained
wR(F2) = 0.059 w = 1/[σ2(Fo2) + (0.0414P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.20(Δ/σ)max = 0.001
2650 reflectionsΔρmax = 0.56 e Å3
188 parametersΔρmin = 0.81 e Å3
2 restraintsAbsolute structure: Flack (1983), 743 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.04 (2)
Special details top

Experimental. 1H NMR (in CDCl3, δ): CH3 (1.46–1.51, triplet), CH2 (1.81–1.89, quartet), C6H5 (7.47–7.77, multiplet) and CHCl2 (6.01). 13C NMR (in CDCl3, δ): 9.6, 9.7, 128.3, 129.1, 130.5, 135.5, 136.5, and 137.9. 119Sn NMR (in CDCl3, δ): 11.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.50000 (1)0.5491 (1)0.5000 (1)0.01537 (7)
Cl10.63719 (8)0.83252 (7)0.76804 (9)0.02974 (19)
Cl20.4768 (1)0.78285 (9)0.9351 (1)0.0469 (3)
O10.5139 (2)0.6584 (2)0.6575 (2)0.0193 (4)
O20.4973 (2)0.5468 (2)0.8140 (3)0.0201 (6)
C10.5031 (3)0.6958 (3)0.3945 (3)0.0169 (6)
C20.4234 (2)0.7143 (3)0.3054 (3)0.0203 (6)
C30.4227 (3)0.8114 (3)0.2367 (3)0.0259 (7)
C40.5032 (3)0.8884 (3)0.2546 (3)0.0281 (8)
C50.5839 (3)0.8712 (3)0.3432 (4)0.0284 (8)
C60.5831 (3)0.7749 (3)0.4135 (3)0.0220 (6)
C70.6505 (3)0.4764 (3)0.5462 (3)0.0167 (6)
C80.6645 (3)0.4000 (3)0.6397 (3)0.0206 (6)
C90.7644 (3)0.3516 (3)0.6661 (3)0.0259 (7)
C100.8496 (3)0.3788 (3)0.5993 (3)0.0258 (7)
C110.8367 (3)0.4545 (3)0.5063 (4)0.0243 (8)
C120.7376 (3)0.5031 (3)0.4805 (3)0.0201 (6)
C130.3492 (3)0.4753 (3)0.5280 (4)0.0243 (7)
C140.2719 (3)0.5498 (3)0.5892 (5)0.034 (1)
C150.5245 (2)0.6352 (2)0.7665 (3)0.0168 (6)
C160.5757 (3)0.7258 (3)0.8480 (3)0.0235 (7)
H20.36880.66030.29100.024*
H30.36650.82410.17770.031*
H40.50370.95340.20640.034*
H50.63930.92460.35590.034*
H60.63760.76360.47470.026*
H80.60590.38100.68550.025*
H90.77380.29990.72990.031*
H100.91740.34550.61720.031*
H110.89540.47300.46050.029*
H120.72910.55530.41710.024*
H13a0.31570.45230.44990.029*
H13b0.36120.40710.57660.029*
H14a0.20480.50960.59820.051*
H14b0.25780.61690.54110.051*
H14c0.30300.57110.66810.051*
H160.63130.68990.90280.028*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.0176 (1)0.0164 (1)0.0121 (1)0.0011 (1)0.0003 (1)0.0011 (1)
Cl10.0316 (4)0.0223 (4)0.0349 (5)0.0059 (3)0.0015 (4)0.0027 (3)
Cl20.0753 (8)0.0293 (5)0.0395 (6)0.0063 (5)0.0304 (6)0.0154 (4)
O10.030 (1)0.017 (1)0.011 (1)0.004 (1)0.000 (1)0.000 (1)
O20.028 (1)0.018 (1)0.014 (1)0.000 (1)0.000 (1)0.002 (1)
C10.020 (1)0.018 (2)0.012 (2)0.005 (12)0.002 (1)0.001 (1)
C20.020 (1)0.023 (2)0.018 (2)0.000 (1)0.000 (1)0.001 (1)
C30.028 (2)0.030 (2)0.019 (2)0.010 (2)0.002 (1)0.003 (1)
C40.037 (2)0.024 (2)0.024 (2)0.004 (1)0.004 (2)0.007 (1)
C50.032 (2)0.023 (2)0.031 (2)0.004 (1)0.003 (2)0.008 (2)
C60.024 (2)0.025 (2)0.017 (2)0.003 (1)0.001 (1)0.003 (1)
C70.021 (2)0.014 (1)0.015 (2)0.001 (1)0.001 (1)0.003 (1)
C80.027 (2)0.019 (1)0.016 (2)0.001 (1)0.003 (1)0.001 (1)
C90.034 (2)0.021 (2)0.022 (2)0.006 (1)0.002 (1)0.004 (1)
C100.023 (2)0.025 (2)0.029 (2)0.006 (1)0.005 (1)0.004 (1)
C110.020 (2)0.024 (2)0.030 (2)0.001 (1)0.005 (2)0.004 (1)
C120.026 (2)0.015 (2)0.020 (2)0.002 (1)0.000 (1)0.001 (1)
C130.024 (2)0.026 (2)0.023 (2)0.001 (1)0.004 (2)0.002 (2)
C140.022 (2)0.038 (2)0.041 (3)0.001 (1)0.010 (2)0.005 (2)
C150.019 (1)0.017 (1)0.014 (2)0.006 (1)0.001 (1)0.000 (1)
C160.034 (2)0.016 (1)0.020 (2)0.001 (1)0.005 (1)0.001 (1)
Geometric parameters (Å, º) top
Sn1—C12.124 (3)C11—C121.388 (5)
Sn1—C72.116 (3)C13—C141.514 (6)
Sn1—C132.129 (4)C15—C161.537 (4)
Sn1—O12.201 (2)C2—H20.95
Sn1—O2i2.384 (3)C3—H30.95
Cl1—C161.769 (4)C4—H40.95
Cl2—C161.764 (4)C5—H50.95
O1—C151.255 (4)C6—H60.95
O2—C151.244 (4)C8—H80.95
C1—C21.389 (4)C9—H90.95
C1—C61.389 (5)C10—H100.95
C2—C31.397 (5)C11—H110.95
C3—C41.375 (5)C12—H120.95
C4—C51.392 (5)C13—H13a0.99
C5—C61.401 (5)C13—H13b0.99
C7—C121.393 (5)C14—H14a0.98
C7—C81.397 (5)C14—H14b0.98
C8—C91.398 (5)C14—H14c0.98
C9—C101.382 (5)C16—H161.00
C10—C111.386 (6)
C1—Sn1—C7115.6 (1)C1—C2—H2119.6
C1—Sn1—C13118.2 (1)C3—C2—H2119.6
C1—Sn1—O187.2 (1)C4—C3—H3120.0
C1—Sn1—O2i84.9 (1)C2—C3—H3120.0
C7—Sn1—C13125.5 (1)C3—C4—H4120.0
C7—Sn1—O191.3 (1)C5—C4—H4120.0
C7—Sn1—O2i88.9 (1)C4—C5—H5120.1
C13—Sn1—O199.0 (1)C6—C5—H5120.1
C13—Sn1—O2i87.9 (1)C1—C6—H6119.8
O1—Sn1—O2i171.3 (1)C5—C6—H6119.8
C15—O1—Sn1130.6 (2)C7—C8—H8119.9
C15—O2—Sn1ii142.9 (2)C9—C8—H8119.9
C2—C1—C6118.9 (3)C10—C9—H9120.0
C2—C1—Sn1119.9 (2)C8—C9—H9120.0
C6—C1—Sn1121.2 (2)C9—C10—H10119.8
C1—C2—C3120.8 (3)C11—C10—H10119.8
C4—C3—C2120.0 (3)C10—C11—H11120.2
C3—C4—C5120.1 (3)C12—C11—H11120.2
C4—C5—C6119.7 (3)C11—C12—H12119.5
C1—C6—C5120.5 (3)C7—C12—H12119.5
C12—C7—C8118.8 (3)C14—C13—H13a108.5
C12—C7—Sn1119.5 (3)Sn1—C13—H13a108.5
C8—C7—Sn1121.7 (3)C14—C13—H13b108.5
C7—C8—C9120.2 (3)Sn1—C13—H13b108.5
C10—C9—C8120.0 (3)H13a—C13—H13b107.5
C9—C10—C11120.3 (3)C13—C14—H14a109.5
C10—C11—C12119.7 (4)C13—C14—H14b109.5
C11—C12—C7120.9 (3)H14a—C14—H14b109.5
C14—C13—Sn1114.9 (3)C13—C14—H14c109.5
O2—C15—O1126.3 (3)H14a—C14—H14c109.5
O2—C15—C16117.5 (3)H14b—C14—H14c109.5
O1—C15—C16116.2 (3)C15—C16—H16108.3
C15—C16—Cl2108.8 (2)Cl2—C16—H16108.3
C15—C16—Cl1112.9 (3)Cl1—C16—H16108.3
Cl2—C16—Cl1110.1 (2)
C7—Sn1—O1—C1559.5 (3)C13—Sn1—C7—C827.4 (3)
C1—Sn1—O1—C15175.1 (3)O1—Sn1—C7—C874.6 (3)
C13—Sn1—O1—C1566.7 (3)O2i—Sn1—C7—C8114.1 (3)
C7—Sn1—C1—C2142.5 (3)C12—C7—C8—C90.1 (5)
C13—Sn1—C1—C228.7 (3)Sn1—C7—C8—C9178.5 (3)
O1—Sn1—C1—C2127.5 (3)C7—C8—C9—C100.3 (5)
O2i—Sn1—C1—C256.1 (3)C8—C9—C10—C110.3 (5)
C7—Sn1—C1—C638.2 (3)C9—C10—C11—C120.0 (6)
C13—Sn1—C1—C6150.6 (3)C10—C11—C12—C70.4 (5)
O1—Sn1—C1—C651.8 (3)C8—C7—C12—C110.5 (5)
O2i—Sn1—C1—C6124.6 (3)Sn1—C7—C12—C11178.2 (3)
C6—C1—C2—C30.7 (5)C7—Sn1—C13—C14129.9 (3)
Sn1—C1—C2—C3178.6 (2)C1—Sn1—C13—C1459.8 (4)
C1—C2—C3—C41.9 (5)O1—Sn1—C13—C1431.9 (4)
C2—C3—C4—C51.7 (6)O2i—Sn1—C13—C14142.9 (4)
C3—C4—C5—C60.4 (6)Sn1ii—O2—C15—O1176.6 (3)
C2—C1—C6—C50.6 (5)Sn1ii—O2—C15—C163.7 (5)
Sn1—C1—C6—C5180.0 (3)Sn1—O1—C15—O224.0 (5)
C4—C5—C6—C10.8 (6)Sn1—O1—C15—C16156.3 (2)
C1—Sn1—C7—C1219.3 (3)O2—C15—C16—Cl270.8 (3)
C13—Sn1—C7—C12151.2 (3)O1—C15—C16—Cl2109.0 (3)
O1—Sn1—C7—C12106.8 (3)O2—C15—C16—Cl1166.7 (2)
O2i—Sn1—C7—C1264.5 (3)O1—C15—C16—Cl113.6 (4)
C1—Sn1—C7—C8162.1 (3)
Symmetry codes: (i) x, y+1, z1/2; (ii) x, y+1, z+1/2.
 

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