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The mol­ecule of the title compound, [Sn2(C10H13)6(C8F4O4)], has crystallographic twofold symmetry. The Sn atoms are four-coordinate in a tetrahedral geometry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804027229/tk6194sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804027229/tk6194Isup2.hkl
Contains datablock I

CCDC reference: 258630

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.028
  • wR factor = 0.068
  • Data-to-parameter ratio = 19.9

checkCIF/PLATON results

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Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.759 0.935 Tmin' and Tmax expected: 0.855 0.934 RR' = 0.887 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.88 PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.52 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.60 Ratio PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for C15
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.50 From the CIF: _reflns_number_total 7137 Count of symmetry unique reflns 3795 Completeness (_total/calc) 188.06% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 3342 Fraction of Friedel pairs measured 0.881 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 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 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

µ-3,4,5,6-Tetrafluorophthalato-bis[tris(2-methyl-2-phenylpropyl)tin(IV)] top
Crystal data top
[Sn2(C10H13)6(C8F4O4)]F(000) = 1308
Mr = 1272.68Dx = 1.344 Mg m3
Monoclinic, C2Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C 2yCell parameters from 8235 reflections
a = 14.4124 (6) Åθ = 2.2–24.4°
b = 12.5830 (6) ŵ = 0.85 mm1
c = 17.9361 (8) ÅT = 295 K
β = 104.833 (1)°Plate, colorless
V = 3144.3 (2) Å30.18 × 0.15 × 0.08 mm
Z = 2
Data collection top
Bruker APEX area-detector
diffractometer
7137 independent reflections
Radiation source: fine-focus sealed tube6453 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.030
φ and ω scansθmax = 27.5°, θmin = 2.2°
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
h = 1818
Tmin = 0.759, Tmax = 0.935k = 1616
18250 measured reflectionsl = 2323
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)] = 0.028H-atom parameters constrained
wR(F2) = 0.068 w = 1/[σ2(Fo2) + (0.0386P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.99(Δ/σ)max = 0.003
7137 reflectionsΔρmax = 0.58 e Å3
358 parametersΔρmin = 0.23 e Å3
1 restraintAbsolute structure: Flack (1983), 3565 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.03 (2)
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.60500 (1)0.50000 (2)0.20203 (1)0.04589 (6)
F10.6248 (2)0.1450 (2)0.1409 (1)0.0758 (5)
F20.5631 (2)0.0389 (2)0.0701 (2)0.1042 (9)
O10.5539 (2)0.3608 (2)0.1426 (1)0.0543 (6)
O20.6108 (2)0.4091 (2)0.0443 (1)0.0823 (8)
C10.7581 (2)0.4881 (4)0.2206 (2)0.0637 (8)
C20.8128 (2)0.5823 (3)0.1985 (2)0.0706 (9)
C30.7897 (3)0.5892 (4)0.1103 (2)0.0941 (13)
C40.9211 (3)0.5613 (4)0.2296 (3)0.1007 (14)
C50.7874 (3)0.6854 (3)0.2353 (2)0.0719 (9)
C60.7643 (4)0.7786 (4)0.1947 (3)0.1013 (15)
C70.7429 (4)0.8707 (4)0.2292 (4)0.1185 (19)
C80.7466 (4)0.8704 (4)0.3050 (4)0.1193 (19)
C90.7679 (3)0.7800 (5)0.3477 (3)0.1016 (15)
C100.7880 (3)0.6875 (4)0.3127 (2)0.0801 (10)
C110.5459 (2)0.4571 (3)0.2964 (2)0.0582 (8)
C120.6020 (2)0.3816 (3)0.3593 (2)0.0588 (8)
C130.5341 (3)0.3456 (4)0.4085 (2)0.0902 (13)
C140.6316 (3)0.2824 (3)0.3220 (2)0.0690 (9)
C150.6871 (2)0.4391 (3)0.4122 (2)0.0574 (7)
C160.6732 (3)0.5325 (3)0.4484 (2)0.0869 (14)
C170.7484 (4)0.5852 (4)0.4984 (3)0.1084 (17)
C180.8380 (4)0.5442 (5)0.5141 (3)0.1041 (17)
C190.8537 (4)0.4536 (4)0.4788 (3)0.1022 (17)
C200.7787 (3)0.4007 (3)0.4287 (2)0.0757 (10)
C210.5315 (3)0.6251 (3)0.1280 (2)0.0616 (10)
C220.4305 (2)0.6559 (3)0.1348 (2)0.0605 (8)
C230.3955 (3)0.7543 (4)0.0839 (3)0.0926 (13)
C240.3624 (2)0.5630 (3)0.1051 (2)0.0694 (9)
C250.4337 (2)0.6843 (3)0.2186 (2)0.0588 (7)
C260.5043 (3)0.7499 (3)0.2611 (2)0.0817 (11)
C270.5120 (3)0.7693 (4)0.3388 (3)0.1037 (16)
C280.4479 (4)0.7278 (5)0.3731 (3)0.1106 (19)
C290.3750 (3)0.6656 (5)0.3319 (3)0.0997 (15)
C300.3675 (3)0.6453 (3)0.2551 (2)0.0755 (10)
C310.5696 (2)0.3478 (2)0.0756 (2)0.0503 (6)
C320.5319 (2)0.2441 (2)0.0370 (2)0.0461 (6)
C330.5621 (2)0.1483 (2)0.0712 (2)0.0545 (7)
C340.5319 (3)0.0532 (3)0.0355 (2)0.0657 (9)
H1a0.78520.47360.27490.076*
H1b0.77100.42650.19230.076*
H3a0.72260.60340.08990.141*
H3b0.80570.52310.08990.141*
H3c0.82650.64550.09570.141*
H4a0.93820.49830.20600.151*
H4b0.93600.55170.28450.151*
H4c0.95650.62070.21760.151*
H60.76300.77980.14260.122*
H70.72600.93230.20020.142*
H80.73450.93290.32850.143*
H90.76890.78030.39970.122*
H100.80220.62570.34180.096*
H11a0.53490.52240.32160.070*
H11b0.48350.42530.27470.070*
H13a0.56960.30470.45160.135*
H13b0.48350.30290.37760.135*
H13c0.50710.40690.42690.135*
H14a0.68120.30050.29720.104*
H14b0.57710.25470.28440.104*
H14c0.65530.22970.36090.104*
H160.61170.56090.43890.104*
H170.73730.64870.52110.130*
H180.88840.57810.54880.125*
H190.91560.42630.48820.123*
H200.79110.33780.40580.091*
H21a0.57150.68810.13800.074*
H21b0.52630.60420.07500.074*
H23a0.39640.73910.03170.139*
H23b0.43720.81330.10270.139*
H23c0.33130.77170.08590.139*
H24a0.38100.50290.13850.104*
H24b0.36570.54460.05390.104*
H24c0.29800.58330.10430.104*
H260.54750.78180.23730.098*
H270.56190.81130.36710.124*
H280.45310.74130.42500.133*
H290.33040.63700.35570.120*
H300.31670.60420.22730.091*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.04490 (9)0.05209 (9)0.04063 (8)0.0029 (1)0.0109 (1)0.0029 (1)
F10.080 (1)0.076 (1)0.060 (1)0.013 (1)0.003 (1)0.016 (1)
F20.135 (2)0.054 (1)0.115 (2)0.017 (1)0.017 (2)0.022 (1)
O10.065 (1)0.056 (1)0.042 (1)0.010 (1)0.014 (1)0.006 (1)
O20.118 (2)0.076 (2)0.059 (1)0.042 (2)0.034 (2)0.011 (1)
C10.047 (1)0.077 (2)0.066 (2)0.002 (2)0.012 (1)0.000 (2)
C20.056 (2)0.090 (2)0.069 (2)0.020 (2)0.022 (2)0.008 (2)
C30.095 (3)0.123 (4)0.074 (2)0.035 (3)0.039 (2)0.010 (2)
C40.055 (2)0.130 (4)0.120 (3)0.024 (2)0.026 (2)0.024 (3)
C50.057 (2)0.077 (2)0.083 (2)0.024 (2)0.019 (2)0.005 (2)
C60.106 (3)0.083 (3)0.111 (4)0.035 (3)0.020 (3)0.005 (3)
C70.126 (5)0.069 (3)0.155 (6)0.027 (3)0.025 (4)0.000 (3)
C80.105 (4)0.082 (3)0.170 (6)0.024 (3)0.032 (4)0.036 (4)
C90.087 (3)0.112 (4)0.109 (4)0.018 (3)0.030 (3)0.032 (3)
C100.072 (2)0.088 (3)0.081 (3)0.011 (2)0.021 (2)0.014 (2)
C110.048 (2)0.084 (2)0.043 (1)0.011 (1)0.012 (1)0.004 (1)
C120.054 (2)0.079 (2)0.042 (2)0.001 (2)0.011 (1)0.005 (1)
C130.076 (2)0.134 (4)0.064 (2)0.010 (2)0.024 (2)0.026 (2)
C140.074 (2)0.063 (2)0.063 (2)0.005 (2)0.005 (2)0.005 (2)
C150.061 (2)0.072 (2)0.038 (1)0.006 (2)0.009 (1)0.001 (1)
C160.081 (2)0.109 (4)0.067 (2)0.021 (2)0.012 (2)0.025 (2)
C170.126 (4)0.116 (4)0.072 (3)0.011 (3)0.004 (3)0.045 (3)
C180.107 (4)0.107 (3)0.080 (3)0.015 (3)0.010 (3)0.029 (3)
C190.068 (3)0.109 (3)0.107 (4)0.010 (2)0.019 (3)0.011 (3)
C200.065 (2)0.072 (2)0.078 (2)0.009 (2)0.003 (2)0.010 (2)
C210.074 (2)0.058 (2)0.054 (2)0.000 (2)0.018 (2)0.005 (2)
C220.061 (2)0.056 (2)0.063 (2)0.010 (1)0.011 (2)0.001 (1)
C230.101 (3)0.082 (3)0.088 (3)0.023 (2)0.012 (2)0.017 (2)
C240.061 (2)0.081 (2)0.061 (2)0.001 (2)0.006 (2)0.018 (2)
C250.056 (2)0.054 (2)0.064 (2)0.012 (1)0.010 (2)0.010 (1)
C260.072 (2)0.084 (2)0.086 (3)0.005 (2)0.014 (2)0.026 (2)
C270.085 (3)0.123 (4)0.092 (3)0.012 (3)0.003 (3)0.051 (3)
C280.097 (3)0.158 (5)0.071 (3)0.040 (3)0.010 (3)0.050 (3)
C290.085 (3)0.138 (4)0.086 (3)0.028 (3)0.039 (2)0.025 (3)
C300.060 (2)0.086 (2)0.080 (2)0.013 (2)0.017 (2)0.020 (2)
C310.058 (2)0.050 (2)0.040 (1)0.005 (1)0.007 (1)0.002 (1)
C320.046 (1)0.051 (1)0.043 (1)0.001 (1)0.014 (1)0.001 (1)
C330.055 (2)0.057 (2)0.050 (2)0.003 (1)0.012 (1)0.008 (1)
C340.076 (2)0.047 (2)0.076 (2)0.009 (2)0.023 (2)0.010 (2)
Geometric parameters (Å, º) top
Sn1—O12.085 (2)C33—C341.375 (5)
Sn1—C12.151 (3)C34—C34i1.366 (8)
Sn1—C112.149 (3)C1—H1a0.97
Sn1—C212.155 (4)C1—H1b0.97
F1—C331.342 (3)C3—H3a0.96
F2—C341.338 (4)C3—H3b0.96
O1—C311.287 (4)C3—H3c0.96
O2—C311.198 (4)C4—H4a0.96
C1—C21.531 (5)C4—H4b0.96
C2—C31.535 (5)C4—H4c0.96
C2—C41.539 (5)C6—H60.93
C2—C51.542 (5)C7—H70.93
C5—C61.375 (6)C8—H80.93
C5—C101.387 (5)C9—H90.93
C6—C71.385 (8)C10—H100.93
C7—C81.347 (8)C11—H11a0.97
C8—C91.362 (8)C11—H11b0.97
C9—C101.387 (7)C13—H13a0.96
C11—C121.536 (4)C13—H13b0.96
C12—C151.527 (5)C13—H13c0.96
C12—C141.527 (5)C14—H14a0.96
C12—C131.544 (5)C14—H14b0.96
C15—C201.366 (5)C14—H14c0.96
C15—C161.381 (5)C16—H160.93
C16—C171.386 (6)C17—H170.93
C17—C181.351 (7)C18—H180.93
C18—C191.351 (7)C19—H190.93
C19—C201.386 (6)C20—H200.93
C21—C221.541 (5)C21—H21a0.97
C22—C241.531 (5)C21—H21b0.97
C22—C251.533 (4)C23—H23a0.96
C22—C231.544 (5)C23—H23b0.96
C25—C301.378 (5)C23—H23c0.96
C25—C261.379 (5)C24—H24a0.96
C26—C271.392 (6)C24—H24b0.96
C27—C281.341 (7)C24—H24c0.96
C28—C291.365 (7)C26—H260.93
C29—C301.378 (6)C27—H270.93
C31—C321.511 (4)C28—H280.93
C32—C331.372 (4)C29—H290.93
C32—C32i1.409 (5)C30—H300.93
O1—Sn1—C1103.5 (2)H3a—C3—H3c109.5
O1—Sn1—C1191.9 (1)H3b—C3—H3c109.5
O1—Sn1—C21104.2 (1)C2—C4—H4a109.5
C1—Sn1—C11117.3 (1)C2—C4—H4b109.5
C1—Sn1—C21118.0 (2)H4a—C4—H4b109.5
C11—Sn1—C21116.0 (1)C2—C4—H4c109.5
C31—O1—Sn1117.4 (2)H4a—C4—H4c109.5
C2—C1—Sn1118.8 (3)H4b—C4—H4c109.5
C1—C2—C3108.7 (3)C5—C6—H6119.1
C1—C2—C4108.4 (3)C7—C6—H6119.1
C3—C2—C4108.3 (3)C8—C7—H7120.2
C1—C2—C5110.3 (3)C6—C7—H7120.2
C3—C2—C5112.4 (4)C7—C8—H8119.5
C4—C2—C5108.6 (3)C9—C8—H8119.5
C6—C5—C10116.9 (4)C8—C9—H9120.4
C6—C5—C2122.9 (4)C10—C9—H9120.4
C10—C5—C2120.2 (4)C5—C10—H10119.3
C5—C6—C7121.9 (5)C9—C10—H10119.3
C8—C7—C6119.5 (5)C12—C11—H11a107.4
C7—C8—C9121.0 (5)Sn1—C11—H11a107.4
C8—C9—C10119.3 (5)C12—C11—H11b107.4
C5—C10—C9121.4 (5)Sn1—C11—H11b107.4
C12—C11—Sn1119.5 (2)H11a—C11—H11b107.0
C15—C12—C14112.9 (3)C12—C13—H13a109.5
C15—C12—C11110.6 (3)C12—C13—H13b109.5
C14—C12—C11109.7 (3)H13a—C13—H13b109.5
C15—C12—C13108.0 (3)C12—C13—H13c109.5
C14—C12—C13107.4 (3)H13a—C13—H13c109.5
C11—C12—C13108.0 (3)H13b—C13—H13c109.5
C20—C15—C16116.6 (3)C12—C14—H14a109.5
C20—C15—C12123.0 (3)C12—C14—H14b109.5
C16—C15—C12120.4 (3)H14a—C14—H14b109.5
C15—C16—C17121.8 (4)C12—C14—H14c109.5
C18—C17—C16120.0 (4)H14a—C14—H14c109.5
C17—C18—C19119.3 (5)H14b—C14—H14c109.5
C18—C19—C20120.8 (5)C15—C16—H16119.1
C15—C20—C19121.4 (4)C17—C16—H16119.1
C22—C21—Sn1117.4 (3)C18—C17—H17120.0
C24—C22—C25112.0 (3)C16—C17—H17120.0
C24—C22—C21108.3 (3)C17—C18—H18120.3
C25—C22—C21110.1 (3)C19—C18—H18120.3
C24—C22—C23108.9 (3)C18—C19—H19119.6
C25—C22—C23108.4 (3)C20—C19—H19119.6
C21—C22—C23109.1 (3)C15—C20—H20119.3
C30—C25—C26116.9 (3)C19—C20—H20119.3
C30—C25—C22122.1 (3)C22—C21—H21a108.0
C26—C25—C22120.9 (3)Sn1—C21—H21a108.0
C25—C26—C27121.2 (4)C22—C21—H21b108.0
C28—C27—C26120.2 (4)Sn1—C21—H21b108.0
C27—C28—C29120.0 (4)H21a—C21—H21b107.2
C28—C29—C30120.0 (5)C22—C23—H23a109.5
C25—C30—C29121.5 (4)C22—C23—H23b109.5
O2—C31—O1125.6 (3)H23a—C23—H23b109.5
O2—C31—C32120.2 (3)C22—C23—H23c109.5
O1—C31—C32114.2 (3)H23a—C23—H23c109.5
C33—C32—C32i118.5 (2)H23b—C23—H23c109.5
C33—C32—C31121.2 (2)C22—C24—H24a109.5
C32i—C32—C31120.2 (2)C22—C24—H24b109.5
F1—C33—C32120.3 (3)H24a—C24—H24b109.5
F1—C33—C34117.7 (3)C22—C24—H24c109.5
C32—C33—C34122.0 (3)H24a—C24—H24c109.5
F2—C34—C34i120.0 (2)H24b—C24—H24c109.5
F2—C34—C33120.6 (3)C25—C26—H26119.4
C34i—C34—C33119.5 (2)C27—C26—H26119.4
C2—C1—H1a107.6C28—C27—H27119.9
Sn1—C1—H1a107.6C26—C27—H27119.9
C2—C1—H1b107.6C27—C28—H28120.0
Sn1—C1—H1b107.6C29—C28—H28120.0
H1a—C1—H1b107.0C28—C29—H29120.0
C2—C3—H3a109.5C30—C29—H29120.0
C2—C3—H3b109.5C25—C30—H30119.2
H3a—C3—H3b109.5C29—C30—H30119.2
C2—C3—H3c109.5
C11—Sn1—O1—C31178.2 (2)C17—C18—C19—C202.0 (8)
C1—Sn1—O1—C3163.1 (3)C16—C15—C20—C190.3 (6)
C21—Sn1—O1—C3160.9 (3)C12—C15—C20—C19178.1 (4)
O1—Sn1—C1—C2129.6 (3)C18—C19—C20—C151.1 (8)
C11—Sn1—C1—C2131.0 (2)O1—Sn1—C21—C2284.8 (3)
C21—Sn1—C1—C215.2 (3)C11—Sn1—C21—C2214.4 (3)
Sn1—C1—C2—C371.7 (4)C1—Sn1—C21—C22161.1 (3)
Sn1—C1—C2—C4170.8 (3)Sn1—C21—C22—C2467.9 (3)
Sn1—C1—C2—C551.9 (4)Sn1—C21—C22—C2554.9 (4)
C1—C2—C5—C6133.0 (4)Sn1—C21—C22—C23173.8 (3)
C3—C2—C5—C611.6 (5)C24—C22—C25—C3012.9 (4)
C4—C2—C5—C6108.3 (4)C21—C22—C25—C30133.5 (4)
C1—C2—C5—C1047.6 (4)C23—C22—C25—C30107.3 (4)
C3—C2—C5—C10169.1 (3)C24—C22—C25—C26166.5 (3)
C4—C2—C5—C1071.0 (4)C21—C22—C25—C2645.9 (4)
C10—C5—C6—C70.2 (7)C23—C22—C25—C2673.4 (4)
C2—C5—C6—C7179.2 (4)C30—C25—C26—C274.5 (6)
C5—C6—C7—C81.5 (8)C22—C25—C26—C27174.9 (4)
C6—C7—C8—C92.3 (9)C25—C26—C27—C282.9 (7)
C7—C8—C9—C101.4 (8)C26—C27—C28—C290.4 (8)
C6—C5—C10—C91.1 (6)C27—C28—C29—C300.2 (7)
C2—C5—C10—C9178.3 (4)C26—C25—C30—C293.8 (6)
C8—C9—C10—C50.3 (7)C22—C25—C30—C29175.5 (4)
O1—Sn1—C11—C1282.7 (3)C28—C29—C30—C251.5 (7)
C1—Sn1—C11—C1223.6 (3)Sn1—O1—C31—O20.3 (5)
C21—Sn1—C11—C12170.5 (2)Sn1—O1—C31—C32179.0 (2)
Sn1—C11—C12—C1574.4 (3)O2—C31—C32—C33120.6 (4)
Sn1—C11—C12—C1450.8 (3)O1—C31—C32—C3358.7 (4)
Sn1—C11—C12—C13167.6 (3)O2—C31—C32—C32i56.4 (5)
C14—C12—C15—C204.6 (5)O1—C31—C32—C32i124.3 (4)
C11—C12—C15—C20128.0 (4)C32i—C32—C33—F1178.4 (3)
C13—C12—C15—C20114.0 (4)C31—C32—C33—F11.3 (4)
C14—C12—C15—C16177.7 (3)C32i—C32—C33—C340.1 (5)
C11—C12—C15—C1654.3 (4)C31—C32—C33—C34177.1 (3)
C13—C12—C15—C1663.7 (4)F1—C33—C34—F21.0 (5)
C20—C15—C16—C170.4 (6)C32—C33—C34—F2179.6 (4)
C12—C15—C16—C17178.3 (4)F1—C33—C34—C34i180.0 (4)
C15—C16—C17—C181.3 (8)C32—C33—C34—C34i1.5 (7)
C16—C17—C18—C192.0 (8)
Symmetry code: (i) x+1, y, z.
 

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