metal-organic compounds
catena-Poly[μ-trifluoroacetato-O:O′-dimethyl-4-fluorophenyltin(IV)], [(CH3)2(4–FC6H4)SnOC(O)CF3]n, exists as a helical carboxylate-bridged chain in which the Sn atom shows trans–C3SnO2 trigonal bipyramidal coordination [Sn—O 2.194 (3) and Sn←O 2.531 (3) Å].
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803019299/bt6340sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803019299/bt6340Isup2.hkl |
CCDC reference: 225652
Computing details top
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
catena-Poly[µ-trifluoroacetato-O:O'-dimethyl-4-fluorophenyltin(IV)] top
Crystal data top
[Sn(C2F3O2)(C6H4F)(CH3)2] | Dx = 1.871 Mg m−3 |
Mr = 356.87 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 9210 reflections |
a = 7.0005 (3) Å | θ = 2.3–28.3° |
b = 10.8221 (4) Å | µ = 2.05 mm−1 |
c = 16.7241 (6) Å | T = 298 K |
V = 1267.02 (8) Å3 | Parallelepiped, colorless |
Z = 4 | 0.37 × 0.34 × 0.31 mm |
F(000) = 688 |
Data collection top
Bruker APEX area-detector diffractometer | 2931 independent reflections |
Radiation source: fine-focus sealed tube | 2772 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
φ and ω scan | θmax = 28.3°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→9 |
Tmin = 0.438, Tmax = 0.529 | k = −14→14 |
10861 measured reflections | l = −21→21 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.061 | w = 1/[σ2(Fo2) + (0.0343P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.92 | (Δ/σ)max = 0.001 |
2931 reflections | Δρmax = 0.40 e Å−3 |
156 parameters | Δρmin = −0.60 e Å−3 |
0 restraints | Absolute structure: Flack parameter (Flack & Schwarzenbach, 1988) from 1181 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.03 (3) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Sn1 | 0.44921 (4) | 0.66746 (2) | 0.78563 (2) | 0.04290 (8) | |
F1 | 0.3816 (7) | 0.2106 (3) | 0.9096 (2) | 0.125 (2) | |
F2 | 0.2985 (6) | 0.3602 (3) | 0.9832 (2) | 0.096 (1) | |
F3 | 0.1186 (6) | 0.2938 (4) | 0.8942 (2) | 0.120 (1) | |
F4 | 0.2290 (5) | 1.0549 (3) | 1.0459 (2) | 0.082 (1) | |
O1 | 0.3496 (5) | 0.5175 (2) | 0.8635 (2) | 0.053 (1) | |
O2 | 0.4603 (5) | 0.3617 (2) | 0.7897 (2) | 0.061 (1) | |
C1 | 0.2576 (8) | 0.6239 (5) | 0.6930 (3) | 0.069 (1) | |
C2 | 0.7411 (6) | 0.6195 (4) | 0.7838 (3) | 0.062 (1) | |
C3 | 0.3698 (7) | 0.7969 (3) | 0.8744 (2) | 0.045 (1) | |
C4 | 0.1926 (7) | 0.8552 (4) | 0.8743 (3) | 0.059 (1) | |
C5 | 0.1437 (8) | 0.9421 (4) | 0.9328 (3) | 0.065 (1) | |
C6 | 0.2737 (9) | 0.9676 (4) | 0.9895 (3) | 0.059 (1) | |
C7 | 0.4486 (9) | 0.9131 (4) | 0.9941 (3) | 0.064 (1) | |
C8 | 0.4944 (7) | 0.8260 (4) | 0.9360 (3) | 0.060 (1) | |
C9 | 0.3802 (6) | 0.4057 (3) | 0.8481 (2) | 0.045 (1) | |
C10 | 0.2954 (8) | 0.3166 (4) | 0.9110 (3) | 0.061 (1) | |
H1a | 0.3187 | 0.5695 | 0.6556 | 0.104* | |
H1b | 0.2197 | 0.6984 | 0.6661 | 0.104* | |
H1c | 0.1469 | 0.5841 | 0.7150 | 0.104* | |
H2a | 0.7602 | 0.5451 | 0.8140 | 0.093* | |
H2b | 0.8150 | 0.6851 | 0.8069 | 0.093* | |
H2c | 0.7812 | 0.6063 | 0.7295 | 0.093* | |
H4 | 0.1047 | 0.8361 | 0.8345 | 0.071* | |
H5 | 0.0252 | 0.9809 | 0.9325 | 0.078* | |
H7 | 0.5342 | 0.9333 | 1.0346 | 0.077* | |
H8 | 0.6120 | 0.7861 | 0.9386 | 0.073* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.0487 (1) | 0.0360 (1) | 0.0440 (1) | 0.0005 (1) | 0.0041 (1) | −0.0026 (1) |
F1 | 0.206 (5) | 0.053 (2) | 0.118 (3) | 0.028 (2) | 0.088 (3) | 0.032 (2) |
F2 | 0.160 (4) | 0.075 (2) | 0.053 (2) | −0.028 (2) | 0.024 (2) | 0.000 (1) |
F3 | 0.103 (3) | 0.151 (4) | 0.107 (3) | −0.066 (3) | 0.014 (2) | 0.014 (2) |
F4 | 0.124 (3) | 0.060 (2) | 0.061 (2) | 0.003 (2) | 0.024 (2) | −0.017 (1) |
O1 | 0.070 (2) | 0.037 (2) | 0.054 (2) | −0.003 (1) | 0.015 (2) | 0.002 (1) |
O2 | 0.094 (2) | 0.038 (1) | 0.052 (2) | −0.003 (1) | 0.026 (2) | −0.005 (1) |
C1 | 0.059 (3) | 0.086 (3) | 0.063 (3) | −0.012 (3) | −0.009 (2) | −0.004 (2) |
C2 | 0.055 (2) | 0.070 (3) | 0.061 (3) | 0.001 (2) | 0.004 (3) | 0.010 (2) |
C3 | 0.060 (2) | 0.033 (2) | 0.042 (2) | −0.001 (2) | 0.009 (2) | 0.004 (1) |
C4 | 0.064 (3) | 0.057 (3) | 0.056 (2) | 0.002 (2) | −0.001 (2) | −0.006 (2) |
C5 | 0.072 (3) | 0.057 (3) | 0.067 (3) | 0.011 (2) | 0.016 (3) | −0.003 (2) |
C6 | 0.093 (4) | 0.040 (2) | 0.044 (2) | −0.004 (2) | 0.017 (2) | −0.002 (2) |
C7 | 0.083 (3) | 0.059 (3) | 0.049 (2) | −0.005 (3) | −0.006 (3) | −0.007 (2) |
C8 | 0.070 (3) | 0.053 (2) | 0.059 (2) | 0.010 (2) | −0.004 (2) | 0.001 (2) |
C9 | 0.056 (2) | 0.035 (2) | 0.045 (2) | −0.006 (2) | 0.007 (2) | −0.004 (2) |
C10 | 0.086 (3) | 0.039 (2) | 0.058 (3) | −0.014 (2) | 0.022 (2) | −0.004 (2) |
Geometric parameters (Å, º) top
Sn1—O1 | 2.194 (3) | C5—C6 | 1.342 (7) |
Sn1—O2i | 2.531 (3) | C6—C7 | 1.361 (8) |
Sn1—C1 | 2.103 (5) | C7—C8 | 1.391 (6) |
Sn1—C2 | 2.109 (5) | C9—C10 | 1.545 (6) |
Sn1—C3 | 2.115 (4) | C1—H1a | 0.96 |
F1—C10 | 1.296 (5) | C1—H1b | 0.96 |
F2—C10 | 1.297 (5) | C1—H1c | 0.96 |
F3—C10 | 1.293 (6) | C2—H2a | 0.96 |
F4—C6 | 1.372 (5) | C2—H2b | 0.96 |
O1—C9 | 1.256 (4) | C2—H2c | 0.96 |
O2—C9 | 1.223 (4) | C4—H4 | 0.93 |
C3—C8 | 1.387 (6) | C5—H5 | 0.93 |
C3—C4 | 1.392 (6) | C7—H7 | 0.93 |
C4—C5 | 1.400 (6) | C8—H8 | 0.93 |
O1—Sn1—O2i | 171.5 (1) | F3—C10—F1 | 105.8 (5) |
O1—Sn1—C1 | 93.9 (2) | F2—C10—F1 | 109.3 (4) |
O1—Sn1—C2 | 97.7 (2) | F3—C10—C9 | 109.8 (4) |
O1—Sn1—C3 | 89.4 (1) | F2—C10—C9 | 113.6 (4) |
O2i—Sn1—C1 | 88.8 (2) | F1—C10—C9 | 111.2 (4) |
O2i—Sn1—C2 | 87.4 (1) | Sn1—C1—H1a | 109.5 |
O2i—Sn1—C3 | 82.3 (1) | Sn1—C1—H1b | 109.5 |
C1—Sn1—C2 | 123.5 (2) | H1a—C1—H1b | 109.5 |
C1—Sn1—C3 | 119.8 (2) | Sn1—C1—H1c | 109.5 |
C2—Sn1—C3 | 115.4 (2) | H1a—C1—H1c | 109.5 |
C9—O1—Sn1 | 122.5 (3) | H1b—C1—H1c | 109.5 |
C9—O2—Sn1ii | 146.7 (3) | Sn1—C2—H2a | 109.5 |
C8—C3—C4 | 117.3 (4) | Sn1—C2—H2b | 109.5 |
C8—C3—Sn1 | 120.4 (3) | H2a—C2—H2b | 109.5 |
C4—C3—Sn1 | 122.3 (3) | Sn1—C2—H2c | 109.5 |
C3—C4—C5 | 121.5 (4) | H2a—C2—H2c | 109.5 |
C6—C5—C4 | 117.8 (5) | H2b—C2—H2c | 109.5 |
C5—C6—C7 | 124.1 (4) | C3—C4—H4 | 119.3 |
C5—C6—F4 | 118.2 (5) | C5—C4—H4 | 119.3 |
C7—C6—F4 | 117.7 (5) | C6—C5—H5 | 121.1 |
C6—C7—C8 | 117.5 (5) | C4—C5—H5 | 121.1 |
C3—C8—C7 | 121.9 (5) | C6—C7—H7 | 121.3 |
O2—C9—O1 | 128.1 (4) | C8—C7—H7 | 121.3 |
O2—C9—C10 | 118.5 (3) | C3—C8—H8 | 119.1 |
O1—C9—C10 | 113.4 (3) | C7—C8—H8 | 119.1 |
F3—C10—F2 | 106.7 (4) | ||
C2—Sn1—O1—C9 | −55.1 (4) | C4—C5—C6—F4 | 178.4 (4) |
C1—Sn1—O1—C9 | 69.5 (4) | C5—C6—C7—C8 | 0.2 (7) |
C3—Sn1—O1—C9 | −170.6 (4) | F4—C6—C7—C8 | −179.0 (4) |
O2i—Sn1—O1—C9 | 178.1 (7) | C4—C3—C8—C7 | −2.3 (6) |
C2—Sn1—C3—C8 | −12.8 (4) | Sn1—C3—C8—C7 | 178.3 (3) |
C1—Sn1—C3—C8 | 179.7 (3) | C6—C7—C8—C3 | 1.4 (7) |
O1—Sn1—C3—C8 | 85.5 (3) | Sn1ii—O2—C9—O1 | −173.4 (4) |
O2i—Sn1—C3—C8 | −96.2 (3) | Sn1ii—O2—C9—C10 | 3.5 (8) |
C2—Sn1—C3—C4 | 167.8 (3) | Sn1—O1—C9—O2 | −2.5 (7) |
C1—Sn1—C3—C4 | 0.3 (4) | Sn1—O1—C9—C10 | −179.5 (3) |
O1—Sn1—C3—C4 | −93.9 (4) | O2—C9—C10—F3 | −92.0 (5) |
O2i—Sn1—C3—C4 | 84.4 (3) | O1—C9—C10—F3 | 85.4 (5) |
C8—C3—C4—C5 | 1.6 (6) | O2—C9—C10—F2 | 148.6 (5) |
Sn1—C3—C4—C5 | −179.0 (3) | O1—C9—C10—F2 | −34.0 (6) |
C3—C4—C5—C6 | −0.1 (7) | O2—C9—C10—F1 | 24.8 (6) |
C4—C5—C6—C7 | −0.9 (7) | O1—C9—C10—F1 | −157.9 (5) |
Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) −x+1, y−1/2, −z+3/2. |