metal-organic compounds
The title compound, [Sn(CH3)3(C8H5Cl2O2)]n, forms polymeric chains involving both O atoms of the carboxylate group. The coordination geometry of the Sn atom is slightly distorted trigonal bipyramidal. The three methyl groups occupy the equatorial positions, with Sn—C bond lengths in the range 2.103 (8)–2.118 (7) Å. The two O atoms are situated in the axial positions, with Sn—O distances of 2.189 (4) Å and 2.369 (5) Å.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680503638X/hg6259sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680503638X/hg6259Isup2.hkl |
CCDC reference: 293909
Computing details top
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software; data reduction: local program; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: RAELS (Rae, 1996); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: local programs.
catena-Poly[trimethyltin(IV)-µ-3,4-dichlorophenylacetato] top
Crystal data top
[Sn(CH3)3(C8H5Cl2O2)] | F(000) = 1440.0 |
Mr = 367.8 | Dx = 1.69 Mg m−3 |
Monoclinic, C2/c | Melting point: 388 K |
Hall symbol: -C 2yc | Mo Kα radiation, λ = 0.71073 Å |
a = 12.660 (3) Å | Cell parameters from 10 reflections |
b = 9.801 (1) Å | θ = 11–12° |
c = 23.462 (5) Å | µ = 2.13 mm−1 |
β = 96.01 (1)° | T = 294 K |
V = 2895 (1) Å3 | Lath, colourless |
Z = 8 | 0.30 × 0.15 × 0.03 mm |
Data collection top
Enraf–Nonius CAD-4 diffractometer | Rint = 0.017 |
ω–2θ scans | θmax = 25° |
Absorption correction: analytical (de Meulenaer & Tompa, 1965) | h = −15→15 |
Tmin = 0.64, Tmax = 0.87 | k = 0→11 |
2619 measured reflections | l = 0→27 |
2550 independent reflections | 1 standard reflections every 30 min |
2012 reflections with I > 2σ(I) | intensity decay: 12% |
Refinement top
Refinement on F | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.043 | w = 1/[σ2(F) + 0.0004F2] |
wR(F2) = 0.055 | (Δ/σ)max = 0.011 |
S = 1.79 | Δρmax = 0.97 e Å−3 |
2012 reflections | Δρmin = −1.05 e Å−3 |
146 parameters |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Sn1 | 0.28730 (4) | 0.42718 (4) | 0.22559 (2) | 0.0470 (2) | |
Cl1 | 0.6342 (3) | 0.2617 (4) | 0.0433 (1) | 0.137 (1) | |
Cl2 | 0.5009 (3) | 0.2591 (3) | −0.0775 (1) | 0.127 (1) | |
O1 | 0.3152 (4) | 0.2702 (4) | 0.1625 (2) | 0.056 (1) | |
O2 | 0.2408 (5) | 0.1145 (5) | 0.2121 (2) | 0.063 (1) | |
C1 | 0.3624 (8) | 0.5717 (7) | 0.1766 (4) | 0.073 (2) | |
C2 | 0.3794 (6) | 0.3329 (8) | 0.2953 (3) | 0.060 (2) | |
C3 | 0.1208 (6) | 0.4127 (8) | 0.2129 (4) | 0.076 (3) | |
C4 | 0.2873 (6) | 0.1491 (7) | 0.1709 (3) | 0.051 (2) | |
C5 | 0.3137 (7) | 0.0404 (7) | 0.1285 (3) | 0.070 (2) | |
C6 | 0.3631 (6) | 0.0912 (6) | 0.0765 (3) | 0.056 (2) | |
C7 | 0.4636 (7) | 0.1466 (9) | 0.0810 (3) | 0.067 (2) | |
C8 | 0.5068 (7) | 0.1944 (8) | 0.0347 (4) | 0.071 (2) | |
C9 | 0.4497 (8) | 0.1905 (8) | −0.0191 (3) | 0.071 (2) | |
C10 | 0.3497 (8) | 0.1341 (10) | −0.0249 (4) | 0.083 (3) | |
C11 | 0.3060 (7) | 0.0816 (8) | 0.0226 (4) | 0.070 (2) | |
H1C1 | 0.3100 | 0.6077 | 0.1454 | 0.073 | |
H2C1 | 0.3902 | 0.6486 | 0.2019 | 0.073 | |
H3C1 | 0.4227 | 0.5272 | 0.1594 | 0.073 | |
H1C2 | 0.4563 | 0.3529 | 0.2930 | 0.060 | |
H2C2 | 0.3577 | 0.3693 | 0.3321 | 0.060 | |
H3C2 | 0.3676 | 0.2321 | 0.2936 | 0.060 | |
H1C3 | 0.0962 | 0.3407 | 0.2387 | 0.076 | |
H2C3 | 0.0887 | 0.5024 | 0.2219 | 0.076 | |
H3C3 | 0.0982 | 0.3880 | 0.1721 | 0.076 | |
H1C5 | 0.2464 | −0.0082 | 0.1147 | 0.070 | |
H2C5 | 0.3645 | −0.0253 | 0.1493 | 0.070 | |
HC7 | 0.5056 | 0.1515 | 0.1195 | 0.067 | |
HC10 | 0.3080 | 0.1308 | −0.0635 | 0.083 | |
HC11 | 0.2344 | 0.0375 | 0.0180 | 0.070 |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.0491 (3) | 0.0424 (3) | 0.0523 (3) | 0.0009 (2) | 0.0186 (2) | 0.0037 (2) |
Cl1 | 0.120 (2) | 0.175 (3) | 0.123 (2) | −0.087 (2) | 0.052 (2) | −0.048 (2) |
Cl2 | 0.198 (3) | 0.112 (2) | 0.080 (2) | −0.042 (2) | 0.065 (2) | 0.007 (2) |
O1 | 0.073 (3) | 0.038 (3) | 0.062 (3) | −0.005 (2) | 0.027 (3) | −0.001 (2) |
O2 | 0.081 (4) | 0.046 (3) | 0.066 (3) | −0.006 (3) | 0.032 (3) | 0.003 (2) |
C1 | 0.090 (6) | 0.056 (5) | 0.083 (6) | 0.000 (4) | 0.046 (5) | 0.011 (4) |
C2 | 0.053 (4) | 0.063 (5) | 0.064 (4) | 0.005 (4) | 0.006 (4) | 0.002 (4) |
C3 | 0.045 (4) | 0.082 (6) | 0.103 (7) | 0.006 (4) | 0.014 (4) | −0.015 (5) |
C4 | 0.056 (4) | 0.049 (4) | 0.051 (4) | −0.004 (3) | 0.017 (3) | 0.001 (3) |
C5 | 0.104 (7) | 0.045 (5) | 0.067 (5) | −0.018 (4) | 0.036 (5) | −0.007 (4) |
C6 | 0.074 (5) | 0.036 (4) | 0.062 (4) | −0.004 (3) | 0.026 (4) | −0.007 (3) |
C7 | 0.078 (6) | 0.067 (5) | 0.057 (5) | −0.021 (4) | 0.020 (4) | −0.017 (4) |
C8 | 0.080 (6) | 0.061 (5) | 0.076 (5) | −0.030 (4) | 0.030 (4) | −0.020 (4) |
C9 | 0.110 (7) | 0.057 (5) | 0.052 (4) | −0.011 (5) | 0.031 (5) | −0.004 (4) |
C10 | 0.099 (7) | 0.082 (6) | 0.066 (5) | −0.009 (6) | 0.001 (5) | −0.004 (5) |
C11 | 0.075 (5) | 0.070 (5) | 0.070 (5) | −0.014 (4) | 0.024 (4) | −0.012 (4) |
Geometric parameters (Å, º) top
Sn1—O1 | 2.189 (4) | C3—H1C3 | 1.000 |
Sn1—O2i | 2.396 (5) | C3—H2C3 | 1.000 |
Sn1—C1 | 2.112 (7) | C3—H3C3 | 1.000 |
Sn1—C2 | 2.118 (7) | C4—C5 | 1.519 (10) |
Sn1—C3 | 2.103 (8) | C5—C6 | 1.513 (10) |
Cl1—C8 | 1.735 (8) | C5—H1C5 | 1.000 |
Cl2—C9 | 1.714 (7) | C5—H2C5 | 1.000 |
O1—C4 | 1.259 (7) | C6—C7 | 1.377 (10) |
O2—Sn1ii | 2.396 (5) | C6—C11 | 1.392 (11) |
O2—C4 | 1.231 (7) | C7—C8 | 1.351 (10) |
C1—H1C1 | 1.000 | C7—HC7 | 1.000 |
C1—H2C1 | 1.000 | C8—C9 | 1.388 (11) |
C1—H3C1 | 1.000 | C9—C10 | 1.375 (12) |
C2—H1C2 | 1.000 | C10—C11 | 1.394 (11) |
C2—H2C2 | 1.000 | C10—HC10 | 1.000 |
C2—H3C2 | 1.000 | C11—HC11 | 1.000 |
O1—Sn1—O2i | 174.7 (2) | H2C3—C3—H3C3 | 109.5 |
O1—Sn1—C1 | 89.4 (3) | O1—C4—O2 | 123.1 (7) |
O1—Sn1—C2 | 95.8 (2) | O1—C4—C5 | 118.3 (6) |
O1—Sn1—C3 | 95.0 (3) | O2—C4—C5 | 118.5 (6) |
O2i—Sn1—C1 | 85.5 (3) | C4—C5—C6 | 115.8 (6) |
O2i—Sn1—C2 | 88.2 (2) | C4—C5—H1C5 | 107.9 |
O2i—Sn1—C3 | 85.8 (3) | C4—C5—H2C5 | 107.9 |
C1—Sn1—C2 | 118.0 (3) | C6—C5—H1C5 | 107.9 |
C1—Sn1—C3 | 118.1 (4) | C6—C5—H2C5 | 107.9 |
C2—Sn1—C3 | 122.8 (3) | H1C5—C5—H2C5 | 109.5 |
Sn1—O1—C4 | 119.3 (4) | C5—C6—C7 | 121.6 (7) |
Sn1ii—O2—C4 | 143.5 (5) | C5—C6—C11 | 119.4 (7) |
Sn1—C1—H1C1 | 109.5 | C7—C6—C11 | 119.0 (7) |
Sn1—C1—H2C1 | 109.5 | C6—C7—C8 | 121.5 (7) |
Sn1—C1—H3C1 | 109.5 | C6—C7—HC7 | 119.2 |
H1C1—C1—H2C1 | 109.5 | C8—C7—HC7 | 119.2 |
H1C1—C1—H3C1 | 109.5 | Cl1—C8—C7 | 119.2 (7) |
H2C1—C1—H3C1 | 109.5 | Cl1—C8—C9 | 120.4 (6) |
Sn1—C2—H1C2 | 109.5 | C7—C8—C9 | 120.3 (8) |
Sn1—C2—H2C2 | 109.5 | Cl2—C9—C8 | 120.8 (7) |
Sn1—C2—H3C2 | 109.5 | Cl2—C9—C10 | 119.9 (7) |
H1C2—C2—H2C2 | 109.5 | C8—C9—C10 | 119.3 (7) |
H1C2—C2—H3C2 | 109.5 | C9—C10—C11 | 120.5 (8) |
H2C2—C2—H3C2 | 109.5 | C9—C10—HC10 | 119.8 |
Sn1—C3—H1C3 | 109.5 | C11—C10—HC10 | 119.8 |
Sn1—C3—H2C3 | 109.5 | C6—C11—C10 | 119.3 (7) |
Sn1—C3—H3C3 | 109.5 | C6—C11—HC11 | 120.3 |
H1C3—C3—H2C3 | 109.5 | C10—C11—HC11 | 120.3 |
H1C3—C3—H3C3 | 109.5 |
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) −x+1/2, y−1/2, −z+1/2. |