Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803006615/lh6051sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803006615/lh6051Isup2.hkl |
CCDC reference: 209902
The title compound was obtained by heating triphenyltin trifluoroacetate (2.31 g, 5 mol) and 2,2'-bipyridine (0.78 g, 5 mmol) in a small volume of acetone. The compound was recrystallized from ethanol (m.p. 388–390 K).
The water H atoms were located and refined; O—H = 0.85±0.01 and H···H = 1.39±0.01 Å. The aromatic H atoms were generated geometrically, and were allowed to ride on their parent C atoms, with Uiso(H) = 1.2Ueq(C).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); 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.
[Sn(C6H5)3(C2O2F3)(H2O)]2·2C10H8N2 | Z = 1 |
Mr = 1274.42 | F(000) = 640 |
Triclinic, P1 | Dx = 1.540 Mg m−3 |
a = 11.556 (1) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 11.662 (1) Å | Cell parameters from 6120 reflections |
c = 12.387 (1) Å | θ = 1.8–26.4° |
α = 101.524 (1)° | µ = 0.98 mm−1 |
β = 101.037 (1)° | T = 168 K |
γ = 117.313 (1)° | Block, colorless |
V = 1374.3 (2) Å3 | 0.60 × 0.29 × 0.10 mm |
Bruker AXS area-detector diffractometer | 5484 independent reflections |
Radiation source: fine-focus sealed tube | 4816 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
ϕ and ω scans | θmax = 26.4°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −14→13 |
Tmin = 0.767, Tmax = 0.906 | k = −14→14 |
17712 measured reflections | l = −15→15 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.028 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.077 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0494P)2] where P = (Fo2 + 2Fc2)/3 |
5484 reflections | (Δ/σ)max = 0.001 |
360 parameters | Δρmax = 0.74 e Å−3 |
3 restraints | Δρmin = −0.89 e Å−3 |
[Sn(C6H5)3(C2O2F3)(H2O)]2·2C10H8N2 | γ = 117.313 (1)° |
Mr = 1274.42 | V = 1374.3 (2) Å3 |
Triclinic, P1 | Z = 1 |
a = 11.556 (1) Å | Mo Kα radiation |
b = 11.662 (1) Å | µ = 0.98 mm−1 |
c = 12.387 (1) Å | T = 168 K |
α = 101.524 (1)° | 0.60 × 0.29 × 0.10 mm |
β = 101.037 (1)° |
Bruker AXS area-detector diffractometer | 5484 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4816 reflections with I > 2σ(I) |
Tmin = 0.767, Tmax = 0.906 | Rint = 0.040 |
17712 measured reflections |
R[F2 > 2σ(F2)] = 0.028 | 3 restraints |
wR(F2) = 0.077 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | Δρmax = 0.74 e Å−3 |
5484 reflections | Δρmin = −0.89 e Å−3 |
360 parameters |
x | y | z | Uiso*/Ueq | ||
Sn1 | 0.30287 (2) | 0.03433 (2) | 0.17526 (2) | 0.02231 (7) | |
F1 | 0.2009 (3) | −0.3490 (3) | −0.1622 (3) | 0.110 (1) | |
F2 | 0.1345 (4) | −0.4330 (3) | −0.0383 (2) | 0.099 (1) | |
F3 | −0.0081 (3) | −0.4442 (3) | −0.1777 (3) | 0.097 (1) | |
O1 | 0.2540 (2) | −0.1572 (2) | 0.0520 (2) | 0.0328 (5) | |
O2 | 0.0550 (3) | −0.1949 (3) | −0.0626 (2) | 0.0532 (6) | |
O1w | 0.3579 (2) | 0.2367 (2) | 0.3118 (2) | 0.0284 (4) | |
N1 | 0.2614 (3) | 0.3473 (3) | 0.4683 (2) | 0.0318 (6) | |
N2 | 0.5580 (3) | 0.5126 (3) | 0.7178 (2) | 0.0324 (6) | |
C1 | 0.4953 (3) | 0.0615 (3) | 0.2653 (2) | 0.0252 (6) | |
C2 | 0.5451 (3) | 0.1084 (3) | 0.3874 (3) | 0.0325 (7) | |
C3 | 0.6697 (4) | 0.1267 (3) | 0.4469 (3) | 0.0417 (8) | |
C4 | 0.7486 (3) | 0.1003 (4) | 0.3857 (3) | 0.0433 (8) | |
C5 | 0.7009 (3) | 0.0536 (4) | 0.2652 (3) | 0.0424 (8) | |
C6 | 0.5752 (3) | 0.0334 (3) | 0.2057 (3) | 0.0330 (7) | |
C7 | 0.1428 (3) | −0.0649 (3) | 0.2434 (2) | 0.0248 (6) | |
C8 | 0.1101 (3) | −0.1925 (3) | 0.2523 (2) | 0.0299 (6) | |
C9 | 0.0158 (3) | −0.2552 (3) | 0.3060 (3) | 0.0363 (7) | |
C10 | −0.0480 (3) | −0.1903 (3) | 0.3513 (3) | 0.0396 (8) | |
C11 | −0.0197 (3) | −0.0663 (4) | 0.3410 (3) | 0.0414 (8) | |
C12 | 0.0752 (3) | −0.0031 (3) | 0.2875 (3) | 0.0329 (7) | |
C13 | 0.3158 (3) | 0.1461 (3) | 0.0585 (2) | 0.0258 (6) | |
C14 | 0.2090 (3) | 0.1641 (3) | 0.0084 (3) | 0.0347 (7) | |
C15 | 0.2280 (4) | 0.2508 (4) | −0.0578 (3) | 0.0432 (8) | |
C16 | 0.3527 (4) | 0.3185 (4) | −0.0750 (3) | 0.0489 (9) | |
C17 | 0.4596 (4) | 0.3013 (4) | −0.0258 (3) | 0.0464 (9) | |
C18 | 0.4412 (3) | 0.2159 (3) | 0.0404 (3) | 0.0345 (7) | |
C19 | 0.1404 (3) | −0.2249 (3) | −0.0328 (3) | 0.0325 (7) | |
C20 | 0.1151 (3) | −0.3633 (3) | −0.1045 (3) | 0.0375 (7) | |
C21 | 0.1654 (4) | 0.3685 (3) | 0.4126 (3) | 0.0392 (7) | |
C22 | 0.1408 (4) | 0.4683 (4) | 0.4640 (3) | 0.0434 (8) | |
C23 | 0.2182 (3) | 0.5503 (3) | 0.5777 (3) | 0.0397 (8) | |
C24 | 0.3177 (3) | 0.5300 (3) | 0.6370 (3) | 0.0326 (7) | |
C25 | 0.3374 (3) | 0.4281 (3) | 0.5792 (2) | 0.0280 (6) | |
C26 | 0.4432 (3) | 0.4028 (3) | 0.6393 (2) | 0.0272 (6) | |
C27 | 0.4230 (3) | 0.2719 (3) | 0.6180 (3) | 0.0350 (7) | |
C28 | 0.5237 (4) | 0.2546 (3) | 0.6791 (3) | 0.0388 (8) | |
C29 | 0.6429 (4) | 0.3686 (4) | 0.7599 (3) | 0.0415 (8) | |
C30 | 0.6557 (4) | 0.4944 (4) | 0.7759 (3) | 0.0402 (8) | |
H1w1 | 0.322 (3) | 0.246 (3) | 0.364 (2) | 0.04 (1)* | |
H1w2 | 0.395 (3) | 0.312 (2) | 0.298 (3) | 0.04 (1)* | |
H2 | 0.4924 | 0.1279 | 0.4299 | 0.039* | |
H3 | 0.7013 | 0.1573 | 0.5296 | 0.050* | |
H4 | 0.8350 | 0.1143 | 0.4265 | 0.052* | |
H5 | 0.7546 | 0.0352 | 0.2231 | 0.051* | |
H6 | 0.5428 | 0.0000 | 0.1230 | 0.040* | |
H8 | 0.1534 | −0.2372 | 0.2210 | 0.036* | |
H9 | −0.0054 | −0.3421 | 0.3119 | 0.044* | |
H10 | −0.1115 | −0.2324 | 0.3897 | 0.047* | |
H11 | −0.0652 | −0.0235 | 0.3706 | 0.050* | |
H12 | 0.0945 | 0.0831 | 0.2807 | 0.040* | |
H14 | 0.1224 | 0.1167 | 0.0197 | 0.042* | |
H15 | 0.1550 | 0.2631 | −0.0909 | 0.052* | |
H16 | 0.3658 | 0.3771 | −0.1207 | 0.059* | |
H17 | 0.5458 | 0.3484 | −0.0377 | 0.056* | |
H18 | 0.5150 | 0.2049 | 0.0739 | 0.041* | |
H21 | 0.1116 | 0.3124 | 0.3341 | 0.047* | |
H22 | 0.0716 | 0.4800 | 0.4214 | 0.052* | |
H23 | 0.2036 | 0.6198 | 0.6149 | 0.048* | |
H24 | 0.3719 | 0.5846 | 0.7158 | 0.039* | |
H27 | 0.3407 | 0.1953 | 0.5621 | 0.042* | |
H28 | 0.5116 | 0.1661 | 0.6660 | 0.047* | |
H29 | 0.7140 | 0.3598 | 0.8032 | 0.050* | |
H30 | 0.7377 | 0.5724 | 0.8307 | 0.048* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.0211 (1) | 0.0238 (1) | 0.0217 (1) | 0.0119 (1) | 0.0066 (1) | 0.0067 (1) |
F1 | 0.110 (2) | 0.064 (2) | 0.132 (3) | 0.026 (2) | 0.088 (2) | −0.010 (2) |
F2 | 0.163 (3) | 0.054 (2) | 0.066 (2) | 0.062 (2) | 0.001 (2) | 0.009 (1) |
F3 | 0.059 (2) | 0.062 (2) | 0.106 (2) | 0.030 (2) | −0.032 (2) | −0.038 (2) |
O1 | 0.029 (1) | 0.032 (1) | 0.030 (1) | 0.015 (1) | 0.005 (1) | 0.001 (1) |
O2 | 0.040 (1) | 0.052 (2) | 0.060 (2) | 0.030 (1) | 0.002 (1) | 0.004 (1) |
O1w | 0.035 (1) | 0.022 (1) | 0.032 (1) | 0.015 (1) | 0.017 (1) | 0.010 (1) |
N1 | 0.039 (2) | 0.028 (1) | 0.033 (1) | 0.019 (1) | 0.017 (1) | 0.011 (1) |
N2 | 0.038 (2) | 0.027 (1) | 0.034 (1) | 0.017 (1) | 0.014 (1) | 0.010 (1) |
C1 | 0.027 (2) | 0.022 (2) | 0.027 (1) | 0.013 (1) | 0.008 (1) | 0.008 (1) |
C2 | 0.037 (2) | 0.033 (2) | 0.030 (2) | 0.022 (2) | 0.007 (1) | 0.009 (1) |
C3 | 0.047 (2) | 0.041 (2) | 0.032 (2) | 0.028 (2) | −0.003 (1) | 0.006 (2) |
C4 | 0.034 (2) | 0.043 (2) | 0.050 (2) | 0.025 (2) | −0.002 (2) | 0.010 (2) |
C5 | 0.036 (2) | 0.049 (2) | 0.053 (2) | 0.028 (2) | 0.016 (2) | 0.017 (2) |
C6 | 0.034 (2) | 0.038 (2) | 0.032 (2) | 0.023 (2) | 0.010 (1) | 0.010 (1) |
C7 | 0.022 (1) | 0.024 (2) | 0.024 (1) | 0.009 (1) | 0.006 (1) | 0.006 (1) |
C8 | 0.030 (2) | 0.028 (2) | 0.032 (2) | 0.016 (1) | 0.007 (1) | 0.009 (1) |
C9 | 0.036 (2) | 0.031 (2) | 0.034 (2) | 0.010 (2) | 0.007 (1) | 0.017 (1) |
C10 | 0.030 (2) | 0.045 (2) | 0.033 (2) | 0.009 (2) | 0.014 (1) | 0.014 (2) |
C11 | 0.031 (2) | 0.046 (2) | 0.046 (2) | 0.018 (2) | 0.020 (2) | 0.008 (2) |
C12 | 0.030 (2) | 0.024 (2) | 0.042 (2) | 0.013 (1) | 0.014 (1) | 0.007 (1) |
C13 | 0.026 (2) | 0.027 (2) | 0.021 (1) | 0.012 (1) | 0.008 (1) | 0.006 (1) |
C14 | 0.030 (2) | 0.040 (2) | 0.031 (2) | 0.017 (2) | 0.005 (1) | 0.013 (1) |
C15 | 0.046 (2) | 0.045 (2) | 0.033 (2) | 0.022 (2) | 0.002 (2) | 0.016 (2) |
C16 | 0.066 (3) | 0.046 (2) | 0.030 (2) | 0.023 (2) | 0.012 (2) | 0.021 (2) |
C17 | 0.048 (2) | 0.048 (2) | 0.041 (2) | 0.017 (2) | 0.024 (2) | 0.022 (2) |
C18 | 0.031 (2) | 0.040 (2) | 0.031 (2) | 0.017 (2) | 0.013 (1) | 0.011 (1) |
C19 | 0.031 (2) | 0.033 (2) | 0.031 (2) | 0.017 (2) | 0.012 (1) | 0.005 (1) |
C20 | 0.033 (2) | 0.036 (2) | 0.033 (2) | 0.016 (2) | 0.005 (1) | 0.000 (1) |
C21 | 0.043 (2) | 0.042 (2) | 0.035 (2) | 0.024 (2) | 0.014 (2) | 0.011 (2) |
C22 | 0.045 (2) | 0.049 (2) | 0.052 (2) | 0.033 (2) | 0.022 (2) | 0.020 (2) |
C23 | 0.045 (2) | 0.035 (2) | 0.052 (2) | 0.026 (2) | 0.027 (2) | 0.014 (2) |
C24 | 0.031 (2) | 0.027 (2) | 0.038 (2) | 0.013 (1) | 0.018 (1) | 0.006 (1) |
C25 | 0.031 (2) | 0.022 (2) | 0.035 (2) | 0.012 (1) | 0.020 (1) | 0.012 (1) |
C26 | 0.034 (2) | 0.023 (2) | 0.029 (1) | 0.015 (1) | 0.019 (1) | 0.011 (1) |
C27 | 0.045 (2) | 0.025 (2) | 0.038 (2) | 0.017 (2) | 0.018 (2) | 0.013 (1) |
C28 | 0.056 (2) | 0.033 (2) | 0.040 (2) | 0.028 (2) | 0.022 (2) | 0.019 (2) |
C29 | 0.053 (2) | 0.051 (2) | 0.038 (2) | 0.036 (2) | 0.019 (2) | 0.022 (2) |
C30 | 0.043 (2) | 0.040 (2) | 0.036 (2) | 0.022 (2) | 0.011 (2) | 0.009 (2) |
Sn1—C7 | 2.120 (3) | C22—C23 | 1.376 (5) |
Sn1—C1 | 2.133 (3) | C23—C24 | 1.384 (4) |
Sn1—C13 | 2.115 (3) | C24—C25 | 1.395 (4) |
Sn1—O1 | 2.189 (2) | C25—C26 | 1.485 (4) |
Sn1—O1w | 2.335 (2) | C26—C27 | 1.394 (4) |
F1—C20 | 1.300 (4) | C27—C28 | 1.381 (4) |
F2—C20 | 1.321 (4) | C28—C29 | 1.388 (5) |
F3—C20 | 1.292 (4) | C29—C30 | 1.374 (5) |
O1—C19 | 1.280 (4) | O1w—H1w1 | 0.86 (1) |
O2—C19 | 1.209 (4) | O1w—H1w2 | 0.85 (1) |
N1—C21 | 1.340 (4) | C2—H2 | 0.95 |
N1—C25 | 1.345 (4) | C3—H3 | 0.95 |
N2—C26 | 1.340 (4) | C4—H4 | 0.95 |
N2—C30 | 1.344 (4) | C5—H5 | 0.95 |
C1—C6 | 1.395 (4) | C6—H6 | 0.95 |
C1—C2 | 1.401 (4) | C8—H8 | 0.95 |
C2—C3 | 1.382 (4) | C9—H9 | 0.95 |
C3—C4 | 1.389 (5) | C10—H10 | 0.95 |
C4—C5 | 1.383 (5) | C11—H11 | 0.95 |
C5—C6 | 1.385 (4) | C12—H12 | 0.95 |
C7—C8 | 1.392 (4) | C14—H14 | 0.95 |
C7—C12 | 1.397 (4) | C15—H15 | 0.95 |
C8—C9 | 1.380 (4) | C16—H16 | 0.95 |
C9—C10 | 1.390 (5) | C17—H17 | 0.95 |
C10—C11 | 1.368 (5) | C18—H18 | 0.95 |
C11—C12 | 1.384 (4) | C21—H21 | 0.95 |
C13—C18 | 1.388 (4) | C22—H22 | 0.95 |
C13—C14 | 1.396 (4) | C23—H23 | 0.95 |
C14—C15 | 1.393 (4) | C24—H24 | 0.95 |
C15—C16 | 1.374 (5) | C27—H27 | 0.95 |
C16—C17 | 1.387 (5) | C28—H28 | 0.95 |
C17—C18 | 1.382 (4) | C29—H29 | 0.95 |
C19—C20 | 1.542 (4) | C30—H30 | 0.95 |
C21—C22 | 1.385 (4) | ||
C1—Sn1—C13 | 114.0 (1) | C27—C28—C29 | 118.9 (3) |
C1—Sn1—C7 | 114.1 (1) | C30—C29—C28 | 118.4 (3) |
C1—Sn1—O1 | 89.3 (1) | N2—C30—C29 | 123.3 (3) |
C1—Sn1—O1w | 89.3 (1) | Sn1—O1w—H1w1 | 128 (2) |
C7—Sn1—C13 | 130.5 (1) | Sn1—O1w—H1w2 | 120 (2) |
C7—Sn1—O1 | 93.5 (1) | H1w1—O1w—H1w2 | 108 (2) |
C7—Sn1—O1w | 86.0 (1) | C3—C2—H2 | 119.5 |
C13—Sn1—O1 | 98.2 (1) | C1—C2—H2 | 119.5 |
C13—Sn1—O1w | 83.6 (1) | C2—C3—H3 | 120.0 |
O1—Sn1—O1w | 178.1 (1) | C4—C3—H3 | 120.0 |
C19—O1—Sn1 | 118.8 (2) | C5—C4—H4 | 120.1 |
C21—N1—C25 | 117.7 (3) | C3—C4—H4 | 120.1 |
C26—N2—C30 | 118.3 (3) | C4—C5—H5 | 119.9 |
C6—C1—C2 | 117.9 (3) | C6—C5—H5 | 119.9 |
C6—C1—Sn1 | 121.6 (2) | C5—C6—H6 | 119.5 |
C2—C1—Sn1 | 120.4 (2) | C1—C6—H6 | 119.5 |
C3—C2—C1 | 121.1 (3) | C9—C8—H8 | 119.6 |
C2—C3—C4 | 120.0 (3) | C7—C8—H8 | 119.6 |
C5—C4—C3 | 119.7 (3) | C8—C9—H9 | 120.2 |
C4—C5—C6 | 120.2 (3) | C10—C9—H9 | 120.2 |
C5—C6—C1 | 121.1 (3) | C11—C10—H10 | 119.8 |
C8—C7—C12 | 118.4 (2) | C9—C10—H10 | 119.8 |
C8—C7—Sn1 | 118.9 (2) | C10—C11—H11 | 119.9 |
C12—C7—Sn1 | 122.6 (2) | C12—C11—H11 | 119.9 |
C9—C8—C7 | 120.9 (3) | C11—C12—H12 | 119.7 |
C8—C9—C10 | 119.6 (3) | C7—C12—H12 | 119.7 |
C11—C10—C9 | 120.4 (3) | C15—C14—H14 | 119.7 |
C10—C11—C12 | 120.1 (3) | C13—C14—H14 | 119.7 |
C11—C12—C7 | 120.6 (3) | C16—C15—H15 | 120.1 |
C16—C15—C14 | 119.8 (3) | C14—C15—H15 | 120.1 |
C15—C16—C17 | 120.0 (3) | C15—C16—H16 | 120.0 |
C18—C17—C16 | 120.3 (3) | C17—C16—H16 | 120.0 |
C17—C18—C13 | 120.5 (3) | C18—C17—H17 | 119.8 |
O2—C19—O1 | 129.5 (3) | C16—C17—H17 | 119.8 |
O2—C19—C20 | 118.1 (3) | C17—C18—H18 | 119.7 |
O1—C19—C20 | 112.4 (2) | C13—C18—H18 | 119.7 |
F3—C20—F1 | 107.7 (3) | N1—C21—H21 | 118.4 |
F3—C20—F2 | 105.6 (3) | C22—C21—H21 | 118.4 |
F1—C20—F2 | 103.9 (3) | C23—C22—H22 | 120.6 |
F3—C20—C19 | 114.1 (3) | C21—C22—H22 | 120.6 |
F1—C20—C19 | 112.3 (3) | C22—C23—H23 | 120.6 |
F2—C20—C19 | 112.5 (3) | C24—C23—H23 | 120.6 |
N1—C21—C22 | 123.2 (3) | C23—C24—H24 | 120.5 |
C23—C22—C21 | 118.9 (3) | C25—C24—H24 | 120.5 |
C22—C23—C24 | 118.9 (3) | C28—C27—H27 | 120.3 |
C23—C24—C25 | 119.0 (3) | C26—C27—H27 | 120.3 |
N1—C25—C24 | 122.3 (3) | C27—C28—H28 | 120.5 |
N1—C25—C26 | 116.8 (2) | C29—C28—H28 | 120.5 |
C24—C25—C26 | 120.9 (3) | C30—C29—H29 | 120.8 |
N2—C26—C27 | 121.7 (3) | C28—C29—H29 | 120.8 |
N2—C26—C25 | 116.2 (2) | N2—C30—H30 | 118.3 |
C27—C26—C25 | 122.1 (3) | C29—C30—H30 | 118.3 |
C28—C27—C26 | 119.3 (3) | ||
C13—Sn1—O1—C19 | −64.0 (2) | C1—Sn1—C13—C14 | −167.2 (2) |
C7—Sn1—O1—C19 | 67.7 (2) | O1—Sn1—C13—C14 | 100.0 (2) |
C1—Sn1—O1—C19 | −178.2 (2) | O1w—Sn1—C13—C14 | −80.8 (2) |
C13—Sn1—C1—C6 | −56.9 (3) | C18—C13—C14—C15 | −0.3 (5) |
C7—Sn1—C1—C6 | 135.2 (2) | Sn1—C13—C14—C15 | 172.9 (2) |
O1—Sn1—C1—C6 | 41.7 (2) | C13—C14—C15—C16 | 0.6 (5) |
O1w—Sn1—C1—C6 | −139.5 (2) | C14—C15—C16—C17 | −0.5 (5) |
C13—Sn1—C1—C2 | 123.2 (2) | C15—C16—C17—C18 | 0.2 (6) |
C7—Sn1—C1—C2 | −44.7 (3) | C16—C17—C18—C13 | 0.1 (5) |
O1—Sn1—C1—C2 | −138.2 (2) | C14—C13—C18—C17 | −0.1 (5) |
O1w—Sn1—C1—C2 | 40.6 (2) | Sn1—C13—C18—C17 | −173.6 (3) |
C6—C1—C2—C3 | 0.2 (4) | Sn1—O1—C19—O2 | 6.0 (4) |
Sn1—C1—C2—C3 | −179.9 (2) | Sn1—O1—C19—C20 | −174.5 (2) |
C1—C2—C3—C4 | 0.9 (5) | O2—C19—C20—F3 | −11.8 (4) |
C2—C3—C4—C5 | −1.1 (5) | O1—C19—C20—F3 | 168.7 (3) |
C3—C4—C5—C6 | 0.2 (5) | O2—C19—C20—F1 | 111.1 (4) |
C4—C5—C6—C1 | 0.9 (5) | O1—C19—C20—F1 | −68.4 (4) |
C2—C1—C6—C5 | −1.1 (4) | O2—C19—C20—F2 | −132.0 (3) |
Sn1—C1—C6—C5 | 179.0 (2) | O1—C19—C20—F2 | 48.5 (4) |
C13—Sn1—C7—C8 | 138.7 (2) | C25—N1—C21—C22 | −0.4 (5) |
C1—Sn1—C7—C8 | −55.9 (2) | N1—C21—C22—C23 | 0.0 (5) |
O1—Sn1—C7—C8 | 34.9 (2) | C21—C22—C23—C24 | −0.2 (5) |
O1w—Sn1—C7—C8 | −143.3 (2) | C22—C23—C24—C25 | 0.7 (4) |
C13—Sn1—C7—C12 | −46.0 (3) | C21—N1—C25—C24 | 0.9 (4) |
C1—Sn1—C7—C12 | 119.4 (2) | C21—N1—C25—C26 | −180.0 (2) |
O1—Sn1—C7—C12 | −149.8 (2) | C23—C24—C25—N1 | −1.1 (4) |
O1w—Sn1—C7—C12 | 32.0 (2) | C23—C24—C25—C26 | 179.8 (3) |
C12—C7—C8—C9 | −1.6 (4) | C30—N2—C26—C27 | 0.7 (4) |
Sn1—C7—C8—C9 | 173.9 (2) | C30—N2—C26—C25 | 178.8 (2) |
C7—C8—C9—C10 | 0.3 (5) | N1—C25—C26—N2 | 147.2 (2) |
C8—C9—C10—C11 | 1.3 (5) | C24—C25—C26—N2 | −33.7 (4) |
C9—C10—C11—C12 | −1.5 (5) | N1—C25—C26—C27 | −34.7 (4) |
C10—C11—C12—C7 | 0.1 (5) | C24—C25—C26—C27 | 144.4 (3) |
C8—C7—C12—C11 | 1.4 (4) | N2—C26—C27—C28 | −0.1 (4) |
Sn1—C7—C12—C11 | −173.9 (2) | C25—C26—C27—C28 | −178.1 (3) |
C7—Sn1—C13—C18 | 171.6 (2) | C26—C27—C28—C29 | −0.2 (4) |
C1—Sn1—C13—C18 | 6.1 (3) | C27—C28—C29—C30 | 0.1 (4) |
O1—Sn1—C13—C18 | −86.7 (2) | C26—N2—C30—C29 | −0.9 (4) |
O1w—Sn1—C13—C18 | 92.5 (2) | C28—C29—C30—N2 | 0.5 (5) |
C7—Sn1—C13—C14 | −1.7 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···N1 | 0.86 (1) | 2.01 (2) | 2.795 (3) | 153 (2) |
O1w—H1w2···N2i | 0.85 (1) | 1.92 (1) | 2.754 (3) | 164 (3) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Sn(C6H5)3(C2O2F3)(H2O)]2·2C10H8N2 |
Mr | 1274.42 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 168 |
a, b, c (Å) | 11.556 (1), 11.662 (1), 12.387 (1) |
α, β, γ (°) | 101.524 (1), 101.037 (1), 117.313 (1) |
V (Å3) | 1374.3 (2) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 0.98 |
Crystal size (mm) | 0.60 × 0.29 × 0.10 |
Data collection | |
Diffractometer | Bruker AXS area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.767, 0.906 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 17712, 5484, 4816 |
Rint | 0.040 |
(sin θ/λ)max (Å−1) | 0.625 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.028, 0.077, 1.02 |
No. of reflections | 5484 |
No. of parameters | 360 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.74, −0.89 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXL97.
Sn1—C7 | 2.120 (3) | Sn1—O1 | 2.189 (2) |
Sn1—C1 | 2.133 (3) | Sn1—O1w | 2.335 (2) |
Sn1—C13 | 2.115 (3) | ||
C1—Sn1—C13 | 114.0 (1) | C7—Sn1—O1 | 93.5 (1) |
C1—Sn1—C7 | 114.1 (1) | C7—Sn1—O1w | 86.0 (1) |
C1—Sn1—O1 | 89.3 (1) | C13—Sn1—O1 | 98.2 (1) |
C1—Sn1—O1w | 89.3 (1) | C13—Sn1—O1w | 83.6 (1) |
C7—Sn1—C13 | 130.5 (1) | O1—Sn1—O1w | 178.1 (1) |
The aquatrifluoroacetatotriphenyltin entity forms a dinuclear hydrogen-bonded complex with 1,10-phenanthroline (Ng et al., 1996) and a mononuclear complex with 2,2':6'2''-terpyridine (Chee et al., 2003). The formation of a mononuclear complex in the case of the fused-ring heterocycle can probably be attributed to the inability of the ligand to form two hydrogen bonds to the water molecule owing to its small `bite'. The water molecule in the 2,2'-bipyridine analog, (I), is similarly unable to interact with the potentially bidentate ligand. Instead, it interacts with a second ligand to furnish a centrosymmetric dinuclear complex (Fig. 1). The pyridyl rings are twisted by 34.2 (1)°; the large twist apparently allows the acceptor N atoms to approach the water molecule [Owater···N = 2.754 (3) and 2.795 (3) Å] (Fig. 2); the hydrogen-bonding distances are somewhat shorter than those [2.809 (6) and 2.814 (6) Å] found in the 1,10-phenanthroline complex [Sn← Owater = 2.335 (4) Å] (Ng et al., 1996). In the terpyridine complex, the two outer rings are twisted with respect to the central pyridyl ring for their N atoms to form hydrogen bonds to the water molecule.