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metal-organic compounds
(2,2′-Bipyridine-κ2N,N′)dichloridobis(4-fluorobenzyl)tin(IV)
aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my
The six-coordinate SnIV atom in the title compound, [Sn(C7H6F)2Cl2(C10H8N2)], shows a trans-C2SnN2Cl2 octahedral coordination [C—Sn—C = 174.81 (10) and 176.71 (9)° in the two independent molecules in the asymmetric unit]; the Cl atoms are cis to each other as are the N atoms of the chelating N-heterocycle.
Related literature
For the direct synthesis of the organotin chloride reactant, see: Sisido et al. (1961). For the dibenzyldichloridotin–2,2′-bipyridine adduct, see: Tiekink et al. (2000
).
Experimental
Crystal data
|
Data collection: APEX2 (Bruker, 2009); cell SAINT (Bruker, 2009
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: X-SEED (Barbour, 2001
); software used to prepare material for publication: publCIF (Westrip, 2010
).
Supporting information
10.1107/S1600536811015686/bt5523sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536811015686/bt5523Isup2.hkl
Di(4-fluorobenzyl)tin dichloride was synthesized by using a literature procedure (Sisido et al., 1961). The compound (0.41 g, 1 mmol) and 2,2'-bipyridine (0156 g, 1 mmol) heated in chloroform (50 ml) until the reactants dissolved completely. The solution was filtered and then set aside for the growth of colorless crystals.
H-atoms were placed in calculated positions (C—H 0.95 to 0.99 Å) and were included in the
in the riding model approximation, with U(H) set to 1.2 times Ueq(C).Omitted from the
owing to bad agreements were (0 1 0), (3 - 7 5), (2 - 1 11), (8 - 4 13), (2 - 5 20), (-1 19 10) and (2 - 1 12).Data collection: APEX2 (Bruker, 2009); cell
SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).[Sn(C7H6F)2Cl2(C10H8N2)] | Z = 4 |
Mr = 564.01 | F(000) = 1120 |
Triclinic, P1 | Dx = 1.633 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.4918 (1) Å | Cell parameters from 9696 reflections |
b = 17.4224 (2) Å | θ = 2.4–28.2° |
c = 18.0040 (2) Å | µ = 1.38 mm−1 |
α = 89.9539 (6)° | T = 100 K |
β = 82.1008 (6)° | Block, colorless |
γ = 80.2821 (7)° | 0.30 × 0.25 × 0.20 mm |
V = 2293.67 (5) Å3 |
Bruker SMART APEX diffractometer | 11247 independent reflections |
Radiation source: fine-focus sealed tube | 9206 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
ω scans | θmax = 28.3°, θmin = 1.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→9 |
Tmin = 0.683, Tmax = 0.770 | k = −23→23 |
23316 measured reflections | l = −23→23 |
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)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 0.95 | w = 1/[σ2(Fo2) + (0.041P)2 + 0.3811P] where P = (Fo2 + 2Fc2)/3 |
11247 reflections | (Δ/σ)max = 0.001 |
559 parameters | Δρmax = 0.32 e Å−3 |
0 restraints | Δρmin = −0.49 e Å−3 |
[Sn(C7H6F)2Cl2(C10H8N2)] | γ = 80.2821 (7)° |
Mr = 564.01 | V = 2293.67 (5) Å3 |
Triclinic, P1 | Z = 4 |
a = 7.4918 (1) Å | Mo Kα radiation |
b = 17.4224 (2) Å | µ = 1.38 mm−1 |
c = 18.0040 (2) Å | T = 100 K |
α = 89.9539 (6)° | 0.30 × 0.25 × 0.20 mm |
β = 82.1008 (6)° |
Bruker SMART APEX diffractometer | 11247 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 9206 reflections with I > 2σ(I) |
Tmin = 0.683, Tmax = 0.770 | Rint = 0.019 |
23316 measured reflections |
R[F2 > 2σ(F2)] = 0.027 | 0 restraints |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 0.95 | Δρmax = 0.32 e Å−3 |
11247 reflections | Δρmin = −0.49 e Å−3 |
559 parameters |
x | y | z | Uiso*/Ueq | ||
Sn1 | 0.50544 (2) | 0.735187 (8) | 0.230260 (8) | 0.03711 (5) | |
Sn2 | 0.95558 (2) | 0.252553 (9) | 0.265678 (8) | 0.03965 (5) | |
Cl1 | 0.70071 (13) | 0.62131 (5) | 0.15738 (4) | 0.0813 (2) | |
Cl2 | 0.41543 (9) | 0.82926 (4) | 0.13091 (3) | 0.05635 (16) | |
Cl3 | 0.88629 (9) | 0.13768 (4) | 0.34283 (3) | 0.05552 (15) | |
Cl4 | 0.76762 (12) | 0.36774 (5) | 0.33978 (4) | 0.0748 (2) | |
F1 | 0.1293 (3) | 0.45285 (11) | 0.42425 (11) | 0.0887 (6) | |
F2 | 0.8851 (4) | 1.04628 (14) | 0.09035 (16) | 0.1353 (10) | |
F3 | 1.3292 (4) | 0.07930 (15) | 0.56071 (12) | 0.1202 (8) | |
F4 | 0.6648 (3) | 0.42026 (11) | −0.04628 (10) | 0.0934 (6) | |
N1 | 0.3390 (3) | 0.81893 (11) | 0.32916 (11) | 0.0502 (5) | |
N2 | 0.5312 (2) | 0.67689 (10) | 0.34861 (10) | 0.0397 (4) | |
N3 | 1.0714 (3) | 0.33062 (11) | 0.16923 (11) | 0.0453 (4) | |
N4 | 1.1539 (3) | 0.17366 (12) | 0.17094 (11) | 0.0504 (5) | |
C1 | 0.2597 (4) | 0.68841 (15) | 0.22143 (14) | 0.0532 (6) | |
H1A | 0.1545 | 0.7318 | 0.2291 | 0.064* | |
H1B | 0.2678 | 0.6677 | 0.1697 | 0.064* | |
C2 | 0.2205 (3) | 0.62564 (14) | 0.27464 (13) | 0.0467 (5) | |
C3 | 0.1175 (3) | 0.64260 (15) | 0.34415 (15) | 0.0550 (6) | |
H3 | 0.0664 | 0.6953 | 0.3575 | 0.066* | |
C4 | 0.0869 (4) | 0.58506 (17) | 0.39477 (15) | 0.0612 (7) | |
H4 | 0.0161 | 0.5977 | 0.4425 | 0.073* | |
C5 | 0.1599 (4) | 0.51010 (16) | 0.37497 (15) | 0.0578 (7) | |
C6 | 0.2613 (5) | 0.49040 (16) | 0.30735 (18) | 0.0760 (9) | |
H6 | 0.3109 | 0.4375 | 0.2946 | 0.091* | |
C7 | 0.2911 (4) | 0.54835 (16) | 0.25752 (16) | 0.0687 (8) | |
H7 | 0.3622 | 0.5348 | 0.2101 | 0.082* | |
C8 | 0.7458 (4) | 0.78156 (17) | 0.25003 (16) | 0.0611 (7) | |
H8A | 0.7338 | 0.7942 | 0.3043 | 0.073* | |
H8B | 0.8531 | 0.7396 | 0.2383 | 0.073* | |
C9 | 0.7865 (3) | 0.85147 (15) | 0.20819 (15) | 0.0519 (6) | |
C10 | 0.7426 (5) | 0.92446 (19) | 0.24093 (18) | 0.0787 (9) | |
H10 | 0.6873 | 0.9301 | 0.2918 | 0.094* | |
C11 | 0.7762 (6) | 0.9900 (2) | 0.2022 (2) | 0.0980 (12) | |
H11 | 0.7459 | 1.0400 | 0.2260 | 0.118* | |
C12 | 0.8530 (5) | 0.9813 (2) | 0.1299 (2) | 0.0823 (10) | |
C13 | 0.9025 (5) | 0.9116 (2) | 0.09500 (19) | 0.0855 (10) | |
H13 | 0.9601 | 0.9071 | 0.0444 | 0.103* | |
C14 | 0.8679 (4) | 0.84577 (18) | 0.13439 (17) | 0.0694 (8) | |
H14 | 0.9010 | 0.7960 | 0.1101 | 0.083* | |
C15 | 0.2467 (5) | 0.89001 (16) | 0.31686 (18) | 0.0727 (9) | |
H15 | 0.2354 | 0.9047 | 0.2667 | 0.087* | |
C16 | 0.1684 (5) | 0.94192 (19) | 0.3739 (2) | 0.0924 (12) | |
H16 | 0.1038 | 0.9917 | 0.3637 | 0.111* | |
C17 | 0.1859 (6) | 0.9202 (2) | 0.4455 (2) | 0.0969 (12) | |
H17 | 0.1348 | 0.9556 | 0.4860 | 0.116* | |
C18 | 0.2758 (4) | 0.84816 (18) | 0.45973 (16) | 0.0708 (8) | |
H18 | 0.2860 | 0.8328 | 0.5098 | 0.085* | |
C19 | 0.3521 (3) | 0.79757 (14) | 0.40011 (13) | 0.0464 (5) | |
C20 | 0.4493 (3) | 0.71805 (13) | 0.41050 (12) | 0.0410 (5) | |
C21 | 0.4536 (4) | 0.68556 (17) | 0.48102 (14) | 0.0590 (7) | |
H21 | 0.3958 | 0.7150 | 0.5247 | 0.071* | |
C22 | 0.5423 (4) | 0.61029 (17) | 0.48685 (16) | 0.0660 (8) | |
H22 | 0.5451 | 0.5872 | 0.5346 | 0.079* | |
C23 | 0.6258 (4) | 0.56920 (16) | 0.42358 (16) | 0.0607 (7) | |
H23 | 0.6886 | 0.5174 | 0.4266 | 0.073* | |
C24 | 0.6177 (3) | 0.60396 (14) | 0.35546 (14) | 0.0506 (6) | |
H24 | 0.6758 | 0.5752 | 0.3114 | 0.061* | |
C25 | 1.1941 (4) | 0.26824 (16) | 0.31589 (15) | 0.0587 (7) | |
H25A | 1.3020 | 0.2581 | 0.2766 | 0.070* | |
H25B | 1.1789 | 0.3235 | 0.3321 | 0.070* | |
C26 | 1.2348 (3) | 0.21893 (15) | 0.38120 (14) | 0.0510 (6) | |
C27 | 1.3602 (4) | 0.15072 (18) | 0.37264 (16) | 0.0672 (8) | |
H27 | 1.4257 | 0.1359 | 0.3244 | 0.081* | |
C28 | 1.3926 (5) | 0.1037 (2) | 0.43239 (19) | 0.0801 (10) | |
H28 | 1.4789 | 0.0567 | 0.4259 | 0.096* | |
C29 | 1.2988 (5) | 0.1259 (2) | 0.50054 (18) | 0.0755 (9) | |
C30 | 1.1762 (5) | 0.1932 (2) | 0.51241 (16) | 0.0791 (9) | |
H30 | 1.1141 | 0.2081 | 0.5612 | 0.095* | |
C31 | 1.1446 (4) | 0.23897 (17) | 0.45204 (16) | 0.0677 (8) | |
H31 | 1.0580 | 0.2858 | 0.4594 | 0.081* | |
C32 | 0.7243 (4) | 0.23876 (16) | 0.20922 (14) | 0.0553 (6) | |
H32A | 0.7367 | 0.1832 | 0.1944 | 0.066* | |
H32B | 0.6114 | 0.2517 | 0.2457 | 0.066* | |
C33 | 0.7006 (3) | 0.28644 (14) | 0.14155 (14) | 0.0483 (5) | |
C34 | 0.6285 (4) | 0.36510 (16) | 0.14713 (15) | 0.0620 (7) | |
H34 | 0.5864 | 0.3886 | 0.1953 | 0.074* | |
C35 | 0.6163 (4) | 0.41051 (16) | 0.08406 (16) | 0.0659 (8) | |
H35 | 0.5678 | 0.4646 | 0.0887 | 0.079* | |
C36 | 0.6751 (4) | 0.37585 (16) | 0.01597 (15) | 0.0602 (7) | |
C37 | 0.7439 (4) | 0.29836 (17) | 0.00684 (15) | 0.0634 (7) | |
H37 | 0.7822 | 0.2753 | −0.0418 | 0.076* | |
C38 | 0.7563 (4) | 0.25428 (15) | 0.07055 (15) | 0.0565 (6) | |
H38 | 0.8048 | 0.2002 | 0.0651 | 0.068* | |
C39 | 1.0244 (4) | 0.40825 (14) | 0.16997 (15) | 0.0568 (6) | |
H39 | 0.9547 | 0.4338 | 0.2138 | 0.068* | |
C40 | 1.0734 (4) | 0.45265 (16) | 0.10942 (17) | 0.0675 (8) | |
H40 | 1.0400 | 0.5078 | 0.1118 | 0.081* | |
C41 | 1.1705 (4) | 0.41574 (18) | 0.04632 (16) | 0.0684 (8) | |
H41 | 1.2026 | 0.4448 | 0.0033 | 0.082* | |
C42 | 1.2220 (4) | 0.33607 (17) | 0.04505 (14) | 0.0615 (7) | |
H42 | 1.2915 | 0.3099 | 0.0015 | 0.074* | |
C43 | 1.1722 (3) | 0.29447 (14) | 0.10754 (12) | 0.0445 (5) | |
C44 | 1.2293 (3) | 0.20931 (15) | 0.11152 (13) | 0.0504 (6) | |
C45 | 1.3588 (5) | 0.16688 (18) | 0.05752 (17) | 0.0768 (9) | |
H45 | 1.4105 | 0.1919 | 0.0149 | 0.092* | |
C46 | 1.4112 (6) | 0.0885 (2) | 0.0664 (2) | 0.1022 (14) | |
H46 | 1.5029 | 0.0593 | 0.0308 | 0.123* | |
C47 | 1.3321 (5) | 0.05250 (19) | 0.1259 (2) | 0.0923 (12) | |
H47 | 1.3650 | −0.0020 | 0.1318 | 0.111* | |
C48 | 1.2039 (4) | 0.09654 (16) | 0.17730 (18) | 0.0695 (8) | |
H48 | 1.1482 | 0.0715 | 0.2190 | 0.083* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.03972 (9) | 0.03968 (8) | 0.02985 (8) | −0.00562 (6) | 0.00102 (6) | 0.00565 (6) |
Sn2 | 0.04368 (9) | 0.04088 (9) | 0.03124 (8) | −0.00313 (6) | 0.00079 (6) | 0.00737 (6) |
Cl1 | 0.0935 (6) | 0.0748 (5) | 0.0571 (4) | 0.0165 (4) | 0.0161 (4) | −0.0129 (4) |
Cl2 | 0.0647 (4) | 0.0620 (4) | 0.0439 (3) | −0.0132 (3) | −0.0099 (3) | 0.0221 (3) |
Cl3 | 0.0697 (4) | 0.0543 (3) | 0.0435 (3) | −0.0169 (3) | −0.0033 (3) | 0.0178 (3) |
Cl4 | 0.0879 (5) | 0.0648 (4) | 0.0562 (4) | 0.0099 (4) | 0.0161 (4) | −0.0075 (3) |
F1 | 0.1091 (15) | 0.0822 (12) | 0.0819 (13) | −0.0388 (11) | −0.0115 (11) | 0.0396 (10) |
F2 | 0.173 (3) | 0.0975 (17) | 0.151 (2) | −0.0690 (17) | −0.0228 (19) | 0.0648 (16) |
F3 | 0.1342 (19) | 0.139 (2) | 0.0816 (14) | 0.0054 (16) | −0.0292 (13) | 0.0552 (14) |
F4 | 0.1475 (18) | 0.0764 (12) | 0.0650 (11) | −0.0204 (12) | −0.0436 (12) | 0.0299 (9) |
N1 | 0.0623 (13) | 0.0402 (10) | 0.0419 (11) | 0.0024 (9) | 0.0006 (9) | 0.0027 (9) |
N2 | 0.0425 (10) | 0.0410 (10) | 0.0348 (9) | −0.0058 (8) | −0.0040 (7) | 0.0064 (8) |
N3 | 0.0476 (11) | 0.0441 (10) | 0.0420 (10) | −0.0070 (9) | 0.0006 (8) | 0.0102 (8) |
N4 | 0.0573 (12) | 0.0441 (11) | 0.0456 (11) | −0.0065 (9) | 0.0051 (9) | 0.0017 (9) |
C1 | 0.0586 (15) | 0.0588 (15) | 0.0490 (14) | −0.0223 (12) | −0.0163 (11) | 0.0134 (12) |
C2 | 0.0469 (13) | 0.0529 (13) | 0.0459 (13) | −0.0205 (11) | −0.0108 (10) | 0.0073 (11) |
C3 | 0.0469 (14) | 0.0524 (14) | 0.0632 (16) | −0.0112 (11) | 0.0046 (12) | 0.0023 (12) |
C4 | 0.0602 (16) | 0.0714 (18) | 0.0517 (15) | −0.0221 (14) | 0.0072 (12) | 0.0021 (13) |
C5 | 0.0664 (17) | 0.0592 (16) | 0.0540 (15) | −0.0284 (13) | −0.0086 (13) | 0.0163 (13) |
C6 | 0.100 (2) | 0.0441 (15) | 0.081 (2) | −0.0205 (15) | 0.0093 (18) | −0.0002 (14) |
C7 | 0.097 (2) | 0.0539 (15) | 0.0541 (16) | −0.0310 (16) | 0.0143 (15) | −0.0074 (13) |
C8 | 0.0490 (15) | 0.0706 (17) | 0.0696 (18) | −0.0206 (13) | −0.0157 (13) | 0.0255 (14) |
C9 | 0.0464 (13) | 0.0575 (15) | 0.0557 (15) | −0.0194 (11) | −0.0080 (11) | 0.0111 (12) |
C10 | 0.102 (3) | 0.080 (2) | 0.0583 (18) | −0.0394 (19) | 0.0021 (17) | −0.0046 (16) |
C11 | 0.137 (4) | 0.0589 (19) | 0.103 (3) | −0.040 (2) | −0.005 (3) | −0.0041 (19) |
C12 | 0.097 (3) | 0.068 (2) | 0.091 (3) | −0.0398 (19) | −0.016 (2) | 0.0270 (19) |
C13 | 0.091 (2) | 0.099 (3) | 0.067 (2) | −0.038 (2) | 0.0150 (17) | 0.0207 (19) |
C14 | 0.0711 (19) | 0.0645 (17) | 0.0679 (19) | −0.0183 (15) | 0.0148 (15) | 0.0022 (15) |
C15 | 0.090 (2) | 0.0511 (16) | 0.0631 (18) | 0.0163 (15) | 0.0011 (16) | 0.0073 (14) |
C16 | 0.109 (3) | 0.0525 (17) | 0.094 (3) | 0.0265 (18) | 0.012 (2) | 0.0004 (18) |
C17 | 0.116 (3) | 0.076 (2) | 0.077 (2) | 0.021 (2) | 0.017 (2) | −0.0212 (19) |
C18 | 0.089 (2) | 0.0688 (19) | 0.0456 (15) | 0.0000 (16) | 0.0064 (14) | −0.0094 (14) |
C19 | 0.0511 (13) | 0.0477 (13) | 0.0383 (12) | −0.0078 (11) | 0.0011 (10) | −0.0006 (10) |
C20 | 0.0448 (12) | 0.0453 (12) | 0.0341 (11) | −0.0127 (10) | −0.0034 (9) | 0.0032 (9) |
C21 | 0.0726 (18) | 0.0715 (17) | 0.0337 (12) | −0.0166 (14) | −0.0047 (11) | 0.0105 (12) |
C22 | 0.0768 (19) | 0.0751 (19) | 0.0488 (15) | −0.0174 (16) | −0.0125 (14) | 0.0291 (14) |
C23 | 0.0617 (16) | 0.0523 (15) | 0.0681 (18) | −0.0073 (12) | −0.0125 (13) | 0.0260 (13) |
C24 | 0.0543 (14) | 0.0433 (12) | 0.0516 (14) | −0.0025 (11) | −0.0053 (11) | 0.0085 (11) |
C25 | 0.0613 (16) | 0.0608 (16) | 0.0592 (16) | −0.0185 (13) | −0.0171 (13) | 0.0151 (13) |
C26 | 0.0515 (14) | 0.0554 (14) | 0.0490 (14) | −0.0119 (12) | −0.0140 (11) | 0.0060 (11) |
C27 | 0.0579 (17) | 0.079 (2) | 0.0567 (16) | 0.0085 (15) | −0.0058 (13) | 0.0013 (15) |
C28 | 0.076 (2) | 0.078 (2) | 0.075 (2) | 0.0213 (17) | −0.0145 (17) | 0.0127 (17) |
C29 | 0.076 (2) | 0.091 (2) | 0.0600 (18) | −0.0070 (18) | −0.0213 (16) | 0.0263 (17) |
C30 | 0.082 (2) | 0.107 (3) | 0.0416 (15) | 0.0043 (19) | −0.0098 (14) | −0.0016 (16) |
C31 | 0.078 (2) | 0.0644 (17) | 0.0565 (17) | 0.0078 (15) | −0.0175 (14) | −0.0077 (14) |
C32 | 0.0529 (15) | 0.0641 (16) | 0.0518 (14) | −0.0152 (12) | −0.0115 (11) | 0.0194 (12) |
C33 | 0.0466 (13) | 0.0520 (13) | 0.0482 (13) | −0.0087 (11) | −0.0131 (10) | 0.0091 (11) |
C34 | 0.0662 (17) | 0.0646 (17) | 0.0493 (15) | 0.0104 (14) | −0.0138 (13) | −0.0016 (13) |
C35 | 0.080 (2) | 0.0480 (14) | 0.0686 (19) | 0.0084 (14) | −0.0300 (16) | 0.0058 (13) |
C36 | 0.0785 (19) | 0.0576 (15) | 0.0508 (15) | −0.0145 (14) | −0.0283 (14) | 0.0152 (13) |
C37 | 0.084 (2) | 0.0629 (17) | 0.0440 (14) | −0.0065 (15) | −0.0188 (14) | 0.0002 (13) |
C38 | 0.0714 (18) | 0.0448 (13) | 0.0556 (15) | −0.0067 (12) | −0.0208 (13) | 0.0018 (12) |
C39 | 0.0576 (15) | 0.0462 (13) | 0.0601 (16) | −0.0007 (11) | 0.0044 (12) | 0.0132 (12) |
C40 | 0.0666 (18) | 0.0544 (15) | 0.079 (2) | −0.0060 (13) | −0.0065 (15) | 0.0322 (15) |
C41 | 0.077 (2) | 0.077 (2) | 0.0551 (17) | −0.0254 (16) | −0.0065 (14) | 0.0323 (15) |
C42 | 0.0682 (17) | 0.0772 (19) | 0.0406 (13) | −0.0242 (15) | 0.0014 (12) | 0.0119 (13) |
C43 | 0.0448 (12) | 0.0559 (14) | 0.0349 (11) | −0.0158 (11) | −0.0037 (9) | 0.0070 (10) |
C44 | 0.0563 (14) | 0.0548 (14) | 0.0389 (12) | −0.0158 (12) | 0.0057 (10) | −0.0016 (11) |
C45 | 0.095 (2) | 0.0677 (19) | 0.0589 (18) | −0.0222 (17) | 0.0294 (16) | −0.0165 (15) |
C46 | 0.117 (3) | 0.071 (2) | 0.101 (3) | −0.013 (2) | 0.045 (2) | −0.034 (2) |
C47 | 0.111 (3) | 0.0469 (16) | 0.104 (3) | 0.0000 (18) | 0.021 (2) | −0.0139 (18) |
C48 | 0.087 (2) | 0.0448 (14) | 0.0677 (19) | −0.0056 (14) | 0.0123 (16) | 0.0025 (13) |
Sn1—C1 | 2.160 (2) | C17—H17 | 0.9500 |
Sn1—C8 | 2.166 (2) | C18—C19 | 1.385 (3) |
Sn1—N1 | 2.374 (2) | C18—H18 | 0.9500 |
Sn1—N2 | 2.3775 (17) | C19—C20 | 1.477 (3) |
Sn1—Cl1 | 2.5090 (7) | C20—C21 | 1.392 (3) |
Sn1—Cl2 | 2.5089 (6) | C21—C22 | 1.377 (4) |
Sn2—C25 | 2.167 (3) | C21—H21 | 0.9500 |
Sn2—C32 | 2.172 (3) | C22—C23 | 1.362 (4) |
Sn2—N3 | 2.3661 (18) | C22—H22 | 0.9500 |
Sn2—N4 | 2.371 (2) | C23—C24 | 1.372 (3) |
Sn2—Cl4 | 2.5147 (7) | C23—H23 | 0.9500 |
Sn2—Cl3 | 2.5205 (6) | C24—H24 | 0.9500 |
F1—C5 | 1.362 (3) | C25—C26 | 1.491 (3) |
F2—C12 | 1.375 (3) | C25—H25A | 0.9900 |
F3—C29 | 1.374 (3) | C25—H25B | 0.9900 |
F4—C36 | 1.365 (3) | C26—C31 | 1.375 (4) |
N1—C19 | 1.342 (3) | C26—C27 | 1.379 (4) |
N1—C15 | 1.347 (3) | C27—C28 | 1.375 (4) |
N2—C24 | 1.339 (3) | C27—H27 | 0.9500 |
N2—C20 | 1.340 (3) | C28—C29 | 1.349 (4) |
N3—C39 | 1.338 (3) | C28—H28 | 0.9500 |
N3—C43 | 1.346 (3) | C29—C30 | 1.359 (4) |
N4—C48 | 1.342 (3) | C30—C31 | 1.371 (4) |
N4—C44 | 1.342 (3) | C30—H30 | 0.9500 |
C1—C2 | 1.493 (3) | C31—H31 | 0.9500 |
C1—H1A | 0.9900 | C32—C33 | 1.488 (3) |
C1—H1B | 0.9900 | C32—H32A | 0.9900 |
C2—C7 | 1.380 (4) | C32—H32B | 0.9900 |
C2—C3 | 1.381 (3) | C33—C38 | 1.378 (4) |
C3—C4 | 1.381 (3) | C33—C34 | 1.384 (4) |
C3—H3 | 0.9500 | C34—C35 | 1.388 (4) |
C4—C5 | 1.356 (4) | C34—H34 | 0.9500 |
C4—H4 | 0.9500 | C35—C36 | 1.351 (4) |
C5—C6 | 1.355 (4) | C35—H35 | 0.9500 |
C6—C7 | 1.376 (4) | C36—C37 | 1.363 (4) |
C6—H6 | 0.9500 | C37—C38 | 1.385 (4) |
C7—H7 | 0.9500 | C37—H37 | 0.9500 |
C8—C9 | 1.485 (3) | C38—H38 | 0.9500 |
C8—H8A | 0.9900 | C39—C40 | 1.381 (3) |
C8—H8B | 0.9900 | C39—H39 | 0.9500 |
C9—C10 | 1.371 (4) | C40—C41 | 1.360 (4) |
C9—C14 | 1.380 (4) | C40—H40 | 0.9500 |
C10—C11 | 1.378 (4) | C41—C42 | 1.376 (4) |
C10—H10 | 0.9500 | C41—H41 | 0.9500 |
C11—C12 | 1.347 (5) | C42—C43 | 1.380 (3) |
C11—H11 | 0.9500 | C42—H42 | 0.9500 |
C12—C13 | 1.340 (5) | C43—C44 | 1.478 (3) |
C13—C14 | 1.390 (4) | C44—C45 | 1.390 (4) |
C13—H13 | 0.9500 | C45—C46 | 1.371 (5) |
C14—H14 | 0.9500 | C45—H45 | 0.9500 |
C15—C16 | 1.368 (4) | C46—C47 | 1.357 (5) |
C15—H15 | 0.9500 | C46—H46 | 0.9500 |
C16—C17 | 1.361 (5) | C47—C48 | 1.370 (4) |
C16—H16 | 0.9500 | C47—H47 | 0.9500 |
C17—C18 | 1.362 (4) | C48—H48 | 0.9500 |
C1—Sn1—C8 | 174.81 (10) | C17—C18—C19 | 119.1 (3) |
C1—Sn1—N1 | 88.70 (9) | C17—C18—H18 | 120.5 |
C8—Sn1—N1 | 87.53 (10) | C19—C18—H18 | 120.5 |
C1—Sn1—N2 | 91.35 (8) | N1—C19—C18 | 120.8 (2) |
C8—Sn1—N2 | 83.98 (8) | N1—C19—C20 | 116.6 (2) |
N1—Sn1—N2 | 69.07 (6) | C18—C19—C20 | 122.6 (2) |
C1—Sn1—Cl1 | 91.60 (8) | N2—C20—C21 | 120.6 (2) |
C8—Sn1—Cl1 | 90.99 (9) | N2—C20—C19 | 117.21 (19) |
N1—Sn1—Cl1 | 163.13 (5) | C21—C20—C19 | 122.2 (2) |
N2—Sn1—Cl1 | 94.06 (5) | C22—C21—C20 | 119.4 (3) |
C1—Sn1—Cl2 | 87.44 (6) | C22—C21—H21 | 120.3 |
C8—Sn1—Cl2 | 96.31 (7) | C20—C21—H21 | 120.3 |
N1—Sn1—Cl2 | 93.10 (5) | C23—C22—C21 | 119.4 (2) |
N2—Sn1—Cl2 | 162.16 (5) | C23—C22—H22 | 120.3 |
Cl1—Sn1—Cl2 | 103.76 (3) | C21—C22—H22 | 120.3 |
C25—Sn2—C32 | 176.71 (9) | C22—C23—C24 | 118.8 (3) |
C25—Sn2—N3 | 84.58 (8) | C22—C23—H23 | 120.6 |
C32—Sn2—N3 | 92.30 (8) | C24—C23—H23 | 120.6 |
C25—Sn2—N4 | 88.26 (10) | N2—C24—C23 | 122.6 (2) |
C32—Sn2—N4 | 89.65 (9) | N2—C24—H24 | 118.7 |
N3—Sn2—N4 | 69.52 (7) | C23—C24—H24 | 118.7 |
C25—Sn2—Cl4 | 90.70 (8) | C26—C25—Sn2 | 116.76 (17) |
C32—Sn2—Cl4 | 90.53 (8) | C26—C25—H25A | 108.1 |
N3—Sn2—Cl4 | 93.32 (5) | Sn2—C25—H25A | 108.1 |
N4—Sn2—Cl4 | 162.83 (5) | C26—C25—H25B | 108.1 |
C25—Sn2—Cl3 | 96.00 (7) | Sn2—C25—H25B | 108.1 |
C32—Sn2—Cl3 | 86.67 (7) | H25A—C25—H25B | 107.3 |
N3—Sn2—Cl3 | 163.00 (5) | C31—C26—C27 | 117.6 (2) |
N4—Sn2—Cl3 | 93.49 (5) | C31—C26—C25 | 120.9 (2) |
Cl4—Sn2—Cl3 | 103.65 (2) | C27—C26—C25 | 121.5 (2) |
C19—N1—C15 | 118.8 (2) | C28—C27—C26 | 121.5 (3) |
C19—N1—Sn1 | 118.45 (15) | C28—C27—H27 | 119.3 |
C15—N1—Sn1 | 122.43 (18) | C26—C27—H27 | 119.3 |
C24—N2—C20 | 119.1 (2) | C29—C28—C27 | 118.4 (3) |
C24—N2—Sn1 | 122.63 (16) | C29—C28—H28 | 120.8 |
C20—N2—Sn1 | 118.21 (14) | C27—C28—H28 | 120.8 |
C39—N3—C43 | 118.8 (2) | C28—C29—C30 | 122.6 (3) |
C39—N3—Sn2 | 122.73 (16) | C28—C29—F3 | 119.0 (3) |
C43—N3—Sn2 | 118.01 (15) | C30—C29—F3 | 118.4 (3) |
C48—N4—C44 | 119.2 (2) | C29—C30—C31 | 118.1 (3) |
C48—N4—Sn2 | 122.75 (18) | C29—C30—H30 | 120.9 |
C44—N4—Sn2 | 117.81 (16) | C31—C30—H30 | 120.9 |
C2—C1—Sn1 | 116.18 (16) | C30—C31—C26 | 121.8 (3) |
C2—C1—H1A | 108.2 | C30—C31—H31 | 119.1 |
Sn1—C1—H1A | 108.2 | C26—C31—H31 | 119.1 |
C2—C1—H1B | 108.2 | C33—C32—Sn2 | 116.15 (17) |
Sn1—C1—H1B | 108.2 | C33—C32—H32A | 108.2 |
H1A—C1—H1B | 107.4 | Sn2—C32—H32A | 108.2 |
C7—C2—C3 | 117.1 (2) | C33—C32—H32B | 108.2 |
C7—C2—C1 | 121.4 (2) | Sn2—C32—H32B | 108.2 |
C3—C2—C1 | 121.5 (2) | H32A—C32—H32B | 107.4 |
C2—C3—C4 | 121.8 (2) | C38—C33—C34 | 117.3 (2) |
C2—C3—H3 | 119.1 | C38—C33—C32 | 120.9 (2) |
C4—C3—H3 | 119.1 | C34—C33—C32 | 121.7 (2) |
C5—C4—C3 | 118.6 (2) | C33—C34—C35 | 121.7 (3) |
C5—C4—H4 | 120.7 | C33—C34—H34 | 119.2 |
C3—C4—H4 | 120.7 | C35—C34—H34 | 119.2 |
C6—C5—C4 | 121.9 (2) | C36—C35—C34 | 118.3 (3) |
C6—C5—F1 | 119.0 (3) | C36—C35—H35 | 120.9 |
C4—C5—F1 | 119.1 (3) | C34—C35—H35 | 120.9 |
C5—C6—C7 | 118.9 (3) | C35—C36—C37 | 122.7 (2) |
C5—C6—H6 | 120.6 | C35—C36—F4 | 118.6 (3) |
C7—C6—H6 | 120.6 | C37—C36—F4 | 118.6 (3) |
C6—C7—C2 | 121.8 (3) | C36—C37—C38 | 118.0 (3) |
C6—C7—H7 | 119.1 | C36—C37—H37 | 121.0 |
C2—C7—H7 | 119.1 | C38—C37—H37 | 121.0 |
C9—C8—Sn1 | 117.90 (17) | C33—C38—C37 | 122.0 (2) |
C9—C8—H8A | 107.8 | C33—C38—H38 | 119.0 |
Sn1—C8—H8A | 107.8 | C37—C38—H38 | 119.0 |
C9—C8—H8B | 107.8 | N3—C39—C40 | 122.5 (3) |
Sn1—C8—H8B | 107.8 | N3—C39—H39 | 118.8 |
H8A—C8—H8B | 107.2 | C40—C39—H39 | 118.8 |
C10—C9—C14 | 117.2 (2) | C41—C40—C39 | 118.5 (3) |
C10—C9—C8 | 121.4 (3) | C41—C40—H40 | 120.7 |
C14—C9—C8 | 121.4 (3) | C39—C40—H40 | 120.7 |
C9—C10—C11 | 122.0 (3) | C40—C41—C42 | 119.7 (2) |
C9—C10—H10 | 119.0 | C40—C41—H41 | 120.2 |
C11—C10—H10 | 119.0 | C42—C41—H41 | 120.2 |
C12—C11—C10 | 118.4 (3) | C41—C42—C43 | 119.5 (3) |
C12—C11—H11 | 120.8 | C41—C42—H42 | 120.2 |
C10—C11—H11 | 120.8 | C43—C42—H42 | 120.2 |
C13—C12—C11 | 122.6 (3) | N3—C43—C42 | 120.9 (2) |
C13—C12—F2 | 118.3 (3) | N3—C43—C44 | 116.50 (19) |
C11—C12—F2 | 119.0 (4) | C42—C43—C44 | 122.6 (2) |
C12—C13—C14 | 118.6 (3) | N4—C44—C45 | 120.3 (2) |
C12—C13—H13 | 120.7 | N4—C44—C43 | 117.3 (2) |
C14—C13—H13 | 120.7 | C45—C44—C43 | 122.4 (2) |
C9—C14—C13 | 121.2 (3) | C46—C45—C44 | 119.3 (3) |
C9—C14—H14 | 119.4 | C46—C45—H45 | 120.4 |
C13—C14—H14 | 119.4 | C44—C45—H45 | 120.4 |
N1—C15—C16 | 122.5 (3) | C47—C46—C45 | 120.1 (3) |
N1—C15—H15 | 118.7 | C47—C46—H46 | 119.9 |
C16—C15—H15 | 118.7 | C45—C46—H46 | 119.9 |
C17—C16—C15 | 118.1 (3) | C46—C47—C48 | 118.5 (3) |
C17—C16—H16 | 120.9 | C46—C47—H47 | 120.7 |
C15—C16—H16 | 120.9 | C48—C47—H47 | 120.7 |
C16—C17—C18 | 120.6 (3) | N4—C48—C47 | 122.5 (3) |
C16—C17—H17 | 119.7 | N4—C48—H48 | 118.8 |
C18—C17—H17 | 119.7 | C47—C48—H48 | 118.8 |
C1—Sn1—N1—C19 | 97.58 (19) | Sn1—N1—C19—C18 | 172.3 (2) |
C8—Sn1—N1—C19 | −78.87 (19) | C15—N1—C19—C20 | 177.9 (2) |
N2—Sn1—N1—C19 | 5.63 (17) | Sn1—N1—C19—C20 | −8.3 (3) |
Cl1—Sn1—N1—C19 | 6.4 (3) | C17—C18—C19—N1 | 0.3 (5) |
Cl2—Sn1—N1—C19 | −175.06 (18) | C17—C18—C19—C20 | −179.0 (3) |
C1—Sn1—N1—C15 | −88.9 (2) | C24—N2—C20—C21 | −0.2 (3) |
C8—Sn1—N1—C15 | 94.6 (2) | Sn1—N2—C20—C21 | 177.31 (18) |
N2—Sn1—N1—C15 | 179.1 (3) | C24—N2—C20—C19 | −178.7 (2) |
Cl1—Sn1—N1—C15 | 179.9 (2) | Sn1—N2—C20—C19 | −1.2 (3) |
Cl2—Sn1—N1—C15 | −1.6 (2) | N1—C19—C20—N2 | 6.3 (3) |
C1—Sn1—N2—C24 | 87.19 (19) | C18—C19—C20—N2 | −174.3 (2) |
C8—Sn1—N2—C24 | −95.1 (2) | N1—C19—C20—C21 | −172.2 (2) |
N1—Sn1—N2—C24 | 175.3 (2) | C18—C19—C20—C21 | 7.2 (4) |
Cl1—Sn1—N2—C24 | −4.51 (18) | N2—C20—C21—C22 | −0.2 (4) |
Cl2—Sn1—N2—C24 | 173.05 (14) | C19—C20—C21—C22 | 178.2 (2) |
C1—Sn1—N2—C20 | −90.19 (17) | C20—C21—C22—C23 | 0.6 (4) |
C8—Sn1—N2—C20 | 87.55 (18) | C21—C22—C23—C24 | −0.6 (4) |
N1—Sn1—N2—C20 | −2.10 (15) | C20—N2—C24—C23 | 0.2 (4) |
Cl1—Sn1—N2—C20 | 178.11 (16) | Sn1—N2—C24—C23 | −177.15 (19) |
Cl2—Sn1—N2—C20 | −4.3 (3) | C22—C23—C24—N2 | 0.2 (4) |
C25—Sn2—N3—C39 | −91.0 (2) | N3—Sn2—C25—C26 | −169.4 (2) |
C32—Sn2—N3—C39 | 90.0 (2) | N4—Sn2—C25—C26 | −99.8 (2) |
N4—Sn2—N3—C39 | 178.8 (2) | Cl4—Sn2—C25—C26 | 97.3 (2) |
Cl4—Sn2—N3—C39 | −0.6 (2) | Cl3—Sn2—C25—C26 | −6.5 (2) |
Cl3—Sn2—N3—C39 | 176.18 (16) | Sn2—C25—C26—C31 | −81.3 (3) |
C25—Sn2—N3—C43 | 96.52 (18) | Sn2—C25—C26—C27 | 96.9 (3) |
C32—Sn2—N3—C43 | −82.42 (18) | C31—C26—C27—C28 | 0.9 (5) |
N4—Sn2—N3—C43 | 6.35 (16) | C25—C26—C27—C28 | −177.4 (3) |
Cl4—Sn2—N3—C43 | −173.09 (16) | C26—C27—C28—C29 | −0.2 (5) |
Cl3—Sn2—N3—C43 | 3.7 (3) | C27—C28—C29—C30 | −1.0 (6) |
C25—Sn2—N4—C48 | 89.0 (2) | C27—C28—C29—F3 | 179.7 (3) |
C32—Sn2—N4—C48 | −93.6 (2) | C28—C29—C30—C31 | 1.5 (6) |
N3—Sn2—N4—C48 | 173.9 (2) | F3—C29—C30—C31 | −179.2 (3) |
Cl4—Sn2—N4—C48 | 175.75 (19) | C29—C30—C31—C26 | −0.9 (5) |
Cl3—Sn2—N4—C48 | −6.9 (2) | C27—C26—C31—C30 | −0.3 (5) |
C25—Sn2—N4—C44 | −85.7 (2) | C25—C26—C31—C30 | 178.0 (3) |
C32—Sn2—N4—C44 | 91.7 (2) | N3—Sn2—C32—C33 | −7.6 (2) |
N3—Sn2—N4—C44 | −0.86 (18) | N4—Sn2—C32—C33 | −77.1 (2) |
Cl4—Sn2—N4—C44 | 1.0 (3) | Cl4—Sn2—C32—C33 | 85.7 (2) |
Cl3—Sn2—N4—C44 | 178.37 (18) | Cl3—Sn2—C32—C33 | −170.6 (2) |
N1—Sn1—C1—C2 | −83.5 (2) | Sn2—C32—C33—C38 | 100.6 (3) |
N2—Sn1—C1—C2 | −14.4 (2) | Sn2—C32—C33—C34 | −76.9 (3) |
Cl1—Sn1—C1—C2 | 79.7 (2) | C38—C33—C34—C35 | −1.4 (4) |
Cl2—Sn1—C1—C2 | −176.6 (2) | C32—C33—C34—C35 | 176.2 (3) |
Sn1—C1—C2—C7 | −87.5 (3) | C33—C34—C35—C36 | 0.7 (5) |
Sn1—C1—C2—C3 | 90.2 (3) | C34—C35—C36—C37 | 0.6 (5) |
C7—C2—C3—C4 | 0.4 (4) | C34—C35—C36—F4 | −179.5 (3) |
C1—C2—C3—C4 | −177.4 (2) | C35—C36—C37—C38 | −1.2 (5) |
C2—C3—C4—C5 | −0.3 (4) | F4—C36—C37—C38 | 178.9 (3) |
C3—C4—C5—C6 | 0.0 (5) | C34—C33—C38—C37 | 0.8 (4) |
C3—C4—C5—F1 | −179.5 (2) | C32—C33—C38—C37 | −176.8 (2) |
C4—C5—C6—C7 | 0.2 (5) | C36—C37—C38—C33 | 0.4 (4) |
F1—C5—C6—C7 | 179.7 (3) | C43—N3—C39—C40 | 0.9 (4) |
C5—C6—C7—C2 | 0.0 (5) | Sn2—N3—C39—C40 | −171.5 (2) |
C3—C2—C7—C6 | −0.2 (4) | N3—C39—C40—C41 | 1.1 (5) |
C1—C2—C7—C6 | 177.6 (3) | C39—C40—C41—C42 | −2.0 (5) |
N1—Sn1—C8—C9 | −89.8 (2) | C40—C41—C42—C43 | 0.9 (4) |
N2—Sn1—C8—C9 | −159.1 (2) | C39—N3—C43—C42 | −2.0 (4) |
Cl1—Sn1—C8—C9 | 107.0 (2) | Sn2—N3—C43—C42 | 170.81 (18) |
Cl2—Sn1—C8—C9 | 3.0 (2) | C39—N3—C43—C44 | 176.5 (2) |
Sn1—C8—C9—C10 | 100.1 (3) | Sn2—N3—C43—C44 | −10.8 (3) |
Sn1—C8—C9—C14 | −79.1 (3) | C41—C42—C43—N3 | 1.1 (4) |
C14—C9—C10—C11 | 0.5 (5) | C41—C42—C43—C44 | −177.2 (2) |
C8—C9—C10—C11 | −178.7 (3) | C48—N4—C44—C45 | −0.5 (4) |
C9—C10—C11—C12 | 0.6 (6) | Sn2—N4—C44—C45 | 174.4 (2) |
C10—C11—C12—C13 | −2.0 (7) | C48—N4—C44—C43 | −179.1 (2) |
C10—C11—C12—F2 | 179.2 (3) | Sn2—N4—C44—C43 | −4.2 (3) |
C11—C12—C13—C14 | 2.1 (6) | N3—C43—C44—N4 | 9.9 (3) |
F2—C12—C13—C14 | −179.1 (3) | C42—C43—C44—N4 | −171.7 (2) |
C10—C9—C14—C13 | −0.5 (5) | N3—C43—C44—C45 | −168.6 (3) |
C8—C9—C14—C13 | 178.7 (3) | C42—C43—C44—C45 | 9.8 (4) |
C12—C13—C14—C9 | −0.8 (5) | N4—C44—C45—C46 | −1.2 (5) |
C19—N1—C15—C16 | 1.2 (5) | C43—C44—C45—C46 | 177.2 (3) |
Sn1—N1—C15—C16 | −172.2 (3) | C44—C45—C46—C47 | 2.4 (6) |
N1—C15—C16—C17 | 0.1 (6) | C45—C46—C47—C48 | −1.8 (7) |
C15—C16—C17—C18 | −1.2 (7) | C44—N4—C48—C47 | 1.2 (5) |
C16—C17—C18—C19 | 1.0 (6) | Sn2—N4—C48—C47 | −173.4 (3) |
C15—N1—C19—C18 | −1.4 (4) | C46—C47—C48—N4 | 0.0 (6) |
Experimental details
Crystal data | |
Chemical formula | [Sn(C7H6F)2Cl2(C10H8N2)] |
Mr | 564.01 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 100 |
a, b, c (Å) | 7.4918 (1), 17.4224 (2), 18.0040 (2) |
α, β, γ (°) | 89.9539 (6), 82.1008 (6), 80.2821 (7) |
V (Å3) | 2293.67 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.38 |
Crystal size (mm) | 0.30 × 0.25 × 0.20 |
Data collection | |
Diffractometer | Bruker SMART APEX diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.683, 0.770 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 23316, 11247, 9206 |
Rint | 0.019 |
(sin θ/λ)max (Å−1) | 0.666 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.027, 0.073, 0.95 |
No. of reflections | 11247 |
No. of parameters | 559 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.32, −0.49 |
Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).
Acknowledgements
We thank the University of Malaya (grant No. RG020/09AFR) for supporting this study.
References
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Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
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Dibenzyltin dichloride can be synthesized by the direct action of benzyl chloride on tin metal; other ring-substituted analogs are similarly synthesized (Sisido et al., 1961). Dibenzyltin dichloride itself forms a 1:1 adduct with 2,2'-bipyridine (Tiekink et al., 2000). The fluorine-subsituted analog affords the corresponding adduct. The six-coordinate SnIV atom in SnCl2(C10H8N2)(C7H6F)2 (Scheme I) shows trans-C2SnN2Cl2 octahedral coordination [C–Sn–C 174.8 (1) °]; the Cl atoms are cis to each other as are the N atoms of the chelating N-heterocycle.