Acta Cryst. (2007). E63, m1883 [ doi:10.1107/S1600536807028048 ]
-2,2'-Biquinolinyl-4,4'-dicarboxylato-
2O:O')bis[(dimethylformamide-
O)triphenyltin(IV)]The molecule of the title compound, [Sn2(C6H5)6(C10H5NO2)2(C3H7NO)2], is centrosymmetric. Two triphenyltin groups are bridged by a 2,2'-biquinolinyl-4,4'-dicarboxylate dianion (L) through its two carboxylate groups. Each Sn atom displays a distorted trigonal-bipyramidal geometry composed of three phenyl groups, one carboxylate O atom from the L dianion and one O atom of N,N-dimethylformamide. The molecules display aromatic
-
stacking (face-to-face distance 3.406 Å).
A mixture of Na2L (0.388 g, 1 mmol) and Ph3SnCl (0.770 g, 2 mmol) in 25 ml e thanol was refluxed for 12 h and then filtered. The resulting precipitates were washed with ethanol. Crystals suitable for X-ray diffraction were obtained by slow evaporation of a N,N-dimethyl formamide solution.
All H-atoms bound to carbon were refined using a riding model with d(C—H) = 0.93 Å, Uiso=1.2Ueq (C) for aromatic and 0.96 Å, Uiso = 1.5Ueq (C) for CH3 atoms. The minimum electron-density peak is located 0.96Å from atom Sn1.
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.
| Fig. 1. View of the compound (I). Displacement ellipsoids are drawn at the 30% probability level. (symmetry code: (i) 1 − x, 1 − y, 1 − z) |
| Fig. 2. A packing diagram of (I). |
| [Sn2(C6H5)6(C10H5NO2)2(C3H7NO)2] | F000 = 2408 |
| Mr = 1188.47 | Dx = 1.472 Mg m−3 |
| Monoclinic, C2/c | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -C 2yc | Cell parameters from 6203 reflections |
| a = 30.4592 (17) Å | θ = 1.6–28.3º |
| b = 9.5344 (5) Å | µ = 0.99 mm−1 |
| c = 22.0343 (14) Å | T = 293 (2) K |
| β = 123.051 (2)º | Block, colourless |
| V = 5363.5 (5) Å3 | 0.54 × 0.48 × 0.39 mm |
| Z = 4 |
| Bruker APEX CCD area-detector diffractometer | 6203 independent reflections |
| Radiation source: fine-focus sealed tube | 4618 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.033 |
| T = 293(2) K | θmax = 28.3º |
| ω scans | θmin = 1.6º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −40→26 |
| Tmin = 0.590, Tmax = 0.678 | k = −12→10 |
| 15947 measured reflections | l = −26→29 |
| 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)] = 0.054 | H-atom parameters constrained |
| wR(F2) = 0.170 | w = 1/[σ2(Fo2) + (0.1137P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 1.08 | (Δ/σ)max = 0.001 |
| 6203 reflections | Δρmax = 2.82 e Å−3 |
| 334 parameters | Δρmin = −1.14 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Sn2(C6H5)6(C10H5NO2)2(C3H7NO)2] | V = 5363.5 (5) Å3 |
| Mr = 1188.47 | Z = 4 |
| Monoclinic, C2/c | Mo Kα |
| a = 30.4592 (17) Å | µ = 0.99 mm−1 |
| b = 9.5344 (5) Å | T = 293 (2) K |
| c = 22.0343 (14) Å | 0.54 × 0.48 × 0.39 mm |
| β = 123.051 (2)º |
| Bruker APEX CCD area-detector diffractometer | 6203 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4618 reflections with I > 2σ(I) |
| Tmin = 0.590, Tmax = 0.678 | Rint = 0.033 |
| 15947 measured reflections |
| R[F2 > 2σ(F2)] = 0.054 | 334 parameters |
| wR(F2) = 0.170 | H-atom parameters constrained |
| S = 1.08 | Δρmax = 2.82 e Å−3 |
| 6203 reflections | Δρmin = −1.14 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
| x | y | z | Uiso*/Ueq | ||
| Sn1 | 0.347644 (10) | 0.11246 (3) | 0.186776 (13) | 0.04892 (14) | |
| C1 | 0.37845 (18) | −0.0948 (5) | 0.2087 (2) | 0.0555 (11) | |
| C2 | 0.36527 (18) | −0.1935 (5) | 0.2426 (2) | 0.0593 (11) | |
| H2 | 0.3448 | −0.1670 | 0.2602 | 0.071* | |
| C3 | 0.3825 (2) | −0.3329 (6) | 0.2507 (3) | 0.0728 (13) | |
| H3 | 0.3731 | −0.3993 | 0.2724 | 0.087* | |
| C4 | 0.4137 (3) | −0.3694 (5) | 0.2257 (3) | 0.0765 (16) | |
| H4 | 0.4251 | −0.4616 | 0.2304 | 0.092* | |
| C5 | 0.4280 (2) | −0.2738 (7) | 0.1948 (3) | 0.0810 (15) | |
| H5 | 0.4495 | −0.2999 | 0.1788 | 0.097* | |
| C6 | 0.4110 (2) | −0.1384 (6) | 0.1867 (3) | 0.0693 (13) | |
| H6 | 0.4216 | −0.0735 | 0.1657 | 0.083* | |
| C7 | 0.27208 (17) | 0.1477 (6) | 0.1675 (2) | 0.0567 (11) | |
| C8 | 0.2439 (2) | 0.0377 (8) | 0.1703 (3) | 0.0898 (17) | |
| H8 | 0.2588 | −0.0513 | 0.1823 | 0.108* | |
| C9 | 0.1931 (2) | 0.0564 (9) | 0.1553 (4) | 0.0997 (19) | |
| H9 | 0.1751 | −0.0185 | 0.1588 | 0.120* | |
| C10 | 0.1708 (2) | 0.1853 (9) | 0.1356 (3) | 0.094 (2) | |
| H10 | 0.1365 | 0.1988 | 0.1225 | 0.113* | |
| C11 | 0.1984 (3) | 0.2913 (9) | 0.1352 (5) | 0.121 (3) | |
| H11 | 0.1839 | 0.3807 | 0.1245 | 0.145* | |
| C12 | 0.2486 (3) | 0.2729 (8) | 0.1503 (4) | 0.102 (2) | |
| H12 | 0.2664 | 0.3502 | 0.1485 | 0.122* | |
| C13 | 0.37577 (16) | 0.2455 (4) | 0.1378 (2) | 0.0487 (9) | |
| C14 | 0.3425 (2) | 0.3145 (5) | 0.0722 (3) | 0.0650 (12) | |
| H14 | 0.3066 | 0.2999 | 0.0481 | 0.078* | |
| C15 | 0.3608 (3) | 0.4014 (6) | 0.0428 (4) | 0.0840 (18) | |
| H15 | 0.3374 | 0.4478 | −0.0002 | 0.101* | |
| C16 | 0.4128 (4) | 0.4219 (6) | 0.0753 (5) | 0.096 (2) | |
| H16 | 0.4253 | 0.4799 | 0.0540 | 0.116* | |
| C17 | 0.4480 (3) | 0.3552 (6) | 0.1413 (4) | 0.0890 (19) | |
| H17 | 0.4839 | 0.3697 | 0.1645 | 0.107* | |
| C18 | 0.42890 (18) | 0.2687 (5) | 0.1710 (3) | 0.0672 (12) | |
| H18 | 0.4522 | 0.2243 | 0.2147 | 0.081* | |
| C19 | 0.44734 (17) | 0.1592 (6) | 0.4717 (3) | 0.0637 (12) | |
| C20 | 0.4307 (2) | 0.0166 (7) | 0.4709 (4) | 0.088 (2) | |
| H20 | 0.4080 | −0.0268 | 0.4267 | 0.105* | |
| C21 | 0.4477 (3) | −0.0562 (8) | 0.5337 (5) | 0.0917 (18) | |
| H21 | 0.4369 | −0.1483 | 0.5315 | 0.110* | |
| C22 | 0.4809 (2) | 0.0069 (7) | 0.6004 (4) | 0.0861 (16) | |
| H22 | 0.4915 | −0.0423 | 0.6427 | 0.103* | |
| C23 | 0.4981 (2) | 0.1400 (6) | 0.6043 (3) | 0.0698 (13) | |
| H23 | 0.5211 | 0.1796 | 0.6495 | 0.084* | |
| C24 | 0.48187 (17) | 0.2212 (5) | 0.5406 (3) | 0.0612 (11) | |
| C25 | 0.48861 (15) | 0.4313 (5) | 0.4933 (2) | 0.0549 (10) | |
| C26 | 0.45349 (18) | 0.3773 (5) | 0.4212 (2) | 0.0632 (13) | |
| H26 | 0.4448 | 0.4320 | 0.3812 | 0.076* | |
| C27 | 0.43283 (16) | 0.2450 (6) | 0.4116 (3) | 0.0658 (14) | |
| C28 | 0.3947 (2) | 0.1862 (8) | 0.3373 (3) | 0.087 (2) | |
| C29 | 0.2256 (3) | −0.1292 (7) | −0.0722 (4) | 0.109 (3) | |
| H29A | 0.2124 | −0.1853 | −0.1149 | 0.163* | |
| H29C | 0.2084 | −0.0397 | −0.0852 | 0.163* | |
| H29B | 0.2190 | −0.1759 | −0.0393 | 0.163* | |
| C30 | 0.3076 (4) | −0.1706 (11) | −0.0725 (6) | 0.151 (4) | |
| H30B | 0.2818 | −0.2201 | −0.1154 | 0.226* | |
| H30C | 0.3346 | −0.2345 | −0.0397 | 0.226* | |
| H30A | 0.3226 | −0.0972 | −0.0853 | 0.226* | |
| C31 | 0.3084 (2) | −0.0349 (5) | 0.0229 (3) | 0.0668 (12) | |
| H31 | 0.3437 | −0.0186 | 0.0418 | 0.080* | |
| N1 | 0.50173 (14) | 0.3517 (4) | 0.55044 (19) | 0.0541 (8) | |
| N2 | 0.2823 (2) | −0.1090 (4) | −0.0371 (3) | 0.0769 (13) | |
| O1 | 0.40005 (16) | 0.2196 (6) | 0.2896 (2) | 0.1038 (15) | |
| O2 | 0.3613 (2) | 0.0932 (5) | 0.3264 (2) | 0.0980 (14) | |
| O3 | 0.29056 (13) | 0.0138 (3) | 0.05551 (17) | 0.0662 (8) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Sn1 | 0.03819 (19) | 0.0677 (2) | 0.03760 (19) | 0.00386 (11) | 0.01859 (14) | 0.00340 (11) |
| C1 | 0.044 (2) | 0.078 (3) | 0.042 (2) | 0.0083 (19) | 0.0216 (19) | 0.0107 (19) |
| C2 | 0.056 (3) | 0.066 (3) | 0.053 (2) | 0.006 (2) | 0.029 (2) | 0.001 (2) |
| C3 | 0.062 (3) | 0.082 (3) | 0.058 (3) | −0.006 (3) | 0.023 (2) | −0.002 (3) |
| C4 | 0.075 (4) | 0.064 (3) | 0.075 (4) | 0.010 (2) | 0.030 (3) | −0.005 (2) |
| C5 | 0.071 (3) | 0.099 (4) | 0.084 (4) | 0.021 (3) | 0.049 (3) | 0.001 (3) |
| C6 | 0.062 (3) | 0.089 (4) | 0.063 (3) | 0.016 (2) | 0.038 (3) | 0.010 (2) |
| C7 | 0.042 (2) | 0.087 (3) | 0.043 (2) | 0.004 (2) | 0.0235 (18) | −0.002 (2) |
| C8 | 0.059 (3) | 0.105 (4) | 0.110 (5) | 0.011 (3) | 0.049 (3) | 0.014 (4) |
| C9 | 0.064 (4) | 0.131 (5) | 0.112 (5) | −0.008 (4) | 0.054 (4) | 0.004 (5) |
| C10 | 0.053 (3) | 0.157 (6) | 0.078 (4) | 0.025 (4) | 0.039 (3) | 0.001 (4) |
| C11 | 0.081 (4) | 0.120 (6) | 0.174 (8) | 0.037 (4) | 0.077 (5) | 0.020 (5) |
| C12 | 0.070 (4) | 0.103 (5) | 0.141 (6) | 0.023 (3) | 0.063 (4) | 0.024 (4) |
| C13 | 0.049 (2) | 0.052 (2) | 0.048 (2) | −0.0061 (17) | 0.0279 (18) | −0.0119 (17) |
| C14 | 0.065 (3) | 0.079 (3) | 0.054 (3) | −0.006 (2) | 0.035 (2) | −0.006 (2) |
| C15 | 0.122 (6) | 0.070 (3) | 0.083 (4) | 0.006 (3) | 0.070 (4) | 0.012 (3) |
| C16 | 0.136 (7) | 0.064 (3) | 0.144 (7) | −0.009 (4) | 0.112 (6) | 0.003 (4) |
| C17 | 0.079 (4) | 0.080 (4) | 0.133 (6) | −0.027 (3) | 0.074 (4) | −0.027 (4) |
| C18 | 0.051 (3) | 0.075 (3) | 0.076 (3) | −0.006 (2) | 0.034 (2) | −0.017 (2) |
| C19 | 0.037 (2) | 0.092 (3) | 0.060 (3) | 0.001 (2) | 0.025 (2) | −0.022 (3) |
| C20 | 0.048 (3) | 0.097 (4) | 0.116 (5) | −0.016 (3) | 0.043 (3) | −0.049 (4) |
| C21 | 0.077 (4) | 0.089 (4) | 0.126 (6) | 0.007 (3) | 0.066 (4) | 0.018 (4) |
| C22 | 0.071 (4) | 0.105 (4) | 0.091 (4) | 0.007 (3) | 0.050 (3) | 0.008 (4) |
| C23 | 0.065 (3) | 0.078 (3) | 0.074 (3) | 0.004 (2) | 0.042 (3) | 0.000 (3) |
| C24 | 0.042 (2) | 0.084 (3) | 0.058 (3) | −0.002 (2) | 0.028 (2) | −0.015 (2) |
| C25 | 0.039 (2) | 0.089 (3) | 0.0334 (18) | 0.0039 (19) | 0.0180 (17) | −0.013 (2) |
| C26 | 0.042 (2) | 0.106 (4) | 0.035 (2) | 0.005 (2) | 0.0172 (19) | −0.016 (2) |
| C27 | 0.034 (2) | 0.099 (4) | 0.059 (3) | −0.009 (2) | 0.022 (2) | −0.039 (3) |
| C28 | 0.052 (3) | 0.156 (6) | 0.054 (3) | −0.018 (3) | 0.029 (2) | −0.045 (4) |
| C29 | 0.091 (5) | 0.098 (5) | 0.091 (5) | −0.041 (4) | 0.020 (4) | −0.013 (3) |
| C30 | 0.180 (9) | 0.156 (7) | 0.193 (10) | −0.066 (7) | 0.151 (9) | −0.092 (7) |
| C31 | 0.059 (3) | 0.073 (3) | 0.066 (3) | −0.020 (2) | 0.032 (2) | −0.014 (2) |
| N1 | 0.0448 (19) | 0.074 (2) | 0.0385 (17) | 0.0026 (17) | 0.0192 (15) | −0.0070 (16) |
| N2 | 0.086 (3) | 0.078 (3) | 0.072 (3) | −0.031 (2) | 0.047 (3) | −0.023 (2) |
| O1 | 0.062 (2) | 0.178 (5) | 0.048 (2) | −0.017 (3) | 0.0146 (18) | −0.008 (2) |
| O2 | 0.087 (3) | 0.118 (3) | 0.071 (3) | −0.031 (2) | 0.032 (2) | −0.003 (2) |
| O3 | 0.066 (2) | 0.072 (2) | 0.0561 (18) | −0.0086 (16) | 0.0304 (16) | −0.0120 (15) |
| Sn1—C13 | 2.125 (4) | C17—C18 | 1.364 (8) |
| Sn1—C7 | 2.127 (4) | C17—H17 | 0.9300 |
| Sn1—C1 | 2.127 (4) | C18—H18 | 0.9300 |
| Sn1—O1 | 2.187 (4) | C19—C27 | 1.407 (8) |
| C1—C6 | 1.384 (7) | C19—C24 | 1.422 (7) |
| C1—C2 | 1.390 (6) | C19—C20 | 1.447 (8) |
| C2—C3 | 1.404 (7) | C20—C21 | 1.371 (9) |
| C2—H2 | 0.9300 | C20—H20 | 0.9300 |
| C3—C4 | 1.377 (8) | C21—C22 | 1.387 (10) |
| C3—H3 | 0.9300 | C21—H21 | 0.9300 |
| C4—C5 | 1.344 (8) | C22—C23 | 1.358 (8) |
| C4—H4 | 0.9300 | C22—H22 | 0.9300 |
| C5—C6 | 1.366 (7) | C23—C24 | 1.433 (8) |
| C5—H5 | 0.9300 | C23—H23 | 0.9300 |
| C6—H6 | 0.9300 | C24—N1 | 1.349 (6) |
| C7—C12 | 1.337 (8) | C25—N1 | 1.331 (6) |
| C7—C8 | 1.378 (8) | C25—C25i | 1.436 (10) |
| C8—C9 | 1.406 (8) | C25—C26 | 1.443 (6) |
| C8—H8 | 0.9300 | C26—C27 | 1.373 (7) |
| C9—C10 | 1.356 (11) | C26—H26 | 0.9300 |
| C9—H9 | 0.9300 | C27—C28 | 1.507 (6) |
| C10—C11 | 1.318 (10) | C28—O1 | 1.190 (7) |
| C10—H10 | 0.9300 | C28—O2 | 1.270 (8) |
| C11—C12 | 1.385 (9) | C29—N2 | 1.471 (9) |
| C11—H11 | 0.9300 | C29—H29A | 0.9600 |
| C12—H12 | 0.9300 | C29—H29C | 0.9600 |
| C13—C18 | 1.383 (6) | C29—H29B | 0.9600 |
| C13—C14 | 1.397 (7) | C30—N2 | 1.482 (9) |
| C14—C15 | 1.345 (8) | C30—H30B | 0.9600 |
| C14—H14 | 0.9300 | C30—H30C | 0.9600 |
| C15—C16 | 1.351 (11) | C30—H30A | 0.9600 |
| C15—H15 | 0.9300 | C31—O3 | 1.206 (6) |
| C16—C17 | 1.403 (11) | C31—N2 | 1.316 (6) |
| C16—H16 | 0.9300 | C31—H31 | 0.9300 |
| C13—Sn1—C7 | 119.75 (18) | C18—C17—H17 | 120.4 |
| C13—Sn1—C1 | 114.85 (16) | C16—C17—H17 | 120.4 |
| C7—Sn1—C1 | 119.16 (19) | C17—C18—C13 | 121.7 (6) |
| C13—Sn1—O1 | 88.78 (16) | C17—C18—H18 | 119.2 |
| C7—Sn1—O1 | 103.41 (17) | C13—C18—H18 | 119.2 |
| C1—Sn1—O1 | 102.48 (19) | C27—C19—C24 | 115.7 (5) |
| C6—C1—C2 | 117.2 (4) | C27—C19—C20 | 127.4 (5) |
| C6—C1—Sn1 | 120.7 (4) | C24—C19—C20 | 117.0 (5) |
| C2—C1—Sn1 | 122.0 (3) | C21—C20—C19 | 121.8 (6) |
| C1—C2—C3 | 120.7 (5) | C21—C20—H20 | 119.1 |
| C1—C2—H2 | 119.7 | C19—C20—H20 | 119.1 |
| C3—C2—H2 | 119.7 | C20—C21—C22 | 120.3 (6) |
| C4—C3—C2 | 118.8 (5) | C20—C21—H21 | 119.9 |
| C4—C3—H3 | 120.6 | C22—C21—H21 | 119.9 |
| C2—C3—H3 | 120.6 | C23—C22—C21 | 120.4 (6) |
| C5—C4—C3 | 121.0 (5) | C23—C22—H22 | 119.8 |
| C5—C4—H4 | 119.5 | C21—C22—H22 | 119.8 |
| C3—C4—H4 | 119.5 | C22—C23—C24 | 121.8 (6) |
| C4—C5—C6 | 120.2 (5) | C22—C23—H23 | 119.1 |
| C4—C5—H5 | 119.9 | C24—C23—H23 | 119.1 |
| C6—C5—H5 | 119.9 | N1—C24—C19 | 124.1 (5) |
| C5—C6—C1 | 122.1 (5) | N1—C24—C23 | 117.2 (4) |
| C5—C6—H6 | 119.0 | C19—C24—C23 | 118.7 (5) |
| C1—C6—H6 | 119.0 | N1—C25—C25i | 117.6 (4) |
| C12—C7—C8 | 116.2 (5) | N1—C25—C26 | 119.9 (5) |
| C12—C7—Sn1 | 123.5 (4) | C25i—C25—C26 | 122.5 (5) |
| C8—C7—Sn1 | 120.2 (4) | C27—C26—C25 | 120.0 (5) |
| C7—C8—C9 | 121.7 (6) | C27—C26—H26 | 120.0 |
| C7—C8—H8 | 119.1 | C25—C26—H26 | 120.0 |
| C9—C8—H8 | 119.1 | C26—C27—C19 | 120.5 (4) |
| C10—C9—C8 | 119.0 (7) | C26—C27—C28 | 121.7 (6) |
| C10—C9—H9 | 120.5 | C19—C27—C28 | 117.8 (5) |
| C8—C9—H9 | 120.5 | O1—C28—O2 | 120.1 (5) |
| C11—C10—C9 | 119.2 (6) | O1—C28—C27 | 117.7 (6) |
| C11—C10—H10 | 120.4 | O2—C28—C27 | 121.8 (6) |
| C9—C10—H10 | 120.4 | N2—C29—H29A | 109.5 |
| C10—C11—C12 | 121.7 (7) | N2—C29—H29C | 109.5 |
| C10—C11—H11 | 119.2 | H29A—C29—H29C | 109.5 |
| C12—C11—H11 | 119.2 | N2—C29—H29B | 109.5 |
| C7—C12—C11 | 122.1 (7) | H29A—C29—H29B | 109.5 |
| C7—C12—H12 | 118.9 | H29C—C29—H29B | 109.5 |
| C11—C12—H12 | 118.9 | N2—C30—H30B | 109.5 |
| C18—C13—C14 | 116.8 (4) | N2—C30—H30C | 109.5 |
| C18—C13—Sn1 | 120.4 (4) | H30B—C30—H30C | 109.5 |
| C14—C13—Sn1 | 122.7 (3) | N2—C30—H30A | 109.5 |
| C15—C14—C13 | 122.1 (5) | H30B—C30—H30A | 109.5 |
| C15—C14—H14 | 119.0 | H30C—C30—H30A | 109.5 |
| C13—C14—H14 | 119.0 | O3—C31—N2 | 125.7 (5) |
| C14—C15—C16 | 120.5 (6) | O3—C31—H31 | 117.2 |
| C14—C15—H15 | 119.7 | N2—C31—H31 | 117.2 |
| C16—C15—H15 | 119.7 | C25—N1—C24 | 119.8 (4) |
| C15—C16—C17 | 119.7 (5) | C31—N2—C29 | 119.4 (5) |
| C15—C16—H16 | 120.2 | C31—N2—C30 | 122.6 (6) |
| C17—C16—H16 | 120.2 | C29—N2—C30 | 118.0 (6) |
| C18—C17—C16 | 119.1 (6) | C28—O1—Sn1 | 114.5 (4) |
| C13—Sn1—C1—C6 | −4.8 (5) | C15—C16—C17—C18 | 1.0 (10) |
| C7—Sn1—C1—C6 | 147.4 (4) | C16—C17—C18—C13 | −0.2 (8) |
| O1—Sn1—C1—C6 | −99.3 (4) | C14—C13—C18—C17 | 0.2 (7) |
| C13—Sn1—C1—C2 | 178.0 (3) | Sn1—C13—C18—C17 | −179.1 (4) |
| C7—Sn1—C1—C2 | −29.8 (4) | C27—C19—C20—C21 | −179.9 (5) |
| O1—Sn1—C1—C2 | 83.5 (4) | C24—C19—C20—C21 | −0.5 (7) |
| C6—C1—C2—C3 | −2.9 (7) | C19—C20—C21—C22 | 1.2 (8) |
| Sn1—C1—C2—C3 | 174.3 (4) | C20—C21—C22—C23 | −1.8 (9) |
| C1—C2—C3—C4 | 1.4 (7) | C21—C22—C23—C24 | 1.6 (8) |
| C2—C3—C4—C5 | 0.6 (8) | C27—C19—C24—N1 | −2.1 (6) |
| C3—C4—C5—C6 | −0.9 (9) | C20—C19—C24—N1 | 178.5 (4) |
| C4—C5—C6—C1 | −0.8 (9) | C27—C19—C24—C23 | 179.8 (4) |
| C2—C1—C6—C5 | 2.7 (8) | C20—C19—C24—C23 | 0.3 (6) |
| Sn1—C1—C6—C5 | −174.6 (4) | C22—C23—C24—N1 | −179.2 (5) |
| C13—Sn1—C7—C12 | −26.3 (6) | C22—C23—C24—C19 | −0.9 (7) |
| C1—Sn1—C7—C12 | −177.2 (5) | N1—C25—C26—C27 | 1.3 (6) |
| O1—Sn1—C7—C12 | 70.0 (5) | C25i—C25—C26—C27 | −180.0 (5) |
| C13—Sn1—C7—C8 | 151.7 (4) | C25—C26—C27—C19 | −2.6 (6) |
| C1—Sn1—C7—C8 | 0.9 (5) | C25—C26—C27—C28 | 178.1 (4) |
| O1—Sn1—C7—C8 | −111.9 (4) | C24—C19—C27—C26 | 2.9 (6) |
| C12—C7—C8—C9 | 0.5 (9) | C20—C19—C27—C26 | −177.7 (4) |
| Sn1—C7—C8—C9 | −177.7 (5) | C24—C19—C27—C28 | −177.8 (4) |
| C7—C8—C9—C10 | 2.0 (10) | C20—C19—C27—C28 | 1.6 (7) |
| C8—C9—C10—C11 | −4.1 (11) | C26—C27—C28—O1 | 33.8 (9) |
| C9—C10—C11—C12 | 3.8 (13) | C19—C27—C28—O1 | −145.5 (6) |
| C8—C7—C12—C11 | −0.8 (11) | C26—C27—C28—O2 | −153.2 (6) |
| Sn1—C7—C12—C11 | 177.3 (7) | C19—C27—C28—O2 | 27.5 (8) |
| C10—C11—C12—C7 | −1.3 (14) | C25i—C25—N1—C24 | −179.2 (4) |
| C7—Sn1—C13—C18 | 151.2 (3) | C26—C25—N1—C24 | −0.4 (6) |
| C1—Sn1—C13—C18 | −56.8 (4) | C19—C24—N1—C25 | 0.9 (6) |
| O1—Sn1—C13—C18 | 46.4 (4) | C23—C24—N1—C25 | 179.0 (4) |
| C7—Sn1—C13—C14 | −28.0 (4) | O3—C31—N2—C29 | 4.4 (8) |
| C1—Sn1—C13—C14 | 124.0 (4) | O3—C31—N2—C30 | −177.3 (7) |
| O1—Sn1—C13—C14 | −132.8 (4) | O2—C28—O1—Sn1 | 1.2 (9) |
| C18—C13—C14—C15 | −1.0 (7) | C27—C28—O1—Sn1 | 174.3 (4) |
| Sn1—C13—C14—C15 | 178.2 (4) | C13—Sn1—O1—C28 | 173.5 (5) |
| C13—C14—C15—C16 | 1.9 (9) | C7—Sn1—O1—C28 | 53.1 (6) |
| C14—C15—C16—C17 | −1.9 (10) | C1—Sn1—O1—C28 | −71.3 (5) |
| Symmetry codes: (i) −x+1, −y+1, −z+1. |
| Sn1—C13 | 2.125 (4) | Sn1—C1 | 2.127 (4) |
| Sn1—C7 | 2.127 (4) | Sn1—O1 | 2.187 (4) |
| C13—Sn1—C7 | 119.75 (18) | C13—Sn1—O1 | 88.78 (16) |
| C13—Sn1—C1 | 114.85 (16) | C7—Sn1—O1 | 103.41 (17) |
| C7—Sn1—C1 | 119.16 (19) | C1—Sn1—O1 | 102.48 (19) |
The author thank the Fok Ying Tung Education Foundation and the Analysis and Testing Foundation of Northeast Normal University for support.
Basu Baul, T. S., Rynjah, W., Willem, R., Biesemans, M., Verbruggen, I., Holèapek, M., de Vos, D. & Linden, A. (2004). J. Organomet. Chem. 689, 4691–4701.
Bruker (1997). SMART. Version 5.622. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (1999). SAINT. Version 6.02. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1990). SHELXTL-Plus. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.
To further widen the scope of application of organotin compounds, there is a need to prepare new series of organotin compounds. In this paper, the structure of (I) is described.
The title compound (I) contains one neutral [Sn2(C6H5)6(C9H5NCOO)2] molecule and two N,N-dimethyl formamide solvent molecules. As shown in Fig.1, two triphenyltin groups are bridged by the 2,2'-biquinoline-4,4'-dicarboxylate dianion, L, through its two carboxylate groups. The central Sn atom adopts distorted SnC3O2 trigonal bipyramid geometry composed of three phenyl groups, one carboxylate O atom from L and one O atom of N,N-dimethyl formamide. The N,N-dimethyl formamide, included as solvent molecule, forms no hydrogen-bonding interactions with any other atoms in the structure. In addition, the bond between Sn1 and O3 (2.605 (3) Å) is much more weaker than that of Sn1 and O1 (2.187 (4) Å) (Basu Baul et al., 2004). The L ligand of each molecule provides two quinoline rings to form slipped π-π interaction with the face-to-face distance (d) being about 3.406Å (Fig. 2).