metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2056-9890

Bis[1,2-bis­­(di­phenyl­phosphino)ethane-κ2P:P′]silver(I) bis­­(chloro­di­fluoro­acetato-κO)(4-chloro­phen­yl)di­phenyl­stannate(IV)

aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my

(Received 10 April 2008; accepted 12 May 2008; online 17 May 2008)

In the title salt, [Ag(C26H24P2)2][Sn(C2ClF2O2)2(C6H5)2(C6H4Cl)], the AgI atom has a tetra­hedral and the SnIV atom a trans-trigonal-bipyramidal coordination geometry. In the anion, the chloro substituent is disordered over two rings (occupancy ratio 0.81:0.19); the two chloro­difluoro­methyl groups are also disordered over two sites for their halogen atoms (occupancy ratios 0.72:0.28 and 0.70:0.30).

Related literature

For other [1,2-bis­(diphenyl­phosphino)ethane]silver bis­(chloro­­difluoro­acetato)triorganostannates, see: Teo et al. (2007[Teo, Y. Y., Lo, K. M. & Ng, S. W. (2007). Acta Cryst. E63, m1365-m1367.]; 2008[Teo, Y. Y., Lo, K. M. & Ng, S. W. (2008). Acta Cryst. E64, m703.]). The structural chemistry of organotin carboxyl­ates has been reviewed by Tiekink (1991[Tiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1-23.], 1994[Tiekink, E. R. T. (1994). Trends Organomet. Chem. 1, 71-116.]).

[Scheme 1]

Experimental

Crystal data
  • [Ag(C26H24P2)2][Sn(C2ClF2O2)2(C6H5)2(C6H4Cl)]

  • Mr = 1548.03

  • Triclinic, [P \overline 1]

  • a = 13.4774 (3) Å

  • b = 15.4957 (5) Å

  • c = 18.1475 (4) Å

  • α = 69.674 (2)°

  • β = 84.646 (2)°

  • γ = 74.030 (2)°

  • V = 3416.8 (2) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.92 mm−1

  • T = 100 (2) K

  • 0.19 × 0.09 × 0.06 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan SADABS (Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.844, Tmax = 0.947

  • 37182 measured reflections

  • 16111 independent reflections

  • 10301 reflections with I > 2σ(I)

  • Rint = 0.075

Refinement
  • R[F2 > 2σ(F2)] = 0.057

  • wR(F2) = 0.148

  • S = 1.01

  • 16111 reflections

  • 868 parameters

  • 118 restraints

  • H-atom parameters constrained

  • Δρmax = 1.35 e Å−3

  • Δρmin = −1.76 e Å−3

Table 1
Selected bond angles (°)

C1—Sn1—C7 127.5 (2)
C1—Sn1—C13 112.4 (2)
C1—Sn1—O1 85.5 (2)
C7—Sn1—O1 91.8 (2)
C7—Sn1—C13 120.1 (2)
C7—Sn1—O3 89.9 (2)
O1—Sn1—O3 176.6 (1)
P1—Ag1—P3 132.80 (5)
P2—Ag1—P4 119.90 (4)
P3—Ag1—P4 83.87 (5)

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2008[Westrip, S. P. (2008). publCIF. In preparation.]).

Supporting information


Comment top

This study continues with studies on bis[1,2-bis(diphenylphosphine)ethane]silver bis(chlorodifluoroacetato)triorganostannates (Teo et al., 2007, 2008). In the present study, the [Ag(Ph2CH2CH2Ph2)2] cation is the counterion for [Sn(C6H4Cl)Ph2(ClF2CCO2)2] (Scheme I). The silver(I) atom shows tetrahedral and the tin atom trans-trigonal bipyramidal coordination (Fig. 1).

Related literature top

For other [1,2-bis(diphenylphosphine)ethane]silver bis(chlorodifluoroacetato)triorganostannates, see: Teo et al. (2007; 2008). The structural chemistry of organotin carboxylates has been reviewed by Tiekink (1991, 1994).

Experimental top

(4-Chlorophenyl)diphenyltin hydroxide (0.20 g, 0.5 mmol) and chorodifluoroacetic acid (0.05 ml, 0.5 mmol) were dissolved in dichloromethane/methanol (25 ml). The mixture was heated until the hydroxide dissolved completely. Another solution containing 1,2-bis(diphenylphosphino)ethane (0.40 g, 1.0 mmol) and silver trifluoroacetate (0.11 g, 0.5 mmol) was prepared; this was also heated until the reagents dissolved completely. The two solutions were mixed; crystals were obtained by allowing the solvent to evaporate in about 70% yield.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.95 to 0.99 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2Ueq(C).The chlorine atom of the phenylene ring is disordered over two rings; the C–Cl distances were restrained to 1.75±0.01 Å. The disorder refined to a 0.81:0.19 ratio. The two chlorodifluoromethyl groups of the chlorodifluoroacetate anion are both disordered. Distance restraints were applied: C–C distances = 1.50±0.01 Å, C–Cl 1.75±0.01 Å; C–F 1.35±0.01 Å; Cl···F 2.52±0.01 Å and F···F 2.21±0.01 Å. Additionally, the six halogen atoms of each anion were restrained to lie in an approximate plane, the atoms being allowed to deviate by a maximum of 0.05 Å. The anisotropic temperature factors of the disordered atoms were restrained to be nearly isotropic. The final difference Fourier map had a large peak/hole (-1.76 e Å3 in the vicinity of one of the two disordered anions.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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, 2008).

Figures top
[Figure 1] Fig. 1. 70% Probability thermal ellipsoid plot (Barbour, 2001) of the [Ag(C26H24P2)2] cation. Hydrogen atoms are drawn as spheres of arbitrary radii.
[Figure 2] Fig. 2. 70% Probability thermal ellipsoid plot (Barbour, 2001) of the [Sn(ClC6H4)(C6H5)2(C2ClF2O2)] anion. The disordered atoms are not shown. Hydrogen atoms are drawn as spheres of arbitrary radii.
Bis[1,2-bis(diphenylphosphino)ethane-κ2P:P']silver(I) bis(chlorodifluoroacetato-κO)(4-chlorophenyl)diphenylstannate(IV) top
Crystal data top
[Ag(C26H24P2)2][Sn(C2ClF2O2)2(C6H5)2(C6H4Cl)]Z = 2
Mr = 1548.03F(000) = 1564
Triclinic, P1Dx = 1.505 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 13.4774 (3) ÅCell parameters from 3393 reflections
b = 15.4957 (5) Åθ = 2.3–21.7°
c = 18.1475 (4) ŵ = 0.92 mm1
α = 69.674 (2)°T = 100 K
β = 84.646 (2)°Block, colorless
γ = 74.030 (2)°0.19 × 0.09 × 0.06 mm
V = 3416.8 (2) Å3
Data collection top
Bruker SMART APEX
diffractometer
16111 independent reflections
Radiation source: fine-focus sealed tube10301 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.076
ω scansθmax = 27.5°, θmin = 1.2°
Absorption correction: multi-scan
SADABS (Sheldrick, 1996)
h = 1717
Tmin = 0.844, Tmax = 0.947k = 2015
37182 measured reflectionsl = 2323
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.057Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.148H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0516P)2 + 3.4764P]
where P = (Fo2 + 2Fc2)/3
16111 reflections(Δ/σ)max = 0.001
868 parametersΔρmax = 1.36 e Å3
118 restraintsΔρmin = 1.76 e Å3
Crystal data top
[Ag(C26H24P2)2][Sn(C2ClF2O2)2(C6H5)2(C6H4Cl)]γ = 74.030 (2)°
Mr = 1548.03V = 3416.8 (2) Å3
Triclinic, P1Z = 2
a = 13.4774 (3) ÅMo Kα radiation
b = 15.4957 (5) ŵ = 0.92 mm1
c = 18.1475 (4) ÅT = 100 K
α = 69.674 (2)°0.19 × 0.09 × 0.06 mm
β = 84.646 (2)°
Data collection top
Bruker SMART APEX
diffractometer
16111 independent reflections
Absorption correction: multi-scan
SADABS (Sheldrick, 1996)
10301 reflections with I > 2σ(I)
Tmin = 0.844, Tmax = 0.947Rint = 0.076
37182 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.057118 restraints
wR(F2) = 0.148H-atom parameters constrained
S = 1.01Δρmax = 1.36 e Å3
16111 reflectionsΔρmin = 1.76 e Å3
868 parameters
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Sn10.18356 (3)0.41136 (3)0.74160 (2)0.02029 (10)
Ag10.34144 (3)0.12991 (3)0.74626 (2)0.01634 (10)
Cl10.16052 (14)0.15843 (14)0.80533 (11)0.0334 (5)0.813 (4)
Cl20.13197 (16)0.43648 (19)1.02140 (12)0.0509 (7)0.813 (4)
Cl30.1026 (3)0.4097 (2)0.45258 (17)0.0712 (12)0.722 (5)
F10.3254 (3)0.3662 (3)1.02756 (19)0.0261 (11)0.813 (4)
F20.2350 (4)0.2721 (3)1.0236 (2)0.0530 (14)0.813 (4)
F30.1652 (5)0.5441 (3)0.4608 (3)0.0505 (17)0.722 (5)
F40.2835 (4)0.4236 (5)0.4476 (3)0.077 (3)0.722 (5)
Cl2'0.2959 (8)0.2388 (5)1.0223 (4)0.0530 (14)0.19
Cl3'0.2789 (5)0.5165 (6)0.4514 (3)0.059 (3)0.278 (5)
F1'0.2994 (11)0.3969 (9)1.0274 (5)0.0261 (11)0.19
F2'0.1466 (7)0.3712 (11)1.0226 (5)0.0509 (7)0.19
F3'0.0957 (6)0.5099 (9)0.4631 (5)0.074 (5)0.278 (5)
F4'0.2082 (12)0.3847 (7)0.4476 (5)0.071 (5)0.278 (5)
P10.43266 (10)0.27742 (10)0.71408 (7)0.0162 (3)
P20.26737 (10)0.24426 (10)0.85526 (7)0.0157 (3)
P30.40448 (10)0.00758 (10)0.77467 (7)0.0170 (3)
P40.22324 (10)0.01273 (10)0.65085 (7)0.0170 (3)
O10.1970 (3)0.3585 (3)0.8728 (2)0.0250 (9)
O20.2980 (3)0.4534 (3)0.8737 (2)0.0236 (8)
O30.1653 (3)0.4574 (3)0.6122 (2)0.0249 (9)
O40.2539 (3)0.3173 (3)0.5987 (2)0.0342 (10)
C10.0862 (4)0.3184 (4)0.7596 (3)0.0210 (12)
C20.0951 (4)0.2341 (4)0.8233 (3)0.0231 (12)
H20.15250.21160.85790.028*
C30.0214 (5)0.1825 (4)0.8372 (3)0.0287 (13)
H30.02910.12440.88000.034*
C40.0633 (4)0.2173 (4)0.7876 (3)0.0290 (13)
H40.11560.18410.79800.035*0.187 (4)
C50.0729 (5)0.2994 (5)0.7231 (4)0.0351 (15)
H50.12990.32130.68830.042*
C60.0012 (4)0.3493 (4)0.7100 (3)0.0298 (14)
H60.00590.40620.66600.036*
C70.3472 (4)0.3784 (4)0.7282 (3)0.0260 (13)
C80.4138 (5)0.3012 (4)0.7814 (3)0.0297 (14)
H80.38610.25870.82420.036*
C90.5190 (5)0.2854 (5)0.7730 (4)0.0380 (17)
H90.56370.23120.80850.046*
C100.5589 (5)0.3497 (5)0.7120 (4)0.0391 (17)
H100.63160.34070.70760.047*0.813 (4)
Cl1'0.6905 (9)0.3299 (19)0.7021 (15)0.171 (10)0.187 (4)
C110.4963 (5)0.4253 (5)0.6585 (4)0.0346 (15)
H110.52510.46740.61600.042*
C120.3899 (5)0.4407 (5)0.6663 (3)0.0304 (14)
H120.34590.49390.62930.036*
C130.0986 (4)0.5528 (4)0.7339 (3)0.0202 (11)
C140.0815 (5)0.6263 (4)0.6624 (3)0.0287 (13)
H140.10890.61380.61590.034*
C150.0251 (5)0.7179 (4)0.6573 (4)0.0337 (15)
H150.01410.76690.60750.040*
C160.0152 (4)0.7388 (4)0.7241 (3)0.0313 (14)
H160.05270.80170.72060.038*
C170.0001 (4)0.6661 (4)0.7957 (3)0.0274 (13)
H170.02770.67900.84200.033*
C180.0561 (4)0.5738 (4)0.8008 (3)0.0249 (12)
H180.06550.52460.85060.030*
C190.2499 (4)0.3938 (4)0.9047 (3)0.0210 (12)
C200.2436 (4)0.3606 (4)0.9940 (3)0.0322 (14)
C210.2060 (4)0.4013 (4)0.5744 (3)0.0254 (13)
C220.1933 (4)0.4485 (4)0.4850 (3)0.0371 (16)
C230.4185 (4)0.2828 (4)0.6172 (3)0.0194 (11)
C240.4972 (4)0.2732 (4)0.5614 (3)0.0277 (13)
H240.55980.26440.57380.033*
C250.4830 (6)0.2766 (5)0.4875 (3)0.0388 (17)
H250.53670.27090.44970.047*
C270.3918 (6)0.2882 (5)0.4686 (3)0.045 (2)
H270.38310.29070.41810.054*
C280.3134 (5)0.2961 (5)0.5227 (3)0.0406 (17)
H280.25070.30420.50950.049*
C290.3258 (5)0.2922 (4)0.5963 (3)0.0286 (13)
H290.27070.29600.63300.034*
C300.5692 (4)0.3352 (4)0.7361 (3)0.0180 (11)
C310.6268 (4)0.2935 (4)0.7664 (3)0.0205 (11)
H310.59510.23470.77450.025*
C320.7299 (4)0.3368 (5)0.7848 (3)0.0300 (14)
H320.76920.30730.80480.036*
C330.7756 (4)0.4231 (5)0.7742 (3)0.0338 (15)
H330.84640.45300.78700.041*
C340.7198 (4)0.4656 (5)0.7454 (3)0.0327 (15)
H340.75180.52500.73830.039*
C350.6161 (4)0.4223 (4)0.7264 (3)0.0234 (12)
H350.57730.45230.70670.028*
C360.3707 (4)0.3694 (4)0.7792 (3)0.0158 (10)
H36A0.36540.41190.75060.019*
H36B0.41600.40860.82530.019*
C370.2626 (4)0.3305 (4)0.8087 (3)0.0178 (11)
H37A0.23810.38360.84710.021*
H37B0.21350.29940.76410.021*
C380.1386 (4)0.2200 (4)0.8980 (3)0.0187 (11)
C390.0693 (4)0.1315 (4)0.8647 (3)0.0233 (12)
H390.08880.08560.81970.028*
C400.0283 (4)0.1102 (5)0.8972 (3)0.0309 (14)
H400.07530.04970.87470.037*
C410.0561 (4)0.1777 (5)0.9623 (3)0.0295 (14)
H410.12280.16340.98430.035*
C420.0110 (4)0.2650 (5)0.9956 (3)0.0314 (14)
H420.00930.31091.04030.038*
C430.1082 (4)0.2862 (4)0.9639 (3)0.0246 (13)
H430.15480.34670.98740.030*
C440.3491 (4)0.3121 (4)0.9418 (3)0.0193 (11)
C450.3547 (4)0.4080 (4)0.9852 (3)0.0197 (11)
H450.32250.44320.96580.024*
C460.4067 (4)0.4511 (4)1.0557 (3)0.0254 (13)
H460.40990.51591.08500.031*
C470.4545 (4)0.4003 (4)1.0844 (3)0.0273 (13)
H470.48800.42961.13410.033*
C480.4532 (5)0.3073 (4)1.0405 (3)0.0301 (14)
H480.48820.27331.05900.036*
C490.4007 (4)0.2631 (4)0.9691 (3)0.0209 (12)
H490.40030.19920.93900.025*
C500.3564 (4)0.0103 (4)0.8679 (3)0.0183 (11)
C510.2711 (4)0.0222 (4)0.9024 (3)0.0238 (12)
H510.23550.04770.87570.029*
C520.2381 (5)0.0172 (4)0.9757 (3)0.0312 (14)
H520.18070.04070.99970.037*
C530.2886 (5)0.0219 (5)1.0147 (3)0.0371 (17)
H530.26600.02521.06510.044*
C540.3704 (5)0.0554 (5)0.9797 (3)0.0355 (16)
H540.40470.08221.00610.043*
C550.4055 (4)0.0513 (4)0.9055 (3)0.0278 (13)
H550.46200.07630.88130.033*
C560.5389 (4)0.0037 (4)0.7712 (3)0.0170 (11)
C570.5746 (4)0.0730 (4)0.7224 (3)0.0242 (12)
H570.52680.12910.69190.029*
C580.6785 (4)0.0689 (4)0.7176 (3)0.0268 (13)
H580.70160.12230.68470.032*
C590.7492 (4)0.0138 (4)0.7611 (3)0.0227 (12)
H590.82110.01790.75610.027*
C600.7153 (4)0.0889 (4)0.8112 (3)0.0228 (12)
H600.76390.14390.84230.027*
C610.6111 (4)0.0863 (4)0.8173 (3)0.0213 (12)
H610.58850.13920.85190.026*
C620.3403 (4)0.1056 (4)0.7001 (3)0.0213 (12)
H62A0.34060.15910.71780.026*
H62B0.37950.11320.65030.026*
C630.2292 (4)0.1095 (4)0.6854 (3)0.0210 (11)
H63A0.19730.17160.64560.025*
H63B0.18930.10460.73460.025*
C640.0860 (4)0.0357 (4)0.6307 (3)0.0192 (11)
C650.0534 (4)0.0335 (4)0.6162 (3)0.0298 (14)
H650.10010.09410.62280.036*
C660.0472 (5)0.0158 (5)0.5919 (3)0.0333 (14)
H660.06820.06360.58070.040*
C670.1161 (4)0.0700 (5)0.5841 (3)0.0304 (14)
H670.18450.08270.56650.037*
C680.0852 (5)0.1373 (5)0.6019 (4)0.0394 (16)
H680.13350.19630.59830.047*
C690.0162 (5)0.1213 (5)0.6254 (4)0.0375 (16)
H690.03650.16890.63740.045*
C700.2744 (4)0.0472 (4)0.5509 (3)0.0189 (11)
C710.3469 (5)0.0209 (4)0.5279 (3)0.0289 (14)
H710.37170.08310.56470.035*
C720.3835 (5)0.0010 (5)0.4515 (3)0.0395 (17)
H720.43360.04610.43600.047*
C730.3481 (5)0.0902 (5)0.3983 (3)0.0346 (15)
H730.37290.10480.34580.042*
C740.2759 (5)0.1593 (5)0.4209 (3)0.0384 (16)
H740.25200.22170.38420.046*
C750.2390 (5)0.1371 (4)0.4968 (3)0.0324 (15)
H750.18870.18420.51210.039*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.0262 (2)0.0174 (2)0.01686 (18)0.00631 (16)0.00245 (14)0.00419 (15)
Ag10.0203 (2)0.0146 (2)0.01421 (18)0.00492 (16)0.00009 (14)0.00477 (15)
Cl10.0331 (10)0.0287 (11)0.0412 (11)0.0200 (9)0.0059 (8)0.0043 (8)
Cl20.0482 (13)0.0701 (18)0.0350 (11)0.0151 (12)0.0073 (9)0.0204 (11)
Cl30.100 (3)0.0479 (19)0.0606 (18)0.0052 (17)0.0476 (17)0.0114 (14)
F10.028 (2)0.028 (3)0.0202 (16)0.005 (2)0.0082 (15)0.0055 (16)
F20.066 (4)0.043 (3)0.043 (2)0.018 (3)0.014 (3)0.001 (2)
F30.086 (4)0.035 (3)0.025 (3)0.022 (3)0.011 (3)0.004 (2)
F40.059 (4)0.111 (6)0.024 (3)0.016 (4)0.010 (3)0.009 (3)
Cl2'0.066 (4)0.043 (3)0.043 (2)0.018 (3)0.014 (3)0.001 (2)
Cl3'0.066 (5)0.073 (5)0.037 (3)0.033 (4)0.015 (3)0.010 (3)
F1'0.028 (2)0.028 (3)0.0202 (16)0.005 (2)0.0082 (15)0.0055 (16)
F2'0.0482 (13)0.0701 (18)0.0350 (11)0.0151 (12)0.0073 (9)0.0204 (11)
F3'0.077 (9)0.089 (10)0.045 (7)0.018 (8)0.024 (7)0.004 (7)
F4'0.096 (10)0.076 (9)0.058 (8)0.036 (8)0.007 (7)0.030 (7)
P10.0172 (7)0.0170 (7)0.0140 (6)0.0032 (6)0.0009 (5)0.0056 (5)
P20.0164 (6)0.0152 (7)0.0145 (6)0.0049 (5)0.0002 (5)0.0033 (5)
P30.0220 (7)0.0161 (7)0.0131 (6)0.0056 (6)0.0007 (5)0.0046 (5)
P40.0192 (7)0.0164 (7)0.0156 (6)0.0049 (6)0.0015 (5)0.0049 (5)
O10.033 (2)0.028 (2)0.0170 (18)0.0128 (19)0.0060 (15)0.0059 (16)
O20.028 (2)0.019 (2)0.0230 (19)0.0091 (17)0.0015 (16)0.0025 (16)
O30.032 (2)0.024 (2)0.0184 (18)0.0064 (18)0.0020 (16)0.0073 (17)
O40.053 (3)0.017 (2)0.029 (2)0.004 (2)0.0024 (19)0.0054 (18)
C10.026 (3)0.021 (3)0.019 (3)0.009 (2)0.002 (2)0.009 (2)
C20.027 (3)0.025 (3)0.017 (3)0.007 (3)0.000 (2)0.008 (2)
C30.040 (4)0.025 (3)0.022 (3)0.017 (3)0.002 (2)0.002 (2)
C40.032 (3)0.031 (4)0.030 (3)0.017 (3)0.000 (2)0.010 (3)
C50.035 (3)0.035 (4)0.035 (3)0.012 (3)0.009 (3)0.007 (3)
C60.030 (3)0.029 (4)0.027 (3)0.008 (3)0.004 (2)0.004 (3)
C70.029 (3)0.026 (3)0.028 (3)0.005 (3)0.005 (2)0.017 (3)
C80.034 (3)0.026 (3)0.028 (3)0.002 (3)0.007 (2)0.011 (3)
C90.033 (4)0.041 (4)0.046 (4)0.009 (3)0.014 (3)0.032 (3)
C100.030 (3)0.060 (5)0.047 (4)0.014 (3)0.008 (3)0.041 (4)
Cl1'0.168 (13)0.177 (13)0.183 (12)0.050 (9)0.007 (9)0.074 (9)
C110.036 (4)0.048 (4)0.039 (4)0.021 (3)0.008 (3)0.032 (3)
C120.034 (3)0.029 (4)0.034 (3)0.008 (3)0.002 (3)0.019 (3)
C130.020 (3)0.023 (3)0.020 (3)0.009 (2)0.001 (2)0.007 (2)
C140.037 (3)0.023 (3)0.025 (3)0.006 (3)0.002 (2)0.008 (2)
C150.039 (4)0.019 (3)0.036 (3)0.006 (3)0.004 (3)0.003 (3)
C160.024 (3)0.023 (3)0.044 (4)0.001 (3)0.004 (3)0.012 (3)
C170.019 (3)0.031 (4)0.038 (3)0.005 (3)0.002 (2)0.019 (3)
C180.018 (3)0.030 (3)0.027 (3)0.007 (3)0.002 (2)0.010 (3)
C190.021 (3)0.022 (3)0.018 (3)0.002 (2)0.004 (2)0.006 (2)
C200.043 (4)0.034 (4)0.024 (3)0.021 (3)0.009 (3)0.004 (3)
C210.035 (3)0.028 (3)0.017 (3)0.016 (3)0.000 (2)0.006 (2)
C220.044 (4)0.038 (4)0.021 (3)0.002 (3)0.001 (3)0.007 (3)
C230.026 (3)0.012 (3)0.015 (2)0.005 (2)0.004 (2)0.003 (2)
C240.030 (3)0.025 (3)0.024 (3)0.001 (3)0.005 (2)0.008 (2)
C250.060 (5)0.026 (4)0.015 (3)0.007 (3)0.004 (3)0.004 (3)
C270.083 (6)0.026 (4)0.019 (3)0.010 (4)0.020 (3)0.011 (3)
C280.054 (4)0.040 (4)0.026 (3)0.006 (3)0.018 (3)0.009 (3)
C290.032 (3)0.026 (3)0.027 (3)0.005 (3)0.008 (2)0.008 (3)
C300.017 (3)0.022 (3)0.014 (2)0.006 (2)0.0019 (19)0.004 (2)
C310.018 (3)0.022 (3)0.022 (3)0.007 (2)0.002 (2)0.007 (2)
C320.023 (3)0.045 (4)0.023 (3)0.017 (3)0.003 (2)0.006 (3)
C330.016 (3)0.045 (4)0.032 (3)0.002 (3)0.002 (2)0.008 (3)
C340.027 (3)0.037 (4)0.030 (3)0.002 (3)0.002 (2)0.016 (3)
C350.021 (3)0.026 (3)0.026 (3)0.001 (2)0.004 (2)0.015 (2)
C360.018 (3)0.011 (3)0.019 (2)0.005 (2)0.0043 (19)0.003 (2)
C370.019 (3)0.017 (3)0.017 (2)0.004 (2)0.003 (2)0.006 (2)
C380.017 (3)0.020 (3)0.020 (3)0.003 (2)0.003 (2)0.009 (2)
C390.018 (3)0.027 (3)0.021 (3)0.002 (2)0.002 (2)0.005 (2)
C400.022 (3)0.034 (4)0.037 (3)0.001 (3)0.004 (2)0.017 (3)
C410.019 (3)0.040 (4)0.032 (3)0.003 (3)0.004 (2)0.020 (3)
C420.028 (3)0.042 (4)0.024 (3)0.008 (3)0.008 (2)0.014 (3)
C430.024 (3)0.022 (3)0.022 (3)0.000 (2)0.004 (2)0.006 (2)
C440.020 (3)0.018 (3)0.015 (2)0.003 (2)0.002 (2)0.002 (2)
C450.021 (3)0.018 (3)0.020 (3)0.004 (2)0.003 (2)0.008 (2)
C460.033 (3)0.020 (3)0.020 (3)0.003 (3)0.003 (2)0.004 (2)
C470.028 (3)0.029 (3)0.023 (3)0.001 (3)0.004 (2)0.012 (3)
C480.034 (3)0.030 (4)0.027 (3)0.008 (3)0.007 (2)0.010 (3)
C490.018 (3)0.028 (3)0.020 (3)0.009 (2)0.002 (2)0.009 (2)
C500.021 (3)0.013 (3)0.019 (2)0.002 (2)0.004 (2)0.007 (2)
C510.028 (3)0.024 (3)0.021 (3)0.004 (3)0.000 (2)0.011 (2)
C520.033 (3)0.031 (4)0.025 (3)0.003 (3)0.007 (2)0.010 (3)
C530.035 (4)0.047 (4)0.021 (3)0.012 (3)0.006 (3)0.018 (3)
C540.033 (3)0.048 (4)0.032 (3)0.005 (3)0.010 (3)0.032 (3)
C550.028 (3)0.032 (4)0.027 (3)0.004 (3)0.005 (2)0.016 (3)
C560.024 (3)0.017 (3)0.015 (2)0.008 (2)0.001 (2)0.011 (2)
C570.032 (3)0.019 (3)0.020 (3)0.005 (3)0.001 (2)0.006 (2)
C580.031 (3)0.025 (3)0.027 (3)0.014 (3)0.000 (2)0.006 (3)
C590.024 (3)0.029 (3)0.024 (3)0.013 (3)0.001 (2)0.014 (2)
C600.031 (3)0.019 (3)0.017 (3)0.004 (2)0.005 (2)0.004 (2)
C610.027 (3)0.024 (3)0.017 (2)0.012 (2)0.001 (2)0.006 (2)
C620.029 (3)0.016 (3)0.018 (3)0.004 (2)0.007 (2)0.004 (2)
C630.025 (3)0.015 (3)0.023 (3)0.004 (2)0.003 (2)0.008 (2)
C640.019 (3)0.021 (3)0.016 (2)0.003 (2)0.000 (2)0.006 (2)
C650.026 (3)0.019 (3)0.039 (3)0.000 (3)0.010 (3)0.005 (3)
C660.032 (3)0.035 (4)0.037 (3)0.012 (3)0.009 (3)0.013 (3)
C670.020 (3)0.038 (4)0.033 (3)0.008 (3)0.001 (2)0.011 (3)
C680.022 (3)0.037 (4)0.059 (4)0.005 (3)0.008 (3)0.024 (3)
C690.031 (3)0.034 (4)0.055 (4)0.004 (3)0.008 (3)0.025 (3)
C700.021 (3)0.023 (3)0.013 (2)0.008 (2)0.0004 (19)0.003 (2)
C710.045 (4)0.016 (3)0.019 (3)0.005 (3)0.003 (2)0.001 (2)
C720.057 (4)0.026 (4)0.030 (3)0.004 (3)0.012 (3)0.011 (3)
C730.054 (4)0.037 (4)0.015 (3)0.020 (3)0.009 (3)0.007 (3)
C740.051 (4)0.032 (4)0.022 (3)0.008 (3)0.004 (3)0.001 (3)
C750.033 (3)0.027 (4)0.022 (3)0.004 (3)0.006 (2)0.000 (3)
Geometric parameters (Å, º) top
Sn1—C12.131 (6)C30—C351.389 (7)
Sn1—C72.133 (6)C31—C321.382 (7)
Sn1—C132.138 (5)C31—H310.9500
Sn1—O12.239 (3)C32—C331.382 (9)
Sn1—O32.221 (3)C32—H320.9500
Ag1—P12.515 (1)C33—C341.363 (9)
Ag1—P22.494 (1)C33—H330.9500
Ag1—P32.495 (2)C34—C351.391 (7)
Ag1—P42.518 (1)C34—H340.9500
Cl1—C41.740 (5)C35—H350.9500
Cl2—C201.785 (5)C36—C371.539 (7)
Cl3—C221.728 (6)C36—H36A0.9900
F1—C201.345 (6)C36—H36B0.9900
F2—C201.322 (6)C37—H37A0.9900
F3—C221.343 (6)C37—H37B0.9900
F4—C221.363 (6)C38—C431.392 (7)
Cl2'—C201.728 (7)C38—C391.394 (7)
Cl3'—C221.704 (7)C39—C401.392 (7)
F1'—C201.343 (8)C39—H390.9500
F2'—C201.349 (8)C40—C411.381 (8)
F3'—C221.393 (8)C40—H400.9500
F4'—C221.345 (8)C41—C421.369 (8)
P1—C231.819 (5)C41—H410.9500
P1—C301.825 (5)C42—C431.381 (7)
P1—C361.851 (5)C42—H420.9500
P2—C441.823 (5)C43—H430.9500
P2—C371.828 (5)C44—C491.387 (7)
P2—C381.829 (5)C44—C451.403 (7)
P3—C561.824 (5)C45—C461.375 (7)
P3—C501.839 (5)C45—H450.9500
P3—C621.841 (5)C46—C471.389 (8)
P4—C701.829 (5)C46—H460.9500
P4—C641.832 (5)C47—C481.380 (8)
P4—C631.838 (5)C47—H470.9500
O1—C191.286 (6)C48—C491.390 (7)
O2—C191.221 (6)C48—H480.9500
O3—C211.267 (7)C49—H490.9500
O4—C211.224 (7)C50—C551.387 (8)
C1—C61.394 (7)C50—C511.390 (7)
C1—C21.395 (7)C51—C521.384 (7)
C2—C31.393 (8)C51—H510.9500
C2—H20.9500C52—C531.395 (9)
C3—C41.386 (8)C52—H520.9500
C3—H30.9500C53—C541.357 (9)
C4—C51.382 (8)C53—H530.9500
C4—H40.9500C54—C551.401 (7)
C5—C61.379 (8)C54—H540.9500
C5—H50.9500C55—H550.9500
C6—H60.9500C56—C571.390 (7)
C7—C81.392 (8)C56—C611.416 (7)
C7—C121.400 (8)C57—C581.379 (8)
C8—C91.373 (8)C57—H570.9500
C8—H80.9500C58—C591.393 (8)
C9—C101.388 (10)C58—H580.9500
C9—H90.9500C59—C601.368 (8)
C10—C111.359 (9)C59—H590.9500
C10—Cl1'1.718 (10)C60—C611.390 (7)
C10—H100.9500C60—H600.9500
C11—C121.389 (8)C61—H610.9500
C11—H110.9500C62—C631.526 (7)
C12—H120.9500C62—H62A0.9900
C13—C141.384 (7)C62—H62B0.9900
C13—C181.397 (7)C63—H63A0.9900
C14—C151.390 (8)C63—H63B0.9900
C14—H140.9500C64—C651.376 (8)
C15—C161.386 (8)C64—C691.376 (8)
C15—H150.9500C65—C661.389 (8)
C16—C171.380 (8)C65—H650.9500
C16—H160.9500C66—C671.365 (8)
C17—C181.397 (8)C66—H660.9500
C17—H170.9500C67—C681.366 (9)
C18—H180.9500C67—H670.9500
C19—C201.523 (6)C68—C691.398 (8)
C21—C221.534 (6)C68—H680.9500
C23—C241.397 (7)C69—H690.9500
C23—C291.397 (8)C70—C751.379 (8)
C24—C251.394 (8)C70—C711.380 (7)
C24—H240.9500C71—C721.387 (7)
C25—C271.379 (10)C71—H710.9500
C25—H250.9500C72—C731.366 (8)
C27—C281.373 (9)C72—H720.9500
C27—H270.9500C73—C741.385 (9)
C28—C291.386 (8)C73—H730.9500
C28—H280.9500C74—C751.380 (7)
C29—H290.9500C74—H740.9500
C30—C311.386 (7)C75—H750.9500
C1—Sn1—C7127.5 (2)C31—C30—P1119.6 (4)
C1—Sn1—C13112.4 (2)C35—C30—P1121.4 (4)
C1—Sn1—O391.1 (2)C32—C31—C30120.6 (5)
C1—Sn1—O185.5 (2)C32—C31—H31119.7
C7—Sn1—O191.8 (2)C30—C31—H31119.7
C7—Sn1—C13120.1 (2)C33—C32—C31119.7 (6)
C7—Sn1—O389.9 (2)C33—C32—H32120.1
C13—Sn1—O387.2 (2)C31—C32—H32120.1
C13—Sn1—O194.5 (2)C34—C33—C32120.5 (6)
O1—Sn1—O3176.6 (1)C34—C33—H33119.8
P1—Ag1—P282.98 (4)C32—C33—H33119.8
P1—Ag1—P3132.80 (5)C33—C34—C35120.1 (6)
P1—Ag1—P4122.85 (4)C33—C34—H34119.9
P2—Ag1—P3119.12 (4)C35—C34—H34119.9
P2—Ag1—P4119.90 (4)C30—C35—C34120.1 (6)
P3—Ag1—P483.87 (5)C30—C35—H35119.9
C23—P1—C30103.0 (2)C34—C35—H35119.9
C23—P1—C36103.0 (2)C37—C36—P1115.0 (4)
C30—P1—C36101.9 (2)C37—C36—H36A108.5
C23—P1—Ag1120.14 (17)P1—C36—H36A108.5
C30—P1—Ag1121.86 (18)C37—C36—H36B108.5
C36—P1—Ag1103.86 (16)P1—C36—H36B108.5
C44—P2—C37105.6 (2)H36A—C36—H36B107.5
C44—P2—C38102.5 (2)C36—C37—P2109.8 (3)
C37—P2—C38103.0 (2)C36—C37—H37A109.7
C44—P2—Ag1115.96 (17)P2—C37—H37A109.7
C37—P2—Ag1100.48 (16)C36—C37—H37B109.7
C38—P2—Ag1126.80 (18)P2—C37—H37B109.7
C56—P3—C50104.1 (2)H37A—C37—H37B108.2
C56—P3—C62103.9 (2)C43—C38—C39118.7 (5)
C50—P3—C62103.3 (2)C43—C38—P2122.2 (4)
C56—P3—Ag1125.32 (17)C39—C38—P2119.0 (4)
C50—P3—Ag1113.64 (18)C40—C39—C38120.3 (5)
C62—P3—Ag1104.17 (18)C40—C39—H39119.8
C70—P4—C64100.8 (2)C38—C39—H39119.8
C70—P4—C63103.5 (3)C41—C40—C39119.4 (6)
C64—P4—C63104.2 (2)C41—C40—H40120.3
C70—P4—Ag1113.72 (17)C39—C40—H40120.3
C64—P4—Ag1129.67 (18)C42—C41—C40121.0 (5)
C63—P4—Ag1102.04 (17)C42—C41—H41119.5
C19—O1—Sn1118.7 (3)C40—C41—H41119.5
C21—O3—Sn1121.1 (3)C41—C42—C43119.7 (6)
C6—C1—C2117.9 (5)C41—C42—H42120.1
C6—C1—Sn1117.7 (4)C43—C42—H42120.1
C2—C1—Sn1123.9 (4)C42—C43—C38120.8 (5)
C3—C2—C1121.1 (5)C42—C43—H43119.6
C3—C2—H2119.4C38—C43—H43119.6
C1—C2—H2119.4C49—C44—C45119.1 (5)
C4—C3—C2119.0 (5)C49—C44—P2117.4 (4)
C4—C3—H3120.5C45—C44—P2123.3 (4)
C2—C3—H3120.5C46—C45—C44120.2 (5)
C5—C4—C3121.0 (5)C46—C45—H45119.9
C5—C4—Cl1118.4 (5)C44—C45—H45119.9
C3—C4—Cl1120.6 (4)C45—C46—C47120.4 (5)
C5—C4—H4119.5C45—C46—H46119.8
C3—C4—H4119.5C47—C46—H46119.8
C6—C5—C4119.2 (6)C48—C47—C46119.8 (5)
C6—C5—H5120.4C48—C47—H47120.1
C4—C5—H5120.4C46—C47—H47120.1
C5—C6—C1121.7 (6)C47—C48—C49120.2 (6)
C5—C6—H6119.1C47—C48—H48119.9
C1—C6—H6119.1C49—C48—H48119.9
C8—C7—C12118.3 (5)C44—C49—C48120.3 (5)
C8—C7—Sn1122.9 (4)C44—C49—H49119.9
C12—C7—Sn1118.6 (4)C48—C49—H49119.9
C9—C8—C7121.1 (6)C55—C50—C51119.9 (5)
C9—C8—H8119.4C55—C50—P3121.7 (4)
C7—C8—H8119.4C51—C50—P3118.3 (4)
C8—C9—C10119.1 (6)C52—C51—C50119.8 (5)
C8—C9—H9120.4C52—C51—H51120.1
C10—C9—H9120.4C50—C51—H51120.1
C11—C10—C9121.4 (6)C51—C52—C53120.5 (6)
C11—C10—Cl1'119.6 (11)C51—C52—H52119.7
C9—C10—Cl1'118.9 (11)C53—C52—H52119.7
C11—C10—H10119.3C54—C53—C52119.1 (5)
C9—C10—H10119.3C54—C53—H53120.4
C10—C11—C12119.5 (6)C52—C53—H53120.4
C10—C11—H11120.3C53—C54—C55121.6 (6)
C12—C11—H11120.3C53—C54—H54119.2
C11—C12—C7120.5 (6)C55—C54—H54119.2
C11—C12—H12119.8C50—C55—C54118.9 (6)
C7—C12—H12119.8C50—C55—H55120.6
C14—C13—C18117.6 (5)C54—C55—H55120.6
C14—C13—Sn1121.4 (4)C57—C56—C61118.8 (5)
C18—C13—Sn1121.0 (4)C57—C56—P3123.6 (4)
C13—C14—C15121.4 (5)C61—C56—P3117.5 (4)
C13—C14—H14119.3C58—C57—C56121.1 (5)
C15—C14—H14119.3C58—C57—H57119.5
C16—C15—C14120.8 (6)C56—C57—H57119.5
C16—C15—H15119.6C57—C58—C59119.7 (5)
C14—C15—H15119.6C57—C58—H58120.1
C17—C16—C15118.6 (6)C59—C58—H58120.1
C17—C16—H16120.7C60—C59—C58120.0 (5)
C15—C16—H16120.7C60—C59—H59120.0
C16—C17—C18120.7 (5)C58—C59—H59120.0
C16—C17—H17119.7C59—C60—C61121.2 (5)
C18—C17—H17119.7C59—C60—H60119.4
C17—C18—C13121.0 (5)C61—C60—H60119.4
C17—C18—H18119.5C60—C61—C56119.1 (5)
C13—C18—H18119.5C60—C61—H61120.4
O2—C19—O1129.4 (5)C56—C61—H61120.4
O2—C19—C20116.6 (5)C63—C62—P3111.8 (4)
O1—C19—C20113.8 (5)C63—C62—H62A109.2
F2—C20—F1108.5 (4)P3—C62—H62A109.2
F1'—C20—F2'110.9 (7)C63—C62—H62B109.2
F2—C20—C19111.7 (4)P3—C62—H62B109.2
F1'—C20—C19113.9 (6)H62A—C62—H62B107.9
F1—C20—C19112.8 (4)C62—C63—P4111.5 (4)
F2'—C20—C19114.3 (6)C62—C63—H63A109.3
F1'—C20—Cl2'108.2 (6)P4—C63—H63A109.3
F2'—C20—Cl2'104.7 (6)C62—C63—H63B109.3
C19—C20—Cl2'103.9 (4)P4—C63—H63B109.3
F2—C20—Cl2108.3 (4)H63A—C63—H63B108.0
F1—C20—Cl2107.1 (4)C65—C64—C69119.2 (5)
C19—C20—Cl2108.4 (3)C65—C64—P4118.3 (4)
O4—C21—O3129.7 (5)C69—C64—P4122.4 (5)
O4—C21—C22116.7 (5)C64—C65—C66120.7 (6)
O3—C21—C22113.6 (5)C64—C65—H65119.7
F3—C22—F4106.3 (5)C66—C65—H65119.7
F4'—C22—F3'106.6 (7)C67—C66—C65120.4 (6)
F3—C22—C21113.8 (5)C67—C66—H66119.8
F4'—C22—C21112.7 (6)C65—C66—H66119.8
F4—C22—C21110.9 (5)C66—C67—C68119.0 (6)
F3'—C22—C21112.7 (5)C66—C67—H67120.5
F4'—C22—Cl3'109.7 (6)C68—C67—H67120.5
F3'—C22—Cl3'106.3 (6)C67—C68—C69121.4 (6)
C21—C22—Cl3'108.5 (4)C67—C68—H68119.3
F3—C22—Cl3108.7 (4)C69—C68—H68119.3
F4—C22—Cl3107.1 (4)C64—C69—C68119.2 (6)
C21—C22—Cl3109.7 (4)C64—C69—H69120.4
C24—C23—C29118.9 (5)C68—C69—H69120.4
C24—C23—P1121.2 (4)C75—C70—C71119.1 (5)
C29—C23—P1119.8 (4)C75—C70—P4122.3 (4)
C25—C24—C23119.6 (6)C71—C70—P4118.5 (4)
C25—C24—H24120.2C70—C71—C72120.2 (5)
C23—C24—H24120.2C70—C71—H71119.9
C27—C25—C24120.6 (6)C72—C71—H71119.9
C27—C25—H25119.7C73—C72—C71120.3 (6)
C24—C25—H25119.7C73—C72—H72119.9
C28—C27—C25120.3 (6)C71—C72—H72119.9
C28—C27—H27119.9C72—C73—C74120.0 (5)
C25—C27—H27119.9C72—C73—H73120.0
C27—C28—C29119.9 (6)C74—C73—H73120.0
C27—C28—H28120.0C75—C74—C73119.6 (6)
C29—C28—H28120.0C75—C74—H74120.2
C28—C29—C23120.7 (6)C73—C74—H74120.2
C28—C29—H29119.6C70—C75—C74120.7 (5)
C23—C29—H29119.6C70—C75—H75119.6
C31—C30—C35119.0 (5)C74—C75—H75119.6
P2—Ag1—P1—C23123.5 (2)Ag1—P1—C23—C24103.9 (4)
P3—Ag1—P1—C23112.8 (2)C30—P1—C23—C29147.4 (5)
P4—Ag1—P1—C232.3 (2)C36—P1—C23—C2941.6 (5)
P2—Ag1—P1—C30104.56 (19)Ag1—P1—C23—C2973.1 (5)
P3—Ag1—P1—C3019.1 (2)C29—C23—C24—C252.3 (8)
P4—Ag1—P1—C30134.22 (19)P1—C23—C24—C25179.3 (4)
P2—Ag1—P1—C369.28 (17)C23—C24—C25—C270.8 (9)
P3—Ag1—P1—C36132.94 (17)C24—C25—C27—C280.3 (10)
P4—Ag1—P1—C36111.93 (17)C25—C27—C28—C290.2 (10)
P3—Ag1—P2—C4454.5 (2)C27—C28—C29—C231.7 (9)
P1—Ag1—P2—C4481.1 (2)C24—C23—C29—C282.7 (9)
P4—Ag1—P2—C44154.87 (19)P1—C23—C29—C28179.7 (5)
P3—Ag1—P2—C37167.73 (16)C23—P1—C30—C31134.0 (4)
P1—Ag1—P2—C3732.09 (17)C36—P1—C30—C31119.4 (4)
P4—Ag1—P2—C3791.94 (17)Ag1—P1—C30—C314.6 (5)
P3—Ag1—P2—C3877.2 (2)C23—P1—C30—C3548.7 (5)
P1—Ag1—P2—C38147.1 (2)C36—P1—C30—C3557.8 (5)
P4—Ag1—P2—C3823.1 (2)Ag1—P1—C30—C35172.6 (3)
P2—Ag1—P3—C56112.5 (2)C35—C30—C31—C321.5 (7)
P1—Ag1—P3—C563.5 (2)P1—C30—C31—C32178.8 (4)
P4—Ag1—P3—C56126.6 (2)C30—C31—C32—C331.0 (8)
P2—Ag1—P3—C5017.01 (19)C31—C32—C33—C340.2 (9)
P1—Ag1—P3—C50125.98 (18)C32—C33—C34—C350.1 (9)
P4—Ag1—P3—C50103.92 (18)C31—C30—C35—C341.3 (8)
P2—Ag1—P3—C62128.67 (18)P1—C30—C35—C34178.5 (4)
P1—Ag1—P3—C62122.37 (18)C33—C34—C35—C300.5 (8)
P4—Ag1—P3—C627.73 (18)C23—P1—C36—C37104.1 (4)
P2—Ag1—P4—C70146.3 (2)C30—P1—C36—C37149.3 (4)
P3—Ag1—P4—C7093.6 (2)Ag1—P1—C36—C3721.9 (4)
P1—Ag1—P4—C7044.5 (2)P1—C36—C37—P253.8 (4)
P2—Ag1—P4—C6417.2 (2)C44—P2—C37—C3665.0 (4)
P3—Ag1—P4—C64137.3 (2)C38—P2—C37—C36172.2 (3)
P1—Ag1—P4—C6484.6 (2)Ag1—P2—C37—C3655.9 (3)
P2—Ag1—P4—C63102.96 (18)C44—P2—C38—C4337.0 (5)
P3—Ag1—P4—C6317.22 (18)C37—P2—C38—C4372.5 (5)
P1—Ag1—P4—C63155.30 (17)Ag1—P2—C38—C43173.6 (4)
C1—Sn1—O1—C19177.6 (4)C44—P2—C38—C39141.4 (4)
C7—Sn1—O1—C1955.0 (4)C37—P2—C38—C39109.1 (5)
C13—Sn1—O1—C1965.3 (4)Ag1—P2—C38—C394.8 (5)
C1—Sn1—O3—C2170.4 (4)C43—C38—C39—C400.1 (8)
C7—Sn1—O3—C2157.1 (4)P2—C38—C39—C40178.4 (4)
C13—Sn1—O3—C21177.2 (4)C38—C39—C40—C410.5 (9)
C7—Sn1—C1—C6128.5 (4)C39—C40—C41—C420.4 (9)
C13—Sn1—C1—C649.7 (5)C40—C41—C42—C430.1 (9)
O3—Sn1—C1—C637.8 (4)C41—C42—C43—C380.5 (9)
O1—Sn1—C1—C6142.7 (4)C39—C38—C43—C420.4 (8)
C7—Sn1—C1—C259.6 (5)P2—C38—C43—C42178.9 (4)
C13—Sn1—C1—C2122.3 (4)C37—P2—C44—C49153.7 (4)
O3—Sn1—C1—C2150.3 (4)C38—P2—C44—C4998.8 (4)
O1—Sn1—C1—C229.3 (4)Ag1—P2—C44—C4943.5 (4)
C6—C1—C2—C30.1 (8)C37—P2—C44—C4532.1 (5)
Sn1—C1—C2—C3171.8 (4)C38—P2—C44—C4575.4 (5)
C1—C2—C3—C41.6 (9)Ag1—P2—C44—C45142.3 (4)
C2—C3—C4—C52.9 (9)C49—C44—C45—C463.1 (7)
C2—C3—C4—Cl1176.8 (4)P2—C44—C45—C46171.1 (4)
C3—C4—C5—C62.5 (10)C44—C45—C46—C470.3 (8)
Cl1—C4—C5—C6177.3 (5)C45—C46—C47—C482.5 (8)
C4—C5—C6—C10.7 (10)C46—C47—C48—C492.5 (8)
C2—C1—C6—C50.6 (9)C45—C44—C49—C483.0 (7)
Sn1—C1—C6—C5171.9 (5)P2—C44—C49—C48171.5 (4)
C1—Sn1—C7—C852.3 (5)C47—C48—C49—C440.2 (8)
C13—Sn1—C7—C8129.6 (5)C56—P3—C50—C5520.3 (5)
O3—Sn1—C7—C8143.7 (5)C62—P3—C50—C5588.0 (5)
O1—Sn1—C7—C833.4 (5)Ag1—P3—C50—C55159.8 (4)
C1—Sn1—C7—C12132.2 (4)C56—P3—C50—C51157.0 (4)
C13—Sn1—C7—C1245.8 (5)C62—P3—C50—C5194.7 (4)
O3—Sn1—C7—C1240.9 (4)Ag1—P3—C50—C5117.5 (5)
O1—Sn1—C7—C12142.0 (4)C55—C50—C51—C522.8 (8)
C12—C7—C8—C90.9 (8)P3—C50—C51—C52174.6 (4)
Sn1—C7—C8—C9176.4 (4)C50—C51—C52—C531.3 (9)
C7—C8—C9—C102.4 (9)C51—C52—C53—C540.2 (9)
C8—C9—C10—C113.1 (9)C52—C53—C54—C550.1 (10)
C8—C9—C10—Cl1'179.7 (10)C51—C50—C55—C542.8 (8)
C9—C10—C11—C122.3 (9)P3—C50—C55—C54174.5 (4)
Cl1'—C10—C11—C12179.5 (11)C53—C54—C55—C501.3 (9)
C10—C11—C12—C70.8 (9)C50—P3—C56—C57106.0 (5)
C8—C7—C12—C110.1 (8)C62—P3—C56—C571.8 (5)
Sn1—C7—C12—C11175.7 (4)Ag1—P3—C56—C57120.8 (4)
C1—Sn1—C13—C14104.0 (5)C50—P3—C56—C6178.2 (4)
C7—Sn1—C13—C1474.3 (5)C62—P3—C56—C61174.0 (4)
O3—Sn1—C13—C1414.0 (5)Ag1—P3—C56—C6155.0 (4)
O1—Sn1—C13—C14168.9 (5)C61—C56—C57—C581.0 (8)
C1—Sn1—C13—C1874.4 (5)P3—C56—C57—C58174.7 (4)
C7—Sn1—C13—C18107.3 (4)C56—C57—C58—C591.1 (8)
O3—Sn1—C13—C18164.4 (4)C57—C58—C59—C603.0 (8)
O1—Sn1—C13—C1812.6 (4)C58—C59—C60—C612.7 (8)
C18—C13—C14—C150.6 (9)C59—C60—C61—C560.6 (8)
Sn1—C13—C14—C15179.1 (5)C57—C56—C61—C601.3 (7)
C13—C14—C15—C160.5 (10)P3—C56—C61—C60174.7 (4)
C14—C15—C16—C171.2 (9)C56—P3—C62—C63171.6 (4)
C15—C16—C17—C180.7 (9)C50—P3—C62—C6380.0 (4)
C16—C17—C18—C130.5 (9)Ag1—P3—C62—C6339.0 (4)
C14—C13—C18—C171.1 (8)P3—C62—C63—P459.8 (4)
Sn1—C13—C18—C17179.6 (4)C70—P4—C63—C6271.2 (4)
Sn1—O1—C19—O21.4 (8)C64—P4—C63—C62176.2 (4)
Sn1—O1—C19—C20173.5 (3)Ag1—P4—C63—C6247.1 (4)
O2—C19—C20—F2151.0 (5)C70—P4—C64—C6583.6 (5)
O1—C19—C20—F233.5 (6)C63—P4—C64—C65169.3 (4)
O2—C19—C20—F1'4.8 (9)Ag1—P4—C64—C6550.1 (5)
O1—C19—C20—F1'179.6 (8)C70—P4—C64—C6992.7 (5)
O2—C19—C20—F128.5 (7)C63—P4—C64—C6914.4 (5)
O1—C19—C20—F1155.9 (5)Ag1—P4—C64—C69133.6 (4)
O2—C19—C20—F2'124.1 (9)C69—C64—C65—C663.7 (9)
O1—C19—C20—F2'51.5 (9)P4—C64—C65—C66172.7 (4)
O2—C19—C20—Cl2'122.3 (6)C64—C65—C66—C671.7 (9)
O1—C19—C20—Cl2'62.1 (6)C65—C66—C67—C681.2 (9)
O2—C19—C20—Cl289.9 (5)C66—C67—C68—C692.1 (10)
O1—C19—C20—Cl285.7 (5)C65—C64—C69—C682.8 (9)
Sn1—O3—C21—O44.4 (9)P4—C64—C69—C68173.5 (5)
Sn1—O3—C21—C22174.8 (3)C67—C68—C69—C640.1 (10)
O4—C21—C22—F3163.4 (5)C64—P4—C70—C7557.7 (6)
O3—C21—C22—F315.8 (7)C63—P4—C70—C7549.9 (5)
O4—C21—C22—F4'19.4 (9)Ag1—P4—C70—C75159.8 (5)
O3—C21—C22—F4'161.3 (8)C64—P4—C70—C71118.8 (5)
O4—C21—C22—F443.6 (8)C63—P4—C70—C71133.6 (5)
O3—C21—C22—F4135.6 (6)Ag1—P4—C70—C7123.8 (5)
O4—C21—C22—F3'140.2 (8)C75—C70—C71—C720.1 (9)
O3—C21—C22—F3'40.6 (9)P4—C70—C71—C72176.7 (5)
O4—C21—C22—Cl3'102.3 (6)C70—C71—C72—C730.1 (10)
O3—C21—C22—Cl3'76.9 (6)C71—C72—C73—C740.6 (11)
O4—C21—C22—Cl374.5 (6)C72—C73—C74—C751.1 (11)
O3—C21—C22—Cl3106.2 (5)C71—C70—C75—C740.5 (9)
C30—P1—C23—C2435.7 (5)P4—C70—C75—C74177.0 (5)
C36—P1—C23—C24141.4 (4)C73—C74—C75—C701.1 (10)

Experimental details

Crystal data
Chemical formula[Ag(C26H24P2)2][Sn(C2ClF2O2)2(C6H5)2(C6H4Cl)]
Mr1548.03
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)13.4774 (3), 15.4957 (5), 18.1475 (4)
α, β, γ (°)69.674 (2), 84.646 (2), 74.030 (2)
V3)3416.8 (2)
Z2
Radiation typeMo Kα
µ (mm1)0.92
Crystal size (mm)0.19 × 0.09 × 0.06
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correctionMulti-scan
SADABS (Sheldrick, 1996)
Tmin, Tmax0.844, 0.947
No. of measured, independent and
observed [I > 2σ(I)] reflections
37182, 16111, 10301
Rint0.076
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.057, 0.148, 1.01
No. of reflections16111
No. of parameters868
No. of restraints118
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.36, 1.76

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2008).

Selected bond angles (º) top
C1—Sn1—C7127.5 (2)C7—Sn1—O389.9 (2)
C1—Sn1—C13112.4 (2)O1—Sn1—O3176.6 (1)
C1—Sn1—O185.5 (2)P1—Ag1—P3132.80 (5)
C7—Sn1—O191.8 (2)P2—Ag1—P4119.90 (4)
C7—Sn1—C13120.1 (2)P3—Ag1—P483.87 (5)
 

Acknowledgements

We thank the University of Malaya for funding this study (SF022155/2007 A) and also for the purchase of the diffractometer.

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationBruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationTeo, Y. Y., Lo, K. M. & Ng, S. W. (2007). Acta Cryst. E63, m1365–m1367.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationTeo, Y. Y., Lo, K. M. & Ng, S. W. (2008). Acta Cryst. E64, m703.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationTiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1–23.  CrossRef CAS Web of Science Google Scholar
First citationTiekink, E. R. T. (1994). Trends Organomet. Chem. 1, 71–116.  Google Scholar
First citationWestrip, S. P. (2008). publCIF. In preparation.  Google Scholar

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