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Acta Cryst. (2012). E68, m1536    [ doi:10.1107/S1600536812045060 ]

Tetrakis(triphenylphosphane-[kappa]P)silver(I) trifluoroacetate ethanol monosolvate

S. W. Ng

Abstract top

In the title solvated salt, [Ag(C18H15P)4](CF3CO2)·C2H5OH, the AgI atom is coordinated by four P atoms from triphenylphosphane ligands in a distorted tetrahedral geometry. The anion and solvent are engaged in weak O-H...O hydrogen bonds. Of the four triphenylphosphane ligands, two each have an equally disordered phenyl ring while the AgI atom is disordered over two positions in a 0.9595 (15):0.0405 (15) ratio and the trifluoroacetate anion is equally disordered over two positions with respect to the lattice ethanol molecule.

Comment top

Silver trifluoroacetate acetate forms a mononuclear bis-adduct with triphenylphosphane when the reaction was carried out in ethanol solvent (Ng, 1998). A similar synthesis but with a 1:4 stoichiometry has yielded a salt (Scheme I, Fig. 1) in which four phosphane ligands bind to the metal atom; the trifluoacetate anion does not engaged in coordination, and is instead disordered with respect to an ethanol molecule. The disorder is such that the anion occupies two positions, as does the two solvent molecules (Fig. 2). The anion and solvent are engaged in weak hydrogen bonding (Table 1).

Related literature top

For a related compound [Ag(C18H15P)2(CF3CO2)], see: Ng (1998).

Experimental top

Silver trifluoroacetate (1 mmol) and triphenylphosphane (4 mmol) were heated in ethanol (25 ml) until the reactants dissolved completely. Colorless crystals were isolated from the filtered solution after several days.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.95 to 0.98 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2 to 1.5U(C).

The silver atom is disordered over two positions in a 0.960 (2): 0.040 ratio. The minor component atom could not be refined anisotropically, and its temperature factor was instead tied to the equivalent isotropic temperature factor of the major component by a factor of one. Neglecting the minor component resulted in largest peaks in vicinity of Ag1.

The trifluoroacetate ion is disordered over two positions; as the occupancy refined to nearly 50%, the disorder was then fixed as a 1:1 type of disorder. The C–O distances were restrained to 1.25±0.01 Å, the C–C distances to 1.50±0.01 Å and the C–F distances to 1.35±0.01 Å. Additionally, the O···O distances were restrained to 2.17±0.01 Å and the F···F distances to 2.21±0.01 Å.

Both half-occupancy trifluoroacetate portions are each hydrogen bonded to a half-occupancy ethanol molecule. For the ethanol molecules, the C–O distance were restrained to 1.45±0.01 Å and the C–C distances to 1.50±0.01 Å. The H atoms were placed in riding positions (O–H 0.84 Å) and their temperature factors tied by a factor of 1.5 times.

The anisotropic temperature factors of the disordered atoms were restrained to be nearly isotropic.

Of the four triphenylphospine groups, two have each a disordered phenyl ring. The disorder was also treated as a 1:1 type of disorder. Pairs of As—C distances were restrained to within 0.01 Å of each other. The aromatic rings were refined as a rigid hexagon of 1.39 Å sides, and the temperature factors of the primed atoms were set to those of the unprimed ones. The anisotropic temperature factors were also restrained to be nearly isotropic.

The (0 - 1 1) reflection that was affected by the beamstop as well as (-5 4 6) were omitted.

The final difference Fourier map was featureless except for a peak at 0.86 Å from Ag1 and a hole at 0.68 Å from the same atom.

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: 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).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of [Ag(C18H15P)4](CF3CO2).C2H5OH at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius. The disorder is not shown, and only selected atoms are labeled owing to crowding.
[Figure 2] Fig. 2. Disorder in the anion/solvent.
Tetrakis(triphenylphosphane-κP)silver(I) trifluoroacetate ethanol monosolvate top
Crystal data top
[Ag(C18H15P)4](C2F3O)·C2H6OZ = 2
Mr = 1316.04F(000) = 1360
Triclinic, P1Dx = 1.386 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.8005 (2) ÅCell parameters from 7238 reflections
b = 14.5169 (2) Åθ = 2.2–28.1°
c = 18.4830 (3) ŵ = 0.48 mm−1
α = 89.4032 (8)°T = 100 K
β = 85.4648 (9)°Prism, colorless
γ = 87.7804 (9)°0.20 × 0.18 × 0.16 mm
V = 3153.89 (9) Å3
Data collection top
Bruker SMART APEX
diffractometer		14387 independent reflections
Radiation source: fine-focus sealed tube11357 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.030
ω scansθmax = 27.5°, θmin = 1.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2009)		h = −15→10
Tmin = 0.910, Tmax = 0.927k = −18→18
27139 measured reflectionsl = −24→24
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)] = 0.047Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.122H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.052P)2 + 3.9561P]
where P = (Fo2 + 2Fc2)/3
14387 reflections(Δ/σ)max = 0.002
868 parametersΔρmax = 1.72 e Å−3
218 restraintsΔρmin = −0.87 e Å−3
Crystal data top
[Ag(C18H15P)4](C2F3O)·C2H6Oγ = 87.7804 (9)°
Mr = 1316.04V = 3153.89 (9) Å3
Triclinic, P1Z = 2
a = 11.8005 (2) ÅMo Kα radiation
b = 14.5169 (2) ŵ = 0.48 mm−1
c = 18.4830 (3) ÅT = 100 K
α = 89.4032 (8)°0.20 × 0.18 × 0.16 mm
β = 85.4648 (9)°
Data collection top
Bruker SMART APEX
diffractometer		14387 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2009)		11357 reflections with I > 2σ(I)
Tmin = 0.910, Tmax = 0.927Rint = 0.030
27139 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.047H-atom parameters constrained
wR(F2) = 0.122Δρmax = 1.72 e Å−3
S = 1.02Δρmin = −0.87 e Å−3
14387 reflectionsAbsolute structure: ?
868 parametersFlack parameter: ?
218 restraintsRogers parameter: ?
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)
Ag10.49426 (2)0.25264 (3)0.249511 (12)0.01994 (10)0.9595 (15)
Ag1'0.4729 (6)0.2070 (7)0.2557 (3)0.023 (2)*0.0405 (15)
P10.57160 (7)0.41762 (5)0.21736 (4)0.02088 (16)
P20.34036 (6)0.21029 (5)0.16133 (4)0.02005 (16)
P30.40570 (7)0.25208 (5)0.38354 (4)0.02290 (17)
P40.66173 (7)0.12645 (5)0.23472 (4)0.02154 (16)
C10.6542 (14)0.4209 (14)0.1296 (5)0.0229 (11)0.50
C20.7377 (14)0.3521 (12)0.1148 (7)0.024 (2)0.50
H20.75300.30710.15070.029*0.50
C30.7989 (12)0.3491 (11)0.0473 (8)0.0366 (13)0.50
H3A0.85600.30210.03720.044*0.50
C40.7765 (12)0.4150 (11)−0.0053 (5)0.0434 (19)0.50
H40.81830.4130−0.05140.052*0.50
C50.6930 (12)0.4838 (8)0.0095 (5)0.040 (2)0.50
H50.67770.5289−0.02650.048*0.50
C60.6318 (11)0.4868 (11)0.0769 (7)0.034 (2)0.50
H60.57470.53390.08700.041*0.50
C1'0.6453 (13)0.4243 (14)0.1265 (5)0.0229 (11)0.50
C2'0.7161 (14)0.3487 (11)0.1062 (7)0.024 (2)0.50
H2'0.71620.29490.13590.029*0.50
C3'0.7868 (13)0.3518 (10)0.0424 (9)0.0366 (13)0.50
H3'A0.83510.30020.02850.044*0.50
C4'0.7866 (12)0.4306 (11)−0.0010 (6)0.0434 (19)0.50
H4'0.83490.4328−0.04460.052*0.50
C5'0.7158 (12)0.5062 (8)0.0194 (5)0.040 (2)0.50
H5'0.71570.5600−0.01030.048*0.50
C6'0.6452 (12)0.5031 (11)0.0831 (7)0.034 (2)0.50
H6'0.59680.55480.09700.041*0.50
C70.6726 (3)0.4645 (2)0.27605 (15)0.0219 (6)
C80.6548 (3)0.4498 (2)0.35090 (16)0.0259 (6)
H80.59440.41300.36970.031*
C90.7255 (3)0.4890 (2)0.39783 (17)0.0295 (7)
H90.71350.47860.44860.035*
C100.8130 (3)0.5429 (2)0.37087 (18)0.0337 (8)
H100.86010.57060.40320.040*
C110.8325 (3)0.5568 (2)0.29674 (19)0.0344 (8)
H110.89370.59300.27820.041*
C120.7622 (3)0.5178 (2)0.24969 (17)0.0290 (7)
H120.77560.52760.19890.035*
C130.4659 (3)0.5128 (2)0.21474 (15)0.0213 (6)
C140.4809 (3)0.5999 (2)0.24330 (16)0.0273 (7)
H140.55060.61300.26280.033*
C150.3939 (3)0.6675 (2)0.24326 (17)0.0319 (7)
H150.40490.72640.26290.038*
C160.2923 (3)0.6503 (2)0.21526 (17)0.0315 (7)
H160.23330.69680.21560.038*
C170.2770 (3)0.5642 (3)0.18652 (19)0.0357 (8)
H170.20700.55160.16710.043*
C180.3635 (3)0.4961 (2)0.18587 (18)0.0311 (7)
H180.35240.43760.16550.037*
C190.2138 (9)0.2872 (9)0.1581 (11)0.0211 (6)0.50
C200.1725 (12)0.3355 (9)0.2198 (9)0.0259 (19)0.50
H200.20800.32680.26390.031*0.50
C210.0793 (12)0.3967 (8)0.2170 (8)0.031 (2)0.50
H210.05110.42980.25910.037*0.50
C220.0274 (9)0.4095 (9)0.1525 (10)0.0325 (14)0.50
H22−0.03620.45130.15060.039*0.50
C230.0687 (11)0.3611 (8)0.0908 (9)0.032 (2)0.50
H230.03330.36980.04670.038*0.50
C240.1619 (11)0.3000 (7)0.0936 (9)0.024 (2)0.50
H240.19010.26690.05150.029*0.50
C19'0.2151 (9)0.2889 (9)0.1579 (11)0.0211 (6)0.50
C20'0.1617 (12)0.3165 (9)0.2243 (9)0.0259 (19)0.50
H20B0.18970.29410.26820.031*0.50
C21'0.0672 (12)0.3770 (8)0.2264 (8)0.031 (2)0.50
H21B0.03060.39590.27170.037*0.50
C22'0.0262 (9)0.4098 (9)0.1621 (10)0.0325 (14)0.50
H22B−0.03830.45110.16360.039*0.50
C23'0.0797 (11)0.3821 (8)0.0958 (8)0.032 (2)0.50
H23B0.05170.40450.05180.038*0.50
C24'0.1742 (11)0.3217 (8)0.0937 (9)0.024 (2)0.50
H24B0.21070.30280.04830.029*0.50
C250.2782 (3)0.0978 (2)0.17701 (14)0.0210 (6)
C260.3512 (3)0.0204 (2)0.18005 (17)0.0284 (7)
H260.43110.02710.17310.034*
C270.3086 (3)−0.0657 (2)0.19307 (18)0.0331 (7)
H270.3594−0.11790.19470.040*
C280.1925 (3)−0.0769 (2)0.20376 (16)0.0304 (7)
H280.1636−0.13650.21250.036*
C290.1197 (3)−0.0012 (2)0.20163 (18)0.0328 (7)
H290.0400−0.00830.20950.039*
C300.1619 (3)0.0858 (2)0.18796 (17)0.0290 (7)
H300.11060.13770.18610.035*
C310.3928 (3)0.2059 (2)0.06605 (15)0.0213 (6)
C320.3584 (3)0.1416 (2)0.01793 (16)0.0312 (7)
H320.30970.09430.03530.037*
C330.3945 (4)0.1458 (3)−0.05523 (18)0.0418 (9)
H330.37050.1016−0.08780.050*
C340.4658 (3)0.2147 (2)−0.08077 (18)0.0380 (8)
H340.48900.2186−0.13110.046*
C350.5029 (3)0.2774 (2)−0.03357 (18)0.0328 (7)
H350.55330.3235−0.05110.039*
C360.4669 (3)0.2733 (2)0.03937 (17)0.0274 (7)
H360.49280.31690.07170.033*
C370.3416 (3)0.1458 (2)0.41606 (16)0.0272 (7)
C380.2692 (3)0.1035 (2)0.37159 (17)0.0297 (7)
H380.25770.12920.32510.036*
C390.2139 (3)0.0250 (3)0.3940 (2)0.0385 (8)
H390.1649−0.00320.36320.046*
C400.2301 (4)−0.0123 (3)0.4614 (2)0.0569 (12)
H400.1910−0.06570.47750.068*
C410.3027 (5)0.0275 (3)0.5053 (2)0.0691 (16)
H410.31470.00050.55130.083*
C420.3587 (4)0.1063 (3)0.4835 (2)0.0481 (11)
H420.40860.13330.51440.058*
C430.5011 (3)0.2772 (2)0.45307 (15)0.0250 (6)
C440.6071 (3)0.2316 (3)0.45084 (18)0.0368 (8)
H440.62740.18750.41400.044*
C450.6832 (3)0.2496 (3)0.50158 (19)0.0396 (8)
H450.75490.21730.49950.048*
C460.6564 (3)0.3134 (2)0.55461 (18)0.0356 (8)
H460.70910.32560.58930.043*
C470.5521 (3)0.3599 (3)0.55731 (19)0.0404 (9)
H470.53320.40470.59390.049*
C480.4744 (3)0.3420 (2)0.50723 (17)0.0316 (7)
H480.40260.37410.50990.038*
C490.2877 (3)0.3360 (2)0.40079 (15)0.0235 (6)
C500.1899 (3)0.3173 (2)0.44508 (16)0.0286 (7)
H500.18380.25920.46880.034*
C510.1018 (3)0.3828 (3)0.45465 (19)0.0352 (8)
H510.03550.36950.48490.042*
C520.1103 (3)0.4672 (3)0.42015 (18)0.0370 (8)
H520.04930.51190.42630.044*
C530.2076 (3)0.4872 (2)0.37652 (17)0.0358 (8)
H530.21360.54580.35330.043*
C540.2958 (3)0.4220 (2)0.36680 (16)0.0306 (7)
H540.36230.43580.33690.037*
C550.7365 (3)0.1113 (2)0.14455 (16)0.0242 (6)
C560.6711 (3)0.1029 (2)0.08542 (16)0.0272 (7)
H560.59050.10520.09280.033*
C570.7228 (3)0.0913 (2)0.01613 (17)0.0326 (8)
H570.67760.0859−0.02380.039*
C580.8397 (3)0.0874 (3)0.00484 (18)0.0402 (9)
H580.87490.0789−0.04270.048*
C590.9056 (3)0.0961 (3)0.06287 (19)0.0457 (10)
H590.98620.09330.05510.055*
C600.8539 (3)0.1088 (3)0.13279 (18)0.0374 (8)
H600.89930.11590.17240.045*
C610.7769 (3)0.1492 (2)0.29168 (15)0.0223 (6)
C620.8057 (3)0.2397 (3)0.3006 (2)0.0424 (9)
H620.76560.28780.27700.051*
C630.8923 (4)0.2609 (3)0.3435 (2)0.0480 (10)
H630.91110.32340.34900.058*
C640.9506 (3)0.1930 (3)0.37779 (19)0.0365 (8)
H641.00980.20780.40710.044*
C650.9229 (3)0.1031 (3)0.3696 (2)0.0421 (9)
H650.96350.05540.39340.051*
C660.8365 (3)0.0808 (2)0.32717 (19)0.0335 (8)
H660.81810.01820.32230.040*
C670.6285 (3)0.0083 (2)0.26122 (16)0.0249 (6)
C680.6938 (3)−0.0683 (2)0.23552 (18)0.0359 (8)
H680.7536−0.06100.19860.043*
C690.6714 (4)−0.1553 (3)0.2639 (2)0.0482 (11)
H690.7168−0.20730.24670.058*
C700.5837 (4)−0.1668 (3)0.3169 (2)0.0486 (11)
H700.5697−0.22640.33650.058*
C710.5168 (4)−0.0923 (3)0.3413 (2)0.0422 (9)
H710.4554−0.10040.37700.051*
C720.5393 (3)−0.0052 (2)0.31369 (19)0.0339 (8)
H720.49310.04630.33090.041*
F11.0119 (5)0.8242 (4)0.4427 (2)0.0662 (15)0.50
F20.8570 (3)0.8000 (3)0.3933 (2)0.0501 (12)0.50
F30.9765 (4)0.8959 (3)0.3440 (3)0.0540 (13)0.50
O11.0194 (5)0.7446 (4)0.2670 (2)0.0433 (14)0.50
O21.0651 (9)0.6753 (7)0.3659 (4)0.047 (2)0.50
O31.0003 (5)0.6425 (4)0.1458 (3)0.0512 (15)0.50
H30.98270.62100.18740.077*0.50
C731.0236 (6)0.7369 (4)0.3308 (3)0.0308 (15)0.50
C740.9680 (6)0.8131 (5)0.3784 (3)0.0298 (17)0.50
C750.9010 (7)0.6860 (6)0.1174 (5)0.042 (2)0.50
H75A0.84270.69860.15800.051*0.50
H75B0.86900.64300.08380.051*0.50
C760.9266 (12)0.7750 (8)0.0777 (9)0.082 (4)0.50
H76A0.85690.80110.05870.124*0.50
H76B0.98410.76300.03740.124*0.50
H76C0.95540.81880.11120.124*0.50
F1'0.9865 (10)0.6689 (10)0.0857 (9)0.248 (7)0.50
F2'0.9180 (14)0.8159 (8)0.0845 (11)0.234 (8)0.50
F3'0.8138 (6)0.7040 (5)0.1259 (4)0.100 (2)0.50
O1'1.0300 (6)0.7086 (5)0.2197 (5)0.081 (2)0.50
O2'0.9371 (7)0.8392 (5)0.1985 (7)0.118 (3)0.50
C73'0.9687 (8)0.7605 (6)0.1858 (5)0.075 (3)0.50
C74'0.9189 (8)0.7355 (8)0.1171 (5)0.079 (4)0.50
O3'1.0611 (19)0.6908 (11)0.3634 (11)0.130 (7)0.50
H3'1.08790.69300.31990.196*0.50
C75'1.0495 (14)0.7819 (10)0.3921 (8)0.111 (5)0.50
H75C1.11450.81600.36970.133*0.50
H75D1.06090.77620.44450.133*0.50
C76'0.9469 (17)0.8426 (14)0.3863 (12)0.128 (8)0.50
H76D0.95350.89860.41460.192*0.50
H76E0.87940.81010.40520.192*0.50
H76F0.93980.85930.33530.192*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ag10.02173 (13)0.0206 (2)0.01755 (11)−0.00173 (11)−0.00135 (8)−0.00055 (9)
P10.0226 (4)0.0212 (4)0.0190 (3)−0.0013 (3)−0.0026 (3)−0.0003 (3)
P20.0193 (4)0.0223 (4)0.0189 (3)−0.0018 (3)−0.0026 (3)−0.0014 (3)
P30.0289 (4)0.0235 (4)0.0157 (3)0.0009 (3)0.0009 (3)−0.0003 (3)
P40.0205 (4)0.0231 (4)0.0212 (3)0.0013 (3)−0.0038 (3)−0.0021 (3)
C10.019 (2)0.030 (2)0.0199 (14)−0.0040 (18)−0.0026 (14)−0.0031 (13)
C20.017 (5)0.029 (2)0.027 (3)−0.006 (3)−0.008 (3)−0.005 (2)
C30.029 (3)0.046 (2)0.035 (2)0.000 (2)0.000 (2)−0.0126 (18)
C40.044 (3)0.060 (5)0.0253 (19)−0.003 (3)0.007 (2)−0.006 (2)
C50.053 (5)0.043 (6)0.025 (3)−0.008 (4)−0.001 (3)0.007 (3)
C60.047 (3)0.029 (5)0.024 (2)0.000 (3)0.001 (2)0.001 (2)
C1'0.019 (2)0.030 (2)0.0199 (14)−0.0040 (18)−0.0026 (14)−0.0031 (13)
C2'0.017 (5)0.029 (2)0.027 (3)−0.006 (3)−0.008 (3)−0.005 (2)
C3'0.029 (3)0.046 (2)0.035 (2)0.000 (2)0.000 (2)−0.0126 (18)
C4'0.044 (3)0.060 (5)0.0253 (19)−0.003 (3)0.007 (2)−0.006 (2)
C5'0.053 (5)0.043 (6)0.025 (3)−0.008 (4)−0.001 (3)0.007 (3)
C6'0.047 (3)0.029 (5)0.024 (2)0.000 (3)0.001 (2)0.001 (2)
C70.0222 (15)0.0224 (15)0.0209 (13)0.0028 (12)−0.0023 (11)−0.0014 (11)
C80.0289 (17)0.0233 (16)0.0252 (15)0.0008 (13)−0.0016 (12)0.0018 (12)
C90.0371 (19)0.0284 (17)0.0231 (14)0.0043 (14)−0.0057 (13)−0.0026 (12)
C100.0324 (18)0.0360 (19)0.0344 (17)0.0047 (15)−0.0144 (14)−0.0105 (14)
C110.0240 (17)0.039 (2)0.0410 (19)−0.0080 (15)−0.0040 (14)−0.0053 (15)
C120.0275 (17)0.0347 (18)0.0248 (15)−0.0040 (14)−0.0010 (13)−0.0006 (13)
C130.0207 (15)0.0227 (15)0.0201 (13)0.0014 (12)0.0005 (11)0.0021 (11)
C140.0281 (17)0.0262 (17)0.0282 (15)−0.0018 (13)−0.0065 (13)0.0007 (12)
C150.040 (2)0.0235 (17)0.0315 (16)0.0071 (14)−0.0043 (14)−0.0013 (13)
C160.0318 (18)0.0333 (19)0.0280 (16)0.0082 (15)0.0004 (13)0.0065 (13)
C170.0275 (18)0.040 (2)0.0409 (19)−0.0001 (15)−0.0117 (15)0.0047 (15)
C180.0331 (18)0.0279 (17)0.0338 (17)−0.0012 (14)−0.0116 (14)−0.0021 (13)
C190.0187 (14)0.0195 (15)0.0252 (14)−0.0022 (12)−0.0017 (11)−0.0002 (11)
C200.029 (3)0.022 (5)0.027 (2)−0.005 (3)−0.002 (2)−0.001 (3)
C210.024 (3)0.031 (5)0.036 (4)0.000 (3)0.007 (2)−0.005 (3)
C220.0221 (17)0.0325 (19)0.042 (4)0.0040 (14)0.0013 (18)−0.0026 (19)
C230.028 (3)0.032 (5)0.036 (2)0.003 (3)−0.0085 (19)0.001 (3)
C240.026 (3)0.019 (5)0.0274 (16)−0.002 (3)−0.0039 (19)−0.001 (3)
C19'0.0187 (14)0.0195 (15)0.0252 (14)−0.0022 (12)−0.0017 (11)−0.0002 (11)
C20'0.029 (3)0.022 (5)0.027 (2)−0.005 (3)−0.002 (2)−0.001 (3)
C21'0.024 (3)0.031 (5)0.036 (4)0.000 (3)0.007 (2)−0.005 (3)
C22'0.0221 (17)0.0325 (19)0.042 (4)0.0040 (14)0.0013 (18)−0.0026 (19)
C23'0.028 (3)0.032 (5)0.036 (2)0.003 (3)−0.0085 (19)0.001 (3)
C24'0.026 (3)0.019 (5)0.0274 (16)−0.002 (3)−0.0039 (19)−0.001 (3)
C250.0243 (15)0.0212 (15)0.0179 (13)−0.0018 (12)−0.0036 (11)−0.0013 (11)
C260.0241 (16)0.0304 (18)0.0300 (16)0.0007 (13)0.0001 (13)0.0040 (13)
C270.0361 (19)0.0264 (17)0.0351 (17)0.0072 (15)0.0031 (14)0.0045 (13)
C280.041 (2)0.0241 (17)0.0264 (15)−0.0040 (14)−0.0041 (14)0.0034 (12)
C290.0263 (17)0.0307 (18)0.0424 (19)−0.0059 (14)−0.0078 (14)0.0071 (14)
C300.0246 (16)0.0257 (17)0.0366 (17)0.0002 (13)−0.0042 (13)0.0052 (13)
C310.0215 (15)0.0223 (15)0.0198 (13)0.0022 (12)−0.0011 (11)0.0012 (11)
C320.042 (2)0.0274 (17)0.0241 (15)−0.0072 (15)−0.0009 (14)−0.0007 (12)
C330.067 (3)0.035 (2)0.0221 (16)−0.0021 (19)0.0020 (16)−0.0060 (14)
C340.050 (2)0.036 (2)0.0252 (16)0.0091 (17)0.0111 (15)0.0043 (14)
C350.0285 (17)0.0321 (18)0.0358 (17)0.0051 (14)0.0058 (14)0.0106 (14)
C360.0224 (16)0.0271 (17)0.0323 (16)−0.0002 (13)−0.0013 (13)0.0023 (13)
C370.0351 (18)0.0231 (16)0.0230 (14)−0.0004 (13)0.0001 (13)0.0001 (12)
C380.0309 (18)0.0339 (18)0.0236 (15)−0.0013 (14)0.0021 (13)−0.0032 (13)
C390.039 (2)0.035 (2)0.042 (2)−0.0059 (16)−0.0059 (16)−0.0054 (15)
C400.071 (3)0.039 (2)0.065 (3)−0.025 (2)−0.018 (2)0.019 (2)
C410.104 (4)0.057 (3)0.053 (3)−0.038 (3)−0.036 (3)0.033 (2)
C420.073 (3)0.040 (2)0.0344 (19)−0.020 (2)−0.0204 (19)0.0131 (16)
C430.0310 (17)0.0260 (16)0.0173 (13)−0.0009 (13)0.0025 (12)0.0029 (11)
C440.039 (2)0.040 (2)0.0304 (17)0.0116 (16)−0.0044 (15)−0.0064 (14)
C450.037 (2)0.044 (2)0.0375 (19)0.0110 (17)−0.0063 (16)0.0006 (16)
C460.040 (2)0.038 (2)0.0304 (17)−0.0053 (16)−0.0123 (15)0.0032 (14)
C470.047 (2)0.045 (2)0.0313 (17)0.0012 (18)−0.0106 (16)−0.0132 (15)
C480.0322 (18)0.0349 (19)0.0272 (16)0.0048 (15)−0.0022 (13)−0.0075 (13)
C490.0292 (16)0.0260 (16)0.0156 (13)0.0014 (13)−0.0036 (11)−0.0040 (11)
C500.0290 (17)0.0337 (18)0.0232 (14)−0.0046 (14)−0.0011 (12)−0.0061 (12)
C510.0276 (18)0.040 (2)0.0381 (18)−0.0029 (15)−0.0006 (14)−0.0159 (15)
C520.0325 (19)0.043 (2)0.0361 (18)0.0125 (16)−0.0128 (15)−0.0194 (16)
C530.051 (2)0.0303 (19)0.0259 (16)0.0084 (16)−0.0092 (15)−0.0037 (13)
C540.040 (2)0.0304 (18)0.0204 (14)0.0022 (15)0.0003 (13)0.0024 (12)
C550.0268 (16)0.0225 (16)0.0233 (14)0.0049 (13)−0.0043 (12)−0.0006 (11)
C560.0291 (17)0.0240 (16)0.0290 (15)0.0037 (13)−0.0087 (13)−0.0021 (12)
C570.046 (2)0.0299 (18)0.0221 (15)0.0065 (15)−0.0087 (14)−0.0029 (12)
C580.049 (2)0.046 (2)0.0235 (16)0.0147 (18)0.0008 (15)−0.0045 (14)
C590.031 (2)0.072 (3)0.0317 (18)0.0142 (19)0.0047 (15)−0.0032 (18)
C600.0298 (18)0.058 (2)0.0246 (16)0.0061 (17)−0.0047 (14)−0.0022 (15)
C610.0196 (15)0.0275 (16)0.0197 (13)−0.0004 (12)−0.0009 (11)−0.0028 (11)
C620.048 (2)0.0277 (19)0.054 (2)−0.0013 (17)−0.0228 (19)−0.0033 (16)
C630.049 (2)0.035 (2)0.063 (3)−0.0093 (18)−0.018 (2)−0.0127 (18)
C640.0283 (18)0.046 (2)0.0370 (18)−0.0094 (16)−0.0096 (14)−0.0072 (15)
C650.034 (2)0.048 (2)0.048 (2)−0.0059 (17)−0.0220 (17)0.0087 (17)
C660.0306 (18)0.0302 (18)0.0422 (19)−0.0081 (15)−0.0153 (15)0.0062 (14)
C670.0274 (16)0.0254 (16)0.0232 (14)−0.0024 (13)−0.0094 (12)−0.0021 (12)
C680.052 (2)0.0288 (18)0.0280 (16)0.0021 (16)−0.0080 (15)−0.0054 (13)
C690.079 (3)0.0255 (19)0.042 (2)0.0049 (19)−0.020 (2)−0.0077 (15)
C700.078 (3)0.033 (2)0.039 (2)−0.020 (2)−0.025 (2)0.0074 (16)
C710.045 (2)0.044 (2)0.040 (2)−0.0138 (18)−0.0113 (17)0.0101 (16)
C720.0297 (18)0.0336 (19)0.0388 (18)−0.0013 (15)−0.0059 (14)0.0044 (14)
F10.076 (4)0.085 (4)0.040 (3)−0.006 (3)−0.018 (2)−0.027 (2)
F20.035 (2)0.062 (3)0.050 (3)0.007 (2)0.013 (2)0.001 (2)
F30.074 (3)0.020 (2)0.064 (3)0.005 (2)0.015 (3)0.008 (2)
O10.047 (3)0.063 (4)0.020 (2)−0.023 (3)0.006 (2)−0.012 (2)
O20.042 (4)0.042 (4)0.054 (4)0.024 (3)−0.003 (3)0.006 (3)
O30.065 (4)0.040 (3)0.044 (3)0.012 (3)0.013 (3)0.001 (2)
C730.026 (3)0.022 (3)0.045 (4)−0.007 (3)−0.003 (3)0.005 (3)
C740.046 (4)0.023 (4)0.022 (3)−0.003 (3)−0.009 (3)0.010 (3)
C750.042 (5)0.056 (5)0.029 (4)−0.010 (4)−0.001 (3)−0.009 (4)
C760.068 (6)0.043 (5)0.141 (9)−0.035 (5)−0.023 (6)0.052 (6)
F1'0.232 (10)0.293 (11)0.217 (10)0.045 (9)−0.015 (8)−0.056 (9)
F2'0.217 (11)0.239 (11)0.249 (11)−0.049 (9)−0.028 (8)0.065 (9)
F3'0.080 (5)0.128 (6)0.095 (5)−0.025 (4)−0.008 (4)−0.014 (4)
O1'0.053 (4)0.085 (5)0.105 (6)0.009 (4)−0.011 (4)0.035 (4)
O2'0.061 (5)0.058 (5)0.233 (9)0.004 (4)−0.004 (5)0.011 (5)
C73'0.046 (5)0.079 (6)0.099 (7)−0.012 (5)−0.002 (5)0.014 (6)
C74'0.059 (6)0.120 (9)0.058 (6)0.010 (7)−0.011 (5)−0.018 (7)
O3'0.120 (10)0.105 (10)0.165 (11)0.001 (8)−0.007 (8)−0.010 (8)
C75'0.131 (9)0.111 (9)0.091 (8)−0.006 (8)−0.010 (7)−0.007 (7)
C76'0.135 (11)0.119 (11)0.125 (10)0.046 (8)0.007 (8)−0.014 (8)
Geometric parameters (Å, º) top
Ag1—P32.6115 (8)C33—C341.387 (5)
Ag1—P22.6283 (8)C33—H330.9500
Ag1—P12.6413 (9)C34—C351.374 (5)
Ag1—P42.6421 (8)C34—H340.9500
Ag1'—P22.433 (6)C35—C361.382 (4)
Ag1'—P42.480 (6)C35—H350.9500
Ag1'—P32.517 (6)C36—H360.9500
P1—C11.827 (5)C37—C421.392 (4)
P1—C71.828 (3)C37—C381.395 (4)
P1—C131.829 (3)C38—C391.378 (5)
P1—C1'1.832 (5)C38—H380.9500
P2—C311.821 (3)C39—C401.376 (5)
P2—C251.826 (3)C39—H390.9500
P2—C191.834 (5)C40—C411.373 (6)
P2—C19'1.836 (5)C40—H400.9500
P3—C371.821 (3)C41—C421.384 (6)
P3—C431.823 (3)C41—H410.9500
P3—C491.825 (3)C42—H420.9500
P4—C611.826 (3)C43—C441.390 (5)
P4—C671.828 (3)C43—C481.390 (4)
P4—C551.834 (3)C44—C451.383 (5)
C1—C21.3900C44—H440.9500
C1—C61.3900C45—C461.366 (5)
C2—C31.3900C45—H450.9500
C2—H20.9500C46—C471.379 (5)
C3—C41.3900C46—H460.9500
C3—H3A0.9500C47—C481.386 (5)
C4—C51.3900C47—H470.9500
C4—H40.9500C48—H480.9500
C5—C61.3900C49—C541.395 (4)
C5—H50.9500C49—C501.395 (4)
C6—H60.9500C50—C511.383 (5)
C1'—C2'1.3900C50—H500.9500
C1'—C6'1.3900C51—C521.380 (5)
C2'—C3'1.3900C51—H510.9500
C2'—H2'0.9500C52—C531.389 (5)
C3'—C4'1.3900C52—H520.9500
C3'—H3'A0.9500C53—C541.382 (5)
C4'—C5'1.3900C53—H530.9500
C4'—H4'0.9500C54—H540.9500
C5'—C6'1.3900C55—C601.384 (5)
C5'—H5'0.9500C55—C561.395 (4)
C6'—H6'0.9500C56—C571.383 (4)
C7—C121.389 (4)C56—H560.9500
C7—C81.398 (4)C57—C581.377 (5)
C8—C91.391 (4)C57—H570.9500
C8—H80.9500C58—C591.384 (5)
C9—C101.378 (5)C58—H580.9500
C9—H90.9500C59—C601.396 (5)
C10—C111.385 (5)C59—H590.9500
C10—H100.9500C60—H600.9500
C11—C121.387 (4)C61—C621.384 (5)
C11—H110.9500C61—C661.384 (4)
C12—H120.9500C62—C631.389 (5)
C13—C181.390 (4)C62—H620.9500
C13—C141.397 (4)C63—C641.360 (5)
C14—C151.393 (5)C63—H630.9500
C14—H140.9500C64—C651.371 (5)
C15—C161.376 (5)C64—H640.9500
C15—H150.9500C65—C661.384 (5)
C16—C171.387 (5)C65—H650.9500
C16—H160.9500C66—H660.9500
C17—C181.393 (5)C67—C721.391 (5)
C17—H170.9500C67—C681.394 (5)
C18—H180.9500C68—C691.390 (5)
C19—C201.3900C68—H680.9500
C19—C241.3900C69—C701.381 (6)
C20—C211.3900C69—H690.9500
C20—H200.9500C70—C711.373 (6)
C21—C221.3900C70—H700.9500
C21—H210.9500C71—C721.387 (5)
C22—C231.3900C71—H710.9500
C22—H220.9500C72—H720.9500
C23—C241.3900F1—C741.347 (6)
C23—H230.9500F2—C741.337 (7)
C24—H240.9500F3—C741.357 (7)
C19'—C20'1.3900O1—C731.189 (6)
C19'—C24'1.3900O2—C731.211 (8)
C20'—C21'1.3900O3—C751.442 (8)
C20'—H20B0.9500O3—H30.8400
C21'—C22'1.3900C73—C741.516 (8)
C21'—H21B0.9500C75—C761.509 (8)
C22'—C23'1.3900C75—H75A0.9900
C22'—H22B0.9500C75—H75B0.9900
C23'—C24'1.3900C76—H76A0.9800
C23'—H23B0.9500C76—H76B0.9800
C24'—H24B0.9500C76—H76C0.9800
C25—C301.390 (4)F1'—C74'1.337 (9)
C25—C261.392 (4)F2'—C74'1.307 (9)
C26—C271.377 (5)F3'—C74'1.336 (8)
C26—H260.9500O1'—C73'1.226 (8)
C27—C281.385 (5)O2'—C73'1.209 (8)
C27—H270.9500C73'—C74'1.495 (9)
C28—C291.371 (5)O3'—C75'1.428 (10)
C28—H280.9500O3'—H3'0.8400
C29—C301.389 (4)C75'—C76'1.480 (10)
C29—H290.9500C75'—H75C0.9900
C30—H300.9500C75'—H75D0.9900
C31—C321.390 (4)C76'—H76D0.9800
C31—C361.398 (4)C76'—H76E0.9800
C32—C331.387 (4)C76'—H76F0.9800
C32—H320.9500
P3—Ag1—P2109.99 (3)C29—C30—C25120.8 (3)
P3—Ag1—P1109.06 (3)C29—C30—H30119.6
P2—Ag1—P1110.41 (3)C25—C30—H30119.6
P3—Ag1—P4109.40 (3)C32—C31—C36118.5 (3)
P2—Ag1—P4107.76 (3)C32—C31—P2123.2 (2)
P1—Ag1—P4110.21 (3)C36—C31—P2118.2 (2)
P2—Ag1'—P4120.1 (2)C33—C32—C31120.7 (3)
P2—Ag1'—P3120.2 (3)C33—C32—H32119.7
P4—Ag1'—P3118.2 (2)C31—C32—H32119.7
C1—P1—C7100.7 (5)C32—C33—C34119.8 (3)
C1—P1—C13105.4 (6)C32—C33—H33120.1
C7—P1—C13101.46 (14)C34—C33—H33120.1
C7—P1—C1'103.6 (5)C35—C34—C33120.2 (3)
C13—P1—C1'101.9 (7)C35—C34—H34119.9
C1—P1—Ag1112.6 (6)C33—C34—H34119.9
C7—P1—Ag1117.80 (10)C34—C35—C36120.0 (3)
C13—P1—Ag1116.82 (10)C34—C35—H35120.0
C1'—P1—Ag1113.2 (6)C36—C35—H35120.0
C31—P2—C25103.04 (13)C35—C36—C31120.7 (3)
C31—P2—C19101.7 (6)C35—C36—H36119.6
C25—P2—C19102.2 (5)C31—C36—H36119.6
C31—P2—C19'101.5 (6)C42—C37—C38118.6 (3)
C25—P2—C19'103.1 (5)C42—C37—P3123.5 (3)
C31—P2—Ag1'120.35 (19)C38—C37—P3117.9 (2)
C25—P2—Ag1'99.8 (3)C39—C38—C37121.0 (3)
C19—P2—Ag1'125.9 (6)C39—C38—H38119.5
C19'—P2—Ag1'125.5 (6)C37—C38—H38119.5
C31—P2—Ag1114.19 (10)C40—C39—C38119.7 (3)
C25—P2—Ag1115.59 (9)C40—C39—H39120.2
C19—P2—Ag1118.0 (6)C38—C39—H39120.2
C19'—P2—Ag1117.4 (6)C41—C40—C39120.1 (4)
C37—P3—C43103.28 (14)C41—C40—H40120.0
C37—P3—C49101.67 (15)C39—C40—H40120.0
C43—P3—C49103.48 (14)C40—C41—C42120.9 (4)
C37—P3—Ag1'100.4 (3)C40—C41—H41119.6
C43—P3—Ag1'123.70 (19)C42—C41—H41119.6
C49—P3—Ag1'120.55 (18)C41—C42—C37119.7 (4)
C37—P3—Ag1116.44 (10)C41—C42—H42120.1
C43—P3—Ag1116.33 (10)C37—C42—H42120.1
C49—P3—Ag1113.73 (9)C44—C43—C48118.2 (3)
C61—P4—C67101.70 (14)C44—C43—P3118.7 (2)
C61—P4—C55102.81 (14)C48—C43—P3123.1 (3)
C67—P4—C55102.49 (14)C45—C44—C43120.8 (3)
C61—P4—Ag1'121.0 (2)C45—C44—H44119.6
C67—P4—Ag1'101.6 (3)C43—C44—H44119.6
C55—P4—Ag1'123.51 (17)C46—C45—C44120.7 (3)
C61—P4—Ag1112.37 (10)C46—C45—H45119.6
C67—P4—Ag1117.24 (11)C44—C45—H45119.6
C55—P4—Ag1118.02 (10)C45—C46—C47119.3 (3)
C2—C1—C6120.0C45—C46—H46120.4
C2—C1—P1117.9 (11)C47—C46—H46120.4
C6—C1—P1122.0 (11)C46—C47—C48120.7 (3)
C1—C2—C3120.0C46—C47—H47119.7
C1—C2—H2120.0C48—C47—H47119.7
C3—C2—H2120.0C47—C48—C43120.4 (3)
C2—C3—C4120.0C47—C48—H48119.8
C2—C3—H3A120.0C43—C48—H48119.8
C4—C3—H3A120.0C54—C49—C50119.1 (3)
C5—C4—C3120.0C54—C49—P3117.9 (2)
C5—C4—H4120.0C50—C49—P3123.0 (2)
C3—C4—H4120.0C51—C50—C49120.5 (3)
C4—C5—C6120.0C51—C50—H50119.8
C4—C5—H5120.0C49—C50—H50119.8
C6—C5—H5120.0C52—C51—C50119.9 (3)
C5—C6—C1120.0C52—C51—H51120.0
C5—C6—H6120.0C50—C51—H51120.0
C1—C6—H6120.0C51—C52—C53120.2 (3)
C2'—C1'—C6'120.0C51—C52—H52119.9
C2'—C1'—P1115.6 (11)C53—C52—H52119.9
C6'—C1'—P1123.9 (11)C54—C53—C52120.0 (3)
C1'—C2'—C3'120.0C54—C53—H53120.0
C1'—C2'—H2'120.0C52—C53—H53120.0
C3'—C2'—H2'120.0C53—C54—C49120.3 (3)
C2'—C3'—C4'120.0C53—C54—H54119.9
C2'—C3'—H3'A120.0C49—C54—H54119.9
C4'—C3'—H3'A120.0C60—C55—C56119.0 (3)
C3'—C4'—C5'120.0C60—C55—P4123.0 (2)
C3'—C4'—H4'120.0C56—C55—P4118.0 (2)
C5'—C4'—H4'120.0C57—C56—C55120.5 (3)
C6'—C5'—C4'120.0C57—C56—H56119.7
C6'—C5'—H5'120.0C55—C56—H56119.7
C4'—C5'—H5'120.0C58—C57—C56120.2 (3)
C5'—C6'—C1'120.0C58—C57—H57119.9
C5'—C6'—H6'120.0C56—C57—H57119.9
C1'—C6'—H6'120.0C57—C58—C59119.9 (3)
C12—C7—C8118.9 (3)C57—C58—H58120.0
C12—C7—P1122.7 (2)C59—C58—H58120.0
C8—C7—P1118.3 (2)C58—C59—C60120.1 (3)
C9—C8—C7120.1 (3)C58—C59—H59120.0
C9—C8—H8119.9C60—C59—H59120.0
C7—C8—H8119.9C55—C60—C59120.2 (3)
C10—C9—C8120.2 (3)C55—C60—H60119.9
C10—C9—H9119.9C59—C60—H60119.9
C8—C9—H9119.9C62—C61—C66118.0 (3)
C9—C10—C11120.2 (3)C62—C61—P4118.4 (2)
C9—C10—H10119.9C66—C61—P4123.5 (2)
C11—C10—H10119.9C61—C62—C63120.8 (3)
C10—C11—C12119.8 (3)C61—C62—H62119.6
C10—C11—H11120.1C63—C62—H62119.6
C12—C11—H11120.1C64—C63—C62120.5 (4)
C11—C12—C7120.7 (3)C64—C63—H63119.7
C11—C12—H12119.6C62—C63—H63119.7
C7—C12—H12119.6C63—C64—C65119.3 (3)
C18—C13—C14118.6 (3)C63—C64—H64120.3
C18—C13—P1118.0 (2)C65—C64—H64120.3
C14—C13—P1123.3 (2)C64—C65—C66120.8 (3)
C15—C14—C13120.1 (3)C64—C65—H65119.6
C15—C14—H14119.9C66—C65—H65119.6
C13—C14—H14119.9C65—C66—C61120.5 (3)
C16—C15—C14121.0 (3)C65—C66—H66119.8
C16—C15—H15119.5C61—C66—H66119.8
C14—C15—H15119.5C72—C67—C68118.5 (3)
C15—C16—C17119.1 (3)C72—C67—P4118.3 (2)
C15—C16—H16120.4C68—C67—P4122.9 (3)
C17—C16—H16120.4C69—C68—C67120.0 (4)
C16—C17—C18120.4 (3)C69—C68—H68120.0
C16—C17—H17119.8C67—C68—H68120.0
C18—C17—H17119.8C70—C69—C68120.5 (4)
C13—C18—C17120.6 (3)C70—C69—H69119.8
C13—C18—H18119.7C68—C69—H69119.8
C17—C18—H18119.7C71—C70—C69120.2 (4)
C20—C19—C24120.0C71—C70—H70119.9
C20—C19—P2119.7 (10)C69—C70—H70119.9
C24—C19—P2120.3 (10)C70—C71—C72119.6 (4)
C19—C20—C21120.0C70—C71—H71120.2
C19—C20—H20120.0C72—C71—H71120.2
C21—C20—H20120.0C71—C72—C67121.2 (3)
C22—C21—C20120.0C71—C72—H72119.4
C22—C21—H21120.0C67—C72—H72119.4
C20—C21—H21120.0O1—C73—O2129.9 (7)
C23—C22—C21120.0O1—C73—C74117.8 (6)
C23—C22—H22120.0O2—C73—C74112.3 (6)
C21—C22—H22120.0F2—C74—F1106.4 (5)
C22—C23—C24120.0F2—C74—F3106.7 (6)
C22—C23—H23120.0F1—C74—F3105.5 (5)
C24—C23—H23120.0F2—C74—C73111.3 (5)
C23—C24—C19120.0F1—C74—C73115.8 (6)
C23—C24—H24120.0F3—C74—C73110.5 (5)
C19—C24—H24120.0O3—C75—C76112.7 (8)
C20'—C19'—C24'120.0O3—C75—H75A109.0
C20'—C19'—P2116.4 (10)C76—C75—H75A109.0
C24'—C19'—P2123.6 (10)O3—C75—H75B109.0
C21'—C20'—C19'120.0C76—C75—H75B109.0
C21'—C20'—H20B120.0H75A—C75—H75B107.8
C19'—C20'—H20B120.0C75—C76—H76A109.5
C20'—C21'—C22'120.0C75—C76—H76B109.5
C20'—C21'—H21B120.0H76A—C76—H76B109.5
C22'—C21'—H21B120.0C75—C76—H76C109.5
C21'—C22'—C23'120.0H76A—C76—H76C109.5
C21'—C22'—H22B120.0H76B—C76—H76C109.5
C23'—C22'—H22B120.0O2'—C73'—O1'129.4 (10)
C24'—C23'—C22'120.0O2'—C73'—C74'106.2 (9)
C24'—C23'—H23B120.0O1'—C73'—C74'124.4 (10)
C22'—C23'—H23B120.0F2'—C74'—F3'110.5 (9)
C23'—C24'—C19'120.0F2'—C74'—F1'116.9 (10)
C23'—C24'—H24B120.0F3'—C74'—F1'107.6 (8)
C19'—C24'—H24B120.0F2'—C74'—C73'99.9 (12)
C30—C25—C26118.2 (3)F3'—C74'—C73'114.8 (9)
C30—C25—P2123.3 (2)F1'—C74'—C73'107.2 (11)
C26—C25—P2118.4 (2)C75'—O3'—H3'109.5
C27—C26—C25120.6 (3)O3'—C75'—C76'123.3 (16)
C27—C26—H26119.7O3'—C75'—H75C106.5
C25—C26—H26119.7C76'—C75'—H75C106.5
C26—C27—C28120.7 (3)O3'—C75'—H75D106.5
C26—C27—H27119.6C76'—C75'—H75D106.5
C28—C27—H27119.6H75C—C75'—H75D106.5
C29—C28—C27119.3 (3)C75'—C76'—H76D109.5
C29—C28—H28120.3C75'—C76'—H76E109.5
C27—C28—H28120.3H76D—C76'—H76E109.5
C28—C29—C30120.4 (3)C75'—C76'—H76F109.5
C28—C29—H29119.8H76D—C76'—H76F109.5
C30—C29—H29119.8H76E—C76'—H76F109.5
P3—Ag1—P1—C1171.4 (6)C19—P2—C19'—C20'83 (76)
P2—Ag1—P1—C1−67.6 (6)Ag1'—P2—C19'—C20'−31.3 (9)
P4—Ag1—P1—C151.3 (6)Ag1—P2—C19'—C20'−47.3 (7)
P3—Ag1—P1—C754.87 (11)C31—P2—C19'—C24'6.7 (8)
P2—Ag1—P1—C7175.83 (11)C25—P2—C19'—C24'−99.8 (7)
P4—Ag1—P1—C7−65.24 (11)C19—P2—C19'—C24'−98 (76)
P3—Ag1—P1—C13−66.35 (10)Ag1'—P2—C19'—C24'147.8 (6)
P2—Ag1—P1—C1354.61 (10)Ag1—P2—C19'—C24'131.8 (6)
P4—Ag1—P1—C13173.54 (10)C24'—C19'—C20'—C21'0.0
P3—Ag1—P1—C1'175.8 (6)P2—C19'—C20'—C21'179.1 (11)
P2—Ag1—P1—C1'−63.3 (6)C19'—C20'—C21'—C22'0.0
P4—Ag1—P1—C1'55.7 (6)C20'—C21'—C22'—C23'0.0
P4—Ag1'—P2—C31−29.2 (6)C21'—C22'—C23'—C24'0.0
P3—Ag1'—P2—C31164.8 (3)C22'—C23'—C24'—C19'0.0
P4—Ag1'—P2—C2582.3 (5)C20'—C19'—C24'—C23'0.0
P3—Ag1'—P2—C25−83.7 (5)P2—C19'—C24'—C23'−179.1 (11)
P4—Ag1'—P2—C19−164.8 (7)C31—P2—C25—C30−109.2 (3)
P3—Ag1'—P2—C1929.2 (9)C19—P2—C25—C30−4.0 (7)
P4—Ag1'—P2—C19'−163.7 (7)C19'—P2—C25—C30−3.9 (7)
P3—Ag1'—P2—C19'30.3 (9)Ag1'—P2—C25—C30126.3 (3)
P4—Ag1'—P2—Ag1−100.2 (7)Ag1—P2—C25—C30125.5 (2)
P3—Ag1'—P2—Ag193.8 (7)C31—P2—C25—C2672.5 (2)
P3—Ag1—P2—C31−178.70 (11)C19—P2—C25—C26177.8 (7)
P1—Ag1—P2—C3160.90 (11)C19'—P2—C25—C26177.8 (7)
P4—Ag1—P2—C31−59.51 (11)Ag1'—P2—C25—C26−52.0 (3)
P3—Ag1—P2—C25−59.40 (11)Ag1—P2—C25—C26−52.7 (2)
P1—Ag1—P2—C25−179.80 (11)C30—C25—C26—C270.5 (4)
P4—Ag1—P2—C2559.79 (11)P2—C25—C26—C27178.8 (2)
P3—Ag1—P2—C1961.9 (6)C25—C26—C27—C28−0.3 (5)
P1—Ag1—P2—C19−58.5 (6)C26—C27—C28—C29−0.3 (5)
P4—Ag1—P2—C19−178.9 (6)C27—C28—C29—C300.8 (5)
P3—Ag1—P2—C19'62.8 (6)C28—C29—C30—C25−0.7 (5)
P1—Ag1—P2—C19'−57.7 (6)C26—C25—C30—C290.1 (5)
P4—Ag1—P2—C19'−178.1 (6)P2—C25—C30—C29−178.2 (2)
P3—Ag1—P2—Ag1'−62.2 (5)C25—P2—C31—C3216.6 (3)
P1—Ag1—P2—Ag1'177.4 (5)C19—P2—C31—C32−89.1 (6)
P4—Ag1—P2—Ag1'57.0 (5)C19'—P2—C31—C32−90.0 (6)
P2—Ag1'—P3—C3780.6 (5)Ag1'—P2—C31—C32126.3 (4)
P4—Ag1'—P3—C37−85.6 (4)Ag1—P2—C31—C32142.7 (2)
P2—Ag1'—P3—C43−165.6 (3)C25—P2—C31—C36−166.7 (2)
P4—Ag1'—P3—C4328.1 (6)C19—P2—C31—C3687.6 (6)
P2—Ag1'—P3—C49−29.6 (6)C19'—P2—C31—C3686.7 (6)
P4—Ag1'—P3—C49164.1 (3)Ag1'—P2—C31—C36−57.0 (4)
P2—Ag1'—P3—Ag1−98.5 (7)Ag1—P2—C31—C36−40.6 (3)
P4—Ag1'—P3—Ag195.2 (7)C36—C31—C32—C33−1.6 (5)
P2—Ag1—P3—C3756.35 (13)P2—C31—C32—C33175.1 (3)
P1—Ag1—P3—C37177.57 (12)C31—C32—C33—C340.1 (6)
P4—Ag1—P3—C37−61.82 (13)C32—C33—C34—C351.6 (6)
P2—Ag1—P3—C43178.52 (11)C33—C34—C35—C36−1.7 (5)
P1—Ag1—P3—C43−60.27 (12)C34—C35—C36—C310.1 (5)
P4—Ag1—P3—C4360.34 (12)C32—C31—C36—C351.6 (5)
P2—Ag1—P3—C49−61.37 (11)P2—C31—C36—C35−175.3 (2)
P1—Ag1—P3—C4959.85 (11)C43—P3—C37—C426.6 (4)
P4—Ag1—P3—C49−179.54 (11)C49—P3—C37—C42−100.5 (3)
P2—Ag1—P3—Ag1'57.3 (5)Ag1'—P3—C37—C42135.1 (4)
P1—Ag1—P3—Ag1'178.5 (5)Ag1—P3—C37—C42135.4 (3)
P4—Ag1—P3—Ag1'−60.9 (5)C43—P3—C37—C38−175.3 (3)
P2—Ag1'—P4—C61162.5 (3)C49—P3—C37—C3877.7 (3)
P3—Ag1'—P4—C61−31.2 (6)Ag1'—P3—C37—C38−46.7 (3)
P2—Ag1'—P4—C67−86.2 (4)Ag1—P3—C37—C38−46.5 (3)
P3—Ag1'—P4—C6780.1 (4)C42—C37—C38—C391.0 (5)
P2—Ag1'—P4—C5527.4 (6)P3—C37—C38—C39−177.2 (3)
P3—Ag1'—P4—C55−166.3 (3)C37—C38—C39—C400.1 (6)
P2—Ag1'—P4—Ag1101.8 (7)C38—C39—C40—C41−1.3 (7)
P3—Ag1'—P4—Ag1−91.9 (6)C39—C40—C41—C421.3 (9)
P3—Ag1—P4—C61−61.85 (11)C40—C41—C42—C37−0.2 (8)
P2—Ag1—P4—C61178.59 (10)C38—C37—C42—C41−1.0 (6)
P1—Ag1—P4—C6158.05 (11)P3—C37—C42—C41177.2 (4)
P3—Ag1—P4—C6755.44 (11)C37—P3—C43—C4481.1 (3)
P2—Ag1—P4—C67−64.12 (11)C49—P3—C43—C44−173.2 (3)
P1—Ag1—P4—C67175.35 (10)Ag1'—P3—C43—C44−31.2 (4)
P3—Ag1—P4—C55178.76 (12)Ag1—P3—C43—C44−47.8 (3)
P2—Ag1—P4—C5559.20 (12)C37—P3—C43—C48−100.8 (3)
P1—Ag1—P4—C55−61.33 (12)C49—P3—C43—C484.9 (3)
P3—Ag1—P4—Ag1'64.2 (5)Ag1'—P3—C43—C48146.9 (4)
P2—Ag1—P4—Ag1'−55.4 (5)Ag1—P3—C43—C48130.3 (3)
P1—Ag1—P4—Ag1'−175.9 (5)C48—C43—C44—C450.6 (5)
C7—P1—C1—C278.4 (8)P3—C43—C44—C45178.8 (3)
C13—P1—C1—C2−176.4 (7)C43—C44—C45—C46−0.7 (6)
C1'—P1—C1—C2−146 (17)C44—C45—C46—C470.1 (6)
Ag1—P1—C1—C2−48.0 (10)C45—C46—C47—C480.5 (6)
C7—P1—C1—C6−104.8 (6)C46—C47—C48—C43−0.5 (6)
C13—P1—C1—C60.3 (8)C44—C43—C48—C470.0 (5)
C1'—P1—C1—C630 (16)P3—C43—C48—C47−178.1 (3)
Ag1—P1—C1—C6128.8 (6)C37—P3—C49—C54−164.6 (2)
C6—C1—C2—C30.0C43—P3—C49—C5488.5 (3)
P1—C1—C2—C3176.8 (12)Ag1'—P3—C49—C54−55.0 (4)
C1—C2—C3—C40.0Ag1—P3—C49—C54−38.7 (3)
C2—C3—C4—C50.0C37—P3—C49—C5014.2 (3)
C3—C4—C5—C60.0C43—P3—C49—C50−92.7 (3)
C4—C5—C6—C10.0Ag1'—P3—C49—C50123.8 (4)
C2—C1—C6—C50.0Ag1—P3—C49—C50140.2 (2)
P1—C1—C6—C5−176.7 (12)C54—C49—C50—C510.6 (4)
C1—P1—C1'—C2'42 (16)P3—C49—C50—C51−178.2 (2)
C7—P1—C1'—C2'87.7 (8)C49—C50—C51—C520.1 (5)
C13—P1—C1'—C2'−167.3 (7)C50—C51—C52—C53−0.8 (5)
Ag1—P1—C1'—C2'−41.0 (9)C51—C52—C53—C540.8 (5)
C1—P1—C1'—C6'−129 (17)C52—C53—C54—C49−0.1 (5)
C7—P1—C1'—C6'−83.8 (7)C50—C49—C54—C53−0.6 (5)
C13—P1—C1'—C6'21.2 (8)P3—C49—C54—C53178.3 (2)
Ag1—P1—C1'—C6'147.5 (5)C61—P4—C55—C606.4 (3)
C6'—C1'—C2'—C3'0.0C67—P4—C55—C60−98.9 (3)
P1—C1'—C2'—C3'−171.8 (11)Ag1'—P4—C55—C60148.0 (4)
C1'—C2'—C3'—C4'0.0Ag1—P4—C55—C60130.7 (3)
C2'—C3'—C4'—C5'0.0C61—P4—C55—C56−172.8 (2)
C3'—C4'—C5'—C6'0.0C67—P4—C55—C5681.9 (3)
C4'—C5'—C6'—C1'0.0Ag1'—P4—C55—C56−31.3 (4)
C2'—C1'—C6'—C5'0.0Ag1—P4—C55—C56−48.6 (3)
P1—C1'—C6'—C5'171.1 (13)C60—C55—C56—C570.7 (5)
C1—P1—C7—C1221.1 (7)P4—C55—C56—C57−180.0 (2)
C13—P1—C7—C12−87.2 (3)C55—C56—C57—C580.3 (5)
C1'—P1—C7—C1218.1 (7)C56—C57—C58—C59−0.6 (6)
Ag1—P1—C7—C12143.9 (2)C57—C58—C59—C60−0.1 (6)
C1—P1—C7—C8−162.3 (7)C56—C55—C60—C59−1.5 (5)
C13—P1—C7—C889.4 (3)P4—C55—C60—C59179.3 (3)
C1'—P1—C7—C8−165.2 (7)C58—C59—C60—C551.2 (6)
Ag1—P1—C7—C8−39.5 (3)C67—P4—C61—C62−163.8 (3)
C12—C7—C8—C90.7 (5)C55—P4—C61—C6290.3 (3)
P1—C7—C8—C9−176.1 (2)Ag1'—P4—C61—C62−52.5 (4)
C7—C8—C9—C100.3 (5)Ag1—P4—C61—C62−37.6 (3)
C8—C9—C10—C11−1.3 (5)C67—P4—C61—C6615.5 (3)
C9—C10—C11—C121.2 (5)C55—P4—C61—C66−90.4 (3)
C10—C11—C12—C7−0.2 (5)Ag1'—P4—C61—C66126.8 (4)
C8—C7—C12—C11−0.7 (5)Ag1—P4—C61—C66141.7 (3)
P1—C7—C12—C11175.9 (3)C66—C61—C62—C630.4 (6)
C1—P1—C13—C1887.4 (6)P4—C61—C62—C63179.8 (3)
C7—P1—C13—C18−168.0 (2)C61—C62—C63—C64−0.1 (6)
C1'—P1—C13—C1885.3 (6)C62—C63—C64—C650.0 (6)
Ag1—P1—C13—C18−38.6 (3)C63—C64—C65—C66−0.1 (6)
C1—P1—C13—C14−95.8 (6)C64—C65—C66—C610.4 (6)
C7—P1—C13—C148.8 (3)C62—C61—C66—C65−0.6 (5)
C1'—P1—C13—C14−97.8 (6)P4—C61—C66—C65−179.9 (3)
Ag1—P1—C13—C14138.3 (2)C61—P4—C67—C7296.1 (3)
C18—C13—C14—C150.7 (4)C55—P4—C67—C72−157.7 (2)
P1—C13—C14—C15−176.2 (2)Ag1'—P4—C67—C72−29.2 (3)
C13—C14—C15—C16−0.1 (5)Ag1—P4—C67—C72−26.8 (3)
C14—C15—C16—C17−0.2 (5)C61—P4—C67—C68−78.6 (3)
C15—C16—C17—C18−0.1 (5)C55—P4—C67—C6827.5 (3)
C14—C13—C18—C17−1.0 (5)Ag1'—P4—C67—C68156.0 (3)
P1—C13—C18—C17176.0 (3)Ag1—P4—C67—C68158.4 (2)
C16—C17—C18—C130.8 (5)C72—C67—C68—C69−1.9 (5)
C31—P2—C19—C20−156.3 (6)P4—C67—C68—C69172.8 (3)
C25—P2—C19—C2097.4 (6)C67—C68—C69—C700.8 (5)
C19'—P2—C19—C20−81 (76)C68—C69—C70—C710.9 (6)
Ag1'—P2—C19—C20−14.4 (10)C69—C70—C71—C72−1.5 (6)
Ag1—P2—C19—C20−30.6 (8)C70—C71—C72—C670.3 (5)
C31—P2—C19—C2421.1 (8)C68—C67—C72—C711.4 (5)
C25—P2—C19—C24−85.2 (7)P4—C67—C72—C71−173.6 (3)
C19'—P2—C19—C2497 (76)O1—C73—C74—F285.3 (7)
Ag1'—P2—C19—C24163.0 (6)O2—C73—C74—F2−93.6 (9)
Ag1—P2—C19—C24146.8 (6)O1—C73—C74—F1−153.1 (6)
C24—C19—C20—C210.0O2—C73—C74—F128.0 (10)
P2—C19—C20—C21177.5 (11)O1—C73—C74—F3−33.1 (8)
C19—C20—C21—C220.0O2—C73—C74—F3148.0 (8)
C20—C21—C22—C230.0O2'—C73'—C74'—F2'31.8 (12)
C21—C22—C23—C240.0O1'—C73'—C74'—F2'−147.3 (12)
C22—C23—C24—C190.0O2'—C73'—C74'—F3'−86.3 (12)
C20—C19—C24—C230.0O1'—C73'—C74'—F3'94.5 (13)
P2—C19—C24—C23−177.4 (11)O2'—C73'—C74'—F1'154.2 (11)
C31—P2—C19'—C20'−172.4 (5)O1'—C73'—C74'—F1'−25.0 (15)
C25—P2—C19'—C20'81.1 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O10.842.412.728 (8)104
O3′—H3′···O1′0.842.032.72 (2)138
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O10.842.412.728 (8)103.6
O3'—H3'···O1'0.842.032.72 (2)138.3
Acknowledgements top

I thank Dr Kong Mun Lo for providing the crystal and the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR/MOHE/SC/12) for supporting this study.

references
References top

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.

Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.

Ng, S. W. (1998). Acta Cryst. C54, 743–744.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.