metal-organic compounds
Bis[μ-bis(diphenylphosphino)methane-κ2P:P′]bis[(chlorodifluoroacetato-κO)silver(I)](Ag—Ag)
aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my
The 2(C2ClF2O2)2(C25H22P2)2], consists of two half-molecules, each AgI ion lying on a center of symmetry. In each complete molecule, two bis(diphenylphosphino)methane ligands bridge two AgI ions, which are further coordinated by one chlorodifluoroacetate ligand, giving T-shaped geometries and short intramolecular Ag⋯Ag distances of 3.1078 (6) and 2.9950 (6) Å. In one molecule, the unique –CF2Cl group is rotationally disordered over two sites with approximate occupancies of 0.53 and 0.47 for the major and minor components, respectively.
of the title compound, [AgRelated literature
The compound is isostructural with [Ag(O2CCF3)(C6H5)2PCH2P(C6H5)2]2, see: Effendy et al. (2005). The report also provides background literature on complexes of bis(diphenylphosphino)methane with univalent coinage metals.
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2007); cell SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2008).
Supporting information
10.1107/S1600536808011033/lh2610sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808011033/lh2610Isup2.hkl
Silver chlorodifluoroacetate was prepared in situ from silver oxide (1.20 g, 5 mmol) and chlorodifluoroacetic acid (0.65 g, 5 mmol) in acetone (50 ml). The reactants were heated until the silver oxide dissolved completely. To the brown solution was added bis(diphenylphosphino)methane (3.84 g, 10 mmol) dissolved in acetone (50 ml). The mixture was heated for 30 min; the colorless filtered solution yielded prism-shaped crystals in 60% yield.
Carbon-bound H-atoms were placed in calculated positions (C—H 0.95 to 0.99 Å) and were included in the
in the riding model approximation, with U(H) set to 1.2Ueq(C).There is minor disorder in the chlorodifluoromethyl groups. For both the ordered and disordered groups, the C–Cl distances were restrained to within 0.01 Å of each other, as were the C–F distances. The Cl···F distances as well as the F···F distances were similarly restrained. The Cl1 atom is near the F1' atom, the Cl1' atom near the F1 atom and the F2 atom near the F2' atom; for these pairs, the temperature factors were restrained to be the same. The ansiotropic temperature factors of the Cl1, F1 and F2 atoms were restrained to be nearly isotropic.
The largest peak and deepest holes area in the vicinity of the diordered chlorodifluoromethyl group.
Data collection: APEX2 (Bruker, 2007); cell
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).[Ag2(C2ClF2O2)2(C25H22P2)2] | Z = 2 |
Mr = 1243.41 | F(000) = 1248 |
Triclinic, P1 | Dx = 1.619 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.8127 (3) Å | Cell parameters from 4611 reflections |
b = 14.4911 (3) Å | θ = 2.3–25.1° |
c = 17.2340 (3) Å | µ = 1.06 mm−1 |
α = 83.040 (1)° | T = 100 K |
β = 86.477 (1)° | Block, colorless |
γ = 72.188 (1)° | 0.30 × 0.20 × 0.15 mm |
V = 2551.1 (1) Å3 |
Bruker SMART APEXII diffractometer | 11567 independent reflections |
Radiation source: fine-focus sealed tube | 8338 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.066 |
ω scans | θmax = 27.5°, θmin = 1.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −14→11 |
Tmin = 0.648, Tmax = 0.857 | k = −18→18 |
31942 measured reflections | l = −22→22 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.112 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0475P)2 + 0.1513P] where P = (Fo2 + 2Fc2)/3 |
11567 reflections | (Δ/σ)max = 0.001 |
641 parameters | Δρmax = 0.91 e Å−3 |
54 restraints | Δρmin = −1.05 e Å−3 |
[Ag2(C2ClF2O2)2(C25H22P2)2] | γ = 72.188 (1)° |
Mr = 1243.41 | V = 2551.1 (1) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.8127 (3) Å | Mo Kα radiation |
b = 14.4911 (3) Å | µ = 1.06 mm−1 |
c = 17.2340 (3) Å | T = 100 K |
α = 83.040 (1)° | 0.30 × 0.20 × 0.15 mm |
β = 86.477 (1)° |
Bruker SMART APEXII diffractometer | 11567 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 8338 reflections with I > 2σ(I) |
Tmin = 0.648, Tmax = 0.857 | Rint = 0.066 |
31942 measured reflections |
R[F2 > 2σ(F2)] = 0.045 | 54 restraints |
wR(F2) = 0.112 | H-atom parameters constrained |
S = 1.01 | Δρmax = 0.91 e Å−3 |
11567 reflections | Δρmin = −1.05 e Å−3 |
641 parameters |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ag1 | 0.57141 (3) | 0.89080 (2) | 1.025045 (18) | 0.01359 (9) | |
Ag2 | 0.44457 (3) | 0.57795 (2) | 0.435262 (17) | 0.01308 (9) | |
P1 | 0.36794 (11) | 0.90512 (8) | 1.09660 (6) | 0.0128 (2) | |
P2 | 0.21898 (11) | 1.08082 (8) | 0.99185 (6) | 0.0126 (2) | |
P3 | 0.22156 (11) | 0.57580 (8) | 0.45928 (6) | 0.0123 (2) | |
P4 | 0.33747 (11) | 0.49679 (8) | 0.61526 (6) | 0.0123 (2) | |
Cl1 | 0.4662 (5) | 0.6779 (3) | 0.79374 (16) | 0.0304 (8) | 0.528 (4) |
Cl1' | 0.4581 (6) | 0.5832 (3) | 0.9291 (2) | 0.0379 (9) | 0.472 (4) |
Cl2 | 0.57724 (14) | 0.91381 (9) | 0.36753 (7) | 0.0349 (3) | |
F1 | 0.4587 (11) | 0.6087 (7) | 0.9329 (5) | 0.0379 (9) | 0.528 (4) |
F2 | 0.6495 (6) | 0.5949 (9) | 0.8867 (7) | 0.057 (3) | 0.528 (4) |
F1' | 0.4795 (11) | 0.6915 (7) | 0.8078 (4) | 0.0304 (8) | 0.47 |
F2' | 0.6572 (6) | 0.6182 (9) | 0.8661 (8) | 0.057 (3) | 0.47 |
F3 | 0.3672 (3) | 0.93038 (18) | 0.44623 (16) | 0.0303 (7) | |
F4 | 0.5391 (3) | 0.89416 (18) | 0.51371 (14) | 0.0281 (7) | |
O1 | 0.6050 (3) | 0.7406 (2) | 0.97176 (19) | 0.0252 (8) | |
O2 | 0.4233 (3) | 0.8250 (2) | 0.90831 (18) | 0.0250 (8) | |
O3 | 0.4269 (3) | 0.7468 (2) | 0.40995 (17) | 0.0194 (7) | |
O4 | 0.5974 (3) | 0.7093 (2) | 0.48919 (17) | 0.0210 (7) | |
C1 | 0.5177 (5) | 0.7528 (3) | 0.9251 (3) | 0.0177 (10) | |
C2 | 0.5279 (4) | 0.6620 (3) | 0.8834 (2) | 0.0320 (13) | |
C3 | 0.3471 (4) | 0.7884 (3) | 1.1364 (2) | 0.0134 (9) | |
C4 | 0.3135 (5) | 0.7311 (3) | 1.0871 (2) | 0.0182 (10) | |
H4 | 0.2984 | 0.7544 | 1.0335 | 0.022* | |
C5 | 0.3020 (5) | 0.6412 (3) | 1.1149 (3) | 0.0203 (10) | |
H5 | 0.2785 | 0.6030 | 1.0807 | 0.024* | |
C6 | 0.3245 (4) | 0.6058 (3) | 1.1930 (3) | 0.0195 (10) | |
H6 | 0.3159 | 0.5438 | 1.2125 | 0.023* | |
C7 | 0.3599 (4) | 0.6621 (3) | 1.2422 (3) | 0.0192 (10) | |
H7 | 0.3757 | 0.6381 | 1.2956 | 0.023* | |
C8 | 0.3725 (4) | 0.7528 (3) | 1.2146 (2) | 0.0176 (10) | |
H8 | 0.3981 | 0.7903 | 1.2486 | 0.021* | |
C9 | 0.3251 (4) | 0.9819 (3) | 1.1755 (2) | 0.0151 (9) | |
C10 | 0.2197 (5) | 0.9807 (3) | 1.2262 (2) | 0.0196 (10) | |
H10 | 0.1697 | 0.9385 | 1.2203 | 0.023* | |
C11 | 0.1883 (5) | 1.0417 (3) | 1.2856 (3) | 0.0247 (11) | |
H11 | 0.1177 | 1.0401 | 1.3208 | 0.030* | |
C12 | 0.2601 (5) | 1.1050 (3) | 1.2934 (3) | 0.0284 (12) | |
H12 | 0.2387 | 1.1464 | 1.3341 | 0.034* | |
C13 | 0.3617 (5) | 1.1072 (3) | 1.2422 (3) | 0.0250 (11) | |
H13 | 0.4094 | 1.1515 | 1.2467 | 0.030* | |
C14 | 0.3950 (5) | 1.0457 (3) | 1.1842 (3) | 0.0197 (10) | |
H14 | 0.4666 | 1.0470 | 1.1497 | 0.024* | |
C15 | 0.2313 (4) | 0.9546 (3) | 1.0303 (2) | 0.0147 (9) | |
H15A | 0.1496 | 0.9527 | 1.0588 | 0.018* | |
H15B | 0.2440 | 0.9141 | 0.9865 | 0.018* | |
C16 | 0.0933 (4) | 1.1592 (3) | 1.0494 (2) | 0.0161 (9) | |
C17 | −0.0165 (5) | 1.1347 (3) | 1.0790 (2) | 0.0213 (10) | |
H17 | −0.0218 | 1.0712 | 1.0751 | 0.026* | |
C18 | −0.1181 (5) | 1.2016 (4) | 1.1138 (3) | 0.0282 (12) | |
H18 | −0.1916 | 1.1837 | 1.1352 | 0.034* | |
C19 | −0.1112 (5) | 1.2954 (4) | 1.1172 (3) | 0.0331 (13) | |
H19 | −0.1813 | 1.3419 | 1.1402 | 0.040* | |
C20 | −0.0046 (5) | 1.3213 (4) | 1.0877 (3) | 0.0312 (13) | |
H20 | −0.0015 | 1.3857 | 1.0901 | 0.037* | |
C21 | 0.1000 (5) | 1.2531 (3) | 1.0541 (3) | 0.0257 (11) | |
H21 | 0.1749 | 1.2706 | 1.0347 | 0.031* | |
C22 | 0.1465 (4) | 1.0963 (3) | 0.8966 (2) | 0.0136 (9) | |
C23 | 0.0346 (4) | 1.1716 (3) | 0.8754 (2) | 0.0153 (9) | |
H23 | −0.0120 | 1.2131 | 0.9129 | 0.018* | |
C24 | −0.0092 (5) | 1.1862 (3) | 0.7991 (2) | 0.0192 (10) | |
H24 | −0.0854 | 1.2377 | 0.7847 | 0.023* | |
C25 | 0.0581 (5) | 1.1261 (3) | 0.7447 (2) | 0.0201 (10) | |
H25 | 0.0284 | 1.1363 | 0.6927 | 0.024* | |
C26 | 0.1690 (5) | 1.0508 (3) | 0.7656 (3) | 0.0228 (11) | |
H26 | 0.2148 | 1.0092 | 0.7279 | 0.027* | |
C27 | 0.2132 (5) | 1.0358 (3) | 0.8403 (2) | 0.0175 (10) | |
H27 | 0.2896 | 0.9841 | 0.8540 | 0.021* | |
C28 | 0.5066 (4) | 0.7659 (3) | 0.4504 (2) | 0.0159 (9) | |
C29 | 0.4938 (4) | 0.8749 (3) | 0.4479 (2) | 0.0180 (10) | |
C30 | 0.0954 (4) | 0.6894 (3) | 0.4722 (2) | 0.0147 (9) | |
C31 | 0.1256 (4) | 0.7772 (3) | 0.4582 (2) | 0.0150 (9) | |
H31 | 0.2112 | 0.7774 | 0.4423 | 0.018* | |
C32 | 0.0285 (5) | 0.8645 (3) | 0.4677 (2) | 0.0186 (10) | |
H32 | 0.0485 | 0.9244 | 0.4587 | 0.022* | |
C33 | −0.0963 (5) | 0.8647 (3) | 0.4902 (3) | 0.0225 (11) | |
H33 | −0.1615 | 0.9248 | 0.4963 | 0.027* | |
C34 | −0.1273 (5) | 0.7780 (3) | 0.5038 (3) | 0.0230 (11) | |
H34 | −0.2133 | 0.7782 | 0.5191 | 0.028* | |
C35 | −0.0303 (5) | 0.6904 (3) | 0.4948 (2) | 0.0189 (10) | |
H35 | −0.0507 | 0.6307 | 0.5043 | 0.023* | |
C36 | 0.1645 (4) | 0.5244 (3) | 0.3820 (2) | 0.0129 (9) | |
C37 | 0.0671 (4) | 0.5790 (3) | 0.3314 (2) | 0.0156 (9) | |
H37 | 0.0206 | 0.6443 | 0.3399 | 0.019* | |
C38 | 0.0372 (5) | 0.5388 (4) | 0.2684 (3) | 0.0244 (11) | |
H38 | −0.0290 | 0.5767 | 0.2337 | 0.029* | |
C39 | 0.1038 (5) | 0.4439 (3) | 0.2564 (3) | 0.0231 (11) | |
H39 | 0.0833 | 0.4165 | 0.2133 | 0.028* | |
C40 | 0.1998 (5) | 0.3883 (3) | 0.3063 (3) | 0.0231 (11) | |
H40 | 0.2447 | 0.3227 | 0.2981 | 0.028* | |
C41 | 0.2302 (5) | 0.4287 (3) | 0.3684 (3) | 0.0199 (10) | |
H41 | 0.2972 | 0.3905 | 0.4024 | 0.024* | |
C42 | 0.2131 (4) | 0.4938 (3) | 0.5487 (2) | 0.0137 (9) | |
H42A | 0.1259 | 0.5155 | 0.5740 | 0.016* | |
H42B | 0.2286 | 0.4266 | 0.5354 | 0.016* | |
C43 | 0.2848 (4) | 0.6229 (3) | 0.6363 (2) | 0.0134 (9) | |
C44 | 0.1606 (5) | 0.6641 (3) | 0.6664 (2) | 0.0200 (10) | |
H44 | 0.1048 | 0.6248 | 0.6792 | 0.024* | |
C45 | 0.1174 (5) | 0.7612 (3) | 0.6780 (3) | 0.0274 (12) | |
H45 | 0.0329 | 0.7884 | 0.6995 | 0.033* | |
C46 | 0.1990 (6) | 0.8198 (3) | 0.6579 (3) | 0.0313 (13) | |
H46 | 0.1688 | 0.8873 | 0.6644 | 0.038* | |
C47 | 0.3228 (6) | 0.7794 (3) | 0.6289 (3) | 0.0306 (13) | |
H47 | 0.3781 | 0.8191 | 0.6159 | 0.037* | |
C48 | 0.3675 (5) | 0.6805 (3) | 0.6185 (3) | 0.0219 (10) | |
H48 | 0.4536 | 0.6526 | 0.5994 | 0.026* | |
C49 | 0.3078 (4) | 0.4276 (3) | 0.7060 (2) | 0.0132 (9) | |
C50 | 0.2893 (4) | 0.3372 (3) | 0.7047 (2) | 0.0159 (9) | |
H50 | 0.2852 | 0.3139 | 0.6560 | 0.019* | |
C51 | 0.2767 (4) | 0.2804 (3) | 0.7737 (3) | 0.0182 (10) | |
H51 | 0.2634 | 0.2189 | 0.7722 | 0.022* | |
C52 | 0.2837 (5) | 0.3134 (3) | 0.8447 (3) | 0.0220 (10) | |
H52 | 0.2737 | 0.2750 | 0.8920 | 0.026* | |
C53 | 0.3050 (5) | 0.4020 (3) | 0.8470 (3) | 0.0220 (10) | |
H53 | 0.3121 | 0.4237 | 0.8959 | 0.026* | |
C54 | 0.3161 (5) | 0.4597 (3) | 0.7781 (2) | 0.0175 (10) | |
H54 | 0.3295 | 0.5212 | 0.7800 | 0.021* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.01193 (18) | 0.01480 (16) | 0.01485 (16) | −0.00570 (13) | 0.00048 (13) | −0.00078 (12) |
Ag2 | 0.01034 (18) | 0.01539 (16) | 0.01353 (16) | −0.00444 (13) | 0.00060 (13) | −0.00059 (12) |
P1 | 0.0113 (6) | 0.0147 (5) | 0.0135 (5) | −0.0060 (5) | 0.0002 (4) | −0.0003 (4) |
P2 | 0.0111 (6) | 0.0137 (5) | 0.0135 (5) | −0.0050 (5) | 0.0003 (4) | −0.0001 (4) |
P3 | 0.0109 (6) | 0.0130 (5) | 0.0129 (5) | −0.0037 (5) | −0.0005 (4) | −0.0009 (4) |
P4 | 0.0109 (6) | 0.0134 (5) | 0.0130 (5) | −0.0049 (4) | 0.0006 (4) | −0.0003 (4) |
Cl1 | 0.0465 (17) | 0.0385 (15) | 0.0165 (13) | −0.0238 (11) | −0.0117 (11) | −0.0080 (11) |
Cl1' | 0.0584 (16) | 0.025 (2) | 0.0436 (13) | −0.0322 (17) | 0.0145 (11) | −0.0131 (13) |
Cl2 | 0.0471 (9) | 0.0215 (6) | 0.0367 (7) | −0.0159 (6) | 0.0141 (6) | 0.0016 (5) |
F1 | 0.0584 (16) | 0.025 (2) | 0.0436 (13) | −0.0322 (17) | 0.0145 (11) | −0.0131 (13) |
F2 | 0.038 (3) | 0.042 (5) | 0.091 (6) | 0.000 (2) | 0.001 (3) | −0.041 (4) |
F1' | 0.0465 (17) | 0.0385 (15) | 0.0165 (13) | −0.0238 (11) | −0.0117 (11) | −0.0080 (11) |
F2' | 0.038 (3) | 0.042 (5) | 0.091 (6) | 0.000 (2) | 0.001 (3) | −0.041 (4) |
F3 | 0.0203 (17) | 0.0193 (14) | 0.0465 (18) | 0.0022 (12) | −0.0024 (14) | −0.0060 (12) |
F4 | 0.0327 (18) | 0.0242 (14) | 0.0307 (15) | −0.0107 (13) | −0.0047 (13) | −0.0084 (12) |
O1 | 0.020 (2) | 0.0295 (18) | 0.0294 (18) | −0.0095 (15) | −0.0020 (15) | −0.0104 (14) |
O2 | 0.023 (2) | 0.0186 (16) | 0.0300 (18) | −0.0023 (15) | 0.0043 (15) | −0.0004 (14) |
O3 | 0.0178 (18) | 0.0216 (16) | 0.0220 (16) | −0.0112 (14) | −0.0002 (14) | −0.0012 (13) |
O4 | 0.0201 (19) | 0.0148 (15) | 0.0239 (17) | −0.0009 (14) | −0.0021 (14) | 0.0031 (13) |
C1 | 0.021 (3) | 0.017 (2) | 0.019 (2) | −0.013 (2) | 0.009 (2) | −0.0082 (18) |
C2 | 0.023 (3) | 0.033 (3) | 0.044 (3) | −0.007 (2) | −0.001 (3) | −0.021 (2) |
C3 | 0.007 (2) | 0.016 (2) | 0.017 (2) | −0.0036 (18) | −0.0012 (17) | −0.0001 (16) |
C4 | 0.020 (3) | 0.019 (2) | 0.015 (2) | −0.006 (2) | −0.0015 (19) | 0.0017 (17) |
C5 | 0.022 (3) | 0.017 (2) | 0.022 (2) | −0.005 (2) | −0.002 (2) | −0.0024 (18) |
C6 | 0.014 (3) | 0.019 (2) | 0.024 (2) | −0.0048 (19) | 0.0042 (19) | 0.0008 (18) |
C7 | 0.016 (3) | 0.021 (2) | 0.019 (2) | −0.004 (2) | −0.0037 (19) | 0.0054 (18) |
C8 | 0.012 (2) | 0.021 (2) | 0.018 (2) | −0.0034 (19) | −0.0001 (18) | 0.0004 (17) |
C9 | 0.016 (2) | 0.012 (2) | 0.016 (2) | −0.0035 (18) | −0.0012 (18) | −0.0003 (16) |
C10 | 0.015 (3) | 0.020 (2) | 0.021 (2) | −0.003 (2) | 0.0019 (19) | −0.0012 (18) |
C11 | 0.025 (3) | 0.018 (2) | 0.027 (3) | −0.002 (2) | 0.009 (2) | 0.0006 (19) |
C12 | 0.039 (3) | 0.021 (2) | 0.024 (3) | −0.007 (2) | 0.001 (2) | −0.008 (2) |
C13 | 0.034 (3) | 0.021 (2) | 0.024 (2) | −0.015 (2) | 0.001 (2) | −0.0048 (19) |
C14 | 0.020 (3) | 0.022 (2) | 0.018 (2) | −0.008 (2) | −0.0010 (19) | −0.0002 (18) |
C15 | 0.017 (2) | 0.013 (2) | 0.015 (2) | −0.0049 (18) | −0.0005 (18) | −0.0024 (16) |
C16 | 0.014 (2) | 0.024 (2) | 0.011 (2) | −0.0063 (19) | 0.0009 (18) | −0.0048 (17) |
C17 | 0.021 (3) | 0.026 (2) | 0.018 (2) | −0.009 (2) | −0.004 (2) | 0.0018 (18) |
C18 | 0.016 (3) | 0.044 (3) | 0.024 (3) | −0.008 (2) | 0.004 (2) | −0.007 (2) |
C19 | 0.022 (3) | 0.045 (3) | 0.032 (3) | −0.003 (3) | 0.004 (2) | −0.024 (2) |
C20 | 0.019 (3) | 0.029 (3) | 0.045 (3) | 0.000 (2) | −0.004 (2) | −0.020 (2) |
C21 | 0.024 (3) | 0.027 (3) | 0.031 (3) | −0.012 (2) | 0.001 (2) | −0.009 (2) |
C22 | 0.016 (2) | 0.014 (2) | 0.013 (2) | −0.0093 (18) | 0.0002 (18) | 0.0012 (16) |
C23 | 0.010 (2) | 0.015 (2) | 0.020 (2) | −0.0039 (18) | 0.0005 (18) | 0.0000 (17) |
C24 | 0.014 (3) | 0.023 (2) | 0.022 (2) | −0.010 (2) | −0.0038 (19) | 0.0060 (18) |
C25 | 0.019 (3) | 0.030 (3) | 0.014 (2) | −0.012 (2) | −0.0054 (19) | 0.0037 (18) |
C26 | 0.028 (3) | 0.025 (2) | 0.019 (2) | −0.014 (2) | 0.004 (2) | −0.0053 (19) |
C27 | 0.016 (3) | 0.017 (2) | 0.021 (2) | −0.0079 (19) | −0.0008 (19) | 0.0000 (17) |
C28 | 0.015 (3) | 0.012 (2) | 0.021 (2) | −0.0068 (19) | 0.0046 (19) | −0.0003 (17) |
C29 | 0.016 (3) | 0.015 (2) | 0.024 (2) | −0.0062 (19) | −0.0003 (19) | −0.0011 (17) |
C30 | 0.016 (2) | 0.013 (2) | 0.014 (2) | −0.0036 (18) | 0.0009 (18) | −0.0013 (16) |
C31 | 0.011 (2) | 0.021 (2) | 0.013 (2) | −0.0050 (19) | −0.0018 (17) | −0.0012 (17) |
C32 | 0.020 (3) | 0.012 (2) | 0.020 (2) | 0.0007 (19) | −0.004 (2) | −0.0034 (17) |
C33 | 0.020 (3) | 0.019 (2) | 0.023 (2) | 0.004 (2) | 0.002 (2) | −0.0086 (19) |
C34 | 0.013 (3) | 0.031 (3) | 0.023 (2) | −0.003 (2) | 0.001 (2) | −0.006 (2) |
C35 | 0.018 (3) | 0.021 (2) | 0.020 (2) | −0.009 (2) | 0.0002 (19) | −0.0050 (18) |
C36 | 0.013 (2) | 0.015 (2) | 0.014 (2) | −0.0087 (18) | 0.0016 (17) | −0.0031 (16) |
C37 | 0.013 (2) | 0.017 (2) | 0.015 (2) | −0.0030 (19) | 0.0003 (18) | −0.0002 (17) |
C38 | 0.019 (3) | 0.038 (3) | 0.016 (2) | −0.009 (2) | −0.001 (2) | 0.001 (2) |
C39 | 0.022 (3) | 0.038 (3) | 0.018 (2) | −0.021 (2) | 0.002 (2) | −0.007 (2) |
C40 | 0.030 (3) | 0.019 (2) | 0.027 (2) | −0.016 (2) | 0.004 (2) | −0.0079 (19) |
C41 | 0.023 (3) | 0.018 (2) | 0.018 (2) | −0.006 (2) | −0.002 (2) | 0.0007 (17) |
C42 | 0.015 (2) | 0.014 (2) | 0.013 (2) | −0.0052 (18) | −0.0007 (17) | −0.0006 (16) |
C43 | 0.018 (3) | 0.0097 (19) | 0.013 (2) | −0.0049 (18) | −0.0027 (18) | −0.0007 (15) |
C44 | 0.019 (3) | 0.022 (2) | 0.019 (2) | −0.007 (2) | 0.0006 (19) | −0.0004 (18) |
C45 | 0.026 (3) | 0.025 (3) | 0.028 (3) | −0.001 (2) | 0.003 (2) | −0.010 (2) |
C46 | 0.047 (4) | 0.016 (2) | 0.030 (3) | −0.007 (2) | 0.000 (3) | −0.009 (2) |
C47 | 0.050 (4) | 0.025 (3) | 0.026 (3) | −0.024 (3) | 0.001 (3) | −0.005 (2) |
C48 | 0.024 (3) | 0.023 (2) | 0.022 (2) | −0.012 (2) | 0.002 (2) | −0.0037 (19) |
C49 | 0.007 (2) | 0.017 (2) | 0.013 (2) | −0.0013 (18) | 0.0032 (17) | 0.0004 (16) |
C50 | 0.011 (2) | 0.019 (2) | 0.018 (2) | −0.0071 (19) | 0.0013 (18) | −0.0008 (17) |
C51 | 0.011 (2) | 0.014 (2) | 0.026 (2) | −0.0019 (18) | 0.0048 (19) | 0.0013 (18) |
C52 | 0.021 (3) | 0.023 (2) | 0.020 (2) | −0.006 (2) | −0.003 (2) | 0.0061 (18) |
C53 | 0.022 (3) | 0.028 (3) | 0.016 (2) | −0.008 (2) | −0.001 (2) | −0.0031 (19) |
C54 | 0.020 (3) | 0.014 (2) | 0.018 (2) | −0.0048 (19) | 0.0010 (19) | −0.0026 (17) |
Ag1—O1 | 2.382 (3) | C18—H18 | 0.9500 |
Ag1—P1 | 2.4194 (12) | C19—C20 | 1.370 (7) |
Ag1—P2i | 2.419 (1) | C19—H19 | 0.9500 |
Ag1—Ag1i | 3.1078 (6) | C20—C21 | 1.402 (7) |
Ag2—O3 | 2.383 (3) | C20—H20 | 0.9500 |
Ag2—P3 | 2.430 (1) | C21—H21 | 0.9500 |
Ag2—P4ii | 2.429 (1) | C22—C23 | 1.392 (6) |
Ag2—Ag2ii | 2.9950 (6) | C22—C27 | 1.401 (6) |
P1—C9 | 1.810 (4) | C23—C24 | 1.395 (6) |
P1—C3 | 1.821 (4) | C23—H23 | 0.9500 |
P1—C15 | 1.834 (4) | C24—C25 | 1.376 (6) |
P2—C16 | 1.813 (4) | C24—H24 | 0.9500 |
P2—C22 | 1.822 (4) | C25—C26 | 1.385 (6) |
P2—C15 | 1.836 (4) | C25—H25 | 0.9500 |
P2—Ag1i | 2.4188 (12) | C26—C27 | 1.370 (6) |
P3—C30 | 1.816 (4) | C26—H26 | 0.9500 |
P3—C36 | 1.825 (4) | C27—H27 | 0.9500 |
P3—C42 | 1.843 (4) | C28—C29 | 1.539 (5) |
P4—C43 | 1.816 (4) | C30—C35 | 1.387 (6) |
P4—C49 | 1.818 (4) | C30—C31 | 1.397 (6) |
P4—C42 | 1.834 (4) | C31—C32 | 1.395 (6) |
P4—Ag2ii | 2.4291 (12) | C31—H31 | 0.9500 |
Cl1—C2 | 1.683 (5) | C32—C33 | 1.380 (7) |
Cl1'—C2 | 1.652 (5) | C32—H32 | 0.9500 |
Cl2—C29 | 1.737 (4) | C33—C34 | 1.387 (6) |
F1—C2 | 1.413 (6) | C33—H33 | 0.9500 |
F2—C2 | 1.375 (7) | C34—C35 | 1.395 (6) |
F1'—C2 | 1.402 (6) | C34—H34 | 0.9500 |
F2'—C2 | 1.378 (7) | C35—H35 | 0.9500 |
F3—C29 | 1.360 (4) | C36—C37 | 1.390 (6) |
F4—C29 | 1.354 (4) | C36—C41 | 1.392 (6) |
O1—C1 | 1.235 (5) | C37—C38 | 1.392 (6) |
O2—C1 | 1.236 (5) | C37—H37 | 0.9500 |
O3—C28 | 1.254 (5) | C38—C39 | 1.378 (7) |
O4—C28 | 1.240 (5) | C38—H38 | 0.9500 |
C1—C2 | 1.547 (6) | C39—C40 | 1.377 (7) |
C3—C4 | 1.392 (6) | C39—H39 | 0.9500 |
C3—C8 | 1.397 (5) | C40—C41 | 1.382 (6) |
C4—C5 | 1.372 (6) | C40—H40 | 0.9500 |
C4—H4 | 0.9500 | C41—H41 | 0.9500 |
C5—C6 | 1.388 (6) | C42—H42A | 0.9900 |
C5—H5 | 0.9500 | C42—H42B | 0.9900 |
C6—C7 | 1.389 (6) | C43—C44 | 1.388 (6) |
C6—H6 | 0.9500 | C43—C48 | 1.397 (6) |
C7—C8 | 1.386 (6) | C44—C45 | 1.376 (6) |
C7—H7 | 0.9500 | C44—H44 | 0.9500 |
C8—H8 | 0.9500 | C45—C46 | 1.402 (7) |
C9—C14 | 1.386 (6) | C45—H45 | 0.9500 |
C9—C10 | 1.396 (6) | C46—C47 | 1.376 (8) |
C10—C11 | 1.390 (6) | C46—H46 | 0.9500 |
C10—H10 | 0.9500 | C47—C48 | 1.395 (6) |
C11—C12 | 1.393 (7) | C47—H47 | 0.9500 |
C11—H11 | 0.9500 | C48—H48 | 0.9500 |
C12—C13 | 1.373 (7) | C49—C50 | 1.387 (6) |
C12—H12 | 0.9500 | C49—C54 | 1.396 (6) |
C13—C14 | 1.378 (6) | C50—C51 | 1.387 (6) |
C13—H13 | 0.9500 | C50—H50 | 0.9500 |
C14—H14 | 0.9500 | C51—C52 | 1.380 (6) |
C15—H15A | 0.9900 | C51—H51 | 0.9500 |
C15—H15B | 0.9900 | C52—C53 | 1.378 (6) |
C16—C17 | 1.390 (6) | C52—H52 | 0.9500 |
C16—C21 | 1.397 (6) | C53—C54 | 1.387 (6) |
C17—C18 | 1.384 (7) | C53—H53 | 0.9500 |
C17—H17 | 0.9500 | C54—H54 | 0.9500 |
C18—C19 | 1.392 (7) | ||
O1—Ag1—P1 | 100.92 (9) | C21—C20—H20 | 119.9 |
O1—Ag1—P2i | 103.78 (9) | C16—C21—C20 | 119.4 (5) |
P1—Ag1—P2i | 151.19 (4) | C16—C21—H21 | 120.3 |
O1—Ag1—Ag1i | 136.10 (8) | C20—C21—H21 | 120.3 |
P2i—Ag1—Ag1i | 91.48 (3) | C23—C22—C27 | 118.9 (4) |
P1—Ag1—Ag1i | 80.72 (3) | C23—C22—P2 | 122.4 (3) |
O3—Ag2—P3 | 104.14 (8) | C27—C22—P2 | 118.4 (3) |
O3—Ag2—P4ii | 101.43 (8) | C22—C23—C24 | 120.1 (4) |
P3—Ag2—P4ii | 149.67 (4) | C22—C23—H23 | 120.0 |
O3—Ag2—Ag2ii | 134.22 (7) | C24—C23—H23 | 120.0 |
P4ii—Ag2—Ag2ii | 78.04 (3) | C25—C24—C23 | 120.0 (4) |
P3—Ag2—Ag2ii | 95.23 (3) | C25—C24—H24 | 120.0 |
C9—P1—C3 | 105.99 (19) | C23—C24—H24 | 120.0 |
C9—P1—C15 | 103.98 (19) | C24—C25—C26 | 120.1 (4) |
C3—P1—C15 | 102.13 (19) | C24—C25—H25 | 119.9 |
C9—P1—Ag1 | 119.10 (15) | C26—C25—H25 | 119.9 |
C3—P1—Ag1 | 113.66 (15) | C27—C26—C25 | 120.4 (4) |
C15—P1—Ag1 | 110.26 (15) | C27—C26—H26 | 119.8 |
C16—P2—C22 | 103.7 (2) | C25—C26—H26 | 119.8 |
C16—P2—C15 | 106.9 (2) | C26—C27—C22 | 120.5 (4) |
C22—P2—C15 | 104.17 (18) | C26—C27—H27 | 119.8 |
C16—P2—Ag1i | 118.83 (15) | C22—C27—H27 | 119.8 |
C22—P2—Ag1i | 109.27 (15) | O4—C28—O3 | 129.2 (4) |
C15—P2—Ag1i | 112.61 (15) | O4—C28—C29 | 115.7 (4) |
C30—P3—C36 | 105.1 (2) | O3—C28—C29 | 115.0 (4) |
C30—P3—C42 | 105.46 (19) | F4—C29—F3 | 104.5 (3) |
C36—P3—C42 | 104.87 (18) | F4—C29—C28 | 111.2 (3) |
C30—P3—Ag2 | 119.03 (15) | F3—C29—C28 | 111.3 (3) |
C36—P3—Ag2 | 112.02 (15) | F4—C29—Cl2 | 108.8 (3) |
C42—P3—Ag2 | 109.25 (15) | F3—C29—Cl2 | 109.3 (3) |
C43—P4—C49 | 104.85 (19) | C28—C29—Cl2 | 111.5 (3) |
C43—P4—C42 | 102.48 (19) | C35—C30—C31 | 119.7 (4) |
C49—P4—C42 | 105.27 (19) | C35—C30—P3 | 121.1 (3) |
C43—P4—Ag2ii | 121.28 (15) | C31—C30—P3 | 119.3 (3) |
C49—P4—Ag2ii | 109.90 (14) | C32—C31—C30 | 119.2 (4) |
C42—P4—Ag2ii | 111.71 (14) | C32—C31—H31 | 120.4 |
C1—O1—Ag1 | 107.5 (3) | C30—C31—H31 | 120.4 |
C28—O3—Ag2 | 109.5 (3) | C33—C32—C31 | 120.7 (4) |
O1—C1—O2 | 130.1 (4) | C33—C32—H32 | 119.7 |
O1—C1—C2 | 113.9 (4) | C31—C32—H32 | 119.7 |
O2—C1—C2 | 115.9 (4) | C32—C33—C34 | 120.5 (4) |
F2'—C2—F1' | 100.4 (6) | C32—C33—H33 | 119.8 |
F2—C2—F1 | 99.3 (6) | C34—C33—H33 | 119.8 |
F2—C2—C1 | 113.2 (7) | C33—C34—C35 | 119.1 (5) |
F2'—C2—C1 | 108.0 (8) | C33—C34—H34 | 120.5 |
F1'—C2—C1 | 109.5 (5) | C35—C34—H34 | 120.5 |
F1—C2—C1 | 105.0 (5) | C30—C35—C34 | 120.9 (4) |
F2'—C2—Cl1' | 111.8 (6) | C30—C35—H35 | 119.6 |
F1'—C2—Cl1' | 109.7 (4) | C34—C35—H35 | 119.6 |
C1—C2—Cl1' | 116.3 (3) | C37—C36—C41 | 118.4 (4) |
F2—C2—Cl1 | 111.4 (6) | C37—C36—P3 | 123.0 (3) |
F1—C2—Cl1 | 106.8 (5) | C41—C36—P3 | 118.2 (3) |
C1—C2—Cl1 | 118.8 (3) | C36—C37—C38 | 120.5 (4) |
C4—C3—C8 | 119.5 (4) | C36—C37—H37 | 119.7 |
C4—C3—P1 | 119.6 (3) | C38—C37—H37 | 119.7 |
C8—C3—P1 | 120.8 (3) | C39—C38—C37 | 119.8 (4) |
C5—C4—C3 | 120.8 (4) | C39—C38—H38 | 120.1 |
C5—C4—H4 | 119.6 | C37—C38—H38 | 120.1 |
C3—C4—H4 | 119.6 | C40—C39—C38 | 120.6 (4) |
C4—C5—C6 | 120.3 (4) | C40—C39—H39 | 119.7 |
C4—C5—H5 | 119.9 | C38—C39—H39 | 119.7 |
C6—C5—H5 | 119.9 | C39—C40—C41 | 119.6 (4) |
C5—C6—C7 | 119.2 (4) | C39—C40—H40 | 120.2 |
C5—C6—H6 | 120.4 | C41—C40—H40 | 120.2 |
C7—C6—H6 | 120.4 | C40—C41—C36 | 121.2 (4) |
C8—C7—C6 | 121.1 (4) | C40—C41—H41 | 119.4 |
C8—C7—H7 | 119.5 | C36—C41—H41 | 119.4 |
C6—C7—H7 | 119.5 | P4—C42—P3 | 108.4 (2) |
C7—C8—C3 | 119.1 (4) | P4—C42—H42A | 110.0 |
C7—C8—H8 | 120.4 | P3—C42—H42A | 110.0 |
C3—C8—H8 | 120.4 | P4—C42—H42B | 110.0 |
C14—C9—C10 | 119.2 (4) | P3—C42—H42B | 110.0 |
C14—C9—P1 | 119.6 (4) | H42A—C42—H42B | 108.4 |
C10—C9—P1 | 121.2 (3) | C44—C43—C48 | 119.6 (4) |
C11—C10—C9 | 119.7 (4) | C44—C43—P4 | 120.6 (3) |
C11—C10—H10 | 120.1 | C48—C43—P4 | 119.7 (4) |
C9—C10—H10 | 120.1 | C45—C44—C43 | 120.8 (4) |
C10—C11—C12 | 120.2 (5) | C45—C44—H44 | 119.6 |
C10—C11—H11 | 119.9 | C43—C44—H44 | 119.6 |
C12—C11—H11 | 119.9 | C44—C45—C46 | 119.6 (5) |
C13—C12—C11 | 119.8 (4) | C44—C45—H45 | 120.2 |
C13—C12—H12 | 120.1 | C46—C45—H45 | 120.2 |
C11—C12—H12 | 120.1 | C47—C46—C45 | 119.9 (4) |
C12—C13—C14 | 120.4 (5) | C47—C46—H46 | 120.0 |
C12—C13—H13 | 119.8 | C45—C46—H46 | 120.0 |
C14—C13—H13 | 119.8 | C46—C47—C48 | 120.5 (5) |
C13—C14—C9 | 120.8 (5) | C46—C47—H47 | 119.8 |
C13—C14—H14 | 119.6 | C48—C47—H47 | 119.8 |
C9—C14—H14 | 119.6 | C47—C48—C43 | 119.5 (5) |
P1—C15—P2 | 110.3 (2) | C47—C48—H48 | 120.3 |
P1—C15—H15A | 109.6 | C43—C48—H48 | 120.3 |
P2—C15—H15A | 109.6 | C50—C49—C54 | 118.8 (4) |
P1—C15—H15B | 109.6 | C50—C49—P4 | 120.2 (3) |
P2—C15—H15B | 109.6 | C54—C49—P4 | 120.7 (3) |
H15A—C15—H15B | 108.1 | C51—C50—C49 | 120.7 (4) |
C17—C16—C21 | 119.4 (4) | C51—C50—H50 | 119.7 |
C17—C16—P2 | 122.7 (3) | C49—C50—H50 | 119.7 |
C21—C16—P2 | 117.2 (4) | C52—C51—C50 | 119.9 (4) |
C18—C17—C16 | 120.9 (5) | C52—C51—H51 | 120.0 |
C18—C17—H17 | 119.5 | C50—C51—H51 | 120.0 |
C16—C17—H17 | 119.5 | C53—C52—C51 | 120.1 (4) |
C17—C18—C19 | 119.2 (5) | C53—C52—H52 | 120.0 |
C17—C18—H18 | 120.4 | C51—C52—H52 | 120.0 |
C19—C18—H18 | 120.4 | C52—C53—C54 | 120.2 (4) |
C20—C19—C18 | 120.8 (5) | C52—C53—H53 | 119.9 |
C20—C19—H19 | 119.6 | C54—C53—H53 | 119.9 |
C18—C19—H19 | 119.6 | C53—C54—C49 | 120.2 (4) |
C19—C20—C21 | 120.2 (5) | C53—C54—H54 | 119.9 |
C19—C20—H20 | 119.9 | C49—C54—H54 | 119.9 |
O1—Ag1—P1—C9 | 158.28 (17) | C19—C20—C21—C16 | 1.4 (7) |
P2i—Ag1—P1—C9 | 9.62 (18) | C16—P2—C22—C23 | 14.1 (4) |
Ag1i—Ag1—P1—C9 | −66.32 (15) | C15—P2—C22—C23 | 125.9 (4) |
O1—Ag1—P1—C3 | 32.26 (17) | Ag1i—P2—C22—C23 | −113.5 (3) |
P2i—Ag1—P1—C3 | −116.40 (16) | C16—P2—C22—C27 | −172.3 (3) |
Ag1i—Ag1—P1—C3 | 167.66 (15) | C15—P2—C22—C27 | −60.5 (4) |
O1—Ag1—P1—C15 | −81.72 (16) | Ag1i—P2—C22—C27 | 60.0 (3) |
P2i—Ag1—P1—C15 | 129.63 (15) | C27—C22—C23—C24 | −0.3 (6) |
Ag1i—Ag1—P1—C15 | 53.68 (14) | P2—C22—C23—C24 | 173.3 (3) |
O3—Ag2—P3—C30 | −11.10 (17) | C22—C23—C24—C25 | 0.1 (6) |
P4ii—Ag2—P3—C30 | −157.73 (15) | C23—C24—C25—C26 | 0.3 (7) |
Ag2ii—Ag2—P3—C30 | 127.08 (15) | C24—C25—C26—C27 | −0.5 (7) |
O3—Ag2—P3—C36 | 112.04 (16) | C25—C26—C27—C22 | 0.3 (7) |
P4ii—Ag2—P3—C36 | −34.59 (17) | C23—C22—C27—C26 | 0.1 (6) |
Ag2ii—Ag2—P3—C36 | −109.78 (14) | P2—C22—C27—C26 | −173.7 (3) |
O3—Ag2—P3—C42 | −132.21 (16) | Ag2—O3—C28—O4 | 11.0 (6) |
P4ii—Ag2—P3—C42 | 81.16 (16) | Ag2—O3—C28—C29 | −172.5 (3) |
Ag2ii—Ag2—P3—C42 | 5.97 (14) | O4—C28—C29—F4 | −29.1 (5) |
P2i—Ag1—O1—C1 | −129.4 (3) | O3—C28—C29—F4 | 153.9 (4) |
P1—Ag1—O1—C1 | 65.6 (3) | O4—C28—C29—F3 | −145.2 (4) |
Ag1i—Ag1—O1—C1 | −22.3 (4) | O3—C28—C29—F3 | 37.9 (5) |
P4ii—Ag2—O3—C28 | −65.3 (3) | O4—C28—C29—Cl2 | 92.5 (4) |
P3—Ag2—O3—C28 | 131.1 (3) | O3—C28—C29—Cl2 | −84.4 (4) |
Ag2ii—Ag2—O3—C28 | 19.0 (3) | C36—P3—C30—C35 | 60.9 (4) |
Ag1—O1—C1—O2 | −3.4 (6) | C42—P3—C30—C35 | −49.6 (4) |
Ag1—O1—C1—C2 | 178.4 (3) | Ag2—P3—C30—C35 | −172.6 (3) |
O1—C1—C2—F2 | −18.6 (7) | C36—P3—C30—C31 | −118.2 (3) |
O2—C1—C2—F2 | 163.0 (6) | C42—P3—C30—C31 | 131.3 (3) |
O1—C1—C2—F2' | −39.4 (7) | Ag2—P3—C30—C31 | 8.2 (4) |
O2—C1—C2—F2' | 142.2 (6) | C35—C30—C31—C32 | 0.5 (6) |
O1—C1—C2—F1' | −147.8 (6) | P3—C30—C31—C32 | 179.7 (3) |
O2—C1—C2—F1' | 33.8 (7) | C30—C31—C32—C33 | −0.5 (6) |
O1—C1—C2—F1 | 88.6 (6) | C31—C32—C33—C34 | 0.2 (7) |
O2—C1—C2—F1 | −89.8 (6) | C32—C33—C34—C35 | 0.2 (7) |
O1—C1—C2—Cl1' | 87.2 (5) | C31—C30—C35—C34 | −0.1 (6) |
O2—C1—C2—Cl1' | −91.3 (5) | P3—C30—C35—C34 | −179.2 (3) |
O1—C1—C2—Cl1 | −152.1 (4) | C33—C34—C35—C30 | −0.3 (7) |
O2—C1—C2—Cl1 | 29.5 (6) | C30—P3—C36—C37 | 17.4 (4) |
C9—P1—C3—C4 | 150.5 (4) | C42—P3—C36—C37 | 128.4 (4) |
C15—P1—C3—C4 | 41.9 (4) | Ag2—P3—C36—C37 | −113.2 (4) |
Ag1—P1—C3—C4 | −76.9 (4) | C30—P3—C36—C41 | −169.0 (3) |
C9—P1—C3—C8 | −33.6 (4) | C42—P3—C36—C41 | −58.0 (4) |
C15—P1—C3—C8 | −142.2 (4) | Ag2—P3—C36—C41 | 60.3 (4) |
Ag1—P1—C3—C8 | 99.1 (4) | C41—C36—C37—C38 | −0.5 (7) |
C8—C3—C4—C5 | 1.6 (7) | P3—C36—C37—C38 | 173.0 (4) |
P1—C3—C4—C5 | 177.5 (4) | C36—C37—C38—C39 | 0.6 (7) |
C3—C4—C5—C6 | −0.3 (7) | C37—C38—C39—C40 | 0.1 (7) |
C4—C5—C6—C7 | −0.6 (7) | C38—C39—C40—C41 | −0.7 (7) |
C5—C6—C7—C8 | 0.2 (7) | C39—C40—C41—C36 | 0.7 (7) |
C6—C7—C8—C3 | 1.0 (7) | C37—C36—C41—C40 | −0.1 (7) |
C4—C3—C8—C7 | −1.9 (7) | P3—C36—C41—C40 | −174.0 (4) |
P1—C3—C8—C7 | −177.8 (3) | C43—P4—C42—P3 | 63.2 (3) |
C3—P1—C9—C14 | 142.2 (3) | C49—P4—C42—P3 | 172.6 (2) |
C15—P1—C9—C14 | −110.6 (4) | Ag2ii—P4—C42—P3 | −68.2 (2) |
Ag1—P1—C9—C14 | 12.6 (4) | C30—P3—C42—P4 | −97.8 (2) |
C3—P1—C9—C10 | −40.2 (4) | C36—P3—C42—P4 | 151.5 (2) |
C15—P1—C9—C10 | 67.0 (4) | Ag2—P3—C42—P4 | 31.2 (2) |
Ag1—P1—C9—C10 | −169.8 (3) | C49—P4—C43—C44 | −54.0 (4) |
C14—C9—C10—C11 | −1.5 (6) | C42—P4—C43—C44 | 55.8 (4) |
P1—C9—C10—C11 | −179.1 (3) | Ag2ii—P4—C43—C44 | −178.9 (3) |
C9—C10—C11—C12 | 1.3 (7) | C49—P4—C43—C48 | 129.3 (3) |
C10—C11—C12—C13 | 0.2 (7) | C42—P4—C43—C48 | −121.0 (3) |
C11—C12—C13—C14 | −1.5 (7) | Ag2ii—P4—C43—C48 | 4.3 (4) |
C12—C13—C14—C9 | 1.3 (7) | C48—C43—C44—C45 | 0.8 (6) |
C10—C9—C14—C13 | 0.2 (6) | P4—C43—C44—C45 | −176.0 (3) |
P1—C9—C14—C13 | 177.9 (3) | C43—C44—C45—C46 | 1.1 (7) |
C9—P1—C15—P2 | 62.7 (3) | C44—C45—C46—C47 | −1.9 (7) |
C3—P1—C15—P2 | 172.8 (2) | C45—C46—C47—C48 | 0.7 (7) |
Ag1—P1—C15—P2 | −66.1 (2) | C46—C47—C48—C43 | 1.2 (7) |
C16—P2—C15—P1 | −99.2 (2) | C44—C43—C48—C47 | −2.0 (6) |
C22—P2—C15—P1 | 151.4 (2) | P4—C43—C48—C47 | 174.8 (3) |
Ag1i—P2—C15—P1 | 33.1 (2) | C43—P4—C49—C50 | 155.4 (4) |
C22—P2—C16—C17 | 75.3 (4) | C42—P4—C49—C50 | 47.7 (4) |
C15—P2—C16—C17 | −34.4 (4) | Ag2ii—P4—C49—C50 | −72.7 (4) |
Ag1i—P2—C16—C17 | −163.2 (3) | C43—P4—C49—C54 | −31.0 (4) |
C22—P2—C16—C21 | −95.5 (4) | C42—P4—C49—C54 | −138.7 (4) |
C15—P2—C16—C21 | 154.8 (3) | Ag2ii—P4—C49—C54 | 100.9 (3) |
Ag1i—P2—C16—C21 | 26.0 (4) | C54—C49—C50—C51 | 1.2 (7) |
C21—C16—C17—C18 | −0.9 (7) | P4—C49—C50—C51 | 174.9 (3) |
P2—C16—C17—C18 | −171.5 (3) | C49—C50—C51—C52 | −0.5 (7) |
C16—C17—C18—C19 | 1.8 (7) | C50—C51—C52—C53 | −1.0 (7) |
C17—C18—C19—C20 | −1.1 (7) | C51—C52—C53—C54 | 1.7 (7) |
C18—C19—C20—C21 | −0.5 (8) | C52—C53—C54—C49 | −1.0 (7) |
C17—C16—C21—C20 | −0.7 (7) | C50—C49—C54—C53 | −0.5 (7) |
P2—C16—C21—C20 | 170.4 (4) | P4—C49—C54—C53 | −174.1 (4) |
Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x+1, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Ag2(C2ClF2O2)2(C25H22P2)2] |
Mr | 1243.41 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 100 |
a, b, c (Å) | 10.8127 (3), 14.4911 (3), 17.2340 (3) |
α, β, γ (°) | 83.040 (1), 86.477 (1), 72.188 (1) |
V (Å3) | 2551.1 (1) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.06 |
Crystal size (mm) | 0.30 × 0.20 × 0.15 |
Data collection | |
Diffractometer | Bruker SMART APEXII diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.648, 0.857 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 31942, 11567, 8338 |
Rint | 0.066 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.112, 1.01 |
No. of reflections | 11567 |
No. of parameters | 641 |
No. of restraints | 54 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.91, −1.05 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2008).
Ag1—O1 | 2.382 (3) | Ag2—O3 | 2.383 (3) |
Ag1—P1 | 2.4194 (12) | Ag2—P3 | 2.430 (1) |
Ag1—P2i | 2.419 (1) | Ag2—P4ii | 2.429 (1) |
O1—Ag1—P1 | 100.92 (9) | O3—Ag2—P3 | 104.14 (8) |
O1—Ag1—P2i | 103.78 (9) | O3—Ag2—P4ii | 101.43 (8) |
P1—Ag1—P2i | 151.19 (4) | P3—Ag2—P4ii | 149.67 (4) |
Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x+1, −y+1, −z+1. |
Acknowledgements
We thank the University of Malaya for funding this study (SF022155/2007 A) and also for the purchase of the diffractometer.
References
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Effendy, Di Nocola, C., Nitiatmodjo, M., Pettinari, C., Skelton, B. W. & White, A. H. (2005). Inorg. Chim. Acta, 358, 735–747. CrossRef CAS Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2008). publCIF. In preparation. Google Scholar
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A recent report on complexes of bis(diphenylphosphino)methane with univalent coinage metals details the structure of the 1:1 adduct of the ligand with silver trifluoroacetate. The dinuclear molecule has the ligand binding to two carboxylate-bound silver atoms, who geometry is best described as being T-shaped (Effendy et al., 2005). Replacing the trifluoroacetate ion by the chlorodifluoroacetate ion gives the isostructural title compound (I). There are two formula units in the unit cell (Figs. 1 and 2). One of the unique chlorodifluromethyl groups is ordered whereas the other is disordered.