Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100015079/qa0442sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100015079/qa0442Isup2.hkl |
CCDC reference: 156191
The title compound was obtained while attempting to synthesize a silicate-based nitrogen pincer ligand coordinated to a platinum centre (Kleij et al., 1999). The counter-ion in the synthesis was tetraphenylborate, whilst the triphenylphosphine was added to complete the coordination around the platinum. The complex decomposed in the presence of silver trifluoromethanesulfonate to give the final product. Colourless block-like crystals were obtained by recrystallization from a solution in acetonitrile. The colour changed to orange on irradiation in the X-ray beam.
The acetonitrile molecule is possibly disordered over the twofold axis resulting in large displacement parameters and a shorter than expected C—C bond. The orientation of the solvent was chosen with respect to that found in the isostructural Au complex (Jones, 1980). The Rint value is indicative of the large number of weak data. All H atoms were constrained (C—H = 0.95 and 0.98 Å) and allowed to ride on their C atoms with Uiso(H) = 1.2Ueq(C). The methyl H atoms on the acetonitrile solvent are positionally disordered across the twofold axis.
Data collection: locally modified CAD-4 Software (Enraf-Nonius, 1989); cell refinement: SET4 (de Boer & Duisenberg, 1984); data reduction: HELENA (Spek, 1997); program(s) used to solve structure: DIRDIF (Beurksens et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: PLATON (Spek, 2000).
[Ag(C18H15P)4](C24H20B)·C2H3N | F(000) = 6320 |
Mr = 1517.21 | Dx = 1.311 Mg m−3 |
Orthorhombic, Ibca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -I 2b 2c | Cell parameters from 22 reflections |
a = 21.763 (2) Å | θ = 11.6–13.6° |
b = 22.955 (2) Å | µ = 0.40 mm−1 |
c = 30.767 (2) Å | T = 150 K |
V = 15370 (2) Å3 | Block, colourless |
Z = 8 | 0.30 × 0.30 × 0.30 mm |
Enraf-Nonius CAD-4T diffractometer | Rint = 0.103 |
Radiation source: rotating anode | θmax = 25°, θmin = 1.3° |
Graphite monochromator | h = −5→25 |
ω scans | k = −5→27 |
11437 measured reflections | l = −36→36 |
6511 independent reflections | 3 standard reflections every 60 min |
3689 reflections with I > 2σ(I) | intensity decay: 0.5% |
Refinement on F2 | Primary atom site location: heavy-atom method |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.058 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0514P)2] where P = (Fo2 + 2Fc2)/3 |
6511 reflections | (Δ/σ)max < 0.001 |
476 parameters | Δρmax = 0.72 e Å−3 |
0 restraints | Δρmin = −0.69 e Å−3 |
[Ag(C18H15P)4](C24H20B)·C2H3N | V = 15370 (2) Å3 |
Mr = 1517.21 | Z = 8 |
Orthorhombic, Ibca | Mo Kα radiation |
a = 21.763 (2) Å | µ = 0.40 mm−1 |
b = 22.955 (2) Å | T = 150 K |
c = 30.767 (2) Å | 0.30 × 0.30 × 0.30 mm |
Enraf-Nonius CAD-4T diffractometer | Rint = 0.103 |
11437 measured reflections | 3 standard reflections every 60 min |
6511 independent reflections | intensity decay: 0.5% |
3689 reflections with I > 2σ(I) |
R[F2 > 2σ(F2)] = 0.058 | 0 restraints |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.01 | Δρmax = 0.72 e Å−3 |
6511 reflections | Δρmin = −0.69 e Å−3 |
476 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ag1 | 0.0000 | 0.2500 | 0.06285 (2) | 0.01927 (14) | |
P1 | −0.06671 (6) | 0.31841 (6) | 0.11337 (5) | 0.0226 (3) | |
P2 | 0.06968 (6) | 0.31386 (6) | 0.01336 (5) | 0.0194 (3) | |
C1 | −0.1198 (2) | 0.3690 (2) | 0.08737 (18) | 0.0206 (12) | |
C2 | −0.1059 (3) | 0.3932 (3) | 0.0480 (2) | 0.0369 (16) | |
H2 | −0.0690 | 0.3822 | 0.0336 | 0.044* | |
C3 | −0.1447 (3) | 0.4339 (2) | 0.0283 (2) | 0.0400 (17) | |
H3 | −0.1339 | 0.4506 | 0.0010 | 0.048* | |
C4 | −0.1986 (3) | 0.4499 (3) | 0.0484 (2) | 0.0401 (17) | |
H4 | −0.2250 | 0.4780 | 0.0355 | 0.048* | |
C5 | −0.2137 (3) | 0.4247 (2) | 0.0873 (2) | 0.0303 (15) | |
H5 | −0.2517 | 0.4344 | 0.1007 | 0.036* | |
C6 | −0.1752 (2) | 0.3858 (2) | 0.1072 (2) | 0.0307 (14) | |
H61 | −0.1860 | 0.3700 | 0.1348 | 0.037* | |
C7 | −0.0240 (2) | 0.3658 (2) | 0.1504 (2) | 0.0274 (13) | |
C8 | −0.0367 (2) | 0.4246 (2) | 0.15618 (19) | 0.0270 (13) | |
H8 | −0.0685 | 0.4424 | 0.1397 | 0.032* | |
C9 | −0.0036 (3) | 0.4575 (2) | 0.1856 (2) | 0.0349 (13) | |
H9 | −0.0121 | 0.4979 | 0.1886 | 0.042* | |
C10 | 0.0416 (3) | 0.4321 (3) | 0.2104 (2) | 0.0364 (16) | |
H10 | 0.0636 | 0.4546 | 0.2311 | 0.044* | |
C11 | 0.0547 (3) | 0.3738 (3) | 0.2051 (2) | 0.0389 (16) | |
H11 | 0.0861 | 0.3563 | 0.2222 | 0.047* | |
C12 | 0.0229 (3) | 0.3409 (2) | 0.17552 (19) | 0.0326 (15) | |
H12 | 0.0328 | 0.3008 | 0.1720 | 0.039* | |
C13 | −0.1176 (2) | 0.2789 (2) | 0.15006 (19) | 0.0266 (13) | |
C14 | −0.1216 (3) | 0.2895 (2) | 0.19466 (19) | 0.0326 (14) | |
H14 | −0.0970 | 0.3190 | 0.2075 | 0.039* | |
C15 | −0.1615 (3) | 0.2572 (3) | 0.2202 (2) | 0.0420 (17) | |
H15 | −0.1638 | 0.2643 | 0.2505 | 0.050* | |
C16 | −0.1975 (3) | 0.2149 (3) | 0.2018 (2) | 0.0439 (19) | |
H16 | −0.2244 | 0.1926 | 0.2195 | 0.053* | |
C17 | −0.1950 (3) | 0.2045 (3) | 0.1581 (2) | 0.0404 (17) | |
H17 | −0.2207 | 0.1756 | 0.1455 | 0.049* | |
C18 | −0.1549 (2) | 0.2363 (2) | 0.1321 (2) | 0.0310 (16) | |
H18 | −0.1531 | 0.2287 | 0.1018 | 0.037* | |
C19 | 0.1205 (2) | 0.2777 (2) | −0.02543 (19) | 0.0209 (12) | |
C20 | 0.1535 (3) | 0.2288 (2) | −0.0117 (2) | 0.0303 (15) | |
H201 | 0.1499 | 0.2154 | 0.0174 | 0.036* | |
C21 | 0.1912 (3) | 0.2002 (3) | −0.0406 (2) | 0.0379 (16) | |
H21 | 0.2132 | 0.1667 | −0.0313 | 0.045* | |
C22 | 0.1979 (3) | 0.2191 (3) | −0.0830 (2) | 0.0382 (16) | |
H22 | 0.2243 | 0.1993 | −0.1026 | 0.046* | |
C23 | 0.1655 (3) | 0.2674 (3) | −0.0961 (2) | 0.0435 (18) | |
H23 | 0.1696 | 0.2809 | −0.1252 | 0.052* | |
C24 | 0.1271 (2) | 0.2964 (2) | −0.06802 (19) | 0.0311 (13) | |
H24 | 0.1050 | 0.3296 | −0.0779 | 0.037* | |
C25 | 0.0291 (2) | 0.3661 (2) | −0.02123 (18) | 0.0237 (12) | |
C26 | −0.0191 (2) | 0.3454 (2) | −0.0467 (2) | 0.0280 (14) | |
H26 | −0.0300 | 0.3054 | −0.0453 | 0.034* | |
C27 | −0.0507 (3) | 0.3819 (3) | −0.0734 (2) | 0.0433 (17) | |
H27 | −0.0837 | 0.3671 | −0.0904 | 0.052* | |
C28 | −0.0353 (3) | 0.4398 (3) | −0.0762 (2) | 0.0477 (19) | |
H28 | −0.0576 | 0.4651 | −0.0948 | 0.057* | |
C29 | 0.0132 (3) | 0.4609 (3) | −0.0515 (2) | 0.047 (2) | |
H29 | 0.0246 | 0.5008 | −0.0536 | 0.056* | |
C30 | 0.0448 (3) | 0.4242 (2) | −0.0240 (2) | 0.0347 (15) | |
H30 | 0.0776 | 0.4390 | −0.0069 | 0.042* | |
C31 | 0.1218 (2) | 0.3606 (2) | 0.04394 (18) | 0.0232 (12) | |
C32 | 0.1839 (2) | 0.3644 (2) | 0.0365 (2) | 0.0352 (15) | |
H32 | 0.2018 | 0.3425 | 0.0136 | 0.042* | |
C33 | 0.2207 (3) | 0.3994 (3) | 0.0618 (2) | 0.0503 (19) | |
H33 | 0.2637 | 0.4011 | 0.0564 | 0.060* | |
C34 | 0.1954 (3) | 0.4320 (3) | 0.0949 (2) | 0.0437 (18) | |
H34 | 0.2208 | 0.4565 | 0.1120 | 0.052* | |
C35 | 0.1332 (3) | 0.4290 (2) | 0.1032 (2) | 0.0342 (15) | |
H35 | 0.1157 | 0.4515 | 0.1259 | 0.041* | |
C36 | 0.0967 (3) | 0.3931 (2) | 0.07824 (18) | 0.0241 (13) | |
H36 | 0.0540 | 0.3904 | 0.0843 | 0.029* | |
B1 | 0.2161 (4) | 0.0000 | 0.2500 | 0.0234 (19) | |
C37 | 0.1712 (2) | −0.0363 (2) | 0.21717 (18) | 0.0234 (13) | |
C38 | 0.1227 (2) | −0.0703 (2) | 0.23330 (19) | 0.0279 (13) | |
H38 | 0.1165 | −0.0720 | 0.2638 | 0.033* | |
C39 | 0.0830 (3) | −0.1019 (3) | 0.2061 (2) | 0.0353 (15) | |
H39 | 0.0511 | −0.1247 | 0.2185 | 0.042* | |
C40 | 0.0897 (3) | −0.1004 (3) | 0.1622 (2) | 0.0361 (16) | |
H40 | 0.0639 | −0.1230 | 0.1439 | 0.043* | |
C41 | 0.1348 (3) | −0.0652 (3) | 0.1447 (2) | 0.0429 (17) | |
H41 | 0.1386 | −0.0615 | 0.1141 | 0.051* | |
C42 | 0.1748 (3) | −0.0352 (3) | 0.17210 (18) | 0.0309 (14) | |
H42 | 0.2064 | −0.0126 | 0.1592 | 0.037* | |
C43 | 0.2614 (2) | 0.0445 (2) | 0.22240 (17) | 0.0221 (12) | |
C44 | 0.3144 (3) | 0.0240 (2) | 0.20171 (16) | 0.0247 (13) | |
H44 | 0.3229 | −0.0165 | 0.2029 | 0.030* | |
C45 | 0.3549 (2) | 0.0594 (3) | 0.17965 (19) | 0.0328 (14) | |
H45 | 0.3908 | 0.0432 | 0.1669 | 0.039* | |
C46 | 0.3434 (3) | 0.1188 (2) | 0.17599 (19) | 0.0336 (15) | |
H46 | 0.3710 | 0.1436 | 0.1607 | 0.040* | |
C47 | 0.2914 (3) | 0.1406 (2) | 0.19496 (18) | 0.0313 (14) | |
H47 | 0.2825 | 0.1810 | 0.1926 | 0.038* | |
C48 | 0.2511 (3) | 0.1044 (2) | 0.21769 (18) | 0.0268 (12) | |
H48 | 0.2154 | 0.1210 | 0.2304 | 0.032* | |
N200 | 0.0000 | 0.2500 | 0.3637 (5) | 0.172 (8) | |
C100 | 0.0000 | 0.2500 | 0.3285 (5) | 0.079 (4) | |
C300 | 0.0000 | 0.2500 | 0.2850 (6) | 0.264 (16) | |
H301 | 0.0076 | 0.2896 | 0.2744 | 0.396* | 0.50 |
H302 | −0.0400 | 0.2365 | 0.2744 | 0.396* | 0.50 |
H303 | 0.0324 | 0.2239 | 0.2744 | 0.396* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.0199 (2) | 0.0211 (2) | 0.0168 (3) | −0.0021 (4) | 0.000 | 0.000 |
P1 | 0.0234 (7) | 0.0224 (7) | 0.0221 (8) | 0.0009 (6) | 0.0045 (6) | −0.0016 (6) |
P2 | 0.0178 (7) | 0.0194 (7) | 0.0212 (8) | −0.0016 (6) | 0.0019 (6) | 0.0015 (6) |
C1 | 0.021 (3) | 0.017 (3) | 0.024 (3) | 0.000 (2) | −0.003 (2) | −0.007 (2) |
C2 | 0.034 (4) | 0.039 (4) | 0.037 (4) | 0.006 (3) | 0.002 (3) | 0.001 (3) |
C3 | 0.064 (5) | 0.030 (3) | 0.026 (4) | 0.005 (3) | −0.006 (3) | 0.004 (3) |
C4 | 0.037 (4) | 0.035 (4) | 0.048 (4) | 0.010 (3) | −0.015 (3) | −0.005 (3) |
C5 | 0.021 (3) | 0.029 (3) | 0.041 (4) | 0.004 (3) | −0.006 (3) | −0.010 (3) |
C6 | 0.025 (3) | 0.034 (3) | 0.034 (4) | −0.005 (3) | 0.003 (3) | −0.005 (3) |
C7 | 0.025 (3) | 0.028 (3) | 0.030 (4) | 0.000 (2) | 0.007 (3) | −0.008 (3) |
C8 | 0.024 (3) | 0.030 (3) | 0.027 (3) | 0.000 (3) | 0.003 (3) | 0.000 (3) |
C9 | 0.036 (3) | 0.025 (2) | 0.044 (3) | −0.002 (3) | 0.006 (4) | −0.010 (3) |
C10 | 0.025 (3) | 0.048 (4) | 0.036 (4) | −0.002 (3) | −0.002 (3) | −0.010 (3) |
C11 | 0.029 (3) | 0.046 (4) | 0.041 (4) | 0.008 (3) | −0.006 (3) | −0.003 (3) |
C12 | 0.038 (3) | 0.029 (3) | 0.031 (4) | 0.007 (3) | −0.007 (3) | −0.007 (3) |
C13 | 0.023 (3) | 0.031 (3) | 0.026 (3) | 0.008 (3) | 0.003 (3) | 0.007 (3) |
C14 | 0.036 (3) | 0.028 (3) | 0.033 (4) | 0.003 (2) | 0.007 (3) | 0.002 (3) |
C15 | 0.049 (4) | 0.048 (5) | 0.029 (3) | 0.020 (4) | 0.018 (3) | 0.010 (3) |
C16 | 0.044 (4) | 0.035 (4) | 0.053 (5) | 0.006 (3) | 0.019 (3) | 0.023 (3) |
C17 | 0.025 (3) | 0.029 (3) | 0.068 (5) | 0.005 (3) | 0.002 (3) | −0.001 (3) |
C18 | 0.031 (3) | 0.035 (4) | 0.027 (4) | 0.000 (3) | 0.004 (3) | 0.004 (3) |
C19 | 0.011 (3) | 0.015 (2) | 0.037 (4) | −0.003 (2) | 0.004 (2) | −0.001 (2) |
C20 | 0.028 (3) | 0.025 (3) | 0.038 (4) | 0.004 (2) | 0.007 (3) | 0.007 (3) |
C21 | 0.033 (3) | 0.035 (3) | 0.047 (4) | 0.010 (3) | −0.001 (3) | −0.010 (3) |
C22 | 0.032 (4) | 0.043 (4) | 0.040 (4) | 0.001 (3) | 0.011 (3) | −0.011 (3) |
C23 | 0.044 (4) | 0.055 (5) | 0.033 (4) | 0.007 (3) | 0.013 (3) | 0.003 (3) |
C24 | 0.032 (3) | 0.031 (3) | 0.030 (4) | 0.005 (3) | 0.005 (3) | 0.002 (3) |
C25 | 0.019 (3) | 0.028 (3) | 0.024 (3) | 0.004 (2) | 0.002 (2) | −0.003 (3) |
C26 | 0.021 (3) | 0.029 (3) | 0.034 (4) | −0.006 (2) | 0.001 (2) | 0.003 (3) |
C27 | 0.039 (4) | 0.060 (4) | 0.031 (4) | 0.001 (3) | −0.007 (3) | 0.006 (3) |
C28 | 0.066 (5) | 0.040 (4) | 0.037 (4) | 0.020 (4) | −0.010 (4) | 0.012 (3) |
C29 | 0.077 (7) | 0.024 (3) | 0.039 (4) | 0.006 (3) | −0.009 (3) | 0.005 (3) |
C30 | 0.044 (4) | 0.030 (3) | 0.030 (4) | −0.002 (3) | −0.006 (3) | −0.001 (3) |
C31 | 0.023 (3) | 0.023 (3) | 0.024 (3) | 0.000 (2) | 0.002 (2) | 0.001 (2) |
C32 | 0.022 (3) | 0.038 (3) | 0.046 (4) | −0.005 (3) | 0.007 (3) | −0.015 (3) |
C33 | 0.024 (3) | 0.055 (4) | 0.072 (6) | −0.008 (3) | 0.008 (4) | −0.024 (4) |
C34 | 0.045 (4) | 0.034 (4) | 0.052 (5) | −0.014 (3) | −0.015 (4) | −0.016 (3) |
C35 | 0.039 (4) | 0.034 (3) | 0.030 (4) | 0.004 (3) | 0.000 (3) | −0.010 (3) |
C36 | 0.026 (3) | 0.021 (3) | 0.025 (3) | 0.001 (3) | 0.002 (2) | −0.001 (2) |
B1 | 0.029 (5) | 0.019 (4) | 0.022 (5) | 0.000 | 0.000 | −0.004 (4) |
C37 | 0.027 (3) | 0.022 (3) | 0.021 (3) | 0.006 (2) | 0.001 (2) | −0.002 (2) |
C38 | 0.033 (3) | 0.030 (3) | 0.020 (3) | −0.004 (3) | 0.000 (3) | 0.002 (2) |
C39 | 0.028 (3) | 0.038 (4) | 0.041 (4) | −0.004 (3) | −0.001 (3) | −0.001 (3) |
C40 | 0.035 (4) | 0.038 (4) | 0.035 (4) | −0.006 (3) | −0.002 (3) | −0.011 (3) |
C41 | 0.046 (4) | 0.060 (5) | 0.023 (4) | −0.005 (4) | −0.003 (3) | −0.010 (3) |
C42 | 0.027 (3) | 0.038 (3) | 0.028 (3) | −0.006 (3) | 0.007 (3) | −0.007 (3) |
C43 | 0.023 (3) | 0.025 (3) | 0.018 (3) | 0.002 (2) | −0.005 (2) | −0.006 (2) |
C44 | 0.033 (3) | 0.023 (3) | 0.018 (3) | 0.000 (2) | 0.003 (2) | 0.004 (2) |
C45 | 0.028 (3) | 0.044 (3) | 0.027 (4) | −0.001 (3) | 0.008 (3) | −0.005 (3) |
C46 | 0.034 (3) | 0.037 (3) | 0.030 (4) | −0.014 (3) | 0.011 (3) | 0.003 (3) |
C47 | 0.047 (3) | 0.026 (3) | 0.020 (3) | −0.002 (3) | −0.001 (3) | 0.005 (2) |
C48 | 0.025 (3) | 0.032 (3) | 0.024 (3) | −0.001 (2) | 0.002 (3) | −0.005 (3) |
N200 | 0.28 (2) | 0.175 (14) | 0.065 (11) | 0.120 (16) | 0.000 | 0.000 |
C100 | 0.118 (10) | 0.060 (7) | 0.060 (9) | 0.039 (9) | 0.000 | 0.000 |
C300 | 0.59 (5) | 0.119 (14) | 0.088 (17) | 0.17 (2) | 0.000 | 0.000 |
Ag1—P2i | 2.6013 (13) | C25—C30 | 1.378 (7) |
Ag1—P2 | 2.6014 (13) | C25—C26 | 1.393 (7) |
Ag1—P1i | 2.6435 (14) | C26—C27 | 1.360 (8) |
Ag1—P1 | 2.6436 (14) | C26—H26 | 0.9500 |
P1—C1 | 1.822 (5) | C27—C28 | 1.373 (9) |
P1—C13 | 1.823 (6) | C27—H27 | 0.9500 |
P1—C7 | 1.829 (6) | C28—C29 | 1.387 (9) |
P2—C31 | 1.822 (5) | C28—H28 | 0.9500 |
P2—C19 | 1.827 (5) | C29—C30 | 1.380 (8) |
P2—C25 | 1.830 (6) | C29—H29 | 0.9500 |
C1—C2 | 1.368 (8) | C30—H30 | 0.9500 |
C1—C6 | 1.405 (7) | C31—C32 | 1.374 (7) |
C2—C3 | 1.398 (8) | C31—C36 | 1.403 (8) |
C2—H2 | 0.9500 | C32—C33 | 1.374 (8) |
C3—C4 | 1.376 (9) | C32—H32 | 0.9500 |
C3—H3 | 0.9500 | C33—C34 | 1.378 (9) |
C4—C5 | 1.367 (9) | C33—H33 | 0.9500 |
C4—H4 | 0.9500 | C34—C35 | 1.378 (9) |
C5—C6 | 1.372 (8) | C34—H34 | 0.9500 |
C5—H5 | 0.9500 | C35—C36 | 1.377 (8) |
C6—H61 | 0.9500 | C35—H35 | 0.9500 |
C7—C8 | 1.388 (7) | C36—H36 | 0.9500 |
C7—C12 | 1.404 (7) | B1—C37 | 1.633 (7) |
C8—C9 | 1.380 (8) | B1—C37ii | 1.633 (7) |
C8—H8 | 0.9500 | B1—C43ii | 1.656 (7) |
C9—C10 | 1.376 (9) | B1—C43 | 1.656 (7) |
C9—H9 | 0.9500 | C37—C42 | 1.389 (8) |
C10—C11 | 1.377 (8) | C37—C38 | 1.404 (7) |
C10—H10 | 0.9500 | C38—C39 | 1.405 (8) |
C11—C12 | 1.372 (8) | C38—H38 | 0.9500 |
C11—H11 | 0.9500 | C39—C40 | 1.359 (8) |
C12—H12 | 0.9500 | C39—H39 | 0.9500 |
C13—C18 | 1.385 (7) | C40—C41 | 1.380 (8) |
C13—C14 | 1.397 (8) | C40—H40 | 0.9500 |
C14—C15 | 1.385 (8) | C41—C42 | 1.393 (8) |
C14—H14 | 0.9500 | C41—H41 | 0.9500 |
C15—C16 | 1.370 (9) | C42—H42 | 0.9500 |
C15—H15 | 0.9500 | C43—C44 | 1.398 (7) |
C16—C17 | 1.367 (9) | C43—C48 | 1.400 (7) |
C16—H16 | 0.9500 | C44—C45 | 1.378 (7) |
C17—C18 | 1.390 (8) | C44—H44 | 0.9500 |
C17—H17 | 0.9500 | C45—C46 | 1.390 (8) |
C18—H18 | 0.9500 | C45—H45 | 0.9500 |
C19—C24 | 1.387 (8) | C46—C47 | 1.369 (8) |
C19—C20 | 1.397 (7) | C46—H46 | 0.9500 |
C20—C21 | 1.379 (8) | C47—C48 | 1.396 (7) |
C20—H201 | 0.9500 | C47—H47 | 0.9500 |
C21—C22 | 1.381 (9) | C48—H48 | 0.9500 |
C21—H21 | 0.9500 | N200—C100 | 1.083 (17) |
C22—C23 | 1.374 (8) | C100—C300 | 1.34 (2) |
C22—H22 | 0.9500 | C300—H301 | 0.9800 |
C23—C24 | 1.374 (8) | C300—H302 | 0.9800 |
C23—H23 | 0.9500 | C300—H303 | 0.9800 |
C24—H24 | 0.9500 | ||
P2i—Ag1—P2 | 108.34 (6) | C23—C24—H24 | 119.7 |
P2i—Ag1—P1i | 109.24 (4) | C19—C24—H24 | 119.7 |
P2—Ag1—P1i | 111.02 (4) | C30—C25—C26 | 118.8 (5) |
P2i—Ag1—P1 | 111.02 (4) | C30—C25—P2 | 123.4 (4) |
P2—Ag1—P1 | 109.24 (4) | C26—C25—P2 | 117.8 (4) |
P1i—Ag1—P1 | 107.98 (7) | C27—C26—C25 | 120.7 (5) |
C1—P1—C13 | 101.7 (2) | C27—C26—H26 | 119.6 |
C1—P1—C7 | 102.5 (2) | C25—C26—H26 | 119.6 |
C13—P1—C7 | 102.6 (3) | C26—C27—C28 | 120.6 (6) |
C1—P1—Ag1 | 117.93 (18) | C26—C27—H27 | 119.7 |
C13—P1—Ag1 | 113.70 (18) | C28—C27—H27 | 119.7 |
C7—P1—Ag1 | 116.17 (18) | C27—C28—C29 | 119.4 (6) |
C31—P2—C19 | 103.2 (2) | C27—C28—H28 | 120.3 |
C31—P2—C25 | 102.4 (2) | C29—C28—H28 | 120.3 |
C19—P2—C25 | 102.1 (3) | C30—C29—C28 | 120.1 (6) |
C31—P2—Ag1 | 113.09 (18) | C30—C29—H29 | 120.0 |
C19—P2—Ag1 | 118.64 (16) | C28—C29—H29 | 120.0 |
C25—P2—Ag1 | 115.38 (18) | C25—C30—C29 | 120.4 (6) |
C2—C1—C6 | 117.6 (5) | C25—C30—H30 | 119.8 |
C2—C1—P1 | 120.6 (4) | C29—C30—H30 | 119.8 |
C6—C1—P1 | 121.8 (4) | C32—C31—C36 | 118.2 (5) |
C1—C2—C3 | 121.5 (6) | C32—C31—P2 | 124.4 (4) |
C1—C2—H2 | 119.2 | C36—C31—P2 | 117.3 (4) |
C3—C2—H2 | 119.2 | C31—C32—C33 | 121.1 (6) |
C4—C3—C2 | 119.8 (6) | C31—C32—H32 | 119.4 |
C4—C3—H3 | 120.1 | C33—C32—H32 | 119.4 |
C2—C3—H3 | 120.1 | C32—C33—C34 | 120.1 (6) |
C5—C4—C3 | 119.1 (6) | C32—C33—H33 | 119.9 |
C5—C4—H4 | 120.4 | C34—C33—H33 | 119.9 |
C3—C4—H4 | 120.4 | C33—C34—C35 | 120.1 (6) |
C4—C5—C6 | 121.3 (6) | C33—C34—H34 | 119.9 |
C4—C5—H5 | 119.3 | C35—C34—H34 | 119.9 |
C6—C5—H5 | 119.3 | C36—C35—C34 | 119.6 (6) |
C5—C6—C1 | 120.6 (6) | C36—C35—H35 | 120.2 |
C5—C6—H61 | 119.7 | C34—C35—H35 | 120.2 |
C1—C6—H61 | 119.7 | C35—C36—C31 | 120.8 (6) |
C8—C7—C12 | 118.1 (5) | C35—C36—H36 | 119.6 |
C8—C7—P1 | 123.9 (5) | C31—C36—H36 | 119.6 |
C12—C7—P1 | 118.0 (4) | C37—B1—C37ii | 106.6 (6) |
C9—C8—C7 | 120.8 (5) | C37—B1—C43ii | 111.0 (2) |
C9—C8—H8 | 119.6 | C37ii—B1—C43ii | 110.7 (3) |
C7—C8—H8 | 119.6 | C37—B1—C43 | 110.7 (3) |
C10—C9—C8 | 120.3 (5) | C37ii—B1—C43 | 111.0 (2) |
C10—C9—H9 | 119.8 | C43ii—B1—C43 | 106.8 (6) |
C8—C9—H9 | 119.8 | C42—C37—C38 | 113.9 (5) |
C9—C10—C11 | 119.7 (6) | C42—C37—B1 | 125.1 (5) |
C9—C10—H10 | 120.2 | C38—C37—B1 | 121.0 (5) |
C11—C10—H10 | 120.2 | C37—C38—C39 | 122.6 (6) |
C12—C11—C10 | 120.6 (6) | C37—C38—H38 | 118.7 |
C12—C11—H11 | 119.7 | C39—C38—H38 | 118.7 |
C10—C11—H11 | 119.7 | C40—C39—C38 | 120.8 (6) |
C11—C12—C7 | 120.5 (5) | C40—C39—H39 | 119.6 |
C11—C12—H12 | 119.7 | C38—C39—H39 | 119.6 |
C7—C12—H12 | 119.7 | C39—C40—C41 | 118.7 (6) |
C18—C13—C14 | 118.5 (5) | C39—C40—H40 | 120.7 |
C18—C13—P1 | 117.5 (5) | C41—C40—H40 | 120.7 |
C14—C13—P1 | 124.0 (4) | C40—C41—C42 | 119.9 (6) |
C15—C14—C13 | 120.1 (6) | C40—C41—H41 | 120.1 |
C15—C14—H14 | 119.9 | C42—C41—H41 | 120.1 |
C13—C14—H14 | 119.9 | C37—C42—C41 | 124.0 (6) |
C16—C15—C14 | 120.3 (6) | C37—C42—H42 | 118.0 |
C16—C15—H15 | 119.9 | C41—C42—H42 | 118.0 |
C14—C15—H15 | 119.9 | C44—C43—C48 | 114.6 (5) |
C17—C16—C15 | 120.5 (6) | C44—C43—B1 | 121.2 (5) |
C17—C16—H16 | 119.7 | C48—C43—B1 | 124.3 (4) |
C15—C16—H16 | 119.7 | C45—C44—C43 | 123.6 (5) |
C16—C17—C18 | 119.8 (6) | C45—C44—H44 | 118.2 |
C16—C17—H17 | 120.1 | C43—C44—H44 | 118.2 |
C18—C17—H17 | 120.1 | C44—C45—C46 | 120.2 (5) |
C13—C18—C17 | 120.7 (6) | C44—C45—H45 | 119.9 |
C13—C18—H18 | 119.6 | C46—C45—H45 | 119.9 |
C17—C18—H18 | 119.6 | C47—C46—C45 | 118.2 (5) |
C24—C19—C20 | 118.8 (5) | C47—C46—H46 | 120.9 |
C24—C19—P2 | 122.7 (4) | C45—C46—H46 | 120.9 |
C20—C19—P2 | 118.6 (4) | C46—C47—C48 | 121.1 (5) |
C21—C20—C19 | 119.5 (6) | C46—C47—H47 | 119.5 |
C21—C20—H201 | 120.2 | C48—C47—H47 | 119.5 |
C19—C20—H201 | 120.2 | C47—C48—C43 | 122.4 (5) |
C20—C21—C22 | 121.5 (6) | C47—C48—H48 | 118.8 |
C20—C21—H21 | 119.2 | C43—C48—H48 | 118.8 |
C22—C21—H21 | 119.2 | N200—C100—C300 | 180.0 |
C23—C22—C21 | 118.5 (6) | C100—C300—H301 | 109.5 |
C23—C22—H22 | 120.7 | C100—C300—H302 | 109.5 |
C21—C22—H22 | 120.7 | H301—C300—H302 | 109.5 |
C22—C23—C24 | 121.2 (6) | C100—C300—H303 | 109.5 |
C22—C23—H23 | 119.4 | H301—C300—H303 | 109.5 |
C24—C23—H23 | 119.4 | H302—C300—H303 | 109.5 |
C23—C24—C19 | 120.5 (5) | ||
P2i—Ag1—P1—C1 | −58.1 (2) | Ag1—P2—C19—C20 | −43.5 (4) |
P2—Ag1—P1—C1 | 61.3 (2) | C24—C19—C20—C21 | −0.5 (8) |
P1i—Ag1—P1—C1 | −177.8 (2) | P2—C19—C20—C21 | 178.8 (5) |
P2i—Ag1—P1—C13 | 60.8 (2) | C19—C20—C21—C22 | 0.8 (9) |
P2—Ag1—P1—C13 | −179.7 (2) | C20—C21—C22—C23 | −0.5 (9) |
P1i—Ag1—P1—C13 | −58.9 (2) | C21—C22—C23—C24 | −0.1 (9) |
P2i—Ag1—P1—C7 | 179.7 (2) | C22—C23—C24—C19 | 0.3 (9) |
P2—Ag1—P1—C7 | −60.9 (2) | C20—C19—C24—C23 | 0.0 (8) |
P1i—Ag1—P1—C7 | 59.9 (2) | P2—C19—C24—C23 | −179.3 (5) |
P2i—Ag1—P2—C31 | −179.4 (2) | C31—P2—C25—C30 | 7.2 (6) |
P1i—Ag1—P2—C31 | −59.4 (2) | C19—P2—C25—C30 | −99.4 (5) |
P1—Ag1—P2—C31 | 59.5 (2) | Ag1—P2—C25—C30 | 130.5 (5) |
P2i—Ag1—P2—C19 | −58.4 (2) | C31—P2—C25—C26 | −174.3 (4) |
P1i—Ag1—P2—C19 | 61.6 (2) | C19—P2—C25—C26 | 79.0 (5) |
P1—Ag1—P2—C19 | −179.5 (2) | Ag1—P2—C25—C26 | −51.1 (5) |
P2i—Ag1—P2—C25 | 63.18 (19) | C30—C25—C26—C27 | −0.8 (9) |
P1i—Ag1—P2—C25 | −176.86 (19) | P2—C25—C26—C27 | −179.3 (5) |
P1—Ag1—P2—C25 | −57.9 (2) | C25—C26—C27—C28 | 0.6 (10) |
C13—P1—C1—C2 | −158.1 (5) | C26—C27—C28—C29 | 0.3 (11) |
C7—P1—C1—C2 | 96.0 (5) | C27—C28—C29—C30 | −1.0 (11) |
Ag1—P1—C1—C2 | −33.0 (6) | C26—C25—C30—C29 | 0.1 (9) |
C13—P1—C1—C6 | 23.8 (5) | P2—C25—C30—C29 | 178.5 (5) |
C7—P1—C1—C6 | −82.1 (5) | C28—C29—C30—C25 | 0.8 (11) |
Ag1—P1—C1—C6 | 148.9 (4) | C19—P2—C31—C32 | 0.4 (6) |
C6—C1—C2—C3 | 0.9 (9) | C25—P2—C31—C32 | −105.4 (5) |
P1—C1—C2—C3 | −177.3 (5) | Ag1—P2—C31—C32 | 129.8 (5) |
C1—C2—C3—C4 | −0.7 (10) | C19—P2—C31—C36 | −177.4 (4) |
C2—C3—C4—C5 | −1.0 (9) | C25—P2—C31—C36 | 76.8 (5) |
C3—C4—C5—C6 | 2.6 (9) | Ag1—P2—C31—C36 | −48.0 (5) |
C4—C5—C6—C1 | −2.4 (9) | C36—C31—C32—C33 | −0.3 (9) |
C2—C1—C6—C5 | 0.6 (8) | P2—C31—C32—C33 | −178.0 (5) |
P1—C1—C6—C5 | 178.8 (4) | C31—C32—C33—C34 | −0.9 (11) |
C1—P1—C7—C8 | 3.7 (6) | C32—C33—C34—C35 | 1.0 (11) |
C13—P1—C7—C8 | −101.6 (5) | C33—C34—C35—C36 | 0.2 (10) |
Ag1—P1—C7—C8 | 133.8 (4) | C34—C35—C36—C31 | −1.4 (9) |
C1—P1—C7—C12 | −178.4 (5) | C32—C31—C36—C35 | 1.5 (9) |
C13—P1—C7—C12 | 76.3 (5) | P2—C31—C36—C35 | 179.3 (4) |
Ag1—P1—C7—C12 | −48.4 (5) | C37ii—B1—C37—C42 | 127.5 (6) |
C12—C7—C8—C9 | 0.5 (9) | C43ii—B1—C37—C42 | −111.8 (5) |
P1—C7—C8—C9 | 178.3 (5) | C43—B1—C37—C42 | 6.6 (8) |
C7—C8—C9—C10 | −1.6 (10) | C37ii—B1—C37—C38 | −49.7 (4) |
C8—C9—C10—C11 | 1.6 (10) | C43ii—B1—C37—C38 | 71.0 (7) |
C9—C10—C11—C12 | −0.4 (10) | C43—B1—C37—C38 | −170.6 (5) |
C10—C11—C12—C7 | −0.7 (10) | C42—C37—C38—C39 | 2.2 (8) |
C8—C7—C12—C11 | 0.7 (9) | B1—C37—C38—C39 | 179.7 (5) |
P1—C7—C12—C11 | −177.3 (5) | C37—C38—C39—C40 | −0.7 (9) |
C1—P1—C13—C18 | 77.3 (4) | C38—C39—C40—C41 | −2.5 (10) |
C7—P1—C13—C18 | −176.8 (4) | C39—C40—C41—C42 | 4.0 (10) |
Ag1—P1—C13—C18 | −50.5 (5) | C38—C37—C42—C41 | −0.7 (9) |
C1—P1—C13—C14 | −101.8 (5) | B1—C37—C42—C41 | −178.0 (5) |
C7—P1—C13—C14 | 4.0 (5) | C40—C41—C42—C37 | −2.5 (10) |
Ag1—P1—C13—C14 | 130.3 (4) | C37—B1—C43—C44 | −79.6 (6) |
C18—C13—C14—C15 | 1.1 (8) | C37ii—B1—C43—C44 | 162.1 (5) |
P1—C13—C14—C15 | −179.7 (4) | C43ii—B1—C43—C44 | 41.3 (4) |
C13—C14—C15—C16 | −0.5 (9) | C37—B1—C43—C48 | 100.5 (5) |
C14—C15—C16—C17 | −0.7 (10) | C37ii—B1—C43—C48 | −17.7 (7) |
C15—C16—C17—C18 | 1.2 (10) | C43ii—B1—C43—C48 | −138.5 (6) |
C14—C13—C18—C17 | −0.6 (8) | C48—C43—C44—C45 | 2.3 (8) |
P1—C13—C18—C17 | −179.8 (4) | B1—C43—C44—C45 | −177.6 (5) |
C16—C17—C18—C13 | −0.5 (9) | C43—C44—C45—C46 | −1.8 (9) |
C31—P2—C19—C24 | −98.3 (5) | C44—C45—C46—C47 | 0.3 (9) |
C25—P2—C19—C24 | 7.7 (5) | C45—C46—C47—C48 | 0.5 (9) |
Ag1—P2—C19—C24 | 135.8 (4) | C46—C47—C48—C43 | 0.0 (9) |
C31—P2—C19—C20 | 82.4 (4) | C44—C43—C48—C47 | −1.4 (8) |
C25—P2—C19—C20 | −171.6 (4) | B1—C43—C48—C47 | 178.5 (5) |
Symmetry codes: (i) −x, −y+1/2, z; (ii) x, −y, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Ag(C18H15P)4](C24H20B)·C2H3N |
Mr | 1517.21 |
Crystal system, space group | Orthorhombic, Ibca |
Temperature (K) | 150 |
a, b, c (Å) | 21.763 (2), 22.955 (2), 30.767 (2) |
V (Å3) | 15370 (2) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.40 |
Crystal size (mm) | 0.30 × 0.30 × 0.30 |
Data collection | |
Diffractometer | Enraf-Nonius CAD-4T diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11437, 6511, 3689 |
Rint | 0.103 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.058, 0.140, 1.01 |
No. of reflections | 6511 |
No. of parameters | 476 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.72, −0.69 |
Computer programs: locally modified CAD-4 Software (Enraf-Nonius, 1989), SET4 (de Boer & Duisenberg, 1984), HELENA (Spek, 1997), DIRDIF (Beurksens et al., 1999), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2000).
Ag1—P2 | 2.6014 (13) | Ag1—P1 | 2.6436 (14) |
P2i—Ag1—P2 | 108.34 (6) | P2—Ag1—P1 | 109.24 (4) |
P2i—Ag1—P1 | 111.02 (4) | P1i—Ag1—P1 | 107.98 (7) |
Symmetry code: (i) −x, −y+1/2, z. |
In the title compound, (I), the Ag ion resides on a crystallographic twofold rotation axis and is tetrahedrally coordinated, with P—Ag—P angles ranging from 107.98 (7) to 111.02 (4)° [average 109.5 (13)°]. There is a disparity between the two independent Ag—P distances [2.6014 (13) and 2.6435 (14) Å], these values being somewhat shorter than those found in six related [Ag{P(C6H5)}4]+ cations in the Cambridge Structural Database (Version 5.18, April 2000; Allen & Kennard, 1993). This is, in part, due to the temperature differences (all previous determinations are at room temperature) but also the packing effects of various anions. The B atom in the tetraphenylborate anion and all the non-H atoms in the acetonitrile solvent molecule are also located on twofold axes. The geometric parameters associated with the [BPh4]− anion are normal. The solvent appears to be disordered across the twofold axis, resulting in a shorter than expected C—C bond. Complex (I) is isomorphous with an Au analogue also measured at 150 K (Jones, 1980), but shows none of the 7:1 tetrahedral–trigonal disorder associated with the central Au atom in the latter complex. The Ag—P distances are longer than the Au—P distances observed in studies on isostructural Ag/Au phosphine complexes (Bowmaker et al., 1997). \scheme