Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270101014159/bm1466sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270101014159/bm1466Isup2.hkl |
CCDC reference: 175072
The title complex was prepared according to the method of Irisli et al. (1997). Recrystallization from methanol yielded colourless crystals suitable for X-ray analysis.
H atoms were placed in calculated positions, with C—H distances of 0.93 and 0.97 Å for aromatic and methylene H atoms, respectively, and were refined as riding, with Uiso(H) = 1.2Ueq(C). PLATON (Spek, 1990) indicated the presence of solvent-accessible voids. However, no additional electron density was found in the difference map. The largest difference peak was 0.71 Å from Pt and attributable to the ripple caused by series termination.
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1993); cell refinement: CAD-4 EXPRESS; data reduction: CAD-4 EXPRESS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
[Pt(C25H22P2)(C27H26P2)]Br2 | Z = 2 |
Mr = 1151.69 | F(000) = 1136 |
Triclinic, P1 | Dx = 1.549 Mg m−3 |
a = 12.534 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.044 (2) Å | Cell parameters from 25 reflections |
c = 17.633 (2) Å | θ = 9.9–18.0° |
α = 104.059 (9)° | µ = 4.62 mm−1 |
β = 96.781 (9)° | T = 293 K |
γ = 114.31 (1)° | Rectangular prism, colourless |
V = 2469.8 (6) Å3 | 0.12 × 0.08 × 0.04 mm |
Enraf-Nonius CAD-4 diffractometer | 7119 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.000 |
Graphite monochromator | θmax = 26.3°, θmin = 2.3° |
ω/2θ scans | h = 0→15 |
Absorption correction: ψ scan (MolEN; Fair, 1990) | k = −16→14 |
Tmin = 0.80, Tmax = 0.99 | l = −21→21 |
10023 measured reflections | 3 standard reflections every 120 min |
10023 independent reflections | intensity decay: random variation +−0.8% |
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) = 0.154 | H-atom parameters constrained |
S = 1.28 | w = 1/[σ2(Fo2) + (0.08P)2 + 0.929P] where P = (Fo2 + 2Fc2)/3 |
10023 reflections | (Δ/σ)max = 0.007 |
532 parameters | Δρmax = 2.14 e Å−3 |
0 restraints | Δρmin = −0.61 e Å−3 |
[Pt(C25H22P2)(C27H26P2)]Br2 | γ = 114.31 (1)° |
Mr = 1151.69 | V = 2469.8 (6) Å3 |
Triclinic, P1 | Z = 2 |
a = 12.534 (2) Å | Mo Kα radiation |
b = 13.044 (2) Å | µ = 4.62 mm−1 |
c = 17.633 (2) Å | T = 293 K |
α = 104.059 (9)° | 0.12 × 0.08 × 0.04 mm |
β = 96.781 (9)° |
Enraf-Nonius CAD-4 diffractometer | 7119 reflections with I > 2σ(I) |
Absorption correction: ψ scan (MolEN; Fair, 1990) | Rint = 0.000 |
Tmin = 0.80, Tmax = 0.99 | 3 standard reflections every 120 min |
10023 measured reflections | intensity decay: random variation +−0.8% |
10023 independent reflections |
R[F2 > 2σ(F2)] = 0.045 | 0 restraints |
wR(F2) = 0.154 | H-atom parameters constrained |
S = 1.28 | Δρmax = 2.14 e Å−3 |
10023 reflections | Δρmin = −0.61 e Å−3 |
532 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. Least-square plane data from SHELXL97 refinement run: Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) - 5.6522 (0.0150) x - 4.9192 (0.0148) y + 15.1046 (0.0113) z = 1.8567 (0.0173) * -0.0858 (0.0016) Pt * 0.0049 (0.0018) P1 * 0.0413 (0.0018) P2 * -0.0028 (0.0021) P3 * 0.0423 (0.0021) P4 - 0.9492 (0.0190) C1 - 0.5490 (0.0199) C2 - 0.9382 (0.0160) C3 0.8415 (0.0170) C4 Rms deviation of fitted atoms = 0.0467 5.6555 (0.0463) x + 6.7510 (0.0434) y - 12.7209 (0.0520) z = 1.1187 (0.0582) Angle to previous plane (with approximate e.s.d.) = 14.34 (0.45) * 0.2367 (0.0046) Pt * -0.2674 (0.0077) P1 * -0.2825 (0.0069) P2 * 0.2858 (0.0125) C1 * -0.2686 (0.0138) C2 * 0.2960 (0.0109) C3 0.6363 (0.0142) P3 0.5804 (0.0132) P4 0.0475 (0.0236) C4 Rms deviation of fitted atoms = 0.2735 - 5.6522 (0.0150) x - 4.9192 (0.0148) y + 15.1046 (0.0113) z = 1.8567 (0.0173) Angle to previous plane (with approximate e.s.d.) = 14.34 (0.45) * -0.0858 (0.0016) Pt * 0.0049 (0.0018) P1 * 0.0413 (0.0018) P2 * -0.0028 (0.0021) P3 * 0.0423 (0.0021) P4 - 0.9492 (0.0190) C1 - 0.5490 (0.0199) C2 - 0.9382 (0.0160) C3 0.8415 (0.0170) C4 Rms deviation of fitted atoms = 0.0467 5.3811 (0.0298) x + 7.1108 (0.0408) y - 12.5538 (0.0598) z = 1.6708 (0.0699) Angle to previous plane (with approximate e.s.d.) = 15.77 (0.42) * -0.1797 (0.0047) Pt * 0.2355 (0.0055) P3 * -0.2954 (0.0065) C4 * 0.2397 (0.0057) P4 - 0.6857 (0.0139) P1 - 0.7735 (0.0138) P2 - 0.1831 (0.0290) C1 - 0.7792 (0.0308) C2 - 0.2289 (0.0268) C3 Rms deviation of fitted atoms = 0.2411 5.6555 (0.0463) x + 6.7510 (0.0434) y - 12.7209 (0.0520) z = 1.1187 (0.0582) Angle to previous plane (with approximate e.s.d.) = 1.90 (0.68) * 0.2367 (0.0046) Pt * -0.2674 (0.0077) P1 * -0.2825 (0.0069) P2 * 0.2858 (0.0125) C1 * -0.2686 (0.0138) C2 * 0.2960 (0.0109) C3 0.6363 (0.0142) P3 0.5804 (0.0132) P4 0.0475 (0.0236) C4 Rms deviation of fitted atoms = 0.2735 - 5.6509 (0.0150) x - 4.9122 (0.0147) y + 15.1120 (0.0112) z = 1.8901 (0.0173) Angle to previous plane (with approximate e.s.d.) = 14.39 (0.45) * -0.0183 (0.0017) P1 * 0.0184 (0.0017) P2 * -0.0225 (0.0021) P3 * 0.0224 (0.0021) P4 - 0.1073 (0.0020) Pt Rms deviation of fitted atoms = 0.0205 5.3811 (0.0298) x + 7.1108 (0.0408) y - 12.5538 (0.0598) z = 1.6708 (0.0699) Angle to previous plane (with approximate e.s.d.) = 15.82 (0.42) * -0.1797 (0.0047) Pt * 0.2355 (0.0055) P3 * -0.2954 (0.0065) C4 * 0.2397 (0.0057) P4 - 0.6857 (0.0139) P1 - 0.7735 (0.0138) P2 - 0.1831 (0.0290) C1 - 0.7792 (0.0308) C2 - 0.2289 (0.0268) C3 Rms deviation of fitted atoms = 0.2411 5.6555 (0.0463) x + 6.7510 (0.0434) y - 12.7209 (0.0520) z = 1.1187 (0.0582) Angle to previous plane (with approximate e.s.d.) = 1.90 (0.68) * 0.2367 (0.0046) Pt * -0.2674 (0.0077) P1 * -0.2825 (0.0069) P2 * 0.2858 (0.0125) C1 * -0.2686 (0.0138) C2 * 0.2960 (0.0109) C3 0.6363 (0.0142) P3 0.5804 (0.0132) P4 0.0475 (0.0236) C4 Rms deviation of fitted atoms = 0.2735 5.0532 (0.0459) x + 8.5505 (0.0437) y - 8.5412 (0.1147) z = 4.1976 (0.0839) Angle to previous plane (with approximate e.s.d.) = 18.50 (0.67) * 0.0063 (0.0064) P1 * -0.0063 (0.0066) P2 * -0.0081 (0.0081) C1 * 0.0081 (0.0083) C3 0.9810 (0.0111) Pt -0.7191 (0.0238) C2 Rms deviation of fitted atoms = 0.0072 -0.3685 (0.1036) x + 5.5272 (0.0938) y + 12.2944 (0.1017) z = 11.1834 (0.0307) Angle to previous plane (with approximate e.s.d.) = 75.26 (0.60) * 0.0172 (0.0125) C11 * -0.0185 (0.0140) C12 * 0.0123 (0.0146) C13 * -0.0051 (0.0151) C14 * 0.0037 (0.0145) C15 * -0.0096 (0.0130) C16 - 0.0926 (0.0257) P1 Rms deviation of fitted atoms = 0.0124 10.1281 (0.0601) x - 11.2820 (0.0555) y + 2.8888 (0.1525) z = 1.9942 (0.1155) Angle to previous plane (with approximate e.s.d.) = 77.36 (0.69) * 0.0106 (0.0129) C21 * -0.0110 (0.0131) C22 * 0.0060 (0.0141) C23 * -0.0010 (0.0164) C24 * 0.0011 (0.0184) C25 * -0.0057 (0.0165) C26 0.0660 (0.0257) P1 Rms deviation of fitted atoms = 0.0071 10.2718 (0.0625) x - 3.9837 (0.1067) y + 7.5773 (0.1377) z = 12.8317 (0.0572) Angle to previous plane (with approximate e.s.d.) = 46.70 (0.69) * -0.0042 (0.0129) C31 * 0.0042 (0.0133) C32 * -0.0062 (0.0153) C33 * 0.0083 (0.0167) C34 * -0.0082 (0.0161) C35 * 0.0061 (0.0147) C36 0.0426 (0.0271) P2 Rms deviation of fitted atoms = 0.0064 - 2.7491 (0.1000) x + 8.4739 (0.0825) y + 9.5660 (0.1214) z = 9.0130 (0.1139) Angle to previous plane (with approximate e.s.d.) = 74.00 (0.68) * -0.0171 (0.0122) C41 * 0.0250 (0.0129) C42 * -0.0101 (0.0154) C43 * -0.0130 (0.0159) C44 * 0.0211 (0.0148) C45 * -0.0060 (0.0137) C46 - 0.0731 (0.0259) P2 Rms deviation of fitted atoms = 0.0167 - 2.0569 (0.1119) x + 8.4856 (0.0861) y + 9.1804 (0.1339) z = 12.9621 (0.1161) Angle to previous plane (with approximate e.s.d.) = 3.52 (1.49) * 0.0140 (0.0126) C51 * -0.0234 (0.0145) C52 * 0.0201 (0.0170) C53 * -0.0077 (0.0174) C54 * -0.0010 (0.0167) C55 * -0.0020 (0.0148) C56 - 0.1073 (0.0265) P3 Rms deviation of fitted atoms = 0.0142 10.2540 (0.0603) x - 10.6817 (0.0634) y + 5.0192 (0.1560) z = 6.1519 (0.1524) Angle to previous plane (with approximate e.s.d.) = 72.34 (0.69) * -0.0095 (0.0128) C61 * 0.0091 (0.0144) C62 * -0.0082 (0.0178) C63 * 0.0075 (0.0188) C64 * -0.0080 (0.0178) C65 * 0.0091 (0.0145) C66 - 0.0020 (0.0262) P3 Rms deviation of fitted atoms = 0.0086 11.4599 (0.0434) x - 5.2374 (0.0917) y + 4.9501 (0.1417) z = 9.8334 (0.1086) Angle to previous plane (with approximate e.s.d.) = 31.38 (0.73) * -0.0214 (0.0120) C71 * 0.0317 (0.0133) C72 * -0.0163 (0.0152) C73 * -0.0095 (0.0154) C74 * 0.0192 (0.0149) C75 * -0.0037 (0.0140) C76 - 0.0883 (0.0244) P4 Rms deviation of fitted atoms = 0.0192 1.8381 (0.1005) x + 8.9466 (0.0800) y + 4.2747 (0.1540) z = 13.4016 (0.0648) Angle to previous plane (with approximate e.s.d.) = 70.38 (0.69) * 0.0061 (0.0120) C81 * -0.0009 (0.0126) C82 * -0.0035 (0.0136) C83 * 0.0031 (0.0164) C84 * 0.0020 (0.0181) C85 * -0.0067 (0.0153) C86 0.1060 (0.0255) P4 Rms deviation of fitted atoms = 0.0042 |
x | y | z | Uiso*/Ueq | ||
Pt | 0.94915 (5) | 0.76574 (5) | 0.72180 (3) | 0.0503 (2) | |
P1 | 0.7654 (4) | 0.6648 (3) | 0.6262 (2) | 0.0557 (9) | |
P2 | 0.9787 (4) | 0.5975 (3) | 0.6865 (2) | 0.0539 (9) | |
P3 | 1.1181 (4) | 0.8877 (3) | 0.8302 (2) | 0.0549 (8) | |
P4 | 0.9417 (3) | 0.9414 (3) | 0.7847 (2) | 0.0529 (8) | |
Br1 | 0.19117 (19) | 0.27414 (18) | 0.02867 (12) | 0.0837 (6) | |
Br2 | 0.9315 (2) | 0.2065 (2) | 0.47593 (15) | 0.0961 (7) | |
C1 | 0.7661 (18) | 0.5686 (16) | 0.5319 (9) | 0.068 (4) | |
H1A | 0.6863 | 0.5314 | 0.4957 | 0.081* | |
H1B | 0.8224 | 0.6177 | 0.5069 | 0.081* | |
C2 | 0.7990 (16) | 0.4740 (14) | 0.5399 (10) | 0.068 (4) | |
H2A | 0.7782 | 0.4173 | 0.4867 | 0.081* | |
H2B | 0.7507 | 0.4321 | 0.5719 | 0.081* | |
C3 | 0.9334 (16) | 0.5186 (14) | 0.5790 (9) | 0.061 (4) | |
H3A | 0.9822 | 0.5708 | 0.5523 | 0.073* | |
H3B | 0.9503 | 0.4510 | 0.5700 | 0.073* | |
C4 | 1.0359 (14) | 0.9628 (14) | 0.8798 (9) | 0.058 (3) | |
H4A | 0.9899 | 0.9221 | 0.9132 | 0.069* | |
H4B | 1.0878 | 1.0459 | 0.9104 | 0.069* | |
C11 | 0.7095 (15) | 0.7607 (14) | 0.5903 (9) | 0.060 (4) | |
C12 | 0.782 (2) | 0.8373 (17) | 0.5551 (12) | 0.079 (5) | |
H12 | 0.8570 | 0.8411 | 0.5520 | 0.095* | |
C13 | 0.746 (2) | 0.9081 (19) | 0.5247 (13) | 0.084 (5) | |
H13 | 0.7962 | 0.9634 | 0.5039 | 0.101* | |
C14 | 0.627 (3) | 0.893 (2) | 0.5264 (12) | 0.095 (7) | |
H14 | 0.5990 | 0.9379 | 0.5041 | 0.114* | |
C15 | 0.556 (2) | 0.818 (2) | 0.5588 (12) | 0.088 (6) | |
H15 | 0.4797 | 0.8117 | 0.5606 | 0.106* | |
C16 | 0.5975 (17) | 0.7481 (16) | 0.5905 (11) | 0.075 (5) | |
H16 | 0.5472 | 0.6929 | 0.6115 | 0.090* | |
C21 | 0.6465 (14) | 0.5730 (13) | 0.6650 (9) | 0.056 (3) | |
C22 | 0.6513 (15) | 0.5997 (16) | 0.7452 (11) | 0.066 (4) | |
H22 | 0.7158 | 0.6691 | 0.7804 | 0.080* | |
C23 | 0.5663 (18) | 0.530 (2) | 0.7767 (12) | 0.083 (5) | |
H23 | 0.5753 | 0.5508 | 0.8322 | 0.099* | |
C24 | 0.4654 (17) | 0.4269 (18) | 0.7256 (17) | 0.093 (7) | |
H24 | 0.4062 | 0.3797 | 0.7465 | 0.112* | |
C25 | 0.455 (2) | 0.397 (2) | 0.6447 (15) | 0.101 (7) | |
H25 | 0.3897 | 0.3286 | 0.6096 | 0.121* | |
C26 | 0.5471 (19) | 0.4721 (17) | 0.6139 (12) | 0.086 (6) | |
H26 | 0.5395 | 0.4525 | 0.5585 | 0.103* | |
C31 | 0.8979 (15) | 0.4849 (13) | 0.7306 (9) | 0.058 (3) | |
C32 | 0.8594 (16) | 0.5139 (15) | 0.7991 (10) | 0.066 (4) | |
H32 | 0.8737 | 0.5919 | 0.8224 | 0.079* | |
C33 | 0.7988 (19) | 0.4275 (18) | 0.8345 (12) | 0.080 (5) | |
H33 | 0.7712 | 0.4468 | 0.8799 | 0.096* | |
C34 | 0.782 (2) | 0.3178 (18) | 0.8009 (15) | 0.091 (6) | |
H34 | 0.7449 | 0.2603 | 0.8245 | 0.110* | |
C35 | 0.8192 (19) | 0.2864 (17) | 0.7325 (15) | 0.086 (6) | |
H35 | 0.8036 | 0.2080 | 0.7096 | 0.103* | |
C36 | 0.8785 (18) | 0.3694 (15) | 0.6976 (12) | 0.075 (5) | |
H36 | 0.9054 | 0.3482 | 0.6522 | 0.091* | |
C41 | 1.1343 (15) | 0.6245 (14) | 0.7131 (10) | 0.061 (4) | |
C42 | 1.1754 (19) | 0.5801 (17) | 0.7687 (12) | 0.081 (5) | |
H42 | 1.1239 | 0.5382 | 0.7963 | 0.097* | |
C43 | 1.2949 (18) | 0.6002 (18) | 0.7816 (15) | 0.087 (6) | |
H43 | 1.3218 | 0.5674 | 0.8161 | 0.105* | |
C44 | 1.3724 (16) | 0.6653 (19) | 0.7459 (17) | 0.096 (7) | |
H44 | 1.4518 | 0.6770 | 0.7558 | 0.115* | |
C45 | 1.334 (2) | 0.716 (2) | 0.6932 (14) | 0.089 (6) | |
H45 | 1.3887 | 0.7647 | 0.6703 | 0.107* | |
C46 | 1.2175 (17) | 0.6940 (18) | 0.6766 (12) | 0.079 (5) | |
H46 | 1.1913 | 0.7251 | 0.6404 | 0.095* | |
C51 | 1.1821 (14) | 0.8395 (13) | 0.9023 (9) | 0.055 (3) | |
C52 | 1.1116 (16) | 0.7731 (17) | 0.9439 (11) | 0.072 (4) | |
H52 | 1.0306 | 0.7558 | 0.9356 | 0.086* | |
C53 | 1.158 (2) | 0.732 (2) | 0.9970 (13) | 0.095 (6) | |
H53 | 1.1096 | 0.6931 | 1.0274 | 0.114* | |
C54 | 1.275 (2) | 0.747 (2) | 1.0059 (15) | 0.099 (7) | |
H54 | 1.3049 | 0.7155 | 1.0396 | 0.119* | |
C55 | 1.3480 (19) | 0.813 (2) | 0.9626 (14) | 0.089 (6) | |
H55 | 1.4278 | 0.8262 | 0.9686 | 0.106* | |
C56 | 1.3008 (17) | 0.8565 (19) | 0.9115 (12) | 0.079 (5) | |
H56 | 1.3491 | 0.8983 | 0.8824 | 0.095* | |
C61 | 1.2447 (14) | 0.9999 (13) | 0.8089 (11) | 0.064 (4) | |
C62 | 1.2651 (16) | 0.982 (2) | 0.7337 (12) | 0.078 (5) | |
H62 | 1.2153 | 0.9126 | 0.6915 | 0.093* | |
C63 | 1.363 (3) | 1.073 (3) | 0.723 (2) | 0.126 (11) | |
H63 | 1.3756 | 1.0629 | 0.6710 | 0.151* | |
C64 | 1.443 (2) | 1.177 (3) | 0.783 (2) | 0.116 (10) | |
H64 | 1.5097 | 1.2339 | 0.7729 | 0.139* | |
C65 | 1.420 (2) | 1.190 (2) | 0.855 (2) | 0.108 (8) | |
H65 | 1.4706 | 1.2601 | 0.8969 | 0.129* | |
C66 | 1.3238 (15) | 1.1031 (16) | 0.8705 (15) | 0.084 (6) | |
H66 | 1.3123 | 1.1142 | 0.9225 | 0.101* | |
C71 | 1.0196 (13) | 1.0691 (13) | 0.7529 (10) | 0.055 (3) | |
C72 | 1.0511 (16) | 1.0589 (16) | 0.6799 (11) | 0.070 (4) | |
H72 | 1.0375 | 0.9851 | 0.6469 | 0.083* | |
C73 | 1.1027 (19) | 1.158 (2) | 0.6556 (13) | 0.084 (5) | |
H73 | 1.1181 | 1.1506 | 0.6048 | 0.101* | |
C74 | 1.1300 (18) | 1.2644 (19) | 0.7064 (14) | 0.082 (5) | |
H74 | 1.1660 | 1.3307 | 0.6900 | 0.099* | |
C75 | 1.1081 (18) | 1.2807 (15) | 0.7801 (15) | 0.088 (6) | |
H75 | 1.1309 | 1.3566 | 0.8145 | 0.106* | |
C76 | 1.0508 (17) | 1.1818 (13) | 0.8035 (12) | 0.075 (5) | |
H76 | 1.0331 | 1.1912 | 0.8537 | 0.090* | |
C81 | 0.8034 (13) | 0.9498 (12) | 0.8033 (9) | 0.055 (3) | |
C82 | 0.7456 (15) | 0.9852 (15) | 0.7523 (11) | 0.066 (4) | |
H82 | 0.7745 | 1.0001 | 0.7079 | 0.079* | |
C83 | 0.6463 (17) | 0.9991 (16) | 0.7652 (12) | 0.077 (5) | |
H83 | 0.6072 | 1.0232 | 0.7304 | 0.092* | |
C84 | 0.6044 (19) | 0.975 (2) | 0.8347 (16) | 0.099 (7) | |
H84 | 0.5374 | 0.9844 | 0.8457 | 0.118* | |
C85 | 0.662 (2) | 0.940 (3) | 0.8833 (15) | 0.106 (8) | |
H85 | 0.6345 | 0.9250 | 0.9281 | 0.127* | |
C86 | 0.7597 (17) | 0.9263 (18) | 0.8681 (12) | 0.075 (5) | |
H86 | 0.7977 | 0.9006 | 0.9023 | 0.090* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt | 0.0532 (3) | 0.0437 (3) | 0.0521 (3) | 0.0216 (2) | 0.0135 (2) | 0.0129 (2) |
P1 | 0.060 (2) | 0.0495 (19) | 0.0492 (19) | 0.0207 (17) | 0.0078 (16) | 0.0118 (15) |
P2 | 0.057 (2) | 0.0457 (19) | 0.061 (2) | 0.0242 (17) | 0.0219 (17) | 0.0169 (16) |
P3 | 0.055 (2) | 0.0483 (19) | 0.058 (2) | 0.0217 (17) | 0.0139 (17) | 0.0159 (16) |
P4 | 0.053 (2) | 0.0468 (19) | 0.056 (2) | 0.0224 (16) | 0.0102 (16) | 0.0146 (16) |
Br1 | 0.0856 (13) | 0.0758 (12) | 0.0702 (11) | 0.0266 (10) | 0.0194 (9) | 0.0093 (9) |
Br2 | 0.1171 (17) | 0.0744 (12) | 0.0960 (15) | 0.0393 (12) | 0.0245 (13) | 0.0353 (11) |
C1 | 0.089 (12) | 0.071 (10) | 0.042 (7) | 0.044 (9) | 0.009 (7) | 0.006 (7) |
C2 | 0.076 (11) | 0.051 (8) | 0.065 (9) | 0.029 (8) | 0.005 (8) | 0.005 (7) |
C3 | 0.083 (11) | 0.056 (8) | 0.055 (8) | 0.039 (8) | 0.032 (8) | 0.015 (7) |
C4 | 0.057 (8) | 0.055 (8) | 0.058 (8) | 0.029 (7) | 0.011 (7) | 0.010 (7) |
C11 | 0.061 (9) | 0.058 (9) | 0.058 (8) | 0.027 (7) | 0.006 (7) | 0.018 (7) |
C12 | 0.086 (13) | 0.072 (11) | 0.079 (12) | 0.034 (10) | 0.020 (10) | 0.029 (9) |
C13 | 0.094 (14) | 0.084 (13) | 0.086 (13) | 0.047 (12) | 0.024 (11) | 0.033 (11) |
C14 | 0.15 (2) | 0.100 (15) | 0.069 (12) | 0.085 (16) | 0.018 (13) | 0.036 (11) |
C15 | 0.093 (14) | 0.101 (15) | 0.068 (11) | 0.049 (12) | 0.007 (10) | 0.024 (11) |
C16 | 0.074 (11) | 0.066 (10) | 0.067 (10) | 0.022 (9) | 0.005 (8) | 0.017 (8) |
C21 | 0.056 (8) | 0.045 (7) | 0.060 (8) | 0.020 (6) | 0.009 (7) | 0.012 (6) |
C22 | 0.052 (8) | 0.064 (9) | 0.074 (10) | 0.018 (7) | 0.008 (7) | 0.025 (8) |
C23 | 0.082 (13) | 0.113 (16) | 0.074 (11) | 0.056 (13) | 0.027 (10) | 0.041 (11) |
C24 | 0.055 (10) | 0.066 (11) | 0.14 (2) | 0.013 (9) | 0.001 (11) | 0.043 (13) |
C25 | 0.079 (13) | 0.077 (13) | 0.093 (16) | −0.007 (11) | 0.006 (11) | 0.023 (12) |
C26 | 0.084 (13) | 0.069 (11) | 0.065 (10) | 0.010 (10) | 0.008 (9) | 0.008 (9) |
C31 | 0.069 (9) | 0.044 (7) | 0.062 (9) | 0.025 (7) | 0.021 (7) | 0.018 (6) |
C32 | 0.070 (10) | 0.055 (9) | 0.071 (10) | 0.030 (8) | 0.016 (8) | 0.015 (7) |
C33 | 0.092 (13) | 0.075 (12) | 0.082 (12) | 0.034 (10) | 0.042 (11) | 0.037 (10) |
C34 | 0.104 (16) | 0.068 (12) | 0.109 (16) | 0.030 (11) | 0.035 (13) | 0.055 (12) |
C35 | 0.093 (14) | 0.054 (10) | 0.118 (17) | 0.032 (10) | 0.036 (13) | 0.040 (11) |
C36 | 0.091 (13) | 0.054 (9) | 0.082 (12) | 0.036 (9) | 0.034 (10) | 0.012 (8) |
C41 | 0.062 (9) | 0.053 (8) | 0.070 (9) | 0.031 (7) | 0.014 (7) | 0.013 (7) |
C42 | 0.091 (13) | 0.066 (11) | 0.087 (13) | 0.045 (10) | 0.027 (11) | 0.010 (9) |
C43 | 0.064 (11) | 0.072 (12) | 0.122 (17) | 0.035 (10) | 0.004 (11) | 0.026 (11) |
C44 | 0.043 (9) | 0.078 (13) | 0.15 (2) | 0.022 (9) | 0.009 (11) | 0.015 (13) |
C45 | 0.082 (13) | 0.090 (14) | 0.096 (14) | 0.042 (12) | 0.038 (11) | 0.017 (11) |
C46 | 0.074 (12) | 0.081 (12) | 0.084 (12) | 0.033 (10) | 0.036 (10) | 0.026 (10) |
C51 | 0.063 (9) | 0.051 (8) | 0.050 (7) | 0.025 (7) | 0.013 (6) | 0.013 (6) |
C52 | 0.059 (9) | 0.079 (11) | 0.077 (11) | 0.030 (9) | 0.007 (8) | 0.030 (9) |
C53 | 0.090 (15) | 0.126 (19) | 0.084 (13) | 0.057 (14) | 0.028 (11) | 0.044 (13) |
C54 | 0.123 (19) | 0.105 (17) | 0.100 (16) | 0.069 (15) | 0.033 (14) | 0.051 (14) |
C55 | 0.069 (11) | 0.103 (15) | 0.112 (16) | 0.055 (11) | 0.014 (11) | 0.042 (13) |
C56 | 0.068 (11) | 0.088 (13) | 0.081 (12) | 0.035 (10) | 0.017 (9) | 0.031 (10) |
C61 | 0.051 (8) | 0.045 (8) | 0.090 (12) | 0.016 (7) | 0.007 (8) | 0.027 (8) |
C62 | 0.062 (10) | 0.104 (14) | 0.087 (12) | 0.043 (10) | 0.042 (9) | 0.043 (11) |
C63 | 0.13 (2) | 0.16 (3) | 0.17 (3) | 0.10 (2) | 0.09 (2) | 0.10 (3) |
C64 | 0.056 (12) | 0.089 (17) | 0.20 (3) | 0.020 (12) | 0.024 (17) | 0.07 (2) |
C65 | 0.061 (12) | 0.075 (14) | 0.16 (3) | 0.016 (10) | 0.012 (14) | 0.028 (15) |
C66 | 0.049 (9) | 0.063 (10) | 0.117 (16) | 0.017 (8) | 0.002 (9) | 0.014 (10) |
C71 | 0.052 (8) | 0.046 (7) | 0.071 (9) | 0.022 (6) | 0.018 (7) | 0.024 (7) |
C72 | 0.064 (10) | 0.068 (10) | 0.068 (10) | 0.022 (8) | 0.019 (8) | 0.020 (8) |
C73 | 0.090 (14) | 0.086 (14) | 0.086 (13) | 0.035 (11) | 0.038 (11) | 0.046 (11) |
C74 | 0.078 (12) | 0.081 (13) | 0.098 (14) | 0.029 (10) | 0.027 (11) | 0.056 (12) |
C75 | 0.079 (12) | 0.040 (8) | 0.127 (18) | 0.010 (8) | 0.012 (12) | 0.034 (10) |
C76 | 0.086 (12) | 0.037 (7) | 0.089 (12) | 0.021 (8) | 0.021 (10) | 0.015 (8) |
C81 | 0.055 (8) | 0.041 (7) | 0.069 (9) | 0.024 (6) | 0.021 (7) | 0.011 (6) |
C82 | 0.060 (9) | 0.060 (9) | 0.086 (11) | 0.030 (8) | 0.028 (8) | 0.032 (8) |
C83 | 0.077 (12) | 0.062 (10) | 0.086 (12) | 0.032 (9) | 0.022 (10) | 0.012 (9) |
C84 | 0.062 (11) | 0.097 (16) | 0.118 (18) | 0.033 (11) | 0.026 (12) | 0.007 (13) |
C85 | 0.087 (15) | 0.14 (2) | 0.097 (16) | 0.041 (15) | 0.047 (13) | 0.053 (15) |
C86 | 0.069 (11) | 0.095 (13) | 0.077 (11) | 0.044 (10) | 0.028 (9) | 0.037 (10) |
Pt—P1 | 2.322 (4) | C35—H35 | 0.9300 |
Pt—P2 | 2.323 (4) | C36—H36 | 0.9300 |
Pt—P3 | 2.337 (4) | C41—C42 | 1.40 (3) |
Pt—P4 | 2.336 (4) | C41—C46 | 1.41 (2) |
P1—C1 | 1.827 (15) | C42—C43 | 1.39 (3) |
P1—C11 | 1.859 (16) | C42—H42 | 0.9300 |
P1—C21 | 1.815 (16) | C43—C44 | 1.34 (3) |
P2—C3 | 1.814 (15) | C43—H43 | 0.9300 |
P2—C31 | 1.818 (15) | C44—C45 | 1.41 (3) |
P2—C41 | 1.813 (16) | C44—H44 | 0.9300 |
P3—C4 | 1.847 (15) | C45—C46 | 1.35 (3) |
P3—C51 | 1.794 (15) | C45—H45 | 0.9300 |
P3—C61 | 1.816 (16) | C46—H46 | 0.9300 |
P4—C4 | 1.822 (16) | C51—C52 | 1.38 (2) |
P4—C71 | 1.812 (14) | C51—C56 | 1.39 (2) |
P4—C81 | 1.843 (15) | C52—C53 | 1.37 (3) |
C1—C2 | 1.48 (2) | C52—H52 | 0.9300 |
C2—C3 | 1.54 (2) | C53—C54 | 1.38 (3) |
C1—H1A | 0.9700 | C53—H53 | 0.9300 |
C1—H1B | 0.9700 | C54—C55 | 1.41 (3) |
C2—H2A | 0.9700 | C54—H54 | 0.9300 |
C2—H2B | 0.9700 | C55—C56 | 1.37 (3) |
C3—H3A | 0.9700 | C55—H55 | 0.9300 |
C3—H3B | 0.9700 | C56—H56 | 0.9300 |
C4—H4A | 0.9700 | C61—C62 | 1.36 (3) |
C4—H4B | 0.9700 | C61—C66 | 1.38 (3) |
C11—C16 | 1.35 (2) | C62—C63 | 1.38 (4) |
C11—C12 | 1.38 (3) | C62—H62 | 0.9300 |
C12—C13 | 1.37 (3) | C63—C64 | 1.37 (4) |
C12—H12 | 0.9300 | C63—H63 | 0.9300 |
C13—C14 | 1.42 (3) | C64—C65 | 1.33 (4) |
C13—H13 | 0.9300 | C64—H64 | 0.9300 |
C14—C15 | 1.33 (3) | C65—C66 | 1.38 (3) |
C14—H14 | 0.9300 | C65—H65 | 0.9300 |
C15—C16 | 1.41 (3) | C66—H66 | 0.9300 |
C15—H15 | 0.9300 | C71—C72 | 1.38 (2) |
C16—H16 | 0.9300 | C71—C76 | 1.38 (2) |
C21—C22 | 1.36 (2) | C72—C73 | 1.39 (3) |
C21—C26 | 1.38 (2) | C72—H72 | 0.9300 |
C22—C23 | 1.36 (3) | C73—C74 | 1.33 (3) |
C22—H22 | 0.9300 | C73—H73 | 0.9300 |
C23—C24 | 1.40 (3) | C74—C75 | 1.34 (3) |
C23—H23 | 0.9300 | C74—H74 | 0.9300 |
C24—C25 | 1.36 (3) | C75—C76 | 1.38 (3) |
C24—H24 | 0.9300 | C75—H75 | 0.9300 |
C25—C26 | 1.43 (3) | C76—H76 | 0.9300 |
C25—H25 | 0.9300 | C81—C82 | 1.37 (2) |
C26—H26 | 0.9300 | C81—C86 | 1.37 (2) |
C31—C32 | 1.38 (2) | C82—C83 | 1.37 (2) |
C31—C36 | 1.38 (2) | C82—H82 | 0.9300 |
C32—C33 | 1.41 (2) | C83—C84 | 1.44 (3) |
C32—H32 | 0.9300 | C83—H83 | 0.9300 |
C33—C34 | 1.33 (3) | C84—C85 | 1.33 (3) |
C33—H33 | 0.9300 | C84—H84 | 0.9300 |
C34—C35 | 1.37 (3) | C85—C86 | 1.36 (3) |
C34—H34 | 0.9300 | C85—H85 | 0.9300 |
C35—C36 | 1.37 (3) | C86—H86 | 0.9300 |
P1—Pt—P2 | 89.88 (14) | C33—C34—C35 | 122.2 (18) |
P1—Pt—P4 | 100.33 (14) | C33—C34—H34 | 118.9 |
P2—Pt—P4 | 167.79 (14) | C35—C34—H34 | 118.9 |
P1—Pt—P3 | 169.48 (14) | C36—C35—C34 | 120.7 (18) |
P2—Pt—P3 | 99.48 (14) | C36—C35—H35 | 119.7 |
P4—Pt—P3 | 69.84 (14) | C34—C35—H35 | 119.7 |
C21—P1—C1 | 107.2 (8) | C35—C36—C31 | 119.3 (17) |
C21—P1—C11 | 105.7 (7) | C35—C36—H36 | 120.4 |
C1—P1—C11 | 102.2 (7) | C31—C36—H36 | 120.4 |
C21—P1—Pt | 111.2 (5) | C42—C41—C46 | 118.8 (17) |
C1—P1—Pt | 114.4 (6) | C42—C41—P2 | 122.9 (14) |
C11—P1—Pt | 115.2 (5) | C46—C41—P2 | 118.3 (14) |
C41—P2—C3 | 102.3 (8) | C43—C42—C41 | 118 (2) |
C41—P2—C31 | 104.5 (8) | C43—C42—H42 | 120.8 |
C3—P2—C31 | 104.3 (7) | C41—C42—H42 | 120.8 |
C41—P2—Pt | 115.2 (5) | C44—C43—C42 | 122 (2) |
C3—P2—Pt | 114.5 (5) | C44—C43—H43 | 119.0 |
C31—P2—Pt | 114.6 (5) | C42—C43—H43 | 119.0 |
C51—P3—C61 | 106.2 (7) | C43—C44—C45 | 120.2 (18) |
C51—P3—C4 | 107.9 (7) | C43—C44—H44 | 119.9 |
C61—P3—C4 | 107.0 (8) | C45—C44—H44 | 119.9 |
C51—P3—Pt | 125.8 (5) | C46—C45—C44 | 119 (2) |
C61—P3—Pt | 115.9 (6) | C46—C45—H45 | 120.4 |
C4—P3—Pt | 91.2 (5) | C44—C45—H45 | 120.4 |
C71—P4—C4 | 107.6 (8) | C45—C46—C41 | 121 (2) |
C71—P4—C81 | 104.2 (7) | C45—C46—H46 | 119.4 |
C4—P4—C81 | 108.9 (7) | C41—C46—H46 | 119.4 |
C71—P4—Pt | 117.8 (5) | C52—C51—C56 | 117.7 (15) |
C4—P4—Pt | 91.9 (5) | C52—C51—P3 | 120.8 (12) |
C81—P4—Pt | 124.4 (5) | C56—C51—P3 | 121.0 (13) |
C2—C1—P1 | 115.4 (12) | C53—C52—C51 | 121.8 (18) |
C2—C1—H1A | 108.4 | C53—C52—H52 | 119.1 |
P1—C1—H1A | 108.4 | C51—C52—H52 | 119.1 |
C2—C1—H1B | 108.4 | C52—C53—C54 | 121 (2) |
P1—C1—H1B | 108.4 | C52—C53—H53 | 119.7 |
H1A—C1—H1B | 107.5 | C54—C53—H53 | 119.7 |
C1—C2—C3 | 114.7 (14) | C53—C54—C55 | 118 (2) |
C1—C2—H2A | 108.6 | C53—C54—H54 | 120.8 |
C3—C2—H2A | 108.6 | C55—C54—H54 | 120.8 |
C1—C2—H2B | 108.6 | C56—C55—C54 | 119.7 (19) |
C3—C2—H2B | 108.6 | C56—C55—H55 | 120.1 |
H2A—C2—H2B | 107.6 | C54—C55—H55 | 120.1 |
C2—C3—P2 | 114.2 (11) | C55—C56—C51 | 121.4 (19) |
C2—C3—H3A | 108.7 | C55—C56—H56 | 119.3 |
P2—C3—H3A | 108.7 | C51—C56—H56 | 119.3 |
C2—C3—H3B | 108.7 | C62—C61—C66 | 119.4 (18) |
P2—C3—H3B | 108.7 | C62—C61—P3 | 121.1 (14) |
H3A—C3—H3B | 107.6 | C66—C61—P3 | 119.5 (16) |
P4—C4—P3 | 93.6 (7) | C61—C62—C63 | 117 (2) |
P4—C4—H4A | 113.0 | C61—C62—H62 | 121.4 |
P3—C4—H4A | 113.0 | C63—C62—H62 | 121.4 |
P4—C4—H4B | 113.0 | C64—C63—C62 | 125 (3) |
P3—C4—H4B | 113.0 | C64—C63—H63 | 117.6 |
H4A—C4—H4B | 110.4 | C62—C63—H63 | 117.6 |
C16—C11—C12 | 120.2 (17) | C65—C64—C63 | 116 (2) |
C16—C11—P1 | 121.9 (14) | C65—C64—H64 | 121.9 |
C12—C11—P1 | 117.6 (14) | C63—C64—H64 | 121.9 |
C13—C12—C11 | 121 (2) | C64—C65—C66 | 122 (3) |
C13—C12—H12 | 119.4 | C64—C65—H65 | 118.9 |
C11—C12—H12 | 119.4 | C66—C65—H65 | 118.9 |
C12—C13—C14 | 117 (2) | C61—C66—C65 | 120 (2) |
C12—C13—H13 | 121.4 | C61—C66—H66 | 119.9 |
C14—C13—H13 | 121.4 | C65—C66—H66 | 119.9 |
C15—C14—C13 | 122.0 (19) | C72—C71—C76 | 118.0 (15) |
C15—C14—H14 | 119.0 | C72—C71—P4 | 122.5 (12) |
C13—C14—H14 | 119.0 | C76—C71—P4 | 119.5 (13) |
C14—C15—C16 | 119 (2) | C71—C72—C73 | 120.4 (18) |
C14—C15—H15 | 120.5 | C71—C72—H72 | 119.8 |
C16—C15—H15 | 120.5 | C73—C72—H72 | 119.8 |
C11—C16—C15 | 120.3 (19) | C74—C73—C72 | 118.9 (19) |
C11—C16—H16 | 119.9 | C74—C73—H73 | 120.6 |
C15—C16—H16 | 119.9 | C72—C73—H73 | 120.6 |
C22—C21—C26 | 117.1 (16) | C73—C74—C75 | 123.3 (18) |
C22—C21—P1 | 121.9 (12) | C73—C74—H74 | 118.4 |
C26—C21—P1 | 121.0 (13) | C75—C74—H74 | 118.4 |
C21—C22—C23 | 123.4 (17) | C74—C75—C76 | 118 (2) |
C21—C22—H22 | 118.3 | C74—C75—H75 | 120.8 |
C23—C22—H22 | 118.3 | C76—C75—H75 | 120.8 |
C22—C23—C24 | 120 (2) | C75—C76—C71 | 121 (2) |
C22—C23—H23 | 119.9 | C75—C76—H76 | 119.7 |
C24—C23—H23 | 119.9 | C71—C76—H76 | 119.7 |
C25—C24—C23 | 119 (2) | C82—C81—C86 | 119.2 (15) |
C25—C24—H24 | 120.6 | C82—C81—P4 | 118.5 (12) |
C23—C24—H24 | 120.6 | C86—C81—P4 | 122.2 (13) |
C24—C25—C26 | 119.5 (19) | C83—C82—C81 | 121.3 (17) |
C24—C25—H25 | 120.2 | C83—C82—H82 | 119.3 |
C26—C25—H25 | 120.2 | C81—C82—H82 | 119.3 |
C21—C26—C25 | 121.1 (19) | C82—C83—C84 | 118 (2) |
C21—C26—H26 | 119.4 | C82—C83—H83 | 121.2 |
C25—C26—H26 | 119.4 | C84—C83—H83 | 121.2 |
C32—C31—C36 | 118.8 (15) | C85—C84—C83 | 120 (2) |
C32—C31—P2 | 120.9 (12) | C85—C84—H84 | 120.1 |
C36—C31—P2 | 120.2 (13) | C83—C84—H84 | 120.1 |
C31—C32—C33 | 121.2 (16) | C84—C85—C86 | 121 (2) |
C31—C32—H32 | 119.4 | C84—C85—H85 | 119.6 |
C33—C32—H32 | 119.4 | C86—C85—H85 | 119.6 |
C34—C33—C32 | 117.8 (18) | C85—C86—C81 | 121.1 (19) |
C34—C33—H33 | 121.1 | C85—C86—H86 | 119.5 |
C32—C33—H33 | 121.1 | C81—C86—H86 | 119.5 |
P2—Pt—P1—C21 | 82.3 (5) | P1—C21—C26—C25 | 177.6 (18) |
P4—Pt—P1—C21 | −91.0 (5) | C24—C25—C26—C21 | 1 (4) |
P3—Pt—P1—C21 | −70.7 (10) | C41—P2—C31—C32 | 105.4 (15) |
P2—Pt—P1—C1 | −39.4 (7) | C3—P2—C31—C32 | −147.5 (14) |
P4—Pt—P1—C1 | 147.3 (7) | Pt—P2—C31—C32 | −21.5 (16) |
P3—Pt—P1—C1 | 167.6 (9) | C41—P2—C31—C36 | −72.0 (16) |
P2—Pt—P1—C11 | −157.5 (6) | C3—P2—C31—C36 | 35.1 (17) |
P4—Pt—P1—C11 | 29.3 (6) | Pt—P2—C31—C36 | 161.1 (14) |
P3—Pt—P1—C11 | 49.6 (10) | C36—C31—C32—C33 | −1 (3) |
P1—Pt—P2—C41 | 158.8 (6) | P2—C31—C32—C33 | −178.8 (15) |
P4—Pt—P2—C41 | −54.3 (9) | C31—C32—C33—C34 | 2 (3) |
P3—Pt—P2—C41 | −26.0 (6) | C32—C33—C34—C35 | −2 (4) |
P1—Pt—P2—C3 | 40.5 (6) | C33—C34—C35—C36 | 2 (4) |
P4—Pt—P2—C3 | −172.6 (8) | C34—C35—C36—C31 | −2 (3) |
P3—Pt—P2—C3 | −144.3 (6) | C32—C31—C36—C35 | 2 (3) |
P1—Pt—P2—C31 | −80.0 (6) | P2—C31—C36—C35 | 179.0 (16) |
P4—Pt—P2—C31 | 66.9 (9) | C3—P2—C41—C42 | −119.1 (14) |
P3—Pt—P2—C31 | 95.2 (6) | C31—P2—C41—C42 | −10.6 (16) |
P1—Pt—P3—C51 | 116.5 (9) | Pt—P2—C41—C42 | 116.0 (13) |
P2—Pt—P3—C51 | −36.1 (7) | C3—P2—C41—C46 | 61.3 (15) |
P4—Pt—P3—C51 | 137.8 (7) | C31—P2—C41—C46 | 169.9 (13) |
P1—Pt—P3—C61 | −106.3 (9) | Pt—P2—C41—C46 | −63.6 (15) |
P2—Pt—P3—C61 | 101.1 (6) | C46—C41—C42—C43 | −4 (3) |
P4—Pt—P3—C61 | −85.0 (6) | P2—C41—C42—C43 | 176.4 (14) |
P1—Pt—P3—C4 | 3.3 (10) | C41—C42—C43—C44 | 3 (3) |
P2—Pt—P3—C4 | −149.3 (5) | C42—C43—C44—C45 | 0 (4) |
P4—Pt—P3—C4 | 24.6 (5) | C43—C44—C45—C46 | −3 (3) |
P1—Pt—P3—P4 | −21.3 (8) | C44—C45—C46—C41 | 2 (3) |
P2—Pt—P3—P4 | −173.88 (14) | C42—C41—C46—C45 | 1 (3) |
P1—Pt—P4—C71 | −97.7 (6) | P2—C41—C46—C45 | −179.3 (15) |
P2—Pt—P4—C71 | 116.0 (8) | C61—P3—C51—C52 | 166.4 (14) |
P3—Pt—P4—C71 | 86.1 (6) | C4—P3—C51—C52 | 52.0 (16) |
P1—Pt—P4—C4 | 151.2 (6) | Pt—P3—C51—C52 | −53.1 (16) |
P2—Pt—P4—C4 | 4.9 (9) | P4—P3—C51—C52 | 25.7 (19) |
P3—Pt—P4—C4 | −24.9 (5) | C61—P3—C51—C56 | −20.8 (16) |
P1—Pt—P4—C81 | 36.6 (7) | C4—P3—C51—C56 | −135.3 (14) |
P2—Pt—P4—C81 | −109.7 (9) | Pt—P3—C51—C56 | 119.6 (14) |
P3—Pt—P4—C81 | −139.5 (7) | P4—P3—C51—C56 | −161.6 (11) |
P1—Pt—P4—P3 | 176.13 (14) | C56—C51—C52—C53 | 5 (3) |
P2—Pt—P4—P3 | 29.8 (7) | P3—C51—C52—C53 | 177.7 (17) |
C51—P3—P4—C71 | 140.7 (10) | C51—C52—C53—C54 | −5 (4) |
C61—P3—P4—C71 | −1.1 (8) | C52—C53—C54—C55 | 4 (4) |
C4—P3—P4—C71 | 102.4 (10) | C53—C54—C55—C56 | −2 (4) |
Pt—P3—P4—C71 | −115.3 (5) | C54—C55—C56—C51 | 1 (3) |
C51—P3—P4—C4 | 38.3 (12) | C52—C51—C56—C55 | −3 (3) |
C61—P3—P4—C4 | −103.5 (10) | P3—C51—C56—C55 | −175.5 (17) |
Pt—P3—P4—C4 | 142.3 (8) | C51—P3—C61—C62 | 116.2 (15) |
C51—P3—P4—C81 | −2.9 (13) | C4—P3—C61—C62 | −128.7 (15) |
C61—P3—P4—C81 | −144.7 (11) | Pt—P3—C61—C62 | −28.8 (16) |
C4—P3—P4—C81 | −41.2 (12) | P4—P3—C61—C62 | −85.0 (14) |
Pt—P3—P4—C81 | 101.1 (9) | C51—P3—C61—C66 | −61.7 (15) |
C51—P3—P4—Pt | −104.0 (9) | C4—P3—C61—C66 | 53.3 (16) |
C61—P3—P4—Pt | 114.2 (6) | Pt—P3—C61—C66 | 153.3 (12) |
C4—P3—P4—Pt | −142.3 (8) | P4—P3—C61—C66 | 97.1 (14) |
C21—P1—C1—C2 | −64.9 (16) | C66—C61—C62—C63 | −3 (3) |
C11—P1—C1—C2 | −175.8 (14) | P3—C61—C62—C63 | 179.5 (16) |
Pt—P1—C1—C2 | 59.0 (16) | C61—C62—C63—C64 | 3 (4) |
P1—C1—C2—C3 | −71.8 (19) | C62—C63—C64—C65 | −2 (4) |
C1—C2—C3—P2 | 72.1 (17) | C63—C64—C65—C66 | 2 (4) |
C41—P2—C3—C2 | 175.2 (12) | C62—C61—C66—C65 | 3 (3) |
C31—P2—C3—C2 | 66.6 (13) | P3—C61—C66—C65 | −179.4 (16) |
Pt—P2—C3—C2 | −59.5 (13) | C64—C65—C66—C61 | −3 (4) |
C71—P4—C4—P3 | −89.9 (8) | C4—P4—C71—C72 | 121.5 (14) |
C81—P4—C4—P3 | 157.7 (6) | C81—P4—C71—C72 | −122.9 (14) |
Pt—P4—C4—P3 | 30.1 (6) | Pt—P4—C71—C72 | 19.6 (16) |
C51—P3—C4—P4 | −158.5 (7) | P3—P4—C71—C72 | 76.6 (14) |
C61—P3—C4—P4 | 87.5 (8) | C4—P4—C71—C76 | −57.6 (15) |
Pt—P3—C4—P4 | −30.1 (6) | C81—P4—C71—C76 | 58.0 (15) |
C21—P1—C11—C16 | −4.9 (16) | Pt—P4—C71—C76 | −159.5 (12) |
C1—P1—C11—C16 | 107.2 (15) | P3—P4—C71—C76 | −102.5 (14) |
Pt—P1—C11—C16 | −128.1 (13) | C76—C71—C72—C73 | −6 (3) |
C21—P1—C11—C12 | −178.0 (14) | P4—C71—C72—C73 | 175.3 (15) |
C1—P1—C11—C12 | −65.9 (16) | C71—C72—C73—C74 | 5 (3) |
Pt—P1—C11—C12 | 58.8 (15) | C72—C73—C74—C75 | −1 (3) |
C16—C11—C12—C13 | 5 (3) | C73—C74—C75—C76 | −2 (3) |
P1—C11—C12—C13 | 177.8 (16) | C74—C75—C76—C71 | 2 (3) |
C11—C12—C13—C14 | −4 (3) | C72—C71—C76—C75 | 2 (3) |
C12—C13—C14—C15 | 3 (3) | P4—C71—C76—C75 | −178.7 (15) |
C13—C14—C15—C16 | −2 (3) | C71—P4—C81—C82 | 38.6 (14) |
C12—C11—C16—C15 | −4 (3) | C4—P4—C81—C82 | 153.2 (13) |
P1—C11—C16—C15 | −176.6 (14) | Pt—P4—C81—C82 | −100.7 (13) |
C14—C15—C16—C11 | 2 (3) | P3—P4—C81—C82 | −178.1 (9) |
C1—P1—C21—C22 | 152.5 (14) | C71—P4—C81—C86 | −138.7 (15) |
C11—P1—C21—C22 | −99.0 (15) | C4—P4—C81—C86 | −24.1 (16) |
Pt—P1—C21—C22 | 26.7 (15) | Pt—P4—C81—C86 | 82.0 (15) |
C1—P1—C21—C26 | −27.2 (18) | P3—P4—C81—C86 | 5 (2) |
C11—P1—C21—C26 | 81.3 (16) | C86—C81—C82—C83 | 1 (3) |
Pt—P1—C21—C26 | −153.0 (15) | P4—C81—C82—C83 | −176.6 (14) |
C26—C21—C22—C23 | 3 (3) | C81—C82—C83—C84 | 0 (3) |
P1—C21—C22—C23 | −177.1 (15) | C82—C83—C84—C85 | 0 (3) |
C21—C22—C23—C24 | −2 (3) | C83—C84—C85—C86 | 0 (4) |
C22—C23—C24—C25 | 1 (3) | C84—C85—C86—C81 | 1 (4) |
C23—C24—C25—C26 | −1 (4) | C82—C81—C86—C85 | −1 (3) |
C22—C21—C26—C25 | −2 (3) | P4—C81—C86—C85 | 175.9 (18) |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1B···Br2i | 0.97 | 2.91 | 3.76 (2) | 147 |
C3—H3A···Br2i | 0.97 | 2.85 | 3.71 (2) | 148 |
C46—H46···Br2i | 0.93 | 2.94 | 3.86 (2) | 170 |
C62—H62···Br2i | 0.93 | 2.94 | 3.77 (2) | 149 |
C4—H4B···Br1ii | 0.97 | 2.84 | 3.78 (2) | 163 |
C52—H52···Br1iii | 0.93 | 2.81 | 3.70 (2) | 159 |
C86—H86···Br1iii | 0.93 | 2.88 | 3.73 (2) | 153 |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) x+1, y+1, z+1; (iii) −x+1, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Pt(C25H22P2)(C27H26P2)]Br2 |
Mr | 1151.69 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 12.534 (2), 13.044 (2), 17.633 (2) |
α, β, γ (°) | 104.059 (9), 96.781 (9), 114.31 (1) |
V (Å3) | 2469.8 (6) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 4.62 |
Crystal size (mm) | 0.12 × 0.08 × 0.04 |
Data collection | |
Diffractometer | Enraf-Nonius CAD-4 diffractometer |
Absorption correction | ψ scan (MolEN; Fair, 1990) |
Tmin, Tmax | 0.80, 0.99 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 10023, 10023, 7119 |
Rint | 0.000 |
(sin θ/λ)max (Å−1) | 0.623 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.154, 1.28 |
No. of reflections | 10023 |
No. of parameters | 532 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 2.14, −0.61 |
Computer programs: CAD-4 EXPRESS (Enraf-Nonius, 1993), CAD-4 EXPRESS, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1997), SHELXL97.
Pt—P1 | 2.322 (4) | P2—C41 | 1.813 (16) |
Pt—P2 | 2.323 (4) | P3—C4 | 1.847 (15) |
Pt—P3 | 2.337 (4) | P3—C51 | 1.794 (15) |
Pt—P4 | 2.336 (4) | P3—C61 | 1.816 (16) |
P1—C1 | 1.827 (15) | P4—C4 | 1.822 (16) |
P1—C11 | 1.859 (16) | P4—C71 | 1.812 (14) |
P1—C21 | 1.815 (16) | P4—C81 | 1.843 (15) |
P2—C3 | 1.814 (15) | C1—C2 | 1.48 (2) |
P2—C31 | 1.818 (15) | C2—C3 | 1.54 (2) |
P1—Pt—P2 | 89.88 (14) | C31—P2—Pt | 114.6 (5) |
P1—Pt—P4 | 100.33 (14) | C51—P3—C61 | 106.2 (7) |
P2—Pt—P4 | 167.79 (14) | C51—P3—C4 | 107.9 (7) |
P1—Pt—P3 | 169.48 (14) | C61—P3—C4 | 107.0 (8) |
P2—Pt—P3 | 99.48 (14) | C51—P3—Pt | 125.8 (5) |
P4—Pt—P3 | 69.84 (14) | C61—P3—Pt | 115.9 (6) |
C21—P1—C1 | 107.2 (8) | C4—P3—Pt | 91.2 (5) |
C21—P1—C11 | 105.7 (7) | C71—P4—C4 | 107.6 (8) |
C1—P1—C11 | 102.2 (7) | C71—P4—C81 | 104.2 (7) |
C21—P1—Pt | 111.2 (5) | C4—P4—C81 | 108.9 (7) |
C1—P1—Pt | 114.4 (6) | C71—P4—Pt | 117.8 (5) |
C11—P1—Pt | 115.2 (5) | C4—P4—Pt | 91.9 (5) |
C41—P2—C3 | 102.3 (8) | C81—P4—Pt | 124.4 (5) |
C41—P2—C31 | 104.5 (8) | C2—C1—P1 | 115.4 (12) |
C3—P2—C31 | 104.3 (7) | C1—C2—C3 | 114.7 (14) |
C41—P2—Pt | 115.2 (5) | C2—C3—P2 | 114.2 (11) |
C3—P2—Pt | 114.5 (5) | P4—C4—P3 | 93.6 (7) |
Pt—P1—C1—C2 | 59.0 (16) | Pt—P3—C4—P4 | −30.1 (6) |
Pt—P2—C3—C2 | −59.5 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1B···Br2i | 0.97 | 2.91 | 3.76 (2) | 147 |
C3—H3A···Br2i | 0.97 | 2.85 | 3.71 (2) | 148 |
C46—H46···Br2i | 0.93 | 2.94 | 3.86 (2) | 170 |
C62—H62···Br2i | 0.93 | 2.94 | 3.77 (2) | 149 |
C4—H4B···Br1ii | 0.97 | 2.84 | 3.78 (2) | 163 |
C52—H52···Br1iii | 0.93 | 2.81 | 3.70 (2) | 159 |
C86—H86···Br1iii | 0.93 | 2.88 | 3.73 (2) | 153 |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) x+1, y+1, z+1; (iii) −x+1, −y+1, −z+1. |
Owing to their application as catalysts, transition metal complexes with diphosphine ligands have been the subject of several investigations, as these ligands give rise to a variety of interesting species, the structures of which are a function of the ligand and of the method of preparation (Ahter et al., 2000). There is also considerable current interest in exploiting the coordinative capabilities of phosphorus-donor ligands in order to facilitate the synthesis of platinum(II) complexes (Ferguson et al., 2001; Lobana et al., 2000). However, the best-defined systems involve only a limited number of diphosphine ligands, i.e. dppm [bis(diphenylphosphino)methane], dppe [bis(diphenylphosphino)ethane] and dppp [bis(diphenylphosphino)propane] (Lobana et al., 1998; Azam et al., 1999). The interest in such compounds is greatly enhanced by the variety of possible coordination modes of the diphosphine ligands (monodentate, bidentate by chelation or acting as a bridge). A limited number of platinum(II) complexes containing mixed diphosphine ligands (Irisli et al., 1997) are known and we now report the first example of a crystal structure analysis of a platinum(II) complex containing dppm and dppp ligands simultaneously.
The asymmetric unit of the title compound, (I) consists of a discrete [Pt(dppm)(dppp)]2+ cation and two Br- anions (Fig. 1 and Table 1). The shortest Pt···Br distances are Pt···Br1 and Pt···Br2 at 4.991 (2) and 3.990 (3) Å, respectively, the shorter of which would make the Pt atom five-coordinate. Other short contacts involving Br are given in Table 2.
The most striking feature of the cationic platinum(II) complex of (I) is the simultaneous presence of the six- and four-membered chelate rings formed by the dppp and dppm ligands, respectively. Neither chelate ring is planar. The six-membered dppp chelate ring has a chair conformation, with Pt—P1—C1—C2 and Pt—P2—C3—C2 torsion angles of 59.0 (16) and -59.5 (13)°, respectively, and with the Pt and C2 atoms located 0.98 (1) Å above and -0.72 (2) Å below the plane defined by by P1, P2, C1 and C3. The Pt, P3, C4 and P4 atoms of the four-membered dppm chelate ring are situated at the apices of a flattened tetrahedron, with displacements from the least-squares plane so defined of -0.180 (5), 0.236 (6), -0.295 (6) and 0.240 (6) Å, respectively.
In (I), the Pt atom is coordinated by the four P atoms of the two diphosphine ligands in a distorted square-planar arrangement, with trans P1—Pt—P3 and P2—Pt—P4 angles of 169.48 (14) and 167.79 (14)°, respectively, and diphosphine ligand bite angles, P1—Pt—P2 for dppp and P3—Pt—P4 for dppm, of 89.88 (14) and 69.84 (14)°, respectively. The distortion of the coordination plane defined by atoms P1, P2, P3 and P4 is also shown by their displacements [-0.018 (2), 0.018 (2), -0.022 (2) and 0.022 (2) Å, respectively] from the mean plane. The Pt atom lies within -0.107 (2) Å of this plane.
The Pt—P bond distances [2.322 (4)–2.337 (4) Å, with an average of 2.330 Å] are in good agreement with the mean Pt—P distances (2.340 Å) observed in the [(dppe)Pt(PPh3)(CHNMe2)]2+ complex (Ferguson et al., 2001), but longer than the average value (2.263 Å) found in cis-[1,2-bis(diphenylphosphino)ethane]bis(pyridine-2-thiolato)platinum(II) (Lobana et al., 2000). However, in (I), the shortness of the mean Pt—P distance for dppp (2.323 Å) compared with that for dppm (2.337 Å) may be noted along with with the difference in ligand bite angles noted above.
In comparing the ligands themselves as they occur in (I), the bond distances other than the Pt—P bond lengths commented upon above are in no way unusual. Thus, for example, the P—C distances in the present complex lie in the range 1.794 (14)–1.859 (16) Å, with a mean of 1.821 Å, and are in good agreement with the values reported for P—C distances in dppm and dppp ligands in other complexes (Lobana et al., 1998; Azam et al., 1999). Likewise, the dimensions of the phenyl rings are as expected and do not show any significant features of special interest. Significant differences between the dppp and dppm ligands are observed, however, in the bond angles atthe P and methylene C atoms. For dppp, the situation is comparatively normal, with intra-ring angles at the P and C atoms in the range 114.2 (11)–115.4 (12)° (excluding the ligand bite angle), and Pt—P—C and C—P—C angles in the ranges 111.2 (5)–115.2 (5) and 102.2 (7)–107.2 (8)°, respectively. In contrast, for dppm, while the C—P—C angles lie in a comparable range of 104.2 (7)–108.9 (7)°, the intra-ring and other Pt—P—C angles are very different. Here, the intra-ring angles, again excluding the ligand bite angle, are much smaller [range 91.2 (5)–93.6 (7)°], and while one Pt—P—Cphenyl angle is as large as 124.5 (5) or 125.8 (5)°, the other is only 115.9 (6) or 117.8 (5)°. Clearly the four-membered chelate ring of dppm represents a highly strained situation which may extend as far as to promote differences between the angles between pairs of phenyl groups bonded to the same P atom, 77.4 (7) and 74.0 (7)° for P1 and P2 of dppp, and 72.3 (7) and 70.4 (7)° for P3 and P4 of dppm.