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metal-organic compounds
Dichlorido{[2-(diphenylphosphino)phenyliminomethyl]ferrocene-κ2N,P}platinum(II) dichloromethane hemisolvate
aKey Laboratory of Nondestructive Testing of the Ministry of Education, Nanchang Hangkong University, Nanchang 330063, People's Republic of China, and bDepartment of Chemistry, Liaocheng University, Liaocheng 252059, People's Republic of China
*Correspondence e-mail: xieyu_121@163.com
In the title compound, [FePt(C5H5)(C24H19NP)Cl2]·0.5CH2Cl2, the PtII atom adopts a distorted square-planar geometry defined by one P atom and one N atom from the bidentate [2-(diphenylphosphino)phenyliminomethyl]ferrocene ligand and two Cl atoms. Two disordered dichloromethane solvent molecules are each 0.25-occupied on a twofold rotation axis.
Related literature
For general background, see: Cullen & Woolins (1981); Farrell et al. (2002
); Gul et al. (2002
); Wu et al. (2001
). For the ligand synthesis, see: Gong et al. (2006
); Zhang et al. (2006
).
Experimental
Crystal data
|
|
Data collection: SMART (Siemens, 1996); cell SAINT (Siemens, 1996
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: SHELXTL (Sheldrick, 2008
); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536808043493/hy2171sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808043493/hy2171Isup2.hkl
The ligand L was prepared by literature method (Gong et al., 2006; Zhang et al., 2006). The title compound was prepared by reacting equal molar K2PtCl4 and L in CH2Cl2 (yield 83%). Brown needle crystals suitable for X-ray analysis were obtained by vapor diffusion of diethyl ether into a solution of the title compound in CH2Cl2. Analysis calculated for C29.5H25Cl3FeNPPt: C 45.32, H 3.22, N 1.79%; found: C 45.61, H 3.33, N 1.70%.
H atoms were positioned geomertrically and treated as riding, with C—H = 0.98 (cyclopentadienyl), 0.93 (phenyl) and 0.96 (CH2) Å and with Uiso(H) = 1.2Ueq(C). The highest residual electron density was found 0.67 Å from atom Cl4 and the deepest hole 0.79 Å from atom Pt. The disordered dichloromethane solvent molecules are each 0.25-occupied on a twofold rotation axis.
Data collection: SMART (Siemens, 1996); cell
SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).[FePt(C5H5)(C24H19NP)Cl2]·0.5CH2Cl2 | F(000) = 1516 |
Mr = 781.75 | Dx = 1.707 Mg m−3 |
Orthorhombic, P21212 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2 2ab | Cell parameters from 892 reflections |
a = 19.5045 (11) Å | θ = 3.2–25.8° |
b = 12.0182 (7) Å | µ = 5.40 mm−1 |
c = 12.9800 (8) Å | T = 293 K |
V = 3042.6 (3) Å3 | Needle, brown–yellow |
Z = 4 | 0.3 × 0.1 × 0.1 mm |
Siemens SMART CCD diffractometer | 5902 independent reflections |
Radiation source: fine-focus sealed tube | 4954 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.058 |
ω scans | θmax = 26.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −23→24 |
Tmin = 0.532, Tmax = 0.588 | k = −14→14 |
19964 measured reflections | l = −16→15 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.116 | w = 1/[σ2(Fo2) + (0.05P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.024 |
5902 reflections | Δρmax = 1.18 e Å−3 |
345 parameters | Δρmin = −0.93 e Å−3 |
24 restraints | Absolute structure: Flack (1983), 856 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.002 (11) |
[FePt(C5H5)(C24H19NP)Cl2]·0.5CH2Cl2 | V = 3042.6 (3) Å3 |
Mr = 781.75 | Z = 4 |
Orthorhombic, P21212 | Mo Kα radiation |
a = 19.5045 (11) Å | µ = 5.40 mm−1 |
b = 12.0182 (7) Å | T = 293 K |
c = 12.9800 (8) Å | 0.3 × 0.1 × 0.1 mm |
Siemens SMART CCD diffractometer | 5902 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4954 reflections with I > 2σ(I) |
Tmin = 0.532, Tmax = 0.588 | Rint = 0.058 |
19964 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.116 | Δρmax = 1.18 e Å−3 |
S = 1.04 | Δρmin = −0.93 e Å−3 |
5902 reflections | Absolute structure: Flack (1983), 856 Friedel pairs |
345 parameters | Absolute structure parameter: 0.002 (11) |
24 restraints |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pt | 0.270357 (7) | 0.911967 (14) | 0.143789 (12) | 0.03558 (4) | |
Fe | 0.34183 (3) | 0.52770 (6) | 0.19921 (5) | 0.04447 (19) | |
Cl1 | 0.32009 (6) | 1.06905 (11) | 0.21198 (10) | 0.0568 (4) | |
Cl2 | 0.35362 (5) | 0.90898 (12) | 0.01112 (9) | 0.0538 (3) | |
Cl3 | 0.4874 (2) | 0.8826 (5) | 0.3249 (4) | 0.167 (2) | 0.50 |
Cl4 | 0.06774 (11) | 0.54821 (19) | 0.23620 (19) | 0.0506 (7) | 0.50 |
P | 0.17978 (5) | 0.91268 (11) | 0.24594 (8) | 0.0378 (3) | |
N | 0.22282 (15) | 0.7723 (3) | 0.0921 (2) | 0.0337 (9) | |
C1 | 0.3477 (4) | 0.3728 (6) | 0.2664 (5) | 0.097 (3) | |
H1A | 0.3771 | 0.3110 | 0.2447 | 0.117* | |
C2 | 0.3629 (4) | 0.4509 (6) | 0.3371 (4) | 0.096 (3) | |
H2A | 0.4066 | 0.4563 | 0.3742 | 0.115* | |
C3 | 0.3087 (4) | 0.5257 (7) | 0.3468 (5) | 0.102 (2) | |
H3A | 0.3067 | 0.5896 | 0.3936 | 0.123* | |
C4 | 0.2585 (4) | 0.4921 (8) | 0.2825 (6) | 0.112 (2) | |
H4A | 0.2137 | 0.5282 | 0.2749 | 0.135* | |
C5 | 0.2797 (4) | 0.3974 (6) | 0.2289 (6) | 0.110 (3) | |
H5A | 0.2530 | 0.3543 | 0.1789 | 0.132* | |
C6 | 0.3711 (2) | 0.6848 (4) | 0.1581 (3) | 0.0451 (13) | |
H6A | 0.3666 | 0.7517 | 0.2007 | 0.054* | |
C7 | 0.3221 (2) | 0.6444 (4) | 0.0886 (3) | 0.0402 (12) | |
C8 | 0.3478 (2) | 0.5451 (4) | 0.0462 (3) | 0.0442 (13) | |
H8A | 0.3246 | 0.4984 | −0.0050 | 0.053* | |
C9 | 0.4145 (2) | 0.5275 (4) | 0.0860 (4) | 0.0482 (13) | |
H9A | 0.4452 | 0.4658 | 0.0686 | 0.058* | |
C10 | 0.4278 (2) | 0.6129 (4) | 0.1561 (4) | 0.0539 (15) | |
H10A | 0.4696 | 0.6210 | 0.1973 | 0.065* | |
C11 | 0.25027 (18) | 0.6757 (4) | 0.0722 (3) | 0.0360 (11) | |
H11A | 0.2215 | 0.6215 | 0.0449 | 0.043* | |
C12 | 0.1890 (2) | 0.8272 (4) | 0.3601 (4) | 0.0516 (13) | |
C13 | 0.1388 (3) | 0.7539 (5) | 0.3915 (4) | 0.0752 (19) | |
H13A | 0.0985 | 0.7462 | 0.3539 | 0.090* | |
C14 | 0.1495 (4) | 0.6915 (6) | 0.4806 (4) | 0.090 (2) | |
H14A | 0.1174 | 0.6392 | 0.5022 | 0.108* | |
C15 | 0.2068 (3) | 0.7088 (6) | 0.5338 (5) | 0.092 (2) | |
H15A | 0.2139 | 0.6660 | 0.5925 | 0.111* | |
C16 | 0.2540 (3) | 0.7823 (6) | 0.5090 (5) | 0.0902 (19) | |
H16A | 0.2923 | 0.7946 | 0.5502 | 0.108* | |
C17 | 0.2437 (3) | 0.8398 (6) | 0.4191 (4) | 0.086 (2) | |
H17A | 0.2770 | 0.8904 | 0.3985 | 0.104* | |
C18 | 0.1426 (2) | 1.0435 (4) | 0.2854 (3) | 0.0443 (13) | |
C19 | 0.1014 (3) | 1.0460 (5) | 0.3785 (4) | 0.0586 (16) | |
H19A | 0.0966 | 0.9831 | 0.4195 | 0.070* | |
C20 | 0.0699 (3) | 1.1442 (5) | 0.4040 (5) | 0.0793 (19) | |
H20A | 0.0416 | 1.1462 | 0.4617 | 0.095* | |
C21 | 0.0784 (3) | 1.2379 (4) | 0.3481 (5) | 0.0659 (17) | |
H21A | 0.0579 | 1.3039 | 0.3693 | 0.079* | |
C22 | 0.1165 (3) | 1.2358 (5) | 0.2618 (5) | 0.0641 (17) | |
H22A | 0.1198 | 1.2999 | 0.2219 | 0.077* | |
C23 | 0.1507 (2) | 1.1413 (4) | 0.2307 (4) | 0.0505 (14) | |
H23A | 0.1792 | 1.1434 | 0.1732 | 0.061* | |
C24 | 0.1200 (2) | 0.8442 (4) | 0.1607 (3) | 0.0378 (11) | |
C25 | 0.0481 (2) | 0.8598 (4) | 0.1615 (3) | 0.0404 (12) | |
H25A | 0.0273 | 0.9038 | 0.2115 | 0.049* | |
C26 | 0.0092 (2) | 0.8074 (4) | 0.0854 (4) | 0.0536 (15) | |
H26A | −0.0381 | 0.8164 | 0.0841 | 0.064* | |
C27 | 0.0420 (2) | 0.7399 (4) | 0.0095 (3) | 0.0506 (14) | |
H27A | 0.0159 | 0.7044 | −0.0406 | 0.061* | |
C28 | 0.1120 (2) | 0.7269 (4) | 0.0100 (3) | 0.0410 (12) | |
H28A | 0.1336 | 0.6825 | −0.0389 | 0.049* | |
C29 | 0.14973 (19) | 0.7811 (3) | 0.0845 (3) | 0.0372 (11) | |
C30 | 0.5000 | 1.0000 | 0.2754 (18) | 0.104 (8) | 0.50 |
H30A | 0.5386 | 0.9885 | 0.2308 | 0.125* | 0.50 |
C31 | 0.0000 | 0.5000 | 0.1697 (9) | 0.051 (4) | 0.50 |
H31A | −0.0159 | 0.5590 | 0.1260 | 0.061* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt | 0.03605 (6) | 0.03424 (7) | 0.03646 (7) | 0.00216 (7) | −0.00032 (7) | 0.00005 (8) |
Fe | 0.0432 (3) | 0.0405 (4) | 0.0497 (4) | 0.0021 (3) | 0.0018 (3) | −0.0005 (3) |
Cl1 | 0.0584 (6) | 0.0514 (7) | 0.0608 (7) | −0.0109 (6) | 0.0017 (5) | −0.0103 (6) |
Cl2 | 0.0508 (5) | 0.0506 (6) | 0.0598 (6) | 0.0014 (6) | 0.0200 (5) | 0.0055 (6) |
Cl3 | 0.131 (3) | 0.146 (5) | 0.223 (5) | −0.030 (3) | −0.087 (3) | 0.041 (4) |
Cl4 | 0.0373 (10) | 0.0439 (13) | 0.0706 (14) | −0.0113 (9) | −0.0071 (10) | −0.0009 (11) |
P | 0.0425 (5) | 0.0380 (6) | 0.0329 (5) | 0.0046 (6) | 0.0017 (4) | 0.0009 (5) |
N | 0.0341 (15) | 0.0340 (17) | 0.0331 (15) | 0.0043 (15) | 0.0016 (14) | −0.0008 (14) |
C1 | 0.132 (5) | 0.060 (4) | 0.100 (5) | −0.006 (4) | 0.029 (4) | 0.016 (3) |
C2 | 0.119 (5) | 0.115 (6) | 0.054 (3) | −0.001 (4) | 0.009 (3) | 0.029 (3) |
C3 | 0.124 (4) | 0.104 (4) | 0.078 (3) | 0.008 (3) | 0.032 (3) | −0.005 (3) |
C4 | 0.097 (4) | 0.117 (4) | 0.123 (4) | 0.006 (3) | 0.030 (3) | 0.021 (4) |
C5 | 0.123 (5) | 0.113 (5) | 0.095 (5) | −0.060 (5) | −0.009 (4) | 0.023 (4) |
C6 | 0.046 (2) | 0.038 (2) | 0.051 (3) | −0.004 (2) | −0.010 (2) | −0.004 (2) |
C7 | 0.051 (2) | 0.031 (2) | 0.039 (2) | 0.009 (2) | 0.001 (2) | −0.0032 (19) |
C8 | 0.038 (2) | 0.045 (3) | 0.049 (2) | 0.004 (2) | −0.0016 (19) | −0.003 (2) |
C9 | 0.036 (2) | 0.042 (3) | 0.066 (3) | 0.005 (2) | 0.002 (2) | −0.006 (2) |
C10 | 0.0300 (18) | 0.065 (3) | 0.067 (3) | 0.004 (2) | −0.006 (2) | −0.011 (3) |
C11 | 0.0337 (19) | 0.044 (2) | 0.0302 (19) | 0.0036 (17) | −0.0006 (16) | 0.0032 (19) |
C12 | 0.063 (2) | 0.047 (3) | 0.044 (2) | 0.020 (2) | 0.016 (2) | −0.005 (2) |
C13 | 0.095 (4) | 0.068 (4) | 0.063 (3) | 0.015 (3) | 0.018 (3) | 0.018 (3) |
C14 | 0.129 (5) | 0.075 (4) | 0.067 (3) | 0.004 (4) | 0.045 (3) | 0.023 (3) |
C15 | 0.121 (4) | 0.087 (4) | 0.069 (3) | 0.035 (3) | 0.006 (3) | 0.011 (3) |
C16 | 0.093 (3) | 0.095 (4) | 0.083 (3) | 0.028 (3) | −0.014 (3) | 0.018 (3) |
C17 | 0.108 (4) | 0.114 (5) | 0.037 (2) | 0.045 (4) | −0.034 (3) | −0.007 (3) |
C18 | 0.040 (2) | 0.049 (3) | 0.044 (2) | 0.013 (2) | −0.0078 (19) | −0.007 (2) |
C19 | 0.065 (3) | 0.058 (3) | 0.053 (3) | −0.002 (3) | 0.011 (2) | −0.011 (2) |
C20 | 0.070 (3) | 0.093 (4) | 0.075 (3) | 0.038 (3) | 0.015 (3) | −0.029 (3) |
C21 | 0.071 (3) | 0.037 (3) | 0.090 (4) | 0.016 (2) | −0.010 (3) | −0.006 (3) |
C22 | 0.064 (3) | 0.042 (3) | 0.085 (4) | 0.010 (3) | −0.007 (3) | −0.017 (3) |
C23 | 0.052 (2) | 0.048 (3) | 0.051 (3) | −0.003 (2) | −0.007 (2) | 0.002 (2) |
C24 | 0.048 (2) | 0.039 (2) | 0.026 (2) | 0.0119 (19) | 0.0011 (18) | 0.0000 (18) |
C25 | 0.0375 (19) | 0.042 (2) | 0.042 (2) | −0.0011 (19) | 0.0028 (18) | 0.003 (2) |
C26 | 0.039 (2) | 0.056 (3) | 0.065 (3) | 0.005 (2) | −0.004 (2) | 0.017 (3) |
C27 | 0.047 (2) | 0.051 (3) | 0.054 (3) | 0.003 (2) | −0.018 (2) | 0.001 (2) |
C28 | 0.040 (2) | 0.028 (2) | 0.055 (3) | 0.0042 (19) | 0.003 (2) | −0.0047 (19) |
C29 | 0.0346 (18) | 0.029 (2) | 0.048 (2) | 0.0037 (18) | 0.0009 (18) | 0.0088 (19) |
C30 | 0.017 (6) | 0.121 (17) | 0.174 (19) | 0.001 (8) | 0.000 | 0.000 |
C31 | 0.093 (9) | 0.020 (6) | 0.040 (7) | −0.019 (7) | 0.000 | 0.000 |
Pt—N | 2.031 (3) | C9—H9A | 0.9800 |
Pt—P | 2.2089 (10) | C10—H10A | 0.9800 |
Pt—Cl1 | 2.2996 (13) | C11—H11A | 0.9300 |
Pt—Cl2 | 2.3673 (11) | C12—C17 | 1.323 (7) |
Fe—C1 | 2.059 (7) | C12—C13 | 1.379 (8) |
Fe—C2 | 2.055 (6) | C13—C14 | 1.394 (8) |
Fe—C3 | 2.022 (7) | C13—H13A | 0.9300 |
Fe—C4 | 1.998 (8) | C14—C15 | 1.330 (9) |
Fe—C5 | 2.017 (7) | C14—H14A | 0.9300 |
Fe—C6 | 2.043 (5) | C15—C16 | 1.317 (10) |
Fe—C7 | 2.044 (4) | C15—H15A | 0.9300 |
Fe—C8 | 2.000 (5) | C16—C17 | 1.371 (9) |
Fe—C9 | 2.041 (5) | C16—H16A | 0.9300 |
Fe—C10 | 2.042 (5) | C17—H17A | 0.9300 |
Cl3—C30 | 1.570 (11) | C18—C23 | 1.382 (7) |
Cl4—C31 | 1.681 (6) | C18—C19 | 1.451 (6) |
P—C18 | 1.806 (5) | C19—C20 | 1.371 (8) |
P—C24 | 1.806 (4) | C19—H19A | 0.9300 |
P—C12 | 1.812 (5) | C20—C21 | 1.350 (8) |
N—C11 | 1.304 (5) | C20—H20A | 0.9300 |
N—C29 | 1.433 (5) | C21—C22 | 1.345 (8) |
C1—C2 | 1.346 (10) | C21—H21A | 0.9300 |
C1—C5 | 1.443 (10) | C22—C23 | 1.378 (7) |
C1—H1A | 0.9800 | C22—H22A | 0.9300 |
C2—C3 | 1.393 (10) | C23—H23A | 0.9300 |
C2—H2A | 0.9800 | C24—C29 | 1.375 (6) |
C3—C4 | 1.348 (11) | C24—C25 | 1.413 (6) |
C3—H3A | 0.9800 | C25—C26 | 1.397 (6) |
C4—C5 | 1.396 (11) | C25—H25A | 0.9300 |
C4—H4A | 0.9800 | C26—C27 | 1.427 (7) |
C5—H5A | 0.9800 | C26—H26A | 0.9300 |
C6—C7 | 1.401 (6) | C27—C28 | 1.375 (6) |
C6—C10 | 1.404 (6) | C27—H27A | 0.9300 |
C6—H6A | 0.9800 | C28—C29 | 1.378 (6) |
C7—C8 | 1.407 (6) | C28—H28A | 0.9300 |
C7—C11 | 1.466 (6) | C30—Cl3i | 1.570 (11) |
C8—C9 | 1.415 (6) | C30—H30A | 0.9600 |
C8—H8A | 0.9800 | C31—Cl4ii | 1.681 (6) |
C9—C10 | 1.396 (7) | C31—H31A | 0.9600 |
N—Pt—P | 80.59 (9) | C10—C6—Fe | 69.9 (3) |
N—Pt—Cl1 | 176.29 (9) | C7—C6—H6A | 125.9 |
P—Pt—Cl1 | 95.92 (4) | C10—C6—H6A | 125.9 |
N—Pt—Cl2 | 93.46 (9) | Fe—C6—H6A | 125.9 |
P—Pt—Cl2 | 170.19 (4) | C6—C7—C8 | 107.6 (4) |
Cl1—Pt—Cl2 | 90.17 (4) | C6—C7—C11 | 131.0 (4) |
C4—Fe—C8 | 127.4 (3) | C8—C7—C11 | 120.1 (4) |
C4—Fe—C5 | 40.7 (3) | C6—C7—Fe | 69.9 (3) |
C8—Fe—C5 | 107.8 (3) | C8—C7—Fe | 68.0 (3) |
C4—Fe—C3 | 39.2 (3) | C11—C7—Fe | 117.3 (3) |
C8—Fe—C3 | 163.9 (2) | C7—C8—C9 | 108.2 (4) |
C5—Fe—C3 | 67.5 (3) | C7—C8—Fe | 71.3 (3) |
C4—Fe—C9 | 162.5 (3) | C9—C8—Fe | 71.1 (3) |
C8—Fe—C9 | 40.96 (18) | C7—C8—H8A | 125.9 |
C5—Fe—C9 | 123.6 (3) | C9—C8—H8A | 125.9 |
C3—Fe—C9 | 154.7 (2) | Fe—C8—H8A | 125.9 |
C4—Fe—C10 | 157.4 (3) | C10—C9—C8 | 107.4 (4) |
C8—Fe—C10 | 68.14 (19) | C10—C9—Fe | 70.1 (3) |
C5—Fe—C10 | 159.2 (3) | C8—C9—Fe | 68.0 (3) |
C3—Fe—C10 | 121.9 (3) | C10—C9—H9A | 126.3 |
C9—Fe—C10 | 39.98 (19) | C8—C9—H9A | 126.3 |
C4—Fe—C6 | 124.5 (3) | Fe—C9—H9A | 126.3 |
C8—Fe—C6 | 68.16 (18) | C9—C10—C6 | 108.6 (4) |
C5—Fe—C6 | 159.2 (2) | C9—C10—Fe | 70.0 (3) |
C3—Fe—C6 | 110.3 (3) | C6—C10—Fe | 69.9 (3) |
C9—Fe—C6 | 67.63 (19) | C9—C10—H10A | 125.7 |
C10—Fe—C6 | 40.19 (18) | C6—C10—H10A | 125.7 |
C4—Fe—C7 | 111.9 (3) | Fe—C10—H10A | 125.7 |
C8—Fe—C7 | 40.71 (18) | N—C11—C7 | 126.3 (4) |
C5—Fe—C7 | 123.6 (2) | N—C11—H11A | 116.9 |
C3—Fe—C7 | 127.8 (3) | C7—C11—H11A | 116.9 |
C9—Fe—C7 | 68.04 (18) | C17—C12—C13 | 118.3 (5) |
C10—Fe—C7 | 67.55 (18) | C17—C12—P | 119.3 (4) |
C6—Fe—C7 | 40.09 (17) | C13—C12—P | 122.3 (4) |
C4—Fe—C2 | 66.2 (3) | C12—C13—C14 | 118.9 (6) |
C8—Fe—C2 | 154.1 (2) | C12—C13—H13A | 120.6 |
C5—Fe—C2 | 66.8 (3) | C14—C13—H13A | 120.6 |
C3—Fe—C2 | 40.0 (3) | C15—C14—C13 | 118.2 (6) |
C9—Fe—C2 | 119.2 (2) | C15—C14—H14A | 120.9 |
C10—Fe—C2 | 107.4 (3) | C13—C14—H14A | 120.9 |
C6—Fe—C2 | 125.9 (2) | C16—C15—C14 | 124.5 (7) |
C7—Fe—C2 | 163.2 (2) | C16—C15—H15A | 117.8 |
C4—Fe—C1 | 67.8 (3) | C14—C15—H15A | 117.8 |
C8—Fe—C1 | 120.8 (2) | C15—C16—C17 | 116.3 (6) |
C5—Fe—C1 | 41.5 (3) | C15—C16—H16A | 121.8 |
C3—Fe—C1 | 66.8 (3) | C17—C16—H16A | 121.8 |
C9—Fe—C1 | 105.4 (2) | C12—C17—C16 | 123.7 (6) |
C10—Fe—C1 | 121.6 (3) | C12—C17—H17A | 118.2 |
C6—Fe—C1 | 158.5 (2) | C16—C17—H17A | 118.2 |
C7—Fe—C1 | 158.2 (2) | C23—C18—C19 | 118.3 (4) |
C2—Fe—C1 | 38.2 (3) | C23—C18—P | 123.3 (3) |
C18—P—C24 | 108.1 (2) | C19—C18—P | 118.4 (4) |
C18—P—C12 | 107.6 (2) | C20—C19—C18 | 117.9 (5) |
C24—P—C12 | 107.9 (2) | C20—C19—H19A | 121.1 |
C18—P—Pt | 119.65 (15) | C18—C19—H19A | 121.1 |
C24—P—Pt | 98.46 (13) | C21—C20—C19 | 122.2 (5) |
C12—P—Pt | 114.18 (15) | C21—C20—H20A | 118.9 |
C11—N—C29 | 117.4 (3) | C19—C20—H20A | 118.9 |
C11—N—Pt | 127.8 (3) | C22—C21—C20 | 120.0 (5) |
C29—N—Pt | 114.6 (2) | C22—C21—H21A | 120.0 |
C2—C1—C5 | 106.8 (7) | C20—C21—H21A | 120.0 |
C2—C1—Fe | 70.7 (4) | C21—C22—C23 | 121.8 (5) |
C5—C1—Fe | 67.7 (4) | C21—C22—H22A | 119.1 |
C2—C1—H1A | 126.6 | C23—C22—H22A | 119.1 |
C5—C1—H1A | 126.6 | C22—C23—C18 | 119.6 (5) |
Fe—C1—H1A | 126.6 | C22—C23—H23A | 120.2 |
C1—C2—C3 | 110.1 (7) | C18—C23—H23A | 120.2 |
C1—C2—Fe | 71.1 (4) | C29—C24—C25 | 119.8 (4) |
C3—C2—Fe | 68.7 (4) | C29—C24—P | 114.8 (3) |
C1—C2—H2A | 124.9 | C25—C24—P | 125.1 (3) |
C3—C2—H2A | 124.9 | C26—C25—C24 | 118.3 (4) |
Fe—C2—H2A | 124.9 | C26—C25—H25A | 120.9 |
C4—C3—C2 | 107.6 (7) | C24—C25—H25A | 120.9 |
C4—C3—Fe | 69.5 (4) | C25—C26—C27 | 120.1 (4) |
C2—C3—Fe | 71.3 (4) | C25—C26—H26A | 120.0 |
C4—C3—H3A | 126.2 | C27—C26—H26A | 120.0 |
C2—C3—H3A | 126.2 | C28—C27—C26 | 120.4 (4) |
Fe—C3—H3A | 126.2 | C28—C27—H27A | 119.8 |
C3—C4—C5 | 109.7 (7) | C26—C27—H27A | 119.8 |
C3—C4—Fe | 71.3 (5) | C27—C28—C29 | 118.7 (4) |
C5—C4—Fe | 70.4 (4) | C27—C28—H28A | 120.7 |
C3—C4—H4A | 125.1 | C29—C28—H28A | 120.7 |
C5—C4—H4A | 125.1 | C24—C29—C28 | 122.7 (4) |
Fe—C4—H4A | 125.1 | C24—C29—N | 114.3 (4) |
C4—C5—C1 | 105.7 (7) | C28—C29—N | 123.0 (4) |
C4—C5—Fe | 68.9 (5) | Cl3i—C30—Cl3 | 131.7 (16) |
C1—C5—Fe | 70.8 (4) | Cl3i—C30—H30A | 104.6 |
C4—C5—H5A | 127.1 | Cl3—C30—H30A | 104.0 |
C1—C5—H5A | 127.1 | Cl4—C31—Cl4ii | 118.2 (7) |
Fe—C5—H5A | 127.1 | Cl4—C31—H31A | 107.6 |
C7—C6—C10 | 108.2 (4) | Cl4ii—C31—H31A | 107.7 |
C7—C6—Fe | 70.0 (3) |
Symmetry codes: (i) −x+1, −y+2, z; (ii) −x, −y+1, z. |
Experimental details
Crystal data | |
Chemical formula | [FePt(C5H5)(C24H19NP)Cl2]·0.5CH2Cl2 |
Mr | 781.75 |
Crystal system, space group | Orthorhombic, P21212 |
Temperature (K) | 293 |
a, b, c (Å) | 19.5045 (11), 12.0182 (7), 12.9800 (8) |
V (Å3) | 3042.6 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 5.40 |
Crystal size (mm) | 0.3 × 0.1 × 0.1 |
Data collection | |
Diffractometer | Siemens SMART CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.532, 0.588 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 19964, 5902, 4954 |
Rint | 0.058 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.116, 1.04 |
No. of reflections | 5902 |
No. of parameters | 345 |
No. of restraints | 24 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.18, −0.93 |
Absolute structure | Flack (1983), 856 Friedel pairs |
Absolute structure parameter | 0.002 (11) |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Acknowledgements
The authors thank Jiangxi Provincial Department of Education (2007168) and the Natural Science Foundation of Jiangxi Province (0620071) for financial support for this work. In addition, the Materials Chemistry Department of Nanchang Hangkong University is acknowledged.
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Ferrocene derivatives containing heteroatoms with good donor abilities have attracted great interest during the last few years in organometallic chemistry, since the coordination of a metal to these heteroatoms produces polymetallic molecules (Cullen & Woolins, 1981). Some examples showing the utility of these polymetallic compounds in homogeneous catalysis (Farrell et al., 2002; Wu et al., 2001) or for the design of new materials with outstanding properties (Gul et al., 2002) have been described. Here we report a new bimetallic platinum(II) complex with a ferrocenyliminophosphine ligand.
In the title compound, the PtII atom adopts a distorted square planar geometry, defined by one P atom and one N atom from the bidentate ferrocenyliminophosphine ligand (L) and two Cl atoms (Fig. 1), with N—Pt—Cl1 = 176.29 (9)° and P—Pt—Cl2 = 170.19 (4)°. The difference between the Pt—Cl bond lengths [2.2996 (13) and 2.3673 (11) Å] (Table 1) reflects the stronger trans influence of the tertiary phosphine compared with the imino group. The ligand L adopts a five-membered chelating ring. The benzene ring and the cyclopentadienyl ring are trans, with respect to the C11—N double bond.