Literature DB >> 21200513

{1-[1-(3-Carboxy-propanamido)eth-yl]-1',2-bis-(diphenyl-phosphino)ferrocene-κP,P'}dichloridoplatinum(II) dichloro-methane 1.25-solvate.

Lara C Spencer, Haris Bjelosevic, James Darkwa, Sofi K C Elmroth, Tina Persson.   

Abstract

The dinuclear title compound, [FePtCl(2)(C(17)H(14)P)(C(23)H(23)NO(3)P)]·1.25CH(2)Cl(2), has a slightly distorted cis-PtCl(2)P(2) square-planar geometry around the Pt atom, and the ferrocenylphosphine ligands are staggered at an angle of 29.4 (2)° about Pt. In the crystal structure, the complex forms centrosymmetric dimers via two strong inter-molecular O-H⋯O bonds resulting in R(2) (2)(8) rings. A weak intra-molecular N-H⋯Cl bond leads to an S(8) motif. The solvent is highly disordered and has not been modelled with discrete atoms.

Entities:  

Year:  2007        PMID: 21200513      PMCID: PMC2915101          DOI: 10.1107/S1600536807065105

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For background, see: Beagley et al. (2003 ▶); Bernstein et al. (1995 ▶); Bjelosevic et al. (2006 ▶); Clemente et al. (1986 ▶); Fouda et al. (2007 ▶); Spencer & Bjelosevic (2007 ▶); Top et al. (2003 ▶); Van Staveren & Metzler-Nolte (2004 ▶). For disordered solvent treatment, see: Spek (1983 ▶). Related structures were found from the Cambridge Structural Database (Allen, 2002 ▶).

Experimental

Crystal data

[FePtCl2(C17H14P)(C23H23NO3P)]·1.25CH2Cl2 M = 1069.64 Monoclinic, a = 13.0154 (8) Å b = 15.7866 (10) Å c = 19.3403 (12) Å β = 100.916 (1)° V = 3901.9 (4) Å3 Z = 4 Mo- Kα radiation μ = 4.39 mm−1 T = 100 (2) K 0.35 × 0.33 × 0.30 mm

Data collection

Bruker SMART 1K CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2003 ▶) T min = 0.309, T max = 0.353 (expected range = 0.235–0.268) 56419 measured reflections 10833 independent reflections 9395 reflections with I > 2σ(I) R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.025 wR(F 2) = 0.065 S = 1.08 10833 reflections 453 parameters H-atom parameters constrained Δρmax = 1.45 e Å−3 Δρmin = −0.49 e Å−3 Data collection: SMART (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2003 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PLATON (Spek, 2003 ▶), publCIF (Westrip, 2007 ▶) and modiCIFer (Guzei, 2007 ▶). Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807065105/hb2623sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536807065105/hb2623Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[FePtCl2(C17H14P)(C23H23NO3P)]·1.25CH2Cl2F000 = 2114
Mr = 1069.64Dx = 1.821 Mg m3
Monoclinic, P21/nMo- Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 21973 reflections
a = 13.0154 (8) Åθ = 2.2–29.6º
b = 15.7866 (10) ŵ = 4.39 mm1
c = 19.3403 (12) ÅT = 100 (2) K
β = 100.916 (1)ºBlock, yellow
V = 3901.9 (4) Å30.35 × 0.33 × 0.30 mm
Z = 4
Bruker SMART1000 CCD diffractometer10833 independent reflections
Radiation source: fine-focus sealed tube9395 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.036
T = 100(2) Kθmax = 29.6º
ω scansθmin = 1.7º
Absorption correction: multi-scan(SADABS; Bruker, 2003)h = −18→18
Tmin = 0.309, Tmax = 0.353k = −21→21
56419 measured reflectionsl = −26→26
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.025H-atom parameters constrained
wR(F2) = 0.065  w = 1/[σ2(Fo2) + (0.0366P)2 + 0.9654P] where P = (Fo2 + 2Fc2)/3
S = 1.08(Δ/σ)max = 0.001
10833 reflectionsΔρmax = 1.45 e Å3
453 parametersΔρmin = −0.48 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
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 takeninto account individually in the estimation of e.s.d.'s in distances, anglesand torsion angles; correlations between e.s.d.'s in cell parameters are onlyused 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 andgoodness of fit S are based on F2, conventional R-factors R are basedon F, with F set to zero for negative F2. The threshold expression ofF2 > σ(F2) is used only for calculating R-factors(gt) etc. and isnot relevant to the choice of reflections for refinement. R-factors basedon F2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.
xyzUiso*/Ueq
Pt10.517748 (7)0.236711 (6)0.227608 (5)0.01205 (3)
Fe10.40957 (3)0.25793 (2)0.007455 (19)0.01408 (7)
Cl10.67981 (5)0.17995 (4)0.28377 (3)0.02068 (13)
Cl20.52630 (5)0.32416 (4)0.32745 (3)0.01833 (12)
P10.50312 (5)0.13556 (4)0.14368 (3)0.01277 (12)
P20.38650 (5)0.32092 (4)0.17376 (3)0.01277 (12)
O10.79978 (17)0.22592 (16)0.02709 (11)0.0341 (5)
O21.05274 (17)0.10838 (14)0.00910 (12)0.0318 (5)
H21.05340.0631−0.01360.048*
O30.93828 (15)0.03658 (14)0.05916 (11)0.0305 (5)
N10.73423 (17)0.25400 (14)0.12523 (13)0.0182 (4)
H10.74350.24690.17110.022*
C10.45365 (19)0.13779 (16)−0.00883 (13)0.0174 (5)
H1A0.40730.0868−0.01400.021*
C20.4742 (2)0.18988 (18)−0.06440 (13)0.0202 (5)
H2A0.44300.1828−0.11550.024*
C30.5439 (2)0.25468 (17)−0.03527 (14)0.0187 (5)
H30.56920.3017−0.06240.022*
C40.56845 (19)0.24502 (15)0.03934 (14)0.0157 (5)
C50.51106 (18)0.17171 (16)0.05675 (13)0.0142 (5)
C60.64074 (19)0.30043 (17)0.09061 (13)0.0171 (5)
H60.60160.31650.12840.021*
C70.6698 (2)0.38307 (18)0.05800 (15)0.0241 (6)
H7A0.70970.41910.09490.036*
H7B0.60590.41260.03560.036*
H7C0.71250.37050.02260.036*
C80.8071 (2)0.22138 (18)0.09118 (16)0.0239 (6)
C90.8993 (2)0.1799 (2)0.13841 (16)0.0270 (6)
H9A0.87920.12220.15090.032*
H9B0.91800.21290.18250.032*
C100.9939 (2)0.1743 (2)0.10304 (17)0.0284 (6)
H10A0.99830.22680.07570.034*
H10B1.05800.17070.13980.034*
C110.9903 (2)0.09984 (19)0.05495 (16)0.0251 (6)
C120.59865 (18)0.05016 (16)0.16185 (13)0.0157 (5)
C130.67153 (19)0.03441 (16)0.11885 (14)0.0178 (5)
H130.67580.07110.08060.021*
C140.7377 (2)−0.03525 (17)0.13238 (15)0.0219 (6)
H140.7876−0.04590.10330.026*
C150.7315 (2)−0.08917 (17)0.18795 (16)0.0242 (6)
H150.7755−0.13760.19600.029*
C160.66108 (19)−0.07251 (17)0.23194 (15)0.0200 (5)
H160.6585−0.10850.27090.024*
C170.59439 (19)−0.00311 (16)0.21893 (14)0.0189 (5)
H170.54590.00810.24890.023*
C180.38247 (18)0.07400 (16)0.13510 (13)0.0141 (5)
C190.36812 (19)0.00308 (16)0.09043 (13)0.0166 (5)
H190.4207−0.01210.06470.020*
C200.2775 (2)−0.04485 (17)0.08379 (14)0.0219 (5)
H200.2667−0.09110.05180.026*
C210.2025 (2)−0.02546 (18)0.12373 (15)0.0237 (6)
H210.1403−0.05820.11910.028*
C220.2191 (2)0.04204 (18)0.17043 (14)0.0217 (5)
H220.16890.05410.19900.026*
C230.30772 (19)0.09213 (17)0.17606 (13)0.0178 (5)
H230.31760.13870.20770.021*
C240.26636 (19)0.31782 (16)0.20920 (14)0.0168 (5)
C250.2685 (2)0.28888 (17)0.27762 (14)0.0197 (5)
H250.33110.26590.30430.024*
C260.1784 (2)0.29372 (18)0.30681 (16)0.0259 (6)
H260.18010.27490.35370.031*
C270.0872 (2)0.32574 (18)0.26774 (17)0.0283 (7)
H270.02620.32900.28790.034*
C280.0838 (2)0.35315 (19)0.19946 (17)0.0277 (6)
H280.02050.37520.17290.033*
C290.17282 (19)0.34854 (17)0.16937 (15)0.0215 (5)
H290.17000.36620.12210.026*
C300.4300 (2)0.43184 (16)0.18119 (13)0.0161 (5)
C310.3561 (2)0.49628 (17)0.16439 (14)0.0204 (5)
H310.28390.48250.15210.024*
C320.3874 (2)0.57983 (18)0.16548 (15)0.0272 (6)
H320.33660.62330.15410.033*
C330.4933 (2)0.60076 (18)0.18318 (14)0.0255 (6)
H330.51460.65840.18430.031*
C340.5667 (2)0.53766 (18)0.19900 (14)0.0239 (6)
H340.63890.55160.21030.029*
C350.5351 (2)0.45313 (17)0.19849 (13)0.0176 (5)
H350.58610.40980.21010.021*
C360.33884 (18)0.31513 (16)0.07995 (13)0.0152 (5)
C370.35963 (19)0.37625 (16)0.02881 (13)0.0176 (5)
H370.40480.42770.03920.021*
C380.3063 (2)0.35052 (18)−0.03852 (14)0.0219 (5)
H380.30820.3801−0.08400.026*
C390.2515 (2)0.27440 (18)−0.03070 (14)0.0202 (5)
H390.20840.2413−0.06980.024*
C400.2707 (2)0.25155 (16)0.04190 (15)0.0168 (5)
H400.24210.20080.06270.020*
U11U22U33U12U13U23
Pt10.01341 (5)0.01136 (5)0.01105 (5)0.00026 (3)0.00150 (3)−0.00018 (3)
Fe10.01480 (16)0.01564 (18)0.01161 (17)0.00201 (13)0.00204 (13)−0.00002 (13)
Cl10.0199 (3)0.0201 (3)0.0190 (3)0.0042 (2)−0.0041 (2)−0.0016 (2)
Cl20.0228 (3)0.0180 (3)0.0140 (3)−0.0016 (2)0.0032 (2)−0.0037 (2)
P10.0125 (3)0.0119 (3)0.0137 (3)0.0011 (2)0.0020 (2)−0.0003 (2)
P20.0134 (3)0.0122 (3)0.0130 (3)0.0009 (2)0.0033 (2)−0.0007 (2)
O10.0255 (11)0.0534 (15)0.0224 (11)0.0109 (10)0.0022 (9)−0.0106 (10)
O20.0305 (11)0.0261 (12)0.0414 (13)−0.0034 (9)0.0135 (10)−0.0064 (10)
O30.0255 (10)0.0285 (12)0.0391 (13)−0.0023 (9)0.0104 (9)−0.0088 (10)
N10.0158 (10)0.0208 (12)0.0176 (11)0.0015 (8)0.0020 (9)−0.0007 (8)
C10.0191 (11)0.0160 (12)0.0173 (12)0.0012 (9)0.0040 (10)−0.0051 (10)
C20.0223 (12)0.0258 (15)0.0133 (12)0.0031 (10)0.0058 (10)−0.0029 (10)
C30.0213 (12)0.0211 (14)0.0151 (12)0.0024 (10)0.0068 (10)0.0024 (10)
C40.0135 (11)0.0160 (12)0.0182 (12)0.0021 (9)0.0048 (9)−0.0006 (9)
C50.0131 (10)0.0147 (12)0.0152 (11)0.0017 (9)0.0041 (9)0.0003 (9)
C60.0147 (11)0.0177 (13)0.0191 (12)0.0001 (9)0.0035 (9)0.0009 (10)
C70.0240 (13)0.0186 (14)0.0293 (15)−0.0036 (10)0.0040 (11)0.0040 (11)
C80.0175 (12)0.0259 (15)0.0270 (15)0.0025 (10)0.0009 (11)−0.0081 (12)
C90.0190 (13)0.0311 (16)0.0294 (15)0.0060 (11)0.0012 (11)−0.0057 (12)
C100.0180 (12)0.0279 (16)0.0369 (17)0.0028 (11)−0.0007 (12)−0.0074 (13)
C110.0180 (12)0.0235 (15)0.0319 (16)0.0034 (10)0.0001 (11)−0.0033 (12)
C120.0138 (11)0.0121 (12)0.0205 (13)0.0009 (9)0.0009 (9)−0.0028 (9)
C130.0171 (11)0.0153 (12)0.0202 (13)0.0001 (9)0.0015 (10)−0.0016 (10)
C140.0147 (11)0.0207 (14)0.0307 (15)0.0009 (10)0.0053 (11)−0.0064 (11)
C150.0169 (12)0.0152 (13)0.0370 (16)0.0025 (10)−0.0037 (11)−0.0022 (11)
C160.0163 (11)0.0156 (13)0.0258 (14)−0.0029 (9)−0.0021 (10)0.0026 (10)
C170.0167 (11)0.0150 (13)0.0246 (14)0.0005 (9)0.0027 (10)0.0017 (10)
C180.0135 (10)0.0141 (12)0.0139 (11)0.0007 (9)0.0009 (9)0.0028 (9)
C190.0198 (12)0.0141 (12)0.0155 (12)−0.0006 (9)0.0021 (10)−0.0006 (9)
C200.0241 (13)0.0178 (13)0.0219 (14)−0.0041 (10)−0.0004 (11)−0.0023 (11)
C210.0200 (12)0.0225 (14)0.0274 (15)−0.0035 (10)0.0011 (11)0.0070 (11)
C220.0176 (12)0.0252 (14)0.0241 (14)0.0017 (10)0.0085 (10)0.0047 (11)
C230.0192 (12)0.0169 (13)0.0177 (12)0.0029 (9)0.0043 (10)−0.0006 (10)
C240.0172 (11)0.0144 (12)0.0205 (13)−0.0026 (9)0.0078 (10)−0.0042 (10)
C250.0232 (12)0.0154 (12)0.0228 (13)−0.0017 (10)0.0102 (11)−0.0009 (10)
C260.0336 (15)0.0171 (13)0.0324 (16)−0.0035 (11)0.0202 (13)−0.0031 (12)
C270.0271 (14)0.0187 (14)0.0449 (18)−0.0018 (11)0.0214 (13)−0.0050 (13)
C280.0193 (13)0.0246 (15)0.0414 (18)0.0022 (11)0.0110 (12)−0.0066 (13)
C290.0185 (12)0.0201 (14)0.0269 (14)0.0016 (10)0.0071 (11)−0.0026 (11)
C300.0218 (12)0.0117 (12)0.0155 (12)−0.0005 (9)0.0049 (10)0.0000 (9)
C310.0227 (12)0.0182 (13)0.0202 (13)0.0029 (10)0.0036 (10)0.0003 (10)
C320.0405 (17)0.0147 (14)0.0269 (15)0.0042 (12)0.0082 (13)0.0040 (11)
C330.0412 (16)0.0141 (13)0.0201 (13)−0.0041 (11)0.0031 (12)0.0013 (10)
C340.0293 (14)0.0211 (14)0.0201 (14)−0.0084 (11)0.0013 (11)0.0005 (11)
C350.0209 (12)0.0171 (13)0.0144 (12)0.0008 (10)0.0019 (10)0.0000 (10)
C360.0133 (10)0.0162 (12)0.0159 (12)0.0037 (9)0.0020 (9)−0.0018 (9)
C370.0201 (12)0.0142 (12)0.0190 (12)0.0029 (9)0.0047 (10)0.0008 (10)
C380.0253 (13)0.0237 (14)0.0155 (12)0.0092 (11)0.0009 (10)0.0033 (10)
C390.0188 (12)0.0239 (14)0.0161 (12)0.0055 (10)−0.0012 (10)−0.0037 (10)
C400.0125 (11)0.0179 (13)0.0197 (13)0.0027 (9)0.0023 (10)−0.0036 (9)
Pt1—P22.2575 (6)C13—H130.9500
Pt1—P12.2592 (6)C14—C151.385 (4)
Pt1—Cl12.3588 (6)C14—H140.9500
Pt1—Cl22.3592 (6)C15—C161.389 (4)
Fe1—C52.007 (2)C15—H150.9500
Fe1—C12.023 (3)C16—C171.391 (4)
Fe1—C362.029 (2)C16—H160.9500
Fe1—C402.044 (3)C17—H170.9500
Fe1—C372.045 (3)C18—C231.396 (3)
Fe1—C42.053 (3)C18—C191.405 (3)
Fe1—C22.058 (2)C19—C201.386 (3)
Fe1—C392.066 (3)C19—H190.9500
Fe1—C382.069 (3)C20—C211.389 (4)
Fe1—C32.071 (3)C20—H200.9500
P1—C51.797 (2)C21—C221.387 (4)
P1—C121.823 (2)C21—H210.9500
P1—C181.827 (2)C22—C231.386 (4)
P2—C361.805 (3)C22—H220.9500
P2—C241.823 (2)C23—H230.9500
P2—C301.837 (3)C24—C251.395 (4)
O1—C81.227 (4)C24—C291.398 (4)
O2—C111.318 (3)C25—C261.396 (4)
O2—H20.8400C25—H250.9500
O3—C111.218 (3)C26—C271.377 (4)
N1—C81.354 (3)C26—H260.9500
N1—C61.469 (3)C27—C281.382 (4)
N1—H10.8800C27—H270.9500
C1—C21.418 (4)C28—C291.394 (4)
C1—C51.447 (3)C28—H280.9500
C1—H1A1.0000C29—H290.9500
C2—C31.412 (4)C30—C351.387 (3)
C2—H2A1.0000C30—C311.395 (4)
C3—C41.426 (4)C31—C321.379 (4)
C3—H31.0000C31—H310.9500
C4—C51.451 (3)C32—C331.396 (4)
C4—C61.510 (4)C32—H320.9500
C6—C71.527 (4)C33—C341.374 (4)
C6—H61.0000C33—H330.9500
C7—H7A0.9800C34—C351.395 (4)
C7—H7B0.9800C34—H340.9500
C7—H7C0.9800C35—H350.9500
C8—C91.513 (4)C36—C371.443 (3)
C9—C101.520 (4)C36—C401.445 (3)
C9—H9A0.9900C37—C381.414 (4)
C9—H9B0.9900C37—H371.0000
C10—C111.494 (4)C38—C391.420 (4)
C10—H10A0.9900C38—H381.0000
C10—H10B0.9900C39—C401.425 (4)
C12—C131.397 (3)C39—H391.0000
C12—C171.397 (4)C40—H401.0000
C13—C141.391 (4)
P2—Pt1—P197.55 (2)C8—C9—H9B109.3
P2—Pt1—Cl1165.62 (2)C10—C9—H9B109.3
P1—Pt1—Cl190.50 (2)H9A—C9—H9B107.9
P2—Pt1—Cl286.98 (2)C11—C10—C9113.2 (2)
P1—Pt1—Cl2170.47 (2)C11—C10—H10A108.9
Cl1—Pt1—Cl286.90 (2)C9—C10—H10A108.9
C5—Fe1—C142.09 (10)C11—C10—H10B108.9
C5—Fe1—C36108.51 (10)C9—C10—H10B108.9
C1—Fe1—C36134.73 (10)H10A—C10—H10B107.8
C5—Fe1—C40110.79 (10)O3—C11—O2123.4 (3)
C1—Fe1—C40107.39 (10)O3—C11—C10123.7 (3)
C36—Fe1—C4041.56 (10)O2—C11—C10112.8 (3)
C5—Fe1—C37136.80 (10)C13—C12—C17119.8 (2)
C1—Fe1—C37176.16 (10)C13—C12—P1122.2 (2)
C36—Fe1—C3741.49 (10)C17—C12—P1118.02 (18)
C40—Fe1—C3769.19 (10)C14—C13—C12119.7 (2)
C5—Fe1—C441.86 (9)C14—C13—H13120.2
C1—Fe1—C469.79 (10)C12—C13—H13120.2
C36—Fe1—C4113.55 (10)C15—C14—C13120.4 (2)
C40—Fe1—C4143.12 (11)C15—C14—H14119.8
C37—Fe1—C4111.75 (10)C13—C14—H14119.8
C5—Fe1—C269.55 (10)C14—C15—C16120.1 (2)
C1—Fe1—C240.66 (10)C14—C15—H15120.0
C36—Fe1—C2174.72 (11)C16—C15—H15120.0
C40—Fe1—C2133.95 (11)C15—C16—C17120.0 (3)
C37—Fe1—C2143.05 (11)C15—C16—H16120.0
C4—Fe1—C268.53 (10)C17—C16—H16120.0
C5—Fe1—C39140.90 (11)C16—C17—C12120.0 (2)
C1—Fe1—C39110.79 (11)C16—C17—H17120.0
C36—Fe1—C3968.87 (10)C12—C17—H17120.0
C40—Fe1—C3940.57 (10)C23—C18—C19119.1 (2)
C37—Fe1—C3967.93 (10)C23—C18—P1121.26 (19)
C4—Fe1—C39176.24 (11)C19—C18—P1119.44 (18)
C2—Fe1—C39109.33 (11)C20—C19—C18120.2 (2)
C5—Fe1—C38176.98 (11)C20—C19—H19119.9
C1—Fe1—C38140.86 (11)C18—C19—H19119.9
C36—Fe1—C3868.88 (10)C19—C20—C21120.2 (3)
C40—Fe1—C3868.42 (11)C19—C20—H20119.9
C37—Fe1—C3840.20 (10)C21—C20—H20119.9
C4—Fe1—C38137.27 (11)C22—C21—C20119.5 (2)
C2—Fe1—C38113.19 (11)C22—C21—H21120.2
C39—Fe1—C3840.16 (11)C20—C21—H21120.2
C5—Fe1—C369.11 (10)C23—C22—C21120.9 (2)
C1—Fe1—C368.23 (10)C23—C22—H22119.5
C36—Fe1—C3144.53 (10)C21—C22—H22119.5
C40—Fe1—C3173.90 (11)C22—C23—C18119.9 (2)
C37—Fe1—C3115.32 (10)C22—C23—H23120.1
C4—Fe1—C340.45 (10)C18—C23—H23120.1
C2—Fe1—C340.00 (10)C25—C24—C29119.7 (2)
C39—Fe1—C3135.99 (11)C25—C24—P2120.1 (2)
C38—Fe1—C3112.01 (11)C29—C24—P2120.19 (19)
C5—P1—C12104.91 (11)C24—C25—C26119.9 (3)
C5—P1—C18106.54 (11)C24—C25—H25120.1
C12—P1—C1899.63 (11)C26—C25—H25120.1
C5—P1—Pt1115.84 (8)C27—C26—C25120.1 (3)
C12—P1—Pt1115.01 (8)C27—C26—H26120.0
C18—P1—Pt1113.28 (8)C25—C26—H26120.0
C36—P2—C24102.74 (11)C26—C27—C28120.5 (3)
C36—P2—C3099.73 (12)C26—C27—H27119.8
C24—P2—C30105.64 (11)C28—C27—H27119.8
C36—P2—Pt1121.32 (8)C27—C28—C29120.2 (3)
C24—P2—Pt1116.02 (9)C27—C28—H28119.9
C30—P2—Pt1109.28 (8)C29—C28—H28119.9
C11—O2—H2109.5C28—C29—C24119.6 (3)
C8—N1—C6124.3 (2)C28—C29—H29120.2
C8—N1—H1117.8C24—C29—H29120.2
C6—N1—H1117.8C35—C30—C31119.0 (2)
C2—C1—C5108.0 (2)C35—C30—P2121.66 (19)
C2—C1—Fe170.98 (15)C31—C30—P2119.2 (2)
C5—C1—Fe168.37 (14)C32—C31—C30120.4 (3)
C2—C1—H1A126.0C32—C31—H31119.8
C5—C1—H1A126.0C30—C31—H31119.8
Fe1—C1—H1A126.0C31—C32—C33120.3 (3)
C3—C2—C1108.5 (2)C31—C32—H32119.8
C3—C2—Fe170.50 (15)C33—C32—H32119.8
C1—C2—Fe168.36 (14)C34—C33—C32119.7 (3)
C3—C2—H2A125.8C34—C33—H33120.1
C1—C2—H2A125.8C32—C33—H33120.1
Fe1—C2—H2A125.8C33—C34—C35120.0 (3)
C2—C3—C4109.3 (2)C33—C34—H34120.0
C2—C3—Fe169.50 (15)C35—C34—H34120.0
C4—C3—Fe169.10 (14)C30—C35—C34120.6 (2)
C2—C3—H3125.3C30—C35—H35119.7
C4—C3—H3125.3C34—C35—H35119.7
Fe1—C3—H3125.3C37—C36—C40107.0 (2)
C3—C4—C5107.1 (2)C37—C36—P2125.56 (19)
C3—C4—C6126.5 (2)C40—C36—P2127.4 (2)
C5—C4—C6126.4 (2)C37—C36—Fe169.86 (14)
C3—C4—Fe170.45 (15)C40—C36—Fe169.76 (14)
C5—C4—Fe167.39 (13)P2—C36—Fe1127.05 (13)
C6—C4—Fe1127.34 (17)C38—C37—C36108.4 (2)
C1—C5—C4107.1 (2)C38—C37—Fe170.81 (15)
C1—C5—P1126.21 (19)C36—C37—Fe168.65 (14)
C4—C5—P1126.43 (19)C38—C37—H37125.8
C1—C5—Fe169.54 (14)C36—C37—H37125.8
C4—C5—Fe170.75 (14)Fe1—C37—H37125.8
P1—C5—Fe1120.70 (12)C37—C38—C39108.3 (2)
N1—C6—C4111.7 (2)C37—C38—Fe168.99 (14)
N1—C6—C7111.5 (2)C39—C38—Fe169.80 (15)
C4—C6—C7113.3 (2)C37—C38—H38125.8
N1—C6—H6106.6C39—C38—H38125.8
C4—C6—H6106.6Fe1—C38—H38125.8
C7—C6—H6106.6C38—C39—C40108.7 (2)
C6—C7—H7A109.5C38—C39—Fe170.03 (15)
C6—C7—H7B109.5C40—C39—Fe168.86 (15)
H7A—C7—H7B109.5C38—C39—H39125.6
C6—C7—H7C109.5C40—C39—H39125.6
H7A—C7—H7C109.5Fe1—C39—H39125.6
H7B—C7—H7C109.5C39—C40—C36107.6 (2)
O1—C8—N1122.8 (3)C39—C40—Fe170.56 (15)
O1—C8—C9122.4 (3)C36—C40—Fe168.68 (14)
N1—C8—C9114.8 (3)C39—C40—H40126.2
C8—C9—C10111.8 (3)C36—C40—H40126.2
C8—C9—H9A109.3Fe1—C40—H40126.2
C10—C9—H9A109.3
P2—Pt1—P1—C555.66 (9)Pt1—P1—C12—C1765.6 (2)
Cl1—Pt1—P1—C5−112.39 (9)C17—C12—C13—C141.4 (4)
Cl2—Pt1—P1—C5173.58 (14)P1—C12—C13—C14−175.5 (2)
P2—Pt1—P1—C12178.43 (9)C12—C13—C14—C150.3 (4)
Cl1—Pt1—P1—C1210.38 (9)C13—C14—C15—C16−2.0 (4)
Cl2—Pt1—P1—C12−63.65 (16)C14—C15—C16—C172.0 (4)
P2—Pt1—P1—C18−67.88 (9)C15—C16—C17—C12−0.4 (4)
Cl1—Pt1—P1—C18124.06 (9)C13—C12—C17—C16−1.3 (4)
Cl2—Pt1—P1—C1850.04 (16)P1—C12—C17—C16175.7 (2)
P1—Pt1—P2—C36−20.67 (10)C5—P1—C18—C23−126.6 (2)
Cl1—Pt1—P2—C36102.85 (13)C12—P1—C18—C23124.6 (2)
Cl2—Pt1—P2—C36167.75 (10)Pt1—P1—C18—C232.0 (2)
P1—Pt1—P2—C24105.09 (9)C5—P1—C18—C1958.4 (2)
Cl1—Pt1—P2—C24−131.39 (12)C12—P1—C18—C19−50.4 (2)
Cl2—Pt1—P2—C24−66.49 (9)Pt1—P1—C18—C19−173.11 (17)
P1—Pt1—P2—C30−135.66 (8)C23—C18—C19—C204.2 (4)
Cl1—Pt1—P2—C30−12.14 (13)P1—C18—C19—C20179.4 (2)
Cl2—Pt1—P2—C3052.76 (8)C18—C19—C20—C21−3.0 (4)
C5—Fe1—C1—C2−119.3 (2)C19—C20—C21—C22−0.2 (4)
C36—Fe1—C1—C2176.22 (15)C20—C21—C22—C232.2 (4)
C40—Fe1—C1—C2138.72 (16)C21—C22—C23—C18−1.0 (4)
C37—Fe1—C1—C2165.6 (15)C19—C18—C23—C22−2.2 (4)
C4—Fe1—C1—C2−80.21 (16)P1—C18—C23—C22−177.3 (2)
C39—Fe1—C1—C295.82 (16)C36—P2—C24—C25155.4 (2)
C38—Fe1—C1—C261.8 (2)C30—P2—C24—C25−100.5 (2)
C3—Fe1—C1—C2−36.78 (15)Pt1—P2—C24—C2520.7 (2)
C36—Fe1—C1—C5−64.51 (19)C36—P2—C24—C29−28.0 (2)
C40—Fe1—C1—C5−102.00 (15)C30—P2—C24—C2976.1 (2)
C37—Fe1—C1—C5−75.2 (16)Pt1—P2—C24—C29−162.68 (18)
C4—Fe1—C1—C539.06 (14)C29—C24—C25—C26−2.4 (4)
C2—Fe1—C1—C5119.3 (2)P2—C24—C25—C26174.2 (2)
C39—Fe1—C1—C5−144.91 (14)C24—C25—C26—C271.0 (4)
C38—Fe1—C1—C5−178.95 (16)C25—C26—C27—C280.1 (4)
C3—Fe1—C1—C582.50 (15)C26—C27—C28—C290.1 (4)
C5—C1—C2—C30.8 (3)C27—C28—C29—C24−1.5 (4)
Fe1—C1—C2—C359.27 (18)C25—C24—C29—C282.6 (4)
C5—C1—C2—Fe1−58.51 (16)P2—C24—C29—C28−174.0 (2)
C5—Fe1—C2—C3−81.51 (16)C36—P2—C30—C35−111.1 (2)
C1—Fe1—C2—C3−120.1 (2)C24—P2—C30—C35142.7 (2)
C36—Fe1—C2—C3−150.8 (11)Pt1—P2—C30—C3517.2 (2)
C40—Fe1—C2—C3178.90 (16)C36—P2—C30—C3164.5 (2)
C37—Fe1—C2—C361.5 (2)C24—P2—C30—C31−41.8 (2)
C4—Fe1—C2—C3−36.54 (15)Pt1—P2—C30—C31−167.27 (18)
C39—Fe1—C2—C3140.16 (16)C35—C30—C31—C32−0.4 (4)
C38—Fe1—C2—C397.11 (17)P2—C30—C31—C32−176.1 (2)
C5—Fe1—C2—C138.61 (15)C30—C31—C32—C330.2 (4)
C36—Fe1—C2—C1−30.6 (12)C31—C32—C33—C340.5 (4)
C40—Fe1—C2—C1−61.0 (2)C32—C33—C34—C35−1.1 (4)
C37—Fe1—C2—C1−178.41 (17)C31—C30—C35—C34−0.1 (4)
C4—Fe1—C2—C183.58 (16)P2—C30—C35—C34175.5 (2)
C39—Fe1—C2—C1−99.72 (16)C33—C34—C35—C300.8 (4)
C38—Fe1—C2—C1−142.77 (15)C24—P2—C36—C37123.0 (2)
C3—Fe1—C2—C1120.1 (2)C30—P2—C36—C3714.4 (2)
C1—C2—C3—C4−0.3 (3)Pt1—P2—C36—C37−105.3 (2)
Fe1—C2—C3—C457.70 (18)C24—P2—C36—C40−54.6 (2)
C1—C2—C3—Fe1−57.96 (17)C30—P2—C36—C40−163.2 (2)
C5—Fe1—C3—C282.70 (17)Pt1—P2—C36—C4077.0 (2)
C1—Fe1—C3—C237.37 (15)C24—P2—C36—Fe1−146.42 (16)
C36—Fe1—C3—C2175.56 (17)C30—P2—C36—Fe1104.96 (17)
C40—Fe1—C3—C2−7.5 (11)Pt1—P2—C36—Fe1−14.8 (2)
C37—Fe1—C3—C2−144.25 (16)C5—Fe1—C36—C37141.43 (15)
C4—Fe1—C3—C2121.3 (2)C1—Fe1—C36—C37−178.93 (15)
C39—Fe1—C3—C2−60.5 (2)C40—Fe1—C36—C37−117.8 (2)
C38—Fe1—C3—C2−100.31 (17)C4—Fe1—C36—C3796.73 (15)
C5—Fe1—C3—C4−38.64 (14)C2—Fe1—C36—C37−151.1 (11)
C1—Fe1—C3—C4−83.98 (16)C39—Fe1—C36—C37−80.15 (16)
C36—Fe1—C3—C454.2 (2)C38—Fe1—C36—C37−36.95 (15)
C40—Fe1—C3—C4−128.8 (10)C3—Fe1—C36—C3761.7 (2)
C37—Fe1—C3—C494.40 (16)C5—Fe1—C36—C40−100.75 (16)
C2—Fe1—C3—C4−121.3 (2)C1—Fe1—C36—C40−61.1 (2)
C39—Fe1—C3—C4178.17 (16)C37—Fe1—C36—C40117.8 (2)
C38—Fe1—C3—C4138.34 (15)C4—Fe1—C36—C40−145.45 (15)
C2—C3—C4—C5−0.3 (3)C2—Fe1—C36—C40−33.2 (12)
Fe1—C3—C4—C557.59 (16)C39—Fe1—C36—C4037.67 (15)
C2—C3—C4—C6179.5 (2)C38—Fe1—C36—C4080.86 (16)
Fe1—C3—C4—C6−122.6 (2)C3—Fe1—C36—C40179.51 (18)
C2—C3—C4—Fe1−57.94 (19)C5—Fe1—C36—P221.49 (19)
C5—Fe1—C4—C3119.0 (2)C1—Fe1—C36—P261.1 (2)
C1—Fe1—C4—C379.78 (16)C40—Fe1—C36—P2122.2 (2)
C36—Fe1—C4—C3−149.10 (15)C37—Fe1—C36—P2−119.9 (2)
C40—Fe1—C4—C3172.08 (17)C4—Fe1—C36—P2−23.2 (2)
C37—Fe1—C4—C3−104.00 (16)C2—Fe1—C36—P289.0 (11)
C2—Fe1—C4—C336.15 (15)C39—Fe1—C36—P2159.9 (2)
C39—Fe1—C4—C3−19.7 (16)C38—Fe1—C36—P2−156.9 (2)
C38—Fe1—C4—C3−65.3 (2)C3—Fe1—C36—P2−58.2 (3)
C1—Fe1—C4—C5−39.27 (14)C40—C36—C37—C38−0.3 (3)
C36—Fe1—C4—C591.86 (16)P2—C36—C37—C38−178.37 (18)
C40—Fe1—C4—C553.0 (2)Fe1—C36—C37—C3859.85 (17)
C37—Fe1—C4—C5136.96 (14)C40—C36—C37—Fe1−60.18 (16)
C2—Fe1—C4—C5−82.89 (15)P2—C36—C37—Fe1121.78 (19)
C39—Fe1—C4—C5−138.8 (16)C5—Fe1—C37—C38−179.41 (16)
C38—Fe1—C4—C5175.69 (15)C1—Fe1—C37—C38−108.3 (16)
C3—Fe1—C4—C5−119.0 (2)C36—Fe1—C37—C38−119.7 (2)
C5—Fe1—C4—C6−119.4 (3)C40—Fe1—C37—C38−80.80 (17)
C1—Fe1—C4—C6−158.7 (2)C4—Fe1—C37—C38138.88 (16)
C36—Fe1—C4—C6−27.5 (3)C2—Fe1—C37—C3856.1 (2)
C40—Fe1—C4—C6−66.4 (3)C39—Fe1—C37—C38−37.08 (16)
C37—Fe1—C4—C617.6 (3)C3—Fe1—C37—C3894.74 (17)
C2—Fe1—C4—C6157.7 (3)C5—Fe1—C37—C36−59.7 (2)
C39—Fe1—C4—C6101.8 (16)C1—Fe1—C37—C3611.4 (16)
C38—Fe1—C4—C656.3 (3)C40—Fe1—C37—C3638.88 (14)
C3—Fe1—C4—C6121.6 (3)C4—Fe1—C37—C36−101.44 (15)
C2—C1—C5—C4−1.0 (3)C2—Fe1—C37—C36175.76 (17)
Fe1—C1—C5—C4−61.11 (16)C39—Fe1—C37—C3682.60 (16)
C2—C1—C5—P1173.86 (18)C38—Fe1—C37—C36119.7 (2)
Fe1—C1—C5—P1113.71 (19)C3—Fe1—C37—C36−145.58 (15)
C2—C1—C5—Fe160.14 (17)C36—C37—C38—C390.4 (3)
C3—C4—C5—C10.8 (3)Fe1—C37—C38—C3958.91 (18)
C6—C4—C5—C1−179.1 (2)C36—C37—C38—Fe1−58.52 (17)
Fe1—C4—C5—C160.33 (16)C5—Fe1—C38—C378(2)
C3—C4—C5—P1−174.00 (18)C1—Fe1—C38—C37174.21 (16)
C6—C4—C5—P16.1 (4)C36—Fe1—C38—C3738.10 (15)
Fe1—C4—C5—P1−114.48 (19)C40—Fe1—C38—C3782.88 (16)
C3—C4—C5—Fe1−59.53 (17)C4—Fe1—C38—C37−64.2 (2)
C6—C4—C5—Fe1120.6 (2)C2—Fe1—C38—C37−147.14 (15)
C12—P1—C5—C187.3 (2)C39—Fe1—C38—C37120.0 (2)
C18—P1—C5—C1−17.7 (2)C3—Fe1—C38—C37−103.67 (16)
Pt1—P1—C5—C1−144.74 (18)C5—Fe1—C38—C39−112 (2)
C12—P1—C5—C4−98.8 (2)C1—Fe1—C38—C3954.3 (2)
C18—P1—C5—C4156.1 (2)C36—Fe1—C38—C39−81.86 (16)
Pt1—P1—C5—C429.1 (2)C40—Fe1—C38—C39−37.08 (15)
C12—P1—C5—Fe1173.35 (13)C37—Fe1—C38—C39−120.0 (2)
C18—P1—C5—Fe168.30 (16)C4—Fe1—C38—C39175.84 (16)
Pt1—P1—C5—Fe1−58.70 (15)C2—Fe1—C38—C3992.90 (17)
C36—Fe1—C5—C1137.46 (14)C3—Fe1—C38—C39136.37 (16)
C40—Fe1—C5—C193.26 (15)C37—C38—C39—C40−0.3 (3)
C37—Fe1—C5—C1174.57 (15)Fe1—C38—C39—C4058.11 (18)
C4—Fe1—C5—C1−117.6 (2)C37—C38—C39—Fe1−58.41 (17)
C2—Fe1—C5—C1−37.34 (14)C5—Fe1—C39—C38175.56 (16)
C39—Fe1—C5—C158.5 (2)C1—Fe1—C39—C38−146.77 (15)
C38—Fe1—C5—C1167.4 (19)C36—Fe1—C39—C3881.90 (16)
C3—Fe1—C5—C1−80.22 (15)C40—Fe1—C39—C38120.5 (2)
C1—Fe1—C5—C4117.6 (2)C37—Fe1—C39—C3837.12 (15)
C36—Fe1—C5—C4−104.94 (15)C4—Fe1—C39—C38−48.7 (16)
C40—Fe1—C5—C4−149.14 (15)C2—Fe1—C39—C38−103.39 (16)
C37—Fe1—C5—C4−67.83 (19)C3—Fe1—C39—C38−67.0 (2)
C2—Fe1—C5—C480.26 (15)C5—Fe1—C39—C4055.1 (2)
C39—Fe1—C5—C4176.07 (16)C1—Fe1—C39—C4092.77 (16)
C38—Fe1—C5—C4−75 (2)C36—Fe1—C39—C40−38.56 (15)
C3—Fe1—C5—C437.38 (15)C37—Fe1—C39—C40−83.34 (16)
C1—Fe1—C5—P1−120.8 (2)C4—Fe1—C39—C40−169.1 (15)
C36—Fe1—C5—P116.67 (17)C2—Fe1—C39—C40136.16 (15)
C40—Fe1—C5—P1−27.53 (18)C38—Fe1—C39—C40−120.5 (2)
C37—Fe1—C5—P153.8 (2)C3—Fe1—C39—C40172.51 (15)
C4—Fe1—C5—P1121.6 (2)C38—C39—C40—C360.1 (3)
C2—Fe1—C5—P1−158.13 (18)Fe1—C39—C40—C3658.92 (16)
C39—Fe1—C5—P1−62.3 (2)C38—C39—C40—Fe1−58.82 (18)
C38—Fe1—C5—P147 (2)C37—C36—C40—C390.1 (3)
C3—Fe1—C5—P1158.99 (18)P2—C36—C40—C39178.13 (18)
C8—N1—C6—C463.6 (3)Fe1—C36—C40—C39−60.11 (17)
C8—N1—C6—C7−64.3 (3)C37—C36—C40—Fe160.24 (16)
C3—C4—C6—N1−113.9 (3)P2—C36—C40—Fe1−121.8 (2)
C5—C4—C6—N165.9 (3)C5—Fe1—C40—C39−146.41 (15)
Fe1—C4—C6—N1153.75 (18)C1—Fe1—C40—C39−101.88 (16)
C3—C4—C6—C713.0 (4)C36—Fe1—C40—C39118.8 (2)
C5—C4—C6—C7−167.2 (2)C37—Fe1—C40—C3979.97 (16)
Fe1—C4—C6—C7−79.4 (3)C4—Fe1—C40—C39178.82 (17)
C6—N1—C8—O1−2.0 (4)C2—Fe1—C40—C39−65.2 (2)
C6—N1—C8—C9177.1 (2)C38—Fe1—C40—C3936.72 (16)
O1—C8—C9—C1020.2 (4)C3—Fe1—C40—C39−58.5 (11)
N1—C8—C9—C10−158.9 (2)C5—Fe1—C40—C3694.80 (16)
C8—C9—C10—C11−82.7 (3)C1—Fe1—C40—C36139.32 (15)
C9—C10—C11—O3−21.9 (4)C37—Fe1—C40—C36−38.82 (14)
C9—C10—C11—O2160.6 (3)C4—Fe1—C40—C3660.0 (2)
C5—P1—C12—C1311.0 (2)C2—Fe1—C40—C36175.99 (15)
C18—P1—C12—C13121.1 (2)C39—Fe1—C40—C36−118.8 (2)
Pt1—P1—C12—C13−117.5 (2)C38—Fe1—C40—C36−82.07 (16)
C5—P1—C12—C17−165.9 (2)C3—Fe1—C40—C36−177.3 (10)
C18—P1—C12—C17−55.8 (2)
D—H···AD—HH···AD···AD—H···A
O2—H2···O3i0.841.822.656 (3)177
N1—H1···Cl10.882.693.477 (2)150
Table 1

Selected bond lengths (Å)

Pt1—P22.2575 (6)
Pt1—P12.2592 (6)
Pt1—Cl12.3588 (6)
Pt1—Cl22.3592 (6)
Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯ADAD—H⋯A
O2—H2⋯O3i0.841.822.656 (3)177
N1—H1⋯Cl10.882.693.477 (2)150

Symmetry code: (i) .

  3 in total

1.  The Cambridge Structural Database: a quarter of a million crystal structures and rising.

Authors:  Frank H Allen
Journal:  Acta Crystallogr B       Date:  2002-05-29

Review 2.  Bioorganometallic chemistry of ferrocene.

Authors:  Dave R van Staveren; Nils Metzler-Nolte
Journal:  Chem Rev       Date:  2004-12       Impact factor: 60.622

3.  Synthesis, biochemical properties and molecular modelling studies of organometallic specific estrogen receptor modulators (SERMs), the ferrocifens and hydroxyferrocifens: evidence for an antiproliferative effect of hydroxyferrocifens on both hormone-dependent and hormone-independent breast cancer cell lines.

Authors:  Siden Top; Anne Vessières; Guy Leclercq; Jacques Quivy; J Tang; J Vaissermann; Michel Huché; Gérard Jaouen
Journal:  Chemistry       Date:  2003-11-07       Impact factor: 5.236

  3 in total

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