Two complexes derived from the reaction of M3(CO)12 clusters (M = Ru, Os) with the 9-(triphenyl­phosphonio)­fluoren­ide ylide: tricarbonyl[9-(tri­phenyl­phosphonio)fluorenyl­idene]­ruthenium and nona­carbonyl-μ3-fluorenyl­idene-μ2-hydrido-triangulo-triosmium(III)

Arce, A.; De Sanctis, Y.; Galarza, E.; Garland, M.T.; Baggio, R.

doi:10.1107/S0108270113005489

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Two complexes derived from the reaction of M₃(CO)₁₂ clusters (M = Ru, Os) with the 9-(triphenylphosphonio)fluorenide ylide: tricarbonyl[9-(triphenylphosphonio)fluorenylidene]ruthenium and nonacarbonyl-μ₃-fluorenylidene-μ₂-hydrido-triangulo-triosmium(III)

A. Arce, Y. De Sanctis, E. Galarza, M. T. Garland and R. Baggio

Tricarbonyl[9-(triphenylphosphonio)fluorenylidene]ruthenium, [Ru(C₃₁H₂₁P)(CO)₃], (I), is mononuclear, consisting of a single Ru centre, to which three carbonyl units and a chelating μ₃-9-(triphenylphosphonio)fluorenide ylide bind to generate a distorted octahedral RuC₆ core. Nonacarbonyl-μ₃-fluorenylidene-μ₂-hydrido-triangulo-triosmium(III), [Os₃H(C₁₃H₇)(CO)₉], (II), is trinuclear and presents a triangular triosmium core, nine carbonyl ligands and one fluorenylidene ligand. Two of the Os^III centres present a highly distorted hexacoordinated Os(Os₂C₄) core and are in turn bridged by a hydride ligand. The remaining Os^III cation is octacoordinated, with an Os(Os₂C₆) nucleus. The crystal structures of both compounds are the result of nondirectional forces, much resembling the packing of weakly interacting quasi-spherical units, viz. the molecules themselves in (I) and centrosymmetric π–π-bonded dimers in (II).

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113005489/dt3019sup1.cif Contains datablocks global, I, II
	Structure factor file (CIF format) https://doi.org/10.1107/S0108270113005489/dt3019Isup2.hkl Contains datablock I
	Structure factor file (CIF format) https://doi.org/10.1107/S0108270113005489/dt3019IIsup3.hkl Contains datablock II
	Portable Document Format (PDF) file https://doi.org/10.1107/S0108270113005489/dt3019sup4.pdf Supplementary material
	Portable Document Format (PDF) file https://doi.org/10.1107/S0108270113005489/dt3019sup5.pdf Supplementary material
	Portable Document Format (PDF) file https://doi.org/10.1107/S0108270113005489/dt3019sup6.pdf Supplementary material

CCDC references: 934600; 934601

Computing details top

For both compounds, data collection: P3/P4-PC (Siemens, 1991); cell refinement: P3/P4-PC (Siemens, 1991); data reduction: P3/P4-PC (Siemens, 1991); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-NT (Sheldrick, 2008); software used to prepare material for publication: SHELXTL-NT (Sheldrick, 2008) and PLATON (Spek, 2009).

(I) Tricarbonyl[9-(triphenylphosphonio)fluorenylidene]ruthenium top

Crystal data top

[Ru(C₃₁H₂₁P)(CO)₃]	F(000) = 1232
M_r = 609.55	D_x = 1.481 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 25 reflections
a = 10.029 (7) Å	θ = 5–12.5°
b = 15.242 (5) Å	µ = 0.67 mm⁻¹
c = 17.922 (5) Å	T = 295 K
β = 93.50 (5)°	Needle, colourless
V = 2735 (2) Å³	0.28 × 0.10 × 0.08 mm
Z = 4

Data collection top

Siemens R3m diffractometer	2864 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.060
Graphite monochromator	θ_max = 25.0°, θ_min = 1.8°
ω/2θ scans	h = −11→11
Absorption correction: ψ scan (XEMP in SHELXTL-NT; Sheldrick, 2008)	k = −1→18
T_min = 0.90, T_max = 0.94	l = −1→21
4957 measured reflections	2 standard reflections every 98 reflections
4799 independent reflections	intensity decay: 1%

Refinement top

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)] = 0.065	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.081	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²))² + 4.5949P] where P = (F_o² + 2F_c²)/3
4799 reflections	(Δ/σ)_max < 0.001
352 parameters	Δρ_max = 0.44 e Å⁻³
124 restraints	Δρ_min = −0.46 e Å⁻³

Special details top

Experimental. Spectroscopic data for (I): IR data [cyclohexane, ν(CO), cm^-1]: 2080m, 2024s, 2000ms; ¹H NMR (acetone-d₆, δ, p.p.m.): 8.10d (2H), 7.99d (2H), 7.23dd (2H), 6.93dd (2H), 6.38d (2H), 7.38dd (2H), 7.31dd (2H), 7.59dd (2H), 7.14dd (2H), 7.50dd (2H), 7.65dd (1H); ³¹P NMR data for (I) (δ, p.p.m.): 11.9.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ru1	0.16017 (5)	0.51744 (3)	0.16295 (3)	0.03182 (13)
P1	0.03200 (18)	0.43142 (11)	0.28827 (9)	0.0347 (4)
C1	0.2871 (7)	0.6082 (5)	0.1520 (3)	0.0480 (18)
O1	0.3668 (5)	0.6595 (3)	0.1462 (3)	0.0682 (15)
C2	0.0413 (7)	0.5667 (4)	0.0845 (3)	0.0477 (17)
O2	−0.0304 (5)	0.6020 (3)	0.0412 (2)	0.0630 (15)
C3	0.2557 (7)	0.4350 (5)	0.0998 (3)	0.0437 (17)
O3	0.3083 (5)	0.3909 (3)	0.0638 (3)	0.0613 (15)
C11	−0.0641 (7)	0.3669 (4)	0.3508 (4)	0.0381 (16)
C21	−0.1521 (7)	0.3057 (4)	0.3215 (3)	0.0398 (16)
H21	−0.1595	0.2968	0.2701	0.048*
C31	−0.2296 (7)	0.2572 (4)	0.3666 (4)	0.058 (2)
H31	−0.2869	0.2142	0.3464	0.070*
C41	−0.2207 (7)	0.2735 (4)	0.4433 (4)	0.0546 (19)
H41	−0.2761	0.2432	0.4742	0.066*
C51	−0.1319 (7)	0.3332 (5)	0.4738 (4)	0.066 (2)
H51	−0.1223	0.3412	0.5253	0.079*
C61	−0.0566 (6)	0.3818 (4)	0.4267 (3)	0.0476 (18)
H61	0.0001	0.4252	0.4466	0.057*
C4	0.0064 (6)	0.4105 (4)	0.1911 (3)	0.0339 (14)
C12	−0.1288 (6)	0.4287 (4)	0.1550 (3)	0.0349 (14)
C22	−0.2191 (5)	0.4997 (4)	0.1589 (3)	0.0424 (16)
H22	−0.2018	0.5447	0.1931	0.051*
C32	−0.3338 (6)	0.5017 (4)	0.1114 (3)	0.0558 (19)
H32	−0.3916	0.5493	0.1132	0.067*
C42	−0.3637 (6)	0.4342 (5)	0.0614 (4)	0.055 (2)
H42	−0.4418	0.4359	0.0306	0.066*
C52	−0.2777 (6)	0.3653 (4)	0.0578 (3)	0.0381 (15)
H52	−0.2975	0.3200	0.0241	0.046*
C62	−0.1637 (5)	0.3614 (4)	0.1024 (3)	0.0311 (14)
C13	0.0362 (5)	0.3228 (3)	0.1633 (3)	0.0242 (13)
C23	0.1451 (6)	0.2648 (3)	0.1809 (3)	0.0311 (15)
H23	0.2134	0.2822	0.2151	0.037*
C33	0.1506 (8)	0.1825 (4)	0.1475 (3)	0.0531 (19)
H33	0.2204	0.1442	0.1603	0.064*
C43	0.0504 (7)	0.1588 (4)	0.0950 (3)	0.0525 (19)
H43	0.0553	0.1041	0.0723	0.063*
C53	−0.0558 (6)	0.2119 (4)	0.0749 (3)	0.0381 (16)
H53	−0.1209	0.1944	0.0388	0.046*
C63	−0.0634 (5)	0.2940 (4)	0.1106 (3)	0.0269 (13)
C14	−0.0030 (6)	0.5449 (3)	0.2964 (3)	0.0315 (14)
C24	0.0612 (5)	0.5927 (3)	0.2403 (3)	0.0243 (12)
C34	0.0368 (6)	0.6837 (4)	0.2427 (3)	0.0405 (17)
H34	0.0745	0.7191	0.2073	0.049*
C44	−0.0414 (6)	0.7241 (4)	0.2955 (3)	0.0406 (16)
H44	−0.0549	0.7844	0.2946	0.049*
C54	−0.0980 (7)	0.6724 (4)	0.3488 (3)	0.049 (2)
H54	−0.1468	0.6988	0.3851	0.059*
C64	−0.0831 (7)	0.5830 (5)	0.3486 (4)	0.0504 (19)
H64	−0.1256	0.5484	0.3827	0.060*
C15	0.2087 (6)	0.4214 (4)	0.3090 (3)	0.0305 (14)
C25	0.2783 (5)	0.4651 (4)	0.2556 (3)	0.0314 (14)
C35	0.4162 (6)	0.4629 (4)	0.2661 (3)	0.0398 (16)
H35	0.4673	0.4894	0.2308	0.048*
C45	0.4795 (7)	0.4228 (4)	0.3267 (4)	0.0504 (18)
H45	0.5723	0.4238	0.3324	0.060*
C55	0.4081 (7)	0.3812 (4)	0.3791 (3)	0.0488 (19)
H55	0.4526	0.3537	0.4196	0.059*
C65	0.2699 (7)	0.3801 (4)	0.3718 (3)	0.0439 (17)
H65	0.2198	0.3530	0.4073	0.053*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ru1	0.0310 (3)	0.0318 (2)	0.0328 (2)	−0.0008 (3)	0.00334 (19)	0.0045 (3)
P1	0.0393 (11)	0.0309 (10)	0.0343 (10)	−0.0036 (8)	0.0050 (8)	0.0004 (8)
C1	0.055 (5)	0.061 (5)	0.029 (4)	−0.006 (4)	0.009 (3)	0.013 (3)
O1	0.062 (4)	0.049 (3)	0.093 (4)	−0.022 (3)	0.008 (3)	0.003 (3)
C2	0.053 (5)	0.049 (4)	0.041 (4)	0.012 (3)	0.003 (3)	0.004 (3)
O2	0.051 (4)	0.073 (4)	0.062 (3)	0.006 (3)	−0.011 (3)	0.015 (3)
C3	0.045 (4)	0.062 (5)	0.025 (3)	−0.017 (3)	0.009 (3)	−0.001 (3)
O3	0.064 (4)	0.052 (3)	0.068 (4)	−0.012 (3)	0.010 (3)	−0.025 (3)
C11	0.048 (4)	0.023 (4)	0.044 (4)	0.003 (3)	0.013 (3)	−0.001 (3)
C21	0.052 (4)	0.039 (4)	0.028 (4)	−0.001 (3)	−0.001 (3)	−0.005 (3)
C31	0.073 (6)	0.047 (5)	0.057 (4)	−0.020 (4)	0.028 (4)	0.003 (4)
C41	0.047 (5)	0.057 (5)	0.063 (4)	−0.003 (4)	0.024 (4)	0.017 (4)
C51	0.068 (6)	0.087 (6)	0.043 (4)	−0.017 (5)	−0.002 (4)	0.018 (4)
C61	0.048 (4)	0.056 (5)	0.037 (3)	−0.020 (4)	−0.009 (3)	−0.005 (3)
C4	0.030 (3)	0.032 (3)	0.038 (3)	−0.012 (3)	−0.010 (3)	−0.009 (3)
C12	0.029 (3)	0.040 (4)	0.036 (3)	−0.007 (3)	−0.001 (3)	0.012 (3)
C22	0.036 (4)	0.038 (5)	0.053 (4)	−0.012 (3)	0.001 (3)	0.011 (3)
C32	0.050 (4)	0.043 (5)	0.073 (5)	0.009 (4)	−0.004 (3)	0.024 (3)
C42	0.025 (4)	0.066 (5)	0.072 (5)	−0.006 (4)	−0.014 (4)	0.021 (4)
C52	0.035 (4)	0.050 (4)	0.030 (3)	−0.023 (3)	0.006 (3)	0.019 (3)
C62	0.021 (3)	0.037 (3)	0.035 (3)	−0.012 (3)	−0.005 (3)	0.020 (3)
C13	0.028 (3)	0.030 (3)	0.014 (3)	−0.001 (2)	−0.006 (2)	0.009 (2)
C23	0.024 (3)	0.025 (3)	0.044 (4)	−0.003 (3)	0.002 (3)	0.003 (3)
C33	0.074 (5)	0.035 (4)	0.049 (5)	0.012 (4)	−0.004 (4)	−0.001 (3)
C43	0.070 (5)	0.048 (4)	0.040 (4)	0.004 (4)	0.006 (4)	−0.007 (3)
C53	0.038 (4)	0.053 (4)	0.023 (3)	0.000 (3)	0.002 (3)	−0.021 (3)
C63	0.019 (3)	0.039 (3)	0.023 (3)	−0.005 (3)	0.001 (2)	0.008 (3)
C14	0.032 (4)	0.025 (3)	0.036 (3)	−0.001 (3)	−0.010 (3)	−0.005 (2)
C24	0.017 (3)	0.025 (3)	0.031 (3)	−0.005 (2)	0.000 (2)	0.003 (2)
C34	0.058 (5)	0.029 (3)	0.034 (4)	0.014 (3)	−0.001 (3)	0.008 (3)
C44	0.041 (4)	0.039 (4)	0.042 (4)	0.015 (3)	0.002 (3)	−0.008 (3)
C54	0.066 (6)	0.055 (4)	0.027 (4)	0.003 (4)	0.001 (3)	−0.019 (3)
C64	0.044 (5)	0.050 (4)	0.058 (5)	0.001 (4)	0.008 (4)	0.001 (4)
C15	0.032 (3)	0.032 (4)	0.026 (3)	−0.008 (3)	−0.009 (3)	−0.004 (3)
C25	0.028 (3)	0.035 (4)	0.032 (3)	0.007 (3)	0.010 (2)	−0.001 (3)
C35	0.036 (3)	0.024 (4)	0.060 (4)	0.004 (3)	0.008 (3)	0.009 (3)
C45	0.032 (4)	0.064 (5)	0.053 (4)	−0.008 (4)	−0.012 (3)	−0.007 (4)
C55	0.064 (5)	0.060 (5)	0.020 (4)	−0.005 (4)	−0.014 (3)	0.001 (3)
C65	0.052 (4)	0.047 (4)	0.034 (4)	−0.005 (4)	0.010 (3)	−0.009 (3)

Geometric parameters (Å, º) top

Ru1—C1	1.898 (7)	C52—C62	1.355 (7)
Ru1—C2	1.938 (7)	C52—H52	0.9300
Ru1—C3	1.977 (7)	C62—C63	1.439 (7)
Ru1—C24	2.095 (5)	C13—C63	1.402 (7)
Ru1—C25	2.134 (5)	C13—C23	1.426 (7)
Ru1—C4	2.320 (6)	C23—C33	1.393 (7)
P1—C14	1.772 (5)	C23—H23	0.9300
P1—C4	1.774 (6)	C33—C43	1.382 (8)
P1—C15	1.795 (6)	C33—H33	0.9300
P1—C11	1.812 (6)	C43—C53	1.369 (8)
C1—O1	1.128 (7)	C43—H43	0.9300
C2—O2	1.158 (7)	C53—C63	1.409 (7)
C3—O3	1.091 (7)	C53—H53	0.9300
C11—C21	1.367 (8)	C14—C64	1.397 (8)
C11—C61	1.376 (7)	C14—C24	1.427 (7)
C21—C31	1.371 (8)	C24—C34	1.410 (7)
C21—H21	0.9300	C34—C44	1.406 (7)
C31—C41	1.396 (8)	C34—H34	0.9300
C31—H31	0.9300	C44—C54	1.386 (8)
C41—C51	1.364 (9)	C44—H44	0.9300
C41—H41	0.9300	C54—C64	1.371 (8)
C51—C61	1.381 (8)	C54—H54	0.9300
C51—H51	0.9300	C64—H64	0.9300
C61—H61	0.9300	C15—C25	1.390 (7)
C4—C13	1.463 (7)	C15—C65	1.398 (7)
C4—C12	1.492 (8)	C25—C35	1.385 (7)
C12—C22	1.415 (8)	C35—C45	1.368 (8)
C12—C62	1.422 (7)	C35—H35	0.9300
C22—C32	1.390 (7)	C45—C55	1.371 (8)
C22—H22	0.9300	C45—H45	0.9300
C32—C42	1.384 (8)	C55—C65	1.384 (9)
C32—H32	0.9300	C55—H55	0.9300
C42—C52	1.364 (8)	C65—H65	0.9300
C42—H42	0.9300

C1—Ru1—C2	91.7 (3)	C62—C52—C42	121.2 (6)
C1—Ru1—C3	93.0 (3)	C62—C52—H52	119.4
C2—Ru1—C3	97.4 (3)	C42—C52—H52	119.4
C1—Ru1—C24	91.0 (2)	C52—C62—C12	121.7 (6)
C2—Ru1—C24	88.4 (2)	C52—C62—C63	130.5 (6)
C3—Ru1—C24	172.8 (2)	C12—C62—C63	107.7 (5)
C1—Ru1—C25	90.5 (2)	C63—C13—C23	117.4 (5)
C2—Ru1—C25	175.2 (2)	C63—C13—C4	111.3 (5)
C3—Ru1—C25	86.7 (2)	C23—C13—C4	131.3 (5)
C24—Ru1—C25	87.3 (2)	C33—C23—C13	120.9 (6)
C1—Ru1—C4	173.3 (2)	C33—C23—H23	119.5
C2—Ru1—C4	92.4 (3)	C13—C23—H23	119.5
C3—Ru1—C4	91.7 (2)	C43—C33—C23	118.8 (7)
C24—Ru1—C4	83.9 (2)	C43—C33—H33	120.6
C25—Ru1—C4	85.0 (2)	C23—C33—H33	120.6
C14—P1—C4	103.8 (3)	C53—C43—C33	123.1 (6)
C14—P1—C15	105.3 (3)	C53—C43—H43	118.5
C4—P1—C15	105.7 (3)	C33—C43—H43	118.5
C14—P1—C11	111.3 (3)	C43—C53—C63	118.0 (6)
C4—P1—C11	117.4 (3)	C43—C53—H53	121.0
C15—P1—C11	112.4 (3)	C63—C53—H53	121.0
O1—C1—Ru1	177.0 (7)	C13—C63—C53	121.8 (5)
O2—C2—Ru1	174.6 (6)	C13—C63—C62	108.1 (5)
O3—C3—Ru1	178.4 (6)	C53—C63—C62	130.1 (5)
C21—C11—C61	119.2 (6)	C64—C14—C24	124.2 (5)
C21—C11—P1	119.2 (5)	C64—C14—P1	125.9 (5)
C61—C11—P1	121.5 (5)	C24—C14—P1	109.9 (4)
C11—C21—C31	121.2 (6)	C34—C24—C14	113.2 (5)
C11—C21—H21	119.4	C34—C24—Ru1	130.5 (4)
C31—C21—H21	119.4	C14—C24—Ru1	116.0 (4)
C21—C31—C41	118.7 (7)	C44—C34—C24	123.8 (6)
C21—C31—H31	120.7	C44—C34—H34	118.1
C41—C31—H31	120.7	C24—C34—H34	118.1
C51—C41—C31	120.9 (6)	C54—C44—C34	118.9 (6)
C51—C41—H41	119.5	C54—C44—H44	120.5
C31—C41—H41	119.5	C34—C44—H44	120.5
C41—C51—C61	118.8 (7)	C64—C54—C44	121.0 (6)
C41—C51—H51	120.6	C64—C54—H54	119.5
C61—C51—H51	120.6	C44—C54—H54	119.5
C11—C61—C51	121.1 (6)	C54—C64—C14	118.8 (6)
C11—C61—H61	119.4	C54—C64—H64	120.6
C51—C61—H61	119.4	C14—C64—H64	120.6
C13—C4—C12	102.8 (5)	C25—C15—C65	123.8 (6)
C13—C4—P1	118.6 (4)	C25—C15—P1	110.3 (4)
C12—C4—P1	117.7 (4)	C65—C15—P1	125.8 (5)
C13—C4—Ru1	114.5 (4)	C35—C25—C15	115.7 (5)
C12—C4—Ru1	112.0 (4)	C35—C25—Ru1	128.1 (4)
P1—C4—Ru1	91.6 (2)	C15—C25—Ru1	115.9 (4)
C22—C12—C62	116.8 (5)	C45—C35—C25	122.0 (6)
C22—C12—C4	133.5 (6)	C45—C35—H35	119.0
C62—C12—C4	109.5 (5)	C25—C35—H35	119.0
C32—C22—C12	119.7 (6)	C35—C45—C55	120.9 (6)
C32—C22—H22	120.2	C35—C45—H45	119.5
C12—C22—H22	120.2	C55—C45—H45	119.5
C42—C32—C22	121.2 (6)	C45—C55—C65	120.2 (6)
C42—C32—H32	119.4	C45—C55—H55	119.9
C22—C32—H32	119.4	C65—C55—H55	119.9
C52—C42—C32	119.4 (6)	C55—C65—C15	117.2 (6)
C52—C42—H42	120.3	C55—C65—H65	121.4
C32—C42—H42	120.3	C15—C65—H65	121.4

Hydrogen-bond geometry (Å, º) top

Cg1 and Cg2 are the centroids of the C12/C62/C63/C13/C4 and C14/C24/C34/C44/C54/C64 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C21—H21···Cg1	0.93	2.71	3.470 (10)	140
C22—H22···Cg2	0.93	2.83	3.665 (9)	149

(II) Nonacarbonyl-µ₃-fluorenylidene-µ₂-hydrido-triangulo-triosmium(III) top

Crystal data top

[Os₃H(C₁₃H₇)(CO)₉]	F(000) = 1760
M_r = 986.88	D_x = 2.900 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 25 reflections
a = 9.3325 (13) Å	θ = 5–12.5°
b = 13.960 (2) Å	µ = 16.87 mm⁻¹
c = 17.865 (3) Å	T = 295 K
β = 103.771 (13)°	Needle, orange
V = 2260.6 (6) Å³	0.12 × 0.08 × 0.06 mm
Z = 4

Data collection top

Siemens R3m diffractometer	2892 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.051
Graphite monochromator	θ_max = 25.0°, θ_min = 1.9°
ω/2θ scans	h = −1→11
Absorption correction: ψ scan (XEMP in SHELXTL-NT; Sheldrick, 2008)	k = −1→16
T_min = 0.22, T_max = 0.38	l = −21→20
4675 measured reflections	2 standard reflections every 98 reflections
3975 independent reflections	intensity decay: 1%

Refinement top

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.090	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ²(F_o²) + (0.0364P)²] where P = (F_o² + 2F_c²)/3
3975 reflections	(Δ/σ)_max = 0.001
311 parameters	Δρ_max = 1.17 e Å⁻³
143 restraints	Δρ_min = −1.30 e Å⁻³

Special details top

Experimental. Spectroscopic data for (II): IR data [cyclohexane, n(CO), cm^-1]: 2095m, 2067ms, 2050ms, 2032mw, 2016w, 2001w, 1990mw; ¹H NMR (acetone-d₆, δ, p.p.m.): 8.38dd (1H), 8,28td (1H), 8.06dd (1H), 8.01m (1H), 7.65dd (1H), 7.62dt (1H), 7.53dt (1H), -18.3s (Os-H).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Os1	0.64687 (6)	0.80258 (4)	0.05241 (3)	0.03423 (16)
Os2	0.69732 (6)	0.62514 (4)	0.14762 (3)	0.02987 (15)
H12	0.625 (13)	0.668 (5)	0.046 (5)	0.036*
Os3	0.91348 (6)	0.77009 (4)	0.16136 (3)	0.03143 (15)
C1	0.4904 (18)	0.8402 (11)	0.1037 (9)	0.050 (3)
O1	0.4048 (17)	0.8640 (10)	0.1326 (8)	0.093 (5)
C2	0.6806 (17)	0.9340 (10)	0.0394 (8)	0.046 (3)
O2	0.7042 (15)	1.0131 (8)	0.0302 (8)	0.079 (4)
C3	0.5173 (17)	0.7918 (10)	−0.0467 (8)	0.043 (3)
O3	0.4422 (15)	0.7833 (8)	−0.1060 (6)	0.072 (4)
C4	0.5293 (18)	0.6580 (11)	0.1903 (10)	0.051 (4)
O4	0.4360 (17)	0.6751 (10)	0.2168 (10)	0.106 (5)
C5	0.7890 (16)	0.5708 (11)	0.2447 (9)	0.045 (3)
O5	0.8381 (14)	0.5395 (7)	0.3042 (6)	0.065 (3)
C6	0.6158 (16)	0.5086 (10)	0.1035 (8)	0.035 (3)
O6	0.5766 (11)	0.4365 (7)	0.0750 (6)	0.048 (3)
C7	1.005 (2)	0.8914 (11)	0.1556 (10)	0.064 (4)
O7	1.0633 (17)	0.9620 (9)	0.1490 (9)	0.106 (5)
C8	1.0765 (17)	0.7181 (10)	0.2352 (8)	0.041 (3)
O8	1.1673 (12)	0.6855 (8)	0.2820 (6)	0.063 (3)
C9	0.8105 (18)	0.8140 (10)	0.2324 (8)	0.047 (3)
O9	0.7459 (12)	0.8417 (8)	0.2752 (6)	0.060 (3)
C10	0.8903 (14)	0.6179 (9)	0.1107 (7)	0.029 (2)
C11	0.9271 (14)	0.6832 (9)	0.0526 (7)	0.028 (2)
C21	0.8445 (16)	0.7666 (10)	0.0228 (8)	0.036 (2)
C31	0.9179 (19)	0.8207 (12)	−0.0267 (8)	0.053 (4)
H31	0.8774	0.8789	−0.0465	0.064*
C41	1.039 (2)	0.7910 (11)	−0.0447 (9)	0.055 (4)
H41	1.0759	0.8284	−0.0790	0.067*
C51	1.1177 (18)	0.7082 (11)	−0.0168 (9)	0.050 (4)
H51	1.2024	0.6905	−0.0323	0.061*
C61	1.0639 (14)	0.6542 (10)	0.0344 (7)	0.032 (3)
C12	1.0087 (15)	0.5455 (9)	0.1233 (7)	0.031 (3)
C22	1.0293 (17)	0.4653 (10)	0.1685 (8)	0.044 (4)
H22	0.9635	0.4506	0.1985	0.053*
C32	1.1501 (16)	0.4054 (11)	0.1692 (9)	0.050 (4)
H32	1.1636	0.3510	0.2002	0.059*
C42	1.2497 (16)	0.4249 (10)	0.1251 (9)	0.045 (3)
H42	1.3303	0.3850	0.1270	0.054*
C52	1.2276 (17)	0.5047 (10)	0.0781 (9)	0.046 (4)
H52	1.2912	0.5171	0.0462	0.055*
C62	1.1110 (15)	0.5668 (10)	0.0780 (8)	0.037 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Os1	0.0419 (3)	0.0272 (3)	0.0301 (3)	0.0056 (3)	0.0017 (2)	0.0003 (2)
Os2	0.0345 (3)	0.0259 (3)	0.0306 (3)	−0.0005 (2)	0.0105 (2)	−0.0005 (2)
Os3	0.0391 (3)	0.0244 (3)	0.0280 (3)	−0.0026 (2)	0.0026 (2)	−0.0023 (2)
C1	0.054 (7)	0.049 (8)	0.042 (8)	0.018 (7)	0.003 (6)	−0.002 (7)
O1	0.115 (12)	0.097 (11)	0.081 (10)	0.051 (9)	0.050 (9)	−0.002 (8)
C2	0.060 (10)	0.033 (5)	0.034 (8)	0.008 (5)	−0.014 (6)	0.002 (5)
O2	0.097 (10)	0.025 (5)	0.105 (11)	0.009 (6)	0.003 (8)	0.010 (6)
C3	0.058 (8)	0.027 (7)	0.035 (6)	0.016 (7)	−0.007 (5)	0.000 (5)
O3	0.102 (10)	0.068 (8)	0.031 (6)	−0.010 (7)	−0.013 (6)	0.003 (6)
C4	0.052 (8)	0.046 (9)	0.062 (10)	0.003 (6)	0.030 (7)	0.000 (7)
O4	0.105 (12)	0.088 (11)	0.156 (15)	0.013 (9)	0.093 (11)	−0.014 (10)
C5	0.043 (8)	0.049 (9)	0.042 (6)	−0.016 (6)	0.007 (6)	0.008 (6)
O5	0.110 (10)	0.041 (6)	0.035 (5)	−0.011 (7)	0.001 (6)	0.007 (5)
C6	0.041 (8)	0.033 (6)	0.039 (7)	−0.008 (5)	0.025 (6)	−0.001 (5)
O6	0.058 (7)	0.036 (5)	0.048 (6)	−0.012 (5)	0.011 (5)	0.000 (5)
C7	0.090 (11)	0.031 (6)	0.059 (10)	−0.023 (7)	−0.008 (8)	−0.005 (6)
O7	0.122 (13)	0.056 (8)	0.120 (13)	−0.053 (8)	−0.007 (10)	0.013 (8)
C8	0.043 (6)	0.036 (8)	0.038 (7)	−0.006 (5)	−0.003 (5)	−0.004 (5)
O8	0.050 (7)	0.075 (8)	0.054 (7)	0.014 (6)	−0.006 (5)	−0.003 (6)
C9	0.070 (10)	0.039 (7)	0.031 (6)	0.019 (7)	0.005 (6)	−0.006 (6)
O9	0.061 (7)	0.078 (8)	0.038 (6)	0.030 (6)	0.004 (5)	−0.016 (6)
C10	0.032 (5)	0.020 (4)	0.034 (6)	−0.003 (4)	0.006 (5)	−0.002 (3)
C11	0.029 (6)	0.027 (6)	0.030 (5)	−0.005 (4)	0.010 (5)	−0.006 (4)
C21	0.048 (6)	0.033 (6)	0.028 (4)	0.002 (5)	0.010 (5)	0.005 (4)
C31	0.073 (10)	0.052 (9)	0.038 (7)	−0.001 (7)	0.020 (8)	0.013 (7)
C41	0.086 (12)	0.042 (9)	0.049 (10)	−0.016 (7)	0.035 (9)	0.006 (7)
C51	0.067 (10)	0.046 (9)	0.048 (9)	−0.007 (7)	0.031 (8)	−0.003 (6)
C61	0.028 (6)	0.039 (7)	0.029 (7)	−0.006 (5)	0.005 (5)	−0.009 (5)
C12	0.036 (7)	0.024 (5)	0.033 (7)	−0.002 (5)	0.005 (5)	−0.012 (4)
C22	0.051 (9)	0.041 (8)	0.045 (9)	0.013 (6)	0.017 (7)	0.005 (6)
C32	0.039 (8)	0.038 (8)	0.069 (11)	0.002 (6)	0.007 (7)	0.006 (7)
C42	0.037 (8)	0.038 (8)	0.059 (10)	0.006 (6)	0.009 (7)	−0.007 (6)
C52	0.044 (9)	0.047 (8)	0.051 (9)	0.003 (6)	0.023 (7)	−0.002 (6)
C62	0.044 (8)	0.033 (7)	0.034 (8)	0.004 (5)	0.011 (6)	−0.008 (5)

Geometric parameters (Å, º) top

Os1—C2	1.885 (15)	C7—O7	1.144 (18)
Os1—C3	1.898 (14)	C8—O8	1.135 (16)
Os1—C1	1.971 (17)	C9—O9	1.148 (16)
Os1—C21	2.097 (14)	C10—C11	1.482 (17)
Os1—H12	1.89 (7)	C10—C12	1.475 (18)
Os2—C6	1.886 (14)	C11—C21	1.427 (18)
Os2—C5	1.900 (15)	C11—C61	1.448 (18)
Os2—C4	1.954 (16)	C21—C31	1.454 (19)
Os2—C10	2.062 (13)	C31—C41	1.32 (2)
Os2—H12	1.88 (7)	C31—H31	0.9300
Os3—C9	1.868 (15)	C41—C51	1.40 (2)
Os3—C8	1.904 (15)	C41—H41	0.9300
Os3—C7	1.912 (16)	C51—C61	1.369 (19)
Os3—C10	2.299 (12)	C51—H51	0.9300
Os3—C11	2.319 (12)	C61—C62	1.458 (19)
Os3—C21	2.405 (13)	C12—C22	1.367 (19)
Os1—Os2	2.9782 (8)	C12—C62	1.422 (19)
Os1—Os3	2.8070 (9)	C22—C32	1.402 (19)
Os2—Os3	2.8264 (8)	C22—H22	0.9300
C1—O1	1.101 (18)	C32—C42	1.38 (2)
C2—O2	1.146 (17)	C32—H32	0.9300
C3—O3	1.129 (16)	C42—C52	1.38 (2)
C4—O4	1.112 (17)	C42—H42	0.9300
C5—O5	1.139 (16)	C52—C62	1.391 (19)
C6—O6	1.149 (15)	C52—H52	0.9300

C2—Os1—C3	92.9 (6)	C8—Os3—Os2	102.9 (4)
C2—Os1—C1	87.8 (7)	C7—Os3—Os2	161.6 (6)
C3—Os1—C1	94.4 (6)	C10—Os3—Os2	46.0 (3)
C2—Os1—C21	91.1 (6)	C11—Os3—Os2	74.5 (3)
C3—Os1—C21	98.6 (6)	C21—Os3—Os2	83.4 (3)
C1—Os1—C21	167.0 (6)	Os1—Os3—Os2	63.83 (2)
C2—Os1—Os3	95.5 (4)	O1—C1—Os1	177.7 (17)
C3—Os1—Os3	153.8 (4)	O2—C2—Os1	177.9 (16)
C1—Os1—Os3	110.7 (4)	O3—C3—Os1	178.2 (14)
C21—Os1—Os3	56.5 (4)	O4—C4—Os2	177.6 (17)
C2—Os1—Os2	150.6 (4)	O5—C5—Os2	176.7 (15)
C3—Os1—Os2	116.5 (4)	O6—C6—Os2	174.5 (12)
C1—Os1—Os2	89.4 (5)	O7—C7—Os3	176.3 (19)
C21—Os1—Os2	85.2 (4)	O8—C8—Os3	175.5 (14)
Os3—Os1—Os2	58.402 (19)	O9—C9—Os3	179.0 (13)
C2—Os1—H12	168 (3)	C11—C10—C12	103.8 (11)
C3—Os1—H12	80 (3)	C11—C10—Os2	124.0 (9)
C1—Os1—H12	102 (3)	C12—C10—Os2	131.6 (9)
C21—Os1—H12	80 (4)	C11—C10—Os3	72.0 (7)
Os3—Os1—H12	87 (3)	C12—C10—Os3	125.2 (9)
Os2—Os1—H12	38 (3)	Os2—C10—Os3	80.6 (4)
C6—Os2—C5	94.9 (6)	C21—C11—C61	124.8 (12)
C6—Os2—C4	94.8 (6)	C21—C11—C10	124.6 (12)
C5—Os2—C4	88.1 (7)	C61—C11—C10	110.5 (11)
C6—Os2—C10	96.9 (5)	C21—C11—Os3	75.7 (7)
C5—Os2—C10	92.0 (6)	C61—C11—Os3	124.2 (9)
C4—Os2—C10	168.2 (6)	C10—C11—Os3	70.6 (7)
C6—Os2—Os3	149.5 (4)	C11—C21—C31	111.1 (13)
C5—Os2—Os3	92.9 (4)	C11—C21—Os1	122.1 (9)
C4—Os2—Os3	114.9 (5)	C31—C21—Os1	126.8 (11)
C10—Os2—Os3	53.4 (3)	C11—C21—Os3	69.2 (7)
C6—Os2—Os1	119.0 (4)	C31—C21—Os3	124.5 (10)
C5—Os2—Os1	146.0 (4)	Os1—C21—Os3	76.8 (4)
C4—Os2—Os1	89.7 (5)	C41—C31—C21	122.9 (15)
C10—Os2—Os1	83.6 (3)	C41—C31—H31	118.6
Os3—Os2—Os1	57.77 (2)	C21—C31—H31	118.6
C6—Os2—H12	82 (3)	C31—C41—C51	125.7 (15)
C5—Os2—H12	172 (3)	C31—C41—H41	117.2
C4—Os2—H12	100 (3)	C51—C41—H41	117.2
C10—Os2—H12	81 (4)	C61—C51—C41	116.7 (15)
Os3—Os2—H12	86 (3)	C61—C51—H51	121.7
Os1—Os2—H12	38 (3)	C41—C51—H51	121.7
C9—Os3—C8	96.3 (6)	C51—C61—C11	118.7 (13)
C9—Os3—C7	93.2 (8)	C51—C61—C62	134.8 (14)
C8—Os3—C7	94.7 (7)	C11—C61—C62	106.4 (11)
C9—Os3—C10	123.7 (6)	C22—C12—C62	119.2 (13)
C8—Os3—C10	84.6 (5)	C22—C12—C10	130.3 (13)
C7—Os3—C10	143.0 (7)	C62—C12—C10	110.5 (12)
C9—Os3—C11	151.7 (6)	C12—C22—C32	119.6 (14)
C8—Os3—C11	100.8 (5)	C12—C22—H22	120.2
C7—Os3—C11	107.7 (6)	C32—C22—H22	120.2
C10—Os3—C11	37.4 (4)	C42—C32—C22	121.7 (14)
C9—Os3—C21	130.6 (6)	C42—C32—H32	119.1
C8—Os3—C21	132.8 (6)	C22—C32—H32	119.1
C7—Os3—C21	88.6 (6)	C52—C42—C32	118.9 (14)
C10—Os3—C21	66.4 (5)	C52—C42—H42	120.5
C11—Os3—C21	35.1 (4)	C32—C42—H42	120.5
C9—Os3—Os1	84.5 (5)	C42—C52—C62	120.5 (14)
C8—Os3—Os1	166.4 (4)	C42—C52—H52	119.8
C7—Os3—Os1	98.8 (5)	C62—C52—H52	119.8
C10—Os3—Os1	83.8 (3)	C52—C62—C12	120.0 (13)
C11—Os3—Os1	73.7 (3)	C52—C62—C61	131.2 (13)
C21—Os3—Os1	46.7 (3)	C12—C62—C61	108.7 (12)
C9—Os3—Os2	79.7 (5)

π–π contacts (Å, °) for (II) top

Group 1···Group 2	CCD (Å)	IPD (Å)	IPA (°)	SA (°)
Cg1···Cg3ⁱ	3.808 (8)	3.526 (6)	2.3 (7)	22.15 (16)
Cg2···Cg3ⁱ	3.850 (8)	3.520 (6)	2.6 (7)	23.9 (2)

Symmetry code: (i) -x+2, -y+1, -z.

Cg1, Cg2 and Cg3 are the centroids of the C10/C11/C61/C62/C12, C11/C21/C31/C41/C51/C61 and C12/C22/C32/C42/C52/C62 rings, respectively. CCD is the centroid-to-centroid distance, IPD is the mean interplanar distance, IPA is the interplanar angle and SA is the mean slippage angle. For details, see Janiak (2000).

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Two complexes derived from the reaction of M3(CO)12 clusters (M = Ru, Os) with the 9-(triphenyl­phosphonio)­fluoren­ide ylide: tricarbonyl[9-(tri­phenyl­phosphonio)fluorenyl­idene]­ruthenium and nona­carbonyl-μ3-fluorenyl­idene-μ2-hydrido-triangulo-triosmium(III)

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Two complexes derived from the reaction of M₃(CO)₁₂ clusters (M = Ru, Os) with the 9-(triphenylphosphonio)fluorenide ylide: tricarbonyl[9-(triphenylphosphonio)fluorenylidene]ruthenium and nonacarbonyl-μ₃-fluorenylidene-μ₂-hydrido-triangulo-triosmium(III)