(μ-4-Methyl­benzene­thiol­ato-κ2S:S)bis­[carbon­yl(η5-cyclo­penta­dien­yl)molybdenum(II)]

Wong, R.C.S.; Ooi, M.L.; Ng, S.W.

doi:10.1107/S1600536808010751

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 5| May 2008| Page m695

doi:10.1107/S1600536808010751

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(μ-4-Methylbenzenethiolato-κ²S:S)bis[carbonyl(η⁵-cyclopentadienyl)molybdenum(II)]

Richard Chee Seng Wong,^a Mei Lee Ooi ^a and Seik Weng Ng ^a ^*

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: seikweng@um.edu.my

(Received 7 April 2008; accepted 18 April 2008; online 23 April 2008)

The asymmetric unit of the title compound, [Mo₂(C₅H₅)₂(C₇H₇S)₂(CO)₂], consists of two half-molecules, each molecule lying on a centre of symmetry. The thiolate groups function as bridges between the Mo^II atoms, which adopt a quasi-octahedral geometry. In the octahedral environment the two ligating S atoms are in a cis arrangement.

Related literature

For related literature on unsubstituted [MoCp(CO)(μ-SC₆H₅)]₂, see: Song et al. (1997 ). The 4-methyl-substituted compound was characterized spectroscopically, see: Benson et al. (1980 ).

Experimental

Crystal data

[Mo₂(C₅H₅)₂(C₇H₇S)₂(CO)₂]
M_r = 624.45
Monoclinic, P 2₁ /n
a = 13.245 (2) Å
b = 10.135 (1) Å
c = 18.042 (2) Å
β = 104.901 (2)°
V = 2340.4 (5) Å³
Z = 4
Mo Kα radiation
μ = 1.27 mm⁻¹
T = 100 (2) K
0.06 × 0.06 × 0.06 mm

Data collection

Bruker APEXII diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.758, T_max = 0.928
14384 measured reflections
5374 independent reflections
3915 reflections with I > 2σ(I)
R_int = 0.048

Refinement

R[F² > 2σ(F²)] = 0.043
wR(F²) = 0.104
S = 1.03
5374 reflections
291 parameters
H-atom parameters constrained
Δρ_max = 2.60 e Å⁻³
Δρ_min = −1.77 e Å⁻³

Table 1
Selected bond lengths (Å)

Mo1—S1	2.424 (1)
Mo1—S1ⁱ	2.425 (1)
Mo2—S2	2.430 (1)
Mo2—S2ⁱⁱ	2.419 (1)
Symmetry codes: (i) -x+1, -y, -z+1; (ii) -x, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2008 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808010751/ci2579sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808010751/ci2579Isup2.hkl

checkCIF report

Comment top

The title compound was characterized spectroscopically in a study on [MoCp(CO)(µ-SAr]₂ type of compounds. The compound was synthesized by treating MoClCp(CO)₃ with 4-tolyl mercaptan (Benson et al., 1980). We have obtained the title compound (Fig. 1) as the unexpected product in the reaction of [(η5-C₅H₅)Mo(CO)₂]₂ with deuterated o-P(PhSCD₃)₃. Under the conditions of the reaction, the ortho-SD₃ groups of the phosphine have been rearranged to the para position. The rearrangement is then followed by an exchange of the deuterium atoms by hydrogen atoms; the absence of deuterium in the compound is confirmed by ¹H NMR spectroscopic analysis.

Related literature top

For related literature on unsubstituted [MoCp(CO)(µ-SC₆H₅)]₂, see: Song et al. (1997). The 4-methyl-substituted compound was characterized spectroscopically (see Benson et al., 1980).

Experimental top

A reddish-brown suspension of [(η5-C₅H₅)Mo(CO)₂]₂ (100 mg, 0.23 mmol) and an equivalent quantity of the deuterated phosphine, o-P(PhSCD₃)₃ (94 mg, 0.23 mol), was heated at 383 K for 14.5 h under argon. The mixture was filtered and then absorbed onto Celite (1.5 g). The slurry was evacuated to dryness and loaded onto a silica gel column (9.5 cm x 2.0 cm) in n-hexane. The title compound was eluted with n-hexane-toluene (1:4, 50 ml) as a greenish-brown fraction (60.0 mg, 0.096 mmol, 40% yield). The dichroic compound was recrystallized from an n-hexane-toluene mixture and crystals were isolated after 2 d.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2008).

Figures top

Fig. 1. Displacement ellipsoid plot (Barbour, 2001) of the two independent dimeric [Mo(C₅H₅)(CO)(C₇H₇S)]₂ molecules, drawn at the 70% probability level. H atoms are drawn as spheres of arbitrary radii. For molecules with Mo1 and Mo2, the unlabeled atoms are related to the labeled ones by (1 - x, -y, 1 - z) and (-x, 1 - y, 1 - z), respectively.

(µ-4-Methylbenzenethiolato-κ²S:S)bis[carbonyl(η⁵- cyclopentadienyl)molybdenum(II)] top

Crystal data top

[Mo₂(C₅H₅)₂(C₇H₇S)₂(CO)₂]	F(000) = 1248
M_r = 624.45	D_x = 1.772 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2210 reflections
a = 13.245 (2) Å	θ = 2.3–24.8°
b = 10.135 (1) Å	µ = 1.27 mm⁻¹
c = 18.042 (2) Å	T = 100 K
β = 104.901 (2)°	Cube, green–brown
V = 2340.4 (5) Å³	0.06 × 0.06 × 0.06 mm
Z = 4

Data collection top

Bruker APEXII diffractometer	5374 independent reflections
Radiation source: fine-focus sealed tube	3915 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.048
ϕ and ω scans	θ_max = 27.5°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −17→16
T_min = 0.758, T_max = 0.928	k = −7→13
14384 measured reflections	l = −23→23

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.104	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0453P)² + 1.5589P] where P = (F_o² + 2F_c²)/3
5374 reflections	(Δ/σ)_max = 0.001
291 parameters	Δρ_max = 2.60 e Å⁻³
0 restraints	Δρ_min = −1.78 e Å⁻³

Crystal data top

[Mo₂(C₅H₅)₂(C₇H₇S)₂(CO)₂]	V = 2340.4 (5) Å³
M_r = 624.45	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 13.245 (2) Å	µ = 1.27 mm⁻¹
b = 10.135 (1) Å	T = 100 K
c = 18.042 (2) Å	0.06 × 0.06 × 0.06 mm
β = 104.901 (2)°

Data collection top

Bruker APEXII diffractometer	5374 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3915 reflections with I > 2σ(I)
T_min = 0.758, T_max = 0.928	R_int = 0.048
14384 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.043	0 restraints
wR(F²) = 0.104	H-atom parameters constrained
S = 1.03	Δρ_max = 2.60 e Å⁻³
5374 reflections	Δρ_min = −1.78 e Å⁻³
291 parameters

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

	x	y	z	U_iso*/U_eq
Mo1	0.53951 (3)	0.10457 (4)	0.53870 (2)	0.01595 (11)
Mo2	−0.01435 (3)	0.62084 (4)	0.47776 (2)	0.02086 (11)
S1	0.49151 (8)	0.09871 (11)	0.39974 (6)	0.0174 (2)
S2	0.00847 (9)	0.55650 (11)	0.61079 (6)	0.0195 (2)
O1	0.7457 (2)	−0.0389 (3)	0.53895 (18)	0.0277 (8)
O2	−0.2474 (2)	0.5238 (4)	0.4399 (2)	0.0345 (9)
C1	0.4768 (4)	0.2943 (4)	0.5899 (3)	0.0261 (11)
H1	0.4026	0.3118	0.5901	0.031*
C2	0.5256 (4)	0.3337 (4)	0.5324 (3)	0.0262 (11)
H2	0.4922	0.3862	0.4856	0.031*
C3	0.6331 (4)	0.2982 (4)	0.5566 (3)	0.0235 (10)
H3	0.6886	0.3237	0.5309	0.028*
C4	0.6493 (3)	0.2359 (4)	0.6296 (2)	0.0209 (10)
H4	0.7183	0.2086	0.6636	0.025*
C5	0.5531 (4)	0.2342 (4)	0.6494 (2)	0.0223 (10)
H5	0.5420	0.2022	0.6991	0.027*
C6	0.6654 (4)	0.0091 (4)	0.5356 (2)	0.0212 (10)
C7	0.6066 (3)	0.1070 (5)	0.3651 (2)	0.0188 (9)
C8	0.6512 (4)	−0.0029 (5)	0.3415 (3)	0.0253 (10)
H8	0.6245	−0.0882	0.3471	0.030*
C9	0.7354 (4)	0.0111 (5)	0.3093 (3)	0.0261 (11)
H9	0.7648	−0.0653	0.2926	0.031*
C10	0.7776 (4)	0.1338 (5)	0.3010 (3)	0.0247 (10)
C11	0.7337 (4)	0.2431 (5)	0.3263 (3)	0.0272 (11)
H11	0.7625	0.3279	0.3226	0.033*
C12	0.6477 (3)	0.2307 (5)	0.3573 (2)	0.0213 (10)
H12	0.6173	0.3072	0.3730	0.026*
C13	0.8678 (4)	0.1468 (6)	0.2643 (3)	0.0355 (13)
H13A	0.9059	0.2287	0.2817	0.053*
H13B	0.8410	0.1486	0.2084	0.053*
H13C	0.9150	0.0714	0.2792	0.053*
C14	0.0611 (4)	0.7759 (5)	0.4160 (3)	0.0269 (11)
H14	0.1135	0.7584	0.3860	0.032*
C15	−0.0495 (4)	0.7844 (5)	0.3857 (3)	0.0258 (11)
H15	−0.0881	0.7726	0.3307	0.031*
C16	−0.0927 (4)	0.8291 (5)	0.4449 (3)	0.0279 (11)
H16	−0.1679	0.8510	0.4395	0.033*
C17	−0.0100 (4)	0.8469 (4)	0.5119 (3)	0.0302 (12)
H17	−0.0172	0.8827	0.5619	0.036*
C18	0.0835 (4)	0.8158 (5)	0.4944 (3)	0.0276 (11)
H18	0.1549	0.8274	0.5295	0.033*
C19	−0.1602 (4)	0.5542 (5)	0.4557 (3)	0.0279 (11)
C20	−0.1100 (3)	0.5593 (4)	0.6420 (2)	0.0178 (9)
C21	−0.1885 (3)	0.6503 (4)	0.6146 (3)	0.0225 (10)
H21	−0.1827	0.7113	0.5759	0.027*
C22	−0.2757 (4)	0.6521 (5)	0.6437 (3)	0.0232 (10)
H22	−0.3293	0.7148	0.6242	0.028*
C23	−0.2869 (3)	0.5659 (5)	0.6999 (3)	0.0217 (10)
C24	−0.2062 (3)	0.4753 (4)	0.7287 (2)	0.0206 (10)
H24	−0.2118	0.4152	0.7678	0.025*
C25	−0.1182 (3)	0.4732 (4)	0.7002 (2)	0.0199 (9)
H25	−0.0633	0.4126	0.7206	0.024*
C26	−0.3837 (4)	0.5654 (5)	0.7300 (3)	0.0282 (11)
H26A	−0.4087	0.6561	0.7318	0.042*
H26B	−0.3666	0.5276	0.7818	0.042*
H26C	−0.4383	0.5124	0.6961	0.042*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mo1	0.0185 (2)	0.01103 (19)	0.01885 (19)	−0.00035 (15)	0.00568 (15)	−0.00125 (15)
Mo2	0.0320 (2)	0.01180 (19)	0.0223 (2)	0.00178 (17)	0.01341 (17)	0.00156 (16)
S1	0.0177 (5)	0.0141 (5)	0.0211 (5)	0.0004 (4)	0.0062 (4)	−0.0003 (4)
S2	0.0217 (6)	0.0178 (6)	0.0203 (5)	−0.0011 (4)	0.0077 (4)	−0.0015 (4)
O1	0.0218 (18)	0.0253 (19)	0.039 (2)	0.0060 (15)	0.0126 (15)	0.0047 (15)
O2	0.0170 (18)	0.042 (2)	0.043 (2)	−0.0054 (16)	0.0061 (15)	−0.0146 (18)
C1	0.031 (3)	0.014 (2)	0.035 (3)	0.004 (2)	0.011 (2)	−0.011 (2)
C2	0.042 (3)	0.011 (2)	0.025 (2)	0.000 (2)	0.007 (2)	−0.0026 (19)
C3	0.031 (3)	0.015 (2)	0.023 (2)	−0.008 (2)	0.005 (2)	−0.0039 (18)
C4	0.023 (2)	0.016 (2)	0.021 (2)	−0.0067 (19)	0.0008 (18)	−0.0057 (18)
C5	0.033 (3)	0.014 (2)	0.021 (2)	−0.0059 (19)	0.009 (2)	−0.0046 (18)
C6	0.030 (3)	0.013 (2)	0.020 (2)	−0.005 (2)	0.006 (2)	0.0012 (18)
C7	0.017 (2)	0.022 (2)	0.018 (2)	0.0009 (19)	0.0057 (17)	0.0018 (19)
C8	0.027 (3)	0.019 (2)	0.032 (3)	−0.001 (2)	0.012 (2)	0.001 (2)
C9	0.024 (3)	0.028 (3)	0.028 (3)	−0.001 (2)	0.009 (2)	−0.003 (2)
C10	0.025 (2)	0.030 (3)	0.020 (2)	−0.008 (2)	0.0079 (19)	−0.003 (2)
C11	0.033 (3)	0.027 (3)	0.022 (2)	−0.010 (2)	0.010 (2)	0.001 (2)
C12	0.029 (2)	0.017 (2)	0.018 (2)	0.0010 (19)	0.0062 (19)	0.0025 (18)
C13	0.037 (3)	0.040 (3)	0.035 (3)	−0.011 (2)	0.019 (2)	−0.009 (2)
C14	0.035 (3)	0.017 (2)	0.032 (3)	0.000 (2)	0.016 (2)	0.008 (2)
C15	0.038 (3)	0.015 (2)	0.028 (3)	0.005 (2)	0.013 (2)	0.0070 (19)
C16	0.030 (3)	0.016 (2)	0.042 (3)	0.004 (2)	0.017 (2)	0.005 (2)
C17	0.062 (4)	0.008 (2)	0.030 (3)	−0.002 (2)	0.027 (3)	0.0018 (19)
C18	0.039 (3)	0.015 (2)	0.030 (3)	−0.006 (2)	0.010 (2)	0.004 (2)
C19	0.036 (3)	0.023 (3)	0.028 (3)	0.003 (2)	0.015 (2)	−0.003 (2)
C20	0.019 (2)	0.015 (2)	0.019 (2)	−0.0018 (17)	0.0052 (18)	−0.0048 (17)
C21	0.030 (3)	0.017 (2)	0.023 (2)	0.0026 (19)	0.011 (2)	0.0028 (18)
C22	0.028 (2)	0.018 (2)	0.024 (2)	0.005 (2)	0.0067 (19)	−0.0032 (19)
C23	0.024 (2)	0.019 (2)	0.023 (2)	−0.0015 (19)	0.0082 (19)	−0.0089 (19)
C24	0.028 (2)	0.014 (2)	0.021 (2)	−0.0013 (19)	0.0070 (19)	0.0002 (18)
C25	0.022 (2)	0.016 (2)	0.021 (2)	0.0028 (18)	0.0041 (18)	−0.0015 (18)
C26	0.025 (3)	0.026 (3)	0.035 (3)	0.000 (2)	0.010 (2)	−0.002 (2)

Geometric parameters (Å, º) top

Mo1—C6	1.941 (5)	C8—C9	1.390 (6)
Mo1—C3	2.299 (4)	C8—H8	0.95
Mo1—C4	2.312 (4)	C9—C10	1.388 (7)
Mo1—C2	2.330 (5)	C9—H9	0.95
Mo1—C5	2.359 (4)	C10—C11	1.381 (7)
Mo1—C1	2.374 (4)	C10—C13	1.513 (6)
Mo1—S1	2.424 (1)	C11—C12	1.398 (6)
Mo1—S1ⁱ	2.425 (1)	C11—H11	0.95
Mo1—Mo1ⁱ	2.6052 (8)	C12—H12	0.95
Mo2—C19	1.988 (5)	C13—H13A	0.98
Mo2—C14	2.298 (5)	C13—H13B	0.98
Mo2—C15	2.308 (4)	C13—H13C	0.98
Mo2—C18	2.340 (5)	C14—C15	1.428 (7)
Mo2—C16	2.359 (5)	C14—C18	1.428 (7)
Mo2—C17	2.370 (5)	C14—H14	1.00
Mo2—S2	2.430 (1)	C15—C16	1.410 (6)
Mo2—S2ⁱⁱ	2.419 (1)	C15—H15	1.00
Mo2—Mo2ⁱⁱ	2.5751 (8)	C16—C17	1.419 (7)
S1—C7	1.792 (4)	C16—H16	1.00
S1—Mo1ⁱ	2.4252 (12)	C17—C18	1.391 (7)
S2—C20	1.799 (4)	C17—H17	1.00
S2—Mo2ⁱⁱ	2.4192 (12)	C18—H18	1.00
O1—C6	1.157 (5)	C20—C21	1.382 (6)
O2—C19	1.159 (6)	C20—C25	1.391 (6)
C1—C5	1.409 (6)	C21—C22	1.387 (6)
C1—C2	1.414 (7)	C21—H21	0.95
C1—H1	1.00	C22—C23	1.376 (6)
C2—C3	1.423 (6)	C22—H22	0.95
C2—H2	1.00	C23—C24	1.403 (6)
C3—C4	1.426 (6)	C23—C26	1.516 (6)
C3—H3	1.00	C24—C25	1.390 (6)
C4—C5	1.410 (6)	C24—H24	0.95
C4—H4	1.00	C25—H25	0.95
C5—H5	1.00	C26—H26A	0.98
C7—C8	1.380 (6)	C26—H26B	0.98
C7—C12	1.388 (6)	C26—H26C	0.98

C6—Mo1—C3	89.65 (18)	C4—C3—H3	126.1
C6—Mo1—C4	85.36 (17)	Mo1—C3—H3	126.1
C3—Mo1—C4	36.02 (15)	C5—C4—C3	107.9 (4)
C6—Mo1—C2	123.59 (18)	C5—C4—Mo1	74.2 (2)
C3—Mo1—C2	35.81 (16)	C3—C4—Mo1	71.5 (2)
C4—Mo1—C2	59.25 (16)	C5—C4—H4	125.8
C6—Mo1—C5	115.04 (17)	C3—C4—H4	125.8
C3—Mo1—C5	58.96 (16)	Mo1—C4—H4	125.8
C4—Mo1—C5	35.11 (15)	C1—C5—C4	108.6 (4)
C2—Mo1—C5	58.27 (16)	C1—C5—Mo1	73.3 (2)
C6—Mo1—C1	143.52 (17)	C4—C5—Mo1	70.6 (2)
C3—Mo1—C1	58.91 (17)	C1—C5—H5	125.6
C4—Mo1—C1	58.47 (16)	C4—C5—H5	125.6
C2—Mo1—C1	34.99 (16)	Mo1—C5—H5	125.6
C5—Mo1—C1	34.63 (16)	O1—C6—Mo1	173.3 (4)
C6—Mo1—S1	87.53 (13)	C8—C7—C12	119.1 (4)
C3—Mo1—S1	98.92 (11)	C8—C7—S1	122.7 (4)
C4—Mo1—S1	134.23 (11)	C12—C7—S1	118.0 (3)
C2—Mo1—S1	88.70 (12)	C7—C8—C9	120.0 (4)
C5—Mo1—S1	146.32 (12)	C7—C8—H8	120.0
C1—Mo1—S1	113.43 (12)	C9—C8—H8	120.0
C6—Mo1—S1ⁱ	80.65 (13)	C10—C9—C8	121.7 (5)
C3—Mo1—S1ⁱ	144.04 (11)	C10—C9—H9	119.2
C4—Mo1—S1ⁱ	108.29 (11)	C8—C9—H9	119.2
C2—Mo1—S1ⁱ	148.06 (12)	C11—C10—C9	117.9 (4)
C5—Mo1—S1ⁱ	94.04 (11)	C11—C10—C13	121.4 (4)
C1—Mo1—S1ⁱ	113.10 (12)	C9—C10—C13	120.7 (4)
S1—Mo1—S1ⁱ	115.00 (3)	C10—C11—C12	121.0 (5)
C6—Mo1—Mo1ⁱ	78.96 (13)	C10—C11—H11	119.5
C3—Mo1—Mo1ⁱ	153.86 (12)	C12—C11—H11	119.5
C4—Mo1—Mo1ⁱ	160.22 (12)	C7—C12—C11	120.2 (4)
C2—Mo1—Mo1ⁱ	140.25 (12)	C7—C12—H12	119.9
C5—Mo1—Mo1ⁱ	147.12 (11)	C11—C12—H12	119.9
C1—Mo1—Mo1ⁱ	137.32 (12)	C10—C13—H13A	109.5
S1—Mo1—Mo1ⁱ	57.53 (3)	C10—C13—H13B	109.5
S1ⁱ—Mo1—Mo1ⁱ	57.47 (3)	H13A—C13—H13B	109.5
C19—Mo2—C14	131.04 (19)	C10—C13—H13C	109.5
C19—Mo2—C15	95.41 (19)	H13A—C13—H13C	109.5
C14—Mo2—C15	36.11 (16)	H13B—C13—H13C	109.5
C19—Mo2—C18	142.23 (19)	C15—C14—C18	107.1 (4)
C14—Mo2—C18	35.85 (16)	C15—C14—Mo2	72.3 (3)
C15—Mo2—C18	59.24 (17)	C18—C14—Mo2	73.7 (3)
C19—Mo2—C16	84.92 (19)	C15—C14—H14	126.2
C14—Mo2—C16	58.97 (17)	C18—C14—H14	126.2
C15—Mo2—C16	35.15 (16)	Mo2—C14—H14	126.2
C18—Mo2—C16	58.02 (17)	C16—C15—C14	107.8 (4)
C19—Mo2—C17	109.75 (19)	C16—C15—Mo2	74.4 (3)
C14—Mo2—C17	58.68 (17)	C14—C15—Mo2	71.6 (3)
C15—Mo2—C17	58.62 (16)	C16—C15—H15	125.9
C18—Mo2—C17	34.35 (17)	C14—C15—H15	125.9
C16—Mo2—C17	34.91 (17)	Mo2—C15—H15	125.9
C19—Mo2—S2ⁱⁱ	79.05 (14)	C15—C16—C17	108.1 (4)
C14—Mo2—S2ⁱⁱ	95.51 (13)	C15—C16—Mo2	70.4 (3)
C15—Mo2—S2ⁱⁱ	95.34 (12)	C17—C16—Mo2	72.9 (3)
C18—Mo2—S2ⁱⁱ	126.98 (12)	C15—C16—H16	125.9
C16—Mo2—S2ⁱⁱ	125.83 (13)	C17—C16—H16	125.9
C17—Mo2—S2ⁱⁱ	152.53 (11)	Mo2—C16—H16	125.9
C19—Mo2—S2	88.51 (14)	C18—C17—C16	108.4 (4)
C14—Mo2—S2	134.69 (13)	C18—C17—Mo2	71.7 (3)
C15—Mo2—S2	148.71 (12)	C16—C17—Mo2	72.2 (3)
C18—Mo2—S2	100.11 (12)	C18—C17—H17	125.7
C16—Mo2—S2	115.04 (12)	C16—C17—H17	125.7
C17—Mo2—S2	90.83 (12)	Mo2—C17—H17	125.7
S2ⁱⁱ—Mo2—S2	115.85 (3)	C17—C18—C14	108.5 (4)
C19—Mo2—Mo2ⁱⁱ	78.29 (15)	C17—C18—Mo2	74.0 (3)
C14—Mo2—Mo2ⁱⁱ	138.92 (12)	C14—C18—Mo2	70.5 (3)
C15—Mo2—Mo2ⁱⁱ	153.36 (12)	C17—C18—H18	125.6
C18—Mo2—Mo2ⁱⁱ	136.94 (13)	C14—C18—H18	125.6
C16—Mo2—Mo2ⁱⁱ	161.67 (12)	Mo2—C18—H18	125.6
C17—Mo2—Mo2ⁱⁱ	147.90 (12)	O2—C19—Mo2	175.0 (4)
S2ⁱⁱ—Mo2—Mo2ⁱⁱ	58.12 (3)	C21—C20—C25	119.4 (4)
S2—Mo2—Mo2ⁱⁱ	57.72 (3)	C21—C20—S2	122.3 (3)
C7—S1—Mo1	109.82 (14)	C25—C20—S2	118.0 (3)
C7—S1—Mo1ⁱ	117.34 (15)	C20—C21—C22	119.8 (4)
Mo1—S1—Mo1ⁱ	65.00 (3)	C20—C21—H21	120.1
C20—S2—Mo2ⁱⁱ	113.39 (14)	C22—C21—H21	120.1
C20—S2—Mo2	114.07 (14)	C23—C22—C21	121.9 (4)
Mo2ⁱⁱ—S2—Mo2	64.15 (3)	C23—C22—H22	119.0
C5—C1—C2	107.9 (4)	C21—C22—H22	119.0
C5—C1—Mo1	72.1 (3)	C22—C23—C24	118.2 (4)
C2—C1—Mo1	70.8 (3)	C22—C23—C26	121.8 (4)
C5—C1—H1	126.0	C24—C23—C26	120.0 (4)
C2—C1—H1	126.0	C25—C24—C23	120.3 (4)
Mo1—C1—H1	126.0	C25—C24—H24	119.8
C1—C2—C3	108.2 (4)	C23—C24—H24	119.8
C1—C2—Mo1	74.2 (3)	C24—C25—C20	120.3 (4)
C3—C2—Mo1	70.9 (3)	C24—C25—H25	119.8
C1—C2—H2	125.7	C20—C25—H25	119.8
C3—C2—H2	125.7	C23—C26—H26A	109.5
Mo1—C2—H2	125.7	C23—C26—H26B	109.5
C2—C3—C4	107.3 (4)	H26A—C26—H26B	109.5
C2—C3—Mo1	73.3 (3)	C23—C26—H26C	109.5
C4—C3—Mo1	72.5 (2)	H26A—C26—H26C	109.5
C2—C3—H3	126.1	H26B—C26—H26C	109.5

C6—Mo1—S1—C7	−33.3 (2)	Mo1ⁱ—Mo1—C5—C4	144.4 (2)
C3—Mo1—S1—C7	56.0 (2)	Mo1—S1—C7—C8	100.0 (4)
C4—Mo1—S1—C7	47.8 (2)	Mo1ⁱ—S1—C7—C8	28.6 (4)
C2—Mo1—S1—C7	90.4 (2)	Mo1—S1—C7—C12	−84.4 (3)
C5—Mo1—S1—C7	101.1 (3)	Mo1ⁱ—S1—C7—C12	−155.8 (3)
C1—Mo1—S1—C7	115.9 (2)	C12—C7—C8—C9	−0.8 (7)
S1ⁱ—Mo1—S1—C7	−111.75 (17)	S1—C7—C8—C9	174.7 (3)
Mo1ⁱ—Mo1—S1—C7	−111.75 (17)	C7—C8—C9—C10	0.8 (7)
C6—Mo1—S1—Mo1ⁱ	78.49 (13)	C8—C9—C10—C11	0.5 (7)
C3—Mo1—S1—Mo1ⁱ	167.74 (12)	C8—C9—C10—C13	−178.8 (4)
C4—Mo1—S1—Mo1ⁱ	159.57 (16)	C9—C10—C11—C12	−1.8 (7)
C2—Mo1—S1—Mo1ⁱ	−157.81 (13)	C13—C10—C11—C12	177.4 (4)
C5—Mo1—S1—Mo1ⁱ	−147.2 (2)	C8—C7—C12—C11	−0.5 (6)
C1—Mo1—S1—Mo1ⁱ	−132.37 (13)	S1—C7—C12—C11	−176.3 (3)
S1ⁱ—Mo1—S1—Mo1ⁱ	0.0	C10—C11—C12—C7	1.9 (7)
C19—Mo2—S2—C20	−28.4 (2)	C19—Mo2—C14—C15	11.2 (4)
C14—Mo2—S2—C20	125.5 (2)	C18—Mo2—C14—C15	−114.5 (4)
C15—Mo2—S2—C20	69.6 (3)	C16—Mo2—C14—C15	−37.4 (3)
C18—Mo2—S2—C20	114.6 (2)	C17—Mo2—C14—C15	−78.4 (3)
C16—Mo2—S2—C20	55.3 (2)	S2ⁱⁱ—Mo2—C14—C15	91.5 (3)
C17—Mo2—S2—C20	81.3 (2)	S2—Mo2—C14—C15	−133.1 (2)
S2ⁱⁱ—Mo2—S2—C20	−105.47 (16)	Mo2ⁱⁱ—Mo2—C14—C15	137.3 (2)
Mo2ⁱⁱ—Mo2—S2—C20	−105.47 (16)	C19—Mo2—C14—C18	125.8 (3)
C19—Mo2—S2—Mo2ⁱⁱ	77.08 (14)	C15—Mo2—C14—C18	114.5 (4)
C14—Mo2—S2—Mo2ⁱⁱ	−129.00 (17)	C16—Mo2—C14—C18	77.1 (3)
C15—Mo2—S2—Mo2ⁱⁱ	175.1 (2)	C17—Mo2—C14—C18	36.1 (3)
C18—Mo2—S2—Mo2ⁱⁱ	−139.93 (13)	S2ⁱⁱ—Mo2—C14—C18	−153.9 (3)
C16—Mo2—S2—Mo2ⁱⁱ	160.76 (14)	S2—Mo2—C14—C18	−18.6 (4)
C17—Mo2—S2—Mo2ⁱⁱ	−173.19 (13)	Mo2ⁱⁱ—Mo2—C14—C18	−108.1 (3)
S2ⁱⁱ—Mo2—S2—Mo2ⁱⁱ	0.0	C18—C14—C15—C16	0.2 (5)
C6—Mo1—C1—C5	−45.1 (4)	Mo2—C14—C15—C16	66.2 (3)
C3—Mo1—C1—C5	−79.2 (3)	C18—C14—C15—Mo2	−66.0 (3)
C4—Mo1—C1—C5	−36.8 (3)	C19—Mo2—C15—C16	73.2 (3)
C2—Mo1—C1—C5	−117.1 (4)	C14—Mo2—C15—C16	−115.3 (4)
S1—Mo1—C1—C5	−165.6 (2)	C18—Mo2—C15—C16	−77.0 (3)
S1ⁱ—Mo1—C1—C5	61.1 (3)	C17—Mo2—C15—C16	−36.7 (3)
Mo1ⁱ—Mo1—C1—C5	127.6 (2)	S2ⁱⁱ—Mo2—C15—C16	152.7 (3)
C6—Mo1—C1—C2	72.0 (4)	S2—Mo2—C15—C16	−22.9 (4)
C3—Mo1—C1—C2	37.8 (3)	Mo2ⁱⁱ—Mo2—C15—C16	147.8 (3)
C4—Mo1—C1—C2	80.2 (3)	C19—Mo2—C15—C14	−171.5 (3)
C5—Mo1—C1—C2	117.1 (4)	C18—Mo2—C15—C14	38.3 (3)
S1—Mo1—C1—C2	−48.5 (3)	C16—Mo2—C15—C14	115.3 (4)
S1ⁱ—Mo1—C1—C2	178.2 (2)	C17—Mo2—C15—C14	78.6 (3)
Mo1ⁱ—Mo1—C1—C2	−115.4 (3)	S2ⁱⁱ—Mo2—C15—C14	−92.0 (3)
C5—C1—C2—C3	−0.3 (5)	S2—Mo2—C15—C14	92.4 (3)
Mo1—C1—C2—C3	−63.2 (3)	Mo2ⁱⁱ—Mo2—C15—C14	−96.9 (4)
C5—C1—C2—Mo1	63.0 (3)	C14—C15—C16—C17	−0.6 (5)
C6—Mo1—C2—C1	−137.3 (3)	Mo2—C15—C16—C17	63.6 (3)
C3—Mo1—C2—C1	−116.2 (4)	C14—C15—C16—Mo2	−64.3 (3)
C4—Mo1—C2—C1	−77.8 (3)	C19—Mo2—C16—C15	−106.9 (3)
C5—Mo1—C2—C1	−36.5 (3)	C14—Mo2—C16—C15	38.4 (3)
S1—Mo1—C2—C1	136.6 (3)	C18—Mo2—C16—C15	80.7 (3)
S1ⁱ—Mo1—C2—C1	−3.1 (4)	C17—Mo2—C16—C15	117.0 (4)
Mo1ⁱ—Mo1—C2—C1	106.7 (3)	S2ⁱⁱ—Mo2—C16—C15	−34.3 (3)
C6—Mo1—C2—C3	−21.1 (3)	S2—Mo2—C16—C15	167.1 (3)
C4—Mo1—C2—C3	38.4 (3)	Mo2ⁱⁱ—Mo2—C16—C15	−130.5 (4)
C5—Mo1—C2—C3	79.7 (3)	C19—Mo2—C16—C17	136.1 (3)
C1—Mo1—C2—C3	116.2 (4)	C14—Mo2—C16—C17	−78.6 (3)
S1—Mo1—C2—C3	−107.2 (3)	C15—Mo2—C16—C17	−117.0 (4)
S1ⁱ—Mo1—C2—C3	113.1 (3)	C18—Mo2—C16—C17	−36.3 (3)
Mo1ⁱ—Mo1—C2—C3	−137.1 (2)	S2ⁱⁱ—Mo2—C16—C17	−151.4 (2)
C1—C2—C3—C4	0.4 (5)	S2—Mo2—C16—C17	50.1 (3)
Mo1—C2—C3—C4	−65.0 (3)	Mo2ⁱⁱ—Mo2—C16—C17	112.4 (4)
C1—C2—C3—Mo1	65.4 (3)	C15—C16—C17—C18	0.9 (5)
C6—Mo1—C3—C2	162.6 (3)	Mo2—C16—C17—C18	62.9 (3)
C4—Mo1—C3—C2	−114.9 (4)	C15—C16—C17—Mo2	−62.0 (3)
C5—Mo1—C3—C2	−77.6 (3)	C19—Mo2—C17—C18	−164.4 (3)
C1—Mo1—C3—C2	−36.9 (3)	C14—Mo2—C17—C18	−37.7 (3)
S1—Mo1—C3—C2	75.1 (3)	C15—Mo2—C17—C18	−80.3 (3)
S1ⁱ—Mo1—C3—C2	−124.0 (2)	C16—Mo2—C17—C18	−117.2 (4)
Mo1ⁱ—Mo1—C3—C2	99.1 (3)	S2ⁱⁱ—Mo2—C17—C18	−59.8 (4)
C6—Mo1—C3—C4	−82.6 (3)	S2—Mo2—C17—C18	106.9 (3)
C2—Mo1—C3—C4	114.9 (4)	Mo2ⁱⁱ—Mo2—C17—C18	96.0 (3)
C5—Mo1—C3—C4	37.3 (3)	C19—Mo2—C17—C16	−47.2 (3)
C1—Mo1—C3—C4	77.9 (3)	C14—Mo2—C17—C16	79.5 (3)
S1—Mo1—C3—C4	−170.0 (2)	C15—Mo2—C17—C16	36.9 (3)
S1ⁱ—Mo1—C3—C4	−9.1 (4)	C18—Mo2—C17—C16	117.2 (4)
Mo1ⁱ—Mo1—C3—C4	−146.0 (2)	S2ⁱⁱ—Mo2—C17—C16	57.4 (4)
C2—C3—C4—C5	−0.3 (5)	S2—Mo2—C17—C16	−136.0 (3)
Mo1—C3—C4—C5	−65.8 (3)	Mo2ⁱⁱ—Mo2—C17—C16	−146.8 (2)
C2—C3—C4—Mo1	65.5 (3)	C16—C17—C18—C14	−0.8 (5)
C6—Mo1—C4—C5	−148.6 (3)	Mo2—C17—C18—C14	62.4 (3)
C3—Mo1—C4—C5	115.6 (4)	C16—C17—C18—Mo2	−63.2 (3)
C2—Mo1—C4—C5	77.4 (3)	C15—C14—C18—C17	0.4 (5)
C1—Mo1—C4—C5	36.3 (3)	Mo2—C14—C18—C17	−64.7 (3)
S1—Mo1—C4—C5	129.4 (2)	C15—C14—C18—Mo2	65.1 (3)
S1ⁱ—Mo1—C4—C5	−70.1 (3)	C19—Mo2—C18—C17	24.4 (4)
Mo1ⁱ—Mo1—C4—C5	−111.1 (4)	C14—Mo2—C18—C17	116.9 (4)
C6—Mo1—C4—C3	95.8 (3)	C15—Mo2—C18—C17	78.3 (3)
C2—Mo1—C4—C3	−38.1 (3)	C16—Mo2—C18—C17	36.9 (3)
C5—Mo1—C4—C3	−115.6 (4)	S2ⁱⁱ—Mo2—C18—C17	150.1 (2)
C1—Mo1—C4—C3	−79.3 (3)	S2—Mo2—C18—C17	−76.4 (3)
S1—Mo1—C4—C3	13.8 (3)	Mo2ⁱⁱ—Mo2—C18—C17	−129.3 (3)
S1ⁱ—Mo1—C4—C3	174.4 (2)	C19—Mo2—C18—C14	−92.5 (4)
Mo1ⁱ—Mo1—C4—C3	133.3 (3)	C15—Mo2—C18—C14	−38.6 (3)
C2—C1—C5—C4	0.1 (5)	C16—Mo2—C18—C14	−80.0 (3)
Mo1—C1—C5—C4	62.2 (3)	C17—Mo2—C18—C14	−116.9 (4)
C2—C1—C5—Mo1	−62.1 (3)	S2ⁱⁱ—Mo2—C18—C14	33.2 (3)
C3—C4—C5—C1	0.2 (5)	S2—Mo2—C18—C14	166.7 (3)
Mo1—C4—C5—C1	−63.9 (3)	Mo2ⁱⁱ—Mo2—C18—C14	113.8 (3)
C3—C4—C5—Mo1	64.0 (3)	Mo2ⁱⁱ—S2—C20—C21	−104.6 (4)
C6—Mo1—C5—C1	152.3 (3)	Mo2—S2—C20—C21	−33.7 (4)
C3—Mo1—C5—C1	79.1 (3)	Mo2ⁱⁱ—S2—C20—C25	80.6 (3)
C4—Mo1—C5—C1	117.3 (4)	Mo2—S2—C20—C25	151.6 (3)
C2—Mo1—C5—C1	36.9 (3)	C25—C20—C21—C22	−2.0 (7)
S1—Mo1—C5—C1	24.3 (4)	S2—C20—C21—C22	−176.6 (3)
S1ⁱ—Mo1—C5—C1	−126.1 (3)	C20—C21—C22—C23	0.3 (7)
Mo1ⁱ—Mo1—C5—C1	−98.2 (3)	C21—C22—C23—C24	0.9 (7)
C6—Mo1—C5—C4	35.0 (3)	C21—C22—C23—C26	−178.2 (4)
C3—Mo1—C5—C4	−38.2 (3)	C22—C23—C24—C25	−0.5 (6)
C2—Mo1—C5—C4	−80.5 (3)	C26—C23—C24—C25	178.6 (4)
C1—Mo1—C5—C4	−117.3 (4)	C23—C24—C25—C20	−1.1 (7)
S1—Mo1—C5—C4	−93.0 (3)	C21—C20—C25—C24	2.3 (6)
S1ⁱ—Mo1—C5—C4	116.5 (3)	S2—C20—C25—C24	177.2 (3)

Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Mo₂(C₅H₅)₂(C₇H₇S)₂(CO)₂]
M_r	624.45
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	100
a, b, c (Å)	13.245 (2), 10.135 (1), 18.042 (2)
β (°)	104.901 (2)
V (Å³)	2340.4 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.27
Crystal size (mm)	0.06 × 0.06 × 0.06

Data collection
Diffractometer	Bruker APEXII diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.758, 0.928
No. of measured, independent and observed [I > 2σ(I)] reflections	14384, 5374, 3915
R_int	0.048
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.043, 0.104, 1.03
No. of reflections	5374
No. of parameters	291
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	2.60, −1.78

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2008).

Selected bond lengths (Å) top

Mo1—S1	2.424 (1)	Mo2—S2	2.430 (1)
Mo1—S1ⁱ	2.425 (1)	Mo2—S2ⁱⁱ	2.419 (1)
Mo1—Mo1ⁱ	2.6052 (8)	Mo2—Mo2ⁱⁱ	2.5751 (8)

Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x, −y+1, −z+1.

Acknowledgements

The authors thank the Science Fund MOSTI (grant No. 03-01-03-SF0209) for funding this study, and the University of Malaya for the purchase of the diffractometer.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
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