Tetra-μ3-selen­ido-1:2:3κ3Se;1:2:4κ3Se;1:3:4κ3Se;2:3:4κ3Se-tetrakis­[(η5-methyl­cyclo­penta­dien­yl)molybdenum(III)](6 Mo—Mo)

Ouchi, A.; Takase, T.; Inomata, S.

doi:10.1107/S2414314623006570

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 8| Part 8| August 2023| x230657

https://doi.org/10.1107/S2414314623006570

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Tetra-μ₃-selenido-1:2:3κ³Se;1:2:4κ³Se;1:3:4κ³Se;2:3:4κ³Se-tetrakis[(η⁵-methylcyclopentadienyl)molybdenum(III)](6 Mo—Mo)

Akito Ouchi,^a Tsugiko Takase ^a and Shinji Inomata ^a ^*

^aFaculty of Symbiotic Systems Science, Fukushima University, 1 Kanayagawa, Fukushima 960-1296, Japan
^*Correspondence e-mail: inomata@sss.fukushima-u.ac.jp

Edited by W. T. A. Harrison, University of Aberdeen, United Kingdom (Received 26 July 2023; accepted 28 July 2023; online 1 August 2023)

The title cluster compound, [Mo₄(η⁵-C₅H₄Me)₄(μ₃-Se)₄], was synthesized from the reaction of [Mo(η⁵-C₅H₄Me)(CO)₃]₂ with grey selenium in refluxing xylene solution under a nitrogen atmosphere. The complete cluster is generated by a crystallographic twofold axis and contains an Mo₄Se₄ cubane-like core surrounded by four η⁵-methylcyclopentadienyl ligands. In the core, the four molybdenum atoms are connected to each other to form a tetrahedron, with a selenium atom capping each face. The Mo—Mo bond lengths vary from 2.9857 (5) to 3.0083 (3) Å and the Mo—Se separations range from 2.4633 (4) to 2.4693 (5) Å.

Keywords: crystal structure; molybdenum cluster; selenide ligand.

CCDC reference: 2285076

Structure description

In comparison to many studies on transition-metal sulfur cubane-type clusters, which contain an M₄S₄ core, those on selenium analogues are relatively rare. One of the reasons for this rarity could be caused by the insolubility of grey selenium to common organic solvents, as well as water, which are employed for synthesis. We found that grey selenium easily reacts with the organometallic molybdenum compound [Mo(η⁵-C₅H₄Me)(CO)₃]₂ in organic media to produce a new molybdenum-selenium cubane-type cluster [Mo₄(η⁵-C₅H₄Me)₄(μ₃-Se)₄]. We now report the structural details of the cluster. The partially labeled molecular structure of the title compound is shown in Fig. 1. The cluster possess twofold symmetry because of the existence of twofold axis through the cluster. The cluster has a distorted-cubane type Mo₄Se₄ core surrounded by four methylcyclopentadienyl ligands. In the core, four molybdenum atoms are connected by each other through six Mo—Mo bonds to give a molybdenum tetrahedron. The distances of the Mo—Mo bonds range from 2.9857 (5) to 3.0083 (3) Å, which are somewhat longer than those in [Mo₄(H₂O)₁₂(μ₃-Se)₄](MeC₆H₄SO₃)₅·15H₂O [mean value 2.865 (4) Å; Henkel et al., 1990 ] and (NH₄)₆[Mo₄(CN)₁₂(μ₃-Se)₄]·6H₂O [2.886 (4) Å, T_d symmetry; Virovets et al., 2000 ]. However, the Mo—Mo distances in the title compound are quite close to those in an isoelectronic cluster [Mo₄(η⁵-C₅H₄Prⁱ)₄(μ₃-Se)₄] (mean value of 2.9870 Å), which was synthesized by the reaction of [Mo₂(η⁵-C₅H₄Prⁱ)₂(μ-Cl)₄] with LiSeH (Baird et al., 1991 ). On each face of the Mo tetrahedron, a selenium atom is located. The Mo—Se distances are in the range 2.4633 (4) to 2.4693 (5) Å and are normal.

Figure 1
A view of the molecular structure of the title compound, with the asymmetric atoms labeled; unlabelled atoms are generated by the symmetry operation −x, y, $[{3\over 2}]$ − z. Hydrogen atoms are omitted for charity. Displacement ellipsoids are drawn at the 50% probability level.

Synthesis and crystallization

A xylene solution (30 ml) of [Mo(η⁵-C₅H₄Me)(CO)₃]₂ (519 mg, 1.00 mmol) and grey selenium (180 mg, 2.28 mmol) was refluxed for 17 h under a nitrogen atmosphere. The color of the solution gradually changed from red to brown. After removal of excess selenium by filtration, evaporation of the solvent from the filtrate gave a purple–brown solid. Crystallization was performed by use of the mixed solvents CH₂Cl₂/diethyl ether (1:2 v/v). Yield: 300 mg (59%). A single-crystal suitable for X-ray analysis was selected from the crystallized sample.

Refinement

Crystal data, date collection and structure refinement details are summarized in Table 1.

Table 1
Experimental details

Crystal data
Chemical formula	[Mo₄(C₆H₇)₄Se₄]
M_r	1016.09
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	296
a, b, c (Å)	21.1820 (4), 8.42496 (16), 16.4482 (3)
β (°)	120.6613 (7)
V (Å³)	2524.93 (9)
Z	4
Radiation type	Mo Kα
μ (mm⁻¹)	7.72
Crystal size (mm)	0.10 × 0.10 × 0.10

Data collection
Diffractometer	Rigaku R-AXIS RAPID
Absorption correction	Multi-scan (ABSCOR; Rigaku, 1995 )
T_min, T_max	0.201, 0.462
No. of measured, independent and observed [F² > 2.0σ(F²)] reflections	11868, 2878, 2617
R_int	0.040
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.021, 0.051, 1.07
No. of reflections	2878
No. of parameters	147
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.49, −0.79
Computer programs: RAPID AUTO (Rigaku, 2006 ), SIR97 (Altomare et al., 1999 ), SHELXL2018/3 (Sheldrick, 2015 ) and CrystalStructure (Rigaku, 2010 ).

Structural data

CCDC reference: 2285076

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S2414314623006570/hb4439sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314623006570/hb4439Isup2.hkl

checkCIF report

Computing details top

Data collection: RAPID AUTO (Rigaku, 2006); cell refinement: RAPID AUTO (Rigaku, 2006); data reduction: RAPID AUTO (Rigaku, 2006); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2015); molecular graphics: CrystalStructure 4.0 (Rigaku, 2010); software used to prepare material for publication: CrystalStructure 4.0 (Rigaku, 2010).

Tetra-µ₃-selenido-1:2:3κ³Se;1:2:4κ³Se;1:3:4κ³Se;2:3:4κ³Se-tetrakis[(η⁵-methylcyclopentadienyl)molybdenum(III)](6 Mo—Mo) top

Crystal data top

[Mo₄(C₆H₇)₄Se₄]	F(000) = 1904.00
M_r = 1016.09	D_x = 2.673 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71075 Å
a = 21.1820 (4) Å	Cell parameters from 10275 reflections
b = 8.42496 (16) Å	θ = 3.2–27.5°
c = 16.4482 (3) Å	µ = 7.72 mm⁻¹
β = 120.6613 (7)°	T = 296 K
V = 2524.93 (9) Å³	Platelet, brown
Z = 4	0.10 × 0.10 × 0.10 mm

Data collection top

Rigaku R-AXIS RAPID diffractometer	2617 reflections with F² > 2.0σ(F²)
Detector resolution: 10.000 pixels mm^-1	R_int = 0.040
ω scans	θ_max = 27.5°, θ_min = 3.3°
Absorption correction: multi-scan (ABSCOR; Rigaku, 1995)	h = −24→27
T_min = 0.201, T_max = 0.462	k = −10→10
11868 measured reflections	l = −21→21
2878 independent reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.021	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.051	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0168P)² + 4.2366P] where P = (F_o² + 2F_c²)/3
2878 reflections	(Δ/σ)_max = 0.002
147 parameters	Δρ_max = 0.49 e Å⁻³
0 restraints	Δρ_min = −0.79 e Å⁻³
Primary atom site location: structure-invariant direct methods

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).

All hydrogen atoms were placed at calculated positions (C—H = 0.96–0.98 Å) and refined using a riding model with U_iso(H) = 1.2U_eq(C).

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

	x	y	z	U_iso*/U_eq
Mo1	−0.05709 (2)	0.36774 (3)	0.77761 (2)	0.01956 (7)
Mo2	0.05898 (2)	0.11729 (3)	0.85272 (2)	0.02062 (7)
Se1	−0.07420 (2)	0.07974 (3)	0.78522 (2)	0.02368 (8)
Se2	0.07609 (2)	0.40514 (3)	0.88225 (2)	0.02324 (8)
C1	−0.16873 (18)	0.4032 (4)	0.7760 (2)	0.0334 (7)
C2	−0.16199 (18)	0.5254 (4)	0.7228 (2)	0.0317 (7)
H1	−0.197372	0.548621	0.656343	0.038*
C3	−0.1002 (2)	0.6197 (4)	0.7834 (2)	0.0344 (7)
H2	−0.086145	0.719615	0.766422	0.041*
C4	−0.0688 (2)	0.5553 (4)	0.8753 (2)	0.0350 (7)
H3	−0.028235	0.601956	0.932877	0.042*
C5	−0.10922 (19)	0.4220 (4)	0.8715 (2)	0.0332 (7)
H4	−0.101723	0.359419	0.925903	0.040*
C6	0.0722 (2)	−0.0631 (4)	0.9693 (2)	0.0380 (8)
H5	0.032142	−0.108311	0.975354	0.046*
C7	0.1045 (2)	−0.1336 (4)	0.9208 (2)	0.0362 (8)
H6	0.090569	−0.235528	0.887498	0.043*
C8	0.16702 (18)	−0.0398 (4)	0.9400 (2)	0.0335 (7)
C9	0.1704 (2)	0.0874 (4)	0.9965 (2)	0.0381 (8)
H7	0.209754	0.166436	1.024598	0.046*
C10	0.1123 (2)	0.0738 (4)	1.0150 (2)	0.0401 (9)
H8	0.105439	0.139947	1.058922	0.048*
C11	−0.2285 (2)	0.2840 (5)	0.7442 (3)	0.0524 (10)
H9	−0.213781	0.202041	0.791047	0.063*
H10	−0.238348	0.238212	0.685470	0.063*
H11	−0.272079	0.334778	0.735713	0.063*
C12	0.2244 (2)	−0.0779 (5)	0.9148 (3)	0.0509 (10)
H12	0.250562	0.017026	0.917858	0.061*
H13	0.201080	−0.120411	0.851841	0.061*
H14	0.258069	−0.154750	0.958472	0.061*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mo1	0.02236 (13)	0.01507 (12)	0.01911 (12)	0.00142 (9)	0.00902 (10)	−0.00024 (9)
Mo2	0.02366 (13)	0.01577 (12)	0.01921 (12)	0.00191 (9)	0.00860 (10)	0.00260 (9)
Se1	0.02711 (16)	0.01821 (15)	0.02549 (15)	−0.00290 (11)	0.01325 (12)	0.00020 (11)
Se2	0.02603 (16)	0.01916 (14)	0.01959 (14)	−0.00302 (11)	0.00805 (12)	−0.00285 (11)
C1	0.0301 (17)	0.0359 (18)	0.0375 (17)	0.0050 (14)	0.0196 (14)	−0.0026 (14)
C2	0.0305 (17)	0.0322 (17)	0.0314 (16)	0.0127 (14)	0.0151 (13)	0.0036 (14)
C3	0.042 (2)	0.0175 (14)	0.0447 (19)	0.0097 (14)	0.0232 (16)	0.0006 (14)
C4	0.0388 (19)	0.0307 (17)	0.0322 (16)	0.0051 (14)	0.0157 (14)	−0.0109 (14)
C5	0.0404 (19)	0.0358 (18)	0.0283 (15)	0.0116 (15)	0.0210 (14)	0.0031 (14)
C6	0.044 (2)	0.0360 (19)	0.0345 (17)	0.0073 (15)	0.0200 (15)	0.0200 (15)
C7	0.046 (2)	0.0199 (15)	0.0370 (17)	0.0100 (14)	0.0169 (16)	0.0127 (13)
C8	0.0306 (17)	0.0340 (18)	0.0287 (15)	0.0130 (14)	0.0099 (13)	0.0145 (14)
C9	0.0344 (19)	0.0376 (19)	0.0261 (15)	0.0056 (15)	0.0036 (14)	0.0067 (14)
C10	0.051 (2)	0.041 (2)	0.0208 (14)	0.0139 (17)	0.0122 (15)	0.0095 (14)
C11	0.039 (2)	0.055 (2)	0.068 (3)	−0.0036 (19)	0.031 (2)	−0.006 (2)
C12	0.046 (2)	0.052 (2)	0.052 (2)	0.0155 (19)	0.0230 (19)	0.0129 (19)

Geometric parameters (Å, º) top

Mo1—C3	2.332 (3)	C2—C3	1.416 (5)
Mo1—C2	2.339 (3)	C2—H1	0.9800
Mo1—C4	2.355 (3)	C3—C4	1.413 (5)
Mo1—C5	2.356 (3)	C3—H2	0.9800
Mo1—C1	2.370 (3)	C4—C5	1.394 (5)
Mo1—Se2	2.4633 (4)	C4—H3	0.9800
Mo1—Se1	2.4659 (4)	C5—H4	0.9800
Mo1—Se2ⁱ	2.4689 (3)	C6—C10	1.402 (5)
Mo1—Mo1ⁱ	2.9857 (5)	C6—C7	1.419 (5)
Mo1—Mo2	2.9875 (3)	C6—H5	0.9800
Mo1—Mo2ⁱ	2.9935 (3)	C7—C8	1.432 (5)
Mo2—C10	2.337 (3)	C7—H6	0.9800
Mo2—C6	2.350 (3)	C8—C9	1.396 (5)
Mo2—C9	2.352 (3)	C8—C12	1.506 (5)
Mo2—C7	2.356 (3)	C9—C10	1.414 (5)
Mo2—C8	2.387 (3)	C9—H7	0.9800
Mo2—Se2	2.4635 (4)	C10—H8	0.9800
Mo2—Se1	2.4691 (4)	C11—H9	0.9600
Mo2—Se1ⁱ	2.4692 (4)	C11—H10	0.9600
Mo2—Mo2ⁱ	3.0083 (5)	C11—H11	0.9600
C1—C2	1.404 (5)	C12—H12	0.9600
C1—C5	1.435 (5)	C12—H13	0.9600
C1—C11	1.487 (5)	C12—H14	0.9600

C3—Mo1—C2	35.30 (12)	C7—Mo2—Mo1ⁱ	145.65 (9)
C3—Mo1—C4	35.09 (12)	C8—Mo2—Mo1ⁱ	118.70 (8)
C2—Mo1—C4	58.11 (11)	Se2—Mo2—Mo1ⁱ	52.718 (9)
C3—Mo1—C5	58.16 (12)	Se1—Mo2—Mo1ⁱ	99.982 (11)
C2—Mo1—C5	58.09 (11)	Se1ⁱ—Mo2—Mo1ⁱ	52.606 (9)
C4—Mo1—C5	34.41 (12)	Mo1—Mo2—Mo1ⁱ	59.894 (10)
C3—Mo1—C1	58.43 (12)	C10—Mo2—Mo2ⁱ	157.50 (10)
C2—Mo1—C1	34.69 (12)	C6—Mo2—Mo2ⁱ	127.01 (9)
C4—Mo1—C1	58.08 (12)	C9—Mo2—Mo2ⁱ	164.17 (9)
C5—Mo1—C1	35.36 (11)	C7—Mo2—Mo2ⁱ	115.98 (9)
C3—Mo1—Se2	100.84 (9)	C8—Mo2—Mo2ⁱ	131.90 (8)
C2—Mo1—Se2	136.14 (9)	Se2—Mo2—Mo2ⁱ	100.132 (8)
C4—Mo1—Se2	85.36 (9)	Se1—Mo2—Mo2ⁱ	52.472 (10)
C5—Mo1—Se2	105.65 (9)	Se1ⁱ—Mo2—Mo2ⁱ	52.471 (10)
C1—Mo1—Se2	140.55 (8)	Mo1—Mo2—Mo2ⁱ	59.902 (8)
C3—Mo1—Se1	145.37 (9)	Mo1ⁱ—Mo2—Mo2ⁱ	59.705 (8)
C2—Mo1—Se1	116.29 (9)	Mo1—Se1—Mo2	74.510 (12)
C4—Mo1—Se1	123.79 (9)	Mo1—Se1—Mo2ⁱ	74.684 (11)
C5—Mo1—Se1	91.58 (9)	Mo2—Se1—Mo2ⁱ	75.060 (13)
C1—Mo1—Se1	87.30 (8)	Mo1—Se2—Mo2	74.656 (12)
Se2—Mo1—Se1	103.651 (13)	Mo1—Se2—Mo1ⁱ	74.507 (12)
C3—Mo1—Se2ⁱ	94.16 (9)	Mo2—Se2—Mo1ⁱ	74.730 (11)
C2—Mo1—Se2ⁱ	84.87 (8)	C2—C1—C5	106.8 (3)
C4—Mo1—Se2ⁱ	128.63 (9)	C2—C1—C11	128.0 (3)
C5—Mo1—Se2ⁱ	142.82 (8)	C5—C1—C11	125.1 (3)
C1—Mo1—Se2ⁱ	110.62 (8)	C2—C1—Mo1	71.44 (19)
Se2—Mo1—Se2ⁱ	103.560 (13)	C5—C1—Mo1	71.77 (18)
Se1—Mo1—Se2ⁱ	103.372 (13)	C11—C1—Mo1	125.8 (2)
C3—Mo1—Mo1ⁱ	114.04 (9)	C1—C2—C3	108.9 (3)
C2—Mo1—Mo1ⁱ	129.84 (8)	C1—C2—Mo1	73.87 (18)
C4—Mo1—Mo1ⁱ	126.24 (9)	C3—C2—Mo1	72.07 (17)
C5—Mo1—Mo1ⁱ	157.28 (9)	C1—C2—H1	125.4
C1—Mo1—Mo1ⁱ	162.73 (8)	C3—C2—H1	125.4
Se2—Mo1—Mo1ⁱ	52.834 (10)	Mo1—C2—H1	125.4
Se1—Mo1—Mo1ⁱ	100.268 (9)	C4—C3—C2	107.4 (3)
Se2ⁱ—Mo1—Mo1ⁱ	52.659 (10)	C4—C3—Mo1	73.37 (18)
C3—Mo1—Mo2	152.01 (9)	C2—C3—Mo1	72.64 (17)
C2—Mo1—Mo2	168.55 (9)	C4—C3—H2	126.0
C4—Mo1—Mo2	122.87 (8)	C2—C3—H2	126.0
C5—Mo1—Mo2	115.34 (8)	Mo1—C3—H2	126.0
C1—Mo1—Mo2	134.39 (8)	C5—C4—C3	108.5 (3)
Se2—Mo1—Mo2	52.676 (10)	C5—C4—Mo1	72.81 (18)
Se1—Mo1—Mo2	52.794 (10)	C3—C4—Mo1	71.54 (17)
Se2ⁱ—Mo1—Mo2	100.565 (11)	C5—C4—H3	125.6
Mo1ⁱ—Mo1—Mo2	60.153 (8)	C3—C4—H3	125.6
C3—Mo1—Mo2ⁱ	143.92 (9)	Mo1—C4—H3	125.6
C2—Mo1—Mo2ⁱ	117.47 (8)	C4—C5—C1	108.4 (3)
C4—Mo1—Mo2ⁱ	173.63 (9)	C4—C5—Mo1	72.78 (18)
C5—Mo1—Mo2ⁱ	140.04 (9)	C1—C5—Mo1	72.87 (17)
C1—Mo1—Mo2ⁱ	115.58 (8)	C4—C5—H4	125.6
Se2—Mo1—Mo2ⁱ	100.539 (11)	C1—C5—H4	125.6
Se1—Mo1—Mo2ⁱ	52.709 (9)	Mo1—C5—H4	125.6
Se2ⁱ—Mo1—Mo2ⁱ	52.551 (9)	C10—C6—C7	108.1 (3)
Mo1ⁱ—Mo1—Mo2ⁱ	59.954 (8)	C10—C6—Mo2	72.11 (18)
Mo2—Mo1—Mo2ⁱ	60.394 (10)	C7—C6—Mo2	72.68 (17)
C10—Mo2—C6	34.82 (13)	C10—C6—H5	125.8
C10—Mo2—C9	35.10 (13)	C7—C6—H5	125.8
C6—Mo2—C9	57.92 (13)	Mo2—C6—H5	125.8
C10—Mo2—C7	58.26 (13)	C6—C7—C8	107.6 (3)
C6—Mo2—C7	35.11 (12)	C6—C7—Mo2	72.22 (18)
C9—Mo2—C7	57.88 (13)	C8—C7—Mo2	73.65 (18)
C10—Mo2—C8	57.94 (12)	C6—C7—H6	126.0
C6—Mo2—C8	58.10 (12)	C8—C7—H6	126.0
C9—Mo2—C8	34.26 (12)	Mo2—C7—H6	126.0
C7—Mo2—C8	35.14 (12)	C9—C8—C7	107.3 (3)
C10—Mo2—Se2	89.56 (9)	C9—C8—C12	125.0 (3)
C6—Mo2—Se2	122.11 (9)	C7—C8—C12	127.4 (3)
C9—Mo2—Se2	86.33 (9)	C9—C8—Mo2	71.47 (18)
C7—Mo2—Se2	143.71 (9)	C7—C8—Mo2	71.21 (18)
C8—Mo2—Se2	115.33 (9)	C12—C8—Mo2	127.8 (2)
C10—Mo2—Se1	105.64 (10)	C8—C9—C10	109.1 (3)
C6—Mo2—Se1	85.26 (9)	C8—C9—Mo2	74.27 (18)
C9—Mo2—Se1	140.23 (9)	C10—C9—Mo2	71.88 (18)
C7—Mo2—Se1	101.27 (9)	C8—C9—H7	125.3
C8—Mo2—Se1	136.41 (9)	C10—C9—H7	125.3
Se2—Mo2—Se1	103.549 (13)	Mo2—C9—H7	125.3
C10—Mo2—Se1ⁱ	144.67 (10)	C6—C10—C9	107.9 (3)
C6—Mo2—Se1ⁱ	130.55 (9)	C6—C10—Mo2	73.08 (18)
C9—Mo2—Se1ⁱ	112.09 (9)	C9—C10—Mo2	73.01 (18)
C7—Mo2—Se1ⁱ	96.22 (9)	C6—C10—H8	125.8
C8—Mo2—Se1ⁱ	86.98 (8)	C9—C10—H8	125.8
Se2—Mo2—Se1ⁱ	103.434 (13)	Mo2—C10—H8	125.8
Se1—Mo2—Se1ⁱ	103.004 (13)	C1—C11—H9	109.5
C10—Mo2—Mo1	113.56 (9)	C1—C11—H10	109.5
C6—Mo2—Mo1	121.66 (9)	H9—C11—H10	109.5
C9—Mo2—Mo1	133.12 (9)	C1—C11—H11	109.5
C7—Mo2—Mo1	151.79 (9)	H9—C11—H11	109.5
C8—Mo2—Mo1	167.07 (9)	H10—C11—H11	109.5
Se2—Mo2—Mo1	52.668 (10)	C8—C12—H12	109.5
Se1—Mo2—Mo1	52.696 (9)	C8—C12—H13	109.5
Se1ⁱ—Mo2—Mo1	100.141 (11)	H12—C12—H13	109.5
C10—Mo2—Mo1ⁱ	138.65 (10)	C8—C12—H14	109.5
C6—Mo2—Mo1ⁱ	173.27 (10)	H12—C12—H14	109.5
C9—Mo2—Mo1ⁱ	115.84 (9)	H13—C12—H14	109.5

C5—C1—C2—C3	−0.5 (4)	C10—C6—C7—C8	1.8 (4)
C11—C1—C2—C3	174.6 (3)	Mo2—C6—C7—C8	65.7 (2)
Mo1—C1—C2—C3	−64.0 (2)	C10—C6—C7—Mo2	−63.8 (2)
C5—C1—C2—Mo1	63.5 (2)	C6—C7—C8—C9	−2.0 (3)
C11—C1—C2—Mo1	−121.4 (4)	Mo2—C7—C8—C9	62.8 (2)
C1—C2—C3—C4	−0.5 (4)	C6—C7—C8—C12	171.5 (3)
Mo1—C2—C3—C4	−65.7 (2)	Mo2—C7—C8—C12	−123.7 (3)
C1—C2—C3—Mo1	65.2 (2)	C6—C7—C8—Mo2	−64.7 (2)
C2—C3—C4—C5	1.3 (4)	C7—C8—C9—C10	1.3 (3)
Mo1—C3—C4—C5	−63.9 (2)	C12—C8—C9—C10	−172.4 (3)
C2—C3—C4—Mo1	65.2 (2)	Mo2—C8—C9—C10	63.9 (2)
C3—C4—C5—C1	−1.6 (4)	C7—C8—C9—Mo2	−62.6 (2)
Mo1—C4—C5—C1	−64.7 (2)	C12—C8—C9—Mo2	123.7 (3)
C3—C4—C5—Mo1	63.0 (2)	C7—C6—C10—C9	−1.0 (4)
C2—C1—C5—C4	1.3 (4)	Mo2—C6—C10—C9	−65.2 (2)
C11—C1—C5—C4	−173.9 (3)	C7—C6—C10—Mo2	64.2 (2)
Mo1—C1—C5—C4	64.6 (2)	C8—C9—C10—C6	−0.2 (4)
C2—C1—C5—Mo1	−63.3 (2)	Mo2—C9—C10—C6	65.3 (2)
C11—C1—C5—Mo1	121.4 (3)	C8—C9—C10—Mo2	−65.5 (2)

Symmetry code: (i) −x, y, −z+3/2.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119. Web of Science CrossRef CAS IUCr Journals Google Scholar
Baird, P., Bandy, J. A., Green, M. L. H., Hamnett, A., Marseglia, E., Obertelli, D. S., Prout, K. & Qin, J. (1991). J. Chem. Soc. Dalton Trans. pp. 2377–2393. CSD CrossRef Web of Science Google Scholar
Henkel, G., Kampmann, G., Krebs, B., Lamprecht, G. J., Nasreldin, M. & Sykes, A. G. (1990). J. Chem. Soc. Chem. Commun. pp. 1014–1016. CrossRef Web of Science Google Scholar
Rigaku (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku (2006). RAPID AUTO CrystalStructure. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku (2010). CrystalStructure. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (2015). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Virovets, A. V., Fedin, V. P., Samsonenko, D. G. & Clegg, W. (2000). Acta Cryst. C56, 272–273. CSD CrossRef CAS IUCr Journals Google Scholar

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