Dicarbonyl-chlorido(phen-oxy-thio-carbonyl-κC,S)bis-(triphenyl-phosphane-κP)molybdenum(II).

In the title complex, [Mo(C(7)H(5)OS)Cl(C(18)H(15)P)(2)(CO)(2)], the geometry around the metal atom is a capped octa-hedron. The phen-oxy-thio-carbonyl ligand coordinates the Mo(II) atom through the C and S atoms. A one-dimensional structure is formed by π-π inter-molecular inter-actions and a supra-molecular aggregation is determined by inter-molecular C-H⋯O, C-H⋯Cl, C-H⋯π(arene) hydrogen bonds and CO⋯π(arene) inter-actions [O⋯centroid distances = 3.485 (4) and 3.722 (3) Å].

Related literature

For the use of metallocarb­oxy­lic acids as inter­mediates in the homogeneous catalysis of the water gas shift reaction, see: Yoshida et al. (1978 ▶). For O-Aryl thio­carbonate, benzoxazoline-2-thione, chromene-2-thione and N,N-dimethyl­thio­carb­amate metal complexes, see: Chen et al. (1978 ▶); McFarlane et al. (1998 ▶); Zheng et al. (2006 ▶) and Zhang & Shi (2004 ▶), respectively. For phen­oxy­lcarbonyl metal complexes, see: Anderson et al. (2001 ▶). We are inter­ested in the synthesis of dithio­carbamate, pyridine-2-thio­nate (Yih et al., 2010 ▶) and N,N-dimethyl­dithio­carbarmoyl (Yih & Lee, 2010 ▶) metal complexes. For a phen­oxy­thio­carbon­yl–palladium complex, see: Yih & Lee (2004 ▶). For C—H⋯O inter­actions, see: Strasser et al. (2009 ▶); Arumugam et al. (2010 ▶). For C—H⋯π inter­actions, see: Suresh et al. (2007 ▶). For π–π inter­actions, see: Bartholomä et al. (2009) ▶; Hu et al. (2009 ▶). For the C—H⋯Cl inter­actions, see: Shawkataly et al. (2010 ▶); Qi et al. (2009 ▶). For C—H⋯S inter­actions, see: Asad et al. (2010 ▶); Goh et al. (2010 ▶). For C–H⋯acceptor inter­actions, see: Steiner (1996 ▶). For typical C—O and C—S bond lengths, see: Huheey (1983 ▶). For Mo—CO and C—O bond lengths in other molybdenum–carbonyl complexes, see: Yih & Lee (2008 ▶) and references therein.

Experimental

Crystal data

[Mo(C7H5OS)Cl(C18H15P)2(CO)2]

M = 849.12

Triclinic,

a = 10.5685 (10) Å

b = 12.5224 (11) Å

c = 16.3983 (14) Å

α = 82.088 (2)°

β = 77.476 (2)°

γ = 67.212 (2)°

V = 1949.7 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.58 mm−1

T = 150 K

0.16 × 0.15 × 0.10 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.913, T max = 0.944

25423 measured reflections

8942 independent reflections

6714 reflections with I > 2σ(I)

R int = 0.075

Refinement

R[F 2 > 2σ(F 2)] = 0.053

wR(F 2) = 0.128

S = 1.00

8942 reflections

478 parameters

3 restraints

H-atom parameters constrained

Δρmax = 1.02 e Å−3

Δρmin = −0.81 e Å−3

Data collection: SMART (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: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810052530/bg2377sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810052530/bg2377Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Mo(C7H5OS)Cl(C18H15P)2(CO)2]	Z = 2
Mr = 849.12	F(000) = 868
Triclinic, P1	Dx = 1.446 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.5685 (10) Å	Cell parameters from 2285 reflections
b = 12.5224 (11) Å	θ = 2.2–20.7°
c = 16.3983 (14) Å	µ = 0.58 mm−1
α = 82.088 (2)°	T = 150 K
β = 77.476 (2)°	Block, orange
γ = 67.212 (2)°	0.16 × 0.15 × 0.10 mm
V = 1949.7 (3) Å3

Bruker SMART APEX CCD area-detector diffractometer	8942 independent reflections
Radiation source: fine-focus sealed tube	6714 reflections with I > 2σ(I)
graphite	Rint = 0.075
ω scans	θmax = 27.5°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −13→13
Tmin = 0.913, Tmax = 0.944	k = −16→16
25423 measured reflections	l = −21→21

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.128	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.0566P)2] where P = (Fo2 + 2Fc2)/3
8942 reflections	(Δ/σ)max = 0.001
478 parameters	Δρmax = 1.02 e Å−3
3 restraints	Δρmin = −0.81 e Å−3

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.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Mo1	0.77982 (3)	0.84316 (3)	0.741327 (19)	0.01739 (10)
Cl1	1.00258 (9)	0.78068 (8)	0.79778 (6)	0.0237 (2)
P1	0.77983 (9)	1.04763 (8)	0.71651 (6)	0.0187 (2)
P2	0.80792 (10)	0.63059 (8)	0.77147 (6)	0.0218 (2)
S1	0.61369 (10)	0.87871 (8)	0.88984 (6)	0.0247 (2)
C1	0.6626 (4)	0.8368 (3)	0.6676 (2)	0.0246 (8)
C2	0.8831 (4)	0.8414 (3)	0.6237 (2)	0.0259 (8)
C3	0.5806 (4)	0.9314 (3)	0.7956 (2)	0.0212 (8)
C4	0.3344 (4)	1.0250 (3)	0.8332 (2)	0.0261 (9)
C5	0.2484 (4)	0.9681 (3)	0.8282 (2)	0.0284 (9)
H5	0.2768	0.9084	0.7905	0.034*
C6	0.1185 (4)	1.0009 (4)	0.8801 (3)	0.0338 (10)
H6	0.0563	0.9636	0.8782	0.041*
C7	0.0797 (4)	1.0870 (4)	0.9344 (3)	0.0381 (10)
H7	−0.0100	1.1102	0.9688	0.046*
C8	0.1699 (5)	1.1401 (4)	0.9392 (3)	0.0389 (11)
H8	0.1431	1.1980	0.9780	0.047*
C9	0.3002 (4)	1.1094 (4)	0.8875 (3)	0.0337 (10)
H9	0.3631	1.1458	0.8899	0.040*
C10	0.9438 (4)	1.0723 (3)	0.6985 (2)	0.0213 (8)
C11	1.0648 (4)	0.9969 (3)	0.6529 (2)	0.0260 (8)
H11	1.0672	0.9253	0.6382	0.031*
C12	1.1829 (4)	1.0261 (4)	0.6287 (3)	0.0362 (10)
H12	1.2651	0.9746	0.5970	0.043*
C13	1.1808 (4)	1.1293 (4)	0.6504 (3)	0.0367 (10)
H13	1.2611	1.1491	0.6332	0.044*
C14	1.0628 (4)	1.2033 (4)	0.6969 (3)	0.0390 (11)
H14	1.0618	1.2738	0.7129	0.047*
C15	0.9447 (4)	1.1748 (3)	0.7206 (3)	0.0317 (9)
H15	0.8631	1.2265	0.7526	0.038*
C16	0.6791 (4)	1.1418 (3)	0.8016 (2)	0.0190 (7)
C17	0.5762 (4)	1.2503 (3)	0.7907 (2)	0.0257 (8)
H17	0.5522	1.2773	0.7370	0.031*
C18	0.5087 (4)	1.3192 (3)	0.8585 (3)	0.0319 (9)
H18	0.4391	1.3936	0.8506	0.038*
C19	0.5411 (4)	1.2812 (3)	0.9366 (2)	0.0296 (9)
H19	0.4936	1.3285	0.9827	0.036*
C20	0.6439 (4)	1.1730 (3)	0.9479 (2)	0.0269 (9)
H20	0.6674	1.1465	1.0017	0.032*
C21	0.7121 (4)	1.1037 (3)	0.8810 (2)	0.0233 (8)
H21	0.7820	1.0296	0.8893	0.028*
C22	0.7063 (4)	1.1261 (3)	0.6235 (2)	0.0208 (8)
C23	0.5875 (4)	1.1172 (3)	0.6072 (2)	0.0258 (8)
H23	0.5432	1.0723	0.6451	0.031*
C24	0.5325 (4)	1.1720 (3)	0.5373 (2)	0.0292 (9)
H24	0.4511	1.1644	0.5274	0.035*
C25	0.5952 (4)	1.2384 (3)	0.4810 (2)	0.0293 (9)
H25	0.5569	1.2767	0.4328	0.035*
C26	0.7136 (4)	1.2480 (4)	0.4960 (3)	0.0349 (10)
H26	0.7577	1.2925	0.4577	0.042*
C27	0.7684 (4)	1.1931 (3)	0.5667 (2)	0.0298 (9)
H27	0.8495	1.2011	0.5766	0.036*
C28	0.6717 (4)	0.5957 (3)	0.7413 (2)	0.0262 (9)
C29	0.6950 (5)	0.5153 (3)	0.6840 (3)	0.0330 (10)
H29	0.7876	0.4705	0.6591	0.040*
C30	0.5822 (6)	0.5006 (4)	0.6631 (3)	0.0454 (13)
H30	0.5983	0.4467	0.6229	0.054*
C31	0.4482 (6)	0.5630 (4)	0.6998 (3)	0.0488 (14)
H31	0.3720	0.5528	0.6846	0.059*
C32	0.4239 (5)	0.6405 (4)	0.7588 (3)	0.0418 (12)
H32	0.3313	0.6822	0.7853	0.050*
C33	0.5353 (4)	0.6575 (4)	0.7793 (3)	0.0333 (10)
H33	0.5185	0.7115	0.8195	0.040*
C34	0.8098 (4)	0.5616 (3)	0.8780 (2)	0.0250 (8)
C35	0.7853 (5)	0.4590 (4)	0.8978 (3)	0.0403 (11)
H35	0.7664	0.4240	0.8563	0.048*
C36	0.7882 (5)	0.4078 (4)	0.9780 (3)	0.0437 (12)
H36	0.7733	0.3368	0.9908	0.052*
C37	0.8122 (4)	0.4579 (4)	1.0391 (3)	0.0352 (10)
H37	0.8138	0.4223	1.0941	0.042*
C38	0.8340 (4)	0.5609 (4)	1.0196 (2)	0.0317 (9)
H38	0.8488	0.5972	1.0619	0.038*
C39	0.8346 (4)	0.6120 (3)	0.9393 (2)	0.0267 (8)
H39	0.8522	0.6819	0.9264	0.032*
C40	0.9734 (4)	0.5414 (3)	0.7104 (3)	0.0301 (9)
C41	1.0837 (4)	0.4694 (4)	0.7479 (3)	0.0394 (11)
H41	1.0720	0.4585	0.8072	0.047*
C42	1.2122 (5)	0.4129 (4)	0.6989 (4)	0.0572 (16)
H42	1.2880	0.3632	0.7251	0.069*
C43	1.2308 (6)	0.4275 (5)	0.6144 (4)	0.0636 (18)
H43	1.3191	0.3879	0.5816	0.076*
C44	1.1228 (6)	0.4992 (5)	0.5763 (4)	0.0601 (16)
H44	1.1361	0.5092	0.5169	0.072*
C45	0.9937 (5)	0.5577 (4)	0.6235 (3)	0.0417 (11)
H45	0.9194	0.6087	0.5967	0.050*
O1	0.5958 (3)	0.8323 (3)	0.62133 (18)	0.0408 (8)
O2	0.9334 (3)	0.8416 (3)	0.55439 (18)	0.0425 (8)
O3	0.4605 (3)	0.9978 (2)	0.77308 (16)	0.0340 (7)

	U11	U22	U33	U12	U13	U23
Mo1	0.01565 (16)	0.02145 (17)	0.01619 (16)	−0.00996 (12)	−0.00020 (11)	0.00036 (12)
Cl1	0.0189 (4)	0.0264 (5)	0.0288 (5)	−0.0124 (4)	−0.0075 (4)	0.0054 (4)
P1	0.0146 (4)	0.0212 (5)	0.0189 (5)	−0.0077 (4)	0.0006 (4)	0.0003 (4)
P2	0.0221 (5)	0.0220 (5)	0.0231 (5)	−0.0111 (4)	−0.0021 (4)	−0.0015 (4)
S1	0.0223 (5)	0.0310 (5)	0.0189 (4)	−0.0107 (4)	−0.0001 (4)	0.0018 (4)
C1	0.025 (2)	0.034 (2)	0.0206 (19)	−0.0184 (17)	−0.0052 (14)	0.0052 (16)
C2	0.026 (2)	0.033 (2)	0.0200 (13)	−0.0162 (17)	0.0028 (13)	−0.0023 (16)
C3	0.0212 (19)	0.0235 (19)	0.0226 (19)	−0.0149 (16)	−0.0007 (15)	0.0014 (15)
C4	0.0122 (17)	0.039 (2)	0.022 (2)	−0.0074 (16)	0.0004 (15)	0.0017 (17)
C5	0.023 (2)	0.033 (2)	0.028 (2)	−0.0094 (17)	−0.0037 (17)	−0.0026 (17)
C6	0.023 (2)	0.047 (3)	0.034 (2)	−0.020 (2)	−0.0021 (18)	0.002 (2)
C7	0.023 (2)	0.048 (3)	0.037 (3)	−0.014 (2)	0.0089 (19)	−0.005 (2)
C8	0.040 (3)	0.037 (2)	0.040 (3)	−0.017 (2)	0.003 (2)	−0.012 (2)
C9	0.029 (2)	0.042 (3)	0.035 (2)	−0.022 (2)	0.0000 (18)	−0.0013 (19)
C10	0.0200 (19)	0.0242 (19)	0.0209 (19)	−0.0115 (16)	−0.0033 (15)	0.0044 (15)
C11	0.0203 (19)	0.033 (2)	0.027 (2)	−0.0147 (17)	0.0024 (16)	−0.0052 (17)
C12	0.021 (2)	0.043 (3)	0.039 (3)	−0.0114 (19)	0.0069 (18)	−0.006 (2)
C13	0.027 (2)	0.044 (3)	0.043 (3)	−0.024 (2)	0.0030 (19)	0.005 (2)
C14	0.034 (2)	0.031 (2)	0.056 (3)	−0.021 (2)	0.002 (2)	−0.006 (2)
C15	0.021 (2)	0.030 (2)	0.043 (3)	−0.0130 (17)	0.0035 (18)	−0.0036 (18)
C16	0.0162 (17)	0.0236 (19)	0.0172 (18)	−0.0119 (15)	0.0047 (14)	−0.0001 (14)
C17	0.022 (2)	0.025 (2)	0.027 (2)	−0.0099 (16)	0.0016 (16)	0.0030 (16)
C18	0.027 (2)	0.026 (2)	0.035 (2)	−0.0070 (17)	0.0031 (18)	−0.0023 (18)
C19	0.029 (2)	0.031 (2)	0.027 (2)	−0.0135 (18)	0.0081 (17)	−0.0092 (17)
C20	0.025 (2)	0.036 (2)	0.0205 (19)	−0.0168 (18)	0.0035 (16)	−0.0015 (17)
C21	0.0209 (19)	0.0223 (19)	0.028 (2)	−0.0113 (16)	−0.0017 (16)	0.0010 (16)
C22	0.0177 (18)	0.0218 (19)	0.0194 (18)	−0.0062 (15)	0.0018 (14)	−0.0017 (15)
C23	0.0180 (19)	0.032 (2)	0.026 (2)	−0.0099 (16)	−0.0023 (16)	0.0037 (17)
C24	0.023 (2)	0.034 (2)	0.028 (2)	−0.0105 (18)	−0.0026 (17)	0.0015 (17)
C25	0.036 (2)	0.029 (2)	0.0159 (19)	−0.0071 (18)	−0.0046 (17)	0.0042 (16)
C26	0.039 (3)	0.036 (2)	0.030 (2)	−0.021 (2)	−0.0022 (19)	0.0094 (19)
C27	0.027 (2)	0.035 (2)	0.027 (2)	−0.0164 (18)	0.0008 (17)	0.0050 (17)
C28	0.033 (2)	0.028 (2)	0.024 (2)	−0.0200 (18)	−0.0096 (17)	0.0094 (16)
C29	0.046 (3)	0.031 (2)	0.033 (2)	−0.025 (2)	−0.013 (2)	0.0047 (18)
C30	0.074 (4)	0.042 (3)	0.041 (3)	−0.040 (3)	−0.029 (3)	0.015 (2)
C31	0.068 (4)	0.049 (3)	0.056 (3)	−0.048 (3)	−0.039 (3)	0.030 (3)
C32	0.036 (3)	0.044 (3)	0.054 (3)	−0.027 (2)	−0.016 (2)	0.018 (2)
C33	0.033 (2)	0.036 (2)	0.038 (2)	−0.022 (2)	−0.0061 (19)	0.0023 (19)
C34	0.023 (2)	0.025 (2)	0.025 (2)	−0.0087 (16)	−0.0032 (16)	−0.0002 (16)
C35	0.054 (3)	0.035 (2)	0.041 (3)	−0.024 (2)	−0.017 (2)	0.008 (2)
C36	0.052 (3)	0.035 (3)	0.048 (3)	−0.027 (2)	−0.013 (2)	0.019 (2)
C37	0.031 (2)	0.040 (3)	0.030 (2)	−0.013 (2)	−0.0043 (19)	0.0127 (19)
C38	0.028 (2)	0.040 (2)	0.024 (2)	−0.0104 (19)	−0.0035 (17)	−0.0001 (18)
C39	0.022 (2)	0.026 (2)	0.028 (2)	−0.0077 (16)	−0.0016 (16)	0.0017 (16)
C40	0.030 (2)	0.029 (2)	0.035 (2)	−0.0169 (18)	0.0023 (18)	−0.0126 (18)
C41	0.024 (2)	0.037 (2)	0.062 (3)	−0.0143 (19)	−0.005 (2)	−0.015 (2)
C42	0.026 (2)	0.042 (3)	0.112 (5)	−0.017 (2)	−0.002 (3)	−0.030 (3)
C43	0.037 (3)	0.052 (3)	0.102 (5)	−0.027 (3)	0.032 (3)	−0.046 (3)
C44	0.066 (4)	0.056 (3)	0.061 (4)	−0.039 (3)	0.036 (3)	−0.037 (3)
C45	0.048 (3)	0.039 (3)	0.038 (3)	−0.023 (2)	0.011 (2)	−0.012 (2)
O1	0.052 (2)	0.056 (2)	0.0298 (17)	−0.0332 (17)	−0.0188 (15)	0.0068 (14)
O2	0.0468 (19)	0.059 (2)	0.0250 (16)	−0.0300 (16)	0.0082 (14)	−0.0066 (14)
O3	0.0160 (14)	0.0525 (18)	0.0246 (15)	−0.0089 (13)	−0.0003 (11)	0.0103 (13)

Mo1—C1	1.938 (4)	C20—C21	1.381 (5)
Mo1—C2	1.998 (4)	C20—H20	0.9500
Mo1—C3	2.025 (4)	C21—H21	0.9500
Mo1—Cl1	2.5160 (9)	C22—C23	1.387 (5)
Mo1—P1	2.5368 (10)	C22—C27	1.397 (5)
Mo1—P2	2.5509 (10)	C23—C24	1.373 (5)
Mo1—S1	2.6553 (10)	C23—H23	0.9500
P1—C16	1.819 (4)	C24—C25	1.391 (5)
P1—C10	1.831 (4)	C24—H24	0.9500
P1—C22	1.845 (4)	C25—C26	1.378 (6)
P2—C40	1.829 (4)	C25—H25	0.9500
P2—C28	1.834 (4)	C26—C27	1.383 (5)
P2—C34	1.840 (4)	C26—H26	0.9500
S1—C3	1.650 (4)	C27—H27	0.9500
C1—O1	1.163 (4)	C28—C29	1.388 (5)
C2—O2	1.146 (4)	C28—C33	1.394 (6)
C3—O3	1.319 (4)	C29—C30	1.392 (6)
C4—C9	1.365 (6)	C29—H29	0.9500
C4—C5	1.375 (5)	C30—C31	1.372 (7)
C4—O3	1.427 (4)	C30—H30	0.9500
C5—C6	1.390 (5)	C31—C32	1.379 (7)
C5—H5	0.9500	C31—H31	0.9500
C6—C7	1.374 (6)	C32—C33	1.389 (5)
C6—H6	0.9500	C32—H32	0.9500
C7—C8	1.376 (6)	C33—H33	0.9500
C7—H7	0.9500	C34—C39	1.377 (5)
C8—C9	1.392 (6)	C34—C35	1.390 (5)
C8—H8	0.9500	C35—C36	1.382 (6)
C9—H9	0.9500	C35—H35	0.9500
C10—C15	1.385 (5)	C36—C37	1.367 (6)
C10—C11	1.389 (5)	C36—H36	0.9500
C11—C12	1.395 (5)	C37—C38	1.380 (6)
C11—H11	0.9500	C37—H37	0.9500
C12—C13	1.378 (6)	C38—C39	1.383 (5)
C12—H12	0.9500	C38—H38	0.9500
C13—C14	1.372 (6)	C39—H39	0.9500
C13—H13	0.9500	C40—C41	1.377 (6)
C14—C15	1.391 (5)	C40—C45	1.392 (6)
C14—H14	0.9500	C41—C42	1.389 (6)
C15—H15	0.9500	C41—H41	0.9500
C16—C17	1.391 (5)	C42—C43	1.354 (8)
C16—C21	1.393 (5)	C42—H42	0.9500
C17—C18	1.391 (5)	C43—C44	1.364 (8)
C17—H17	0.9500	C43—H43	0.9500
C18—C19	1.372 (5)	C44—C45	1.386 (6)
C18—H18	0.9500	C44—H44	0.9500
C19—C20	1.388 (5)	C45—H45	0.9500
C19—H19	0.9500
C1—Mo1—C2	71.73 (15)	C17—C18—H18	119.6
C1—Mo1—C3	73.73 (15)	C18—C19—C20	119.5 (4)
C2—Mo1—C3	132.98 (15)	C18—C19—H19	120.3
C1—Mo1—Cl1	154.93 (12)	C20—C19—H19	120.3
C2—Mo1—Cl1	91.25 (11)	C21—C20—C19	120.3 (4)
C3—Mo1—Cl1	130.01 (10)	C21—C20—H20	119.9
C1—Mo1—P1	104.78 (11)	C19—C20—H20	119.9
C2—Mo1—P1	78.19 (11)	C20—C21—C16	120.4 (3)
C3—Mo1—P1	80.87 (10)	C20—C21—H21	119.8
Cl1—Mo1—P1	88.95 (3)	C16—C21—H21	119.8
C1—Mo1—P2	81.36 (11)	C23—C22—C27	117.9 (3)
C2—Mo1—P2	101.33 (11)	C23—C22—P1	119.9 (3)
C3—Mo1—P2	103.97 (10)	C27—C22—P1	122.2 (3)
Cl1—Mo1—P2	84.26 (3)	C24—C23—C22	121.3 (4)
P1—Mo1—P2	173.19 (3)	C24—C23—H23	119.3
C1—Mo1—S1	104.16 (11)	C22—C23—H23	119.3
C2—Mo1—S1	170.67 (11)	C23—C24—C25	120.4 (4)
C3—Mo1—S1	38.38 (10)	C23—C24—H24	119.8
Cl1—Mo1—S1	95.19 (3)	C25—C24—H24	119.8
P1—Mo1—S1	95.15 (3)	C26—C25—C24	119.1 (4)
P2—Mo1—S1	86.06 (3)	C26—C25—H25	120.4
C16—P1—C10	100.80 (16)	C24—C25—H25	120.4
C16—P1—C22	104.60 (16)	C25—C26—C27	120.4 (4)
C10—P1—C22	101.17 (16)	C25—C26—H26	119.8
C16—P1—Mo1	114.53 (11)	C27—C26—H26	119.8
C10—P1—Mo1	120.45 (12)	C26—C27—C22	120.9 (4)
C22—P1—Mo1	113.17 (12)	C26—C27—H27	119.5
C40—P2—C28	106.39 (18)	C22—C27—H27	119.5
C40—P2—C34	104.36 (18)	C29—C28—C33	119.2 (4)
C28—P2—C34	100.80 (17)	C29—C28—P2	125.1 (3)
C40—P2—Mo1	108.48 (13)	C33—C28—P2	115.7 (3)
C28—P2—Mo1	113.81 (12)	C28—C29—C30	119.7 (4)
C34—P2—Mo1	121.70 (12)	C28—C29—H29	120.1
C3—S1—Mo1	49.67 (13)	C30—C29—H29	120.1
O1—C1—Mo1	177.8 (3)	C31—C30—C29	120.7 (5)
O2—C2—Mo1	175.0 (3)	C31—C30—H30	119.6
O3—C3—S1	129.0 (3)	C29—C30—H30	119.6
O3—C3—Mo1	138.8 (3)	C30—C31—C32	120.1 (4)
S1—C3—Mo1	91.95 (16)	C30—C31—H31	120.0
C9—C4—C5	123.6 (4)	C32—C31—H31	120.0
C9—C4—O3	120.1 (3)	C31—C32—C33	119.8 (5)
C5—C4—O3	116.1 (3)	C31—C32—H32	120.1
C4—C5—C6	117.7 (4)	C33—C32—H32	120.1
C4—C5—H5	121.2	C32—C33—C28	120.4 (4)
C6—C5—H5	121.2	C32—C33—H33	119.8
C7—C6—C5	120.2 (4)	C28—C33—H33	119.8
C7—C6—H6	119.9	C39—C34—C35	119.2 (4)
C5—C6—H6	119.9	C39—C34—P2	120.0 (3)
C6—C7—C8	120.5 (4)	C35—C34—P2	120.7 (3)
C6—C7—H7	119.7	C36—C35—C34	120.0 (4)
C8—C7—H7	119.7	C36—C35—H35	120.0
C7—C8—C9	120.4 (4)	C34—C35—H35	120.0
C7—C8—H8	119.8	C37—C36—C35	120.9 (4)
C9—C8—H8	119.8	C37—C36—H36	119.5
C4—C9—C8	117.6 (4)	C35—C36—H36	119.5
C4—C9—H9	121.2	C36—C37—C38	119.0 (4)
C8—C9—H9	121.2	C36—C37—H37	120.5
C15—C10—C11	118.5 (3)	C38—C37—H37	120.5
C15—C10—P1	120.0 (3)	C37—C38—C39	120.9 (4)
C11—C10—P1	121.0 (3)	C37—C38—H38	119.6
C10—C11—C12	120.2 (4)	C39—C38—H38	119.6
C10—C11—H11	119.9	C34—C39—C38	120.0 (4)
C12—C11—H11	119.9	C34—C39—H39	120.0
C13—C12—C11	120.3 (4)	C38—C39—H39	120.0
C13—C12—H12	119.9	C41—C40—C45	119.0 (4)
C11—C12—H12	119.9	C41—C40—P2	121.7 (3)
C14—C13—C12	120.1 (4)	C45—C40—P2	118.7 (3)
C14—C13—H13	120.0	C40—C41—C42	119.8 (5)
C12—C13—H13	120.0	C40—C41—H41	120.1
C13—C14—C15	119.7 (4)	C42—C41—H41	120.1
C13—C14—H14	120.1	C43—C42—C41	120.9 (5)
C15—C14—H14	120.1	C43—C42—H42	119.5
C10—C15—C14	121.2 (4)	C41—C42—H42	119.5
C10—C15—H15	119.4	C42—C43—C44	120.0 (5)
C14—C15—H15	119.4	C42—C43—H43	120.0
C17—C16—C21	119.1 (3)	C44—C43—H43	120.0
C17—C16—P1	123.5 (3)	C43—C44—C45	120.4 (5)
C21—C16—P1	117.4 (3)	C43—C44—H44	119.8
C18—C17—C16	119.8 (4)	C45—C44—H44	119.8
C18—C17—H17	120.1	C44—C45—C40	119.8 (5)
C16—C17—H17	120.1	C44—C45—H45	120.1
C19—C18—C17	120.9 (4)	C40—C45—H45	120.1
C19—C18—H18	119.6	C3—O3—C4	120.2 (3)

Cg1, Cg2, Cg3 and Cg7 are the centroids of the C4–C9, C10–C15, C16–C21 and C40–C45 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C23—H23···O3	0.95	2.31	3.208 (5)	157
C24—H24···O1i	0.95	2.58	3.199 (5)	123
C39—H39···Cl1	0.95	2.80	3.573 (4)	139
C39—H39···S1	0.95	2.87	3.361 (4)	114
C9—H9···Cg3	0.95	2.97	3.896 (5)	165
C14—H14···Cg7ii	0.95	2.83	3.663 (5)	147
C20—H20···Cg1iii	0.95	2.97	3.802 (4)	147
C27—H27···Cg2	0.95	2.84	3.636 (5)	141

Table 1

Hydrogen-bond geometry (Å, °)

Cg1, Cg2, Cg3 and Cg7 are the centroids of the C4–C9, C10–C15, C16–C21 and C40–C45 rings, respectively.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C23—H23⋯O3	0.95	2.31	3.208 (5)	157
C24—H24⋯O1i	0.95	2.58	3.199 (5)	123
C39—H39⋯Cl1	0.95	2.80	3.573 (4)	139
C9—H9⋯Cg3	0.95	2.97	3.896 (5)	165
C14—H14⋯Cg7ii	0.95	2.83	3.663 (5)	147
C20—H20⋯Cg1iii	0.95	2.97	3.802 (4)	147
C27—H27⋯Cg2	0.95	2.84	3.636 (5)	141

Symmetry codes: (i) ; (ii) ; (iii) .