Bis{deca-carbonyl-bis-[μ-2,2'-(phenyl-imino)-diethano-lato]ditin(II)ditungsten(0)(2 Sn-W)} hexa-carbonyl-tungsten(0).

In the title 2:1 adduct, [Sn(2)W(2)(C(10)H(13)NO(2))(2)(CO)(10)](2)[W(CO)(6)], the complete hexa-carbonyl-tungsten mol-ecule is generated by a crystallographic inversion centre. The heterometallic mol-ecule features a central Sn(2)O(2) core with essentially equal Sn-O(eth-oxy) bond lengths. The second eth-oxy O and amine N atoms of each N,O,O'-tridentate ligand coordinate to one Sn atom only. The NO(3) donor atoms occupy basal positions and the W atom the apical position in a distorted square-pyramidal geometry for each Sn atom. The W atoms are approximately syn to each other but the central metal core is non-planar [W-Sn⋯Sn-W pseudo-torsion angle = 43.573 (16)°]. One of the carbonyl ligands in the heterometallic mol-ecule is disordered over two orientations with equal occupancies. In the crystal, the heterometallic mol-ecules associate via C-H⋯O inter-actions, forming supra-molecular layers with undulating topology in the ab plane. These stack along the c axis, defining voids which are occupied by the W(CO)(6) mol-ecules.

Related literature

For synthetic background, see: Zeldin & Gsell (1976 ▶); Zschunke et al. (1983 ▶, 1986 ▶). For related structures, see: Berends et al. (2009 ▶). For additional geometric analysis, see: Addison et al. (1984 ▶).

Experimental

Crystal data

[Sn2W2(C10H13NO2)2(CO)10]2[W(CO)6]

M = 2839.15

Triclinic,

a = 11.3547 (5) Å

b = 12.5454 (5) Å

c = 16.8187 (7) Å

α = 108.715 (4)°

β = 92.758 (4)°

γ = 115.350 (4)°

V = 2001.90 (19) Å3

Z = 1

Mo Kα radiation

μ = 8.46 mm−1

T = 173 K

0.20 × 0.08 × 0.06 mm

Data collection

Oxford Diffraction Xcalibur2 CCD diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.608, T max = 1.000

39646 measured reflections

9035 independent reflections

7218 reflections with I > 2σ(I)

R int = 0.038

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.039

S = 0.95

9035 reflections

518 parameters

12 restraints

H-atom parameters constrained

Δρmax = 0.87 e Å−3

Δρmin = −1.74 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2008 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2008 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810019343/hb5458sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810019343/hb5458Isup2.hkl

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

[Sn2W2(C10H13NO2)2(CO)10]2[W(CO)6]	Z = 1
Mr = 2839.15	F(000) = 1318
Triclinic, P1	Dx = 2.355 Mg m−3
Hall symbol: -P 1	Melting point: 460 K
a = 11.3547 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.5454 (5) Å	Cell parameters from 35730 reflections
c = 16.8187 (7) Å	θ = 2.0–25.5°
α = 108.715 (4)°	µ = 8.46 mm−1
β = 92.758 (4)°	T = 173 K
γ = 115.350 (4)°	Prism, colourless
V = 2001.90 (19) Å3	0.20 × 0.08 × 0.06 mm

Oxford Diffraction Xcalibur2 CCD diffractometer	9035 independent reflections
Radiation source: Enhance (Mo) X-ray Source	7218 reflections with I > 2σ(I)
graphite	Rint = 0.038
Detector resolution: 16.0560 pixels mm-1	θmax = 27.5°, θmin = 2.0°
973 frames via ω–rotation (Δω = 1°) and two times 30 s per frame (16 sets at different κ–angles) scans	h = −14→14
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008)	k = −16→15
Tmin = 0.608, Tmax = 1.000	l = −21→21
39646 measured reflections

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.039	H-atom parameters constrained
S = 0.95	w = 1/[σ2(Fo2) + (0.018P)2] where P = (Fo2 + 2Fc2)/3
9035 reflections	(Δ/σ)max = 0.001
518 parameters	Δρmax = 0.87 e Å−3
12 restraints	Δρmin = −1.74 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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	Occ. (<1)
W1	−0.282538 (14)	0.425012 (14)	0.091913 (8)	0.01414 (4)
W2	0.204122 (15)	0.964916 (14)	0.386429 (9)	0.02111 (4)
W3	0.0000	0.0000	0.0000	0.02888 (6)
Sn1	−0.12400 (2)	0.43967 (2)	0.226266 (13)	0.01384 (5)
Sn2	0.17113 (2)	0.72211 (2)	0.335720 (13)	0.01364 (5)
O11	−0.0388 (2)	0.6118 (2)	0.33287 (13)	0.0172 (5)
O17	−0.0577 (3)	0.3220 (2)	0.24211 (15)	0.0270 (6)
O21	0.0794 (2)	0.5636 (2)	0.21882 (13)	0.0159 (5)
O27	0.2066 (2)	0.6510 (2)	0.42020 (14)	0.0225 (6)
O31	0.1889 (3)	0.9430 (3)	0.19202 (17)	0.0344 (7)
O32	0.5203 (3)	1.0749 (3)	0.4149 (2)	0.0577 (10)
O33	−0.1126 (3)	0.8466 (3)	0.3463 (2)	0.0481 (8)
O34	0.1939 (3)	0.9427 (3)	0.56971 (17)	0.0458 (9)
O41	−0.4503 (3)	0.4212 (3)	−0.06435 (16)	0.0363 (7)
O42	−0.4920 (3)	0.1343 (3)	0.04587 (17)	0.0441 (8)
O43	−0.0948 (3)	0.3502 (3)	−0.02380 (16)	0.0328 (7)
O44	−0.4392 (3)	0.5231 (3)	0.22452 (17)	0.0350 (7)
O45	−0.0934 (3)	0.7209 (3)	0.13766 (19)	0.0456 (8)
O1W	−0.2172 (3)	0.0976 (3)	0.0011 (2)	0.0499 (8)
O2W	0.2380 (4)	0.2807 (3)	0.0516 (2)	0.0713 (12)
O3W	−0.0041 (3)	0.0494 (4)	0.1977 (2)	0.0575 (10)
N14	−0.2180 (3)	0.3899 (3)	0.34934 (17)	0.0173 (6)
N24	0.3492 (3)	0.6808 (3)	0.29092 (16)	0.0150 (6)
C12	−0.0998 (4)	0.6237 (3)	0.4054 (2)	0.0210 (8)
H12A	−0.1826	0.6285	0.3915	0.025*
H12B	−0.0382	0.7023	0.4549	0.025*
C13	−0.1313 (3)	0.5090 (4)	0.4276 (2)	0.0208 (8)
H13A	−0.1787	0.5120	0.4755	0.025*
H13B	−0.0476	0.5084	0.4462	0.025*
C15	−0.1904 (4)	0.2831 (4)	0.3487 (2)	0.0275 (9)
H15A	−0.2646	0.2009	0.3089	0.033*
H15B	−0.1842	0.2809	0.4070	0.033*
C16	−0.0601 (4)	0.3013 (4)	0.3201 (2)	0.0304 (9)
H16A	0.0156	0.3752	0.3655	0.037*
H16B	−0.0490	0.2248	0.3124	0.037*
C22	0.1591 (3)	0.5150 (3)	0.1702 (2)	0.0187 (8)
H22A	0.1856	0.5545	0.1273	0.022*
H22B	0.1058	0.4217	0.1391	0.022*
C23	0.2809 (3)	0.5439 (3)	0.2290 (2)	0.0195 (8)
H23A	0.3436	0.5269	0.1945	0.023*
H23B	0.2555	0.4873	0.2617	0.023*
C25	0.4201 (4)	0.6963 (4)	0.3742 (2)	0.0229 (8)
H25A	0.4738	0.7881	0.4102	0.027*
H25B	0.4814	0.6587	0.3632	0.027*
C26	0.3187 (4)	0.6303 (4)	0.4220 (2)	0.0242 (9)
H26A	0.2883	0.5375	0.3961	0.029*
H26B	0.3639	0.6612	0.4827	0.029*
C31	0.1962 (4)	0.9539 (4)	0.2626 (2)	0.0242 (8)
C32	0.4076 (4)	1.0356 (4)	0.4052 (2)	0.0343 (10)
C33	0.0011 (4)	0.8895 (4)	0.3611 (2)	0.0291 (9)
C34	0.2003 (4)	0.9537 (4)	0.5052 (2)	0.0305 (10)
C35	0.2013 (8)	1.1351 (9)	0.4227 (5)	0.0224 (13)	0.50
O35	0.2001 (6)	1.2300 (6)	0.4454 (4)	0.0326 (11)	0.50
C35'	0.2389 (9)	1.1409 (9)	0.4413 (5)	0.0224 (13)	0.50
O35'	0.2527 (6)	1.2454 (6)	0.4726 (4)	0.0326 (11)	0.50
C41	−0.3904 (4)	0.4216 (3)	−0.0074 (2)	0.0206 (8)
C42	−0.4151 (4)	0.2378 (4)	0.0629 (2)	0.0246 (9)
C43	−0.1640 (4)	0.3754 (3)	0.0168 (2)	0.0197 (8)
C44	−0.3857 (4)	0.4845 (4)	0.1755 (2)	0.0212 (8)
C45	−0.1578 (4)	0.6146 (4)	0.1211 (2)	0.0249 (9)
C50	0.4344 (3)	0.7664 (3)	0.25168 (19)	0.0164 (7)
C51	0.5718 (3)	0.8100 (4)	0.2657 (2)	0.0225 (8)
H51A	0.6129	0.7849	0.3016	0.027*
C52	0.6483 (4)	0.8903 (4)	0.2268 (2)	0.0304 (10)
H52A	0.7422	0.9209	0.2370	0.037*
C53	0.5899 (4)	0.9265 (4)	0.1735 (2)	0.0305 (10)
H53A	0.6432	0.9809	0.1467	0.037*
C54	0.4533 (4)	0.8831 (4)	0.1593 (2)	0.0255 (9)
H54A	0.4124	0.9080	0.1231	0.031*
C55	0.3757 (4)	0.8024 (3)	0.1985 (2)	0.0186 (8)
H55A	0.2819	0.7720	0.1884	0.022*
C60	−0.3583 (4)	0.3562 (3)	0.3345 (2)	0.0204 (8)
C61	−0.4104 (4)	0.4260 (4)	0.3887 (2)	0.0210 (8)
H61A	−0.3540	0.4971	0.4394	0.025*
C62	−0.5461 (4)	0.3915 (4)	0.3686 (3)	0.0318 (10)
H62A	−0.5816	0.4382	0.4067	0.038*
C63	−0.6283 (4)	0.2915 (4)	0.2949 (3)	0.0378 (11)
H63A	−0.7201	0.2693	0.2814	0.045*
C64	−0.5764 (4)	0.2235 (4)	0.2402 (3)	0.0361 (11)
H64A	−0.6326	0.1548	0.1885	0.043*
C65	−0.4425 (4)	0.2545 (4)	0.2601 (2)	0.0253 (9)
H65A	−0.4085	0.2056	0.2225	0.030*
C1W	−0.1393 (4)	0.0640 (4)	−0.0008 (3)	0.0347 (10)
C3W	−0.0019 (4)	0.0314 (5)	0.1270 (3)	0.0398 (11)
C2W	0.1544 (5)	0.1819 (5)	0.0329 (3)	0.0454 (12)

	U11	U22	U33	U12	U13	U23
W1	0.01393 (7)	0.01671 (8)	0.01116 (7)	0.00708 (6)	0.00274 (5)	0.00467 (6)
W2	0.02669 (9)	0.01450 (8)	0.02054 (8)	0.00916 (7)	0.01048 (6)	0.00461 (6)
W3	0.03388 (14)	0.02716 (13)	0.03009 (12)	0.01872 (11)	0.00676 (10)	0.01009 (10)
Sn1	0.01483 (12)	0.01582 (12)	0.01151 (11)	0.00799 (10)	0.00312 (9)	0.00475 (9)
Sn2	0.01529 (12)	0.01461 (12)	0.01094 (11)	0.00749 (10)	0.00403 (9)	0.00392 (9)
O11	0.0165 (13)	0.0191 (13)	0.0132 (11)	0.0072 (11)	0.0085 (9)	0.0037 (10)
O17	0.0395 (17)	0.0323 (16)	0.0247 (13)	0.0257 (14)	0.0150 (12)	0.0159 (12)
O21	0.0124 (12)	0.0189 (13)	0.0130 (11)	0.0078 (11)	0.0049 (9)	0.0009 (10)
O27	0.0251 (14)	0.0355 (16)	0.0200 (13)	0.0190 (13)	0.0118 (11)	0.0185 (12)
O31	0.0388 (18)	0.0384 (18)	0.0331 (16)	0.0190 (15)	0.0119 (13)	0.0203 (14)
O32	0.0267 (19)	0.050 (2)	0.055 (2)	0.0002 (17)	0.0024 (15)	−0.0043 (17)
O33	0.037 (2)	0.055 (2)	0.071 (2)	0.0307 (18)	0.0195 (16)	0.0333 (18)
O34	0.066 (2)	0.045 (2)	0.0193 (15)	0.0225 (18)	0.0110 (14)	0.0081 (14)
O41	0.0443 (18)	0.054 (2)	0.0186 (14)	0.0351 (17)	0.0006 (12)	0.0076 (13)
O42	0.0468 (19)	0.0227 (17)	0.0334 (16)	−0.0042 (15)	0.0089 (14)	0.0038 (13)
O43	0.0352 (17)	0.0425 (18)	0.0271 (14)	0.0231 (15)	0.0172 (13)	0.0123 (13)
O44	0.0442 (18)	0.0503 (19)	0.0340 (16)	0.0359 (16)	0.0223 (14)	0.0229 (14)
O45	0.044 (2)	0.0199 (17)	0.058 (2)	0.0040 (15)	0.0155 (16)	0.0120 (15)
O1W	0.048 (2)	0.059 (2)	0.066 (2)	0.0393 (19)	0.0203 (17)	0.0303 (18)
O2W	0.064 (3)	0.033 (2)	0.090 (3)	0.007 (2)	0.015 (2)	0.012 (2)
O3W	0.079 (3)	0.087 (3)	0.0382 (19)	0.063 (2)	0.0235 (18)	0.0261 (19)
N14	0.0214 (16)	0.0181 (16)	0.0163 (14)	0.0112 (14)	0.0057 (12)	0.0085 (12)
N24	0.0151 (15)	0.0188 (16)	0.0112 (13)	0.0085 (13)	0.0019 (11)	0.0050 (12)
C12	0.0188 (19)	0.023 (2)	0.0134 (17)	0.0068 (17)	0.0074 (14)	0.0014 (15)
C13	0.0186 (19)	0.035 (2)	0.0126 (17)	0.0128 (18)	0.0056 (14)	0.0134 (16)
C15	0.043 (3)	0.027 (2)	0.027 (2)	0.023 (2)	0.0124 (18)	0.0172 (17)
C16	0.043 (3)	0.037 (2)	0.029 (2)	0.030 (2)	0.0087 (18)	0.0186 (19)
C22	0.0184 (19)	0.0187 (19)	0.0151 (17)	0.0086 (16)	0.0062 (14)	0.0016 (15)
C23	0.0187 (19)	0.0175 (19)	0.0213 (18)	0.0088 (16)	0.0055 (15)	0.0053 (15)
C25	0.023 (2)	0.032 (2)	0.0154 (17)	0.0136 (18)	−0.0002 (15)	0.0104 (16)
C26	0.029 (2)	0.030 (2)	0.0206 (19)	0.0160 (19)	0.0043 (16)	0.0146 (17)
C31	0.026 (2)	0.020 (2)	0.033 (2)	0.0135 (18)	0.0109 (17)	0.0136 (17)
C32	0.036 (3)	0.025 (2)	0.024 (2)	0.005 (2)	0.0062 (18)	−0.0006 (18)
C33	0.035 (3)	0.030 (2)	0.038 (2)	0.025 (2)	0.0163 (19)	0.0186 (19)
C34	0.030 (2)	0.019 (2)	0.027 (2)	0.0052 (18)	0.0046 (17)	−0.0022 (17)
C35	0.0225 (16)	0.0222 (15)	0.0222 (15)	0.0103 (10)	0.0059 (11)	0.0082 (9)
O35	0.0336 (14)	0.0310 (12)	0.0332 (13)	0.0160 (9)	0.0099 (10)	0.0107 (9)
C35'	0.0225 (16)	0.0222 (15)	0.0222 (15)	0.0103 (10)	0.0059 (11)	0.0082 (9)
O35'	0.0336 (14)	0.0310 (12)	0.0332 (13)	0.0160 (9)	0.0099 (10)	0.0107 (9)
C41	0.023 (2)	0.024 (2)	0.0140 (17)	0.0125 (17)	0.0034 (15)	0.0035 (15)
C42	0.028 (2)	0.025 (2)	0.0149 (18)	0.0094 (19)	0.0060 (16)	0.0043 (16)
C43	0.024 (2)	0.0195 (19)	0.0161 (17)	0.0101 (17)	0.0034 (15)	0.0079 (15)
C44	0.022 (2)	0.024 (2)	0.0182 (18)	0.0097 (18)	0.0008 (15)	0.0120 (16)
C45	0.023 (2)	0.027 (2)	0.024 (2)	0.0123 (19)	0.0089 (16)	0.0076 (17)
C50	0.022 (2)	0.0152 (18)	0.0094 (16)	0.0088 (16)	0.0034 (14)	0.0020 (14)
C51	0.017 (2)	0.027 (2)	0.0186 (18)	0.0073 (18)	0.0017 (15)	0.0061 (16)
C52	0.020 (2)	0.034 (2)	0.025 (2)	0.0045 (19)	0.0072 (16)	0.0069 (18)
C53	0.036 (2)	0.024 (2)	0.023 (2)	0.0069 (19)	0.0123 (18)	0.0087 (17)
C54	0.033 (2)	0.024 (2)	0.0194 (19)	0.0145 (19)	0.0069 (16)	0.0070 (16)
C55	0.0203 (19)	0.0184 (19)	0.0160 (17)	0.0104 (16)	0.0049 (14)	0.0034 (15)
C60	0.024 (2)	0.021 (2)	0.0197 (18)	0.0079 (17)	0.0088 (15)	0.0161 (16)
C61	0.023 (2)	0.025 (2)	0.0204 (18)	0.0108 (17)	0.0091 (15)	0.0146 (16)
C62	0.031 (2)	0.045 (3)	0.039 (2)	0.023 (2)	0.0206 (19)	0.029 (2)
C63	0.017 (2)	0.053 (3)	0.046 (3)	0.008 (2)	0.0102 (19)	0.033 (2)
C64	0.025 (2)	0.035 (3)	0.034 (2)	−0.003 (2)	0.0021 (18)	0.019 (2)
C65	0.030 (2)	0.018 (2)	0.024 (2)	0.0051 (18)	0.0097 (17)	0.0119 (16)
C1W	0.039 (3)	0.036 (3)	0.034 (2)	0.021 (2)	0.0078 (19)	0.015 (2)
C3W	0.040 (3)	0.051 (3)	0.039 (3)	0.032 (2)	0.011 (2)	0.014 (2)
C2W	0.049 (3)	0.037 (3)	0.050 (3)	0.023 (3)	0.015 (2)	0.014 (2)

W1—C41	2.000 (4)	N24—C25	1.493 (4)
W1—C44	2.035 (4)	N24—C23	1.506 (4)
W1—C43	2.042 (4)	C12—C13	1.500 (5)
W1—C42	2.046 (4)	C12—H12A	0.9900
W1—C45	2.050 (4)	C12—H12B	0.9900
W2—C35'	1.947 (10)	C13—H13A	0.9900
W2—C31	2.037 (4)	C13—H13B	0.9900
W2—C35	2.038 (10)	C15—C16	1.524 (5)
W2—C33	2.042 (4)	C15—H15A	0.9900
W2—C34	2.049 (4)	C15—H15B	0.9900
W2—C32	2.054 (5)	C16—H16A	0.9900
W3—C3Wi	2.047 (4)	C16—H16B	0.9900
W3—C3W	2.047 (4)	C22—C23	1.494 (5)
W3—C1Wi	2.059 (5)	C22—H22A	0.9900
W3—C1W	2.059 (5)	C22—H22B	0.9900
W3—C2W	2.064 (5)	C23—H23A	0.9900
W3—C2Wi	2.064 (5)	C23—H23B	0.9900
Sn1—W1	2.7274 (3)	C25—C26	1.535 (5)
Sn1—O11	2.091 (2)	C25—H25A	0.9900
Sn1—O17	2.001 (3)	C25—H25B	0.9900
Sn1—O21	2.201 (2)	C26—H26A	0.9900
Sn1—N14	2.507 (3)	C26—H26B	0.9900
Sn2—W2	2.7334 (3)	C35—O35	1.134 (11)
Sn2—O11	2.173 (2)	C35'—O35'	1.181 (11)
Sn2—O21	2.104 (2)	C50—C55	1.381 (5)
Sn2—O27	2.011 (2)	C50—C51	1.393 (5)
Sn2—N24	2.391 (3)	C51—C52	1.387 (5)
O11—C12	1.430 (3)	C51—H51A	0.9500
O17—C16	1.416 (4)	C52—C53	1.383 (6)
O21—C22	1.443 (4)	C52—H52A	0.9500
O27—C26	1.405 (4)	C53—C54	1.384 (5)
O31—C31	1.146 (4)	C53—H53A	0.9500
O32—C32	1.138 (5)	C54—C55	1.399 (5)
O33—C33	1.142 (5)	C54—H54A	0.9500
O34—C34	1.138 (4)	C55—H55A	0.9500
O41—C41	1.146 (4)	C60—C65	1.387 (5)
O42—C42	1.139 (4)	C60—C61	1.389 (5)
O43—C43	1.145 (4)	C61—C62	1.401 (5)
O44—C44	1.152 (4)	C61—H61A	0.9500
O45—C45	1.139 (4)	C62—C63	1.367 (6)
O1W—C1W	1.129 (5)	C62—H62A	0.9500
O2W—C2W	1.117 (5)	C63—C64	1.378 (6)
O3W—C3W	1.140 (5)	C63—H63A	0.9500
N14—C60	1.448 (4)	C64—C65	1.391 (6)
N14—C15	1.498 (5)	C64—H64A	0.9500
N14—C13	1.513 (4)	C65—H65A	0.9500
N24—C50	1.467 (4)
C41—W1—C44	92.39 (14)	C13—C12—H12B	110.1
C41—W1—C43	91.82 (14)	H12A—C12—H12B	108.4
C44—W1—C43	174.81 (14)	C12—C13—N14	109.1 (3)
C41—W1—C42	88.78 (15)	C12—C13—H13A	109.9
C44—W1—C42	91.70 (14)	N14—C13—H13A	109.9
C43—W1—C42	91.42 (14)	C12—C13—H13B	109.9
C41—W1—C45	89.43 (15)	N14—C13—H13B	109.9
C44—W1—C45	86.05 (14)	H13A—C13—H13B	108.3
C43—W1—C45	90.96 (14)	N14—C15—C16	110.1 (3)
C42—W1—C45	177.07 (16)	N14—C15—H15A	109.6
C41—W1—Sn1	176.98 (10)	C16—C15—H15A	109.6
C44—W1—Sn1	88.91 (10)	N14—C15—H15B	109.6
C43—W1—Sn1	86.74 (10)	C16—C15—H15B	109.6
C42—W1—Sn1	93.90 (11)	H15A—C15—H15B	108.2
C45—W1—Sn1	87.94 (11)	O17—C16—C15	111.6 (3)
C35'—W2—C31	98.6 (3)	O17—C16—H16A	109.3
C35'—W2—C35	13.6 (3)	C15—C16—H16A	109.3
C31—W2—C35	90.4 (3)	O17—C16—H16B	109.3
C35'—W2—C33	95.2 (3)	C15—C16—H16B	109.3
C31—W2—C33	87.69 (15)	H16A—C16—H16B	108.0
C35—W2—C33	84.0 (3)	O21—C22—C23	110.2 (3)
C35'—W2—C34	87.6 (3)	O21—C22—H22A	109.6
C31—W2—C34	173.43 (15)	C23—C22—H22A	109.6
C35—W2—C34	95.2 (3)	O21—C22—H22B	109.6
C33—W2—C34	89.53 (15)	C23—C22—H22B	109.6
C35'—W2—C32	86.6 (3)	H22A—C22—H22B	108.1
C31—W2—C32	89.70 (15)	C22—C23—N24	111.3 (3)
C35—W2—C32	97.5 (3)	C22—C23—H23A	109.4
C33—W2—C32	177.00 (15)	N24—C23—H23A	109.4
C34—W2—C32	92.91 (16)	C22—C23—H23B	109.4
C35'—W2—Sn2	170.6 (2)	N24—C23—H23B	109.4
C31—W2—Sn2	90.23 (11)	H23A—C23—H23B	108.0
C35—W2—Sn2	172.2 (2)	N24—C25—C26	110.1 (3)
C33—W2—Sn2	88.23 (11)	N24—C25—H25A	109.6
C34—W2—Sn2	83.74 (11)	C26—C25—H25A	109.6
C32—W2—Sn2	90.29 (12)	N24—C25—H25B	109.6
C3Wi—W3—C3W	180.0 (3)	C26—C25—H25B	109.6
C3Wi—W3—C1Wi	87.14 (16)	H25A—C25—H25B	108.2
C3W—W3—C1Wi	92.86 (16)	O27—C26—C25	113.9 (3)
C3Wi—W3—C1W	92.86 (16)	O27—C26—H26A	108.8
C3W—W3—C1W	87.14 (16)	C25—C26—H26A	108.8
C1Wi—W3—C1W	180.0 (3)	O27—C26—H26B	108.8
C3Wi—W3—C2W	89.36 (18)	C25—C26—H26B	108.8
C3W—W3—C2W	90.64 (18)	H26A—C26—H26B	107.7
C1Wi—W3—C2W	88.71 (19)	O31—C31—W2	177.5 (3)
C1W—W3—C2W	91.29 (19)	O32—C32—W2	179.3 (4)
C3Wi—W3—C2Wi	90.64 (18)	O33—C33—W2	179.4 (4)
C3W—W3—C2Wi	89.36 (18)	O34—C34—W2	177.3 (3)
C1Wi—W3—C2Wi	91.29 (19)	O35—C35—W2	177.9 (8)
C1W—W3—C2Wi	88.71 (19)	O35'—C35'—W2	176.3 (8)
C2W—W3—C2Wi	180.0 (3)	O41—C41—W1	178.9 (3)
O17—Sn1—O11	110.71 (10)	O42—C42—W1	177.8 (4)
O17—Sn1—O21	88.04 (10)	O43—C43—W1	178.3 (3)
O11—Sn1—O21	69.82 (8)	O44—C44—W1	177.1 (3)
O17—Sn1—N14	76.52 (9)	O45—C45—W1	176.8 (4)
O11—Sn1—N14	73.42 (9)	C55—C50—C51	119.6 (3)
O21—Sn1—N14	131.57 (8)	C55—C50—N24	118.8 (3)
O17—Sn1—W1	132.90 (7)	C51—C50—N24	121.6 (3)
O11—Sn1—W1	116.19 (7)	C52—C51—C50	119.6 (4)
O21—Sn1—W1	103.68 (6)	C52—C51—H51A	120.2
N14—Sn1—W1	120.53 (7)	C50—C51—H51A	120.2
O27—Sn2—O21	104.24 (10)	C53—C52—C51	120.9 (4)
O27—Sn2—O11	85.86 (9)	C53—C52—H52A	119.5
O21—Sn2—O11	70.16 (8)	C51—C52—H52A	119.5
O27—Sn2—N24	78.41 (9)	C52—C53—C54	119.6 (4)
O21—Sn2—N24	75.71 (9)	C52—C53—H53A	120.2
O11—Sn2—N24	137.35 (9)	C54—C53—H53A	120.2
O27—Sn2—W2	122.15 (7)	C53—C54—C55	119.7 (4)
O21—Sn2—W2	132.75 (7)	C53—C54—H54A	120.2
O11—Sn2—W2	102.58 (6)	C55—C54—H54A	120.2
N24—Sn2—W2	119.42 (7)	C50—C55—C54	120.6 (3)
C12—O11—Sn1	119.87 (19)	C50—C55—H55A	119.7
C12—O11—Sn2	125.65 (19)	C54—C55—H55A	119.7
Sn1—O11—Sn2	110.16 (9)	C65—C60—C61	118.7 (3)
C16—O17—Sn1	119.0 (2)	C65—C60—N14	118.3 (3)
C22—O21—Sn2	119.90 (18)	C61—C60—N14	122.8 (3)
C22—O21—Sn1	122.88 (19)	C60—C61—C62	119.9 (4)
Sn2—O21—Sn1	108.63 (9)	C60—C61—H61A	120.0
C26—O27—Sn2	118.74 (19)	C62—C61—H61A	120.0
C60—N14—C15	114.3 (3)	C63—C62—C61	121.0 (4)
C60—N14—C13	114.8 (3)	C63—C62—H62A	119.5
C15—N14—C13	110.5 (3)	C61—C62—H62A	119.5
C60—N14—Sn1	109.40 (19)	C62—C63—C64	119.2 (4)
C15—N14—Sn1	102.40 (19)	C62—C63—H63A	120.4
C13—N14—Sn1	104.16 (18)	C64—C63—H63A	120.4
C50—N24—C25	113.4 (3)	C63—C64—C65	120.7 (4)
C50—N24—C23	111.8 (2)	C63—C64—H64A	119.7
C25—N24—C23	111.7 (3)	C65—C64—H64A	119.7
C50—N24—Sn2	114.0 (2)	C60—C65—C64	120.4 (4)
C25—N24—Sn2	100.56 (19)	C60—C65—H65A	119.8
C23—N24—Sn2	104.57 (19)	C64—C65—H65A	119.8
O11—C12—C13	108.0 (3)	O1W—C1W—W3	177.5 (4)
O11—C12—H12A	110.1	O3W—C3W—W3	179.1 (4)
C13—C12—H12A	110.1	O2W—C2W—W3	179.2 (4)
O11—C12—H12B	110.1
C41—W1—Sn1—O17	−110.4 (19)	W1—Sn1—O21—Sn2	121.94 (8)
C44—W1—Sn1—O17	134.13 (14)	O21—Sn2—O27—C26	80.3 (3)
C43—W1—Sn1—O17	−48.71 (14)	O11—Sn2—O27—C26	148.6 (3)
C42—W1—Sn1—O17	42.50 (14)	N24—Sn2—O27—C26	8.4 (2)
C45—W1—Sn1—O17	−139.78 (14)	W2—Sn2—O27—C26	−109.2 (2)
C41—W1—Sn1—O11	63.9 (19)	O17—Sn1—N14—C60	−132.3 (2)
C44—W1—Sn1—O11	−51.63 (12)	O11—Sn1—N14—C60	110.9 (2)
C43—W1—Sn1—O11	125.54 (12)	O21—Sn1—N14—C60	152.7 (2)
C42—W1—Sn1—O11	−143.25 (12)	W1—Sn1—N14—C60	−0.2 (2)
C45—W1—Sn1—O11	34.46 (12)	O17—Sn1—N14—C15	−10.7 (2)
C41—W1—Sn1—O21	−10.1 (19)	O11—Sn1—N14—C15	−127.5 (2)
C44—W1—Sn1—O21	−125.61 (12)	O21—Sn1—N14—C15	−85.7 (2)
C43—W1—Sn1—O21	51.55 (11)	W1—Sn1—N14—C15	121.5 (2)
C42—W1—Sn1—O21	142.76 (12)	O17—Sn1—N14—C13	104.4 (2)
C45—W1—Sn1—O21	−39.52 (12)	O11—Sn1—N14—C13	−12.4 (2)
C41—W1—Sn1—N14	149.3 (19)	O21—Sn1—N14—C13	29.5 (3)
C44—W1—Sn1—N14	33.84 (13)	W1—Sn1—N14—C13	−123.40 (19)
C43—W1—Sn1—N14	−149.00 (13)	O27—Sn2—N24—C50	−150.5 (2)
C42—W1—Sn1—N14	−57.79 (13)	O21—Sn2—N24—C50	101.4 (2)
C45—W1—Sn1—N14	119.93 (12)	O11—Sn2—N24—C50	138.88 (19)
C35'—W2—Sn2—O27	5.0 (16)	W2—Sn2—N24—C50	−29.9 (2)
C31—W2—Sn2—O27	165.61 (13)	O27—Sn2—N24—C25	−28.8 (2)
C35—W2—Sn2—O27	−99.6 (18)	O21—Sn2—N24—C25	−137.0 (2)
C33—W2—Sn2—O27	−106.71 (13)	O11—Sn2—N24—C25	−99.5 (2)
C34—W2—Sn2—O27	−16.99 (14)	W2—Sn2—N24—C25	91.7 (2)
C32—W2—Sn2—O27	75.91 (13)	O27—Sn2—N24—C23	87.1 (2)
C35'—W2—Sn2—O21	172.6 (16)	O21—Sn2—N24—C23	−21.01 (19)
C31—W2—Sn2—O21	−26.87 (13)	O11—Sn2—N24—C23	16.5 (2)
C35—W2—Sn2—O21	67.9 (18)	W2—Sn2—N24—C23	−152.35 (17)
C33—W2—Sn2—O21	60.82 (13)	Sn1—O11—C12—C13	47.2 (3)
C34—W2—Sn2—O21	150.54 (14)	Sn2—O11—C12—C13	−107.1 (3)
C32—W2—Sn2—O21	−116.57 (13)	O11—C12—C13—N14	−56.1 (3)
C35'—W2—Sn2—O11	98.1 (16)	C60—N14—C13—C12	−80.8 (3)
C31—W2—Sn2—O11	−101.36 (12)	C15—N14—C13—C12	148.2 (3)
C35—W2—Sn2—O11	−6.6 (18)	Sn1—N14—C13—C12	38.9 (3)
C33—W2—Sn2—O11	−13.68 (12)	C60—N14—C15—C16	151.8 (3)
C34—W2—Sn2—O11	76.04 (13)	C13—N14—C15—C16	−76.8 (3)
C32—W2—Sn2—O11	168.94 (12)	Sn1—N14—C15—C16	33.6 (3)
C35'—W2—Sn2—N24	−89.7 (16)	Sn1—O17—C16—C15	43.3 (4)
C31—W2—Sn2—N24	70.91 (13)	N14—C15—C16—O17	−51.5 (4)
C35—W2—Sn2—N24	165.7 (18)	Sn2—O21—C22—C23	27.6 (4)
C33—W2—Sn2—N24	158.59 (13)	Sn1—O21—C22—C23	−116.6 (3)
C34—W2—Sn2—N24	−111.69 (13)	O21—C22—C23—N24	−47.2 (4)
C32—W2—Sn2—N24	−18.79 (13)	C50—N24—C23—C22	−81.7 (3)
O17—Sn1—O11—C12	−86.7 (2)	C25—N24—C23—C22	150.0 (3)
O21—Sn1—O11—C12	−166.5 (3)	Sn2—N24—C23—C22	42.1 (3)
N14—Sn1—O11—C12	−18.6 (2)	C50—N24—C25—C26	165.6 (3)
W1—Sn1—O11—C12	97.8 (2)	C23—N24—C25—C26	−67.0 (4)
O17—Sn1—O11—Sn2	71.24 (12)	Sn2—N24—C25—C26	43.5 (3)
O21—Sn1—O11—Sn2	−8.51 (10)	Sn2—O27—C26—C25	14.6 (4)
N14—Sn1—O11—Sn2	139.37 (13)	N24—C25—C26—O27	−42.8 (4)
W1—Sn1—O11—Sn2	−104.25 (9)	C25—N24—C50—C55	−152.8 (3)
O27—Sn2—O11—C12	58.5 (3)	C23—N24—C50—C55	79.9 (4)
O21—Sn2—O11—C12	165.3 (3)	Sn2—N24—C50—C55	−38.5 (3)
N24—Sn2—O11—C12	126.4 (2)	C25—N24—C50—C51	28.4 (4)
W2—Sn2—O11—C12	−63.5 (3)	C23—N24—C50—C51	−99.0 (4)
O27—Sn2—O11—Sn1	−97.87 (12)	Sn2—N24—C50—C51	142.7 (3)
O21—Sn2—O11—Sn1	8.89 (10)	C55—C50—C51—C52	0.8 (5)
N24—Sn2—O11—Sn1	−29.95 (18)	N24—C50—C51—C52	179.6 (3)
W2—Sn2—O11—Sn1	140.09 (9)	C50—C51—C52—C53	−0.8 (6)
O11—Sn1—O17—C16	49.0 (3)	C51—C52—C53—C54	0.6 (6)
O21—Sn1—O17—C16	116.6 (3)	C52—C53—C54—C55	−0.5 (6)
N14—Sn1—O17—C16	−17.1 (3)	C51—C50—C55—C54	−0.7 (5)
W1—Sn1—O17—C16	−136.5 (2)	N24—C50—C55—C54	−179.5 (3)
O27—Sn2—O21—C22	−76.9 (2)	C53—C54—C55—C50	0.5 (5)
O11—Sn2—O21—C22	−157.1 (3)	C15—N14—C60—C65	−56.2 (4)
N24—Sn2—O21—C22	−3.1 (2)	C13—N14—C60—C65	174.6 (3)
W2—Sn2—O21—C22	114.0 (2)	Sn1—N14—C60—C65	58.0 (3)
O27—Sn2—O21—Sn1	71.81 (12)	C15—N14—C60—C61	127.9 (3)
O11—Sn2—O21—Sn1	−8.36 (10)	C13—N14—C60—C61	−1.3 (5)
N24—Sn2—O21—Sn1	145.64 (12)	Sn1—N14—C60—C61	−117.9 (3)
W2—Sn2—O21—Sn1	−97.32 (10)	C65—C60—C61—C62	1.3 (5)
O17—Sn1—O21—C22	43.4 (2)	N14—C60—C61—C62	177.2 (3)
O11—Sn1—O21—C22	156.3 (3)	C60—C61—C62—C63	−1.7 (6)
N14—Sn1—O21—C22	113.4 (2)	C61—C62—C63—C64	0.6 (6)
W1—Sn1—O21—C22	−90.5 (2)	C62—C63—C64—C65	0.9 (6)
O17—Sn1—O21—Sn2	−104.22 (11)	C61—C60—C65—C64	0.2 (5)
O11—Sn1—O21—Sn2	8.71 (10)	N14—C60—C65—C64	−175.9 (3)
N14—Sn1—O21—Sn2	−34.23 (17)	C63—C64—C65—C60	−1.3 (6)

D—H···A	D—H	H···A	D···A	D—H···A
C23—H23a···O44ii	0.99	2.52	3.301 (5)	136
C64—H64a···O31iii	0.95	2.58	3.174 (6)	121

Table 1

Selected bond lengths (Å)

Sn1—W1	2.7274 (3)
Sn1—O11	2.091 (2)
Sn1—O17	2.001 (3)
Sn1—O21	2.201 (2)
Sn1—N14	2.507 (3)
Sn2—W2	2.7334 (3)
Sn2—O11	2.173 (2)
Sn2—O21	2.104 (2)
Sn2—O27	2.011 (2)
Sn2—N24	2.391 (3)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C23—H23a⋯O44i	0.99	2.52	3.301 (5)	136
C64—H64a⋯O31ii	0.95	2.58	3.174 (6)	121

Symmetry codes: (i) ; (ii) .