metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2414-3146

Bis(μ2-4-nitro­phenolato)bis­­(4-nitro­phenolato)di-μ3-oxido-octa­phenyltetra­tin chloro­form sesquisolvate [+ solvate]: a tetra­nuclear stannoxane

aResearch School of Chemistry, Building 137, Sullivans Creek Road, The Australian National University, Canberra ACT 2601, Australia
*Correspondence e-mail: patrick.butler@anu.edu.au

Edited by H. Stoeckli-Evans, University of Neuchâtel, Switzerland (Received 26 July 2019; accepted 30 July 2019; online 6 August 2019)

The title tetra­nuclear stannoxane, [Sn4(C6H5)8(C6H4NO3)4O2]·1.5CHCl3·solvent, crystallized with two independent complex mol­ecules, A and B, in the asymmetric unit together with 1.5 mol­ecules of chloro­form. There is also a region of disordered electron density, which was corrected for using the SQUEEZE routine [Spek (2015[Spek, A. L. (2015). Acta Cryst. C71, 9-18.]). Acta Cryst. C71, 9–18]. The oxo-tin core of each complex is in a planar `ladder' arrangement and each Sn atom is fivefold SnO3C2 coordinated, with one tin centre having an almost perfect square-pyramidal coordination geometry, while the other three Sn centres have distorted shapes. In the crystal, the complex mol­ecules are arranged in layers, composed of A or B complexes, lying parallel to the bc plane. The complex mol­ecules are linked by a number of C—H⋯O hydrogen bonds within the layers and between the layers, forming a supra­molecular three-dimensional structure.

3D view (loading...)
[Scheme 3D1]
Chemical scheme
[Scheme 1]

Structure description

Stannoxanes represent an intriguing class of tin complexes characterized by a polynuclear oxo-tin core. A large variety of stannoxanes have been described from simple dimers (Gross, 1989[Gross, D. C. (1989). Inorg. Chem. 28, 2355-2359.]) to hexa­meric macrocycles (Prabusankar & Murugavel, 2004[Prabusankar, G. & Murugavel, R. (2004). Organometallics, 23, 5644-5647.]). In recent years, these versatile structures have gained considerable inter­est as anti-tumour cytotoxins (Gerasimchuk et al., 2007[Gerasimchuk, N., Maher, T., Durham, P., Domasevitch, K. V., Wilking, J. & Mokhir, A. (2007). Inorg. Chem. 46, 7268-7284.]; Sun et al., 2011[Sun, M.-L., Ruan, B.-F., Zhang, Q., Liu, Z.-D., Li, S.-L., Wu, J.-Y., Jin, B.-K., Yang, J.-X., Zhang, S.-Y. & Tian, Y.-P. (2011). J. Organomet. Chem. 696, 3180-3185.]) and as supports for the development of nanomaterials (Strachota et al., 2012[Strachota, A., Ribot, F., Matějka, L., Whelan, P., Starovoytova, L., Pleštil, J., Steinhart, M., Šlouf, M., Hromádková, J., Kovářová, J., Špírková, M. & Strachota, B. (2012). Macromolecules, 45, 221-237.]; Chandrasekhar et al., 2006[Chandrasekhar, V., Thilagar, P., Steiner, A. & Bickley, J. F. (2006). Chem. Eur. J. 12, 8847-8861.]). The preparation of stannoxanes typically involves hydrolysis of an organotin halide reagent with the halides often being displaced by the addition of carboxyl­ate ligands (Basu Baul et al., 2010[Basu Baul, T. S., Das, P., Song, X., Eng, G., Quah, C. K. & Fun, H.-K. (2010). Z. Anorg. Allg. Chem. 636, 851-856.]). A number of tetra­nuclear stannoxanes have been reported containing carboxyl­ate ligands (Khoo & Hazell, 1999[Khoo, L. E. & Hazell, A. (1999). Acta Cryst. C55, 2070-2073.]; Chandrasekhar et al., 2002[Chandrasekhar, V., Baskar, V., Steiner, A. & Zacchini, S. (2002). Organometallics, 21, 4528-4532.]; Kumara Swamy et al., 1988[Kumara Swamy, K. C., Schmid, C. G., Day, R. O. & Holmes, R. R. (1988). J. Am. Chem. Soc. 110, 7067-7076.]; Win et al., 2008[Win, Y. F., Teoh, S. G., Lim, E. K., Ng, S. L. & Fun, H. K. (2008). J. Chem. Crystallogr. 38, 345-350.]; Zhang et al., 2005[Zhang, R., Sun, J. & Ma, C. (2005). J. Organomet. Chem. 690, 4366-4372.]). However, as demonstrated previously (Devi et al., 2015[Devi, S. S., Roy, M., Roy, S. & Singh, K. S. (2015). Main Group Chem. 14, 339-348.]; Beckmann et al.[Beckmann, J., Dakternieks, D., Duthie, A., Jurkschat, K. & Schürmann, M. (2004). Acta Cryst. E60, m1437-m1438.], 2004; Wang et al., 2005[Wang, Y., Yao, J., Zhang, Y. & Wang, G.-Y. (2005). Acta Chim. Sinica, 63, 603-611.]; Gömez et al., 2010[Gómez, E., Morales-Morales, N. N., Santana, P., Ramírez-Apan, T., Nieto-Camacho, A. & Toscano, R. A. (2010). Z. Anorg. Allg. Chem. 636, 1474-1477.]; Vatsa et al. 1991[Vatsa, C., Jain, V. K., Das, T. K. & Tiekink, E. R. T. (1991). J. Organomet. Chem. 418, 329-338.]) and by the structure reported here, in the case of tetra­nuclear stannoxanes phenolate ligands are also amenable.

The title stannoxane complex was prepared by reaction of Ph2SnCl2 with 4-nitro­phenol. It was crystallized by vapour diffusion of a concentrated chloro­form solution of the compound with hexane at ambient temperature. The asymmetric contains two independent complex mol­ecules (A and B) of the stannoxane (Figs. 1[link] and 2[link]), and 1.5 CHCl3 solvent mol­ecules, plus an unknown solvate. The oxo-tin core of each complex is in a planar `ladder' arrangement. Each Sn atom is fivefold SnO3C2 coordinate with one tin centre having an almost perfect square-pyramidal coordination geometry, viz. atom Sn2 in complex A and atom Sn8 in complex B, with τ5 factors of 0.04 and 0.09, respectively (τ5 = 0 for a perfect square-pyramidal geometry and = 1 for a perfect trigonal–pyramidal geometry; Addison et al., 1984[Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.]). The other three Sn centres in each complex mol­ecule have distorted shapes with τ5 factors of 0.35 for Sn1, 0.27 for Sn3 and 0.15 for Sn4 in complex A, and 0.25 for Sn5, 0.15 for Sn6 and 0.38 for Sn7 in complex B.

[Figure 1]
Figure 1
The mol­ecular structure of complex A. Displacement ellipsoids are drawn at the 30% probability level. Phenyl ring 1 = C51–C56, 2 = C61–C66, 3 = C71–C76, 4 = C81–C86, 5 = C91–C96, 6 = C101–C106, 7 = C111–C116, 8 = C121–C126. For clarity, the hydrogen atoms have been omitted.
[Figure 2]
Figure 2
The mol­ecular structure of complex B. Displacement ellipsoids are drawn at the 30% probability level. Phenyl ring 1 = C171–C176, 2 = C181–C186, 3 = C191–C196, 4 = C201–C206, 5 = C211–C216, 6 = C221–C226, 7 = C231–C236, 8 = C241–C246. For clarity, the hydrogen atoms have been omitted.

One pair of opposing phenolate ligands are identified as bridging ligands with Sn—O bond lengths varying from 2.243 (5) to 2.305 (6) Å. For the monodentate phenolate ligands the Sn—O bond lengths are shorter, varying from 2.071 (5) Å to 2.095 (6) Å. The positioning of these ligands notably suggests additional long-distance Sn⋯O inter­actions, ranging from 3.082 (6) to 3.161 (6) Å, with the adjacent non-bonded tin centres.

In each complex there are two intra­molecular C—H⋯O hydrogen bonds involving the monodentate phenol O atoms (O11 and O31 in complex A, and O131 and O151 in complex B) and neighbouring phenyl rings (Table 1[link]).

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
C82—H82⋯O31 0.93 2.35 3.144 (13) 143
C116—H116⋯O11 0.93 2.55 3.289 (11) 137
C182—H182⋯O151 0.93 2.52 3.259 (12) 137
C216—H216⋯O131 0.93 2.37 3.161 (13) 143
C3—H3⋯O148i 0.98 2.44 3.27 (2) 143
C16—H16⋯O138ii 0.93 2.60 3.301 (13) 133
C22—H22⋯O159i 0.93 2.47 3.388 (11) 168
C84—H84⋯O39i 0.93 2.55 3.264 (16) 134
C94—H94⋯O138iii 0.93 2.57 3.470 (16) 162
C96—H96⋯O49iv 0.93 2.53 3.305 (14) 142
C156—H156⋯O38 0.93 2.53 3.271 (13) 136
C162—H162⋯O19v 0.93 2.43 3.343 (12) 168
C202—H202⋯O149vi 0.93 2.53 3.293 (16) 139
Symmetry codes: (i) x-1, y, z; (ii) x, y+1, z; (iii) x+1, y+1, z; (iv) -x+2, -y+2, -z; (v) x+1, y-1, z; (vi) -x+2, -y+1, -z.

In the crystal, there are further C—H⋯O hydrogen bonds present linking the complexes to form separate layers of A and B complex mol­ecules parallel to the bc plane (Fig. 3[link], Table 1[link]). The layers are also linked by C—H⋯O contacts, forming a supra­molecular three-dimensional structure.

[Figure 3]
Figure 3
A view along the a axis of the crystal packing of the title compound. The C—H⋯O hydrogen bonds are shown as dashed lines (Table 1[link]). Colour code: A complexes blue, B complexes red, CHCl3 solvent mol­ecules green.

Synthesis and crystallization

The reaction scheme for the synthesis of the title compound is shown in Fig. 4[link]. To a dry aceto­nitrile (18 ml) solution of 4-nitro­phenol (100 mg, 0.72 mmol) was added tri­ethyl­amine (0.053 ml, 0.72 mmol). The resulting orange solution was frozen with liquid nitro­gen and di­phenyl­tin dichloride (124 mg, 0.36 mmol) was added. While still frozen, the reaction flask was evacuated and back-filled with nitro­gen (× 4) then allowed to warm to r.t. before being heated to reflux for 8 h. Thereafter, all volatiles were removed under reduced pressure and the crude product re-suspended in methanol (25 ml). After sonicating for 80 min, the title compound was isolated by filtration. Needle-like colourless crystals, suitable crystal X-ray diffraction analysis, were obtained by vapour diffusion of a concentrated chloro­form solution of the compound with hexane at ambient temperature.

[Figure 4]
Figure 4
The reaction scheme for the synthesis of the title compound.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2[link]. No sensible disordered model could be formulated for a region of disordered electron density related to an unknown solvate, most probably hexane. The SQUEEZE routine within PLATON (Spek, 2015[Spek, A. L. (2015). Acta Cryst. C71, 9-18.]) was used to account for the electron density in this region of the unit cell. The program identified solvent-accessible voids totalling ca 516 Å3 and 118 electrons per unit cell were recovered. The formula weight, density etc. listed in Table 2[link] does not include any correction for the missing solvate. The largest residual electron density peaks and holes are near the tin atoms, for example, that of 3.49 e Å−3 is 0.88 Å from atom Sn2, while the most negative of −2.38 e Å−3 is 0.87 Å from atom Sn3.

Table 2
Experimental details

Crystal data
Chemical formula [Sn4(C6H5)8(C6H4NO3)4O2]·1.5CHCl2 + solvent
Mr 1855.02
Crystal system, space group Triclinic, P[\overline{1}]
Temperature (K) 150
a, b, c (Å) 12.8262 (2), 22.1075 (4), 28.9552 (5)
α, β, γ (°) 72.349 (2), 79.800 (2), 89.827 (1)
V3) 7689.0 (2)
Z 4
Radiation type Cu Kα
μ (mm−1) 12.18
Crystal size (mm) 0.16 × 0.06 × 0.02
 
Data collection
Diffractometer Rigaku Oxford Diffraction SuperNova, Dual, Cu at zero, EosS2
Absorption correction For a sphere (CrysAlis PRO; Rigaku OD, 2015[Rigaku OD (2015). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.])
Tmin, Tmax 0.584, 0.615
No. of measured, independent and observed [I > 2σ(I)] reflections 52013, 30192, 21951
Rint 0.040
(sin θ/λ)max−1) 0.624
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.069, 0.197, 1.04
No. of reflections 30192
No. of parameters 1801
H-atom treatment H-atom parameters constrained
Δρmax, Δρmin (e Å−3) 3.88, −2.32
Computer programs: CrysAlis PRO (Rigaku OD, 2015[Rigaku OD (2015). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.]), SHELXT (Sheldrick, 2015a[Sheldrick, G. M. (2015a). Acta Cryst. A71, 3-8.]), SHELXL (Sheldrick, 2015b[Sheldrick, G. M. (2015b). Acta Cryst. C71, 3-8.]), OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]) and Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.].

Structural data


Computing details top

Data collection: CrysAlis PRO (Rigaku OD, 2015); cell refinement: CrysAlis PRO (Rigaku OD, 2015); data reduction: CrysAlis PRO (Rigaku OD, 2015); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009) and Mercury (Macrae et al., 2008; software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

Bis(µ2-4-nitrophenolato)bis(4-nitrophenolato)di-µ3-oxido-octaphenyltetratin chloroform sesquisolvate [+ solvate] top
Crystal data top
[Sn4(C6H5)8(C6H4NO3)4O2]·1.5CHCl3·solventZ = 4
Mr = 1855.02F(000) = 3660
Triclinic, P1Dx = 1.602 Mg m3
a = 12.8262 (2) ÅCu Kα radiation, λ = 1.54184 Å
b = 22.1075 (4) ÅCell parameters from 18171 reflections
c = 28.9552 (5) Åθ = 4.2–73.6°
α = 72.349 (2)°µ = 12.18 mm1
β = 79.800 (2)°T = 150 K
γ = 89.827 (1)°Plate, colourless
V = 7689.0 (2) Å30.16 × 0.06 × 0.02 × 0.03 (radius) mm
Data collection top
Rigaku Oxford Diffraction SuperNova, Dual, Cu at zero, EosS2
diffractometer
30192 independent reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source21951 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.040
Detector resolution: 8.1297 pixels mm-1θmax = 74.1°, θmin = 4.0°
ω scansh = 1515
Absorption correction: for a sphere
(CrysAlisPro; Rigaku OD, 2015)
k = 1727
Tmin = 0.584, Tmax = 0.615l = 3235
52013 measured reflections
Refinement top
Refinement on F2Primary atom site location: dual
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.069H-atom parameters constrained
wR(F2) = 0.197 w = 1/[σ2(Fo2) + (0.0961P)2 + 23.2885P]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max = 0.003
30192 reflectionsΔρmax = 3.88 e Å3
1801 parametersΔρmin = 2.32 e Å3
0 restraints
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. The C-bound H hydrogen were fixed geometrically and allowed to ride on their parent atom: C—H = 0.93 - 0.98 Å with Uiso(H) = 1.2Ueq(C).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.53861 (4)0.65920 (3)0.34840 (2)0.04212 (13)
Sn20.77097 (4)0.62717 (2)0.28055 (2)0.03858 (12)
Sn30.92558 (4)0.73917 (3)0.16305 (2)0.04266 (13)
Sn40.69375 (4)0.77305 (2)0.23106 (2)0.03783 (12)
Sn50.85368 (4)0.23602 (3)0.16023 (2)0.04028 (12)
Sn61.02791 (4)0.27083 (2)0.22917 (2)0.03723 (12)
Sn71.08118 (4)0.15952 (3)0.34960 (2)0.04118 (13)
Sn80.90618 (4)0.12653 (2)0.28113 (2)0.03754 (12)
Cl10.5708 (3)0.1827 (3)0.47571 (14)0.1293 (19)
Cl20.5721 (3)0.17084 (18)0.57722 (13)0.0849 (9)
Cl30.4834 (3)0.06952 (17)0.55210 (16)0.0983 (11)
Cl110.1342 (2)0.33339 (18)0.41801 (13)0.0856 (9)
Cl120.0225 (3)0.43345 (18)0.44377 (18)0.1093 (14)
Cl130.0551 (4)0.3206 (3)0.51985 (14)0.134 (2)
Cl210.4673 (5)0.6781 (4)0.0325 (3)0.172 (3)
Cl220.2931 (6)0.7580 (3)0.0183 (3)0.176 (3)
Cl230.3618 (5)0.6885 (3)0.04883 (16)0.146 (2)
O10.6555 (4)0.6888 (2)0.29002 (17)0.0336 (10)
O20.8112 (4)0.7134 (3)0.22283 (18)0.0383 (12)
O30.9177 (4)0.2106 (2)0.22149 (18)0.0354 (11)
O41.0151 (4)0.1880 (2)0.28904 (18)0.0367 (11)
O110.4839 (5)0.7456 (3)0.3118 (2)0.0414 (12)
O180.0402 (6)0.8282 (4)0.3929 (3)0.0635 (18)
O190.0968 (6)0.9116 (4)0.3314 (3)0.072 (2)
O210.6598 (5)0.5822 (3)0.3522 (2)0.0458 (13)
O280.7848 (8)0.4093 (5)0.5472 (3)0.092 (3)
O290.7736 (8)0.3396 (4)0.5099 (3)0.086 (3)
O310.9699 (5)0.6482 (3)0.1991 (2)0.0455 (13)
O381.3145 (8)0.4500 (4)0.1913 (4)0.094 (3)
O391.3943 (7)0.5314 (5)0.1350 (4)0.102 (3)
O410.8173 (5)0.8209 (3)0.1610 (2)0.0472 (13)
O480.7535 (8)1.0995 (4)0.0345 (3)0.085 (3)
O490.8620 (9)1.0676 (4)0.0189 (3)0.099 (3)
O1310.7719 (5)0.1478 (3)0.1977 (2)0.0453 (13)
O1380.4221 (8)0.0444 (4)0.1934 (4)0.088 (3)
O1390.3969 (7)0.0350 (4)0.1328 (4)0.086 (3)
O1410.9691 (5)0.3169 (3)0.15790 (18)0.0422 (12)
O1481.1389 (8)0.5950 (4)0.0333 (3)0.087 (3)
O1491.1724 (14)0.5476 (6)0.0220 (4)0.156 (7)
O1511.1679 (5)0.2449 (3)0.3116 (2)0.0453 (13)
O1581.5434 (6)0.3310 (4)0.3925 (3)0.0654 (19)
O1591.5456 (6)0.4092 (3)0.3264 (3)0.068 (2)
O1610.9568 (5)0.0830 (3)0.35384 (19)0.0413 (12)
O1680.6702 (8)0.0895 (5)0.5470 (3)0.092 (3)
O1690.7188 (7)0.1605 (4)0.5107 (3)0.085 (3)
N170.1083 (7)0.8577 (4)0.3577 (3)0.0545 (19)
N270.7665 (7)0.3949 (5)0.5120 (3)0.068 (3)
N371.3169 (8)0.5057 (5)0.1659 (4)0.066 (2)
N470.8087 (9)1.0597 (5)0.0220 (4)0.076 (3)
N1370.4462 (7)0.0093 (4)0.1662 (3)0.062 (2)
N1471.1357 (10)0.5480 (5)0.0201 (4)0.085 (3)
N1571.5084 (6)0.3579 (4)0.3550 (3)0.0484 (17)
N1670.7204 (8)0.1052 (5)0.5127 (3)0.069 (3)
C10.5052 (8)0.1525 (5)0.5352 (4)0.058 (2)
H10.43580.17120.53770.069*
C20.0343 (8)0.3513 (5)0.4602 (4)0.060 (2)
H20.03270.33190.45820.072*
C30.3508 (18)0.6891 (10)0.0104 (6)0.125 (7)
H30.30180.65330.03080.150*
C110.3935 (6)0.7707 (4)0.3247 (3)0.0385 (16)
C120.3172 (7)0.7406 (4)0.3660 (3)0.0454 (18)
H120.32940.70070.38630.054*
C130.2241 (7)0.7686 (4)0.3775 (3)0.0437 (18)
H130.17350.74800.40510.052*
C140.2076 (7)0.8277 (4)0.3472 (3)0.0427 (18)
C150.2823 (8)0.8602 (4)0.3056 (3)0.051 (2)
H150.26960.90050.28610.062*
C160.3747 (7)0.8319 (4)0.2941 (3)0.0458 (19)
H160.42490.85270.26640.055*
C210.6856 (6)0.5375 (4)0.3918 (3)0.0382 (16)
C220.6668 (6)0.4729 (4)0.3971 (3)0.0433 (18)
H220.63550.46160.37400.052*
C230.6947 (7)0.4256 (5)0.4365 (4)0.054 (2)
H230.68370.38280.43980.065*
C240.7394 (7)0.4441 (5)0.4707 (3)0.052 (2)
C250.7578 (8)0.5073 (5)0.4671 (3)0.055 (2)
H250.78650.51840.49090.066*
C260.7321 (7)0.5535 (4)0.4269 (3)0.0449 (18)
H260.74620.59610.42320.054*
C311.0540 (7)0.6162 (4)0.1903 (3)0.0448 (18)
C321.1464 (8)0.6438 (5)0.1564 (4)0.053 (2)
H321.15020.68690.13900.064*
C331.2335 (7)0.6067 (5)0.1486 (4)0.054 (2)
H331.29480.62510.12620.065*
C341.2265 (8)0.5427 (5)0.1748 (4)0.052 (2)
C351.1377 (8)0.5137 (5)0.2089 (4)0.056 (2)
H351.13610.47090.22680.067*
C361.0509 (8)0.5496 (4)0.2158 (3)0.050 (2)
H360.98940.53000.23740.060*
C410.8185 (7)0.8798 (4)0.1277 (3)0.0441 (18)
C420.7689 (8)0.9298 (5)0.1416 (3)0.054 (2)
H420.73810.92350.17440.065*
C430.7653 (8)0.9888 (5)0.1067 (3)0.056 (2)
H430.73061.02160.11580.067*
C440.8143 (9)0.9979 (5)0.0582 (4)0.058 (2)
C450.8669 (9)0.9493 (5)0.0449 (4)0.066 (3)
H450.90100.95620.01240.080*
C460.8693 (9)0.8911 (5)0.0789 (3)0.059 (3)
H460.90510.85880.06950.071*
C510.5744 (7)0.6762 (5)0.4111 (3)0.0471 (19)
C520.6548 (8)0.7222 (5)0.4052 (4)0.054 (2)
H520.68690.74680.37370.064*
C530.6871 (9)0.7315 (5)0.4464 (4)0.063 (3)
H530.74060.76210.44220.076*
C540.6399 (11)0.6955 (7)0.4928 (4)0.081 (4)
H540.66170.70160.52020.097*
C550.5606 (10)0.6503 (7)0.4994 (4)0.079 (4)
H550.52960.62600.53110.095*
C560.5261 (8)0.6404 (6)0.4592 (3)0.064 (3)
H560.47140.61030.46410.077*
C610.4203 (7)0.5961 (4)0.3425 (4)0.052 (2)
C620.4039 (8)0.5342 (5)0.3736 (5)0.067 (3)
H620.44070.52060.39950.081*
C630.3336 (9)0.4926 (6)0.3665 (6)0.085 (4)
H630.32310.45120.38770.103*
C640.2791 (10)0.5113 (8)0.3285 (7)0.099 (6)
H640.23200.48270.32390.119*
C650.2945 (9)0.5751 (8)0.2957 (6)0.086 (4)
H650.25830.58820.26950.103*
C660.3647 (8)0.6170 (6)0.3040 (5)0.066 (3)
H660.37440.65900.28370.079*
C710.8949 (6)0.6317 (4)0.3177 (3)0.0405 (17)
C720.9084 (8)0.6882 (5)0.3285 (3)0.051 (2)
H720.86460.72150.31870.061*
C730.9886 (9)0.6945 (6)0.3545 (4)0.067 (3)
H730.99880.73230.36130.080*
C741.0520 (8)0.6447 (6)0.3697 (4)0.063 (3)
H741.10500.64930.38680.075*
C751.0384 (8)0.5884 (5)0.3603 (4)0.062 (3)
H751.08070.55470.37120.074*
C760.9594 (7)0.5823 (5)0.3336 (4)0.051 (2)
H760.95030.54450.32670.061*
C810.7131 (7)0.5724 (4)0.2411 (3)0.0430 (18)
C820.7677 (8)0.5718 (5)0.1945 (4)0.055 (2)
H820.83820.58690.18390.066*
C830.7160 (10)0.5486 (6)0.1641 (4)0.076 (4)
H830.75180.54880.13320.091*
C840.6111 (10)0.5252 (6)0.1803 (4)0.069 (3)
H840.57560.51120.15980.083*
C850.5603 (8)0.5229 (5)0.2264 (4)0.054 (2)
H850.49110.50560.23760.065*
C860.6105 (8)0.5461 (4)0.2566 (3)0.048 (2)
H860.57450.54390.28800.058*
C911.0570 (6)0.7889 (4)0.1714 (3)0.0426 (18)
C921.0951 (8)0.7641 (5)0.2157 (4)0.057 (2)
H921.06330.72730.23940.068*
C931.1799 (8)0.7950 (6)0.2235 (4)0.065 (3)
H931.20460.77930.25290.078*
C941.2294 (9)0.8496 (6)0.1877 (5)0.070 (3)
H941.28780.86950.19310.084*
C951.1918 (10)0.8738 (5)0.1448 (4)0.071 (3)
H951.22420.91070.12140.085*
C961.1056 (8)0.8438 (4)0.1356 (4)0.053 (2)
H961.08090.86020.10620.064*
C1010.8797 (8)0.7190 (4)0.1031 (3)0.048 (2)
C1020.7785 (8)0.7347 (5)0.0919 (4)0.055 (2)
H1020.73590.75880.10820.067*
C1030.7425 (10)0.7135 (6)0.0559 (4)0.068 (3)
H1030.67420.72160.04990.082*
C1040.8068 (11)0.6813 (6)0.0297 (4)0.073 (3)
H1040.78370.66970.00470.087*
C1050.9062 (11)0.6662 (6)0.0404 (4)0.074 (3)
H1050.94950.64370.02280.089*
C1060.9416 (9)0.6841 (5)0.0768 (3)0.061 (3)
H1061.00820.67280.08400.073*
C1110.7347 (7)0.8370 (3)0.2667 (3)0.0381 (16)
C1120.8420 (7)0.8577 (4)0.2586 (4)0.050 (2)
H1120.89180.84320.23750.059*
C1130.8751 (9)0.8988 (5)0.2812 (4)0.061 (2)
H1130.94610.91260.27510.073*
C1140.8003 (10)0.9193 (5)0.3133 (4)0.062 (3)
H1140.82250.94630.32920.075*
C1150.6950 (10)0.9010 (5)0.3223 (4)0.063 (3)
H1150.64620.91600.34350.076*
C1160.6616 (7)0.8593 (4)0.2989 (3)0.0464 (19)
H1160.59020.84630.30480.056*
C1210.5757 (6)0.7688 (4)0.1895 (3)0.0426 (18)
C1220.5423 (9)0.7101 (5)0.1885 (4)0.059 (2)
H1220.56800.67310.20720.071*
C1230.4694 (10)0.7072 (7)0.1589 (5)0.083 (4)
H1230.44540.66780.15840.100*
C1240.4320 (10)0.7613 (8)0.1305 (5)0.087 (4)
H1240.38320.75880.11090.105*
C1250.4670 (11)0.8184 (7)0.1314 (5)0.085 (4)
H1250.44180.85500.11180.102*
C1260.5386 (7)0.8246 (5)0.1601 (3)0.057 (2)
H1260.56160.86450.16020.069*
C1310.6942 (6)0.1170 (4)0.1885 (3)0.0403 (17)
C1320.6642 (8)0.0536 (4)0.2194 (3)0.050 (2)
H1320.70000.03560.24520.060*
C1330.5837 (8)0.0180 (4)0.2123 (3)0.052 (2)
H1330.56550.02340.23270.062*
C1340.5304 (7)0.0459 (4)0.1738 (3)0.049 (2)
C1350.5584 (7)0.1073 (4)0.1414 (3)0.050 (2)
H1350.52280.12440.11550.060*
C1360.6403 (7)0.1419 (4)0.1489 (3)0.0471 (19)
H1360.66010.18250.12730.057*
C1411.0062 (7)0.3733 (4)0.1241 (3)0.0422 (18)
C1421.0027 (10)0.4290 (5)0.1361 (4)0.067 (3)
H1420.97020.42820.16760.081*
C1431.0464 (9)0.4864 (5)0.1024 (4)0.060 (3)
H1431.04690.52310.11170.073*
C1441.0883 (9)0.4876 (5)0.0556 (4)0.065 (3)
C1451.0922 (14)0.4341 (7)0.0419 (4)0.109 (6)
H1451.12200.43580.00970.131*
C1461.0509 (13)0.3761 (6)0.0766 (4)0.088 (5)
H1461.05370.33920.06740.105*
C1511.2490 (6)0.2693 (4)0.3237 (3)0.0384 (16)
C1521.2898 (6)0.2426 (4)0.3669 (3)0.0412 (17)
H1521.25870.20450.38920.049*
C1531.3735 (7)0.2706 (4)0.3773 (3)0.0463 (19)
H1531.40040.25130.40570.056*
C1541.4175 (7)0.3281 (4)0.3451 (3)0.0453 (19)
C1551.3805 (8)0.3572 (4)0.3020 (3)0.053 (2)
H1551.41190.39560.28060.063*
C1561.2969 (7)0.3286 (4)0.2913 (3)0.0450 (18)
H1561.27130.34820.26260.054*
C1610.8993 (6)0.0382 (4)0.3930 (3)0.0371 (16)
C1620.9148 (7)0.0261 (4)0.3990 (3)0.0460 (19)
H1620.96590.03750.37650.055*
C1630.8553 (7)0.0731 (5)0.4378 (4)0.053 (2)
H1630.86420.11580.44100.064*
C1640.7826 (7)0.0550 (5)0.4718 (3)0.052 (2)
C1650.7663 (8)0.0082 (5)0.4683 (3)0.054 (2)
H1650.71750.01920.49180.065*
C1660.8253 (7)0.0546 (4)0.4284 (3)0.049 (2)
H1660.81560.09730.42520.058*
C1711.1827 (6)0.2638 (4)0.1918 (3)0.0391 (16)
C1721.2421 (7)0.3176 (5)0.1589 (4)0.060 (3)
H1721.21680.35810.15480.072*
C1731.3397 (9)0.3091 (7)0.1326 (5)0.092 (5)
H1731.38110.34440.11130.110*
C1741.3762 (10)0.2487 (7)0.1376 (5)0.093 (5)
H1741.44160.24370.11970.111*
C1751.3174 (9)0.1979 (6)0.1681 (5)0.079 (4)
H1751.34150.15760.17060.095*
C1761.2206 (8)0.2041 (5)0.1965 (4)0.060 (3)
H1761.18180.16830.21850.072*
C1810.9551 (7)0.3364 (3)0.2637 (3)0.0391 (17)
C1821.0012 (8)0.3577 (4)0.2963 (3)0.050 (2)
H1821.06710.34440.30320.060*
C1830.9459 (10)0.3997 (5)0.3185 (3)0.062 (3)
H1830.97590.41460.34030.074*
C1840.8481 (8)0.4192 (5)0.3084 (4)0.059 (3)
H1840.81240.44670.32380.071*
C1850.8021 (8)0.3985 (5)0.2758 (4)0.059 (2)
H1850.73660.41250.26860.071*
C1860.8548 (7)0.3564 (4)0.2538 (3)0.0467 (19)
H1860.82380.34130.23240.056*
C1910.9507 (8)0.2102 (4)0.1035 (3)0.049 (2)
C1920.9143 (10)0.1959 (7)0.0656 (4)0.076 (4)
H1920.84380.20200.06240.091*
C1930.9803 (11)0.1729 (7)0.0324 (4)0.087 (5)
H1930.95380.16280.00770.105*
C1941.0847 (11)0.1650 (6)0.0359 (4)0.078 (4)
H1941.12900.15020.01310.093*
C1951.1240 (11)0.1785 (7)0.0721 (5)0.082 (4)
H1951.19490.17260.07470.098*
C1961.0575 (9)0.2014 (6)0.1055 (4)0.073 (3)
H1961.08510.21120.13010.088*
C2010.7242 (7)0.2933 (4)0.1644 (3)0.0428 (17)
C2020.7261 (9)0.3547 (5)0.1317 (4)0.062 (3)
H2020.78470.37130.10690.075*
C2030.6370 (11)0.3904 (6)0.1374 (5)0.081 (4)
H2030.63610.43130.11590.097*
C2040.5510 (11)0.3661 (7)0.1741 (6)0.094 (5)
H2040.49230.39030.17720.113*
C2050.5515 (10)0.3056 (6)0.2064 (6)0.086 (4)
H2050.49350.28990.23170.104*
C2060.6354 (7)0.2686 (5)0.2019 (4)0.062 (3)
H2060.63400.22750.22330.074*
C2110.9909 (7)0.0667 (4)0.2439 (3)0.0443 (18)
C2121.0872 (7)0.0462 (4)0.2574 (4)0.049 (2)
H2121.10520.05130.28570.058*
C2131.1560 (9)0.0182 (5)0.2281 (4)0.062 (3)
H2131.22030.00480.23720.075*
C2141.1319 (10)0.0101 (5)0.1871 (4)0.072 (3)
H2141.17970.00800.16770.086*
C2151.0343 (13)0.0291 (6)0.1736 (5)0.083 (4)
H2151.01600.02210.14590.099*
C2160.9649 (9)0.0583 (5)0.2017 (4)0.062 (3)
H2160.90120.07220.19220.074*
C2210.7505 (6)0.1336 (4)0.3154 (3)0.0341 (15)
C2220.6784 (7)0.0820 (5)0.3385 (4)0.051 (2)
H2220.69810.04180.33770.061*
C2230.5787 (7)0.0889 (5)0.3625 (4)0.058 (2)
H2230.53100.05390.37710.069*
C2240.5507 (8)0.1474 (5)0.3647 (4)0.065 (3)
H2240.48300.15280.38030.078*
C2250.6214 (10)0.1981 (5)0.3440 (5)0.090 (5)
H2250.60210.23770.34670.108*
C2260.7209 (8)0.1923 (5)0.3193 (4)0.063 (3)
H2260.76800.22770.30520.075*
C2311.2017 (7)0.0948 (4)0.3484 (4)0.051 (2)
C2321.2911 (8)0.1118 (6)0.3122 (4)0.063 (3)
H2321.30100.15320.29080.076*
C2331.3675 (10)0.0675 (7)0.3073 (6)0.087 (4)
H2331.42710.07890.28230.105*
C2341.3527 (12)0.0057 (7)0.3406 (7)0.093 (5)
H2341.40240.02420.33770.111*
C2351.2655 (11)0.0104 (6)0.3774 (6)0.085 (4)
H2351.25750.05090.40020.102*
C2361.1899 (9)0.0324 (5)0.3812 (5)0.068 (3)
H2361.12970.02010.40570.081*
C2410.9942 (7)0.1796 (5)0.4103 (3)0.047 (2)
C2421.0056 (9)0.1470 (6)0.4588 (4)0.068 (3)
H2421.05750.11760.46470.081*
C2430.9389 (10)0.1589 (8)0.4981 (4)0.085 (4)
H2430.94670.13690.53010.102*
C2440.8630 (10)0.2015 (7)0.4912 (4)0.079 (4)
H2440.81900.20830.51820.095*
C2450.8512 (9)0.2346 (5)0.4442 (4)0.063 (3)
H2450.80010.26470.43950.076*
C2460.9144 (8)0.2240 (5)0.4033 (4)0.058 (2)
H2460.90420.24600.37170.069*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.0393 (3)0.0463 (3)0.0369 (2)0.0038 (2)0.0011 (2)0.0105 (2)
Sn20.0409 (3)0.0325 (2)0.0440 (3)0.00332 (19)0.0103 (2)0.0128 (2)
Sn30.0433 (3)0.0479 (3)0.0354 (2)0.0048 (2)0.0008 (2)0.0152 (2)
Sn40.0445 (3)0.0325 (2)0.0388 (2)0.0047 (2)0.0107 (2)0.01275 (19)
Sn50.0436 (3)0.0432 (3)0.0358 (2)0.0043 (2)0.0069 (2)0.0149 (2)
Sn60.0393 (2)0.0316 (2)0.0386 (2)0.00328 (19)0.00257 (19)0.01300 (19)
Sn70.0387 (3)0.0444 (3)0.0370 (2)0.0014 (2)0.0065 (2)0.0077 (2)
Sn80.0356 (2)0.0324 (2)0.0421 (3)0.00186 (19)0.00093 (19)0.0123 (2)
Cl10.096 (3)0.193 (5)0.068 (2)0.042 (3)0.0097 (18)0.003 (3)
Cl20.0784 (18)0.103 (2)0.098 (2)0.0123 (17)0.0334 (17)0.059 (2)
Cl30.120 (3)0.0676 (19)0.120 (3)0.0009 (19)0.056 (2)0.0277 (19)
Cl110.0672 (16)0.108 (2)0.095 (2)0.0040 (16)0.0029 (15)0.060 (2)
Cl120.095 (2)0.074 (2)0.143 (4)0.0091 (18)0.021 (2)0.035 (2)
Cl130.101 (3)0.213 (6)0.0637 (19)0.032 (3)0.0133 (19)0.008 (3)
Cl210.144 (5)0.207 (7)0.189 (6)0.019 (5)0.065 (5)0.076 (6)
Cl220.238 (8)0.149 (5)0.204 (7)0.067 (5)0.140 (6)0.089 (5)
Cl230.171 (5)0.172 (5)0.079 (2)0.051 (4)0.003 (3)0.028 (3)
O10.033 (2)0.034 (3)0.029 (2)0.002 (2)0.0024 (19)0.0066 (19)
O20.035 (3)0.044 (3)0.029 (2)0.005 (2)0.007 (2)0.007 (2)
O30.038 (3)0.037 (3)0.033 (2)0.004 (2)0.007 (2)0.014 (2)
O40.040 (3)0.035 (3)0.031 (2)0.009 (2)0.005 (2)0.006 (2)
O110.047 (3)0.035 (3)0.038 (3)0.004 (2)0.007 (2)0.005 (2)
O180.061 (4)0.069 (5)0.060 (4)0.011 (3)0.002 (3)0.026 (4)
O190.066 (5)0.059 (5)0.086 (5)0.018 (4)0.006 (4)0.017 (4)
O210.050 (3)0.050 (3)0.036 (3)0.002 (3)0.009 (2)0.011 (2)
O280.107 (7)0.108 (8)0.051 (4)0.032 (6)0.023 (5)0.005 (5)
O290.099 (7)0.058 (5)0.077 (5)0.020 (5)0.008 (5)0.009 (4)
O310.055 (3)0.031 (3)0.046 (3)0.001 (2)0.004 (3)0.009 (2)
O380.092 (6)0.066 (5)0.103 (7)0.035 (5)0.001 (5)0.005 (5)
O390.060 (5)0.091 (7)0.127 (8)0.021 (5)0.011 (5)0.009 (6)
O410.051 (3)0.053 (3)0.037 (3)0.004 (3)0.005 (2)0.014 (3)
O480.103 (7)0.055 (5)0.080 (6)0.017 (5)0.002 (5)0.006 (4)
O490.138 (9)0.074 (6)0.056 (5)0.019 (6)0.011 (5)0.004 (4)
O1310.053 (3)0.035 (3)0.046 (3)0.003 (2)0.011 (3)0.008 (2)
O1380.091 (6)0.059 (5)0.104 (7)0.027 (4)0.019 (5)0.007 (5)
O1390.067 (5)0.084 (6)0.104 (7)0.020 (4)0.020 (5)0.022 (5)
O1410.052 (3)0.043 (3)0.028 (2)0.002 (2)0.000 (2)0.009 (2)
O1480.095 (6)0.054 (5)0.089 (6)0.016 (4)0.015 (5)0.010 (4)
O1490.264 (17)0.099 (8)0.069 (6)0.081 (10)0.043 (8)0.012 (6)
O1510.046 (3)0.042 (3)0.041 (3)0.006 (2)0.007 (2)0.002 (2)
O1580.072 (5)0.071 (5)0.057 (4)0.013 (4)0.017 (3)0.022 (4)
O1590.069 (4)0.050 (4)0.079 (5)0.018 (3)0.008 (4)0.015 (4)
O1610.047 (3)0.041 (3)0.033 (3)0.003 (2)0.005 (2)0.008 (2)
O1680.098 (6)0.108 (7)0.051 (4)0.048 (6)0.009 (4)0.010 (4)
O1690.087 (6)0.060 (5)0.082 (6)0.030 (4)0.006 (5)0.011 (4)
N170.060 (5)0.056 (5)0.056 (4)0.014 (4)0.011 (4)0.029 (4)
N270.054 (5)0.077 (6)0.051 (5)0.018 (4)0.005 (4)0.006 (4)
N370.069 (6)0.060 (5)0.072 (6)0.024 (5)0.018 (5)0.022 (5)
N470.090 (7)0.063 (6)0.058 (5)0.001 (5)0.002 (5)0.001 (4)
N1370.056 (5)0.063 (5)0.066 (5)0.007 (4)0.009 (4)0.023 (4)
N1470.114 (9)0.061 (6)0.059 (6)0.026 (6)0.008 (6)0.001 (5)
N1570.047 (4)0.045 (4)0.056 (4)0.004 (3)0.000 (3)0.024 (3)
N1670.069 (6)0.078 (7)0.046 (5)0.031 (5)0.016 (4)0.006 (4)
C10.053 (5)0.059 (6)0.067 (6)0.006 (4)0.018 (5)0.024 (5)
C20.049 (5)0.069 (7)0.059 (6)0.001 (5)0.005 (4)0.019 (5)
C30.167 (19)0.137 (16)0.090 (11)0.006 (14)0.047 (12)0.047 (11)
C110.043 (4)0.033 (4)0.038 (4)0.000 (3)0.005 (3)0.010 (3)
C120.050 (5)0.040 (4)0.045 (4)0.001 (4)0.005 (4)0.013 (3)
C130.049 (4)0.044 (4)0.039 (4)0.005 (4)0.005 (3)0.016 (3)
C140.042 (4)0.053 (5)0.041 (4)0.008 (4)0.011 (3)0.023 (4)
C150.061 (5)0.044 (5)0.050 (5)0.012 (4)0.016 (4)0.012 (4)
C160.049 (5)0.040 (4)0.040 (4)0.001 (4)0.008 (3)0.002 (3)
C210.033 (3)0.040 (4)0.037 (4)0.003 (3)0.000 (3)0.007 (3)
C220.039 (4)0.037 (4)0.055 (5)0.005 (3)0.005 (3)0.018 (4)
C230.045 (5)0.047 (5)0.059 (5)0.001 (4)0.001 (4)0.006 (4)
C240.047 (5)0.057 (5)0.038 (4)0.017 (4)0.004 (4)0.001 (4)
C250.052 (5)0.069 (6)0.047 (5)0.014 (4)0.015 (4)0.018 (4)
C260.044 (4)0.043 (4)0.047 (4)0.003 (3)0.008 (3)0.013 (4)
C310.055 (5)0.036 (4)0.046 (4)0.001 (4)0.005 (4)0.018 (3)
C320.052 (5)0.046 (5)0.057 (5)0.003 (4)0.008 (4)0.010 (4)
C330.040 (4)0.061 (6)0.057 (5)0.000 (4)0.004 (4)0.017 (4)
C340.059 (5)0.046 (5)0.055 (5)0.010 (4)0.015 (4)0.018 (4)
C350.064 (6)0.045 (5)0.054 (5)0.006 (4)0.008 (4)0.010 (4)
C360.060 (5)0.033 (4)0.057 (5)0.006 (4)0.005 (4)0.015 (4)
C410.048 (4)0.044 (4)0.040 (4)0.010 (4)0.011 (3)0.011 (3)
C420.057 (5)0.050 (5)0.049 (5)0.000 (4)0.005 (4)0.014 (4)
C430.057 (5)0.055 (6)0.050 (5)0.010 (4)0.001 (4)0.012 (4)
C440.064 (6)0.045 (5)0.054 (5)0.002 (4)0.001 (4)0.007 (4)
C450.080 (7)0.061 (6)0.046 (5)0.003 (5)0.011 (5)0.010 (4)
C460.078 (7)0.053 (5)0.037 (4)0.004 (5)0.003 (4)0.008 (4)
C510.047 (4)0.060 (5)0.036 (4)0.009 (4)0.002 (3)0.021 (4)
C520.055 (5)0.057 (5)0.051 (5)0.012 (4)0.011 (4)0.019 (4)
C530.065 (6)0.063 (6)0.071 (7)0.010 (5)0.017 (5)0.030 (5)
C540.081 (8)0.121 (11)0.059 (6)0.029 (8)0.021 (6)0.050 (7)
C550.066 (7)0.123 (11)0.044 (5)0.003 (7)0.001 (5)0.024 (6)
C560.050 (5)0.090 (8)0.043 (5)0.001 (5)0.005 (4)0.014 (5)
C610.037 (4)0.046 (5)0.074 (6)0.010 (4)0.003 (4)0.027 (4)
C620.043 (5)0.050 (6)0.099 (8)0.003 (4)0.005 (5)0.020 (6)
C630.050 (6)0.053 (6)0.144 (13)0.008 (5)0.007 (7)0.031 (7)
C640.048 (6)0.100 (11)0.169 (16)0.014 (7)0.010 (8)0.086 (11)
C650.052 (6)0.116 (12)0.111 (10)0.002 (7)0.019 (6)0.064 (9)
C660.045 (5)0.076 (7)0.087 (8)0.004 (5)0.011 (5)0.039 (6)
C710.036 (4)0.045 (4)0.038 (4)0.003 (3)0.003 (3)0.012 (3)
C720.064 (6)0.047 (5)0.045 (4)0.001 (4)0.010 (4)0.016 (4)
C730.069 (7)0.070 (7)0.066 (6)0.015 (5)0.021 (5)0.022 (5)
C740.049 (5)0.080 (7)0.060 (6)0.001 (5)0.021 (4)0.017 (5)
C750.054 (5)0.057 (6)0.076 (7)0.020 (5)0.023 (5)0.017 (5)
C760.039 (4)0.049 (5)0.063 (5)0.013 (4)0.015 (4)0.012 (4)
C810.046 (4)0.031 (4)0.052 (5)0.003 (3)0.009 (4)0.013 (3)
C820.061 (5)0.050 (5)0.063 (5)0.008 (4)0.002 (4)0.037 (4)
C830.086 (8)0.088 (9)0.065 (6)0.016 (7)0.002 (6)0.048 (6)
C840.083 (7)0.072 (7)0.061 (6)0.020 (6)0.005 (5)0.037 (5)
C850.047 (5)0.054 (5)0.063 (6)0.008 (4)0.013 (4)0.019 (4)
C860.060 (5)0.038 (4)0.051 (5)0.005 (4)0.009 (4)0.022 (4)
C910.042 (4)0.038 (4)0.050 (4)0.007 (3)0.001 (3)0.023 (4)
C920.051 (5)0.057 (6)0.059 (5)0.008 (4)0.007 (4)0.017 (5)
C930.057 (6)0.076 (7)0.061 (6)0.009 (5)0.009 (5)0.023 (5)
C940.064 (6)0.068 (7)0.084 (8)0.017 (5)0.010 (6)0.033 (6)
C950.082 (8)0.060 (6)0.063 (6)0.025 (6)0.004 (6)0.014 (5)
C960.061 (5)0.041 (5)0.052 (5)0.006 (4)0.000 (4)0.010 (4)
C1010.062 (5)0.051 (5)0.033 (4)0.002 (4)0.003 (4)0.019 (4)
C1020.050 (5)0.071 (6)0.058 (5)0.008 (4)0.015 (4)0.036 (5)
C1030.070 (7)0.092 (8)0.057 (6)0.001 (6)0.019 (5)0.038 (6)
C1040.093 (8)0.085 (8)0.058 (6)0.009 (7)0.027 (6)0.040 (6)
C1050.096 (9)0.083 (8)0.052 (6)0.029 (7)0.014 (6)0.034 (6)
C1060.076 (7)0.067 (6)0.046 (5)0.018 (5)0.012 (5)0.027 (5)
C1110.054 (4)0.025 (3)0.037 (4)0.001 (3)0.013 (3)0.010 (3)
C1120.052 (5)0.039 (4)0.063 (5)0.002 (4)0.011 (4)0.025 (4)
C1130.059 (6)0.051 (6)0.076 (7)0.002 (4)0.020 (5)0.021 (5)
C1140.092 (8)0.048 (5)0.059 (6)0.003 (5)0.033 (5)0.024 (4)
C1150.092 (8)0.052 (6)0.050 (5)0.006 (5)0.005 (5)0.027 (4)
C1160.051 (5)0.039 (4)0.046 (4)0.002 (4)0.001 (4)0.014 (4)
C1210.039 (4)0.051 (5)0.040 (4)0.005 (3)0.007 (3)0.018 (4)
C1220.069 (6)0.053 (6)0.065 (6)0.009 (5)0.022 (5)0.026 (5)
C1230.076 (8)0.096 (10)0.095 (9)0.005 (7)0.042 (7)0.041 (8)
C1240.068 (7)0.133 (13)0.075 (8)0.005 (8)0.038 (6)0.038 (8)
C1250.075 (8)0.104 (11)0.067 (7)0.012 (7)0.034 (6)0.000 (7)
C1260.047 (5)0.074 (7)0.051 (5)0.013 (4)0.022 (4)0.011 (5)
C1310.044 (4)0.040 (4)0.039 (4)0.003 (3)0.008 (3)0.015 (3)
C1320.067 (6)0.038 (4)0.045 (4)0.009 (4)0.014 (4)0.010 (4)
C1330.057 (5)0.043 (5)0.053 (5)0.011 (4)0.007 (4)0.014 (4)
C1340.046 (4)0.046 (5)0.055 (5)0.005 (4)0.004 (4)0.023 (4)
C1350.047 (5)0.048 (5)0.051 (5)0.002 (4)0.004 (4)0.011 (4)
C1360.052 (5)0.032 (4)0.056 (5)0.000 (3)0.004 (4)0.015 (4)
C1410.044 (4)0.042 (4)0.039 (4)0.007 (3)0.004 (3)0.013 (3)
C1420.105 (9)0.044 (5)0.044 (5)0.003 (5)0.009 (5)0.012 (4)
C1430.078 (7)0.039 (5)0.055 (5)0.000 (5)0.005 (5)0.012 (4)
C1440.070 (7)0.057 (6)0.055 (6)0.017 (5)0.002 (5)0.006 (5)
C1450.177 (16)0.085 (9)0.050 (6)0.068 (10)0.035 (8)0.029 (6)
C1460.142 (12)0.064 (7)0.046 (5)0.034 (8)0.020 (7)0.023 (5)
C1510.040 (4)0.036 (4)0.037 (4)0.001 (3)0.004 (3)0.010 (3)
C1520.045 (4)0.034 (4)0.042 (4)0.002 (3)0.000 (3)0.011 (3)
C1530.051 (5)0.048 (5)0.040 (4)0.005 (4)0.005 (3)0.015 (4)
C1540.040 (4)0.049 (5)0.047 (4)0.003 (4)0.002 (3)0.021 (4)
C1550.060 (5)0.040 (4)0.048 (5)0.014 (4)0.008 (4)0.009 (4)
C1560.046 (4)0.040 (4)0.043 (4)0.004 (3)0.008 (3)0.003 (3)
C1610.034 (4)0.038 (4)0.039 (4)0.002 (3)0.012 (3)0.009 (3)
C1620.043 (4)0.047 (5)0.046 (4)0.004 (4)0.010 (3)0.010 (4)
C1630.045 (5)0.049 (5)0.062 (5)0.006 (4)0.017 (4)0.008 (4)
C1640.051 (5)0.056 (5)0.040 (4)0.018 (4)0.015 (4)0.003 (4)
C1650.056 (5)0.067 (6)0.040 (4)0.017 (5)0.001 (4)0.023 (4)
C1660.047 (5)0.044 (5)0.053 (5)0.004 (4)0.002 (4)0.017 (4)
C1710.029 (3)0.047 (4)0.040 (4)0.001 (3)0.005 (3)0.012 (3)
C1720.039 (4)0.069 (7)0.057 (5)0.014 (4)0.002 (4)0.003 (5)
C1730.049 (6)0.092 (10)0.096 (9)0.013 (6)0.023 (6)0.008 (8)
C1740.052 (6)0.103 (11)0.100 (10)0.010 (7)0.027 (7)0.020 (8)
C1750.056 (6)0.072 (8)0.098 (9)0.025 (6)0.008 (6)0.021 (7)
C1760.049 (5)0.053 (5)0.066 (6)0.006 (4)0.012 (4)0.016 (5)
C1810.050 (4)0.027 (3)0.040 (4)0.004 (3)0.002 (3)0.015 (3)
C1820.060 (5)0.034 (4)0.058 (5)0.008 (4)0.006 (4)0.022 (4)
C1830.097 (8)0.050 (5)0.043 (5)0.004 (5)0.006 (5)0.024 (4)
C1840.063 (6)0.048 (5)0.062 (6)0.009 (4)0.011 (5)0.024 (4)
C1850.056 (5)0.050 (5)0.072 (6)0.007 (4)0.002 (5)0.024 (5)
C1860.040 (4)0.044 (5)0.056 (5)0.005 (3)0.000 (4)0.019 (4)
C1910.063 (5)0.050 (5)0.034 (4)0.010 (4)0.000 (4)0.017 (4)
C1920.070 (7)0.108 (10)0.057 (6)0.017 (7)0.004 (5)0.045 (6)
C1930.094 (9)0.123 (11)0.056 (6)0.036 (8)0.013 (6)0.059 (7)
C1940.099 (9)0.074 (8)0.058 (6)0.007 (7)0.021 (6)0.036 (6)
C1950.077 (8)0.103 (10)0.078 (8)0.028 (7)0.001 (6)0.055 (8)
C1960.056 (6)0.104 (10)0.075 (7)0.025 (6)0.012 (5)0.050 (7)
C2010.045 (4)0.041 (4)0.047 (4)0.009 (3)0.013 (3)0.018 (3)
C2020.063 (6)0.051 (6)0.066 (6)0.008 (5)0.008 (5)0.012 (5)
C2030.082 (8)0.066 (7)0.097 (9)0.027 (6)0.024 (7)0.024 (7)
C2040.077 (8)0.090 (10)0.147 (14)0.042 (8)0.033 (9)0.073 (10)
C2050.067 (7)0.068 (8)0.121 (11)0.004 (6)0.025 (7)0.047 (8)
C2060.041 (5)0.057 (6)0.087 (7)0.009 (4)0.003 (5)0.027 (5)
C2110.046 (4)0.037 (4)0.051 (4)0.000 (3)0.001 (4)0.020 (4)
C2120.049 (5)0.035 (4)0.060 (5)0.003 (3)0.003 (4)0.016 (4)
C2130.065 (6)0.051 (6)0.063 (6)0.019 (5)0.002 (5)0.011 (5)
C2140.086 (8)0.056 (6)0.070 (7)0.029 (6)0.001 (6)0.023 (5)
C2150.123 (11)0.066 (7)0.066 (7)0.018 (7)0.007 (7)0.036 (6)
C2160.078 (7)0.054 (6)0.069 (6)0.014 (5)0.016 (5)0.038 (5)
C2210.029 (3)0.040 (4)0.034 (3)0.007 (3)0.008 (3)0.012 (3)
C2220.037 (4)0.047 (5)0.065 (5)0.004 (4)0.003 (4)0.015 (4)
C2230.043 (5)0.055 (6)0.064 (6)0.009 (4)0.003 (4)0.008 (5)
C2240.043 (5)0.071 (7)0.069 (6)0.006 (5)0.007 (4)0.014 (5)
C2250.081 (8)0.047 (6)0.119 (10)0.018 (6)0.041 (8)0.028 (6)
C2260.058 (6)0.041 (5)0.079 (7)0.005 (4)0.023 (5)0.022 (5)
C2310.045 (4)0.043 (5)0.072 (6)0.010 (4)0.025 (4)0.019 (4)
C2320.046 (5)0.070 (7)0.082 (7)0.018 (5)0.021 (5)0.031 (6)
C2330.055 (6)0.108 (11)0.127 (12)0.025 (7)0.026 (7)0.074 (10)
C2340.082 (9)0.074 (9)0.156 (15)0.037 (7)0.063 (10)0.062 (10)
C2350.082 (9)0.049 (6)0.144 (13)0.018 (6)0.069 (9)0.032 (7)
C2360.062 (6)0.051 (6)0.098 (8)0.006 (5)0.041 (6)0.020 (6)
C2410.044 (4)0.057 (5)0.037 (4)0.010 (4)0.003 (3)0.014 (4)
C2420.062 (6)0.099 (9)0.044 (5)0.003 (6)0.023 (4)0.017 (5)
C2430.071 (7)0.144 (13)0.043 (5)0.008 (8)0.012 (5)0.032 (7)
C2440.067 (7)0.115 (11)0.064 (7)0.010 (7)0.008 (5)0.054 (7)
C2450.064 (6)0.059 (6)0.070 (6)0.003 (5)0.004 (5)0.037 (5)
C2460.066 (6)0.052 (5)0.055 (5)0.003 (5)0.005 (4)0.025 (4)
Geometric parameters (Å, º) top
Sn1—O11.993 (4)C92—H920.9300
Sn1—O112.071 (5)C92—C931.372 (14)
Sn1—O212.293 (6)C93—H930.9300
Sn1—C512.087 (9)C93—C941.395 (15)
Sn1—C612.127 (8)C94—H940.9300
Sn2—O12.049 (5)C94—C951.369 (17)
Sn2—O22.112 (5)C95—H950.9300
Sn2—O212.243 (6)C95—C961.395 (14)
Sn2—C712.090 (8)C96—H960.9300
Sn2—C812.113 (8)C101—C1021.409 (14)
Sn3—O21.995 (4)C101—C1061.394 (13)
Sn3—O312.095 (6)C102—H1020.9300
Sn3—O412.268 (6)C102—C1031.409 (13)
Sn3—C912.103 (8)C103—H1030.9300
Sn3—C1012.096 (9)C103—C1041.366 (16)
Sn4—O12.098 (5)C104—H1040.9300
Sn4—O22.029 (6)C104—C1051.380 (17)
Sn4—O412.305 (6)C105—H1050.9300
Sn4—C1112.102 (7)C105—C1061.381 (15)
Sn4—C1212.112 (8)C106—H1060.9300
Sn5—O32.011 (5)C111—C1121.408 (12)
Sn5—O1312.099 (5)C111—C1161.398 (11)
Sn5—O1412.303 (6)C112—H1120.9300
Sn5—C1912.101 (8)C112—C1131.377 (13)
Sn5—C2012.094 (8)C113—H1130.9300
Sn6—O32.031 (5)C113—C1141.388 (16)
Sn6—O42.089 (5)C114—H1140.9300
Sn6—O1412.266 (6)C114—C1151.367 (16)
Sn6—C1712.117 (7)C115—H1150.9300
Sn6—C1812.125 (7)C115—C1161.407 (13)
Sn7—O42.011 (5)C116—H1160.9300
Sn7—O1512.081 (5)C121—C1221.378 (13)
Sn7—O1612.290 (6)C121—C1261.406 (13)
Sn7—C2312.106 (9)C122—H1220.9300
Sn7—C2412.074 (8)C122—C1231.389 (15)
Sn8—O32.103 (5)C123—H1230.9300
Sn8—O42.040 (5)C123—C1241.370 (19)
Sn8—O1612.243 (5)C124—H1240.9300
Sn8—C2112.130 (8)C124—C1251.35 (2)
Sn8—C2212.095 (7)C125—H1250.9300
Cl1—C11.708 (11)C125—C1261.377 (15)
Cl2—C11.746 (10)C126—H1260.9300
Cl3—C11.759 (11)C131—C1321.427 (11)
Cl11—C21.741 (10)C131—C1361.412 (12)
Cl12—C21.745 (12)C132—H1320.9300
Cl13—C21.723 (11)C132—C1331.380 (12)
Cl21—C31.71 (2)C133—H1330.9300
Cl22—C31.75 (2)C133—C1341.394 (14)
Cl23—C31.699 (16)C134—C1351.401 (12)
O11—C111.328 (10)C135—H1350.9300
O18—N171.231 (11)C135—C1361.386 (13)
O19—N171.228 (11)C136—H1360.9300
O21—C211.360 (10)C141—C1421.376 (13)
O28—N271.215 (14)C141—C1461.375 (13)
O29—N271.244 (13)C142—H1420.9300
O31—C311.317 (11)C142—C1431.391 (13)
O38—N371.225 (12)C143—H1430.9300
O39—N371.221 (13)C143—C1441.358 (14)
O41—C411.364 (10)C144—C1451.357 (17)
O48—N471.227 (13)C145—H1450.9300
O49—N471.219 (13)C145—C1461.403 (15)
O131—C1311.318 (10)C146—H1460.9300
O138—N1371.214 (12)C151—C1521.404 (12)
O139—N1371.240 (12)C151—C1561.424 (10)
O141—C1411.356 (10)C152—H1520.9300
O148—N1471.215 (13)C152—C1531.363 (12)
O149—N1471.228 (14)C153—H1530.9300
O151—C1511.322 (10)C153—C1541.379 (12)
O158—N1571.231 (11)C154—C1551.385 (13)
O159—N1571.222 (10)C155—H1550.9300
O161—C1611.356 (9)C155—C1561.372 (13)
O168—N1671.226 (14)C156—H1560.9300
O169—N1671.240 (13)C161—C1621.395 (12)
N17—C141.462 (11)C161—C1661.401 (12)
N27—C241.447 (12)C162—H1620.9300
N37—C341.448 (13)C162—C1631.386 (12)
N47—C441.459 (13)C163—H1630.9300
N137—C1341.437 (12)C163—C1641.381 (14)
N147—C1441.469 (12)C164—C1651.389 (14)
N157—C1541.455 (11)C165—H1650.9300
N167—C1641.465 (11)C165—C1661.391 (12)
C1—H10.9800C166—H1660.9300
C2—H20.9800C171—C1721.402 (12)
C3—H30.9800C171—C1761.379 (13)
C11—C121.392 (11)C172—H1720.9300
C11—C161.419 (11)C172—C1731.389 (15)
C12—H120.9300C173—H1730.9300
C12—C131.379 (12)C173—C1741.388 (19)
C13—H130.9300C174—H1740.9300
C13—C141.374 (12)C174—C1751.333 (18)
C14—C151.397 (13)C175—H1750.9300
C15—H150.9300C175—C1761.393 (13)
C15—C161.376 (13)C176—H1760.9300
C16—H160.9300C181—C1821.387 (12)
C21—C221.407 (11)C181—C1861.408 (12)
C21—C261.395 (12)C182—H1820.9300
C22—H220.9300C182—C1831.407 (12)
C22—C231.394 (13)C183—H1830.9300
C23—H230.9300C183—C1841.377 (16)
C23—C241.389 (15)C184—H1840.9300
C24—C251.386 (14)C184—C1851.384 (15)
C25—H250.9300C185—H1850.9300
C25—C261.385 (13)C185—C1861.390 (12)
C26—H260.9300C186—H1860.9300
C31—C321.402 (12)C191—C1921.383 (13)
C31—C361.430 (12)C191—C1961.391 (14)
C32—H320.9300C192—H1920.9300
C32—C331.410 (13)C192—C1931.381 (16)
C33—H330.9300C193—H1930.9300
C33—C341.383 (13)C193—C1941.366 (19)
C34—C351.380 (14)C194—H1940.9300
C35—H350.9300C194—C1951.351 (18)
C35—C361.386 (13)C195—H1950.9300
C36—H360.9300C195—C1961.385 (14)
C41—C421.401 (12)C196—H1960.9300
C41—C461.394 (12)C201—C2021.398 (13)
C42—H420.9300C201—C2061.406 (13)
C42—C431.393 (13)C202—H2020.9300
C43—H430.9300C202—C2031.401 (16)
C43—C441.389 (13)C203—H2030.9300
C44—C451.383 (15)C203—C2041.37 (2)
C45—H450.9300C204—H2040.9300
C45—C461.368 (14)C204—C2051.38 (2)
C46—H460.9300C205—H2050.9300
C51—C521.403 (13)C205—C2061.362 (15)
C51—C561.406 (12)C206—H2060.9300
C52—H520.9300C211—C2121.394 (13)
C52—C531.400 (14)C211—C2161.385 (13)
C53—H530.9300C212—H2120.9300
C53—C541.368 (17)C212—C2131.390 (13)
C54—H540.9300C213—H2130.9300
C54—C551.376 (18)C213—C2141.341 (16)
C55—H550.9300C214—H2140.9300
C55—C561.392 (15)C214—C2151.403 (19)
C56—H560.9300C215—H2150.9300
C61—C621.385 (14)C215—C2161.390 (15)
C61—C661.390 (15)C216—H2160.9300
C62—H620.9300C221—C2221.388 (11)
C62—C631.373 (16)C221—C2261.383 (12)
C63—H630.9300C222—H2220.9300
C63—C641.37 (2)C222—C2231.375 (12)
C64—H640.9300C223—H2230.9300
C64—C651.43 (2)C223—C2241.357 (15)
C65—H650.9300C224—H2240.9300
C65—C661.394 (16)C224—C2251.358 (15)
C66—H660.9300C225—H2250.9300
C71—C721.395 (12)C225—C2261.374 (13)
C71—C761.383 (12)C226—H2260.9300
C72—H720.9300C231—C2321.375 (15)
C72—C731.408 (14)C231—C2361.409 (14)
C73—H730.9300C232—H2320.9300
C73—C741.376 (16)C232—C2331.404 (15)
C74—H740.9300C233—H2330.9300
C74—C751.373 (15)C233—C2341.40 (2)
C75—H750.9300C234—H2340.9300
C75—C761.407 (14)C234—C2351.37 (2)
C76—H760.9300C235—H2350.9300
C81—C821.411 (12)C235—C2361.367 (17)
C81—C861.382 (12)C236—H2360.9300
C82—H820.9300C241—C2421.406 (13)
C82—C831.398 (14)C241—C2461.414 (14)
C83—H830.9300C242—H2420.9300
C83—C841.391 (16)C242—C2431.389 (16)
C84—H840.9300C243—H2430.9300
C84—C851.362 (14)C243—C2441.349 (19)
C85—H850.9300C244—H2440.9300
C85—C861.385 (12)C244—C2451.372 (17)
C86—H860.9300C245—H2450.9300
C91—C921.407 (14)C245—C2461.392 (13)
C91—C961.396 (12)C246—H2460.9300
O1—Sn1—O1179.7 (2)C81—C86—C85121.2 (9)
O1—Sn1—O2171.0 (2)C81—C86—H86119.4
O1—Sn1—C51112.9 (3)C85—C86—H86119.4
O1—Sn1—C61115.4 (3)C92—C91—Sn3116.6 (6)
O11—Sn1—O21150.6 (2)C96—C91—Sn3123.2 (7)
O11—Sn1—C51102.1 (3)C96—C91—C92120.3 (8)
O11—Sn1—C61100.1 (3)C91—C92—H92120.4
C51—Sn1—O2191.7 (3)C93—C92—C91119.2 (9)
C51—Sn1—C61129.5 (4)C93—C92—H92120.4
C61—Sn1—O2190.5 (3)C92—C93—H93119.6
O1—Sn2—O272.52 (19)C92—C93—C94120.8 (11)
O1—Sn2—O2171.1 (2)C94—C93—H93119.6
O1—Sn2—C71113.0 (3)C93—C94—H94120.0
O1—Sn2—C81105.7 (3)C95—C94—C93119.9 (10)
O2—Sn2—O21143.2 (2)C95—C94—H94120.0
O2—Sn2—C8199.3 (3)C94—C95—H95119.6
C71—Sn2—O297.5 (3)C94—C95—C96120.8 (10)
C71—Sn2—O2191.1 (3)C96—C95—H95119.6
C71—Sn2—C81140.9 (3)C91—C96—H96120.5
C81—Sn2—O2196.1 (3)C95—C96—C91118.9 (10)
O2—Sn3—O3179.0 (2)C95—C96—H96120.5
O2—Sn3—O4171.3 (2)C102—C101—Sn3119.8 (6)
O2—Sn3—C91113.9 (3)C106—C101—Sn3121.8 (8)
O2—Sn3—C101111.7 (3)C106—C101—C102118.0 (9)
O31—Sn3—O41150.3 (2)C101—C102—H102120.2
O31—Sn3—C9196.1 (3)C103—C102—C101119.5 (9)
C91—Sn3—O4194.0 (3)C103—C102—H102120.2
C101—Sn3—O3198.0 (3)C102—C103—H103119.6
C101—Sn3—O4194.8 (3)C104—C103—C102120.8 (11)
C101—Sn3—C91134.0 (3)C104—C103—H103119.6
O1—Sn4—O41143.2 (2)C103—C104—H104120.1
O1—Sn4—C111102.0 (2)C103—C104—C105119.8 (10)
O1—Sn4—C121101.0 (3)C105—C104—H104120.1
O2—Sn4—O173.19 (19)C104—C105—H105119.8
O2—Sn4—O4170.0 (2)C104—C105—C106120.5 (11)
O2—Sn4—C111111.7 (3)C106—C105—H105119.8
O2—Sn4—C121112.4 (3)C101—C106—H106119.4
C111—Sn4—O4192.3 (3)C105—C106—C101121.3 (11)
C111—Sn4—C121134.4 (3)C105—C106—H106119.4
C121—Sn4—O4192.2 (3)C112—C111—Sn4118.4 (6)
O3—Sn5—O13179.8 (2)C116—C111—Sn4123.7 (6)
O3—Sn5—O14170.83 (19)C116—C111—C112117.9 (8)
O3—Sn5—C191110.1 (3)C111—C112—H112119.1
O3—Sn5—C201113.8 (3)C113—C112—C111121.7 (9)
O131—Sn5—O141150.4 (2)C113—C112—H112119.1
O131—Sn5—C19198.5 (3)C112—C113—H113120.7
C191—Sn5—O14194.6 (3)C112—C113—C114118.6 (10)
C201—Sn5—O13197.7 (3)C114—C113—H113120.7
C201—Sn5—O14191.4 (3)C113—C114—H114119.0
C201—Sn5—C191135.2 (4)C115—C114—C113122.1 (9)
O3—Sn6—O472.3 (2)C115—C114—H114119.0
O3—Sn6—O14171.3 (2)C114—C115—H115120.5
O3—Sn6—C171113.7 (3)C114—C115—C116119.0 (10)
O3—Sn6—C181111.1 (3)C116—C115—H115120.5
O4—Sn6—O141143.5 (2)C111—C116—C115120.6 (9)
O4—Sn6—C171100.0 (3)C111—C116—H116119.7
O4—Sn6—C181101.4 (3)C115—C116—H116119.7
C171—Sn6—O14192.8 (3)C122—C121—Sn4118.5 (7)
C171—Sn6—C181134.4 (3)C122—C121—C126120.4 (9)
C181—Sn6—O14193.3 (3)C126—C121—Sn4120.9 (7)
O4—Sn7—O15179.3 (2)C121—C122—H122120.6
O4—Sn7—O16171.32 (19)C121—C122—C123118.8 (11)
O4—Sn7—C231116.1 (3)C123—C122—H122120.6
O4—Sn7—C241113.7 (3)C122—C123—H123119.4
O151—Sn7—O161150.5 (2)C124—C123—C122121.2 (12)
O151—Sn7—C231100.3 (3)C124—C123—H123119.4
C231—Sn7—O16190.5 (3)C123—C124—H124120.4
C241—Sn7—O151102.3 (3)C125—C124—C123119.2 (11)
C241—Sn7—O16191.9 (3)C125—C124—H124120.4
C241—Sn7—C231128.1 (4)C124—C125—H125118.8
O3—Sn8—O161143.2 (2)C124—C125—C126122.5 (12)
O3—Sn8—C21199.1 (3)C126—C125—H125118.8
O4—Sn8—O371.8 (2)C121—C126—H126121.0
O4—Sn8—O16171.8 (2)C125—C126—C121117.9 (11)
O4—Sn8—C211107.2 (3)C125—C126—H126121.0
O4—Sn8—C221114.5 (3)O131—C131—C132118.4 (8)
C211—Sn8—O16196.6 (3)O131—C131—C136124.3 (8)
C221—Sn8—O398.0 (2)C136—C131—C132117.3 (8)
C221—Sn8—O16192.1 (2)C131—C132—H132118.9
C221—Sn8—C211138.0 (3)C133—C132—C131122.1 (9)
Sn1—O1—Sn2118.0 (2)C133—C132—H132118.9
Sn1—O1—Sn4135.0 (3)C132—C133—H133121.0
Sn2—O1—Sn4107.0 (2)C132—C133—C134118.1 (8)
Sn3—O2—Sn2132.8 (3)C134—C133—H133121.0
Sn3—O2—Sn4119.5 (3)C133—C134—N137118.6 (8)
Sn4—O2—Sn2107.2 (2)C133—C134—C135122.3 (9)
Sn5—O3—Sn6118.7 (2)C135—C134—N137119.1 (9)
Sn5—O3—Sn8133.2 (2)C134—C135—H135120.7
Sn6—O3—Sn8107.8 (2)C136—C135—C134118.6 (9)
Sn7—O4—Sn6134.7 (3)C136—C135—H135120.7
Sn7—O4—Sn8117.3 (2)C131—C136—H136119.3
Sn8—O4—Sn6108.1 (2)C135—C136—C131121.5 (8)
C11—O11—Sn1127.7 (5)C135—C136—H136119.3
Sn2—O21—Sn199.6 (2)O141—C141—C142121.6 (8)
C21—O21—Sn1130.2 (5)O141—C141—C146120.5 (8)
C21—O21—Sn2125.2 (5)C146—C141—C142117.9 (9)
C31—O31—Sn3132.6 (5)C141—C142—H142119.0
Sn3—O41—Sn499.0 (2)C141—C142—C143122.0 (9)
C41—O41—Sn3132.0 (5)C143—C142—H142119.0
C41—O41—Sn4129.0 (5)C142—C143—H143120.8
C131—O131—Sn5132.9 (5)C144—C143—C142118.5 (10)
Sn6—O141—Sn599.1 (2)C144—C143—H143120.8
C141—O141—Sn5134.5 (5)C143—C144—N147118.8 (11)
C141—O141—Sn6126.0 (5)C143—C144—C145121.6 (10)
C151—O151—Sn7127.8 (5)C145—C144—N147119.5 (10)
Sn8—O161—Sn799.5 (2)C144—C145—H145120.4
C161—O161—Sn7131.3 (5)C144—C145—C146119.3 (10)
C161—O161—Sn8125.2 (5)C146—C145—H145120.4
O18—N17—C14118.4 (8)C141—C146—C145120.7 (11)
O19—N17—O18122.8 (8)C141—C146—H146119.7
O19—N17—C14118.8 (8)C145—C146—H146119.7
O28—N27—O29121.9 (10)O151—C151—C152125.1 (7)
O28—N27—C24118.7 (11)O151—C151—C156117.7 (7)
O29—N27—C24119.3 (11)C152—C151—C156117.1 (8)
O38—N37—C34118.5 (10)C151—C152—H152118.9
O39—N37—O38122.2 (10)C153—C152—C151122.1 (8)
O39—N37—C34119.3 (10)C153—C152—H152118.9
O48—N47—C44119.0 (9)C152—C153—H153120.5
O49—N47—O48125.2 (10)C152—C153—C154119.0 (9)
O49—N47—C44115.8 (10)C154—C153—H153120.5
O138—N137—O139121.7 (10)C153—C154—N157119.7 (8)
O138—N137—C134120.0 (10)C153—C154—C155121.7 (9)
O139—N137—C134118.2 (9)C155—C154—N157118.5 (8)
O148—N147—O149123.1 (10)C154—C155—H155120.4
O148—N147—C144119.6 (10)C156—C155—C154119.3 (8)
O149—N147—C144117.3 (11)C156—C155—H155120.4
O158—N157—C154118.4 (8)C151—C156—H156119.6
O159—N157—O158122.7 (8)C155—C156—C151120.8 (8)
O159—N157—C154118.9 (8)C155—C156—H156119.6
O168—N167—O169123.4 (9)O161—C161—C162119.7 (7)
O168—N167—C164117.2 (10)O161—C161—C166121.7 (7)
O169—N167—C164119.3 (10)C162—C161—C166118.6 (8)
Cl1—C1—Cl2112.6 (6)C161—C162—H162119.4
Cl1—C1—Cl3111.2 (6)C163—C162—C161121.2 (9)
Cl1—C1—H1108.0C163—C162—H162119.4
Cl2—C1—Cl3108.9 (6)C162—C163—H163120.8
Cl2—C1—H1108.0C164—C163—C162118.4 (9)
Cl3—C1—H1108.0C164—C163—H163120.8
Cl11—C2—Cl12109.5 (6)C163—C164—N167117.9 (10)
Cl11—C2—H2107.8C163—C164—C165122.6 (8)
Cl12—C2—H2107.8C165—C164—N167119.5 (10)
Cl13—C2—Cl11112.0 (6)C164—C165—H165121.1
Cl13—C2—Cl12111.7 (7)C164—C165—C166117.9 (9)
Cl13—C2—H2107.8C166—C165—H165121.1
Cl21—C3—Cl22110.8 (10)C161—C166—H166119.4
Cl21—C3—H3106.7C165—C166—C161121.2 (9)
Cl22—C3—H3106.7C165—C166—H166119.4
Cl23—C3—Cl21114.2 (13)C172—C171—Sn6121.2 (7)
Cl23—C3—Cl22111.3 (11)C176—C171—Sn6118.6 (6)
Cl23—C3—H3106.7C176—C171—C172120.0 (8)
O11—C11—C12123.7 (7)C171—C172—H172120.9
O11—C11—C16117.3 (7)C173—C172—C171118.3 (11)
C12—C11—C16119.0 (8)C173—C172—H172120.9
C11—C12—H12119.3C172—C173—H173119.5
C13—C12—C11121.4 (8)C174—C173—C172121.0 (11)
C13—C12—H12119.3C174—C173—H173119.5
C12—C13—H13120.7C173—C174—H174120.1
C14—C13—C12118.6 (8)C175—C174—C173119.8 (10)
C14—C13—H13120.7C175—C174—H174120.1
C13—C14—N17119.7 (8)C174—C175—H175119.3
C13—C14—C15122.2 (8)C174—C175—C176121.4 (12)
C15—C14—N17118.1 (8)C176—C175—H175119.3
C14—C15—H15120.5C171—C176—C175119.6 (10)
C16—C15—C14119.0 (8)C171—C176—H176120.2
C16—C15—H15120.5C175—C176—H176120.2
C11—C16—H16120.1C182—C181—Sn6122.4 (7)
C15—C16—C11119.8 (8)C182—C181—C186120.3 (8)
C15—C16—H16120.1C186—C181—Sn6117.3 (6)
O21—C21—C22118.8 (8)C181—C182—H182120.7
O21—C21—C26122.2 (8)C181—C182—C183118.5 (9)
C26—C21—C22118.9 (8)C183—C182—H182120.7
C21—C22—H22119.7C182—C183—H183119.6
C23—C22—C21120.6 (9)C184—C183—C182120.9 (10)
C23—C22—H22119.7C184—C183—H183119.6
C22—C23—H23120.9C183—C184—H184119.6
C24—C23—C22118.2 (9)C183—C184—C185120.8 (9)
C24—C23—H23120.9C185—C184—H184119.6
C23—C24—N27117.9 (10)C184—C185—H185120.4
C25—C24—N27119.2 (10)C184—C185—C186119.3 (10)
C25—C24—C23122.8 (9)C186—C185—H185120.4
C24—C25—H25121.0C181—C186—H186119.9
C26—C25—C24118.0 (9)C185—C186—C181120.2 (9)
C26—C25—H25121.0C185—C186—H186119.9
C21—C26—H26119.3C192—C191—Sn5124.4 (8)
C25—C26—C21121.5 (9)C192—C191—C196116.4 (10)
C25—C26—H26119.3C196—C191—Sn5119.0 (7)
O31—C31—C32123.5 (8)C191—C192—H192119.3
O31—C31—C36118.7 (8)C193—C192—C191121.4 (12)
C32—C31—C36117.8 (9)C193—C192—H192119.3
C31—C32—H32119.7C192—C193—H193120.0
C31—C32—C33120.6 (9)C194—C193—C192120.1 (11)
C33—C32—H32119.7C194—C193—H193120.0
C32—C33—H33120.5C193—C194—H194119.7
C34—C33—C32119.0 (9)C195—C194—C193120.6 (10)
C34—C33—H33120.5C195—C194—H194119.7
C33—C34—N37117.9 (9)C194—C195—H195120.4
C35—C34—N37119.7 (9)C194—C195—C196119.1 (13)
C35—C34—C33122.5 (9)C196—C195—H195120.4
C34—C35—H35120.7C191—C196—H196118.8
C34—C35—C36118.7 (9)C195—C196—C191122.3 (12)
C36—C35—H35120.7C195—C196—H196118.8
C31—C36—H36119.3C202—C201—Sn5121.3 (7)
C35—C36—C31121.4 (9)C202—C201—C206120.7 (9)
C35—C36—H36119.3C206—C201—Sn5118.0 (7)
O41—C41—C42121.0 (8)C201—C202—H202121.1
O41—C41—C46120.1 (8)C201—C202—C203117.9 (11)
C46—C41—C42118.9 (8)C203—C202—H202121.1
C41—C42—H42119.7C202—C203—H203119.5
C43—C42—C41120.6 (8)C204—C203—C202121.0 (12)
C43—C42—H42119.7C204—C203—H203119.5
C42—C43—H43120.5C203—C204—H204120.0
C44—C43—C42118.9 (9)C203—C204—C205120.0 (12)
C44—C43—H43120.5C205—C204—H204120.0
C43—C44—N47118.3 (10)C204—C205—H205119.4
C45—C44—N47121.3 (9)C206—C205—C204121.2 (12)
C45—C44—C43120.4 (9)C206—C205—H205119.4
C44—C45—H45119.6C201—C206—H206120.4
C46—C45—C44120.7 (9)C205—C206—C201119.2 (11)
C46—C45—H45119.6C205—C206—H206120.4
C41—C46—H46119.8C212—C211—Sn8116.9 (6)
C45—C46—C41120.3 (10)C216—C211—Sn8122.4 (7)
C45—C46—H46119.8C216—C211—C212119.4 (9)
C52—C51—Sn1118.8 (6)C211—C212—H212120.2
C52—C51—C56118.5 (9)C213—C212—C211119.5 (10)
C56—C51—Sn1122.6 (8)C213—C212—H212120.2
C51—C52—H52119.7C212—C213—H213119.2
C53—C52—C51120.6 (9)C214—C213—C212121.6 (11)
C53—C52—H52119.7C214—C213—H213119.2
C52—C53—H53120.1C213—C214—H214120.2
C54—C53—C52119.9 (11)C213—C214—C215119.7 (10)
C54—C53—H53120.1C215—C214—H214120.2
C53—C54—H54119.8C214—C215—H215120.1
C53—C54—C55120.5 (11)C216—C215—C214119.9 (12)
C55—C54—H54119.8C216—C215—H215120.1
C54—C55—H55119.5C211—C216—C215119.9 (12)
C54—C55—C56121.0 (11)C211—C216—H216120.1
C56—C55—H55119.5C215—C216—H216120.1
C51—C56—H56120.2C222—C221—Sn8124.0 (6)
C55—C56—C51119.6 (11)C226—C221—Sn8117.9 (6)
C55—C56—H56120.2C226—C221—C222117.8 (8)
C62—C61—Sn1121.5 (8)C221—C222—H222119.2
C62—C61—C66120.1 (10)C223—C222—C221121.7 (9)
C66—C61—Sn1118.2 (7)C223—C222—H222119.2
C61—C62—H62119.7C222—C223—H223120.4
C63—C62—C61120.6 (13)C224—C223—C222119.3 (9)
C63—C62—H62119.7C224—C223—H223120.4
C62—C63—H63119.6C223—C224—H224120.0
C64—C63—C62120.7 (13)C223—C224—C225120.1 (9)
C64—C63—H63119.6C225—C224—H224120.0
C63—C64—H64120.0C224—C225—H225119.2
C63—C64—C65119.9 (12)C224—C225—C226121.5 (10)
C65—C64—H64120.0C226—C225—H225119.2
C64—C65—H65120.7C221—C226—H226120.2
C66—C65—C64118.6 (14)C225—C226—C221119.6 (9)
C66—C65—H65120.7C225—C226—H226120.2
C61—C66—C65120.0 (12)C232—C231—Sn7119.5 (8)
C61—C66—H66120.0C232—C231—C236118.5 (10)
C65—C66—H66120.0C236—C231—Sn7121.8 (8)
C72—C71—Sn2116.1 (7)C231—C232—H232119.6
C76—C71—Sn2124.6 (7)C231—C232—C233120.7 (12)
C76—C71—C72119.3 (9)C233—C232—H232119.6
C71—C72—H72120.2C232—C233—H233120.5
C71—C72—C73119.6 (10)C232—C233—C234119.0 (14)
C73—C72—H72120.2C234—C233—H233120.5
C72—C73—H73120.0C233—C234—H234119.9
C74—C73—C72120.0 (10)C235—C234—C233120.1 (12)
C74—C73—H73120.0C235—C234—H234119.9
C73—C74—H74119.4C234—C235—H235119.7
C75—C74—C73121.1 (10)C234—C235—C236120.6 (13)
C75—C74—H74119.4C236—C235—H235119.7
C74—C75—H75120.5C231—C236—H236119.5
C74—C75—C76119.0 (9)C235—C236—C231121.0 (13)
C76—C75—H75120.5C235—C236—H236119.5
C71—C76—C75121.0 (9)C242—C241—Sn7122.4 (8)
C71—C76—H76119.5C242—C241—C246118.0 (9)
C75—C76—H76119.5C246—C241—Sn7119.4 (6)
C82—C81—Sn2121.8 (6)C241—C242—H242120.1
C86—C81—Sn2119.0 (6)C243—C242—C241119.7 (12)
C86—C81—C82118.0 (8)C243—C242—H242120.1
C81—C82—H82119.9C242—C243—H243119.0
C83—C82—C81120.2 (9)C244—C243—C242121.9 (11)
C83—C82—H82119.9C244—C243—H243119.0
C82—C83—H83120.1C243—C244—H244120.2
C84—C83—C82119.8 (10)C243—C244—C245119.6 (10)
C84—C83—H83120.1C245—C244—H244120.2
C83—C84—H84120.1C244—C245—H245119.4
C85—C84—C83119.8 (10)C244—C245—C246121.2 (11)
C85—C84—H84120.1C246—C245—H245119.4
C84—C85—H85119.6C241—C246—H246120.2
C84—C85—C86120.8 (9)C245—C246—C241119.6 (10)
C86—C85—H85119.6C245—C246—H246120.2
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C82—H82···O310.932.353.144 (13)143
C116—H116···O110.932.553.289 (11)137
C182—H182···O1510.932.523.259 (12)137
C216—H216···O1310.932.373.161 (13)143
C3—H3···O148i0.982.443.27 (2)143
C16—H16···O138ii0.932.603.301 (13)133
C22—H22···O159i0.932.473.388 (11)168
C84—H84···O39i0.932.553.264 (16)134
C94—H94···O138iii0.932.573.470 (16)162
C96—H96···O49iv0.932.533.305 (14)142
C156—H156···O380.932.533.271 (13)136
C162—H162···O19v0.932.433.343 (12)168
C202—H202···O149vi0.932.533.293 (16)139
Symmetry codes: (i) x1, y, z; (ii) x, y+1, z; (iii) x+1, y+1, z; (iv) x+2, y+2, z; (v) x+1, y1, z; (vi) x+2, y+1, z.
 

Acknowledgements

The author thanks the Ward Group for their support in funding this work.

References

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