(2,2′-Bipyridine)bis­(tri-tert-butoxy­silane­thiol­ato-κS)lead(II) and (4,7-diphenyl-1,10-phenanthroline-κ²N,N′)bis­(tri-tert-butoxy­silane­thiol­ato-κS)lead(II) benzene hemisolvate

In the title mononuclear lead silanethiol­ates, [Pb(C₁₂H₂₇O₃SSi)₂(C₁₀H₈N₂)], (I), and [Pb(C₁₂H₂₇O₃SSi)₂(C₂₄H₁₆N₂)]·0.5C₆H₆, (II), the Pb atom shows a distorted square-pyramidal coordination with a PbON₂S₂ core in which one S atom lies in an axial position. Inter­molecular π–π and C—H...π inter­actions stabilize the structures. The benzene solvent mol­ecule in (II) lies on an inversion centre.

S1. Comment

The present study is a continuation of our investigation of silanethiolate complexes of various metals (see, for example, Kloskowska et al., 2006). The compounds often show interesting structural features and are potential precursors for the generation of structurized metal sulfides (Tran et al., 2000). Only three structures containing an Si–S–Pb sequence can be found in the Cambrigde Structural Database (CSD; Version 5.28, May 2007 update; Allen, 2002). The dimeric lead tri-tert-butoxysilanetiolate, in the form of the diglyme solvate, was obtained by reaction of silanethiol with PbO (Wojnowski et al., 1986). Another complex, Pb{SSi(OC₄H₉)₃}₂N₂C₁₂H₈, (ortho-phenanthroline)bis(tri-tert-butoxysilanethiolato)lead(II), mononuclear and heteroleptic, was obtained about ten years later by incorporation of a chelating N-ligand (Peters et al., 1997). Finally, a metallorganic compound, namely a plumbolane (2,2,3,3-tetramethyl-5,5-diphenyl-1,4,2,3,5-dithiadisilaplumbolane), was reported (Herzog & Rheinwald, 2002). Several attempts to obtain and characterize heteroleptic silanethiolates with PPh₃ or simple heteroaromatic nitrogen bases as additional ligands have failed so far. Here, we present the syntheses and structures of two mononuclear complexes, namely (2,2'-bipyridine)bis(tri-tert-butoxysilanethiolato)lead(II), (I), and (4,7-diphenyl-1,10-phenanthroline)bis(tri-tert-butoxysilanethiolato)lead(II) benzene hemisolvate, (II). To our knowledge, no lead complexes with this latter heterocyclic ligand have been structurally characterized by X-ray diffraction to date.

Both compounds show a distorted square-pyramidal coordination of the Pb atoms. The impact of the `inert pair effect' on the structure is clearly manifested. The base plane contains N, N, S and O atoms, whereas the second S atom, found in the apical position, belongs to the O,S-chelating tri-tert-butoxysilanethiolate ligand. A widening of the valence angles at the S atoms by ca 4° in the silanethiolate ligands not involved in chelation is observed in both structures (Tables 1 and 2). It is worth noting the influence of the steric effect of the S-atom lone pairs on the coordination of sulfur. In (I), the Pb—N bond lengths differ, although the difference is small. This is not the case in (II), where Pb—N2 is about 0.2 Å longer than Pb—N1. The Si—S bond lengths are shorter and Pb—S distinctly longer compared with the respective bonds in the plumbolane (Si—S ca 2.14 and Pb—S ca 2.50 Å). This probably indicates a partially ionic character of the metal–ligand bonds in (I) and (II) (Baranowska et al., 2006). The Si2—O4 bond length is slightly longer than the other Si—O bonds in (I), due to chelation; this effect was noted previously by Jesionka et al. (2005). In (II), the situation is complicated by disorder.

In structure (I), the aromatic 2,2'-bipyridine rings of two neighbouring molecules are linked by a π–π interaction. Even if such an arrangement of heterocyclic rings is not possible in complex (II), due to the non-planar character of 4,7-diphenyl-1,10-phenanthroline, it is possible between the phenyl substituents of the heteroaromatic base. In addition to this, some C—H···π interactions complete the packing interaction scheme (Table 3).

The large dihedral angles between the phenanthroline residue and its phenyl substituents C37–C42 and C43–C48 [49.5 (2)° and 51.1 (2)°, respectively] indicate that π electrons in the phenanthroline group are not coupled with the phenyl substituents; the same behaviour (shown in Fig. 3, with data extracted from the CSD) has been observed in all 43 complexes of the 4,7-diphenyl-1,10-phenanthroline ligand known so far (for example, Brandi-Blanco et al., 2005).

The benzene solvate molecule in (II) sits on the inversion centre at (1/2, 1/2, 1/2), filling voids within the structure. Its linkage to the main frame is by way of a C—H···π interaction (final entry in Table 3).

Related literature

For related literature, see: Allen (2002); Baranowska et al. (2006); Brandi-Blanco, Choquesillo-Lazarte, Gonzalez-Perez, Castineiras & Niclos-Gutierrez (2005); Herzog & Rheinwald (2002); Jesionka et al. (2005); Kloskowska et al. (2006); Perrin & Armarego (1988); Peters et al. (1997); Sheldrick (1997); Tran et al. (2000); Wojnowski et al. (1986).

S2. Experimental

All manipulations were carried out under an atmosphere of nitrogen using standard Schlenk techniques. The solvents were purified and dried by standard methods (Perrin & Armarego, 1988).

Compound (I) was prepared by the addition of [{(^tBuO)₃SiS}₂Pb}₂ (0.3 g, 0.20 mmol) (Wojnowski et al., 1986) dissolved in hexane–pentane (40:60 v/v) (25 ml) to a solution of 2,2'-bipyridine (130 mg, 0.83 mmol) in hexane–pentane (40:60 v/v) (5 ml). The mixture was shaken for a few minutes and subsequently left at ca 273 K for 15 h. The solid material was then filtered off, and the solution was concentrated to half its initial volume and left for crystallization at ca 273 K. After a week, good quality crystals of (I) (m.p. 433 K) were obtained in moderate yields (ca 50%, not optimized) with consistent elemental analyses for C, H, S and N.

Solid [{(^tBuO)₃SiS}₂Pb}₂ (0.3 g, 0.20 mmol) (Wojnowski et al., 1986) and 4,7-diphenyl-1,10-phenanthroline (bathophenanthroline) (250 mg, 0.40 mmol) were added to hexane (20 ml). The mixture was shaken for 10 min and subsequently left at ca 273 K for 5 h. The solid material was filtered off, and the solution was concentrated to form a raw product. Recrystallization from hexane–benzene (1:1 v/v) solution was carried out at ca 273 K. After a month, crystals of (II) (m.p. 440 K) separated (yield ca 40%, not optimized). Elemental analyses for C, H, S and N were consistent with the assumed formula.

S3. Refinement

All H atoms were refined as riding on their parent C atoms, with methyl C—H = 0.98 Å, methylene C—H = 0.99 Å and aromatic C—H = 0.95 Å, and with U_iso(H) = 1.2U_eq(C) for aromatic CH, 1.3U_eq(C) for CH₂ groups and 1.5U_eq(C) for methyl groups. In the case of (II), elucidation of structure from diffraction data required special treatment. Two butoxy groups starting from O4 and O6 were refined as disordered over two positions with occupancies 0.714 (12) and 0.286 (12). Atoms C5–C8 and C10–C12 were refined with ISOR/SIMU instructions (SHELXL97; Sheldrick, 1997) simulating isotropic behaviour because of non-acceptable parameters of their ellipsoids. The highest electron-density peaks are located 0.78 Å from atom Pb1 in (I) and 0.86 Å from Pb1 in (II).

Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2006) for (I); KM4 System (Gałdecki, Kowalski et al., 1996) for (II). Cell refinement: CrysAlis RED (Oxford Diffraction, 2006) for (I); KM4 System for (II). Data reduction: CrysAlis RED for (I); DATAPROC (Gałdecki, Kowalski & Uszyński, 1996) for (II). For both compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Mercury (Version 1.5; Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures

	Fig. 1. The molecular structure of (I), showing the atom-numbering scheme and with displacement ellipsoids drawn at the 25% probability level. H atoms have been omitted.
	Fig. 2. The molecular structure of (II), showing the atom-numbering scheme and with displacement ellipsoids drawn at the 25% probability level. H atoms and the solvent benzene molecule have been omitted. Only the major part of the disordered group is shown.
	Fig. 3. Histogram of phenyl–heterocycle dihedral angles in 4,7-diphenyl-1,10-phenanthroline complexes currently (May 2007) deposited in the CSD.

(I) (2,2'-Bipyridine)bis(tri-tert-butoxysilanethiolato-κS)lead(II)

Crystal data

[Pb(C12H27O3SSi)2(C10H8N2)]	Z = 2
Mr = 922.35	F(000) = 940
Triclinic, P1	Dx = 1.429 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.4053 (4) Å	Cell parameters from 15949 reflections
b = 13.8617 (7) Å	θ = 2.3–32.5°
c = 18.0405 (9) Å	µ = 4.13 mm^−1
α = 107.361 (5)°	T = 120 K
β = 99.069 (4)°	Prism, colourless
γ = 101.086 (4)°	0.49 × 0.13 × 0.09 mm
V = 2144.1 (2) Å^3

Data collection

Oxford Diffraction KM4 CCD diffractometer	10174 independent reflections
Graphite monochromator	9037 reflections with I > 2σ(I)
Detector resolution: 8.1883 pixels mm^-1	Rint = 0.030
0.75° ω scans	θmax = 28°, θmin = 2.3°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006)	h = −12→12
Tmin = 0.503, Tmax = 0.695	k = −14→18
17997 measured reflections	l = −23→18

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.099	H-atom parameters constrained
S = 1.16	w = 1/[σ^2(Fo^2) + (0.050P)^2 + 3.7754P] where P = (Fo^2 + 2Fc^2)/3
10174 reflections	(Δ/σ)max = 0.002
442 parameters	Δρmax = 2.11 e Å^−3
0 restraints	Δρmin = −1.55 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Pb1	0.315870 (19)	0.972615 (13)	0.206568 (9)	0.02625 (6)
S1	0.01803 (14)	0.91949 (10)	0.19134 (8)	0.0342 (2)
S2	0.28288 (14)	1.14875 (9)	0.18240 (6)	0.0299 (2)
Si1	0.00171 (13)	0.77880 (9)	0.21186 (7)	0.0238 (2)
Si2	0.38698 (13)	1.24362 (9)	0.29961 (7)	0.0231 (2)
N1	0.2652 (6)	0.8609 (3)	0.0558 (2)	0.0401 (10)
N2	0.5408 (5)	0.9858 (4)	0.1287 (2)	0.0363 (9)
O1	0.1723 (3)	0.7674 (2)	0.22923 (19)	0.0273 (6)
O2	−0.0772 (4)	0.7708 (3)	0.28461 (19)	0.0311 (7)
O3	−0.0904 (3)	0.6755 (3)	0.13643 (19)	0.0312 (7)
O4	0.4343 (3)	1.1630 (2)	0.34381 (18)	0.0267 (6)
O5	0.2863 (3)	1.3133 (2)	0.34597 (19)	0.0271 (6)
O6	0.5413 (3)	1.3290 (2)	0.31002 (19)	0.0272 (6)
C1	0.2332 (5)	0.6806 (4)	0.2312 (3)	0.0350 (10)
C2	0.1487 (7)	0.6154 (5)	0.2721 (5)	0.064 (2)
H2A	0.1484	0.66	0.3256	0.095*
H2B	0.1971	0.56	0.2763	0.095*
H2C	0.046	0.584	0.2408	0.095*
C3	0.2293 (7)	0.6161 (5)	0.1457 (4)	0.0567 (17)
H3A	0.1256	0.5852	0.1158	0.085*
H3B	0.2794	0.5604	0.1461	0.085*
H3C	0.2804	0.6613	0.1202	0.085*
C4	0.3942 (6)	0.7295 (4)	0.2785 (4)	0.0423 (12)
H4A	0.4482	0.7696	0.2506	0.063*
H4B	0.442	0.6742	0.2837	0.063*
H4C	0.3957	0.7761	0.3317	0.063*
C5	−0.0705 (6)	0.8459 (4)	0.3610 (3)	0.0390 (11)
C6	−0.1202 (9)	0.7819 (6)	0.4114 (4)	0.0631 (19)
H6A	−0.221	0.7374	0.3856	0.095*
H6B	−0.12	0.8288	0.4643	0.095*
H6C	−0.0518	0.7381	0.4171	0.095*
C7	−0.1737 (6)	0.9150 (5)	0.3502 (4)	0.0492 (14)
H7A	−0.1399	0.9543	0.3165	0.074*
H7B	−0.1728	0.9639	0.4024	0.074*
H7C	−0.2752	0.8715	0.3248	0.074*
C8	0.0906 (6)	0.9113 (4)	0.3989 (3)	0.0423 (12)
H8A	0.1555	0.8649	0.4032	0.063*
H8B	0.0959	0.9594	0.4521	0.063*
H8C	0.1232	0.9514	0.3654	0.063*
C9	−0.2435 (5)	0.6393 (4)	0.0924 (3)	0.0364 (11)
C10	−0.3431 (7)	0.6953 (8)	0.1359 (5)	0.079 (3)
H10A	−0.3373	0.6853	0.1878	0.119*
H10B	−0.4459	0.6672	0.1044	0.119*
H10C	−0.3112	0.77	0.1442	0.119*
C11	−0.2871 (7)	0.5221 (6)	0.0779 (5)	0.0629 (18)
H11A	−0.2174	0.4888	0.051	0.094*
H11B	−0.3882	0.4916	0.0443	0.094*
H11C	−0.2837	0.5105	0.1291	0.094*
C12	−0.2483 (7)	0.6560 (5)	0.0125 (4)	0.0530 (15)
H12A	−0.211	0.7305	0.0215	0.079*
H12B	−0.3511	0.6314	−0.0192	0.079*
H12C	−0.1859	0.6167	−0.0163	0.079*
C13	0.5357 (5)	1.1818 (4)	0.4188 (3)	0.0275 (9)
C14	0.5280 (7)	1.2801 (5)	0.4819 (3)	0.0435 (12)
H14A	0.558	1.3404	0.465	0.065*
H14B	0.5951	1.29	0.5325	0.065*
H14C	0.4258	1.2735	0.4891	0.065*
C15	0.6912 (6)	1.1897 (5)	0.4041 (4)	0.0438 (13)
H15A	0.6941	1.1238	0.3652	0.066*
H15B	0.7624	1.2038	0.4543	0.066*
H15C	0.7176	1.2467	0.3831	0.066*
C16	0.4873 (7)	1.0871 (4)	0.4433 (3)	0.0447 (13)
H16A	0.3839	1.0793	0.4485	0.067*
H16B	0.5516	1.0965	0.4946	0.067*
H16C	0.4951	1.0244	0.4026	0.067*
C17	0.1334 (5)	1.2939 (4)	0.3517 (3)	0.0305 (9)
C18	0.1303 (6)	1.3742 (5)	0.4301 (4)	0.0465 (13)
H18A	0.19	1.3623	0.4747	0.07*
H18B	0.0274	1.3671	0.436	0.07*
H18C	0.1716	1.4447	0.4301	0.07*
C19	0.0417 (6)	1.3097 (5)	0.2811 (4)	0.0489 (14)
H19A	0.0688	1.3837	0.2861	0.073*
H19B	−0.0643	1.2884	0.2802	0.073*
H19C	0.0615	1.2674	0.2315	0.073*
C20	0.0795 (6)	1.1844 (4)	0.3536 (3)	0.0364 (11)
H20A	0.0819	1.1332	0.3031	0.055*
H20B	−0.0226	1.1739	0.361	0.055*
H20C	0.1445	1.1754	0.3978	0.055*
C21	0.5669 (5)	1.4307 (4)	0.3021 (3)	0.0300 (9)
C22	0.4719 (6)	1.4256 (4)	0.2237 (3)	0.0394 (11)
H22A	0.4952	1.3753	0.1791	0.059*
H22B	0.4931	1.4948	0.2181	0.059*
H22C	0.3664	1.4035	0.2234	0.059*
C23	0.5338 (6)	1.5094 (4)	0.3722 (3)	0.0377 (11)
H23A	0.4264	1.4934	0.3689	0.057*
H23B	0.5677	1.58	0.3706	0.057*
H23C	0.586	1.5055	0.4223	0.057*
C24	0.7317 (6)	1.4614 (5)	0.3030 (4)	0.0466 (14)
H24A	0.7909	1.4633	0.3535	0.07*
H24B	0.7568	1.5306	0.2977	0.07*
H24C	0.7535	1.4101	0.2585	0.07*
C25	0.6736 (7)	1.0520 (5)	0.1650 (4)	0.0494 (14)
H25	0.6852	1.1008	0.2167	0.059*
C26	0.7945 (7)	1.0530 (6)	0.1311 (5)	0.062 (2)
H26	0.888	1.1004	0.1595	0.075*
C27	0.7788 (8)	0.9849 (7)	0.0559 (5)	0.062 (2)
H27	0.8607	0.9846	0.0312	0.075*
C28	0.6433 (8)	0.9174 (6)	0.0173 (4)	0.0552 (18)
H28	0.6294	0.87	−0.0353	0.066*
C29	0.5243 (6)	0.9182 (4)	0.0554 (3)	0.0391 (12)
C30	0.3745 (7)	0.8479 (4)	0.0169 (3)	0.0386 (12)
C31	0.1265 (9)	0.8020 (6)	0.0194 (3)	0.064 (2)
H31	0.0495	0.8124	0.0469	0.076*
C32	0.0890 (11)	0.7272 (6)	−0.0557 (4)	0.077 (3)
H32	−0.0112	0.6884	−0.0798	0.092*
C33	0.2009 (12)	0.7110 (6)	−0.0941 (4)	0.078 (3)
H33	0.1804	0.6583	−0.145	0.094*
C34	0.3431 (10)	0.7715 (6)	−0.0584 (4)	0.064 (2)
H34	0.421	0.7613	−0.0853	0.077*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pb1	0.03536 (9)	0.02262 (9)	0.02095 (8)	0.00824 (6)	0.00767 (6)	0.00648 (6)
S1	0.0363 (6)	0.0318 (6)	0.0379 (6)	0.0131 (5)	0.0056 (5)	0.0155 (5)
S2	0.0440 (6)	0.0237 (5)	0.0202 (5)	0.0095 (5)	0.0041 (4)	0.0059 (4)
Si1	0.0219 (5)	0.0243 (6)	0.0222 (5)	0.0052 (4)	0.0038 (4)	0.0046 (4)
Si2	0.0263 (5)	0.0212 (5)	0.0219 (5)	0.0089 (4)	0.0058 (4)	0.0053 (4)
N1	0.066 (3)	0.027 (2)	0.0226 (19)	0.001 (2)	0.0158 (19)	0.0062 (16)
N2	0.042 (2)	0.042 (2)	0.029 (2)	0.0157 (19)	0.0116 (18)	0.0128 (18)
O1	0.0209 (14)	0.0253 (15)	0.0356 (17)	0.0064 (12)	0.0057 (12)	0.0102 (13)
O2	0.0321 (16)	0.0285 (16)	0.0252 (15)	0.0015 (13)	0.0073 (13)	0.0019 (13)
O3	0.0241 (15)	0.0329 (17)	0.0255 (15)	0.0047 (13)	0.0025 (12)	−0.0030 (13)
O4	0.0308 (15)	0.0238 (15)	0.0239 (15)	0.0079 (12)	0.0049 (12)	0.0061 (12)
O5	0.0239 (14)	0.0247 (15)	0.0295 (16)	0.0091 (12)	0.0072 (12)	0.0022 (12)
O6	0.0266 (15)	0.0234 (15)	0.0326 (16)	0.0090 (12)	0.0086 (13)	0.0083 (13)
C1	0.030 (2)	0.024 (2)	0.051 (3)	0.0109 (18)	0.005 (2)	0.012 (2)
C2	0.046 (3)	0.053 (4)	0.114 (6)	0.016 (3)	0.020 (4)	0.057 (4)
C3	0.045 (3)	0.044 (3)	0.062 (4)	0.021 (3)	0.002 (3)	−0.010 (3)
C4	0.029 (2)	0.041 (3)	0.054 (3)	0.013 (2)	0.000 (2)	0.014 (3)
C5	0.038 (3)	0.040 (3)	0.028 (2)	−0.003 (2)	0.011 (2)	0.002 (2)
C6	0.086 (5)	0.059 (4)	0.038 (3)	−0.003 (4)	0.036 (3)	0.011 (3)
C7	0.040 (3)	0.047 (3)	0.047 (3)	0.010 (2)	0.018 (2)	−0.007 (3)
C8	0.044 (3)	0.044 (3)	0.023 (2)	−0.001 (2)	0.004 (2)	−0.003 (2)
C9	0.025 (2)	0.039 (3)	0.033 (2)	−0.0010 (19)	−0.0005 (18)	0.004 (2)
C10	0.032 (3)	0.112 (7)	0.064 (5)	0.023 (4)	−0.001 (3)	−0.011 (4)
C11	0.045 (3)	0.058 (4)	0.075 (5)	−0.009 (3)	−0.003 (3)	0.030 (4)
C12	0.054 (3)	0.052 (4)	0.043 (3)	0.004 (3)	−0.005 (3)	0.015 (3)
C13	0.026 (2)	0.033 (2)	0.025 (2)	0.0094 (18)	0.0045 (16)	0.0105 (18)
C14	0.051 (3)	0.049 (3)	0.027 (2)	0.021 (3)	0.003 (2)	0.007 (2)
C15	0.033 (3)	0.061 (4)	0.048 (3)	0.021 (2)	0.014 (2)	0.026 (3)
C16	0.050 (3)	0.042 (3)	0.039 (3)	0.003 (2)	−0.001 (2)	0.022 (2)
C17	0.023 (2)	0.033 (2)	0.034 (2)	0.0120 (18)	0.0090 (18)	0.0057 (19)
C18	0.035 (3)	0.046 (3)	0.050 (3)	0.014 (2)	0.019 (2)	−0.003 (3)
C19	0.035 (3)	0.053 (3)	0.060 (4)	0.022 (3)	0.000 (3)	0.021 (3)
C20	0.033 (2)	0.034 (3)	0.042 (3)	0.010 (2)	0.016 (2)	0.007 (2)
C21	0.031 (2)	0.025 (2)	0.037 (2)	0.0104 (18)	0.0132 (19)	0.0096 (19)
C22	0.051 (3)	0.031 (3)	0.040 (3)	0.019 (2)	0.011 (2)	0.013 (2)
C23	0.040 (3)	0.023 (2)	0.044 (3)	0.0040 (19)	0.013 (2)	0.002 (2)
C24	0.034 (3)	0.041 (3)	0.077 (4)	0.015 (2)	0.027 (3)	0.027 (3)
C25	0.045 (3)	0.056 (4)	0.053 (3)	0.013 (3)	0.013 (3)	0.026 (3)
C26	0.043 (3)	0.084 (5)	0.092 (5)	0.029 (3)	0.025 (3)	0.064 (5)
C27	0.056 (4)	0.105 (6)	0.075 (5)	0.057 (4)	0.041 (4)	0.066 (5)
C28	0.082 (5)	0.082 (5)	0.048 (3)	0.066 (4)	0.045 (3)	0.045 (3)
C29	0.058 (3)	0.047 (3)	0.037 (3)	0.038 (3)	0.024 (2)	0.027 (2)
C30	0.071 (4)	0.031 (2)	0.024 (2)	0.030 (3)	0.017 (2)	0.0102 (19)
C31	0.083 (5)	0.059 (4)	0.028 (3)	−0.021 (4)	0.015 (3)	0.008 (3)
C32	0.116 (7)	0.053 (4)	0.031 (3)	−0.025 (4)	0.008 (4)	0.005 (3)
C33	0.148 (8)	0.043 (4)	0.027 (3)	0.026 (5)	0.006 (4)	−0.005 (3)
C34	0.108 (6)	0.060 (4)	0.032 (3)	0.050 (4)	0.017 (3)	0.009 (3)

Geometric parameters (Å, º)

Pb1—N1	2.610 (4)	C12—H12B	0.98
Pb1—S2	2.6705 (11)	C12—H12C	0.98
Pb1—S1	2.7034 (13)	C13—C14	1.515 (7)
Pb1—N2	2.725 (4)	C13—C15	1.517 (6)
S1—Si1	2.0730 (17)	C13—C16	1.518 (7)
S2—Si2	2.0861 (16)	C14—H14A	0.98
Si1—O3	1.625 (3)	C14—H14B	0.98
Si1—O2	1.627 (3)	C14—H14C	0.98
Si1—O1	1.633 (3)	C15—H15A	0.98
Si2—O5	1.628 (3)	C15—H15B	0.98
Si2—O6	1.632 (3)	C15—H15C	0.98
Si2—O4	1.641 (3)	C16—H16A	0.98
N1—C31	1.342 (8)	C16—H16B	0.98
N1—C30	1.344 (7)	C16—H16C	0.98
N2—C25	1.332 (8)	C17—C20	1.517 (7)
N2—C29	1.338 (7)	C17—C19	1.519 (7)
O1—C1	1.436 (5)	C17—C18	1.525 (7)
O2—C5	1.442 (6)	C18—H18A	0.98
O3—C9	1.442 (5)	C18—H18B	0.98
O4—C13	1.448 (5)	C18—H18C	0.98
O5—C17	1.437 (5)	C19—H19A	0.98
O6—C21	1.437 (5)	C19—H19B	0.98
C1—C2	1.517 (8)	C19—H19C	0.98
C1—C3	1.526 (8)	C20—H20A	0.98
C1—C4	1.528 (7)	C20—H20B	0.98
C2—H2A	0.98	C20—H20C	0.98
C2—H2B	0.98	C21—C24	1.522 (7)
C2—H2C	0.98	C21—C22	1.524 (7)
C3—H3A	0.98	C21—C23	1.524 (7)
C3—H3B	0.98	C22—H22A	0.98
C3—H3C	0.98	C22—H22B	0.98
C4—H4A	0.98	C22—H22C	0.98
C4—H4B	0.98	C23—H23A	0.98
C4—H4C	0.98	C23—H23B	0.98
C5—C6	1.513 (8)	C23—H23C	0.98
C5—C7	1.519 (8)	C24—H24A	0.98
C5—C8	1.536 (7)	C24—H24B	0.98
C6—H6A	0.98	C24—H24C	0.98
C6—H6B	0.98	C25—C26	1.373 (9)
C6—H6C	0.98	C25—H25	0.95
C7—H7A	0.98	C26—C27	1.367 (11)
C7—H7B	0.98	C26—H26	0.95
C7—H7C	0.98	C27—C28	1.363 (11)
C8—H8A	0.98	C27—H27	0.95
C8—H8B	0.98	C28—C29	1.403 (7)
C8—H8C	0.98	C28—H28	0.95
C9—C10	1.498 (9)	C29—C30	1.475 (9)
C9—C12	1.522 (8)	C30—C34	1.397 (8)
C9—C11	1.528 (9)	C31—C32	1.380 (9)
C10—H10A	0.98	C31—H31	0.95
C10—H10B	0.98	C32—C33	1.366 (13)
C10—H10C	0.98	C32—H32	0.95
C11—H11A	0.98	C33—C34	1.372 (12)
C11—H11B	0.98	C33—H33	0.95
C11—H11C	0.98	C34—H34	0.95
C12—H12A	0.98
N1—Pb1—S2	95.78 (10)	H12B—C12—H12C	109.5
N1—Pb1—S1	86.96 (11)	O4—C13—C14	111.0 (4)
S2—Pb1—S1	87.14 (4)	O4—C13—C15	107.9 (4)
N1—Pb1—N2	60.74 (14)	C14—C13—C15	111.3 (5)
S2—Pb1—N2	85.70 (9)	O4—C13—C16	106.2 (4)
S1—Pb1—N2	145.90 (9)	C14—C13—C16	110.3 (4)
Si1—S1—Pb1	97.90 (5)	C15—C13—C16	110.0 (4)
Si2—S2—Pb1	94.17 (5)	C13—C14—H14A	109.5
O3—Si1—O2	104.71 (17)	C13—C14—H14B	109.5
O3—Si1—O1	105.72 (17)	H14A—C14—H14B	109.5
O2—Si1—O1	111.48 (18)	C13—C14—H14C	109.5
O3—Si1—S1	115.27 (14)	H14A—C14—H14C	109.5
O2—Si1—S1	114.26 (14)	H14B—C14—H14C	109.5
O1—Si1—S1	105.21 (13)	C13—C15—H15A	109.5
O5—Si2—O6	103.97 (17)	C13—C15—H15B	109.5
O5—Si2—O4	112.24 (17)	H15A—C15—H15B	109.5
O6—Si2—O4	105.83 (17)	C13—C15—H15C	109.5
O5—Si2—S2	114.68 (13)	H15A—C15—H15C	109.5
O6—Si2—S2	115.23 (13)	H15B—C15—H15C	109.5
O4—Si2—S2	104.75 (13)	C13—C16—H16A	109.5
C31—N1—C30	118.5 (5)	C13—C16—H16B	109.5
C31—N1—Pb1	117.9 (4)	H16A—C16—H16B	109.5
C30—N1—Pb1	122.9 (4)	C13—C16—H16C	109.5
C25—N2—C29	118.3 (5)	H16A—C16—H16C	109.5
C25—N2—Pb1	121.2 (4)	H16B—C16—H16C	109.5
C29—N2—Pb1	120.1 (4)	O5—C17—C20	110.4 (4)
C1—O1—Si1	132.5 (3)	O5—C17—C19	108.2 (4)
C5—O2—Si1	132.4 (3)	C20—C17—C19	111.5 (4)
C9—O3—Si1	133.3 (3)	O5—C17—C18	105.8 (4)
C13—O4—Si2	131.4 (3)	C20—C17—C18	109.8 (4)
C17—O5—Si2	134.8 (3)	C19—C17—C18	111.0 (4)
C21—O6—Si2	131.0 (3)	C17—C18—H18A	109.5
O1—C1—C2	111.2 (4)	C17—C18—H18B	109.5
O1—C1—C3	108.2 (4)	H18A—C18—H18B	109.5
C2—C1—C3	111.6 (5)	C17—C18—H18C	109.5
O1—C1—C4	105.1 (4)	H18A—C18—H18C	109.5
C2—C1—C4	110.4 (5)	H18B—C18—H18C	109.5
C3—C1—C4	110.1 (5)	C17—C19—H19A	109.5
C1—C2—H2A	109.5	C17—C19—H19B	109.5
C1—C2—H2B	109.5	H19A—C19—H19B	109.5
H2A—C2—H2B	109.5	C17—C19—H19C	109.5
C1—C2—H2C	109.5	H19A—C19—H19C	109.5
H2A—C2—H2C	109.5	H19B—C19—H19C	109.5
H2B—C2—H2C	109.5	C17—C20—H20A	109.5
C1—C3—H3A	109.5	C17—C20—H20B	109.5
C1—C3—H3B	109.5	H20A—C20—H20B	109.5
H3A—C3—H3B	109.5	C17—C20—H20C	109.5
C1—C3—H3C	109.5	H20A—C20—H20C	109.5
H3A—C3—H3C	109.5	H20B—C20—H20C	109.5
H3B—C3—H3C	109.5	O6—C21—C24	105.3 (4)
C1—C4—H4A	109.5	O6—C21—C22	110.3 (4)
C1—C4—H4B	109.5	C24—C21—C22	110.6 (4)
H4A—C4—H4B	109.5	O6—C21—C23	110.7 (4)
C1—C4—H4C	109.5	C24—C21—C23	109.4 (4)
H4A—C4—H4C	109.5	C22—C21—C23	110.4 (4)
H4B—C4—H4C	109.5	C21—C22—H22A	109.5
O2—C5—C6	105.4 (4)	C21—C22—H22B	109.5
O2—C5—C7	109.5 (4)	H22A—C22—H22B	109.5
C6—C5—C7	111.4 (5)	C21—C22—H22C	109.5
O2—C5—C8	109.6 (4)	H22A—C22—H22C	109.5
C6—C5—C8	109.7 (5)	H22B—C22—H22C	109.5
C7—C5—C8	111.0 (5)	C21—C23—H23A	109.5
C5—C6—H6A	109.5	C21—C23—H23B	109.5
C5—C6—H6B	109.5	H23A—C23—H23B	109.5
H6A—C6—H6B	109.5	C21—C23—H23C	109.5
C5—C6—H6C	109.5	H23A—C23—H23C	109.5
H6A—C6—H6C	109.5	H23B—C23—H23C	109.5
H6B—C6—H6C	109.5	C21—C24—H24A	109.5
C5—C7—H7A	109.5	C21—C24—H24B	109.5
C5—C7—H7B	109.5	H24A—C24—H24B	109.5
H7A—C7—H7B	109.5	C21—C24—H24C	109.5
C5—C7—H7C	109.5	H24A—C24—H24C	109.5
H7A—C7—H7C	109.5	H24B—C24—H24C	109.5
H7B—C7—H7C	109.5	N2—C25—C26	123.0 (7)
C5—C8—H8A	109.5	N2—C25—H25	118.5
C5—C8—H8B	109.5	C26—C25—H25	118.5
H8A—C8—H8B	109.5	C27—C26—C25	119.2 (7)
C5—C8—H8C	109.5	C27—C26—H26	120.4
H8A—C8—H8C	109.5	C25—C26—H26	120.4
H8B—C8—H8C	109.5	C28—C27—C26	118.7 (6)
O3—C9—C10	112.4 (4)	C28—C27—H27	120.6
O3—C9—C12	107.5 (4)	C26—C27—H27	120.6
C10—C9—C12	110.2 (6)	C27—C28—C29	119.6 (6)
O3—C9—C11	105.5 (4)	C27—C28—H28	120.2
C10—C9—C11	112.1 (6)	C29—C28—H28	120.2
C12—C9—C11	108.9 (5)	N2—C29—C28	121.0 (6)
C9—C10—H10A	109.5	N2—C29—C30	116.4 (4)
C9—C10—H10B	109.5	C28—C29—C30	122.5 (5)
H10A—C10—H10B	109.5	N1—C30—C34	119.8 (6)
C9—C10—H10C	109.5	N1—C30—C29	117.9 (4)
H10A—C10—H10C	109.5	C34—C30—C29	122.3 (6)
H10B—C10—H10C	109.5	N1—C31—C32	123.9 (7)
C9—C11—H11A	109.5	N1—C31—H31	118
C9—C11—H11B	109.5	C32—C31—H31	118
H11A—C11—H11B	109.5	C33—C32—C31	117.7 (8)
C9—C11—H11C	109.5	C33—C32—H32	121.2
H11A—C11—H11C	109.5	C31—C32—H32	121.2
H11B—C11—H11C	109.5	C32—C33—C34	119.3 (6)
C9—C12—H12A	109.5	C32—C33—H33	120.4
C9—C12—H12B	109.5	C34—C33—H33	120.4
H12A—C12—H12B	109.5	C33—C34—C30	120.7 (7)
C9—C12—H12C	109.5	C33—C34—H34	119.6
H12A—C12—H12C	109.5	C30—C34—H34	119.6

(II) (4,7-diphenyl-1,10-phenanthroline-κ²N,N')bis(tri-tert- butoxysilanethiolato-κS)lead(II) benzene hemisolvate

Crystal data

[Pb(C12H27O3SSi)2(C24H16N2)]·0.5C6H6	Z = 2
Mr = 1137.6	F(000) = 1166
Triclinic, P1	Dx = 1.332 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.204 (2) Å	Cell parameters from 49 reflections
b = 13.359 (3) Å	θ = 4.4–37.9°
c = 21.109 (4) Å	µ = 3.13 mm^−1
α = 84.57 (3)°	T = 293 K
β = 83.05 (3)°	Fragment, colourless
γ = 85.29 (3)°	0.6 × 0.41 × 0.32 mm
V = 2836.2 (10) Å^3

Data collection

Oxford Diffraction KM4 single-point diffractometer	Rint = 0.053
Graphite monochromator	θmax = 25.1°, θmin = 2.0°
ω/2θ scans	h = −12→12
Absorption correction: ψ scan (North et al., 1968)	k = 0→15
Tmin = 0.198, Tmax = 0.359	l = −25→25
10564 measured reflections	3 standard reflections every 200 reflections
10091 independent reflections	intensity decay: 5.7%
7445 reflections with I > 2σ(I)

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.118	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0755P)^2 + 0.8361P] where P = (Fo^2 + 2Fc^2)/3
10091 reflections	(Δ/σ)max = 0.012
648 parameters	Δρmax = 0.84 e Å^−3
115 restraints	Δρmin = −0.80 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Pb1	0.33407 (2)	0.624570 (17)	0.207892 (10)	0.05504 (10)
S1	0.07168 (17)	0.65601 (13)	0.20030 (8)	0.0664 (4)
S2	0.28104 (17)	0.48929 (12)	0.30476 (7)	0.0603 (4)
Si1	0.07247 (18)	0.78656 (13)	0.13868 (8)	0.0589 (4)
Si2	0.32274 (17)	0.36772 (13)	0.24981 (8)	0.0574 (4)
N1	0.3153 (4)	0.7586 (3)	0.2904 (2)	0.0505 (11)
N2	0.5493 (5)	0.6455 (4)	0.2751 (2)	0.0561 (12)
O1	−0.0039 (5)	0.8831 (3)	0.1714 (2)	0.0785 (13)
O2	0.2258 (5)	0.8121 (3)	0.1248 (2)	0.0756 (13)
O3	0.0049 (6)	0.7809 (4)	0.0747 (2)	0.0884 (16)
O4	0.2112 (6)	0.2873 (5)	0.2580 (4)	0.075 (3)	0.714 (12)
O4A	0.1832 (15)	0.3474 (12)	0.2182 (7)	0.060 (5)	0.286 (12)
O5	0.3735 (7)	0.4132 (4)	0.1791 (2)	0.1005 (19)
O6	0.4562 (8)	0.2995 (5)	0.2684 (3)	0.075 (2)	0.714 (12)
O6A	0.3651 (17)	0.2626 (11)	0.2801 (7)	0.058 (5)	0.286 (12)
C1	−0.1407 (7)	0.9126 (5)	0.1908 (4)	0.0732 (18)
C2	−0.1736 (11)	1.0098 (8)	0.1509 (6)	0.135 (4)
H2A	−0.1162	1.0599	0.1583	0.203*
H2B	−0.2639	1.0331	0.1628	0.203*
H2C	−0.1614	0.998	0.1063	0.203*
C3	−0.1460 (10)	0.9335 (9)	0.2593 (5)	0.125 (4)
H3A	−0.1355	0.8711	0.2854	0.188*
H3B	−0.2298	0.9677	0.2727	0.188*
H3C	−0.0761	0.9752	0.264	0.188*
C4	−0.2308 (9)	0.8325 (8)	0.1856 (6)	0.123 (4)
H4A	−0.2325	0.8224	0.1413	0.185*
H4B	−0.3184	0.8526	0.2042	0.185*
H4C	−0.1996	0.7708	0.2079	0.185*
C5	0.2970 (10)	0.8963 (7)	0.0946 (5)	0.130 (3)
C6	0.2290 (13)	0.9512 (10)	0.0435 (7)	0.173 (4)
H6A	0.2108	0.905	0.014	0.259*
H6B	0.2842	1.0012	0.0212	0.259*
H6C	0.1474	0.9835	0.0616	0.259*
C7	0.3147 (14)	0.9637 (10)	0.1435 (7)	0.167 (4)
H7A	0.2312	0.9982	0.1571	0.25*
H7B	0.3766	1.0122	0.1259	0.25*
H7C	0.3477	0.9249	0.1796	0.25*
C8	0.4268 (12)	0.8549 (9)	0.0679 (7)	0.163 (4)
H8A	0.4653	0.8099	0.0999	0.245*
H8B	0.4833	0.9089	0.0545	0.245*
H8C	0.4171	0.8189	0.0317	0.245*
C9	−0.0034 (16)	0.7085 (9)	0.0302 (6)	0.148 (3)
C10	−0.1072 (14)	0.6363 (9)	0.0603 (6)	0.156 (4)
H10A	−0.0839	0.6074	0.1012	0.234*
H10B	−0.1104	0.5836	0.0328	0.234*
H10C	−0.1924	0.6726	0.0659	0.234*
C11	−0.0533 (16)	0.7651 (10)	−0.0259 (6)	0.178 (4)
H11A	−0.0948	0.7206	−0.0492	0.267*
H11B	0.019	0.7937	−0.0531	0.267*
H11C	−0.1167	0.8181	−0.0123	0.267*
C12	0.1286 (16)	0.6468 (11)	0.0191 (7)	0.177 (4)
H12A	0.1996	0.6909	0.0143	0.265*
H12B	0.131	0.6125	−0.019	0.265*
H12C	0.1383	0.5983	0.0551	0.265*
C13	0.0688 (10)	0.2966 (9)	0.2583 (6)	0.073 (4)	0.714 (12)
C14	0.011 (2)	0.322 (3)	0.3244 (11)	0.105 (7)	0.714 (12)
H14A	0.0404	0.2699	0.3554	0.157*	0.714 (12)
H14B	−0.0836	0.3259	0.3271	0.157*	0.714 (12)
H14C	0.0403	0.3852	0.3328	0.157*	0.714 (12)
C15	0.0270 (18)	0.3763 (10)	0.2073 (8)	0.118 (5)	0.714 (12)
H15A	−0.0677	0.3819	0.2091	0.177*	0.714 (12)
H15B	0.0651	0.3576	0.1659	0.177*	0.714 (12)
H15C	0.0573	0.4399	0.2147	0.177*	0.714 (12)
C16	0.038 (3)	0.1925 (14)	0.2461 (17)	0.125 (8)	0.714 (12)
H16A	0.063	0.1822	0.2017	0.188*	0.714 (12)
H16B	−0.055	0.1852	0.2566	0.188*	0.714 (12)
H16C	0.0867	0.1434	0.2721	0.188*	0.714 (12)
C13A	0.061 (3)	0.301 (4)	0.242 (2)	0.094*	0.286 (12)
C14A	0.009 (9)	0.326 (8)	0.308 (3)	0.13 (3)*	0.286 (12)
H14D	0.0741	0.3041	0.3368	0.194*	0.286 (12)
H14E	−0.0706	0.293	0.3219	0.194*	0.286 (12)
H14F	−0.0095	0.3979	0.3087	0.194*	0.286 (12)
C15A	−0.046 (4)	0.357 (3)	0.206 (2)	0.109 (13)*	0.286 (12)
H15D	−0.0123	0.415	0.1815	0.164*	0.286 (12)
H15E	−0.1188	0.3782	0.2368	0.164*	0.286 (12)
H15F	−0.0769	0.3133	0.1786	0.164*	0.286 (12)
C16A	0.072 (8)	0.193 (4)	0.228 (4)	0.13 (3)*	0.286 (12)
H16D	0.1467	0.1583	0.2466	0.194*	0.286 (12)
H16E	0.0835	0.1877	0.1827	0.194*	0.286 (12)
H16F	−0.0072	0.1618	0.2466	0.194*	0.286 (12)
C17	0.4378 (13)	0.3740 (7)	0.1216 (4)	0.122 (2)
C18	0.4178 (16)	0.2628 (8)	0.1216 (6)	0.180 (7)
H18A	0.4474	0.2271	0.1595	0.27*
H18B	0.4677	0.2368	0.0844	0.27*
H18C	0.3255	0.2541	0.1209	0.27*
C19	0.3683 (15)	0.4361 (10)	0.0697 (5)	0.158 (5)
H19A	0.2779	0.4192	0.0729	0.238*
H19B	0.4124	0.4219	0.0284	0.238*
H19C	0.3706	0.5065	0.075	0.238*
C20	0.5773 (13)	0.3980 (14)	0.1128 (8)	0.212 (8)
H20A	0.5823	0.4684	0.1174	0.318*
H20B	0.6166	0.3829	0.0708	0.318*
H20C	0.624	0.3586	0.1445	0.318*
C21	0.483 (2)	0.225 (2)	0.3135 (11)	0.081 (6)	0.714 (12)
C22	0.6318 (15)	0.2252 (17)	0.3231 (11)	0.158 (9)	0.714 (12)
H22A	0.6847	0.224	0.2823	0.237*	0.714 (12)
H22B	0.6567	0.1669	0.3504	0.237*	0.714 (12)
H22C	0.6456	0.2851	0.3425	0.237*	0.714 (12)
C23	0.460 (4)	0.118 (2)	0.2970 (17)	0.148 (13)	0.714 (12)
H23A	0.3663	0.1118	0.2971	0.222*	0.714 (12)
H23B	0.4932	0.0684	0.3284	0.222*	0.714 (12)
H23C	0.5042	0.1059	0.2554	0.222*	0.714 (12)
C24	0.413 (2)	0.241 (2)	0.3810 (10)	0.118 (11)	0.714 (12)
H24A	0.4176	0.3101	0.3897	0.178*	0.714 (12)
H24B	0.4549	0.1973	0.4123	0.178*	0.714 (12)
H24C	0.3215	0.2268	0.3831	0.178*	0.714 (12)
C21A	0.482 (7)	0.215 (7)	0.328 (4)	0.081 (6)	0.286 (12)
C22A	0.594 (3)	0.284 (3)	0.301 (3)	0.14 (2)	0.286 (12)
H22D	0.5563	0.3489	0.2867	0.211*	0.286 (12)
H22E	0.6455	0.2542	0.265	0.211*	0.286 (12)
H22F	0.6499	0.2899	0.3333	0.211*	0.286 (12)
C23A	0.495 (9)	0.121 (4)	0.300 (4)	0.14 (3)	0.286 (12)
H23D	0.4156	0.0866	0.3123	0.216*	0.286 (12)
H23E	0.569	0.0808	0.3148	0.216*	0.286 (12)
H23F	0.5084	0.1333	0.2543	0.216*	0.286 (12)
C24A	0.406 (4)	0.239 (3)	0.383 (2)	0.09 (2)	0.286 (12)
H24D	0.4474	0.2875	0.4027	0.138*	0.286 (12)
H24E	0.3956	0.1792	0.4117	0.138*	0.286 (12)
H24F	0.32	0.2667	0.3728	0.138*	0.286 (12)
C25	0.2044 (6)	0.8160 (5)	0.2972 (3)	0.0630 (16)
H25	0.1431	0.8132	0.2683	0.076*
C26	0.1741 (6)	0.8814 (5)	0.3459 (3)	0.0609 (15)
H26	0.0933	0.9193	0.3492	0.073*
C27	0.2609 (5)	0.8895 (4)	0.3877 (3)	0.0520 (13)
C28	0.3854 (6)	0.8341 (4)	0.3795 (3)	0.0503 (13)
C29	0.4902 (6)	0.8444 (4)	0.4168 (3)	0.0582 (15)
H29	0.4794	0.8922	0.4466	0.07*
C30	0.6032 (6)	0.7872 (4)	0.4099 (3)	0.0569 (14)
H30	0.6688	0.7957	0.4355	0.068*
C31	0.6269 (5)	0.7132 (4)	0.3646 (3)	0.0497 (13)
C32	0.7427 (5)	0.6478 (4)	0.3586 (3)	0.0526 (13)
C33	0.7595 (6)	0.5880 (5)	0.3085 (3)	0.0625 (16)
H33	0.8373	0.5474	0.301	0.075*
C34	0.6618 (6)	0.5883 (5)	0.2698 (3)	0.0655 (17)
H34	0.6752	0.5451	0.2372	0.079*
C35	0.5322 (5)	0.7075 (4)	0.3219 (3)	0.0486 (13)
C36	0.4078 (5)	0.7684 (4)	0.3303 (3)	0.0491 (13)
C37	0.2233 (5)	0.9516 (5)	0.4425 (3)	0.0568 (15)
C38	0.1652 (7)	1.0482 (5)	0.4335 (4)	0.0755 (19)
H38	0.1522	1.0752	0.3923	0.091*
C39	0.1264 (9)	1.1052 (7)	0.4844 (7)	0.110 (4)
H39	0.0893	1.1706	0.4772	0.132*
C40	0.1419 (9)	1.0664 (10)	0.5447 (7)	0.121 (4)
H40	0.1147	1.1055	0.5787	0.145*
C41	0.1959 (9)	0.9725 (10)	0.5563 (4)	0.120 (4)
H41	0.206	0.9462	0.598	0.144*
C42	0.2375 (7)	0.9138 (7)	0.5038 (4)	0.085 (2)
H42	0.275	0.8485	0.5114	0.102*
C43	0.8411 (5)	0.6423 (4)	0.4056 (3)	0.0527 (13)
C44	0.9746 (6)	0.6484 (5)	0.3836 (3)	0.0658 (16)
H44	1.0028	0.6566	0.3399	0.079*
C45	1.0638 (6)	0.6420 (6)	0.4279 (4)	0.0757 (19)
H45	1.1532	0.6468	0.4138	0.091*
C46	1.0243 (7)	0.6290 (5)	0.4920 (4)	0.0695 (18)
H46	1.0863	0.6253	0.5211	0.083*
C47	0.8927 (7)	0.6213 (5)	0.5134 (4)	0.0681 (17)
H47	0.865	0.6115	0.557	0.082*
C48	0.8026 (6)	0.6283 (4)	0.4697 (3)	0.0565 (14)
H48	0.7133	0.6234	0.4841	0.068*
C49	0.5828 (9)	0.4255 (7)	0.4748 (6)	0.108 (3)
H49	0.6391	0.3741	0.4576	0.13*
C50	0.5042 (11)	0.4871 (9)	0.4366 (4)	0.101 (3)
H50	0.5081	0.4781	0.3932	0.121*
C51	0.4223 (9)	0.5599 (9)	0.4620 (6)	0.105 (3)
H51	0.3684	0.6009	0.4363	0.126*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pb1	0.06311 (16)	0.05643 (14)	0.04580 (13)	−0.00725 (10)	−0.00336 (9)	−0.00667 (9)
S1	0.0665 (10)	0.0688 (10)	0.0648 (10)	−0.0138 (8)	−0.0156 (8)	0.0070 (8)
S2	0.0787 (11)	0.0571 (8)	0.0458 (8)	−0.0072 (7)	−0.0051 (7)	−0.0076 (6)
Si1	0.0687 (11)	0.0573 (9)	0.0529 (9)	−0.0052 (8)	−0.0146 (8)	−0.0053 (7)
Si2	0.0587 (10)	0.0553 (9)	0.0571 (10)	−0.0040 (7)	0.0009 (8)	−0.0086 (7)
N1	0.047 (3)	0.056 (3)	0.049 (3)	−0.002 (2)	−0.010 (2)	−0.006 (2)
N2	0.053 (3)	0.059 (3)	0.056 (3)	−0.004 (2)	0.000 (2)	−0.014 (2)
O1	0.075 (3)	0.068 (3)	0.095 (4)	−0.006 (2)	−0.007 (3)	−0.023 (3)
O2	0.070 (3)	0.070 (3)	0.082 (3)	−0.010 (2)	−0.001 (2)	0.012 (2)
O3	0.133 (5)	0.073 (3)	0.067 (3)	0.000 (3)	−0.045 (3)	−0.009 (2)
O4	0.066 (4)	0.056 (4)	0.105 (6)	−0.010 (3)	−0.013 (4)	−0.015 (4)
O4A	0.067 (10)	0.059 (10)	0.058 (10)	−0.011 (8)	−0.010 (7)	−0.011 (8)
O5	0.171 (6)	0.069 (3)	0.057 (3)	−0.017 (3)	0.018 (3)	−0.016 (2)
O6	0.063 (5)	0.069 (4)	0.088 (5)	0.002 (4)	0.006 (4)	−0.003 (4)
O6A	0.053 (11)	0.046 (8)	0.071 (10)	0.007 (7)	−0.003 (7)	0.003 (7)
C1	0.069 (5)	0.069 (4)	0.081 (5)	0.006 (3)	−0.014 (4)	−0.008 (3)
C2	0.131 (9)	0.121 (8)	0.142 (10)	0.031 (7)	−0.021 (7)	0.021 (7)
C3	0.102 (7)	0.179 (11)	0.093 (7)	0.011 (7)	−0.008 (5)	−0.026 (7)
C4	0.077 (6)	0.116 (8)	0.182 (11)	−0.020 (5)	−0.005 (6)	−0.039 (7)
C5	0.124 (6)	0.096 (6)	0.157 (8)	−0.037 (5)	0.017 (6)	0.031 (5)
C6	0.167 (9)	0.146 (8)	0.190 (9)	−0.044 (7)	−0.007 (8)	0.074 (7)
C7	0.183 (9)	0.123 (7)	0.194 (10)	−0.070 (7)	0.013 (8)	−0.005 (7)
C8	0.131 (7)	0.137 (8)	0.202 (9)	−0.028 (6)	0.047 (7)	0.023 (7)
C9	0.224 (9)	0.133 (7)	0.108 (6)	−0.005 (6)	−0.084 (6)	−0.045 (5)
C10	0.219 (10)	0.138 (8)	0.133 (8)	−0.032 (7)	−0.071 (8)	−0.041 (6)
C11	0.273 (11)	0.168 (9)	0.113 (7)	−0.014 (8)	−0.097 (7)	−0.025 (6)
C12	0.228 (11)	0.164 (9)	0.151 (8)	0.006 (8)	−0.033 (8)	−0.080 (7)
C13	0.063 (6)	0.065 (6)	0.099 (11)	−0.018 (5)	−0.024 (6)	−0.023 (6)
C14	0.069 (9)	0.162 (19)	0.085 (10)	−0.023 (8)	−0.006 (8)	−0.013 (11)
C15	0.134 (14)	0.091 (9)	0.138 (13)	−0.023 (9)	−0.058 (11)	0.010 (8)
C16	0.101 (14)	0.082 (10)	0.20 (3)	−0.023 (8)	−0.019 (16)	−0.052 (12)
C17	0.19	0.096 (6)	0.070 (5)	−0.013 (7)	0.042 (6)	−0.030 (5)
C18	0.301 (19)	0.103 (8)	0.126 (9)	−0.013 (9)	0.057 (10)	−0.063 (7)
C19	0.226 (15)	0.177 (12)	0.073 (7)	−0.026 (11)	−0.002 (8)	−0.028 (7)
C20	0.125 (11)	0.31 (2)	0.195 (16)	−0.028 (12)	0.056 (10)	−0.099 (15)
C21	0.091	0.070 (9)	0.077 (15)	0.012 (5)	−0.019 (8)	0.014 (11)
C22	0.072 (10)	0.170 (19)	0.21 (2)	0.042 (11)	−0.008 (11)	0.025 (16)
C23	0.18 (3)	0.088 (16)	0.17 (2)	0.016 (14)	0.023 (19)	−0.044 (16)
C24	0.121 (19)	0.13 (2)	0.107 (18)	−0.013 (15)	−0.051 (13)	0.010 (15)
C21A	0.091	0.070 (9)	0.077 (15)	0.012 (5)	−0.019 (8)	0.014 (11)
C22A	0.036 (18)	0.10 (3)	0.28 (6)	−0.011 (16)	0.04 (3)	−0.03 (3)
C23A	0.12 (4)	0.05 (3)	0.24 (8)	0.02 (2)	0.00 (4)	0.03 (3)
C24A	0.08 (3)	0.06 (2)	0.11 (4)	−0.003 (19)	0.08 (3)	0.01 (2)
C25	0.053 (4)	0.071 (4)	0.067 (4)	0.004 (3)	−0.018 (3)	−0.011 (3)
C26	0.051 (3)	0.062 (4)	0.070 (4)	0.009 (3)	−0.009 (3)	−0.017 (3)
C27	0.046 (3)	0.047 (3)	0.064 (4)	−0.001 (2)	−0.008 (3)	−0.012 (3)
C28	0.049 (3)	0.043 (3)	0.060 (3)	0.000 (2)	−0.006 (3)	−0.010 (2)
C29	0.049 (3)	0.059 (3)	0.071 (4)	−0.001 (3)	−0.012 (3)	−0.027 (3)
C30	0.047 (3)	0.061 (3)	0.067 (4)	−0.006 (3)	−0.012 (3)	−0.020 (3)
C31	0.039 (3)	0.053 (3)	0.056 (3)	−0.008 (2)	0.000 (2)	−0.004 (2)
C32	0.042 (3)	0.052 (3)	0.063 (4)	−0.008 (2)	0.004 (3)	−0.007 (3)
C33	0.045 (3)	0.067 (4)	0.074 (4)	0.004 (3)	0.002 (3)	−0.017 (3)
C34	0.065 (4)	0.070 (4)	0.063 (4)	0.002 (3)	0.001 (3)	−0.024 (3)
C35	0.043 (3)	0.045 (3)	0.057 (3)	−0.007 (2)	0.002 (2)	−0.006 (2)
C36	0.043 (3)	0.042 (3)	0.063 (3)	−0.006 (2)	−0.005 (3)	−0.006 (2)
C37	0.041 (3)	0.066 (4)	0.067 (4)	−0.004 (3)	−0.005 (3)	−0.025 (3)
C38	0.066 (4)	0.057 (4)	0.104 (6)	−0.005 (3)	0.003 (4)	−0.024 (4)
C39	0.073 (5)	0.074 (5)	0.187 (11)	−0.018 (4)	0.026 (7)	−0.068 (7)
C40	0.064 (5)	0.160 (11)	0.151 (10)	−0.027 (6)	0.026 (6)	−0.103 (9)
C41	0.073 (5)	0.212 (12)	0.085 (6)	0.013 (7)	−0.013 (4)	−0.082 (7)
C42	0.065 (4)	0.117 (6)	0.076 (5)	0.016 (4)	−0.013 (4)	−0.035 (4)
C43	0.042 (3)	0.047 (3)	0.068 (4)	0.000 (2)	−0.004 (3)	−0.005 (3)
C44	0.044 (3)	0.081 (4)	0.070 (4)	0.001 (3)	−0.001 (3)	−0.003 (3)
C45	0.039 (3)	0.092 (5)	0.094 (6)	0.001 (3)	−0.009 (3)	−0.001 (4)
C46	0.064 (4)	0.066 (4)	0.081 (5)	0.004 (3)	−0.023 (4)	−0.006 (3)
C47	0.071 (4)	0.056 (4)	0.077 (4)	0.001 (3)	−0.009 (4)	−0.008 (3)
C48	0.048 (3)	0.062 (3)	0.057 (4)	−0.008 (3)	0.005 (3)	−0.006 (3)
C49	0.080 (6)	0.093 (6)	0.148 (10)	−0.026 (5)	−0.005 (6)	0.018 (6)
C50	0.093 (7)	0.135 (8)	0.082 (6)	−0.059 (6)	−0.023 (5)	0.022 (6)
C51	0.069 (5)	0.130 (8)	0.115 (8)	−0.041 (6)	−0.040 (5)	0.057 (7)

Geometric parameters (Å, º)

Pb1—N1	2.594 (5)	C17—C20	1.471 (17)
Pb1—S2	2.6331 (18)	C17—C18	1.515 (14)
Pb1—S1	2.6976 (18)	C17—C19	1.521 (16)
Pb1—N2	2.801 (5)	C18—H18A	0.96
S1—Si1	2.075 (2)	C18—H18B	0.96
S2—Si2	2.071 (2)	C18—H18C	0.96
Si1—O3	1.599 (5)	C19—H19A	0.96
Si1—O2	1.615 (5)	C19—H19B	0.96
Si1—O1	1.619 (5)	C19—H19C	0.96
Si2—O6A	1.538 (13)	C20—H20A	0.96
Si2—O5	1.600 (5)	C20—H20B	0.96
Si2—O4	1.611 (7)	C20—H20C	0.96
Si2—O6	1.642 (7)	C21—C24	1.55 (2)
Si2—O4A	1.696 (15)	C21—C23	1.55 (2)
N1—C25	1.315 (7)	C21—C22	1.55 (2)
N1—C36	1.361 (7)	C22—H22A	0.96
N2—C34	1.326 (8)	C22—H22B	0.96
N2—C35	1.333 (7)	C22—H22C	0.96
O1—C1	1.439 (8)	C23—H23A	0.96
O2—C5	1.444 (10)	C23—H23B	0.96
O3—C9	1.425 (11)	C23—H23C	0.96
O4—C13	1.448 (11)	C24—H24A	0.96
O4A—C13A	1.45 (2)	C24—H24B	0.96
O5—C17	1.431 (9)	C24—H24C	0.96
O6—C21	1.35 (3)	C21A—C24A	1.36 (6)
O6A—C21A	1.70 (10)	C21A—C23A	1.42 (7)
C1—C4	1.487 (11)	C21A—C22A	1.55 (7)
C1—C3	1.494 (11)	C22A—H22D	0.96
C1—C2	1.516 (11)	C22A—H22E	0.96
C2—H2A	0.96	C22A—H22F	0.96
C2—H2B	0.96	C23A—H23D	0.96
C2—H2C	0.96	C23A—H23E	0.96
C3—H3A	0.96	C23A—H23F	0.96
C3—H3B	0.96	C24A—H24D	0.96
C3—H3C	0.96	C24A—H24E	0.96
C4—H4A	0.96	C24A—H24F	0.96
C4—H4B	0.96	C25—C26	1.401 (9)
C4—H4C	0.96	C25—H25	0.93
C5—C6	1.460 (12)	C26—C27	1.341 (8)
C5—C8	1.461 (11)	C26—H26	0.93
C5—C7	1.470 (12)	C27—C28	1.417 (8)
C6—H6A	0.96	C27—C37	1.482 (8)
C6—H6B	0.96	C28—C36	1.408 (8)
C6—H6C	0.96	C28—C29	1.426 (8)
C7—H7A	0.96	C29—C30	1.330 (8)
C7—H7B	0.96	C29—H29	0.93
C7—H7C	0.96	C30—C31	1.426 (8)
C8—H8A	0.96	C30—H30	0.93
C8—H8B	0.96	C31—C35	1.410 (8)
C8—H8C	0.96	C31—C32	1.411 (8)
C9—C11	1.466 (15)	C32—C33	1.370 (8)
C9—C12	1.525 (18)	C32—C43	1.488 (8)
C9—C10	1.532 (18)	C33—C34	1.363 (9)
C10—H10A	0.96	C33—H33	0.93
C10—H10B	0.96	C34—H34	0.93
C10—H10C	0.96	C35—C36	1.452 (7)
C11—H11A	0.96	C37—C42	1.364 (10)
C11—H11B	0.96	C37—C38	1.381 (9)
C11—H11C	0.96	C38—C39	1.376 (12)
C12—H12A	0.96	C38—H38	0.93
C12—H12B	0.96	C39—C40	1.351 (15)
C12—H12C	0.96	C39—H39	0.93
C13—C14	1.503 (13)	C40—C41	1.341 (15)
C13—C16	1.503 (11)	C40—H40	0.93
C13—C15	1.515 (12)	C41—C42	1.421 (11)
C14—H14A	0.96	C41—H41	0.93
C14—H14B	0.96	C42—H42	0.93
C14—H14C	0.96	C43—C48	1.361 (8)
C15—H15A	0.96	C43—C44	1.392 (8)
C15—H15B	0.96	C44—C45	1.374 (9)
C15—H15C	0.96	C44—H44	0.93
C16—H16A	0.96	C45—C46	1.363 (10)
C16—H16B	0.96	C45—H45	0.93
C16—H16C	0.96	C46—C47	1.372 (10)
C13A—C14A	1.501 (17)	C46—H46	0.93
C13A—C16A	1.501 (17)	C47—C48	1.371 (9)
C13A—C15A	1.506 (17)	C47—H47	0.93
C14A—H14D	0.96	C48—H48	0.93
C14A—H14E	0.96	C49—C51^i	1.359 (15)
C14A—H14F	0.96	C49—C50	1.377 (13)
C15A—H15D	0.96	C49—H49	0.93
C15A—H15E	0.96	C50—C51	1.338 (14)
C15A—H15F	0.96	C50—H50	0.93
C16A—H16D	0.96	C51—C49^i	1.359 (15)
C16A—H16E	0.96	C51—H51	0.93
C16A—H16F	0.96
N1—Pb1—S2	87.77 (11)	H16D—C16A—H16E	109.5
N1—Pb1—S1	89.44 (11)	C13A—C16A—H16F	109.5
S2—Pb1—S1	88.41 (6)	H16D—C16A—H16F	109.5
N1—Pb1—N2	60.42 (14)	H16E—C16A—H16F	109.5
S2—Pb1—N2	81.17 (11)	O5—C17—C20	109.3 (10)
S1—Pb1—N2	148.25 (10)	O5—C17—C18	110.9 (8)
Si1—S1—Pb1	99.04 (9)	C20—C17—C18	114.3 (12)
Si2—S2—Pb1	94.28 (8)	O5—C17—C19	102.8 (9)
O3—Si1—O2	113.1 (3)	C20—C17—C19	107.8 (11)
O3—Si1—O1	104.8 (3)	C18—C17—C19	111.2 (11)
O2—Si1—O1	105.4 (3)	C17—C18—H18A	109.5
O3—Si1—S1	115.2 (2)	C17—C18—H18B	109.5
O2—Si1—S1	105.16 (19)	H18A—C18—H18B	109.5
O1—Si1—S1	113.0 (2)	C17—C18—H18C	109.5
O6A—Si2—O5	125.4 (6)	H18A—C18—H18C	109.5
O6A—Si2—O4	64.9 (7)	H18B—C18—H18C	109.5
O5—Si2—O4	118.4 (4)	C17—C19—H19A	109.5
O5—Si2—O6	100.4 (4)	C17—C19—H19B	109.5
O4—Si2—O6	103.5 (4)	H19A—C19—H19B	109.5
O6A—Si2—O4A	102.8 (8)	C17—C19—H19C	109.5
O5—Si2—O4A	85.2 (6)	H19A—C19—H19C	109.5
O6—Si2—O4A	136.1 (6)	H19B—C19—H19C	109.5
O6A—Si2—S2	121.1 (6)	C17—C20—H20A	109.5
O5—Si2—S2	106.3 (2)	C17—C20—H20B	109.5
O4—Si2—S2	115.4 (3)	H20A—C20—H20B	109.5
O6—Si2—S2	111.7 (3)	C17—C20—H20C	109.5
O4A—Si2—S2	108.1 (5)	H20A—C20—H20C	109.5
C25—N1—C36	117.9 (5)	H20B—C20—H20C	109.5
C25—N1—Pb1	117.4 (4)	O6—C21—C24	114 (2)
C36—N1—Pb1	124.5 (3)	O6—C21—C23	115 (2)
C34—N2—C35	116.8 (5)	C24—C21—C23	108.7 (19)
C34—N2—Pb1	124.4 (4)	O6—C21—C22	107.9 (16)
C35—N2—Pb1	118.2 (4)	C24—C21—C22	102.6 (17)
C1—O1—Si1	134.3 (4)	C23—C21—C22	108 (3)
C5—O2—Si1	135.9 (5)	C21—C22—H22A	109.5
C9—O3—Si1	137.5 (6)	C21—C22—H22B	109.5
C13—O4—Si2	133.6 (7)	H22A—C22—H22B	109.5
C13A—O4A—Si2	136 (2)	C21—C22—H22C	109.5
C17—O5—Si2	136.2 (6)	H22A—C22—H22C	109.5
C21—O6—Si2	135.5 (11)	H22B—C22—H22C	109.5
Si2—O6A—C21A	136 (3)	C21—C23—H23A	109.5
O1—C1—C4	113.0 (6)	C21—C23—H23B	109.5
O1—C1—C3	105.1 (6)	H23A—C23—H23B	109.5
C4—C1—C3	109.3 (8)	C21—C23—H23C	109.5
O1—C1—C2	106.5 (7)	H23A—C23—H23C	109.5
C4—C1—C2	113.2 (8)	H23B—C23—H23C	109.5
C3—C1—C2	109.3 (8)	C21—C24—H24A	109.5
C1—C2—H2A	109.5	C21—C24—H24B	109.5
C1—C2—H2B	109.5	H24A—C24—H24B	109.5
H2A—C2—H2B	109.5	C21—C24—H24C	109.5
C1—C2—H2C	109.5	H24A—C24—H24C	109.5
H2A—C2—H2C	109.5	H24B—C24—H24C	109.5
H2B—C2—H2C	109.5	C24A—C21A—C23A	128 (7)
C1—C3—H3A	109.5	C24A—C21A—C22A	118 (5)
C1—C3—H3B	109.5	C23A—C21A—C22A	112 (5)
H3A—C3—H3B	109.5	C24A—C21A—O6A	94 (5)
C1—C3—H3C	109.5	C23A—C21A—O6A	92 (6)
H3A—C3—H3C	109.5	C22A—C21A—O6A	99 (6)
H3B—C3—H3C	109.5	C21A—C22A—H22D	109.5
C1—C4—H4A	109.5	C21A—C22A—H22E	109.5
C1—C4—H4B	109.5	H22D—C22A—H22E	109.5
H4A—C4—H4B	109.5	C21A—C22A—H22F	109.5
C1—C4—H4C	109.5	H22D—C22A—H22F	109.5
H4A—C4—H4C	109.5	H22E—C22A—H22F	109.5
H4B—C4—H4C	109.5	C21A—C23A—H23D	109.5
O2—C5—C6	112.0 (9)	C21A—C23A—H23E	109.5
O2—C5—C8	106.9 (8)	H23D—C23A—H23E	109.5
C6—C5—C8	109.5 (11)	C21A—C23A—H23F	109.5
O2—C5—C7	108.9 (9)	H23D—C23A—H23F	109.5
C6—C5—C7	110.4 (11)	H23E—C23A—H23F	109.5
C8—C5—C7	109.0 (11)	C21A—C24A—H24D	109.5
C5—C6—H6A	109.5	C21A—C24A—H24E	109.5
C5—C6—H6B	109.5	H24D—C24A—H24E	109.5
H6A—C6—H6B	109.5	C21A—C24A—H24F	109.5
C5—C6—H6C	109.5	H24D—C24A—H24F	109.5
H6A—C6—H6C	109.5	H24E—C24A—H24F	109.5
H6B—C6—H6C	109.5	N1—C25—C26	123.2 (6)
C5—C7—H7A	109.5	N1—C25—H25	118.4
C5—C7—H7B	109.5	C26—C25—H25	118.4
H7A—C7—H7B	109.5	C27—C26—C25	120.3 (5)
C5—C7—H7C	109.5	C27—C26—H26	119.8
H7A—C7—H7C	109.5	C25—C26—H26	119.8
H7B—C7—H7C	109.5	C26—C27—C28	118.4 (5)
C5—C8—H8A	109.5	C26—C27—C37	120.0 (5)
C5—C8—H8B	109.5	C28—C27—C37	121.6 (5)
H8A—C8—H8B	109.5	C36—C28—C27	118.0 (5)
C5—C8—H8C	109.5	C36—C28—C29	118.5 (5)
H8A—C8—H8C	109.5	C27—C28—C29	123.4 (5)
H8B—C8—H8C	109.5	C30—C29—C28	121.5 (5)
O3—C9—C11	105.9 (10)	C30—C29—H29	119.2
O3—C9—C12	110.1 (10)	C28—C29—H29	119.2
C11—C9—C12	117.1 (13)	C29—C30—C31	122.2 (5)
O3—C9—C10	107.5 (11)	C29—C30—H30	118.9
C11—C9—C10	108.2 (12)	C31—C30—H30	118.9
C12—C9—C10	107.7 (12)	C35—C31—C32	118.1 (5)
C9—C10—H10A	109.5	C35—C31—C30	118.5 (5)
C9—C10—H10B	109.5	C32—C31—C30	123.4 (5)
H10A—C10—H10B	109.5	C33—C32—C31	117.3 (5)
C9—C10—H10C	109.5	C33—C32—C43	121.3 (5)
H10A—C10—H10C	109.5	C31—C32—C43	121.3 (5)
H10B—C10—H10C	109.5	C34—C33—C32	119.8 (6)
C9—C11—H11A	109.5	C34—C33—H33	120.1
C9—C11—H11B	109.5	C32—C33—H33	120.1
H11A—C11—H11B	109.5	N2—C34—C33	124.9 (6)
C9—C11—H11C	109.5	N2—C34—H34	117.6
H11A—C11—H11C	109.5	C33—C34—H34	117.6
H11B—C11—H11C	109.5	N2—C35—C31	123.0 (5)
C9—C12—H12A	109.5	N2—C35—C36	118.0 (5)
C9—C12—H12B	109.5	C31—C35—C36	119.0 (5)
H12A—C12—H12B	109.5	N1—C36—C28	122.0 (5)
C9—C12—H12C	109.5	N1—C36—C35	118.2 (5)
H12A—C12—H12C	109.5	C28—C36—C35	119.7 (5)
H12B—C12—H12C	109.5	C42—C37—C38	117.6 (6)
O4—C13—C14	106.8 (11)	C42—C37—C27	121.5 (6)
O4—C13—C16	102.9 (12)	C38—C37—C27	120.8 (6)
C14—C13—C16	111.0 (19)	C39—C38—C37	121.2 (9)
O4—C13—C15	111.1 (10)	C39—C38—H38	119.4
C14—C13—C15	111.8 (17)	C37—C38—H38	119.4
C16—C13—C15	112.7 (16)	C40—C39—C38	120.2 (10)
C13—C14—H14A	109.5	C40—C39—H39	119.9
C13—C14—H14B	109.5	C38—C39—H39	119.9
H14A—C14—H14B	109.5	C41—C40—C39	121.1 (9)
C13—C14—H14C	109.5	C41—C40—H40	119.5
H14A—C14—H14C	109.5	C39—C40—H40	119.5
H14B—C14—H14C	109.5	C40—C41—C42	118.9 (10)
C13—C15—H15A	109.5	C40—C41—H41	120.6
C13—C15—H15B	109.5	C42—C41—H41	120.6
H15A—C15—H15B	109.5	C37—C42—C41	121.0 (8)
C13—C15—H15C	109.5	C37—C42—H42	119.5
H15A—C15—H15C	109.5	C41—C42—H42	119.5
H15B—C15—H15C	109.5	C48—C43—C44	119.8 (6)
C13—C16—H16A	109.5	C48—C43—C32	120.8 (5)
C13—C16—H16B	109.5	C44—C43—C32	119.4 (6)
H16A—C16—H16B	109.5	C45—C44—C43	118.3 (6)
C13—C16—H16C	109.5	C45—C44—H44	120.8
H16A—C16—H16C	109.5	C43—C44—H44	120.8
H16B—C16—H16C	109.5	C46—C45—C44	121.6 (6)
O4A—C13A—C14A	113 (5)	C46—C45—H45	119.2
O4A—C13A—C16A	110 (4)	C44—C45—H45	119.2
C14A—C13A—C16A	118 (6)	C45—C46—C47	119.8 (7)
O4A—C13A—C15A	107 (3)	C45—C46—H46	120.1
C14A—C13A—C15A	99 (5)	C47—C46—H46	120.1
C16A—C13A—C15A	109 (5)	C48—C47—C46	119.2 (7)
C13A—C14A—H14D	109.5	C48—C47—H47	120.4
C13A—C14A—H14E	109.5	C46—C47—H47	120.4
H14D—C14A—H14E	109.5	C43—C48—C47	121.3 (6)
C13A—C14A—H14F	109.5	C43—C48—H48	119.3
H14D—C14A—H14F	109.5	C47—C48—H48	119.3
H14E—C14A—H14F	109.5	C51^i—C49—C50	119.6 (10)
C13A—C15A—H15D	109.5	C51^i—C49—H49	120.2
C13A—C15A—H15E	109.5	C50—C49—H49	120.2
H15D—C15A—H15E	109.5	C51—C50—C49	119.7 (10)
C13A—C15A—H15F	109.5	C51—C50—H50	120.2
H15D—C15A—H15F	109.5	C49—C50—H50	120.2
H15E—C15A—H15F	109.5	C50—C51—C49^i	120.7 (9)
C13A—C16A—H16D	109.5	C50—C51—H51	119.7
C13A—C16A—H16E	109.4	C49^i—C51—H51	119.7

Symmetry code: (i) −x+1, −y+1, −z+1.