1-Hydr-oxy-1,1,3,3,3-penta-phenyl-disiloxane, [Si(2)O(OH)(Ph)(5)], at 100 K.

In the crystal structure of the title compound, C(30)H(26)O(2)Si(2), one Si(Ph)(3) residue is bound to another Si(OH)(Ph)(2) residue via a non-linear Si-O-Si bridge. The asymmetric unit is composed of two such molecules which inter-act, on the one hand, via a strong and highly directional O-H⋯O hydrogen bond involving the two neighbouring Si-OH units and, on the other, via an O-H⋯π contact connecting the second hydroxyl group with an adjacent phenyl group.

Related literature

For the structure of the title compound at 150 (2) K, see the next paper: Amarante et al. (2008 ▶). For related structures of disiloxane compounds, see: Glidewell & Liles (1978 ▶); Hönle et al. (1990 ▶); Morosin & Harrah (1981 ▶); Suwińska et al. (1986 ▶); Wojnowski et al. (2004 ▶). For literature relevant to this communication and published by our group, see: Abrantes et al. (2002 ▶); Bruno et al. (2006 ▶, 2007 ▶); Nunes et al. (2003 ▶). For the Cambridge Structural Database (Version 5.28 with three updates, August 2007), see: Allen (2002 ▶).

Experimental

Crystal data

C30H26O2Si2

M = 474.69

Triclinic,

a = 10.3611 (6) Å

b = 14.2844 (8) Å

c = 18.4367 (9) Å

α = 99.421 (4)°

β = 98.492 (4)°

γ = 107.415 (4)°

V = 2511.8 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.17 mm−1

T = 100 (2) K

0.14 × 0.08 × 0.08 mm

Data collection

Bruker Kappa APEXII diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1998 ▶) T min = 0.977, T max = 0.987

33504 measured reflections

9155 independent reflections

4059 reflections with I > 2σ(I)

R int = 0.140

Refinement

R[F 2 > 2σ(F 2)] = 0.072

wR(F 2) = 0.185

S = 0.98

9155 reflections

615 parameters

H-atom parameters constrained

Δρmax = 0.38 e Å−3

Δρmin = −0.37 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: APEX2; data reduction: SAINT-Plus (Bruker, 2005 ▶); program(s) used to solve structure: SHELXTL (Bruker 2001 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807064975/tk2228sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807064975/tk2228Isup2.hkl

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

C30H26O2Si2	Z = 4
Mr = 474.69	F(000) = 1000
Triclinic, P1	Dx = 1.255 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.3611 (6) Å	Cell parameters from 1283 reflections
b = 14.2844 (8) Å	θ = 2.8–17.4°
c = 18.4367 (9) Å	µ = 0.17 mm−1
α = 99.421 (4)°	T = 100 K
β = 98.492 (4)°	Prism, colourless
γ = 107.415 (4)°	0.14 × 0.08 × 0.08 mm
V = 2511.8 (3) Å3

Bruker X8 KappaCCD APEXII diffractometer	9155 independent reflections
Radiation source: fine-focus sealed tube	4059 reflections with I > 2σ(I)
graphite	Rint = 0.140
ω/φ scans	θmax = 25.4°, θmin = 3.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1998)	h = −12→12
Tmin = 0.977, Tmax = 0.987	k = −17→17
33504 measured reflections	l = −22→22

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.072	Hydrogen site location: mixed
wR(F2) = 0.185	H-atom parameters constrained
S = 0.98	w = 1/[σ2(Fo2) + (0.0681P)2] where P = (Fo2 + 2Fc2)/3
9155 reflections	(Δ/σ)max < 0.001
615 parameters	Δρmax = 0.38 e Å−3
0 restraints	Δρmin = −0.37 e Å−3

Experimental. See dedicated section in the main paper

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

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

	x	y	z	Uiso*/Ueq
Si1	0.65378 (14)	0.38772 (10)	0.22723 (7)	0.0325 (4)
Si2	0.37645 (15)	0.20240 (10)	0.20581 (7)	0.0349 (4)
O1	0.5137 (3)	0.3003 (2)	0.22680 (16)	0.0353 (8)
O2	0.6412 (3)	0.4896 (2)	0.27676 (17)	0.0373 (8)
H2	0.7188	0.5246	0.3040	0.056*
C1	0.6626 (5)	0.4060 (4)	0.1306 (3)	0.0321 (12)
C2	0.6737 (5)	0.3310 (4)	0.0760 (3)	0.0404 (14)
H2A	0.6778	0.2699	0.0885	0.049*
C3	0.6790 (5)	0.3443 (4)	0.0033 (3)	0.0447 (14)
H3	0.6880	0.2929	−0.0334	0.054*
C4	0.6711 (5)	0.4324 (4)	−0.0152 (3)	0.0380 (13)
H4A	0.6722	0.4407	−0.0652	0.046*
C5	0.6617 (5)	0.5071 (4)	0.0371 (3)	0.0388 (13)
H5	0.6570	0.5677	0.0240	0.047*
C6	0.6591 (5)	0.4946 (4)	0.1097 (3)	0.0355 (12)
H6	0.6547	0.5481	0.1464	0.043*
C7	0.8033 (5)	0.3584 (4)	0.2723 (3)	0.0380 (13)
C8	0.7915 (6)	0.2950 (4)	0.3225 (3)	0.0559 (16)
H8	0.7044	0.2661	0.3347	0.067*
C9	0.9063 (7)	0.2736 (5)	0.3551 (3)	0.074 (2)
H9	0.8971	0.2285	0.3881	0.089*
C10	1.0333 (7)	0.3181 (6)	0.3394 (4)	0.083 (2)
H10	1.1125	0.3053	0.3627	0.100*
C11	1.0457 (6)	0.3805 (5)	0.2903 (3)	0.076 (2)
H11	1.1337	0.4108	0.2796	0.091*
C12	0.9337 (6)	0.4001 (4)	0.2563 (3)	0.0573 (17)
H12	0.9442	0.4425	0.2214	0.069*
C13	0.2320 (5)	0.2360 (4)	0.1589 (3)	0.0391 (13)
C14	0.2492 (5)	0.3110 (4)	0.1194 (3)	0.0403 (13)
H14	0.3403	0.3501	0.1178	0.048*
C15	0.1392 (5)	0.3315 (4)	0.0820 (3)	0.0382 (13)
H15	0.1547	0.3835	0.0549	0.046*
C16	0.0087 (6)	0.2768 (4)	0.0841 (3)	0.0556 (16)
H16	−0.0677	0.2893	0.0572	0.067*
C18	0.0978 (6)	0.1848 (4)	0.1625 (3)	0.0569 (17)
H18	0.0816	0.1351	0.1917	0.068*
C17	−0.0138 (6)	0.2042 (4)	0.1247 (3)	0.0649 (18)
H17	−0.1054	0.1670	0.1270	0.078*
C19	0.3412 (5)	0.1655 (4)	0.2950 (3)	0.0367 (13)
C20	0.3761 (5)	0.2357 (4)	0.3611 (3)	0.0446 (14)
H20	0.4199	0.3044	0.3613	0.054*
C21	0.3497 (6)	0.2096 (4)	0.4268 (3)	0.0567 (16)
H21	0.3762	0.2600	0.4718	0.068*
C22	0.2853 (6)	0.1111 (4)	0.4281 (3)	0.0539 (16)
H22	0.2653	0.0934	0.4737	0.065*
C23	0.2503 (6)	0.0392 (4)	0.3640 (3)	0.0548 (16)
H23	0.2061	−0.0293	0.3645	0.066*
C24	0.2791 (5)	0.0656 (4)	0.2979 (3)	0.0500 (15)
H24	0.2560	0.0145	0.2535	0.060*
C25	0.4074 (5)	0.0972 (4)	0.1459 (3)	0.0381 (13)
C26	0.3073 (6)	0.0290 (4)	0.0873 (3)	0.0505 (15)
H26	0.2212	0.0393	0.0742	0.061*
C27	0.3288 (7)	−0.0545 (4)	0.0470 (3)	0.0582 (17)
H27	0.2580	−0.1018	0.0079	0.070*
C28	0.4551 (7)	−0.0662 (4)	0.0655 (3)	0.0577 (16)
H28	0.4715	−0.1222	0.0378	0.069*
C29	0.5557 (7)	−0.0022 (4)	0.1208 (3)	0.0612 (17)
H29	0.6425	−0.0123	0.1319	0.073*
C30	0.5324 (6)	0.0794 (4)	0.1623 (3)	0.0567 (16)
H30	0.6033	0.1240	0.2027	0.068*
Si3	0.41436 (14)	0.65882 (10)	0.26844 (7)	0.0326 (4)
Si4	0.70163 (14)	0.82551 (10)	0.29771 (7)	0.0350 (4)
O3	0.5376 (3)	0.7660 (2)	0.28621 (16)	0.0375 (9)
O4	0.4511 (3)	0.5704 (2)	0.21842 (16)	0.0371 (8)
H4	0.5029	0.5495	0.2462	0.056*
C31	0.2633 (5)	0.6726 (3)	0.2105 (2)	0.0300 (12)
C32	0.2548 (5)	0.7665 (4)	0.2015 (3)	0.0448 (14)
H32	0.3300	0.8259	0.2255	0.054*
C33	0.1395 (5)	0.7738 (4)	0.1585 (3)	0.0456 (14)
H33	0.1355	0.8380	0.1534	0.055*
C34	0.0307 (5)	0.6891 (4)	0.1231 (3)	0.0443 (14)
H34	−0.0493	0.6949	0.0941	0.053*
C35	0.0364 (5)	0.5960 (4)	0.1291 (3)	0.0416 (14)
H35	−0.0385	0.5371	0.1037	0.050*
C36	0.1517 (5)	0.5887 (4)	0.1722 (2)	0.0350 (12)
H36	0.1550	0.5238	0.1758	0.042*
C37	0.3804 (5)	0.6264 (3)	0.3589 (3)	0.0324 (12)
C38	0.3412 (6)	0.6867 (4)	0.4095 (3)	0.0473 (15)
H38	0.3341	0.7479	0.3987	0.057*
C39	0.3109 (6)	0.6628 (4)	0.4766 (3)	0.0507 (15)
H39	0.2846	0.7076	0.5108	0.061*
C40	0.3191 (5)	0.5752 (4)	0.4931 (3)	0.0447 (14)
H40	0.2953	0.5569	0.5379	0.054*
C41	0.3619 (6)	0.5143 (4)	0.4449 (3)	0.0608 (17)
H41	0.3723	0.4545	0.4569	0.073*
C42	0.3904 (6)	0.5393 (4)	0.3776 (3)	0.0549 (16)
H42	0.4177	0.4948	0.3437	0.066*
C43	0.7384 (5)	0.9429 (3)	0.3686 (3)	0.0349 (12)
C44	0.6351 (6)	0.9785 (4)	0.3864 (3)	0.0467 (14)
H44	0.5431	0.9449	0.3587	0.056*
C45	0.6613 (6)	1.0623 (4)	0.4440 (3)	0.0555 (16)
H45	0.5880	1.0853	0.4553	0.067*
C46	0.7932 (6)	1.1110 (4)	0.4839 (3)	0.0496 (15)
H46	0.8111	1.1670	0.5243	0.060*
C47	0.8996 (6)	1.0802 (4)	0.4665 (3)	0.0473 (15)
H47	0.9917	1.1159	0.4934	0.057*
C48	0.8725 (5)	0.9964 (3)	0.4094 (3)	0.0378 (13)
H48	0.9468	0.9749	0.3978	0.045*
C49	0.7447 (5)	0.8425 (4)	0.2052 (3)	0.0358 (13)
C50	0.6623 (5)	0.7799 (4)	0.1391 (3)	0.0387 (13)
H50	0.5792	0.7298	0.1410	0.046*
C51	0.6962 (6)	0.7872 (4)	0.0707 (3)	0.0437 (14)
H51	0.6351	0.7443	0.0260	0.052*
C52	0.8162 (6)	0.8554 (4)	0.0663 (3)	0.0497 (15)
H52	0.8405	0.8586	0.0189	0.060*
C53	0.9022 (6)	0.9195 (4)	0.1298 (3)	0.0523 (15)
H53	0.9856	0.9682	0.1268	0.063*
C54	0.8669 (6)	0.9130 (4)	0.1991 (3)	0.0501 (15)
H54	0.9274	0.9576	0.2433	0.060*
C55	0.8023 (5)	0.7503 (3)	0.3357 (2)	0.0300 (12)
C56	0.7791 (5)	0.7161 (3)	0.4014 (3)	0.0356 (12)
H56	0.7115	0.7321	0.4259	0.043*
C57	0.8516 (5)	0.6599 (4)	0.4314 (3)	0.0396 (13)
H57	0.8341	0.6381	0.4761	0.048*
C58	0.9489 (5)	0.6354 (4)	0.3967 (3)	0.0426 (14)
H58	0.9981	0.5958	0.4169	0.051*
C59	0.9754 (5)	0.6686 (4)	0.3325 (3)	0.0460 (14)
H59	1.0432	0.6521	0.3084	0.055*
C60	0.9029 (5)	0.7258 (3)	0.3031 (3)	0.0384 (13)
H60	0.9231	0.7490	0.2592	0.046*

	U11	U22	U33	U12	U13	U23
Si1	0.0309 (9)	0.0326 (8)	0.0341 (8)	0.0114 (7)	0.0055 (6)	0.0069 (6)
Si2	0.0357 (9)	0.0306 (8)	0.0364 (8)	0.0085 (7)	0.0069 (7)	0.0074 (6)
O1	0.032 (2)	0.0321 (19)	0.0375 (19)	0.0036 (16)	0.0082 (15)	0.0070 (15)
O2	0.038 (2)	0.0311 (19)	0.041 (2)	0.0124 (17)	0.0058 (16)	0.0031 (16)
C1	0.023 (3)	0.040 (3)	0.037 (3)	0.013 (2)	0.008 (2)	0.011 (3)
C2	0.047 (4)	0.039 (3)	0.037 (3)	0.014 (3)	0.007 (3)	0.014 (3)
C3	0.046 (4)	0.044 (3)	0.040 (3)	0.013 (3)	0.010 (3)	−0.001 (3)
C4	0.036 (3)	0.040 (3)	0.040 (3)	0.012 (3)	0.008 (2)	0.015 (3)
C5	0.037 (3)	0.043 (3)	0.042 (3)	0.015 (3)	0.014 (3)	0.017 (3)
C6	0.033 (3)	0.038 (3)	0.039 (3)	0.016 (3)	0.009 (2)	0.008 (2)
C7	0.037 (3)	0.049 (3)	0.036 (3)	0.023 (3)	0.008 (2)	0.016 (3)
C8	0.053 (4)	0.079 (4)	0.053 (4)	0.032 (4)	0.020 (3)	0.034 (3)
C9	0.069 (5)	0.115 (6)	0.067 (4)	0.049 (5)	0.015 (4)	0.059 (4)
C10	0.064 (5)	0.129 (6)	0.083 (5)	0.059 (5)	0.010 (4)	0.054 (5)
C11	0.040 (4)	0.127 (6)	0.082 (5)	0.043 (4)	0.008 (3)	0.053 (5)
C12	0.043 (4)	0.075 (4)	0.067 (4)	0.024 (3)	0.014 (3)	0.042 (3)
C13	0.029 (3)	0.036 (3)	0.041 (3)	0.000 (3)	−0.001 (2)	0.007 (3)
C14	0.037 (3)	0.041 (3)	0.040 (3)	0.011 (3)	0.005 (3)	0.005 (3)
C15	0.041 (4)	0.039 (3)	0.037 (3)	0.017 (3)	0.009 (3)	0.011 (2)
C16	0.036 (4)	0.058 (4)	0.072 (4)	0.016 (3)	−0.001 (3)	0.021 (3)
C18	0.043 (4)	0.050 (4)	0.076 (4)	0.010 (3)	0.001 (3)	0.030 (3)
C17	0.035 (4)	0.072 (4)	0.087 (5)	0.012 (3)	0.004 (3)	0.034 (4)
C19	0.031 (3)	0.029 (3)	0.045 (3)	0.003 (2)	0.004 (2)	0.011 (3)
C20	0.055 (4)	0.031 (3)	0.047 (3)	0.009 (3)	0.020 (3)	0.007 (3)
C21	0.076 (5)	0.046 (4)	0.043 (3)	0.014 (3)	0.018 (3)	0.004 (3)
C22	0.063 (4)	0.056 (4)	0.046 (4)	0.017 (3)	0.021 (3)	0.017 (3)
C23	0.064 (4)	0.045 (4)	0.049 (4)	0.001 (3)	0.020 (3)	0.018 (3)
C24	0.058 (4)	0.043 (3)	0.041 (3)	0.007 (3)	0.012 (3)	0.004 (3)
C25	0.042 (3)	0.037 (3)	0.036 (3)	0.017 (3)	0.006 (3)	0.009 (2)
C26	0.059 (4)	0.050 (4)	0.045 (3)	0.023 (3)	0.007 (3)	0.013 (3)
C27	0.070 (5)	0.051 (4)	0.041 (3)	0.015 (4)	0.000 (3)	−0.005 (3)
C28	0.072 (5)	0.039 (4)	0.063 (4)	0.022 (4)	0.014 (4)	0.009 (3)
C29	0.070 (5)	0.049 (4)	0.067 (4)	0.031 (4)	0.007 (4)	0.003 (3)
C30	0.059 (4)	0.051 (4)	0.053 (4)	0.023 (3)	−0.004 (3)	−0.002 (3)
Si3	0.0279 (8)	0.0310 (8)	0.0360 (8)	0.0087 (7)	0.0040 (6)	0.0033 (6)
Si4	0.0293 (9)	0.0328 (8)	0.0387 (8)	0.0071 (7)	0.0017 (7)	0.0072 (7)
O3	0.028 (2)	0.0314 (19)	0.044 (2)	0.0030 (16)	0.0026 (16)	0.0028 (15)
O4	0.038 (2)	0.040 (2)	0.0366 (19)	0.0191 (17)	0.0068 (16)	0.0061 (16)
C31	0.027 (3)	0.031 (3)	0.030 (3)	0.009 (2)	0.006 (2)	0.004 (2)
C32	0.034 (3)	0.043 (3)	0.050 (3)	0.007 (3)	0.002 (3)	0.005 (3)
C33	0.038 (4)	0.044 (3)	0.057 (4)	0.019 (3)	0.000 (3)	0.018 (3)
C34	0.032 (3)	0.063 (4)	0.046 (3)	0.024 (3)	0.004 (3)	0.023 (3)
C35	0.030 (3)	0.048 (3)	0.041 (3)	0.010 (3)	−0.001 (2)	0.005 (3)
C36	0.036 (3)	0.034 (3)	0.036 (3)	0.014 (3)	0.009 (2)	0.007 (2)
C37	0.029 (3)	0.025 (3)	0.041 (3)	0.011 (2)	0.002 (2)	0.001 (2)
C38	0.071 (4)	0.038 (3)	0.039 (3)	0.026 (3)	0.012 (3)	0.011 (3)
C39	0.072 (4)	0.046 (4)	0.042 (3)	0.032 (3)	0.013 (3)	0.006 (3)
C40	0.053 (4)	0.041 (3)	0.042 (3)	0.014 (3)	0.015 (3)	0.010 (3)
C41	0.094 (5)	0.044 (4)	0.064 (4)	0.036 (4)	0.035 (4)	0.023 (3)
C42	0.077 (5)	0.046 (4)	0.053 (4)	0.030 (3)	0.025 (3)	0.010 (3)
C43	0.033 (3)	0.029 (3)	0.044 (3)	0.012 (3)	0.002 (3)	0.014 (2)
C44	0.037 (4)	0.029 (3)	0.066 (4)	0.011 (3)	−0.001 (3)	−0.001 (3)
C45	0.053 (4)	0.047 (4)	0.072 (4)	0.025 (3)	0.015 (3)	0.009 (3)
C46	0.062 (4)	0.030 (3)	0.046 (3)	0.009 (3)	0.001 (3)	0.003 (3)
C47	0.049 (4)	0.029 (3)	0.055 (4)	0.010 (3)	−0.009 (3)	0.010 (3)
C48	0.044 (3)	0.028 (3)	0.041 (3)	0.014 (3)	0.001 (3)	0.011 (2)
C49	0.034 (3)	0.036 (3)	0.039 (3)	0.010 (3)	0.008 (3)	0.014 (2)
C50	0.033 (3)	0.034 (3)	0.049 (3)	0.012 (3)	0.008 (3)	0.008 (3)
C51	0.047 (4)	0.045 (3)	0.040 (3)	0.016 (3)	0.007 (3)	0.012 (3)
C52	0.057 (4)	0.046 (3)	0.052 (4)	0.021 (3)	0.011 (3)	0.019 (3)
C53	0.057 (4)	0.043 (3)	0.056 (4)	0.010 (3)	0.019 (3)	0.016 (3)
C54	0.050 (4)	0.049 (4)	0.051 (4)	0.014 (3)	0.008 (3)	0.018 (3)
C55	0.027 (3)	0.025 (3)	0.031 (3)	0.003 (2)	0.002 (2)	−0.001 (2)
C56	0.029 (3)	0.032 (3)	0.039 (3)	0.007 (3)	0.000 (2)	0.001 (2)
C57	0.045 (4)	0.034 (3)	0.039 (3)	0.014 (3)	0.008 (3)	0.008 (2)
C58	0.041 (4)	0.030 (3)	0.050 (3)	0.011 (3)	−0.005 (3)	0.008 (3)
C59	0.041 (4)	0.050 (4)	0.053 (4)	0.020 (3)	0.019 (3)	0.009 (3)
C60	0.030 (3)	0.038 (3)	0.041 (3)	0.005 (3)	0.002 (3)	0.010 (3)

Si1—O1	1.605 (3)	Si3—O4	1.612 (3)
Si1—O2	1.637 (3)	Si3—O3	1.620 (3)
Si1—C7	1.841 (5)	Si3—C31	1.841 (5)
Si1—C1	1.854 (5)	Si3—C37	1.858 (5)
Si2—O1	1.612 (3)	Si4—O3	1.620 (3)
Si2—C13	1.844 (5)	Si4—C43	1.848 (5)
Si2—C25	1.852 (5)	Si4—C55	1.854 (5)
Si2—C19	1.861 (5)	Si4—C49	1.861 (5)
O2—H2	0.8400	O4—H4	0.8400
C1—C2	1.389 (6)	C31—C36	1.387 (6)
C1—C6	1.390 (6)	C31—C32	1.405 (6)
C2—C3	1.391 (6)	C32—C33	1.374 (6)
C2—H2A	0.9500	C32—H32	0.9500
C3—C4	1.379 (6)	C33—C34	1.367 (6)
C3—H3	0.9500	C33—H33	0.9500
C4—C5	1.353 (6)	C34—C35	1.371 (6)
C4—H4A	0.9500	C34—H34	0.9500
C5—C6	1.382 (6)	C35—C36	1.375 (6)
C5—H5	0.9500	C35—H35	0.9500
C6—H6	0.9500	C36—H36	0.9500
C7—C8	1.391 (6)	C37—C38	1.355 (6)
C7—C12	1.400 (7)	C37—C42	1.372 (6)
C8—C9	1.391 (7)	C38—C39	1.390 (6)
C8—H8	0.9500	C38—H38	0.9500
C9—C10	1.375 (8)	C39—C40	1.359 (6)
C9—H9	0.9500	C39—H39	0.9500
C10—C11	1.365 (8)	C40—C41	1.356 (7)
C10—H10	0.9500	C40—H40	0.9500
C11—C12	1.361 (7)	C41—C42	1.394 (7)
C11—H11	0.9500	C41—H41	0.9500
C12—H12	0.9500	C42—H42	0.9500
C13—C14	1.375 (6)	C43—C44	1.374 (7)
C13—C18	1.381 (7)	C43—C48	1.396 (6)
C14—C15	1.376 (6)	C44—C45	1.391 (7)
C14—H14	0.9500	C44—H44	0.9500
C15—C16	1.354 (6)	C45—C46	1.364 (7)
C15—H15	0.9500	C45—H45	0.9500
C16—C17	1.360 (7)	C46—C47	1.365 (7)
C16—H16	0.9500	C46—H46	0.9500
C18—C17	1.384 (7)	C47—C48	1.385 (7)
C18—H18	0.9500	C47—H47	0.9500
C17—H17	0.9500	C48—H48	0.9500
C19—C20	1.369 (6)	C49—C50	1.376 (6)
C19—C24	1.393 (6)	C49—C54	1.395 (6)
C20—C21	1.365 (6)	C50—C51	1.371 (6)
C20—H20	0.9500	C50—H50	0.9500
C21—C22	1.371 (7)	C51—C52	1.353 (7)
C21—H21	0.9500	C51—H51	0.9500
C22—C23	1.356 (7)	C52—C53	1.362 (7)
C22—H22	0.9500	C52—H52	0.9500
C23—C24	1.380 (6)	C53—C54	1.388 (7)
C23—H23	0.9500	C53—H53	0.9500
C24—H24	0.9500	C54—H54	0.9500
C25—C26	1.382 (6)	C55—C60	1.380 (6)
C25—C30	1.393 (7)	C55—C56	1.404 (6)
C26—C27	1.393 (7)	C56—C57	1.377 (6)
C26—H26	0.9500	C56—H56	0.9500
C27—C28	1.369 (8)	C57—C58	1.369 (7)
C27—H27	0.9500	C57—H57	0.9500
C28—C29	1.332 (7)	C58—C59	1.380 (6)
C28—H28	0.9500	C58—H58	0.9500
C29—C30	1.391 (7)	C59—C60	1.386 (6)
C29—H29	0.9500	C59—H59	0.9500
C30—H30	0.9500	C60—H60	0.9500
O1—Si1—O2	104.71 (18)	O4—Si3—O3	112.18 (18)
O1—Si1—C7	109.5 (2)	O4—Si3—C31	105.99 (19)
O2—Si1—C7	110.8 (2)	O3—Si3—C31	107.02 (19)
O1—Si1—C1	110.52 (19)	O4—Si3—C37	110.2 (2)
O2—Si1—C1	108.2 (2)	O3—Si3—C37	108.71 (19)
C7—Si1—C1	112.7 (2)	C31—Si3—C37	112.7 (2)
O1—Si2—C13	108.3 (2)	O3—Si4—C43	105.9 (2)
O1—Si2—C25	109.7 (2)	O3—Si4—C55	109.85 (19)
C13—Si2—C25	112.2 (2)	C43—Si4—C55	108.6 (2)
O1—Si2—C19	107.69 (19)	O3—Si4—C49	109.6 (2)
C13—Si2—C19	110.5 (2)	C43—Si4—C49	115.4 (2)
C25—Si2—C19	108.3 (2)	C55—Si4—C49	107.5 (2)
Si1—O1—Si2	166.0 (2)	Si3—O3—Si4	147.7 (2)
Si1—O2—H2	109.5	Si3—O4—H4	109.5
C2—C1—C6	117.3 (4)	C36—C31—C32	116.5 (4)
C2—C1—Si1	120.8 (4)	C36—C31—Si3	120.7 (4)
C6—C1—Si1	121.9 (4)	C32—C31—Si3	122.8 (4)
C1—C2—C3	120.9 (5)	C33—C32—C31	121.1 (5)
C1—C2—H2A	119.6	C33—C32—H32	119.5
C3—C2—H2A	119.6	C31—C32—H32	119.5
C4—C3—C2	119.6 (5)	C34—C33—C32	120.4 (5)
C4—C3—H3	120.2	C34—C33—H33	119.8
C2—C3—H3	120.2	C32—C33—H33	119.8
C5—C4—C3	120.7 (5)	C33—C34—C35	120.3 (5)
C5—C4—H4A	119.6	C33—C34—H34	119.8
C3—C4—H4A	119.6	C35—C34—H34	119.8
C4—C5—C6	119.6 (5)	C34—C35—C36	119.3 (5)
C4—C5—H5	120.2	C34—C35—H35	120.3
C6—C5—H5	120.2	C36—C35—H35	120.3
C5—C6—C1	121.8 (5)	C35—C36—C31	122.4 (5)
C5—C6—H6	119.1	C35—C36—H36	118.8
C1—C6—H6	119.1	C31—C36—H36	118.8
C8—C7—C12	117.9 (5)	C38—C37—C42	116.3 (5)
C8—C7—Si1	121.9 (4)	C38—C37—Si3	121.6 (4)
C12—C7—Si1	120.2 (4)	C42—C37—Si3	122.1 (4)
C7—C8—C9	120.5 (5)	C37—C38—C39	122.9 (5)
C7—C8—H8	119.7	C37—C38—H38	118.6
C9—C8—H8	119.7	C39—C38—H38	118.6
C10—C9—C8	119.7 (5)	C40—C39—C38	119.7 (5)
C10—C9—H9	120.1	C40—C39—H39	120.1
C8—C9—H9	120.1	C38—C39—H39	120.1
C11—C10—C9	120.0 (6)	C41—C40—C39	119.1 (5)
C11—C10—H10	120.0	C41—C40—H40	120.5
C9—C10—H10	120.0	C39—C40—H40	120.5
C12—C11—C10	121.0 (6)	C40—C41—C42	120.2 (5)
C12—C11—H11	119.5	C40—C41—H41	119.9
C10—C11—H11	119.5	C42—C41—H41	119.9
C11—C12—C7	120.8 (5)	C37—C42—C41	121.8 (5)
C11—C12—H12	119.6	C37—C42—H42	119.1
C7—C12—H12	119.6	C41—C42—H42	119.1
C14—C13—C18	116.4 (5)	C44—C43—C48	116.9 (5)
C14—C13—Si2	123.6 (4)	C44—C43—Si4	121.9 (4)
C18—C13—Si2	120.0 (4)	C48—C43—Si4	121.0 (4)
C13—C14—C15	122.4 (5)	C43—C44—C45	122.0 (5)
C13—C14—H14	118.8	C43—C44—H44	119.0
C15—C14—H14	118.8	C45—C44—H44	119.0
C16—C15—C14	119.5 (5)	C46—C45—C44	119.4 (6)
C16—C15—H15	120.3	C46—C45—H45	120.3
C14—C15—H15	120.3	C44—C45—H45	120.3
C15—C16—C17	120.4 (5)	C45—C46—C47	120.6 (5)
C15—C16—H16	119.8	C45—C46—H46	119.7
C17—C16—H16	119.8	C47—C46—H46	119.7
C13—C18—C17	121.6 (5)	C46—C47—C48	119.6 (5)
C13—C18—H18	119.2	C46—C47—H47	120.2
C17—C18—H18	119.2	C48—C47—H47	120.2
C16—C17—C18	119.5 (5)	C47—C48—C43	121.5 (5)
C16—C17—H17	120.2	C47—C48—H48	119.3
C18—C17—H17	120.2	C43—C48—H48	119.3
C20—C19—C24	116.9 (5)	C50—C49—C54	116.3 (5)
C20—C19—Si2	121.3 (4)	C50—C49—Si4	121.2 (4)
C24—C19—Si2	121.8 (4)	C54—C49—Si4	122.3 (4)
C21—C20—C19	121.8 (5)	C51—C50—C49	122.2 (5)
C21—C20—H20	119.1	C51—C50—H50	118.9
C19—C20—H20	119.1	C49—C50—H50	118.9
C20—C21—C22	120.4 (5)	C52—C51—C50	120.3 (5)
C20—C21—H21	119.8	C52—C51—H51	119.8
C22—C21—H21	119.8	C50—C51—H51	119.8
C23—C22—C21	119.5 (5)	C51—C52—C53	120.2 (5)
C23—C22—H22	120.2	C51—C52—H52	119.9
C21—C22—H22	120.2	C53—C52—H52	119.9
C22—C23—C24	119.9 (5)	C52—C53—C54	119.5 (5)
C22—C23—H23	120.0	C52—C53—H53	120.2
C24—C23—H23	120.0	C54—C53—H53	120.2
C23—C24—C19	121.4 (5)	C53—C54—C49	121.5 (5)
C23—C24—H24	119.3	C53—C54—H54	119.3
C19—C24—H24	119.3	C49—C54—H54	119.3
C26—C25—C30	116.8 (5)	C60—C55—C56	116.6 (4)
C26—C25—Si2	122.9 (4)	C60—C55—Si4	123.3 (4)
C30—C25—Si2	120.1 (4)	C56—C55—Si4	120.1 (4)
C25—C26—C27	122.0 (5)	C57—C56—C55	121.9 (5)
C25—C26—H26	119.0	C57—C56—H56	119.1
C27—C26—H26	119.0	C55—C56—H56	119.1
C28—C27—C26	118.0 (6)	C58—C57—C56	120.0 (5)
C28—C27—H27	121.0	C58—C57—H57	120.0
C26—C27—H27	121.0	C56—C57—H57	120.0
C29—C28—C27	122.5 (6)	C57—C58—C59	119.8 (5)
C29—C28—H28	118.7	C57—C58—H58	120.1
C27—C28—H28	118.7	C59—C58—H58	120.1
C28—C29—C30	119.3 (6)	C58—C59—C60	119.9 (5)
C28—C29—H29	120.4	C58—C59—H59	120.0
C30—C29—H29	120.4	C60—C59—H59	120.0
C29—C30—C25	121.4 (5)	C55—C60—C59	121.8 (5)
C29—C30—H30	119.3	C55—C60—H60	119.1
C25—C30—H30	119.3	C59—C60—H60	119.1
O2—Si1—O1—Si2	144.4 (9)	O4—Si3—O3—Si4	−27.6 (4)
C7—Si1—O1—Si2	−96.7 (9)	C31—Si3—O3—Si4	−143.4 (4)
C1—Si1—O1—Si2	28.1 (10)	C37—Si3—O3—Si4	94.6 (4)
C13—Si2—O1—Si1	−87.0 (9)	C43—Si4—O3—Si3	−146.9 (4)
C25—Si2—O1—Si1	35.8 (10)	C55—Si4—O3—Si3	−29.8 (5)
C19—Si2—O1—Si1	153.5 (9)	C49—Si4—O3—Si3	88.1 (4)
O1—Si1—C1—C2	−65.9 (4)	O4—Si3—C31—C36	45.6 (4)
O2—Si1—C1—C2	180.0 (4)	O3—Si3—C31—C36	165.5 (3)
C7—Si1—C1—C2	57.0 (5)	C37—Si3—C31—C36	−75.1 (4)
O1—Si1—C1—C6	114.5 (4)	O4—Si3—C31—C32	−133.3 (4)
O2—Si1—C1—C6	0.3 (4)	O3—Si3—C31—C32	−13.4 (5)
C7—Si1—C1—C6	−122.6 (4)	C37—Si3—C31—C32	106.1 (4)
C6—C1—C2—C3	−0.9 (7)	C36—C31—C32—C33	1.9 (7)
Si1—C1—C2—C3	179.4 (4)	Si3—C31—C32—C33	−179.2 (4)
C1—C2—C3—C4	−0.9 (7)	C31—C32—C33—C34	−0.5 (8)
C2—C3—C4—C5	1.7 (7)	C32—C33—C34—C35	−1.1 (8)
C3—C4—C5—C6	−0.5 (7)	C33—C34—C35—C36	1.1 (8)
C4—C5—C6—C1	−1.5 (7)	C34—C35—C36—C31	0.3 (7)
C2—C1—C6—C5	2.2 (7)	C32—C31—C36—C35	−1.8 (7)
Si1—C1—C6—C5	−178.2 (4)	Si3—C31—C36—C35	179.3 (4)
O1—Si1—C7—C8	−23.1 (5)	O4—Si3—C37—C38	−177.1 (4)
O2—Si1—C7—C8	91.9 (5)	O3—Si3—C37—C38	59.6 (5)
C1—Si1—C7—C8	−146.6 (4)	C31—Si3—C37—C38	−58.9 (5)
O1—Si1—C7—C12	156.8 (4)	O4—Si3—C37—C42	1.5 (5)
O2—Si1—C7—C12	−88.2 (5)	O3—Si3—C37—C42	−121.8 (4)
C1—Si1—C7—C12	33.3 (5)	C31—Si3—C37—C42	119.7 (4)
C12—C7—C8—C9	−0.5 (8)	C42—C37—C38—C39	−0.7 (8)
Si1—C7—C8—C9	179.4 (5)	Si3—C37—C38—C39	178.0 (4)
C7—C8—C9—C10	2.1 (10)	C37—C38—C39—C40	−0.5 (8)
C8—C9—C10—C11	−1.9 (11)	C38—C39—C40—C41	2.4 (8)
C9—C10—C11—C12	0.1 (11)	C39—C40—C41—C42	−3.0 (8)
C10—C11—C12—C7	1.5 (10)	C38—C37—C42—C41	0.0 (8)
C8—C7—C12—C11	−1.3 (9)	Si3—C37—C42—C41	−178.6 (4)
Si1—C7—C12—C11	178.8 (5)	C40—C41—C42—C37	1.8 (9)
O1—Si2—C13—C14	26.6 (5)	O3—Si4—C43—C44	−17.0 (4)
C25—Si2—C13—C14	−94.7 (5)	C55—Si4—C43—C44	−134.9 (4)
C19—Si2—C13—C14	144.3 (4)	C49—Si4—C43—C44	104.4 (4)
O1—Si2—C13—C18	−153.2 (4)	O3—Si4—C43—C48	159.4 (3)
C25—Si2—C13—C18	85.5 (5)	C55—Si4—C43—C48	41.5 (4)
C19—Si2—C13—C18	−35.5 (5)	C49—Si4—C43—C48	−79.2 (4)
C18—C13—C14—C15	−3.2 (8)	C48—C43—C44—C45	−1.8 (7)
Si2—C13—C14—C15	177.0 (4)	Si4—C43—C44—C45	174.7 (4)
C13—C14—C15—C16	0.5 (8)	C43—C44—C45—C46	0.1 (8)
C14—C15—C16—C17	1.9 (8)	C44—C45—C46—C47	1.9 (8)
C14—C13—C18—C17	3.7 (8)	C45—C46—C47—C48	−2.3 (8)
Si2—C13—C18—C17	−176.5 (5)	C46—C47—C48—C43	0.6 (7)
C15—C16—C17—C18	−1.4 (9)	C44—C43—C48—C47	1.4 (7)
C13—C18—C17—C16	−1.5 (10)	Si4—C43—C48—C47	−175.1 (4)
O1—Si2—C19—C20	31.0 (5)	O3—Si4—C49—C50	−23.3 (5)
C13—Si2—C19—C20	−87.1 (5)	C43—Si4—C49—C50	−142.7 (4)
C25—Si2—C19—C20	149.6 (4)	C55—Si4—C49—C50	96.0 (4)
O1—Si2—C19—C24	−148.6 (4)	O3—Si4—C49—C54	162.3 (4)
C13—Si2—C19—C24	93.3 (5)	C43—Si4—C49—C54	42.9 (5)
C25—Si2—C19—C24	−30.0 (5)	C55—Si4—C49—C54	−78.4 (4)
C24—C19—C20—C21	−0.9 (8)	C54—C49—C50—C51	−1.4 (7)
Si2—C19—C20—C21	179.5 (4)	Si4—C49—C50—C51	−176.1 (4)
C19—C20—C21—C22	−0.7 (9)	C49—C50—C51—C52	2.3 (8)
C20—C21—C22—C23	1.4 (9)	C50—C51—C52—C53	−2.1 (8)
C21—C22—C23—C24	−0.3 (9)	C51—C52—C53—C54	1.2 (8)
C22—C23—C24—C19	−1.4 (9)	C52—C53—C54—C49	−0.3 (8)
C20—C19—C24—C23	2.0 (8)	C50—C49—C54—C53	0.4 (7)
Si2—C19—C24—C23	−178.4 (4)	Si4—C49—C54—C53	175.1 (4)
O1—Si2—C25—C26	−142.9 (4)	O3—Si4—C55—C60	126.9 (4)
C13—Si2—C25—C26	−22.4 (5)	C43—Si4—C55—C60	−117.7 (4)
C19—Si2—C25—C26	99.8 (4)	C49—Si4—C55—C60	7.8 (4)
O1—Si2—C25—C30	42.0 (5)	O3—Si4—C55—C56	−53.8 (4)
C13—Si2—C25—C30	162.5 (4)	C43—Si4—C55—C56	61.6 (4)
C19—Si2—C25—C30	−75.3 (5)	C49—Si4—C55—C56	−172.9 (3)
C30—C25—C26—C27	0.8 (7)	C60—C55—C56—C57	−0.8 (6)
Si2—C25—C26—C27	−174.4 (4)	Si4—C55—C56—C57	179.9 (3)
C25—C26—C27—C28	−1.9 (8)	C55—C56—C57—C58	−0.4 (7)
C26—C27—C28—C29	1.2 (9)	C56—C57—C58—C59	1.0 (7)
C27—C28—C29—C30	0.6 (9)	C57—C58—C59—C60	−0.4 (7)
C28—C29—C30—C25	−1.8 (9)	C56—C55—C60—C59	1.4 (7)
C26—C25—C30—C29	1.0 (8)	Si4—C55—C60—C59	−179.3 (4)
Si2—C25—C30—C29	176.4 (4)	C58—C59—C60—C55	−0.9 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O2	0.84	1.94	2.742 (4)	160
O2—H2···Cg(C55–C60)	0.84	2.44	3.181 (2)	147

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4⋯O2	0.84	1.94	2.742 (4)	160
O2—H2⋯Cg(C55–C60)	0.84	2.44	3.181 (2)	147