Bis(diisobutyl­ammonium) tris­(naphthalene-2,3-diolato)silicate acetonitrile tris­olvate

Suvitha, A.; Varghese, B.; Sudheendra Rao, M.N.

doi:10.1107/S160053680504225X

Bis(diisobutylammonium) tris(naphthalene-2,3-diolato)silicate acetonitrile trisolvate

A. Suvitha, B. Varghese and M. N. Sudheendra Rao

In the title compound, 2C₈H₂₀N⁺·C₃₀H₁₈O₂₆Si²⁻·3C₂H₃N, the oxygen coordination around silicon is slighty distorted octahedral. N—H

O and N—H

N hydrogen bonds are effective in stabilizing the molecular structure.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680504225X/hk6066sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S160053680504225X/hk6066Isup2.hkl Contains datablock I

CCDC reference: 296581

checkCIF report

Key indicators

Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.005 Å
Disorder in solvent or counterion
R factor = 0.058
wR factor = 0.202
Data-to-parameter ratio = 16.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT221_ALERT_4_C Large Solvent/Anion  C     Ueq(max)/Ueq(min) ...       3.20 Ratio
PLAT223_ALERT_4_C Large Solvent/Anion  H     Ueq(max)/Ueq(min) ...       3.25 Ratio
PLAT223_ALERT_4_C Large Solvent/Anion  H     Ueq(max)/Ueq(min) ...       3.29 Ratio
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        C43
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        C52
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N1
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C33
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C36
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N2
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C42
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C44
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C47
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C49
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.54
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................       4.00 Perc.
PLAT321_ALERT_2_C Check Hybridisation of  C41    in Solvent/Ion ..          ?
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          5
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C51    -   C52    ...       1.36 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact  N5'    ..  C37     ..       3.00 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  21 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
  14 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

Single-crystal X-ray structures of dianionic six-coordinate silicates with ligands such as citric, malic and salicylic acids were reported recently (Tacke et al., 2004; Seiler et al., 2002). Among aromatic diols only tris(catecholato)silicates with different ammonium counter-cations were known (Bindu et al., 2003; Sackerer & Nagorsen, 1977). For 2,3-dihydroxynaphthalene, a structural study of five-coordinate silicon complexes has been reported (Tacke et al., 1995). The title compound, (I), is the first example of a dianionic six-coordinate silicate of 2,3-dihydroxynaphthalene.

Diffraction quality crystals were obtained by cooling a concentrated acetonitrile solution of the title compound, (I), in a refrigerator for a period of seven days. The sample was mounted with mother liquor in a Lindemann capillary tube as the crystal was found to be unstable in air. The assymetric unit consists of a tris(2,3-dihydroxynaphthalato)silicate anion with two diisobutylammonium cations and three molecules of acetonitrile (Fig. 1).

The oxygen coordination around silicon is nearly octahedral, with O—Si—O angles ranging between 87.83 (10) and 88.83 (10)°. The counter-cations form N—H···O hydrogen bonds with O atoms of the anion. One of the solvent acetonitrile molecules froms an N—H···N hydrogen bond with the cation (Table 1). However, there is no extended hydrogen bonding runing through the crystal structure (Fig. 2). The six-coordination of Si was also confirmed spectroscopically, using ²⁹Si NMR, which gave a peak at −143.9 p.p.m.. ESI–MS spectra gives m/z corresponding to molecular ion peak (M+1) at 763(100%).

Experimental top

Diisobutylamine (0.3 ml, 1.88 mmol) was added to a stirred acetonitrile solution of 2,3-dihydroxynaphthalene (0.45 g, 2.85 mmol) under nitrogen atmosphere. To the above solution, tetraethoxysilane (0.2 ml, 0.94 mmol) was added as neat liquid over a period of 5 min at room temperature. The mixture was stirred for 5 h and then the precipitate was filtered and washed with ether to obtain the title compound as a white powder (ca 70%). Some more of the compound was recovered by cooling the concentrated acetonitrile filtrate to 273 K for 1 d (yield 0.64 g, 80%; m.p. 550 K). Analysis calculated (MW 762.0): C 72.4, H 7.61, N 3.67%; found: C 73.94, H 7.71, N 3.33%. IR (KBr, cm⁻¹): 2962, 2931, 2868, 1587, 1472,1261, 1167,1108,871, 739, 693, 638, 586, 485. ¹H NMR (p.p.m.): δ 0.90 (d, 6H), 2.13 (sep, 1H), 2.98 (d, 2H), 6.75 (s, 2H), 7.05 (m, 2H), 7.44 (m, 2H);¹³C NMR (p.p.m.): δ 20.3, 26.1, 56.2, 104.7, 122.3, 126.3, 130.6, 153.5; ²⁹Si NMR (p.p.m.): δ −143.9.

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1989); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1996); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

	Fig. 1. The molecular structure of (I), with the atomic numbering scheme. Displacement ellipsoids are drawn at the 40% probability level. The hydrogen bonds are shown as dashed lines. H atoms not involved in hydrogen bonding have been omitted.
	Fig. 2. A packing diagram of (I). The hydrogen bonds are shown by dashed lines. H atoms not involved in hydrogen bonding have been omitted.

(I) top

Crystal data top

2C₈H₂₀N⁺·C₃₀H₁₈O₆Si²⁻·3C₂H₃N	Z = 2
M_r = 886.20	F(000) = 952
Triclinic, P1	D_x = 1.144 Mg m⁻³
Hall symbol: -P 1	Cu Kα radiation, λ = 1.54180 Å
a = 9.919 (4) Å	Cell parameters from 25 reflections
b = 12.701 (9) Å	θ = 20–25°
c = 21.568 (14) Å	µ = 0.81 mm⁻¹
α = 104.74 (6)°	T = 296 K
β = 94.24 (4)°	Block, colorless
γ = 99.59 (5)°	0.3 × 0.2 × 0.2 mm
V = 2572 (3) Å³

Data collection top

Enraf–Nonius CAD-4 diffractometer	5541 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.064
Graphite monochromator	θ_max = 68.0°, θ_min = 2.1°
ω–2θ scans	h = 0→11
Absorption correction: ψ scan (North et al., 1968)	k = −15→15
T_min = 0.825, T_max = 0.851	l = −25→25
9945 measured reflections	2 standard reflections every 60 min
9358 independent reflections	intensity decay: none

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.059	H-atom parameters constrained
wR(F²) = 0.202	w = 1/[σ²(F_o²) + (0.125P)² + 0.0791P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max < 0.001
9358 reflections	Δρ_max = 0.38 e Å⁻³
577 parameters	Δρ_min = −0.34 e Å⁻³
11 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc2^λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0012 (3)

Crystal data top

2C₈H₂₀N⁺·C₃₀H₁₈O₆Si²⁻·3C₂H₃N	γ = 99.59 (5)°
M_r = 886.20	V = 2572 (3) Å³
Triclinic, P1	Z = 2
a = 9.919 (4) Å	Cu Kα radiation
b = 12.701 (9) Å	µ = 0.81 mm⁻¹
c = 21.568 (14) Å	T = 296 K
α = 104.74 (6)°	0.3 × 0.2 × 0.2 mm
β = 94.24 (4)°

Data collection top

Enraf–Nonius CAD-4 diffractometer	5541 reflections with I > 2σ(I)
Absorption correction: ψ scan (North et al., 1968)	R_int = 0.064
T_min = 0.825, T_max = 0.851	2 standard reflections every 60 min
9945 measured reflections	intensity decay: none
9358 independent reflections

Refinement top

R[F² > 2σ(F²)] = 0.059	11 restraints
wR(F²) = 0.202	H-atom parameters constrained
S = 1.04	Δρ_max = 0.38 e Å⁻³
9358 reflections	Δρ_min = −0.34 e Å⁻³
577 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
C1	0.8054 (3)	0.1630 (2)	0.28649 (12)	0.0628 (6)
C2	0.8483 (3)	0.0929 (2)	0.31922 (12)	0.0689 (7)
H2	0.8243	0.0952	0.3604	0.083*
C3	0.9730 (3)	−0.0597 (3)	0.32114 (16)	0.0837 (9)
H3	0.9479	−0.0604	0.3617	0.100*
C4	1.0523 (4)	−0.1332 (3)	0.29185 (19)	0.0967 (10)
H4	1.0800	−0.1830	0.3128	0.116*
C5	1.0909 (4)	−0.1331 (3)	0.23128 (18)	0.0921 (9)
H5	1.1435	−0.1833	0.2116	0.111*
C6	1.0519 (3)	−0.0601 (2)	0.20072 (15)	0.0800 (8)
H6	1.0801	−0.0601	0.1606	0.096*
C7	0.9242 (3)	0.0899 (2)	0.19554 (12)	0.0657 (7)
H7	0.9492	0.0903	0.1549	0.079*
C8	0.8442 (3)	0.1601 (2)	0.22376 (11)	0.0594 (6)
C9	0.9296 (3)	0.0166 (2)	0.29009 (13)	0.0687 (7)
C10	0.9702 (3)	0.0154 (2)	0.22791 (13)	0.0683 (7)
C11	0.4721 (3)	0.2340 (2)	0.16944 (12)	0.0612 (6)
C12	0.3547 (3)	0.1695 (2)	0.13500 (13)	0.0668 (7)
H12	0.3091	0.1112	0.1489	0.080*
C13	0.1839 (3)	0.1224 (3)	0.03787 (16)	0.0858 (9)
H13	0.1371	0.0625	0.0501	0.103*
C14	0.1374 (4)	0.1426 (4)	−0.01885 (17)	0.1041 (11)
H14	0.0620	0.0946	−0.0453	0.125*
C15	0.2007 (4)	0.2327 (4)	−0.03677 (16)	0.0982 (10)
H15	0.1661	0.2470	−0.0744	0.118*
C16	0.3139 (4)	0.3014 (3)	0.00031 (15)	0.0897 (9)
H16	0.3556	0.3622	−0.0126	0.108*
C17	0.4918 (3)	0.3504 (2)	0.09637 (13)	0.0684 (7)
H17	0.5357	0.4120	0.0849	0.082*
C18	0.5442 (3)	0.3251 (2)	0.14956 (12)	0.0625 (6)
C19	0.3014 (3)	0.1906 (2)	0.07778 (13)	0.0681 (7)
C20	0.3704 (3)	0.2831 (2)	0.05836 (13)	0.0705 (7)
C21	0.8392 (3)	0.5035 (2)	0.32517 (11)	0.0589 (6)
C22	0.9413 (3)	0.5899 (2)	0.35695 (12)	0.0651 (6)
H22	1.0317	0.5904	0.3480	0.078*
C23	1.0107 (4)	0.7704 (2)	0.44046 (14)	0.0783 (8)
H23	1.1023	0.7716	0.4334	0.094*
C24	0.9776 (5)	0.8553 (3)	0.48534 (15)	0.0959 (11)
H24	1.0467	0.9127	0.5099	0.115*
C25	0.8403 (5)	0.8567 (3)	0.49478 (16)	0.0995 (11)
H25	0.8177	0.9163	0.5245	0.119*
C26	0.7392 (4)	0.7707 (2)	0.46056 (15)	0.0874 (9)
H26	0.6480	0.7733	0.4671	0.105*
C27	0.6661 (3)	0.5865 (2)	0.38322 (13)	0.0697 (7)
H27	0.5749	0.5853	0.3909	0.084*
C28	0.6998 (3)	0.4987 (2)	0.34027 (12)	0.0617 (6)
C29	0.9081 (3)	0.6800 (2)	0.40434 (12)	0.0674 (7)
C30	0.7683 (3)	0.6791 (2)	0.41613 (13)	0.0677 (7)
C31	0.3890 (4)	0.3765 (3)	0.41668 (18)	0.1048 (11)
H31A	0.3801	0.4522	0.4217	0.126*
H31B	0.4830	0.3698	0.4124	0.126*
H31C	0.3619	0.3539	0.4539	0.126*
C32	0.1497 (4)	0.3198 (4)	0.3640 (3)	0.1324 (15)
H32A	0.1474	0.3973	0.3722	0.159*
H32B	0.1190	0.2937	0.3996	0.159*
H32C	0.0902	0.2793	0.3252	0.159*
C33	0.2963 (3)	0.3023 (3)	0.35623 (19)	0.0936 (10)
H33	0.3245	0.3281	0.3192	0.112*
C34	0.3035 (3)	0.1843 (3)	0.34267 (18)	0.0976 (10)
H34A	0.2373	0.1430	0.3056	0.117*
H34B	0.2776	0.1578	0.3793	0.117*
C35	0.4505 (4)	0.0413 (3)	0.30931 (17)	0.1038 (11)
H35A	0.3807	0.0042	0.2729	0.125*
H35B	0.5396	0.0358	0.2943	0.125*
C36	0.4338 (6)	−0.0192 (3)	0.35929 (18)	0.1379 (17)
H36	0.3368	−0.0240	0.3665	0.165*
C37	0.5111 (8)	0.0285 (4)	0.4233 (2)	0.268 (5)
H37A	0.4482	0.0401	0.4550	0.322*
H37B	0.5682	0.0982	0.4246	0.322*
H37C	0.5679	−0.0213	0.4323	0.322*
C38	0.4498 (8)	−0.1396 (4)	0.3316 (3)	0.196 (3)
H38A	0.3998	−0.1686	0.2892	0.235*
H38B	0.4141	−0.1835	0.3592	0.235*
H38C	0.5456	−0.1421	0.3293	0.235*
C39	0.3223 (5)	0.5188 (5)	0.2555 (3)	0.187 (3)
H39A	0.2997	0.4688	0.2815	0.224*
H39B	0.3479	0.5934	0.2827	0.224*
H39C	0.3978	0.4996	0.2324	0.224*
C40	0.2274 (7)	0.5790 (5)	0.1642 (3)	0.236 (4)
H40A	0.2844	0.6484	0.1880	0.283*
H40B	0.1432	0.5923	0.1454	0.283*
H40C	0.2751	0.5421	0.1305	0.283*
C41	0.1965 (4)	0.5101 (4)	0.2071 (2)	0.155 (2)
H41	0.1427	0.5550	0.2356	0.186*
C42	0.1059 (3)	0.4009 (2)	0.19309 (15)	0.0823 (8)
H42A	0.0856	0.3862	0.2337	0.099*
H42B	0.1553	0.3451	0.1716	0.099*
C43	−0.0263 (4)	0.3527 (4)	0.08123 (17)	0.1178 (14)
H43A	0.0184	0.2890	0.0709	0.141*
H43B	0.0284	0.4122	0.0681	0.141*
C44	−0.1667 (4)	0.3227 (3)	0.04373 (17)	0.1027 (11)
H44	−0.2276	0.3636	0.0700	0.123*
C45	−0.1618 (7)	0.3582 (7)	−0.0169 (3)	0.264 (5)
H45A	−0.2526	0.3406	−0.0401	0.316*
H45B	−0.1013	0.3202	−0.0432	0.316*
H45C	−0.1281	0.4368	−0.0065	0.316*
C46	−0.2243 (5)	0.2018 (3)	0.0305 (2)	0.1448 (17)
H46A	−0.2302	0.1827	0.0707	0.174*
H46B	−0.1652	0.1598	0.0056	0.174*
H46C	−0.3145	0.1851	0.0068	0.174*
C47	0.7863 (5)	0.6371 (4)	0.1867 (3)	0.1155 (14)
C48	0.6994 (5)	0.6890 (5)	0.2287 (3)	0.1473 (18)
H48A	0.7349	0.7674	0.2431	0.177*
H48B	0.6961	0.6592	0.2654	0.177*
H48C	0.6084	0.6757	0.2063	0.177*
C49	0.5093 (6)	0.8984 (5)	0.1306 (3)	0.1432 (18)
C50	0.5772 (5)	0.9700 (4)	0.0949 (2)	0.1330 (16)
H50A	0.6661	1.0072	0.1178	0.160*
H50B	0.5225	1.0239	0.0906	0.160*
H50C	0.5881	0.9262	0.0529	0.160*
C51	0.8357 (5)	0.3892 (4)	0.4652 (2)	0.1232 (14)
H51A	0.8338	0.3480	0.4210	0.148*
H51B	0.9219	0.3908	0.4890	0.148*
H51C	0.8253	0.4637	0.4668	0.148*
C52	0.7306 (5)	0.3399 (5)	0.4915 (4)	0.164 (2)
N1	0.4409 (3)	0.1621 (2)	0.32975 (12)	0.0822 (7)
H1A	0.5003	0.1955	0.3657	0.099*
H1B	0.4681	0.1934	0.2986	0.099*
N2	−0.0293 (3)	0.3881 (2)	0.15151 (11)	0.0797 (7)
H2A	−0.0927	0.3383	0.1622	0.096*
H2B	−0.0576	0.4534	0.1613	0.096*
N3	0.8563 (5)	0.5983 (3)	0.1551 (3)	0.1588 (18)
N4	0.4532 (9)	0.8429 (6)	0.1545 (3)	0.266 (4)
N5	0.6669 (10)	0.3220 (9)	0.5305 (4)	0.154 (3)*	0.50
N5'	0.6389 (8)	0.2688 (5)	0.4797 (5)	0.147 (3)*	0.50
O1	0.72875 (19)	0.23935 (16)	0.30787 (8)	0.0692 (5)
O2	0.79154 (18)	0.23216 (14)	0.19767 (8)	0.0643 (5)
O3	0.53767 (18)	0.22095 (14)	0.22324 (8)	0.0680 (5)
O4	0.66042 (18)	0.37849 (14)	0.18853 (8)	0.0668 (5)
O5	0.85415 (17)	0.41426 (14)	0.27892 (8)	0.0662 (5)
O6	0.61645 (18)	0.40354 (15)	0.30773 (9)	0.0707 (5)
Si1	0.69815 (8)	0.31669 (6)	0.25142 (3)	0.0641 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0670 (15)	0.0629 (15)	0.0546 (14)	−0.0019 (13)	0.0061 (12)	0.0184 (12)
C2	0.0715 (16)	0.0777 (18)	0.0577 (14)	0.0023 (14)	0.0042 (13)	0.0275 (13)
C3	0.089 (2)	0.083 (2)	0.0823 (19)	0.0067 (17)	−0.0017 (17)	0.0382 (17)
C4	0.107 (3)	0.079 (2)	0.109 (3)	0.017 (2)	−0.006 (2)	0.0420 (19)
C5	0.098 (2)	0.074 (2)	0.106 (3)	0.0226 (18)	0.005 (2)	0.0249 (18)
C6	0.090 (2)	0.0676 (17)	0.0776 (18)	0.0108 (16)	0.0037 (16)	0.0154 (15)
C7	0.0814 (17)	0.0577 (15)	0.0544 (14)	0.0024 (13)	0.0058 (13)	0.0165 (12)
C8	0.0688 (15)	0.0540 (13)	0.0527 (13)	−0.0006 (12)	0.0068 (12)	0.0179 (11)
C9	0.0708 (17)	0.0656 (16)	0.0675 (16)	−0.0017 (13)	−0.0024 (13)	0.0264 (13)
C10	0.0730 (17)	0.0586 (15)	0.0655 (15)	−0.0009 (13)	−0.0010 (13)	0.0142 (12)
C11	0.0718 (16)	0.0528 (13)	0.0579 (14)	0.0064 (12)	0.0104 (12)	0.0157 (11)
C12	0.0679 (16)	0.0588 (15)	0.0717 (16)	0.0036 (12)	0.0133 (13)	0.0182 (13)
C13	0.082 (2)	0.080 (2)	0.081 (2)	0.0085 (16)	0.0097 (16)	0.0017 (16)
C14	0.094 (2)	0.126 (3)	0.074 (2)	0.016 (2)	−0.0053 (18)	0.002 (2)
C15	0.090 (2)	0.134 (3)	0.073 (2)	0.029 (2)	0.0043 (18)	0.029 (2)
C16	0.095 (2)	0.109 (3)	0.0770 (19)	0.033 (2)	0.0123 (18)	0.0378 (18)
C17	0.0730 (17)	0.0628 (15)	0.0768 (17)	0.0137 (13)	0.0180 (14)	0.0293 (13)
C18	0.0678 (16)	0.0553 (14)	0.0649 (15)	0.0067 (12)	0.0131 (12)	0.0191 (12)
C19	0.0684 (16)	0.0647 (16)	0.0670 (16)	0.0111 (13)	0.0111 (13)	0.0108 (13)
C20	0.0737 (17)	0.0766 (18)	0.0639 (15)	0.0203 (14)	0.0112 (13)	0.0192 (13)
C21	0.0657 (15)	0.0580 (14)	0.0551 (13)	0.0105 (12)	0.0073 (11)	0.0199 (11)
C22	0.0662 (15)	0.0657 (15)	0.0654 (15)	0.0085 (13)	0.0049 (12)	0.0248 (13)
C23	0.101 (2)	0.0646 (17)	0.0688 (17)	0.0026 (16)	−0.0004 (16)	0.0293 (14)
C24	0.143 (3)	0.0618 (18)	0.0716 (19)	−0.008 (2)	0.005 (2)	0.0177 (15)
C25	0.156 (4)	0.0582 (18)	0.086 (2)	0.012 (2)	0.044 (2)	0.0203 (16)
C26	0.117 (3)	0.0658 (18)	0.090 (2)	0.0202 (18)	0.0402 (19)	0.0298 (16)
C27	0.0730 (17)	0.0739 (17)	0.0725 (16)	0.0187 (14)	0.0213 (14)	0.0319 (14)
C28	0.0633 (15)	0.0647 (15)	0.0613 (14)	0.0097 (12)	0.0108 (12)	0.0252 (12)
C29	0.0881 (19)	0.0568 (15)	0.0600 (15)	0.0095 (14)	0.0033 (13)	0.0254 (12)
C30	0.0899 (19)	0.0557 (15)	0.0643 (15)	0.0133 (14)	0.0202 (14)	0.0256 (12)
C31	0.095 (2)	0.099 (2)	0.116 (3)	0.001 (2)	0.013 (2)	0.032 (2)
C32	0.083 (3)	0.132 (3)	0.194 (5)	0.020 (2)	0.019 (3)	0.066 (3)
C33	0.077 (2)	0.088 (2)	0.124 (3)	0.0072 (17)	−0.0046 (19)	0.054 (2)
C34	0.074 (2)	0.110 (3)	0.101 (2)	−0.0006 (19)	0.0106 (18)	0.027 (2)
C35	0.117 (3)	0.091 (2)	0.098 (2)	0.001 (2)	0.018 (2)	0.026 (2)
C36	0.203 (5)	0.107 (3)	0.115 (3)	0.051 (3)	0.011 (3)	0.037 (3)
C37	0.452 (15)	0.298 (9)	0.112 (4)	0.244 (10)	0.023 (6)	0.053 (5)
C38	0.296 (9)	0.122 (4)	0.196 (6)	0.073 (5)	0.032 (6)	0.067 (4)
C39	0.116 (4)	0.177 (5)	0.276 (7)	−0.026 (3)	−0.064 (4)	0.136 (5)
C40	0.243 (7)	0.175 (5)	0.270 (7)	−0.094 (5)	−0.107 (6)	0.149 (5)
C41	0.101 (3)	0.170 (4)	0.217 (5)	−0.019 (3)	−0.026 (3)	0.134 (4)
C42	0.089 (2)	0.081 (2)	0.086 (2)	0.0180 (16)	0.0172 (17)	0.0353 (16)
C43	0.102 (3)	0.152 (4)	0.081 (2)	0.010 (3)	0.015 (2)	0.008 (2)
C44	0.096 (2)	0.107 (3)	0.103 (2)	0.008 (2)	0.012 (2)	0.032 (2)
C45	0.180 (6)	0.359 (11)	0.302 (9)	−0.046 (7)	−0.047 (6)	0.262 (9)
C46	0.137 (4)	0.122 (3)	0.158 (4)	−0.013 (3)	−0.022 (3)	0.043 (3)
C47	0.119 (3)	0.084 (3)	0.155 (4)	0.013 (2)	0.037 (3)	0.052 (3)
C48	0.121 (4)	0.170 (5)	0.173 (5)	0.038 (4)	0.031 (3)	0.074 (4)
C49	0.156 (5)	0.137 (4)	0.113 (4)	−0.002 (4)	0.016 (3)	0.012 (3)
C50	0.110 (3)	0.109 (3)	0.159 (4)	0.013 (3)	0.031 (3)	0.000 (3)
C51	0.131 (4)	0.129 (3)	0.110 (3)	0.018 (3)	−0.020 (3)	0.047 (3)
C52	0.081 (3)	0.165 (5)	0.286 (7)	0.021 (3)	0.014 (4)	0.140 (5)
N1	0.0766 (16)	0.0818 (16)	0.0892 (17)	0.0027 (13)	0.0232 (13)	0.0293 (13)
N2	0.0870 (17)	0.0715 (15)	0.0846 (16)	0.0058 (12)	0.0272 (13)	0.0298 (12)
N3	0.169 (4)	0.094 (3)	0.235 (5)	0.033 (3)	0.081 (4)	0.062 (3)
N4	0.329 (10)	0.265 (8)	0.183 (6)	−0.063 (7)	0.041 (6)	0.098 (5)
O1	0.0757 (11)	0.0786 (12)	0.0564 (10)	0.0101 (10)	0.0136 (9)	0.0254 (9)
O2	0.0821 (12)	0.0587 (10)	0.0552 (9)	0.0092 (9)	0.0136 (8)	0.0227 (8)
O3	0.0737 (11)	0.0639 (10)	0.0652 (10)	−0.0053 (9)	0.0072 (9)	0.0280 (8)
O4	0.0689 (11)	0.0599 (10)	0.0701 (11)	−0.0051 (8)	0.0039 (9)	0.0273 (8)
O5	0.0625 (10)	0.0639 (10)	0.0673 (10)	0.0068 (8)	0.0116 (8)	0.0115 (8)
O6	0.0611 (10)	0.0733 (12)	0.0740 (11)	0.0027 (9)	0.0131 (9)	0.0187 (9)
Si1	0.0678 (4)	0.0633 (4)	0.0602 (4)	0.0011 (3)	0.0116 (3)	0.0212 (3)

Geometric parameters (Å, º) top

C1—O1	1.341 (3)	C34—H34A	0.9700
C1—C2	1.370 (4)	C34—H34B	0.9700
C1—C8	1.427 (3)	C35—C36	1.478 (3)
C2—C9	1.417 (4)	C35—N1	1.506 (4)
C2—H2	0.9300	C35—H35A	0.9700
C3—C4	1.380 (5)	C35—H35B	0.9700
C3—C9	1.415 (4)	C36—C37	1.457 (4)
C3—H3	0.9300	C36—C38	1.533 (4)
C4—C5	1.388 (5)	C36—H36	0.9800
C4—H4	0.9300	C37—H37A	0.9600
C5—C6	1.355 (4)	C37—H37B	0.9600
C5—H5	0.9300	C37—H37C	0.9600
C6—C10	1.401 (4)	C38—H38A	0.9600
C6—H6	0.9300	C38—H38B	0.9600
C7—C8	1.351 (4)	C38—H38C	0.9600
C7—C10	1.422 (4)	C39—C41	1.536 (4)
C7—H7	0.9300	C39—H39A	0.9600
C8—O2	1.343 (3)	C39—H39B	0.9600
C9—C10	1.426 (4)	C39—H39C	0.9600
C11—O3	1.349 (3)	C40—C41	1.442 (4)
C11—C12	1.350 (4)	C40—H40A	0.9600
C11—C18	1.434 (3)	C40—H40B	0.9600
C12—C19	1.412 (4)	C40—H40C	0.9600
C12—H12	0.9300	C41—C42	1.468 (3)
C13—C14	1.376 (5)	C41—H41	0.9800
C13—C19	1.409 (4)	C42—N2	1.517 (4)
C13—H13	0.9300	C42—H42A	0.9700
C14—C15	1.369 (5)	C42—H42B	0.9700
C14—H14	0.9300	C43—N2	1.471 (4)
C15—C16	1.359 (5)	C43—C44	1.497 (5)
C15—H15	0.9300	C43—H43A	0.9700
C16—C20	1.423 (4)	C43—H43B	0.9700
C16—H16	0.9300	C44—C45	1.490 (4)
C17—C18	1.358 (4)	C44—C46	1.492 (3)
C17—C20	1.417 (4)	C44—H44	0.9800
C17—H17	0.9300	C45—H45A	0.9600
C18—O4	1.342 (3)	C45—H45B	0.9600
C19—C20	1.431 (4)	C45—H45C	0.9600
C21—O5	1.343 (3)	C46—H46A	0.9600
C21—C22	1.358 (4)	C46—H46B	0.9600
C21—C28	1.439 (4)	C46—H46C	0.9600
C22—C29	1.429 (4)	C47—N3	1.096 (5)
C22—H22	0.9300	C47—C48	1.414 (6)
C23—C24	1.357 (5)	C48—H48A	0.9600
C23—C29	1.414 (4)	C48—H48B	0.9600
C23—H23	0.9300	C48—H48C	0.9600
C24—C25	1.394 (5)	C49—N4	1.082 (7)
C24—H24	0.9300	C49—C50	1.448 (7)
C25—C26	1.363 (5)	C50—H50A	0.9600
C25—H25	0.9300	C50—H50B	0.9600
C26—C30	1.393 (4)	C50—H50C	0.9600
C26—H26	0.9300	C51—C52	1.361 (6)
C27—C28	1.363 (4)	C51—H51A	0.9600
C27—C30	1.410 (4)	C51—H51B	0.9600
C27—H27	0.9300	C51—H51C	0.9600
C28—O6	1.337 (3)	C52—N5'	1.1327 (13)
C29—C30	1.426 (4)	C52—N5	1.1344 (12)
C31—C33	1.530 (5)	N1—H1A	0.9000
C31—H31A	0.9600	N1—H1B	0.9000
C31—H31B	0.9600	N2—H2A	0.9000
C31—H31C	0.9600	N2—H2B	0.9000
C32—C33	1.522 (5)	N5—N5'	1.119 (10)
C32—H32A	0.9600	O1—Si1	1.787 (2)
C32—H32B	0.9600	O2—Si1	1.792 (2)
C32—H32C	0.9600	O3—Si1	1.794 (2)
C33—C34	1.467 (5)	O4—Si1	1.778 (2)
C33—H33	0.9800	O5—Si1	1.770 (2)
C34—N1	1.469 (4)	O6—Si1	1.763 (2)

O1—C1—C2	126.3 (2)	C35—C36—C38	109.8 (4)
O1—C1—C8	113.7 (2)	C37—C36—H36	105.0
C2—C1—C8	119.9 (3)	C35—C36—H36	105.0
C1—C2—C9	119.7 (2)	C38—C36—H36	105.0
C1—C2—H2	120.2	C36—C37—H37A	109.5
C9—C2—H2	120.2	C36—C37—H37B	109.5
C4—C3—C9	120.7 (3)	H37A—C37—H37B	109.5
C4—C3—H3	119.6	C36—C37—H37C	109.5
C9—C3—H3	119.6	H37A—C37—H37C	109.5
C3—C4—C5	120.4 (3)	H37B—C37—H37C	109.5
C3—C4—H4	119.8	C36—C38—H38A	109.5
C5—C4—H4	119.8	C36—C38—H38B	109.5
C6—C5—C4	120.1 (3)	H38A—C38—H38B	109.5
C6—C5—H5	119.9	C36—C38—H38C	109.5
C4—C5—H5	119.9	H38A—C38—H38C	109.5
C5—C6—C10	121.9 (3)	H38B—C38—H38C	109.5
C5—C6—H6	119.1	C41—C39—H39A	109.5
C10—C6—H6	119.1	C41—C39—H39B	109.5
C8—C7—C10	120.1 (2)	H39A—C39—H39B	109.5
C8—C7—H7	119.9	C41—C39—H39C	109.5
C10—C7—H7	119.9	H39A—C39—H39C	109.5
O2—C8—C7	125.8 (2)	H39B—C39—H39C	109.5
O2—C8—C1	112.6 (2)	C41—C40—H40A	109.5
C7—C8—C1	121.5 (2)	C41—C40—H40B	109.5
C3—C9—C2	121.8 (3)	H40A—C40—H40B	109.5
C3—C9—C10	118.1 (3)	C41—C40—H40C	109.5
C2—C9—C10	120.1 (3)	H40A—C40—H40C	109.5
C6—C10—C7	122.7 (3)	H40B—C40—H40C	109.5
C6—C10—C9	118.8 (3)	C40—C41—C42	128.7 (4)
C7—C10—C9	118.6 (3)	C40—C41—C39	111.7 (4)
O3—C11—C12	126.4 (2)	C42—C41—C39	111.1 (3)
O3—C11—C18	112.2 (2)	C40—C41—H41	99.7
C12—C11—C18	121.4 (2)	C42—C41—H41	99.7
C11—C12—C19	119.9 (2)	C39—C41—H41	99.7
C11—C12—H12	120.0	C41—C42—N2	115.3 (3)
C19—C12—H12	120.0	C41—C42—H42A	108.5
C14—C13—C19	121.2 (3)	N2—C42—H42A	108.5
C14—C13—H13	119.4	C41—C42—H42B	108.5
C19—C13—H13	119.4	N2—C42—H42B	108.5
C15—C14—C13	120.8 (3)	H42A—C42—H42B	107.5
C15—C14—H14	119.6	N2—C43—C44	113.0 (3)
C13—C14—H14	119.6	N2—C43—H43A	109.0
C16—C15—C14	120.2 (3)	C44—C43—H43A	109.0
C16—C15—H15	119.9	N2—C43—H43B	109.0
C14—C15—H15	119.9	C44—C43—H43B	109.0
C15—C16—C20	121.9 (3)	H43A—C43—H43B	107.8
C15—C16—H16	119.1	C45—C44—C46	111.8 (4)
C20—C16—H16	119.1	C45—C44—C43	109.9 (4)
C18—C17—C20	120.2 (2)	C46—C44—C43	111.3 (4)
C18—C17—H17	119.9	C45—C44—H44	107.9
C20—C17—H17	119.9	C46—C44—H44	107.9
O4—C18—C17	126.7 (2)	C43—C44—H44	107.9
O4—C18—C11	113.4 (2)	C44—C45—H45A	109.5
C17—C18—C11	119.9 (3)	C44—C45—H45B	109.5
C13—C19—C12	122.5 (3)	H45A—C45—H45B	109.5
C13—C19—C20	118.3 (3)	C44—C45—H45C	109.5
C12—C19—C20	119.2 (3)	H45A—C45—H45C	109.5
C17—C20—C16	123.1 (3)	H45B—C45—H45C	109.5
C17—C20—C19	119.3 (2)	C44—C46—H46A	109.5
C16—C20—C19	117.6 (3)	C44—C46—H46B	109.5
O5—C21—C22	125.9 (2)	H46A—C46—H46B	109.5
O5—C21—C28	112.7 (2)	C44—C46—H46C	109.5
C22—C21—C28	121.3 (3)	H46A—C46—H46C	109.5
C21—C22—C29	119.1 (3)	H46B—C46—H46C	109.5
C21—C22—H22	120.4	N3—C47—C48	178.3 (6)
C29—C22—H22	120.4	C47—C48—H48A	109.5
C24—C23—C29	121.0 (3)	C47—C48—H48B	109.5
C24—C23—H23	119.5	H48A—C48—H48B	109.5
C29—C23—H23	119.5	C47—C48—H48C	109.5
C23—C24—C25	120.2 (3)	H48A—C48—H48C	109.5
C23—C24—H24	119.9	H48B—C48—H48C	109.5
C25—C24—H24	119.9	N4—C49—C50	176.2 (8)
C26—C25—C24	120.1 (3)	C49—C50—H50A	109.5
C26—C25—H25	120.0	C49—C50—H50B	109.5
C24—C25—H25	120.0	H50A—C50—H50B	109.5
C25—C26—C30	122.0 (3)	C49—C50—H50C	109.5
C25—C26—H26	119.0	H50A—C50—H50C	109.5
C30—C26—H26	119.0	H50B—C50—H50C	109.5
C28—C27—C30	120.5 (3)	C52—C51—H51A	109.5
C28—C27—H27	119.7	C52—C51—H51B	109.5
C30—C27—H27	119.7	H51A—C51—H51B	109.5
O6—C28—C27	127.6 (2)	C52—C51—H51C	109.5
O6—C28—C21	112.6 (2)	H51A—C51—H51C	109.5
C27—C28—C21	119.8 (3)	H51B—C51—H51C	109.5
C23—C29—C30	118.8 (3)	N5'—C52—N5	59.1 (6)
C23—C29—C22	121.6 (3)	N5'—C52—C51	142.6 (10)
C30—C29—C22	119.6 (3)	N5—C52—C51	158.1 (10)
C26—C30—C27	122.7 (3)	C34—N1—C35	115.3 (3)
C26—C30—C29	117.9 (3)	C34—N1—H1A	108.5
C27—C30—C29	119.4 (3)	C35—N1—H1A	108.5
C33—C31—H31A	109.5	C34—N1—H1B	108.5
C33—C31—H31B	109.5	C35—N1—H1B	108.5
H31A—C31—H31B	109.5	H1A—N1—H1B	107.5
C33—C31—H31C	109.5	C43—N2—C42	116.0 (3)
H31A—C31—H31C	109.5	C43—N2—H2A	108.3
H31B—C31—H31C	109.5	C42—N2—H2A	108.3
C33—C32—H32A	109.5	C43—N2—H2B	108.3
C33—C32—H32B	109.5	C42—N2—H2B	108.3
H32A—C32—H32B	109.5	H2A—N2—H2B	107.4
C33—C32—H32C	109.5	N5'—N5—C52	60.4 (3)
H32A—C32—H32C	109.5	N5—N5'—C52	60.5 (3)
H32B—C32—H32C	109.5	C1—O1—Si1	112.62 (15)
C34—C33—C32	111.1 (3)	C8—O2—Si1	112.95 (15)
C34—C33—C31	114.4 (3)	C11—O3—Si1	113.17 (15)
C32—C33—C31	107.5 (4)	C18—O4—Si1	113.27 (15)
C34—C33—H33	107.9	C21—O5—Si1	112.59 (16)
C32—C33—H33	107.9	C28—O6—Si1	113.09 (16)
C31—C33—H33	107.9	O6—Si1—O5	88.83 (10)
C33—C34—N1	113.2 (3)	O6—Si1—O4	93.89 (10)
C33—C34—H34A	108.9	O5—Si1—O4	91.01 (10)
N1—C34—H34A	108.9	O6—Si1—O1	90.58 (10)
C33—C34—H34B	108.9	O5—Si1—O1	94.05 (10)
N1—C34—H34B	108.9	O4—Si1—O1	173.32 (9)
H34A—C34—H34B	107.8	O6—Si1—O2	176.24 (9)
C36—C35—N1	116.1 (3)	O5—Si1—O2	87.83 (10)
C36—C35—H35A	108.3	O4—Si1—O2	87.90 (10)
N1—C35—H35A	108.3	O1—Si1—O2	87.93 (10)
C36—C35—H35B	108.3	O6—Si1—O3	90.15 (10)
N1—C35—H35B	108.3	O5—Si1—O3	178.36 (9)
H35A—C35—H35B	107.4	O4—Si1—O3	87.79 (9)
C37—C36—C35	119.8 (4)	O1—Si1—O3	87.24 (10)
C37—C36—C38	111.0 (4)	O2—Si1—O3	93.22 (10)

O1—C1—C2—C9	−179.8 (2)	C21—C22—C29—C30	−1.7 (4)
C8—C1—C2—C9	−0.9 (4)	C25—C26—C30—C27	176.1 (3)
C9—C3—C4—C5	0.1 (5)	C25—C26—C30—C29	−3.5 (4)
C3—C4—C5—C6	0.6 (5)	C28—C27—C30—C26	−179.8 (2)
C4—C5—C6—C10	−1.3 (5)	C28—C27—C30—C29	−0.3 (4)
C10—C7—C8—O2	−178.3 (2)	C23—C29—C30—C26	3.3 (4)
C10—C7—C8—C1	0.9 (4)	C22—C29—C30—C26	−177.1 (2)
O1—C1—C8—O2	−2.3 (3)	C23—C29—C30—C27	−176.3 (2)
C2—C1—C8—O2	178.7 (2)	C22—C29—C30—C27	3.3 (4)
O1—C1—C8—C7	178.4 (2)	C32—C33—C34—N1	175.5 (3)
C2—C1—C8—C7	−0.6 (4)	C31—C33—C34—N1	−62.6 (4)
C4—C3—C9—C2	−179.9 (3)	N1—C35—C36—C37	−48.4 (6)
C4—C3—C9—C10	0.0 (4)	N1—C35—C36—C38	−178.6 (4)
C1—C2—C9—C3	−178.1 (3)	C40—C41—C42—N2	−41.8 (8)
C1—C2—C9—C10	2.0 (4)	C39—C41—C42—N2	173.6 (4)
C5—C6—C10—C7	−177.7 (3)	N2—C43—C44—C45	143.4 (5)
C5—C6—C10—C9	1.3 (4)	N2—C43—C44—C46	−92.1 (4)
C8—C7—C10—C6	179.2 (2)	C33—C34—N1—C35	−174.4 (3)
C8—C7—C10—C9	0.2 (4)	C36—C35—N1—C34	−68.7 (5)
C3—C9—C10—C6	−0.6 (4)	C44—C43—N2—C42	170.0 (3)
C2—C9—C10—C6	179.3 (2)	C41—C42—N2—C43	87.3 (4)
C3—C9—C10—C7	178.4 (2)	C51—C52—N5—N5'	−173.9 (19)
C2—C9—C10—C7	−1.7 (4)	C51—C52—N5'—N5	176.2 (11)
O3—C11—C12—C19	−177.1 (2)	C2—C1—O1—Si1	178.5 (2)
C18—C11—C12—C19	0.6 (4)	C8—C1—O1—Si1	−0.4 (3)
C19—C13—C14—C15	−2.8 (5)	C7—C8—O2—Si1	−176.8 (2)
C13—C14—C15—C16	2.3 (6)	C1—C8—O2—Si1	3.9 (3)
C14—C15—C16—C20	−0.1 (5)	C12—C11—O3—Si1	175.2 (2)
C20—C17—C18—O4	177.3 (2)	C18—C11—O3—Si1	−2.7 (3)
C20—C17—C18—C11	−3.6 (4)	C17—C18—O4—Si1	−177.5 (2)
O3—C11—C18—O4	−0.4 (3)	C11—C18—O4—Si1	3.4 (3)
C12—C11—C18—O4	−178.5 (2)	C22—C21—O5—Si1	177.6 (2)
O3—C11—C18—C17	−179.6 (2)	C28—C21—O5—Si1	−0.9 (2)
C12—C11—C18—C17	2.4 (4)	C27—C28—O6—Si1	174.6 (2)
C14—C13—C19—C12	−177.5 (3)	C21—C28—O6—Si1	−4.7 (2)
C14—C13—C19—C20	0.9 (4)	C28—O6—Si1—O5	3.49 (17)
C11—C12—C19—C13	176.2 (3)	C28—O6—Si1—O4	−87.44 (17)
C11—C12—C19—C20	−2.2 (4)	C28—O6—Si1—O1	97.52 (17)
C18—C17—C20—C16	−176.7 (3)	C28—O6—Si1—O3	−175.23 (16)
C18—C17—C20—C19	2.0 (4)	C21—O5—Si1—O6	−1.36 (16)
C15—C16—C20—C17	177.1 (3)	C21—O5—Si1—O4	92.51 (17)
C15—C16—C20—C19	−1.7 (5)	C21—O5—Si1—O1	−91.86 (17)
C13—C19—C20—C17	−177.6 (3)	C21—O5—Si1—O2	−179.63 (16)
C12—C19—C20—C17	1.0 (4)	C18—O4—Si1—O6	−94.01 (18)
C13—C19—C20—C16	1.2 (4)	C18—O4—Si1—O5	177.09 (17)
C12—C19—C20—C16	179.8 (3)	C18—O4—Si1—O2	89.30 (18)
O5—C21—C22—C29	178.9 (2)	C18—O4—Si1—O3	−4.01 (17)
C28—C21—C22—C29	−2.8 (4)	C1—O1—Si1—O6	−174.42 (16)
C29—C23—C24—C25	−2.5 (4)	C1—O1—Si1—O5	−85.55 (18)
C23—C24—C25—C26	2.3 (5)	C1—O1—Si1—O2	2.12 (17)
C24—C25—C26—C30	0.7 (5)	C1—O1—Si1—O3	95.45 (18)
C30—C27—C28—O6	176.7 (2)	C8—O2—Si1—O5	90.68 (17)
C30—C27—C28—C21	−4.1 (4)	C8—O2—Si1—O4	−178.24 (16)
O5—C21—C28—O6	3.6 (3)	C8—O2—Si1—O1	−3.45 (16)
C22—C21—C28—O6	−174.9 (2)	C8—O2—Si1—O3	−90.57 (17)
O5—C21—C28—C27	−175.7 (2)	C11—O3—Si1—O6	97.67 (18)
C22—C21—C28—C27	5.8 (4)	C11—O3—Si1—O4	3.78 (17)
C24—C23—C29—C30	−0.4 (4)	C11—O3—Si1—O1	−171.76 (17)
C24—C23—C29—C22	−179.9 (2)	C11—O3—Si1—O2	−84.00 (18)
C21—C22—C29—C23	177.9 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···O3	0.90	1.90	2.778 (3)	164
N2—H2A···O2ⁱ	0.90	1.97	2.857 (3)	171
N2—H2B···N3ⁱ	0.90	2.18	3.056 (5)	163

Symmetry code: (i) x−1, y, z.

Experimental details

Crystal data
Chemical formula	2C₈H₂₀N⁺·C₃₀H₁₈O₆Si²⁻·3C₂H₃N
M_r	886.20
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	9.919 (4), 12.701 (9), 21.568 (14)
α, β, γ (°)	104.74 (6), 94.24 (4), 99.59 (5)
V (Å³)	2572 (3)
Z	2
Radiation type	Cu Kα
µ (mm⁻¹)	0.81
Crystal size (mm)	0.3 × 0.2 × 0.2

Data collection
Diffractometer	Enraf–Nonius CAD-4 diffractometer
Absorption correction	ψ scan (North et al., 1968)
T_min, T_max	0.825, 0.851
No. of measured, independent and observed [I > 2σ(I)] reflections	9945, 9358, 5541
R_int	0.064
(sin θ/λ)_max (Å⁻¹)	0.602

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.059, 0.202, 1.04
No. of reflections	9358
No. of parameters	577
No. of restraints	11
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.34

Computer programs: CAD-4 EXPRESS (Enraf–Nonius, 1989), CAD-4 EXPRESS, XCAD4 (Harms & Wocadlo, 1996), SIR92 (Altomare et al., 1993), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).