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

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ISSN: 2414-3146

Hexa­ethyl­guanidinium tetra­kis­(tri­methyl­silylethyn­yl)borate di­ethyl ether monosolvate

aUniversity of Innsbruck, Faculty of Chemistry and Pharmacy, Innrain 80, 6020 Innsbruck, Austria
*Correspondence e-mail: herwig.schottenberger@uibk.ac.at

Edited by W. T. A. Harrison, University of Aberdeen, Scotland (Received 29 March 2017; accepted 16 May 2017; online 19 May 2017)

The solvated mol­ecular salt, C13H30N3+·C20H36BSi4·C4H10O, was obtained by the reaction of tri­methyl­silylethyne with boron trichloride in the presence of tert-butyl­lithium, followed by ion metathesis. The cation exhibits positional disorder and one of the Me3Si groups shows rotational disorder. No significant directional inter­molecular inter­actions are observed.

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

Structure description

Hexa­ethyl­guanidinium salts have been described and used principally as phase transfer catalysts (Kantlehner et al., 1984[Kantlehner, W., Haug, E., Mergen, W. W., Speh, P., Maier, T., Kapassakalidis, J. J., Bräuner, H.-J. & Hagen, H. (1984). Liebigs Ann. Chem. pp. 108-126.]; Caringi et al., 1999[Caringi, J. J., Faler, G. R., Phelps, P. D., Guggenheim, T. L., Flowers, L. I., Brunelle, D. J. & Odle, R. R. (1999). US Patent 5872294.]). The conformations of these cations have been studied recently (Salchner et al., 2014[Salchner, R., Kahlenberg, V., Gelbrich, T., Wurst, K., Rauch, M., Laus, G. & Schottenberger, H. (2014). Crystals, 4, 404-416.]). Large anions in which bulky groups at the end of a rigid rod assembly shield the charge were synthesized not long ago (Vitze, 2008[Vitze, H. (2008). PhD thesis, Frankfurt, Germany.]). It was intended to combine these non-coordinating ions in order to benefit from their respective advantageous properties. The resulting salt or even more bulky analogues may be of inter­est as potential supporting electrolytes for lithium–air batteries (Luntz & McCloskey, 2014[Luntz, A. C. & McCloskey, B. D. (2014). Chem. Rev. 114, 11721-11750.]).

The mol­ecular structure of the title compound is shown in Fig. 1[link]. The complete cation is disordered (Fig. 2[link]a) with an occupancy ratio of the two components of 0.65:0.35. In the anion, one Me3Si group is disordered over three orientations (0.40:0.33:0.27; Fig. 2[link]b) related by a rotation about the Si4—C30 bond. The complete solvent mol­ecule is disordered over two positions (0.6:0.4; Fig. 2[link]c).

[Figure 1]
Figure 1
The mol­ecular structure of the title compound, showing 30% probability displacement ellipsoids for non-H atoms and the atom-labelling scheme. Minor-disorder components have been omitted for clarity.
[Figure 2]
Figure 2
Disorder models for (a) the cation, (b) the anion and (c) the solvent mol­ecule. Minor-disorder components are drawn as having open [in (a), (b) and (c)] or dashed [in (b)] bonds.

The central C1 atom does not deviate significantly from the N1/N2/N3 plane [by 0.01 (1) Å; the analogous value in the minor disorder component is 0.02 (2) Å]. The central C—N bond lengths lie between 1.336 (6) and 1.350 (6) Å [in the minor component between 1.341 (7) and 1.348 (7) Å]. The pertinent N—C—N angles are close to the ideal value of 120° and range from 119.0 (5) to 120.5 (6)° [from 118.8 (8) to 120.6 (8)° in the minor component]. The conformations of the six ethyl groups can be described by the corresponding torsion angles C1—N—C—C [−120.6 (7), −131.3 (8), −96.0 (8), −119.0 (9), −106.5 (13) and −115.5 (12)°], which are similar to those found in the related tetra­chloro­cuprate(II) (Salchner et al., 2014[Salchner, R., Kahlenberg, V., Gelbrich, T., Wurst, K., Rauch, M., Laus, G. & Schottenberger, H. (2014). Crystals, 4, 404-416.]).

In the tetra­hedral anion, the C—B—C angles range from 105.5 (2)° to 111.5 (2)°. The B—C—C angles deviate only marginally from linearity with values between 174.5 (3) and 176.9 (3)°, whereas the deformation of the C—C—Si angles [170.0 (3) to 175.0 (2)°] is more pronounced. The arrangement of the ions in the unit cell is shown in Fig. 3[link]. The crystal structure does not exhibit any significant directed inter­molecular inter­actions.

[Figure 3]
Figure 3
Unit cell of the title compound, viewed perpendicular to the bc plane.

Structures of related tetra­ethynylborates (Gusev et al., 1977[Gusev, A. I., Los', M. G., Zhigach, A. F., Svitsin, R. A. & Sobolev, E. S. (1977). J. Struct. Chem. 17, 466-467.] and 1978[Gusev, A. I., Nesterov, D. Y., Zhigach, A. F., Svitsyn, R. A. & Sobolev, E. S. (1978). J. Struct. Chem. 19, 161-163.]) are known. The structures of silylated tetra­ethynylborates were described more recently, and the angles of their anions were similar to those observed in the present structure (Vitze, 2008[Vitze, H. (2008). PhD thesis, Frankfurt, Germany.]).

Synthesis and crystallization

To a cooled solution (190 K) of tri­methyl­silylethyne (2.20 ml, 16 mmol) in toluene (20 ml) tert-BuLi (10 ml 1.7 M, 17 mmol) was added and stirred at room temperature for 1 h. The mixture was cooled again at 190 K, and BCl3 (4.0 ml 1M in toluene, 4 mmol) was added. Stirring was continued for 36 h at room temperature. After addition of Aliquat HTA-1 (3.0 ml, ca 4.2 mmol; Aldrich) and saturated NH4Cl solution (3 ml), the phases were separated. Colourless crystals grew in the aqueous phase and were collected by filtration. Washing with Et2O and drying under reduced pressure resulted in 1.10 g of the product (44%); m.p. 449 K. 1H NMR (300 MHz, DMSO-d6): δ 0.04 (s, 36H), 1.12 (t, J = 7.5 Hz, 18H), 3.11 and 3.27 (m, 24H) p.p.m. 13C NMR (75 MHz, DMSO-d6): δ 0.8 (12 C), 12.6 (6 C), 43.0 (6 C), 94.3 (q, J = 12 Hz, 4 C), 128.0 (q, J = 66 Hz, 4 C), 162.7 p.p.m. IR (neat): ν 2958, 2100, 1534, 1241, 955, 831, 754 cm−1.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 1[link]. The complete solvent mol­ecule is disordered over two positions (0.6:0.4; Fig. 2[link]c). Distance restraints (SAME/SADI) were applied for all chemically equivalent 1,2- and 1,3-distances. All 1,2- and 1,3-distances in the disordered solvent mol­ecule were restrained to target values (DFIX). All non-H atomic positions involved in a disorder were refined isotropically, except for the major component of the cation, which was refined anisotropically.

Table 1
Experimental details

Crystal data
Chemical formula C13H30N3+·C20H36BSi4·C4H10O
Mr 702.17
Crystal system, space group Monoclinic, P21/n
Temperature (K) 193
a, b, c (Å) 12.9107 (7), 17.8720 (8), 21.6094 (11)
β (°) 95.0374 (16)
V3) 4966.9 (4)
Z 4
Radiation type Mo Kα
μ (mm−1) 0.15
Crystal size (mm) 0.19 × 0.15 × 0.11
 
Data collection
Diffractometer Bruker D8 QUEST PHOTON 100
Absorption correction Multi-scan (SADABS; Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.])
Tmin, Tmax 0.922, 0.971
No. of measured, independent and observed [I > 2σ(I)] reflections 82487, 8834, 5918
Rint 0.079
(sin θ/λ)max−1) 0.597
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.068, 0.193, 1.00
No. of reflections 8834
No. of parameters 597
No. of restraints 458
H-atom treatment H-atom parameters constrained
Δρmax, Δρmin (e Å−3) 0.34, −0.35
Computer programs: APEX2 and SAINT (Bruker, 2012[Bruker (2012). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]), SHELXTL2013 and XP/SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]), SHELXL2014 (Sheldrick, 2015[Sheldrick, G. M. (2015). Acta Cryst. C71, 3-8.]), ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]).

Structural data


Computing details top

Data collection: APEX2 (Bruker, 2012); cell refinement: SAINT (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXTL2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and XP/SHELXTL (Sheldrick, 2008); software used to prepare material for publication: Mercury (Macrae et al., 2008).

Hexaethylguanidinium tetrakis(trimethylsilylethynyl)borate diethyl ether monosolvate top
Crystal data top
C13H30N3+·C20H36BSi4·C4H10OF(000) = 1552
Mr = 702.17Dx = 0.939 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 12.9107 (7) ÅCell parameters from 9883 reflections
b = 17.8720 (8) Åθ = 2.2–24.3°
c = 21.6094 (11) ŵ = 0.15 mm1
β = 95.0374 (16)°T = 193 K
V = 4966.9 (4) Å3Prism, colourless
Z = 40.19 × 0.15 × 0.11 mm
Data collection top
Bruker D8 QUEST PHOTON 100
diffractometer
8834 independent reflections
Radiation source: Incoatec Microfocus5918 reflections with I > 2σ(I)
Multi layered optics monochromatorRint = 0.079
Detector resolution: 10.4 pixels mm-1θmax = 25.1°, θmin = 2.1°
φ and ω scansh = 1515
Absorption correction: multi-scan
(SADABS; Bruker, 2012)
k = 2121
Tmin = 0.922, Tmax = 0.971l = 2525
82487 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.068Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.193H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.095P)2 + 3.190P]
where P = (Fo2 + 2Fc2)/3
8834 reflections(Δ/σ)max = 0.001
597 parametersΔρmax = 0.34 e Å3
458 restraintsΔρmin = 0.35 e Å3
Special details top

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Si10.82059 (6)0.25828 (4)0.45129 (4)0.0474 (2)
Si20.57950 (8)0.42589 (5)0.12930 (4)0.0611 (3)
Si30.41942 (7)0.58398 (5)0.42690 (4)0.0576 (3)
Si40.26088 (9)0.23439 (7)0.37953 (6)0.0930 (4)
B10.5461 (2)0.37341 (16)0.33687 (14)0.0383 (7)
C140.6465 (2)0.33713 (13)0.37359 (12)0.0368 (6)
C150.7195 (2)0.30760 (14)0.40350 (12)0.0427 (6)
C160.7580 (3)0.1983 (2)0.5072 (2)0.0984 (14)
H16A0.81170.17280.53440.148*
H16B0.71400.16100.48440.148*
H16C0.71530.22930.53240.148*
C170.9099 (3)0.32537 (19)0.49402 (18)0.0815 (11)
H17A0.96830.29810.51560.122*
H17B0.87240.35260.52450.122*
H17C0.93630.36090.46460.122*
C180.8968 (3)0.1994 (2)0.40136 (17)0.0813 (11)
H18A0.95370.17520.42690.122*
H18B0.92540.23070.36980.122*
H18C0.85150.16100.38100.122*
C190.56311 (19)0.38643 (14)0.26528 (13)0.0409 (6)
C200.5730 (2)0.39932 (16)0.21087 (13)0.0486 (7)
C210.5703 (4)0.3415 (2)0.07899 (18)0.1155 (17)
H21A0.56910.35670.03540.173*
H21B0.50640.31410.08550.173*
H21C0.63060.30920.08960.173*
C220.4679 (3)0.4880 (3)0.1030 (2)0.1015 (14)
H22A0.46950.49880.05860.152*
H22B0.47330.53490.12660.152*
H22C0.40250.46300.11000.152*
C230.7039 (3)0.4753 (2)0.1207 (2)0.0965 (13)
H23A0.70860.48790.07690.145*
H23B0.76220.44290.13520.145*
H23C0.70650.52130.14550.145*
C240.5167 (2)0.45080 (14)0.36753 (12)0.0395 (6)
C250.4864 (2)0.50746 (15)0.39096 (13)0.0472 (7)
C260.3561 (4)0.6432 (2)0.36347 (18)0.1148 (18)
H26A0.31890.68440.38150.172*
H26B0.30680.61270.33710.172*
H26C0.40920.66340.33840.172*
C270.3206 (2)0.5415 (2)0.47330 (17)0.0764 (10)
H27A0.28670.58090.49580.115*
H27B0.35440.50590.50310.115*
H27C0.26850.51540.44560.115*
C280.5103 (3)0.64243 (18)0.47729 (16)0.0732 (10)
H28A0.47220.68400.49420.110*
H28B0.56460.66220.45290.110*
H28C0.54230.61200.51150.110*
C290.4495 (2)0.31905 (15)0.34457 (13)0.0455 (7)
C300.3757 (2)0.28119 (18)0.35500 (15)0.0593 (8)
C310.1720 (7)0.2040 (6)0.3136 (3)0.073 (2)*0.4
H31A0.14650.24770.28960.109*0.4
H31B0.11320.17720.32890.109*0.4
H31C0.20890.17060.28700.109*0.4
C320.1952 (8)0.2995 (5)0.4306 (5)0.082 (3)*0.4
H32A0.24440.31500.46540.124*0.4
H32B0.13590.27410.44670.124*0.4
H32C0.17070.34360.40670.124*0.4
C330.3008 (11)0.1483 (6)0.4271 (6)0.123 (5)*0.4
H33A0.33450.11240.40110.185*0.4
H33B0.23900.12520.44230.185*0.4
H33C0.34940.16270.46250.185*0.4
C31A0.2094 (10)0.1641 (6)0.3244 (5)0.088 (4)*0.33
H31D0.20010.18610.28270.132*0.33
H31E0.14220.14620.33630.132*0.33
H31F0.25810.12210.32430.132*0.33
C32A0.1680 (11)0.3112 (7)0.3936 (8)0.130 (6)*0.33
H32D0.19830.34350.42710.195*0.33
H32E0.10280.28970.40550.195*0.33
H32F0.15410.34080.35560.195*0.33
C33A0.2990 (12)0.1844 (9)0.4535 (5)0.117 (5)*0.33
H33D0.23700.16280.46960.175*0.33
H33E0.33170.21970.48390.175*0.33
H33F0.34820.14440.44590.175*0.33
C31B0.1604 (14)0.2484 (12)0.3122 (6)0.136 (8)*0.27
H31G0.14660.30200.30660.203*0.27
H31H0.09610.22270.32060.203*0.27
H31I0.18620.22790.27440.203*0.27
C32B0.2154 (11)0.2732 (8)0.4503 (4)0.070 (4)*0.27
H32G0.26780.26450.48520.105*0.27
H32H0.15010.24890.45870.105*0.27
H32I0.20390.32710.44500.105*0.27
C33B0.2817 (18)0.1314 (5)0.3878 (9)0.151 (9)*0.27
H33G0.30990.11190.35040.226*0.27
H33H0.21530.10680.39330.226*0.27
H33I0.33080.12140.42400.226*0.27
N10.7562 (4)0.6243 (3)0.2917 (3)0.0445 (13)0.65
N20.8692 (4)0.5254 (3)0.3205 (2)0.0521 (12)0.65
N30.9219 (5)0.6227 (3)0.2587 (3)0.055 (3)0.65
C10.8496 (5)0.5907 (4)0.2905 (4)0.0443 (16)0.65
C20.7477 (4)0.7067 (3)0.2937 (2)0.0574 (12)0.65
H2A0.70570.72420.25600.069*0.65
H2B0.81800.72880.29360.069*0.65
C30.6985 (5)0.7335 (3)0.3501 (3)0.0844 (18)0.65
H3A0.62600.71670.34790.127*0.65
H3B0.70070.78830.35170.127*0.65
H3C0.73650.71300.38750.127*0.65
C40.6610 (3)0.5796 (3)0.2977 (2)0.0487 (11)0.65
H4A0.63810.58670.33980.058*0.65
H4B0.67720.52590.29270.058*0.65
C50.5742 (6)0.6015 (5)0.2502 (4)0.0625 (18)0.65
H5A0.55390.65340.25730.094*0.65
H5B0.51440.56850.25390.094*0.65
H5C0.59770.59690.20850.094*0.65
C60.8332 (4)0.5123 (3)0.38250 (19)0.0632 (13)0.65
H6A0.81100.45950.38550.076*0.65
H6B0.77200.54440.38760.076*0.65
C70.9148 (7)0.5284 (6)0.4332 (3)0.156 (4)0.65
H7A0.98120.50780.42260.234*0.65
H7B0.89570.50540.47180.234*0.65
H7C0.92140.58260.43890.234*0.65
C80.9355 (6)0.4680 (3)0.2950 (4)0.066 (2)0.65
H8A0.99620.45820.32520.079*0.65
H8B0.96180.48710.25630.079*0.65
C90.8775 (10)0.3965 (5)0.2814 (6)0.080 (3)0.65
H9A0.85630.37540.32020.120*0.65
H9B0.92250.36080.26220.120*0.65
H9C0.81570.40650.25300.120*0.65
C101.0327 (3)0.6228 (3)0.2827 (3)0.0693 (15)0.65
H10A1.07520.60680.24910.083*0.65
H10B1.04310.58590.31680.083*0.65
C111.0698 (11)0.6975 (6)0.3061 (11)0.095 (5)0.65
H11A1.06890.73280.27130.142*0.65
H11B1.14090.69290.32570.142*0.65
H11C1.02400.71590.33660.142*0.65
C120.8956 (4)0.6614 (3)0.1990 (2)0.0612 (13)0.65
H12A0.92140.71350.20280.073*0.65
H12B0.81900.66350.19110.073*0.65
C130.9390 (13)0.6260 (10)0.1444 (3)0.075 (4)0.65
H13A1.01510.62700.15020.112*0.65
H13B0.91520.65360.10660.112*0.65
H13C0.91510.57400.14060.112*0.65
N1A0.7941 (8)0.5997 (6)0.3122 (3)0.052 (2)0.35
N2A0.9133 (6)0.5034 (5)0.2994 (6)0.059 (3)0.35
N3A0.9307 (10)0.6193 (5)0.2516 (5)0.055 (7)0.35
C1A0.8786 (11)0.5734 (5)0.2869 (8)0.063 (5)0.35
C2A0.7201 (8)0.6502 (8)0.2778 (6)0.064 (4)0.35
H2A10.74590.66240.23720.077*0.35
H2A20.71550.69740.30140.077*0.35
C3A0.6138 (9)0.6161 (11)0.2673 (9)0.083 (5)0.35
H3A10.61670.57210.24040.124*0.35
H3A20.56540.65290.24740.124*0.35
H3A30.59000.60090.30730.124*0.35
C4A0.7689 (8)0.5733 (5)0.3744 (4)0.071 (3)0.35
H4A10.81290.52950.38670.086*0.35
H4A20.69540.55700.37190.086*0.35
C5A0.7858 (18)0.6326 (10)0.4225 (6)0.182 (10)0.35
H5A10.85920.63310.43860.273*0.35
H5A20.74250.62230.45660.273*0.35
H5A30.76690.68130.40410.273*0.35
C6A1.0259 (6)0.4875 (5)0.3076 (5)0.071 (3)0.35
H6A11.06550.53380.30080.085*0.35
H6A21.04400.44990.27670.085*0.35
C7A1.0544 (10)0.4587 (10)0.3718 (6)0.131 (6)0.35
H7A11.03050.49390.40220.196*0.35
H7A21.13010.45320.37850.196*0.35
H7A31.02140.40990.37670.196*0.35
C8A0.8406 (8)0.4406 (5)0.3044 (5)0.070 (3)0.35
H8A10.76890.45840.29310.084*0.35
H8A20.84470.42340.34810.084*0.35
C9A0.862 (2)0.3760 (10)0.2637 (12)0.090 (6)0.35
H9A10.86010.39280.22050.135*0.35
H9A20.80980.33710.26750.135*0.35
H9A30.93150.35570.27650.135*0.35
C10A0.9484 (7)0.6985 (4)0.2688 (4)0.066 (3)0.35
H10C0.89470.71460.29600.079*0.35
H10D0.94050.72950.23070.079*0.35
C11A1.0533 (14)0.7121 (12)0.3015 (14)0.059 (4)0.35
H11D1.05780.68790.34230.088*0.35
H11E1.06450.76610.30680.088*0.35
H11F1.10670.69130.27680.088*0.35
C12A0.9810 (8)0.5916 (5)0.1971 (4)0.069 (3)0.35
H12C0.98320.53630.19840.083*0.35
H12D1.05360.61000.19970.083*0.35
C13A0.927 (3)0.616 (2)0.1365 (6)0.104 (12)0.35
H13D0.85180.60720.13700.156*0.35
H13E0.95310.58670.10270.156*0.35
H13F0.93970.66900.13000.156*0.35
O10.1463 (6)0.4353 (4)0.1788 (4)0.147 (3)*0.6
C340.1105 (10)0.3852 (7)0.1326 (6)0.194 (7)*0.6
H34A0.08740.33870.15220.233*0.6
H34B0.16830.37210.10730.233*0.6
C350.0232 (11)0.4162 (9)0.0915 (7)0.220 (7)*0.6
H35A0.02570.44160.11670.330*0.6
H35B0.01280.37550.06800.330*0.6
H35C0.05010.45200.06250.330*0.6
C360.2428 (11)0.4114 (8)0.2096 (9)0.248 (10)*0.6
H36A0.29390.40010.17940.297*0.6
H36B0.23330.36640.23520.297*0.6
C370.2769 (7)0.4762 (5)0.2491 (5)0.126 (3)*0.6
H37A0.27870.52110.22320.190*0.6
H37B0.34650.46640.26930.190*0.6
H37C0.22800.48380.28070.190*0.6
O1A0.1379 (6)0.4166 (5)0.2028 (4)0.099 (3)*0.4
C34A0.1185 (11)0.3614 (9)0.1574 (8)0.159 (7)*0.4
H34C0.11410.31200.17780.191*0.4
H34D0.17700.35970.13070.191*0.4
C35A0.0201 (9)0.3758 (8)0.1180 (6)0.118 (4)*0.4
H35D0.03650.38390.14470.177*0.4
H35E0.00370.33260.09100.177*0.4
H35F0.02830.42040.09250.177*0.4
C36A0.2432 (7)0.4180 (7)0.2287 (6)0.091 (4)*0.4
H36C0.28780.44240.19960.109*0.4
H36D0.26890.36640.23680.109*0.4
C37A0.2458 (11)0.4606 (8)0.2872 (6)0.131 (5)*0.4
H37D0.23850.51410.27790.196*0.4
H37E0.31220.45170.31170.196*0.4
H37F0.18860.44430.31090.196*0.4
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Si10.0463 (5)0.0464 (4)0.0495 (5)0.0090 (3)0.0040 (3)0.0019 (3)
Si20.0728 (6)0.0665 (6)0.0444 (5)0.0028 (5)0.0072 (4)0.0009 (4)
Si30.0677 (6)0.0524 (5)0.0527 (5)0.0206 (4)0.0061 (4)0.0110 (4)
Si40.0585 (6)0.1111 (9)0.1153 (10)0.0377 (6)0.0403 (6)0.0278 (7)
B10.0333 (15)0.0407 (16)0.0411 (16)0.0013 (12)0.0056 (12)0.0061 (13)
C140.0382 (15)0.0333 (13)0.0405 (14)0.0050 (11)0.0120 (12)0.0075 (11)
C150.0447 (16)0.0387 (14)0.0454 (15)0.0012 (12)0.0080 (13)0.0042 (12)
C160.087 (3)0.108 (3)0.101 (3)0.010 (3)0.019 (2)0.049 (3)
C170.080 (3)0.069 (2)0.089 (3)0.0127 (19)0.027 (2)0.016 (2)
C180.069 (2)0.089 (3)0.085 (3)0.031 (2)0.0010 (19)0.025 (2)
C190.0337 (14)0.0431 (15)0.0460 (16)0.0020 (11)0.0038 (12)0.0090 (12)
C200.0457 (17)0.0517 (16)0.0485 (17)0.0031 (13)0.0051 (13)0.0090 (13)
C210.179 (5)0.106 (3)0.062 (2)0.004 (3)0.016 (3)0.024 (2)
C220.096 (3)0.120 (4)0.086 (3)0.011 (3)0.007 (2)0.026 (3)
C230.090 (3)0.110 (3)0.094 (3)0.010 (3)0.030 (2)0.026 (3)
C240.0372 (14)0.0430 (15)0.0384 (14)0.0014 (12)0.0049 (11)0.0002 (12)
C250.0504 (17)0.0480 (16)0.0440 (15)0.0058 (13)0.0087 (13)0.0011 (13)
C260.167 (5)0.091 (3)0.083 (3)0.077 (3)0.008 (3)0.005 (2)
C270.054 (2)0.093 (3)0.083 (2)0.0084 (19)0.0153 (18)0.033 (2)
C280.095 (3)0.058 (2)0.068 (2)0.0071 (18)0.020 (2)0.0140 (17)
C290.0367 (15)0.0507 (16)0.0500 (16)0.0005 (13)0.0095 (12)0.0102 (13)
C300.0430 (17)0.067 (2)0.070 (2)0.0102 (15)0.0173 (15)0.0162 (16)
N10.036 (3)0.043 (4)0.054 (4)0.005 (2)0.000 (3)0.010 (3)
N20.053 (3)0.038 (2)0.065 (3)0.001 (2)0.006 (2)0.020 (2)
N30.043 (5)0.045 (6)0.077 (5)0.001 (4)0.001 (4)0.024 (4)
C10.049 (5)0.036 (3)0.049 (4)0.005 (3)0.009 (3)0.014 (3)
C20.056 (3)0.036 (2)0.079 (3)0.002 (2)0.000 (3)0.008 (2)
C30.095 (4)0.052 (3)0.110 (5)0.001 (3)0.024 (4)0.019 (3)
C40.044 (3)0.046 (3)0.056 (3)0.003 (2)0.005 (2)0.011 (2)
C50.047 (5)0.059 (4)0.080 (4)0.006 (3)0.002 (4)0.008 (3)
C60.080 (4)0.054 (3)0.055 (3)0.005 (3)0.001 (3)0.018 (2)
C70.169 (9)0.210 (10)0.081 (5)0.113 (8)0.038 (5)0.039 (6)
C80.058 (4)0.046 (4)0.095 (5)0.012 (3)0.014 (3)0.017 (4)
C90.089 (8)0.047 (6)0.111 (7)0.005 (4)0.044 (7)0.003 (4)
C100.040 (3)0.061 (3)0.106 (4)0.003 (2)0.000 (3)0.020 (3)
C110.076 (7)0.082 (7)0.121 (10)0.006 (6)0.021 (6)0.015 (8)
C120.055 (3)0.059 (3)0.071 (3)0.003 (2)0.012 (2)0.024 (3)
C130.083 (7)0.064 (5)0.082 (7)0.010 (6)0.030 (6)0.006 (5)
N1A0.054 (7)0.064 (7)0.038 (6)0.009 (5)0.001 (5)0.010 (4)
N2A0.039 (7)0.053 (9)0.084 (8)0.001 (5)0.002 (5)0.033 (7)
N3A0.056 (11)0.047 (11)0.068 (10)0.000 (8)0.037 (9)0.013 (7)
C1A0.039 (7)0.066 (11)0.081 (10)0.001 (7)0.001 (6)0.025 (9)
C2A0.051 (8)0.080 (11)0.061 (7)0.014 (7)0.005 (6)0.020 (7)
C3A0.047 (10)0.103 (12)0.100 (14)0.012 (8)0.022 (9)0.023 (11)
C4A0.062 (6)0.082 (7)0.070 (6)0.008 (5)0.009 (5)0.021 (5)
C5A0.26 (2)0.22 (2)0.071 (9)0.147 (19)0.048 (12)0.037 (11)
C6A0.040 (5)0.059 (6)0.113 (9)0.002 (4)0.000 (5)0.026 (6)
C7A0.088 (10)0.165 (15)0.133 (13)0.015 (10)0.025 (9)0.058 (11)
C8A0.065 (7)0.061 (6)0.083 (7)0.012 (5)0.000 (6)0.023 (6)
C9A0.078 (9)0.043 (9)0.145 (18)0.007 (8)0.013 (11)0.005 (8)
C10A0.068 (6)0.053 (5)0.079 (7)0.006 (5)0.014 (5)0.013 (5)
C11A0.042 (8)0.064 (9)0.066 (9)0.006 (7)0.012 (7)0.008 (8)
C12A0.067 (6)0.063 (6)0.082 (7)0.009 (5)0.025 (5)0.008 (5)
C13A0.094 (16)0.10 (2)0.111 (18)0.011 (15)0.009 (12)0.010 (14)
Geometric parameters (Å, º) top
Si1—C151.820 (3)C4—H4B0.9900
Si1—C181.851 (3)C5—H5A0.9800
Si1—C171.853 (3)C5—H5B0.9800
Si1—C161.853 (3)C5—H5C0.9800
Si2—C201.835 (3)C6—C71.480 (6)
Si2—C231.856 (4)C6—H6A0.9900
Si2—C211.857 (4)C6—H6B0.9900
Si2—C221.868 (4)C7—H7A0.9800
Si3—C251.827 (3)C7—H7B0.9800
Si3—C281.852 (3)C7—H7C0.9800
Si3—C271.853 (3)C8—C91.498 (7)
Si3—C261.862 (3)C8—H8A0.9900
Si4—C31A1.817 (6)C8—H8B0.9900
Si4—C301.821 (3)C9—H9A0.9800
Si4—C32B1.822 (6)C9—H9B0.9800
Si4—C311.831 (6)C9—H9C0.9800
Si4—C33A1.859 (7)C10—C111.491 (7)
Si4—C321.859 (6)C10—H10A0.9900
Si4—C32A1.865 (7)C10—H10B0.9900
Si4—C33B1.867 (7)C11—H11A0.9800
Si4—C31B1.878 (7)C11—H11B0.9800
Si4—C331.897 (6)C11—H11C0.9800
B1—C241.594 (4)C12—C131.490 (7)
B1—C141.596 (4)C12—H12A0.9900
B1—C191.599 (4)C12—H12B0.9900
B1—C291.601 (4)C13—H13A0.9800
C14—C151.216 (4)C13—H13B0.9800
C16—H16A0.9800C13—H13C0.9800
C16—H16B0.9800N1A—C1A1.347 (7)
C16—H16C0.9800N1A—C2A1.468 (7)
C17—H17A0.9800N1A—C4A1.486 (6)
C17—H17B0.9800N2A—C1A1.348 (7)
C17—H17C0.9800N2A—C8A1.473 (6)
C18—H18A0.9800N2A—C6A1.476 (6)
C18—H18B0.9800N3A—C1A1.341 (7)
C18—H18C0.9800N3A—C10A1.477 (7)
C19—C201.216 (4)N3A—C12A1.480 (7)
C21—H21A0.9800C2A—C3A1.500 (8)
C21—H21B0.9800C2A—H2A10.9900
C21—H21C0.9800C2A—H2A20.9900
C22—H22A0.9800C3A—H3A10.9800
C22—H22B0.9800C3A—H3A20.9800
C22—H22C0.9800C3A—H3A30.9800
C23—H23A0.9800C4A—C5A1.487 (8)
C23—H23B0.9800C4A—H4A10.9900
C23—H23C0.9800C4A—H4A20.9900
C24—C251.213 (4)C5A—H5A10.9800
C26—H26A0.9800C5A—H5A20.9800
C26—H26B0.9800C5A—H5A30.9800
C26—H26C0.9800C6A—C7A1.494 (8)
C27—H27A0.9800C6A—H6A10.9900
C27—H27B0.9800C6A—H6A20.9900
C27—H27C0.9800C7A—H7A10.9800
C28—H28A0.9800C7A—H7A20.9800
C28—H28B0.9800C7A—H7A30.9800
C28—H28C0.9800C8A—C9A1.491 (8)
C29—C301.206 (4)C8A—H8A10.9900
C31—H31A0.9800C8A—H8A20.9900
C31—H31B0.9800C9A—H9A10.9800
C31—H31C0.9800C9A—H9A20.9800
C32—H32A0.9800C9A—H9A30.9800
C32—H32B0.9800C10A—C11A1.492 (8)
C32—H32C0.9800C10A—H10C0.9900
C33—H33A0.9800C10A—H10D0.9900
C33—H33B0.9800C11A—H11D0.9800
C33—H33C0.9800C11A—H11E0.9800
C31A—H31D0.9800C11A—H11F0.9800
C31A—H31E0.9800C12A—C13A1.494 (8)
C31A—H31F0.9800C12A—H12C0.9900
C32A—H32D0.9800C12A—H12D0.9900
C32A—H32E0.9800C13A—H13D0.9800
C32A—H32F0.9800C13A—H13E0.9800
C33A—H33D0.9800C13A—H13F0.9800
C33A—H33E0.9800O1—C341.389 (7)
C33A—H33F0.9800O1—C361.425 (7)
C31B—H31G0.9800C34—C351.481 (7)
C31B—H31H0.9800C34—H34A0.9900
C31B—H31I0.9800C34—H34B0.9900
C32B—H32G0.9800C35—H35A0.9800
C32B—H32H0.9800C35—H35B0.9800
C32B—H32I0.9800C35—H35C0.9800
C33B—H33G0.9800C36—C371.481 (7)
C33B—H33H0.9800C36—H36A0.9900
C33B—H33I0.9800C36—H36B0.9900
N1—C11.350 (6)C37—H37A0.9800
N1—C21.477 (5)C37—H37B0.9800
N1—C41.481 (5)C37—H37C0.9800
N2—C11.349 (5)O1A—C34A1.399 (7)
N2—C81.473 (5)O1A—C36A1.424 (7)
N2—C61.474 (5)C34A—C35A1.487 (8)
N3—C11.336 (6)C34A—H34C0.9900
N3—C121.477 (5)C34A—H34D0.9900
N3—C101.478 (6)C35A—H35D0.9800
C2—C31.501 (6)C35A—H35E0.9800
C2—H2A0.9900C35A—H35F0.9800
C2—H2B0.9900C36A—C37A1.474 (7)
C3—H3A0.9800C36A—H36C0.9900
C3—H3B0.9800C36A—H36D0.9900
C3—H3C0.9800C37A—H37D0.9800
C4—C51.503 (6)C37A—H37E0.9800
C4—H4A0.9900C37A—H37F0.9800
C15—Si1—C18109.65 (15)C4—C5—H5A109.5
C15—Si1—C17110.70 (14)C4—C5—H5B109.5
C18—Si1—C17108.61 (18)H5A—C5—H5B109.5
C15—Si1—C16108.57 (16)C4—C5—H5C109.5
C18—Si1—C16109.6 (2)H5A—C5—H5C109.5
C17—Si1—C16109.7 (2)H5B—C5—H5C109.5
C20—Si2—C23109.41 (17)N2—C6—C7112.4 (5)
C20—Si2—C21110.26 (17)N2—C6—H6A109.1
C23—Si2—C21109.8 (2)C7—C6—H6A109.1
C20—Si2—C22110.32 (17)N2—C6—H6B109.1
C23—Si2—C22109.7 (2)C7—C6—H6B109.1
C21—Si2—C22107.3 (2)H6A—C6—H6B107.8
C25—Si3—C28111.91 (15)C6—C7—H7A109.5
C25—Si3—C27107.29 (15)C6—C7—H7B109.5
C28—Si3—C27110.10 (16)H7A—C7—H7B109.5
C25—Si3—C26107.79 (16)C6—C7—H7C109.5
C28—Si3—C26109.1 (2)H7A—C7—H7C109.5
C27—Si3—C26110.6 (2)H7B—C7—H7C109.5
C31A—Si4—C30112.8 (4)N2—C8—C9111.7 (7)
C30—Si4—C32B113.6 (5)N2—C8—H8A109.3
C30—Si4—C31112.3 (3)C9—C8—H8A109.3
C31A—Si4—C33A106.6 (7)N2—C8—H8B109.3
C30—Si4—C33A108.1 (5)C9—C8—H8B109.3
C30—Si4—C32108.1 (4)H8A—C8—H8B107.9
C31—Si4—C32111.1 (4)C8—C9—H9A109.5
C31A—Si4—C32A114.3 (6)C8—C9—H9B109.5
C30—Si4—C32A105.1 (6)H9A—C9—H9B109.5
C33A—Si4—C32A109.8 (6)C8—C9—H9C109.5
C30—Si4—C33B111.5 (7)H9A—C9—H9C109.5
C32B—Si4—C33B110.5 (6)H9B—C9—H9C109.5
C30—Si4—C31B103.8 (7)N3—C10—C11113.1 (6)
C32B—Si4—C31B110.3 (6)N3—C10—H10A109.0
C33B—Si4—C31B106.8 (7)C11—C10—H10A109.0
C30—Si4—C33110.0 (5)N3—C10—H10B109.0
C31—Si4—C33107.6 (5)C11—C10—H10B109.0
C32—Si4—C33107.6 (5)H10A—C10—H10B107.8
C24—B1—C14111.0 (2)C10—C11—H11A109.5
C24—B1—C19109.5 (2)C10—C11—H11B109.5
C14—B1—C19111.5 (2)H11A—C11—H11B109.5
C24—B1—C29105.5 (2)C10—C11—H11C109.5
C14—B1—C29107.9 (2)H11A—C11—H11C109.5
C19—B1—C29111.3 (2)H11B—C11—H11C109.5
C15—C14—B1176.6 (3)N3—C12—C13114.8 (6)
C14—C15—Si1175.0 (2)N3—C12—H12A108.6
Si1—C16—H16A109.5C13—C12—H12A108.6
Si1—C16—H16B109.5N3—C12—H12B108.6
H16A—C16—H16B109.5C13—C12—H12B108.6
Si1—C16—H16C109.5H12A—C12—H12B107.6
H16A—C16—H16C109.5C12—C13—H13A109.5
H16B—C16—H16C109.5C12—C13—H13B109.5
Si1—C17—H17A109.5H13A—C13—H13B109.5
Si1—C17—H17B109.5C12—C13—H13C109.5
H17A—C17—H17B109.5H13A—C13—H13C109.5
Si1—C17—H17C109.5H13B—C13—H13C109.5
H17A—C17—H17C109.5C1A—N1A—C2A121.6 (9)
H17B—C17—H17C109.5C1A—N1A—C4A120.3 (9)
Si1—C18—H18A109.5C2A—N1A—C4A117.9 (9)
Si1—C18—H18B109.5C1A—N2A—C8A121.3 (8)
H18A—C18—H18B109.5C1A—N2A—C6A120.6 (8)
Si1—C18—H18C109.5C8A—N2A—C6A118.2 (8)
H18A—C18—H18C109.5C1A—N3A—C10A121.2 (8)
H18B—C18—H18C109.5C1A—N3A—C12A121.8 (8)
C20—C19—B1176.9 (3)C10A—N3A—C12A116.8 (7)
C19—C20—Si2174.7 (3)N3A—C1A—N1A118.8 (8)
Si2—C21—H21A109.5N3A—C1A—N2A120.4 (8)
Si2—C21—H21B109.5N1A—C1A—N2A120.6 (8)
H21A—C21—H21B109.5N1A—C2A—C3A111.8 (11)
Si2—C21—H21C109.5N1A—C2A—H2A1109.2
H21A—C21—H21C109.5C3A—C2A—H2A1109.2
H21B—C21—H21C109.5N1A—C2A—H2A2109.2
Si2—C22—H22A109.5C3A—C2A—H2A2109.2
Si2—C22—H22B109.5H2A1—C2A—H2A2107.9
H22A—C22—H22B109.5C2A—C3A—H3A1109.5
Si2—C22—H22C109.5C2A—C3A—H3A2109.5
H22A—C22—H22C109.5H3A1—C3A—H3A2109.5
H22B—C22—H22C109.5C2A—C3A—H3A3109.5
Si2—C23—H23A109.5H3A1—C3A—H3A3109.5
Si2—C23—H23B109.5H3A2—C3A—H3A3109.5
H23A—C23—H23B109.5N1A—C4A—C5A112.1 (8)
Si2—C23—H23C109.5N1A—C4A—H4A1109.2
H23A—C23—H23C109.5C5A—C4A—H4A1109.2
H23B—C23—H23C109.5N1A—C4A—H4A2109.2
C25—C24—B1174.8 (3)C5A—C4A—H4A2109.2
C24—C25—Si3170.0 (3)H4A1—C4A—H4A2107.9
Si3—C26—H26A109.5C4A—C5A—H5A1109.5
Si3—C26—H26B109.5C4A—C5A—H5A2109.5
H26A—C26—H26B109.5H5A1—C5A—H5A2109.5
Si3—C26—H26C109.5C4A—C5A—H5A3109.5
H26A—C26—H26C109.5H5A1—C5A—H5A3109.5
H26B—C26—H26C109.5H5A2—C5A—H5A3109.5
Si3—C27—H27A109.5N2A—C6A—C7A109.7 (8)
Si3—C27—H27B109.5N2A—C6A—H6A1109.7
H27A—C27—H27B109.5C7A—C6A—H6A1109.7
Si3—C27—H27C109.5N2A—C6A—H6A2109.7
H27A—C27—H27C109.5C7A—C6A—H6A2109.7
H27B—C27—H27C109.5H6A1—C6A—H6A2108.2
Si3—C28—H28A109.5C6A—C7A—H7A1109.5
Si3—C28—H28B109.5C6A—C7A—H7A2109.5
H28A—C28—H28B109.5H7A1—C7A—H7A2109.5
Si3—C28—H28C109.5C6A—C7A—H7A3109.5
H28A—C28—H28C109.5H7A1—C7A—H7A3109.5
H28B—C28—H28C109.5H7A2—C7A—H7A3109.5
C30—C29—B1174.5 (3)N2A—C8A—C9A113.1 (10)
C29—C30—Si4171.5 (3)N2A—C8A—H8A1109.0
Si4—C31—H31A109.5C9A—C8A—H8A1109.0
Si4—C31—H31B109.5N2A—C8A—H8A2109.0
H31A—C31—H31B109.5C9A—C8A—H8A2109.0
Si4—C31—H31C109.5H8A1—C8A—H8A2107.8
H31A—C31—H31C109.5C8A—C9A—H9A1109.5
H31B—C31—H31C109.5C8A—C9A—H9A2109.5
Si4—C32—H32A109.5H9A1—C9A—H9A2109.5
Si4—C32—H32B109.5C8A—C9A—H9A3109.5
H32A—C32—H32B109.5H9A1—C9A—H9A3109.5
Si4—C32—H32C109.5H9A2—C9A—H9A3109.5
H32A—C32—H32C109.5N3A—C10A—C11A112.9 (9)
H32B—C32—H32C109.5N3A—C10A—H10C109.0
Si4—C33—H33A109.5C11A—C10A—H10C109.0
Si4—C33—H33B109.5N3A—C10A—H10D109.0
H33A—C33—H33B109.5C11A—C10A—H10D109.0
Si4—C33—H33C109.5H10C—C10A—H10D107.8
H33A—C33—H33C109.5C10A—C11A—H11D109.5
H33B—C33—H33C109.5C10A—C11A—H11E109.5
Si4—C31A—H31D109.5H11D—C11A—H11E109.5
Si4—C31A—H31E109.5C10A—C11A—H11F109.5
H31D—C31A—H31E109.5H11D—C11A—H11F109.5
Si4—C31A—H31F109.5H11E—C11A—H11F109.5
H31D—C31A—H31F109.5N3A—C12A—C13A113.4 (11)
H31E—C31A—H31F109.5N3A—C12A—H12C108.9
Si4—C32A—H32D109.5C13A—C12A—H12C108.9
Si4—C32A—H32E109.5N3A—C12A—H12D108.9
H32D—C32A—H32E109.5C13A—C12A—H12D108.9
Si4—C32A—H32F109.5H12C—C12A—H12D107.7
H32D—C32A—H32F109.5C12A—C13A—H13D109.5
H32E—C32A—H32F109.5C12A—C13A—H13E109.5
Si4—C33A—H33D109.5H13D—C13A—H13E109.5
Si4—C33A—H33E109.5C12A—C13A—H13F109.5
H33D—C33A—H33E109.5H13D—C13A—H13F109.5
Si4—C33A—H33F109.5H13E—C13A—H13F109.5
H33D—C33A—H33F109.5C34—O1—C36111.4 (7)
H33E—C33A—H33F109.5O1—C34—C35112.2 (9)
Si4—C31B—H31G109.5O1—C34—H34A109.2
Si4—C31B—H31H109.5C35—C34—H34A109.2
H31G—C31B—H31H109.5O1—C34—H34B109.2
Si4—C31B—H31I109.5C35—C34—H34B109.2
H31G—C31B—H31I109.5H34A—C34—H34B107.9
H31H—C31B—H31I109.5C34—C35—H35A109.5
Si4—C32B—H32G109.5C34—C35—H35B109.5
Si4—C32B—H32H109.5H35A—C35—H35B109.5
H32G—C32B—H32H109.5C34—C35—H35C109.5
Si4—C32B—H32I109.5H35A—C35—H35C109.5
H32G—C32B—H32I109.5H35B—C35—H35C109.5
H32H—C32B—H32I109.5O1—C36—C37103.8 (8)
Si4—C33B—H33G109.5O1—C36—H36A111.0
Si4—C33B—H33H109.5C37—C36—H36A111.0
H33G—C33B—H33H109.5O1—C36—H36B111.0
Si4—C33B—H33I109.5C37—C36—H36B111.0
H33G—C33B—H33I109.5H36A—C36—H36B109.0
H33H—C33B—H33I109.5C36—C37—H37A109.5
C1—N1—C2120.8 (5)C36—C37—H37B109.5
C1—N1—C4120.8 (5)H37A—C37—H37B109.5
C2—N1—C4118.1 (5)C36—C37—H37C109.5
C1—N2—C8120.9 (5)H37A—C37—H37C109.5
C1—N2—C6120.9 (5)H37B—C37—H37C109.5
C8—N2—C6118.0 (5)C34A—O1A—C36A113.2 (7)
C1—N3—C12122.2 (5)O1A—C34A—C35A111.7 (9)
C1—N3—C10121.2 (5)O1A—C34A—H34C109.3
C12—N3—C10116.5 (5)C35A—C34A—H34C109.3
N3—C1—N2120.5 (6)O1A—C34A—H34D109.3
N3—C1—N1119.0 (5)C35A—C34A—H34D109.3
N2—C1—N1120.4 (5)H34C—C34A—H34D107.9
N1—C2—C3112.4 (4)C34A—C35A—H35D109.5
N1—C2—H2A109.1C34A—C35A—H35E109.5
C3—C2—H2A109.1H35D—C35A—H35E109.5
N1—C2—H2B109.1C34A—C35A—H35F109.5
C3—C2—H2B109.1H35D—C35A—H35F109.5
H2A—C2—H2B107.9H35E—C35A—H35F109.5
C2—C3—H3A109.5O1A—C36A—C37A107.2 (8)
C2—C3—H3B109.5O1A—C36A—H36C110.3
H3A—C3—H3B109.5C37A—C36A—H36C110.3
C2—C3—H3C109.5O1A—C36A—H36D110.3
H3A—C3—H3C109.5C37A—C36A—H36D110.3
H3B—C3—H3C109.5H36C—C36A—H36D108.5
N1—C4—C5112.0 (5)C36A—C37A—H37D109.5
N1—C4—H4A109.2C36A—C37A—H37E109.5
C5—C4—H4A109.2H37D—C37A—H37E109.5
N1—C4—H4B109.2C36A—C37A—H37F109.5
C5—C4—H4B109.2H37D—C37A—H37F109.5
H4A—C4—H4B107.9H37E—C37A—H37F109.5
C12—N3—C1—N2141.9 (7)C10A—N3A—C1A—N2A136.7 (15)
C10—N3—C1—N239.9 (11)C12A—N3A—C1A—N2A38 (2)
C12—N3—C1—N137.3 (12)C2A—N1A—C1A—N3A39 (2)
C10—N3—C1—N1140.9 (7)C4A—N1A—C1A—N3A145.8 (12)
C8—N2—C1—N334.2 (11)C2A—N1A—C1A—N2A144.3 (15)
C6—N2—C1—N3139.9 (7)C4A—N1A—C1A—N2A31 (2)
C8—N2—C1—N1145.0 (8)C8A—N2A—C1A—N3A144.4 (14)
C6—N2—C1—N140.9 (10)C6A—N2A—C1A—N3A35 (2)
C2—N1—C1—N336.6 (11)C8A—N2A—C1A—N1A39 (2)
C4—N1—C1—N3150.0 (7)C6A—N2A—C1A—N1A141.9 (14)
C2—N1—C1—N2144.2 (7)C1A—N1A—C2A—C3A117.4 (16)
C4—N1—C1—N229.2 (11)C4A—N1A—C2A—C3A57.9 (17)
C1—N1—C2—C3120.6 (7)C1A—N1A—C4A—C5A109.6 (16)
C4—N1—C2—C352.9 (7)C2A—N1A—C4A—C5A75.0 (16)
C1—N1—C4—C5131.3 (8)C1A—N2A—C6A—C7A118.3 (15)
C2—N1—C4—C555.1 (7)C8A—N2A—C6A—C7A62.5 (15)
C1—N2—C6—C796.0 (8)C1A—N2A—C8A—C9A127.0 (18)
C8—N2—C6—C778.2 (8)C6A—N2A—C8A—C9A52.2 (17)
C1—N2—C8—C9119.0 (9)C1A—N3A—C10A—C11A98 (2)
C6—N2—C8—C966.8 (10)C12A—N3A—C10A—C11A76.8 (19)
C1—N3—C10—C11106.5 (13)C1A—N3A—C12A—C13A108 (2)
C12—N3—C10—C1171.9 (13)C10A—N3A—C12A—C13A77 (2)
C1—N3—C12—C13115.5 (12)C36—O1—C34—C35167.9 (16)
C10—N3—C12—C1366.2 (11)C34—O1—C36—C37171.1 (13)
C10A—N3A—C1A—N1A40 (2)C36A—O1A—C34A—C35A162.3 (13)
C12A—N3A—C1A—N1A145.4 (14)C34A—O1A—C36A—C37A162.8 (14)
 

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