organic compounds
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
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.
Keywords: crystal structure; borate; ethyne; guanidinium; trimethylsilyl.
CCDC reference: 1550268
Structure description
Hexaethylguanidinium salts have been described and used principally as phase transfer catalysts (Kantlehner et al., 1984; Caringi et al., 1999). The conformations of these cations have been studied recently (Salchner et al., 2014). Large anions in which bulky groups at the end of a rigid rod assembly shield the charge were synthesized not long ago (Vitze, 2008). 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).
The molecular structure of the title compound is shown in Fig. 1. The complete cation is disordered (Fig. 2a) 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. 2b) related by a rotation about the Si4—C30 bond. The complete solvent molecule is disordered over two positions (0.6:0.4; Fig. 2c).
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).
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 . The does not exhibit any significant directed intermolecular interactions.
is shown in Fig. 3Structures of related tetraethynylborates (Gusev et al., 1977 and 1978) 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).
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 . The complete solvent molecule is disordered over two positions (0.6:0.4; Fig. 2c). 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.
details are summarized in Table 1Structural data
CCDC reference: 1550268
https://doi.org/10.1107/S2414314617007246/hb4136sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314617007246/hb4136Isup2.hkl
Supporting information file. DOI: https://doi.org/10.1107/S2414314617007246/hb4136Isup3.mol
Supporting information file. DOI: https://doi.org/10.1107/S2414314617007246/hb4136Isup4.cml
Data collection: APEX2 (Bruker, 2012); cell
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).C13H30N3+·C20H36BSi4−·C4H10O | F(000) = 1552 |
Mr = 702.17 | Dx = 0.939 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 12.9107 (7) Å | Cell parameters from 9883 reflections |
b = 17.8720 (8) Å | θ = 2.2–24.3° |
c = 21.6094 (11) Å | µ = 0.15 mm−1 |
β = 95.0374 (16)° | T = 193 K |
V = 4966.9 (4) Å3 | Prism, colourless |
Z = 4 | 0.19 × 0.15 × 0.11 mm |
Bruker D8 QUEST PHOTON 100 diffractometer | 8834 independent reflections |
Radiation source: Incoatec Microfocus | 5918 reflections with I > 2σ(I) |
Multi layered optics monochromator | Rint = 0.079 |
Detector resolution: 10.4 pixels mm-1 | θmax = 25.1°, θmin = 2.1° |
φ and ω scans | h = −15→15 |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | k = −21→21 |
Tmin = 0.922, Tmax = 0.971 | l = −25→25 |
82487 measured reflections |
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)] = 0.068 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.193 | H-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 parameters | Δρmax = 0.34 e Å−3 |
458 restraints | Δρmin = −0.35 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Si1 | 0.82059 (6) | 0.25828 (4) | 0.45129 (4) | 0.0474 (2) | |
Si2 | 0.57950 (8) | 0.42589 (5) | 0.12930 (4) | 0.0611 (3) | |
Si3 | 0.41942 (7) | 0.58398 (5) | 0.42690 (4) | 0.0576 (3) | |
Si4 | 0.26088 (9) | 0.23439 (7) | 0.37953 (6) | 0.0930 (4) | |
B1 | 0.5461 (2) | 0.37341 (16) | 0.33687 (14) | 0.0383 (7) | |
C14 | 0.6465 (2) | 0.33713 (13) | 0.37359 (12) | 0.0368 (6) | |
C15 | 0.7195 (2) | 0.30760 (14) | 0.40350 (12) | 0.0427 (6) | |
C16 | 0.7580 (3) | 0.1983 (2) | 0.5072 (2) | 0.0984 (14) | |
H16A | 0.8117 | 0.1728 | 0.5344 | 0.148* | |
H16B | 0.7140 | 0.1610 | 0.4844 | 0.148* | |
H16C | 0.7153 | 0.2293 | 0.5324 | 0.148* | |
C17 | 0.9099 (3) | 0.32537 (19) | 0.49402 (18) | 0.0815 (11) | |
H17A | 0.9683 | 0.2981 | 0.5156 | 0.122* | |
H17B | 0.8724 | 0.3526 | 0.5245 | 0.122* | |
H17C | 0.9363 | 0.3609 | 0.4646 | 0.122* | |
C18 | 0.8968 (3) | 0.1994 (2) | 0.40136 (17) | 0.0813 (11) | |
H18A | 0.9537 | 0.1752 | 0.4269 | 0.122* | |
H18B | 0.9254 | 0.2307 | 0.3698 | 0.122* | |
H18C | 0.8515 | 0.1610 | 0.3810 | 0.122* | |
C19 | 0.56311 (19) | 0.38643 (14) | 0.26528 (13) | 0.0409 (6) | |
C20 | 0.5730 (2) | 0.39932 (16) | 0.21087 (13) | 0.0486 (7) | |
C21 | 0.5703 (4) | 0.3415 (2) | 0.07899 (18) | 0.1155 (17) | |
H21A | 0.5691 | 0.3567 | 0.0354 | 0.173* | |
H21B | 0.5064 | 0.3141 | 0.0855 | 0.173* | |
H21C | 0.6306 | 0.3092 | 0.0896 | 0.173* | |
C22 | 0.4679 (3) | 0.4880 (3) | 0.1030 (2) | 0.1015 (14) | |
H22A | 0.4695 | 0.4988 | 0.0586 | 0.152* | |
H22B | 0.4733 | 0.5349 | 0.1266 | 0.152* | |
H22C | 0.4025 | 0.4630 | 0.1100 | 0.152* | |
C23 | 0.7039 (3) | 0.4753 (2) | 0.1207 (2) | 0.0965 (13) | |
H23A | 0.7086 | 0.4879 | 0.0769 | 0.145* | |
H23B | 0.7622 | 0.4429 | 0.1352 | 0.145* | |
H23C | 0.7065 | 0.5213 | 0.1455 | 0.145* | |
C24 | 0.5167 (2) | 0.45080 (14) | 0.36753 (12) | 0.0395 (6) | |
C25 | 0.4864 (2) | 0.50746 (15) | 0.39096 (13) | 0.0472 (7) | |
C26 | 0.3561 (4) | 0.6432 (2) | 0.36347 (18) | 0.1148 (18) | |
H26A | 0.3189 | 0.6844 | 0.3815 | 0.172* | |
H26B | 0.3068 | 0.6127 | 0.3371 | 0.172* | |
H26C | 0.4092 | 0.6634 | 0.3384 | 0.172* | |
C27 | 0.3206 (2) | 0.5415 (2) | 0.47330 (17) | 0.0764 (10) | |
H27A | 0.2867 | 0.5809 | 0.4958 | 0.115* | |
H27B | 0.3544 | 0.5059 | 0.5031 | 0.115* | |
H27C | 0.2685 | 0.5154 | 0.4456 | 0.115* | |
C28 | 0.5103 (3) | 0.64243 (18) | 0.47729 (16) | 0.0732 (10) | |
H28A | 0.4722 | 0.6840 | 0.4942 | 0.110* | |
H28B | 0.5646 | 0.6622 | 0.4529 | 0.110* | |
H28C | 0.5423 | 0.6120 | 0.5115 | 0.110* | |
C29 | 0.4495 (2) | 0.31905 (15) | 0.34457 (13) | 0.0455 (7) | |
C30 | 0.3757 (2) | 0.28119 (18) | 0.35500 (15) | 0.0593 (8) | |
C31 | 0.1720 (7) | 0.2040 (6) | 0.3136 (3) | 0.073 (2)* | 0.4 |
H31A | 0.1465 | 0.2477 | 0.2896 | 0.109* | 0.4 |
H31B | 0.1132 | 0.1772 | 0.3289 | 0.109* | 0.4 |
H31C | 0.2089 | 0.1706 | 0.2870 | 0.109* | 0.4 |
C32 | 0.1952 (8) | 0.2995 (5) | 0.4306 (5) | 0.082 (3)* | 0.4 |
H32A | 0.2444 | 0.3150 | 0.4654 | 0.124* | 0.4 |
H32B | 0.1359 | 0.2741 | 0.4467 | 0.124* | 0.4 |
H32C | 0.1707 | 0.3436 | 0.4067 | 0.124* | 0.4 |
C33 | 0.3008 (11) | 0.1483 (6) | 0.4271 (6) | 0.123 (5)* | 0.4 |
H33A | 0.3345 | 0.1124 | 0.4011 | 0.185* | 0.4 |
H33B | 0.2390 | 0.1252 | 0.4423 | 0.185* | 0.4 |
H33C | 0.3494 | 0.1627 | 0.4625 | 0.185* | 0.4 |
C31A | 0.2094 (10) | 0.1641 (6) | 0.3244 (5) | 0.088 (4)* | 0.33 |
H31D | 0.2001 | 0.1861 | 0.2827 | 0.132* | 0.33 |
H31E | 0.1422 | 0.1462 | 0.3363 | 0.132* | 0.33 |
H31F | 0.2581 | 0.1221 | 0.3243 | 0.132* | 0.33 |
C32A | 0.1680 (11) | 0.3112 (7) | 0.3936 (8) | 0.130 (6)* | 0.33 |
H32D | 0.1983 | 0.3435 | 0.4271 | 0.195* | 0.33 |
H32E | 0.1028 | 0.2897 | 0.4055 | 0.195* | 0.33 |
H32F | 0.1541 | 0.3408 | 0.3556 | 0.195* | 0.33 |
C33A | 0.2990 (12) | 0.1844 (9) | 0.4535 (5) | 0.117 (5)* | 0.33 |
H33D | 0.2370 | 0.1628 | 0.4696 | 0.175* | 0.33 |
H33E | 0.3317 | 0.2197 | 0.4839 | 0.175* | 0.33 |
H33F | 0.3482 | 0.1444 | 0.4459 | 0.175* | 0.33 |
C31B | 0.1604 (14) | 0.2484 (12) | 0.3122 (6) | 0.136 (8)* | 0.27 |
H31G | 0.1466 | 0.3020 | 0.3066 | 0.203* | 0.27 |
H31H | 0.0961 | 0.2227 | 0.3206 | 0.203* | 0.27 |
H31I | 0.1862 | 0.2279 | 0.2744 | 0.203* | 0.27 |
C32B | 0.2154 (11) | 0.2732 (8) | 0.4503 (4) | 0.070 (4)* | 0.27 |
H32G | 0.2678 | 0.2645 | 0.4852 | 0.105* | 0.27 |
H32H | 0.1501 | 0.2489 | 0.4587 | 0.105* | 0.27 |
H32I | 0.2039 | 0.3271 | 0.4450 | 0.105* | 0.27 |
C33B | 0.2817 (18) | 0.1314 (5) | 0.3878 (9) | 0.151 (9)* | 0.27 |
H33G | 0.3099 | 0.1119 | 0.3504 | 0.226* | 0.27 |
H33H | 0.2153 | 0.1068 | 0.3933 | 0.226* | 0.27 |
H33I | 0.3308 | 0.1214 | 0.4240 | 0.226* | 0.27 |
N1 | 0.7562 (4) | 0.6243 (3) | 0.2917 (3) | 0.0445 (13) | 0.65 |
N2 | 0.8692 (4) | 0.5254 (3) | 0.3205 (2) | 0.0521 (12) | 0.65 |
N3 | 0.9219 (5) | 0.6227 (3) | 0.2587 (3) | 0.055 (3) | 0.65 |
C1 | 0.8496 (5) | 0.5907 (4) | 0.2905 (4) | 0.0443 (16) | 0.65 |
C2 | 0.7477 (4) | 0.7067 (3) | 0.2937 (2) | 0.0574 (12) | 0.65 |
H2A | 0.7057 | 0.7242 | 0.2560 | 0.069* | 0.65 |
H2B | 0.8180 | 0.7288 | 0.2936 | 0.069* | 0.65 |
C3 | 0.6985 (5) | 0.7335 (3) | 0.3501 (3) | 0.0844 (18) | 0.65 |
H3A | 0.6260 | 0.7167 | 0.3479 | 0.127* | 0.65 |
H3B | 0.7007 | 0.7883 | 0.3517 | 0.127* | 0.65 |
H3C | 0.7365 | 0.7130 | 0.3875 | 0.127* | 0.65 |
C4 | 0.6610 (3) | 0.5796 (3) | 0.2977 (2) | 0.0487 (11) | 0.65 |
H4A | 0.6381 | 0.5867 | 0.3398 | 0.058* | 0.65 |
H4B | 0.6772 | 0.5259 | 0.2927 | 0.058* | 0.65 |
C5 | 0.5742 (6) | 0.6015 (5) | 0.2502 (4) | 0.0625 (18) | 0.65 |
H5A | 0.5539 | 0.6534 | 0.2573 | 0.094* | 0.65 |
H5B | 0.5144 | 0.5685 | 0.2539 | 0.094* | 0.65 |
H5C | 0.5977 | 0.5969 | 0.2085 | 0.094* | 0.65 |
C6 | 0.8332 (4) | 0.5123 (3) | 0.38250 (19) | 0.0632 (13) | 0.65 |
H6A | 0.8110 | 0.4595 | 0.3855 | 0.076* | 0.65 |
H6B | 0.7720 | 0.5444 | 0.3876 | 0.076* | 0.65 |
C7 | 0.9148 (7) | 0.5284 (6) | 0.4332 (3) | 0.156 (4) | 0.65 |
H7A | 0.9812 | 0.5078 | 0.4226 | 0.234* | 0.65 |
H7B | 0.8957 | 0.5054 | 0.4718 | 0.234* | 0.65 |
H7C | 0.9214 | 0.5826 | 0.4389 | 0.234* | 0.65 |
C8 | 0.9355 (6) | 0.4680 (3) | 0.2950 (4) | 0.066 (2) | 0.65 |
H8A | 0.9962 | 0.4582 | 0.3252 | 0.079* | 0.65 |
H8B | 0.9618 | 0.4871 | 0.2563 | 0.079* | 0.65 |
C9 | 0.8775 (10) | 0.3965 (5) | 0.2814 (6) | 0.080 (3) | 0.65 |
H9A | 0.8563 | 0.3754 | 0.3202 | 0.120* | 0.65 |
H9B | 0.9225 | 0.3608 | 0.2622 | 0.120* | 0.65 |
H9C | 0.8157 | 0.4065 | 0.2530 | 0.120* | 0.65 |
C10 | 1.0327 (3) | 0.6228 (3) | 0.2827 (3) | 0.0693 (15) | 0.65 |
H10A | 1.0752 | 0.6068 | 0.2491 | 0.083* | 0.65 |
H10B | 1.0431 | 0.5859 | 0.3168 | 0.083* | 0.65 |
C11 | 1.0698 (11) | 0.6975 (6) | 0.3061 (11) | 0.095 (5) | 0.65 |
H11A | 1.0689 | 0.7328 | 0.2713 | 0.142* | 0.65 |
H11B | 1.1409 | 0.6929 | 0.3257 | 0.142* | 0.65 |
H11C | 1.0240 | 0.7159 | 0.3366 | 0.142* | 0.65 |
C12 | 0.8956 (4) | 0.6614 (3) | 0.1990 (2) | 0.0612 (13) | 0.65 |
H12A | 0.9214 | 0.7135 | 0.2028 | 0.073* | 0.65 |
H12B | 0.8190 | 0.6635 | 0.1911 | 0.073* | 0.65 |
C13 | 0.9390 (13) | 0.6260 (10) | 0.1444 (3) | 0.075 (4) | 0.65 |
H13A | 1.0151 | 0.6270 | 0.1502 | 0.112* | 0.65 |
H13B | 0.9152 | 0.6536 | 0.1066 | 0.112* | 0.65 |
H13C | 0.9151 | 0.5740 | 0.1406 | 0.112* | 0.65 |
N1A | 0.7941 (8) | 0.5997 (6) | 0.3122 (3) | 0.052 (2) | 0.35 |
N2A | 0.9133 (6) | 0.5034 (5) | 0.2994 (6) | 0.059 (3) | 0.35 |
N3A | 0.9307 (10) | 0.6193 (5) | 0.2516 (5) | 0.055 (7) | 0.35 |
C1A | 0.8786 (11) | 0.5734 (5) | 0.2869 (8) | 0.063 (5) | 0.35 |
C2A | 0.7201 (8) | 0.6502 (8) | 0.2778 (6) | 0.064 (4) | 0.35 |
H2A1 | 0.7459 | 0.6624 | 0.2372 | 0.077* | 0.35 |
H2A2 | 0.7155 | 0.6974 | 0.3014 | 0.077* | 0.35 |
C3A | 0.6138 (9) | 0.6161 (11) | 0.2673 (9) | 0.083 (5) | 0.35 |
H3A1 | 0.6167 | 0.5721 | 0.2404 | 0.124* | 0.35 |
H3A2 | 0.5654 | 0.6529 | 0.2474 | 0.124* | 0.35 |
H3A3 | 0.5900 | 0.6009 | 0.3073 | 0.124* | 0.35 |
C4A | 0.7689 (8) | 0.5733 (5) | 0.3744 (4) | 0.071 (3) | 0.35 |
H4A1 | 0.8129 | 0.5295 | 0.3867 | 0.086* | 0.35 |
H4A2 | 0.6954 | 0.5570 | 0.3719 | 0.086* | 0.35 |
C5A | 0.7858 (18) | 0.6326 (10) | 0.4225 (6) | 0.182 (10) | 0.35 |
H5A1 | 0.8592 | 0.6331 | 0.4386 | 0.273* | 0.35 |
H5A2 | 0.7425 | 0.6223 | 0.4566 | 0.273* | 0.35 |
H5A3 | 0.7669 | 0.6813 | 0.4041 | 0.273* | 0.35 |
C6A | 1.0259 (6) | 0.4875 (5) | 0.3076 (5) | 0.071 (3) | 0.35 |
H6A1 | 1.0655 | 0.5338 | 0.3008 | 0.085* | 0.35 |
H6A2 | 1.0440 | 0.4499 | 0.2767 | 0.085* | 0.35 |
C7A | 1.0544 (10) | 0.4587 (10) | 0.3718 (6) | 0.131 (6) | 0.35 |
H7A1 | 1.0305 | 0.4939 | 0.4022 | 0.196* | 0.35 |
H7A2 | 1.1301 | 0.4532 | 0.3785 | 0.196* | 0.35 |
H7A3 | 1.0214 | 0.4099 | 0.3767 | 0.196* | 0.35 |
C8A | 0.8406 (8) | 0.4406 (5) | 0.3044 (5) | 0.070 (3) | 0.35 |
H8A1 | 0.7689 | 0.4584 | 0.2931 | 0.084* | 0.35 |
H8A2 | 0.8447 | 0.4234 | 0.3481 | 0.084* | 0.35 |
C9A | 0.862 (2) | 0.3760 (10) | 0.2637 (12) | 0.090 (6) | 0.35 |
H9A1 | 0.8601 | 0.3928 | 0.2205 | 0.135* | 0.35 |
H9A2 | 0.8098 | 0.3371 | 0.2675 | 0.135* | 0.35 |
H9A3 | 0.9315 | 0.3557 | 0.2765 | 0.135* | 0.35 |
C10A | 0.9484 (7) | 0.6985 (4) | 0.2688 (4) | 0.066 (3) | 0.35 |
H10C | 0.8947 | 0.7146 | 0.2960 | 0.079* | 0.35 |
H10D | 0.9405 | 0.7295 | 0.2307 | 0.079* | 0.35 |
C11A | 1.0533 (14) | 0.7121 (12) | 0.3015 (14) | 0.059 (4) | 0.35 |
H11D | 1.0578 | 0.6879 | 0.3423 | 0.088* | 0.35 |
H11E | 1.0645 | 0.7661 | 0.3068 | 0.088* | 0.35 |
H11F | 1.1067 | 0.6913 | 0.2768 | 0.088* | 0.35 |
C12A | 0.9810 (8) | 0.5916 (5) | 0.1971 (4) | 0.069 (3) | 0.35 |
H12C | 0.9832 | 0.5363 | 0.1984 | 0.083* | 0.35 |
H12D | 1.0536 | 0.6100 | 0.1997 | 0.083* | 0.35 |
C13A | 0.927 (3) | 0.616 (2) | 0.1365 (6) | 0.104 (12) | 0.35 |
H13D | 0.8518 | 0.6072 | 0.1370 | 0.156* | 0.35 |
H13E | 0.9531 | 0.5867 | 0.1027 | 0.156* | 0.35 |
H13F | 0.9397 | 0.6690 | 0.1300 | 0.156* | 0.35 |
O1 | 0.1463 (6) | 0.4353 (4) | 0.1788 (4) | 0.147 (3)* | 0.6 |
C34 | 0.1105 (10) | 0.3852 (7) | 0.1326 (6) | 0.194 (7)* | 0.6 |
H34A | 0.0874 | 0.3387 | 0.1522 | 0.233* | 0.6 |
H34B | 0.1683 | 0.3721 | 0.1073 | 0.233* | 0.6 |
C35 | 0.0232 (11) | 0.4162 (9) | 0.0915 (7) | 0.220 (7)* | 0.6 |
H35A | −0.0257 | 0.4416 | 0.1167 | 0.330* | 0.6 |
H35B | −0.0128 | 0.3755 | 0.0680 | 0.330* | 0.6 |
H35C | 0.0501 | 0.4520 | 0.0625 | 0.330* | 0.6 |
C36 | 0.2428 (11) | 0.4114 (8) | 0.2096 (9) | 0.248 (10)* | 0.6 |
H36A | 0.2939 | 0.4001 | 0.1794 | 0.297* | 0.6 |
H36B | 0.2333 | 0.3664 | 0.2352 | 0.297* | 0.6 |
C37 | 0.2769 (7) | 0.4762 (5) | 0.2491 (5) | 0.126 (3)* | 0.6 |
H37A | 0.2787 | 0.5211 | 0.2232 | 0.190* | 0.6 |
H37B | 0.3465 | 0.4664 | 0.2693 | 0.190* | 0.6 |
H37C | 0.2280 | 0.4838 | 0.2807 | 0.190* | 0.6 |
O1A | 0.1379 (6) | 0.4166 (5) | 0.2028 (4) | 0.099 (3)* | 0.4 |
C34A | 0.1185 (11) | 0.3614 (9) | 0.1574 (8) | 0.159 (7)* | 0.4 |
H34C | 0.1141 | 0.3120 | 0.1778 | 0.191* | 0.4 |
H34D | 0.1770 | 0.3597 | 0.1307 | 0.191* | 0.4 |
C35A | 0.0201 (9) | 0.3758 (8) | 0.1180 (6) | 0.118 (4)* | 0.4 |
H35D | −0.0365 | 0.3839 | 0.1447 | 0.177* | 0.4 |
H35E | 0.0037 | 0.3326 | 0.0910 | 0.177* | 0.4 |
H35F | 0.0283 | 0.4204 | 0.0925 | 0.177* | 0.4 |
C36A | 0.2432 (7) | 0.4180 (7) | 0.2287 (6) | 0.091 (4)* | 0.4 |
H36C | 0.2878 | 0.4424 | 0.1996 | 0.109* | 0.4 |
H36D | 0.2689 | 0.3664 | 0.2368 | 0.109* | 0.4 |
C37A | 0.2458 (11) | 0.4606 (8) | 0.2872 (6) | 0.131 (5)* | 0.4 |
H37D | 0.2385 | 0.5141 | 0.2779 | 0.196* | 0.4 |
H37E | 0.3122 | 0.4517 | 0.3117 | 0.196* | 0.4 |
H37F | 0.1886 | 0.4443 | 0.3109 | 0.196* | 0.4 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0463 (5) | 0.0464 (4) | 0.0495 (5) | 0.0090 (3) | 0.0040 (3) | −0.0019 (3) |
Si2 | 0.0728 (6) | 0.0665 (6) | 0.0444 (5) | −0.0028 (5) | 0.0072 (4) | −0.0009 (4) |
Si3 | 0.0677 (6) | 0.0524 (5) | 0.0527 (5) | 0.0206 (4) | 0.0061 (4) | −0.0110 (4) |
Si4 | 0.0585 (6) | 0.1111 (9) | 0.1153 (10) | −0.0377 (6) | 0.0403 (6) | −0.0278 (7) |
B1 | 0.0333 (15) | 0.0407 (16) | 0.0411 (16) | −0.0013 (12) | 0.0056 (12) | −0.0061 (13) |
C14 | 0.0382 (15) | 0.0333 (13) | 0.0405 (14) | −0.0050 (11) | 0.0120 (12) | −0.0075 (11) |
C15 | 0.0447 (16) | 0.0387 (14) | 0.0454 (15) | −0.0012 (12) | 0.0080 (13) | −0.0042 (12) |
C16 | 0.087 (3) | 0.108 (3) | 0.101 (3) | 0.010 (3) | 0.019 (2) | 0.049 (3) |
C17 | 0.080 (3) | 0.069 (2) | 0.089 (3) | 0.0127 (19) | −0.027 (2) | −0.016 (2) |
C18 | 0.069 (2) | 0.089 (3) | 0.085 (3) | 0.031 (2) | 0.0010 (19) | −0.025 (2) |
C19 | 0.0337 (14) | 0.0431 (15) | 0.0460 (16) | −0.0020 (11) | 0.0038 (12) | −0.0090 (12) |
C20 | 0.0457 (17) | 0.0517 (16) | 0.0485 (17) | −0.0031 (13) | 0.0051 (13) | −0.0090 (13) |
C21 | 0.179 (5) | 0.106 (3) | 0.062 (2) | −0.004 (3) | 0.016 (3) | −0.024 (2) |
C22 | 0.096 (3) | 0.120 (4) | 0.086 (3) | 0.011 (3) | −0.007 (2) | 0.026 (3) |
C23 | 0.090 (3) | 0.110 (3) | 0.094 (3) | −0.010 (3) | 0.030 (2) | 0.026 (3) |
C24 | 0.0372 (14) | 0.0430 (15) | 0.0384 (14) | 0.0014 (12) | 0.0049 (11) | 0.0002 (12) |
C25 | 0.0504 (17) | 0.0480 (16) | 0.0440 (15) | 0.0058 (13) | 0.0087 (13) | −0.0011 (13) |
C26 | 0.167 (5) | 0.091 (3) | 0.083 (3) | 0.077 (3) | −0.008 (3) | −0.005 (2) |
C27 | 0.054 (2) | 0.093 (3) | 0.083 (2) | 0.0084 (19) | 0.0153 (18) | −0.033 (2) |
C28 | 0.095 (3) | 0.058 (2) | 0.068 (2) | −0.0071 (18) | 0.020 (2) | −0.0140 (17) |
C29 | 0.0367 (15) | 0.0507 (16) | 0.0500 (16) | −0.0005 (13) | 0.0095 (12) | −0.0102 (13) |
C30 | 0.0430 (17) | 0.067 (2) | 0.070 (2) | −0.0102 (15) | 0.0173 (15) | −0.0162 (16) |
N1 | 0.036 (3) | 0.043 (4) | 0.054 (4) | −0.005 (2) | 0.000 (3) | 0.010 (3) |
N2 | 0.053 (3) | 0.038 (2) | 0.065 (3) | 0.001 (2) | 0.006 (2) | 0.020 (2) |
N3 | 0.043 (5) | 0.045 (6) | 0.077 (5) | −0.001 (4) | 0.001 (4) | 0.024 (4) |
C1 | 0.049 (5) | 0.036 (3) | 0.049 (4) | −0.005 (3) | 0.009 (3) | 0.014 (3) |
C2 | 0.056 (3) | 0.036 (2) | 0.079 (3) | −0.002 (2) | 0.000 (3) | 0.008 (2) |
C3 | 0.095 (4) | 0.052 (3) | 0.110 (5) | −0.001 (3) | 0.024 (4) | −0.019 (3) |
C4 | 0.044 (3) | 0.046 (3) | 0.056 (3) | −0.003 (2) | 0.005 (2) | 0.011 (2) |
C5 | 0.047 (5) | 0.059 (4) | 0.080 (4) | −0.006 (3) | −0.002 (4) | 0.008 (3) |
C6 | 0.080 (4) | 0.054 (3) | 0.055 (3) | −0.005 (3) | −0.001 (3) | 0.018 (2) |
C7 | 0.169 (9) | 0.210 (10) | 0.081 (5) | −0.113 (8) | −0.038 (5) | 0.039 (6) |
C8 | 0.058 (4) | 0.046 (4) | 0.095 (5) | 0.012 (3) | 0.014 (3) | 0.017 (4) |
C9 | 0.089 (8) | 0.047 (6) | 0.111 (7) | −0.005 (4) | 0.044 (7) | −0.003 (4) |
C10 | 0.040 (3) | 0.061 (3) | 0.106 (4) | −0.003 (2) | 0.000 (3) | 0.020 (3) |
C11 | 0.076 (7) | 0.082 (7) | 0.121 (10) | 0.006 (6) | −0.021 (6) | 0.015 (8) |
C12 | 0.055 (3) | 0.059 (3) | 0.071 (3) | −0.003 (2) | 0.012 (2) | 0.024 (3) |
C13 | 0.083 (7) | 0.064 (5) | 0.082 (7) | −0.010 (6) | 0.030 (6) | 0.006 (5) |
N1A | 0.054 (7) | 0.064 (7) | 0.038 (6) | −0.009 (5) | 0.001 (5) | 0.010 (4) |
N2A | 0.039 (7) | 0.053 (9) | 0.084 (8) | 0.001 (5) | −0.002 (5) | 0.033 (7) |
N3A | 0.056 (11) | 0.047 (11) | 0.068 (10) | 0.000 (8) | 0.037 (9) | 0.013 (7) |
C1A | 0.039 (7) | 0.066 (11) | 0.081 (10) | 0.001 (7) | 0.001 (6) | −0.025 (9) |
C2A | 0.051 (8) | 0.080 (11) | 0.061 (7) | 0.014 (7) | 0.005 (6) | 0.020 (7) |
C3A | 0.047 (10) | 0.103 (12) | 0.100 (14) | −0.012 (8) | 0.022 (9) | 0.023 (11) |
C4A | 0.062 (6) | 0.082 (7) | 0.070 (6) | −0.008 (5) | 0.009 (5) | 0.021 (5) |
C5A | 0.26 (2) | 0.22 (2) | 0.071 (9) | −0.147 (19) | 0.048 (12) | −0.037 (11) |
C6A | 0.040 (5) | 0.059 (6) | 0.113 (9) | 0.002 (4) | 0.000 (5) | 0.026 (6) |
C7A | 0.088 (10) | 0.165 (15) | 0.133 (13) | −0.015 (10) | −0.025 (9) | 0.058 (11) |
C8A | 0.065 (7) | 0.061 (6) | 0.083 (7) | −0.012 (5) | 0.000 (6) | 0.023 (6) |
C9A | 0.078 (9) | 0.043 (9) | 0.145 (18) | −0.007 (8) | −0.013 (11) | 0.005 (8) |
C10A | 0.068 (6) | 0.053 (5) | 0.079 (7) | 0.006 (5) | 0.014 (5) | 0.013 (5) |
C11A | 0.042 (8) | 0.064 (9) | 0.066 (9) | −0.006 (7) | −0.012 (7) | 0.008 (8) |
C12A | 0.067 (6) | 0.063 (6) | 0.082 (7) | 0.009 (5) | 0.025 (5) | 0.008 (5) |
C13A | 0.094 (16) | 0.10 (2) | 0.111 (18) | −0.011 (15) | −0.009 (12) | 0.010 (14) |
Si1—C15 | 1.820 (3) | C4—H4B | 0.9900 |
Si1—C18 | 1.851 (3) | C5—H5A | 0.9800 |
Si1—C17 | 1.853 (3) | C5—H5B | 0.9800 |
Si1—C16 | 1.853 (3) | C5—H5C | 0.9800 |
Si2—C20 | 1.835 (3) | C6—C7 | 1.480 (6) |
Si2—C23 | 1.856 (4) | C6—H6A | 0.9900 |
Si2—C21 | 1.857 (4) | C6—H6B | 0.9900 |
Si2—C22 | 1.868 (4) | C7—H7A | 0.9800 |
Si3—C25 | 1.827 (3) | C7—H7B | 0.9800 |
Si3—C28 | 1.852 (3) | C7—H7C | 0.9800 |
Si3—C27 | 1.853 (3) | C8—C9 | 1.498 (7) |
Si3—C26 | 1.862 (3) | C8—H8A | 0.9900 |
Si4—C31A | 1.817 (6) | C8—H8B | 0.9900 |
Si4—C30 | 1.821 (3) | C9—H9A | 0.9800 |
Si4—C32B | 1.822 (6) | C9—H9B | 0.9800 |
Si4—C31 | 1.831 (6) | C9—H9C | 0.9800 |
Si4—C33A | 1.859 (7) | C10—C11 | 1.491 (7) |
Si4—C32 | 1.859 (6) | C10—H10A | 0.9900 |
Si4—C32A | 1.865 (7) | C10—H10B | 0.9900 |
Si4—C33B | 1.867 (7) | C11—H11A | 0.9800 |
Si4—C31B | 1.878 (7) | C11—H11B | 0.9800 |
Si4—C33 | 1.897 (6) | C11—H11C | 0.9800 |
B1—C24 | 1.594 (4) | C12—C13 | 1.490 (7) |
B1—C14 | 1.596 (4) | C12—H12A | 0.9900 |
B1—C19 | 1.599 (4) | C12—H12B | 0.9900 |
B1—C29 | 1.601 (4) | C13—H13A | 0.9800 |
C14—C15 | 1.216 (4) | C13—H13B | 0.9800 |
C16—H16A | 0.9800 | C13—H13C | 0.9800 |
C16—H16B | 0.9800 | N1A—C1A | 1.347 (7) |
C16—H16C | 0.9800 | N1A—C2A | 1.468 (7) |
C17—H17A | 0.9800 | N1A—C4A | 1.486 (6) |
C17—H17B | 0.9800 | N2A—C1A | 1.348 (7) |
C17—H17C | 0.9800 | N2A—C8A | 1.473 (6) |
C18—H18A | 0.9800 | N2A—C6A | 1.476 (6) |
C18—H18B | 0.9800 | N3A—C1A | 1.341 (7) |
C18—H18C | 0.9800 | N3A—C10A | 1.477 (7) |
C19—C20 | 1.216 (4) | N3A—C12A | 1.480 (7) |
C21—H21A | 0.9800 | C2A—C3A | 1.500 (8) |
C21—H21B | 0.9800 | C2A—H2A1 | 0.9900 |
C21—H21C | 0.9800 | C2A—H2A2 | 0.9900 |
C22—H22A | 0.9800 | C3A—H3A1 | 0.9800 |
C22—H22B | 0.9800 | C3A—H3A2 | 0.9800 |
C22—H22C | 0.9800 | C3A—H3A3 | 0.9800 |
C23—H23A | 0.9800 | C4A—C5A | 1.487 (8) |
C23—H23B | 0.9800 | C4A—H4A1 | 0.9900 |
C23—H23C | 0.9800 | C4A—H4A2 | 0.9900 |
C24—C25 | 1.213 (4) | C5A—H5A1 | 0.9800 |
C26—H26A | 0.9800 | C5A—H5A2 | 0.9800 |
C26—H26B | 0.9800 | C5A—H5A3 | 0.9800 |
C26—H26C | 0.9800 | C6A—C7A | 1.494 (8) |
C27—H27A | 0.9800 | C6A—H6A1 | 0.9900 |
C27—H27B | 0.9800 | C6A—H6A2 | 0.9900 |
C27—H27C | 0.9800 | C7A—H7A1 | 0.9800 |
C28—H28A | 0.9800 | C7A—H7A2 | 0.9800 |
C28—H28B | 0.9800 | C7A—H7A3 | 0.9800 |
C28—H28C | 0.9800 | C8A—C9A | 1.491 (8) |
C29—C30 | 1.206 (4) | C8A—H8A1 | 0.9900 |
C31—H31A | 0.9800 | C8A—H8A2 | 0.9900 |
C31—H31B | 0.9800 | C9A—H9A1 | 0.9800 |
C31—H31C | 0.9800 | C9A—H9A2 | 0.9800 |
C32—H32A | 0.9800 | C9A—H9A3 | 0.9800 |
C32—H32B | 0.9800 | C10A—C11A | 1.492 (8) |
C32—H32C | 0.9800 | C10A—H10C | 0.9900 |
C33—H33A | 0.9800 | C10A—H10D | 0.9900 |
C33—H33B | 0.9800 | C11A—H11D | 0.9800 |
C33—H33C | 0.9800 | C11A—H11E | 0.9800 |
C31A—H31D | 0.9800 | C11A—H11F | 0.9800 |
C31A—H31E | 0.9800 | C12A—C13A | 1.494 (8) |
C31A—H31F | 0.9800 | C12A—H12C | 0.9900 |
C32A—H32D | 0.9800 | C12A—H12D | 0.9900 |
C32A—H32E | 0.9800 | C13A—H13D | 0.9800 |
C32A—H32F | 0.9800 | C13A—H13E | 0.9800 |
C33A—H33D | 0.9800 | C13A—H13F | 0.9800 |
C33A—H33E | 0.9800 | O1—C34 | 1.389 (7) |
C33A—H33F | 0.9800 | O1—C36 | 1.425 (7) |
C31B—H31G | 0.9800 | C34—C35 | 1.481 (7) |
C31B—H31H | 0.9800 | C34—H34A | 0.9900 |
C31B—H31I | 0.9800 | C34—H34B | 0.9900 |
C32B—H32G | 0.9800 | C35—H35A | 0.9800 |
C32B—H32H | 0.9800 | C35—H35B | 0.9800 |
C32B—H32I | 0.9800 | C35—H35C | 0.9800 |
C33B—H33G | 0.9800 | C36—C37 | 1.481 (7) |
C33B—H33H | 0.9800 | C36—H36A | 0.9900 |
C33B—H33I | 0.9800 | C36—H36B | 0.9900 |
N1—C1 | 1.350 (6) | C37—H37A | 0.9800 |
N1—C2 | 1.477 (5) | C37—H37B | 0.9800 |
N1—C4 | 1.481 (5) | C37—H37C | 0.9800 |
N2—C1 | 1.349 (5) | O1A—C34A | 1.399 (7) |
N2—C8 | 1.473 (5) | O1A—C36A | 1.424 (7) |
N2—C6 | 1.474 (5) | C34A—C35A | 1.487 (8) |
N3—C1 | 1.336 (6) | C34A—H34C | 0.9900 |
N3—C12 | 1.477 (5) | C34A—H34D | 0.9900 |
N3—C10 | 1.478 (6) | C35A—H35D | 0.9800 |
C2—C3 | 1.501 (6) | C35A—H35E | 0.9800 |
C2—H2A | 0.9900 | C35A—H35F | 0.9800 |
C2—H2B | 0.9900 | C36A—C37A | 1.474 (7) |
C3—H3A | 0.9800 | C36A—H36C | 0.9900 |
C3—H3B | 0.9800 | C36A—H36D | 0.9900 |
C3—H3C | 0.9800 | C37A—H37D | 0.9800 |
C4—C5 | 1.503 (6) | C37A—H37E | 0.9800 |
C4—H4A | 0.9900 | C37A—H37F | 0.9800 |
C15—Si1—C18 | 109.65 (15) | C4—C5—H5A | 109.5 |
C15—Si1—C17 | 110.70 (14) | C4—C5—H5B | 109.5 |
C18—Si1—C17 | 108.61 (18) | H5A—C5—H5B | 109.5 |
C15—Si1—C16 | 108.57 (16) | C4—C5—H5C | 109.5 |
C18—Si1—C16 | 109.6 (2) | H5A—C5—H5C | 109.5 |
C17—Si1—C16 | 109.7 (2) | H5B—C5—H5C | 109.5 |
C20—Si2—C23 | 109.41 (17) | N2—C6—C7 | 112.4 (5) |
C20—Si2—C21 | 110.26 (17) | N2—C6—H6A | 109.1 |
C23—Si2—C21 | 109.8 (2) | C7—C6—H6A | 109.1 |
C20—Si2—C22 | 110.32 (17) | N2—C6—H6B | 109.1 |
C23—Si2—C22 | 109.7 (2) | C7—C6—H6B | 109.1 |
C21—Si2—C22 | 107.3 (2) | H6A—C6—H6B | 107.8 |
C25—Si3—C28 | 111.91 (15) | C6—C7—H7A | 109.5 |
C25—Si3—C27 | 107.29 (15) | C6—C7—H7B | 109.5 |
C28—Si3—C27 | 110.10 (16) | H7A—C7—H7B | 109.5 |
C25—Si3—C26 | 107.79 (16) | C6—C7—H7C | 109.5 |
C28—Si3—C26 | 109.1 (2) | H7A—C7—H7C | 109.5 |
C27—Si3—C26 | 110.6 (2) | H7B—C7—H7C | 109.5 |
C31A—Si4—C30 | 112.8 (4) | N2—C8—C9 | 111.7 (7) |
C30—Si4—C32B | 113.6 (5) | N2—C8—H8A | 109.3 |
C30—Si4—C31 | 112.3 (3) | C9—C8—H8A | 109.3 |
C31A—Si4—C33A | 106.6 (7) | N2—C8—H8B | 109.3 |
C30—Si4—C33A | 108.1 (5) | C9—C8—H8B | 109.3 |
C30—Si4—C32 | 108.1 (4) | H8A—C8—H8B | 107.9 |
C31—Si4—C32 | 111.1 (4) | C8—C9—H9A | 109.5 |
C31A—Si4—C32A | 114.3 (6) | C8—C9—H9B | 109.5 |
C30—Si4—C32A | 105.1 (6) | H9A—C9—H9B | 109.5 |
C33A—Si4—C32A | 109.8 (6) | C8—C9—H9C | 109.5 |
C30—Si4—C33B | 111.5 (7) | H9A—C9—H9C | 109.5 |
C32B—Si4—C33B | 110.5 (6) | H9B—C9—H9C | 109.5 |
C30—Si4—C31B | 103.8 (7) | N3—C10—C11 | 113.1 (6) |
C32B—Si4—C31B | 110.3 (6) | N3—C10—H10A | 109.0 |
C33B—Si4—C31B | 106.8 (7) | C11—C10—H10A | 109.0 |
C30—Si4—C33 | 110.0 (5) | N3—C10—H10B | 109.0 |
C31—Si4—C33 | 107.6 (5) | C11—C10—H10B | 109.0 |
C32—Si4—C33 | 107.6 (5) | H10A—C10—H10B | 107.8 |
C24—B1—C14 | 111.0 (2) | C10—C11—H11A | 109.5 |
C24—B1—C19 | 109.5 (2) | C10—C11—H11B | 109.5 |
C14—B1—C19 | 111.5 (2) | H11A—C11—H11B | 109.5 |
C24—B1—C29 | 105.5 (2) | C10—C11—H11C | 109.5 |
C14—B1—C29 | 107.9 (2) | H11A—C11—H11C | 109.5 |
C19—B1—C29 | 111.3 (2) | H11B—C11—H11C | 109.5 |
C15—C14—B1 | 176.6 (3) | N3—C12—C13 | 114.8 (6) |
C14—C15—Si1 | 175.0 (2) | N3—C12—H12A | 108.6 |
Si1—C16—H16A | 109.5 | C13—C12—H12A | 108.6 |
Si1—C16—H16B | 109.5 | N3—C12—H12B | 108.6 |
H16A—C16—H16B | 109.5 | C13—C12—H12B | 108.6 |
Si1—C16—H16C | 109.5 | H12A—C12—H12B | 107.6 |
H16A—C16—H16C | 109.5 | C12—C13—H13A | 109.5 |
H16B—C16—H16C | 109.5 | C12—C13—H13B | 109.5 |
Si1—C17—H17A | 109.5 | H13A—C13—H13B | 109.5 |
Si1—C17—H17B | 109.5 | C12—C13—H13C | 109.5 |
H17A—C17—H17B | 109.5 | H13A—C13—H13C | 109.5 |
Si1—C17—H17C | 109.5 | H13B—C13—H13C | 109.5 |
H17A—C17—H17C | 109.5 | C1A—N1A—C2A | 121.6 (9) |
H17B—C17—H17C | 109.5 | C1A—N1A—C4A | 120.3 (9) |
Si1—C18—H18A | 109.5 | C2A—N1A—C4A | 117.9 (9) |
Si1—C18—H18B | 109.5 | C1A—N2A—C8A | 121.3 (8) |
H18A—C18—H18B | 109.5 | C1A—N2A—C6A | 120.6 (8) |
Si1—C18—H18C | 109.5 | C8A—N2A—C6A | 118.2 (8) |
H18A—C18—H18C | 109.5 | C1A—N3A—C10A | 121.2 (8) |
H18B—C18—H18C | 109.5 | C1A—N3A—C12A | 121.8 (8) |
C20—C19—B1 | 176.9 (3) | C10A—N3A—C12A | 116.8 (7) |
C19—C20—Si2 | 174.7 (3) | N3A—C1A—N1A | 118.8 (8) |
Si2—C21—H21A | 109.5 | N3A—C1A—N2A | 120.4 (8) |
Si2—C21—H21B | 109.5 | N1A—C1A—N2A | 120.6 (8) |
H21A—C21—H21B | 109.5 | N1A—C2A—C3A | 111.8 (11) |
Si2—C21—H21C | 109.5 | N1A—C2A—H2A1 | 109.2 |
H21A—C21—H21C | 109.5 | C3A—C2A—H2A1 | 109.2 |
H21B—C21—H21C | 109.5 | N1A—C2A—H2A2 | 109.2 |
Si2—C22—H22A | 109.5 | C3A—C2A—H2A2 | 109.2 |
Si2—C22—H22B | 109.5 | H2A1—C2A—H2A2 | 107.9 |
H22A—C22—H22B | 109.5 | C2A—C3A—H3A1 | 109.5 |
Si2—C22—H22C | 109.5 | C2A—C3A—H3A2 | 109.5 |
H22A—C22—H22C | 109.5 | H3A1—C3A—H3A2 | 109.5 |
H22B—C22—H22C | 109.5 | C2A—C3A—H3A3 | 109.5 |
Si2—C23—H23A | 109.5 | H3A1—C3A—H3A3 | 109.5 |
Si2—C23—H23B | 109.5 | H3A2—C3A—H3A3 | 109.5 |
H23A—C23—H23B | 109.5 | N1A—C4A—C5A | 112.1 (8) |
Si2—C23—H23C | 109.5 | N1A—C4A—H4A1 | 109.2 |
H23A—C23—H23C | 109.5 | C5A—C4A—H4A1 | 109.2 |
H23B—C23—H23C | 109.5 | N1A—C4A—H4A2 | 109.2 |
C25—C24—B1 | 174.8 (3) | C5A—C4A—H4A2 | 109.2 |
C24—C25—Si3 | 170.0 (3) | H4A1—C4A—H4A2 | 107.9 |
Si3—C26—H26A | 109.5 | C4A—C5A—H5A1 | 109.5 |
Si3—C26—H26B | 109.5 | C4A—C5A—H5A2 | 109.5 |
H26A—C26—H26B | 109.5 | H5A1—C5A—H5A2 | 109.5 |
Si3—C26—H26C | 109.5 | C4A—C5A—H5A3 | 109.5 |
H26A—C26—H26C | 109.5 | H5A1—C5A—H5A3 | 109.5 |
H26B—C26—H26C | 109.5 | H5A2—C5A—H5A3 | 109.5 |
Si3—C27—H27A | 109.5 | N2A—C6A—C7A | 109.7 (8) |
Si3—C27—H27B | 109.5 | N2A—C6A—H6A1 | 109.7 |
H27A—C27—H27B | 109.5 | C7A—C6A—H6A1 | 109.7 |
Si3—C27—H27C | 109.5 | N2A—C6A—H6A2 | 109.7 |
H27A—C27—H27C | 109.5 | C7A—C6A—H6A2 | 109.7 |
H27B—C27—H27C | 109.5 | H6A1—C6A—H6A2 | 108.2 |
Si3—C28—H28A | 109.5 | C6A—C7A—H7A1 | 109.5 |
Si3—C28—H28B | 109.5 | C6A—C7A—H7A2 | 109.5 |
H28A—C28—H28B | 109.5 | H7A1—C7A—H7A2 | 109.5 |
Si3—C28—H28C | 109.5 | C6A—C7A—H7A3 | 109.5 |
H28A—C28—H28C | 109.5 | H7A1—C7A—H7A3 | 109.5 |
H28B—C28—H28C | 109.5 | H7A2—C7A—H7A3 | 109.5 |
C30—C29—B1 | 174.5 (3) | N2A—C8A—C9A | 113.1 (10) |
C29—C30—Si4 | 171.5 (3) | N2A—C8A—H8A1 | 109.0 |
Si4—C31—H31A | 109.5 | C9A—C8A—H8A1 | 109.0 |
Si4—C31—H31B | 109.5 | N2A—C8A—H8A2 | 109.0 |
H31A—C31—H31B | 109.5 | C9A—C8A—H8A2 | 109.0 |
Si4—C31—H31C | 109.5 | H8A1—C8A—H8A2 | 107.8 |
H31A—C31—H31C | 109.5 | C8A—C9A—H9A1 | 109.5 |
H31B—C31—H31C | 109.5 | C8A—C9A—H9A2 | 109.5 |
Si4—C32—H32A | 109.5 | H9A1—C9A—H9A2 | 109.5 |
Si4—C32—H32B | 109.5 | C8A—C9A—H9A3 | 109.5 |
H32A—C32—H32B | 109.5 | H9A1—C9A—H9A3 | 109.5 |
Si4—C32—H32C | 109.5 | H9A2—C9A—H9A3 | 109.5 |
H32A—C32—H32C | 109.5 | N3A—C10A—C11A | 112.9 (9) |
H32B—C32—H32C | 109.5 | N3A—C10A—H10C | 109.0 |
Si4—C33—H33A | 109.5 | C11A—C10A—H10C | 109.0 |
Si4—C33—H33B | 109.5 | N3A—C10A—H10D | 109.0 |
H33A—C33—H33B | 109.5 | C11A—C10A—H10D | 109.0 |
Si4—C33—H33C | 109.5 | H10C—C10A—H10D | 107.8 |
H33A—C33—H33C | 109.5 | C10A—C11A—H11D | 109.5 |
H33B—C33—H33C | 109.5 | C10A—C11A—H11E | 109.5 |
Si4—C31A—H31D | 109.5 | H11D—C11A—H11E | 109.5 |
Si4—C31A—H31E | 109.5 | C10A—C11A—H11F | 109.5 |
H31D—C31A—H31E | 109.5 | H11D—C11A—H11F | 109.5 |
Si4—C31A—H31F | 109.5 | H11E—C11A—H11F | 109.5 |
H31D—C31A—H31F | 109.5 | N3A—C12A—C13A | 113.4 (11) |
H31E—C31A—H31F | 109.5 | N3A—C12A—H12C | 108.9 |
Si4—C32A—H32D | 109.5 | C13A—C12A—H12C | 108.9 |
Si4—C32A—H32E | 109.5 | N3A—C12A—H12D | 108.9 |
H32D—C32A—H32E | 109.5 | C13A—C12A—H12D | 108.9 |
Si4—C32A—H32F | 109.5 | H12C—C12A—H12D | 107.7 |
H32D—C32A—H32F | 109.5 | C12A—C13A—H13D | 109.5 |
H32E—C32A—H32F | 109.5 | C12A—C13A—H13E | 109.5 |
Si4—C33A—H33D | 109.5 | H13D—C13A—H13E | 109.5 |
Si4—C33A—H33E | 109.5 | C12A—C13A—H13F | 109.5 |
H33D—C33A—H33E | 109.5 | H13D—C13A—H13F | 109.5 |
Si4—C33A—H33F | 109.5 | H13E—C13A—H13F | 109.5 |
H33D—C33A—H33F | 109.5 | C34—O1—C36 | 111.4 (7) |
H33E—C33A—H33F | 109.5 | O1—C34—C35 | 112.2 (9) |
Si4—C31B—H31G | 109.5 | O1—C34—H34A | 109.2 |
Si4—C31B—H31H | 109.5 | C35—C34—H34A | 109.2 |
H31G—C31B—H31H | 109.5 | O1—C34—H34B | 109.2 |
Si4—C31B—H31I | 109.5 | C35—C34—H34B | 109.2 |
H31G—C31B—H31I | 109.5 | H34A—C34—H34B | 107.9 |
H31H—C31B—H31I | 109.5 | C34—C35—H35A | 109.5 |
Si4—C32B—H32G | 109.5 | C34—C35—H35B | 109.5 |
Si4—C32B—H32H | 109.5 | H35A—C35—H35B | 109.5 |
H32G—C32B—H32H | 109.5 | C34—C35—H35C | 109.5 |
Si4—C32B—H32I | 109.5 | H35A—C35—H35C | 109.5 |
H32G—C32B—H32I | 109.5 | H35B—C35—H35C | 109.5 |
H32H—C32B—H32I | 109.5 | O1—C36—C37 | 103.8 (8) |
Si4—C33B—H33G | 109.5 | O1—C36—H36A | 111.0 |
Si4—C33B—H33H | 109.5 | C37—C36—H36A | 111.0 |
H33G—C33B—H33H | 109.5 | O1—C36—H36B | 111.0 |
Si4—C33B—H33I | 109.5 | C37—C36—H36B | 111.0 |
H33G—C33B—H33I | 109.5 | H36A—C36—H36B | 109.0 |
H33H—C33B—H33I | 109.5 | C36—C37—H37A | 109.5 |
C1—N1—C2 | 120.8 (5) | C36—C37—H37B | 109.5 |
C1—N1—C4 | 120.8 (5) | H37A—C37—H37B | 109.5 |
C2—N1—C4 | 118.1 (5) | C36—C37—H37C | 109.5 |
C1—N2—C8 | 120.9 (5) | H37A—C37—H37C | 109.5 |
C1—N2—C6 | 120.9 (5) | H37B—C37—H37C | 109.5 |
C8—N2—C6 | 118.0 (5) | C34A—O1A—C36A | 113.2 (7) |
C1—N3—C12 | 122.2 (5) | O1A—C34A—C35A | 111.7 (9) |
C1—N3—C10 | 121.2 (5) | O1A—C34A—H34C | 109.3 |
C12—N3—C10 | 116.5 (5) | C35A—C34A—H34C | 109.3 |
N3—C1—N2 | 120.5 (6) | O1A—C34A—H34D | 109.3 |
N3—C1—N1 | 119.0 (5) | C35A—C34A—H34D | 109.3 |
N2—C1—N1 | 120.4 (5) | H34C—C34A—H34D | 107.9 |
N1—C2—C3 | 112.4 (4) | C34A—C35A—H35D | 109.5 |
N1—C2—H2A | 109.1 | C34A—C35A—H35E | 109.5 |
C3—C2—H2A | 109.1 | H35D—C35A—H35E | 109.5 |
N1—C2—H2B | 109.1 | C34A—C35A—H35F | 109.5 |
C3—C2—H2B | 109.1 | H35D—C35A—H35F | 109.5 |
H2A—C2—H2B | 107.9 | H35E—C35A—H35F | 109.5 |
C2—C3—H3A | 109.5 | O1A—C36A—C37A | 107.2 (8) |
C2—C3—H3B | 109.5 | O1A—C36A—H36C | 110.3 |
H3A—C3—H3B | 109.5 | C37A—C36A—H36C | 110.3 |
C2—C3—H3C | 109.5 | O1A—C36A—H36D | 110.3 |
H3A—C3—H3C | 109.5 | C37A—C36A—H36D | 110.3 |
H3B—C3—H3C | 109.5 | H36C—C36A—H36D | 108.5 |
N1—C4—C5 | 112.0 (5) | C36A—C37A—H37D | 109.5 |
N1—C4—H4A | 109.2 | C36A—C37A—H37E | 109.5 |
C5—C4—H4A | 109.2 | H37D—C37A—H37E | 109.5 |
N1—C4—H4B | 109.2 | C36A—C37A—H37F | 109.5 |
C5—C4—H4B | 109.2 | H37D—C37A—H37F | 109.5 |
H4A—C4—H4B | 107.9 | H37E—C37A—H37F | 109.5 |
C12—N3—C1—N2 | 141.9 (7) | C10A—N3A—C1A—N2A | −136.7 (15) |
C10—N3—C1—N2 | −39.9 (11) | C12A—N3A—C1A—N2A | 38 (2) |
C12—N3—C1—N1 | −37.3 (12) | C2A—N1A—C1A—N3A | 39 (2) |
C10—N3—C1—N1 | 140.9 (7) | C4A—N1A—C1A—N3A | −145.8 (12) |
C8—N2—C1—N3 | −34.2 (11) | C2A—N1A—C1A—N2A | −144.3 (15) |
C6—N2—C1—N3 | 139.9 (7) | C4A—N1A—C1A—N2A | 31 (2) |
C8—N2—C1—N1 | 145.0 (8) | C8A—N2A—C1A—N3A | −144.4 (14) |
C6—N2—C1—N1 | −40.9 (10) | C6A—N2A—C1A—N3A | 35 (2) |
C2—N1—C1—N3 | −36.6 (11) | C8A—N2A—C1A—N1A | 39 (2) |
C4—N1—C1—N3 | 150.0 (7) | C6A—N2A—C1A—N1A | −141.9 (14) |
C2—N1—C1—N2 | 144.2 (7) | C1A—N1A—C2A—C3A | 117.4 (16) |
C4—N1—C1—N2 | −29.2 (11) | C4A—N1A—C2A—C3A | −57.9 (17) |
C1—N1—C2—C3 | −120.6 (7) | C1A—N1A—C4A—C5A | 109.6 (16) |
C4—N1—C2—C3 | 52.9 (7) | C2A—N1A—C4A—C5A | −75.0 (16) |
C1—N1—C4—C5 | −131.3 (8) | C1A—N2A—C6A—C7A | 118.3 (15) |
C2—N1—C4—C5 | 55.1 (7) | C8A—N2A—C6A—C7A | −62.5 (15) |
C1—N2—C6—C7 | −96.0 (8) | C1A—N2A—C8A—C9A | 127.0 (18) |
C8—N2—C6—C7 | 78.2 (8) | C6A—N2A—C8A—C9A | −52.2 (17) |
C1—N2—C8—C9 | −119.0 (9) | C1A—N3A—C10A—C11A | 98 (2) |
C6—N2—C8—C9 | 66.8 (10) | C12A—N3A—C10A—C11A | −76.8 (19) |
C1—N3—C10—C11 | −106.5 (13) | C1A—N3A—C12A—C13A | 108 (2) |
C12—N3—C10—C11 | 71.9 (13) | C10A—N3A—C12A—C13A | −77 (2) |
C1—N3—C12—C13 | −115.5 (12) | C36—O1—C34—C35 | −167.9 (16) |
C10—N3—C12—C13 | 66.2 (11) | C34—O1—C36—C37 | 171.1 (13) |
C10A—N3A—C1A—N1A | 40 (2) | C36A—O1A—C34A—C35A | −162.3 (13) |
C12A—N3A—C1A—N1A | −145.4 (14) | C34A—O1A—C36A—C37A | −162.8 (14) |
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