Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807005417/wm2073sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807005417/wm2073Isup2.hkl |
CCDC reference: 640513
Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXTL (Bruker, 1997).
C28H44B2N2O2 | F(000) = 504 |
Mr = 462.27 | Dx = 1.109 Mg m−3 |
Monoclinic, P21 | Melting point: 378 K |
Hall symbol: P 2yb | Mo Kα radiation, λ = 0.71073 Å |
a = 8.801 (5) Å | Cell parameters from 6619 reflections |
b = 11.141 (4) Å | θ = 3.7–34.6° |
c = 14.568 (7) Å | µ = 0.07 mm−1 |
β = 104.25 (5)° | T = 105 K |
V = 1384.3 (11) Å3 | Block, yellow |
Z = 2 | 0.30 × 0.29 × 0.12 mm |
Oxford Diffraction Sapphire CCD area-detector diffractometer | 5750 independent reflections |
Radiation source: fine-focus sealed tube | 2604 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
ω scans | θmax = 34.6°, θmin = 3.7° |
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | h = −13→14 |
Tmin = 0.942, Tmax = 1.000 | k = −17→17 |
26112 measured reflections | l = −22→21 |
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 atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.155 | w = 1/[σ2(Fo2) + (0.0737P)2P] where P = (Fo2 + 2Fc2)/3 |
S = 0.83 | (Δ/σ)max < 0.001 |
5750 reflections | Δρmax = 0.66 e Å−3 |
331 parameters | Δρmin = −0.39 e Å−3 |
12 restraints | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.3 (16) |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
N1 | 0.7246 (2) | 0.58089 (19) | 0.31185 (15) | 0.0257 (4) | |
O1 | 0.5710 (2) | 0.68092 (18) | 0.71995 (13) | 0.0396 (5) | |
B1 | 0.7124 (4) | 0.5591 (3) | 0.2023 (2) | 0.0308 (7) | |
C1 | 0.5352 (4) | 0.5973 (3) | 0.7864 (2) | 0.0456 (8) | |
H1A | 0.5192 | 0.6408 | 0.8417 | 0.068* | |
H1B | 0.6223 | 0.5407 | 0.8064 | 0.068* | |
H1C | 0.4395 | 0.5531 | 0.7564 | 0.068* | |
O2 | 1.1012 (2) | 1.19588 (16) | 0.12099 (13) | 0.0335 (4) | |
N2 | 0.8114 (2) | 0.67932 (18) | 0.20450 (15) | 0.0267 (4) | |
C2 | 0.5979 (3) | 0.6359 (3) | 0.63783 (18) | 0.0297 (5) | |
B2 | 0.8430 (3) | 0.6898 (3) | 0.3164 (2) | 0.0263 (6) | |
C3 | 0.5956 (3) | 0.5146 (3) | 0.61506 (19) | 0.0323 (6) | |
H3A | 0.5801 | 0.4555 | 0.6588 | 0.039* | |
C4 | 0.6164 (3) | 0.4818 (2) | 0.52745 (19) | 0.0300 (6) | |
H4A | 0.6117 | 0.3991 | 0.5109 | 0.036* | |
C5 | 0.6442 (3) | 0.5659 (2) | 0.46236 (18) | 0.0268 (5) | |
C6 | 0.6481 (3) | 0.6879 (2) | 0.48783 (19) | 0.0296 (5) | |
H6A | 0.6665 | 0.7473 | 0.4450 | 0.036* | |
C7 | 0.6255 (3) | 0.7220 (2) | 0.57467 (19) | 0.0310 (6) | |
H7A | 0.6289 | 0.8046 | 0.5913 | 0.037* | |
C8 | 0.6579 (3) | 0.5260 (2) | 0.36878 (18) | 0.0279 (5) | |
H8A | 0.6119 | 0.4505 | 0.3478 | 0.033* | |
C9 | 0.8454 (3) | 0.7370 (2) | 0.13665 (18) | 0.0262 (5) | |
H9A | 0.8233 | 0.6972 | 0.0771 | 0.031* | |
C10 | 0.9147 (3) | 0.8573 (2) | 0.13914 (17) | 0.0260 (5) | |
C11 | 0.9014 (3) | 0.9439 (2) | 0.20568 (19) | 0.0334 (6) | |
H11A | 0.8506 | 0.9246 | 0.2542 | 0.040* | |
C12 | 0.9621 (3) | 1.0585 (2) | 0.20147 (18) | 0.0324 (6) | |
H12A | 0.9514 | 1.1175 | 0.2466 | 0.039* | |
C13 | 1.0381 (3) | 1.0867 (2) | 0.13168 (18) | 0.0262 (5) | |
C14 | 1.0531 (3) | 0.9997 (2) | 0.06448 (18) | 0.0304 (6) | |
H14A | 1.1060 | 1.0184 | 0.0168 | 0.037* | |
C15 | 0.9902 (3) | 0.8873 (2) | 0.06860 (18) | 0.0289 (6) | |
H15A | 0.9984 | 0.8289 | 0.0225 | 0.035* | |
C16 | 1.0777 (3) | 1.2903 (2) | 0.1831 (2) | 0.0367 (6) | |
H16A | 1.1288 | 1.3638 | 0.1689 | 0.055* | |
H16B | 1.1231 | 1.2667 | 0.2490 | 0.055* | |
H16C | 0.9651 | 1.3050 | 0.1739 | 0.055* | |
C17 | 1.0244 (3) | 0.6512 (2) | 0.36967 (17) | 0.0272 (5) | |
C18 | 1.0717 (3) | 0.5323 (2) | 0.3296 (2) | 0.0374 (6) | |
H18A | 1.1798 | 0.5120 | 0.3624 | 0.056* | |
H18B | 1.0642 | 0.5416 | 0.2617 | 0.056* | |
H18C | 1.0013 | 0.4680 | 0.3393 | 0.056* | |
C19 | 1.1384 (3) | 0.7473 (3) | 0.3492 (2) | 0.0347 (6) | |
H19A | 1.2463 | 0.7246 | 0.3804 | 0.052* | |
H19B | 1.1141 | 0.8251 | 0.3735 | 0.052* | |
H19C | 1.1271 | 0.7530 | 0.2807 | 0.052* | |
C20 | 1.0413 (3) | 0.6380 (2) | 0.47786 (19) | 0.0326 (6) | |
H20A | 0.9521 | 0.5870 | 0.4861 | 0.039* | |
C21 | 1.0302 (3) | 0.7575 (3) | 0.52779 (19) | 0.0376 (6) | |
H21A | 1.0420 | 0.7432 | 0.5956 | 0.056* | |
H21B | 0.9280 | 0.7945 | 0.5007 | 0.056* | |
H21C | 1.1136 | 0.8114 | 0.5191 | 0.056* | |
C22 | 1.1942 (3) | 0.5755 (3) | 0.5317 (2) | 0.0421 (7) | |
H22A | 1.1961 | 0.5700 | 0.5991 | 0.063* | |
H22B | 1.2847 | 0.6222 | 0.5240 | 0.063* | |
H22C | 1.1989 | 0.4946 | 0.5060 | 0.063* | |
C23 | 0.5388 (3) | 0.5510 (3) | 0.1317 (2) | 0.0423 (8) | 0.611 (4) |
C24 | 0.4875 (6) | 0.4160 (5) | 0.1374 (4) | 0.0471 (12) | 0.611 (4) |
H24A | 0.3826 | 0.4042 | 0.0959 | 0.071* | 0.611 (4) |
H24B | 0.4860 | 0.3966 | 0.2028 | 0.071* | 0.611 (4) |
H24C | 0.5622 | 0.3633 | 0.1170 | 0.071* | 0.611 (4) |
C25 | 0.5323 (7) | 0.5788 (6) | 0.0283 (4) | 0.0523 (13) | 0.611 (4) |
H25A | 0.4239 | 0.5722 | −0.0094 | 0.078* | 0.611 (4) |
H25B | 0.5983 | 0.5216 | 0.0047 | 0.078* | 0.611 (4) |
H25C | 0.5706 | 0.6606 | 0.0232 | 0.078* | 0.611 (4) |
C26 | 0.4142 (6) | 0.6260 (4) | 0.1648 (3) | 0.0434 (10) | 0.611 (4) |
H26A | 0.4074 | 0.5932 | 0.2276 | 0.052* | 0.611 (4) |
C27 | 0.2485 (6) | 0.6195 (5) | 0.0987 (4) | 0.0529 (12) | 0.611 (4) |
H27A | 0.1772 | 0.6702 | 0.1239 | 0.079* | 0.611 (4) |
H27B | 0.2113 | 0.5363 | 0.0945 | 0.079* | 0.611 (4) |
H27C | 0.2514 | 0.6479 | 0.0355 | 0.079* | 0.611 (4) |
C28 | 0.4642 (17) | 0.7592 (11) | 0.1803 (10) | 0.037 (2) | 0.611 (4) |
H28A | 0.3826 | 0.8044 | 0.2007 | 0.056* | 0.611 (4) |
H28B | 0.4786 | 0.7930 | 0.1210 | 0.056* | 0.611 (4) |
H28C | 0.5629 | 0.7646 | 0.2292 | 0.056* | 0.611 (4) |
C23B | 0.5388 (3) | 0.5510 (3) | 0.1317 (2) | 0.0423 (8) | 0.39 |
C24B | 0.4275 (10) | 0.4715 (8) | 0.1635 (6) | 0.0471 (12) | 0.39 |
H24D | 0.4095 | 0.5021 | 0.2230 | 0.071* | 0.389 (4) |
H24E | 0.4713 | 0.3903 | 0.1735 | 0.071* | 0.389 (4) |
H24F | 0.3280 | 0.4694 | 0.1152 | 0.071* | 0.389 (4) |
C25B | 0.5640 (12) | 0.5080 (9) | 0.0332 (6) | 0.0523 (13) | 0.39 |
H25D | 0.4622 | 0.5018 | −0.0128 | 0.078* | 0.389 (4) |
H25E | 0.6154 | 0.4293 | 0.0408 | 0.078* | 0.389 (4) |
H25F | 0.6300 | 0.5661 | 0.0105 | 0.078* | 0.389 (4) |
C26B | 0.4664 (9) | 0.6789 (7) | 0.1040 (5) | 0.0434 (10) | 0.39 |
H26B | 0.5464 | 0.7254 | 0.0805 | 0.052* | 0.389 (4) |
C27B | 0.3109 (8) | 0.6813 (8) | 0.0217 (6) | 0.0529 (12) | 0.39 |
H27D | 0.2750 | 0.7644 | 0.0094 | 0.079* | 0.389 (4) |
H27E | 0.2296 | 0.6341 | 0.0405 | 0.079* | 0.389 (4) |
H27F | 0.3318 | 0.6469 | −0.0359 | 0.079* | 0.389 (4) |
C28B | 0.439 (3) | 0.7487 (19) | 0.1902 (17) | 0.037 (2) | 0.39 |
H28D | 0.3938 | 0.8275 | 0.1695 | 0.056* | 0.389 (4) |
H28E | 0.5387 | 0.7591 | 0.2372 | 0.056* | 0.389 (4) |
H28F | 0.3661 | 0.7036 | 0.2185 | 0.056* | 0.389 (4) |
H2B | 0.784 (3) | 0.483 (3) | 0.189 (2) | 0.038 (8)* | |
H2A | 0.805 (3) | 0.781 (3) | 0.3441 (17) | 0.030 (7)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0253 (10) | 0.0222 (10) | 0.0296 (12) | −0.0018 (8) | 0.0069 (9) | 0.0041 (8) |
O1 | 0.0507 (11) | 0.0384 (11) | 0.0316 (11) | −0.0032 (10) | 0.0141 (9) | 0.0023 (9) |
B1 | 0.0373 (15) | 0.0273 (15) | 0.0273 (15) | −0.0125 (13) | 0.0070 (13) | 0.0009 (12) |
C1 | 0.0571 (18) | 0.0476 (19) | 0.0356 (18) | −0.0049 (15) | 0.0179 (14) | 0.0086 (14) |
O2 | 0.0436 (10) | 0.0213 (9) | 0.0374 (11) | −0.0074 (8) | 0.0134 (8) | −0.0003 (8) |
N2 | 0.0278 (10) | 0.0211 (10) | 0.0316 (11) | −0.0049 (8) | 0.0080 (8) | −0.0011 (9) |
C2 | 0.0262 (12) | 0.0371 (14) | 0.0259 (13) | −0.0019 (11) | 0.0066 (10) | 0.0028 (12) |
B2 | 0.0283 (13) | 0.0191 (12) | 0.0324 (15) | −0.0058 (11) | 0.0092 (11) | −0.0004 (12) |
C3 | 0.0301 (13) | 0.0327 (14) | 0.0335 (15) | −0.0024 (11) | 0.0064 (11) | 0.0078 (12) |
C4 | 0.0243 (12) | 0.0247 (13) | 0.0392 (15) | −0.0011 (10) | 0.0041 (11) | 0.0051 (11) |
C5 | 0.0221 (11) | 0.0275 (13) | 0.0303 (14) | −0.0008 (10) | 0.0055 (10) | 0.0042 (11) |
C6 | 0.0305 (12) | 0.0242 (12) | 0.0350 (14) | −0.0001 (11) | 0.0100 (11) | 0.0072 (12) |
C7 | 0.0320 (13) | 0.0257 (13) | 0.0364 (15) | −0.0004 (11) | 0.0105 (11) | 0.0022 (11) |
C8 | 0.0299 (12) | 0.0180 (11) | 0.0354 (14) | −0.0013 (9) | 0.0075 (10) | 0.0044 (10) |
C9 | 0.0275 (11) | 0.0226 (12) | 0.0301 (13) | −0.0029 (10) | 0.0099 (10) | −0.0014 (10) |
C10 | 0.0302 (13) | 0.0210 (12) | 0.0269 (13) | −0.0016 (10) | 0.0070 (10) | 0.0014 (10) |
C11 | 0.0480 (16) | 0.0227 (12) | 0.0353 (15) | −0.0017 (11) | 0.0211 (13) | 0.0008 (11) |
C12 | 0.0467 (15) | 0.0220 (12) | 0.0313 (14) | −0.0016 (11) | 0.0150 (12) | −0.0035 (11) |
C13 | 0.0289 (12) | 0.0173 (11) | 0.0304 (14) | −0.0024 (10) | 0.0036 (10) | 0.0035 (10) |
C14 | 0.0380 (14) | 0.0256 (13) | 0.0313 (14) | −0.0037 (11) | 0.0154 (11) | 0.0008 (11) |
C15 | 0.0351 (14) | 0.0242 (13) | 0.0283 (14) | −0.0011 (10) | 0.0094 (11) | −0.0011 (11) |
C16 | 0.0502 (17) | 0.0207 (13) | 0.0396 (16) | −0.0048 (12) | 0.0120 (13) | −0.0027 (11) |
C17 | 0.0287 (12) | 0.0221 (12) | 0.0311 (13) | −0.0016 (10) | 0.0080 (10) | −0.0031 (10) |
C18 | 0.0333 (14) | 0.0303 (15) | 0.0464 (17) | 0.0028 (11) | 0.0058 (12) | −0.0088 (13) |
C19 | 0.0283 (12) | 0.0327 (14) | 0.0410 (16) | −0.0045 (11) | 0.0045 (11) | −0.0053 (12) |
C20 | 0.0252 (12) | 0.0283 (13) | 0.0428 (16) | −0.0007 (11) | 0.0055 (11) | −0.0002 (12) |
C21 | 0.0394 (15) | 0.0422 (16) | 0.0304 (15) | −0.0003 (13) | 0.0073 (12) | −0.0053 (13) |
C22 | 0.0345 (14) | 0.0371 (15) | 0.0487 (19) | 0.0002 (13) | −0.0009 (13) | 0.0071 (14) |
C23 | 0.0397 (16) | 0.0382 (17) | 0.0471 (18) | −0.0039 (13) | 0.0073 (13) | −0.0008 (14) |
C24 | 0.045 (3) | 0.044 (3) | 0.051 (3) | −0.016 (2) | 0.008 (2) | 0.002 (2) |
C25 | 0.073 (3) | 0.048 (3) | 0.034 (2) | −0.013 (3) | 0.011 (2) | 0.016 (3) |
C26 | 0.059 (3) | 0.031 (2) | 0.036 (2) | 0.0007 (19) | 0.0048 (19) | −0.0033 (18) |
C27 | 0.037 (2) | 0.040 (3) | 0.075 (3) | 0.0013 (19) | 0.001 (2) | 0.001 (2) |
C28 | 0.032 (5) | 0.031 (3) | 0.050 (3) | 0.002 (3) | 0.013 (3) | −0.010 (3) |
C23B | 0.0397 (16) | 0.0382 (17) | 0.0471 (18) | −0.0039 (13) | 0.0073 (13) | −0.0008 (14) |
C24B | 0.045 (3) | 0.044 (3) | 0.051 (3) | −0.016 (2) | 0.008 (2) | 0.002 (2) |
C25B | 0.073 (3) | 0.048 (3) | 0.034 (2) | −0.013 (3) | 0.011 (2) | 0.016 (3) |
C26B | 0.059 (3) | 0.031 (2) | 0.036 (2) | 0.0007 (19) | 0.0048 (19) | −0.0033 (18) |
C27B | 0.037 (2) | 0.040 (3) | 0.075 (3) | 0.0013 (19) | 0.001 (2) | 0.001 (2) |
C28B | 0.032 (5) | 0.031 (3) | 0.050 (3) | 0.002 (3) | 0.013 (3) | −0.010 (3) |
N1—C8 | 1.283 (3) | C18—H18B | 0.9800 |
N1—B2 | 1.590 (3) | C18—H18C | 0.9800 |
N1—B1 | 1.591 (4) | C19—H19A | 0.9800 |
O1—C2 | 1.371 (3) | C19—H19B | 0.9800 |
O1—C1 | 1.433 (3) | C19—H19C | 0.9800 |
B1—N2 | 1.594 (3) | C20—C21 | 1.532 (4) |
B1—C23 | 1.621 (4) | C20—C22 | 1.547 (4) |
B1—H2B | 1.10 (3) | C20—H20A | 1.0000 |
C1—H1A | 0.9800 | C21—H21A | 0.9800 |
C1—H1B | 0.9800 | C21—H21B | 0.9800 |
C1—H1C | 0.9800 | C21—H21C | 0.9800 |
O2—C13 | 1.362 (3) | C22—H22A | 0.9800 |
O2—C16 | 1.436 (3) | C22—H22B | 0.9800 |
N2—C9 | 1.275 (3) | C22—H22C | 0.9800 |
N2—B2 | 1.589 (4) | C23—C25 | 1.525 (6) |
C2—C3 | 1.390 (4) | C23—C26 | 1.547 (6) |
C2—C7 | 1.392 (4) | C23—C24 | 1.579 (6) |
B2—C17 | 1.651 (4) | C24—H24A | 0.9800 |
B2—H2A | 1.17 (3) | C24—H24B | 0.9800 |
C3—C4 | 1.382 (4) | C24—H24C | 0.9800 |
C3—H3A | 0.9500 | C25—H25A | 0.9800 |
C4—C5 | 1.397 (3) | C25—H25B | 0.9800 |
C4—H4A | 0.9500 | C25—H25C | 0.9800 |
C5—C6 | 1.407 (4) | C26—C27 | 1.539 (7) |
C5—C8 | 1.467 (4) | C26—C28 | 1.549 (12) |
C6—C7 | 1.381 (4) | C26—H26A | 1.0000 |
C6—H6A | 0.9500 | C27—H27A | 0.9800 |
C7—H7A | 0.9500 | C27—H27B | 0.9800 |
C8—H8A | 0.9500 | C27—H27C | 0.9800 |
C9—C10 | 1.469 (3) | C28—H28A | 0.9800 |
C9—H9A | 0.9500 | C28—H28B | 0.9800 |
C10—C11 | 1.393 (4) | C28—H28C | 0.9800 |
C10—C15 | 1.395 (4) | C24B—H24D | 0.9800 |
C11—C12 | 1.391 (4) | C24B—H24E | 0.9800 |
C11—H11A | 0.9500 | C24B—H24F | 0.9800 |
C12—C13 | 1.383 (3) | C25B—H25D | 0.9800 |
C12—H12A | 0.9500 | C25B—H25E | 0.9800 |
C13—C14 | 1.406 (3) | C25B—H25F | 0.9800 |
C14—C15 | 1.377 (3) | C26B—C28B | 1.545 (15) |
C14—H14A | 0.9500 | C26B—C27B | 1.582 (10) |
C15—H15A | 0.9500 | C26B—H26B | 1.0000 |
C16—H16A | 0.9800 | C27B—H27D | 0.9800 |
C16—H16B | 0.9800 | C27B—H27E | 0.9800 |
C16—H16C | 0.9800 | C27B—H27F | 0.9800 |
C17—C19 | 1.545 (3) | C28B—H28D | 0.9800 |
C17—C18 | 1.546 (3) | C28B—H28E | 0.9800 |
C17—C20 | 1.553 (4) | C28B—H28F | 0.9800 |
C18—H18A | 0.9800 | ||
C8—N1—B2 | 137.4 (2) | H18A—C18—H18C | 109.5 |
C8—N1—B1 | 130.3 (2) | H18B—C18—H18C | 109.5 |
B2—N1—B1 | 92.28 (18) | C17—C19—H19A | 109.5 |
C2—O1—C1 | 117.7 (2) | C17—C19—H19B | 109.5 |
N1—B1—N2 | 87.15 (18) | H19A—C19—H19B | 109.5 |
N1—B1—C23 | 117.7 (2) | C17—C19—H19C | 109.5 |
N2—B1—C23 | 119.0 (2) | H19A—C19—H19C | 109.5 |
N1—B1—H2B | 113.2 (15) | H19B—C19—H19C | 109.5 |
N2—B1—H2B | 108.4 (14) | C21—C20—C22 | 107.5 (2) |
C23—B1—H2B | 109.6 (15) | C21—C20—C17 | 113.5 (2) |
O1—C1—H1A | 109.5 | C22—C20—C17 | 114.3 (2) |
O1—C1—H1B | 109.5 | C21—C20—H20A | 107.1 |
H1A—C1—H1B | 109.5 | C22—C20—H20A | 107.1 |
O1—C1—H1C | 109.5 | C17—C20—H20A | 107.1 |
H1A—C1—H1C | 109.5 | C20—C21—H21A | 109.5 |
H1B—C1—H1C | 109.5 | C20—C21—H21B | 109.5 |
C13—O2—C16 | 117.13 (18) | H21A—C21—H21B | 109.5 |
C9—N2—B2 | 138.0 (2) | C20—C21—H21C | 109.5 |
C9—N2—B1 | 129.8 (2) | H21A—C21—H21C | 109.5 |
B2—N2—B1 | 92.22 (18) | H21B—C21—H21C | 109.5 |
O1—C2—C3 | 124.7 (2) | C20—C22—H22A | 109.5 |
O1—C2—C7 | 114.9 (3) | C20—C22—H22B | 109.5 |
C3—C2—C7 | 120.5 (2) | H22A—C22—H22B | 109.5 |
N2—B2—N1 | 87.37 (18) | C20—C22—H22C | 109.5 |
N2—B2—C17 | 111.61 (19) | H22A—C22—H22C | 109.5 |
N1—B2—C17 | 111.6 (2) | H22B—C22—H22C | 109.5 |
N2—B2—H2A | 115.2 (12) | C25—C23—C26 | 110.0 (4) |
N1—B2—H2A | 115.7 (12) | C25—C23—C24 | 107.7 (4) |
C17—B2—H2A | 112.9 (13) | C26—C23—C24 | 105.3 (3) |
C4—C3—C2 | 118.7 (2) | C25—C23—B1 | 114.6 (3) |
C4—C3—H3A | 120.6 | C26—C23—B1 | 113.7 (3) |
C2—C3—H3A | 120.6 | C24—C23—B1 | 104.9 (3) |
C3—C4—C5 | 122.3 (3) | C23—C24—H24A | 109.5 |
C3—C4—H4A | 118.9 | C23—C24—H24B | 109.5 |
C5—C4—H4A | 118.9 | H24A—C24—H24B | 109.5 |
C4—C5—C6 | 117.8 (2) | C23—C24—H24C | 109.5 |
C4—C5—C8 | 119.7 (2) | H24A—C24—H24C | 109.5 |
C6—C5—C8 | 122.4 (2) | H24B—C24—H24C | 109.5 |
C7—C6—C5 | 120.5 (2) | C23—C25—H25A | 109.5 |
C7—C6—H6A | 119.8 | C23—C25—H25B | 109.5 |
C5—C6—H6A | 119.8 | H25A—C25—H25B | 109.5 |
C6—C7—C2 | 120.2 (2) | C23—C25—H25C | 109.5 |
C6—C7—H7A | 119.9 | H25A—C25—H25C | 109.5 |
C2—C7—H7A | 119.9 | H25B—C25—H25C | 109.5 |
N1—C8—C5 | 127.7 (2) | C27—C26—C23 | 114.5 (4) |
N1—C8—H8A | 116.1 | C27—C26—C28 | 109.1 (7) |
C5—C8—H8A | 116.1 | C23—C26—C28 | 111.4 (6) |
N2—C9—C10 | 128.0 (2) | C27—C26—H26A | 107.2 |
N2—C9—H9A | 116.0 | C23—C26—H26A | 107.2 |
C10—C9—H9A | 116.0 | C28—C26—H26A | 107.2 |
C11—C10—C15 | 118.9 (2) | C26—C27—H27A | 109.5 |
C11—C10—C9 | 123.0 (2) | C26—C27—H27B | 109.5 |
C15—C10—C9 | 118.1 (2) | H27A—C27—H27B | 109.5 |
C12—C11—C10 | 120.4 (2) | C26—C27—H27C | 109.5 |
C12—C11—H11A | 119.8 | H27A—C27—H27C | 109.5 |
C10—C11—H11A | 119.8 | H27B—C27—H27C | 109.5 |
C13—C12—C11 | 120.1 (2) | C26—C28—H28A | 109.5 |
C13—C12—H12A | 120.0 | C26—C28—H28B | 109.5 |
C11—C12—H12A | 120.0 | H28A—C28—H28B | 109.5 |
O2—C13—C12 | 124.9 (2) | C26—C28—H28C | 109.5 |
O2—C13—C14 | 115.1 (2) | H28A—C28—H28C | 109.5 |
C12—C13—C14 | 120.0 (2) | H28B—C28—H28C | 109.5 |
C15—C14—C13 | 119.3 (2) | H24D—C24B—H24E | 109.5 |
C15—C14—H14A | 120.4 | H24D—C24B—H24F | 109.5 |
C13—C14—H14A | 120.4 | H24E—C24B—H24F | 109.5 |
C14—C15—C10 | 121.3 (2) | H25D—C25B—H25E | 109.5 |
C14—C15—H15A | 119.4 | H25D—C25B—H25F | 109.5 |
C10—C15—H15A | 119.4 | H25E—C25B—H25F | 109.5 |
O2—C16—H16A | 109.5 | C28B—C26B—C27B | 109.1 (11) |
O2—C16—H16B | 109.5 | C28B—C26B—H26B | 106.4 |
H16A—C16—H16B | 109.5 | C27B—C26B—H26B | 106.4 |
O2—C16—H16C | 109.5 | C26B—C27B—H27D | 109.5 |
H16A—C16—H16C | 109.5 | C26B—C27B—H27E | 109.5 |
H16B—C16—H16C | 109.5 | H27D—C27B—H27E | 109.5 |
C19—C17—C18 | 105.79 (19) | C26B—C27B—H27F | 109.5 |
C19—C17—C20 | 110.9 (2) | H27D—C27B—H27F | 109.5 |
C18—C17—C20 | 109.6 (2) | H27E—C27B—H27F | 109.5 |
C19—C17—B2 | 109.1 (2) | C26B—C28B—H28D | 109.5 |
C18—C17—B2 | 111.4 (2) | C26B—C28B—H28E | 109.5 |
C20—C17—B2 | 110.00 (19) | H28D—C28B—H28E | 109.5 |
C17—C18—H18A | 109.5 | C26B—C28B—H28F | 109.5 |
C17—C18—H18B | 109.5 | H28D—C28B—H28F | 109.5 |
H18A—C18—H18B | 109.5 | H28E—C28B—H28F | 109.5 |
C17—C18—H18C | 109.5 |