Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270102003220/dn1006sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270102003220/dn1006Isup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270102003220/dn1006IIsup3.hkl |
CCDC references: 184493; 184494
For both compounds, data collection: KappaCCD Server Software (Nonius, 1997); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL and PARST97 (Nardelli, 1995).
C6H16N+·C28H23O4− | F(000) = 1128 |
Mr = 525.66 | Dx = 1.266 Mg m−3 |
Orthorhombic, Pna21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2n | Cell parameters from 15424 reflections |
a = 18.3531 (18) Å | θ = 2.7–25.7° |
b = 10.8710 (12) Å | µ = 0.08 mm−1 |
c = 13.8210 (12) Å | T = 100 K |
V = 2757.5 (5) Å3 | Platelet, colourless |
Z = 4 | 0.25 × 0.25 × 0.10 mm |
Nonius KappaCCD area-detector diffractometer | 1909 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.089 |
Graphite monochromator | θmax = 25.7°, θmin = 2.7° |
Detector resolution: 18 pixels mm-1 | h = 0→22 |
φ scans | k = 0→13 |
15424 measured reflections | l = 0→16 |
2702 independent 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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.124 | H-atom parameters constrained |
S = 1.08 | w = 1/[σ2(Fo2) + (0.047P)2] where P = (Fo2 + 2Fc2)/3 |
2702 reflections | (Δ/σ)max < 0.001 |
353 parameters | Δρmax = 0.23 e Å−3 |
1 restraint | Δρmin = −0.25 e Å−3 |
Experimental. A 180° range in φ was scanned during both data collections, with 2° φ steps. The crystal-to-detector distance was fixed at 28 mm. |
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. Structure solved by direct methods and expanded by subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. Ammonium and phenolic H atoms have been found on the Fourier-difference map and introduced as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. The O—H bond lengths, being somewhat larger than usual, have been reset to 0.82 Å. All other hydrogen atoms were introduced at calculated positions as riding atoms with an isotropic displacement parameter equal to 1.2 (CH, CH2) or 1.5 (CH3) times that of the parent atom. 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 | ||
O1 | 0.22569 (18) | 0.7184 (3) | 0.3797 (3) | 0.0297 (9) | |
H1 | 0.2470 | 0.7826 | 0.3648 | 0.036* | |
O2 | 0.26739 (18) | 0.9379 (3) | 0.3475 (3) | 0.0269 (8) | |
H2 | 0.2323 | 0.9821 | 0.3604 | 0.032* | |
O3 | 0.15176 (19) | 1.0451 (3) | 0.3858 (3) | 0.0319 (9) | |
O4 | 0.08297 (18) | 0.8361 (3) | 0.4355 (3) | 0.0301 (9) | |
H4 | 0.1023 | 0.9013 | 0.4201 | 0.036* | |
C1 | 0.2195 (3) | 0.6348 (4) | 0.5403 (4) | 0.0240 (11) | |
C2 | 0.2608 (3) | 0.6838 (5) | 0.4641 (4) | 0.0242 (11) | |
C3 | 0.3365 (3) | 0.6978 (4) | 0.4707 (4) | 0.0255 (11) | |
C4 | 0.3714 (3) | 0.6578 (5) | 0.5545 (4) | 0.0278 (12) | |
H4A | 0.4216 | 0.6665 | 0.5604 | 0.033* | |
C5 | 0.3316 (3) | 0.6050 (4) | 0.6293 (4) | 0.0279 (11) | |
H5A | 0.3553 | 0.5764 | 0.6844 | 0.033* | |
C6 | 0.2571 (2) | 0.5951 (4) | 0.6217 (4) | 0.0255 (11) | |
H6A | 0.2311 | 0.5607 | 0.6727 | 0.031* | |
C7 | 0.3794 (3) | 0.7612 (5) | 0.3921 (4) | 0.0271 (12) | |
H7A | 0.3553 | 0.7479 | 0.3305 | 0.032* | |
H7B | 0.4275 | 0.7247 | 0.3883 | 0.032* | |
C8 | 0.3871 (3) | 0.8990 (5) | 0.4092 (3) | 0.0258 (12) | |
C9 | 0.3297 (3) | 0.9800 (5) | 0.3869 (4) | 0.0254 (11) | |
C10 | 0.3387 (3) | 1.1081 (5) | 0.4060 (4) | 0.0268 (11) | |
C11 | 0.4039 (3) | 1.1493 (5) | 0.4472 (4) | 0.0276 (12) | |
H11A | 0.4102 | 1.2329 | 0.4589 | 0.033* | |
C12 | 0.4593 (3) | 1.0688 (5) | 0.4707 (4) | 0.0322 (13) | |
H12A | 0.5021 | 1.0975 | 0.4990 | 0.039* | |
C13 | 0.4504 (3) | 0.9443 (5) | 0.4516 (4) | 0.0317 (13) | |
H13A | 0.4876 | 0.8899 | 0.4675 | 0.038* | |
C14 | 0.2789 (3) | 1.1987 (5) | 0.3819 (4) | 0.0293 (12) | |
H14A | 0.2568 | 1.1744 | 0.3211 | 0.035* | |
H14B | 0.3007 | 1.2791 | 0.3724 | 0.035* | |
C15 | 0.2196 (3) | 1.2099 (4) | 0.4573 (4) | 0.0273 (12) | |
C16 | 0.1573 (3) | 1.1349 (4) | 0.4558 (4) | 0.0269 (11) | |
C17 | 0.1019 (3) | 1.1469 (5) | 0.5242 (4) | 0.0243 (11) | |
C18 | 0.1114 (3) | 1.2341 (5) | 0.5982 (4) | 0.0291 (12) | |
H18A | 0.0754 | 1.2429 | 0.6451 | 0.035* | |
C19 | 0.1728 (3) | 1.3072 (5) | 0.6031 (4) | 0.0330 (13) | |
H19A | 0.1786 | 1.3629 | 0.6535 | 0.040* | |
C20 | 0.2261 (3) | 1.2969 (5) | 0.5320 (4) | 0.0302 (12) | |
H20A | 0.2666 | 1.3482 | 0.5340 | 0.036* | |
C21 | 0.0363 (3) | 1.0626 (5) | 0.5250 (4) | 0.0280 (12) | |
H21A | −0.0048 | 1.1044 | 0.5545 | 0.034* | |
H21B | 0.0231 | 1.0413 | 0.4592 | 0.034* | |
C22 | 0.0535 (3) | 0.9475 (5) | 0.5811 (4) | 0.0264 (12) | |
C23 | 0.0798 (3) | 0.8417 (5) | 0.5344 (3) | 0.0255 (12) | |
C24 | 0.1014 (3) | 0.7368 (5) | 0.5867 (4) | 0.0262 (12) | |
C25 | 0.0917 (3) | 0.7361 (5) | 0.6863 (4) | 0.0301 (13) | |
H25A | 0.1037 | 0.6663 | 0.7216 | 0.036* | |
C26 | 0.0640 (3) | 0.8392 (5) | 0.7337 (4) | 0.0336 (13) | |
H26A | 0.0578 | 0.8377 | 0.8005 | 0.040* | |
C27 | 0.0456 (3) | 0.9439 (5) | 0.6818 (4) | 0.0301 (13) | |
H27A | 0.0279 | 1.0126 | 0.7143 | 0.036* | |
C28 | 0.1367 (3) | 0.6287 (5) | 0.5357 (4) | 0.0275 (12) | |
H28A | 0.1214 | 0.6278 | 0.4685 | 0.033* | |
H28B | 0.1203 | 0.5529 | 0.5655 | 0.033* | |
N | 0.1534 (2) | 0.5612 (4) | 0.2522 (3) | 0.0303 (10) | |
H5 | 0.1859 | 0.6081 | 0.2822 | 0.036* | |
C29 | 0.1884 (3) | 0.5361 (5) | 0.1561 (4) | 0.0368 (14) | |
H29A | 0.1526 | 0.4985 | 0.1138 | 0.044* | |
H29B | 0.2026 | 0.6139 | 0.1273 | 0.044* | |
C30 | 0.2537 (3) | 0.4547 (6) | 0.1605 (6) | 0.0552 (18) | |
H30A | 0.2730 | 0.4435 | 0.0965 | 0.083* | |
H30B | 0.2401 | 0.3763 | 0.1869 | 0.083* | |
H30C | 0.2901 | 0.4918 | 0.2009 | 0.083* | |
C31 | 0.0874 (3) | 0.6412 (5) | 0.2431 (4) | 0.0355 (14) | |
H31A | 0.0637 | 0.6472 | 0.3056 | 0.043* | |
H31B | 0.0533 | 0.6030 | 0.1985 | 0.043* | |
C32 | 0.1053 (3) | 0.7695 (5) | 0.2072 (4) | 0.0411 (15) | |
H32A | 0.0612 | 0.8165 | 0.2016 | 0.062* | |
H32B | 0.1285 | 0.7642 | 0.1451 | 0.062* | |
H32C | 0.1375 | 0.8091 | 0.2523 | 0.062* | |
C33 | 0.1374 (3) | 0.4448 (5) | 0.3092 (4) | 0.0370 (14) | |
H33A | 0.1825 | 0.3996 | 0.3178 | 0.044* | |
H33B | 0.1198 | 0.4677 | 0.3729 | 0.044* | |
C34 | 0.0823 (3) | 0.3612 (6) | 0.2627 (5) | 0.0489 (17) | |
H34A | 0.0750 | 0.2901 | 0.3028 | 0.073* | |
H34B | 0.0998 | 0.3358 | 0.2003 | 0.073* | |
H34C | 0.0370 | 0.4042 | 0.2553 | 0.073* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0279 (19) | 0.033 (2) | 0.0286 (19) | −0.0060 (16) | −0.0058 (17) | 0.0042 (16) |
O2 | 0.0235 (19) | 0.029 (2) | 0.0283 (18) | 0.0032 (15) | −0.0035 (16) | −0.0024 (16) |
O3 | 0.036 (2) | 0.031 (2) | 0.0281 (19) | −0.0019 (17) | −0.0012 (17) | −0.0061 (17) |
O4 | 0.033 (2) | 0.029 (2) | 0.028 (2) | −0.0014 (17) | 0.0006 (16) | 0.0003 (16) |
C1 | 0.025 (3) | 0.019 (2) | 0.028 (3) | 0.003 (2) | −0.002 (2) | −0.003 (2) |
C2 | 0.026 (3) | 0.023 (3) | 0.023 (3) | 0.004 (2) | −0.004 (2) | −0.003 (2) |
C3 | 0.024 (3) | 0.027 (3) | 0.026 (3) | −0.004 (2) | 0.001 (2) | −0.002 (2) |
C4 | 0.023 (3) | 0.032 (3) | 0.029 (3) | 0.004 (2) | −0.001 (2) | 0.001 (2) |
C5 | 0.026 (3) | 0.025 (3) | 0.033 (3) | 0.001 (2) | −0.008 (2) | 0.002 (2) |
C6 | 0.024 (3) | 0.025 (3) | 0.028 (3) | −0.002 (2) | 0.000 (2) | −0.005 (2) |
C7 | 0.022 (3) | 0.034 (3) | 0.025 (3) | 0.009 (2) | 0.002 (2) | −0.001 (2) |
C8 | 0.024 (3) | 0.034 (3) | 0.019 (3) | 0.006 (2) | 0.005 (2) | 0.003 (2) |
C9 | 0.027 (3) | 0.028 (3) | 0.022 (2) | −0.005 (2) | 0.000 (2) | 0.001 (2) |
C10 | 0.029 (3) | 0.027 (3) | 0.024 (3) | 0.002 (2) | 0.004 (2) | 0.002 (2) |
C11 | 0.027 (3) | 0.030 (3) | 0.026 (3) | −0.003 (2) | 0.001 (2) | −0.001 (2) |
C12 | 0.025 (3) | 0.040 (3) | 0.032 (3) | −0.005 (2) | −0.001 (2) | −0.002 (3) |
C13 | 0.022 (3) | 0.040 (3) | 0.033 (3) | −0.001 (2) | −0.003 (2) | 0.002 (3) |
C14 | 0.031 (3) | 0.032 (3) | 0.025 (3) | −0.003 (2) | 0.002 (2) | 0.002 (2) |
C15 | 0.034 (3) | 0.023 (3) | 0.025 (3) | 0.003 (2) | 0.004 (2) | 0.003 (2) |
C16 | 0.036 (3) | 0.020 (3) | 0.025 (3) | 0.001 (2) | −0.004 (2) | −0.003 (2) |
C17 | 0.023 (3) | 0.022 (3) | 0.028 (3) | 0.006 (2) | −0.004 (2) | 0.001 (2) |
C18 | 0.028 (3) | 0.029 (3) | 0.030 (3) | 0.006 (2) | 0.004 (2) | 0.003 (2) |
C19 | 0.045 (3) | 0.027 (3) | 0.027 (3) | 0.002 (3) | 0.000 (3) | −0.004 (2) |
C20 | 0.034 (3) | 0.020 (3) | 0.037 (3) | 0.001 (2) | −0.001 (3) | 0.001 (2) |
C21 | 0.029 (3) | 0.029 (3) | 0.025 (3) | 0.005 (2) | 0.001 (2) | 0.000 (2) |
C22 | 0.018 (2) | 0.032 (3) | 0.029 (3) | −0.003 (2) | 0.003 (2) | 0.001 (2) |
C23 | 0.027 (3) | 0.029 (3) | 0.020 (3) | −0.002 (2) | 0.000 (2) | 0.003 (2) |
C24 | 0.017 (3) | 0.030 (3) | 0.031 (3) | −0.001 (2) | 0.001 (2) | −0.001 (2) |
C25 | 0.025 (3) | 0.030 (3) | 0.035 (3) | −0.002 (2) | −0.001 (2) | 0.006 (3) |
C26 | 0.031 (3) | 0.036 (3) | 0.034 (3) | 0.002 (3) | 0.001 (3) | 0.005 (3) |
C27 | 0.022 (3) | 0.036 (3) | 0.032 (3) | 0.001 (2) | 0.005 (2) | −0.004 (3) |
C28 | 0.020 (3) | 0.030 (3) | 0.033 (3) | 0.000 (2) | −0.002 (2) | −0.001 (2) |
N | 0.028 (2) | 0.033 (3) | 0.030 (2) | 0.003 (2) | −0.004 (2) | 0.003 (2) |
C29 | 0.033 (3) | 0.038 (3) | 0.039 (3) | 0.004 (3) | 0.008 (3) | 0.005 (3) |
C30 | 0.042 (4) | 0.042 (4) | 0.082 (5) | 0.013 (3) | 0.018 (3) | 0.013 (4) |
C31 | 0.031 (3) | 0.044 (4) | 0.031 (3) | 0.011 (3) | −0.005 (3) | −0.007 (3) |
C32 | 0.051 (4) | 0.039 (4) | 0.033 (3) | 0.015 (3) | −0.011 (3) | 0.001 (3) |
C33 | 0.040 (3) | 0.037 (3) | 0.034 (3) | −0.007 (3) | 0.007 (3) | −0.003 (3) |
C34 | 0.051 (4) | 0.039 (4) | 0.057 (4) | −0.011 (3) | 0.011 (3) | −0.004 (3) |
O1—C2 | 1.386 (6) | C18—C19 | 1.381 (7) |
O1—O2 | 2.544 (5) | C18—H18A | 0.9300 |
O1—N | 2.790 (6) | C19—C20 | 1.390 (7) |
O1—H1 | 0.8251 | C19—H19A | 0.9300 |
O2—C9 | 1.346 (6) | C20—H20A | 0.9300 |
O2—O3 | 2.478 (5) | C21—C22 | 1.505 (7) |
O2—H2 | 0.8234 | C21—H21A | 0.9700 |
O3—C16 | 1.378 (6) | C21—H21B | 0.9700 |
O3—O4 | 2.689 (5) | C22—C27 | 1.400 (7) |
O4—C23 | 1.370 (7) | C22—C23 | 1.404 (7) |
O4—H4 | 0.8213 | C23—C24 | 1.407 (7) |
C1—C6 | 1.389 (7) | C24—C25 | 1.388 (7) |
C1—C2 | 1.403 (7) | C24—C28 | 1.515 (7) |
C1—C28 | 1.522 (7) | C25—C26 | 1.394 (7) |
C2—C3 | 1.400 (6) | C25—H25A | 0.9300 |
C3—C4 | 1.393 (7) | C26—C27 | 1.388 (7) |
C3—C7 | 1.508 (7) | C26—H26A | 0.9300 |
C4—C5 | 1.390 (7) | C27—H27A | 0.9300 |
C4—H4A | 0.9300 | C28—H28A | 0.9700 |
C5—C6 | 1.375 (6) | C28—H28B | 0.9700 |
C5—H5A | 0.9300 | N—C31 | 1.497 (6) |
C6—H6A | 0.9300 | N—C29 | 1.501 (7) |
C7—C8 | 1.522 (7) | N—C33 | 1.520 (7) |
C7—H7A | 0.9700 | N—H5 | 0.8872 |
C7—H7B | 0.9700 | C29—C30 | 1.491 (7) |
C8—C13 | 1.391 (7) | C29—H29A | 0.9700 |
C8—C9 | 1.408 (7) | C29—H29B | 0.9700 |
C9—C10 | 1.427 (7) | C30—H30A | 0.9600 |
C10—C11 | 1.400 (7) | C30—H30B | 0.9600 |
C10—C14 | 1.511 (7) | C30—H30C | 0.9600 |
C11—C12 | 1.380 (7) | C31—C32 | 1.516 (8) |
C11—H11A | 0.9300 | C31—H31A | 0.9700 |
C12—C13 | 1.388 (7) | C31—H31B | 0.9700 |
C12—H12A | 0.9300 | C32—H32A | 0.9600 |
C13—H13A | 0.9300 | C32—H32B | 0.9600 |
C14—C15 | 1.512 (7) | C32—H32C | 0.9600 |
C14—H14A | 0.9700 | C33—C34 | 1.504 (8) |
C14—H14B | 0.9700 | C33—H33A | 0.9700 |
C15—C20 | 1.405 (7) | C33—H33B | 0.9700 |
C15—C16 | 1.405 (7) | C34—H34A | 0.9600 |
C16—C17 | 1.394 (7) | C34—H34B | 0.9600 |
C17—C18 | 1.405 (7) | C34—H34C | 0.9600 |
C17—C21 | 1.513 (7) | ||
C2—O1—H1 | 102.7 | C17—C21—H21A | 109.7 |
C9—O2—H2 | 112.2 | C22—C21—H21B | 109.7 |
C23—O4—H4 | 103.7 | C17—C21—H21B | 109.7 |
C6—C1—C2 | 117.2 (4) | H21A—C21—H21B | 108.2 |
C6—C1—C28 | 121.1 (5) | C27—C22—C23 | 118.0 (5) |
C2—C1—C28 | 121.7 (4) | C27—C22—C21 | 120.9 (5) |
O1—C2—C3 | 119.2 (4) | C23—C22—C21 | 121.1 (4) |
O1—C2—C1 | 118.9 (4) | O4—C23—C22 | 120.7 (4) |
C3—C2—C1 | 121.9 (5) | O4—C23—C24 | 117.7 (5) |
C4—C3—C2 | 118.5 (5) | C22—C23—C24 | 121.6 (4) |
C4—C3—C7 | 120.1 (4) | C25—C24—C23 | 118.5 (5) |
C2—C3—C7 | 121.3 (5) | C25—C24—C28 | 120.8 (5) |
C3—C4—C5 | 120.4 (5) | C23—C24—C28 | 120.7 (4) |
C3—C4—H4A | 119.8 | C24—C25—C26 | 120.6 (5) |
C5—C4—H4A | 119.8 | C24—C25—H25A | 119.7 |
C6—C5—C4 | 119.8 (5) | C26—C25—H25A | 119.7 |
C6—C5—H5A | 120.1 | C27—C26—C25 | 120.3 (5) |
C4—C5—H5A | 120.1 | C27—C26—H26A | 119.8 |
C5—C6—C1 | 122.1 (5) | C25—C26—H26A | 119.8 |
C5—C6—H6A | 118.9 | C26—C27—C22 | 120.8 (5) |
C1—C6—H6A | 118.9 | C26—C27—H27A | 119.6 |
C3—C7—C8 | 112.8 (4) | C22—C27—H27A | 119.6 |
C3—C7—H7A | 109.0 | C24—C28—C1 | 112.0 (4) |
C8—C7—H7A | 109.0 | C24—C28—H28A | 109.2 |
C3—C7—H7B | 109.0 | C1—C28—H28A | 109.2 |
C8—C7—H7B | 109.0 | C24—C28—H28B | 109.2 |
H7A—C7—H7B | 107.8 | C1—C28—H28B | 109.2 |
C13—C8—C9 | 119.7 (5) | H28A—C28—H28B | 107.9 |
C13—C8—C7 | 119.5 (5) | C31—N—C29 | 112.2 (4) |
C9—C8—C7 | 120.7 (4) | C31—N—C33 | 111.8 (4) |
O2—C9—C8 | 120.8 (4) | C29—N—C33 | 113.0 (4) |
O2—C9—C10 | 120.3 (4) | C31—N—H5 | 104.5 |
C8—C9—C10 | 118.9 (5) | C29—N—H5 | 103.3 |
C11—C10—C9 | 119.1 (5) | C33—N—H5 | 111.5 |
C11—C10—C14 | 120.2 (5) | C30—C29—N | 114.6 (5) |
C9—C10—C14 | 120.7 (5) | C30—C29—H29A | 108.6 |
C12—C11—C10 | 121.6 (5) | N—C29—H29A | 108.6 |
C12—C11—H11A | 119.2 | C30—C29—H29B | 108.6 |
C10—C11—H11A | 119.2 | N—C29—H29B | 108.6 |
C11—C12—C13 | 119.1 (5) | H29A—C29—H29B | 107.6 |
C11—C12—H12A | 120.5 | C29—C30—H30A | 109.5 |
C13—C12—H12A | 120.5 | C29—C30—H30B | 109.5 |
C12—C13—C8 | 121.6 (5) | H30A—C30—H30B | 109.5 |
C12—C13—H13A | 119.2 | C29—C30—H30C | 109.5 |
C8—C13—H13A | 119.2 | H30A—C30—H30C | 109.5 |
C10—C14—C15 | 115.0 (4) | H30B—C30—H30C | 109.5 |
C10—C14—H14A | 108.5 | N—C31—C32 | 112.7 (5) |
C15—C14—H14A | 108.5 | N—C31—H31A | 109.0 |
C10—C14—H14B | 108.5 | C32—C31—H31A | 109.0 |
C15—C14—H14B | 108.5 | N—C31—H31B | 109.0 |
H14A—C14—H14B | 107.5 | C32—C31—H31B | 109.0 |
C20—C15—C16 | 118.1 (5) | H31A—C31—H31B | 107.8 |
C20—C15—C14 | 120.0 (5) | C31—C32—H32A | 109.5 |
C16—C15—C14 | 122.0 (4) | C31—C32—H32B | 109.5 |
O3—C16—C17 | 119.3 (4) | H32A—C32—H32B | 109.5 |
O3—C16—C15 | 118.8 (4) | C31—C32—H32C | 109.5 |
C17—C16—C15 | 122.0 (4) | H32A—C32—H32C | 109.5 |
C16—C17—C18 | 117.8 (5) | H32B—C32—H32C | 109.5 |
C16—C17—C21 | 121.9 (4) | C34—C33—N | 114.3 (5) |
C18—C17—C21 | 120.1 (4) | C34—C33—H33A | 108.7 |
C19—C18—C17 | 121.6 (5) | N—C33—H33A | 108.7 |
C19—C18—H18A | 119.2 | C34—C33—H33B | 108.7 |
C17—C18—H18A | 119.2 | N—C33—H33B | 108.7 |
C18—C19—C20 | 119.6 (5) | H33A—C33—H33B | 107.6 |
C18—C19—H19A | 120.2 | C33—C34—H34A | 109.5 |
C20—C19—H19A | 120.2 | C33—C34—H34B | 109.5 |
C19—C20—C15 | 120.9 (5) | H34A—C34—H34B | 109.5 |
C19—C20—H20A | 119.6 | C33—C34—H34C | 109.5 |
C15—C20—H20A | 119.6 | H34A—C34—H34C | 109.5 |
C22—C21—C17 | 109.9 (4) | H34B—C34—H34C | 109.5 |
C22—C21—H21A | 109.7 |
D—H···A | D—H | H···A | D···A | D—H···A |
N—H5···O1 | 0.89 | 1.95 | 2.790 (6) | 158 |
O1—H1···O2 | 0.83 | 1.75 | 2.544 (5) | 162 |
O2—H2···O3 | 0.82 | 1.67 | 2.478 (5) | 169 |
O4—H4···O3 | 0.82 | 1.87 | 2.689 (5) | 177 |
3C6H16N+·3C28H23O4−·C2H3N | F(000) = 3472 |
Mr = 1618.04 | Dx = 1.228 Mg m−3 |
Monoclinic, Cc | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C -2yc | Cell parameters from 15261 reflections |
a = 20.1364 (14) Å | θ = 2.6–25.7° |
b = 30.9080 (14) Å | µ = 0.08 mm−1 |
c = 16.0088 (10) Å | T = 100 K |
β = 118.587 (3)° | Parallelepipedic, colourless |
V = 8748.9 (9) Å3 | 0.6 × 0.3 × 0.2 mm |
Z = 4 |
Nonius KappaCCD area-detector diffractometer | 5760 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.066 |
Graphite monochromator | θmax = 25.7°, θmin = 2.6° |
Detector resolution: 18 pixels mm-1 | h = −21→24 |
φ scans | k = −37→37 |
15261 measured reflections | l = −18→0 |
8240 independent 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)] = 0.056 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0624P)2 + 4.066P] where P = (Fo2 + 2Fc2)/3 |
8240 reflections | (Δ/σ)max = 0.001 |
1082 parameters | Δρmax = 0.52 e Å−3 |
32 restraints | Δρmin = −0.28 e Å−3 |
Experimental. A 180° range in φ was scanned during both data collections, with 2° φ steps. The crystal-to-detector distance was fixed at 28 mm. |
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. Structure solved by direct methods and expanded by subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. Some constraints have been applied to the displacement parameters of the acetonitrile solvent molecule. The H atoms bound to N and O atoms were found on the Fourier-difference map and introduced as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. All other hydrogen atoms were introduced at calculated positions as riding atoms, with an isotropic displacement parameter equal to 1.2 (CH, CH2) or 1.5 (CH3) times that of the parent atom. 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 | ||
O1A | 0.3258 (2) | −0.09436 (13) | 0.4135 (2) | 0.0375 (10) | |
H1A | 0.3441 | −0.0745 | 0.3974 | 0.045* | |
O2A | 0.3594 (2) | −0.02650 (12) | 0.3510 (2) | 0.0290 (8) | |
O3A | 0.2218 (2) | −0.00448 (12) | 0.2907 (3) | 0.0313 (9) | |
H3A | 0.2739 | −0.0042 | 0.3149 | 0.038* | |
O4A | 0.1651 (2) | −0.08192 (12) | 0.3296 (2) | 0.0310 (9) | |
H4A | 0.1912 | −0.0654 | 0.3097 | 0.037* | |
C1A | 0.3678 (3) | −0.09980 (17) | 0.5095 (4) | 0.0301 (12) | |
C2A | 0.3324 (3) | −0.11892 (17) | 0.5573 (4) | 0.0316 (13) | |
C3A | 0.3735 (3) | −0.1259 (2) | 0.6541 (4) | 0.0400 (15) | |
H3D | 0.3501 | −0.1387 | 0.6858 | 0.048* | |
C4A | 0.4488 (3) | −0.1141 (2) | 0.7048 (4) | 0.0470 (17) | |
H4D | 0.4758 | −0.1191 | 0.7700 | 0.056* | |
C5A | 0.4837 (3) | −0.0949 (2) | 0.6574 (4) | 0.0452 (16) | |
H5D | 0.5342 | −0.0866 | 0.6916 | 0.054* | |
C6A | 0.4439 (3) | −0.0878 (2) | 0.5586 (4) | 0.0356 (14) | |
C7A | 0.4836 (3) | −0.06739 (19) | 0.5077 (4) | 0.0355 (14) | |
H7D | 0.5370 | −0.0743 | 0.5429 | 0.043* | |
H7E | 0.4638 | −0.0804 | 0.4452 | 0.043* | |
C8A | 0.4749 (3) | −0.0188 (2) | 0.4965 (4) | 0.0346 (14) | |
C9A | 0.4110 (3) | −0.00039 (19) | 0.4185 (4) | 0.0285 (12) | |
C10A | 0.4022 (3) | 0.04474 (19) | 0.4118 (4) | 0.0298 (12) | |
C11A | 0.4576 (3) | 0.0706 (2) | 0.4804 (4) | 0.0354 (14) | |
H11D | 0.4518 | 0.1005 | 0.4760 | 0.042* | |
C12A | 0.5216 (3) | 0.0528 (2) | 0.5556 (4) | 0.0407 (15) | |
H12D | 0.5586 | 0.0707 | 0.6006 | 0.049* | |
C13A | 0.5298 (3) | 0.0090 (2) | 0.5633 (4) | 0.0392 (15) | |
H13D | 0.5728 | −0.0028 | 0.6138 | 0.047* | |
C14A | 0.3324 (3) | 0.06474 (19) | 0.3295 (3) | 0.0294 (12) | |
H14D | 0.3187 | 0.0475 | 0.2730 | 0.035* | |
H14E | 0.3455 | 0.0934 | 0.3175 | 0.035* | |
C15A | 0.2632 (3) | 0.06862 (17) | 0.3442 (3) | 0.0284 (12) | |
C16A | 0.2120 (3) | 0.03482 (17) | 0.3242 (3) | 0.0264 (11) | |
C17A | 0.1465 (3) | 0.03909 (17) | 0.3339 (4) | 0.0276 (12) | |
C18A | 0.1353 (3) | 0.07844 (17) | 0.3669 (4) | 0.0309 (12) | |
H18D | 0.0926 | 0.0820 | 0.3745 | 0.037* | |
C19A | 0.1855 (3) | 0.11266 (18) | 0.3890 (4) | 0.0338 (13) | |
H19D | 0.1770 | 0.1386 | 0.4116 | 0.041* | |
C20A | 0.2482 (3) | 0.10739 (17) | 0.3769 (4) | 0.0299 (12) | |
H20D | 0.2817 | 0.1304 | 0.3909 | 0.036* | |
C21A | 0.0948 (3) | 0.00096 (18) | 0.3175 (4) | 0.0318 (12) | |
H21D | 0.0450 | 0.0112 | 0.3033 | 0.038* | |
H21E | 0.0899 | −0.0156 | 0.2634 | 0.038* | |
C22A | 0.1260 (3) | −0.02765 (17) | 0.4044 (4) | 0.0266 (12) | |
C23A | 0.1643 (3) | −0.06620 (18) | 0.4098 (4) | 0.0282 (12) | |
C24A | 0.2001 (3) | −0.09031 (17) | 0.4944 (4) | 0.0284 (12) | |
C25A | 0.1927 (3) | −0.07573 (19) | 0.5725 (4) | 0.0341 (13) | |
H25D | 0.2162 | −0.0910 | 0.6294 | 0.041* | |
C26A | 0.1517 (3) | −0.0397 (2) | 0.5669 (4) | 0.0373 (14) | |
H26D | 0.1454 | −0.0314 | 0.6185 | 0.045* | |
C27A | 0.1196 (3) | −0.01539 (19) | 0.4842 (4) | 0.0352 (13) | |
H27D | 0.0932 | 0.0097 | 0.4818 | 0.042* | |
C28A | 0.2484 (3) | −0.12934 (19) | 0.5036 (4) | 0.0354 (13) | |
H28D | 0.2357 | −0.1399 | 0.4406 | 0.042* | |
H28E | 0.2374 | −0.1522 | 0.5367 | 0.042* | |
O1B | 0.3893 (2) | 0.26491 (12) | 0.2371 (2) | 0.0314 (9) | |
H1B | 0.3681 | 0.2875 | 0.2126 | 0.038* | |
O2B | 0.3178 (2) | 0.33412 (11) | 0.1614 (2) | 0.0261 (8) | |
O3B | 0.1983 (2) | 0.30118 (12) | 0.1573 (3) | 0.0337 (9) | |
H3B | 0.2394 | 0.3127 | 0.1497 | 0.040* | |
O4B | 0.2753 (2) | 0.21439 (12) | 0.2247 (2) | 0.0333 (9) | |
H4B | 0.3110 | 0.2316 | 0.2209 | 0.040* | |
C1B | 0.4569 (3) | 0.26997 (17) | 0.3171 (3) | 0.0256 (11) | |
C2B | 0.4801 (3) | 0.23716 (16) | 0.3850 (3) | 0.0248 (11) | |
C3B | 0.5490 (3) | 0.24122 (18) | 0.4677 (4) | 0.0291 (12) | |
H3F | 0.5642 | 0.2196 | 0.5137 | 0.035* | |
C4B | 0.5959 (3) | 0.27708 (18) | 0.4831 (4) | 0.0307 (13) | |
H4F | 0.6420 | 0.2795 | 0.5384 | 0.037* | |
C5B | 0.5715 (3) | 0.30907 (18) | 0.4131 (4) | 0.0288 (12) | |
H5F | 0.6022 | 0.3330 | 0.4225 | 0.035* | |
C6B | 0.5026 (3) | 0.30636 (16) | 0.3296 (3) | 0.0236 (11) | |
C7B | 0.4781 (3) | 0.34220 (17) | 0.2552 (4) | 0.0257 (11) | |
H7F | 0.5229 | 0.3565 | 0.2608 | 0.031* | |
H7G | 0.4520 | 0.3292 | 0.1925 | 0.031* | |
C8B | 0.4273 (3) | 0.37566 (17) | 0.2634 (3) | 0.0272 (12) | |
C9B | 0.3475 (3) | 0.36959 (17) | 0.2157 (3) | 0.0232 (11) | |
C10B | 0.3010 (3) | 0.40104 (17) | 0.2263 (4) | 0.0282 (12) | |
C11B | 0.3347 (3) | 0.43743 (18) | 0.2825 (4) | 0.0295 (12) | |
H11F | 0.3042 | 0.4580 | 0.2897 | 0.035* | |
C12B | 0.4112 (3) | 0.44365 (17) | 0.3272 (4) | 0.0311 (13) | |
H12F | 0.4320 | 0.4684 | 0.3633 | 0.037* | |
C13B | 0.4579 (3) | 0.41269 (17) | 0.3184 (4) | 0.0298 (12) | |
H13F | 0.5100 | 0.4168 | 0.3495 | 0.036* | |
C14B | 0.2160 (3) | 0.39480 (18) | 0.1801 (4) | 0.0322 (13) | |
H14F | 0.1987 | 0.3824 | 0.1174 | 0.039* | |
H14G | 0.1924 | 0.4230 | 0.1717 | 0.039* | |
C15B | 0.1887 (3) | 0.36599 (19) | 0.2350 (4) | 0.0338 (13) | |
C16B | 0.1824 (3) | 0.32093 (18) | 0.2221 (4) | 0.0298 (12) | |
C17B | 0.1588 (3) | 0.29461 (19) | 0.2748 (4) | 0.0334 (13) | |
C18B | 0.1406 (3) | 0.3144 (2) | 0.3388 (4) | 0.0375 (14) | |
H18F | 0.1245 | 0.2975 | 0.3736 | 0.045* | |
C19B | 0.1458 (4) | 0.3587 (2) | 0.3522 (5) | 0.0427 (15) | |
H19F | 0.1324 | 0.3712 | 0.3948 | 0.051* | |
C20B | 0.1711 (3) | 0.3847 (2) | 0.3016 (4) | 0.0411 (15) | |
H20F | 0.1762 | 0.4144 | 0.3122 | 0.049* | |
C21B | 0.1597 (3) | 0.24547 (18) | 0.2671 (4) | 0.0317 (13) | |
H21F | 0.1194 | 0.2332 | 0.2766 | 0.038* | |
H21G | 0.1506 | 0.2375 | 0.2040 | 0.038* | |
C22B | 0.2352 (3) | 0.22722 (17) | 0.3409 (4) | 0.0295 (12) | |
C23B | 0.2920 (3) | 0.21610 (16) | 0.3197 (3) | 0.0258 (12) | |
C24B | 0.3651 (3) | 0.20592 (17) | 0.3911 (4) | 0.0278 (12) | |
C25B | 0.3773 (4) | 0.20453 (18) | 0.4841 (4) | 0.0342 (13) | |
H25F | 0.4256 | 0.1984 | 0.5330 | 0.041* | |
C26B | 0.3197 (4) | 0.21199 (18) | 0.5060 (4) | 0.0349 (13) | |
H26F | 0.3280 | 0.2091 | 0.5681 | 0.042* | |
C27B | 0.2502 (3) | 0.22367 (17) | 0.4343 (4) | 0.0315 (13) | |
H27F | 0.2116 | 0.2294 | 0.4490 | 0.038* | |
C28B | 0.4306 (3) | 0.19773 (18) | 0.3708 (4) | 0.0307 (12) | |
H28F | 0.4618 | 0.1747 | 0.4121 | 0.037* | |
H28G | 0.4104 | 0.1878 | 0.3056 | 0.037* | |
O1C | 0.4981 (2) | 0.35958 (12) | −0.1380 (2) | 0.0294 (8) | |
H1C | 0.4624 | 0.3606 | −0.1917 | 0.035* | |
O2C | 0.3867 (2) | 0.35283 (12) | −0.3027 (2) | 0.0276 (8) | |
O3C | 0.4118 (2) | 0.26924 (13) | −0.2783 (3) | 0.0356 (9) | |
H3C | 0.4106 | 0.2968 | −0.2708 | 0.043* | |
O4C | 0.5546 (2) | 0.27903 (13) | −0.1001 (3) | 0.0366 (9) | |
H4C | 0.5441 | 0.3064 | −0.1133 | 0.044* | |
C1C | 0.5342 (3) | 0.37637 (18) | 0.0223 (4) | 0.0303 (12) | |
C2C | 0.4902 (3) | 0.38592 (18) | −0.0741 (4) | 0.0277 (12) | |
C3C | 0.4425 (3) | 0.42177 (17) | −0.1048 (3) | 0.0278 (12) | |
C4C | 0.4362 (4) | 0.44719 (19) | −0.0376 (4) | 0.0371 (14) | |
H4H | 0.4034 | 0.4707 | −0.0573 | 0.045* | |
C5C | 0.4786 (4) | 0.43779 (19) | 0.0596 (4) | 0.0379 (14) | |
H5H | 0.4736 | 0.4548 | 0.1042 | 0.045* | |
C6C | 0.5278 (3) | 0.40314 (19) | 0.0888 (4) | 0.0344 (13) | |
H6H | 0.5571 | 0.3975 | 0.1534 | 0.041* | |
C7C | 0.3974 (4) | 0.43328 (19) | −0.2098 (4) | 0.0365 (14) | |
H7H | 0.3861 | 0.4640 | −0.2154 | 0.044* | |
H7I | 0.4286 | 0.4278 | −0.2398 | 0.044* | |
C8C | 0.3244 (3) | 0.40857 (19) | −0.2627 (3) | 0.0321 (13) | |
C9C | 0.3226 (3) | 0.36770 (18) | −0.3052 (3) | 0.0274 (12) | |
C10C | 0.2562 (3) | 0.3434 (2) | −0.3472 (4) | 0.0327 (13) | |
C11C | 0.1914 (3) | 0.3603 (2) | −0.3496 (4) | 0.0382 (14) | |
H11H | 0.1466 | 0.3445 | −0.3784 | 0.046* | |
C12C | 0.1921 (4) | 0.4006 (2) | −0.3095 (4) | 0.0451 (17) | |
H12H | 0.1482 | 0.4116 | −0.3121 | 0.054* | |
C13C | 0.2583 (4) | 0.4237 (2) | −0.2662 (4) | 0.0400 (15) | |
H13H | 0.2588 | 0.4502 | −0.2385 | 0.048* | |
C14C | 0.2555 (3) | 0.2987 (2) | −0.3865 (4) | 0.0367 (14) | |
H14H | 0.2044 | 0.2924 | −0.4357 | 0.044* | |
H14I | 0.2876 | 0.2991 | −0.4162 | 0.044* | |
C15C | 0.2814 (3) | 0.26248 (18) | −0.3144 (3) | 0.0304 (12) | |
C16C | 0.3578 (3) | 0.24982 (18) | −0.2636 (4) | 0.0309 (13) | |
C17C | 0.3809 (3) | 0.21496 (18) | −0.1987 (4) | 0.0333 (13) | |
C18C | 0.3238 (4) | 0.1929 (2) | −0.1880 (4) | 0.0439 (16) | |
H18H | 0.3370 | 0.1689 | −0.1480 | 0.053* | |
C19C | 0.2496 (4) | 0.2058 (2) | −0.2351 (4) | 0.0426 (16) | |
H19H | 0.2136 | 0.1912 | −0.2249 | 0.051* | |
C20C | 0.2282 (3) | 0.2402 (2) | −0.2975 (4) | 0.0405 (15) | |
H20H | 0.1778 | 0.2488 | −0.3288 | 0.049* | |
C21C | 0.4631 (4) | 0.2036 (2) | −0.1385 (4) | 0.0408 (15) | |
H21H | 0.4907 | 0.2109 | −0.1722 | 0.049* | |
H21I | 0.4682 | 0.1727 | −0.1261 | 0.049* | |
C22C | 0.4963 (3) | 0.22823 (18) | −0.0444 (4) | 0.0333 (13) | |
C23C | 0.5335 (3) | 0.26771 (19) | −0.0333 (4) | 0.0326 (13) | |
C24C | 0.5518 (3) | 0.29450 (19) | 0.0455 (4) | 0.0309 (13) | |
C25C | 0.5361 (3) | 0.2796 (2) | 0.1167 (4) | 0.0335 (13) | |
H25H | 0.5479 | 0.2968 | 0.1696 | 0.040* | |
C26C | 0.5029 (3) | 0.23912 (19) | 0.1091 (4) | 0.0368 (14) | |
H26H | 0.4943 | 0.2291 | 0.1579 | 0.044* | |
C27C | 0.4827 (3) | 0.21383 (19) | 0.0289 (4) | 0.0357 (13) | |
H27H | 0.4600 | 0.1871 | 0.0238 | 0.043* | |
C28C | 0.5890 (3) | 0.33834 (19) | 0.0563 (4) | 0.0332 (13) | |
H28H | 0.6169 | 0.3381 | 0.0208 | 0.040* | |
H28I | 0.6252 | 0.3427 | 0.1228 | 0.040* | |
N1 | 0.3684 (3) | −0.05258 (15) | 0.1980 (3) | 0.0330 (11) | |
H1 | 0.3675 | −0.0374 | 0.2472 | 0.040* | |
N2 | 0.2777 (2) | 0.32100 (14) | −0.0234 (3) | 0.0268 (10) | |
H2 | 0.3032 | 0.3260 | 0.0460 | 0.032* | |
N3 | 0.4512 (3) | 0.36830 (17) | −0.4158 (3) | 0.0375 (12) | |
H3 | 0.4174 | 0.3593 | −0.3929 | 0.045* | |
C1 | 0.2899 (3) | −0.0530 (2) | 0.1170 (4) | 0.0390 (14) | |
H1J | 0.2912 | −0.0629 | 0.0603 | 0.047* | |
H1K | 0.2704 | −0.0237 | 0.1053 | 0.047* | |
C2 | 0.2360 (4) | −0.0819 (2) | 0.1344 (5) | 0.0529 (18) | |
H2J | 0.1865 | −0.0807 | 0.0802 | 0.079* | |
H2K | 0.2338 | −0.0720 | 0.1898 | 0.079* | |
H2L | 0.2541 | −0.1112 | 0.1440 | 0.079* | |
C3 | 0.4173 (4) | −0.0214 (2) | 0.1774 (4) | 0.0385 (14) | |
H3J | 0.3928 | 0.0066 | 0.1608 | 0.046* | |
H3K | 0.4216 | −0.0319 | 0.1230 | 0.046* | |
C4 | 0.4967 (4) | −0.0162 (2) | 0.2620 (5) | 0.0524 (18) | |
H4J | 0.5251 | 0.0038 | 0.2455 | 0.079* | |
H4K | 0.5218 | −0.0437 | 0.2777 | 0.079* | |
H4L | 0.4929 | −0.0053 | 0.3157 | 0.079* | |
C5 | 0.4036 (4) | −0.0962 (2) | 0.2299 (4) | 0.0397 (14) | |
H5J | 0.3718 | −0.1132 | 0.2476 | 0.048* | |
H5K | 0.4522 | −0.0927 | 0.2863 | 0.048* | |
C6 | 0.4151 (4) | −0.1211 (2) | 0.1562 (5) | 0.0505 (17) | |
H6J | 0.4385 | −0.1484 | 0.1823 | 0.076* | |
H6K | 0.4471 | −0.1047 | 0.1388 | 0.076* | |
H6L | 0.3671 | −0.1259 | 0.1009 | 0.076* | |
C7 | 0.1947 (3) | 0.3165 (2) | −0.0593 (4) | 0.0345 (13) | |
H7J | 0.1763 | 0.3429 | −0.0446 | 0.041* | |
H7K | 0.1863 | 0.2931 | −0.0252 | 0.041* | |
C8 | 0.1483 (3) | 0.3079 (3) | −0.1652 (4) | 0.0506 (18) | |
H8J | 0.0958 | 0.3057 | −0.1820 | 0.076* | |
H8K | 0.1646 | 0.2812 | −0.1804 | 0.076* | |
H8L | 0.1552 | 0.3311 | −0.2000 | 0.076* | |
C9 | 0.2995 (4) | 0.35976 (18) | −0.0612 (4) | 0.0358 (13) | |
H9J | 0.2789 | 0.3567 | −0.1294 | 0.043* | |
H9K | 0.3542 | 0.3608 | −0.0330 | 0.043* | |
C10 | 0.2715 (4) | 0.4020 (2) | −0.0405 (5) | 0.0451 (15) | |
H10J | 0.2863 | 0.4257 | −0.0668 | 0.068* | |
H10K | 0.2932 | 0.4058 | 0.0271 | 0.068* | |
H10L | 0.2174 | 0.4013 | −0.0686 | 0.068* | |
C11 | 0.3143 (3) | 0.28116 (17) | −0.0380 (4) | 0.0306 (12) | |
H11J | 0.3688 | 0.2849 | −0.0050 | 0.037* | |
H11K | 0.2983 | 0.2780 | −0.1053 | 0.037* | |
C12 | 0.2943 (4) | 0.23983 (19) | −0.0022 (4) | 0.0409 (15) | |
H12J | 0.3181 | 0.2155 | −0.0142 | 0.061* | |
H12K | 0.2404 | 0.2359 | −0.0348 | 0.061* | |
H12L | 0.3118 | 0.2422 | 0.0649 | 0.061* | |
C13 | 0.4616 (4) | 0.4208 (3) | −0.4099 (5) | 0.0565 (19) | |
H13J | 0.4941 | 0.4295 | −0.3445 | 0.068* | |
H13K | 0.4852 | 0.4299 | −0.4475 | 0.068* | |
C14 | 0.3852 (5) | 0.4419 (3) | −0.4471 (6) | 0.068 (2) | |
H14J | 0.3911 | 0.4728 | −0.4435 | 0.103* | |
H14K | 0.3623 | 0.4330 | −0.4093 | 0.103* | |
H14L | 0.3535 | 0.4335 | −0.5120 | 0.103* | |
C15 | 0.4171 (5) | 0.3543 (3) | −0.5184 (5) | 0.065 (2) | |
H15J | 0.3933 | 0.3791 | −0.5588 | 0.078* | |
H15K | 0.4574 | 0.3446 | −0.5308 | 0.078* | |
C16 | 0.3620 (4) | 0.3201 (2) | −0.5440 (5) | 0.0553 (19) | |
H16J | 0.3432 | 0.3127 | −0.6098 | 0.083* | |
H16K | 0.3209 | 0.3298 | −0.5343 | 0.083* | |
H16L | 0.3853 | 0.2952 | −0.5051 | 0.083* | |
C17 | 0.5239 (3) | 0.3474 (2) | −0.3454 (5) | 0.0413 (15) | |
H17J | 0.5336 | 0.3551 | −0.2818 | 0.050* | |
H17K | 0.5177 | 0.3163 | −0.3517 | 0.050* | |
C18 | 0.5916 (4) | 0.3596 (2) | −0.3556 (5) | 0.0464 (16) | |
H18J | 0.6350 | 0.3440 | −0.3097 | 0.070* | |
H18K | 0.6006 | 0.3902 | −0.3451 | 0.070* | |
H18L | 0.5827 | 0.3525 | −0.4185 | 0.070* | |
N4 | 0.2019 (4) | 0.4979 (2) | 0.3624 (5) | 0.0724 (18) | |
C19 | 0.1996 (5) | 0.4935 (3) | 0.4311 (6) | 0.0685 (19) | |
C20 | 0.1965 (6) | 0.4890 (3) | 0.5193 (6) | 0.092 (3) | |
H20J | 0.1484 | 0.4992 | 0.5103 | 0.138* | |
H20K | 0.2362 | 0.5058 | 0.5681 | 0.138* | |
H20L | 0.2027 | 0.4592 | 0.5379 | 0.138* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1A | 0.047 (3) | 0.031 (2) | 0.029 (2) | −0.0115 (19) | 0.014 (2) | 0.0006 (17) |
O2A | 0.028 (2) | 0.033 (2) | 0.0252 (18) | −0.0023 (17) | 0.0124 (17) | −0.0014 (16) |
O3A | 0.029 (2) | 0.026 (2) | 0.038 (2) | 0.0003 (17) | 0.0156 (18) | −0.0052 (16) |
O4A | 0.037 (2) | 0.031 (2) | 0.0271 (19) | −0.0061 (17) | 0.0164 (18) | −0.0053 (16) |
C1A | 0.031 (3) | 0.024 (3) | 0.031 (3) | 0.007 (2) | 0.012 (3) | 0.002 (2) |
C2A | 0.030 (3) | 0.026 (3) | 0.033 (3) | 0.005 (2) | 0.010 (3) | 0.007 (2) |
C3A | 0.033 (4) | 0.053 (4) | 0.035 (3) | 0.011 (3) | 0.017 (3) | 0.017 (3) |
C4A | 0.033 (4) | 0.069 (5) | 0.034 (3) | 0.010 (3) | 0.011 (3) | 0.024 (3) |
C5A | 0.026 (3) | 0.067 (5) | 0.040 (3) | 0.010 (3) | 0.014 (3) | 0.021 (3) |
C6A | 0.029 (3) | 0.047 (4) | 0.035 (3) | 0.012 (3) | 0.019 (3) | 0.014 (3) |
C7A | 0.026 (3) | 0.046 (4) | 0.037 (3) | 0.010 (3) | 0.017 (3) | 0.014 (3) |
C8A | 0.028 (3) | 0.055 (4) | 0.029 (3) | 0.004 (3) | 0.020 (3) | 0.008 (3) |
C9A | 0.026 (3) | 0.041 (3) | 0.024 (3) | −0.002 (3) | 0.015 (2) | 0.001 (2) |
C10A | 0.021 (3) | 0.044 (4) | 0.028 (3) | −0.001 (3) | 0.015 (2) | 0.001 (2) |
C11A | 0.028 (3) | 0.044 (4) | 0.037 (3) | −0.007 (3) | 0.018 (3) | 0.000 (3) |
C12A | 0.029 (3) | 0.059 (5) | 0.038 (3) | −0.012 (3) | 0.019 (3) | −0.004 (3) |
C13A | 0.023 (3) | 0.069 (5) | 0.028 (3) | 0.001 (3) | 0.014 (3) | 0.005 (3) |
C14A | 0.028 (3) | 0.033 (3) | 0.027 (3) | −0.005 (2) | 0.013 (3) | 0.002 (2) |
C15A | 0.035 (3) | 0.025 (3) | 0.026 (3) | 0.001 (3) | 0.015 (3) | 0.003 (2) |
C16A | 0.026 (3) | 0.024 (3) | 0.024 (3) | −0.001 (2) | 0.008 (2) | −0.001 (2) |
C17A | 0.025 (3) | 0.026 (3) | 0.027 (3) | 0.003 (2) | 0.008 (2) | 0.004 (2) |
C18A | 0.027 (3) | 0.028 (3) | 0.037 (3) | 0.002 (2) | 0.015 (3) | 0.006 (2) |
C19A | 0.036 (3) | 0.028 (3) | 0.036 (3) | 0.007 (3) | 0.015 (3) | 0.005 (2) |
C20A | 0.037 (3) | 0.020 (3) | 0.030 (3) | −0.006 (2) | 0.014 (3) | 0.005 (2) |
C21A | 0.024 (3) | 0.025 (3) | 0.040 (3) | −0.005 (2) | 0.010 (3) | 0.003 (2) |
C22A | 0.019 (3) | 0.032 (3) | 0.031 (3) | −0.005 (2) | 0.013 (2) | −0.003 (2) |
C23A | 0.026 (3) | 0.031 (3) | 0.024 (3) | −0.009 (2) | 0.009 (2) | −0.002 (2) |
C24A | 0.022 (3) | 0.027 (3) | 0.031 (3) | −0.007 (2) | 0.008 (2) | 0.000 (2) |
C25A | 0.026 (3) | 0.041 (4) | 0.030 (3) | −0.010 (3) | 0.010 (3) | 0.002 (3) |
C26A | 0.037 (3) | 0.049 (4) | 0.033 (3) | −0.011 (3) | 0.022 (3) | −0.010 (3) |
C27A | 0.027 (3) | 0.033 (3) | 0.047 (3) | −0.002 (3) | 0.019 (3) | −0.004 (3) |
C28A | 0.032 (3) | 0.028 (3) | 0.039 (3) | −0.004 (3) | 0.011 (3) | 0.006 (3) |
O1B | 0.029 (2) | 0.032 (2) | 0.0276 (19) | −0.0010 (17) | 0.0089 (18) | 0.0013 (16) |
O2B | 0.029 (2) | 0.024 (2) | 0.0260 (18) | −0.0044 (16) | 0.0136 (17) | −0.0035 (15) |
O3B | 0.036 (2) | 0.039 (2) | 0.0308 (19) | −0.0080 (19) | 0.0197 (19) | −0.0060 (17) |
O4B | 0.035 (2) | 0.038 (2) | 0.0289 (19) | −0.0090 (19) | 0.0173 (18) | −0.0028 (17) |
C1B | 0.021 (3) | 0.031 (3) | 0.025 (3) | −0.002 (2) | 0.012 (2) | −0.004 (2) |
C2B | 0.029 (3) | 0.021 (3) | 0.029 (3) | 0.004 (2) | 0.018 (3) | 0.004 (2) |
C3B | 0.025 (3) | 0.032 (3) | 0.028 (3) | 0.008 (3) | 0.012 (3) | 0.007 (2) |
C4B | 0.022 (3) | 0.039 (4) | 0.029 (3) | 0.003 (2) | 0.010 (2) | −0.003 (2) |
C5B | 0.026 (3) | 0.031 (3) | 0.032 (3) | 0.002 (2) | 0.015 (3) | −0.001 (2) |
C6B | 0.022 (3) | 0.026 (3) | 0.029 (3) | −0.002 (2) | 0.016 (2) | −0.004 (2) |
C7B | 0.023 (3) | 0.028 (3) | 0.029 (3) | −0.006 (2) | 0.014 (2) | −0.003 (2) |
C8B | 0.030 (3) | 0.030 (3) | 0.024 (3) | −0.002 (2) | 0.015 (2) | 0.005 (2) |
C9B | 0.021 (3) | 0.025 (3) | 0.022 (2) | 0.000 (2) | 0.010 (2) | 0.004 (2) |
C10B | 0.030 (3) | 0.027 (3) | 0.031 (3) | −0.004 (2) | 0.018 (3) | 0.000 (2) |
C11B | 0.032 (3) | 0.030 (3) | 0.029 (3) | 0.009 (3) | 0.017 (3) | 0.007 (2) |
C12B | 0.046 (4) | 0.020 (3) | 0.028 (3) | −0.005 (3) | 0.019 (3) | −0.003 (2) |
C13B | 0.028 (3) | 0.028 (3) | 0.032 (3) | −0.006 (2) | 0.014 (3) | 0.000 (2) |
C14B | 0.030 (3) | 0.030 (3) | 0.038 (3) | 0.007 (3) | 0.017 (3) | 0.007 (2) |
C15B | 0.030 (3) | 0.037 (3) | 0.038 (3) | 0.002 (3) | 0.019 (3) | 0.005 (3) |
C16B | 0.020 (3) | 0.038 (3) | 0.032 (3) | −0.001 (2) | 0.014 (2) | −0.001 (2) |
C17B | 0.029 (3) | 0.035 (3) | 0.036 (3) | −0.005 (3) | 0.015 (3) | 0.001 (3) |
C18B | 0.035 (3) | 0.043 (4) | 0.043 (3) | 0.004 (3) | 0.026 (3) | 0.005 (3) |
C19B | 0.046 (4) | 0.039 (4) | 0.055 (4) | 0.003 (3) | 0.034 (3) | −0.001 (3) |
C20B | 0.037 (4) | 0.039 (4) | 0.053 (4) | 0.003 (3) | 0.027 (3) | 0.001 (3) |
C21B | 0.035 (3) | 0.030 (3) | 0.033 (3) | −0.004 (3) | 0.018 (3) | −0.001 (2) |
C22B | 0.039 (3) | 0.020 (3) | 0.031 (3) | −0.007 (2) | 0.018 (3) | −0.005 (2) |
C23B | 0.035 (3) | 0.021 (3) | 0.022 (2) | −0.011 (2) | 0.014 (2) | 0.000 (2) |
C24B | 0.031 (3) | 0.022 (3) | 0.030 (3) | 0.000 (2) | 0.014 (3) | 0.003 (2) |
C25B | 0.041 (4) | 0.030 (3) | 0.028 (3) | −0.004 (3) | 0.014 (3) | −0.002 (2) |
C26B | 0.049 (4) | 0.029 (3) | 0.033 (3) | −0.009 (3) | 0.025 (3) | −0.006 (2) |
C27B | 0.036 (3) | 0.027 (3) | 0.036 (3) | −0.005 (3) | 0.020 (3) | −0.004 (2) |
C28B | 0.035 (3) | 0.029 (3) | 0.032 (3) | 0.000 (3) | 0.019 (3) | 0.004 (2) |
O1C | 0.026 (2) | 0.037 (2) | 0.0227 (17) | −0.0046 (17) | 0.0099 (16) | −0.0037 (16) |
O2C | 0.024 (2) | 0.037 (2) | 0.0214 (17) | −0.0022 (17) | 0.0098 (16) | −0.0006 (15) |
O3C | 0.036 (2) | 0.034 (2) | 0.040 (2) | −0.0032 (18) | 0.021 (2) | −0.0038 (18) |
O4C | 0.035 (2) | 0.048 (3) | 0.033 (2) | 0.006 (2) | 0.0212 (19) | 0.0048 (18) |
C1C | 0.031 (3) | 0.035 (3) | 0.026 (3) | −0.003 (3) | 0.016 (3) | −0.002 (2) |
C2C | 0.023 (3) | 0.033 (3) | 0.026 (3) | −0.003 (2) | 0.011 (2) | −0.004 (2) |
C3C | 0.037 (3) | 0.027 (3) | 0.023 (2) | −0.006 (2) | 0.017 (3) | 0.000 (2) |
C4C | 0.052 (4) | 0.026 (3) | 0.034 (3) | −0.003 (3) | 0.022 (3) | −0.003 (2) |
C5C | 0.053 (4) | 0.033 (3) | 0.030 (3) | −0.008 (3) | 0.022 (3) | −0.005 (3) |
C6C | 0.039 (4) | 0.040 (4) | 0.025 (3) | −0.010 (3) | 0.016 (3) | −0.005 (3) |
C7C | 0.053 (4) | 0.030 (3) | 0.031 (3) | −0.003 (3) | 0.024 (3) | 0.004 (2) |
C8C | 0.036 (3) | 0.039 (4) | 0.019 (2) | 0.000 (3) | 0.011 (3) | 0.000 (2) |
C9C | 0.026 (3) | 0.036 (3) | 0.022 (2) | 0.005 (2) | 0.013 (2) | 0.004 (2) |
C10C | 0.024 (3) | 0.053 (4) | 0.018 (2) | 0.004 (3) | 0.008 (2) | 0.003 (2) |
C11C | 0.026 (3) | 0.061 (4) | 0.026 (3) | −0.002 (3) | 0.012 (3) | 0.003 (3) |
C12C | 0.032 (4) | 0.077 (5) | 0.028 (3) | 0.017 (3) | 0.016 (3) | 0.012 (3) |
C13C | 0.046 (4) | 0.048 (4) | 0.027 (3) | 0.017 (3) | 0.019 (3) | 0.007 (3) |
C14C | 0.028 (3) | 0.051 (4) | 0.031 (3) | −0.016 (3) | 0.014 (3) | −0.013 (3) |
C15C | 0.033 (3) | 0.037 (3) | 0.020 (2) | −0.012 (3) | 0.011 (2) | −0.010 (2) |
C16C | 0.042 (4) | 0.027 (3) | 0.031 (3) | −0.014 (3) | 0.023 (3) | −0.010 (2) |
C17C | 0.040 (4) | 0.025 (3) | 0.040 (3) | −0.008 (3) | 0.023 (3) | −0.012 (3) |
C18C | 0.065 (5) | 0.036 (4) | 0.039 (3) | −0.015 (3) | 0.032 (4) | −0.008 (3) |
C19C | 0.050 (4) | 0.048 (4) | 0.031 (3) | −0.029 (3) | 0.021 (3) | −0.014 (3) |
C20C | 0.029 (3) | 0.058 (4) | 0.035 (3) | −0.014 (3) | 0.015 (3) | −0.007 (3) |
C21C | 0.054 (4) | 0.029 (3) | 0.043 (3) | 0.011 (3) | 0.026 (3) | 0.006 (3) |
C22C | 0.035 (3) | 0.030 (3) | 0.036 (3) | 0.011 (3) | 0.017 (3) | 0.006 (3) |
C23C | 0.026 (3) | 0.043 (4) | 0.030 (3) | 0.013 (3) | 0.014 (3) | 0.007 (3) |
C24C | 0.018 (3) | 0.042 (4) | 0.028 (3) | 0.007 (2) | 0.007 (2) | 0.002 (2) |
C25C | 0.020 (3) | 0.048 (4) | 0.031 (3) | 0.009 (3) | 0.011 (2) | 0.006 (3) |
C26C | 0.030 (3) | 0.042 (4) | 0.040 (3) | 0.006 (3) | 0.018 (3) | 0.009 (3) |
C27C | 0.041 (4) | 0.035 (3) | 0.034 (3) | 0.005 (3) | 0.020 (3) | 0.006 (3) |
C28C | 0.025 (3) | 0.045 (4) | 0.024 (3) | −0.001 (3) | 0.008 (2) | −0.001 (2) |
N1 | 0.037 (3) | 0.036 (3) | 0.030 (2) | 0.002 (2) | 0.020 (2) | 0.001 (2) |
N2 | 0.021 (2) | 0.033 (3) | 0.023 (2) | −0.002 (2) | 0.008 (2) | 0.0009 (19) |
N3 | 0.034 (3) | 0.054 (3) | 0.028 (2) | −0.011 (2) | 0.018 (2) | −0.010 (2) |
C1 | 0.031 (3) | 0.048 (4) | 0.034 (3) | −0.006 (3) | 0.013 (3) | −0.010 (3) |
C2 | 0.048 (4) | 0.061 (5) | 0.050 (4) | −0.012 (4) | 0.025 (4) | −0.011 (3) |
C3 | 0.042 (4) | 0.041 (4) | 0.039 (3) | −0.002 (3) | 0.025 (3) | 0.002 (3) |
C4 | 0.045 (4) | 0.067 (5) | 0.054 (4) | −0.010 (4) | 0.031 (4) | −0.009 (4) |
C5 | 0.042 (4) | 0.039 (4) | 0.036 (3) | 0.005 (3) | 0.017 (3) | −0.001 (3) |
C6 | 0.069 (5) | 0.046 (4) | 0.044 (4) | 0.007 (4) | 0.033 (4) | 0.001 (3) |
C7 | 0.024 (3) | 0.053 (4) | 0.027 (3) | −0.006 (3) | 0.013 (2) | 0.001 (3) |
C8 | 0.027 (3) | 0.091 (6) | 0.030 (3) | −0.007 (3) | 0.011 (3) | −0.008 (3) |
C9 | 0.042 (4) | 0.033 (3) | 0.040 (3) | −0.002 (3) | 0.025 (3) | 0.006 (3) |
C10 | 0.051 (4) | 0.038 (4) | 0.047 (4) | 0.006 (3) | 0.024 (3) | 0.004 (3) |
C11 | 0.032 (3) | 0.033 (3) | 0.030 (3) | 0.000 (3) | 0.018 (3) | −0.002 (2) |
C12 | 0.048 (4) | 0.037 (4) | 0.035 (3) | −0.012 (3) | 0.018 (3) | −0.001 (3) |
C13 | 0.037 (4) | 0.081 (6) | 0.052 (4) | 0.016 (4) | 0.022 (3) | 0.024 (4) |
C14 | 0.081 (6) | 0.067 (5) | 0.068 (5) | 0.007 (5) | 0.044 (5) | 0.006 (4) |
C15 | 0.069 (5) | 0.076 (6) | 0.047 (4) | −0.018 (4) | 0.026 (4) | −0.013 (4) |
C16 | 0.075 (5) | 0.042 (4) | 0.063 (4) | −0.023 (4) | 0.045 (4) | −0.022 (3) |
C17 | 0.037 (4) | 0.032 (3) | 0.057 (4) | 0.001 (3) | 0.024 (3) | 0.007 (3) |
C18 | 0.045 (4) | 0.049 (4) | 0.054 (4) | −0.007 (3) | 0.031 (3) | −0.020 (3) |
N4 | 0.097 (5) | 0.060 (4) | 0.078 (4) | −0.019 (3) | 0.057 (4) | −0.016 (3) |
C19 | 0.082 (4) | 0.073 (4) | 0.070 (4) | −0.012 (4) | 0.053 (4) | 0.000 (3) |
C20 | 0.095 (5) | 0.117 (6) | 0.080 (5) | 0.004 (5) | 0.056 (4) | 0.012 (4) |
O1A—C1A | 1.364 (6) | O4C—H4C | 0.8737 |
O1A—H1A | 0.8182 | C1C—C2C | 1.394 (7) |
O2A—C9A | 1.351 (6) | C1C—C6C | 1.402 (7) |
O3A—C16A | 1.380 (6) | C1C—C28C | 1.524 (8) |
O3A—H3A | 0.9290 | C2C—C3C | 1.393 (8) |
O4A—C23A | 1.380 (6) | C3C—C4C | 1.386 (7) |
O4A—H4A | 0.8945 | C3C—C7C | 1.522 (7) |
C1A—C6A | 1.397 (8) | C4C—C5C | 1.401 (8) |
C1A—C2A | 1.403 (7) | C4C—H4H | 0.9300 |
C2A—C3A | 1.379 (8) | C5C—C6C | 1.380 (8) |
C2A—C28A | 1.520 (8) | C5C—H5H | 0.9300 |
C3A—C4A | 1.382 (9) | C6C—H6H | 0.9300 |
C3A—H3D | 0.9300 | C7C—C8C | 1.507 (8) |
C4A—C5A | 1.391 (8) | C7C—H7H | 0.9700 |
C4A—H4D | 0.9300 | C7C—H7I | 0.9700 |
C5A—C6A | 1.408 (8) | C8C—C13C | 1.387 (8) |
C5A—H5D | 0.9300 | C8C—C9C | 1.427 (8) |
C6A—C7A | 1.523 (7) | C9C—C10C | 1.394 (8) |
C7A—C8A | 1.512 (8) | C10C—C11C | 1.389 (8) |
C7A—H7D | 0.9700 | C10C—C14C | 1.515 (8) |
C7A—H7E | 0.9700 | C11C—C12C | 1.399 (9) |
C8A—C13A | 1.405 (8) | C11C—H11H | 0.9300 |
C8A—C9A | 1.414 (8) | C12C—C13C | 1.372 (9) |
C9A—C10A | 1.404 (8) | C12C—H12H | 0.9300 |
C10A—C11A | 1.385 (8) | C13C—H13H | 0.9300 |
C10A—C14A | 1.524 (7) | C14C—C15C | 1.510 (8) |
C11A—C12A | 1.389 (9) | C14C—H14H | 0.9700 |
C11A—H11D | 0.9300 | C14C—H14I | 0.9700 |
C12A—C13A | 1.363 (9) | C15C—C20C | 1.404 (7) |
C12A—H12D | 0.9300 | C15C—C16C | 1.409 (8) |
C13A—H13D | 0.9300 | C16C—C17C | 1.411 (8) |
C14A—C15A | 1.524 (7) | C17C—C18C | 1.415 (8) |
C14A—H14D | 0.9700 | C17C—C21C | 1.506 (8) |
C14A—H14E | 0.9700 | C18C—C19C | 1.372 (9) |
C15A—C16A | 1.394 (7) | C18C—H18H | 0.9300 |
C15A—C20A | 1.397 (7) | C19C—C20C | 1.380 (9) |
C16A—C17A | 1.405 (7) | C19C—H19H | 0.9300 |
C17A—C18A | 1.387 (7) | C20C—H20H | 0.9300 |
C17A—C21A | 1.510 (7) | C21C—C22C | 1.527 (8) |
C18A—C19A | 1.387 (8) | C21C—H21H | 0.9700 |
C18A—H18D | 0.9300 | C21C—H21I | 0.9700 |
C19A—C20A | 1.375 (8) | C22C—C27C | 1.398 (7) |
C19A—H19D | 0.9300 | C22C—C23C | 1.398 (8) |
C20A—H20D | 0.9300 | C23C—C24C | 1.403 (8) |
C21A—C22A | 1.509 (7) | C24C—C25C | 1.399 (7) |
C21A—H21D | 0.9700 | C24C—C28C | 1.518 (8) |
C21A—H21E | 0.9700 | C25C—C26C | 1.396 (8) |
C22A—C27A | 1.396 (7) | C25C—H25H | 0.9300 |
C22A—C23A | 1.399 (7) | C26C—C27C | 1.388 (8) |
C23A—C24A | 1.406 (7) | C26C—H26H | 0.9300 |
C24A—C25A | 1.403 (8) | C27C—H27H | 0.9300 |
C24A—C28A | 1.512 (8) | C28C—H28H | 0.9700 |
C25A—C26A | 1.364 (8) | C28C—H28I | 0.9700 |
C25A—H25D | 0.9300 | N1—C1 | 1.490 (7) |
C26A—C27A | 1.383 (8) | N1—C5 | 1.494 (7) |
C26A—H26D | 0.9300 | N1—C3 | 1.522 (7) |
C27A—H27D | 0.9300 | N1—H1 | 0.9262 |
C28A—H28D | 0.9700 | N2—C7 | 1.491 (7) |
C28A—H28E | 0.9700 | N2—C9 | 1.499 (6) |
O1B—C1B | 1.360 (6) | N2—C11 | 1.510 (7) |
O1B—H1B | 0.8145 | N2—H2 | 0.9881 |
O2B—C9B | 1.347 (6) | N3—C17 | 1.500 (8) |
O3B—C16B | 1.367 (6) | N3—C15 | 1.509 (8) |
O3B—H3B | 0.9604 | N3—C13 | 1.633 (9) |
O4B—C23B | 1.392 (6) | N3—H3 | 0.9556 |
O4B—H4B | 0.9194 | C1—C2 | 1.530 (8) |
C1B—C2B | 1.393 (7) | C1—H1J | 0.9700 |
C1B—C6B | 1.406 (7) | C1—H1K | 0.9700 |
C2B—C3B | 1.391 (7) | C2—H2J | 0.9600 |
C2B—C28B | 1.522 (7) | C2—H2K | 0.9600 |
C3B—C4B | 1.399 (8) | C2—H2L | 0.9600 |
C3B—H3F | 0.9300 | C3—C4 | 1.530 (9) |
C4B—C5B | 1.396 (7) | C3—H3J | 0.9700 |
C4B—H4F | 0.9300 | C3—H3K | 0.9700 |
C5B—C6B | 1.395 (7) | C4—H4J | 0.9600 |
C5B—H5F | 0.9300 | C4—H4K | 0.9600 |
C6B—C7B | 1.525 (7) | C4—H4L | 0.9600 |
C7B—C8B | 1.504 (7) | C5—C6 | 1.516 (8) |
C7B—H7F | 0.9700 | C5—H5J | 0.9700 |
C7B—H7G | 0.9700 | C5—H5K | 0.9700 |
C8B—C13B | 1.395 (7) | C6—H6J | 0.9600 |
C8B—C9B | 1.424 (7) | C6—H6K | 0.9600 |
C9B—C10B | 1.414 (7) | C6—H6L | 0.9600 |
C10B—C11B | 1.397 (8) | C7—C8 | 1.516 (7) |
C10B—C14B | 1.518 (7) | C7—H7J | 0.9700 |
C11B—C12B | 1.365 (8) | C7—H7K | 0.9700 |
C11B—H11F | 0.9300 | C8—H8J | 0.9600 |
C12B—C13B | 1.395 (8) | C8—H8K | 0.9600 |
C12B—H12F | 0.9300 | C8—H8L | 0.9600 |
C13B—H13F | 0.9300 | C9—C10 | 1.520 (8) |
C14B—C15B | 1.526 (7) | C9—H9J | 0.9700 |
C14B—H14F | 0.9700 | C9—H9K | 0.9700 |
C14B—H14G | 0.9700 | C10—H10J | 0.9600 |
C15B—C20B | 1.400 (8) | C10—H10K | 0.9600 |
C15B—C16B | 1.405 (8) | C10—H10L | 0.9600 |
C16B—C17B | 1.408 (7) | C11—C12 | 1.531 (7) |
C17B—C18B | 1.385 (8) | C11—H11J | 0.9700 |
C17B—C21B | 1.525 (8) | C11—H11K | 0.9700 |
C18B—C19B | 1.381 (8) | C12—H12J | 0.9600 |
C18B—H18F | 0.9300 | C12—H12K | 0.9600 |
C19B—C20B | 1.399 (8) | C12—H12L | 0.9600 |
C19B—H19F | 0.9300 | C13—C14 | 1.509 (10) |
C20B—H20F | 0.9300 | C13—H13J | 0.9700 |
C21B—C22B | 1.518 (8) | C13—H13K | 0.9700 |
C21B—H21F | 0.9700 | C14—H14J | 0.9600 |
C21B—H21G | 0.9700 | C14—H14K | 0.9600 |
C22B—C27B | 1.381 (7) | C14—H14L | 0.9600 |
C22B—C23B | 1.385 (7) | C15—C16 | 1.441 (9) |
C23B—C24B | 1.400 (8) | C15—H15J | 0.9700 |
C24B—C25B | 1.389 (7) | C15—H15K | 0.9700 |
C24B—C28B | 1.523 (7) | C16—H16J | 0.9600 |
C25B—C26B | 1.383 (8) | C16—H16K | 0.9600 |
C25B—H25F | 0.9300 | C16—H16L | 0.9600 |
C26B—C27B | 1.367 (8) | C17—C18 | 1.497 (8) |
C26B—H26F | 0.9300 | C17—H17J | 0.9700 |
C27B—H27F | 0.9300 | C17—H17K | 0.9700 |
C28B—H28F | 0.9700 | C18—H18J | 0.9600 |
C28B—H28G | 0.9700 | C18—H18K | 0.9600 |
O1C—C2C | 1.376 (6) | C18—H18L | 0.9600 |
O1C—H1C | 0.8158 | N4—C19 | 1.129 (9) |
O2C—C9C | 1.354 (6) | C19—C20 | 1.451 (10) |
O3C—C16C | 1.359 (6) | C20—H20J | 0.9600 |
O3C—H3C | 0.8636 | C20—H20K | 0.9600 |
O4C—C23C | 1.372 (6) | C20—H20L | 0.9600 |
C1A—O1A—H1A | 108.5 | C4C—C5C—H5H | 120.2 |
C16A—O3A—H3A | 100.0 | C5C—C6C—C1C | 120.8 (5) |
C23A—O4A—H4A | 113.6 | C5C—C6C—H6H | 119.6 |
O1A—C1A—C6A | 121.5 (5) | C1C—C6C—H6H | 119.6 |
O1A—C1A—C2A | 117.6 (5) | C8C—C7C—C3C | 114.1 (4) |
C6A—C1A—C2A | 120.8 (5) | C8C—C7C—H7H | 108.7 |
C3A—C2A—C1A | 119.3 (5) | C3C—C7C—H7H | 108.7 |
C3A—C2A—C28A | 120.7 (5) | C8C—C7C—H7I | 108.7 |
C1A—C2A—C28A | 119.9 (5) | C3C—C7C—H7I | 108.7 |
C2A—C3A—C4A | 121.3 (5) | H7H—C7C—H7I | 107.6 |
C2A—C3A—H3D | 119.4 | C13C—C8C—C9C | 118.2 (5) |
C4A—C3A—H3D | 119.4 | C13C—C8C—C7C | 120.8 (5) |
C3A—C4A—C5A | 119.4 (5) | C9C—C8C—C7C | 120.9 (5) |
C3A—C4A—H4D | 120.3 | O2C—C9C—C10C | 120.8 (5) |
C5A—C4A—H4D | 120.3 | O2C—C9C—C8C | 118.7 (5) |
C4A—C5A—C6A | 121.0 (6) | C10C—C9C—C8C | 120.5 (5) |
C4A—C5A—H5D | 119.5 | C11C—C10C—C9C | 118.8 (5) |
C6A—C5A—H5D | 119.5 | C11C—C10C—C14C | 120.6 (5) |
C1A—C6A—C5A | 118.2 (5) | C9C—C10C—C14C | 120.6 (5) |
C1A—C6A—C7A | 121.6 (5) | C10C—C11C—C12C | 121.3 (6) |
C5A—C6A—C7A | 120.2 (5) | C10C—C11C—H11H | 119.4 |
C8A—C7A—C6A | 114.4 (4) | C12C—C11C—H11H | 119.4 |
C8A—C7A—H7D | 108.6 | C13C—C12C—C11C | 119.3 (6) |
C6A—C7A—H7D | 108.6 | C13C—C12C—H12H | 120.4 |
C8A—C7A—H7E | 108.6 | C11C—C12C—H12H | 120.4 |
C6A—C7A—H7E | 108.6 | C12C—C13C—C8C | 121.8 (6) |
H7D—C7A—H7E | 107.6 | C12C—C13C—H13H | 119.1 |
C13A—C8A—C9A | 118.5 (6) | C8C—C13C—H13H | 119.1 |
C13A—C8A—C7A | 120.8 (5) | C15C—C14C—C10C | 115.3 (4) |
C9A—C8A—C7A | 120.6 (5) | C15C—C14C—H14H | 108.4 |
O2A—C9A—C10A | 120.8 (5) | C10C—C14C—H14H | 108.4 |
O2A—C9A—C8A | 119.5 (5) | C15C—C14C—H14I | 108.4 |
C10A—C9A—C8A | 119.8 (5) | C10C—C14C—H14I | 108.4 |
C11A—C10A—C9A | 119.3 (5) | H14H—C14C—H14I | 107.5 |
C11A—C10A—C14A | 120.7 (5) | C20C—C15C—C16C | 118.4 (5) |
C9A—C10A—C14A | 120.0 (5) | C20C—C15C—C14C | 119.6 (5) |
C10A—C11A—C12A | 121.3 (6) | C16C—C15C—C14C | 122.0 (5) |
C10A—C11A—H11D | 119.4 | O3C—C16C—C15C | 121.4 (5) |
C12A—C11A—H11D | 119.4 | O3C—C16C—C17C | 117.1 (5) |
C13A—C12A—C11A | 119.7 (6) | C15C—C16C—C17C | 121.4 (5) |
C13A—C12A—H12D | 120.2 | C16C—C17C—C18C | 117.2 (6) |
C11A—C12A—H12D | 120.2 | C16C—C17C—C21C | 121.6 (5) |
C12A—C13A—C8A | 121.4 (6) | C18C—C17C—C21C | 121.1 (5) |
C12A—C13A—H13D | 119.3 | C19C—C18C—C17C | 121.8 (6) |
C8A—C13A—H13D | 119.3 | C19C—C18C—H18H | 119.1 |
C10A—C14A—C15A | 115.6 (4) | C17C—C18C—H18H | 119.1 |
C10A—C14A—H14D | 108.4 | C18C—C19C—C20C | 120.2 (6) |
C15A—C14A—H14D | 108.4 | C18C—C19C—H19H | 119.9 |
C10A—C14A—H14E | 108.4 | C20C—C19C—H19H | 119.9 |
C15A—C14A—H14E | 108.4 | C19C—C20C—C15C | 121.0 (6) |
H14D—C14A—H14E | 107.4 | C19C—C20C—H20H | 119.5 |
C16A—C15A—C20A | 117.4 (5) | C15C—C20C—H20H | 119.5 |
C16A—C15A—C14A | 122.4 (5) | C17C—C21C—C22C | 110.1 (4) |
C20A—C15A—C14A | 120.1 (5) | C17C—C21C—H21H | 109.6 |
O3A—C16A—C15A | 121.4 (5) | C22C—C21C—H21H | 109.6 |
O3A—C16A—C17A | 116.2 (4) | C17C—C21C—H21I | 109.6 |
C15A—C16A—C17A | 122.3 (5) | C22C—C21C—H21I | 109.6 |
C18A—C17A—C16A | 117.2 (5) | H21H—C21C—H21I | 108.2 |
C18A—C17A—C21A | 121.8 (5) | C27C—C22C—C23C | 118.6 (5) |
C16A—C17A—C21A | 120.8 (5) | C27C—C22C—C21C | 120.0 (5) |
C17A—C18A—C19A | 122.3 (5) | C23C—C22C—C21C | 121.0 (5) |
C17A—C18A—H18D | 118.8 | O4C—C23C—C22C | 118.1 (5) |
C19A—C18A—H18D | 118.8 | O4C—C23C—C24C | 120.3 (5) |
C20A—C19A—C18A | 118.7 (5) | C22C—C23C—C24C | 121.6 (5) |
C20A—C19A—H19D | 120.7 | C25C—C24C—C23C | 118.3 (5) |
C18A—C19A—H19D | 120.7 | C25C—C24C—C28C | 119.6 (5) |
C19A—C20A—C15A | 122.1 (5) | C23C—C24C—C28C | 122.1 (5) |
C19A—C20A—H20D | 119.0 | C26C—C25C—C24C | 120.6 (5) |
C15A—C20A—H20D | 119.0 | C26C—C25C—H25H | 119.7 |
C22A—C21A—C17A | 110.4 (4) | C24C—C25C—H25H | 119.7 |
C22A—C21A—H21D | 109.6 | C27C—C26C—C25C | 120.1 (5) |
C17A—C21A—H21D | 109.6 | C27C—C26C—H26H | 120.0 |
C22A—C21A—H21E | 109.6 | C25C—C26C—H26H | 120.0 |
C17A—C21A—H21E | 109.6 | C26C—C27C—C22C | 120.6 (6) |
H21D—C21A—H21E | 108.1 | C26C—C27C—H27H | 119.7 |
C27A—C22A—C23A | 117.7 (5) | C22C—C27C—H27H | 119.7 |
C27A—C22A—C21A | 120.4 (5) | C24C—C28C—C1C | 114.4 (5) |
C23A—C22A—C21A | 121.9 (5) | C24C—C28C—H28H | 108.7 |
O4A—C23A—C22A | 119.6 (5) | C1C—C28C—H28H | 108.7 |
O4A—C23A—C24A | 118.7 (5) | C24C—C28C—H28I | 108.7 |
C22A—C23A—C24A | 121.6 (5) | C1C—C28C—H28I | 108.7 |
C25A—C24A—C23A | 117.6 (5) | H28H—C28C—H28I | 107.6 |
C25A—C24A—C28A | 120.5 (5) | C1—N1—C5 | 115.0 (5) |
C23A—C24A—C28A | 121.8 (5) | C1—N1—C3 | 110.1 (4) |
C26A—C25A—C24A | 121.5 (5) | C5—N1—C3 | 113.3 (4) |
C26A—C25A—H25D | 119.2 | C1—N1—H1 | 107.4 |
C24A—C25A—H25D | 119.2 | C5—N1—H1 | 111.4 |
C25A—C26A—C27A | 119.8 (5) | C3—N1—H1 | 98.3 |
C25A—C26A—H26D | 120.1 | C7—N2—C9 | 114.1 (4) |
C27A—C26A—H26D | 120.1 | C7—N2—C11 | 113.9 (4) |
C26A—C27A—C22A | 121.5 (5) | C9—N2—C11 | 109.3 (4) |
C26A—C27A—H27D | 119.2 | C7—N2—H2 | 109.4 |
C22A—C27A—H27D | 119.2 | C9—N2—H2 | 103.5 |
C24A—C28A—C2A | 112.1 (5) | C11—N2—H2 | 105.8 |
C24A—C28A—H28D | 109.2 | C17—N3—C15 | 117.8 (5) |
C2A—C28A—H28D | 109.2 | C17—N3—C13 | 109.4 (5) |
C24A—C28A—H28E | 109.2 | C15—N3—C13 | 109.1 (5) |
C2A—C28A—H28E | 109.2 | C17—N3—H3 | 101.8 |
H28D—C28A—H28E | 107.9 | C15—N3—H3 | 107.3 |
C1B—O1B—H1B | 114.4 | C13—N3—H3 | 111.2 |
C16B—O3B—H3B | 117.3 | N1—C1—C2 | 113.3 (5) |
C23B—O4B—H4B | 105.2 | N1—C1—H1J | 108.9 |
O1B—C1B—C2B | 117.6 (5) | C2—C1—H1J | 108.9 |
O1B—C1B—C6B | 121.2 (4) | N1—C1—H1K | 108.9 |
C2B—C1B—C6B | 121.2 (5) | C2—C1—H1K | 108.9 |
C3B—C2B—C1B | 119.1 (5) | H1J—C1—H1K | 107.7 |
C3B—C2B—C28B | 119.9 (5) | C1—C2—H2J | 109.5 |
C1B—C2B—C28B | 121.0 (5) | C1—C2—H2K | 109.5 |
C2B—C3B—C4B | 121.4 (5) | H2J—C2—H2K | 109.5 |
C2B—C3B—H3F | 119.3 | C1—C2—H2L | 109.5 |
C4B—C3B—H3F | 119.3 | H2J—C2—H2L | 109.5 |
C5B—C4B—C3B | 118.1 (5) | H2K—C2—H2L | 109.5 |
C5B—C4B—H4F | 121.0 | N1—C3—C4 | 112.7 (5) |
C3B—C4B—H4F | 121.0 | N1—C3—H3J | 109.1 |
C6B—C5B—C4B | 122.3 (5) | C4—C3—H3J | 109.1 |
C6B—C5B—H5F | 118.9 | N1—C3—H3K | 109.1 |
C4B—C5B—H5F | 118.9 | C4—C3—H3K | 109.1 |
C5B—C6B—C1B | 117.9 (5) | H3J—C3—H3K | 107.8 |
C5B—C6B—C7B | 120.4 (5) | C3—C4—H4J | 109.5 |
C1B—C6B—C7B | 121.7 (4) | C3—C4—H4K | 109.5 |
C8B—C7B—C6B | 114.2 (4) | H4J—C4—H4K | 109.5 |
C8B—C7B—H7F | 108.7 | C3—C4—H4L | 109.5 |
C6B—C7B—H7F | 108.7 | H4J—C4—H4L | 109.5 |
C8B—C7B—H7G | 108.7 | H4K—C4—H4L | 109.5 |
C6B—C7B—H7G | 108.7 | N1—C5—C6 | 114.6 (5) |
H7F—C7B—H7G | 107.6 | N1—C5—H5J | 108.6 |
C13B—C8B—C9B | 119.4 (5) | C6—C5—H5J | 108.6 |
C13B—C8B—C7B | 120.4 (5) | N1—C5—H5K | 108.6 |
C9B—C8B—C7B | 120.2 (5) | C6—C5—H5K | 108.6 |
O2B—C9B—C10B | 121.5 (4) | H5J—C5—H5K | 107.6 |
O2B—C9B—C8B | 119.4 (5) | C5—C6—H6J | 109.5 |
C10B—C9B—C8B | 119.1 (5) | C5—C6—H6K | 109.5 |
C11B—C10B—C9B | 119.0 (5) | H6J—C6—H6K | 109.5 |
C11B—C10B—C14B | 120.2 (5) | C5—C6—H6L | 109.5 |
C9B—C10B—C14B | 120.7 (5) | H6J—C6—H6L | 109.5 |
C12B—C11B—C10B | 122.0 (5) | H6K—C6—H6L | 109.5 |
C12B—C11B—H11F | 119.0 | N2—C7—C8 | 115.2 (4) |
C10B—C11B—H11F | 119.0 | N2—C7—H7J | 108.5 |
C11B—C12B—C13B | 119.7 (5) | C8—C7—H7J | 108.5 |
C11B—C12B—H12F | 120.1 | N2—C7—H7K | 108.5 |
C13B—C12B—H12F | 120.1 | C8—C7—H7K | 108.5 |
C8B—C13B—C12B | 120.7 (5) | H7J—C7—H7K | 107.5 |
C8B—C13B—H13F | 119.6 | C7—C8—H8J | 109.5 |
C12B—C13B—H13F | 119.6 | C7—C8—H8K | 109.5 |
C10B—C14B—C15B | 115.2 (5) | H8J—C8—H8K | 109.5 |
C10B—C14B—H14F | 108.5 | C7—C8—H8L | 109.5 |
C15B—C14B—H14F | 108.5 | H8J—C8—H8L | 109.5 |
C10B—C14B—H14G | 108.5 | H8K—C8—H8L | 109.5 |
C15B—C14B—H14G | 108.5 | N2—C9—C10 | 112.8 (4) |
H14F—C14B—H14G | 107.5 | N2—C9—H9J | 109.0 |
C20B—C15B—C16B | 119.0 (5) | C10—C9—H9J | 109.0 |
C20B—C15B—C14B | 119.3 (5) | N2—C9—H9K | 109.0 |
C16B—C15B—C14B | 121.7 (5) | C10—C9—H9K | 109.0 |
O3B—C16B—C15B | 121.2 (4) | H9J—C9—H9K | 107.8 |
O3B—C16B—C17B | 117.7 (5) | C9—C10—H10J | 109.5 |
C15B—C16B—C17B | 121.1 (5) | C9—C10—H10K | 109.5 |
C18B—C17B—C16B | 118.2 (5) | H10J—C10—H10K | 109.5 |
C18B—C17B—C21B | 121.2 (5) | C9—C10—H10L | 109.5 |
C16B—C17B—C21B | 120.5 (5) | H10J—C10—H10L | 109.5 |
C19B—C18B—C17B | 121.7 (5) | H10K—C10—H10L | 109.5 |
C19B—C18B—H18F | 119.1 | N2—C11—C12 | 112.8 (4) |
C17B—C18B—H18F | 119.1 | N2—C11—H11J | 109.0 |
C18B—C19B—C20B | 120.1 (5) | C12—C11—H11J | 109.0 |
C18B—C19B—H19F | 120.0 | N2—C11—H11K | 109.0 |
C20B—C19B—H19F | 120.0 | C12—C11—H11K | 109.0 |
C19B—C20B—C15B | 119.9 (6) | H11J—C11—H11K | 107.8 |
C19B—C20B—H20F | 120.1 | C11—C12—H12J | 109.5 |
C15B—C20B—H20F | 120.1 | C11—C12—H12K | 109.5 |
C22B—C21B—C17B | 110.7 (5) | H12J—C12—H12K | 109.5 |
C22B—C21B—H21F | 109.5 | C11—C12—H12L | 109.5 |
C17B—C21B—H21F | 109.5 | H12J—C12—H12L | 109.5 |
C22B—C21B—H21G | 109.5 | H12K—C12—H12L | 109.5 |
C17B—C21B—H21G | 109.5 | C14—C13—N3 | 109.2 (6) |
H21F—C21B—H21G | 108.1 | C14—C13—H13J | 109.8 |
C27B—C22B—C23B | 117.9 (5) | N3—C13—H13J | 109.8 |
C27B—C22B—C21B | 119.4 (5) | C14—C13—H13K | 109.8 |
C23B—C22B—C21B | 122.7 (4) | N3—C13—H13K | 109.8 |
C22B—C23B—O4B | 118.8 (5) | H13J—C13—H13K | 108.3 |
C22B—C23B—C24B | 121.6 (4) | C13—C14—H14J | 109.5 |
O4B—C23B—C24B | 119.6 (4) | C13—C14—H14K | 109.5 |
C25B—C24B—C23B | 117.5 (5) | H14J—C14—H14K | 109.5 |
C25B—C24B—C28B | 119.7 (5) | C13—C14—H14L | 109.5 |
C23B—C24B—C28B | 122.8 (4) | H14J—C14—H14L | 109.5 |
C26B—C25B—C24B | 121.8 (6) | H14K—C14—H14L | 109.5 |
C26B—C25B—H25F | 119.1 | C16—C15—N3 | 114.0 (6) |
C24B—C25B—H25F | 119.1 | C16—C15—H15J | 108.7 |
C27B—C26B—C25B | 118.5 (5) | N3—C15—H15J | 108.7 |
C27B—C26B—H26F | 120.7 | C16—C15—H15K | 108.7 |
C25B—C26B—H26F | 120.7 | N3—C15—H15K | 108.7 |
C26B—C27B—C22B | 122.4 (5) | H15J—C15—H15K | 107.6 |
C26B—C27B—H27F | 118.8 | C15—C16—H16J | 109.5 |
C22B—C27B—H27F | 118.8 | C15—C16—H16K | 109.5 |
C2B—C28B—C24B | 114.1 (4) | H16J—C16—H16K | 109.5 |
C2B—C28B—H28F | 108.7 | C15—C16—H16L | 109.5 |
C24B—C28B—H28F | 108.7 | H16J—C16—H16L | 109.5 |
C2B—C28B—H28G | 108.7 | H16K—C16—H16L | 109.5 |
C24B—C28B—H28G | 108.7 | C18—C17—N3 | 115.0 (5) |
H28F—C28B—H28G | 107.6 | C18—C17—H17J | 108.5 |
C2C—O1C—H1C | 113.9 | N3—C17—H17J | 108.5 |
C16C—O3C—H3C | 109.5 | C18—C17—H17K | 108.5 |
C23C—O4C—H4C | 107.7 | N3—C17—H17K | 108.5 |
C2C—C1C—C6C | 118.3 (5) | H17J—C17—H17K | 107.5 |
C2C—C1C—C28C | 121.7 (5) | C17—C18—H18J | 109.5 |
C6C—C1C—C28C | 119.9 (5) | C17—C18—H18K | 109.5 |
O1C—C2C—C3C | 120.9 (4) | H18J—C18—H18K | 109.5 |
O1C—C2C—C1C | 117.4 (5) | C17—C18—H18L | 109.5 |
C3C—C2C—C1C | 121.6 (5) | H18J—C18—H18L | 109.5 |
C4C—C3C—C2C | 118.8 (5) | H18K—C18—H18L | 109.5 |
C4C—C3C—C7C | 119.8 (5) | N4—C19—C20 | 178.5 (10) |
C2C—C3C—C7C | 121.5 (4) | C19—C20—H20J | 109.5 |
C3C—C4C—C5C | 120.7 (6) | C19—C20—H20K | 109.5 |
C3C—C4C—H4H | 119.7 | H20J—C20—H20K | 109.5 |
C5C—C4C—H4H | 119.7 | C19—C20—H20L | 109.5 |
C6C—C5C—C4C | 119.7 (5) | H20J—C20—H20L | 109.5 |
C6C—C5C—H5H | 120.2 | H20K—C20—H20L | 109.5 |
D—H···A | D—H | H···A | D···A | D—H···A |
O1A—H1A···O2A | 0.82 | 1.75 | 2.551 (5) | 165 |
O3A—H3A···O2A | 0.93 | 1.68 | 2.552 (5) | 155 |
O4A—H4A···O3A | 0.89 | 2.05 | 2.846 (5) | 148 |
N1—H1···O2A | 0.93 | 1.78 | 2.667 (5) | 160 |
O1B—H1B···O2B | 0.81 | 1.73 | 2.539 (5) | 176 |
O3B—H3B···O2B | 0.96 | 1.64 | 2.585 (5) | 168 |
O4B—H4B···O1B | 0.92 | 1.79 | 2.703 (5) | 169 |
N2—H2···O2B | 0.99 | 1.74 | 2.699 (5) | 161 |
O1C—H1C···O2C | 0.82 | 1.72 | 2.523 (5) | 170 |
O3C—H3C···O2C | 0.86 | 1.80 | 2.625 (5) | 158 |
O4C—H4C···O1C | 0.87 | 1.83 | 2.683 (5) | 164 |
N3—H3···O2C | 0.96 | 1.83 | 2.729 (5) | 155 |