Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803022980/ac6066sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803022980/ac6066Isup2.hkl |
CCDC reference: 226667
Data collection: COLLECT (Nonius 1998); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR92 (Altomare at al., 1994); program(s) used to refine structure: SHELXTL (Bruker 2001); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Na(C36H61O11)]·2H2O | F(000) = 1584 |
Mr = 728.87 | Dx = 1.241 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 73775 reflections |
a = 12.4768 (4) Å | θ = 1.0–27.5° |
b = 14.1024 (4) Å | µ = 0.10 mm−1 |
c = 22.1653 (7) Å | T = 180 K |
V = 3900.0 (2) Å3 | Block, colourless |
Z = 4 | 0.46 × 0.12 × 0.07 mm |
Nonius KappaCCD diffractometer | 4132 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.048 |
Thin–slice ω and φ scans | θmax = 27.5°, θmin = 3.5° |
Absorption correction: multi-scan (SORTAV; Blessing, 1995) | h = −16→16 |
Tmin = 0.937, Tmax = 0.984 | k = −12→18 |
14637 measured reflections | l = −28→28 |
4873 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)] = 0.062 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.168 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.12 | w = 1/[σ2(Fo2) + (0.0807P)2 + 2.259P] where P = (Fo2 + 2Fc2)/3 |
4873 reflections | (Δ/σ)max < 0.001 |
472 parameters | Δρmax = 0.69 e Å−3 |
16 restraints | Δρmin = −0.56 e Å−3 |
Experimental. A total of 3597 Friedel pairs have been merged before refinement. Flack (1983) parameter was found to be meaningless (the compound is a weak anomalous scatterer). This parameter was removed from the CIF listing. H-atoms bound to carbon were placed in calculated positions. H-atoms connected to O5 and O10 were located in difference Fourier maps and the corresponding O–H distances were restrained to be 0.84 (2) A. The H bound to O11 could also be directly located but in order to get the best hydrogen bond fitting to O2 it was instead placed in a calculated position using the HFIX 147 instruction. H-atoms from O12 and O13 water molecules were located in difference Fourier maps, and refined with the O—H and the H···H distances restrained in order to ensure a chemically reasonable geometry for these molecules. |
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 | ||
Na1 | 0.37446 (13) | 0.67912 (12) | 0.78266 (7) | 0.0361 (4) | |
O1 | 0.2401 (2) | 0.8772 (2) | 0.66451 (15) | 0.0438 (8) | |
O2 | 0.3039 (2) | 0.7590 (2) | 0.60858 (13) | 0.0335 (6) | |
O3 | −0.0164 (2) | 0.7368 (2) | 0.54377 (13) | 0.0349 (6) | |
O4 | 0.0571 (2) | 0.61075 (19) | 0.73815 (12) | 0.0291 (6) | |
O5 | 0.3321 (2) | 0.5593 (2) | 0.71392 (14) | 0.0379 (7) | |
O6 | 0.1961 (2) | 0.63715 (19) | 0.80692 (12) | 0.0300 (6) | |
O7 | 0.3311 (2) | 0.7158 (2) | 0.89122 (13) | 0.0362 (6) | |
O8 | 0.5096 (2) | 0.60757 (19) | 0.84964 (13) | 0.0344 (6) | |
O9 | 0.5616 (2) | 0.71847 (19) | 0.75835 (13) | 0.0323 (6) | |
O10 | 0.3891 (2) | 0.8362 (2) | 0.74513 (14) | 0.0386 (7) | |
O11 | 0.4813 (2) | 0.70342 (19) | 0.66535 (14) | 0.0370 (7) | |
H11 | 0.4248 | 0.7322 | 0.6560 | 0.055* | |
H5 | 0.368 (4) | 0.569 (4) | 0.6824 (17) | 0.060 (17)* | |
H10 | 0.348 (5) | 0.850 (5) | 0.716 (2) | 0.10 (3)* | |
C1 | 0.2335 (3) | 0.8196 (3) | 0.62232 (17) | 0.0291 (8) | |
C2 | 0.1310 (3) | 0.8227 (3) | 0.58338 (18) | 0.0309 (8) | |
H2 | 0.0816 | 0.8715 | 0.6007 | 0.037* | |
C3 | 0.1603 (3) | 0.8524 (3) | 0.51880 (19) | 0.0377 (9) | |
H3A | 0.0947 | 0.8605 | 0.4950 | 0.057* | |
H3B | 0.2051 | 0.8033 | 0.5003 | 0.057* | |
H3C | 0.1999 | 0.9124 | 0.5199 | 0.057* | |
C4 | 0.0735 (3) | 0.7264 (3) | 0.58442 (17) | 0.0264 (7) | |
H4 | 0.1231 | 0.6772 | 0.5678 | 0.032* | |
C5 | −0.0515 (4) | 0.6497 (3) | 0.5179 (2) | 0.0404 (10) | |
H5A | −0.0953 | 0.6151 | 0.5472 | 0.061* | |
H5B | 0.0109 | 0.6113 | 0.5069 | 0.061* | |
H5C | −0.0942 | 0.6629 | 0.4817 | 0.061* | |
C6 | 0.0322 (3) | 0.6924 (3) | 0.64645 (17) | 0.0272 (8) | |
H6 | −0.0267 | 0.6462 | 0.6380 | 0.033* | |
C7 | −0.0186 (3) | 0.7736 (3) | 0.68237 (19) | 0.0338 (9) | |
H7A | 0.0373 | 0.8181 | 0.6951 | 0.051* | |
H7B | −0.0548 | 0.7478 | 0.7181 | 0.051* | |
H7C | −0.0709 | 0.8067 | 0.6570 | 0.051* | |
C8 | 0.1156 (3) | 0.6391 (3) | 0.68446 (16) | 0.0264 (7) | |
H8 | 0.1743 | 0.6838 | 0.6961 | 0.032* | |
C9 | 0.1648 (3) | 0.5505 (3) | 0.65516 (18) | 0.0316 (8) | |
H9 | 0.2090 | 0.5717 | 0.6200 | 0.038* | |
C10 | 0.0813 (4) | 0.4790 (3) | 0.6319 (2) | 0.0409 (10) | |
H10A | 0.0298 | 0.4649 | 0.6640 | 0.061* | |
H10B | 0.1176 | 0.4204 | 0.6196 | 0.061* | |
H10C | 0.0435 | 0.5061 | 0.5972 | 0.061* | |
C11 | 0.2396 (3) | 0.5024 (3) | 0.70038 (19) | 0.0331 (8) | |
H11A | 0.2638 | 0.4404 | 0.6832 | 0.040* | |
C12 | 0.1827 (4) | 0.4841 (3) | 0.76001 (19) | 0.0355 (9) | |
H12A | 0.1325 | 0.4303 | 0.7547 | 0.043* | |
H12B | 0.2365 | 0.4651 | 0.7905 | 0.043* | |
C13 | 0.1208 (3) | 0.5687 (3) | 0.78365 (18) | 0.0310 (8) | |
C14 | 0.0476 (4) | 0.5475 (3) | 0.83669 (19) | 0.0403 (10) | |
H14A | −0.0246 | 0.5282 | 0.8228 | 0.048* | |
H14B | 0.0778 | 0.4966 | 0.8624 | 0.048* | |
C15 | 0.0434 (4) | 0.6409 (4) | 0.8703 (2) | 0.0460 (11) | |
H15A | 0.0337 | 0.6301 | 0.9141 | 0.055* | |
H15B | −0.0164 | 0.6806 | 0.8553 | 0.055* | |
C16 | 0.1514 (3) | 0.6888 (3) | 0.85778 (18) | 0.0342 (9) | |
C17 | 0.1409 (4) | 0.7925 (3) | 0.8409 (2) | 0.0444 (10) | |
H17A | 0.0946 | 0.7985 | 0.8054 | 0.067* | |
H17B | 0.2118 | 0.8185 | 0.8317 | 0.067* | |
H17C | 0.1093 | 0.8276 | 0.8747 | 0.067* | |
C18 | 0.2304 (4) | 0.6761 (3) | 0.9101 (2) | 0.0402 (10) | |
H18 | 0.2036 | 0.7118 | 0.9460 | 0.048* | |
C19 | 0.2593 (5) | 0.5760 (4) | 0.9291 (2) | 0.0512 (12) | |
H19A | 0.2582 | 0.5323 | 0.8942 | 0.061* | |
H19B | 0.2090 | 0.5523 | 0.9602 | 0.061* | |
C20 | 0.3730 (4) | 0.5855 (3) | 0.9548 (2) | 0.0438 (10) | |
H20A | 0.4196 | 0.5338 | 0.9398 | 0.053* | |
H20B | 0.3718 | 0.5834 | 0.9994 | 0.053* | |
C21 | 0.4135 (4) | 0.6826 (3) | 0.9323 (2) | 0.0417 (10) | |
C22 | 0.4213 (6) | 0.7546 (4) | 0.9850 (2) | 0.0617 (15) | |
H22A | 0.4823 | 0.7367 | 1.0112 | 0.074* | |
H22B | 0.3552 | 0.7506 | 1.0095 | 0.074* | |
C23 | 0.4368 (7) | 0.8595 (5) | 0.9639 (4) | 0.089 (2) | |
H23A | 0.3849 | 0.8741 | 0.9320 | 0.134* | |
H23B | 0.5097 | 0.8678 | 0.9482 | 0.134* | |
H23C | 0.4256 | 0.9023 | 0.9981 | 0.134* | |
C24 | 0.5139 (4) | 0.6824 (3) | 0.89411 (19) | 0.0372 (9) | |
H24 | 0.5153 | 0.7438 | 0.8716 | 0.045* | |
C25 | 0.6243 (4) | 0.6699 (4) | 0.9231 (2) | 0.0507 (12) | |
H25 | 0.6464 | 0.7296 | 0.9441 | 0.061* | |
C26 | 0.6359 (5) | 0.5853 (4) | 0.9654 (3) | 0.0614 (15) | |
H26A | 0.6321 | 0.5264 | 0.9421 | 0.092* | |
H26B | 0.5779 | 0.5864 | 0.9953 | 0.092* | |
H26C | 0.7051 | 0.5888 | 0.9862 | 0.092* | |
C27 | 0.6909 (4) | 0.6559 (4) | 0.8650 (2) | 0.0472 (12) | |
H27A | 0.7084 | 0.7176 | 0.8460 | 0.057* | |
H27B | 0.7583 | 0.6214 | 0.8735 | 0.057* | |
C28 | 0.6163 (3) | 0.5967 (3) | 0.8242 (2) | 0.0366 (9) | |
H28 | 0.6378 | 0.5285 | 0.8266 | 0.044* | |
C29 | 0.6128 (3) | 0.6270 (3) | 0.7577 (2) | 0.0328 (9) | |
H29 | 0.5662 | 0.5816 | 0.7350 | 0.039* | |
C30 | 0.7222 (3) | 0.6317 (3) | 0.7268 (2) | 0.0373 (10) | |
H30 | 0.7712 | 0.6711 | 0.7522 | 0.045* | |
C31 | 0.7712 (4) | 0.5325 (4) | 0.7201 (3) | 0.0534 (13) | |
H31A | 0.8439 | 0.5380 | 0.7037 | 0.080* | |
H31B | 0.7271 | 0.4946 | 0.6926 | 0.080* | |
H31C | 0.7739 | 0.5016 | 0.7596 | 0.080* | |
C32 | 0.7097 (3) | 0.6798 (3) | 0.6655 (2) | 0.0375 (9) | |
H32A | 0.7813 | 0.6881 | 0.6470 | 0.045* | |
H32B | 0.6669 | 0.6385 | 0.6386 | 0.045* | |
C33 | 0.6552 (3) | 0.7761 (3) | 0.6707 (2) | 0.0352 (9) | |
H33 | 0.6999 | 0.8165 | 0.6979 | 0.042* | |
C34 | 0.6468 (4) | 0.8268 (4) | 0.6099 (2) | 0.0497 (12) | |
H34A | 0.5939 | 0.7945 | 0.5846 | 0.075* | |
H34B | 0.7168 | 0.8259 | 0.5899 | 0.075* | |
H34C | 0.6244 | 0.8927 | 0.6164 | 0.075* | |
C35 | 0.5459 (3) | 0.7626 (3) | 0.70096 (19) | 0.0313 (8) | |
C36 | 0.4888 (3) | 0.8548 (3) | 0.7160 (2) | 0.0367 (9) | |
H36A | 0.5347 | 0.8937 | 0.7427 | 0.044* | |
H36B | 0.4759 | 0.8912 | 0.6784 | 0.044* | |
O12 | 0.3464 (3) | 0.6274 (3) | 0.51765 (16) | 0.0548 (9) | |
H12D | 0.388 (5) | 0.657 (4) | 0.490 (2) | 0.082* | |
H12E | 0.332 (5) | 0.666 (3) | 0.5488 (18) | 0.082* | |
O13 | 0.4467 (7) | 0.5232 (6) | 0.6072 (3) | 0.139 (3) | |
H13A | 0.406 (9) | 0.527 (4) | 0.569 (3) | 0.208* | |
H13B | 0.484 (6) | 0.584 (3) | 0.613 (3) | 0.208* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Na1 | 0.0287 (7) | 0.0431 (9) | 0.0366 (8) | −0.0011 (7) | −0.0017 (7) | 0.0046 (7) |
O1 | 0.0366 (15) | 0.0435 (16) | 0.0512 (19) | 0.0050 (14) | −0.0121 (14) | −0.0155 (15) |
O2 | 0.0249 (12) | 0.0411 (15) | 0.0346 (14) | 0.0031 (12) | −0.0032 (11) | −0.0043 (12) |
O3 | 0.0245 (12) | 0.0364 (14) | 0.0436 (16) | 0.0019 (12) | −0.0122 (12) | −0.0007 (13) |
O4 | 0.0255 (12) | 0.0331 (13) | 0.0286 (13) | −0.0033 (11) | 0.0028 (11) | 0.0003 (11) |
O5 | 0.0277 (13) | 0.0485 (17) | 0.0374 (16) | 0.0052 (14) | 0.0027 (12) | 0.0035 (14) |
O6 | 0.0295 (13) | 0.0310 (13) | 0.0294 (14) | −0.0012 (12) | 0.0018 (11) | −0.0023 (11) |
O7 | 0.0394 (15) | 0.0355 (14) | 0.0337 (15) | 0.0021 (13) | −0.0031 (12) | −0.0019 (12) |
O8 | 0.0313 (14) | 0.0359 (14) | 0.0361 (15) | −0.0026 (13) | −0.0073 (12) | 0.0034 (12) |
O9 | 0.0287 (13) | 0.0292 (13) | 0.0391 (15) | 0.0020 (12) | −0.0032 (12) | 0.0056 (12) |
O10 | 0.0312 (15) | 0.0412 (16) | 0.0432 (17) | 0.0059 (13) | −0.0034 (13) | −0.0018 (14) |
O11 | 0.0288 (14) | 0.0304 (13) | 0.0518 (18) | 0.0006 (12) | −0.0113 (13) | −0.0045 (13) |
C1 | 0.0244 (16) | 0.0304 (18) | 0.0325 (19) | −0.0030 (16) | −0.0021 (15) | 0.0034 (16) |
C2 | 0.0230 (16) | 0.0327 (19) | 0.037 (2) | 0.0006 (17) | −0.0023 (16) | 0.0006 (16) |
C3 | 0.0314 (19) | 0.043 (2) | 0.039 (2) | −0.0059 (19) | −0.0074 (17) | 0.0091 (19) |
C4 | 0.0195 (15) | 0.0302 (18) | 0.0296 (18) | 0.0015 (15) | −0.0043 (14) | −0.0027 (15) |
C5 | 0.038 (2) | 0.043 (2) | 0.041 (2) | −0.008 (2) | −0.0118 (19) | −0.0007 (19) |
C6 | 0.0216 (16) | 0.0275 (17) | 0.0324 (19) | −0.0003 (15) | −0.0001 (14) | 0.0006 (15) |
C7 | 0.0260 (17) | 0.0335 (19) | 0.042 (2) | 0.0047 (17) | 0.0044 (17) | 0.0012 (17) |
C8 | 0.0217 (15) | 0.0288 (17) | 0.0288 (18) | 0.0003 (15) | 0.0040 (14) | 0.0013 (15) |
C9 | 0.0332 (19) | 0.0306 (18) | 0.031 (2) | 0.0034 (17) | 0.0034 (16) | −0.0003 (16) |
C10 | 0.046 (2) | 0.035 (2) | 0.041 (2) | 0.001 (2) | −0.005 (2) | −0.0070 (18) |
C11 | 0.037 (2) | 0.0250 (17) | 0.037 (2) | 0.0062 (17) | −0.0008 (17) | −0.0034 (16) |
C12 | 0.042 (2) | 0.0292 (18) | 0.035 (2) | −0.0010 (18) | −0.0030 (18) | 0.0053 (17) |
C13 | 0.0332 (19) | 0.0273 (17) | 0.0324 (19) | 0.0002 (16) | 0.0011 (17) | 0.0045 (15) |
C14 | 0.043 (2) | 0.044 (2) | 0.034 (2) | −0.006 (2) | 0.0040 (19) | 0.0054 (18) |
C15 | 0.040 (2) | 0.063 (3) | 0.036 (2) | −0.003 (2) | 0.0123 (19) | 0.000 (2) |
C16 | 0.035 (2) | 0.041 (2) | 0.0267 (19) | 0.0040 (18) | 0.0035 (16) | −0.0045 (17) |
C17 | 0.044 (2) | 0.041 (2) | 0.048 (3) | 0.010 (2) | 0.002 (2) | −0.006 (2) |
C18 | 0.045 (2) | 0.045 (2) | 0.030 (2) | −0.005 (2) | 0.0055 (18) | −0.0033 (18) |
C19 | 0.065 (3) | 0.049 (3) | 0.040 (3) | −0.008 (3) | −0.006 (2) | 0.013 (2) |
C20 | 0.054 (3) | 0.044 (2) | 0.033 (2) | 0.004 (2) | −0.004 (2) | 0.0057 (19) |
C21 | 0.052 (3) | 0.041 (2) | 0.033 (2) | −0.002 (2) | −0.0100 (19) | −0.0013 (18) |
C22 | 0.091 (4) | 0.057 (3) | 0.037 (3) | −0.013 (3) | −0.011 (3) | −0.007 (2) |
C23 | 0.105 (6) | 0.073 (4) | 0.089 (5) | 0.001 (4) | −0.025 (5) | −0.021 (4) |
C24 | 0.046 (2) | 0.034 (2) | 0.031 (2) | −0.002 (2) | −0.0149 (19) | 0.0010 (17) |
C25 | 0.050 (3) | 0.052 (3) | 0.050 (3) | −0.006 (2) | −0.027 (2) | 0.006 (2) |
C26 | 0.060 (3) | 0.068 (3) | 0.057 (3) | 0.001 (3) | −0.023 (3) | 0.021 (3) |
C27 | 0.035 (2) | 0.047 (3) | 0.060 (3) | −0.007 (2) | −0.020 (2) | 0.009 (2) |
C28 | 0.0291 (19) | 0.0318 (19) | 0.049 (2) | 0.0001 (17) | −0.0058 (18) | 0.0051 (18) |
C29 | 0.0256 (18) | 0.0265 (18) | 0.046 (2) | 0.0001 (16) | −0.0031 (17) | 0.0066 (17) |
C30 | 0.0215 (17) | 0.036 (2) | 0.054 (3) | −0.0019 (16) | −0.0005 (18) | 0.0062 (19) |
C31 | 0.035 (2) | 0.045 (3) | 0.080 (4) | 0.008 (2) | 0.016 (2) | 0.022 (3) |
C32 | 0.0243 (18) | 0.036 (2) | 0.052 (3) | −0.0034 (17) | 0.0056 (17) | 0.008 (2) |
C33 | 0.0291 (18) | 0.0304 (18) | 0.046 (2) | −0.0039 (17) | −0.0005 (18) | 0.0081 (18) |
C34 | 0.049 (3) | 0.047 (3) | 0.053 (3) | 0.006 (2) | 0.008 (2) | 0.017 (2) |
C35 | 0.0279 (18) | 0.0272 (17) | 0.039 (2) | −0.0011 (16) | −0.0060 (16) | −0.0002 (16) |
C36 | 0.0331 (19) | 0.0292 (18) | 0.048 (2) | −0.0002 (18) | −0.0075 (19) | 0.0029 (18) |
O12 | 0.061 (2) | 0.054 (2) | 0.050 (2) | −0.0113 (18) | 0.0108 (18) | −0.0094 (17) |
O13 | 0.132 (6) | 0.182 (7) | 0.102 (4) | 0.055 (5) | 0.051 (4) | 0.042 (5) |
Na1—O5 | 2.336 (4) | C15—C16 | 1.533 (6) |
Na1—O6 | 2.365 (3) | C15—H15A | 0.9900 |
Na1—O10 | 2.373 (3) | C15—H15B | 0.9900 |
Na1—O9 | 2.459 (3) | C16—C17 | 1.515 (6) |
Na1—O8 | 2.463 (3) | C16—C18 | 1.532 (6) |
Na1—O7 | 2.520 (3) | C17—H17A | 0.9800 |
O1—C1 | 1.242 (5) | C17—H17B | 0.9800 |
O2—C1 | 1.263 (5) | C17—H17C | 0.9800 |
O3—C5 | 1.425 (5) | C18—C19 | 1.516 (7) |
O3—C4 | 1.447 (4) | C18—H18 | 1.0000 |
O4—C13 | 1.415 (5) | C19—C20 | 1.535 (7) |
O4—C8 | 1.452 (4) | C19—H19A | 0.9900 |
O5—C11 | 1.438 (5) | C19—H19B | 0.9900 |
O5—H5 | 0.84 (2) | C20—C21 | 1.543 (7) |
O6—C13 | 1.442 (5) | C20—H20A | 0.9900 |
O6—C16 | 1.453 (5) | C20—H20B | 0.9900 |
O7—C18 | 1.438 (5) | C21—C24 | 1.512 (7) |
O7—C21 | 1.451 (5) | C21—C22 | 1.551 (7) |
O8—C24 | 1.445 (5) | C22—C23 | 1.563 (9) |
O8—C28 | 1.454 (5) | C22—H22A | 0.9900 |
O9—C35 | 1.430 (5) | C22—H22B | 0.9900 |
O9—C29 | 1.439 (5) | C23—H23A | 0.9800 |
O10—C36 | 1.426 (5) | C23—H23B | 0.9800 |
O10—H10 | 0.84 (2) | C23—H23C | 0.9800 |
O11—C35 | 1.403 (5) | C24—C25 | 1.531 (6) |
O11—H11 | 0.8400 | C24—H24 | 1.0000 |
C1—C2 | 1.543 (5) | C25—C26 | 1.524 (7) |
C2—C4 | 1.535 (5) | C25—C27 | 1.546 (8) |
C2—C3 | 1.536 (6) | C25—H25 | 1.0000 |
C2—H2 | 1.0000 | C26—H26A | 0.9800 |
C3—H3A | 0.9800 | C26—H26B | 0.9800 |
C3—H3B | 0.9800 | C26—H26C | 0.9800 |
C3—H3C | 0.9800 | C27—C28 | 1.543 (6) |
C4—C6 | 1.545 (5) | C27—H27A | 0.9900 |
C4—H4 | 1.0000 | C27—H27B | 0.9900 |
C5—H5A | 0.9800 | C28—C29 | 1.535 (6) |
C5—H5B | 0.9800 | C28—H28 | 1.0000 |
C5—H5C | 0.9800 | C29—C30 | 1.529 (5) |
C6—C7 | 1.531 (5) | C29—H29 | 1.0000 |
C6—C8 | 1.536 (5) | C30—C32 | 1.526 (6) |
C6—H6 | 1.0000 | C30—C31 | 1.534 (7) |
C7—H7A | 0.9800 | C30—H30 | 1.0000 |
C7—H7B | 0.9800 | C31—H31A | 0.9800 |
C7—H7C | 0.9800 | C31—H31B | 0.9800 |
C8—C9 | 1.536 (5) | C31—H31C | 0.9800 |
C8—H8 | 1.0000 | C32—C33 | 1.524 (6) |
C9—C11 | 1.528 (6) | C32—H32A | 0.9900 |
C9—C10 | 1.539 (6) | C32—H32B | 0.9900 |
C9—H9 | 1.0000 | C33—C34 | 1.528 (6) |
C10—H10A | 0.9800 | C33—C35 | 1.532 (6) |
C10—H10B | 0.9800 | C33—H33 | 1.0000 |
C10—H10C | 0.9800 | C34—H34A | 0.9800 |
C11—C12 | 1.522 (6) | C34—H34B | 0.9800 |
C11—H11A | 1.0000 | C34—H34C | 0.9800 |
C12—C13 | 1.515 (6) | C35—C36 | 1.520 (5) |
C12—H12A | 0.9900 | C36—H36A | 0.9900 |
C12—H12B | 0.9900 | C36—H36B | 0.9900 |
C13—C14 | 1.518 (6) | O12—H12D | 0.91 (2) |
C14—C15 | 1.515 (7) | O12—H12E | 0.90 (2) |
C14—H14A | 0.9900 | O13—H13A | 0.988 (10) |
C14—H14B | 0.9900 | O13—H13B | 0.986 (10) |
O5—Na1—O6 | 75.79 (11) | O6—C16—C18 | 106.3 (3) |
O5—Na1—O10 | 117.65 (13) | C17—C16—C18 | 110.9 (4) |
O6—Na1—O10 | 112.69 (12) | C15—C16—C18 | 112.1 (4) |
O5—Na1—O9 | 103.59 (12) | C16—C17—H17A | 109.5 |
O6—Na1—O9 | 178.44 (12) | C16—C17—H17B | 109.5 |
O10—Na1—O9 | 68.87 (10) | H17A—C17—H17B | 109.5 |
O5—Na1—O8 | 104.57 (12) | C16—C17—H17C | 109.5 |
O6—Na1—O8 | 113.87 (11) | H17A—C17—H17C | 109.5 |
O10—Na1—O8 | 122.75 (12) | H17B—C17—H17C | 109.5 |
O9—Na1—O8 | 64.82 (10) | O7—C18—C19 | 103.7 (4) |
O5—Na1—O7 | 136.28 (13) | O7—C18—C16 | 107.2 (3) |
O6—Na1—O7 | 68.42 (10) | C19—C18—C16 | 118.2 (4) |
O10—Na1—O7 | 99.19 (12) | O7—C18—H18 | 109.1 |
O9—Na1—O7 | 111.51 (12) | C19—C18—H18 | 109.1 |
O8—Na1—O7 | 69.84 (10) | C16—C18—H18 | 109.1 |
C5—O3—C4 | 113.7 (3) | C18—C19—C20 | 104.0 (4) |
C13—O4—C8 | 114.6 (3) | C18—C19—H19A | 111.0 |
C11—O5—Na1 | 136.2 (2) | C20—C19—H19A | 111.0 |
C11—O5—H5 | 111 (4) | C18—C19—H19B | 111.0 |
Na1—O5—H5 | 107 (4) | C20—C19—H19B | 111.0 |
C13—O6—C16 | 111.3 (3) | H19A—C19—H19B | 109.0 |
C13—O6—Na1 | 134.3 (2) | C19—C20—C21 | 105.1 (4) |
C16—O6—Na1 | 114.3 (2) | C19—C20—H20A | 110.7 |
C18—O7—C21 | 108.1 (3) | C21—C20—H20A | 110.7 |
C18—O7—Na1 | 112.7 (2) | C19—C20—H20B | 110.7 |
C21—O7—Na1 | 112.4 (2) | C21—C20—H20B | 110.7 |
C24—O8—C28 | 107.9 (3) | H20A—C20—H20B | 108.8 |
C24—O8—Na1 | 97.9 (2) | O7—C21—C24 | 103.6 (3) |
C28—O8—Na1 | 115.8 (2) | O7—C21—C20 | 104.9 (4) |
C35—O9—C29 | 116.2 (3) | C24—C21—C20 | 116.8 (4) |
C35—O9—Na1 | 99.4 (2) | O7—C21—C22 | 107.9 (4) |
C29—O9—Na1 | 102.8 (2) | C24—C21—C22 | 111.8 (4) |
C36—O10—Na1 | 113.5 (2) | C20—C21—C22 | 111.0 (4) |
C36—O10—H10 | 99 (5) | C21—C22—C23 | 113.7 (5) |
Na1—O10—H10 | 115 (5) | C21—C22—H22A | 108.8 |
C35—O11—H11 | 109.5 | C23—C22—H22A | 108.8 |
O1—C1—O2 | 125.3 (4) | C21—C22—H22B | 108.8 |
O1—C1—C2 | 117.2 (3) | C23—C22—H22B | 108.8 |
O2—C1—C2 | 117.4 (3) | H22A—C22—H22B | 107.7 |
C4—C2—C3 | 111.5 (3) | C22—C23—H23A | 109.5 |
C4—C2—C1 | 110.7 (3) | C22—C23—H23B | 109.5 |
C3—C2—C1 | 109.3 (3) | H23A—C23—H23B | 109.5 |
C4—C2—H2 | 108.4 | C22—C23—H23C | 109.5 |
C3—C2—H2 | 108.4 | H23A—C23—H23C | 109.5 |
C1—C2—H2 | 108.4 | H23B—C23—H23C | 109.5 |
C2—C3—H3A | 109.5 | O8—C24—C21 | 110.7 (3) |
C2—C3—H3B | 109.5 | O8—C24—C25 | 103.6 (4) |
H3A—C3—H3B | 109.5 | C21—C24—C25 | 120.7 (4) |
C2—C3—H3C | 109.5 | O8—C24—H24 | 107.0 |
H3A—C3—H3C | 109.5 | C21—C24—H24 | 107.0 |
H3B—C3—H3C | 109.5 | C25—C24—H24 | 107.0 |
O3—C4—C2 | 105.3 (3) | C26—C25—C24 | 115.7 (4) |
O3—C4—C6 | 109.1 (3) | C26—C25—C27 | 111.2 (5) |
C2—C4—C6 | 116.3 (3) | C24—C25—C27 | 98.5 (4) |
O3—C4—H4 | 108.6 | C26—C25—H25 | 110.3 |
C2—C4—H4 | 108.6 | C24—C25—H25 | 110.3 |
C6—C4—H4 | 108.6 | C27—C25—H25 | 110.3 |
O3—C5—H5A | 109.5 | C25—C26—H26A | 109.5 |
O3—C5—H5B | 109.5 | C25—C26—H26B | 109.5 |
H5A—C5—H5B | 109.5 | H26A—C26—H26B | 109.5 |
O3—C5—H5C | 109.5 | C25—C26—H26C | 109.5 |
H5A—C5—H5C | 109.5 | H26A—C26—H26C | 109.5 |
H5B—C5—H5C | 109.5 | H26B—C26—H26C | 109.5 |
C7—C6—C8 | 111.2 (3) | C28—C27—C25 | 103.5 (4) |
C7—C6—C4 | 111.7 (3) | C28—C27—H27A | 111.1 |
C8—C6—C4 | 114.5 (3) | C25—C27—H27A | 111.1 |
C7—C6—H6 | 106.3 | C28—C27—H27B | 111.1 |
C8—C6—H6 | 106.3 | C25—C27—H27B | 111.1 |
C4—C6—H6 | 106.3 | H27A—C27—H27B | 109.0 |
C6—C7—H7A | 109.5 | O8—C28—C29 | 108.5 (3) |
C6—C7—H7B | 109.5 | O8—C28—C27 | 105.6 (4) |
H7A—C7—H7B | 109.5 | C29—C28—C27 | 115.4 (4) |
C6—C7—H7C | 109.5 | O8—C28—H28 | 109.1 |
H7A—C7—H7C | 109.5 | C29—C28—H28 | 109.1 |
H7B—C7—H7C | 109.5 | C27—C28—H28 | 109.1 |
O4—C8—C6 | 104.1 (3) | O9—C29—C30 | 111.2 (3) |
O4—C8—C9 | 108.9 (3) | O9—C29—C28 | 104.6 (3) |
C6—C8—C9 | 115.9 (3) | C30—C29—C28 | 114.6 (3) |
O4—C8—H8 | 109.2 | O9—C29—H29 | 108.7 |
C6—C8—H8 | 109.2 | C30—C29—H29 | 108.7 |
C9—C8—H8 | 109.2 | C28—C29—H29 | 108.7 |
C11—C9—C8 | 109.1 (3) | C32—C30—C29 | 109.1 (3) |
C11—C9—C10 | 110.0 (3) | C32—C30—C31 | 111.1 (4) |
C8—C9—C10 | 113.9 (3) | C29—C30—C31 | 111.1 (3) |
C11—C9—H9 | 107.9 | C32—C30—H30 | 108.5 |
C8—C9—H9 | 107.9 | C29—C30—H30 | 108.5 |
C10—C9—H9 | 107.9 | C31—C30—H30 | 108.5 |
C9—C10—H10A | 109.5 | C30—C31—H31A | 109.5 |
C9—C10—H10B | 109.5 | C30—C31—H31B | 109.5 |
H10A—C10—H10B | 109.5 | H31A—C31—H31B | 109.5 |
C9—C10—H10C | 109.5 | C30—C31—H31C | 109.5 |
H10A—C10—H10C | 109.5 | H31A—C31—H31C | 109.5 |
H10B—C10—H10C | 109.5 | H31B—C31—H31C | 109.5 |
O5—C11—C12 | 106.7 (3) | C33—C32—C30 | 112.0 (4) |
O5—C11—C9 | 112.3 (3) | C33—C32—H32A | 109.2 |
C12—C11—C9 | 111.1 (3) | C30—C32—H32A | 109.2 |
O5—C11—H11A | 108.9 | C33—C32—H32B | 109.2 |
C12—C11—H11A | 108.9 | C30—C32—H32B | 109.2 |
C9—C11—H11A | 108.9 | H32A—C32—H32B | 107.9 |
C13—C12—C11 | 113.8 (3) | C32—C33—C34 | 112.4 (4) |
C13—C12—H12A | 108.8 | C32—C33—C35 | 108.6 (3) |
C11—C12—H12A | 108.8 | C34—C33—C35 | 112.6 (3) |
C13—C12—H12B | 108.8 | C32—C33—H33 | 107.7 |
C11—C12—H12B | 108.8 | C34—C33—H33 | 107.7 |
H12A—C12—H12B | 107.7 | C35—C33—H33 | 107.7 |
O4—C13—O6 | 109.9 (3) | C33—C34—H34A | 109.5 |
O4—C13—C12 | 111.7 (3) | C33—C34—H34B | 109.5 |
O6—C13—C12 | 108.6 (3) | H34A—C34—H34B | 109.5 |
O4—C13—C14 | 107.3 (3) | C33—C34—H34C | 109.5 |
O6—C13—C14 | 104.3 (3) | H34A—C34—H34C | 109.5 |
C12—C13—C14 | 114.7 (3) | H34B—C34—H34C | 109.5 |
C15—C14—C13 | 103.3 (3) | O11—C35—O9 | 108.7 (3) |
C15—C14—H14A | 111.1 | O11—C35—C36 | 111.3 (3) |
C13—C14—H14A | 111.1 | O9—C35—C36 | 104.0 (3) |
C15—C14—H14B | 111.1 | O11—C35—C33 | 109.8 (3) |
C13—C14—H14B | 111.1 | O9—C35—C33 | 108.8 (3) |
H14A—C14—H14B | 109.1 | C36—C35—C33 | 114.0 (3) |
C14—C15—C16 | 105.3 (4) | O10—C36—C35 | 110.5 (3) |
C14—C15—H15A | 110.7 | O10—C36—H36A | 109.6 |
C16—C15—H15A | 110.7 | C35—C36—H36A | 109.6 |
C14—C15—H15B | 110.7 | O10—C36—H36B | 109.6 |
C16—C15—H15B | 110.7 | C35—C36—H36B | 109.6 |
H15A—C15—H15B | 108.8 | H36A—C36—H36B | 108.1 |
O6—C16—C17 | 109.0 (3) | H12D—O12—H12E | 110 (3) |
O6—C16—C15 | 104.8 (3) | H13A—O13—H13B | 108 (2) |
C17—C16—C15 | 113.2 (4) | ||
O6—Na1—O5—C11 | 1.9 (4) | O6—C13—C14—C15 | 32.8 (4) |
O10—Na1—O5—C11 | −106.5 (4) | C12—C13—C14—C15 | 151.5 (4) |
O9—Na1—O5—C11 | −179.5 (3) | C13—C14—C15—C16 | −29.6 (5) |
O8—Na1—O5—C11 | 113.4 (4) | C13—O6—C16—C17 | −115.7 (4) |
O7—Na1—O5—C11 | 37.5 (4) | Na1—O6—C16—C17 | 66.0 (4) |
O5—Na1—O6—C13 | 0.7 (3) | C13—O6—C16—C15 | 5.7 (4) |
O10—Na1—O6—C13 | 115.1 (3) | Na1—O6—C16—C15 | −172.5 (3) |
O8—Na1—O6—C13 | −99.2 (3) | C13—O6—C16—C18 | 124.7 (3) |
O7—Na1—O6—C13 | −153.7 (3) | Na1—O6—C16—C18 | −53.6 (4) |
O5—Na1—O6—C16 | 178.4 (3) | C14—C15—C16—O6 | 15.4 (4) |
O10—Na1—O6—C16 | −67.2 (3) | C14—C15—C16—C17 | 134.1 (4) |
O8—Na1—O6—C16 | 78.5 (3) | C14—C15—C16—C18 | −99.5 (4) |
O7—Na1—O6—C16 | 24.0 (2) | C21—O7—C18—C19 | −39.1 (4) |
O5—Na1—O7—C18 | −27.0 (3) | Na1—O7—C18—C19 | 85.7 (3) |
O6—Na1—O7—C18 | 10.3 (3) | C21—O7—C18—C16 | −164.9 (3) |
O10—Na1—O7—C18 | 121.2 (3) | Na1—O7—C18—C16 | −40.1 (4) |
O9—Na1—O7—C18 | −168.0 (3) | O6—C16—C18—O7 | 60.7 (4) |
O8—Na1—O7—C18 | −117.2 (3) | C17—C16—C18—O7 | −57.7 (4) |
O5—Na1—O7—C21 | 95.5 (3) | C15—C16—C18—O7 | 174.8 (4) |
O6—Na1—O7—C21 | 132.7 (3) | O6—C16—C18—C19 | −55.8 (5) |
O10—Na1—O7—C21 | −116.4 (3) | C17—C16—C18—C19 | −174.2 (4) |
O9—Na1—O7—C21 | −45.6 (3) | C15—C16—C18—C19 | 58.2 (5) |
O8—Na1—O7—C21 | 5.2 (3) | O7—C18—C19—C20 | 33.0 (5) |
O5—Na1—O8—C24 | −171.1 (2) | C16—C18—C19—C20 | 151.4 (4) |
O6—Na1—O8—C24 | −90.4 (2) | C18—C19—C20—C21 | −15.8 (5) |
O10—Na1—O8—C24 | 51.4 (3) | C18—O7—C21—C24 | 151.6 (3) |
O9—Na1—O8—C24 | 90.5 (2) | Na1—O7—C21—C24 | 26.6 (4) |
O7—Na1—O8—C24 | −36.6 (2) | C18—O7—C21—C20 | 28.7 (4) |
O5—Na1—O8—C28 | 74.6 (3) | Na1—O7—C21—C20 | −96.3 (3) |
O6—Na1—O8—C28 | 155.2 (2) | C18—O7—C21—C22 | −89.8 (4) |
O10—Na1—O8—C28 | −62.9 (3) | Na1—O7—C21—C22 | 145.3 (3) |
O9—Na1—O8—C28 | −23.8 (2) | C19—C20—C21—O7 | −6.7 (5) |
O7—Na1—O8—C28 | −151.0 (3) | C19—C20—C21—C24 | −120.8 (4) |
O5—Na1—O9—C35 | 69.6 (2) | C19—C20—C21—C22 | 109.6 (5) |
O10—Na1—O9—C35 | −45.2 (2) | O7—C21—C22—C23 | −52.7 (7) |
O8—Na1—O9—C35 | 169.5 (2) | C24—C21—C22—C23 | 60.6 (7) |
O7—Na1—O9—C35 | −137.0 (2) | C20—C21—C22—C23 | −167.1 (6) |
O5—Na1—O9—C29 | −50.2 (2) | C28—O8—C24—C21 | −167.0 (3) |
O10—Na1—O9—C29 | −164.9 (3) | Na1—O8—C24—C21 | 72.5 (3) |
O8—Na1—O9—C29 | 49.7 (2) | C28—O8—C24—C25 | −36.3 (4) |
O7—Na1—O9—C29 | 103.2 (2) | Na1—O8—C24—C25 | −156.8 (3) |
O5—Na1—O10—C36 | −79.4 (3) | O7—C21—C24—O8 | −70.6 (4) |
O6—Na1—O10—C36 | −164.7 (3) | C20—C21—C24—O8 | 44.2 (5) |
O9—Na1—O10—C36 | 15.3 (3) | C22—C21—C24—O8 | 173.5 (4) |
O8—Na1—O10—C36 | 53.0 (3) | O7—C21—C24—C25 | 168.3 (4) |
O7—Na1—O10—C36 | 124.9 (3) | C20—C21—C24—C25 | −76.9 (5) |
O1—C1—C2—C4 | −121.7 (4) | C22—C21—C24—C25 | 52.4 (6) |
O2—C1—C2—C4 | 58.6 (4) | O8—C24—C25—C26 | −73.4 (5) |
O1—C1—C2—C3 | 115.1 (4) | C21—C24—C25—C26 | 51.1 (6) |
O2—C1—C2—C3 | −64.6 (4) | O8—C24—C25—C27 | 45.2 (4) |
C5—O3—C4—C2 | 154.0 (3) | C21—C24—C25—C27 | 169.7 (4) |
C5—O3—C4—C6 | −80.5 (4) | C26—C25—C27—C28 | 84.3 (4) |
C3—C2—C4—O3 | −54.6 (4) | C24—C25—C27—C28 | −37.6 (4) |
C1—C2—C4—O3 | −176.6 (3) | C24—O8—C28—C29 | −113.1 (3) |
C3—C2—C4—C6 | −175.5 (3) | Na1—O8—C28—C29 | −4.7 (4) |
C1—C2—C4—C6 | 62.5 (4) | C24—O8—C28—C27 | 11.1 (4) |
O3—C4—C6—C7 | −77.3 (4) | Na1—O8—C28—C27 | 119.6 (3) |
C2—C4—C6—C7 | 41.5 (4) | C25—C27—C28—O8 | 17.9 (4) |
O3—C4—C6—C8 | 155.3 (3) | C25—C27—C28—C29 | 137.7 (4) |
C2—C4—C6—C8 | −85.9 (4) | C35—O9—C29—C30 | 57.0 (4) |
C13—O4—C8—C6 | −173.4 (3) | Na1—O9—C29—C30 | 164.4 (3) |
C13—O4—C8—C9 | 62.3 (4) | C35—O9—C29—C28 | −178.7 (3) |
C7—C6—C8—O4 | 55.2 (4) | Na1—O9—C29—C28 | −71.3 (3) |
C4—C6—C8—O4 | −177.2 (3) | O8—C28—C29—O9 | 50.4 (4) |
C7—C6—C8—C9 | 174.7 (3) | C27—C28—C29—O9 | −67.8 (4) |
C4—C6—C8—C9 | −57.6 (4) | O8—C28—C29—C30 | 172.5 (3) |
O4—C8—C9—C11 | −59.1 (4) | C27—C28—C29—C30 | 54.4 (5) |
C6—C8—C9—C11 | −176.0 (3) | O9—C29—C30—C32 | −51.1 (5) |
O4—C8—C9—C10 | 64.2 (4) | C28—C29—C30—C32 | −169.6 (3) |
C6—C8—C9—C10 | −52.7 (4) | O9—C29—C30—C31 | −173.9 (4) |
Na1—O5—C11—C12 | −34.6 (5) | C28—C29—C30—C31 | 67.7 (5) |
Na1—O5—C11—C9 | 87.4 (4) | C29—C30—C32—C33 | 53.9 (4) |
C8—C9—C11—O5 | −66.7 (4) | C31—C30—C32—C33 | 176.7 (3) |
C10—C9—C11—O5 | 167.7 (3) | C30—C32—C33—C34 | 177.4 (4) |
C8—C9—C11—C12 | 52.7 (4) | C30—C32—C33—C35 | −57.4 (4) |
C10—C9—C11—C12 | −72.8 (4) | C29—O9—C35—O11 | 59.9 (4) |
O5—C11—C12—C13 | 75.5 (4) | Na1—O9—C35—O11 | −49.4 (3) |
C9—C11—C12—C13 | −47.2 (5) | C29—O9—C35—C36 | 178.6 (3) |
C8—O4—C13—O6 | 65.1 (4) | Na1—O9—C35—C36 | 69.3 (3) |
C8—O4—C13—C12 | −55.6 (4) | C29—O9—C35—C33 | −59.5 (4) |
C8—O4—C13—C14 | 177.8 (3) | Na1—O9—C35—C33 | −168.9 (3) |
C16—O6—C13—O4 | 90.2 (3) | C32—C33—C35—O11 | −61.5 (4) |
Na1—O6—C13—O4 | −92.0 (4) | C34—C33—C35—O11 | 63.6 (4) |
C16—O6—C13—C12 | −147.3 (3) | C32—C33—C35—O9 | 57.3 (4) |
Na1—O6—C13—C12 | 30.5 (4) | C34—C33—C35—O9 | −177.6 (3) |
C16—O6—C13—C14 | −24.5 (4) | C32—C33—C35—C36 | 172.8 (4) |
Na1—O6—C13—C14 | 153.3 (3) | C34—C33—C35—C36 | −62.1 (5) |
C11—C12—C13—O4 | 47.2 (5) | Na1—O10—C36—C35 | 16.2 (4) |
C11—C12—C13—O6 | −74.2 (4) | O11—C35—C36—O10 | 56.4 (5) |
C11—C12—C13—C14 | 169.5 (4) | O9—C35—C36—O10 | −60.4 (4) |
O4—C13—C14—C15 | −83.7 (4) | C33—C35—C36—O10 | −178.7 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5···O13 | 0.84 (2) | 2.04 (3) | 2.810 (7) | 152 (5) |
O10—H10···O1 | 0.84 (2) | 1.81 (2) | 2.643 (4) | 170 (8) |
O11—H11···O2 | 0.84 | 1.88 | 2.665 (4) | 156 |
O12—H12E···O2 | 0.90 (2) | 1.90 (2) | 2.791 (4) | 174 (5) |
O12—H12D···O3i | 0.91 (2) | 2.05 (3) | 2.907 (4) | 157 (5) |
O13—H13B···O11 | 0.99 (1) | 2.04 (5) | 2.882 (10) | 142 (6) |
O13—H13A···O12 | 0.99 (1) | 1.96 (4) | 2.769 (8) | 137 (5) |
Symmetry code: (i) x+1/2, −y+3/2, −z+1. |