The host molecule in the title compound, cyclohexakis[(1
4)-3-deoxy-α-
D-
arabino-hexopyranosyl]
n-butanol hexahydrate, C
36H
60O
24·C
4H
10O·6H
2O, has a cavity similar in diameter but smaller in torus height than that of α-cyclodextrin, due to the axial C-2-hydroxyl groups pointing away from the ring plane. The molecules have approximate
C6 symmetry and pack into stacks with channels occupied by disordered
n-butanol molecules. Water of srystallization fills the space between the stacks. The structure was determined at 211 K.
Supporting information
CCDC reference: 206803
Key indicators
- Single-crystal X-ray study
- T = 211 K
- Mean (C-C) = 0.005 Å
- H-atom completeness 88%
- Disorder in solvent or counterion
- R factor = 0.039
- wR factor = 0.076
- Data-to-parameter ratio = 8.3
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level C:
PLAT_302 Alert C Anion/Solvent Disorder ....................... 31.00 Perc.
General Notes
FORMU_01 There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C40 H82 O31
Atom count from the _atom_site data: C40 H72 O31
CELLZ_01
From the CIF: _cell_formula_units_Z 2
From the CIF: _chemical_formula_sum C40 H82 O31
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 80.00 80.00 0.00
H 164.00 144.00 20.00
O 62.00 62.00 0.00
Difference between formula and atom_site contents detected.
WARNING: H atoms missing from atom site list. Is this intentional?
REFLT_03
From the CIF: _diffrn_reflns_theta_max 27.06
From the CIF: _reflns_number_total 5703
Count of symmetry unique reflns 5746
Completeness (_total/calc) 99.25%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 0
Fraction of Friedel pairs measured 0.000
Are heavy atom types Z>Si present no
Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check
Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1999); software used to prepare material for publication: SHELXL97.
cyclohexakis[(1
→4)–3-deoxy-
α-
D-
arabino-hexopyranosyl]
top
Crystal data top
C36H60O24·C4H10O·6H2O | F(000) = 1140 |
Mr = 1059.06 | Dx = 1.380 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.3995 (5) Å | Cell parameters from 36831 reflections |
b = 24.4481 (18) Å | θ = 1.5–27.1° |
c = 14.2649 (8) Å | µ = 0.12 mm−1 |
β = 99.116 (5)° | T = 211 K |
V = 2548.0 (3) Å3 | Plate, colourless |
Z = 2 | 0.28 × 0.28 × 0.12 mm |
Data collection top
Stoe IPDS-II diffractometer | 3750 reflections with I > 2σ(I) |
Radiation source: sealed tube X-ray tube 12 x 0.4mm long-fine-focus | Rint = 0.077 |
Plane graphite monochromator | θmax = 27.1°, θmin = 1.5° |
Detector resolution: 6.67 pixels mm-1 | h = −9→9 |
rotation method scans | k = −31→31 |
36831 measured reflections | l = −17→18 |
5703 independent reflections | |
Refinement top
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)] = 0.039 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.076 | w = 1/[σ2(Fo2) + (0.0304P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.99 | (Δ/σ)max = 0.002 |
5703 reflections | Δρmax = 0.36 e Å−3 |
684 parameters | Δρmin = −0.30 e Å−3 |
33 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0181 (8) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O4F | 0.2225 (3) | 0.31185 (9) | 0.28173 (16) | 0.0322 (6) | |
C1A | 0.1623 (5) | 0.27395 (14) | 0.2093 (2) | 0.0312 (8) | |
H1A | 0.1369 | 0.2386 | 0.2385 | 0.037* | |
C2A | 0.3166 (5) | 0.26621 (14) | 0.1523 (3) | 0.0343 (8) | |
H2A | 0.4301 | 0.2564 | 0.1956 | 0.041* | |
O2A | 0.2697 (5) | 0.22328 (11) | 0.08454 (19) | 0.0502 (8) | |
H2O1 | 0.3022 | 0.1934 | 0.1094 | 0.060* | |
C3A | 0.3477 (5) | 0.31795 (15) | 0.0997 (3) | 0.0348 (8) | |
H3A1 | 0.4348 | 0.3105 | 0.0562 | 0.042* | |
H3A2 | 0.4021 | 0.3456 | 0.1454 | 0.042* | |
C4A | 0.1716 (5) | 0.34044 (13) | 0.0435 (3) | 0.0303 (8) | |
H4A | 0.1324 | 0.3178 | −0.0136 | 0.036* | |
C5A | 0.0208 (5) | 0.34344 (14) | 0.1037 (3) | 0.0321 (8) | |
H5A | 0.0522 | 0.3723 | 0.1523 | 0.039* | |
O5A | 0.0007 (3) | 0.29237 (9) | 0.15094 (17) | 0.0335 (6) | |
C6A | −0.1642 (5) | 0.35617 (15) | 0.0474 (3) | 0.0406 (9) | |
H6A1 | −0.2545 | 0.3580 | 0.0906 | 0.049* | |
H6A2 | −0.1597 | 0.3921 | 0.0175 | 0.049* | |
O6A | −0.2219 (4) | 0.31641 (11) | −0.02437 (19) | 0.0490 (7) | |
H6O1 | −0.2117 | 0.2853 | −0.0006 | 0.059* | |
O4A | 0.2034 (4) | 0.39577 (9) | 0.01662 (17) | 0.0386 (6) | |
C1B | 0.2172 (5) | 0.40684 (14) | −0.0790 (2) | 0.0327 (8) | |
H1B | 0.2160 | 0.3718 | −0.1139 | 0.039* | |
C2B | 0.3992 (5) | 0.43492 (14) | −0.0801 (3) | 0.0338 (8) | |
H2B | 0.4969 | 0.4126 | −0.0430 | 0.041* | |
O2B | 0.4337 (4) | 0.43879 (11) | −0.17533 (18) | 0.0444 (7) | |
H2O2 | 0.4990 | 0.4128 | −0.1867 | 0.053* | |
C3B | 0.3982 (5) | 0.49086 (15) | −0.0343 (3) | 0.0349 (8) | |
H3B1 | 0.5075 | 0.5110 | −0.0452 | 0.042* | |
H3B2 | 0.4047 | 0.4863 | 0.0344 | 0.042* | |
C4B | 0.2283 (5) | 0.52446 (13) | −0.0726 (2) | 0.0299 (8) | |
H4B | 0.2378 | 0.5389 | −0.1365 | 0.036* | |
C5B | 0.0543 (4) | 0.49150 (14) | −0.0757 (3) | 0.0320 (8) | |
H5B | 0.0327 | 0.4850 | −0.0099 | 0.038* | |
O5B | 0.0692 (3) | 0.43910 (9) | −0.12140 (17) | 0.0347 (6) | |
C6B | −0.1131 (5) | 0.51864 (16) | −0.1308 (3) | 0.0399 (9) | |
H6B1 | −0.2188 | 0.4943 | −0.1322 | 0.048* | |
H6B2 | −0.1388 | 0.5525 | −0.0984 | 0.048* | |
O6B | −0.0885 (4) | 0.53099 (12) | −0.2253 (2) | 0.0567 (8) | |
H6O2 | −0.0510 | 0.5629 | −0.2278 | 0.068* | |
O4B | 0.2312 (4) | 0.56883 (9) | −0.00572 (17) | 0.0354 (6) | |
C1C | 0.1633 (5) | 0.62024 (13) | −0.0388 (3) | 0.0323 (8) | |
H1C | 0.1384 | 0.6196 | −0.1091 | 0.039* | |
C2C | 0.3123 (5) | 0.66169 (14) | −0.0070 (3) | 0.0331 (8) | |
H2C | 0.4267 | 0.6500 | −0.0290 | 0.040* | |
O2C | 0.2604 (4) | 0.71465 (10) | −0.04514 (18) | 0.0444 (7) | |
H2O3 | 0.2488 | 0.7136 | −0.1039 | 0.053* | |
C3C | 0.3450 (5) | 0.66581 (15) | 0.1002 (2) | 0.0330 (8) | |
H3C1 | 0.4012 | 0.6318 | 0.1272 | 0.040* | |
H3C2 | 0.4302 | 0.6959 | 0.1198 | 0.040* | |
C4C | 0.1681 (5) | 0.67571 (14) | 0.1383 (2) | 0.0284 (8) | |
H4C | 0.1254 | 0.7136 | 0.1242 | 0.034* | |
C5C | 0.0185 (5) | 0.63501 (14) | 0.0977 (2) | 0.0321 (8) | |
H5C | 0.0534 | 0.5981 | 0.1230 | 0.038* | |
O5C | 0.0000 (3) | 0.63362 (9) | −0.00432 (17) | 0.0328 (6) | |
C6C | −0.1675 (5) | 0.64918 (14) | 0.1211 (3) | 0.0365 (9) | |
H6C1 | −0.2596 | 0.6262 | 0.0827 | 0.044* | |
H6C2 | −0.1698 | 0.6407 | 0.1880 | 0.044* | |
O6C | −0.2158 (4) | 0.70547 (10) | 0.10437 (18) | 0.0415 (6) | |
H6O3 | −0.2254 | 0.7121 | 0.0467 | 0.050* | |
O4C | 0.2102 (3) | 0.66758 (9) | 0.24001 (16) | 0.0316 (6) | |
C1D | 0.1384 (5) | 0.70530 (13) | 0.3004 (2) | 0.0291 (8) | |
H1D | 0.0943 | 0.7382 | 0.2632 | 0.035* | |
C2D | 0.2933 (5) | 0.72126 (13) | 0.3763 (2) | 0.0288 (8) | |
H2D | 0.3942 | 0.7368 | 0.3467 | 0.035* | |
O2D | 0.2344 (4) | 0.76077 (10) | 0.43948 (17) | 0.0378 (6) | |
H2O4 | 0.1993 | 0.7889 | 0.4094 | 0.045* | |
C3D | 0.3611 (5) | 0.67089 (13) | 0.4340 (2) | 0.0296 (8) | |
H3D1 | 0.4189 | 0.6458 | 0.3941 | 0.036* | |
H3D2 | 0.4540 | 0.6819 | 0.4875 | 0.036* | |
C4D | 0.2072 (5) | 0.64144 (13) | 0.4715 (2) | 0.0283 (8) | |
H4D | 0.1737 | 0.6618 | 0.5263 | 0.034* | |
C5D | 0.0381 (5) | 0.63395 (13) | 0.3962 (2) | 0.0291 (8) | |
H5D | 0.0610 | 0.6036 | 0.3537 | 0.035* | |
O5D | −0.0084 (3) | 0.68235 (9) | 0.33964 (16) | 0.0296 (5) | |
C6D | −0.1320 (5) | 0.62111 (15) | 0.4380 (3) | 0.0364 (9) | |
H6D1 | −0.2377 | 0.6210 | 0.3870 | 0.044* | |
H6D2 | −0.1205 | 0.5844 | 0.4658 | 0.044* | |
O6D | −0.1644 (4) | 0.65909 (11) | 0.50879 (18) | 0.0410 (6) | |
H6O4 | −0.1928 | 0.6892 | 0.4838 | 0.049* | |
O4D | 0.2756 (3) | 0.58788 (9) | 0.50200 (16) | 0.0307 (6) | |
C1E | 0.2629 (5) | 0.57213 (14) | 0.5958 (2) | 0.0298 (8) | |
H1E | 0.2589 | 0.6055 | 0.6347 | 0.036* | |
C2E | 0.4346 (5) | 0.54019 (14) | 0.6341 (2) | 0.0308 (8) | |
H2E | 0.5422 | 0.5611 | 0.6205 | 0.037* | |
O2E | 0.4451 (4) | 0.53597 (10) | 0.73517 (18) | 0.0423 (6) | |
H2O5 | 0.4708 | 0.5041 | 0.7521 | 0.051* | |
C3E | 0.4344 (4) | 0.48489 (14) | 0.5867 (3) | 0.0308 (8) | |
H3E1 | 0.5356 | 0.4629 | 0.6197 | 0.037* | |
H3E2 | 0.4546 | 0.4898 | 0.5209 | 0.037* | |
C4E | 0.2552 (5) | 0.45440 (13) | 0.5871 (3) | 0.0280 (8) | |
H4E | 0.2450 | 0.4426 | 0.6524 | 0.034* | |
C5E | 0.0935 (4) | 0.48971 (14) | 0.5477 (2) | 0.0300 (8) | |
H5E | 0.0987 | 0.4977 | 0.4801 | 0.036* | |
O5E | 0.1021 (3) | 0.54085 (9) | 0.60000 (17) | 0.0310 (5) | |
C6E | −0.0926 (5) | 0.46611 (14) | 0.5557 (3) | 0.0344 (8) | |
H6E1 | −0.1865 | 0.4938 | 0.5359 | 0.041* | |
H6E2 | −0.1168 | 0.4349 | 0.5123 | 0.041* | |
O6E | −0.1062 (4) | 0.44867 (11) | 0.64923 (19) | 0.0458 (7) | |
H6O5 | −0.0765 | 0.4742 | 0.6870 | 0.055* | |
O4E | 0.2658 (3) | 0.40715 (9) | 0.52746 (16) | 0.0318 (6) | |
C1F | 0.1890 (5) | 0.35722 (13) | 0.5528 (3) | 0.0307 (8) | |
H1F | 0.1683 | 0.3595 | 0.6196 | 0.037* | |
C2F | 0.3285 (5) | 0.31301 (13) | 0.5446 (2) | 0.0301 (8) | |
H2F | 0.4454 | 0.3218 | 0.5859 | 0.036* | |
O2F | 0.2604 (4) | 0.26115 (9) | 0.57169 (17) | 0.0364 (6) | |
H2O6 | 0.2488 | 0.2621 | 0.6286 | 0.044* | |
C3F | 0.3581 (5) | 0.30864 (15) | 0.4428 (2) | 0.0309 (8) | |
H3F1 | 0.4375 | 0.2772 | 0.4363 | 0.037* | |
H3F2 | 0.4208 | 0.3416 | 0.4258 | 0.037* | |
C4F | 0.1809 (5) | 0.30196 (14) | 0.3752 (2) | 0.0283 (8) | |
H4F | 0.1353 | 0.2641 | 0.3792 | 0.034* | |
C5F | 0.0331 (5) | 0.34242 (14) | 0.3942 (2) | 0.0305 (8) | |
H5F | 0.0639 | 0.3791 | 0.3717 | 0.037* | |
O5F | 0.0217 (3) | 0.34577 (9) | 0.49425 (17) | 0.0307 (5) | |
C6F | −0.1578 (5) | 0.32750 (15) | 0.3469 (3) | 0.0380 (9) | |
H6F1 | −0.2450 | 0.3537 | 0.3663 | 0.046* | |
H6F2 | −0.1646 | 0.3303 | 0.2779 | 0.046* | |
O6F | −0.2094 (4) | 0.27375 (11) | 0.37012 (18) | 0.0419 (6) | |
H6O6 | −0.2189 | 0.2724 | 0.4273 | 0.050* | |
O1W | −0.2321 (4) | 0.19112 (11) | 0.24343 (19) | 0.0455 (7) | |
H11W | −0.126 (4) | 0.1721 (13) | 0.258 (3) | 0.055* | |
H12W | −0.216 (5) | 0.2220 (11) | 0.278 (3) | 0.055* | |
O2W | 0.5907 (4) | 0.33858 (11) | 0.80191 (19) | 0.0387 (6) | |
H21W | 0.648 (5) | 0.3291 (16) | 0.8611 (14) | 0.046* | |
H22W | 0.678 (4) | 0.3350 (17) | 0.766 (2) | 0.046* | |
O3W | 0.2425 (4) | 0.28763 (11) | 0.76561 (19) | 0.0449 (7) | |
H31W | 0.356 (3) | 0.3028 (14) | 0.777 (3) | 0.054* | |
H32W | 0.251 (5) | 0.2581 (12) | 0.804 (3) | 0.054* | |
O4W | 0.1082 (4) | 0.13764 (12) | 0.2971 (2) | 0.0522 (8) | |
H41W | 0.219 (4) | 0.1414 (19) | 0.278 (3) | 0.063* | |
H42W | 0.125 (5) | 0.1439 (19) | 0.3592 (15) | 0.063* | |
O5W | 0.8832 (4) | 0.34154 (11) | 0.7026 (2) | 0.0453 (7) | |
H51W | 0.871 (5) | 0.3763 (9) | 0.688 (3) | 0.054* | |
H52W | 1.000 (3) | 0.3347 (15) | 0.729 (3) | 0.054* | |
O6W | 0.4265 (4) | 0.13750 (13) | 0.2063 (2) | 0.0566 (8) | |
H61W | 0.535 (4) | 0.1565 (14) | 0.223 (3) | 0.068* | |
H62W | 0.455 (5) | 0.1024 (8) | 0.214 (3) | 0.068* | |
O11L | 0.793 (5) | 0.4946 (16) | 0.222 (3) | 0.318 (16)* | 0.50 |
C11L | 0.607 (5) | 0.5175 (15) | 0.246 (2) | 0.250 (14)* | 0.50 |
C21L | 0.487 (4) | 0.4693 (12) | 0.288 (2) | 0.195 (10)* | 0.50 |
C31L | 0.307 (4) | 0.5124 (12) | 0.292 (2) | 0.190 (10)* | 0.50 |
C41L | 0.208 (3) | 0.4876 (14) | 0.207 (2) | 0.217 (11)* | 0.50 |
O12L | 0.869 (5) | 0.4853 (17) | 0.185 (3) | 0.36 (2)* | 0.50 |
C12L | 0.822 (5) | 0.479 (2) | 0.276 (3) | 0.31 (3)* | 0.50 |
C22L | 0.603 (4) | 0.4683 (13) | 0.245 (2) | 0.211 (12)* | 0.50 |
C32L | 0.461 (4) | 0.5154 (10) | 0.2769 (18) | 0.174 (9)* | 0.50 |
C42L | 0.310 (3) | 0.4701 (11) | 0.281 (2) | 0.176 (9)* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O4F | 0.0420 (15) | 0.0297 (12) | 0.0251 (13) | −0.0051 (11) | 0.0055 (11) | −0.0014 (10) |
C1A | 0.037 (2) | 0.0286 (17) | 0.0257 (19) | −0.0021 (15) | −0.0014 (16) | 0.0001 (15) |
C2A | 0.041 (2) | 0.0325 (19) | 0.029 (2) | 0.0044 (16) | 0.0040 (16) | −0.0021 (16) |
O2A | 0.087 (2) | 0.0293 (13) | 0.0345 (16) | 0.0088 (14) | 0.0091 (15) | −0.0024 (12) |
C3A | 0.038 (2) | 0.0345 (19) | 0.034 (2) | 0.0015 (16) | 0.0129 (17) | 0.0003 (16) |
C4A | 0.042 (2) | 0.0197 (16) | 0.031 (2) | −0.0016 (15) | 0.0115 (17) | 0.0031 (14) |
C5A | 0.037 (2) | 0.0289 (17) | 0.0305 (19) | 0.0007 (15) | 0.0065 (17) | 0.0049 (15) |
O5A | 0.0354 (14) | 0.0324 (12) | 0.0314 (14) | −0.0058 (10) | 0.0014 (11) | 0.0085 (10) |
C6A | 0.035 (2) | 0.038 (2) | 0.047 (2) | 0.0018 (17) | −0.0003 (18) | 0.0011 (18) |
O6A | 0.0566 (18) | 0.0417 (15) | 0.0428 (16) | −0.0088 (14) | −0.0097 (14) | 0.0099 (13) |
O4A | 0.0670 (18) | 0.0231 (12) | 0.0283 (14) | −0.0036 (12) | 0.0160 (13) | 0.0036 (10) |
C1B | 0.048 (2) | 0.0263 (18) | 0.0254 (19) | 0.0016 (16) | 0.0108 (17) | 0.0004 (15) |
C2B | 0.043 (2) | 0.0295 (18) | 0.030 (2) | 0.0057 (16) | 0.0097 (17) | 0.0045 (15) |
O2B | 0.0595 (18) | 0.0388 (15) | 0.0403 (16) | 0.0136 (13) | 0.0247 (13) | 0.0057 (12) |
C3B | 0.0355 (19) | 0.0302 (18) | 0.039 (2) | 0.0037 (17) | 0.0069 (17) | −0.0014 (16) |
C4B | 0.040 (2) | 0.0237 (17) | 0.0275 (19) | 0.0024 (15) | 0.0088 (17) | −0.0026 (14) |
C5B | 0.0365 (19) | 0.0262 (17) | 0.035 (2) | 0.0015 (16) | 0.0094 (16) | −0.0034 (16) |
O5B | 0.0405 (15) | 0.0285 (12) | 0.0333 (14) | 0.0010 (11) | 0.0006 (12) | −0.0006 (11) |
C6B | 0.039 (2) | 0.040 (2) | 0.041 (2) | 0.0016 (17) | 0.0068 (19) | −0.0029 (17) |
O6B | 0.068 (2) | 0.0579 (19) | 0.0430 (18) | 0.0072 (16) | 0.0054 (15) | 0.0149 (14) |
O4B | 0.0539 (17) | 0.0234 (12) | 0.0285 (13) | 0.0074 (11) | 0.0049 (12) | −0.0029 (10) |
C1C | 0.038 (2) | 0.0270 (18) | 0.032 (2) | 0.0075 (15) | 0.0068 (17) | 0.0023 (15) |
C2C | 0.037 (2) | 0.0300 (18) | 0.033 (2) | 0.0003 (15) | 0.0093 (17) | −0.0004 (15) |
O2C | 0.072 (2) | 0.0297 (14) | 0.0321 (15) | 0.0015 (12) | 0.0108 (15) | 0.0029 (11) |
C3C | 0.034 (2) | 0.0352 (19) | 0.030 (2) | −0.0039 (16) | 0.0063 (16) | −0.0011 (16) |
C4C | 0.0319 (19) | 0.0276 (17) | 0.0261 (19) | −0.0002 (14) | 0.0058 (15) | 0.0001 (14) |
C5C | 0.034 (2) | 0.0328 (18) | 0.029 (2) | −0.0003 (16) | 0.0059 (16) | 0.0012 (15) |
O5C | 0.0343 (14) | 0.0371 (13) | 0.0269 (13) | 0.0015 (11) | 0.0043 (11) | −0.0058 (11) |
C6C | 0.033 (2) | 0.038 (2) | 0.038 (2) | −0.0016 (16) | 0.0041 (17) | −0.0003 (16) |
O6C | 0.0424 (15) | 0.0487 (16) | 0.0342 (15) | 0.0098 (12) | 0.0087 (13) | −0.0032 (12) |
O4C | 0.0408 (15) | 0.0326 (13) | 0.0221 (13) | 0.0063 (10) | 0.0066 (11) | −0.0010 (10) |
C1D | 0.038 (2) | 0.0256 (17) | 0.0258 (19) | 0.0018 (15) | 0.0122 (16) | −0.0009 (14) |
C2D | 0.0330 (19) | 0.0259 (16) | 0.0274 (19) | 0.0031 (14) | 0.0044 (16) | −0.0001 (14) |
O2D | 0.0515 (16) | 0.0288 (13) | 0.0325 (15) | 0.0054 (11) | 0.0051 (13) | −0.0021 (11) |
C3D | 0.0303 (19) | 0.0266 (17) | 0.031 (2) | −0.0002 (14) | 0.0032 (16) | 0.0041 (15) |
C4D | 0.0308 (19) | 0.0208 (16) | 0.032 (2) | 0.0021 (14) | 0.0015 (16) | 0.0006 (14) |
C5D | 0.0317 (19) | 0.0246 (16) | 0.031 (2) | −0.0002 (15) | 0.0041 (16) | 0.0041 (14) |
O5D | 0.0300 (13) | 0.0298 (12) | 0.0294 (13) | 0.0022 (10) | 0.0058 (11) | 0.0047 (10) |
C6D | 0.034 (2) | 0.0344 (19) | 0.042 (2) | −0.0011 (16) | 0.0080 (18) | 0.0020 (16) |
O6D | 0.0424 (16) | 0.0435 (15) | 0.0398 (16) | 0.0081 (12) | 0.0151 (13) | 0.0085 (12) |
O4D | 0.0404 (14) | 0.0248 (12) | 0.0276 (13) | 0.0051 (10) | 0.0077 (11) | 0.0052 (10) |
C1E | 0.036 (2) | 0.0269 (18) | 0.027 (2) | −0.0009 (15) | 0.0060 (16) | 0.0036 (14) |
C2E | 0.035 (2) | 0.0297 (18) | 0.027 (2) | −0.0063 (15) | 0.0032 (16) | 0.0032 (15) |
O2E | 0.0566 (17) | 0.0361 (14) | 0.0317 (15) | −0.0007 (13) | −0.0010 (13) | 0.0048 (11) |
C3E | 0.0282 (17) | 0.0293 (18) | 0.034 (2) | 0.0029 (16) | 0.0013 (15) | −0.0004 (16) |
C4E | 0.033 (2) | 0.0246 (17) | 0.0257 (19) | −0.0024 (14) | 0.0036 (15) | −0.0045 (14) |
C5E | 0.0330 (18) | 0.0275 (17) | 0.0303 (19) | −0.0015 (16) | 0.0069 (16) | −0.0028 (15) |
O5E | 0.0333 (13) | 0.0248 (12) | 0.0364 (14) | −0.0014 (10) | 0.0095 (11) | −0.0014 (10) |
C6E | 0.034 (2) | 0.0314 (18) | 0.038 (2) | 0.0022 (15) | 0.0051 (17) | −0.0025 (15) |
O6E | 0.0459 (17) | 0.0506 (16) | 0.0432 (17) | −0.0099 (14) | 0.0142 (14) | 0.0030 (13) |
O4E | 0.0418 (15) | 0.0240 (12) | 0.0321 (14) | −0.0041 (10) | 0.0134 (11) | −0.0041 (10) |
C1F | 0.035 (2) | 0.0246 (17) | 0.034 (2) | −0.0043 (15) | 0.0078 (16) | −0.0017 (15) |
C2F | 0.0352 (19) | 0.0251 (16) | 0.0293 (19) | −0.0017 (15) | 0.0030 (16) | 0.0012 (14) |
O2F | 0.0543 (16) | 0.0273 (13) | 0.0286 (14) | −0.0004 (11) | 0.0094 (13) | 0.0039 (10) |
C3F | 0.0297 (19) | 0.0334 (18) | 0.029 (2) | 0.0030 (15) | 0.0039 (16) | 0.0002 (15) |
C4F | 0.036 (2) | 0.0295 (18) | 0.0200 (18) | −0.0009 (15) | 0.0062 (15) | 0.0035 (14) |
C5F | 0.034 (2) | 0.0308 (17) | 0.028 (2) | 0.0032 (15) | 0.0081 (16) | 0.0020 (15) |
O5F | 0.0307 (13) | 0.0313 (12) | 0.0306 (13) | −0.0003 (10) | 0.0066 (11) | −0.0036 (10) |
C6F | 0.031 (2) | 0.044 (2) | 0.039 (2) | −0.0004 (16) | 0.0049 (18) | −0.0024 (16) |
O6F | 0.0448 (15) | 0.0487 (16) | 0.0342 (15) | −0.0144 (13) | 0.0119 (13) | −0.0102 (12) |
O1W | 0.0605 (19) | 0.0381 (16) | 0.0377 (16) | −0.0068 (13) | 0.0077 (14) | −0.0033 (12) |
O2W | 0.0454 (16) | 0.0397 (15) | 0.0316 (15) | 0.0046 (12) | 0.0081 (13) | 0.0032 (12) |
O3W | 0.0497 (18) | 0.0434 (17) | 0.0401 (17) | −0.0093 (13) | 0.0020 (14) | 0.0040 (12) |
O4W | 0.068 (2) | 0.0495 (17) | 0.0417 (17) | −0.0076 (15) | 0.0173 (16) | −0.0005 (14) |
O5W | 0.0573 (19) | 0.0330 (15) | 0.0474 (17) | −0.0019 (13) | 0.0135 (15) | −0.0008 (13) |
O6W | 0.055 (2) | 0.0456 (18) | 0.066 (2) | 0.0011 (15) | 0.0009 (17) | 0.0149 (16) |
Geometric parameters (Å, º) top
O4F—C1A | 1.406 (4) | C3D—H3D1 | 0.9800 |
O4F—C4F | 1.436 (4) | C3D—H3D2 | 0.9800 |
C1A—O5A | 1.418 (4) | C4D—O4D | 1.446 (4) |
C1A—C2A | 1.515 (5) | C4D—C5D | 1.525 (5) |
C1A—H1A | 0.9900 | C4D—H4D | 0.9900 |
C2A—O2A | 1.432 (4) | C5D—O5D | 1.443 (4) |
C2A—C3A | 1.507 (5) | C5D—C6D | 1.509 (5) |
C2A—H2A | 0.9900 | C5D—H5D | 0.9900 |
O2A—H2O1 | 0.8300 | C6D—O6D | 1.420 (4) |
C3A—C4A | 1.520 (5) | C6D—H6D1 | 0.9800 |
C3A—H3A1 | 0.9800 | C6D—H6D2 | 0.9800 |
C3A—H3A2 | 0.9800 | O6D—H6O4 | 0.8300 |
C4A—O4A | 1.436 (4) | O4D—C1E | 1.409 (4) |
C4A—C5A | 1.513 (5) | C1E—O5E | 1.424 (4) |
C4A—H4A | 0.9900 | C1E—C2E | 1.518 (5) |
C5A—O5A | 1.438 (4) | C1E—H1E | 0.9900 |
C5A—C6A | 1.506 (5) | C2E—O2E | 1.435 (4) |
C5A—H5A | 0.9900 | C2E—C3E | 1.512 (5) |
C6A—O6A | 1.427 (5) | C2E—H2E | 0.9900 |
C6A—H6A1 | 0.9800 | O2E—H2O5 | 0.8300 |
C6A—H6A2 | 0.9800 | C3E—C4E | 1.522 (5) |
O6A—H6O1 | 0.8300 | C3E—H3E1 | 0.9800 |
O4A—C1B | 1.410 (4) | C3E—H3E2 | 0.9800 |
C1B—O5B | 1.406 (4) | C4E—O4E | 1.444 (4) |
C1B—C2B | 1.514 (5) | C4E—C5E | 1.510 (5) |
C1B—H1B | 0.9900 | C4E—H4E | 0.9900 |
C2B—O2B | 1.425 (4) | C5E—O5E | 1.452 (4) |
C2B—C3B | 1.516 (5) | C5E—C6E | 1.514 (5) |
C2B—H2B | 0.9900 | C5E—H5E | 0.9900 |
O2B—H2O2 | 0.8300 | C6E—O6E | 1.420 (4) |
C3B—C4B | 1.528 (5) | C6E—H6E1 | 0.9800 |
C3B—H3B1 | 0.9800 | C6E—H6E2 | 0.9800 |
C3B—H3B2 | 0.9800 | O6E—H6O5 | 0.8300 |
C4B—O4B | 1.443 (4) | O4E—C1F | 1.418 (4) |
C4B—C5B | 1.514 (5) | C1F—O5F | 1.408 (4) |
C4B—H4B | 0.9900 | C1F—C2F | 1.512 (5) |
C5B—O5B | 1.449 (4) | C1F—H1F | 0.9900 |
C5B—C6B | 1.511 (5) | C2F—O2F | 1.440 (4) |
C5B—H5B | 0.9900 | C2F—C3F | 1.506 (5) |
C6B—O6B | 1.422 (5) | C2F—H2F | 0.9900 |
C6B—H6B1 | 0.9800 | O2F—H2O6 | 0.8300 |
C6B—H6B2 | 0.9800 | C3F—C4F | 1.508 (5) |
O6B—H6O2 | 0.8300 | C3F—H3F1 | 0.9800 |
O4B—C1C | 1.407 (4) | C3F—H3F2 | 0.9800 |
C1C—O5C | 1.413 (4) | C4F—C5F | 1.530 (5) |
C1C—C2C | 1.513 (5) | C4F—H4F | 0.9900 |
C1C—H1C | 0.9900 | C5F—O5F | 1.445 (4) |
C2C—O2C | 1.433 (4) | C5F—C6F | 1.511 (5) |
C2C—C3C | 1.514 (5) | C5F—H5F | 0.9900 |
C2C—H2C | 0.9900 | C6F—O6F | 1.422 (4) |
O2C—H2O3 | 0.8300 | C6F—H6F1 | 0.9800 |
C3C—C4C | 1.514 (5) | C6F—H6F2 | 0.9800 |
C3C—H3C1 | 0.9800 | O6F—H6O6 | 0.8300 |
C3C—H3C2 | 0.9800 | O1W—H11W | 0.908 (19) |
C4C—O4C | 1.449 (4) | O1W—H12W | 0.898 (19) |
C4C—C5C | 1.532 (5) | O2W—H21W | 0.912 (18) |
C4C—H4C | 0.9900 | O2W—H22W | 0.891 (19) |
C5C—O5C | 1.441 (4) | O3W—H31W | 0.906 (19) |
C5C—C6C | 1.507 (5) | O3W—H32W | 0.906 (19) |
C5C—H5C | 0.9900 | O4W—H41W | 0.907 (19) |
C6C—O6C | 1.432 (4) | O4W—H42W | 0.889 (19) |
C6C—H6C1 | 0.9800 | O5W—H51W | 0.877 (18) |
C6C—H6C2 | 0.9800 | O5W—H52W | 0.902 (19) |
O6C—H6O3 | 0.8300 | O6W—H61W | 0.924 (19) |
O4C—C1D | 1.421 (4) | O6W—H62W | 0.888 (19) |
C1D—O5D | 1.415 (4) | O11L—C11L | 1.58 (3) |
C1D—C2D | 1.498 (5) | C11L—C21L | 1.65 (3) |
C1D—H1D | 0.9900 | C21L—C31L | 1.71 (3) |
C2D—O2D | 1.435 (4) | C31L—C41L | 1.44 (3) |
C2D—C3D | 1.522 (5) | O12L—C12L | 1.41 (4) |
C2D—H2D | 0.9900 | C12L—C22L | 1.63 (3) |
O2D—H2O4 | 0.8300 | C22L—C32L | 1.67 (3) |
C3D—C4D | 1.515 (5) | C32L—C42L | 1.58 (3) |
| | | |
C1A—O4F—C4F | 118.8 (3) | C2D—C1D—H1D | 109.0 |
O4F—C1A—O5A | 111.2 (3) | O2D—C2D—C1D | 110.9 (3) |
O4F—C1A—C2A | 107.4 (3) | O2D—C2D—C3D | 108.2 (3) |
O5A—C1A—C2A | 111.2 (3) | C1D—C2D—C3D | 109.2 (3) |
O4F—C1A—H1A | 109.0 | O2D—C2D—H2D | 109.5 |
O5A—C1A—H1A | 109.0 | C1D—C2D—H2D | 109.5 |
C2A—C1A—H1A | 109.0 | C3D—C2D—H2D | 109.5 |
O2A—C2A—C3A | 108.6 (3) | C2D—O2D—H2O4 | 109.5 |
O2A—C2A—C1A | 109.4 (3) | C4D—C3D—C2D | 111.9 (3) |
C3A—C2A—C1A | 110.5 (3) | C4D—C3D—H3D1 | 109.2 |
O2A—C2A—H2A | 109.5 | C2D—C3D—H3D1 | 109.2 |
C3A—C2A—H2A | 109.5 | C4D—C3D—H3D2 | 109.2 |
C1A—C2A—H2A | 109.5 | C2D—C3D—H3D2 | 109.2 |
C2A—O2A—H2O1 | 109.5 | H3D1—C3D—H3D2 | 107.9 |
C2A—C3A—C4A | 112.3 (3) | O4D—C4D—C3D | 106.8 (3) |
C2A—C3A—H3A1 | 109.1 | O4D—C4D—C5D | 108.2 (3) |
C4A—C3A—H3A1 | 109.1 | C3D—C4D—C5D | 112.8 (3) |
C2A—C3A—H3A2 | 109.1 | O4D—C4D—H4D | 109.7 |
C4A—C3A—H3A2 | 109.1 | C3D—C4D—H4D | 109.7 |
H3A1—C3A—H3A2 | 107.9 | C5D—C4D—H4D | 109.7 |
O4A—C4A—C5A | 105.8 (3) | O5D—C5D—C6D | 104.6 (3) |
O4A—C4A—C3A | 108.6 (3) | O5D—C5D—C4D | 113.1 (3) |
C5A—C4A—C3A | 111.5 (3) | C6D—C5D—C4D | 112.9 (3) |
O4A—C4A—H4A | 110.3 | O5D—C5D—H5D | 108.7 |
C5A—C4A—H4A | 110.3 | C6D—C5D—H5D | 108.7 |
C3A—C4A—H4A | 110.3 | C4D—C5D—H5D | 108.7 |
O5A—C5A—C6A | 106.0 (3) | C1D—O5D—C5D | 114.6 (2) |
O5A—C5A—C4A | 111.4 (3) | O6D—C6D—C5D | 113.0 (3) |
C6A—C5A—C4A | 113.4 (3) | O6D—C6D—H6D1 | 109.0 |
O5A—C5A—H5A | 108.6 | C5D—C6D—H6D1 | 109.0 |
C6A—C5A—H5A | 108.6 | O6D—C6D—H6D2 | 109.0 |
C4A—C5A—H5A | 108.6 | C5D—C6D—H6D2 | 109.0 |
C1A—O5A—C5A | 114.2 (3) | H6D1—C6D—H6D2 | 107.8 |
O6A—C6A—C5A | 112.7 (3) | C6D—O6D—H6O4 | 109.5 |
O6A—C6A—H6A1 | 109.1 | C1E—O4D—C4D | 117.4 (3) |
C5A—C6A—H6A1 | 109.1 | O4D—C1E—O5E | 111.7 (3) |
O6A—C6A—H6A2 | 109.1 | O4D—C1E—C2E | 107.8 (3) |
C5A—C6A—H6A2 | 109.1 | O5E—C1E—C2E | 111.5 (3) |
H6A1—C6A—H6A2 | 107.8 | O4D—C1E—H1E | 108.6 |
C6A—O6A—H6O1 | 109.5 | O5E—C1E—H1E | 108.6 |
C1B—O4A—C4A | 118.7 (3) | C2E—C1E—H1E | 108.6 |
O5B—C1B—O4A | 110.7 (3) | O2E—C2E—C3E | 112.4 (3) |
O5B—C1B—C2B | 112.0 (3) | O2E—C2E—C1E | 107.9 (3) |
O4A—C1B—C2B | 107.3 (3) | C3E—C2E—C1E | 110.9 (3) |
O5B—C1B—H1B | 108.9 | O2E—C2E—H2E | 108.5 |
O4A—C1B—H1B | 108.9 | C3E—C2E—H2E | 108.5 |
C2B—C1B—H1B | 108.9 | C1E—C2E—H2E | 108.5 |
O2B—C2B—C1B | 109.5 (3) | C2E—O2E—H2O5 | 109.5 |
O2B—C2B—C3B | 111.4 (3) | C2E—C3E—C4E | 112.1 (3) |
C1B—C2B—C3B | 109.9 (3) | C2E—C3E—H3E1 | 109.2 |
O2B—C2B—H2B | 108.7 | C4E—C3E—H3E1 | 109.2 |
C1B—C2B—H2B | 108.7 | C2E—C3E—H3E2 | 109.2 |
C3B—C2B—H2B | 108.7 | C4E—C3E—H3E2 | 109.2 |
C2B—O2B—H2O2 | 109.5 | H3E1—C3E—H3E2 | 107.9 |
C2B—C3B—C4B | 113.0 (3) | O4E—C4E—C5E | 110.6 (3) |
C2B—C3B—H3B1 | 109.0 | O4E—C4E—C3E | 105.1 (3) |
C4B—C3B—H3B1 | 109.0 | C5E—C4E—C3E | 111.0 (3) |
C2B—C3B—H3B2 | 109.0 | O4E—C4E—H4E | 110.0 |
C4B—C3B—H3B2 | 109.0 | C5E—C4E—H4E | 110.0 |
H3B1—C3B—H3B2 | 107.8 | C3E—C4E—H4E | 110.0 |
O4B—C4B—C5B | 110.1 (3) | O5E—C5E—C4E | 109.5 (3) |
O4B—C4B—C3B | 104.1 (3) | O5E—C5E—C6E | 104.8 (3) |
C5B—C4B—C3B | 111.9 (3) | C4E—C5E—C6E | 115.5 (3) |
O4B—C4B—H4B | 110.2 | O5E—C5E—H5E | 108.9 |
C5B—C4B—H4B | 110.2 | C4E—C5E—H5E | 108.9 |
C3B—C4B—H4B | 110.2 | C6E—C5E—H5E | 108.9 |
O5B—C5B—C6B | 105.6 (3) | C1E—O5E—C5E | 114.2 (2) |
O5B—C5B—C4B | 111.0 (3) | O6E—C6E—C5E | 112.7 (3) |
C6B—C5B—C4B | 113.9 (3) | O6E—C6E—H6E1 | 109.1 |
O5B—C5B—H5B | 108.7 | C5E—C6E—H6E1 | 109.1 |
C6B—C5B—H5B | 108.7 | O6E—C6E—H6E2 | 109.1 |
C4B—C5B—H5B | 108.7 | C5E—C6E—H6E2 | 109.1 |
C1B—O5B—C5B | 114.3 (3) | H6E1—C6E—H6E2 | 107.8 |
O6B—C6B—C5B | 111.6 (3) | C6E—O6E—H6O5 | 109.5 |
O6B—C6B—H6B1 | 109.3 | C1F—O4E—C4E | 118.5 (2) |
C5B—C6B—H6B1 | 109.3 | O5F—C1F—O4E | 111.7 (3) |
O6B—C6B—H6B2 | 109.3 | O5F—C1F—C2F | 111.0 (3) |
C5B—C6B—H6B2 | 109.3 | O4E—C1F—C2F | 106.8 (3) |
H6B1—C6B—H6B2 | 108.0 | O5F—C1F—H1F | 109.1 |
C6B—O6B—H6O2 | 109.5 | O4E—C1F—H1F | 109.1 |
C1C—O4B—C4B | 118.9 (3) | C2F—C1F—H1F | 109.1 |
O4B—C1C—O5C | 111.7 (3) | O2F—C2F—C3F | 107.9 (3) |
O4B—C1C—C2C | 107.1 (3) | O2F—C2F—C1F | 109.7 (3) |
O5C—C1C—C2C | 111.3 (3) | C3F—C2F—C1F | 109.3 (3) |
O4B—C1C—H1C | 108.9 | O2F—C2F—H2F | 110.0 |
O5C—C1C—H1C | 108.9 | C3F—C2F—H2F | 110.0 |
C2C—C1C—H1C | 108.9 | C1F—C2F—H2F | 110.0 |
O2C—C2C—C1C | 110.7 (3) | C2F—O2F—H2O6 | 109.5 |
O2C—C2C—C3C | 108.3 (3) | C2F—C3F—C4F | 112.3 (3) |
C1C—C2C—C3C | 109.8 (3) | C2F—C3F—H3F1 | 109.1 |
O2C—C2C—H2C | 109.3 | C4F—C3F—H3F1 | 109.1 |
C1C—C2C—H2C | 109.3 | C2F—C3F—H3F2 | 109.1 |
C3C—C2C—H2C | 109.3 | C4F—C3F—H3F2 | 109.1 |
C2C—O2C—H2O3 | 109.5 | H3F1—C3F—H3F2 | 107.9 |
C4C—C3C—C2C | 111.4 (3) | O4F—C4F—C3F | 106.5 (3) |
C4C—C3C—H3C1 | 109.4 | O4F—C4F—C5F | 108.6 (3) |
C2C—C3C—H3C1 | 109.4 | C3F—C4F—C5F | 113.0 (3) |
C4C—C3C—H3C2 | 109.4 | O4F—C4F—H4F | 109.6 |
C2C—C3C—H3C2 | 109.4 | C3F—C4F—H4F | 109.6 |
H3C1—C3C—H3C2 | 108.0 | C5F—C4F—H4F | 109.6 |
O4C—C4C—C3C | 106.1 (3) | O5F—C5F—C6F | 104.9 (3) |
O4C—C4C—C5C | 108.5 (3) | O5F—C5F—C4F | 111.5 (3) |
C3C—C4C—C5C | 112.0 (3) | C6F—C5F—C4F | 114.1 (3) |
O4C—C4C—H4C | 110.1 | O5F—C5F—H5F | 108.7 |
C3C—C4C—H4C | 110.1 | C6F—C5F—H5F | 108.7 |
C5C—C4C—H4C | 110.1 | C4F—C5F—H5F | 108.7 |
O5C—C5C—C6C | 106.5 (3) | C1F—O5F—C5F | 114.5 (2) |
O5C—C5C—C4C | 110.1 (3) | O6F—C6F—C5F | 112.7 (3) |
C6C—C5C—C4C | 113.5 (3) | O6F—C6F—H6F1 | 109.1 |
O5C—C5C—H5C | 108.9 | C5F—C6F—H6F1 | 109.1 |
C6C—C5C—H5C | 108.9 | O6F—C6F—H6F2 | 109.1 |
C4C—C5C—H5C | 108.9 | C5F—C6F—H6F2 | 109.1 |
C1C—O5C—C5C | 114.0 (3) | H6F1—C6F—H6F2 | 107.8 |
O6C—C6C—C5C | 113.4 (3) | C6F—O6F—H6O6 | 109.5 |
O6C—C6C—H6C1 | 108.9 | H11W—O1W—H12W | 106 (3) |
C5C—C6C—H6C1 | 108.9 | H21W—O2W—H22W | 104 (2) |
O6C—C6C—H6C2 | 108.9 | H31W—O3W—H32W | 104 (2) |
C5C—C6C—H6C2 | 108.9 | H41W—O4W—H42W | 107 (3) |
H6C1—C6C—H6C2 | 107.7 | H51W—O5W—H52W | 110 (3) |
C6C—O6C—H6O3 | 109.5 | H61W—O6W—H62W | 106 (3) |
C1D—O4C—C4C | 118.4 (2) | O11L—C11L—C21L | 112 (3) |
O5D—C1D—O4C | 111.5 (3) | C11L—C21L—C31L | 92 (2) |
O5D—C1D—C2D | 111.4 (3) | C41L—C31L—C21L | 90.4 (19) |
O4C—C1D—C2D | 106.9 (3) | O12L—C12L—C22L | 99 (3) |
O5D—C1D—H1D | 109.0 | C12L—C22L—C32L | 117 (3) |
O4C—C1D—H1D | 109.0 | C42L—C32L—C22L | 90.4 (18) |
| | | |
C4F—O4F—C1A—O5A | 99.9 (3) | O5D—C1D—C2D—O2D | −59.6 (3) |
C4F—O4F—C1A—C2A | −138.3 (3) | O4C—C1D—C2D—O2D | 178.3 (2) |
O4F—C1A—C2A—O2A | 173.4 (3) | O5D—C1D—C2D—C3D | 59.5 (3) |
O5A—C1A—C2A—O2A | −64.8 (3) | O4C—C1D—C2D—C3D | −62.6 (3) |
O4F—C1A—C2A—C3A | −67.1 (4) | O2D—C2D—C3D—C4D | 67.4 (4) |
O5A—C1A—C2A—C3A | 54.7 (4) | C1D—C2D—C3D—C4D | −53.3 (4) |
O2A—C2A—C3A—C4A | 69.4 (4) | C2D—C3D—C4D—O4D | 164.9 (3) |
C1A—C2A—C3A—C4A | −50.5 (4) | C2D—C3D—C4D—C5D | 46.2 (4) |
C2A—C3A—C4A—O4A | 165.1 (3) | O4D—C4D—C5D—O5D | −161.7 (2) |
C2A—C3A—C4A—C5A | 49.0 (4) | C3D—C4D—C5D—O5D | −43.8 (4) |
O4A—C4A—C5A—O5A | −168.4 (3) | O4D—C4D—C5D—C6D | 79.9 (3) |
C3A—C4A—C5A—O5A | −50.6 (4) | C3D—C4D—C5D—C6D | −162.2 (3) |
O4A—C4A—C5A—C6A | 72.1 (4) | O4C—C1D—O5D—C5D | 59.8 (4) |
C3A—C4A—C5A—C6A | −170.1 (3) | C2D—C1D—O5D—C5D | −59.5 (3) |
O4F—C1A—O5A—C5A | 60.4 (4) | C6D—C5D—O5D—C1D | 174.1 (3) |
C2A—C1A—O5A—C5A | −59.2 (3) | C4D—C5D—O5D—C1D | 50.9 (4) |
C6A—C5A—O5A—C1A | −179.1 (3) | O5D—C5D—C6D—O6D | −71.1 (4) |
C4A—C5A—O5A—C1A | 57.1 (4) | C4D—C5D—C6D—O6D | 52.2 (4) |
O5A—C5A—C6A—O6A | −63.0 (4) | C3D—C4D—O4D—C1E | 125.9 (3) |
C4A—C5A—C6A—O6A | 59.6 (4) | C5D—C4D—O4D—C1E | −112.4 (3) |
C5A—C4A—O4A—C1B | −133.5 (3) | C4D—O4D—C1E—O5E | 95.1 (3) |
C3A—C4A—O4A—C1B | 106.7 (3) | C4D—O4D—C1E—C2E | −142.1 (3) |
C4A—O4A—C1B—O5B | 113.3 (3) | O4D—C1E—C2E—O2E | 165.7 (3) |
C4A—O4A—C1B—C2B | −124.2 (3) | O5E—C1E—C2E—O2E | −71.5 (3) |
O5B—C1B—C2B—O2B | −68.0 (3) | O4D—C1E—C2E—C3E | −70.7 (3) |
O4A—C1B—C2B—O2B | 170.3 (3) | O5E—C1E—C2E—C3E | 52.1 (4) |
O5B—C1B—C2B—C3B | 54.7 (4) | O2E—C2E—C3E—C4E | 71.3 (4) |
O4A—C1B—C2B—C3B | −67.0 (4) | C1E—C2E—C3E—C4E | −49.6 (4) |
O2B—C2B—C3B—C4B | 72.6 (4) | C2E—C3E—C4E—O4E | 171.5 (3) |
C1B—C2B—C3B—C4B | −49.0 (4) | C2E—C3E—C4E—C5E | 51.8 (4) |
C2B—C3B—C4B—O4B | 166.3 (3) | O4E—C4E—C5E—O5E | −171.2 (2) |
C2B—C3B—C4B—C5B | 47.6 (4) | C3E—C4E—C5E—O5E | −54.9 (4) |
O4B—C4B—C5B—O5B | −164.4 (3) | O4E—C4E—C5E—C6E | 70.8 (4) |
C3B—C4B—C5B—O5B | −49.3 (4) | C3E—C4E—C5E—C6E | −172.9 (3) |
O4B—C4B—C5B—C6B | 76.5 (4) | O4D—C1E—O5E—C5E | 61.9 (3) |
C3B—C4B—C5B—C6B | −168.4 (3) | C2E—C1E—O5E—C5E | −58.7 (4) |
O4A—C1B—O5B—C5B | 59.5 (4) | C4E—C5E—O5E—C1E | 59.8 (3) |
C2B—C1B—O5B—C5B | −60.3 (4) | C6E—C5E—O5E—C1E | −175.7 (3) |
C6B—C5B—O5B—C1B | −179.0 (3) | O5E—C5E—C6E—O6E | −69.0 (3) |
C4B—C5B—O5B—C1B | 57.0 (4) | C4E—C5E—C6E—O6E | 51.6 (4) |
O5B—C5B—C6B—O6B | −65.7 (4) | C5E—C4E—O4E—C1F | −96.5 (3) |
C4B—C5B—C6B—O6B | 56.4 (4) | C3E—C4E—O4E—C1F | 143.6 (3) |
C5B—C4B—O4B—C1C | −93.0 (4) | C4E—O4E—C1F—O5F | 104.7 (3) |
C3B—C4B—O4B—C1C | 147.0 (3) | C4E—O4E—C1F—C2F | −133.7 (3) |
C4B—O4B—C1C—O5C | 111.8 (3) | O5F—C1F—C2F—O2F | −59.3 (4) |
C4B—O4B—C1C—C2C | −126.1 (3) | O4E—C1F—C2F—O2F | 178.7 (3) |
O4B—C1C—C2C—O2C | 174.8 (3) | O5F—C1F—C2F—C3F | 58.8 (3) |
O5C—C1C—C2C—O2C | −62.9 (4) | O4E—C1F—C2F—C3F | −63.3 (3) |
O4B—C1C—C2C—C3C | −65.7 (3) | O2F—C2F—C3F—C4F | 66.9 (4) |
O5C—C1C—C2C—C3C | 56.6 (4) | C1F—C2F—C3F—C4F | −52.3 (4) |
O2C—C2C—C3C—C4C | 69.0 (4) | C1A—O4F—C4F—C3F | 130.6 (3) |
C1C—C2C—C3C—C4C | −52.0 (4) | C1A—O4F—C4F—C5F | −107.5 (3) |
C2C—C3C—C4C—O4C | 168.5 (3) | C2F—C3F—C4F—O4F | 166.1 (3) |
C2C—C3C—C4C—C5C | 50.3 (4) | C2F—C3F—C4F—C5F | 46.9 (4) |
O4C—C4C—C5C—O5C | −167.9 (2) | O4F—C4F—C5F—O5F | −163.5 (3) |
C3C—C4C—C5C—O5C | −51.1 (4) | C3F—C4F—C5F—O5F | −45.6 (4) |
O4C—C4C—C5C—C6C | 72.8 (4) | O4F—C4F—C5F—C6F | 77.8 (4) |
C3C—C4C—C5C—C6C | −170.5 (3) | C3F—C4F—C5F—C6F | −164.3 (3) |
O4B—C1C—O5C—C5C | 58.8 (4) | O4E—C1F—O5F—C5F | 58.2 (3) |
C2C—C1C—O5C—C5C | −60.8 (3) | C2F—C1F—O5F—C5F | −60.9 (3) |
C6C—C5C—O5C—C1C | −179.4 (3) | C6F—C5F—O5F—C1F | 177.5 (3) |
C4C—C5C—O5C—C1C | 57.1 (3) | C4F—C5F—O5F—C1F | 53.5 (3) |
O5C—C5C—C6C—O6C | −74.2 (4) | O5F—C5F—C6F—O6F | −67.8 (4) |
C4C—C5C—C6C—O6C | 47.1 (4) | C4F—C5F—C6F—O6F | 54.6 (4) |
C3C—C4C—O4C—C1D | 136.9 (3) | O11L—C11L—C21L—C31L | −175 (3) |
C5C—C4C—O4C—C1D | −102.6 (3) | C11L—C21L—C31L—C41L | 103 (2) |
C4C—O4C—C1D—O5D | 105.6 (3) | O12L—C12L—C22L—C32L | −115 (3) |
C4C—O4C—C1D—C2D | −132.5 (3) | C12L—C22L—C32L—C42L | −151 (3) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2A—H2O1···O6W | 0.83 | 2.05 | 2.850 (4) | 160 |
O6A—H6O1···O2Ci | 0.83 | 1.90 | 2.710 (4) | 164 |
O2B—H2O2···O2Wii | 0.83 | 1.95 | 2.753 (4) | 162 |
O6B—H6O2···O4Wiii | 0.83 | 2.09 | 2.796 (4) | 143 |
O2C—H2O3···O1Wiii | 0.83 | 2.05 | 2.861 (4) | 166 |
O6C—H6O3···O2Aiii | 0.83 | 1.87 | 2.696 (4) | 174 |
O2D—H2O4···O5Wiv | 0.83 | 2.07 | 2.864 (4) | 161 |
O6D—H6O4···O2Fv | 0.83 | 1.96 | 2.791 (4) | 178 |
O2E—H2O5···O2Bvi | 0.83 | 1.94 | 2.705 (4) | 152 |
O6E—H6O5···O6Bvi | 0.83 | 1.88 | 2.682 (4) | 162 |
O2F—H2O6···O3W | 0.83 | 2.06 | 2.864 (4) | 163 |
O6F—H6O6···O2Dvii | 0.83 | 1.94 | 2.770 (3) | 174 |
O1W—H11W···O4W | 0.91 (2) | 1.93 (2) | 2.833 (4) | 174 (3) |
O1W—H12W···O6F | 0.90 (2) | 1.82 (2) | 2.698 (4) | 165 (4) |
O2W—H21W···O6Aviii | 0.91 (2) | 1.79 (2) | 2.696 (4) | 173 (4) |
O2W—H22W···O5W | 0.89 (2) | 1.89 (2) | 2.769 (4) | 168 (4) |
O3W—H31W···O2W | 0.91 (2) | 1.93 (2) | 2.835 (4) | 177 (4) |
O3W—H32W···O6Cvii | 0.91 (2) | 1.88 (2) | 2.762 (4) | 165 (4) |
O4W—H41W···O6W | 0.91 (2) | 1.98 (2) | 2.862 (5) | 164 (4) |
O4W—H42W···O6Dvii | 0.90 (2) | 1.90 (2) | 2.784 (4) | 178 (4) |
O5W—H51W···O6Eix | 0.88 (2) | 1.87 (2) | 2.732 (4) | 168 (4) |
O5W—H52W···O3Wix | 0.90 (2) | 2.13 (2) | 2.976 (4) | 157 (4) |
O6W—H61W···O1Wix | 0.92 (2) | 1.90 (2) | 2.821 (4) | 172 (4) |
O6W—H62W···O2Ex | 0.89 (2) | 1.88 (2) | 2.741 (4) | 163 (4) |
Symmetry codes: (i) −x, y−1/2, −z; (ii) x, y, z−1; (iii) −x, y+1/2, −z; (iv) −x+1, y+1/2, −z+1; (v) −x, y+1/2, −z+1; (vi) x, y, z+1; (vii) −x, y−1/2, −z+1; (viii) x+1, y, z+1; (ix) x+1, y, z; (x) −x+1, y−1/2, −z+1. |