Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270105002520/fg1811sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270105002520/fg1811Isup2.hkl |
CCDC reference: 268083
The title compound was prepared by the addition of excess 1,4-butanediol (75 ml) to a solution of sodium metaborate, (0.1 mol, 13.8 g) in distilled water, (10 ml). Water and excess diol were removed on a rotary evaporator equipped with a high-temperature oil bath, leaving a white solid. A sample was redissolved in a minimum of 1,4-butanediol, and an equal volume of anhydrous acetonitrile was added, causing the slow growth of crystals of (I) over 4 d.
Details of the handling of data from a multiple crystal are given in the supplementary material. All C-bound H atoms were constrained to their expected geometries (C—H = 0.99 Å). The hydroxyl (H8O and H15O) H atoms were freely refined, with O—H restrained (DFIX) to 0.84 (3) Å. All H atoms except H8O and H15O were refined with Uiso(H) = 1.2Ueq(C); the ratio was 1.5 for H8O and H15O.
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001) and SADABS (Sheldrick, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1999) and Mercury (Bruno et al., 2002); software used to prepare material for publication: SHELXL97.
[Na4(C8H16BO4)4(C4H10O2)] | Z = 2 |
Mr = 930.15 | F(000) = 992 |
Triclinic, P1 | Dx = 1.273 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.813 (4) Å | Cell parameters from 7356 reflections |
b = 13.349 (4) Å | θ = 2.3–26.4° |
c = 14.381 (5) Å | µ = 0.13 mm−1 |
α = 89.282 (5)° | T = 163 K |
β = 79.966 (4)° | Block, colourless |
γ = 89.837 (4)° | 0.75 × 0.42 × 0.15 mm |
V = 2421.9 (14) Å3 |
Bruker SMART CCD area-detector diffractometer | 7185 independent reflections |
Radiation source: fine-focus sealed tube | 5247 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.000 |
Detector resolution: 8.192 pixels mm-1 | θmax = 26.6°, θmin = 2.0° |
ϕ and ω scans | h = −15→16 |
Absorption correction: multi-scan (Blessing, 1995) | k = −16→16 |
Tmin = 0.685, Tmax = 0.981 | l = 0→18 |
7185 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.154 | H-atom parameters constrained |
S = 0.99 | w = 1/[σ2(Fo2) + (0.1104P)2] where P = (Fo2 + 2Fc2)/3 |
7185 reflections | (Δ/σ)max = 0.007 |
565 parameters | Δρmax = 0.36 e Å−3 |
2 restraints | Δρmin = −0.30 e Å−3 |
[Na4(C8H16BO4)4(C4H10O2)] | γ = 89.837 (4)° |
Mr = 930.15 | V = 2421.9 (14) Å3 |
Triclinic, P1 | Z = 2 |
a = 12.813 (4) Å | Mo Kα radiation |
b = 13.349 (4) Å | µ = 0.13 mm−1 |
c = 14.381 (5) Å | T = 163 K |
α = 89.282 (5)° | 0.75 × 0.42 × 0.15 mm |
β = 79.966 (4)° |
Bruker SMART CCD area-detector diffractometer | 7185 independent reflections |
Absorption correction: multi-scan (Blessing, 1995) | 5247 reflections with I > 2σ(I) |
Tmin = 0.685, Tmax = 0.981 | Rint = 0.000 |
7185 measured reflections |
R[F2 > 2σ(F2)] = 0.060 | 2 restraints |
wR(F2) = 0.154 | H-atom parameters constrained |
S = 0.99 | Δρmax = 0.36 e Å−3 |
7185 reflections | Δρmin = −0.30 e Å−3 |
565 parameters |
Experimental. Crystal decay was monitored by repeating the initial 10 frames at the end of the data collection and analyzing duplicate reflections. The standard 0.8 mm diameter collimator was used. Physical examination of the crystals using polarized light did not suggest they were twinned or multiple crystals. Examination of the full sphere of collected data, after structure solution, using RLATT [Bruker (2000). RLATT. Version 3.0. Bruker AXS Inc., Madison, Wisconsin, USA.], showed distinct domains. The two major ones were related by tilting the lattice 11.5 degrees with the twinning axis defined as [−1.0,-0.941,1.0]; no obvious systematic relation between these orientations could be established. The refinement gave an R1 at this point of 20% (9523 data, 7579> 2σ(I), Rint 0.034), with many data having Fo >> Fc as expected from accidental overlap of data from the (two) lattices. Other methods were tried (e.g. using TWINLAW (Bolte, 2004)) but no satisfactory way was found to systematically remove the affected data. Data were therefore excluded from the dataset where internal agreement was outside obervational error limits using 240 OMIT records (rather than down-weighting the averages as is usual) AND by comparing the ratio of Fo**2/Fc**2: if this ratio was exceeded and the difference was greater than 2 times the standard deviation of the observation, it was excluded. This process was cross- checked with the refinement results, so that the final worst data fits showed a spread of values with both Fo>Fc and Fc< Fo. The final ratio was 1.3, giving 7186 unique data (71% of the full data shell) and with 5429 > 2σ(I). The final refinements were stable with no unusual features and the two butanediol hydrogen atoms were located at the top of the final map. It is probable that some data is still affected by overlap; however (apart from improving the R factors), the chosen conservative ratio was considered a reasonable if rather arbitrayr compromise. The full dataset is available from the authors on request. The large ratio of maximum/minimum transmision calculated by the analytical procedure of SADABS (1996) is thought to relate to the alignment of the major and minor twin domains in the crystal coupled with sinusoidal variations in beam intensity. Bolte, M. (2004). J. Appl. Cryst. 37, 162–165. |
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 | 0.58135 (8) | 1.09761 (8) | 0.05098 (7) | 0.0253 (2) | |
Na2 | 0.62794 (9) | 0.88031 (8) | 0.28635 (7) | 0.0296 (3) | |
Na3 | 0.90690 (9) | 0.59663 (8) | 0.46093 (7) | 0.0255 (2) | |
Na4 | 0.84284 (9) | 0.39200 (8) | 0.22452 (7) | 0.0299 (3) | |
O1 | 0.52269 (17) | 0.81659 (15) | 0.04348 (13) | 0.0301 (4) | |
O2 | 0.62450 (15) | 0.92840 (14) | 0.12879 (12) | 0.0253 (4) | |
O3 | 0.44597 (14) | 0.96639 (15) | 0.10003 (13) | 0.0276 (4) | |
O4 | 0.73562 (17) | 1.19106 (17) | 0.05013 (13) | 0.0343 (5) | |
O5 | 0.60951 (16) | 1.20044 (15) | 0.18486 (13) | 0.0304 (4) | |
O6 | 0.71330 (19) | 1.35245 (16) | 0.13252 (16) | 0.0409 (5) | |
O7 | 0.48337 (16) | 0.83879 (18) | 0.21467 (14) | 0.0366 (5) | |
O8 | 0.59096 (19) | 1.04334 (16) | 0.32755 (14) | 0.0358 (5) | |
H8O | 0.604 (3) | 1.091 (3) | 0.288 (2) | 0.054* | |
O9 | 0.75401 (16) | 0.84636 (15) | 0.38870 (14) | 0.0303 (4) | |
O10 | 0.68898 (16) | 0.72164 (14) | 0.30905 (13) | 0.0284 (4) | |
O11 | 0.87525 (15) | 0.70910 (14) | 0.32840 (13) | 0.0281 (4) | |
O12 | 0.74746 (15) | 0.67609 (15) | 0.45829 (13) | 0.0287 (4) | |
O13 | 1.05144 (15) | 0.48381 (15) | 0.39287 (12) | 0.0258 (4) | |
O14 | 1.00062 (16) | 0.32219 (14) | 0.43594 (14) | 0.0299 (4) | |
O15 | 0.8581 (2) | 0.56258 (16) | 0.18214 (14) | 0.0392 (5) | |
H15O | 0.854 (4) | 0.603 (3) | 0.223 (2) | 0.059* | |
O16 | 0.87278 (15) | 0.43263 (14) | 0.37507 (12) | 0.0258 (4) | |
O17 | 1.01482 (16) | 0.37296 (17) | 0.26848 (14) | 0.0345 (5) | |
O18 | 0.79724 (16) | 1.22693 (15) | 0.19798 (14) | 0.0310 (4) | |
B1 | 0.5188 (2) | 0.8856 (2) | 0.1217 (2) | 0.0261 (6) | |
B2 | 0.7148 (3) | 1.2436 (2) | 0.1401 (2) | 0.0301 (7) | |
B3 | 0.7660 (2) | 0.7383 (2) | 0.3720 (2) | 0.0235 (6) | |
B4 | 0.9851 (2) | 0.4009 (2) | 0.3684 (2) | 0.0263 (6) | |
C1 | 0.5767 (3) | 0.7228 (2) | 0.0509 (2) | 0.0355 (7) | |
H1A | 0.5424 | 0.6701 | 0.0190 | 0.043* | |
H1B | 0.5702 | 0.7034 | 0.1184 | 0.043* | |
C2 | 0.6929 (3) | 0.7289 (2) | 0.0072 (2) | 0.0395 (7) | |
H2A | 0.7251 | 0.6616 | 0.0091 | 0.047* | |
H2B | 0.6992 | 0.7496 | −0.0599 | 0.047* | |
C3 | 0.7537 (3) | 0.8019 (2) | 0.0570 (2) | 0.0361 (7) | |
H3A | 0.8289 | 0.8010 | 0.0257 | 0.043* | |
H3B | 0.7509 | 0.7781 | 0.1229 | 0.043* | |
C4 | 0.7145 (2) | 0.9096 (2) | 0.0590 (2) | 0.0312 (6) | |
H4A | 0.7726 | 0.9542 | 0.0699 | 0.037* | |
H4B | 0.6971 | 0.9271 | −0.0036 | 0.037* | |
C5 | 0.3847 (3) | 1.0188 (3) | 0.1772 (2) | 0.0399 (8) | |
H5A | 0.3669 | 1.0864 | 0.1554 | 0.048* | |
H5B | 0.4274 | 1.0270 | 0.2277 | 0.048* | |
C6 | 0.2819 (3) | 0.9622 (4) | 0.2172 (2) | 0.0549 (10) | |
H6A | 0.2472 | 0.9422 | 0.1639 | 0.066* | |
H6B | 0.2333 | 1.0086 | 0.2568 | 0.066* | |
C7 | 0.2967 (3) | 0.8677 (4) | 0.2767 (3) | 0.0586 (11) | |
H7A | 0.3162 | 0.8888 | 0.3371 | 0.070* | |
H7B | 0.2281 | 0.8320 | 0.2917 | 0.070* | |
C8 | 0.3798 (3) | 0.7957 (3) | 0.2293 (2) | 0.0506 (10) | |
H8A | 0.3792 | 0.7344 | 0.2689 | 0.061* | |
H8B | 0.3623 | 0.7760 | 0.1677 | 0.061* | |
C9 | 0.6020 (3) | 1.0841 (2) | 0.4160 (2) | 0.0360 (7) | |
H9A | 0.5625 | 1.1481 | 0.4257 | 0.043* | |
H9B | 0.6777 | 1.0978 | 0.4171 | 0.043* | |
C10 | 0.5584 (2) | 1.0093 (2) | 0.4952 (2) | 0.0361 (7) | |
H10A | 0.5964 | 0.9448 | 0.4829 | 0.043* | |
H10B | 0.5734 | 1.0349 | 0.5559 | 0.043* | |
C11 | 0.8264 (3) | 0.8901 (2) | 0.4409 (2) | 0.0360 (7) | |
H11A | 0.8511 | 0.8384 | 0.4820 | 0.043* | |
H11B | 0.7900 | 0.9432 | 0.4818 | 0.043* | |
C12 | 0.9199 (3) | 0.9341 (2) | 0.3765 (3) | 0.0428 (8) | |
H12A | 0.9628 | 0.9725 | 0.4146 | 0.051* | |
H12B | 0.8941 | 0.9817 | 0.3322 | 0.051* | |
C13 | 0.9912 (3) | 0.8561 (3) | 0.3193 (2) | 0.0416 (8) | |
H13A | 1.0446 | 0.8919 | 0.2726 | 0.050* | |
H13B | 1.0297 | 0.8188 | 0.3627 | 0.050* | |
C14 | 0.9346 (2) | 0.7812 (2) | 0.2671 (2) | 0.0337 (6) | |
H14A | 0.8861 | 0.8178 | 0.2320 | 0.040* | |
H14B | 0.9876 | 0.7460 | 0.2204 | 0.040* | |
C15 | 0.6272 (3) | 0.6335 (2) | 0.3178 (2) | 0.0344 (7) | |
H15A | 0.6726 | 0.5756 | 0.3278 | 0.041* | |
H15B | 0.6003 | 0.6228 | 0.2582 | 0.041* | |
C16 | 0.5335 (2) | 0.6380 (3) | 0.3995 (2) | 0.0415 (8) | |
H16A | 0.4811 | 0.5865 | 0.3898 | 0.050* | |
H16B | 0.4990 | 0.7043 | 0.3981 | 0.050* | |
C17 | 0.5632 (2) | 0.6213 (3) | 0.4978 (2) | 0.0387 (7) | |
H17A | 0.4988 | 0.6303 | 0.5461 | 0.046* | |
H17B | 0.5872 | 0.5512 | 0.5026 | 0.046* | |
C18 | 0.6486 (2) | 0.6900 (3) | 0.5203 (2) | 0.0362 (7) | |
H18A | 0.6255 | 0.7604 | 0.5154 | 0.043* | |
H18B | 0.6586 | 0.6775 | 0.5862 | 0.043* | |
C19 | 1.0959 (2) | 0.5551 (2) | 0.32040 (19) | 0.0319 (6) | |
H19A | 1.1084 | 0.6195 | 0.3500 | 0.038* | |
H19B | 1.0447 | 0.5673 | 0.2773 | 0.038* | |
C20 | 1.2002 (3) | 0.5173 (3) | 0.2636 (2) | 0.0406 (7) | |
H20A | 1.2384 | 0.5748 | 0.2293 | 0.049* | |
H20B | 1.2446 | 0.4906 | 0.3081 | 0.049* | |
C21 | 1.1880 (2) | 0.4363 (3) | 0.1926 (2) | 0.0426 (8) | |
H21A | 1.1539 | 0.4658 | 0.1419 | 0.051* | |
H21B | 1.2592 | 0.4122 | 0.1634 | 0.051* | |
C22 | 1.1224 (3) | 0.3478 (3) | 0.2367 (2) | 0.0408 (8) | |
H22A | 1.1263 | 0.2938 | 0.1897 | 0.049* | |
H22B | 1.1531 | 0.3216 | 0.2908 | 0.049* | |
C23 | 0.9534 (3) | 0.2277 (2) | 0.4258 (2) | 0.0371 (7) | |
H23A | 0.9982 | 0.1740 | 0.4460 | 0.044* | |
H23B | 0.9496 | 0.2174 | 0.3584 | 0.044* | |
C24 | 0.8428 (3) | 0.2205 (2) | 0.4839 (2) | 0.0390 (7) | |
H24A | 0.8472 | 0.2331 | 0.5508 | 0.047* | |
H24B | 0.8165 | 0.1513 | 0.4800 | 0.047* | |
C25 | 0.7619 (3) | 0.2935 (2) | 0.4535 (2) | 0.0370 (7) | |
H25A | 0.7511 | 0.2759 | 0.3891 | 0.044* | |
H25B | 0.6933 | 0.2847 | 0.4966 | 0.044* | |
C26 | 0.7943 (2) | 0.4033 (2) | 0.45337 (19) | 0.0296 (6) | |
H26A | 0.7305 | 0.4455 | 0.4536 | 0.036* | |
H26B | 0.8215 | 0.4167 | 0.5123 | 0.036* | |
C27 | 0.9380 (2) | 0.5846 (2) | 0.10233 (19) | 0.0325 (6) | |
H27A | 1.0039 | 0.6059 | 0.1234 | 0.039* | |
H27B | 0.9142 | 0.6396 | 0.0642 | 0.039* | |
C28 | 0.9580 (2) | 0.4917 (2) | 0.04422 (19) | 0.0334 (7) | |
H28A | 0.8910 | 0.4701 | 0.0252 | 0.040* | |
H28B | 0.9818 | 0.4373 | 0.0831 | 0.040* | |
C29 | 0.5388 (3) | 1.2622 (2) | 0.2482 (2) | 0.0360 (7) | |
H29A | 0.5803 | 1.3009 | 0.2873 | 0.043* | |
H29B | 0.4890 | 1.2187 | 0.2911 | 0.043* | |
C30 | 0.4748 (3) | 1.3355 (3) | 0.1966 (2) | 0.0438 (8) | |
H30A | 0.4456 | 1.2980 | 0.1481 | 0.053* | |
H30B | 0.4141 | 1.3604 | 0.2428 | 0.053* | |
C31 | 0.5357 (3) | 1.4252 (3) | 0.1491 (3) | 0.0523 (10) | |
H31A | 0.4892 | 1.4628 | 0.1128 | 0.063* | |
H31B | 0.5528 | 1.4701 | 0.1986 | 0.063* | |
C32 | 0.6375 (3) | 1.3993 (3) | 0.0833 (3) | 0.0464 (9) | |
H32A | 0.6214 | 1.3536 | 0.0340 | 0.056* | |
H32B | 0.6687 | 1.4613 | 0.0516 | 0.056* | |
C33 | 0.8343 (3) | 1.2110 (3) | −0.0082 (2) | 0.0441 (8) | |
H33A | 0.8582 | 1.2791 | 0.0049 | 0.053* | |
H33B | 0.8256 | 1.2094 | −0.0752 | 0.053* | |
C34 | 0.9180 (3) | 1.1350 (3) | 0.0083 (3) | 0.0505 (9) | |
H34A | 0.9826 | 1.1468 | −0.0393 | 0.061* | |
H34B | 0.8917 | 1.0671 | −0.0019 | 0.061* | |
C35 | 0.9479 (3) | 1.1381 (3) | 0.1067 (3) | 0.0493 (9) | |
H35A | 0.9893 | 1.1998 | 0.1112 | 0.059* | |
H35B | 0.9946 | 1.0803 | 0.1137 | 0.059* | |
C36 | 0.8544 (3) | 1.1356 (2) | 0.1892 (2) | 0.0381 (7) | |
H36A | 0.8059 | 1.0805 | 0.1796 | 0.046* | |
H36B | 0.8812 | 1.1216 | 0.2486 | 0.046* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Na1 | 0.0245 (5) | 0.0209 (5) | 0.0315 (5) | −0.0038 (4) | −0.0078 (4) | 0.0000 (4) |
Na2 | 0.0342 (6) | 0.0253 (6) | 0.0315 (5) | 0.0054 (5) | −0.0116 (5) | −0.0015 (4) |
Na3 | 0.0250 (5) | 0.0203 (5) | 0.0323 (5) | 0.0024 (4) | −0.0081 (4) | −0.0024 (4) |
Na4 | 0.0334 (6) | 0.0257 (6) | 0.0320 (5) | −0.0075 (5) | −0.0098 (4) | −0.0011 (4) |
O1 | 0.0354 (11) | 0.0219 (10) | 0.0363 (10) | −0.0014 (8) | −0.0159 (8) | 0.0003 (8) |
O2 | 0.0202 (9) | 0.0247 (10) | 0.0303 (9) | −0.0037 (8) | −0.0026 (7) | −0.0038 (8) |
O3 | 0.0187 (9) | 0.0336 (11) | 0.0296 (9) | 0.0039 (8) | −0.0014 (7) | 0.0008 (8) |
O4 | 0.0317 (11) | 0.0390 (12) | 0.0318 (10) | −0.0176 (9) | −0.0037 (8) | −0.0013 (9) |
O5 | 0.0329 (11) | 0.0235 (10) | 0.0345 (10) | −0.0013 (9) | −0.0048 (8) | −0.0058 (8) |
O6 | 0.0518 (14) | 0.0222 (10) | 0.0564 (13) | −0.0128 (10) | −0.0316 (11) | 0.0083 (10) |
O7 | 0.0240 (10) | 0.0526 (14) | 0.0340 (10) | −0.0102 (10) | −0.0081 (8) | 0.0141 (10) |
O8 | 0.0497 (13) | 0.0280 (11) | 0.0287 (10) | 0.0018 (10) | −0.0038 (9) | −0.0010 (8) |
O9 | 0.0296 (11) | 0.0228 (10) | 0.0417 (10) | 0.0050 (8) | −0.0150 (8) | −0.0060 (8) |
O10 | 0.0300 (10) | 0.0227 (10) | 0.0345 (9) | −0.0038 (8) | −0.0112 (8) | 0.0026 (8) |
O11 | 0.0218 (9) | 0.0224 (9) | 0.0386 (10) | 0.0004 (8) | −0.0009 (8) | 0.0045 (8) |
O12 | 0.0248 (10) | 0.0322 (11) | 0.0289 (9) | 0.0065 (8) | −0.0045 (7) | 0.0012 (8) |
O13 | 0.0230 (9) | 0.0281 (10) | 0.0263 (8) | −0.0018 (8) | −0.0041 (7) | −0.0053 (8) |
O14 | 0.0334 (11) | 0.0215 (10) | 0.0380 (10) | 0.0012 (8) | −0.0147 (8) | −0.0023 (8) |
O15 | 0.0534 (14) | 0.0293 (11) | 0.0299 (10) | −0.0104 (11) | 0.0072 (10) | −0.0044 (9) |
O16 | 0.0207 (9) | 0.0256 (10) | 0.0310 (9) | −0.0005 (8) | −0.0042 (7) | −0.0002 (8) |
O17 | 0.0225 (10) | 0.0478 (13) | 0.0339 (10) | 0.0026 (9) | −0.0059 (8) | −0.0140 (9) |
O18 | 0.0349 (11) | 0.0212 (9) | 0.0395 (10) | −0.0028 (9) | −0.0137 (9) | −0.0022 (8) |
B1 | 0.0213 (15) | 0.0286 (16) | 0.0292 (14) | −0.0083 (13) | −0.0069 (11) | 0.0080 (13) |
B2 | 0.0358 (18) | 0.0209 (15) | 0.0367 (16) | −0.0039 (14) | −0.0148 (14) | −0.0013 (13) |
B3 | 0.0201 (14) | 0.0204 (14) | 0.0304 (14) | 0.0004 (12) | −0.0053 (11) | −0.0007 (12) |
B4 | 0.0240 (16) | 0.0260 (16) | 0.0298 (15) | 0.0005 (13) | −0.0069 (12) | −0.0060 (13) |
C1 | 0.0444 (18) | 0.0198 (14) | 0.0463 (16) | −0.0015 (13) | −0.0185 (14) | −0.0021 (12) |
C2 | 0.0475 (19) | 0.0313 (16) | 0.0421 (16) | 0.0133 (15) | −0.0141 (14) | −0.0110 (13) |
C3 | 0.0295 (16) | 0.0342 (16) | 0.0446 (16) | 0.0070 (13) | −0.0062 (13) | −0.0089 (13) |
C4 | 0.0285 (15) | 0.0283 (15) | 0.0352 (14) | −0.0042 (12) | −0.0011 (12) | −0.0039 (12) |
C5 | 0.0347 (17) | 0.055 (2) | 0.0302 (14) | 0.0133 (16) | −0.0049 (12) | −0.0066 (14) |
C6 | 0.0289 (17) | 0.091 (3) | 0.0413 (17) | 0.0063 (19) | 0.0025 (14) | 0.0048 (19) |
C7 | 0.0323 (18) | 0.097 (3) | 0.0447 (18) | −0.017 (2) | −0.0019 (14) | 0.017 (2) |
C8 | 0.0362 (18) | 0.069 (3) | 0.0477 (18) | −0.0244 (18) | −0.0113 (15) | 0.0227 (18) |
C9 | 0.0313 (16) | 0.0356 (16) | 0.0408 (15) | −0.0086 (14) | −0.0051 (12) | −0.0055 (14) |
C10 | 0.0334 (17) | 0.0360 (17) | 0.0385 (15) | 0.0051 (14) | −0.0046 (12) | −0.0014 (13) |
C11 | 0.0411 (18) | 0.0242 (15) | 0.0476 (16) | 0.0075 (13) | −0.0203 (14) | −0.0138 (13) |
C12 | 0.050 (2) | 0.0218 (14) | 0.062 (2) | −0.0092 (14) | −0.0242 (17) | −0.0023 (14) |
C13 | 0.0310 (16) | 0.0443 (19) | 0.0500 (17) | −0.0132 (14) | −0.0089 (14) | 0.0103 (15) |
C14 | 0.0329 (16) | 0.0304 (15) | 0.0366 (14) | −0.0054 (13) | −0.0032 (12) | 0.0059 (12) |
C15 | 0.0445 (18) | 0.0245 (14) | 0.0367 (14) | −0.0067 (13) | −0.0138 (13) | 0.0015 (12) |
C16 | 0.0249 (15) | 0.0433 (19) | 0.0569 (19) | −0.0093 (14) | −0.0102 (13) | 0.0162 (16) |
C17 | 0.0283 (15) | 0.0390 (17) | 0.0448 (16) | 0.0054 (14) | 0.0038 (13) | 0.0114 (14) |
C18 | 0.0357 (17) | 0.0405 (17) | 0.0289 (13) | 0.0070 (14) | 0.0045 (12) | −0.0012 (12) |
C19 | 0.0304 (15) | 0.0330 (16) | 0.0321 (14) | −0.0036 (13) | −0.0046 (12) | −0.0048 (12) |
C20 | 0.0298 (16) | 0.049 (2) | 0.0407 (16) | −0.0098 (15) | 0.0017 (13) | −0.0039 (14) |
C21 | 0.0252 (15) | 0.063 (2) | 0.0382 (16) | 0.0009 (15) | −0.0012 (12) | −0.0105 (15) |
C22 | 0.0345 (17) | 0.0485 (19) | 0.0398 (15) | 0.0021 (15) | −0.0067 (13) | −0.0168 (14) |
C23 | 0.0433 (18) | 0.0204 (14) | 0.0524 (17) | 0.0044 (13) | −0.0216 (14) | −0.0041 (13) |
C24 | 0.052 (2) | 0.0223 (14) | 0.0471 (16) | −0.0139 (14) | −0.0213 (15) | 0.0089 (13) |
C25 | 0.0331 (16) | 0.0343 (17) | 0.0438 (16) | −0.0112 (14) | −0.0077 (13) | 0.0030 (14) |
C26 | 0.0225 (14) | 0.0303 (15) | 0.0346 (14) | 0.0025 (12) | −0.0005 (11) | −0.0027 (12) |
C27 | 0.0348 (16) | 0.0275 (15) | 0.0314 (13) | 0.0001 (13) | 0.0046 (12) | −0.0008 (12) |
C28 | 0.0351 (16) | 0.0342 (16) | 0.0295 (13) | −0.0017 (13) | −0.0014 (12) | −0.0043 (12) |
C29 | 0.0412 (18) | 0.0348 (16) | 0.0321 (14) | 0.0052 (14) | −0.0061 (12) | −0.0038 (12) |
C30 | 0.0441 (19) | 0.049 (2) | 0.0405 (16) | 0.0190 (16) | −0.0131 (14) | −0.0093 (15) |
C31 | 0.067 (3) | 0.0334 (18) | 0.065 (2) | 0.0100 (18) | −0.036 (2) | −0.0056 (16) |
C32 | 0.050 (2) | 0.0368 (18) | 0.0583 (19) | −0.0162 (16) | −0.0278 (17) | 0.0187 (16) |
C33 | 0.0353 (17) | 0.057 (2) | 0.0374 (15) | −0.0186 (16) | 0.0004 (13) | −0.0016 (15) |
C34 | 0.0337 (18) | 0.056 (2) | 0.057 (2) | −0.0167 (17) | 0.0066 (15) | −0.0158 (18) |
C35 | 0.0379 (19) | 0.0374 (18) | 0.074 (2) | 0.0068 (16) | −0.0141 (17) | −0.0122 (17) |
C36 | 0.0482 (19) | 0.0214 (14) | 0.0494 (17) | 0.0004 (14) | −0.0213 (15) | −0.0036 (13) |
Na1—O4 | 2.338 (2) | C7—H7A | 0.9900 |
Na1—O1i | 2.349 (2) | C7—H7B | 0.9900 |
Na1—O3i | 2.425 (2) | C8—H8A | 0.9900 |
Na1—O5 | 2.456 (2) | C8—H8B | 0.9900 |
Na1—O3 | 2.477 (2) | C9—C10 | 1.536 (4) |
Na1—O2 | 2.609 (2) | C9—H9A | 0.9900 |
Na2—O8 | 2.289 (2) | C9—H9B | 0.9900 |
Na2—O10 | 2.295 (2) | C10—C10v | 1.501 (6) |
Na2—O7 | 2.342 (2) | C10—H10A | 0.9900 |
Na2—O2 | 2.355 (2) | C10—H10B | 0.9900 |
Na2—O9 | 2.406 (2) | C11—C12 | 1.497 (5) |
Na3—O12 | 2.305 (2) | C11—H11A | 0.9900 |
Na3—O14ii | 2.332 (2) | C11—H11B | 0.9900 |
Na3—O13 | 2.459 (2) | C12—C13 | 1.532 (5) |
Na3—O13ii | 2.488 (2) | C12—H12A | 0.9900 |
Na3—O11 | 2.499 (2) | C12—H12B | 0.9900 |
Na3—O16 | 2.602 (2) | C13—C14 | 1.517 (5) |
Na4—O16 | 2.334 (2) | C13—H13A | 0.9900 |
Na4—O18iii | 2.334 (2) | C13—H13B | 0.9900 |
Na4—O15 | 2.350 (3) | C14—H14A | 0.9900 |
Na4—O6iii | 2.361 (2) | C14—H14B | 0.9900 |
Na4—O17 | 2.408 (2) | C15—C16 | 1.528 (5) |
O1—C1 | 1.441 (4) | C15—H15A | 0.9900 |
O1—B1 | 1.457 (4) | C15—H15B | 0.9900 |
O1—Na1i | 2.349 (2) | C16—C17 | 1.540 (5) |
O2—C4 | 1.414 (3) | C16—H16A | 0.9900 |
O2—B1 | 1.491 (4) | C16—H16B | 0.9900 |
O3—C5 | 1.431 (3) | C17—C18 | 1.510 (5) |
O3—B1 | 1.490 (4) | C17—H17A | 0.9900 |
O3—Na1i | 2.425 (2) | C17—H17B | 0.9900 |
O4—C33 | 1.414 (4) | C18—H18A | 0.9900 |
O4—B2 | 1.463 (4) | C18—H18B | 0.9900 |
O5—C29 | 1.435 (4) | C19—C20 | 1.527 (4) |
O5—B2 | 1.503 (4) | C19—H19A | 0.9900 |
O6—C32 | 1.435 (4) | C19—H19B | 0.9900 |
O6—B2 | 1.456 (4) | C20—C21 | 1.523 (5) |
O6—Na4iv | 2.361 (2) | C20—H20A | 0.9900 |
O7—C8 | 1.428 (4) | C20—H20B | 0.9900 |
O7—B1 | 1.467 (4) | C21—C22 | 1.518 (5) |
O8—C9 | 1.420 (4) | C21—H21A | 0.9900 |
O8—H8O | 0.85 (3) | C21—H21B | 0.9900 |
O9—C11 | 1.422 (4) | C22—H22A | 0.9900 |
O9—B3 | 1.469 (4) | C22—H22B | 0.9900 |
O10—C15 | 1.412 (4) | C23—C24 | 1.517 (5) |
O10—B3 | 1.471 (3) | C23—H23A | 0.9900 |
O11—C14 | 1.426 (4) | C23—H23B | 0.9900 |
O11—B3 | 1.484 (4) | C24—C25 | 1.534 (5) |
O12—C18 | 1.429 (3) | C24—H24A | 0.9900 |
O12—B3 | 1.468 (4) | C24—H24B | 0.9900 |
O13—C19 | 1.445 (4) | C25—C26 | 1.525 (4) |
O13—B4 | 1.480 (4) | C25—H25A | 0.9900 |
O13—Na3ii | 2.488 (2) | C25—H25B | 0.9900 |
O14—C23 | 1.421 (4) | C26—H26A | 0.9900 |
O14—B4 | 1.458 (4) | C26—H26B | 0.9900 |
O14—Na3ii | 2.332 (2) | C27—C28 | 1.501 (4) |
O15—C27 | 1.427 (3) | C27—H27A | 0.9900 |
O15—H15O | 0.79 (3) | C27—H27B | 0.9900 |
O16—C26 | 1.424 (3) | C28—C28vi | 1.530 (6) |
O16—B4 | 1.487 (4) | C28—H28A | 0.9900 |
O17—C22 | 1.416 (4) | C28—H28B | 0.9900 |
O17—B4 | 1.473 (4) | C29—C30 | 1.538 (4) |
O18—C36 | 1.415 (4) | C29—H29A | 0.9900 |
O18—B2 | 1.468 (4) | C29—H29B | 0.9900 |
O18—Na4iv | 2.334 (2) | C30—C31 | 1.520 (6) |
C1—C2 | 1.514 (5) | C30—H30A | 0.9900 |
C1—H1A | 0.9900 | C30—H30B | 0.9900 |
C1—H1B | 0.9900 | C31—C32 | 1.514 (6) |
C2—C3 | 1.512 (5) | C31—H31A | 0.9900 |
C2—H2A | 0.9900 | C31—H31B | 0.9900 |
C2—H2B | 0.9900 | C32—H32A | 0.9900 |
C3—C4 | 1.521 (4) | C32—H32B | 0.9900 |
C3—H3A | 0.9900 | C33—C34 | 1.521 (6) |
C3—H3B | 0.9900 | C33—H33A | 0.9900 |
C4—H4A | 0.9900 | C33—H33B | 0.9900 |
C4—H4B | 0.9900 | C34—C35 | 1.531 (5) |
C5—C6 | 1.540 (5) | C34—H34A | 0.9900 |
C5—H5A | 0.9900 | C34—H34B | 0.9900 |
C5—H5B | 0.9900 | C35—C36 | 1.532 (5) |
C6—C7 | 1.545 (6) | C35—H35A | 0.9900 |
C6—H6A | 0.9900 | C35—H35B | 0.9900 |
C6—H6B | 0.9900 | C36—H36A | 0.9900 |
C7—C8 | 1.510 (6) | C36—H36B | 0.9900 |
O4—Na1—O1i | 107.75 (9) | C6—C7—H7B | 108.7 |
O4—Na1—O3i | 116.36 (8) | H7A—C7—H7B | 107.6 |
O1i—Na1—O3i | 58.09 (7) | O7—C8—C7 | 111.9 (3) |
O4—Na1—O5 | 57.29 (7) | O7—C8—H8A | 109.2 |
O1i—Na1—O5 | 110.89 (8) | C7—C8—H8A | 109.2 |
O3i—Na1—O5 | 166.60 (8) | O7—C8—H8B | 109.2 |
O4—Na1—O3 | 158.27 (8) | C7—C8—H8B | 109.2 |
O1i—Na1—O3 | 93.59 (8) | H8A—C8—H8B | 107.9 |
O3i—Na1—O3 | 78.17 (7) | O8—C9—C10 | 109.3 (3) |
O5—Na1—O3 | 111.69 (8) | O8—C9—H9A | 109.8 |
O4—Na1—O2 | 102.76 (8) | C10—C9—H9A | 109.8 |
O1i—Na1—O2 | 147.53 (8) | O8—C9—H9B | 109.8 |
O3i—Na1—O2 | 98.37 (7) | C10—C9—H9B | 109.8 |
O5—Na1—O2 | 94.71 (7) | H9A—C9—H9B | 108.3 |
O3—Na1—O2 | 57.41 (7) | C10v—C10—C9 | 113.8 (3) |
O8—Na2—O10 | 154.25 (8) | C10v—C10—H10A | 108.8 |
O8—Na2—O7 | 101.71 (9) | C9—C10—H10A | 108.8 |
O10—Na2—O7 | 98.80 (9) | C10v—C10—H10B | 108.8 |
O8—Na2—O2 | 87.88 (8) | C9—C10—H10B | 108.8 |
O10—Na2—O2 | 116.13 (8) | H10A—C10—H10B | 107.7 |
O7—Na2—O2 | 59.44 (7) | O9—C11—C12 | 111.2 (3) |
O8—Na2—O9 | 98.21 (8) | O9—C11—H11A | 109.4 |
O10—Na2—O9 | 57.77 (7) | C12—C11—H11A | 109.4 |
O7—Na2—O9 | 153.15 (9) | O9—C11—H11B | 109.4 |
O2—Na2—O9 | 139.66 (9) | C12—C11—H11B | 109.4 |
O12—Na3—O14ii | 110.10 (8) | H11A—C11—H11B | 108.0 |
O12—Na3—O13 | 152.03 (8) | C11—C12—C13 | 113.9 (3) |
O14ii—Na3—O13 | 96.54 (8) | C11—C12—H12A | 108.8 |
O12—Na3—O13ii | 121.83 (8) | C13—C12—H12A | 108.8 |
O14ii—Na3—O13ii | 56.93 (7) | C11—C12—H12B | 108.8 |
O13—Na3—O13ii | 79.63 (7) | C13—C12—H12B | 108.8 |
O12—Na3—O11 | 56.99 (7) | H12A—C12—H12B | 107.7 |
O14ii—Na3—O11 | 111.89 (8) | C14—C13—C12 | 115.5 (3) |
O13—Na3—O11 | 105.73 (7) | C14—C13—H13A | 108.4 |
O13ii—Na3—O11 | 168.52 (8) | C12—C13—H13A | 108.4 |
O12—Na3—O16 | 99.05 (8) | C14—C13—H13B | 108.4 |
O14ii—Na3—O16 | 148.18 (8) | C12—C13—H13B | 108.4 |
O13—Na3—O16 | 57.77 (7) | H13A—C13—H13B | 107.5 |
O13ii—Na3—O16 | 97.07 (7) | O11—C14—C13 | 112.9 (2) |
O11—Na3—O16 | 94.36 (7) | O11—C14—H14A | 109.0 |
O16—Na4—O18iii | 117.99 (8) | C13—C14—H14A | 109.0 |
O16—Na4—O15 | 89.13 (8) | O11—C14—H14B | 109.0 |
O18iii—Na4—O15 | 152.14 (9) | C13—C14—H14B | 109.0 |
O16—Na4—O6iii | 145.27 (10) | H14A—C14—H14B | 107.8 |
O18iii—Na4—O6iii | 57.83 (7) | O10—C15—C16 | 112.5 (3) |
O15—Na4—O6iii | 96.56 (9) | O10—C15—H15A | 109.1 |
O16—Na4—O17 | 58.34 (7) | C16—C15—H15A | 109.1 |
O18iii—Na4—O17 | 102.42 (8) | O10—C15—H15B | 109.1 |
O15—Na4—O17 | 97.23 (9) | C16—C15—H15B | 109.1 |
O6iii—Na4—O17 | 152.74 (9) | H15A—C15—H15B | 107.8 |
C1—O1—B1 | 116.8 (2) | C15—C16—C17 | 114.4 (3) |
C1—O1—Na1i | 141.83 (18) | C15—C16—H16A | 108.7 |
B1—O1—Na1i | 101.13 (16) | C17—C16—H16A | 108.7 |
C4—O2—B1 | 121.2 (2) | C15—C16—H16B | 108.7 |
C4—O2—Na2 | 119.02 (16) | C17—C16—H16B | 108.7 |
B1—O2—Na2 | 97.71 (15) | H16A—C16—H16B | 107.6 |
C4—O2—Na1 | 93.51 (15) | C18—C17—C16 | 114.8 (3) |
B1—O2—Na1 | 92.32 (15) | C18—C17—H17A | 108.6 |
Na2—O2—Na1 | 132.65 (8) | C16—C17—H17A | 108.6 |
C5—O3—B1 | 118.3 (2) | C18—C17—H17B | 108.6 |
C5—O3—Na1i | 136.86 (17) | C16—C17—H17B | 108.6 |
B1—O3—Na1i | 96.85 (15) | H17A—C17—H17B | 107.5 |
C5—O3—Na1 | 97.60 (18) | O12—C18—C17 | 112.3 (2) |
B1—O3—Na1 | 97.70 (15) | O12—C18—H18A | 109.1 |
Na1i—O3—Na1 | 101.83 (7) | C17—C18—H18A | 109.1 |
C33—O4—B2 | 116.2 (2) | O12—C18—H18B | 109.1 |
C33—O4—Na1 | 140.26 (19) | C17—C18—H18B | 109.1 |
B2—O4—Na1 | 103.56 (17) | H18A—C18—H18B | 107.9 |
C29—O5—B2 | 118.1 (2) | O13—C19—C20 | 111.5 (3) |
C29—O5—Na1 | 131.70 (18) | O13—C19—Na3 | 56.94 (12) |
B2—O5—Na1 | 97.16 (15) | C20—C19—Na3 | 167.4 (2) |
C32—O6—B2 | 118.9 (2) | O13—C19—H19A | 109.3 |
C32—O6—Na4iv | 141.16 (19) | C20—C19—H19A | 109.3 |
B2—O6—Na4iv | 99.77 (17) | Na3—C19—H19A | 73.0 |
C8—O7—B1 | 115.7 (2) | O13—C19—H19B | 109.3 |
C8—O7—Na2 | 145.03 (18) | C20—C19—H19B | 109.3 |
B1—O7—Na2 | 98.98 (16) | Na3—C19—H19B | 81.0 |
C9—O8—Na2 | 124.06 (19) | H19A—C19—H19B | 108.0 |
C9—O8—H8O | 106 (3) | C21—C20—C19 | 114.6 (3) |
Na2—O8—H8O | 121 (3) | C21—C20—H20A | 108.6 |
C11—O9—B3 | 116.0 (2) | C19—C20—H20A | 108.6 |
C11—O9—Na2 | 144.81 (17) | C21—C20—H20B | 108.6 |
B3—O9—Na2 | 97.97 (15) | C19—C20—H20B | 108.6 |
C15—O10—B3 | 120.3 (2) | H20A—C20—H20B | 107.6 |
C15—O10—Na2 | 125.48 (18) | C22—C21—C20 | 113.0 (3) |
B3—O10—Na2 | 102.82 (16) | C22—C21—H21A | 109.0 |
C14—O11—B3 | 116.5 (2) | C20—C21—H21A | 109.0 |
C14—O11—Na3 | 136.66 (18) | C22—C21—H21B | 109.0 |
B3—O11—Na3 | 95.77 (15) | C20—C21—H21B | 109.0 |
C18—O12—B3 | 116.6 (2) | H21A—C21—H21B | 107.8 |
C18—O12—Na3 | 138.01 (17) | O17—C22—C21 | 112.7 (3) |
B3—O12—Na3 | 104.73 (15) | O17—C22—H22A | 109.0 |
C19—O13—B4 | 119.3 (2) | C21—C22—H22A | 109.0 |
C19—O13—Na3 | 93.56 (15) | O17—C22—H22B | 109.0 |
B4—O13—Na3 | 97.70 (15) | C21—C22—H22B | 109.0 |
C19—O13—Na3ii | 140.11 (16) | H22A—C22—H22B | 107.8 |
B4—O13—Na3ii | 95.80 (15) | O14—C23—C24 | 111.7 (3) |
Na3—O13—Na3ii | 100.37 (7) | O14—C23—H23A | 109.3 |
C23—O14—B4 | 117.1 (2) | C24—C23—H23A | 109.3 |
C23—O14—Na3ii | 139.50 (17) | O14—C23—H23B | 109.3 |
B4—O14—Na3ii | 103.27 (16) | C24—C23—H23B | 109.3 |
C27—O15—Na4 | 114.53 (18) | H23A—C23—H23B | 107.9 |
C27—O15—H15O | 114 (3) | C23—C24—C25 | 114.7 (3) |
Na4—O15—H15O | 118 (3) | C23—C24—H24A | 108.6 |
C26—O16—B4 | 121.2 (2) | C25—C24—H24A | 108.6 |
C26—O16—Na4 | 117.42 (16) | C23—C24—H24B | 108.6 |
B4—O16—Na4 | 100.63 (15) | C25—C24—H24B | 108.6 |
C26—O16—Na3 | 90.28 (15) | H24A—C24—H24B | 107.6 |
B4—O16—Na3 | 91.71 (15) | C26—C25—C24 | 114.1 (3) |
Na4—O16—Na3 | 135.70 (9) | C26—C25—H25A | 108.7 |
C22—O17—B4 | 116.7 (2) | C24—C25—H25A | 108.7 |
C22—O17—Na4 | 145.44 (18) | C26—C25—H25B | 108.7 |
B4—O17—Na4 | 97.88 (16) | C24—C25—H25B | 108.7 |
C36—O18—B2 | 118.9 (2) | H25A—C25—H25B | 107.6 |
C36—O18—Na4iv | 133.57 (19) | O16—C26—C25 | 114.3 (2) |
B2—O18—Na4iv | 100.55 (16) | O16—C26—Na3 | 61.09 (13) |
O1—B1—O7 | 113.6 (2) | C25—C26—Na3 | 166.1 (2) |
O1—B1—O3 | 103.8 (2) | O16—C26—H26A | 108.7 |
O7—B1—O3 | 112.6 (2) | C25—C26—H26A | 108.7 |
O1—B1—O2 | 113.1 (2) | Na3—C26—H26A | 85.0 |
O7—B1—O2 | 103.9 (2) | O16—C26—H26B | 108.7 |
O3—B1—O2 | 110.2 (2) | C25—C26—H26B | 108.7 |
O6—B2—O4 | 115.1 (3) | Na3—C26—H26B | 63.6 |
O6—B2—O18 | 101.8 (2) | H26A—C26—H26B | 107.6 |
O4—B2—O18 | 113.2 (3) | O15—C27—C28 | 108.2 (2) |
O6—B2—O5 | 112.9 (3) | O15—C27—H27A | 110.1 |
O4—B2—O5 | 101.8 (2) | C28—C27—H27A | 110.1 |
O18—B2—O5 | 112.6 (2) | O15—C27—H27B | 110.1 |
O9—B3—O12 | 114.3 (2) | C28—C27—H27B | 110.1 |
O9—B3—O10 | 101.3 (2) | H27A—C27—H27B | 108.4 |
O12—B3—O10 | 113.8 (2) | C27—C28—C28vi | 112.1 (3) |
O9—B3—O11 | 113.2 (2) | C27—C28—Na4 | 82.61 (16) |
O12—B3—O11 | 102.2 (2) | C28vi—C28—Na4 | 158.9 (3) |
O10—B3—O11 | 112.4 (2) | C27—C28—H28A | 109.2 |
O14—B4—O17 | 114.8 (2) | C28vi—C28—H28A | 109.2 |
O14—B4—O13 | 103.1 (2) | Na4—C28—H28A | 78.0 |
O17—B4—O13 | 111.7 (2) | C27—C28—H28B | 109.2 |
O14—B4—O16 | 113.6 (2) | C28vi—C28—H28B | 109.2 |
O17—B4—O16 | 102.7 (2) | Na4—C28—H28B | 50.2 |
O13—B4—O16 | 111.2 (2) | H28A—C28—H28B | 107.9 |
O1—C1—C2 | 112.0 (3) | O5—C29—C30 | 113.0 (2) |
O1—C1—H1A | 109.2 | O5—C29—H29A | 109.0 |
C2—C1—H1A | 109.2 | C30—C29—H29A | 109.0 |
O1—C1—H1B | 109.2 | O5—C29—H29B | 109.0 |
C2—C1—H1B | 109.2 | C30—C29—H29B | 109.0 |
H1A—C1—H1B | 107.9 | H29A—C29—H29B | 107.8 |
C3—C2—C1 | 112.8 (2) | C31—C30—C29 | 115.7 (3) |
C3—C2—H2A | 109.0 | C31—C30—H30A | 108.3 |
C1—C2—H2A | 109.0 | C29—C30—H30A | 108.3 |
C3—C2—H2B | 109.0 | C31—C30—H30B | 108.3 |
C1—C2—H2B | 109.0 | C29—C30—H30B | 108.3 |
H2A—C2—H2B | 107.8 | H30A—C30—H30B | 107.4 |
C2—C3—C4 | 115.4 (3) | C32—C31—C30 | 114.7 (3) |
C2—C3—H3A | 108.4 | C32—C31—H31A | 108.6 |
C4—C3—H3A | 108.4 | C30—C31—H31A | 108.6 |
C2—C3—H3B | 108.4 | C32—C31—H31B | 108.6 |
C4—C3—H3B | 108.4 | C30—C31—H31B | 108.6 |
H3A—C3—H3B | 107.5 | H31A—C31—H31B | 107.6 |
O2—C4—C3 | 114.4 (2) | O6—C32—C31 | 112.0 (3) |
O2—C4—Na1 | 58.85 (13) | O6—C32—H32A | 109.2 |
C3—C4—Na1 | 164.2 (2) | C31—C32—H32A | 109.2 |
O2—C4—H4A | 108.7 | O6—C32—H32B | 109.2 |
C3—C4—H4A | 108.7 | C31—C32—H32B | 109.2 |
Na1—C4—H4A | 87.1 | H32A—C32—H32B | 107.9 |
O2—C4—H4B | 108.7 | O4—C33—C34 | 111.6 (3) |
C3—C4—H4B | 108.7 | O4—C33—H33A | 109.3 |
Na1—C4—H4B | 64.2 | C34—C33—H33A | 109.3 |
H4A—C4—H4B | 107.6 | O4—C33—H33B | 109.3 |
O3—C5—C6 | 111.4 (3) | C34—C33—H33B | 109.3 |
O3—C5—Na1 | 54.38 (14) | H33A—C33—H33B | 108.0 |
C6—C5—Na1 | 164.3 (2) | C33—C34—C35 | 114.5 (3) |
O3—C5—H5A | 109.3 | C33—C34—H34A | 108.6 |
C6—C5—H5A | 109.3 | C35—C34—H34A | 108.6 |
Na1—C5—H5A | 73.4 | C33—C34—H34B | 108.6 |
O3—C5—H5B | 109.3 | C35—C34—H34B | 108.6 |
C6—C5—H5B | 109.4 | H34A—C34—H34B | 107.6 |
Na1—C5—H5B | 83.7 | C34—C35—C36 | 115.3 (3) |
H5A—C5—H5B | 108.0 | C34—C35—H35A | 108.5 |
C5—C6—C7 | 115.0 (3) | C36—C35—H35A | 108.5 |
C5—C6—H6A | 108.5 | C34—C35—H35B | 108.5 |
C7—C6—H6A | 108.5 | C36—C35—H35B | 108.5 |
C5—C6—H6B | 108.5 | H35A—C35—H35B | 107.5 |
C7—C6—H6B | 108.5 | O18—C36—C35 | 112.3 (3) |
H6A—C6—H6B | 107.5 | O18—C36—H36A | 109.1 |
C8—C7—C6 | 114.4 (3) | C35—C36—H36A | 109.1 |
C8—C7—H7A | 108.7 | O18—C36—H36B | 109.1 |
C6—C7—H7A | 108.7 | C35—C36—H36B | 109.1 |
C8—C7—H7B | 108.7 | H36A—C36—H36B | 107.9 |
O8—Na2—O2—C4 | 123.57 (19) | C33—O4—B2—O18 | −55.4 (4) |
O10—Na2—O2—C4 | −46.8 (2) | Na1—O4—B2—O18 | 125.5 (2) |
O7—Na2—O2—C4 | −131.5 (2) | C33—O4—B2—O5 | −176.5 (2) |
O9—Na2—O2—C4 | 23.4 (2) | Na1—O4—B2—O5 | 4.4 (2) |
O8—Na2—O2—B1 | −104.13 (17) | C36—O18—B2—O6 | −153.3 (3) |
O10—Na2—O2—B1 | 85.54 (17) | Na4iv—O18—B2—O6 | 1.3 (2) |
O7—Na2—O2—B1 | 0.81 (15) | C36—O18—B2—O4 | −29.2 (4) |
O9—Na2—O2—B1 | 155.67 (17) | Na4iv—O18—B2—O4 | 125.5 (2) |
O8—Na2—O2—Na1 | −3.74 (13) | C36—O18—B2—O5 | 85.5 (3) |
O10—Na2—O2—Na1 | −174.08 (10) | Na4iv—O18—B2—O5 | −119.8 (2) |
O7—Na2—O2—Na1 | 101.20 (13) | C29—O5—B2—O6 | −26.1 (3) |
O9—Na2—O2—Na1 | −103.95 (14) | Na1—O5—B2—O6 | 119.8 (2) |
O4—Na1—O2—C4 | −58.93 (16) | C29—O5—B2—O4 | −150.0 (2) |
O1i—Na1—O2—C4 | 100.8 (2) | Na1—O5—B2—O4 | −4.1 (2) |
O3i—Na1—O2—C4 | 60.64 (16) | C29—O5—B2—O18 | 88.5 (3) |
O5—Na1—O2—C4 | −116.43 (15) | Na1—O5—B2—O18 | −125.6 (2) |
O3—Na1—O2—C4 | 130.77 (16) | C11—O9—B3—O12 | 63.2 (3) |
O4—Na1—O2—B1 | 179.61 (15) | Na2—O9—B3—O12 | −126.1 (2) |
O1i—Na1—O2—B1 | −20.6 (2) | C11—O9—B3—O10 | −174.0 (2) |
O3i—Na1—O2—B1 | −60.82 (15) | Na2—O9—B3—O10 | −3.3 (2) |
O5—Na1—O2—B1 | 122.10 (15) | C11—O9—B3—O11 | −53.3 (3) |
O3—Na1—O2—B1 | 9.30 (14) | Na2—O9—B3—O11 | 117.36 (19) |
O4—Na1—O2—Na2 | 76.90 (13) | C18—O12—B3—O9 | 54.3 (3) |
O1i—Na1—O2—Na2 | −123.34 (15) | Na3—O12—B3—O9 | −117.8 (2) |
O3i—Na1—O2—Na2 | −163.53 (11) | C18—O12—B3—O10 | −61.4 (3) |
O5—Na1—O2—Na2 | 19.40 (13) | Na3—O12—B3—O10 | 126.5 (2) |
O3—Na1—O2—Na2 | −93.40 (12) | C18—O12—B3—O11 | 177.1 (2) |
O4—Na1—O3—C5 | 84.3 (3) | Na3—O12—B3—O11 | 5.0 (2) |
O1i—Na1—O3—C5 | −84.92 (16) | C15—O10—B3—O9 | −141.9 (2) |
O3i—Na1—O3—C5 | −141.26 (18) | Na2—O10—B3—O9 | 3.5 (2) |
O5—Na1—O3—C5 | 29.25 (17) | C15—O10—B3—O12 | −18.7 (3) |
O2—Na1—O3—C5 | 110.65 (16) | Na2—O10—B3—O12 | 126.64 (19) |
O4—Na1—O3—B1 | −35.7 (3) | C15—O10—B3—O11 | 97.0 (3) |
O1i—Na1—O3—B1 | 155.04 (15) | Na2—O10—B3—O11 | −117.7 (2) |
O3i—Na1—O3—B1 | 98.70 (16) | C14—O11—B3—O9 | −31.1 (3) |
O5—Na1—O3—B1 | −90.79 (16) | Na3—O11—B3—O9 | 119.03 (19) |
O2—Na1—O3—B1 | −9.39 (14) | C14—O11—B3—O12 | −154.6 (2) |
O4—Na1—O3—Na1i | −134.4 (2) | Na3—O11—B3—O12 | −4.44 (19) |
O1i—Na1—O3—Na1i | 56.34 (8) | C14—O11—B3—O10 | 83.0 (3) |
O3i—Na1—O3—Na1i | 0.0 | Na3—O11—B3—O10 | −126.9 (2) |
O5—Na1—O3—Na1i | 170.51 (8) | C23—O14—B4—O17 | −53.2 (3) |
O2—Na1—O3—Na1i | −108.08 (9) | Na3ii—O14—B4—O17 | 130.7 (2) |
O1i—Na1—O4—C33 | −78.0 (3) | C23—O14—B4—O13 | −174.9 (2) |
O3i—Na1—O4—C33 | −15.4 (4) | Na3ii—O14—B4—O13 | 9.0 (2) |
O5—Na1—O4—C33 | 178.2 (4) | C23—O14—B4—O16 | 64.7 (3) |
O3—Na1—O4—C33 | 113.3 (3) | Na3ii—O14—B4—O16 | −111.5 (2) |
O2—Na1—O4—C33 | 90.8 (3) | C22—O17—B4—O14 | −61.9 (4) |
O1i—Na1—O4—B2 | 100.68 (17) | Na4—O17—B4—O14 | 118.2 (2) |
O3i—Na1—O4—B2 | 163.25 (16) | C22—O17—B4—O13 | 55.0 (3) |
O5—Na1—O4—B2 | −3.16 (16) | Na4—O17—B4—O13 | −124.87 (19) |
O3—Na1—O4—B2 | −68.0 (3) | C22—O17—B4—O16 | 174.2 (2) |
O2—Na1—O4—B2 | −90.57 (17) | Na4—O17—B4—O16 | −5.7 (2) |
O4—Na1—O5—C29 | 141.5 (3) | C19—O13—B4—O14 | 152.0 (2) |
O1i—Na1—O5—C29 | 43.3 (2) | Na3—O13—B4—O14 | −109.53 (18) |
O3i—Na1—O5—C29 | 76.2 (4) | Na3ii—O13—B4—O14 | −8.21 (19) |
O3—Na1—O5—C29 | −59.7 (2) | C19—O13—B4—O17 | 28.2 (3) |
O2—Na1—O5—C29 | −116.4 (2) | Na3—O13—B4—O17 | 126.7 (2) |
O4—Na1—O5—B2 | 3.02 (15) | Na3ii—O13—B4—O17 | −132.0 (2) |
O1i—Na1—O5—B2 | −95.19 (16) | C19—O13—B4—O16 | −85.9 (3) |
O3i—Na1—O5—B2 | −62.3 (4) | Na3—O13—B4—O16 | 12.6 (2) |
O3—Na1—O5—B2 | 161.87 (15) | Na3ii—O13—B4—O16 | 113.89 (19) |
O2—Na1—O5—B2 | 105.17 (16) | C26—O16—B4—O14 | 12.6 (3) |
O8—Na2—O7—C8 | −93.6 (4) | Na4—O16—B4—O14 | −118.8 (2) |
O10—Na2—O7—C8 | 70.7 (4) | Na3—O16—B4—O14 | 104.0 (2) |
O2—Na2—O7—C8 | −174.0 (4) | C26—O16—B4—O17 | 137.3 (2) |
O9—Na2—O7—C8 | 43.5 (5) | Na4—O16—B4—O17 | 5.9 (2) |
O8—Na2—O7—B1 | 79.60 (18) | Na3—O16—B4—O17 | −131.35 (19) |
O10—Na2—O7—B1 | −116.06 (17) | C26—O16—B4—O13 | −103.1 (3) |
O2—Na2—O7—B1 | −0.83 (16) | Na4—O16—B4—O13 | 125.47 (18) |
O9—Na2—O7—B1 | −143.3 (2) | Na3—O16—B4—O13 | −11.8 (2) |
O10—Na2—O8—C9 | −5.8 (4) | B1—O1—C1—C2 | −91.2 (3) |
O7—Na2—O8—C9 | 136.4 (2) | Na1i—O1—C1—C2 | 95.7 (3) |
O2—Na2—O8—C9 | −165.5 (2) | O1—C1—C2—C3 | 63.5 (3) |
O9—Na2—O8—C9 | −25.5 (2) | C1—C2—C3—C4 | −59.4 (4) |
O8—Na2—O9—C11 | −22.2 (3) | B1—O2—C4—C3 | −69.0 (3) |
O10—Na2—O9—C11 | 167.8 (3) | Na2—O2—C4—C3 | 52.1 (3) |
O7—Na2—O9—C11 | −159.8 (3) | Na1—O2—C4—C3 | −163.8 (2) |
O2—Na2—O9—C11 | 74.3 (3) | B1—O2—C4—Na1 | 94.8 (2) |
O8—Na2—O9—B3 | 172.42 (16) | Na2—O2—C4—Na1 | −144.12 (15) |
O10—Na2—O9—B3 | 2.42 (15) | C2—C3—C4—O2 | 79.8 (3) |
O7—Na2—O9—B3 | 34.8 (3) | C2—C3—C4—Na1 | 18.7 (9) |
O2—Na2—O9—B3 | −91.14 (19) | O4—Na1—C4—O2 | 123.28 (15) |
O8—Na2—O10—C15 | 117.2 (3) | O1i—Na1—C4—O2 | −119.81 (17) |
O7—Na2—O10—C15 | −25.4 (2) | O3i—Na1—C4—O2 | −119.97 (15) |
O2—Na2—O10—C15 | −85.5 (2) | O5—Na1—C4—O2 | 68.31 (15) |
O9—Na2—O10—C15 | 140.5 (2) | O3—Na1—C4—O2 | −40.88 (14) |
O8—Na2—O10—B3 | −25.8 (3) | O4—Na1—C4—C3 | −167.9 (7) |
O7—Na2—O10—B3 | −168.30 (16) | O1i—Na1—C4—C3 | −51.0 (8) |
O2—Na2—O10—B3 | 131.51 (16) | O3i—Na1—C4—C3 | −51.2 (7) |
O9—Na2—O10—B3 | −2.46 (15) | O5—Na1—C4—C3 | 137.1 (7) |
O12—Na3—O11—C14 | 142.8 (3) | O3—Na1—C4—C3 | 27.9 (7) |
O14ii—Na3—O11—C14 | 42.4 (3) | O2—Na1—C4—C3 | 68.8 (7) |
O13—Na3—O11—C14 | −61.5 (3) | B1—O3—C5—C6 | −84.7 (3) |
O13ii—Na3—O11—C14 | 55.0 (5) | Na1i—O3—C5—C6 | 55.9 (4) |
O16—Na3—O11—C14 | −119.2 (3) | Na1—O3—C5—C6 | 172.3 (2) |
O12—Na3—O11—B3 | 3.29 (14) | B1—O3—C5—Na1 | 103.0 (2) |
O14ii—Na3—O11—B3 | −97.11 (16) | Na1i—O3—C5—Na1 | −116.4 (2) |
O13—Na3—O11—B3 | 158.97 (15) | O4—Na1—C5—O3 | −141.83 (17) |
O13ii—Na3—O11—B3 | −84.5 (4) | O1i—Na1—C5—O3 | 96.17 (15) |
O16—Na3—O11—B3 | 101.26 (15) | O3i—Na1—C5—O3 | 38.49 (17) |
O14ii—Na3—O12—C18 | −69.2 (3) | O5—Na1—C5—O3 | −152.96 (16) |
O13—Na3—O12—C18 | 129.5 (3) | O2—Na1—C5—O3 | −56.83 (14) |
O13ii—Na3—O12—C18 | −6.4 (3) | O4—Na1—C5—C6 | −169.3 (8) |
O11—Na3—O12—C18 | −172.8 (3) | O1i—Na1—C5—C6 | 68.8 (9) |
O16—Na3—O12—C18 | 97.8 (3) | O3i—Na1—C5—C6 | 11.1 (9) |
O14ii—Na3—O12—B3 | 100.21 (17) | O5—Na1—C5—C6 | 179.6 (9) |
O13—Na3—O12—B3 | −61.1 (3) | O3—Na1—C5—C6 | −27.4 (8) |
O13ii—Na3—O12—B3 | 163.04 (15) | O2—Na1—C5—C6 | −84.2 (9) |
O11—Na3—O12—B3 | −3.42 (15) | O3—C5—C6—C7 | 74.2 (4) |
O16—Na3—O12—B3 | −92.75 (16) | Na1—C5—C6—C7 | 97.9 (9) |
O12—Na3—O13—C19 | 74.5 (2) | C5—C6—C7—C8 | −50.9 (5) |
O14ii—Na3—O13—C19 | −87.86 (15) | B1—O7—C8—C7 | −94.5 (3) |
O13ii—Na3—O13—C19 | −142.45 (17) | Na2—O7—C8—C7 | 78.0 (5) |
O11—Na3—O13—C19 | 27.12 (16) | C6—C7—C8—O7 | 64.7 (4) |
O16—Na3—O13—C19 | 112.28 (15) | Na2—O8—C9—C10 | −42.8 (3) |
O12—Na3—O13—B4 | −45.6 (2) | O8—C9—C10—C10v | −64.6 (4) |
O14ii—Na3—O13—B4 | 151.98 (15) | B3—O9—C11—C12 | 94.9 (3) |
O13ii—Na3—O13—B4 | 97.38 (16) | Na2—O9—C11—C12 | −69.0 (4) |
O11—Na3—O13—B4 | −93.05 (15) | O9—C11—C12—C13 | −67.0 (3) |
O16—Na3—O13—B4 | −7.88 (14) | C11—C12—C13—C14 | 50.4 (4) |
O12—Na3—O13—Na3ii | −143.00 (17) | B3—O11—C14—C13 | 85.6 (3) |
O14ii—Na3—O13—Na3ii | 54.60 (8) | Na3—O11—C14—C13 | −48.1 (4) |
O13ii—Na3—O13—Na3ii | 0.0 | C12—C13—C14—O11 | −72.9 (4) |
O11—Na3—O13—Na3ii | 169.57 (8) | B3—O10—C15—C16 | 79.0 (3) |
O16—Na3—O13—Na3ii | −105.26 (9) | Na2—O10—C15—C16 | −58.1 (3) |
O16—Na4—O15—C27 | 122.8 (2) | O10—C15—C16—C17 | −76.9 (3) |
O18iii—Na4—O15—C27 | −69.9 (3) | C15—C16—C17—C18 | 54.4 (4) |
O6iii—Na4—O15—C27 | −91.5 (2) | B3—O12—C18—C17 | 90.4 (3) |
O17—Na4—O15—C27 | 64.9 (2) | Na3—O12—C18—C17 | −101.0 (3) |
O18iii—Na4—O16—C26 | −50.2 (2) | C16—C17—C18—O12 | −63.1 (3) |
O15—Na4—O16—C26 | 123.12 (18) | B4—O13—C19—C20 | −84.8 (3) |
O6iii—Na4—O16—C26 | 22.8 (3) | Na3—O13—C19—C20 | 174.3 (2) |
O17—Na4—O16—C26 | −137.83 (19) | Na3ii—O13—C19—C20 | 63.4 (3) |
O18iii—Na4—O16—B4 | 83.50 (18) | B4—O13—C19—Na3 | 100.9 (2) |
O15—Na4—O16—B4 | −103.17 (17) | Na3ii—O13—C19—Na3 | −110.8 (2) |
O6iii—Na4—O16—B4 | 156.55 (18) | O12—Na3—C19—O13 | −140.26 (15) |
O17—Na4—O16—B4 | −4.12 (16) | O14ii—Na3—C19—O13 | 95.09 (15) |
O18iii—Na4—O16—Na3 | −172.85 (11) | O13ii—Na3—C19—O13 | 37.99 (17) |
O15—Na4—O16—Na3 | 0.48 (14) | O11—Na3—C19—O13 | −153.48 (15) |
O6iii—Na4—O16—Na3 | −99.80 (18) | O16—Na3—C19—O13 | −55.31 (14) |
O17—Na4—O16—Na3 | 99.53 (14) | O12—Na3—C19—C20 | −165.4 (9) |
O12—Na3—O16—C26 | −67.91 (15) | O14ii—Na3—C19—C20 | 70.0 (10) |
O14ii—Na3—O16—C26 | 88.5 (2) | O13—Na3—C19—C20 | −25.1 (9) |
O13—Na3—O16—C26 | 128.99 (16) | O13ii—Na3—C19—C20 | 12.9 (10) |
O13ii—Na3—O16—C26 | 56.00 (15) | O11—Na3—C19—C20 | −178.6 (10) |
O11—Na3—O16—C26 | −125.15 (15) | O16—Na3—C19—C20 | −80.4 (10) |
O12—Na3—O16—B4 | 170.88 (15) | O13—C19—C20—C21 | 75.6 (3) |
O14ii—Na3—O16—B4 | −32.7 (2) | Na3—C19—C20—C21 | 98.1 (10) |
O13—Na3—O16—B4 | 7.78 (14) | C19—C20—C21—C22 | −53.7 (4) |
O13ii—Na3—O16—B4 | −65.21 (15) | B4—O17—C22—C21 | −94.1 (3) |
O11—Na3—O16—B4 | 113.64 (15) | Na4—O17—C22—C21 | 85.6 (4) |
O12—Na3—O16—Na4 | 63.72 (14) | C20—C21—C22—O17 | 67.1 (4) |
O14ii—Na3—O16—Na4 | −139.83 (15) | B4—O14—C23—C24 | −91.3 (3) |
O13—Na3—O16—Na4 | −99.38 (13) | Na3ii—O14—C23—C24 | 83.0 (3) |
O13ii—Na3—O16—Na4 | −172.37 (12) | O14—C23—C24—C25 | 64.4 (3) |
O11—Na3—O16—Na4 | 6.48 (14) | C23—C24—C25—C26 | −56.6 (4) |
O16—Na4—O17—C22 | −175.6 (4) | B4—O16—C26—C25 | −73.2 (3) |
O18iii—Na4—O17—C22 | 69.0 (4) | Na4—O16—C26—C25 | 50.7 (3) |
O15—Na4—O17—C22 | −91.1 (4) | Na3—O16—C26—C25 | −165.4 (2) |
O6iii—Na4—O17—C22 | 28.7 (5) | B4—O16—C26—Na3 | 92.2 (2) |
O16—Na4—O17—B4 | 4.12 (16) | Na4—O16—C26—Na3 | −143.97 (14) |
O18iii—Na4—O17—B4 | −111.26 (17) | C24—C25—C26—O16 | 76.5 (3) |
O15—Na4—O17—B4 | 88.60 (18) | C24—C25—C26—Na3 | 9.0 (10) |
O6iii—Na4—O17—B4 | −151.6 (2) | O12—Na3—C26—O16 | 113.68 (14) |
C1—O1—B1—O7 | −49.5 (3) | O14ii—Na3—C26—O16 | −128.48 (16) |
Na1i—O1—B1—O7 | 126.2 (2) | O13—Na3—C26—O16 | −42.29 (13) |
C1—O1—B1—O3 | −172.0 (2) | O13ii—Na3—C26—O16 | −123.57 (15) |
Na1i—O1—B1—O3 | 3.7 (2) | O11—Na3—C26—O16 | 60.18 (15) |
C1—O1—B1—O2 | 68.6 (3) | O12—Na3—C26—C25 | −172.2 (8) |
Na1i—O1—B1—O2 | −115.8 (2) | O14ii—Na3—C26—C25 | −54.4 (9) |
C8—O7—B1—O1 | −59.9 (4) | O13—Na3—C26—C25 | 31.8 (8) |
Na2—O7—B1—O1 | 124.4 (2) | O13ii—Na3—C26—C25 | −49.5 (8) |
C8—O7—B1—O3 | 57.6 (4) | O11—Na3—C26—C25 | 134.2 (8) |
Na2—O7—B1—O3 | −118.1 (2) | O16—Na3—C26—C25 | 74.1 (8) |
C8—O7—B1—O2 | 176.8 (3) | Na4—O15—C27—C28 | 23.6 (3) |
Na2—O7—B1—O2 | 1.2 (2) | O15—C27—C28—C28vi | 179.2 (3) |
C5—O3—B1—O1 | 150.5 (2) | O15—C27—C28—Na4 | −16.5 (2) |
Na1i—O3—B1—O1 | −3.5 (2) | O16—Na4—C28—C27 | −42.6 (2) |
Na1—O3—B1—O1 | −106.49 (18) | O18iii—Na4—C28—C27 | 167.84 (17) |
C5—O3—B1—O7 | 27.3 (3) | O15—Na4—C28—C27 | 12.32 (17) |
Na1i—O3—B1—O7 | −126.7 (2) | O6iii—Na4—C28—C27 | 115.49 (19) |
Na1—O3—B1—O7 | 130.3 (2) | O17—Na4—C28—C27 | −90.26 (18) |
C5—O3—B1—O2 | −88.1 (3) | O16—Na4—C28—C28vi | 93.3 (8) |
Na1i—O3—B1—O2 | 117.83 (19) | O18iii—Na4—C28—C28vi | −56.3 (8) |
Na1—O3—B1—O2 | 14.8 (2) | O15—Na4—C28—C28vi | 148.2 (8) |
C4—O2—B1—O1 | 6.2 (3) | O6iii—Na4—C28—C28vi | −108.7 (8) |
Na2—O2—B1—O1 | −124.72 (19) | O17—Na4—C28—C28vi | 45.6 (8) |
Na1—O2—B1—O1 | 101.7 (2) | B2—O5—C29—C30 | 81.9 (3) |
C4—O2—B1—O7 | 129.7 (2) | Na1—O5—C29—C30 | −49.9 (4) |
Na2—O2—B1—O7 | −1.1 (2) | O5—C29—C30—C31 | −74.8 (4) |
Na1—O2—B1—O7 | −134.76 (19) | C29—C30—C31—C32 | 52.4 (4) |
C4—O2—B1—O3 | −109.5 (3) | B2—O6—C32—C31 | 91.8 (4) |
Na2—O2—B1—O3 | 119.65 (19) | Na4iv—O6—C32—C31 | −81.8 (4) |
Na1—O2—B1—O3 | −14.0 (2) | C30—C31—C32—O6 | −63.6 (4) |
C32—O6—B2—O4 | 59.9 (4) | B2—O4—C33—C34 | 93.4 (3) |
Na4iv—O6—B2—O4 | −124.1 (2) | Na1—O4—C33—C34 | −88.0 (4) |
C32—O6—B2—O18 | −177.2 (3) | O4—C33—C34—C35 | −65.4 (4) |
Na4iv—O6—B2—O18 | −1.3 (2) | C33—C34—C35—C36 | 50.3 (4) |
C32—O6—B2—O5 | −56.3 (4) | B2—O18—C36—C35 | 84.2 (3) |
Na4iv—O6—B2—O5 | 119.7 (2) | Na4iv—O18—C36—C35 | −60.2 (3) |
C33—O4—B2—O6 | 61.1 (4) | C34—C35—C36—O18 | −72.2 (4) |
Na1—O4—B2—O6 | −117.9 (2) |
Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x+2, −y+1, −z+1; (iii) x, y−1, z; (iv) x, y+1, z; (v) −x+1, −y+2, −z+1; (vi) −x+2, −y+1, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O8—H8O···O5 | 0.85 (4) | 2.06 (2) | 2.897 (3) | 170 (4) |
O15—H15O···O11 | 0.80 (4) | 2.14 (4) | 2.927 (3) | 169 (5) |
Experimental details
Crystal data | |
Chemical formula | [Na4(C8H16BO4)4(C4H10O2)] |
Mr | 930.15 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 163 |
a, b, c (Å) | 12.813 (4), 13.349 (4), 14.381 (5) |
α, β, γ (°) | 89.282 (5), 79.966 (4), 89.837 (4) |
V (Å3) | 2421.9 (14) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.13 |
Crystal size (mm) | 0.75 × 0.42 × 0.15 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (Blessing, 1995) |
Tmin, Tmax | 0.685, 0.981 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7185, 7185, 5247 |
Rint | 0.000 |
(sin θ/λ)max (Å−1) | 0.630 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.060, 0.154, 0.99 |
No. of reflections | 7185 |
No. of parameters | 565 |
No. of restraints | 2 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.36, −0.30 |
Computer programs: SMART (Bruker, 2001), SMART, SAINT (Bruker, 2001) and SADABS (Sheldrick, 1996), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1999) and Mercury (Bruno et al., 2002), SHELXL97.
Na1—O4 | 2.338 (2) | Na2—O7 | 2.342 (2) |
Na1—O1i | 2.349 (2) | Na2—O2 | 2.355 (2) |
Na1—O3i | 2.425 (2) | Na2—O9 | 2.406 (2) |
Na1—O5 | 2.456 (2) | Na3—O13 | 2.459 (2) |
Na1—O3 | 2.477 (2) | Na3—O16 | 2.602 (2) |
Na1—O2 | 2.609 (2) | Na4—O15 | 2.350 (3) |
Na2—O8 | 2.289 (2) | O1—B1 | 1.457 (4) |
Na2—O10 | 2.295 (2) | O2—B1 | 1.491 (4) |
O1i—Na1—O3i | 58.09 (7) | Na2—O2—Na1 | 132.65 (8) |
O3i—Na1—O5 | 166.60 (8) | Na1i—O3—Na1 | 101.83 (7) |
O7—Na2—O2 | 59.44 (7) | Na3—O13—Na3ii | 100.37 (7) |
O2—Na2—O9 | 139.66 (9) | Na4—O16—Na3 | 135.70 (9) |
O8—C9—C10—C10iii | −64.6 (4) | O15—C27—C28—C28iv | 179.2 (3) |
Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x+2, −y+1, −z+1; (iii) −x+1, −y+2, −z+1; (iv) −x+2, −y+1, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O8—H8O···O5 | 0.85 (4) | 2.06 (2) | 2.897 (3) | 170 (4) |
O15—H15O···O11 | 0.80 (4) | 2.14 (4) | 2.927 (3) | 169 (5) |
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This study is part of a programme aimed at investigating boron diolates and alkoxides (Gainsford & Kemmitt, 2004). Although borates form a range of diolate complexes (Bachelier & Verchere, 1995; Springsteen & Wang, 2002), structural data are sparse, and no 1,4-diolates have been reported to date. Low solubility prevented us from obtaining useful NMR data, and the presence of hydroxyl groups of a `free' diol molecule in the structure made it difficult to determine the coordination mode of the diolate ligands by other techniques. Thus, in order to confirm the chelating nature of the 1,4-diolate ligand, we have carried out the present single-crystal X-ray analysis of the title compound, (I).
The basic polymeric fragment of (I), with asymmetric unit formula [Na4(C8H16BO4)4(C4H10O2)]n, is illustrated in Fig. 1. The use of the word `bound' here indicates atoms that are within either covalent or ionic attractive distances of each other. The Na+ cations are of two types. Cations Na1 and Na3 are bound to six O atoms, with four of these being monocoordinate diolate O atoms [Na—O 2.305 (2)–2.499 (2) Å] and two being shared with adjacent Na+ [2.459 (2)–2.609 (2) Å]. Cations Na2 and Na4 are five-coordinated through four diolate O atoms, one of which is shared [O2 2.355 (2) and O16 2.334 (2) Å], with the other three being monocoordinated [2.342 (2)–2.408 (2) Å]; the fifth position is taken by a singly coordinated butanediol O atom [O8 2.289 (2) and O15 2.349 (3) Å]. None of the Na+ cation geometries approaches an idealized stereochemistry. The butanediol molecules lie on inversion centres (see Fig. 1 and comments below).
The B atoms in the (butanedioxy)borate anions show minor perturbations from tetrahedral geometry, with B—O bond length and O—B—O angle ranges of 1.457 (4)–1.503 (4) Å and 101.8 (2)–115.1 (2)°, respectively. These variations can be related to the longer bonds involving O atoms bridging Na atoms (O2, O3, O13 and O16), with a mean B—O distance for these of 1.487 (4) Å, compared with the mean of 1.470 (13) Å for the other 12 three-coordinate O atoms. Thus, four diolate O atoms (O2, O3, O13 and O16) are four-coordinate through bridging two Na+ cations, and bond to one B atom and one methylene C atom; the remaining O atoms bond to one B atom, one C atom and one Na+ cation.
The polymeric units of (I) form sheets parallel to the (101) plane and are linked by two bound butanediol links per cell (Fig. 3). The butanediol H atoms are involved in strong intramolecular binding, strengthening these links (Fig. 1, Table 2). The contents of one sheet are shown in Fig. 2. The internal ring consists of 12 B—O and 16 Na—O bonds, involving eight Na and eight B atoms. The links between the sheets involve crystallographic inversion centres at the centres of the butanediol molecules (so the asymmetric unit shown in Fig. 1 reflects incomplete links), through Na2—O8—C9—C10—C10ii—C9ii—O8ii—Na2ii and Na4—O15—C27—C28—C28iii—C27iii—O15iii—Na4iii [symmetry codes: (ii) 1 − x, 2 − y, 1 − z; (iii) 2 − x, 1 − y, −z].
The title compound has a unique structure, with no directly comparable compounds containing seven-membered dioxygenboron rings; the closest two are a bis[ethylborandiyl-bis(oxy)]cyclobutane compound (Yalpani et al., 1983) and sodium scylloinositoldiborate decahydrate (Grainger, 1981). In the latter, the B—O bonds range from 1.486–1.502 Å, but the Na+ cations are completely surrounded by water molecules. The long Na—O distances in (I), involving the asymmetric bridging of the five- and six-coordinate Na atoms by atoms O2 and O16, are unique with respect to the subtended angles at the O atoms (Table 1), which are usually around 90°. Examples of such bridging distances are found in bis[(µ2-hydrogentriphenylborato)bis(tetrahydrofuran)sodium] (Bishop et al., 2000) and (µ2-dibenzo-30-crown-10)aquamethanoldisodium bis(tetraphenylborate) methanol solvate (Steed et al., 2003), with Na—O distances and Na—O—Na angles of 2.386 Å, 2.650 Å and 94.16°, and 2.380 Å, 2.648 Å and 103.24°, respectively, compared with the averages (for O2 and O16) of 2.345 (15) Å, 2.606 (5) Å and 134 (2)° in (I).