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Reported here are the single-crystal X-ray structure analyses of bis-μ-methanol-κ4O:O-bis­{[hydro­tris­(3-phenyl-2-sulfanylidene-2,3-di­hydro-1H-1,3-imidazol-1-yl)borato-κ3H,S,S′](methan­ol-κO)sodium(I)}, [Na2(C27H22BN6S3)2(CH4O)4] (NaTmPh), bis-μ-methanol-κ4O:O-bis­{[hydro­tris­(3-isopropyl-2-sulfanyl­i­dene-2,3-di­hydro-1H-1,3-imidazol-1-yl)borato-κ3H,S,S′](methanol-κO)sodium(I)}–diethyl ether–methanol (1/0.3333/0.0833), [Na2(C18H28BN6S3)2(CH4O)4]·0.3333C4H10O·0.0833CH3OH (NaTmiPr), and a novel anhydrous form of sodium hydro­tris­(methylthio­imidazol­yl)borate, poly[[μ-hydro­tris­(3-methyl-2-sulfanyl­idene-2,3-di­hydro-1H-1,3-imidazol-1-yl)bor­ato]sodium(I)], [Na(C12H16BN6S3)] ([NaTmMe]n). NaTmiPr and NaTmPh have similar dimeric mol­ecular structures with κ3H,S,S′-bonding, but they differ in that NaTmPh is crystallographically centrosymmetric (Z′ = 0.5) while NaTmiPr contains one crystallographically centrosymmetric dimer and one dimer positioned on a general position (Z′ = 1.5). [NaTmMe]n is a one-dimensional coordination polymer that extends along the a direction and which contains a hitherto unseen side-on η2-C=S-to-Na bond type. An overview of the structural preferences of alkali metal soft scorpionate complexes is presented. This analysis suggests that these thione-based ligands will continue to be a rich source of inter­esting alkali metal motifs worthy of isolation and characterization.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229614005737/ov3047sup1.cif
Contains datablocks slligand, rajpri, cotmbm, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614005737/ov3047slligandsup2.hkl
Contains datablock slligand

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614005737/ov3047rajprisup3.hkl
Contains datablock rajpri

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614005737/ov3047cotmbmsup4.hkl
Contains datablock cotmbm

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2053229614005737/ov3047sup5.pdf
Fully labelled ellipsoid plots for (I), (II) and (III)

CCDC references: 991673; 991674; 991675

Computing details top

For all structures, data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell refinement: CrysAlis PRO (Oxford Diffraction, 2010); data reduction: CrysAlis PRO (Oxford Diffraction, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Bis-µ-methanol-κ4O:O-bis{[hydrotris(3-phenyl-2-sulfanylidene-2,3-dihydro-1H-1,3-imidazol-1-yl)borato-κ3H,S,S'](methanol-κO)sodium(I)} (slligand) top
Crystal data top
[Na2(C27H22BN6S3)2(CH4O)4]F(000) = 1304
Mr = 1249.14Dx = 1.381 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 8166 reflections
a = 12.6969 (5) Åθ = 3.1–28.8°
b = 19.4915 (6) ŵ = 0.30 mm1
c = 13.2609 (4) ÅT = 123 K
β = 113.777 (4)°Fragment from large block, colourless
V = 3003.27 (18) Å30.20 × 0.10 × 0.10 mm
Z = 2
Data collection top
Oxford Xcalibur E
diffractometer
6679 independent reflections
Radiation source: fine-focus sealed tube5282 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.030
ω scansθmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2010)
h = 1516
Tmin = 0.948, Tmax = 1.000k = 2425
18722 measured reflectionsl = 1717
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.081H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0312P)2 + 1.0836P]
where P = (Fo2 + 2Fc2)/3
6679 reflections(Δ/σ)max = 0.001
392 parametersΔρmax = 0.33 e Å3
2 restraintsΔρmin = 0.27 e Å3
Special details top

Experimental. Absorption correction: CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010, 11:50:40). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
xyzUiso*/Ueq
Na10.01860 (6)0.07733 (4)0.56029 (5)0.02183 (16)
S10.00485 (4)0.22297 (2)0.59948 (3)0.02235 (11)
S20.36661 (4)0.03190 (2)0.69303 (4)0.01904 (10)
S30.04583 (4)0.01218 (2)0.77385 (3)0.01971 (10)
O10.12167 (11)0.03783 (7)0.49595 (10)0.0215 (3)
O20.12438 (12)0.09585 (8)0.37249 (11)0.0353 (4)
N10.16652 (12)0.19606 (7)0.80987 (10)0.0143 (3)
N20.03593 (12)0.27162 (7)0.80209 (11)0.0143 (3)
N30.34214 (12)0.15671 (7)0.77500 (11)0.0138 (3)
N40.48743 (12)0.15210 (7)0.72570 (11)0.0145 (3)
N50.25402 (12)0.07866 (7)0.87104 (11)0.0151 (3)
N60.24569 (12)0.01889 (7)0.94902 (11)0.0181 (3)
C10.07030 (14)0.22890 (8)0.73906 (13)0.0146 (3)
C20.19089 (14)0.21903 (9)0.91640 (13)0.0166 (4)
H20.25350.20430.98130.020*
C30.11136 (15)0.26532 (9)0.91205 (13)0.0168 (4)
H30.10720.28930.97270.020*
C40.06623 (14)0.31335 (9)0.76386 (13)0.0149 (3)
C50.05642 (16)0.38389 (9)0.77010 (14)0.0220 (4)
H50.01710.40500.79440.026*
C60.15483 (17)0.42370 (10)0.74063 (15)0.0276 (4)
H60.14840.47220.74600.033*
C70.26199 (17)0.39344 (11)0.70353 (15)0.0278 (4)
H70.32910.42100.68370.033*
C80.27114 (16)0.32239 (11)0.69537 (15)0.0266 (4)
H80.34490.30140.66890.032*
C90.17344 (15)0.28210 (9)0.72567 (14)0.0208 (4)
H90.17970.23350.72040.025*
C100.39688 (14)0.11553 (9)0.72860 (13)0.0147 (3)
C110.40287 (14)0.21793 (9)0.80561 (13)0.0169 (4)
H110.38430.25530.84150.020*
C120.49250 (15)0.21530 (9)0.77586 (13)0.0176 (4)
H120.54850.25010.78710.021*
C130.56810 (15)0.12597 (8)0.68442 (13)0.0151 (3)
C140.68449 (15)0.12849 (9)0.75090 (14)0.0183 (4)
H140.71070.14990.82120.022*
C150.76304 (16)0.09953 (9)0.71426 (16)0.0234 (4)
H150.84320.10130.75920.028*
C160.72368 (17)0.06822 (9)0.61191 (16)0.0243 (4)
H160.77700.04760.58740.029*
C170.60747 (17)0.06676 (9)0.54525 (15)0.0225 (4)
H170.58140.04550.47490.027*
C180.52867 (15)0.09620 (9)0.58042 (14)0.0191 (4)
H180.44890.09600.53410.023*
C190.18415 (14)0.02526 (9)0.86568 (13)0.0152 (3)
C200.35958 (15)0.06750 (9)0.95854 (14)0.0199 (4)
H200.42400.09750.98080.024*
C210.35549 (15)0.00764 (9)1.00626 (14)0.0212 (4)
H210.41590.01281.06740.025*
C220.20811 (15)0.08569 (9)0.96632 (14)0.0204 (4)
C230.26979 (18)0.14286 (10)0.95966 (14)0.0262 (4)
H230.33690.13770.94540.031*
C240.2327 (2)0.20788 (11)0.97396 (15)0.0355 (5)
H240.27400.24740.96890.043*
C250.1352 (2)0.21469 (11)0.99560 (16)0.0383 (6)
H250.10930.25911.00480.046*
C260.07559 (18)0.15744 (11)1.00391 (16)0.0349 (5)
H260.00960.16261.02010.042*
C270.11092 (16)0.09230 (10)0.98892 (14)0.0265 (4)
H270.06930.05290.99400.032*
C280.15151 (17)0.09361 (10)0.44136 (16)0.0285 (4)
H28A0.09290.09800.36590.043*
H28B0.22650.08450.43930.043*
H28C0.15540.13630.48160.043*
C290.23658 (17)0.12115 (10)0.31297 (17)0.0298 (4)
H29A0.26930.13660.36460.045*
H29B0.28480.08470.26610.045*
H29C0.23360.15980.26690.045*
B10.22639 (16)0.13476 (10)0.78068 (15)0.0148 (4)
H10.1693 (15)0.1132 (9)0.6984 (14)0.018*
H1S0.1813 (15)0.0317 (13)0.5576 (13)0.060 (8)*
H2S0.108 (2)0.0690 (10)0.3296 (17)0.056 (8)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na10.0202 (4)0.0253 (4)0.0206 (3)0.0004 (3)0.0089 (3)0.0033 (3)
S10.0243 (2)0.0260 (3)0.0133 (2)0.0086 (2)0.00399 (17)0.00068 (18)
S20.0178 (2)0.0141 (2)0.0273 (2)0.00111 (18)0.01125 (18)0.00395 (18)
S30.0122 (2)0.0238 (2)0.0200 (2)0.00077 (18)0.00327 (16)0.00263 (18)
O10.0197 (7)0.0247 (7)0.0207 (6)0.0032 (6)0.0086 (5)0.0035 (6)
O20.0250 (8)0.0546 (10)0.0220 (7)0.0121 (7)0.0049 (6)0.0097 (7)
N10.0125 (7)0.0170 (7)0.0134 (6)0.0010 (6)0.0052 (5)0.0005 (6)
N20.0133 (7)0.0149 (7)0.0156 (7)0.0011 (6)0.0067 (5)0.0011 (6)
N30.0139 (7)0.0129 (7)0.0151 (7)0.0015 (6)0.0062 (5)0.0010 (6)
N40.0123 (7)0.0147 (7)0.0176 (7)0.0001 (6)0.0072 (6)0.0019 (6)
N50.0119 (7)0.0172 (7)0.0162 (7)0.0008 (6)0.0055 (6)0.0004 (6)
N60.0144 (7)0.0187 (8)0.0195 (7)0.0015 (6)0.0053 (6)0.0039 (6)
C10.0135 (8)0.0146 (8)0.0164 (8)0.0003 (7)0.0068 (6)0.0007 (7)
C20.0159 (8)0.0210 (9)0.0129 (8)0.0002 (7)0.0059 (6)0.0009 (7)
C30.0183 (9)0.0193 (9)0.0128 (8)0.0005 (7)0.0063 (7)0.0027 (7)
C40.0152 (8)0.0175 (9)0.0138 (7)0.0028 (7)0.0077 (6)0.0006 (7)
C50.0235 (10)0.0175 (9)0.0261 (9)0.0014 (8)0.0110 (8)0.0022 (8)
C60.0342 (11)0.0202 (10)0.0305 (10)0.0084 (9)0.0152 (9)0.0017 (8)
C70.0245 (10)0.0379 (12)0.0235 (9)0.0170 (9)0.0121 (8)0.0070 (9)
C80.0148 (9)0.0385 (12)0.0262 (9)0.0002 (9)0.0077 (8)0.0015 (9)
C90.0190 (9)0.0190 (9)0.0241 (9)0.0015 (8)0.0084 (7)0.0003 (8)
C100.0139 (8)0.0164 (9)0.0124 (7)0.0012 (7)0.0039 (6)0.0008 (7)
C110.0177 (9)0.0146 (8)0.0180 (8)0.0001 (7)0.0070 (7)0.0032 (7)
C120.0191 (9)0.0135 (8)0.0196 (8)0.0025 (7)0.0073 (7)0.0029 (7)
C130.0167 (9)0.0127 (8)0.0196 (8)0.0001 (7)0.0110 (7)0.0003 (7)
C140.0174 (9)0.0165 (9)0.0212 (8)0.0020 (7)0.0081 (7)0.0023 (7)
C150.0165 (9)0.0192 (9)0.0379 (11)0.0014 (8)0.0146 (8)0.0023 (8)
C160.0291 (11)0.0171 (9)0.0383 (11)0.0001 (8)0.0255 (9)0.0020 (8)
C170.0320 (11)0.0194 (9)0.0232 (9)0.0037 (8)0.0184 (8)0.0038 (8)
C180.0193 (9)0.0195 (9)0.0185 (8)0.0014 (8)0.0078 (7)0.0001 (7)
C190.0144 (8)0.0171 (9)0.0155 (8)0.0035 (7)0.0075 (7)0.0008 (7)
C200.0124 (8)0.0241 (10)0.0197 (8)0.0018 (8)0.0029 (7)0.0011 (8)
C210.0138 (9)0.0270 (10)0.0185 (8)0.0024 (8)0.0021 (7)0.0042 (8)
C220.0187 (9)0.0213 (9)0.0167 (8)0.0016 (8)0.0025 (7)0.0047 (7)
C230.0301 (11)0.0264 (10)0.0192 (9)0.0022 (9)0.0069 (8)0.0020 (8)
C240.0530 (15)0.0225 (11)0.0215 (10)0.0008 (10)0.0052 (9)0.0004 (8)
C250.0482 (14)0.0281 (12)0.0223 (10)0.0175 (11)0.0029 (9)0.0049 (9)
C260.0250 (11)0.0440 (13)0.0267 (10)0.0132 (10)0.0012 (8)0.0110 (10)
C270.0183 (10)0.0317 (11)0.0244 (9)0.0012 (8)0.0033 (8)0.0085 (8)
C280.0291 (11)0.0285 (11)0.0296 (10)0.0058 (9)0.0135 (9)0.0028 (9)
C290.0257 (11)0.0237 (10)0.0379 (11)0.0007 (9)0.0108 (9)0.0018 (9)
B10.0132 (9)0.0171 (10)0.0151 (9)0.0014 (8)0.0068 (7)0.0002 (8)
Geometric parameters (Å, º) top
Na1—O22.3322 (15)C6—H60.9500
Na1—O12.3912 (14)C7—C81.390 (3)
Na1—O1i2.5535 (15)C7—H70.9500
Na1—S12.8796 (9)C8—C91.384 (3)
Na1—S32.9041 (8)C8—H80.9500
Na1—Na1i3.5322 (14)C9—H90.9500
Na1—H12.452 (18)C11—C121.347 (2)
S1—C11.6999 (16)C11—H110.9500
S2—C101.6973 (17)C12—H120.9500
S3—C191.7052 (17)C13—C141.383 (2)
O1—C281.439 (2)C13—C181.390 (2)
O1—Na1i2.5535 (15)C14—C151.393 (2)
O1—H1S0.870 (10)C14—H140.9500
O2—C291.410 (2)C15—C161.385 (3)
O2—H2S0.858 (10)C15—H150.9500
N1—C11.364 (2)C16—C171.381 (3)
N1—C21.3927 (19)C16—H160.9500
N1—B11.547 (2)C17—C181.387 (2)
N2—C11.370 (2)C17—H170.9500
N2—C31.390 (2)C18—H180.9500
N2—C41.439 (2)C20—C211.338 (2)
N3—C101.360 (2)C20—H200.9500
N3—C111.390 (2)C21—H210.9500
N3—B11.561 (2)C22—C231.385 (3)
N4—C101.366 (2)C22—C271.388 (2)
N4—C121.389 (2)C23—C241.392 (3)
N4—C131.435 (2)C23—H230.9500
N5—C191.351 (2)C24—C251.385 (3)
N5—C201.391 (2)C24—H240.9500
N5—B11.554 (2)C25—C261.378 (3)
N6—C191.370 (2)C25—H250.9500
N6—C211.391 (2)C26—C271.387 (3)
N6—C221.437 (2)C26—H260.9500
C2—C31.338 (2)C27—H270.9500
C2—H20.9500C28—H28A0.9800
C3—H30.9500C28—H28B0.9800
C4—C51.380 (2)C28—H28C0.9800
C4—C91.387 (2)C29—H29A0.9800
C5—C61.387 (3)C29—H29B0.9800
C5—H50.9500C29—H29C0.9800
C6—C71.379 (3)B1—H11.120 (17)
O2—Na1—O181.95 (5)C8—C9—H9120.3
O2—Na1—O1i79.48 (5)C4—C9—H9120.3
O1—Na1—O1i88.88 (5)N3—C10—N4107.10 (14)
O2—Na1—S190.76 (5)N3—C10—S2126.34 (12)
O1—Na1—S1110.13 (4)N4—C10—S2126.29 (12)
O1i—Na1—S1157.34 (4)C12—C11—N3108.45 (14)
O2—Na1—S3157.45 (5)C12—C11—H11125.8
O1—Na1—S3104.46 (4)N3—C11—H11125.8
O1i—Na1—S379.06 (3)C11—C12—N4107.01 (15)
S1—Na1—S3106.68 (2)C11—C12—H12126.5
O2—Na1—Na1i76.89 (4)N4—C12—H12126.5
O1—Na1—Na1i46.29 (3)C14—C13—C18120.79 (15)
O1i—Na1—Na1i42.60 (3)C14—C13—N4119.19 (14)
S1—Na1—Na1i154.17 (3)C18—C13—N4119.97 (15)
S3—Na1—Na1i91.82 (3)C13—C14—C15119.65 (16)
O2—Na1—H1136.2 (4)C13—C14—H14120.2
O1—Na1—H173.6 (4)C15—C14—H14120.2
O1i—Na1—H1134.3 (4)C16—C15—C14119.62 (17)
S1—Na1—H165.5 (4)C16—C15—H15120.2
S3—Na1—H165.7 (4)C14—C15—H15120.2
Na1i—Na1—H1108.3 (4)C17—C16—C15120.44 (16)
C1—S1—Na1103.49 (6)C17—C16—H16119.8
C19—S3—Na1115.79 (6)C15—C16—H16119.8
C28—O1—Na1108.74 (10)C16—C17—C18120.37 (16)
C28—O1—Na1i136.48 (11)C16—C17—H17119.8
Na1—O1—Na1i91.12 (5)C18—C17—H17119.8
C28—O1—H1S105.7 (17)C17—C18—C13119.09 (17)
Na1—O1—H1S101.6 (17)C17—C18—H18120.5
Na1i—O1—H1S107.6 (17)C13—C18—H18120.5
C29—O2—Na1131.96 (12)N5—C19—N6107.02 (14)
C29—O2—H2S107.6 (17)N5—C19—S3128.19 (13)
Na1—O2—H2S115.1 (17)N6—C19—S3124.79 (13)
C1—N1—C2108.58 (13)C21—C20—N5108.83 (16)
C1—N1—B1125.78 (13)C21—C20—H20125.6
C2—N1—B1124.86 (14)N5—C20—H20125.6
C1—N2—C3109.39 (13)C20—C21—N6106.71 (15)
C1—N2—C4126.32 (13)C20—C21—H21126.6
C3—N2—C4124.16 (13)N6—C21—H21126.6
C10—N3—C11108.32 (13)C23—C22—C27120.91 (18)
C10—N3—B1121.50 (14)C23—C22—N6119.10 (16)
C11—N3—B1130.05 (13)C27—C22—N6119.99 (17)
C10—N4—C12109.03 (13)C22—C23—C24119.52 (19)
C10—N4—C13124.30 (14)C22—C23—H23120.2
C12—N4—C13126.51 (14)C24—C23—H23120.2
C19—N5—C20108.34 (14)C25—C24—C23119.7 (2)
C19—N5—B1124.21 (14)C25—C24—H24120.1
C20—N5—B1126.52 (14)C23—C24—H24120.1
C19—N6—C21109.09 (14)C26—C25—C24120.31 (19)
C19—N6—C22125.46 (14)C26—C25—H25119.8
C21—N6—C22125.04 (14)C24—C25—H25119.8
N1—C1—N2106.42 (13)C25—C26—C27120.7 (2)
N1—C1—S1128.81 (12)C25—C26—H26119.7
N2—C1—S1124.72 (13)C27—C26—H26119.7
C3—C2—N1108.54 (14)C26—C27—C22118.86 (19)
C3—C2—H2125.7C26—C27—H27120.6
N1—C2—H2125.7C22—C27—H27120.6
C2—C3—N2107.08 (14)O1—C28—H28A109.5
C2—C3—H3126.5O1—C28—H28B109.5
N2—C3—H3126.5H28A—C28—H28B109.5
C5—C4—C9120.72 (16)O1—C28—H28C109.5
C5—C4—N2119.68 (15)H28A—C28—H28C109.5
C9—C4—N2119.53 (15)H28B—C28—H28C109.5
C4—C5—C6119.43 (18)O2—C29—H29A109.5
C4—C5—H5120.3O2—C29—H29B109.5
C6—C5—H5120.3H29A—C29—H29B109.5
C7—C6—C5120.58 (18)O2—C29—H29C109.5
C7—C6—H6119.7H29A—C29—H29C109.5
C5—C6—H6119.7H29B—C29—H29C109.5
C6—C7—C8119.56 (17)N1—B1—N5109.36 (12)
C6—C7—H7120.2N1—B1—N3111.56 (14)
C8—C7—H7120.2N5—B1—N3107.80 (14)
C9—C8—C7120.37 (18)N1—B1—H1110.1 (9)
C9—C8—H8119.8N5—B1—H1110.0 (9)
C7—C8—H8119.8N3—B1—H1108.0 (9)
C8—C9—C4119.32 (17)
O2—Na1—S1—C1174.18 (7)C13—N4—C10—S24.4 (2)
O1—Na1—S1—C1104.12 (7)C10—N3—C11—C121.55 (19)
O1i—Na1—S1—C1110.41 (11)B1—N3—C11—C12174.35 (15)
S3—Na1—S1—C18.68 (6)N3—C11—C12—N40.33 (19)
Na1i—Na1—S1—C1125.36 (10)C10—N4—C12—C112.09 (19)
O2—Na1—S3—C19158.59 (13)C13—N4—C12—C11177.66 (15)
O1—Na1—S3—C1954.48 (8)C10—N4—C13—C14125.69 (18)
O1i—Na1—S3—C19140.45 (7)C12—N4—C13—C1449.2 (2)
S1—Na1—S3—C1962.15 (7)C10—N4—C13—C1851.9 (2)
Na1i—Na1—S3—C1999.59 (7)C12—N4—C13—C18133.20 (17)
O2—Na1—O1—C2861.04 (11)C18—C13—C14—C151.4 (3)
O1i—Na1—O1—C28140.57 (12)N4—C13—C14—C15176.13 (15)
S1—Na1—O1—C2826.81 (11)C13—C14—C15—C160.3 (3)
S3—Na1—O1—C28141.03 (10)C14—C15—C16—C171.3 (3)
Na1i—Na1—O1—C28140.57 (12)C15—C16—C17—C180.5 (3)
O2—Na1—O1—Na1i79.54 (5)C16—C17—C18—C131.2 (3)
O1i—Na1—O1—Na1i0.0C14—C13—C18—C172.2 (3)
S1—Na1—O1—Na1i167.38 (4)N4—C13—C18—C17175.32 (15)
S3—Na1—O1—Na1i78.40 (4)C20—N5—C19—N60.10 (17)
O1—Na1—O2—C29179.01 (17)B1—N5—C19—N6169.50 (14)
O1i—Na1—O2—C2988.65 (17)C20—N5—C19—S3179.48 (13)
S1—Na1—O2—C2970.76 (17)B1—N5—C19—S39.9 (2)
S3—Na1—O2—C2970.5 (2)C21—N6—C19—N50.32 (18)
Na1i—Na1—O2—C29132.14 (17)C22—N6—C19—N5173.28 (15)
C2—N1—C1—N20.12 (17)C21—N6—C19—S3179.09 (12)
B1—N1—C1—N2170.08 (14)C22—N6—C19—S36.1 (2)
C2—N1—C1—S1177.54 (13)Na1—S3—C19—N526.41 (17)
B1—N1—C1—S112.3 (2)Na1—S3—C19—N6152.87 (12)
C3—N2—C1—N10.21 (18)C19—N5—C20—C210.49 (19)
C4—N2—C1—N1175.69 (14)B1—N5—C20—C21168.80 (15)
C3—N2—C1—S1177.57 (12)N5—C20—C21—N60.67 (19)
C4—N2—C1—S16.5 (2)C19—N6—C21—C200.62 (19)
Na1—S1—C1—N150.10 (16)C22—N6—C21—C20173.62 (15)
Na1—S1—C1—N2132.63 (13)C19—N6—C22—C23117.18 (19)
C1—N1—C2—C30.01 (19)C21—N6—C22—C2354.7 (2)
B1—N1—C2—C3170.33 (15)C19—N6—C22—C2762.6 (2)
N1—C2—C3—N20.14 (19)C21—N6—C22—C27125.56 (19)
C1—N2—C3—C20.22 (19)C27—C22—C23—C241.1 (3)
C4—N2—C3—C2175.79 (15)N6—C22—C23—C24178.64 (16)
C1—N2—C4—C5115.88 (18)C22—C23—C24—C250.5 (3)
C3—N2—C4—C568.8 (2)C23—C24—C25—C260.5 (3)
C1—N2—C4—C966.9 (2)C24—C25—C26—C271.1 (3)
C3—N2—C4—C9108.38 (19)C25—C26—C27—C220.6 (3)
C9—C4—C5—C61.8 (2)C23—C22—C27—C260.5 (3)
N2—C4—C5—C6175.36 (15)N6—C22—C27—C26179.19 (16)
C4—C5—C6—C71.1 (3)C1—N1—B1—N5133.67 (15)
C5—C6—C7—C80.2 (3)C2—N1—B1—N535.0 (2)
C6—C7—C8—C90.9 (3)C1—N1—B1—N3107.17 (17)
C7—C8—C9—C40.3 (3)C2—N1—B1—N384.16 (18)
C5—C4—C9—C81.1 (2)C19—N5—B1—N193.19 (18)
N2—C4—C9—C8176.05 (15)C20—N5—B1—N199.12 (18)
C11—N3—C10—N42.81 (17)C19—N5—B1—N3145.35 (14)
B1—N3—C10—N4173.52 (14)C20—N5—B1—N322.3 (2)
C11—N3—C10—S2171.56 (12)C10—N3—B1—N1165.93 (14)
B1—N3—C10—S212.1 (2)C11—N3—B1—N19.5 (2)
C12—N4—C10—N33.04 (18)C10—N3—B1—N574.00 (18)
C13—N4—C10—N3178.72 (14)C11—N3—B1—N5110.57 (18)
C12—N4—C10—S2171.33 (12)
Symmetry code: (i) x, y, z+1.
Bis-µ-methanol-κ4O:O-bis{[hydrotris(3-isopropyl-2-sulfanylidene-2,3-dihydro-1H-1,3-imidazol-1-yl)borato-κ3H,S,S'](methanol-κO)sodium(I)}–diethyl ether–methanol (1/0.3333/0.0833) (rajpri) top
Crystal data top
[Na2(C18H28BN6S3)2(CH4O)4]·0.3333C4H10O·0.0833CH4OF(000) = 6858
Mr = 1072.43Dx = 1.202 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 11902 reflections
a = 53.903 (2) Åθ = 3.0–28.3°
b = 14.4391 (4) ŵ = 0.29 mm1
c = 22.9832 (4) ÅT = 123 K
β = 96.256 (3)°Cut fragment, colourless
V = 17781.5 (9) Å30.25 × 0.10 × 0.08 mm
Z = 12
Data collection top
Oxford Xcalibur E
diffractometer
17425 independent reflections
Radiation source: fine-focus sealed tube12925 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.067
ω scansθmax = 26.0°, θmin = 3.4°
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2010)
h = 6666
Tmin = 0.749, Tmax = 1.000k = 1517
33618 measured reflectionsl = 2828
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.062Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.176H atoms treated by a mixture of independent and constrained refinement
S = 1.01 w = 1/[σ2(Fo2) + (0.0928P)2 + 46.3515P]
where P = (Fo2 + 2Fc2)/3
17425 reflections(Δ/σ)max = 0.003
1011 parametersΔρmax = 1.13 e Å3
135 restraintsΔρmin = 0.64 e Å3
Special details top

Experimental. Non-single diffraction pattern. Raw data processed as a twin to give final hklf4 file with contributions from second diffracting entity removed. However, total intensity of `second crystal' was low, refinement with an hklf5 formatted file gave very poor results and post-processing attempts to apply twin laws to the current data set all gave models where BASF refined to zero (and with no improvement to the model).

Absorption correction: CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010, 11:50:40). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.

Refinement. Solvent site is disordered and partially occupied. After numerous trial calculations, a model with 0.5 Et2O and 0.125 MeOH was adopted. This is sensible w.r.t. the crystallization conditions and is a reasonable fit to the electron density. The largest remaining `Q peak' (1.13 e A-3) lies close to these solvent sites.

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 > 2σ(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
xyzUiso*/UeqOcc. (<1)
Na10.14734 (2)0.14371 (9)0.71219 (6)0.0231 (3)
Na20.15461 (2)0.10674 (9)0.74589 (6)0.0230 (3)
Na30.00752 (2)0.37746 (9)0.50452 (6)0.0246 (3)
S10.119950 (14)0.22333 (5)0.80286 (4)0.01998 (17)
S20.183463 (16)0.28704 (6)0.68089 (4)0.02549 (19)
S30.207780 (17)0.06355 (6)0.86960 (4)0.0293 (2)
S40.119368 (15)0.25276 (6)0.77057 (4)0.02301 (18)
S50.186130 (15)0.19028 (6)0.66766 (5)0.0296 (2)
S60.096528 (15)0.02819 (6)0.58405 (3)0.02065 (18)
S70.006768 (15)0.29659 (5)0.39929 (3)0.02045 (18)
S80.003233 (14)0.24066 (6)0.59578 (4)0.02188 (18)
S90.080508 (16)0.46451 (6)0.55160 (5)0.0333 (2)
O10.18039 (4)0.03189 (16)0.74039 (10)0.0236 (5)
H1H0.1871 (6)0.045 (3)0.7758 (8)0.028*
O20.13540 (6)0.1364 (2)0.61225 (12)0.0461 (8)
H2H0.1246 (7)0.092 (2)0.603 (2)0.055*
O30.16946 (5)0.1075 (2)0.84349 (12)0.0370 (6)
H3H0.1774 (7)0.0586 (19)0.8590 (18)0.044*
O40.12225 (4)0.00417 (15)0.71407 (10)0.0217 (5)
H4H0.1176 (7)0.011 (3)0.6775 (7)0.026*
O50.02057 (4)0.50926 (16)0.44412 (10)0.0249 (5)
H5H0.0350 (4)0.524 (3)0.4563 (17)0.030*
O60.04877 (5)0.3723 (2)0.52179 (17)0.0579 (10)
H6H0.0579 (8)0.419 (3)0.507 (2)0.069*
N10.16117 (5)0.33550 (18)0.81289 (12)0.0213 (6)
N20.12621 (5)0.40998 (19)0.78991 (13)0.0249 (6)
N30.18681 (5)0.23358 (19)0.88655 (12)0.0214 (6)
N40.20125 (6)0.1630 (2)0.96687 (13)0.0331 (7)
N50.20450 (5)0.28371 (19)0.79455 (12)0.0215 (6)
N60.23137 (5)0.30349 (19)0.73207 (13)0.0244 (6)
N70.10094 (5)0.25058 (18)0.65458 (11)0.0182 (5)
N80.07268 (5)0.27678 (18)0.71298 (12)0.0191 (5)
N90.12113 (5)0.19102 (18)0.56666 (11)0.0181 (5)
N100.11210 (5)0.1090 (2)0.48723 (12)0.0249 (6)
N110.14476 (5)0.29872 (17)0.63937 (11)0.0166 (5)
N120.17964 (5)0.37635 (18)0.65559 (13)0.0229 (6)
N130.03671 (5)0.19283 (18)0.47848 (11)0.0185 (5)
N140.01243 (5)0.11051 (18)0.41580 (12)0.0199 (6)
N150.05297 (5)0.24649 (19)0.57973 (11)0.0192 (6)
N160.04596 (5)0.22392 (19)0.67025 (12)0.0204 (6)
N170.07382 (5)0.29975 (19)0.49191 (12)0.0215 (6)
N180.10854 (6)0.3716 (3)0.47902 (16)0.0405 (8)
C10.13614 (6)0.3246 (2)0.80175 (14)0.0201 (7)
C20.16667 (6)0.4287 (2)0.80656 (17)0.0291 (8)
H20.18290.45530.81120.035*
C30.14528 (7)0.4747 (2)0.79282 (17)0.0306 (8)
H30.14350.53940.78630.037*
C40.09950 (7)0.4296 (3)0.77491 (19)0.0354 (9)
H40.09040.36900.77250.042*
C50.08964 (8)0.4864 (4)0.8229 (2)0.0568 (13)
H5A0.09390.45570.86070.085*
H5B0.07150.49180.81510.085*
H5C0.09720.54820.82390.085*
C60.09488 (9)0.4756 (3)0.7160 (2)0.0508 (12)
H6A0.10220.53790.71810.076*
H6B0.07690.48000.70450.076*
H6C0.10260.43890.68690.076*
C70.19780 (6)0.1554 (2)0.90776 (15)0.0245 (7)
C80.18306 (7)0.2904 (3)0.93341 (16)0.0312 (8)
H80.17550.34990.93080.037*
C90.19186 (7)0.2472 (3)0.98310 (18)0.0399 (10)
H90.19170.26991.02180.048*
C100.21204 (10)0.0904 (3)1.00702 (19)0.0532 (12)
H100.22090.04510.98360.064*
C110.19106 (14)0.0398 (4)1.0320 (2)0.086 (2)
H11A0.18210.08291.05520.129*
H11B0.19800.01101.05710.129*
H11C0.17950.01461.00000.129*
C120.23120 (10)0.1318 (4)1.0536 (2)0.0641 (15)
H12A0.24420.16371.03460.096*
H12B0.23880.08221.07870.096*
H12C0.22290.17611.07740.096*
C130.20668 (6)0.2909 (2)0.73694 (15)0.0208 (7)
C140.22805 (6)0.2920 (2)0.82594 (16)0.0275 (8)
H140.23170.28950.86730.033*
C150.24464 (6)0.3041 (3)0.78686 (17)0.0297 (8)
H150.26220.31170.79540.036*
C160.24255 (7)0.3070 (2)0.67662 (17)0.0313 (8)
H160.22970.33030.64540.038*
C170.26460 (7)0.3724 (3)0.6808 (2)0.0429 (10)
H17A0.25960.43290.69500.064*
H17B0.27040.37970.64210.064*
H17C0.27820.34710.70810.064*
C180.25007 (11)0.2105 (3)0.6603 (3)0.0650 (16)
H18A0.26150.18440.69210.098*
H18B0.25840.21300.62440.098*
H18C0.23520.17130.65370.098*
C190.09724 (6)0.2592 (2)0.71161 (14)0.0176 (6)
C200.07835 (6)0.2631 (2)0.62092 (15)0.0223 (7)
H200.07570.26080.57940.027*
C210.06075 (6)0.2792 (2)0.65671 (15)0.0236 (7)
H210.04350.29000.64550.028*
C220.06013 (6)0.2851 (2)0.76719 (15)0.0232 (7)
H220.07230.31190.79860.028*
C230.05247 (8)0.1899 (3)0.78686 (18)0.0368 (9)
H23A0.06740.15160.79630.055*
H23B0.04360.19610.82170.055*
H23C0.04150.16050.75540.055*
C240.03786 (7)0.3500 (3)0.75752 (17)0.0315 (8)
H24A0.02480.32140.73030.047*
H24B0.03130.36180.79500.047*
H24C0.04310.40860.74110.047*
C250.11054 (6)0.1109 (2)0.54590 (14)0.0191 (6)
C260.12926 (7)0.2389 (2)0.51994 (15)0.0270 (8)
H260.13730.29750.52220.032*
C270.12392 (7)0.1889 (3)0.47134 (16)0.0328 (9)
H270.12750.20500.43310.039*
C280.10260 (7)0.0347 (3)0.44673 (15)0.0309 (8)
H280.09620.01650.47040.037*
C290.12352 (8)0.0038 (3)0.41494 (18)0.0424 (10)
H29A0.13700.02620.44360.064*
H29B0.11720.05510.38960.064*
H29C0.12990.04510.39110.064*
C300.08114 (7)0.0701 (3)0.40491 (17)0.0380 (9)
H30A0.08710.11900.38040.057*
H30B0.07420.01920.38000.057*
H30C0.06820.09520.42720.057*
C310.16971 (6)0.2897 (2)0.65381 (14)0.0193 (6)
C320.13929 (6)0.3925 (2)0.63324 (16)0.0253 (7)
H320.12310.41830.62380.030*
C330.16060 (6)0.4404 (2)0.64291 (18)0.0300 (8)
H330.16240.50580.64140.036*
C340.20626 (6)0.3980 (2)0.66726 (17)0.0293 (8)
H340.21560.33820.67240.035*
C350.21142 (8)0.4528 (3)0.72346 (19)0.0390 (9)
H35A0.20490.41910.75550.059*
H35B0.22950.46130.73260.059*
H35C0.20330.51340.71870.059*
C360.21515 (8)0.4483 (3)0.6152 (2)0.0454 (11)
H36A0.20690.50870.61060.068*
H36B0.23330.45700.62180.068*
H36C0.21100.41140.57970.068*
C370.20082 (7)0.0378 (2)0.70579 (17)0.0317 (8)
H37A0.19440.04150.66430.048*
H37B0.21140.01730.71240.048*
H37C0.21070.09320.71690.048*
C380.15046 (19)0.1276 (7)0.5693 (4)0.053 (2)0.610 (7)
H38A0.14160.14870.53220.079*0.610 (7)
H38B0.15520.06250.56580.079*0.610 (7)
H38C0.16550.16520.57880.079*0.610 (7)
C390.17199 (10)0.1850 (4)0.8813 (2)0.0555 (13)
H39A0.16230.23690.86320.083*
H39B0.16580.16910.91860.083*
H39C0.18960.20260.88830.083*
C400.10041 (7)0.0013 (3)0.74322 (17)0.0313 (8)
H40A0.09730.06600.75290.047*
H40B0.08620.02300.71760.047*
H40C0.10270.03540.77930.047*
C410.01892 (6)0.1985 (2)0.43198 (13)0.0172 (6)
C420.04098 (6)0.0995 (2)0.49111 (15)0.0253 (7)
H420.05250.07570.52170.030*
C430.02606 (7)0.0485 (2)0.45270 (16)0.0282 (8)
H430.02510.01720.45120.034*
C440.00651 (6)0.0857 (2)0.36765 (15)0.0245 (7)
H440.00980.14150.34220.029*
C450.03054 (7)0.0588 (4)0.3911 (2)0.0472 (11)
H45A0.02790.00230.41450.071*
H45B0.04340.04760.35830.071*
H45C0.03590.10900.41550.071*
C460.00328 (8)0.0093 (3)0.33104 (17)0.0363 (9)
H46A0.01890.02930.31700.054*
H46B0.00900.00410.29750.054*
H46C0.00630.04650.35500.054*
C470.03468 (6)0.2376 (2)0.61534 (14)0.0193 (6)
C480.07576 (6)0.2380 (2)0.61332 (15)0.0236 (7)
H480.09170.24160.59920.028*
C490.07165 (6)0.2237 (2)0.66922 (15)0.0242 (7)
H490.08390.21510.70170.029*
C500.03318 (6)0.2207 (2)0.72386 (14)0.0227 (7)
H500.01560.20060.71260.027*
C510.04539 (7)0.1508 (3)0.76748 (16)0.0334 (9)
H51A0.04620.09040.74840.050*
H51B0.03550.14540.80070.050*
H51C0.06230.17170.78150.050*
C520.03261 (7)0.3161 (3)0.75117 (17)0.0336 (8)
H52A0.04970.33750.76230.050*
H52B0.02370.31320.78600.050*
H52C0.02410.35940.72290.050*
C530.08760 (6)0.3766 (2)0.50695 (16)0.0279 (8)
C540.08620 (7)0.2474 (3)0.45327 (17)0.0384 (9)
H540.08060.19060.43550.046*
C550.10743 (8)0.2918 (4)0.4458 (2)0.0523 (12)
H550.11960.27180.42170.063*
C560.1302 (3)0.433 (2)0.4900 (8)0.073 (2)0.610 (7)
H560.12540.49540.50290.088*0.610 (7)
C570.14832 (19)0.3861 (9)0.5360 (5)0.088 (2)0.610 (7)
H57A0.14020.37680.57170.132*0.610 (7)
H57B0.16310.42540.54480.132*0.610 (7)
H57C0.15340.32600.52140.132*0.610 (7)
C580.1433 (2)0.4376 (10)0.4341 (5)0.103 (3)0.610 (7)
H58A0.13090.45190.40080.154*0.610 (7)
H58B0.15110.37790.42760.154*0.610 (7)
H58C0.15600.48620.43830.154*0.610 (7)
C590.02109 (9)0.5098 (3)0.38195 (17)0.0438 (11)
H59A0.00430.49660.37120.066*
H59B0.02650.57080.36680.066*
H59C0.03280.46240.36510.066*
C600.06069 (10)0.3165 (5)0.5595 (3)0.090 (2)
H60A0.05050.26130.56950.136*
H60B0.07700.29770.54020.136*
H60C0.06290.35110.59520.136*
B10.18014 (6)0.2553 (3)0.82089 (17)0.0202 (7)
H1A0.1729 (7)0.195 (2)0.7989 (16)0.024*
B20.12567 (6)0.2185 (2)0.63272 (16)0.0171 (7)
H2A0.1326 (6)0.162 (2)0.6559 (16)0.020*
B30.04837 (7)0.2746 (3)0.51395 (16)0.0198 (7)
H3A0.0362 (7)0.334 (2)0.5100 (16)0.024*
C58A0.1297 (3)0.5171 (15)0.4498 (9)0.103 (3)0.390 (7)
H58D0.13540.49400.41340.154*0.390 (7)
H58E0.14080.56660.46580.154*0.390 (7)
H58F0.11270.54120.44180.154*0.390 (7)
C56A0.1300 (5)0.438 (3)0.4944 (15)0.073 (2)0.390 (7)
H56A0.12700.46660.53250.088*0.390 (7)
C57A0.1557 (3)0.3932 (14)0.5041 (9)0.088 (2)0.390 (7)
H57D0.15630.35080.53750.132*0.390 (7)
H57E0.16830.44150.51200.132*0.390 (7)
H57F0.15890.35860.46900.132*0.390 (7)
C38A0.1444 (3)0.1780 (11)0.5662 (7)0.053 (2)0.390 (7)
H38D0.15780.22060.58040.079*0.390 (7)
H38E0.13090.21260.54370.079*0.390 (7)
H38F0.15080.13090.54110.079*0.390 (7)
O1S0.28456 (11)0.1665 (5)0.5312 (2)0.0462 (14)0.50
C2S0.28112 (18)0.0764 (7)0.5271 (4)0.055 (2)0.50
H2S10.29280.04940.50140.066*0.50
H2S20.26390.06310.50990.066*0.50
C1S0.2858 (2)0.0322 (7)0.5897 (5)0.061 (3)0.50
H1S10.30170.05480.60950.091*0.50
H1S20.28640.03540.58620.091*0.50
H1S30.27220.04950.61260.091*0.50
C3S0.2809 (2)0.2076 (8)0.4786 (4)0.075 (3)0.50
H3S10.26340.19710.46160.090*0.50
H3S20.29200.17890.45210.090*0.50
C4S0.2859 (2)0.3106 (8)0.4820 (6)0.088 (4)0.50
H4S10.27260.34150.50040.133*0.50
H4S20.28650.33530.44240.133*0.50
H4S30.30190.32190.50530.133*0.50
C5S0.2586 (12)0.1552 (17)0.505 (3)0.12 (2)*0.13
H5S10.25460.12390.46700.173*0.13
H5S20.25030.12320.53490.173*0.13
H5S30.27670.15440.51540.173*0.13
O2S0.25000.25000.50000.049 (4)*0.25
H2S0.24080.25700.46830.059*0.13
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na10.0255 (7)0.0231 (7)0.0204 (7)0.0042 (5)0.0006 (5)0.0023 (5)
Na20.0237 (6)0.0219 (7)0.0226 (7)0.0026 (5)0.0005 (5)0.0008 (5)
Na30.0234 (6)0.0237 (7)0.0259 (7)0.0018 (5)0.0012 (5)0.0050 (5)
S10.0181 (4)0.0199 (4)0.0217 (4)0.0033 (3)0.0010 (3)0.0014 (3)
S20.0260 (4)0.0249 (4)0.0248 (4)0.0029 (3)0.0007 (3)0.0023 (3)
S30.0362 (5)0.0249 (4)0.0245 (5)0.0057 (4)0.0078 (4)0.0072 (4)
S40.0226 (4)0.0296 (4)0.0161 (4)0.0048 (3)0.0009 (3)0.0037 (3)
S50.0175 (4)0.0182 (4)0.0539 (6)0.0019 (3)0.0070 (4)0.0049 (4)
S60.0236 (4)0.0224 (4)0.0155 (4)0.0059 (3)0.0004 (3)0.0032 (3)
S70.0252 (4)0.0179 (4)0.0171 (4)0.0038 (3)0.0027 (3)0.0024 (3)
S80.0151 (4)0.0284 (4)0.0216 (4)0.0003 (3)0.0006 (3)0.0059 (3)
S90.0229 (4)0.0234 (4)0.0526 (6)0.0003 (3)0.0004 (4)0.0018 (4)
O10.0259 (12)0.0237 (12)0.0210 (12)0.0036 (9)0.0020 (10)0.0028 (10)
O20.0591 (19)0.0552 (19)0.0249 (15)0.0291 (15)0.0086 (13)0.0082 (13)
O30.0430 (16)0.0423 (16)0.0246 (14)0.0110 (12)0.0011 (12)0.0042 (12)
O40.0238 (12)0.0226 (12)0.0184 (12)0.0017 (9)0.0009 (9)0.0021 (9)
O50.0268 (12)0.0244 (12)0.0226 (13)0.0048 (10)0.0008 (10)0.0015 (10)
O60.0300 (15)0.066 (2)0.081 (3)0.0166 (15)0.0179 (16)0.0396 (19)
N10.0163 (13)0.0191 (13)0.0289 (16)0.0029 (10)0.0042 (11)0.0037 (11)
N20.0219 (14)0.0180 (14)0.0348 (17)0.0012 (11)0.0031 (12)0.0054 (12)
N30.0194 (13)0.0223 (14)0.0227 (15)0.0011 (11)0.0027 (11)0.0085 (11)
N40.0391 (17)0.0389 (18)0.0201 (16)0.0023 (14)0.0027 (13)0.0035 (13)
N50.0172 (13)0.0231 (14)0.0239 (15)0.0002 (11)0.0010 (11)0.0026 (11)
N60.0206 (13)0.0222 (14)0.0315 (16)0.0031 (11)0.0083 (12)0.0049 (12)
N70.0168 (12)0.0217 (13)0.0157 (13)0.0022 (10)0.0002 (10)0.0007 (10)
N80.0177 (13)0.0202 (13)0.0197 (14)0.0020 (10)0.0035 (11)0.0003 (11)
N90.0176 (12)0.0217 (13)0.0152 (13)0.0033 (10)0.0030 (10)0.0036 (10)
N100.0351 (16)0.0262 (15)0.0136 (14)0.0077 (12)0.0036 (12)0.0002 (11)
N110.0165 (12)0.0175 (13)0.0160 (13)0.0008 (10)0.0028 (10)0.0014 (10)
N120.0192 (13)0.0155 (13)0.0337 (17)0.0026 (10)0.0018 (12)0.0009 (11)
N130.0210 (13)0.0189 (13)0.0153 (13)0.0071 (10)0.0014 (10)0.0009 (10)
N140.0247 (14)0.0186 (13)0.0160 (14)0.0054 (11)0.0001 (11)0.0017 (10)
N150.0150 (12)0.0252 (14)0.0172 (14)0.0023 (10)0.0000 (10)0.0011 (11)
N160.0165 (12)0.0266 (14)0.0175 (14)0.0012 (11)0.0006 (10)0.0035 (11)
N170.0197 (13)0.0296 (15)0.0152 (14)0.0039 (11)0.0018 (11)0.0028 (11)
N180.0241 (16)0.050 (2)0.051 (2)0.0015 (15)0.0165 (15)0.0088 (17)
C10.0205 (15)0.0213 (16)0.0187 (16)0.0004 (12)0.0035 (12)0.0001 (13)
C20.0226 (17)0.0244 (18)0.042 (2)0.0051 (14)0.0112 (15)0.0033 (15)
C30.0304 (19)0.0185 (17)0.044 (2)0.0019 (14)0.0085 (16)0.0020 (15)
C40.0234 (18)0.0271 (19)0.054 (3)0.0040 (15)0.0022 (17)0.0068 (17)
C50.032 (2)0.076 (3)0.064 (3)0.021 (2)0.015 (2)0.006 (3)
C60.049 (3)0.048 (3)0.052 (3)0.010 (2)0.011 (2)0.006 (2)
C70.0223 (16)0.0292 (18)0.0212 (17)0.0045 (14)0.0008 (13)0.0068 (14)
C80.0301 (18)0.036 (2)0.028 (2)0.0007 (15)0.0074 (15)0.0166 (16)
C90.039 (2)0.054 (3)0.027 (2)0.0023 (19)0.0035 (17)0.0171 (19)
C100.079 (3)0.053 (3)0.023 (2)0.009 (2)0.013 (2)0.0011 (19)
C110.136 (6)0.076 (4)0.039 (3)0.038 (4)0.030 (3)0.016 (3)
C120.060 (3)0.098 (4)0.030 (2)0.013 (3)0.016 (2)0.004 (3)
C130.0193 (15)0.0146 (15)0.0290 (18)0.0008 (12)0.0047 (13)0.0003 (13)
C140.0198 (16)0.034 (2)0.0272 (19)0.0017 (14)0.0029 (14)0.0002 (15)
C150.0166 (16)0.034 (2)0.038 (2)0.0001 (14)0.0004 (14)0.0087 (16)
C160.0325 (19)0.0268 (18)0.037 (2)0.0025 (15)0.0160 (16)0.0093 (16)
C170.030 (2)0.046 (2)0.055 (3)0.0037 (18)0.0143 (19)0.018 (2)
C180.096 (4)0.032 (2)0.078 (4)0.004 (2)0.061 (3)0.005 (2)
C190.0184 (15)0.0143 (14)0.0204 (16)0.0025 (11)0.0041 (12)0.0009 (12)
C200.0172 (15)0.0292 (18)0.0194 (16)0.0010 (13)0.0027 (12)0.0006 (14)
C210.0178 (15)0.0271 (17)0.0249 (18)0.0016 (13)0.0020 (13)0.0008 (14)
C220.0234 (16)0.0260 (17)0.0215 (17)0.0006 (13)0.0081 (13)0.0018 (13)
C230.043 (2)0.031 (2)0.040 (2)0.0017 (17)0.0232 (19)0.0013 (17)
C240.0270 (18)0.037 (2)0.033 (2)0.0059 (15)0.0127 (15)0.0006 (16)
C250.0191 (15)0.0222 (16)0.0159 (16)0.0007 (12)0.0015 (12)0.0028 (12)
C260.0338 (19)0.0305 (19)0.0169 (17)0.0110 (15)0.0046 (14)0.0062 (14)
C270.046 (2)0.037 (2)0.0161 (17)0.0146 (17)0.0068 (16)0.0039 (15)
C280.047 (2)0.0304 (19)0.0143 (17)0.0143 (16)0.0014 (15)0.0021 (14)
C290.060 (3)0.040 (2)0.025 (2)0.007 (2)0.0024 (19)0.0100 (17)
C300.037 (2)0.048 (2)0.028 (2)0.0155 (18)0.0014 (16)0.0055 (18)
C310.0201 (15)0.0177 (15)0.0207 (16)0.0022 (12)0.0051 (12)0.0019 (12)
C320.0214 (16)0.0211 (17)0.033 (2)0.0020 (13)0.0026 (14)0.0051 (14)
C330.0263 (18)0.0161 (16)0.048 (2)0.0014 (13)0.0052 (16)0.0001 (15)
C340.0217 (17)0.0202 (17)0.046 (2)0.0041 (13)0.0027 (15)0.0056 (15)
C350.037 (2)0.037 (2)0.041 (2)0.0081 (17)0.0040 (18)0.0002 (18)
C360.033 (2)0.059 (3)0.046 (3)0.022 (2)0.0123 (19)0.010 (2)
C370.040 (2)0.0243 (18)0.032 (2)0.0024 (15)0.0102 (17)0.0001 (15)
C380.055 (5)0.070 (6)0.035 (3)0.019 (4)0.014 (3)0.014 (5)
C390.057 (3)0.063 (3)0.045 (3)0.008 (2)0.001 (2)0.018 (2)
C400.0321 (19)0.0294 (19)0.034 (2)0.0037 (15)0.0099 (16)0.0060 (16)
C410.0185 (15)0.0178 (15)0.0159 (15)0.0018 (12)0.0048 (12)0.0009 (12)
C420.0286 (17)0.0252 (17)0.0210 (17)0.0114 (14)0.0020 (14)0.0030 (14)
C430.037 (2)0.0185 (17)0.0280 (19)0.0077 (14)0.0012 (15)0.0006 (14)
C440.0303 (18)0.0225 (17)0.0193 (17)0.0022 (14)0.0034 (14)0.0014 (13)
C450.0228 (19)0.073 (3)0.045 (3)0.005 (2)0.0012 (17)0.010 (2)
C460.049 (2)0.032 (2)0.027 (2)0.0077 (17)0.0018 (17)0.0085 (16)
C470.0205 (15)0.0162 (15)0.0204 (16)0.0000 (12)0.0014 (13)0.0016 (12)
C480.0159 (15)0.0315 (18)0.0230 (17)0.0030 (13)0.0002 (13)0.0023 (14)
C490.0171 (15)0.0350 (19)0.0194 (17)0.0002 (13)0.0025 (13)0.0055 (14)
C500.0182 (15)0.0344 (19)0.0156 (16)0.0060 (13)0.0033 (12)0.0034 (14)
C510.0284 (18)0.047 (2)0.026 (2)0.0002 (17)0.0058 (15)0.0125 (17)
C520.033 (2)0.039 (2)0.030 (2)0.0061 (16)0.0112 (16)0.0029 (16)
C530.0240 (17)0.0299 (19)0.029 (2)0.0029 (14)0.0018 (14)0.0115 (15)
C540.030 (2)0.058 (3)0.029 (2)0.0070 (18)0.0091 (16)0.0078 (18)
C550.033 (2)0.084 (4)0.044 (3)0.002 (2)0.022 (2)0.003 (2)
C560.041 (2)0.079 (4)0.106 (5)0.026 (3)0.037 (3)0.005 (4)
C570.053 (4)0.124 (6)0.087 (6)0.043 (4)0.008 (4)0.021 (5)
C580.064 (5)0.139 (7)0.109 (6)0.046 (4)0.030 (4)0.032 (5)
C590.076 (3)0.027 (2)0.026 (2)0.012 (2)0.005 (2)0.0003 (16)
C600.035 (3)0.138 (6)0.101 (5)0.014 (3)0.022 (3)0.066 (5)
B10.0166 (16)0.0196 (18)0.0246 (19)0.0012 (14)0.0032 (14)0.0044 (15)
B20.0152 (16)0.0181 (17)0.0175 (18)0.0041 (13)0.0005 (13)0.0012 (14)
B30.0180 (16)0.0248 (19)0.0163 (18)0.0054 (14)0.0000 (14)0.0011 (14)
C58A0.064 (5)0.139 (7)0.109 (6)0.046 (4)0.030 (4)0.032 (5)
C56A0.041 (2)0.079 (4)0.106 (5)0.026 (3)0.037 (3)0.005 (4)
C57A0.053 (4)0.124 (6)0.087 (6)0.043 (4)0.008 (4)0.021 (5)
C38A0.055 (5)0.070 (6)0.035 (3)0.019 (4)0.014 (3)0.014 (5)
O1S0.042 (3)0.074 (4)0.023 (3)0.001 (3)0.002 (2)0.000 (3)
C2S0.053 (5)0.074 (5)0.040 (4)0.020 (5)0.016 (4)0.040 (4)
C1S0.060 (6)0.042 (5)0.076 (6)0.013 (4)0.011 (5)0.006 (4)
C3S0.063 (6)0.122 (7)0.035 (5)0.034 (6)0.025 (5)0.017 (5)
C4S0.065 (7)0.123 (8)0.072 (8)0.022 (7)0.015 (6)0.054 (7)
Geometric parameters (Å, º) top
Na1—O22.319 (3)C17—H17B0.9800
Na1—O42.430 (3)C17—H17C0.9800
Na1—O12.439 (3)C18—H18A0.9800
Na1—S12.9180 (15)C18—H18B0.9800
Na1—S22.9827 (15)C18—H18C0.9800
Na1—Na23.7101 (18)C20—C211.342 (5)
Na1—H1A2.41 (4)C20—H200.9500
Na2—O32.298 (3)C21—H210.9500
Na2—O42.422 (3)C22—C231.518 (5)
Na2—O12.448 (3)C22—C241.520 (5)
Na2—S52.8706 (16)C22—H221.0000
Na2—S42.9344 (15)C23—H23A0.9800
Na2—H2A2.40 (4)C23—H23B0.9800
Na3—O62.302 (3)C23—H23C0.9800
Na3—O52.415 (3)C24—H24A0.9800
Na3—O5i2.444 (3)C24—H24B0.9800
Na3—S72.8656 (16)C24—H24C0.9800
Na3—S82.8935 (15)C26—C271.335 (5)
Na3—Na3i3.641 (3)C26—H260.9500
Na3—H3A2.43 (4)C27—H270.9500
S1—C11.705 (3)C28—C301.511 (5)
S2—C131.696 (3)C28—C291.514 (6)
S3—C71.709 (3)C28—H281.0000
S4—C191.707 (3)C29—H29A0.9800
S5—C311.698 (3)C29—H29B0.9800
S6—C251.706 (3)C29—H29C0.9800
S7—C411.701 (3)C30—H30A0.9800
S8—C471.706 (3)C30—H30B0.9800
S9—C531.701 (4)C30—H30C0.9800
O1—C371.429 (4)C32—C331.338 (5)
O1—H1H0.873 (10)C32—H320.9500
O2—C381.350 (9)C33—H330.9500
O2—C38A1.352 (15)C34—C351.514 (5)
O2—H2H0.879 (10)C34—C361.520 (6)
O3—C391.414 (5)C34—H341.0000
O3—H3H0.879 (10)C35—H35A0.9800
O4—C401.419 (4)C35—H35B0.9800
O4—H4H0.877 (10)C35—H35C0.9800
O5—C591.426 (5)C36—H36A0.9800
O5—Na3i2.444 (3)C36—H36B0.9800
O5—H5H0.879 (10)C36—H36C0.9800
O6—C601.390 (6)C37—H37A0.9800
O6—H6H0.878 (10)C37—H37B0.9800
N1—C11.355 (4)C37—H37C0.9800
N1—C21.389 (4)C38—H38A0.9800
N1—B11.543 (4)C38—H38B0.9800
N2—C11.359 (4)C38—H38C0.9800
N2—C31.385 (4)C39—H39A0.9800
N2—C41.471 (4)C39—H39B0.9800
N3—C71.341 (4)C39—H39C0.9800
N3—C81.386 (4)C40—H40A0.9800
N3—B11.545 (5)C40—H40B0.9800
N4—C71.356 (4)C40—H40C0.9800
N4—C91.383 (5)C42—C431.347 (5)
N4—C101.473 (5)C42—H420.9500
N5—C131.346 (4)C43—H430.9500
N5—C141.395 (4)C44—C451.507 (5)
N5—B11.560 (4)C44—C461.516 (5)
N6—C131.360 (4)C44—H441.0000
N6—C151.379 (5)C45—H45A0.9800
N6—C161.469 (4)C45—H45B0.9800
N7—C191.353 (4)C45—H45C0.9800
N7—C201.382 (4)C46—H46A0.9800
N7—B21.546 (4)C46—H46B0.9800
N8—C191.352 (4)C46—H46C0.9800
N8—C211.381 (4)C48—C491.343 (5)
N8—C221.486 (4)C48—H480.9500
N9—C251.353 (4)C49—H490.9500
N9—C261.388 (4)C50—C521.516 (5)
N9—B21.562 (4)C50—C511.520 (5)
N10—C251.360 (4)C50—H501.0000
N10—C271.386 (4)C51—H51A0.9800
N10—C281.475 (4)C51—H51B0.9800
N11—C311.356 (4)C51—H51C0.9800
N11—C321.390 (4)C52—H52A0.9800
N11—B21.546 (4)C52—H52B0.9800
N12—C311.360 (4)C52—H52C0.9800
N12—C331.388 (4)C54—C551.339 (6)
N12—C341.465 (4)C54—H540.9500
N13—C411.358 (4)C55—H550.9500
N13—C421.393 (4)C56—C571.514 (9)
N13—B31.531 (5)C56—C581.530 (10)
N14—C411.359 (4)C56—H561.0000
N14—C431.388 (4)C57—H57A0.9800
N14—C441.466 (4)C57—H57B0.9800
N15—C471.354 (4)C57—H57C0.9800
N15—C481.383 (4)C58—H58A0.9800
N15—B31.559 (4)C58—H58B0.9800
N16—C471.354 (4)C58—H58C0.9800
N16—C491.388 (4)C59—H59A0.9800
N16—C501.476 (4)C59—H59B0.9800
N17—C531.359 (5)C59—H59C0.9800
N17—C541.391 (5)C60—H60A0.9800
N17—B31.556 (4)C60—H60B0.9800
N18—C531.360 (5)C60—H60C0.9800
N18—C551.380 (6)B1—H1A1.06 (4)
N18—C561.46 (3)B2—H2A1.03 (4)
N18—C56A1.51 (5)B3—H3A1.08 (4)
C2—C31.338 (5)C58A—C56A1.538 (10)
C2—H20.9500C58A—H58D0.9800
C3—H30.9500C58A—H58E0.9800
C4—C61.505 (6)C58A—H58F0.9800
C4—C51.516 (6)C56A—C57A1.518 (10)
C4—H41.0000C56A—H56A1.0000
C5—H5A0.9800C57A—H57D0.9800
C5—H5B0.9800C57A—H57E0.9800
C5—H5C0.9800C57A—H57F0.9800
C6—H6A0.9800C38A—H38D0.9800
C6—H6B0.9800C38A—H38E0.9800
C6—H6C0.9800C38A—H38F0.9800
C8—C91.342 (6)O1S—C2S1.316 (11)
C8—H80.9500O1S—C3S1.342 (11)
C9—H90.9500C2S—C1S1.569 (15)
C10—C111.512 (8)C2S—H2S10.9900
C10—C121.526 (7)C2S—H2S20.9900
C10—H101.0000C1S—H1S10.9800
C11—H11A0.9800C1S—H1S20.9800
C11—H11B0.9800C1S—H1S30.9800
C11—H11C0.9800C3S—C4S1.512 (9)
C12—H12A0.9800C3S—H3S10.9900
C12—H12B0.9800C3S—H3S20.9900
C12—H12C0.9800C4S—H4S10.9800
C14—C151.346 (5)C4S—H4S20.9800
C14—H140.9500C4S—H4S30.9800
C15—H150.9500C5S—O2S1.445 (10)
C16—C181.511 (6)C5S—H5S10.9800
C16—C171.513 (5)C5S—H5S20.9800
C16—H161.0000C5S—H5S30.9800
C17—H17A0.9800O2S—H2S0.8400
O2—Na1—O483.38 (10)N7—C20—H20125.7
O2—Na1—O1110.42 (11)C20—C21—N8106.4 (3)
O4—Na1—O180.69 (8)C20—C21—H21126.8
O2—Na1—S1128.15 (10)N8—C21—H21126.8
O4—Na1—S189.31 (7)N8—C22—C23109.9 (3)
O1—Na1—S1118.87 (7)N8—C22—C24110.6 (3)
O2—Na1—S284.88 (8)C23—C22—C24111.5 (3)
O4—Na1—S2163.52 (8)N8—C22—H22108.3
O1—Na1—S292.66 (7)C23—C22—H22108.3
S1—Na1—S2107.05 (5)C24—C22—H22108.3
O2—Na1—Na2100.02 (9)C22—C23—H23A109.5
O4—Na1—Na240.04 (6)C22—C23—H23B109.5
O1—Na1—Na240.69 (6)H23A—C23—H23B109.5
S1—Na1—Na2106.56 (4)C22—C23—H23C109.5
S2—Na1—Na2132.05 (5)H23A—C23—H23C109.5
O2—Na1—H1A154.7 (9)H23B—C23—H23C109.5
O4—Na1—H1A120.6 (9)C22—C24—H24A109.5
O1—Na1—H1A69.5 (8)C22—C24—H24B109.5
S1—Na1—H1A64.9 (8)H24A—C24—H24B109.5
S2—Na1—H1A69.9 (9)C22—C24—H24C109.5
Na2—Na1—H1A95.2 (8)H24A—C24—H24C109.5
O3—Na2—O4117.44 (11)H24B—C24—H24C109.5
O3—Na2—O185.13 (10)N9—C25—N10107.3 (3)
O4—Na2—O180.67 (9)N9—C25—S6127.6 (2)
O3—Na2—S5116.26 (9)N10—C25—S6125.0 (2)
O4—Na2—S5123.00 (7)C27—C26—N9108.7 (3)
O1—Na2—S586.17 (7)C27—C26—H26125.7
O3—Na2—S488.39 (8)N9—C26—H26125.7
O4—Na2—S494.20 (7)C26—C27—N10107.1 (3)
O1—Na2—S4168.70 (8)C26—C27—H27126.5
S5—Na2—S4105.01 (5)N10—C27—H27126.5
O3—Na2—Na1103.07 (8)N10—C28—C30110.1 (3)
O4—Na2—Na140.20 (6)N10—C28—C29110.2 (3)
O1—Na2—Na140.51 (6)C30—C28—C29112.1 (3)
S5—Na2—Na1109.57 (5)N10—C28—H28108.1
S4—Na2—Na1133.22 (5)C30—C28—H28108.1
O3—Na2—H2A157.7 (8)C29—C28—H28108.1
O4—Na2—H2A71.7 (8)C28—C29—H29A109.5
O1—Na2—H2A117.0 (8)C28—C29—H29B109.5
S5—Na2—H2A65.9 (8)H29A—C29—H29B109.5
S4—Na2—H2A70.2 (8)C28—C29—H29C109.5
Na1—Na2—H2A96.3 (8)H29A—C29—H29C109.5
O6—Na3—O584.17 (10)H29B—C29—H29C109.5
O6—Na3—O5i119.84 (13)C28—C30—H30A109.5
O5—Na3—O5i82.91 (9)C28—C30—H30B109.5
O6—Na3—S7119.05 (12)H30A—C30—H30B109.5
O5—Na3—S785.65 (7)C28—C30—H30C109.5
O5i—Na3—S7118.12 (8)H30A—C30—H30C109.5
O6—Na3—S888.49 (9)H30B—C30—H30C109.5
O5—Na3—S8167.84 (8)N11—C31—N12107.2 (3)
O5i—Na3—S892.42 (7)N11—C31—S5127.6 (2)
S7—Na3—S8106.42 (5)N12—C31—S5125.2 (2)
O6—Na3—Na3i105.46 (10)C33—C32—N11108.5 (3)
O5—Na3—Na3i41.75 (6)C33—C32—H32125.7
O5i—Na3—Na3i41.15 (6)N11—C32—H32125.7
S7—Na3—Na3i105.42 (6)C32—C33—N12107.0 (3)
S8—Na3—Na3i132.58 (6)C32—C33—H33126.5
O6—Na3—H3A158.9 (8)N12—C33—H33126.5
O5—Na3—H3A117.0 (9)N12—C34—C35110.7 (3)
O5i—Na3—H3A66.5 (8)N12—C34—C36110.1 (3)
S7—Na3—H3A65.8 (8)C35—C34—C36112.2 (3)
S8—Na3—H3A70.7 (8)N12—C34—H34107.9
Na3i—Na3—H3A91.9 (8)C35—C34—H34107.9
C1—S1—Na191.59 (11)C36—C34—H34107.9
C13—S2—Na1106.66 (11)C34—C35—H35A109.5
C19—S4—Na2107.25 (11)C34—C35—H35B109.5
C31—S5—Na298.09 (11)H35A—C35—H35B109.5
C41—S7—Na395.31 (11)C34—C35—H35C109.5
C47—S8—Na3108.86 (11)H35A—C35—H35C109.5
C37—O1—Na1113.4 (2)H35B—C35—H35C109.5
C37—O1—Na2123.6 (2)C34—C36—H36A109.5
Na1—O1—Na298.79 (9)C34—C36—H36B109.5
C37—O1—H1H104 (3)H36A—C36—H36B109.5
Na1—O1—H1H109 (3)C34—C36—H36C109.5
Na2—O1—H1H108 (3)H36A—C36—H36C109.5
C38—O2—Na1127.2 (5)H36B—C36—H36C109.5
C38A—O2—Na1132.2 (7)O1—C37—H37A109.5
C38—O2—H2H101 (3)O1—C37—H37B109.5
C38A—O2—H2H115 (3)H37A—C37—H37B109.5
Na1—O2—H2H112 (3)O1—C37—H37C109.5
C39—O3—Na2127.2 (3)H37A—C37—H37C109.5
C39—O3—H3H112 (3)H37B—C37—H37C109.5
Na2—O3—H3H120 (3)O2—C38—H38A109.5
C40—O4—Na2115.4 (2)O2—C38—H38B109.5
C40—O4—Na1123.1 (2)O2—C38—H38C109.5
Na2—O4—Na199.77 (9)O3—C39—H39A109.5
C40—O4—H4H106 (2)O3—C39—H39B109.5
Na2—O4—H4H104 (2)H39A—C39—H39B109.5
Na1—O4—H4H107 (2)O3—C39—H39C109.5
C59—O5—Na3123.6 (2)H39A—C39—H39C109.5
C59—O5—Na3i115.1 (2)H39B—C39—H39C109.5
Na3—O5—Na3i97.09 (9)O4—C40—H40A109.5
C59—O5—H5H113 (3)O4—C40—H40B109.5
Na3—O5—H5H102 (3)H40A—C40—H40B109.5
Na3i—O5—H5H102 (3)O4—C40—H40C109.5
C60—O6—Na3130.3 (3)H40A—C40—H40C109.5
C60—O6—H6H114 (4)H40B—C40—H40C109.5
Na3—O6—H6H115 (4)N13—C41—N14107.3 (3)
C1—N1—C2108.2 (3)N13—C41—S7127.1 (2)
C1—N1—B1124.7 (3)N14—C41—S7125.6 (2)
C2—N1—B1126.4 (3)C43—C42—N13108.6 (3)
C1—N2—C3109.1 (3)C43—C42—H42125.7
C1—N2—C4125.1 (3)N13—C42—H42125.7
C3—N2—C4125.7 (3)C42—C43—N14106.6 (3)
C7—N3—C8108.2 (3)C42—C43—H43126.7
C7—N3—B1124.9 (3)N14—C43—H43126.7
C8—N3—B1126.9 (3)N14—C44—C45110.4 (3)
C7—N4—C9109.1 (3)N14—C44—C46109.9 (3)
C7—N4—C10124.9 (3)C45—C44—C46112.0 (3)
C9—N4—C10126.0 (3)N14—C44—H44108.1
C13—N5—C14109.3 (3)C45—C44—H44108.1
C13—N5—B1124.7 (3)C46—C44—H44108.1
C14—N5—B1125.4 (3)C44—C45—H45A109.5
C13—N6—C15109.9 (3)C44—C45—H45B109.5
C13—N6—C16125.0 (3)H45A—C45—H45B109.5
C15—N6—C16124.8 (3)C44—C45—H45C109.5
C19—N7—C20108.4 (3)H45A—C45—H45C109.5
C19—N7—B2124.5 (3)H45B—C45—H45C109.5
C20—N7—B2126.6 (3)C44—C46—H46A109.5
C19—N8—C21109.9 (3)C44—C46—H46B109.5
C19—N8—C22124.8 (3)H46A—C46—H46B109.5
C21—N8—C22125.1 (3)C44—C46—H46C109.5
C25—N9—C26108.0 (3)H46A—C46—H46C109.5
C25—N9—B2125.1 (3)H46B—C46—H46C109.5
C26—N9—B2126.6 (3)N16—C47—N15107.2 (3)
C25—N10—C27108.9 (3)N16—C47—S8125.5 (2)
C25—N10—C28125.9 (3)N15—C47—S8127.3 (2)
C27—N10—C28125.2 (3)C49—C48—N15108.6 (3)
C31—N11—C32108.2 (3)C49—C48—H48125.7
C31—N11—B2125.7 (3)N15—C48—H48125.7
C32—N11—B2126.0 (3)C48—C49—N16106.6 (3)
C31—N12—C33109.1 (3)C48—C49—H49126.7
C31—N12—C34125.2 (3)N16—C49—H49126.7
C33—N12—C34125.7 (3)N16—C50—C52110.4 (3)
C41—N13—C42108.0 (3)N16—C50—C51111.3 (3)
C41—N13—B3125.9 (3)C52—C50—C51110.9 (3)
C42—N13—B3125.9 (3)N16—C50—H50108.0
C41—N14—C43109.5 (3)C52—C50—H50108.0
C41—N14—C44124.9 (3)C51—C50—H50108.0
C43—N14—C44125.6 (3)C50—C51—H51A109.5
C47—N15—C48108.3 (3)C50—C51—H51B109.5
C47—N15—B3124.1 (3)H51A—C51—H51B109.5
C48—N15—B3127.0 (3)C50—C51—H51C109.5
C47—N16—C49109.4 (3)H51A—C51—H51C109.5
C47—N16—C50125.4 (3)H51B—C51—H51C109.5
C49—N16—C50124.9 (3)C50—C52—H52A109.5
C53—N17—C54108.6 (3)C50—C52—H52B109.5
C53—N17—B3125.7 (3)H52A—C52—H52B109.5
C54—N17—B3125.6 (3)C50—C52—H52C109.5
C53—N18—C55108.5 (3)H52A—C52—H52C109.5
C53—N18—C56125.1 (9)H52B—C52—H52C109.5
C55—N18—C56125.7 (9)N17—C53—N18107.1 (3)
C53—N18—C56A120.7 (13)N17—C53—S9127.6 (3)
C55—N18—C56A129.9 (13)N18—C53—S9125.3 (3)
N1—C1—N2107.2 (3)C55—C54—N17107.3 (4)
N1—C1—S1126.7 (2)C55—C54—H54126.3
N2—C1—S1126.1 (2)N17—C54—H54126.3
C3—C2—N1108.5 (3)C54—C55—N18108.4 (4)
C3—C2—H2125.8C54—C55—H55125.8
N1—C2—H2125.8N18—C55—H55125.8
C2—C3—N2107.0 (3)N18—C56—C57107.2 (14)
C2—C3—H3126.5N18—C56—C58108.4 (18)
N2—C3—H3126.5C57—C56—C58106.8 (11)
N2—C4—C6111.0 (3)N18—C56—H56111.4
N2—C4—C5110.2 (3)C57—C56—H56111.4
C6—C4—C5112.3 (4)C58—C56—H56111.4
N2—C4—H4107.7O5—C59—H59A109.5
C6—C4—H4107.7O5—C59—H59B109.5
C5—C4—H4107.7H59A—C59—H59B109.5
C4—C5—H5A109.5O5—C59—H59C109.5
C4—C5—H5B109.5H59A—C59—H59C109.5
H5A—C5—H5B109.5H59B—C59—H59C109.5
C4—C5—H5C109.5O6—C60—H60A109.5
H5A—C5—H5C109.5O6—C60—H60B109.5
H5B—C5—H5C109.5H60A—C60—H60B109.5
C4—C6—H6A109.5O6—C60—H60C109.5
C4—C6—H6B109.5H60A—C60—H60C109.5
H6A—C6—H6B109.5H60B—C60—H60C109.5
C4—C6—H6C109.5N1—B1—N3110.5 (3)
H6A—C6—H6C109.5N1—B1—N5109.3 (3)
H6B—C6—H6C109.5N3—B1—N5108.4 (3)
N3—C7—N4107.7 (3)N1—B1—H1A111 (2)
N3—C7—S3128.2 (3)N3—B1—H1A110 (2)
N4—C7—S3124.1 (3)N5—B1—H1A108.3 (19)
C9—C8—N3108.5 (3)N7—B2—N11109.4 (3)
C9—C8—H8125.7N7—B2—N9110.0 (2)
N3—C8—H8125.7N11—B2—N9108.6 (2)
C8—C9—N4106.5 (3)N7—B2—H2A110.5 (19)
C8—C9—H9126.7N11—B2—H2A110.3 (19)
N4—C9—H9126.7N9—B2—H2A108 (2)
N4—C10—C11108.8 (4)N13—B3—N17109.4 (3)
N4—C10—C12110.6 (4)N13—B3—N15109.1 (3)
C11—C10—C12113.6 (4)N17—B3—N15108.9 (3)
N4—C10—H10107.9N13—B3—H3A111.1 (19)
C11—C10—H10107.9N17—B3—H3A109.7 (19)
C12—C10—H10107.9N15—B3—H3A108.6 (19)
C10—C11—H11A109.5C56A—C58A—H58D109.5
C10—C11—H11B109.5C56A—C58A—H58E109.5
H11A—C11—H11B109.5H58D—C58A—H58E109.5
C10—C11—H11C109.5C56A—C58A—H58F109.5
H11A—C11—H11C109.5H58D—C58A—H58F109.5
H11B—C11—H11C109.5H58E—C58A—H58F109.5
C10—C12—H12A109.5N18—C56A—C57A116 (3)
C10—C12—H12B109.5N18—C56A—C58A111 (2)
H12A—C12—H12B109.5C57A—C56A—C58A111 (2)
C10—C12—H12C109.5N18—C56A—H56A106.2
H12A—C12—H12C109.5C57A—C56A—H56A106.2
H12B—C12—H12C109.5C58A—C56A—H56A106.2
N5—C13—N6106.4 (3)C56A—C57A—H57D109.5
N5—C13—S2127.5 (2)C56A—C57A—H57E109.5
N6—C13—S2126.1 (3)H57D—C57A—H57E109.5
C15—C14—N5107.4 (3)C56A—C57A—H57F109.5
C15—C14—H14126.3H57D—C57A—H57F109.5
N5—C14—H14126.3H57E—C57A—H57F109.5
C14—C15—N6107.0 (3)O2—C38A—H38D109.5
C14—C15—H15126.5O2—C38A—H38E109.5
N6—C15—H15126.5H38D—C38A—H38E109.5
N6—C16—C18109.3 (3)O2—C38A—H38F109.5
N6—C16—C17111.1 (3)H38D—C38A—H38F109.5
C18—C16—C17111.2 (4)H38E—C38A—H38F109.5
N6—C16—H16108.4C2S—O1S—C3S111.6 (8)
C18—C16—H16108.4O1S—C2S—C1S109.3 (7)
C17—C16—H16108.4O1S—C2S—H2S1109.8
C16—C17—H17A109.5C1S—C2S—H2S1109.8
C16—C17—H17B109.5O1S—C2S—H2S2109.8
H17A—C17—H17B109.5C1S—C2S—H2S2109.8
C16—C17—H17C109.5H2S1—C2S—H2S2108.3
H17A—C17—H17C109.5O1S—C3S—C4S112.4 (9)
H17B—C17—H17C109.5O1S—C3S—H3S1109.1
C16—C18—H18A109.5C4S—C3S—H3S1109.1
C16—C18—H18B109.5O1S—C3S—H3S2109.1
H18A—C18—H18B109.5C4S—C3S—H3S2109.1
C16—C18—H18C109.5H3S1—C3S—H3S2107.9
H18A—C18—H18C109.5O2S—C5S—H5S1109.5
H18B—C18—H18C109.5O2S—C5S—H5S2109.5
N8—C19—N7106.7 (3)H5S1—C5S—H5S2109.5
N8—C19—S4126.4 (2)O2S—C5S—H5S3109.5
N7—C19—S4126.9 (2)H5S1—C5S—H5S3109.5
C21—C20—N7108.6 (3)H5S2—C5S—H5S3109.5
C21—C20—H20125.7C5S—O2S—H2S109.5
O2—Na1—Na2—O3175.81 (11)N5—C14—C15—N60.1 (4)
O4—Na1—Na2—O3117.27 (12)C13—N6—C15—C140.1 (4)
O1—Na1—Na2—O366.06 (12)C16—N6—C15—C14174.7 (3)
S1—Na1—Na2—O349.20 (9)C13—N6—C16—C1889.9 (5)
S2—Na1—Na2—O383.67 (10)C15—N6—C16—C1883.9 (5)
O2—Na1—Na2—O466.92 (12)C13—N6—C16—C17147.0 (3)
O1—Na1—Na2—O4176.67 (13)C15—N6—C16—C1739.2 (5)
S1—Na1—Na2—O468.07 (9)C21—N8—C19—N70.2 (3)
S2—Na1—Na2—O4159.06 (11)C22—N8—C19—N7175.8 (3)
O2—Na1—Na2—O1109.75 (12)C21—N8—C19—S4178.3 (2)
O4—Na1—Na2—O1176.67 (13)C22—N8—C19—S46.1 (4)
S1—Na1—Na2—O1115.26 (10)C20—N7—C19—N80.0 (3)
S2—Na1—Na2—O117.61 (10)B2—N7—C19—N8172.2 (3)
O2—Na1—Na2—S551.43 (10)C20—N7—C19—S4178.1 (2)
O4—Na1—Na2—S5118.35 (10)B2—N7—C19—S49.7 (4)
O1—Na1—Na2—S558.32 (9)Na2—S4—C19—N8143.8 (2)
S1—Na1—Na2—S5173.58 (4)Na2—S4—C19—N738.5 (3)
S2—Na1—Na2—S540.71 (8)C19—N7—C20—C210.1 (4)
O2—Na1—Na2—S483.91 (11)B2—N7—C20—C21171.8 (3)
O4—Na1—Na2—S416.99 (10)N7—C20—C21—N80.2 (4)
O1—Na1—Na2—S4166.34 (12)C19—N8—C21—C200.2 (4)
S1—Na1—Na2—S451.08 (8)C22—N8—C21—C20175.9 (3)
S2—Na1—Na2—S4176.05 (6)C19—N8—C22—C2385.6 (4)
O2—Na1—S1—C196.91 (15)C21—N8—C22—C2389.4 (4)
O4—Na1—S1—C1177.94 (13)C19—N8—C22—C24150.9 (3)
O1—Na1—S1—C1103.10 (13)C21—N8—C22—C2434.1 (4)
S2—Na1—S1—C10.12 (12)C26—N9—C25—N100.1 (4)
Na2—Na1—S1—C1145.42 (12)B2—N9—C25—N10174.2 (3)
O2—Na1—S2—C13157.47 (14)C26—N9—C25—S6177.5 (3)
O4—Na1—S2—C13112.7 (3)B2—N9—C25—S68.3 (4)
O1—Na1—S2—C1347.20 (13)C27—N10—C25—N90.2 (4)
S1—Na1—S2—C1374.12 (12)C28—N10—C25—N9179.2 (3)
Na2—Na1—S2—C1358.59 (13)C27—N10—C25—S6177.9 (3)
O3—Na2—S4—C19164.89 (13)C28—N10—C25—S61.6 (5)
O4—Na2—S4—C1947.49 (13)C25—N9—C26—C270.4 (4)
O1—Na2—S4—C19109.9 (4)B2—N9—C26—C27173.8 (3)
S5—Na2—S4—C1978.32 (12)N9—C26—C27—N100.5 (4)
Na1—Na2—S4—C1958.39 (13)C25—N10—C27—C260.5 (4)
O3—Na2—S5—C31105.38 (14)C28—N10—C27—C26179.0 (3)
O4—Na2—S5—C3195.69 (14)C25—N10—C28—C30112.9 (4)
O1—Na2—S5—C31171.97 (13)C27—N10—C28—C3066.4 (5)
S4—Na2—S5—C319.65 (12)C25—N10—C28—C29122.9 (4)
Na1—Na2—S5—C31138.32 (12)C27—N10—C28—C2957.7 (5)
O6—Na3—S7—C41102.25 (15)C32—N11—C31—N121.1 (4)
O5—Na3—S7—C41176.89 (12)B2—N11—C31—N12179.4 (3)
O5i—Na3—S7—C4197.32 (13)C32—N11—C31—S5178.7 (3)
S8—Na3—S7—C414.65 (12)B2—N11—C31—S50.4 (5)
Na3i—Na3—S7—C41139.74 (12)C33—N12—C31—N110.9 (4)
O6—Na3—S8—C47164.76 (16)C34—N12—C31—N11177.4 (3)
O5—Na3—S8—C47112.0 (4)C33—N12—C31—S5178.9 (3)
O5i—Na3—S8—C4744.95 (14)C34—N12—C31—S52.8 (5)
S7—Na3—S8—C4775.33 (13)Na2—S5—C31—N1147.4 (3)
Na3i—Na3—S8—C4755.01 (15)Na2—S5—C31—N12132.3 (3)
O2—Na1—O1—C3751.2 (2)C31—N11—C32—C330.9 (4)
O4—Na1—O1—C37130.5 (2)B2—N11—C32—C33179.2 (3)
S1—Na1—O1—C37145.5 (2)N11—C32—C33—N120.4 (4)
S2—Na1—O1—C3734.4 (2)C31—N12—C33—C320.3 (4)
Na2—Na1—O1—C37132.6 (2)C34—N12—C33—C32178.0 (3)
O2—Na1—O1—Na281.47 (11)C31—N12—C34—C35116.2 (4)
O4—Na1—O1—Na22.17 (9)C33—N12—C34—C3565.8 (5)
S1—Na1—O1—Na281.84 (9)C31—N12—C34—C36119.1 (4)
S2—Na1—O1—Na2167.00 (7)C33—N12—C34—C3658.9 (5)
O3—Na2—O1—C37117.5 (3)C42—N13—C41—N140.4 (3)
O4—Na2—O1—C37123.7 (3)B3—N13—C41—N14175.7 (3)
S5—Na2—O1—C370.7 (3)C42—N13—C41—S7179.6 (2)
S4—Na2—O1—C37172.7 (4)B3—N13—C41—S74.3 (5)
Na1—Na2—O1—C37125.8 (3)C43—N14—C41—N130.5 (3)
O3—Na2—O1—Na1116.68 (11)C44—N14—C41—N13179.2 (3)
O4—Na2—O1—Na12.18 (9)C43—N14—C41—S7179.5 (3)
S5—Na2—O1—Na1126.52 (8)C44—N14—C41—S70.9 (4)
S4—Na2—O1—Na161.5 (4)Na3—S7—C41—N1354.3 (3)
O4—Na1—O2—C38119.1 (6)Na3—S7—C41—N14125.8 (3)
O1—Na1—O2—C3841.6 (6)C41—N13—C42—C430.2 (4)
S1—Na1—O2—C38157.0 (6)B3—N13—C42—C43175.4 (3)
S2—Na1—O2—C3849.3 (6)N13—C42—C43—N140.1 (4)
Na2—Na1—O2—C3882.5 (6)C41—N14—C43—C420.4 (4)
O4—Na1—O2—C38A163.8 (10)C44—N14—C43—C42179.0 (3)
O1—Na1—O2—C38A86.3 (10)C41—N14—C44—C45101.3 (4)
S1—Na1—O2—C38A112.4 (10)C43—N14—C44—C4577.2 (4)
S2—Na1—O2—C38A4.7 (10)C41—N14—C44—C46134.7 (3)
Na2—Na1—O2—C38A127.2 (10)C43—N14—C44—C4646.9 (4)
O4—Na2—O3—C39129.3 (3)C49—N16—C47—N150.3 (4)
O1—Na2—O3—C39153.8 (3)C50—N16—C47—N15173.1 (3)
S5—Na2—O3—C3970.5 (3)C49—N16—C47—S8178.6 (2)
S4—Na2—O3—C3935.4 (3)C50—N16—C47—S88.0 (5)
Na1—Na2—O3—C39169.6 (3)C48—N15—C47—N160.1 (4)
O3—Na2—O4—C4056.7 (2)B3—N15—C47—N16172.5 (3)
O1—Na2—O4—C40136.2 (2)C48—N15—C47—S8178.8 (2)
S5—Na2—O4—C40144.6 (2)B3—N15—C47—S88.6 (5)
S4—Na2—O4—C4033.6 (2)Na3—S8—C47—N16143.8 (3)
Na1—Na2—O4—C40134.1 (2)Na3—S8—C47—N1537.5 (3)
O3—Na2—O4—Na177.31 (12)C47—N15—C48—C490.2 (4)
O1—Na2—O4—Na12.19 (9)B3—N15—C48—C49172.5 (3)
S5—Na2—O4—Na181.39 (10)N15—C48—C49—N160.4 (4)
S4—Na2—O4—Na1167.67 (7)C47—N16—C49—C480.4 (4)
O2—Na1—O4—C40116.6 (3)C50—N16—C49—C48173.0 (3)
O1—Na1—O4—C40131.3 (3)C47—N16—C50—C5291.7 (4)
S1—Na1—O4—C4011.9 (2)C49—N16—C50—C5280.6 (4)
S2—Na1—O4—C40161.5 (3)C47—N16—C50—C51144.6 (3)
Na2—Na1—O4—C40129.1 (3)C49—N16—C50—C5143.0 (4)
O2—Na1—O4—Na2114.22 (12)C54—N17—C53—N181.1 (4)
O1—Na1—O4—Na22.20 (9)B3—N17—C53—N18179.2 (3)
S1—Na1—O4—Na2117.22 (8)C54—N17—C53—S9178.3 (3)
S2—Na1—O4—Na269.3 (3)B3—N17—C53—S91.4 (5)
O6—Na3—O5—C59112.3 (3)C55—N18—C53—N171.0 (4)
O5i—Na3—O5—C59126.5 (3)C56—N18—C53—N17169.9 (7)
S7—Na3—O5—C597.5 (3)C56A—N18—C53—N17169.2 (8)
S8—Na3—O5—C59165.5 (4)C55—N18—C53—S9178.5 (3)
Na3i—Na3—O5—C59126.5 (3)C56—N18—C53—S910.6 (8)
O6—Na3—O5—Na3i121.12 (13)C56A—N18—C53—S911.3 (9)
O5i—Na3—O5—Na3i0.0C53—N17—C54—C550.8 (4)
S7—Na3—O5—Na3i119.06 (8)B3—N17—C54—C55179.4 (3)
S8—Na3—O5—Na3i67.9 (4)N17—C54—C55—N180.2 (5)
O5—Na3—O6—C60174.4 (6)C53—N18—C55—C540.5 (5)
O5i—Na3—O6—C6096.0 (6)C56—N18—C55—C54170.4 (7)
S7—Na3—O6—C60103.9 (6)C56A—N18—C55—C54168.6 (10)
S8—Na3—O6—C604.1 (6)C53—N18—C56—C5792.0 (14)
Na3i—Na3—O6—C60138.1 (6)C55—N18—C56—C5777.4 (14)
C2—N1—C1—N21.2 (4)C56A—N18—C56—C5784 (13)
B1—N1—C1—N2172.0 (3)C53—N18—C56—C58153.1 (9)
C2—N1—C1—S1179.2 (3)C55—N18—C56—C5837.5 (13)
B1—N1—C1—S18.5 (5)C56A—N18—C56—C58161 (14)
C3—N2—C1—N10.9 (4)C1—N1—B1—N396.2 (4)
C4—N2—C1—N1179.4 (3)C2—N1—B1—N394.7 (4)
C3—N2—C1—S1179.6 (3)C1—N1—B1—N5144.5 (3)
C4—N2—C1—S11.1 (5)C2—N1—B1—N524.6 (4)
Na1—S1—C1—N159.5 (3)C7—N3—B1—N1163.3 (3)
Na1—S1—C1—N2121.1 (3)C8—N3—B1—N117.9 (4)
C1—N1—C2—C31.1 (4)C7—N3—B1—N576.9 (4)
B1—N1—C2—C3171.7 (3)C8—N3—B1—N5101.9 (4)
N1—C2—C3—N20.6 (4)C13—N5—B1—N172.3 (4)
C1—N2—C3—C20.2 (4)C14—N5—B1—N1117.9 (3)
C4—N2—C3—C2178.7 (4)C13—N5—B1—N3167.2 (3)
C1—N2—C4—C6121.4 (4)C14—N5—B1—N32.6 (4)
C3—N2—C4—C656.9 (5)C19—N7—B2—N1176.2 (4)
C1—N2—C4—C5113.6 (4)C20—N7—B2—N11113.0 (3)
C3—N2—C4—C568.1 (5)C19—N7—B2—N9164.6 (3)
C8—N3—C7—N40.7 (4)C20—N7—B2—N96.2 (4)
B1—N3—C7—N4178.3 (3)C31—N11—B2—N7144.4 (3)
C8—N3—C7—S3177.2 (3)C32—N11—B2—N733.6 (4)
B1—N3—C7—S31.8 (5)C31—N11—B2—N995.5 (3)
C9—N4—C7—N30.9 (4)C32—N11—B2—N986.4 (4)
C10—N4—C7—N3177.8 (4)C25—N9—B2—N777.1 (4)
C9—N4—C7—S3177.5 (3)C26—N9—B2—N7109.7 (3)
C10—N4—C7—S35.5 (5)C25—N9—B2—N11163.2 (3)
C7—N3—C8—C90.3 (4)C26—N9—B2—N119.9 (4)
B1—N3—C8—C9178.7 (3)C41—N13—B3—N1798.1 (3)
N3—C8—C9—N40.3 (4)C42—N13—B3—N1787.5 (4)
C7—N4—C9—C80.7 (4)C41—N13—B3—N15142.9 (3)
C10—N4—C9—C8177.6 (4)C42—N13—B3—N1531.5 (4)
C7—N4—C10—C1199.8 (5)C53—N17—B3—N13169.6 (3)
C9—N4—C10—C1176.6 (5)C54—N17—B3—N1310.0 (4)
C7—N4—C10—C12134.9 (4)C53—N17—B3—N1571.2 (4)
C9—N4—C10—C1248.7 (6)C54—N17—B3—N15109.1 (4)
C14—N5—C13—N60.1 (4)C47—N15—B3—N1373.8 (4)
B1—N5—C13—N6171.2 (3)C48—N15—B3—N13115.0 (3)
C14—N5—C13—S2179.0 (3)C47—N15—B3—N17166.9 (3)
B1—N5—C13—S29.7 (5)C48—N15—B3—N174.3 (4)
C15—N6—C13—N50.0 (4)C53—N18—C56A—C57A132.4 (19)
C16—N6—C13—N5174.7 (3)C55—N18—C56A—C57A36 (2)
C15—N6—C13—S2179.1 (2)C56—N18—C56A—C57A55 (13)
C16—N6—C13—S26.2 (5)C53—N18—C56A—C58A100 (2)
Na1—S2—C13—N538.6 (3)C55—N18—C56A—C58A92.0 (19)
Na1—S2—C13—N6142.5 (3)C56—N18—C56A—C58A73 (13)
C13—N5—C14—C150.1 (4)C3S—O1S—C2S—C1S179.7 (8)
B1—N5—C14—C15171.1 (3)C2S—O1S—C3S—C4S177.4 (9)
Symmetry code: (i) x, y+1, z+1.
Poly[[µ-hydrotris(3-methyl-2-sulfanylidene-2,3-dihydro-1H-1,3-imidazol-1-yl)borato]sodium(I)] (cotmbm) top
Crystal data top
[Na(C12H16BN6S3)]Z = 2
Mr = 374.29F(000) = 388
Triclinic, P1Dx = 1.453 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.9707 (3) ÅCell parameters from 6328 reflections
b = 10.0754 (4) Åθ = 3.0–29.3°
c = 11.4672 (5) ŵ = 0.46 mm1
α = 79.923 (4)°T = 123 K
β = 82.774 (4)°Prism, colourless
γ = 71.167 (4)°0.15 × 0.10 × 0.10 mm
V = 855.78 (6) Å3
Data collection top
Oxford Xcalibur E
diffractometer
3736 independent reflections
Radiation source: fine-focus sealed tube2756 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.067
ω scansθmax = 27.0°, θmin = 3.0°
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2010)
h = 1010
Tmin = 0.845, Tmax = 1.000k = 1212
14198 measured reflectionsl = 1414
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.049Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.113H atoms treated by a mixture of independent and constrained refinement
S = 1.01 w = 1/[σ2(Fo2) + (0.0467P)2]
where P = (Fo2 + 2Fc2)/3
3736 reflections(Δ/σ)max < 0.001
214 parametersΔρmax = 0.41 e Å3
0 restraintsΔρmin = 0.30 e Å3
Special details top

Experimental. Absorption correction: CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010, 11:50:40). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
xyzUiso*/Ueq
Na10.19375 (15)0.54764 (11)0.54688 (10)0.0284 (3)
S10.08761 (9)0.24782 (7)0.29559 (7)0.02175 (18)
S20.50256 (9)0.30101 (7)0.51742 (6)0.01947 (18)
S30.02588 (9)0.67281 (7)0.32821 (6)0.02128 (18)
N10.1768 (3)0.3529 (2)0.17788 (19)0.0152 (5)
N20.0248 (3)0.2897 (2)0.0639 (2)0.0211 (5)
N30.4313 (3)0.2395 (2)0.30694 (19)0.0138 (5)
N40.6375 (3)0.0709 (2)0.40183 (19)0.0152 (5)
N50.3097 (3)0.5066 (2)0.26103 (19)0.0146 (5)
N60.2782 (3)0.7330 (2)0.2349 (2)0.0191 (5)
C10.2420 (3)0.3785 (3)0.0608 (2)0.0203 (6)
H10.33710.41660.03470.024*
C20.1481 (4)0.3403 (3)0.0091 (3)0.0254 (7)
H20.16370.34690.09320.030*
C30.0410 (3)0.2981 (3)0.1787 (2)0.0175 (6)
C40.1050 (4)0.2367 (3)0.0249 (3)0.0330 (8)
H4A0.13530.16770.08850.050*
H4B0.05480.19100.04580.050*
H4C0.21230.31570.00580.050*
C50.4960 (3)0.1280 (3)0.2407 (2)0.0167 (6)
H50.45650.12520.16670.020*
C60.6231 (3)0.0252 (3)0.2985 (2)0.0179 (6)
H60.69060.06270.27300.022*
C70.5220 (3)0.2028 (3)0.4064 (2)0.0150 (5)
C80.7620 (3)0.0075 (3)0.4912 (2)0.0207 (6)
H8A0.84420.04510.49660.031*
H8B0.82930.10070.46870.031*
H8C0.69620.01970.56840.031*
C90.4721 (3)0.5253 (3)0.2178 (2)0.0194 (6)
H90.57910.45210.20250.023*
C100.4521 (4)0.6646 (3)0.2011 (2)0.0220 (6)
H100.54150.70790.17140.026*
C110.1908 (3)0.6359 (3)0.2725 (2)0.0166 (6)
C120.2022 (4)0.8858 (3)0.2344 (3)0.0288 (7)
H12A0.18130.93270.15280.043*
H12B0.28480.92130.26680.043*
H12C0.08920.90600.28330.043*
B10.2606 (4)0.3671 (3)0.2881 (3)0.0154 (6)
H1A0.163 (3)0.375 (3)0.370 (2)0.018*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na10.0319 (6)0.0263 (6)0.0247 (7)0.0055 (5)0.0014 (5)0.0050 (5)
S10.0204 (4)0.0263 (4)0.0220 (4)0.0138 (3)0.0013 (3)0.0015 (3)
S20.0210 (4)0.0203 (4)0.0183 (4)0.0054 (3)0.0035 (3)0.0063 (3)
S30.0188 (4)0.0184 (4)0.0234 (4)0.0016 (3)0.0003 (3)0.0037 (3)
N10.0124 (10)0.0176 (11)0.0156 (12)0.0057 (9)0.0006 (9)0.0006 (10)
N20.0204 (12)0.0297 (13)0.0175 (13)0.0121 (10)0.0048 (10)0.0037 (11)
N30.0135 (10)0.0134 (11)0.0152 (12)0.0051 (9)0.0019 (9)0.0014 (9)
N40.0143 (11)0.0142 (11)0.0183 (13)0.0059 (9)0.0016 (9)0.0020 (9)
N50.0131 (10)0.0141 (11)0.0166 (12)0.0050 (9)0.0007 (9)0.0012 (9)
N60.0252 (12)0.0167 (12)0.0193 (13)0.0097 (10)0.0067 (10)0.0035 (10)
C10.0191 (14)0.0253 (15)0.0158 (15)0.0096 (12)0.0014 (11)0.0022 (12)
C20.0244 (15)0.0362 (17)0.0151 (15)0.0091 (13)0.0013 (12)0.0028 (13)
C30.0164 (13)0.0143 (13)0.0211 (16)0.0040 (11)0.0047 (11)0.0003 (11)
C40.0352 (18)0.0420 (19)0.0313 (19)0.0202 (15)0.0141 (14)0.0057 (15)
C50.0193 (13)0.0170 (13)0.0172 (15)0.0073 (11)0.0031 (11)0.0066 (11)
C60.0185 (13)0.0182 (14)0.0197 (15)0.0085 (11)0.0009 (11)0.0059 (12)
C70.0148 (13)0.0152 (13)0.0157 (14)0.0082 (11)0.0015 (10)0.0004 (11)
C80.0182 (14)0.0201 (14)0.0229 (16)0.0042 (12)0.0047 (11)0.0017 (12)
C90.0159 (13)0.0224 (14)0.0202 (16)0.0077 (11)0.0026 (11)0.0032 (12)
C100.0215 (14)0.0262 (15)0.0209 (16)0.0124 (12)0.0011 (12)0.0009 (13)
C110.0233 (14)0.0168 (14)0.0113 (14)0.0066 (11)0.0052 (11)0.0027 (11)
C120.0460 (19)0.0133 (14)0.0297 (18)0.0096 (13)0.0108 (14)0.0031 (13)
B10.0156 (14)0.0141 (15)0.0163 (17)0.0058 (12)0.0010 (12)0.0009 (13)
Geometric parameters (Å, º) top
Na1—S1i2.8318 (13)N5—C111.358 (3)
Na1—S22.9126 (12)N5—C91.386 (3)
Na1—S3i3.0164 (13)N5—B11.548 (3)
Na1—S33.0846 (14)N6—C111.358 (3)
Na1—C113.117 (3)N6—C101.374 (3)
Na1—S2ii3.2045 (13)N6—C121.460 (3)
Na1—Na1i3.838 (2)C1—C21.340 (4)
S1—C31.690 (3)C1—H10.9500
S1—Na1i2.8318 (13)C2—H20.9500
S2—C71.708 (3)C4—H4A0.9800
S2—Na1ii3.2045 (13)C4—H4B0.9800
S3—C111.709 (3)C4—H4C0.9800
S3—Na1i3.0164 (13)C5—C61.338 (4)
N1—C31.363 (3)C5—H50.9500
N1—C11.389 (3)C6—H60.9500
N1—B11.550 (4)C8—H8A0.9800
N2—C31.358 (3)C8—H8B0.9800
N2—C21.377 (3)C8—H8C0.9800
N2—C41.453 (3)C9—C101.342 (4)
N3—C71.359 (3)C9—H90.9500
N3—C51.390 (3)C10—H100.9500
N3—B11.548 (3)C12—H12A0.9800
N4—C71.356 (3)C12—H12B0.9800
N4—C61.374 (3)C12—H12C0.9800
N4—C81.458 (3)B1—H1A1.13 (2)
S1i—Na1—S2134.78 (5)C1—C2—H2126.5
S1i—Na1—S3i102.05 (4)N2—C2—H2126.5
S2—Na1—S3i83.08 (3)N2—C3—N1106.7 (2)
S1i—Na1—S3107.28 (4)N2—C3—S1124.37 (19)
S2—Na1—S3115.56 (4)N1—C3—S1128.9 (2)
S3i—Na1—S3102.05 (4)N2—C4—H4A109.5
S1i—Na1—C11121.51 (6)N2—C4—H4B109.5
S2—Na1—C1190.86 (6)H4A—C4—H4B109.5
S3i—Na1—C11121.03 (6)N2—C4—H4C109.5
S3—Na1—C1131.99 (5)H4A—C4—H4C109.5
S1i—Na1—S2ii78.55 (3)H4B—C4—H4C109.5
S2—Na1—S2ii80.21 (3)C6—C5—N3108.7 (2)
S3i—Na1—S2ii156.25 (4)C6—C5—H5125.6
S3—Na1—S2ii100.34 (4)N3—C5—H5125.6
C11—Na1—S2ii76.14 (5)C5—C6—N4106.9 (2)
S1i—Na1—Na1i113.76 (5)C5—C6—H6126.5
S2—Na1—Na1i104.59 (4)N4—C6—H6126.5
S3i—Na1—Na1i51.82 (3)N4—C7—N3107.1 (2)
S3—Na1—Na1i50.23 (3)N4—C7—S2124.8 (2)
C11—Na1—Na1i73.95 (6)N3—C7—S2128.06 (19)
S2ii—Na1—Na1i149.74 (6)N4—C8—H8A109.5
C3—S1—Na1i110.16 (9)N4—C8—H8B109.5
C7—S2—Na1121.13 (9)H8A—C8—H8B109.5
C7—S2—Na1ii105.98 (9)N4—C8—H8C109.5
Na1—S2—Na1ii99.79 (3)H8A—C8—H8C109.5
C11—S3—Na1i124.30 (9)H8B—C8—H8C109.5
C11—S3—Na175.06 (9)C10—C9—N5108.1 (2)
Na1i—S3—Na177.95 (4)C10—C9—H9125.9
C3—N1—C1108.0 (2)N5—C9—H9125.9
C3—N1—B1126.4 (2)C9—C10—N6107.3 (2)
C1—N1—B1125.2 (2)C9—C10—H10126.3
C3—N2—C2109.7 (2)N6—C10—H10126.3
C3—N2—C4124.8 (2)N5—C11—N6107.0 (2)
C2—N2—C4125.5 (2)N5—C11—S3127.5 (2)
C7—N3—C5107.6 (2)N6—C11—S3125.44 (19)
C7—N3—B1124.4 (2)N5—C11—Na187.78 (15)
C5—N3—B1126.7 (2)N6—C11—Na1111.07 (16)
C7—N4—C6109.6 (2)S3—C11—Na172.95 (9)
C7—N4—C8124.9 (2)N6—C12—H12A109.5
C6—N4—C8125.5 (2)N6—C12—H12B109.5
C11—N5—C9108.2 (2)H12A—C12—H12B109.5
C11—N5—B1123.5 (2)N6—C12—H12C109.5
C9—N5—B1128.2 (2)H12A—C12—H12C109.5
C11—N6—C10109.3 (2)H12B—C12—H12C109.5
C11—N6—C12125.6 (2)N3—B1—N5109.7 (2)
C10—N6—C12125.0 (2)N3—B1—N1107.9 (2)
C2—C1—N1108.5 (2)N5—B1—N1107.7 (2)
C2—C1—H1125.8N3—B1—H1A112.3 (13)
N1—C1—H1125.8N5—B1—H1A107.3 (12)
C1—C2—N2107.0 (2)N1—B1—H1A111.8 (13)
S1i—Na1—S2—C7178.45 (11)Na1ii—S2—C7—N395.3 (2)
S3i—Na1—S2—C781.43 (10)C11—N5—C9—C101.0 (3)
S3—Na1—S2—C718.65 (11)B1—N5—C9—C10176.4 (3)
C11—Na1—S2—C739.74 (11)N5—C9—C10—N60.6 (3)
S2ii—Na1—S2—C7115.51 (11)C11—N6—C10—C90.0 (3)
Na1i—Na1—S2—C733.89 (12)C12—N6—C10—C9177.9 (2)
S1i—Na1—S2—Na1ii62.93 (6)C9—N5—C11—N61.0 (3)
S3i—Na1—S2—Na1ii163.06 (4)B1—N5—C11—N6176.6 (2)
S3—Na1—S2—Na1ii96.86 (5)C9—N5—C11—S3176.8 (2)
C11—Na1—S2—Na1ii75.77 (5)B1—N5—C11—S35.6 (4)
S2ii—Na1—S2—Na1ii0.0C9—N5—C11—Na1110.41 (18)
Na1i—Na1—S2—Na1ii149.40 (6)B1—N5—C11—Na172.0 (2)
S1i—Na1—S3—C11122.35 (9)C10—N6—C11—N50.6 (3)
S2—Na1—S3—C1142.77 (9)C12—N6—C11—N5178.5 (2)
S3i—Na1—S3—C11130.79 (9)C10—N6—C11—S3177.26 (19)
S2ii—Na1—S3—C1141.24 (9)C12—N6—C11—S30.7 (4)
Na1i—Na1—S3—C11130.79 (9)C10—N6—C11—Na193.7 (2)
S1i—Na1—S3—Na1i106.86 (5)C12—N6—C11—Na184.3 (3)
S2—Na1—S3—Na1i88.02 (4)Na1i—S3—C11—N59.7 (3)
S3i—Na1—S3—Na1i0.0Na1—S3—C11—N573.3 (2)
C11—Na1—S3—Na1i130.79 (9)Na1i—S3—C11—N6167.75 (19)
S2ii—Na1—S3—Na1i172.03 (5)Na1—S3—C11—N6104.1 (2)
C3—N1—C1—C20.0 (3)Na1i—S3—C11—Na163.67 (8)
B1—N1—C1—C2173.1 (2)S1i—Na1—C11—N5158.37 (13)
N1—C1—C2—N20.5 (3)S2—Na1—C11—N511.70 (14)
C3—N2—C2—C10.7 (3)S3i—Na1—C11—N570.74 (15)
C4—N2—C2—C1180.0 (2)S3—Na1—C11—N5130.52 (18)
C2—N2—C3—N10.7 (3)S2ii—Na1—C11—N591.39 (14)
C4—N2—C3—N1180.0 (2)Na1i—Na1—C11—N593.25 (14)
C2—N2—C3—S1179.42 (19)S1i—Na1—C11—N651.01 (19)
C4—N2—C3—S10.1 (4)S2—Na1—C11—N695.66 (17)
C1—N1—C3—N20.4 (3)S3i—Na1—C11—N6178.09 (15)
B1—N1—C3—N2172.6 (2)S3—Na1—C11—N6122.1 (2)
C1—N1—C3—S1179.7 (2)S2ii—Na1—C11—N615.96 (16)
B1—N1—C3—S17.3 (4)Na1i—Na1—C11—N6159.40 (18)
Na1i—S1—C3—N2136.1 (2)S1i—Na1—C11—S371.11 (10)
Na1i—S1—C3—N144.0 (2)S2—Na1—C11—S3142.21 (8)
C7—N3—C5—C60.1 (3)S3i—Na1—C11—S359.78 (10)
B1—N3—C5—C6167.1 (2)S2ii—Na1—C11—S3138.09 (8)
N3—C5—C6—N40.6 (3)Na1i—Na1—C11—S337.27 (7)
C7—N4—C6—C51.2 (3)C7—N3—B1—N575.2 (3)
C8—N4—C6—C5179.2 (2)C5—N3—B1—N5119.5 (3)
C6—N4—C7—N31.3 (3)C7—N3—B1—N1167.7 (2)
C8—N4—C7—N3179.3 (2)C5—N3—B1—N12.4 (3)
C6—N4—C7—S2177.58 (18)C11—N5—B1—N3161.2 (2)
C8—N4—C7—S20.4 (4)C9—N5—B1—N321.8 (4)
C5—N3—C7—N40.9 (3)C11—N5—B1—N181.6 (3)
B1—N3—C7—N4166.7 (2)C9—N5—B1—N195.5 (3)
C5—N3—C7—S2177.95 (19)C3—N1—B1—N397.8 (3)
B1—N3—C7—S214.4 (4)C1—N1—B1—N374.0 (3)
Na1—S2—C7—N4164.30 (17)C3—N1—B1—N5143.9 (2)
Na1ii—S2—C7—N483.4 (2)C1—N1—B1—N544.3 (3)
Na1—S2—C7—N317.0 (3)
Symmetry codes: (i) x, y+1, z+1; (ii) x+1, y+1, z+1.
Selected geometric parameters for [Na(TmPh)(MeOH)-µ-(MeOH)]2, [Na(TmiPr)(MeOH)-µ-(MeOH)]2 and [Na(TmMe)-µ-DMF]2 (Biernat et al., 2007) top
What is the significance of the subscript b and t?
[Na(TmPh)(MeOH)2]2[Na(TmiPr)(MeOH)2]2[Na(TmMe)(DMF)]2
Bond lengths (Å)
Na-S2.8796 (9)2.9180 (15)2.8075 (7)
2.9041 (8)2.9827 (15)2.7370 (7)
2.8706 (16)
2.9344 (15)
2.8656 (16)
2.8935 (15)
Na-H2.452 (18)2.41 (4)2.365 (3)
2.40 (4)
2.43 (4)
Na-Ot2.3322 (15)2.319 (3)
2.298 (3)
2.302 (3)
Na-Ob2.3912 (14)2.430 (3)2.3209 (12)
2.5535 (15)2.439 (3)2.2530 (12)
2.448 (3)
2.422 (3)
2.415 (3)
Na···Na3.5322 (14)3.7101 (18)3.3463 (11)
3.641 (3)
Bond angles (°)
Na-Ob-Na91.12 (5)99.77 (9)94.03 (4)
98.79 (9)
97.09 (9)
Ob-Na-Ob88.88 (5)80.69 (8)85.97 (4)
80.67 (9)
82.91 (9)
Na-H-B152.5 (12)143 (3)133.73 (8)
146 (3)
142 (3)
N-B-N107.80 (14)109.4 (3)109.33 (11)
110.5 (3)
109.1 (3)
C-S-Na103.49 (6)106.66 (11)89.84 (5)
115.79 (6)91.59 (11)110.43 (5)
98.09 (11)
107.25 (11)
108.86 (11)
95.31 (11)
C-N-B124.21 (14)125.7 (3)121.19 (12)
121.50 (14)124.5 (3)124.62 (12)
124.7 (3)
124.7 (3)
125.9 (3)
124.1 (3)
S-Na-S106.68 (2)105.01 (5)116.21 (2)
107.05 (5)
106.42 (5)
 

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