Sodium (1R)-d-glucit-1-yl-sulfonate monohydrate.

The title salt, Na(+)·C(6)H(13)O(9)S(-)·H(2)O, crystallizes with three independent cations, molecular anions and solvent water molecules in the asymmetric unit. This crystalline monohydrate addition product, formed by reaction of d-glucose and sodium hydrogen sulfite in water, forms a three-dimensional network through complex cation coordination and extensive inter-molecular hydrogen bonding. Each of the independent mol-ecules has an open-chain structure with the carbon chains adopting a sickle-like conformation, similar to that found in the potassium salt [Cole et al. (2001 ▶). Carbohydr. Res.335, 1-10], but there are significant differences in the patterns of complexation.

Related literature

For the first syntheses of the title compound, see: Braverman (1953 ▶); Ingles (1959 ▶). For evidence of the acyclic nature of such compounds, see: Ingles (1959 ▶, 1969 ▶). For the synthesis and crystallographic properties of the corresponding potassium salts of d-glucose and d-mannose, see: Cole et al. (2001 ▶). For an additional discussion on the potassium salt, see: Haines & Hughes (2010 ▶). For the crystallographic study of potassium (1S)-d-galactit-1-yl­sulfonate, see: Haines & Hughes (2010 ▶).

Experimental

Crystal data

Na+·C6H13O9S−·H2O

M = 302.23

Orthorhombic,

a = 8.81958 (9) Å

b = 16.8420 (2) Å

c = 22.7304 (3) Å

V = 3376.37 (7) Å3

Z = 12

Mo Kα radiation

μ = 0.37 mm−1

T = 140 K

0.30 × 0.19 × 0.13 mm

Data collection

Oxford Diffraction Xcalibur 3/Sapphire3 CCD diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.908, T max = 1.000

68733 measured reflections

9835 independent reflections

8207 reflections with I > 2σ(I)

R int = 0.044

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.052

S = 0.93

9835 reflections

583 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.53 e Å−3

Δρmin = −0.46 e Å−3

Absolute structure: Flack (1983 ▶), 4356 Friedel pairs

Flack parameter: 0.02 (3)

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPII (Johnson, 1976 ▶) and ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97 and WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812007210/su2377sup1.cif

Supplementary material file. DOI: 10.1107/S1600536812007210/su2377Isup2.cdx

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812007210/su2377Isup3.hkl

Supplementary material file. DOI: 10.1107/S1600536812007210/su2377Isup4.cml

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Na+·C6H13O9S−·H2O	F(000) = 1896
Mr = 302.23	Dx = 1.784 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 27478 reflections
a = 8.81958 (9) Å	θ = 3.5–32.6°
b = 16.8420 (2) Å	µ = 0.37 mm−1
c = 22.7304 (3) Å	T = 140 K
V = 3376.37 (7) Å3	Prism, colourless
Z = 12	0.30 × 0.19 × 0.13 mm

Oxford Diffraction Xcalibur 3/Sapphire3 CCD diffractometer	9835 independent reflections
Radiation source: Enhance (Mo) X-ray Source	8207 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.044
Detector resolution: 16.0050 pixels mm-1	θmax = 30°, θmin = 3.5°
Thin slice φ and ω scans	h = −12→12
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008)	k = −23→23
Tmin = 0.908, Tmax = 1.000	l = −31→31
68733 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.052	w = 1/[σ2(Fo2) + (0.0248P)2] where P = (Fo2 + 2Fc2)/3
S = 0.93	(Δ/σ)max = 0.001
9835 reflections	Δρmax = 0.53 e Å−3
583 parameters	Δρmin = −0.46 e Å−3
0 restraints	Absolute structure: Flack (1983), 4356 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.02 (3)

Experimental. Absorption correction: CrysAlis RED (Oxford Diffraction, 2008). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.Spectroscopic data for the title compound:1H NMR (D2O, 300 MHz, measured 5 min after dissolution, reference Me3COH at δH 1.24): δ 5.23 (d, J 2.8 Hz, OCHO of α-pyranose), 4.64 (d, J 8.2 Hz, OCHO of β-pyranose), 4.53 (br s, CH[SO3-]), δ 4.48 (d, J 6.9 Hz, CH[SO3-]), 4.25–3.30 (complex), 3.23 (dd, J3,4 = J4,5 = 8.3 Hz, H-4); after 24 h the spectrum was of a mixture of the α- and β-pyranoses. 13C NMR (D2O, 75 MHz, scan time 17 min, referenced to Me3COH at δC 30.29): δ 96.62 (β-pyranose C1), 92.82 (α-pyranose C1), 84.10 (CH[SO3-]), 82.87 (CH[SO3-]), 76.63 - 61.27 (16 signals).HRESIMS (negative ion mode): calcd for [C6H13O9S]-: m/z 261.0286; found 261.0284; predominant peaks were also observed at m/z 179.0567 ([C6H11O6]-), 243.0181 ([C6H13SO9 - H2O]-) and 359.1196 ([C12H23O12]-). The latter corresponds to the ion of the product formed by reaction between the sulfonate and D-glucose with displacement of sodium bisulfite; some decomposition of the sulfonate to afford D-glucose undoubtedly occurs in aqueous solution.

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.

	x	y	z	Uiso*/Ueq
Na1	0.13614 (6)	0.20117 (4)	0.48122 (3)	0.01344 (14)
C1	0.37924 (17)	0.49133 (9)	0.38737 (7)	0.0089 (3)
H1	0.4307	0.4649	0.3545	0.011*
O1	0.23320 (11)	0.45878 (7)	0.39417 (5)	0.0107 (2)
C2	0.36436 (16)	0.57970 (9)	0.37396 (7)	0.0091 (3)
H2	0.4643	0.6022	0.3651	0.011*
O2	0.29707 (13)	0.62124 (6)	0.42243 (5)	0.0121 (2)
C3	0.25670 (16)	0.59384 (9)	0.32241 (7)	0.0090 (3)
H3	0.154	0.579	0.3347	0.011*
O3	0.25886 (13)	0.67734 (7)	0.31079 (5)	0.0125 (2)
C4	0.29518 (15)	0.54829 (9)	0.26626 (7)	0.0089 (3)
H4	0.2991	0.4914	0.2752	0.011*
O4	0.44056 (12)	0.57338 (7)	0.24505 (5)	0.0145 (2)
C5	0.17485 (16)	0.56284 (9)	0.21839 (7)	0.0086 (3)
H5	0.1701	0.6197	0.2093	0.01*
O5	0.02947 (11)	0.53644 (7)	0.23940 (5)	0.0112 (2)
C6	0.20478 (17)	0.51686 (9)	0.16275 (7)	0.0130 (3)
H6A	0.2987	0.5344	0.1448	0.016*
H6B	0.2131	0.4606	0.1713	0.016*
O6	0.08016 (13)	0.53109 (8)	0.12399 (5)	0.0186 (3)
S1	0.48430 (4)	0.47327 (2)	0.454827 (17)	0.00845 (7)
O7	0.38035 (12)	0.48990 (6)	0.50260 (5)	0.0141 (2)
O8	0.61356 (11)	0.52732 (6)	0.45317 (5)	0.0129 (2)
O9	0.52894 (11)	0.38984 (6)	0.45184 (5)	0.0134 (2)
O31	−0.07200 (14)	0.19093 (8)	0.41695 (6)	0.0182 (3)
Na2	0.12042 (7)	0.52742 (4)	0.47754 (3)	0.01419 (14)
C11	0.37470 (16)	0.16002 (8)	0.38419 (7)	0.0085 (3)
H11	0.4221	0.1316	0.3514	0.01*
O11	0.23253 (12)	0.12558 (7)	0.39667 (5)	0.0117 (2)
C12	0.35304 (16)	0.24679 (9)	0.36746 (7)	0.0099 (3)
H12	0.4515	0.2701	0.3575	0.012*
O12	0.28739 (12)	0.28985 (7)	0.41568 (5)	0.0130 (2)
C13	0.24380 (16)	0.25754 (9)	0.31569 (7)	0.0089 (3)
H13	0.1417	0.2418	0.3281	0.011*
O13	0.24430 (14)	0.34098 (6)	0.30291 (6)	0.0146 (3)
C14	0.28632 (15)	0.21128 (9)	0.26046 (7)	0.0097 (3)
H14	0.2834	0.1542	0.2689	0.012*
O14	0.43666 (12)	0.23329 (7)	0.24221 (5)	0.0150 (2)
C15	0.17976 (17)	0.22993 (9)	0.20861 (7)	0.0107 (3)
H15	0.2049	0.2829	0.1937	0.013*
O15	0.02371 (12)	0.23051 (7)	0.22733 (5)	0.0141 (2)
C16	0.19286 (17)	0.17162 (9)	0.15842 (7)	0.0132 (3)
H16A	0.1321	0.1896	0.1254	0.016*
H16B	0.2976	0.1682	0.1456	0.016*
O16	0.14154 (13)	0.09536 (7)	0.17724 (6)	0.0153 (3)
S2	0.49099 (4)	0.14863 (2)	0.449704 (18)	0.00980 (8)
O17	0.39821 (12)	0.17128 (7)	0.49950 (5)	0.0190 (3)
O18	0.62086 (11)	0.20125 (6)	0.44188 (5)	0.0163 (2)
O19	0.53301 (11)	0.06453 (6)	0.45018 (5)	0.0135 (2)
O32	−0.09392 (14)	0.49853 (7)	0.41754 (6)	0.0157 (3)
Na3	0.18414 (7)	0.86152 (4)	0.48930 (3)	0.01404 (14)
C21	0.41018 (15)	0.82810 (9)	0.38808 (7)	0.0103 (3)
H21	0.4517	0.8011	0.3535	0.012*
O21	0.27321 (12)	0.79143 (7)	0.40507 (5)	0.0130 (2)
C22	0.37895 (16)	0.91475 (9)	0.37330 (7)	0.0097 (3)
H22	0.4741	0.9411	0.3626	0.012*
O22	0.31453 (13)	0.95299 (7)	0.42371 (5)	0.0125 (2)
C23	0.26528 (16)	0.92370 (9)	0.32343 (7)	0.0100 (3)
H23	0.1658	0.9056	0.3372	0.012*
O23	0.25714 (14)	1.00715 (7)	0.31134 (5)	0.0136 (2)
C24	0.30638 (16)	0.87809 (9)	0.26775 (7)	0.0094 (3)
H24	0.3106	0.8212	0.2767	0.011*
O24	0.45210 (12)	0.90377 (7)	0.24678 (5)	0.0156 (2)
C25	0.19041 (16)	0.89229 (9)	0.21883 (7)	0.0093 (3)
H25	0.2031	0.9461	0.2032	0.011*
O25	0.03936 (11)	0.88392 (7)	0.24267 (5)	0.0117 (2)
C26	0.20396 (17)	0.83301 (9)	0.16940 (7)	0.0140 (3)
H26A	0.301	0.8389	0.1498	0.017*
H26B	0.1968	0.7794	0.1847	0.017*
O26	0.08309 (13)	0.84798 (7)	0.12910 (5)	0.0176 (3)
S3	0.54392 (4)	0.82111 (2)	0.448640 (17)	0.01092 (8)
O27	0.45870 (12)	0.83333 (6)	0.50307 (5)	0.0156 (2)
O28	0.65285 (11)	0.88547 (7)	0.43851 (5)	0.0175 (3)
O29	0.61220 (12)	0.74280 (6)	0.44472 (5)	0.0186 (3)
O33	−0.06144 (15)	0.83394 (8)	0.46595 (7)	0.0323 (4)
H1O	0.234 (2)	0.4124 (14)	0.3846 (10)	0.041 (7)*
H2O	0.3615 (19)	0.6249 (10)	0.4451 (8)	0.015 (5)*
H3O	0.172 (2)	0.6912 (11)	0.3051 (8)	0.023 (5)*
H4O	0.497 (2)	0.5334 (12)	0.2423 (9)	0.031 (6)*
H5O	−0.011 (3)	0.5613 (14)	0.2642 (10)	0.050 (8)*
H6O	0.099 (2)	0.5188 (12)	0.0927 (9)	0.028 (6)*
H31A	−0.148 (2)	0.1898 (12)	0.4262 (9)	0.020 (6)*
H31B	−0.048 (3)	0.1479 (14)	0.4021 (11)	0.056 (8)*
H11O	0.240 (2)	0.0802 (14)	0.3868 (10)	0.045 (7)*
H12O	0.357 (2)	0.3131 (12)	0.4310 (9)	0.028 (6)*
H13O	0.161 (2)	0.3537 (11)	0.3003 (8)	0.018 (5)*
H14O	0.484 (2)	0.1952 (13)	0.2408 (9)	0.030 (6)*
H15O	0.002 (2)	0.2767 (12)	0.2307 (8)	0.023 (6)*
H16O	0.136 (2)	0.0694 (12)	0.1511 (10)	0.031 (7)*
H32A	−0.078 (2)	0.4475 (12)	0.4088 (9)	0.036 (6)*
H32B	−0.171 (2)	0.5006 (9)	0.4305 (8)	0.005 (5)*
H21O	0.273 (2)	0.7427 (13)	0.3984 (9)	0.031 (6)*
H22O	0.375 (2)	0.9831 (11)	0.4333 (8)	0.020 (6)*
H23O	0.170 (2)	1.0184 (12)	0.3015 (10)	0.037 (7)*
H24O	0.503 (2)	0.8676 (12)	0.2473 (9)	0.024 (6)*
H25O	0.013 (2)	0.9270 (11)	0.2492 (9)	0.017 (5)*
H26O	0.078 (3)	0.8135 (13)	0.1074 (10)	0.050 (8)*
H33A	−0.073 (2)	0.7851 (12)	0.4627 (9)	0.028 (6)*
H33B	−0.130 (3)	0.8490 (14)	0.4458 (12)	0.060 (9)*

	U11	U22	U33	U12	U13	U23
Na1	0.0146 (3)	0.0141 (3)	0.0116 (3)	−0.0019 (2)	0.0030 (2)	−0.0002 (3)
C1	0.0093 (7)	0.0095 (7)	0.0079 (8)	0.0004 (5)	−0.0027 (6)	0.0001 (6)
O1	0.0106 (5)	0.0085 (5)	0.0131 (6)	−0.0017 (4)	−0.0014 (4)	−0.0009 (5)
C2	0.0109 (7)	0.0089 (7)	0.0075 (8)	0.0001 (5)	−0.0008 (6)	−0.0011 (6)
O2	0.0163 (6)	0.0113 (6)	0.0086 (6)	0.0035 (4)	−0.0051 (5)	−0.0047 (4)
C3	0.0092 (6)	0.0076 (7)	0.0101 (8)	0.0004 (5)	−0.0008 (6)	0.0003 (6)
O3	0.0143 (5)	0.0065 (5)	0.0167 (6)	0.0021 (5)	−0.0058 (5)	0.0003 (5)
C4	0.0088 (6)	0.0075 (7)	0.0103 (8)	−0.0001 (5)	0.0007 (5)	0.0006 (6)
O4	0.0082 (5)	0.0168 (6)	0.0184 (6)	0.0011 (5)	0.0028 (5)	−0.0010 (5)
C5	0.0082 (6)	0.0089 (7)	0.0085 (8)	−0.0008 (6)	0.0011 (6)	0.0009 (6)
O5	0.0089 (5)	0.0150 (5)	0.0096 (6)	−0.0028 (4)	0.0019 (4)	−0.0036 (5)
C6	0.0146 (8)	0.0153 (8)	0.0092 (8)	0.0012 (6)	−0.0001 (6)	0.0002 (6)
O6	0.0208 (6)	0.0286 (7)	0.0064 (6)	0.0041 (5)	−0.0028 (5)	−0.0042 (6)
S1	0.00888 (16)	0.00855 (16)	0.00793 (18)	0.00076 (13)	−0.00175 (15)	0.00017 (15)
O7	0.0145 (5)	0.0194 (6)	0.0085 (6)	0.0036 (4)	0.0002 (5)	0.0009 (5)
O8	0.0108 (5)	0.0141 (5)	0.0136 (6)	−0.0004 (4)	−0.0026 (5)	−0.0014 (5)
O9	0.0169 (5)	0.0096 (5)	0.0136 (6)	0.0016 (4)	−0.0055 (5)	0.0008 (5)
O31	0.0137 (6)	0.0186 (7)	0.0224 (7)	0.0022 (5)	0.0010 (5)	−0.0006 (5)
Na2	0.0138 (3)	0.0165 (3)	0.0122 (3)	−0.0020 (3)	0.0009 (3)	0.0005 (3)
C11	0.0094 (6)	0.0094 (8)	0.0068 (7)	0.0010 (5)	−0.0014 (6)	−0.0004 (6)
O11	0.0111 (5)	0.0088 (6)	0.0151 (6)	−0.0023 (4)	−0.0003 (4)	−0.0020 (5)
C12	0.0089 (7)	0.0091 (7)	0.0116 (8)	−0.0006 (5)	−0.0013 (6)	−0.0020 (6)
O12	0.0137 (6)	0.0117 (6)	0.0134 (6)	0.0010 (4)	−0.0023 (4)	−0.0062 (5)
C13	0.0086 (6)	0.0075 (7)	0.0107 (8)	0.0002 (5)	−0.0008 (6)	−0.0003 (6)
O13	0.0139 (6)	0.0077 (6)	0.0223 (7)	0.0021 (5)	−0.0075 (5)	0.0007 (5)
C14	0.0082 (6)	0.0076 (7)	0.0133 (8)	−0.0014 (5)	0.0015 (6)	0.0005 (6)
O14	0.0081 (5)	0.0169 (6)	0.0199 (7)	0.0008 (5)	0.0025 (5)	0.0009 (5)
C15	0.0102 (7)	0.0109 (7)	0.0110 (8)	−0.0010 (6)	0.0003 (6)	0.0025 (6)
O15	0.0082 (5)	0.0133 (6)	0.0207 (6)	0.0011 (4)	−0.0031 (5)	−0.0048 (5)
C16	0.0156 (7)	0.0149 (8)	0.0091 (8)	−0.0027 (6)	0.0008 (6)	0.0029 (7)
O16	0.0229 (6)	0.0110 (6)	0.0120 (6)	−0.0034 (5)	0.0055 (5)	−0.0026 (5)
S2	0.01007 (16)	0.00945 (16)	0.00987 (19)	0.00082 (13)	−0.00216 (16)	−0.00123 (16)
O17	0.0206 (6)	0.0279 (7)	0.0086 (6)	0.0064 (5)	−0.0010 (5)	−0.0031 (5)
O18	0.0131 (5)	0.0137 (6)	0.0221 (7)	−0.0024 (4)	−0.0055 (5)	0.0000 (5)
O19	0.0141 (5)	0.0113 (5)	0.0149 (6)	0.0011 (4)	−0.0042 (5)	0.0014 (5)
O32	0.0116 (6)	0.0181 (6)	0.0174 (7)	0.0014 (5)	0.0025 (5)	0.0010 (5)
Na3	0.0128 (3)	0.0131 (3)	0.0162 (4)	−0.0009 (2)	0.0038 (3)	−0.0015 (3)
C21	0.0110 (7)	0.0105 (7)	0.0094 (8)	0.0020 (6)	−0.0017 (6)	−0.0008 (6)
O21	0.0134 (5)	0.0083 (6)	0.0172 (6)	−0.0023 (4)	−0.0010 (5)	−0.0011 (5)
C22	0.0103 (7)	0.0093 (7)	0.0097 (8)	0.0004 (6)	−0.0008 (6)	−0.0013 (6)
O22	0.0144 (5)	0.0106 (6)	0.0124 (6)	−0.0003 (5)	−0.0011 (5)	−0.0059 (5)
C23	0.0111 (7)	0.0068 (7)	0.0121 (8)	0.0000 (5)	−0.0017 (6)	−0.0001 (6)
O23	0.0158 (6)	0.0078 (5)	0.0172 (7)	0.0020 (4)	−0.0090 (5)	−0.0013 (5)
C24	0.0088 (6)	0.0070 (7)	0.0122 (8)	0.0007 (6)	0.0001 (6)	0.0002 (6)
O24	0.0083 (5)	0.0176 (6)	0.0208 (7)	0.0008 (5)	0.0023 (5)	−0.0004 (5)
C25	0.0084 (6)	0.0083 (7)	0.0112 (8)	−0.0014 (6)	0.0004 (6)	0.0005 (6)
O25	0.0087 (5)	0.0105 (6)	0.0160 (6)	−0.0007 (4)	−0.0002 (4)	−0.0021 (5)
C26	0.0158 (7)	0.0147 (8)	0.0115 (8)	0.0018 (6)	−0.0016 (6)	−0.0016 (6)
O26	0.0220 (6)	0.0181 (6)	0.0127 (6)	0.0012 (5)	−0.0083 (5)	−0.0061 (5)
S3	0.01138 (16)	0.01143 (17)	0.00994 (19)	0.00368 (14)	−0.00212 (15)	−0.00099 (16)
O27	0.0182 (5)	0.0174 (6)	0.0112 (6)	0.0044 (5)	−0.0012 (5)	−0.0022 (5)
O28	0.0118 (5)	0.0207 (6)	0.0200 (7)	−0.0007 (4)	−0.0050 (4)	0.0019 (5)
O29	0.0243 (6)	0.0182 (6)	0.0133 (6)	0.0117 (5)	−0.0026 (5)	0.0001 (5)
O33	0.0161 (6)	0.0170 (7)	0.0638 (11)	−0.0002 (5)	−0.0121 (7)	0.0021 (7)

Na1—O31	2.3524 (14)	O13—H13O	0.768 (18)
Na1—O9i	2.3577 (12)	C14—O14	1.4379 (17)
Na1—O17	2.4017 (12)	C14—C15	1.540 (2)
Na1—O18i	2.4031 (13)	C14—H14	0.98
Na1—O11	2.4570 (14)	O14—H14O	0.77 (2)
Na1—O12	2.4958 (13)	C15—O15	1.4406 (18)
Na1—C11	3.1258 (16)	C15—C16	1.510 (2)
Na1—S2i	3.2410 (7)	C15—H15	0.98
Na1—S2	3.3303 (7)	O15—H15O	0.805 (19)
Na1—H31B	2.58 (2)	C16—O16	1.4275 (18)
C1—O1	1.4083 (18)	C16—H16A	0.97
C1—C2	1.525 (2)	C16—H16B	0.97
C1—S1	1.8172 (15)	O16—H16O	0.74 (2)
C1—Na2	3.1275 (17)	S2—O17	1.4479 (11)
C1—H1	0.98	S2—O18	1.4591 (11)
O1—Na2	2.4325 (13)	S2—O19	1.4640 (10)
O1—H1O	0.81 (2)	S2—Na1iii	3.2410 (7)
C2—O2	1.4335 (18)	O18—Na1iii	2.4031 (13)
C2—C3	1.527 (2)	O19—Na2iii	2.3857 (12)
C2—H2	0.98	O32—H32A	0.89 (2)
O2—Na2	2.5483 (13)	O32—H32B	0.741 (18)
O2—H2O	0.770 (17)	Na3—O33	2.2778 (14)
C3—O3	1.4311 (18)	Na3—O8iv	2.3669 (12)
C3—C4	1.527 (2)	Na3—O21	2.3824 (13)
C3—H3	0.98	Na3—O29iv	2.3955 (12)
O3—H3O	0.813 (19)	Na3—O22	2.4329 (13)
C4—O4	1.4336 (17)	Na3—O27	2.4874 (12)
C4—C5	1.540 (2)	Na3—C21	3.0959 (16)
C4—H4	0.98	Na3—S3	3.3744 (7)
O4—H4O	0.84 (2)	Na3—H33A	2.678 (19)
C5—O5	1.4386 (17)	C21—O21	1.4106 (17)
C5—C6	1.506 (2)	C21—C22	1.523 (2)
C5—H5	0.98	C21—S3	1.8166 (14)
O5—H5O	0.79 (2)	C21—H21	0.98
C6—O6	1.4290 (19)	O21—H21O	0.84 (2)
C6—H6A	0.97	C22—O22	1.4319 (18)
C6—H6B	0.97	C22—C23	1.521 (2)
O6—H6O	0.76 (2)	C22—H22	0.98
S1—O7	1.4484 (12)	O22—H22O	0.765 (18)
S1—O8	1.4595 (10)	C23—O23	1.4339 (17)
S1—O9	1.4608 (10)	C23—C24	1.524 (2)
S1—Na2	3.3760 (7)	C23—H23	0.98
O7—Na2	2.4452 (12)	O23—H23O	0.83 (2)
O8—Na3ii	2.3669 (12)	C24—O24	1.4374 (17)
O9—Na1iii	2.3577 (12)	C24—C25	1.530 (2)
O31—H31A	0.700 (19)	C24—H24	0.98
O31—H31B	0.83 (2)	O24—H24O	0.76 (2)
Na2—O32	2.3812 (14)	C25—O25	1.4449 (17)
Na2—O19i	2.3857 (12)	C25—C26	1.508 (2)
Na2—O28iv	2.4239 (13)	C25—H25	0.98
Na2—O27iv	2.7802 (12)	O25—H25O	0.777 (19)
Na2—S3iv	3.1271 (7)	C26—O26	1.4280 (19)
C11—O11	1.4103 (17)	C26—H26A	0.97
C11—C12	1.522 (2)	C26—H26B	0.97
C11—S2	1.8183 (15)	O26—H26O	0.76 (2)
C11—H11	0.98	S3—O29	1.4526 (11)
O11—H11O	0.80 (2)	S3—O27	1.4621 (11)
C12—O12	1.4363 (18)	S3—O28	1.4666 (11)
C12—C13	1.532 (2)	S3—Na2ii	3.1271 (7)
C12—H12	0.98	O27—Na2ii	2.7802 (12)
O12—H12O	0.81 (2)	O28—Na2ii	2.4239 (13)
C13—O13	1.4351 (18)	O29—Na3ii	2.3955 (12)
C13—C14	1.524 (2)	O33—H33A	0.833 (19)
C13—H13	0.98	O33—H33B	0.80 (3)
O31—Na1—O9i	92.30 (5)	Na1—O11—H11O	137.9 (17)
O31—Na1—O17	147.47 (5)	O12—C12—C11	110.16 (12)
O9i—Na1—O17	97.93 (4)	O12—C12—C13	105.85 (11)
O31—Na1—O18i	117.27 (5)	C11—C12—C13	112.61 (12)
O9i—Na1—O18i	87.29 (4)	O12—C12—H12	109.4
O17—Na1—O18i	94.09 (4)	C11—C12—H12	109.4
O31—Na1—O11	75.30 (4)	C13—C12—H12	109.4
O9i—Na1—O11	107.86 (4)	C12—O12—Na1	111.64 (8)
O17—Na1—O11	72.17 (4)	C12—O12—H12O	105.7 (14)
O18i—Na1—O11	160.51 (4)	Na1—O12—H12O	116.0 (14)
O31—Na1—O12	95.18 (5)	O13—C13—C14	109.46 (12)
O9i—Na1—O12	171.33 (5)	O13—C13—C12	105.62 (12)
O17—Na1—O12	73.40 (4)	C14—C13—C12	114.68 (12)
O18i—Na1—O12	93.14 (4)	O13—C13—H13	109
O11—Na1—O12	70.02 (4)	C14—C13—H13	109
O31—Na1—C11	94.06 (5)	C12—C13—H13	109
O9i—Na1—C11	125.53 (4)	C13—O13—H13O	106.6 (14)
O17—Na1—C11	55.10 (4)	O14—C14—C13	109.43 (12)
O18i—Na1—C11	134.63 (4)	O14—C14—C15	106.83 (12)
O11—Na1—C11	25.89 (4)	C13—C14—C15	112.08 (12)
O12—Na1—C11	49.59 (4)	O14—C14—H14	109.5
O31—Na1—S2i	92.86 (4)	C13—C14—H14	109.5
O9i—Na1—S2i	92.08 (3)	C15—C14—H14	109.5
O17—Na1—S2i	117.38 (4)	C14—O14—H14O	107.3 (15)
O18i—Na1—S2i	24.72 (3)	O15—C15—C16	107.50 (12)
O11—Na1—S2i	156.93 (4)	O15—C15—C14	111.01 (13)
O12—Na1—S2i	91.90 (3)	C16—C15—C14	113.51 (13)
C11—Na1—S2i	141.33 (3)	O15—C15—H15	108.2
O31—Na1—S2	125.47 (4)	C16—C15—H15	108.2
O9i—Na1—S2	110.06 (3)	C14—C15—H15	108.2
O17—Na1—S2	22.65 (3)	C15—O15—H15O	105.4 (13)
O18i—Na1—S2	113.01 (3)	O16—C16—C15	109.55 (13)
O11—Na1—S2	50.87 (3)	O16—C16—H16A	109.8
O12—Na1—S2	61.86 (3)	C15—C16—H16A	109.8
C11—Na1—S2	32.52 (3)	O16—C16—H16B	109.8
S2i—Na1—S2	133.06 (2)	C15—C16—H16B	109.8
O31—Na1—H31B	18.6 (6)	H16A—C16—H16B	108.2
O9i—Na1—H31B	88.4 (5)	C16—O16—H16O	108.1 (17)
O17—Na1—H31B	130.7 (6)	O17—S2—O18	112.27 (7)
O18i—Na1—H31B	135.2 (6)	O17—S2—O19	113.09 (7)
O11—Na1—H31B	59.5 (6)	O18—S2—O19	112.94 (6)
O12—Na1—H31B	97.3 (5)	O17—S2—C11	107.07 (6)
C11—Na1—H31B	81.6 (6)	O18—S2—C11	106.19 (7)
S2i—Na1—H31B	111.1 (6)	O19—S2—C11	104.54 (7)
S2—Na1—H31B	110.4 (6)	O17—S2—Na1iii	68.83 (5)
O1—C1—C2	108.85 (12)	O18—S2—Na1iii	43.52 (5)
O1—C1—S1	107.98 (10)	O19—S2—Na1iii	130.66 (5)
C2—C1—S1	112.08 (10)	C11—S2—Na1iii	122.49 (5)
O1—C1—Na2	48.41 (7)	O17—S2—Na1	39.71 (5)
C2—C1—Na2	83.02 (9)	O18—S2—Na1	127.05 (5)
S1—C1—Na2	81.47 (6)	O19—S2—Na1	119.56 (4)
O1—C1—H1	109.3	C11—S2—Na1	67.54 (5)
C2—C1—H1	109.3	Na1iii—S2—Na1	93.415 (13)
S1—C1—H1	109.3	S2—O17—Na1	117.64 (6)
Na2—C1—H1	157.7	S2—O18—Na1iii	111.76 (6)
C1—O1—Na2	105.93 (9)	S2—O19—Na2iii	135.63 (7)
C1—O1—H1O	109.7 (15)	Na2—O32—H32A	101.7 (13)
Na2—O1—H1O	132.2 (15)	Na2—O32—H32B	119.5 (13)
O2—C2—C1	111.00 (13)	H32A—O32—H32B	105.9 (18)
O2—C2—C3	104.85 (12)	O33—Na3—O8iv	92.29 (5)
C1—C2—C3	111.04 (12)	O33—Na3—O21	91.45 (5)
O2—C2—H2	109.9	O8iv—Na3—O21	157.31 (5)
C1—C2—H2	109.9	O33—Na3—O29iv	75.20 (5)
C3—C2—H2	109.9	O8iv—Na3—O29iv	99.47 (4)
C2—O2—Na2	109.17 (8)	O21—Na3—O29iv	103.12 (5)
C2—O2—H2O	104.4 (13)	O33—Na3—O22	115.83 (6)
Na2—O2—H2O	99.8 (14)	O8iv—Na3—O22	87.82 (4)
O3—C3—C2	106.65 (12)	O21—Na3—O22	70.45 (4)
O3—C3—C4	109.67 (12)	O29iv—Na3—O22	166.73 (5)
C2—C3—C4	115.14 (12)	O33—Na3—O27	156.36 (5)
O3—C3—H3	108.4	O8iv—Na3—O27	109.72 (4)
C2—C3—H3	108.4	O21—Na3—O27	71.67 (4)
C4—C3—H3	108.4	O29iv—Na3—O27	92.24 (4)
C3—O3—H3O	107.4 (13)	O22—Na3—O27	74.80 (4)
O4—C4—C3	109.37 (12)	O33—Na3—C21	113.71 (5)
O4—C4—C5	109.38 (12)	O8iv—Na3—C21	136.36 (4)
C3—C4—C5	110.95 (12)	O21—Na3—C21	25.89 (4)
O4—C4—H4	109	O29iv—Na3—C21	120.16 (4)
C3—C4—H4	109	O22—Na3—C21	49.86 (4)
C5—C4—H4	109	O27—Na3—C21	55.38 (4)
C4—O4—H4O	108.6 (14)	O33—Na3—S3	142.11 (5)
O5—C5—C6	106.02 (12)	O8iv—Na3—S3	123.93 (3)
O5—C5—C4	109.30 (12)	O21—Na3—S3	50.94 (3)
C6—C5—C4	113.00 (12)	O29iv—Na3—S3	105.82 (3)
O5—C5—H5	109.5	O22—Na3—S3	61.01 (3)
C6—C5—H5	109.5	O27—Na3—S3	23.14 (3)
C4—C5—H5	109.5	C21—Na3—S3	32.25 (3)
C5—O5—H5O	118.7 (18)	O33—Na3—H33A	17.0 (4)
O6—C6—C5	107.26 (12)	O8iv—Na3—H33A	106.4 (4)
O6—C6—H6A	110.3	O21—Na3—H33A	81.9 (4)
C5—C6—H6A	110.3	O29iv—Na3—H33A	64.2 (4)
O6—C6—H6B	110.3	O22—Na3—H33A	124.5 (4)
C5—C6—H6B	110.3	O27—Na3—H33A	139.6 (4)
H6A—C6—H6B	108.5	C21—Na3—H33A	106.9 (4)
C6—O6—H6O	111.3 (16)	S3—Na3—H33A	129.6 (4)
O7—S1—O8	113.15 (7)	O21—C21—C22	108.97 (12)
O7—S1—O9	113.05 (7)	O21—C21—S3	108.68 (10)
O8—S1—O9	112.85 (6)	C22—C21—S3	110.29 (10)
O7—S1—C1	106.11 (7)	O21—C21—Na3	47.52 (7)
O8—S1—C1	105.79 (7)	C22—C21—Na3	82.72 (8)
O9—S1—C1	105.02 (7)	S3—C21—Na3	82.35 (6)
O7—S1—Na2	39.78 (5)	O21—C21—H21	109.6
O8—S1—Na2	125.31 (5)	C22—C21—H21	109.6
O9—S1—Na2	121.54 (4)	S3—C21—H21	109.6
C1—S1—Na2	66.37 (5)	Na3—C21—H21	157.1
S1—O7—Na2	117.95 (7)	C21—O21—Na3	106.59 (9)
S1—O8—Na3ii	133.20 (7)	C21—O21—H21O	112.5 (14)
S1—O9—Na1iii	134.70 (7)	Na3—O21—H21O	129.3 (14)
Na1—O31—H31A	124.0 (17)	O22—C22—C23	106.87 (12)
Na1—O31—H31B	96.7 (17)	O22—C22—C21	109.05 (12)
H31A—O31—H31B	110 (2)	C23—C22—C21	112.26 (12)
O32—Na2—O19i	90.30 (5)	O22—C22—H22	109.5
O32—Na2—O28iv	131.93 (5)	C23—C22—H22	109.5
O19i—Na2—O28iv	83.62 (4)	C21—C22—H22	109.5
O32—Na2—O1	77.37 (4)	C22—O22—Na3	113.14 (9)
O19i—Na2—O1	111.11 (4)	C22—O22—H22O	104.5 (14)
O28iv—Na2—O1	148.51 (4)	Na3—O22—H22O	125.0 (15)
O32—Na2—O7	145.58 (5)	O23—C23—C22	105.85 (12)
O19i—Na2—O7	88.56 (4)	O23—C23—C24	110.29 (13)
O28iv—Na2—O7	82.09 (4)	C22—C23—C24	114.34 (12)
O1—Na2—O7	71.05 (4)	O23—C23—H23	108.7
O32—Na2—O2	109.30 (5)	C22—C23—H23	108.7
O19i—Na2—O2	159.82 (5)	C24—C23—H23	108.7
O28iv—Na2—O2	86.53 (4)	C23—O23—H23O	108.9 (15)
O1—Na2—O2	70.22 (4)	O24—C24—C23	109.66 (12)
O7—Na2—O2	72.63 (4)	O24—C24—C25	108.04 (12)
O32—Na2—O27iv	81.71 (4)	C23—C24—C25	111.46 (12)
O19i—Na2—O27iv	105.82 (4)	O24—C24—H24	109.2
O28iv—Na2—O27iv	54.91 (4)	C23—C24—H24	109.2
O1—Na2—O27iv	137.24 (4)	C25—C24—H24	109.2
O7—Na2—O27iv	131.45 (4)	C24—O24—H24O	106.5 (15)
O2—Na2—O27iv	82.44 (4)	O25—C25—C26	106.73 (12)
O32—Na2—S3iv	107.62 (4)	O25—C25—C24	109.19 (12)
O19i—Na2—S3iv	95.18 (3)	C26—C25—C24	112.65 (12)
O28iv—Na2—S3iv	27.03 (3)	O25—C25—H25	109.4
O1—Na2—S3iv	153.37 (4)	C26—C25—H25	109.4
O7—Na2—S3iv	106.74 (3)	C24—C25—H25	109.4
O2—Na2—S3iv	83.68 (3)	C25—O25—H25O	105.1 (14)
O27iv—Na2—S3iv	27.87 (2)	O26—C26—C25	107.57 (12)
O32—Na2—C1	99.46 (5)	O26—C26—H26A	110.2
O19i—Na2—C1	124.12 (4)	C25—C26—H26A	110.2
O28iv—Na2—C1	123.19 (4)	O26—C26—H26B	110.2
O1—Na2—C1	25.66 (4)	C25—C26—H26B	110.2
O7—Na2—C1	54.42 (4)	H26A—C26—H26B	108.5
O2—Na2—C1	49.61 (4)	C26—O26—H26O	108.7 (18)
O27iv—Na2—C1	129.96 (4)	O29—S3—O27	113.12 (7)
S3iv—Na2—C1	131.89 (3)	O29—S3—O28	112.95 (7)
O32—Na2—S1	127.73 (4)	O27—S3—O28	111.44 (7)
O19i—Na2—S1	103.72 (3)	O29—S3—C21	106.35 (7)
O28iv—Na2—S1	99.89 (3)	O27—S3—C21	107.35 (7)
O1—Na2—S1	50.49 (3)	O28—S3—C21	104.98 (7)
O7—Na2—S1	22.27 (3)	O29—S3—Na2ii	133.17 (5)
O2—Na2—S1	60.73 (3)	O27—S3—Na2ii	62.75 (5)
O27iv—Na2—S1	137.71 (3)	O28—S3—Na2ii	48.70 (5)
S3iv—Na2—S1	120.50 (2)	C21—S3—Na2ii	119.59 (5)
C1—Na2—S1	32.16 (3)	O29—S3—Na3	126.14 (5)
O11—C11—C12	109.48 (11)	O27—S3—Na3	41.97 (4)
O11—C11—S2	107.06 (10)	O28—S3—Na3	120.66 (5)
C12—C11—S2	112.14 (10)	C21—S3—Na3	65.41 (5)
O11—C11—Na1	49.53 (7)	Na2ii—S3—Na3	83.765 (17)
C12—C11—Na1	83.05 (8)	S3—O27—Na3	114.89 (6)
S2—C11—Na1	79.94 (5)	S3—O27—Na2ii	89.38 (5)
O11—C11—H11	109.4	Na3—O27—Na2ii	111.00 (4)
C12—C11—H11	109.4	S3—O28—Na2ii	104.27 (6)
S2—C11—H11	109.4	S3—O29—Na3ii	137.50 (7)
Na1—C11—H11	158.8	Na3—O33—H33A	109.9 (13)
C11—O11—Na1	104.58 (9)	Na3—O33—H33B	142.1 (18)
C11—O11—H11O	105.5 (16)	H33A—O33—H33B	100 (2)
C2—C1—O1—Na2	−61.66 (12)	C12—C11—S2—O19	−165.44 (10)
S1—C1—O1—Na2	60.24 (9)	Na1—C11—S2—O19	116.38 (5)
O1—C1—C2—O2	63.89 (15)	O11—C11—S2—Na1iii	−121.15 (8)
S1—C1—C2—O2	−55.48 (14)	C12—C11—S2—Na1iii	−1.05 (13)
Na2—C1—C2—O2	22.35 (10)	Na1—C11—S2—Na1iii	−79.23 (4)
O1—C1—C2—C3	−52.32 (16)	O11—C11—S2—Na1	−41.92 (8)
S1—C1—C2—C3	−171.69 (10)	C12—C11—S2—Na1	78.18 (10)
Na2—C1—C2—C3	−93.86 (11)	O31—Na1—S2—O17	−168.66 (9)
C1—C2—O2—Na2	−29.37 (13)	O9i—Na1—S2—O17	−60.44 (8)
C3—C2—O2—Na2	90.61 (11)	O18i—Na1—S2—O17	35.31 (9)
O2—C2—C3—O3	64.02 (14)	O11—Na1—S2—O17	−157.56 (9)
C1—C2—C3—O3	−176.03 (12)	O12—Na1—S2—O17	116.13 (8)
O2—C2—C3—C4	−174.09 (12)	C11—Na1—S2—O17	174.23 (9)
C1—C2—C3—C4	−54.14 (17)	S2i—Na1—S2—O17	52.77 (8)
O3—C3—C4—O4	57.66 (15)	O31—Na1—S2—O18	110.89 (8)
C2—C3—C4—O4	−62.60 (16)	O9i—Na1—S2—O18	−140.89 (7)
O3—C3—C4—C5	−63.10 (15)	O17—Na1—S2—O18	−80.45 (10)
C2—C3—C4—C5	176.65 (12)	O18i—Na1—S2—O18	−45.14 (9)
O4—C4—C5—O5	179.08 (12)	O11—Na1—S2—O18	121.99 (7)
C3—C4—C5—O5	−60.17 (15)	O12—Na1—S2—O18	35.68 (7)
O4—C4—C5—C6	61.28 (16)	C11—Na1—S2—O18	93.79 (8)
C3—C4—C5—C6	−177.98 (12)	S2i—Na1—S2—O18	−27.68 (7)
O5—C5—C6—O6	56.17 (15)	O31—Na1—S2—O19	−77.36 (7)
C4—C5—C6—O6	175.88 (12)	O9i—Na1—S2—O19	30.86 (7)
O1—C1—S1—O7	−42.71 (11)	O17—Na1—S2—O19	91.31 (10)
C2—C1—S1—O7	77.17 (11)	O18i—Na1—S2—O19	126.62 (6)
Na2—C1—S1—O7	−1.68 (6)	O11—Na1—S2—O19	−66.26 (7)
O1—C1—S1—O8	−163.17 (9)	O12—Na1—S2—O19	−152.56 (7)
C2—C1—S1—O8	−43.29 (12)	C11—Na1—S2—O19	−94.46 (7)
Na2—C1—S1—O8	−122.13 (5)	S2i—Na1—S2—O19	144.08 (6)
O1—C1—S1—O9	77.25 (11)	O31—Na1—S2—C11	17.10 (7)
C2—C1—S1—O9	−162.87 (10)	O9i—Na1—S2—C11	125.32 (6)
Na2—C1—S1—O9	118.28 (5)	O17—Na1—S2—C11	−174.23 (9)
O1—C1—S1—Na2	−41.03 (8)	O18i—Na1—S2—C11	−138.92 (6)
C2—C1—S1—Na2	78.85 (10)	O11—Na1—S2—C11	28.20 (6)
O8—S1—O7—Na2	117.97 (7)	O12—Na1—S2—C11	−58.10 (6)
O9—S1—O7—Na2	−112.18 (7)	S2i—Na1—S2—C11	−121.46 (6)
C1—S1—O7—Na2	2.40 (8)	O31—Na1—S2—Na1iii	141.00 (5)
O7—S1—O8—Na3ii	−2.09 (11)	O9i—Na1—S2—Na1iii	−110.78 (4)
O9—S1—O8—Na3ii	−132.04 (8)	O17—Na1—S2—Na1iii	−50.34 (8)
C1—S1—O8—Na3ii	113.67 (9)	O18i—Na1—S2—Na1iii	−15.03 (3)
Na2—S1—O8—Na3ii	41.74 (11)	O11—Na1—S2—Na1iii	152.10 (4)
O7—S1—O9—Na1iii	−54.52 (10)	O12—Na1—S2—Na1iii	65.79 (3)
O8—S1—O9—Na1iii	75.48 (10)	C11—Na1—S2—Na1iii	123.89 (5)
C1—S1—O9—Na1iii	−169.76 (8)	S2i—Na1—S2—Na1iii	2.430 (15)
Na2—S1—O9—Na1iii	−98.56 (8)	O18—S2—O17—Na1	121.74 (7)
C1—O1—Na2—O32	148.82 (9)	O19—S2—O17—Na1	−109.03 (7)
C1—O1—Na2—O19i	−125.81 (8)	C11—S2—O17—Na1	5.57 (9)
C1—O1—Na2—O28iv	−12.09 (14)	Na1iii—S2—O17—Na1	124.50 (7)
C1—O1—Na2—O7	−45.08 (8)	O31—Na1—O17—S2	17.32 (14)
C1—O1—Na2—O2	32.68 (8)	O9i—Na1—O17—S2	124.41 (8)
C1—O1—Na2—O27iv	86.20 (10)	O18i—Na1—O17—S2	−147.76 (8)
C1—O1—Na2—S3iv	44.62 (13)	O11—Na1—O17—S2	18.12 (7)
C1—O1—Na2—S1	−35.18 (7)	O12—Na1—O17—S2	−55.70 (7)
S1—O7—Na2—O32	45.00 (12)	C11—Na1—O17—S2	−3.78 (6)
S1—O7—Na2—O19i	133.42 (7)	S2i—Na1—O17—S2	−139.07 (6)
S1—O7—Na2—O28iv	−142.81 (7)	O17—S2—O18—Na1iii	3.74 (9)
S1—O7—Na2—O1	20.50 (7)	O19—S2—O18—Na1iii	−125.57 (7)
S1—O7—Na2—O2	−53.99 (7)	C11—S2—O18—Na1iii	120.43 (7)
S1—O7—Na2—O27iv	−116.60 (7)	Na1—S2—O18—Na1iii	46.64 (8)
S1—O7—Na2—S3iv	−131.60 (6)	O17—S2—O19—Na2iii	−43.70 (10)
S1—O7—Na2—C1	−1.65 (6)	O18—S2—O19—Na2iii	85.18 (10)
C2—O2—Na2—O32	−68.99 (10)	C11—S2—O19—Na2iii	−159.82 (8)
C2—O2—Na2—O19i	96.70 (15)	Na1iii—S2—O19—Na2iii	37.59 (11)
C2—O2—Na2—O28iv	157.53 (9)	Na1—S2—O19—Na2iii	−87.68 (8)
C2—O2—Na2—O1	−0.83 (8)	O33—Na3—C21—O21	−32.71 (10)
C2—O2—Na2—O7	74.74 (9)	O8iv—Na3—C21—O21	−154.29 (9)
C2—O2—Na2—O27iv	−147.42 (9)	O29iv—Na3—C21—O21	53.42 (10)
C2—O2—Na2—S3iv	−175.48 (9)	O22—Na3—C21—O21	−137.32 (10)
C2—O2—Na2—C1	17.04 (8)	O27—Na3—C21—O21	123.16 (10)
C2—O2—Na2—S1	54.17 (8)	S3—Na3—C21—O21	124.14 (11)
O1—C1—Na2—O32	−30.81 (9)	O33—Na3—C21—C22	91.45 (9)
C2—C1—Na2—O32	92.14 (8)	O8iv—Na3—C21—C22	−30.14 (10)
S1—C1—Na2—O32	−154.20 (5)	O21—Na3—C21—C22	124.15 (12)
O1—C1—Na2—O19i	66.05 (10)	O29iv—Na3—C21—C22	177.58 (8)
C2—C1—Na2—O19i	−171.00 (8)	O22—Na3—C21—C22	−13.16 (7)
S1—C1—Na2—O19i	−57.34 (7)	O27—Na3—C21—C22	−112.68 (9)
O1—C1—Na2—O28iv	172.48 (9)	S3—Na3—C21—C22	−111.71 (10)
C2—C1—Na2—O28iv	−64.56 (9)	O33—Na3—C21—S3	−156.84 (6)
S1—C1—Na2—O28iv	49.09 (7)	O8iv—Na3—C21—S3	81.57 (8)
C2—C1—Na2—O1	122.95 (13)	O21—Na3—C21—S3	−124.14 (11)
S1—C1—Na2—O1	−123.39 (11)	O29iv—Na3—C21—S3	−70.71 (6)
O1—C1—Na2—O7	124.56 (10)	O22—Na3—C21—S3	98.55 (6)
C2—C1—Na2—O7	−112.48 (9)	O27—Na3—C21—S3	−0.97 (4)
S1—C1—Na2—O7	1.17 (4)	C22—C21—O21—Na3	−60.23 (12)
O1—C1—Na2—O2	−138.15 (10)	S3—C21—O21—Na3	59.99 (10)
C2—C1—Na2—O2	−15.20 (7)	O33—Na3—O21—C21	150.34 (9)
S1—C1—Na2—O2	98.46 (6)	O8iv—Na3—O21—C21	50.90 (16)
O1—C1—Na2—O27iv	−117.89 (9)	O29iv—Na3—O21—C21	−134.53 (9)
C2—C1—Na2—O27iv	5.06 (10)	O22—Na3—O21—C21	33.36 (8)
S1—C1—Na2—O27iv	118.72 (6)	O27—Na3—O21—C21	−46.53 (8)
O1—C1—Na2—S3iv	−154.98 (8)	S3—Na3—O21—C21	−34.66 (7)
C2—C1—Na2—S3iv	−32.03 (10)	O21—C21—C22—O22	58.43 (15)
S1—C1—Na2—S3iv	81.63 (6)	S3—C21—C22—O22	−60.79 (13)
O1—C1—Na2—S1	123.39 (11)	Na3—C21—C22—O22	18.23 (10)
C2—C1—Na2—S1	−113.66 (10)	O21—C21—C22—C23	−59.80 (16)
O7—S1—Na2—O32	−149.65 (9)	S3—C21—C22—C23	−179.02 (10)
O8—S1—Na2—O32	125.98 (7)	Na3—C21—C22—C23	−100.00 (11)
O9—S1—Na2—O32	−60.76 (8)	C23—C22—O22—Na3	96.13 (11)
C1—S1—Na2—O32	32.87 (7)	C21—C22—O22—Na3	−25.44 (13)
O7—S1—Na2—O19i	−48.36 (8)	O33—Na3—O22—C22	−85.00 (10)
O8—S1—Na2—O19i	−132.74 (7)	O8iv—Na3—O22—C22	−176.49 (9)
O9—S1—Na2—O19i	40.52 (7)	O21—Na3—O22—C22	−3.17 (9)
C1—S1—Na2—O19i	134.16 (6)	O29iv—Na3—O22—C22	59.7 (2)
O7—S1—Na2—O28iv	37.42 (7)	O27—Na3—O22—C22	72.39 (9)
O8—S1—Na2—O28iv	−46.95 (7)	C21—Na3—O22—C22	15.14 (8)
O9—S1—Na2—O28iv	126.31 (6)	S3—Na3—O22—C22	52.24 (8)
C1—S1—Na2—O28iv	−140.06 (6)	O22—C22—C23—O23	65.17 (15)
O7—S1—Na2—O1	−154.58 (8)	C21—C22—C23—O23	−175.32 (12)
O8—S1—Na2—O1	121.05 (7)	O22—C22—C23—C24	−173.24 (12)
O9—S1—Na2—O1	−65.69 (7)	C21—C22—C23—C24	−53.72 (17)
C1—S1—Na2—O1	27.94 (6)	O23—C23—C24—O24	60.83 (15)
O8—S1—Na2—O7	−84.38 (9)	C22—C23—C24—O24	−58.29 (16)
O9—S1—Na2—O7	88.89 (9)	O23—C23—C24—C25	−58.75 (15)
C1—S1—Na2—O7	−177.48 (8)	C22—C23—C24—C25	−177.88 (12)
O7—S1—Na2—O2	117.75 (8)	O24—C24—C25—O25	−167.35 (12)
O8—S1—Na2—O2	33.37 (7)	C23—C24—C25—O25	−46.81 (16)
O9—S1—Na2—O2	−153.36 (7)	O24—C24—C25—C26	74.26 (15)
C1—S1—Na2—O2	−59.73 (6)	C23—C24—C25—C26	−165.20 (13)
O7—S1—Na2—O27iv	84.91 (8)	O25—C25—C26—O26	55.48 (15)
O8—S1—Na2—O27iv	0.54 (8)	C24—C25—C26—O26	175.30 (12)
O9—S1—Na2—O27iv	173.80 (7)	O21—C21—S3—O29	82.67 (11)
C1—S1—Na2—O27iv	−92.56 (7)	C22—C21—S3—O29	−157.93 (10)
O7—S1—Na2—S3iv	56.22 (7)	Na3—C21—S3—O29	122.79 (6)
O8—S1—Na2—S3iv	−28.16 (7)	O21—C21—S3—O27	−38.69 (11)
O9—S1—Na2—S3iv	145.10 (6)	C22—C21—S3—O27	80.71 (11)
C1—S1—Na2—S3iv	−121.26 (6)	Na3—C21—S3—O27	1.43 (6)
O7—S1—Na2—C1	177.48 (8)	O21—C21—S3—O28	−157.38 (10)
O8—S1—Na2—C1	93.10 (8)	C22—C21—S3—O28	−37.98 (12)
O9—S1—Na2—C1	−93.63 (8)	Na3—C21—S3—O28	−117.26 (5)
O31—Na1—C11—O11	−43.20 (9)	O21—C21—S3—Na2ii	−106.71 (9)
O9i—Na1—C11—O11	52.55 (10)	C22—C21—S3—Na2ii	12.69 (12)
O17—Na1—C11—O11	125.61 (10)	Na3—C21—S3—Na2ii	−66.59 (5)
O18i—Na1—C11—O11	−178.89 (9)	O21—C21—S3—Na3	−40.12 (8)
O12—Na1—C11—O11	−136.56 (10)	C22—C21—S3—Na3	79.28 (10)
S2i—Na1—C11—O11	−142.92 (8)	O33—Na3—S3—O29	−56.93 (10)
S2—Na1—C11—O11	122.90 (10)	O8iv—Na3—S3—O29	142.54 (7)
O31—Na1—C11—C12	79.87 (8)	O21—Na3—S3—O29	−65.08 (7)
O9i—Na1—C11—C12	175.62 (8)	O29iv—Na3—S3—O29	29.16 (9)
O17—Na1—C11—C12	−111.32 (9)	O22—Na3—S3—O29	−152.62 (7)
O18i—Na1—C11—C12	−55.82 (10)	O27—Na3—S3—O29	85.14 (9)
O11—Na1—C11—C12	123.07 (12)	C21—Na3—S3—O29	−92.82 (8)
O12—Na1—C11—C12	−13.48 (7)	O33—Na3—S3—O27	−142.06 (10)
S2i—Na1—C11—C12	−19.85 (10)	O8iv—Na3—S3—O27	57.40 (8)
S2—Na1—C11—C12	−114.03 (10)	O21—Na3—S3—O27	−150.22 (8)
O31—Na1—C11—S2	−166.11 (5)	O29iv—Na3—S3—O27	−55.98 (7)
O9i—Na1—C11—S2	−70.35 (7)	O22—Na3—S3—O27	122.24 (7)
O17—Na1—C11—S2	2.70 (4)	C21—Na3—S3—O27	−177.96 (9)
O18i—Na1—C11—S2	58.20 (8)	O33—Na3—S3—O28	129.29 (9)
O11—Na1—C11—S2	−122.90 (10)	O8iv—Na3—S3—O28	−31.25 (8)
O12—Na1—C11—S2	100.54 (6)	O21—Na3—S3—O28	121.14 (7)
S2i—Na1—C11—S2	94.18 (6)	O29iv—Na3—S3—O28	−144.62 (6)
C12—C11—O11—Na1	−61.93 (12)	O22—Na3—S3—O28	33.60 (7)
S2—C11—O11—Na1	59.85 (9)	O27—Na3—S3—O28	−88.65 (9)
O31—Na1—O11—C11	135.09 (9)	C21—Na3—S3—O28	93.39 (8)
O9i—Na1—O11—C11	−137.25 (8)	O33—Na3—S3—C21	35.89 (9)
O17—Na1—O11—C11	−44.46 (8)	O8iv—Na3—S3—C21	−124.64 (7)
O18i—Na1—O11—C11	2.36 (19)	O21—Na3—S3—C21	27.74 (6)
O12—Na1—O11—C11	33.86 (8)	O29iv—Na3—S3—C21	121.98 (6)
S2i—Na1—O11—C11	74.06 (12)	O22—Na3—S3—C21	−59.80 (6)
S2—Na1—O11—C11	−35.58 (7)	O27—Na3—S3—C21	177.96 (9)
O11—C11—C12—O12	61.73 (15)	O33—Na3—S3—Na2ii	162.50 (8)
S2—C11—C12—O12	−56.95 (13)	O8iv—Na3—S3—Na2ii	1.97 (4)
Na1—C11—C12—O12	19.19 (10)	O21—Na3—S3—Na2ii	154.35 (4)
O11—C11—C12—C13	−56.18 (16)	O29iv—Na3—S3—Na2ii	−111.41 (4)
S2—C11—C12—C13	−174.86 (10)	O22—Na3—S3—Na2ii	66.81 (4)
Na1—C11—C12—C13	−98.72 (11)	O27—Na3—S3—Na2ii	−55.43 (7)
C11—C12—O12—Na1	−26.08 (13)	C21—Na3—S3—Na2ii	126.61 (5)
C13—C12—O12—Na1	95.93 (11)	O29—S3—O27—Na3	−118.96 (7)
O31—Na1—O12—C12	−75.63 (9)	O28—S3—O27—Na3	112.49 (7)
O9i—Na1—O12—C12	74.0 (3)	C21—S3—O27—Na3	−1.94 (8)
O17—Na1—O12—C12	73.28 (9)	Na2ii—S3—O27—Na3	112.96 (6)
O18i—Na1—O12—C12	166.62 (9)	O29—S3—O27—Na2ii	128.09 (6)
O11—Na1—O12—C12	−3.33 (9)	O28—S3—O27—Na2ii	−0.46 (6)
C11—Na1—O12—C12	15.30 (8)	C21—S3—O27—Na2ii	−114.90 (6)
S2i—Na1—O12—C12	−168.67 (8)	Na3—S3—O27—Na2ii	−112.96 (6)
S2—Na1—O12—C12	52.13 (8)	O33—Na3—O27—S3	70.30 (16)
O12—C12—C13—O13	63.56 (14)	O8iv—Na3—O27—S3	−132.05 (6)
C11—C12—C13—O13	−176.01 (12)	O21—Na3—O27—S3	23.97 (6)
O12—C12—C13—C14	−175.82 (12)	O29iv—Na3—O27—S3	127.06 (7)
C11—C12—C13—C14	−55.40 (16)	O22—Na3—O27—S3	−50.05 (6)
O13—C13—C14—O14	61.49 (15)	C21—Na3—O27—S3	1.32 (6)
C12—C13—C14—O14	−56.99 (16)	O33—Na3—O27—Na2ii	169.81 (13)
O13—C13—C14—C15	−56.83 (15)	O8iv—Na3—O27—Na2ii	−32.54 (6)
C12—C13—C14—C15	−175.31 (12)	O21—Na3—O27—Na2ii	123.48 (5)
O14—C14—C15—O15	−164.40 (12)	O29iv—Na3—O27—Na2ii	−133.43 (5)
C13—C14—C15—O15	−44.55 (16)	O22—Na3—O27—Na2ii	49.46 (5)
O14—C14—C15—C16	74.38 (15)	C21—Na3—O27—Na2ii	100.83 (6)
C13—C14—C15—C16	−165.77 (12)	S3—Na3—O27—Na2ii	99.51 (8)
O15—C15—C16—O16	−57.27 (16)	O29—S3—O28—Na2ii	−128.10 (6)
C14—C15—C16—O16	65.90 (16)	O27—S3—O28—Na2ii	0.55 (8)
O11—C11—S2—O17	−45.77 (11)	C21—S3—O28—Na2ii	116.45 (6)
C12—C11—S2—O17	74.33 (12)	Na3—S3—O28—Na2ii	46.46 (6)
Na1—C11—S2—O17	−3.85 (6)	O27—S3—O29—Na3ii	−21.01 (12)
O11—C11—S2—O18	−165.90 (9)	O28—S3—O29—Na3ii	106.76 (11)
C12—C11—S2—O18	−45.80 (12)	C21—S3—O29—Na3ii	−138.61 (10)
Na1—C11—S2—O18	−123.98 (5)	Na2ii—S3—O29—Na3ii	52.60 (13)
O11—C11—S2—O19	74.46 (10)	Na3—S3—O29—Na3ii	−67.44 (11)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O···O13	0.81 (2)	2.21 (2)	2.8719 (17)	139 (2)
O1—H1O···O12	0.81 (2)	2.23 (2)	2.9262 (16)	144 (2)
O2—H2O···O33ii	0.770 (17)	2.243 (19)	2.927 (2)	148.5 (17)
O3—H3O···O15v	0.813 (19)	1.989 (19)	2.7862 (15)	166.9 (19)
O4—H4O···O24vi	0.84 (2)	2.24 (2)	3.0150 (16)	153.0 (19)
O5—H5O···O16v	0.79 (2)	1.85 (2)	2.6172 (16)	164 (2)
O6—H6O···O7vii	0.76 (2)	2.06 (2)	2.8035 (17)	166 (2)
O11—H11O···O22viii	0.80 (2)	2.39 (2)	3.0578 (16)	141 (2)
O11—H11O···O23viii	0.80 (2)	2.12 (2)	2.7906 (17)	142 (2)
O12—H12O···O9	0.81 (2)	2.05 (2)	2.8372 (15)	165.7 (19)
O13—H13O···O25ix	0.768 (18)	2.082 (19)	2.8027 (16)	156.5 (19)
O14—H14O···O4vi	0.77 (2)	2.18 (2)	2.9173 (16)	162 (2)
O15—H15O···O25ix	0.805 (19)	1.939 (19)	2.7296 (16)	167 (2)
O16—H16O···O32ix	0.74 (2)	2.00 (2)	2.7346 (18)	173 (2)
O21—H21O···O2	0.84 (2)	2.13 (2)	2.9010 (16)	153.9 (19)
O21—H21O···O3	0.84 (2)	2.28 (2)	2.8810 (17)	129.4 (18)
O22—H22O···O19x	0.765 (18)	1.995 (18)	2.7576 (15)	175 (2)
O23—H23O···O5v	0.83 (2)	2.01 (2)	2.8219 (15)	168 (2)
O24—H24O···O14xi	0.76 (2)	2.34 (2)	3.0445 (16)	156.3 (19)
O25—H25O···O5v	0.777 (19)	1.898 (19)	2.6709 (15)	173 (2)
O26—H26O···O31v	0.76 (2)	2.14 (2)	2.8463 (18)	155 (2)
O31—H31A···O18xii	0.700 (19)	2.08 (2)	2.7729 (17)	170 (2)
O31—H31B···O6ix	0.83 (2)	2.07 (2)	2.8493 (18)	156 (2)
O32—H32A···O26ix	0.89 (2)	1.89 (2)	2.7501 (17)	163 (2)
O32—H32B···O8xii	0.741 (18)	2.019 (18)	2.7471 (16)	167.1 (17)
O33—H33A···O27iv	0.833 (19)	2.16 (2)	2.9093 (18)	149.9 (19)
O33—H33B···O28xii	0.80 (3)	2.02 (3)	2.7371 (17)	150 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1O⋯O13	0.81 (2)	2.21 (2)	2.8719 (17)	139 (2)
O1—H1O⋯O12	0.81 (2)	2.23 (2)	2.9262 (16)	144 (2)
O2—H2O⋯O33i	0.770 (17)	2.243 (19)	2.927 (2)	148.5 (17)
O3—H3O⋯O15ii	0.813 (19)	1.989 (19)	2.7862 (15)	166.9 (19)
O4—H4O⋯O24iii	0.84 (2)	2.24 (2)	3.0150 (16)	153.0 (19)
O5—H5O⋯O16ii	0.79 (2)	1.85 (2)	2.6172 (16)	164 (2)
O6—H6O⋯O7iv	0.76 (2)	2.06 (2)	2.8035 (17)	166 (2)
O11—H11O⋯O22v	0.80 (2)	2.39 (2)	3.0578 (16)	141 (2)
O11—H11O⋯O23v	0.80 (2)	2.12 (2)	2.7906 (17)	142 (2)
O12—H12O⋯O9	0.81 (2)	2.05 (2)	2.8372 (15)	165.7 (19)
O13—H13O⋯O25vi	0.768 (18)	2.082 (19)	2.8027 (16)	156.5 (19)
O14—H14O⋯O4iii	0.77 (2)	2.18 (2)	2.9173 (16)	162 (2)
O15—H15O⋯O25vi	0.805 (19)	1.939 (19)	2.7296 (16)	167 (2)
O16—H16O⋯O32vi	0.74 (2)	2.00 (2)	2.7346 (18)	173 (2)
O21—H21O⋯O2	0.84 (2)	2.13 (2)	2.9010 (16)	153.9 (19)
O21—H21O⋯O3	0.84 (2)	2.28 (2)	2.8810 (17)	129.4 (18)
O22—H22O⋯O19vii	0.765 (18)	1.995 (18)	2.7576 (15)	175 (2)
O23—H23O⋯O5ii	0.83 (2)	2.01 (2)	2.8219 (15)	168 (2)
O24—H24O⋯O14viii	0.76 (2)	2.34 (2)	3.0445 (16)	156.3 (19)
O25—H25O⋯O5ii	0.777 (19)	1.898 (19)	2.6709 (15)	173 (2)
O26—H26O⋯O31ii	0.76 (2)	2.14 (2)	2.8463 (18)	155 (2)
O31—H31A⋯O18ix	0.700 (19)	2.08 (2)	2.7729 (17)	170 (2)
O31—H31B⋯O6vi	0.83 (2)	2.07 (2)	2.8493 (18)	156 (2)
O32—H32A⋯O26vi	0.89 (2)	1.89 (2)	2.7501 (17)	163 (2)
O32—H32B⋯O8ix	0.741 (18)	2.019 (18)	2.7471 (16)	167.1 (17)
O33—H33A⋯O27x	0.833 (19)	2.16 (2)	2.9093 (18)	149.9 (19)
O33—H33B⋯O28ix	0.80 (3)	2.02 (3)	2.7371 (17)	150 (2)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) ; (ix) ; (x) .