Download citation
Download citation
link to html
Seven Group 1 and Group 2 1,5-naphthalenedisulfonates (1,5-­nds) have been synthesized and structurally characterized by single-crystal X-ray diffraction, IR spectroscopy and thermal gravimetric analysis. For Group 1 metal complexes, with M = Li+ (1), Na+ (2) and K+ (3), all crystallize in the same space group (P21/c) with the same composition, [M2(1,5-­nds)(H2O)2]. They adopt similar three-dimensional packing arrangements with the metal-sulfonate inorganic layers pillared by naphthalene rings. However, the coordination behavior of three metal cations toward the SO_3^- group and water molecule are different, resulting in different architectures for the inorganic portion. For Group 2 complexes with M = Mg2+ (4), Ca2+ (5), Sr2+ (6) and Ba2+ (7), Mg2+ shows no direct coordination by the SO_3^- group while Ca2+ is coordinated by four SO_3^- groups and a two-dimensional network is formed. Complexes (6) and (7) are isostructural, adopting the same three-dimensional, inorganic-organic pillared framework as seen for (1)-(3). The coordination behavior of the metal cations in these structures neatly illustrates the increase in coordination strength with decreasing charge/radius ratio for Group 1 and Group 2 metal cations with large organic anions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S010876810100862X/bm0044sup1.cif
Contains datablocks 1, 2, 3, 4, 5, 6, 7

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00441sup2.hkl
Contains datablock 1

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00442sup3.hkl
Contains datablock 2

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00443sup4.hkl
Contains datablock 3

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00444sup5.hkl
Contains datablock 4

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00445sup6.hkl
Contains datablock 5

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00446sup7.hkl
Contains datablock 6

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010876810100862X/bm00447sup8.hkl
Contains datablock 7

CCDC references: 152299; 152300; 152301; 152302; 152303; 152304; 152305

Computing details top

For all compounds, data collection: Bruker SMART; cell refinement: Bruker SMART; data reduction: Bruker SHELXTL; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Bruker SHELXTL; software used to prepare material for publication: Bruker SHELXTL.

Figures top
[Figure 1]
[Figure 2]
[Figure 3]
[Figure 4]
[Figure 5]
[Figure 6]
[Figure 7]
(1) Dilithium 1,5-naphthalenedisulfonate dihydrate top
Crystal data top
2(Li+)·C10H6O6S22·2(H2O)F(000) = 344
Mr = 336.18Dx = 1.664 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 10.8901 (17) Åθ = 4.4–30.0°
b = 7.8842 (13) ŵ = 0.43 mm1
c = 8.0619 (13) ÅT = 293 K
β = 104.228 (3)°Plate, colorless
V = 670.96 (19) Å30.33 × 0.21 × 0.06 mm
Z = 2
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1727 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.018
Graphite monochromatorθmax = 30.0°, θmin = 4.4°
phi and ω scansh = 1315
4629 measured reflectionsk = 911
1940 independent reflectionsl = 1011
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)] = 0.035Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101H atoms treated by a mixture of independent and constrained refinement
S = 1.11 w = 1/[σ2(Fo2) + (0.0612P)2 + 0.1528P]
where P = (Fo2 + 2Fc2)/3
1940 reflections(Δ/σ)max = 0.001
108 parametersΔρmax = 0.45 e Å3
0 restraintsΔρmin = 0.59 e Å3
Crystal data top
2(Li+)·C10H6O6S22·2(H2O)V = 670.96 (19) Å3
Mr = 336.18Z = 2
Monoclinic, P21/cMo Kα radiation
a = 10.8901 (17) ŵ = 0.43 mm1
b = 7.8842 (13) ÅT = 293 K
c = 8.0619 (13) Å0.33 × 0.21 × 0.06 mm
β = 104.228 (3)°
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1727 reflections with I > 2σ(I)
4629 measured reflectionsRint = 0.018
1940 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0350 restraints
wR(F2) = 0.101H atoms treated by a mixture of independent and constrained refinement
S = 1.11Δρmax = 0.45 e Å3
1940 reflectionsΔρmin = 0.59 e Å3
108 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
S10.82435 (3)1.01202 (4)0.58212 (4)0.01804 (12)
Li10.9093 (2)0.6449 (3)0.7512 (3)0.0245 (5)
O10.85128 (9)0.87409 (13)0.70623 (13)0.0271 (2)
O20.82737 (10)0.95808 (16)0.41179 (14)0.0305 (2)
O30.90527 (9)1.15798 (13)0.64168 (14)0.0279 (2)
OW0.86614 (13)0.51191 (16)0.54838 (17)0.0346 (3)
HW10.858 (2)0.543 (3)0.452 (4)0.052 (7)*
HW20.891 (2)0.409 (3)0.550 (3)0.050 (6)*
C10.66697 (11)1.07846 (15)0.57230 (16)0.0184 (2)
C20.64935 (12)1.23803 (17)0.63050 (18)0.0236 (3)
H2A0.71891.30650.67690.028*
C30.56217 (11)0.96836 (16)0.50425 (16)0.0178 (2)
C40.57708 (12)0.80127 (17)0.44675 (18)0.0239 (3)
H4A0.65800.75890.45460.029*
C50.47411 (13)0.70207 (18)0.3801 (2)0.0270 (3)
H5A0.48560.59360.34120.032*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S10.01563 (18)0.01743 (18)0.02027 (19)0.00080 (9)0.00289 (12)0.00071 (10)
Li10.0248 (11)0.0223 (11)0.0264 (12)0.0018 (9)0.0064 (9)0.0020 (9)
O10.0299 (5)0.0201 (5)0.0284 (5)0.0053 (4)0.0016 (4)0.0042 (4)
O20.0260 (5)0.0428 (6)0.0246 (5)0.0033 (4)0.0097 (4)0.0062 (4)
O30.0178 (4)0.0200 (5)0.0436 (6)0.0025 (3)0.0029 (4)0.0029 (4)
OW0.0512 (8)0.0267 (6)0.0270 (6)0.0001 (5)0.0116 (6)0.0006 (4)
C10.0163 (5)0.0181 (6)0.0204 (6)0.0004 (4)0.0036 (4)0.0014 (4)
C20.0203 (6)0.0201 (6)0.0298 (7)0.0025 (5)0.0048 (5)0.0061 (5)
C30.0172 (6)0.0168 (5)0.0193 (6)0.0004 (4)0.0041 (4)0.0019 (4)
C40.0198 (6)0.0193 (6)0.0324 (7)0.0031 (5)0.0063 (5)0.0054 (5)
C50.0253 (6)0.0178 (6)0.0382 (8)0.0005 (5)0.0084 (5)0.0096 (5)
Geometric parameters (Å, º) top
S1—O21.4456 (11)O3—Li1iv1.994 (3)
S1—O31.4572 (10)C1—C21.3726 (17)
S1—O11.4579 (10)C1—C31.4315 (17)
S1—C11.7753 (12)C2—C5v1.4077 (18)
Li1—OW1.902 (3)C3—C41.4191 (17)
Li1—O11.919 (3)C3—C3v1.429 (2)
Li1—O2i1.924 (3)C4—C51.3644 (18)
Li1—O3ii1.994 (3)C5—C2v1.4077 (18)
O2—Li1iii1.924 (3)
O2—S1—O3113.09 (7)S1—O1—Li1146.43 (10)
O2—S1—O1112.63 (7)S1—O2—Li1iii152.39 (10)
O3—S1—O1111.07 (6)S1—O3—Li1iv124.60 (9)
O2—S1—C1106.95 (6)C2—C1—C3121.44 (11)
O3—S1—C1106.30 (6)C2—C1—S1118.02 (10)
O1—S1—C1106.25 (6)C3—C1—S1120.54 (9)
OW—Li1—O1110.87 (13)C1—C2—C5v119.90 (12)
OW—Li1—O2i106.76 (13)C4—C3—C3v119.45 (14)
O1—Li1—O2i109.80 (12)C4—C3—C1122.94 (11)
OW—Li1—O3ii114.27 (13)C3v—C3—C1117.62 (14)
O1—Li1—O3ii106.54 (12)C5—C4—C3120.79 (12)
O2i—Li1—O3ii108.56 (12)C4—C5—C2v120.78 (12)
O2—S1—O1—Li110.66 (19)O1—S1—C1—C2113.58 (11)
O3—S1—O1—Li1117.37 (17)O2—S1—C1—C353.64 (12)
C1—S1—O1—Li1127.44 (17)O3—S1—C1—C3174.73 (10)
OW—Li1—O1—S131.3 (2)O1—S1—C1—C366.89 (12)
O2i—Li1—O1—S1149.06 (13)C3—C1—C2—C5v1.6 (2)
O3ii—Li1—O1—S193.57 (18)S1—C1—C2—C5v177.93 (11)
O3—S1—O2—Li1iii71.5 (2)C2—C1—C3—C4178.46 (13)
O1—S1—O2—Li1iii55.5 (2)S1—C1—C3—C42.02 (18)
C1—S1—O2—Li1iii171.9 (2)C2—C1—C3—C3v1.2 (2)
O2—S1—O3—Li1iv83.66 (12)S1—C1—C3—C3v178.30 (12)
O1—S1—O3—Li1iv44.12 (13)C3v—C3—C4—C51.5 (2)
C1—S1—O3—Li1iv159.28 (11)C1—C3—C4—C5178.86 (13)
O2—S1—C1—C2125.90 (12)C3—C4—C5—C2v1.1 (2)
O3—S1—C1—C24.81 (13)
Symmetry codes: (i) x, y+3/2, z+1/2; (ii) x+2, y1/2, z+3/2; (iii) x, y+3/2, z1/2; (iv) x+2, y+1/2, z+3/2; (v) x+1, y+2, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O1iii0.80 (3)2.07 (3)2.8676 (17)175 (2)
OW—HW2···O3vi0.85 (3)2.11 (3)2.8942 (17)153 (2)
Symmetry codes: (iii) x, y+3/2, z1/2; (vi) x, y1, z.
(2) disodium 1,5-naphthalenedisulfonate hihydrate top
Crystal data top
2(Na+)·C10H6O6S22·2(H2O)F(000) = 376
Mr = 368.28Dx = 1.777 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 11.6398 (17) Åθ = 4.4–28.3°
b = 5.5507 (8) ŵ = 0.49 mm1
c = 10.7148 (16) ÅT = 293 K
β = 96.187 (3)°Block, colorless
V = 688.24 (17) Å30.33 × 0.16 × 0.11 mm
Z = 2
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1516 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.026
Graphite monochromatorθmax = 28.3°, θmin = 4.4°
phi and ω scansh = 1515
4234 measured reflectionsk = 57
1692 independent reflectionsl = 1214
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.031H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.092 w = 1/[σ2(Fo2) + (0.0547P)2 + 0.2432P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max = 0.012
1692 reflectionsΔρmax = 0.36 e Å3
109 parametersΔρmin = 0.49 e Å3
0 restraintsExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.164 (9)
Crystal data top
2(Na+)·C10H6O6S22·2(H2O)V = 688.24 (17) Å3
Mr = 368.28Z = 2
Monoclinic, P21/cMo Kα radiation
a = 11.6398 (17) ŵ = 0.49 mm1
b = 5.5507 (8) ÅT = 293 K
c = 10.7148 (16) Å0.33 × 0.16 × 0.11 mm
β = 96.187 (3)°
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1516 reflections with I > 2σ(I)
4234 measured reflectionsRint = 0.026
1692 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0310 restraints
wR(F2) = 0.092H atoms treated by a mixture of independent and constrained refinement
S = 1.06Δρmax = 0.36 e Å3
1692 reflectionsΔρmin = 0.49 e Å3
109 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Na10.60064 (6)0.09071 (11)0.68026 (6)0.0302 (2)
S10.70611 (3)0.07573 (6)0.99844 (3)0.02210 (16)
O10.68449 (10)0.1058 (2)0.86273 (11)0.0297 (3)
O20.64795 (10)0.2544 (2)1.06735 (12)0.0358 (3)
O30.68285 (10)0.1713 (2)1.03583 (10)0.0298 (3)
OW0.41353 (12)0.0735 (2)0.68658 (13)0.0335 (3)
C10.85708 (12)0.1246 (2)1.03620 (13)0.0217 (3)
C20.94004 (12)0.0257 (3)0.98395 (13)0.0212 (3)
C30.90822 (13)0.2221 (3)0.90238 (14)0.0253 (3)
H3A0.83040.25670.88090.030*
C40.89168 (13)0.3125 (3)1.11398 (14)0.0264 (3)
H4A0.83670.40881.14660.032*
C51.01005 (14)0.3606 (3)1.14486 (15)0.0279 (3)
H5A1.03270.48841.19810.033*
HW10.388 (3)0.134 (7)0.612 (4)0.098 (12)*
HW20.377 (3)0.040 (6)0.687 (3)0.078 (10)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na10.0370 (4)0.0268 (3)0.0280 (4)0.0027 (2)0.0095 (3)0.0013 (2)
S10.0244 (2)0.0196 (2)0.0227 (2)0.00025 (12)0.00433 (14)0.00181 (12)
O10.0346 (6)0.0292 (6)0.0242 (6)0.0009 (4)0.0023 (4)0.0024 (4)
O20.0310 (6)0.0336 (6)0.0438 (7)0.0029 (5)0.0091 (5)0.0147 (5)
O30.0351 (6)0.0241 (5)0.0314 (6)0.0056 (4)0.0091 (5)0.0025 (4)
OW0.0396 (7)0.0251 (6)0.0355 (7)0.0016 (5)0.0035 (5)0.0003 (5)
C10.0246 (7)0.0201 (6)0.0207 (6)0.0001 (5)0.0036 (5)0.0000 (5)
C20.0269 (7)0.0191 (6)0.0181 (6)0.0005 (5)0.0044 (5)0.0003 (5)
C30.0261 (7)0.0243 (7)0.0254 (7)0.0033 (5)0.0022 (5)0.0042 (5)
C40.0295 (7)0.0237 (7)0.0266 (7)0.0018 (6)0.0056 (6)0.0050 (5)
C50.0335 (8)0.0227 (7)0.0271 (7)0.0030 (6)0.0022 (6)0.0086 (6)
Geometric parameters (Å, º) top
Na1—O3i2.3185 (12)O2—Na1v2.3230 (13)
Na1—O2ii2.3230 (13)O3—Na1vi2.3185 (13)
Na1—O12.3567 (13)OW—Na1iv2.3636 (14)
Na1—OWiii2.3636 (14)C1—C41.368 (2)
Na1—OW2.3687 (15)C1—C21.4347 (19)
Na1—Na1iv4.0224 (10)C2—C31.421 (2)
Na1—Na1iii4.0224 (10)C2—C2vii1.430 (3)
S1—O21.4472 (11)C3—C5vii1.362 (2)
S1—O11.4584 (12)C4—C51.407 (2)
S1—O31.4619 (12)C5—C3vii1.362 (2)
S1—C11.7810 (15)
O3i—Na1—O2ii88.41 (5)Na1iv—Na1—Na1iii87.26 (3)
O3i—Na1—O1130.82 (5)O2—S1—O1112.97 (7)
O2ii—Na1—O187.69 (5)O2—S1—O3113.08 (7)
O3i—Na1—OWiii90.82 (5)O1—S1—O3111.32 (7)
O2ii—Na1—OWiii169.72 (6)O2—S1—C1106.51 (7)
O1—Na1—OWiii85.06 (5)O1—S1—C1105.61 (7)
O3i—Na1—OW133.26 (5)O3—S1—C1106.74 (7)
O2ii—Na1—OW88.62 (5)S1—O1—Na1141.78 (7)
O1—Na1—OW95.62 (5)S1—O2—Na1v165.14 (8)
OWiii—Na1—OW99.32 (4)S1—O3—Na1vi145.02 (7)
O3i—Na1—Na1iv160.05 (4)Na1iv—OW—Na1116.42 (6)
O2ii—Na1—Na1iv79.58 (3)C4—C1—C2120.97 (13)
O1—Na1—Na1iv65.04 (3)C4—C1—S1118.22 (11)
OWiii—Na1—Na1iv103.79 (4)C2—C1—S1120.79 (11)
OW—Na1—Na1iv31.75 (3)C3—C2—C2vii118.94 (16)
O3i—Na1—Na1iii98.84 (3)C3—C2—C1122.98 (13)
O2ii—Na1—Na1iii158.17 (4)C2vii—C2—C1118.08 (16)
O1—Na1—Na1iii102.53 (4)C5vii—C3—C2121.02 (13)
OWiii—Na1—Na1iii31.83 (3)C1—C4—C5120.29 (14)
OW—Na1—Na1iii71.39 (4)C3vii—C5—C4120.70 (14)
O2—S1—O1—Na1117.06 (12)OWiii—Na1—OW—Na1iv101.18 (9)
O3—S1—O1—Na111.44 (14)Na1iii—Na1—OW—Na1iv116.63 (7)
C1—S1—O1—Na1126.91 (11)O2—S1—C1—C42.20 (14)
O3i—Na1—O1—S195.81 (13)O1—S1—C1—C4118.17 (12)
O2ii—Na1—O1—S1178.29 (12)O3—S1—C1—C4123.27 (12)
OWiii—Na1—O1—S19.00 (12)O2—S1—C1—C2179.27 (12)
OW—Na1—O1—S189.91 (12)O1—S1—C1—C260.37 (13)
Na1iv—Na1—O1—S198.71 (12)O3—S1—C1—C258.20 (13)
Na1iii—Na1—O1—S117.77 (12)C4—C1—C2—C3179.74 (14)
O1—S1—O2—Na1v96.0 (3)S1—C1—C2—C31.2 (2)
O3—S1—O2—Na1v136.4 (3)C4—C1—C2—C2vii0.3 (2)
C1—S1—O2—Na1v19.5 (4)S1—C1—C2—C2vii178.82 (13)
O2—S1—O3—Na1vi9.05 (15)C2vii—C2—C3—C5vii0.1 (3)
O1—S1—O3—Na1vi137.49 (12)C1—C2—C3—C5vii179.84 (14)
C1—S1—O3—Na1vi107.74 (12)C2—C1—C4—C50.4 (2)
O3i—Na1—OW—Na1iv158.78 (6)S1—C1—C4—C5178.96 (12)
O2ii—Na1—OW—Na1iv72.26 (7)C1—C4—C5—C3vii0.3 (2)
O1—Na1—OW—Na1iv15.28 (7)
Symmetry codes: (i) x, y1/2, z1/2; (ii) x, y+1/2, z1/2; (iii) x+1, y1/2, z+3/2; (iv) x+1, y+1/2, z+3/2; (v) x, y+1/2, z+1/2; (vi) x, y1/2, z+1/2; (vii) x+2, y, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O3iv0.89 (4)2.02 (4)2.8927 (18)168 (3)
OW—HW2···O1iii0.76 (4)2.14 (4)2.8619 (18)159 (3)
Symmetry codes: (iii) x+1, y1/2, z+3/2; (iv) x+1, y+1/2, z+3/2.
(3) dipotassium 1,5-naphthalenedisulfonate dihydrate top
Crystal data top
2(K+)·C10H6O6S22·2(H2O)F(000) = 408
Mr = 400.50Dx = 1.805 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 11.0278 (18) Åθ = 4.3–30.1°
b = 8.5748 (14) ŵ = 0.96 mm1
c = 7.9845 (13) ÅT = 293 K
β = 102.631 (3)°Block, colorless
V = 736.8 (2) Å30.36 × 0.20 × 0.17 mm
Z = 2
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1860 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.022
Graphite monochromatorθmax = 30.1°, θmin = 4.3°
phi and ω scansh = 1515
5435 measured reflectionsk = 125
2131 independent reflectionsl = 1111
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.033H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.094 w = 1/[σ2(Fo2) + (0.0422P)2 + 0.4224P]
where P = (Fo2 + 2Fc2)/3
S = 1.10(Δ/σ)max < 0.001
2131 reflectionsΔρmax = 0.37 e Å3
109 parametersΔρmin = 0.37 e Å3
0 restraintsExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.065 (4)
Crystal data top
2(K+)·C10H6O6S22·2(H2O)V = 736.8 (2) Å3
Mr = 400.50Z = 2
Monoclinic, P21/cMo Kα radiation
a = 11.0278 (18) ŵ = 0.96 mm1
b = 8.5748 (14) ÅT = 293 K
c = 7.9845 (13) Å0.36 × 0.20 × 0.17 mm
β = 102.631 (3)°
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1860 reflections with I > 2σ(I)
5435 measured reflectionsRint = 0.022
2131 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0330 restraints
wR(F2) = 0.094H atoms treated by a mixture of independent and constrained refinement
S = 1.10Δρmax = 0.37 e Å3
2131 reflectionsΔρmin = 0.37 e Å3
109 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
K10.02531 (4)0.22911 (5)0.20591 (6)0.03973 (15)
S10.20366 (4)0.56240 (5)0.05415 (6)0.02907 (14)
O10.14169 (12)0.51168 (17)0.11652 (19)0.0398 (3)
O20.20563 (14)0.4415 (2)0.1818 (2)0.0476 (4)
O30.15252 (12)0.70802 (17)0.1008 (2)0.0406 (3)
OW0.1386 (2)0.0476 (2)0.0062 (3)0.0603 (5)
HW10.177 (3)0.036 (4)0.079 (4)0.059 (9)*
HW20.157 (3)0.017 (4)0.059 (5)0.070 (11)*
C10.39444 (15)0.3271 (2)0.0426 (3)0.0325 (4)
H1A0.31320.30070.03930.039*
C20.43727 (14)0.48094 (19)0.0009 (2)0.0247 (3)
C30.36089 (14)0.6001 (2)0.0486 (2)0.0264 (3)
C40.40665 (17)0.7457 (2)0.0928 (3)0.0340 (4)
H4A0.35580.82110.12570.041*
C50.53002 (17)0.7824 (2)0.0890 (3)0.0373 (4)
H5A0.56030.88220.11830.045*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
K10.0379 (2)0.0403 (2)0.0448 (3)0.00407 (17)0.01724 (18)0.01040 (18)
S10.01926 (19)0.0325 (2)0.0380 (2)0.00043 (15)0.01178 (16)0.00035 (17)
O10.0252 (6)0.0431 (8)0.0492 (8)0.0006 (6)0.0038 (6)0.0089 (7)
O20.0369 (7)0.0544 (9)0.0579 (9)0.0018 (6)0.0243 (7)0.0193 (7)
O30.0277 (6)0.0426 (8)0.0561 (9)0.0045 (5)0.0189 (6)0.0087 (7)
OW0.0710 (12)0.0563 (11)0.0644 (12)0.0200 (9)0.0385 (11)0.0155 (10)
C10.0213 (7)0.0302 (8)0.0473 (10)0.0057 (6)0.0100 (7)0.0038 (7)
C20.0201 (7)0.0266 (7)0.0283 (7)0.0014 (6)0.0076 (6)0.0015 (6)
C30.0193 (6)0.0309 (8)0.0307 (8)0.0005 (6)0.0091 (6)0.0014 (6)
C40.0262 (8)0.0312 (9)0.0461 (10)0.0008 (7)0.0114 (7)0.0086 (8)
C50.0289 (8)0.0281 (8)0.0554 (12)0.0059 (7)0.0099 (8)0.0092 (8)
Geometric parameters (Å, º) top
K1—O1i2.6693 (15)S1—K1iii3.4045 (7)
K1—O22.7339 (16)S1—K1vi3.7690 (7)
K1—O3ii2.7536 (14)O1—K1v2.6693 (15)
K1—OW2.789 (2)O1—K1iii2.8751 (15)
K1—O3iii2.8346 (17)O3—K1vi2.7536 (14)
K1—O1iii2.8751 (15)O3—K1iii2.8346 (17)
K1—OWi3.042 (2)OW—K1v3.042 (2)
K1—OWiv3.191 (2)OW—K1iv3.191 (2)
K1—S1iii3.4045 (7)C1—C5vii1.359 (3)
K1—S1ii3.7690 (7)C1—C21.418 (2)
K1—K1i4.0083 (6)C2—C2vii1.425 (3)
K1—K1v4.0083 (7)C2—C31.428 (2)
S1—O21.4509 (16)C3—C41.364 (2)
S1—O11.4511 (15)C4—C51.403 (3)
S1—O31.4520 (14)C5—C1vii1.359 (3)
S1—C31.7738 (16)
O1i—K1—O2106.26 (5)O1iii—K1—K1i92.22 (3)
O1i—K1—O3ii88.29 (5)OWi—K1—K1i44.00 (4)
O2—K1—O3ii134.53 (5)OWiv—K1—K1i116.16 (4)
O1i—K1—OW70.34 (6)S1iii—K1—K1i113.516 (17)
O2—K1—OW84.24 (6)S1ii—K1—K1i51.809 (11)
O3ii—K1—OW140.55 (6)O1i—K1—K1v119.57 (4)
O1i—K1—O3iii140.13 (5)O2—K1—K1v73.26 (4)
O2—K1—O3iii100.89 (5)O3ii—K1—K1v135.98 (3)
O3ii—K1—O3iii93.08 (4)OW—K1—K1v49.27 (5)
OW—K1—O3iii84.19 (6)O3iii—K1—K1v43.37 (3)
O1i—K1—O1iii159.610 (18)O1iii—K1—K1v79.81 (3)
O2—K1—O1iii84.49 (5)OWi—K1—K1v127.36 (4)
O3ii—K1—O1iii72.17 (5)OWiv—K1—K1v72.06 (4)
OW—K1—O1iii128.94 (6)S1iii—K1—K1v60.471 (13)
O3iii—K1—O1iii49.75 (4)S1ii—K1—K1v133.321 (13)
O1i—K1—OWi90.87 (6)K1i—K1—K1v169.75 (3)
O2—K1—OWi56.57 (5)O2—S1—O1112.16 (10)
O3ii—K1—OWi80.98 (5)O2—S1—O3112.41 (10)
OW—K1—OWi130.20 (9)O1—S1—O3111.67 (9)
O3iii—K1—OWi128.72 (6)O2—S1—C3106.46 (9)
O1iii—K1—OWi80.56 (5)O1—S1—C3107.05 (8)
O1i—K1—OWiv81.05 (5)O3—S1—C3106.65 (8)
O2—K1—OWiv143.27 (6)O2—S1—K1iii134.34 (6)
O3ii—K1—OWiv80.57 (5)O1—S1—K1iii56.66 (6)
OW—K1—OWiv64.00 (7)O3—S1—K1iii55.05 (6)
O3iii—K1—OWiv60.01 (5)C3—S1—K1iii119.19 (6)
O1iii—K1—OWiv100.87 (5)O2—S1—K1vi79.79 (7)
OWi—K1—OWiv160.03 (3)O1—S1—K1vi111.14 (6)
O1i—K1—S1iii159.47 (4)O3—S1—K1vi37.09 (6)
O2—K1—S1iii93.51 (4)C3—S1—K1vi135.31 (6)
O3ii—K1—S1iii81.50 (4)K1iii—S1—K1vi67.720 (15)
OW—K1—S1iii107.09 (5)S1—O1—K1v143.48 (9)
O3iii—K1—S1iii24.83 (3)S1—O1—K1iii98.40 (7)
O1iii—K1—S1iii24.94 (3)K1v—O1—K1iii104.99 (5)
OWi—K1—S1iii104.93 (5)S1—O2—K1128.76 (9)
OWiv—K1—S1iii79.75 (4)S1—O3—K1vi124.37 (8)
O1i—K1—S1ii74.60 (3)S1—O3—K1iii100.13 (8)
O2—K1—S1ii150.09 (4)K1vi—O3—K1iii91.65 (4)
O3ii—K1—S1ii18.54 (3)K1—OW—K1v86.73 (6)
OW—K1—S1ii122.41 (5)K1—OW—K1iv116.00 (7)
O3iii—K1—S1ii95.60 (3)K1v—OW—K1iv89.77 (6)
O1iii—K1—S1ii87.45 (3)C5vii—C1—C2121.19 (15)
OWi—K1—S1ii93.72 (4)C1—C2—C2vii118.89 (18)
OWiv—K1—S1ii66.59 (4)C1—C2—C3123.12 (14)
S1iii—K1—S1ii91.101 (18)C2vii—C2—C3117.99 (18)
O1i—K1—K1i69.19 (4)C4—C3—C2121.18 (14)
O2—K1—K1i99.73 (4)C4—C3—S1117.93 (13)
O3ii—K1—K1i44.98 (3)C2—C3—S1120.88 (12)
OW—K1—K1i138.78 (5)C3—C4—C5120.32 (16)
O3iii—K1—K1i133.86 (3)C1vii—C5—C4120.41 (17)
O2—S1—O1—K1v0.23 (16)O3iii—K1—OW—K1v28.77 (5)
O3—S1—O1—K1v127.44 (13)O1iii—K1—OW—K1v5.29 (9)
C3—S1—O1—K1v116.18 (13)OWi—K1—OW—K1v108.72 (9)
K1iii—S1—O1—K1v129.68 (15)OWiv—K1—OW—K1v88.15 (8)
K1vi—S1—O1—K1v87.50 (13)S1iii—K1—OW—K1v19.07 (6)
O2—S1—O1—K1iii129.45 (8)S1ii—K1—OW—K1v121.72 (4)
O3—S1—O1—K1iii2.25 (9)K1i—K1—OW—K1v171.03 (3)
C3—S1—O1—K1iii114.14 (7)O1i—K1—OW—K1iv89.45 (8)
K1vi—S1—O1—K1iii42.19 (6)O2—K1—OW—K1iv160.99 (8)
O1—S1—O2—K137.87 (14)O3ii—K1—OW—K1iv28.40 (13)
O3—S1—O2—K188.94 (13)O3iii—K1—OW—K1iv59.38 (7)
C3—S1—O2—K1154.64 (10)O1iii—K1—OW—K1iv82.86 (9)
K1iii—S1—O2—K126.56 (18)OWi—K1—OW—K1iv163.13 (6)
K1vi—S1—O2—K170.94 (10)S1iii—K1—OW—K1iv69.08 (7)
O1i—K1—O2—S1155.72 (12)S1ii—K1—OW—K1iv33.57 (10)
O3ii—K1—O2—S1100.20 (13)K1i—K1—OW—K1iv100.82 (9)
OW—K1—O2—S188.16 (13)K1v—K1—OW—K1iv88.15 (8)
O3iii—K1—O2—S15.23 (13)C5vii—C1—C2—C2vii1.4 (3)
O1iii—K1—O2—S141.96 (12)C5vii—C1—C2—C3179.34 (18)
OWi—K1—O2—S1124.28 (14)C1—C2—C3—C4178.64 (18)
OWiv—K1—O2—S158.84 (16)C2vii—C2—C3—C40.6 (3)
S1iii—K1—O2—S118.68 (12)C1—C2—C3—S10.7 (2)
S1ii—K1—O2—S1117.03 (12)C2vii—C2—C3—S1179.97 (16)
K1i—K1—O2—S1133.27 (12)O2—S1—C3—C4117.53 (17)
K1v—K1—O2—S139.03 (11)O1—S1—C3—C4122.34 (16)
O2—S1—O3—K1vi30.29 (13)O3—S1—C3—C42.68 (18)
O1—S1—O3—K1vi96.78 (11)K1iii—S1—C3—C461.49 (17)
C3—S1—O3—K1vi146.60 (9)K1vi—S1—C3—C425.5 (2)
K1iii—S1—O3—K1vi99.07 (9)O2—S1—C3—C261.84 (17)
O2—S1—O3—K1iii129.36 (8)O1—S1—C3—C258.29 (16)
O1—S1—O3—K1iii2.29 (9)O3—S1—C3—C2177.95 (14)
C3—S1—O3—K1iii114.34 (7)K1iii—S1—C3—C2119.14 (13)
K1vi—S1—O3—K1iii99.07 (9)K1vi—S1—C3—C2153.89 (10)
O1i—K1—OW—K1v177.60 (7)C2—C3—C4—C51.3 (3)
O2—K1—OW—K1v72.84 (6)S1—C3—C4—C5179.35 (16)
O3ii—K1—OW—K1v116.55 (8)C3—C4—C5—C1vii0.6 (3)
Symmetry codes: (i) x, y+1/2, z+1/2; (ii) x, y1/2, z+1/2; (iii) x, y+1, z; (iv) x, y, z; (v) x, y+1/2, z1/2; (vi) x, y+1/2, z+1/2; (vii) x+1, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O2v0.79 (3)2.01 (3)2.751 (3)154 (3)
OW—HW2···O3viii0.76 (4)2.39 (4)3.029 (3)144 (3)
OW—HW2···O1i0.76 (4)2.63 (4)3.145 (3)127 (3)
Symmetry codes: (i) x, y+1/2, z+1/2; (v) x, y+1/2, z1/2; (viii) x, y1, z.
(4) (hexaaqua)-magnesium(II) 1,5-naphthalenedisulfonate top
Crystal data top
MgH12O62+·C10H6S2O62F(000) = 436
Mr = 418.67Dx = 1.630 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 13.1955 (8) Åθ = 4.3–30.0°
b = 6.6981 (4) ŵ = 0.41 mm1
c = 9.6616 (6) ÅT = 293 K
β = 92.304 (1)°Plate, colorless
V = 853.25 (9) Å30.27 × 0.21 × 0.19 mm
Z = 2
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
2250 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.019
Graphite monochromatorθmax = 30.0°, θmin = 4.3°
phi and ω scansh = 1418
5674 measured reflectionsk = 99
2449 independent reflectionsl = 1113
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.028H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.086 w = 1/[σ2(Fo2) + (0.0591P)2 + 0.1019P]
where P = (Fo2 + 2Fc2)/3
S = 1.05(Δ/σ)max < 0.001
2449 reflectionsΔρmax = 0.41 e Å3
152 parametersΔρmin = 0.36 e Å3
0 restraintsExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.083 (5)
Crystal data top
MgH12O62+·C10H6S2O62V = 853.25 (9) Å3
Mr = 418.67Z = 2
Monoclinic, P21/cMo Kα radiation
a = 13.1955 (8) ŵ = 0.41 mm1
b = 6.6981 (4) ÅT = 293 K
c = 9.6616 (6) Å0.27 × 0.21 × 0.19 mm
β = 92.304 (1)°
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
2250 reflections with I > 2σ(I)
5674 measured reflectionsRint = 0.019
2449 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0280 restraints
wR(F2) = 0.086H atoms treated by a mixture of independent and constrained refinement
S = 1.05Δρmax = 0.41 e Å3
2449 reflectionsΔρmin = 0.36 e Å3
152 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
S0.249906 (17)1.03340 (4)0.91547 (3)0.02187 (11)
Mg0.50000.50001.00000.01887 (13)
O10.37721 (7)0.53746 (12)0.86804 (9)0.02859 (19)
H1OB0.3498 (14)0.648 (3)0.8496 (18)0.046 (5)*
H1OA0.3305 (16)0.456 (3)0.863 (2)0.053 (5)*
O20.58743 (6)0.64910 (12)0.85493 (8)0.02499 (17)
H2OA0.6281 (15)0.575 (3)0.807 (2)0.052 (5)*
H2OB0.6200 (15)0.746 (3)0.885 (2)0.053 (5)*
O30.52744 (7)0.23274 (12)0.90278 (9)0.02935 (19)
H3OA0.5771 (16)0.159 (3)0.9151 (19)0.047 (5)*
H3OB0.5015 (15)0.197 (3)0.825 (2)0.051 (5)*
O40.29958 (6)1.01868 (13)1.05314 (9)0.03076 (19)
O50.30036 (6)0.90794 (13)0.81460 (9)0.03055 (19)
O60.23895 (6)1.23775 (12)0.86707 (10)0.0325 (2)
C10.12570 (7)0.93521 (15)0.92759 (10)0.02125 (19)
C20.10362 (8)0.75921 (16)0.86043 (11)0.0270 (2)
H2CA0.1546 (14)0.690 (3)0.8103 (17)0.043 (4)*
C30.00501 (8)0.67951 (17)0.86104 (12)0.0303 (2)
H3CA0.0061 (12)0.548 (2)0.8201 (16)0.032 (4)*
C40.07016 (8)1.22210 (17)1.07353 (12)0.0279 (2)
H4CA0.1364 (13)1.275 (3)1.0775 (18)0.043 (4)*
C50.05010 (7)1.04079 (14)1.00103 (10)0.0206 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S0.01609 (14)0.02129 (16)0.02835 (16)0.00139 (7)0.00235 (9)0.00147 (8)
Mg0.0185 (2)0.0197 (2)0.0185 (2)0.00009 (16)0.00119 (17)0.00024 (16)
O10.0237 (4)0.0249 (4)0.0364 (4)0.0024 (3)0.0075 (3)0.0042 (3)
O20.0245 (4)0.0257 (4)0.0251 (3)0.0039 (3)0.0059 (3)0.0008 (3)
O30.0309 (4)0.0277 (4)0.0292 (4)0.0067 (3)0.0031 (3)0.0082 (3)
O40.0219 (4)0.0365 (4)0.0334 (4)0.0016 (3)0.0043 (3)0.0002 (3)
O50.0273 (4)0.0281 (4)0.0372 (4)0.0003 (3)0.0119 (3)0.0012 (3)
O60.0263 (4)0.0222 (4)0.0492 (5)0.0027 (3)0.0037 (3)0.0072 (3)
C10.0167 (4)0.0218 (4)0.0253 (4)0.0019 (3)0.0011 (3)0.0005 (3)
C20.0230 (5)0.0250 (5)0.0333 (5)0.0012 (4)0.0033 (4)0.0050 (4)
C30.0262 (5)0.0266 (5)0.0382 (6)0.0059 (4)0.0018 (4)0.0108 (4)
C40.0216 (4)0.0275 (5)0.0347 (5)0.0071 (4)0.0019 (4)0.0078 (4)
C50.0175 (4)0.0209 (4)0.0232 (4)0.0028 (3)0.0002 (3)0.0002 (3)
Geometric parameters (Å, º) top
S—O61.4517 (8)Mg—O2i2.1031 (7)
S—O41.4624 (9)C1—C21.3713 (14)
S—O51.4667 (8)C1—C51.4337 (13)
S—C11.7743 (10)C2—C31.4067 (15)
Mg—O1i2.0366 (8)C3—C4ii1.3668 (15)
Mg—O12.0366 (8)C4—C3ii1.3668 (15)
Mg—O3i2.0604 (8)C4—C51.4215 (14)
Mg—O32.0604 (8)C5—C5ii1.4301 (19)
Mg—O22.1031 (7)
O6—S—O4113.06 (5)O3—Mg—O289.86 (3)
O6—S—O5111.60 (5)O1i—Mg—O2i88.18 (3)
O4—S—O5111.52 (5)O1—Mg—O2i91.82 (3)
O6—S—C1106.89 (5)O3i—Mg—O2i89.86 (3)
O4—S—C1107.24 (5)O3—Mg—O2i90.14 (3)
O5—S—C1106.06 (5)O2—Mg—O2i180.000 (1)
O1i—Mg—O1180.0C2—C1—C5121.29 (9)
O1i—Mg—O3i88.37 (4)C2—C1—S117.82 (7)
O1—Mg—O3i91.63 (3)C5—C1—S120.85 (7)
O1i—Mg—O391.63 (3)C1—C2—C3120.21 (9)
O1—Mg—O388.37 (4)C4ii—C3—C2120.50 (10)
O3i—Mg—O3180.000 (1)C3ii—C4—C5121.04 (9)
O1i—Mg—O291.82 (3)C4—C5—C1123.08 (9)
O1—Mg—O288.18 (3)C4—C5—C5ii119.14 (11)
O3i—Mg—O290.14 (3)C1—C5—C5ii117.77 (11)
O6—S—C1—C2126.72 (9)C1—C2—C3—C4ii1.07 (18)
O4—S—C1—C2111.75 (9)C3ii—C4—C5—C1178.18 (11)
O5—S—C1—C27.53 (10)C3ii—C4—C5—C5ii1.07 (19)
O6—S—C1—C551.02 (9)C2—C1—C5—C4179.12 (10)
O4—S—C1—C570.51 (9)S—C1—C5—C43.22 (14)
O5—S—C1—C5170.21 (8)C2—C1—C5—C5ii1.62 (17)
C5—C1—C2—C30.77 (16)S—C1—C5—C5ii176.04 (9)
S—C1—C2—C3176.96 (9)
Symmetry codes: (i) x+1, y+1, z+2; (ii) x, y+2, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1OB···O50.84 (2)1.88 (2)2.7223 (12)174.4 (19)
O1—H1OB···S0.84 (2)2.98 (2)3.7588 (9)155.4 (15)
O1—H1OA···O6iii0.82 (2)1.90 (2)2.7124 (11)170 (2)
O2—H2OA···O5iv0.88 (2)1.90 (2)2.7712 (11)171.9 (19)
O2—H2OA···Siv0.88 (2)2.75 (2)3.5332 (8)149.5 (17)
O2—H2OB···O4v0.83 (2)1.98 (2)2.8030 (12)177 (2)
O2—H2OB···Sv0.83 (2)2.93 (2)3.6970 (9)155.8 (17)
O3—H3OA···O4i0.82 (2)2.03 (2)2.8548 (12)179 (2)
O3—H3OB···O2iv0.85 (2)2.08 (2)2.9168 (12)167.6 (18)
Symmetry codes: (i) x+1, y+1, z+2; (iii) x, y1, z; (iv) x+1, y1/2, z+3/2; (v) x+1, y+2, z+2.
(5) calcium 1,5-naphthalenedisulfonate dihydrate top
Crystal data top
Ca2+·C10H6O6S22·2(H2O)V = 689.48 (12) Å3
Mr = 362.38Z = 2
Triclinic, P1F(000) = 372
a = 7.8971 (8) ÅDx = 1.746 Mg m3
b = 8.1750 (8) ÅMo Kα radiation, λ = 0.71073 Å
c = 11.2358 (11) ŵ = 0.79 mm1
α = 73.945 (2)°T = 293 K
β = 83.063 (2)°Plate, colorless
γ = 83.435 (2)°0.36 × 0.20 × 0.06 mm
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
2456 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.031
Graphite monochromatorθmax = 26.4°, θmin = 4.1°
phi and ω scansh = 99
3839 measured reflectionsk = 910
2751 independent reflectionsl = 1413
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)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101H atoms treated by a mixture of independent and constrained refinement
S = 1.09 w = 1/[σ2(Fo2) + (0.0707P)2]
where P = (Fo2 + 2Fc2)/3
2751 reflections(Δ/σ)max = 0.002
194 parametersΔρmax = 0.74 e Å3
0 restraintsΔρmin = 0.53 e Å3
Crystal data top
Ca2+·C10H6O6S22·2(H2O)γ = 83.435 (2)°
Mr = 362.38V = 689.48 (12) Å3
Triclinic, P1Z = 2
a = 7.8971 (8) ÅMo Kα radiation
b = 8.1750 (8) ŵ = 0.79 mm1
c = 11.2358 (11) ÅT = 293 K
α = 73.945 (2)°0.36 × 0.20 × 0.06 mm
β = 83.063 (2)°
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
2456 reflections with I > 2σ(I)
3839 measured reflectionsRint = 0.031
2751 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0340 restraints
wR(F2) = 0.101H atoms treated by a mixture of independent and constrained refinement
S = 1.09Δρmax = 0.74 e Å3
2751 reflectionsΔρmin = 0.53 e Å3
194 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ca0.22621 (5)0.24251 (4)1.00325 (3)0.01912 (14)
S10.41485 (6)0.05652 (5)0.81516 (4)0.02116 (15)
S20.09776 (6)0.46076 (6)0.81216 (4)0.02205 (15)
O10.28473 (18)0.17457 (18)0.82942 (13)0.0331 (3)
O30.42120 (18)0.14632 (18)1.15037 (13)0.0330 (3)
O20.3603 (2)0.07556 (18)0.87865 (13)0.0333 (3)
O40.27107 (18)0.4214 (2)0.81379 (14)0.0387 (4)
O50.01609 (17)0.30696 (16)0.85880 (12)0.0272 (3)
O60.0815 (2)0.41062 (18)1.12376 (13)0.0346 (4)
OW10.05004 (19)0.03686 (18)1.12536 (14)0.0355 (4)
HW10.04620.06641.11990.050 (7)*
HW20.05370.07121.13970.056 (8)*
OW20.3809 (2)0.46687 (19)0.88644 (16)0.0425 (4)
HW40.35210.57450.87190.058 (8)*
HW30.48820.46370.86020.051 (8)*
C10.4421 (2)0.0493 (2)0.65425 (16)0.0214 (4)
C20.4019 (3)0.2226 (2)0.61857 (18)0.0273 (4)
H2A0.36890.28230.67830.033*
C30.4107 (3)0.3097 (2)0.49161 (18)0.0280 (4)
H3A0.38300.42720.46790.034*
C40.5406 (2)0.2248 (2)0.59756 (17)0.0249 (4)
H4A0.53670.28490.68110.030*
C50.4959 (2)0.0460 (2)0.56453 (16)0.0199 (4)
C60.0208 (2)0.5491 (2)0.65480 (16)0.0223 (4)
C70.0439 (3)0.7047 (3)0.62417 (18)0.0322 (5)
H7A0.04930.75990.68560.039*
C80.1021 (3)0.7817 (3)0.50065 (19)0.0341 (5)
H8A0.14560.88800.48060.041*
C90.0957 (3)0.2979 (2)0.59063 (17)0.0288 (4)
H9A0.13510.24520.67220.035*
C100.0301 (2)0.4597 (2)0.56273 (16)0.0206 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ca0.0209 (2)0.0219 (2)0.0161 (2)0.00058 (14)0.00275 (14)0.00824 (15)
S10.0223 (2)0.0256 (3)0.0165 (2)0.00341 (18)0.00316 (18)0.00874 (18)
S20.0239 (2)0.0266 (3)0.0161 (2)0.00487 (18)0.00304 (18)0.00882 (18)
O10.0304 (7)0.0361 (8)0.0322 (8)0.0070 (6)0.0010 (6)0.0082 (6)
O30.0286 (7)0.0454 (8)0.0260 (7)0.0120 (6)0.0111 (6)0.0136 (6)
O20.0463 (8)0.0329 (7)0.0227 (7)0.0061 (6)0.0006 (6)0.0157 (6)
O40.0229 (7)0.0596 (10)0.0326 (8)0.0005 (7)0.0005 (6)0.0132 (7)
O50.0315 (7)0.0258 (7)0.0249 (7)0.0045 (6)0.0086 (6)0.0078 (5)
O60.0532 (9)0.0320 (7)0.0210 (7)0.0045 (7)0.0011 (6)0.0152 (6)
OW10.0326 (8)0.0291 (8)0.0440 (9)0.0078 (6)0.0000 (7)0.0078 (6)
OW20.0306 (8)0.0294 (8)0.0598 (11)0.0044 (6)0.0085 (7)0.0037 (7)
C10.0221 (9)0.0263 (9)0.0169 (9)0.0005 (7)0.0033 (7)0.0081 (7)
C20.0321 (10)0.0268 (9)0.0254 (10)0.0041 (8)0.0041 (8)0.0128 (7)
C30.0365 (11)0.0205 (9)0.0263 (10)0.0050 (8)0.0053 (8)0.0072 (7)
C40.0306 (10)0.0233 (9)0.0199 (9)0.0019 (7)0.0036 (7)0.0056 (7)
C50.0203 (8)0.0230 (9)0.0178 (9)0.0012 (7)0.0044 (7)0.0079 (7)
C60.0260 (9)0.0259 (9)0.0164 (9)0.0014 (7)0.0025 (7)0.0089 (7)
C70.0454 (12)0.0325 (10)0.0239 (10)0.0066 (9)0.0047 (9)0.0139 (8)
C80.0496 (13)0.0273 (10)0.0284 (10)0.0123 (9)0.0029 (9)0.0092 (8)
C90.0373 (11)0.0280 (10)0.0209 (9)0.0060 (8)0.0015 (8)0.0056 (7)
C100.0221 (9)0.0234 (9)0.0176 (9)0.0018 (7)0.0043 (7)0.0080 (7)
Geometric parameters (Å, º) top
Ca—O22.3048 (13)O6—S2ii1.4534 (13)
Ca—O62.3075 (13)C1—C21.373 (3)
Ca—O32.3110 (13)C1—C51.435 (2)
Ca—OW22.3177 (15)C2—C31.404 (3)
Ca—OW12.3328 (14)C3—C4iii1.366 (3)
Ca—O52.3755 (13)C4—C3iii1.366 (3)
S1—O21.4511 (13)C4—C51.418 (2)
S1—O3i1.4532 (14)C5—C5iii1.435 (4)
S1—O11.4541 (14)C6—C71.364 (3)
S1—C11.7739 (18)C6—C101.435 (2)
S2—O41.4382 (15)C7—C81.401 (3)
S2—O6ii1.4534 (13)C8—C9iv1.367 (3)
S2—O51.4678 (13)C9—C8iv1.367 (3)
S2—C61.7753 (18)C9—C101.416 (3)
O3—S1i1.4532 (14)C10—C10iv1.429 (4)
O2—Ca—O6177.54 (6)O6ii—S2—C6105.67 (8)
O2—Ca—O393.39 (5)O5—S2—C6106.38 (8)
O6—Ca—O388.93 (5)S1i—O3—Ca148.91 (8)
O2—Ca—OW289.25 (6)S1—O2—Ca166.63 (10)
O6—Ca—OW291.41 (6)S2—O5—Ca132.43 (7)
O3—Ca—OW294.22 (6)S2ii—O6—Ca144.93 (10)
O2—Ca—OW195.78 (5)C2—C1—C5121.48 (16)
O6—Ca—OW183.46 (5)C2—C1—S1117.92 (13)
O3—Ca—OW188.01 (5)C5—C1—S1120.53 (14)
OW2—Ca—OW1174.37 (5)C1—C2—C3119.78 (16)
O2—Ca—O583.70 (5)C4iii—C3—C2121.05 (17)
O6—Ca—O593.91 (5)C3iii—C4—C5120.91 (17)
O3—Ca—O5173.07 (5)C4—C5—C5iii119.14 (19)
OW2—Ca—O592.03 (5)C4—C5—C1123.23 (16)
OW1—Ca—O586.03 (5)C5iii—C5—C1117.63 (19)
O2—S1—O3i112.77 (9)C7—C6—C10121.40 (17)
O2—S1—O1112.38 (9)C7—C6—S2118.15 (13)
O3i—S1—O1111.52 (9)C10—C6—S2120.44 (14)
O2—S1—C1106.28 (9)C6—C7—C8120.29 (17)
O3i—S1—C1107.14 (8)C9iv—C8—C7120.61 (18)
O1—S1—C1106.23 (8)C8iv—C9—C10120.88 (17)
O4—S2—O6ii113.92 (9)C9—C10—C10iv119.35 (19)
O4—S2—O5111.99 (9)C9—C10—C6123.18 (17)
O6ii—S2—O5110.62 (8)C10iv—C10—C6117.5 (2)
O4—S2—C6107.73 (9)
O2—Ca—O3—S1i13.61 (19)O1—S1—C1—C2116.78 (15)
O6—Ca—O3—S1i167.23 (19)O2—S1—C1—C5179.90 (14)
OW2—Ca—O3—S1i75.89 (19)O3i—S1—C1—C559.30 (16)
OW1—Ca—O3—S1i109.28 (19)O1—S1—C1—C560.02 (16)
O5—Ca—O3—S1i78.5 (4)C5—C1—C2—C31.0 (3)
O3i—S1—O2—Ca110.2 (4)S1—C1—C2—C3175.82 (15)
O1—S1—O2—Ca16.9 (5)C1—C2—C3—C4iii0.2 (3)
C1—S1—O2—Ca132.7 (4)C3iii—C4—C5—C5iii0.7 (3)
O6—Ca—O2—S163.7 (13)C3iii—C4—C5—C1179.29 (18)
O3—Ca—O2—S196.5 (4)C2—C1—C5—C4179.18 (17)
OW2—Ca—O2—S1169.3 (4)S1—C1—C5—C44.1 (3)
OW1—Ca—O2—S18.2 (4)C2—C1—C5—C5iii0.8 (3)
O5—Ca—O2—S177.2 (4)S1—C1—C5—C5iii175.85 (16)
O4—S2—O5—Ca133.15 (10)O4—S2—C6—C7125.41 (17)
O6ii—S2—O5—Ca4.89 (13)O6ii—S2—C6—C73.3 (2)
C6—S2—O5—Ca109.40 (11)O5—S2—C6—C7114.34 (17)
O2—Ca—O5—S2147.63 (11)O4—S2—C6—C1053.36 (17)
O6—Ca—O5—S232.94 (11)O6ii—S2—C6—C10175.49 (15)
O3—Ca—O5—S2146.9 (3)O5—S2—C6—C1066.89 (17)
OW2—Ca—O5—S258.60 (11)C10—C6—C7—C80.4 (3)
OW1—Ca—O5—S2116.10 (11)S2—C6—C7—C8178.35 (17)
O2—Ca—O6—S2ii146.9 (11)C6—C7—C8—C9iv0.3 (3)
O3—Ca—O6—S2ii52.79 (16)C8iv—C9—C10—C10iv0.1 (3)
OW2—Ca—O6—S2ii41.41 (16)C8iv—C9—C10—C6179.85 (19)
OW1—Ca—O6—S2ii140.91 (16)C7—C6—C10—C9179.8 (2)
O5—Ca—O6—S2ii133.54 (15)S2—C6—C10—C91.4 (3)
O2—S1—C1—C23.10 (18)C7—C6—C10—C10iv0.4 (3)
O3i—S1—C1—C2123.91 (15)S2—C6—C10—C10iv178.36 (17)
Symmetry codes: (i) x+1, y, z+2; (ii) x, y+1, z+2; (iii) x+1, y, z+1; (iv) x, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
OW1—HW1···O5v0.872.022.8708 (18)165
OW1—HW2···O1v0.851.952.798 (2)174
OW2—HW4···O1vi0.862.002.855 (2)177
OW2—HW3···O4vii0.861.932.784 (2)172
Symmetry codes: (v) x, y, z+2; (vi) x, y+1, z; (vii) x+1, y, z.
(6) strontium 1,5-naphthalenedisulfonate monohydrate top
Crystal data top
Sr2+·C10H6O6S22·H2OF(000) = 776
Mr = 391.90Dx = 2.162 Mg m3
Orthorhombic, PnmaMo Kα radiation, λ = 0.71073 Å
a = 9.5424 (11) ŵ = 4.85 mm1
b = 21.705 (2) ÅT = 293 K
c = 5.8137 (7) ÅNeedle, colorless
V = 1204.1 (2) Å30.23 × 0.08 × 0.06 mm
Z = 4
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1529 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.025
Graphite monochromatorθmax = 30.0°, θmin = 4.2°
phi and ω scansh = 1312
8022 measured reflectionsk = 2630
1792 independent reflectionsl = 87
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)] = 0.023Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.059H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.0361P)2]
where P = (Fo2 + 2Fc2)/3
1792 reflections(Δ/σ)max = 0.001
98 parametersΔρmax = 0.52 e Å3
0 restraintsΔρmin = 0.48 e Å3
Crystal data top
Sr2+·C10H6O6S22·H2OV = 1204.1 (2) Å3
Mr = 391.90Z = 4
Orthorhombic, PnmaMo Kα radiation
a = 9.5424 (11) ŵ = 4.85 mm1
b = 21.705 (2) ÅT = 293 K
c = 5.8137 (7) Å0.23 × 0.08 × 0.06 mm
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1529 reflections with I > 2σ(I)
8022 measured reflectionsRint = 0.025
1792 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0230 restraints
wR(F2) = 0.059H atoms treated by a mixture of independent and constrained refinement
S = 1.03Δρmax = 0.52 e Å3
1792 reflectionsΔρmin = 0.48 e Å3
98 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sr0.78320 (2)0.25001.08584 (4)0.01479 (8)
S0.94780 (5)0.343834 (19)0.57116 (7)0.01710 (10)
O10.8819 (2)0.31616 (6)0.7688 (3)0.0439 (5)
O21.09408 (16)0.32613 (7)0.5494 (3)0.0327 (4)
O30.87038 (18)0.33370 (7)0.3592 (3)0.0353 (4)
OW0.5987 (3)0.25001.4362 (4)0.0340 (5)
C10.85741 (18)0.50660 (8)0.8644 (3)0.0191 (4)
H1A0.80780.51910.99390.023*
C20.87023 (19)0.44371 (8)0.8167 (3)0.0175 (3)
H2A0.82990.41490.91480.021*
C30.94218 (17)0.42449 (8)0.6256 (3)0.0145 (3)
C41.00666 (18)0.46789 (8)0.4742 (3)0.0142 (3)
C51.08377 (18)0.45013 (8)0.2751 (3)0.0175 (3)
H5A1.09410.40860.24010.021*
HW10.603 (3)0.2800 (13)1.506 (5)0.047 (8)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sr0.01639 (12)0.01303 (11)0.01494 (12)0.0000.00124 (9)0.000
S0.0205 (2)0.0102 (2)0.0206 (2)0.00017 (15)0.00277 (16)0.00016 (14)
O10.0748 (12)0.0149 (7)0.0421 (9)0.0014 (7)0.0329 (9)0.0073 (6)
O20.0236 (7)0.0204 (7)0.0542 (10)0.0078 (6)0.0017 (7)0.0053 (6)
O30.0445 (9)0.0234 (7)0.0379 (8)0.0011 (7)0.0164 (7)0.0105 (6)
OW0.0374 (13)0.0364 (14)0.0281 (12)0.0000.0057 (10)0.000
C10.0212 (9)0.0199 (9)0.0161 (8)0.0014 (7)0.0047 (6)0.0032 (6)
C20.0191 (8)0.0160 (8)0.0174 (8)0.0004 (7)0.0024 (7)0.0018 (6)
C30.0155 (8)0.0102 (7)0.0179 (8)0.0005 (6)0.0018 (6)0.0003 (6)
C40.0148 (7)0.0129 (7)0.0149 (8)0.0006 (6)0.0010 (6)0.0011 (6)
C50.0205 (8)0.0137 (7)0.0184 (8)0.0020 (7)0.0012 (7)0.0031 (6)
Geometric parameters (Å, º) top
Sr—O1i2.5190 (14)S—C31.7798 (17)
Sr—O12.5190 (14)O2—Srvii2.5700 (14)
Sr—O3ii2.5531 (14)O3—Srviii2.5531 (14)
Sr—O3iii2.5531 (14)OW—Srix3.014 (3)
Sr—O2iv2.5700 (14)C1—C5x1.362 (2)
Sr—O2v2.5700 (14)C1—C21.398 (2)
Sr—OW2.692 (2)C2—C31.371 (2)
Sr—OWvi3.014 (3)C3—C41.429 (2)
S—O11.4412 (15)C4—C51.424 (2)
S—O21.4533 (15)C4—C4x1.432 (3)
S—O31.4536 (15)C5—C1x1.362 (2)
O1i—Sr—O169.51 (7)O3iii—Sr—OWvi72.60 (5)
O1i—Sr—O3ii137.67 (6)O2iv—Sr—OWvi133.51 (4)
O1—Sr—O3ii85.86 (6)O2v—Sr—OWvi133.51 (4)
O1i—Sr—O3iii85.86 (6)OW—Sr—OWvi133.27 (4)
O1—Sr—O3iii137.67 (6)O1—S—O2112.24 (11)
O3ii—Sr—O3iii90.74 (7)O1—S—O3113.03 (11)
O1i—Sr—O2iv70.86 (5)O2—S—O3111.98 (10)
O1—Sr—O2iv113.91 (6)O1—S—C3104.77 (8)
O3ii—Sr—O2iv151.25 (6)O2—S—C3107.73 (8)
O3iii—Sr—O2iv87.80 (5)O3—S—C3106.51 (8)
O1i—Sr—O2v113.91 (6)S—O1—Sr169.77 (9)
O1—Sr—O2v70.86 (5)S—O2—Srvii150.59 (10)
O3ii—Sr—O2v87.80 (5)S—O3—Srviii143.22 (9)
O3iii—Sr—O2v151.25 (6)Sr—OW—Srix128.39 (9)
O2iv—Sr—O2v80.02 (7)C5x—C1—C2121.27 (16)
O1i—Sr—OW142.94 (4)C3—C2—C1120.10 (16)
O1—Sr—OW142.94 (4)C2—C3—C4120.96 (15)
O3ii—Sr—OW75.05 (6)C2—C3—S117.29 (13)
O3iii—Sr—OW75.05 (6)C4—C3—S121.73 (12)
O2iv—Sr—OW76.84 (6)C5—C4—C3123.00 (15)
O2v—Sr—OW76.84 (6)C5—C4—C4x118.68 (19)
O1i—Sr—OWvi66.13 (6)C3—C4—C4x118.32 (19)
O1—Sr—OWvi66.13 (6)C1x—C5—C4120.66 (15)
O3ii—Sr—OWvi72.60 (5)
O2—S—O1—Sr52.3 (8)O3iii—Sr—OW—Srix132.56 (4)
O3—S—O1—Sr75.5 (7)O2iv—Sr—OW—Srix41.32 (4)
C3—S—O1—Sr168.9 (7)O2v—Sr—OW—Srix41.32 (4)
O1i—Sr—O1—S8.4 (8)OWvi—Sr—OW—Srix180.0
O3ii—Sr—O1—S136.5 (7)C5x—C1—C2—C30.5 (3)
O3iii—Sr—O1—S50.0 (8)C1—C2—C3—C40.9 (3)
O2iv—Sr—O1—S65.1 (7)C1—C2—C3—S177.60 (14)
O2v—Sr—O1—S134.4 (7)O1—S—C3—C25.88 (17)
OW—Sr—O1—S165.1 (7)O2—S—C3—C2125.57 (15)
OWvi—Sr—O1—S63.7 (7)O3—S—C3—C2114.12 (15)
O1—S—O2—Srvii84.0 (2)O1—S—C3—C4175.67 (15)
O3—S—O2—Srvii44.3 (2)O2—S—C3—C455.98 (16)
C3—S—O2—Srvii161.14 (19)O3—S—C3—C464.32 (16)
O1—S—O3—Srviii62.34 (19)C2—C3—C4—C5179.28 (16)
O2—S—O3—Srviii65.61 (19)S—C3—C4—C52.3 (2)
C3—S—O3—Srviii176.86 (15)C2—C3—C4—C4x0.5 (3)
O1i—Sr—OW—Srix71.07 (10)S—C3—C4—C4x177.89 (17)
O1—Sr—OW—Srix71.07 (10)C3—C4—C5—C1x179.64 (16)
O3ii—Sr—OW—Srix132.56 (4)C4x—C4—C5—C1x0.6 (3)
Symmetry codes: (i) x, y+1/2, z; (ii) x, y, z+1; (iii) x, y+1/2, z+1; (iv) x1/2, y+1/2, z+3/2; (v) x1/2, y, z+3/2; (vi) x+1/2, y, z+5/2; (vii) x+1/2, y, z+3/2; (viii) x, y, z1; (ix) x1/2, y, z+5/2; (x) x+2, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O1ix0.77 (3)2.60 (3)3.047 (3)118 (3)
Symmetry code: (ix) x1/2, y, z+5/2.
(7) barium 1,5-naphthalenedisulfonate monohydrate top
Crystal data top
Ba2+·C10H6O6S22·H2OF(000) = 848
Mr = 441.62Dx = 2.272 Mg m3
Orthorhombic, PnmaMo Kα radiation, λ = 0.71073 Å
a = 9.7662 (14) Åθ = 3.5–30.0°
b = 22.080 (3) ŵ = 3.43 mm1
c = 5.9870 (8) ÅT = 293 K
V = 1291.0 (3) Å3Needle, colorless
Z = 40.40 × 0.07 × 0.04 mm
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1636 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.023
Graphite monochromatorθmax = 30.0°, θmin = 3.5°
phi and ω scansh = 1013
6956 measured reflectionsk = 2530
1873 independent reflectionsl = 87
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)] = 0.023Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.056H atoms treated by a mixture of independent and constrained refinement
S = 1.01 w = 1/[σ2(Fo2) + (0.0338P)2 + 0.4684P]
where P = (Fo2 + 2Fc2)/3
1873 reflections(Δ/σ)max = 0.001
98 parametersΔρmax = 1.26 e Å3
0 restraintsΔρmin = 0.69 e Å3
Crystal data top
Ba2+·C10H6O6S22·H2OV = 1291.0 (3) Å3
Mr = 441.62Z = 4
Orthorhombic, PnmaMo Kα radiation
a = 9.7662 (14) ŵ = 3.43 mm1
b = 22.080 (3) ÅT = 293 K
c = 5.9870 (8) Å0.40 × 0.07 × 0.04 mm
Data collection top
Bruker Smart 1000 CCD area detector
diffractometer
1636 reflections with I > 2σ(I)
6956 measured reflectionsRint = 0.023
1873 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0230 restraints
wR(F2) = 0.056H atoms treated by a mixture of independent and constrained refinement
S = 1.01Δρmax = 1.26 e Å3
1873 reflectionsΔρmin = 0.69 e Å3
98 parameters
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ba10.781091 (18)0.75000.58819 (3)0.02005 (7)
S10.94448 (6)0.84699 (2)1.07146 (9)0.02414 (13)
O10.8744 (3)0.83755 (9)0.8615 (4)0.0540 (6)
O20.8752 (3)0.81970 (8)1.2577 (4)0.0612 (7)
O31.0865 (2)0.82884 (9)1.0585 (4)0.0514 (6)
OW0.5954 (3)0.75000.9618 (5)0.0408 (7)
C11.0813 (2)0.95018 (9)0.7831 (4)0.0237 (4)
H1A1.09030.90920.75060.028*
C21.0061 (2)0.96841 (9)0.9754 (4)0.0186 (4)
C30.9411 (2)0.92635 (9)1.1232 (4)0.0196 (4)
C40.8704 (2)0.94577 (10)1.3075 (4)0.0243 (4)
H4A0.82930.91781.40230.029*
C50.8599 (2)1.00824 (10)1.3532 (4)0.0262 (5)
H5A0.81201.02111.47870.031*
HW10.603 (4)0.7198 (16)1.031 (6)0.056 (11)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ba10.02012 (11)0.01746 (10)0.02258 (11)0.0000.00234 (7)0.000
S10.0285 (3)0.0141 (2)0.0299 (3)0.0001 (2)0.0043 (2)0.00025 (19)
O10.0771 (17)0.0305 (10)0.0546 (13)0.0075 (10)0.0270 (13)0.0118 (9)
O20.1028 (19)0.0203 (8)0.0606 (14)0.0019 (10)0.0450 (14)0.0091 (9)
O30.0342 (11)0.0272 (10)0.0927 (19)0.0111 (8)0.0074 (11)0.0065 (10)
OW0.0398 (16)0.0455 (18)0.0370 (16)0.0000.0052 (13)0.000
C10.0261 (11)0.0180 (9)0.0270 (11)0.0017 (8)0.0030 (9)0.0055 (8)
C20.0169 (9)0.0173 (9)0.0216 (10)0.0005 (7)0.0013 (8)0.0025 (8)
C30.0215 (10)0.0130 (9)0.0243 (10)0.0020 (7)0.0013 (8)0.0010 (7)
C40.0261 (11)0.0219 (10)0.0249 (11)0.0004 (8)0.0047 (9)0.0019 (8)
C50.0294 (11)0.0253 (10)0.0238 (10)0.0023 (9)0.0078 (10)0.0036 (9)
Geometric parameters (Å, º) top
Ba1—O2i2.6698 (19)S1—C31.780 (2)
Ba1—O2ii2.6698 (19)O2—Ba1vii2.6698 (19)
Ba1—O12.6915 (19)O3—Ba1vi2.7229 (19)
Ba1—O1iii2.6915 (19)OW—Ba1v3.084 (3)
Ba1—O3iv2.7229 (19)C1—C5viii1.356 (3)
Ba1—O3v2.7229 (19)C1—C21.424 (3)
Ba1—OW2.880 (3)C2—C2viii1.431 (4)
Ba1—OWvi3.084 (3)C2—C31.431 (3)
S1—O21.437 (2)C3—C41.370 (3)
S1—O31.446 (2)C4—C51.410 (3)
S1—O11.447 (2)C5—C1viii1.356 (3)
O2i—Ba1—O2ii70.40 (8)O1iii—Ba1—OWvi73.87 (7)
O2i—Ba1—O1138.42 (9)O3iv—Ba1—OWvi131.56 (6)
O2ii—Ba1—O185.41 (8)O3v—Ba1—OWvi131.56 (6)
O2i—Ba1—O1iii85.41 (8)OW—Ba1—OWvi134.60 (6)
O2ii—Ba1—O1iii138.42 (9)O2—S1—O3112.14 (15)
O1—Ba1—O1iii91.82 (9)O2—S1—O1113.03 (17)
O2i—Ba1—O3iv68.46 (7)O3—S1—O1111.57 (14)
O2ii—Ba1—O3iv111.70 (8)O2—S1—C3105.61 (11)
O1—Ba1—O3iv153.07 (8)O3—S1—C3107.47 (11)
O1iii—Ba1—O3iv88.46 (7)O1—S1—C3106.52 (11)
O2i—Ba1—O3v111.70 (8)S1—O1—Ba1142.37 (12)
O2ii—Ba1—O3v68.46 (7)S1—O2—Ba1vii168.26 (13)
O1—Ba1—O3v88.46 (7)S1—O3—Ba1vi149.78 (13)
O1iii—Ba1—O3v153.07 (8)Ba1—OW—Ba1v123.46 (11)
O3iv—Ba1—O3v79.48 (9)C5viii—C1—C2120.91 (19)
O2i—Ba1—OW142.42 (5)C1—C2—C2viii119.0 (2)
O2ii—Ba1—OW142.42 (5)C1—C2—C3123.05 (18)
O1—Ba1—OW74.98 (7)C2viii—C2—C3118.0 (2)
O1iii—Ba1—OW74.98 (7)C4—C3—C2121.22 (18)
O3iv—Ba1—OW79.11 (7)C4—C3—S1117.23 (16)
O3v—Ba1—OW79.11 (7)C2—C3—S1121.53 (15)
O2i—Ba1—OWvi65.50 (8)C3—C4—C5119.9 (2)
O2ii—Ba1—OWvi65.50 (8)C1viii—C5—C4121.0 (2)
O1—Ba1—OWvi73.87 (7)
O2—S1—O1—Ba157.9 (3)O1iii—Ba1—OW—Ba1v131.96 (5)
O3—S1—O1—Ba169.6 (3)O3iv—Ba1—OW—Ba1v40.62 (5)
C3—S1—O1—Ba1173.4 (2)O3v—Ba1—OW—Ba1v40.62 (5)
O2i—Ba1—O1—S186.0 (3)OWvi—Ba1—OW—Ba1v180.0
O2ii—Ba1—O1—S1139.3 (3)C5viii—C1—C2—C2viii0.5 (4)
O1iii—Ba1—O1—S10.9 (3)C5viii—C1—C2—C3179.4 (2)
O3iv—Ba1—O1—S189.3 (3)C1—C2—C3—C4179.6 (2)
O3v—Ba1—O1—S1152.2 (3)C2viii—C2—C3—C40.6 (4)
OW—Ba1—O1—S173.1 (3)C1—C2—C3—S12.3 (3)
OWvi—Ba1—O1—S173.5 (3)C2viii—C2—C3—S1177.6 (2)
O3—S1—O2—Ba1vii32.6 (9)O2—S1—C3—C44.3 (2)
O1—S1—O2—Ba1vii94.6 (9)O3—S1—C3—C4124.15 (19)
C3—S1—O2—Ba1vii149.3 (8)O1—S1—C3—C4116.2 (2)
O2—S1—O3—Ba1vi88.2 (3)O2—S1—C3—C2177.5 (2)
O1—S1—O3—Ba1vi39.8 (3)O3—S1—C3—C257.6 (2)
C3—S1—O3—Ba1vi156.2 (2)O1—S1—C3—C262.1 (2)
O2i—Ba1—OW—Ba1v70.94 (13)C2—C3—C4—C50.4 (3)
O2ii—Ba1—OW—Ba1v70.94 (13)S1—C3—C4—C5177.80 (19)
O1—Ba1—OW—Ba1v131.96 (5)C3—C4—C5—C1viii0.2 (4)
Symmetry codes: (i) x, y+3/2, z1; (ii) x, y, z1; (iii) x, y+3/2, z; (iv) x1/2, y+3/2, z+3/2; (v) x1/2, y, z+3/2; (vi) x+1/2, y, z+3/2; (vii) x, y, z+1; (viii) x+2, y+2, z+2.

Experimental details

(1)(2)(3)(4)
Crystal data
Chemical formula2(Li+)·C10H6O6S22·2(H2O)2(Na+)·C10H6O6S22·2(H2O)2(K+)·C10H6O6S22·2(H2O)MgH12O62+·C10H6S2O62
Mr336.18368.28400.50418.67
Crystal system, space groupMonoclinic, P21/cMonoclinic, P21/cMonoclinic, P21/cMonoclinic, P21/c
Temperature (K)293293293293
a, b, c (Å)10.8901 (17), 7.8842 (13), 8.0619 (13)11.6398 (17), 5.5507 (8), 10.7148 (16)11.0278 (18), 8.5748 (14), 7.9845 (13)13.1955 (8), 6.6981 (4), 9.6616 (6)
α, β, γ (°)90, 104.228 (3), 9090, 96.187 (3), 9090, 102.631 (3), 9090, 92.304 (1), 90
V3)670.96 (19)688.24 (17)736.8 (2)853.25 (9)
Z2222
Radiation typeMo KαMo KαMo KαMo Kα
µ (mm1)0.430.490.960.41
Crystal size (mm)0.33 × 0.21 × 0.060.33 × 0.16 × 0.110.36 × 0.20 × 0.170.27 × 0.21 × 0.19
Data collection
DiffractometerBruker Smart 1000 CCD area detector
diffractometer
Bruker Smart 1000 CCD area detector
diffractometer
Bruker Smart 1000 CCD area detector
diffractometer
Bruker Smart 1000 CCD area detector
diffractometer
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
4629, 1940, 1727 4234, 1692, 1516 5435, 2131, 1860 5674, 2449, 2250
Rint0.0180.0260.0220.019
(sin θ/λ)max1)0.7040.6670.7050.703
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.101, 1.11 0.031, 0.092, 1.06 0.033, 0.094, 1.10 0.028, 0.086, 1.05
No. of reflections1940169221312449
No. of parameters108109109152
H-atom treatmentH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.45, 0.590.36, 0.490.37, 0.370.41, 0.36


(5)(6)(7)
Crystal data
Chemical formulaCa2+·C10H6O6S22·2(H2O)Sr2+·C10H6O6S22·H2OBa2+·C10H6O6S22·H2O
Mr362.38391.90441.62
Crystal system, space groupTriclinic, P1Orthorhombic, PnmaOrthorhombic, Pnma
Temperature (K)293293293
a, b, c (Å)7.8971 (8), 8.1750 (8), 11.2358 (11)9.5424 (11), 21.705 (2), 5.8137 (7)9.7662 (14), 22.080 (3), 5.9870 (8)
α, β, γ (°)73.945 (2), 83.063 (2), 83.435 (2)90, 90, 9090, 90, 90
V3)689.48 (12)1204.1 (2)1291.0 (3)
Z244
Radiation typeMo KαMo KαMo Kα
µ (mm1)0.794.853.43
Crystal size (mm)0.36 × 0.20 × 0.060.23 × 0.08 × 0.060.40 × 0.07 × 0.04
Data collection
DiffractometerBruker Smart 1000 CCD area detector
diffractometer
Bruker Smart 1000 CCD area detector
diffractometer
Bruker Smart 1000 CCD area detector
diffractometer
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
3839, 2751, 2456 8022, 1792, 1529 6956, 1873, 1636
Rint0.0310.0250.023
(sin θ/λ)max1)0.6250.7030.703
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.034, 0.101, 1.09 0.023, 0.059, 1.03 0.023, 0.056, 1.01
No. of reflections275117921873
No. of parameters1949898
H-atom treatmentH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.74, 0.530.52, 0.481.26, 0.69

Computer programs: Bruker SMART, Bruker SHELXTL, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997).

Hydrogen-bond geometry (Å, º) for (1) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O1i0.80 (3)2.07 (3)2.8676 (17)175 (2)
OW—HW2···O3ii0.85 (3)2.11 (3)2.8942 (17)153 (2)
Symmetry codes: (i) x, y+3/2, z1/2; (ii) x, y1, z.
Hydrogen-bond geometry (Å, º) for (2) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O3i0.89 (4)2.02 (4)2.8927 (18)168 (3)
OW—HW2···O1ii0.76 (4)2.14 (4)2.8619 (18)159 (3)
Symmetry codes: (i) x+1, y+1/2, z+3/2; (ii) x+1, y1/2, z+3/2.
Hydrogen-bond geometry (Å, º) for (3) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O2i0.79 (3)2.01 (3)2.751 (3)154 (3)
OW—HW2···O3ii0.76 (4)2.39 (4)3.029 (3)144 (3)
OW—HW2···O1iii0.76 (4)2.63 (4)3.145 (3)127 (3)
Symmetry codes: (i) x, y+1/2, z1/2; (ii) x, y1, z; (iii) x, y+1/2, z+1/2.
Hydrogen-bond geometry (Å, º) for (4) top
D—H···AD—HH···AD···AD—H···A
O1—H1OB···O50.84 (2)1.88 (2)2.7223 (12)174.4 (19)
O1—H1OB···S0.84 (2)2.98 (2)3.7588 (9)155.4 (15)
O1—H1OA···O6i0.82 (2)1.90 (2)2.7124 (11)170 (2)
O2—H2OA···O5ii0.88 (2)1.90 (2)2.7712 (11)171.9 (19)
O2—H2OA···Sii0.88 (2)2.75 (2)3.5332 (8)149.5 (17)
O2—H2OB···O4iii0.83 (2)1.98 (2)2.8030 (12)177 (2)
O2—H2OB···Siii0.83 (2)2.93 (2)3.6970 (9)155.8 (17)
O3—H3OA···O4iv0.82 (2)2.03 (2)2.8548 (12)179 (2)
O3—H3OB···O2ii0.85 (2)2.08 (2)2.9168 (12)167.6 (18)
Symmetry codes: (i) x, y1, z; (ii) x+1, y1/2, z+3/2; (iii) x+1, y+2, z+2; (iv) x+1, y+1, z+2.
Hydrogen-bond geometry (Å, º) for (5) top
D—H···AD—HH···AD···AD—H···A
OW1—HW1···O5i0.872.022.8708 (18)164.8
OW1—HW2···O1i0.851.952.798 (2)173.9
OW2—HW4···O1ii0.862.002.855 (2)177.2
OW2—HW3···O4iii0.861.932.784 (2)171.6
Symmetry codes: (i) x, y, z+2; (ii) x, y+1, z; (iii) x+1, y, z.
Hydrogen-bond geometry (Å, º) for (6) top
D—H···AD—HH···AD···AD—H···A
OW—HW1···O1i0.77 (3)2.60 (3)3.047 (3)118 (3)
Symmetry code: (i) x1/2, y, z+5/2.
 

Follow Acta Cryst. B
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds