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Acta Cryst. (2003). E59, o1354-o1356
https://doi.org/10.1107/S1600536803014065
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A supramolecular assembly: aqua­tris­(penta­fluoro­phenyl)­borane as its mixed di­methyl sulfone and water solvate, (H2O)B(C6F5)3·Me2SO2·H2O

S. J. Coles, M. B. Hursthouse, M. A. Beckett and M. Dutton
The title compound, C18H2BF15O·H2O·C2H6O2, obtained by crystallization of a product formed from a reaction mixture containing B(C6F5)3 and Me2SO2 (and H2O) in hexane, was characterized in the solid state as a supramolecular assembly containing water adducts of tris­(penta­fluoro­phenyl)­borane, (H2O)B(C6F5)3, linked together by a network of hydrogen bonds involving one additional H2O and one additional Me2SO2 mol­ecule per adduct mol­ecule.
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Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803014065/bt6294sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803014065/bt6294Isup2.hkl
Contains datablock I

CCDC reference: 222893

checkCIF report

Key indicators

  • Single-crystal X-ray study
  • T = 150 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.035
  • wR factor = 0.095
  • Data-to-parameter ratio = 13.6

checkCIF/PLATON results

No syntax errors found




Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.99
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       1.05
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........         O1
PLAT431_ALERT_2_C Short Inter HL..A Contact  F15    ..  O2       =       2.92 Ang.


Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      1.051
            Tmax scaled      0.972 Tmin scaled      0.837


   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   6 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
Comment top

There has been much recent interest in the chemistry of B(C6F5) due to its Lewis acidic properties and it potential as a catalyst for organic transformations (Piers & Chivers, 1997). We have recently explored the chemistry of phosphoryl donors (Beckett et al., 2000, 2001) towards B(C6F5)3 and have now turned our attention to sulfuryl donors. In an attempt to obtain the Me2SO2 adduct of B(C6F5), we inadvertently prepared the title compound (H2O)B(C6F5)3·Me2SO2·H2O, (I), as a consequence of adventitious H2O in our reaction system. Compound (I) was characterized by melting point, elemental analysis, IR and NMR (1H and 11B) spectroscopy, and in the solid state by a single-crystal X-ray diffraction study.

The structure of (I) may be conveniently described as a water adduct of B(C6F5)3 i.e. (H2O)B(C6F5)3 linked to other adduct moieties by a network of hydrogen bonds involving one additional H2O and one Me2SO2 molecule per adduct molecule. Previous crystallographic studies on structures which contain the B(C6F5)3 motif include [(C6F5)3B(OH)B(C6F5)3]− (Danopoulos et al., 1998), [WO{OBC6F5)3}3]2− (Barrada at al., 1999), [Zr(Cp*)2{OB(C6F5)3}] (Siedle et al., 1993), and the adducts B(C6F5)3. L, with L = Et3PO (Beckett et al., 2000), Ph3PO (Beckett et al., 2001), PPh3 (Jacobson et al., 1999), RCN (R = Me, 4-MeC6H4, 4-NO2C6H4) (Jacobson et al., 1999), RNC (R = tBu, CMe2CH2tBu) (Jacobson et al., 1999), H2O (Doerrer & Green, 1999; Danopoulos et al., 1998), PhC(X)O (X = OEt, NiPr2, H, Me) (Parks et al., 1998), PH3 (Bradley et al., 1991), and PtBuH2 (Bradley et al., 1996). The structure of the B(C6F5) moiety in (I) is that of a three-bladed propellor and is geometrically comparable with the structures outlined above.

A view of (I), showing the atomic numbering scheme, is shown in Fig. 1. Bond lengths and internuclear angles (Table 1) for the (H2O)B(C6F5)3 component of (I) are not significantly different to those found within this moiety in the structures of (H2O)B(C6F5)3 (Doerrer & Green, 1999) and (H2O)B(C6F5)3·2H2O (Danopoulos et al., 1998). These earlier structures which contain the (H2O)B(C6F5)3 fragment display hydrogen-bond interactions. Hydrogen-bond interactions and weakly interacting short contacts are apparent in (I) (Table 2) and these are responsible for its supramolecular architecture (Fig. 2). Two dimethyl sulfone and two water molecules associate as a tetramer, which binds two aquatris(pentafluorophenyl)borane moieties through the water ligand and fluoride groups.

Experimental top

To a stirred solution of B(B6F5)3 (0.25 g, 0.48 mmol) in hexane was added Me2SO2 (0.12 g, 0.48 mmol). The product, (C6F5)3B(H2O)·Me2SO2·H2O, precipitated out of the reaction mixture as a white solid (0.21; 67%). M.p. 336 K. NMR (δ/p.p.m.; CDCl3/RT): 1H (250 MHz): 2.98 (s, 6H), 5.97 (br, s, 4H); 11B 80.2 MHz: −0.6; IR (KBr disc, \vmax)/cm−1): 3,500 (br), 3020 (w) 2940 (w), 1648 (s), 1519 (s) 1460 (s), 1279 (s), 1144 (s), 1098 (s), 977 (s), 935 (m), 764 (m), 680 (m). Elemental analysis required for C20H10BF15SO4: C 37.4, H 1.6%; found: C 37.7, H 1.0%. A single-crystal suitable for X-ray diffraction was grown by diffusion of hexane into a CHCl3 solution of the adduct.

Computing details top

Data collection: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998); cell refinement: DENZO and COLLECT; data reduction: DENZO and COLLECT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2002).

Figures top
[Figure 1] Fig. 1. View of structure showing the adduct + H2O + O2SMe2, and the atom-numbering scheme.
[Figure 2] Fig. 2. View showing the inter- and intramolecular interactions forming a supramolecular assembly.
(I) top
Crystal data top
C18H2BF15O·H2O·C2H6O2SZ = 2
Mr = 642.15F(000) = 636
Triclinic, P1Dx = 1.836 Mg m−3
a = 10.357 (2) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.397 (2) ÅCell parameters from 28129 reflections
c = 11.671 (2) Åθ = 1–27.5°
α = 77.76 (3)°µ = 0.29 mm−1
β = 71.14 (3)°T = 150 K
γ = 83.95 (3)°Block, colourless
V = 1161.4 (4) Å30.5 × 0.3 × 0.1 mm
Data collection top
Bruker–Nonius KappaCCD area-detector
diffractometer		5282 independent reflections
Radiation source: Bruker–Nonius FR591 rotating anode4488 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.048
Detector resolution: 9.091 pixels mm-1θmax = 27.5°, θmin = 2.3°
ϕ and ω scansh = −13→13
Absorption correction: multi-scan
(SORTAV; Blessing, 1997)		k = −13→13
Tmin = 0.796, Tmax = 0.924l = −14→15
21780 measured reflections
Refinement top
Refinement on F2H atoms treated by a mixture of independent and constrained refinement
Least-squares matrix: full w = 1/[σ2(Fo2) + (0.0521P)2 + 0.3645P]
where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.035(Δ/σ)max = 0.007
wR(F2) = 0.096Δρmax = 0.31 e Å−3
S = 1.03Δρmin = −0.35 e Å−3
5282 reflectionsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
389 parametersExtinction coefficient: 0.053 (3)
0 restraints
Crystal data top
C18H2BF15O·H2O·C2H6O2Sγ = 83.95 (3)°
Mr = 642.15V = 1161.4 (4) Å3
Triclinic, P1Z = 2
a = 10.357 (2) ÅMo Kα radiation
b = 10.397 (2) ŵ = 0.29 mm−1
c = 11.671 (2) ÅT = 150 K
α = 77.76 (3)°0.5 × 0.3 × 0.1 mm
β = 71.14 (3)°
Data collection top
Bruker–Nonius KappaCCD area-detector
diffractometer		5282 independent reflections
Absorption correction: multi-scan
(SORTAV; Blessing, 1997)		4488 reflections with I > 2σ(I)
Tmin = 0.796, Tmax = 0.924Rint = 0.048
21780 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0350 restraints
wR(F2) = 0.096H atoms treated by a mixture of independent and constrained refinement
S = 1.03Δρmax = 0.31 e Å−3
5282 reflectionsΔρmin = −0.35 e Å−3
389 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C190.2625 (2)0.8571 (2)0.70859 (17)0.0413 (5)
H19A0.18420.8980.68270.062*
H19B0.27040.76310.7050.062*
H19C0.34610.89970.65340.062*
C200.08256 (18)0.80419 (19)0.94796 (19)0.0386 (4)
H20A0.05970.81711.03320.058*
H20B0.090.70970.94680.058*
H20C0.01070.84590.9130.058*
O10.45265 (11)0.69772 (10)0.08847 (9)0.0191 (2)
O20.34720 (11)0.80142 (11)0.90083 (10)0.0285 (3)
O30.22508 (13)1.01449 (11)0.86389 (11)0.0333 (3)
C10.36419 (14)0.48334 (14)0.23435 (13)0.0185 (3)
C20.27463 (14)0.46974 (14)0.17163 (13)0.0204 (3)
C30.23443 (15)0.34963 (15)0.16471 (14)0.0243 (3)
C40.28174 (15)0.23669 (15)0.22583 (14)0.0254 (3)
C50.36667 (16)0.24418 (14)0.29350 (14)0.0245 (3)
C60.40556 (14)0.36611 (14)0.29685 (13)0.0214 (3)
C70.55347 (14)0.63743 (13)0.25742 (12)0.0184 (3)
C80.66924 (15)0.56870 (14)0.19553 (13)0.0200 (3)
C90.79759 (15)0.57691 (15)0.20311 (14)0.0233 (3)
C100.81640 (15)0.65633 (16)0.27630 (14)0.0262 (3)
C110.70654 (16)0.72675 (15)0.33959 (13)0.0241 (3)
C120.57886 (15)0.71713 (14)0.32865 (13)0.0215 (3)
C130.27884 (14)0.70868 (13)0.31002 (13)0.0186 (3)
C140.22710 (15)0.66191 (15)0.43602 (14)0.0234 (3)
C150.11178 (16)0.71416 (16)0.51282 (13)0.0269 (3)
C160.04044 (15)0.81871 (15)0.46402 (14)0.0247 (3)
C170.08604 (14)0.86860 (14)0.33981 (14)0.0218 (3)
C180.20305 (14)0.81389 (14)0.26681 (13)0.0186 (3)
B10.41084 (15)0.63123 (15)0.22808 (14)0.0170 (3)
F10.22276 (9)0.57899 (8)0.11235 (8)0.0249 (2)
F20.15038 (10)0.34249 (10)0.09959 (9)0.0344 (2)
F30.24525 (11)0.11841 (9)0.22023 (9)0.0377 (3)
F40.41141 (10)0.13279 (9)0.35367 (9)0.0341 (2)
F50.48976 (9)0.36592 (9)0.36452 (8)0.0277 (2)
F60.65819 (9)0.48882 (9)0.12215 (8)0.0260 (2)
F70.90480 (9)0.50805 (10)0.14013 (9)0.0331 (2)
F80.94094 (10)0.66504 (11)0.28561 (10)0.0405 (3)
F90.72494 (10)0.80583 (10)0.40967 (9)0.0362 (2)
F100.47789 (9)0.79352 (9)0.39056 (9)0.0300 (2)
F110.29383 (10)0.55958 (10)0.48881 (8)0.0342 (2)
F120.06839 (11)0.66398 (11)0.63453 (8)0.0401 (3)
F13−0.07282 (9)0.87075 (10)0.53615 (9)0.0353 (2)
F140.01552 (9)0.96777 (9)0.28960 (9)0.0308 (2)
F150.23967 (9)0.87007 (8)0.14502 (8)0.0252 (2)
S10.23883 (4)0.87561 (4)0.86009 (3)0.02401 (12)
O40.59411 (15)0.89952 (13)0.03606 (14)0.0408 (3)
H1B0.499 (2)0.765 (2)0.072 (2)0.046 (6)*
H4B0.644 (3)0.916 (3)0.073 (3)0.082 (10)*
H1A0.393 (2)0.712 (2)0.048 (2)0.050 (6)*
H4A0.630 (5)0.927 (5)−0.036 (5)0.18 (2)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C190.0421 (10)0.0545 (12)0.0380 (10)0.0217 (9)−0.0259 (8)−0.0217 (9)
C200.0267 (9)0.0378 (10)0.0536 (11)−0.0060 (7)−0.0169 (8)−0.0046 (8)
O10.0183 (5)0.0207 (5)0.0189 (5)−0.0025 (4)−0.0072 (4)−0.0022 (4)
O20.0260 (6)0.0343 (6)0.0277 (6)0.0043 (5)−0.0145 (5)−0.0041 (5)
O30.0400 (7)0.0234 (6)0.0414 (7)−0.0009 (5)−0.0193 (5)−0.0065 (5)
C10.0158 (6)0.0189 (7)0.0200 (7)−0.0006 (5)−0.0034 (5)−0.0053 (5)
C20.0179 (7)0.0210 (7)0.0211 (7)−0.0002 (5)−0.0043 (5)−0.0044 (5)
C30.0195 (7)0.0307 (8)0.0245 (7)−0.0061 (6)−0.0042 (6)−0.0108 (6)
C40.0251 (7)0.0203 (7)0.0275 (8)−0.0089 (6)0.0024 (6)−0.0099 (6)
C50.0257 (7)0.0171 (7)0.0242 (7)−0.0006 (6)−0.0007 (6)−0.0013 (6)
C60.0187 (7)0.0226 (7)0.0220 (7)−0.0008 (5)−0.0047 (5)−0.0050 (6)
C70.0206 (7)0.0176 (7)0.0172 (7)−0.0017 (5)−0.0071 (5)−0.0017 (5)
C80.0218 (7)0.0193 (7)0.0201 (7)−0.0033 (5)−0.0073 (5)−0.0036 (5)
C90.0188 (7)0.0251 (7)0.0245 (7)0.0001 (6)−0.0056 (6)−0.0036 (6)
C100.0201 (7)0.0326 (8)0.0282 (8)−0.0073 (6)−0.0122 (6)−0.0005 (6)
C110.0306 (8)0.0247 (8)0.0218 (7)−0.0075 (6)−0.0126 (6)−0.0045 (6)
C120.0238 (7)0.0192 (7)0.0213 (7)−0.0004 (5)−0.0069 (6)−0.0036 (5)
C130.0186 (7)0.0178 (7)0.0207 (7)−0.0019 (5)−0.0069 (5)−0.0047 (5)
C140.0246 (7)0.0218 (7)0.0219 (7)0.0005 (6)−0.0067 (6)−0.0019 (6)
C150.0283 (8)0.0303 (8)0.0176 (7)−0.0048 (6)−0.0004 (6)−0.0039 (6)
C160.0173 (7)0.0263 (8)0.0287 (8)−0.0019 (6)−0.0002 (6)−0.0118 (6)
C170.0180 (7)0.0184 (7)0.0308 (8)0.0008 (5)−0.0095 (6)−0.0063 (6)
C180.0200 (7)0.0181 (7)0.0182 (7)−0.0028 (5)−0.0058 (5)−0.0037 (5)
B10.0165 (7)0.0173 (7)0.0171 (7)0.0001 (6)−0.0054 (6)−0.0031 (6)
F10.0237 (4)0.0251 (5)0.0296 (5)0.0012 (3)−0.0140 (4)−0.0054 (4)
F20.0308 (5)0.0409 (6)0.0394 (6)−0.0102 (4)−0.0147 (4)−0.0142 (4)
F30.0471 (6)0.0246 (5)0.0391 (6)−0.0154 (4)−0.0020 (5)−0.0121 (4)
F40.0419 (6)0.0169 (4)0.0375 (5)0.0019 (4)−0.0085 (4)0.0004 (4)
F50.0295 (5)0.0242 (5)0.0322 (5)0.0008 (4)−0.0168 (4)−0.0005 (4)
F60.0224 (4)0.0290 (5)0.0306 (5)0.0003 (4)−0.0079 (4)−0.0156 (4)
F70.0187 (4)0.0423 (6)0.0388 (5)0.0052 (4)−0.0076 (4)−0.0139 (4)
F80.0236 (5)0.0585 (7)0.0486 (6)−0.0070 (5)−0.0183 (4)−0.0157 (5)
F90.0403 (6)0.0422 (6)0.0362 (5)−0.0103 (4)−0.0175 (4)−0.0161 (4)
F100.0301 (5)0.0312 (5)0.0343 (5)0.0044 (4)−0.0116 (4)−0.0185 (4)
F110.0396 (6)0.0332 (5)0.0223 (5)0.0098 (4)−0.0082 (4)0.0032 (4)
F120.0424 (6)0.0479 (6)0.0183 (5)0.0005 (5)0.0029 (4)−0.0016 (4)
F130.0235 (5)0.0390 (6)0.0367 (5)0.0021 (4)0.0043 (4)−0.0156 (4)
F140.0236 (5)0.0274 (5)0.0403 (5)0.0091 (4)−0.0117 (4)−0.0063 (4)
F150.0289 (5)0.0241 (4)0.0198 (4)0.0045 (4)−0.0071 (3)−0.0014 (3)
S10.0244 (2)0.0238 (2)0.0283 (2)0.00225 (14)−0.01379 (15)−0.00704 (15)
O40.0494 (8)0.0372 (7)0.0399 (8)−0.0191 (6)−0.0209 (6)0.0031 (6)
Geometric parameters (Å, º) top
C19—S11.7545 (18)C11—F91.3417 (17)
C20—S11.7550 (19)C11—C121.385 (2)
O1—B11.5651 (19)C12—F101.3515 (17)
O2—S11.4449 (12)C13—C181.381 (2)
O3—S11.4447 (12)C13—C141.389 (2)
C1—C61.384 (2)C13—B11.638 (2)
C1—C21.388 (2)C14—F111.3533 (18)
C1—B11.640 (2)C14—C151.379 (2)
C2—F11.3550 (17)C15—F121.3469 (18)
C2—C31.383 (2)C15—C161.376 (2)
C3—F21.3438 (18)C16—F131.3411 (17)
C3—C41.370 (2)C16—C171.372 (2)
C4—F31.3445 (17)C17—F141.3423 (18)
C4—C51.376 (2)C17—C181.382 (2)
C5—F41.3422 (18)C18—F151.3607 (17)
C5—C61.382 (2)C19—H19A0.9800
C6—F51.3522 (17)C19—H19B0.9800
C7—C121.388 (2)C19—H19C0.9800
C7—C81.396 (2)C20—H20A0.9800
C7—B11.631 (2)C20—H20B0.9800
C8—F61.3495 (16)C20—H20C0.9800
C8—C91.373 (2)O1—H1B0.85 (2)
C9—F71.3468 (18)O1—H1A0.87 (3)
C9—C101.375 (2)O4—H4B0.83 (3)
C10—F81.3428 (17)O4—H4A0.80 (5)
C10—C111.374 (2)
C6—C1—C2114.58 (13)C15—C14—C13124.26 (14)
C6—C1—B1126.57 (13)F12—C15—C16119.81 (14)
C2—C1—B1118.85 (13)F12—C15—C14120.84 (15)
F1—C2—C3116.87 (13)C16—C15—C14119.35 (14)
F1—C2—C1119.29 (12)F13—C16—C17120.23 (14)
C3—C2—C1123.84 (14)F13—C16—C15120.72 (14)
F2—C3—C4120.00 (13)C17—C16—C15119.05 (13)
F2—C3—C2121.16 (15)F14—C17—C16120.03 (13)
C4—C3—C2118.84 (14)F14—C17—C18120.47 (13)
F3—C4—C3120.26 (15)C16—C17—C18119.48 (14)
F3—C4—C5119.78 (15)F15—C18—C13120.72 (12)
C3—C4—C5119.95 (13)F15—C18—C17115.01 (13)
F4—C5—C4119.31 (13)C13—C18—C17124.27 (13)
F4—C5—C6121.34 (14)O1—B1—C7100.50 (11)
C4—C5—C6119.34 (14)O1—B1—C13111.53 (11)
F5—C6—C5116.10 (13)C7—B1—C13115.45 (11)
F5—C6—C1120.53 (13)O1—B1—C1105.60 (11)
C5—C6—C1123.36 (14)C7—B1—C1115.70 (12)
C12—C7—C8113.89 (13)C13—B1—C1107.52 (11)
C12—C7—B1126.76 (13)O3—S1—O2116.69 (7)
C8—C7—B1118.92 (12)O3—S1—C19108.63 (9)
F6—C8—C9116.21 (13)O2—S1—C19108.23 (8)
F6—C8—C7119.59 (13)O3—S1—C20108.27 (9)
C9—C8—C7124.19 (13)O2—S1—C20109.15 (8)
F7—C9—C8120.87 (13)C19—S1—C20105.27 (10)
F7—C9—C10119.76 (13)S1—C19—H19A109.5
C8—C9—C10119.38 (14)S1—C19—H19B109.5
F8—C10—C11120.40 (14)H19A—C19—H19B109.5
F8—C10—C9120.30 (15)S1—C19—H19C109.5
C11—C10—C9119.30 (14)H19A—C19—H19C109.5
F9—C11—C10119.44 (14)H19B—C19—H19C109.5
F9—C11—C12120.84 (14)S1—C20—H20A109.5
C10—C11—C12119.71 (14)S1—C20—H20B109.5
F10—C12—C11115.61 (13)H20A—C20—H20B109.5
F10—C12—C7120.85 (13)S1—C20—H20C109.5
C11—C12—C7123.52 (14)H20A—C20—H20C109.5
C18—C13—C14113.57 (13)H20B—C20—H20C109.5
C18—C13—B1127.07 (12)B1—O1—H1B113.0 (15)
C14—C13—B1119.18 (13)B1—O1—H1A121.0 (15)
F11—C14—C15116.97 (13)H1B—O1—H1A110 (2)
F11—C14—C13118.76 (13)H4B—O4—H4A107 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1B···O40.85 (2)1.69 (2)2.5391 (18)179 (2)
O1—H1A···F10.87 (3)2.19 (2)2.7046 (16)117.0 (19)
O4—H4B···O3i0.83 (3)1.99 (3)2.807 (2)169 (3)
O4—H4B···S1i0.83 (3)2.94 (3)3.6522 (17)146 (3)
O1—H1A···O2ii0.87 (3)1.95 (2)2.7291 (17)148 (2)
O4—H4A···F3iii0.80 (5)2.24 (5)2.950 (2)147 (5)
O4—H4A···F15iv0.80 (5)2.50 (5)3.089 (2)131 (5)
Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x, y, z−1; (iii) −x+1, −y+1, −z; (iv) −x+1, −y+2, −z.

Experimental details

Crystal data
Chemical formulaC18H2BF15O·H2O·C2H6O2S
Mr642.15
Crystal system, space groupTriclinic, P1
Temperature (K)150
a, b, c (Å)10.357 (2), 10.397 (2), 11.671 (2)
α, β, γ (°)77.76 (3), 71.14 (3), 83.95 (3)
V (Å3)1161.4 (4)
Z2
Radiation typeMo Kα
µ (mm−1)0.29
Crystal size (mm)0.5 × 0.3 × 0.1
Data collection
DiffractometerBruker–Nonius KappaCCD area-detector
diffractometer
Absorption correctionMulti-scan
(SORTAV; Blessing, 1997)
Tmin, Tmax0.796, 0.924
No. of measured, independent and
observed [I > 2σ(I)] reflections		21780, 5282, 4488
Rint0.048
(sin θ/λ)max (Å−1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.096, 1.03
No. of reflections5282
No. of parameters389
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3)0.31, −0.35

Computer programs: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998), DENZO and COLLECT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2002).

Selected geometric parameters (Å, º) top
C19—S11.7545 (18)O3—S11.4447 (12)
C20—S11.7550 (19)C1—B11.640 (2)
O1—B11.5651 (19)C7—B11.631 (2)
O2—S11.4449 (12)C13—B11.638 (2)
O1—B1—C7100.50 (11)O3—S1—O2116.69 (7)
O1—B1—C13111.53 (11)O3—S1—C19108.63 (9)
C7—B1—C13115.45 (11)O2—S1—C19108.23 (8)
O1—B1—C1105.60 (11)O3—S1—C20108.27 (9)
C7—B1—C1115.70 (12)O2—S1—C20109.15 (8)
C13—B1—C1107.52 (11)C19—S1—C20105.27 (10)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1B···O40.85 (2)1.69 (2)2.5391 (18)179 (2)
O1—H1A···F10.87 (3)2.19 (2)2.7046 (16)117.0 (19)
O4—H4B···O3i0.83 (3)1.99 (3)2.807 (2)169 (3)
O4—H4B···S1i0.83 (3)2.94 (3)3.6522 (17)146 (3)
O1—H1A···O2ii0.87 (3)1.95 (2)2.7291 (17)148 (2)
O4—H4A···F3iii0.80 (5)2.24 (5)2.950 (2)147 (5)
O4—H4A···F15iv0.80 (5)2.50 (5)3.089 (2)131 (5)
Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x, y, z−1; (iii) −x+1, −y+1, −z; (iv) −x+1, −y+2, −z.
 

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