Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806004405/lh6585sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806004405/lh6585Isup2.hkl |
CCDC reference: 601210
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: XCIF (Bruker, 2001).
C4H12O7P2S·H2O | F(000) = 592 |
Mr = 284.15 | Dx = 1.756 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 7336 reflections |
a = 7.1107 (2) Å | θ = 2.9–36.3° |
b = 10.2149 (3) Å | µ = 0.62 mm−1 |
c = 15.1091 (4) Å | T = 273 K |
β = 101.653 (10)° | Column, colourless |
V = 1074.83 (6) Å3 | 0.51 × 0.24 × 0.03 mm |
Z = 4 |
Bruker Kappa-APEXII CCD diffractometer | 5196 independent reflections |
Radiation source: fine-focus sealed tube | 4605 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
profile data from φ and ω scans | θmax = 36.3°, θmin = 2.4° |
Absorption correction: integration (SHELXTL/XPREP; Bruker, 2001) | h = −11→11 |
Tmin = 0.774, Tmax = 0.955 | k = −15→17 |
26896 measured reflections | l = −13→25 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.024 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0343P)2 + 0.3181P] where P = (Fo2 + 2Fc2)/3 |
5196 reflections | (Δ/σ)max = 0.002 |
162 parameters | Δρmax = 0.68 e Å−3 |
8 restraints | Δρmin = −0.55 e Å−3 |
Experimental. One distinct cell was identified using SMART (Bruker, 2001). Four frame series were integrated and filtered for statistical outliers using SAINT (Bruker, 2001) then corrected for absorption by integration using SHELXTL/XPREP (Bruker, 2001) before using SAINT/SADABS (Bruker, 2001) to sort, merge, and scale the combined data. A series of identical frames was collected twice during the experiment to monitor decay. No decay correction was applied. |
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. Structure was phased by direct methods. Systematic conditions suggested the unambiguous space group. The space group choice was confirmed by successful convergence of the full-matrix least-squares refinement on F2. The highest peaks in the final difference Fourier map were in the vicinity of atoms O8 and C1; the final map had no other significant features. A final analysis of variance between observed and calculated structure factors showed little dependence on amplitude or resolution. |
x | y | z | Uiso*/Ueq | ||
P2 | 0.70350 (3) | −0.02181 (2) | 0.184030 (14) | 0.01263 (5) | |
P1 | 1.11687 (3) | 0.07908 (2) | 0.257862 (14) | 0.01363 (5) | |
S1 | 0.88103 (3) | 0.16268 (2) | 0.444383 (14) | 0.01728 (5) | |
O3 | 1.08811 (10) | 0.17139 (6) | 0.17939 (4) | 0.01824 (11) | |
O7 | 0.91288 (10) | −0.06711 (6) | 0.35237 (4) | 0.01677 (11) | |
H4 | 0.912 (2) | −0.1419 (12) | 0.3316 (10) | 0.025* | |
O2 | 1.23470 (10) | 0.14093 (7) | 0.34649 (5) | 0.01977 (12) | |
H2 | 1.225 (2) | 0.2192 (13) | 0.3521 (10) | 0.030* | |
O4 | 0.79874 (9) | −0.11594 (7) | 0.12925 (4) | 0.01781 (11) | |
O5 | 0.65156 (10) | 0.10906 (7) | 0.13266 (5) | 0.02254 (13) | |
H3 | 0.5447 (19) | 0.1248 (16) | 0.1109 (11) | 0.034* | |
C1 | 0.88321 (11) | 0.03158 (7) | 0.28402 (5) | 0.01243 (12) | |
O6 | 0.53863 (9) | −0.08127 (7) | 0.21842 (5) | 0.02215 (13) | |
C2 | 0.79474 (12) | 0.15086 (8) | 0.32309 (5) | 0.01538 (13) | |
H5 | 0.8313 (19) | 0.2341 (12) | 0.2988 (9) | 0.018* | |
H6 | 0.6609 (16) | 0.1474 (13) | 0.3151 (9) | 0.018* | |
O1 | 1.21452 (10) | −0.05179 (7) | 0.24599 (6) | 0.02340 (14) | |
H1 | 1.3263 (19) | −0.0506 (16) | 0.2410 (11) | 0.035* | |
C4 | 0.69581 (15) | 0.08011 (12) | 0.48719 (7) | 0.0293 (2) | |
H10 | 0.7157 | 0.0932 | 0.5527 | 0.044* | |
H11 | 0.6999 | −0.0137 | 0.4741 | 0.044* | |
H12 | 0.5704 | 0.1156 | 0.4582 | 0.044* | |
C3 | 0.82372 (15) | 0.33028 (10) | 0.46176 (7) | 0.02503 (18) | |
H7 | 0.6884 | 0.3464 | 0.4348 | 0.038* | |
H8 | 0.9049 | 0.3874 | 0.4333 | 0.038* | |
H9 | 0.8465 | 0.3487 | 0.5267 | 0.038* | |
O8 | 0.31972 (12) | 0.17391 (11) | 0.05454 (5) | 0.03362 (19) | |
H14 | 0.267 (3) | 0.1437 (18) | 0.0016 (11) | 0.050* | |
H13 | 0.237 (2) | 0.1721 (18) | 0.0888 (12) | 0.050* |
U11 | U22 | U33 | U12 | U13 | U23 | |
P2 | 0.01025 (8) | 0.01429 (9) | 0.01330 (8) | 0.00040 (6) | 0.00227 (6) | 0.00036 (6) |
P1 | 0.01188 (8) | 0.01169 (9) | 0.01732 (9) | −0.00087 (6) | 0.00297 (6) | 0.00015 (6) |
S1 | 0.01410 (8) | 0.02480 (10) | 0.01296 (8) | 0.00232 (7) | 0.00278 (6) | 0.00028 (7) |
O3 | 0.0213 (3) | 0.0175 (3) | 0.0169 (3) | −0.0027 (2) | 0.0061 (2) | 0.0010 (2) |
O7 | 0.0220 (3) | 0.0127 (2) | 0.0149 (2) | 0.0012 (2) | 0.0021 (2) | 0.00326 (19) |
O2 | 0.0195 (3) | 0.0168 (3) | 0.0201 (3) | −0.0035 (2) | −0.0028 (2) | 0.0013 (2) |
O4 | 0.0182 (3) | 0.0199 (3) | 0.0160 (3) | 0.0010 (2) | 0.0049 (2) | −0.0033 (2) |
O5 | 0.0195 (3) | 0.0221 (3) | 0.0237 (3) | 0.0039 (2) | −0.0011 (2) | 0.0078 (2) |
C1 | 0.0124 (3) | 0.0117 (3) | 0.0131 (3) | 0.0011 (2) | 0.0023 (2) | 0.0012 (2) |
O6 | 0.0129 (3) | 0.0266 (3) | 0.0287 (3) | −0.0032 (2) | 0.0081 (2) | −0.0004 (3) |
C2 | 0.0179 (3) | 0.0154 (3) | 0.0125 (3) | 0.0039 (3) | 0.0023 (2) | −0.0001 (2) |
O1 | 0.0143 (3) | 0.0150 (3) | 0.0423 (4) | 0.0011 (2) | 0.0090 (3) | −0.0037 (3) |
C4 | 0.0221 (4) | 0.0417 (6) | 0.0255 (4) | 0.0015 (4) | 0.0084 (3) | 0.0137 (4) |
C3 | 0.0270 (4) | 0.0287 (5) | 0.0200 (4) | 0.0027 (4) | 0.0060 (3) | −0.0081 (3) |
O8 | 0.0211 (3) | 0.0601 (6) | 0.0191 (3) | 0.0112 (4) | 0.0028 (3) | 0.0045 (3) |
P2—O6 | 1.5031 (7) | O5—H3 | 0.781 (13) |
P2—O4 | 1.5148 (7) | C1—C2 | 1.5423 (11) |
P2—O5 | 1.5525 (7) | C2—H5 | 0.982 (11) |
P2—C1 | 1.8528 (8) | C2—H6 | 0.935 (11) |
P1—O3 | 1.4962 (7) | O1—H1 | 0.814 (13) |
P1—O1 | 1.5335 (7) | C4—H10 | 0.9800 |
P1—O2 | 1.5624 (7) | C4—H11 | 0.9800 |
P1—C1 | 1.8486 (8) | C4—H12 | 0.9800 |
S1—C4 | 1.7912 (10) | C3—H7 | 0.9800 |
S1—C3 | 1.7914 (11) | C3—H8 | 0.9800 |
S1—C2 | 1.8153 (8) | C3—H9 | 0.9800 |
O7—C1 | 1.4281 (10) | O8—H14 | 0.867 (14) |
O7—H4 | 0.826 (12) | O8—H13 | 0.859 (14) |
O2—H2 | 0.809 (13) | ||
O6—P2—O4 | 113.48 (4) | C2—C1—P2 | 106.09 (5) |
O6—P2—O5 | 113.41 (4) | P1—C1—P2 | 113.87 (4) |
O4—P2—O5 | 111.15 (4) | C1—C2—S1 | 110.98 (5) |
O6—P2—C1 | 107.14 (4) | C1—C2—H5 | 112.5 (8) |
O4—P2—C1 | 108.76 (4) | S1—C2—H5 | 105.0 (8) |
O5—P2—C1 | 102.09 (4) | C1—C2—H6 | 113.8 (8) |
O3—P1—O1 | 116.70 (4) | S1—C2—H6 | 105.1 (8) |
O3—P1—O2 | 112.84 (4) | H5—C2—H6 | 108.9 (11) |
O1—P1—O2 | 106.00 (4) | P1—O1—H1 | 118.2 (12) |
O3—P1—C1 | 110.48 (4) | S1—C4—H10 | 109.5 |
O1—P1—C1 | 104.12 (4) | S1—C4—H11 | 109.5 |
O2—P1—C1 | 105.81 (4) | H10—C4—H11 | 109.5 |
C4—S1—C3 | 101.04 (5) | S1—C4—H12 | 109.5 |
C4—S1—C2 | 102.12 (5) | H10—C4—H12 | 109.5 |
C3—S1—C2 | 99.85 (4) | H11—C4—H12 | 109.5 |
C1—O7—H4 | 112.9 (10) | S1—C3—H7 | 109.5 |
P1—O2—H2 | 116.6 (11) | S1—C3—H8 | 109.5 |
P2—O5—H3 | 120.0 (12) | H7—C3—H8 | 109.5 |
O7—C1—C2 | 107.04 (6) | S1—C3—H9 | 109.5 |
O7—C1—P1 | 109.39 (5) | H7—C3—H9 | 109.5 |
C2—C1—P1 | 109.16 (5) | H8—C3—H9 | 109.5 |
O7—C1—P2 | 111.02 (5) | H14—O8—H13 | 109.2 (18) |
O3—P1—C1—O7 | 173.72 (5) | O6—P2—C1—C2 | −70.82 (6) |
O1—P1—C1—O7 | 47.67 (6) | O4—P2—C1—C2 | 166.15 (5) |
O2—P1—C1—O7 | −63.84 (6) | O5—P2—C1—C2 | 48.61 (6) |
O3—P1—C1—C2 | −69.47 (6) | O6—P2—C1—P1 | 169.11 (4) |
O1—P1—C1—C2 | 164.48 (5) | O4—P2—C1—P1 | 46.08 (5) |
O2—P1—C1—C2 | 52.98 (6) | O5—P2—C1—P1 | −71.46 (5) |
O3—P1—C1—P2 | 48.86 (5) | O7—C1—C2—S1 | 31.82 (8) |
O1—P1—C1—P2 | −77.19 (5) | P1—C1—C2—S1 | −86.48 (6) |
O2—P1—C1—P2 | 171.31 (4) | P2—C1—C2—S1 | 150.43 (4) |
O6—P2—C1—O7 | 45.13 (6) | C4—S1—C2—C1 | −94.87 (7) |
O4—P2—C1—O7 | −77.90 (6) | C3—S1—C2—C1 | 161.48 (6) |
O5—P2—C1—O7 | 164.55 (6) |
D—H···A | D—H | H···A | D···A | D—H···A |
O8—H13···O3i | 0.86 (1) | 1.89 (2) | 2.7435 (11) | 171 (2) |
O7—H4···O3ii | 0.83 (1) | 1.92 (1) | 2.7138 (9) | 163 (1) |
O2—H2···O4iii | 0.81 (1) | 1.72 (1) | 2.5287 (10) | 176 (2) |
O1—H1···O6iv | 0.81 (1) | 1.64 (1) | 2.4420 (9) | 166 (2) |
O5—H3···O8 | 0.78 (1) | 1.73 (1) | 2.5049 (10) | 173 (2) |
O8—H14···O4v | 0.87 (1) | 1.96 (2) | 2.7975 (11) | 162 (2) |
Symmetry codes: (i) x−1, y, z; (ii) −x+2, y−1/2, −z+1/2; (iii) −x+2, y+1/2, −z+1/2; (iv) x+1, y, z; (v) −x+1, −y, −z. |