Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805011207/bt6640sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805011207/bt6640Isup2.hkl |
CCDC reference: 271818
Data collection: CrysAlis CCD (Oxford, 2005); cell refinement: CrysAlis RED (Oxford, 2005); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: WinGX (Farrugia, 1999).
C5H14O6P2 | F(000) = 488 |
Mr = 232.10 | Dx = 1.540 Mg m−3 |
Monoclinic, P21/c | Melting point: 426(1) K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4776 (9) Å | Cell parameters from 2233 reflections |
b = 10.7072 (12) Å | θ = 4.3–30.0° |
c = 10.0023 (11) Å | µ = 0.43 mm−1 |
β = 99.463 (8)° | T = 100 K |
V = 1001.21 (18) Å3 | Prism, colorless |
Z = 4 | 0.21 × 0.13 × 0.06 mm |
Oxford Diffraction Xcalibur3 CCD area-detector diffractometer | 2285 independent reflections |
Radiation source: Enhance (Mo) X-ray source | 1789 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
φ and ω scans | θmax = 27.5°, θmin = 4.3° |
Absorption correction: numerical Analytical numerical absorption correction using a multifaceted crystal model based on expressions derived by Clark & Reid (1995) | h = −7→12 |
Tmin = 0.858, Tmax = 0.950 | k = −13→12 |
5150 measured reflections | l = −12→12 |
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H-atom parameters constrained |
S = 1.12 | w = 1/[σ2(Fo2) + (0.0522P)2 + 0.1207P] where P = (Fo2 + 2Fc2)/3 |
2285 reflections | (Δ/σ)max = 0.001 |
122 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.39 e Å−3 |
Experimental. Standards collected every 50 frames. |
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. |
x | y | z | Uiso*/Ueq | ||
P1 | 0.93069 (5) | 0.81930 (4) | 1.18896 (5) | 0.01430 (15) | |
P2 | 0.26723 (5) | 0.87138 (5) | 0.55512 (5) | 0.01477 (15) | |
O1 | 0.91350 (14) | 0.67613 (12) | 1.16679 (15) | 0.0196 (3) | |
H1 | 0.9867 | 0.6475 | 1.1451 | 0.029* | |
O2 | 0.85900 (15) | 0.84123 (13) | 1.31561 (15) | 0.0203 (3) | |
H2 | 0.8615 | 0.9159 | 1.3342 | 0.030* | |
O3 | 1.08473 (13) | 0.86153 (12) | 1.20715 (14) | 0.0164 (3) | |
O4 | 0.27932 (14) | 0.91450 (13) | 0.40969 (14) | 0.0196 (3) | |
H4 | 0.2061 | 0.8956 | 0.3580 | 0.029* | |
O5 | 0.25476 (15) | 0.72654 (12) | 0.55174 (15) | 0.0196 (3) | |
H5 | 0.1956 | 0.7043 | 0.5982 | 0.029* | |
O6 | 0.14470 (14) | 0.92930 (12) | 0.61215 (14) | 0.0190 (3) | |
C1 | 0.8320 (2) | 0.89698 (18) | 1.0465 (2) | 0.0187 (4) | |
H1A | 0.8272 | 0.9849 | 1.0686 | 0.022* | |
H1B | 0.8854 | 0.8903 | 0.9719 | 0.022* | |
C2 | 0.6783 (2) | 0.85059 (19) | 0.9963 (2) | 0.0191 (4) | |
H2A | 0.6785 | 0.7605 | 0.9859 | 0.023* | |
H2B | 0.6179 | 0.8712 | 1.0626 | 0.023* | |
C3 | 0.6189 (2) | 0.91160 (19) | 0.8607 (2) | 0.0199 (4) | |
H3A | 0.6870 | 0.8993 | 0.7992 | 0.024* | |
H3B | 0.6110 | 1.0008 | 0.8747 | 0.024* | |
C4 | 0.4730 (2) | 0.86224 (19) | 0.7928 (2) | 0.0190 (4) | |
H4A | 0.4002 | 0.8865 | 0.8455 | 0.023* | |
H4B | 0.4753 | 0.7718 | 0.7888 | 0.023* | |
C5 | 0.4364 (2) | 0.91589 (19) | 0.6488 (2) | 0.0186 (4) | |
H5A | 0.5104 | 0.8903 | 0.5981 | 0.022* | |
H5B | 0.4394 | 1.0063 | 0.6550 | 0.022* |
U11 | U22 | U33 | U12 | U13 | U23 | |
P1 | 0.0135 (3) | 0.0138 (3) | 0.0154 (3) | −0.00006 (19) | 0.00185 (19) | −0.00058 (19) |
P2 | 0.0131 (3) | 0.0160 (3) | 0.0147 (3) | −0.00038 (19) | 0.00083 (19) | −0.00020 (19) |
O1 | 0.0155 (7) | 0.0140 (7) | 0.0301 (8) | −0.0006 (6) | 0.0062 (6) | −0.0043 (6) |
O2 | 0.0258 (8) | 0.0172 (7) | 0.0194 (8) | −0.0015 (6) | 0.0084 (6) | −0.0027 (6) |
O3 | 0.0133 (7) | 0.0178 (7) | 0.0171 (7) | −0.0007 (5) | −0.0008 (5) | −0.0023 (5) |
O4 | 0.0157 (7) | 0.0269 (8) | 0.0152 (7) | −0.0046 (6) | −0.0009 (6) | 0.0017 (6) |
O5 | 0.0205 (8) | 0.0173 (7) | 0.0228 (8) | −0.0001 (6) | 0.0087 (6) | −0.0018 (6) |
O6 | 0.0172 (7) | 0.0157 (7) | 0.0245 (8) | −0.0005 (5) | 0.0051 (6) | −0.0021 (6) |
C1 | 0.0170 (10) | 0.0202 (10) | 0.0187 (10) | −0.0016 (8) | 0.0023 (8) | 0.0013 (8) |
C2 | 0.0157 (10) | 0.0226 (11) | 0.0185 (10) | 0.0002 (8) | 0.0010 (8) | −0.0013 (8) |
C3 | 0.0144 (9) | 0.0229 (11) | 0.0210 (11) | 0.0002 (8) | −0.0014 (8) | 0.0049 (8) |
C4 | 0.0174 (10) | 0.0211 (11) | 0.0182 (10) | −0.0010 (8) | 0.0022 (8) | 0.0016 (8) |
C5 | 0.0157 (10) | 0.0220 (10) | 0.0177 (10) | −0.0026 (8) | 0.0013 (8) | 0.0017 (8) |
P1—O1 | 1.5536 (14) | C1—H1A | 0.9700 |
P1—O2 | 1.5506 (14) | C1—H1B | 0.9700 |
P1—O3 | 1.5105 (14) | C2—C3 | 1.528 (3) |
P1—C1 | 1.777 (2) | C2—H2A | 0.9700 |
P2—O4 | 1.5483 (14) | C2—H2B | 0.9700 |
P2—O5 | 1.5552 (14) | C3—H3A | 0.9700 |
P2—O6 | 1.5088 (14) | C3—H3B | 0.9700 |
P2—C5 | 1.784 (2) | C4—C3 | 1.531 (3) |
O1—H1 | 0.8200 | C4—C5 | 1.536 (3) |
O2—H2 | 0.8200 | C4—H4A | 0.9700 |
O4—H4 | 0.8200 | C4—H4B | 0.9700 |
O5—H5 | 0.8200 | C5—H5A | 0.9700 |
C1—C2 | 1.543 (3) | C5—H5B | 0.9700 |
O1—P1—C1 | 108.56 (9) | C1—C2—H2B | 109.7 |
O2—P1—O1 | 102.49 (8) | C3—C2—C1 | 109.95 (16) |
O2—P1—C1 | 109.92 (9) | C3—C2—H2A | 109.7 |
O3—P1—O1 | 112.90 (7) | C3—C2—H2B | 109.7 |
O3—P1—O2 | 113.64 (8) | H2A—C2—H2B | 108.2 |
O3—P1—C1 | 109.10 (9) | C2—C3—C4 | 114.84 (16) |
O4—P2—C5 | 102.41 (9) | C2—C3—H3A | 108.6 |
O4—P2—O5 | 107.10 (8) | C2—C3—H3B | 108.6 |
O5—P2—C5 | 109.65 (9) | C4—C3—H3A | 108.6 |
O6—P2—O4 | 114.40 (8) | C4—C3—H3B | 108.6 |
O6—P2—O5 | 110.96 (8) | H3A—C3—H3B | 107.5 |
O6—P2—C5 | 111.89 (9) | C3—C4—C5 | 109.55 (16) |
P1—O1—H1 | 109.5 | C3—C4—H4A | 109.8 |
P1—O2—H2 | 109.5 | C3—C4—H4B | 109.8 |
P2—O4—H4 | 109.5 | C5—C4—H4A | 109.8 |
P2—O5—H5 | 109.5 | C5—C4—H4B | 109.8 |
P1—C1—H1A | 108.0 | H4A—C4—H4B | 108.2 |
P1—C1—H1B | 108.0 | P2—C5—H5A | 108.3 |
C2—C1—P1 | 117.01 (14) | P2—C5—H5B | 108.3 |
C2—C1—H1A | 108.0 | C4—C5—P2 | 115.94 (13) |
C2—C1—H1B | 108.0 | C4—C5—H5A | 108.3 |
H1A—C1—H1B | 107.3 | C4—C5—H5B | 108.3 |
C1—C2—H2A | 109.7 | H5A—C5—H5B | 107.4 |
O1—P1—C1—C2 | 46.64 (17) | O6—P2—C5—C4 | 69.32 (17) |
O2—P1—C1—C2 | −64.73 (17) | P1—C1—C2—C3 | −170.42 (14) |
O3—P1—C1—C2 | 170.05 (14) | C1—C2—C3—C4 | 173.63 (16) |
O4—P2—C5—C4 | −167.70 (15) | C3—C4—C5—P2 | −178.53 (14) |
O5—P2—C5—C4 | −54.23 (17) | C5—C4—C3—C2 | −171.36 (17) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O6i | 0.82 | 1.79 | 2.6016 (18) | 173 |
O2—H2···O6ii | 0.82 | 1.75 | 2.5629 (19) | 174 |
O4—H4···O3iii | 0.82 | 1.78 | 2.5688 (19) | 162 |
O5—H5···O3iv | 0.82 | 1.78 | 2.5935 (19) | 172 |
Symmetry codes: (i) x+1, −y+3/2, z+1/2; (ii) −x+1, −y+2, −z+2; (iii) x−1, y, z−1; (iv) x−1, −y+3/2, z−1/2. |