Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768111051159/gp5046sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111051159/gp5046Cs2BAx2H2Osup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111051159/gp5046CsHBAx3H2Osup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111051159/gp5046K2BAx2H2Osup4.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111051159/gp5046Na2BAx4H2Osup5.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111051159/gp5046Rb2BAx2H2Osup6.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111051159/gp5046RbHBAx3H2Osup7.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S0108768111051159/gp5046sup8.pdf |
CCDC references: 866768; 866769; 866770; 866771; 866772; 866773
Data collection: CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) for Cs2BAx2H2O, Rb2BAx2H2O; CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) for K2BAx2H2O, Na2BAx4H2O; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) for RbHBAx3H2O, CsHBAx3H2O. Cell refinement: CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) for Cs2BAx2H2O, Rb2BAx2H2O; CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) for K2BAx2H2O, Na2BAx4H2O; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) for RbHBAx3H2O, CsHBAx3H2O. Data reduction: CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) for Cs2BAx2H2O, Rb2BAx2H2O; CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) for K2BAx2H2O, Na2BAx4H2O; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) for RbHBAx3H2O, CsHBAx3H2O. Program(s) used to solve structure: SHELXS86 (Sheldrick, 1986) for Cs2BAx2H2O, K2BAx2H2O, Rb2BAx2H2O; SHELXS97 (Sheldrick, 1997) for RbHBAx3H2O, Na2BAx4H2O; SIR92 (Giacovazzo et al., 1993) for CsHBAx3H2O. For all compounds, program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).
C6H2Br2Cs2O6 | F(000) = 536 |
Mr = 597.73 | Dx = 3.134 Mg m−3 |
Monoclinic, P21/n | Cu Kα radiation, λ = 1.54179 Å |
a = 4.3380 (1) Å | Cell parameters from 1393 reflections |
b = 9.7036 (3) Å | θ = 2.9–75.4° |
c = 15.1253 (5) Å | µ = 52.40 mm−1 |
β = 95.793 (3)° | T = 293 K |
V = 633.44 (3) Å3 | Prism, red |
Z = 2 | 0.15 × 0.10 × 0.05 mm |
Oxford Xcalibur Nova diffractometer | 1315 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 1226 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.073 |
Detector resolution: 10.4323 pixels mm-1 | θmax = 75.8°, θmin = 5.4° |
CCD detector, ω scans | h = −5→4 |
Absorption correction: multi-scan | k = −12→11 |
Tmin = 0.118, Tmax = 1 | l = −18→18 |
2628 measured reflections |
Refinement on F2 | 4 restraints |
Least-squares matrix: full | All H-atom parameters refined |
R[F2 > 2σ(F2)] = 0.074 | w = 1/[σ2(Fo2) + (0.1689P)2 + 1.3043P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.204 | (Δ/σ)max < 0.001 |
S = 1.05 | Δρmax = 2.24 e Å−3 |
1315 reflections | Δρmin = −2.70 e Å−3 |
81 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
O1 | −0.3416 (18) | 0.3870 (8) | 0.3592 (4) | 0.0332 (15) | |
C1 | −0.1934 (19) | 0.4353 (9) | 0.4268 (5) | 0.0205 (15) | |
C3 | −0.110 (2) | 0.3626 (8) | 0.5056 (5) | 0.0209 (16) | |
C2 | 0.0690 (19) | 0.4152 (8) | 0.5801 (5) | 0.0192 (15) | |
O2 | 0.1401 (18) | 0.3553 (7) | 0.6502 (5) | 0.0297 (15) | |
O3 | 0.6740 (17) | −0.0691 (9) | 0.3070 (4) | 0.0369 (18) | |
Cs1 | 0.19316 (12) | 0.15932 (6) | 0.30117 (4) | 0.0301 (4) | |
Br1 | −0.2536 (3) | 0.17834 (11) | 0.51276 (7) | 0.0367 (4) | |
H3A | 0.74 (2) | −0.138 (6) | 0.349 (4) | 0.01 (2)* | |
H3B | 0.66 (2) | −0.118 (9) | 0.252 (3) | 0.04 (4)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.056 (4) | 0.028 (3) | 0.012 (3) | −0.014 (3) | −0.014 (3) | 0.005 (2) |
C1 | 0.028 (4) | 0.021 (4) | 0.011 (3) | −0.002 (3) | −0.005 (3) | −0.003 (3) |
C3 | 0.044 (5) | 0.010 (3) | 0.008 (3) | −0.004 (3) | 0.004 (3) | −0.002 (3) |
C2 | 0.029 (4) | 0.019 (4) | 0.009 (3) | 0.002 (3) | −0.002 (3) | 0.002 (3) |
O2 | 0.044 (4) | 0.021 (3) | 0.021 (4) | −0.003 (3) | −0.008 (3) | 0.008 (2) |
O3 | 0.062 (5) | 0.026 (4) | 0.022 (3) | 0.008 (3) | 0.002 (3) | 0.007 (3) |
Cs1 | 0.0287 (5) | 0.0250 (5) | 0.0350 (6) | −0.00105 (16) | −0.0046 (3) | −0.00379 (18) |
Br1 | 0.0622 (8) | 0.0198 (6) | 0.0257 (7) | −0.0132 (4) | −0.0076 (5) | 0.0044 (3) |
O1—C1 | 1.243 (10) | O3—Cs1vi | 3.167 (8) |
O1—Cs1i | 3.061 (7) | O3—Cs1vii | 3.411 (8) |
O1—Cs1 | 3.383 (8) | O3—H3A | 0.95 (2) |
O1—Cs1ii | 3.800 (7) | O3—H3B | 0.95 (2) |
C1—C3 | 1.401 (11) | Cs1—O1vi | 3.061 (7) |
C1—C2iii | 1.554 (12) | Cs1—O2viii | 3.144 (8) |
C1—Cs1 | 3.773 (8) | Cs1—O2ix | 3.145 (8) |
C3—C2 | 1.399 (11) | Cs1—O3i | 3.167 (8) |
C3—Br1 | 1.900 (8) | Cs1—O3x | 3.411 (8) |
C2—O2 | 1.222 (10) | Cs1—O1xi | 3.800 (7) |
C2—C1iii | 1.554 (12) | Cs1—Br1vi | 3.8062 (13) |
O2—Cs1iv | 3.144 (8) | Cs1—Br1 | 3.9096 (14) |
O2—Cs1v | 3.145 (8) | Br1—Cs1i | 3.8062 (13) |
O3—Cs1 | 3.039 (8) | ||
C1—O1—Cs1i | 141.2 (6) | O3i—Cs1—O3x | 104.78 (6) |
C1—O1—Cs1 | 98.5 (6) | O1—Cs1—O3x | 47.19 (15) |
Cs1i—O1—Cs1 | 84.47 (18) | O3—Cs1—C1 | 147.32 (17) |
C1—O1—Cs1ii | 113.8 (6) | O1vi—Cs1—C1 | 69.9 (2) |
Cs1i—O1—Cs1ii | 96.22 (16) | O2viii—Cs1—C1 | 93.00 (17) |
Cs1—O1—Cs1ii | 122.01 (19) | O2ix—Cs1—C1 | 137.36 (17) |
O1—C1—C3 | 125.3 (8) | O3i—Cs1—C1 | 97.43 (19) |
O1—C1—C2iii | 116.8 (7) | O1—Cs1—C1 | 19.01 (16) |
C3—C1—C2iii | 117.7 (7) | O3x—Cs1—C1 | 58.89 (17) |
O1—C1—Cs1 | 62.5 (5) | O3—Cs1—O1xi | 75.02 (18) |
C3—C1—Cs1 | 88.9 (5) | O1vi—Cs1—O1xi | 153.56 (4) |
C2iii—C1—Cs1 | 117.0 (5) | O2viii—Cs1—O1xi | 43.73 (16) |
C2—C3—C1 | 125.2 (8) | O2ix—Cs1—O1xi | 75.07 (17) |
C2—C3—Br1 | 117.1 (6) | O3i—Cs1—O1xi | 44.81 (17) |
C1—C3—Br1 | 117.7 (6) | O1—Cs1—O1xi | 112.22 (7) |
O2—C2—C3 | 126.6 (8) | O3x—Cs1—O1xi | 95.35 (15) |
O2—C2—C1iii | 116.3 (7) | C1—Cs1—O1xi | 130.14 (17) |
C3—C2—C1iii | 117.1 (7) | O3—Cs1—Br1vi | 68.79 (13) |
C2—O2—Cs1iv | 139.4 (6) | O1vi—Cs1—Br1vi | 51.85 (12) |
C2—O2—Cs1v | 122.1 (6) | O2viii—Cs1—Br1vi | 169.46 (15) |
Cs1iv—O2—Cs1v | 87.23 (19) | O2ix—Cs1—Br1vi | 103.31 (14) |
Cs1—O3—Cs1vi | 88.7 (2) | O3i—Cs1—Br1vi | 113.59 (12) |
Cs1—O3—Cs1vii | 105.3 (2) | O1—Cs1—Br1vi | 98.10 (10) |
Cs1vi—O3—Cs1vii | 145.7 (2) | O3x—Cs1—Br1vi | 126.17 (12) |
Cs1—O3—H3A | 134 (5) | C1—Cs1—Br1vi | 79.45 (12) |
Cs1vi—O3—H3A | 111 (6) | O1xi—Cs1—Br1vi | 138.48 (10) |
Cs1vii—O3—H3A | 82 (5) | O3—Cs1—Br1 | 113.96 (13) |
Cs1—O3—H3B | 110 (3) | O1vi—Cs1—Br1 | 95.64 (14) |
Cs1vi—O3—H3B | 109 (8) | O2viii—Cs1—Br1 | 101.06 (15) |
Cs1vii—O3—H3B | 37 (8) | O2ix—Cs1—Br1 | 171.71 (14) |
H3A—O3—H3B | 103 (4) | O3i—Cs1—Br1 | 66.27 (13) |
O3—Cs1—O1vi | 95.0 (2) | O1—Cs1—Br1 | 49.26 (11) |
O3—Cs1—O2viii | 117.35 (18) | O3x—Cs1—Br1 | 96.32 (12) |
O1vi—Cs1—O2viii | 132.34 (18) | C1—Cs1—Br1 | 43.29 (13) |
O3—Cs1—O2ix | 61.08 (18) | O1xi—Cs1—Br1 | 110.80 (12) |
O1vi—Cs1—O2ix | 78.68 (19) | Br1vi—Cs1—Br1 | 68.40 (2) |
O2viii—Cs1—O2ix | 87.23 (19) | O3—Cs1—Cs1i | 133.12 (16) |
O3—Cs1—O3i | 88.7 (2) | O1vi—Cs1—Cs1i | 129.09 (16) |
O1vi—Cs1—O3i | 161.32 (17) | O2viii—Cs1—Cs1i | 46.39 (15) |
O2viii—Cs1—O3i | 59.74 (17) | O2ix—Cs1—Cs1i | 133.62 (14) |
O2ix—Cs1—O3i | 118.75 (18) | O3i—Cs1—Cs1i | 44.45 (14) |
O3—Cs1—O1 | 162.85 (15) | O1—Cs1—Cs1i | 44.61 (11) |
O1vi—Cs1—O1 | 84.47 (18) | O3x—Cs1—Cs1i | 65.25 (13) |
O2viii—Cs1—O1 | 74.04 (16) | C1—Cs1—Cs1i | 60.31 (12) |
O2ix—Cs1—O1 | 134.99 (17) | O1xi—Cs1—Cs1i | 70.31 (12) |
O3i—Cs1—O1 | 86.66 (18) | Br1vi—Cs1—Cs1i | 123.07 (2) |
O3—Cs1—O3x | 149.71 (5) | Br1—Cs1—Cs1i | 54.67 (2) |
O1vi—Cs1—O3x | 80.92 (18) | C3—Br1—Cs1i | 100.4 (3) |
O2viii—Cs1—O3x | 53.22 (16) | C3—Br1—Cs1 | 78.8 (3) |
O2ix—Cs1—O3x | 88.79 (18) | Cs1i—Br1—Cs1 | 68.40 (2) |
Cs1i—O1—C1—C3 | 25.1 (16) | Cs1ii—O1—Cs1—O1xi | −72.7 (3) |
Cs1—O1—C1—C3 | −66.7 (9) | C1—O1—Cs1—Br1vi | 11.2 (5) |
Cs1ii—O1—C1—C3 | 162.6 (7) | Cs1i—O1—Cs1—Br1vi | −129.83 (9) |
Cs1i—O1—C1—C2iii | −160.2 (7) | Cs1ii—O1—Cs1—Br1vi | 136.27 (18) |
Cs1—O1—C1—C2iii | 108.0 (7) | C1—O1—Cs1—Br1 | 63.3 (5) |
Cs1ii—O1—C1—C2iii | −22.7 (9) | Cs1i—O1—Cs1—Br1 | −77.66 (14) |
Cs1i—O1—C1—Cs1 | 91.8 (9) | Cs1ii—O1—Cs1—Br1 | −171.6 (3) |
Cs1ii—O1—C1—Cs1 | −130.7 (5) | C1—O1—Cs1—Cs1i | 141.0 (6) |
O1—C1—C3—C2 | 176.8 (9) | Cs1ii—O1—Cs1—Cs1i | −93.9 (2) |
C2iii—C1—C3—C2 | 2.1 (14) | O1—C1—Cs1—O3 | −155.2 (5) |
Cs1—C1—C3—C2 | 122.3 (9) | C3—C1—Cs1—O3 | −23.8 (7) |
O1—C1—C3—Br1 | −3.7 (13) | C2iii—C1—Cs1—O3 | 97.0 (6) |
C2iii—C1—C3—Br1 | −178.5 (6) | O1—C1—Cs1—O1vi | 138.2 (6) |
Cs1—C1—C3—Br1 | −58.3 (6) | C3—C1—Cs1—O1vi | −90.4 (5) |
C1—C3—C2—O2 | 178.4 (9) | C2iii—C1—Cs1—O1vi | 30.4 (5) |
Br1—C3—C2—O2 | −1.0 (13) | O1—C1—Cs1—O2viii | 3.8 (5) |
C1—C3—C2—C1iii | −2.1 (14) | C3—C1—Cs1—O2viii | 135.2 (5) |
Br1—C3—C2—C1iii | 178.5 (6) | C2iii—C1—Cs1—O2viii | −104.0 (5) |
C3—C2—O2—Cs1iv | 146.7 (7) | O1—C1—Cs1—O2ix | 93.0 (6) |
C1iii—C2—O2—Cs1iv | −32.8 (13) | C3—C1—Cs1—O2ix | −135.6 (5) |
C3—C2—O2—Cs1v | −83.1 (10) | C2iii—C1—Cs1—O2ix | −14.8 (6) |
C1iii—C2—O2—Cs1v | 97.4 (8) | O1—C1—Cs1—O3i | −56.0 (5) |
Cs1vi—O3—Cs1—O1vi | −18.35 (16) | C3—C1—Cs1—O3i | 75.4 (5) |
Cs1vii—O3—Cs1—O1vi | −166.61 (19) | C2iii—C1—Cs1—O3i | −163.8 (5) |
Cs1vi—O3—Cs1—O2viii | 125.41 (19) | C3—C1—Cs1—O1 | 131.4 (8) |
Cs1vii—O3—Cs1—O2viii | −22.8 (3) | C2iii—C1—Cs1—O1 | −107.8 (8) |
Cs1vi—O3—Cs1—O2ix | 55.78 (18) | O1—C1—Cs1—O3x | 46.8 (5) |
Cs1vii—O3—Cs1—O2ix | −92.5 (2) | C3—C1—Cs1—O3x | 178.2 (6) |
Cs1vi—O3—Cs1—O3i | 180 | C2iii—C1—Cs1—O3x | −61.0 (5) |
Cs1vii—O3—Cs1—O3i | 31.7 (2) | O1—C1—Cs1—O1xi | −21.7 (6) |
Cs1vi—O3—Cs1—O1 | −105.8 (6) | C3—C1—Cs1—O1xi | 109.7 (5) |
Cs1vii—O3—Cs1—O1 | 105.9 (6) | C2iii—C1—Cs1—O1xi | −129.5 (5) |
Cs1vi—O3—Cs1—O3x | 62.2 (4) | O1—C1—Cs1—Br1vi | −168.8 (5) |
Cs1vii—O3—Cs1—O3x | −86.0 (4) | C3—C1—Cs1—Br1vi | −37.4 (5) |
Cs1vi—O3—Cs1—C1 | −78.3 (4) | C2iii—C1—Cs1—Br1vi | 83.4 (5) |
Cs1vii—O3—Cs1—C1 | 133.5 (3) | O1—C1—Cs1—Br1 | −99.1 (6) |
Cs1vi—O3—Cs1—O1xi | 136.75 (18) | C3—C1—Cs1—Br1 | 32.3 (4) |
Cs1vii—O3—Cs1—O1xi | −11.51 (17) | C2iii—C1—Cs1—Br1 | 153.1 (6) |
Cs1vi—O3—Cs1—Br1vi | −63.99 (11) | O1—C1—Cs1—Cs1i | −30.6 (5) |
Cs1vii—O3—Cs1—Br1vi | 147.7 (2) | C3—C1—Cs1—Cs1i | 100.8 (5) |
Cs1vi—O3—Cs1—Br1 | −116.79 (11) | C2iii—C1—Cs1—Cs1i | −138.4 (5) |
Cs1vii—O3—Cs1—Br1 | 94.95 (15) | C2—C3—Br1—Cs1i | 171.0 (6) |
Cs1vi—O3—Cs1—Cs1i | 180 | C1—C3—Br1—Cs1i | −8.5 (7) |
Cs1vii—O3—Cs1—Cs1i | 31.7 (2) | C2—C3—Br1—Cs1 | −123.7 (7) |
C1—O1—Cs1—O3 | 50.1 (10) | C1—C3—Br1—Cs1 | 56.8 (7) |
Cs1i—O1—Cs1—O3 | −90.9 (7) | O3—Cs1—Br1—C3 | 127.0 (3) |
Cs1ii—O1—Cs1—O3 | 175.2 (6) | O1vi—Cs1—Br1—C3 | 28.9 (3) |
C1—O1—Cs1—O1vi | −39.0 (6) | O2viii—Cs1—Br1—C3 | −106.2 (3) |
Cs1i—O1—Cs1—O1vi | 180 | O2ix—Cs1—Br1—C3 | 75.3 (9) |
Cs1ii—O1—Cs1—O1vi | 86.1 (2) | O3i—Cs1—Br1—C3 | −155.9 (3) |
C1—O1—Cs1—O2viii | −176.0 (6) | O1—Cs1—Br1—C3 | −48.8 (3) |
Cs1i—O1—Cs1—O2viii | 42.99 (17) | O3x—Cs1—Br1—C3 | −52.5 (3) |
Cs1ii—O1—Cs1—O2viii | −50.9 (2) | C1—Cs1—Br1—C3 | −23.7 (3) |
C1—O1—Cs1—O2ix | −106.9 (5) | O1xi—Cs1—Br1—C3 | −150.7 (3) |
Cs1i—O1—Cs1—O2ix | 112.1 (2) | Br1vi—Cs1—Br1—C3 | 74.0 (3) |
Cs1ii—O1—Cs1—O2ix | 18.2 (3) | Cs1i—Cs1—Br1—C3 | −106.0 (3) |
C1—O1—Cs1—O3i | 124.5 (5) | O3—Cs1—Br1—Cs1i | −127.00 (17) |
Cs1i—O1—Cs1—O3i | −16.46 (14) | O1vi—Cs1—Br1—Cs1i | 134.96 (14) |
Cs1ii—O1—Cs1—O3i | −110.4 (2) | O2viii—Cs1—Br1—Cs1i | −0.19 (12) |
C1—O1—Cs1—O3x | −121.7 (6) | O2ix—Cs1—Br1—Cs1i | −178.7 (8) |
Cs1i—O1—Cs1—O3x | 97.3 (2) | O3i—Cs1—Br1—Cs1i | −49.89 (14) |
Cs1ii—O1—Cs1—O3x | 3.37 (18) | O1—Cs1—Br1—Cs1i | 57.24 (15) |
Cs1i—O1—Cs1—C1 | −141.0 (6) | O3x—Cs1—Br1—Cs1i | 53.50 (12) |
Cs1ii—O1—Cs1—C1 | 125.1 (6) | C1—Cs1—Br1—Cs1i | 82.36 (17) |
C1—O1—Cs1—O1xi | 162.2 (5) | O1xi—Cs1—Br1—Cs1i | −44.68 (11) |
Cs1i—O1—Cs1—O1xi | 21.22 (15) | Br1vi—Cs1—Br1—Cs1i | 180 |
Symmetry codes: (i) x−1, y, z; (ii) −x−1/2, y+1/2, −z+1/2; (iii) −x, −y+1, −z+1; (iv) x+1/2, −y+1/2, z+1/2; (v) x−1/2, −y+1/2, z+1/2; (vi) x+1, y, z; (vii) −x+1/2, y−1/2, −z+1/2; (viii) x−1/2, −y+1/2, z−1/2; (ix) x+1/2, −y+1/2, z−1/2; (x) −x+1/2, y+1/2, −z+1/2; (xi) −x−1/2, y−1/2, −z+1/2. |
C6H4Br2K2O6 | F(000) = 392 |
Mr = 410.11 | Dx = 2.509 Mg m−3 |
Monoclinic, P21/c | Cu Kα radiation, λ = 1.54179 Å |
a = 3.8441 (2) Å | Cell parameters from 1580 reflections |
b = 9.4171 (4) Å | θ = 3.0–75.9° |
c = 15.1001 (6) Å | µ = 16.50 mm−1 |
β = 96.813 (4)° | T = 293 K |
V = 542.77 (4) Å3 | Prism, red |
Z = 2 | 0.20 × 0.15 × 0.05 mm |
Oxford Xcalibur Nova diffractometer | 1112 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 956 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
Detector resolution: 10.4323 pixels mm-1 | θmax = 76.1°, θmin = 5.6° |
CCD detector, ω scans | h = −3→4 |
Absorption correction: multi-scan | k = −11→10 |
Tmin = 0.242, Tmax = 1 | l = −18→17 |
2213 measured reflections |
Refinement on F2 | 3 restraints |
Least-squares matrix: full | All H-atom parameters refined |
R[F2 > 2σ(F2)] = 0.041 | w = 1/[σ2(Fo2) + (0.0818P)2 + 0.287P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.122 | (Δ/σ)max < 0.001 |
S = 1.07 | Δρmax = 0.80 e Å−3 |
1112 reflections | Δρmin = −0.6 e Å−3 |
80 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
K1 | 0.8935 (3) | 0.67047 (10) | 0.20849 (7) | 0.0362 (3) | |
Br1 | 0.22706 (13) | 0.83316 (5) | 0.49510 (3) | 0.0360 (2) | |
O1 | 0.6912 (9) | 0.3778 (3) | 0.35130 (18) | 0.0349 (7) | |
O2 | 0.4778 (9) | 0.6497 (3) | 0.34675 (19) | 0.0311 (6) | |
O3 | 1.3461 (10) | 0.4562 (4) | 0.1909 (2) | 0.0442 (8) | |
H3A | 1.442 (15) | 0.456 (7) | 0.2506 (16) | 0.050 (16)* | |
H3B | 1.445 (17) | 0.379 (6) | 0.164 (4) | 0.06* | |
C1 | 0.6085 (9) | 0.4293 (4) | 0.4219 (2) | 0.0220 (7) | |
C2 | 0.4807 (9) | 0.5847 (4) | 0.4190 (2) | 0.0212 (7) | |
C3 | 0.3741 (10) | 0.6428 (4) | 0.4977 (2) | 0.0223 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
K1 | 0.0291 (5) | 0.0356 (5) | 0.0456 (6) | 0.0010 (3) | 0.0126 (4) | 0.0081 (3) |
Br1 | 0.0440 (4) | 0.0249 (3) | 0.0401 (3) | 0.00683 (15) | 0.0092 (2) | 0.00109 (14) |
O1 | 0.0509 (18) | 0.0316 (15) | 0.0234 (13) | 0.0142 (14) | 0.0097 (11) | −0.0026 (11) |
O2 | 0.0453 (18) | 0.0276 (14) | 0.0218 (13) | 0.0037 (12) | 0.0099 (11) | 0.0049 (10) |
O3 | 0.061 (2) | 0.0371 (17) | 0.0326 (14) | 0.0140 (16) | −0.0018 (13) | −0.0087 (13) |
C1 | 0.0234 (17) | 0.0206 (16) | 0.0222 (15) | 0.0018 (13) | 0.0042 (12) | −0.0012 (12) |
C2 | 0.0237 (17) | 0.0194 (16) | 0.0200 (15) | −0.0003 (13) | 0.0011 (11) | 0.0006 (12) |
C3 | 0.0268 (18) | 0.0141 (14) | 0.0265 (17) | 0.0036 (14) | 0.0048 (12) | −0.0021 (12) |
K1—O1i | 2.742 (3) | O2—C2 | 1.250 (5) |
K1—O1ii | 3.033 (4) | O3—K1 | 2.698 (3) |
K1—O2 | 2.782 (3) | O3—K1iii | 2.905 (4) |
K1—O2iii | 2.886 (3) | O3—K1v | 3.276 (4) |
K1—O3iv | 2.905 (4) | O3—H3A | 0.933 (19) |
K1—O3i | 3.276 (4) | O3—H3B | 0.93 (2) |
Br1—C3 | 1.878 (4) | C1—C3vii | 1.386 (5) |
O1—K1v | 2.742 (3) | C2—C1 | 1.542 (5) |
O1—K1vi | 3.033 (4) | C2—C3 | 1.413 (5) |
O1—C1 | 1.246 (4) | C3—C1vii | 1.386 (5) |
O2—K1iv | 2.886 (3) | ||
K1iii—K1—K1i | 82.16 (2) | O2iii—K1—Br1viii | 169.37 (7) |
K1iv—K1—K1i | 97.84 (2) | O2—K1—O1ii | 78.31 (8) |
K1iii—K1—Br1viii | 124.262 (15) | O2iii—K1—O1ii | 138.13 (9) |
K1ix—Br1—K1x | 61.747 (18) | O2—K1—O2iii | 85.38 (8) |
K1iv—K1—Br1viii | 55.738 (15) | O2—K1—O3iv | 62.97 (9) |
K1v—O1—K1vi | 83.30 (9) | O2iii—K1—O3iv | 120.82 (9) |
K1—O2—K1iv | 85.38 (8) | O2—K1—O3i | 59.45 (8) |
K1—O3—K1iii | 86.56 (10) | O2iii—K1—O3i | 87.57 (9) |
K1—O3—K1v | 110.40 (13) | O2—K1—H3A | 104.5 (10) |
K1iii—O3—K1v | 140.23 (12) | O2iii—K1—H3A | 47.1 (8) |
K1—O3—H3A | 95 (4) | O2—C2—C1 | 117.3 (3) |
K1iii—O3—H3A | 74 (4) | O2—C2—C3 | 124.8 (3) |
K1v—O3—H3A | 69 (4) | O3—K1—K1iii | 48.96 (9) |
K1—O3—H3B | 158 (4) | O3iv—K1—K1iii | 135.53 (7) |
K1iii—O3—H3B | 104 (5) | O3i—K1—K1iii | 109.64 (7) |
K1v—O3—H3B | 74 (5) | O3—K1—K1iv | 131.04 (9) |
Br1xi—K1—K1i | 99.83 (3) | O3iv—K1—K1iv | 44.47 (7) |
Br1viii—K1—K1i | 107.12 (3) | O3i—K1—K1iv | 70.36 (7) |
Br1xi—K1—K1iii | 62.515 (18) | O3—K1—K1i | 130.66 (9) |
Br1xi—K1—K1iv | 117.485 (18) | O3iv—K1—K1i | 141.78 (8) |
Br1xi—K1—Br1viii | 61.747 (18) | O3i—K1—K1i | 30.95 (6) |
O1ii—K1—K1iii | 134.89 (6) | O3—K1—Br1xi | 66.61 (8) |
O1i—K1—K1iv | 128.41 (8) | O3iv—K1—Br1xi | 104.01 (7) |
O1ii—K1—K1iv | 45.11 (6) | O3i—K1—Br1xi | 124.86 (6) |
O1i—K1—K1iii | 51.59 (8) | O3—K1—Br1viii | 106.39 (7) |
O1i—K1—K1i | 46.84 (7) | O3iv—K1—Br1viii | 61.12 (7) |
O1ii—K1—K1i | 63.54 (6) | O3i—K1—Br1viii | 101.46 (6) |
O1i—K1—Br1xi | 55.25 (6) | O3—K1—O1ii | 156.34 (9) |
O1ii—K1—Br1xi | 93.99 (6) | O3iv—K1—O1ii | 85.22 (9) |
O1i—K1—Br1viii | 94.92 (7) | O3—K1—O1i | 95.32 (12) |
O1ii—K1—Br1viii | 50.51 (6) | O3—K1—O2 | 117.12 (11) |
O1i—K1—O1ii | 83.30 (9) | O3—K1—O2iii | 64.21 (9) |
O1i—K1—O2 | 134.90 (10) | O3—K1—O3iv | 86.56 (10) |
O1i—K1—O2iii | 81.55 (9) | O3—K1—O3i | 151.66 (5) |
O1i—K1—O3iv | 155.27 (10) | O3iv—K1—O3i | 111.88 (4) |
O1i—K1—O3i | 76.96 (9) | O3—K1—H3A | 18.4 (6) |
O1ii—K1—O3i | 50.95 (8) | O3iv—K1—H3A | 92.0 (13) |
O1i—K1—H3A | 97.5 (13) | O3i—K1—H3A | 134.4 (7) |
O1ii—K1—H3A | 174.7 (6) | C1—O1—K1v | 140.9 (2) |
O1—C1—C2 | 117.3 (3) | C1—O1—K1vi | 104.5 (2) |
O1—C1—C3vii | 124.6 (3) | C1vii—C3—Br1 | 118.0 (3) |
O2—K1—K1iii | 131.55 (7) | C1vii—C3—C2 | 123.9 (3) |
O2iii—K1—K1iii | 46.18 (6) | C2—O2—K1 | 138.0 (3) |
O2—K1—K1i | 88.24 (7) | C2—O2—K1iv | 126.2 (3) |
O2—K1—K1iv | 48.45 (7) | C2—C3—Br1 | 117.9 (3) |
O2iii—K1—K1iv | 133.82 (6) | C3—Br1—K1ix | 96.32 (12) |
O2iii—K1—K1i | 77.80 (7) | C3—Br1—K1x | 78.83 (12) |
O2—K1—Br1viii | 103.98 (7) | C3vii—C1—C2 | 118.2 (3) |
O2—K1—Br1xi | 165.10 (8) | C3—C2—C1 | 117.9 (3) |
O2iii—K1—Br1xi | 108.48 (7) | H3A—O3—H3B | 106 (4) |
K1iii—K1—O2—C2 | −37.3 (4) | K1v—O3—K1—O2 | 20.21 (14) |
K1iv—K1—O2—C2 | 142.7 (4) | K1iii—O3—K1—O2iii | −53.20 (8) |
K1i—K1—O2—C2 | −115.2 (4) | K1v—O3—K1—O2iii | 89.85 (12) |
K1iii—K1—O2—K1iv | 180 | K1iii—O3—K1—O3iv | 180 |
K1i—K1—O2—K1iv | 102.10 (6) | K1v—O3—K1—O3iv | −36.95 (14) |
K1ix—Br1—C3—C1vii | −13.4 (3) | K1iii—O3—K1—O3i | −47.53 (19) |
K1x—Br1—C3—C1vii | 46.1 (3) | K1v—O3—K1—O3i | 95.5 (2) |
K1ix—Br1—C3—C2 | 170.4 (3) | Br1viii—K1—O2—K1iv | −5.12 (8) |
K1x—Br1—C3—C2 | −130.1 (3) | Br1xi—K1—O2—K1iv | −21.2 (3) |
K1v—O1—C1—C2 | 154.7 (3) | Br1xi—K1—O2—C2 | 121.5 (4) |
K1vi—O1—C1—C2 | −108.0 (3) | Br1viii—K1—O2—C2 | 137.6 (4) |
K1v—O1—C1—C3vii | −24.8 (7) | O1i—K1—O2—K1iv | 106.78 (13) |
K1vi—O1—C1—C3vii | 72.5 (4) | O1ii—K1—O2—K1iv | 38.77 (8) |
K1—O2—C2—C1 | −39.0 (5) | O1i—K1—O2—C2 | −110.5 (4) |
K1iv—O2—C2—C1 | 92.6 (4) | O1ii—K1—O2—C2 | −178.6 (4) |
K1—O2—C2—C3 | 141.4 (3) | O2iii—K1—O2—K1iv | 180 |
K1iv—O2—C2—C3 | −87.1 (4) | O2iii—K1—O2—C2 | −37.3 (4) |
K1v—O3—K1—K1iii | 143.05 (14) | O2—C2—C1—O1 | −1.9 (5) |
K1iii—O3—K1—K1iv | 180 | O2—C2—C1—C3vii | 177.7 (3) |
K1v—O3—K1—K1iv | −36.95 (14) | O2—C2—C3—Br1 | −1.6 (5) |
K1iii—O3—K1—K1i | −9.61 (14) | O2—C2—C3—C1vii | −177.5 (4) |
K1v—O3—K1—K1i | 133.44 (9) | O3—K1—O2—K1iv | −122.12 (10) |
K1iii—O3—K1—Br1xi | 73.13 (7) | O3iv—K1—O2—K1iv | −51.81 (9) |
K1v—O3—K1—Br1xi | −143.82 (12) | O3i—K1—O2—K1iv | 90.09 (9) |
K1iii—O3—K1—Br1viii | 121.47 (6) | O3—K1—O2—C2 | 20.5 (4) |
K1v—O3—K1—Br1viii | −95.48 (9) | O3iv—K1—O2—C2 | 90.9 (4) |
K1iii—O3—K1—O1ii | 110.2 (2) | O3i—K1—O2—C2 | −127.2 (4) |
K1v—O3—K1—O1ii | −106.8 (2) | C1—C2—C3—Br1 | 178.8 (3) |
K1iii—O3—K1—O1i | 24.74 (10) | C1—C2—C3—C1vii | 2.8 (6) |
K1v—O3—K1—O1i | 167.79 (11) | C3—C2—C1—O1 | 177.8 (3) |
K1iii—O3—K1—O2 | −122.84 (10) | C3—C2—C1—C3vii | −2.7 (6) |
Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) −x+1, y+1/2, −z+1/2; (iii) x+1, y, z; (iv) x−1, y, z; (v) −x+2, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) −x+1, −y+1, −z+1; (viii) x, −y+3/2, z−1/2; (ix) x−1, −y+3/2, z+1/2; (x) x, −y+3/2, z+1/2; (xi) x+1, −y+3/2, z−1/2. |
C6H4Br2O6Rb2 | F(000) = 464 |
Mr = 502.85 | Dx = 2.892 Mg m−3 |
Monoclinic, P21/n | Cu Kα radiation, λ = 1.54179 Å |
a = 4.0228 (1) Å | Cell parameters from 3650 reflections |
b = 9.5488 (3) Å | θ = 2.9–75.5° |
c = 15.1307 (4) Å | µ = 19.25 mm−1 |
β = 96.521 (2)° | T = 293 K |
V = 577.45 (3) Å3 | Prism, red |
Z = 2 | 0.30 × 0.16 × 0.03 mm |
Oxford Xcalibur Nova diffractometer | 1181 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 1159 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
Detector resolution: 10.4323 pixels mm-1 | θmax = 75.7°, θmin = 5.5° |
CCD detector, ω scans | h = −5→3 |
Absorption correction: multi-scan | k = −11→11 |
Tmin = 0.151, Tmax = 1 | l = −15→18 |
3568 measured reflections |
Refinement on F2 | 3 restraints |
Least-squares matrix: full | All H-atom parameters refined |
R[F2 > 2σ(F2)] = 0.047 | w = 1/[σ2(Fo2) + (0.0858P)2 + 1.211P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.128 | (Δ/σ)max = 0.001 |
S = 1.12 | Δρmax = 0.77 e Å−3 |
1181 reflections | Δρmin = −2.03 e Å−3 |
81 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Rb1 | 0.18573 (11) | 0.16602 (5) | 0.29598 (3) | 0.0342 (3) | |
Br1 | −0.25701 (15) | 0.17109 (5) | 0.50657 (4) | 0.0375 (3) | |
O1 | −0.3435 (9) | 0.3832 (4) | 0.35487 (18) | 0.0357 (7) | |
O2 | 0.1364 (9) | 0.3510 (3) | 0.65169 (19) | 0.0330 (7) | |
O3 | 0.6604 (10) | −0.0562 (4) | 0.3093 (2) | 0.0426 (9) | |
H3A | 0.62 (5) | −0.016 (10) | 0.251 (3) | 0.30 (11)* | |
H3B | 0.673 (18) | −0.154 (3) | 0.297 (5) | 0.05 (2)* | |
C1 | −0.1903 (10) | 0.4320 (4) | 0.4239 (2) | 0.0218 (7) | |
C3 | −0.1149 (10) | 0.3585 (4) | 0.5031 (3) | 0.0230 (7) | |
C2 | 0.0650 (10) | 0.4153 (4) | 0.5798 (2) | 0.0215 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rb1 | 0.0279 (4) | 0.0366 (4) | 0.0370 (4) | −0.00123 (13) | −0.0007 (2) | −0.00569 (15) |
Br1 | 0.0508 (4) | 0.0288 (4) | 0.0317 (4) | −0.00875 (17) | −0.0008 (3) | 0.00185 (15) |
O1 | 0.0517 (19) | 0.0353 (17) | 0.0178 (13) | −0.0140 (15) | −0.0062 (12) | −0.0020 (12) |
O2 | 0.051 (2) | 0.0314 (16) | 0.0145 (13) | −0.0022 (13) | −0.0054 (13) | 0.0048 (11) |
O3 | 0.063 (2) | 0.040 (2) | 0.0255 (15) | 0.0099 (16) | 0.0104 (15) | 0.0081 (14) |
C1 | 0.0283 (18) | 0.0240 (18) | 0.0131 (14) | −0.0022 (14) | 0.0020 (13) | −0.0008 (13) |
C3 | 0.032 (2) | 0.0177 (17) | 0.0191 (17) | −0.0020 (14) | 0.0020 (15) | 0.0009 (14) |
C2 | 0.0289 (19) | 0.0214 (19) | 0.0144 (14) | 0.0008 (14) | 0.0031 (13) | 0.0017 (13) |
Br1—Rb1i | 3.6821 (7) | O2—Rb1vii | 2.997 (3) |
Rb1—Br1ii | 3.6821 (7) | O3—Rb1 | 2.846 (4) |
Rb1—Br1 | 3.8231 (8) | O3—Rb1ii | 3.017 (4) |
Rb1—O1ii | 2.880 (3) | O3—Rb1viii | 3.318 (4) |
Rb1—O2iii | 2.929 (3) | O3—H3A | 0.95 (2) |
Rb1—O2iv | 2.997 (3) | O3—H3B | 0.95 (2) |
Rb1—O3i | 3.017 (4) | C1—Rb1 | 3.627 (4) |
Rb1—O3v | 3.318 (4) | C1—C2ix | 1.546 (5) |
Rb1—H3A | 2.62 (16) | C1—C3 | 1.392 (5) |
O1—Rb1i | 2.880 (3) | C2—O2 | 1.254 (5) |
O1—Rb1 | 3.171 (4) | C2—C1ix | 1.546 (5) |
O1—C1 | 1.242 (5) | C3—Br1 | 1.881 (4) |
O2—Rb1vi | 2.929 (3) | C3—C2 | 1.405 (5) |
Rb1i—Br1—Rb1 | 64.792 (12) | O2iii—Rb1—O3i | 62.34 (9) |
Rb1i—Rb1—H3A | 134 (4) | O2iv—Rb1—O3i | 119.78 (9) |
Rb1ii—Rb1—H3A | 46 (4) | O2iii—Rb1—O3v | 56.41 (9) |
Rb1i—O1—Rb1 | 83.18 (9) | O2iv—Rb1—O3v | 87.10 (9) |
Rb1vi—O2—Rb1vii | 85.50 (8) | O2iii—Rb1—C1 | 96.41 (9) |
Rb1—O3—Rb1ii | 86.59 (10) | O2iv—Rb1—C1 | 138.64 (9) |
Rb1—O3—Rb1viii | 108.70 (12) | O2iii—Rb1—H3A | 104 (3) |
Rb1ii—O3—Rb1viii | 142.11 (11) | O2iv—Rb1—H3A | 45.2 (17) |
Rb1—O3—H3A | 66 (9) | O2—C2—C1ix | 116.7 (3) |
Rb1ii—O3—H3A | 73 (10) | O2—C2—C3 | 125.0 (4) |
Rb1viii—O3—H3A | 82 (8) | O3—Rb1—Rb1i | 131.52 (8) |
Rb1—O3—H3B | 140 (4) | O3i—Rb1—Rb1i | 44.93 (7) |
Rb1ii—O3—H3B | 129 (4) | O3v—Rb1—Rb1i | 68.58 (7) |
Rb1viii—O3—H3B | 32 (5) | O3—Rb1—Rb1ii | 48.48 (8) |
Br1ii—Rb1—Rb1ii | 59.300 (12) | O3i—Rb1—Rb1ii | 135.07 (7) |
Br1—Rb1—Rb1ii | 124.092 (11) | O3v—Rb1—Rb1ii | 111.42 (7) |
Br1ii—Rb1—Rb1i | 120.700 (12) | O3—Rb1—Br1ii | 67.11 (7) |
Br1—Rb1—Rb1i | 55.908 (11) | O3i—Rb1—Br1ii | 108.29 (6) |
Br1ii—Rb1—Br1 | 64.792 (12) | O3v—Rb1—Br1ii | 125.87 (6) |
Br1ii—Rb1—H3A | 83 (2) | O3—Rb1—Br1 | 108.84 (7) |
Br1—Rb1—H3A | 127.9 (12) | O3i—Rb1—Br1 | 63.72 (6) |
O1ii—Rb1—Rb1i | 128.49 (8) | O3v—Rb1—Br1 | 100.37 (6) |
O1—Rb1—Rb1i | 45.31 (6) | O3—Rb1—O1ii | 95.89 (12) |
O1ii—Rb1—Rb1ii | 51.51 (8) | O3—Rb1—O1 | 159.07 (8) |
O1—Rb1—Rb1ii | 134.69 (6) | O3i—Rb1—O1 | 86.75 (9) |
O1ii—Rb1—Br1ii | 53.74 (6) | O3—Rb1—O2iii | 117.03 (10) |
O1—Rb1—Br1ii | 96.34 (5) | O3—Rb1—O2iv | 63.54 (9) |
O1ii—Rb1—Br1 | 94.89 (6) | O3—Rb1—O3i | 86.59 (10) |
O1—Rb1—Br1 | 50.68 (5) | O3—Rb1—O3v | 150.63 (3) |
O1ii—Rb1—O1 | 83.18 (9) | O3i—Rb1—O3v | 109.59 (3) |
O1ii—Rb1—O2iii | 133.19 (9) | O3—Rb1—C1 | 143.28 (9) |
O1ii—Rb1—O2iv | 80.42 (9) | O3i—Rb1—C1 | 96.84 (9) |
O1ii—Rb1—O3i | 157.89 (8) | O3v—Rb1—C1 | 61.22 (8) |
O1ii—Rb1—O3v | 78.36 (9) | O3—Rb1—H3A | 19.5 (5) |
O1—Rb1—O3v | 49.73 (8) | O3i—Rb1—H3A | 93 (4) |
O1ii—Rb1—C1 | 68.30 (10) | O3v—Rb1—H3A | 131.7 (11) |
O1—Rb1—C1 | 19.62 (8) | C1—Rb1—Rb1ii | 118.54 (6) |
O1ii—Rb1—H3A | 97 (4) | C1—Rb1—Rb1i | 61.46 (6) |
O1—Rb1—H3A | 178.6 (10) | C1—Rb1—Br1 | 44.29 (6) |
O1—C1—Rb1 | 59.0 (2) | C1—Rb1—Br1ii | 77.21 (6) |
O1—C1—C2ix | 117.1 (3) | C1—Rb1—H3A | 160 (3) |
O1—C1—C3 | 125.0 (4) | C1—O1—Rb1i | 140.9 (3) |
O2iii—Rb1—Rb1i | 47.95 (7) | C1—O1—Rb1 | 101.4 (3) |
O2iv—Rb1—Rb1i | 133.46 (7) | C1—C3—Br1 | 117.8 (3) |
O2iii—Rb1—Rb1ii | 132.05 (7) | C1—C3—C2 | 123.9 (4) |
O2iv—Rb1—Rb1ii | 46.54 (7) | C2—O2—Rb1vi | 138.9 (3) |
O2iii—Rb1—Br1ii | 168.33 (7) | C2—O2—Rb1vii | 124.1 (3) |
O2iv—Rb1—Br1ii | 105.78 (7) | C2ix—C1—Rb1 | 118.9 (2) |
O2iii—Rb1—Br1 | 103.80 (7) | C2—C3—Br1 | 118.3 (3) |
O2iv—Rb1—Br1 | 170.27 (7) | C3—C1—Rb1 | 92.5 (2) |
O2iii—Rb1—O1 | 76.82 (8) | C3—C2—C1ix | 118.3 (3) |
O2iv—Rb1—O1 | 136.16 (8) | C3—C1—C2ix | 117.8 (3) |
O2iii—Rb1—O2iv | 85.50 (8) | H3A—O3—H3B | 103 (4) |
Rb1ii—Rb1—Br1—Rb1i | 180 | O1—C1—C3—Br1 | −0.4 (6) |
Rb1i—Rb1—Br1—C3 | −104.55 (13) | O1—C1—C3—C2 | 178.6 (4) |
Rb1ii—Rb1—Br1—C3 | 75.45 (13) | O2iii—Rb1—Br1—Rb1i | −2.61 (6) |
Rb1i—O1—Rb1—Rb1ii | 180 | O2iv—Rb1—Br1—Rb1i | −165.2 (4) |
Rb1i—O1—Rb1—Br1ii | −127.78 (5) | O2iii—Rb1—Br1—C3 | −107.16 (14) |
Rb1i—O1—Rb1—Br1 | −77.94 (7) | O2iv—Rb1—Br1—C3 | 90.3 (4) |
Rb1i—O1—Rb1—O1ii | 180 | O3—Rb1—Br1—Rb1i | −127.94 (9) |
Rb1i—O1—Rb1—O2iii | 42.61 (8) | O3i—Rb1—Br1—Rb1i | −51.74 (8) |
Rb1i—O1—Rb1—O2iv | 111.51 (11) | O3v—Rb1—Br1—Rb1i | 55.10 (7) |
Rb1i—O1—Rb1—O3i | −19.72 (8) | O3—Rb1—Br1—C3 | 127.52 (16) |
Rb1i—O1—Rb1—O3v | 99.50 (11) | O3i—Rb1—Br1—C3 | −156.28 (15) |
Rb1i—O1—Rb1—O3 | −91.3 (3) | O3v—Rb1—Br1—C3 | −49.44 (15) |
Rb1i—O1—Rb1—C1 | −140.7 (3) | C1—Rb1—Br1—Rb1i | 82.40 (8) |
Rb1i—O1—C1—Rb1 | 93.2 (4) | C1—Rb1—Br1—C3 | −22.15 (16) |
Rb1i—O1—C1—C2ix | −157.8 (3) | C1—O1—Rb1—Rb1i | 140.7 (3) |
Rb1—O1—C1—C2ix | 109.0 (3) | C1—O1—Rb1—Rb1ii | −39.3 (3) |
Rb1i—O1—C1—C3 | 24.2 (7) | C1—O1—Rb1—Br1ii | 12.9 (2) |
Rb1—O1—C1—C3 | −68.9 (4) | C1—O1—Rb1—Br1 | 62.7 (2) |
Rb1ii—O3—Rb1—Rb1i | 180 | C1—O1—Rb1—O1ii | −39.3 (3) |
Rb1viii—O3—Rb1—Rb1i | 35.47 (13) | C1—O1—Rb1—O2iii | −176.7 (3) |
Rb1viii—O3—Rb1—Rb1ii | −144.53 (13) | C1—O1—Rb1—O2iv | −107.8 (2) |
Rb1ii—O3—Rb1—Br1ii | −68.50 (6) | C1—O1—Rb1—O3i | 121.0 (3) |
Rb1viii—O3—Rb1—Br1ii | 146.96 (11) | C1—O1—Rb1—O3v | −119.8 (3) |
Rb1ii—O3—Rb1—Br1 | −119.27 (5) | C1—O1—Rb1—O3 | 49.3 (4) |
Rb1viii—O3—Rb1—Br1 | 96.20 (8) | C1ix—C2—O2—Rb1vi | −35.1 (6) |
Rb1ii—O3—Rb1—O1ii | −22.05 (8) | C1ix—C2—O2—Rb1vii | 94.1 (4) |
Rb1viii—O3—Rb1—O1ii | −166.58 (10) | C1—C3—Br1—Rb1i | −11.4 (3) |
Rb1ii—O3—Rb1—O1 | −108.3 (3) | C1—C3—Br1—Rb1 | 50.9 (3) |
Rb1viii—O3—Rb1—O1 | 107.1 (3) | C1—C3—C2—O2 | −179.8 (4) |
Rb1ii—O3—Rb1—O2iii | 123.54 (10) | C1—C3—C2—C1ix | −0.6 (7) |
Rb1viii—O3—Rb1—O2iii | −20.99 (14) | C2ix—C1—Rb1—Rb1i | −136.9 (3) |
Rb1ii—O3—Rb1—O2iv | 54.17 (9) | C2ix—C1—Rb1—Rb1ii | 43.1 (3) |
Rb1viii—O3—Rb1—O2iv | −90.36 (11) | C2ix—C1—Rb1—Br1 | 154.0 (3) |
Rb1ii—O3—Rb1—O3i | 180 | C2ix—C1—Rb1—Br1ii | 87.1 (2) |
Rb1viii—O3—Rb1—O3i | 35.47 (13) | C2ix—C1—Rb1—O1ii | 31.3 (2) |
Rb1ii—O3—Rb1—O3v | 54.63 (18) | C2ix—C1—Rb1—O1 | −106.0 (4) |
Rb1viii—O3—Rb1—O3v | −89.9 (2) | C2ix—C1—Rb1—O2iii | −102.8 (3) |
Rb1ii—O3—Rb1—C1 | −83.13 (16) | C2ix—C1—Rb1—O2iv | −12.3 (3) |
Rb1viii—O3—Rb1—C1 | 132.34 (13) | C2ix—C1—Rb1—O3 | 100.9 (3) |
Rb1—C1—C3—Br1 | −53.6 (3) | C2ix—C1—Rb1—O3v | −57.0 (2) |
Rb1—C1—C3—C2 | 125.4 (4) | C2ix—C1—Rb1—O3i | −165.6 (2) |
Br1ii—Rb1—Br1—Rb1i | 180 | C2ix—C1—C3—Br1 | −178.3 (3) |
Br1ii—Rb1—Br1—C3 | 75.45 (13) | C2ix—C1—C3—C2 | 0.6 (7) |
Br1—C3—C2—O2 | −0.9 (6) | C2—C3—Br1—Rb1i | 169.6 (3) |
Br1—C3—C2—C1ix | 178.3 (3) | C2—C3—Br1—Rb1 | −128.2 (3) |
O1ii—Rb1—Br1—Rb1i | 134.13 (7) | C3—C1—Rb1—Rb1ii | −80.8 (2) |
O1—Rb1—Br1—Rb1i | 57.09 (7) | C3—C1—Rb1—Rb1i | 99.2 (2) |
O1—Rb1—Br1—C3 | −47.46 (15) | C3—C1—Rb1—Br1 | 30.1 (2) |
O1ii—Rb1—Br1—C3 | 29.59 (15) | C3—C1—Rb1—Br1ii | −36.8 (2) |
O1—C1—Rb1—Rb1i | −30.9 (2) | C3—C1—Rb1—O1ii | −92.5 (3) |
O1—C1—Rb1—Rb1ii | 149.1 (2) | C3—C1—Rb1—O1 | 130.1 (4) |
O1—C1—Rb1—Br1ii | −166.9 (2) | C3—C1—Rb1—O2iii | 133.3 (2) |
O1—C1—Rb1—Br1 | −100.0 (3) | C3—C1—Rb1—O2iv | −136.2 (2) |
O1—C1—Rb1—O1ii | 137.4 (3) | C3—C1—Rb1—O3 | −23.0 (3) |
O1—C1—Rb1—O2iii | 3.2 (3) | C3—C1—Rb1—O3v | 179.1 (3) |
O1—C1—Rb1—O2iv | 93.7 (3) | C3—C1—Rb1—O3i | 70.5 (2) |
O1—C1—Rb1—O3i | −59.6 (3) | C3—C2—O2—Rb1vi | 144.1 (3) |
O1—C1—Rb1—O3v | 49.0 (2) | C3—C2—O2—Rb1vii | −86.7 (5) |
O1—C1—Rb1—O3 | −153.0 (2) |
Symmetry codes: (i) x−1, y, z; (ii) x+1, y, z; (iii) x−1/2, −y+1/2, z−1/2; (iv) x+1/2, −y+1/2, z−1/2; (v) −x+1/2, y+1/2, −z+1/2; (vi) x+1/2, −y+1/2, z+1/2; (vii) x−1/2, −y+1/2, z+1/2; (viii) −x+1/2, y−1/2, −z+1/2; (ix) −x, −y+1, −z+1. |
C6H5Br2O6Rb·H2O | Dx = 2.557 Mg m−3 |
Mr = 436.39 | Cu Kα radiation, λ = 1.54179 Å |
Tetragonal, P42/n | Cell parameters from 12733 reflections |
a = 18.6351 (1) Å | θ = 2.4–76.0° |
c = 6.528 (1) Å | µ = 14.50 mm−1 |
V = 2266.96 (2) Å3 | T = 293 K |
Z = 8 | Prism, dark red |
F(000) = 2100 | 0.23 × 0.20 × 0.09 mm |
Oxford Xcalibur Nova diffractometer | 2330 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 2232 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
Detector resolution: 10.4323 pixels mm-1 | θmax = 76.1°, θmin = 3.4° |
CCD detector, ω scans | h = −23→23 |
Absorption correction: multi-scan | k = −23→23 |
Tmin = 0.488, Tmax = 1 | l = −7→7 |
20373 measured reflections |
Refinement on F2 | 13 restraints |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.044 | w = 1/[σ2(Fo2) + (0.0741P)2 + 3.9255P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.136 | (Δ/σ)max = 0.001 |
S = 1.21 | Δρmax = 1.00 e Å−3 |
2330 reflections | Δρmin = −0.95 e Å−3 |
167 parameters |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Rb1 | 0.65825 (3) | 0.50015 (2) | 1.24068 (8) | 0.0466 (2) | |
Br1 | 0.83118 (4) | 0.40736 (3) | 0.99888 (8) | 0.0469 (2) | |
Br2 | 0.59254 (3) | 0.66886 (4) | 1.50009 (8) | 0.0465 (2) | |
O1 | 0.6707 (2) | 0.3701 (2) | 1.0027 (5) | 0.0383 (8) | |
O2 | 0.6031 (2) | 0.2446 (2) | 0.9987 (5) | 0.0391 (9) | |
H2 | 0.5676 | 0.2858 | 0.9971 | 0.1* | 0.5 |
O3 | 0.6302 (2) | 0.8294 (2) | 1.4983 (5) | 0.0371 (8) | |
O4 | 0.7437 (2) | 0.6039 (2) | 1.5018 (5) | 0.0375 (8) | |
H4 | 0.7852 | 0.5892 | 1.5027 | 0.056* | 0.5 |
O5 | 0.5011 (2) | 0.3566 (2) | 1.0001 (6) | 0.0435 (9) | |
H5A | 0.473 (5) | 0.381 (5) | 0.904 (10) | 0.13 (4)* | |
H5B | 0.473 (5) | 0.364 (6) | 1.120 (9) | 0.15 (5)* | |
O6 | 0.6507 (2) | 0.49982 (15) | 1.7463 (5) | 0.0387 (9) | |
H6A | 0.674 (4) | 0.544 (2) | 1.759 (4) | 0.11 (4)* | |
H6B | 0.681 (5) | 0.461 (3) | 1.760 (4) | 0.22 (8)* | |
O7 | 0.4996 (4) | 0.4991 (6) | 1.269 (2) | 0.136 (4) | |
H7A | 0.532 (9) | 0.528 (9) | 1.34 (3) | 0.25* | |
H7B | 0.504 (10) | 0.506 (11) | 1.127 (6) | 0.25* | |
C1 | 0.7099 (3) | 0.3161 (3) | 1.0005 (6) | 0.0302 (10) | |
C3 | 0.7865 (3) | 0.3179 (2) | 0.9989 (6) | 0.0283 (9) | |
C2 | 0.6731 (3) | 0.2432 (3) | 0.9992 (6) | 0.0308 (10) | |
C4 | 0.6836 (2) | 0.7902 (3) | 1.5001 (5) | 0.0278 (9) | |
C5 | 0.7437 (3) | 0.6724 (3) | 1.5015 (6) | 0.0301 (9) | |
C6 | 0.6826 (2) | 0.7136 (3) | 1.5010 (6) | 0.0274 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rb1 | 0.0594 (4) | 0.0282 (3) | 0.0520 (4) | 0.0003 (2) | −0.0002 (2) | 0.00028 (19) |
Br1 | 0.0550 (4) | 0.0325 (3) | 0.0533 (4) | −0.0062 (2) | 0.0020 (2) | 0.00005 (19) |
Br2 | 0.0320 (3) | 0.0549 (4) | 0.0525 (4) | −0.0076 (2) | −0.00126 (19) | −0.0016 (2) |
O1 | 0.042 (2) | 0.0280 (17) | 0.045 (2) | 0.0087 (14) | −0.0029 (13) | −0.0033 (12) |
O2 | 0.0314 (17) | 0.0378 (19) | 0.048 (2) | 0.0051 (15) | −0.0038 (12) | −0.0042 (13) |
O3 | 0.0258 (16) | 0.0394 (19) | 0.046 (2) | 0.0074 (14) | −0.0037 (12) | −0.0019 (13) |
O4 | 0.0371 (19) | 0.0292 (17) | 0.046 (2) | 0.0042 (14) | −0.0019 (13) | −0.0033 (12) |
O5 | 0.0305 (18) | 0.052 (2) | 0.048 (2) | −0.0021 (17) | −0.0016 (13) | 0.0047 (15) |
O6 | 0.053 (2) | 0.0133 (14) | 0.050 (2) | −0.0007 (13) | 0.0063 (15) | 0.0005 (12) |
O7 | 0.054 (4) | 0.200 (11) | 0.152 (9) | −0.001 (5) | 0.010 (4) | 0.003 (6) |
C1 | 0.042 (3) | 0.028 (2) | 0.021 (2) | 0.0095 (19) | −0.0025 (15) | −0.0018 (13) |
C2 | 0.035 (2) | 0.037 (2) | 0.020 (2) | 0.007 (2) | −0.0023 (14) | −0.0018 (15) |
C3 | 0.036 (2) | 0.025 (2) | 0.024 (2) | −0.0029 (18) | −0.0001 (14) | −0.0004 (13) |
C4 | 0.0216 (19) | 0.039 (2) | 0.022 (2) | 0.0089 (18) | −0.0013 (13) | −0.0004 (14) |
C5 | 0.031 (2) | 0.035 (2) | 0.023 (2) | 0.0017 (19) | −0.0002 (14) | −0.0014 (15) |
C6 | 0.0209 (19) | 0.033 (2) | 0.028 (2) | −0.0025 (17) | 0.0001 (13) | −0.0014 (14) |
Rb1—Br1 | 3.9833 (9) | O4—H4 | 0.82 |
Rb1—Br1i | 3.7749 (8) | O5—H5A | 0.94 (2) |
Rb1—Br2ii | 3.9768 (9) | O5—H5B | 0.95 (2) |
Rb1—O2iii | 3.022 (4) | O6—Rb1viii | 3.231 (4) |
Rb1—O3ii | 2.892 (3) | O6—Rb1 | 3.303 (4) |
Rb1—O6iv | 3.231 (4) | O6—H6B | 0.92 (2) |
Rb1—O7 | 2.963 (7) | O6—H6A | 0.93 (2) |
Rb1—H7B | 2.96 (19) | O7—H7A | 0.93 (19) |
Rb1—H7A | 2.50 (19) | O7—H7B | 0.94 (2) |
Br1—Rb1v | 3.7749 (8) | C1—C2 | 1.522 (7) |
Br2—Rb1 | 3.7751 (8) | C1—C2 | 1.522 (7) |
Br2—Rb1vi | 3.9768 (9) | C2—C3ix | 1.364 (7) |
Br2—C6 | 1.875 (5) | C3—Br1 | 1.863 (5) |
O1—Rb1 | 2.888 (4) | C3—C1 | 1.429 (7) |
O1—C1 | 1.244 (6) | C3—C2ix | 1.364 (7) |
O2—Rb1vii | 3.022 (4) | C4—O3 | 1.234 (6) |
O2—C2 | 1.305 (6) | C4—C5x | 1.522 (7) |
O2—H2 | 1.014 (4) | C4—C6 | 1.428 (7) |
O3—Rb1vi | 2.892 (3) | C5—C4x | 1.522 (7) |
O4—C5 | 1.277 (6) | C6—C5 | 1.373 (7) |
Rb1v—Br1—Rb1 | 172.91 (2) | O3ii—Rb1—O7 | 96.9 (2) |
Rb1—Br2—Rb1vi | 129.632 (15) | O3—C4—C5x | 116.5 (5) |
Rb1vii—O2—H2 | 88.9 (2) | O3—C4—C6 | 125.5 (5) |
Rb1viii—O6—Rb1 | 175.09 (14) | O4—C5—C4x | 117.3 (5) |
Rb1viii—O6—H6A | 83.5 (17) | O4—C5—C6 | 123.9 (5) |
Rb1—O6—H6A | 94.1 (16) | O6iv—Rb1—Br1 | 68.80 (7) |
Rb1viii—O6—H6B | 82.8 (17) | O6—Rb1—Br1 | 115.43 (7) |
Rb1—O6—H6B | 94.4 (17) | O6iv—Rb1—Br1i | 115.50 (5) |
Rb1—O7—H7A | 52 (10) | O6—Rb1—Br1i | 62.53 (5) |
Rb1—O7—H7B | 81 (10) | O6iv—Rb1—Br2 | 115.83 (5) |
Br1i—Rb1—Br1 | 94.41 (2) | O6—Rb1—Br2 | 62.59 (5) |
Br1i—Rb1—Br2ii | 143.13 (2) | O6iv—Rb1—Br2ii | 68.96 (7) |
Br1i—Rb1—Br2 | 112.912 (19) | O6—Rb1—Br2ii | 115.46 (7) |
Br2—Rb1—Br1 | 143.29 (2) | O6iv—Rb1—O6 | 175.09 (14) |
Br2ii—Rb1—Br1 | 51.382 (14) | O6iv—Rb1—H7A | 103 (3) |
Br2—Rb1—Br2ii | 94.56 (2) | O6—Rb1—H7A | 73 (3) |
O1—Rb1—Br1 | 50.04 (8) | O6iv—Rb1—H7B | 73.0 (10) |
O1—Rb1—Br1i | 64.29 (7) | O6—Rb1—H7B | 102.1 (10) |
O1—Rb1—Br2 | 165.06 (8) | O7—Rb1—Br1i | 69.1 (2) |
O1—Rb1—Br2ii | 94.92 (8) | O7—Rb1—Br1 | 146.0 (2) |
O1—Rb1—O2iii | 73.90 (10) | O7—Rb1—Br2ii | 146.8 (2) |
O1—Rb1—O3ii | 114.00 (10) | O7—Rb1—Br2 | 69.7 (2) |
O1—Rb1—O6iv | 57.62 (8) | O7—Rb1—O2iii | 119.5 (2) |
O1—Rb1—O6 | 122.64 (8) | O7—Rb1—O6iv | 91.1 (3) |
O1—Rb1—O7 | 96.2 (3) | O7—Rb1—O6 | 84.0 (3) |
O1—Rb1—H7A | 113 (2) | O7—Rb1—H7A | 17.1 (18) |
O1—Rb1—H7B | 89 (4) | O7—Rb1—H7B | 18.3 (8) |
O1—C1—C2 | 117.3 (5) | C1—O1—Rb1 | 137.1 (3) |
O1—C1—C3 | 124.6 (5) | C1—C3—Br1 | 117.9 (4) |
O2iii—Rb1—Br1i | 52.59 (7) | C2—O2—Rb1vii | 128.8 (3) |
O2iii—Rb1—Br1 | 60.89 (7) | C2—O2—H2 | 132.0 (4) |
O2iii—Rb1—Br2 | 116.95 (7) | C2ix—C3—Br1 | 120.0 (4) |
O2iii—Rb1—Br2ii | 93.70 (7) | C2ix—C3—C1 | 122.1 (4) |
O2iii—Rb1—O6iv | 125.36 (9) | C3—Br1—Rb1v | 94.75 (15) |
O2iii—Rb1—O6 | 57.62 (9) | C3—Br1—Rb1 | 91.55 (15) |
O2iii—Rb1—H7B | 133 (3) | C3ix—C2—C1 | 119.8 (5) |
O2iii—Rb1—H7A | 119 (4) | C3—C1—C2 | 118.1 (4) |
O2—C2—C1 | 115.5 (5) | C4—O3—Rb1vi | 136.7 (3) |
O2—C2—C3ix | 124.6 (5) | C4—C6—Br2 | 117.2 (3) |
O3ii—Rb1—Br1i | 165.00 (8) | C5—O4—H4 | 109.5 |
O3ii—Rb1—Br1 | 94.90 (8) | C5—C6—Br2 | 119.6 (4) |
O3ii—Rb1—O2iii | 142.37 (11) | C5—C6—C4 | 123.2 (4) |
O3ii—Rb1—O6iv | 57.73 (8) | C6—Br2—Rb1 | 94.67 (14) |
O3ii—Rb1—H7A | 92 (4) | C6—Br2—Rb1vi | 91.64 (15) |
O3ii—Rb1—H7B | 85 (3) | C6—C4—C5x | 118.0 (4) |
O3ii—Rb1—Br2 | 64.52 (7) | C6—C5—C4x | 118.8 (5) |
O3ii—Rb1—Br2ii | 50.15 (8) | H5A—O5—H5B | 100 (5) |
O3ii—Rb1—O6 | 122.95 (8) | H6B—O6—H6A | 114 (6) |
O3ii—Rb1—O6 | 122.95 (8) | H7B—O7—H7A | 110 (6) |
Rb1vi—Br2—Rb1—Br1i | −130.82 (2) | O3—C4—C6—Br2 | −0.1 (5) |
Rb1vi—Br2—Rb1—Br1 | 94.23 (3) | O3—C4—C6—C5 | 179.5 (4) |
Rb1vi—Br2—Rb1—Br2ii | 74.36 (2) | O6iv—Rb1—Br1—Rb1v | 63.33 (19) |
Rb1vi—Br2—Rb1—O1 | −54.9 (3) | O6—Rb1—Br1—Rb1v | −119.40 (19) |
Rb1vi—Br2—Rb1—O2iii | 170.86 (8) | O6iv—Rb1—Br1—C3 | −89.32 (14) |
Rb1vi—Br2—Rb1—O3ii | 32.97 (8) | O6—Rb1—Br1—C3 | 87.95 (14) |
Rb1vi—Br2—Rb1—O6iv | 5.56 (8) | O7—Rb1—Br1—Rb1v | 120.8 (5) |
Rb1vi—Br2—Rb1—O6 | −169.24 (8) | O7—Rb1—Br1—C3 | −31.9 (4) |
Rb1vi—Br2—Rb1—O7 | −75.5 (3) | C1—O1—Rb1—Br1i | −74.7 (5) |
Rb1—Br2—C6—C4 | 152.9 (3) | C1—O1—Rb1—Br1 | 46.3 (5) |
Rb1vi—Br2—C6—C4 | 22.9 (3) | C1—O1—Rb1—Br2 | −157.3 (4) |
Rb1—Br2—C6—C5 | −26.8 (3) | C1—O1—Rb1—Br2ii | 73.5 (5) |
Rb1vi—Br2—C6—C5 | −156.8 (3) | C1—O1—Rb1—O2iii | −18.9 (5) |
Rb1—O1—C1—C2 | 129.0 (4) | C1—O1—Rb1—O3ii | 121.8 (5) |
Rb1—O1—C1—C3 | −51.1 (6) | C1—O1—Rb1—O6iv | 134.8 (5) |
Rb1vii—O2—C2—C1 | 134.8 (3) | C1—O1—Rb1—O6 | −51.1 (5) |
Rb1vii—O2—C2—C3ix | −45.4 (6) | C1—O1—Rb1—O7 | −137.9 (5) |
Rb1viii—O6—Rb1—Br1i | 112.6 (12) | C1—C3—Br1—Rb1v | −153.9 (3) |
Rb1viii—O6—Rb1—Br1 | 31.3 (12) | C1—C3—Br1—Rb1 | 22.9 (3) |
Rb1viii—O6—Rb1—Br2 | −107.6 (11) | C2ix—C3—C1—O1 | 179.2 (4) |
Rb1viii—O6—Rb1—Br2ii | −26.1 (12) | C2ix—C3—C1—C2 | −1.0 (5) |
Rb1viii—O6—Rb1—O1 | 88.6 (11) | C2ix—C3—Br1—Rb1v | 26.7 (3) |
Rb1viii—O6—Rb1—O2iii | 51.3 (11) | C2ix—C3—Br1—Rb1 | −156.6 (3) |
Rb1viii—O6—Rb1—O3ii | −83.6 (12) | C3—C1—C2—O2 | −179.4 (3) |
Rb1viii—O6—Rb1—O6iv | 180.000 (4) | C3—C1—C2—C3ix | 0.8 (5) |
Rb1viii—O6—Rb1—O7 | −177.9 (12) | C4—C6—C5—O4 | −179.8 (4) |
Br1i—Rb1—Br1—Rb1v | 179.00 (17) | C4—C6—C5—C4x | −0.2 (5) |
Br1i—Rb1—Br1—C3 | 26.35 (13) | C5x—C4—O3—Rb1vi | 129.1 (4) |
Br1—C3—C1—O1 | −0.3 (5) | C5x—C4—C6—Br2 | 179.8 (2) |
Br1—C3—C1—C2 | 179.6 (3) | C5x—C4—C6—C5 | −0.5 (5) |
Br2—Rb1—Br1—Rb1v | −41.8 (2) | C6—Br2—Rb1—Br1 | −1.79 (13) |
Br2ii—Rb1—Br1—Rb1v | −16.13 (18) | C6—Br2—Rb1—Br1i | 133.16 (12) |
Br2—Rb1—Br1—C3 | 165.52 (13) | C6—Br2—Rb1—Br2ii | −21.66 (12) |
Br2ii—Rb1—Br1—C3 | −168.78 (13) | C6—Br2—Rb1—O1 | −150.9 (3) |
Br2—C6—C5—O4 | −0.2 (5) | C6—Br2—Rb1—O2iii | 74.83 (15) |
Br2—C6—C5—C4x | 179.4 (2) | C6—Br2—Rb1—O3ii | −63.06 (15) |
O1—Rb1—Br1—Rb1v | 128.2 (2) | C6—Br2—Rb1—O6 | 94.73 (14) |
O1—Rb1—Br1—C3 | −24.43 (15) | C6—Br2—Rb1—O7 | −171.5 (3) |
O1—C1—C2—O2 | 0.5 (5) | C6—Br2—Rb1—O6iv | −90.47 (14) |
O1—C1—C2—C3ix | −179.3 (4) | C6—C4—O3—Rb1vi | −51.0 (6) |
O2iii—Rb1—Br1—Rb1v | −138.8 (2) | PLAT113_ALERT_2_A—PROBLEM:—ADDSYM—Suggests | Possible |
O2iii—Rb1—Br1—C3 | 68.58 (14) | Hydrogen—bromanilate—anions—are | disordered, |
O3ii—Rb1—Br1—Rb1v | 10.8 (2) | hydrogen—atom—bound—to | every |
O3ii—Rb1—Br1—C3 | −141.87 (14) |
Symmetry codes: (i) −y+1, x−1/2, z+1/2; (ii) −y+3/2, x, −z+5/2; (iii) y+1/2, −x+1, z+1/2; (iv) x, y, z−1; (v) y+1/2, −x+1, z−1/2; (vi) y, −x+3/2, −z+5/2; (vii) −y+1, x−1/2, z−1/2; (viii) x, y, z+1; (ix) −x+3/2, −y+1/2, z; (x) −x+3/2, −y+3/2, z. |
C6H5Br2CsO6·H2O | Dx = 2.684 Mg m−3 |
Mr = 483.83 | Cu Kα radiation, λ = 1.54179 Å |
Tetragonal, P42/n | Cell parameters from 4266 reflections |
a = 18.9442 (1) Å | θ = 2.3–76.1° |
c = 6.6730 (1) Å | µ = 32.16 mm−1 |
V = 2394.82 (4) Å3 | T = 293 K |
Z = 8 | Prism, dark red |
F(000) = 2688 | 0.15 × 0.06 × 0.03 mm |
Oxford Xcalibur Nova diffractometer | 2425 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 2129 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
Detector resolution: 10.4323 pixels mm-1 | θmax = 76.3°, θmin = 3.3° |
CCD detector, ω scans | h = −19→22 |
Absorption correction: multi-scan | k = −22→23 |
Tmin = 0.207, Tmax = 1 | l = −7→7 |
6509 measured reflections |
Refinement on F2 | 19 restraints |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.046 | w = 1/[σ2(Fo2) + (0.0816P)2 + 4.2315P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.139 | (Δ/σ)max = 0.001 |
S = 1.15 | Δρmax = 1.42 e Å−3 |
2425 reflections | Δρmin = −0.94 e Å−3 |
161 parameters |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cs1 | 0.65188 (3) | 0.50018 (2) | 1.23457 (8) | 0.0499 (2) | |
Br1 | 0.82631 (5) | 0.40696 (4) | 0.99677 (14) | 0.0563 (3) | |
Br2 | 0.59297 (4) | 0.67379 (5) | 1.50255 (14) | 0.0564 (3) | |
O1 | 0.6693 (3) | 0.3654 (3) | 0.9923 (8) | 0.0491 (13) | |
O2 | 0.6044 (3) | 0.2429 (3) | 0.9996 (8) | 0.0515 (14) | |
H2 | 0.5676 | 0.2858 | 0.9971 | 0.1* | 0.5 |
O3 | 0.6343 (3) | 0.8311 (3) | 1.5052 (8) | 0.0471 (13) | |
O4 | 0.7409 (3) | 0.6067 (3) | 1.5049 (8) | 0.0487 (13) | |
H4 | 0.7814 | 0.5913 | 1.5057 | 0.073* | 0.5 |
O5 | 0.5016 (3) | 0.3544 (3) | 0.9989 (8) | 0.0498 (14) | |
H5A | 0.492 (6) | 0.4032 (17) | 1.006 (19) | 0.11 (5)* | |
H5B | 0.458 (3) | 0.332 (5) | 0.972 (17) | 0.08 (4)* | |
O6 | 0.6533 (3) | 0.5000 (3) | 1.7414 (9) | 0.0522 (17) | |
H6A | 0.687 (6) | 0.537 (6) | 1.738 (4) | 0.22 (11)* | |
H6B | 0.680 (6) | 0.458 (4) | 1.738 (4) | 0.09 (4)* | |
O7 | 0.4898 (9) | 0.5023 (10) | 1.266 (3) | 0.194 (8) | |
H7A | 0.447 | 0.4957 | 1.2007 | 0.3* | |
H7B | 0.4923 | 0.4663 | 1.3648 | 0.3* | |
C1 | 0.7091 (4) | 0.3137 (4) | 0.9937 (10) | 0.0398 (15) | |
C2 | 0.6738 (4) | 0.2422 (4) | 0.9963 (10) | 0.0406 (15) | |
C3 | 0.7844 (4) | 0.3178 (4) | 0.9961 (10) | 0.0381 (15) | |
C4 | 0.6855 (4) | 0.7908 (4) | 1.5047 (9) | 0.0378 (15) | |
C6 | 0.6822 (3) | 0.7161 (4) | 1.5046 (10) | 0.0381 (14) | |
C5 | 0.7424 (4) | 0.6739 (4) | 1.5059 (10) | 0.0403 (15) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cs1 | 0.0656 (4) | 0.0320 (3) | 0.0520 (4) | 0.00045 (17) | 0.0016 (2) | 0.00063 (17) |
Br1 | 0.0620 (5) | 0.0382 (4) | 0.0688 (7) | −0.0042 (3) | 0.0067 (4) | −0.0013 (3) |
Br2 | 0.0370 (4) | 0.0627 (5) | 0.0695 (7) | −0.0052 (3) | −0.0034 (3) | −0.0067 (4) |
O1 | 0.051 (3) | 0.035 (2) | 0.062 (4) | 0.010 (2) | −0.006 (2) | −0.006 (2) |
O2 | 0.046 (3) | 0.048 (3) | 0.061 (4) | 0.005 (2) | −0.006 (2) | −0.005 (2) |
O3 | 0.030 (2) | 0.046 (3) | 0.065 (4) | 0.008 (2) | −0.007 (2) | −0.003 (2) |
O4 | 0.046 (3) | 0.041 (3) | 0.060 (4) | 0.004 (2) | −0.002 (2) | −0.006 (2) |
O5 | 0.034 (2) | 0.070 (4) | 0.045 (3) | −0.005 (2) | −0.004 (2) | 0.007 (2) |
O6 | 0.064 (4) | 0.033 (3) | 0.059 (4) | 0.001 (2) | 0.002 (2) | 0.000 (2) |
O7 | 0.194 (8) | 0.195 (8) | 0.194 (8) | 0.0000 (12) | 0.0004 (12) | 0.0005 (12) |
C1 | 0.051 (4) | 0.035 (3) | 0.034 (4) | 0.007 (3) | −0.001 (3) | −0.004 (2) |
C2 | 0.052 (4) | 0.035 (3) | 0.035 (4) | 0.010 (3) | −0.005 (3) | −0.003 (3) |
C3 | 0.047 (4) | 0.030 (3) | 0.038 (4) | 0.004 (3) | 0.004 (3) | 0.000 (2) |
C4 | 0.031 (3) | 0.049 (4) | 0.034 (4) | 0.005 (3) | −0.003 (2) | 0.000 (3) |
C6 | 0.029 (3) | 0.044 (3) | 0.042 (4) | 0.002 (3) | −0.002 (2) | −0.001 (3) |
C5 | 0.036 (3) | 0.049 (4) | 0.036 (4) | 0.006 (3) | −0.001 (2) | −0.004 (3) |
Cs1—Br1i | 3.8926 (10) | O5—H5B | 0.94 (2) |
Cs1—O2ii | 3.167 (6) | O6—Cs1viii | 3.291 (6) |
Cs1—O3iii | 3.021 (5) | O6—Cs1 | 3.382 (6) |
Cs1—O6iv | 3.291 (6) | O6—H6B | 0.95 (2) |
Cs1—O7 | 3.077 (17) | O6—H6A | 0.95 (2) |
Cs1—H7B | 3.2100 (5) | O7—H7B | 0.952 (16) |
Br1—Cs1v | 3.8926 (10) | O7—H7A | 0.928 (15) |
Br2—Cs1 | 3.9064 (11) | C1—C2 | 1.511 (11) |
Br2—C6 | 1.871 (7) | C2—C3ix | 1.385 (10) |
O1—Cs1 | 3.039 (5) | C3—Br1 | 1.866 (7) |
O1—C1 | 1.236 (9) | C3—C1 | 1.429 (11) |
O2—Cs1vi | 3.167 (6) | C3—C2ix | 1.385 (10) |
O2—C2 | 1.315 (10) | C4—O3 | 1.233 (9) |
O2—H2 | 1.071 (5) | C4—C5x | 1.520 (10) |
O3—Cs1vii | 3.021 (5) | C4—C6 | 1.418 (11) |
O4—C5 | 1.275 (10) | C5—C4x | 1.520 (10) |
O4—H4 | 0.82 | C6—C5 | 1.392 (10) |
O5—H5A | 0.94 (2) | ||
Cs1v—Br1—Cs1 | 170.66 (3) | O3iii—Cs1—O7 | 97.5 (3) |
Cs1—Br2—Cs1vii | 129.04 (2) | O3iii—Cs1—H7B | 114.36 (11) |
Cs1vi—O2—H2 | 89.8 (3) | O3—C4—C6 | 125.7 (7) |
Cs1viii—O6—Cs1 | 179.1 (2) | O3—C4—C5x | 115.8 (7) |
Cs1viii—O6—H6B | 91.5 (16) | O4—C5—C4x | 117.3 (6) |
Cs1—O6—H6B | 89.1 (16) | O4—C5—C6 | 123.7 (7) |
Cs1viii—O6—H6A | 91.5 (17) | O6iv—Cs1—Br1i | 116.82 (10) |
Cs1—O6—H6A | 89.0 (16) | O6—Cs1—Br1i | 63.39 (9) |
Cs1—O7—H7B | 89.3 (10) | O6iv—Cs1—Br1 | 66.60 (11) |
Cs1—O7—H7A | 147.0 (16) | O6—Cs1—Br1 | 112.52 (11) |
Br1i—Cs1—Br1 | 92.33 (2) | O6iv—Cs1—Br2 | 117.44 (9) |
Br1i—Cs1—Br2 | 115.14 (2) | O6—Cs1—Br2 | 62.95 (9) |
Br1i—Cs1—Br2iii | 140.72 (2) | O6iv—Cs1—Br2iii | 66.68 (11) |
Br1i—Cs1—H7B | 55.897 (14) | O6—Cs1—Br2iii | 112.54 (11) |
Br1—Cs1—H7B | 141.580 (18) | O6iv—Cs1—O6 | 179.1 (2) |
Br2—Cs1—Br1 | 140.89 (2) | O6iv—Cs1—H7B | 106.17 (11) |
Br2iii—Cs1—Br1 | 51.362 (18) | O6—Cs1—H7B | 74.73 (11) |
Br2—Cs1—Br2iii | 92.65 (3) | O7—Cs1—Br1i | 72.2 (3) |
Br2—Cs1—H7B | 77.028 (16) | O7—Cs1—Br1 | 147.4 (4) |
Br2iii—Cs1—H7B | 163.262 (19) | O7—Cs1—Br2 | 70.9 (4) |
O1—Cs1—Br1i | 63.86 (11) | O7—Cs1—Br2iii | 146.3 (3) |
O1—Cs1—Br1 | 48.70 (11) | O7—Cs1—O2ii | 120.9 (3) |
O1—Cs1—Br2 | 168.98 (11) | O7—Cs1—O6iv | 94.3 (4) |
O1—Cs1—Br2iii | 93.90 (12) | O7—Cs1—O6 | 86.6 (4) |
O1—Cs1—O2ii | 73.29 (15) | O7—Cs1—H7B | 17.2 (3) |
O1—Cs1—O6iv | 57.76 (14) | C1—O1—Cs1 | 136.7 (5) |
O1—Cs1—O6 | 122.02 (14) | C1—C3—Br1 | 118.3 (5) |
O1—Cs1—O7 | 98.9 (4) | C2—O2—Cs1vi | 127.6 (4) |
O1—C1—C3 | 124.5 (7) | C2—O2—H2 | 131.3 (6) |
O1—C1—C2 | 116.2 (7) | C2ix—C3—Br1 | 120.0 (6) |
O1—Cs1—H7B | 94.48 (11) | C2ix—C3—C1 | 121.7 (6) |
O2ii—Cs1—Br1i | 51.36 (9) | C3—Br1—Cs1v | 95.7 (2) |
O2ii—Cs1—Br1 | 60.25 (10) | C3—Br1—Cs1 | 92.8 (2) |
O2ii—Cs1—Br2 | 115.26 (10) | C3—C1—C2 | 119.3 (6) |
O2ii—Cs1—Br2iii | 92.60 (10) | C3ix—C2—C1 | 119.0 (7) |
O2ii—Cs1—O6iv | 123.60 (14) | C4—O3—Cs1vii | 136.6 (5) |
O2ii—Cs1—O6 | 55.71 (14) | C4—C6—Br2 | 117.9 (5) |
O2—C2—C1 | 115.6 (6) | C5—C6—C4 | 122.5 (6) |
O2—C2—C3ix | 125.5 (7) | C5—C6—Br2 | 119.7 (6) |
O2ii—Cs1—H7B | 103.68 (10) | C5—O4—H4 | 109.5 |
O3iii—Cs1—Br1i | 168.72 (10) | C6—Br2—Cs1 | 96.1 (2) |
O3iii—Cs1—Br1 | 94.12 (11) | C6—Br2—Cs1vii | 92.6 (2) |
O3iii—Cs1—Br2 | 64.18 (11) | C6—C4—C5x | 118.6 (6) |
O3iii—Cs1—Br2iii | 48.90 (11) | C6—C5—C4x | 119.0 (7) |
O3iii—Cs1—O1 | 114.42 (15) | H5A—O5—H5B | 107 (5) |
O3iii—Cs1—O2ii | 139.82 (14) | H6B—O6—H6A | 105 (5) |
O3iii—Cs1—O6iv | 58.01 (14) | H7B—O7—H7A | 105.8 (16) |
O3iii—Cs1—O6 | 121.97 (14) | ||
Cs1vii—Br2—Cs1—Br1i | −132.11 (3) | O3—C4—C6—Br2 | 0.6 (9) |
Cs1vii—Br2—Cs1—Br1 | 97.47 (4) | O3—C4—C6—C5 | −179.4 (7) |
Cs1vii—Br2—Cs1—Br2iii | 76.52 (3) | O6iv—Cs1—Br1—Cs1v | 64.1 (2) |
Cs1vii—Br2—Cs1—O1 | −49.9 (6) | O6—Cs1—Br1—Cs1v | −115.5 (2) |
Cs1vii—Br2—Cs1—O2ii | 170.65 (11) | O6iv—Cs1—Br1—C3 | −91.2 (2) |
Cs1vii—Br2—Cs1—O3iii | 35.41 (12) | O6—Cs1—Br1—C3 | 89.2 (2) |
Cs1vii—Br2—Cs1—O6iv | 11.52 (13) | O7—Cs1—Br1—Cs1v | 122.6 (6) |
Cs1vii—Br2—Cs1—O6 | −169.45 (13) | O7—Cs1—Br1—C3 | −32.7 (6) |
Cs1vii—Br2—Cs1—O7 | −73.4 (3) | C1—O1—Cs1—Br1 | 46.3 (7) |
Cs1—Br2—C6—C4 | 152.5 (5) | C1—O1—Cs1—Br1i | −73.1 (7) |
Cs1vii—Br2—C6—C4 | 22.7 (5) | C1—O1—Cs1—Br2 | −160.6 (6) |
Cs1—Br2—C6—C5 | −27.5 (6) | C1—O1—Cs1—Br2iii | 73.1 (7) |
Cs1vii—Br2—C6—C5 | −157.3 (5) | C1—O1—Cs1—O2ii | −18.5 (7) |
Cs1—O1—C1—C2 | 127.9 (6) | C1—O1—Cs1—O3iii | 119.2 (7) |
Cs1—O1—C1—C3 | −51.1 (11) | C1—O1—Cs1—O6iv | 132.3 (8) |
Cs1vi—O2—C2—C1 | 133.9 (5) | C1—O1—Cs1—O6 | −46.7 (8) |
Cs1vi—O2—C2—C3ix | −46.5 (9) | C1—O1—Cs1—O7 | −138.2 (8) |
Cs1viii—O6—Cs1—Br1i | −77 (11) | C1—C3—Br1—Cs1v | −152.5 (5) |
Cs1viii—O6—Cs1—Br1 | −158 (11) | C1—C3—Br1—Cs1 | 23.6 (5) |
Cs1viii—O6—Cs1—Br2 | 65 (11) | C2ix—C3—Br1—Cs1v | 27.0 (6) |
Cs1viii—O6—Cs1—Br2iii | 146 (11) | C2ix—C3—Br1—Cs1 | −156.9 (5) |
Cs1viii—O6—Cs1—O1 | −103 (11) | C2ix—C3—C1—O1 | −179.6 (6) |
Cs1viii—O6—Cs1—O2ii | −137 (11) | C2ix—C3—C1—C2 | 1.4 (9) |
Cs1viii—O6—Cs1—O3iii | 92 (11) | C3—C1—C2—O2 | 178.2 (6) |
Cs1viii—O6—Cs1—O6iv | 180.00 (19) | C3—C1—C2—C3ix | −1.5 (8) |
Cs1viii—O6—Cs1—O7 | −5 (11) | C4—C6—C5—O4 | −179.6 (6) |
Br1i—Cs1—Br1—Cs1v | −177.54 (17) | C4—C6—C5—C4x | −0.8 (9) |
Br1i—Cs1—Br1—C3 | 27.1 (2) | C5x—C4—O3—Cs1vii | 129.8 (6) |
Br1—C3—C1—O1 | −0.1 (10) | C5x—C4—C6—Br2 | −179.9 (5) |
Br1—C3—C1—C2 | −179.1 (5) | C5x—C4—C6—C5 | 0.1 (9) |
Br2—Cs1—Br1—Cs1v | −41.1 (2) | C6—Br2—Cs1—Br1i | 129.5 (2) |
Br2iii—Cs1—Br1—Cs1v | −13.94 (18) | C6—Br2—Cs1—Br1 | −0.9 (2) |
Br2—Cs1—Br1—C3 | 163.5 (2) | C6—Br2—Cs1—Br2iii | −21.8 (2) |
Br2iii—Cs1—Br1—C3 | −169.3 (2) | C6—Br2—Cs1—O1 | −148.3 (6) |
Br2—C6—C5—O4 | 0.4 (10) | C6—Br2—Cs1—O2ii | 72.3 (2) |
Br2—C6—C5—C4x | 179.2 (5) | C6—Br2—Cs1—O3iii | −63.0 (2) |
O1—Cs1—Br1—Cs1v | 131.0 (2) | C6—Br2—Cs1—O6iv | −86.8 (2) |
O1—Cs1—Br1—C3 | −24.4 (3) | C6—Br2—Cs1—O6 | 92.2 (2) |
O1—C1—C2—O2 | −0.9 (9) | C6—Br2—Cs1—O7 | −171.7 (4) |
O1—C1—C2—C3ix | 179.4 (6) | C6—C4—O3—Cs1vii | −50.7 (10) |
O2ii—Cs1—Br1—Cs1v | −135.5 (2) | PLAT113_ALERT_2_A—PROBLEM:—ADDSYM—Suggests | Possible |
O2ii—Cs1—Br1—C3 | 69.1 (2) | Hydrogen—bromanilate—anions—are | disordered, |
O3iii—Cs1—Br1—Cs1v | 11.7 (2) | hydrogen—atom—bound—to | every |
O3iii—Cs1—Br1—C3 | −143.6 (2) |
Symmetry codes: (i) −y+1, x−1/2, z+1/2; (ii) y+1/2, −x+1, z+1/2; (iii) −y+3/2, x, −z+5/2; (iv) x, y, z−1; (v) y+1/2, −x+1, z−1/2; (vi) −y+1, x−1/2, z−1/2; (vii) y, −x+3/2, −z+5/2; (viii) x, y, z+1; (ix) −x+3/2, −y+1/2, z; (x) −x+3/2, −y+3/2, z. |
C6H8Br2Na2O8 | Z = 2 |
Mr = 413.90 | F(000) = 414 |
Triclinic, P1 | Dx = 2.268 Mg m−3 |
a = 8.0223 (6) Å | Cu Kα radiation, λ = 1.54179 Å |
b = 8.6764 (6) Å | Cell parameters from 2696 reflections |
c = 9.9131 (6) Å | θ = 5.1–75.9° |
α = 108.113 (6)° | µ = 9.52 mm−1 |
β = 110.543 (6)° | T = 293 K |
γ = 91.991 (6)° | Prism, red |
V = 606.03 (7) Å3 | 0.25 × 0.05 × 0.05 mm |
Oxford Xcalibur Nova diffractometer | 2459 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 1989 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
Detector resolution: 10.4323 pixels mm-1 | θmax = 76.1°, θmin = 5.1° |
CCD detector, ω scans | h = −10→9 |
Absorption correction: multi-scan | k = −10→10 |
Tmin = 0.194, Tmax = 1 | l = −12→10 |
4617 measured reflections |
Refinement on F2 | All H-atom parameters refined |
Least-squares matrix: full | w = 1/[σ2(Fo2) + (0.0531P)2 + 0.0514P] where P = (Fo2 + 2Fc2)/3 |
R[F2 > 2σ(F2)] = 0.030 | (Δ/σ)max = 0.001 |
wR(F2) = 0.094 | Δρmax = 0.58 e Å−3 |
S = 1.03 | Δρmin = −0.51 e Å−3 |
2459 reflections | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
196 parameters | Extinction coefficient: 0.0021 (4) |
15 restraints |
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. |
x | y | z | Uiso*/Ueq | ||
Na1 | 0.79693 (16) | 0.53269 (14) | 0.68730 (13) | 0.0328 (3) | |
Na2 | 0.63882 (17) | 0.65270 (15) | 1.00292 (13) | 0.0362 (3) | |
Br1 | 0.73381 (5) | 1.03516 (4) | 0.17219 (3) | 0.03785 (15) | |
Br2 | 0.75597 (5) | 0.96537 (4) | 0.82555 (3) | 0.03585 (15) | |
O1 | 0.7498 (3) | 0.7022 (2) | 0.5312 (3) | 0.0380 (5) | |
O2 | 0.7467 (4) | 0.7311 (3) | 0.2714 (3) | 0.0403 (6) | |
O3 | 0.7387 (3) | 1.2968 (2) | 0.4649 (2) | 0.0331 (5) | |
O4 | 0.7663 (3) | 1.2728 (2) | 0.7332 (2) | 0.0342 (5) | |
O5 | 1.0990 (3) | 0.5507 (3) | 0.7037 (3) | 0.0363 (5) | |
H5A | 1.134 (6) | 0.611 (4) | 0.654 (4) | 0.063 (13)* | |
H5B | 1.129 (6) | 0.448 (3) | 0.671 (5) | 0.076 (15)* | |
O6 | 0.9278 (3) | 0.6716 (3) | 0.9812 (3) | 0.0424 (5) | |
H6A | 1.009 (8) | 0.664 (7) | 1.073 (5) | 0.17 (3)* | |
H6B | 0.973 (8) | 0.775 (4) | 0.985 (7) | 0.13 (2)* | |
O7 | 0.6512 (3) | 0.3758 (3) | 0.9931 (3) | 0.0376 (5) | |
H7A | 0.678 (5) | 0.313 (4) | 0.914 (3) | 0.065 (13)* | |
H7B | 0.749 (5) | 0.391 (6) | 1.084 (3) | 0.10 (2)* | |
O8 | 0.5214 (3) | 0.5664 (3) | 0.7288 (2) | 0.0341 (5) | |
H8A | 0.463 (6) | 0.644 (4) | 0.690 (5) | 0.11 (2)* | |
H8B | 0.442 (5) | 0.468 (3) | 0.684 (5) | 0.073 (15)* | |
C1 | 0.7520 (4) | 0.8425 (3) | 0.5243 (3) | 0.0247 (5) | |
C2 | 0.7488 (4) | 0.8580 (3) | 0.3728 (3) | 0.0269 (6) | |
C3 | 0.7457 (4) | 1.0143 (3) | 0.3599 (3) | 0.0267 (6) | |
C4 | 0.7463 (4) | 1.1570 (3) | 0.4757 (3) | 0.0237 (5) | |
C5 | 0.7564 (4) | 1.1434 (3) | 0.6297 (3) | 0.0234 (5) | |
C6 | 0.7534 (4) | 0.9867 (3) | 0.6399 (3) | 0.0249 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Na1 | 0.0393 (6) | 0.0305 (6) | 0.0338 (6) | 0.0103 (5) | 0.0180 (5) | 0.0129 (5) |
Na2 | 0.0401 (7) | 0.0385 (6) | 0.0314 (6) | 0.0050 (5) | 0.0176 (5) | 0.0095 (5) |
Br1 | 0.0658 (3) | 0.0304 (2) | 0.0243 (2) | 0.00988 (16) | 0.02289 (17) | 0.01193 (15) |
Br2 | 0.0574 (3) | 0.0312 (2) | 0.0253 (2) | 0.00569 (15) | 0.01992 (16) | 0.01355 (15) |
O1 | 0.0648 (15) | 0.0193 (10) | 0.0336 (11) | 0.0110 (9) | 0.0201 (11) | 0.0122 (9) |
O2 | 0.0712 (16) | 0.0230 (11) | 0.0285 (11) | 0.0171 (10) | 0.0216 (11) | 0.0074 (9) |
O3 | 0.0555 (13) | 0.0193 (9) | 0.0278 (10) | 0.0102 (9) | 0.0176 (10) | 0.0101 (8) |
O4 | 0.0590 (14) | 0.0221 (10) | 0.0259 (10) | 0.0117 (9) | 0.0206 (10) | 0.0083 (8) |
O5 | 0.0386 (12) | 0.0337 (11) | 0.0414 (12) | 0.0093 (9) | 0.0183 (10) | 0.0154 (10) |
O6 | 0.0374 (12) | 0.0468 (14) | 0.0386 (12) | 0.0057 (10) | 0.0131 (10) | 0.0107 (10) |
O7 | 0.0388 (12) | 0.0394 (12) | 0.0367 (11) | 0.0116 (10) | 0.0194 (10) | 0.0098 (10) |
O8 | 0.0338 (11) | 0.0298 (10) | 0.0340 (11) | 0.0045 (9) | 0.0076 (9) | 0.0110 (9) |
C1 | 0.0328 (13) | 0.0212 (12) | 0.0201 (12) | 0.0073 (10) | 0.0100 (10) | 0.0071 (10) |
C2 | 0.0362 (14) | 0.0217 (13) | 0.0236 (13) | 0.0071 (11) | 0.0120 (11) | 0.0079 (11) |
C3 | 0.0410 (15) | 0.0240 (13) | 0.0188 (12) | 0.0084 (11) | 0.0135 (11) | 0.0094 (11) |
C4 | 0.0330 (13) | 0.0194 (12) | 0.0201 (12) | 0.0067 (10) | 0.0111 (10) | 0.0073 (10) |
C5 | 0.0298 (13) | 0.0220 (12) | 0.0192 (12) | 0.0075 (10) | 0.0093 (10) | 0.0078 (10) |
C6 | 0.0355 (14) | 0.0235 (13) | 0.0191 (12) | 0.0054 (10) | 0.0123 (10) | 0.0095 (10) |
Na1—O3i | 2.382 (2) | O1—C1 | 1.240 (4) |
Na1—O4i | 2.456 (2) | O2—Na2iv | 2.348 (2) |
Na1—O5 | 2.368 (3) | O2—C2 | 1.233 (3) |
Na1—O6 | 2.574 (3) | O3—Na1v | 2.382 (2) |
Na1—O8 | 2.397 (3) | O3—C4 | 1.252 (3) |
Na2—Na2ii | 3.375 (2) | O4—Na1v | 2.456 (2) |
Na2—Br1iii | 3.1421 (12) | O4—C5 | 1.241 (3) |
Na2—O2iii | 2.348 (2) | O5—H5A | 0.921 (19) |
Na2—O6 | 2.407 (3) | O5—H5B | 0.918 (18) |
Na2—O7ii | 2.347 (3) | O6—H6A | 0.94 (2) |
Na2—O7 | 2.381 (3) | O6—H6B | 0.935 (19) |
Na2—O8 | 2.392 (2) | O7—Na2ii | 2.347 (3) |
Br1—Na2iv | 3.1421 (12) | O7—H7A | 0.908 (18) |
Br1—C3 | 1.895 (3) | O7—H7B | 0.929 (19) |
Br2—C6 | 1.899 (3) | O8—H8A | 0.938 (14) |
O1—Na1 | 2.396 (2) | O8—H8B | 0.928 (14) |
Na1—O5—H5A | 118 (3) | O5—Na1—O1 | 87.19 (9) |
Na1—O5—H5B | 111 (3) | O5—Na1—O3i | 85.15 (9) |
Na1—O6—H6A | 144 (4) | O5—Na1—O4i | 99.54 (9) |
Na1—O6—H6B | 98 (4) | O5—Na1—O6 | 86.63 (9) |
Na1—O8—H8A | 112 (3) | O5—Na1—O8 | 166.31 (9) |
Na1—O8—H8B | 111 (3) | O6—Na1—Na2 | 41.10 (6) |
Na2ii—Na2—Na1 | 113.25 (5) | O6—Na2—Na1 | 44.68 (6) |
Na2—O6—Na1 | 94.22 (9) | O6—Na2—Na2ii | 134.12 (9) |
Na2—O6—H6A | 104 (4) | O6—Na2—Br1iii | 86.15 (7) |
Na2—O6—H6B | 115 (4) | O7ii—Na2—Na1 | 131.62 (7) |
Na2ii—O7—Na2 | 91.10 (9) | O7—Na2—Na1 | 84.54 (7) |
Na2ii—O7—H7A | 122 (3) | O7ii—Na2—Na2ii | 44.85 (6) |
Na2—O7—H7A | 113 (3) | O7—Na2—Na2ii | 44.05 (6) |
Na2ii—O7—H7B | 118 (3) | O7ii—Na2—Br1iii | 96.27 (7) |
Na2—O7—H7B | 101 (3) | O7—Na2—Br1iii | 153.36 (8) |
Na2—O8—Na1 | 99.36 (8) | O7ii—Na2—O2iii | 86.43 (10) |
Na2—O8—H8A | 114 (3) | O7ii—Na2—O6 | 176.27 (10) |
Na2—O8—H8B | 112 (3) | O7—Na2—O6 | 90.18 (9) |
Br1iii—Na2—Na1 | 110.39 (4) | O7ii—Na2—O7 | 88.90 (9) |
Br1iii—Na2—Na2ii | 134.95 (6) | O7ii—Na2—O8 | 92.10 (9) |
O1—Na1—Na2 | 116.87 (7) | O7—Na2—O8 | 90.95 (9) |
O1—Na1—O4i | 154.48 (9) | O8—Na2—Na1 | 40.38 (6) |
O1—Na1—O6 | 118.74 (9) | O8—Na1—Na2 | 40.26 (6) |
O1—Na1—O8 | 94.47 (9) | O8—Na1—O4i | 84.78 (8) |
O1—C1—C2 | 116.3 (2) | O8—Na1—O6 | 80.66 (8) |
O1—C1—C6 | 126.2 (3) | O8—Na2—Na2ii | 92.13 (7) |
O2iii—Na2—Na1 | 140.84 (8) | O8—Na2—Br1iii | 114.85 (7) |
O2iii—Na2—Na2ii | 86.02 (8) | O8—Na2—O6 | 84.30 (9) |
O2iii—Na2—Br1iii | 66.49 (6) | C1—O1—Na1 | 148.1 (2) |
O2iii—Na2—O6 | 97.15 (10) | C1—C6—Br2 | 117.0 (2) |
O2iii—Na2—O7 | 87.88 (9) | C2—O2—Na2iv | 132.6 (2) |
O2iii—Na2—O8 | 178.14 (10) | C2—C3—Br1 | 118.3 (2) |
O2—C2—C3 | 125.1 (3) | C3—Br1—Na2iv | 92.02 (9) |
O2—C2—C1 | 117.3 (3) | C3—C2—C1 | 117.6 (2) |
O3i—Na1—Na2 | 136.17 (7) | C3—C4—C5 | 118.2 (2) |
O3i—Na1—O1 | 89.47 (8) | C4—O3—Na1v | 120.30 (18) |
O3i—Na1—O4i | 66.84 (8) | C4—C3—Br1 | 117.2 (2) |
O3i—Na1—O6 | 150.14 (9) | C4—C3—C2 | 124.4 (3) |
O3i—Na1—O8 | 108.43 (9) | C5—O4—Na1v | 118.02 (19) |
O3—C4—C3 | 125.3 (3) | C5—C6—Br2 | 117.8 (2) |
O3—C4—C5 | 116.4 (2) | C5—C6—C1 | 125.2 (3) |
O4i—Na1—Na2 | 78.31 (6) | C6—C1—C2 | 117.5 (2) |
O4i—Na1—O6 | 86.38 (9) | C6—C5—C4 | 117.0 (2) |
O4—C5—C4 | 117.1 (2) | H5A—O5—H5B | 107 (3) |
O4—C5—C6 | 125.9 (3) | H6B—O6—H6A | 102 (3) |
O5—Na1—Na2 | 127.62 (7) | H7B—O7—H7A | 108 (3) |
O5—Na1—O1 | 87.19 (9) | H8A—O8—H8B | 108 (3) |
Na1—Na2—O7—Na2ii | −132.00 (8) | O4—C5—C6—C1 | −176.4 (3) |
Na1—O1—C1—C6 | −17.3 (6) | O5—Na1—O6—Na2 | −176.13 (10) |
Na1—O1—C1—C2 | 164.1 (3) | O5—Na1—O8—Na2 | −31.1 (4) |
Na1v—O3—C4—C3 | −168.4 (2) | O6—Na1—O8—Na2 | −9.11 (9) |
Na1v—O3—C4—C5 | 11.9 (3) | O6—Na2—Na1—O1 | −103.84 (12) |
Na1v—O4—C5—C4 | −5.6 (3) | O6—Na2—Na1—O3i | 135.30 (14) |
Na1v—O4—C5—C6 | 174.5 (2) | O6—Na2—Na1—O4i | 97.99 (11) |
Na2ii—Na2—Na1—O1 | 126.13 (9) | O6—Na2—Na1—O5 | 4.88 (12) |
Na2ii—Na2—Na1—O3i | 5.28 (13) | O6—Na2—Na1—O8 | −166.25 (13) |
Na2ii—Na2—Na1—O4i | −32.03 (8) | O6—Na2—O7—Na2ii | −176.39 (10) |
Na2ii—Na2—Na1—O5 | −125.15 (9) | O6—Na2—O8—Na1 | 9.67 (9) |
Na2ii—Na2—Na1—O6 | −130.02 (12) | O7ii—Na2—Na1—O1 | 76.70 (13) |
Na2ii—Na2—Na1—O8 | 63.73 (10) | O7—Na2—Na1—O1 | 160.35 (10) |
Na2ii—Na2—O6—Na1 | 78.54 (13) | O7ii—Na2—Na1—O3i | −44.15 (15) |
Na2ii—Na2—O8—Na1 | −124.47 (8) | O7—Na2—Na1—O3i | 39.49 (12) |
Na2iv—Br1—C3—C2 | 12.5 (2) | O7ii—Na2—Na1—O4i | −81.46 (12) |
Na2iv—Br1—C3—C4 | −166.0 (2) | O7—Na2—Na1—O4i | 2.18 (9) |
Na2iv—O2—C2—C1 | 153.8 (2) | O7ii—Na2—Na1—O5 | −174.58 (12) |
Na2iv—O2—C2—C3 | −25.2 (5) | O7—Na2—Na1—O5 | −90.93 (10) |
Br1iii—Na2—Na1—O1 | −42.38 (9) | O7ii—Na2—Na1—O6 | −179.45 (14) |
Br1iii—Na2—Na1—O3i | −163.23 (9) | O7—Na2—Na1—O6 | −95.81 (11) |
Br1iii—Na2—Na1—O4i | 159.46 (7) | O7ii—Na2—Na1—O8 | 14.30 (12) |
Br1iii—Na2—Na1—O5 | 66.35 (9) | O7—Na2—Na1—O8 | 97.94 (11) |
Br1iii—Na2—Na1—O6 | 61.47 (10) | O7ii—Na2—O6—Na1 | 6.3 (17) |
Br1iii—Na2—Na1—O8 | −104.78 (9) | O7—Na2—O6—Na1 | 82.04 (9) |
Br1iii—Na2—O6—Na1 | −124.37 (7) | O7ii—Na2—O7—Na2ii | 0 |
Br1iii—Na2—O7—Na2ii | 101.84 (16) | O7ii—Na2—O8—Na1 | −169.35 (9) |
Br1iii—Na2—O8—Na1 | 92.75 (8) | O7—Na2—O8—Na1 | −80.42 (9) |
Br1—C3—C2—C1 | −178.00 (19) | O8—Na1—O6—Na2 | 8.96 (8) |
Br1—C3—C2—O2 | 1.0 (4) | O8—Na2—Na1—O1 | 62.41 (11) |
Br2—C6—C1—O1 | 1.1 (4) | O8—Na2—Na1—O3i | −58.45 (13) |
Br2—C6—C1—C2 | 179.63 (19) | O8—Na2—Na1—O4i | −95.76 (11) |
O1—C1—C2—O2 | −1.0 (4) | O8—Na2—Na1—O5 | 171.13 (13) |
O1—C1—C2—C3 | 178.1 (3) | O8—Na2—Na1—O6 | 166.25 (13) |
O1—Na1—O6—Na2 | 98.94 (11) | O8—Na2—O6—Na1 | −8.90 (8) |
O1—Na1—O8—Na2 | −127.54 (9) | O8—Na2—O7—Na2ii | −92.08 (9) |
O2iii—Na2—Na1—O1 | −119.80 (13) | C1—O1—Na1—O5 | −90.1 (4) |
O2iii—Na2—Na1—O5 | −11.08 (15) | C1—O1—Na1—O3i | −175.3 (4) |
O2iii—Na2—Na1—O3i | 119.35 (14) | C1—O1—Na1—O8 | 76.3 (4) |
O2iii—Na2—Na1—O4i | 82.03 (13) | C1—O1—Na1—O4i | 163.5 (4) |
O2iii—Na2—Na1—O6 | −15.96 (14) | C1—O1—Na1—O6 | −5.5 (5) |
O2iii—Na2—Na1—O8 | 177.79 (15) | C1—O1—Na1—Na2 | 41.2 (5) |
O2iii—Na2—O6—Na1 | 169.92 (9) | C4—C3—C2—O2 | 179.3 (3) |
O2iii—Na2—O7—Na2ii | 86.47 (10) | C4—C3—C2—C1 | 0.4 (5) |
O2iii—Na2—O8—Na1 | −132 (3) | C4—C5—C6—Br2 | −177.53 (18) |
O3i—Na1—O6—Na2 | −101.96 (19) | C4—C5—C6—C1 | 3.7 (4) |
O3i—Na1—O8—Na2 | 141.53 (9) | C5—C4—C3—Br1 | −179.83 (19) |
O3—C4—C3—Br1 | 0.4 (4) | C5—C4—C3—C2 | 1.8 (5) |
O3—C4—C3—C2 | −178.0 (3) | C6—C1—C2—O2 | −179.7 (3) |
O4i—Na1—O6—Na2 | −76.34 (10) | C6—C1—C2—C3 | −0.6 (4) |
O4i—Na1—O8—Na2 | 78.07 (9) | C5—C6—C1—O1 | 179.8 (3) |
O4—C5—C4—O3 | −3.9 (4) | C5—C6—C1—C2 | −1.6 (4) |
O4—C5—C4—C3 | 176.4 (3) | C6—C5—C4—O3 | 176.0 (3) |
O4—C5—C6—Br2 | 2.4 (4) | C6—C5—C4—C3 | −3.7 (4) |
Symmetry codes: (i) x, y−1, z; (ii) −x+1, −y+1, −z+2; (iii) x, y, z+1; (iv) x, y, z−1; (v) x, y+1, z. |