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Acta Cryst. (2009). E65, m720    [ doi:10.1107/S1600536809020388 ]

Dihydronium hexakis[bromido/chlorido(0.75/0.25)]dicadmate(II)-triphenylphosphine oxide (1/6)

K. M. Lo and S. W. Ng

Abstract top

In the salt, (H3O)2[Cd2Br4.5Cl1.5]·6C18H15OP, the hydronium cation forms short O-H...O hydrogen bonds to the O atoms of the triphenylphosphine oxide units. The centrosymmetric dinuclear anion has two halide atoms functioning in a bridging mode, which confers tetrahedral coordination to the Cd atom. The three independent halide atoms are each a mixture of bromide and chloride; the occupancies of the Br atoms are 0.6434 (11), 0.7468 (11) and 0.8598 (11).

Related literature top

There is only one example of a [(Ph3PO)3.H3O]+ system: for the [MO6Cl14]2- salt, see: Kozhomuratova et al. (2007).

Experimental top

Cadmium chloride dihydrate (0.22 g, 1 mmol) was dissolved in water (10 ml); triphenylphosphine dibromide (0.8 g, 2 mmol) was dissolved in ethanol (90 ml). The two solutions were mixed and then heated for 1 h. Slow evaporation of the filtrate gave colorless, irregularly-shaped crystals.

Refinement top

Hydrogen atoms were placed at calculated positions (C–H 0.95 Å) and were treated as riding on their parent atoms, with U(H) set to 1.2Ueq(C). The acid H-atoms were located in a difference Fourier map, and were refined with a distance restraint of O–H 0.84±0.01 Å; their isotropic temperature factors were refined.

The three independent halogen atoms are each a mixture of bromide and chloride atoms. The total bromide occupancy refined to nearly 2.25; this was then set as exactly 2.25. The occupancies of the Br1, Br2 and Br3 atoms are 0.6434 (11), 0.7468 (11) and 0.8598 (11).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of 2[Ph3PO.(OH3)] [Cd2Br4.5Cl1.5] at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. Hydrogen bonds are drawn as dashed lines. The Br/Cl disorder is not shown.
Dihydronium hexakis[bromido/chlorido(0.75/0.25)]dicadmate(II)–triphenylphosphine oxide (1/6) top
Crystal data top
(H3O)2[Cd2Br4.5Cl1.5]·6C18H15OPZ = 1
Mr = 2345.24F(000) = 1177
Triclinic, P1Dx = 1.521 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.1623 (2) ÅCell parameters from 5205 reflections
b = 15.0677 (3) Åθ = 2.2–27.5°
c = 16.0911 (3) ŵ = 2.36 mm−1
α = 75.499 (1)°T = 133 K
β = 81.013 (1)°Irregular block, colorless
γ = 79.605 (1)°0.20 × 0.10 × 0.05 mm
V = 2559.57 (8) Å3
Data collection top
Bruker SMART APEX
diffractometer		11527 independent reflections
Radiation source: fine-focus sealed tube8297 reflections with I > 2σ(I)
graphiteRint = 0.028
ω scansθmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −13→14
Tmin = 0.650, Tmax = 0.891k = −19→19
21253 measured reflectionsl = −20→20
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096H atoms treated by a mixture of independent and constrained refinement
S = 0.98 w = 1/[σ2(Fo2) + (0.0497P)2]
where P = (Fo2 + 2Fc2)/3
11527 reflections(Δ/σ)max = 0.001
601 parametersΔρmax = 0.93 e Å−3
7 restraintsΔρmin = −0.56 e Å−3
Crystal data top
(H3O)2[Cd2Br4.5Cl1.5]·6C18H15OPγ = 79.605 (1)°
Mr = 2345.24V = 2559.57 (8) Å3
Triclinic, P1Z = 1
a = 11.1623 (2) ÅMo Kα radiation
b = 15.0677 (3) ŵ = 2.36 mm−1
c = 16.0911 (3) ÅT = 133 K
α = 75.499 (1)°0.20 × 0.10 × 0.05 mm
β = 81.013 (1)°
Data collection top
Bruker SMART APEX
diffractometer		11527 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		8297 reflections with I > 2σ(I)
Tmin = 0.650, Tmax = 0.891Rint = 0.028
21253 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.036H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.096Δρmax = 0.93 e Å−3
S = 0.98Δρmin = −0.56 e Å−3
11527 reflectionsAbsolute structure: ?
601 parametersFlack parameter: ?
7 restraintsRogers parameter: ?
Special details top

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cd10.49843 (2)0.596709 (15)0.544155 (16)0.02993 (7)
Br10.31897 (4)0.52389 (3)0.50664 (3)0.03634 (15)0.6434 (11)
Br20.47394 (4)0.56628 (3)0.70646 (3)0.04195 (15)0.7468 (11)
Br30.51554 (4)0.75339 (3)0.44674 (3)0.04616 (15)0.8598 (11)
Cl10.31897 (4)0.52389 (3)0.50664 (3)0.03634 (15)0.36
Cl20.47394 (4)0.56628 (3)0.70646 (3)0.04195 (15)0.25
Cl30.51554 (4)0.75339 (3)0.44674 (3)0.04616 (15)0.14
P10.77902 (8)0.75651 (6)0.79120 (6)0.03052 (19)
P21.04703 (7)0.76284 (5)1.06470 (5)0.02452 (17)
P31.10446 (7)1.03723 (5)0.71506 (5)0.02213 (17)
O10.8679 (2)0.78431 (15)0.83765 (15)0.0373 (6)
O21.0201 (2)0.86060 (14)1.01185 (13)0.0307 (5)
O30.98970 (18)1.02236 (14)0.77588 (13)0.0285 (5)
O40.8825 (2)0.91749 (16)0.89733 (14)0.0289 (5)
H410.876 (4)0.8710 (17)0.878 (2)0.16 (3)*
H420.927 (2)0.898 (2)0.9383 (13)0.038 (11)*
H430.920 (3)0.9536 (19)0.8569 (14)0.052 (12)*
C10.6446 (3)0.7263 (2)0.8628 (2)0.0353 (8)
C20.5511 (4)0.7959 (3)0.8795 (3)0.0566 (11)
H20.55220.85740.84580.068*
C30.4570 (4)0.7774 (4)0.9440 (3)0.0773 (15)
H30.39380.82600.95480.093*
C40.4536 (4)0.6895 (4)0.9928 (3)0.0697 (14)
H40.38790.67671.03720.084*
C50.5457 (5)0.6194 (4)0.9774 (3)0.0672 (13)
H50.54440.55831.01210.081*
C60.6409 (4)0.6371 (3)0.9114 (2)0.0511 (10)
H60.70290.58820.89990.061*
C70.8528 (3)0.6591 (2)0.7477 (2)0.0332 (8)
C80.9792 (3)0.6371 (3)0.7442 (3)0.0462 (9)
H81.02410.67190.76660.055*
C91.0404 (4)0.5647 (3)0.7082 (3)0.0560 (11)
H91.12700.54930.70690.067*
C100.9760 (5)0.5152 (3)0.6743 (2)0.0549 (11)
H101.01830.46620.64870.066*
C110.8506 (4)0.5363 (2)0.6773 (2)0.0502 (11)
H110.80680.50170.65370.060*
C120.7870 (4)0.6077 (2)0.7145 (2)0.0389 (8)
H120.70020.62140.71730.047*
C130.7263 (3)0.8497 (2)0.7052 (2)0.0313 (7)
C140.6436 (3)0.8396 (3)0.6530 (3)0.0484 (10)
H140.61340.78240.66230.058*
C150.6057 (4)0.9135 (3)0.5873 (3)0.0512 (11)
H150.54990.90620.55150.061*
C160.6466 (3)0.9969 (3)0.5729 (2)0.0412 (9)
H160.61931.04700.52770.049*
C170.7274 (3)1.0074 (3)0.6243 (2)0.0449 (9)
H170.75641.06500.61490.054*
C180.7670 (3)0.9338 (2)0.6903 (2)0.0375 (8)
H180.82300.94170.72560.045*
C191.1078 (3)0.6836 (2)0.9960 (2)0.0301 (7)
C201.0993 (3)0.5894 (2)1.0225 (2)0.0347 (8)
H201.05590.56551.07680.042*
C211.1544 (3)0.5306 (2)0.9692 (3)0.0419 (9)
H211.14820.46640.98680.050*
C221.2189 (4)0.5656 (3)0.8899 (3)0.0481 (10)
H221.25720.52490.85380.058*
C231.2275 (4)0.6582 (3)0.8635 (2)0.0480 (10)
H231.27180.68150.80930.058*
C241.1713 (3)0.7180 (2)0.9162 (2)0.0377 (8)
H241.17630.78240.89770.045*
C250.9143 (3)0.72130 (19)1.1300 (2)0.0255 (7)
C260.8974 (3)0.7105 (2)1.2190 (2)0.0304 (7)
H260.95990.72091.24770.036*
C270.7889 (3)0.6842 (2)1.2662 (2)0.0397 (8)
H270.77740.67681.32720.048*
C280.6984 (3)0.6691 (2)1.2248 (3)0.0460 (10)
H280.62470.65051.25720.055*
C290.7147 (3)0.6810 (3)1.1358 (3)0.0473 (10)
H290.65150.67091.10740.057*
C300.8210 (3)0.7070 (2)1.0880 (2)0.0371 (8)
H300.83120.71531.02690.045*
C311.1628 (3)0.7585 (2)1.13150 (19)0.0246 (6)
C321.2048 (3)0.8411 (2)1.1285 (2)0.0276 (7)
H321.17020.89741.09310.033*
C331.2963 (3)0.8413 (2)1.1767 (2)0.0390 (9)
H331.32420.89791.17450.047*
C341.3477 (3)0.7599 (3)1.2282 (2)0.0419 (9)
H341.41050.76071.26140.050*
C351.3079 (3)0.6769 (3)1.2315 (2)0.0379 (8)
H351.34370.62091.26660.046*
C361.2160 (3)0.6763 (2)1.1834 (2)0.0330 (8)
H361.18870.61941.18560.040*
C371.2285 (3)1.04350 (19)0.7715 (2)0.0245 (7)
C381.2051 (3)1.0362 (2)0.8601 (2)0.0302 (7)
H381.12591.02670.88920.036*
C391.2966 (3)1.0426 (2)0.9059 (2)0.0397 (8)
H391.28011.03740.96650.048*
C401.4112 (3)1.0564 (3)0.8646 (2)0.0420 (9)
H401.47351.06150.89640.050*
C411.4359 (3)1.0629 (3)0.7761 (2)0.0412 (9)
H41A1.51561.07140.74750.049*
C421.3450 (3)1.0571 (2)0.7303 (2)0.0340 (8)
H42A1.36181.06240.66970.041*
C431.0715 (3)1.14445 (19)0.63665 (19)0.0255 (7)
C440.9536 (3)1.1932 (2)0.6446 (2)0.0297 (7)
H440.89341.16830.68860.036*
C450.9236 (4)1.2784 (2)0.5885 (2)0.0397 (9)
H450.84271.31120.59360.048*
C461.0109 (4)1.3149 (2)0.5258 (2)0.0466 (10)
H460.99111.37400.48860.056*
C471.1273 (4)1.2663 (3)0.5167 (3)0.0542 (11)
H471.18681.29150.47230.065*
C481.1586 (3)1.1809 (2)0.5717 (2)0.0425 (9)
H481.23901.14770.56490.051*
C511.1527 (3)0.9460 (2)0.65886 (19)0.0248 (7)
C521.0762 (3)0.9363 (2)0.6022 (2)0.0364 (8)
H521.00710.98210.58910.044*
C531.0996 (3)0.8607 (2)0.5647 (2)0.0417 (9)
H531.04630.85410.52680.050*
C541.2010 (3)0.7948 (2)0.5830 (2)0.0383 (8)
H541.21720.74250.55790.046*
C551.2784 (3)0.8046 (2)0.6371 (2)0.0417 (9)
H551.34920.75990.64810.050*
C561.2547 (3)0.8790 (2)0.6762 (2)0.0336 (8)
H561.30790.88420.71480.040*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02838 (13)0.02682 (13)0.03454 (15)−0.00040 (9)−0.00221 (10)−0.01039 (10)
Br10.0245 (2)0.0356 (2)0.0516 (3)0.00557 (16)−0.00932 (19)−0.0189 (2)
Br20.0390 (3)0.0480 (3)0.0349 (3)0.00852 (18)−0.00424 (18)−0.0130 (2)
Br30.0531 (3)0.0293 (2)0.0501 (3)−0.01052 (17)0.0123 (2)−0.00627 (18)
Cl10.0245 (2)0.0356 (2)0.0516 (3)0.00557 (16)−0.00932 (19)−0.0189 (2)
Cl20.0390 (3)0.0480 (3)0.0349 (3)0.00852 (18)−0.00424 (18)−0.0130 (2)
Cl30.0531 (3)0.0293 (2)0.0501 (3)−0.01052 (17)0.0123 (2)−0.00627 (18)
P10.0294 (5)0.0313 (4)0.0342 (5)−0.0064 (3)−0.0102 (4)−0.0082 (4)
P20.0319 (4)0.0191 (4)0.0227 (4)−0.0026 (3)−0.0059 (3)−0.0042 (3)
P30.0224 (4)0.0204 (4)0.0212 (4)−0.0015 (3)−0.0004 (3)−0.0027 (3)
O10.0388 (14)0.0324 (12)0.0453 (15)−0.0043 (10)−0.0203 (11)−0.0088 (11)
O20.0424 (14)0.0239 (11)0.0248 (12)−0.0014 (9)−0.0087 (10)−0.0032 (9)
O30.0240 (11)0.0293 (11)0.0265 (12)−0.0031 (9)0.0027 (9)−0.0002 (9)
O40.0318 (13)0.0282 (12)0.0232 (12)−0.0044 (10)−0.0039 (10)0.0009 (10)
C10.037 (2)0.048 (2)0.0265 (18)−0.0140 (16)−0.0096 (15)−0.0085 (16)
C20.045 (2)0.058 (3)0.062 (3)−0.0005 (19)0.004 (2)−0.016 (2)
C30.054 (3)0.105 (4)0.065 (3)−0.003 (3)0.011 (2)−0.024 (3)
C40.046 (3)0.119 (5)0.044 (3)−0.022 (3)−0.001 (2)−0.015 (3)
C50.077 (3)0.082 (3)0.043 (3)−0.040 (3)−0.003 (2)0.002 (2)
C60.060 (3)0.057 (3)0.036 (2)−0.016 (2)−0.0075 (19)−0.0042 (19)
C70.043 (2)0.0297 (17)0.0268 (18)−0.0061 (14)−0.0080 (15)−0.0034 (14)
C80.041 (2)0.043 (2)0.055 (3)−0.0032 (16)−0.0058 (18)−0.0131 (19)
C90.054 (3)0.050 (2)0.053 (3)0.011 (2)−0.002 (2)−0.007 (2)
C100.090 (4)0.035 (2)0.032 (2)0.002 (2)−0.002 (2)−0.0052 (17)
C110.094 (4)0.0259 (19)0.033 (2)−0.015 (2)−0.015 (2)−0.0005 (16)
C120.053 (2)0.0317 (18)0.033 (2)−0.0150 (16)−0.0104 (17)−0.0006 (15)
C130.0230 (17)0.0373 (18)0.0339 (19)0.0008 (13)−0.0084 (14)−0.0096 (15)
C140.045 (2)0.040 (2)0.065 (3)0.0020 (17)−0.030 (2)−0.013 (2)
C150.045 (2)0.062 (3)0.053 (3)0.0124 (19)−0.0332 (19)−0.022 (2)
C160.036 (2)0.047 (2)0.035 (2)0.0091 (16)−0.0091 (16)−0.0056 (17)
C170.041 (2)0.049 (2)0.039 (2)−0.0114 (17)−0.0064 (17)0.0052 (18)
C180.037 (2)0.045 (2)0.0312 (19)−0.0132 (16)−0.0108 (15)−0.0003 (16)
C190.0349 (18)0.0274 (16)0.0304 (18)−0.0001 (13)−0.0098 (14)−0.0103 (14)
C200.039 (2)0.0289 (17)0.040 (2)−0.0037 (14)−0.0050 (16)−0.0141 (15)
C210.040 (2)0.0305 (18)0.063 (3)0.0009 (15)−0.0147 (19)−0.0238 (18)
C220.047 (2)0.054 (2)0.049 (2)0.0075 (18)−0.0099 (19)−0.030 (2)
C230.056 (3)0.053 (2)0.033 (2)0.0010 (19)−0.0001 (18)−0.0168 (18)
C240.045 (2)0.0380 (19)0.0288 (19)−0.0012 (15)−0.0023 (16)−0.0105 (16)
C250.0270 (17)0.0191 (14)0.0319 (18)0.0009 (12)−0.0064 (13)−0.0099 (13)
C260.0318 (18)0.0304 (17)0.0327 (19)−0.0055 (13)−0.0053 (14)−0.0127 (14)
C270.037 (2)0.043 (2)0.039 (2)−0.0089 (16)0.0055 (16)−0.0129 (17)
C280.0265 (19)0.044 (2)0.072 (3)−0.0051 (15)0.0046 (18)−0.027 (2)
C290.031 (2)0.050 (2)0.073 (3)−0.0054 (16)−0.0127 (19)−0.031 (2)
C300.033 (2)0.0347 (18)0.049 (2)−0.0011 (14)−0.0125 (17)−0.0188 (17)
C310.0269 (16)0.0278 (16)0.0194 (15)−0.0050 (12)−0.0016 (12)−0.0062 (13)
C320.0262 (17)0.0302 (16)0.0276 (17)−0.0079 (13)0.0015 (13)−0.0092 (14)
C330.0299 (19)0.045 (2)0.048 (2)−0.0136 (15)0.0039 (16)−0.0199 (18)
C340.0245 (18)0.065 (3)0.042 (2)−0.0080 (17)−0.0060 (16)−0.0217 (19)
C350.0294 (19)0.050 (2)0.0303 (19)0.0016 (15)−0.0084 (15)−0.0034 (16)
C360.0345 (19)0.0327 (18)0.0281 (18)−0.0057 (14)−0.0003 (15)−0.0017 (14)
C370.0230 (16)0.0189 (14)0.0285 (17)−0.0008 (11)0.0008 (13)−0.0033 (12)
C380.0250 (17)0.0363 (18)0.0278 (18)−0.0014 (13)−0.0001 (14)−0.0083 (14)
C390.037 (2)0.054 (2)0.0302 (19)−0.0072 (16)−0.0008 (16)−0.0147 (17)
C400.037 (2)0.053 (2)0.041 (2)−0.0088 (17)−0.0122 (17)−0.0137 (18)
C410.033 (2)0.052 (2)0.040 (2)−0.0152 (16)0.0025 (16)−0.0121 (18)
C420.0347 (19)0.0400 (19)0.0266 (18)−0.0124 (15)0.0008 (15)−0.0039 (15)
C430.0314 (17)0.0219 (15)0.0216 (16)−0.0006 (12)−0.0044 (13)−0.0037 (12)
C440.0338 (18)0.0322 (17)0.0211 (16)0.0033 (13)−0.0037 (13)−0.0079 (14)
C450.058 (2)0.0327 (19)0.0253 (18)0.0140 (16)−0.0148 (17)−0.0092 (15)
C460.072 (3)0.0263 (18)0.039 (2)−0.0036 (18)−0.021 (2)0.0045 (16)
C470.058 (3)0.050 (2)0.041 (2)−0.018 (2)−0.0057 (19)0.0216 (19)
C480.037 (2)0.044 (2)0.036 (2)−0.0037 (16)−0.0021 (16)0.0080 (17)
C510.0278 (17)0.0242 (15)0.0209 (16)−0.0038 (12)−0.0001 (13)−0.0039 (12)
C520.0321 (19)0.0363 (19)0.041 (2)0.0053 (14)−0.0087 (16)−0.0138 (16)
C530.039 (2)0.045 (2)0.048 (2)−0.0053 (16)−0.0091 (17)−0.0222 (18)
C540.051 (2)0.0277 (17)0.038 (2)−0.0037 (15)−0.0015 (17)−0.0155 (15)
C550.046 (2)0.0314 (19)0.043 (2)0.0132 (15)−0.0089 (18)−0.0109 (16)
C560.039 (2)0.0276 (17)0.0328 (19)0.0047 (14)−0.0076 (15)−0.0088 (14)
Geometric parameters (Å, °) top
Cd1—Br32.5066 (4)C22—C231.370 (5)
Cd1—Br22.5156 (5)C22—H220.9500
Cd1—Cl1i2.6479 (4)C23—C241.392 (5)
Cd1—Br1i2.6479 (4)C23—H230.9500
Cd1—Br12.6616 (5)C24—H240.9500
Br1—Cd1i2.6479 (4)C25—C261.387 (4)
P1—O11.502 (2)C25—C301.400 (4)
P1—C131.793 (3)C26—C271.391 (4)
P1—C71.794 (3)C26—H260.9500
P1—C11.797 (3)C27—C281.373 (5)
P2—O21.509 (2)C27—H270.9500
P2—C311.788 (3)C28—C291.386 (6)
P2—C251.791 (3)C28—H280.9500
P2—C191.801 (3)C29—C301.373 (5)
P3—O31.500 (2)C29—H290.9500
P3—C511.789 (3)C30—H300.9500
P3—C371.798 (3)C31—C321.396 (4)
P3—C431.802 (3)C31—C361.399 (4)
O4—H410.851 (10)C32—C331.376 (5)
O4—H420.846 (10)C32—H320.9500
O4—H430.848 (10)C33—C341.381 (5)
C1—C61.379 (5)C33—H330.9500
C1—C21.386 (5)C34—C351.386 (5)
C2—C31.371 (6)C34—H340.9500
C2—H20.9500C35—C361.380 (5)
C3—C41.364 (7)C35—H350.9500
C3—H30.9500C36—H360.9500
C4—C51.377 (7)C37—C421.389 (4)
C4—H40.9500C37—C381.390 (4)
C5—C61.391 (6)C38—C391.379 (5)
C5—H50.9500C38—H380.9500
C6—H60.9500C39—C401.373 (5)
C7—C81.385 (5)C39—H390.9500
C7—C121.400 (5)C40—C411.389 (5)
C8—C91.384 (5)C40—H400.9500
C8—H80.9500C41—C421.371 (5)
C9—C101.376 (6)C41—H41A0.9500
C9—H90.9500C42—H42A0.9500
C10—C111.374 (6)C43—C481.389 (4)
C10—H100.9500C43—C441.391 (4)
C11—C121.390 (5)C44—C451.390 (4)
C11—H110.9500C44—H440.9500
C12—H120.9500C45—C461.371 (5)
C13—C181.374 (5)C45—H450.9500
C13—C141.393 (5)C46—C471.377 (5)
C14—C151.384 (5)C46—H460.9500
C14—H140.9500C47—C481.387 (5)
C15—C161.367 (5)C47—H470.9500
C15—H150.9500C48—H480.9500
C16—C171.368 (5)C51—C561.392 (4)
C16—H160.9500C51—C521.392 (4)
C17—C181.390 (5)C52—C531.384 (4)
C17—H170.9500C52—H520.9500
C18—H180.9500C53—C541.380 (5)
C19—C241.391 (5)C53—H530.9500
C19—C201.392 (4)C54—C551.368 (5)
C20—C211.384 (4)C54—H540.9500
C20—H200.9500C55—C561.382 (4)
C21—C221.392 (5)C55—H550.9500
C21—H210.9500C56—H560.9500
Br3—Cd1—Br2123.627 (16)C21—C22—H22119.8
Br3—Cd1—Cl1i108.515 (16)C22—C23—C24119.9 (4)
Br2—Cd1—Cl1i108.971 (16)C22—C23—H23120.1
Br3—Cd1—Br1i108.515 (16)C24—C23—H23120.1
Br2—Cd1—Br1i108.971 (16)C19—C24—C23120.0 (3)
Cl1i—Cd1—Br1i0.00 (2)C19—C24—H24120.0
Br3—Cd1—Br1110.821 (17)C23—C24—H24120.0
Br2—Cd1—Br1105.115 (17)C26—C25—C30119.7 (3)
Cl1i—Cd1—Br196.353 (14)C26—C25—P2122.1 (2)
Br1i—Cd1—Br196.353 (14)C30—C25—P2118.0 (3)
Cd1i—Br1—Cd183.647 (14)C25—C26—C27120.0 (3)
O1—P1—C13111.51 (14)C25—C26—H26120.0
O1—P1—C7109.07 (15)C27—C26—H26120.0
C13—P1—C7109.32 (15)C28—C27—C26120.1 (3)
O1—P1—C1111.14 (15)C28—C27—H27120.0
C13—P1—C1106.26 (16)C26—C27—H27120.0
C7—P1—C1109.49 (16)C27—C28—C29119.9 (3)
O2—P2—C31108.70 (13)C27—C28—H28120.0
O2—P2—C25113.11 (13)C29—C28—H28120.0
C31—P2—C25109.99 (14)C30—C29—C28120.9 (3)
O2—P2—C19110.91 (14)C30—C29—H29119.6
C31—P2—C19106.83 (14)C28—C29—H29119.6
C25—P2—C19107.12 (14)C29—C30—C25119.4 (3)
O3—P3—C51111.76 (13)C29—C30—H30120.3
O3—P3—C37111.35 (13)C25—C30—H30120.3
C51—P3—C37107.96 (14)C32—C31—C36118.9 (3)
O3—P3—C43107.67 (13)C32—C31—P2117.8 (2)
C51—P3—C43108.35 (13)C36—C31—P2123.3 (2)
C37—P3—C43109.71 (14)C33—C32—C31120.2 (3)
H41—O4—H42107.4 (16)C33—C32—H32119.9
H41—O4—H43107.4 (16)C31—C32—H32119.9
H42—O4—H43108.3 (15)C32—C33—C34120.4 (3)
C6—C1—C2118.9 (4)C32—C33—H33119.8
C6—C1—P1121.0 (3)C34—C33—H33119.8
C2—C1—P1119.4 (3)C33—C34—C35120.2 (3)
C3—C2—C1121.0 (4)C33—C34—H34119.9
C3—C2—H2119.5C35—C34—H34119.9
C1—C2—H2119.5C36—C35—C34119.6 (3)
C4—C3—C2120.3 (5)C36—C35—H35120.2
C4—C3—H3119.9C34—C35—H35120.2
C2—C3—H3119.9C35—C36—C31120.6 (3)
C3—C4—C5119.7 (4)C35—C36—H36119.7
C3—C4—H4120.2C31—C36—H36119.7
C5—C4—H4120.2C42—C37—C38118.9 (3)
C4—C5—C6120.5 (5)C42—C37—P3123.1 (2)
C4—C5—H5119.7C38—C37—P3117.9 (2)
C6—C5—H5119.7C39—C38—C37120.1 (3)
C1—C6—C5119.6 (4)C39—C38—H38120.0
C1—C6—H6120.2C37—C38—H38120.0
C5—C6—H6120.2C40—C39—C38120.5 (3)
C8—C7—C12119.6 (3)C40—C39—H39119.7
C8—C7—P1118.4 (3)C38—C39—H39119.7
C12—C7—P1121.9 (3)C39—C40—C41119.9 (3)
C9—C8—C7120.4 (4)C39—C40—H40120.1
C9—C8—H8119.8C41—C40—H40120.1
C7—C8—H8119.8C42—C41—C40119.8 (3)
C10—C9—C8120.0 (4)C42—C41—H41A120.1
C10—C9—H9120.0C40—C41—H41A120.1
C8—C9—H9120.0C41—C42—C37120.8 (3)
C11—C10—C9120.2 (4)C41—C42—H42A119.6
C11—C10—H10119.9C37—C42—H42A119.6
C9—C10—H10119.9C48—C43—C44119.5 (3)
C10—C11—C12120.7 (4)C48—C43—P3123.1 (2)
C10—C11—H11119.6C44—C43—P3117.3 (2)
C12—C11—H11119.6C45—C44—C43120.2 (3)
C11—C12—C7119.1 (4)C45—C44—H44119.9
C11—C12—H12120.5C43—C44—H44119.9
C7—C12—H12120.5C46—C45—C44119.9 (3)
C18—C13—C14118.6 (3)C46—C45—H45120.1
C18—C13—P1119.8 (3)C44—C45—H45120.1
C14—C13—P1121.6 (3)C45—C46—C47120.2 (3)
C15—C14—C13119.5 (4)C45—C46—H46119.9
C15—C14—H14120.2C47—C46—H46119.9
C13—C14—H14120.2C46—C47—C48120.7 (3)
C16—C15—C14121.5 (4)C46—C47—H47119.7
C16—C15—H15119.2C48—C47—H47119.7
C14—C15—H15119.2C47—C48—C43119.5 (3)
C15—C16—C17119.2 (3)C47—C48—H48120.3
C15—C16—H16120.4C43—C48—H48120.3
C17—C16—H16120.4C56—C51—C52118.7 (3)
C16—C17—C18120.0 (4)C56—C51—P3123.3 (2)
C16—C17—H17120.0C52—C51—P3117.6 (2)
C18—C17—H17120.0C53—C52—C51120.9 (3)
C13—C18—C17121.1 (3)C53—C52—H52119.6
C13—C18—H18119.4C51—C52—H52119.6
C17—C18—H18119.4C54—C53—C52119.5 (3)
C24—C19—C20119.8 (3)C54—C53—H53120.3
C24—C19—P2117.9 (2)C52—C53—H53120.3
C20—C19—P2122.1 (3)C55—C54—C53120.2 (3)
C21—C20—C19119.7 (3)C55—C54—H54119.9
C21—C20—H20120.2C53—C54—H54119.9
C19—C20—H20120.2C54—C55—C56120.8 (3)
C20—C21—C22120.1 (3)C54—C55—H55119.6
C20—C21—H21120.0C56—C55—H55119.6
C22—C21—H21120.0C55—C56—C51120.0 (3)
C23—C22—C21120.5 (3)C55—C56—H56120.0
C23—C22—H22119.8C51—C56—H56120.0
Br3—Cd1—Br1—Cd1i112.593 (17)C19—P2—C25—C30−55.2 (3)
Br2—Cd1—Br1—Cd1i−111.648 (16)C30—C25—C26—C270.9 (4)
Cl1i—Cd1—Br1—Cd1i0.0P2—C25—C26—C27175.5 (2)
Br1i—Cd1—Br1—Cd1i0.0C25—C26—C27—C280.0 (5)
O1—P1—C1—C6−87.6 (3)C26—C27—C28—C29−0.7 (5)
C13—P1—C1—C6150.9 (3)C27—C28—C29—C300.6 (5)
C7—P1—C1—C632.9 (3)C28—C29—C30—C250.3 (5)
O1—P1—C1—C282.3 (3)C26—C25—C30—C29−1.0 (4)
C13—P1—C1—C2−39.2 (3)P2—C25—C30—C29−175.8 (3)
C7—P1—C1—C2−157.1 (3)O2—P2—C31—C322.7 (3)
C6—C1—C2—C31.0 (6)C25—P2—C31—C32−121.6 (2)
P1—C1—C2—C3−169.2 (4)C19—P2—C31—C32122.4 (2)
C1—C2—C3—C4−0.4 (8)O2—P2—C31—C36−174.6 (2)
C2—C3—C4—C50.5 (8)C25—P2—C31—C3661.0 (3)
C3—C4—C5—C6−1.3 (7)C19—P2—C31—C36−54.9 (3)
C2—C1—C6—C5−1.7 (6)C36—C31—C32—C33−0.7 (4)
P1—C1—C6—C5168.3 (3)P2—C31—C32—C33−178.1 (2)
C4—C5—C6—C11.9 (7)C31—C32—C33—C340.3 (5)
O1—P1—C7—C8−14.2 (3)C32—C33—C34—C350.3 (5)
C13—P1—C7—C8108.0 (3)C33—C34—C35—C36−0.4 (5)
C1—P1—C7—C8−136.0 (3)C34—C35—C36—C310.0 (5)
O1—P1—C7—C12168.5 (3)C32—C31—C36—C350.6 (4)
C13—P1—C7—C12−69.4 (3)P2—C31—C36—C35177.9 (2)
C1—P1—C7—C1246.6 (3)O3—P3—C37—C42−179.9 (2)
C12—C7—C8—C9−0.1 (6)C51—P3—C37—C4257.1 (3)
P1—C7—C8—C9−177.6 (3)C43—P3—C37—C42−60.8 (3)
C7—C8—C9—C101.2 (6)O3—P3—C37—C38−1.2 (3)
C8—C9—C10—C11−1.1 (6)C51—P3—C37—C38−124.2 (2)
C9—C10—C11—C120.0 (6)C43—P3—C37—C38117.9 (2)
C10—C11—C12—C71.0 (5)C42—C37—C38—C390.2 (4)
C8—C7—C12—C11−0.9 (5)P3—C37—C38—C39−178.6 (2)
P1—C7—C12—C11176.4 (3)C37—C38—C39—C400.1 (5)
O1—P1—C13—C18−0.9 (3)C38—C39—C40—C41−0.8 (5)
C7—P1—C13—C18−121.6 (3)C39—C40—C41—C421.1 (6)
C1—P1—C13—C18120.3 (3)C40—C41—C42—C37−0.8 (5)
O1—P1—C13—C14179.7 (3)C38—C37—C42—C410.2 (5)
C7—P1—C13—C1459.0 (3)P3—C37—C42—C41178.9 (3)
C1—P1—C13—C14−59.0 (3)O3—P3—C43—C48178.2 (3)
C18—C13—C14—C150.7 (5)C51—P3—C43—C48−60.8 (3)
P1—C13—C14—C15−180.0 (3)C37—P3—C43—C4856.9 (3)
C13—C14—C15—C16−0.6 (6)O3—P3—C43—C440.4 (3)
C14—C15—C16—C170.3 (6)C51—P3—C43—C44121.4 (2)
C15—C16—C17—C180.0 (5)C37—P3—C43—C44−121.0 (2)
C14—C13—C18—C17−0.4 (5)C48—C43—C44—C45−0.6 (5)
P1—C13—C18—C17−179.8 (3)P3—C43—C44—C45177.3 (2)
C16—C17—C18—C130.0 (5)C43—C44—C45—C46−0.9 (5)
O2—P2—C19—C2427.5 (3)C44—C45—C46—C471.9 (6)
C31—P2—C19—C24−90.8 (3)C45—C46—C47—C48−1.4 (6)
C25—P2—C19—C24151.4 (3)C46—C47—C48—C43−0.2 (6)
O2—P2—C19—C20−156.4 (3)C44—C43—C48—C471.2 (5)
C31—P2—C19—C2085.3 (3)P3—C43—C48—C47−176.6 (3)
C25—P2—C19—C20−32.5 (3)O3—P3—C51—C56−107.6 (3)
C24—C19—C20—C210.1 (5)C37—P3—C51—C5615.1 (3)
P2—C19—C20—C21−175.9 (3)C43—P3—C51—C56133.9 (3)
C19—C20—C21—C220.6 (5)O3—P3—C51—C5264.9 (3)
C20—C21—C22—C23−0.6 (6)C37—P3—C51—C52−172.3 (2)
C21—C22—C23—C24−0.1 (6)C43—P3—C51—C52−53.6 (3)
C20—C19—C24—C23−0.8 (5)C56—C51—C52—C531.0 (5)
P2—C19—C24—C23175.4 (3)P3—C51—C52—C53−171.9 (3)
C22—C23—C24—C190.8 (6)C51—C52—C53—C54−0.8 (5)
O2—P2—C25—C26−107.3 (3)C52—C53—C54—C55−0.5 (6)
C31—P2—C25—C2614.4 (3)C53—C54—C55—C561.7 (6)
C19—P2—C25—C26130.2 (3)C54—C55—C56—C51−1.6 (5)
O2—P2—C25—C3067.3 (3)C52—C51—C56—C550.2 (5)
C31—P2—C25—C30−170.9 (2)P3—C51—C56—C55172.6 (3)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O4—H41···O10.85 (1)1.62 (1)2.472 (3)177 (4)
O4—H42···O20.85 (1)1.63 (1)2.471 (3)176 (3)
O4—H43···O30.85 (1)1.63 (1)2.481 (3)177 (3)
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O4—H41···O10.85 (1)1.62 (1)2.472 (3)177 (4)
O4—H42···O20.85 (1)1.63 (1)2.471 (3)176 (3)
O4—H43···O30.85 (1)1.63 (1)2.481 (3)177 (3)
Acknowledgements top

We thank the University of Malaya (RG020/09AFR) for supporting this study.

references
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