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The Bi atom in the title complex, [Bi(C12H22O2PS2)3]·2CHCl3, is octa­hedrally coordinated within an S6 donor set. The solvent CHCl3 mol­ecules are associated with the complex via C—H...O inter­actions. The crystal structure comprises layers of complex mol­ecules inter­spersed by layers of CHCl3 mol­ecules.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806040487/at2126sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806040487/at2126Isup2.hkl
Contains datablock I

CCDC reference: 627297

Key indicators

  • Single-crystal X-ray study
  • T = 223 K
  • Mean [sigma](C-C) = 0.009 Å
  • Disorder in solvent or counterion
  • R factor = 0.049
  • wR factor = 0.103
  • Data-to-parameter ratio = 23.1

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT480_ALERT_4_B Long H...A H-Bond Reported H38 .. O2 .. 2.99 Ang.
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.89 PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.23 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.87 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C3 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C15 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C33 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C4 PLAT243_ALERT_4_C High 'Solvent' Ueq as Compared to Neighbors for Cl4A PLAT243_ALERT_4_C High 'Solvent' Ueq as Compared to Neighbors for Cl6A PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C38 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C38A PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C37 PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 33.00 Perc. PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 9 PLAT480_ALERT_4_C Long H...A H-Bond Reported H6B .. CL4 .. 2.97 Ang. PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 38.20 Deg. C38A -CL4A -CL6A 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 40.50 Deg. C38A -CL6A -CL4A 1.555 1.555 1.555 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 C H Cl3 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3 C H Cl3
Alert level G ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 0.892 Tmax scaled 0.892 Tmin scaled 0.477
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 20 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 8 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 11 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SHELXTL (Bruker, 2000); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97.

Tris(O,O'-dicyclohexyldithiophosphato-S,S')bismuth(III) chloroform disolvate top
Crystal data top
[Bi(C12H22O2PS2)3]·2CHCl3F(000) = 2680
Mr = 1327.87Dx = 1.583 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ynCell parameters from 3874 reflections
a = 17.4376 (7) Åθ = 2.2–20.1°
b = 16.0715 (7) ŵ = 3.80 mm1
c = 20.6221 (8) ÅT = 223 K
β = 105.390 (1)°Plate, yellow
V = 5572.1 (4) Å30.23 × 0.17 × 0.03 mm
Z = 4
Data collection top
Bruker AXS SMART CCD area-detector
diffractometer
12799 independent reflections
Radiation source: fine-focus sealed tube9075 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.073
φ and ω scansθmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan
(SADABS, Bruker, 2000)
h = 2221
Tmin = 0.535, Tmax = 1k = 2020
39037 measured reflectionsl = 2620
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)] = 0.049Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.103H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0375P)2]
where P = (Fo2 + 2Fc2)/3
12799 reflections(Δ/σ)max < 0.001
554 parametersΔρmax = 1.83 e Å3
0 restraintsΔρmin = 0.82 e Å3
Special details top

Experimental. 31P{1H} NMR: δ 94.4 p.p.m. MS: m/z = 795.0 {Bi[S2P(OC6H11)2]2}+.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Bi0.093282 (12)0.094368 (13)0.095689 (10)0.02664 (7)
Cl10.23008 (14)0.00861 (17)0.32236 (12)0.0991 (8)
Cl20.10651 (16)0.09892 (16)0.41543 (14)0.1061 (9)
Cl30.09301 (14)0.07703 (14)0.39994 (12)0.0909 (7)
S10.22749 (9)0.03085 (9)0.18382 (7)0.0334 (3)
S20.16975 (9)0.01037 (9)0.02078 (7)0.0365 (3)
S30.05225 (9)0.17332 (9)0.19961 (7)0.0352 (3)
S40.01044 (9)0.01258 (10)0.14074 (7)0.0396 (4)
S50.16642 (8)0.23748 (9)0.07003 (7)0.0345 (3)
S60.01660 (9)0.18120 (9)0.00585 (7)0.0367 (3)
P10.25505 (8)0.02393 (9)0.10594 (7)0.0267 (3)
P20.01245 (8)0.07347 (9)0.20957 (7)0.0292 (3)
P30.06500 (8)0.26981 (9)0.00278 (6)0.0272 (3)
O10.3386 (2)0.0071 (2)0.09992 (19)0.0377 (9)
O20.2792 (2)0.1170 (2)0.12171 (18)0.0346 (9)
O30.0129 (2)0.0395 (3)0.28391 (17)0.0362 (9)
O40.0997 (2)0.0969 (3)0.20988 (18)0.0402 (10)
O50.0350 (2)0.3574 (2)0.01862 (17)0.0334 (9)
O60.0798 (2)0.2950 (2)0.06637 (17)0.0350 (9)
C10.3549 (3)0.0961 (4)0.0954 (3)0.0400 (14)
H10.31080.12860.10460.048*
C20.4299 (4)0.1150 (4)0.1477 (3)0.059 (2)
H2A0.47280.07930.14130.071*
H2B0.42260.10360.19240.071*
C30.4524 (5)0.2063 (5)0.1432 (4)0.085 (3)
H3A0.50330.21720.17610.102*
H3B0.41200.24160.15450.102*
C40.4592 (4)0.2287 (4)0.0740 (3)0.0581 (19)
H4A0.50400.19870.06460.070*
H4B0.46930.28850.07190.070*
C50.3833 (4)0.2064 (4)0.0218 (4)0.062 (2)
H5A0.34000.24180.02800.075*
H5B0.39000.21740.02310.075*
C60.3611 (4)0.1158 (4)0.0265 (3)0.0539 (18)
H6A0.31000.10460.00620.065*
H6B0.40150.08020.01550.065*
C70.2230 (3)0.1741 (3)0.1408 (2)0.0307 (12)
H70.17110.14580.13450.037*
C80.2561 (4)0.1964 (3)0.2145 (3)0.0383 (14)
H8A0.25990.14630.24220.046*
H8B0.30960.21990.22170.046*
C90.2019 (4)0.2594 (4)0.2348 (3)0.0456 (16)
H9A0.14990.23380.23140.055*
H9B0.22470.27570.28180.055*
C100.1909 (4)0.3369 (4)0.1901 (3)0.0452 (16)
H10A0.24210.36510.19600.054*
H10B0.15420.37560.20310.054*
C110.1581 (4)0.3120 (4)0.1174 (3)0.0424 (15)
H11A0.10540.28720.11130.051*
H11B0.15230.36160.08900.051*
C120.2124 (4)0.2500 (3)0.0958 (3)0.0363 (14)
H12A0.26420.27570.09890.044*
H12B0.18900.23350.04890.044*
C130.0956 (3)0.0231 (4)0.3206 (3)0.0355 (14)
H130.13150.05410.29920.043*
C140.1128 (4)0.0676 (4)0.3193 (3)0.058 (2)
H14A0.10700.08560.27280.070*
H14B0.07480.09900.33720.070*
C150.1969 (5)0.0850 (5)0.3612 (3)0.075 (3)
H15A0.23470.05720.34080.090*
H15B0.20710.14500.36120.090*
C160.2102 (4)0.0556 (4)0.4323 (3)0.0522 (18)
H16A0.17700.08820.45450.063*
H16B0.26590.06460.45680.063*
C170.1905 (4)0.0337 (4)0.4347 (3)0.0576 (19)
H17A0.22930.06670.41900.069*
H17B0.19460.04950.48140.069*
C180.1067 (4)0.0541 (4)0.3914 (3)0.0529 (18)
H18A0.06710.02810.41090.063*
H18B0.09840.11440.39070.063*
C190.1563 (3)0.1321 (4)0.1502 (3)0.0377 (14)
H190.13380.12770.11100.045*
C200.2316 (4)0.0827 (4)0.1372 (3)0.0569 (19)
H20A0.25040.08140.17790.068*
H20B0.22140.02540.12570.068*
C210.2958 (4)0.1215 (5)0.0792 (4)0.067 (2)
H21A0.27970.11640.03730.080*
H21B0.34590.09110.07360.080*
C220.3088 (4)0.2124 (5)0.0924 (3)0.059 (2)
H22A0.33080.21710.13130.071*
H22B0.34760.23620.05340.071*
C230.2320 (4)0.2612 (5)0.1057 (4)0.067 (2)
H23A0.24170.31900.11630.080*
H23B0.21260.26110.06520.080*
C240.1693 (4)0.2231 (4)0.1640 (3)0.060 (2)
H24A0.11920.25360.17050.072*
H24B0.18660.22790.20540.072*
C250.0102 (3)0.3765 (3)0.0798 (2)0.0300 (12)
H250.00110.32420.10080.036*
C260.0764 (4)0.4224 (4)0.1279 (3)0.0488 (17)
H26A0.09170.47090.10530.059*
H26B0.12290.38600.14210.059*
C270.0508 (4)0.4510 (4)0.1893 (3)0.0571 (19)
H27A0.04010.40230.21420.069*
H27B0.09390.48290.21910.069*
C280.0226 (4)0.5040 (4)0.1685 (3)0.0576 (19)
H28A0.01040.55500.14730.069*
H28B0.03950.51980.20850.069*
C290.0891 (4)0.4587 (5)0.1203 (3)0.0572 (19)
H29A0.13490.49610.10550.069*
H29B0.10560.41120.14330.069*
C300.0640 (4)0.4278 (4)0.0592 (3)0.0475 (17)
H30A0.10690.39430.03080.057*
H30B0.05470.47550.03270.057*
C310.1190 (3)0.2382 (3)0.1037 (3)0.0325 (13)
H310.13060.18450.07970.039*
C320.1948 (4)0.2791 (5)0.1067 (3)0.0566 (19)
H32A0.22960.28550.06100.068*
H32B0.18360.33460.12660.068*
C330.2373 (4)0.2259 (6)0.1494 (3)0.073 (3)
H33A0.28590.25420.15280.088*
H33B0.25250.17200.12750.088*
C340.1837 (4)0.2124 (4)0.2182 (3)0.0527 (18)
H34A0.21020.17610.24370.063*
H34B0.17320.26590.24170.063*
C350.1063 (4)0.1737 (4)0.2154 (3)0.0487 (17)
H35A0.11630.11760.19660.058*
H35B0.07150.16880.26120.058*
C360.0644 (4)0.2243 (4)0.1731 (3)0.0435 (15)
H36A0.01650.19490.16950.052*
H36B0.04820.27810.19480.052*
C370.1281 (4)0.0160 (5)0.3588 (4)0.064 (2)
H370.10110.02560.32290.076*
C380.4958 (5)0.1224 (5)0.1392 (4)0.071 (2)0.856 (5)
H380.45540.09230.15590.085*0.856 (5)
Cl40.4746 (2)0.1106 (3)0.05662 (14)0.168 (3)0.856 (5)
Cl50.5038 (4)0.2183 (3)0.1697 (3)0.192 (3)0.856 (5)
Cl60.5910 (2)0.0755 (3)0.1749 (3)0.165 (2)0.856 (5)
C38A0.4958 (5)0.1224 (5)0.1392 (4)0.071 (2)0.144 (5)
H38A0.45530.09300.15630.085*0.144 (5)
Cl4A0.5495 (17)0.0605 (16)0.1121 (14)0.137 (10)*0.144 (5)
Cl5A0.4525 (13)0.2121 (15)0.0843 (11)0.126 (9)*0.144 (5)
Cl6A0.5559 (15)0.1651 (18)0.1941 (11)0.122 (8)*0.144 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Bi0.02537 (11)0.02854 (11)0.02907 (11)0.00645 (10)0.01259 (8)0.00804 (9)
Cl10.0632 (15)0.123 (2)0.117 (2)0.0051 (14)0.0344 (13)0.0186 (16)
Cl20.109 (2)0.0779 (17)0.141 (2)0.0090 (15)0.0490 (17)0.0308 (15)
Cl30.0877 (17)0.0618 (14)0.133 (2)0.0139 (12)0.0461 (15)0.0245 (13)
S10.0354 (8)0.0356 (8)0.0286 (7)0.0031 (7)0.0073 (6)0.0041 (6)
S20.0397 (9)0.0394 (9)0.0279 (8)0.0007 (7)0.0045 (6)0.0029 (6)
S30.0364 (8)0.0326 (8)0.0375 (8)0.0007 (7)0.0116 (7)0.0024 (6)
S40.0394 (9)0.0375 (9)0.0446 (9)0.0057 (7)0.0157 (7)0.0036 (7)
S50.0257 (7)0.0397 (9)0.0360 (8)0.0006 (6)0.0045 (6)0.0020 (6)
S60.0305 (8)0.0371 (9)0.0380 (8)0.0041 (7)0.0012 (6)0.0055 (6)
P10.0240 (7)0.0270 (8)0.0305 (8)0.0033 (6)0.0097 (6)0.0004 (6)
P20.0242 (7)0.0368 (9)0.0288 (8)0.0034 (6)0.0108 (6)0.0052 (6)
P30.0293 (8)0.0277 (8)0.0254 (7)0.0025 (6)0.0090 (6)0.0053 (6)
O10.028 (2)0.030 (2)0.060 (3)0.0032 (18)0.0189 (19)0.0004 (18)
O20.032 (2)0.025 (2)0.051 (2)0.0022 (17)0.0209 (18)0.0035 (17)
O30.027 (2)0.052 (3)0.033 (2)0.0069 (19)0.0115 (17)0.0143 (18)
O40.028 (2)0.062 (3)0.033 (2)0.010 (2)0.0117 (17)0.0090 (19)
O50.041 (2)0.031 (2)0.030 (2)0.0098 (18)0.0124 (17)0.0039 (16)
O60.052 (3)0.029 (2)0.029 (2)0.0068 (19)0.0192 (18)0.0093 (16)
C10.032 (3)0.034 (3)0.057 (4)0.005 (3)0.019 (3)0.006 (3)
C20.067 (5)0.057 (5)0.043 (4)0.023 (4)0.003 (3)0.001 (3)
C30.097 (7)0.086 (7)0.073 (6)0.047 (6)0.026 (5)0.016 (5)
C40.059 (5)0.046 (4)0.073 (5)0.027 (4)0.024 (4)0.006 (4)
C50.062 (5)0.053 (5)0.077 (5)0.003 (4)0.025 (4)0.020 (4)
C60.047 (4)0.059 (5)0.053 (4)0.018 (4)0.009 (3)0.009 (3)
C70.031 (3)0.029 (3)0.031 (3)0.005 (3)0.008 (2)0.007 (2)
C80.043 (4)0.029 (3)0.038 (3)0.002 (3)0.004 (3)0.003 (2)
C90.058 (4)0.047 (4)0.030 (3)0.000 (3)0.008 (3)0.012 (3)
C100.046 (4)0.037 (4)0.044 (4)0.005 (3)0.004 (3)0.010 (3)
C110.051 (4)0.038 (4)0.033 (3)0.006 (3)0.002 (3)0.001 (3)
C120.045 (4)0.037 (4)0.026 (3)0.007 (3)0.010 (3)0.003 (2)
C130.024 (3)0.049 (4)0.034 (3)0.006 (3)0.008 (2)0.013 (3)
C140.062 (5)0.059 (5)0.045 (4)0.028 (4)0.000 (3)0.010 (3)
C150.072 (6)0.082 (6)0.060 (5)0.041 (5)0.002 (4)0.007 (4)
C160.048 (4)0.062 (5)0.041 (4)0.009 (4)0.002 (3)0.015 (3)
C170.054 (5)0.059 (5)0.048 (4)0.006 (4)0.007 (3)0.002 (3)
C180.061 (5)0.049 (4)0.042 (4)0.016 (4)0.003 (3)0.006 (3)
C190.028 (3)0.054 (4)0.031 (3)0.013 (3)0.007 (2)0.001 (3)
C200.043 (4)0.057 (5)0.064 (5)0.000 (4)0.002 (3)0.001 (3)
C210.048 (5)0.078 (6)0.061 (5)0.013 (4)0.007 (4)0.008 (4)
C220.039 (4)0.088 (6)0.048 (4)0.021 (4)0.007 (3)0.006 (4)
C230.051 (5)0.067 (5)0.078 (5)0.027 (4)0.009 (4)0.007 (4)
C240.042 (4)0.066 (5)0.065 (5)0.012 (4)0.002 (3)0.003 (4)
C250.038 (3)0.029 (3)0.025 (3)0.000 (3)0.014 (2)0.002 (2)
C260.045 (4)0.049 (4)0.052 (4)0.003 (3)0.011 (3)0.015 (3)
C270.064 (5)0.057 (5)0.046 (4)0.007 (4)0.006 (4)0.019 (3)
C280.084 (6)0.046 (4)0.052 (4)0.004 (4)0.033 (4)0.010 (3)
C290.052 (4)0.070 (5)0.057 (4)0.020 (4)0.027 (4)0.009 (4)
C300.048 (4)0.058 (5)0.035 (3)0.014 (3)0.010 (3)0.002 (3)
C310.042 (3)0.031 (3)0.031 (3)0.010 (3)0.020 (3)0.007 (2)
C320.044 (4)0.087 (6)0.045 (4)0.015 (4)0.022 (3)0.020 (4)
C330.046 (4)0.119 (7)0.064 (5)0.026 (5)0.032 (4)0.041 (5)
C340.069 (5)0.050 (4)0.051 (4)0.011 (4)0.036 (4)0.006 (3)
C350.052 (4)0.052 (4)0.042 (4)0.002 (3)0.012 (3)0.010 (3)
C360.048 (4)0.041 (4)0.039 (4)0.005 (3)0.008 (3)0.006 (3)
C370.057 (5)0.070 (5)0.079 (5)0.007 (4)0.046 (4)0.007 (4)
C380.085 (6)0.075 (6)0.061 (5)0.031 (5)0.036 (4)0.021 (4)
Cl40.155 (4)0.306 (6)0.0452 (17)0.141 (4)0.0328 (18)0.015 (2)
Cl50.226 (6)0.101 (3)0.272 (6)0.020 (4)0.104 (5)0.097 (4)
Cl60.087 (3)0.167 (4)0.227 (5)0.005 (3)0.017 (3)0.089 (4)
C38A0.085 (6)0.075 (6)0.061 (5)0.031 (5)0.036 (4)0.021 (4)
Geometric parameters (Å, º) top
Bi—S12.7503 (14)C16—C171.480 (9)
Bi—S22.8445 (15)C16—H16A0.9800
Bi—S32.7438 (14)C16—H16B0.9800
Bi—S42.8251 (15)C17—C181.533 (8)
Bi—S52.7486 (15)C17—H17A0.9800
Bi—S62.8060 (14)C17—H17B0.9800
Cl1—C371.741 (7)C18—H18A0.9800
Cl2—C371.745 (8)C18—H18B0.9800
Cl3—C371.748 (7)C19—C201.497 (9)
S1—P11.9987 (19)C19—C241.518 (9)
S2—P11.9894 (19)C19—H190.9900
S3—P22.003 (2)C20—C211.537 (9)
S4—P21.989 (2)C20—H20A0.9800
S5—P32.0049 (19)C20—H20B0.9800
S6—P31.988 (2)C21—C221.514 (9)
P1—O11.575 (4)C21—H21A0.9800
P1—O21.565 (4)C21—H21B0.9800
P2—O31.576 (4)C22—C231.513 (9)
P2—O41.570 (4)C22—H22A0.9800
P3—O51.565 (4)C22—H22B0.9800
P3—O61.568 (3)C23—C241.522 (9)
O1—C11.467 (7)C23—H23A0.9800
O2—C71.471 (6)C23—H23B0.9800
O3—C131.464 (6)C24—H24A0.9800
O4—C191.470 (6)C24—H24B0.9800
O5—C251.471 (6)C25—C301.496 (8)
O6—C311.474 (6)C25—C261.502 (8)
C1—C61.487 (8)C25—H250.9900
C1—C21.489 (8)C26—C271.521 (8)
C1—H10.9900C26—H26A0.9800
C2—C31.527 (9)C26—H26B0.9800
C2—H2A0.9800C27—C281.503 (9)
C2—H2B0.9800C27—H27A0.9800
C3—C41.507 (9)C27—H27B0.9800
C3—H3A0.9800C28—C291.501 (9)
C3—H3B0.9800C28—H28A0.9800
C4—C51.509 (9)C28—H28B0.9800
C4—H4A0.9800C29—C301.524 (8)
C4—H4B0.9800C29—H29A0.9800
C5—C61.517 (9)C29—H29B0.9800
C5—H5A0.9800C30—H30A0.9800
C5—H5B0.9800C30—H30B0.9800
C6—H6A0.9800C31—C321.493 (8)
C6—H6B0.9800C31—C361.510 (7)
C7—C121.514 (7)C31—H310.9900
C7—C81.518 (7)C32—C331.551 (9)
C7—H70.9900C32—H32A0.9800
C8—C91.518 (8)C32—H32B0.9800
C8—H8A0.9800C33—C341.493 (8)
C8—H8B0.9800C33—H33A0.9800
C9—C101.531 (8)C33—H33B0.9800
C9—H9A0.9800C34—C351.501 (8)
C9—H9B0.9800C34—H34A0.9800
C10—C111.509 (7)C34—H34B0.9800
C10—H10A0.9800C35—C361.514 (8)
C10—H10B0.9800C35—H35A0.9800
C11—C121.520 (8)C35—H35B0.9800
C11—H11A0.9800C36—H36A0.9800
C11—H11B0.9800C36—H36B0.9800
C12—H12A0.9800C37—H370.9900
C12—H12B0.9800C38—Cl51.657 (8)
C13—C141.490 (8)C38—Cl41.655 (7)
C13—C181.505 (8)C38—Cl61.794 (9)
C13—H130.9900C38—H380.9900
C14—C151.517 (9)C38A—Cl6A1.49 (2)
C14—H14A0.9800C38A—Cl4A1.57 (3)
C14—H14B0.9800C38A—Cl5A1.86 (2)
C15—C161.498 (9)C38A—H38A0.9900
C15—H15A0.9800Cl4A—Cl6A2.37 (4)
C15—H15B0.9800
S1—Bi—S272.54 (4)C16—C17—C18112.5 (6)
S1—Bi—S390.46 (4)C16—C17—H17A109.1
S1—Bi—S493.65 (4)C18—C17—H17A109.1
S1—Bi—S594.64 (4)C16—C17—H17B109.1
S1—Bi—S6166.04 (4)C18—C17—H17B109.1
S2—Bi—S3162.71 (4)H17A—C17—H17B107.8
S2—Bi—S4104.59 (5)C13—C18—C17110.6 (5)
S2—Bi—S594.72 (4)C13—C18—H18A109.5
S2—Bi—S6102.40 (4)C17—C18—H18A109.5
S3—Bi—S472.67 (4)C13—C18—H18B109.5
S3—Bi—S589.65 (4)C17—C18—H18B109.5
S3—Bi—S694.87 (4)H18A—C18—H18B108.1
S4—Bi—S5160.51 (4)O4—C19—C20107.9 (5)
S4—Bi—S6100.25 (4)O4—C19—C24108.3 (5)
S5—Bi—S672.54 (4)C20—C19—C24112.1 (5)
Bi—S1—P188.65 (6)O4—C19—H19109.5
Bi—S2—P186.21 (6)C20—C19—H19109.5
Bi—S3—P288.87 (6)C24—C19—H19109.5
Bi—S4—P286.89 (7)C19—C20—C21110.4 (6)
Bi—S5—P388.90 (6)C19—C20—H20A109.6
Bi—S6—P387.63 (6)C21—C20—H20A109.6
O1—P1—O296.6 (2)C19—C20—H20B109.6
O1—P1—S2112.71 (16)C21—C20—H20B109.6
O2—P1—S2112.66 (16)H20A—C20—H20B108.1
O1—P1—S1110.41 (16)C22—C21—C20111.4 (6)
O2—P1—S1111.29 (16)C22—C21—H21A109.4
S2—P1—S1112.22 (9)C20—C21—H21A109.4
O3—P2—O495.8 (2)C22—C21—H21B109.4
O3—P2—S4113.58 (17)C20—C21—H21B109.4
O4—P2—S4111.77 (17)H21A—C21—H21B108.0
O3—P2—S3110.90 (17)C21—C22—C23111.4 (6)
O4—P2—S3112.39 (18)C21—C22—H22A109.4
S4—P2—S3111.52 (9)C23—C22—H22A109.4
O5—P3—O695.89 (19)C21—C22—H22B109.4
O5—P3—S6113.07 (16)C23—C22—H22B109.4
O6—P3—S6112.95 (16)H22A—C22—H22B108.0
O5—P3—S5111.76 (16)C22—C23—C24110.5 (6)
O6—P3—S5111.62 (16)C22—C23—H23A109.5
S6—P3—S5110.81 (9)C24—C23—H23A109.5
C1—O1—P1120.9 (3)C22—C23—H23B109.5
C7—O2—P1119.3 (3)C24—C23—H23B109.5
C13—O3—P2123.3 (3)H23A—C23—H23B108.1
C19—O4—P2121.6 (3)C19—C24—C23110.5 (6)
C25—O5—P3123.9 (3)C19—C24—H24A109.5
C31—O6—P3121.8 (3)C23—C24—H24A109.5
C6—C1—O1109.5 (5)C19—C24—H24B109.5
C6—C1—C2112.2 (5)C23—C24—H24B109.5
O1—C1—C2107.5 (5)H24A—C24—H24B108.1
C6—C1—H1109.2O5—C25—C30107.5 (4)
O1—C1—H1109.2O5—C25—C26108.6 (4)
C2—C1—H1109.2C30—C25—C26111.9 (5)
C1—C2—C3110.0 (6)O5—C25—H25109.6
C1—C2—H2A109.7C30—C25—H25109.6
C3—C2—H2A109.7C26—C25—H25109.6
C1—C2—H2B109.7C25—C26—C27110.7 (5)
C3—C2—H2B109.7C25—C26—H26A109.5
H2A—C2—H2B108.2C27—C26—H26A109.5
C2—C3—C4112.0 (6)C25—C26—H26B109.5
C2—C3—H3A109.2C27—C26—H26B109.5
C4—C3—H3A109.2H26A—C26—H26B108.1
C2—C3—H3B109.2C28—C27—C26110.5 (5)
C4—C3—H3B109.2C28—C27—H27A109.6
H3A—C3—H3B107.9C26—C27—H27A109.6
C3—C4—C5110.1 (6)C28—C27—H27B109.6
C3—C4—H4A109.6C26—C27—H27B109.6
C5—C4—H4A109.6H27A—C27—H27B108.1
C3—C4—H4B109.6C27—C28—C29111.4 (6)
C5—C4—H4B109.6C27—C28—H28A109.3
H4A—C4—H4B108.2C29—C28—H28A109.3
C6—C5—C4111.9 (6)C27—C28—H28B109.3
C6—C5—H5A109.2C29—C28—H28B109.3
C4—C5—H5A109.2H28A—C28—H28B108.0
C6—C5—H5B109.2C28—C29—C30111.4 (6)
C4—C5—H5B109.2C28—C29—H29A109.4
H5A—C5—H5B107.9C30—C29—H29A109.4
C1—C6—C5110.5 (6)C28—C29—H29B109.4
C1—C6—H6A109.6C30—C29—H29B109.4
C5—C6—H6A109.6H29A—C29—H29B108.0
C1—C6—H6B109.6C25—C30—C29111.2 (5)
C5—C6—H6B109.6C25—C30—H30A109.4
H6A—C6—H6B108.1C29—C30—H30A109.4
O2—C7—C12108.7 (4)C25—C30—H30B109.4
O2—C7—C8108.2 (4)C29—C30—H30B109.4
C12—C7—C8112.0 (4)H30A—C30—H30B108.0
O2—C7—H7109.3O6—C31—C32106.7 (5)
C12—C7—H7109.3O6—C31—C36108.9 (4)
C8—C7—H7109.3C32—C31—C36111.6 (5)
C7—C8—C9109.6 (5)O6—C31—H31109.8
C7—C8—H8A109.8C32—C31—H31109.8
C9—C8—H8A109.8C36—C31—H31109.8
C7—C8—H8B109.8C31—C32—C33110.0 (5)
C9—C8—H8B109.8C31—C32—H32A109.7
H8A—C8—H8B108.2C33—C32—H32A109.7
C8—C9—C10111.3 (5)C31—C32—H32B109.7
C8—C9—H9A109.4C33—C32—H32B109.7
C10—C9—H9A109.4H32A—C32—H32B108.2
C8—C9—H9B109.4C34—C33—C32110.3 (6)
C10—C9—H9B109.4C34—C33—H33A109.6
H9A—C9—H9B108.0C32—C33—H33A109.6
C11—C10—C9109.7 (5)C34—C33—H33B109.6
C11—C10—H10A109.7C32—C33—H33B109.6
C9—C10—H10A109.7H33A—C33—H33B108.1
C11—C10—H10B109.7C33—C34—C35111.5 (5)
C9—C10—H10B109.7C33—C34—H34A109.3
H10A—C10—H10B108.2C35—C34—H34A109.3
C10—C11—C12111.4 (5)C33—C34—H34B109.3
C10—C11—H11A109.4C35—C34—H34B109.3
C12—C11—H11A109.4H34A—C34—H34B108.0
C10—C11—H11B109.4C34—C35—C36112.0 (5)
C12—C11—H11B109.4C34—C35—H35A109.2
H11A—C11—H11B108.0C36—C35—H35A109.2
C7—C12—C11109.4 (4)C34—C35—H35B109.2
C7—C12—H12A109.8C36—C35—H35B109.2
C11—C12—H12A109.8H35A—C35—H35B107.9
C7—C12—H12B109.8C35—C36—C31110.3 (5)
C11—C12—H12B109.8C35—C36—H36A109.6
H12A—C12—H12B108.2C31—C36—H36A109.6
O3—C13—C14110.0 (5)C35—C36—H36B109.6
O3—C13—C18107.2 (5)C31—C36—H36B109.6
C14—C13—C18111.5 (5)H36A—C36—H36B108.1
O3—C13—H13109.3Cl1—C37—Cl2110.8 (4)
C14—C13—H13109.3Cl1—C37—Cl3109.7 (4)
C18—C13—H13109.3Cl2—C37—Cl3110.1 (4)
C13—C14—C15109.8 (6)Cl1—C37—H37108.7
C13—C14—H14A109.7Cl2—C37—H37108.7
C15—C14—H14A109.7Cl3—C37—H37108.7
C13—C14—H14B109.7Cl5—C38—Cl4118.1 (6)
C15—C14—H14B109.7Cl5—C38—Cl6105.1 (5)
H14A—C14—H14B108.2Cl4—C38—Cl6107.7 (5)
C14—C15—C16112.0 (6)Cl5—C38—H38108.5
C14—C15—H15A109.2Cl4—C38—H38108.5
C16—C15—H15A109.2Cl6—C38—H38108.5
C14—C15—H15B109.2Cl6A—C38A—Cl4A101.3 (15)
C16—C15—H15B109.2Cl6A—C38A—Cl5A101.2 (13)
H15A—C15—H15B107.9Cl4A—C38A—Cl5A117.3 (13)
C17—C16—C15111.2 (5)Cl6A—C38A—H38A112.0
C17—C16—H16A109.4Cl4A—C38A—H38A112.0
C15—C16—H16A109.4Cl5A—C38A—H38A112.0
C17—C16—H16B109.4C38A—Cl4A—Cl6A38.2 (9)
C15—C16—H16B109.4C38A—Cl6A—Cl4A40.5 (10)
H16A—C16—H16B108.0
S3—Bi—S1—P1179.28 (7)S6—P3—O6—C3169.4 (4)
S5—Bi—S1—P189.60 (7)S5—P3—O6—C3156.2 (4)
S6—Bi—S1—P166.7 (2)P1—O1—C1—C6109.8 (5)
S4—Bi—S1—P1108.05 (7)P1—O1—C1—C2128.1 (5)
S2—Bi—S1—P13.90 (6)C6—C1—C2—C356.7 (8)
S3—Bi—S2—P114.70 (18)O1—C1—C2—C3177.2 (6)
S5—Bi—S2—P189.46 (6)C1—C2—C3—C455.7 (9)
S1—Bi—S2—P13.93 (6)C2—C3—C4—C554.7 (9)
S6—Bi—S2—P1162.60 (6)C3—C4—C5—C654.7 (9)
S4—Bi—S2—P193.18 (7)O1—C1—C6—C5176.3 (5)
S5—Bi—S3—P2173.14 (6)C2—C1—C6—C557.0 (8)
S1—Bi—S3—P292.22 (6)C4—C5—C6—C155.8 (8)
S6—Bi—S3—P2100.70 (6)P1—O2—C7—C12127.6 (4)
S4—Bi—S3—P21.46 (6)P1—O2—C7—C8110.6 (4)
S2—Bi—S3—P281.94 (16)O2—C7—C8—C9176.7 (4)
S3—Bi—S4—P21.47 (6)C12—C7—C8—C956.9 (6)
S5—Bi—S4—P227.15 (16)C7—C8—C9—C1056.4 (6)
S1—Bi—S4—P287.88 (7)C8—C9—C10—C1157.3 (7)
S6—Bi—S4—P293.41 (7)C9—C10—C11—C1257.9 (7)
S2—Bi—S4—P2160.77 (6)O2—C7—C12—C11176.7 (4)
S3—Bi—S5—P393.18 (6)C8—C7—C12—C1157.3 (6)
S1—Bi—S5—P3176.39 (6)C10—C11—C12—C757.7 (7)
S6—Bi—S5—P32.04 (6)P2—O3—C13—C14100.2 (5)
S4—Bi—S5—P368.74 (14)P2—O3—C13—C18138.3 (4)
S2—Bi—S5—P3103.57 (6)O3—C13—C14—C15176.2 (5)
S3—Bi—S6—P386.04 (7)C18—C13—C14—C1557.4 (8)
S5—Bi—S6—P32.06 (6)C13—C14—C15—C1657.1 (9)
S1—Bi—S6—P326.1 (2)C14—C15—C16—C1755.2 (9)
S4—Bi—S6—P3159.27 (6)C15—C16—C17—C1853.1 (8)
S2—Bi—S6—P393.16 (7)O3—C13—C18—C17176.0 (5)
Bi—S2—P1—O1119.83 (17)C14—C13—C18—C1755.5 (8)
Bi—S2—P1—O2132.12 (16)C16—C17—C18—C1353.3 (8)
Bi—S2—P1—S15.57 (9)P2—O4—C19—C20129.6 (5)
Bi—S1—P1—O1120.90 (16)P2—O4—C19—C24108.9 (5)
Bi—S1—P1—O2133.04 (16)O4—C19—C20—C21174.8 (5)
Bi—S1—P1—S25.75 (9)C24—C19—C20—C2155.6 (7)
Bi—S4—P2—O3124.14 (16)C19—C20—C21—C2254.7 (8)
Bi—S4—P2—O4128.82 (17)C20—C21—C22—C2355.5 (8)
Bi—S4—P2—S32.06 (9)C21—C22—C23—C2456.3 (8)
Bi—S3—P2—O3125.54 (16)O4—C19—C24—C23176.0 (5)
Bi—S3—P2—O4128.53 (16)C20—C19—C24—C2357.0 (7)
Bi—S3—P2—S42.12 (9)C22—C23—C24—C1956.3 (8)
Bi—S6—P3—O5123.49 (15)P3—O5—C25—C30137.0 (4)
Bi—S6—P3—O6128.97 (16)P3—O5—C25—C26101.7 (5)
Bi—S6—P3—S52.88 (8)O5—C25—C26—C27174.6 (5)
Bi—S5—P3—O5124.15 (16)C30—C25—C26—C2756.1 (7)
Bi—S5—P3—O6129.77 (16)C25—C26—C27—C2856.6 (8)
Bi—S5—P3—S62.94 (9)C26—C27—C28—C2956.7 (8)
O2—P1—O1—C1170.4 (4)C27—C28—C29—C3055.4 (8)
S2—P1—O1—C171.7 (4)O5—C25—C30—C29173.8 (5)
S1—P1—O1—C154.7 (4)C26—C25—C30—C2954.6 (7)
O1—P1—O2—C7172.3 (4)C28—C29—C30—C2553.9 (8)
S2—P1—O2—C769.7 (4)P3—O6—C31—C32116.3 (5)
S1—P1—O2—C757.4 (4)P3—O6—C31—C36123.1 (4)
O4—P2—O3—C13166.6 (4)O6—C31—C32—C33176.3 (5)
S4—P2—O3—C1376.6 (4)C36—C31—C32—C3357.4 (7)
S3—P2—O3—C1349.9 (5)C31—C32—C33—C3456.9 (8)
O3—P2—O4—C19178.8 (4)C32—C33—C34—C3555.8 (8)
S4—P2—O4—C1960.5 (4)C33—C34—C35—C3655.6 (8)
S3—P2—O4—C1965.8 (4)C34—C35—C36—C3154.7 (7)
O6—P3—O5—C25180.0 (4)O6—C31—C36—C35174.0 (5)
S6—P3—O5—C2562.0 (4)C32—C31—C36—C3556.4 (7)
S5—P3—O5—C2563.9 (4)Cl5A—C38A—Cl4A—Cl6A109.1 (15)
O5—P3—O6—C31172.5 (4)Cl5A—C38A—Cl6A—Cl4A121.1 (14)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C37—H37···O30.992.343.254 (8)152
C37—H37···O40.992.603.489 (9)149
C38—H38···O10.992.603.365 (9)134
C38—H38···O20.992.993.699 (10)129
C6—H6B···Cl4i0.982.973.709 (8)133
C11—H11A···S6ii0.982.873.576 (7)130
Symmetry codes: (i) x+1, y, z; (ii) x, y, z.
 

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