


Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S2414314621006544/bt4116sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2414314621006544/bt4116Isup2.hkl |
![]() | Chemical Markup Language (CML) file https://doi.org/10.1107/S2414314621006544/bt4116Isup3.cml |
CCDC reference: 2091488
Key indicators
- Single-crystal X-ray study
- T = 120 K
- Mean
(C-C) = 0.019 Å
- R factor = 0.075
- wR factor = 0.186
- Data-to-parameter ratio = 68.3
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.0195 Ang. PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ...... 4.726 Check PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min). 5 Note PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 58 Report
Alert level G PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large 24.35 Why ? PLAT395_ALERT_2_G Deviating X-O-Y Angle From 120 for O10A 123.0 Degree PLAT395_ALERT_2_G Deviating X-O-Y Angle From 120 for O13A 119.3 Degree PLAT395_ALERT_2_G Deviating X-O-Y Angle From 120 for O10B 120.1 Degree PLAT395_ALERT_2_G Deviating X-O-Y Angle From 120 for O13B 118.9 Degree PLAT431_ALERT_2_G Short Inter HL..A Contact I1A ..O13B . 3.30 Ang. x,-1+y,z = 1_545 Check PLAT431_ALERT_2_G Short Inter HL..A Contact I1B ..O13A . 3.34 Ang. x,1+y,z = 1_565 Check PLAT870_ALERT_4_G ALERTS Related to Twinning Effects Suppressed .. ! Info PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 122 Note PLAT931_ALERT_5_G CIFcalcFCF Twin Law ( 2 1 1) Est.d BASF 0.50 Check PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 2 Note
0 ALERT level A = Most likely a serious problem - resolve or explain 0 ALERT level B = A potentially serious problem, consider carefully 4 ALERT level C = Check. Ensure it is not caused by an omission or oversight 11 ALERT level G = General information/check it is not something unexpected 0 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 4 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
Data collection: X-AREA WinXpose 2.0.22.0 (Stoe & Cie, 2019); cell refinement: X-AREA Recipe 1.36.0 (Stoe & Cie, 2019); data reduction: X-AREA Integrate 1.78.3 (Stoe & Cie, 2019); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2015b); molecular graphics: PLATON (Spek, 2020).
C12H17I2O3P | Z = 4 |
Mr = 494.02 | F(000) = 936 |
Triclinic, P1 | Dx = 2.095 Mg m−3 |
a = 7.4909 (6) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9201 (9) Å | Cell parameters from 14985 reflections |
c = 20.4720 (17) Å | θ = 2.9–28.3° |
α = 89.070 (7)° | µ = 4.12 mm−1 |
β = 80.799 (6)° | T = 120 K |
γ = 71.451 (6)° | Column, colourless |
V = 1566.1 (2) Å3 | 0.11 × 0.10 × 0.04 mm |
Stoe IPDS 2T diffractometer | 22662 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 15127 reflections with I > 2σ(I) |
Detector resolution: 6.67 pixels mm-1 | θmax = 28.0°, θmin = 2.8° |
rotation method scans | h = −9→9 |
Absorption correction: integration (X-Red32; Stoe & Cie, 2019) | k = −14→14 |
Tmin = 0.651, Tmax = 0.820 | l = −26→26 |
22662 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.075 | H-atom parameters constrained |
wR(F2) = 0.186 | w = 1/[σ2(Fo2) + (0.0494P)2 + 24.353P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max < 0.001 |
22662 reflections | Δρmax = 1.69 e Å−3 |
332 parameters | Δρmin = −1.26 e Å−3 |
0 restraints |
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. |
Refinement. Hydrogen atoms were placed at calculated positions and were refined in the riding-model approximation with Caromatic–H = 0.95 Å, Cmethylene–H = 0.99 Å, Cmethyl–H = 0.98 Å, and with Uiso(H) = 1.2 Ueq(Caromatic, Cmethylene) or with Uiso(H) = 1.5 Ueq(Cmethyl). Refined as a 2-component twin. Twin law for transforming hkl(1) to hkl(2): 0.97100 0.03900 0.01800 0.98600 -0.98000 0.00900 0.98600 0.02000 -0.99100 |
x | y | z | Uiso*/Ueq | ||
I1A | 0.75872 (15) | −0.26269 (8) | 0.13371 (5) | 0.0327 (2) | |
I2A | 0.68923 (17) | 0.33082 (9) | −0.00063 (5) | 0.0394 (3) | |
C1A | 0.6926 (18) | 0.0275 (12) | 0.1389 (6) | 0.023 (3) | |
C2A | 0.7307 (18) | −0.0795 (11) | 0.0976 (6) | 0.021 (2) | |
C3A | 0.749 (2) | −0.0701 (13) | 0.0282 (7) | 0.028 (3) | |
H3A | 0.768361 | −0.144994 | 0.001490 | 0.033* | |
C4A | 0.739 (2) | 0.0447 (13) | −0.0017 (6) | 0.027 (3) | |
C5A | 0.701 (2) | 0.1543 (12) | 0.0394 (7) | 0.028 (3) | |
C6A | 0.6802 (19) | 0.1462 (11) | 0.1077 (6) | 0.023 (3) | |
H6A | 0.656970 | 0.221900 | 0.134250 | 0.028* | |
C7A | 0.6757 (18) | 0.0270 (12) | 0.2123 (6) | 0.022 (2) | |
H7A | 0.748898 | 0.080342 | 0.226169 | 0.026* | |
H7B | 0.734980 | −0.062605 | 0.225433 | 0.026* | |
P8A | 0.4346 (5) | 0.0866 (3) | 0.25589 (16) | 0.0222 (6) | |
O9A | 0.3240 (14) | 0.2183 (8) | 0.2406 (5) | 0.030 (2) | |
O10A | 0.3510 (13) | −0.0234 (8) | 0.2415 (4) | 0.0245 (19) | |
C11A | 0.147 (2) | −0.0070 (14) | 0.2546 (8) | 0.035 (3) | |
H11A | 0.115876 | −0.058664 | 0.221468 | 0.042* | |
H11B | 0.072998 | 0.084949 | 0.250701 | 0.042* | |
C12A | 0.093 (2) | −0.0489 (17) | 0.3216 (8) | 0.043 (4) | |
H12A | −0.040769 | −0.045706 | 0.328067 | 0.064* | |
H12B | 0.110157 | 0.008676 | 0.354638 | 0.064* | |
H12C | 0.174274 | −0.137581 | 0.326763 | 0.064* | |
O13A | 0.4539 (15) | 0.0703 (9) | 0.3315 (4) | 0.028 (2) | |
C14A | 0.495 (2) | 0.1709 (14) | 0.3673 (7) | 0.031 (3) | |
H14A | 0.374929 | 0.242258 | 0.382349 | 0.038* | |
H14B | 0.582833 | 0.206435 | 0.337867 | 0.038* | |
C15A | 0.583 (3) | 0.1122 (17) | 0.4254 (9) | 0.053 (5) | |
H15A | 0.486186 | 0.093330 | 0.458543 | 0.080* | |
H15B | 0.633866 | 0.172867 | 0.444834 | 0.080* | |
H15C | 0.686594 | 0.031969 | 0.411094 | 0.080* | |
C16A | 0.764 (2) | 0.0499 (15) | −0.0766 (7) | 0.034 (3) | |
H16A | 0.771780 | −0.033817 | −0.095456 | 0.051* | |
H16B | 0.881793 | 0.069548 | −0.093195 | 0.051* | |
H16C | 0.654934 | 0.117414 | −0.089395 | 0.051* | |
I1B | 0.63866 (15) | 0.75758 (9) | 0.36179 (5) | 0.0338 (2) | |
I2B | 1.01458 (17) | 0.17183 (9) | 0.50120 (5) | 0.0397 (3) | |
C1B | 0.868 (2) | 0.4691 (13) | 0.3608 (7) | 0.026 (3) | |
C2B | 0.752 (2) | 0.5771 (13) | 0.4004 (7) | 0.027 (3) | |
C3B | 0.713 (2) | 0.5666 (13) | 0.4682 (6) | 0.027 (3) | |
H3B | 0.635236 | 0.641517 | 0.494047 | 0.032* | |
C4B | 0.782 (2) | 0.4539 (13) | 0.5001 (7) | 0.026 (3) | |
C5B | 0.896 (2) | 0.3482 (12) | 0.4599 (6) | 0.024 (3) | |
C6B | 0.9378 (18) | 0.3541 (13) | 0.3916 (7) | 0.025 (3) | |
H6B | 1.014923 | 0.278705 | 0.365942 | 0.030* | |
C7B | 0.9231 (19) | 0.4726 (12) | 0.2861 (6) | 0.026 (3) | |
H7C | 1.060215 | 0.423153 | 0.273632 | 0.031* | |
H7D | 0.905885 | 0.563363 | 0.274129 | 0.031* | |
P8B | 0.7894 (5) | 0.4086 (3) | 0.23870 (16) | 0.0238 (7) | |
O9B | 0.7928 (15) | 0.2762 (8) | 0.2537 (5) | 0.030 (2) | |
O10B | 0.5903 (14) | 0.5151 (9) | 0.2494 (5) | 0.031 (2) | |
C11B | 0.442 (2) | 0.5089 (14) | 0.2103 (9) | 0.040 (4) | |
H11C | 0.495951 | 0.496176 | 0.162590 | 0.048* | |
H11D | 0.395726 | 0.435547 | 0.224232 | 0.048* | |
C12B | 0.282 (2) | 0.6327 (16) | 0.2225 (10) | 0.049 (4) | |
H12D | 0.332262 | 0.705147 | 0.213715 | 0.073* | |
H12E | 0.219332 | 0.639049 | 0.268695 | 0.073* | |
H12F | 0.189932 | 0.635602 | 0.193100 | 0.073* | |
O13B | 0.8694 (15) | 0.4266 (9) | 0.1634 (4) | 0.030 (2) | |
C14B | 1.036 (2) | 0.3272 (14) | 0.1298 (7) | 0.035 (3) | |
H14C | 0.997241 | 0.264028 | 0.106133 | 0.042* | |
H14D | 1.116079 | 0.280608 | 0.162241 | 0.042* | |
C15B | 1.146 (3) | 0.3913 (18) | 0.0819 (10) | 0.051 (5) | |
H15D | 1.256681 | 0.325726 | 0.057019 | 0.076* | |
H15E | 1.189278 | 0.450408 | 0.106048 | 0.076* | |
H15F | 1.063975 | 0.440126 | 0.051230 | 0.076* | |
C16B | 0.736 (2) | 0.4469 (16) | 0.5744 (7) | 0.036 (3) | |
H16D | 0.684167 | 0.375599 | 0.585012 | 0.053* | |
H16E | 0.640661 | 0.528407 | 0.592605 | 0.053* | |
H16F | 0.851940 | 0.432194 | 0.593624 | 0.053* |
U11 | U22 | U33 | U12 | U13 | U23 | |
I1A | 0.0344 (5) | 0.0278 (4) | 0.0367 (5) | −0.0107 (4) | −0.0074 (4) | 0.0072 (4) |
I2A | 0.0430 (6) | 0.0349 (5) | 0.0403 (5) | −0.0136 (4) | −0.0055 (4) | 0.0130 (4) |
C1A | 0.016 (6) | 0.029 (6) | 0.025 (6) | −0.008 (5) | −0.005 (5) | 0.013 (5) |
C2A | 0.016 (6) | 0.021 (5) | 0.028 (6) | −0.005 (5) | −0.005 (5) | 0.010 (5) |
C3A | 0.027 (7) | 0.025 (6) | 0.031 (6) | −0.007 (5) | −0.007 (5) | −0.006 (5) |
C4A | 0.025 (7) | 0.036 (7) | 0.027 (6) | −0.016 (6) | −0.006 (5) | 0.001 (6) |
C5A | 0.032 (8) | 0.025 (6) | 0.028 (6) | −0.011 (5) | −0.007 (5) | 0.015 (5) |
C6A | 0.025 (6) | 0.018 (5) | 0.024 (6) | −0.004 (5) | −0.002 (5) | 0.006 (5) |
C7A | 0.024 (6) | 0.024 (6) | 0.020 (5) | −0.008 (5) | −0.012 (5) | 0.003 (5) |
P8A | 0.0215 (16) | 0.0229 (14) | 0.0223 (14) | −0.0073 (12) | −0.0043 (12) | 0.0062 (12) |
O9A | 0.026 (5) | 0.024 (4) | 0.038 (5) | −0.007 (4) | −0.005 (4) | 0.008 (4) |
O10A | 0.019 (4) | 0.026 (4) | 0.030 (4) | −0.010 (3) | −0.003 (4) | 0.004 (4) |
C11A | 0.025 (7) | 0.032 (7) | 0.053 (9) | −0.015 (6) | −0.011 (6) | 0.015 (6) |
C12A | 0.041 (9) | 0.057 (9) | 0.040 (8) | −0.031 (8) | −0.007 (7) | 0.013 (7) |
O13A | 0.040 (6) | 0.026 (4) | 0.017 (4) | −0.010 (4) | −0.004 (4) | 0.004 (4) |
C14A | 0.034 (8) | 0.040 (7) | 0.025 (6) | −0.018 (6) | −0.002 (5) | 0.002 (6) |
C15A | 0.056 (11) | 0.044 (9) | 0.056 (10) | 0.001 (8) | −0.031 (9) | −0.007 (8) |
C16A | 0.026 (7) | 0.047 (8) | 0.025 (6) | −0.007 (6) | −0.005 (5) | 0.005 (6) |
I1B | 0.0360 (5) | 0.0285 (4) | 0.0367 (5) | −0.0093 (4) | −0.0080 (4) | 0.0068 (4) |
I2B | 0.0475 (6) | 0.0346 (5) | 0.0398 (5) | −0.0125 (4) | −0.0172 (4) | 0.0130 (4) |
C1B | 0.024 (7) | 0.027 (6) | 0.028 (6) | −0.011 (5) | −0.005 (5) | −0.002 (6) |
C2B | 0.025 (7) | 0.025 (6) | 0.033 (7) | −0.008 (5) | −0.005 (5) | −0.006 (6) |
C3B | 0.026 (7) | 0.029 (6) | 0.027 (6) | −0.008 (5) | −0.009 (5) | 0.003 (5) |
C4B | 0.025 (7) | 0.031 (6) | 0.031 (6) | −0.019 (6) | −0.008 (5) | 0.004 (6) |
C5B | 0.024 (7) | 0.027 (6) | 0.028 (6) | −0.017 (5) | −0.009 (5) | 0.009 (5) |
C6B | 0.017 (6) | 0.028 (6) | 0.033 (6) | −0.008 (5) | −0.007 (5) | 0.001 (5) |
C7B | 0.022 (6) | 0.026 (6) | 0.030 (6) | −0.008 (5) | −0.005 (5) | 0.006 (5) |
P8B | 0.0235 (17) | 0.0233 (14) | 0.0260 (15) | −0.0078 (12) | −0.0074 (13) | 0.0034 (13) |
O9B | 0.034 (5) | 0.027 (5) | 0.033 (5) | −0.014 (4) | −0.011 (4) | 0.008 (4) |
O10B | 0.024 (5) | 0.033 (5) | 0.037 (5) | −0.009 (4) | −0.009 (4) | 0.005 (4) |
C11B | 0.024 (7) | 0.032 (7) | 0.070 (10) | −0.009 (6) | −0.021 (7) | 0.003 (7) |
C12B | 0.027 (8) | 0.049 (9) | 0.073 (11) | −0.014 (7) | −0.017 (8) | 0.010 (9) |
O13B | 0.033 (6) | 0.030 (5) | 0.025 (4) | −0.007 (4) | −0.001 (4) | 0.004 (4) |
C14B | 0.040 (9) | 0.034 (7) | 0.026 (6) | −0.006 (6) | −0.003 (6) | 0.003 (6) |
C15B | 0.042 (10) | 0.051 (9) | 0.059 (10) | −0.023 (8) | 0.010 (8) | −0.005 (9) |
C16B | 0.043 (9) | 0.048 (8) | 0.024 (6) | −0.025 (7) | −0.008 (6) | −0.001 (6) |
I1A—C2A | 2.080 (12) | I1B—C2B | 2.082 (15) |
I2A—C5A | 2.064 (13) | I2B—C5B | 2.077 (14) |
C1A—C2A | 1.380 (17) | C1B—C6B | 1.38 (2) |
C1A—C6A | 1.418 (18) | C1B—C2B | 1.398 (17) |
C1A—C7A | 1.487 (16) | C1B—C7B | 1.521 (18) |
C2A—C3A | 1.410 (18) | C2B—C3B | 1.382 (19) |
C3A—C4A | 1.37 (2) | C3B—C4B | 1.37 (2) |
C3A—H3A | 0.9500 | C3B—H3B | 0.9500 |
C4A—C5A | 1.400 (18) | C4B—C5B | 1.385 (18) |
C4A—C16A | 1.517 (18) | C4B—C16B | 1.510 (19) |
C5A—C6A | 1.386 (18) | C5B—C6B | 1.388 (19) |
C6A—H6A | 0.9500 | C6B—H6B | 0.9500 |
C7A—P8A | 1.799 (13) | C7B—P8B | 1.792 (14) |
C7A—H7A | 0.9900 | C7B—H7C | 0.9900 |
C7A—H7B | 0.9900 | C7B—H7D | 0.9900 |
P8A—O9A | 1.471 (9) | P8B—O9B | 1.466 (9) |
P8A—O10A | 1.572 (9) | P8B—O10B | 1.558 (10) |
P8A—O13A | 1.579 (9) | P8B—O13B | 1.595 (10) |
O10A—C11A | 1.462 (17) | O10B—C11B | 1.487 (18) |
C11A—C12A | 1.47 (2) | C11B—C12B | 1.49 (2) |
C11A—H11A | 0.9900 | C11B—H11C | 0.9900 |
C11A—H11B | 0.9900 | C11B—H11D | 0.9900 |
C12A—H12A | 0.9800 | C12B—H12D | 0.9800 |
C12A—H12B | 0.9800 | C12B—H12E | 0.9800 |
C12A—H12C | 0.9800 | C12B—H12F | 0.9800 |
O13A—C14A | 1.465 (16) | O13B—C14B | 1.450 (17) |
C14A—C15A | 1.49 (2) | C14B—C15B | 1.49 (2) |
C14A—H14A | 0.9900 | C14B—H14C | 0.9900 |
C14A—H14B | 0.9900 | C14B—H14D | 0.9900 |
C15A—H15A | 0.9800 | C15B—H15D | 0.9800 |
C15A—H15B | 0.9800 | C15B—H15E | 0.9800 |
C15A—H15C | 0.9800 | C15B—H15F | 0.9800 |
C16A—H16A | 0.9800 | C16B—H16D | 0.9800 |
C16A—H16B | 0.9800 | C16B—H16E | 0.9800 |
C16A—H16C | 0.9800 | C16B—H16F | 0.9800 |
C2A—C1A—C6A | 116.4 (11) | C6B—C1B—C2B | 117.9 (12) |
C2A—C1A—C7A | 125.6 (12) | C6B—C1B—C7B | 118.8 (11) |
C6A—C1A—C7A | 117.8 (11) | C2B—C1B—C7B | 123.4 (13) |
C1A—C2A—C3A | 121.6 (12) | C3B—C2B—C1B | 119.8 (14) |
C1A—C2A—I1A | 122.2 (9) | C3B—C2B—I1B | 117.6 (9) |
C3A—C2A—I1A | 116.1 (9) | C1B—C2B—I1B | 122.6 (10) |
C4A—C3A—C2A | 121.6 (11) | C4B—C3B—C2B | 123.5 (12) |
C4A—C3A—H3A | 119.2 | C4B—C3B—H3B | 118.2 |
C2A—C3A—H3A | 119.2 | C2B—C3B—H3B | 118.2 |
C3A—C4A—C5A | 117.6 (12) | C3B—C4B—C5B | 115.7 (12) |
C3A—C4A—C16A | 119.8 (12) | C3B—C4B—C16B | 121.7 (12) |
C5A—C4A—C16A | 122.6 (13) | C5B—C4B—C16B | 122.6 (13) |
C6A—C5A—C4A | 121.2 (12) | C4B—C5B—C6B | 122.8 (13) |
C6A—C5A—I2A | 118.2 (9) | C4B—C5B—I2B | 120.1 (9) |
C4A—C5A—I2A | 120.6 (10) | C6B—C5B—I2B | 117.1 (9) |
C5A—C6A—C1A | 121.6 (11) | C1B—C6B—C5B | 120.4 (12) |
C5A—C6A—H6A | 119.2 | C1B—C6B—H6B | 119.8 |
C1A—C6A—H6A | 119.2 | C5B—C6B—H6B | 119.8 |
C1A—C7A—P8A | 114.5 (9) | C1B—C7B—P8B | 114.7 (10) |
C1A—C7A—H7A | 108.6 | C1B—C7B—H7C | 108.6 |
P8A—C7A—H7A | 108.6 | P8B—C7B—H7C | 108.6 |
C1A—C7A—H7B | 108.6 | C1B—C7B—H7D | 108.6 |
P8A—C7A—H7B | 108.6 | P8B—C7B—H7D | 108.6 |
H7A—C7A—H7B | 107.6 | H7C—C7B—H7D | 107.6 |
O9A—P8A—O10A | 116.1 (6) | O9B—P8B—O10B | 116.8 (6) |
O9A—P8A—O13A | 113.4 (5) | O9B—P8B—O13B | 114.2 (5) |
O10A—P8A—O13A | 102.7 (5) | O10B—P8B—O13B | 101.9 (6) |
O9A—P8A—C7A | 115.6 (6) | O9B—P8B—C7B | 114.9 (6) |
O10A—P8A—C7A | 102.7 (5) | O10B—P8B—C7B | 102.5 (6) |
O13A—P8A—C7A | 104.8 (6) | O13B—P8B—C7B | 104.8 (6) |
C11A—O10A—P8A | 123.0 (8) | C11B—O10B—P8B | 120.1 (8) |
O10A—C11A—C12A | 110.5 (13) | C12B—C11B—O10B | 107.8 (12) |
O10A—C11A—H11A | 109.6 | C12B—C11B—H11C | 110.1 |
C12A—C11A—H11A | 109.6 | O10B—C11B—H11C | 110.1 |
O10A—C11A—H11B | 109.6 | C12B—C11B—H11D | 110.1 |
C12A—C11A—H11B | 109.6 | O10B—C11B—H11D | 110.1 |
H11A—C11A—H11B | 108.1 | H11C—C11B—H11D | 108.5 |
C11A—C12A—H12A | 109.5 | C11B—C12B—H12D | 109.5 |
C11A—C12A—H12B | 109.5 | C11B—C12B—H12E | 109.5 |
H12A—C12A—H12B | 109.5 | H12D—C12B—H12E | 109.5 |
C11A—C12A—H12C | 109.5 | C11B—C12B—H12F | 109.5 |
H12A—C12A—H12C | 109.5 | H12D—C12B—H12F | 109.5 |
H12B—C12A—H12C | 109.5 | H12E—C12B—H12F | 109.5 |
C14A—O13A—P8A | 119.4 (9) | C14B—O13B—P8B | 118.9 (9) |
O13A—C14A—C15A | 108.4 (13) | O13B—C14B—C15B | 107.8 (12) |
O13A—C14A—H14A | 110.0 | O13B—C14B—H14C | 110.2 |
C15A—C14A—H14A | 110.0 | C15B—C14B—H14C | 110.2 |
O13A—C14A—H14B | 110.0 | O13B—C14B—H14D | 110.2 |
C15A—C14A—H14B | 110.0 | C15B—C14B—H14D | 110.2 |
H14A—C14A—H14B | 108.4 | H14C—C14B—H14D | 108.5 |
C14A—C15A—H15A | 109.5 | C14B—C15B—H15D | 109.5 |
C14A—C15A—H15B | 109.5 | C14B—C15B—H15E | 109.5 |
H15A—C15A—H15B | 109.5 | H15D—C15B—H15E | 109.5 |
C14A—C15A—H15C | 109.5 | C14B—C15B—H15F | 109.5 |
H15A—C15A—H15C | 109.5 | H15D—C15B—H15F | 109.5 |
H15B—C15A—H15C | 109.5 | H15E—C15B—H15F | 109.5 |
C4A—C16A—H16A | 109.5 | C4B—C16B—H16D | 109.5 |
C4A—C16A—H16B | 109.5 | C4B—C16B—H16E | 109.5 |
H16A—C16A—H16B | 109.5 | H16D—C16B—H16E | 109.5 |
C4A—C16A—H16C | 109.5 | C4B—C16B—H16F | 109.5 |
H16A—C16A—H16C | 109.5 | H16D—C16B—H16F | 109.5 |
H16B—C16A—H16C | 109.5 | H16E—C16B—H16F | 109.5 |
C6A—C1A—C2A—C3A | −2.4 (19) | C6B—C1B—C2B—C3B | 1 (2) |
C7A—C1A—C2A—C3A | −178.4 (13) | C7B—C1B—C2B—C3B | −178.3 (13) |
C6A—C1A—C2A—I1A | 179.0 (10) | C6B—C1B—C2B—I1B | 179.4 (10) |
C7A—C1A—C2A—I1A | 3.0 (18) | C7B—C1B—C2B—I1B | 0.2 (19) |
C1A—C2A—C3A—C4A | 3 (2) | C1B—C2B—C3B—C4B | −1 (2) |
I1A—C2A—C3A—C4A | −177.9 (11) | I1B—C2B—C3B—C4B | −179.1 (11) |
C2A—C3A—C4A—C5A | −3 (2) | C2B—C3B—C4B—C5B | 0 (2) |
C2A—C3A—C4A—C16A | 178.6 (13) | C2B—C3B—C4B—C16B | 179.9 (14) |
C3A—C4A—C5A—C6A | 2 (2) | C3B—C4B—C5B—C6B | −1 (2) |
C16A—C4A—C5A—C6A | −179.6 (14) | C16B—C4B—C5B—C6B | 179.8 (13) |
C3A—C4A—C5A—I2A | 178.7 (11) | C3B—C4B—C5B—I2B | 178.6 (10) |
C16A—C4A—C5A—I2A | −3.0 (19) | C16B—C4B—C5B—I2B | −0.9 (18) |
C4A—C5A—C6A—C1A | −1 (2) | C2B—C1B—C6B—C5B | −1 (2) |
I2A—C5A—C6A—C1A | −178.0 (10) | C7B—C1B—C6B—C5B | 178.0 (12) |
C2A—C1A—C6A—C5A | 1 (2) | C4B—C5B—C6B—C1B | 1 (2) |
C7A—C1A—C6A—C5A | 177.7 (13) | I2B—C5B—C6B—C1B | −178.2 (10) |
C2A—C1A—C7A—P8A | −104.0 (13) | C6B—C1B—C7B—P8B | 79.6 (14) |
C6A—C1A—C7A—P8A | 80.1 (14) | C2B—C1B—C7B—P8B | −101.3 (14) |
C1A—C7A—P8A—O9A | −56.9 (11) | C1B—C7B—P8B—O9B | −55.2 (11) |
C1A—C7A—P8A—O10A | 70.5 (10) | C1B—C7B—P8B—O10B | 72.5 (11) |
C1A—C7A—P8A—O13A | 177.4 (9) | C1B—C7B—P8B—O13B | 178.6 (9) |
O9A—P8A—O10A—C11A | −39.4 (12) | O9B—P8B—O10B—C11B | −62.1 (12) |
O13A—P8A—O10A—C11A | 84.9 (11) | O13B—P8B—O10B—C11B | 63.0 (12) |
C7A—P8A—O10A—C11A | −166.5 (10) | C7B—P8B—O10B—C11B | 171.3 (11) |
P8A—O10A—C11A—C12A | −91.8 (13) | P8B—O10B—C11B—C12B | −170.5 (12) |
O9A—P8A—O13A—C14A | −42.8 (12) | O9B—P8B—O13B—C14B | −40.2 (13) |
O10A—P8A—O13A—C14A | −168.8 (10) | O10B—P8B—O13B—C14B | −167.0 (11) |
C7A—P8A—O13A—C14A | 84.3 (11) | C7B—P8B—O13B—C14B | 86.4 (11) |
P8A—O13A—C14A—C15A | −157.0 (12) | P8B—O13B—C14B—C15B | −147.0 (12) |
D—H···A | D—H | H···A | D···A | D—H···A |
C7A—H7A···O9B | 0.99 | 2.36 | 3.275 (15) | 154 |
C11A—H11B···O9Bi | 0.99 | 2.44 | 3.377 (17) | 158 |
C14A—H14B···O9B | 0.99 | 2.42 | 3.407 (18) | 172 |
C7B—H7C···O9Aii | 0.99 | 2.48 | 3.388 (15) | 152 |
C11B—H11D···O9A | 0.99 | 2.60 | 3.575 (18) | 169 |
C14B—H14D···O9Aii | 0.99 | 2.36 | 3.324 (19) | 166 |
Symmetry codes: (i) x−1, y, z; (ii) x+1, y, z. |