Self-assembled polynuclear lanthanide hydroxo complexes are important objects in the reticular chemistry approach to the design of various functional materials. Revealing their structure in the solid state and understanding the molecular mechanism of self-assembly in solution require a universal and reliable structural method. Pair distribution function (PDF) analysis is a powerful technique which enables structural insight for a wide range of crystalline and amorphous materials on the nanoscale, but commonly measurements are performed at synchrotron X-ray sources or on specially designed laboratory diffractometers. In the present paper, a standard Bruker D8 QUEST single-crystal X-ray diffractometer equipped with a micro-focus Mo tube and CMOS Photon III detector was adapted to measure PDF data of high quality with Qmax = 16.97 Å–1 for solid and liquid samples. An improved data collection strategy and the original data reduction software FormagiX enable calibration and azimuthal full-frame integration of 2D frames, delivering reliable PDFs up to 80 Å with instrumental parameters Qdamp = 0.018 Å−1 and Qbroad = 0.010 Å−1. The effectiveness of the developed approach was demonstrated with reference samples and real-case studies of tetranuclear lanthanide hydroxocarboxylates in solid form and in solution.
Supporting information
CCDC reference: 2165227
Program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2018).
Crystal data top
C34H80F9N18O18Pr4·3(C2F3O2)·C2HF3O2·6(H2O) | F(000) = 4608 |
Mr = 2324.98 | Dx = 1.877 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 27.6254 (9) Å | Cell parameters from 9066 reflections |
b = 12.7853 (4) Å | θ = 2.6–32.8° |
c = 23.5496 (8) Å | µ = 2.46 mm−1 |
β = 98.4791 (11)° | T = 100 K |
V = 8226.8 (5) Å3 | Block, pale green |
Z = 4 | 0.23 × 0.21 × 0.14 mm |
Data collection top
Bruker D8 Quest with Photon III detector diffractometer | 7970 reflections with I > 2σ(I) |
Radiation source: Micro-focus sealed X-ray tube | Rint = 0.043 |
ω scans | θmax = 27.0°, θmin = 1.9° |
Absorption correction: numerical SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10 | h = −35→35 |
Tmin = 0.674, Tmax = 0.958 | k = −16→16 |
45481 measured reflections | l = −30→30 |
8987 independent reflections | |
Refinement top
Refinement on F2 | 103 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.050 | H-atom parameters constrained |
wR(F2) = 0.138 | w = 1/[σ2(Fo2) + (0.0695P)2 + 112.3975P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.002 |
8987 reflections | Δρmax = 2.12 e Å−3 |
520 parameters | Δρmin = −1.32 e Å−3 |
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 | x | y | z | Uiso*/Ueq | Occ. (<1) |
Pr1 | 0.52518 (2) | 0.59868 (2) | 0.67320 (2) | 0.02235 (10) | |
Pr2 | 0.56940 (2) | 0.38722 (2) | 0.79082 (2) | 0.02506 (10) | |
N1 | 0.5462 (2) | 0.5068 (4) | 0.5773 (2) | 0.0366 (12) | |
H1A | 0.563965 | 0.447993 | 0.587370 | 0.044* | |
H1B | 0.517677 | 0.486691 | 0.555675 | 0.044* | |
N2 | 0.5540 (3) | 0.7267 (4) | 0.5944 (2) | 0.0501 (17) | |
H2A | 0.589665 | 0.738154 | 0.607868 | 0.060* | |
N3 | 0.4745 (3) | 0.7754 (4) | 0.6554 (2) | 0.0447 (14) | |
H3A | 0.442332 | 0.761402 | 0.656039 | 0.054* | |
H3B | 0.484671 | 0.820507 | 0.684624 | 0.054* | |
N4 | 0.5598 (2) | 0.2850 (4) | 0.8880 (2) | 0.0400 (13) | |
H4A | 0.564685 | 0.330890 | 0.917843 | 0.048* | |
H4B | 0.528705 | 0.260346 | 0.885439 | 0.048* | |
N5 | 0.6469 (2) | 0.2725 (6) | 0.8361 (2) | 0.0537 (17) | |
H5C | 0.676065 | 0.319815 | 0.839306 | 0.064* | |
N6 | 0.6129 (2) | 0.2814 (5) | 0.7139 (2) | 0.0453 (14) | |
H6C | 0.591472 | 0.232978 | 0.696566 | 0.054* | |
H6D | 0.619709 | 0.326728 | 0.686384 | 0.054* | |
N7 | 0.3785 (2) | 0.6152 (5) | 0.5595 (2) | 0.0457 (14) | |
H7C | 0.391421 | 0.668954 | 0.543877 | 0.069* | |
N8 | 0.2995 (3) | 0.5835 (9) | 0.6424 (3) | 0.084 (3) | |
H8C | 0.330175 | 0.589732 | 0.662234 | 0.101* | |
H8D | 0.294318 | 0.514695 | 0.633487 | 0.101* | |
N9 | 0.3082 (2) | 0.5772 (7) | 0.7781 (3) | 0.0611 (19) | |
H9C | 0.304427 | 0.618989 | 0.806840 | 0.092* | |
O1 | 0.51756 (14) | 0.4110 (3) | 0.69525 (15) | 0.0228 (7) | |
H1C | 0.527403 | 0.364255 | 0.664899 | 0.027* | |
O1S | 0.5464 (2) | 1.2720 (5) | 0.6007 (3) | 0.0626 (15)* | |
O1W | 0.6729 (9) | 0.3965 (17) | 0.6107 (10) | 0.288 (11)* | |
H1W | 0.650621 | 0.356078 | 0.594571 | 0.432* | |
H2W | 0.657001 | 0.440638 | 0.627721 | 0.432* | |
O2 | 0.45394 (13) | 0.5718 (3) | 0.72321 (15) | 0.0226 (7) | |
H2B | 0.426315 | 0.618538 | 0.706946 | 0.027* | |
O2S | 0.6007 (3) | 1.2616 (6) | 0.5411 (3) | 0.087 (2)* | |
O2W | 0.7586 (10) | 0.467 (2) | 0.5866 (11) | 0.340 (13)* | |
H3W | 0.736561 | 0.431620 | 0.599675 | 0.509* | |
H4W | 0.751171 | 0.529480 | 0.593305 | 0.509* | |
O3 | 0.5757 (2) | 0.7607 (4) | 0.71682 (19) | 0.0460 (12) | |
O3W | 0.6819 (15) | 1.129 (3) | 0.4921 (18) | 0.51 (3)* | |
H5W | 0.654780 | 1.161021 | 0.489688 | 0.768* | |
H6W | 0.683400 | 1.112031 | 0.457428 | 0.768* | |
O4 | 0.6244 (2) | 0.7272 (5) | 0.7997 (2) | 0.0578 (15) | |
O5 | 0.5383 (2) | 0.2015 (3) | 0.7731 (2) | 0.0441 (11) | |
O6 | 0.38787 (15) | 0.4847 (4) | 0.62335 (18) | 0.0369 (10) | |
O7 | 0.45377 (15) | 0.5633 (3) | 0.59779 (16) | 0.0298 (8) | |
O8 | 0.35716 (16) | 0.4785 (4) | 0.7331 (2) | 0.0445 (11) | |
O9 | 0.38668 (16) | 0.5545 (4) | 0.81737 (19) | 0.0437 (11) | |
O12 | 0.7633 (9) | 0.8719 (19) | 0.6268 (11) | 0.140 (4)* | 0.5 |
O12A | 0.7310 (11) | 0.7107 (16) | 0.6275 (11) | 0.140 (4)* | 0.5 |
O13 | 0.7128 (8) | 0.9580 (16) | 0.5553 (9) | 0.140 (4)* | 0.5 |
H13 | 0.699195 | 1.016574 | 0.542604 | 0.209* | 0.5 |
O13A | 0.7552 (11) | 0.8979 (17) | 0.6124 (14) | 0.140 (4)* | 0.5 |
C1 | 0.6121 (3) | 0.7728 (6) | 0.7539 (3) | 0.0492 (18) | |
C1S | 0.5707 (3) | 1.2280 (6) | 0.5697 (3) | 0.0460 (16)* | |
C2 | 0.6467 (7) | 0.8546 (11) | 0.7327 (6) | 0.077 (4) | 0.5 |
C2A | 0.6487 (8) | 0.8610 (10) | 0.7472 (5) | 0.077 (4) | 0.5 |
C2S | 0.5632 (4) | 1.1087 (8) | 0.5677 (5) | 0.073 (3)* | |
C3 | 0.500000 | 0.1608 (7) | 0.750000 | 0.045 (2) | |
C4 | 0.500000 | 0.0413 (11) | 0.750000 | 0.093 (5) | |
C5 | 0.5734 (3) | 0.5723 (6) | 0.5421 (3) | 0.0475 (17) | |
H5A | 0.571794 | 0.541267 | 0.503366 | 0.057* | |
H5B | 0.608162 | 0.575811 | 0.559694 | 0.057* | |
C6 | 0.5523 (4) | 0.6793 (6) | 0.5373 (3) | 0.057 (2) | |
H6A | 0.570993 | 0.723172 | 0.513523 | 0.069* | |
H6B | 0.517960 | 0.675981 | 0.518115 | 0.069* | |
C7 | 0.5327 (4) | 0.8310 (6) | 0.5933 (4) | 0.070 (3) | |
H7A | 0.535821 | 0.865128 | 0.556226 | 0.084* | |
H7B | 0.550909 | 0.873722 | 0.624407 | 0.084* | |
C8 | 0.4797 (4) | 0.8264 (6) | 0.6007 (4) | 0.063 (2) | |
H8A | 0.466112 | 0.898139 | 0.600170 | 0.076* | |
H8B | 0.461066 | 0.786762 | 0.568538 | 0.076* | |
C9 | 0.5940 (4) | 0.1976 (6) | 0.9002 (3) | 0.060 (2) | |
H9A | 0.584253 | 0.139312 | 0.873260 | 0.072* | |
H9B | 0.593580 | 0.171906 | 0.939832 | 0.072* | |
C10 | 0.6438 (3) | 0.2349 (8) | 0.8937 (3) | 0.061 (2) | |
H10A | 0.653249 | 0.292130 | 0.921473 | 0.074* | |
H10B | 0.667422 | 0.176983 | 0.903013 | 0.074* | |
C11 | 0.6561 (4) | 0.1864 (8) | 0.7965 (3) | 0.077 (3) | |
H11A | 0.687378 | 0.151262 | 0.811331 | 0.092* | |
H11B | 0.629550 | 0.133942 | 0.794676 | 0.092* | |
C12 | 0.6584 (3) | 0.2279 (8) | 0.7386 (3) | 0.067 (3) | |
H12A | 0.686011 | 0.277739 | 0.740485 | 0.081* | |
H12B | 0.664743 | 0.169677 | 0.712995 | 0.081* | |
C13 | 0.4079 (2) | 0.5520 (5) | 0.5947 (2) | 0.0328 (13) | |
C14 | 0.3261 (3) | 0.5981 (10) | 0.5464 (3) | 0.075 (3) | |
H14A | 0.320029 | 0.521746 | 0.544434 | 0.090* | |
H14B | 0.314493 | 0.627415 | 0.507916 | 0.090* | |
C15 | 0.2963 (4) | 0.6448 (12) | 0.5884 (4) | 0.097 (4) | |
H15A | 0.307854 | 0.716925 | 0.597701 | 0.117* | |
H15B | 0.261675 | 0.648773 | 0.570312 | 0.117* | |
C16 | 0.2630 (3) | 0.6182 (12) | 0.6801 (4) | 0.099 (5) | |
H16A | 0.268456 | 0.693070 | 0.689746 | 0.119* | |
H16B | 0.229508 | 0.611075 | 0.658635 | 0.119* | |
C17 | 0.2666 (3) | 0.5558 (11) | 0.7348 (4) | 0.080 (3) | |
H17A | 0.236467 | 0.567967 | 0.751964 | 0.096* | |
H17B | 0.267314 | 0.480646 | 0.724771 | 0.096* | |
C18 | 0.3529 (2) | 0.5349 (6) | 0.7757 (3) | 0.0423 (15) | |
C21 | 0.7293 (7) | 0.8810 (16) | 0.5851 (8) | 0.140 (13)* | 0.5 |
C21A | 0.7342 (8) | 0.8063 (15) | 0.6127 (10) | 0.081 (6)* | 0.5 |
C22 | 0.7005 (7) | 0.7815 (15) | 0.5679 (8) | 0.183 (11)* | 0.5 |
C22A | 0.6945 (8) | 0.8266 (16) | 0.5614 (10) | 0.183 (11)* | 0.5 |
F1 | 0.6543 (6) | 0.8407 (12) | 0.6793 (6) | 0.125 (6) | 0.5 |
F1A | 0.6342 (6) | 0.9158 (14) | 0.7007 (6) | 0.115 (5) | 0.5 |
F1S | 0.5176 (3) | 1.0828 (6) | 0.5656 (5) | 0.160 (5) | |
F2 | 0.6290 (6) | 0.9494 (10) | 0.7346 (9) | 0.126 (6) | 0.5 |
F2A | 0.6528 (5) | 0.9279 (8) | 0.7899 (5) | 0.082 (4) | 0.5 |
F2S | 0.5871 (4) | 1.0670 (6) | 0.6140 (3) | 0.181 (5) | |
F3 | 0.6903 (9) | 0.855 (2) | 0.7641 (9) | 0.124 (6) | 0.5 |
F3A | 0.6936 (9) | 0.829 (2) | 0.7435 (9) | 0.124 (6) | 0.5 |
F3S | 0.5783 (3) | 1.0620 (6) | 0.5257 (3) | 0.134 (3) | |
F4 | 0.5182 (11) | 0.0110 (12) | 0.7024 (8) | 0.131 (7) | 0.5 |
F5 | 0.4623 (8) | −0.0002 (15) | 0.7574 (16) | 0.152 (8) | 0.5 |
F6 | 0.5360 (6) | 0.0008 (8) | 0.7921 (7) | 0.085 (4) | 0.5 |
F10 | 0.6535 (6) | 0.813 (2) | 0.5514 (11) | 0.196 (10)* | 0.5 |
F10A | 0.6554 (9) | 0.883 (3) | 0.5717 (16) | 0.32 (2)* | 0.5 |
F11 | 0.7203 (9) | 0.7380 (16) | 0.5242 (9) | 0.190 (9)* | 0.5 |
F11A | 0.6730 (10) | 0.740 (2) | 0.5364 (11) | 0.221 (12)* | 0.5 |
F12 | 0.7050 (10) | 0.7197 (18) | 0.6152 (11) | 0.253 (18)* | 0.5 |
F12A | 0.7083 (12) | 0.878 (2) | 0.5165 (10) | 0.258 (16)* | 0.5 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Pr1 | 0.03414 (18) | 0.01746 (15) | 0.01712 (15) | −0.00544 (10) | 0.00929 (11) | −0.00077 (10) |
Pr2 | 0.02908 (17) | 0.02668 (17) | 0.02091 (16) | 0.00771 (11) | 0.00859 (12) | 0.00098 (11) |
N1 | 0.053 (3) | 0.029 (3) | 0.032 (3) | −0.003 (2) | 0.018 (2) | −0.004 (2) |
N2 | 0.099 (5) | 0.028 (3) | 0.029 (3) | −0.019 (3) | 0.030 (3) | 0.000 (2) |
N3 | 0.074 (4) | 0.023 (2) | 0.038 (3) | 0.001 (3) | 0.010 (3) | 0.002 (2) |
N4 | 0.060 (4) | 0.035 (3) | 0.027 (3) | 0.017 (3) | 0.014 (2) | 0.006 (2) |
N5 | 0.052 (4) | 0.075 (5) | 0.035 (3) | 0.037 (3) | 0.008 (3) | 0.006 (3) |
N6 | 0.048 (3) | 0.059 (4) | 0.032 (3) | 0.024 (3) | 0.015 (2) | 0.001 (3) |
N7 | 0.046 (3) | 0.060 (4) | 0.031 (3) | 0.015 (3) | 0.006 (2) | 0.009 (3) |
N8 | 0.047 (4) | 0.163 (9) | 0.043 (4) | 0.042 (5) | 0.009 (3) | 0.005 (5) |
N9 | 0.041 (3) | 0.100 (6) | 0.044 (3) | 0.021 (4) | 0.010 (3) | −0.006 (4) |
O1 | 0.0306 (19) | 0.0197 (17) | 0.0198 (17) | 0.0008 (14) | 0.0090 (15) | −0.0030 (14) |
O2 | 0.0302 (19) | 0.0208 (17) | 0.0177 (16) | 0.0035 (15) | 0.0065 (14) | 0.0015 (14) |
O3 | 0.071 (3) | 0.036 (2) | 0.030 (2) | −0.027 (2) | 0.006 (2) | −0.0022 (19) |
O4 | 0.071 (4) | 0.073 (4) | 0.029 (2) | −0.037 (3) | 0.008 (2) | −0.003 (2) |
O5 | 0.071 (3) | 0.026 (2) | 0.038 (2) | 0.008 (2) | 0.014 (2) | 0.0012 (19) |
O6 | 0.034 (2) | 0.048 (3) | 0.029 (2) | −0.0038 (19) | 0.0038 (17) | 0.0022 (19) |
O7 | 0.037 (2) | 0.031 (2) | 0.0215 (18) | −0.0005 (17) | 0.0052 (16) | −0.0011 (16) |
O8 | 0.033 (2) | 0.064 (3) | 0.038 (2) | 0.000 (2) | 0.0124 (19) | −0.005 (2) |
O9 | 0.035 (2) | 0.067 (3) | 0.031 (2) | 0.004 (2) | 0.0125 (19) | 0.000 (2) |
C1 | 0.070 (5) | 0.043 (4) | 0.038 (4) | −0.029 (4) | 0.019 (3) | −0.012 (3) |
C2 | 0.087 (8) | 0.071 (7) | 0.065 (9) | −0.056 (6) | −0.014 (8) | 0.014 (7) |
C2A | 0.087 (8) | 0.071 (7) | 0.065 (9) | −0.056 (6) | −0.014 (8) | 0.014 (7) |
C3 | 0.082 (8) | 0.026 (4) | 0.035 (5) | 0.000 | 0.028 (5) | 0.000 |
C4 | 0.109 (14) | 0.031 (6) | 0.143 (17) | 0.000 | 0.029 (12) | 0.000 |
C5 | 0.066 (5) | 0.049 (4) | 0.035 (3) | −0.013 (4) | 0.029 (3) | −0.013 (3) |
C6 | 0.108 (7) | 0.042 (4) | 0.027 (3) | −0.025 (4) | 0.028 (4) | −0.002 (3) |
C7 | 0.145 (10) | 0.029 (4) | 0.042 (4) | −0.012 (5) | 0.032 (5) | 0.008 (3) |
C8 | 0.107 (7) | 0.035 (4) | 0.046 (4) | 0.001 (4) | 0.007 (4) | 0.015 (3) |
C9 | 0.099 (7) | 0.053 (5) | 0.032 (3) | 0.039 (5) | 0.019 (4) | 0.012 (3) |
C10 | 0.064 (5) | 0.080 (6) | 0.040 (4) | 0.043 (5) | 0.008 (3) | 0.013 (4) |
C11 | 0.094 (7) | 0.098 (7) | 0.041 (4) | 0.074 (6) | 0.021 (4) | 0.012 (4) |
C12 | 0.069 (5) | 0.092 (7) | 0.045 (4) | 0.052 (5) | 0.020 (4) | −0.002 (4) |
C13 | 0.043 (3) | 0.037 (3) | 0.019 (2) | 0.000 (3) | 0.006 (2) | −0.002 (2) |
C14 | 0.048 (5) | 0.142 (10) | 0.035 (4) | 0.035 (5) | 0.005 (3) | 0.017 (5) |
C15 | 0.059 (6) | 0.180 (13) | 0.055 (5) | 0.058 (7) | 0.015 (4) | 0.022 (7) |
C16 | 0.045 (5) | 0.201 (15) | 0.052 (5) | 0.048 (7) | 0.013 (4) | −0.001 (7) |
C17 | 0.027 (4) | 0.159 (11) | 0.055 (5) | 0.025 (5) | 0.009 (3) | −0.010 (6) |
C18 | 0.031 (3) | 0.060 (4) | 0.039 (3) | 0.008 (3) | 0.014 (3) | 0.005 (3) |
F1 | 0.146 (12) | 0.129 (11) | 0.121 (10) | −0.069 (9) | 0.088 (9) | 0.004 (9) |
F1A | 0.127 (9) | 0.112 (9) | 0.103 (8) | −0.051 (7) | 0.010 (7) | 0.054 (7) |
F1S | 0.157 (9) | 0.054 (4) | 0.269 (14) | −0.018 (5) | 0.027 (9) | 0.003 (6) |
F2 | 0.182 (14) | 0.054 (7) | 0.166 (14) | −0.061 (8) | 0.108 (12) | −0.028 (8) |
F2A | 0.115 (10) | 0.039 (5) | 0.086 (8) | −0.042 (6) | −0.005 (7) | −0.018 (5) |
F2S | 0.352 (15) | 0.055 (4) | 0.103 (6) | 0.017 (6) | −0.069 (8) | 0.033 (4) |
F3 | 0.093 (6) | 0.101 (13) | 0.185 (14) | −0.054 (6) | 0.045 (9) | 0.006 (11) |
F3A | 0.093 (6) | 0.101 (13) | 0.185 (14) | −0.054 (6) | 0.045 (9) | 0.006 (11) |
F3S | 0.220 (10) | 0.071 (4) | 0.113 (6) | 0.035 (5) | 0.032 (6) | −0.037 (4) |
F4 | 0.230 (17) | 0.058 (8) | 0.103 (10) | 0.048 (10) | 0.013 (11) | −0.047 (8) |
F5 | 0.160 (14) | 0.072 (10) | 0.212 (17) | −0.038 (10) | −0.011 (14) | 0.032 (13) |
F6 | 0.122 (8) | 0.032 (4) | 0.097 (7) | 0.012 (5) | 0.004 (6) | 0.026 (5) |
Geometric parameters (Å, º) top
Pr1—O2i | 2.447 (3) | O9—C18 | 1.275 (8) |
Pr1—O2 | 2.462 (4) | O12—C21 | 1.261 (9) |
Pr1—O1 | 2.470 (4) | O12A—C21A | 1.278 (10) |
Pr1—O9i | 2.477 (5) | O13—C21 | 1.255 (9) |
Pr1—O7 | 2.493 (4) | O13A—C21A | 1.306 (10) |
Pr1—O3 | 2.622 (4) | C1—C2A | 1.539 (19) |
Pr1—N3 | 2.658 (6) | C1—C2 | 1.549 (19) |
Pr1—N2 | 2.683 (5) | C1S—C2S | 1.539 (13) |
Pr1—N1 | 2.683 (5) | C2—F1A | 1.10 (2) |
Pr1—Pr2 | 3.9340 (4) | C2—F2 | 1.310 (9) |
Pr1—Pr2i | 3.9379 (4) | C2—F3A | 1.32 (4) |
Pr1—Pr1i | 4.0626 (5) | C2—F1 | 1.316 (9) |
Pr2—O2i | 2.456 (4) | C2—F3 | 1.319 (9) |
Pr2—O8i | 2.476 (5) | C2—F2A | 1.631 (16) |
Pr2—O1i | 2.491 (4) | C2A—F1A | 1.312 (9) |
Pr2—O1 | 2.502 (4) | C2A—F2A | 1.314 (9) |
Pr2—O6i | 2.515 (4) | C2A—F3A | 1.321 (9) |
Pr2—O5 | 2.539 (5) | C2S—F3S | 1.276 (12) |
Pr2—N4 | 2.682 (5) | C2S—F1S | 1.296 (13) |
Pr2—N6 | 2.682 (5) | C2S—F2S | 1.303 (13) |
Pr2—N5 | 2.684 (6) | C3—C4 | 1.529 (16) |
Pr2—Pr2i | 4.0277 (6) | C4—F5i | 1.20 (2) |
N1—C5 | 1.462 (8) | C4—F5 | 1.20 (2) |
N2—C7 | 1.456 (10) | C4—F4 | 1.352 (17) |
N2—C6 | 1.469 (8) | C4—F4i | 1.352 (17) |
N3—C8 | 1.469 (9) | C4—F6i | 1.396 (13) |
N4—C9 | 1.463 (9) | C4—F6 | 1.396 (13) |
N5—C10 | 1.455 (9) | C5—C6 | 1.483 (11) |
N5—C11 | 1.488 (10) | C7—C8 | 1.502 (14) |
N6—C12 | 1.473 (9) | C9—C10 | 1.487 (13) |
N7—C13 | 1.342 (8) | C11—C12 | 1.475 (11) |
N7—C14 | 1.450 (11) | C14—C15 | 1.501 (13) |
N8—C15 | 1.485 (13) | C16—C17 | 1.507 (15) |
N8—C16 | 1.506 (11) | C21—C22 | 1.524 (10) |
N9—C18 | 1.357 (9) | C21A—C22A | 1.530 (10) |
N9—C17 | 1.446 (11) | C22—F11 | 1.354 (10) |
O1S—C1S | 1.203 (9) | C22—F12 | 1.356 (10) |
O2S—C1S | 1.218 (10) | C22—F10 | 1.363 (10) |
O3—C1 | 1.239 (9) | C22A—F12A | 1.348 (10) |
O4—C1 | 1.229 (9) | C22A—F10A | 1.350 (10) |
O5—C3 | 1.230 (6) | C22A—F11A | 1.354 (10) |
O6—C13 | 1.270 (7) | F4—F5i | 1.03 (3) |
O7—C13 | 1.267 (7) | F4—F6i | 1.53 (3) |
O8—C18 | 1.255 (8) | F5—F6i | 1.17 (3) |
| | | |
O2i—Pr1—O2 | 65.86 (15) | Pr1i—Pr2—Pr2i | 59.177 (7) |
O2i—Pr1—O1 | 70.66 (12) | C5—N1—Pr1 | 114.8 (4) |
O2—Pr1—O1 | 70.42 (12) | C7—N2—C6 | 113.8 (6) |
O2i—Pr1—O9i | 78.15 (13) | C7—N2—Pr1 | 114.3 (4) |
O2—Pr1—O9i | 140.32 (14) | C6—N2—Pr1 | 114.1 (4) |
O1—Pr1—O9i | 82.70 (15) | C8—N3—Pr1 | 113.5 (5) |
O2i—Pr1—O7 | 136.89 (12) | C9—N4—Pr2 | 113.5 (4) |
O2—Pr1—O7 | 73.20 (12) | C10—N5—C11 | 112.2 (7) |
O1—Pr1—O7 | 83.72 (13) | C10—N5—Pr2 | 113.4 (4) |
O9i—Pr1—O7 | 133.35 (14) | C11—N5—Pr2 | 110.8 (5) |
O2i—Pr1—O3 | 71.75 (13) | C12—N6—Pr2 | 114.1 (4) |
O2—Pr1—O3 | 109.86 (14) | C13—N7—C14 | 122.3 (7) |
O1—Pr1—O3 | 137.92 (14) | C15—N8—C16 | 112.9 (8) |
O9i—Pr1—O3 | 71.68 (18) | C18—N9—C17 | 121.9 (7) |
O7—Pr1—O3 | 137.90 (15) | Pr1—O1—Pr2i | 105.09 (13) |
O2i—Pr1—N3 | 108.54 (15) | Pr1—O1—Pr2 | 104.61 (13) |
O2—Pr1—N3 | 75.81 (16) | Pr2i—O1—Pr2 | 107.57 (13) |
O1—Pr1—N3 | 143.09 (17) | Pr1i—O2—Pr2i | 106.72 (13) |
O9i—Pr1—N3 | 134.06 (19) | Pr1i—O2—Pr1 | 111.70 (14) |
O7—Pr1—N3 | 72.48 (16) | Pr2i—O2—Pr1 | 106.40 (13) |
O3—Pr1—N3 | 68.12 (19) | C1—O3—Pr1 | 134.7 (5) |
O2i—Pr1—N2 | 136.49 (17) | C3—O5—Pr2 | 135.7 (5) |
O2—Pr1—N2 | 139.12 (18) | C13—O6—Pr2i | 125.0 (4) |
O1—Pr1—N2 | 141.39 (15) | C13—O7—Pr1 | 137.8 (3) |
O9i—Pr1—N2 | 79.2 (2) | C18—O8—Pr2i | 129.0 (4) |
O7—Pr1—N2 | 84.39 (18) | C18—O9—Pr1i | 135.4 (4) |
O3—Pr1—N2 | 66.02 (16) | O4—C1—O3 | 130.5 (6) |
N3—Pr1—N2 | 64.9 (2) | O4—C1—C2A | 109.7 (8) |
O2i—Pr1—N1 | 136.80 (15) | O3—C1—C2A | 119.7 (8) |
O2—Pr1—N1 | 128.95 (15) | O4—C1—C2 | 120.0 (9) |
O1—Pr1—N1 | 77.73 (14) | O3—C1—C2 | 109.3 (8) |
O9i—Pr1—N1 | 69.14 (17) | C2A—C1—C2 | 12.9 (7) |
O7—Pr1—N1 | 64.40 (16) | O1S—C1S—O2S | 131.0 (8) |
O3—Pr1—N1 | 120.46 (16) | O1S—C1S—C2S | 113.4 (8) |
N3—Pr1—N1 | 114.42 (17) | O2S—C1S—C2S | 115.6 (8) |
N2—Pr1—N1 | 64.01 (16) | F1A—C2—F3A | 120 (3) |
O2i—Pr1—Pr2 | 36.72 (8) | F2—C2—F1 | 105.8 (8) |
O2—Pr1—Pr2 | 75.78 (8) | F2—C2—F3 | 107.3 (8) |
O1—Pr1—Pr2 | 37.98 (9) | F1—C2—F3 | 105.8 (8) |
O9i—Pr1—Pr2 | 65.24 (11) | F1A—C2—C1 | 123.6 (19) |
O7—Pr1—Pr2 | 120.52 (9) | F2—C2—C1 | 111.2 (13) |
O3—Pr1—Pr2 | 100.09 (11) | F3A—C2—C1 | 114 (2) |
N3—Pr1—Pr2 | 142.83 (12) | F1—C2—C1 | 114.2 (12) |
N2—Pr1—Pr2 | 144.45 (17) | F3—C2—C1 | 112.0 (18) |
N1—Pr1—Pr2 | 102.02 (12) | F1A—C2—F2A | 98.1 (14) |
O2i—Pr1—Pr2i | 75.84 (8) | F3A—C2—F2A | 90.3 (16) |
O2—Pr1—Pr2i | 36.75 (8) | C1—C2—F2A | 96.6 (9) |
O1—Pr1—Pr2i | 37.64 (9) | F1A—C2A—F2A | 105.8 (8) |
O9i—Pr1—Pr2i | 119.91 (12) | F1A—C2A—F3A | 106.5 (8) |
O7—Pr1—Pr2i | 63.15 (9) | F2A—C2A—F3A | 106.2 (8) |
O3—Pr1—Pr2i | 142.19 (10) | F1A—C2A—C1 | 110.7 (13) |
N3—Pr1—Pr2i | 105.49 (14) | F2A—C2A—C1 | 112.5 (12) |
N2—Pr1—Pr2i | 147.35 (15) | F3A—C2A—C1 | 114.6 (18) |
N1—Pr1—Pr2i | 96.50 (11) | F3S—C2S—F1S | 106.1 (9) |
Pr2—Pr1—Pr2i | 61.548 (10) | F3S—C2S—F2S | 106.0 (9) |
O2i—Pr1—Pr1i | 34.27 (9) | F1S—C2S—F2S | 107.2 (10) |
O2—Pr1—Pr1i | 34.03 (8) | F3S—C2S—C1S | 115.4 (9) |
O1—Pr1—Pr1i | 76.22 (8) | F1S—C2S—C1S | 112.3 (9) |
O9i—Pr1—Pr1i | 112.41 (10) | F2S—C2S—C1S | 109.3 (9) |
O7—Pr1—Pr1i | 107.17 (9) | O5i—C3—O5 | 130.0 (9) |
O3—Pr1—Pr1i | 83.31 (10) | O5i—C3—C4 | 115.0 (4) |
N3—Pr1—Pr1i | 84.21 (12) | O5—C3—C4 | 115.0 (4) |
N2—Pr1—Pr1i | 142.35 (12) | F5i—C4—F5 | 128 (3) |
N1—Pr1—Pr1i | 153.39 (11) | F5i—C4—F4 | 47.0 (13) |
Pr2—Pr1—Pr1i | 58.977 (7) | F5—C4—F4 | 115.5 (16) |
Pr2i—Pr1—Pr1i | 58.882 (7) | F5i—C4—F4i | 115.5 (16) |
O2i—Pr2—O8i | 74.00 (15) | F5—C4—F4i | 47.0 (13) |
O2i—Pr2—O1i | 70.18 (12) | F4—C4—F4i | 146.7 (19) |
O8i—Pr2—O1i | 144.18 (14) | F5i—C4—F6i | 105.9 (14) |
O2i—Pr2—O1 | 69.99 (11) | F5—C4—F6i | 53.1 (15) |
O8i—Pr2—O1 | 96.74 (14) | F4—C4—F6i | 67.5 (11) |
O1i—Pr2—O1 | 70.63 (13) | F4i—C4—F6i | 99.8 (11) |
O2i—Pr2—O6i | 73.44 (13) | F5i—C4—F6 | 53.1 (15) |
O8i—Pr2—O6i | 69.29 (15) | F5—C4—F6 | 105.9 (14) |
O1i—Pr2—O6i | 100.43 (13) | F4—C4—F6 | 99.8 (11) |
O1—Pr2—O6i | 143.24 (13) | F4i—C4—F6 | 67.5 (11) |
O2i—Pr2—O5 | 143.20 (15) | F6i—C4—F6 | 136.5 (15) |
O8i—Pr2—O5 | 132.23 (16) | F5i—C4—C3 | 116.1 (13) |
O1i—Pr2—O5 | 80.00 (14) | F5—C4—C3 | 116.1 (13) |
O1—Pr2—O5 | 80.26 (14) | F4—C4—C3 | 106.6 (9) |
O6i—Pr2—O5 | 134.65 (15) | F4i—C4—C3 | 106.6 (9) |
O2i—Pr2—N4 | 121.74 (14) | F6i—C4—C3 | 111.8 (7) |
O8i—Pr2—N4 | 127.64 (18) | F6—C4—C3 | 111.8 (7) |
O1i—Pr2—N4 | 74.28 (15) | N1—C5—C6 | 110.1 (6) |
O1—Pr2—N4 | 135.38 (16) | N2—C6—C5 | 110.6 (6) |
O6i—Pr2—N4 | 69.46 (17) | N2—C7—C8 | 111.1 (7) |
O5—Pr2—N4 | 67.12 (16) | N3—C8—C7 | 110.0 (7) |
O2i—Pr2—N6 | 121.92 (16) | N4—C9—C10 | 108.3 (7) |
O8i—Pr2—N6 | 67.71 (19) | N5—C10—C9 | 112.7 (7) |
O1i—Pr2—N6 | 133.40 (17) | C12—C11—N5 | 110.3 (8) |
O1—Pr2—N6 | 73.01 (15) | N6—C12—C11 | 112.5 (6) |
O6i—Pr2—N6 | 126.06 (17) | O7—C13—O6 | 123.9 (6) |
O5—Pr2—N6 | 65.89 (18) | O7—C13—N7 | 118.4 (6) |
N4—Pr2—N6 | 116.14 (17) | O6—C13—N7 | 117.7 (6) |
O2i—Pr2—N5 | 139.2 (2) | N7—C14—C15 | 115.2 (9) |
O8i—Pr2—N5 | 73.4 (2) | N8—C15—C14 | 112.7 (9) |
O1i—Pr2—N5 | 138.04 (17) | C17—C16—N8 | 112.4 (9) |
O1—Pr2—N5 | 137.84 (15) | N9—C17—C16 | 116.6 (10) |
O6i—Pr2—N5 | 72.48 (18) | O8—C18—O9 | 125.7 (6) |
O5—Pr2—N5 | 77.6 (2) | O8—C18—N9 | 117.1 (7) |
N4—Pr2—N5 | 64.42 (18) | O9—C18—N9 | 117.2 (6) |
N6—Pr2—N5 | 65.28 (17) | O13—C21—O12 | 132.6 (16) |
O2i—Pr2—Pr1 | 36.56 (8) | O13—C21—C22 | 111.9 (12) |
O8i—Pr2—Pr1 | 72.29 (11) | O12—C21—C22 | 115.4 (13) |
O1i—Pr2—Pr1 | 78.66 (8) | O12A—C21A—O13A | 155 (3) |
O1—Pr2—Pr1 | 37.42 (8) | O12A—C21A—C22A | 108 (2) |
O6i—Pr2—Pr1 | 106.60 (11) | O13A—C21A—C22A | 96.3 (18) |
O5—Pr2—Pr1 | 117.67 (11) | F11—C22—F12 | 112.8 (12) |
N4—Pr2—Pr1 | 151.20 (11) | F11—C22—F10 | 112.4 (12) |
N6—Pr2—Pr1 | 89.69 (12) | F12—C22—F10 | 112.1 (12) |
N5—Pr2—Pr1 | 143.30 (15) | F11—C22—C21 | 107.0 (13) |
O2i—Pr2—Pr1i | 36.85 (8) | F12—C22—C21 | 106.6 (13) |
O8i—Pr2—Pr1i | 108.50 (12) | F10—C22—C21 | 105.4 (13) |
O1i—Pr2—Pr1i | 37.28 (8) | F12A—C22A—F10A | 101.9 (19) |
O1—Pr2—Pr1i | 78.47 (8) | F12A—C22A—F11A | 102.7 (18) |
O6i—Pr2—Pr1i | 74.62 (10) | F10A—C22A—F11A | 101.7 (19) |
O5—Pr2—Pr1i | 117.27 (12) | F12A—C22A—C21A | 116.7 (17) |
N4—Pr2—Pr1i | 89.95 (11) | F10A—C22A—C21A | 116.6 (17) |
N6—Pr2—Pr1i | 150.33 (12) | F11A—C22A—C21A | 115.0 (16) |
N5—Pr2—Pr1i | 143.69 (13) | C2—F1A—C2A | 13.3 (10) |
Pr1—Pr2—Pr1i | 62.140 (9) | C2A—F2A—C2 | 5.6 (9) |
O2i—Pr2—Pr2i | 73.93 (9) | C2—F3A—C2A | 15.1 (8) |
O8i—Pr2—Pr2i | 130.21 (11) | F5i—F4—C4 | 58.9 (17) |
O1i—Pr2—Pr2i | 36.31 (8) | F5i—F4—F6i | 107 (3) |
O1—Pr2—Pr2i | 36.12 (8) | C4—F4—F6i | 57.6 (10) |
O6i—Pr2—Pr2i | 133.20 (10) | F4i—F5—F6i | 145 (3) |
O5—Pr2—Pr2i | 69.27 (12) | F4i—F5—C4 | 74.1 (17) |
N4—Pr2—Pr2i | 101.59 (14) | F6i—F5—C4 | 71.9 (19) |
N6—Pr2—Pr2i | 99.62 (13) | F5i—F6—C4 | 55.0 (11) |
N5—Pr2—Pr2i | 146.88 (18) | F5i—F6—F4i | 105.6 (16) |
Pr1—Pr2—Pr2i | 59.273 (7) | C4—F6—F4i | 54.9 (7) |
Symmetry code: (i) −x+1, y, −z+3/2. |