Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803016556/dn6077sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803016556/dn6077Isup2.hkl |
CCDC reference: 225648
Data collection: Mar Research image-plate scanner software; cell refinement: XDS (Kabsch, 1993); data reduction: XDS; program(s) used to solve structure: SIR97 (Altomare et al., 1999) and SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
[Pr(C6H14O3)(C5HF6O2)3] | F(000) = 1744 |
Mr = 896.26 | Dx = 1.848 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 4409 reflections |
a = 10.013 (3) Å | θ = 2.5–24.0° |
b = 15.656 (4) Å | µ = 1.66 mm−1 |
c = 21.133 (5) Å | T = 293 K |
β = 103.48 (4)° | Prism, green |
V = 3221.7 (15) Å3 | 0.45 × 0.30 × 0.20 mm |
Z = 4 |
Mar Research Image Plate Scanner diffractometer | 4785 independent reflections |
Radiation source: fine-focus sealed tube | 4219 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
rotation method scans | θmax = 24.9°, θmin = 2.5° |
Absorption correction: empirical (using intensity measurements) (XDS; Kabsch, 1993) | h = −11→11 |
Tmin = 0.542, Tmax = 0.741 | k = 0→18 |
9202 measured reflections | l = −24→24 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.035 | H-atom parameters constrained |
wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0312P)2 + 8.0994P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max = 0.010 |
4785 reflections | Δρmax = 0.84 e Å−3 |
555 parameters | Δρmin = −0.71 e Å−3 |
228 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00417 (8) |
Experimental. Each crystal was mounted on a Mar Research Image Plate Scanner and 95 frames were measured with an exposure time of 120 s per frame. Scan mode: omega/2theta. The crystal-detector distance was 75 mm. Data were processed using the XDS package. |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pr1 | 0.069057 (10) | 0.188557 (7) | 0.375402 (5) | 0.04224 (3) | |
O1 | −0.13948 (15) | 0.12542 (10) | 0.30245 (7) | 0.0603 (5) | |
O2 | 0.08399 (14) | 0.18612 (10) | 0.26125 (7) | 0.0563 (4) | |
O3 | −0.07670 (15) | 0.30667 (9) | 0.32247 (7) | 0.0571 (4) | |
O4 | −0.10505 (14) | 0.21586 (9) | 0.43552 (7) | 0.0525 (4) | |
O5 | 0.14084 (15) | 0.32476 (9) | 0.43135 (7) | 0.0578 (5) | |
O6 | 0.22596 (14) | 0.16472 (8) | 0.48402 (7) | 0.0509 (4) | |
O7 | 0.30949 (14) | 0.23393 (10) | 0.35791 (7) | 0.0618 (5) | |
O8 | 0.23969 (15) | 0.06558 (9) | 0.36708 (7) | 0.0581 (4) | |
O9 | 0.01139 (15) | 0.03882 (9) | 0.41508 (8) | 0.0631 (5) | |
C2 | −0.1872 (2) | 0.11907 (14) | 0.24269 (10) | 0.0556 (6) | |
C3 | −0.1233 (2) | 0.13855 (17) | 0.19336 (11) | 0.0655 (8) | |
H3 | −0.1703 | 0.1306 | 0.1503 | 0.079* | |
C4 | 0.0094 (2) | 0.16973 (14) | 0.20684 (10) | 0.0524 (6) | |
C7 | −0.1727 (2) | 0.34812 (13) | 0.33597 (11) | 0.0560 (7) | |
C8 | −0.2325 (2) | 0.33367 (15) | 0.38621 (12) | 0.0649 (8) | |
H8 | −0.3031 | 0.3704 | 0.3902 | 0.078* | |
C9 | −0.1991 (2) | 0.27019 (13) | 0.43169 (10) | 0.0511 (6) | |
C12 | 0.2285 (2) | 0.34887 (13) | 0.47987 (10) | 0.0517 (6) | |
C13 | 0.3135 (2) | 0.29909 (13) | 0.52667 (11) | 0.0540 (6) | |
H13 | 0.3772 | 0.3253 | 0.5601 | 0.065* | |
C14 | 0.3050 (2) | 0.21078 (13) | 0.52447 (10) | 0.0482 (6) | |
C16 | 0.3199 (3) | 0.31355 (17) | 0.32600 (15) | 0.0888 (10) | |
H16A | 0.2697 | 0.3567 | 0.3430 | 0.133* | |
H16B | 0.2823 | 0.3074 | 0.2801 | 0.133* | |
H16C | 0.4146 | 0.3300 | 0.3335 | 0.133* | |
C17 | 0.3851 (2) | 0.16765 (17) | 0.33431 (12) | 0.0708 (8) | |
H17A | 0.4797 | 0.1853 | 0.3386 | 0.085* | |
H17B | 0.3449 | 0.1566 | 0.2887 | 0.085* | |
C18 | 0.3801 (2) | 0.08940 (17) | 0.37303 (13) | 0.0709 (8) | |
H18A | 0.4290 | 0.0435 | 0.3574 | 0.085* | |
H18B | 0.4239 | 0.0999 | 0.4184 | 0.085* | |
C19 | 0.2275 (3) | −0.01017 (15) | 0.40322 (13) | 0.0754 (9) | |
H19A | 0.2676 | −0.0009 | 0.4491 | 0.090* | |
H19B | 0.2758 | −0.0570 | 0.3883 | 0.090* | |
C20 | 0.0799 (3) | −0.03094 (14) | 0.39315 (13) | 0.0833 (10) | |
H20A | 0.0406 | −0.0414 | 0.3473 | 0.100* | |
H20B | 0.0687 | −0.0822 | 0.4172 | 0.100* | |
C21 | −0.1245 (3) | 0.01409 (17) | 0.41996 (13) | 0.0842 (9) | |
H21A | −0.1686 | 0.0615 | 0.4355 | 0.126* | |
H21B | −0.1181 | −0.0328 | 0.4498 | 0.126* | |
H21C | −0.1773 | −0.0029 | 0.3779 | 0.126* | |
C1 | −0.3335 (3) | 0.08497 (17) | 0.22402 (12) | 0.0893 (10) | |
F1A | −0.3732 (3) | 0.0455 (2) | 0.16808 (15) | 0.1251 (12) | 0.513 (2) |
F2A | −0.4167 (3) | 0.1525 (3) | 0.22269 (19) | 0.1410 (16) | 0.513 (2) |
F3A | −0.3691 (3) | 0.0337 (3) | 0.26662 (18) | 0.1528 (14) | 0.513 (2) |
F1B | −0.3936 (3) | 0.1010 (3) | 0.16187 (15) | 0.1162 (14) | 0.487 (2) |
F2B | −0.4124 (3) | 0.1134 (3) | 0.25827 (17) | 0.1455 (15) | 0.487 (2) |
F3B | −0.3242 (4) | 0.0009 (3) | 0.2344 (2) | 0.1479 (17) | 0.487 (2) |
C5 | 0.0765 (3) | 0.18856 (18) | 0.14975 (12) | 0.0715 (8) | |
F4 | 0.20657 (16) | 0.16964 (15) | 0.16407 (8) | 0.1161 (8) | |
F5 | 0.0204 (2) | 0.14662 (16) | 0.09587 (8) | 0.1253 (8) | |
F6 | 0.0668 (2) | 0.26896 (12) | 0.13475 (9) | 0.1318 (7) | |
C6 | −0.22559 (18) | 0.42011 (13) | 0.28763 (10) | 0.1005 (12) | |
F7A | −0.1827 (8) | 0.4903 (3) | 0.3201 (3) | 0.158 (3) | 0.175 (2) |
F8A | −0.3601 (4) | 0.4133 (6) | 0.2697 (4) | 0.150 (3) | 0.175 (2) |
F9A | −0.1777 (6) | 0.4129 (6) | 0.23526 (19) | 0.147 (3) | 0.175 (2) |
F7B | −0.3146 (2) | 0.47148 (14) | 0.30611 (13) | 0.1539 (10) | 0.825 (2) |
F8B | −0.2858 (3) | 0.38816 (18) | 0.23078 (10) | 0.1648 (13) | 0.825 (2) |
F9B | −0.1263 (3) | 0.46869 (13) | 0.27741 (13) | 0.1432 (10) | 0.825 (2) |
C10 | −0.2833 (2) | 0.25884 (15) | 0.48230 (11) | 0.0704 (8) | |
F10A | −0.3045 (4) | 0.3319 (2) | 0.51236 (15) | 0.1082 (11) | 0.5178 (18) |
F11A | −0.3997 (3) | 0.2229 (3) | 0.45974 (17) | 0.1325 (14) | 0.5178 (18) |
F12A | −0.2226 (3) | 0.2120 (2) | 0.53337 (14) | 0.0956 (10) | 0.5178 (18) |
F10B | −0.3939 (3) | 0.3058 (3) | 0.47125 (19) | 0.1170 (14) | 0.4822 (18) |
F11B | −0.3333 (3) | 0.1790 (2) | 0.47713 (19) | 0.1109 (13) | 0.4822 (18) |
F12B | −0.2152 (4) | 0.2643 (3) | 0.53961 (16) | 0.1280 (16) | 0.4822 (18) |
C11 | 0.2446 (2) | 0.44698 (15) | 0.48712 (11) | 0.0755 (9) | |
F13A | 0.2482 (3) | 0.48447 (19) | 0.43297 (16) | 0.1293 (15) | 0.514 (2) |
F14A | 0.3568 (3) | 0.4718 (2) | 0.52958 (17) | 0.1234 (15) | 0.514 (2) |
F15A | 0.1377 (4) | 0.4794 (2) | 0.50489 (14) | 0.1262 (14) | 0.514 (2) |
F13B | 0.3396 (3) | 0.4702 (2) | 0.45603 (19) | 0.1300 (15) | 0.486 (2) |
F14B | 0.2791 (4) | 0.4712 (2) | 0.54695 (14) | 0.1229 (15) | 0.486 (2) |
F15B | 0.1322 (4) | 0.4863 (2) | 0.45923 (17) | 0.1459 (18) | 0.486 (2) |
C15 | 0.4018 (3) | 0.16205 (16) | 0.57834 (12) | 0.0655 (8) | |
F16 | 0.51845 (18) | 0.20016 (13) | 0.60288 (10) | 0.1298 (8) | |
F17 | 0.3473 (2) | 0.14388 (14) | 0.62608 (8) | 0.1299 (7) | |
F18 | 0.4370 (2) | 0.08789 (12) | 0.55864 (10) | 0.1590 (8) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pr1 | 0.04514 (5) | 0.04373 (5) | 0.03962 (5) | 0.00202 (4) | 0.01347 (5) | 0.00231 (4) |
O1 | 0.0584 (8) | 0.0752 (9) | 0.0485 (7) | −0.0124 (7) | 0.0153 (7) | 0.0008 (7) |
O2 | 0.0532 (7) | 0.0735 (9) | 0.0446 (7) | −0.0017 (7) | 0.0162 (6) | 0.0013 (6) |
O3 | 0.0653 (8) | 0.0578 (8) | 0.0495 (7) | 0.0097 (7) | 0.0157 (7) | 0.0097 (6) |
O4 | 0.0537 (7) | 0.0562 (7) | 0.0519 (7) | 0.0058 (6) | 0.0208 (6) | 0.0059 (6) |
O5 | 0.0666 (8) | 0.0475 (7) | 0.0575 (8) | 0.0063 (6) | 0.0107 (7) | −0.0004 (6) |
O6 | 0.0535 (7) | 0.0465 (7) | 0.0490 (7) | 0.0020 (6) | 0.0043 (7) | 0.0009 (6) |
O7 | 0.0571 (7) | 0.0719 (9) | 0.0617 (8) | −0.0058 (7) | 0.0244 (7) | −0.0019 (7) |
O8 | 0.0622 (8) | 0.0553 (8) | 0.0569 (8) | 0.0135 (7) | 0.0142 (7) | −0.0060 (6) |
O9 | 0.0673 (8) | 0.0497 (7) | 0.0715 (9) | −0.0046 (7) | 0.0143 (8) | 0.0110 (7) |
C2 | 0.0479 (10) | 0.0658 (12) | 0.0538 (11) | −0.0005 (10) | 0.0131 (10) | −0.0045 (10) |
C3 | 0.0586 (12) | 0.0934 (16) | 0.0445 (11) | 0.0007 (12) | 0.0120 (11) | −0.0040 (11) |
C4 | 0.0536 (10) | 0.0613 (12) | 0.0452 (10) | 0.0111 (9) | 0.0173 (9) | 0.0066 (9) |
C7 | 0.0611 (12) | 0.0481 (10) | 0.0553 (12) | 0.0015 (10) | 0.0062 (11) | 0.0075 (9) |
C8 | 0.0535 (12) | 0.0710 (14) | 0.0660 (14) | 0.0041 (11) | 0.0053 (12) | 0.0143 (11) |
C9 | 0.0458 (10) | 0.0562 (11) | 0.0520 (11) | −0.0044 (9) | 0.0131 (9) | −0.0098 (9) |
C12 | 0.0616 (10) | 0.0458 (10) | 0.0548 (11) | −0.0026 (9) | 0.0279 (9) | −0.0071 (8) |
C13 | 0.0548 (11) | 0.0529 (11) | 0.0525 (11) | −0.0061 (9) | 0.0087 (10) | −0.0084 (9) |
C14 | 0.0462 (10) | 0.0567 (11) | 0.0429 (10) | 0.0017 (9) | 0.0132 (9) | 0.0020 (8) |
C16 | 0.0954 (16) | 0.0830 (17) | 0.0968 (19) | −0.0261 (14) | 0.0400 (14) | 0.0064 (14) |
C17 | 0.0437 (10) | 0.1028 (18) | 0.0700 (14) | −0.0002 (11) | 0.0218 (10) | −0.0162 (13) |
C18 | 0.0551 (11) | 0.0847 (15) | 0.0735 (15) | 0.0185 (11) | 0.0162 (11) | −0.0067 (12) |
C19 | 0.0947 (16) | 0.0477 (11) | 0.0824 (16) | 0.0175 (12) | 0.0178 (14) | −0.0015 (11) |
C20 | 0.131 (2) | 0.0356 (11) | 0.0804 (16) | −0.0079 (13) | 0.0197 (16) | −0.0078 (11) |
C21 | 0.0786 (15) | 0.0817 (15) | 0.0901 (17) | −0.0238 (13) | 0.0154 (14) | 0.0277 (13) |
C1 | 0.0645 (14) | 0.116 (2) | 0.0850 (18) | −0.0199 (15) | 0.0124 (14) | −0.0202 (16) |
F1A | 0.0956 (18) | 0.191 (3) | 0.0911 (18) | −0.0702 (18) | 0.0269 (16) | −0.0764 (17) |
F2A | 0.0764 (16) | 0.241 (4) | 0.120 (3) | −0.006 (2) | 0.0517 (17) | 0.007 (3) |
F3A | 0.1082 (18) | 0.232 (3) | 0.117 (2) | −0.1030 (18) | 0.0238 (18) | 0.021 (2) |
F1B | 0.0677 (18) | 0.194 (3) | 0.075 (2) | −0.041 (2) | −0.0093 (17) | −0.001 (2) |
F2B | 0.0737 (14) | 0.274 (4) | 0.114 (2) | −0.049 (2) | 0.0727 (14) | −0.078 (2) |
F3B | 0.129 (2) | 0.170 (3) | 0.144 (3) | −0.084 (2) | 0.032 (2) | −0.029 (3) |
C5 | 0.0645 (13) | 0.1029 (18) | 0.0480 (12) | 0.0027 (13) | 0.0148 (11) | 0.0096 (12) |
F4 | 0.0752 (8) | 0.209 (2) | 0.0736 (9) | 0.0257 (11) | 0.0369 (8) | 0.0277 (11) |
F5 | 0.1299 (12) | 0.1939 (19) | 0.0642 (9) | −0.0312 (13) | 0.0472 (9) | −0.0284 (11) |
F6 | 0.1822 (16) | 0.1083 (12) | 0.1277 (12) | 0.0137 (12) | 0.0821 (11) | 0.0540 (9) |
C6 | 0.120 (2) | 0.0730 (16) | 0.102 (2) | 0.0349 (15) | 0.0121 (19) | 0.0240 (15) |
F7A | 0.197 (6) | 0.096 (5) | 0.181 (6) | 0.033 (5) | 0.048 (5) | 0.067 (5) |
F8A | 0.176 (6) | 0.138 (5) | 0.127 (5) | 0.072 (5) | 0.012 (5) | 0.054 (5) |
F9A | 0.201 (6) | 0.117 (5) | 0.115 (5) | 0.020 (5) | 0.018 (5) | 0.082 (4) |
F7B | 0.1808 (17) | 0.1188 (13) | 0.171 (2) | 0.0982 (12) | 0.0603 (16) | 0.0646 (13) |
F8B | 0.215 (3) | 0.156 (2) | 0.0849 (13) | 0.019 (2) | −0.0426 (17) | 0.0387 (14) |
F9B | 0.178 (2) | 0.0852 (12) | 0.1711 (18) | 0.0047 (14) | 0.0507 (16) | 0.0703 (11) |
C10 | 0.0593 (11) | 0.0851 (16) | 0.0758 (14) | 0.0027 (11) | 0.0342 (10) | −0.0028 (12) |
F10A | 0.161 (2) | 0.0919 (19) | 0.0932 (18) | 0.0151 (18) | 0.0724 (17) | −0.0173 (15) |
F11A | 0.0605 (14) | 0.239 (3) | 0.100 (2) | −0.0748 (18) | 0.0219 (15) | −0.033 (2) |
F12A | 0.0988 (16) | 0.1085 (19) | 0.0974 (17) | 0.0337 (15) | 0.0591 (14) | 0.0459 (14) |
F10B | 0.0790 (15) | 0.164 (3) | 0.129 (2) | 0.0311 (18) | 0.0674 (15) | 0.007 (2) |
F11B | 0.0826 (17) | 0.145 (3) | 0.119 (2) | −0.0285 (18) | 0.0520 (16) | 0.015 (2) |
F12B | 0.114 (2) | 0.209 (4) | 0.0667 (18) | −0.030 (3) | 0.0311 (19) | −0.043 (2) |
C11 | 0.0943 (17) | 0.0506 (12) | 0.0808 (16) | −0.0046 (12) | 0.0188 (14) | −0.0053 (12) |
F13A | 0.233 (3) | 0.0517 (15) | 0.109 (2) | −0.010 (2) | 0.051 (2) | 0.0191 (15) |
F14A | 0.126 (2) | 0.0607 (16) | 0.161 (3) | −0.0278 (17) | −0.012 (2) | −0.0174 (19) |
F15A | 0.157 (2) | 0.0668 (17) | 0.172 (3) | 0.0231 (18) | 0.074 (2) | −0.0243 (18) |
F13B | 0.173 (3) | 0.0711 (19) | 0.158 (3) | −0.0423 (19) | 0.063 (2) | 0.013 (2) |
F14B | 0.219 (4) | 0.0640 (17) | 0.0878 (19) | −0.015 (2) | 0.039 (2) | −0.0365 (15) |
F15B | 0.167 (3) | 0.0576 (18) | 0.191 (4) | 0.035 (2) | −0.004 (3) | −0.012 (2) |
C15 | 0.0635 (13) | 0.0750 (14) | 0.0537 (12) | −0.0010 (12) | 0.0049 (12) | 0.0077 (11) |
F16 | 0.0808 (11) | 0.1421 (14) | 0.1335 (14) | −0.0282 (10) | −0.0420 (11) | 0.0533 (11) |
F17 | 0.1129 (12) | 0.1845 (16) | 0.0950 (10) | 0.0283 (12) | 0.0300 (10) | 0.0784 (10) |
F18 | 0.1773 (15) | 0.1196 (12) | 0.1318 (15) | 0.0932 (10) | −0.0619 (13) | −0.0226 (11) |
Pr1—O4 | 2.4225 (17) | C17—H17B | 0.9700 |
Pr1—O2 | 2.4517 (16) | C18—H18A | 0.9700 |
Pr1—O3 | 2.4576 (15) | C18—H18B | 0.9700 |
Pr1—O5 | 2.4629 (15) | C19—C20 | 1.480 (4) |
Pr1—O6 | 2.4891 (17) | C19—H19A | 0.9700 |
Pr1—O1 | 2.4927 (17) | C19—H19B | 0.9700 |
Pr1—O9 | 2.5995 (16) | C20—H20A | 0.9700 |
Pr1—O8 | 2.6072 (15) | C20—H20B | 0.9700 |
Pr1—O7 | 2.6176 (17) | C21—H21A | 0.9600 |
O1—C2 | 1.246 (3) | C21—H21B | 0.9600 |
O2—C4 | 1.243 (2) | C21—H21C | 0.9600 |
O3—C7 | 1.247 (3) | C1—F2B | 1.270 (4) |
O4—C9 | 1.258 (2) | C1—F1A | 1.311 (4) |
O5—C12 | 1.243 (2) | C1—F3A | 1.316 (5) |
O6—C14 | 1.250 (2) | C1—F3B | 1.334 (5) |
O7—C16 | 1.433 (3) | C1—F1B | 1.335 (4) |
O7—C17 | 1.441 (3) | C1—F2A | 1.342 (5) |
O8—C19 | 1.431 (3) | C5—F6 | 1.296 (3) |
O8—C18 | 1.432 (3) | C5—F4 | 1.301 (3) |
O9—C20 | 1.424 (3) | C5—F5 | 1.321 (3) |
O9—C21 | 1.441 (3) | C6—F9B | 1.309 (3) |
C2—C3 | 1.378 (3) | C6—F9A | 1.310 (5) |
C2—C1 | 1.522 (3) | C6—F8B | 1.311 (3) |
C3—C4 | 1.382 (3) | C6—F7A | 1.315 (5) |
C3—H3 | 0.9300 | C6—F8A | 1.316 (4) |
C4—C5 | 1.540 (4) | C6—F7B | 1.325 (3) |
C7—C8 | 1.354 (4) | C10—F12B | 1.247 (4) |
C7—C6 | 1.530 (3) | C10—F11A | 1.282 (4) |
C8—C9 | 1.369 (3) | C10—F10B | 1.305 (4) |
C8—H8 | 0.9300 | C10—F12A | 1.329 (4) |
C9—C10 | 1.518 (3) | C10—F11B | 1.342 (4) |
C12—C13 | 1.385 (3) | C10—F10A | 1.349 (4) |
C12—C11 | 1.548 (3) | C11—F14B | 1.288 (4) |
C13—C14 | 1.385 (3) | C11—F13A | 1.294 (4) |
C13—H13 | 0.9300 | C11—F15B | 1.298 (4) |
C14—C15 | 1.518 (3) | C11—F15A | 1.316 (4) |
C16—H16A | 0.9600 | C11—F14A | 1.322 (4) |
C16—H16B | 0.9600 | C11—F13B | 1.326 (5) |
C16—H16C | 0.9600 | C15—F17 | 1.286 (3) |
C17—C18 | 1.481 (4) | C15—F16 | 1.306 (3) |
C17—H17A | 0.9700 | C15—F18 | 1.309 (3) |
O4—Pr1—O2 | 137.32 (5) | O9—C20—H20B | 109.9 |
O4—Pr1—O3 | 71.48 (5) | C19—C20—H20B | 109.9 |
O2—Pr1—O3 | 74.32 (5) | H20A—C20—H20B | 108.3 |
O4—Pr1—O5 | 76.15 (5) | O9—C21—H21A | 109.5 |
O2—Pr1—O5 | 114.08 (5) | O9—C21—H21B | 109.5 |
O3—Pr1—O5 | 69.08 (5) | H21A—C21—H21B | 109.5 |
O4—Pr1—O6 | 85.38 (5) | O9—C21—H21C | 109.5 |
O2—Pr1—O6 | 137.30 (5) | H21A—C21—H21C | 109.5 |
O3—Pr1—O6 | 135.46 (5) | H21B—C21—H21C | 109.5 |
O5—Pr1—O6 | 68.67 (5) | F2B—C1—F1A | 125.5 (3) |
O4—Pr1—O1 | 78.05 (5) | F2B—C1—F3A | 61.3 (3) |
O2—Pr1—O1 | 67.64 (6) | F1A—C1—F3A | 104.8 (3) |
O3—Pr1—O1 | 72.17 (6) | F2B—C1—F3B | 106.3 (4) |
O5—Pr1—O1 | 138.50 (5) | F1A—C1—F3B | 71.2 (3) |
O6—Pr1—O1 | 140.23 (5) | F3A—C1—F3B | 46.0 (3) |
O4—Pr1—O9 | 75.46 (5) | F2B—C1—F1B | 107.3 (3) |
O2—Pr1—O9 | 111.86 (5) | F1A—C1—F1B | 39.5 (3) |
O3—Pr1—O9 | 132.25 (5) | F3A—C1—F1B | 131.0 (3) |
O5—Pr1—O9 | 133.46 (5) | F3B—C1—F1B | 110.2 (3) |
O6—Pr1—O9 | 72.98 (5) | F2B—C1—F2A | 43.2 (3) |
O1—Pr1—O9 | 67.97 (5) | F1A—C1—F2A | 107.2 (3) |
O4—Pr1—O8 | 136.78 (5) | F3A—C1—F2A | 103.2 (3) |
O2—Pr1—O8 | 74.39 (5) | F3B—C1—F2A | 143.1 (3) |
O3—Pr1—O8 | 148.64 (5) | F1B—C1—F2A | 72.3 (3) |
O5—Pr1—O8 | 123.32 (5) | F2B—C1—C2 | 114.7 (3) |
O6—Pr1—O8 | 70.66 (5) | F1A—C1—C2 | 118.0 (3) |
O1—Pr1—O8 | 97.65 (5) | F3A—C1—C2 | 115.7 (2) |
O9—Pr1—O8 | 63.52 (5) | F3B—C1—C2 | 106.1 (3) |
O4—Pr1—O7 | 145.50 (5) | F1B—C1—C2 | 112.0 (3) |
O2—Pr1—O7 | 66.19 (6) | F2A—C1—C2 | 106.5 (2) |
O3—Pr1—O7 | 101.52 (5) | F6—C5—F4 | 107.0 (2) |
O5—Pr1—O7 | 69.98 (5) | F6—C5—F5 | 106.2 (2) |
O6—Pr1—O7 | 76.54 (6) | F4—C5—F5 | 106.8 (2) |
O1—Pr1—O7 | 133.29 (5) | F6—C5—C4 | 110.9 (2) |
O9—Pr1—O7 | 124.82 (5) | F4—C5—C4 | 111.71 (19) |
O8—Pr1—O7 | 63.39 (5) | F5—C5—C4 | 113.9 (2) |
C2—O1—Pr1 | 136.62 (15) | F9B—C6—F9A | 57.9 (4) |
C4—O2—Pr1 | 138.77 (15) | F9B—C6—F8B | 106.0 (2) |
C7—O3—Pr1 | 134.04 (14) | F9A—C6—F8B | 51.2 (3) |
C9—O4—Pr1 | 134.85 (14) | F9B—C6—F7A | 55.4 (4) |
C12—O5—Pr1 | 136.88 (13) | F9A—C6—F7A | 112.0 (5) |
C14—O6—Pr1 | 135.01 (13) | F8B—C6—F7A | 145.3 (4) |
C16—O7—C17 | 111.2 (2) | F9B—C6—F8A | 139.9 (5) |
C16—O7—Pr1 | 118.21 (14) | F9A—C6—F8A | 107.5 (5) |
C17—O7—Pr1 | 115.37 (13) | F8B—C6—F8A | 58.9 (4) |
C19—O8—C18 | 111.89 (17) | F7A—C6—F8A | 114.0 (6) |
C19—O8—Pr1 | 115.94 (14) | F9B—C6—F7B | 106.5 (2) |
C18—O8—Pr1 | 116.57 (13) | F9A—C6—F7B | 134.9 (4) |
C20—O9—C21 | 110.60 (19) | F8B—C6—F7B | 107.7 (2) |
C20—O9—Pr1 | 115.26 (15) | F7A—C6—F7B | 59.9 (4) |
C21—O9—Pr1 | 123.35 (13) | F8A—C6—F7B | 54.6 (4) |
O1—C2—C3 | 127.8 (2) | F9B—C6—C7 | 112.35 (18) |
O1—C2—C1 | 114.2 (2) | F9A—C6—C7 | 111.3 (4) |
C3—C2—C1 | 118.02 (19) | F8B—C6—C7 | 110.1 (2) |
C2—C3—C4 | 121.0 (2) | F7A—C6—C7 | 104.3 (3) |
C2—C3—H3 | 119.5 | F8A—C6—C7 | 107.7 (5) |
C4—C3—H3 | 119.5 | F7B—C6—C7 | 113.7 (2) |
O2—C4—C3 | 127.2 (2) | F12B—C10—F11A | 129.4 (3) |
O2—C4—C5 | 114.06 (19) | F12B—C10—F10B | 112.6 (3) |
C3—C4—C5 | 118.69 (19) | F11A—C10—F10B | 61.3 (3) |
O3—C7—C8 | 126.7 (2) | F12B—C10—F12A | 37.5 (3) |
O3—C7—C6 | 113.3 (2) | F11A—C10—F12A | 105.3 (3) |
C8—C7—C6 | 120.0 (2) | F10B—C10—F12A | 131.7 (3) |
C7—C8—C9 | 126.3 (2) | F12B—C10—F11B | 104.6 (3) |
C7—C8—H8 | 116.9 | F11A—C10—F11B | 43.2 (2) |
C9—C8—H8 | 116.9 | F10B—C10—F11B | 103.0 (3) |
O4—C9—C8 | 126.4 (2) | F12A—C10—F11B | 69.1 (2) |
O4—C9—C10 | 113.93 (18) | F12B—C10—F10A | 66.1 (3) |
C8—C9—C10 | 119.7 (2) | F11A—C10—F10A | 108.5 (3) |
O5—C12—C13 | 128.07 (19) | F10B—C10—F10A | 52.1 (2) |
O5—C12—C11 | 114.85 (17) | F12A—C10—F10A | 100.3 (2) |
C13—C12—C11 | 117.08 (17) | F11B—C10—F10A | 137.0 (3) |
C12—C13—C14 | 121.01 (18) | F12B—C10—C9 | 114.1 (3) |
C12—C13—H13 | 119.5 | F11A—C10—C9 | 113.3 (2) |
C14—C13—H13 | 119.5 | F10B—C10—C9 | 113.3 (3) |
O6—C14—C13 | 128.53 (18) | F12A—C10—C9 | 114.4 (2) |
O6—C14—C15 | 114.52 (18) | F11B—C10—C9 | 108.0 (2) |
C13—C14—C15 | 116.94 (18) | F10A—C10—C9 | 114.0 (2) |
O7—C16—H16A | 109.5 | F14B—C11—F13A | 132.7 (3) |
O7—C16—H16B | 109.5 | F14B—C11—F15B | 108.2 (3) |
H16A—C16—H16B | 109.5 | F13A—C11—F15B | 65.3 (3) |
O7—C16—H16C | 109.5 | F14B—C11—F15A | 69.9 (2) |
H16A—C16—H16C | 109.5 | F13A—C11—F15A | 105.6 (3) |
H16B—C16—H16C | 109.5 | F15B—C11—F15A | 43.1 (2) |
O7—C17—C18 | 108.4 (2) | F14B—C11—F14A | 41.9 (2) |
O7—C17—H17A | 110.0 | F13A—C11—F14A | 105.8 (3) |
C18—C17—H17A | 110.0 | F15B—C11—F14A | 132.7 (3) |
O7—C17—H17B | 110.0 | F15A—C11—F14A | 108.2 (3) |
C18—C17—H17B | 110.0 | F14B—C11—F13B | 110.3 (3) |
H17A—C17—H17B | 108.4 | F13A—C11—F13B | 42.9 (2) |
O8—C18—C17 | 109.04 (18) | F15B—C11—F13B | 106.9 (3) |
O8—C18—H18A | 109.9 | F15A—C11—F13B | 139.5 (3) |
C17—C18—H18A | 109.9 | F14A—C11—F13B | 70.2 (3) |
O8—C18—H18B | 109.9 | F14B—C11—C12 | 112.8 (2) |
C17—C18—H18B | 109.9 | F13A—C11—C12 | 112.7 (2) |
H18A—C18—H18B | 108.3 | F15B—C11—C12 | 111.5 (2) |
O8—C19—C20 | 108.16 (19) | F15A—C11—C12 | 109.7 (2) |
O8—C19—H19A | 110.1 | F14A—C11—C12 | 114.3 (2) |
C20—C19—H19A | 110.1 | F13B—C11—C12 | 107.1 (2) |
O8—C19—H19B | 110.1 | F17—C15—F16 | 107.1 (2) |
C20—C19—H19B | 110.1 | F17—C15—F18 | 104.4 (2) |
H19A—C19—H19B | 108.4 | F16—C15—F18 | 104.5 (2) |
O9—C20—C19 | 109.01 (19) | F17—C15—C14 | 112.7 (2) |
O9—C20—H20A | 109.9 | F16—C15—C14 | 115.1 (2) |
C19—C20—H20A | 109.9 | F18—C15—C14 | 112.3 (2) |
O4—Pr1—O1—C2 | 144.0 (2) | O7—Pr1—O9—C21 | −175.63 (16) |
O2—Pr1—O1—C2 | −10.1 (2) | Pr1—O1—C2—C3 | 9.6 (4) |
O3—Pr1—O1—C2 | 69.8 (2) | Pr1—O1—C2—C1 | −170.84 (15) |
O5—Pr1—O1—C2 | 91.5 (2) | O1—C2—C3—C4 | −0.4 (4) |
O6—Pr1—O1—C2 | −148.56 (19) | C1—C2—C3—C4 | −180.0 (2) |
O9—Pr1—O1—C2 | −137.1 (2) | Pr1—O2—C4—C3 | −4.5 (4) |
O8—Pr1—O1—C2 | −79.7 (2) | Pr1—O2—C4—C5 | 174.54 (15) |
O7—Pr1—O1—C2 | −19.3 (2) | C2—C3—C4—O2 | −2.2 (4) |
O4—Pr1—O2—C4 | −31.3 (2) | C2—C3—C4—C5 | 178.7 (2) |
O3—Pr1—O2—C4 | −69.0 (2) | Pr1—O3—C7—C8 | −4.8 (3) |
O5—Pr1—O2—C4 | −126.9 (2) | Pr1—O3—C7—C6 | 176.95 (12) |
O6—Pr1—O2—C4 | 149.04 (19) | O3—C7—C8—C9 | −0.4 (4) |
O1—Pr1—O2—C4 | 7.8 (2) | C6—C7—C8—C9 | 177.7 (2) |
O9—Pr1—O2—C4 | 60.8 (2) | Pr1—O4—C9—C8 | 1.9 (3) |
O8—Pr1—O2—C4 | 113.1 (2) | Pr1—O4—C9—C10 | 179.59 (12) |
O7—Pr1—O2—C4 | −179.5 (2) | C7—C8—C9—O4 | 1.9 (4) |
O4—Pr1—O3—C7 | 5.42 (18) | C7—C8—C9—C10 | −175.6 (2) |
O2—Pr1—O3—C7 | 159.48 (19) | Pr1—O5—C12—C13 | −8.3 (4) |
O5—Pr1—O3—C7 | −76.40 (18) | Pr1—O5—C12—C11 | 170.51 (15) |
O6—Pr1—O3—C7 | −57.1 (2) | O5—C12—C13—C14 | −2.0 (4) |
O1—Pr1—O3—C7 | 88.43 (19) | C11—C12—C13—C14 | 179.2 (2) |
O9—Pr1—O3—C7 | 54.0 (2) | Pr1—O6—C14—C13 | 13.1 (4) |
O8—Pr1—O3—C7 | 163.41 (16) | Pr1—O6—C14—C15 | −168.00 (15) |
O7—Pr1—O3—C7 | −139.54 (18) | C12—C13—C14—O6 | −0.6 (4) |
O2—Pr1—O4—C9 | −42.4 (2) | C12—C13—C14—C15 | −179.5 (2) |
O3—Pr1—O4—C9 | −4.01 (17) | C16—O7—C17—C18 | 175.21 (18) |
O5—Pr1—O4—C9 | 68.22 (17) | Pr1—O7—C17—C18 | −46.60 (19) |
O6—Pr1—O4—C9 | 137.37 (17) | C19—O8—C18—C17 | 179.7 (2) |
O1—Pr1—O4—C9 | −78.99 (17) | Pr1—O8—C18—C17 | −43.6 (2) |
O9—Pr1—O4—C9 | −149.04 (18) | O7—C17—C18—O8 | 58.4 (2) |
O8—Pr1—O4—C9 | −167.46 (16) | C18—O8—C19—C20 | −178.8 (2) |
O7—Pr1—O4—C9 | 79.35 (19) | Pr1—O8—C19—C20 | 44.2 (2) |
O4—Pr1—O5—C12 | 102.6 (2) | C21—O9—C20—C19 | −167.0 (2) |
O2—Pr1—O5—C12 | −121.4 (2) | Pr1—O9—C20—C19 | 47.3 (2) |
O3—Pr1—O5—C12 | 177.8 (2) | O8—C19—C20—O9 | −59.5 (3) |
O6—Pr1—O5—C12 | 12.2 (2) | O1—C2—C1—F2B | 40.0 (4) |
O1—Pr1—O5—C12 | 155.7 (2) | C3—C2—C1—F2B | −140.3 (3) |
O9—Pr1—O5—C12 | 48.8 (2) | O1—C2—C1—F1A | −153.9 (3) |
O8—Pr1—O5—C12 | −34.8 (2) | C3—C2—C1—F1A | 25.7 (4) |
O7—Pr1—O5—C12 | −70.7 (2) | O1—C2—C1—F3A | −28.6 (4) |
O4—Pr1—O6—C14 | −91.2 (2) | C3—C2—C1—F3A | 151.0 (3) |
O2—Pr1—O6—C14 | 88.6 (2) | O1—C2—C1—F3B | −77.0 (3) |
O3—Pr1—O6—C14 | −33.7 (2) | C3—C2—C1—F3B | 102.6 (3) |
O5—Pr1—O6—C14 | −14.29 (19) | O1—C2—C1—F1B | 162.7 (3) |
O1—Pr1—O6—C14 | −156.25 (18) | C3—C2—C1—F1B | −17.6 (4) |
O9—Pr1—O6—C14 | −167.4 (2) | O1—C2—C1—F2A | 85.5 (3) |
O8—Pr1—O6—C14 | 125.4 (2) | C3—C2—C1—F2A | −94.8 (3) |
O7—Pr1—O6—C14 | 59.2 (2) | O2—C4—C5—F6 | −81.6 (2) |
O4—Pr1—O7—C16 | −71.77 (18) | C3—C4—C5—F6 | 97.6 (3) |
O2—Pr1—O7—C16 | 69.17 (16) | O2—C4—C5—F4 | 37.6 (3) |
O3—Pr1—O7—C16 | 2.21 (17) | C3—C4—C5—F4 | −143.2 (2) |
O5—Pr1—O7—C16 | −60.27 (16) | O2—C4—C5—F5 | 158.7 (2) |
O6—Pr1—O7—C16 | −132.15 (17) | C3—C4—C5—F5 | −22.1 (3) |
O1—Pr1—O7—C16 | 78.49 (18) | O3—C7—C6—F9B | −50.4 (3) |
O9—Pr1—O7—C16 | 170.06 (16) | C8—C7—C6—F9B | 131.2 (2) |
O8—Pr1—O7—C16 | 152.98 (17) | O3—C7—C6—F9A | 12.5 (4) |
O4—Pr1—O7—C17 | 153.06 (13) | C8—C7—C6—F9A | −165.9 (4) |
O2—Pr1—O7—C17 | −65.99 (14) | O3—C7—C6—F8B | 67.5 (3) |
O3—Pr1—O7—C17 | −132.95 (14) | C8—C7—C6—F8B | −110.9 (3) |
O5—Pr1—O7—C17 | 164.57 (14) | O3—C7—C6—F7A | −108.4 (4) |
O6—Pr1—O7—C17 | 92.69 (14) | C8—C7—C6—F7A | 73.2 (5) |
O1—Pr1—O7—C17 | −56.68 (15) | O3—C7—C6—F8A | 130.1 (5) |
O9—Pr1—O7—C17 | 34.90 (15) | C8—C7—C6—F8A | −48.3 (5) |
O8—Pr1—O7—C17 | 17.82 (13) | O3—C7—C6—F7B | −171.50 (19) |
O4—Pr1—O8—C19 | 4.94 (16) | C8—C7—C6—F7B | 10.1 (3) |
O2—Pr1—O8—C19 | −139.87 (14) | O4—C9—C10—F12B | 60.3 (4) |
O3—Pr1—O8—C19 | −143.80 (14) | C8—C9—C10—F12B | −121.9 (3) |
O5—Pr1—O8—C19 | 111.27 (14) | O4—C9—C10—F11A | −101.7 (3) |
O6—Pr1—O8—C19 | 65.07 (14) | C8—C9—C10—F11A | 76.2 (3) |
O1—Pr1—O8—C19 | −75.72 (14) | O4—C9—C10—F10B | −169.1 (2) |
O9—Pr1—O8—C19 | −15.04 (13) | C8—C9—C10—F10B | 8.8 (3) |
O7—Pr1—O8—C19 | 149.33 (15) | O4—C9—C10—F12A | 19.0 (3) |
O4—Pr1—O8—C18 | −130.04 (14) | C8—C9—C10—F12A | −163.1 (2) |
O2—Pr1—O8—C18 | 85.14 (15) | O4—C9—C10—F11B | −55.6 (3) |
O3—Pr1—O8—C18 | 81.21 (17) | C8—C9—C10—F11B | 122.2 (2) |
O5—Pr1—O8—C18 | −23.72 (16) | O4—C9—C10—F10A | 133.6 (2) |
O6—Pr1—O8—C18 | −69.92 (15) | C8—C9—C10—F10A | −48.5 (3) |
O1—Pr1—O8—C18 | 149.30 (14) | O5—C12—C11—F14B | 148.4 (3) |
O9—Pr1—O8—C18 | −150.03 (15) | C13—C12—C11—F14B | −32.6 (3) |
O7—Pr1—O8—C18 | 14.34 (14) | O5—C12—C11—F13A | −44.7 (3) |
O4—Pr1—O9—C20 | 176.35 (15) | C13—C12—C11—F13A | 134.2 (3) |
O2—Pr1—O9—C20 | 40.77 (15) | O5—C12—C11—F15B | 26.5 (3) |
O3—Pr1—O9—C20 | 129.11 (14) | C13—C12—C11—F15B | −154.6 (3) |
O5—Pr1—O9—C20 | −129.57 (14) | O5—C12—C11—F15A | 72.7 (3) |
O6—Pr1—O9—C20 | −94.08 (15) | C13—C12—C11—F15A | −108.4 (3) |
O1—Pr1—O9—C20 | 93.58 (15) | O5—C12—C11—F14A | −165.7 (3) |
O8—Pr1—O9—C20 | −17.64 (14) | C13—C12—C11—F14A | 13.3 (4) |
O7—Pr1—O9—C20 | −34.71 (16) | O5—C12—C11—F13B | −90.1 (3) |
O4—Pr1—O9—C21 | 35.43 (17) | C13—C12—C11—F13B | 88.8 (3) |
O2—Pr1—O9—C21 | −100.15 (17) | O6—C14—C15—F17 | −85.3 (3) |
O3—Pr1—O9—C21 | −11.81 (19) | C13—C14—C15—F17 | 93.7 (3) |
O5—Pr1—O9—C21 | 89.51 (18) | O6—C14—C15—F16 | 151.5 (2) |
O6—Pr1—O9—C21 | 124.99 (18) | C13—C14—C15—F16 | −29.4 (3) |
O1—Pr1—O9—C21 | −47.34 (17) | O6—C14—C15—F18 | 32.2 (3) |
O8—Pr1—O9—C21 | −158.57 (18) | C13—C14—C15—F18 | −148.7 (2) |