Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229617006003/ov3088sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229617006003/ov30881sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229617006003/ov30882sup3.hkl |
CCDC references: 1035345; 1035344
For both compounds, data collection: APEX2 (Bruker, 2012); cell refinement: SAINT-Plus (Bruker, 2012); data reduction: SAINT-Plus (Bruker, 2012); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: XP (Sheldrick, 1998); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
[Cd(C7F5O2)2(C10H8N2)(H2O)] | F(000) = 1384 |
Mr = 708.74 | Dx = 1.889 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 12.9134 (17) Å | Cell parameters from 9896 reflections |
b = 21.035 (3) Å | θ = 2.4–27.9° |
c = 9.1946 (12) Å | µ = 0.99 mm−1 |
β = 93.696 (2)° | T = 293 K |
V = 2492.4 (6) Å3 | Block, colorless |
Z = 4 | 0.20 × 0.20 × 0.10 mm |
Bruker SMART 1000 diffractometer | 4563 reflections with I > 2σ(I) |
ω scan | Rint = 0.046 |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | θmax = 28.0°, θmin = 1.6° |
Tmin = 0.820, Tmax = 0.906 | h = −16→16 |
27341 measured reflections | k = −27→27 |
5768 independent reflections | l = −11→11 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.029 | Hydrogen site location: mixed |
wR(F2) = 0.078 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.033P)2 + 1.3218P] where P = (Fo2 + 2Fc2)/3 |
5768 reflections | (Δ/σ)max = 0.001 |
386 parameters | Δρmax = 0.36 e Å−3 |
3 restraints | Δρmin = −0.63 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.60191 (2) | 0.30624 (2) | 0.56800 (2) | 0.04113 (7) | |
F1 | 0.67461 (14) | 0.08024 (8) | 0.5474 (2) | 0.0725 (5) | |
F2 | 0.79719 (19) | −0.02121 (8) | 0.5073 (3) | 0.0978 (7) | |
F3 | 0.95843 (16) | −0.01142 (9) | 0.3333 (3) | 0.0893 (6) | |
F4 | 0.99280 (15) | 0.09955 (10) | 0.1942 (2) | 0.0814 (6) | |
F5 | 0.87236 (15) | 0.20090 (8) | 0.2372 (2) | 0.0679 (5) | |
F6 | 0.29567 (16) | 0.16095 (9) | 0.6326 (2) | 0.0811 (6) | |
F7 | 0.1413 (2) | 0.12103 (12) | 0.7919 (3) | 0.1219 (10) | |
F8 | 0.03432 (18) | 0.20562 (15) | 0.9471 (3) | 0.1235 (10) | |
F9 | 0.08386 (16) | 0.33061 (13) | 0.9433 (2) | 0.0954 (7) | |
F10 | 0.23698 (15) | 0.37123 (9) | 0.7821 (2) | 0.0750 (5) | |
O1 | 0.70407 (17) | 0.22238 (10) | 0.5417 (2) | 0.0650 (6) | |
O2 | 0.64613 (15) | 0.22066 (9) | 0.3128 (2) | 0.0540 (5) | |
O3 | 0.44652 (14) | 0.26597 (8) | 0.6422 (2) | 0.0508 (4) | |
O4 | 0.33679 (15) | 0.33297 (10) | 0.5213 (2) | 0.0563 (5) | |
O5 | 0.50225 (16) | 0.32920 (9) | 0.3558 (2) | 0.0531 (5) | |
H5A | 0.4429 | 0.3314 | 0.3905 | 0.064* | |
H5B | 0.4922 | 0.3021 | 0.2878 | 0.064* | |
N1 | 0.71810 (17) | 0.38313 (10) | 0.4861 (3) | 0.0501 (5) | |
N2 | 0.56594 (17) | 0.40639 (9) | 0.6665 (2) | 0.0449 (5) | |
C1 | 0.70005 (18) | 0.20018 (10) | 0.4159 (3) | 0.0370 (5) | |
C2 | 0.76988 (18) | 0.14320 (11) | 0.3931 (3) | 0.0381 (5) | |
C3 | 0.7533 (2) | 0.08634 (12) | 0.4610 (3) | 0.0487 (6) | |
C4 | 0.8157 (2) | 0.03378 (12) | 0.4406 (4) | 0.0585 (7) | |
C5 | 0.8959 (2) | 0.03876 (13) | 0.3517 (3) | 0.0579 (7) | |
C6 | 0.9142 (2) | 0.09466 (14) | 0.2827 (3) | 0.0539 (7) | |
C7 | 0.8512 (2) | 0.14623 (12) | 0.3038 (3) | 0.0453 (6) | |
C8 | 0.3589 (2) | 0.29079 (12) | 0.6124 (3) | 0.0443 (6) | |
C9 | 0.2711 (2) | 0.26732 (13) | 0.7014 (3) | 0.0481 (6) | |
C10 | 0.2438 (2) | 0.20410 (14) | 0.7082 (4) | 0.0593 (8) | |
C11 | 0.1639 (3) | 0.18290 (18) | 0.7874 (5) | 0.0772 (11) | |
C12 | 0.1102 (3) | 0.2261 (2) | 0.8657 (4) | 0.0797 (11) | |
C13 | 0.1347 (2) | 0.28900 (19) | 0.8634 (4) | 0.0678 (9) | |
C14 | 0.2141 (2) | 0.30916 (15) | 0.7810 (3) | 0.0560 (7) | |
C15 | 0.7924 (3) | 0.36960 (15) | 0.3969 (4) | 0.0669 (8) | |
H15 | 0.8035 | 0.3273 | 0.3731 | 0.080* | |
C16 | 0.8535 (3) | 0.41523 (18) | 0.3386 (4) | 0.0801 (11) | |
H16 | 0.9060 | 0.4042 | 0.2788 | 0.096* | |
C17 | 0.8346 (3) | 0.47779 (19) | 0.3715 (5) | 0.0875 (12) | |
H17 | 0.8744 | 0.5098 | 0.3333 | 0.105* | |
C18 | 0.7571 (3) | 0.49294 (15) | 0.4604 (4) | 0.0692 (9) | |
H18 | 0.7432 | 0.5352 | 0.4819 | 0.083* | |
C19 | 0.6997 (2) | 0.44442 (12) | 0.5179 (3) | 0.0470 (6) | |
C20 | 0.6171 (2) | 0.45714 (11) | 0.6191 (3) | 0.0445 (6) | |
C21 | 0.5923 (3) | 0.51798 (13) | 0.6658 (4) | 0.0652 (8) | |
H21 | 0.6275 | 0.5531 | 0.6325 | 0.078* | |
C22 | 0.5160 (3) | 0.52579 (15) | 0.7611 (4) | 0.0756 (10) | |
H22 | 0.4985 | 0.5663 | 0.7916 | 0.091* | |
C23 | 0.4655 (3) | 0.47377 (14) | 0.8111 (4) | 0.0640 (8) | |
H23 | 0.4143 | 0.4781 | 0.8769 | 0.077* | |
C24 | 0.4930 (2) | 0.41486 (13) | 0.7608 (3) | 0.0536 (7) | |
H24 | 0.4590 | 0.3793 | 0.7943 | 0.064* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.04649 (12) | 0.02783 (9) | 0.04980 (12) | −0.00014 (7) | 0.00863 (8) | 0.00103 (7) |
F1 | 0.0695 (11) | 0.0516 (10) | 0.1003 (14) | 0.0006 (8) | 0.0350 (10) | 0.0177 (9) |
F2 | 0.1159 (18) | 0.0359 (9) | 0.144 (2) | 0.0126 (10) | 0.0283 (15) | 0.0266 (11) |
F3 | 0.0860 (14) | 0.0556 (11) | 0.1266 (17) | 0.0365 (10) | 0.0079 (12) | −0.0180 (11) |
F4 | 0.0658 (12) | 0.0912 (14) | 0.0908 (14) | 0.0204 (10) | 0.0327 (10) | −0.0077 (11) |
F5 | 0.0724 (12) | 0.0545 (10) | 0.0801 (12) | 0.0043 (8) | 0.0295 (10) | 0.0178 (9) |
F6 | 0.0833 (13) | 0.0477 (10) | 0.1106 (16) | −0.0113 (9) | −0.0065 (12) | −0.0053 (10) |
F7 | 0.119 (2) | 0.0870 (16) | 0.158 (2) | −0.0581 (15) | −0.0065 (17) | 0.0313 (16) |
F8 | 0.0749 (15) | 0.179 (3) | 0.119 (2) | −0.0434 (16) | 0.0192 (14) | 0.0482 (18) |
F9 | 0.0669 (13) | 0.142 (2) | 0.0788 (14) | 0.0230 (13) | 0.0190 (11) | 0.0044 (14) |
F10 | 0.0789 (13) | 0.0563 (11) | 0.0918 (14) | 0.0054 (9) | 0.0201 (10) | −0.0047 (10) |
O1 | 0.0808 (15) | 0.0583 (12) | 0.0538 (12) | 0.0294 (11) | −0.0115 (10) | −0.0172 (10) |
O2 | 0.0697 (13) | 0.0442 (10) | 0.0474 (11) | 0.0217 (9) | −0.0014 (9) | −0.0010 (8) |
O3 | 0.0425 (10) | 0.0441 (10) | 0.0653 (12) | −0.0007 (8) | −0.0007 (8) | 0.0130 (9) |
O4 | 0.0575 (12) | 0.0534 (11) | 0.0578 (12) | 0.0085 (9) | 0.0018 (9) | 0.0124 (9) |
O5 | 0.0699 (13) | 0.0400 (10) | 0.0491 (11) | 0.0057 (9) | 0.0020 (9) | −0.0044 (8) |
N1 | 0.0492 (13) | 0.0378 (11) | 0.0643 (14) | −0.0001 (9) | 0.0127 (11) | 0.0078 (10) |
N2 | 0.0485 (12) | 0.0302 (10) | 0.0563 (13) | −0.0034 (9) | 0.0052 (10) | −0.0031 (9) |
C1 | 0.0384 (12) | 0.0266 (11) | 0.0461 (13) | 0.0004 (9) | 0.0049 (10) | −0.0001 (10) |
C2 | 0.0381 (12) | 0.0323 (11) | 0.0435 (13) | 0.0045 (9) | −0.0009 (10) | −0.0035 (10) |
C3 | 0.0469 (15) | 0.0398 (13) | 0.0597 (16) | 0.0013 (11) | 0.0067 (12) | 0.0037 (12) |
C4 | 0.0653 (18) | 0.0306 (13) | 0.079 (2) | 0.0053 (12) | 0.0026 (15) | 0.0065 (13) |
C5 | 0.0569 (17) | 0.0435 (15) | 0.073 (2) | 0.0178 (13) | −0.0004 (14) | −0.0130 (14) |
C6 | 0.0442 (15) | 0.0580 (17) | 0.0600 (17) | 0.0095 (12) | 0.0068 (12) | −0.0102 (13) |
C7 | 0.0456 (14) | 0.0398 (13) | 0.0504 (14) | 0.0027 (11) | 0.0034 (11) | −0.0013 (11) |
C8 | 0.0470 (14) | 0.0377 (13) | 0.0475 (14) | −0.0043 (11) | −0.0014 (11) | −0.0012 (10) |
C9 | 0.0409 (13) | 0.0480 (14) | 0.0540 (15) | −0.0051 (11) | −0.0081 (11) | 0.0090 (12) |
C10 | 0.0506 (16) | 0.0533 (17) | 0.072 (2) | −0.0122 (13) | −0.0132 (14) | 0.0055 (14) |
C11 | 0.064 (2) | 0.072 (2) | 0.092 (3) | −0.0342 (18) | −0.0198 (19) | 0.022 (2) |
C12 | 0.0498 (19) | 0.111 (3) | 0.078 (2) | −0.022 (2) | −0.0050 (16) | 0.029 (2) |
C13 | 0.0445 (16) | 0.098 (3) | 0.0609 (19) | 0.0017 (17) | −0.0004 (14) | 0.0104 (18) |
C14 | 0.0464 (15) | 0.0628 (18) | 0.0583 (17) | 0.0015 (13) | 0.0003 (13) | 0.0073 (14) |
C15 | 0.0644 (19) | 0.0550 (17) | 0.084 (2) | 0.0033 (15) | 0.0279 (17) | 0.0118 (16) |
C16 | 0.067 (2) | 0.079 (2) | 0.098 (3) | −0.0057 (18) | 0.0328 (19) | 0.022 (2) |
C17 | 0.081 (3) | 0.072 (2) | 0.112 (3) | −0.024 (2) | 0.028 (2) | 0.026 (2) |
C18 | 0.071 (2) | 0.0451 (16) | 0.093 (2) | −0.0130 (15) | 0.0151 (18) | 0.0104 (16) |
C19 | 0.0482 (14) | 0.0366 (13) | 0.0554 (16) | −0.0060 (11) | −0.0035 (12) | 0.0083 (11) |
C20 | 0.0493 (14) | 0.0306 (12) | 0.0526 (14) | −0.0013 (10) | −0.0054 (11) | 0.0037 (10) |
C21 | 0.090 (2) | 0.0284 (13) | 0.077 (2) | −0.0005 (14) | 0.0089 (18) | 0.0021 (13) |
C22 | 0.105 (3) | 0.0368 (16) | 0.087 (2) | 0.0128 (17) | 0.017 (2) | −0.0066 (15) |
C23 | 0.076 (2) | 0.0487 (16) | 0.069 (2) | 0.0101 (15) | 0.0149 (16) | −0.0124 (14) |
C24 | 0.0591 (17) | 0.0398 (14) | 0.0630 (17) | −0.0035 (12) | 0.0119 (13) | −0.0100 (12) |
Cd1—O1 | 2.2253 (19) | C2—C7 | 1.376 (3) |
Cd1—O5 | 2.318 (2) | C3—C4 | 1.387 (4) |
Cd1—O3 | 2.3210 (18) | C4—C5 | 1.364 (4) |
Cd1—N2 | 2.351 (2) | C5—C6 | 1.364 (4) |
Cd1—O2i | 2.3551 (19) | C6—C7 | 1.377 (4) |
Cd1—N1 | 2.362 (2) | C8—C9 | 1.523 (4) |
F1—C3 | 1.336 (3) | C9—C10 | 1.378 (4) |
F2—C4 | 1.338 (3) | C9—C14 | 1.386 (4) |
F3—C5 | 1.346 (3) | C10—C11 | 1.374 (5) |
F4—C6 | 1.346 (3) | C11—C12 | 1.374 (6) |
F5—C7 | 1.339 (3) | C12—C13 | 1.362 (5) |
F6—C10 | 1.348 (4) | C13—C14 | 1.381 (4) |
F7—C11 | 1.335 (4) | C15—C16 | 1.373 (4) |
F8—C12 | 1.341 (4) | C15—H15 | 0.9300 |
F9—C13 | 1.341 (4) | C16—C17 | 1.375 (5) |
F10—C14 | 1.338 (3) | C16—H16 | 0.9300 |
O1—C1 | 1.245 (3) | C17—C18 | 1.370 (5) |
O2—C1 | 1.218 (3) | C17—H17 | 0.9300 |
O2—Cd1ii | 2.3551 (19) | C18—C19 | 1.386 (4) |
O3—C8 | 1.260 (3) | C18—H18 | 0.9300 |
O4—C8 | 1.241 (3) | C19—C20 | 1.485 (4) |
O5—H5A | 0.850 (5) | C20—C21 | 1.394 (4) |
O5—H5B | 0.8492 | C21—C22 | 1.371 (5) |
N1—C15 | 1.332 (4) | C21—H21 | 0.9300 |
N1—C19 | 1.346 (3) | C22—C23 | 1.368 (5) |
N2—C24 | 1.333 (3) | C22—H22 | 0.9300 |
N2—C20 | 1.343 (3) | C23—C24 | 1.377 (4) |
C1—C2 | 1.523 (3) | C23—H23 | 0.9300 |
C2—C3 | 1.372 (3) | C24—H24 | 0.9300 |
O1—Cd1—O5 | 112.00 (7) | O3—C8—C9 | 116.0 (2) |
O1—Cd1—O3 | 105.81 (8) | C10—C9—C14 | 116.3 (3) |
O5—Cd1—O3 | 83.10 (7) | C10—C9—C8 | 122.6 (3) |
O1—Cd1—N2 | 152.30 (8) | C14—C9—C8 | 121.1 (2) |
O5—Cd1—N2 | 91.42 (7) | F6—C10—C11 | 118.0 (3) |
O3—Cd1—N2 | 91.01 (7) | F6—C10—C9 | 119.3 (3) |
O1—Cd1—O2i | 78.73 (7) | C11—C10—C9 | 122.7 (3) |
O5—Cd1—O2i | 160.35 (7) | F7—C11—C12 | 120.6 (4) |
O3—Cd1—O2i | 78.00 (7) | F7—C11—C10 | 120.4 (4) |
N2—Cd1—O2i | 83.62 (7) | C12—C11—C10 | 119.0 (3) |
O1—Cd1—N1 | 96.60 (9) | F8—C12—C13 | 120.0 (4) |
O5—Cd1—N1 | 85.33 (8) | F8—C12—C11 | 119.5 (4) |
O3—Cd1—N1 | 157.32 (7) | C13—C12—C11 | 120.5 (3) |
N2—Cd1—N1 | 69.80 (7) | F9—C13—C12 | 120.2 (3) |
O2i—Cd1—N1 | 110.45 (7) | F9—C13—C14 | 120.5 (3) |
C1—O1—Cd1 | 114.12 (16) | C12—C13—C14 | 119.3 (4) |
C1—O2—Cd1ii | 138.60 (16) | F10—C14—C13 | 117.8 (3) |
C8—O3—Cd1 | 124.46 (16) | F10—C14—C9 | 120.0 (3) |
Cd1—O5—H5A | 99 (2) | C13—C14—C9 | 122.2 (3) |
Cd1—O5—H5B | 122.0 | N1—C15—C16 | 123.0 (3) |
H5A—O5—H5B | 102.4 | N1—C15—H15 | 118.5 |
C15—N1—C19 | 118.9 (2) | C16—C15—H15 | 118.5 |
C15—N1—Cd1 | 123.2 (2) | C15—C16—C17 | 118.0 (3) |
C19—N1—Cd1 | 117.49 (17) | C15—C16—H16 | 121.0 |
C24—N2—C20 | 119.2 (2) | C17—C16—H16 | 121.0 |
C24—N2—Cd1 | 122.40 (17) | C18—C17—C16 | 120.0 (3) |
C20—N2—Cd1 | 118.30 (17) | C18—C17—H17 | 120.0 |
O2—C1—O1 | 125.3 (2) | C16—C17—H17 | 120.0 |
O2—C1—C2 | 119.0 (2) | C17—C18—C19 | 119.0 (3) |
O1—C1—C2 | 115.7 (2) | C17—C18—H18 | 120.5 |
C3—C2—C7 | 117.3 (2) | C19—C18—H18 | 120.5 |
C3—C2—C1 | 120.8 (2) | N1—C19—C18 | 121.1 (3) |
C7—C2—C1 | 121.8 (2) | N1—C19—C20 | 116.9 (2) |
F1—C3—C2 | 120.0 (2) | C18—C19—C20 | 122.0 (3) |
F1—C3—C4 | 118.3 (2) | N2—C20—C21 | 120.2 (3) |
C2—C3—C4 | 121.6 (3) | N2—C20—C19 | 116.6 (2) |
F2—C4—C5 | 120.4 (3) | C21—C20—C19 | 123.2 (2) |
F2—C4—C3 | 120.3 (3) | C22—C21—C20 | 119.7 (3) |
C5—C4—C3 | 119.3 (3) | C22—C21—H21 | 120.1 |
F3—C5—C4 | 120.0 (3) | C20—C21—H21 | 120.1 |
F3—C5—C6 | 119.6 (3) | C23—C22—C21 | 119.8 (3) |
C4—C5—C6 | 120.4 (2) | C23—C22—H22 | 120.1 |
F4—C6—C5 | 120.5 (2) | C21—C22—H22 | 120.1 |
F4—C6—C7 | 120.0 (3) | C22—C23—C24 | 117.9 (3) |
C5—C6—C7 | 119.5 (3) | C22—C23—H23 | 121.0 |
F5—C7—C2 | 119.9 (2) | C24—C23—H23 | 121.0 |
F5—C7—C6 | 118.2 (2) | N2—C24—C23 | 123.1 (3) |
C2—C7—C6 | 121.9 (2) | N2—C24—H24 | 118.4 |
O4—C8—O3 | 127.4 (3) | C23—C24—H24 | 118.4 |
O4—C8—C9 | 116.6 (2) |
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x, −y+1/2, z−1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O4 | 0.85 | 1.88 | 2.702 (3) | 162 |
O5—H5B···O3ii | 0.85 | 2.02 | 2.864 (3) | 170 |
C23—H23···F1iii | 0.93 | 2.55 | 3.208 (3) | 128 |
C17—H17···F4iv | 0.93 | 2.57 | 3.474 (3) | 163 |
Symmetry codes: (ii) x, −y+1/2, z−1/2; (iii) −x+1, y+1/2, −z+3/2; (iv) −x+2, y+1/2, −z+1/2. |
[Cd(C7F5O2)2(C10H8N2)(H2O)2] | F(000) = 1424 |
Mr = 726.76 | Dx = 1.835 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 21.402 (5) Å | Cell parameters from 7822 reflections |
b = 11.711 (2) Å | θ = 2.6–27.8° |
c = 10.955 (2) Å | µ = 0.95 mm−1 |
β = 106.639 (3)° | T = 293 K |
V = 2630.8 (9) Å3 | Block, colorless |
Z = 4 | 0.20 × 0.15 × 0.10 mm |
Bruker SMART 1000 diffractometer | 2822 reflections with I > 2σ(I) |
ω–scan | Rint = 0.019 |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | θmax = 27.8°, θmin = 2.0° |
Tmin = 0.844, Tmax = 0.910 | h = −28→28 |
14831 measured reflections | k = −15→15 |
3071 independent reflections | l = −14→14 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.027 | Hydrogen site location: mixed |
wR(F2) = 0.077 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0431P)2 + 3.3658P] where P = (Fo2 + 2Fc2)/3 |
3071 reflections | (Δ/σ)max < 0.001 |
197 parameters | Δρmax = 0.53 e Å−3 |
3 restraints | Δρmin = −0.47 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.5000 | 0.45017 (2) | 0.2500 | 0.03903 (9) | |
F1 | 0.77071 (16) | 0.5030 (4) | 0.5070 (3) | 0.1591 (14) | |
F2 | 0.85687 (14) | 0.4642 (4) | 0.7352 (4) | 0.192 (2) | |
F3 | 0.83010 (12) | 0.3149 (3) | 0.8977 (2) | 0.1273 (11) | |
F4 | 0.7139 (2) | 0.2112 (4) | 0.8366 (3) | 0.215 (2) | |
F5 | 0.62531 (14) | 0.2537 (3) | 0.6141 (3) | 0.1788 (19) | |
O1 | 0.59114 (8) | 0.44052 (13) | 0.42665 (15) | 0.0466 (4) | |
O2 | 0.66278 (13) | 0.3799 (3) | 0.3292 (2) | 0.0912 (8) | |
O3 | 0.56669 (11) | 0.43414 (16) | 0.11936 (18) | 0.0594 (5) | |
H3A | 0.6024 | 0.4295 | 0.1724 | 0.089* | |
H3B | 0.5743 | 0.4803 | 0.0749 | 0.089* | |
N1 | 0.5000 | 0.2514 (2) | 0.2500 | 0.0425 (6) | |
N2 | 0.5000 | −0.3524 (2) | 0.2500 | 0.0469 (6) | |
C1 | 0.64570 (13) | 0.4020 (2) | 0.4238 (2) | 0.0502 (6) | |
C2 | 0.69469 (12) | 0.3805 (2) | 0.5528 (2) | 0.0505 (6) | |
C3 | 0.75471 (17) | 0.4306 (4) | 0.5872 (4) | 0.0784 (9) | |
C4 | 0.79944 (16) | 0.4105 (5) | 0.7035 (4) | 0.0940 (12) | |
C5 | 0.78551 (16) | 0.3373 (4) | 0.7865 (3) | 0.0829 (11) | |
C6 | 0.7279 (2) | 0.2843 (4) | 0.7559 (3) | 0.1000 (14) | |
C7 | 0.68283 (17) | 0.3072 (4) | 0.6402 (3) | 0.0860 (11) | |
C8 | 0.51835 (13) | 0.19232 (19) | 0.3584 (2) | 0.0486 (6) | |
H8 | 0.5303 | 0.2324 | 0.4348 | 0.058* | |
C9 | 0.52045 (13) | 0.07461 (19) | 0.3628 (2) | 0.0472 (5) | |
H9 | 0.5354 | 0.0370 | 0.4405 | 0.057* | |
C10 | 0.5000 | 0.0127 (2) | 0.2500 | 0.0376 (6) | |
C11 | 0.5000 | −0.1137 (2) | 0.2500 | 0.0391 (6) | |
C12 | 0.54800 (13) | −0.17523 (19) | 0.3357 (2) | 0.0555 (7) | |
H12 | 0.5814 | −0.1375 | 0.3954 | 0.067* | |
C13 | 0.54625 (13) | −0.2929 (2) | 0.3324 (3) | 0.0583 (7) | |
H13 | 0.5791 | −0.3327 | 0.3908 | 0.070* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.05667 (15) | 0.01973 (11) | 0.03582 (13) | 0.000 | 0.00542 (9) | 0.000 |
F1 | 0.125 (2) | 0.215 (3) | 0.128 (2) | −0.078 (2) | 0.0213 (19) | 0.055 (3) |
F2 | 0.0712 (17) | 0.303 (6) | 0.170 (3) | −0.067 (2) | −0.0137 (19) | 0.025 (3) |
F3 | 0.0861 (15) | 0.198 (3) | 0.0683 (13) | 0.0518 (17) | −0.0257 (11) | −0.0073 (15) |
F4 | 0.195 (4) | 0.296 (5) | 0.102 (2) | −0.076 (3) | −0.039 (2) | 0.127 (3) |
F5 | 0.126 (2) | 0.260 (4) | 0.1059 (19) | −0.106 (3) | −0.0382 (16) | 0.104 (2) |
O1 | 0.0530 (9) | 0.0443 (9) | 0.0375 (8) | 0.0068 (7) | 0.0047 (7) | −0.0038 (6) |
O2 | 0.0954 (17) | 0.134 (2) | 0.0454 (11) | 0.0530 (16) | 0.0229 (11) | 0.0100 (13) |
O3 | 0.0785 (13) | 0.0569 (11) | 0.0453 (10) | 0.0032 (9) | 0.0216 (9) | 0.0119 (8) |
N1 | 0.0654 (17) | 0.0204 (10) | 0.0391 (13) | 0.000 | 0.0108 (12) | 0.000 |
N2 | 0.0583 (16) | 0.0248 (12) | 0.0496 (15) | 0.000 | 0.0025 (12) | 0.000 |
C1 | 0.0619 (15) | 0.0472 (13) | 0.0390 (12) | 0.0119 (11) | 0.0103 (10) | 0.0049 (10) |
C2 | 0.0500 (13) | 0.0566 (15) | 0.0427 (12) | 0.0111 (11) | 0.0099 (10) | 0.0022 (10) |
C3 | 0.0619 (18) | 0.100 (3) | 0.074 (2) | −0.0073 (17) | 0.0210 (16) | 0.0094 (18) |
C4 | 0.0419 (15) | 0.142 (4) | 0.088 (3) | −0.0013 (19) | 0.0014 (16) | −0.010 (3) |
C5 | 0.0586 (18) | 0.123 (3) | 0.0542 (17) | 0.0327 (19) | −0.0043 (14) | −0.0047 (19) |
C6 | 0.094 (3) | 0.135 (4) | 0.0529 (19) | −0.005 (2) | −0.0074 (17) | 0.034 (2) |
C7 | 0.0678 (19) | 0.121 (3) | 0.0552 (18) | −0.0161 (19) | −0.0051 (15) | 0.0302 (19) |
C8 | 0.0779 (17) | 0.0278 (10) | 0.0357 (11) | −0.0071 (10) | 0.0091 (11) | −0.0038 (8) |
C9 | 0.0733 (16) | 0.0282 (10) | 0.0343 (11) | −0.0061 (10) | 0.0059 (10) | 0.0026 (8) |
C10 | 0.0483 (16) | 0.0213 (12) | 0.0401 (15) | 0.000 | 0.0075 (12) | 0.000 |
C11 | 0.0506 (16) | 0.0222 (13) | 0.0400 (15) | 0.000 | 0.0059 (12) | 0.000 |
C12 | 0.0624 (15) | 0.0270 (11) | 0.0573 (15) | −0.0036 (9) | −0.0144 (12) | 0.0019 (9) |
C13 | 0.0660 (16) | 0.0267 (11) | 0.0627 (16) | 0.0019 (10) | −0.0131 (13) | 0.0061 (10) |
Cd1—O3 | 2.300 (2) | N2—Cd1iii | 2.312 (3) |
Cd1—O3i | 2.300 (2) | C1—C2 | 1.520 (3) |
Cd1—N2ii | 2.312 (3) | C2—C7 | 1.362 (4) |
Cd1—O1i | 2.3240 (17) | C2—C3 | 1.364 (4) |
Cd1—O1 | 2.3240 (17) | C3—C4 | 1.378 (5) |
Cd1—N1 | 2.328 (2) | C4—C5 | 1.343 (6) |
F1—C3 | 1.334 (4) | C5—C6 | 1.336 (6) |
F2—C4 | 1.335 (5) | C6—C7 | 1.381 (4) |
F3—C5 | 1.341 (3) | C8—C9 | 1.380 (3) |
F4—C6 | 1.324 (5) | C8—H8 | 0.9300 |
F5—C7 | 1.337 (4) | C9—C10 | 1.391 (3) |
O1—C1 | 1.260 (3) | C9—H9 | 0.9300 |
O2—C1 | 1.222 (3) | C10—C9i | 1.391 (3) |
O3—H3A | 0.8188 | C10—C11 | 1.481 (4) |
O3—H3B | 0.7765 | C11—C12 | 1.379 (3) |
N1—C8i | 1.333 (3) | C11—C12i | 1.379 (3) |
N1—C8 | 1.333 (3) | C12—C13 | 1.378 (3) |
N2—C13 | 1.330 (3) | C12—H12 | 0.9300 |
N2—C13i | 1.330 (3) | C13—H13 | 0.9300 |
O3—Cd1—O3i | 170.64 (9) | F1—C3—C4 | 118.5 (4) |
O3—Cd1—N2ii | 94.68 (5) | C2—C3—C4 | 122.1 (3) |
O3i—Cd1—N2ii | 94.68 (5) | F2—C4—C5 | 119.4 (4) |
O3—Cd1—O1i | 90.02 (7) | F2—C4—C3 | 120.3 (5) |
O3i—Cd1—O1i | 89.53 (7) | C5—C4—C3 | 120.3 (3) |
N2ii—Cd1—O1i | 92.79 (4) | C6—C5—F3 | 120.2 (4) |
O3—Cd1—O1 | 89.53 (7) | C6—C5—C4 | 119.7 (3) |
O3i—Cd1—O1 | 90.02 (7) | F3—C5—C4 | 120.1 (4) |
N2ii—Cd1—O1 | 92.79 (4) | F4—C6—C5 | 120.1 (3) |
O1i—Cd1—O1 | 174.43 (8) | F4—C6—C7 | 120.5 (4) |
O3—Cd1—N1 | 85.32 (5) | C5—C6—C7 | 119.4 (4) |
O3i—Cd1—N1 | 85.32 (5) | F5—C7—C2 | 119.4 (3) |
N2ii—Cd1—N1 | 180.0 | F5—C7—C6 | 117.6 (3) |
O1i—Cd1—N1 | 87.21 (4) | C2—C7—C6 | 123.1 (3) |
O1—Cd1—N1 | 87.21 (4) | N1—C8—C9 | 123.2 (2) |
C1—O1—Cd1 | 124.03 (15) | N1—C8—H8 | 118.4 |
Cd1—O3—H3A | 100.6 | C9—C8—H8 | 118.4 |
Cd1—O3—H3B | 127.9 | C8—C9—C10 | 119.4 (2) |
H3A—O3—H3B | 99.8 | C8—C9—H9 | 120.3 |
C8i—N1—C8 | 117.5 (3) | C10—C9—H9 | 120.3 |
C8i—N1—Cd1 | 121.27 (13) | C9i—C10—C9 | 117.2 (3) |
C8—N1—Cd1 | 121.27 (13) | C9i—C10—C11 | 121.42 (13) |
C13—N2—C13i | 116.7 (3) | C9—C10—C11 | 121.42 (13) |
C13—N2—Cd1iii | 121.63 (14) | C12—C11—C12i | 117.1 (3) |
C13i—N2—Cd1iii | 121.63 (14) | C12—C11—C10 | 121.47 (14) |
O2—C1—O1 | 127.0 (2) | C12i—C11—C10 | 121.47 (14) |
O2—C1—C2 | 117.3 (2) | C13—C12—C11 | 119.6 (2) |
O1—C1—C2 | 115.7 (2) | C13—C12—H12 | 120.2 |
C7—C2—C3 | 115.3 (3) | C11—C12—H12 | 120.2 |
C7—C2—C1 | 122.7 (3) | N2—C13—C12 | 123.5 (2) |
C3—C2—C1 | 122.0 (3) | N2—C13—H13 | 118.3 |
F1—C3—C2 | 119.4 (3) | C12—C13—H13 | 118.3 |
Cd1—O1—C1—O2 | 11.5 (4) | C3—C2—C7—F5 | −179.6 (4) |
Cd1—O1—C1—C2 | −167.95 (16) | C1—C2—C7—F5 | −1.8 (6) |
O2—C1—C2—C7 | −120.1 (4) | C3—C2—C7—C6 | 0.0 (6) |
O1—C1—C2—C7 | 59.3 (4) | C1—C2—C7—C6 | 177.8 (4) |
O2—C1—C2—C3 | 57.5 (4) | F4—C6—C7—F5 | 0.4 (8) |
O1—C1—C2—C3 | −123.0 (3) | C5—C6—C7—F5 | −179.0 (5) |
C7—C2—C3—F1 | 179.5 (4) | F4—C6—C7—C2 | −179.2 (5) |
C1—C2—C3—F1 | 1.7 (6) | C5—C6—C7—C2 | 1.4 (8) |
C7—C2—C3—C4 | −1.6 (6) | C8i—N1—C8—C9 | 1.4 (2) |
C1—C2—C3—C4 | −179.4 (3) | Cd1—N1—C8—C9 | −178.6 (2) |
F1—C3—C4—F2 | 1.2 (7) | N1—C8—C9—C10 | −2.9 (4) |
C2—C3—C4—F2 | −177.8 (4) | C8—C9—C10—C9i | 1.33 (19) |
F1—C3—C4—C5 | −179.3 (5) | C8—C9—C10—C11 | −178.67 (19) |
C2—C3—C4—C5 | 1.8 (7) | C9i—C10—C11—C12 | 143.9 (2) |
F2—C4—C5—C6 | 179.3 (5) | C9—C10—C11—C12 | −36.1 (2) |
C3—C4—C5—C6 | −0.3 (7) | C9i—C10—C11—C12i | −36.1 (2) |
F2—C4—C5—F3 | −2.8 (7) | C9—C10—C11—C12i | 143.9 (2) |
C3—C4—C5—F3 | 177.6 (4) | C12i—C11—C12—C13 | 0.1 (2) |
F3—C5—C6—F4 | 1.5 (7) | C10—C11—C12—C13 | −179.9 (2) |
C4—C5—C6—F4 | 179.4 (5) | C13i—N2—C13—C12 | 0.1 (2) |
F3—C5—C6—C7 | −179.1 (4) | Cd1iii—N2—C13—C12 | −179.9 (2) |
C4—C5—C6—C7 | −1.2 (7) | C11—C12—C13—N2 | −0.2 (5) |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) x, y+1, z; (iii) x, y−1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3A···O2 | 0.82 | 1.92 | 2.685 (4) | 155 |
O3—H3B···O1iv | 0.78 | 1.99 | 2.742 (3) | 163 |
C12—H12···F3v | 0.93 | 2.56 | 3.315 (5) | 138 |
C8—H8···F5 | 0.93 | 2.40 | 3.152 (4) | 138 |
Symmetry codes: (iv) x, −y+1, z−1/2; (v) −x+3/2, y−1/2, −z+3/2. |
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