

Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229619010192/sk3734sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2053229619010192/sk3734Isup2.hkl |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2053229619010192/sk3734IIsup3.hkl |
CCDC references: 1940971; 1940972
For both structures, data collection: APEX3 (Bruker 2016); cell refinement: SAINT (Bruker 2016); data reduction: SAINT (Bruker 2016); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: publCIF (Westrip, 2010).
[Cd(C22H14N2O8)(H2O)4]·1.66H2O | Z = 2 |
Mr = 648.73 | F(000) = 657 |
Triclinic, P1 | Dx = 1.748 Mg m−3 |
a = 10.4471 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9855 (5) Å | Cell parameters from 9203 reflections |
c = 11.6347 (5) Å | θ = 2.6–27.4° |
α = 83.241 (1)° | µ = 0.96 mm−1 |
β = 70.219 (1)° | T = 293 K |
γ = 79.242 (1)° | Block, colourless |
V = 1232.25 (9) Å3 | 0.13 × 0.12 × 0.11 mm |
Bruker D8 VENTURE PHOTON diffractometer | 5131 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.031 |
φ and ω scans | θmax = 27.6°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −13→13 |
k = −14→14 | |
30622 measured reflections | l = −15→15 |
5697 independent reflections |
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)] = 0.028 | Hydrogen site location: mixed |
wR(F2) = 0.068 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0312P)2 + 1.0666P] where P = (Fo2 + 2Fc2)/3 |
5697 reflections | (Δ/σ)max = 0.001 |
353 parameters | Δρmax = 1.15 e Å−3 |
0 restraints | Δρmin = −0.64 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 | Occ. (<1) | |
Cd1 | 0.43615 (2) | 0.12847 (2) | 0.76738 (2) | 0.02377 (6) | |
O1 | 1.27090 (17) | 0.18929 (18) | 0.38093 (16) | 0.0389 (4) | |
O2 | 1.1372 (2) | 0.1274 (2) | 0.56395 (17) | 0.0497 (5) | |
O3 | 0.55664 (19) | 0.2742 (2) | 0.46943 (19) | 0.0576 (6) | |
O4 | 0.62752 (18) | 0.2006 (2) | 0.62825 (15) | 0.0445 (5) | |
O5 | 0.5944 (2) | 0.02886 (18) | 0.8546 (2) | 0.0547 (6) | |
H5A | 0.628445 | 0.082247 | 0.877753 | 0.082* | |
H5B | 0.616685 | −0.043183 | 0.884453 | 0.082* | |
O6 | 0.4721 (2) | −0.05295 (19) | 0.6765 (2) | 0.0595 (6) | |
H6A | 0.420268 | −0.102370 | 0.722889 | 0.089* | |
H6B | 0.555358 | −0.087320 | 0.663150 | 0.089* | |
O7 | 0.23004 (18) | 0.06559 (16) | 0.88884 (16) | 0.0359 (4) | |
H7A | 0.245951 | −0.006754 | 0.921091 | 0.054* | |
H7B | 0.183391 | 0.057106 | 0.843761 | 0.054* | |
O8 | 0.31814 (17) | 0.22663 (17) | 0.64012 (15) | 0.0358 (4) | |
H8A | 0.276316 | 0.175651 | 0.622822 | 0.054* | |
H8B | 0.375056 | 0.246921 | 0.571842 | 0.054* | |
O9 | 0.40820 (18) | 0.30147 (16) | 0.86689 (15) | 0.0343 (4) | |
O10 | 0.3360 (2) | 0.19959 (15) | 1.04956 (16) | 0.0392 (4) | |
O11 | 0.3559 (2) | 0.76280 (18) | 0.86338 (17) | 0.0480 (5) | |
O12 | 0.2606 (2) | 0.85238 (16) | 1.04181 (19) | 0.0439 (4) | |
O13 | 1.0166 (2) | 0.0547 (3) | 0.8032 (2) | 0.0662 (7) | |
H13A | 1.054049 | 0.077932 | 0.728864 | 0.099* | |
H13B | 0.931169 | 0.050342 | 0.833564 | 0.099* | |
O14 | 0.6264 (4) | 0.4961 (4) | 0.3353 (5) | 0.093 (2) | 0.660 (8) |
H14A | 0.577858 | 0.443713 | 0.380646 | 0.140* | 0.660 (8) |
H14B | 0.595648 | 0.542953 | 0.283856 | 0.140* | 0.660 (8) |
N1 | 0.95713 (19) | 0.22884 (17) | 0.23719 (16) | 0.0246 (4) | |
N2 | 0.31381 (18) | 0.50869 (17) | 1.22416 (16) | 0.0232 (4) | |
C1 | 1.1598 (2) | 0.1650 (2) | 0.4549 (2) | 0.0304 (5) | |
C2 | 1.0382 (2) | 0.1869 (2) | 0.40691 (19) | 0.0250 (4) | |
C3 | 0.9029 (2) | 0.1906 (2) | 0.4837 (2) | 0.0268 (5) | |
H3 | 0.884507 | 0.174048 | 0.567519 | 0.032* | |
C4 | 0.7953 (2) | 0.2188 (2) | 0.43601 (19) | 0.0256 (4) | |
C5 | 0.6459 (2) | 0.2310 (2) | 0.5176 (2) | 0.0300 (5) | |
C6 | 0.8253 (2) | 0.2371 (2) | 0.3111 (2) | 0.0260 (4) | |
H6 | 0.754193 | 0.255345 | 0.277649 | 0.031* | |
C7 | 1.0626 (2) | 0.2059 (2) | 0.2827 (2) | 0.0256 (4) | |
H7 | 1.152560 | 0.202946 | 0.229730 | 0.031* | |
C8 | 0.9880 (2) | 0.2451 (2) | 0.10227 (19) | 0.0279 (5) | |
H8C | 0.917679 | 0.215216 | 0.081023 | 0.033* | |
H8D | 1.075589 | 0.194593 | 0.063026 | 0.033* | |
C9 | 0.9944 (2) | 0.3784 (2) | 0.05280 (19) | 0.0249 (4) | |
C10 | 1.0607 (2) | 0.4000 (2) | −0.0717 (2) | 0.0305 (5) | |
H10 | 1.101841 | 0.333192 | −0.120839 | 0.037* | |
C11 | 1.0662 (2) | 0.5199 (2) | −0.1233 (2) | 0.0303 (5) | |
H11 | 1.111271 | 0.532361 | −0.206702 | 0.036* | |
C12 | 0.3639 (2) | 0.2930 (2) | 0.9822 (2) | 0.0252 (4) | |
C13 | 0.3123 (2) | 0.7611 (2) | 0.9763 (2) | 0.0315 (5) | |
C14 | 0.3427 (2) | 0.4123 (2) | 1.04396 (19) | 0.0222 (4) | |
C15 | 0.3381 (2) | 0.5279 (2) | 0.98197 (19) | 0.0236 (4) | |
H15 | 0.347982 | 0.534291 | 0.899083 | 0.028* | |
C16 | 0.3186 (2) | 0.6342 (2) | 1.0437 (2) | 0.0243 (4) | |
C17 | 0.3080 (2) | 0.6220 (2) | 1.1658 (2) | 0.0254 (4) | |
H17 | 0.296833 | 0.692221 | 1.207926 | 0.031* | |
C18 | 0.3298 (2) | 0.4050 (2) | 1.16674 (19) | 0.0236 (4) | |
H18 | 0.332073 | 0.328151 | 1.209692 | 0.028* | |
C19 | 0.2900 (2) | 0.4977 (2) | 1.3581 (2) | 0.0296 (5) | |
H19A | 0.321907 | 0.565901 | 1.380657 | 0.036* | |
H19B | 0.342434 | 0.420779 | 1.378906 | 0.036* | |
C20 | 0.1383 (2) | 0.4994 (2) | 1.42918 (19) | 0.0255 (4) | |
C21 | 0.1027 (2) | 0.4558 (2) | 1.5507 (2) | 0.0332 (5) | |
H21 | 0.171260 | 0.425690 | 1.585693 | 0.040* | |
C22 | −0.0339 (3) | 0.4567 (2) | 1.6203 (2) | 0.0350 (5) | |
H22 | −0.056095 | 0.427303 | 1.701838 | 0.042* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.02405 (9) | 0.02430 (9) | 0.02279 (9) | −0.00375 (6) | −0.00710 (6) | −0.00233 (6) |
O1 | 0.0244 (9) | 0.0528 (11) | 0.0364 (9) | −0.0052 (8) | −0.0098 (7) | 0.0075 (8) |
O2 | 0.0416 (11) | 0.0811 (15) | 0.0312 (10) | −0.0197 (10) | −0.0193 (9) | 0.0173 (10) |
O3 | 0.0257 (10) | 0.0959 (18) | 0.0432 (11) | −0.0111 (10) | −0.0084 (9) | 0.0204 (11) |
O4 | 0.0292 (9) | 0.0806 (14) | 0.0211 (8) | −0.0185 (9) | −0.0007 (7) | 0.0001 (8) |
O5 | 0.0739 (15) | 0.0325 (10) | 0.0748 (15) | −0.0031 (10) | −0.0523 (13) | 0.0072 (9) |
O6 | 0.0494 (12) | 0.0436 (12) | 0.0901 (17) | 0.0065 (9) | −0.0274 (12) | −0.0302 (11) |
O7 | 0.0356 (9) | 0.0340 (9) | 0.0382 (9) | −0.0114 (7) | −0.0118 (8) | 0.0068 (7) |
O8 | 0.0291 (9) | 0.0480 (10) | 0.0308 (9) | −0.0064 (8) | −0.0125 (7) | 0.0050 (7) |
O9 | 0.0411 (10) | 0.0347 (9) | 0.0248 (8) | −0.0104 (7) | −0.0024 (7) | −0.0102 (7) |
O10 | 0.0530 (11) | 0.0240 (8) | 0.0367 (10) | −0.0068 (8) | −0.0087 (9) | −0.0025 (7) |
O11 | 0.0709 (14) | 0.0401 (10) | 0.0370 (10) | −0.0189 (10) | −0.0220 (10) | 0.0119 (8) |
O12 | 0.0501 (11) | 0.0265 (9) | 0.0552 (12) | −0.0018 (8) | −0.0196 (10) | −0.0027 (8) |
O13 | 0.0475 (13) | 0.102 (2) | 0.0450 (12) | −0.0175 (12) | −0.0130 (10) | 0.0162 (12) |
O14 | 0.077 (3) | 0.055 (3) | 0.120 (4) | −0.008 (2) | −0.006 (3) | 0.024 (2) |
N1 | 0.0256 (9) | 0.0299 (9) | 0.0174 (8) | −0.0067 (7) | −0.0052 (7) | 0.0006 (7) |
N2 | 0.0218 (9) | 0.0273 (9) | 0.0195 (8) | −0.0052 (7) | −0.0039 (7) | −0.0039 (7) |
C1 | 0.0273 (12) | 0.0352 (12) | 0.0289 (12) | −0.0047 (10) | −0.0108 (10) | 0.0022 (9) |
C2 | 0.0253 (11) | 0.0258 (11) | 0.0232 (10) | −0.0044 (8) | −0.0078 (9) | 0.0012 (8) |
C3 | 0.0297 (12) | 0.0311 (11) | 0.0185 (10) | −0.0075 (9) | −0.0061 (9) | 0.0019 (8) |
C4 | 0.0236 (11) | 0.0295 (11) | 0.0217 (10) | −0.0085 (9) | −0.0027 (9) | −0.0008 (8) |
C5 | 0.0257 (11) | 0.0380 (13) | 0.0250 (11) | −0.0120 (10) | −0.0026 (9) | −0.0023 (9) |
C6 | 0.0229 (11) | 0.0308 (11) | 0.0231 (10) | −0.0064 (9) | −0.0053 (9) | 0.0002 (8) |
C7 | 0.0208 (10) | 0.0303 (11) | 0.0232 (10) | −0.0046 (9) | −0.0043 (8) | 0.0005 (8) |
C8 | 0.0294 (12) | 0.0370 (12) | 0.0165 (10) | −0.0084 (10) | −0.0050 (9) | −0.0013 (9) |
C9 | 0.0194 (10) | 0.0368 (12) | 0.0176 (10) | −0.0045 (9) | −0.0056 (8) | 0.0008 (8) |
C10 | 0.0311 (12) | 0.0382 (13) | 0.0176 (10) | −0.0031 (10) | −0.0028 (9) | −0.0031 (9) |
C11 | 0.0312 (12) | 0.0403 (13) | 0.0146 (9) | −0.0053 (10) | −0.0018 (9) | 0.0000 (9) |
C12 | 0.0205 (10) | 0.0269 (11) | 0.0277 (11) | −0.0018 (8) | −0.0063 (9) | −0.0080 (9) |
C13 | 0.0301 (12) | 0.0267 (12) | 0.0439 (14) | −0.0083 (9) | −0.0193 (11) | 0.0020 (10) |
C14 | 0.0177 (10) | 0.0258 (10) | 0.0223 (10) | −0.0047 (8) | −0.0037 (8) | −0.0045 (8) |
C15 | 0.0201 (10) | 0.0289 (11) | 0.0217 (10) | −0.0056 (8) | −0.0059 (8) | −0.0014 (8) |
C16 | 0.0189 (10) | 0.0261 (11) | 0.0279 (11) | −0.0051 (8) | −0.0073 (9) | 0.0000 (8) |
C17 | 0.0224 (10) | 0.0236 (10) | 0.0302 (11) | −0.0051 (8) | −0.0063 (9) | −0.0057 (9) |
C18 | 0.0217 (10) | 0.0245 (10) | 0.0230 (10) | −0.0046 (8) | −0.0048 (8) | −0.0011 (8) |
C19 | 0.0295 (12) | 0.0409 (13) | 0.0198 (10) | −0.0053 (10) | −0.0089 (9) | −0.0048 (9) |
C20 | 0.0289 (11) | 0.0272 (11) | 0.0197 (10) | −0.0006 (9) | −0.0070 (9) | −0.0063 (8) |
C21 | 0.0288 (12) | 0.0457 (14) | 0.0241 (11) | 0.0023 (10) | −0.0118 (10) | −0.0006 (10) |
C22 | 0.0343 (13) | 0.0492 (15) | 0.0193 (10) | −0.0031 (11) | −0.0096 (10) | 0.0038 (10) |
Cd1—O9 | 2.2626 (16) | C2—C7 | 1.378 (3) |
Cd1—O5 | 2.2716 (18) | C2—C3 | 1.389 (3) |
Cd1—O6 | 2.2757 (19) | C3—C4 | 1.386 (3) |
Cd1—O8 | 2.2888 (16) | C3—H3 | 0.9300 |
Cd1—O4 | 2.3119 (17) | C4—C6 | 1.377 (3) |
Cd1—O7 | 2.3188 (17) | C4—C5 | 1.518 (3) |
O1—C1 | 1.243 (3) | C6—H6 | 0.9300 |
O2—C1 | 1.244 (3) | C7—H7 | 0.9300 |
O3—C5 | 1.239 (3) | C8—C9 | 1.514 (3) |
O4—C5 | 1.249 (3) | C8—H8C | 0.9700 |
O5—H5A | 0.8501 | C8—H8D | 0.9700 |
O5—H5B | 0.8499 | C9—C11i | 1.387 (3) |
O6—H6A | 0.8501 | C9—C10 | 1.392 (3) |
O6—H6B | 0.8500 | C10—C11 | 1.384 (3) |
O7—H7A | 0.8501 | C10—H10 | 0.9300 |
O7—H7B | 0.8501 | C11—H11 | 0.9300 |
O8—H8A | 0.8500 | C12—C14 | 1.513 (3) |
O8—H8B | 0.8500 | C13—C16 | 1.519 (3) |
O9—C12 | 1.261 (3) | C14—C18 | 1.383 (3) |
O10—C12 | 1.233 (3) | C14—C15 | 1.385 (3) |
O11—C13 | 1.236 (3) | C15—C16 | 1.390 (3) |
O12—C13 | 1.256 (3) | C15—H15 | 0.9300 |
O13—H13A | 0.8500 | C16—C17 | 1.380 (3) |
O13—H13B | 0.8503 | C17—H17 | 0.9300 |
O14—H14A | 0.8500 | C18—H18 | 0.9300 |
O14—H14B | 0.8499 | C19—C20 | 1.517 (3) |
N1—C6 | 1.347 (3) | C19—H19A | 0.9700 |
N1—C7 | 1.348 (3) | C19—H19B | 0.9700 |
N1—C8 | 1.488 (3) | C20—C21 | 1.385 (3) |
N2—C18 | 1.343 (3) | C20—C22ii | 1.385 (3) |
N2—C17 | 1.348 (3) | C21—C22 | 1.380 (3) |
N2—C19 | 1.486 (3) | C21—H21 | 0.9300 |
C1—C2 | 1.521 (3) | C22—H22 | 0.9300 |
O9—Cd1—O5 | 91.29 (7) | N1—C7—C2 | 120.5 (2) |
O9—Cd1—O6 | 175.92 (7) | N1—C7—H7 | 119.7 |
O5—Cd1—O6 | 84.75 (8) | C2—C7—H7 | 119.7 |
O9—Cd1—O8 | 93.56 (7) | N1—C8—C9 | 113.45 (18) |
O5—Cd1—O8 | 167.15 (7) | N1—C8—H8C | 108.9 |
O6—Cd1—O8 | 90.51 (8) | C9—C8—H8C | 108.9 |
O9—Cd1—O4 | 85.57 (7) | N1—C8—H8D | 108.9 |
O5—Cd1—O4 | 82.17 (8) | C9—C8—H8D | 108.9 |
O6—Cd1—O4 | 94.86 (8) | H8C—C8—H8D | 107.7 |
O8—Cd1—O4 | 86.35 (6) | C11i—C9—C10 | 118.1 (2) |
O9—Cd1—O7 | 95.86 (6) | C11i—C9—C8 | 123.88 (19) |
O5—Cd1—O7 | 104.93 (7) | C10—C9—C8 | 117.9 (2) |
O6—Cd1—O7 | 84.23 (8) | C11—C10—C9 | 120.8 (2) |
O8—Cd1—O7 | 86.41 (6) | C11—C10—H10 | 119.6 |
O4—Cd1—O7 | 172.70 (6) | C9—C10—H10 | 119.6 |
C5—O4—Cd1 | 126.66 (16) | C10—C11—C9i | 121.1 (2) |
Cd1—O5—H5A | 109.2 | C10—C11—H11 | 119.5 |
Cd1—O5—H5B | 138.5 | C9i—C11—H11 | 119.5 |
H5A—O5—H5B | 110.5 | O10—C12—O9 | 127.7 (2) |
Cd1—O6—H6A | 110.4 | O10—C12—C14 | 116.83 (19) |
Cd1—O6—H6B | 109.5 | O9—C12—C14 | 115.51 (19) |
H6A—O6—H6B | 108.3 | O11—C13—O12 | 127.4 (2) |
Cd1—O7—H7A | 109.6 | O11—C13—C16 | 116.4 (2) |
Cd1—O7—H7B | 109.2 | O12—C13—C16 | 116.2 (2) |
H7A—O7—H7B | 104.5 | C18—C14—C15 | 118.94 (19) |
Cd1—O8—H8A | 109.5 | C18—C14—C12 | 118.42 (19) |
Cd1—O8—H8B | 109.4 | C15—C14—C12 | 122.63 (19) |
H8A—O8—H8B | 104.5 | C14—C15—C16 | 120.0 (2) |
C12—O9—Cd1 | 117.71 (14) | C14—C15—H15 | 120.0 |
H13A—O13—H13B | 122.6 | C16—C15—H15 | 120.0 |
H14A—O14—H14B | 118.6 | C17—C16—C15 | 118.9 (2) |
C6—N1—C7 | 121.47 (18) | C17—C16—C13 | 120.9 (2) |
C6—N1—C8 | 119.65 (18) | C15—C16—C13 | 120.2 (2) |
C7—N1—C8 | 118.87 (18) | N2—C17—C16 | 120.1 (2) |
C18—N2—C17 | 121.82 (18) | N2—C17—H17 | 119.9 |
C18—N2—C19 | 118.44 (18) | C16—C17—H17 | 119.9 |
C17—N2—C19 | 119.53 (18) | N2—C18—C14 | 120.18 (19) |
O1—C1—O2 | 126.9 (2) | N2—C18—H18 | 119.9 |
O1—C1—C2 | 116.1 (2) | C14—C18—H18 | 119.9 |
O2—C1—C2 | 117.0 (2) | N2—C19—C20 | 110.84 (18) |
C7—C2—C3 | 118.5 (2) | N2—C19—H19A | 109.5 |
C7—C2—C1 | 118.9 (2) | C20—C19—H19A | 109.5 |
C3—C2—C1 | 122.6 (2) | N2—C19—H19B | 109.5 |
C4—C3—C2 | 120.3 (2) | C20—C19—H19B | 109.5 |
C4—C3—H3 | 119.9 | H19A—C19—H19B | 108.1 |
C2—C3—H3 | 119.9 | C21—C20—C22ii | 118.4 (2) |
C6—C4—C3 | 118.8 (2) | C21—C20—C19 | 117.9 (2) |
C6—C4—C5 | 119.3 (2) | C22ii—C20—C19 | 123.7 (2) |
C3—C4—C5 | 121.8 (2) | C22—C21—C20 | 120.5 (2) |
O3—C5—O4 | 127.2 (2) | C22—C21—H21 | 119.8 |
O3—C5—C4 | 117.4 (2) | C20—C21—H21 | 119.8 |
O4—C5—C4 | 115.3 (2) | C21—C22—C20ii | 121.2 (2) |
N1—C6—C4 | 120.3 (2) | C21—C22—H22 | 119.4 |
N1—C6—H6 | 119.9 | C20ii—C22—H22 | 119.4 |
C4—C6—H6 | 119.9 | ||
O1—C1—C2—C7 | 13.4 (3) | Cd1—O9—C12—O10 | 1.8 (3) |
O2—C1—C2—C7 | −168.0 (2) | Cd1—O9—C12—C14 | −178.11 (13) |
O1—C1—C2—C3 | −165.4 (2) | O10—C12—C14—C18 | 16.8 (3) |
O2—C1—C2—C3 | 13.1 (4) | O9—C12—C14—C18 | −163.3 (2) |
C7—C2—C3—C4 | −3.0 (3) | O10—C12—C14—C15 | −164.3 (2) |
C1—C2—C3—C4 | 175.8 (2) | O9—C12—C14—C15 | 15.7 (3) |
C2—C3—C4—C6 | 3.0 (3) | C18—C14—C15—C16 | −0.9 (3) |
C2—C3—C4—C5 | −176.4 (2) | C12—C14—C15—C16 | −179.90 (19) |
Cd1—O4—C5—O3 | 30.0 (4) | C14—C15—C16—C17 | 1.8 (3) |
Cd1—O4—C5—C4 | −153.40 (16) | C14—C15—C16—C13 | −179.54 (19) |
C6—C4—C5—O3 | −10.0 (3) | O11—C13—C16—C17 | 162.6 (2) |
C3—C4—C5—O3 | 169.5 (2) | O12—C13—C16—C17 | −18.9 (3) |
C6—C4—C5—O4 | 173.0 (2) | O11—C13—C16—C15 | −16.0 (3) |
C3—C4—C5—O4 | −7.5 (3) | O12—C13—C16—C15 | 162.5 (2) |
C7—N1—C6—C4 | −1.8 (3) | C18—N2—C17—C16 | 0.0 (3) |
C8—N1—C6—C4 | 178.1 (2) | C19—N2—C17—C16 | −174.66 (19) |
C3—C4—C6—N1 | −0.6 (3) | C15—C16—C17—N2 | −1.3 (3) |
C5—C4—C6—N1 | 178.9 (2) | C13—C16—C17—N2 | −179.98 (19) |
C6—N1—C7—C2 | 1.8 (3) | C17—N2—C18—C14 | 0.9 (3) |
C8—N1—C7—C2 | −178.2 (2) | C19—N2—C18—C14 | 175.61 (19) |
C3—C2—C7—N1 | 0.7 (3) | C15—C14—C18—N2 | −0.4 (3) |
C1—C2—C7—N1 | −178.2 (2) | C12—C14—C18—N2 | 178.59 (19) |
C6—N1—C8—C9 | 89.9 (2) | C18—N2—C19—C20 | −85.3 (2) |
C7—N1—C8—C9 | −90.1 (2) | C17—N2—C19—C20 | 89.5 (2) |
N1—C8—C9—C11i | −20.9 (3) | N2—C19—C20—C21 | 162.2 (2) |
N1—C8—C9—C10 | 161.5 (2) | N2—C19—C20—C22ii | −18.5 (3) |
C11i—C9—C10—C11 | 0.2 (4) | C22ii—C20—C21—C22 | −0.2 (4) |
C8—C9—C10—C11 | 177.9 (2) | C19—C20—C21—C22 | 179.2 (2) |
C9—C10—C11—C9i | −0.2 (4) | C20—C21—C22—C20ii | 0.2 (4) |
Symmetry codes: (i) −x+2, −y+1, −z; (ii) −x, −y+1, −z+3. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O12iii | 0.85 | 1.98 | 2.792 (3) | 158 |
O5—H5B···O10iv | 0.85 | 1.85 | 2.698 (3) | 180 |
O6—H6A···O11v | 0.85 | 2.09 | 2.897 (3) | 158 |
O6—H6B···O1vi | 0.85 | 1.89 | 2.723 (3) | 168 |
O7—H7A···O12v | 0.85 | 1.98 | 2.807 (2) | 163 |
O7—H7B···O13vii | 0.85 | 1.96 | 2.758 (3) | 156 |
O8—H8A···O2vii | 0.85 | 1.98 | 2.771 (3) | 155 |
O8—H8B···O3 | 0.85 | 1.93 | 2.705 (3) | 152 |
O13—H13A···O2 | 0.85 | 1.88 | 2.730 (3) | 179 |
O13—H13B···O12iii | 0.85 | 2.20 | 2.911 (3) | 141 |
O14—H14A···O3 | 0.85 | 2.03 | 2.811 (5) | 152 |
O14—H14B···O9viii | 0.85 | 2.31 | 3.107 (5) | 157 |
Symmetry codes: (iii) −x+1, −y+1, −z+2; (iv) −x+1, −y, −z+2; (v) x, y−1, z; (vi) −x+2, −y, −z+1; (vii) x−1, y, z; (viii) −x+1, −y+1, −z+1. |
[Cd(C22H14N2O8)] | F(000) = 544 |
Mr = 546.75 | Dx = 1.954 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 4.6802 (7) Å | Cell parameters from 5763 reflections |
b = 15.507 (2) Å | θ = 2.6–27.6° |
c = 12.8345 (17) Å | µ = 1.24 mm−1 |
β = 93.757 (5)° | T = 293 K |
V = 929.5 (2) Å3 | Block, light yellow |
Z = 2 | 0.13 × 0.13 × 0.12 mm |
Bruker D8 VENTURE PHOTON diffractometer | 1633 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.056 |
φ and ω scans | θmax = 27.6°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −6→6 |
k = −20→20 | |
13107 measured reflections | l = −14→16 |
2142 independent reflections |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.108 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0607P)2 + 1.1203P] where P = (Fo2 + 2Fc2)/3 |
2142 reflections | (Δ/σ)max < 0.001 |
151 parameters | Δρmax = 1.63 e Å−3 |
0 restraints | Δρmin = −0.83 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 | 1.000000 | 0.500000 | 0.000000 | 0.01787 (15) | |
O1 | 0.8873 (8) | 0.2605 (2) | 0.0443 (3) | 0.0440 (9) | |
O2 | 0.8747 (7) | 0.39563 (19) | 0.1079 (2) | 0.0300 (7) | |
O3 | 0.7223 (6) | 0.05404 (18) | 0.3577 (2) | 0.0281 (7) | |
O4 | 0.3451 (7) | 0.09095 (19) | 0.4477 (3) | 0.0344 (8) | |
C1 | 0.8167 (9) | 0.3161 (3) | 0.1049 (3) | 0.0234 (9) | |
C2 | 0.5227 (9) | 0.1027 (3) | 0.3807 (3) | 0.0229 (9) | |
C3 | 0.4994 (9) | 0.1880 (3) | 0.3236 (3) | 0.0189 (8) | |
C4 | 0.6580 (9) | 0.2085 (2) | 0.2394 (3) | 0.0192 (8) | |
H4 | 0.782571 | 0.168006 | 0.213895 | 0.023* | |
C5 | 0.6312 (9) | 0.2890 (3) | 0.1932 (3) | 0.0200 (8) | |
C6 | 0.4480 (9) | 0.3482 (2) | 0.2319 (3) | 0.0200 (8) | |
H6 | 0.428862 | 0.402490 | 0.201430 | 0.024* | |
C7 | 0.3150 (8) | 0.2496 (2) | 0.3602 (3) | 0.0192 (8) | |
H7 | 0.205674 | 0.236937 | 0.416157 | 0.023* | |
C8 | 0.1225 (9) | 0.3967 (3) | 0.3615 (3) | 0.0253 (9) | |
H8A | −0.027009 | 0.370773 | 0.400017 | 0.030* | |
H8B | 0.032522 | 0.432600 | 0.306832 | 0.030* | |
C9 | 0.3150 (9) | 0.4510 (2) | 0.4339 (3) | 0.0232 (9) | |
C10 | 0.3460 (10) | 0.4321 (3) | 0.5390 (3) | 0.0309 (10) | |
H10 | 0.243812 | 0.386743 | 0.565869 | 0.037* | |
C11 | 0.4689 (11) | 0.5188 (3) | 0.3950 (4) | 0.0318 (11) | |
H11 | 0.448737 | 0.531828 | 0.324147 | 0.038* | |
N1 | 0.2951 (7) | 0.3278 (2) | 0.3143 (3) | 0.0187 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0260 (2) | 0.0143 (2) | 0.0139 (2) | −0.00244 (17) | 0.00538 (14) | −0.00044 (16) |
O1 | 0.061 (2) | 0.0343 (18) | 0.040 (2) | −0.0056 (17) | 0.0298 (18) | −0.0052 (16) |
O2 | 0.0381 (18) | 0.0259 (16) | 0.0267 (17) | −0.0084 (14) | 0.0081 (14) | 0.0072 (13) |
O3 | 0.0388 (18) | 0.0242 (15) | 0.0210 (15) | 0.0104 (13) | 0.0008 (13) | 0.0024 (12) |
O4 | 0.0409 (19) | 0.0271 (16) | 0.0370 (19) | −0.0012 (14) | 0.0160 (16) | 0.0101 (14) |
C1 | 0.024 (2) | 0.027 (2) | 0.019 (2) | −0.0005 (17) | 0.0012 (16) | 0.0039 (17) |
C2 | 0.027 (2) | 0.0178 (19) | 0.023 (2) | −0.0046 (17) | −0.0005 (17) | 0.0005 (16) |
C3 | 0.021 (2) | 0.0205 (19) | 0.0154 (19) | −0.0024 (16) | 0.0004 (15) | 0.0013 (15) |
C4 | 0.0218 (19) | 0.0189 (19) | 0.017 (2) | −0.0007 (16) | 0.0039 (15) | −0.0016 (16) |
C5 | 0.023 (2) | 0.022 (2) | 0.015 (2) | −0.0045 (16) | 0.0019 (16) | 0.0012 (16) |
C6 | 0.027 (2) | 0.0155 (19) | 0.017 (2) | −0.0019 (16) | 0.0015 (16) | 0.0012 (16) |
C7 | 0.022 (2) | 0.021 (2) | 0.0148 (19) | −0.0018 (16) | 0.0019 (15) | 0.0006 (16) |
C8 | 0.026 (2) | 0.026 (2) | 0.024 (2) | 0.0086 (17) | 0.0026 (17) | −0.0042 (17) |
C9 | 0.026 (2) | 0.018 (2) | 0.025 (2) | 0.0075 (17) | −0.0009 (17) | −0.0010 (17) |
C10 | 0.046 (3) | 0.026 (2) | 0.022 (2) | −0.005 (2) | 0.0065 (19) | 0.0013 (18) |
C11 | 0.052 (3) | 0.024 (2) | 0.019 (2) | −0.0027 (19) | 0.001 (2) | 0.0023 (16) |
N1 | 0.0194 (17) | 0.0183 (16) | 0.0186 (17) | 0.0010 (13) | 0.0027 (13) | −0.0015 (13) |
Cd1—O2i | 2.233 (3) | C4—H4 | 0.9300 |
Cd1—O2 | 2.233 (3) | C5—C6 | 1.371 (6) |
Cd1—O4ii | 2.279 (3) | C6—N1 | 1.353 (5) |
Cd1—O4iii | 2.279 (3) | C6—H6 | 0.9300 |
Cd1—O3iv | 2.327 (3) | C7—N1 | 1.349 (5) |
Cd1—O3v | 2.327 (3) | C7—H7 | 0.9300 |
O1—C1 | 1.221 (5) | C8—N1 | 1.491 (5) |
O2—C1 | 1.263 (5) | C8—C9 | 1.508 (6) |
O3—C2 | 1.251 (5) | C8—H8A | 0.9700 |
O4—C2 | 1.247 (5) | C8—H8B | 0.9700 |
C1—C5 | 1.531 (6) | C9—C10 | 1.378 (6) |
C2—C3 | 1.513 (5) | C9—C11 | 1.387 (6) |
C3—C4 | 1.387 (5) | C10—C11vi | 1.397 (6) |
C3—C7 | 1.389 (6) | C10—H10 | 0.9300 |
C4—C5 | 1.385 (5) | C11—H11 | 0.9300 |
O2i—Cd1—O2 | 180.0 | C3—C4—H4 | 120.0 |
O2i—Cd1—O4ii | 92.62 (11) | C6—C5—C4 | 119.4 (4) |
O2—Cd1—O4ii | 87.38 (11) | C6—C5—C1 | 118.9 (4) |
O2i—Cd1—O4iii | 87.38 (11) | C4—C5—C1 | 121.6 (4) |
O2—Cd1—O4iii | 92.62 (11) | N1—C6—C5 | 120.1 (4) |
O4ii—Cd1—O4iii | 180.0 | N1—C6—H6 | 119.9 |
O2i—Cd1—O3iv | 93.99 (11) | C5—C6—H6 | 119.9 |
O2—Cd1—O3iv | 86.01 (11) | N1—C7—C3 | 119.8 (4) |
O4ii—Cd1—O3iv | 94.81 (11) | N1—C7—H7 | 120.1 |
O4iii—Cd1—O3iv | 85.19 (11) | C3—C7—H7 | 120.1 |
O2i—Cd1—O3v | 86.01 (11) | N1—C8—C9 | 109.4 (3) |
O2—Cd1—O3v | 93.99 (11) | N1—C8—H8A | 109.8 |
O4ii—Cd1—O3v | 85.19 (11) | C9—C8—H8A | 109.8 |
O4iii—Cd1—O3v | 94.81 (11) | N1—C8—H8B | 109.8 |
O3iv—Cd1—O3v | 180.0 | C9—C8—H8B | 109.8 |
C1—O2—Cd1 | 138.9 (3) | H8A—C8—H8B | 108.2 |
C2—O3—Cd1vii | 114.8 (3) | C10—C9—C11 | 119.3 (4) |
C2—O4—Cd1viii | 144.2 (3) | C10—C9—C8 | 120.3 (4) |
O1—C1—O2 | 130.0 (4) | C11—C9—C8 | 120.3 (4) |
O1—C1—C5 | 117.9 (4) | C9—C10—C11vi | 120.0 (4) |
O2—C1—C5 | 112.1 (4) | C9—C10—H10 | 120.0 |
O4—C2—O3 | 128.0 (4) | C11vi—C10—H10 | 120.0 |
O4—C2—C3 | 115.6 (4) | C9—C11—C10vi | 120.7 (4) |
O3—C2—C3 | 116.4 (4) | C9—C11—H11 | 119.6 |
C4—C3—C7 | 118.8 (4) | C10vi—C11—H11 | 119.6 |
C4—C3—C2 | 123.5 (4) | C7—N1—C6 | 121.8 (3) |
C7—C3—C2 | 117.6 (4) | C7—N1—C8 | 119.4 (3) |
C5—C4—C3 | 120.1 (4) | C6—N1—C8 | 118.6 (3) |
C5—C4—H4 | 120.0 | ||
Cd1—O2—C1—O1 | 24.0 (8) | O2—C1—C5—C4 | −146.4 (4) |
Cd1—O2—C1—C5 | −156.6 (3) | C4—C5—C6—N1 | −0.1 (6) |
Cd1viii—O4—C2—O3 | −57.4 (7) | C1—C5—C6—N1 | −175.8 (3) |
Cd1viii—O4—C2—C3 | 125.2 (4) | C4—C3—C7—N1 | −0.6 (6) |
Cd1vii—O3—C2—O4 | −47.0 (5) | C2—C3—C7—N1 | 177.5 (3) |
Cd1vii—O3—C2—C3 | 130.5 (3) | N1—C8—C9—C10 | −93.7 (5) |
O4—C2—C3—C4 | −172.9 (4) | N1—C8—C9—C11 | 84.4 (5) |
O3—C2—C3—C4 | 9.3 (6) | C11—C9—C10—C11vi | 0.0 (8) |
O4—C2—C3—C7 | 9.1 (5) | C8—C9—C10—C11vi | 178.2 (4) |
O3—C2—C3—C7 | −168.7 (4) | C10—C9—C11—C10vi | 0.0 (8) |
C7—C3—C4—C5 | 0.0 (6) | C8—C9—C11—C10vi | −178.2 (4) |
C2—C3—C4—C5 | −178.0 (4) | C3—C7—N1—C6 | 0.8 (6) |
C3—C4—C5—C6 | 0.4 (6) | C3—C7—N1—C8 | −173.1 (4) |
C3—C4—C5—C1 | 175.9 (4) | C5—C6—N1—C7 | −0.5 (6) |
O1—C1—C5—C6 | −151.3 (4) | C5—C6—N1—C8 | 173.5 (4) |
O2—C1—C5—C6 | 29.1 (5) | C9—C8—N1—C7 | 93.4 (4) |
O1—C1—C5—C4 | 33.1 (6) | C9—C8—N1—C6 | −80.8 (4) |
Symmetry codes: (i) −x+2, −y+1, −z; (ii) x+1, −y+1/2, z−1/2; (iii) −x+1, y+1/2, −z+1/2; (iv) −x+2, y+1/2, −z+1/2; (v) x, −y+1/2, z−1/2; (vi) −x+1, −y+1, −z+1; (vii) −x+2, y−1/2, −z+1/2; (viii) −x+1, y−1/2, −z+1/2. |