metal-organic compounds
In the title one-dimensional coordination polymer, [Cd(HIDC)(1,10-phen)]n (where HIDC2− is the imidazole-4,5-dicarboxylate dianion, C5H2N2O42−, and 1,10-phen is 1,10-phenanthroline, C12H8N2), the CdII atom has a distorted octahedral coordination geometry, defined by two N donors from a chelating 1,10-phen molecule, two N-atom donors and two O-atom donors from two individual HIDC2− groups. Adjacent CdII ions are bridged by HIDC2− groups, resulting in a one-dimensional chain structure. The CdCd separation within the polymer is 6.661 (2) Å. The chains are linked into a two-dimensional supramolecular network via π–π stacking interactions.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804026297/br6167sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804026297/br6167Isup2.hkl |
CCDC reference: 255440
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.020
- wR factor = 0.052
- Data-to-parameter ratio = 14.6
checkCIF/PLATON results
No syntax errors found No errors found in this datablock
Computing details top
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: ORTEPII (Johnson, 1976).
catena-Poly[[(1,10-phenanthroline-κ2N,N')cadmium(II)]-µ- imidazole-4,5-dicarboxylato-κ4N,O:N,O'] top
Crystal data top
[Cd(C5H2N2O4)(C12H8N2)] | F(000) = 880 |
Mr = 446.70 | Dx = 1.949 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 14467 reflections |
a = 10.644 (2) Å | θ = 3.1–27.5° |
b = 10.415 (2) Å | µ = 1.47 mm−1 |
c = 13.736 (3) Å | T = 293 K |
β = 91.07 (3)° | Prism, colorless |
V = 1522.5 (5) Å3 | 0.38 × 0.25 × 0.18 mm |
Z = 4 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 3485 independent reflections |
Radiation source: fine-focus sealed tube | 3179 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.1° |
ω scans | h = −13→13 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −13→13 |
Tmin = 0.599, Tmax = 0.770 | l = −17→17 |
14512 measured reflections |
Refinement top
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)] = 0.020 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.052 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0305P)2 + 0.6528P] where P = (Fo2 + 2Fc2)/3 |
3485 reflections | (Δ/σ)max = 0.001 |
238 parameters | Δρmax = 0.52 e Å−3 |
1 restraint | Δρmin = −0.30 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.174256 (11) | 0.389254 (11) | 0.820524 (9) | 0.02986 (5) | |
N1 | 0.37503 (14) | 0.31491 (15) | 0.86395 (11) | 0.0335 (3) | |
N2 | 0.31145 (14) | 0.56836 (15) | 0.84951 (11) | 0.0309 (3) | |
N3 | 0.04275 (13) | 0.53272 (14) | 0.75084 (10) | 0.0278 (3) | |
N4 | −0.07539 (13) | 0.69982 (14) | 0.70446 (10) | 0.0287 (3) | |
O1 | 0.22861 (13) | 0.40426 (12) | 0.64968 (10) | 0.0369 (3) | |
O2 | 0.18355 (12) | 0.51258 (13) | 0.51432 (9) | 0.0361 (3) | |
O3 | 0.05292 (14) | 0.69701 (14) | 0.46429 (10) | 0.0405 (3) | |
O4 | −0.08037 (14) | 0.83377 (14) | 0.53034 (10) | 0.0401 (3) | |
C1 | 0.4052 (2) | 0.1919 (2) | 0.87451 (16) | 0.0461 (5) | |
C2 | 0.5286 (2) | 0.1511 (2) | 0.89179 (19) | 0.0540 (6) | |
C3 | 0.6216 (2) | 0.2404 (2) | 0.89942 (17) | 0.0506 (5) | |
C4 | 0.59381 (19) | 0.3710 (2) | 0.89053 (14) | 0.0382 (4) | |
C5 | 0.68684 (18) | 0.4700 (2) | 0.89998 (16) | 0.0468 (5) | |
C6 | 0.65619 (19) | 0.5940 (2) | 0.89147 (16) | 0.0444 (5) | |
C7 | 0.52844 (18) | 0.63213 (19) | 0.87347 (14) | 0.0348 (4) | |
C8 | 0.4923 (2) | 0.7611 (2) | 0.86518 (16) | 0.0441 (5) | |
C9 | 0.3688 (2) | 0.79064 (19) | 0.85055 (17) | 0.0453 (5) | |
C10 | 0.28055 (19) | 0.69138 (18) | 0.84322 (15) | 0.0387 (4) | |
C11 | 0.43386 (16) | 0.53816 (17) | 0.86439 (12) | 0.0286 (3) | |
C12 | 0.46725 (17) | 0.40417 (17) | 0.87258 (13) | 0.0297 (4) | |
C13 | −0.04323 (16) | 0.61922 (16) | 0.77631 (13) | 0.0293 (3) | |
C14 | 0.16602 (15) | 0.48589 (16) | 0.60484 (12) | 0.0289 (3) | |
C15 | 0.06873 (15) | 0.55963 (15) | 0.65601 (12) | 0.0253 (3) | |
C16 | −0.00431 (15) | 0.66354 (16) | 0.62741 (12) | 0.0258 (3) | |
C17 | −0.01271 (17) | 0.73670 (17) | 0.53563 (13) | 0.0314 (4) | |
H1 | 0.3417 | 0.1306 | 0.8702 | 0.055* | |
H2 | 0.5469 | 0.0641 | 0.8980 | 0.065* | |
H3 | 0.7042 | 0.2143 | 0.9106 | 0.061* | |
H5 | 0.7702 | 0.4474 | 0.9123 | 0.056* | |
H6 | 0.7185 | 0.6563 | 0.8973 | 0.053* | |
H8 | 0.5521 | 0.8259 | 0.8696 | 0.053* | |
H9 | 0.3434 | 0.8758 | 0.8455 | 0.054* | |
H10 | 0.1964 | 0.7127 | 0.8335 | 0.046* | |
H13 | −0.0774 | 0.6230 | 0.8381 | 0.035* | |
H14 | 0.097 (2) | 0.6296 (18) | 0.479 (2) | 0.061* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0320 (8) | 0.0281 (7) | 0.0403 (8) | 0.0008 (6) | −0.0051 (6) | 0.0009 (6) |
N2 | 0.0253 (7) | 0.0268 (7) | 0.0405 (8) | −0.0021 (6) | −0.0006 (6) | −0.0020 (6) |
N3 | 0.0232 (7) | 0.0282 (7) | 0.0320 (7) | 0.0014 (5) | −0.0002 (5) | 0.0015 (6) |
N4 | 0.0269 (7) | 0.0274 (7) | 0.0319 (7) | 0.0039 (6) | 0.0003 (5) | −0.0013 (6) |
Cd1 | 0.02433 (8) | 0.02319 (8) | 0.04184 (9) | −0.00309 (4) | −0.00535 (5) | 0.00474 (5) |
O1 | 0.0319 (7) | 0.0346 (7) | 0.0443 (7) | 0.0107 (5) | 0.0020 (6) | −0.0010 (6) |
O2 | 0.0366 (7) | 0.0377 (7) | 0.0344 (6) | 0.0037 (6) | 0.0067 (5) | −0.0051 (5) |
O3 | 0.0462 (8) | 0.0425 (8) | 0.0331 (6) | 0.0099 (6) | 0.0064 (6) | 0.0048 (6) |
O4 | 0.0480 (8) | 0.0349 (7) | 0.0372 (7) | 0.0114 (6) | −0.0022 (6) | 0.0055 (6) |
C1 | 0.0497 (12) | 0.0301 (9) | 0.0582 (12) | 0.0015 (9) | −0.0087 (10) | 0.0027 (9) |
C2 | 0.0580 (14) | 0.0364 (11) | 0.0673 (15) | 0.0161 (10) | −0.0061 (11) | 0.0055 (11) |
C3 | 0.0395 (11) | 0.0541 (13) | 0.0578 (13) | 0.0171 (10) | −0.0060 (9) | 0.0047 (11) |
C4 | 0.0292 (9) | 0.0475 (11) | 0.0379 (9) | 0.0049 (8) | −0.0020 (7) | 0.0007 (8) |
C5 | 0.0219 (9) | 0.0670 (14) | 0.0516 (12) | −0.0008 (9) | −0.0017 (8) | 0.0010 (11) |
C6 | 0.0267 (9) | 0.0560 (13) | 0.0505 (12) | −0.0118 (8) | 0.0029 (8) | −0.0043 (10) |
C7 | 0.0297 (9) | 0.0390 (10) | 0.0358 (9) | −0.0077 (8) | 0.0030 (7) | −0.0037 (8) |
C8 | 0.0429 (11) | 0.0366 (10) | 0.0531 (12) | −0.0163 (9) | 0.0062 (9) | −0.0077 (9) |
C9 | 0.0474 (12) | 0.0264 (9) | 0.0623 (13) | −0.0042 (8) | 0.0032 (10) | −0.0036 (9) |
C10 | 0.0327 (9) | 0.0302 (9) | 0.0531 (11) | 0.0020 (7) | 0.0004 (8) | −0.0040 (8) |
C11 | 0.0253 (8) | 0.0320 (8) | 0.0287 (8) | −0.0030 (7) | 0.0013 (6) | −0.0027 (7) |
C12 | 0.0267 (8) | 0.0338 (9) | 0.0284 (8) | 0.0013 (7) | −0.0006 (6) | −0.0008 (7) |
C13 | 0.0254 (8) | 0.0314 (9) | 0.0311 (8) | 0.0031 (6) | 0.0015 (6) | 0.0019 (7) |
C14 | 0.0234 (8) | 0.0257 (8) | 0.0378 (9) | −0.0010 (6) | −0.0001 (6) | −0.0063 (7) |
C15 | 0.0217 (7) | 0.0233 (7) | 0.0310 (8) | −0.0007 (6) | −0.0016 (6) | −0.0019 (6) |
C16 | 0.0232 (7) | 0.0241 (7) | 0.0300 (8) | −0.0001 (6) | −0.0018 (6) | −0.0029 (6) |
C17 | 0.0323 (9) | 0.0292 (8) | 0.0326 (8) | −0.0014 (7) | −0.0038 (7) | 0.0000 (7) |
Geometric parameters (Å, º) top
Cd1—N1 | 2.3399 (16) | C2—C3 | 1.361 (4) |
Cd1—N2 | 2.3977 (15) | C2—H2 | 0.9300 |
Cd1—N3 | 2.2490 (15) | C3—C4 | 1.397 (3) |
Cd1—N4i | 2.2592 (15) | C3—H3 | 0.9300 |
Cd1—O1 | 2.4324 (15) | C4—C5 | 1.434 (3) |
Cd1—O4i | 2.3675 (15) | C4—C12 | 1.408 (3) |
O1—C14 | 1.237 (2) | C5—C6 | 1.337 (3) |
O2—C14 | 1.291 (2) | C5—H5 | 0.9300 |
O3—C17 | 1.282 (2) | C6—C7 | 1.434 (3) |
O4—C17 | 1.243 (2) | C6—H6 | 0.9300 |
O3—H14 | 0.86 (3) | C7—C8 | 1.401 (3) |
O4—Cd1ii | 2.3675 (15) | C7—C11 | 1.408 (2) |
N1—C1 | 1.328 (2) | C8—C9 | 1.361 (3) |
N1—C12 | 1.356 (2) | C8—H8 | 0.9300 |
N2—C10 | 1.325 (2) | C9—C10 | 1.399 (3) |
N2—C11 | 1.352 (2) | C9—H9 | 0.9300 |
N3—C13 | 1.335 (2) | C10—H10 | 0.9300 |
N3—C15 | 1.366 (2) | C11—C12 | 1.444 (2) |
N4—Cd1ii | 2.2592 (15) | C13—H13 | 0.9300 |
N4—C13 | 1.335 (2) | C14—C15 | 1.478 (2) |
N4—C16 | 1.366 (2) | C15—C16 | 1.385 (2) |
C1—C2 | 1.397 (3) | C16—C17 | 1.474 (2) |
C1—H1 | 0.9300 | ||
N1—Cd1—N2 | 70.40 (5) | C2—C3—H3 | 119.8 |
N1—Cd1—O1 | 91.99 (6) | C3—C2—C1 | 119.1 (2) |
N1—Cd1—O4i | 95.56 (6) | C3—C2—H2 | 120.5 |
N2—Cd1—O1 | 87.43 (5) | C3—C4—C12 | 117.07 (19) |
N3—Cd1—N1 | 152.45 (5) | C3—C4—C5 | 123.18 (19) |
N3—Cd1—N2 | 85.76 (5) | C4—C3—H3 | 119.8 |
N3—Cd1—N4i | 103.36 (5) | C4—C5—H5 | 119.3 |
N3—Cd1—O1 | 72.79 (5) | C4—C12—C11 | 118.96 (17) |
N3—Cd1—O4i | 105.13 (5) | C5—C6—C7 | 120.78 (19) |
N4i—Cd1—N1 | 99.81 (5) | C5—C6—H6 | 119.6 |
N4i—Cd1—N2 | 170.11 (5) | C6—C5—C4 | 121.33 (19) |
N4i—Cd1—O1 | 91.61 (5) | C6—C5—H5 | 119.3 |
N4i—Cd1—O4i | 73.46 (5) | C7—C6—H6 | 119.6 |
O4i—Cd1—N2 | 108.17 (5) | C7—C8—H8 | 120.3 |
O4i—Cd1—O1 | 164.20 (5) | C7—C11—C12 | 119.36 (17) |
N1—C1—C2 | 122.4 (2) | C8—C7—C6 | 122.54 (18) |
N1—C1—H1 | 118.8 | C8—C7—C11 | 117.65 (18) |
N1—C12—C4 | 122.39 (17) | C8—C9—C10 | 119.24 (19) |
N1—C12—C11 | 118.64 (16) | C8—C9—H9 | 120.4 |
N2—C10—C9 | 122.97 (19) | C9—C8—C7 | 119.48 (18) |
N2—C10—H10 | 118.5 | C9—C8—H8 | 120.3 |
N2—C11—C7 | 122.49 (17) | C9—C10—H10 | 118.5 |
N2—C11—C12 | 118.14 (16) | C10—N2—Cd1 | 126.28 (12) |
N3—C13—H13 | 123.3 | C10—N2—C11 | 118.17 (16) |
N3—C15—C16 | 107.96 (14) | C10—C9—H9 | 120.4 |
N3—C15—C14 | 120.21 (15) | C11—N2—Cd1 | 115.23 (12) |
N4—C13—N3 | 113.45 (15) | C11—C7—C6 | 119.81 (18) |
N4—C13—H13 | 123.3 | C12—N1—Cd1 | 116.86 (12) |
N4—C16—C15 | 108.21 (14) | C12—C4—C5 | 119.75 (19) |
N4—C16—C17 | 119.60 (15) | C13—N3—Cd1 | 139.54 (12) |
O1—C14—O2 | 122.77 (16) | C13—N3—C15 | 105.27 (14) |
O1—C14—C15 | 119.74 (15) | C13—N4—Cd1ii | 140.67 (12) |
O2—C14—C15 | 117.47 (15) | C13—N4—C16 | 105.11 (14) |
O3—C17—C16 | 117.49 (16) | C14—O1—Cd1 | 112.88 (11) |
O4—C17—O3 | 122.75 (16) | C15—N3—Cd1 | 114.00 (10) |
O4—C17—C16 | 119.75 (16) | C15—C16—C17 | 132.2 (2) |
C1—N1—Cd1 | 124.37 (14) | C16—N4—Cd1ii | 112.78 (11) |
C1—N1—C12 | 118.63 (17) | C16—C15—C14 | 131.8 (2) |
C1—C2—H2 | 120.5 | C17—O4—Cd1ii | 113.67 (11) |
C2—C1—H1 | 118.8 | C17—O3—H14 | 112.8 (19) |
C2—C3—C4 | 120.4 (2) | ||
Cd1—N1—C1—C2 | 174.00 (17) | O1—C14—C15—N3 | −3.8 (2) |
Cd1—N1—C12—C4 | −174.74 (14) | O1—C14—C15—C16 | 172.30 (17) |
Cd1—N1—C12—C11 | 6.1 (2) | O2—C14—C15—N3 | 177.69 (15) |
Cd1—N2—C10—C9 | −172.64 (16) | O2—C14—C15—C16 | −6.2 (3) |
Cd1—N2—C11—C7 | 173.98 (13) | O4i—Cd1—N1—C1 | 70.09 (17) |
Cd1—N2—C11—C12 | −7.0 (2) | O4i—Cd1—N1—C12 | −114.24 (13) |
Cd1—N3—C13—N4 | 166.26 (13) | O4i—Cd1—N2—C10 | −89.98 (16) |
Cd1—N3—C15—C14 | 6.92 (19) | O4i—Cd1—N2—C11 | 96.72 (13) |
Cd1—N3—C15—C16 | −170.05 (10) | O4i—Cd1—N3—C13 | 26.03 (19) |
Cd1ii—N4—C13—N3 | −164.76 (13) | O4i—Cd1—N3—C15 | −168.91 (11) |
Cd1ii—N4—C16—C15 | 169.72 (11) | O4i—Cd1—O1—C14 | 88.2 (2) |
Cd1ii—N4—C16—C17 | −8.40 (19) | C1—N1—C12—C4 | 1.2 (3) |
Cd1—O1—C14—O2 | 177.20 (13) | C1—N1—C12—C11 | −177.93 (18) |
Cd1—O1—C14—C15 | −1.18 (19) | C1—C2—C3—C4 | 0.3 (4) |
Cd1ii—O4—C17—O3 | −174.99 (14) | C2—C3—C4—C5 | 178.6 (2) |
Cd1ii—O4—C17—C16 | 4.0 (2) | C2—C3—C4—C12 | −0.7 (3) |
N1—Cd1—N2—C10 | −179.48 (17) | C3—C4—C5—C6 | −179.6 (2) |
N1—Cd1—N2—C11 | 7.21 (12) | C3—C4—C12—N1 | −0.1 (3) |
N1—Cd1—N3—C13 | −111.30 (19) | C3—C4—C12—C11 | 179.04 (18) |
N1—Cd1—N3—C15 | 53.76 (18) | C4—C5—C6—C7 | 0.6 (3) |
N1—Cd1—O1—C14 | −153.17 (12) | C5—C4—C12—N1 | −179.32 (18) |
N1—C1—C2—C3 | 0.9 (4) | C5—C4—C12—C11 | −0.2 (3) |
N2—Cd1—N1—C1 | 177.42 (18) | C5—C6—C7—C8 | 179.3 (2) |
N2—Cd1—N1—C12 | −6.91 (12) | C5—C6—C7—C11 | −0.1 (3) |
N2—Cd1—N3—C13 | −81.66 (18) | C6—C7—C8—C9 | −178.3 (2) |
N2—Cd1—N3—C15 | 83.40 (12) | C6—C7—C11—N2 | 178.54 (17) |
N2—Cd1—O1—C14 | −82.89 (13) | C6—C7—C11—C12 | −0.5 (3) |
N2—C11—C12—N1 | 0.7 (2) | C7—C8—C9—C10 | −0.6 (3) |
N2—C11—C12—C4 | −178.42 (16) | C7—C11—C12—N1 | 179.82 (16) |
N3—Cd1—N1—C1 | −151.01 (16) | C7—C11—C12—C4 | 0.7 (3) |
N3—Cd1—N1—C12 | 24.7 (2) | C8—C7—C11—N2 | −0.9 (3) |
N3—Cd1—N2—C10 | 14.57 (16) | C8—C7—C11—C12 | −179.94 (17) |
N3—Cd1—N2—C11 | −158.74 (13) | C8—C9—C10—N2 | −0.3 (3) |
N3—Cd1—O1—C14 | 3.47 (12) | C10—N2—C11—C7 | 0.1 (3) |
N3—C15—C16—N4 | −0.30 (18) | C10—N2—C11—C12 | 179.16 (16) |
N3—C15—C16—C17 | 177.49 (17) | C11—C7—C8—C9 | 1.1 (3) |
N4i—Cd1—N1—C1 | −4.04 (17) | C11—N2—C10—C9 | 0.5 (3) |
N4i—Cd1—N1—C12 | 171.63 (12) | C12—N1—C1—C2 | −1.6 (3) |
N4i—Cd1—N3—C13 | 102.21 (18) | C12—C4—C5—C6 | −0.4 (3) |
N4i—Cd1—N3—C15 | −92.73 (12) | C13—N3—C15—C14 | 176.94 (15) |
N4i—Cd1—O1—C14 | 106.96 (13) | C13—N3—C15—C16 | −0.04 (18) |
N4—C16—C17—O4 | 2.9 (3) | C13—N4—C16—C15 | 0.52 (18) |
N4—C16—C17—O3 | −178.01 (15) | C13—N4—C16—C17 | −177.60 (15) |
O1—Cd1—N1—C1 | −96.02 (17) | C14—C15—C16—N4 | −176.80 (16) |
O1—Cd1—N1—C12 | 79.65 (13) | C14—C15—C16—C17 | 1.0 (3) |
O1—Cd1—N2—C10 | 87.49 (16) | C15—N3—C13—N4 | 0.4 (2) |
O1—Cd1—N2—C11 | −85.82 (12) | C15—C16—C17—O3 | 4.4 (3) |
O1—Cd1—N3—C13 | −170.28 (19) | C15—C16—C17—O4 | −174.65 (18) |
O1—Cd1—N3—C15 | −5.22 (11) | C16—N4—C13—N3 | −0.6 (2) |
Symmetry codes: (i) −x, y−1/2, −z+3/2; (ii) −x, y+1/2, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H14···O2 | 0.86 (3) | 1.60 (3) | 2.462 (3) | 174 (3) |