metal-organic compounds
In the title coordination polymer, [Cd(C5H2N2O4)(C5H5N)]n, the CdII atom exists in a pentagonal–bipyramidal environment that has two N atoms and four O atoms from three different imidazole-4,5-dicarboxylate ligands, and an N atom from a pyridine molecule. The Cd atoms are linked by the imidazole-4,5-dicarboxylate ligands to give rise to a three-dimensional open framework with channels.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806045569/ng2143sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806045569/ng2143Isup2.hkl |
CCDC reference: 270976
Computing details top
Data collection: RAPID-AUTO (Rigaku Corporation, 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 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Crystal data top
[Cd(C5H2N2O4)(C5H5N)] | Dx = 1.918 Mg m−3 |
Mr = 345.60 | Mo Kα radiation, λ = 0.71073 Å |
Hexagonal, R3c | Cell parameters from 16314 reflections |
Hall symbol: R 3 -2"c | θ = 3.1–27.5° |
a = 21.112 (3) Å | µ = 1.83 mm−1 |
c = 13.953 (3) Å | T = 295 K |
V = 5385.9 (16) Å3 | Prism, colorless |
Z = 18 | 0.37 × 0.25 × 0.19 mm |
F(000) = 3024 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 2687 independent reflections |
Radiation source: fine-focus sealed tube | 2595 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.015 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.1° |
ω scans | h = −27→27 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −27→27 |
Tmin = 0.582, Tmax = 0.705 | l = −18→16 |
16748 measured reflections |
Refinement top
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)] = 0.015 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.039 | w = 1/[σ2(Fo2) + (0.0269P)2 + 1.8634P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.002 |
2687 reflections | Δρmax = 0.37 e Å−3 |
166 parameters | Δρmin = −0.21 e Å−3 |
2 restraints | Absolute structure: Flack (1983), 1353 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.003 (19) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.077304 (7) | 0.412991 (7) | 0.615812 (19) | 0.03363 (5) | |
N1 | 0.11469 (10) | 0.34803 (11) | 0.53457 (14) | 0.0379 (4) | |
N2 | 0.17296 (10) | 0.29044 (10) | 0.48520 (13) | 0.0371 (4) | |
N3 | 0.19125 (12) | 0.46975 (10) | 0.69550 (16) | 0.0417 (5) | |
O1 | 0.15089 (12) | 0.20517 (11) | 0.32829 (16) | 0.0564 (5) | |
O2 | 0.07028 (12) | 0.22991 (14) | 0.26518 (14) | 0.0656 (5) | |
O3 | 0.00960 (10) | 0.30086 (11) | 0.31765 (14) | 0.0548 (4) | |
O4 | 0.00348 (13) | 0.36086 (11) | 0.44220 (19) | 0.0525 (4) | |
C1 | 0.16596 (15) | 0.33062 (17) | 0.55277 (15) | 0.0416 (6) | |
C2 | 0.11559 (12) | 0.23634 (14) | 0.33282 (16) | 0.0425 (5) | |
C3 | 0.12236 (11) | 0.28148 (11) | 0.41690 (14) | 0.0332 (4) | |
C4 | 0.08681 (11) | 0.31753 (11) | 0.44724 (14) | 0.0329 (4) | |
C5 | 0.02935 (11) | 0.32785 (13) | 0.40086 (17) | 0.0402 (5) | |
C6 | 0.19961 (17) | 0.45555 (16) | 0.7855 (2) | 0.0558 (6) | |
C7 | 0.26785 (19) | 0.4849 (2) | 0.8286 (3) | 0.0773 (10) | |
C8 | 0.32844 (19) | 0.5322 (2) | 0.7776 (3) | 0.0807 (11) | |
C9 | 0.32065 (16) | 0.54645 (19) | 0.6842 (3) | 0.0705 (8) | |
C10 | 0.25168 (14) | 0.51484 (16) | 0.64598 (19) | 0.0532 (6) | |
H1 | 0.1944 | 0.3454 | 0.6080 | 0.050* | |
H6 | 0.1583 | 0.4248 | 0.8212 | 0.067* | |
H7 | 0.2722 | 0.4726 | 0.8912 | 0.093* | |
H8 | 0.3744 | 0.5545 | 0.8061 | 0.097* | |
H9 | 0.3613 | 0.5770 | 0.6473 | 0.085* | |
H10 | 0.2466 | 0.5252 | 0.5826 | 0.064* | |
H11 | 0.045 (2) | 0.249 (2) | 0.280 (3) | 0.098* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.03184 (9) | 0.03200 (9) | 0.04328 (8) | 0.02064 (5) | 0.00861 (8) | 0.00149 (8) |
N1 | 0.0397 (9) | 0.0443 (10) | 0.0397 (9) | 0.0285 (8) | −0.0031 (8) | −0.0064 (8) |
N2 | 0.0373 (9) | 0.0443 (10) | 0.0391 (9) | 0.0274 (8) | −0.0071 (7) | −0.0100 (8) |
N3 | 0.0397 (10) | 0.0406 (10) | 0.0465 (12) | 0.0214 (8) | −0.0010 (9) | −0.0053 (8) |
O1 | 0.0651 (13) | 0.0693 (13) | 0.0519 (11) | 0.0463 (11) | −0.0122 (10) | −0.0258 (10) |
O2 | 0.0709 (13) | 0.0951 (16) | 0.0480 (10) | 0.0545 (12) | −0.0244 (9) | −0.0309 (11) |
O3 | 0.0484 (10) | 0.0680 (12) | 0.0551 (11) | 0.0344 (10) | −0.0158 (8) | −0.0011 (9) |
O4 | 0.0503 (9) | 0.0615 (12) | 0.0647 (11) | 0.0421 (11) | 0.0090 (7) | 0.0146 (10) |
C1 | 0.0447 (11) | 0.0524 (12) | 0.0416 (17) | 0.0347 (10) | −0.0079 (11) | −0.0128 (13) |
C2 | 0.0390 (11) | 0.0485 (13) | 0.0412 (11) | 0.0227 (10) | −0.0047 (9) | −0.0100 (9) |
C3 | 0.0312 (9) | 0.0366 (10) | 0.0356 (10) | 0.0198 (8) | −0.0017 (7) | −0.0037 (8) |
C4 | 0.0311 (9) | 0.0341 (10) | 0.0362 (10) | 0.0182 (8) | 0.0007 (7) | 0.0018 (8) |
C5 | 0.0309 (10) | 0.0422 (11) | 0.0487 (13) | 0.0192 (9) | 0.0025 (9) | 0.0113 (9) |
C6 | 0.0550 (16) | 0.0561 (15) | 0.0521 (15) | 0.0245 (13) | 0.0005 (12) | 0.0009 (12) |
C7 | 0.071 (2) | 0.087 (2) | 0.064 (2) | 0.0318 (19) | −0.0248 (15) | 0.0018 (17) |
C8 | 0.0482 (17) | 0.079 (2) | 0.101 (3) | 0.0217 (16) | −0.0305 (17) | −0.0049 (18) |
C9 | 0.0399 (14) | 0.0674 (19) | 0.092 (2) | 0.0175 (13) | 0.0022 (14) | −0.0010 (16) |
C10 | 0.0431 (13) | 0.0558 (15) | 0.0529 (14) | 0.0190 (12) | 0.0030 (10) | −0.0007 (11) |
Geometric parameters (Å, º) top
Cd1—N1 | 2.2070 (17) | N3—C10 | 1.340 (3) |
Cd1—N2i | 2.2185 (17) | O2—H11 | 0.84 (5) |
Cd1—N3 | 2.361 (2) | C1—H1 | 0.9300 |
Cd1—O1i | 2.525 (2) | C2—C3 | 1.473 (3) |
Cd1—O3ii | 2.3225 (17) | C3—C4 | 1.376 (3) |
Cd1—O4 | 2.792 (2) | C4—C5 | 1.484 (3) |
Cd1—O4ii | 2.709 (2) | C6—C7 | 1.389 (4) |
O1—C2 | 1.218 (3) | C6—H6 | 0.9300 |
O2—C2 | 1.302 (3) | C7—C8 | 1.364 (5) |
O3—C5 | 1.268 (3) | C7—H7 | 0.9300 |
O4—C5 | 1.224 (3) | C8—C9 | 1.366 (5) |
N1—C1 | 1.330 (3) | C8—H8 | 0.9300 |
N1—C4 | 1.366 (3) | C9—C10 | 1.370 (4) |
N2—C1 | 1.325 (3) | C9—H9 | 0.9300 |
N2—C3 | 1.372 (3) | C10—H10 | 0.9300 |
N3—C6 | 1.323 (4) | ||
N1—Cd1—N2i | 161.78 (7) | O1—C2—O2 | 121.5 (2) |
N1—Cd1—N3 | 88.12 (7) | O1—C2—C3 | 120.2 (2) |
N1—Cd1—O1i | 93.46 (7) | O2—C2—C3 | 118.3 (2) |
N1—Cd1—O3ii | 100.63 (7) | O3—C5—C4 | 116.3 (2) |
N2i—Cd1—N3 | 98.34 (7) | O4—C5—O3 | 123.2 (2) |
N2i—Cd1—O1i | 69.71 (6) | O4—C5—C4 | 120.6 (2) |
N2i—Cd1—O3ii | 86.33 (7) | C1—N1—Cd1 | 131.83 (15) |
N3—Cd1—O1i | 89.47 (8) | C1—N1—C4 | 104.97 (17) |
O3ii—Cd1—N3 | 136.81 (8) | C1—N2—Cd1iii | 136.12 (15) |
O3ii—Cd1—O1i | 131.38 (7) | C1—N2—C3 | 104.71 (17) |
O4—Cd1—N1 | 67.17 (8) | C2—O1—Cd1iii | 111.31 (15) |
O4ii—Cd1—N1 | 100.45 (8) | C2—O2—H11 | 113 (3) |
O4—Cd1—N2i | 99.68 (6) | C3—N2—Cd1iii | 118.02 (13) |
O4ii—Cd1—N2i | 97.04 (7) | C3—C4—C5 | 131.23 (19) |
O4ii—Cd1—N3 | 85.94 (7) | C4—N1—Cd1 | 123.18 (13) |
O4—Cd1—N3 | 146.68 (6) | C4—C3—C2 | 134.42 (19) |
O4—Cd1—O1i | 70.98 (6) | C5—O3—Cd1iv | 101.53 (15) |
O4ii—Cd1—O1i | 165.24 (7) | C6—N3—Cd1 | 123.32 (19) |
O4—Cd1—O3ii | 72.48 (6) | C6—N3—C10 | 117.6 (2) |
O4ii—Cd1—O3ii | 50.94 (7) | C6—C7—H7 | 120.5 |
O4ii—Cd1—O4 | 119.34 (7) | C7—C6—H6 | 118.8 |
N1—C1—H1 | 123.0 | C7—C8—C9 | 119.1 (3) |
N1—C4—C3 | 108.03 (17) | C7—C8—H8 | 120.4 |
N1—C4—C5 | 120.72 (18) | C8—C7—C6 | 119.0 (3) |
N2—C1—N1 | 114.1 (2) | C8—C7—H7 | 120.5 |
N2—C1—H1 | 123.0 | C8—C9—C10 | 118.6 (3) |
N2—C3—C2 | 117.34 (18) | C8—C9—H9 | 120.7 |
N2—C3—C4 | 108.20 (17) | C9—C8—H8 | 120.4 |
N3—C6—C7 | 122.4 (3) | C9—C10—H10 | 118.4 |
N3—C6—H6 | 118.8 | C10—N3—Cd1 | 118.95 (18) |
N3—C10—C9 | 123.2 (3) | C10—C9—H9 | 120.7 |
N3—C10—H10 | 118.4 | ||
Cd1—N1—C1—N2 | −179.48 (17) | O1i—Cd1—N1—C4 | −67.05 (19) |
Cd1—N1—C4—C3 | 179.65 (14) | O1i—Cd1—N3—C6 | 160.2 (2) |
Cd1—N1—C4—C5 | 1.0 (3) | O1—C2—C3—N2 | 4.2 (3) |
Cd1iii—N2—C1—N1 | 167.39 (17) | O1—C2—C3—C4 | −173.4 (3) |
Cd1iii—N2—C3—C2 | 12.2 (3) | O2—C2—C3—N2 | −176.9 (2) |
Cd1iii—N2—C3—C4 | −169.60 (14) | O2—C2—C3—C4 | 5.4 (4) |
Cd1—N3—C6—C7 | 174.6 (3) | O3ii—Cd1—N1—C1 | −115.5 (2) |
Cd1—N3—C10—C9 | −175.5 (3) | O3ii—Cd1—N1—C4 | 66.20 (18) |
Cd1iii—O1—C2—O2 | 165.5 (2) | O3ii—Cd1—N3—C6 | −2.8 (3) |
Cd1iii—O1—C2—C3 | −15.7 (3) | O3ii—Cd1—N3—C10 | 172.34 (18) |
Cd1iv—O3—C5—O4 | −0.9 (3) | O1i—Cd1—N3—C10 | −24.72 (19) |
Cd1iv—O3—C5—C4 | 179.18 (15) | C1—N1—C4—C3 | 1.0 (3) |
N1—Cd1—N3—C6 | −106.3 (2) | C1—N1—C4—C5 | −177.7 (2) |
N1—Cd1—N3—C10 | 68.76 (19) | C1—N2—C3—C2 | −178.1 (2) |
N1—C4—C5—O3 | 176.3 (2) | C1—N2—C3—C4 | 0.1 (2) |
N1—C4—C5—O4 | −3.6 (3) | C2—C3—C4—N1 | 177.1 (2) |
N2i—Cd1—N1—C1 | 133.3 (3) | C2—C3—C4—C5 | −4.4 (4) |
N2i—Cd1—N1—C4 | −45.0 (3) | C3—N2—C1—N1 | 0.5 (3) |
N2i—Cd1—N3—C6 | 90.8 (2) | C3—C4—C5—O3 | −2.0 (3) |
N2i—Cd1—N3—C10 | −94.12 (19) | C3—C4—C5—O4 | 178.1 (2) |
N2—C3—C4—N1 | −0.7 (2) | C4—N1—C1—N2 | −1.0 (3) |
N2—C3—C4—C5 | 177.8 (2) | C6—N3—C10—C9 | −0.1 (4) |
N3—Cd1—N1—C1 | 21.9 (2) | C6—C7—C8—C9 | −3.3 (6) |
N3—Cd1—N1—C4 | −156.40 (18) | C7—C8—C9—C10 | 2.6 (6) |
N3—C6—C7—C8 | 2.4 (6) | C8—C9—C10—N3 | −0.8 (5) |
O1i—Cd1—N1—C1 | 111.2 (2) | C10—N3—C6—C7 | −0.6 (4) |
Symmetry codes: (i) −y+1/3, −x+2/3, z+1/6; (ii) −x+y−1/3, −x+1/3, z+1/3; (iii) −y+2/3, −x+1/3, z−1/6; (iv) −y+1/3, x−y+2/3, z−1/3. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H11···O3 | 0.84 (5) | 1.69 (3) | 2.518 (3) | 168 (4) |