metal-organic compounds
In the title compound, [Cd2(C8H4O4)2(C19H12N4O)2]n, each Cd atom is six-coordinated by two N atoms from the substituted phenanthroline ligand and four O atoms from three different benzene-1,3-dicarboxylate (m-BDC) ligands. Pairs of Cd atoms with two carboxylate bridges form a dimeric unit with twofold rotation symmetry, and these dimeric units are further bridged by m-BDC ligands to form a double-chain structure. Furthermore, neighbouring double-chain polymers are interdigitated, leading to a two-dimensional supramolecular structure.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806018654/hy2003sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806018654/hy2003Isup2.hkl |
CCDC reference: 298961
Key indicators
- Single-crystal X-ray study
- T = 292 K
- Mean (C-C) = 0.004 Å
- R factor = 0.030
- wR factor = 0.073
- Data-to-parameter ratio = 12.7
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.13 PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.41 Ratio
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.
catena-Poly[bis[[4-(1H-1,3,7,8-tetraazacyclopenta[l]phenanthren-2-yl)phenol-
κ2N7,N8]cadmium(II)]-di-µ3-benzene-1,3-dicarboxylato-
κ4O:O':O'',O'''] top
Crystal data top
[Cd2(C8H4O4)2(C19H12N4O)2] | F(000) = 2352 |
Mr = 1177.70 | Dx = 1.755 Mg m−3 |
Monoclinic, C2/c | Melting point: not measured K |
Hall symbol: -C 2yc | Mo Kα radiation, λ = 0.71073 Å |
a = 15.1504 (12) Å | Cell parameters from 4256 reflections |
b = 16.5593 (13) Å | θ = 1.9–25.7° |
c = 18.9423 (15) Å | µ = 1.03 mm−1 |
β = 110.274 (1)° | T = 292 K |
V = 4457.8 (6) Å3 | Block, yellow |
Z = 4 | 0.26 × 0.18 × 0.12 mm |
Data collection top
Bruker APEX CCD area-detector diffractometer | 4256 independent reflections |
Radiation source: fine-focus sealed tube | 3658 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
φ and ω scans | θmax = 25.7°, θmin = 1.9° |
Absorption correction: multi-scan (SAINT; Bruker, 1998) | h = −18→18 |
Tmin = 0.805, Tmax = 0.882 | k = −20→19 |
11050 measured reflections | l = −23→20 |
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)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0396P)2 + 2.4711P] where P = (Fo2 + 2Fc2)/3 |
4256 reflections | (Δ/σ)max = 0.002 |
334 parameters | Δρmax = 0.57 e Å−3 |
0 restraints | Δρmin = −0.27 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
C1 | 0.62573 (19) | 0.05553 (15) | 0.83652 (15) | 0.0297 (6) | |
C2 | 0.67704 (19) | −0.00042 (15) | 0.90018 (14) | 0.0277 (6) | |
C3 | 0.7602 (2) | −0.03713 (17) | 0.90143 (16) | 0.0364 (7) | |
H3 | 0.7830 | −0.0279 | 0.8625 | 0.044* | |
C4 | 0.8091 (2) | −0.0874 (2) | 0.96048 (17) | 0.0453 (8) | |
H4 | 0.8653 | −0.1108 | 0.9616 | 0.054* | |
C5 | 0.7745 (2) | −0.10280 (19) | 1.01761 (16) | 0.0396 (7) | |
H5 | 0.8077 | −0.1364 | 1.0573 | 0.048* | |
C6 | 0.69028 (18) | −0.06839 (16) | 1.01604 (14) | 0.0291 (6) | |
C7 | 0.64161 (18) | −0.01679 (15) | 0.95750 (15) | 0.0281 (6) | |
H7 | 0.5855 | 0.0067 | 0.9566 | 0.034* | |
C8 | 0.65092 (19) | −0.09066 (15) | 1.07595 (14) | 0.0281 (6) | |
C9 | 0.7064 (2) | 0.25477 (17) | 0.82985 (16) | 0.0393 (7) | |
H9 | 0.7281 | 0.2048 | 0.8513 | 0.047* | |
C10 | 0.7417 (2) | 0.32380 (18) | 0.87160 (17) | 0.0445 (8) | |
H10 | 0.7854 | 0.3196 | 0.9201 | 0.053* | |
C11 | 0.7119 (2) | 0.39789 (17) | 0.84096 (16) | 0.0382 (7) | |
H11 | 0.7354 | 0.4447 | 0.8682 | 0.046* | |
C12 | 0.64514 (18) | 0.40270 (15) | 0.76779 (14) | 0.0275 (6) | |
C13 | 0.60779 (18) | 0.47501 (15) | 0.72908 (15) | 0.0279 (6) | |
C14 | 0.53903 (19) | 0.47674 (15) | 0.65818 (15) | 0.0298 (6) | |
C15 | 0.50392 (18) | 0.40373 (15) | 0.61894 (15) | 0.0288 (6) | |
C16 | 0.4353 (2) | 0.40031 (17) | 0.54623 (16) | 0.0385 (7) | |
H16 | 0.4090 | 0.4475 | 0.5211 | 0.046* | |
C17 | 0.4079 (2) | 0.32692 (19) | 0.51310 (17) | 0.0464 (8) | |
H17 | 0.3628 | 0.3236 | 0.4652 | 0.056* | |
C18 | 0.4483 (2) | 0.25706 (18) | 0.55187 (16) | 0.0426 (7) | |
H18 | 0.4289 | 0.2073 | 0.5289 | 0.051* | |
C19 | 0.54081 (18) | 0.33052 (15) | 0.65412 (15) | 0.0267 (6) | |
C20 | 0.61180 (18) | 0.32945 (15) | 0.72961 (15) | 0.0275 (6) | |
C21 | 0.57072 (19) | 0.59927 (16) | 0.69001 (15) | 0.0300 (6) | |
C22 | 0.57044 (19) | 0.68879 (16) | 0.68957 (15) | 0.0331 (6) | |
C23 | 0.6223 (2) | 0.73441 (17) | 0.75144 (16) | 0.0379 (7) | |
H23 | 0.6583 | 0.7087 | 0.7957 | 0.046* | |
C24 | 0.6209 (2) | 0.81790 (18) | 0.74783 (17) | 0.0434 (8) | |
H24 | 0.6553 | 0.8481 | 0.7897 | 0.052* | |
C25 | 0.5684 (2) | 0.85625 (17) | 0.68195 (18) | 0.0472 (8) | |
C26 | 0.5154 (2) | 0.81163 (18) | 0.61988 (18) | 0.0480 (8) | |
H26 | 0.4797 | 0.8374 | 0.5756 | 0.058* | |
C27 | 0.5163 (2) | 0.72843 (17) | 0.62455 (17) | 0.0416 (7) | |
H27 | 0.4798 | 0.6984 | 0.5833 | 0.050* | |
N1 | 0.51325 (16) | 0.25848 (13) | 0.62015 (12) | 0.0330 (5) | |
N2 | 0.64291 (16) | 0.25659 (13) | 0.76073 (12) | 0.0310 (5) | |
N3 | 0.51608 (16) | 0.55515 (13) | 0.63400 (13) | 0.0334 (5) | |
N4 | 0.62673 (16) | 0.55486 (12) | 0.74899 (12) | 0.0310 (5) | |
H4A | 0.6661 | 0.5730 | 0.7905 | 0.037* | |
O1 | 0.64743 (15) | 0.05150 (11) | 0.77757 (11) | 0.0387 (5) | |
O2 | 0.56837 (14) | 0.10436 (12) | 0.84504 (11) | 0.0408 (5) | |
O3 | 0.70764 (13) | −0.11259 (12) | 1.14008 (10) | 0.0370 (5) | |
O4 | 0.56445 (14) | −0.08978 (12) | 1.06170 (11) | 0.0399 (5) | |
O5 | 0.5652 (2) | 0.93790 (13) | 0.67442 (14) | 0.0774 (9) | |
H5A | 0.5984 | 0.9587 | 0.7140 | 0.116* | |
Cd1 | 0.583735 (13) | 0.141593 (11) | 0.684764 (10) | 0.02822 (8) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0337 (15) | 0.0268 (13) | 0.0279 (15) | −0.0060 (11) | 0.0096 (12) | −0.0005 (11) |
C2 | 0.0325 (15) | 0.0279 (13) | 0.0223 (14) | −0.0014 (11) | 0.0089 (11) | −0.0008 (11) |
C3 | 0.0352 (16) | 0.0476 (17) | 0.0299 (15) | 0.0025 (13) | 0.0158 (13) | 0.0046 (13) |
C4 | 0.0345 (17) | 0.064 (2) | 0.0392 (18) | 0.0187 (15) | 0.0157 (14) | 0.0120 (15) |
C5 | 0.0359 (17) | 0.0491 (18) | 0.0313 (16) | 0.0094 (14) | 0.0084 (13) | 0.0095 (14) |
C6 | 0.0313 (15) | 0.0307 (14) | 0.0238 (14) | −0.0026 (11) | 0.0076 (11) | −0.0011 (11) |
C7 | 0.0279 (14) | 0.0291 (13) | 0.0270 (14) | 0.0008 (11) | 0.0092 (11) | −0.0013 (11) |
C8 | 0.0357 (16) | 0.0235 (13) | 0.0243 (14) | −0.0006 (11) | 0.0094 (12) | −0.0010 (10) |
C9 | 0.0444 (18) | 0.0329 (15) | 0.0313 (16) | −0.0006 (13) | 0.0012 (13) | 0.0066 (13) |
C10 | 0.051 (2) | 0.0401 (17) | 0.0283 (16) | −0.0014 (14) | −0.0035 (14) | 0.0049 (13) |
C11 | 0.0432 (18) | 0.0347 (15) | 0.0298 (16) | −0.0072 (13) | 0.0038 (13) | −0.0047 (13) |
C12 | 0.0285 (14) | 0.0294 (14) | 0.0241 (14) | −0.0013 (11) | 0.0086 (11) | −0.0001 (11) |
C13 | 0.0307 (15) | 0.0254 (13) | 0.0280 (14) | −0.0022 (11) | 0.0108 (11) | −0.0006 (11) |
C14 | 0.0300 (15) | 0.0281 (14) | 0.0312 (15) | −0.0005 (11) | 0.0106 (12) | 0.0032 (12) |
C15 | 0.0306 (15) | 0.0296 (14) | 0.0257 (14) | −0.0027 (11) | 0.0092 (11) | 0.0004 (11) |
C16 | 0.0414 (17) | 0.0366 (16) | 0.0305 (16) | 0.0026 (13) | 0.0035 (13) | 0.0034 (13) |
C17 | 0.0481 (19) | 0.0439 (17) | 0.0313 (16) | −0.0021 (15) | −0.0065 (14) | −0.0037 (14) |
C18 | 0.0487 (19) | 0.0379 (16) | 0.0304 (16) | −0.0067 (14) | −0.0001 (14) | −0.0061 (13) |
C19 | 0.0277 (14) | 0.0284 (13) | 0.0251 (14) | −0.0054 (11) | 0.0105 (11) | −0.0016 (11) |
C20 | 0.0286 (14) | 0.0268 (13) | 0.0265 (14) | −0.0011 (11) | 0.0090 (11) | 0.0026 (11) |
C21 | 0.0325 (15) | 0.0257 (14) | 0.0301 (15) | 0.0009 (11) | 0.0087 (12) | 0.0031 (11) |
C22 | 0.0374 (16) | 0.0281 (14) | 0.0325 (16) | 0.0021 (11) | 0.0106 (13) | −0.0006 (12) |
C23 | 0.0449 (18) | 0.0334 (15) | 0.0292 (15) | 0.0068 (13) | 0.0048 (13) | 0.0025 (12) |
C24 | 0.056 (2) | 0.0334 (16) | 0.0338 (17) | −0.0008 (14) | 0.0070 (15) | −0.0081 (13) |
C25 | 0.067 (2) | 0.0249 (15) | 0.045 (2) | 0.0081 (14) | 0.0131 (17) | 0.0002 (13) |
C26 | 0.064 (2) | 0.0352 (17) | 0.0337 (17) | 0.0104 (15) | 0.0022 (15) | 0.0060 (14) |
C27 | 0.0494 (19) | 0.0345 (16) | 0.0320 (16) | 0.0014 (13) | 0.0026 (14) | −0.0027 (13) |
N1 | 0.0392 (14) | 0.0288 (12) | 0.0282 (12) | −0.0034 (10) | 0.0079 (10) | −0.0008 (10) |
N2 | 0.0354 (13) | 0.0277 (12) | 0.0275 (12) | −0.0019 (10) | 0.0078 (10) | 0.0022 (10) |
N3 | 0.0348 (13) | 0.0298 (12) | 0.0311 (13) | 0.0026 (10) | 0.0058 (11) | 0.0018 (10) |
N4 | 0.0359 (13) | 0.0257 (11) | 0.0260 (12) | −0.0032 (9) | 0.0039 (10) | −0.0034 (9) |
O1 | 0.0566 (13) | 0.0359 (11) | 0.0270 (10) | 0.0077 (9) | 0.0187 (10) | 0.0072 (9) |
O2 | 0.0397 (12) | 0.0378 (11) | 0.0463 (13) | 0.0107 (9) | 0.0166 (10) | 0.0075 (10) |
O3 | 0.0400 (12) | 0.0476 (11) | 0.0196 (10) | −0.0019 (9) | 0.0057 (8) | 0.0056 (9) |
O4 | 0.0339 (12) | 0.0538 (13) | 0.0340 (11) | 0.0049 (9) | 0.0144 (9) | 0.0096 (9) |
O5 | 0.125 (2) | 0.0263 (12) | 0.0549 (16) | 0.0104 (13) | −0.0024 (16) | −0.0005 (11) |
Cd1 | 0.03519 (13) | 0.02613 (12) | 0.02329 (12) | −0.00058 (8) | 0.01006 (9) | 0.00016 (8) |
Geometric parameters (Å, º) top
C1—O2 | 1.238 (3) | C17—C18 | 1.393 (4) |
C1—O1 | 1.270 (3) | C17—H17 | 0.9300 |
C1—C2 | 1.506 (4) | C18—N1 | 1.327 (3) |
C2—C3 | 1.391 (4) | C18—H18 | 0.9300 |
C2—C7 | 1.394 (4) | C19—N1 | 1.351 (3) |
C3—C4 | 1.385 (4) | C19—C20 | 1.462 (4) |
C3—H3 | 0.9300 | C20—N2 | 1.354 (3) |
C4—C5 | 1.380 (4) | C21—N3 | 1.318 (3) |
C4—H4 | 0.9300 | C21—N4 | 1.361 (3) |
C5—C6 | 1.388 (4) | C21—C22 | 1.482 (4) |
C5—H5 | 0.9300 | C22—C27 | 1.386 (4) |
C6—C7 | 1.392 (4) | C22—C23 | 1.387 (4) |
C6—C8 | 1.499 (4) | C23—C24 | 1.384 (4) |
C7—H7 | 0.9300 | C23—H23 | 0.9300 |
C8—O4 | 1.243 (3) | C24—C25 | 1.381 (4) |
C8—O3 | 1.274 (3) | C24—H24 | 0.9300 |
C9—N2 | 1.329 (3) | C25—O5 | 1.359 (3) |
C9—C10 | 1.388 (4) | C25—C26 | 1.385 (4) |
C9—H9 | 0.9300 | C26—C27 | 1.380 (4) |
C10—C11 | 1.366 (4) | C26—H26 | 0.9300 |
C10—H10 | 0.9300 | C27—H27 | 0.9300 |
C11—C12 | 1.407 (4) | N1—Cd1 | 2.341 (2) |
C11—H11 | 0.9300 | N2—Cd1 | 2.368 (2) |
C12—C20 | 1.413 (4) | N4—H4A | 0.8600 |
C12—C13 | 1.416 (4) | O1—Cd1 | 2.2520 (18) |
C13—N4 | 1.378 (3) | O2—Cd1i | 2.2600 (19) |
C13—C14 | 1.386 (4) | O3—Cd1ii | 2.3605 (19) |
C14—N3 | 1.381 (3) | O4—Cd1ii | 2.4049 (19) |
C14—C15 | 1.422 (4) | O5—H5A | 0.8200 |
C15—C19 | 1.403 (4) | Cd1—O2i | 2.2600 (19) |
C15—C16 | 1.410 (4) | Cd1—O3iii | 2.3605 (19) |
C16—C17 | 1.365 (4) | Cd1—O4iii | 2.4049 (19) |
C16—H16 | 0.9300 | ||
O2—C1—O1 | 123.8 (2) | N1—C19—C15 | 122.0 (2) |
O2—C1—C2 | 119.2 (2) | N1—C19—C20 | 117.1 (2) |
O1—C1—C2 | 116.9 (2) | C15—C19—C20 | 120.8 (2) |
C3—C2—C7 | 119.5 (2) | N2—C20—C12 | 122.2 (2) |
C3—C2—C1 | 119.7 (2) | N2—C20—C19 | 117.6 (2) |
C7—C2—C1 | 120.8 (2) | C12—C20—C19 | 120.1 (2) |
C4—C3—C2 | 120.3 (3) | N3—C21—N4 | 113.6 (2) |
C4—C3—H3 | 119.9 | N3—C21—C22 | 123.4 (2) |
C2—C3—H3 | 119.9 | N4—C21—C22 | 123.0 (2) |
C5—C4—C3 | 120.1 (3) | C27—C22—C23 | 118.7 (3) |
C5—C4—H4 | 119.9 | C27—C22—C21 | 118.6 (2) |
C3—C4—H4 | 119.9 | C23—C22—C21 | 122.7 (2) |
C4—C5—C6 | 120.2 (3) | C24—C23—C22 | 120.5 (3) |
C4—C5—H5 | 119.9 | C24—C23—H23 | 119.7 |
C6—C5—H5 | 119.9 | C22—C23—H23 | 119.7 |
C5—C6—C7 | 119.9 (2) | C25—C24—C23 | 119.9 (3) |
C5—C6—C8 | 119.1 (2) | C25—C24—H24 | 120.1 |
C7—C6—C8 | 120.9 (2) | C23—C24—H24 | 120.1 |
C6—C7—C2 | 119.9 (2) | O5—C25—C24 | 122.7 (3) |
C6—C7—H7 | 120.0 | O5—C25—C26 | 116.9 (3) |
C2—C7—H7 | 120.0 | C24—C25—C26 | 120.3 (3) |
O4—C8—O3 | 121.5 (2) | C27—C26—C25 | 119.2 (3) |
O4—C8—C6 | 119.9 (2) | C27—C26—H26 | 120.4 |
O3—C8—C6 | 118.6 (2) | C25—C26—H26 | 120.4 |
O4—C8—Cd1ii | 61.75 (14) | C26—C27—C22 | 121.3 (3) |
O3—C8—Cd1ii | 59.78 (14) | C26—C27—H27 | 119.4 |
C6—C8—Cd1ii | 176.10 (18) | C22—C27—H27 | 119.4 |
N2—C9—C10 | 123.2 (3) | C18—N1—C19 | 118.8 (2) |
N2—C9—H9 | 118.4 | C18—N1—Cd1 | 123.03 (19) |
C10—C9—H9 | 118.4 | C19—N1—Cd1 | 118.13 (17) |
C11—C10—C9 | 119.5 (3) | C9—N2—C20 | 118.2 (2) |
C11—C10—H10 | 120.3 | C9—N2—Cd1 | 124.94 (18) |
C9—C10—H10 | 120.3 | C20—N2—Cd1 | 116.79 (17) |
C10—C11—C12 | 119.3 (3) | C21—N3—C14 | 103.8 (2) |
C10—C11—H11 | 120.4 | C21—N4—C13 | 106.4 (2) |
C12—C11—H11 | 120.4 | C21—N4—H4A | 126.8 |
C11—C12—C20 | 117.6 (2) | C13—N4—H4A | 126.8 |
C11—C12—C13 | 125.5 (2) | C1—O1—Cd1 | 118.68 (17) |
C20—C12—C13 | 117.0 (2) | C1—O2—Cd1i | 147.87 (19) |
N4—C13—C14 | 105.1 (2) | C8—O3—Cd1ii | 92.43 (16) |
N4—C13—C12 | 131.5 (2) | C8—O4—Cd1ii | 91.17 (16) |
C14—C13—C12 | 123.4 (2) | C25—O5—H5A | 109.5 |
N3—C14—C13 | 111.1 (2) | O1—Cd1—O2i | 97.95 (8) |
N3—C14—C15 | 128.3 (2) | O1—Cd1—N1 | 161.88 (7) |
C13—C14—C15 | 120.6 (2) | O2i—Cd1—N1 | 81.61 (8) |
C19—C15—C16 | 117.8 (2) | O1—Cd1—O3iii | 88.06 (7) |
C19—C15—C14 | 118.1 (2) | O2i—Cd1—O3iii | 136.35 (7) |
C16—C15—C14 | 124.1 (2) | N1—Cd1—O3iii | 104.84 (7) |
C17—C16—C15 | 119.3 (3) | O1—Cd1—N2 | 95.09 (7) |
C17—C16—H16 | 120.4 | O2i—Cd1—N2 | 120.65 (7) |
C15—C16—H16 | 120.4 | N1—Cd1—N2 | 70.17 (8) |
C16—C17—C18 | 119.3 (3) | O3iii—Cd1—N2 | 101.59 (7) |
C16—C17—H17 | 120.4 | O1—Cd1—O4iii | 113.30 (7) |
C18—C17—H17 | 120.4 | O2i—Cd1—O4iii | 83.66 (7) |
N1—C18—C17 | 122.8 (3) | N1—Cd1—O4iii | 84.72 (7) |
N1—C18—H18 | 118.6 | O3iii—Cd1—O4iii | 54.86 (6) |
C17—C18—H18 | 118.6 | N2—Cd1—O4iii | 140.29 (7) |
Symmetry codes: (i) −x+1, y, −z+3/2; (ii) x, −y, z+1/2; (iii) x, −y, z−1/2. |