Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807052786/hb2577sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807052786/hb2577Isup2.hkl |
CCDC reference: 672572
The L ligand was synthesized by the literature method of Dickeson & Summers (1970). A mixture of CdCl2.2H2O (0.3 mmol), L (0.1 mmol) and 2,6'-biphenyl dicarboxylic acid (0.3 mmol) in 30 ml of distilled water was stirred thoroughly for 1 h at room temperature. The pH value was adjusted to about 7.5 with NaOH aqueous solution. The suspension was sealed in a Teflon-lined stainless reaction vessel (40 ml) and heated at 443 K for 5 days. The vessel was cooled slowly to room temperature at a rate of 10 K h-1 before opening and yellow blocks of (I) were collected.
All H atoms were placed geometrically (C—H = 0.93 Å) and refined as riding with Uiso(H) = 1.2Ueq(carrier).
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); 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 (Bruker, 1998).
[Cd(C14H8O4)(C18H10N4)] | F(000) = 1272 |
Mr = 634.90 | Dx = 1.660 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 1258 reflections |
a = 9.4547 (10) Å | θ = 2.3–26.0° |
b = 12.4137 (13) Å | µ = 0.91 mm−1 |
c = 22.015 (2) Å | T = 292 K |
β = 100.414 (2)° | Block, yellow |
V = 2541.3 (5) Å3 | 0.15 × 0.12 × 0.10 mm |
Z = 4 |
Bruker APEXII diffractometer | 5027 independent reflections |
Radiation source: fine-focus sealed tube | 2971 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.070 |
Detector resolution: 0 pixels mm-1 | θmax = 26.1°, θmin = 1.9° |
ω scans | h = −10→11 |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | k = −15→15 |
Tmin = 0.881, Tmax = 0.915 | l = −27→23 |
13546 measured 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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.101 | H-atom parameters constrained |
S = 0.95 | w = 1/[σ2(Fo2) + (0.0354P)2] where P = (Fo2 + 2Fc2)/3 |
5027 reflections | (Δ/σ)max = 0.002 |
370 parameters | Δρmax = 0.73 e Å−3 |
0 restraints | Δρmin = −0.35 e Å−3 |
[Cd(C14H8O4)(C18H10N4)] | V = 2541.3 (5) Å3 |
Mr = 634.90 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 9.4547 (10) Å | µ = 0.91 mm−1 |
b = 12.4137 (13) Å | T = 292 K |
c = 22.015 (2) Å | 0.15 × 0.12 × 0.10 mm |
β = 100.414 (2)° |
Bruker APEXII diffractometer | 5027 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | 2971 reflections with I > 2σ(I) |
Tmin = 0.881, Tmax = 0.915 | Rint = 0.070 |
13546 measured reflections |
R[F2 > 2σ(F2)] = 0.047 | 0 restraints |
wR(F2) = 0.101 | H-atom parameters constrained |
S = 0.95 | Δρmax = 0.73 e Å−3 |
5027 reflections | Δρmin = −0.35 e Å−3 |
370 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.67647 (4) | 0.27255 (3) | 0.699658 (16) | 0.04447 (14) | |
C15 | 0.9782 (7) | −0.0721 (5) | 0.3188 (2) | 0.0632 (17) | |
H15A | 1.0326 | −0.0774 | 0.2877 | 0.076* | |
N2 | 0.7908 (4) | 0.2926 (3) | 0.61487 (17) | 0.0418 (10) | |
N3 | 0.9236 (4) | 0.1112 (3) | 0.44113 (17) | 0.0463 (11) | |
N4 | 0.7425 (4) | −0.0625 (3) | 0.45997 (18) | 0.0451 (11) | |
N1 | 0.6417 (4) | 0.1177 (3) | 0.64049 (17) | 0.0427 (10) | |
C14 | 0.8838 (7) | −0.1561 (5) | 0.3274 (3) | 0.0688 (18) | |
H14A | 0.8764 | −0.2153 | 0.3011 | 0.083* | |
C4 | 0.6869 (5) | 0.0239 (4) | 0.5504 (2) | 0.0377 (12) | |
C6 | 0.8477 (5) | 0.1110 (4) | 0.4866 (2) | 0.0413 (12) | |
C5 | 0.7600 (5) | 0.0224 (4) | 0.4971 (2) | 0.0404 (12) | |
C7 | 0.8573 (5) | 0.2064 (4) | 0.5264 (2) | 0.0395 (12) | |
C1 | 0.5694 (6) | 0.0318 (4) | 0.6544 (2) | 0.0512 (14) | |
H1A | 0.5293 | 0.0342 | 0.6900 | 0.061* | |
C3 | 0.7007 (5) | 0.1139 (4) | 0.5894 (2) | 0.0374 (12) | |
C9 | 0.9368 (6) | 0.2966 (4) | 0.5169 (2) | 0.0491 (14) | |
H9A | 0.9854 | 0.2983 | 0.4838 | 0.059* | |
C2 | 0.6083 (5) | −0.0640 (4) | 0.5661 (2) | 0.0495 (14) | |
H2A | 0.5948 | −0.1245 | 0.5408 | 0.059* | |
C13 | 0.8032 (6) | −0.1541 (4) | 0.3725 (2) | 0.0572 (15) | |
H13A | 0.7409 | −0.2104 | 0.3770 | 0.069* | |
C11 | 0.9098 (6) | 0.0230 (4) | 0.4037 (2) | 0.0466 (13) | |
C031 | 0.7855 (5) | 0.2074 (4) | 0.5766 (2) | 0.0396 (12) | |
C10 | 0.8689 (6) | 0.3771 (4) | 0.6044 (2) | 0.0526 (14) | |
H10A | 0.8732 | 0.4355 | 0.6311 | 0.063* | |
C12 | 0.8165 (6) | −0.0637 (4) | 0.4128 (2) | 0.0461 (14) | |
O2 | 0.6178 (4) | 0.4561 (3) | 0.69209 (16) | 0.0532 (10) | |
O1 | 0.4465 (4) | 0.3370 (3) | 0.67188 (17) | 0.0620 (10) | |
C19 | 0.4883 (6) | 0.4330 (4) | 0.6775 (2) | 0.0401 (12) | |
C17 | 0.9447 (6) | 0.3836 (5) | 0.5560 (2) | 0.0574 (15) | |
H17A | 0.9985 | 0.4443 | 0.5503 | 0.069* | |
C16 | 0.5510 (6) | −0.0602 (4) | 0.6192 (3) | 0.0579 (15) | |
H16A | 0.5008 | −0.1187 | 0.6310 | 0.069* | |
C18 | 0.9907 (6) | 0.0171 (5) | 0.3557 (2) | 0.0542 (15) | |
H18A | 1.0515 | 0.0732 | 0.3493 | 0.065* | |
C21 | 0.2513 (6) | 0.5003 (4) | 0.6936 (2) | 0.0469 (13) | |
H21A | 0.2387 | 0.4336 | 0.7111 | 0.056* | |
C20 | 0.3766 (5) | 0.5201 (4) | 0.6692 (2) | 0.0375 (12) | |
C22 | 0.3937 (5) | 0.6185 (4) | 0.6406 (2) | 0.0361 (11) | |
C25 | 0.2847 (5) | 0.6948 (4) | 0.6400 (2) | 0.0486 (14) | |
H25A | 0.2937 | 0.7612 | 0.6214 | 0.058* | |
C23 | 0.1473 (6) | 0.5785 (5) | 0.6919 (2) | 0.0565 (15) | |
H23A | 0.0654 | 0.5650 | 0.7086 | 0.068* | |
C24 | 0.1654 (6) | 0.6760 (5) | 0.6655 (2) | 0.0559 (15) | |
H24A | 0.0965 | 0.7296 | 0.6649 | 0.067* | |
C26 | 0.5065 (5) | 0.6380 (3) | 0.6024 (2) | 0.0353 (11) | |
C27 | 0.6490 (5) | 0.6666 (4) | 0.6241 (2) | 0.0368 (11) | |
C28 | 0.4606 (6) | 0.6254 (4) | 0.5388 (2) | 0.0484 (13) | |
H28A | 0.3653 | 0.6068 | 0.5238 | 0.058* | |
C30 | 0.6930 (6) | 0.6629 (4) | 0.5189 (2) | 0.0533 (14) | |
H30A | 0.7563 | 0.6699 | 0.4914 | 0.064* | |
C31 | 0.5529 (6) | 0.6397 (4) | 0.4978 (2) | 0.0551 (15) | |
H31A | 0.5191 | 0.6333 | 0.4555 | 0.066* | |
C29 | 0.7421 (6) | 0.6764 (4) | 0.5818 (2) | 0.0498 (14) | |
H29A | 0.8385 | 0.6922 | 0.5960 | 0.060* | |
C32 | 0.7076 (5) | 0.6971 (4) | 0.6900 (2) | 0.0401 (12) | |
O4 | 0.6252 (3) | 0.7352 (3) | 0.72288 (14) | 0.0451 (8) | |
O3 | 0.8404 (4) | 0.6899 (3) | 0.70860 (15) | 0.0634 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0506 (3) | 0.0467 (2) | 0.0365 (2) | 0.0082 (2) | 0.00888 (17) | 0.00026 (19) |
C15 | 0.070 (5) | 0.086 (5) | 0.033 (3) | 0.038 (4) | 0.011 (3) | 0.006 (3) |
N2 | 0.048 (3) | 0.043 (3) | 0.034 (2) | 0.000 (2) | 0.006 (2) | 0.0001 (19) |
N3 | 0.050 (3) | 0.056 (3) | 0.032 (2) | 0.013 (2) | 0.006 (2) | 0.004 (2) |
N4 | 0.044 (3) | 0.046 (3) | 0.042 (2) | 0.003 (2) | −0.002 (2) | −0.010 (2) |
N1 | 0.047 (3) | 0.049 (3) | 0.035 (2) | 0.002 (2) | 0.014 (2) | −0.0008 (19) |
C14 | 0.082 (5) | 0.073 (5) | 0.046 (4) | 0.030 (4) | −0.004 (3) | −0.018 (3) |
C4 | 0.033 (3) | 0.039 (3) | 0.039 (3) | 0.006 (2) | 0.001 (2) | 0.001 (2) |
C6 | 0.042 (3) | 0.046 (3) | 0.034 (3) | 0.007 (2) | 0.002 (2) | 0.002 (2) |
C5 | 0.038 (3) | 0.044 (3) | 0.037 (3) | 0.007 (2) | 0.000 (2) | −0.001 (2) |
C7 | 0.044 (3) | 0.039 (3) | 0.035 (3) | 0.006 (2) | 0.007 (2) | 0.000 (2) |
C1 | 0.056 (4) | 0.051 (4) | 0.048 (3) | 0.002 (3) | 0.014 (3) | 0.002 (3) |
C3 | 0.036 (3) | 0.038 (3) | 0.037 (3) | 0.011 (2) | 0.005 (2) | 0.004 (2) |
C9 | 0.051 (4) | 0.058 (4) | 0.041 (3) | 0.001 (3) | 0.015 (3) | 0.004 (3) |
C2 | 0.050 (4) | 0.041 (3) | 0.054 (3) | 0.001 (3) | 0.001 (3) | −0.007 (3) |
C13 | 0.068 (4) | 0.050 (4) | 0.049 (3) | 0.018 (3) | 0.001 (3) | −0.010 (3) |
C11 | 0.043 (3) | 0.056 (4) | 0.038 (3) | 0.016 (3) | −0.001 (3) | 0.003 (3) |
C031 | 0.038 (3) | 0.044 (3) | 0.035 (3) | 0.009 (2) | 0.003 (2) | 0.004 (2) |
C10 | 0.060 (4) | 0.041 (3) | 0.055 (3) | −0.008 (3) | 0.006 (3) | −0.011 (3) |
C12 | 0.045 (3) | 0.057 (4) | 0.034 (3) | 0.018 (3) | 0.001 (3) | −0.005 (3) |
O2 | 0.039 (2) | 0.044 (2) | 0.077 (3) | 0.0016 (17) | 0.009 (2) | 0.0000 (18) |
O1 | 0.053 (2) | 0.041 (2) | 0.089 (3) | −0.0031 (19) | 0.005 (2) | 0.001 (2) |
C19 | 0.046 (3) | 0.045 (3) | 0.031 (3) | 0.001 (3) | 0.012 (3) | 0.001 (2) |
C17 | 0.059 (4) | 0.061 (4) | 0.056 (4) | −0.009 (3) | 0.021 (3) | 0.001 (3) |
C16 | 0.055 (4) | 0.053 (4) | 0.070 (4) | 0.000 (3) | 0.023 (3) | 0.002 (3) |
C18 | 0.051 (4) | 0.071 (4) | 0.040 (3) | 0.024 (3) | 0.007 (3) | 0.003 (3) |
C21 | 0.046 (3) | 0.051 (4) | 0.047 (3) | −0.006 (3) | 0.016 (3) | 0.001 (3) |
C20 | 0.035 (3) | 0.047 (3) | 0.031 (3) | 0.001 (2) | 0.007 (2) | −0.008 (2) |
C22 | 0.031 (3) | 0.036 (3) | 0.040 (3) | −0.003 (2) | 0.002 (2) | 0.001 (2) |
C25 | 0.039 (3) | 0.048 (3) | 0.058 (3) | 0.011 (3) | 0.007 (3) | 0.008 (3) |
C23 | 0.036 (3) | 0.080 (4) | 0.056 (4) | 0.002 (3) | 0.015 (3) | 0.002 (3) |
C24 | 0.036 (3) | 0.067 (4) | 0.065 (4) | 0.013 (3) | 0.011 (3) | −0.002 (3) |
C26 | 0.035 (3) | 0.040 (3) | 0.032 (3) | 0.005 (2) | 0.010 (2) | 0.001 (2) |
C27 | 0.035 (3) | 0.044 (3) | 0.033 (3) | 0.001 (2) | 0.008 (2) | 0.007 (2) |
C28 | 0.044 (3) | 0.054 (4) | 0.045 (3) | −0.001 (3) | 0.001 (3) | −0.004 (3) |
C30 | 0.058 (4) | 0.070 (4) | 0.036 (3) | 0.001 (3) | 0.018 (3) | 0.004 (3) |
C31 | 0.057 (4) | 0.074 (4) | 0.033 (3) | 0.002 (3) | 0.002 (3) | −0.008 (3) |
C29 | 0.039 (3) | 0.065 (4) | 0.045 (3) | −0.005 (3) | 0.008 (3) | 0.003 (3) |
C32 | 0.033 (3) | 0.046 (3) | 0.041 (3) | −0.005 (2) | 0.006 (3) | 0.004 (2) |
O4 | 0.037 (2) | 0.062 (2) | 0.0364 (18) | 0.0003 (17) | 0.0090 (16) | −0.0078 (16) |
O3 | 0.030 (2) | 0.113 (3) | 0.047 (2) | 0.002 (2) | 0.0054 (18) | −0.016 (2) |
Cd1—N1 | 2.311 (4) | C11—C12 | 1.429 (7) |
Cd1—N2 | 2.333 (4) | C10—C17 | 1.390 (6) |
Cd1—O1 | 2.294 (4) | C10—H10A | 0.9300 |
Cd1—O3i | 2.296 (3) | O2—C19 | 1.242 (5) |
Cd1—O4i | 2.342 (3) | O1—C19 | 1.255 (5) |
Cd1—O2 | 2.344 (3) | C19—C20 | 1.499 (6) |
C15—C18 | 1.366 (7) | C17—H17A | 0.9300 |
C15—C14 | 1.408 (8) | C16—H16A | 0.9300 |
C15—H15A | 0.9300 | C18—H18A | 0.9300 |
N2—C10 | 1.326 (6) | C21—C23 | 1.377 (7) |
N2—C031 | 1.348 (6) | C21—C20 | 1.408 (6) |
N3—C6 | 1.333 (5) | C21—H21A | 0.9300 |
N3—C11 | 1.362 (6) | C20—C22 | 1.396 (6) |
N4—C5 | 1.325 (6) | C22—C25 | 1.398 (6) |
N4—C12 | 1.353 (6) | C22—C26 | 1.492 (6) |
N1—C1 | 1.333 (6) | C25—C24 | 1.368 (6) |
N1—C3 | 1.343 (5) | C25—H25A | 0.9300 |
C14—C13 | 1.358 (7) | C23—C24 | 1.367 (7) |
C14—H14A | 0.9300 | C23—H23A | 0.9300 |
C4—C2 | 1.398 (6) | C24—H24A | 0.9300 |
C4—C3 | 1.401 (6) | C26—C27 | 1.392 (6) |
C4—C5 | 1.466 (6) | C26—C28 | 1.399 (6) |
C6—C5 | 1.421 (6) | C27—C29 | 1.397 (6) |
C6—C7 | 1.466 (6) | C27—C32 | 1.504 (6) |
C7—C9 | 1.385 (6) | C28—C31 | 1.376 (6) |
C7—C031 | 1.397 (6) | C28—H28A | 0.9300 |
C1—C16 | 1.373 (7) | C30—C31 | 1.353 (7) |
C1—H1A | 0.9300 | C30—C29 | 1.388 (6) |
C3—C031 | 1.468 (6) | C30—H30A | 0.9300 |
C9—C17 | 1.375 (7) | C31—H31A | 0.9300 |
C9—H9A | 0.9300 | C29—H29A | 0.9300 |
C2—C16 | 1.376 (6) | C32—O4 | 1.249 (5) |
C2—H2A | 0.9300 | C32—O3 | 1.252 (5) |
C13—C12 | 1.421 (6) | C32—Cd1ii | 2.649 (5) |
C13—H13A | 0.9300 | O4—Cd1ii | 2.342 (3) |
C11—C18 | 1.414 (6) | O3—Cd1ii | 2.296 (3) |
O1—Cd1—O3i | 100.21 (13) | N4—C12—C13 | 119.2 (5) |
O1—Cd1—N1 | 96.23 (14) | N4—C12—C11 | 121.1 (5) |
O3i—Cd1—N1 | 95.66 (14) | C13—C12—C11 | 119.7 (5) |
O1—Cd1—N2 | 107.66 (13) | C19—O2—Cd1 | 90.2 (3) |
O3i—Cd1—N2 | 150.11 (13) | C19—O1—Cd1 | 92.2 (3) |
N1—Cd1—N2 | 71.16 (14) | O2—C19—O1 | 121.5 (5) |
O1—Cd1—O4i | 149.20 (12) | O2—C19—C20 | 120.3 (5) |
O3i—Cd1—O4i | 56.27 (11) | O1—C19—C20 | 118.1 (5) |
N1—Cd1—O4i | 105.02 (12) | O2—C19—Cd1 | 61.9 (3) |
N2—Cd1—O4i | 100.25 (12) | O1—C19—Cd1 | 59.6 (3) |
O1—Cd1—O2 | 56.04 (12) | C20—C19—Cd1 | 175.3 (3) |
O3i—Cd1—O2 | 116.36 (13) | C9—C17—C10 | 117.2 (5) |
N1—Cd1—O2 | 139.51 (13) | C9—C17—H17A | 121.4 |
N2—Cd1—O2 | 88.69 (13) | C10—C17—H17A | 121.4 |
O4i—Cd1—O2 | 113.09 (12) | C1—C16—C2 | 118.7 (5) |
C18—C15—C14 | 120.7 (6) | C1—C16—H16A | 120.7 |
C18—C15—H15A | 119.7 | C2—C16—H16A | 120.7 |
C14—C15—H15A | 119.7 | C15—C18—C11 | 119.1 (6) |
C10—N2—C031 | 118.1 (4) | C15—C18—H18A | 120.5 |
C10—N2—Cd1 | 125.2 (3) | C11—C18—H18A | 120.5 |
C031—N2—Cd1 | 116.6 (3) | C23—C21—C20 | 120.8 (5) |
C6—N3—C11 | 116.6 (4) | C23—C21—H21A | 119.6 |
C5—N4—C12 | 117.3 (4) | C20—C21—H21A | 119.6 |
C1—N1—C3 | 118.1 (4) | C22—C20—C21 | 119.9 (4) |
C1—N1—Cd1 | 124.2 (3) | C22—C20—C19 | 123.3 (4) |
C3—N1—Cd1 | 117.6 (3) | C21—C20—C19 | 116.8 (4) |
C13—C14—C15 | 122.5 (6) | C20—C22—C25 | 116.9 (4) |
C13—C14—H14A | 118.7 | C20—C22—C26 | 123.3 (4) |
C15—C14—H14A | 118.7 | C25—C22—C26 | 119.0 (4) |
C2—C4—C3 | 117.8 (5) | C24—C25—C22 | 122.8 (5) |
C2—C4—C5 | 122.5 (5) | C24—C25—H25A | 118.6 |
C3—C4—C5 | 119.7 (4) | C22—C25—H25A | 118.6 |
N3—C6—C5 | 122.2 (4) | C24—C23—C21 | 119.4 (5) |
N3—C6—C7 | 117.6 (5) | C24—C23—H23A | 120.3 |
C5—C6—C7 | 120.2 (5) | C21—C23—H23A | 120.3 |
N4—C5—C6 | 121.8 (5) | C23—C24—C25 | 120.1 (5) |
N4—C5—C4 | 118.6 (5) | C23—C24—H24A | 119.9 |
C6—C5—C4 | 119.6 (4) | C25—C24—H24A | 119.9 |
C9—C7—C031 | 117.8 (4) | C27—C26—C28 | 118.6 (4) |
C9—C7—C6 | 122.7 (5) | C27—C26—C22 | 126.4 (4) |
C031—C7—C6 | 119.6 (4) | C28—C26—C22 | 115.0 (4) |
N1—C1—C16 | 123.6 (5) | C26—C27—C29 | 118.7 (4) |
N1—C1—H1A | 118.2 | C26—C27—C32 | 124.0 (4) |
C16—C1—H1A | 118.2 | C29—C27—C32 | 117.0 (4) |
N1—C3—C4 | 122.4 (4) | C31—C28—C26 | 121.6 (5) |
N1—C3—C031 | 117.2 (4) | C31—C28—H28A | 119.2 |
C4—C3—C031 | 120.4 (4) | C26—C28—H28A | 119.2 |
C17—C9—C7 | 120.7 (5) | C31—C30—C29 | 119.9 (5) |
C17—C9—H9A | 119.7 | C31—C30—H30A | 120.0 |
C7—C9—H9A | 119.7 | C29—C30—H30A | 120.0 |
C16—C2—C4 | 119.4 (5) | C30—C31—C28 | 119.9 (5) |
C16—C2—H2A | 120.3 | C30—C31—H31A | 120.0 |
C4—C2—H2A | 120.3 | C28—C31—H31A | 120.0 |
C14—C13—C12 | 118.2 (6) | C30—C29—C27 | 121.1 (5) |
C14—C13—H13A | 120.9 | C30—C29—H29A | 119.4 |
C12—C13—H13A | 120.9 | C27—C29—H29A | 119.4 |
N3—C11—C18 | 119.2 (5) | O4—C32—O3 | 122.1 (4) |
N3—C11—C12 | 121.0 (5) | O4—C32—C27 | 119.7 (4) |
C18—C11—C12 | 119.8 (5) | O3—C32—C27 | 118.1 (4) |
N2—C031—C7 | 122.3 (4) | O4—C32—Cd1ii | 62.1 (2) |
N2—C031—C3 | 117.4 (4) | O3—C32—Cd1ii | 60.0 (2) |
C7—C031—C3 | 120.4 (4) | C27—C32—Cd1ii | 172.9 (3) |
N2—C10—C17 | 124.0 (5) | C32—O4—Cd1ii | 89.8 (3) |
N2—C10—H10A | 118.0 | C32—O3—Cd1ii | 91.8 (3) |
C17—C10—H10A | 118.0 | ||
O1—Cd1—N2—C10 | 92.5 (4) | C4—C3—C031—C7 | −2.0 (7) |
O3i—Cd1—N2—C10 | −109.5 (4) | C031—N2—C10—C17 | 0.6 (8) |
N1—Cd1—N2—C10 | −176.8 (4) | Cd1—N2—C10—C17 | 175.0 (4) |
O4i—Cd1—N2—C10 | −74.3 (4) | C5—N4—C12—C13 | 178.7 (4) |
O2—Cd1—N2—C10 | 38.9 (4) | C5—N4—C12—C11 | 0.2 (7) |
C32i—Cd1—N2—C10 | −85.1 (4) | C14—C13—C12—N4 | −176.8 (4) |
C19—Cd1—N2—C10 | 64.7 (4) | C14—C13—C12—C11 | 1.8 (7) |
O1—Cd1—N2—C031 | −93.0 (3) | N3—C11—C12—N4 | −2.1 (7) |
O3i—Cd1—N2—C031 | 65.0 (4) | C18—C11—C12—N4 | 177.1 (4) |
N1—Cd1—N2—C031 | −2.4 (3) | N3—C11—C12—C13 | 179.3 (4) |
O4i—Cd1—N2—C031 | 100.1 (3) | C18—C11—C12—C13 | −1.4 (7) |
O2—Cd1—N2—C031 | −146.6 (3) | O1—Cd1—O2—C19 | 0.9 (3) |
C32i—Cd1—N2—C031 | 89.4 (3) | O3i—Cd1—O2—C19 | −83.7 (3) |
C19—Cd1—N2—C031 | −120.8 (3) | N1—Cd1—O2—C19 | 54.9 (4) |
O1—Cd1—N1—C1 | −74.4 (4) | N2—Cd1—O2—C19 | 113.3 (3) |
O3i—Cd1—N1—C1 | 26.6 (4) | O4i—Cd1—O2—C19 | −146.1 (3) |
N2—Cd1—N1—C1 | 179.0 (4) | C32i—Cd1—O2—C19 | −115.3 (3) |
O4i—Cd1—N1—C1 | 83.1 (4) | O3i—Cd1—O1—C19 | 114.1 (3) |
O2—Cd1—N1—C1 | −116.9 (4) | N1—Cd1—O1—C19 | −149.0 (3) |
C32i—Cd1—N1—C1 | 54.3 (4) | N2—Cd1—O1—C19 | −76.8 (3) |
C19—Cd1—N1—C1 | −90.7 (4) | O4i—Cd1—O1—C19 | 77.2 (4) |
O1—Cd1—N1—C3 | 106.9 (3) | O2—Cd1—O1—C19 | −0.9 (3) |
O3i—Cd1—N1—C3 | −152.2 (3) | C32i—Cd1—O1—C19 | 100.8 (3) |
N2—Cd1—N1—C3 | 0.3 (3) | Cd1—O2—C19—O1 | −1.6 (5) |
O4i—Cd1—N1—C3 | −95.6 (3) | Cd1—O2—C19—C20 | 175.3 (4) |
O2—Cd1—N1—C3 | 64.4 (4) | Cd1—O1—C19—O2 | 1.6 (5) |
C32i—Cd1—N1—C3 | −124.5 (3) | Cd1—O1—C19—C20 | −175.3 (3) |
C19—Cd1—N1—C3 | 90.6 (3) | C7—C9—C17—C10 | −0.6 (8) |
C18—C15—C14—C13 | −1.1 (9) | N2—C10—C17—C9 | 0.2 (8) |
C11—N3—C6—C5 | 1.9 (6) | N1—C1—C16—C2 | −0.9 (8) |
C11—N3—C6—C7 | −178.2 (4) | C4—C2—C16—C1 | 1.9 (8) |
C12—N4—C5—C6 | 2.7 (7) | C14—C15—C18—C11 | 1.5 (8) |
C12—N4—C5—C4 | −177.1 (4) | N3—C11—C18—C15 | 179.0 (4) |
N3—C6—C5—N4 | −3.9 (7) | C12—C11—C18—C15 | −0.2 (7) |
C7—C6—C5—N4 | 176.1 (4) | C23—C21—C20—C22 | −2.6 (7) |
N3—C6—C5—C4 | 175.8 (4) | C23—C21—C20—C19 | 175.6 (5) |
C7—C6—C5—C4 | −4.1 (7) | O2—C19—C20—C22 | 40.2 (7) |
C2—C4—C5—N4 | 4.8 (7) | O1—C19—C20—C22 | −142.9 (5) |
C3—C4—C5—N4 | −178.3 (4) | O2—C19—C20—C21 | −137.9 (5) |
C2—C4—C5—C6 | −174.9 (5) | O1—C19—C20—C21 | 39.0 (6) |
C3—C4—C5—C6 | 1.9 (7) | C21—C20—C22—C25 | 2.3 (7) |
N3—C6—C7—C9 | 2.4 (7) | C19—C20—C22—C25 | −175.8 (4) |
C5—C6—C7—C9 | −177.6 (5) | C21—C20—C22—C26 | −166.9 (4) |
N3—C6—C7—C031 | −176.7 (4) | C19—C20—C22—C26 | 15.0 (7) |
C5—C6—C7—C031 | 3.3 (7) | C20—C22—C25—C24 | −0.3 (7) |
C3—N1—C1—C16 | −0.5 (8) | C26—C22—C25—C24 | 169.4 (5) |
Cd1—N1—C1—C16 | −179.3 (4) | C20—C21—C23—C24 | 0.8 (8) |
C1—N1—C3—C4 | 0.9 (7) | C21—C23—C24—C25 | 1.2 (8) |
Cd1—N1—C3—C4 | 179.7 (3) | C22—C25—C24—C23 | −1.5 (8) |
C1—N1—C3—C031 | −177.2 (4) | C20—C22—C26—C27 | −83.7 (6) |
Cd1—N1—C3—C031 | 1.6 (5) | C25—C22—C26—C27 | 107.3 (6) |
C2—C4—C3—N1 | 0.2 (7) | C20—C22—C26—C28 | 96.1 (5) |
C5—C4—C3—N1 | −176.8 (4) | C25—C22—C26—C28 | −72.9 (6) |
C2—C4—C3—C031 | 178.1 (4) | C28—C26—C27—C29 | −3.0 (7) |
C5—C4—C3—C031 | 1.1 (7) | C22—C26—C27—C29 | 176.8 (4) |
C031—C7—C9—C17 | 0.2 (7) | C28—C26—C27—C32 | 171.6 (4) |
C6—C7—C9—C17 | −178.9 (5) | C22—C26—C27—C32 | −8.6 (7) |
C3—C4—C2—C16 | −1.6 (7) | C27—C26—C28—C31 | 0.5 (7) |
C5—C4—C2—C16 | 175.3 (4) | C22—C26—C28—C31 | −179.3 (4) |
C15—C14—C13—C12 | −0.6 (8) | C29—C30—C31—C28 | −2.5 (8) |
C6—N3—C11—C18 | −178.2 (4) | C26—C28—C31—C30 | 2.3 (8) |
C6—N3—C11—C12 | 1.0 (6) | C31—C30—C29—C27 | −0.2 (8) |
C10—N2—C031—C7 | −1.0 (7) | C26—C27—C29—C30 | 2.9 (7) |
Cd1—N2—C031—C7 | −175.9 (3) | C32—C27—C29—C30 | −172.0 (5) |
C10—N2—C031—C3 | 179.0 (4) | C26—C27—C32—O4 | −25.8 (7) |
Cd1—N2—C031—C3 | 4.1 (5) | C29—C27—C32—O4 | 148.9 (4) |
C9—C7—C031—N2 | 0.6 (7) | C26—C27—C32—O3 | 159.0 (5) |
C6—C7—C031—N2 | 179.7 (4) | C29—C27—C32—O3 | −26.3 (7) |
C9—C7—C031—C3 | −179.4 (4) | O3—C32—O4—Cd1ii | 2.9 (5) |
C6—C7—C031—C3 | −0.2 (7) | C27—C32—O4—Cd1ii | −172.1 (4) |
N1—C3—C031—N2 | −3.9 (6) | O4—C32—O3—Cd1ii | −3.0 (5) |
C4—C3—C031—N2 | 178.1 (4) | C27—C32—O3—Cd1ii | 172.1 (4) |
N1—C3—C031—C7 | 176.1 (4) |
Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) −x+3/2, y+1/2, −z+3/2. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C14H8O4)(C18H10N4)] |
Mr | 634.90 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 292 |
a, b, c (Å) | 9.4547 (10), 12.4137 (13), 22.015 (2) |
β (°) | 100.414 (2) |
V (Å3) | 2541.3 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.91 |
Crystal size (mm) | 0.15 × 0.12 × 0.10 |
Data collection | |
Diffractometer | Bruker APEXII diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2002) |
Tmin, Tmax | 0.881, 0.915 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13546, 5027, 2971 |
Rint | 0.070 |
(sin θ/λ)max (Å−1) | 0.618 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.047, 0.101, 0.95 |
No. of reflections | 5027 |
No. of parameters | 370 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.73, −0.35 |
Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1998).
Cd1—N1 | 2.311 (4) | Cd1—O3i | 2.296 (3) |
Cd1—N2 | 2.333 (4) | Cd1—O4i | 2.342 (3) |
Cd1—O1 | 2.294 (4) | Cd1—O2 | 2.344 (3) |
N1—Cd1—N2 | 71.16 (14) | O1—Cd1—O2 | 56.04 (12) |
O3i—Cd1—O4i | 56.27 (11) |
Symmetry code: (i) −x+3/2, y−1/2, −z+3/2. |
The chelating ligand 1,10-phenanthroline (phen) and its derivatives have been widely used in the construction of metal–organic coordination polymers (Li et al., 2006). Here, we reacted dipydo[3,2 - a:2',3'-c]phenazine (L) with Cd2+ and 2,6'-biphenyl dicarboxylic acid, resulting in the title polymeric complex, (I).
In compound (I) the CdII atom is coordinated by one L ligand and two 2,6'-biphenyl dicarboxylate (bdc) dianions (Fig. 1) to result in a substantially distorted cis-CdN2O4 octahedron. The ligand bite angles are all less than 72°. The mean Cd—O and Cd—N distances are 2.319 (3) and 2.318 (4) Å, respectively. The similar C—O bond lengths of the bdc carboxylate groups imply electronic delocalization of their negative charges.
Neighboring CdII atoms are bridged by the bdc ligands, forming a one-dimensional chain structure (Fig. 2). Then, neighbouring chains are connected by π–π interactions, generating a two-dimensional supramolecular structure (Fig. 3). The π–π stacking distances are 3.496 (3) Å between L ligands. Similar values occur in related structures (Noveron et al., 2002).