Three novel coordination polymers (CPs), namely poly[[di-μ-aqua-bis{μ4-3,3′-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ5O1:O1′,O3:O5:O5′}bis(1,10-phenanthroline-κ2N,N′)trinickel(II)] dimethylformamide 1.5-solvate trihydrate], {[Ni3(C21H11O8)2(C12H8N2)2(H2O)2]·1.5C3H7NO·3H2O}n, (I), poly[[di-μ-aqua-bis{μ4-3,3′-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ5O1:O1′,O3:O5:O5′}bis(1,10-phenanthroline-κ2N,N′)tricobalt(II)] diethylamine disolvate tetrahydrate], {[Co3(C21H11O8)2(C12H8N2)2(H2O)2]·2C2H7N·4H2O}n, (II), and catena-poly[[aqua(1,10-phenanthroline-κ2N,N′)zinc(II)]-μ-5-(3-carboxyphenoxy)-3,3′-oxydibenzoato-κ2O1:O3], [Zn(C21H12O8)(C12H8N2)(H2O)]n, (III), have been synthesized by the reaction of different metal ions (Ni2+, Co2+ and Zn2+), 3,3′-[(5-carboxy-1,3-phenylbis(oxy)]dibenzoic acid (H3cpboda) and 1,10-phenanthroline (phen) under solvothermal conditions. All the CPs were characterized by elemental analysis, single-crystal and powder X-ray diffraction, FT–IR spectroscopy and thermogravimetric analysis. Complexes (I) and (II) have isomorphous structures, featuring similar linear trinuclear structural units, in which the central NiII/CoII atom is located on an inversion centre with a slightly distorted octahedral [NiO6]/[CoO6] geometry. This comprises four carboxylate O-atom donors from two cpboda3− ligands and two O-atom donors from bridging water molecules. The terminal NiII/CoII groups are each connected to the central NiII/CoII cation through two μ1,3-carboxylate groups from two cpboda3− ligands and one water bridge, giving rise to linear trinuclear [M3(μ2-H2O)2(RCOO)4] (M = Ni2+/Co2+) secondary building units (SBUs) and the SBUs develop two-dimensional-networks parallel to the (100) plane via cpboda3− ligands with new (32·4)2(32·83·9)2(34·42.82·94·103) topological structures. Zinc complex (III) displays one-dimensional coordination chains and the five-coordinated Zn atom forms a distorted square-pyramidal [ZnO3N2] geometry, which is completed by two carboxylate O-atom donors from two distinct Hcpboda2− ligands, one O atom from H2O and two N atoms from a chelating phen ligand. Magnetically, CP (I) shows weak ferromagnetic interactions involving the carboxylate groups, and bridging water molecules between the nickel(II) ions, and CP (II) shows antiferromagnetic interactions between the Co2+ ions. The solid-state luminescence properties of CP (III) were examined at ambient temperature and the luminescence sensing of Cr2O72−/CrO42− anions in aqueous solution for (III) has also been investigated.
Supporting information
CCDC references: 1960767; 1960766; 1960765
For all structures, data collection: APEX2 (Bruker, 2010); cell refinement: SHELXTL (Sheldrick, 2015a); data reduction: SAINT (Bruker, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Poly[[di-µ-aqua-bis{µ
4-3,3'-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-
κ5O1:
O2:
O3:
O4:
O5}bis(1,10-phenanthroline)trinickel(II)] dimethylformamide 1.5-solvate
trihydrate] (I)
top
Crystal data top
[Ni3(C21H11O8)2(C12H8N2)2(H2O)2]·1.5C3H7NO·3H2O | F(000) = 3136 |
Mr = 1518.85 | Dx = 1.578 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 27.7272 (15) Å | Cell parameters from 7895 reflections |
b = 15.8769 (9) Å | θ = 3.3–28.0° |
c = 19.7083 (19) Å | µ = 0.96 mm−1 |
β = 132.5245 (15)° | T = 297 K |
V = 6394.1 (8) Å3 | Block, green |
Z = 4 | 0.22 × 0.15 × 0.10 mm |
Data collection top
Bruker APEXII CCD diffractometer | 3982 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.060 |
Absorption correction: multi-scan (SADABS; Bruker, 2010) | θmax = 25.0°, θmin = 2.8° |
| h = −32→27 |
24162 measured reflections | k = −18→18 |
5617 independent reflections | l = −23→23 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.051 | H-atom parameters constrained |
wR(F2) = 0.115 | w = 1/[σ2(Fo2) + (0.0461P)2 + 14.490P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
5617 reflections | Δρmax = 0.46 e Å−3 |
412 parameters | Δρmin = −0.46 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ni1 | 0.750000 | 0.250000 | 1.000000 | 0.0386 (2) | |
Ni2 | 0.84609 (2) | 0.37315 (3) | 0.97995 (3) | 0.03071 (15) | |
O1 | 0.75061 (13) | 0.36559 (19) | 0.86191 (18) | 0.0496 (8) | |
O2 | 0.68986 (14) | 0.27350 (18) | 0.86185 (19) | 0.0461 (7) | |
O3 | 0.61849 (14) | 0.4128 (2) | 0.5211 (2) | 0.0567 (9) | |
O4 | 0.80345 (15) | 0.26108 (16) | 0.60563 (19) | 0.0479 (8) | |
O5 | 0.82738 (13) | 0.44312 (16) | 1.04660 (18) | 0.0398 (7) | |
O6 | 0.74694 (15) | 0.37317 (16) | 1.0229 (2) | 0.0486 (8) | |
O7 | 0.86387 (14) | 0.30223 (16) | 0.91063 (18) | 0.0406 (7) | |
O8 | 0.85751 (15) | 0.17226 (17) | 0.9461 (2) | 0.0474 (8) | |
O9 | 0.83964 (13) | 0.26224 (15) | 1.03127 (17) | 0.0370 (6) | |
H9A | 0.847371 | 0.222770 | 1.012696 | 0.055* | |
H9B | 0.865681 | 0.259053 | 1.086742 | 0.055* | |
C1 | 0.64487 (18) | 0.3401 (2) | 0.7219 (3) | 0.0333 (9) | |
C2 | 0.65954 (19) | 0.3675 (2) | 0.6706 (3) | 0.0364 (9) | |
H2 | 0.702869 | 0.375392 | 0.698858 | 0.044* | |
C3 | 0.60945 (19) | 0.3830 (3) | 0.5775 (3) | 0.0400 (10) | |
C4 | 0.5448 (2) | 0.3730 (3) | 0.5351 (3) | 0.0540 (12) | |
H4 | 0.511192 | 0.383823 | 0.472533 | 0.065* | |
C5 | 0.5311 (2) | 0.3468 (3) | 0.5870 (3) | 0.0608 (14) | |
H5 | 0.487730 | 0.340632 | 0.559206 | 0.073* | |
C6 | 0.5803 (2) | 0.3297 (3) | 0.6791 (3) | 0.0475 (11) | |
H6 | 0.570035 | 0.311103 | 0.712841 | 0.057* | |
C7 | 0.69950 (19) | 0.3251 (2) | 0.8236 (3) | 0.0338 (9) | |
C8 | 0.67969 (19) | 0.4094 (3) | 0.5482 (3) | 0.0384 (10) | |
C9 | 0.7123 (2) | 0.3342 (3) | 0.5693 (3) | 0.0423 (10) | |
H9 | 0.696030 | 0.284191 | 0.571797 | 0.051* | |
C10 | 0.7696 (2) | 0.3351 (2) | 0.5867 (3) | 0.0365 (10) | |
C11 | 0.7922 (2) | 0.4077 (2) | 0.5782 (2) | 0.0345 (9) | |
H11 | 0.829806 | 0.406631 | 0.587503 | 0.041* | |
C12 | 0.75817 (18) | 0.4830 (2) | 0.5556 (2) | 0.0286 (8) | |
C13 | 0.70260 (18) | 0.4839 (2) | 0.5429 (2) | 0.0346 (9) | |
H13 | 0.680896 | 0.534216 | 0.530805 | 0.042* | |
C14 | 0.77987 (19) | 0.4372 (2) | 1.0409 (2) | 0.0331 (9) | |
C15 | 0.82332 (19) | 0.2119 (2) | 0.6783 (3) | 0.0336 (9) | |
C16 | 0.83233 (18) | 0.2427 (2) | 0.7515 (2) | 0.0316 (9) | |
H16 | 0.824448 | 0.299303 | 0.753021 | 0.038* | |
C17 | 0.85304 (17) | 0.1900 (2) | 0.8229 (2) | 0.0274 (8) | |
C18 | 0.8660 (2) | 0.1058 (2) | 0.8212 (3) | 0.0398 (10) | |
H18 | 0.879637 | 0.069777 | 0.868599 | 0.048* | |
C19 | 0.8586 (2) | 0.0762 (2) | 0.7487 (3) | 0.0464 (11) | |
H19 | 0.868189 | 0.020181 | 0.748294 | 0.056* | |
C20 | 0.8370 (2) | 0.1284 (2) | 0.6770 (3) | 0.0420 (10) | |
H20 | 0.831742 | 0.107679 | 0.628148 | 0.050* | |
C21 | 0.85879 (17) | 0.2246 (2) | 0.8994 (2) | 0.0299 (9) | |
N1 | 0.85266 (15) | 0.4851 (2) | 0.9317 (2) | 0.0370 (8) | |
N2 | 0.94618 (15) | 0.3990 (2) | 1.0844 (2) | 0.0372 (8) | |
C22 | 0.8062 (2) | 0.5255 (3) | 0.8550 (4) | 0.0619 (14) | |
H22 | 0.764666 | 0.501708 | 0.813930 | 0.074* | |
C23 | 0.8164 (3) | 0.6031 (4) | 0.8323 (4) | 0.0818 (18) | |
H23 | 0.782301 | 0.629563 | 0.777054 | 0.098* | |
C24 | 0.8764 (3) | 0.6388 (3) | 0.8916 (5) | 0.0781 (18) | |
H24 | 0.883514 | 0.690946 | 0.878150 | 0.094* | |
C25 | 0.9268 (3) | 0.5979 (3) | 0.9718 (4) | 0.0596 (13) | |
C26 | 0.9121 (2) | 0.5208 (2) | 0.9893 (3) | 0.0426 (10) | |
C27 | 0.9628 (2) | 0.4747 (3) | 1.0710 (3) | 0.0435 (11) | |
C28 | 0.9932 (3) | 0.6276 (3) | 1.0363 (5) | 0.0841 (19) | |
H28 | 1.003347 | 0.678610 | 1.025238 | 0.101* | |
C29 | 1.0406 (3) | 0.5838 (4) | 1.1117 (5) | 0.0872 (19) | |
H29 | 1.083211 | 0.604281 | 1.151429 | 0.105* | |
C30 | 1.0272 (2) | 0.5056 (3) | 1.1328 (3) | 0.0601 (13) | |
C31 | 1.0743 (3) | 0.4565 (4) | 1.2095 (4) | 0.0804 (18) | |
H31 | 1.117208 | 0.475669 | 1.252468 | 0.096* | |
C32 | 1.0588 (3) | 0.3810 (4) | 1.2231 (3) | 0.0724 (16) | |
H32 | 1.090306 | 0.347492 | 1.273809 | 0.087* | |
C33 | 0.9926 (2) | 0.3557 (3) | 1.1566 (3) | 0.0542 (12) | |
H33 | 0.981592 | 0.304062 | 1.165251 | 0.065* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0622 (5) | 0.0266 (4) | 0.0529 (5) | −0.0133 (4) | 0.0493 (5) | −0.0094 (4) |
Ni2 | 0.0326 (3) | 0.0305 (3) | 0.0287 (3) | −0.0095 (2) | 0.0206 (2) | −0.0041 (2) |
O1 | 0.0319 (16) | 0.067 (2) | 0.0310 (15) | −0.0229 (15) | 0.0137 (14) | −0.0003 (15) |
O2 | 0.0495 (18) | 0.0526 (18) | 0.0430 (17) | −0.0190 (14) | 0.0340 (16) | −0.0055 (15) |
O3 | 0.0366 (17) | 0.081 (2) | 0.0419 (17) | 0.0089 (16) | 0.0222 (15) | 0.0297 (17) |
O4 | 0.088 (2) | 0.0306 (15) | 0.0464 (17) | 0.0174 (15) | 0.0537 (18) | 0.0120 (14) |
O5 | 0.0388 (16) | 0.0359 (15) | 0.0491 (17) | −0.0088 (13) | 0.0315 (15) | −0.0128 (14) |
O6 | 0.078 (2) | 0.0246 (14) | 0.077 (2) | −0.0164 (15) | 0.066 (2) | −0.0144 (15) |
O7 | 0.0633 (19) | 0.0338 (16) | 0.0414 (16) | −0.0154 (14) | 0.0421 (16) | −0.0102 (13) |
O8 | 0.072 (2) | 0.0398 (16) | 0.0573 (19) | 0.0048 (15) | 0.0547 (19) | 0.0091 (15) |
O9 | 0.0528 (17) | 0.0347 (15) | 0.0395 (15) | −0.0050 (13) | 0.0377 (15) | −0.0025 (13) |
C1 | 0.031 (2) | 0.029 (2) | 0.039 (2) | −0.0067 (17) | 0.023 (2) | −0.0077 (18) |
C2 | 0.029 (2) | 0.036 (2) | 0.042 (2) | −0.0046 (18) | 0.023 (2) | −0.003 (2) |
C3 | 0.035 (2) | 0.037 (2) | 0.038 (2) | 0.0002 (19) | 0.021 (2) | 0.004 (2) |
C4 | 0.027 (2) | 0.069 (3) | 0.041 (2) | −0.004 (2) | 0.013 (2) | 0.000 (3) |
C5 | 0.027 (2) | 0.082 (4) | 0.063 (3) | −0.009 (2) | 0.026 (3) | −0.009 (3) |
C6 | 0.033 (2) | 0.062 (3) | 0.048 (3) | −0.016 (2) | 0.028 (2) | −0.011 (2) |
C7 | 0.038 (2) | 0.033 (2) | 0.036 (2) | −0.0070 (19) | 0.027 (2) | −0.0086 (19) |
C8 | 0.033 (2) | 0.051 (3) | 0.023 (2) | 0.002 (2) | 0.0155 (19) | 0.010 (2) |
C9 | 0.054 (3) | 0.035 (2) | 0.035 (2) | −0.005 (2) | 0.029 (2) | 0.006 (2) |
C10 | 0.059 (3) | 0.029 (2) | 0.025 (2) | 0.006 (2) | 0.030 (2) | 0.0036 (18) |
C11 | 0.047 (2) | 0.033 (2) | 0.029 (2) | 0.0089 (19) | 0.027 (2) | 0.0045 (18) |
C12 | 0.040 (2) | 0.0268 (19) | 0.0199 (18) | 0.0044 (17) | 0.0203 (18) | 0.0041 (16) |
C13 | 0.038 (2) | 0.034 (2) | 0.0249 (19) | 0.0076 (18) | 0.0188 (19) | 0.0080 (18) |
C14 | 0.041 (2) | 0.030 (2) | 0.0224 (19) | −0.0058 (18) | 0.0193 (19) | −0.0050 (17) |
C15 | 0.045 (2) | 0.026 (2) | 0.033 (2) | 0.0023 (18) | 0.028 (2) | 0.0037 (18) |
C16 | 0.042 (2) | 0.0210 (18) | 0.038 (2) | 0.0004 (17) | 0.030 (2) | −0.0006 (18) |
C17 | 0.0240 (19) | 0.0289 (19) | 0.0254 (19) | −0.0003 (16) | 0.0152 (17) | 0.0040 (17) |
C18 | 0.046 (2) | 0.033 (2) | 0.041 (2) | 0.0098 (19) | 0.030 (2) | 0.013 (2) |
C19 | 0.066 (3) | 0.023 (2) | 0.056 (3) | 0.015 (2) | 0.044 (3) | 0.009 (2) |
C20 | 0.061 (3) | 0.030 (2) | 0.043 (2) | 0.005 (2) | 0.038 (2) | −0.001 (2) |
C21 | 0.0225 (19) | 0.037 (2) | 0.028 (2) | −0.0049 (17) | 0.0165 (18) | −0.0027 (18) |
N1 | 0.0314 (18) | 0.0333 (18) | 0.043 (2) | −0.0036 (16) | 0.0242 (17) | 0.0050 (17) |
N2 | 0.0309 (18) | 0.047 (2) | 0.0276 (18) | −0.0005 (16) | 0.0172 (16) | −0.0057 (17) |
C22 | 0.049 (3) | 0.059 (3) | 0.068 (3) | −0.002 (3) | 0.035 (3) | 0.019 (3) |
C23 | 0.064 (4) | 0.074 (4) | 0.100 (5) | 0.016 (3) | 0.053 (4) | 0.044 (4) |
C24 | 0.080 (4) | 0.048 (3) | 0.121 (5) | 0.007 (3) | 0.074 (4) | 0.032 (3) |
C25 | 0.062 (3) | 0.040 (2) | 0.087 (4) | −0.007 (2) | 0.055 (3) | 0.000 (3) |
C26 | 0.043 (3) | 0.033 (2) | 0.057 (3) | −0.007 (2) | 0.035 (2) | −0.004 (2) |
C27 | 0.044 (3) | 0.040 (2) | 0.045 (3) | −0.008 (2) | 0.030 (2) | −0.011 (2) |
C28 | 0.085 (4) | 0.051 (3) | 0.118 (5) | −0.028 (3) | 0.070 (4) | −0.004 (4) |
C29 | 0.057 (4) | 0.079 (4) | 0.097 (5) | −0.035 (3) | 0.040 (4) | −0.020 (4) |
C30 | 0.043 (3) | 0.068 (3) | 0.056 (3) | −0.016 (3) | 0.028 (3) | −0.013 (3) |
C31 | 0.045 (3) | 0.115 (5) | 0.046 (3) | −0.018 (3) | 0.017 (3) | −0.017 (4) |
C32 | 0.053 (3) | 0.101 (5) | 0.043 (3) | 0.003 (3) | 0.025 (3) | 0.003 (3) |
C33 | 0.056 (3) | 0.063 (3) | 0.042 (3) | 0.000 (3) | 0.032 (3) | 0.001 (2) |
Geometric parameters (Å, º) top
Ni1—O6i | 2.021 (3) | C11—C12 | 1.396 (5) |
Ni1—O6 | 2.022 (3) | C11—H11 | 0.9300 |
Ni1—O2 | 2.048 (3) | C12—C13 | 1.384 (5) |
Ni1—O2i | 2.048 (3) | C12—C14ii | 1.512 (5) |
Ni1—O9i | 2.127 (2) | C13—H13 | 0.9300 |
Ni1—O9 | 2.127 (2) | C15—C16 | 1.377 (5) |
Ni2—O1 | 2.027 (3) | C15—C20 | 1.385 (5) |
Ni2—O5 | 2.037 (3) | C16—C17 | 1.385 (5) |
Ni2—O7 | 2.071 (3) | C16—H16 | 0.9300 |
Ni2—N1 | 2.080 (3) | C17—C18 | 1.391 (5) |
Ni2—N2 | 2.094 (3) | C17—C21 | 1.507 (5) |
Ni2—O9 | 2.098 (2) | C18—C19 | 1.381 (5) |
O1—C7 | 1.243 (4) | C18—H18 | 0.9300 |
O2—C7 | 1.258 (4) | C19—C20 | 1.379 (5) |
O3—C3 | 1.377 (5) | C19—H19 | 0.9300 |
O3—C8 | 1.394 (5) | C20—H20 | 0.9300 |
O4—C15 | 1.378 (4) | N1—C22 | 1.313 (5) |
O4—C10 | 1.389 (4) | N1—C26 | 1.340 (5) |
O5—C14 | 1.248 (4) | N2—C33 | 1.296 (5) |
O6—C14 | 1.247 (4) | N2—C27 | 1.376 (5) |
O7—C21 | 1.243 (4) | C22—C23 | 1.403 (7) |
O8—C21 | 1.259 (4) | C22—H22 | 0.9300 |
O9—H9A | 0.8239 | C23—C24 | 1.351 (7) |
O9—H9B | 0.8075 | C23—H23 | 0.9300 |
C1—C6 | 1.380 (5) | C24—C25 | 1.375 (7) |
C1—C2 | 1.389 (5) | C24—H24 | 0.9300 |
C1—C7 | 1.505 (5) | C25—C26 | 1.405 (6) |
C2—C3 | 1.383 (5) | C25—C28 | 1.436 (7) |
C2—H2 | 0.9300 | C26—C27 | 1.430 (6) |
C3—C4 | 1.382 (6) | C27—C30 | 1.404 (6) |
C4—C5 | 1.375 (7) | C28—C29 | 1.334 (8) |
C4—H4 | 0.9300 | C28—H28 | 0.9300 |
C5—C6 | 1.372 (6) | C29—C30 | 1.435 (7) |
C5—H5 | 0.9300 | C29—H29 | 0.9300 |
C6—H6 | 0.9300 | C30—C31 | 1.389 (7) |
C8—C13 | 1.379 (5) | C31—C32 | 1.360 (8) |
C8—C9 | 1.381 (6) | C31—H31 | 0.9300 |
C9—C10 | 1.380 (6) | C32—C33 | 1.411 (7) |
C9—H9 | 0.9300 | C32—H32 | 0.9300 |
C10—C11 | 1.375 (5) | C33—H33 | 0.9300 |
| | | |
O6i—Ni1—O6 | 180.0 | C10—C11—H11 | 120.3 |
O6i—Ni1—O2 | 89.94 (12) | C12—C11—H11 | 120.3 |
O6—Ni1—O2 | 90.06 (12) | C13—C12—C11 | 119.7 (4) |
O6i—Ni1—O2i | 90.06 (12) | C13—C12—C14ii | 119.7 (3) |
O6—Ni1—O2i | 89.94 (12) | C11—C12—C14ii | 120.6 (4) |
O2—Ni1—O2i | 180.0 | C8—C13—C12 | 119.4 (4) |
O6i—Ni1—O9i | 93.66 (10) | C8—C13—H13 | 120.3 |
O6—Ni1—O9i | 86.34 (10) | C12—C13—H13 | 120.3 |
O2—Ni1—O9i | 83.66 (10) | O6—C14—O5 | 127.7 (4) |
O2i—Ni1—O9i | 96.34 (10) | O6—C14—C12iii | 115.4 (4) |
O6i—Ni1—O9 | 86.34 (10) | O5—C14—C12iii | 116.9 (3) |
O6—Ni1—O9 | 93.67 (10) | C16—C15—O4 | 123.4 (3) |
O2—Ni1—O9 | 96.34 (10) | C16—C15—C20 | 120.1 (4) |
O2i—Ni1—O9 | 83.66 (10) | O4—C15—C20 | 116.4 (3) |
O9i—Ni1—O9 | 180.0 | C15—C16—C17 | 120.5 (3) |
O1—Ni2—O5 | 93.90 (12) | C15—C16—H16 | 119.7 |
O1—Ni2—O7 | 85.37 (12) | C17—C16—H16 | 119.7 |
O5—Ni2—O7 | 179.26 (12) | C16—C17—C18 | 119.5 (3) |
O1—Ni2—N1 | 88.63 (12) | C16—C17—C21 | 119.1 (3) |
O5—Ni2—N1 | 88.16 (12) | C18—C17—C21 | 121.3 (3) |
O7—Ni2—N1 | 91.70 (11) | C19—C18—C17 | 119.5 (4) |
O1—Ni2—N2 | 167.11 (12) | C19—C18—H18 | 120.3 |
O5—Ni2—N2 | 90.27 (11) | C17—C18—H18 | 120.3 |
O7—Ni2—N2 | 90.41 (12) | C20—C19—C18 | 121.0 (4) |
N1—Ni2—N2 | 79.31 (13) | C20—C19—H19 | 119.5 |
O1—Ni2—O9 | 91.88 (11) | C18—C19—H19 | 119.5 |
O5—Ni2—O9 | 90.28 (10) | C19—C20—C15 | 119.3 (4) |
O7—Ni2—O9 | 89.87 (10) | C19—C20—H20 | 120.3 |
N1—Ni2—O9 | 178.39 (11) | C15—C20—H20 | 120.3 |
N2—Ni2—O9 | 100.31 (12) | O7—C21—O8 | 125.4 (3) |
C7—O1—Ni2 | 142.8 (3) | O7—C21—C17 | 117.5 (3) |
C7—O2—Ni1 | 127.1 (3) | O8—C21—C17 | 117.0 (3) |
C3—O3—C8 | 121.1 (3) | C22—N1—C26 | 117.1 (4) |
C15—O4—C10 | 118.7 (3) | C22—N1—Ni2 | 128.5 (3) |
C14—O5—Ni2 | 127.9 (2) | C26—N1—Ni2 | 114.3 (3) |
C14—O6—Ni1 | 136.0 (3) | C33—N2—C27 | 117.5 (4) |
C21—O7—Ni2 | 127.4 (2) | C33—N2—Ni2 | 130.4 (3) |
Ni2—O9—Ni1 | 113.63 (12) | C27—N2—Ni2 | 112.1 (3) |
Ni2—O9—H9A | 107.0 | N1—C22—C23 | 123.0 (5) |
Ni1—O9—H9A | 113.9 | N1—C22—H22 | 118.5 |
Ni2—O9—H9B | 114.6 | C23—C22—H22 | 118.5 |
Ni1—O9—H9B | 100.8 | C24—C23—C22 | 119.2 (5) |
H9A—O9—H9B | 106.9 | C24—C23—H23 | 120.4 |
C6—C1—C2 | 119.4 (4) | C22—C23—H23 | 120.4 |
C6—C1—C7 | 121.1 (4) | C23—C24—C25 | 119.8 (5) |
C2—C1—C7 | 119.5 (3) | C23—C24—H24 | 120.1 |
C3—C2—C1 | 119.7 (4) | C25—C24—H24 | 120.1 |
C3—C2—H2 | 120.1 | C24—C25—C26 | 117.1 (5) |
C1—C2—H2 | 120.1 | C24—C25—C28 | 124.2 (5) |
O3—C3—C4 | 114.9 (4) | C26—C25—C28 | 118.7 (5) |
O3—C3—C2 | 124.4 (4) | N1—C26—C25 | 123.8 (4) |
C4—C3—C2 | 120.7 (4) | N1—C26—C27 | 116.6 (4) |
C5—C4—C3 | 118.9 (4) | C25—C26—C27 | 119.6 (4) |
C5—C4—H4 | 120.6 | N2—C27—C30 | 122.2 (4) |
C3—C4—H4 | 120.6 | N2—C27—C26 | 117.4 (4) |
C6—C5—C4 | 121.1 (4) | C30—C27—C26 | 120.3 (4) |
C6—C5—H5 | 119.4 | C29—C28—C25 | 121.5 (5) |
C4—C5—H5 | 119.4 | C29—C28—H28 | 119.3 |
C5—C6—C1 | 120.2 (4) | C25—C28—H28 | 119.3 |
C5—C6—H6 | 119.9 | C28—C29—C30 | 121.4 (5) |
C1—C6—H6 | 119.9 | C28—C29—H29 | 119.3 |
O1—C7—O2 | 126.1 (4) | C30—C29—H29 | 119.3 |
O1—C7—C1 | 115.8 (3) | C31—C30—C27 | 117.2 (5) |
O2—C7—C1 | 118.1 (3) | C31—C30—C29 | 124.3 (5) |
C13—C8—C9 | 121.5 (4) | C27—C30—C29 | 118.5 (5) |
C13—C8—O3 | 116.2 (4) | C32—C31—C30 | 121.3 (5) |
C9—C8—O3 | 121.8 (4) | C32—C31—H31 | 119.3 |
C10—C9—C8 | 118.3 (4) | C30—C31—H31 | 119.3 |
C10—C9—H9 | 120.9 | C31—C32—C33 | 116.9 (5) |
C8—C9—H9 | 120.9 | C31—C32—H32 | 121.5 |
C11—C10—C9 | 121.4 (4) | C33—C32—H32 | 121.5 |
C11—C10—O4 | 117.4 (4) | N2—C33—C32 | 124.9 (5) |
C9—C10—O4 | 120.9 (4) | N2—C33—H33 | 117.6 |
C10—C11—C12 | 119.5 (4) | C32—C33—H33 | 117.6 |
| | | |
C6—C1—C2—C3 | −0.8 (6) | C17—C18—C19—C20 | −1.5 (6) |
C7—C1—C2—C3 | −178.7 (4) | C18—C19—C20—C15 | 0.6 (7) |
C8—O3—C3—C4 | −166.4 (4) | C16—C15—C20—C19 | 1.2 (6) |
C8—O3—C3—C2 | 16.8 (6) | O4—C15—C20—C19 | 178.6 (4) |
C1—C2—C3—O3 | 177.9 (4) | Ni2—O7—C21—O8 | −18.6 (6) |
C1—C2—C3—C4 | 1.2 (6) | Ni2—O7—C21—C17 | 160.8 (2) |
O3—C3—C4—C5 | −177.4 (4) | C16—C17—C21—O7 | −21.0 (5) |
C2—C3—C4—C5 | −0.4 (7) | C18—C17—C21—O7 | 161.1 (4) |
C3—C4—C5—C6 | −0.8 (8) | C16—C17—C21—O8 | 158.5 (3) |
C4—C5—C6—C1 | 1.2 (8) | C18—C17—C21—O8 | −19.4 (5) |
C2—C1—C6—C5 | −0.4 (7) | C26—N1—C22—C23 | −0.3 (7) |
C7—C1—C6—C5 | 177.5 (4) | Ni2—N1—C22—C23 | 177.0 (4) |
Ni2—O1—C7—O2 | 12.8 (7) | N1—C22—C23—C24 | −0.5 (9) |
Ni2—O1—C7—C1 | −166.9 (3) | C22—C23—C24—C25 | 1.8 (9) |
Ni1—O2—C7—O1 | 7.8 (6) | C23—C24—C25—C26 | −2.2 (9) |
Ni1—O2—C7—C1 | −172.5 (2) | C23—C24—C25—C28 | 175.7 (6) |
C6—C1—C7—O1 | −152.5 (4) | C22—N1—C26—C25 | −0.2 (7) |
C2—C1—C7—O1 | 25.3 (5) | Ni2—N1—C26—C25 | −177.9 (4) |
C6—C1—C7—O2 | 27.7 (6) | C22—N1—C26—C27 | −177.8 (4) |
C2—C1—C7—O2 | −154.5 (4) | Ni2—N1—C26—C27 | 4.5 (5) |
C3—O3—C8—C13 | −127.9 (4) | C24—C25—C26—N1 | 1.5 (7) |
C3—O3—C8—C9 | 59.0 (5) | C28—C25—C26—N1 | −176.5 (5) |
C13—C8—C9—C10 | 1.0 (6) | C24—C25—C26—C27 | 179.0 (5) |
O3—C8—C9—C10 | 173.8 (3) | C28—C25—C26—C27 | 1.0 (7) |
C8—C9—C10—C11 | −3.7 (6) | C33—N2—C27—C30 | −0.8 (6) |
C8—C9—C10—O4 | −178.0 (3) | Ni2—N2—C27—C30 | 179.4 (3) |
C15—O4—C10—C11 | 128.6 (4) | C33—N2—C27—C26 | 177.4 (4) |
C15—O4—C10—C9 | −56.9 (5) | Ni2—N2—C27—C26 | −2.4 (5) |
C9—C10—C11—C12 | 2.9 (6) | N1—C26—C27—N2 | −1.4 (6) |
O4—C10—C11—C12 | 177.4 (3) | C25—C26—C27—N2 | −179.1 (4) |
C10—C11—C12—C13 | 0.6 (5) | N1—C26—C27—C30 | 176.9 (4) |
C10—C11—C12—C14ii | −176.8 (3) | C25—C26—C27—C30 | −0.9 (7) |
C9—C8—C13—C12 | 2.4 (6) | C24—C25—C28—C29 | −177.8 (6) |
O3—C8—C13—C12 | −170.7 (3) | C26—C25—C28—C29 | 0.0 (9) |
C11—C12—C13—C8 | −3.2 (5) | C25—C28—C29—C30 | −1.3 (10) |
C14ii—C12—C13—C8 | 174.2 (3) | N2—C27—C30—C31 | −0.3 (7) |
Ni1—O6—C14—O5 | 3.5 (7) | C26—C27—C30—C31 | −178.4 (4) |
Ni1—O6—C14—C12iii | −177.8 (3) | N2—C27—C30—C29 | 177.8 (5) |
Ni2—O5—C14—O6 | 28.5 (6) | C26—C27—C30—C29 | −0.3 (7) |
Ni2—O5—C14—C12iii | −150.1 (2) | C28—C29—C30—C31 | 179.4 (6) |
C10—O4—C15—C16 | −23.1 (6) | C28—C29—C30—C27 | 1.4 (9) |
C10—O4—C15—C20 | 159.6 (4) | C27—C30—C31—C32 | 1.3 (8) |
O4—C15—C16—C17 | −179.3 (3) | C29—C30—C31—C32 | −176.7 (6) |
C20—C15—C16—C17 | −2.1 (6) | C30—C31—C32—C33 | −1.1 (9) |
C15—C16—C17—C18 | 1.3 (6) | C27—N2—C33—C32 | 1.0 (7) |
C15—C16—C17—C21 | −176.6 (3) | Ni2—N2—C33—C32 | −179.2 (4) |
C16—C17—C18—C19 | 0.5 (6) | C31—C32—C33—N2 | −0.1 (8) |
C21—C17—C18—C19 | 178.3 (4) | | |
Symmetry codes: (i) −x+3/2, −y+1/2, −z+2; (ii) x, −y+1, z−1/2; (iii) x, −y+1, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O9—H9A···O8 | 0.82 | 1.72 | 2.496 (4) | 157 |
O9—H9B···O2i | 0.81 | 2.40 | 2.785 (4) | 110 |
C20—H20···Cg1iv | 0.93 | 2.88 | 3.736 (5) | 154 |
C24—H24···Cg2v | 0.93 | 2.72 | 3.630 (6) | 166 |
Cg3···Cg3vi | | | 3.473 (4) | |
Symmetry codes: (i) −x+3/2, −y+1/2, −z+2; (iv) −x+3/2, −y+1/2, −z+1; (v) x+1, −y, z+1/2; (vi) x+5/2, y+3/2, z+2. |
Poly[[di-µ-aqua-bis{µ
4-3,3'-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-
κ5O1:
O1',
O3:
O5:
O5'}bis(1,10-phenanthroline-
κ2N,
N')tricobalt(II)]
diethylamine disolvate tetrahydrate] (II)
top
Crystal data top
[Co3(C21H11O8)2(C12H8N2)2(H2O)2]·2C2H7N·4H2O | F(000) = 3132 |
Mr = 1518.06 | Dx = 1.555 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 27.9723 (8) Å | Cell parameters from 9979 reflections |
b = 15.9725 (5) Å | θ = 2.9–26.0° |
c = 19.7372 (10) Å | µ = 0.85 mm−1 |
β = 132.6619 (7)° | T = 297 K |
V = 6484.7 (4) Å3 | Block, pink |
Z = 4 | 0.25 × 0.2 × 0.2 mm |
Data collection top
Bruker APEXII CCD diffractometer | 5128 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.034 |
Absorption correction: multi-scan (SADABS; Bruker, 2010) | θmax = 26.1°, θmin = 2.9° |
| h = −34→30 |
26417 measured reflections | k = −19→19 |
6376 independent reflections | l = −24→24 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.098 | w = 1/[σ2(Fo2) + (0.0507P)2 + 5.0581P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
6376 reflections | Δρmax = 0.28 e Å−3 |
412 parameters | Δρmin = −0.72 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.15359 (2) | 0.37499 (2) | 0.52014 (2) | 0.03100 (10) | |
Co2 | 0.2500 | 0.2500 | 0.5000 | 0.04043 (14) | |
O1 | 0.24995 (10) | 0.37284 (10) | 0.47258 (15) | 0.0534 (5) | |
O2 | 0.17202 (8) | 0.44400 (10) | 0.45161 (12) | 0.0423 (4) | |
O3 | 0.31161 (9) | 0.27707 (12) | 0.63961 (12) | 0.0486 (4) | |
O4 | 0.24976 (8) | 0.36548 (12) | 0.63913 (12) | 0.0538 (5) | |
O5 | 0.13507 (9) | 0.30119 (10) | 0.58771 (11) | 0.0415 (4) | |
O6 | 0.14023 (9) | 0.17167 (11) | 0.55194 (12) | 0.0483 (4) | |
O7 | 0.38069 (9) | 0.58432 (14) | 0.47899 (13) | 0.0612 (6) | |
O8 | 0.19849 (11) | 0.73802 (10) | 0.39568 (12) | 0.0521 (5) | |
O9 | 0.15765 (8) | 0.26085 (9) | 0.46563 (11) | 0.0379 (4) | |
H9A | 0.1499 | 0.2214 | 0.4842 | 0.057* | |
H9B | 0.1316 | 0.2577 | 0.4102 | 0.057* | |
N1 | 0.14676 (9) | 0.48953 (12) | 0.56814 (14) | 0.0389 (5) | |
N2 | 0.05190 (9) | 0.40372 (12) | 0.41563 (12) | 0.0350 (4) | |
C1 | 0.32015 (12) | 0.58824 (16) | 0.45172 (16) | 0.0408 (6) | |
C2 | 0.28817 (13) | 0.66379 (15) | 0.43079 (16) | 0.0439 (6) | |
H2 | 0.3046 | 0.7132 | 0.4285 | 0.053* | |
C3 | 0.23139 (13) | 0.66375 (14) | 0.41353 (15) | 0.0379 (5) | |
C4 | 0.20796 (12) | 0.59168 (13) | 0.42088 (15) | 0.0348 (5) | |
H4 | 0.1705 | 0.5933 | 0.4113 | 0.042* | |
C5 | 0.24107 (11) | 0.51638 (13) | 0.44289 (14) | 0.0314 (5) | |
C6 | 0.29651 (11) | 0.51460 (14) | 0.45614 (15) | 0.0365 (5) | |
H6 | 0.3176 | 0.4642 | 0.4679 | 0.044* | |
C7 | 0.21862 (12) | 0.43750 (14) | 0.45612 (15) | 0.0348 (5) | |
C8 | 0.39001 (12) | 0.61414 (15) | 0.42344 (17) | 0.0419 (6) | |
C9 | 0.34050 (11) | 0.62961 (14) | 0.33016 (16) | 0.0374 (5) | |
H9 | 0.2974 | 0.6216 | 0.3015 | 0.045* | |
C10 | 0.35532 (11) | 0.65719 (14) | 0.27930 (16) | 0.0345 (5) | |
C11 | 0.41996 (12) | 0.66825 (17) | 0.32302 (19) | 0.0470 (6) | |
H11 | 0.4302 | 0.6878 | 0.2898 | 0.056* | |
C12 | 0.46877 (12) | 0.6504 (2) | 0.4153 (2) | 0.0580 (8) | |
H12 | 0.5120 | 0.6561 | 0.4436 | 0.070* | |
C13 | 0.45431 (12) | 0.62413 (18) | 0.4662 (2) | 0.0537 (7) | |
H13 | 0.4875 | 0.6132 | 0.5289 | 0.064* | |
C14 | 0.30135 (11) | 0.32670 (14) | 0.67777 (16) | 0.0352 (5) | |
C15 | 0.17815 (12) | 0.78684 (14) | 0.32225 (16) | 0.0368 (5) | |
C16 | 0.16868 (11) | 0.75630 (13) | 0.24868 (15) | 0.0322 (5) | |
H16 | 0.1767 | 0.7002 | 0.2469 | 0.039* | |
C17 | 0.14706 (10) | 0.80979 (13) | 0.17698 (14) | 0.0295 (5) | |
C18 | 0.13426 (12) | 0.89318 (15) | 0.17935 (17) | 0.0396 (5) | |
H18 | 0.1204 | 0.9293 | 0.1320 | 0.048* | |
C19 | 0.14220 (13) | 0.92242 (15) | 0.25256 (18) | 0.0467 (6) | |
H19 | 0.1323 | 0.9778 | 0.2532 | 0.056* | |
C20 | 0.16474 (14) | 0.86966 (14) | 0.32472 (18) | 0.0456 (6) | |
H20 | 0.1708 | 0.8897 | 0.3743 | 0.055* | |
C21 | 0.14024 (10) | 0.22379 (14) | 0.59940 (15) | 0.0303 (5) | |
C22 | 0.19368 (13) | 0.53080 (19) | 0.6439 (2) | 0.0595 (8) | |
H22 | 0.2352 | 0.5077 | 0.6843 | 0.071* | |
C23 | 0.18353 (17) | 0.6083 (2) | 0.6661 (3) | 0.0816 (12) | |
H23 | 0.2179 | 0.6356 | 0.7204 | 0.098* | |
C24 | 0.12394 (18) | 0.6428 (2) | 0.6086 (3) | 0.0751 (10) | |
H24 | 0.1170 | 0.6945 | 0.6223 | 0.090* | |
C25 | 0.07243 (15) | 0.60081 (16) | 0.5280 (2) | 0.0550 (7) | |
C26 | 0.08652 (12) | 0.52361 (14) | 0.51043 (18) | 0.0395 (5) | |
C27 | 0.03577 (11) | 0.47735 (15) | 0.42910 (16) | 0.0380 (5) | |
C30 | −0.02866 (14) | 0.5078 (2) | 0.3686 (2) | 0.0564 (7) | |
C31 | −0.07595 (14) | 0.4585 (3) | 0.2923 (2) | 0.0733 (10) | |
H31 | −0.1189 | 0.4767 | 0.2503 | 0.088* | |
C32 | −0.06034 (15) | 0.3849 (2) | 0.2788 (2) | 0.0696 (9) | |
H32 | −0.0921 | 0.3518 | 0.2280 | 0.084* | |
C33 | 0.00441 (13) | 0.35900 (18) | 0.34234 (18) | 0.0500 (6) | |
H33 | 0.0149 | 0.3077 | 0.3329 | 0.060* | |
C28 | 0.00672 (18) | 0.6301 (2) | 0.4646 (3) | 0.0733 (10) | |
H28 | −0.0030 | 0.6812 | 0.4755 | 0.088* | |
C29 | −0.04139 (17) | 0.5856 (2) | 0.3897 (3) | 0.0762 (10) | |
H29 | −0.0838 | 0.6057 | 0.3508 | 0.091* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.03365 (17) | 0.02865 (17) | 0.03221 (17) | 0.00876 (12) | 0.02292 (15) | 0.00290 (11) |
Co2 | 0.0666 (3) | 0.0251 (2) | 0.0596 (3) | 0.0114 (2) | 0.0548 (3) | 0.0081 (2) |
O1 | 0.0825 (14) | 0.0252 (9) | 0.0904 (15) | 0.0140 (9) | 0.0737 (13) | 0.0140 (9) |
O2 | 0.0448 (9) | 0.0358 (9) | 0.0529 (10) | 0.0070 (7) | 0.0357 (9) | 0.0109 (7) |
O3 | 0.0505 (10) | 0.0533 (11) | 0.0506 (11) | 0.0163 (9) | 0.0377 (9) | 0.0043 (8) |
O4 | 0.0379 (10) | 0.0719 (13) | 0.0381 (10) | 0.0219 (9) | 0.0204 (8) | −0.0007 (8) |
O5 | 0.0604 (11) | 0.0338 (9) | 0.0431 (9) | 0.0158 (8) | 0.0402 (9) | 0.0103 (7) |
O6 | 0.0735 (13) | 0.0386 (10) | 0.0575 (11) | −0.0061 (9) | 0.0542 (11) | −0.0101 (8) |
O7 | 0.0390 (10) | 0.0810 (15) | 0.0518 (11) | 0.0082 (10) | 0.0260 (9) | 0.0312 (10) |
O8 | 0.0970 (15) | 0.0305 (9) | 0.0514 (11) | 0.0210 (9) | 0.0593 (11) | 0.0144 (7) |
O9 | 0.0530 (10) | 0.0331 (8) | 0.0425 (9) | 0.0042 (7) | 0.0384 (9) | 0.0010 (7) |
N1 | 0.0344 (10) | 0.0346 (11) | 0.0483 (12) | 0.0001 (8) | 0.0282 (10) | −0.0072 (9) |
N2 | 0.0366 (10) | 0.0366 (10) | 0.0317 (10) | 0.0030 (8) | 0.0232 (9) | 0.0051 (8) |
C1 | 0.0378 (12) | 0.0488 (15) | 0.0295 (12) | 0.0018 (11) | 0.0203 (11) | 0.0088 (10) |
C2 | 0.0580 (16) | 0.0347 (13) | 0.0347 (13) | −0.0056 (12) | 0.0298 (12) | 0.0056 (10) |
C3 | 0.0593 (15) | 0.0293 (12) | 0.0283 (11) | 0.0080 (11) | 0.0311 (12) | 0.0052 (9) |
C4 | 0.0487 (13) | 0.0311 (12) | 0.0306 (11) | 0.0081 (10) | 0.0293 (11) | 0.0042 (9) |
C5 | 0.0416 (12) | 0.0273 (11) | 0.0243 (11) | 0.0029 (9) | 0.0219 (10) | 0.0020 (8) |
C6 | 0.0426 (13) | 0.0346 (12) | 0.0293 (11) | 0.0090 (10) | 0.0232 (11) | 0.0087 (9) |
C7 | 0.0447 (13) | 0.0297 (11) | 0.0320 (12) | 0.0041 (10) | 0.0268 (11) | 0.0048 (9) |
C8 | 0.0367 (12) | 0.0373 (13) | 0.0445 (14) | −0.0004 (10) | 0.0246 (12) | 0.0048 (10) |
C9 | 0.0285 (11) | 0.0373 (13) | 0.0409 (13) | −0.0043 (10) | 0.0212 (11) | −0.0015 (10) |
C10 | 0.0332 (11) | 0.0305 (11) | 0.0418 (13) | −0.0073 (9) | 0.0261 (11) | −0.0101 (9) |
C11 | 0.0366 (13) | 0.0541 (16) | 0.0560 (16) | −0.0122 (12) | 0.0338 (13) | −0.0119 (13) |
C12 | 0.0272 (13) | 0.076 (2) | 0.0595 (18) | −0.0085 (13) | 0.0248 (14) | −0.0079 (15) |
C13 | 0.0306 (13) | 0.0619 (18) | 0.0466 (15) | −0.0002 (12) | 0.0174 (12) | 0.0022 (13) |
C14 | 0.0347 (12) | 0.0364 (12) | 0.0427 (13) | 0.0081 (10) | 0.0295 (11) | 0.0099 (10) |
C15 | 0.0510 (14) | 0.0265 (11) | 0.0367 (12) | 0.0034 (10) | 0.0313 (12) | 0.0052 (9) |
C16 | 0.0401 (12) | 0.0219 (10) | 0.0362 (12) | 0.0002 (9) | 0.0265 (11) | −0.0006 (9) |
C17 | 0.0269 (10) | 0.0314 (11) | 0.0282 (11) | −0.0016 (9) | 0.0179 (9) | 0.0004 (8) |
C18 | 0.0465 (14) | 0.0321 (12) | 0.0408 (13) | 0.0088 (11) | 0.0298 (12) | 0.0111 (10) |
C19 | 0.0651 (17) | 0.0255 (12) | 0.0562 (16) | 0.0111 (11) | 0.0437 (15) | 0.0066 (11) |
C20 | 0.0686 (17) | 0.0312 (12) | 0.0468 (15) | 0.0057 (12) | 0.0430 (14) | −0.0003 (10) |
C21 | 0.0239 (10) | 0.0359 (12) | 0.0300 (11) | 0.0010 (9) | 0.0179 (9) | −0.0016 (9) |
C22 | 0.0405 (14) | 0.0588 (18) | 0.072 (2) | −0.0091 (13) | 0.0354 (15) | −0.0262 (15) |
C23 | 0.065 (2) | 0.069 (2) | 0.107 (3) | −0.0261 (18) | 0.057 (2) | −0.053 (2) |
C24 | 0.080 (2) | 0.0437 (17) | 0.123 (3) | −0.0087 (16) | 0.077 (2) | −0.0312 (18) |
C25 | 0.0634 (18) | 0.0339 (13) | 0.088 (2) | 0.0063 (13) | 0.0595 (18) | −0.0030 (14) |
C26 | 0.0427 (13) | 0.0312 (12) | 0.0568 (15) | 0.0086 (10) | 0.0387 (13) | 0.0065 (10) |
C27 | 0.0352 (12) | 0.0394 (13) | 0.0409 (13) | 0.0102 (10) | 0.0263 (11) | 0.0109 (10) |
C30 | 0.0448 (15) | 0.0635 (18) | 0.0555 (17) | 0.0218 (14) | 0.0319 (14) | 0.0203 (14) |
C31 | 0.0375 (15) | 0.105 (3) | 0.0438 (17) | 0.0189 (17) | 0.0141 (14) | 0.0151 (17) |
C32 | 0.0443 (16) | 0.099 (3) | 0.0369 (16) | −0.0033 (17) | 0.0162 (14) | −0.0059 (16) |
C33 | 0.0478 (15) | 0.0587 (17) | 0.0382 (14) | −0.0047 (13) | 0.0270 (13) | −0.0043 (12) |
C28 | 0.077 (2) | 0.0478 (18) | 0.109 (3) | 0.0311 (17) | 0.068 (2) | 0.0149 (18) |
C29 | 0.0586 (19) | 0.076 (2) | 0.086 (2) | 0.0375 (19) | 0.046 (2) | 0.025 (2) |
Geometric parameters (Å, º) top
Co1—O4 | 2.0524 (17) | C9—H9 | 0.9300 |
Co1—O2 | 2.0629 (16) | C10—C11 | 1.389 (3) |
Co1—O5 | 2.0912 (16) | C10—C14ii | 1.504 (3) |
Co1—N1 | 2.1276 (19) | C11—C12 | 1.376 (4) |
Co1—N2 | 2.1458 (19) | C11—H11 | 0.9300 |
Co1—O9 | 2.1587 (15) | C12—C13 | 1.379 (4) |
Co2—O1i | 2.0351 (16) | C12—H12 | 0.9300 |
Co2—O1 | 2.0351 (16) | C13—H13 | 0.9300 |
Co2—O3 | 2.0769 (18) | C14—C10iii | 1.504 (3) |
Co2—O3i | 2.0769 (18) | C15—C16 | 1.377 (3) |
Co2—O9i | 2.1880 (16) | C15—C20 | 1.385 (3) |
Co2—O9 | 2.1880 (16) | C16—C17 | 1.392 (3) |
O1—C7 | 1.247 (3) | C16—H16 | 0.9300 |
O2—C7 | 1.249 (3) | C17—C18 | 1.388 (3) |
O3—C14 | 1.253 (3) | C17—C21ii | 1.508 (3) |
O4—C14 | 1.247 (3) | C18—C19 | 1.386 (3) |
O5—C21 | 1.248 (3) | C18—H18 | 0.9300 |
O6—C21 | 1.253 (3) | C19—C20 | 1.385 (3) |
O7—C8 | 1.373 (3) | C19—H19 | 0.9300 |
O7—C1 | 1.388 (3) | C20—H20 | 0.9300 |
O8—C15 | 1.384 (3) | C21—C17iii | 1.508 (3) |
O8—C3 | 1.393 (3) | C22—C23 | 1.405 (4) |
O9—H9A | 0.8284 | C22—H22 | 0.9300 |
O9—H9B | 0.8068 | C23—C24 | 1.344 (5) |
N1—C22 | 1.317 (3) | C23—H23 | 0.9300 |
N1—C26 | 1.353 (3) | C24—C25 | 1.396 (5) |
N2—C33 | 1.328 (3) | C24—H24 | 0.9300 |
N2—C27 | 1.349 (3) | C25—C26 | 1.408 (3) |
C1—C6 | 1.381 (3) | C25—C28 | 1.430 (4) |
C1—C2 | 1.388 (4) | C26—C27 | 1.432 (3) |
C2—C3 | 1.380 (4) | C27—C30 | 1.412 (3) |
C2—H2 | 0.9300 | C30—C31 | 1.392 (5) |
C3—C4 | 1.380 (3) | C30—C29 | 1.429 (5) |
C4—C5 | 1.396 (3) | C31—C32 | 1.343 (5) |
C4—H4 | 0.9300 | C31—H31 | 0.9300 |
C5—C6 | 1.387 (3) | C32—C33 | 1.395 (4) |
C5—C7 | 1.507 (3) | C32—H32 | 0.9300 |
C6—H6 | 0.9300 | C33—H33 | 0.9300 |
C8—C9 | 1.383 (3) | C28—C29 | 1.345 (5) |
C8—C13 | 1.384 (3) | C28—H28 | 0.9300 |
C9—C10 | 1.392 (3) | C29—H29 | 0.9300 |
| | | |
O4—Co1—O2 | 94.22 (8) | C8—C9—H9 | 120.1 |
O4—Co1—O5 | 85.85 (8) | C10—C9—H9 | 120.1 |
O2—Co1—O5 | 177.99 (6) | C11—C10—C9 | 119.4 (2) |
O4—Co1—N1 | 89.87 (7) | C11—C10—C14ii | 121.0 (2) |
O2—Co1—N1 | 88.30 (7) | C9—C10—C14ii | 119.7 (2) |
O5—Co1—N1 | 93.71 (7) | C12—C11—C10 | 120.1 (2) |
O4—Co1—N2 | 166.29 (7) | C12—C11—H11 | 119.9 |
O2—Co1—N2 | 90.74 (7) | C10—C11—H11 | 119.9 |
O5—Co1—N2 | 89.64 (7) | C11—C12—C13 | 120.7 (2) |
N1—Co1—N2 | 77.50 (7) | C11—C12—H12 | 119.7 |
O4—Co1—O9 | 92.12 (7) | C13—C12—H12 | 119.7 |
O2—Co1—O9 | 90.20 (6) | C12—C13—C8 | 119.5 (3) |
O5—Co1—O9 | 87.79 (6) | C12—C13—H13 | 120.3 |
N1—Co1—O9 | 177.59 (7) | C8—C13—H13 | 120.3 |
N2—Co1—O9 | 100.65 (7) | O4—C14—O3 | 126.0 (2) |
O1i—Co2—O1 | 180.0 | O4—C14—C10iii | 115.5 (2) |
O1i—Co2—O3 | 89.86 (8) | O3—C14—C10iii | 118.5 (2) |
O1—Co2—O3 | 90.14 (8) | C16—C15—O8 | 123.6 (2) |
O1i—Co2—O3i | 90.15 (8) | C16—C15—C20 | 120.8 (2) |
O1—Co2—O3i | 89.86 (8) | O8—C15—C20 | 115.5 (2) |
O3—Co2—O3i | 180.0 | C15—C16—C17 | 119.7 (2) |
O1i—Co2—O9i | 93.06 (7) | C15—C16—H16 | 120.2 |
O1—Co2—O9i | 86.95 (7) | C17—C16—H16 | 120.2 |
O3—Co2—O9i | 82.02 (6) | C18—C17—C16 | 119.9 (2) |
O3i—Co2—O9i | 97.97 (6) | C18—C17—C21ii | 121.18 (19) |
O1i—Co2—O9 | 86.94 (7) | C16—C17—C21ii | 118.87 (19) |
O1—Co2—O9 | 93.06 (7) | C19—C18—C17 | 119.7 (2) |
O3—Co2—O9 | 97.97 (6) | C19—C18—H18 | 120.1 |
O3i—Co2—O9 | 82.03 (6) | C17—C18—H18 | 120.1 |
O9i—Co2—O9 | 180.0 | C20—C19—C18 | 120.4 (2) |
C7—O1—Co2 | 137.87 (17) | C20—C19—H19 | 119.8 |
C7—O2—Co1 | 128.40 (15) | C18—C19—H19 | 119.8 |
C14—O3—Co2 | 127.37 (15) | C15—C20—C19 | 119.4 (2) |
C14—O4—Co1 | 144.35 (17) | C15—C20—H20 | 120.3 |
C21—O5—Co1 | 128.93 (14) | C19—C20—H20 | 120.3 |
C8—O7—C1 | 121.13 (19) | O5—C21—O6 | 125.4 (2) |
C15—O8—C3 | 118.51 (18) | O5—C21—C17iii | 117.33 (19) |
Co1—O9—Co2 | 111.23 (7) | O6—C21—C17iii | 117.3 (2) |
Co1—O9—H9A | 107.7 | N1—C22—C23 | 122.6 (3) |
Co2—O9—H9A | 114.2 | N1—C22—H22 | 118.7 |
Co1—O9—H9B | 115.2 | C23—C22—H22 | 118.7 |
Co2—O9—H9B | 101.9 | C24—C23—C22 | 119.6 (3) |
H9A—O9—H9B | 106.6 | C24—C23—H23 | 120.2 |
C22—N1—C26 | 118.0 (2) | C22—C23—H23 | 120.2 |
C22—N1—Co1 | 127.96 (17) | C23—C24—C25 | 119.8 (3) |
C26—N1—Co1 | 114.04 (16) | C23—C24—H24 | 120.1 |
C33—N2—C27 | 117.5 (2) | C25—C24—H24 | 120.1 |
C33—N2—Co1 | 128.91 (18) | C24—C25—C26 | 117.1 (3) |
C27—N2—Co1 | 113.55 (15) | C24—C25—C28 | 124.2 (3) |
C6—C1—C2 | 121.3 (2) | C26—C25—C28 | 118.6 (3) |
C6—C1—O7 | 116.6 (2) | N1—C26—C25 | 122.8 (2) |
C2—C1—O7 | 121.7 (2) | N1—C26—C27 | 117.3 (2) |
C3—C2—C1 | 118.3 (2) | C25—C26—C27 | 119.9 (2) |
C3—C2—H2 | 120.8 | N2—C27—C30 | 122.6 (2) |
C1—C2—H2 | 120.8 | N2—C27—C26 | 117.4 (2) |
C4—C3—C2 | 121.6 (2) | C30—C27—C26 | 119.9 (2) |
C4—C3—O8 | 117.2 (2) | C31—C30—C27 | 116.9 (3) |
C2—C3—O8 | 121.0 (2) | C31—C30—C29 | 124.4 (3) |
C3—C4—C5 | 119.3 (2) | C27—C30—C29 | 118.7 (3) |
C3—C4—H4 | 120.4 | C32—C31—C30 | 120.8 (3) |
C5—C4—H4 | 120.4 | C32—C31—H31 | 119.6 |
C6—C5—C4 | 119.8 (2) | C30—C31—H31 | 119.6 |
C6—C5—C7 | 119.6 (2) | C31—C32—C33 | 118.7 (3) |
C4—C5—C7 | 120.5 (2) | C31—C32—H32 | 120.7 |
C1—C6—C5 | 119.5 (2) | C33—C32—H32 | 120.7 |
C1—C6—H6 | 120.2 | N2—C33—C32 | 123.4 (3) |
C5—C6—H6 | 120.2 | N2—C33—H33 | 118.3 |
O1—C7—O2 | 127.1 (2) | C32—C33—H33 | 118.3 |
O1—C7—C5 | 115.8 (2) | C29—C28—C25 | 121.6 (3) |
O2—C7—C5 | 117.1 (2) | C29—C28—H28 | 119.2 |
O7—C8—C9 | 124.4 (2) | C25—C28—H28 | 119.2 |
O7—C8—C13 | 115.1 (2) | C28—C29—C30 | 121.3 (3) |
C9—C8—C13 | 120.5 (2) | C28—C29—H29 | 119.4 |
C8—C9—C10 | 119.8 (2) | C30—C29—H29 | 119.4 |
| | | |
C8—O7—C1—C6 | 128.1 (3) | C16—C17—C18—C19 | −0.9 (4) |
C8—O7—C1—C2 | −58.7 (3) | C21ii—C17—C18—C19 | −178.8 (2) |
C6—C1—C2—C3 | −0.5 (3) | C17—C18—C19—C20 | 2.0 (4) |
O7—C1—C2—C3 | −173.4 (2) | C16—C15—C20—C19 | −0.7 (4) |
C1—C2—C3—C4 | 3.0 (3) | O8—C15—C20—C19 | −178.1 (3) |
C1—C2—C3—O8 | 177.5 (2) | C18—C19—C20—C15 | −1.2 (4) |
C15—O8—C3—C4 | −127.4 (2) | Co1—O5—C21—O6 | −21.2 (3) |
C15—O8—C3—C2 | 58.0 (3) | Co1—O5—C21—C17iii | 158.79 (15) |
C2—C3—C4—C5 | −2.4 (3) | C26—N1—C22—C23 | −0.5 (5) |
O8—C3—C4—C5 | −177.09 (19) | Co1—N1—C22—C23 | 177.0 (3) |
C3—C4—C5—C6 | −0.7 (3) | N1—C22—C23—C24 | −0.1 (6) |
C3—C4—C5—C7 | 176.88 (19) | C22—C23—C24—C25 | 1.1 (6) |
C2—C1—C6—C5 | −2.5 (3) | C23—C24—C25—C26 | −1.3 (5) |
O7—C1—C6—C5 | 170.7 (2) | C23—C24—C25—C28 | 176.8 (4) |
C4—C5—C6—C1 | 3.1 (3) | C22—N1—C26—C25 | 0.3 (4) |
C7—C5—C6—C1 | −174.5 (2) | Co1—N1—C26—C25 | −177.6 (2) |
Co2—O1—C7—O2 | 0.0 (4) | C22—N1—C26—C27 | −179.0 (2) |
Co2—O1—C7—C5 | 178.20 (18) | Co1—N1—C26—C27 | 3.2 (3) |
Co1—O2—C7—O1 | 29.5 (4) | C24—C25—C26—N1 | 0.6 (4) |
Co1—O2—C7—C5 | −148.67 (15) | C28—C25—C26—N1 | −177.6 (3) |
C6—C5—C7—O1 | −4.8 (3) | C24—C25—C26—C27 | 179.9 (3) |
C4—C5—C7—O1 | 177.7 (2) | C28—C25—C26—C27 | 1.6 (4) |
C6—C5—C7—O2 | 173.7 (2) | C33—N2—C27—C30 | −0.4 (4) |
C4—C5—C7—O2 | −3.9 (3) | Co1—N2—C27—C30 | −179.7 (2) |
C1—O7—C8—C9 | −17.5 (4) | C33—N2—C27—C26 | 177.1 (2) |
C1—O7—C8—C13 | 165.9 (2) | Co1—N2—C27—C26 | −2.2 (3) |
O7—C8—C9—C10 | −177.8 (2) | N1—C26—C27—N2 | −0.7 (3) |
C13—C8—C9—C10 | −1.4 (4) | C25—C26—C27—N2 | −179.9 (2) |
C8—C9—C10—C11 | 0.5 (3) | N1—C26—C27—C30 | 177.0 (2) |
C8—C9—C10—C14ii | 179.5 (2) | C25—C26—C27—C30 | −2.3 (4) |
C9—C10—C11—C12 | 1.3 (4) | N2—C27—C30—C31 | −0.5 (4) |
C14ii—C10—C11—C12 | −177.7 (2) | C26—C27—C30—C31 | −178.0 (3) |
C10—C11—C12—C13 | −2.2 (4) | N2—C27—C30—C29 | 178.5 (3) |
C11—C12—C13—C8 | 1.3 (5) | C26—C27—C30—C29 | 0.9 (4) |
O7—C8—C13—C12 | 177.3 (3) | C27—C30—C31—C32 | 1.0 (5) |
C9—C8—C13—C12 | 0.6 (4) | C29—C30—C31—C32 | −178.0 (3) |
Co1—O4—C14—O3 | 11.6 (5) | C30—C31—C32—C33 | −0.5 (5) |
Co1—O4—C14—C10iii | −168.8 (2) | C27—N2—C33—C32 | 1.0 (4) |
Co2—O3—C14—O4 | 5.1 (4) | Co1—N2—C33—C32 | −179.8 (2) |
Co2—O3—C14—C10iii | −174.49 (15) | C31—C32—C33—N2 | −0.6 (5) |
C3—O8—C15—C16 | 22.2 (4) | C24—C25—C28—C29 | −177.7 (4) |
C3—O8—C15—C20 | −160.5 (2) | C26—C25—C28—C29 | 0.4 (5) |
O8—C15—C16—C17 | 178.9 (2) | C25—C28—C29—C30 | −1.8 (6) |
C20—C15—C16—C17 | 1.8 (4) | C31—C30—C29—C28 | −180.0 (4) |
C15—C16—C17—C18 | −1.0 (3) | C27—C30—C29—C28 | 1.1 (5) |
C15—C16—C17—C21ii | 176.9 (2) | | |
Symmetry codes: (i) −x+1/2, −y+1/2, −z+1; (ii) x, −y+1, z−1/2; (iii) x, −y+1, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C22—H22···O4 | 0.93 | 2.57 | 3.105 (3) | 117 |
O9—H9A···O6 | 0.83 | 1.73 | 2.509 (2) | 157 |
C6—H6···O6i | 0.93 | 2.62 | 3.520 (3) | 162 |
C20—H20···Cg1iv | 0.93 | 2.86 | 3.736 (3) | 156 |
C24—H24···Cg2iv | 0.93 | 2.72 | 3.626 (4) | 165 |
Cg3···Cg3v | | | 3.468 (3) | |
Symmetry codes: (i) −x+1/2, −y+1/2, −z+1; (iv) −x+1/2, −y+3/2, −z+1; (v) x+1/2, y+3/2, z+1. |
catena-Poly[[aqua(1,10-phenanthroline-
κ2N,
N')zinc(II)]-µ-5-(3-carboxyphenoxy)-3,3'-oxydibenzoato-
κ2O1:
O3] (III)
top
Crystal data top
[Zn(C21H12O8)(C12H8N2)(H2O)] | Z = 2 |
Mr = 655.89 | F(000) = 672 |
Triclinic, P1 | Dx = 1.606 Mg m−3 |
a = 9.012 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.866 (3) Å | Cell parameters from 5258 reflections |
c = 15.755 (4) Å | θ = 3.1–28.1° |
α = 89.462 (8)° | µ = 0.97 mm−1 |
β = 74.554 (7)° | T = 298 K |
γ = 66.570 (7)° | Block, colourless |
V = 1356.4 (5) Å3 | 0.15 × 0.10 × 0.10 mm |
Data collection top
Bruker APEXII CCD diffractometer | 4691 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.040 |
Absorption correction: multi-scan (SADABS; Bruker, 2010) | θmax = 28.5°, θmin = 3.1° |
| h = −11→9 |
15199 measured reflections | k = −14→14 |
6600 independent reflections | l = −21→20 |
Refinement top
Refinement on F2 | 3 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.043 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.092 | w = 1/[σ2(Fo2) + (0.0345P)2 + 0.3939P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
6600 reflections | Δρmax = 0.32 e Å−3 |
415 parameters | Δρmin = −0.35 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.25766 (3) | 0.28058 (3) | 0.38889 (2) | 0.03046 (9) | |
N1 | 0.4757 (2) | 0.09906 (19) | 0.35580 (13) | 0.0343 (5) | |
N2 | 0.3834 (3) | 0.2935 (2) | 0.48649 (13) | 0.0375 (5) | |
O1 | 0.3287 (2) | 0.39620 (16) | 0.30636 (11) | 0.0413 (4) | |
O2 | 0.1096 (2) | 0.59586 (18) | 0.34594 (11) | 0.0446 (5) | |
O3 | 0.72700 (19) | 0.46148 (17) | 0.03684 (11) | 0.0394 (4) | |
O4 | 1.3098 (2) | 0.0955 (2) | −0.02983 (13) | 0.0514 (5) | |
H4A | 1.405 (4) | 0.025 (3) | −0.046 (2) | 0.077* | |
O5 | 1.4055 (2) | 0.12609 (19) | 0.08074 (12) | 0.0481 (5) | |
O6 | 0.2227 (2) | 0.85179 (15) | 0.07857 (10) | 0.0373 (4) | |
O7 | 0.1579 (2) | 1.18777 (17) | 0.32020 (11) | 0.0392 (4) | |
O8 | −0.1194 (2) | 1.2816 (2) | 0.38593 (13) | 0.0560 (5) | |
O9 | 0.0297 (2) | 0.3602 (2) | 0.47715 (11) | 0.0455 (5) | |
H9A | −0.035 (3) | 0.332 (3) | 0.4583 (16) | 0.068* | |
H9B | −0.011 (3) | 0.376 (3) | 0.5336 (7) | 0.068* | |
C1 | 0.5635 (3) | 0.5384 (2) | 0.08963 (15) | 0.0293 (5) | |
C2 | 0.4732 (3) | 0.6583 (2) | 0.06159 (15) | 0.0295 (5) | |
H2 | 0.520909 | 0.687123 | 0.009762 | 0.035* | |
C3 | 0.3088 (3) | 0.7354 (2) | 0.11265 (14) | 0.0264 (5) | |
C4 | 0.2367 (3) | 0.6935 (2) | 0.18970 (14) | 0.0266 (5) | |
H4 | 0.127898 | 0.747319 | 0.224206 | 0.032* | |
C5 | 0.3290 (3) | 0.5693 (2) | 0.21515 (14) | 0.0252 (5) | |
C6 | 0.4929 (3) | 0.4917 (2) | 0.16491 (15) | 0.0296 (5) | |
H6 | 0.554914 | 0.408991 | 0.181661 | 0.036* | |
C7 | 0.2470 (3) | 0.5188 (2) | 0.29658 (15) | 0.0282 (5) | |
C8 | 0.8567 (3) | 0.4309 (2) | 0.07585 (15) | 0.0309 (5) | |
C9 | 1.0037 (3) | 0.3180 (2) | 0.03887 (15) | 0.0315 (5) | |
H9 | 1.012874 | 0.264742 | −0.009740 | 0.038* | |
C10 | 1.1380 (3) | 0.2849 (2) | 0.07527 (15) | 0.0304 (5) | |
C11 | 1.1247 (3) | 0.3652 (3) | 0.14654 (17) | 0.0402 (6) | |
H11 | 1.214730 | 0.343033 | 0.170478 | 0.048* | |
C12 | 0.9785 (3) | 0.4778 (3) | 0.18224 (19) | 0.0480 (7) | |
H12 | 0.970185 | 0.531764 | 0.230244 | 0.058* | |
C13 | 0.8435 (3) | 0.5117 (3) | 0.14741 (18) | 0.0422 (6) | |
H13 | 0.744691 | 0.588014 | 0.171815 | 0.051* | |
C14 | 1.2944 (3) | 0.1615 (2) | 0.04092 (16) | 0.0338 (5) | |
C15 | 0.0884 (3) | 0.9579 (2) | 0.13626 (15) | 0.0305 (5) | |
C16 | 0.1132 (3) | 1.0209 (2) | 0.20339 (15) | 0.0308 (5) | |
H16 | 0.218404 | 0.988624 | 0.213669 | 0.037* | |
C17 | −0.0202 (3) | 1.1330 (2) | 0.25575 (15) | 0.0299 (5) | |
C18 | −0.1766 (3) | 1.1791 (2) | 0.23941 (16) | 0.0353 (6) | |
H18 | −0.267194 | 1.252566 | 0.275043 | 0.042* | |
C19 | −0.1981 (3) | 1.1169 (2) | 0.17099 (18) | 0.0394 (6) | |
H19 | −0.302453 | 1.150079 | 0.159615 | 0.047* | |
C20 | −0.0664 (3) | 1.0059 (2) | 0.11909 (17) | 0.0369 (6) | |
H20 | −0.081404 | 0.963593 | 0.073000 | 0.044* | |
C21 | 0.0067 (3) | 1.2069 (2) | 0.32655 (16) | 0.0334 (5) | |
C22 | 0.5207 (3) | 0.0050 (3) | 0.29004 (19) | 0.0469 (7) | |
H22 | 0.453023 | 0.019414 | 0.252331 | 0.056* | |
C23 | 0.6655 (4) | −0.1147 (3) | 0.2750 (2) | 0.0581 (9) | |
H23 | 0.692923 | −0.178678 | 0.228090 | 0.070* | |
C24 | 0.7658 (3) | −0.1374 (3) | 0.3290 (2) | 0.0578 (9) | |
H24 | 0.861055 | −0.218041 | 0.320292 | 0.069* | |
C25 | 0.7260 (3) | −0.0390 (3) | 0.39834 (19) | 0.0432 (7) | |
C26 | 0.5770 (3) | 0.0790 (2) | 0.40895 (17) | 0.0343 (6) | |
C27 | 0.5297 (3) | 0.1838 (2) | 0.47801 (16) | 0.0341 (6) | |
C28 | 0.8249 (3) | −0.0511 (3) | 0.4571 (2) | 0.0574 (9) | |
H28 | 0.922582 | −0.129162 | 0.450651 | 0.069* | |
C29 | 0.7814 (4) | 0.0466 (3) | 0.5218 (2) | 0.0581 (9) | |
H29 | 0.848419 | 0.034724 | 0.559602 | 0.070* | |
C30 | 0.6332 (3) | 0.1692 (3) | 0.53345 (19) | 0.0446 (7) | |
C31 | 0.5832 (4) | 0.2768 (4) | 0.5972 (2) | 0.0603 (9) | |
H31 | 0.648813 | 0.272306 | 0.634784 | 0.072* | |
C32 | 0.4383 (4) | 0.3888 (3) | 0.6045 (2) | 0.0628 (9) | |
H32 | 0.405278 | 0.461811 | 0.646060 | 0.075* | |
C33 | 0.3410 (4) | 0.3917 (3) | 0.54889 (19) | 0.0540 (8) | |
H33 | 0.240207 | 0.467114 | 0.555891 | 0.065* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.02886 (15) | 0.02330 (14) | 0.03090 (15) | −0.00299 (11) | −0.00748 (11) | 0.00310 (11) |
N1 | 0.0295 (10) | 0.0257 (10) | 0.0408 (11) | −0.0083 (9) | −0.0040 (9) | 0.0001 (9) |
N2 | 0.0374 (12) | 0.0283 (11) | 0.0393 (11) | −0.0047 (10) | −0.0128 (10) | 0.0045 (10) |
O1 | 0.0418 (10) | 0.0283 (9) | 0.0444 (10) | −0.0078 (8) | −0.0080 (8) | 0.0128 (8) |
O2 | 0.0392 (10) | 0.0420 (10) | 0.0315 (9) | −0.0039 (9) | 0.0032 (8) | 0.0078 (8) |
O3 | 0.0224 (8) | 0.0474 (11) | 0.0334 (9) | −0.0002 (8) | −0.0058 (7) | −0.0049 (8) |
O4 | 0.0346 (10) | 0.0431 (11) | 0.0598 (12) | 0.0026 (9) | −0.0156 (10) | −0.0142 (10) |
O5 | 0.0311 (9) | 0.0508 (12) | 0.0517 (11) | −0.0040 (9) | −0.0147 (9) | 0.0012 (10) |
O6 | 0.0434 (10) | 0.0228 (8) | 0.0283 (8) | 0.0001 (8) | −0.0044 (8) | 0.0035 (7) |
O7 | 0.0298 (9) | 0.0411 (10) | 0.0395 (9) | −0.0072 (8) | −0.0094 (8) | −0.0079 (8) |
O8 | 0.0356 (10) | 0.0601 (13) | 0.0553 (12) | −0.0102 (10) | 0.0000 (9) | −0.0269 (11) |
O9 | 0.0379 (10) | 0.0557 (12) | 0.0333 (9) | −0.0151 (10) | −0.0007 (8) | −0.0114 (9) |
C1 | 0.0222 (11) | 0.0299 (12) | 0.0299 (12) | −0.0060 (10) | −0.0051 (10) | −0.0054 (10) |
C2 | 0.0309 (12) | 0.0297 (12) | 0.0268 (11) | −0.0136 (11) | −0.0047 (10) | 0.0018 (10) |
C3 | 0.0287 (11) | 0.0197 (11) | 0.0279 (11) | −0.0058 (9) | −0.0097 (10) | −0.0002 (9) |
C4 | 0.0212 (11) | 0.0233 (11) | 0.0276 (11) | −0.0036 (9) | −0.0034 (9) | 0.0001 (9) |
C5 | 0.0251 (11) | 0.0240 (11) | 0.0251 (11) | −0.0077 (10) | −0.0085 (9) | 0.0008 (9) |
C6 | 0.0272 (12) | 0.0226 (11) | 0.0328 (12) | −0.0027 (10) | −0.0105 (10) | 0.0019 (10) |
C7 | 0.0307 (12) | 0.0296 (12) | 0.0272 (11) | −0.0124 (11) | −0.0128 (10) | 0.0043 (10) |
C8 | 0.0260 (12) | 0.0316 (12) | 0.0324 (12) | −0.0108 (11) | −0.0056 (10) | 0.0045 (11) |
C9 | 0.0282 (12) | 0.0275 (12) | 0.0319 (12) | −0.0082 (10) | −0.0026 (10) | −0.0019 (10) |
C10 | 0.0255 (11) | 0.0271 (12) | 0.0339 (12) | −0.0092 (10) | −0.0038 (10) | 0.0040 (10) |
C11 | 0.0320 (13) | 0.0415 (15) | 0.0468 (15) | −0.0134 (12) | −0.0132 (12) | −0.0023 (13) |
C12 | 0.0397 (15) | 0.0436 (16) | 0.0572 (17) | −0.0113 (13) | −0.0165 (14) | −0.0157 (14) |
C13 | 0.0315 (13) | 0.0317 (13) | 0.0540 (16) | −0.0060 (11) | −0.0076 (13) | −0.0098 (13) |
C14 | 0.0292 (12) | 0.0329 (13) | 0.0384 (13) | −0.0141 (11) | −0.0060 (11) | 0.0017 (11) |
C15 | 0.0343 (13) | 0.0192 (11) | 0.0321 (12) | −0.0066 (10) | −0.0071 (11) | 0.0043 (10) |
C16 | 0.0266 (12) | 0.0268 (12) | 0.0354 (12) | −0.0066 (10) | −0.0102 (10) | 0.0059 (10) |
C17 | 0.0308 (12) | 0.0232 (11) | 0.0331 (12) | −0.0094 (10) | −0.0078 (10) | 0.0040 (10) |
C18 | 0.0287 (12) | 0.0250 (12) | 0.0450 (14) | −0.0062 (10) | −0.0066 (11) | 0.0003 (11) |
C19 | 0.0305 (13) | 0.0291 (13) | 0.0580 (16) | −0.0073 (11) | −0.0195 (13) | 0.0060 (13) |
C20 | 0.0429 (14) | 0.0293 (13) | 0.0422 (14) | −0.0157 (12) | −0.0170 (12) | 0.0041 (11) |
C21 | 0.0346 (13) | 0.0237 (12) | 0.0351 (13) | −0.0066 (11) | −0.0077 (11) | 0.0003 (10) |
C22 | 0.0367 (15) | 0.0387 (15) | 0.0557 (17) | −0.0117 (13) | −0.0035 (13) | −0.0067 (14) |
C23 | 0.0451 (17) | 0.0305 (15) | 0.072 (2) | −0.0065 (14) | 0.0110 (16) | −0.0143 (15) |
C24 | 0.0298 (14) | 0.0270 (14) | 0.087 (2) | 0.0010 (12) | 0.0107 (16) | 0.0091 (16) |
C25 | 0.0233 (12) | 0.0309 (13) | 0.0626 (17) | −0.0057 (11) | −0.0009 (13) | 0.0184 (13) |
C26 | 0.0239 (11) | 0.0279 (12) | 0.0447 (14) | −0.0091 (10) | −0.0026 (11) | 0.0119 (11) |
C27 | 0.0274 (12) | 0.0315 (13) | 0.0406 (13) | −0.0113 (11) | −0.0071 (11) | 0.0133 (11) |
C28 | 0.0286 (14) | 0.0463 (17) | 0.086 (2) | −0.0062 (14) | −0.0134 (16) | 0.0344 (18) |
C29 | 0.0334 (15) | 0.074 (2) | 0.076 (2) | −0.0241 (16) | −0.0277 (16) | 0.039 (2) |
C30 | 0.0356 (14) | 0.0522 (17) | 0.0530 (16) | −0.0218 (14) | −0.0183 (13) | 0.0202 (15) |
C31 | 0.067 (2) | 0.079 (2) | 0.0580 (19) | −0.041 (2) | −0.0354 (17) | 0.0184 (19) |
C32 | 0.080 (2) | 0.058 (2) | 0.0590 (19) | −0.0292 (19) | −0.0322 (19) | −0.0022 (17) |
C33 | 0.0618 (19) | 0.0363 (15) | 0.0545 (17) | −0.0051 (14) | −0.0251 (16) | −0.0022 (14) |
Geometric parameters (Å, º) top
Zn1—O1 | 1.9606 (17) | C10—C14 | 1.477 (3) |
Zn1—O9 | 1.9973 (18) | C11—C12 | 1.373 (3) |
Zn1—O7i | 2.0630 (17) | C11—H11 | 0.9300 |
Zn1—N1 | 2.101 (2) | C12—C13 | 1.383 (4) |
Zn1—N2 | 2.174 (2) | C12—H12 | 0.9300 |
N1—C22 | 1.322 (3) | C13—H13 | 0.9300 |
N1—C26 | 1.352 (3) | C15—C16 | 1.377 (3) |
N2—C33 | 1.322 (3) | C15—C20 | 1.382 (3) |
N2—C27 | 1.355 (3) | C16—C17 | 1.391 (3) |
O1—C7 | 1.271 (3) | C16—H16 | 0.9300 |
O2—C7 | 1.231 (3) | C17—C18 | 1.390 (3) |
O3—C8 | 1.387 (3) | C17—C21 | 1.504 (3) |
O3—C1 | 1.394 (3) | C18—C19 | 1.373 (3) |
O4—C14 | 1.277 (3) | C18—H18 | 0.9300 |
O4—H4A | 0.87 (3) | C19—C20 | 1.377 (3) |
O5—C14 | 1.252 (3) | C19—H19 | 0.9300 |
O6—C3 | 1.385 (3) | C20—H20 | 0.9300 |
O6—C15 | 1.395 (3) | C22—C23 | 1.394 (4) |
O7—C21 | 1.270 (3) | C22—H22 | 0.9300 |
O8—C21 | 1.241 (3) | C23—C24 | 1.354 (4) |
O9—H9A | 0.870 (10) | C23—H23 | 0.9300 |
O9—H9B | 0.857 (10) | C24—C25 | 1.405 (4) |
C1—C2 | 1.375 (3) | C24—H24 | 0.9300 |
C1—C6 | 1.383 (3) | C25—C26 | 1.411 (3) |
C2—C3 | 1.391 (3) | C25—C28 | 1.419 (4) |
C2—H2 | 0.9300 | C26—C27 | 1.432 (3) |
C3—C4 | 1.382 (3) | C27—C30 | 1.404 (4) |
C4—C5 | 1.396 (3) | C28—C29 | 1.340 (4) |
C4—H4 | 0.9300 | C28—H28 | 0.9300 |
C5—C6 | 1.385 (3) | C29—C30 | 1.431 (4) |
C5—C7 | 1.516 (3) | C29—H29 | 0.9300 |
C6—H6 | 0.9300 | C30—C31 | 1.394 (4) |
C8—C9 | 1.382 (3) | C31—C32 | 1.363 (4) |
C8—C13 | 1.386 (3) | C31—H31 | 0.9300 |
C9—C10 | 1.394 (3) | C32—C33 | 1.388 (4) |
C9—H9 | 0.9300 | C32—H32 | 0.9300 |
C10—C11 | 1.378 (3) | C33—H33 | 0.9300 |
| | | |
O1—Zn1—O9 | 118.80 (8) | C8—C13—H13 | 120.3 |
O1—Zn1—O7i | 104.52 (7) | O5—C14—O4 | 122.8 (2) |
O9—Zn1—O7i | 86.94 (7) | O5—C14—C10 | 119.9 (2) |
O1—Zn1—N1 | 101.40 (7) | O4—C14—C10 | 117.3 (2) |
O9—Zn1—N1 | 139.65 (8) | C16—C15—C20 | 121.0 (2) |
O7i—Zn1—N1 | 86.20 (7) | C16—C15—O6 | 120.8 (2) |
O1—Zn1—N2 | 98.23 (8) | C20—C15—O6 | 118.0 (2) |
O9—Zn1—N2 | 92.63 (8) | C15—C16—C17 | 119.6 (2) |
O7i—Zn1—N2 | 154.24 (7) | C15—C16—H16 | 120.2 |
N1—Zn1—N2 | 77.52 (8) | C17—C16—H16 | 120.2 |
C22—N1—C26 | 118.3 (2) | C18—C17—C16 | 119.2 (2) |
C22—N1—Zn1 | 126.72 (18) | C18—C17—C21 | 120.4 (2) |
C26—N1—Zn1 | 114.94 (16) | C16—C17—C21 | 120.3 (2) |
C33—N2—C27 | 117.3 (2) | C19—C18—C17 | 120.4 (2) |
C33—N2—Zn1 | 129.95 (18) | C19—C18—H18 | 119.8 |
C27—N2—Zn1 | 112.77 (16) | C17—C18—H18 | 119.8 |
C7—O1—Zn1 | 129.48 (16) | C18—C19—C20 | 120.5 (2) |
C8—O3—C1 | 117.27 (17) | C18—C19—H19 | 119.8 |
C14—O4—H4A | 112 (2) | C20—C19—H19 | 119.8 |
C3—O6—C15 | 118.97 (17) | C19—C20—C15 | 119.3 (2) |
C21—O7—Zn1ii | 131.76 (15) | C19—C20—H20 | 120.4 |
Zn1—O9—H9A | 107.0 (19) | C15—C20—H20 | 120.4 |
Zn1—O9—H9B | 137.2 (19) | O8—C21—O7 | 125.3 (2) |
H9A—O9—H9B | 106.6 (19) | O8—C21—C17 | 117.9 (2) |
C2—C1—C6 | 121.7 (2) | O7—C21—C17 | 116.8 (2) |
C2—C1—O3 | 117.5 (2) | N1—C22—C23 | 122.7 (3) |
C6—C1—O3 | 120.7 (2) | N1—C22—H22 | 118.7 |
C1—C2—C3 | 118.4 (2) | C23—C22—H22 | 118.7 |
C1—C2—H2 | 120.8 | C24—C23—C22 | 119.5 (3) |
C3—C2—H2 | 120.8 | C24—C23—H23 | 120.2 |
C4—C3—O6 | 123.3 (2) | C22—C23—H23 | 120.2 |
C4—C3—C2 | 121.3 (2) | C23—C24—C25 | 120.0 (3) |
O6—C3—C2 | 115.33 (19) | C23—C24—H24 | 120.0 |
C3—C4—C5 | 119.2 (2) | C25—C24—H24 | 120.0 |
C3—C4—H4 | 120.4 | C24—C25—C26 | 116.7 (3) |
C5—C4—H4 | 120.4 | C24—C25—C28 | 124.4 (3) |
C6—C5—C4 | 120.0 (2) | C26—C25—C28 | 118.9 (3) |
C6—C5—C7 | 120.5 (2) | N1—C26—C25 | 122.8 (2) |
C4—C5—C7 | 119.5 (2) | N1—C26—C27 | 117.7 (2) |
C1—C6—C5 | 119.4 (2) | C25—C26—C27 | 119.5 (2) |
C1—C6—H6 | 120.3 | N2—C27—C30 | 123.2 (2) |
C5—C6—H6 | 120.3 | N2—C27—C26 | 117.0 (2) |
O2—C7—O1 | 125.7 (2) | C30—C27—C26 | 119.8 (2) |
O2—C7—C5 | 119.1 (2) | C29—C28—C25 | 121.9 (3) |
O1—C7—C5 | 115.2 (2) | C29—C28—H28 | 119.1 |
C9—C8—C13 | 120.5 (2) | C25—C28—H28 | 119.1 |
C9—C8—O3 | 117.4 (2) | C28—C29—C30 | 120.9 (3) |
C13—C8—O3 | 122.0 (2) | C28—C29—H29 | 119.5 |
C8—C9—C10 | 119.2 (2) | C30—C29—H29 | 119.5 |
C8—C9—H9 | 120.4 | C31—C30—C27 | 116.9 (3) |
C10—C9—H9 | 120.4 | C31—C30—C29 | 124.1 (3) |
C11—C10—C9 | 120.2 (2) | C27—C30—C29 | 118.9 (3) |
C11—C10—C14 | 118.6 (2) | C32—C31—C30 | 120.1 (3) |
C9—C10—C14 | 121.2 (2) | C32—C31—H31 | 120.0 |
C12—C11—C10 | 120.0 (2) | C30—C31—H31 | 120.0 |
C12—C11—H11 | 120.0 | C31—C32—C33 | 118.8 (3) |
C10—C11—H11 | 120.0 | C31—C32—H32 | 120.6 |
C11—C12—C13 | 120.6 (2) | C33—C32—H32 | 120.6 |
C11—C12—H12 | 119.7 | N2—C33—C32 | 123.7 (3) |
C13—C12—H12 | 119.7 | N2—C33—H33 | 118.1 |
C12—C13—C8 | 119.4 (2) | C32—C33—H33 | 118.1 |
C12—C13—H13 | 120.3 | | |
| | | |
C8—O3—C1—C2 | 122.1 (2) | C18—C19—C20—C15 | −0.4 (4) |
C8—O3—C1—C6 | −61.0 (3) | C16—C15—C20—C19 | −1.0 (4) |
C6—C1—C2—C3 | 2.2 (3) | O6—C15—C20—C19 | −175.3 (2) |
O3—C1—C2—C3 | 178.97 (19) | Zn1ii—O7—C21—O8 | −8.5 (4) |
C15—O6—C3—C4 | 26.7 (3) | Zn1ii—O7—C21—C17 | 171.23 (14) |
C15—O6—C3—C2 | −156.2 (2) | C18—C17—C21—O8 | 21.3 (3) |
C1—C2—C3—C4 | −0.1 (3) | C16—C17—C21—O8 | −161.4 (2) |
C1—C2—C3—O6 | −177.2 (2) | C18—C17—C21—O7 | −158.4 (2) |
O6—C3—C4—C5 | 174.9 (2) | C16—C17—C21—O7 | 18.9 (3) |
C2—C3—C4—C5 | −2.0 (3) | C26—N1—C22—C23 | 1.7 (4) |
C3—C4—C5—C6 | 2.1 (3) | Zn1—N1—C22—C23 | −177.7 (2) |
C3—C4—C5—C7 | −176.36 (19) | N1—C22—C23—C24 | −0.2 (4) |
C2—C1—C6—C5 | −2.1 (3) | C22—C23—C24—C25 | −1.6 (4) |
O3—C1—C6—C5 | −178.8 (2) | C23—C24—C25—C26 | 1.8 (4) |
C4—C5—C6—C1 | −0.1 (3) | C23—C24—C25—C28 | −178.3 (3) |
C7—C5—C6—C1 | 178.36 (19) | C22—N1—C26—C25 | −1.5 (3) |
Zn1—O1—C7—O2 | 9.5 (4) | Zn1—N1—C26—C25 | 178.02 (17) |
Zn1—O1—C7—C5 | −169.16 (14) | C22—N1—C26—C27 | 177.9 (2) |
C6—C5—C7—O2 | 171.3 (2) | Zn1—N1—C26—C27 | −2.6 (3) |
C4—C5—C7—O2 | −10.2 (3) | C24—C25—C26—N1 | −0.2 (3) |
C6—C5—C7—O1 | −10.0 (3) | C28—C25—C26—N1 | 179.9 (2) |
C4—C5—C7—O1 | 168.5 (2) | C24—C25—C26—C27 | −179.6 (2) |
C1—O3—C8—C9 | 156.1 (2) | C28—C25—C26—C27 | 0.5 (3) |
C1—O3—C8—C13 | −25.9 (3) | C33—N2—C27—C30 | 1.9 (4) |
C13—C8—C9—C10 | 1.0 (3) | Zn1—N2—C27—C30 | 179.93 (19) |
O3—C8—C9—C10 | 179.0 (2) | C33—N2—C27—C26 | −178.6 (2) |
C8—C9—C10—C11 | −0.9 (3) | Zn1—N2—C27—C26 | −0.5 (3) |
C8—C9—C10—C14 | 176.9 (2) | N1—C26—C27—N2 | 2.1 (3) |
C9—C10—C11—C12 | 0.3 (4) | C25—C26—C27—N2 | −178.5 (2) |
C14—C10—C11—C12 | −177.5 (2) | N1—C26—C27—C30 | −178.3 (2) |
C10—C11—C12—C13 | 0.2 (4) | C25—C26—C27—C30 | 1.1 (3) |
C11—C12—C13—C8 | 0.0 (4) | C24—C25—C28—C29 | 179.5 (3) |
C9—C8—C13—C12 | −0.5 (4) | C26—C25—C28—C29 | −0.6 (4) |
O3—C8—C13—C12 | −178.5 (2) | C25—C28—C29—C30 | −0.8 (4) |
C11—C10—C14—O5 | 5.7 (3) | N2—C27—C30—C31 | −2.8 (4) |
C9—C10—C14—O5 | −172.1 (2) | C26—C27—C30—C31 | 177.7 (2) |
C11—C10—C14—O4 | −173.9 (2) | N2—C27—C30—C29 | 177.1 (2) |
C9—C10—C14—O4 | 8.3 (3) | C26—C27—C30—C29 | −2.4 (4) |
C3—O6—C15—C16 | 61.3 (3) | C28—C29—C30—C31 | −177.8 (3) |
C3—O6—C15—C20 | −124.5 (2) | C28—C29—C30—C27 | 2.4 (4) |
C20—C15—C16—C17 | 1.1 (3) | C27—C30—C31—C32 | 1.0 (4) |
O6—C15—C16—C17 | 175.14 (19) | C29—C30—C31—C32 | −178.8 (3) |
C15—C16—C17—C18 | 0.3 (3) | C30—C31—C32—C33 | 1.3 (5) |
C15—C16—C17—C21 | −177.1 (2) | C27—N2—C33—C32 | 0.8 (4) |
C16—C17—C18—C19 | −1.7 (3) | Zn1—N2—C33—C32 | −176.9 (2) |
C21—C17—C18—C19 | 175.7 (2) | C31—C32—C33—N2 | −2.4 (5) |
C17—C18—C19—C20 | 1.7 (4) | | |
Symmetry codes: (i) x, y−1, z; (ii) x, y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4A···O5iii | 0.87 (3) | 1.79 (3) | 2.655 (3) | 176 (3) |
O9—H9A···O8i | 0.87 (1) | 1.73 (1) | 2.563 (3) | 160 (3) |
O9—H9B···O2iv | 0.86 (1) | 1.84 (1) | 2.694 (2) | 175 (3) |
Symmetry codes: (i) x, y−1, z; (iii) −x+3, −y, −z; (iv) −x, −y+1, −z+1. |
Comparison of various CPs sensors for the detection of CrVI top | CP-based fluorescent materials | Analyte | Quenching constant (KSV, M-1 ) | Detection Limits (LOD, µM) | Media | Reference |
1 | [Zn(btz)]n | Cr2O72-/CrO42-' | 4.23 × 103, 3.19 × 103 | 2/10 | Water | Cao et al. (2016) |
2 | [Zn(ttz)H2O]n | Cr2O72-/CrO42- | 2.19 × 103, 2.35 × 103 | 2/20 | Water | Cao et al. (2016) |
3 | [Zn(IPA)(L)]n | Cr2O72-/CrO42- | 1.37 × 103, 1.0 × 103 | 12.0/18.3 | Water | Parmar et al. (2017) |
4 | [Cd(IPA)(L)]n | Cr2O72-/CrO42- | 2.91 × 103, 1.20 × 103 | 2.26/2.52 | DMF | Parmar et al. (2017) |
5 | [Zn2(TPOM)(NH2-BDC)2 ]·4H2O | Cr2O72-/CrO42- | 7.59 × 103, 4.45 × 103 | 3.9/4.8 | Water | Lv et al. (2016) |
6 | Eu(CBIP)(HCOO)(H2O)]n | Cr2O72-/CrO42- | 2.76 × 103, 1.54 × 103 | 1.0/1.2 | Water | Sun et al. (2017) |
7 | [Cd(4-tkpvb)(5-tert-BIPA)]n | Cr2O72-/CrO42- | 2.5 × 104, 4.78 × 104 | 0.12/0.08 | Water | Gong et al. (2017) |
8 | [Cd(µ3-Hcpboda)(1,4-bib)]n | Cr2O72-/CrO42- | 1.62 × 104, 7.61 × 103 | 2.29/3.91 | Water | Yang et al. (2019) |
9 | \
'{[Cd3(µ4-cpboda)2(µ1,1H2O)2(phen)2]·\
2DMF·1.5H2O}n' | Cr2O72-/CrO42- | 1.38 × 104, 1.43 × 104 | 4.27/4.4 | Water | Yang et al. (2019) |
10 | {Zn(Hcpboda)(H2O)(phen)]}n | Cr2O72-/CrO42- | 1.34 × 104, 1.29 × 104 | 2.18/1.70 | Water | This work |
H2btz = 1,5-bis(5-tetrazolo)-3-oxapentane; H3ttz =
1,2,3-tris-[2-(5-tetrazolo)-ethoxy]propane; L = 3-pyridylcarbox-aldehyde
nicotinoylhydrazone; H2IPA = isophthalic acid; TPOM =
tetrakis(4-pyridyloxymethylene)methane; NH2–BDC = 2-aminoterephthalic acid;
H2CBIP = 5-((2′-cyano-[1,1'-biphenyl]-4-yl)methoxy)isophthalicacid;
4-tkpvb= 1,2,4,5-tetrakis(4-pyridylvinyl)benzene; 5-tert-H2BIPA =
5-tert-butyl-isophthalic acid.
H3cpboda = 3,3'-((5-carboxy-1,3-phenylene)bis(oxy))dibenzoic acid |