Acta Cryst. (2008). E64, m516 [ doi:10.1107/S1600536808004431 ]
![[mu]](/logos/entities/mu_rmgif.gif)
-2,4-difluorobenzoato)bis[(2,4-difluorobenzoato)(1,10-phenanthroline)gadolinium(III)]In the title compound, [Gd2(C7H3F2O2)6(C12H8N2)2], the asymmetric unit comprises one Gd3+ cation chelated by two 2,4-difluorobenzoate and one 1,10-phenanthroline ligands. Two cations are linked into a centrosymmetric dimer via three bridging carboxylate groups of 2,4-difluorobenzoate ligands. Each Gd3+ ion is nine-coordinated by seven O atoms and two N atoms.
A mixture of gadolinium(III) chloride (0.5 mmol), 2,4-difluorobenzoic acid (1 mmol), sodium hydroxide (1 mmol), 1,10-phenanthroline (0.5 mmol), water (8 ml) and ethanol (8 ml) in a 25 ml Teflon-lined stainless steel autoclave was kept at 433 K for three days. Colorless crystals were obtained after cooling to room temperature, with a yield of 16%. Anal. Calc. for C33H17F6GdN2O6: C 48.98, H 2.10, N 3.46%; Found: C 48.88, H 2.12, N 3.98%.
All H atoms were positioned geometrically and refined as riding atoms with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![[Figure 1]](./cf2184fig1thm.gif)
| Fig. 1. The molecular structure of (I), showing 30% probability displacement ellipsoids. Unlabeled atoms are at the symmetry position (-x + 2, -y, -z + 2). |
| [Gd2(C7H3F2O2)6(C12H8N2)2] | F000 = 1580 |
| Mr = 1617.47 | Dx = 1.802 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2yn | Cell parameters from 5535 reflections |
| a = 15.132 (3) Å | θ = 2.1–25.5º |
| b = 13.663 (3) Å | µ = 2.31 mm−1 |
| c = 15.286 (3) Å | T = 295 (2) K |
| β = 109.364 (2)º | Block, colourless |
| V = 2981.6 (9) Å3 | 0.33 × 0.14 × 0.08 mm |
| Z = 2 |
| Bruker APEXII CCD area-detector diffractometer | 5535 independent reflections |
| Radiation source: fine-focus sealed tube | 4598 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.037 |
| T = 295(2) K | θmax = 25.5º |
| φ and ω scans | θmin = 2.1º |
| Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −14→18 |
| Tmin = 0.516, Tmax = 0.837 | k = −16→16 |
| 15634 measured reflections | l = −17→18 |
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.032 | H-atom parameters constrained |
| wR(F2) = 0.095 | w = 1/[σ2(Fo2) + (0.0528P)2 + 4.39P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.00 | (Δ/σ)max = 0.008 |
| 5535 reflections | Δρmax = 1.69 e Å−3 |
| 433 parameters | Δρmin = −0.64 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Gd2(C7H3F2O2)6(C12H8N2)2] | V = 2981.6 (9) Å3 |
| Mr = 1617.47 | Z = 2 |
| Monoclinic, P21/n | Mo Kα |
| a = 15.132 (3) Å | µ = 2.31 mm−1 |
| b = 13.663 (3) Å | T = 295 (2) K |
| c = 15.286 (3) Å | 0.33 × 0.14 × 0.08 mm |
| β = 109.364 (2)º |
| Bruker APEXII CCD area-detector diffractometer | 5535 independent reflections |
| Absorption correction: multi-scan (SADABS; Bruker, 2001) | 4598 reflections with I > 2σ(I) |
| Tmin = 0.516, Tmax = 0.837 | Rint = 0.037 |
| 15634 measured reflections |
| R[F2 > 2σ(F2)] = 0.032 | 433 parameters |
| wR(F2) = 0.095 | H-atom parameters constrained |
| S = 1.00 | Δρmax = 1.69 e Å−3 |
| 5535 reflections | Δρmin = −0.64 e Å−3 |
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 | ||
| Gd1 | 0.997885 (14) | 0.144628 (14) | 0.957975 (13) | 0.02862 (9) | |
| C1 | 1.1346 (3) | 0.2166 (3) | 0.8849 (3) | 0.0373 (10) | |
| C2 | 1.2110 (3) | 0.2446 (3) | 0.8476 (3) | 0.0428 (11) | |
| C3 | 1.1982 (4) | 0.2280 (4) | 0.7539 (4) | 0.0530 (13) | |
| H3 | 1.1411 | 0.2041 | 0.7152 | 0.064* | |
| C4 | 1.2694 (5) | 0.2467 (5) | 0.7181 (4) | 0.0725 (19) | |
| H4 | 1.2606 | 0.2353 | 0.6558 | 0.087* | |
| C5 | 1.3513 (5) | 0.2816 (5) | 0.7747 (5) | 0.076 (2) | |
| C6 | 1.3667 (5) | 0.2995 (6) | 0.8637 (6) | 0.095 (3) | |
| H6 | 1.4243 | 0.3240 | 0.9009 | 0.113* | |
| C7 | 1.2965 (4) | 0.2815 (5) | 0.9009 (4) | 0.0667 (17) | |
| C8 | 0.9247 (3) | −0.0549 (3) | 0.8221 (3) | 0.0316 (9) | |
| C9 | 0.9086 (3) | −0.0732 (3) | 0.7207 (3) | 0.0328 (9) | |
| C10 | 0.9380 (3) | −0.0029 (3) | 0.6705 (3) | 0.0413 (11) | |
| H10 | 0.9713 | 0.0512 | 0.7013 | 0.050* | |
| C11 | 0.9189 (4) | −0.0117 (4) | 0.5764 (3) | 0.0573 (14) | |
| H11 | 0.9399 | 0.0351 | 0.5437 | 0.069* | |
| C12 | 0.8686 (5) | −0.0904 (5) | 0.5324 (3) | 0.0656 (17) | |
| C13 | 0.8377 (4) | −0.1626 (4) | 0.5768 (3) | 0.0541 (14) | |
| H13 | 0.8030 | −0.2153 | 0.5446 | 0.065* | |
| C14 | 0.8605 (3) | −0.1536 (3) | 0.6721 (3) | 0.0407 (11) | |
| C15 | 0.8390 (3) | 0.0592 (3) | 1.0120 (3) | 0.0344 (9) | |
| C16 | 0.7585 (3) | 0.0448 (3) | 1.0482 (3) | 0.0422 (11) | |
| C17 | 0.7753 (5) | 0.0095 (4) | 1.1374 (4) | 0.0631 (16) | |
| H17 | 0.8347 | −0.0130 | 1.1717 | 0.076* | |
| C18 | 0.7040 (6) | 0.0075 (5) | 1.1760 (5) | 0.085 (2) | |
| H18 | 0.7150 | −0.0182 | 1.2350 | 0.102* | |
| C19 | 0.6197 (6) | 0.0427 (6) | 1.1277 (6) | 0.092 (3) | |
| C20 | 0.5978 (4) | 0.0755 (5) | 1.0382 (5) | 0.0761 (19) | |
| H20 | 0.5378 | 0.0968 | 1.0048 | 0.091* | |
| C21 | 0.6685 (4) | 0.0755 (4) | 0.9998 (4) | 0.0532 (13) | |
| C22 | 0.9877 (4) | 0.3346 (4) | 1.1111 (3) | 0.0454 (12) | |
| H22 | 1.0244 | 0.2895 | 1.1532 | 0.054* | |
| C23 | 0.9628 (4) | 0.4212 (4) | 1.1453 (4) | 0.0553 (14) | |
| H23 | 0.9809 | 0.4318 | 1.2089 | 0.066* | |
| C24 | 0.9121 (4) | 0.4896 (4) | 1.0857 (4) | 0.0548 (14) | |
| H24 | 0.8961 | 0.5479 | 1.1082 | 0.066* | |
| C25 | 0.8838 (3) | 0.4726 (3) | 0.9899 (4) | 0.0440 (11) | |
| C26 | 0.9099 (3) | 0.3819 (3) | 0.9608 (3) | 0.0371 (10) | |
| C27 | 0.8324 (4) | 0.5425 (4) | 0.9223 (4) | 0.0569 (15) | |
| H27 | 0.8156 | 0.6020 | 0.9418 | 0.068* | |
| C28 | 0.8081 (4) | 0.5232 (4) | 0.8309 (4) | 0.0547 (14) | |
| H28 | 0.7764 | 0.5704 | 0.7882 | 0.066* | |
| C29 | 0.8303 (3) | 0.4316 (3) | 0.7986 (4) | 0.0452 (11) | |
| C30 | 0.8798 (3) | 0.3602 (3) | 0.8629 (3) | 0.0361 (10) | |
| C31 | 0.8017 (4) | 0.4072 (4) | 0.7045 (4) | 0.0551 (14) | |
| H31 | 0.7696 | 0.4526 | 0.6600 | 0.066* | |
| C32 | 0.8213 (4) | 0.3157 (5) | 0.6782 (4) | 0.0598 (15) | |
| H32 | 0.8018 | 0.2980 | 0.6160 | 0.072* | |
| C33 | 0.8708 (4) | 0.2504 (4) | 0.7466 (3) | 0.0480 (12) | |
| H33 | 0.8836 | 0.1887 | 0.7281 | 0.058* | |
| F1 | 1.3151 (4) | 0.3046 (6) | 0.9873 (4) | 0.153 (3) | |
| F2 | 1.4208 (3) | 0.3002 (4) | 0.7394 (4) | 0.133 (2) | |
| F3 | 0.8319 (2) | −0.2247 (2) | 0.71639 (19) | 0.0520 (7) | |
| F4 | 0.8467 (4) | −0.0971 (4) | 0.4386 (2) | 0.1107 (16) | |
| F5 | 0.6472 (2) | 0.1067 (3) | 0.9116 (2) | 0.0688 (9) | |
| F6 | 0.5496 (4) | 0.0443 (4) | 1.1648 (4) | 0.141 (2) | |
| N1 | 0.9615 (2) | 0.3134 (3) | 1.0209 (2) | 0.0331 (8) | |
| N2 | 0.9010 (3) | 0.2706 (3) | 0.8367 (2) | 0.0355 (8) | |
| O1 | 1.1385 (2) | 0.2404 (3) | 0.9662 (2) | 0.0486 (8) | |
| O2 | 1.0671 (2) | 0.1674 (2) | 0.8334 (2) | 0.0418 (7) | |
| O3 | 0.9197 (2) | 0.0335 (2) | 0.84238 (19) | 0.0360 (7) | |
| O4 | 0.9422 (2) | −0.1250 (2) | 0.8774 (2) | 0.0398 (7) | |
| O5 | 0.8436 (2) | 0.1391 (2) | 0.9743 (2) | 0.0440 (8) | |
| O6 | 0.8994 (2) | −0.0069 (2) | 1.0241 (2) | 0.0449 (8) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Gd1 | 0.03159 (14) | 0.02662 (13) | 0.02902 (13) | −0.00158 (8) | 0.01190 (9) | −0.00349 (8) |
| C1 | 0.043 (3) | 0.030 (2) | 0.045 (3) | −0.0028 (19) | 0.022 (2) | −0.0029 (19) |
| C2 | 0.046 (3) | 0.036 (3) | 0.055 (3) | −0.009 (2) | 0.029 (2) | −0.006 (2) |
| C3 | 0.060 (3) | 0.056 (3) | 0.054 (3) | −0.016 (3) | 0.034 (3) | −0.004 (2) |
| C4 | 0.087 (5) | 0.082 (5) | 0.071 (4) | −0.032 (4) | 0.056 (4) | −0.020 (3) |
| C5 | 0.075 (4) | 0.088 (5) | 0.094 (5) | −0.041 (4) | 0.065 (4) | −0.042 (4) |
| C6 | 0.060 (4) | 0.118 (7) | 0.118 (6) | −0.048 (4) | 0.047 (4) | −0.043 (5) |
| C7 | 0.062 (4) | 0.089 (5) | 0.058 (3) | −0.031 (3) | 0.031 (3) | −0.033 (3) |
| C8 | 0.028 (2) | 0.033 (2) | 0.034 (2) | −0.0040 (17) | 0.0107 (17) | −0.0075 (18) |
| C9 | 0.034 (2) | 0.034 (2) | 0.028 (2) | 0.0058 (18) | 0.0075 (17) | −0.0058 (17) |
| C10 | 0.049 (3) | 0.039 (3) | 0.039 (2) | 0.005 (2) | 0.020 (2) | −0.002 (2) |
| C11 | 0.081 (4) | 0.058 (3) | 0.042 (3) | 0.010 (3) | 0.032 (3) | 0.006 (3) |
| C12 | 0.095 (5) | 0.072 (4) | 0.031 (3) | 0.014 (3) | 0.021 (3) | −0.009 (3) |
| C13 | 0.067 (4) | 0.054 (3) | 0.034 (3) | 0.004 (3) | 0.006 (2) | −0.019 (2) |
| C14 | 0.046 (3) | 0.035 (3) | 0.038 (2) | 0.008 (2) | 0.011 (2) | −0.0043 (19) |
| C15 | 0.031 (2) | 0.040 (2) | 0.033 (2) | 0.0016 (19) | 0.0113 (18) | −0.0068 (19) |
| C16 | 0.047 (3) | 0.031 (2) | 0.057 (3) | −0.001 (2) | 0.029 (2) | −0.001 (2) |
| C17 | 0.089 (5) | 0.047 (3) | 0.071 (4) | 0.018 (3) | 0.051 (3) | 0.011 (3) |
| C18 | 0.117 (6) | 0.069 (4) | 0.103 (5) | 0.022 (4) | 0.081 (5) | 0.028 (4) |
| C19 | 0.104 (6) | 0.080 (5) | 0.134 (7) | 0.002 (4) | 0.095 (6) | 0.020 (5) |
| C20 | 0.049 (3) | 0.073 (4) | 0.120 (6) | −0.006 (3) | 0.047 (4) | 0.006 (4) |
| C21 | 0.044 (3) | 0.044 (3) | 0.079 (4) | −0.006 (2) | 0.030 (3) | 0.005 (3) |
| C22 | 0.053 (3) | 0.041 (3) | 0.045 (3) | −0.003 (2) | 0.020 (2) | −0.010 (2) |
| C23 | 0.065 (3) | 0.055 (3) | 0.056 (3) | −0.012 (3) | 0.033 (3) | −0.024 (3) |
| C24 | 0.057 (3) | 0.038 (3) | 0.078 (4) | −0.004 (2) | 0.034 (3) | −0.023 (3) |
| C25 | 0.035 (2) | 0.031 (2) | 0.070 (3) | −0.0048 (19) | 0.023 (2) | −0.010 (2) |
| C26 | 0.030 (2) | 0.032 (2) | 0.053 (3) | −0.0045 (18) | 0.018 (2) | −0.006 (2) |
| C27 | 0.044 (3) | 0.029 (3) | 0.095 (5) | 0.004 (2) | 0.019 (3) | −0.006 (3) |
| C28 | 0.040 (3) | 0.036 (3) | 0.082 (4) | 0.003 (2) | 0.012 (3) | 0.011 (3) |
| C29 | 0.035 (2) | 0.037 (3) | 0.062 (3) | 0.001 (2) | 0.014 (2) | 0.010 (2) |
| C30 | 0.030 (2) | 0.031 (2) | 0.049 (3) | −0.0040 (17) | 0.015 (2) | −0.0011 (19) |
| C31 | 0.049 (3) | 0.054 (3) | 0.059 (3) | 0.007 (3) | 0.015 (3) | 0.023 (3) |
| C32 | 0.062 (4) | 0.073 (4) | 0.039 (3) | 0.008 (3) | 0.010 (3) | 0.009 (3) |
| C33 | 0.055 (3) | 0.051 (3) | 0.037 (3) | 0.010 (2) | 0.013 (2) | 0.000 (2) |
| F1 | 0.123 (4) | 0.247 (7) | 0.102 (4) | −0.105 (5) | 0.056 (3) | −0.058 (4) |
| F2 | 0.114 (4) | 0.163 (5) | 0.174 (5) | −0.081 (4) | 0.116 (4) | −0.077 (4) |
| F3 | 0.0626 (18) | 0.0388 (15) | 0.0505 (16) | −0.0103 (13) | 0.0131 (14) | −0.0080 (13) |
| F4 | 0.176 (5) | 0.118 (4) | 0.0343 (18) | −0.005 (3) | 0.030 (2) | −0.014 (2) |
| F5 | 0.0458 (18) | 0.080 (2) | 0.076 (2) | 0.0011 (17) | 0.0149 (17) | 0.0107 (19) |
| F6 | 0.130 (4) | 0.150 (5) | 0.206 (6) | 0.017 (3) | 0.141 (4) | 0.043 (4) |
| N1 | 0.0321 (19) | 0.0286 (18) | 0.042 (2) | 0.0002 (15) | 0.0168 (16) | −0.0034 (16) |
| N2 | 0.038 (2) | 0.033 (2) | 0.0369 (19) | 0.0011 (16) | 0.0140 (16) | −0.0016 (16) |
| O1 | 0.053 (2) | 0.054 (2) | 0.0486 (19) | −0.0209 (17) | 0.0298 (17) | −0.0205 (16) |
| O2 | 0.0395 (18) | 0.0489 (19) | 0.0399 (17) | −0.0076 (15) | 0.0170 (15) | −0.0039 (15) |
| O3 | 0.0447 (18) | 0.0327 (16) | 0.0306 (15) | −0.0033 (13) | 0.0124 (13) | −0.0070 (12) |
| O4 | 0.057 (2) | 0.0307 (16) | 0.0282 (15) | −0.0037 (14) | 0.0100 (14) | −0.0012 (13) |
| O5 | 0.0467 (19) | 0.0359 (18) | 0.057 (2) | −0.0036 (14) | 0.0269 (17) | 0.0006 (15) |
| O6 | 0.0462 (19) | 0.049 (2) | 0.0405 (18) | 0.0153 (16) | 0.0155 (15) | 0.0000 (15) |
| Gd1—O3 | 2.332 (3) | C15—C16 | 1.509 (6) |
| Gd1—O4i | 2.391 (3) | C16—C21 | 1.382 (7) |
| Gd1—O6i | 2.397 (3) | C16—C17 | 1.388 (7) |
| Gd1—O5 | 2.429 (3) | C17—C18 | 1.391 (9) |
| Gd1—O1 | 2.465 (3) | C17—H17 | 0.930 |
| Gd1—O2 | 2.479 (3) | C18—C19 | 1.334 (11) |
| Gd1—N2 | 2.597 (4) | C18—H18 | 0.930 |
| Gd1—N1 | 2.627 (3) | C19—F6 | 1.359 (7) |
| Gd1—O6 | 2.921 (4) | C19—C20 | 1.372 (10) |
| C1—O2 | 1.257 (5) | C20—C21 | 1.381 (8) |
| C1—O1 | 1.267 (5) | C20—H20 | 0.930 |
| C1—C2 | 1.499 (6) | C21—F5 | 1.346 (6) |
| C2—C7 | 1.376 (7) | C22—N1 | 1.334 (6) |
| C2—C3 | 1.398 (7) | C22—C23 | 1.395 (7) |
| C3—C4 | 1.385 (7) | C22—H22 | 0.930 |
| C3—H3 | 0.930 | C23—C24 | 1.353 (8) |
| C4—C5 | 1.342 (9) | C23—H23 | 0.930 |
| C4—H4 | 0.930 | C24—C25 | 1.402 (7) |
| C5—C6 | 1.325 (10) | C24—H24 | 0.930 |
| C5—F2 | 1.355 (6) | C25—C26 | 1.416 (6) |
| C6—C7 | 1.383 (9) | C25—C27 | 1.431 (7) |
| C6—H6 | 0.930 | C26—N1 | 1.362 (6) |
| C7—F1 | 1.295 (7) | C26—C30 | 1.444 (7) |
| C8—O4 | 1.246 (5) | C27—C28 | 1.348 (8) |
| C8—O3 | 1.256 (5) | C27—H27 | 0.930 |
| C8—C9 | 1.507 (5) | C28—C29 | 1.426 (7) |
| C9—C14 | 1.390 (6) | C28—H28 | 0.930 |
| C9—C10 | 1.391 (6) | C29—C31 | 1.398 (8) |
| C10—C11 | 1.376 (6) | C29—C30 | 1.411 (6) |
| C10—H10 | 0.930 | C30—N2 | 1.358 (5) |
| C11—C12 | 1.360 (8) | C31—C32 | 1.375 (8) |
| C11—H11 | 0.930 | C31—H31 | 0.930 |
| C12—C13 | 1.364 (9) | C32—C33 | 1.390 (7) |
| C12—F4 | 1.364 (6) | C32—H32 | 0.930 |
| C13—C14 | 1.387 (7) | C33—N2 | 1.329 (6) |
| C13—H13 | 0.930 | C33—H33 | 0.930 |
| C14—F3 | 1.335 (6) | O4—Gd1i | 2.391 (3) |
| C15—O5 | 1.247 (5) | O6—Gd1i | 2.397 (3) |
| C15—O6 | 1.255 (5) | ||
| O3—Gd1—O4i | 130.13 (10) | F3—C14—C13 | 117.3 (4) |
| O3—Gd1—O6i | 73.87 (11) | F3—C14—C9 | 120.3 (4) |
| O4i—Gd1—O6i | 77.68 (10) | C13—C14—C9 | 122.4 (5) |
| O3—Gd1—O5 | 78.14 (11) | O5—C15—O6 | 123.2 (4) |
| O4i—Gd1—O5 | 85.99 (12) | O5—C15—C16 | 117.4 (4) |
| O6i—Gd1—O5 | 124.91 (11) | O6—C15—C16 | 119.3 (4) |
| O3—Gd1—O1 | 126.62 (10) | C21—C16—C17 | 117.4 (5) |
| O4i—Gd1—O1 | 89.20 (11) | C21—C16—C15 | 122.3 (4) |
| O6i—Gd1—O1 | 83.97 (12) | C17—C16—C15 | 119.9 (5) |
| O5—Gd1—O1 | 148.60 (11) | C16—C17—C18 | 120.6 (6) |
| O3—Gd1—O2 | 74.75 (10) | C16—C17—H17 | 119.7 |
| O4i—Gd1—O2 | 135.54 (11) | C18—C17—H17 | 119.7 |
| O6i—Gd1—O2 | 76.31 (11) | C19—C18—C17 | 119.5 (6) |
| O5—Gd1—O2 | 138.42 (11) | C19—C18—H18 | 120.3 |
| O1—Gd1—O2 | 52.79 (10) | C17—C18—H18 | 120.3 |
| O3—Gd1—N2 | 82.32 (11) | C18—C19—F6 | 120.7 (7) |
| O4i—Gd1—N2 | 138.85 (11) | C18—C19—C20 | 122.7 (6) |
| O6i—Gd1—N2 | 142.42 (11) | F6—C19—C20 | 116.5 (8) |
| O5—Gd1—N2 | 76.13 (11) | C19—C20—C21 | 117.4 (6) |
| O1—Gd1—N2 | 87.58 (12) | C19—C20—H20 | 121.3 |
| O2—Gd1—N2 | 69.53 (11) | C21—C20—H20 | 121.3 |
| O3—Gd1—N1 | 137.20 (11) | F5—C21—C20 | 117.7 (5) |
| O4i—Gd1—N1 | 76.43 (11) | F5—C21—C16 | 119.9 (5) |
| O6i—Gd1—N1 | 148.65 (11) | C20—C21—C16 | 122.4 (6) |
| O5—Gd1—N1 | 70.40 (11) | N1—C22—C23 | 123.1 (5) |
| O1—Gd1—N1 | 78.31 (11) | N1—C22—H22 | 118.4 |
| O2—Gd1—N1 | 111.36 (11) | C23—C22—H22 | 118.4 |
| N2—Gd1—N1 | 62.75 (11) | C24—C23—C22 | 119.8 (5) |
| O3—Gd1—O6 | 67.18 (9) | C24—C23—H23 | 120.1 |
| O4i—Gd1—O6 | 67.33 (10) | C22—C23—H23 | 120.1 |
| O6i—Gd1—O6 | 77.87 (11) | C23—C24—C25 | 119.9 (5) |
| O5—Gd1—O6 | 47.51 (10) | C23—C24—H24 | 120.1 |
| O1—Gd1—O6 | 152.79 (11) | C25—C24—H24 | 120.1 |
| O2—Gd1—O6 | 138.53 (10) | C24—C25—C26 | 116.9 (5) |
| N2—Gd1—O6 | 119.04 (10) | C24—C25—C27 | 123.2 (5) |
| N1—Gd1—O6 | 107.62 (10) | C26—C25—C27 | 119.8 (5) |
| O2—C1—O1 | 121.1 (4) | N1—C26—C25 | 123.1 (4) |
| O2—C1—C2 | 117.8 (4) | N1—C26—C30 | 118.1 (4) |
| O1—C1—C2 | 121.1 (4) | C25—C26—C30 | 118.8 (4) |
| C7—C2—C3 | 116.7 (5) | C28—C27—C25 | 121.0 (5) |
| C7—C2—C1 | 124.1 (4) | C28—C27—H27 | 119.5 |
| C3—C2—C1 | 119.1 (4) | C25—C27—H27 | 119.5 |
| C4—C3—C2 | 120.9 (5) | C27—C28—C29 | 121.0 (5) |
| C4—C3—H3 | 119.6 | C27—C28—H28 | 119.5 |
| C2—C3—H3 | 119.6 | C29—C28—H28 | 119.5 |
| C5—C4—C3 | 119.0 (5) | C31—C29—C30 | 117.6 (5) |
| C5—C4—H4 | 120.5 | C31—C29—C28 | 122.5 (5) |
| C3—C4—H4 | 120.5 | C30—C29—C28 | 119.9 (5) |
| C6—C5—C4 | 122.6 (6) | N2—C30—C29 | 122.7 (4) |
| C6—C5—F2 | 118.5 (6) | N2—C30—C26 | 117.8 (4) |
| C4—C5—F2 | 118.9 (6) | C29—C30—C26 | 119.4 (4) |
| C5—C6—C7 | 119.4 (6) | C32—C31—C29 | 119.7 (5) |
| C5—C6—H6 | 120.3 | C32—C31—H31 | 120.2 |
| C7—C6—H6 | 120.3 | C29—C31—H31 | 120.2 |
| F1—C7—C2 | 122.5 (5) | C31—C32—C33 | 118.6 (5) |
| F1—C7—C6 | 116.0 (6) | C31—C32—H32 | 120.7 |
| C2—C7—C6 | 121.4 (5) | C33—C32—H32 | 120.7 |
| O4—C8—O3 | 126.0 (4) | N2—C33—C32 | 124.1 (5) |
| O4—C8—C9 | 119.7 (4) | N2—C33—H33 | 117.9 |
| O3—C8—C9 | 114.2 (4) | C32—C33—H33 | 117.9 |
| C14—C9—C10 | 117.2 (4) | C22—N1—C26 | 117.1 (4) |
| C14—C9—C8 | 123.9 (4) | C22—N1—Gd1 | 122.8 (3) |
| C10—C9—C8 | 118.7 (4) | C26—N1—Gd1 | 119.9 (3) |
| C11—C10—C9 | 121.5 (5) | C33—N2—C30 | 117.3 (4) |
| C11—C10—H10 | 119.3 | C33—N2—Gd1 | 121.4 (3) |
| C9—C10—H10 | 119.3 | C30—N2—Gd1 | 121.3 (3) |
| C12—C11—C10 | 118.3 (5) | C1—O1—Gd1 | 93.1 (3) |
| C12—C11—H11 | 120.8 | C1—O2—Gd1 | 92.7 (3) |
| C10—C11—H11 | 120.8 | C8—O3—Gd1 | 139.2 (3) |
| C11—C12—C13 | 123.7 (5) | C8—O4—Gd1i | 136.2 (3) |
| C11—C12—F4 | 118.3 (6) | C15—O5—Gd1 | 106.2 (3) |
| C13—C12—F4 | 118.1 (6) | C15—O6—Gd1i | 174.2 (3) |
| C12—C13—C14 | 116.8 (5) | C15—O6—Gd1 | 82.5 (3) |
| C12—C13—H13 | 121.6 | Gd1i—O6—Gd1 | 102.13 (11) |
| C14—C13—H13 | 121.6 |
| Symmetry codes: (i) −x+2, −y, −z+2. |
The authors acknowledge the financial support of Henan University (grant No. 05YBGG013).
Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Chung, L., Rajan, K. S., Merdinger, E. & Crecz, N. (1971). Biophys. J. 11, 469–475.
Church, B. S. & Halvorson, H. (1959). Nature (London), 183, 124–125.
Okabe, N. & Oya, N. (2000). Acta Cryst. C56, 1416–1417.
Pocker, Y. & Fong, C. T. O. (1980). Biochemistry, 19, 2045–2049.
Scapin, G., Reddy, S. G., Zheng, R. & Blanchard, J. S. (1997). Biochemistry, 36, 15081–15088.
Serre, C., Marrot, J. & Ferey, G. (2005). Inorg. Chem. 44, 654–658.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
In recent years, carboxylates have been widely used as polydentate ligands, which can coordinate to transition or rare earth ions yielding complexes with interesting properties that are useful in materials science (Church & Halvorson, 1959; Chung et al., 1971) and in biological systems (Okabe & Oya, 2000; Serre et al., 2005; Pocker & Fong, 1980; Scapin et al., 1997). Here we report the synthesis and X-ray crystal structure analysis of the title compound.
The molecular structure is shown in Fig. 1. Gd(III) is chelated by two 2,4-difluorobenzoate and one 1,10-phenanthroline ligands. Two cations are linked into a dimer via three bridging carboxylate groups of 2,4-difluorobenzoate ligands. Each Gd(III) ion is nine-coordinated by seven O atoms and two N atoms.