Acta Cryst. (2008). E64, m34 [ doi:10.1107/S1600536807053664 ]
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2O,O')(1,10-phenanthroline-2N,N')cadmium(II)The molecule of the title compound, [Cd(C9H5O6)2(C12H8N2)], has crystallographic twofold rotation symmetry. The CdII atom, located on the twofold axis, assumes a CdO4N2 distorted octahedral coordination geometry. In the crystal structure, the molecules link to each other by O-H
O and C-HO hydrogen bonding to form a three-dimensional supramolecular network.
The compound was prepared by a hydrothermal method. A mixture of Cd(NO3)2.4H2O (0.5 mmol), benzene-1,3,5-tricarboxylic acid (0.6 mmol), 1,10-phenanthroline (0.6 mmol) and water (10 ml) was stirred for 20 min and then transferred to a 23 ml Teflon reactor. The reactor was kept at 433 K for 72 h under autogenous pressure. Single crystals were obtained after cooling to room temperature.
H atoms were placed in calculated positions with C—H = 0.93 Å and O—H = 0.82 Å, and refined in riding mode with Uiso(H) = 1.2Ueq(C) and Uiso(H) = 1.5Ueq(O).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
![[Figure 1]](./xu2344fig1thm.gif)
| Fig. 1. The molecular structure of the title compound with 50% probability displacement ellipsoids (arbitrary spheres for H atoms). |
| [Cd(C9H5O6)2(C12H8N2)] | F000 = 1424 |
| Mr = 710.86 | Dx = 1.750 Mg m−3 |
| Monoclinic, C2/c | Mo Kα radiation λ = 0.71069 Å |
| Hall symbol: -C 2yc | Cell parameters from 5790 reflections |
| a = 9.838 (2) Å | θ = 2.4–27.5º |
| b = 16.541 (3) Å | µ = 0.88 mm−1 |
| c = 16.681 (3) Å | T = 298 (2) K |
| β = 96.32 (3)º | Block, colourless |
| V = 2698.1 (9) Å3 | 0.32 × 0.26 × 0.24 mm |
| Z = 4 |
| Bruker APEX CCD area-detector diffractometer | 3095 independent reflections |
| Radiation source: fine-focus sealed tube | 2834 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.033 |
| T = 298(2) K | θmax = 27.5º |
| φ and ω scans | θmin = 2.4º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→12 |
| Tmin = 0.765, Tmax = 0.816 | k = −21→21 |
| 5790 measured reflections | l = −21→21 |
| 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)] = 0.030 | H-atom parameters constrained |
| wR(F2) = 0.073 | w = 1/[σ2(Fo2) + (0.0396P)2 + 1.679P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max < 0.001 |
| 3095 reflections | Δρmax = 0.46 e Å−3 |
| 204 parameters | Δρmin = −0.56 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Cd(C9H5O6)2(C12H8N2)] | V = 2698.1 (9) Å3 |
| Mr = 710.86 | Z = 4 |
| Monoclinic, C2/c | Mo Kα |
| a = 9.838 (2) Å | µ = 0.88 mm−1 |
| b = 16.541 (3) Å | T = 298 (2) K |
| c = 16.681 (3) Å | 0.32 × 0.26 × 0.24 mm |
| β = 96.32 (3)º |
| Bruker APEX CCD area-detector diffractometer | 3095 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2834 reflections with I > 2σ(I) |
| Tmin = 0.765, Tmax = 0.816 | Rint = 0.033 |
| 5790 measured reflections |
| R[F2 > 2σ(F2)] = 0.030 | 204 parameters |
| wR(F2) = 0.073 | H-atom parameters constrained |
| S = 1.05 | Δρmax = 0.46 e Å−3 |
| 3095 reflections | Δρmin = −0.56 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 | ||
| Cd1 | 0.0000 | 0.095232 (10) | 0.2500 | 0.03259 (8) | |
| O1 | −0.04641 (13) | 0.16023 (9) | 0.36635 (9) | 0.0375 (3) | |
| O2 | 0.15070 (14) | 0.18897 (9) | 0.32348 (10) | 0.0413 (3) | |
| O3 | −0.22565 (16) | 0.33500 (11) | 0.56195 (12) | 0.0573 (5) | |
| H3A | −0.2837 | 0.3482 | 0.5911 | 0.086* | |
| O4 | −0.10746 (19) | 0.43487 (13) | 0.62596 (12) | 0.0609 (5) | |
| O5 | 0.42788 (16) | 0.41835 (12) | 0.44051 (11) | 0.0528 (5) | |
| H5A | 0.4928 | 0.4496 | 0.4480 | 0.079* | |
| O6 | 0.34627 (16) | 0.49693 (11) | 0.53307 (11) | 0.0512 (4) | |
| N1 | 0.13969 (15) | −0.01388 (10) | 0.26674 (9) | 0.0307 (3) | |
| C1 | 0.07969 (18) | 0.27267 (11) | 0.42660 (11) | 0.0292 (3) | |
| C2 | −0.02139 (18) | 0.29186 (12) | 0.47520 (12) | 0.0327 (4) | |
| H2 | −0.0985 | 0.2593 | 0.4745 | 0.039* | |
| C4 | −0.00817 (18) | 0.35978 (12) | 0.52518 (12) | 0.0328 (4) | |
| C5 | 0.1072 (2) | 0.40796 (12) | 0.52686 (13) | 0.0340 (4) | |
| H5 | 0.1162 | 0.4534 | 0.5599 | 0.041* | |
| C6 | 0.20969 (19) | 0.38836 (12) | 0.47902 (12) | 0.0319 (4) | |
| C7 | 0.19579 (18) | 0.32127 (12) | 0.42853 (12) | 0.0312 (4) | |
| H7 | 0.2639 | 0.3088 | 0.3961 | 0.037* | |
| C8 | 0.06177 (17) | 0.20275 (11) | 0.36910 (11) | 0.0296 (3) | |
| C9 | −0.1171 (2) | 0.38168 (14) | 0.57696 (14) | 0.0395 (4) | |
| C10 | 0.2741 (2) | −0.01298 (14) | 0.28658 (13) | 0.0409 (4) | |
| H10 | 0.3193 | 0.0365 | 0.2907 | 0.049* | |
| C11 | 0.3497 (2) | −0.08376 (17) | 0.30141 (16) | 0.0496 (6) | |
| H11 | 0.4434 | −0.0812 | 0.3169 | 0.060* | |
| C12 | 0.2851 (2) | −0.15675 (15) | 0.29300 (15) | 0.0496 (6) | |
| H12 | 0.3348 | −0.2043 | 0.3020 | 0.060* | |
| C13 | 0.1425 (2) | −0.15987 (12) | 0.27059 (13) | 0.0383 (4) | |
| C14 | 0.07359 (18) | −0.08582 (10) | 0.25986 (11) | 0.0278 (3) | |
| C15 | 0.0681 (3) | −0.23439 (13) | 0.26011 (16) | 0.0517 (6) | |
| H15 | 0.1146 | −0.2833 | 0.2674 | 0.062* | |
| C17 | 0.33550 (19) | 0.43895 (13) | 0.48512 (12) | 0.0346 (4) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Cd1 | 0.04347 (13) | 0.02012 (10) | 0.03363 (12) | 0.000 | 0.00178 (8) | 0.000 |
| O1 | 0.0322 (7) | 0.0345 (7) | 0.0470 (8) | −0.0104 (5) | 0.0101 (6) | −0.0124 (6) |
| O2 | 0.0349 (7) | 0.0409 (8) | 0.0502 (9) | −0.0100 (6) | 0.0148 (6) | −0.0157 (7) |
| O3 | 0.0398 (8) | 0.0598 (10) | 0.0774 (12) | −0.0229 (8) | 0.0290 (8) | −0.0310 (9) |
| O4 | 0.0555 (10) | 0.0641 (12) | 0.0674 (12) | −0.0212 (9) | 0.0270 (9) | −0.0347 (10) |
| O5 | 0.0361 (8) | 0.0668 (11) | 0.0580 (11) | −0.0252 (7) | 0.0176 (7) | −0.0225 (8) |
| O6 | 0.0420 (8) | 0.0523 (10) | 0.0612 (10) | −0.0246 (7) | 0.0142 (7) | −0.0223 (8) |
| N1 | 0.0301 (7) | 0.0288 (7) | 0.0329 (8) | −0.0011 (6) | 0.0025 (6) | −0.0002 (6) |
| C1 | 0.0274 (8) | 0.0265 (8) | 0.0333 (9) | −0.0045 (6) | 0.0011 (6) | −0.0018 (7) |
| C2 | 0.0291 (8) | 0.0313 (9) | 0.0378 (10) | −0.0098 (7) | 0.0045 (7) | −0.0042 (7) |
| C4 | 0.0301 (8) | 0.0329 (9) | 0.0360 (10) | −0.0082 (7) | 0.0067 (7) | −0.0053 (7) |
| C5 | 0.0325 (9) | 0.0334 (10) | 0.0364 (10) | −0.0110 (7) | 0.0047 (7) | −0.0082 (7) |
| C6 | 0.0282 (9) | 0.0334 (9) | 0.0339 (9) | −0.0100 (7) | 0.0024 (7) | −0.0021 (7) |
| C7 | 0.0261 (8) | 0.0328 (9) | 0.0345 (9) | −0.0053 (7) | 0.0030 (6) | −0.0018 (7) |
| C8 | 0.0281 (8) | 0.0261 (8) | 0.0342 (9) | −0.0020 (6) | 0.0016 (6) | −0.0006 (7) |
| C9 | 0.0368 (10) | 0.0383 (10) | 0.0455 (12) | −0.0117 (8) | 0.0133 (8) | −0.0105 (9) |
| C10 | 0.0348 (10) | 0.0482 (12) | 0.0392 (11) | −0.0078 (8) | 0.0025 (8) | −0.0022 (9) |
| C11 | 0.0318 (10) | 0.0682 (16) | 0.0482 (13) | 0.0088 (10) | 0.0018 (9) | −0.0036 (11) |
| C12 | 0.0462 (12) | 0.0504 (14) | 0.0509 (13) | 0.0225 (10) | −0.0002 (9) | −0.0056 (10) |
| C13 | 0.0440 (11) | 0.0317 (10) | 0.0390 (11) | 0.0110 (8) | 0.0037 (8) | −0.0008 (8) |
| C14 | 0.0315 (9) | 0.0260 (9) | 0.0261 (9) | 0.0015 (6) | 0.0043 (6) | −0.0003 (6) |
| C15 | 0.0697 (15) | 0.0252 (10) | 0.0590 (15) | 0.0095 (9) | 0.0020 (11) | −0.0005 (9) |
| C17 | 0.0313 (9) | 0.0375 (10) | 0.0354 (10) | −0.0127 (8) | 0.0055 (7) | −0.0045 (8) |
| Cd1—N1i | 2.2671 (16) | C2—C4 | 1.397 (3) |
| Cd1—N1 | 2.2671 (16) | C2—H2 | 0.9300 |
| Cd1—O1 | 2.3079 (14) | C4—C5 | 1.385 (2) |
| Cd1—O1i | 2.3079 (14) | C4—C9 | 1.493 (3) |
| Cd1—O2 | 2.3883 (15) | C5—C6 | 1.391 (3) |
| Cd1—O2i | 2.3883 (15) | C5—H5 | 0.9300 |
| Cd1—C8 | 2.6858 (19) | C6—C7 | 1.391 (3) |
| Cd1—C8i | 2.6858 (19) | C6—C17 | 1.488 (2) |
| O1—C8 | 1.272 (2) | C7—H7 | 0.9300 |
| O2—C8 | 1.242 (2) | C10—C11 | 1.395 (3) |
| O3—C9 | 1.319 (2) | C10—H10 | 0.9300 |
| O3—H3A | 0.8200 | C11—C12 | 1.364 (4) |
| O4—C9 | 1.198 (3) | C11—H11 | 0.9300 |
| O5—C17 | 1.283 (3) | C12—C13 | 1.412 (3) |
| O5—H5A | 0.8200 | C12—H12 | 0.9300 |
| O6—C17 | 1.246 (3) | C13—C14 | 1.402 (3) |
| N1—C10 | 1.327 (2) | C13—C15 | 1.434 (3) |
| N1—C14 | 1.355 (2) | C14—C14i | 1.449 (4) |
| C1—C2 | 1.387 (3) | C15—C15i | 1.345 (5) |
| C1—C7 | 1.394 (2) | C15—H15 | 0.9300 |
| C1—C8 | 1.500 (2) | ||
| N1i—Cd1—N1 | 74.48 (8) | C5—C4—C9 | 119.20 (18) |
| N1i—Cd1—O1 | 107.52 (5) | C2—C4—C9 | 120.98 (16) |
| N1—Cd1—O1 | 116.15 (6) | C4—C5—C6 | 119.90 (18) |
| N1i—Cd1—O1i | 116.15 (6) | C4—C5—H5 | 120.0 |
| N1—Cd1—O1i | 107.52 (5) | C6—C5—H5 | 120.0 |
| O1—Cd1—O1i | 124.47 (8) | C7—C6—C5 | 120.28 (16) |
| N1i—Cd1—O2 | 156.02 (6) | C7—C6—C17 | 121.04 (18) |
| N1—Cd1—O2 | 96.89 (6) | C5—C6—C17 | 118.65 (17) |
| O1—Cd1—O2 | 55.61 (5) | C6—C7—C1 | 119.98 (17) |
| O1i—Cd1—O2 | 87.71 (6) | C6—C7—H7 | 120.0 |
| N1i—Cd1—O2i | 96.89 (6) | C1—C7—H7 | 120.0 |
| N1—Cd1—O2i | 156.02 (6) | O2—C8—O1 | 121.27 (17) |
| O1—Cd1—O2i | 87.71 (6) | O2—C8—C1 | 119.47 (16) |
| O1i—Cd1—O2i | 55.61 (5) | O1—C8—C1 | 119.22 (16) |
| O2—Cd1—O2i | 99.04 (8) | O2—C8—Cd1 | 62.77 (10) |
| N1i—Cd1—C8 | 134.67 (6) | O1—C8—Cd1 | 59.14 (10) |
| N1—Cd1—C8 | 110.57 (6) | C1—C8—Cd1 | 169.85 (13) |
| O1—Cd1—C8 | 28.25 (5) | O4—C9—O3 | 124.2 (2) |
| O1i—Cd1—C8 | 105.31 (6) | O4—C9—C4 | 124.38 (18) |
| O2—Cd1—C8 | 27.55 (5) | O3—C9—C4 | 111.46 (18) |
| O2i—Cd1—C8 | 91.54 (6) | N1—C10—C11 | 122.1 (2) |
| N1i—Cd1—C8i | 110.57 (6) | N1—C10—H10 | 118.9 |
| N1—Cd1—C8i | 134.67 (6) | C11—C10—H10 | 118.9 |
| O1—Cd1—C8i | 105.31 (6) | C12—C11—C10 | 119.4 (2) |
| O1i—Cd1—C8i | 28.25 (5) | C12—C11—H11 | 120.3 |
| O2—Cd1—C8i | 91.54 (6) | C10—C11—H11 | 120.3 |
| O2i—Cd1—C8i | 27.55 (5) | C11—C12—C13 | 119.8 (2) |
| C8—Cd1—C8i | 97.07 (8) | C11—C12—H12 | 120.1 |
| C8—O1—Cd1 | 92.62 (11) | C13—C12—H12 | 120.1 |
| C8—O2—Cd1 | 89.68 (11) | C14—C13—C12 | 117.01 (19) |
| C9—O3—H3A | 109.5 | C14—C13—C15 | 120.15 (19) |
| C17—O5—H5A | 109.5 | C12—C13—C15 | 122.83 (19) |
| C10—N1—C14 | 119.13 (17) | N1—C14—C13 | 122.39 (17) |
| C10—N1—Cd1 | 126.54 (14) | N1—C14—C14i | 118.52 (10) |
| C14—N1—Cd1 | 114.20 (11) | C13—C14—C14i | 119.08 (12) |
| C2—C1—C7 | 119.52 (17) | C15i—C15—C13 | 120.75 (12) |
| C2—C1—C8 | 120.57 (16) | C15i—C15—H15 | 119.6 |
| C7—C1—C8 | 119.83 (17) | C13—C15—H15 | 119.6 |
| C1—C2—C4 | 120.49 (16) | O6—C17—O5 | 124.15 (17) |
| C1—C2—H2 | 119.8 | O6—C17—C6 | 119.21 (18) |
| C4—C2—H2 | 119.8 | O5—C17—C6 | 116.62 (18) |
| C5—C4—C2 | 119.82 (17) |
| Symmetry codes: (i) −x, y, −z+1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O3—H3A···O1ii | 0.82 | 1.89 | 2.656 (2) | 155 |
| O5—H5A···O6iii | 0.82 | 1.81 | 2.623 (2) | 170 |
| C2—H2···O3ii | 0.93 | 2.36 | 3.262 (3) | 164 |
| Symmetry codes: (ii) −x−1/2, −y+1/2, −z+1; (iii) −x+1, −y+1, −z+1. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O3—H3A···O1i | 0.82 | 1.89 | 2.656 (2) | 155 |
| O5—H5A···O6ii | 0.82 | 1.81 | 2.623 (2) | 170 |
| C2—H2···O3i | 0.93 | 2.36 | 3.262 (3) | 164 |
| Symmetry codes: (i) −x−1/2, −y+1/2, −z+1; (ii) −x+1, −y+1, −z+1. |
This work was financially supported by the National Natural Science Foundation of China (grant No. 20701006), the Foundation for Excellent Youth of Jilin, China (grant No. 20070103) and the Science Foundation for Young Teachers of Northeast Normal University, China (grant No. 20070303).
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Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.
Shi, X., Zhu, G.-S., Fang, Q.-R., Wu, G., Tian, G., Wang, R.-W., Zhang, D.-L., Xue, M. & Qiu, S.-L. (2004). Eur. J. Inorg. Chem. pp. 185–191.
As part of an ongoing investigation of metal complexes with the benzene-1,3,5-tricarboxylate ligand (Shi et al., 2004; Han et al., 2005), the structure of the title CdII complex is reported here. The asymmetric unit contains a half of CdII complex, with the CdII atom residing on a crystallographic twofold axis. The CdII ion has a distorted octahedral coordination geometry formed by four O atoms and two N atoms (Table 1). This arrangement appears to be the effect of the small bite angles produced by the chelating ligands. In the crystal the molecules are connected with O—H···O and C—H···O hydrogen bonding (Table 2), forming a three-dimensional supramolecular network.