Acta Cryst. (2007). E63, m2956 [ doi:10.1107/S1600536807055341 ]
The title compound, [Cd(C13H9ClNO3)2(H2O)2], is a mononuclear complex in which the CdII atom, located on a twofold axis, shows an octahedral coordination geometry. It is surrounded by four carboxylate O atoms from two 4-[(6-chloropyridin-3-yl)methoxy]benzoate acid ligands and two water molecules. O-H
O hydrogen bonds link these complexes to generate a two-dimensional supramolecular network.
A mixture of L (0.39 g, 1.50 mmol), Cd(OAc)2·2H2O (0.20 g, 0.75 mmol), NaOH (0.08 g, 2.00 mmol) and H2O (10 ml) was stirred for 1 h and then sealed in a 25 ml Teflonlined stainless steel container. The container was heated to 150 °C and held at that temperature for 72 h, then cooled to 100 °C at a rate of 5 °C.h−1, and held for 8 h, followed by further cooling to 30 °C at a rate of 3 °C.h−1. Colorless crystals of I were collected in 72.9% yield based on Cd(OAc)2·2H2O.
All H atoms attached to C atom were fixed geometrically and treated as riding with C—H = 0.93 Å (aromatic) or 0.97 Å (methylene) with Uiso(H) = 1.2Ueq(C). H atoms of water molecule were located in difference Fourier maps and included in the subsequent refinement using restraints (O—H= 0.85 (1)Å and H···H= 1.39 (2) Å) with Uiso(H) = 1.5Ueq(O).
Data collection: SMART (Bruker, 1999); 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: ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg & Putz, 2004); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
![[Figure 1]](./dn2258fig1thm.gif)
| Fig. 1. Molecular view of (I) with the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are represented as small spheres of arbitrary radii. [Symmetry code: (i) −x, y, −z + 1/2] |
![[Figure 2]](./dn2258fig2thm.gif)
| Fig. 2. Ball-stick representation of the two-dimensional supramolecular structure of (I). H atoms not involved in hydrogen bondings have been omitted for clarity. |
| [Cd(C13H9ClNO3)2(H2O)2] | Z = 4 |
| Mr = 673.76 | F000 = 1352 |
| Monoclinic, C2/c | Dx = 1.705 Mg m−3 |
| Hall symbol: -C2yc | Mo Kα radiation λ = 0.71069 Å |
| a = 42.179 (8) Å | θ = 1.0–28.5º |
| b = 5.3550 (10) Å | µ = 1.09 mm−1 |
| c = 12.068 (2) Å | T = 293 (2) K |
| β = 105.688 (3)º | Block, colorless |
| V = 2624.2 (8) Å3 | 0.35 × 0.32 × 0.28 mm |
| Bruker APEX CCD area-detector diffractometer | 3053 independent reflections |
| Radiation source: fine-focus sealed tube | 2705 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.032 |
| T = 293(2) K | θmax = 28.5º |
| ω scans | θmin = 1.0º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −47→56 |
| Tmin = 0.668, Tmax = 0.742 | k = −5→7 |
| 7350 measured reflections | l = −16→16 |
| 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)] = 0.038 | H-atom parameters constrained |
| wR(F2) = 0.107 | w = 1/[σ2(Fo2) + (0.0673P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 1.09 | (Δ/σ)max < 0.001 |
| 3053 reflections | Δρmax = 1.11 e Å−3 |
| 177 parameters | Δρmin = −1.32 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Cd(C13H9ClNO3)2(H2O)2] | V = 2624.2 (8) Å3 |
| Mr = 673.76 | Z = 4 |
| Monoclinic, C2/c | Mo Kα |
| a = 42.179 (8) Å | µ = 1.09 mm−1 |
| b = 5.3550 (10) Å | T = 293 (2) K |
| c = 12.068 (2) Å | 0.35 × 0.32 × 0.28 mm |
| β = 105.688 (3)º |
| Bruker APEX CCD area-detector diffractometer | 3053 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2705 reflections with I > 2σ(I) |
| Tmin = 0.668, Tmax = 0.742 | Rint = 0.032 |
| 7350 measured reflections |
| R[F2 > 2σ(F2)] = 0.038 | 177 parameters |
| wR(F2) = 0.107 | H-atom parameters constrained |
| S = 1.09 | Δρmax = 1.11 e Å−3 |
| 3053 reflections | Δρmin = −1.32 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 > 2sigma(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 | 0.10193 (5) | 0.2500 | 0.03122 (12) | |
| Cl1 | 0.22388 (3) | 2.0232 (2) | 0.93684 (10) | 0.0703 (3) | |
| O3 | 0.02898 (5) | 0.2671 (4) | 0.43946 (15) | 0.0407 (5) | |
| O1 | 0.13219 (6) | 1.1274 (4) | 0.64750 (19) | 0.0482 (6) | |
| O2 | 0.04099 (5) | 0.3902 (3) | 0.28184 (16) | 0.0338 (4) | |
| O1W | 0.01884 (6) | −0.1942 (4) | 0.15699 (17) | 0.0491 (6) | |
| H1A | 0.0218 | −0.2068 | 0.0906 | 0.074* | |
| H1B | 0.0231 | −0.3320 | 0.1916 | 0.074* | |
| C1 | 0.04501 (7) | 0.4065 (5) | 0.3902 (2) | 0.0305 (6) | |
| C2 | 0.06863 (7) | 0.5953 (5) | 0.4555 (2) | 0.0331 (6) | |
| C5 | 0.11184 (7) | 0.9573 (6) | 0.5787 (2) | 0.0377 (7) | |
| N1 | 0.18116 (8) | 1.6700 (7) | 0.8646 (3) | 0.0625 (9) | |
| C4 | 0.09167 (9) | 0.8246 (7) | 0.6313 (3) | 0.0514 (9) | |
| H4 | 0.0925 | 0.8554 | 0.7078 | 0.062* | |
| C10 | 0.17138 (7) | 1.4579 (6) | 0.6830 (3) | 0.0380 (6) | |
| C6 | 0.11068 (8) | 0.9102 (5) | 0.4640 (3) | 0.0395 (7) | |
| H6 | 0.1243 | 0.9969 | 0.4283 | 0.047* | |
| C13 | 0.20380 (8) | 1.7999 (7) | 0.8364 (3) | 0.0453 (7) | |
| C7 | 0.08877 (7) | 0.7310 (6) | 0.4039 (2) | 0.0362 (6) | |
| H7 | 0.0876 | 0.7014 | 0.3270 | 0.043* | |
| C3 | 0.07039 (9) | 0.6467 (7) | 0.5699 (3) | 0.0503 (9) | |
| H3 | 0.0569 | 0.5592 | 0.6058 | 0.060* | |
| C12 | 0.21300 (9) | 1.7701 (8) | 0.7365 (3) | 0.0567 (9) | |
| H12 | 0.2300 | 1.8642 | 0.7218 | 0.068* | |
| C8 | 0.15233 (7) | 1.2737 (6) | 0.5960 (3) | 0.0420 (7) | |
| H8A | 0.1388 | 1.3619 | 0.5298 | 0.050* | |
| H8B | 0.1674 | 1.1667 | 0.5699 | 0.050* | |
| C11 | 0.16489 (9) | 1.5008 (9) | 0.7877 (3) | 0.0593 (10) | |
| H11 | 0.1484 | 1.4076 | 0.8059 | 0.071* | |
| C9 | 0.19618 (9) | 1.5959 (6) | 0.6588 (3) | 0.0522 (9) | |
| H9 | 0.2016 | 1.5715 | 0.5898 | 0.063* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Cd1 | 0.0474 (2) | 0.02401 (17) | 0.02261 (16) | 0.000 | 0.01016 (12) | 0.000 |
| Cl1 | 0.0774 (6) | 0.0702 (7) | 0.0622 (6) | −0.0228 (5) | 0.0169 (5) | −0.0343 (6) |
| O3 | 0.0606 (13) | 0.0427 (12) | 0.0210 (9) | −0.0154 (9) | 0.0149 (8) | −0.0019 (9) |
| O1 | 0.0626 (14) | 0.0560 (15) | 0.0288 (11) | −0.0288 (10) | 0.0171 (10) | −0.0100 (9) |
| O2 | 0.0513 (12) | 0.0329 (11) | 0.0198 (9) | −0.0038 (8) | 0.0139 (8) | −0.0023 (7) |
| O1W | 0.0920 (17) | 0.0349 (11) | 0.0275 (10) | 0.0200 (11) | 0.0284 (10) | 0.0051 (9) |
| C1 | 0.0443 (15) | 0.0275 (13) | 0.0211 (12) | 0.0015 (10) | 0.0115 (11) | 0.0002 (10) |
| C2 | 0.0458 (16) | 0.0332 (15) | 0.0223 (13) | −0.0051 (10) | 0.0124 (12) | −0.0037 (10) |
| C5 | 0.0494 (17) | 0.0384 (16) | 0.0257 (14) | −0.0108 (12) | 0.0106 (12) | −0.0059 (12) |
| N1 | 0.076 (2) | 0.077 (2) | 0.0399 (15) | −0.0291 (17) | 0.0250 (15) | −0.0222 (16) |
| C4 | 0.076 (2) | 0.060 (2) | 0.0243 (14) | −0.0297 (18) | 0.0239 (15) | −0.0139 (15) |
| C10 | 0.0435 (15) | 0.0398 (16) | 0.0303 (14) | −0.0042 (12) | 0.0093 (12) | −0.0014 (12) |
| C6 | 0.0505 (17) | 0.0443 (18) | 0.0273 (14) | −0.0112 (12) | 0.0168 (13) | 0.0001 (12) |
| C13 | 0.0524 (18) | 0.0437 (18) | 0.0391 (16) | −0.0091 (14) | 0.0109 (14) | −0.0116 (15) |
| C7 | 0.0473 (15) | 0.0453 (17) | 0.0185 (11) | −0.0047 (12) | 0.0131 (11) | −0.0014 (12) |
| C3 | 0.073 (2) | 0.059 (2) | 0.0262 (15) | −0.0309 (16) | 0.0254 (15) | −0.0115 (14) |
| C12 | 0.059 (2) | 0.065 (2) | 0.052 (2) | −0.0275 (17) | 0.0250 (16) | −0.0152 (19) |
| C8 | 0.0496 (17) | 0.0472 (18) | 0.0304 (14) | −0.0138 (13) | 0.0129 (12) | −0.0020 (13) |
| C11 | 0.071 (2) | 0.072 (2) | 0.0427 (19) | −0.032 (2) | 0.0281 (18) | −0.0167 (19) |
| C9 | 0.062 (2) | 0.065 (2) | 0.0365 (17) | −0.0242 (16) | 0.0244 (15) | −0.0140 (15) |
| Cd1—O1W | 2.211 (2) | C5—C6 | 1.394 (4) |
| Cd1—O1Wi | 2.211 (2) | N1—C13 | 1.299 (4) |
| Cd1—O2 | 2.2714 (19) | N1—C11 | 1.345 (5) |
| Cd1—O2i | 2.2714 (19) | C4—C3 | 1.379 (4) |
| Cd1—O3 | 2.4480 (19) | C4—H4 | 0.9300 |
| Cd1—O3i | 2.4480 (19) | C10—C9 | 1.375 (4) |
| Cd1—C1 | 2.718 (3) | C10—C11 | 1.382 (4) |
| Cd1—C1i | 2.718 (3) | C10—C8 | 1.505 (4) |
| Cl1—C13 | 1.750 (3) | C6—C7 | 1.393 (4) |
| O3—C1 | 1.259 (3) | C6—H6 | 0.9300 |
| O1—C5 | 1.368 (3) | C13—C12 | 1.372 (5) |
| O1—C8 | 1.417 (3) | C7—H7 | 0.9300 |
| O2—C1 | 1.276 (3) | C3—H3 | 0.9300 |
| O1W—H1A | 0.8464 | C12—C9 | 1.376 (5) |
| O1W—H1B | 0.8432 | C12—H12 | 0.9300 |
| C1—C2 | 1.487 (4) | C8—H8A | 0.9700 |
| C2—C7 | 1.386 (4) | C8—H8B | 0.9700 |
| C2—C3 | 1.390 (4) | C11—H11 | 0.9300 |
| C5—C4 | 1.387 (4) | C9—H9 | 0.9300 |
| O1W—Cd1—O1Wi | 88.35 (12) | C7—C2—C3 | 117.8 (3) |
| O1W—Cd1—O2 | 102.22 (8) | C7—C2—C1 | 121.5 (2) |
| O1Wi—Cd1—O2 | 139.74 (7) | C3—C2—C1 | 120.6 (2) |
| O1W—Cd1—O2i | 139.74 (7) | O1—C5—C4 | 115.2 (3) |
| O1Wi—Cd1—O2i | 102.22 (8) | O1—C5—C6 | 124.8 (3) |
| O2—Cd1—O2i | 94.39 (10) | C4—C5—C6 | 120.0 (3) |
| O1W—Cd1—O3 | 125.17 (8) | C13—N1—C11 | 117.0 (3) |
| O1Wi—Cd1—O3 | 86.69 (7) | C3—C4—C5 | 119.9 (3) |
| O2—Cd1—O3 | 55.35 (6) | C3—C4—H4 | 120.0 |
| O2i—Cd1—O3 | 94.44 (7) | C5—C4—H4 | 120.0 |
| O1W—Cd1—O3i | 86.69 (7) | C9—C10—C11 | 117.1 (3) |
| O1Wi—Cd1—O3i | 125.17 (8) | C9—C10—C8 | 119.8 (3) |
| O2—Cd1—O3i | 94.44 (7) | C11—C10—C8 | 123.1 (3) |
| O2i—Cd1—O3i | 55.36 (6) | C7—C6—C5 | 118.8 (3) |
| O3—Cd1—O3i | 137.64 (10) | C7—C6—H6 | 120.6 |
| O1W—Cd1—C1 | 117.38 (9) | C5—C6—H6 | 120.6 |
| O1Wi—Cd1—C1 | 113.62 (8) | N1—C13—C12 | 124.8 (3) |
| O2—Cd1—C1 | 27.82 (7) | N1—C13—Cl1 | 115.9 (2) |
| O2i—Cd1—C1 | 93.96 (8) | C12—C13—Cl1 | 119.3 (3) |
| O3—Cd1—C1 | 27.57 (7) | C2—C7—C6 | 121.9 (2) |
| O3i—Cd1—C1 | 116.93 (8) | C2—C7—H7 | 119.0 |
| O1W—Cd1—C1i | 113.62 (8) | C6—C7—H7 | 119.0 |
| O1Wi—Cd1—C1i | 117.38 (9) | C4—C3—C2 | 121.5 (3) |
| O2—Cd1—C1i | 93.96 (8) | C4—C3—H3 | 119.2 |
| O2i—Cd1—C1i | 27.82 (7) | C2—C3—H3 | 119.2 |
| O3—Cd1—C1i | 116.93 (8) | C13—C12—C9 | 117.5 (3) |
| O3i—Cd1—C1i | 27.57 (7) | C13—C12—H12 | 121.3 |
| C1—Cd1—C1i | 106.27 (11) | C9—C12—H12 | 121.3 |
| C1—O3—Cd1 | 88.26 (16) | O1—C8—C10 | 109.0 (2) |
| C5—O1—C8 | 117.0 (2) | O1—C8—H8A | 109.9 |
| C1—O2—Cd1 | 95.98 (16) | C10—C8—H8A | 109.9 |
| Cd1—O1W—H1A | 134.7 | O1—C8—H8B | 109.9 |
| Cd1—O1W—H1B | 115.7 | C10—C8—H8B | 109.9 |
| H1A—O1W—H1B | 109.5 | H8A—C8—H8B | 108.3 |
| O3—C1—O2 | 120.3 (3) | N1—C11—C10 | 123.5 (3) |
| O3—C1—C2 | 121.5 (2) | N1—C11—H11 | 118.2 |
| O2—C1—C2 | 118.3 (2) | C10—C11—H11 | 118.2 |
| O3—C1—Cd1 | 64.17 (14) | C10—C9—C12 | 120.1 (3) |
| O2—C1—Cd1 | 56.20 (14) | C10—C9—H9 | 120.0 |
| C2—C1—Cd1 | 173.11 (19) | C12—C9—H9 | 120.0 |
| Symmetry codes: (i) −x, y, −z+1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H1B···O2ii | 0.84 | 1.88 | 2.708 (3) | 169 |
| O1W—H1A···O3iii | 0.85 | 1.95 | 2.799 (3) | 175 |
| Symmetry codes: (ii) x, y−1, z; (iii) x, −y, z−1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H1B···O2i | 0.84 | 1.88 | 2.708 (3) | 169 |
| O1W—H1A···O3ii | 0.85 | 1.95 | 2.799 (3) | 175 |
| Symmetry codes: (i) x, y−1, z; (ii) x, −y, z−1/2. |
We thank the Analysis and Testing Foundation of Northeast Normal University for support.
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The synthesis and characterization of coordination compounds with infinite two- and three-dimensional networks have been an area of rapid growth in recent years because of the potential of these polymers in various applications, such as catalysis, electrical conductivity, host–guest chemistry and magnetism (Ermer, 1991; Fujita et al.,1994; Inoue et al.,1996; Kitazawa et al.,1994). In this paper, we report a new coordination compound, (I).
The asymmetric part of the unit cell contains one 4-((6-chloropyridin-3-yl)methoxy)benzoic acid (hereafter L) molecule, one water molecule and half Cd (II) atom located on a two fold axis (Fig. 1). Cd(II) atom is octahedrally surrounded by four carboxylate O atoms from L ligands and two water molecules. Each complex is linked to four adjacent molecules through O—H···O hydrogen bonds building a two-dimensional supramolecular structure (Table 1, Fig. 2).