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Acta Crystallogr Sect E Struct Rep Online. 2008 October 1; 64(Pt 10): m1287.
Published online 2008 September 20. doi:  10.1107/S1600536808029279
PMCID: PMC2959489

Poly[diaqua­bis[μ2-2,4-(dichloro­phenoxy)­acetato-κ2 O:O′]iron(II)]

Abstract

In the title compound, [Fe(C8H5Cl2O3)2(H2O)2]n, the FeII atom is located on an inversion center. It is coordinated by four O atoms from four 2,4-dichloro­phenoxy­acetate ligands and two water mol­ecules, displaying a distorted octa­hedral geometry. The carboxyl­ate groups of the 2,4-dichloro­phenoxy­acetate ligands link the Fe atoms, forming a polymeric layered network in the bc plane. Intra­layer O—H(...)O hydrogen bonds enhance the stability of the two-dimensional network.

Related literature

For background on supra­molecular networks, see: Eddaoudi et al. (2001 [triangle]); Rizk et al. (2005 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-m1287-scheme1.jpg

Experimental

Crystal data

  • [Fe(C8H5Cl2O3)2(H2O)2]
  • M r = 531.92
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1287-efi3.jpg
  • a = 17.604 (2) Å
  • b = 7.3122 (8) Å
  • c = 8.0312 (9) Å
  • β = 94.258 (2)°
  • V = 1031.0 (2) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 1.29 mm−1
  • T = 296 (2) K
  • 0.23 × 0.21 × 0.20 mm

Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2001 [triangle]) T min = 0.756, T max = 0.782
  • 5059 measured reflections
  • 1849 independent reflections
  • 1675 reflections with I > 2σ(I)
  • R int = 0.021

Refinement

  • R[F 2 > 2σ(F 2)] = 0.034
  • wR(F 2) = 0.097
  • S = 1.05
  • 1849 reflections
  • 137 parameters
  • H-atom parameters constrained
  • Δρmax = 0.48 e Å−3
  • Δρmin = −0.48 e Å−3

Data collection: APEX2 (Bruker, 2007 [triangle]); cell refinement: SAINT (Bruker, 2007 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Selected geometric parameters (Å, °)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global. DOI: 10.1107/S1600536808029279/hy2149sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808029279/hy2149Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The authors acknowledge South China Normal University for supporting this work.

supplementary crystallographic information

Comment

The design, synthesis, characterization and properties of supramolecular networks formed by using functionalized organic molecules as bridges between metal centers are of great interest (Eddaoudi et al., 2001; Rizk et al., 2005). As a building block, 2,4-dichlorophenoxyacetate is an excellent candidate for the construction of supramolecular complexes. Recently, we obtained the title compound, a new coordination polymer.

In the title compound, the FeII atom is located on an inversion center and coordinated by four O atoms from four 2,4-dichlorophenoxyacetate ligands and two water molecules in an octahedral geometry (Fig. 1; Table 1). The FeII atoms are linked by 2,4-dichlorophenoxyacetate ligands to form a polymeric layered network in the bc-plane (Fig. 2). The two-dimensional network is further stabilized by intralayer O—H···O hydrogen bonds involving the coordinated water molecules and the O atoms from the ligands (Table 2). The adjacent Fe···Fe separation is 5.431 (4) Å.

Experimental

A mixture of FeCl2 (0.127 g, 1 mmol), 2,4-dichlorophenoxyacetic acid (0.221 g, 1 mmol), NaOH (0.04 g, 1 mmol) and water (10 ml) was stirred vigorously for 20 min, and then sealed in a 20 ml Teflon-lined stainless steel autoclave. The autoclave was heated to and maintained at 433 K for 2 d, and then cooled to room temperature at 5 K h-1 to afford red block crystals.

Refinement

H atoms of water molecule were located in difference Fourier maps and fixed with Uiso(H) = 1.5Ueq(O). C-bound H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.97 (CH2) and 0.93 (CH) Å and with Uiso(H) = 1.2Ueq(C).

Figures

Fig. 1.
The asymmetric unit of the title compound, together with symmetry-related atoms to complete the coordination units. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i)-x, 1-y, 1-z; (ii) x, 1/2-y, 1/2+z; (iii) -x, 1/2+y, ...
Fig. 2.
View of the two-dimensional network in the title compound.

Crystal data

[Fe(C8H5Cl2O3)2(H2O)2]F(000) = 536
Mr = 531.92Dx = 1.714 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 6377 reflections
a = 17.604 (2) Åθ = 1.7–28.0°
b = 7.3122 (8) ŵ = 1.29 mm1
c = 8.0312 (9) ÅT = 296 K
β = 94.258 (2)°Block, colourless
V = 1031.0 (2) Å30.23 × 0.21 × 0.20 mm
Z = 2

Data collection

Bruker SMART APEXII CCD area-detector diffractometer1849 independent reflections
Radiation source: fine-focus sealed tube1675 reflections with I > 2σ(I)
graphiteRint = 0.021
[var phi] and ω scanθmax = 25.2°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)h = −21→17
Tmin = 0.756, Tmax = 0.782k = −8→8
5059 measured reflectionsl = −9→9

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097H-atom parameters constrained
S = 1.05w = 1/[σ2(Fo2) + (0.0473P)2 + 1.0193P] where P = (Fo2 + 2Fc2)/3
1849 reflections(Δ/σ)max < 0.001
137 parametersΔρmax = 0.49 e Å3
0 restraintsΔρmin = −0.48 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Fe10.00000.50000.50000.03073 (17)
Cl10.30460 (6)0.78166 (12)0.11801 (14)0.0735 (3)
Cl20.46770 (6)0.2467 (2)0.43433 (14)0.0928 (4)
C50.24797 (14)0.4477 (4)0.1746 (3)0.0356 (6)
C40.31062 (16)0.5621 (4)0.1975 (4)0.0431 (6)
C10.32151 (18)0.2103 (5)0.3170 (4)0.0530 (8)
H10.32530.09130.35750.064*
C60.25386 (16)0.2715 (4)0.2358 (4)0.0435 (6)
H60.21220.19320.22260.052*
C20.38251 (18)0.3256 (5)0.3371 (4)0.0565 (8)
C30.37794 (18)0.5028 (5)0.2792 (4)0.0553 (8)
H30.41950.58120.29480.066*
O10.18551 (10)0.5189 (2)0.0859 (2)0.0385 (4)
O20.07809 (9)0.4569 (2)0.3070 (2)0.0323 (4)
C70.07058 (13)0.3655 (3)0.1753 (3)0.0277 (5)
C80.12459 (15)0.3979 (4)0.0403 (3)0.0367 (6)
H8A0.14560.28120.00920.044*
H8B0.09580.4467−0.05750.044*
O30.01927 (10)0.2497 (2)0.1419 (2)0.0407 (4)
O1W0.09385 (11)0.6384 (3)0.6535 (2)0.0416 (4)
H1W0.12270.68790.59170.062*
H2W0.07080.71300.70700.062*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Fe10.0341 (3)0.0280 (3)0.0304 (3)0.00233 (19)0.0045 (2)0.00195 (19)
Cl10.0771 (6)0.0489 (5)0.0935 (7)−0.0269 (4)−0.0007 (5)0.0116 (4)
Cl20.0567 (6)0.1397 (11)0.0803 (7)0.0293 (6)−0.0068 (5)0.0080 (7)
C50.0338 (13)0.0400 (13)0.0344 (13)−0.0029 (11)0.0113 (10)−0.0048 (11)
C40.0430 (15)0.0433 (15)0.0439 (15)−0.0095 (12)0.0089 (12)−0.0045 (12)
C10.0574 (19)0.0538 (18)0.0493 (17)0.0108 (15)0.0136 (14)0.0055 (14)
C60.0434 (15)0.0410 (15)0.0474 (16)−0.0046 (12)0.0119 (12)0.0001 (12)
C20.0435 (17)0.081 (2)0.0451 (17)0.0115 (16)0.0060 (13)−0.0031 (16)
C30.0384 (16)0.073 (2)0.0546 (18)−0.0126 (15)0.0041 (13)−0.0088 (16)
O10.0344 (10)0.0370 (10)0.0444 (10)−0.0064 (7)0.0052 (8)0.0011 (8)
O20.0327 (9)0.0342 (9)0.0305 (9)−0.0017 (7)0.0056 (7)−0.0074 (7)
C70.0291 (12)0.0234 (11)0.0305 (12)0.0049 (9)0.0025 (9)0.0012 (9)
C80.0369 (13)0.0429 (15)0.0306 (12)−0.0072 (11)0.0052 (10)−0.0047 (11)
O30.0423 (10)0.0358 (10)0.0456 (11)−0.0128 (8)0.0140 (8)−0.0149 (8)
O1W0.0415 (11)0.0412 (10)0.0419 (10)−0.0042 (9)0.0030 (8)−0.0053 (9)

Geometric parameters (Å, °)

Fe1—O3i2.1654 (17)C1—H10.9300
Fe1—O3ii2.1654 (17)C6—H60.9300
Fe1—O2iii2.1697 (16)C2—C31.377 (5)
Fe1—O22.1697 (16)C3—H30.9300
Fe1—O1W2.2297 (18)O1—C81.417 (3)
Fe1—O1Wiii2.2297 (18)O2—C71.250 (3)
Cl1—C41.728 (3)C7—O31.253 (3)
Cl2—C21.737 (3)C7—C81.513 (3)
C5—O11.368 (3)C8—H8A0.9700
C5—C61.380 (4)C8—H8B0.9700
C5—C41.386 (4)O3—Fe1iv2.1654 (17)
C4—C31.381 (4)O1W—H1W0.8200
C1—C21.365 (5)O1W—H2W0.8200
C1—C61.389 (4)
O3i—Fe1—O3ii180.0C6—C1—H1120.1
O3i—Fe1—O2iii99.82 (6)C5—C6—C1120.5 (3)
O3ii—Fe1—O2iii80.18 (6)C5—C6—H6119.8
O3i—Fe1—O280.18 (6)C1—C6—H6119.8
O3ii—Fe1—O299.82 (6)C1—C2—C3121.0 (3)
O2iii—Fe1—O2180.0C1—C2—Cl2119.5 (3)
O3i—Fe1—O1W89.36 (7)C3—C2—Cl2119.4 (3)
O3ii—Fe1—O1W90.64 (7)C2—C3—C4118.8 (3)
O2iii—Fe1—O1W91.25 (7)C2—C3—H3120.6
O2—Fe1—O1W88.75 (7)C4—C3—H3120.6
O3i—Fe1—O1Wiii90.64 (7)C5—O1—C8117.4 (2)
O3ii—Fe1—O1Wiii89.36 (7)C7—O2—Fe1130.51 (15)
O2iii—Fe1—O1Wiii88.75 (7)O2—C7—O3124.9 (2)
O2—Fe1—O1Wiii91.25 (7)O2—C7—C8119.4 (2)
O1W—Fe1—O1Wiii180.00 (7)O3—C7—C8115.7 (2)
O1—C5—C6125.3 (2)O1—C8—C7114.6 (2)
O1—C5—C4116.1 (2)O1—C8—H8A108.6
C6—C5—C4118.6 (3)C7—C8—H8A108.6
C3—C4—C5121.3 (3)O1—C8—H8B108.6
C3—C4—Cl1119.6 (2)C7—C8—H8B108.6
C5—C4—Cl1119.0 (2)H8A—C8—H8B107.6
C2—C1—C6119.7 (3)C7—O3—Fe1iv139.91 (16)
C2—C1—H1120.1H1W—O1W—H2W112

Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z+1/2; (iii) −x, −y+1, −z+1; (iv) −x, y−1/2, −z+1/2.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O1W—H1W···O1v0.822.413.051 (3)135
O1W—H2W···O3iii0.822.082.797 (3)145

Symmetry codes: (v) x, −y+3/2, z+1/2; (iii) −x, −y+1, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2149).

References

  • Bruker (2001). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
  • Bruker (2007). APEX2 and SAINT Bruker AXS Inc, Madison, Wisconsin, USA.
  • Eddaoudi, M., Moler, D. B., Li, H., Chen, B., Reineke, T. M., O’Keeffe, M. & Yaghi, O. M. (2001). Acc. Chem. Res.34, 319–330. [PubMed]
  • Rizk, A. T., Kilner, C. A. & Halcrow, M. A. (2005). CrystEngComm, 7, 359–362.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography