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Acta Crystallogr Sect E Struct Rep Online. 2010 March 1; 66(Pt 3): m273–m274.
Published online 2010 February 6. doi:  10.1107/S1600536810004162
PMCID: PMC2983550

catena-Poly[[[aqua­[(2-hydroxy­phen­yl)acetato-κ2 O,O′]lead(II)]-μ3-[(2-hydroxy­phen­yl)acetato-κ4 O:O,O′:O′]] monohydrate]

Abstract

In the title complex, {[Pb(C8H7O3)2(H2O)]·H2O}n, the PbII atom is seven-coordinated by six carboxyl­ate O atoms from four different 2-hydroxy­phenyl­acetate (2-dph) ligands and one water mol­ecule, displaying a hemidirected irregular geometry, with the empty side of the metal ion capped by a benzene ring forming a Pb(...)π contact [Pb(...)centroid distance = 3.342 (2) Å]. One 2-dph ligand functions in a bridging mode and connects Pb ions into a linear chain. The crystal packing is governed by intra- and inter­molecular O—H(...)O hydrogen bonds.

Related literature

For general background to hydroxy­phenyl­acetate complexes, see: Liwporncharoenvong et al. (2002 [triangle]); Nie & Li (2009 [triangle]). For general background to hemi- and holodirected geometries of lead(II) complexes, see: Shimoni-Livny et al. (1998 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m273-scheme1.jpg

Experimental

Crystal data

  • [Pb(C8H7O3)2(H2O)]·H2O
  • M r = 545.50
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m273-efi1.jpg
  • a = 7.4610 (15) Å
  • b = 10.721 (2) Å
  • c = 11.701 (2) Å
  • α = 109.72 (3)°
  • β = 90.10 (3)°
  • γ = 102.92 (3)°
  • V = 855.7 (3) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 9.90 mm−1
  • T = 293 K
  • 0.30 × 0.26 × 0.22 mm

Data collection

  • Rigaku/MSC Mercury CCD diffractometer
  • Absorption correction: multi-scan (REQAB; Jacobson, 1998 [triangle]) T min = 0.075, T max = 0.126
  • 6821 measured reflections
  • 3076 independent reflections
  • 2951 reflections with I > 2σ(I)
  • R int = 0.056

Refinement

  • R[F 2 > 2σ(F 2)] = 0.036
  • wR(F 2) = 0.084
  • S = 1.05
  • 3076 reflections
  • 228 parameters
  • 6 restraints
  • H-atom parameters constrained
  • Δρmax = 2.77 e Å−3
  • Δρmin = −1.58 e Å−3

Data collection: CrystalStructure (Rigaku/MSC, 2002 [triangle]); cell refinement: CrystalStructure; data reduction: CrystalStructure; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: ORTEPII (Johnson, 1976 [triangle]) and DIAMOND (Brandenburg, 1999 [triangle]); software used to prepare material for publication: SHELXL97.

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

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810004162/hy2276sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810004162/hy2276Isup2.hkl

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

Acknowledgments

The authors acknowledge the Guangdong Natural Science Foundation (SN. 8452606101000739) for supporting this work.

supplementary crystallographic information

Comment

In the structural investigation of hydroxyphenylacetate complexes, it has been found that the hydroxyphenylacelic acid functions as a multidentate ligand (Liwporncharoenvong et al., 2002; Nie & Li, 2009), with versatile binding and coordination modes. However, the structures of 2-hydroxyphenylacetate (2-dph) complexes have not been reported to date. In this paper, we report the crystal structure of the title compound, a new Pb complex obtained by the reaction of 2-Hdph and lead acetate in an alkaline aqueous solution.

As depicted in Fig. 1, the PbII atom is coordinated by six O atoms from four 2-dph ligands and one water molecule (Table 1). The coordination environment of the PbII atom can be described as a hemidirected irregular geometry, with the empty sapce around the meal ion filled by the stereochemically active 6 s2 electron pair (Shimoni-Livny et al., 1998) and a Pb···π contact [Pb1···Cg1i = 3.342 (2) Å, Cg1 is the centroid of the C11–C16 ring. Symmetry code: (i) 2-x, -y, 1-z]. The 2-dph ligands exhibit two types of coordination modes: one acts as bidentate chelating ligand; the other acts as a tetradentate chelate-bridging ligand to coordinate three PbII ions. The carboxylate groups of the tetradentate ligands connect PbII ions into a Pb–carboxylate linear chain, with Pb···Pb separations of 4.330 (2) and 4.381 (3) Å (Fig. 2). The crystal packing is governed by intra- and intermolecular O—H···O hydrogen bonding interactions involving the hydroxy and carboxylate groups of the 2-dph ligands, coordinated and uncoordinated water molecules (Table 2).

Experimental

The title compound was prepared by the addition of a stoichiometric amount of lead acetate (1 mmol, 0.325 g) to a hot aqueous solution (25 ml) of 2-Hdph (1 mmol, 0.152 g). The pH value was then adjusted to 7.0 to 8.0 with NaOH (1 mmol, 0.04 g). The resulting solution was filtered, and colorless single crystals were obtained at room temperature over several days.

Refinement

H atoms on C atoms and hydroxyl O atoms were placed at calculated positions and refined as riding atoms, with C—H = 0.93 (aromatic) and 0.97 (CH2) Å, O—H = 0.82 Å and with Uiso(H) = 1.2Ueq(C) or 1.5Ueq(O). Water H atoms were tentatively located in difference Fourier maps and refined as riding, with distance restraints of O—H = 0.84 and H···H = 1.39 Å and with Uiso(H) = 1.5Ueq(O). The hightest peak in final difference map is located 0.94 Å from Pb1 and the deepest hole is located 0.97 Å from Pb1.

Figures

Fig. 1.
The asymmetric unit of the title compound, together with symmetry-related atoms to complete the coordination environment. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. [Symmetry codes: (i) 2-x, ...
Fig. 2.
A polyhedral view of the Pb–carboxylate chain along the a axis. H atoms have been omitted for clarity.

Crystal data

[Pb(C8H7O3)2(H2O)]·H2OZ = 2
Mr = 545.50F(000) = 520
Triclinic, P1Dx = 2.117 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.4610 (15) ÅCell parameters from 2895 reflections
b = 10.721 (2) Åθ = 2.4–27.9°
c = 11.701 (2) ŵ = 9.90 mm1
α = 109.72 (3)°T = 293 K
β = 90.10 (3)°Block, colorless
γ = 102.92 (3)°0.30 × 0.26 × 0.22 mm
V = 855.7 (3) Å3

Data collection

Rigaku/MSC Mercury CCD diffractometer3076 independent reflections
Radiation source: fine-focus sealed tube2951 reflections with I > 2σ(I)
graphiteRint = 0.056
ω scansθmax = 25.2°, θmin = 3.1°
Absorption correction: multi-scan (REQAB; Jacobson, 1998)h = −8→8
Tmin = 0.075, Tmax = 0.126k = −12→12
6821 measured reflectionsl = −14→14

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)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084H-atom parameters constrained
S = 1.05w = 1/[σ2(Fo2) + (0.0431P)2] where P = (Fo2 + 2Fc2)/3
3076 reflections(Δ/σ)max = 0.003
228 parametersΔρmax = 2.77 e Å3
6 restraintsΔρmin = −1.58 e Å3

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

xyzUiso*/Ueq
Pb10.76187 (2)0.029805 (17)0.601979 (13)0.02638 (11)
O10.6798 (6)0.2761 (5)0.6889 (4)0.0433 (10)
O20.9615 (6)0.2666 (4)0.6423 (4)0.0439 (10)
O60.7995 (6)−0.2407 (5)0.1437 (5)0.0487 (11)
H60.8311−0.30820.14650.073*
O51.1923 (6)0.5007 (4)0.8890 (3)0.0413 (9)
H51.27210.53880.94600.062*
C10.8449 (8)0.3338 (6)0.6845 (5)0.0320 (12)
C20.9012 (8)0.4889 (6)0.7318 (6)0.0435 (14)
H2A0.82190.52230.68920.052*
H2B0.88020.52170.81750.052*
C31.0981 (8)0.5484 (5)0.7178 (5)0.0392 (13)
C41.1459 (10)0.6010 (6)0.6257 (6)0.0471 (15)
H41.05300.60590.57530.056*
C51.3273 (10)0.6461 (7)0.6070 (6)0.0512 (17)
H5A1.35580.68010.54420.061*
C61.4641 (10)0.6410 (7)0.6797 (6)0.0531 (17)
H6A1.58650.66870.66520.064*
C71.4221 (9)0.5938 (6)0.7770 (6)0.0443 (14)
H71.51620.59350.82890.053*
C81.2403 (8)0.5481 (5)0.7949 (5)0.0340 (12)
C90.7658 (7)0.0291 (5)0.3582 (5)0.0269 (11)
C100.7743 (8)0.0257 (7)0.2278 (5)0.0324 (12)
H10A0.6655−0.03880.17940.039*
H10B0.77180.11510.22600.039*
C110.9411 (7)−0.0131 (6)0.1715 (4)0.0296 (12)
C120.9491 (7)−0.1495 (6)0.1294 (4)0.0300 (12)
C131.1053 (8)−0.1886 (7)0.0786 (5)0.0407 (14)
H131.1097−0.27990.05230.049*
C141.2530 (9)−0.0917 (8)0.0675 (6)0.0448 (16)
H141.3572−0.11760.03320.054*
C151.2474 (9)0.0435 (7)0.1069 (5)0.0478 (18)
H151.34780.10880.09960.057*
C161.0910 (9)0.0828 (6)0.1580 (5)0.0390 (14)
H161.08710.17410.18330.047*
O30.9083 (5)0.0283 (4)0.4142 (3)0.0339 (9)
O40.6204 (5)0.0363 (4)0.4101 (3)0.0366 (9)
O1W0.6888 (6)−0.2332 (5)0.4561 (4)0.0531 (12)
H2W0.7696−0.23390.40610.080*
H1W0.5860−0.27200.41610.080*
O2W0.4261 (6)0.6318 (6)0.0817 (4)0.0617 (14)
H3W0.39770.65480.15370.093*
H4W0.52910.67830.07460.093*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pb10.01845 (15)0.03419 (16)0.02621 (15)0.00640 (11)0.00500 (9)0.00999 (11)
O10.029 (2)0.046 (2)0.049 (2)0.005 (2)0.0044 (18)0.013 (2)
O20.031 (2)0.034 (2)0.063 (3)0.0088 (19)0.017 (2)0.012 (2)
O60.031 (2)0.041 (2)0.075 (3)0.006 (2)0.004 (2)0.022 (2)
O50.041 (2)0.042 (2)0.041 (2)0.006 (2)0.0043 (17)0.0162 (19)
C10.026 (3)0.038 (3)0.030 (3)0.006 (3)0.002 (2)0.010 (2)
C20.029 (3)0.035 (3)0.063 (4)0.008 (3)0.005 (3)0.014 (3)
C30.034 (3)0.025 (3)0.055 (3)0.005 (3)0.003 (3)0.010 (3)
C40.061 (4)0.035 (3)0.047 (3)0.013 (3)0.003 (3)0.015 (3)
C50.055 (4)0.043 (3)0.055 (4)0.002 (3)0.010 (3)0.023 (3)
C60.043 (4)0.047 (4)0.064 (4)0.002 (3)0.022 (3)0.018 (3)
C70.031 (3)0.044 (3)0.056 (4)0.005 (3)0.002 (3)0.018 (3)
C80.029 (3)0.030 (3)0.040 (3)0.006 (2)0.004 (2)0.009 (2)
C90.022 (3)0.028 (2)0.029 (2)0.006 (2)0.003 (2)0.009 (2)
C100.027 (3)0.052 (3)0.025 (3)0.018 (3)0.010 (2)0.016 (2)
C110.029 (3)0.040 (3)0.017 (2)0.014 (3)0.0021 (19)0.003 (2)
C120.026 (3)0.036 (3)0.022 (2)0.006 (2)0.0002 (19)0.003 (2)
C130.039 (3)0.048 (3)0.039 (3)0.021 (3)0.008 (3)0.013 (3)
C140.035 (3)0.068 (4)0.038 (3)0.025 (3)0.016 (3)0.018 (3)
C150.033 (4)0.061 (5)0.048 (4)0.000 (4)0.007 (3)0.024 (4)
C160.047 (4)0.038 (3)0.026 (2)0.004 (3)0.005 (2)0.008 (2)
O30.0205 (19)0.057 (2)0.0277 (17)0.0135 (18)0.0076 (14)0.0173 (17)
O40.0182 (19)0.052 (2)0.044 (2)0.0106 (18)0.0099 (16)0.0217 (19)
O1W0.046 (3)0.045 (2)0.057 (3)0.000 (2)0.019 (2)0.011 (2)
O2W0.036 (3)0.092 (4)0.044 (2)0.018 (3)0.007 (2)0.005 (3)

Geometric parameters (Å, °)

Pb1—O12.701 (5)C6—H6A0.9300
Pb1—O22.527 (4)C7—C81.377 (8)
Pb1—O32.453 (3)C7—H70.9300
Pb1—O3i2.662 (4)C9—O31.251 (6)
Pb1—O42.508 (4)C9—O41.249 (6)
Pb1—O4ii2.772 (4)C9—C101.515 (7)
Pb1—O1W2.687 (4)C10—C111.485 (7)
O1—C11.259 (7)C10—H10A0.9700
O2—C11.249 (7)C10—H10B0.9700
O6—C121.362 (7)C11—C121.392 (8)
O6—H60.8200C11—C161.388 (8)
O5—C81.377 (7)C12—C131.393 (8)
O5—H50.8200C13—C141.375 (9)
C1—C21.521 (8)C13—H130.9300
C2—C31.499 (8)C14—C151.375 (9)
C2—H2A0.9700C14—H140.9300
C2—H2B0.9700C15—C161.396 (9)
C3—C41.389 (9)C15—H150.9300
C3—C81.393 (8)C16—H160.9300
C4—C51.376 (10)O1W—H2W0.8401
C4—H40.9300O1W—H1W0.8400
C5—C61.349 (10)O2W—H3W0.8365
C5—H5A0.9300O2W—H4W0.8383
C6—C71.403 (9)
O3—Pb1—O451.86 (12)C5—C6—C7120.2 (6)
O3—Pb1—O272.89 (14)C5—C6—H6A119.9
O4—Pb1—O289.65 (15)C7—C6—H6A119.9
O3—Pb1—O3i64.41 (14)C8—C7—C6119.5 (6)
O4—Pb1—O3i115.37 (11)C8—C7—H7120.2
O2—Pb1—O3i80.89 (13)C6—C7—H7120.2
O3—Pb1—O1W74.25 (14)O5—C8—C7121.6 (6)
O4—Pb1—O1W77.54 (15)O5—C8—C3117.7 (5)
O2—Pb1—O1W145.72 (13)C7—C8—C3120.7 (6)
O3i—Pb1—O1W76.41 (14)O3—C9—O4120.4 (5)
O3—Pb1—O1104.29 (14)O3—C9—C10118.9 (4)
O4—Pb1—O180.18 (14)O4—C9—C10120.6 (5)
O2—Pb1—O149.36 (13)C11—C10—C9113.5 (4)
O3i—Pb1—O1128.80 (13)C11—C10—H10A108.9
O1—Pb1—O4ii76.94 (13)C9—C10—H10A108.9
O2—Pb1—O4ii125.05 (14)C11—C10—H10B108.9
O3—Pb1—O4ii117.78 (12)C9—C10—H10B108.9
O3i—Pb1—O4ii154.01 (12)H10A—C10—H10B107.7
O4—Pb1—O4ii67.94 (11)C12—C11—C16118.2 (5)
O1W—Pb1—O4ii79.49 (13)C12—C11—C10119.8 (5)
O1W—Pb1—O1152.25 (15)C16—C11—C10122.1 (5)
C1—O1—Pb190.2 (4)O6—C12—C11116.6 (5)
C1—O2—Pb198.8 (3)O6—C12—C13122.3 (5)
C12—O6—H6109.5C11—C12—C13121.1 (5)
C8—O5—H5109.5C14—C13—C12119.7 (6)
O2—C1—O1121.5 (5)C14—C13—H13120.1
O2—C1—C2120.0 (5)C12—C13—H13120.1
O1—C1—C2118.5 (5)C15—C14—C13120.3 (6)
C3—C2—C1114.7 (5)C15—C14—H14119.9
C3—C2—H2A108.6C13—C14—H14119.9
C1—C2—H2A108.6C14—C15—C16120.0 (6)
C3—C2—H2B108.6C14—C15—H15120.0
C1—C2—H2B108.6C16—C15—H15120.0
H2A—C2—H2B107.6C11—C16—C15120.7 (6)
C4—C3—C8117.8 (6)C11—C16—H16119.6
C4—C3—C2121.6 (6)C15—C16—H16119.6
C8—C3—C2120.6 (6)C9—O3—Pb195.1 (3)
C5—C4—C3121.5 (7)C9—O3—Pb1i146.8 (3)
C5—C4—H4119.2Pb1—O3—Pb1i115.59 (14)
C3—C4—H4119.2C9—O4—Pb192.5 (3)
C6—C5—C4120.1 (6)H2W—O1W—H1W107.6
C6—C5—H5A119.9H3W—O2W—H4W112.2
C4—C5—H5A119.9

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

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O5—H5···O2Wiii0.821.802.618 (6)173
O6—H6···O5i0.821.932.698 (6)156
O1W—H1W···O1ii0.842.313.089 (6)154
O1W—H2W···O2i0.842.162.900 (6)147
O2W—H3W···O1iv0.841.882.715 (6)172
O2W—H4W···O6v0.842.052.788 (7)146

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2276).

References

  • Brandenburg, K. (1999). DIAMOND Crystal Impact GbR, Bonn, Germany.
  • Jacobson, R. (1998). REQAB. Molecular Structure Corporation, The Woodlands, Texas, USA.
  • Johnson, C. K. (1976). ORTEPII Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA.
  • Liwporncharoenvong, T., Lu, T. & Luck, R. L. (2002). Inorg. Chim. Acta, 329, 51–58.
  • Nie, X.-Y. & Li, Q.-Z. (2009). Acta Cryst. E65, m330. [PMC free article] [PubMed]
  • Rigaku/MSC (2002). CrystalStructure Rigaku/MSC, The Woodlands, Texas, USA.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Shimoni-Livny, L., Glusker, J. P. & Bock, C. W. (1998). Inorg. Chem.37, 1853–1867.

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