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Acta Crystallogr Sect E Struct Rep Online. 2008 January 1; 64(Pt 1): m152–m153.
Published online 2007 December 12. doi:  10.1107/S1600536807065075
PMCID: PMC2915093

Bis(μ-3-hydroxy­benzoato-κ3 O,O′:O)bis­[aqua­(3-hydroxy­benzoato-κ2 O,O′)(1,10-phenanthroline-κ2 N,N′)lead(II)] monohydrate

Abstract

In the centrosymmetric binuclear title complex, [Pb2(C7H5O3)4(C12H8N2)2(H2O)2]·H2O, each Pb atom is eight-coordinated in a PbO6N2 environment by two N atoms from the 1,10-phenanthroline (phen) ligand, five carboxylate O atoms from four 3-hydroxy­benzoate anions and one O atom from the coordinated water mol­ecule in a distorted bicapped trigonal-prismatic geometry. The benzoate groups coordinate each PbII atom in two different ways. Two benzoate ions behave as bidentate ligands to the Pb atom, and another benzoate ion bridges the Pb atoms, forming a binuclear structure. The dimeric units are packed via O—H(...)O hydrogen bonds and π–π inter­actions between the aromatic rings of neighboring mol­ecules, with centroid–centroid distances of 3.552 (2) and 3.641 (2) Å.

Related literature

For related structures, see: Li & Yang (2004 [triangle]); Mahjoub & Morsali (2002 [triangle]); Xuan et al. (2007 [triangle]); Zhu et al. (2004 [triangle]); For information on the coordination chemistry of lead, see: Shimoni-Livny et al. (1998 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-0m152-scheme1.jpg

Experimental

Crystal data

  • [Pb2(C7H5O3)4(C12H8N2)2(H2O)2]·H2O
  • M r = 1377.30
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-0m152-efi1.jpg
  • a = 8.5639 (16) Å
  • b = 12.152 (2) Å
  • c = 12.979 (3) Å
  • α = 62.652 (1)°
  • β = 82.762 (2)°
  • γ = 84.701 (2)°
  • V = 1189.2 (4) Å3
  • Z = 1
  • Mo Kα radiation
  • μ = 7.15 mm−1
  • T = 293 (2) K
  • 0.17 × 0.15 × 0.11 mm

Data collection

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 1997 [triangle]) T min = 0.369, T max = 0.512 (expected range = 0.328–0.456)
  • 8820 measured reflections
  • 4352 independent reflections
  • 4009 reflections with I > 2σ(I)
  • R int = 0.022

Refinement

  • R[F 2 > 2σ(F 2)] = 0.022
  • wR(F 2) = 0.050
  • S = 1.04
  • 4352 reflections
  • 333 parameters
  • 12 restraints
  • H-atom parameters constrained
  • Δρmax = 1.06 e Å−3
  • Δρmin = −0.72 e Å−3

Data collection: SMART (Bruker, 1997 [triangle]); cell refinement: SAINT (Bruker, 1997 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 [triangle]); molecular graphics: SHELXTL (Bruker, 1997 [triangle]); software used to prepare material for publication: SHELXTL.

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

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807065075/si2047sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807065075/si2047Isup2.hkl

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

Acknowledgments

Financial support by the Science Fund of Henan Province for Distinguished Young Scholars (No. 074100510005) is gratefully acknowledged.

supplementary crystallographic information

Comment

Lead(II) is capable of exhibiting a variable coordination number and geometry with or without a stereochemically active lone pair of electrons (Shimoni-Livny et al.1998). Among such compounds, a number of centrosymmetric dinuclear lead(II) compounds with 1,10-phenanthroline (phen) and oxygen donor ligands have been structurally characterized (Li & Yang, 2004, Mahjoub & Morsali 2002, Zhu et al. 2004). Recently, we obtained the title lead(II) complex, by reaction of lead acetate, 3-hydroxybenzoate acid, sodium hydroxide and in ethanol/water mixtures. The resulting complex is different to the polymeric chain-structure we previously reported using 2-hydroxybenzoate acid instead of 3-hydroxybenzoate acid (Xuan et al. 2007).

The crystal structure of the title compound consists of dimeric units of [Pb(C7H5O3)2(C12H8N2)(H2O)], related by a crystallographic inversion centre (Fig. 1), and an uncoordinated (disordered) water molecule. Each lead atom is chelated by the two N atoms of 1,10-phenanthroline (phen) with Pb—N distances of 2.551 (2), and 2.583 (3) Å, and five carbonyl O atoms of 3-hydroxyl-benzoate anions, and is coordinated by the O atom of one water molecule. The shortest Pb—O distance is 2.472 (2) Å, and the longest is 2.914 (4) Å. The weak Pb—O bridging interactions form a four-membered Pb2O2 quadrilateral with a Pb—Pb separation of 4.1712 (8) Å. The uncoordinated water molecule is disordered over two sites close to a crystallographic inversion centre.

In the presented structure, the crystal is stabilized by intermolecular O—H···O and C—H···O hydrogen bonding contacts (Table 1 and Figure 2) and by two kinds of π-π stacking interactions in the sequence of benzoate - phen - phen - benzoate. The centroid-centroid distances between Cg1(N1/C1—C4/C12) and Cg2 (C21—C26)[symmetry code: -x, -y, 1 - z] and between Cg1 and Cg3 (N1/C1—C4/C12) [symmetry code: -x, 1 - y, -z] are 3.552 (2) and 3.641 (2) Å, respectively.

Experimental

To a solution of 1,10-phenanthroline (0.0906 g, 0.5 mmol), 3-hydroxybenzoate acid(0.1394 g, 1 mmol) and sodium hydroxide (0.0185 g,0.5 mmol) in ethanol/water (v:v=1:1,20 ml) was added a solution of Pb(CH3COO)2.3H2O (0.1903 g, 0.5 mmol) in distilled water (5 ml). The resulting solution was stirred for 5 h at 323 K and then a white precipitate was filtered. Block single crystals were obtained by slow evaporation of the filtrate after 2 d, one of which was selected for the X-ray experiment.

Refinement

The carbon-bound H atoms were placed in calculated positions and were included in the refinement in the riding model approximation, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C aromatic). The hydroxyl H atoms were placed in calculated positions (O—H = 0.82 Å) and refined with free torsion angles to fit the electron density, with Uiso(H) = 1.5 Ueq(O). The solvent water is disordered over two sites close to a crystallographic inversion centre, thus the site occupation factors for O8 and H3W, H4W were set 1/2. The water H atoms were restraint at distances O—H = 0.83 Å with Uiso(H) = 1.5Ueq(O), for both, the coordinated and uncoordinated water molecules.

Figures

Fig. 1.
The molecular structure of the title compound, with atom labels and 30% probability displacement ellipsoids for non-H atoms. [Symmetry codes for atoms labelled a: -x, -y, 1 - z].
Fig. 2.
The π-π interactions between the aromatic rings of the title compound.

Crystal data

[Pb2(C7H5O3)4(C12H8N2)2(H2O)2]·H2OZ = 1
Mr = 1377.30F000 = 666
Triclinic, P1Dx = 1.923 Mg m3
Hall symbol: -P 1Mo Kα radiation λ = 0.71073 Å
a = 8.5639 (16) ÅCell parameters from 5362 reflections
b = 12.152 (2) Åθ = 2.4–27.5º
c = 12.979 (3) ŵ = 7.15 mm1
α = 62.652 (1)ºT = 293 (2) K
β = 82.762 (2)ºBlock, yellow
γ = 84.701 (2)º0.17 × 0.15 × 0.11 mm
V = 1189.2 (4) Å3

Data collection

Bruker SMART CCD area-detector diffractometer4352 independent reflections
Radiation source: fine-focus sealed tube4009 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.022
T = 293(2) Kθmax = 25.5º
phi and ω scansθmin = 2.4º
Absorption correction: multi-scan(SADABS; Bruker, 1997)h = −10→10
Tmin = 0.369, Tmax = 0.512k = −14→14
8820 measured reflectionsl = −15→15

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.022H-atom parameters constrained
wR(F2) = 0.050  w = 1/[σ2(Fo2) + (0.0263P)2] where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max < 0.001
4352 reflectionsΔρmax = 1.06 e Å3
333 parametersΔρmin = −0.72 e Å3
12 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods

Special details

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.

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

xyzUiso*/UeqOcc. (<1)
Pb10.062168 (13)0.070072 (10)0.321211 (9)0.02816 (4)
O10.3051 (3)0.1587 (2)0.19470 (18)0.0387 (6)
O20.1526 (3)0.0939 (2)0.1109 (2)0.0450 (6)
O30.4628 (3)0.1416 (3)−0.2612 (2)0.0520 (7)
H30.54420.1402−0.30150.078*
O40.5876 (3)−0.3747 (2)0.8277 (2)0.0480 (7)
H40.6085−0.30470.81460.072*
O50.2736 (3)−0.1258 (2)0.38683 (19)0.0522 (7)
O60.2135 (3)−0.0679 (2)0.5260 (2)0.0434 (6)
O7−0.1913 (5)−0.0008 (4)0.2362 (4)0.1267 (16)
H2W−0.1381−0.04980.21580.190*
H1W−0.2871−0.01330.24300.190*
N1−0.0483 (3)0.2875 (2)0.1953 (2)0.0306 (6)
N20.1144 (3)0.2374 (2)0.3819 (2)0.0307 (6)
C1−0.1321 (4)0.3108 (3)0.1076 (3)0.0361 (8)
H1−0.14180.24700.08840.043*
C2−0.2063 (4)0.4251 (3)0.0427 (3)0.0441 (9)
H2−0.26490.4371−0.01750.053*
C3−0.1904 (4)0.5195 (3)0.0703 (3)0.0459 (10)
H3A−0.23860.59680.02830.055*
C4−0.1018 (4)0.5004 (3)0.1615 (3)0.0374 (8)
C5−0.0782 (5)0.5954 (3)0.1930 (3)0.0483 (10)
H5−0.12120.67470.15080.058*
C60.0051 (5)0.5725 (3)0.2824 (3)0.0478 (9)
H60.02030.63660.29990.057*
C70.0717 (4)0.4497 (3)0.3521 (3)0.0378 (8)
C80.1538 (4)0.4193 (3)0.4492 (3)0.0441 (9)
H8A0.16770.47990.47180.053*
C90.2131 (4)0.3020 (3)0.5105 (3)0.0448 (9)
H90.26580.28130.57580.054*
C100.1931 (4)0.2129 (3)0.4735 (3)0.0380 (8)
H100.23640.13340.51430.046*
C110.0534 (4)0.3546 (3)0.3214 (3)0.0289 (7)
C12−0.0336 (4)0.3809 (3)0.2236 (3)0.0295 (7)
C130.2813 (4)0.1357 (3)0.1119 (3)0.0308 (7)
C140.4093 (4)0.1573 (3)0.0144 (2)0.0280 (7)
C150.3806 (4)0.1410 (3)−0.0805 (3)0.0334 (7)
H150.28140.1187−0.08450.040*
C160.4984 (4)0.1575 (3)−0.1691 (3)0.0327 (8)
C170.6472 (4)0.1886 (3)−0.1626 (3)0.0358 (8)
H170.72730.1990−0.22150.043*
C180.6748 (4)0.2039 (3)−0.0677 (3)0.0418 (9)
H180.77470.2245−0.06300.050*
C190.5578 (4)0.1895 (3)0.0204 (3)0.0377 (8)
H190.57840.20130.08330.045*
C200.2779 (4)−0.1430 (3)0.4891 (3)0.0322 (7)
C210.3627 (4)−0.2582 (3)0.5717 (3)0.0287 (7)
C220.3647 (4)−0.3663 (3)0.5590 (3)0.0362 (8)
H220.3189−0.36530.49720.043*
C230.4342 (4)−0.4746 (3)0.6377 (3)0.0407 (9)
H230.4334−0.54670.62970.049*
C240.5050 (4)−0.4762 (3)0.7280 (3)0.0380 (8)
H240.5493−0.55000.78190.046*
C250.5104 (4)−0.3681 (3)0.7388 (3)0.0328 (7)
C260.4352 (3)−0.2600 (3)0.6630 (2)0.0314 (7)
H260.4332−0.18880.67290.038*
O80.9880 (3)0.9421 (3)0.0575 (2)0.103 (2)0.50
H4W1.03841.00240.04670.154*0.50
H3W0.95740.9510−0.00410.154*0.50

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pb10.03033 (7)0.03078 (6)0.02384 (6)0.00001 (5)−0.00074 (4)−0.01346 (4)
O10.0418 (13)0.0503 (12)0.0318 (11)−0.0092 (11)0.0047 (10)−0.0258 (10)
O20.0358 (13)0.0690 (15)0.0427 (12)−0.0154 (12)0.0085 (10)−0.0365 (11)
O30.0463 (14)0.0861 (17)0.0366 (12)0.0002 (14)−0.0001 (11)−0.0404 (12)
O40.0576 (15)0.0449 (13)0.0401 (13)−0.0025 (12)−0.0190 (12)−0.0144 (11)
O50.0574 (16)0.0655 (16)0.0298 (12)0.0260 (13)−0.0087 (11)−0.0221 (11)
O60.0515 (14)0.0408 (12)0.0395 (12)0.0126 (11)−0.0056 (11)−0.0218 (10)
O70.131 (3)0.131 (3)0.103 (3)−0.056 (3)−0.046 (2)−0.022 (2)
N10.0349 (14)0.0329 (13)0.0244 (12)−0.0006 (11)−0.0032 (11)−0.0134 (10)
N20.0330 (14)0.0342 (13)0.0273 (12)−0.0009 (11)−0.0040 (11)−0.0159 (11)
C10.0363 (18)0.0417 (17)0.0321 (16)−0.0016 (15)−0.0064 (14)−0.0174 (14)
C20.0355 (18)0.056 (2)0.0338 (17)0.0024 (16)−0.0093 (15)−0.0136 (16)
C30.042 (2)0.0385 (19)0.0391 (19)0.0104 (16)−0.0059 (16)−0.0042 (16)
C40.0339 (17)0.0318 (16)0.0377 (18)0.0040 (14)0.0045 (14)−0.0110 (14)
C50.053 (2)0.0311 (17)0.056 (2)0.0018 (16)0.0011 (18)−0.0178 (16)
C60.053 (2)0.0379 (17)0.062 (2)−0.0040 (16)0.0052 (19)−0.0321 (16)
C70.0340 (18)0.0421 (17)0.0423 (18)−0.0092 (14)0.0076 (14)−0.0248 (15)
C80.044 (2)0.0540 (19)0.0528 (19)−0.0092 (16)0.0033 (16)−0.0403 (16)
C90.0399 (19)0.066 (2)0.0413 (18)−0.0040 (17)−0.0087 (15)−0.0332 (17)
C100.0393 (18)0.0449 (18)0.0315 (16)−0.0023 (15)−0.0077 (14)−0.0175 (14)
C110.0262 (15)0.0340 (15)0.0259 (14)−0.0047 (13)0.0056 (12)−0.0143 (12)
C120.0252 (15)0.0335 (15)0.0272 (14)−0.0019 (13)0.0043 (12)−0.0132 (13)
C130.0339 (17)0.0332 (15)0.0280 (15)0.0006 (13)−0.0014 (13)−0.0169 (13)
C140.0308 (16)0.0264 (14)0.0255 (14)−0.0002 (12)0.0007 (12)−0.0116 (12)
C150.0303 (16)0.0347 (16)0.0356 (16)0.0043 (13)−0.0066 (13)−0.0164 (13)
C160.0411 (18)0.0348 (16)0.0232 (14)0.0035 (14)−0.0013 (13)−0.0153 (13)
C170.0363 (18)0.0410 (17)0.0296 (15)−0.0027 (14)0.0079 (14)−0.0180 (14)
C180.0264 (16)0.058 (2)0.0475 (19)−0.0090 (15)0.0015 (15)−0.0297 (16)
C190.0385 (18)0.0504 (18)0.0347 (16)−0.0089 (15)0.0001 (14)−0.0278 (14)
C200.0292 (16)0.0397 (17)0.0277 (15)−0.0002 (14)0.0016 (13)−0.0166 (13)
C210.0268 (15)0.0351 (15)0.0258 (14)−0.0024 (13)0.0055 (12)−0.0171 (12)
C220.0376 (18)0.0427 (17)0.0359 (16)−0.0009 (15)−0.0046 (14)−0.0242 (14)
C230.049 (2)0.0305 (16)0.0469 (19)−0.0009 (15)−0.0002 (16)−0.0221 (14)
C240.0401 (19)0.0307 (16)0.0395 (18)0.0051 (14)−0.0032 (15)−0.0141 (14)
C250.0321 (16)0.0363 (16)0.0290 (15)−0.0035 (14)−0.0029 (13)−0.0136 (13)
C260.0384 (18)0.0300 (15)0.0278 (15)−0.0020 (13)−0.0008 (13)−0.0154 (12)
O80.086 (4)0.127 (5)0.137 (5)−0.018 (4)−0.024 (4)−0.089 (4)

Geometric parameters (Å, °)

Pb1—O12.472 (2)C5—H50.9300
Pb1—N12.551 (2)C6—C71.450 (5)
Pb1—N22.585 (3)C6—H60.9300
Pb1—O22.630 (2)C7—C81.402 (5)
Pb1—O52.720 (2)C7—C111.411 (5)
Pb1—O62.815 (2)C8—C91.360 (5)
Pb1—O6i2.880 (2)C8—H8A0.9300
Pb1—O72.914 (4)C9—C101.402 (5)
Pb1—C132.922 (3)C9—H90.9300
Pb1—C203.133 (3)C10—H100.9300
Pb1—Pb1i4.1712 (8)C11—C121.445 (4)
O1—C131.272 (4)C13—C141.507 (4)
O2—C131.258 (4)C14—C191.387 (4)
O3—C161.369 (4)C14—C151.388 (5)
O3—H30.82C15—C161.383 (4)
O4—C251.368 (4)C15—H150.9300
O4—H40.82C16—C171.386 (5)
O5—C201.250 (4)C17—C181.378 (5)
O6—C201.268 (4)C17—H170.9300
O6—Pb1i2.880 (2)C18—C191.379 (5)
O7—H2W0.83C18—H180.9300
O7—H1W0.83C19—H190.9300
N1—C11.327 (4)C20—C211.505 (4)
N1—C121.365 (4)C21—C221.396 (5)
N2—C101.341 (4)C21—C261.396 (4)
N2—C111.362 (4)C22—C231.380 (4)
C1—C21.393 (5)C22—H220.9300
C1—H10.9300C23—C241.377 (5)
C2—C31.372 (6)C23—H230.9300
C2—H20.9300C24—C251.390 (5)
C3—C41.405 (5)C24—H240.9300
C3—H3A0.9300C25—C261.387 (4)
C4—C121.409 (4)C26—H260.9300
C4—C51.427 (5)O8—H4W0.83
C5—C61.344 (6)O8—H3W0.83
O1—Pb1—N181.43 (8)C2—C3—H3A119.7
O1—Pb1—N278.87 (8)C4—C3—H3A119.7
N1—Pb1—N264.53 (8)C3—C4—C12117.3 (3)
O1—Pb1—O250.98 (7)C3—C4—C5123.2 (3)
N1—Pb1—O278.90 (8)C12—C4—C5119.4 (3)
N2—Pb1—O2121.76 (8)C6—C5—C4121.3 (3)
O1—Pb1—O576.29 (8)C6—C5—H5119.4
N1—Pb1—O5157.21 (8)C4—C5—H5119.4
N2—Pb1—O5114.84 (8)C5—C6—C7121.3 (4)
O2—Pb1—O583.37 (7)C5—C6—H6119.3
O1—Pb1—O695.43 (7)C7—C6—H6119.3
N1—Pb1—O6141.71 (8)C8—C7—C11117.6 (3)
N2—Pb1—O677.37 (7)C8—C7—C6123.7 (3)
O2—Pb1—O6127.92 (7)C11—C7—C6118.7 (3)
O5—Pb1—O647.03 (7)C9—C8—C7120.5 (3)
O1—Pb1—O6i154.52 (8)C9—C8—H8A119.8
N1—Pb1—O6i81.97 (7)C7—C8—H8A119.8
N2—Pb1—O6i76.57 (8)C8—C9—C10118.7 (3)
O2—Pb1—O6i142.57 (7)C8—C9—H9120.6
O5—Pb1—O6i120.61 (7)C10—C9—H9120.6
O6—Pb1—O6i85.82 (7)N2—C10—C9122.8 (3)
O1—Pb1—O7121.36 (10)N2—C10—H10118.6
N1—Pb1—O782.17 (10)C9—C10—H10118.6
N2—Pb1—O7138.64 (12)N2—C11—C7122.0 (3)
O2—Pb1—O770.71 (11)N2—C11—C12118.5 (3)
O5—Pb1—O7105.38 (11)C7—C11—C12119.5 (3)
O6—Pb1—O7129.11 (9)N1—C12—C4122.0 (3)
O6i—Pb1—O775.04 (11)N1—C12—C11118.3 (3)
O1—Pb1—C1325.58 (8)C4—C12—C11119.7 (3)
N1—Pb1—C1380.73 (8)O2—C13—O1120.8 (3)
N2—Pb1—C13101.53 (9)O2—C13—C14119.6 (3)
O2—Pb1—C1325.51 (8)O1—C13—C14119.6 (3)
O5—Pb1—C1377.12 (8)O2—C13—Pb164.14 (16)
O6—Pb1—C13111.91 (8)O1—C13—Pb157.02 (15)
O6i—Pb1—C13161.54 (8)C14—C13—Pb1172.4 (2)
O7—Pb1—C1396.18 (11)C19—C14—C15119.5 (3)
O1—Pb1—C2087.16 (8)C19—C14—C13120.5 (3)
N1—Pb1—C20160.33 (9)C15—C14—C13120.0 (3)
N2—Pb1—C2097.64 (8)C16—C15—C14120.6 (3)
O2—Pb1—C20106.12 (8)C16—C15—H15119.7
O5—Pb1—C2023.32 (8)C14—C15—H15119.7
O6—Pb1—C2023.85 (8)O3—C16—C15118.0 (3)
O6i—Pb1—C20102.71 (7)O3—C16—C17122.0 (3)
O7—Pb1—C20117.50 (11)C15—C16—C17120.0 (3)
C13—Pb1—C2095.75 (8)C18—C17—C16119.0 (3)
O1—Pb1—Pb1i133.40 (5)C18—C17—H17120.5
N1—Pb1—Pb1i115.68 (6)C16—C17—H17120.5
N2—Pb1—Pb1i72.07 (5)C17—C18—C19121.6 (3)
O2—Pb1—Pb1i164.35 (5)C17—C18—H18119.2
O5—Pb1—Pb1i83.78 (5)C19—C18—H18119.2
O6—Pb1—Pb1i43.51 (5)C18—C19—C14119.3 (3)
O6i—Pb1—Pb1i42.31 (4)C18—C19—H19120.3
O7—Pb1—Pb1i104.33 (9)C14—C19—H19120.3
C13—Pb1—Pb1i155.04 (6)O5—C20—O6122.8 (3)
C20—Pb1—Pb1i62.27 (6)O5—C20—C21118.3 (3)
C13—O1—Pb197.40 (19)O6—C20—C21118.9 (3)
C13—O2—Pb190.36 (19)O5—C20—Pb159.49 (17)
C16—O3—H3109.5O6—C20—Pb163.89 (16)
C25—O4—H4109.5C21—C20—Pb1171.4 (2)
C20—O5—Pb197.2 (2)C22—C21—C26119.4 (3)
C20—O6—Pb192.26 (18)C22—C21—C20119.4 (3)
C20—O6—Pb1i134.9 (2)C26—C21—C20121.2 (3)
Pb1—O6—Pb1i94.18 (7)C23—C22—C21120.2 (3)
Pb1—O7—H2W97.5C23—C22—H22119.9
Pb1—O7—H1W147.1C21—C22—H22119.9
H2W—O7—H1W110.3C24—C23—C22120.3 (3)
C1—N1—C12118.2 (3)C24—C23—H23119.9
C1—N1—Pb1121.6 (2)C22—C23—H23119.9
C12—N1—Pb1119.89 (19)C23—C24—C25120.2 (3)
C10—N2—C11118.3 (3)C23—C24—H24119.9
C10—N2—Pb1122.9 (2)C25—C24—H24119.9
C11—N2—Pb1118.7 (2)O4—C25—C26122.7 (3)
N1—C1—C2123.9 (3)O4—C25—C24117.5 (3)
N1—C1—H1118.1C26—C25—C24119.9 (3)
C2—C1—H1118.1C25—C26—C21119.9 (3)
C3—C2—C1118.0 (3)C25—C26—H26120.0
C3—C2—H2121.0C21—C26—H26120.0
C1—C2—H2121.0H4W—O8—H3W111.2
C2—C3—C4120.6 (3)
O2—Pb1—O1—C13−3.8 (2)O5—Pb1—O6i—Pb1i33.16 (11)
O5—Pb1—O1—C1388.8 (2)O5—Pb1—O6i—C20i130.5 (3)
O6—Pb1—O1—C13132.1 (2)O6—Pb1—O6i—Pb1i0.00 (8)
O7—Pb1—O1—C13−11.1 (3)O6—Pb1—O6i—C20i97.3 (3)
N1—Pb1—O1—C13−86.4 (2)O7—Pb1—O6i—Pb1i132.41 (12)
N2—Pb1—O1—C13−152.0 (2)O7—Pb1—O6i—C20i−130.3 (3)
O6i—Pb1—O1—C13−136.3 (2)N1—Pb1—O6i—Pb1i−143.59 (9)
O1—Pb1—O2—C133.8 (2)N1—Pb1—O6i—C20i−46.3 (3)
O5—Pb1—O2—C13−73.9 (2)N2—Pb1—O6i—Pb1i−77.99 (8)
O6—Pb1—O2—C13−57.7 (2)N2—Pb1—O6i—C20i19.3 (3)
O7—Pb1—O2—C13177.2 (2)Pb1—O1—C13—O27.2 (4)
N1—Pb1—O2—C1391.7 (2)Pb1—O1—C13—C14−172.1 (3)
N2—Pb1—O2—C1341.3 (2)Pb1—O2—C13—O1−6.7 (4)
O6i—Pb1—O2—C13152.4 (2)Pb1—O2—C13—C14172.6 (3)
O1—Pb1—O5—C20115.9 (2)Pb1—O5—C20—O6−9.3 (4)
O2—Pb1—O5—C20167.3 (2)Pb1—O5—C20—C21170.4 (3)
O6—Pb1—O5—C204.8 (2)Pb1—O6—C20—O58.9 (4)
O7—Pb1—O5—C20−124.9 (2)Pb1—O6—C20—C21−170.8 (3)
N1—Pb1—O5—C20128.3 (2)Pb1i—O6—C20—O5107.1 (4)
N2—Pb1—O5—C2045.3 (2)Pb1i—O6—C20—C21−72.7 (4)
C13—Pb1—O5—C20142.2 (2)Pb1—N1—C1—C2174.3 (3)
O6i—Pb1—O5—C20−43.4 (2)C12—N1—C1—C2−0.1 (5)
O1—Pb1—O6—C20−70.3 (2)Pb1—N1—C12—C4−175.6 (2)
O1—Pb1—O6—Pb1i154.47 (8)Pb1—N1—C12—C113.6 (4)
O2—Pb1—O6—C20−27.0 (2)C1—N1—C12—C4−1.2 (5)
O2—Pb1—O6—Pb1i−162.22 (8)C1—N1—C12—C11178.1 (3)
O5—Pb1—O6—C20−4.69 (19)Pb1—N2—C10—C9−176.0 (2)
O5—Pb1—O6—Pb1i−139.97 (12)C11—N2—C10—C91.0 (5)
O7—Pb1—O6—C2068.4 (2)Pb1—N2—C11—C7177.5 (2)
O7—Pb1—O6—Pb1i−66.84 (15)Pb1—N2—C11—C12−1.9 (4)
N1—Pb1—O6—C20−153.3 (2)C10—N2—C11—C70.4 (5)
N1—Pb1—O6—Pb1i71.43 (13)C10—N2—C11—C12−179.1 (3)
N2—Pb1—O6—C20−147.6 (2)N1—C1—C2—C30.7 (5)
N2—Pb1—O6—Pb1i77.17 (8)C1—C2—C3—C4−0.1 (5)
C13—Pb1—O6—C20−50.1 (2)C2—C3—C4—C5178.7 (3)
C13—Pb1—O6—Pb1i174.66 (9)C2—C3—C4—C12−1.1 (5)
O6i—Pb1—O6—C20135.3 (2)C3—C4—C5—C6178.7 (4)
O6i—Pb1—O6—Pb1i0.00 (8)C12—C4—C5—C6−1.4 (6)
O1—Pb1—N1—C1100.8 (2)C3—C4—C12—N11.8 (5)
O1—Pb1—N1—C12−84.9 (2)C3—C4—C12—C11−177.5 (3)
O2—Pb1—N1—C149.1 (2)C5—C4—C12—N1−178.1 (3)
O2—Pb1—N1—C12−136.6 (2)C5—C4—C12—C112.7 (5)
O5—Pb1—N1—C188.7 (3)C4—C5—C6—C7−1.3 (6)
O5—Pb1—N1—C12−97.1 (3)C5—C6—C7—C8−177.2 (4)
O6—Pb1—N1—C1−171.3 (2)C5—C6—C7—C112.7 (6)
O6—Pb1—N1—C123.0 (3)C6—C7—C8—C9−180.0 (3)
O7—Pb1—N1—C1−22.7 (3)C11—C7—C8—C90.1 (5)
O7—Pb1—N1—C12151.6 (2)C6—C7—C11—N2179.2 (3)
N2—Pb1—N1—C1−177.5 (3)C6—C7—C11—C12−1.4 (5)
N2—Pb1—N1—C12−3.2 (2)C8—C7—C11—N2−0.9 (5)
C13—Pb1—N1—C175.0 (2)C8—C7—C11—C12178.6 (3)
C13—Pb1—N1—C12−110.8 (2)C7—C8—C9—C101.2 (5)
O6i—Pb1—N1—C1−98.6 (2)C8—C9—C10—N2−1.8 (5)
O6i—Pb1—N1—C1275.7 (2)N2—C11—C12—N1−1.1 (5)
O1—Pb1—N2—C10−94.7 (2)N2—C11—C12—C4178.2 (3)
O1—Pb1—N2—C1188.3 (2)C7—C11—C12—N1179.5 (3)
O2—Pb1—N2—C10−123.5 (2)C7—C11—C12—C4−1.3 (5)
O2—Pb1—N2—C1159.5 (2)O1—C13—C14—C15−175.4 (3)
O5—Pb1—N2—C10−25.6 (3)O1—C13—C14—C196.8 (5)
O5—Pb1—N2—C11157.4 (2)O2—C13—C14—C155.3 (5)
O6—Pb1—N2—C103.5 (2)O2—C13—C14—C19−172.5 (3)
O6—Pb1—N2—C11−173.5 (2)C13—C14—C15—C16−178.4 (3)
O7—Pb1—N2—C10139.9 (3)C19—C14—C15—C16−0.5 (6)
O7—Pb1—N2—C11−37.1 (3)C13—C14—C19—C18177.4 (3)
N1—Pb1—N2—C10179.6 (3)C15—C14—C19—C18−0.5 (6)
N1—Pb1—N2—C112.6 (2)C14—C15—C16—O3−179.2 (4)
C13—Pb1—N2—C10−106.6 (2)C14—C15—C16—C171.1 (6)
C13—Pb1—N2—C1176.4 (2)O3—C16—C17—C18179.6 (4)
O6i—Pb1—N2—C1092.2 (2)C15—C16—C17—C18−0.7 (6)
O6i—Pb1—N2—C11−84.8 (2)C16—C17—C18—C19−0.3 (6)
O1—Pb1—C13—O2−173.1 (4)C17—C18—C19—C140.9 (6)
O2—Pb1—C13—O1173.1 (4)O5—C20—C21—C22−31.7 (5)
O5—Pb1—C13—O1−85.1 (2)O5—C20—C21—C26150.3 (3)
O5—Pb1—C13—O2101.8 (2)O6—C20—C21—C22148.0 (3)
O6—Pb1—C13—O1−52.8 (2)O6—C20—C21—C26−30.0 (5)
O6—Pb1—C13—O2134.1 (2)C20—C21—C22—C23−176.4 (3)
O7—Pb1—C13—O1170.5 (2)C26—C21—C22—C231.6 (5)
O7—Pb1—C13—O2−2.6 (2)C20—C21—C26—C25179.0 (3)
N1—Pb1—C13—O189.5 (2)C22—C21—C26—C251.0 (5)
N1—Pb1—C13—O2−83.6 (2)C21—C22—C23—C24−1.4 (5)
N2—Pb1—C13—O128.1 (2)C22—C23—C24—C25−1.6 (5)
N2—Pb1—C13—O2−145.1 (2)C23—C24—C25—O4−177.6 (3)
O1—Pb1—O6i—Pb1i−93.85 (17)C23—C24—C25—C264.3 (5)
O1—Pb1—O6i—C20i3.5 (4)O4—C25—C26—C21178.0 (3)
O2—Pb1—O6i—Pb1i156.67 (10)C24—C25—C26—C21−4.0 (5)
O2—Pb1—O6i—C20i−106.0 (3)

Symmetry codes: (i) −x, −y, −z+1.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O3—H3···O5ii0.821.842.658 (3)176
O4—H4···O1iii0.821.932.738 (3)167
O7—H2W···O8iv0.832.242.932 (6)141
O7—H1W···O3v0.832.182.911 (5)146
O8—H3W···O2vi0.832.062.840 (4)157
O8—H4W···O2vii0.832.042.788 (4)150
C15—H15···O8vi0.932.423.339 (5)169

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SI2047).

References

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  • Mahjoub, A. R. & Morsali, A. (2002). Polyhedron, 21, 1223–1227.
  • Sheldrick, G. M. (1997). SHELXS97 and SHELXL97 University of Göttingen, Germany.
  • Shimoni-Livny, L., Glusker, J. P. & Bock, C. W. (1998). Inorg. Chem.37, 1853–1867.
  • Xuan, X.-P. & Zhao, P.-Z. (2007). Acta Cryst. E63, m2678.
  • Zhu, N.-W., An, P. & Wang, X.-Z. (2004). Z. Kristallogr. New Cryst. Struct. 219, 271–272.

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