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Acta Crystallogr Sect E Struct Rep Online. 2009 March 1; 65(Pt 3): m275–m276.
Published online 2009 February 13. doi:  10.1107/S1600536809004541
PMCID: PMC2968621

Penta­aqua­bis[4-(2-hydroxy­benzyl­idene­amino)benzene­sulfonato]lead(II)

Abstract

In the structure of the title compound, [Pb(C13H10NO4S)2(H2O)5], two S—O bonds and one C—N bond have lengths of 1.421 (9), 1.425 (8) and 1.268 (11) Å, respectively, which suggests they are double bonds. Mol­ecules form a two-dimensional layered structure via O—H(...)O and O—H(...)N inter­actions. The Pb atom adopts distorted cubo-octahedral coordination.

Related literature

For our previous work on the coordination chemistry of aroylhydrazones, see: Tai et al. (2003 [triangle], 2008 [triangle]); Tai, Yin & Feng (2007 [triangle]); Tai, Yin & Kong (2007 [triangle]); Xi-Shi & Yi-Min (2008 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-0m275-scheme1.jpg

Experimental

Crystal data

  • [Pb(C13H10NO4S)2(H2O)5]
  • M r = 849.83
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m275-efi1.jpg
  • a = 35.618 (4) Å
  • b = 7.3407 (10) Å
  • c = 11.6218 (18) Å
  • β = 99.146 (2)°
  • V = 3000.0 (7) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 5.83 mm−1
  • T = 298 K
  • 0.50 × 0.40 × 0.38 mm

Data collection

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2000 [triangle]) T min = 0.159, T max = 0.215 (expected range = 0.080–0.109)
  • 14411 measured reflections
  • 5264 independent reflections
  • 4635 reflections with I > 2σ(I)
  • R int = 0.045

Refinement

  • R[F 2 > 2σ(F 2)] = 0.051
  • wR(F 2) = 0.129
  • S = 1.09
  • 5264 reflections
  • 397 parameters
  • H-atom parameters constrained
  • Δρmax = 1.95 e Å−3
  • Δρmin = −4.10 e Å−3

Data collection: SMART (Bruker, 2000 [triangle]); cell refinement: SAINT (Bruker, 2000 [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: SHELXTL.

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

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809004541/at2722sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809004541/at2722Isup2.hkl

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

Acknowledgments

The authors thank the National Natural Science Foundation of China (grant No. 20671073), the Natural Science Foundation of Shandong (grant No. Y2007B60), the Science and Technology Foundation of Weifang, and Weifang University for a research grant.

supplementary crystallographic information

Comment

As part of our ongoing studies of the coordination chemistry of aroylhydrazones ligands (Tai et al., 2003, 2008; Xi-Shi & Yi-Min, 2008; Tai, Yin & Feng, 2007; Tai, Yin & Kong, 2007), we now report the synthesis and structure of the title compound, (I), (Fig. 1).

In the molecule of (I), both C7—N1 [1.268 (11) Å], S1—O2 [1.421 (9) Å] and S1—O3 [1.425 (8) Å] are close to double-bond separations, indicating that the Lewis structure shown in the scheme is only an approximation to the electron distribution in the molecule. Otherwise, the geometrical parameters for (I) are normal (Table 1). The molecules form a two-dimensional layered structure by the O—H···O and O—H···N interactions (Table 2).

Experimental

The solution of 1.0 mmol 4-(2-hydroxybenzylideneamino)benzene sulfonic acid and 1.0 mmol NaOH in 5 ml 95% ethanol was added to a solution of 0.5 mmol Pb(CH3COO)2.4H2O in 5 ml ethanol at room temperature. The mixture was refluxed for 4 h with stirring, then the resulting precipitate was filtered, washed, and dried in vacuo over P4O10 for 48 h. Single crystals suitable for X-ray structural analysis was obtained by slowly evaporating from methanol at room temperature, which afforded colourless crystals.

Refinement

The H atoms were placed geometrically [C—H = 0.93 Å, O—H = 0.82 and 0.85 Å] and refined as riding with Uiso(H) = 1.2Ueq(C) or 1.5Ueq(hydroxy and water O).

Figures

Fig. 1.
The molecular structure of (I) showing 50% displacement ellipsoids.

Crystal data

[Pb(C13H10NO4S)2(H2O)5]F(000) = 1672
Mr = 849.83Dx = 1.882 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 7854 reflections
a = 35.618 (4) Åθ = 2.3–28.2°
b = 7.3407 (10) ŵ = 5.83 mm1
c = 11.6218 (18) ÅT = 298 K
β = 99.146 (2)°Block, colourless
V = 3000.0 (7) Å30.50 × 0.40 × 0.38 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer5264 independent reflections
Radiation source: fine-focus sealed tube4635 reflections with I > 2σ(I)
graphiteRint = 0.045
[var phi] and ω scansθmax = 25.0°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)h = −38→42
Tmin = 0.159, Tmax = 0.215k = −8→8
14411 measured reflectionsl = −12→13

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)] = 0.051Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.129H-atom parameters constrained
S = 1.09w = 1/[σ2(Fo2) + (0.0518P)2 + 32.8197P] where P = (Fo2 + 2Fc2)/3
5264 reflections(Δ/σ)max = 0.001
397 parametersΔρmax = 1.95 e Å3
0 restraintsΔρmin = −4.10 e Å3

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*/Ueq
Pb10.254090 (10)0.60871 (5)0.70033 (3)0.02876 (13)
N10.4786 (2)0.3808 (10)0.7656 (6)0.0272 (17)
N20.0183 (2)0.8703 (10)0.7901 (6)0.0300 (18)
O10.29367 (18)0.3019 (11)0.6522 (7)0.0485 (19)
O20.3039 (2)0.5492 (12)0.5314 (8)0.059 (2)
O30.3111 (2)0.2452 (14)0.4657 (8)0.071 (3)
O40.53202 (17)0.4584 (10)0.9417 (5)0.0378 (16)
H40.51030.44810.90620.057*
O50.20067 (17)0.7699 (8)0.7789 (5)0.0307 (14)
O60.18530 (18)1.0295 (9)0.6507 (5)0.0316 (14)
O70.19465 (18)1.0692 (9)0.8588 (6)0.0359 (15)
O8−0.03384 (18)0.9558 (10)0.9153 (5)0.0377 (16)
H8−0.01230.93620.90130.057*
O90.2255 (3)0.7960 (11)0.5263 (6)0.063 (2)
H9A0.20620.85620.53970.076*
H9B0.21940.73070.46580.076*
O100.2010 (2)0.4078 (9)0.5991 (5)0.0408 (17)
H10A0.20250.30120.62800.049*
H10B0.20160.40100.52640.049*
O110.2377 (2)0.3831 (9)0.8548 (6)0.0445 (18)
H11A0.25710.32150.88370.053*
H11B0.22020.31060.82530.053*
O120.3084 (2)0.6237 (10)0.8910 (6)0.052 (2)
H12A0.30890.52570.93020.062*
H12B0.30460.71290.93440.062*
O130.2833 (2)0.9472 (11)0.7455 (8)0.058 (2)
H13A0.28180.98430.81390.069*
H13B0.27401.02550.69510.069*
S10.31440 (6)0.3667 (3)0.56240 (19)0.0272 (5)
S20.18201 (6)0.9476 (3)0.76156 (17)0.0231 (4)
C10.3629 (2)0.3685 (11)0.6230 (7)0.0237 (18)
C20.3894 (3)0.4201 (13)0.5545 (7)0.028 (2)
H20.38120.45210.47710.034*
C30.4275 (2)0.4250 (13)0.5985 (7)0.030 (2)
H30.44510.46160.55180.036*
C40.4396 (2)0.3745 (12)0.7138 (8)0.0269 (19)
C50.4133 (2)0.3274 (13)0.7839 (7)0.0269 (19)
H50.42150.29990.86200.032*
C60.3745 (2)0.3204 (13)0.7387 (7)0.030 (2)
H60.35690.28430.78520.036*
C70.5050 (3)0.3422 (13)0.7080 (8)0.029 (2)
H70.49830.30240.63150.035*
C80.5449 (2)0.3570 (12)0.7553 (7)0.0233 (18)
C90.5573 (2)0.4157 (12)0.8698 (7)0.0258 (19)
C100.5957 (2)0.4223 (13)0.9124 (7)0.029 (2)
H100.60390.45940.98880.035*
C110.6218 (3)0.3746 (13)0.8431 (9)0.035 (2)
H110.64760.38200.87250.042*
C120.6104 (3)0.3158 (14)0.7307 (8)0.034 (2)
H120.62840.28370.68450.041*
C130.5724 (3)0.3050 (12)0.6873 (8)0.029 (2)
H130.56470.26260.61180.035*
C140.1336 (2)0.9073 (11)0.7639 (7)0.0232 (18)
C150.1065 (2)0.9479 (12)0.6678 (7)0.0259 (19)
H150.11430.98610.59890.031*
C160.0686 (3)0.9325 (13)0.6734 (8)0.029 (2)
H160.05070.96220.60880.035*
C170.0565 (2)0.8722 (11)0.7757 (7)0.0233 (18)
C180.0838 (2)0.8274 (13)0.8711 (7)0.0268 (19)
H180.07610.78550.93920.032*
C190.1220 (2)0.8443 (13)0.8661 (7)0.0263 (19)
H190.14000.81390.93030.032*
C20−0.0091 (3)0.8373 (12)0.7066 (8)0.0279 (19)
H20−0.00290.79850.63580.034*
C21−0.0482 (2)0.8562 (12)0.7154 (7)0.0249 (19)
C22−0.0593 (3)0.9194 (12)0.8203 (7)0.0264 (19)
C23−0.0983 (3)0.9433 (13)0.8238 (8)0.031 (2)
H23−0.10620.98600.89150.037*
C24−0.1247 (3)0.9040 (13)0.7285 (9)0.035 (2)
H24−0.15030.92070.73270.042*
C25−0.1145 (3)0.8408 (14)0.6267 (9)0.037 (2)
H25−0.13300.81450.56280.045*
C26−0.0766 (3)0.8169 (13)0.6208 (8)0.032 (2)
H26−0.06950.77360.55210.039*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pb10.0247 (2)0.0297 (2)0.03319 (19)0.00055 (15)0.00855 (13)−0.00043 (15)
N10.024 (4)0.032 (5)0.024 (3)0.000 (3)0.000 (3)0.001 (3)
N20.020 (4)0.033 (5)0.038 (4)0.001 (3)0.008 (3)0.002 (3)
O10.020 (3)0.059 (5)0.068 (5)0.004 (3)0.010 (3)0.007 (4)
O20.023 (4)0.064 (6)0.087 (6)0.011 (4)0.003 (4)0.022 (5)
O30.022 (4)0.099 (7)0.086 (6)0.004 (4)−0.006 (4)−0.060 (6)
O40.018 (3)0.064 (5)0.031 (3)0.004 (3)0.003 (3)−0.007 (3)
O50.027 (3)0.026 (3)0.042 (3)0.006 (3)0.014 (3)0.008 (3)
O60.033 (4)0.029 (4)0.035 (3)0.000 (3)0.014 (3)0.010 (3)
O70.030 (4)0.036 (4)0.043 (4)−0.004 (3)0.010 (3)−0.004 (3)
O80.024 (3)0.060 (5)0.030 (3)−0.005 (3)0.008 (3)−0.008 (3)
O90.106 (7)0.050 (5)0.033 (4)0.023 (5)0.010 (4)0.002 (4)
O100.053 (5)0.037 (4)0.029 (3)−0.008 (3)−0.004 (3)0.005 (3)
O110.043 (4)0.038 (4)0.049 (4)−0.008 (3)−0.002 (3)0.012 (3)
O120.061 (5)0.046 (5)0.044 (4)−0.009 (4)−0.005 (4)−0.003 (3)
O130.054 (5)0.040 (5)0.076 (5)−0.012 (4)−0.001 (4)−0.003 (4)
S10.0165 (10)0.0292 (13)0.0351 (11)0.0024 (9)0.0015 (9)−0.0059 (9)
S20.0201 (10)0.0231 (11)0.0276 (10)0.0001 (9)0.0078 (8)0.0026 (9)
C10.021 (4)0.020 (5)0.030 (4)0.001 (4)0.005 (3)−0.007 (4)
C20.028 (5)0.034 (5)0.021 (4)0.003 (4)0.000 (4)0.003 (4)
C30.019 (4)0.040 (6)0.031 (5)−0.002 (4)0.005 (4)0.006 (4)
C40.021 (4)0.024 (5)0.034 (5)−0.004 (4)0.001 (4)−0.003 (4)
C50.020 (4)0.037 (5)0.024 (4)0.006 (4)0.002 (3)−0.001 (4)
C60.022 (5)0.036 (5)0.032 (5)0.002 (4)0.008 (4)0.009 (4)
C70.029 (5)0.028 (5)0.029 (4)−0.001 (4)0.002 (4)0.001 (4)
C80.019 (4)0.021 (5)0.029 (4)0.003 (4)−0.001 (3)0.002 (3)
C90.021 (4)0.029 (5)0.028 (4)0.000 (4)0.008 (4)0.004 (4)
C100.024 (5)0.038 (6)0.026 (4)−0.004 (4)0.003 (4)0.000 (4)
C110.022 (5)0.032 (6)0.051 (6)0.000 (4)0.002 (4)0.009 (4)
C120.022 (5)0.040 (6)0.044 (5)0.006 (4)0.013 (4)0.001 (5)
C130.033 (5)0.024 (5)0.032 (5)0.006 (4)0.008 (4)−0.002 (4)
C140.023 (4)0.019 (4)0.030 (4)0.003 (4)0.011 (3)−0.002 (3)
C150.026 (5)0.029 (5)0.024 (4)0.004 (4)0.007 (3)0.005 (4)
C160.025 (5)0.031 (5)0.030 (4)−0.004 (4)−0.005 (4)0.002 (4)
C170.017 (4)0.018 (5)0.037 (5)0.003 (3)0.011 (4)−0.002 (4)
C180.025 (5)0.031 (5)0.026 (4)−0.004 (4)0.008 (4)0.004 (4)
C190.025 (5)0.031 (5)0.022 (4)0.005 (4)0.003 (3)0.004 (4)
C200.031 (5)0.024 (5)0.030 (4)0.003 (4)0.010 (4)0.000 (4)
C210.022 (4)0.021 (5)0.032 (4)−0.001 (4)0.007 (4)0.004 (4)
C220.030 (5)0.020 (5)0.029 (4)−0.006 (4)0.006 (4)0.001 (4)
C230.025 (5)0.036 (5)0.035 (5)0.000 (4)0.013 (4)0.000 (4)
C240.027 (5)0.030 (5)0.050 (6)−0.006 (4)0.012 (4)0.006 (4)
C250.036 (6)0.033 (6)0.042 (5)−0.019 (5)0.005 (4)−0.003 (4)
C260.040 (6)0.030 (5)0.028 (4)−0.004 (5)0.008 (4)−0.001 (4)

Geometric parameters (Å, °)

Pb1—O92.523 (7)C3—H30.9300
Pb1—O52.531 (6)C4—C51.378 (12)
Pb1—O102.534 (7)C5—C61.400 (12)
Pb1—O112.576 (7)C5—H50.9300
Pb1—O122.702 (7)C6—H60.9300
Pb1—O132.713 (8)C7—C81.443 (12)
Pb1—O12.761 (8)C7—H70.9300
Pb1—O22.882 (8)C8—C91.402 (12)
N1—C71.268 (11)C8—C131.407 (12)
N1—C41.426 (11)C9—C101.380 (12)
N2—C201.284 (12)C10—C111.369 (13)
N2—C171.398 (11)C10—H100.9300
O1—S11.452 (7)C11—C121.373 (14)
O2—S11.421 (9)C11—H110.9300
O3—S11.425 (8)C12—C131.370 (13)
O4—C91.358 (10)C12—H120.9300
O4—H40.8200C13—H130.9300
O5—S21.463 (6)C14—C151.386 (12)
O6—S21.443 (6)C14—C191.397 (12)
O7—S21.454 (7)C15—C161.369 (12)
O8—C221.340 (10)C15—H150.9300
O8—H80.8200C16—C171.399 (12)
O9—H9A0.8501C16—H160.9300
O9—H9B0.8500C17—C181.392 (12)
O10—H10A0.8500C18—C191.377 (12)
O10—H10B0.8500C18—H180.9300
O11—H11A0.8500C19—H190.9300
O11—H11B0.8501C20—C211.422 (12)
O12—H12A0.8500C20—H200.9300
O12—H12B0.8500C21—C261.399 (12)
O13—H13A0.8500C21—C221.418 (12)
O13—H13B0.8500C22—C231.407 (12)
S1—C11.759 (9)C23—C241.364 (13)
S2—C141.754 (9)C23—H230.9300
C1—C21.379 (12)C24—C251.372 (14)
C1—C61.388 (12)C24—H240.9300
C2—C31.376 (12)C25—C261.376 (14)
C2—H20.9300C25—H250.9300
C3—C41.391 (12)C26—H260.9300
O9—Pb1—O578.7 (2)C4—C3—H3120.5
O9—Pb1—O1076.6 (3)C5—C4—C3120.2 (8)
O5—Pb1—O1083.8 (2)C5—C4—N1117.8 (8)
O9—Pb1—O11143.3 (3)C3—C4—N1121.9 (8)
O5—Pb1—O1177.4 (2)C4—C5—C6120.6 (8)
O10—Pb1—O1173.4 (2)C4—C5—H5119.7
O9—Pb1—O12141.3 (3)C6—C5—H5119.7
O5—Pb1—O1299.5 (2)C1—C6—C5118.6 (8)
O10—Pb1—O12142.0 (2)C1—C6—H6120.7
O11—Pb1—O1270.5 (2)C5—C6—H6120.7
O9—Pb1—O1375.5 (3)N1—C7—C8123.3 (8)
O5—Pb1—O1377.9 (2)N1—C7—H7118.4
O10—Pb1—O13149.1 (2)C8—C7—H7118.4
O11—Pb1—O13125.2 (2)C9—C8—C13118.2 (8)
O12—Pb1—O1366.5 (2)C9—C8—C7121.8 (8)
O9—Pb1—O1115.9 (2)C13—C8—C7119.9 (8)
O5—Pb1—O1153.1 (2)O4—C9—C10119.1 (8)
O10—Pb1—O178.4 (2)O4—C9—C8121.0 (8)
O11—Pb1—O178.2 (2)C10—C9—C8119.8 (8)
O12—Pb1—O183.0 (2)C11—C10—C9120.4 (8)
O13—Pb1—O1126.4 (2)C11—C10—H10119.8
O9—Pb1—O275.6 (2)C9—C10—H10119.8
O5—Pb1—O2153.7 (2)C10—C11—C12121.0 (9)
O10—Pb1—O295.2 (2)C10—C11—H11119.5
O11—Pb1—O2127.6 (2)C12—C11—H11119.5
O12—Pb1—O297.3 (2)C13—C12—C11119.5 (9)
O13—Pb1—O290.7 (3)C13—C12—H12120.2
O1—Pb1—O249.4 (2)C11—C12—H12120.2
C7—N1—C4121.6 (7)C12—C13—C8121.0 (8)
C20—N2—C17123.3 (8)C12—C13—H13119.5
S1—O1—Pb1102.3 (4)C8—C13—H13119.5
S1—O2—Pb197.8 (4)C15—C14—C19119.6 (8)
C9—O4—H4109.5C15—C14—S2120.7 (6)
S2—O5—Pb1135.9 (3)C19—C14—S2119.5 (7)
C22—O8—H8109.5C16—C15—C14120.7 (8)
Pb1—O9—H9A111.8C16—C15—H15119.7
Pb1—O9—H9B111.9C14—C15—H15119.7
H9A—O9—H9B109.8C15—C16—C17120.3 (8)
Pb1—O10—H10A111.0C15—C16—H16119.8
Pb1—O10—H10B111.2C17—C16—H16119.8
H10A—O10—H10B109.2C18—C17—N2118.2 (7)
Pb1—O11—H11A110.9C18—C17—C16118.8 (8)
Pb1—O11—H11B110.8N2—C17—C16122.7 (8)
H11A—O11—H11B109.0C19—C18—C17121.0 (8)
Pb1—O12—H12A110.9C19—C18—H18119.5
Pb1—O12—H12B110.9C17—C18—H18119.5
H12A—O12—H12B109.0C18—C19—C14119.5 (8)
Pb1—O13—H13A113.2C18—C19—H19120.2
Pb1—O13—H13B113.0C14—C19—H19120.2
H13A—O13—H13B110.6N2—C20—C21124.2 (8)
O2—S1—O3113.8 (6)N2—C20—H20117.9
O2—S1—O1110.4 (5)C21—C20—H20117.9
O3—S1—O1112.0 (5)C26—C21—C22118.6 (8)
O2—S1—C1107.2 (4)C26—C21—C20121.1 (8)
O3—S1—C1105.9 (4)C22—C21—C20120.3 (8)
O1—S1—C1107.1 (4)O8—C22—C23119.6 (8)
O6—S2—O7112.3 (4)O8—C22—C21121.9 (8)
O6—S2—O5113.3 (4)C23—C22—C21118.5 (8)
O7—S2—O5111.2 (4)C24—C23—C22120.4 (8)
O6—S2—C14107.7 (4)C24—C23—H23119.8
O7—S2—C14106.0 (4)C22—C23—H23119.8
O5—S2—C14105.9 (4)C23—C24—C25122.0 (9)
C2—C1—C6120.2 (8)C23—C24—H24119.0
C2—C1—S1119.2 (7)C25—C24—H24119.0
C6—C1—S1120.5 (7)C24—C25—C26118.8 (9)
C3—C2—C1121.2 (8)C24—C25—H25120.6
C3—C2—H2119.4C26—C25—H25120.6
C1—C2—H2119.4C25—C26—C21121.7 (9)
C2—C3—C4119.1 (8)C25—C26—H26119.1
C2—C3—H3120.5C21—C26—H26119.1
O9—Pb1—O1—S141.2 (5)C4—C5—C6—C1−2.4 (14)
O5—Pb1—O1—S1159.5 (3)C4—N1—C7—C8176.4 (8)
O10—Pb1—O1—S1110.0 (4)N1—C7—C8—C90.1 (14)
O11—Pb1—O1—S1−174.8 (4)N1—C7—C8—C13177.6 (9)
O12—Pb1—O1—S1−103.3 (4)C13—C8—C9—O4−176.4 (8)
O13—Pb1—O1—S1−49.5 (5)C7—C8—C9—O41.1 (13)
O2—Pb1—O1—S12.6 (3)C13—C8—C9—C100.4 (13)
O9—Pb1—O2—S1−147.3 (5)C7—C8—C9—C10178.0 (8)
O5—Pb1—O2—S1−158.9 (4)O4—C9—C10—C11178.0 (9)
O10—Pb1—O2—S1−72.5 (4)C8—C9—C10—C111.0 (14)
O11—Pb1—O2—S10.5 (5)C9—C10—C11—C12−1.3 (15)
O12—Pb1—O2—S171.5 (4)C10—C11—C12—C130.1 (15)
O13—Pb1—O2—S1137.9 (4)C11—C12—C13—C81.4 (15)
O1—Pb1—O2—S1−2.7 (3)C9—C8—C13—C12−1.7 (14)
O9—Pb1—O5—S2−33.1 (5)C7—C8—C13—C12−179.3 (9)
O10—Pb1—O5—S2−110.6 (5)O6—S2—C14—C152.0 (8)
O11—Pb1—O5—S2175.1 (6)O7—S2—C14—C15122.4 (7)
O12—Pb1—O5—S2107.6 (5)O5—S2—C14—C15−119.4 (7)
O13—Pb1—O5—S244.4 (5)O6—S2—C14—C19−173.9 (7)
O1—Pb1—O5—S2−159.1 (4)O7—S2—C14—C19−53.6 (8)
O2—Pb1—O5—S2−21.5 (9)O5—S2—C14—C1964.7 (8)
Pb1—O2—S1—O3131.0 (4)C19—C14—C15—C162.1 (13)
Pb1—O2—S1—O14.1 (5)S2—C14—C15—C16−173.9 (7)
Pb1—O2—S1—C1−112.2 (3)C14—C15—C16—C17−1.1 (14)
Pb1—O1—S1—O2−4.3 (5)C20—N2—C17—C18−151.5 (9)
Pb1—O1—S1—O3−132.3 (4)C20—N2—C17—C1634.4 (13)
Pb1—O1—S1—C1112.1 (3)C15—C16—C17—C18−0.4 (13)
Pb1—O5—S2—O624.2 (7)C15—C16—C17—N2173.7 (8)
Pb1—O5—S2—O7−103.3 (5)N2—C17—C18—C19−173.4 (8)
Pb1—O5—S2—C14142.0 (5)C16—C17—C18—C190.9 (14)
O2—S1—C1—C2−63.3 (8)C17—C18—C19—C140.0 (14)
O3—S1—C1—C258.5 (9)C15—C14—C19—C18−1.5 (13)
O1—S1—C1—C2178.2 (7)S2—C14—C19—C18174.5 (7)
O2—S1—C1—C6116.0 (8)C17—N2—C20—C21−172.0 (8)
O3—S1—C1—C6−122.1 (8)N2—C20—C21—C26−179.7 (9)
O1—S1—C1—C6−2.5 (9)N2—C20—C21—C221.6 (14)
C6—C1—C2—C30.1 (14)C26—C21—C22—O8178.5 (8)
S1—C1—C2—C3179.4 (7)C20—C21—C22—O8−2.9 (13)
C1—C2—C3—C40.9 (14)C26—C21—C22—C23−1.2 (13)
C2—C3—C4—C5−2.6 (14)C20—C21—C22—C23177.4 (8)
C2—C3—C4—N1−178.4 (8)O8—C22—C23—C24−178.9 (9)
C7—N1—C4—C5148.1 (9)C21—C22—C23—C240.8 (14)
C7—N1—C4—C3−36.0 (13)C22—C23—C24—C250.0 (15)
C3—C4—C5—C63.4 (14)C23—C24—C25—C26−0.2 (15)
N1—C4—C5—C6179.4 (8)C24—C25—C26—C21−0.3 (15)
C2—C1—C6—C50.7 (14)C22—C21—C26—C251.0 (14)
S1—C1—C6—C5−178.7 (7)C20—C21—C26—C25−177.6 (9)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O4—H4···N10.821.902.626 (9)147
O4—H4···O4i0.822.592.897 (9)104
O8—H8···N20.821.882.611 (10)147
O8—H8···O8ii0.822.602.933 (9)106
O9—H9A···O60.852.042.781 (11)146
O9—H9B···O5iii0.852.172.911 (9)146
O10—H10A···O6iv0.852.122.914 (9)156
O10—H10B···O7iii0.851.942.771 (9)167
O11—H11A···O3v0.852.072.883 (11)162
O11—H11B···O7iv0.852.062.772 (9)141
O12—H12A···O3v0.852.032.841 (13)159
O12—H12B···O2vi0.852.082.922 (11)170
O13—H13A···O2vi0.852.543.287 (13)148
O13—H13B···O1vii0.852.232.867 (11)132
C6—H6···O10.932.522.898 (10)104
C15—H15···O60.932.522.907 (10)105

Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x, −y+2, −z+2; (iii) x, −y+1/2, z−3/2; (iv) x, y−1, z; (v) x, −y−1/2, z−1/2; (vi) x, −y+1/2, z−1/2; (vii) x, y+1, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: AT2722).

References

  • Bruker (2000). SMART, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
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  • Tai, X.-S., Feng, Y.-M. & Kong, F.-Y. (2008). Acta Cryst. E64, o750. [PMC free article] [PubMed]
  • Tai, X. S., Yin, J. & Feng, Y. M. (2007). Z. Kristallogr. New Cryst. Struct.222, 343–344.
  • Tai, X. S., Yin, J. & Kong, F. Y. (2007). Z. Kristallogr. New Cryst. Struct.222, 401–402.
  • Tai, X.-S., Yin, X.-H., Tan, M.-Y. & Li, Y.-Z. (2003). Acta Cryst. E59, o681–o682.
  • Xi-Shi, T. & Yi-Min, F. (2008). Acta Cryst. E64, o707. [PMC free article] [PubMed]

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