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

Tai, X.-S.; Feng, Y.-M.; Liang, Z.-P.

doi:10.1107/S1600536809004541

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 65| Part 3| March 2009| Pages m275-m276

doi:10.1107/S1600536809004541

Open

access

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

Xi-Shi Tai,^a ^* Yi-Min Feng ^a and Zu-Pei Liang ^a

^aDepartment of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China
^*Correspondence e-mail: taixishi@lzu.edu.cn

(Received 4 February 2009; accepted 8 February 2009; online 13 February 2009)

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 , 2008 ); Tai, Yin & Feng (2007 ); Tai, Yin & Kong (2007 ); Xi-Shi & Yi-Min (2008 ).

Experimental

Crystal data

[Pb(C₁₃H₁₀NO₄S)₂(H₂O)₅]
M_r = 849.83
Monoclinic, P 2₁ /c
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 ) 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[F² > 2σ(F²)] = 0.051
wR(F²) = 0.129
S = 1.09
5264 reflections
397 parameters
H-atom parameters constrained
Δρ_max = 1.95 e Å⁻³
Δρ_min = −4.10 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Pb1—O9	2.523 (7)
Pb1—O5	2.531 (6)
Pb1—O10	2.534 (7)
Pb1—O11	2.576 (7)
Pb1—O12	2.702 (7)
Pb1—O13	2.713 (8)
Pb1—O1	2.761 (8)
Pb1—O2	2.882 (8)

S1—O1—Pb1	102.3 (4)
S1—O2—Pb1	97.8 (4)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4⋯N1	0.82	1.90	2.626 (9)	147
O4—H4⋯O4ⁱ	0.82	2.59	2.897 (9)	104
O8—H8⋯N2	0.82	1.88	2.611 (10)	147
O8—H8⋯O8ⁱⁱ	0.82	2.60	2.933 (9)	106
O9—H9A⋯O6	0.85	2.04	2.781 (11)	146
O9—H9B⋯O5ⁱⁱⁱ	0.85	2.17	2.911 (9)	146
O10—H10A⋯O6^iv	0.85	2.12	2.914 (9)	156
O10—H10B⋯O7ⁱⁱⁱ	0.85	1.94	2.771 (9)	167
O11—H11A⋯O3^v	0.85	2.07	2.883 (11)	162
O11—H11B⋯O7^iv	0.85	2.06	2.772 (9)	141
O12—H12A⋯O3^v	0.85	2.03	2.841 (13)	159
O12—H12B⋯O2^vi	0.85	2.08	2.922 (11)	170
O13—H13A⋯O2^vi	0.85	2.54	3.287 (13)	148
O13—H13B⋯O1^vii	0.85	2.23	2.867 (11)	132
C6—H6⋯O1	0.93	2.52	2.898 (10)	104
C15—H15⋯O6	0.93	2.52	2.907 (10)	105
Symmetry codes: (i) -x+1, -y+1, -z+2; (ii) -x, -y+2, -z+2; (iii) $[x, -y+{\script{1\over 2}}, z-{\script{3\over 2}}]$ ; (iv) x, y-1, z; (v) $[x, -y-{\script{1\over 2}}, z-{\script{1\over 2}}]$ ; (vi) $[x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ ; (vii) x, y+1, z.

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

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

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

checkCIF report

Comment top

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).

Related literature top

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

Experimental top

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.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

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

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

Crystal data top

[Pb(C₁₃H₁₀NO₄S)₂(H₂O)₅]	F(000) = 1672
M_r = 849.83	D_x = 1.882 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7854 reflections
a = 35.618 (4) Å	θ = 2.3–28.2°
b = 7.3407 (10) Å	µ = 5.83 mm⁻¹
c = 11.6218 (18) Å	T = 298 K
β = 99.146 (2)°	Block, colourless
V = 3000.0 (7) Å³	0.50 × 0.40 × 0.38 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	5264 independent reflections
Radiation source: fine-focus sealed tube	4635 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.045
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −38→42
T_min = 0.159, T_max = 0.215	k = −8→8
14411 measured reflections	l = −12→13

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.129	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0518P)² + 32.8197P] where P = (F_o² + 2F_c²)/3
5264 reflections	(Δ/σ)_max = 0.001
397 parameters	Δρ_max = 1.95 e Å⁻³
0 restraints	Δρ_min = −4.10 e Å⁻³

Crystal data top

[Pb(C₁₃H₁₀NO₄S)₂(H₂O)₅]	V = 3000.0 (7) Å³
M_r = 849.83	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 35.618 (4) Å	µ = 5.83 mm⁻¹
b = 7.3407 (10) Å	T = 298 K
c = 11.6218 (18) Å	0.50 × 0.40 × 0.38 mm
β = 99.146 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	5264 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	4635 reflections with I > 2σ(I)
T_min = 0.159, T_max = 0.215	R_int = 0.045
14411 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.051	0 restraints
wR(F²) = 0.129	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0518P)² + 32.8197P] where P = (F_o² + 2F_c²)/3
5264 reflections	Δρ_max = 1.95 e Å⁻³
397 parameters	Δρ_min = −4.10 e Å⁻³

Special details top

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) top

	x	y	z	U_iso*/U_eq
Pb1	0.254090 (10)	0.60871 (5)	0.70033 (3)	0.02876 (13)
N1	0.4786 (2)	0.3808 (10)	0.7656 (6)	0.0272 (17)
N2	0.0183 (2)	0.8703 (10)	0.7901 (6)	0.0300 (18)
O1	0.29367 (18)	0.3019 (11)	0.6522 (7)	0.0485 (19)
O2	0.3039 (2)	0.5492 (12)	0.5314 (8)	0.059 (2)
O3	0.3111 (2)	0.2452 (14)	0.4657 (8)	0.071 (3)
O4	0.53202 (17)	0.4584 (10)	0.9417 (5)	0.0378 (16)
H4	0.5103	0.4481	0.9062	0.057*
O5	0.20067 (17)	0.7699 (8)	0.7789 (5)	0.0307 (14)
O6	0.18530 (18)	1.0295 (9)	0.6507 (5)	0.0316 (14)
O7	0.19465 (18)	1.0692 (9)	0.8588 (6)	0.0359 (15)
O8	−0.03384 (18)	0.9558 (10)	0.9153 (5)	0.0377 (16)
H8	−0.0123	0.9362	0.9013	0.057*
O9	0.2255 (3)	0.7960 (11)	0.5263 (6)	0.063 (2)
H9A	0.2062	0.8562	0.5397	0.076*
H9B	0.2194	0.7307	0.4658	0.076*
O10	0.2010 (2)	0.4078 (9)	0.5991 (5)	0.0408 (17)
H10A	0.2025	0.3012	0.6280	0.049*
H10B	0.2016	0.4010	0.5264	0.049*
O11	0.2377 (2)	0.3831 (9)	0.8548 (6)	0.0445 (18)
H11A	0.2571	0.3215	0.8837	0.053*
H11B	0.2202	0.3106	0.8253	0.053*
O12	0.3084 (2)	0.6237 (10)	0.8910 (6)	0.052 (2)
H12A	0.3089	0.5257	0.9302	0.062*
H12B	0.3046	0.7129	0.9344	0.062*
O13	0.2833 (2)	0.9472 (11)	0.7455 (8)	0.058 (2)
H13A	0.2818	0.9843	0.8139	0.069*
H13B	0.2740	1.0255	0.6951	0.069*
S1	0.31440 (6)	0.3667 (3)	0.56240 (19)	0.0272 (5)
S2	0.18201 (6)	0.9476 (3)	0.76156 (17)	0.0231 (4)
C1	0.3629 (2)	0.3685 (11)	0.6230 (7)	0.0237 (18)
C2	0.3894 (3)	0.4201 (13)	0.5545 (7)	0.028 (2)
H2	0.3812	0.4521	0.4771	0.034*
C3	0.4275 (2)	0.4250 (13)	0.5985 (7)	0.030 (2)
H3	0.4451	0.4616	0.5518	0.036*
C4	0.4396 (2)	0.3745 (12)	0.7138 (8)	0.0269 (19)
C5	0.4133 (2)	0.3274 (13)	0.7839 (7)	0.0269 (19)
H5	0.4215	0.2999	0.8620	0.032*
C6	0.3745 (2)	0.3204 (13)	0.7387 (7)	0.030 (2)
H6	0.3569	0.2843	0.7852	0.036*
C7	0.5050 (3)	0.3422 (13)	0.7080 (8)	0.029 (2)
H7	0.4983	0.3024	0.6315	0.035*
C8	0.5449 (2)	0.3570 (12)	0.7553 (7)	0.0233 (18)
C9	0.5573 (2)	0.4157 (12)	0.8698 (7)	0.0258 (19)
C10	0.5957 (2)	0.4223 (13)	0.9124 (7)	0.029 (2)
H10	0.6039	0.4594	0.9888	0.035*
C11	0.6218 (3)	0.3746 (13)	0.8431 (9)	0.035 (2)
H11	0.6476	0.3820	0.8725	0.042*
C12	0.6104 (3)	0.3158 (14)	0.7307 (8)	0.034 (2)
H12	0.6284	0.2837	0.6845	0.041*
C13	0.5724 (3)	0.3050 (12)	0.6873 (8)	0.029 (2)
H13	0.5647	0.2626	0.6118	0.035*
C14	0.1336 (2)	0.9073 (11)	0.7639 (7)	0.0232 (18)
C15	0.1065 (2)	0.9479 (12)	0.6678 (7)	0.0259 (19)
H15	0.1143	0.9861	0.5989	0.031*
C16	0.0686 (3)	0.9325 (13)	0.6734 (8)	0.029 (2)
H16	0.0507	0.9622	0.6088	0.035*
C17	0.0565 (2)	0.8722 (11)	0.7757 (7)	0.0233 (18)
C18	0.0838 (2)	0.8274 (13)	0.8711 (7)	0.0268 (19)
H18	0.0761	0.7855	0.9392	0.032*
C19	0.1220 (2)	0.8443 (13)	0.8661 (7)	0.0263 (19)
H19	0.1400	0.8139	0.9303	0.032*
C20	−0.0091 (3)	0.8373 (12)	0.7066 (8)	0.0279 (19)
H20	−0.0029	0.7985	0.6358	0.034*
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	−0.1062	0.9860	0.8915	0.037*
C24	−0.1247 (3)	0.9040 (13)	0.7285 (9)	0.035 (2)
H24	−0.1503	0.9207	0.7327	0.042*
C25	−0.1145 (3)	0.8408 (14)	0.6267 (9)	0.037 (2)
H25	−0.1330	0.8145	0.5628	0.045*
C26	−0.0766 (3)	0.8169 (13)	0.6208 (8)	0.032 (2)
H26	−0.0695	0.7736	0.5521	0.039*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pb1	0.0247 (2)	0.0297 (2)	0.03319 (19)	0.00055 (15)	0.00855 (13)	−0.00043 (15)
N1	0.024 (4)	0.032 (5)	0.024 (3)	0.000 (3)	0.000 (3)	0.001 (3)
N2	0.020 (4)	0.033 (5)	0.038 (4)	0.001 (3)	0.008 (3)	0.002 (3)
O1	0.020 (3)	0.059 (5)	0.068 (5)	0.004 (3)	0.010 (3)	0.007 (4)
O2	0.023 (4)	0.064 (6)	0.087 (6)	0.011 (4)	0.003 (4)	0.022 (5)
O3	0.022 (4)	0.099 (7)	0.086 (6)	0.004 (4)	−0.006 (4)	−0.060 (6)
O4	0.018 (3)	0.064 (5)	0.031 (3)	0.004 (3)	0.003 (3)	−0.007 (3)
O5	0.027 (3)	0.026 (3)	0.042 (3)	0.006 (3)	0.014 (3)	0.008 (3)
O6	0.033 (4)	0.029 (4)	0.035 (3)	0.000 (3)	0.014 (3)	0.010 (3)
O7	0.030 (4)	0.036 (4)	0.043 (4)	−0.004 (3)	0.010 (3)	−0.004 (3)
O8	0.024 (3)	0.060 (5)	0.030 (3)	−0.005 (3)	0.008 (3)	−0.008 (3)
O9	0.106 (7)	0.050 (5)	0.033 (4)	0.023 (5)	0.010 (4)	0.002 (4)
O10	0.053 (5)	0.037 (4)	0.029 (3)	−0.008 (3)	−0.004 (3)	0.005 (3)
O11	0.043 (4)	0.038 (4)	0.049 (4)	−0.008 (3)	−0.002 (3)	0.012 (3)
O12	0.061 (5)	0.046 (5)	0.044 (4)	−0.009 (4)	−0.005 (4)	−0.003 (3)
O13	0.054 (5)	0.040 (5)	0.076 (5)	−0.012 (4)	−0.001 (4)	−0.003 (4)
S1	0.0165 (10)	0.0292 (13)	0.0351 (11)	0.0024 (9)	0.0015 (9)	−0.0059 (9)
S2	0.0201 (10)	0.0231 (11)	0.0276 (10)	0.0001 (9)	0.0078 (8)	0.0026 (9)
C1	0.021 (4)	0.020 (5)	0.030 (4)	0.001 (4)	0.005 (3)	−0.007 (4)
C2	0.028 (5)	0.034 (5)	0.021 (4)	0.003 (4)	0.000 (4)	0.003 (4)
C3	0.019 (4)	0.040 (6)	0.031 (5)	−0.002 (4)	0.005 (4)	0.006 (4)
C4	0.021 (4)	0.024 (5)	0.034 (5)	−0.004 (4)	0.001 (4)	−0.003 (4)
C5	0.020 (4)	0.037 (5)	0.024 (4)	0.006 (4)	0.002 (3)	−0.001 (4)
C6	0.022 (5)	0.036 (5)	0.032 (5)	0.002 (4)	0.008 (4)	0.009 (4)
C7	0.029 (5)	0.028 (5)	0.029 (4)	−0.001 (4)	0.002 (4)	0.001 (4)
C8	0.019 (4)	0.021 (5)	0.029 (4)	0.003 (4)	−0.001 (3)	0.002 (3)
C9	0.021 (4)	0.029 (5)	0.028 (4)	0.000 (4)	0.008 (4)	0.004 (4)
C10	0.024 (5)	0.038 (6)	0.026 (4)	−0.004 (4)	0.003 (4)	0.000 (4)
C11	0.022 (5)	0.032 (6)	0.051 (6)	0.000 (4)	0.002 (4)	0.009 (4)
C12	0.022 (5)	0.040 (6)	0.044 (5)	0.006 (4)	0.013 (4)	0.001 (5)
C13	0.033 (5)	0.024 (5)	0.032 (5)	0.006 (4)	0.008 (4)	−0.002 (4)
C14	0.023 (4)	0.019 (4)	0.030 (4)	0.003 (4)	0.011 (3)	−0.002 (3)
C15	0.026 (5)	0.029 (5)	0.024 (4)	0.004 (4)	0.007 (3)	0.005 (4)
C16	0.025 (5)	0.031 (5)	0.030 (4)	−0.004 (4)	−0.005 (4)	0.002 (4)
C17	0.017 (4)	0.018 (5)	0.037 (5)	0.003 (3)	0.011 (4)	−0.002 (4)
C18	0.025 (5)	0.031 (5)	0.026 (4)	−0.004 (4)	0.008 (4)	0.004 (4)
C19	0.025 (5)	0.031 (5)	0.022 (4)	0.005 (4)	0.003 (3)	0.004 (4)
C20	0.031 (5)	0.024 (5)	0.030 (4)	0.003 (4)	0.010 (4)	0.000 (4)
C21	0.022 (4)	0.021 (5)	0.032 (4)	−0.001 (4)	0.007 (4)	0.004 (4)
C22	0.030 (5)	0.020 (5)	0.029 (4)	−0.006 (4)	0.006 (4)	0.001 (4)
C23	0.025 (5)	0.036 (5)	0.035 (5)	0.000 (4)	0.013 (4)	0.000 (4)
C24	0.027 (5)	0.030 (5)	0.050 (6)	−0.006 (4)	0.012 (4)	0.006 (4)
C25	0.036 (6)	0.033 (6)	0.042 (5)	−0.019 (5)	0.005 (4)	−0.003 (4)
C26	0.040 (6)	0.030 (5)	0.028 (4)	−0.004 (5)	0.008 (4)	−0.001 (4)

Geometric parameters (Å, º) top

Pb1—O9	2.523 (7)	C3—H3	0.9300
Pb1—O5	2.531 (6)	C4—C5	1.378 (12)
Pb1—O10	2.534 (7)	C5—C6	1.400 (12)
Pb1—O11	2.576 (7)	C5—H5	0.9300
Pb1—O12	2.702 (7)	C6—H6	0.9300
Pb1—O13	2.713 (8)	C7—C8	1.443 (12)
Pb1—O1	2.761 (8)	C7—H7	0.9300
Pb1—O2	2.882 (8)	C8—C9	1.402 (12)
N1—C7	1.268 (11)	C8—C13	1.407 (12)
N1—C4	1.426 (11)	C9—C10	1.380 (12)
N2—C20	1.284 (12)	C10—C11	1.369 (13)
N2—C17	1.398 (11)	C10—H10	0.9300
O1—S1	1.452 (7)	C11—C12	1.373 (14)
O2—S1	1.421 (9)	C11—H11	0.9300
O3—S1	1.425 (8)	C12—C13	1.370 (13)
O4—C9	1.358 (10)	C12—H12	0.9300
O4—H4	0.8200	C13—H13	0.9300
O5—S2	1.463 (6)	C14—C15	1.386 (12)
O6—S2	1.443 (6)	C14—C19	1.397 (12)
O7—S2	1.454 (7)	C15—C16	1.369 (12)
O8—C22	1.340 (10)	C15—H15	0.9300
O8—H8	0.8200	C16—C17	1.399 (12)
O9—H9A	0.8501	C16—H16	0.9300
O9—H9B	0.8500	C17—C18	1.392 (12)
O10—H10A	0.8500	C18—C19	1.377 (12)
O10—H10B	0.8500	C18—H18	0.9300
O11—H11A	0.8500	C19—H19	0.9300
O11—H11B	0.8501	C20—C21	1.422 (12)
O12—H12A	0.8500	C20—H20	0.9300
O12—H12B	0.8500	C21—C26	1.399 (12)
O13—H13A	0.8500	C21—C22	1.418 (12)
O13—H13B	0.8500	C22—C23	1.407 (12)
S1—C1	1.759 (9)	C23—C24	1.364 (13)
S2—C14	1.754 (9)	C23—H23	0.9300
C1—C2	1.379 (12)	C24—C25	1.372 (14)
C1—C6	1.388 (12)	C24—H24	0.9300
C2—C3	1.376 (12)	C25—C26	1.376 (14)
C2—H2	0.9300	C25—H25	0.9300
C3—C4	1.391 (12)	C26—H26	0.9300

O9—Pb1—O5	78.7 (2)	C4—C3—H3	120.5
O9—Pb1—O10	76.6 (3)	C5—C4—C3	120.2 (8)
O5—Pb1—O10	83.8 (2)	C5—C4—N1	117.8 (8)
O9—Pb1—O11	143.3 (3)	C3—C4—N1	121.9 (8)
O5—Pb1—O11	77.4 (2)	C4—C5—C6	120.6 (8)
O10—Pb1—O11	73.4 (2)	C4—C5—H5	119.7
O9—Pb1—O12	141.3 (3)	C6—C5—H5	119.7
O5—Pb1—O12	99.5 (2)	C1—C6—C5	118.6 (8)
O10—Pb1—O12	142.0 (2)	C1—C6—H6	120.7
O11—Pb1—O12	70.5 (2)	C5—C6—H6	120.7
O9—Pb1—O13	75.5 (3)	N1—C7—C8	123.3 (8)
O5—Pb1—O13	77.9 (2)	N1—C7—H7	118.4
O10—Pb1—O13	149.1 (2)	C8—C7—H7	118.4
O11—Pb1—O13	125.2 (2)	C9—C8—C13	118.2 (8)
O12—Pb1—O13	66.5 (2)	C9—C8—C7	121.8 (8)
O9—Pb1—O1	115.9 (2)	C13—C8—C7	119.9 (8)
O5—Pb1—O1	153.1 (2)	O4—C9—C10	119.1 (8)
O10—Pb1—O1	78.4 (2)	O4—C9—C8	121.0 (8)
O11—Pb1—O1	78.2 (2)	C10—C9—C8	119.8 (8)
O12—Pb1—O1	83.0 (2)	C11—C10—C9	120.4 (8)
O13—Pb1—O1	126.4 (2)	C11—C10—H10	119.8
O9—Pb1—O2	75.6 (2)	C9—C10—H10	119.8
O5—Pb1—O2	153.7 (2)	C10—C11—C12	121.0 (9)
O10—Pb1—O2	95.2 (2)	C10—C11—H11	119.5
O11—Pb1—O2	127.6 (2)	C12—C11—H11	119.5
O12—Pb1—O2	97.3 (2)	C13—C12—C11	119.5 (9)
O13—Pb1—O2	90.7 (3)	C13—C12—H12	120.2
O1—Pb1—O2	49.4 (2)	C11—C12—H12	120.2
C7—N1—C4	121.6 (7)	C12—C13—C8	121.0 (8)
C20—N2—C17	123.3 (8)	C12—C13—H13	119.5
S1—O1—Pb1	102.3 (4)	C8—C13—H13	119.5
S1—O2—Pb1	97.8 (4)	C15—C14—C19	119.6 (8)
C9—O4—H4	109.5	C15—C14—S2	120.7 (6)
S2—O5—Pb1	135.9 (3)	C19—C14—S2	119.5 (7)
C22—O8—H8	109.5	C16—C15—C14	120.7 (8)
Pb1—O9—H9A	111.8	C16—C15—H15	119.7
Pb1—O9—H9B	111.9	C14—C15—H15	119.7
H9A—O9—H9B	109.8	C15—C16—C17	120.3 (8)
Pb1—O10—H10A	111.0	C15—C16—H16	119.8
Pb1—O10—H10B	111.2	C17—C16—H16	119.8
H10A—O10—H10B	109.2	C18—C17—N2	118.2 (7)
Pb1—O11—H11A	110.9	C18—C17—C16	118.8 (8)
Pb1—O11—H11B	110.8	N2—C17—C16	122.7 (8)
H11A—O11—H11B	109.0	C19—C18—C17	121.0 (8)
Pb1—O12—H12A	110.9	C19—C18—H18	119.5
Pb1—O12—H12B	110.9	C17—C18—H18	119.5
H12A—O12—H12B	109.0	C18—C19—C14	119.5 (8)
Pb1—O13—H13A	113.2	C18—C19—H19	120.2
Pb1—O13—H13B	113.0	C14—C19—H19	120.2
H13A—O13—H13B	110.6	N2—C20—C21	124.2 (8)
O2—S1—O3	113.8 (6)	N2—C20—H20	117.9
O2—S1—O1	110.4 (5)	C21—C20—H20	117.9
O3—S1—O1	112.0 (5)	C26—C21—C22	118.6 (8)
O2—S1—C1	107.2 (4)	C26—C21—C20	121.1 (8)
O3—S1—C1	105.9 (4)	C22—C21—C20	120.3 (8)
O1—S1—C1	107.1 (4)	O8—C22—C23	119.6 (8)
O6—S2—O7	112.3 (4)	O8—C22—C21	121.9 (8)
O6—S2—O5	113.3 (4)	C23—C22—C21	118.5 (8)
O7—S2—O5	111.2 (4)	C24—C23—C22	120.4 (8)
O6—S2—C14	107.7 (4)	C24—C23—H23	119.8
O7—S2—C14	106.0 (4)	C22—C23—H23	119.8
O5—S2—C14	105.9 (4)	C23—C24—C25	122.0 (9)
C2—C1—C6	120.2 (8)	C23—C24—H24	119.0
C2—C1—S1	119.2 (7)	C25—C24—H24	119.0
C6—C1—S1	120.5 (7)	C24—C25—C26	118.8 (9)
C3—C2—C1	121.2 (8)	C24—C25—H25	120.6
C3—C2—H2	119.4	C26—C25—H25	120.6
C1—C2—H2	119.4	C25—C26—C21	121.7 (9)
C2—C3—C4	119.1 (8)	C25—C26—H26	119.1
C2—C3—H3	120.5	C21—C26—H26	119.1

O9—Pb1—O1—S1	41.2 (5)	C4—C5—C6—C1	−2.4 (14)
O5—Pb1—O1—S1	159.5 (3)	C4—N1—C7—C8	176.4 (8)
O10—Pb1—O1—S1	110.0 (4)	N1—C7—C8—C9	0.1 (14)
O11—Pb1—O1—S1	−174.8 (4)	N1—C7—C8—C13	177.6 (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—O4	1.1 (13)
O2—Pb1—O1—S1	2.6 (3)	C13—C8—C9—C10	0.4 (13)
O9—Pb1—O2—S1	−147.3 (5)	C7—C8—C9—C10	178.0 (8)
O5—Pb1—O2—S1	−158.9 (4)	O4—C9—C10—C11	178.0 (9)
O10—Pb1—O2—S1	−72.5 (4)	C8—C9—C10—C11	1.0 (14)
O11—Pb1—O2—S1	0.5 (5)	C9—C10—C11—C12	−1.3 (15)
O12—Pb1—O2—S1	71.5 (4)	C10—C11—C12—C13	0.1 (15)
O13—Pb1—O2—S1	137.9 (4)	C11—C12—C13—C8	1.4 (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—C15	2.0 (8)
O11—Pb1—O5—S2	175.1 (6)	O7—S2—C14—C15	122.4 (7)
O12—Pb1—O5—S2	107.6 (5)	O5—S2—C14—C15	−119.4 (7)
O13—Pb1—O5—S2	44.4 (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—C19	64.7 (8)
Pb1—O2—S1—O3	131.0 (4)	C19—C14—C15—C16	2.1 (13)
Pb1—O2—S1—O1	4.1 (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—C16	34.4 (13)
Pb1—O1—S1—C1	112.1 (3)	C15—C16—C17—C18	−0.4 (13)
Pb1—O5—S2—O6	24.2 (7)	C15—C16—C17—N2	173.7 (8)
Pb1—O5—S2—O7	−103.3 (5)	N2—C17—C18—C19	−173.4 (8)
Pb1—O5—S2—C14	142.0 (5)	C16—C17—C18—C19	0.9 (14)
O2—S1—C1—C2	−63.3 (8)	C17—C18—C19—C14	0.0 (14)
O3—S1—C1—C2	58.5 (9)	C15—C14—C19—C18	−1.5 (13)
O1—S1—C1—C2	178.2 (7)	S2—C14—C19—C18	174.5 (7)
O2—S1—C1—C6	116.0 (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—C22	1.6 (14)
C6—C1—C2—C3	0.1 (14)	C26—C21—C22—O8	178.5 (8)
S1—C1—C2—C3	179.4 (7)	C20—C21—C22—O8	−2.9 (13)
C1—C2—C3—C4	0.9 (14)	C26—C21—C22—C23	−1.2 (13)
C2—C3—C4—C5	−2.6 (14)	C20—C21—C22—C23	177.4 (8)
C2—C3—C4—N1	−178.4 (8)	O8—C22—C23—C24	−178.9 (9)
C7—N1—C4—C5	148.1 (9)	C21—C22—C23—C24	0.8 (14)
C7—N1—C4—C3	−36.0 (13)	C22—C23—C24—C25	0.0 (15)
C3—C4—C5—C6	3.4 (14)	C23—C24—C25—C26	−0.2 (15)
N1—C4—C5—C6	179.4 (8)	C24—C25—C26—C21	−0.3 (15)
C2—C1—C6—C5	0.7 (14)	C22—C21—C26—C25	1.0 (14)
S1—C1—C6—C5	−178.7 (7)	C20—C21—C26—C25	−177.6 (9)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···N1	0.82	1.90	2.626 (9)	147
O4—H4···O4ⁱ	0.82	2.59	2.897 (9)	104
O8—H8···N2	0.82	1.88	2.611 (10)	147
O8—H8···O8ⁱⁱ	0.82	2.60	2.933 (9)	106
O9—H9A···O6	0.85	2.04	2.781 (11)	146
O9—H9B···O5ⁱⁱⁱ	0.85	2.17	2.911 (9)	146
O10—H10A···O6^iv	0.85	2.12	2.914 (9)	156
O10—H10B···O7ⁱⁱⁱ	0.85	1.94	2.771 (9)	167
O11—H11A···O3^v	0.85	2.07	2.883 (11)	162
O11—H11B···O7^iv	0.85	2.06	2.772 (9)	141
O12—H12A···O3^v	0.85	2.03	2.841 (13)	159
O12—H12B···O2^vi	0.85	2.08	2.922 (11)	170
O13—H13A···O2^vi	0.85	2.54	3.287 (13)	148
O13—H13B···O1^vii	0.85	2.23	2.867 (11)	132
C6—H6···O1	0.93	2.52	2.898 (10)	104
C15—H15···O6	0.93	2.52	2.907 (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.

Experimental details

Crystal data
Chemical formula	[Pb(C₁₃H₁₀NO₄S)₂(H₂O)₅]
M_r	849.83
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	35.618 (4), 7.3407 (10), 11.6218 (18)
β (°)	99.146 (2)
V (Å³)	3000.0 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	5.83
Crystal size (mm)	0.50 × 0.40 × 0.38

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.159, 0.215
No. of measured, independent and observed [I > 2σ(I)] reflections	14411, 5264, 4635
R_int	0.045
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.051, 0.129, 1.09
No. of reflections	5264
No. of parameters	397
H-atom treatment	H-atom parameters constrained
	w = 1/[σ²(F_o²) + (0.0518P)² + 32.8197P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	1.95, −4.10

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Pb1—O9	2.523 (7)	Pb1—O12	2.702 (7)
Pb1—O5	2.531 (6)	Pb1—O13	2.713 (8)
Pb1—O10	2.534 (7)	Pb1—O1	2.761 (8)
Pb1—O11	2.576 (7)	Pb1—O2	2.882 (8)

S1—O1—Pb1	102.3 (4)	S1—O2—Pb1	97.8 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···N1	0.8200	1.9000	2.626 (9)	147.00
O4—H4···O4ⁱ	0.8200	2.5900	2.897 (9)	104.00
O8—H8···N2	0.8200	1.8800	2.611 (10)	147.00
O8—H8···O8ⁱⁱ	0.8200	2.6000	2.933 (9)	106.00
O9—H9A···O6	0.8500	2.0400	2.781 (11)	146.00
O9—H9B···O5ⁱⁱⁱ	0.8500	2.1700	2.911 (9)	146.00
O10—H10A···O6^iv	0.8500	2.1200	2.914 (9)	156.00
O10—H10B···O7ⁱⁱⁱ	0.8500	1.9400	2.771 (9)	167.00
O11—H11A···O3^v	0.8500	2.0700	2.883 (11)	162.00
O11—H11B···O7^iv	0.8500	2.0600	2.772 (9)	141.00
O12—H12A···O3^v	0.8500	2.0300	2.841 (13)	159.00
O12—H12B···O2^vi	0.8500	2.0800	2.922 (11)	170.00
O13—H13A···O2^vi	0.8500	2.5400	3.287 (13)	148.00
O13—H13B···O1^vii	0.8500	2.2300	2.867 (11)	132.00
C6—H6···O1	0.9300	2.5200	2.898 (10)	104.00
C15—H15···O6	0.9300	2.5200	2.907 (10)	105.00

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.

Acknowledgements

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.

References

Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tai, X.-S., Feng, Y.-M. & Kong, F.-Y. (2008). Acta Cryst. E64, o750. Web of Science CSD CrossRef IUCr Journals Google Scholar
Tai, X. S., Yin, J. & Feng, Y. M. (2007). Z. Kristallogr. New Cryst. Struct. 222, 343–344. CAS Google Scholar
Tai, X. S., Yin, J. & Kong, F. Y. (2007). Z. Kristallogr. New Cryst. Struct. 222, 401–402. CAS Google Scholar
Tai, X.-S., Yin, X.-H., Tan, M.-Y. & Li, Y.-Z. (2003). Acta Cryst. E59, o681–o682. Web of Science CSD CrossRef IUCr Journals Google Scholar
Xi-Shi, T. & Yi-Min, F. (2008). Acta Cryst. E64, o707. Web of Science CSD CrossRef IUCr Journals Google Scholar