Poly[[(2,2′-bipyridine)­(μ3-2-sulfonatobenzoato)lead(II)] dihydrate]

Yang, L.-Q.; Li, X.-H.

doi:10.1107/S1600536810005763

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 3| March 2010| Pages m310-m311

doi:10.1107/S1600536810005763

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Poly[[(2,2′-bipyridine)(μ₃-2-sulfonatobenzoato)lead(II)] dihydrate]

Li-Qing Yang ^a and Xin-Hua Li ^a ^*

^aCollege of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, People's Republic of China
^*Correspondence e-mail: lixinhua01@126.com

(Received 4 February 2010; accepted 11 February 2010; online 17 February 2010)

In the title compound, {[Pb(sbc)(bpy)]·2H₂O}_n [bpy is 2,2′-bipyridine (C₁₀H₈N₂) and sbc is the 2-sulfonatobenzoate dianion (C₇H₄O₅S)], the Pb^II ion is bonded to four O atoms including carboxylate and sulfonate from three sbc dianions, and two N atoms from a chelating 2,2′-bipyridine ligand. The sbc ligand acts as a μ₃-bridging ligand by one O atom of the sulfonate group and the two O atoms of the carboxylate. Of these two last O atoms, one builds up a dinuclear framework arranged around an inversion center whereas the second one links each dinuclear unit, forming a chain extending along the b axis. These polymeric chains are linked through O—H⋯O hydrogen bonds involving the water molecules, forming a layer parallel to (10 $[\overline{2}]$ ).

Related literature

For general background to lead coordination modes, see: Bridgewater & Parkin (2000 ); Cecconi et al. (2003 ); Taheri & Morsali (2006 ); Wang & Vittal (2003 ); Yin & Yu (2007 ); Foreman et al. (2000 ). For coordination based on sbc ligands, see: Xiao (2006 ); Xiao et al. (2005 , 2008 ); Ying et al. (2003 ); Li et al. (2008 ); Shi et al. (2007 ). For information on sulfonate geometry, see: Onoda et al. (2001 ).

Experimental

Crystal data

[Pb(C₇H₄O₅S)(C₁₀H₈N₂)]·2H₂O
M_r = 599.57
Monoclinic, P 2₁ /c
a = 15.3464 (11) Å
b = 6.9951 (5) Å
c = 17.2844 (12) Å
β = 96.629 (1)°
V = 1843.1 (2) Å³
Z = 4
Mo Kα radiation
μ = 9.31 mm⁻¹
T = 298 K
0.50 × 0.21 × 0.15 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2002 ) T_min = 0.11, T_max = 0.26
9382 measured reflections
3318 independent reflections
2944 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.058
S = 1.04
3318 reflections
253 parameters
H-atom parameters constrained
Δρ_max = 0.91 e Å⁻³
Δρ_min = −0.83 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6A⋯O4ⁱ	0.85	1.97	2.808 (5)	168
O6—H6B⋯O7ⁱⁱ	0.85	1.90	2.752 (6)	178
O7—H7A⋯O4	0.85	1.95	2.791 (5)	169
O7—H7B⋯O6	0.85	1.89	2.722 (6)	167
Symmetry codes: (i) x, y+1, z; (ii) $[-x, y+{\script{1\over 2}}, -z-{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009 ) and XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810005763/dn2537sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536810005763/dn2537Isup2.hkl

checkCIF report

Comment top

Lead(II) is capable of exhibiting variable coordination mode forming a range of coordination polymers and polynuclear complexes geometry (Wang & Vittal, 2003; Cecconi et al., 2003; Bridgewater et al., 2000, Ying et al., 2003; Taheri & Morsali, 2006; Yin & Yu, 2007). The absence of crystal field stabilisation energy effects also allows the Pb(II) cations to adopt a range of different coordination geometries not restricted to octahedral, tetrahedral or square planar (Foreman et al., 2000). Sbc is an interesting ligand with both carboxylate and sulfonate acting as potential coordinating groups. Some metal-organic coordinations based on Sbc ligand have been reported (Li et al., 2008, Xiao et al., 2005, Xiao et al., 2006, Xiao et al., 2008, Shi et al., 2007). Thus, we have selected the Pb-sbc system to extend our research and we present here the crystal structure of the title compound, [Pb(sbc)(bpy)]^.2H₂O (bpy is 2,2'-bipyridine and sbc is 2-sulfobenzenecarboxylate dianion), (I).

The Pb atom might be regarded as six or seven coordinates if the second carboxylate O atom is considered as weakly bonding to the metal as observed in the related compound (C₃₄ H₂₀ N₂ O₈ Pb2)n (Yin & Yu, 2007) (Fig. 1). The Pb1—O2(symmetry code: ), 3.045 \%A, is much longer than the 2.745 \%A reported in the related complex, but it is still shorter than the sum of the Van der Waals radii. The geometry around the metal might be described as highly distorted monocaped octahedron.

The sbc ligand acts as a µ₃-bridging ligands by one O atom of the sulfone group, and the two O atoms of the carboxylate. Of these two last O atoms, one is building a dinuclear framework arranged around inversion center whereas the second one is linking each dinuclear unit to form a chain developping along the b axis.(Fig.2).

Interestingly, the water molecules are intercalated between the polymeric chains and link these chains through O-H^···O hydrogen bonds to build up layers developping parallel to the (1 0 -2) plane (Table 1, Fig. 2).

The S-O distances within the sulfonate fall within the typical range observed for S-O bonds (Onoda et al., 2001). The similarity of the three S—O bond distances suggests that strong conjugation on sulfonate is predominant in (I).

Related literature top

For general background to lead coordination modes, see: Bridgewater & Parkin (2000); Cecconi et al. (2003); Taheri & Morsali (2006); Wang & Vittal (2003); Yin & Yu (2007); Foreman et al. (2000). For coordination based on sbc ligands, see: Xiao (2006); Xiao et al. (2005, 2008); Ying et al. (2003); Li et al. (2008); Shi et al. (2007). For information on sulfonate geometry, see: Onoda et al. (2001).

Experimental top

The title compound was synthesized by adding the DMF solution (10 ml) of 2,2'-bipyridine (0.03 g, 0.2 mmol) and 2,2'-dithiosalicylic acid (0.06 g, 0.2 mmol) dropwise to a stirred water solution (10 ml) of lead nitrate (0.07 g, 0.2 mmol) at 298 K temperature. Then the reaction mixture was filtered and the filtrate stood for about six weeks until the prism colorless crystals were obtained. The prism shaped crystals suitable for X-ray diffraction were collected by filtration, washed with water and ethanol and dried in air. The structure of (I) was determined by single crystal X-ray crystallography. Intensity data and unit-cell parameters for (I) were measured at 298 K on a Bruker Smart 1000 CCD diffractometer with graphite-monochromated Mo Kα radiation (λ=0.71073 Å) and a graphite monochromator using the ω-scan mode. All empirical absorption corrections were applied by using the SADABS program[Bruker, 2002]. The structure was solved by direct methods and refined on F² by full-matrix leastsquares using the SHELXL-97 program package[Bruker, 2002].

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. The coordination environment of lead (II) ion in (I) with the atom labeling scheme. Ellipsoids are drawn at the 30% probability level. Water molecules and H atoms have been omitted for clarity. [Symmetry codes: (i) x, y+1, z; (ii) -x+1, -y, -z; (iii) x, y-1, z]
	Fig. 2. View showing the O-H···O bond network built up by the water molecules intercalated between the polymeric chains. H atoms not involved in hydrogen bondings have been omitted for clarity.

Poly[[(2,2'-bipyridine)(µ₃-2-sulfonatobenzoato)lead(II)] dihydrate] top

Crystal data top

[Pb(C₇H₄O₅S)(C₁₀H₈N₂)]·2H₂O	F(000) = 1144
M_r = 599.57	D_x = 2.161 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3318 reflections
a = 15.3464 (11) Å	θ = 2.4–25.2°
b = 6.9951 (5) Å	µ = 9.31 mm⁻¹
c = 17.2844 (12) Å	T = 298 K
β = 96.629 (1)°	Prism, colorless
V = 1843.1 (2) Å³	0.50 × 0.21 × 0.15 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	3318 independent reflections
Radiation source: fine-focus sealed tube	2944 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
600 frames, delta ω = 2 dgr scans	θ_max = 25.2°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −18→13
T_min = 0.11, T_max = 0.26	k = −8→8
9382 measured reflections	l = −20→19

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.058	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0286P)²] where P = (F_o² + 2F_c²)/3
3318 reflections	(Δ/σ)_max = 0.001
253 parameters	Δρ_max = 0.91 e Å⁻³
0 restraints	Δρ_min = −0.83 e Å⁻³

Crystal data top

[Pb(C₇H₄O₅S)(C₁₀H₈N₂)]·2H₂O	V = 1843.1 (2) Å³
M_r = 599.57	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 15.3464 (11) Å	µ = 9.31 mm⁻¹
b = 6.9951 (5) Å	T = 298 K
c = 17.2844 (12) Å	0.50 × 0.21 × 0.15 mm
β = 96.629 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	3318 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2002)	2944 reflections with I > 2σ(I)
T_min = 0.11, T_max = 0.26	R_int = 0.029
9382 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	0 restraints
wR(F²) = 0.058	H-atom parameters constrained
S = 1.04	Δρ_max = 0.91 e Å⁻³
3318 reflections	Δρ_min = −0.83 e Å⁻³
253 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	0.402858 (9)	0.234749 (19)	−0.017420 (8)	0.03015 (7)
S1	0.25615 (7)	−0.17058 (17)	−0.11614 (6)	0.0407 (3)
O1	0.43147 (15)	−0.1252 (4)	0.00541 (15)	0.0333 (6)
O2	0.42527 (16)	−0.4252 (4)	0.04577 (16)	0.0393 (7)
O3	0.3148 (2)	−0.3281 (5)	−0.12513 (18)	0.0558 (8)
O4	0.1728 (2)	−0.1882 (5)	−0.16536 (18)	0.0566 (8)
O5	0.29504 (18)	0.0181 (4)	−0.12329 (15)	0.0503 (8)
N1	0.4155 (2)	0.1825 (5)	0.12289 (17)	0.0307 (7)
N2	0.2610 (2)	0.2622 (4)	0.0397 (2)	0.0351 (8)
C1	0.4933 (2)	0.1312 (5)	0.1606 (2)	0.0352 (9)
H1	0.5424	0.1327	0.1337	0.042*
C2	0.5031 (3)	0.0765 (6)	0.2376 (2)	0.0443 (10)
H2	0.5576	0.0398	0.2622	0.053*
C3	0.4304 (3)	0.0773 (6)	0.2774 (2)	0.0499 (11)
H3	0.4351	0.0400	0.3294	0.060*
C4	0.3511 (3)	0.1333 (6)	0.2399 (2)	0.0476 (11)
H4	0.3018	0.1355	0.2665	0.057*
C5	0.3442 (3)	0.1870 (5)	0.1619 (2)	0.0340 (9)
C6	0.2604 (3)	0.2435 (5)	0.1169 (3)	0.0382 (11)
C7	0.1840 (4)	0.2756 (6)	0.1507 (4)	0.0584 (15)
H7	0.1837	0.2637	0.2042	0.070*
C8	0.1089 (3)	0.3251 (8)	0.1042 (4)	0.0723 (17)
H8	0.0572	0.3459	0.1262	0.087*
C9	0.1097 (3)	0.3439 (7)	0.0258 (4)	0.0638 (15)
H9	0.0592	0.3776	−0.0063	0.077*
C10	0.1878 (3)	0.3116 (6)	−0.0047 (3)	0.0500 (12)
H10	0.1892	0.3248	−0.0581	0.060*
C11	0.3901 (3)	−0.2673 (5)	0.0288 (2)	0.0274 (9)
C12	0.2956 (3)	−0.2376 (4)	0.0411 (3)	0.0308 (9)
C13	0.2730 (3)	−0.2575 (5)	0.1167 (3)	0.0389 (11)
H13	0.3152	−0.2949	0.1568	0.047*
C14	0.1877 (3)	−0.2215 (6)	0.1319 (3)	0.0491 (13)
H14	0.1731	−0.2319	0.1825	0.059*
C15	0.1244 (3)	−0.1702 (6)	0.0723 (3)	0.0477 (11)
H15	0.0674	−0.1455	0.0829	0.057*
C16	0.1451 (2)	−0.1554 (6)	−0.0030 (3)	0.0412 (10)
H16	0.1019	−0.1232	−0.0431	0.049*
C17	0.2304 (2)	−0.1884 (5)	−0.0192 (2)	0.0316 (8)
O6	0.0809 (3)	0.4682 (6)	−0.1967 (3)	0.1033 (15)
H6A	0.1149	0.5621	−0.1834	0.155*
H6B	0.0420	0.5073	−0.2324	0.155*
O7	0.0420 (2)	0.0904 (6)	−0.1850 (2)	0.0793 (11)
H7A	0.0845	0.0127	−0.1844	0.119*
H7B	0.0594	0.2030	−0.1938	0.119*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pb1	0.02874 (11)	0.03411 (11)	0.02743 (11)	−0.00222 (5)	0.00244 (7)	0.00072 (6)
S1	0.0343 (5)	0.0518 (7)	0.0355 (6)	−0.0060 (5)	0.0012 (5)	−0.0130 (5)
O1	0.0276 (13)	0.0314 (15)	0.0411 (15)	−0.0041 (11)	0.0041 (12)	0.0006 (12)
O2	0.0319 (14)	0.0303 (16)	0.0554 (18)	0.0020 (11)	0.0035 (13)	−0.0029 (13)
O3	0.0476 (18)	0.063 (2)	0.058 (2)	0.0065 (16)	0.0098 (16)	−0.0280 (18)
O4	0.0419 (18)	0.078 (2)	0.0463 (19)	−0.0079 (16)	−0.0092 (15)	−0.0141 (17)
O5	0.0535 (17)	0.060 (2)	0.0376 (17)	−0.0182 (15)	0.0049 (14)	0.0002 (14)
N1	0.0368 (18)	0.0277 (17)	0.0291 (17)	−0.0016 (14)	0.0104 (14)	−0.0001 (14)
N2	0.0274 (18)	0.030 (2)	0.048 (2)	−0.0033 (12)	0.0056 (17)	−0.0017 (13)
C1	0.041 (2)	0.033 (2)	0.032 (2)	−0.0011 (17)	0.0041 (18)	−0.0015 (17)
C2	0.058 (3)	0.033 (2)	0.039 (3)	0.0010 (19)	−0.008 (2)	0.0034 (18)
C3	0.078 (3)	0.040 (3)	0.031 (2)	−0.006 (2)	0.008 (2)	0.0026 (18)
C4	0.066 (3)	0.043 (3)	0.039 (2)	−0.004 (2)	0.026 (2)	−0.002 (2)
C5	0.041 (2)	0.0252 (19)	0.038 (2)	−0.0063 (17)	0.0139 (19)	−0.0042 (17)
C6	0.040 (2)	0.023 (2)	0.054 (3)	−0.0020 (15)	0.014 (2)	−0.0020 (16)
C7	0.050 (3)	0.050 (3)	0.082 (4)	0.006 (2)	0.036 (3)	0.001 (2)
C8	0.046 (3)	0.054 (3)	0.123 (6)	0.009 (2)	0.036 (4)	−0.001 (4)
C9	0.035 (3)	0.039 (3)	0.116 (5)	0.004 (2)	0.004 (3)	−0.006 (3)
C10	0.036 (2)	0.039 (2)	0.073 (3)	0.001 (2)	−0.004 (2)	−0.004 (2)
C11	0.025 (2)	0.028 (2)	0.029 (2)	−0.0016 (14)	0.0022 (17)	−0.0058 (15)
C12	0.030 (2)	0.020 (2)	0.044 (3)	−0.0058 (13)	0.0117 (19)	−0.0062 (15)
C13	0.043 (3)	0.033 (3)	0.041 (3)	−0.0034 (16)	0.007 (2)	0.0032 (16)
C14	0.054 (3)	0.045 (3)	0.054 (3)	−0.008 (2)	0.031 (3)	−0.001 (2)
C15	0.034 (2)	0.043 (3)	0.069 (3)	−0.001 (2)	0.021 (2)	−0.004 (2)
C16	0.025 (2)	0.038 (2)	0.061 (3)	−0.0005 (17)	0.007 (2)	−0.004 (2)
C17	0.032 (2)	0.0246 (19)	0.039 (2)	0.0004 (16)	0.0069 (17)	−0.0022 (17)
O6	0.112 (3)	0.067 (3)	0.119 (4)	−0.020 (2)	−0.037 (3)	0.005 (2)
O7	0.056 (2)	0.075 (3)	0.105 (3)	0.0065 (18)	0.002 (2)	0.012 (2)

Geometric parameters (Å, º) top

Pb1—N1	2.438 (3)	C5—C6	1.477 (6)
Pb1—N2	2.499 (4)	C6—C7	1.387 (7)
Pb1—O1	2.579 (3)	C7—C8	1.371 (8)
Pb1—O2ⁱ	2.623 (3)	C7—H7	0.9300
Pb1—O1ⁱⁱ	2.640 (2)	C8—C9	1.362 (7)
S1—O3	1.442 (3)	C8—H8	0.9300
S1—O4	1.457 (3)	C9—C10	1.382 (6)
S1—O5	1.460 (3)	C9—H9	0.9300
S1—C17	1.770 (4)	C10—H10	0.9300
O1—C11	1.270 (4)	C11—C12	1.503 (5)
O1—Pb1ⁱⁱ	2.640 (2)	C12—C13	1.397 (7)
O2—C11	1.250 (4)	C12—C17	1.402 (6)
O2—Pb1ⁱⁱⁱ	2.623 (3)	C13—C14	1.389 (7)
N1—C1	1.341 (5)	C13—H13	0.9300
N1—C5	1.350 (5)	C14—C15	1.380 (7)
N2—C10	1.331 (6)	C14—H14	0.9300
N2—C6	1.343 (6)	C15—C16	1.379 (6)
C1—C2	1.377 (5)	C15—H15	0.9300
C1—H1	0.9300	C16—C17	1.388 (5)
C2—C3	1.376 (5)	C16—H16	0.9300
C2—H2	0.9300	O6—H6A	0.8533
C3—C4	1.369 (6)	O6—H6B	0.8532
C3—H3	0.9300	O7—H7A	0.8484
C4—C5	1.392 (5)	O7—H7B	0.8510
C4—H4	0.9300

N1—Pb1—N2	65.91 (11)	C4—C5—C6	123.1 (4)
N1—Pb1—O1	73.07 (9)	N2—C6—C7	120.3 (5)
N2—Pb1—O1	98.94 (8)	N2—C6—C5	116.4 (4)
N1—Pb1—O2ⁱ	74.35 (9)	C7—C6—C5	123.3 (5)
N2—Pb1—O2ⁱ	81.04 (9)	C8—C7—C6	119.3 (6)
O1—Pb1—O2ⁱ	144.08 (8)	C8—C7—H7	120.4
N1—Pb1—O1ⁱⁱ	85.01 (9)	C6—C7—H7	120.4
N2—Pb1—O1ⁱⁱ	150.00 (10)	C9—C8—C7	120.2 (5)
O1—Pb1—O1ⁱⁱ	63.85 (9)	C9—C8—H8	119.9
O2ⁱ—Pb1—O1ⁱⁱ	98.72 (7)	C7—C8—H8	119.9
O3—S1—O4	112.87 (19)	C8—C9—C10	118.2 (5)
O3—S1—O5	114.6 (2)	C8—C9—H9	120.9
O4—S1—O5	111.53 (19)	C10—C9—H9	120.9
O3—S1—C17	104.97 (19)	N2—C10—C9	122.2 (5)
O4—S1—C17	105.67 (19)	N2—C10—H10	118.9
O5—S1—C17	106.38 (17)	C9—C10—H10	118.9
C11—O1—Pb1	136.9 (2)	O2—C11—O1	123.2 (4)
C11—O1—Pb1ⁱⁱ	105.1 (2)	O2—C11—C12	119.1 (3)
Pb1—O1—Pb1ⁱⁱ	116.15 (9)	O1—C11—C12	117.6 (3)
C11—O2—Pb1ⁱⁱⁱ	132.2 (2)	C13—C12—C17	119.1 (4)
C1—N1—C5	119.4 (3)	C13—C12—C11	117.8 (4)
C1—N1—Pb1	119.2 (2)	C17—C12—C11	123.2 (4)
C5—N1—Pb1	121.1 (3)	C14—C13—C12	120.1 (5)
C10—N2—C6	119.8 (4)	C14—C13—H13	119.9
C10—N2—Pb1	120.6 (3)	C12—C13—H13	119.9
C6—N2—Pb1	119.4 (3)	C15—C14—C13	120.2 (4)
N1—C1—C2	122.4 (4)	C15—C14—H14	119.9
N1—C1—H1	118.8	C13—C14—H14	119.9
C2—C1—H1	118.8	C16—C15—C14	120.3 (4)
C3—C2—C1	118.5 (4)	C16—C15—H15	119.8
C3—C2—H2	120.7	C14—C15—H15	119.8
C1—C2—H2	120.7	C15—C16—C17	120.2 (4)
C4—C3—C2	119.5 (4)	C15—C16—H16	119.9
C4—C3—H3	120.3	C17—C16—H16	119.9
C2—C3—H3	120.3	C16—C17—C12	120.0 (4)
C3—C4—C5	120.0 (4)	C16—C17—S1	119.8 (3)
C3—C4—H4	120.0	C12—C17—S1	120.1 (3)
C5—C4—H4	120.0	H6A—O6—H6B	107.6
N1—C5—C4	120.1 (4)	H7A—O7—H7B	109.7
N1—C5—C6	116.7 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O4ⁱ	0.85	1.97	2.808 (5)	168
O6—H6B···O7^iv	0.85	1.90	2.752 (6)	178
O7—H7A···O4	0.85	1.95	2.791 (5)	169
O7—H7B···O6	0.85	1.89	2.722 (6)	167

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

Experimental details

Crystal data
Chemical formula	[Pb(C₇H₄O₅S)(C₁₀H₈N₂)]·2H₂O
M_r	599.57
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	15.3464 (11), 6.9951 (5), 17.2844 (12)
β (°)	96.629 (1)
V (Å³)	1843.1 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	9.31
Crystal size (mm)	0.50 × 0.21 × 0.15

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2002)
T_min, T_max	0.11, 0.26
No. of measured, independent and observed [I > 2σ(I)] reflections	9382, 3318, 2944
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.058, 1.04
No. of reflections	3318
No. of parameters	253
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.91, −0.83

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and XP in SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O4ⁱ	0.85	1.97	2.808 (5)	167.5
O6—H6B···O7ⁱⁱ	0.85	1.90	2.752 (6)	177.8
O7—H7A···O4	0.85	1.95	2.791 (5)	168.7
O7—H7B···O6	0.85	1.89	2.722 (6)	167.0

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

Acknowledgements

We acknowledge financial support by the National Natural Science Foundation of China (grant No. 20871095).

References

Bridgewater, B. & Parkin, G. (2000). Inorg. Chem. Commun. 3, 534–536. Web of Science CSD CrossRef CAS Google Scholar
Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Cecconi, F., Ghilardi, C. A., Midollini, S. & Orlandini, A. (2003). Inorg. Chem. Commun. 6, 546–548. Web of Science CSD CrossRef CAS Google Scholar
Foreman, M. R. S. J., Gelbrich, T., Hursthouse, M. B. & Plater, M. J. (2000). Inorg. Chem. Commun. 3, 234–238. Web of Science CrossRef CAS Google Scholar
Li, X., Wang, C. Y. & Hu, H. M. (2008). Inorg. Chem. Commun. 11, 345–348. Web of Science CrossRef CAS Google Scholar
Onoda, A., Yamada, Y., Doi, M., Okamura, T. & Ueyama, N. (2001). Inorg. Chem. 40, 516–521. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shi, W. F., Zhang, L., Shafaei-Fallah, M. & Rothenberger, A. (2007). Z. Anorg. Allg. Chem. 633, 2431–2434. Web of Science CSD CrossRef CAS Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Taheri, S. & Morsali, A. (2006). J. Coord. Chem. 59, 363–369. Web of Science CSD CrossRef CAS Google Scholar
Wang, X. B. & Vittal, J. J. (2003). Inorg. Chem. Commun. 6, 1074–1077. Web of Science CSD CrossRef CAS Google Scholar
Xiao, H.-P. (2006). Acta Cryst. E62, m1611–m1612. Web of Science CSD CrossRef IUCr Journals Google Scholar
Xiao, H.-P., Shi, Q. & Cheng, Y.-Q. (2005). Acta Cryst. E61, m907–m909. Web of Science CSD CrossRef IUCr Journals Google Scholar
Xiao, H. P., Wang, J. G., Morsali, A., Zhang, W. B. & Li, X. H. (2008). J. Coord. Chem. 61, 3703–3710. Web of Science CSD CrossRef CAS Google Scholar
Yin, Y.-B. & Yu, H.-X. (2007). Acta Cryst. E63, m2804. Web of Science CSD CrossRef IUCr Journals Google Scholar
Ying, S. M., Mao, J. G., Yang, B. P. & Sun, Z. M. (2003). Inorg. Chem. Commun. 6, 1319–1322. Web of Science CSD CrossRef CAS Google Scholar