Poly[(μ4-pyridine-2,3-dicarboxyl­ato)lead(II)]

Lush, S.F.; Shen, F.M.

doi:10.1107/S1600536811000419

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 67| Part 2| February 2011| Pages m163-m164

doi:10.1107/S1600536811000419

Open

access

Poly[(μ₄-pyridine-2,3-dicarboxylato)lead(II)]

Shie Fu Lush ^a and Fwu Ming Shen ^b ^*

^aDepartment of General Education Center, Yuanpei University, HsinChu 30015, Taiwan, and ^bDepartment of Biotechnology, Yuanpei University, HsinChu 30015, Taiwan
^*Correspondence e-mail: fmshen@mail.ypu.edu.tw

(Received 16 December 2010; accepted 5 January 2011; online 15 January 2011)

In the title coordination polymer, [Pb(C₇H₃NO₄)]_n, the Pb^II ion is eight-coordinated in a distorted square-antiprismatic geometry formed by one pyridine N atom and seven carboxylate O atoms from four pyridine-2,3-dicarboxylate (pda) anions. In the pda anion, the dihedral angles between the pyridine ring and carboxylate groups are 19.5 (6) and 73.3 (6)°. The carboxylate groups of the pda anions bridge the Pb ions, forming a two-dimensional coordination polymer parallel to (100). Weak intermolecular C—H⋯O hydrogen boning is present in the crystal structure.

Related literature

For the coordination modes of the pyridine-2,3-dicarboxylate anion, see: Aghabozorg et al. (2007 ); Baruah et al. (2007 ); Li et al. (2006 ). For the biological activity of pyridine-2,3-dicarboxylic acid, see: Xiang et al. (2006 ); Yang et al. (2006 ); Zhang et al. (2008 ). For the inert lone-pair effect, see: Liat et al. (1998 ). For longer Pb—O bonds, see: Mao et al. (2006 ); Yang et al. (2010 ).

Experimental

Crystal data

[Pb(C₇H₃NO₄)]
M_r = 372.30
Monoclinic, P 2₁ /c
a = 11.6943 (9) Å
b = 4.5392 (4) Å
c = 14.1636 (12) Å
β = 90.046 (2)°
V = 751.84 (11) Å³
Z = 4
Mo Kα radiation
μ = 22.42 mm⁻¹
T = 297 K
0.54 × 0.23 × 0.04 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.659, T_max = 1.000
4013 measured reflections
1484 independent reflections
1336 reflections with I > 2σ(I)
R_int = 0.125

Refinement

R[F² > 2σ(F²)] = 0.073
wR(F²) = 0.204
S = 1.13
1484 reflections
118 parameters
H-atom parameters constrained
Δρ_max = 4.56 e Å⁻³
Δρ_min = −5.06 e Å⁻³

Table 1
Selected bond lengths (Å)

Pb—N	2.651 (7)
Pb—O1ⁱ	2.816 (7)
Pb—O1ⁱⁱ	2.911 (6)
Pb—O2	2.592 (7)
Pb—O2ⁱ	2.566 (9)
Pb—O3ⁱⁱⁱ	2.397 (9)
Pb—O3ⁱⁱ	2.754 (9)
Pb—O4ⁱⁱ	2.845 (7)
Symmetry codes: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (iii) $[x, -y-{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C5—H5A⋯O3ⁱⁱⁱ	0.93	2.57	3.164 (13)	122
Symmetry code: (iii) $[x, -y-{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2000 ); cell refinement: SAINT (Bruker, 1999 ); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: PLATON (Spek, 2009 ); software used to prepare material for publication: PLATON.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811000419/xu5124sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811000419/xu5124Isup2.hkl

checkCIF report

Comment top

The pyridine-2,3-dicarboxylic acid (pdaH₂) is a typical chealated-form ligand. Its biological importance has been described in several literatures (Xiang et al., 2006; Yang et al., 2006; Zhang et al., 2008). Pda shows diverse coordination modes, such as monodentate (Baruah et al., 2007), µ₂-bridging (Aghabozorg et al., 2007), µ₃-bridging (Li et al., 2006). Here we describe the title compound in which the pda is a µ₄-bridging ligand (Fig. 1).

The structure of a coordination polymer [Pb(C₇H₃NO₄)]_n, the lead ion is eight-coordinated with a distorted square-antiprismatic geometry formed by one O-monodentate pda^-2 ligand, one N,O-bidentate pda^-2 ligand, one O,O'-bidentate pda^-2 ligand and one O,O',O''-tridentate pda^-2 ligand (Table 1). According to "inert-pair effect", the coordination number of Pb^II is variable, and the lengths of bonds to Pb^II vary in a wide range (Liat et al., 1998). Longer distance is observed between Pb and O1 (2.911 (6) Å); some long Pb—O weak bonds have also been reported in reported lead complexes (Mao et al., 2006; Yang et al., 2010). The carboxylate group of pda^-2ligand bridges four Pb^II ion forming a 2-D framework is constructed.

There are no classic intermolecular hydrogen-bonding in the title compound, but intermolecular C—H···O weak interaction (Table 2) and ring···metal interaction help to stabilize the crystal structure, the Cg3 (Pb/O1—O2—C6)···Pb interaction is 3.877 Å (symmetry code: 1 - x,-1/2 + y,3/2 - z).

Related literature top

For the coordination modes of the pyridine-2,3-dicarboxylate anion, see: Aghabozorg et al. (2007); Baruah et al. (2007); Li et al. (2006). For the biological activity of pyridine-2,3-dicarboxylic acid, see: Xiang et al. (2006); Yang et al. (2006); Zhang et al. (2008). For the inert-pair effect, see: Liat et al. (1998). For longer Pb—O bonds, see: Mao et al. (2006); Yang et al. (2010).

Experimental top

An aqueous solution (5 ml) containing Pb(NO₃)₂ (0.164 g, 0.50 mmol) and 1,2-bis(4-pyridyl)ethane (0.0934 g, 0.50 mmol) was added to an aqueous solution (5 ml) of pyridine-2,3-dicarboxylic acid (0.0838 g, 0.50 mmol), and the mixture was stirred for 30 minutes and then filtered. The solution was placed in a 23 ml Teflon-lined reactor, heated at 423 K for 3 days, then cooled slowly to room temperature. The colorless transparent single crystals of the title compound were obtained in 45.67% yield (based on Pb).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: PLATON (Spek, 2009).

Figures top

Fig. 1. View of the title compound with the atom numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level. H atoms have been omitted for clarity.[Symmetry codes: (i) -x + 1, y - 1/2, -z + 3/2; (ii) x, -y - 1/2, z + 1/2; (iii) x, -y + 1/2].

Poly[(µ₄-pyridine-2,3-dicarboxylato)lead(II)] top

Crystal data top

[Pb(C₇H₃NO₄)]	F(000) = 664
M_r = 372.30	D_x = 3.289 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2856 reflections
a = 11.6943 (9) Å	θ = 2.3–26.0°
b = 4.5392 (4) Å	µ = 22.42 mm⁻¹
c = 14.1636 (12) Å	T = 297 K
β = 90.046 (2)°	Parallelepiped, colorless
V = 751.84 (11) Å³	0.54 × 0.23 × 0.04 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	1484 independent reflections
Radiation source: fine-focus sealed tube	1336 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.125
Detector resolution: 9 pixels mm^-1	θ_max = 26.0°, θ_min = 1.7°
ω scan	h = −14→10
Absorption correction: multi-scan (SADABS; Bruker, 2001)	k = −5→5
T_min = 0.659, T_max = 1.000	l = −17→17
4013 measured reflections

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)] = 0.073	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.204	H-atom parameters constrained
S = 1.13	w = 1/[σ²(F_o²) + (0.1477P)²] where P = (F_o² + 2F_c²)/3
1484 reflections	(Δ/σ)_max = 0.001
118 parameters	Δρ_max = 4.56 e Å⁻³
0 restraints	Δρ_min = −5.06 e Å⁻³

Crystal data top

[Pb(C₇H₃NO₄)]	V = 751.84 (11) Å³
M_r = 372.30	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 11.6943 (9) Å	µ = 22.42 mm⁻¹
b = 4.5392 (4) Å	T = 297 K
c = 14.1636 (12) Å	0.54 × 0.23 × 0.04 mm
β = 90.046 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	1484 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	1336 reflections with I > 2σ(I)
T_min = 0.659, T_max = 1.000	R_int = 0.125
4013 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.073	0 restraints
wR(F²) = 0.204	H-atom parameters constrained
S = 1.13	Δρ_max = 4.56 e Å⁻³
1484 reflections	Δρ_min = −5.06 e Å⁻³
118 parameters

Special details top

Experimental. Elemental analysis: calculated for C₇H₃NO₄Pb: (Mr=372.29) C, 22.56; H, 0.81; N, 3.76%. Found:C,22.47; H, 0.89; N, 3.85%. IR data (cm^-1): 3429(s), 1602(s), 1579(s), 1551(s), 1459(w), 1385(s), 1276(w), 1236(w), 1105(m), 871(m), 825(m), 779(m), 711(s), 700(m), 660(m), 603(w), 534(w), 443(w).

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating -R-factor-obs 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
Pb	0.60762 (4)	0.01636 (10)	0.85892 (3)	0.0213 (3)
O1	0.6007 (6)	0.3400 (19)	0.5591 (4)	0.035 (2)
O2	0.5381 (7)	0.120 (2)	0.6883 (5)	0.037 (3)
O3	0.6905 (9)	−0.061 (2)	0.4106 (6)	0.032 (3)
O4	0.8222 (6)	0.2863 (17)	0.4294 (4)	0.038 (2)
N	0.7437 (6)	−0.1315 (19)	0.7170 (5)	0.024 (2)
C1	0.7208 (12)	−0.0178 (18)	0.6321 (9)	0.021 (4)
C2	0.7951 (11)	−0.058 (3)	0.5526 (9)	0.021 (3)
C3	0.8932 (8)	−0.216 (2)	0.5715 (6)	0.027 (3)
C4	0.9192 (9)	−0.325 (3)	0.6603 (7)	0.038 (4)
C5	0.8383 (9)	−0.288 (3)	0.7300 (6)	0.036 (3)
C6	0.6141 (8)	0.163 (3)	0.6231 (6)	0.023 (3)
C7	0.7687 (9)	0.068 (2)	0.4580 (7)	0.019 (3)
H3A	0.94410	−0.25180	0.52240	0.0320*
H4A	0.98820	−0.41980	0.67230	0.0450*
H5A	0.85060	−0.37490	0.78850	0.0430*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pb	0.0207 (5)	0.0242 (5)	0.0189 (5)	−0.0031 (1)	−0.0051 (3)	−0.0016 (1)
O1	0.035 (4)	0.045 (5)	0.026 (3)	0.015 (4)	0.007 (3)	0.012 (3)
O2	0.027 (4)	0.061 (6)	0.024 (3)	0.017 (5)	0.001 (3)	0.013 (4)
O3	0.039 (5)	0.031 (4)	0.027 (4)	0.006 (4)	−0.022 (4)	−0.013 (4)
O4	0.044 (4)	0.041 (5)	0.030 (3)	−0.007 (4)	−0.010 (3)	0.009 (3)
N	0.018 (4)	0.032 (5)	0.021 (3)	0.004 (3)	−0.003 (3)	0.004 (3)
C1	0.018 (7)	0.028 (6)	0.017 (6)	−0.002 (3)	0.000 (5)	−0.001 (3)
C2	0.006 (5)	0.037 (5)	0.021 (5)	0.002 (4)	−0.004 (4)	−0.010 (5)
C3	0.023 (5)	0.032 (6)	0.026 (4)	0.006 (4)	0.003 (4)	0.003 (4)
C4	0.029 (6)	0.054 (8)	0.031 (5)	0.018 (6)	−0.013 (4)	0.010 (5)
C5	0.041 (6)	0.046 (7)	0.021 (4)	0.009 (5)	−0.009 (4)	0.011 (4)
C6	0.018 (5)	0.031 (5)	0.021 (4)	0.006 (4)	−0.005 (3)	0.002 (4)
C7	0.008 (5)	0.030 (5)	0.019 (4)	0.006 (4)	−0.007 (4)	0.004 (4)

Geometric parameters (Å, º) top

Pb—N	2.651 (7)	N—C1	1.336 (14)
Pb—O1ⁱ	2.816 (7)	N—C5	1.327 (14)
Pb—O1ⁱⁱ	2.911 (6)	C1—C2	1.435 (18)
Pb—O2	2.592 (7)	C1—C6	1.499 (17)
Pb—O2ⁱ	2.566 (9)	C2—C3	1.379 (16)
Pb—O3ⁱⁱⁱ	2.397 (9)	C2—C7	1.489 (16)
Pb—O3ⁱⁱ	2.754 (9)	C3—C4	1.385 (14)
Pb—O4ⁱⁱ	2.845 (7)	C4—C5	1.378 (14)
O1—C6	1.221 (13)	C3—H3A	0.9300
O2—C6	1.297 (12)	C4—H4A	0.9300
O3—C7	1.276 (14)	C5—H5A	0.9300
O4—C7	1.240 (12)

O2—Pb—N	61.8 (2)	Pb^v—O1—C6	150.1 (7)
O1ⁱ—Pb—O2	99.5 (2)	Pb^iv—O1—Pb^v	111.3 (2)
O2—Pb—O2ⁱ	71.1 (3)	Pb—O2—C6	118.5 (6)
O2—Pb—O3ⁱⁱⁱ	124.6 (3)	Pb—O2—Pb^iv	125.3 (3)
O1ⁱⁱ—Pb—O2	149.2 (2)	Pb^iv—O2—C6	99.5 (7)
O2—Pb—O3ⁱⁱ	101.2 (3)	Pb^vi—O3—C7	147.7 (8)
O2—Pb—O4ⁱⁱ	123.1 (2)	Pb^v—O3—C7	88.8 (6)
O2—Pb—C7ⁱⁱ	121.1 (3)	Pb^vi—O3—Pb^v	123.4 (4)
O1ⁱ—Pb—N	139.5 (2)	Pb^v—O4—C7	85.5 (6)
O2ⁱ—Pb—N	91.4 (2)	Pb—N—C1	117.7 (7)
O3ⁱⁱⁱ—Pb—N	76.7 (3)	Pb—N—C5	122.1 (6)
O1ⁱⁱ—Pb—N	144.3 (2)	C1—N—C5	119.9 (9)
O3ⁱⁱ—Pb—N	102.6 (3)	N—C1—C2	122.4 (11)
O4ⁱⁱ—Pb—N	79.4 (2)	N—C1—C6	117.0 (10)
N—Pb—C7ⁱⁱ	97.8 (3)	C2—C1—C6	120.5 (10)
O1ⁱ—Pb—O2ⁱ	48.2 (2)	C1—C2—C3	114.7 (11)
O1ⁱ—Pb—O3ⁱⁱⁱ	88.8 (3)	C1—C2—C7	122.2 (11)
O1ⁱ—Pb—O1ⁱⁱ	68.73 (19)	C3—C2—C7	123.1 (10)
O1ⁱ—Pb—O3ⁱⁱ	116.7 (3)	C2—C3—C4	123.0 (10)
O1ⁱ—Pb—O4ⁱⁱ	135.08 (17)	C3—C4—C5	117.2 (10)
O1ⁱ—Pb—C7ⁱⁱ	121.8 (2)	N—C5—C4	122.6 (9)
O2ⁱ—Pb—O3ⁱⁱⁱ	75.1 (3)	O1—C6—O2	122.7 (10)
O1ⁱⁱ—Pb—O2ⁱ	113.1 (2)	O1—C6—C1	122.0 (9)
O2ⁱ—Pb—O3ⁱⁱ	158.7 (3)	O2—C6—C1	115.3 (10)
O2ⁱ—Pb—O4ⁱⁱ	153.8 (2)	O3—C7—O4	123.8 (9)
O2ⁱ—Pb—C7ⁱⁱ	167.3 (2)	O3—C7—C2	116.4 (9)
O1ⁱⁱ—Pb—O3ⁱⁱⁱ	84.7 (3)	Pb^v—C7—O3	66.1 (6)
O3ⁱⁱⁱ—Pb—O3ⁱⁱ	123.4 (3)	O4—C7—C2	119.8 (9)
O3ⁱⁱⁱ—Pb—O4ⁱⁱ	78.9 (3)	Pb^v—C7—O4	70.3 (5)
O3ⁱⁱⁱ—Pb—C7ⁱⁱ	98.4 (3)	Pb^v—C7—C2	142.1 (7)
O1ⁱⁱ—Pb—O3ⁱⁱ	63.3 (2)	C2—C3—H3A	119.00
O1ⁱⁱ—Pb—O4ⁱⁱ	67.22 (18)	C4—C3—H3A	118.00
O1ⁱⁱ—Pb—C7ⁱⁱ	54.8 (2)	C3—C4—H4A	121.00
O3ⁱⁱ—Pb—O4ⁱⁱ	46.7 (3)	C5—C4—H4A	121.00
O3ⁱⁱ—Pb—C7ⁱⁱ	25.1 (3)	N—C5—H5A	119.00
O4ⁱⁱ—Pb—C7ⁱⁱ	24.2 (2)	C4—C5—H5A	119.00
Pb^iv—O1—C6	89.5 (6)

N—Pb—O2—C6	−27.3 (8)	O2—Pb—O4ⁱⁱ—C7ⁱⁱ	93.1 (6)
N—Pb—O2—Pb^iv	−155.1 (5)	N—Pb—O4ⁱⁱ—C7ⁱⁱ	138.9 (6)
O1ⁱ—Pb—O2—C6	−169.0 (9)	O2—Pb—C7ⁱⁱ—O3ⁱⁱ	41.3 (7)
O1ⁱ—Pb—O2—Pb^iv	63.2 (4)	O2—Pb—C7ⁱⁱ—O4ⁱⁱ	−102.4 (5)
O2ⁱ—Pb—O2—C6	−129.5 (9)	O2—Pb—C7ⁱⁱ—C2ⁱⁱ	144.2 (11)
O2ⁱ—Pb—O2—Pb^iv	102.7 (4)	N—Pb—C7ⁱⁱ—O3ⁱⁱ	102.9 (6)
O3ⁱⁱⁱ—Pb—O2—C6	−73.9 (10)	N—Pb—C7ⁱⁱ—O4ⁱⁱ	−40.7 (6)
O3ⁱⁱⁱ—Pb—O2—Pb^iv	158.3 (4)	N—Pb—C7ⁱⁱ—C2ⁱⁱ	−154.2 (12)
O1ⁱⁱ—Pb—O2—C6	126.9 (9)	Pb^v—O1—C6—O2	−131.7 (11)
O1ⁱⁱ—Pb—O2—Pb^iv	−0.9 (7)	Pb^iv—O1—C6—C1	−175.5 (10)
O3ⁱⁱ—Pb—O2—C6	71.1 (9)	Pb^iv—O1—C6—O2	3.8 (11)
O3ⁱⁱ—Pb—O2—Pb^iv	−56.7 (4)	Pb^v—O1—C6—C1	49.0 (19)
O4ⁱⁱ—Pb—O2—C6	25.9 (10)	Pb^iv—O2—C6—C1	175.1 (8)
O4ⁱⁱ—Pb—O2—Pb^iv	−101.9 (4)	Pb—O2—C6—C1	36.0 (13)
C7ⁱⁱ—Pb—O2—C6	54.5 (10)	Pb—O2—C6—O1	−143.4 (9)
C7ⁱⁱ—Pb—O2—Pb^iv	−73.3 (5)	Pb^iv—O2—C6—O1	−4.2 (12)
O2—Pb—N—C1	15.4 (7)	Pb^vi—O3—C7—O4	136.7 (11)
O2—Pb—N—C5	−171.4 (9)	Pb^v—O3—C7—O4	−42.2 (10)
O1ⁱ—Pb—N—C1	85.5 (8)	Pb^vi—O3—C7—C2	−43.1 (19)
O1ⁱ—Pb—N—C5	−101.3 (8)	Pb^v—O3—C7—C2	138.0 (9)
O2ⁱ—Pb—N—C1	83.0 (7)	Pb^vi—O3—C7—Pb^v	178.9 (15)
O2ⁱ—Pb—N—C5	−103.8 (9)	Pb^v—O4—C7—O3	40.7 (10)
O3ⁱⁱⁱ—Pb—N—C1	157.4 (8)	Pb^v—O4—C7—C2	−139.5 (9)
O3ⁱⁱⁱ—Pb—N—C5	−29.4 (9)	C5—N—C1—C2	0.1 (16)
O1ⁱⁱ—Pb—N—C1	−142.1 (7)	Pb—N—C1—C2	173.5 (8)
O1ⁱⁱ—Pb—N—C5	31.1 (10)	Pb—N—C1—C6	−5.1 (12)
O3ⁱⁱ—Pb—N—C1	−80.8 (7)	C1—N—C5—C4	4.1 (17)
O3ⁱⁱ—Pb—N—C5	92.4 (9)	C5—N—C1—C6	−178.5 (10)
O4ⁱⁱ—Pb—N—C1	−121.6 (7)	Pb—N—C5—C4	−169.0 (9)
O4ⁱⁱ—Pb—N—C5	51.6 (8)	C6—C1—C2—C3	176.8 (10)
C7ⁱⁱ—Pb—N—C1	−105.8 (7)	N—C1—C2—C3	−1.7 (16)
C7ⁱⁱ—Pb—N—C5	67.4 (9)	N—C1—C2—C7	179.7 (10)
O2—Pb—O1ⁱ—C6ⁱ	51.7 (7)	C6—C1—C2—C7	−1.9 (17)
O2—Pb—O1ⁱ—Pb^vii	−150.3 (3)	N—C1—C6—O1	159.4 (10)
N—Pb—O1ⁱ—C6ⁱ	−5.4 (8)	N—C1—C6—O2	−20.0 (15)
N—Pb—O1ⁱ—Pb^vii	152.5 (3)	C2—C1—C6—O1	−19.2 (17)
O2—Pb—O2ⁱ—Pbⁱ	14.6 (4)	C2—C1—C6—O2	161.5 (10)
O2—Pb—O2ⁱ—C6ⁱ	−120.6 (7)	C1—C2—C3—C4	−0.7 (17)
N—Pb—O2ⁱ—Pbⁱ	−44.8 (4)	C7—C2—C3—C4	177.9 (11)
N—Pb—O2ⁱ—C6ⁱ	179.9 (7)	C1—C2—C7—O3	−74.7 (15)
O2—Pb—O3ⁱⁱⁱ—C7ⁱⁱⁱ	136.3 (13)	C1—C2—C7—O4	105.5 (13)
N—Pb—O3ⁱⁱⁱ—C7ⁱⁱⁱ	95.1 (14)	C1—C2—C7—Pb^v	10 (2)
O2—Pb—O1ⁱⁱ—Pb^vii	72.2 (6)	C3—C2—C7—O3	106.7 (13)
O2—Pb—O1ⁱⁱ—C6ⁱⁱ	−59.0 (14)	C3—C2—C7—O4	−73.0 (15)
N—Pb—O1ⁱⁱ—Pb^vii	−149.1 (3)	C3—C2—C7—Pb^v	−168.9 (8)
N—Pb—O1ⁱⁱ—C6ⁱⁱ	79.8 (14)	C2—C3—C4—C5	4.5 (18)
O2—Pb—O3ⁱⁱ—C7ⁱⁱ	−144.8 (6)	C3—C4—C5—N	−6.3 (18)
N—Pb—O3ⁱⁱ—C7ⁱⁱ	−81.6 (6)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5A···O3ⁱⁱⁱ	0.93	2.57	3.164 (13)	122

Symmetry code: (iii) x, −y−1/2, z+1/2.

Experimental details

Crystal data
Chemical formula	[Pb(C₇H₃NO₄)]
M_r	372.30
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	297
a, b, c (Å)	11.6943 (9), 4.5392 (4), 14.1636 (12)
β (°)	90.046 (2)
V (Å³)	751.84 (11)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	22.42
Crystal size (mm)	0.54 × 0.23 × 0.04

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.659, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	4013, 1484, 1336
R_int	0.125
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.073, 0.204, 1.13
No. of reflections	1484
No. of parameters	118
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	4.56, −5.06

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 1999), SHELXTL (Sheldrick, 2008), PLATON (Spek, 2009).

Selected bond lengths (Å) top

Pb—N	2.651 (7)	Pb—O2ⁱ	2.566 (9)
Pb—O1ⁱ	2.816 (7)	Pb—O3ⁱⁱⁱ	2.397 (9)
Pb—O1ⁱⁱ	2.911 (6)	Pb—O3ⁱⁱ	2.754 (9)
Pb—O2	2.592 (7)	Pb—O4ⁱⁱ	2.845 (7)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5A···O3ⁱⁱⁱ	0.93	2.57	3.164 (13)	122

Symmetry code: (iii) x, −y−1/2, z+1/2.

Acknowledgements

This work was supported financially by Yuanpei University, Taiwan.

References

Aghabozorg, H., Daneshvar, S., Motyeian, E., Ghadermazi, M. & Attar Gharamaleki, J. (2007). Acta Cryst. E63, m2468–m2469. Web of Science CSD CrossRef IUCr Journals Google Scholar
Baruah, A. M., Karmakar, A. & Baruah, J. B. (2007). Polyhedron, 26, 4518–4524. Web of Science CSD CrossRef CAS Google Scholar
Bruker (1999). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2000). SMART. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Li, M., Xiang, J.-F., Yuan, L.-J., Wu, S.-M., Chen, S.-P. & Sun, J.-T. (2006). Cryst. Growth Des. 6, 2036–2040. Web of Science CSD CrossRef CAS Google Scholar
Liat, S. L., Glusker, J. P. & Bock, C. W. (1998). Inorg. Chem. 37, 1853–1867. Google Scholar
Mao, J.-G., Wang, Z. & Gearfield, A. (2006). Inorg. Chem. 41, 6106–6111. Web of Science CSD CrossRef Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Xiang, J.-F., Li, M., Wu, S.-M., Yuan, L.-J. & Sun, J.-T. (2006). Acta Cryst. E62, m1122–m1123. Web of Science CSD CrossRef IUCr Journals Google Scholar
Yang, J., Dai, J. & Wang, X. (2010). Acta Cryst. E66, m1686. Web of Science CSD CrossRef IUCr Journals Google Scholar
Yang, H., Zhang, Z.-H., Guo, J.-H. & Lu, Y.-C. (2006). Chin. J. Struct. Chem. 25, 689–693. CAS Google Scholar
Zhang, C.-X., Ma, C.-B., Wang, M. & Chen, C.-N. (2008). Chin. J. Struct. Chem. 27, 1370–1374. CAS Google Scholar