catena-Poly[[(benzoato-κO,O')(2,2'-bipyridine-κN,N')lead(II)]-μ(3)-nitrato-κO:O,O':O''].

In the title coordination polymer, [Pb(C(7)H(5)O(2))(NO(3))(C(10)H(8)N(2))](n), the Pb(II) ion is eight-coordinated by two N atoms from one 2,2'-bipyridine ligand, two O atoms from one benzoate anion and four O atoms from three nitrate groups (one chelating, two bridging) in a distorted dodecahedral geometry. Adjacent Pb(II) ions are linked by bridging nitrate O atoms through the central Pb(2)O(2) and Pb(2)O(4)N(2) cores, resulting in an infinite chain structure along the b axis. The crystal structure is stabilized by π-π stacking inter-actions between 2,2'-bipyridine and benzoate ligands belonging to neighboring chains, with shortest centroid-centroid distances of 3.685 (8) and 3.564 (8) Å.

Related literature

For applications of complexes containing Pb(II), see: Fan & Zhu (2006 ▶); Hamilton et al. (2004 ▶); Alvarado et al. (2005 ▶). For the use of aromatic carboxyl­ate and 2,2′-bipyridine-like ligands in the preparation of metal-organic complexes, see: Wang et al. (2006 ▶); Masaoka et al. (2001 ▶); Hagrman & Zubieta (2000 ▶); Li et al. (2002 ▶).

Experimental

Crystal data

[Pb(C7H5O2)(NO3)(C10H8N2)]

M = 546.49

Triclinic,

a = 6.5389 (11) Å

b = 8.5052 (14) Å

c = 15.548 (3) Å

α = 84.566 (3)°

β = 86.593 (3)°

γ = 83.729 (2)°

V = 854.6 (3) Å3

Z = 2

Mo Kα radiation

μ = 9.91 mm−1

T = 296 K

0.23 × 0.21 × 0.15 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.118, T max = 0.226

4385 measured reflections

2981 independent reflections

2769 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.099

S = 1.02

2981 reflections

235 parameters

H-atom parameters constrained

Δρmax = 2.70 e Å−3

Δρmin = −2.79 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681004907X/gk2325sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681004907X/gk2325Isup2.hkl

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

[Pb(C7H5O2)(NO3)(C10H8N2)]	Z = 2
Mr = 546.49	F(000) = 516
Triclinic, P1	Dx = 2.124 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.5389 (11) Å	Cell parameters from 3772 reflections
b = 8.5052 (14) Å	θ = 2.6–28.2°
c = 15.548 (3) Å	µ = 9.90 mm−1
α = 84.566 (3)°	T = 296 K
β = 86.593 (3)°	Column, colorless
γ = 83.729 (2)°	0.23 × 0.21 × 0.15 mm
V = 854.6 (3) Å3

Bruker APEXII CCD area-detector diffractometer	2981 independent reflections
Radiation source: fine-focus sealed tube	2769 reflections with I > 2σ(I)
graphite	Rint = 0.030
φ and ω scans	θmax = 25.0°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −7→7
Tmin = 0.118, Tmax = 0.226	k = −9→10
4385 measured reflections	l = −18→15

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.099	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0675P)2] where P = (Fo2 + 2Fc2)/3
2981 reflections	(Δ/σ)max = 0.001
235 parameters	Δρmax = 2.70 e Å−3
0 restraints	Δρmin = −2.79 e Å−3

Experimental. 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 > 2sigma(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. 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.

	x	y	z	Uiso*/Ueq
Pb1	0.31380 (3)	0.02444 (2)	0.362929 (15)	0.02612 (13)
O3	0.3180 (9)	0.0845 (7)	0.5451 (4)	0.0433 (14)
O2	0.2641 (8)	−0.0974 (7)	0.2180 (4)	0.0409 (13)
O4	0.0370 (9)	0.1789 (8)	0.4866 (4)	0.0546 (16)
O1	0.5402 (9)	0.0249 (7)	0.2331 (4)	0.0443 (14)
O5	0.0478 (10)	0.1446 (10)	0.6257 (5)	0.064 (2)
N3	0.1340 (9)	0.1372 (8)	0.5520 (5)	0.0339 (15)
N1	0.4378 (8)	0.2885 (6)	0.3637 (4)	0.0278 (13)
N2	0.1021 (8)	0.2377 (6)	0.2836 (4)	0.0282 (12)
C1	0.6040 (10)	0.3077 (9)	0.4070 (5)	0.0351 (17)
H1	0.6739	0.2188	0.4357	0.042*
C16	0.5298 (18)	−0.2934 (13)	−0.0021 (7)	0.064 (3)
H16	0.4584	−0.3589	−0.0314	0.076*
C11	0.4407 (11)	−0.0630 (9)	0.1930 (5)	0.0328 (17)
C14	0.8340 (17)	−0.1765 (12)	0.0162 (8)	0.067 (3)
H14	0.9697	−0.1615	−0.0009	0.081*
C10	−0.0635 (12)	0.2054 (10)	0.2451 (5)	0.0349 (18)
H10	−0.0986	0.1017	0.2507	0.042*
C8	−0.1339 (12)	0.4738 (10)	0.1900 (6)	0.045 (2)
H8	−0.2144	0.5531	0.1583	0.054*
C9	−0.1831 (11)	0.3195 (10)	0.1977 (6)	0.0412 (18)
H9	−0.2966	0.2933	0.1709	0.049*
C12	0.5419 (13)	−0.1335 (9)	0.1145 (5)	0.0360 (18)
C15	0.7274 (19)	−0.2662 (12)	−0.0304 (7)	0.067 (3)
H15	0.7873	−0.3080	−0.0802	0.080*
C3	0.5708 (13)	0.5819 (10)	0.3691 (7)	0.050 (2)
H3	0.6165	0.6812	0.3708	0.060*
C2	0.6744 (12)	0.4517 (10)	0.4106 (6)	0.0420 (19)
H2	0.7907	0.4609	0.4406	0.050*
C13	0.7444 (14)	−0.1082 (10)	0.0878 (6)	0.049 (2)
H13	0.8178	−0.0458	0.1181	0.058*
C17	0.4357 (15)	−0.2243 (11)	0.0694 (6)	0.049 (2)
H17	0.3002	−0.2400	0.0864	0.058*
C6	0.1514 (10)	0.3891 (7)	0.2771 (5)	0.0268 (14)
C7	0.0347 (11)	0.5089 (9)	0.2296 (5)	0.0395 (18)
H7	0.0708	0.6123	0.2246	0.047*
C5	0.3344 (10)	0.4157 (7)	0.3236 (5)	0.0275 (14)
C4	0.3976 (13)	0.5674 (9)	0.3244 (7)	0.047 (2)
H4	0.3258	0.6557	0.2959	0.057*

	U11	U22	U33	U12	U13	U23
Pb1	0.02844 (18)	0.01828 (18)	0.0322 (2)	−0.00253 (11)	−0.00343 (11)	−0.00370 (12)
O3	0.039 (3)	0.049 (4)	0.041 (3)	0.004 (3)	−0.007 (2)	−0.008 (3)
O2	0.030 (3)	0.042 (3)	0.053 (4)	−0.014 (2)	0.003 (2)	−0.010 (3)
O4	0.041 (3)	0.060 (4)	0.060 (4)	0.015 (3)	−0.022 (3)	−0.004 (3)
O1	0.048 (3)	0.047 (3)	0.043 (3)	−0.023 (3)	0.007 (3)	−0.019 (3)
O5	0.050 (4)	0.093 (6)	0.056 (4)	−0.025 (4)	0.012 (3)	−0.025 (4)
N3	0.031 (3)	0.029 (3)	0.043 (4)	−0.006 (3)	−0.002 (3)	−0.007 (3)
N1	0.028 (3)	0.020 (3)	0.036 (3)	−0.003 (2)	−0.005 (2)	−0.004 (3)
N2	0.029 (3)	0.024 (3)	0.032 (3)	−0.004 (2)	−0.003 (2)	−0.004 (3)
C1	0.027 (3)	0.033 (4)	0.046 (5)	−0.005 (3)	−0.010 (3)	−0.004 (4)
C16	0.089 (8)	0.062 (7)	0.043 (6)	0.003 (6)	−0.014 (5)	−0.023 (5)
C11	0.034 (4)	0.032 (4)	0.031 (4)	0.006 (3)	0.002 (3)	−0.006 (3)
C14	0.067 (6)	0.055 (6)	0.073 (8)	0.000 (5)	0.030 (6)	0.001 (6)
C10	0.039 (4)	0.032 (4)	0.035 (4)	−0.002 (3)	−0.007 (3)	−0.010 (3)
C8	0.040 (4)	0.040 (5)	0.051 (5)	0.005 (3)	−0.011 (4)	0.008 (4)
C9	0.033 (4)	0.048 (5)	0.044 (5)	−0.005 (3)	−0.011 (3)	−0.006 (4)
C12	0.050 (5)	0.026 (4)	0.031 (4)	0.004 (3)	−0.002 (3)	−0.002 (3)
C15	0.102 (8)	0.057 (6)	0.038 (6)	0.012 (6)	0.012 (5)	−0.022 (5)
C3	0.050 (5)	0.028 (4)	0.076 (7)	−0.010 (4)	−0.017 (4)	−0.013 (4)
C2	0.040 (4)	0.041 (5)	0.051 (5)	−0.012 (4)	−0.008 (4)	−0.019 (4)
C13	0.051 (5)	0.040 (5)	0.056 (6)	−0.008 (4)	0.009 (4)	−0.018 (4)
C17	0.056 (5)	0.050 (5)	0.042 (5)	−0.004 (4)	−0.009 (4)	−0.012 (4)
C6	0.027 (3)	0.021 (3)	0.032 (4)	0.003 (3)	−0.003 (3)	−0.003 (3)
C7	0.042 (4)	0.027 (4)	0.048 (5)	0.000 (3)	−0.004 (4)	0.004 (4)
C5	0.031 (3)	0.022 (3)	0.029 (4)	−0.003 (3)	−0.001 (3)	−0.006 (3)
C4	0.050 (5)	0.023 (4)	0.070 (6)	−0.002 (3)	−0.013 (4)	−0.007 (4)

Pb1—O1	2.432 (5)	C16—C17	1.387 (13)
Pb1—N2	2.441 (6)	C11—C12	1.498 (11)
Pb1—N1	2.471 (5)	C13—H13	0.9300
Pb1—O2	2.619 (6)	C14—H14	0.9300
Pb1—C11	2.863 (7)	C14—C13	1.375 (13)
Pb1—O4	2.871 (6)	C14—C15	1.368 (16)
Pb1—O3	2.928 (6)	C10—C9	1.365 (12)
Pb1—O3i	2.893 (6)	C8—H8	0.9300
Pb1—O5ii	2.887 (7)	C9—H9	0.9300
O3—N3	1.239 (9)	C10—H10	0.9300
O2—C11	1.252 (9)	C8—C7	1.368 (12)
O4—N3	1.234 (9)	C8—C9	1.378 (11)
O1—C11	1.270 (10)	C12—C17	1.359 (12)
O5—N3	1.251 (9)	C17—H17	0.9300
N1—C5	1.333 (9)	C12—C13	1.397 (12)
N1—C1	1.344 (9)	C3—C4	1.386 (12)
N2—C10	1.334 (10)	C3—C2	1.361 (12)
N2—C6	1.355 (8)	C6—C7	1.386 (10)
C1—C2	1.362 (10)	C7—H7	0.9300
C1—H1	0.9300	C6—C5	1.483 (9)
C2—H2	0.9300	C5—C4	1.399 (10)
C16—C15	1.376 (16)	C3—H3	0.9300
C16—H16	0.9300	C4—H4	0.9300
C15—H15	0.9300
O1—Pb1—N2	85.6 (2)	O2—C11—C12	118.6 (7)
O1—Pb1—N1	80.21 (18)	O1—C11—C12	118.6 (7)
N2—Pb1—N1	66.18 (18)	O2—C11—Pb1	66.1 (4)
O1—Pb1—O2	51.83 (16)	O1—C11—Pb1	57.6 (4)
N2—Pb1—O2	77.48 (18)	C12—C11—Pb1	167.3 (6)
N1—Pb1—O2	121.47 (18)	C15—C14—C13	121.3 (10)
O1—Pb1—C11	26.2 (2)	N2—C10—C9	122.2 (7)
N2—Pb1—C11	83.2 (2)	C7—C8—C9	119.2 (8)
N1—Pb1—C11	102.9 (2)	C10—C9—C8	119.3 (7)
O2—Pb1—C11	25.91 (19)	C17—C12—C13	119.8 (8)
O1—Pb1—O4	152.8 (2)	C17—C12—C11	119.5 (8)
N2—Pb1—O4	72.48 (18)	C13—C12—C11	120.7 (8)
N1—Pb1—O4	76.30 (19)	C14—C15—C16	118.7 (9)
O2—Pb1—O4	133.87 (16)	C2—C3—C4	120.5 (7)
C11—Pb1—O4	153.8 (2)	C3—C2—C1	118.5 (7)
O1—Pb1—O3	139.88 (17)	C14—C13—C12	119.3 (9)
N2—Pb1—O3	110.35 (18)	C12—C17—C16	119.9 (9)
N1—Pb1—O3	73.97 (19)	N2—C6—C7	120.8 (6)
O2—Pb1—O3	164.48 (18)	N2—C6—C5	115.7 (6)
C11—Pb1—O3	162.4 (2)	C7—C6—C5	123.5 (6)
O4—Pb1—O3	43.33 (16)	C8—C7—C6	119.4 (7)
O1—Pb1—O5ii	120.12 (20)	N1—C5—C4	121.4 (7)
N2—Pb1—O5ii	85.50 (19)	N1—C5—C6	117.2 (5)
N1—Pb1—O5ii	144.52 (19)	C4—C5—C6	121.4 (7)
O2—Pb1—O5ii	68.42 (19)	C3—C4—C5	117.8 (8)
C11—Pb1—O5ii	93.96 (21)	N1—C1—H1	118.6
O4—Pb1—O5ii	74.99 (19)	C2—C1—H1	118.6
O3—Pb1—O5ii	98.23 (19)	C1—C2—H2	120.8
O1—Pb1—O3i	85.60 (19)	C3—C2—H2	120.7
N2—Pb1—O3i	149.75 (17)	C2—C3—H3	120.0
N1—Pb1—O3i	83.81 (17)	C4—C3—H3	120.0
O2—Pb1—O3i	118.16 (17)	H4—C4—C3	121.1
C11—Pb1—O3i	100.76 (19)	H4—C4—C5	121.1
O4—Pb1—O3i	105.12 (17)	C6—C7—H7	120.3
O3—Pb1—O3i	61.80 (17)	H7—C7—C8	120.3
O5ii—Pb1—O3i	123.69 (18)	H8—C8—C7	120.4
N3—O3—Pb1	95.6 (5)	H8—C8—C9	120.4
C11—O2—Pb1	88.0 (5)	C8—C9—H9	120.4
N3—O4—Pb1	98.6 (4)	H9—C9—C10	120.3
C11—O1—Pb1	96.2 (4)	C9—C10—H10	118.9
O4—N3—O3	120.0 (7)	H10—C10—N2	118.9
O4—N3—O5	120.7 (7)	C12—C13—H13	120.4
O3—N3—O5	119.3 (7)	H13—C13—C14	120.3
C5—N1—C1	119.0 (6)	H14—C14—C13	119.4
C5—N1—Pb1	119.9 (4)	H14—C14—C15	119.3
C1—N1—Pb1	121.0 (5)	H15—C15—C14	120.7
C10—N2—C6	119.1 (6)	H15—C15—C16	120.6
C10—N2—Pb1	119.9 (5)	C15—C16—H16	119.5
C6—N2—Pb1	121.0 (4)	C17—C16—H16	119.6
N1—C1—C2	122.8 (7)	H17—C17—C12	120.1
C15—C16—C17	120.9 (10)	H17—C17—C16	120.0
O2—C11—O1	122.8 (7)

Table 1

Selected bond lengths (Å)

Pb1—O1	2.432 (5)
Pb1—N2	2.441 (6)
Pb1—N1	2.471 (5)
Pb1—O2	2.619 (6)
Pb1—O4	2.871 (6)
Pb1—O3	2.928 (6)
Pb1—O3i	2.893 (6)
Pb1—O5ii	2.887 (7)

Symmetry codes: (i) ; (ii) .