(2,2'-Bipyridine-κN,N')bis-(4-hydroxy-benzoato-κO,O')lead(II) monohydrate.

The reaction of lead acetate, 4-hydroxy-benzoic acid and 2,2'-bipyridine in aqueous solution gave the title complex, [Pb(C(7)H(5)O(3))(2)(C(10)H(8)N(2))]·H(2)O. The asymmetric unit contains one Pb(II) atom, two 4-hydroxy-benzoate ligands, one 2,2'-bipyridine ligand and one uncoordinated water mol-ecule. The Pb(II) atom is hexa-coordinated in a distorted tetra-gonal-bipyramidal geometry and is chelated by four carboxyl-ate O atoms and two N atoms. O-H⋯O hydrogen-bonding inter-actions, involving the uncoordinated water, the carboxyl-ate O atoms and hydr-oxy O atoms, produce a three-dimensional supra-molecular structure.

Related literature

For general background to the potential applications of lead compounds, see: Fan & Zhu (2006 ▶); Hamilton et al. (2004 ▶); Shi et al. (2007 ▶). For the use of aromatic carboxyl­ate ligands in the preparation of metal-organic complexes, see: Wang et al. (2006 ▶); Masaoka et al. (2001 ▶). For related lead structures, see: Shi et al. (2007 ▶).

Experimental

Crystal data

[Pb(C7H5O3)2(C10H8N2)]·H2O

M = 655.61

Monoclinic,

a = 10.9483 (4) Å

b = 17.5194 (6) Å

c = 12.0479 (4) Å

β = 100.334 (2)°

V = 2273.39 (14) Å3

Z = 4

Mo Kα radiation

μ = 7.47 mm−1

T = 296 K

0.35 × 0.26 × 0.21 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.180, T max = 0.303

18618 measured reflections

4067 independent reflections

3579 reflections with I > σ(I)

R int = 0.037

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.072

S = 1.01

4067 reflections

315 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.05 e Å−3

Δρmin = −0.61 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/S1600536810002941/pk2224sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810002941/pk2224Isup2.hkl

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

[Pb(C7H5O3)2(C10H8N2)]·H2O	F(000) = 1264
Mr = 655.61	Dx = 1.915 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9368 reflections
a = 10.9483 (4) Å	θ = 2.2–26.9°
b = 17.5194 (6) Å	µ = 7.47 mm−1
c = 12.0479 (4) Å	T = 296 K
β = 100.334 (2)°	Block, colorless
V = 2273.39 (14) Å3	0.35 × 0.26 × 0.21 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	4067 independent reflections
Radiation source: fine-focus sealed tube	3579 reflections with I > σ(I)
graphite	Rint = 0.037
φ and ω scans	θmax = 25.1°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −13→13
Tmin = 0.180, Tmax = 0.303	k = −19→20
18618 measured reflections	l = −14→14

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)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0468P)2 + 0.280P] where P = (Fo2 + 2Fc2)/3
4067 reflections	(Δ/σ)max = 0.001
315 parameters	Δρmax = 1.05 e Å−3
3 restraints	Δρmin = −0.61 e Å−3

	x	y	z	Uiso*/Ueq
Pb1	0.261796 (15)	0.580074 (8)	0.261115 (12)	0.03852 (9)
O5	0.0806 (3)	0.64137 (15)	0.1348 (2)	0.0475 (7)
C7	0.4017 (5)	0.4162 (2)	−0.0512 (4)	0.0420 (11)
H7	0.3423	0.4505	−0.0863	0.050*
C20	0.1550 (3)	0.4657 (2)	0.4545 (3)	0.0320 (8)
O2	0.2797 (3)	0.50785 (17)	0.0880 (2)	0.0483 (7)
N2	0.2459 (3)	0.51668 (19)	0.4497 (3)	0.0404 (8)
O1	0.3906 (3)	0.45881 (15)	0.2420 (2)	0.0432 (7)
C19	0.0708 (4)	0.4488 (2)	0.3465 (3)	0.0315 (8)
C9	−0.0879 (4)	0.7114 (2)	0.1842 (3)	0.0356 (9)
C2	0.4263 (4)	0.4108 (2)	0.0654 (4)	0.0375 (9)
N1	0.0957 (3)	0.48437 (18)	0.2536 (2)	0.0380 (8)
O6	−0.3930 (3)	0.85265 (16)	0.0985 (2)	0.0482 (7)
H6A	−0.4058	0.8767	0.1536	0.072*
C21	0.1424 (5)	0.4314 (2)	0.5547 (4)	0.0408 (10)
H21	0.0775	0.3976	0.5575	0.049*
C1	0.3605 (4)	0.4621 (2)	0.1352 (3)	0.0409 (10)
C13	−0.2517 (4)	0.7641 (2)	0.0452 (3)	0.0419 (10)
H13	−0.2914	0.7679	−0.0296	0.050*
C14	−0.1501 (4)	0.7182 (2)	0.0728 (3)	0.0393 (9)
H14	−0.1217	0.6909	0.0163	0.047*
C3	0.5150 (4)	0.3590 (2)	0.1156 (3)	0.0462 (10)
H3	0.5318	0.3543	0.1937	0.055*
C10	−0.1360 (4)	0.7505 (2)	0.2682 (3)	0.0420 (10)
H10	−0.0986	0.7452	0.3435	0.050*
C12	−0.2965 (4)	0.8055 (2)	0.1294 (3)	0.0376 (9)
O4	0.0747 (3)	0.65607 (16)	0.3160 (2)	0.0503 (8)
C18	−0.0272 (4)	0.3996 (2)	0.3390 (4)	0.0424 (10)
H18	−0.0429	0.3752	0.4035	0.051*
C5	0.5550 (4)	0.3211 (2)	−0.0643 (3)	0.0399 (9)
C16	−0.0779 (5)	0.4215 (2)	0.1430 (4)	0.0555 (13)
H16	−0.1275	0.4132	0.0729	0.067*
O3	0.6169 (3)	0.2796 (2)	−0.1324 (2)	0.0587 (8)
H3A	0.6778	0.2594	−0.0940	0.088*
C17	−0.1021 (4)	0.3859 (2)	0.2378 (4)	0.0504 (11)
H17	−0.1691	0.3527	0.2332	0.061*
C4	0.5782 (4)	0.3146 (2)	0.0512 (3)	0.0461 (10)
H4	0.6371	0.2798	0.0859	0.055*
C8	0.0289 (4)	0.6673 (2)	0.2142 (3)	0.0389 (9)
C15	0.0219 (5)	0.4700 (2)	0.1548 (3)	0.0521 (12)
H15	0.0393	0.4941	0.0907	0.063*
C6	0.4647 (4)	0.3710 (2)	−0.1153 (3)	0.0466 (10)
H6	0.4462	0.3740	−0.1936	0.056*
C11	−0.2373 (4)	0.7962 (3)	0.2403 (3)	0.0447 (11)
H11	−0.2677	0.8219	0.2971	0.054*
C24	0.3265 (4)	0.5317 (2)	0.5439 (3)	0.0517 (11)
H24	0.3901	0.5662	0.5400	0.062*
C22	0.2272 (5)	0.4478 (2)	0.6510 (3)	0.0499 (11)
H22	0.2208	0.4242	0.7188	0.060*
C23	0.3208 (4)	0.4987 (3)	0.6463 (3)	0.0545 (12)
H23	0.3786	0.5107	0.7104	0.065*
O1W	0.8383 (3)	0.23234 (19)	−0.0179 (3)	0.0588 (8)
H1A	0.885 (5)	0.273 (2)	−0.030 (4)	0.088*
H1B	0.867 (5)	0.222 (3)	0.049 (3)	0.088*

	U11	U22	U33	U12	U13	U23
Pb1	0.03782 (13)	0.03792 (13)	0.04067 (12)	−0.00251 (6)	0.00932 (8)	0.00471 (6)
O5	0.0479 (19)	0.0526 (17)	0.0440 (15)	0.0115 (14)	0.0139 (14)	0.0043 (13)
C7	0.034 (3)	0.048 (3)	0.044 (2)	−0.0059 (18)	0.005 (2)	0.0071 (17)
C20	0.025 (2)	0.036 (2)	0.0352 (19)	0.0043 (16)	0.0062 (17)	0.0005 (15)
O2	0.0394 (18)	0.0588 (18)	0.0450 (15)	0.0114 (15)	0.0032 (14)	0.0044 (13)
N2	0.035 (2)	0.0451 (19)	0.0393 (17)	−0.0048 (16)	0.0027 (16)	0.0004 (14)
O1	0.0461 (19)	0.0453 (17)	0.0382 (15)	−0.0017 (14)	0.0077 (13)	0.0033 (12)
C19	0.031 (2)	0.0262 (18)	0.038 (2)	0.0034 (16)	0.0068 (17)	−0.0005 (15)
C9	0.042 (2)	0.031 (2)	0.0369 (19)	−0.0055 (17)	0.0141 (19)	0.0000 (15)
C2	0.037 (3)	0.037 (2)	0.039 (2)	−0.0053 (17)	0.0064 (19)	0.0038 (15)
N1	0.039 (2)	0.0410 (19)	0.0329 (16)	−0.0028 (15)	0.0029 (15)	0.0047 (13)
O6	0.0435 (19)	0.0505 (17)	0.0480 (16)	0.0107 (14)	0.0009 (14)	−0.0065 (13)
C21	0.042 (3)	0.041 (2)	0.039 (2)	−0.0018 (19)	0.007 (2)	0.0018 (17)
C1	0.035 (3)	0.043 (2)	0.045 (2)	−0.008 (2)	0.008 (2)	0.0026 (18)
C13	0.045 (3)	0.044 (2)	0.037 (2)	−0.004 (2)	0.0056 (19)	−0.0038 (17)
C14	0.045 (3)	0.037 (2)	0.037 (2)	−0.0042 (19)	0.0129 (19)	−0.0047 (16)
C3	0.050 (3)	0.047 (2)	0.040 (2)	−0.002 (2)	0.006 (2)	0.0025 (18)
C10	0.053 (3)	0.045 (2)	0.0287 (18)	0.006 (2)	0.0087 (19)	0.0018 (16)
C12	0.037 (2)	0.033 (2)	0.043 (2)	−0.0050 (18)	0.0082 (19)	−0.0024 (16)
O4	0.059 (2)	0.0521 (17)	0.0410 (16)	0.0137 (15)	0.0124 (15)	0.0015 (13)
C18	0.039 (3)	0.040 (2)	0.047 (2)	−0.0064 (19)	0.006 (2)	−0.0003 (18)
C5	0.031 (2)	0.051 (2)	0.0372 (19)	−0.0068 (19)	0.0069 (18)	−0.0010 (17)
C16	0.060 (4)	0.056 (3)	0.044 (3)	−0.010 (2)	−0.008 (2)	−0.0073 (19)
O3	0.055 (2)	0.076 (2)	0.0473 (16)	0.0091 (17)	0.0158 (16)	0.0009 (16)
C17	0.046 (3)	0.047 (3)	0.056 (3)	−0.010 (2)	0.001 (2)	−0.004 (2)
C4	0.041 (3)	0.046 (2)	0.050 (2)	0.009 (2)	0.006 (2)	0.0039 (19)
C8	0.051 (3)	0.036 (2)	0.0320 (19)	−0.0002 (19)	0.013 (2)	0.0014 (15)
C15	0.065 (3)	0.054 (3)	0.034 (2)	−0.014 (2)	−0.001 (2)	0.0032 (18)
C6	0.042 (3)	0.059 (3)	0.039 (2)	−0.006 (2)	0.009 (2)	0.0073 (19)
C11	0.049 (3)	0.047 (3)	0.043 (2)	0.006 (2)	0.019 (2)	−0.0029 (17)
C24	0.041 (3)	0.060 (3)	0.051 (2)	−0.010 (2)	−0.003 (2)	0.000 (2)
C22	0.060 (3)	0.055 (3)	0.033 (2)	0.001 (2)	0.003 (2)	0.0090 (19)
C23	0.047 (3)	0.068 (3)	0.040 (2)	−0.002 (2)	−0.013 (2)	0.001 (2)
O1W	0.060 (2)	0.060 (2)	0.0592 (19)	0.0064 (17)	0.0169 (18)	0.0124 (16)

Pb1—N1	2.463 (3)	C13—H13	0.9300
Pb1—O2	2.477 (3)	C14—H14	0.9300
Pb1—O5	2.514 (3)	C3—C4	1.370 (6)
Pb1—N2	2.563 (3)	C3—H3	0.9300
Pb1—O1	2.583 (3)	C10—C11	1.359 (6)
Pb1—O4	2.625 (3)	C10—H10	0.9300
O5—C8	1.279 (4)	C12—C11	1.386 (5)
C7—C6	1.374 (6)	O4—C8	1.254 (4)
C7—C2	1.385 (6)	C18—C17	1.363 (6)
C7—H7	0.9300	C18—H18	0.9300
C20—N2	1.346 (5)	C5—O3	1.364 (5)
C20—C21	1.378 (5)	C5—C4	1.374 (5)
C20—C19	1.484 (5)	C5—C6	1.379 (6)
O2—C1	1.252 (5)	C16—C17	1.368 (6)
N2—C24	1.332 (5)	C16—C15	1.371 (6)
O1—C1	1.271 (5)	C16—H16	0.9300
C19—N1	1.351 (5)	O3—H3A	0.8200
C19—C18	1.366 (6)	C17—H17	0.9300
C9—C14	1.397 (5)	C4—H4	0.9300
C9—C10	1.402 (5)	C15—H15	0.9300
C9—C8	1.482 (6)	C6—H6	0.9300
C2—C3	1.387 (6)	C11—H11	0.9300
C2—C1	1.501 (6)	C24—C23	1.374 (6)
N1—C15	1.337 (5)	C24—H24	0.9300
O6—C12	1.341 (5)	C22—C23	1.368 (6)
O6—H6A	0.8200	C22—H22	0.9300
C21—C22	1.379 (6)	C23—H23	0.9300
C21—H21	0.9300	O1W—H1A	0.90 (3)
C13—C14	1.364 (6)	O1W—H1B	0.83 (3)
C13—C12	1.405 (5)
N1—Pb1—O2	77.93 (10)	C13—C14—H14	119.3
N1—Pb1—O5	76.79 (10)	C9—C14—H14	119.3
O2—Pb1—O5	83.20 (9)	C4—C3—C2	120.7 (4)
N1—Pb1—N2	64.57 (10)	C4—C3—H3	119.7
O2—Pb1—N2	123.60 (11)	C2—C3—H3	119.7
O5—Pb1—N2	123.38 (10)	C11—C10—C9	120.3 (4)
N1—Pb1—O1	81.27 (11)	C11—C10—H10	119.9
O2—Pb1—O1	51.53 (9)	C9—C10—H10	119.9
O5—Pb1—O1	132.96 (8)	O6—C12—C11	123.3 (3)
N2—Pb1—O1	81.23 (9)	O6—C12—C13	118.6 (3)
N1—Pb1—O4	75.54 (10)	C11—C12—C13	118.2 (4)
O2—Pb1—O4	130.87 (9)	C8—O4—Pb1	91.5 (2)
O5—Pb1—O4	50.89 (8)	C17—C18—C19	120.6 (4)
N2—Pb1—O4	79.42 (10)	C17—C18—H18	119.7
O1—Pb1—O4	154.53 (9)	C19—C18—H18	119.7
C8—O5—Pb1	96.1 (2)	O3—C5—C4	122.9 (4)
C6—C7—C2	120.3 (4)	O3—C5—C6	117.6 (3)
C6—C7—H7	119.9	C4—C5—C6	119.5 (4)
C2—C7—H7	119.9	C17—C16—C15	117.7 (4)
N2—C20—C21	121.2 (4)	C17—C16—H16	121.1
N2—C20—C19	116.3 (3)	C15—C16—H16	121.1
C21—C20—C19	122.5 (4)	C5—O3—H3A	109.5
C1—O2—Pb1	95.8 (2)	C18—C17—C16	119.4 (4)
C24—N2—C20	118.4 (3)	C18—C17—H17	120.3
C24—N2—Pb1	122.0 (3)	C16—C17—H17	120.3
C20—N2—Pb1	119.6 (2)	C3—C4—C5	120.3 (4)
C1—O1—Pb1	90.4 (2)	C3—C4—H4	119.8
N1—C19—C18	120.6 (4)	C5—C4—H4	119.8
N1—C19—C20	116.6 (3)	O4—C8—O5	121.5 (4)
C18—C19—C20	122.7 (3)	O4—C8—C9	119.8 (3)
C14—C9—C10	118.1 (4)	O5—C8—C9	118.7 (3)
C14—C9—C8	122.0 (3)	N1—C15—C16	123.6 (4)
C10—C9—C8	119.9 (3)	N1—C15—H15	118.2
C7—C2—C3	118.7 (4)	C16—C15—H15	118.2
C7—C2—C1	120.2 (4)	C7—C6—C5	120.5 (4)
C3—C2—C1	121.1 (4)	C7—C6—H6	119.8
C15—N1—C19	118.1 (3)	C5—C6—H6	119.8
C15—N1—Pb1	119.0 (3)	C10—C11—C12	121.8 (4)
C19—N1—Pb1	122.8 (2)	C10—C11—H11	119.1
C12—O6—H6A	109.5	C12—C11—H11	119.1
C20—C21—C22	119.2 (4)	N2—C24—C23	123.5 (4)
C20—C21—H21	120.4	N2—C24—H24	118.2
C22—C21—H21	120.4	C23—C24—H24	118.2
O2—C1—O1	121.6 (4)	C23—C22—C21	119.9 (4)
O2—C1—C2	119.9 (4)	C23—C22—H22	120.1
O1—C1—C2	118.5 (4)	C21—C22—H22	120.1
C14—C13—C12	120.2 (4)	C22—C23—C24	117.8 (4)
C14—C13—H13	119.9	C22—C23—H23	121.1
C12—C13—H13	119.9	C24—C23—H23	121.1
C13—C14—C9	121.3 (4)	H1A—O1W—H1B	102 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O1i	0.82	1.90	2.671 (4)	157
O3—H3A···O1W	0.82	1.89	2.695 (5)	166
O1W—H1A···O5ii	0.90 (3)	2.04 (3)	2.849 (4)	148 (5)
O1W—H1B···O4iii	0.83 (3)	2.00 (3)	2.789 (4)	158 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6A⋯O1i	0.82	1.90	2.671 (4)	157
O3—H3A⋯O1W	0.82	1.89	2.695 (5)	166
O1W—H1A⋯O5ii	0.90 (3)	2.04 (3)	2.849 (4)	148 (5)
O1W—H1B⋯O4iii	0.83 (3)	2.00 (3)	2.789 (4)	158 (5)

Symmetry codes: (i) ; (ii) ; (iii) .