catena-Poly[[[bis-(methanol-κO)lead(II)]-μ-N'-[1-(pyridin-2-yl-κN)ethyl-idene]isonicotinohydrazidato-κN',O:N] perchlorate].

The Pb(II) atom in the polymeric title compound, {[Pb(C(13)H(11)N(4)O)(CH(3)OH)(2)]ClO(4)}(n), is coordinated by an N'-[1-(pyridin-2-yl-κN)ethyl-idene]isonicotinohydrazidate ligand via O,N,N'-donors and simultaneously bridged by a neighbouring ligand via the isonicotinoyl N atom; two additional sites are occupied by methanol O atoms. The resultant supra-molecular chain is a zigzag along the c axis. The Pb(II) atom is seven-coordinated within an N(3)O(3) donor set and a lone pair of electrons, which defines a Ψ-pentagonal-bipyramidal coordination geometry with the pyridine N and lone pair in axial positions. The supra-molecular chains are linked into the two-dimensional array via inter-molecular Pb⋯N [3.020 (4) Å] inter-actions. Layers stack along the a axis, being connected by O-H⋯O hydrogen bonds formed between the coordinated methanol mol-ecules and perchlorate anions.

Related literature

For the structures of metal complexes containing the N′-[1-(2-pyrid­yl)ethyl­idene]isonicotinohydrazide ligand, see: Maurya et al. (2002 ▶); Abboud et al. (2007 ▶); Zhang & Liu (2009 ▶); Hao et al. (2010 ▶); Shahverdizadeh et al. (2011 ▶). For specialized crystallization techniques, see: Harrowfield et al. (1996 ▶).

Experimental

Crystal data

[Pb(C13H11N4O)(CH4O)2]ClO4

M = 609.98

Monoclinic,

a = 11.2122 (14) Å

b = 13.4644 (17) Å

c = 14.1451 (18) Å

β = 111.906 (2)°

V = 1981.2 (4) Å3

Z = 4

Mo Kα radiation

μ = 8.70 mm−1

T = 173 K

0.46 × 0.43 × 0.37 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.108, T max = 0.141

10367 measured reflections

3492 independent reflections

2641 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.066

S = 1.05

3492 reflections

255 parameters

H-atom parameters constrained

Δρmax = 0.97 e Å−3

Δρmin = −0.98 e Å−3

Data collection: SMART (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: ORTEP-3 (Farrugia, 1997 ▶) and DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811046769/hg5133sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811046769/hg5133Isup2.hkl

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

[Pb(C13H11N4O)(CH4O)2]ClO4	F(000) = 1168
Mr = 609.98	Dx = 2.045 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4546 reflections
a = 11.2122 (14) Å	θ = 2.2–25.0°
b = 13.4644 (17) Å	µ = 8.70 mm−1
c = 14.1451 (18) Å	T = 173 K
β = 111.906 (2)°	Prism, yellow
V = 1981.2 (4) Å3	0.46 × 0.43 × 0.37 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	3492 independent reflections
Radiation source: fine-focus sealed tube	2641 reflections with I > 2σ(I)
graphite	Rint = 0.027
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→8
Tmin = 0.108, Tmax = 0.141	k = −16→15
10367 measured reflections	l = −12→16

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.066	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0282P)2 + 6.1832P] where P = (Fo2 + 2Fc2)/3
3492 reflections	(Δ/σ)max = 0.001
255 parameters	Δρmax = 0.97 e Å−3
0 restraints	Δρmin = −0.98 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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.

	x	y	z	Uiso*/Ueq
Pb	0.379666 (16)	0.502370 (14)	0.303341 (13)	0.01308 (8)
Cl1	−0.07646 (14)	0.25586 (11)	0.34029 (12)	0.0297 (3)
O1	0.3551 (3)	0.3685 (3)	0.4082 (3)	0.0160 (8)
O2	0.1391 (4)	0.4209 (3)	0.2361 (3)	0.0304 (10)
H2O	0.1367	0.3678	0.2666	0.037*
O3	0.2933 (5)	0.5804 (4)	0.0983 (3)	0.0449 (12)
H3O	0.2399	0.6262	0.0916	0.054*
O4	0.0480 (5)	0.2805 (5)	0.3505 (4)	0.080 (2)
O5	−0.0732 (6)	0.2110 (5)	0.4315 (4)	0.081 (2)
O6	−0.1531 (6)	0.3419 (5)	0.3194 (5)	0.088 (2)
O7	−0.1306 (6)	0.1904 (5)	0.2568 (4)	0.076 (2)
N1	0.6011 (4)	0.5630 (3)	0.2931 (3)	0.0171 (10)
N2	0.5835 (4)	0.4394 (3)	0.4342 (3)	0.0138 (9)
N3	0.5741 (4)	0.3751 (3)	0.5074 (3)	0.0138 (9)
N4	0.4129 (4)	0.1305 (3)	0.6945 (3)	0.0168 (10)
C1	0.7110 (5)	0.5362 (4)	0.3701 (4)	0.0136 (11)
C2	0.8302 (5)	0.5696 (4)	0.3747 (5)	0.0255 (13)
H2	0.9062	0.5498	0.4293	0.031*
C3	0.8377 (6)	0.6317 (5)	0.2996 (5)	0.0313 (15)
H3	0.9188	0.6541	0.3011	0.038*
C4	0.7259 (6)	0.6607 (4)	0.2223 (5)	0.0285 (14)
H4	0.7282	0.7047	0.1705	0.034*
C5	0.6108 (5)	0.6249 (4)	0.2216 (4)	0.0205 (12)
H5	0.5340	0.6448	0.1679	0.025*
C6	0.6980 (5)	0.4684 (4)	0.4476 (4)	0.0147 (11)
C7	0.8175 (5)	0.4367 (4)	0.5349 (4)	0.0195 (12)
H7A	0.7934	0.3963	0.5826	0.029*
H7B	0.8646	0.4956	0.5701	0.029*
H7C	0.8722	0.3975	0.5087	0.029*
C8	0.4546 (5)	0.3432 (4)	0.4834 (4)	0.0125 (11)
C9	0.4411 (5)	0.2683 (4)	0.5577 (4)	0.0120 (10)
C10	0.3203 (5)	0.2332 (4)	0.5473 (4)	0.0163 (11)
H10	0.2457	0.2561	0.4932	0.020*
C11	0.3101 (5)	0.1652 (4)	0.6160 (4)	0.0182 (12)
H11	0.2271	0.1414	0.6080	0.022*
C12	0.5287 (5)	0.1646 (4)	0.7041 (4)	0.0174 (12)
H12	0.6019	0.1410	0.7590	0.021*
C13	0.5467 (5)	0.2326 (4)	0.6377 (4)	0.0148 (11)
H13	0.6307	0.2546	0.6468	0.018*
C15	0.0171 (6)	0.4465 (6)	0.1622 (6)	0.0463 (19)
H15A	−0.0462	0.3962	0.1617	0.069*
H15B	0.0228	0.4497	0.0948	0.069*
H15C	−0.0094	0.5114	0.1791	0.069*
C16	0.3117 (8)	0.5665 (8)	0.0072 (6)	0.065 (3)
H16A	0.3963	0.5365	0.0213	0.098*
H16B	0.3071	0.6307	−0.0265	0.098*
H16C	0.2447	0.5224	−0.0373	0.098*

	U11	U22	U33	U12	U13	U23
Pb	0.01177 (12)	0.01436 (11)	0.01108 (11)	0.00120 (9)	0.00192 (8)	−0.00026 (9)
Cl1	0.0206 (7)	0.0349 (8)	0.0335 (8)	−0.0006 (7)	0.0101 (6)	−0.0074 (7)
O1	0.013 (2)	0.020 (2)	0.0106 (18)	−0.0043 (15)	−0.0003 (15)	0.0014 (15)
O2	0.018 (2)	0.037 (2)	0.028 (2)	−0.0036 (18)	0.0004 (18)	0.002 (2)
O3	0.046 (3)	0.057 (3)	0.035 (3)	0.024 (2)	0.018 (2)	0.015 (2)
O4	0.028 (3)	0.143 (6)	0.057 (4)	−0.022 (3)	0.003 (3)	0.039 (4)
O5	0.099 (5)	0.097 (5)	0.048 (4)	−0.042 (4)	0.031 (3)	0.000 (3)
O6	0.078 (5)	0.084 (5)	0.098 (5)	0.040 (4)	0.027 (4)	−0.015 (4)
O7	0.078 (4)	0.075 (4)	0.050 (4)	0.013 (3)	−0.006 (3)	−0.032 (3)
N1	0.013 (2)	0.021 (2)	0.017 (2)	−0.0003 (19)	0.0044 (19)	0.0029 (19)
N2	0.018 (2)	0.011 (2)	0.013 (2)	0.0007 (18)	0.0071 (18)	0.0020 (17)
N3	0.010 (2)	0.019 (2)	0.011 (2)	−0.0015 (18)	0.0024 (18)	0.0029 (18)
N4	0.017 (2)	0.017 (2)	0.015 (2)	0.0003 (19)	0.0042 (19)	0.0030 (18)
C1	0.018 (3)	0.009 (2)	0.017 (3)	0.000 (2)	0.010 (2)	−0.003 (2)
C2	0.014 (3)	0.027 (3)	0.033 (3)	0.004 (2)	0.006 (3)	0.010 (3)
C3	0.021 (3)	0.033 (4)	0.043 (4)	0.000 (3)	0.015 (3)	0.017 (3)
C4	0.036 (4)	0.023 (3)	0.030 (4)	0.000 (3)	0.016 (3)	0.010 (3)
C5	0.023 (3)	0.020 (3)	0.017 (3)	0.000 (2)	0.005 (2)	0.005 (2)
C6	0.013 (3)	0.013 (2)	0.017 (3)	0.002 (2)	0.004 (2)	−0.001 (2)
C7	0.012 (3)	0.026 (3)	0.019 (3)	0.003 (2)	0.003 (2)	0.006 (2)
C8	0.013 (3)	0.012 (3)	0.012 (3)	0.000 (2)	0.003 (2)	−0.003 (2)
C9	0.015 (3)	0.012 (2)	0.010 (2)	−0.002 (2)	0.005 (2)	−0.003 (2)
C10	0.013 (3)	0.020 (3)	0.011 (3)	−0.002 (2)	0.000 (2)	0.000 (2)
C11	0.013 (3)	0.020 (3)	0.020 (3)	−0.005 (2)	0.004 (2)	0.000 (2)
C12	0.016 (3)	0.021 (3)	0.014 (3)	0.000 (2)	0.003 (2)	0.000 (2)
C13	0.013 (3)	0.014 (3)	0.017 (3)	0.000 (2)	0.005 (2)	0.001 (2)
C15	0.024 (4)	0.056 (5)	0.044 (4)	0.006 (3)	−0.004 (3)	−0.005 (4)
C16	0.043 (5)	0.116 (8)	0.031 (4)	0.004 (5)	0.007 (4)	0.005 (5)

Pb—O1	2.415 (3)	C2—H2	0.9500
Pb—O2	2.733 (4)	C3—C4	1.378 (8)
Pb—O3	2.891 (4)	C3—H3	0.9500
Pb—N1	2.669 (4)	C4—C5	1.374 (8)
Pb—N2	2.493 (4)	C4—H4	0.9500
Pb—N4i	2.477 (4)	C5—H5	0.9500
Cl1—O4	1.389 (5)	C6—C7	1.505 (7)
Cl1—O6	1.406 (6)	C7—H7A	0.9800
Cl1—O5	1.412 (6)	C7—H7B	0.9800
Cl1—O7	1.417 (5)	C7—H7C	0.9800
O1—C8	1.268 (6)	C8—C9	1.505 (7)
O2—C15	1.420 (7)	C9—C13	1.384 (7)
O2—H2O	0.8400	C9—C10	1.389 (7)
O3—C16	1.392 (9)	C10—C11	1.371 (7)
O3—H3O	0.8400	C10—H10	0.9500
N1—C5	1.345 (7)	C11—H11	0.9500
N1—C1	1.354 (7)	C12—C13	1.379 (7)
N2—C6	1.286 (7)	C12—H12	0.9500
N2—N3	1.384 (6)	C13—H13	0.9500
N3—C8	1.325 (7)	C15—H15A	0.9800
N4—C12	1.335 (7)	C15—H15B	0.9800
N4—C11	1.351 (7)	C15—H15C	0.9800
N4—Pbii	2.477 (4)	C16—H16A	0.9800
C1—C2	1.389 (7)	C16—H16B	0.9800
C1—C6	1.475 (8)	C16—H16C	0.9800
C2—C3	1.379 (8)
O1—Pb—N4i	85.45 (13)	C2—C3—H3	120.5
O1—Pb—N2	64.74 (12)	C5—C4—C3	118.7 (5)
N4i—Pb—N2	84.66 (14)	C5—C4—H4	120.7
O1—Pb—N1	125.71 (12)	C3—C4—H4	120.7
N4i—Pb—N1	80.14 (14)	N1—C5—C4	123.4 (5)
N2—Pb—N1	61.99 (13)	N1—C5—H5	118.3
O1—Pb—O2	65.79 (12)	C4—C5—H5	118.3
N4i—Pb—O2	81.46 (14)	N2—C6—C1	116.6 (5)
N2—Pb—O2	129.38 (13)	N2—C6—C7	124.6 (5)
N1—Pb—O2	157.14 (13)	C1—C6—C7	118.8 (5)
O1—Pb—O3	144.62 (13)	C6—C7—H7A	109.5
N4i—Pb—O3	73.20 (14)	C6—C7—H7B	109.5
N2—Pb—O3	137.72 (13)	H7A—C7—H7B	109.5
N1—Pb—O3	78.73 (13)	C6—C7—H7C	109.5
O2—Pb—O3	83.06 (14)	H7A—C7—H7C	109.5
O4—Cl1—O6	109.6 (5)	H7B—C7—H7C	109.5
O4—Cl1—O5	108.9 (4)	O1—C8—N3	128.2 (5)
O6—Cl1—O5	110.5 (4)	O1—C8—C9	118.6 (5)
O4—Cl1—O7	109.7 (4)	N3—C8—C9	113.2 (4)
O6—Cl1—O7	107.4 (4)	C13—C9—C10	118.1 (5)
O5—Cl1—O7	110.6 (4)	C13—C9—C8	121.7 (5)
C8—O1—Pb	116.7 (3)	C10—C9—C8	120.2 (5)
C15—O2—Pb	135.5 (4)	C11—C10—C9	119.2 (5)
C15—O2—H2O	112.3	C11—C10—H10	120.4
Pb—O2—H2O	112.3	C9—C10—H10	120.4
C16—O3—Pb	140.3 (5)	N4—C11—C10	122.8 (5)
C16—O3—H3O	109.8	N4—C11—H11	118.6
Pb—O3—H3O	109.8	C10—C11—H11	118.6
C5—N1—C1	117.8 (5)	N4—C12—C13	122.9 (5)
C5—N1—Pb	124.6 (3)	N4—C12—H12	118.6
C1—N1—Pb	117.4 (3)	C13—C12—H12	118.6
C6—N2—N3	115.5 (4)	C12—C13—C9	119.3 (5)
C6—N2—Pb	126.5 (3)	C12—C13—H13	120.3
N3—N2—Pb	117.6 (3)	C9—C13—H13	120.3
C8—N3—N2	111.3 (4)	O2—C15—H15A	109.5
C12—N4—C11	117.6 (4)	O2—C15—H15B	109.5
C12—N4—Pbii	123.4 (3)	H15A—C15—H15B	109.5
C11—N4—Pbii	118.7 (3)	O2—C15—H15C	109.5
N1—C1—C2	121.5 (5)	H15A—C15—H15C	109.5
N1—C1—C6	116.8 (5)	H15B—C15—H15C	109.5
C2—C1—C6	121.7 (5)	O3—C16—H16A	109.5
C3—C2—C1	119.6 (5)	O3—C16—H16B	109.5
C3—C2—H2	120.2	H16A—C16—H16B	109.5
C1—C2—H2	120.2	O3—C16—H16C	109.5
C4—C3—C2	119.0 (6)	H16A—C16—H16C	109.5
C4—C3—H3	120.5	H16B—C16—H16C	109.5
N4i—Pb—O1—C8	94.7 (4)	C5—N1—C1—C2	−1.2 (8)
N2—Pb—O1—C8	8.5 (3)	Pb—N1—C1—C2	−175.8 (4)
N1—Pb—O1—C8	20.3 (4)	C5—N1—C1—C6	−180.0 (5)
O2—Pb—O1—C8	177.4 (4)	Pb—N1—C1—C6	5.4 (6)
O3—Pb—O1—C8	147.0 (3)	N1—C1—C2—C3	0.2 (9)
O1—Pb—O2—C15	168.6 (6)	C6—C1—C2—C3	178.9 (5)
N4i—Pb—O2—C15	−102.5 (6)	C1—C2—C3—C4	1.2 (9)
N2—Pb—O2—C15	−178.4 (5)	C2—C3—C4—C5	−1.4 (10)
N1—Pb—O2—C15	−65.8 (7)	C1—N1—C5—C4	0.9 (8)
O3—Pb—O2—C15	−28.6 (6)	Pb—N1—C5—C4	175.1 (4)
O1—Pb—O3—C16	−79.2 (8)	C3—C4—C5—N1	0.4 (9)
N4i—Pb—O3—C16	−23.8 (8)	N3—N2—C6—C1	179.5 (4)
N2—Pb—O3—C16	37.7 (9)	Pb—N2—C6—C1	−8.2 (6)
N1—Pb—O3—C16	59.1 (8)	N3—N2—C6—C7	0.4 (7)
O2—Pb—O3—C16	−107.0 (8)	Pb—N2—C6—C7	172.8 (4)
O1—Pb—N1—C5	167.4 (4)	N1—C1—C6—N2	1.1 (7)
N4i—Pb—N1—C5	90.3 (4)	C2—C1—C6—N2	−177.7 (5)
N2—Pb—N1—C5	179.5 (5)	N1—C1—C6—C7	−179.8 (5)
O2—Pb—N1—C5	53.5 (6)	C2—C1—C6—C7	1.4 (8)
O3—Pb—N1—C5	15.6 (4)	Pb—O1—C8—N3	−6.4 (7)
O1—Pb—N1—C1	−18.5 (4)	Pb—O1—C8—C9	173.2 (3)
N4i—Pb—N1—C1	−95.5 (4)	N2—N3—C8—O1	−3.9 (7)
N2—Pb—N1—C1	−6.3 (3)	N2—N3—C8—C9	176.6 (4)
O2—Pb—N1—C1	−132.3 (4)	O1—C8—C9—C13	175.8 (5)
O3—Pb—N1—C1	−170.2 (4)	N3—C8—C9—C13	−4.6 (7)
O1—Pb—N2—C6	177.0 (5)	O1—C8—C9—C10	−4.4 (7)
N4i—Pb—N2—C6	89.5 (4)	N3—C8—C9—C10	175.2 (5)
N1—Pb—N2—C6	7.8 (4)	C13—C9—C10—C11	0.0 (7)
O2—Pb—N2—C6	163.8 (4)	C8—C9—C10—C11	−179.8 (5)
O3—Pb—N2—C6	31.8 (5)	C12—N4—C11—C10	−0.3 (8)
O1—Pb—N2—N3	−10.8 (3)	Pbii—N4—C11—C10	−175.1 (4)
N4i—Pb—N2—N3	−98.3 (3)	C9—C10—C11—N4	0.4 (8)
N1—Pb—N2—N3	−180.0 (4)	C11—N4—C12—C13	−0.1 (8)
O2—Pb—N2—N3	−24.0 (4)	Pbii—N4—C12—C13	174.4 (4)
O3—Pb—N2—N3	−156.0 (3)	N4—C12—C13—C9	0.4 (8)
C6—N2—N3—C8	−175.1 (4)	C10—C9—C13—C12	−0.4 (7)
Pb—N2—N3—C8	11.8 (5)	C8—C9—C13—C12	179.4 (5)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2o···O4	0.84	2.16	2.909 (7)	149
O3—H3o···O5iii	0.84	2.11	2.930 (7)	166

Table 1

Selected bond lengths (Å)

Pb—O1	2.415 (3)
Pb—O2	2.733 (4)
Pb—O3	2.891 (4)
Pb—N1	2.669 (4)
Pb—N2	2.493 (4)
Pb—N4i	2.477 (4)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2o⋯O4	0.84	2.16	2.909 (7)	149
O3—H3o⋯O5ii	0.84	2.11	2.930 (7)	166

Symmetry code: (ii) .