catena-Poly[[diaqua­dipyridine­zinc(II)]-μ-succinato]

Duangthongyou, T.; Siripaisarnpipat, S.

doi:10.1107/S1600536808006764

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 4| April 2008| Page m560

doi:10.1107/S1600536808006764

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catena-Poly[[diaquadipyridinezinc(II)]-μ-succinato]

Tanwawan Duangthongyou ^a and Sutatip Siripaisarnpipat ^a ^*

^aDepartment of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10930, Thailand
^*Correspondence e-mail: fscists@ku.ac.th

(Received 12 February 2008; accepted 11 March 2008; online 14 March 2008)

In the title compound, [Zn(C₄H₄O₄)(C₅H₅N)₂(H₂O)₂]_n, the Zn^II ion (site symmetry $[\overline{1}]$ ) is coordinated in an octahedral geometry by two pyridine molecules, two water molecules and two bridging centrosymmetric O-monodentate succinate dianions to create one-dimensional polymeric chains. The chains are cross-linked by O—H⋯O hydrogen bonds, forming sheets.

Related literature

For a related structure containing fumarate ions, see: Ohmura et al. (2003 ).

Experimental

Crystal data

[Zn(C₄H₄O₄)(C₅H₅N)₂(H₂O)₂]
M_r = 375.67
Orthorhombic, P b c a
a = 11.8142 (8) Å
b = 8.9111 (7) Å
c = 14.9705 (10) Å
V = 1576.06 (19) Å³
Z = 4
Mo Kα radiation
μ = 1.59 mm⁻¹
T = 273 (2) K
0.08 × 0.08 × 0.04 mm

Data collection

Bruker–Nonius APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2007 ) T_min = 0.804, T_max = 0.931
9256 measured reflections
1814 independent reflections
1200 reflections with I > 2σ(I)
R_int = 0.067

Refinement

R[F² > 2σ(F²)] = 0.065
wR(F²) = 0.107
S = 1.13
1814 reflections
138 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.55 e Å⁻³
Δρ_min = −0.46 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Zn1—O2	2.064 (3)
Zn1—O3	2.110 (3)
Zn1—N1	2.170 (4)

O2ⁱ—Zn1—N1ⁱ	88.88 (14)
Symmetry code: (i) -x+1, -y, -z+1.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O1	0.82	1.94	2.690 (5)	152
O3—H3B⋯O1ⁱⁱ	0.74 (6)	1.97 (6)	2.687 (5)	164 (5)
Symmetry code: (ii) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, z]$ .

Data collection: COLLECT (Hooft, 1998 ); cell refinement: DENZO (Otwinowski and Minor, 1997 ) and COLLECT; data reduction: DENZO and COLLECT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2006 ); software used to prepare material for publication: Mercury and local program.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808006764/hb2701sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808006764/hb2701Isup2.hkl

checkCIF report

Comment top

The molecular structure of the title compound, (I), (Fig. 1), consists of zinc(II) ions linked through succinate bridges to create one-dimensional polymeric chains. Each Zn^II ion (site symmetry 1) is further coordinated by two pyridine molecules and two water molecules resulting in a slightly distorted trans-ZnN₂O₄ octahedral geometry (Table 1).

The coordinated water molecules form both intrachain O—H···O hydrogen bonds with the uncoordinated carboxyl group of a succinate ligand within the chain and intermolecular hydrogen bond with those in an adjacent chain (Fig. 2, Table 2). For a related structure, see Ohmura et al. (2003).

Related literature top

For a related structure containing fumarate ions, see: Ohmura et al. (2003).

Experimental top

A pyridine solution (10 ml) of succinic acid (0.116 g, 1 mmol) was added to an aqueous solution (10 ml) of zinc acetate dihydrate (0.148 g, 0.673 mmol). The mixture was then allowed to stand for several days at room temperature, after which colourless blocks of (I) precipitated.

Computing details top

Data collection: COLLECT (Hooft, 1998); cell refinement: DENZO (Otwinowski and Minor, 1997) and COLLECT (Hooft, 1998); data reduction: DENZO (Otwinowski and Minor, 1997) and COLLECT (Hooft, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2006); software used to prepare material for publication: Mercury (Macrae et al., 2006) and local program.

Figures top

	Fig. 1. A fragment of the polymeric chain in (I) showing 50% displacement ellipsoids (arbitrary spheres for the H atoms). Symmetry codes: (i) 1 - x, -y, 1 - z; (ii) 1 - x, 1 - y, 1 - z; (iii) x, y + 1, z.
	Fig. 2. The packing in (I) viewed along the b axis with hydrogen bonds indicated by dashed lines.

catena-Poly[[diaquadipyridinezinc(II)]-µ-succinato] top

Crystal data top

[Zn(C₄H₄O₄)(C₅H₅N)₂(H₂O)₂]	F(000) = 776
M_r = 375.67	D_x = 1.583 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2052 reflections
a = 11.8142 (8) Å	θ = 2.9–27.5°
b = 8.9111 (7) Å	µ = 1.59 mm⁻¹
c = 14.9705 (10) Å	T = 273 K
V = 1576.06 (19) Å³	Block, colourless
Z = 4	0.08 × 0.08 × 0.04 mm

Data collection top

Bruker–Nonious APEXII CCD camera on κ-goniostat diffractometer	1814 independent reflections
Radiation source: fine-focus sealed tube	1200 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.067
Detector resolution: 4096x4096pixels / 62x62mm pixels mm^-1	θ_max = 27.6°, θ_min = 3.2°
ϕ and ω scans	h = −15→15
Absorption correction: multi-scan (SADABS; Sheldrick, 2007)	k = −11→10
T_min = 0.804, T_max = 0.931	l = −19→17
9256 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)] = 0.065	Hydrogen site location: difmap and geom
wR(F²) = 0.108	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	w = 1/[σ²(F_o²) + 9.8897P] where P = (F_o² + 2F_c²)/3
1814 reflections	(Δ/σ)_max < 0.001
138 parameters	Δρ_max = 0.55 e Å⁻³
0 restraints	Δρ_min = −0.46 e Å⁻³

Crystal data top

[Zn(C₄H₄O₄)(C₅H₅N)₂(H₂O)₂]	V = 1576.06 (19) Å³
M_r = 375.67	Z = 4
Orthorhombic, Pbca	Mo Kα radiation
a = 11.8142 (8) Å	µ = 1.59 mm⁻¹
b = 8.9111 (7) Å	T = 273 K
c = 14.9705 (10) Å	0.08 × 0.08 × 0.04 mm

Data collection top

Bruker–Nonious APEXII CCD camera on κ-goniostat diffractometer	1814 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2007)	1200 reflections with I > 2σ(I)
T_min = 0.804, T_max = 0.931	R_int = 0.067
9256 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.065	0 restraints
wR(F²) = 0.108	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	Δρ_max = 0.55 e Å⁻³
1814 reflections	Δρ_min = −0.46 e Å⁻³
138 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Zn1	0.5000	0.0000	0.5000	0.0147 (2)
O3	0.6625 (3)	0.0017 (4)	0.4416 (2)	0.0186 (7)
H3A	0.6910	0.0850	0.4477	0.028*
O2	0.5136 (3)	0.2237 (4)	0.5340 (2)	0.0179 (7)
O1	0.6873 (3)	0.2905 (4)	0.4901 (2)	0.0229 (8)
C3	0.3411 (5)	0.1656 (6)	0.2097 (4)	0.0290 (13)
C2	0.4391 (5)	0.2285 (6)	0.2438 (4)	0.0254 (12)
C5	0.3356 (4)	0.0065 (7)	0.3386 (3)	0.0206 (10)
C6	0.5888 (4)	0.3201 (5)	0.5168 (3)	0.0172 (10)
N1	0.4308 (3)	0.0673 (4)	0.3719 (3)	0.0156 (8)
C1	0.4810 (4)	0.1762 (6)	0.3235 (3)	0.0199 (11)
C7	0.5529 (4)	0.4835 (6)	0.5275 (4)	0.0224 (11)
C4	0.2892 (5)	0.0528 (7)	0.2586 (4)	0.0279 (13)
H4	0.224 (5)	0.010 (6)	0.243 (3)	0.025 (15)*
H1	0.549 (4)	0.205 (6)	0.345 (3)	0.018 (13)*
H3	0.308 (5)	0.199 (7)	0.154 (4)	0.035 (17)*
H5	0.304 (4)	−0.066 (6)	0.376 (4)	0.026 (15)*
H2	0.476 (5)	0.295 (6)	0.209 (4)	0.028 (16)*
H7A	0.540 (4)	0.492 (6)	0.591 (4)	0.018 (13)*
H7	0.616 (4)	0.549 (5)	0.514 (3)	0.014 (13)*
H3B	0.694 (5)	−0.064 (7)	0.459 (4)	0.04 (2)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0146 (3)	0.0125 (3)	0.0169 (4)	0.0005 (4)	0.0010 (3)	0.0002 (4)
O3	0.0190 (16)	0.0113 (16)	0.0254 (18)	0.0048 (18)	0.0012 (13)	0.0012 (17)
O2	0.0192 (16)	0.0116 (16)	0.0229 (16)	−0.0006 (14)	0.0033 (14)	0.0022 (14)
O1	0.0160 (15)	0.0137 (18)	0.039 (2)	−0.0010 (17)	0.0048 (15)	0.0000 (13)
C3	0.041 (3)	0.026 (3)	0.020 (3)	0.004 (2)	−0.012 (2)	0.001 (3)
C2	0.036 (3)	0.021 (3)	0.019 (3)	0.000 (2)	0.004 (2)	−0.006 (2)
C5	0.019 (2)	0.022 (3)	0.021 (2)	0.000 (3)	0.0002 (18)	0.001 (2)
C6	0.019 (2)	0.015 (2)	0.018 (3)	0.003 (2)	−0.0046 (18)	0.0011 (19)
N1	0.0181 (19)	0.012 (2)	0.017 (2)	0.0011 (17)	0.0012 (16)	0.0016 (17)
C1	0.020 (3)	0.018 (3)	0.022 (3)	−0.001 (2)	−0.002 (2)	−0.001 (2)
C7	0.020 (2)	0.014 (3)	0.034 (3)	−0.001 (2)	−0.005 (2)	−0.003 (2)
C4	0.028 (3)	0.026 (3)	0.029 (3)	0.003 (3)	−0.007 (2)	−0.005 (3)

Geometric parameters (Å, º) top

Zn1—O2	2.064 (3)	C2—C1	1.374 (7)
Zn1—O2ⁱ	2.064 (3)	C2—H2	0.90 (6)
Zn1—O3ⁱ	2.110 (3)	C5—N1	1.345 (6)
Zn1—O3	2.110 (3)	C5—C4	1.379 (7)
Zn1—N1ⁱ	2.170 (4)	C5—H5	0.93 (6)
Zn1—N1	2.170 (4)	C6—C7	1.525 (7)
O3—H3A	0.8200	N1—C1	1.348 (6)
O3—H3B	0.74 (6)	C1—H1	0.90 (5)
O2—C6	1.263 (6)	C7—C7ⁱⁱ	1.526 (9)
O1—C6	1.258 (5)	C7—H7A	0.97 (5)
C3—C2	1.383 (8)	C7—H7	0.97 (5)
C3—C4	1.387 (8)	C4—H4	0.89 (6)
C3—H3	0.96 (6)

O2—Zn1—O2ⁱ	180.0	C1—C2—H2	123 (4)
O2—Zn1—O3ⁱ	88.60 (13)	C3—C2—H2	118 (4)
O2ⁱ—Zn1—O3ⁱ	91.40 (13)	N1—C5—C4	122.2 (5)
O2—Zn1—O3	91.40 (13)	N1—C5—H5	113 (3)
O2ⁱ—Zn1—O3	88.60 (13)	C4—C5—H5	125 (3)
O3ⁱ—Zn1—O3	180.0	O1—C6—O2	124.9 (4)
O2—Zn1—N1ⁱ	91.12 (14)	O1—C6—C7	119.4 (4)
O2ⁱ—Zn1—N1ⁱ	88.88 (14)	O2—C6—C7	115.7 (4)
O3ⁱ—Zn1—N1ⁱ	88.53 (14)	C5—N1—C1	117.3 (4)
O3—Zn1—N1ⁱ	91.47 (14)	C5—N1—Zn1	122.1 (3)
O2—Zn1—N1	88.88 (14)	C1—N1—Zn1	120.5 (3)
O2ⁱ—Zn1—N1	91.12 (14)	N1—C1—C2	123.5 (5)
O3ⁱ—Zn1—N1	91.47 (14)	N1—C1—H1	114 (3)
O3—Zn1—N1	88.53 (14)	C2—C1—H1	122 (3)
N1ⁱ—Zn1—N1	180	C6—C7—C7ⁱⁱ	110.8 (5)
Zn1—O3—H3A	109.5	C6—C7—H7A	103 (3)
Zn1—O3—H3B	108 (5)	C7ⁱⁱ—C7—H7A	112 (3)
H3A—O3—H3B	118.2	C6—C7—H7	110 (3)
C6—O2—Zn1	131.5 (3)	C7ⁱⁱ—C7—H7	114 (3)
C2—C3—C4	118.0 (5)	H7A—C7—H7	106 (4)
C2—C3—H3	122 (3)	C5—C4—C3	120.0 (5)
C4—C3—H3	120 (3)	C5—C4—H4	116 (3)
C1—C2—C3	118.9 (5)	C3—C4—H4	124 (4)

O3ⁱ—Zn1—O2—C6	−174.6 (4)	O3—Zn1—N1—C5	137.5 (4)
O3—Zn1—O2—C6	5.4 (4)	O2—Zn1—N1—C1	47.0 (4)
N1ⁱ—Zn1—O2—C6	96.9 (4)	O2ⁱ—Zn1—N1—C1	−133.0 (4)
N1—Zn1—O2—C6	−83.1 (4)	O3ⁱ—Zn1—N1—C1	135.6 (4)
C4—C3—C2—C1	0.5 (8)	O3—Zn1—N1—C1	−44.4 (4)
Zn1—O2—C6—O1	−16.8 (7)	C5—N1—C1—C2	1.0 (7)
Zn1—O2—C6—C7	161.3 (3)	Zn1—N1—C1—C2	−177.2 (4)
C4—C5—N1—C1	−0.5 (7)	C3—C2—C1—N1	−1.0 (8)
C4—C5—N1—Zn1	177.6 (4)	O1—C6—C7—C7ⁱⁱ	123.7 (6)
O2—Zn1—N1—C5	−131.1 (4)	O2—C6—C7—C7ⁱⁱ	−54.5 (7)
O2ⁱ—Zn1—N1—C5	48.9 (4)	N1—C5—C4—C3	0.1 (9)
O3ⁱ—Zn1—N1—C5	−42.5 (4)	C2—C3—C4—C5	−0.1 (9)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O1	0.82	1.94	2.690 (5)	152
O3—H3B···O1ⁱⁱⁱ	0.74 (6)	1.97 (6)	2.687 (5)	164 (5)

Symmetry code: (iii) −x+3/2, y−1/2, z.

Experimental details

Crystal data
Chemical formula	[Zn(C₄H₄O₄)(C₅H₅N)₂(H₂O)₂]
M_r	375.67
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	273
a, b, c (Å)	11.8142 (8), 8.9111 (7), 14.9705 (10)
V (Å³)	1576.06 (19)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.59
Crystal size (mm)	0.08 × 0.08 × 0.04

Data collection
Diffractometer	Bruker–Nonious APEXII CCD camera on κ-goniostat diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2007)
T_min, T_max	0.804, 0.931
No. of measured, independent and observed [I > 2σ(I)] reflections	9256, 1814, 1200
R_int	0.067
(sin θ/λ)_max (Å⁻¹)	0.651

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.065, 0.108, 1.13
No. of reflections	1814
No. of parameters	138
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.55, −0.46

Computer programs: , DENZO (Otwinowski and Minor, 1997) and COLLECT (Hooft, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), Mercury (Macrae et al., 2006) and local program.

Selected geometric parameters (Å, º) top

Zn1—O2	2.064 (3)	Zn1—N1	2.170 (4)
Zn1—O3	2.110 (3)

O2ⁱ—Zn1—N1ⁱ	88.88 (14)

Symmetry code: (i) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O1	0.82	1.94	2.690 (5)	152
O3—H3B···O1ⁱⁱ	0.74 (6)	1.97 (6)	2.687 (5)	164 (5)

Symmetry code: (ii) −x+3/2, y−1/2, z.

Acknowledgements

The authors thank the Development and Promotion of Science and Technology Talents fund.

References

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