Poly[diaqua­(μ3-8-oxidoquinoline-5-sulfonato-κ4N,O8:O5:O8)nickel(II)]

Wang, Y.; Wang, L.; Xu, J.; Zhu, G.

doi:10.1107/S1600536809026105

metal-organic compounds

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Volume 65| Part 8| August 2009| Page m902

doi:10.1107/S1600536809026105

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Poly[diaqua(μ₃-8-oxidoquinoline-5-sulfonato-κ⁴N,O⁸:O⁵:O⁸)nickel(II)]

Ying Wang,^a Li Wang,^a Jianing Xu ^a ^* and Guangshan Zhu ^a ‡

^aKey Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun 130012, People's Republic of China
^*Correspondence e-mail: xujianing@email.jlu.edu.cn

(Received 30 May 2009; accepted 5 July 2009; online 11 July 2009)

In title compound, [Ni(C₉H₅NO₄S)(H₂O)₂]_n, the Ni^II atom is coordinated by one N atom and two bridging O atoms from two 8-oxidoquinoline-5-sulfonate ligands, one sulfonate O atom from a third ligand, and two water molecules in a distorted octahedral geometry. The two Ni^II atoms are linked to each other through the bridging O atoms, forming a dimer. Adjacent dimers are connected through the coordination of the sulfonate O atom into a two-dimensional coordination network parallel to (010). Hydrogen bonds between the coordinated water molecules and the uncoordinated O atoms of the sulfonate groups result in the construction of a three-dimensional supramolecular structure.

Related literature

For related structures, see: Ammor et al. (1992 ); Petit et al. (1993a ,b ); Rao et al. (2003 ); Wu et al. (2008 ); Xie et al. (1992 ).

Experimental

Crystal data

[Ni(C₉H₅NO₄S)(H₂O)₂]
M_r = 317.94
Orthorhombic, P b c a
a = 9.2067 (8) Å
b = 15.0504 (13) Å
c = 16.1599 (14) Å
V = 2239.2 (3) Å³
Z = 8
Mo Kα radiation
μ = 1.94 mm⁻¹
T = 293 K
0.28 × 0.22 × 0.18 mm

Data collection

Bruker SMART APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.601, T_max = 0.701
11973 measured reflections
2198 independent reflections
1874 reflections with I > 2σ(I)
R_int = 0.037

Refinement

R[F² > 2σ(F²)] = 0.031
wR(F²) = 0.079
S = 1.02
2198 reflections
171 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.64 e Å⁻³
Δρ_min = −0.27 e Å⁻³

Table 1
Selected bond lengths (Å)

Ni1—O1ⁱ	2.0153 (17)
Ni1—O6W	2.0285 (19)
Ni1—O1	2.0443 (16)
Ni1—N1	2.052 (2)
Ni1—O5W	2.0936 (19)
Ni1—O2ⁱⁱ	2.1437 (17)
Symmetry codes: (i) -x, -y, -z+1; (ii) $[x+{\script{1\over 2}}, y, -z+{\script{1\over 2}}]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5W—H5WA⋯O3ⁱⁱⁱ	0.82	2.00	2.812 (2)	171
O5W—H5WB⋯O4^iv	0.80 (2)	2.07 (2)	2.866 (3)	170 (2)
O6W—H6WA⋯O3^iv	0.82	1.93	2.687 (2)	153
O6W—H6WB⋯O4^v	0.78 (2)	2.04 (2)	2.787 (3)	159 (3)
Symmetry codes: (iii) $[-x-{\script{1\over 2}}, -y, z+{\script{1\over 2}}]$ ; (iv) $[-x, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (v) $[-x+{\script{1\over 2}}, -y, z+{\script{1\over 2}}]$ .

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: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809026105/hy2203sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809026105/hy2203Isup2.hkl

checkCIF report

Comment top

The metal complexes with organic ligands containing sulfonate group still remain largely unexplored. We have been investigating the formation of novel transition metal coordination polymers employing hydrothermal methods. During the course of the investigation employing 8-hydroxylquinoline-5-sulfonic acids (H₂QS) as organic ligand, which has received a little attention (Ammor et al., 1992; Petit et al., 1993a,b; Rao et al., 2003; Wu et al., 2008; Xie et al., 1992), and nickel(II) as metal center, we isolated a new two-dimensional coordination polymer.

As shown in Fig. 1, the asymmetric unit of the title compound contains one Ni^II atom, one QS ligand, and two water molecules. The Ni^II atom adopts a distorted octahedral coordination geometry, defined by one N atom and two bridging olate O atoms from two QS ligands, one sulfonate O atom from a third ligand, and two water molecules (Table 1). Two crystallographically equivalent Ni atoms [Ni1 and Ni1ⁱ, symmetry code: (i) -x, -y, 1 - z] link to each other through two bridging atoms O1 and O1ⁱ, forming an edge-sharing dimer. These dimers are connected by the sulfonate groups of the QS ligands into an infinite two-dimensional coordination network with a (4,4) topology along the [0 1 0] direction, as shown in Fig. 2. These networks are further connected by hydrogen bonds between the coordinated water molecules and the uncoordinated O atoms of the sulfonate groups into a three-dimensional supramolecular structure (Fig. 3 and Table 2).

Related literature top

For related structures, see: Ammor et al. (1992); Petit et al. (1993a,b); Rao et al. (2003); Wu et al. (2008); Xie et al. (1992).

Experimental top

A mixture of Ni(NO₃)₂.4H₂O (0.250 g, 1 mmol) and H₂QS (0.024 g, 0.1 mmol) was dissolved in 6 ml H₂O with stirring about half an hour and pH = 6. The mixture was transferred to a 15 ml Teflon-lined stainless-steel hydrothermal autoclave and heated at 413 K for two weeks under autogenous pressure. The green block crystals were filtered off, washed with ethanol and dried at room temperature.

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. Coordination environment of the Ni atom in the title compound. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry code: (i) -x,-y,-z + 1; (ii) x + 1/2, y, -z + 1/2.]
	Fig. 2. The two-dimensional coordination network of the title compound with a (4,4) topology, viewed along the [0 1 0] direction.
	Fig. 3. The three-dimensional supramolecular structure of the title compound, connected by hydrogen bonds between the coordinated water molecules and the uncoordinated sulfonate O atoms.

Poly[diaqua(µ₃-8-oxidoquinoline-5-sulfonato- κ⁴N,O⁸:O⁵:O⁸)nickel(II)] top

Crystal data top

[Ni(C₉H₅NO₄S)(H₂O)₂]	F(000) = 1296
M_r = 317.94	D_x = 1.886 Mg m⁻³ D_m = 1.886 Mg m⁻³ D_m measured by not measured
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2198 reflections
a = 9.2067 (8) Å	θ = 2.5–28.1°
b = 15.0504 (13) Å	µ = 1.94 mm⁻¹
c = 16.1599 (14) Å	T = 293 K
V = 2239.2 (3) Å³	Block, green
Z = 8	0.28 × 0.22 × 0.18 mm

Data collection top

Bruker SMART APEX CCD diffractometer	2198 independent reflections
Radiation source: fine-focus sealed tube	1874 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.037
ϕ and ω scans	θ_max = 26.0°, θ_min = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −10→11
T_min = 0.601, T_max = 0.701	k = −18→17
11973 measured reflections	l = −18→19

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.079	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ²(F_o²) + (0.0484P)²] where P = (F_o² + 2F_c²)/3
2198 reflections	(Δ/σ)_max = 0.001
171 parameters	Δρ_max = 0.64 e Å⁻³
4 restraints	Δρ_min = −0.27 e Å⁻³

Crystal data top

[Ni(C₉H₅NO₄S)(H₂O)₂]	V = 2239.2 (3) Å³
M_r = 317.94	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 9.2067 (8) Å	µ = 1.94 mm⁻¹
b = 15.0504 (13) Å	T = 293 K
c = 16.1599 (14) Å	0.28 × 0.22 × 0.18 mm

Data collection top

Bruker SMART APEX CCD diffractometer	2198 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	1874 reflections with I > 2σ(I)
T_min = 0.601, T_max = 0.701	R_int = 0.037
11973 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.031	4 restraints
wR(F²) = 0.079	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	Δρ_max = 0.64 e Å⁻³
2198 reflections	Δρ_min = −0.27 e Å⁻³
171 parameters

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

	x	y	z	U_iso*/U_eq
Ni1	0.10943 (3)	0.058524 (19)	0.446648 (17)	0.02363 (12)
O5W	−0.0374 (2)	0.16474 (12)	0.44545 (10)	0.0326 (4)
H5WA	−0.0848	0.1645	0.4884	0.049*
O1	0.04736 (19)	0.03393 (11)	0.56593 (9)	0.0264 (4)
N1	0.0998 (2)	0.05336 (12)	0.31986 (12)	0.0250 (5)
C8	−0.0750 (3)	−0.05668 (14)	0.35675 (14)	0.0232 (5)
C9	0.0015 (3)	−0.00829 (15)	0.29298 (13)	0.0231 (5)
C4	−0.0248 (3)	−0.02414 (16)	0.20803 (13)	0.0251 (5)
C2	0.1498 (3)	0.09088 (18)	0.17944 (15)	0.0338 (6)
H2A	0.2007	0.1263	0.1423	0.041*
C3	0.0542 (3)	0.02903 (17)	0.15126 (14)	0.0300 (6)
H3B	0.0406	0.0216	0.0947	0.036*
C5	−0.1275 (3)	−0.09119 (16)	0.18792 (14)	0.0256 (5)
C1	0.1711 (3)	0.10083 (16)	0.26430 (15)	0.0311 (6)
H1B	0.2383	0.1426	0.2826	0.037*
C6	−0.1969 (3)	−0.13796 (16)	0.24900 (15)	0.0310 (6)
H6A	−0.2631	−0.1819	0.2342	0.037*
C7	−0.1711 (3)	−0.12159 (15)	0.33312 (15)	0.0314 (6)
H7A	−0.2193	−0.1549	0.3731	0.038*
O6W	0.2752 (2)	0.14637 (13)	0.45841 (13)	0.0415 (5)
H6WA	0.2501	0.1948	0.4401	0.062*
H5WB	−0.011 (3)	0.2155 (12)	0.4428 (14)	0.029 (7)*
H6WB	0.347 (3)	0.134 (2)	0.4814 (19)	0.060 (11)*
S1	−0.16782 (7)	−0.11580 (4)	0.08365 (4)	0.02460 (16)
O2	−0.21464 (19)	−0.03403 (11)	0.04239 (9)	0.0293 (4)
O4	−0.03579 (19)	−0.15043 (12)	0.04607 (10)	0.0352 (4)
O3	−0.28431 (19)	−0.18166 (11)	0.08585 (10)	0.0313 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0259 (2)	0.0217 (2)	0.02325 (19)	−0.00303 (12)	−0.00136 (12)	0.00040 (11)
O5W	0.0340 (11)	0.0262 (10)	0.0375 (10)	0.0004 (8)	0.0078 (8)	0.0026 (8)
O1	0.0293 (10)	0.0275 (9)	0.0225 (8)	−0.0058 (8)	0.0005 (7)	−0.0008 (7)
N1	0.0235 (11)	0.0235 (11)	0.0279 (11)	−0.0013 (8)	−0.0027 (8)	−0.0001 (8)
C8	0.0250 (13)	0.0217 (12)	0.0230 (12)	0.0009 (9)	0.0008 (9)	0.0002 (9)
C9	0.0191 (11)	0.0232 (12)	0.0270 (12)	0.0017 (9)	−0.0022 (9)	−0.0010 (9)
C4	0.0246 (13)	0.0263 (12)	0.0245 (12)	0.0038 (10)	−0.0011 (10)	−0.0017 (9)
C2	0.0348 (15)	0.0385 (15)	0.0282 (13)	−0.0071 (12)	0.0025 (11)	0.0077 (12)
C3	0.0305 (14)	0.0348 (14)	0.0246 (12)	−0.0007 (11)	−0.0002 (10)	0.0009 (10)
C5	0.0259 (13)	0.0259 (12)	0.0250 (12)	0.0028 (10)	−0.0012 (10)	−0.0020 (10)
C1	0.0317 (14)	0.0299 (14)	0.0317 (13)	−0.0106 (11)	−0.0051 (11)	0.0019 (10)
C6	0.0338 (14)	0.0265 (13)	0.0327 (13)	−0.0065 (11)	−0.0032 (11)	−0.0038 (11)
C7	0.0358 (15)	0.0308 (14)	0.0276 (13)	−0.0072 (11)	0.0013 (11)	0.0017 (10)
O6W	0.0318 (11)	0.0256 (10)	0.0670 (13)	−0.0053 (8)	−0.0201 (10)	0.0100 (9)
S1	0.0260 (3)	0.0232 (3)	0.0246 (3)	0.0021 (2)	−0.0014 (2)	−0.0041 (2)
O2	0.0330 (10)	0.0263 (9)	0.0284 (9)	0.0054 (8)	−0.0022 (7)	0.0002 (7)
O4	0.0320 (10)	0.0358 (11)	0.0377 (10)	0.0081 (8)	0.0043 (8)	−0.0047 (8)
O3	0.0353 (10)	0.0276 (9)	0.0310 (9)	−0.0038 (8)	−0.0036 (7)	−0.0052 (7)

Geometric parameters (Å, º) top

Ni1—O1ⁱ	2.0153 (17)	C4—C5	1.421 (3)
Ni1—O6W	2.0285 (19)	C2—C3	1.360 (4)
Ni1—O1	2.0443 (16)	C2—C1	1.393 (3)
Ni1—N1	2.052 (2)	C2—H2A	0.9300
Ni1—O5W	2.0936 (19)	C3—H3B	0.9300
Ni1—O2ⁱⁱ	2.1437 (17)	C5—C6	1.371 (3)
O5W—H5WA	0.8200	C5—S1	1.765 (2)
O5W—H5WB	0.804 (17)	C1—H1B	0.9300
O1—C8ⁱ	1.320 (3)	C6—C7	1.402 (3)
N1—C1	1.322 (3)	C6—H6A	0.9300
N1—C9	1.367 (3)	C7—H7A	0.9300
C8—O1ⁱ	1.320 (3)	O6W—H6WA	0.8200
C8—C7	1.372 (3)	O6W—H6WB	0.784 (17)
C8—C9	1.445 (3)	S1—O4	1.4553 (18)
C9—C4	1.414 (3)	S1—O3	1.4608 (17)
C4—C3	1.418 (3)	S1—O2	1.4645 (17)

O1ⁱ—Ni1—O6W	176.93 (8)	C9—C4—C5	117.1 (2)
O1ⁱ—Ni1—O1	76.69 (7)	C3—C4—C5	126.5 (2)
O6W—Ni1—O1	103.89 (8)	C3—C2—C1	119.6 (2)
O1ⁱ—Ni1—N1	80.92 (7)	C3—C2—H2A	120.2
O6W—Ni1—N1	98.67 (8)	C1—C2—H2A	120.2
O1—Ni1—N1	157.28 (7)	C2—C3—C4	120.1 (2)
O1ⁱ—Ni1—O5W	93.64 (8)	C2—C3—H3B	119.9
O6W—Ni1—O5W	89.40 (8)	C4—C3—H3B	119.9
O1—Ni1—O5W	88.06 (7)	C6—C5—C4	120.7 (2)
N1—Ni1—O5W	89.54 (7)	C6—C5—S1	118.81 (19)
O1ⁱ—Ni1—O2	59.09 (4)	C4—C5—S1	120.49 (18)
O6W—Ni1—O2	120.98 (6)	N1—C1—C2	122.7 (2)
O1—Ni1—O2	133.91 (5)	N1—C1—H1B	118.6
N1—Ni1—O2ⁱⁱ	95.19 (7)	C2—C1—H1B	118.6
O5W—Ni1—O2ⁱⁱ	170.00 (7)	C5—C6—C7	121.9 (2)
Ni1—O5W—H5WA	109.5	C5—C6—H6A	119.0
Ni1—O5W—H5WB	122 (2)	C7—C6—H6A	119.0
H5WA—O5W—H5WB	102.2	C8—C7—C6	120.3 (2)
C8ⁱ—O1—Ni1ⁱ	114.35 (14)	C8—C7—H7A	119.9
C8ⁱ—O1—Ni1	142.34 (15)	C6—C7—H7A	119.9
Ni1ⁱ—O1—Ni1	103.31 (7)	Ni1—O6W—H6WA	109.5
C1—N1—C9	118.7 (2)	Ni1—O6W—H6WB	122 (2)
C1—N1—Ni1	129.50 (16)	H6WA—O6W—H6WB	128.7
C9—N1—Ni1	111.81 (15)	O4—S1—O3	112.36 (11)
O1ⁱ—C8—C7	124.9 (2)	O4—S1—O2	110.91 (10)
O1ⁱ—C8—C9	116.8 (2)	O3—S1—O2	111.42 (10)
C7—C8—C9	118.3 (2)	O4—S1—C5	107.33 (11)
N1—C9—C4	122.4 (2)	O3—S1—C5	105.87 (10)
N1—C9—C8	115.98 (19)	O2—S1—C5	108.68 (10)
C4—C9—C8	121.6 (2)	S1—O2—Ni1ⁱⁱⁱ	136.95 (11)
C9—C4—C3	116.4 (2)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5W—H5WA···O3^iv	0.82	2.00	2.812 (2)	171
O5W—H5WB···O4^v	0.80 (2)	2.07 (2)	2.866 (3)	170 (2)
O6W—H6WA···O3^v	0.82	1.93	2.687 (2)	153
O6W—H6WB···O4^vi	0.78 (2)	2.04 (2)	2.787 (3)	159 (3)

Symmetry codes: (iv) −x−1/2, −y, z+1/2; (v) −x, y+1/2, −z+1/2; (vi) −x+1/2, −y, z+1/2.

Experimental details

Crystal data
Chemical formula	[Ni(C₉H₅NO₄S)(H₂O)₂]
M_r	317.94
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	293
a, b, c (Å)	9.2067 (8), 15.0504 (13), 16.1599 (14)
V (Å³)	2239.2 (3)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.94
Crystal size (mm)	0.28 × 0.22 × 0.18

Data collection
Diffractometer	Bruker SMART APEX CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.601, 0.701
No. of measured, independent and observed [I > 2σ(I)] reflections	11973, 2198, 1874
R_int	0.037
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.031, 0.079, 1.02
No. of reflections	2198
No. of parameters	171
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.64, −0.27

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Ni1—O1ⁱ	2.0153 (17)	Ni1—N1	2.052 (2)
Ni1—O6W	2.0285 (19)	Ni1—O5W	2.0936 (19)
Ni1—O1	2.0443 (16)	Ni1—O2ⁱⁱ	2.1437 (17)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5W—H5WA···O3ⁱⁱⁱ	0.82	2.00	2.812 (2)	171
O5W—H5WB···O4^iv	0.80 (2)	2.07 (2)	2.866 (3)	170 (2)
O6W—H6WA···O3^iv	0.82	1.93	2.687 (2)	153
O6W—H6WB···O4^v	0.78 (2)	2.04 (2)	2.787 (3)	159 (3)

Symmetry codes: (iii) −x−1/2, −y, z+1/2; (iv) −x, y+1/2, −z+1/2; (v) −x+1/2, −y, z+1/2.

Footnotes

‡Additional correspondence author.

Acknowledgements

This work was supported by the National Natural Science Foundation of China (grant No. 20571030).

References

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