catena-Poly[[[tetra-aqua-nickel(II)]-μ-4,4'-bipyridyl-κN:N'] 3,3'-(p-phenyl-ene)diacrylate].

In the title compound, {[Ni(C(10)H(8)N(2))(H(2)O)(4)](C(12)H(8)O(4))}(n), the Ni(II), 4,4'-bipyridyl (bipy) and 3,3'-(p-phenyl-ene)diacrylate (L(2-)) moieties are situated on inversion centres. The bipy ligands bridge Ni(II) ions into positively charged polymeric chains along [101]. The Ni(II) atom is coordinated by two N atoms from two bipy ligands and four water mol-ecules in a distorted octa-hedral geometry. L(2-) anions inter-act with the polymeric chains via O-H⋯O hydrogen bonds, forming a three-dimensional supra-molecular network.

Related literature

For a metal-organic complex with bipy and L 2− ligands, see: Huang et al. (2008 ▶). For related Ni complexes, see: Batten & Harris (2001 ▶); Dong (2009 ▶); Li et al. (2010 ▶).

Experimental

Crystal data

[Ni(C10H8N2)(H2O)4](C12H8O4)

M = 503.12

Triclinic,

a = 7.0867 (14) Å

b = 7.3614 (15) Å

c = 10.418 (2) Å

α = 95.51 (3)°

β = 102.51 (3)°

γ = 97.27 (3)°

V = 522.0 (2) Å3

Z = 1

Mo Kα radiation

μ = 0.98 mm−1

T = 223 K

0.40 × 0.40 × 0.25 mm

Data collection

Rigaku Mercury CCD area-detector diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.694, T max = 0.791

4910 measured reflections

1884 independent reflections

1807 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.067

S = 1.07

1884 reflections

167 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.41 e Å−3

Δρmin = −0.36 e Å−3

Data collection: CrystalClear (Rigaku, 2001 ▶); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2004 ▶); program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811036993/cv5150sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811036993/cv5150Isup2.hkl

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

[Ni(C10H8N2)(H2O)4](C12H8O4)	Z = 1
Mr = 503.12	F(000) = 262
Triclinic, P1	Dx = 1.600 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.0867 (14) Å	Cell parameters from 2063 reflections
b = 7.3614 (15) Å	θ = 3.2–25.4°
c = 10.418 (2) Å	µ = 0.98 mm−1
α = 95.51 (3)°	T = 223 K
β = 102.51 (3)°	Block, blue
γ = 97.27 (3)°	0.40 × 0.40 × 0.25 mm
V = 522.0 (2) Å3

Rigaku Mercury CCD area-detector diffractometer	1884 independent reflections
Radiation source: fine-focus sealed tube	1807 reflections with I > 2σ(I)
graphite	Rint = 0.018
ω scans	θmax = 25.4°, θmin = 3.2°
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	h = −8→8
Tmin = 0.694, Tmax = 0.791	k = −8→7
4910 measured reflections	l = −12→12

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ2(Fo2) + (0.0333P)2 + 0.2568P] where P = (Fo2 + 2Fc2)/3
1884 reflections	(Δ/σ)max < 0.001
167 parameters	Δρmax = 0.41 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

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.

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 > σ(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
Ni1	0.5000	1.0000	0.0000	0.01822 (12)
N1	0.6792 (2)	1.0320 (2)	0.19330 (14)	0.0216 (3)
O1	0.2663 (2)	1.0289 (2)	0.08405 (13)	0.0259 (3)
H1W	0.209 (4)	1.105 (4)	0.052 (3)	0.044 (8)*
H2W	0.182 (4)	0.935 (4)	0.075 (3)	0.055 (8)*
O2	0.4632 (2)	0.72250 (19)	0.01349 (16)	0.0302 (3)
H3W	0.565 (5)	0.678 (4)	0.048 (3)	0.062 (9)*
H4W	0.391 (4)	0.643 (4)	−0.042 (3)	0.056 (8)*
O3	−0.03762 (19)	0.74413 (19)	0.03648 (14)	0.0323 (3)
O4	−0.22675 (19)	0.58018 (19)	0.14203 (14)	0.0303 (3)
C1	0.6170 (3)	0.9485 (3)	0.28808 (19)	0.0298 (4)
H1	0.4846	0.8961	0.2712	0.036*
C2	0.7352 (3)	0.9347 (3)	0.40847 (19)	0.0297 (4)
H2	0.6832	0.8755	0.4720	0.036*
C3	0.9324 (3)	1.0085 (2)	0.43649 (17)	0.0206 (4)
C4	0.9949 (3)	1.0998 (3)	0.33922 (18)	0.0262 (4)
H4	1.1259	1.1554	0.3539	0.031*
C5	0.8665 (3)	1.1094 (3)	0.22164 (18)	0.0249 (4)
H5	0.9127	1.1735	0.1581	0.030*
C6	0.3586 (3)	0.5704 (3)	0.5528 (2)	0.0317 (5)
H6	0.2626	0.6181	0.5898	0.038*
C7	0.4735 (3)	0.4638 (3)	0.3653 (2)	0.0325 (5)
H7	0.4564	0.4381	0.2730	0.039*
C8	0.3284 (3)	0.5354 (3)	0.41562 (19)	0.0266 (4)
C9	0.1461 (3)	0.5739 (3)	0.3316 (2)	0.0303 (4)
H9	0.0401	0.5840	0.3713	0.036*
C10	0.1196 (3)	0.5953 (3)	0.2054 (2)	0.0308 (4)
H10	0.2231	0.5798	0.1642	0.037*
C11	−0.0630 (3)	0.6423 (3)	0.12331 (19)	0.0246 (4)

	U11	U22	U33	U12	U13	U23
Ni1	0.01467 (17)	0.02099 (18)	0.01691 (18)	0.00316 (12)	−0.00192 (12)	0.00425 (12)
N1	0.0182 (7)	0.0255 (8)	0.0190 (8)	0.0030 (6)	−0.0006 (6)	0.0042 (6)
O1	0.0187 (7)	0.0328 (8)	0.0264 (7)	0.0062 (7)	0.0024 (6)	0.0080 (6)
O2	0.0252 (8)	0.0213 (7)	0.0382 (8)	0.0035 (6)	−0.0057 (6)	0.0043 (6)
O3	0.0262 (7)	0.0367 (8)	0.0355 (8)	0.0076 (6)	0.0036 (6)	0.0165 (7)
O4	0.0220 (7)	0.0323 (7)	0.0343 (8)	0.0025 (6)	0.0005 (6)	0.0086 (6)
C1	0.0180 (9)	0.0406 (12)	0.0268 (10)	−0.0029 (8)	−0.0017 (8)	0.0102 (9)
C2	0.0216 (9)	0.0417 (12)	0.0227 (10)	−0.0039 (8)	0.0000 (8)	0.0125 (9)
C3	0.0198 (9)	0.0205 (9)	0.0185 (9)	0.0022 (7)	−0.0013 (7)	0.0026 (7)
C4	0.0177 (9)	0.0336 (11)	0.0228 (9)	−0.0028 (8)	−0.0023 (7)	0.0064 (8)
C5	0.0228 (9)	0.0298 (10)	0.0197 (9)	−0.0010 (8)	0.0010 (7)	0.0063 (8)
C6	0.0256 (10)	0.0386 (12)	0.0336 (11)	0.0115 (9)	0.0085 (9)	0.0054 (9)
C7	0.0359 (11)	0.0406 (12)	0.0205 (10)	0.0101 (9)	0.0025 (8)	0.0059 (9)
C8	0.0228 (9)	0.0247 (10)	0.0298 (10)	0.0034 (8)	−0.0009 (8)	0.0074 (8)
C9	0.0242 (10)	0.0321 (11)	0.0340 (11)	0.0048 (8)	0.0033 (8)	0.0078 (9)
C10	0.0228 (10)	0.0344 (11)	0.0342 (11)	0.0049 (8)	0.0022 (8)	0.0087 (9)
C11	0.0225 (9)	0.0214 (9)	0.0261 (10)	0.0034 (7)	−0.0018 (8)	0.0011 (8)

Ni1—O2i	2.0486 (14)	C2—H2	0.9400
Ni1—O2	2.0487 (14)	C3—C4	1.387 (3)
Ni1—O1i	2.0582 (14)	C3—C3ii	1.483 (3)
Ni1—O1	2.0582 (14)	C4—C5	1.372 (3)
Ni1—N1i	2.1093 (16)	C4—H4	0.9400
Ni1—N1	2.1093 (16)	C5—H5	0.9400
N1—C5	1.334 (2)	C6—C7iii	1.373 (3)
N1—C1	1.336 (2)	C6—C8	1.391 (3)
O1—H1W	0.79 (3)	C6—H6	0.9400
O1—H2W	0.84 (3)	C7—C6iii	1.373 (3)
O2—H3W	0.85 (3)	C7—C8	1.389 (3)
O2—H4W	0.82 (3)	C7—H7	0.9400
O3—C11	1.257 (2)	C8—C9	1.472 (3)
O4—C11	1.255 (2)	C9—C10	1.314 (3)
C1—C2	1.370 (3)	C9—H9	0.9400
C1—H1	0.9400	C10—C11	1.489 (3)
C2—C3	1.391 (3)	C10—H10	0.9400
O2i—Ni1—O2	180.0	C3—C2—H2	120.1
O2i—Ni1—O1i	90.45 (7)	C4—C3—C2	116.20 (16)
O2—Ni1—O1i	89.55 (7)	C4—C3—C3ii	122.0 (2)
O2i—Ni1—O1	89.55 (7)	C2—C3—C3ii	121.8 (2)
O2—Ni1—O1	90.45 (7)	C5—C4—C3	120.40 (17)
O1i—Ni1—O1	180.0	C5—C4—H4	119.8
O2i—Ni1—N1i	86.37 (7)	C3—C4—H4	119.8
O2—Ni1—N1i	93.63 (7)	N1—C5—C4	123.09 (17)
O1i—Ni1—N1i	88.07 (6)	N1—C5—H5	118.5
O1—Ni1—N1i	91.93 (6)	C4—C5—H5	118.5
O2i—Ni1—N1	93.63 (7)	C7iii—C6—C8	120.99 (19)
O2—Ni1—N1	86.37 (7)	C7iii—C6—H6	119.5
O1i—Ni1—N1	91.93 (6)	C8—C6—H6	119.5
O1—Ni1—N1	88.07 (6)	C6iii—C7—C8	121.49 (18)
N1i—Ni1—N1	180.0	C6iii—C7—H7	119.3
C5—N1—C1	116.72 (15)	C8—C7—H7	119.3
C5—N1—Ni1	122.36 (12)	C7—C8—C6	117.51 (18)
C1—N1—Ni1	120.09 (12)	C7—C8—C9	123.34 (18)
Ni1—O1—H1W	109.4 (19)	C6—C8—C9	119.14 (18)
Ni1—O1—H2W	116.4 (19)	C10—C9—C8	125.23 (19)
H1W—O1—H2W	105 (3)	C10—C9—H9	117.4
Ni1—O2—H3W	116 (2)	C8—C9—H9	117.4
Ni1—O2—H4W	125 (2)	C9—C10—C11	124.51 (19)
H3W—O2—H4W	109 (3)	C9—C10—H10	117.7
N1—C1—C2	123.70 (17)	C11—C10—H10	117.7
N1—C1—H1	118.1	O4—C11—O3	124.63 (17)
C2—C1—H1	118.1	O4—C11—C10	120.49 (17)
C1—C2—C3	119.80 (17)	O3—C11—C10	114.88 (17)
C1—C2—H2	120.1

D—H···A	D—H	H···A	D···A	D—H···A
O1—H2W···O3	0.84 (3)	1.90 (3)	2.734 (2)	170 (3)
O1—H1W···O3iv	0.79 (3)	1.90 (3)	2.683 (2)	171 (3)
O2—H3W···O4v	0.85 (3)	1.86 (3)	2.701 (2)	172 (3)
O2—H4W···O4vi	0.82 (3)	1.95 (3)	2.754 (2)	167 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H2W⋯O3	0.84 (3)	1.90 (3)	2.734 (2)	170 (3)
O1—H1W⋯O3i	0.79 (3)	1.90 (3)	2.683 (2)	171 (3)
O2—H3W⋯O4ii	0.85 (3)	1.86 (3)	2.701 (2)	172 (3)
O2—H4W⋯O4iii	0.82 (3)	1.95 (3)	2.754 (2)	167 (3)

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