Tetra-aqua-diimidazole-nickel(II) naphthalene-1,5-disulfonate.

The triclinic unit cell of the title compound, [Ni(C(3)H(4)N(2))(2)(H(2)O)(4)](C(10)H(6)O(6)S(2)), contains one centrosymmetric cation and one centrosymmetric anion. In the cation, the Ni(II) ion is six-coordinated by two imidazole ligands [Ni-N = 2.0568 (14) Å] and four water mol-ecules [both independent Ni-O distances are 2.098 (1) Å] in a distorted octa-hedral geometry. Inter-molecular O-H⋯O and N-H⋯O hydrogen bonds form an extensive three-dimensional network, which consolidates the crystal packing.

Related literature

For related literature, see: Côté & Shimizu (2003 ▶); Cai (2004 ▶); Cai et al. (2001 ▶); Chen et al. (2001 ▶, 2002 ▶); Lian et al. (2007 ▶); Liu et al. (2006 ▶); Zhou et al. (2004 ▶).

Experimental

Crystal data

[Ni(C3H4N2)2(H2O)4](C10H6O6S2)

M = 553.21

Triclinic,

a = 8.285 (3) Å

b = 8.925 (3) Å

c = 9.088 (3) Å

α = 107.705 (5)°

β = 101.628 (5)°

γ = 111.967 (5)°

V = 554.6 (3) Å3

Z = 1

Mo Kα radiation

μ = 1.12 mm−1

T = 273 (2) K

0.37 × 0.28 × 0.22 mm

Data collection

Bruker SMART 1K CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.681, T max = 0.790

4834 measured reflections

2499 independent reflections

2262 reflections with I > 2σ(I)

R int = 0.011

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.067

S = 1.08

2499 reflections

167 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.35 e Å−3

Δρmin = −0.25 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Bruker, 1997 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536807067761/cv2373sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807067761/cv2373Isup2.hkl

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

[Ni(C3H4N2)2(H2O)4](C10H6O6S2)	Z = 1
Mr = 553.21	F000 = 286
Triclinic, P1	Dx = 1.656 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 8.285 (3) Å	Cell parameters from 2499 reflections
b = 8.925 (3) Å	θ = 2.5–27.5º
c = 9.088 (3) Å	µ = 1.12 mm−1
α = 107.705 (5)º	T = 273 (2) K
β = 101.628 (5)º	Plate, blue
γ = 111.967 (5)º	0.37 × 0.28 × 0.22 mm
V = 554.6 (3) Å3

Bruker SMART 1K CCD diffractometer	2499 independent reflections
Radiation source: fine-focus sealed tube	2262 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.011
T = 273(2) K	θmax = 27.5º
φ and ω scans	θmin = 2.5º
Absorption correction: multi-scan(SADABS; Bruker, 2001)	h = −10→10
Tmin = 0.681, Tmax = 0.790	k = −11→11
4834 measured reflections	l = −11→11

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.024	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.067	w = 1/[σ2(Fo2) + (0.0346P)2 + 0.1772P] where P = (Fo2 + 2Fc2)/3
S = 1.08	(Δ/σ)max = 0.001
2499 reflections	Δρmax = 0.35 e Å−3
167 parameters	Δρmin = −0.25 e Å−3
6 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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	0.5000	0.5000	0.02611 (9)
N1	0.28615 (18)	0.55991 (17)	0.43827 (16)	0.0318 (3)
O1W	0.31627 (16)	0.23254 (16)	0.43179 (17)	0.0400 (3)
O2W	0.50259 (17)	0.42911 (17)	0.25854 (14)	0.0370 (3)
S1	0.21612 (5)	0.14229 (5)	0.81936 (4)	0.02708 (10)
C1	0.41626 (19)	0.11368 (19)	0.88348 (17)	0.0259 (3)
C5	0.41915 (19)	0.01134 (18)	0.97747 (17)	0.0248 (3)
O3	0.06491 (16)	−0.03557 (16)	0.71539 (15)	0.0406 (3)
O2	0.18864 (17)	0.22940 (17)	0.96754 (15)	0.0407 (3)
O1	0.25746 (18)	0.25029 (18)	0.72669 (17)	0.0436 (3)
N2	0.1179 (2)	0.6991 (2)	0.4648 (2)	0.0478 (4)
H7A	0.0826	0.7757	0.5081	0.057*
C2	0.5648 (2)	0.1890 (2)	0.8392 (2)	0.0353 (3)
H2A	0.5610	0.2560	0.7789	0.042*
C3	0.7231 (2)	0.1653 (2)	0.8846 (2)	0.0390 (4)
H3A	0.8235	0.2169	0.8541	0.047*
C7	0.0278 (3)	0.5634 (3)	0.3116 (3)	0.0449 (4)
H2B	−0.0831	0.5350	0.2335	0.054*
C8	0.1323 (2)	0.4782 (2)	0.2957 (2)	0.0384 (4)
H8A	0.1045	0.3792	0.2025	0.046*
C6	0.2709 (3)	0.6926 (3)	0.5365 (2)	0.0459 (4)
H6A	0.3560	0.7719	0.6425	0.055*
C4	0.7313 (2)	0.0678 (2)	0.9726 (2)	0.0317 (3)
H4A	0.8366	0.0526	1.0006	0.038*
H2WA	0.570 (3)	0.510 (2)	0.241 (3)	0.057 (7)*
H2WB	0.402 (3)	0.368 (3)	0.176 (3)	0.054 (6)*
H1WA	0.215 (2)	0.179 (3)	0.357 (2)	0.062 (7)*
H1WB	0.302 (3)	0.211 (4)	0.511 (2)	0.075 (9)*

	U11	U22	U33	U12	U13	U23
Ni1	0.02173 (14)	0.02598 (14)	0.02342 (14)	0.00944 (11)	0.00564 (10)	0.00513 (10)
N1	0.0287 (6)	0.0320 (7)	0.0311 (6)	0.0147 (5)	0.0101 (5)	0.0084 (5)
O1W	0.0273 (6)	0.0327 (6)	0.0433 (7)	0.0060 (5)	0.0060 (5)	0.0096 (5)
O2W	0.0350 (6)	0.0404 (7)	0.0274 (6)	0.0143 (5)	0.0094 (5)	0.0094 (5)
S1	0.02158 (17)	0.02921 (19)	0.02718 (19)	0.01217 (14)	0.00530 (14)	0.00956 (14)
C1	0.0207 (6)	0.0278 (7)	0.0256 (7)	0.0112 (5)	0.0059 (5)	0.0086 (5)
C5	0.0207 (6)	0.0249 (7)	0.0235 (6)	0.0089 (5)	0.0068 (5)	0.0063 (5)
O3	0.0256 (5)	0.0360 (6)	0.0415 (7)	0.0106 (5)	0.0003 (5)	0.0055 (5)
O2	0.0353 (6)	0.0498 (7)	0.0359 (6)	0.0267 (6)	0.0115 (5)	0.0088 (5)
O1	0.0405 (7)	0.0530 (7)	0.0522 (7)	0.0265 (6)	0.0175 (6)	0.0337 (6)
N2	0.0513 (9)	0.0465 (9)	0.0621 (10)	0.0348 (8)	0.0301 (8)	0.0216 (8)
C2	0.0299 (8)	0.0428 (9)	0.0413 (9)	0.0175 (7)	0.0154 (7)	0.0251 (7)
C3	0.0267 (8)	0.0513 (10)	0.0506 (10)	0.0182 (7)	0.0214 (7)	0.0308 (8)
C7	0.0343 (9)	0.0536 (11)	0.0540 (11)	0.0253 (8)	0.0156 (8)	0.0254 (9)
C8	0.0304 (8)	0.0403 (9)	0.0368 (9)	0.0181 (7)	0.0064 (7)	0.0083 (7)
C6	0.0470 (10)	0.0432 (10)	0.0400 (9)	0.0251 (8)	0.0129 (8)	0.0049 (8)
C4	0.0215 (7)	0.0382 (8)	0.0372 (8)	0.0145 (6)	0.0116 (6)	0.0168 (7)

Ni1—N1i	2.0568 (14)	C1—C5	1.431 (2)
Ni1—N1	2.0568 (14)	C5—C4ii	1.422 (2)
Ni1—O2Wi	2.0979 (13)	C5—C5ii	1.427 (3)
Ni1—O2W	2.0979 (13)	N2—C6	1.334 (2)
Ni1—O1W	2.0978 (13)	N2—C7	1.357 (3)
Ni1—O1Wi	2.0978 (13)	N2—H7A	0.8600
N1—C6	1.315 (2)	C2—C3	1.407 (2)
N1—C8	1.378 (2)	C2—H2A	0.9300
O1W—H1WA	0.82 (2)	C3—C4	1.359 (2)
O1W—H1WB	0.82 (2)	C3—H3A	0.9300
O2W—H2WA	0.81 (2)	C7—C8	1.351 (2)
O2W—H2WB	0.81 (2)	C7—H2B	0.9300
S1—O2	1.4453 (12)	C8—H8A	0.9300
S1—O3	1.4508 (13)	C6—H6A	0.9300
S1—O1	1.4556 (13)	C4—C5ii	1.422 (2)
S1—C1	1.7811 (15)	C4—H4A	0.9300
C1—C2	1.369 (2)
N1i—Ni1—N1	180.0	O1—S1—C1	106.33 (7)
N1i—Ni1—O2Wi	91.34 (5)	C2—C1—C5	121.07 (13)
N1—Ni1—O2Wi	88.66 (5)	C2—C1—S1	118.79 (12)
N1i—Ni1—O2W	88.66 (5)	C5—C1—S1	120.14 (10)
N1—Ni1—O2W	91.34 (5)	C4ii—C5—C5ii	119.05 (17)
O2Wi—Ni1—O2W	180.0	C4ii—C5—C1	122.89 (13)
N1i—Ni1—O1W	87.22 (6)	C5ii—C5—C1	118.05 (16)
N1—Ni1—O1W	92.78 (6)	C6—N2—C7	107.87 (15)
O2Wi—Ni1—O1W	91.48 (5)	C6—N2—H7A	126.1
O2W—Ni1—O1W	88.52 (5)	C7—N2—H7A	126.1
N1i—Ni1—O1Wi	92.78 (6)	C1—C2—C3	120.14 (15)
N1—Ni1—O1Wi	87.22 (6)	C1—C2—H2A	119.9
O2Wi—Ni1—O1Wi	88.52 (5)	C3—C2—H2A	119.9
O2W—Ni1—O1Wi	91.48 (5)	C4—C3—C2	120.80 (14)
O1W—Ni1—O1Wi	180.0	C4—C3—H3A	119.6
C6—N1—C8	104.96 (14)	C2—C3—H3A	119.6
C6—N1—Ni1	124.39 (12)	C8—C7—N2	105.88 (16)
C8—N1—Ni1	130.65 (11)	C8—C7—H2B	127.1
Ni1—O1W—H1WA	122.5 (16)	N2—C7—H2B	127.1
Ni1—O1W—H1WB	113.1 (19)	C7—C8—N1	109.81 (16)
H1WA—O1W—H1WB	107.7 (19)	C7—C8—H8A	125.1
Ni1—O2W—H2WA	115.4 (16)	N1—C8—H8A	125.1
Ni1—O2W—H2WB	121.1 (15)	N1—C6—N2	111.48 (16)
H2WA—O2W—H2WB	106.8 (18)	N1—C6—H6A	124.3
O2—S1—O3	113.08 (8)	N2—C6—H6A	124.3
O2—S1—O1	112.57 (8)	C3—C4—C5ii	120.88 (14)
O3—S1—O1	111.83 (8)	C3—C4—H4A	119.6
O2—S1—C1	106.98 (7)	C5ii—C4—H4A	119.6
O3—S1—C1	105.41 (7)
O2Wi—Ni1—N1—C6	37.27 (15)	S1—C1—C5—C4ii	−1.5 (2)
O2W—Ni1—N1—C6	−142.73 (15)	C2—C1—C5—C5ii	−0.5 (2)
O1W—Ni1—N1—C6	128.69 (15)	S1—C1—C5—C5ii	178.52 (13)
O1Wi—Ni1—N1—C6	−51.31 (15)	C5—C1—C2—C3	0.6 (2)
O2Wi—Ni1—N1—C8	−142.13 (15)	S1—C1—C2—C3	−178.51 (14)
O2W—Ni1—N1—C8	37.87 (15)	C1—C2—C3—C4	0.0 (3)
O1W—Ni1—N1—C8	−50.71 (15)	C6—N2—C7—C8	−0.1 (2)
O1Wi—Ni1—N1—C8	129.29 (15)	N2—C7—C8—N1	0.2 (2)
O2—S1—C1—C2	−121.03 (14)	C6—N1—C8—C7	−0.1 (2)
O3—S1—C1—C2	118.35 (14)	Ni1—N1—C8—C7	179.38 (12)
O1—S1—C1—C2	−0.52 (15)	C8—N1—C6—N2	0.0 (2)
O2—S1—C1—C5	59.89 (13)	Ni1—N1—C6—N2	−179.51 (12)
O3—S1—C1—C5	−60.73 (13)	C7—N2—C6—N1	0.1 (2)
O1—S1—C1—C5	−179.60 (12)	C2—C3—C4—C5ii	−0.6 (3)
C2—C1—C5—C4ii	179.40 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O3iii	0.82 (2)	2.022 (15)	2.7507 (18)	148 (2)
O1W—H1WB···O1	0.82 (2)	2.018 (14)	2.788 (2)	156 (3)
O2W—H2WA···O1i	0.81 (2)	1.962 (10)	2.7496 (19)	161 (2)
O2W—H2WB···O2iv	0.81 (2)	1.96 (2)	2.7979 (18)	173 (2)
N2—H7A···O3v	0.86	2.19	2.981 (2)	154

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O3i	0.82 (2)	2.022 (15)	2.7507 (18)	148 (2)
O1W—H1WB⋯O1	0.82 (2)	2.018 (14)	2.788 (2)	156 (3)
O2W—H2WA⋯O1ii	0.81 (2)	1.962 (10)	2.7496 (19)	161 (2)
O2W—H2WB⋯O2iii	0.81 (2)	1.96 (2)	2.7979 (18)	173 (2)
N2—H7A⋯O3iv	0.86	2.19	2.981 (2)	154

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