Crystal structure of poly[[trans-di-aqua-bis-[μ2-trans-4,4'-(diazenedi-yl)dipyridine]-nickel(II)] diiodide ethanol disolvate].

In the title compound, {[Ni(C10H8N4)2(H2O)2]I2·2C2H5OH} n , the complex shows an octa-hedral environment of the Ni(2+) cation in which it is located on a centre of symmetry, linked to two water mol-ecules and the pyridine-N atoms of four 4,4'-(diazenediyl)dipyridine ligands bridging Ni(2+) cations along the b- and c-axis directions, giving rise to a two-dimensional arrangement. The Ni-N bond lengths are in the range 2.109 (4)-2.186 (3) Å and the Ni-O bond length is 2.080 (3) Å. The 4,4'-(diazenedi-yl)dipyridine ligand lies on an inversion centre. An O-H⋯O hydrogen-bond inter-action is observed between water and ethanol mol-ecules. The I(-) ions can be regarded as free anions in the crystal lattice.

Related literature

For related two-dimensional structures, see: Carlucci et al. (2003 ▶); Noro et al. (2005 ▶, 2006 ▶); Li et al. (2007 ▶); Pan et al. (2010 ▶); Aijaz et al. (2011 ▶).

Experimental

Crystal data

[Ni(C10H8N4)2(H2O)2]I2·2C2H6O

M = 809.09

Monoclinic,

a = 8.6367 (11) Å

b = 13.2598 (16) Å

c = 13.4188 (14) Å

β = 101.737 (3)°

V = 1504.6 (3) Å3

Z = 2

Mo Kα radiation

μ = 2.74 mm−1

T = 100 K

0.12 × 0.08 × 0.06 mm

Data collection

Bruker Kappa APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.77, T max = 0.85

19224 measured reflections

2741 independent reflections

1948 reflections with I > 2σ(I)

R int = 0.067

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.097

S = 1.00

2741 reflections

185 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.95 e Å−3

Δρmin = −0.86 e Å−3

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); 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 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536814016158/bx2463sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814016158/bx2463Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814016158/bx2463Isup3.cdx

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814016158/bx2463Isup4.docx

Click here for additional data file.

. DOI: 10.1107/S1600536814016158/bx2463fig1.tif

Part of the polymeric structure for the title compound. Symmetry code for compound (i):-x, −y+2, −z+2; (2i): −x-y+1,-z+1;(3i):-x,-y+1,-z+2.

Click here for additional data file.

. DOI: 10.1107/S1600536814016158/bx2463fig2.tif

Simplified drawing of a layer parallel to (011). Hydrogen atoms have been omitted for clarity.

CCDC reference: 1013422

Additional supporting information: crystallographic information; 3D view; checkCIF report

[Ni(C10H8N4)2(H2O)2]I2·2C2H6O	F(000) = 796
Mr = 809.09	Dx = 1.786 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.6367 (11) Å	Cell parameters from 3456 reflections
b = 13.2598 (16) Å	θ = 2.9–21.6°
c = 13.4188 (14) Å	µ = 2.74 mm−1
β = 101.737 (3)°	T = 100 K
V = 1504.6 (3) Å3	Prismatic, clear orange–red
Z = 2	0.12 × 0.08 × 0.06 mm

Bruker Kappa APEXII diffractometer	2741 independent reflections
Graphite monochromator	1948 reflections with I > 2σ(I)
Detector resolution: 8.3333 pixels mm-1	Rint = 0.067
single crystal scans	θmax = 25.4°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2009)	h = −10→10
Tmin = 0.77, Tmax = 0.85	k = −15→15
19224 measured reflections	l = −15→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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0416P)2 + 2.7231P] where P = (Fo2 + 2Fc2)/3
2741 reflections	(Δ/σ)max < 0.001
185 parameters	Δρmax = 0.95 e Å−3
3 restraints	Δρmin = −0.86 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
I1	0.01318 (5)	0.80017 (3)	0.33435 (3)	0.05632 (18)
Ni1	0	0.5	1.0	0.0183 (2)
C1	0.1600 (6)	0.4962 (4)	0.8111 (3)	0.0278 (11)
H1	0.2538	0.4945	0.8623	0.033*
C2	0.1749 (6)	0.4983 (4)	0.7105 (3)	0.0304 (12)
H2	0.2763	0.5	0.6934	0.036*
C3	0.0387 (6)	0.4978 (4)	0.6352 (3)	0.0290 (12)
C4	−0.1044 (6)	0.4962 (4)	0.6634 (4)	0.0365 (13)
H4	−0.1996	0.4952	0.6134	0.044*
C5	−0.1092 (6)	0.4962 (4)	0.7655 (3)	0.0363 (13)
H5	−0.2096	0.496	0.784	0.044*
C6	0.1181 (6)	0.7073 (4)	0.9562 (4)	0.0320 (12)
H6	0.1913	0.668	0.9286	0.038*
C7	0.1276 (7)	0.8108 (4)	0.9503 (4)	0.0416 (14)
H7	0.2052	0.842	0.9196	0.05*
C8	0.0228 (7)	0.8671 (4)	0.9897 (4)	0.0402 (15)
C9	−0.0855 (7)	0.8207 (4)	1.0356 (4)	0.0444 (15)
H9	−0.1575	0.8591	1.0651	0.053*
C10	−0.0877 (7)	0.7150 (4)	1.0381 (4)	0.0388 (14)
H10	−0.1634	0.6824	1.0694	0.047*
C11	0.8888 (11)	0.7821 (7)	0.7076 (6)	0.095 (3)
H11A	0.9057	0.8424	0.7508	0.142*
H11B	0.9055	0.7217	0.7504	0.142*
H11C	0.7804	0.7823	0.6675	0.142*
C12	1.0001 (11)	0.7823 (7)	0.6391 (7)	0.093 (3)
H12A	1.1095	0.7802	0.6796	0.112*
H12B	0.9832	0.7214	0.5957	0.112*
N1	0.0212 (5)	0.4964 (3)	0.8404 (3)	0.0226 (9)
N2	0.0617 (5)	0.4987 (3)	0.5323 (3)	0.0345 (10)
N3	0.0113 (5)	0.6588 (3)	0.9985 (3)	0.0240 (9)
N4	0.0347 (6)	0.9783 (4)	0.9742 (4)	0.0490 (13)
O1	0.2450 (4)	0.4913 (3)	1.0428 (2)	0.0263 (8)
H1A	0.305 (5)	0.539 (3)	1.062 (4)	0.039*
H1B	0.293 (6)	0.442 (3)	1.074 (3)	0.039*
O2	0.9803 (5)	0.8708 (3)	0.5759 (3)	0.0568 (12)
H2A	0.9192	0.8576	0.5203	0.085*

	U11	U22	U33	U12	U13	U23
I1	0.0540 (3)	0.0502 (3)	0.0633 (3)	−0.0059 (2)	0.0085 (2)	−0.0198 (2)
Ni1	0.0260 (5)	0.0134 (4)	0.0159 (4)	0.0006 (4)	0.0054 (3)	0.0000 (3)
C1	0.025 (3)	0.038 (3)	0.019 (2)	0.001 (2)	0.001 (2)	0.000 (2)
C2	0.028 (3)	0.041 (3)	0.024 (2)	−0.001 (2)	0.011 (2)	−0.001 (2)
C3	0.040 (3)	0.030 (3)	0.017 (2)	0.002 (2)	0.005 (2)	−0.002 (2)
C4	0.024 (3)	0.061 (4)	0.025 (3)	0.002 (3)	0.005 (2)	0.003 (3)
C5	0.030 (3)	0.057 (4)	0.024 (3)	0.000 (3)	0.010 (2)	−0.001 (2)
C6	0.033 (3)	0.024 (3)	0.038 (3)	0.001 (2)	0.007 (2)	0.003 (2)
C7	0.041 (3)	0.024 (3)	0.058 (4)	−0.001 (3)	0.006 (3)	0.009 (3)
C8	0.041 (4)	0.016 (3)	0.055 (3)	−0.009 (3)	−0.010 (3)	0.001 (2)
C9	0.054 (4)	0.027 (3)	0.052 (4)	0.013 (3)	0.008 (3)	−0.011 (3)
C10	0.055 (4)	0.025 (3)	0.038 (3)	0.000 (3)	0.016 (3)	−0.001 (2)
C11	0.103 (7)	0.109 (7)	0.068 (5)	−0.001 (6)	0.008 (5)	0.033 (5)
C12	0.085 (6)	0.091 (7)	0.106 (7)	0.004 (5)	0.025 (5)	0.033 (5)
N1	0.028 (2)	0.019 (2)	0.0208 (19)	−0.0026 (18)	0.0066 (17)	0.0008 (17)
N2	0.038 (3)	0.050 (3)	0.018 (2)	0.000 (2)	0.0098 (16)	0.000 (2)
N3	0.032 (2)	0.019 (2)	0.0202 (19)	−0.0020 (19)	0.0026 (17)	−0.0018 (16)
N4	0.044 (3)	0.050 (3)	0.056 (3)	0.002 (3)	0.017 (2)	−0.008 (2)
O1	0.027 (2)	0.024 (2)	0.0267 (17)	0.0012 (15)	0.0034 (15)	0.0030 (14)
O2	0.056 (3)	0.054 (3)	0.060 (3)	0.006 (2)	0.011 (2)	0.008 (2)

Ni1—O1i	2.080 (3)	C7—C8	1.360 (8)
Ni1—O1	2.080 (3)	C7—H7	0.95
Ni1—N3	2.109 (4)	C8—C9	1.366 (8)
Ni1—N3i	2.109 (4)	C8—N4	1.496 (7)
Ni1—N1	2.186 (3)	C9—C10	1.403 (8)
Ni1—N1i	2.186 (3)	C9—H9	0.95
C1—N1	1.336 (6)	C10—N3	1.324 (7)
C1—C2	1.381 (6)	C10—H10	0.95
C1—H1	0.95	C11—C12	1.458 (12)
C2—C3	1.386 (7)	C11—H11A	0.98
C2—H2	0.95	C11—H11B	0.98
C3—C4	1.365 (7)	C11—H11C	0.98
C3—N2	1.435 (6)	C12—O2	1.437 (9)
C4—C5	1.378 (7)	C12—H12A	0.99
C4—H4	0.95	C12—H12B	0.99
C5—N1	1.348 (6)	N2—N2ii	1.229 (8)
C5—H5	0.95	N4—N4iii	1.156 (9)
C6—N3	1.342 (7)	O1—H1A	0.82 (2)
C6—C7	1.378 (7)	O1—H1B	0.833 (19)
C6—H6	0.95	O2—H2A	0.84
O1i—Ni1—O1	180.00 (19)	C6—C7—H7	120.9
O1i—Ni1—N3	89.33 (15)	C7—C8—C9	119.9 (5)
O1—Ni1—N3	90.68 (15)	C7—C8—N4	114.7 (5)
O1i—Ni1—N3i	90.67 (15)	C9—C8—N4	125.3 (6)
O1—Ni1—N3i	89.33 (15)	C8—C9—C10	118.3 (6)
N3—Ni1—N3i	180.0 (2)	C8—C9—H9	120.9
O1i—Ni1—N1	90.79 (13)	C10—C9—H9	120.9
O1—Ni1—N1	89.21 (13)	N3—C10—C9	122.7 (5)
N3—Ni1—N1	89.97 (15)	N3—C10—H10	118.7
N3i—Ni1—N1	90.03 (15)	C9—C10—H10	118.7
O1i—Ni1—N1i	89.21 (13)	C12—C11—H11A	109.5
O1—Ni1—N1i	90.79 (13)	C12—C11—H11B	109.5
N3—Ni1—N1i	90.03 (15)	H11A—C11—H11B	109.5
N3i—Ni1—N1i	89.97 (15)	C12—C11—H11C	109.5
N1—Ni1—N1i	180.0 (2)	H11A—C11—H11C	109.5
N1—C1—C2	123.7 (4)	H11B—C11—H11C	109.5
N1—C1—H1	118.1	O2—C12—C11	111.0 (7)
C2—C1—H1	118.1	O2—C12—H12A	109.4
C1—C2—C3	118.6 (5)	C11—C12—H12A	109.4
C1—C2—H2	120.7	O2—C12—H12B	109.4
C3—C2—H2	120.7	C11—C12—H12B	109.4
C4—C3—C2	118.7 (4)	H12A—C12—H12B	108.0
C4—C3—N2	125.3 (4)	C1—N1—C5	116.3 (4)
C2—C3—N2	116.0 (5)	C1—N1—Ni1	123.2 (3)
C3—C4—C5	119.2 (5)	C5—N1—Ni1	120.5 (3)
C3—C4—H4	120.4	N2ii—N2—C3	114.1 (5)
C5—C4—H4	120.4	C10—N3—C6	117.1 (4)
N1—C5—C4	123.5 (5)	C10—N3—Ni1	121.6 (4)
N1—C5—H5	118.2	C6—N3—Ni1	121.3 (3)
C4—C5—H5	118.2	N4iii—N4—C8	110.5 (7)
N3—C6—C7	123.7 (5)	Ni1—O1—H1A	126 (4)
N3—C6—H6	118.1	Ni1—O1—H1B	124 (4)
C7—C6—H6	118.1	H1A—O1—H1B	103 (5)
C8—C7—C6	118.2 (5)	C12—O2—H2A	109.5
C8—C7—H7	120.9

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O2iv	0.83 (4)	1.91 (4)	2.703 (6)	161 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1A⋯O2i	0.83 (4)	1.91 (4)	2.703 (6)	161 (5)

Symmetry code: (i) .