Bis(1,10-phenanthroline-κN,N')(sulfato-κO,O')nickel(II) ethane-1,2-diol solvate.

In the title compound, [Ni(SO(4))(C(12)H(8)N(2))(2)]·C(2)H(6)O(2), the coordination polyhedron around the Ni(2+) ion is a distorted octahedron, with four N atoms from two phenanthroline groups and two O atoms from a bidentate sulfate ligand. The Ni(2+) ion lies on a special position of site symmetry 2. Inter-molecular O-H⋯O hydrogen bonds help to stabilize the structure. The OH group of the ethane-1,2-diol solvent is disordered over two positions with equal occupancy.

Related literature

For Ni–phen complexes with chloride anions and water mol­ecules as a second ligand, see: Chen et al. (2005 ▶); Su & Xu (2005 ▶); Tang et al. (2007 ▶). For isostructural compounds, see: Zhong et al. (2006 ▶); Lu et al. (2006 ▶); Zhu et al. (2006a ▶,b ▶).

Experimental

Crystal data

[Ni(SO4)(C12H8N2)2]·C2H6O2

M = 577.25

Monoclinic,

a = 18.4551 (9) Å

b = 11.8839 (5) Å

c = 12.7526 (6) Å

β = 118.991 (6)°

V = 2446.4 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.93 mm−1

T = 295 K

0.36 × 0.33 × 0.28 mm

Data collection

Oxford Diffraction Gemini S Ultra diffractometer

Absorption correction: multi-scan (ABSPACK; Oxford Diffraction, 2009 ▶) T min = 0.731, T max = 0.781

11586 measured reflections

3010 independent reflections

2467 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.106

S = 1.08

3010 reflections

183 parameters

17 restraints

H-atom parameters constrained

Δρmax = 0.35 e Å−3

Δρmin = −0.52 e Å−3

Data collection: CrysAlisPro (Oxford Diffraction, 2009 ▶); cell refinement: CrysAlisPro; data reduction: CrysAlisPro; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809026269/pk2166sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026269/pk2166Isup2.hkl

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

[Ni(SO4)(C12H8N2)2]·C2H6O2	F(000) = 1192
Mr = 577.25	Dx = 1.567 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 6902 reflections
a = 18.4551 (9) Å	θ = 3.2–30.6°
b = 11.8839 (5) Å	µ = 0.93 mm−1
c = 12.7526 (6) Å	T = 295 K
β = 118.991 (6)°	Block, green
V = 2446.4 (2) Å3	0.36 × 0.33 × 0.28 mm
Z = 4

Oxford Diffraction Gemini S Ultra diffractometer	3010 independent reflections
Radiation source: fine-focus sealed tube	2467 reflections with I > 2σ(I)
graphite	Rint = 0.029
Detector resolution: 8.1241 pixels mm-1	θmax = 28.3°, θmin = 3.2°
φ and ω scans	h = −24→24
Absorption correction: multi-scan (ABSPACK; Oxford Diffraction, 2009)	k = −15→15
Tmin = 0.731, Tmax = 0.781	l = −17→16
11586 measured reflections

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)] = 0.036	H-atom parameters constrained
wR(F2) = 0.106	w = 1/[σ2(Fo2) + (0.0643P)2 + 0.296P] where P = (Fo2 + 2Fc2)/3
S = 1.08	(Δ/σ)max < 0.001
3010 reflections	Δρmax = 0.35 e Å−3
183 parameters	Δρmin = −0.52 e Å−3
17 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0055 (6)

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	Occ. (<1)
Ni1	0.0000	0.19859 (3)	0.7500	0.02868 (15)
S1	0.0000	−0.02657 (6)	0.7500	0.02857 (19)
O2	−0.05633 (9)	0.05119 (13)	0.65249 (13)	0.0379 (4)
O1	0.04687 (11)	−0.09628 (15)	0.71006 (17)	0.0479 (5)
N1	0.07956 (11)	0.21105 (15)	0.67829 (16)	0.0314 (4)
N2	0.08892 (12)	0.30656 (14)	0.87419 (16)	0.0331 (4)
C5	0.14702 (13)	0.27545 (18)	0.74544 (17)	0.0291 (4)
C7	0.28779 (15)	0.4016 (2)	0.8974 (2)	0.0438 (6)
H7	0.3347	0.4428	0.9481	0.053*
C9	0.22836 (17)	0.4292 (2)	1.0353 (2)	0.0458 (6)
H9	0.2743	0.4702	1.0893	0.055*
C4	0.21016 (14)	0.2934 (2)	0.7163 (2)	0.0368 (5)
C8	0.22400 (15)	0.38596 (19)	0.92872 (19)	0.0368 (5)
C12	0.15344 (13)	0.32477 (17)	0.85260 (18)	0.0303 (5)
C6	0.28132 (15)	0.3577 (2)	0.7956 (2)	0.0454 (6)
H6	0.3236	0.3694	0.7769	0.055*
C1	0.07228 (15)	0.1648 (2)	0.5783 (2)	0.0391 (5)
H1	0.0260	0.1209	0.5310	0.047*
C2	0.13218 (17)	0.1802 (2)	0.5424 (2)	0.0474 (6)
H2	0.1250	0.1481	0.4715	0.057*
C3	0.20060 (16)	0.2421 (2)	0.6110 (2)	0.0475 (6)
H3	0.2413	0.2506	0.5885	0.057*
C10	0.16452 (19)	0.4099 (2)	1.0571 (2)	0.0507 (7)
H10	0.1667	0.4375	1.1268	0.061*
C11	0.09572 (16)	0.3488 (2)	0.9757 (2)	0.0428 (6)
H11	0.0527	0.3369	0.9927	0.051*
C13	0.0291 (3)	−0.4047 (3)	0.7245 (4)	0.0978 (14)
H13A	0.0809	−0.4351	0.7869	0.117*
H13B	0.0073	−0.4600	0.6606	0.117*
O3	0.0492 (5)	−0.3177 (5)	0.6817 (6)	0.098 (2)	0.50
H3A	0.0752	−0.2727	0.7359	0.147*	0.50
O3'	0.0850 (3)	−0.3224 (4)	0.7512 (6)	0.0726 (17)	0.50
H3'	0.0792	−0.2939	0.6891	0.109*	0.50

	U11	U22	U33	U12	U13	U23
Ni1	0.0250 (2)	0.0289 (2)	0.0293 (2)	0.000	0.01088 (16)	0.000
S1	0.0222 (3)	0.0282 (4)	0.0318 (4)	0.000	0.0103 (3)	0.000
O2	0.0302 (8)	0.0346 (9)	0.0318 (8)	−0.0013 (7)	0.0014 (6)	−0.0005 (6)
O1	0.0430 (10)	0.0455 (11)	0.0622 (11)	0.0066 (8)	0.0310 (9)	−0.0055 (8)
N1	0.0282 (9)	0.0318 (10)	0.0304 (9)	−0.0019 (8)	0.0111 (7)	−0.0032 (7)
N2	0.0377 (10)	0.0293 (10)	0.0325 (9)	−0.0029 (8)	0.0172 (8)	−0.0026 (7)
C5	0.0266 (10)	0.0280 (11)	0.0282 (9)	0.0013 (8)	0.0097 (8)	0.0015 (8)
C7	0.0300 (12)	0.0428 (15)	0.0448 (13)	−0.0097 (10)	0.0072 (10)	−0.0017 (10)
C9	0.0495 (15)	0.0406 (14)	0.0351 (12)	−0.0087 (12)	0.0109 (11)	−0.0088 (10)
C4	0.0307 (11)	0.0397 (13)	0.0387 (12)	−0.0003 (10)	0.0157 (9)	0.0034 (9)
C8	0.0375 (12)	0.0297 (12)	0.0326 (11)	−0.0042 (10)	0.0088 (9)	−0.0003 (9)
C12	0.0300 (11)	0.0267 (11)	0.0278 (10)	−0.0001 (8)	0.0091 (8)	0.0013 (8)
C6	0.0295 (11)	0.0544 (17)	0.0491 (14)	−0.0070 (12)	0.0164 (10)	0.0007 (12)
C1	0.0381 (12)	0.0429 (13)	0.0336 (11)	−0.0037 (11)	0.0154 (10)	−0.0085 (9)
C2	0.0504 (15)	0.0572 (17)	0.0388 (13)	−0.0021 (13)	0.0248 (12)	−0.0087 (11)
C3	0.0428 (14)	0.0621 (18)	0.0453 (13)	−0.0046 (13)	0.0275 (12)	−0.0026 (12)
C10	0.0664 (18)	0.0476 (16)	0.0360 (12)	−0.0080 (13)	0.0231 (12)	−0.0121 (11)
C11	0.0522 (15)	0.0417 (14)	0.0386 (12)	−0.0074 (12)	0.0252 (11)	−0.0086 (10)
C13	0.111 (3)	0.066 (2)	0.141 (3)	0.002 (2)	0.081 (3)	−0.002 (2)
O3	0.130 (5)	0.087 (4)	0.115 (4)	0.009 (3)	0.090 (4)	0.017 (3)
O3'	0.061 (3)	0.042 (3)	0.129 (5)	0.017 (2)	0.056 (3)	0.028 (3)

Ni1—N1i	2.0774 (18)	C9—C8	1.418 (3)
Ni1—N1	2.0774 (18)	C9—H9	0.9300
Ni1—N2	2.0805 (19)	C4—C3	1.406 (3)
Ni1—N2i	2.0805 (18)	C4—C6	1.430 (3)
Ni1—O2	2.1077 (16)	C8—C12	1.393 (3)
Ni1—O2i	2.1077 (16)	C6—H6	0.9300
Ni1—S1	2.6757 (8)	C1—C2	1.398 (3)
S1—O1i	1.4563 (17)	C1—H1	0.9300
S1—O1	1.4563 (17)	C2—C3	1.352 (4)
S1—O2i	1.4926 (16)	C2—H2	0.9300
S1—O2	1.4926 (16)	C3—H3	0.9300
N1—C1	1.334 (3)	C10—C11	1.392 (4)
N1—C5	1.355 (3)	C10—H10	0.9300
N2—C11	1.337 (3)	C11—H11	0.9300
N2—C12	1.363 (3)	C13—O3	1.304 (5)
C5—C4	1.401 (3)	C13—O3'	1.339 (5)
C5—C12	1.438 (3)	C13—C13i	1.501 (4)
C7—C6	1.349 (4)	C13—H13A	0.9700
C7—C8	1.427 (4)	C13—H13B	0.9700
C7—H7	0.9300	O3—H3A	0.8200
C9—C10	1.355 (4)	O3'—H3'	0.8200
N1i—Ni1—N1	171.82 (10)	C8—C7—H7	119.4
N1i—Ni1—N2	94.93 (7)	C10—C9—C8	119.0 (2)
N1—Ni1—N2	79.99 (7)	C10—C9—H9	120.5
N1i—Ni1—N2i	79.99 (7)	C8—C9—H9	120.5
N1—Ni1—N2i	94.93 (7)	C5—C4—C3	116.9 (2)
N2—Ni1—N2i	103.84 (10)	C5—C4—C6	119.4 (2)
N1i—Ni1—O2	93.85 (7)	C3—C4—C6	123.7 (2)
N1—Ni1—O2	92.94 (7)	C12—C8—C9	117.2 (2)
N2—Ni1—O2	160.60 (7)	C12—C8—C7	119.5 (2)
N2i—Ni1—O2	94.70 (6)	C9—C8—C7	123.3 (2)
N1i—Ni1—O2i	92.94 (7)	N2—C12—C8	123.7 (2)
N1—Ni1—O2i	93.85 (7)	N2—C12—C5	116.71 (19)
N2—Ni1—O2i	94.70 (6)	C8—C12—C5	119.6 (2)
N2i—Ni1—O2i	160.60 (7)	C7—C6—C4	120.7 (2)
O2—Ni1—O2i	67.58 (8)	C7—C6—H6	119.7
N1i—Ni1—S1	94.09 (5)	C4—C6—H6	119.7
N1—Ni1—S1	94.09 (5)	N1—C1—C2	122.0 (2)
N2—Ni1—S1	128.08 (5)	N1—C1—H1	119.0
N2i—Ni1—S1	128.08 (5)	C2—C1—H1	119.0
O2—Ni1—S1	33.79 (4)	C3—C2—C1	119.9 (2)
O2i—Ni1—S1	33.79 (4)	C3—C2—H2	120.1
O1i—S1—O1	110.66 (15)	C1—C2—H2	120.1
O1i—S1—O2i	110.65 (10)	C2—C3—C4	119.9 (2)
O1—S1—O2i	110.59 (10)	C2—C3—H3	120.0
O1i—S1—O2	110.59 (10)	C4—C3—H3	120.0
O1—S1—O2	110.65 (10)	C9—C10—C11	120.3 (2)
O2i—S1—O2	103.50 (13)	C9—C10—H10	119.9
O1i—S1—Ni1	124.67 (8)	C11—C10—H10	119.9
O1—S1—Ni1	124.67 (8)	N2—C11—C10	122.8 (2)
O2i—S1—Ni1	51.75 (6)	N2—C11—H11	118.6
O2—S1—Ni1	51.75 (6)	C10—C11—H11	118.6
S1—O2—Ni1	94.46 (7)	O3—C13—O3'	35.7 (4)
C1—N1—C5	118.22 (19)	O3—C13—C13i	126.2 (4)
C1—N1—Ni1	128.76 (16)	O3'—C13—C13i	121.0 (4)
C5—N1—Ni1	113.02 (13)	O3—C13—H13A	105.8
C11—N2—C12	117.1 (2)	O3'—C13—H13A	74.5
C11—N2—Ni1	129.66 (16)	C13i—C13—H13A	105.8
C12—N2—Ni1	112.83 (14)	O3—C13—H13B	105.8
N1—C5—C4	123.10 (19)	O3'—C13—H13B	131.5
N1—C5—C12	117.27 (18)	C13i—C13—H13B	105.8
C4—C5—C12	119.6 (2)	H13A—C13—H13B	106.2
C6—C7—C8	121.2 (2)	C13—O3—H3A	109.5
C6—C7—H7	119.4	C13—O3'—H3'	109.5
N1i—Ni1—S1—O1i	0.87 (10)	O2i—Ni1—N2—C11	−82.5 (2)
N1—Ni1—S1—O1i	−179.13 (10)	S1—Ni1—N2—C11	−88.3 (2)
N2—Ni1—S1—O1i	100.39 (11)	N1i—Ni1—N2—C12	−177.26 (15)
N2i—Ni1—S1—O1i	−79.61 (11)	N1—Ni1—N2—C12	−3.72 (14)
O2—Ni1—S1—O1i	−89.95 (12)	N2i—Ni1—N2—C12	−96.38 (15)
O2i—Ni1—S1—O1i	90.05 (12)	O2—Ni1—N2—C12	66.1 (3)
N1i—Ni1—S1—O1	−179.13 (10)	O2i—Ni1—N2—C12	89.37 (15)
N1—Ni1—S1—O1	0.87 (10)	S1—Ni1—N2—C12	83.62 (15)
N2—Ni1—S1—O1	−79.61 (11)	C1—N1—C5—C4	−1.6 (3)
N2i—Ni1—S1—O1	100.39 (11)	Ni1—N1—C5—C4	178.30 (17)
O2—Ni1—S1—O1	90.05 (12)	C1—N1—C5—C12	179.8 (2)
O2i—Ni1—S1—O1	−89.95 (12)	Ni1—N1—C5—C12	−0.3 (2)
N1i—Ni1—S1—O2i	−89.18 (9)	N1—C5—C4—C3	0.8 (3)
N1—Ni1—S1—O2i	90.82 (9)	C12—C5—C4—C3	179.4 (2)
N2—Ni1—S1—O2i	10.34 (10)	N1—C5—C4—C6	−176.7 (2)
N2i—Ni1—S1—O2i	−169.66 (10)	C12—C5—C4—C6	1.9 (3)
O2—Ni1—S1—O2i	180.0	C10—C9—C8—C12	−0.4 (4)
N1i—Ni1—S1—O2	90.82 (9)	C10—C9—C8—C7	−180.0 (2)
N1—Ni1—S1—O2	−89.18 (9)	C6—C7—C8—C12	−0.3 (4)
N2—Ni1—S1—O2	−169.66 (10)	C6—C7—C8—C9	179.2 (3)
N2i—Ni1—S1—O2	10.34 (10)	C11—N2—C12—C8	−1.3 (3)
O2i—Ni1—S1—O2	180.0	Ni1—N2—C12—C8	−174.28 (17)
O1i—S1—O2—Ni1	118.53 (10)	C11—N2—C12—C5	177.7 (2)
O1—S1—O2—Ni1	−118.49 (9)	Ni1—N2—C12—C5	4.7 (2)
O2i—S1—O2—Ni1	0.0	C9—C8—C12—N2	1.2 (3)
N1i—Ni1—O2—S1	−91.59 (8)	C7—C8—C12—N2	−179.2 (2)
N1—Ni1—O2—S1	92.96 (8)	C9—C8—C12—C5	−177.8 (2)
N2—Ni1—O2—S1	25.2 (2)	C7—C8—C12—C5	1.8 (3)
N2i—Ni1—O2—S1	−171.85 (8)	N1—C5—C12—N2	−3.0 (3)
O2i—Ni1—O2—S1	0.0	C4—C5—C12—N2	178.32 (19)
N1i—Ni1—N1—C1	−126.0 (2)	N1—C5—C12—C8	176.05 (19)
N2—Ni1—N1—C1	−178.0 (2)	C4—C5—C12—C8	−2.6 (3)
N2i—Ni1—N1—C1	−74.8 (2)	C8—C7—C6—C4	−0.4 (4)
O2—Ni1—N1—C1	20.2 (2)	C5—C4—C6—C7	−0.4 (4)
O2i—Ni1—N1—C1	87.9 (2)	C3—C4—C6—C7	−177.7 (3)
S1—Ni1—N1—C1	54.0 (2)	C5—N1—C1—C2	0.6 (4)
N1i—Ni1—N1—C5	54.20 (14)	Ni1—N1—C1—C2	−179.27 (19)
N2—Ni1—N1—C5	2.17 (14)	N1—C1—C2—C3	1.2 (4)
N2i—Ni1—N1—C5	105.39 (15)	C1—C2—C3—C4	−1.9 (4)
O2—Ni1—N1—C5	−159.64 (15)	C5—C4—C3—C2	1.0 (4)
O2i—Ni1—N1—C5	−91.93 (15)	C6—C4—C3—C2	178.3 (3)
S1—Ni1—N1—C5	−125.80 (14)	C8—C9—C10—C11	−0.3 (4)
N1i—Ni1—N2—C11	10.8 (2)	C12—N2—C11—C10	0.5 (4)
N1—Ni1—N2—C11	−175.6 (2)	Ni1—N2—C11—C10	172.17 (19)
N2i—Ni1—N2—C11	91.7 (2)	C9—C10—C11—N2	0.2 (4)
O2—Ni1—N2—C11	−105.8 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O1	0.82	2.15	2.659 (7)	121
O3'—H3'···O1	0.82	2.47	2.763 (5)	102

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O1	0.82	2.15	2.659 (7)	121
O3′—H3′⋯O1	0.82	2.47	2.763 (5)	102