Bis(1,10-phenanthroline-κN,N')(sulfato-κO,O')nickel(II) propane-1,3-diol solvate.

In the structure of the title compound, [Ni(SO(4))(C(12)H(8)N(2))(2)]·C(3)H(8)O(2), the Ni(II) ion (site symmetry 2) is six-coordinated in a distorted octa-hedral manner by four N atoms from two chelating 1,10-phenanthroline (phen) ligands and two O atoms from a bidentate sulfate ligand (2 symmetry). The dihedral angle between the two chelating NCCN groups is 80.9 (1)°. The central C atom of the propane-1,3-diol solvent mol-ecule is likewise located on a twofold rotation axis. In the crystal structure, the [Ni(SO(4))(C(12)H(8)N(2))(2)] and C(3)H(8)O(2) entities are connected through inter-molecular O-H⋯O hydrogen bonding.

Related literature

For the isotypic Zn and Co structures, see: Cui et al. (2010 ▶) and Zhong (2010 ▶), respectively. For the ethane-1,2-diol solvate of the title complex, see: Zhong et al. (2009 ▶). For background to coordination polymers constructed from N-containing ligands, see: Zhang et al. (1999 ▶); Blake et al. (2007 ▶); Wang et al. (2007 ▶).

Experimental

Crystal data

[Ni(SO4)(C12H8N2)2]·C3H8O2

M = 591.26

Monoclinic,

a = 18.243 (4) Å

b = 12.440 (3) Å

c = 13.180 (3) Å

β = 121.58 (3)°

V = 2548.2 (13) Å3

Z = 4

Mo Kα radiation

μ = 0.90 mm−1

T = 223 K

0.55 × 0.50 × 0.40 mm

Data collection

Rigaku Mercury CCD diffractometer

Absorption correction: multi-scan (REQAB: Jacobson, 1998 ▶) T min = 0.750, T max = 1.000

7078 measured reflections

2877 independent reflections

2630 reflections with I > 2σ(I)

R int = 0.017

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.093

S = 1.05

2877 reflections

179 parameters

H-atom parameters constrained

Δρmax = 0.79 e Å−3

Δρmin = −0.42 e Å−3

Data collection: CrystalClear (Rigaku, 2007 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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/S1600536810020210/wm2347sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810020210/wm2347Isup2.hkl

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

[Ni(SO4)(C12H8N2)2]·C3H8O2	F(000) = 1224
Mr = 591.26	Dx = 1.541 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 6113 reflections
a = 18.243 (4) Å	θ = 3.2–27.5°
b = 12.440 (3) Å	µ = 0.90 mm−1
c = 13.180 (3) Å	T = 223 K
β = 121.58 (3)°	Block, blue
V = 2548.2 (13) Å3	0.55 × 0.50 × 0.40 mm
Z = 4

Rigaku Mercury CCD diffractometer	2877 independent reflections
Radiation source: fine-focus sealed tube	2630 reflections with I > 2σ(I)
Graphite Monochromator	Rint = 0.017
Detector resolution: 28.5714 pixels mm-1	θmax = 27.5°, θmin = 3.2°
ω scans	h = −23→23
Absorption correction: multi-scan (REQAB: Jacobson, 1998)	k = −16→13
Tmin = 0.750, Tmax = 1.000	l = −16→17
7078 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)] = 0.034	H-atom parameters constrained
wR(F2) = 0.093	w = 1/[σ2(Fo2) + (0.0574P)2 + 1.7246P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max < 0.001
2877 reflections	Δρmax = 0.79 e Å−3
179 parameters	Δρmin = −0.42 e Å−3
0 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: 0.0115 (8)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	0.31623 (2)	0.2500	0.02219 (13)
S1	0.5000	0.53132 (5)	0.2500	0.02350 (16)
O1	0.44210 (8)	0.45725 (10)	0.15044 (11)	0.0300 (3)
O2	0.44999 (10)	0.59777 (13)	0.28297 (15)	0.0422 (4)
N1	0.40871 (10)	0.20994 (12)	0.12675 (13)	0.0245 (3)
N2	0.41995 (10)	0.30246 (12)	0.31754 (14)	0.0252 (3)
C2	0.33170 (14)	0.10453 (17)	−0.05175 (18)	0.0351 (4)
H2A	0.3282	0.0788	−0.1204	0.042*
C6	0.22391 (12)	0.13600 (17)	0.21208 (18)	0.0345 (4)
H6A	0.1843	0.1178	0.2334	0.041*
C7	0.29358 (12)	0.20714 (16)	0.28623 (17)	0.0289 (4)
C9	0.37020 (14)	0.32691 (16)	0.45183 (18)	0.0354 (4)
H9A	0.3774	0.3602	0.5197	0.043*
C5	0.21523 (12)	0.09508 (16)	0.11125 (18)	0.0338 (4)
H5A	0.1685	0.0509	0.0630	0.041*
C4	0.27619 (11)	0.11813 (14)	0.07706 (16)	0.0275 (4)
C10	0.42736 (12)	0.34793 (16)	0.41402 (17)	0.0303 (4)
H10A	0.4725	0.3956	0.4580	0.036*
C8	0.30380 (13)	0.25725 (17)	0.38851 (17)	0.0356 (4)
H8A	0.2653	0.2429	0.4129	0.043*
C1	0.40052 (13)	0.17061 (15)	0.02734 (17)	0.0305 (4)
H1A	0.4422	0.1877	0.0096	0.037*
C11	0.35423 (11)	0.23219 (13)	0.25508 (15)	0.0239 (3)
C3	0.26998 (13)	0.07832 (15)	−0.02736 (17)	0.0325 (4)
H3A	0.2241	0.0345	−0.0792	0.039*
C12	0.34677 (11)	0.18502 (13)	0.15061 (16)	0.0233 (3)
C14	0.4235 (2)	0.8716 (3)	0.2220 (3)	0.0797 (10)
H14A	0.3738	0.9177	0.1952	0.096*
H14B	0.4111	0.8230	0.1574	0.096*
C13	0.5000	0.9397 (3)	0.2500	0.0588 (10)
O3	0.43615 (17)	0.81214 (15)	0.3188 (2)	0.0711 (7)
H3	0.4403	0.7483	0.3072	0.107*
H13	0.5146	0.9859	0.3169	0.085*

	U11	U22	U33	U12	U13	U23
Ni1	0.02047 (18)	0.01993 (18)	0.02456 (19)	0.000	0.01067 (14)	0.000
S1	0.0196 (3)	0.0197 (3)	0.0300 (3)	0.000	0.0122 (2)	0.000
O1	0.0245 (6)	0.0261 (6)	0.0273 (7)	−0.0002 (5)	0.0052 (5)	0.0017 (5)
O2	0.0377 (8)	0.0369 (8)	0.0568 (10)	0.0089 (6)	0.0281 (8)	−0.0045 (7)
N1	0.0259 (7)	0.0216 (7)	0.0257 (7)	−0.0002 (6)	0.0132 (6)	−0.0002 (6)
N2	0.0236 (7)	0.0236 (7)	0.0268 (7)	0.0003 (6)	0.0120 (6)	−0.0008 (6)
C2	0.0418 (11)	0.0340 (10)	0.0274 (9)	−0.0021 (9)	0.0167 (9)	−0.0068 (8)
C6	0.0268 (9)	0.0398 (11)	0.0372 (10)	−0.0050 (8)	0.0170 (8)	0.0041 (9)
C7	0.0250 (8)	0.0324 (9)	0.0285 (9)	0.0016 (7)	0.0134 (8)	0.0045 (7)
C9	0.0417 (11)	0.0384 (11)	0.0291 (9)	0.0038 (9)	0.0205 (9)	−0.0027 (8)
C5	0.0251 (9)	0.0339 (10)	0.0342 (10)	−0.0075 (8)	0.0099 (8)	−0.0005 (8)
C4	0.0251 (8)	0.0243 (8)	0.0262 (8)	−0.0013 (7)	0.0086 (7)	0.0017 (7)
C10	0.0307 (9)	0.0288 (9)	0.0279 (9)	0.0002 (7)	0.0129 (8)	−0.0044 (7)
C8	0.0343 (10)	0.0455 (12)	0.0333 (10)	0.0005 (9)	0.0221 (9)	0.0024 (9)
C1	0.0343 (10)	0.0290 (9)	0.0304 (9)	−0.0015 (8)	0.0186 (8)	−0.0019 (7)
C11	0.0216 (8)	0.0223 (8)	0.0238 (8)	0.0016 (6)	0.0092 (7)	0.0024 (7)
C3	0.0321 (10)	0.0280 (9)	0.0276 (9)	−0.0054 (7)	0.0089 (8)	−0.0050 (7)
C12	0.0222 (8)	0.0202 (8)	0.0243 (8)	0.0004 (6)	0.0100 (7)	0.0023 (6)
C14	0.077 (2)	0.081 (2)	0.080 (2)	0.0248 (19)	0.0404 (19)	0.0057 (19)
C13	0.091 (3)	0.0280 (15)	0.070 (2)	0.000	0.051 (2)	0.000
O3	0.1204 (19)	0.0423 (10)	0.0973 (16)	0.0019 (10)	0.0895 (16)	−0.0033 (10)

Ni1—N2i	2.0775 (16)	C7—C11	1.402 (3)
Ni1—N2	2.0775 (16)	C7—C8	1.406 (3)
Ni1—N1	2.0802 (16)	C9—C8	1.362 (3)
Ni1—N1i	2.0802 (16)	C9—C10	1.396 (3)
Ni1—O1i	2.1127 (14)	C9—H9A	0.9300
Ni1—O1	2.1127 (14)	C5—C4	1.431 (3)
Ni1—S1	2.6758 (9)	C5—H5A	0.9300
S1—O2i	1.4559 (14)	C4—C12	1.408 (2)
S1—O2	1.4559 (14)	C4—C3	1.410 (3)
S1—O1	1.4950 (14)	C10—H10A	0.9300
S1—O1i	1.4950 (14)	C8—H8A	0.9300
N1—C1	1.332 (2)	C1—H1A	0.9300
N1—C12	1.358 (2)	C11—C12	1.436 (2)
N2—C10	1.332 (2)	C3—H3A	0.9300
N2—C11	1.359 (2)	C14—O3	1.384 (4)
C2—C3	1.362 (3)	C14—C13	1.505 (4)
C2—C1	1.403 (3)	C14—H14A	0.9700
C2—H2A	0.9300	C14—H14B	0.9700
C6—C5	1.353 (3)	C13—C14i	1.505 (4)
C6—C7	1.433 (3)	C13—H13	0.9659
C6—H6A	0.9300	O3—H3	0.8200
N2i—Ni1—N2	170.54 (8)	C5—C6—H6A	119.7
N2i—Ni1—N1	93.90 (6)	C7—C6—H6A	119.7
N2—Ni1—N1	80.05 (6)	C11—C7—C8	116.97 (17)
N2i—Ni1—N1i	80.05 (6)	C11—C7—C6	119.45 (18)
N2—Ni1—N1i	93.90 (6)	C8—C7—C6	123.55 (18)
N1—Ni1—N1i	101.07 (9)	C8—C9—C10	119.43 (18)
N2i—Ni1—O1i	95.71 (6)	C8—C9—H9A	120.3
N2—Ni1—O1i	92.14 (6)	C10—C9—H9A	120.3
N1—Ni1—O1i	161.48 (5)	C6—C5—C4	121.57 (18)
N1i—Ni1—O1i	96.16 (6)	C6—C5—H5A	119.2
N2i—Ni1—O1	92.14 (6)	C4—C5—H5A	119.2
N2—Ni1—O1	95.71 (6)	C12—C4—C3	117.17 (17)
N1—Ni1—O1	96.16 (6)	C12—C4—C5	118.88 (17)
N1i—Ni1—O1	161.48 (5)	C3—C4—C5	123.95 (17)
O1i—Ni1—O1	67.73 (7)	N2—C10—C9	122.67 (18)
N2i—Ni1—S1	94.73 (4)	N2—C10—H10A	118.7
N2—Ni1—S1	94.73 (4)	C9—C10—H10A	118.7
N1—Ni1—S1	129.47 (4)	C9—C8—C7	119.88 (18)
N1i—Ni1—S1	129.47 (4)	C9—C8—H8A	120.1
O1i—Ni1—S1	33.86 (4)	C7—C8—H8A	120.1
O1—Ni1—S1	33.86 (4)	N1—C1—C2	122.82 (18)
O2i—S1—O2	110.81 (14)	N1—C1—H1A	118.6
O2i—S1—O1	110.68 (9)	C2—C1—H1A	118.6
O2—S1—O1	110.29 (8)	N2—C11—C7	123.16 (16)
O2i—S1—O1i	110.29 (8)	N2—C11—C12	117.02 (15)
O2—S1—O1i	110.68 (9)	C7—C11—C12	119.80 (16)
O1—S1—O1i	103.90 (11)	C2—C3—C4	119.49 (18)
O2i—S1—Ni1	124.60 (7)	C2—C3—H3A	120.3
O2—S1—Ni1	124.60 (7)	C4—C3—H3A	120.3
O1—S1—Ni1	51.95 (5)	N1—C12—C4	123.17 (17)
O1i—S1—Ni1	51.95 (5)	N1—C12—C11	117.15 (15)
S1—O1—Ni1	94.19 (7)	C4—C12—C11	119.66 (16)
C1—N1—C12	117.76 (16)	O3—C14—C13	112.9 (3)
C1—N1—Ni1	129.29 (13)	O3—C14—H14A	109.0
C12—N1—Ni1	112.78 (12)	C13—C14—H14A	109.0
C10—N2—C11	117.89 (16)	O3—C14—H14B	109.0
C10—N2—Ni1	129.14 (13)	C13—C14—H14B	109.0
C11—N2—Ni1	112.88 (12)	H14A—C14—H14B	107.8
C3—C2—C1	119.57 (18)	C14—C13—C14i	111.4 (3)
C3—C2—H2A	120.2	C14—O3—H3	109.5
C1—C2—H2A	120.2	C14—O3—H13	51.3
C5—C6—C7	120.55 (18)	H3—O3—H13	134.4
N2i—Ni1—S1—O2i	−3.49 (9)	O1—Ni1—N2—C10	−85.94 (16)
N2—Ni1—S1—O2i	176.51 (9)	S1—Ni1—N2—C10	−51.94 (16)
N1—Ni1—S1—O2i	−102.49 (10)	N1—Ni1—N2—C11	2.48 (12)
N1i—Ni1—S1—O2i	77.51 (10)	N1i—Ni1—N2—C11	−98.09 (12)
O1i—Ni1—S1—O2i	89.72 (10)	O1i—Ni1—N2—C11	165.58 (12)
O1—Ni1—S1—O2i	−90.28 (10)	O1—Ni1—N2—C11	97.75 (12)
N2i—Ni1—S1—O2	176.51 (9)	S1—Ni1—N2—C11	131.75 (11)
N2—Ni1—S1—O2	−3.49 (9)	C5—C6—C7—C11	−1.5 (3)
N1—Ni1—S1—O2	77.51 (10)	C5—C6—C7—C8	176.34 (19)
N1i—Ni1—S1—O2	−102.49 (10)	C7—C6—C5—C4	2.1 (3)
O1i—Ni1—S1—O2	−90.28 (10)	C6—C5—C4—C12	0.0 (3)
O1—Ni1—S1—O2	89.72 (10)	C6—C5—C4—C3	−179.52 (19)
N2i—Ni1—S1—O1	86.79 (8)	C11—N2—C10—C9	−0.7 (3)
N2—Ni1—S1—O1	−93.21 (8)	Ni1—N2—C10—C9	−176.81 (14)
N1—Ni1—S1—O1	−12.21 (8)	C8—C9—C10—N2	0.0 (3)
N1i—Ni1—S1—O1	167.79 (8)	C10—C9—C8—C7	0.1 (3)
O1i—Ni1—S1—O1	180.0	C11—C7—C8—C9	0.3 (3)
N2i—Ni1—S1—O1i	−93.21 (8)	C6—C7—C8—C9	−177.63 (19)
N2—Ni1—S1—O1i	86.79 (8)	C12—N1—C1—C2	−0.6 (3)
N1—Ni1—S1—O1i	167.79 (8)	Ni1—N1—C1—C2	−175.62 (14)
N1i—Ni1—S1—O1i	−12.21 (8)	C3—C2—C1—N1	−0.1 (3)
O1—Ni1—S1—O1i	180.0	C10—N2—C11—C7	1.2 (3)
O2i—S1—O1—Ni1	118.37 (8)	Ni1—N2—C11—C7	177.92 (13)
O2—S1—O1—Ni1	−118.64 (8)	C10—N2—C11—C12	179.30 (15)
O1i—S1—O1—Ni1	0.0	Ni1—N2—C11—C12	−3.94 (19)
N2i—Ni1—O1—S1	−95.30 (7)	C8—C7—C11—N2	−1.0 (3)
N2—Ni1—O1—S1	89.97 (7)	C6—C7—C11—N2	177.04 (17)
N1—Ni1—O1—S1	170.54 (6)	C8—C7—C11—C12	−179.08 (16)
N1i—Ni1—O1—S1	−31.0 (2)	C6—C7—C11—C12	−1.1 (3)
O1i—Ni1—O1—S1	0.0	C1—C2—C3—C4	0.0 (3)
N2i—Ni1—N1—C1	−12.76 (16)	C12—C4—C3—C2	0.8 (3)
N2—Ni1—N1—C1	174.57 (17)	C5—C4—C3—C2	−179.67 (19)
N1i—Ni1—N1—C1	−93.37 (16)	C1—N1—C12—C4	1.5 (3)
O1i—Ni1—N1—C1	108.4 (2)	Ni1—N1—C12—C4	177.32 (13)
O1—Ni1—N1—C1	79.82 (16)	C1—N1—C12—C11	−177.07 (16)
S1—Ni1—N1—C1	86.63 (16)	Ni1—N1—C12—C11	−1.27 (18)
N2i—Ni1—N1—C12	172.05 (12)	C3—C4—C12—N1	−1.6 (3)
N2—Ni1—N1—C12	−0.63 (11)	C5—C4—C12—N1	178.81 (16)
N1i—Ni1—N1—C12	91.44 (12)	C3—C4—C12—C11	176.96 (16)
O1i—Ni1—N1—C12	−66.8 (2)	C5—C4—C12—C11	−2.6 (2)
O1—Ni1—N1—C12	−95.37 (12)	N2—C11—C12—N1	3.6 (2)
S1—Ni1—N1—C12	−88.56 (12)	C7—C11—C12—N1	−178.23 (15)
N1—Ni1—N2—C10	178.78 (17)	N2—C11—C12—C4	−175.08 (15)
N1i—Ni1—N2—C10	78.21 (16)	C7—C11—C12—C4	3.1 (2)
O1i—Ni1—N2—C10	−18.11 (16)	O3—C14—C13—C14i	65.6 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2i	0.82	1.92	2.743 (2)	179

Ni1—N2	2.0775 (16)
Ni1—N1	2.0802 (16)
Ni1—O1	2.1127 (14)
S1—O2	1.4559 (14)
S1—O1	1.4950 (14)

N2—Ni1—N1	80.05 (6)
O1i—Ni1—O1	67.73 (7)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O2	0.82	1.92	2.743 (2)	179