metal-organic compounds
Bis(1,10-phenanthroline-κ2N,N′)(sulfato-κ2O,O′)nickel(II) butane-2,3-diol monosolvate
aDepartment of Applied Chemistry, Nanjing College of Chemical Technology, Nanjing, 210048, People's Republic of China
*Correspondence e-mail: zklong76@163.com
In the title compound, [Ni(SO4)(C12H8N2)2]·C4H10O2, the NiII ion is six-coordinated by four N atoms from two chelating 1,10-phenanthroline ligands and two O atoms from an O,O′-bidentate sulfate anion, resulting in a distorted octahedral geometry for the metal ion. The dihedral angle between the two chelating N2C2 groups is 83.82 (12)°. The NiII ion, the S atom and the mid-point of the central C—C bond of the butane-2,3-diol solvent molecule lie on a twofold rotation axis. In the crystal, the complex molecules and solvent molecules are held together by pairs of symmetry-related Odiol—H⋯Osulfate hydrogen bonds involving the uncoordinating O atoms of the sulfate ions. The solvent molecule is disordered over two sets of sites with site occupancies of 0.450 (9) and 0.550 (9).
Related literature
For the ethane-1,2-diol analog of the title complex, see: Zhong et al. (2009). For the propane-1,3-diol analog of the title complex, see: Ni et al. (2010). For an isotypic structure, see: Wang & Zhong (2011).
Experimental
Crystal data
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Refinement
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Data collection: CrystalClear (Rigaku, 2007); cell 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.
Supporting information
10.1107/S1600536812047241/mw2096sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536812047241/mw2096Isup2.hkl
The single crystals of the title compound were obtained by a procedure similar to that described preiously (Wang & Zhong, 2011), but with NiSO4.7H2O in place of CoSO4.7H2O.
The non-hydrogen atoms were refined anisotropically. All H atoms were positioned geometrically and allowed to ride on their attached atoms, with C—H(Ar) = 0.93 Å, C—H(CH) = 0.98 Å, C—H(CH3) = 0.96 Å and O—H = 0.82 Å; Uiso(H) = 1.2Ueq(C) and 1.5Ueq(O). The solvent molecule butane-2,3-diol is disordered over two positions and was refined with 0.45 and 0.55 site occupancies.
Data collection: CrystalClear (Rigaku, 2007); cell
CrystalClear (Rigaku 2007); data reduction: CrystalClear (Rigaku 2007); 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 (Sheldrick, 2008).[Ni(SO4)(C12H8N2)2]·C4H10O2 | F(000) = 1256 |
Mr = 605.29 | Dx = 1.517 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 5284 reflections |
a = 18.147 (4) Å | θ = 3.1–25.0° |
b = 13.051 (3) Å | µ = 0.86 mm−1 |
c = 13.259 (3) Å | T = 223 K |
β = 122.43 (3)° | Block, blue |
V = 2650.5 (14) Å3 | 0.35 × 0.30 × 0.20 mm |
Z = 4 |
Rigaku Mercury CCD diffractometer | 2325 independent reflections |
Radiation source: fine-focus sealed tube | 1964 reflections with I > 2σ(I) |
Graphite Monochromator monochromator | Rint = 0.035 |
Detector resolution: 28.5714 pixels mm-1 | θmax = 25.0°, θmin = 3.2° |
ω scans | h = −21→19 |
Absorption correction: multi-scan (REQAB: Jacobson, 1998) | k = −15→14 |
Tmin = 0.736, Tmax = 1.000 | l = −13→15 |
6326 measured reflections |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.108 | H-atom parameters constrained |
S = 1.14 | w = 1/[σ2(Fo2) + (0.0472P)2 + 2.5256P] where P = (Fo2 + 2Fc2)/3 |
2325 reflections | (Δ/σ)max = 0.006 |
210 parameters | Δρmax = 0.39 e Å−3 |
56 restraints | Δρmin = −0.39 e Å−3 |
[Ni(SO4)(C12H8N2)2]·C4H10O2 | V = 2650.5 (14) Å3 |
Mr = 605.29 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 18.147 (4) Å | µ = 0.86 mm−1 |
b = 13.051 (3) Å | T = 223 K |
c = 13.259 (3) Å | 0.35 × 0.30 × 0.20 mm |
β = 122.43 (3)° |
Rigaku Mercury CCD diffractometer | 2325 independent reflections |
Absorption correction: multi-scan (REQAB: Jacobson, 1998) | 1964 reflections with I > 2σ(I) |
Tmin = 0.736, Tmax = 1.000 | Rint = 0.035 |
6326 measured reflections |
R[F2 > 2σ(F2)] = 0.047 | 56 restraints |
wR(F2) = 0.108 | H-atom parameters constrained |
S = 1.14 | Δρmax = 0.39 e Å−3 |
2325 reflections | Δρmin = −0.39 e Å−3 |
210 parameters |
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 | 0.5000 | 0.32087 (4) | 0.2500 | 0.0327 (2) | |
S1 | 0.5000 | 0.52556 (8) | 0.2500 | 0.0338 (3) | |
O1 | 0.56037 (14) | 0.45442 (17) | 0.3492 (2) | 0.0396 (6) | |
O2 | 0.45146 (16) | 0.58892 (18) | 0.2856 (2) | 0.0478 (7) | |
O3 | 0.4425 (6) | 0.7955 (5) | 0.3087 (10) | 0.108 (3) | 0.550 (9) |
H3A | 0.4578 | 0.7392 | 0.2992 | 0.163* | 0.550 (9) |
O3' | 0.4035 (5) | 0.7861 (6) | 0.1968 (10) | 0.087 (3) | 0.450 (9) |
H3'A | 0.4351 | 0.7392 | 0.2388 | 0.130* | 0.450 (9) |
N1 | 0.40659 (17) | 0.21783 (19) | 0.1282 (2) | 0.0340 (7) | |
N2 | 0.42127 (17) | 0.3083 (2) | 0.3190 (2) | 0.0349 (6) | |
C1 | 0.3964 (2) | 0.1793 (3) | 0.0285 (3) | 0.0434 (9) | |
H1A | 0.4366 | 0.1969 | 0.0082 | 0.052* | |
C2 | 0.3278 (3) | 0.1135 (3) | −0.0468 (3) | 0.0505 (10) | |
H2A | 0.3229 | 0.0879 | −0.1156 | 0.061* | |
C3 | 0.2678 (2) | 0.0866 (3) | −0.0195 (3) | 0.0459 (9) | |
H3B | 0.2222 | 0.0426 | −0.0691 | 0.055* | |
C4 | 0.2756 (2) | 0.1262 (3) | 0.0841 (3) | 0.0377 (8) | |
C5 | 0.2166 (2) | 0.1035 (3) | 0.1210 (3) | 0.0482 (9) | |
H5A | 0.1709 | 0.0580 | 0.0761 | 0.058* | |
C6 | 0.2254 (2) | 0.1464 (3) | 0.2196 (3) | 0.0497 (10) | |
H6A | 0.1860 | 0.1297 | 0.2416 | 0.060* | |
C7 | 0.2946 (2) | 0.2173 (3) | 0.2906 (3) | 0.0412 (9) | |
C8 | 0.3046 (3) | 0.2696 (3) | 0.3896 (3) | 0.0524 (10) | |
H8A | 0.2662 | 0.2572 | 0.4144 | 0.063* | |
C9 | 0.3709 (3) | 0.3388 (3) | 0.4497 (3) | 0.0512 (10) | |
H9A | 0.3776 | 0.3739 | 0.5152 | 0.061* | |
C10 | 0.4280 (2) | 0.3563 (3) | 0.4125 (3) | 0.0435 (9) | |
H10A | 0.4729 | 0.4033 | 0.4545 | 0.052* | |
C11 | 0.3548 (2) | 0.2399 (2) | 0.2583 (3) | 0.0344 (8) | |
C12 | 0.3464 (2) | 0.1929 (2) | 0.1549 (3) | 0.0321 (7) | |
C13 | 0.4921 (10) | 0.8683 (7) | 0.3028 (11) | 0.093 (4) | 0.550 (9) |
H13A | 0.5499 | 0.8622 | 0.3764 | 0.112* | 0.550 (9) |
C13' | 0.4499 (5) | 0.8753 (8) | 0.2301 (12) | 0.077 (4) | 0.450 (9) |
H13C | 0.4167 | 0.9346 | 0.1816 | 0.092* | 0.450 (9) |
C14 | 0.4532 (8) | 0.9682 (7) | 0.3136 (10) | 0.089 (3) | 0.550 (9) |
H14A | 0.4484 | 0.9651 | 0.3822 | 0.134* | 0.550 (9) |
H14B | 0.3963 | 0.9781 | 0.2430 | 0.134* | 0.550 (9) |
H14C | 0.4903 | 1.0244 | 0.3222 | 0.134* | 0.550 (9) |
C14' | 0.5030 (14) | 0.8961 (18) | 0.3636 (13) | 0.142 (7) | 0.450 (9) |
H14G | 0.4644 | 0.9039 | 0.3918 | 0.213* | 0.450 (9) |
H14H | 0.5362 | 0.9578 | 0.3791 | 0.213* | 0.450 (9) |
H14I | 0.5419 | 0.8398 | 0.4043 | 0.213* | 0.450 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0246 (3) | 0.0300 (3) | 0.0387 (4) | 0.000 | 0.0139 (3) | 0.000 |
S1 | 0.0230 (6) | 0.0294 (6) | 0.0429 (7) | 0.000 | 0.0136 (5) | 0.000 |
O1 | 0.0278 (12) | 0.0351 (12) | 0.0397 (13) | −0.0009 (10) | 0.0073 (10) | −0.0017 (11) |
O2 | 0.0398 (14) | 0.0416 (14) | 0.0680 (17) | 0.0050 (11) | 0.0329 (14) | −0.0031 (12) |
O3 | 0.146 (6) | 0.052 (4) | 0.179 (8) | −0.003 (4) | 0.122 (6) | −0.001 (4) |
O3' | 0.071 (5) | 0.068 (5) | 0.122 (7) | 0.005 (4) | 0.052 (5) | 0.029 (5) |
N1 | 0.0290 (15) | 0.0309 (14) | 0.0401 (16) | 0.0016 (12) | 0.0171 (13) | −0.0019 (13) |
N2 | 0.0288 (14) | 0.0331 (14) | 0.0382 (15) | −0.0034 (12) | 0.0149 (13) | −0.0050 (13) |
C1 | 0.042 (2) | 0.044 (2) | 0.046 (2) | −0.0014 (17) | 0.0244 (18) | −0.0082 (18) |
C2 | 0.046 (2) | 0.055 (2) | 0.043 (2) | 0.0032 (19) | 0.0181 (18) | −0.0138 (19) |
C3 | 0.0336 (19) | 0.042 (2) | 0.047 (2) | −0.0028 (16) | 0.0113 (17) | −0.0106 (18) |
C4 | 0.0285 (17) | 0.0323 (18) | 0.0418 (19) | −0.0010 (14) | 0.0119 (15) | −0.0012 (16) |
C5 | 0.0339 (19) | 0.047 (2) | 0.050 (2) | −0.0108 (17) | 0.0139 (17) | −0.0034 (19) |
C6 | 0.0329 (19) | 0.060 (2) | 0.055 (2) | −0.0110 (18) | 0.0234 (18) | 0.004 (2) |
C7 | 0.0314 (19) | 0.050 (2) | 0.041 (2) | −0.0002 (16) | 0.0182 (16) | 0.0049 (17) |
C8 | 0.046 (2) | 0.074 (3) | 0.046 (2) | −0.004 (2) | 0.031 (2) | −0.001 (2) |
C9 | 0.053 (2) | 0.061 (2) | 0.042 (2) | −0.001 (2) | 0.0276 (19) | −0.0101 (19) |
C10 | 0.040 (2) | 0.043 (2) | 0.042 (2) | −0.0033 (17) | 0.0192 (17) | −0.0079 (17) |
C11 | 0.0274 (17) | 0.0331 (17) | 0.0362 (18) | 0.0022 (14) | 0.0127 (15) | 0.0017 (15) |
C12 | 0.0252 (16) | 0.0294 (16) | 0.0351 (18) | 0.0039 (13) | 0.0117 (14) | 0.0041 (14) |
C13 | 0.118 (8) | 0.075 (6) | 0.114 (8) | −0.004 (6) | 0.080 (7) | 0.011 (6) |
C13' | 0.067 (7) | 0.069 (7) | 0.102 (8) | 0.000 (5) | 0.051 (6) | 0.016 (6) |
C14 | 0.107 (7) | 0.090 (6) | 0.110 (7) | 0.020 (5) | 0.084 (6) | 0.018 (5) |
C14' | 0.153 (10) | 0.180 (11) | 0.130 (9) | −0.013 (8) | 0.100 (8) | 0.017 (8) |
Ni1—N2i | 2.075 (3) | C4—C5 | 1.427 (5) |
Ni1—N2 | 2.075 (3) | C5—C6 | 1.350 (5) |
Ni1—N1 | 2.086 (3) | C5—H5A | 0.9300 |
Ni1—N1i | 2.086 (3) | C6—C7 | 1.433 (5) |
Ni1—O1 | 2.103 (2) | C6—H6A | 0.9300 |
Ni1—O1i | 2.103 (2) | C7—C11 | 1.402 (5) |
Ni1—S1 | 2.6714 (14) | C7—C8 | 1.402 (5) |
S1—O2i | 1.459 (2) | C8—C9 | 1.368 (5) |
S1—O2 | 1.459 (2) | C8—H8A | 0.9300 |
S1—O1i | 1.499 (2) | C9—C10 | 1.384 (5) |
S1—O1 | 1.499 (2) | C9—H9A | 0.9300 |
O3—C13 | 1.340 (9) | C10—H10A | 0.9300 |
O3—H3A | 0.8200 | C11—C12 | 1.435 (5) |
O3'—C13' | 1.362 (9) | C13—C14 | 1.526 (10) |
O3'—H3'A | 0.8200 | C13—C13i | 1.572 (14) |
N1—C1 | 1.332 (4) | C13—H13A | 0.9800 |
N1—C12 | 1.355 (4) | C13'—C14' | 1.519 (11) |
N2—C10 | 1.335 (4) | C13'—C13'i | 1.600 (14) |
N2—C11 | 1.363 (4) | C13'—H13C | 0.9800 |
C1—C2 | 1.398 (5) | C14—H14A | 0.9600 |
C1—H1A | 0.9300 | C14—H14B | 0.9600 |
C2—C3 | 1.365 (5) | C14—H14C | 0.9600 |
C2—H2A | 0.9300 | C14'—H14G | 0.9600 |
C3—C4 | 1.401 (5) | C14'—H14H | 0.9600 |
C3—H3B | 0.9300 | C14'—H14I | 0.9600 |
C4—C12 | 1.412 (5) | ||
N2i—Ni1—N2 | 170.97 (15) | C3—C4—C5 | 124.0 (3) |
N2i—Ni1—N1 | 94.23 (11) | C12—C4—C5 | 118.8 (3) |
N2—Ni1—N1 | 79.90 (11) | C6—C5—C4 | 121.7 (3) |
N2i—Ni1—N1i | 79.90 (11) | C6—C5—H5A | 119.1 |
N2—Ni1—N1i | 94.23 (11) | C4—C5—H5A | 119.1 |
N1—Ni1—N1i | 99.75 (15) | C5—C6—C7 | 120.7 (3) |
N2i—Ni1—O1 | 95.18 (10) | C5—C6—H6A | 119.7 |
N2—Ni1—O1 | 92.30 (10) | C7—C6—H6A | 119.7 |
N1—Ni1—O1 | 162.31 (9) | C11—C7—C8 | 116.9 (3) |
N1i—Ni1—O1 | 96.63 (10) | C11—C7—C6 | 119.2 (3) |
N2i—Ni1—O1i | 92.30 (10) | C8—C7—C6 | 123.9 (3) |
N2—Ni1—O1i | 95.18 (10) | C9—C8—C7 | 119.9 (4) |
N1—Ni1—O1i | 96.63 (10) | C9—C8—H8A | 120.1 |
N1i—Ni1—O1i | 162.31 (9) | C7—C8—H8A | 120.1 |
O1—Ni1—O1i | 68.06 (12) | C8—C9—C10 | 119.6 (4) |
N2i—Ni1—S1 | 94.52 (7) | C8—C9—H9A | 120.2 |
N2—Ni1—S1 | 94.52 (7) | C10—C9—H9A | 120.2 |
N1—Ni1—S1 | 130.13 (7) | N2—C10—C9 | 122.7 (3) |
N1i—Ni1—S1 | 130.13 (7) | N2—C10—H10A | 118.6 |
O1—Ni1—S1 | 34.03 (6) | C9—C10—H10A | 118.6 |
O1i—Ni1—S1 | 34.03 (6) | N2—C11—C7 | 123.1 (3) |
O2i—S1—O2 | 110.9 (2) | N2—C11—C12 | 116.8 (3) |
O2i—S1—O1i | 110.55 (14) | C7—C11—C12 | 120.1 (3) |
O2—S1—O1i | 110.56 (14) | N1—C12—C4 | 123.2 (3) |
O2i—S1—O1 | 110.56 (14) | N1—C12—C11 | 117.3 (3) |
O2—S1—O1 | 110.55 (14) | C4—C12—C11 | 119.4 (3) |
O1i—S1—O1 | 103.47 (18) | O3—C13—C14 | 103.9 (8) |
O2i—S1—Ni1 | 124.53 (11) | O3—C13—C13i | 120.1 (10) |
O2—S1—Ni1 | 124.53 (11) | C14—C13—C13i | 113.5 (7) |
O1i—S1—Ni1 | 51.74 (9) | O3—C13—H13A | 106.1 |
O1—S1—Ni1 | 51.74 (9) | C14—C13—H13A | 106.1 |
S1—O1—Ni1 | 94.23 (11) | C13i—C13—H13A | 106.1 |
C13—O3—H3A | 109.5 | O3'—C13'—C14' | 115.2 (14) |
C13'—O3'—H3'A | 109.5 | O3'—C13'—C13'i | 120.1 (5) |
C1—N1—C12 | 117.8 (3) | C14'—C13'—C13'i | 73.6 (11) |
C1—N1—Ni1 | 129.3 (2) | O3'—C13'—H13C | 114.0 |
C12—N1—Ni1 | 112.8 (2) | C14'—C13'—H13C | 114.0 |
C10—N2—C11 | 117.8 (3) | C13'i—C13'—H13C | 114.0 |
C10—N2—Ni1 | 129.1 (2) | C13—C14—H14A | 109.5 |
C11—N2—Ni1 | 113.1 (2) | C13—C14—H14B | 109.5 |
N1—C1—C2 | 122.4 (4) | H14A—C14—H14B | 109.5 |
N1—C1—H1A | 118.8 | C13—C14—H14C | 109.5 |
C2—C1—H1A | 118.8 | H14A—C14—H14C | 109.5 |
C3—C2—C1 | 120.1 (4) | H14B—C14—H14C | 109.5 |
C3—C2—H2A | 120.0 | C13'—C14'—H14G | 109.5 |
C1—C2—H2A | 120.0 | C13'—C14'—H14H | 109.5 |
C2—C3—C4 | 119.3 (3) | H14G—C14'—H14H | 109.5 |
C2—C3—H3B | 120.3 | C13'—C14'—H14I | 109.5 |
C4—C3—H3B | 120.3 | H14G—C14'—H14I | 109.5 |
C3—C4—C12 | 117.2 (3) | H14H—C14'—H14I | 109.5 |
N2i—Ni1—S1—O2i | −2.57 (14) | O1i—Ni1—N2—C10 | −82.1 (3) |
N2—Ni1—S1—O2i | 177.43 (14) | S1—Ni1—N2—C10 | −47.9 (3) |
N1—Ni1—S1—O2i | −101.97 (16) | N1—Ni1—N2—C11 | 2.9 (2) |
N1i—Ni1—S1—O2i | 78.03 (16) | N1i—Ni1—N2—C11 | −96.3 (2) |
O1—Ni1—S1—O2i | 90.01 (17) | O1—Ni1—N2—C11 | 166.9 (2) |
O1i—Ni1—S1—O2i | −89.99 (17) | O1i—Ni1—N2—C11 | 98.7 (2) |
N2i—Ni1—S1—O2 | 177.43 (14) | S1—Ni1—N2—C11 | 132.9 (2) |
N2—Ni1—S1—O2 | −2.57 (14) | C12—N1—C1—C2 | −1.3 (5) |
N1—Ni1—S1—O2 | 78.03 (16) | Ni1—N1—C1—C2 | −177.4 (3) |
N1i—Ni1—S1—O2 | −101.97 (16) | N1—C1—C2—C3 | 0.2 (6) |
O1—Ni1—S1—O2 | −89.99 (17) | C1—C2—C3—C4 | 0.4 (5) |
O1i—Ni1—S1—O2 | 90.01 (17) | C2—C3—C4—C12 | 0.2 (5) |
N2i—Ni1—S1—O1i | 87.43 (14) | C2—C3—C4—C5 | 179.8 (3) |
N2—Ni1—S1—O1i | −92.57 (14) | C3—C4—C5—C6 | −177.7 (4) |
N1—Ni1—S1—O1i | −11.98 (16) | C12—C4—C5—C6 | 1.9 (5) |
N1i—Ni1—S1—O1i | 168.02 (16) | C4—C5—C6—C7 | 0.4 (6) |
O1—Ni1—S1—O1i | 180.0 | C5—C6—C7—C11 | −1.6 (6) |
N2i—Ni1—S1—O1 | −92.57 (14) | C5—C6—C7—C8 | 175.9 (4) |
N2—Ni1—S1—O1 | 87.43 (14) | C11—C7—C8—C9 | −0.1 (5) |
N1—Ni1—S1—O1 | 168.02 (16) | C6—C7—C8—C9 | −177.6 (4) |
N1i—Ni1—S1—O1 | −11.98 (16) | C7—C8—C9—C10 | −0.3 (6) |
O1i—Ni1—S1—O1 | 180.0 | C11—N2—C10—C9 | 0.3 (5) |
O2i—S1—O1—Ni1 | −118.38 (13) | Ni1—N2—C10—C9 | −178.9 (3) |
O2—S1—O1—Ni1 | 118.39 (13) | C8—C9—C10—N2 | 0.2 (6) |
O1i—S1—O1—Ni1 | 0.0 | C10—N2—C11—C7 | −0.8 (5) |
N2i—Ni1—O1—S1 | 90.40 (12) | Ni1—N2—C11—C7 | 178.5 (3) |
N2—Ni1—O1—S1 | −94.66 (12) | C10—N2—C11—C12 | 177.2 (3) |
N1—Ni1—O1—S1 | −31.5 (4) | Ni1—N2—C11—C12 | −3.5 (3) |
N1i—Ni1—O1—S1 | 170.81 (12) | C8—C7—C11—N2 | 0.7 (5) |
O1i—Ni1—O1—S1 | 0.0 | C6—C7—C11—N2 | 178.3 (3) |
N2i—Ni1—N1—C1 | −12.5 (3) | C8—C7—C11—C12 | −177.3 (3) |
N2—Ni1—N1—C1 | 174.4 (3) | C6—C7—C11—C12 | 0.4 (5) |
N1i—Ni1—N1—C1 | −93.0 (3) | C1—N1—C12—C4 | 1.9 (4) |
O1—Ni1—N1—C1 | 109.5 (4) | Ni1—N1—C12—C4 | 178.6 (2) |
O1i—Ni1—N1—C1 | 80.3 (3) | C1—N1—C12—C11 | −176.1 (3) |
S1—Ni1—N1—C1 | 87.0 (3) | Ni1—N1—C12—C11 | 0.6 (3) |
N2i—Ni1—N1—C12 | 171.2 (2) | C3—C4—C12—N1 | −1.3 (5) |
N2—Ni1—N1—C12 | −1.9 (2) | C5—C4—C12—N1 | 179.0 (3) |
N1i—Ni1—N1—C12 | 90.7 (2) | C3—C4—C12—C11 | 176.6 (3) |
O1—Ni1—N1—C12 | −66.8 (4) | C5—C4—C12—C11 | −3.1 (5) |
O1i—Ni1—N1—C12 | −96.0 (2) | N2—C11—C12—N1 | 1.9 (4) |
S1—Ni1—N1—C12 | −89.3 (2) | C7—C11—C12—N1 | 180.0 (3) |
N1—Ni1—N2—C10 | −177.9 (3) | N2—C11—C12—C4 | −176.1 (3) |
N1i—Ni1—N2—C10 | 82.9 (3) | C7—C11—C12—C4 | 1.9 (5) |
O1—Ni1—N2—C10 | −13.9 (3) |
Symmetry code: (i) −x+1, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3A···O2 | 0.82 | 1.97 | 2.729 (7) | 154 |
O3′—H3′A···O2 | 0.82 | 2.03 | 2.769 (8) | 150 |
Experimental details
Crystal data | |
Chemical formula | [Ni(SO4)(C12H8N2)2]·C4H10O2 |
Mr | 605.29 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 223 |
a, b, c (Å) | 18.147 (4), 13.051 (3), 13.259 (3) |
β (°) | 122.43 (3) |
V (Å3) | 2650.5 (14) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.86 |
Crystal size (mm) | 0.35 × 0.30 × 0.20 |
Data collection | |
Diffractometer | Rigaku Mercury CCD diffractometer |
Absorption correction | Multi-scan (REQAB: Jacobson, 1998) |
Tmin, Tmax | 0.736, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6326, 2325, 1964 |
Rint | 0.035 |
(sin θ/λ)max (Å−1) | 0.594 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.047, 0.108, 1.14 |
No. of reflections | 2325 |
No. of parameters | 210 |
No. of restraints | 56 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.39, −0.39 |
Computer programs: CrystalClear (Rigaku, 2007), CrystalClear (Rigaku 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP in SHELXTL (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3A···O2 | 0.82 | 1.97 | 2.729 (7) | 154 |
O3'—H3'A···O2 | 0.82 | 2.03 | 2.769 (8) | 150 |
Acknowledgements
This work was supported by the Scientific Research Foundation of Nanjing College of Chemical Technology (grant No. NHKY-2010-17).
References
Jacobson, R. (1998). REQAB. Molecular Structure Corporation, The Woodlands, Texas, USA. Google Scholar
Ni, C., Zhong, K.-L. & Cui, J.-D. (2010). Acta Cryst. E66, m746–m747. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Rigaku (2007). CrystalClear. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wang, S.-J. & Zhong, K.-L. (2011). Acta Cryst. E67, m446. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zhong, K.-L., Ni, C. & Wang, J.-M. (2009). Acta Cryst. E65, m911. Web of Science CSD CrossRef IUCr Journals Google Scholar
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In the past few years, we have synthesized and reported many Ni-Phen complexes with interesting four-membered chelate rings via a solvothermal reaction. e.g. [NiSO4(C12H8N2)2].C2H6O2 (Zhong et al., 2009), (II) and [NiSO4(C12H8N2)2].C3H8O2 (Ni et al., 2010), (III). The title nickel complex, [NiSO4(C12H8N2)2].C4H10O2, (I), is isotypic with the previously reported cobalt(II) structure (Wang & Zhong, 2011).
The Ni2+ ion, the S atom and the mid-point of C—C bond of the butane-2,3-diol solvent molecule lie on a crystallographic 2-fold axis. The nickel ion is six-coordinated by four N atoms from two chelating 1,10-phenanthroline ligands and two O atoms from an O,O'-bidentate sulfate ion, in a distorted NiN4O2 octahedral environment (Fig. 1). The Ni—N bond distances [2.075 (3) - 2.086 (3) Å], the Ni—O bond distances [2.103 (2) Å], the N—Ni—N bite angle [79.90 (11)°], the O—Ni—O bite angle [68.06 (12)°]m and the dihedral angle between the two chelating NCCN groups [83.82 (12)°] are in good agreement with those observed in (II) and (III).
In the title compound crystal, the neutral monomeric [NiSO4(C10H8N2)2] complex and the butane-2,3-diol solvent molecule are connected by a pair of symmetry-related intermolecular O—H···O hydrogen bonds with the uncoordinated O atoms of the sulfate ligand (Fig.1 and Table 1).
The solvent molecule is disordered over two positions and was refined with a site occupancy ratio of 0.45:0.55.