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Acta Cryst. (2007). E63, m3053    [ doi:10.1107/S1600536807058540 ]

catena-Poly[[(acetato-[kappa]O)(1,10-phenanthroline-[kappa]2N,N')nickel(II)]-[mu]-acetato-[kappa]2O:O']

H. Zhong, X.-M. Yang, H.-L. Xie and C.-J. Luo

Abstract top

In the polymeric title complex, [Ni(C2H3O2)2(C12H8N2)]n, NiII ions are bridged by single syn-anti acetate ligands. Each Ni atom is five-coordinated by two 1,10-phenanthroline N atoms and three O atoms of acetate ligands in a distorted square-pyramidal coordination geometry. In the crystal structure, C-H...O hydrogen bonds result in the formation of a polymeric ribbon structure.

Comment top

The crystal structure of catena-Poly[[(acetato-κO)(1,10-phenanthroline -κ2N,N')cobalt(II)]-µ-acetato-κ2O:O'], (II), has previously been reported (Zhong et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II). We report herein the crystal structure of (I).

In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). It is a polymeric complex involving bridging of NiII ions by single syn-anti acetate ligands. Each Ni atom is five-coordinated by two 1,10-phenanthroline (phen) N atoms and three O atoms of acetate ligands in a distorted square-pyramidal coordination geometry. The Ni—O and Ni—N bonds are in the range of [1.933 (2)–2.319 (2) Å] and [1.976 (2)–2.005 (3) Å], respectively (Table 1), as in (II).

In the crystal structure, C—H···O hydrogen bonds (Table 2, Fig. 2) result in the formation of a polymeric ribbon structure, as in (II).

The both compounds, (I) and (II), are isostructural.

Related literature top

For a related structure, see: Zhong et al. (2007). For bond-length data, see: Allen et al. (1987).

Experimental top

Crystals of the title compound were synthesized using hydrothermal method in a 23 ml Teflon-lined Parr bomb. Nickel (II) nitrate hexahydrate (295.6 mg, 1 mmol), phen (180.2 mg, 1 mmol), acetic acid (120.1 mg, 2 mmol), ammonia (4 ml, 0.5 mol/l) and distilled water (10 g) were placed into the bomb and sealed. The bomb was then heated under autogenous pressure up to 453 K over the course of 7 d and allowed to cool at room temperature for 24 h. Upon opening the bomb, a clear colorless solution was decanted from small green crystals. These crystals were washed with distilled water followed by ethanol, and allowed to air-dry at room temperature.

Refinement top

The H atoms were positioned geometrically, with C—H = 0.93 and 0.96 Å, for aromatic and methyl H atoms and constrained to ride on their parent atoms, with Uiso(H) = xUeq(C), where x = 1.2 for aromatic H and x = 1.5 for methyl H atoms.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.
[Figure 2] Fig. 2. A packing diagram of (I). Hydrogen bonds are shown as dashed lines.
catena-Poly[[(acetato-κO)(1,10-phenanthroline-κ2N,N')nickel(II)]- µ-acetato-κ2O:O'] top
Crystal data top
[Ni(C2H3O2)2(C12H8N2)]F(000) = 736
Mr = 357.00Dx = 1.792 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -p 2ynCell parameters from 5583 reflections
a = 8.6901 (16) Åθ = 2.3–27.2°
b = 9.2108 (11) ŵ = 1.49 mm−1
c = 16.9013 (12) ÅT = 273 K
β = 102.009 (2)°Prism, green
V = 1323.2 (3) Å30.41 × 0.25 × 0.20 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer		2565 independent reflections
Radiation source: fine-focus sealed tube2201 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
φ and ω scansθmax = 26.3°, θmin = 2.5°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −10→10
Tmin = 0.634, Tmax = 0.750k = −11→11
8148 measured reflectionsl = −21→21
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.119H-atom parameters constrained
S = 0.99 w = 1/[σ2(Fo2) + (0.0805P)2 + 1.1936P]
where P = (Fo2 + 2Fc2)/3
2565 reflections(Δ/σ)max = 0.001
210 parametersΔρmax = 0.65 e Å−3
2 restraintsΔρmin = −0.46 e Å−3
Crystal data top
[Ni(C2H3O2)2(C12H8N2)]V = 1323.2 (3) Å3
Mr = 357.00Z = 4
Monoclinic, P21/nMo Kα radiation
a = 8.6901 (16) ŵ = 1.49 mm−1
b = 9.2108 (11) ÅT = 273 K
c = 16.9013 (12) Å0.41 × 0.25 × 0.20 mm
β = 102.009 (2)°
Data collection top
Bruker SMART CCD area-detector
diffractometer		2565 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		2201 reflections with I > 2σ(I)
Tmin = 0.634, Tmax = 0.750Rint = 0.017
8148 measured reflectionsθmax = 26.3°
Refinement top
R[F2 > 2σ(F2)] = 0.040H-atom parameters constrained
wR(F2) = 0.119Δρmax = 0.65 e Å−3
S = 0.99Δρmin = −0.46 e Å−3
2565 reflectionsAbsolute structure: ?
210 parametersFlack parameter: ?
2 restraintsRogers parameter: ?
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ni10.66500 (4)0.92790 (4)0.80317 (2)0.03410 (17)
O10.6879 (3)0.7349 (2)0.75205 (12)0.0429 (5)
O20.5482 (3)1.0050 (3)0.70200 (13)0.0513 (6)
O30.3284 (3)1.0286 (4)0.62163 (17)0.0680 (8)
O40.6213 (3)0.5048 (3)0.74825 (15)0.0504 (6)
N10.6078 (3)1.0936 (3)0.86839 (16)0.0389 (6)
N20.7958 (3)0.8672 (3)0.90797 (14)0.0374 (5)
C10.5196 (4)1.2113 (4)0.8470 (2)0.0470 (7)
H10.48021.22760.79220.056*
C20.4836 (4)1.3104 (4)0.9017 (2)0.0524 (8)
H20.42291.39160.88360.063*
C30.5369 (4)1.2885 (4)0.9811 (2)0.0504 (8)
H30.51131.35291.01880.060*
C40.6327 (4)1.1660 (4)1.00686 (19)0.0409 (7)
C50.6983 (4)1.1338 (4)1.0880 (2)0.0486 (8)
H50.67501.19261.12870.058*
C60.7948 (4)1.0185 (4)1.10778 (19)0.0474 (8)
H60.83550.99931.16210.057*
C70.8364 (4)0.9251 (3)1.04826 (19)0.0396 (7)
C80.9429 (4)0.8077 (4)1.06368 (19)0.0454 (7)
H80.99320.78651.11650.055*
C90.9724 (4)0.7257 (4)1.0018 (2)0.0478 (8)
H91.04330.64891.01180.057*
C100.8956 (4)0.7578 (4)0.92392 (19)0.0442 (7)
H100.91460.70090.88150.053*
C110.7674 (3)0.9513 (3)0.96839 (17)0.0346 (6)
C120.6652 (3)1.0726 (3)0.94744 (18)0.0345 (6)
C130.4031 (3)0.9781 (3)0.68378 (16)0.0338 (6)
C140.3459 (4)0.9000 (5)0.7292 (2)0.0539 (10)
H14A0.23830.92740.72660.081*
H14B0.40440.91120.78370.081*
H14C0.35020.80060.71280.081*
C150.6165 (3)0.6289 (3)0.77794 (17)0.0318 (6)
C160.5458 (4)0.6523 (3)0.83168 (19)0.0408 (7)
H16A0.44390.60770.81830.061*
H16B0.53410.75510.83760.061*
H16C0.60380.61250.88150.061*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0405 (2)0.0333 (2)0.0270 (2)0.00251 (14)0.00368 (16)0.00088 (13)
O10.0530 (12)0.0407 (12)0.0356 (10)−0.0038 (10)0.0102 (9)−0.0024 (9)
O20.0493 (13)0.0601 (16)0.0404 (12)−0.0058 (11)−0.0002 (10)0.0118 (11)
O30.0587 (15)0.0760 (18)0.0595 (16)−0.0063 (14)−0.0102 (13)0.0185 (15)
O40.0505 (13)0.0402 (13)0.0611 (14)−0.0044 (10)0.0132 (11)−0.0145 (11)
N10.0410 (13)0.0357 (13)0.0397 (13)0.0024 (10)0.0077 (11)0.0044 (10)
N20.0437 (13)0.0343 (13)0.0337 (12)0.0025 (11)0.0067 (10)−0.0015 (10)
C10.0494 (17)0.0427 (17)0.0473 (17)0.0057 (14)0.0067 (14)0.0059 (15)
C20.0504 (18)0.0424 (18)0.064 (2)0.0127 (15)0.0110 (16)0.0045 (16)
C30.0515 (18)0.0421 (18)0.061 (2)0.0077 (15)0.0201 (16)−0.0044 (16)
C40.0409 (15)0.0408 (16)0.0438 (15)−0.0033 (13)0.0155 (13)−0.0034 (13)
C50.0562 (19)0.053 (2)0.0404 (16)−0.0026 (16)0.0185 (15)−0.0092 (15)
C60.0526 (18)0.057 (2)0.0325 (15)−0.0004 (16)0.0093 (14)−0.0018 (14)
C70.0442 (16)0.0404 (16)0.0340 (14)−0.0041 (12)0.0076 (13)0.0027 (12)
C80.0500 (17)0.0468 (18)0.0364 (15)0.0005 (14)0.0019 (13)0.0068 (13)
C90.0511 (18)0.0390 (17)0.0498 (17)0.0088 (14)0.0023 (14)0.0032 (14)
C100.0496 (17)0.0378 (16)0.0434 (16)0.0067 (13)0.0055 (14)−0.0038 (13)
C110.0388 (14)0.0322 (14)0.0332 (14)−0.0040 (11)0.0087 (12)−0.0006 (11)
C120.0360 (14)0.0329 (14)0.0355 (14)−0.0030 (11)0.0092 (12)0.0021 (11)
C130.0340 (13)0.0343 (13)0.0300 (13)0.0001 (12)−0.0005 (11)−0.0001 (11)
C140.0401 (16)0.088 (3)0.0335 (16)−0.0182 (17)0.0074 (13)0.0195 (17)
C150.0320 (12)0.0298 (13)0.0322 (13)0.0007 (11)0.0036 (11)−0.0024 (11)
C160.0542 (17)0.0318 (14)0.0473 (16)−0.0047 (13)0.0355 (15)−0.0054 (13)
Geometric parameters (Å, º) top
Ni1—O12.004 (2)C4—C51.403 (5)
Ni1—O21.933 (2)C5—C61.352 (5)
Ni1—O4i2.319 (2)C5—H50.9300
Ni1—N12.005 (3)C6—C71.426 (5)
Ni1—N21.976 (2)C6—H60.9300
O1—C151.282 (4)C7—C111.379 (4)
O2—C131.259 (4)C7—C81.412 (5)
O3—C131.207 (4)C8—C91.357 (5)
O4—C151.253 (4)C8—H80.9300
O4—Ni1ii2.319 (2)C9—C101.379 (5)
N1—C11.333 (4)C9—H90.9300
N1—C121.339 (4)C10—H100.9300
N2—C101.320 (4)C11—C121.426 (4)
N2—C111.344 (4)C13—C141.230 (4)
C1—C21.381 (5)C14—H14A0.9600
C1—H10.9300C14—H14B0.9600
C2—C31.341 (5)C14—H14C0.9600
C2—H20.9300C15—C161.217 (4)
C3—C41.416 (5)C16—H16A0.9600
C3—H30.9300C16—H16B0.9600
C4—C121.395 (4)C16—H16C0.9600
O1—Ni1—O291.46 (10)C11—C7—C8116.7 (3)
O1—Ni1—O4i87.15 (9)C11—C7—C6117.6 (3)
O2—Ni1—O4i82.54 (9)C8—C7—C6125.8 (3)
O1—Ni1—N1166.01 (10)C9—C8—C7120.4 (3)
O1—Ni1—N292.61 (10)C9—C8—H8119.8
O2—Ni1—N193.55 (11)C7—C8—H8119.8
O2—Ni1—N2174.38 (11)C8—C9—C10119.0 (3)
O4—Ni1—N1i138.82 (4)C8—C9—H9120.5
O4—Ni1—N2i125.88 (5)C10—C9—H9120.5
N1—Ni1—N283.38 (10)N2—C10—C9121.7 (3)
C15—O1—Ni1115.48 (18)N2—C10—H10119.1
C13—O2—Ni1117.3 (2)C9—C10—H10119.1
C15—O4—Ni1ii121.65 (19)N2—C11—C7122.1 (3)
C1—N1—C12117.5 (3)N2—C11—C12117.8 (3)
C1—N1—Ni1131.6 (2)C7—C11—C12120.1 (3)
C12—N1—Ni1110.76 (19)N1—C12—C4122.7 (3)
C10—N2—C11120.1 (3)N1—C12—C11116.4 (3)
C10—N2—Ni1129.0 (2)C4—C12—C11120.9 (3)
C11—N2—Ni1110.8 (2)O3—C13—C14123.7 (3)
N1—C1—C2123.6 (3)O3—C13—O2117.9 (3)
N1—C1—H1118.2C14—C13—O2118.5 (3)
C2—C1—H1118.2C13—C14—H14A109.5
C3—C2—C1119.5 (3)C13—C14—H14B109.5
C3—C2—H2120.3H14A—C14—H14B109.5
C1—C2—H2120.3C13—C14—H14C109.5
C2—C3—C4119.0 (3)H14A—C14—H14C109.5
C2—C3—H3120.5H14B—C14—H14C109.5
C4—C3—H3120.5C16—C15—O4121.6 (3)
C12—C4—C5118.1 (3)C16—C15—O1118.4 (3)
C12—C4—C3117.7 (3)O4—C15—O1120.0 (3)
C5—C4—C3124.2 (3)C15—C16—H16A109.5
C6—C5—C4120.8 (3)C15—C16—H16B109.5
C6—C5—H5119.6H16A—C16—H16B109.5
C4—C5—H5119.6C15—C16—H16C109.5
C5—C6—C7122.3 (3)H16A—C16—H16C109.5
C5—C6—H6118.8H16B—C16—H16C109.5
C7—C6—H6118.8
Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) −x+3/2, y−1/2, −z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2···O3iii0.932.513.332 (5)149
C10—H10···O2ii0.932.353.259 (4)163
Symmetry codes: (ii) −x+3/2, y−1/2, −z+3/2; (iii) −x+1/2, y+1/2, −z+3/2.
Selected geometric parameters (Å, º) top
Ni1—O12.004 (2)Ni1—N12.005 (3)
Ni1—O21.933 (2)Ni1—N21.976 (2)
Ni1—O4i2.319 (2)
O1—Ni1—O291.46 (10)O2—Ni1—N193.55 (11)
O1—Ni1—O4i87.15 (9)O2—Ni1—N2174.38 (11)
O2—Ni1—O4i82.54 (9)O4—Ni1—N1i138.82 (4)
O1—Ni1—N1166.01 (10)O4—Ni1—N2i125.88 (5)
O1—Ni1—N292.61 (10)N1—Ni1—N283.38 (10)
Symmetry code: (i) −x+3/2, y+1/2, −z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2···O3ii0.932.513.332 (5)149
C10—H10···O2iii0.932.353.259 (4)163
Symmetry codes: (ii) −x+1/2, y+1/2, −z+3/2; (iii) −x+3/2, y−1/2, −z+3/2.
Acknowledgements top

We thank the Science and Technology Program of Jinggangshan University for financial support of this work (grant No. 2007).

references
References top

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.

Siemens (1996). SMART, SAINT and SHELXTL. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.

Zhong, H., Yang, X.-M., Xie, H.-L. & Luo, C.-J. (2007). Acta Cryst. E63, m2895–m2896.