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The title compound, [NiCl2(C12H12N2)]n, is a nickel complex polymer bridged by 1,2-bis­(4-pyrid­yl)ethane ligands. The NiII center is coordinated in a distorted tetra­hedral geometry by two Cl ligands and two N atoms from two 1,2-bis­(4-pyrid­yl)­ethane ligands, forming a one-dimensional zigzag chain.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807024324/is2165sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807024324/is2165Isup2.hkl
Contains datablock I

CCDC reference: 650570

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.050
  • wR factor = 0.144
  • Data-to-parameter ratio = 14.9

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98 PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 500 Deg.
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Ni1 (2) 1.89
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check

Comment top

Recently, there are of great interest in the design and synthesis of coordination complexes, such one-dimensional chains and ladders, two-dimensional grids, three-dimensional networks, interpenetrated modes and helical staircase networks, which are used as functional materials potentially applied in magnetism, molecular adsorption, optoelectronic devices, sensors, luminescent materials and catalysis (Moulton & Zaworotko, 2001; Carlucci et al., 2003; Brammer, 2004). The flexible bridging ligand 1,2-bis(4-pyridyl)ethane (bpe) is useful in the formation of various frameworks (Luo et al., 2003; Ghosh et al., 2004; Hong et al., 2005). We report here the crystal structure of the title Ni complex polymer, [NiCl2(bpe)]n, (I).

The NiII center has a distorted tetrahedral geometry, which is coordinated by two N atoms from two bpe ligands and two Cl ligands, forming a one-dimensional helical chain (Fig. 1 and 2). The dihedral angle between two pyridine rings, C1—C5/N1 and C7—C11/N2, is 61.93 (3)°. One bpe is almost planar as shown by the C8—C9—C12—C12ii torsion angle of -6.1 (9)°, while the other is not planar but parallel, the C2—C3—C6—C6i angle and the interplanar distance between the pyridine rings being 105.4 (6)° and 1.452 (2) Å, respectively [symmetry codes: (i) -x + 1, -y, -z + 1; (ii) -x, -y + 2, -z + 2]. The angles of C3—C6—C6i and C9—C12—C12ii are also different, they are 111.6 (4) and 115.2 (5)°. The Ni···Nii and Ni···Niii distances are 13.441 (3) and 13.279 (3) Å, respectively.

Related literature top

For related literature, see: Brammer (2004); Carlucci et al. (2003); Ghosh et al. (2004); Hong et al. (2005); Luo et al. (2003); Moulton & Zaworotko (2001); Woodward et al. (2005).

Experimental top

The title complex was prepared by the addition of a stoichiometric amount of NiSO4 (0.18 g, 20 mmol), NaOH (0.12 g, 30 mmol) and HCl (1 mol/L, 0.1 ml) to a hot aqueous solution of bpe (0.031 g, 12 mmol). The resulting solution was filtered, and green single crystals were obtained at room temperature over several days.

Refinement top

H atoms were placed in calculated positions (C—H = 0.93–0.97 Å) refined using a riding model, with Uiso(H) = 1.2Ueq(C). The deepest hole in the difference Fourier map is located 0.95 Å from atom Ni1.

Structure description top

Recently, there are of great interest in the design and synthesis of coordination complexes, such one-dimensional chains and ladders, two-dimensional grids, three-dimensional networks, interpenetrated modes and helical staircase networks, which are used as functional materials potentially applied in magnetism, molecular adsorption, optoelectronic devices, sensors, luminescent materials and catalysis (Moulton & Zaworotko, 2001; Carlucci et al., 2003; Brammer, 2004). The flexible bridging ligand 1,2-bis(4-pyridyl)ethane (bpe) is useful in the formation of various frameworks (Luo et al., 2003; Ghosh et al., 2004; Hong et al., 2005). We report here the crystal structure of the title Ni complex polymer, [NiCl2(bpe)]n, (I).

The NiII center has a distorted tetrahedral geometry, which is coordinated by two N atoms from two bpe ligands and two Cl ligands, forming a one-dimensional helical chain (Fig. 1 and 2). The dihedral angle between two pyridine rings, C1—C5/N1 and C7—C11/N2, is 61.93 (3)°. One bpe is almost planar as shown by the C8—C9—C12—C12ii torsion angle of -6.1 (9)°, while the other is not planar but parallel, the C2—C3—C6—C6i angle and the interplanar distance between the pyridine rings being 105.4 (6)° and 1.452 (2) Å, respectively [symmetry codes: (i) -x + 1, -y, -z + 1; (ii) -x, -y + 2, -z + 2]. The angles of C3—C6—C6i and C9—C12—C12ii are also different, they are 111.6 (4) and 115.2 (5)°. The Ni···Nii and Ni···Niii distances are 13.441 (3) and 13.279 (3) Å, respectively.

For related literature, see: Brammer (2004); Carlucci et al. (2003); Ghosh et al. (2004); Hong et al. (2005); Luo et al. (2003); Moulton & Zaworotko (2001); Woodward et al. (2005).

Computing details top

Data collection: SMART (Bruker,1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. Part of the polymeric structure of (I), showing the atomic numbering scheme. Non-H atoms are shown as 50% probability displacement ellipsoids. The suffixes A and B correspond to symmetry codes (-x, -y + 2, -z + 2) and (-x + 1, -y, -z + 1), respectively.
[Figure 2] Fig. 2. A packing diagram of (I), viewed along the a axis.
catena-Poly[[dichloridonickel(II)]-µ-1,2-di-4-pyridylethane- κ2N:N'] top
Crystal data top
[NiCl2(C12H12N2)]Z = 2
Mr = 313.85F(000) = 320
Triclinic, P1Dx = 1.580 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 5.3979 (17) ÅCell parameters from 1592 reflections
b = 8.806 (3) Åθ = 2.7–25.5°
c = 14.018 (4) ŵ = 1.85 mm1
α = 87.988 (5)°T = 298 K
β = 84.165 (5)°Block, green
γ = 84.475 (5)°0.38 × 0.30 × 0.30 mm
V = 659.6 (4) Å3
Data collection top
Bruker APEXII area-detector
diffractometer
2297 independent reflections
Radiation source: fine-focus sealed tube1942 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.022
Detector resolution: none pixels mm-1θmax = 25.1°, θmin = 1.5°
φ and ω scanh = 46
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 910
Tmin = 0.511, Tmax = 0.574l = 1616
3306 measured reflections
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)] = 0.050Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.144H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.1008P)2 + 0.3P]
where P = (Fo2 + 2Fc2)/3
2297 reflections(Δ/σ)max < 0.001
154 parametersΔρmax = 0.98 e Å3
0 restraintsΔρmin = 1.04 e Å3
Crystal data top
[NiCl2(C12H12N2)]γ = 84.475 (5)°
Mr = 313.85V = 659.6 (4) Å3
Triclinic, P1Z = 2
a = 5.3979 (17) ÅMo Kα radiation
b = 8.806 (3) ŵ = 1.85 mm1
c = 14.018 (4) ÅT = 298 K
α = 87.988 (5)°0.38 × 0.30 × 0.30 mm
β = 84.165 (5)°
Data collection top
Bruker APEXII area-detector
diffractometer
2297 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
1942 reflections with I > 2σ(I)
Tmin = 0.511, Tmax = 0.574Rint = 0.022
3306 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0500 restraints
wR(F2) = 0.144H-atom parameters constrained
S = 1.04Δρmax = 0.98 e Å3
2297 reflectionsΔρmin = 1.04 e Å3
154 parameters
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
Ni10.88487 (9)0.54655 (5)0.74751 (3)0.0401 (2)
Cl11.0080 (2)0.70646 (11)0.62712 (7)0.0507 (3)
Cl21.1490 (2)0.42178 (12)0.84309 (7)0.0505 (3)
N10.7275 (6)0.3808 (3)0.6836 (2)0.0379 (7)
N20.6308 (6)0.6763 (4)0.8355 (2)0.0397 (7)
C10.5435 (8)0.4129 (4)0.6284 (3)0.0431 (9)
H10.48440.51480.62050.052*
C20.4336 (8)0.3063 (5)0.5819 (3)0.0460 (10)
H20.30570.33590.54350.055*
C30.5183 (8)0.1532 (5)0.5935 (3)0.0442 (9)
C40.7074 (9)0.1187 (5)0.6504 (3)0.0541 (11)
H40.76960.01750.65920.065*
C50.8075 (9)0.2329 (5)0.6952 (3)0.0491 (10)
H50.93430.20620.73460.059*
C60.4100 (9)0.0308 (5)0.5416 (3)0.0517 (11)
H6A0.25480.07290.51770.062*
H6B0.37240.05230.58640.062*
C70.4599 (9)0.7752 (5)0.7981 (3)0.0536 (11)
H70.46140.78520.73170.064*
C80.2811 (9)0.8629 (6)0.8555 (3)0.0604 (13)
H80.16510.93060.82740.072*
C90.2740 (8)0.8505 (5)0.9545 (3)0.0481 (10)
C100.4500 (9)0.7474 (5)0.9904 (3)0.0551 (11)
H100.45210.73421.05650.066*
C110.6215 (9)0.6641 (5)0.9308 (3)0.0497 (10)
H110.73790.59530.95780.060*
C120.0849 (9)0.9404 (5)1.0231 (3)0.0575 (12)
H12A0.01710.86951.05960.069*
H12B0.17430.98971.06810.069*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0508 (4)0.0359 (3)0.0341 (3)0.0033 (2)0.0084 (2)0.0001 (2)
Cl10.0616 (7)0.0437 (6)0.0459 (6)0.0056 (5)0.0051 (5)0.0136 (4)
Cl20.0571 (7)0.0537 (6)0.0419 (6)0.0005 (5)0.0174 (4)0.0064 (4)
N10.0468 (18)0.0331 (17)0.0346 (16)0.0041 (13)0.0069 (13)0.0018 (13)
N20.0473 (18)0.0357 (17)0.0371 (17)0.0009 (14)0.0109 (14)0.0021 (13)
C10.053 (2)0.033 (2)0.043 (2)0.0005 (17)0.0095 (18)0.0001 (17)
C20.052 (2)0.046 (2)0.042 (2)0.0053 (18)0.0135 (18)0.0006 (18)
C30.054 (2)0.043 (2)0.037 (2)0.0115 (18)0.0039 (17)0.0038 (17)
C40.073 (3)0.032 (2)0.060 (3)0.004 (2)0.018 (2)0.001 (2)
C50.061 (3)0.037 (2)0.053 (2)0.0020 (18)0.022 (2)0.0007 (18)
C60.064 (3)0.048 (2)0.046 (2)0.018 (2)0.007 (2)0.0066 (19)
C70.067 (3)0.057 (3)0.034 (2)0.012 (2)0.0090 (19)0.0016 (19)
C80.064 (3)0.064 (3)0.048 (3)0.022 (2)0.008 (2)0.005 (2)
C90.056 (3)0.045 (2)0.041 (2)0.0023 (19)0.0028 (18)0.0019 (18)
C100.068 (3)0.060 (3)0.035 (2)0.011 (2)0.0083 (19)0.0005 (19)
C110.059 (3)0.048 (2)0.041 (2)0.0075 (19)0.0082 (19)0.0005 (18)
C120.066 (3)0.058 (3)0.044 (2)0.012 (2)0.001 (2)0.001 (2)
Geometric parameters (Å, º) top
Ni1—N12.034 (3)C5—H50.9300
Ni1—N22.040 (3)C6—C6i1.520 (9)
Ni1—Cl22.2402 (12)C6—H6A0.9700
Ni1—Cl12.2490 (12)C6—H6B0.9700
N1—C11.324 (5)C7—C81.385 (6)
N1—C51.342 (5)C7—H70.9300
N2—C111.333 (5)C8—C91.386 (6)
N2—C71.340 (5)C8—H80.9300
C1—C21.373 (6)C9—C101.371 (6)
C1—H10.9300C9—C121.514 (6)
C2—C31.391 (6)C10—C111.359 (6)
C2—H20.9300C10—H100.9300
C3—C41.363 (6)C11—H110.9300
C3—C61.515 (5)C12—C12ii1.500 (9)
C4—C51.384 (6)C12—H12A0.9700
C4—H40.9300C12—H12B0.9700
N1—Ni1—N2112.52 (13)C3—C6—C6i111.6 (4)
N1—Ni1—Cl2105.23 (9)C3—C6—H6A109.3
N2—Ni1—Cl2105.99 (10)C6i—C6—H6A109.3
N1—Ni1—Cl1105.07 (10)C3—C6—H6B109.3
N2—Ni1—Cl1104.95 (10)C6i—C6—H6B109.3
Cl2—Ni1—Cl1123.23 (5)H6A—C6—H6B108.0
C1—N1—C5116.7 (3)N2—C7—C8121.8 (4)
C1—N1—Ni1122.1 (3)N2—C7—H7119.1
C5—N1—Ni1121.2 (3)C8—C7—H7119.1
C11—N2—C7117.4 (3)C7—C8—C9120.4 (4)
C11—N2—Ni1122.4 (3)C7—C8—H8119.8
C7—N2—Ni1120.1 (3)C9—C8—H8119.8
N1—C1—C2124.7 (4)C10—C9—C8116.3 (4)
N1—C1—H1117.7C10—C9—C12119.4 (4)
C2—C1—H1117.7C8—C9—C12124.3 (4)
C1—C2—C3118.4 (4)C11—C10—C9120.9 (4)
C1—C2—H2120.8C11—C10—H10119.6
C3—C2—H2120.8C9—C10—H10119.6
C4—C3—C2117.4 (4)N2—C11—C10123.2 (4)
C4—C3—C6121.6 (4)N2—C11—H11118.4
C2—C3—C6120.9 (4)C10—C11—H11118.4
C3—C4—C5120.6 (4)C12ii—C12—C9115.2 (5)
C3—C4—H4119.7C12ii—C12—H12A108.5
C5—C4—H4119.7C9—C12—H12A108.5
N1—C5—C4122.1 (4)C12ii—C12—H12B108.5
N1—C5—H5119.0C9—C12—H12B108.5
C4—C5—H5119.0H12A—C12—H12B107.5
N2—Ni1—N1—C158.7 (3)C6—C3—C4—C5178.4 (4)
Cl2—Ni1—N1—C1173.7 (3)C1—N1—C5—C41.3 (7)
Cl1—Ni1—N1—C154.9 (3)Ni1—N1—C5—C4178.3 (4)
N2—Ni1—N1—C5121.7 (3)C3—C4—C5—N11.2 (8)
Cl2—Ni1—N1—C56.7 (4)C4—C3—C6—C6i72.3 (7)
Cl1—Ni1—N1—C5124.7 (3)C2—C3—C6—C6i105.4 (6)
N1—Ni1—N2—C11106.5 (3)C11—N2—C7—C80.6 (7)
Cl2—Ni1—N2—C118.0 (4)Ni1—N2—C7—C8178.6 (4)
Cl1—Ni1—N2—C11139.8 (3)N2—C7—C8—C90.1 (8)
N1—Ni1—N2—C771.4 (4)C7—C8—C9—C100.5 (8)
Cl2—Ni1—N2—C7174.1 (3)C7—C8—C9—C12179.5 (5)
Cl1—Ni1—N2—C742.3 (3)C8—C9—C10—C110.5 (7)
C5—N1—C1—C21.0 (7)C12—C9—C10—C11179.6 (5)
Ni1—N1—C1—C2178.6 (3)C7—N2—C11—C100.6 (7)
N1—C1—C2—C30.6 (7)Ni1—N2—C11—C10178.5 (4)
C1—C2—C3—C40.4 (6)C9—C10—C11—N20.0 (8)
C1—C2—C3—C6178.1 (4)C10—C9—C12—C12ii174.9 (6)
C2—C3—C4—C50.7 (7)C8—C9—C12—C12ii6.1 (9)
Symmetry codes: (i) x+1, y, z+1; (ii) x, y+2, z+2.

Experimental details

Crystal data
Chemical formula[NiCl2(C12H12N2)]
Mr313.85
Crystal system, space groupTriclinic, P1
Temperature (K)298
a, b, c (Å)5.3979 (17), 8.806 (3), 14.018 (4)
α, β, γ (°)87.988 (5), 84.165 (5), 84.475 (5)
V3)659.6 (4)
Z2
Radiation typeMo Kα
µ (mm1)1.85
Crystal size (mm)0.38 × 0.30 × 0.30
Data collection
DiffractometerBruker APEXII area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.511, 0.574
No. of measured, independent and
observed [I > 2σ(I)] reflections
3306, 2297, 1942
Rint0.022
(sin θ/λ)max1)0.597
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.050, 0.144, 1.04
No. of reflections2297
No. of parameters154
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.98, 1.04

Computer programs: SMART (Bruker,1998), SAINT (Bruker, 1999), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1998), SHELXTL.

 

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