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Acta Cryst. (2008). E64, m291-m292    [ doi:10.1107/S1600536807067724 ]

Di-[mu]2-acetato-1:2[kappa]2O:O';2:3[kappa]2O:O'-bis(N,N'-dimethylformamide)-1[kappa]O,3[kappa]O-bis{[mu]2-2,2'-[propane-1,3-diylbis(iminomethylene)]diphenolato-1[kappa]4O,N,N',O':2[kappa]2O,O';2[kappa]2O,O':3[kappa]4O,N,N',O'-1,3-dinickel(II)-2-cadmium(II)

L. Tatar Yildirim and O. Atakol

Abstract top

The crystal structure of the title compound, [Ni2Cd(C17H16N2O2)2(C2H3O2)2(C3H7NO)2], contains discrete centrosymmetric hetero-trinuclear molecules in which Ni/Cd atom pairs are triply bridged via O atoms from the SALPD2- [N,N'-bis(salicylidene)-1,3-propanediaminate] and acetate ligands. The central CdII ion is in a distorted octahedral coordination environment formed by four O atoms from two SALPD2- ligands in the equatorial plane and two O atoms of two symmetry-related acetate ligands in the axial positions. The symmetry-related NiII ions are in slightly distorted octahedral environments, coordinated by two O and two N atoms from tetradendate SALPD2- ligands in the equatorial plane, while the axial positions are occupied by O atoms from a dimethylformamide and an acetate ligand. This results in the formation of three edge-shared octahedra in which the Ni...Cd distance is 3.1482 (15) Å. The crystal structure is stabilized by weak C-H...O hydrogen bonds.

Comment top

Recently, ONNO phenol amines have been reported by the reduction of ONNO type Schiff bases (Aneetha et al., 1999, Reglinski et al., 2006). Bis-N,N'(2-salicylidene)-1,3-propanediamine is a ligand which tends to give polynuclear complexes. Reduction of this Schiff base results in the formation of bis-N,N'(2-hydroxybenzyl)-1, 3-propanediamine. The ONNO type ligand stereochemistry around metal ions and the structure of the O-atom bridges influence the magnetic exchange interactions (Barandika et al., 1999; Fukuhara et al., 1990).

This study deals with the investigation of the production of hetero-trinuclear complexes with the use of bis-N,N'(2-hydroxybenzyl)-1,3-propanediamine and it was observed that Ni(II)—Cd(II)—Ni(II) type complexes were formed. The crystal structure of the title compound (I), contains a linear Ni—Cd—Ni trinuclear complex with a central CdII ion located on an inversion centre and terminal NiII ions related by this inversion centre (Fig. 1). The CdII ion has a distorted octahedral coordination environment, formed by four O atoms from two SALPD2- ligands in the equatorial plane and two O atoms from two acetate ligands at the axial positions. The coordination bond lengths and angles around the CdII ion range between 2.151 (7) - 2.212 (7)Å and 78.4 (3) - 101.6 (3)°, respectively.

The terminal NiII ions have slightly distorted octahedral coordination environments formed by two O atoms and two N atoms from SALPD2- ligands in the equatorial plane and two O atoms from acetate ligand and dimethylformamide ligand at the axial positions. In the Ni coordination sphere bond lengths and angles range between 2.031 (8) - 2.180 (7)Å and 83.3 (3) - 93.8 (3)°, respectively.

The overall result is three edge-shared octahedral in which the closest Ni···Cd distance is 3.1482 (15) Å. The crystal structure is stabilized by weak C—H···O hydrogen bonds.

The coordination geometry of the metal ions is very similar to those found for the corresponding complexes reported previously (Tatar & Ergün, 2007; Tatar & Atakol et al., 2007; Tatar & Atakol 2002; Atakol et al., 1999;Ülkü et al., 1999;Ülkü et al., 2001).

Related literature top

For general backgroud, see: Aneetha et al. 1(999); Reglinski et al. (2006); Fukuhara et al. (1990); Barandika et al. (1999). For related literature, see: Aneetha et al. (1999); Atakol et al. (1999);Ülkü et al. (1999); Ülkü et al. (2001); Tatar & Atakol (2002); Tatar Yıldırım et al. (2007); Tatar Yıldırım & Ergün (2007).

Experimental top

The related Schiff Base, bis-N,N'(salicylidene)-1,3-propanedimine was prepared through the condensation reaction of an 1,3-propanediamine and salicylaldehyde in EtOH and this Schiff bases prepared was reduced with NaBH4 in MeOH until the solution was completely colorless. The Phenolic amine ligand was precipitated with the addition of excess ice.

The complex was prepared with template method since it was very cumbersome to isolate mononuclear bis-N,N'(2-oxybenzyl)-1,3-propanediaminato nickel(II) complex. 0.568 g (0.002 mole) bis-N,N'(2-hydroxybenzyl)-1,3-propanediamine was dissolved in 50 ml hot DMF. 0.475 g(0.002 mole) NiCl2.6H2O solution in 20 ml hot methanol and 0.5 ml Et3N were added to it and the mixture was stirred for ten minutes. Then a solution of 0.312 g (0.001 mol) Cd(CH3COO)2.4H2O in 20 ml hot methanol was added and the resulting mixture was kept on the bench for 3–4 days. The blue crystals were filtered off and dried in air.

Refinement top

H atoms were positioned geometrically, with C—H = 0.93, 0.97 and 0.96 Å for aromatic, methylene and methyl H, and constrained to ride on their parent atoms, with Uiso(H) = xUeq(C), where x = 1.5 for methyl H, and x = 1.2 for all other H atoms. The fact that only ca 87% of the available data were collected to a maximun 2θ of 50° can lower the precision of the structure.

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf–Nonius, 1994); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

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 (symmetry code (i): -x, -y, -z). H atoms bonded to C atoms are not shown.
Di-µ2-acetato-1:2κ2O:O';2:3κ2O:O'-bis(N,N'-dimethylformamide)- 1κO,3κO-bis{µ2-2,2'-[propane-1,3-diylbis(iminomethylene)]diphenolato- 1κ4O,N,N',O':2κ2O,O';2κ2O,O':3κ4O,N,N',O'-1,3-dinickel(II)- 2-cadmium(II) top
Crystal data top
[Ni2Cd(C17H16N2O2)2(C2H3O2)2(C3H7NO)2]F000 = 1100
Mr = 1062.77Dx = 1.512 Mg m−3
Monoclinic, P21/nMo Kα radiation
λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 15 reflections
a = 10.285 (3) Åθ = 10.0–11.1º
b = 18.040 (5) ŵ = 1.31 mm−1
c = 12.590 (3) ÅT = 295 (2) K
β = 92.12 (2)ºPrism, blue
V = 2334.4 (11) Å30.4 × 0.1 × 0.1 mm
Z = 2
Data collection top
Enraf–Nonius TurboCAD-4
diffractometer		θmax = 25.1º
non–profiled ω scansθmin = 2.5º
Absorption correction: ψ scan
(North et al., 1968)		h = 0→12
Tmin = 0.854, Tmax = 0.877k = 0→21
3960 measured reflectionsl = −14→12
3612 independent reflections3 standard reflections
1997 reflections with I > 2σ(I) every 120 min
Rint = 0.076 intensity decay: 1%
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: geomtr
R[F2 > 2σ(F2)] = 0.072H-atom parameters not refined
wR(F2) = 0.239  w = 1/[σ2(Fo2) + (0.1184P)2 + 12.1765P]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max < 0.001
3612 reflectionsΔρmax = 0.88 e Å−3
287 parametersΔρmin = −1.51 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Ni2Cd(C17H16N2O2)2(C2H3O2)2(C3H7NO)2]V = 2334.4 (11) Å3
Mr = 1062.77Z = 2
Monoclinic, P21/nMo Kα
a = 10.285 (3) ŵ = 1.31 mm−1
b = 18.040 (5) ÅT = 295 (2) K
c = 12.590 (3) Å0.4 × 0.1 × 0.1 mm
β = 92.12 (2)º
Data collection top
Enraf–Nonius TurboCAD-4
diffractometer		1997 reflections with I > 2σ(I)
Absorption correction: ψ scan
(North et al., 1968)		Rint = 0.076
Tmin = 0.854, Tmax = 0.8773 standard reflections
3960 measured reflections every 120 min
3612 independent reflections intensity decay: 1%
Refinement top
R[F2 > 2σ(F2)] = 0.072H-atom parameters not refined
wR(F2) = 0.239  w = 1/[σ2(Fo2) + (0.1184P)2 + 12.1765P]
where P = (Fo2 + 2Fc2)/3
S = 1.02Δρmax = 0.88 e Å−3
3612 reflectionsΔρmin = −1.51 e Å−3
287 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
Cd0000.0489 (4)
Ni0.03480 (12)0.14386 (8)−0.13762 (11)0.0301 (4)
O5−0.1184 (7)0.1304 (4)−0.2605 (6)0.0409 (19)
O2−0.0909 (6)0.1061 (4)−0.0260 (6)0.0368 (18)
O10.0874 (7)0.0355 (4)−0.1446 (6)0.0383 (18)
N2−0.0396 (9)0.2521 (5)−0.1294 (7)0.038 (2)
H2N−0.09670.2576−0.18580.045*
N10.1589 (9)0.1727 (6)−0.2591 (8)0.044 (3)
H1N0.10880.1762−0.320.053*
C12−0.2316 (10)0.2091 (7)−0.0309 (9)0.041 (3)
C11−0.1159 (10)0.2610 (6)−0.0316 (10)0.041 (3)
H11A−0.14630.3118−0.02720.05*
H11B−0.05980.25140.03040.05*
C10.1117 (10)0.0039 (7)−0.2371 (10)0.041 (3)
C17−0.2108 (10)0.1325 (6)−0.0246 (8)0.035 (3)
N3−0.3098 (9)0.0735 (5)−0.2942 (8)0.044 (3)
C16−0.3197 (10)0.0877 (7)−0.0137 (10)0.044 (3)
H16−0.30810.037−0.00390.053*
C80.2249 (11)0.2441 (8)−0.2442 (11)0.055 (4)
H8A0.28180.2522−0.30280.065*
H8B0.27860.2422−0.17930.065*
C60.1915 (11)0.0396 (8)−0.3095 (10)0.053 (3)
C20−0.1877 (10)0.0758 (7)−0.2586 (9)0.043 (3)
H20−0.15190.0326−0.22980.051*
C100.0577 (11)0.3126 (6)−0.1368 (10)0.047 (3)
H10A0.11930.3093−0.07680.056*
H10B0.01360.36−0.13260.056*
C50.2079 (15)0.0093 (10)−0.4079 (12)0.077 (5)
H50.25620.0355−0.45630.092*
C20.0636 (12)−0.0651 (8)−0.2658 (11)0.059 (4)
H20.0165−0.092−0.21720.071*
C90.1305 (11)0.3096 (7)−0.2378 (11)0.051 (4)
H9A0.17910.3553−0.24480.061*
H9B0.06810.3068−0.29740.061*
C15−0.4443 (11)0.1161 (8)−0.0171 (10)0.054 (3)
H15−0.51520.0844−0.01210.064*
C21−0.3905 (14)0.0079 (8)−0.2850 (14)0.085 (6)
H21A−0.47610.018−0.31460.128*
H21B−0.3963−0.0052−0.21140.128*
H21C−0.3526−0.0324−0.32280.128*
C22−0.3729 (13)0.1390 (8)−0.3350 (13)0.072 (5)
H22A−0.46130.1276−0.35610.108*
H22B−0.32780.1568−0.39530.108*
H22C−0.3720.1765−0.28080.108*
C13−0.3563 (11)0.2387 (8)−0.0343 (9)0.049 (3)
H13−0.3690.2896−0.04080.058*
O40.1691 (7)0.1684 (4)−0.0189 (6)0.0365 (18)
O30.1560 (7)0.0659 (4)0.0804 (6)0.0378 (18)
C180.1911 (9)0.1297 (7)0.0620 (9)0.035 (3)
C14−0.4637 (12)0.1902 (9)−0.0278 (10)0.061 (4)
H14−0.54790.2091−0.03080.074*
C30.0837 (15)−0.0952 (10)−0.3644 (15)0.083 (6)
H30.0483−0.1412−0.38210.1*
C40.157 (2)−0.0572 (12)−0.4381 (14)0.093 (6)
H40.1702−0.0767−0.50520.112*
C70.2531 (12)0.1124 (8)−0.2753 (11)0.060 (4)
H7A0.30330.1046−0.20950.071*
H7B0.31290.1279−0.32880.071*
C190.2689 (12)0.1683 (7)0.1523 (10)0.053 (3)
H19A0.21460.17480.2120.079*
H19B0.2980.21580.12830.079*
H19C0.34280.13840.1730.079*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd0.0419 (7)0.0521 (8)0.0523 (10)−0.0009 (6)−0.0042 (6)0.0037 (7)
Ni0.0200 (6)0.0433 (8)0.0269 (8)−0.0003 (6)−0.0022 (5)0.0011 (6)
O50.034 (4)0.050 (5)0.037 (5)−0.005 (4)−0.010 (3)−0.002 (4)
O20.022 (4)0.047 (5)0.042 (5)0.001 (3)0.002 (3)0.001 (4)
O10.033 (4)0.044 (5)0.038 (5)0.000 (3)0.002 (3)−0.005 (4)
N20.039 (5)0.046 (6)0.029 (6)−0.002 (4)−0.003 (4)0.002 (4)
N10.036 (5)0.060 (7)0.037 (7)−0.004 (5)0.003 (4)0.010 (5)
C120.030 (6)0.057 (8)0.036 (8)0.010 (6)0.003 (5)−0.002 (6)
C110.036 (6)0.043 (7)0.044 (8)0.013 (5)−0.007 (5)0.001 (6)
C10.025 (5)0.052 (7)0.044 (8)0.014 (6)0.001 (5)−0.009 (6)
C170.035 (6)0.050 (7)0.020 (6)0.001 (5)−0.003 (4)−0.006 (5)
N30.037 (5)0.053 (6)0.043 (7)−0.011 (5)−0.015 (4)0.011 (5)
C160.028 (6)0.057 (8)0.048 (8)−0.013 (5)0.005 (5)−0.008 (6)
C80.030 (7)0.085 (10)0.048 (9)−0.004 (7)0.002 (6)0.012 (7)
C60.037 (7)0.077 (10)0.043 (9)0.016 (7)−0.003 (6)−0.011 (7)
C200.033 (6)0.052 (8)0.040 (8)0.014 (6)−0.023 (5)−0.007 (6)
C100.052 (8)0.041 (7)0.046 (9)−0.007 (6)−0.003 (6)0.004 (6)
C50.080 (11)0.111 (15)0.042 (10)0.042 (10)0.025 (8)−0.008 (9)
C20.046 (7)0.070 (10)0.061 (10)0.016 (7)0.014 (6)−0.013 (8)
C90.041 (7)0.049 (8)0.061 (9)−0.023 (6)−0.017 (6)0.029 (7)
C150.030 (6)0.082 (10)0.050 (9)−0.011 (7)0.003 (6)−0.001 (7)
C210.074 (10)0.069 (10)0.110 (15)−0.031 (8)−0.045 (10)0.018 (9)
C220.046 (8)0.065 (10)0.103 (13)−0.009 (7)−0.028 (8)0.036 (9)
C130.039 (7)0.070 (9)0.037 (8)0.019 (6)−0.001 (5)0.005 (6)
O40.033 (4)0.049 (5)0.028 (5)−0.005 (3)−0.010 (3)0.007 (4)
O30.039 (4)0.041 (5)0.033 (5)−0.001 (4)−0.007 (3)0.006 (3)
C180.020 (5)0.054 (8)0.031 (8)0.009 (5)−0.006 (4)−0.010 (6)
C140.028 (7)0.113 (14)0.043 (9)0.017 (8)−0.003 (5)0.000 (8)
C30.055 (10)0.109 (14)0.084 (14)0.037 (9)−0.017 (9)−0.055 (11)
C40.111 (15)0.121 (17)0.048 (12)0.057 (13)−0.005 (10)−0.040 (11)
C70.030 (7)0.092 (11)0.058 (10)0.012 (7)0.016 (6)0.013 (8)
C190.053 (8)0.058 (8)0.044 (9)−0.004 (6)−0.018 (6)0.004 (6)
Geometric parameters (Å, °) top
Cd—Ni3.1482 (15)C8—H8A0.97
Cd—O12.157 (7)C8—H8B0.97
Cd—O22.151 (7)C6—C51.370 (19)
Cd—O32.212 (7)C6—C71.514 (19)
Ni—N12.094 (9)C20—H200.93
Ni—N22.101 (9)C10—C91.500 (17)
Ni—O12.031 (8)C10—H10A0.97
Ni—O22.060 (7)C10—H10B0.97
Ni—O42.045 (7)C5—C41.36 (2)
Ni—O52.180 (7)C5—H50.93
Cd—O2i2.151 (7)C2—C31.38 (2)
Cd—O1i2.157 (7)C2—H20.93
Cd—O3i2.212 (7)C9—H9A0.97
Cd—Nii3.1482 (15)C9—H9B0.97
O5—C201.217 (13)C15—C141.358 (19)
O2—C171.323 (12)C15—H150.93
O1—C11.328 (13)C21—H21A0.96
N2—C101.486 (14)C21—H21B0.96
N2—C111.493 (14)C21—H21C0.96
N2—H2N0.91C22—H22A0.96
N1—C81.465 (15)C22—H22B0.96
N1—C71.474 (15)C22—H22C0.96
N1—H1N0.91C13—C141.415 (18)
C12—C131.389 (15)C13—H130.93
C12—C171.400 (16)O4—C181.248 (13)
C12—C111.514 (16)O3—C181.231 (13)
C11—H11A0.97C18—C191.532 (15)
C11—H11B0.97C14—H140.93
C1—C21.384 (17)C3—C41.40 (3)
C1—C61.405 (17)C3—H30.93
C17—C161.392 (14)C4—H40.93
N3—C201.319 (13)C7—H7A0.97
N3—C221.435 (15)C7—H7B0.97
N3—C211.452 (15)C19—H19A0.96
C16—C151.379 (16)C19—H19B0.96
C16—H160.93C19—H19C0.96
C8—C91.534 (17)
O1—Cd—O278.4 (3)C16—C17—C12117.2 (10)
O1—Cd—O2i101.6 (3)C20—N3—C22120.5 (10)
O1—Cd—O384.8 (3)C20—N3—C21122.6 (11)
O2—Cd—O383.9 (3)C22—N3—C21116.6 (10)
O1—Ni—O283.5 (3)C15—C16—C17122.1 (12)
O1—Ni—O493.8 (3)C15—C16—H16118.9
O1—Ni—N192.1 (3)C17—C16—H16118.9
O1—Ni—O592.8 (3)N1—C8—C9113.2 (9)
O2—Ni—N292.0 (3)N1—C8—H8A108.9
O2—Ni—O589.6 (3)C9—C8—H8A108.9
O4—Ni—O289.8 (3)N1—C8—H8B108.9
O4—Ni—N193.8 (3)C9—C8—H8B108.9
O4—Ni—N290.0 (3)H8A—C8—H8B107.8
N1—Ni—N292.2 (4)C5—C6—C1119.9 (14)
N1—Ni—O587.3 (3)C5—C6—C7122.7 (14)
N2—Ni—O583.3 (3)C1—C6—C7117.4 (11)
Ni—O1—Cd97.4 (3)O5—C20—N3124.8 (11)
Ni—O2—Cd96.8 (3)O5—C20—H20117.6
O2—Cd—O2i180.0 (4)N3—C20—H20117.6
O1i—Cd—O2101.6 (3)N2—C10—C9112.6 (9)
O2i—Cd—O1i78.4 (3)N2—C10—H10A109.1
O1i—Cd—O1180.0 (5)C9—C10—H10A109.1
O2—Cd—O3i96.1 (3)N2—C10—H10B109.1
O2i—Cd—O3i83.9 (3)C9—C10—H10B109.1
O1i—Cd—O3i84.8 (3)H10A—C10—H10B107.8
O1—Cd—O3i95.2 (3)C4—C5—C6123.2 (17)
O2i—Cd—O396.1 (3)C4—C5—H5118.4
O1i—Cd—O395.2 (3)C6—C5—H5118.4
O3i—Cd—O3180.0 (6)C3—C2—C1121.7 (15)
O2—Cd—Ni40.53 (19)C3—C2—H2119.2
O2i—Cd—Ni139.47 (19)C1—C2—H2119.2
O1i—Cd—Ni140.2 (2)C10—C9—C8114.1 (10)
O1—Cd—Ni39.8 (2)C10—C9—H9A108.7
O3i—Cd—Ni106.67 (19)C8—C9—H9A108.7
O3—Cd—Ni73.33 (19)C10—C9—H9B108.7
O2—Cd—Nii139.47 (19)C8—C9—H9B108.7
O2i—Cd—Nii40.53 (19)H9A—C9—H9B107.6
O1i—Cd—Nii39.8 (2)C14—C15—C16120.1 (12)
O1—Cd—Nii140.2 (2)C14—C15—H15120
O3i—Cd—Nii73.33 (19)C16—C15—H15120
O3—Cd—Nii106.67 (19)N3—C21—H21A109.5
Ni—Cd—Nii180N3—C21—H21B109.5
O2—Ni—N1174.5 (4)H21A—C21—H21B109.5
O1—Ni—N2174.1 (3)N3—C21—H21C109.5
O4—Ni—O5173.3 (3)H21A—C21—H21C109.5
O1—Ni—Cd42.8 (2)H21B—C21—H21C109.5
O4—Ni—Cd82.2 (2)N3—C22—H22A109.5
O2—Ni—Cd42.7 (2)N3—C22—H22B109.5
N1—Ni—Cd133.7 (3)H22A—C22—H22B109.5
N2—Ni—Cd133.6 (3)N3—C22—H22C109.5
O5—Ni—Cd101.8 (2)H22A—C22—H22C109.5
C20—O5—Ni118.9 (7)H22B—C22—H22C109.5
C17—O2—Ni119.9 (7)C12—C13—C14118.8 (13)
C17—O2—Cd136.0 (7)C12—C13—H13120.6
C1—O1—Ni120.7 (7)C14—C13—H13120.6
C1—O1—Cd135.3 (7)C18—O4—Ni125.0 (7)
C10—N2—C11110.4 (9)C18—O3—Cd129.0 (7)
C10—N2—Ni115.6 (7)O3—C18—O4129.0 (10)
C11—N2—Ni110.1 (7)O3—C18—C19115.7 (10)
C10—N2—H2N106.7O4—C18—C19115.2 (10)
C11—N2—H2N106.7C15—C14—C13120.2 (11)
Ni—N2—H2N106.7C15—C14—H14119.9
C8—N1—C7111.3 (9)C13—C14—H14119.9
C8—N1—Ni114.6 (7)C2—C3—C4120.6 (17)
C7—N1—Ni109.8 (7)C2—C3—H3119.7
C8—N1—H1N106.9C4—C3—H3119.7
C7—N1—H1N106.9C5—C4—C3117.3 (15)
Ni—N1—H1N106.9C5—C4—H4121.3
C13—C12—C17121.3 (11)C3—C4—H4121.3
C13—C12—C11119.2 (11)N1—C7—C6114.1 (10)
C17—C12—C11119.5 (9)N1—C7—H7A108.7
N2—C11—C12112.1 (9)C6—C7—H7A108.7
N2—C11—H11A109.2N1—C7—H7B108.7
C12—C11—H11A109.2C6—C7—H7B108.7
N2—C11—H11B109.2H7A—C7—H7B107.6
C12—C11—H11B109.2C18—C19—H19A109.5
H11A—C11—H11B107.9C18—C19—H19B109.5
O1—C1—C2122.5 (11)H19A—C19—H19B109.5
O1—C1—C6120.4 (11)C18—C19—H19C109.5
C2—C1—C6117.1 (12)H19A—C19—H19C109.5
O2—C17—C16123.1 (10)H19B—C19—H19C109.5
O2—C17—C12119.7 (10)
O2—Cd—Ni—O1−157.4 (4)N1—Ni—N2—C10−41.5 (8)
O2i—Cd—Ni—O122.6 (4)O5—Ni—N2—C10−128.5 (8)
O1i—Cd—Ni—O1180Cd—Ni—N2—C10131.5 (7)
O3i—Cd—Ni—O1−77.8 (4)O4—Ni—N2—C11−73.7 (7)
O3—Cd—Ni—O1102.2 (4)O2—Ni—N2—C1116.2 (7)
O2—Cd—Ni—O498.3 (4)N1—Ni—N2—C11−167.5 (7)
O2i—Cd—Ni—O4−81.7 (4)O5—Ni—N2—C11105.5 (7)
O1i—Cd—Ni—O475.7 (4)Cd—Ni—N2—C115.5 (8)
O1—Cd—Ni—O4−104.3 (4)O1—Ni—N1—C8−141.8 (7)
O3i—Cd—Ni—O4177.9 (3)O4—Ni—N1—C8−47.9 (8)
O3—Cd—Ni—O4−2.1 (3)N2—Ni—N1—C842.3 (8)
O2i—Cd—Ni—O2180O5—Ni—N1—C8125.5 (8)
O1i—Cd—Ni—O2−22.6 (4)Cd—Ni—N1—C8−130.7 (7)
O1—Cd—Ni—O2157.4 (4)O1—Ni—N1—C7−15.7 (8)
O3i—Cd—Ni—O279.6 (4)O4—Ni—N1—C778.2 (8)
O3—Cd—Ni—O2−100.4 (4)N2—Ni—N1—C7168.4 (8)
O2—Cd—Ni—N1−173.9 (5)O5—Ni—N1—C7−108.4 (8)
O2i—Cd—Ni—N16.1 (5)Cd—Ni—N1—C7−4.6 (10)
O1i—Cd—Ni—N1163.5 (5)C10—N2—C11—C12169.7 (9)
O1—Cd—Ni—N1−16.5 (5)Ni—N2—C11—C12−61.4 (10)
O3i—Cd—Ni—N1−94.3 (4)C13—C12—C11—N2−115.3 (11)
O3—Cd—Ni—N185.7 (4)C17—C12—C11—N266.0 (13)
O2—Cd—Ni—N215.8 (4)Ni—O1—C1—C2−134.8 (10)
O2i—Cd—Ni—N2−164.2 (4)Cd—O1—C1—C29.5 (16)
O1i—Cd—Ni—N2−6.8 (5)Ni—O1—C1—C646.8 (12)
O1—Cd—Ni—N2173.2 (5)Cd—O1—C1—C6−168.9 (8)
O3i—Cd—Ni—N295.4 (4)Ni—O2—C17—C16135.0 (9)
O3—Cd—Ni—N2−84.6 (4)Cd—O2—C17—C16−7.2 (16)
O2—Cd—Ni—O5−76.2 (4)Ni—O2—C17—C12−47.0 (12)
O2i—Cd—Ni—O5103.8 (4)Cd—O2—C17—C12170.7 (8)
O1i—Cd—Ni—O5−98.8 (4)C13—C12—C17—O2177.2 (10)
O1—Cd—Ni—O581.2 (4)C11—C12—C17—O2−4.2 (16)
O3i—Cd—Ni—O53.4 (3)C13—C12—C17—C16−4.8 (16)
O3—Cd—Ni—O5−176.6 (3)C11—C12—C17—C16173.9 (10)
O1—Ni—O5—C2042.4 (9)O2—C17—C16—C15−177.1 (11)
O2—Ni—O5—C20−41.0 (8)C12—C17—C16—C154.9 (17)
N1—Ni—O5—C20134.4 (9)C7—N1—C8—C9174.4 (10)
N2—Ni—O5—C20−133.1 (9)Ni—N1—C8—C9−60.2 (11)
Cd—Ni—O5—C200.2 (9)O1—C1—C6—C5−175.0 (11)
O1—Ni—O2—C17−139.4 (8)C2—C1—C6—C56.5 (17)
O4—Ni—O2—C17126.8 (7)O1—C1—C6—C73.1 (16)
N2—Ni—O2—C1736.8 (8)C2—C1—C6—C7−175.3 (11)
O5—Ni—O2—C17−46.5 (7)Ni—O5—C20—N3150.1 (10)
Cd—Ni—O2—C17−154.6 (9)C22—N3—C20—O5−3(2)
O1—Ni—O2—Cd15.2 (3)C21—N3—C20—O5−176.7 (13)
O4—Ni—O2—Cd−78.6 (3)C11—N2—C10—C9−175.7 (9)
N2—Ni—O2—Cd−168.6 (3)Ni—N2—C10—C958.4 (11)
O5—Ni—O2—Cd108.1 (3)C1—C6—C5—C4−4(2)
O1i—Cd—O2—C17−46.8 (10)C7—C6—C5—C4177.6 (14)
O1—Cd—O2—C17133.2 (10)O1—C1—C2—C3176.3 (11)
O3i—Cd—O2—C1739.1 (10)C6—C1—C2—C3−5.3 (18)
O3—Cd—O2—C17−140.9 (10)N2—C10—C9—C8−69.7 (13)
Ni—Cd—O2—C17147.7 (11)N1—C8—C9—C1071.7 (13)
Nii—Cd—O2—C17−32.3 (11)C17—C16—C15—C14−2.2 (19)
O1i—Cd—O2—Ni165.5 (3)C17—C12—C13—C142.1 (17)
O1—Cd—O2—Ni−14.5 (3)C11—C12—C13—C14−176.6 (11)
O3i—Cd—O2—Ni−108.7 (3)O1—Ni—O4—C18−44.8 (8)
O3—Cd—O2—Ni71.3 (3)O2—Ni—O4—C1838.6 (8)
Nii—Cd—O2—Ni180N1—Ni—O4—C18−137.2 (9)
O4—Ni—O1—C1−130.3 (8)N2—Ni—O4—C18130.6 (9)
O2—Ni—O1—C1140.3 (8)Cd—Ni—O4—C18−3.5 (8)
N1—Ni—O1—C1−36.3 (8)O2—Cd—O3—C18−30.5 (9)
O5—Ni—O1—C151.1 (8)O2i—Cd—O3—C18149.5 (9)
Cd—Ni—O1—C1155.5 (9)O1i—Cd—O3—C18−131.6 (9)
O4—Ni—O1—Cd74.2 (3)O1—Cd—O3—C1848.4 (9)
O2—Ni—O1—Cd−15.2 (3)Ni—Cd—O3—C189.5 (8)
N1—Ni—O1—Cd168.1 (3)Nii—Cd—O3—C18−170.5 (8)
O5—Ni—O1—Cd−104.4 (3)Cd—O3—C18—O4−17.1 (17)
O2—Cd—O1—C1−134.8 (9)Cd—O3—C18—C19160.6 (7)
O2i—Cd—O1—C145.2 (9)Ni—O4—C18—O312.9 (16)
O3i—Cd—O1—C1−39.7 (9)Ni—O4—C18—C19−164.9 (7)
O3—Cd—O1—C1140.3 (9)C16—C15—C14—C13−1(2)
Ni—Cd—O1—C1−149.6 (10)C12—C13—C14—C150.8 (18)
Nii—Cd—O1—C130.4 (10)C1—C2—C3—C42(2)
O2—Cd—O1—Ni14.8 (3)C6—C5—C4—C31(2)
O2i—Cd—O1—Ni−165.2 (3)C2—C3—C4—C51(2)
O3i—Cd—O1—Ni109.9 (3)C8—N1—C7—C6−170.3 (11)
O3—Cd—O1—Ni−70.1 (3)Ni—N1—C7—C661.8 (12)
Nii—Cd—O1—Ni180C5—C6—C7—N1113.1 (14)
O4—Ni—N2—C1052.3 (8)C1—C6—C7—N1−64.9 (15)
O2—Ni—N2—C10142.1 (8)
Symmetry codes: (i) −x, −y, −z.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C2—H2···O3ii0.932.563.308 (16)138
C20—H20···O3ii0.932.593.409 (14)147
Symmetry codes: (ii) −x, −y, −z.
Table 1
Selected geometric parameters (Å) top
Cd—O12.157 (7)Ni—O12.031 (8)
Cd—O22.151 (7)Ni—O22.060 (7)
Cd—O32.212 (7)Ni—O42.045 (7)
Ni—N12.094 (9)Ni—O52.180 (7)
Ni—N22.101 (9)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C2—H2···O3i0.932.563.308 (16)138
C20—H20···O3i0.932.593.409 (14)147
Symmetry codes: (i) −x, −y, −z.
Acknowledgements top

We are grateful to Hacettepe University Scientific Research Unit (grant No. 04 A602004) for financial support.

references
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