Acta Cryst. (2008). E64, m842 [ doi:10.1107/S1600536808015389 ]
In the title mononuclear nickel(II) complex, [Ni(C13H15I2N2O2)2], the NiII atom is four-coordinated in a tetrahedral geometry by the imine N and phenolate O atoms of the two Schiff base ligands. The O and N atoms of the morpholine substituent in the ligand are not involved in coordination to the Ni atom.
3,5-Diiodosalicylaldehyde (74.8 mg, 0.2 mmol), 2-morpholin-4-ylethylamine (26.0 mg, 0.2 mmol), and NiCl2.6H2O (23.8 mg, 0.1 mmol) were dissolved in methanol (30 ml). The mixture was stirred for 30 min at room temperature. The resulting solution was left in air for a few days, yielding green crystals.
H atoms were placed in idealized positions and constrained to ride on their parent atoms with C–H distances in the range 0.93–0.97 Å, and with Uiso(H) set at 1.2Ueq(C).
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software (Enraf–Nonius, 1989); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![[Figure 1]](./sj2504fig1thm.gif)
| Fig. 1. The structure of (I) showing 30% probability displacement ellipsoids and the atom-numbering scheme. |
| [Ni(C13H15I2N2O2)2] | Z = 2 |
| Mr = 1028.85 | F000 = 972 |
| Triclinic, P1 | Dx = 2.183 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation λ = 0.71073 Å |
| a = 9.940 (2) Å | Cell parameters from 3273 reflections |
| b = 11.371 (2) Å | θ = 2.4–25.3º |
| c = 14.526 (3) Å | µ = 4.60 mm−1 |
| α = 87.138 (3)º | T = 298 (2) K |
| β = 79.028 (4)º | Block, green |
| γ = 76.197 (4)º | 0.17 × 0.15 × 0.15 mm |
| V = 1565.3 (5) Å3 |
| Enraf–Nonius CAD-4 diffractometer | 6081 independent reflections |
| Radiation source: fine-focus sealed tube | 4486 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.039 |
| T = 298(2) K | θmax = 26.0º |
| ω/2θ scans | θmin = 1.4º |
| Absorption correction: psi scan (North et al., 1968) | h = −11→12 |
| Tmin = 0.465, Tmax = 0.507 | k = −13→14 |
| 6131 measured reflections | l = −16→17 |
| 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)] = 0.053 | H-atom parameters constrained |
| wR(F2) = 0.154 | w = 1/[σ2(Fo2) + (0.0708P)2 + 8.6966P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.07 | (Δ/σ)max = 0.001 |
| 6081 reflections | Δρmax = 1.01 e Å−3 |
| 340 parameters | Δρmin = −1.19 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Ni(C13H15I2N2O2)2] | γ = 76.197 (4)º |
| Mr = 1028.85 | V = 1565.3 (5) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 9.940 (2) Å | Mo Kα |
| b = 11.371 (2) Å | µ = 4.60 mm−1 |
| c = 14.526 (3) Å | T = 298 (2) K |
| α = 87.138 (3)º | 0.17 × 0.15 × 0.15 mm |
| β = 79.028 (4)º |
| Enraf–Nonius CAD-4 diffractometer | 6081 independent reflections |
| Absorption correction: psi scan (North et al., 1968) | 4486 reflections with I > 2σ(I) |
| Tmin = 0.465, Tmax = 0.507 | Rint = 0.039 |
| 6131 measured reflections |
| R[F2 > 2σ(F2)] = 0.053 | 340 parameters |
| wR(F2) = 0.154 | H-atom parameters constrained |
| S = 1.07 | Δρmax = 1.01 e Å−3 |
| 6081 reflections | Δρmin = −1.19 e Å−3 |
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 > 2sigma(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 | ||
| Ni | 0.67459 (12) | 0.74611 (9) | 0.74968 (7) | 0.0370 (3) | |
| I1 | 1.03986 (8) | 0.21944 (6) | 1.02656 (5) | 0.0587 (2) | |
| I2 | 1.08919 (7) | 0.41240 (6) | 0.63145 (5) | 0.0566 (2) | |
| I3 | 0.89016 (8) | 1.25985 (6) | 0.44905 (5) | 0.0581 (2) | |
| I4 | 0.86000 (8) | 1.08336 (6) | 0.84580 (5) | 0.0544 (2) | |
| O1 | 0.2528 (9) | 1.0772 (9) | 0.6949 (6) | 0.088 (3) | |
| O2 | 0.8403 (7) | 0.6056 (5) | 0.7347 (4) | 0.0476 (15) | |
| O3 | 0.3977 (9) | 0.4099 (8) | 0.8193 (6) | 0.083 (3) | |
| O4 | 0.7534 (7) | 0.8868 (5) | 0.7567 (4) | 0.0468 (15) | |
| N1 | 0.4262 (9) | 0.9357 (7) | 0.8185 (5) | 0.0509 (19) | |
| N2 | 0.6094 (8) | 0.7093 (7) | 0.8847 (5) | 0.0479 (18) | |
| N3 | 0.5530 (8) | 0.5511 (7) | 0.6897 (5) | 0.0477 (18) | |
| N4 | 0.6484 (8) | 0.7785 (6) | 0.6166 (5) | 0.0416 (16) | |
| C1 | 0.8091 (9) | 0.5352 (7) | 0.8924 (6) | 0.0405 (19) | |
| C2 | 0.8775 (9) | 0.5295 (7) | 0.7959 (6) | 0.0363 (18) | |
| C3 | 0.9936 (9) | 0.4299 (8) | 0.7732 (6) | 0.043 (2) | |
| C4 | 1.0432 (9) | 0.3416 (8) | 0.8368 (6) | 0.043 (2) | |
| H4 | 1.1195 | 0.2774 | 0.8170 | 0.051* | |
| C5 | 0.9773 (10) | 0.3513 (8) | 0.9290 (7) | 0.046 (2) | |
| C6 | 0.8621 (10) | 0.4491 (8) | 0.9557 (6) | 0.048 (2) | |
| H6 | 0.8193 | 0.4566 | 1.0186 | 0.057* | |
| C7 | 0.6868 (10) | 0.6243 (8) | 0.9306 (6) | 0.046 (2) | |
| H7 | 0.6579 | 0.6225 | 0.9953 | 0.055* | |
| C8 | 0.4785 (12) | 0.7862 (10) | 0.9417 (7) | 0.064 (3) | |
| H8A | 0.3971 | 0.7572 | 0.9340 | 0.077* | |
| H8B | 0.4855 | 0.7793 | 1.0076 | 0.077* | |
| C9 | 0.4594 (12) | 0.9162 (10) | 0.9117 (7) | 0.061 (3) | |
| H9A | 0.3840 | 0.9656 | 0.9560 | 0.073* | |
| H9B | 0.5452 | 0.9421 | 0.9130 | 0.073* | |
| C10 | 0.4274 (12) | 1.0621 (10) | 0.7914 (9) | 0.068 (3) | |
| H10A | 0.5204 | 1.0751 | 0.7912 | 0.081* | |
| H10B | 0.3608 | 1.1159 | 0.8376 | 0.081* | |
| C11 | 0.3903 (16) | 1.0927 (13) | 0.6976 (10) | 0.092 (4) | |
| H11A | 0.3938 | 1.1761 | 0.6823 | 0.111* | |
| H11B | 0.4588 | 1.0412 | 0.6509 | 0.111* | |
| C12 | 0.2531 (14) | 0.9555 (13) | 0.7185 (9) | 0.080 (4) | |
| H12A | 0.3235 | 0.9036 | 0.6730 | 0.096* | |
| H12B | 0.1620 | 0.9413 | 0.7145 | 0.096* | |
| C13 | 0.2827 (13) | 0.9214 (11) | 0.8133 (7) | 0.067 (3) | |
| H13A | 0.2774 | 0.8380 | 0.8267 | 0.080* | |
| H13B | 0.2130 | 0.9726 | 0.8597 | 0.080* | |
| C14 | 0.7537 (9) | 0.9542 (8) | 0.5987 (6) | 0.0408 (19) | |
| C15 | 0.7930 (9) | 1.0375 (8) | 0.5305 (7) | 0.044 (2) | |
| H15 | 0.7818 | 1.0294 | 0.4692 | 0.053* | |
| C16 | 0.8466 (10) | 1.1292 (8) | 0.5514 (7) | 0.045 (2) | |
| C17 | 0.8658 (9) | 1.1437 (8) | 0.6402 (6) | 0.043 (2) | |
| H17 | 0.9010 | 1.2079 | 0.6546 | 0.052* | |
| C18 | 0.8319 (10) | 1.0611 (8) | 0.7084 (6) | 0.045 (2) | |
| C19 | 0.7810 (8) | 0.9604 (7) | 0.6922 (6) | 0.0364 (18) | |
| C20 | 0.6925 (10) | 0.8632 (8) | 0.5680 (6) | 0.043 (2) | |
| H20 | 0.6841 | 0.8668 | 0.5052 | 0.052* | |
| C21 | 0.5820 (9) | 0.7051 (8) | 0.5668 (6) | 0.043 | |
| H21A | 0.6121 | 0.7132 | 0.4997 | 0.051* | |
| H21B | 0.4804 | 0.7344 | 0.5813 | 0.051* | |
| C22 | 0.6216 (11) | 0.5733 (10) | 0.5948 (7) | 0.061 | |
| H22A | 0.5954 | 0.5246 | 0.5513 | 0.074* | |
| H22B | 0.7230 | 0.5485 | 0.5904 | 0.074* | |
| C23 | 0.4055 (11) | 0.5588 (11) | 0.6960 (8) | 0.064 (3) | |
| H23A | 0.3925 | 0.5025 | 0.6523 | 0.077* | |
| H23B | 0.3591 | 0.6400 | 0.6791 | 0.077* | |
| C24 | 0.3403 (14) | 0.5295 (13) | 0.7941 (9) | 0.078 (4) | |
| H24A | 0.3558 | 0.5846 | 0.8378 | 0.094* | |
| H24B | 0.2394 | 0.5411 | 0.7985 | 0.094* | |
| C25 | 0.6143 (11) | 0.4272 (9) | 0.7168 (8) | 0.061 (3) | |
| H25A | 0.7143 | 0.4179 | 0.7152 | 0.073* | |
| H25B | 0.6038 | 0.3713 | 0.6717 | 0.073* | |
| C26 | 0.5451 (14) | 0.3955 (12) | 0.8137 (10) | 0.081 (4) | |
| H26A | 0.5873 | 0.3124 | 0.8286 | 0.098* | |
| H26B | 0.5612 | 0.4475 | 0.8595 | 0.098* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Ni | 0.0507 (6) | 0.0302 (5) | 0.0320 (5) | −0.0192 (5) | −0.0025 (5) | 0.0092 (4) |
| I1 | 0.0742 (5) | 0.0474 (4) | 0.0577 (4) | −0.0181 (3) | −0.0193 (3) | 0.0167 (3) |
| I2 | 0.0634 (4) | 0.0504 (4) | 0.0501 (4) | −0.0206 (3) | 0.0121 (3) | 0.0055 (3) |
| I3 | 0.0732 (5) | 0.0503 (4) | 0.0565 (4) | −0.0323 (3) | −0.0088 (3) | 0.0215 (3) |
| I4 | 0.0700 (4) | 0.0545 (4) | 0.0467 (4) | −0.0290 (3) | −0.0126 (3) | 0.0029 (3) |
| O1 | 0.075 (6) | 0.094 (7) | 0.072 (6) | 0.014 (5) | −0.004 (5) | 0.017 (5) |
| O2 | 0.061 (4) | 0.038 (3) | 0.040 (3) | −0.014 (3) | 0.000 (3) | 0.009 (3) |
| O3 | 0.084 (6) | 0.088 (6) | 0.081 (6) | −0.049 (5) | 0.003 (5) | 0.021 (5) |
| O4 | 0.067 (4) | 0.035 (3) | 0.040 (3) | −0.024 (3) | 0.000 (3) | 0.008 (3) |
| N1 | 0.059 (5) | 0.050 (5) | 0.041 (4) | −0.012 (4) | −0.001 (4) | −0.009 (4) |
| N2 | 0.054 (5) | 0.041 (4) | 0.040 (4) | −0.005 (3) | 0.002 (3) | 0.007 (3) |
| N3 | 0.052 (5) | 0.048 (4) | 0.046 (4) | −0.022 (4) | −0.006 (4) | 0.010 (3) |
| N4 | 0.053 (4) | 0.037 (4) | 0.037 (4) | −0.025 (3) | 0.004 (3) | −0.001 (3) |
| C1 | 0.046 (5) | 0.032 (4) | 0.043 (5) | −0.014 (4) | −0.003 (4) | 0.007 (4) |
| C2 | 0.046 (5) | 0.033 (4) | 0.039 (4) | −0.025 (4) | −0.011 (4) | 0.010 (3) |
| C3 | 0.049 (5) | 0.036 (4) | 0.046 (5) | −0.027 (4) | 0.005 (4) | 0.004 (4) |
| C4 | 0.044 (5) | 0.035 (4) | 0.046 (5) | −0.011 (4) | −0.002 (4) | 0.009 (4) |
| C5 | 0.060 (6) | 0.034 (5) | 0.050 (5) | −0.019 (4) | −0.017 (4) | 0.012 (4) |
| C6 | 0.060 (6) | 0.051 (5) | 0.034 (5) | −0.022 (5) | −0.008 (4) | 0.012 (4) |
| C7 | 0.064 (6) | 0.047 (5) | 0.029 (4) | −0.022 (5) | −0.003 (4) | 0.008 (4) |
| C8 | 0.069 (7) | 0.060 (6) | 0.045 (6) | 0.006 (5) | 0.006 (5) | 0.006 (5) |
| C9 | 0.071 (7) | 0.061 (6) | 0.047 (6) | −0.011 (5) | −0.003 (5) | −0.018 (5) |
| C10 | 0.064 (7) | 0.052 (6) | 0.080 (8) | −0.017 (5) | 0.010 (6) | −0.007 (6) |
| C11 | 0.097 (11) | 0.076 (9) | 0.086 (10) | −0.017 (8) | 0.021 (8) | 0.012 (7) |
| C12 | 0.074 (8) | 0.087 (9) | 0.076 (8) | −0.010 (7) | −0.016 (7) | −0.021 (7) |
| C13 | 0.086 (8) | 0.074 (8) | 0.042 (6) | −0.030 (6) | −0.001 (5) | −0.003 (5) |
| C14 | 0.051 (5) | 0.040 (5) | 0.037 (4) | −0.026 (4) | −0.005 (4) | 0.008 (4) |
| C15 | 0.045 (5) | 0.037 (5) | 0.048 (5) | −0.011 (4) | 0.000 (4) | 0.000 (4) |
| C16 | 0.045 (5) | 0.034 (4) | 0.052 (5) | −0.013 (4) | 0.006 (4) | 0.004 (4) |
| C17 | 0.049 (5) | 0.031 (4) | 0.050 (5) | −0.015 (4) | −0.010 (4) | 0.011 (4) |
| C18 | 0.055 (5) | 0.040 (5) | 0.040 (5) | −0.020 (4) | 0.001 (4) | −0.002 (4) |
| C19 | 0.028 (4) | 0.036 (4) | 0.044 (5) | −0.011 (3) | −0.001 (3) | 0.002 (4) |
| C20 | 0.056 (5) | 0.048 (5) | 0.032 (4) | −0.022 (4) | −0.013 (4) | 0.009 (4) |
| C21 | 0.043 | 0.043 | 0.043 | −0.010 | −0.008 | 0.000 |
| C22 | 0.061 | 0.061 | 0.061 | −0.014 | −0.011 | 0.000 |
| C23 | 0.059 (6) | 0.072 (7) | 0.057 (6) | −0.015 (5) | −0.009 (5) | 0.023 (6) |
| C24 | 0.079 (8) | 0.101 (10) | 0.063 (7) | −0.055 (8) | 0.008 (6) | 0.008 (7) |
| C25 | 0.058 (6) | 0.051 (6) | 0.080 (8) | −0.020 (5) | −0.019 (6) | 0.006 (5) |
| C26 | 0.086 (9) | 0.068 (8) | 0.095 (10) | −0.034 (7) | −0.017 (7) | 0.029 (7) |
| Ni—O4 | 1.956 (6) | C9—H9A | 0.9700 |
| Ni—O2 | 1.989 (6) | C9—H9B | 0.9700 |
| Ni—N2 | 2.001 (7) | C10—C11 | 1.483 (18) |
| Ni—N4 | 2.004 (7) | C10—H10A | 0.9700 |
| I1—C5 | 2.079 (8) | C10—H10B | 0.9700 |
| I2—C3 | 2.095 (9) | C11—H11A | 0.9700 |
| I3—C16 | 2.108 (8) | C11—H11B | 0.9700 |
| I4—C18 | 2.103 (9) | C12—C13 | 1.477 (16) |
| O1—C12 | 1.408 (16) | C12—H12A | 0.9700 |
| O1—C11 | 1.427 (17) | C12—H12B | 0.9700 |
| O2—C2 | 1.254 (9) | C13—H13A | 0.9700 |
| O3—C24 | 1.403 (15) | C13—H13B | 0.9700 |
| O3—C26 | 1.422 (15) | C14—C15 | 1.403 (11) |
| O4—C19 | 1.260 (10) | C14—C19 | 1.442 (12) |
| N1—C9 | 1.448 (13) | C14—C20 | 1.446 (12) |
| N1—C10 | 1.473 (13) | C15—C16 | 1.349 (13) |
| N1—C13 | 1.490 (14) | C15—H15 | 0.9300 |
| N2—C7 | 1.322 (11) | C16—C17 | 1.363 (13) |
| N2—C8 | 1.504 (12) | C17—C18 | 1.382 (11) |
| N3—C23 | 1.433 (13) | C17—H17 | 0.9300 |
| N3—C22 | 1.456 (13) | C18—C19 | 1.403 (12) |
| N3—C25 | 1.462 (12) | C20—H20 | 0.9300 |
| N4—C20 | 1.278 (10) | C21—C22 | 1.511 (13) |
| N4—C21 | 1.469 (11) | C21—H21A | 0.9700 |
| C1—C6 | 1.390 (12) | C21—H21B | 0.9700 |
| C1—C7 | 1.422 (13) | C22—H22A | 0.9700 |
| C1—C2 | 1.435 (12) | C22—H22B | 0.9700 |
| C2—C3 | 1.411 (12) | C23—C24 | 1.506 (14) |
| C3—C4 | 1.396 (12) | C23—H23A | 0.9700 |
| C4—C5 | 1.372 (13) | C23—H23B | 0.9700 |
| C4—H4 | 0.9300 | C24—H24A | 0.9700 |
| C5—C6 | 1.401 (13) | C24—H24B | 0.9700 |
| C6—H6 | 0.9300 | C25—C26 | 1.512 (16) |
| C7—H7 | 0.9300 | C25—H25A | 0.9700 |
| C8—C9 | 1.499 (15) | C25—H25B | 0.9700 |
| C8—H8A | 0.9700 | C26—H26A | 0.9700 |
| C8—H8B | 0.9700 | C26—H26B | 0.9700 |
| O4—Ni—O2 | 104.7 (3) | O1—C12—H12A | 108.9 |
| O4—Ni—N2 | 102.8 (3) | C13—C12—H12A | 108.9 |
| O2—Ni—N2 | 93.7 (3) | O1—C12—H12B | 108.9 |
| O4—Ni—N4 | 94.2 (3) | C13—C12—H12B | 108.9 |
| O2—Ni—N4 | 101.5 (3) | H12A—C12—H12B | 107.7 |
| N2—Ni—N4 | 153.5 (3) | C12—C13—N1 | 109.3 (9) |
| C12—O1—C11 | 107.0 (9) | C12—C13—H13A | 109.8 |
| C2—O2—Ni | 127.5 (6) | N1—C13—H13A | 109.8 |
| C24—O3—C26 | 108.3 (9) | C12—C13—H13B | 109.8 |
| C19—O4—Ni | 127.9 (6) | N1—C13—H13B | 109.8 |
| C9—N1—C10 | 107.9 (9) | H13A—C13—H13B | 108.3 |
| C9—N1—C13 | 113.4 (8) | C15—C14—C19 | 119.4 (8) |
| C10—N1—C13 | 106.0 (8) | C15—C14—C20 | 116.3 (8) |
| C7—N2—C8 | 116.5 (8) | C19—C14—C20 | 124.2 (7) |
| C7—N2—Ni | 121.5 (6) | C16—C15—C14 | 121.8 (9) |
| C8—N2—Ni | 121.6 (6) | C16—C15—H15 | 119.1 |
| C23—N3—C22 | 112.1 (8) | C14—C15—H15 | 119.1 |
| C23—N3—C25 | 106.1 (8) | C15—C16—C17 | 120.9 (8) |
| C22—N3—C25 | 108.7 (8) | C15—C16—I3 | 120.5 (7) |
| C20—N4—C21 | 115.2 (7) | C17—C16—I3 | 118.5 (6) |
| C20—N4—Ni | 121.8 (6) | C16—C17—C18 | 118.7 (8) |
| C21—N4—Ni | 123.0 (5) | C16—C17—H17 | 120.6 |
| C6—C1—C7 | 115.4 (8) | C18—C17—H17 | 120.6 |
| C6—C1—C2 | 119.8 (8) | C17—C18—C19 | 124.2 (8) |
| C7—C1—C2 | 124.8 (7) | C17—C18—I4 | 119.0 (7) |
| O2—C2—C3 | 121.0 (8) | C19—C18—I4 | 116.8 (6) |
| O2—C2—C1 | 124.2 (8) | O4—C19—C18 | 121.7 (8) |
| C3—C2—C1 | 114.8 (7) | O4—C19—C14 | 123.5 (7) |
| C4—C3—C2 | 125.0 (8) | C18—C19—C14 | 114.6 (7) |
| C4—C3—I2 | 119.0 (7) | N4—C20—C14 | 128.0 (8) |
| C2—C3—I2 | 116.0 (6) | N4—C20—H20 | 116.0 |
| C5—C4—C3 | 118.8 (8) | C14—C20—H20 | 116.0 |
| C5—C4—H4 | 120.6 | N4—C21—C22 | 110.7 (8) |
| C3—C4—H4 | 120.6 | N4—C21—H21A | 109.5 |
| C4—C5—C6 | 118.8 (8) | C22—C21—H21A | 109.5 |
| C4—C5—I1 | 120.9 (7) | N4—C21—H21B | 109.5 |
| C6—C5—I1 | 120.2 (7) | C22—C21—H21B | 109.5 |
| C1—C6—C5 | 122.9 (8) | H21A—C21—H21B | 108.1 |
| C1—C6—H6 | 118.6 | N3—C22—C21 | 112.3 (8) |
| C5—C6—H6 | 118.6 | N3—C22—H22A | 109.2 |
| N2—C7—C1 | 127.5 (8) | C21—C22—H22A | 109.2 |
| N2—C7—H7 | 116.3 | N3—C22—H22B | 109.2 |
| C1—C7—H7 | 116.3 | C21—C22—H22B | 109.2 |
| C9—C8—N2 | 110.8 (8) | H22A—C22—H22B | 107.9 |
| C9—C8—H8A | 109.5 | N3—C23—C24 | 110.3 (9) |
| N2—C8—H8A | 109.5 | N3—C23—H23A | 109.6 |
| C9—C8—H8B | 109.5 | C24—C23—H23A | 109.6 |
| N2—C8—H8B | 109.5 | N3—C23—H23B | 109.6 |
| H8A—C8—H8B | 108.1 | C24—C23—H23B | 109.6 |
| N1—C9—C8 | 112.4 (9) | H23A—C23—H23B | 108.1 |
| N1—C9—H9A | 109.1 | O3—C24—C23 | 111.6 (11) |
| C8—C9—H9A | 109.1 | O3—C24—H24A | 109.3 |
| N1—C9—H9B | 109.1 | C23—C24—H24A | 109.3 |
| C8—C9—H9B | 109.1 | O3—C24—H24B | 109.3 |
| H9A—C9—H9B | 107.9 | C23—C24—H24B | 109.3 |
| N1—C10—C11 | 112.3 (10) | H24A—C24—H24B | 108.0 |
| N1—C10—H10A | 109.2 | N3—C25—C26 | 111.9 (9) |
| C11—C10—H10A | 109.2 | N3—C25—H25A | 109.2 |
| N1—C10—H10B | 109.2 | C26—C25—H25A | 109.2 |
| C11—C10—H10B | 109.2 | N3—C25—H25B | 109.2 |
| H10A—C10—H10B | 107.9 | C26—C25—H25B | 109.2 |
| O1—C11—C10 | 111.2 (10) | H25A—C25—H25B | 107.9 |
| O1—C11—H11A | 109.4 | O3—C26—C25 | 111.0 (10) |
| C10—C11—H11A | 109.4 | O3—C26—H26A | 109.4 |
| O1—C11—H11B | 109.4 | C25—C26—H26A | 109.4 |
| C10—C11—H11B | 109.4 | O3—C26—H26B | 109.4 |
| H11A—C11—H11B | 108.0 | C25—C26—H26B | 109.4 |
| O1—C12—C13 | 113.6 (11) | H26A—C26—H26B | 108.0 |
| Ni—O4 | 1.956 (6) | Ni—N2 | 2.001 (7) |
| Ni—O2 | 1.989 (6) | Ni—N4 | 2.004 (7) |
| O4—Ni—O2 | 104.7 (3) | O4—Ni—N4 | 94.2 (3) |
| O4—Ni—N2 | 102.8 (3) | O2—Ni—N4 | 101.5 (3) |
| O2—Ni—N2 | 93.7 (3) | N2—Ni—N4 | 153.5 (3) |
The authors appreciate the generous financial support of this work by the Chinese Funds for Zhicheng Project (No. 2006BAC02A11) and Wuhan Yindao project (No. 20066009138-07).
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As part of our ongoing interest in the structure of nickel(II) complexes (Zhu et al., 2003), we report herein the crystal structure of the title compound, a new mononuclear nickel(II) complex, (I), Fig. 1, derived from the Schiff base ligand 2,4-diiodo-6-[(2-morpholin-4-ylethylimino)methyl]phenol.
The NiII atom in (I) is four-coordinate in a tetrahedral geometry, binding to the imine N and phenolate O atoms of the two Schiff base ligands. The O and N atoms of the morpholine substituent in the ligand lie well away from the coordination sphere of the Ni atom. The coordinate bond values (Table 1) are comparable to values observed in other similar nickel(II) complexes (Shi et al., 2007; Li et al., 2007; Cheng et al., 2007; Qiu et al., 2006; Wang et al., 2005).