
Acta Cryst. (2008). E64, m771 [ doi:10.1107/S160053680801180X ]
2N,N')zinc(II)There are two molecules of the title complex, [ZnCl2(C13H10N2O)], in the asymmetric unit. Each Zn atom assumes a distorted tetrahedral ZnN2Cl2 coordination geometry. There are weak
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stacking interactions between adjacent 1,10-phenanthroline rings [centroid-centroid distances = 3.6356 (18) and 3.6353 (18) Å].
A methanol solution (10 ml) of ZnCl2 (0.0785 g, 0.576 mmol) was added into 10 ml of methanol solution containing 2-methoxy-1,10-phenanthroline (0.1205 g, 0.573 mmol), and the mixed solution was stirred for a few minutes. Colorless crystals were obtained after the solution had been allowed to stand at room temperature for one week.
H atoms were placed in calculated positions (C—H = 0.96 Å for methyl group and C—H = 0.93 Å for phenyl H atoms) and refined as riding with Uiso = 1.5 Ueq(C) for methyl H and Uiso = 1.2 Ueq(C) for phenyl H.
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
| Fig. 1. View of complex (I), showing the the atom numbering scheme with thermal ellipsoids drawn at the 30% probability level. |
| [ZnCl2(C13H10N2O)] | Z = 4 |
| Mr = 346.50 | F000 = 696 |
| Triclinic, P1 | Dx = 1.682 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation λ = 0.71073 Å |
| a = 9.9051 (17) Å | Cell parameters from 3641 reflections |
| b = 11.5654 (19) Å | θ = 2.4–27.0º |
| c = 12.774 (2) Å | µ = 2.18 mm−1 |
| α = 91.849 (2)º | T = 173 (2) K |
| β = 108.295 (2)º | Block, colorless |
| γ = 98.672 (2)º | 0.51 × 0.40 × 0.10 mm |
| V = 1368.5 (4) Å3 |
| Bruker SMART APEX CCD diffractometer | 5264 independent reflections |
| Radiation source: fine-focus sealed tube | 4386 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.019 |
| T = 446(2) K | θmax = 26.0º |
| φ and ω scans | θmin = 1.7º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→10 |
| Tmin = 0.403, Tmax = 0.812 | k = −14→12 |
| 7507 measured reflections | l = −15→14 |
| 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)] = 0.034 | H-atom parameters constrained |
| wR(F2) = 0.092 | w = 1/[σ2(Fo2) + (0.0513P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max = 0.001 |
| 5264 reflections | Δρmax = 0.59 e Å−3 |
| 345 parameters | Δρmin = −0.35 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [ZnCl2(C13H10N2O)] | γ = 98.672 (2)º |
| Mr = 346.50 | V = 1368.5 (4) Å3 |
| Triclinic, P1 | Z = 4 |
| a = 9.9051 (17) Å | Mo Kα |
| b = 11.5654 (19) Å | µ = 2.18 mm−1 |
| c = 12.774 (2) Å | T = 173 (2) K |
| α = 91.849 (2)º | 0.51 × 0.40 × 0.10 mm |
| β = 108.295 (2)º |
| Bruker SMART APEX CCD diffractometer | 5264 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4386 reflections with I > 2σ(I) |
| Tmin = 0.403, Tmax = 0.812 | Rint = 0.019 |
| 7507 measured reflections |
| R[F2 > 2σ(F2)] = 0.034 | 345 parameters |
| wR(F2) = 0.092 | H-atom parameters constrained |
| S = 1.05 | Δρmax = 0.59 e Å−3 |
| 5264 reflections | Δρmin = −0.35 e Å−3 |
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 | ||
| C1 | 0.5226 (3) | 0.3267 (3) | 1.0172 (2) | 0.0481 (7) | |
| H1A | 0.5587 | 0.2596 | 0.9974 | 0.072* | |
| H1B | 0.4565 | 0.3028 | 1.0567 | 0.072* | |
| H1C | 0.6016 | 0.3835 | 1.0634 | 0.072* | |
| C2 | 0.5263 (3) | 0.4341 (2) | 0.8608 (2) | 0.0368 (6) | |
| C3 | 0.6781 (3) | 0.4562 (2) | 0.8936 (2) | 0.0462 (7) | |
| H3 | 0.7326 | 0.4304 | 0.9593 | 0.055* | |
| C4 | 0.7431 (3) | 0.5151 (3) | 0.8286 (3) | 0.0505 (7) | |
| H4 | 0.8433 | 0.5282 | 0.8487 | 0.061* | |
| C5 | 0.6615 (3) | 0.5573 (2) | 0.7302 (2) | 0.0429 (6) | |
| C6 | 0.5121 (3) | 0.5345 (2) | 0.7051 (2) | 0.0334 (5) | |
| C7 | 0.4210 (3) | 0.5801 (2) | 0.6104 (2) | 0.0370 (6) | |
| C8 | 0.1928 (4) | 0.6050 (3) | 0.5073 (2) | 0.0518 (7) | |
| H8 | 0.0938 | 0.5918 | 0.4950 | 0.062* | |
| C9 | 0.2462 (4) | 0.6718 (3) | 0.4356 (3) | 0.0622 (9) | |
| H9 | 0.1838 | 0.7031 | 0.3772 | 0.075* | |
| C10 | 0.3897 (4) | 0.6909 (3) | 0.4518 (2) | 0.0581 (9) | |
| H10 | 0.4259 | 0.7341 | 0.4034 | 0.070* | |
| C11 | 0.4844 (3) | 0.6458 (2) | 0.5413 (2) | 0.0453 (7) | |
| C12 | 0.6372 (4) | 0.6614 (3) | 0.5662 (3) | 0.0540 (8) | |
| H12 | 0.6791 | 0.7013 | 0.5191 | 0.065* | |
| C13 | 0.7222 (3) | 0.6196 (3) | 0.6564 (3) | 0.0518 (8) | |
| H13 | 0.8215 | 0.6315 | 0.6707 | 0.062* | |
| C14 | 0.7048 (3) | 0.9284 (3) | 1.0543 (2) | 0.0493 (7) | |
| H14 | 0.6289 | 0.9633 | 1.0609 | 0.059* | |
| C15 | 0.7847 (4) | 0.8771 (3) | 1.1450 (2) | 0.0577 (8) | |
| H15 | 0.7612 | 0.8760 | 1.2100 | 0.069* | |
| C16 | 0.8981 (4) | 0.8284 (3) | 1.1366 (2) | 0.0593 (9) | |
| H16 | 0.9532 | 0.7941 | 1.1966 | 0.071* | |
| C17 | 0.9327 (3) | 0.8296 (2) | 1.0379 (2) | 0.0463 (7) | |
| C18 | 0.8429 (3) | 0.8819 (2) | 0.9508 (2) | 0.0396 (6) | |
| C19 | 0.8719 (3) | 0.8864 (2) | 0.8467 (2) | 0.0388 (6) | |
| C20 | 0.9915 (3) | 0.8434 (2) | 0.8365 (3) | 0.0474 (7) | |
| C21 | 1.0808 (4) | 0.7921 (3) | 0.9269 (3) | 0.0642 (9) | |
| H21 | 1.1610 | 0.7640 | 0.9198 | 0.077* | |
| C22 | 1.0512 (4) | 0.7837 (3) | 1.0217 (3) | 0.0628 (9) | |
| H22 | 1.1092 | 0.7472 | 1.0784 | 0.075* | |
| C23 | 1.0158 (4) | 0.8553 (3) | 0.7330 (3) | 0.0594 (9) | |
| H23 | 1.0949 | 0.8294 | 0.7215 | 0.071* | |
| C24 | 0.9236 (3) | 0.9045 (3) | 0.6509 (3) | 0.0526 (8) | |
| H24 | 0.9398 | 0.9134 | 0.5834 | 0.063* | |
| C25 | 0.8042 (3) | 0.9416 (3) | 0.6693 (2) | 0.0486 (7) | |
| C26 | 0.7173 (5) | 1.0057 (4) | 0.4866 (3) | 0.0829 (13) | |
| H26A | 0.8048 | 1.0594 | 0.4954 | 0.124* | |
| H26B | 0.6365 | 1.0377 | 0.4417 | 0.124* | |
| H26C | 0.7209 | 0.9322 | 0.4514 | 0.124* | |
| Cl1 | 0.57382 (10) | 1.15815 (7) | 0.79281 (6) | 0.0581 (2) | |
| Cl2 | 0.40833 (9) | 0.84139 (7) | 0.75709 (6) | 0.0574 (2) | |
| Cl3 | 0.09774 (8) | 0.51212 (8) | 0.79552 (7) | 0.0641 (2) | |
| Cl4 | 0.12965 (8) | 0.27076 (6) | 0.60771 (5) | 0.04690 (18) | |
| N1 | 0.4460 (2) | 0.47186 (17) | 0.76905 (16) | 0.0327 (5) | |
| N2 | 0.2774 (2) | 0.55965 (19) | 0.59217 (17) | 0.0393 (5) | |
| N3 | 0.7313 (3) | 0.93004 (19) | 0.95981 (17) | 0.0410 (5) | |
| N4 | 0.7788 (3) | 0.93342 (19) | 0.76405 (17) | 0.0398 (5) | |
| O1 | 0.4488 (2) | 0.37827 (16) | 0.91786 (14) | 0.0420 (4) | |
| O2 | 0.7019 (3) | 0.9874 (2) | 0.59364 (16) | 0.0640 (6) | |
| Zn1 | 0.22524 (3) | 0.44580 (3) | 0.70131 (2) | 0.03586 (10) | |
| Zn2 | 0.60675 (3) | 0.97534 (3) | 0.80582 (2) | 0.03979 (11) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.060 (2) | 0.0456 (17) | 0.0352 (14) | 0.0128 (14) | 0.0073 (14) | 0.0087 (12) |
| C2 | 0.0341 (14) | 0.0349 (14) | 0.0394 (14) | 0.0070 (11) | 0.0090 (12) | 0.0005 (11) |
| C3 | 0.0316 (15) | 0.0500 (17) | 0.0519 (16) | 0.0070 (13) | 0.0066 (13) | 0.0025 (14) |
| C4 | 0.0281 (15) | 0.0530 (18) | 0.0653 (19) | 0.0035 (13) | 0.0100 (14) | −0.0037 (15) |
| C5 | 0.0353 (15) | 0.0393 (15) | 0.0547 (16) | −0.0019 (12) | 0.0205 (13) | −0.0073 (13) |
| C6 | 0.0312 (13) | 0.0297 (13) | 0.0395 (13) | 0.0017 (10) | 0.0141 (11) | −0.0043 (10) |
| C7 | 0.0424 (16) | 0.0308 (13) | 0.0391 (14) | 0.0000 (11) | 0.0186 (12) | −0.0025 (11) |
| C8 | 0.0515 (19) | 0.0526 (18) | 0.0488 (17) | 0.0105 (15) | 0.0111 (15) | 0.0138 (14) |
| C9 | 0.079 (3) | 0.059 (2) | 0.0433 (17) | 0.0102 (18) | 0.0118 (17) | 0.0194 (15) |
| C10 | 0.085 (3) | 0.0454 (18) | 0.0474 (17) | −0.0003 (17) | 0.0303 (18) | 0.0102 (14) |
| C11 | 0.0601 (19) | 0.0333 (15) | 0.0448 (15) | −0.0037 (13) | 0.0258 (15) | −0.0006 (12) |
| C12 | 0.066 (2) | 0.0428 (17) | 0.0623 (19) | −0.0104 (15) | 0.0430 (18) | −0.0056 (15) |
| C13 | 0.0414 (17) | 0.0467 (17) | 0.069 (2) | −0.0087 (13) | 0.0290 (16) | −0.0081 (15) |
| C14 | 0.0555 (19) | 0.0522 (18) | 0.0388 (15) | 0.0018 (14) | 0.0164 (14) | 0.0057 (13) |
| C15 | 0.067 (2) | 0.062 (2) | 0.0357 (15) | −0.0041 (17) | 0.0111 (15) | 0.0122 (14) |
| C16 | 0.064 (2) | 0.0517 (19) | 0.0446 (17) | −0.0045 (16) | −0.0010 (16) | 0.0167 (14) |
| C17 | 0.0420 (17) | 0.0342 (15) | 0.0501 (16) | 0.0008 (12) | −0.0008 (13) | 0.0087 (13) |
| C18 | 0.0391 (15) | 0.0284 (13) | 0.0437 (15) | −0.0002 (11) | 0.0054 (12) | 0.0047 (11) |
| C19 | 0.0376 (15) | 0.0285 (13) | 0.0459 (15) | −0.0003 (11) | 0.0105 (12) | −0.0006 (11) |
| C20 | 0.0379 (16) | 0.0386 (15) | 0.0631 (18) | 0.0010 (12) | 0.0155 (14) | −0.0026 (14) |
| C21 | 0.0428 (19) | 0.057 (2) | 0.089 (3) | 0.0133 (15) | 0.0128 (18) | 0.0051 (19) |
| C22 | 0.050 (2) | 0.055 (2) | 0.071 (2) | 0.0121 (16) | −0.0005 (17) | 0.0122 (17) |
| C23 | 0.0453 (19) | 0.055 (2) | 0.081 (2) | 0.0036 (15) | 0.0288 (18) | −0.0119 (17) |
| C24 | 0.0534 (19) | 0.0561 (19) | 0.0530 (18) | −0.0024 (15) | 0.0305 (16) | −0.0081 (15) |
| C25 | 0.0572 (19) | 0.0431 (16) | 0.0443 (16) | −0.0002 (14) | 0.0191 (15) | −0.0010 (13) |
| C26 | 0.129 (4) | 0.091 (3) | 0.0415 (18) | 0.026 (3) | 0.040 (2) | 0.0185 (18) |
| Cl1 | 0.0790 (6) | 0.0437 (4) | 0.0556 (4) | 0.0216 (4) | 0.0216 (4) | 0.0094 (3) |
| Cl2 | 0.0496 (5) | 0.0599 (5) | 0.0557 (4) | 0.0008 (4) | 0.0103 (4) | 0.0108 (4) |
| Cl3 | 0.0402 (4) | 0.0903 (6) | 0.0655 (5) | 0.0121 (4) | 0.0239 (4) | −0.0136 (4) |
| Cl4 | 0.0517 (4) | 0.0443 (4) | 0.0428 (4) | 0.0004 (3) | 0.0164 (3) | 0.0023 (3) |
| N1 | 0.0269 (11) | 0.0334 (11) | 0.0367 (11) | 0.0025 (9) | 0.0100 (9) | 0.0011 (9) |
| N2 | 0.0413 (13) | 0.0374 (12) | 0.0385 (12) | 0.0046 (10) | 0.0126 (10) | 0.0066 (10) |
| N3 | 0.0437 (14) | 0.0403 (13) | 0.0373 (12) | 0.0046 (10) | 0.0118 (10) | 0.0066 (10) |
| N4 | 0.0437 (13) | 0.0415 (13) | 0.0355 (11) | 0.0063 (10) | 0.0152 (10) | 0.0038 (10) |
| O1 | 0.0366 (11) | 0.0471 (11) | 0.0419 (10) | 0.0072 (8) | 0.0113 (9) | 0.0116 (9) |
| O2 | 0.0804 (17) | 0.0825 (16) | 0.0392 (11) | 0.0287 (13) | 0.0258 (11) | 0.0171 (11) |
| Zn1 | 0.02763 (17) | 0.04296 (19) | 0.03691 (17) | 0.00325 (13) | 0.01139 (13) | 0.00511 (13) |
| Zn2 | 0.0424 (2) | 0.04270 (19) | 0.03666 (18) | 0.01284 (14) | 0.01315 (15) | 0.00795 (14) |
| C1—O1 | 1.449 (3) | C15—H15 | 0.9300 |
| C1—H1A | 0.9600 | C16—C17 | 1.406 (4) |
| C1—H1B | 0.9600 | C16—H16 | 0.9300 |
| C1—H1C | 0.9600 | C17—C18 | 1.407 (4) |
| C2—N1 | 1.323 (3) | C17—C22 | 1.427 (5) |
| C2—O1 | 1.330 (3) | C18—N3 | 1.344 (4) |
| C2—C3 | 1.409 (4) | C18—C19 | 1.447 (4) |
| C3—C4 | 1.345 (4) | C19—N4 | 1.356 (3) |
| C3—H3 | 0.9300 | C19—C20 | 1.392 (4) |
| C4—C5 | 1.411 (4) | C20—C23 | 1.423 (4) |
| C4—H4 | 0.9300 | C20—C21 | 1.424 (4) |
| C5—C6 | 1.393 (4) | C21—C22 | 1.336 (5) |
| C5—C13 | 1.428 (4) | C21—H21 | 0.9300 |
| C6—N1 | 1.361 (3) | C22—H22 | 0.9300 |
| C6—C7 | 1.434 (4) | C23—C24 | 1.361 (5) |
| C7—N2 | 1.349 (3) | C23—H23 | 0.9300 |
| C7—C11 | 1.412 (4) | C24—C25 | 1.400 (4) |
| C8—N2 | 1.323 (3) | C24—H24 | 0.9300 |
| C8—C9 | 1.394 (4) | C25—N4 | 1.315 (3) |
| C8—H8 | 0.9300 | C25—O2 | 1.349 (4) |
| C9—C10 | 1.353 (5) | C26—O2 | 1.441 (3) |
| C9—H9 | 0.9300 | C26—H26A | 0.9600 |
| C10—C11 | 1.404 (4) | C26—H26B | 0.9600 |
| C10—H10 | 0.9300 | C26—H26C | 0.9600 |
| C11—C12 | 1.427 (4) | Cl1—Zn2 | 2.1911 (8) |
| C12—C13 | 1.349 (5) | Cl2—Zn2 | 2.2139 (9) |
| C12—H12 | 0.9300 | Cl3—Zn1 | 2.1949 (8) |
| C13—H13 | 0.9300 | Cl4—Zn1 | 2.2315 (8) |
| C14—N3 | 1.313 (3) | N1—Zn1 | 2.054 (2) |
| C14—C15 | 1.389 (4) | N2—Zn1 | 2.076 (2) |
| C14—H14 | 0.9300 | N3—Zn2 | 2.098 (2) |
| C15—C16 | 1.361 (5) | N4—Zn2 | 2.056 (2) |
| O1—C1—H1A | 109.5 | N3—C18—C19 | 117.8 (2) |
| O1—C1—H1B | 109.5 | C17—C18—C19 | 119.2 (3) |
| H1A—C1—H1B | 109.5 | N4—C19—C20 | 123.9 (3) |
| O1—C1—H1C | 109.5 | N4—C19—C18 | 116.8 (2) |
| H1A—C1—H1C | 109.5 | C20—C19—C18 | 119.3 (3) |
| H1B—C1—H1C | 109.5 | C19—C20—C23 | 115.8 (3) |
| N1—C2—O1 | 113.0 (2) | C19—C20—C21 | 119.9 (3) |
| N1—C2—C3 | 121.8 (2) | C23—C20—C21 | 124.3 (3) |
| O1—C2—C3 | 125.1 (2) | C22—C21—C20 | 121.0 (3) |
| C4—C3—C2 | 119.0 (3) | C22—C21—H21 | 119.5 |
| C4—C3—H3 | 120.5 | C20—C21—H21 | 119.5 |
| C2—C3—H3 | 120.5 | C21—C22—C17 | 121.5 (3) |
| C3—C4—C5 | 120.9 (3) | C21—C22—H22 | 119.3 |
| C3—C4—H4 | 119.5 | C17—C22—H22 | 119.3 |
| C5—C4—H4 | 119.5 | C24—C23—C20 | 120.2 (3) |
| C6—C5—C4 | 116.5 (3) | C24—C23—H23 | 119.9 |
| C6—C5—C13 | 119.2 (3) | C20—C23—H23 | 119.9 |
| C4—C5—C13 | 124.3 (3) | C23—C24—C25 | 119.1 (3) |
| N1—C6—C5 | 122.6 (2) | C23—C24—H24 | 120.5 |
| N1—C6—C7 | 117.0 (2) | C25—C24—H24 | 120.5 |
| C5—C6—C7 | 120.3 (2) | N4—C25—O2 | 112.3 (3) |
| N2—C7—C11 | 122.8 (3) | N4—C25—C24 | 122.7 (3) |
| N2—C7—C6 | 118.0 (2) | O2—C25—C24 | 125.0 (3) |
| C11—C7—C6 | 119.2 (3) | O2—C26—H26A | 109.5 |
| N2—C8—C9 | 122.5 (3) | O2—C26—H26B | 109.5 |
| N2—C8—H8 | 118.7 | H26A—C26—H26B | 109.5 |
| C9—C8—H8 | 118.7 | O2—C26—H26C | 109.5 |
| C10—C9—C8 | 119.4 (3) | H26A—C26—H26C | 109.5 |
| C10—C9—H9 | 120.3 | H26B—C26—H26C | 109.5 |
| C8—C9—H9 | 120.3 | C2—N1—C6 | 119.0 (2) |
| C9—C10—C11 | 120.3 (3) | C2—N1—Zn1 | 128.98 (18) |
| C9—C10—H10 | 119.8 | C6—N1—Zn1 | 111.96 (16) |
| C11—C10—H10 | 119.8 | C8—N2—C7 | 118.5 (2) |
| C10—C11—C7 | 116.4 (3) | C8—N2—Zn1 | 130.2 (2) |
| C10—C11—C12 | 124.8 (3) | C7—N2—Zn1 | 111.08 (17) |
| C7—C11—C12 | 118.8 (3) | C14—N3—C18 | 118.5 (2) |
| C13—C12—C11 | 121.6 (3) | C14—N3—Zn2 | 129.7 (2) |
| C13—C12—H12 | 119.2 | C18—N3—Zn2 | 111.10 (17) |
| C11—C12—H12 | 119.2 | C25—N4—C19 | 118.4 (3) |
| C12—C13—C5 | 120.8 (3) | C25—N4—Zn2 | 128.8 (2) |
| C12—C13—H13 | 119.6 | C19—N4—Zn2 | 112.72 (17) |
| C5—C13—H13 | 119.6 | C2—O1—C1 | 118.9 (2) |
| N3—C14—C15 | 123.2 (3) | C25—O2—C26 | 118.9 (3) |
| N3—C14—H14 | 118.4 | N1—Zn1—N2 | 81.15 (8) |
| C15—C14—H14 | 118.4 | N1—Zn1—Cl3 | 119.22 (6) |
| C16—C15—C14 | 118.5 (3) | N2—Zn1—Cl3 | 114.55 (7) |
| C16—C15—H15 | 120.7 | N1—Zn1—Cl4 | 113.92 (6) |
| C14—C15—H15 | 120.7 | N2—Zn1—Cl4 | 107.63 (6) |
| C15—C16—C17 | 120.5 (3) | Cl3—Zn1—Cl4 | 115.13 (3) |
| C15—C16—H16 | 119.7 | N4—Zn2—N3 | 80.57 (9) |
| C17—C16—H16 | 119.7 | N4—Zn2—Cl1 | 116.23 (7) |
| C16—C17—C18 | 116.1 (3) | N3—Zn2—Cl1 | 117.56 (7) |
| C16—C17—C22 | 124.9 (3) | N4—Zn2—Cl2 | 116.69 (7) |
| C18—C17—C22 | 119.1 (3) | N3—Zn2—Cl2 | 104.48 (7) |
| N3—C18—C17 | 123.0 (3) | Cl1—Zn2—Cl2 | 115.82 (4) |
| N1—C2—C3—C4 | −1.5 (4) | O1—C2—N1—Zn1 | −4.6 (3) |
| O1—C2—C3—C4 | −179.2 (3) | C3—C2—N1—Zn1 | 177.47 (19) |
| C2—C3—C4—C5 | 1.7 (4) | C5—C6—N1—C2 | 2.3 (4) |
| C3—C4—C5—C6 | 0.0 (4) | C7—C6—N1—C2 | −176.0 (2) |
| C3—C4—C5—C13 | −179.4 (3) | C5—C6—N1—Zn1 | −175.99 (19) |
| C4—C5—C6—N1 | −2.0 (4) | C7—C6—N1—Zn1 | 5.7 (3) |
| C13—C5—C6—N1 | 177.4 (2) | C9—C8—N2—C7 | 0.7 (4) |
| C4—C5—C6—C7 | 176.2 (2) | C9—C8—N2—Zn1 | −173.7 (2) |
| C13—C5—C6—C7 | −4.3 (4) | C11—C7—N2—C8 | −1.4 (4) |
| N1—C6—C7—N2 | 1.0 (3) | C6—C7—N2—C8 | 177.6 (2) |
| C5—C6—C7—N2 | −177.3 (2) | C11—C7—N2—Zn1 | 174.0 (2) |
| N1—C6—C7—C11 | −180.0 (2) | C6—C7—N2—Zn1 | −7.1 (3) |
| C5—C6—C7—C11 | 1.6 (4) | C15—C14—N3—C18 | −1.4 (4) |
| N2—C8—C9—C10 | 0.6 (5) | C15—C14—N3—Zn2 | 168.3 (2) |
| C8—C9—C10—C11 | −1.3 (5) | C17—C18—N3—C14 | 0.1 (4) |
| C9—C10—C11—C7 | 0.6 (4) | C19—C18—N3—C14 | −179.0 (2) |
| C9—C10—C11—C12 | −179.6 (3) | C17—C18—N3—Zn2 | −171.4 (2) |
| N2—C7—C11—C10 | 0.7 (4) | C19—C18—N3—Zn2 | 9.5 (3) |
| C6—C7—C11—C10 | −178.2 (2) | O2—C25—N4—C19 | 178.6 (2) |
| N2—C7—C11—C12 | −179.1 (2) | C24—C25—N4—C19 | −0.5 (4) |
| C6—C7—C11—C12 | 2.0 (4) | O2—C25—N4—Zn2 | 2.1 (4) |
| C10—C11—C12—C13 | 177.2 (3) | C24—C25—N4—Zn2 | −177.0 (2) |
| C7—C11—C12—C13 | −3.0 (4) | C20—C19—N4—C25 | −1.6 (4) |
| C11—C12—C13—C5 | 0.3 (5) | C18—C19—N4—C25 | 178.2 (2) |
| C6—C5—C13—C12 | 3.3 (4) | C20—C19—N4—Zn2 | 175.5 (2) |
| C4—C5—C13—C12 | −177.2 (3) | C18—C19—N4—Zn2 | −4.7 (3) |
| N3—C14—C15—C16 | 1.6 (5) | N1—C2—O1—C1 | 176.7 (2) |
| C14—C15—C16—C17 | −0.4 (5) | C3—C2—O1—C1 | −5.4 (4) |
| C15—C16—C17—C18 | −0.7 (4) | N4—C25—O2—C26 | 177.9 (3) |
| C15—C16—C17—C22 | 178.3 (3) | C24—C25—O2—C26 | −3.1 (5) |
| C16—C17—C18—N3 | 0.9 (4) | C2—N1—Zn1—N2 | 174.7 (2) |
| C22—C17—C18—N3 | −178.2 (3) | C6—N1—Zn1—N2 | −7.20 (16) |
| C16—C17—C18—C19 | 180.0 (2) | C2—N1—Zn1—Cl3 | 61.5 (2) |
| C22—C17—C18—C19 | 0.9 (4) | C6—N1—Zn1—Cl3 | −120.45 (15) |
| N3—C18—C19—N4 | −3.5 (4) | C2—N1—Zn1—Cl4 | −79.8 (2) |
| C17—C18—C19—N4 | 177.4 (2) | C6—N1—Zn1—Cl4 | 98.24 (15) |
| N3—C18—C19—C20 | 176.4 (2) | C8—N2—Zn1—N1 | −177.6 (3) |
| C17—C18—C19—C20 | −2.7 (4) | C7—N2—Zn1—N1 | 7.67 (16) |
| N4—C19—C20—C23 | 2.3 (4) | C8—N2—Zn1—Cl3 | −59.5 (3) |
| C18—C19—C20—C23 | −177.5 (2) | C7—N2—Zn1—Cl3 | 125.84 (16) |
| N4—C19—C20—C21 | −178.0 (3) | C8—N2—Zn1—Cl4 | 70.0 (3) |
| C18—C19—C20—C21 | 2.1 (4) | C7—N2—Zn1—Cl4 | −104.74 (16) |
| C19—C20—C21—C22 | 0.5 (5) | C25—N4—Zn2—N3 | −175.9 (3) |
| C23—C20—C21—C22 | −179.9 (3) | C19—N4—Zn2—N3 | 7.41 (18) |
| C20—C21—C22—C17 | −2.4 (5) | C25—N4—Zn2—Cl1 | −59.7 (3) |
| C16—C17—C22—C21 | −177.3 (3) | C19—N4—Zn2—Cl1 | 123.57 (17) |
| C18—C17—C22—C21 | 1.7 (5) | C25—N4—Zn2—Cl2 | 82.5 (2) |
| C19—C20—C23—C24 | −1.0 (4) | C19—N4—Zn2—Cl2 | −94.14 (18) |
| C21—C20—C23—C24 | 179.3 (3) | C14—N3—Zn2—N4 | −179.4 (3) |
| C20—C23—C24—C25 | −0.8 (5) | C18—N3—Zn2—N4 | −9.09 (18) |
| C23—C24—C25—N4 | 1.6 (5) | C14—N3—Zn2—Cl1 | 65.8 (3) |
| C23—C24—C25—O2 | −177.3 (3) | C18—N3—Zn2—Cl1 | −123.84 (17) |
| O1—C2—N1—C6 | 177.4 (2) | C14—N3—Zn2—Cl2 | −64.1 (3) |
| C3—C2—N1—C6 | −0.5 (4) | C18—N3—Zn2—Cl2 | 106.21 (17) |
| Cl1—Zn2 | 2.1911 (8) | N1—Zn1 | 2.054 (2) |
| Cl2—Zn2 | 2.2139 (9) | N2—Zn1 | 2.076 (2) |
| Cl3—Zn1 | 2.1949 (8) | N3—Zn2 | 2.098 (2) |
| Cl4—Zn1 | 2.2315 (8) | N4—Zn2 | 2.056 (2) |
| N1—Zn1—N2 | 81.15 (8) | N4—Zn2—N3 | 80.57 (9) |
| N1—Zn1—Cl3 | 119.22 (6) | N4—Zn2—Cl1 | 116.23 (7) |
| N2—Zn1—Cl3 | 114.55 (7) | N3—Zn2—Cl1 | 117.56 (7) |
| N1—Zn1—Cl4 | 113.92 (6) | N4—Zn2—Cl2 | 116.69 (7) |
| N2—Zn1—Cl4 | 107.63 (6) | N3—Zn2—Cl2 | 104.48 (7) |
| Cl3—Zn1—Cl4 | 115.13 (3) | Cl1—Zn2—Cl2 | 115.82 (4) |
The authors thank the Natural Science Foundation of Shandong Province of China (Grant No. Y2007B26).
Bruker (1997). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Zheng, S.-L., Zhang, J.-P., Wong, W.-T. & Chen, X.-M. (2003). J. Am. Chem. Soc. 125, 6882–6883.
The derivatives of 1,10-phenanthroline play a pivotal role in the area of modern coordination chemistry (Zheng et al., 2003), but the complexes with 2-methoxy-1,10-phenanthroline as ligand has not been reported. We are interested in this kind of ligands and here we report a new complex (I) with 2-methoxy-1,10-phenanthroline as ligand.
The coordination structure of (I) is shown in Fig. 1. Each Zn(II) ion is coordinated with two Cl ions and two N atoms, and Zn—Cl bond lengths range from 2.1911 (8)Å to 2.2315 (8) Å and Zn—N bond lengths vary from 2.054 (2) Å to 2.098 (2)Å. Obviously Zn1 and Zn2 atoms are in a distorted tetrahedral geometry (Table 1). There are weak π-π stacking interaction between neighbouring 1,10-phenanthroline ligands. The centroid-to-centroid distances and the centroid-to-plane distances are Cg1···Cg2i = 3.6356 (18)Å and Cg1···Cg2iperp = 3.476 Å; Cg3···Cg4ii = 3.6353 (18)Å and Cg3···Cg4iperp = 3.434Å, and Cgi···Cgj should be the centroid-to-centroid distance while the Cgi···Cgjprep should be the centroid-to-plane distance. Cg1, Cg2, Cg3 and Cg4 are the centroids of the rings N3/C14-C18, C17-C22, N2/C7-C11 and C5-C7/C11-C13, respectively. [symmetry codes: (i) 2-X, 2-Y, 2-Z; (ii) 1-X,1-Y,1-Z]