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Acta Crystallogr Sect E Struct Rep Online. 2008 June 1; 64(Pt 6): m771.
Published online 2008 May 3. doi:  10.1107/S160053680801180X
PMCID: PMC2961575

Dichlorido(2-meth­oxy-1,10-phenanthroline-κ2 N,N′)zinc(II)

Abstract

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 π–π stacking inter­actions between adjacent 1,10-phenanthroline rings [centroid–centroid distances = 3.6356 (18) and 3.6353 (18) Å].

Related literature

For a related structure, see: Zheng et al. (2003 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-0m771-scheme1.jpg

Experimental

Crystal data

  • [ZnCl2(C13H10N2O)]
  • M r = 346.50
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-0m771-efi1.jpg
  • a = 9.9051 (17) Å
  • b = 11.5654 (19) Å
  • c = 12.774 (2) Å
  • α = 91.849 (2)°
  • β = 108.295 (2)°
  • γ = 98.672 (2)°
  • V = 1368.5 (4) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.18 mm−1
  • T = 173 (2) K
  • 0.51 × 0.40 × 0.10 mm

Data collection

  • Bruker SMART APEX CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.403, T max = 0.812
  • 7507 measured reflections
  • 5264 independent reflections
  • 4386 reflections with I > 2σ(I)
  • R int = 0.019

Refinement

  • R[F 2 > 2σ(F 2)] = 0.034
  • wR(F 2) = 0.092
  • S = 1.05
  • 5264 reflections
  • 345 parameters
  • H-atom parameters constrained
  • Δρmax = 0.59 e Å−3
  • Δρmin = −0.35 e Å−3

Data collection: SMART (Bruker, 1997 [triangle]); cell refinement: SAINT (Bruker, 1997 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Table 1
Selected geometric parameters (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680801180X/ww2117sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680801180X/ww2117Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The authors thank the Natural Science Foundation of Shandong Province of China for support (grant No. Y2007B26).

supplementary crystallographic information

Comment

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]

Experimental

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.

Refinement

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.

Figures

Fig. 1.
View of complex (I), showing the the atom numbering scheme with thermal ellipsoids drawn at the 30% probability level.

Crystal data

[ZnCl2(C13H10N2O)]Z = 4
Mr = 346.50F000 = 696
Triclinic, P1Dx = 1.682 Mg m3
Hall symbol: -P 1Mo Kα radiation λ = 0.71073 Å
a = 9.9051 (17) ÅCell parameters from 3641 reflections
b = 11.5654 (19) Åθ = 2.4–27.0º
c = 12.774 (2) ŵ = 2.18 mm1
α = 91.849 (2)ºT = 173 (2) K
β = 108.295 (2)ºBlock, colorless
γ = 98.672 (2)º0.51 × 0.40 × 0.10 mm
V = 1368.5 (4) Å3

Data collection

Bruker SMART APEX CCD diffractometer5264 independent reflections
Radiation source: fine-focus sealed tube4386 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.019
T = 446(2) Kθmax = 26.0º
[var phi] and ω scansθmin = 1.7º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)h = −12→10
Tmin = 0.403, Tmax = 0.812k = −14→12
7507 measured reflectionsl = −15→14

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.034H-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 reflectionsΔρmax = 0.59 e Å3
345 parametersΔρmin = −0.35 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none

Special details

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)

xyzUiso*/Ueq
C10.5226 (3)0.3267 (3)1.0172 (2)0.0481 (7)
H1A0.55870.25960.99740.072*
H1B0.45650.30281.05670.072*
H1C0.60160.38351.06340.072*
C20.5263 (3)0.4341 (2)0.8608 (2)0.0368 (6)
C30.6781 (3)0.4562 (2)0.8936 (2)0.0462 (7)
H30.73260.43040.95930.055*
C40.7431 (3)0.5151 (3)0.8286 (3)0.0505 (7)
H40.84330.52820.84870.061*
C50.6615 (3)0.5573 (2)0.7302 (2)0.0429 (6)
C60.5121 (3)0.5345 (2)0.7051 (2)0.0334 (5)
C70.4210 (3)0.5801 (2)0.6104 (2)0.0370 (6)
C80.1928 (4)0.6050 (3)0.5073 (2)0.0518 (7)
H80.09380.59180.49500.062*
C90.2462 (4)0.6718 (3)0.4356 (3)0.0622 (9)
H90.18380.70310.37720.075*
C100.3897 (4)0.6909 (3)0.4518 (2)0.0581 (9)
H100.42590.73410.40340.070*
C110.4844 (3)0.6458 (2)0.5413 (2)0.0453 (7)
C120.6372 (4)0.6614 (3)0.5662 (3)0.0540 (8)
H120.67910.70130.51910.065*
C130.7222 (3)0.6196 (3)0.6564 (3)0.0518 (8)
H130.82150.63150.67070.062*
C140.7048 (3)0.9284 (3)1.0543 (2)0.0493 (7)
H140.62890.96331.06090.059*
C150.7847 (4)0.8771 (3)1.1450 (2)0.0577 (8)
H150.76120.87601.21000.069*
C160.8981 (4)0.8284 (3)1.1366 (2)0.0593 (9)
H160.95320.79411.19660.071*
C170.9327 (3)0.8296 (2)1.0379 (2)0.0463 (7)
C180.8429 (3)0.8819 (2)0.9508 (2)0.0396 (6)
C190.8719 (3)0.8864 (2)0.8467 (2)0.0388 (6)
C200.9915 (3)0.8434 (2)0.8365 (3)0.0474 (7)
C211.0808 (4)0.7921 (3)0.9269 (3)0.0642 (9)
H211.16100.76400.91980.077*
C221.0512 (4)0.7837 (3)1.0217 (3)0.0628 (9)
H221.10920.74721.07840.075*
C231.0158 (4)0.8553 (3)0.7330 (3)0.0594 (9)
H231.09490.82940.72150.071*
C240.9236 (3)0.9045 (3)0.6509 (3)0.0526 (8)
H240.93980.91340.58340.063*
C250.8042 (3)0.9416 (3)0.6693 (2)0.0486 (7)
C260.7173 (5)1.0057 (4)0.4866 (3)0.0829 (13)
H26A0.80481.05940.49540.124*
H26B0.63651.03770.44170.124*
H26C0.72090.93220.45140.124*
Cl10.57382 (10)1.15815 (7)0.79281 (6)0.0581 (2)
Cl20.40833 (9)0.84139 (7)0.75709 (6)0.0574 (2)
Cl30.09774 (8)0.51212 (8)0.79552 (7)0.0641 (2)
Cl40.12965 (8)0.27076 (6)0.60771 (5)0.04690 (18)
N10.4460 (2)0.47186 (17)0.76905 (16)0.0327 (5)
N20.2774 (2)0.55965 (19)0.59217 (17)0.0393 (5)
N30.7313 (3)0.93004 (19)0.95981 (17)0.0410 (5)
N40.7788 (3)0.93342 (19)0.76405 (17)0.0398 (5)
O10.4488 (2)0.37827 (16)0.91786 (14)0.0420 (4)
O20.7019 (3)0.9874 (2)0.59364 (16)0.0640 (6)
Zn10.22524 (3)0.44580 (3)0.70131 (2)0.03586 (10)
Zn20.60675 (3)0.97534 (3)0.80582 (2)0.03979 (11)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
C10.060 (2)0.0456 (17)0.0352 (14)0.0128 (14)0.0073 (14)0.0087 (12)
C20.0341 (14)0.0349 (14)0.0394 (14)0.0070 (11)0.0090 (12)0.0005 (11)
C30.0316 (15)0.0500 (17)0.0519 (16)0.0070 (13)0.0066 (13)0.0025 (14)
C40.0281 (15)0.0530 (18)0.0653 (19)0.0035 (13)0.0100 (14)−0.0037 (15)
C50.0353 (15)0.0393 (15)0.0547 (16)−0.0019 (12)0.0205 (13)−0.0073 (13)
C60.0312 (13)0.0297 (13)0.0395 (13)0.0017 (10)0.0141 (11)−0.0043 (10)
C70.0424 (16)0.0308 (13)0.0391 (14)0.0000 (11)0.0186 (12)−0.0025 (11)
C80.0515 (19)0.0526 (18)0.0488 (17)0.0105 (15)0.0111 (15)0.0138 (14)
C90.079 (3)0.059 (2)0.0433 (17)0.0102 (18)0.0118 (17)0.0194 (15)
C100.085 (3)0.0454 (18)0.0474 (17)−0.0003 (17)0.0303 (18)0.0102 (14)
C110.0601 (19)0.0333 (15)0.0448 (15)−0.0037 (13)0.0258 (15)−0.0006 (12)
C120.066 (2)0.0428 (17)0.0623 (19)−0.0104 (15)0.0430 (18)−0.0056 (15)
C130.0414 (17)0.0467 (17)0.069 (2)−0.0087 (13)0.0290 (16)−0.0081 (15)
C140.0555 (19)0.0522 (18)0.0388 (15)0.0018 (14)0.0164 (14)0.0057 (13)
C150.067 (2)0.062 (2)0.0357 (15)−0.0041 (17)0.0111 (15)0.0122 (14)
C160.064 (2)0.0517 (19)0.0446 (17)−0.0045 (16)−0.0010 (16)0.0167 (14)
C170.0420 (17)0.0342 (15)0.0501 (16)0.0008 (12)−0.0008 (13)0.0087 (13)
C180.0391 (15)0.0284 (13)0.0437 (15)−0.0002 (11)0.0054 (12)0.0047 (11)
C190.0376 (15)0.0285 (13)0.0459 (15)−0.0003 (11)0.0105 (12)−0.0006 (11)
C200.0379 (16)0.0386 (15)0.0631 (18)0.0010 (12)0.0155 (14)−0.0026 (14)
C210.0428 (19)0.057 (2)0.089 (3)0.0133 (15)0.0128 (18)0.0051 (19)
C220.050 (2)0.055 (2)0.071 (2)0.0121 (16)−0.0005 (17)0.0122 (17)
C230.0453 (19)0.055 (2)0.081 (2)0.0036 (15)0.0288 (18)−0.0119 (17)
C240.0534 (19)0.0561 (19)0.0530 (18)−0.0024 (15)0.0305 (16)−0.0081 (15)
C250.0572 (19)0.0431 (16)0.0443 (16)−0.0002 (14)0.0191 (15)−0.0010 (13)
C260.129 (4)0.091 (3)0.0415 (18)0.026 (3)0.040 (2)0.0185 (18)
Cl10.0790 (6)0.0437 (4)0.0556 (4)0.0216 (4)0.0216 (4)0.0094 (3)
Cl20.0496 (5)0.0599 (5)0.0557 (4)0.0008 (4)0.0103 (4)0.0108 (4)
Cl30.0402 (4)0.0903 (6)0.0655 (5)0.0121 (4)0.0239 (4)−0.0136 (4)
Cl40.0517 (4)0.0443 (4)0.0428 (4)0.0004 (3)0.0164 (3)0.0023 (3)
N10.0269 (11)0.0334 (11)0.0367 (11)0.0025 (9)0.0100 (9)0.0011 (9)
N20.0413 (13)0.0374 (12)0.0385 (12)0.0046 (10)0.0126 (10)0.0066 (10)
N30.0437 (14)0.0403 (13)0.0373 (12)0.0046 (10)0.0118 (10)0.0066 (10)
N40.0437 (13)0.0415 (13)0.0355 (11)0.0063 (10)0.0152 (10)0.0038 (10)
O10.0366 (11)0.0471 (11)0.0419 (10)0.0072 (8)0.0113 (9)0.0116 (9)
O20.0804 (17)0.0825 (16)0.0392 (11)0.0287 (13)0.0258 (11)0.0171 (11)
Zn10.02763 (17)0.04296 (19)0.03691 (17)0.00325 (13)0.01139 (13)0.00511 (13)
Zn20.0424 (2)0.04270 (19)0.03666 (18)0.01284 (14)0.01315 (15)0.00795 (14)

Geometric parameters (Å, °)

C1—O11.449 (3)C15—H150.9300
C1—H1A0.9600C16—C171.406 (4)
C1—H1B0.9600C16—H160.9300
C1—H1C0.9600C17—C181.407 (4)
C2—N11.323 (3)C17—C221.427 (5)
C2—O11.330 (3)C18—N31.344 (4)
C2—C31.409 (4)C18—C191.447 (4)
C3—C41.345 (4)C19—N41.356 (3)
C3—H30.9300C19—C201.392 (4)
C4—C51.411 (4)C20—C231.423 (4)
C4—H40.9300C20—C211.424 (4)
C5—C61.393 (4)C21—C221.336 (5)
C5—C131.428 (4)C21—H210.9300
C6—N11.361 (3)C22—H220.9300
C6—C71.434 (4)C23—C241.361 (5)
C7—N21.349 (3)C23—H230.9300
C7—C111.412 (4)C24—C251.400 (4)
C8—N21.323 (3)C24—H240.9300
C8—C91.394 (4)C25—N41.315 (3)
C8—H80.9300C25—O21.349 (4)
C9—C101.353 (5)C26—O21.441 (3)
C9—H90.9300C26—H26A0.9600
C10—C111.404 (4)C26—H26B0.9600
C10—H100.9300C26—H26C0.9600
C11—C121.427 (4)Cl1—Zn22.1911 (8)
C12—C131.349 (5)Cl2—Zn22.2139 (9)
C12—H120.9300Cl3—Zn12.1949 (8)
C13—H130.9300Cl4—Zn12.2315 (8)
C14—N31.313 (3)N1—Zn12.054 (2)
C14—C151.389 (4)N2—Zn12.076 (2)
C14—H140.9300N3—Zn22.098 (2)
C15—C161.361 (5)N4—Zn22.056 (2)
O1—C1—H1A109.5N3—C18—C19117.8 (2)
O1—C1—H1B109.5C17—C18—C19119.2 (3)
H1A—C1—H1B109.5N4—C19—C20123.9 (3)
O1—C1—H1C109.5N4—C19—C18116.8 (2)
H1A—C1—H1C109.5C20—C19—C18119.3 (3)
H1B—C1—H1C109.5C19—C20—C23115.8 (3)
N1—C2—O1113.0 (2)C19—C20—C21119.9 (3)
N1—C2—C3121.8 (2)C23—C20—C21124.3 (3)
O1—C2—C3125.1 (2)C22—C21—C20121.0 (3)
C4—C3—C2119.0 (3)C22—C21—H21119.5
C4—C3—H3120.5C20—C21—H21119.5
C2—C3—H3120.5C21—C22—C17121.5 (3)
C3—C4—C5120.9 (3)C21—C22—H22119.3
C3—C4—H4119.5C17—C22—H22119.3
C5—C4—H4119.5C24—C23—C20120.2 (3)
C6—C5—C4116.5 (3)C24—C23—H23119.9
C6—C5—C13119.2 (3)C20—C23—H23119.9
C4—C5—C13124.3 (3)C23—C24—C25119.1 (3)
N1—C6—C5122.6 (2)C23—C24—H24120.5
N1—C6—C7117.0 (2)C25—C24—H24120.5
C5—C6—C7120.3 (2)N4—C25—O2112.3 (3)
N2—C7—C11122.8 (3)N4—C25—C24122.7 (3)
N2—C7—C6118.0 (2)O2—C25—C24125.0 (3)
C11—C7—C6119.2 (3)O2—C26—H26A109.5
N2—C8—C9122.5 (3)O2—C26—H26B109.5
N2—C8—H8118.7H26A—C26—H26B109.5
C9—C8—H8118.7O2—C26—H26C109.5
C10—C9—C8119.4 (3)H26A—C26—H26C109.5
C10—C9—H9120.3H26B—C26—H26C109.5
C8—C9—H9120.3C2—N1—C6119.0 (2)
C9—C10—C11120.3 (3)C2—N1—Zn1128.98 (18)
C9—C10—H10119.8C6—N1—Zn1111.96 (16)
C11—C10—H10119.8C8—N2—C7118.5 (2)
C10—C11—C7116.4 (3)C8—N2—Zn1130.2 (2)
C10—C11—C12124.8 (3)C7—N2—Zn1111.08 (17)
C7—C11—C12118.8 (3)C14—N3—C18118.5 (2)
C13—C12—C11121.6 (3)C14—N3—Zn2129.7 (2)
C13—C12—H12119.2C18—N3—Zn2111.10 (17)
C11—C12—H12119.2C25—N4—C19118.4 (3)
C12—C13—C5120.8 (3)C25—N4—Zn2128.8 (2)
C12—C13—H13119.6C19—N4—Zn2112.72 (17)
C5—C13—H13119.6C2—O1—C1118.9 (2)
N3—C14—C15123.2 (3)C25—O2—C26118.9 (3)
N3—C14—H14118.4N1—Zn1—N281.15 (8)
C15—C14—H14118.4N1—Zn1—Cl3119.22 (6)
C16—C15—C14118.5 (3)N2—Zn1—Cl3114.55 (7)
C16—C15—H15120.7N1—Zn1—Cl4113.92 (6)
C14—C15—H15120.7N2—Zn1—Cl4107.63 (6)
C15—C16—C17120.5 (3)Cl3—Zn1—Cl4115.13 (3)
C15—C16—H16119.7N4—Zn2—N380.57 (9)
C17—C16—H16119.7N4—Zn2—Cl1116.23 (7)
C16—C17—C18116.1 (3)N3—Zn2—Cl1117.56 (7)
C16—C17—C22124.9 (3)N4—Zn2—Cl2116.69 (7)
C18—C17—C22119.1 (3)N3—Zn2—Cl2104.48 (7)
N3—C18—C17123.0 (3)Cl1—Zn2—Cl2115.82 (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—Zn1177.47 (19)
C2—C3—C4—C51.7 (4)C5—C6—N1—C22.3 (4)
C3—C4—C5—C60.0 (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—Zn15.7 (3)
C13—C5—C6—N1177.4 (2)C9—C8—N2—C70.7 (4)
C4—C5—C6—C7176.2 (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—N21.0 (3)C6—C7—N2—C8177.6 (2)
C5—C6—C7—N2−177.3 (2)C11—C7—N2—Zn1174.0 (2)
N1—C6—C7—C11−180.0 (2)C6—C7—N2—Zn1−7.1 (3)
C5—C6—C7—C111.6 (4)C15—C14—N3—C18−1.4 (4)
N2—C8—C9—C100.6 (5)C15—C14—N3—Zn2168.3 (2)
C8—C9—C10—C11−1.3 (5)C17—C18—N3—C140.1 (4)
C9—C10—C11—C70.6 (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—C100.7 (4)C19—C18—N3—Zn29.5 (3)
C6—C7—C11—C10−178.2 (2)O2—C25—N4—C19178.6 (2)
N2—C7—C11—C12−179.1 (2)C24—C25—N4—C19−0.5 (4)
C6—C7—C11—C122.0 (4)O2—C25—N4—Zn22.1 (4)
C10—C11—C12—C13177.2 (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—C50.3 (5)C18—C19—N4—C25178.2 (2)
C6—C5—C13—C123.3 (4)C20—C19—N4—Zn2175.5 (2)
C4—C5—C13—C12−177.2 (3)C18—C19—N4—Zn2−4.7 (3)
N3—C14—C15—C161.6 (5)N1—C2—O1—C1176.7 (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—C26177.9 (3)
C15—C16—C17—C22178.3 (3)C24—C25—O2—C26−3.1 (5)
C16—C17—C18—N30.9 (4)C2—N1—Zn1—N2174.7 (2)
C22—C17—C18—N3−178.2 (3)C6—N1—Zn1—N2−7.20 (16)
C16—C17—C18—C19180.0 (2)C2—N1—Zn1—Cl361.5 (2)
C22—C17—C18—C190.9 (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—N4177.4 (2)C6—N1—Zn1—Cl498.24 (15)
N3—C18—C19—C20176.4 (2)C8—N2—Zn1—N1−177.6 (3)
C17—C18—C19—C20−2.7 (4)C7—N2—Zn1—N17.67 (16)
N4—C19—C20—C232.3 (4)C8—N2—Zn1—Cl3−59.5 (3)
C18—C19—C20—C23−177.5 (2)C7—N2—Zn1—Cl3125.84 (16)
N4—C19—C20—C21−178.0 (3)C8—N2—Zn1—Cl470.0 (3)
C18—C19—C20—C212.1 (4)C7—N2—Zn1—Cl4−104.74 (16)
C19—C20—C21—C220.5 (5)C25—N4—Zn2—N3−175.9 (3)
C23—C20—C21—C22−179.9 (3)C19—N4—Zn2—N37.41 (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—Cl1123.57 (17)
C18—C17—C22—C211.7 (5)C25—N4—Zn2—Cl282.5 (2)
C19—C20—C23—C24−1.0 (4)C19—N4—Zn2—Cl2−94.14 (18)
C21—C20—C23—C24179.3 (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—N41.6 (5)C14—N3—Zn2—Cl165.8 (3)
C23—C24—C25—O2−177.3 (3)C18—N3—Zn2—Cl1−123.84 (17)
O1—C2—N1—C6177.4 (2)C14—N3—Zn2—Cl2−64.1 (3)
C3—C2—N1—C6−0.5 (4)C18—N3—Zn2—Cl2106.21 (17)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WW2117).

References

  • 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. [PubMed]
  • Zheng, S.-L., Zhang, J.-P., Wong, W.-T. & Chen, X.-M. (2003). J. Am. Chem. Soc.125, 6882–6883. [PubMed]

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