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In the title compound, di-[mu]-acetato-[kappa]2O:O;[kappa]2O:O'-bis­[(6-chloro-2-{(E)-[(pyridin-2-yl)methyl­imino]­methyl}phenolato-[kappa]3N,N',O)zinc(II)], [Zn2(C13H10ClN2O)2(C2H3O2)2]·CHCl3, the ZnII cation adopts a five-coordinate geometry and is coordinated by two N atoms and one O atom of a tridentate 6-chloro-2-{(E)-[(pyridin-2-yl)methyl­imino]­methyl}phenolate ligand and two O atoms of two bridging acetate groups, but their coordination geometries differ. One ZnII cation adopts a distorted trigonal bipyramidal geometry and the other a square-pyramidal geometry. The two acetate ligands bridge two ZnII cations with mono- and bidentate coordination modes. The title compound exhibits a strong emission at 460 nm upon excitation at 325 nm with a quantum yield of 23.1%.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113027212/ov3038sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270113027212/ov3038Isup2.hkl
Contains datablock I

CCDC reference: 964546

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).

Di-µ-acetato-κ2O:O;κ2O:O'-bis[(6-chloro-2-{(E)-[(pyridin-2-yl)methylimino]methyl}phenolato-κ3N,N',O)dizinc(II)] top
Crystal data top
[Zn2(C13H10ClN2O)2(C2H3O2)2]·CHCl3Z = 2
Mr = 859.55F(000) = 868
Triclinic, P1Dx = 1.684 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.3167 (3) ÅCell parameters from 7509 reflections
b = 10.1345 (3) Åθ = 2.4–27.8°
c = 19.4988 (6) ŵ = 1.86 mm1
α = 88.344 (1)°T = 173 K
β = 88.179 (1)°Block, yellow
γ = 67.092 (5)°0.11 × 0.09 × 0.08 mm
V = 1694.75 (11) Å3
Data collection top
Bruker SMART CCD area-detector
diffractometer
6461 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.042
φ and ω scansθmax = 28.3°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
h = 1212
Tmin = 0.81, Tmax = 0.858k = 1313
33219 measured reflectionsl = 2525
8444 independent reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.033H-atom parameters constrained
wR(F2) = 0.075 w = 1/[σ2(Fo2) + (0.0285P)2 + 0.6869P]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.002
8444 reflectionsΔρmax = 0.57 e Å3
435 parametersΔρmin = 0.52 e Å3
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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.12351 (3)0.00600 (3)0.73243 (2)0.02239 (7)
N10.0622 (2)0.20735 (19)0.68922 (9)0.0228 (4)
C20.0514 (3)0.2715 (2)0.64376 (11)0.0276 (5)
H20.11360.22380.63110.033*
C30.0787 (3)0.4043 (2)0.61552 (12)0.0294 (5)
H30.15730.4450.58390.035*
C40.0122 (3)0.4775 (3)0.63459 (12)0.0291 (5)
H40.00460.5680.61630.035*
C50.1278 (3)0.4127 (2)0.68135 (11)0.0278 (5)
H50.19030.45910.69520.033*
C60.1500 (2)0.2778 (2)0.70744 (11)0.0231 (4)
C70.2759 (3)0.2038 (2)0.75827 (12)0.0296 (5)
H7A0.37570.1960.73850.036*
H7B0.25630.26110.79910.036*
N80.2829 (2)0.06100 (19)0.77723 (9)0.0247 (4)
C90.3633 (2)0.0006 (2)0.83020 (11)0.0268 (5)
H90.40770.05390.85320.032*
C100.3919 (2)0.1401 (2)0.85753 (11)0.0252 (5)
C110.3293 (2)0.2333 (2)0.82810 (11)0.0243 (5)
C120.3836 (2)0.3736 (2)0.85734 (12)0.0278 (5)
C130.4820 (3)0.4175 (3)0.91201 (12)0.0320 (5)
H130.51280.51070.92920.038*
C140.5353 (3)0.3216 (3)0.94154 (13)0.0370 (6)
H140.59930.34910.97940.044*
C150.4918 (3)0.1870 (3)0.91384 (12)0.0339 (6)
H150.52940.12380.93270.041*
O160.23312 (17)0.19773 (16)0.77802 (8)0.0306 (4)
Cl170.32355 (8)0.49756 (6)0.82101 (4)0.04292 (17)
O180.14669 (18)0.08622 (17)0.63698 (8)0.0307 (4)
C190.0722 (3)0.1353 (2)0.60040 (11)0.0252 (5)
O200.05985 (18)0.13743 (18)0.61439 (8)0.0314 (4)
C210.1470 (3)0.1967 (3)0.53258 (13)0.0438 (7)
H21A0.08860.24510.51250.066*
H21B0.25190.26340.53970.066*
H21C0.1480.12060.50230.066*
O220.10557 (16)0.02143 (15)0.75060 (7)0.0217 (3)
C230.1521 (2)0.1061 (2)0.80257 (11)0.0238 (5)
O240.06025 (19)0.14191 (18)0.83339 (8)0.0337 (4)
C250.3211 (3)0.1581 (3)0.82280 (14)0.0437 (7)
H25A0.35020.07760.83010.066*
H25B0.38250.21880.78690.066*
H25C0.33910.21120.86440.066*
Zn20.22632 (3)0.05543 (3)0.68600 (2)0.02211 (7)
N260.1962 (2)0.23525 (19)0.75259 (9)0.0254 (4)
C270.0938 (3)0.2822 (2)0.80403 (12)0.0316 (5)
H270.03420.23020.81410.038*
C280.0745 (3)0.4034 (3)0.84194 (13)0.0357 (6)
H280.00450.43170.87770.043*
C290.1598 (3)0.4839 (3)0.82664 (13)0.0354 (6)
H290.14690.56750.85130.043*
C300.2644 (3)0.4370 (2)0.77396 (12)0.0310 (5)
H300.3230.4890.76240.037*
C310.2809 (2)0.3120 (2)0.73864 (11)0.0245 (5)
C320.3930 (3)0.2580 (2)0.68012 (12)0.0286 (5)
H32A0.3580.3250.64270.034*
H32B0.49540.25210.69540.034*
N330.4032 (2)0.11798 (19)0.65592 (9)0.0241 (4)
C340.5139 (2)0.0489 (2)0.61506 (11)0.0260 (5)
H340.57810.09430.60210.031*
C350.5471 (2)0.0929 (2)0.58758 (11)0.0236 (5)
C360.6663 (3)0.1453 (3)0.53886 (12)0.0300 (5)
H360.7150.08610.52530.036*
C370.7121 (3)0.2803 (3)0.51113 (12)0.0342 (6)
H370.78670.31080.47730.041*
C380.6452 (3)0.3714 (3)0.53440 (12)0.0327 (5)
H380.67740.46470.51710.039*
C390.5315 (3)0.3236 (2)0.58299 (12)0.0274 (5)
C400.4715 (2)0.1818 (2)0.61046 (11)0.0242 (5)
O410.35985 (17)0.14223 (16)0.65452 (8)0.0297 (4)
Cl420.46209 (7)0.44486 (7)0.61578 (4)0.04275 (16)
C430.0534 (3)0.1866 (3)0.97360 (12)0.0351 (6)
H430.03630.14090.93280.042*
Cl440.15883 (9)0.29191 (8)0.94888 (4)0.05178 (19)
Cl450.12729 (9)0.29218 (10)1.00975 (5)0.0640 (2)
Cl460.16266 (10)0.05223 (9)1.03176 (4)0.0635 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.01941 (12)0.02432 (14)0.02604 (14)0.01093 (10)0.00397 (10)0.00252 (10)
N10.0234 (9)0.0252 (10)0.0224 (9)0.0121 (8)0.0013 (7)0.0031 (8)
C20.0265 (11)0.0301 (12)0.0298 (12)0.0146 (10)0.0048 (9)0.0013 (10)
C30.0286 (12)0.0303 (12)0.0291 (12)0.0110 (10)0.0054 (10)0.0005 (10)
C40.0338 (12)0.0283 (12)0.0277 (12)0.0148 (10)0.0011 (10)0.0013 (10)
C50.0316 (12)0.0305 (12)0.0284 (12)0.0196 (10)0.0012 (10)0.0026 (10)
C60.0233 (10)0.0293 (12)0.0207 (11)0.0146 (9)0.0028 (8)0.0044 (9)
C70.0350 (12)0.0343 (13)0.0292 (12)0.0238 (11)0.0074 (10)0.0036 (10)
N80.0233 (9)0.0264 (10)0.0278 (10)0.0132 (8)0.0031 (8)0.0018 (8)
C90.0235 (11)0.0316 (12)0.0295 (12)0.0149 (9)0.0009 (9)0.0054 (10)
C100.0212 (10)0.0300 (12)0.0266 (12)0.0120 (9)0.0018 (9)0.0029 (9)
C110.0183 (10)0.0263 (11)0.0281 (12)0.0082 (9)0.0006 (8)0.0046 (9)
C120.0220 (11)0.0275 (12)0.0355 (13)0.0111 (9)0.0011 (9)0.0037 (10)
C130.0300 (12)0.0306 (13)0.0347 (13)0.0112 (10)0.0032 (10)0.0043 (11)
C140.0379 (14)0.0424 (15)0.0327 (14)0.0173 (12)0.0132 (11)0.0051 (12)
C150.0353 (13)0.0393 (14)0.0327 (13)0.0199 (11)0.0088 (11)0.0015 (11)
O160.0279 (8)0.0249 (8)0.0400 (9)0.0102 (7)0.0143 (7)0.0006 (7)
Cl170.0443 (4)0.0253 (3)0.0606 (4)0.0137 (3)0.0202 (3)0.0006 (3)
O180.0299 (8)0.0374 (9)0.0300 (9)0.0183 (7)0.0015 (7)0.0103 (7)
C190.0295 (11)0.0222 (11)0.0253 (11)0.0114 (9)0.0024 (9)0.0008 (9)
O200.0278 (8)0.0404 (10)0.0325 (9)0.0199 (7)0.0041 (7)0.0110 (8)
C210.0444 (15)0.0579 (18)0.0369 (15)0.0279 (14)0.0101 (12)0.0208 (13)
O220.0212 (7)0.0220 (8)0.0245 (8)0.0109 (6)0.0012 (6)0.0030 (6)
C230.0248 (11)0.0227 (11)0.0241 (11)0.0096 (9)0.0033 (9)0.0034 (9)
O240.0372 (9)0.0456 (10)0.0264 (9)0.0242 (8)0.0029 (7)0.0069 (8)
C250.0239 (12)0.0594 (18)0.0413 (15)0.0085 (12)0.0036 (11)0.0149 (13)
Zn20.02110 (12)0.02209 (13)0.02625 (14)0.01157 (10)0.00336 (10)0.00028 (10)
N260.0278 (10)0.0229 (10)0.0288 (10)0.0135 (8)0.0016 (8)0.0012 (8)
C270.0344 (13)0.0287 (12)0.0362 (13)0.0171 (10)0.0074 (10)0.0028 (10)
C280.0412 (14)0.0336 (14)0.0333 (13)0.0156 (11)0.0078 (11)0.0049 (11)
C290.0449 (14)0.0301 (13)0.0337 (14)0.0180 (11)0.0028 (11)0.0068 (11)
C300.0377 (13)0.0273 (12)0.0337 (13)0.0193 (10)0.0052 (10)0.0023 (10)
C310.0275 (11)0.0230 (11)0.0257 (12)0.0129 (9)0.0068 (9)0.0052 (9)
C320.0319 (12)0.0252 (12)0.0350 (13)0.0179 (10)0.0028 (10)0.0002 (10)
N330.0243 (9)0.0239 (9)0.0277 (10)0.0132 (8)0.0001 (8)0.0018 (8)
C340.0216 (10)0.0306 (12)0.0304 (12)0.0147 (9)0.0005 (9)0.0076 (10)
C350.0197 (10)0.0265 (11)0.0238 (11)0.0078 (9)0.0007 (8)0.0042 (9)
C360.0272 (12)0.0342 (13)0.0282 (12)0.0110 (10)0.0039 (9)0.0067 (10)
C370.0322 (13)0.0398 (14)0.0265 (12)0.0090 (11)0.0085 (10)0.0019 (11)
C380.0315 (12)0.0315 (13)0.0304 (13)0.0075 (10)0.0023 (10)0.0072 (10)
C390.0249 (11)0.0268 (12)0.0326 (13)0.0122 (9)0.0021 (9)0.0013 (10)
C400.0194 (10)0.0268 (12)0.0256 (11)0.0083 (9)0.0001 (8)0.0010 (9)
O410.0290 (8)0.0244 (8)0.0399 (9)0.0142 (7)0.0143 (7)0.0044 (7)
Cl420.0418 (3)0.0294 (3)0.0634 (4)0.0202 (3)0.0174 (3)0.0092 (3)
C430.0406 (14)0.0400 (14)0.0286 (13)0.0194 (12)0.0040 (11)0.0022 (11)
Cl440.0581 (4)0.0574 (5)0.0520 (4)0.0359 (4)0.0089 (3)0.0103 (4)
Cl450.0475 (4)0.0737 (6)0.0693 (5)0.0212 (4)0.0131 (4)0.0262 (4)
Cl460.0813 (6)0.0555 (5)0.0603 (5)0.0333 (4)0.0277 (4)0.0220 (4)
Geometric parameters (Å, º) top
Zn1—O162.0055 (15)O22—Zn22.0707 (14)
Zn1—O182.0240 (15)C23—O241.230 (2)
Zn1—O222.0624 (14)C23—C251.497 (3)
Zn1—N82.0815 (17)C25—H25A0.96
Zn1—N12.1622 (18)C25—H25B0.96
Zn1—Zn23.6301 (3)C25—H25C0.96
N1—C61.339 (3)Zn2—O411.9936 (15)
N1—C21.349 (3)Zn2—N332.0877 (17)
C2—C31.371 (3)Zn2—N262.1388 (18)
C2—H20.93N26—C311.343 (3)
C3—C41.390 (3)N26—C271.350 (3)
C3—H30.93C27—C281.368 (3)
C4—C51.378 (3)C27—H270.93
C4—H40.93C28—C291.385 (3)
C5—C61.384 (3)C28—H280.93
C5—H50.93C29—C301.380 (3)
C6—C71.506 (3)C29—H290.93
C7—N81.460 (3)C30—C311.381 (3)
C7—H7A0.97C30—H300.93
C7—H7B0.97C31—C321.512 (3)
N8—C91.288 (3)C32—N331.451 (3)
C9—C101.434 (3)C32—H32A0.97
C9—H90.93C32—H32B0.97
C10—C151.410 (3)N33—C341.283 (3)
C10—C111.429 (3)C34—C351.437 (3)
C11—O161.292 (2)C34—H340.93
C11—C121.419 (3)C35—C361.413 (3)
C12—C131.375 (3)C35—C401.430 (3)
C12—Cl171.737 (2)C36—C371.365 (3)
C13—C141.396 (3)C36—H360.93
C13—H130.93C37—C381.392 (3)
C14—C151.364 (3)C37—H370.93
C14—H140.93C38—C391.375 (3)
C15—H150.93C38—H380.93
O18—C191.249 (2)C39—C401.419 (3)
C19—O201.259 (3)C39—Cl421.740 (2)
C19—C211.508 (3)C40—O411.301 (2)
O20—Zn21.9929 (16)C43—Cl451.744 (3)
C21—H21A0.96C43—Cl461.755 (2)
C21—H21B0.96C43—Cl441.758 (3)
C21—H21C0.96C43—H430.98
O22—C231.297 (3)
O16—Zn1—O1894.40 (7)O24—C23—C25121.9 (2)
O16—Zn1—O22100.33 (6)O22—C23—C25117.23 (19)
O18—Zn1—O2297.46 (6)C23—C25—H25A109.5
O16—Zn1—N887.81 (7)C23—C25—H25B109.5
O18—Zn1—N8124.88 (7)H25A—C25—H25B109.5
O22—Zn1—N8136.30 (7)C23—C25—H25C109.5
O16—Zn1—N1164.71 (6)H25A—C25—H25C109.5
O18—Zn1—N190.25 (7)H25B—C25—H25C109.5
O22—Zn1—N193.48 (6)O20—Zn2—O41107.08 (7)
N8—Zn1—N177.61 (7)O20—Zn2—O2298.42 (6)
O16—Zn1—Zn297.72 (4)O41—Zn2—O2291.73 (6)
O18—Zn1—Zn269.18 (4)O20—Zn2—N33103.57 (7)
O22—Zn1—Zn228.62 (4)O41—Zn2—N3387.31 (6)
N8—Zn1—Zn2164.66 (5)O22—Zn2—N33157.27 (7)
N1—Zn1—Zn297.55 (4)O20—Zn2—N26103.02 (7)
C6—N1—C2118.08 (19)O41—Zn2—N26148.73 (7)
C6—N1—Zn1116.33 (14)O22—Zn2—N2692.09 (6)
C2—N1—Zn1125.52 (14)N33—Zn2—N2677.51 (7)
N1—C2—C3122.5 (2)O20—Zn2—Zn169.95 (4)
N1—C2—H2118.7O41—Zn2—Zn1100.86 (4)
C3—C2—H2118.7O22—Zn2—Zn128.50 (4)
C2—C3—C4119.3 (2)N33—Zn2—Zn1170.70 (5)
C2—C3—H3120.3N26—Zn2—Zn197.16 (5)
C4—C3—H3120.3C31—N26—C27117.97 (19)
C5—C4—C3118.3 (2)C31—N26—Zn2116.18 (14)
C5—C4—H4120.9C27—N26—Zn2125.72 (15)
C3—C4—H4120.9N26—C27—C28122.4 (2)
C4—C5—C6119.4 (2)N26—C27—H27118.8
C4—C5—H5120.3C28—C27—H27118.8
C6—C5—H5120.3C27—C28—C29119.5 (2)
N1—C6—C5122.36 (19)C27—C28—H28120.2
N1—C6—C7117.00 (19)C29—C28—H28120.3
C5—C6—C7120.64 (19)C30—C29—C28118.5 (2)
N8—C7—C6111.75 (17)C30—C29—H29120.8
N8—C7—H7A109.3C28—C29—H29120.8
C6—C7—H7A109.3C29—C30—C31119.2 (2)
N8—C7—H7B109.3C29—C30—H30120.4
C6—C7—H7B109.3C31—C30—H30120.4
H7A—C7—H7B107.9N26—C31—C30122.4 (2)
C9—N8—C7116.57 (18)N26—C31—C32116.80 (19)
C9—N8—Zn1124.47 (15)C30—C31—C32120.7 (2)
C7—N8—Zn1117.25 (13)N33—C32—C31110.88 (17)
N8—C9—C10127.1 (2)N33—C32—H32A109.5
N8—C9—H9116.5C31—C32—H32A109.5
C10—C9—H9116.5N33—C32—H32B109.5
C15—C10—C11120.4 (2)C31—C32—H32B109.5
C15—C10—C9116.9 (2)H32A—C32—H32B108.1
C11—C10—C9122.65 (19)C34—N33—C32117.12 (18)
O16—C11—C12120.92 (19)C34—N33—Zn2126.44 (15)
O16—C11—C10124.4 (2)C32—N33—Zn2116.29 (13)
C12—C11—C10114.63 (19)N33—C34—C35125.6 (2)
C13—C12—C11124.0 (2)N33—C34—H34117.2
C13—C12—Cl17118.22 (18)C35—C34—H34117.2
C11—C12—Cl17117.75 (16)C36—C35—C40120.5 (2)
C12—C13—C14119.8 (2)C36—C35—C34116.7 (2)
C12—C13—H13120.1C40—C35—C34122.71 (18)
C14—C13—H13120.1C37—C36—C35122.0 (2)
C15—C14—C13118.8 (2)C37—C36—H36119
C15—C14—H14120.6C35—C36—H36119
C13—C14—H14120.6C36—C37—C38118.9 (2)
C14—C15—C10122.3 (2)C36—C37—H37120.6
C14—C15—H15118.8C38—C37—H37120.6
C10—C15—H15118.8C39—C38—C37120.0 (2)
C11—O16—Zn1129.72 (14)C39—C38—H38120
C19—O18—Zn1136.70 (15)C37—C38—H38120
O18—C19—O20126.4 (2)C38—C39—C40123.8 (2)
O18—C19—C21116.7 (2)C38—C39—Cl42118.59 (18)
O20—C19—C21116.9 (2)C40—C39—Cl42117.53 (16)
C19—O20—Zn2136.59 (15)O41—C40—C39120.6 (2)
C19—C21—H21A109.5O41—C40—C35124.8 (2)
C19—C21—H21B109.5C39—C40—C35114.61 (18)
H21A—C21—H21B109.5C40—O41—Zn2128.56 (14)
C19—C21—H21C109.5Cl45—C43—Cl46110.76 (14)
H21A—C21—H21C109.5Cl45—C43—Cl44110.76 (14)
H21B—C21—H21C109.5Cl46—C43—Cl44109.39 (13)
C23—O22—Zn1105.30 (12)Cl45—C43—H43108.6
C23—O22—Zn2131.33 (13)Cl46—C43—H43108.6
Zn1—O22—Zn2122.88 (7)Cl44—C43—H43108.6
O24—C23—O22120.9 (2)
 

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