research communications\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 70| Part 12| December 2014| Pages 483-485
doi:10.1107/S1600536814024337

Crystal structure of hexa­kis­(μ2-4-tert-but­­oxy-4-oxobut-2-en-2-olato)trizinc

Olgerd O. Shtokvish,a* Lyudmila I. Kovala and Vasyl I. Pekhnyoa

aV. I. Vernadskii Institute of General and Inorganic Chemistry, Ukrainian National Academy of Sciences, Prospect Palladina 32-34, 03680 Kyiv, Ukraine
*Correspondence e-mail: Olej@meta.ua

Edited by M. Gdaniec, Adam Mickiewicz University, Poland (Received 14 August 2014; accepted 5 November 2014; online 12 November 2014)

The title complex, systematic name hexa­kis­(μ2-4-tert-but­oxy-4-oxobut-2-en-2-olato)-1:2κ9O2,O4:O2;2:3κ9O2,O4:O2-trizinc, [Zn3(C8H13O3)6], syn­the­sized from tert-butyl aceto­acetate and di­ethyl­zinc, consists of trinuclear centrosymmetric mol­ecules of an approximate C3i symmetry. The three metal cations are arranged in a linear fashion, with the central ZnII atom located on a centre of symmetry. All three metal cations exhibit a distorted octa­hedral coordination geometry. The terminal ZnII cations are chelated by three tert-butyl aceto­acetate ligands and these units are connected to the central ZnII atom by the bridging enolate O atoms.

CCDC reference: 997496

1. Chemical context

β-Dicarbonyl complexes of zinc are used to obtain ZnO films by metal-organic chemical vapour deposition (MOCVD) processes (Matthews et al., 2006[Matthews, J. S., Onakoya, O. O., Ouattara, T. S. & Butcher, R. J. (2006). Dalton Trans. pp. 3806-3811.]) and in catalysis of organic reactions (Mimoun, 2001[Mimoun, H. (2001). US Patent Appl. No. 09/836,682; Pub. No. US 2001/0034464 A1.]). There are only a few reports related to the complexes of β-ketoesters with zinc and bis(ethyl aceto­acetate)­zinc(II) was described as a thermal stabil­izer for polyvinyl halide resins (Backus & Wood, 1969[Backus, A. C. & Wood, L. L. (1969). US Patent 3453300.]). Our research group has been developing coordination compounds soluble in non-polar organic solvents, including metal complexes of aceto­acetic acid esters (Koval et al., 2008[Koval, L. I., Dzyuba, V. I., Ilnitska, O. L. & Pekhnyo, V. I. (2008). Tetrahedron Lett. 49, 1645-1647.]; Koval, Dzyuba et al., 2009[Koval, L. I., Dzyuba, V. I., Bon, V. V., Ilnitska, O. L. & Pekhnyo, V. I. (2009). Polyhedron, 28, 2698-2702.]; Koval, Rusanov et al., 2009[Koval, L. I., Rusanov, E. B., Ilnitska, E. L., Dzyuba, V. I. & Pekhnyo, V. I. (2009). Russ. J. Inorg. Chem. 54, 1931-1935.]), which can potentially be used as environmentally friendly additives for industrial products.

[Scheme 1]

2. Structural commentary

The crystal structure of the zinc complex synthesized in our group with the formula [Zn{ZnL3}2], where L is a deproton­ated tert-butyl aceto­acetate ligand, is presented here (Fig. 1[link]). In the applied labelling scheme, symmetric independence of the three ligands is reflected in the suffixes A, B and C, whereas the atom numbers demonstrate the complete identity of their chemical structures and mode of coordination. The mol­ecules of the title complex are trinuclear with all three zinc(II) atoms arranged in a linear fashion. The mol­ecule is centrosymmetric with atom Zn1 located on an inversion centre; however, its non-crystallographic symmetry is higher as this mol­ecule approximates C3i symmetry. All ZnII cations are in a distorted octa­hedral environment formed by six O atoms. Both of the symmetry-equivalent terminal Zn2 atoms are chelated through the carbonyl O2 atoms of the ester groups and the enolate O1 atoms of the aceto groups of the tert-butyl aceto­acetate ligands A, B and C. The six-membered chelate rings are virtually planar with r.m.s. deviations of 0.0257, 0.0221 and 0.0378 Å, respectively. The range of Zn2—O1 bond lengths is 2.0947 (12)–2.1160 (13) Å and these bonds are longer then Zn2—O2 bonds [2.0129 (13)–2.0365 (13) Å] (Table 1[link]).

Table 1
Selected bond lengths (Å)

O1A—Zn1 2.0913 (12) O2B—Zn2 2.0349 (13)
O1A—Zn2 2.1109 (12) O1C—Zn2 2.0947 (12)
O2A—Zn2 2.0129 (13) O1C—Zn1 2.1054 (12)
O1B—Zn1 2.0945 (12) O2C—Zn2 2.0365 (13)
O1B—Zn2 2.1160 (13)    
[Figure 1]
Figure 1
The mol­ecular structure of the title compound, showing 50% probability displacement ellipsoids. H atoms have been omitted for clarity. Unlabelled atoms are related by the symmetry operation (−x, 1 − y, −z).

Two [Zn(L)3]− units are connected to the central Zn1 atom via six bridging enolate O atoms, forming a neutral {Zn[ZnL3]2} mol­ecule. The crystal of this complex is related to that of the complex formed by tert-butyl aceto­acetate with NiII (Döhring et al., 1997[Döhring, A., Goddard, R., Jolly, P. W., Krüger, C. & Polyakov, V. R. (1997). Inorg. Chem. 36, 177-183.]). Very similar complexes of MgII, but with crystallographic C3i symmetry, have been reported with ethyl aceto­acetate (Petrov et al., 1992[Petrov, G., Alexiev, A., Angelova, O. & Macicek, J. (1992). J. Coord. Chem. 25, 101-110.]) and with adamantan-1-yl aceto­acetate (Koval, Dzyuba et al., 2009[Koval, L. I., Dzyuba, V. I., Bon, V. V., Ilnitska, O. L. & Pekhnyo, V. I. (2009). Polyhedron, 28, 2698-2702.]). A common feature of these complexes is that the metal bonds to the carbonyl groups are shorter then those to the bridging enolate groups, whereas in mononuclear complexes an opposite trend has been found (Barclay & Cooper, 1965[Barclay, G. A. & Cooper, A. (1965). J. Chem. Soc. pp. 3746-3751.]; Hall et al., 1966[Hall, D., McKinnon, A. J. & Waters, T. N. (1966). J. Chem. Soc. A, pp. 615-616.]; Fawcett et al., 1997[Fawcett, J., Kemmitt, R. D. W., Russell, D. R. & Singh, K. (1997). Acta Cryst. C53, 1422-1424.]; Koval, Rusanov et al., 2009[Koval, L. I., Rusanov, E. B., Ilnitska, E. L., Dzyuba, V. I. & Pekhnyo, V. I. (2009). Russ. J. Inorg. Chem. 54, 1931-1935.]). Thus, there is enough evidence to suggest that ketoesters always form {M[ML3]2} complexes with bridging enolate oxygen atoms with divalent metals with coordination number 6 when there are no other ligands able to coordinate to the central atom.

3. Supra­molecular features

There are no short inter­molecular contacts between neighbouring mol­ecules in the crystal. The mol­ecules are closely packed into ([\overline{1}]01) layers (Fig. 2[link]). The mol­ecules within the layers are arranged so that their tert-butyl ends are directed towards the central parts of neighbouring mol­ecules (Fig. 3[link]).

[Figure 2]
Figure 2
The crystal packing of the title compound, in a projection along the b axis. H atoms have been omitted for clarity.
[Figure 3]
Figure 3
View of a mol­ecular layer in the title compound, in a projection along the a axis. H atoms have been omitted for clarity.

4. Synthesis and crystallization

To a solution of tert-butyl aceto­acetate (0.01 mol) in 100 ml of toluene was added dropwise 5 ml of a 1 M solution of Zn(C2H5)2 (0.005 mol) in hexane. The procedure was carried out under an argon atmosphere at 233 K with vigorous stirring. The stirring under the argon atmosphere was stopped when the cooling bath (cyclo­hexa­none with solid CO2) reached room temperature. Next day, the reaction mixture was evaporated and a mobile yellowish liquid was obtained. After one day, a small amount of solid hydrolysis products precipitated from the liquid. The liquid was filtered off and hexane was added. A considerable amount of precipitate was obtained. The precipitate was filtered off and washed with toluene. Crystals suitable for X-ray diffraction analysis were obtained by very slow evaporation of the solvent from the filtrate at room temperature.

5. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2[link]. All H atoms were placed in geometrically idealized positions and constrained to ride on C atoms, with C—H bonds for the vinyl and methyl groups of 0.95 and 0.98 Å, respectively, with Uiso(Hvin­yl) = 1.2Ueq(C) and Uiso(Hmethyl) = 1.5Ueq(C). The methyl groups were allowed to rotate freely about the C—C bonds.

Table 2
Experimental details

Crystal data
Chemical formula [Zn3(C8H13O3)6]
Mr 1139.21
Crystal system, space group Monoclinic, P21/n
Temperature (K) 100
a, b, c (Å) 9.7816 (2), 16.9347 (4), 17.5319 (4)
β (°) 101.096 (1)
V (Å3) 2849.84 (11)
Z 2
Radiation type Mo Kα
μ (mm−1) 1.32
Crystal size (mm) 0.19 × 0.18 × 0.16
 
Data collection
Diffractometer Bruker APEXII CCD
Absorption correction Multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.])
Tmin, Tmax 0.792, 0.814
No. of measured, independent and observed [I > 2σ(I)] reflections 46427, 6684, 5163
Rint 0.055
(sin θ/λ)max (Å−1) 0.658
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.065, 1.01
No. of reflections 6684
No. of parameters 325
H-atom treatment H-atom parameters constrained
Δρmax, Δρmin (e Å−3) 0.50, −0.44
Computer programs: APEX2 and SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]), SHELXS97, SHELXL97 and SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) and publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supporting information

CCDC reference: 997496

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536814024337/gk2617sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536814024337/gk2617Isup2.hkl

checkCIF report


Chemical context top

β-Di­carbonyl complexes of zinc are used to obtain ZnO films by metal-organic chemical vapour deposition (MOCVD) processes (Matthews et al., 2006) and in catalysis of organic reactions (Mimoun, 2001). There are only a few reports related to the complexes of β-ketoesters with zinc and bis­(ethyl aceto­acetate)­zinc(II) was described as a thermal stabilizer for polyvinyl halide resins (Backus & Wood, 1969). Our research group has been developing coordination compounds soluble in non-polar organic solvents, including metal complexes of aceto­acetic acid esters (Koval et al., 2008; Koval, Dzyuba et al., 2009; Koval, Rusanov et al., 2009), which can potentially be used as environmentally friendly additives for industrial products.

Structural commentary top

The crystal structure of the zinc complex synthesized in our group with the formula [Zn{ZnL3}2], where L is a deprotonated tert-butyl aceto­acetate ligand, is presented here (Fig. 1). In the applied labelling scheme, symmetric independence of the three ligands is reflected in the suffixes A, B and C, whereas the atom numbers demonstrate the complete identity of their chemical structures and mode of coordination. The molecules of the title complex are trinuclear with all three zinc(II) atoms arranged in a linear fashion. The molecule is centrosymmetric with atom Zn1 located on an inversion centre; however, the non-crystallographic symmetry is higher as this molecule approximates C3i symmetry. All Zn cations are in a distorted o­cta­hedral environment formed by six O atoms. Both of the symmetry-equivalent terminal Zn2 atoms are chelated through the carbonyl O2 atoms of the ester groups and the enolate O1 atoms of the aceto groups of the tert-butyl aceto­acetate ligands A, B and C. The six-membered chelate rings are virtually planar with r.m.s. deviations of 0.???, 0.??? and 0.??? Å, respectively. The range of Zn2—O1 bond lengths is 2.0947 (12)–2.1160 (13) Å and these bonds are longer then Zn2—O2 bonds [2.0129 (13)–2.0365 (13) Å] (Table 1).

Two [Zn(L)3]- units are connected to the central Zn1 atom via six bridging enolate O atoms forming a neutral {Zn[ZnL3]2} molecule. The crystal of this complex is nearly isostructural with the complex formed by tert-butyl aceto­acetate with NiII (Döhring et al., 1997). Very similar complexes of MgII, but with crystallographic C3i symmetry, were reported with ethyl aceto­acetate (Petrov et al., 1992) and with adamantan-1-yl aceto­acetate (Koval, Dzyuba et al., 2009). A common feature of these complexes is that the metal bonds to the carbonyl groups are shorter then to the bridging enolate groups, whereas in mononuclear complexes an opposite trend has been found (Barclay & Cooper, 1965; Fawcett et al., 1997; Koval, Rusanov et al., 2009). Thus, there is enough evidence to suggest that ketoesters always form complexes {M[ML3]2} with bridging enolate oxygen atoms with divalent metals with coordination number 6 when there are no other ligands able to coordinate to the central atom.

Supra­molecular features top

There are no short inter­molecular contacts between neighbouring molecules in the crystal. The molecules are closely packed into (101) layers (Fig. 2). The molecules within the layers are arranged so that their tert-butyl ends are directed towards the central parts of neighbouring molecules (Fig. 3).

Synthesis and crystallization top

To a solution of tert-butyl aceto­acetate (0.01 mol) in 100 ml of toluene was added dropwise 5 ml of a 1 M solution of Zn(C2H5)2 (0.005 mol) in hexane. The procedure was carried out in an argon atmosphere at 233 K with vigorous stirring. The stirring under the argon atmosphere was stopped when the cooling bath (cyclo­hexanone with solid CO2) reached room temperature. Next day, the reaction mixture was evaporated and a mobile yellowish liquid was obtained. After one day, a small amount of solid hydrolysis products precipitated from the liquid. The liquid was filtered off and hexane was added. A considerable amount of precipitate was obtained. The precipitate was filtered off and washed with toluene. Crystals suitable for X-ray diffraction analysis were obtained by very slow evaporation of the solvent from the filtrate at room temperature.

Refinement top

Crystal data, data collection and structure refinement details are summarized in Table 2. All H atoms were placed in geometrically idealized positions and constrained to ride on C atoms, with C—H bonds for the vinyl and methyl groups of 0.95 and 0.98 Å, respectively, and Uiso(Hvinyl) = 1.2 or Ueq(C). The methyl groups were allowed to rotate freely about the C—C bonds.

Related literature top

For general background to coordination chemistry of ketoesters, see: Barclay & Cooper (1965); Döhring et al. (1997); Fawcett et al. (1997); Hall et al. (1966); Koval, Dzyuba et al. (2009); Koval, Rusanov et al. (2009); Petrov et al. (1992). For the properties of Zinc complexes with β-dicarbonyl ligands, which are useful for practical use, see: Backus (US Pat. 1969); Matthews et al. (2006); Mimoun (US Pat., 2001).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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) and publCIF (Westrip, 2010).

Figures top
The molecular structure of the title compound, showing 50% probability displacement ellipsoids. H atoms have been omitted for clarity. Unlabelled atoms are related by the symmetry operation (-x, -y, -z).

The crystal packing of the title compound, in a projection along the b axis. H atoms have been omitted for clarity.

View of a molecular layer in the title compound, in a projection along the a axis. H atoms have been omitted for clarity.
Hexakis(µ2-4-tert-butoxy-4-oxobut-2-en-2-olato)-1:3κ9O2,O4:O2; 2:3κ9O2,O4:O2-trizinc, top
Crystal data top
[Zn3(C8H13O3)6]F(000) = 1200
Mr = 1139.21Dx = 1.328 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9910 reflections
a = 9.7816 (2) Åθ = 2.2–27.4°
b = 16.9347 (4) ŵ = 1.32 mm−1
c = 17.5319 (4) ÅT = 100 K
β = 101.096 (1)°Block, colourless
V = 2849.84 (11) Å30.19 × 0.18 × 0.16 mm
Z = 2
Data collection top
Bruker APEXII CCD
diffractometer		6684 independent reflections
Radiation source: fine-focus sealed tube5163 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.055
ϕ and ω scansθmax = 27.9°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		h = −12→12
Tmin = 0.792, Tmax = 0.814k = −22→22
46427 measured reflectionsl = −22→22
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.065H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0222P)2 + 1.7611P]
where P = (Fo2 + 2Fc2)/3
6684 reflections(Δ/σ)max < 0.001
325 parametersΔρmax = 0.50 e Å−3
0 restraintsΔρmin = −0.44 e Å−3
Crystal data top
[Zn3(C8H13O3)6]V = 2849.84 (11) Å3
Mr = 1139.21Z = 2
Monoclinic, P21/nMo Kα radiation
a = 9.7816 (2) ŵ = 1.32 mm−1
b = 16.9347 (4) ÅT = 100 K
c = 17.5319 (4) Å0.19 × 0.18 × 0.16 mm
β = 101.096 (1)°
Data collection top
Bruker APEXII CCD
diffractometer		6684 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		5163 reflections with I > 2σ(I)
Tmin = 0.792, Tmax = 0.814Rint = 0.055
46427 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0350 restraints
wR(F2) = 0.065H-atom parameters constrained
S = 1.01Δρmax = 0.50 e Å−3
6684 reflectionsΔρmin = −0.44 e Å−3
325 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
C1A−0.2103 (2)0.39839 (11)0.11604 (11)0.0177 (4)
H1A1−0.25510.40940.06210.026*
H1A2−0.28190.39010.14740.026*
H1A3−0.15270.35080.11780.026*
C2A−0.1204 (2)0.46710 (11)0.14789 (10)0.0147 (4)
C3A−0.1531 (2)0.51102 (11)0.20747 (11)0.0165 (4)
H3A−0.23620.49810.22530.020*
C4A−0.0711 (2)0.57495 (11)0.24470 (11)0.0177 (4)
C5A−0.0464 (2)0.66654 (13)0.35512 (13)0.0292 (5)
C6A−0.0251 (3)0.74038 (14)0.31017 (16)0.0435 (7)
H6A10.04070.72930.27590.065*
H6A20.01220.78250.34660.065*
H6A3−0.11450.75720.27890.065*
C7A0.0896 (3)0.63136 (17)0.39849 (14)0.0413 (7)
H7A10.07070.58080.42170.062*
H7A20.13280.66780.43960.062*
H7A30.15280.62280.36220.062*
C8A−0.1445 (3)0.68326 (16)0.41048 (14)0.0411 (7)
H8A1−0.23390.70210.38100.062*
H8A2−0.10370.72370.44800.062*
H8A3−0.15930.63470.43820.062*
O1A−0.01240 (13)0.47876 (7)0.11598 (7)0.0143 (3)
O2A0.03767 (14)0.60180 (8)0.22911 (8)0.0189 (3)
O3A−0.12417 (14)0.60575 (8)0.30361 (8)0.0234 (3)
C1B−0.1038 (2)0.70210 (12)−0.05633 (12)0.0229 (5)
H1B1−0.11160.6594−0.09470.034*
H1B2−0.08300.7518−0.08040.034*
H1B3−0.19190.7072−0.03800.034*
C2B0.0115 (2)0.68343 (11)0.01130 (11)0.0161 (4)
C3B0.1147 (2)0.73757 (11)0.03455 (11)0.0192 (4)
H3B0.10920.78630.00720.023*
C4B0.2302 (2)0.72621 (12)0.09693 (11)0.0196 (4)
C5B0.4513 (2)0.78613 (15)0.16194 (13)0.0324 (6)
C6B0.5420 (3)0.71543 (17)0.15398 (16)0.0478 (7)
H6B10.49630.66730.16740.072*
H6B20.63230.72140.18910.072*
H6B30.55630.71180.10030.072*
C7B0.4136 (3)0.79200 (16)0.24149 (13)0.0397 (6)
H7B10.35190.83740.24280.060*
H7B20.49860.79890.28090.060*
H7B30.36600.74360.25230.060*
C8B0.5207 (3)0.86205 (17)0.14291 (15)0.0479 (7)
H8B10.54040.85860.09030.072*
H8B20.60810.86970.18030.072*
H8B30.45840.90680.14590.072*
O1B0.00269 (13)0.61522 (7)0.04371 (7)0.0155 (3)
O2B0.24966 (14)0.67060 (8)0.14360 (8)0.0213 (3)
O3B0.32375 (16)0.78496 (8)0.10134 (8)0.0262 (3)
C1C0.3522 (2)0.42764 (12)−0.00817 (11)0.0202 (4)
H1C10.26790.4021−0.03690.030*
H1C20.42590.38810.00590.030*
H1C30.38300.4684−0.04080.030*
C2C0.3212 (2)0.46499 (11)0.06449 (11)0.0156 (4)
C3C0.4103 (2)0.45240 (12)0.13380 (11)0.0184 (4)
H3C0.49140.42190.13260.022*
C4C0.3921 (2)0.48114 (11)0.20774 (11)0.0173 (4)
C5C0.5028 (2)0.48454 (13)0.34655 (11)0.0241 (5)
C6C0.3813 (3)0.44889 (15)0.37630 (13)0.0361 (6)
H6C10.29440.47340.34970.054*
H6C20.39310.45820.43240.054*
H6C30.37770.39190.36620.054*
C7C0.5079 (3)0.57363 (14)0.35287 (13)0.0332 (6)
H7C10.58250.59390.32810.050*
H7C20.52610.58900.40780.050*
H7C30.41850.59580.32680.050*
C8C0.6401 (3)0.44877 (17)0.38744 (13)0.0414 (7)
H8C10.63690.39130.38070.062*
H8C20.65550.46150.44300.062*
H8C30.71650.47050.36500.062*
O1C0.21038 (13)0.50872 (7)0.05551 (7)0.0145 (3)
O2C0.29297 (14)0.52003 (8)0.22220 (7)0.0190 (3)
O3C0.49833 (14)0.46044 (9)0.26487 (7)0.0224 (3)
Zn10.00000.50000.00000.01268 (8)
Zn20.13652 (2)0.569725 (13)0.143328 (12)0.01373 (6)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C1A0.0141 (10)0.0179 (10)0.0215 (10)−0.0006 (8)0.0048 (8)−0.0010 (8)
C2A0.0126 (10)0.0164 (9)0.0136 (9)0.0025 (8)−0.0009 (8)0.0034 (8)
C3A0.0109 (10)0.0210 (10)0.0181 (10)−0.0011 (8)0.0044 (8)−0.0014 (8)
C4A0.0170 (11)0.0199 (10)0.0161 (10)0.0056 (8)0.0030 (8)0.0000 (8)
C5A0.0246 (13)0.0342 (13)0.0299 (12)−0.0067 (10)0.0080 (10)−0.0206 (10)
C6A0.0477 (17)0.0286 (13)0.0594 (18)−0.0070 (12)0.0230 (14)−0.0190 (12)
C7A0.0283 (14)0.0616 (17)0.0322 (13)−0.0047 (13)0.0013 (11)−0.0212 (13)
C8A0.0341 (15)0.0528 (16)0.0400 (14)−0.0087 (12)0.0164 (12)−0.0289 (13)
O1A0.0111 (7)0.0171 (7)0.0148 (7)−0.0019 (5)0.0025 (5)−0.0005 (5)
O2A0.0153 (8)0.0217 (7)0.0205 (7)−0.0023 (6)0.0056 (6)−0.0053 (6)
O3A0.0185 (8)0.0303 (8)0.0233 (8)−0.0032 (6)0.0086 (6)−0.0120 (6)
C1B0.0229 (12)0.0210 (10)0.0234 (11)0.0020 (9)0.0008 (9)0.0035 (9)
C2B0.0155 (10)0.0157 (9)0.0189 (10)0.0026 (8)0.0076 (8)−0.0005 (8)
C3B0.0239 (12)0.0163 (10)0.0185 (10)−0.0011 (8)0.0068 (9)0.0004 (8)
C4B0.0213 (12)0.0200 (10)0.0195 (10)−0.0048 (9)0.0091 (9)−0.0084 (8)
C5B0.0260 (13)0.0453 (14)0.0257 (12)−0.0196 (11)0.0041 (10)−0.0120 (11)
C6B0.0231 (14)0.0657 (19)0.0529 (17)−0.0094 (13)0.0036 (12)−0.0180 (15)
C7B0.0401 (16)0.0516 (16)0.0268 (13)−0.0213 (13)0.0051 (11)−0.0135 (12)
C8B0.0465 (17)0.0585 (18)0.0406 (15)−0.0358 (15)0.0129 (13)−0.0154 (13)
O1B0.0140 (7)0.0139 (6)0.0181 (7)−0.0001 (5)0.0023 (6)−0.0006 (5)
O2B0.0201 (8)0.0214 (7)0.0213 (7)−0.0061 (6)0.0009 (6)−0.0016 (6)
O3B0.0282 (9)0.0270 (8)0.0235 (8)−0.0154 (7)0.0055 (7)−0.0061 (6)
C1C0.0163 (11)0.0242 (10)0.0199 (10)0.0033 (9)0.0029 (8)−0.0028 (9)
C2C0.0105 (10)0.0150 (9)0.0221 (10)−0.0025 (8)0.0051 (8)−0.0002 (8)
C3C0.0127 (10)0.0225 (10)0.0198 (10)0.0044 (8)0.0024 (8)−0.0014 (8)
C4C0.0139 (11)0.0179 (10)0.0189 (10)−0.0014 (8)−0.0001 (8)0.0037 (8)
C5C0.0205 (12)0.0362 (13)0.0136 (10)0.0052 (9)−0.0018 (9)0.0002 (9)
C6C0.0389 (15)0.0461 (15)0.0232 (12)−0.0007 (12)0.0060 (11)0.0085 (10)
C7C0.0307 (14)0.0380 (13)0.0270 (12)−0.0034 (11)−0.0044 (10)−0.0067 (10)
C8C0.0358 (15)0.0634 (18)0.0208 (12)0.0200 (13)−0.0054 (11)0.0003 (12)
O1C0.0100 (7)0.0175 (7)0.0153 (7)0.0013 (5)0.0008 (5)−0.0022 (5)
O2C0.0152 (8)0.0240 (7)0.0167 (7)0.0039 (6)0.0006 (6)−0.0015 (6)
O3C0.0168 (8)0.0319 (8)0.0161 (7)0.0092 (6)−0.0027 (6)0.0001 (6)
Zn10.01010 (16)0.01458 (15)0.01283 (15)−0.00013 (13)0.00090 (12)−0.00181 (12)
Zn20.01023 (12)0.01621 (11)0.01412 (11)−0.00051 (9)0.00074 (8)−0.00224 (9)
Geometric parameters (Å, º) top
C1A—C2A1.500 (3)C6B—H6B30.9800
C1A—H1A10.9800C7B—H7B10.9800
C1A—H1A20.9800C7B—H7B20.9800
C1A—H1A30.9800C7B—H7B30.9800
C2A—O1A1.302 (2)C8B—H8B10.9800
C2A—C3A1.369 (3)C8B—H8B20.9800
C3A—C4A1.428 (3)C8B—H8B30.9800
C3A—H3A0.9500O1B—Zn12.0945 (12)
C4A—O2A1.235 (2)O1B—Zn22.1160 (13)
C4A—O3A1.347 (2)O2B—Zn22.0349 (13)
C5A—O3A1.480 (2)C1C—C2C1.505 (3)
C5A—C6A1.514 (3)C1C—H1C10.9800
C5A—C8A1.518 (3)C1C—H1C20.9800
C5A—C7A1.520 (3)C1C—H1C30.9800
C6A—H6A10.9800C2C—O1C1.297 (2)
C6A—H6A20.9800C2C—C3C1.369 (3)
C6A—H6A30.9800C3C—C4C1.428 (3)
C7A—H7A10.9800C3C—H3C0.9500
C7A—H7A20.9800C4C—O2C1.238 (2)
C7A—H7A30.9800C4C—O3C1.344 (2)
C8A—H8A10.9800C5C—O3C1.482 (2)
C8A—H8A20.9800C5C—C6C1.512 (3)
C8A—H8A30.9800C5C—C7C1.513 (3)
O1A—Zn12.0913 (12)C5C—C8C1.522 (3)
O1A—Zn22.1109 (12)C6C—H6C10.9800
O2A—Zn22.0129 (13)C6C—H6C20.9800
C1B—C2B1.505 (3)C6C—H6C30.9800
C1B—H1B10.9800C7C—H7C10.9800
C1B—H1B20.9800C7C—H7C20.9800
C1B—H1B30.9800C7C—H7C30.9800
C2B—O1B1.298 (2)C8C—H8C10.9800
C2B—C3B1.367 (3)C8C—H8C20.9800
C3B—C4B1.426 (3)C8C—H8C30.9800
C3B—H3B0.9500O1C—Zn22.0947 (12)
C4B—O2B1.238 (2)O1C—Zn12.1054 (12)
C4B—O3B1.344 (2)O2C—Zn22.0365 (13)
C5B—O3B1.475 (3)Zn1—O1Ai2.0913 (12)
C5B—C7B1.513 (3)Zn1—O1Bi2.0945 (12)
C5B—C6B1.513 (4)Zn1—O1Ci2.1054 (12)
C5B—C8B1.521 (3)Zn1—Zn2i2.8636 (2)
C6B—H6B10.9800Zn1—Zn22.8636 (2)
C6B—H6B20.9800
C2A—C1A—H1A1109.5C2C—C1C—H1C3109.5
C2A—C1A—H1A2109.5H1C1—C1C—H1C3109.5
H1A1—C1A—H1A2109.5H1C2—C1C—H1C3109.5
C2A—C1A—H1A3109.5O1C—C2C—C3C124.84 (18)
H1A1—C1A—H1A3109.5O1C—C2C—C1C115.93 (16)
H1A2—C1A—H1A3109.5C3C—C2C—C1C119.22 (17)
O1A—C2A—C3A124.97 (17)C2C—C3C—C4C125.66 (18)
O1A—C2A—C1A115.07 (16)C2C—C3C—H3C117.2
C3A—C2A—C1A119.94 (18)C4C—C3C—H3C117.2
C2A—C3A—C4A124.55 (18)O2C—C4C—O3C120.67 (17)
C2A—C3A—H3A117.7O2C—C4C—C3C127.38 (18)
C4A—C3A—H3A117.7O3C—C4C—C3C111.94 (17)
O2A—C4A—O3A120.16 (18)O3C—C5C—C6C110.16 (17)
O2A—C4A—C3A127.59 (18)O3C—C5C—C7C109.87 (17)
O3A—C4A—C3A112.25 (17)C6C—C5C—C7C113.0 (2)
O3A—C5A—C6A111.28 (18)O3C—C5C—C8C101.81 (16)
O3A—C5A—C8A101.87 (17)C6C—C5C—C8C111.08 (19)
C6A—C5A—C8A110.2 (2)C7C—C5C—C8C110.4 (2)
O3A—C5A—C7A109.28 (18)C5C—C6C—H6C1109.5
C6A—C5A—C7A112.9 (2)C5C—C6C—H6C2109.5
C8A—C5A—C7A110.7 (2)H6C1—C6C—H6C2109.5
C5A—C6A—H6A1109.5C5C—C6C—H6C3109.5
C5A—C6A—H6A2109.5H6C1—C6C—H6C3109.5
H6A1—C6A—H6A2109.5H6C2—C6C—H6C3109.5
C5A—C6A—H6A3109.5C5C—C7C—H7C1109.5
H6A1—C6A—H6A3109.5C5C—C7C—H7C2109.5
H6A2—C6A—H6A3109.5H7C1—C7C—H7C2109.5
C5A—C7A—H7A1109.5C5C—C7C—H7C3109.5
C5A—C7A—H7A2109.5H7C1—C7C—H7C3109.5
H7A1—C7A—H7A2109.5H7C2—C7C—H7C3109.5
C5A—C7A—H7A3109.5C5C—C8C—H8C1109.5
H7A1—C7A—H7A3109.5C5C—C8C—H8C2109.5
H7A2—C7A—H7A3109.5H8C1—C8C—H8C2109.5
C5A—C8A—H8A1109.5C5C—C8C—H8C3109.5
C5A—C8A—H8A2109.5H8C1—C8C—H8C3109.5
H8A1—C8A—H8A2109.5H8C2—C8C—H8C3109.5
C5A—C8A—H8A3109.5C2C—O1C—Zn2126.21 (12)
H8A1—C8A—H8A3109.5C2C—O1C—Zn1137.37 (12)
H8A2—C8A—H8A3109.5Zn2—O1C—Zn185.97 (5)
C2A—O1A—Zn1130.34 (11)C4C—O2C—Zn2126.63 (12)
C2A—O1A—Zn2126.49 (11)C4C—O3C—C5C121.54 (15)
Zn1—O1A—Zn285.91 (5)O1Ai—Zn1—O1A180.00 (7)
C4A—O2A—Zn2128.62 (13)O1Ai—Zn1—O1Bi78.67 (5)
C4A—O3A—C5A120.56 (16)O1A—Zn1—O1Bi101.33 (5)
C2B—C1B—H1B1109.5O1Ai—Zn1—O1B101.33 (5)
C2B—C1B—H1B2109.5O1A—Zn1—O1B78.67 (5)
H1B1—C1B—H1B2109.5O1Bi—Zn1—O1B180.00 (7)
C2B—C1B—H1B3109.5O1Ai—Zn1—O1Ci78.29 (5)
H1B1—C1B—H1B3109.5O1A—Zn1—O1Ci101.71 (5)
H1B2—C1B—H1B3109.5O1Bi—Zn1—O1Ci79.82 (5)
O1B—C2B—C3B125.05 (18)O1B—Zn1—O1Ci100.18 (5)
O1B—C2B—C1B115.42 (17)O1Ai—Zn1—O1C101.71 (5)
C3B—C2B—C1B119.53 (17)O1A—Zn1—O1C78.29 (5)
C2B—C3B—C4B124.67 (18)O1Bi—Zn1—O1C100.18 (5)
C2B—C3B—H3B117.7O1B—Zn1—O1C79.82 (5)
C4B—C3B—H3B117.7O1Ci—Zn1—O1C180.0
O2B—C4B—O3B120.59 (18)O1Ai—Zn1—Zn2i47.33 (3)
O2B—C4B—C3B127.44 (18)O1A—Zn1—Zn2i132.67 (3)
O3B—C4B—C3B111.98 (17)O1Bi—Zn1—Zn2i47.47 (3)
O3B—C5B—C7B110.05 (19)O1B—Zn1—Zn2i132.53 (3)
O3B—C5B—C6B110.66 (18)O1Ci—Zn1—Zn2i46.86 (3)
C7B—C5B—C6B112.9 (2)O1C—Zn1—Zn2i133.14 (3)
O3B—C5B—C8B101.83 (19)O1Ai—Zn1—Zn2132.67 (3)
C7B—C5B—C8B110.2 (2)O1A—Zn1—Zn247.33 (3)
C6B—C5B—C8B110.7 (2)O1Bi—Zn1—Zn2132.53 (3)
C5B—C6B—H6B1109.5O1B—Zn1—Zn247.47 (3)
C5B—C6B—H6B2109.5O1Ci—Zn1—Zn2133.14 (3)
H6B1—C6B—H6B2109.5O1C—Zn1—Zn246.86 (3)
C5B—C6B—H6B3109.5Zn2i—Zn1—Zn2180.000 (5)
H6B1—C6B—H6B3109.5O2A—Zn2—O2B96.37 (5)
H6B2—C6B—H6B3109.5O2A—Zn2—O2C90.60 (5)
C5B—C7B—H7B1109.5O2B—Zn2—O2C90.47 (6)
C5B—C7B—H7B2109.5O2A—Zn2—O1C164.90 (5)
H7B1—C7B—H7B2109.5O2B—Zn2—O1C98.71 (5)
C5B—C7B—H7B3109.5O2C—Zn2—O1C88.56 (5)
H7B1—C7B—H7B3109.5O2A—Zn2—O1A87.53 (5)
H7B2—C7B—H7B3109.5O2B—Zn2—O1A164.65 (5)
C5B—C8B—H8B1109.5O2C—Zn2—O1A104.37 (5)
C5B—C8B—H8B2109.5O1C—Zn2—O1A78.09 (5)
H8B1—C8B—H8B2109.5O2A—Zn2—O1B102.04 (5)
C5B—C8B—H8B3109.5O2B—Zn2—O1B86.91 (5)
H8B1—C8B—H8B3109.5O2C—Zn2—O1B167.30 (5)
H8B2—C8B—H8B3109.5O1C—Zn2—O1B79.57 (5)
C2B—O1B—Zn1131.79 (12)O1A—Zn2—O1B77.76 (5)
C2B—O1B—Zn2127.07 (12)O2A—Zn2—Zn1123.85 (4)
Zn1—O1B—Zn285.70 (5)O2B—Zn2—Zn1120.65 (4)
C4B—O2B—Zn2128.51 (13)O2C—Zn2—Zn1126.01 (4)
C4B—O3B—C5B121.57 (17)O1C—Zn2—Zn147.17 (3)
C2C—C1C—H1C1109.5O1A—Zn2—Zn146.76 (3)
C2C—C1C—H1C2109.5O1B—Zn2—Zn146.83 (3)
H1C1—C1C—H1C2109.5
O1A—C2A—C3A—C4A−1.7 (3)C4A—O2A—Zn2—O1A−4.92 (16)
C1A—C2A—C3A—C4A176.66 (18)C4A—O2A—Zn2—O1B72.01 (17)
C2A—C3A—C4A—O2A1.7 (3)C4A—O2A—Zn2—Zn126.37 (18)
C2A—C3A—C4A—O3A−177.40 (18)C4B—O2B—Zn2—O2A−103.74 (17)
C3A—C2A—O1A—Zn1−123.31 (18)C4B—O2B—Zn2—O2C165.60 (17)
C1A—C2A—O1A—Zn158.2 (2)C4B—O2B—Zn2—O1C76.99 (17)
C3A—C2A—O1A—Zn2−2.5 (3)C4B—O2B—Zn2—O1A0.3 (3)
C1A—C2A—O1A—Zn2179.04 (11)C4B—O2B—Zn2—O1B−1.96 (16)
O3A—C4A—O2A—Zn2−178.06 (12)C4B—O2B—Zn2—Zn132.11 (18)
C3A—C4A—O2A—Zn22.9 (3)C4C—O2C—Zn2—O2A173.95 (16)
O2A—C4A—O3A—C5A−6.0 (3)C4C—O2C—Zn2—O2B−89.67 (16)
C3A—C4A—O3A—C5A173.15 (17)C4C—O2C—Zn2—O1C9.03 (16)
C6A—C5A—O3A—C4A62.1 (2)C4C—O2C—Zn2—O1A86.35 (16)
C8A—C5A—O3A—C4A179.56 (18)C4C—O2C—Zn2—O1B−11.7 (3)
C7A—C5A—O3A—C4A−63.3 (2)C4C—O2C—Zn2—Zn139.83 (17)
O1B—C2B—C3B—C4B1.6 (3)C2C—O1C—Zn2—O2A−90.9 (2)
C1B—C2B—C3B—C4B−179.05 (19)Zn1—O1C—Zn2—O2A58.7 (2)
C2B—C3B—C4B—O2B−7.0 (3)C2C—O1C—Zn2—O2B86.27 (14)
C2B—C3B—C4B—O3B172.85 (18)Zn1—O1C—Zn2—O2B−124.14 (5)
C3B—C2B—O1B—Zn1−120.29 (19)C2C—O1C—Zn2—O2C−3.98 (14)
C1B—C2B—O1B—Zn160.3 (2)Zn1—O1C—Zn2—O2C145.61 (5)
C3B—C2B—O1B—Zn23.0 (3)C2C—O1C—Zn2—O1A−108.99 (14)
C1B—C2B—O1B—Zn2−176.35 (12)Zn1—O1C—Zn2—O1A40.60 (4)
O3B—C4B—O2B—Zn2−173.15 (12)C2C—O1C—Zn2—O1B171.47 (15)
C3B—C4B—O2B—Zn26.6 (3)Zn1—O1C—Zn2—O1B−38.93 (4)
O2B—C4B—O3B—C5B−0.8 (3)C2C—O1C—Zn2—Zn1−149.59 (16)
C3B—C4B—O3B—C5B179.42 (17)C2A—O1A—Zn2—O2A4.72 (14)
C7B—C5B—O3B—C4B−63.1 (3)Zn1—O1A—Zn2—O2A143.70 (5)
C6B—C5B—O3B—C4B62.3 (3)C2A—O1A—Zn2—O2B−100.5 (2)
C8B—C5B—O3B—C4B−179.99 (18)Zn1—O1A—Zn2—O2B38.5 (2)
O1C—C2C—C3C—C4C3.9 (3)C2A—O1A—Zn2—O2C94.71 (14)
C1C—C2C—C3C—C4C−177.37 (18)Zn1—O1A—Zn2—O2C−126.32 (5)
C2C—C3C—C4C—O2C1.8 (3)C2A—O1A—Zn2—O1C−179.91 (15)
C2C—C3C—C4C—O3C−178.79 (19)Zn1—O1A—Zn2—O1C−40.94 (4)
C3C—C2C—O1C—Zn2−1.0 (3)C2A—O1A—Zn2—O1B−98.16 (14)
C1C—C2C—O1C—Zn2−179.76 (12)Zn1—O1A—Zn2—O1B40.81 (4)
C3C—C2C—O1C—Zn1−132.84 (18)C2A—O1A—Zn2—Zn1−138.97 (16)
C1C—C2C—O1C—Zn148.4 (2)C2B—O1B—Zn2—O2A93.17 (15)
O3C—C4C—O2C—Zn2171.06 (12)Zn1—O1B—Zn2—O2A−125.50 (5)
C3C—C4C—O2C—Zn2−9.6 (3)C2B—O1B—Zn2—O2B−2.68 (14)
O2C—C4C—O3C—C5C−1.3 (3)Zn1—O1B—Zn2—O2B138.64 (5)
C3C—C4C—O3C—C5C179.26 (17)C2B—O1B—Zn2—O2C−81.0 (3)
C6C—C5C—O3C—C4C62.8 (2)Zn1—O1B—Zn2—O2C60.3 (2)
C7C—C5C—O3C—C4C−62.3 (2)C2B—O1B—Zn2—O1C−102.13 (15)
C8C—C5C—O3C—C4C−179.26 (19)Zn1—O1B—Zn2—O1C39.19 (5)
C2A—O1A—Zn1—O1Bi−84.97 (15)C2B—O1B—Zn2—O1A177.93 (15)
Zn2—O1A—Zn1—O1Bi138.85 (5)Zn1—O1B—Zn2—O1A−40.75 (4)
C2A—O1A—Zn1—O1B95.03 (15)C2B—O1B—Zn2—Zn1−141.32 (16)
Zn2—O1A—Zn1—O1B−41.15 (5)O1Ai—Zn1—Zn2—O2A134.58 (7)
C2A—O1A—Zn1—O1Ci−3.17 (16)O1A—Zn1—Zn2—O2A−45.42 (7)
Zn2—O1A—Zn1—O1Ci−139.35 (4)O1Bi—Zn1—Zn2—O2A−106.54 (7)
C2A—O1A—Zn1—O1C176.83 (16)O1B—Zn1—Zn2—O2A73.46 (7)
Zn2—O1A—Zn1—O1C40.65 (4)O1Ci—Zn1—Zn2—O2A15.54 (7)
C2A—O1A—Zn1—Zn2i−43.82 (16)O1C—Zn1—Zn2—O2A−164.46 (7)
Zn2—O1A—Zn1—Zn2i180.0O1Ai—Zn1—Zn2—O2B11.04 (7)
C2A—O1A—Zn1—Zn2136.18 (16)O1A—Zn1—Zn2—O2B−168.96 (7)
C2B—O1B—Zn1—O1Ai−0.92 (17)O1Bi—Zn1—Zn2—O2B129.92 (7)
Zn2—O1B—Zn1—O1Ai−138.95 (4)O1B—Zn1—Zn2—O2B−50.08 (7)
C2B—O1B—Zn1—O1A179.08 (17)O1Ci—Zn1—Zn2—O2B−108.01 (7)
Zn2—O1B—Zn1—O1A41.05 (5)O1C—Zn1—Zn2—O2B71.99 (7)
C2B—O1B—Zn1—O1Ci−80.89 (16)O1Ai—Zn1—Zn2—O2C−105.22 (7)
Zn2—O1B—Zn1—O1Ci141.08 (4)O1A—Zn1—Zn2—O2C74.78 (7)
C2B—O1B—Zn1—O1C99.11 (16)O1Bi—Zn1—Zn2—O2C13.66 (7)
Zn2—O1B—Zn1—O1C−38.92 (4)O1B—Zn1—Zn2—O2C−166.34 (7)
C2B—O1B—Zn1—Zn2i−41.97 (18)O1Ci—Zn1—Zn2—O2C135.74 (7)
Zn2—O1B—Zn1—Zn2i180.0O1C—Zn1—Zn2—O2C−44.26 (7)
C2B—O1B—Zn1—Zn2138.03 (18)O1Ai—Zn1—Zn2—O1C−60.95 (7)
C2C—O1C—Zn1—O1Ai−78.11 (18)O1A—Zn1—Zn2—O1C119.05 (7)
Zn2—O1C—Zn1—O1Ai138.97 (4)O1Bi—Zn1—Zn2—O1C57.93 (7)
C2C—O1C—Zn1—O1A101.89 (18)O1B—Zn1—Zn2—O1C−122.07 (7)
Zn2—O1C—Zn1—O1A−41.03 (4)O1Ci—Zn1—Zn2—O1C180.0
C2C—O1C—Zn1—O1Bi2.29 (18)O1Ai—Zn1—Zn2—O1A180.0
Zn2—O1C—Zn1—O1Bi−140.63 (5)O1Bi—Zn1—Zn2—O1A−61.12 (7)
C2C—O1C—Zn1—O1B−177.71 (18)O1B—Zn1—Zn2—O1A118.88 (7)
Zn2—O1C—Zn1—O1B39.37 (5)O1Ci—Zn1—Zn2—O1A60.95 (7)
C2C—O1C—Zn1—Zn2i−37.08 (19)O1C—Zn1—Zn2—O1A−119.05 (7)
Zn2—O1C—Zn1—Zn2i180.0O1Ai—Zn1—Zn2—O1B61.12 (7)
C2C—O1C—Zn1—Zn2142.92 (19)O1A—Zn1—Zn2—O1B−118.88 (7)
C4A—O2A—Zn2—O2B160.19 (16)O1Bi—Zn1—Zn2—O1B180.0
C4A—O2A—Zn2—O2C−109.27 (17)O1Ci—Zn1—Zn2—O1B−57.93 (7)
C4A—O2A—Zn2—O1C−22.6 (3)O1C—Zn1—Zn2—O1B122.07 (7)
Symmetry code: (i) −x, −y+1, −z.
Selected bond lengths (Å) top
O1A—Zn12.0913 (12)O2B—Zn22.0349 (13)
O1A—Zn22.1109 (12)O1C—Zn22.0947 (12)
O2A—Zn22.0129 (13)O1C—Zn12.1054 (12)
O1B—Zn12.0945 (12)O2C—Zn22.0365 (13)
O1B—Zn22.1160 (13)

Experimental details

Crystal data
Chemical formula[Zn3(C8H13O3)6]
Mr1139.21
Crystal system, space groupMonoclinic, P21/n
Temperature (K)100
a, b, c (Å)9.7816 (2), 16.9347 (4), 17.5319 (4)
β (°) 101.096 (1)
V (Å3)2849.84 (11)
Z2
Radiation typeMo Kα
µ (mm−1)1.32
Crystal size (mm)0.19 × 0.18 × 0.16
Data collection
DiffractometerBruker APEXII CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2001)
Tmin, Tmax0.792, 0.814
No. of measured, independent and
observed [I > 2σ(I)] reflections		46427, 6684, 5163
Rint0.055
(sin θ/λ)max (Å−1)0.658
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.065, 1.01
No. of reflections6684
No. of parameters325
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)0.50, −0.44

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010).

 

Acknowledgements

The authors are deeply grateful to Dr Eduard B. Rusanov from the Laboratory of X-ray Structural Investigations, Institute of Organic Chemistry of the Ukrainian NAS, for valuable advice on the structure solution and preparation of the materials. Also, the authors acknowledge the assistance by Mr Valeriy I. Dzyuba from the V. I. Vernadskii Institute of General and Inorganic Chemistry of the Ukrainian NAS for carrying out the synthesis under anaerobic conditions.

References

First citationBackus, A. C. & Wood, L. L. (1969). US Patent 3453300.  Google Scholar
 First citationBarclay, G. A. & Cooper, A. (1965). J. Chem. Soc. pp. 3746–3751.  CrossRef Web of Science Google Scholar
 First citationBruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
 First citationBruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
 First citationDöhring, A., Goddard, R., Jolly, P. W., Krüger, C. & Polyakov, V. R. (1997). Inorg. Chem. 36, 177–183.  Google Scholar
 First citationFawcett, J., Kemmitt, R. D. W., Russell, D. R. & Singh, K. (1997). Acta Cryst. C53, 1422–1424.  CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
 First citationHall, D., McKinnon, A. J. & Waters, T. N. (1966). J. Chem. Soc. A, pp. 615–616.  CSD CrossRef Web of Science Google Scholar
 First citationKoval, L. I., Dzyuba, V. I., Bon, V. V., Ilnitska, O. L. & Pekhnyo, V. I. (2009). Polyhedron, 28, 2698–2702.  Web of Science CSD CrossRef CAS Google Scholar
 First citationKoval, L. I., Dzyuba, V. I., Ilnitska, O. L. & Pekhnyo, V. I. (2008). Tetrahedron Lett. 49, 1645–1647.  Web of Science CrossRef CAS Google Scholar
 First citationKoval, L. I., Rusanov, E. B., Ilnitska, E. L., Dzyuba, V. I. & Pekhnyo, V. I. (2009). Russ. J. Inorg. Chem. 54, 1931–1935.  Web of Science CrossRef Google Scholar
 First citationMatthews, J. S., Onakoya, O. O., Ouattara, T. S. & Butcher, R. J. (2006). Dalton Trans. pp. 3806–3811.  Web of Science CSD CrossRef Google Scholar
 First citationMimoun, H. (2001). US Patent Appl. No. 09/836,682; Pub. No. US 2001/0034464 A1.  Google Scholar
 First citationPetrov, G., Alexiev, A., Angelova, O. & Macicek, J. (1992). J. Coord. Chem. 25, 101–110.  CrossRef CAS Google Scholar
 First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationWestrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.  Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 70| Part 12| December 2014| Pages 483-485
doi:10.1107/S1600536814024337
Follow Acta Cryst. E
Sign up for e-alerts
E-alerts
Follow Acta Cryst. on Twitter
Twitter
Follow us on facebook
Facebook
Sign up for RSS feeds
RSS