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Acta Crystallogr Sect E Struct Rep Online. 2009 July 1; 65(Pt 7): m712–m713.
Published online 2009 June 6. doi:  10.1107/S1600536809020157
PMCID: PMC2969311

Bis(acetato-κO)bis­(μ3-quinolin-8-olato-κ4 N,O:O:O)tetra­kis(μ2-quinolin-8-olato-κ3 N,O:O)tetra­zinc(II) dihydrate

Abstract

In the centrosymmetric title compound, [Zn4(C9H6NO)6(C2H3O2)2]·2H2O, the ZnII atom that is bonded to one O atom of the acetate group is chelated by a quinolin-8-olate anion. This Zn atom is also bonded to the oxide O atoms of two other quinolin-8-olate anions, which themselves engage in chelation to the other ZnII atoms. The ZnII atom is five-coordinate in a square-pyramidal coordination geometry. The second ZnII atom is six-coordinate as it is linked to two oxide O atoms of the anions that chelate to the acetate-bound metal atom, and is chelated by two quinolin-8-olate ligands. The uncoordinated water mol­ecule is disordered over two positions in a 4:1 ratio. O—H(...)O hydrogen bonds between the water molecules and the free O atoms of the carboxylate groups consolidate the crystal packing.

Related literature

For previous studies of the zinc derivatives of 8-hydroxy­quinoline, see: Sattarzadeh et al. (2009a [triangle],b [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-0m712-scheme1.jpg

Experimental

Crystal data

  • [Zn4(C9H6NO)6(C2H3O2)2]·2H2O
  • M r = 1280.49
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m712-efi1.jpg
  • a = 11.3313 (3) Å
  • b = 11.8367 (3) Å
  • c = 13.5379 (3) Å
  • α = 111.070 (2)°
  • β = 107.740 (2)°
  • γ = 112.579 (2)°
  • V = 1342.16 (6) Å3
  • Z = 1
  • Mo Kα radiation
  • μ = 1.84 mm−1
  • T = 100 K
  • 0.15 × 0.10 × 0.05 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.657, T max = 0.746 (expected range = 0.803–0.912)
  • 12632 measured reflections
  • 6146 independent reflections
  • 4418 reflections with I > 2σ(I)
  • R int = 0.037

Refinement

  • R[F 2 > 2σ(F 2)] = 0.039
  • wR(F 2) = 0.102
  • S = 1.00
  • 6146 reflections
  • 372 parameters
  • 12 restraints
  • H-atom parameters constrained
  • Δρmax = 0.63 e Å−3
  • Δρmin = −0.44 e Å−3

Data collection: APEX2 (Bruker, 2008 [triangle]); cell refinement: SAINT (Bruker, 2008 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2009 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809020157/tk2455sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809020157/tk2455Isup2.hkl

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

Acknowledgments

We thank Shahid Beheshti University and the University of Malaya for supporting this study.

supplementary crystallographic information

Experimental

Zinc acetate dihydrate (0.22 g, 0.1 mmol) and 2-methyl-8-hydroxyquinoline (0.14 g, 1 mmol) were loaded into a convection tube. The tube was filled with dry methanol and kept at 333 K. Crystals were collected from the side-arm after a week. The crystals are stable up to 573 K.

Refinement

Carbon-bound H-atoms were placed in calculated positions (C–H 0.95 to 0.98 Å) and were included in the refinement in the riding model approximation with U(H) set to 1.2 to 1.5U(C).

The water O atom is disordered over two positions in a 4:1 ratio. The two pairs of H atoms were placed in chemically sensible positions on the basis that one of each set forms a hydrogen bond to an acceptor. The O–H distances were fixed at 0.84 Å, and their isotropic temperature factors were tied to those of the O atoms. The anisotropic displacement parameters of the disordered O atoms were restrained to be nearly isotropic.

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of [Zn2(C2H3O2)(C9H6NO)3]2.2H2O; ellipsoids are drawn at the 70% probability level and H atoms with an arbitrary radius. The disordered lattice water molecule is not shown.

Crystal data

[Zn4(C9H6NO)6(C2H3O2)2]·2H2OZ = 1
Mr = 1280.49F(000) = 652
Triclinic, P1Dx = 1.584 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.3313 (3) ÅCell parameters from 2730 reflections
b = 11.8367 (3) Åθ = 2.3–26.7°
c = 13.5379 (3) ŵ = 1.84 mm1
α = 111.070 (2)°T = 100 K
β = 107.740 (2)°Prism, yellow
γ = 112.579 (2)°0.15 × 0.10 × 0.05 mm
V = 1342.16 (6) Å3

Data collection

Bruker SMART APEX diffractometer6146 independent reflections
Radiation source: fine-focus sealed tube4418 reflections with I > 2σ(I)
graphiteRint = 0.037
ω scansθmax = 27.5°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −14→14
Tmin = 0.657, Tmax = 0.746k = −15→15
12632 measured reflectionsl = −17→16

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.039Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.102H-atom parameters constrained
S = 1.00w = 1/[σ2(Fo2) + (0.0512P)2] where P = (Fo2 + 2Fc2)/3
6146 reflections(Δ/σ)max = 0.001
372 parametersΔρmax = 0.63 e Å3
12 restraintsΔρmin = −0.44 e Å3

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/UeqOcc. (<1)
Zn10.73984 (4)0.30627 (4)0.26111 (3)0.01608 (10)
Zn20.97306 (4)0.63077 (4)0.52018 (3)0.01623 (10)
O10.8598 (2)0.5204 (2)0.32955 (19)0.0198 (5)
O20.8541 (2)0.4092 (2)0.46797 (19)0.0163 (4)
O30.8952 (2)0.2597 (2)0.28947 (19)0.0186 (5)
O40.5060 (3)0.3123 (3)0.1537 (2)0.0303 (6)
O50.6110 (2)0.2083 (2)0.0791 (2)0.0209 (5)
O1W0.5348 (9)0.5762 (6)0.1876 (6)0.090 (3)0.80 (2)
H1W10.53920.50800.19010.135*0.80 (2)
H1W20.45130.56210.17370.135*0.80 (2)
O1W'0.463 (4)0.542 (3)0.223 (2)0.092 (12)0.20 (2)
H1W30.45450.46380.18260.139*0.20 (2)
H1W40.49810.59770.20030.139*0.20 (2)
N11.0559 (3)0.8045 (3)0.4946 (2)0.0182 (6)
N20.5909 (3)0.1627 (3)0.2853 (2)0.0178 (6)
N31.1687 (3)0.3302 (3)0.4247 (2)0.0174 (6)
C11.1537 (3)0.9450 (4)0.5797 (3)0.0232 (7)
H1A1.19900.97560.66410.028*
C21.1928 (4)1.0508 (4)0.5495 (3)0.0276 (8)
H2A1.26381.15090.61240.033*
C31.1272 (4)1.0069 (4)0.4285 (4)0.0284 (8)
H31.15201.07720.40690.034*
C41.0221 (4)0.8573 (4)0.3345 (3)0.0241 (7)
C50.9514 (4)0.8022 (4)0.2072 (3)0.0316 (8)
H50.96980.86700.17950.038*
C60.8564 (4)0.6556 (4)0.1240 (3)0.0329 (9)
H60.81100.61920.03830.040*
C70.8239 (4)0.5569 (4)0.1620 (3)0.0267 (8)
H70.75780.45540.10160.032*
C80.8863 (3)0.6050 (3)0.2849 (3)0.0202 (7)
C90.9897 (3)0.7585 (3)0.3730 (3)0.0177 (6)
C100.4661 (3)0.0363 (4)0.1931 (3)0.0229 (7)
H100.44670.00280.11120.028*
C110.3616 (4)−0.0494 (4)0.2128 (3)0.0258 (8)
H110.2737−0.14020.14490.031*
C120.3862 (3)−0.0027 (4)0.3285 (3)0.0234 (7)
H120.3139−0.05920.34160.028*
C130.5199 (3)0.1307 (3)0.4303 (3)0.0198 (7)
C140.5559 (4)0.1872 (4)0.5534 (3)0.0237 (7)
H140.48780.13700.57300.028*
C150.6902 (4)0.3157 (4)0.6457 (3)0.0233 (7)
H150.71420.35360.72900.028*
C160.7934 (3)0.3927 (3)0.6193 (3)0.0196 (7)
H160.88640.48000.68520.024*
C170.7617 (3)0.3435 (3)0.5006 (3)0.0164 (6)
C180.6216 (3)0.2095 (3)0.4029 (3)0.0168 (6)
C191.3027 (3)0.3629 (3)0.4935 (3)0.0228 (7)
H191.34240.40490.57970.027*
C201.3880 (4)0.3375 (3)0.4430 (3)0.0234 (7)
H201.48180.35800.49430.028*
C211.3372 (4)0.2840 (4)0.3216 (3)0.0265 (8)
H211.39650.27000.28810.032*
C221.1942 (4)0.2489 (4)0.2443 (3)0.0250 (7)
C231.1331 (4)0.1976 (5)0.1187 (3)0.0376 (10)
H231.18770.18430.07950.045*
C240.9941 (4)0.1666 (5)0.0524 (3)0.0389 (10)
H240.95310.1312−0.03300.047*
C250.9106 (4)0.1857 (4)0.1075 (3)0.0282 (8)
H250.81430.16250.05880.034*
C260.9662 (3)0.2371 (3)0.2302 (3)0.0197 (7)
C271.1122 (3)0.2711 (3)0.3013 (3)0.0181 (6)
C280.5110 (4)0.2375 (4)0.0656 (3)0.0255 (8)
C290.3962 (4)0.1727 (5)−0.0659 (4)0.0422 (10)
H29A0.32840.2048−0.06570.063*
H29B0.33930.0662−0.11020.063*
H29C0.44660.2050−0.10700.063*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Zn10.01469 (19)0.01421 (19)0.0145 (2)0.00664 (16)0.00615 (15)0.00615 (16)
Zn20.01675 (19)0.01366 (19)0.0148 (2)0.00730 (16)0.00658 (16)0.00720 (16)
O10.0218 (11)0.0119 (11)0.0143 (11)0.0041 (9)0.0047 (9)0.0067 (9)
O20.0158 (11)0.0131 (11)0.0192 (12)0.0064 (9)0.0102 (9)0.0090 (9)
O30.0176 (11)0.0180 (11)0.0161 (12)0.0093 (10)0.0085 (9)0.0065 (10)
O40.0328 (14)0.0316 (14)0.0345 (15)0.0214 (12)0.0194 (12)0.0191 (12)
O50.0185 (11)0.0206 (12)0.0161 (12)0.0101 (10)0.0059 (9)0.0071 (10)
O1W0.094 (5)0.061 (3)0.112 (5)0.056 (3)0.039 (3)0.041 (3)
O1W'0.099 (15)0.090 (13)0.093 (14)0.065 (11)0.030 (7)0.056 (9)
N10.0178 (13)0.0154 (13)0.0205 (14)0.0095 (12)0.0101 (12)0.0084 (12)
N20.0173 (13)0.0158 (13)0.0177 (14)0.0084 (11)0.0081 (11)0.0085 (12)
N30.0183 (13)0.0129 (13)0.0205 (14)0.0084 (11)0.0087 (12)0.0099 (12)
C10.0205 (17)0.0201 (17)0.0247 (18)0.0102 (15)0.0117 (15)0.0096 (15)
C20.0243 (18)0.0160 (17)0.039 (2)0.0092 (15)0.0188 (17)0.0115 (16)
C30.0301 (19)0.0231 (18)0.046 (2)0.0149 (16)0.0276 (18)0.0240 (18)
C40.0244 (17)0.0251 (18)0.034 (2)0.0146 (15)0.0196 (16)0.0211 (17)
C50.039 (2)0.037 (2)0.034 (2)0.0209 (19)0.0246 (18)0.0283 (19)
C60.039 (2)0.037 (2)0.023 (2)0.0191 (19)0.0151 (17)0.0194 (18)
C70.0272 (18)0.0253 (18)0.0187 (18)0.0090 (16)0.0091 (15)0.0124 (15)
C80.0214 (16)0.0189 (16)0.0221 (18)0.0107 (14)0.0125 (14)0.0123 (15)
C90.0174 (15)0.0175 (16)0.0203 (17)0.0107 (13)0.0107 (14)0.0100 (14)
C100.0193 (16)0.0185 (17)0.0210 (18)0.0088 (14)0.0048 (14)0.0084 (14)
C110.0168 (16)0.0160 (17)0.029 (2)0.0034 (14)0.0040 (15)0.0113 (15)
C120.0173 (16)0.0220 (17)0.035 (2)0.0096 (14)0.0136 (15)0.0198 (16)
C130.0175 (16)0.0202 (17)0.0267 (19)0.0114 (14)0.0122 (14)0.0155 (15)
C140.0224 (17)0.0262 (18)0.033 (2)0.0139 (15)0.0180 (16)0.0213 (17)
C150.0298 (18)0.0265 (18)0.0239 (18)0.0179 (16)0.0168 (16)0.0178 (16)
C160.0210 (16)0.0167 (16)0.0209 (17)0.0102 (14)0.0105 (14)0.0103 (14)
C170.0195 (16)0.0153 (15)0.0210 (17)0.0122 (14)0.0114 (14)0.0119 (14)
C180.0175 (15)0.0154 (15)0.0187 (17)0.0110 (13)0.0092 (13)0.0084 (13)
C190.0178 (16)0.0144 (16)0.0244 (18)0.0056 (14)0.0040 (14)0.0098 (14)
C200.0187 (16)0.0166 (16)0.034 (2)0.0112 (14)0.0107 (15)0.0143 (15)
C210.0226 (17)0.0216 (17)0.036 (2)0.0138 (15)0.0168 (16)0.0129 (16)
C220.0260 (18)0.0200 (17)0.029 (2)0.0143 (15)0.0157 (16)0.0109 (15)
C230.035 (2)0.053 (3)0.029 (2)0.029 (2)0.0220 (19)0.017 (2)
C240.033 (2)0.058 (3)0.019 (2)0.026 (2)0.0135 (17)0.0129 (19)
C250.0234 (18)0.036 (2)0.0217 (19)0.0177 (17)0.0110 (15)0.0113 (17)
C260.0194 (16)0.0146 (16)0.0211 (18)0.0089 (14)0.0096 (14)0.0076 (14)
C270.0197 (16)0.0125 (15)0.0198 (17)0.0086 (13)0.0092 (14)0.0079 (13)
C280.0226 (17)0.0231 (18)0.0262 (19)0.0104 (15)0.0105 (15)0.0137 (16)
C290.031 (2)0.050 (3)0.035 (2)0.023 (2)0.0066 (18)0.022 (2)

Geometric parameters (Å, °)

Zn1—O52.000 (2)C5—C61.364 (5)
Zn1—O12.007 (2)C5—H50.9500
Zn1—O32.009 (2)C6—C71.407 (5)
Zn1—N22.093 (3)C6—H60.9500
Zn1—O22.265 (2)C7—C81.374 (4)
Zn2—O12.070 (2)C7—H70.9500
Zn2—O3i2.078 (2)C8—C91.433 (4)
Zn2—N3i2.098 (3)C10—C111.402 (5)
Zn2—N12.111 (3)C10—H100.9500
Zn2—O22.137 (2)C11—C121.353 (5)
Zn2—O2i2.158 (2)C11—H110.9500
O1—C81.331 (4)C12—C131.419 (4)
O2—C171.341 (3)C12—H120.9500
O2—Zn2i2.158 (2)C13—C141.403 (5)
O3—C261.329 (4)C13—C181.421 (4)
O3—Zn2i2.078 (2)C14—C151.374 (5)
O4—C281.236 (4)C14—H140.9500
O5—C281.288 (4)C15—C161.412 (4)
O1W—H1W10.8399C15—H150.9500
O1W—H1W20.8400C16—C171.367 (4)
O1W—H1W31.2538C16—H160.9500
O1W—H1W40.6012C17—C181.437 (4)
O1W'—H1W11.2197C19—C201.404 (5)
O1W'—H1W20.7744C19—H190.9500
O1W'—H1W30.8400C20—C211.352 (5)
O1W'—H1W40.8400C20—H200.9500
N1—C11.322 (4)C21—C221.425 (5)
N1—C91.364 (4)C21—H210.9500
N2—C101.324 (4)C22—C231.399 (5)
N2—C181.357 (4)C22—C271.416 (4)
N3—C191.323 (4)C23—C241.371 (5)
N3—C271.362 (4)C23—H230.9500
N3—Zn2i2.098 (3)C24—C251.406 (5)
C1—C21.408 (5)C24—H240.9500
C1—H1A0.9500C25—C261.367 (5)
C2—C31.363 (5)C25—H250.9500
C2—H2A0.9500C26—C271.438 (4)
C3—C41.418 (5)C28—C291.514 (5)
C3—H30.9500C29—H29A0.9800
C4—C51.409 (5)C29—H29B0.9800
C4—C91.414 (4)C29—H29C0.9800
O5—Zn1—O1106.13 (9)O1—C8—C7125.4 (3)
O5—Zn1—O3107.95 (9)O1—C8—C9116.9 (3)
O1—Zn1—O3102.85 (9)C7—C8—C9117.7 (3)
O5—Zn1—N297.79 (9)N1—C9—C4121.8 (3)
O1—Zn1—N2138.81 (10)N1—C9—C8117.3 (3)
O3—Zn1—N2100.90 (9)C4—C9—C8121.0 (3)
O5—Zn1—O2171.45 (8)N2—C10—C11121.9 (3)
O1—Zn1—O276.48 (8)N2—C10—H10119.1
O3—Zn1—O279.00 (8)C11—C10—H10119.1
N2—Zn1—O275.65 (9)C12—C11—C10120.0 (3)
O1—Zn2—O3i174.06 (8)C12—C11—H11120.0
O1—Zn2—N3i106.56 (9)C10—C11—H11120.0
O3i—Zn2—N3i79.38 (9)C11—C12—C13120.0 (3)
O1—Zn2—N179.00 (9)C11—C12—H12120.0
O3i—Zn2—N1100.41 (9)C13—C12—H12120.0
N3i—Zn2—N197.67 (10)C14—C13—C12124.1 (3)
O1—Zn2—O278.13 (8)C14—C13—C18119.3 (3)
O3i—Zn2—O2101.96 (8)C12—C13—C18116.6 (3)
N3i—Zn2—O292.21 (9)C15—C14—C13119.5 (3)
N1—Zn2—O2156.85 (9)C15—C14—H14120.2
O1—Zn2—O2i94.12 (8)C13—C14—H14120.2
O3i—Zn2—O2i80.07 (8)C14—C15—C16121.4 (3)
N3i—Zn2—O2i156.41 (9)C14—C15—H15119.3
N1—Zn2—O2i97.33 (8)C16—C15—H15119.3
O2—Zn2—O2i80.84 (8)C17—C16—C15121.1 (3)
C8—O1—Zn1137.0 (2)C17—C16—H16119.5
C8—O1—Zn2114.79 (19)C15—C16—H16119.5
Zn1—O1—Zn2108.21 (9)O2—C17—C16124.7 (3)
C17—O2—Zn2130.34 (18)O2—C17—C18117.0 (3)
C17—O2—Zn2i116.92 (17)C16—C17—C18118.3 (3)
Zn2—O2—Zn2i99.16 (8)N2—C18—C13122.0 (3)
C17—O2—Zn1111.59 (18)N2—C18—C17117.6 (3)
Zn2—O2—Zn197.19 (8)C13—C18—C17120.3 (3)
Zn2i—O2—Zn194.70 (8)N3—C19—C20122.0 (3)
C26—O3—Zn1132.98 (19)N3—C19—H19119.0
C26—O3—Zn2i113.58 (18)C20—C19—H19119.0
Zn1—O3—Zn2i105.54 (9)C21—C20—C19120.3 (3)
C28—O5—Zn1105.6 (2)C21—C20—H20119.9
H1W1—O1W—H1W2110.6C19—C20—H20119.9
H1W3—O1W'—H1W4108.9C20—C21—C22119.6 (3)
C1—N1—C9119.7 (3)C20—C21—H21120.2
C1—N1—Zn2128.3 (2)C22—C21—H21120.2
C9—N1—Zn2111.9 (2)C23—C22—C27119.2 (3)
C10—N2—C18119.5 (3)C23—C22—C21124.3 (3)
C10—N2—Zn1123.8 (2)C27—C22—C21116.6 (3)
C18—N2—Zn1116.6 (2)C24—C23—C22119.6 (3)
C19—N3—C27119.0 (3)C24—C23—H23120.2
C19—N3—Zn2i128.9 (2)C22—C23—H23120.2
C27—N3—Zn2i111.93 (19)C23—C24—C25121.7 (3)
N1—C1—C2122.3 (3)C23—C24—H24119.1
N1—C1—H1A118.8C25—C24—H24119.1
C2—C1—H1A118.8C26—C25—C24120.8 (3)
C3—C2—C1118.8 (3)C26—C25—H25119.6
C3—C2—H2A120.6C24—C25—H25119.6
C1—C2—H2A120.6O3—C26—C25124.5 (3)
C2—C3—C4120.6 (3)O3—C26—C27117.3 (3)
C2—C3—H3119.7C25—C26—C27118.2 (3)
C4—C3—H3119.7N3—C27—C22122.4 (3)
C5—C4—C9118.9 (3)N3—C27—C26117.1 (3)
C5—C4—C3124.3 (3)C22—C27—C26120.5 (3)
C9—C4—C3116.8 (3)O4—C28—O5122.9 (3)
C6—C5—C4119.7 (3)O4—C28—C29121.1 (3)
C6—C5—H5120.2O5—C28—C29116.0 (3)
C4—C5—H5120.2C28—C29—H29A109.5
C5—C6—C7121.6 (3)C28—C29—H29B109.5
C5—C6—H6119.2H29A—C29—H29B109.5
C7—C6—H6119.2C28—C29—H29C109.5
C8—C7—C6121.1 (3)H29A—C29—H29C109.5
C8—C7—H7119.4H29B—C29—H29C109.5
C6—C7—H7119.4
O5—Zn1—O1—C8−10.2 (3)Zn1—O1—C8—C72.4 (5)
O3—Zn1—O1—C8103.1 (3)Zn2—O1—C8—C7−179.7 (3)
N2—Zn1—O1—C8−133.2 (3)Zn1—O1—C8—C9−177.0 (2)
O2—Zn1—O1—C8178.2 (3)Zn2—O1—C8—C90.9 (3)
O5—Zn1—O1—Zn2171.85 (9)C6—C7—C8—O1178.4 (3)
O3—Zn1—O1—Zn2−74.88 (11)C6—C7—C8—C9−2.2 (5)
N2—Zn1—O1—Zn248.84 (17)C1—N1—C9—C4−0.2 (4)
O2—Zn1—O1—Zn20.27 (9)Zn2—N1—C9—C4176.6 (2)
N3i—Zn2—O1—C892.5 (2)C1—N1—C9—C8179.1 (3)
N1—Zn2—O1—C8−2.3 (2)Zn2—N1—C9—C8−4.1 (3)
O2—Zn2—O1—C8−178.7 (2)C5—C4—C9—N1179.0 (3)
O2i—Zn2—O1—C8−99.0 (2)C3—C4—C9—N10.0 (4)
N3i—Zn2—O1—Zn1−89.06 (11)C5—C4—C9—C8−0.3 (5)
N1—Zn2—O1—Zn1176.12 (12)C3—C4—C9—C8−179.3 (3)
O2—Zn2—O1—Zn1−0.29 (9)O1—C8—C9—N12.3 (4)
O2i—Zn2—O1—Zn179.45 (10)C7—C8—C9—N1−177.2 (3)
O1—Zn2—O2—C17−126.2 (2)O1—C8—C9—C4−178.4 (3)
O3i—Zn2—O2—C1759.9 (2)C7—C8—C9—C42.1 (5)
N3i—Zn2—O2—C17−19.7 (2)C18—N2—C10—C111.9 (5)
N1—Zn2—O2—C17−135.2 (3)Zn1—N2—C10—C11−173.0 (2)
O2i—Zn2—O2—C17137.6 (3)N2—C10—C11—C120.9 (5)
O1—Zn2—O2—Zn2i96.21 (9)C10—C11—C12—C13−2.1 (5)
O3i—Zn2—O2—Zn2i−77.72 (9)C11—C12—C13—C14−179.3 (3)
N3i—Zn2—O2—Zn2i−157.33 (10)C11—C12—C13—C180.7 (4)
N1—Zn2—O2—Zn2i87.2 (2)C12—C13—C14—C15178.4 (3)
O2i—Zn2—O2—Zn2i0.0C18—C13—C14—C15−1.7 (5)
O1—Zn2—O2—Zn10.24 (8)C13—C14—C15—C160.0 (5)
O3i—Zn2—O2—Zn1−173.69 (7)C14—C15—C16—C171.5 (5)
N3i—Zn2—O2—Zn1106.71 (9)Zn2—O2—C17—C16−50.7 (4)
N1—Zn2—O2—Zn1−8.7 (2)Zn2i—O2—C17—C1681.0 (3)
O2i—Zn2—O2—Zn1−95.97 (9)Zn1—O2—C17—C16−171.5 (2)
O1—Zn1—O2—C17138.47 (19)Zn2—O2—C17—C18131.3 (2)
O3—Zn1—O2—C17−115.28 (19)Zn2i—O2—C17—C18−96.9 (3)
N2—Zn1—O2—C17−10.89 (18)Zn1—O2—C17—C1810.5 (3)
O1—Zn1—O2—Zn2−0.25 (8)C15—C16—C17—O2−179.2 (3)
O3—Zn1—O2—Zn2105.99 (9)C15—C16—C17—C18−1.2 (4)
N2—Zn1—O2—Zn2−149.61 (10)C10—N2—C18—C13−3.4 (4)
O1—Zn1—O2—Zn2i−100.12 (9)Zn1—N2—C18—C13171.9 (2)
O3—Zn1—O2—Zn2i6.13 (8)C10—N2—C18—C17176.8 (3)
N2—Zn1—O2—Zn2i110.52 (9)Zn1—N2—C18—C17−7.9 (3)
O5—Zn1—O3—C2632.8 (3)C14—C13—C18—N2−177.9 (3)
O1—Zn1—O3—C26−79.1 (3)C12—C13—C18—N22.1 (4)
N2—Zn1—O3—C26134.8 (3)C14—C13—C18—C171.9 (4)
O2—Zn1—O3—C26−152.3 (3)C12—C13—C18—C17−178.2 (3)
O5—Zn1—O3—Zn2i178.57 (9)O2—C17—C18—N2−2.5 (4)
O1—Zn1—O3—Zn2i66.64 (11)C16—C17—C18—N2179.4 (3)
N2—Zn1—O3—Zn2i−79.45 (11)O2—C17—C18—C13177.7 (3)
O2—Zn1—O3—Zn2i−6.58 (8)C16—C17—C18—C13−0.4 (4)
O1—Zn1—O5—C28−72.3 (2)C27—N3—C19—C20−0.5 (5)
O3—Zn1—O5—C28178.01 (19)Zn2i—N3—C19—C20−175.8 (2)
N2—Zn1—O5—C2873.8 (2)N3—C19—C20—C213.0 (5)
O1—Zn2—N1—C1179.9 (3)C19—C20—C21—C22−2.1 (5)
O3i—Zn2—N1—C1−6.2 (3)C20—C21—C22—C23177.8 (3)
N3i—Zn2—N1—C174.4 (3)C20—C21—C22—C27−0.9 (5)
O2—Zn2—N1—C1−171.2 (2)C27—C22—C23—C24−1.5 (6)
O2i—Zn2—N1—C1−87.4 (3)C21—C22—C23—C24179.8 (4)
O1—Zn2—N1—C93.41 (19)C22—C23—C24—C250.3 (7)
O3i—Zn2—N1—C9177.39 (19)C23—C24—C25—C260.4 (6)
N3i—Zn2—N1—C9−102.1 (2)Zn1—O3—C26—C25−27.0 (5)
O2—Zn2—N1—C912.4 (3)Zn2i—O3—C26—C25−170.7 (3)
O2i—Zn2—N1—C996.2 (2)Zn1—O3—C26—C27152.3 (2)
O5—Zn1—N2—C1010.5 (3)Zn2i—O3—C26—C278.6 (3)
O1—Zn1—N2—C10136.1 (2)C24—C25—C26—O3179.3 (3)
O3—Zn1—N2—C10−99.5 (2)C24—C25—C26—C270.0 (5)
O2—Zn1—N2—C10−175.1 (3)C19—N3—C27—C22−2.7 (4)
O5—Zn1—N2—C18−164.5 (2)Zn2i—N3—C27—C22173.4 (2)
O1—Zn1—N2—C18−38.9 (3)C19—N3—C27—C26179.9 (3)
O3—Zn1—N2—C1885.4 (2)Zn2i—N3—C27—C26−4.0 (3)
O2—Zn1—N2—C189.9 (2)C23—C22—C27—N3−175.4 (3)
C9—N1—C1—C20.0 (5)C21—C22—C27—N33.4 (5)
Zn2—N1—C1—C2−176.2 (2)C23—C22—C27—C261.9 (5)
N1—C1—C2—C30.3 (5)C21—C22—C27—C26−179.3 (3)
C1—C2—C3—C4−0.5 (5)O3—C26—C27—N3−3.1 (4)
C2—C3—C4—C5−178.6 (3)C25—C26—C27—N3176.3 (3)
C2—C3—C4—C90.3 (5)O3—C26—C27—C22179.5 (3)
C9—C4—C5—C6−1.5 (5)C25—C26—C27—C22−1.2 (5)
C3—C4—C5—C6177.4 (3)Zn1—O5—C28—O40.2 (4)
C4—C5—C6—C71.5 (6)Zn1—O5—C28—C29−179.0 (2)
C5—C6—C7—C80.4 (6)

Symmetry codes: (i) −x+2, −y+1, −z+1.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O1w—H1w1···O40.842.042.858 (6)166
O1w'—H1w3···O40.842.042.83 (2)157

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2455).

References

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  • Sattarzadeh, E., Mohammadnezhad, G., Amini, M. M. & Ng, S. W. (2009b). Acta Cryst. E65, m554. [PMC free article] [PubMed]
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  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Westrip, S. P. (2009). publCIF In preparation.

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