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Acta Cryst. (2008). E64, m697    [ doi:10.1107/S1600536808010271 ]

Bis([mu]-2,2'-oxydibenzoato-[kappa]4O,O':O'',O''')bis[(4,4'-dimethyl-2,2'-bipyridine-[kappa]2N,N')zinc(II)] dihydrate

H. Cui, W.-J. Li and R.-J. Tao

Abstract top

In the title compound, [Zn2(C14H8O5)2(C12H12N2)2]·2H2O, the ZnII atom exhibits a distorted octahedral coordination geometry, defined by two N atoms from one 4,4'-dimethyl-2,2'-bipyridine ligand and four O atoms from two bridging 2,2'-oxydibenzoate ligands. The molecule is a centrosymmetric dimer. [pi]-[pi] Stacking interactions are observed between the 4,4'-dimethyl-2,2'-bipyridine ligands, with a centroid-centroid distance of 3.649 (2) Å.

Comment top

As part of our ongoing studies (Zhang et al., 2008), we synthesized the title compound and report here its crystal structure.

The bond lengths and angles of the title compound are within normal ranges (Allen et al., 1987) (Table 1). Intermolecular hydrogen bonds are formed between the water molecule and the carboxylate groups (Fig. 1; Table 2). The molecule is centrosymmetric with an inversion center located at the midpoint of the Zn1 and Zn1i atoms [symmetry code (i): 1 - x, 2 - y, 1 - z]. The asymmetric unit thus contains one-half molecule. The ZnII atom exhibits a distorted octahedral coordination geometry, defined by two N atoms from one 4,4'-dimethyl-2,2'-bipyridine (dbpy) ligand and four O atoms from two 2,2'-oxydibenzoate (odb) ligands. The two carboxylate groups of each odb ligand coordinate to two different Zn atoms.

The π–π stacking interactions between the aromatic rings of the dbpy ligands are observed, with a centroid–centroid distance of 3.649 (2)Å [Fig. 2; Cg1 = the centroid of N1ii, C15ii, C16ii, C17ii, C19ii, C20ii and Cg2 = the centroid of N2, C21, C22, C23, C25, C26; symmetry code: (ii) 2 - x, 2 - y, 1 - z].

Related literature top

For related literature, see: Allen et al. (1987); Zhang et al. (2008).

Experimental top

The title compound was synthesized hydrothermally in a Teflon-lined autoclave (23 ml) by heating a mixture of H2odb (0.052 g, 0.2 mmol), dbpy (0.037 g, 0.2 mmol), Zn(NO3)2.6H2O (0.059 g, 0.2 mmol) and one drop of Et3N (pH = 8~9) in water (10 ml) at 393 K for 3 d. Colorless single crystals were collected in 56% yield based on Zn.

Refinement top

H atoms on C atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 (aromatic) and 0.96 (methyl) Å and with Uiso(H) = 1.2(1.5 for methyl groups)Ueq(C). The H atoms of the water molecule were located from a difference Fourier map and fixed in the final refinements with Uiso(H) = 1.2Ueq(O).

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).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound. Displacement ellipsoids are drawn at the 20% probability level. Hydrogen bonds are indicated by dashed lines. [Symmetry code (i): 1 - x, 2 - y, 1 - z.]
[Figure 2] Fig. 2. A view of the crystal packing, showing the π–π stacking interaction.
Bis(µ-2,2'-oxydibenzoato- κ4O,O':O'',O''')βis[(4,4'-dimethyl-2,2'- bipyridine-κ2N,N')zinc(II)] dihydrate top
Crystal data top
[Zn2(C14H8O5)2(C12H12N2)2]·2H2OZ = 1
Mr = 1047.65F000 = 540
Triclinic, P1Dx = 1.507 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 10.425 (2) ÅCell parameters from 2731 reflections
b = 10.866 (2) Åθ = 2.3–27.8º
c = 11.960 (2) ŵ = 1.11 mm−1
α = 68.413 (4)ºT = 293 (2) K
β = 66.721 (3)ºBlock, colorless
γ = 78.348 (4)º0.20 × 0.16 × 0.15 mm
V = 1154.7 (4) Å3
Data collection top
Bruker SMART APEXII CCD area-detector
diffractometer		4484 independent reflections
Radiation source: fine-focus sealed tube3788 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.028
T = 293(2) Kθmax = 26.0º
φ and ω scansθmin = 2.0º
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		h = −12→12
Tmin = 0.809, Tmax = 0.851k = −13→13
6797 measured reflectionsl = −10→14
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.057H-atom parameters constrained
wR(F2) = 0.123  w = 1/[σ2(Fo2) + (0.0391P)2 + 1.1151P]
where P = (Fo2 + 2Fc2)/3
S = 1.16(Δ/σ)max = 0.001
4484 reflectionsΔρmax = 0.79 e Å−3
318 parametersΔρmin = −0.42 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Zn2(C14H8O5)2(C12H12N2)2]·2H2Oγ = 78.348 (4)º
Mr = 1047.65V = 1154.7 (4) Å3
Triclinic, P1Z = 1
a = 10.425 (2) ÅMo Kα
b = 10.866 (2) ŵ = 1.11 mm−1
c = 11.960 (2) ÅT = 293 (2) K
α = 68.413 (4)º0.20 × 0.16 × 0.15 mm
β = 66.721 (3)º
Data collection top
Bruker SMART APEXII CCD area-detector
diffractometer		4484 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		3788 reflections with I > 2σ(I)
Tmin = 0.809, Tmax = 0.851Rint = 0.028
6797 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.057318 parameters
wR(F2) = 0.123H-atom parameters constrained
S = 1.16Δρmax = 0.79 e Å−3
4484 reflectionsΔρmin = −0.42 e Å−3
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
Zn10.69886 (4)0.81936 (4)0.62615 (4)0.02963 (15)
N10.8962 (3)0.7397 (3)0.6331 (3)0.0290 (7)
N20.7562 (3)0.9615 (3)0.6702 (3)0.0294 (7)
O10.7872 (3)1.0671 (3)0.1966 (3)0.0402 (7)
O20.7264 (3)0.9119 (3)0.4398 (3)0.0476 (7)
O30.7021 (4)0.7032 (3)0.4797 (3)0.0653 (10)
O40.5135 (3)1.1471 (4)0.2926 (4)0.0723 (11)
O50.4336 (4)1.3253 (4)0.1854 (5)0.0931 (15)
O1W0.6185 (5)0.4727 (3)0.6971 (4)0.0904 (14)
H1WA0.64060.52860.62190.109*
H1WB0.60350.51440.74940.109*
C10.5330 (5)1.2495 (5)0.1998 (6)0.0507 (12)
C20.6804 (4)1.2853 (4)0.1109 (4)0.0366 (9)
C30.7046 (5)1.4153 (4)0.0292 (5)0.0474 (11)
H30.62851.47580.02350.057*
C40.8373 (5)1.4565 (4)−0.0429 (5)0.0522 (12)
H40.85061.5438−0.09650.063*
C50.9501 (5)1.3685 (5)−0.0355 (4)0.0497 (12)
H51.04021.3968−0.08250.060*
C60.9309 (4)1.2378 (4)0.0413 (4)0.0400 (10)
H61.00781.17760.04410.048*
C70.7965 (4)1.1970 (4)0.1141 (4)0.0305 (8)
C80.7349 (4)0.9736 (3)0.1771 (4)0.0311 (8)
C90.7182 (4)0.9954 (4)0.0613 (4)0.0395 (10)
H90.73701.0770−0.00290.047*
C100.6740 (5)0.8971 (4)0.0415 (4)0.0469 (11)
H100.66110.9133−0.03540.056*
C110.6487 (5)0.7745 (4)0.1344 (5)0.0485 (11)
H110.62120.70710.12000.058*
C120.6650 (4)0.7535 (4)0.2488 (5)0.0432 (10)
H120.64760.67070.31130.052*
C130.7062 (4)0.8508 (4)0.2750 (4)0.0325 (8)
C140.7124 (4)0.8198 (4)0.4060 (4)0.0401 (10)
C150.9622 (4)0.6263 (3)0.6140 (4)0.0360 (9)
H150.91290.56880.60710.043*
C161.0999 (4)0.5905 (4)0.6042 (4)0.0375 (9)
H161.14120.51000.59170.045*
C171.1763 (4)0.6746 (4)0.6130 (4)0.0347 (9)
C181.3281 (5)0.6431 (5)0.5984 (6)0.0558 (13)
H18A1.33590.57990.67680.084*
H18B1.36990.72280.57960.084*
H18C1.37560.60650.52950.084*
C191.1067 (4)0.7924 (3)0.6351 (4)0.0311 (8)
H191.15400.85130.64250.037*
C200.9681 (4)0.8214 (3)0.6458 (3)0.0260 (8)
C210.8882 (4)0.9448 (3)0.6701 (3)0.0258 (7)
C220.9417 (4)1.0362 (3)0.6920 (3)0.0285 (8)
H221.03261.02220.69230.034*
C230.8611 (4)1.1487 (3)0.7136 (4)0.0329 (9)
C240.9184 (5)1.2489 (4)0.7370 (5)0.0450 (11)
H24A0.96781.20410.79530.068*
H24B0.84281.30550.77370.068*
H24C0.98121.30130.65720.068*
C250.7257 (4)1.1644 (4)0.7143 (4)0.0368 (9)
H250.66801.23840.72880.044*
C260.6775 (4)1.0689 (4)0.6931 (4)0.0371 (9)
H260.58601.07980.69490.045*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0253 (2)0.0322 (2)0.0321 (3)−0.00478 (16)−0.00982 (19)−0.01000 (19)
N10.0305 (17)0.0258 (15)0.0303 (17)−0.0043 (12)−0.0116 (15)−0.0061 (13)
N20.0243 (16)0.0322 (15)0.0351 (18)−0.0003 (12)−0.0112 (14)−0.0144 (14)
O10.0490 (18)0.0403 (15)0.0358 (16)−0.0131 (13)−0.0210 (14)−0.0053 (13)
O20.0485 (19)0.0604 (19)0.0336 (16)−0.0092 (15)−0.0156 (15)−0.0106 (15)
O30.076 (2)0.0526 (19)0.053 (2)−0.0105 (17)−0.033 (2)0.0133 (17)
O40.040 (2)0.113 (3)0.051 (2)−0.034 (2)−0.0021 (17)−0.013 (2)
O50.040 (2)0.069 (2)0.155 (5)0.0009 (18)−0.023 (3)−0.034 (3)
O1W0.115 (4)0.0360 (18)0.091 (3)0.000 (2)−0.016 (3)−0.014 (2)
C10.033 (3)0.051 (3)0.078 (4)−0.005 (2)−0.013 (3)−0.038 (3)
C20.031 (2)0.042 (2)0.039 (2)−0.0068 (17)−0.0070 (19)−0.0184 (19)
C30.051 (3)0.038 (2)0.053 (3)−0.0012 (19)−0.019 (2)−0.015 (2)
C40.073 (4)0.037 (2)0.042 (3)−0.021 (2)−0.014 (3)−0.006 (2)
C50.048 (3)0.061 (3)0.038 (2)−0.032 (2)−0.001 (2)−0.015 (2)
C60.030 (2)0.051 (2)0.039 (2)−0.0054 (18)−0.0098 (19)−0.016 (2)
C70.034 (2)0.0351 (19)0.0239 (19)−0.0122 (16)−0.0099 (17)−0.0072 (16)
C80.0245 (19)0.0331 (19)0.035 (2)−0.0020 (15)−0.0083 (17)−0.0120 (17)
C90.047 (3)0.042 (2)0.027 (2)−0.0101 (19)−0.012 (2)−0.0077 (18)
C100.052 (3)0.057 (3)0.041 (3)−0.004 (2)−0.017 (2)−0.025 (2)
C110.051 (3)0.042 (2)0.060 (3)−0.003 (2)−0.019 (2)−0.026 (2)
C120.035 (2)0.034 (2)0.053 (3)0.0008 (17)−0.011 (2)−0.012 (2)
C130.027 (2)0.0325 (19)0.034 (2)0.0011 (15)−0.0090 (18)−0.0096 (17)
C140.024 (2)0.050 (2)0.034 (2)−0.0015 (17)−0.0089 (18)−0.002 (2)
C150.043 (2)0.0257 (18)0.040 (2)−0.0070 (16)−0.015 (2)−0.0086 (17)
C160.043 (2)0.0263 (18)0.042 (2)0.0070 (16)−0.016 (2)−0.0138 (18)
C170.033 (2)0.036 (2)0.035 (2)0.0031 (16)−0.0127 (18)−0.0122 (18)
C180.039 (3)0.055 (3)0.085 (4)0.018 (2)−0.031 (3)−0.036 (3)
C190.032 (2)0.0329 (19)0.032 (2)0.0001 (15)−0.0148 (18)−0.0115 (17)
C200.0282 (19)0.0241 (16)0.0236 (18)−0.0021 (14)−0.0077 (16)−0.0068 (15)
C210.0258 (19)0.0260 (17)0.0230 (18)−0.0020 (14)−0.0065 (16)−0.0071 (15)
C220.028 (2)0.0301 (18)0.0272 (19)−0.0025 (15)−0.0100 (17)−0.0080 (16)
C230.039 (2)0.0294 (18)0.029 (2)−0.0051 (16)−0.0103 (18)−0.0085 (17)
C240.052 (3)0.038 (2)0.053 (3)−0.0059 (19)−0.017 (2)−0.023 (2)
C250.035 (2)0.0309 (19)0.044 (2)0.0037 (16)−0.013 (2)−0.0149 (19)
C260.027 (2)0.034 (2)0.051 (3)0.0043 (16)−0.014 (2)−0.0168 (19)
Geometric parameters (Å, °) top
Zn1—O22.006 (3)C8—C131.405 (5)
Zn1—O4i2.053 (4)C9—C101.370 (6)
Zn1—N22.059 (3)C9—H90.9300
Zn1—N12.086 (3)C10—C111.379 (6)
Zn1—O5i2.295 (5)C10—H100.9300
Zn1—O32.495 (4)C11—C121.375 (6)
N1—C151.335 (5)C11—H110.9300
N1—C201.353 (4)C12—C131.391 (5)
N2—C261.335 (5)C12—H120.9300
N2—C211.350 (4)C13—C141.501 (6)
O1—C81.372 (4)C15—C161.378 (5)
O1—C71.389 (4)C15—H150.9300
O2—C141.261 (5)C16—C171.383 (5)
O3—C141.246 (5)C16—H160.9300
O4—C11.231 (6)C17—C191.399 (5)
O4—Zn1i2.053 (4)C17—C181.503 (5)
O5—C11.214 (5)C18—H18A0.9600
O5—Zn1i2.295 (5)C18—H18B0.9600
O1W—H1WA0.8500C18—H18C0.9600
O1W—H1WB0.8500C19—C201.380 (5)
C1—C21.512 (6)C19—H190.9300
C1—Zn1i2.519 (5)C20—C211.489 (5)
C2—C71.389 (5)C21—C221.378 (5)
C2—C31.395 (6)C22—C231.383 (5)
C3—C41.372 (6)C22—H220.9300
C3—H30.9300C23—C251.385 (5)
C4—C51.367 (7)C23—C241.497 (5)
C4—H40.9300C24—H24A0.9600
C5—C61.382 (6)C24—H24B0.9600
C5—H50.9300C24—H24C0.9600
C6—C71.386 (5)C25—C261.377 (5)
C6—H60.9300C25—H250.9300
C8—C91.392 (5)C26—H260.9300
O2—Zn1—O4i100.39 (14)C10—C9—C8120.3 (4)
O2—Zn1—N2100.84 (13)C10—C9—H9119.8
O4i—Zn1—N296.86 (14)C8—C9—H9119.8
O2—Zn1—N1106.07 (12)C9—C10—C11120.7 (4)
O4i—Zn1—N1153.52 (14)C9—C10—H10119.7
N2—Zn1—N179.25 (11)C11—C10—H10119.7
O2—Zn1—O5i145.16 (14)C12—C11—C10118.8 (4)
O4i—Zn1—O5i57.76 (14)C12—C11—H11120.6
N2—Zn1—O5i108.05 (15)C10—C11—H11120.6
N1—Zn1—O5i98.21 (12)C11—C12—C13122.8 (4)
O2—Zn1—O356.84 (11)C11—C12—H12118.6
O4i—Zn1—O399.09 (14)C13—C12—H12118.6
N2—Zn1—O3154.58 (12)C12—C13—C8117.0 (4)
N1—Zn1—O394.60 (12)C12—C13—C14118.4 (4)
O5i—Zn1—O397.20 (14)C8—C13—C14124.6 (4)
O2—Zn1—C1i124.65 (15)O3—C14—O2121.3 (4)
O4i—Zn1—C1i29.03 (14)O3—C14—C13119.1 (4)
N2—Zn1—C1i104.76 (13)O2—C14—C13119.6 (3)
N1—Zn1—C1i126.34 (15)N1—C15—C16123.2 (3)
O5i—Zn1—C1i28.74 (14)N1—C15—H15118.4
O3—Zn1—C1i98.76 (13)C16—C15—H15118.4
C15—N1—C20117.9 (3)C15—C16—C17119.7 (3)
C15—N1—Zn1127.7 (2)C15—C16—H16120.1
C20—N1—Zn1114.0 (2)C17—C16—H16120.1
C26—N2—C21118.4 (3)C16—C17—C19117.2 (3)
C26—N2—Zn1126.0 (2)C16—C17—C18122.2 (4)
C21—N2—Zn1115.5 (2)C19—C17—C18120.7 (4)
C8—O1—C7121.0 (3)C17—C18—H18A109.5
C14—O2—Zn1101.8 (3)C17—C18—H18B109.5
C14—O3—Zn179.6 (3)H18A—C18—H18B109.5
C1—O4—Zn1i97.0 (3)C17—C18—H18C109.5
C1—O5—Zn1i85.9 (4)H18A—C18—H18C109.5
H1WA—O1W—H1WB107.7H18B—C18—H18C109.5
O5—C1—O4119.3 (5)C20—C19—C17120.1 (3)
O5—C1—C2120.5 (5)C20—C19—H19119.9
O4—C1—C2120.1 (4)C17—C19—H19119.9
O5—C1—Zn1i65.3 (3)N1—C20—C19121.8 (3)
O4—C1—Zn1i54.0 (3)N1—C20—C21115.6 (3)
C2—C1—Zn1i171.7 (4)C19—C20—C21122.7 (3)
C7—C2—C3117.3 (4)N2—C21—C22121.3 (3)
C7—C2—C1122.8 (4)N2—C21—C20115.0 (3)
C3—C2—C1119.6 (4)C22—C21—C20123.7 (3)
C4—C3—C2122.0 (4)C21—C22—C23120.4 (3)
C4—C3—H3119.0C21—C22—H22119.8
C2—C3—H3119.0C23—C22—H22119.8
C5—C4—C3119.6 (4)C22—C23—C25117.8 (3)
C5—C4—H4120.2C22—C23—C24120.9 (3)
C3—C4—H4120.2C25—C23—C24121.4 (4)
C4—C5—C6120.4 (4)C23—C24—H24A109.5
C4—C5—H5119.8C23—C24—H24B109.5
C6—C5—H5119.8H24A—C24—H24B109.5
C5—C6—C7119.6 (4)C23—C24—H24C109.5
C5—C6—H6120.2H24A—C24—H24C109.5
C7—C6—H6120.2H24B—C24—H24C109.5
C6—C7—O1115.8 (3)C26—C25—C23119.2 (4)
C6—C7—C2121.0 (4)C26—C25—H25120.4
O1—C7—C2123.0 (3)C23—C25—H25120.4
O1—C8—C9121.5 (3)N2—C26—C25122.9 (3)
O1—C8—C13118.0 (3)N2—C26—H26118.5
C9—C8—C13120.3 (3)C25—C26—H26118.5
O2—Zn1—N1—C15−82.0 (3)C1—C2—C7—C6−172.7 (4)
O4i—Zn1—N1—C1595.9 (4)C3—C2—C7—O1176.2 (3)
N2—Zn1—N1—C15179.7 (3)C1—C2—C7—O11.9 (6)
O5i—Zn1—N1—C1572.7 (3)C7—O1—C8—C914.3 (6)
O3—Zn1—N1—C15−25.3 (3)C7—O1—C8—C13−169.4 (3)
C1i—Zn1—N1—C1579.1 (4)O1—C8—C9—C10175.9 (4)
O2—Zn1—N1—C2090.9 (3)C13—C8—C9—C10−0.3 (6)
O4i—Zn1—N1—C20−91.2 (4)C8—C9—C10—C11−1.5 (7)
N2—Zn1—N1—C20−7.4 (2)C9—C10—C11—C121.7 (7)
O5i—Zn1—N1—C20−114.4 (3)C10—C11—C12—C13−0.1 (7)
O3—Zn1—N1—C20147.7 (3)C11—C12—C13—C8−1.6 (6)
C1i—Zn1—N1—C20−107.9 (3)C11—C12—C13—C14176.4 (4)
O2—Zn1—N2—C2678.6 (3)O1—C8—C13—C12−174.5 (3)
O4i—Zn1—N2—C26−23.5 (4)C9—C8—C13—C121.8 (6)
N1—Zn1—N2—C26−176.9 (3)O1—C8—C13—C147.6 (6)
O5i—Zn1—N2—C26−81.7 (3)C9—C8—C13—C14−176.1 (4)
O3—Zn1—N2—C26105.1 (4)Zn1—O3—C14—O26.0 (4)
C1i—Zn1—N2—C26−51.9 (4)Zn1—O3—C14—C13−173.3 (3)
O2—Zn1—N2—C21−98.6 (3)Zn1—O2—C14—O3−7.5 (5)
O4i—Zn1—N2—C21159.4 (3)Zn1—O2—C14—C13171.8 (3)
N1—Zn1—N2—C215.9 (3)C12—C13—C14—O311.0 (6)
O5i—Zn1—N2—C21101.1 (3)C8—C13—C14—O3−171.1 (4)
O3—Zn1—N2—C21−72.0 (4)C12—C13—C14—O2−168.3 (4)
C1i—Zn1—N2—C21130.9 (3)C8—C13—C14—O29.6 (6)
O4i—Zn1—O2—C14−90.3 (3)C20—N1—C15—C16−1.4 (6)
N2—Zn1—O2—C14170.5 (2)Zn1—N1—C15—C16171.3 (3)
N1—Zn1—O2—C1488.7 (3)N1—C15—C16—C17−0.6 (6)
O5i—Zn1—O2—C14−43.6 (4)C15—C16—C17—C191.6 (6)
O3—Zn1—O2—C143.8 (2)C15—C16—C17—C18−177.8 (4)
C1i—Zn1—O2—C14−72.9 (3)C16—C17—C19—C20−0.7 (6)
O2—Zn1—O3—C14−3.8 (2)C18—C17—C19—C20178.8 (4)
O4i—Zn1—O3—C1492.7 (3)C15—N1—C20—C192.4 (5)
N2—Zn1—O3—C14−35.5 (4)Zn1—N1—C20—C19−171.3 (3)
N1—Zn1—O3—C14−110.0 (2)C15—N1—C20—C21−178.6 (3)
O5i—Zn1—O3—C14151.1 (2)Zn1—N1—C20—C217.8 (4)
C1i—Zn1—O3—C14122.1 (3)C17—C19—C20—N1−1.4 (6)
Zn1i—O5—C1—O41.9 (5)C17—C19—C20—C21179.6 (3)
Zn1i—O5—C1—C2−173.3 (4)C26—N2—C21—C22−0.5 (5)
Zn1i—O4—C1—O5−2.1 (5)Zn1—N2—C21—C22176.9 (3)
Zn1i—O4—C1—C2173.1 (3)C26—N2—C21—C20179.0 (3)
O5—C1—C2—C7−172.9 (5)Zn1—N2—C21—C20−3.6 (4)
O4—C1—C2—C712.0 (7)N1—C20—C21—N2−2.9 (5)
O5—C1—C2—C312.9 (7)C19—C20—C21—N2176.2 (3)
O4—C1—C2—C3−162.2 (4)N1—C20—C21—C22176.6 (3)
C7—C2—C3—C4−1.7 (7)C19—C20—C21—C22−4.3 (6)
C1—C2—C3—C4172.8 (4)N2—C21—C22—C23−0.6 (6)
C2—C3—C4—C50.1 (7)C20—C21—C22—C23179.9 (3)
C3—C4—C5—C61.8 (7)C21—C22—C23—C251.0 (6)
C4—C5—C6—C7−1.9 (7)C21—C22—C23—C24−179.8 (4)
C5—C6—C7—O1−174.8 (4)C22—C23—C25—C26−0.3 (6)
C5—C6—C7—C20.2 (6)C24—C23—C25—C26−179.5 (4)
C8—O1—C7—C6−113.1 (4)C21—N2—C26—C251.2 (6)
C8—O1—C7—C272.0 (5)Zn1—N2—C26—C25−175.9 (3)
C3—C2—C7—C61.6 (6)C23—C25—C26—N2−0.8 (6)
Symmetry codes: (i) −x+1, −y+2, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O30.852.042.845 (5)158
O1W—H1WB···O5i0.852.072.876 (6)158
Symmetry codes: (i) −x+1, −y+2, −z+1.
Table 1
Selected geometric parameters (Å, °) top
Zn1—O22.006 (3)Zn1—N12.086 (3)
Zn1—O4i2.053 (4)Zn1—O5i2.295 (5)
Zn1—N22.059 (3)Zn1—O32.495 (4)
O2—Zn1—O4i100.39 (14)N2—Zn1—O5i108.05 (15)
O2—Zn1—N2100.84 (13)N1—Zn1—O5i98.21 (12)
O4i—Zn1—N296.86 (14)O2—Zn1—O356.84 (11)
O2—Zn1—N1106.07 (12)O4i—Zn1—O399.09 (14)
O4i—Zn1—N1153.52 (14)N2—Zn1—O3154.58 (12)
N2—Zn1—N179.25 (11)N1—Zn1—O394.60 (12)
O2—Zn1—O5i145.16 (14)O5i—Zn1—O397.20 (14)
O4i—Zn1—O5i57.76 (14)
Symmetry codes: (i) −x+1, −y+2, −z+1.
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O30.852.042.845 (5)158
O1W—H1WB···O5i0.852.072.876 (6)158
Symmetry codes: (i) −x+1, −y+2, −z+1.
Acknowledgements top

The authors are grateful for financial support provided by the Henan Administration of Science and Technology (grant No. 0111030700).

references
References top

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