Abstract
In the title compound, {[Zn(C16H12N2O5)]·H2O}n, the unique ZnII ion is coordinated in a distorted square-pyramidal environment by three O atoms and one N atom from a symmetry-unique ligand. A symmetry-related ligand provides an O atom from a carboxylate group to complete the coordination in the apical site and generate a one-dimensional polymer parallel to [010]. In addition to an intramolecular O—H⋯N hydrogen bond, intermolecular O—H⋯O and weak C—H⋯O hydrogen bonds are observed within the one-dimensional structure.
Related literature
For background information on zinc(II) carboxylate compounds, see: Suen et al. (2002 ▶). For general information on the structures of carboxylate and hydrazone compounds, see: Wu et al. (2007 ▶); Luo et al. (2010 ▶).
Experimental
Crystal data
[Zn(C16H12N2O5)]·H2O
M r = 395.66
Monoclinic,
a = 14.730 (2) Å
b = 5.4063 (8) Å
c = 20.983 (3) Å
β = 106.620 (2)°
V = 1601.2 (4) Å3
Z = 4
Mo Kα radiation
μ = 1.57 mm−1
T = 298 K
0.16 × 0.12 × 0.10 mm
Data collection
Bruker SMART CCD diffractometer
9785 measured reflections
3132 independent reflections
2764 reflections with I > 2σ(I)
R int = 0.092
Refinement
R[F 2 > 2σ(F 2)] = 0.042
wR(F 2) = 0.109
S = 1.06
3132 reflections
230 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρmax = 0.48 e Å−3
Δρmin = −0.51 e Å−3
Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).
Supplementary Material
Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811043510/lh5346sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811043510/lh5346Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report
Table 1. Hydrogen-bond geometry (Å, °).
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| O2—H20⋯N1 | 0.75 (4) | 1.92 (4) | 2.583 (3) | 148 (4) |
| O6—H60A⋯O1i | 0.84 | 2.22 | 3.056 (4) | 179 |
| C8—H8⋯O2ii | 0.93 | 2.41 | 3.316 (4) | 164 |
Symmetry codes: (i)
; (ii)
.
supplementary crystallographic information
Comment
Zn(II) carboxylates, especially those with nitrogen donor ligands, have been the subject of numerous investigations (Suen et al., 2002). Different coordination modes of carboxylate groups can form mononuclear and polynuclear structures. Hydrazone with carboxylate groups can also form mononuclear and polynuclear structures in different conditions (Wu et al., 2007; Luo et al., 2010). Herein we report the synthesis and crystal structure of the title compound.
Part of the one-dimensional structure is shown in Fig. 1. The unique ZnII ion is coordinated in a distorted square-pyramidal environment by three O atoms and one N atom from a symmetry unique ligand. A symmetry related ligand provides an O atom from a carboxylate group to complete the coordination in the apical site and generate a one-dimensional polymer parallel to [010] (Fig 2). In addition to an intramolecular O—H···N hydrogen bond, intermolecular O—H···O and weak C—H···O hydrogen bonds are observed within the one
Experimental
The hydrazone ligand was synthesized according to the literature procedure (Luo et al., 2010). Zinc(II) acetate monohydrate (1 mmol) was dissolved in methanol (15 ml), to which a solution of the ligand (2.5 mmol) in dimethylformamide (15 ml) was added. The mixture was stirred for 3 h at room temperature. An light-yellow solution was obtained, the solution was filtered and allowed to stand at room temperature for three weeks, where upon colorless block-shaped crystals were obtained.
Refinement
All H atoms, except for H2O were placed in idealized positions and allowed to ride on their parent atoms, with O—H = 0.84 Å (water), C—H = 0.93-0.97Å and Uiso=1.2–1.5 Ueq(C,O). The hydroxy H atom (H2O) was refined independently with an isotropic displacement parameter.
Figures
Fig. 1.
The molecular structure of with displacement ellipsoids drawn at the 30% probability level [symmetry codes: (a) -x+1, y-1/2, -z+1/2; (b) -x+1, y+1/2, -z+1/2]. H atoms are not shown.
Fig. 2.
Part of the crystal structure with hydrogen bonds drawn as dashed lines. Only H atoms involved in hydrogen bonds are shown.
Crystal data
| [Zn(C16H12N2O5)]·H2O | F(000) = 808 |
| Mr = 395.66 | Dx = 1.641 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 3978 reflections |
| a = 14.730 (2) Å | θ = 2.8–27.4° |
| b = 5.4063 (8) Å | µ = 1.57 mm−1 |
| c = 20.983 (3) Å | T = 298 K |
| β = 106.620 (2)° | Block, colorless |
| V = 1601.2 (4) Å3 | 0.16 × 0.12 × 0.10 mm |
| Z = 4 |
Data collection
| Bruker SMART CCD diffractometer | 2764 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.092 |
| graphite | θmax = 26.0°, θmin = 2.0° |
| φ and ω scans | h = −16→18 |
| 9785 measured reflections | k = −6→6 |
| 3132 independent reflections | l = −25→25 |
Refinement
| Refinement on F2 | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.109 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.06 | w = 1/[σ2(Fo2) + (0.0552P)2 + 0.0104P] where P = (Fo2 + 2Fc2)/3 |
| 3132 reflections | (Δ/σ)max = 0.001 |
| 230 parameters | Δρmax = 0.48 e Å−3 |
| 0 restraints | Δρmin = −0.51 e Å−3 |
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)
| x | y | z | Uiso*/Ueq | ||
| Zn1 | 0.37549 (2) | 0.04095 (6) | 0.273648 (16) | 0.03342 (14) | |
| O1 | 0.33632 (13) | −0.1912 (4) | 0.33490 (10) | 0.0408 (5) | |
| O2 | 0.04795 (17) | −0.1639 (6) | 0.32481 (16) | 0.0713 (8) | |
| O3 | 0.35695 (13) | 0.1914 (4) | 0.16947 (9) | 0.0381 (5) | |
| O4 | 0.45124 (12) | −0.1779 (3) | 0.23378 (9) | 0.0347 (4) | |
| O5 | 0.54232 (13) | −0.2163 (4) | 0.16671 (9) | 0.0401 (5) | |
| N1 | 0.18798 (16) | −0.0372 (4) | 0.28074 (13) | 0.0380 (6) | |
| N2 | 0.23483 (15) | 0.1069 (4) | 0.24511 (11) | 0.0320 (5) | |
| C1 | 0.2011 (2) | −0.3599 (5) | 0.35985 (14) | 0.0396 (7) | |
| C2 | 0.1069 (2) | −0.3391 (7) | 0.35924 (17) | 0.0522 (8) | |
| C3 | 0.0705 (3) | −0.5039 (8) | 0.3972 (2) | 0.0722 (12) | |
| H3 | 0.0084 | −0.4860 | 0.3988 | 0.087* | |
| C4 | 0.1252 (3) | −0.6905 (7) | 0.43192 (19) | 0.0711 (12) | |
| H4 | 0.0998 | −0.8000 | 0.4564 | 0.085* | |
| C5 | 0.2174 (3) | −0.7179 (6) | 0.43094 (17) | 0.0624 (10) | |
| H5 | 0.2541 | −0.8471 | 0.4541 | 0.075* | |
| C6 | 0.2553 (3) | −0.5528 (5) | 0.39543 (16) | 0.0475 (8) | |
| H6 | 0.3181 | −0.5705 | 0.3952 | 0.057* | |
| C7 | 0.24582 (19) | −0.1871 (5) | 0.32341 (13) | 0.0334 (6) | |
| C8 | 0.1840 (2) | 0.2634 (5) | 0.20485 (14) | 0.0402 (7) | |
| H8 | 0.1218 | 0.2832 | 0.2061 | 0.048* | |
| C9 | 0.2143 (2) | 0.4136 (5) | 0.15722 (14) | 0.0364 (6) | |
| C10 | 0.29665 (18) | 0.3766 (5) | 0.13731 (13) | 0.0317 (6) | |
| C11 | 0.3143 (2) | 0.5182 (5) | 0.08720 (15) | 0.0384 (7) | |
| H11 | 0.3689 | 0.4913 | 0.0743 | 0.046* | |
| C12 | 0.2508 (2) | 0.6998 (5) | 0.05635 (15) | 0.0460 (7) | |
| H12 | 0.2627 | 0.7940 | 0.0225 | 0.055* | |
| C13 | 0.1696 (2) | 0.7423 (6) | 0.07554 (16) | 0.0536 (8) | |
| H13 | 0.1275 | 0.8663 | 0.0552 | 0.064* | |
| C14 | 0.1519 (2) | 0.5995 (6) | 0.12493 (17) | 0.0516 (8) | |
| H14 | 0.0969 | 0.6274 | 0.1372 | 0.062* | |
| C15 | 0.42785 (19) | 0.1002 (5) | 0.14144 (14) | 0.0343 (6) | |
| H15A | 0.4731 | 0.2296 | 0.1406 | 0.041* | |
| H15B | 0.3992 | 0.0441 | 0.0962 | 0.041* | |
| C16 | 0.47695 (18) | −0.1127 (5) | 0.18446 (13) | 0.0332 (6) | |
| O6 | 0.4589 (3) | 0.7641 (10) | 0.47903 (19) | 0.171 (2) | |
| H60A | 0.4249 | 0.7787 | 0.4396 | 0.256* | |
| H60B | 0.5164 | 0.7397 | 0.4823 | 0.256* | |
| H20 | 0.074 (3) | −0.090 (7) | 0.305 (2) | 0.067 (13)* |
Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Zn1 | 0.0246 (2) | 0.0419 (2) | 0.0363 (2) | 0.00089 (12) | 0.01278 (15) | 0.00451 (13) |
| O1 | 0.0301 (10) | 0.0488 (12) | 0.0463 (12) | 0.0011 (9) | 0.0154 (9) | 0.0140 (9) |
| O2 | 0.0348 (13) | 0.093 (2) | 0.094 (2) | −0.0094 (14) | 0.0308 (14) | 0.0222 (17) |
| O3 | 0.0306 (10) | 0.0517 (12) | 0.0363 (11) | 0.0114 (9) | 0.0163 (8) | 0.0117 (9) |
| O4 | 0.0331 (10) | 0.0378 (10) | 0.0368 (10) | 0.0055 (8) | 0.0157 (8) | 0.0039 (8) |
| O5 | 0.0315 (10) | 0.0508 (11) | 0.0411 (11) | 0.0072 (9) | 0.0153 (9) | 0.0016 (9) |
| N1 | 0.0270 (12) | 0.0492 (14) | 0.0417 (14) | −0.0039 (10) | 0.0160 (11) | 0.0052 (11) |
| N2 | 0.0240 (11) | 0.0389 (12) | 0.0354 (13) | 0.0020 (9) | 0.0123 (10) | 0.0045 (10) |
| C1 | 0.0453 (17) | 0.0440 (16) | 0.0323 (15) | −0.0146 (14) | 0.0156 (13) | −0.0054 (12) |
| C2 | 0.0429 (18) | 0.061 (2) | 0.055 (2) | −0.0190 (17) | 0.0189 (16) | 0.0034 (17) |
| C3 | 0.067 (3) | 0.085 (3) | 0.076 (3) | −0.038 (2) | 0.038 (2) | −0.004 (2) |
| C4 | 0.100 (3) | 0.064 (2) | 0.058 (2) | −0.043 (2) | 0.037 (2) | −0.0004 (19) |
| C5 | 0.093 (3) | 0.052 (2) | 0.0418 (19) | −0.019 (2) | 0.0199 (19) | 0.0033 (15) |
| C6 | 0.059 (2) | 0.0452 (17) | 0.0401 (18) | −0.0089 (15) | 0.0163 (16) | −0.0020 (13) |
| C7 | 0.0319 (14) | 0.0365 (14) | 0.0339 (14) | −0.0066 (11) | 0.0130 (12) | −0.0046 (11) |
| C8 | 0.0257 (14) | 0.0531 (17) | 0.0448 (17) | 0.0032 (12) | 0.0147 (13) | 0.0049 (14) |
| C9 | 0.0345 (15) | 0.0409 (15) | 0.0342 (15) | 0.0071 (12) | 0.0104 (12) | 0.0046 (12) |
| C10 | 0.0282 (13) | 0.0345 (13) | 0.0308 (14) | 0.0006 (11) | 0.0056 (11) | −0.0004 (11) |
| C11 | 0.0381 (16) | 0.0416 (15) | 0.0359 (16) | −0.0031 (12) | 0.0112 (13) | 0.0004 (12) |
| C12 | 0.057 (2) | 0.0418 (16) | 0.0381 (16) | −0.0013 (14) | 0.0127 (15) | 0.0060 (13) |
| C13 | 0.063 (2) | 0.0492 (18) | 0.0487 (19) | 0.0229 (16) | 0.0155 (17) | 0.0140 (15) |
| C14 | 0.0488 (19) | 0.0548 (19) | 0.055 (2) | 0.0195 (16) | 0.0202 (16) | 0.0116 (16) |
| C15 | 0.0279 (14) | 0.0438 (15) | 0.0337 (15) | 0.0032 (12) | 0.0127 (12) | 0.0008 (12) |
| C16 | 0.0275 (14) | 0.0370 (14) | 0.0354 (15) | −0.0026 (11) | 0.0094 (12) | −0.0041 (12) |
| O6 | 0.097 (3) | 0.327 (7) | 0.087 (3) | −0.054 (4) | 0.023 (2) | −0.067 (4) |
Geometric parameters (Å, °)
| Zn1—O4 | 1.9694 (17) | C4—C5 | 1.372 (6) |
| Zn1—O5i | 1.9717 (19) | C4—H4 | 0.9300 |
| Zn1—O1 | 1.9958 (18) | C5—C6 | 1.379 (4) |
| Zn1—N2 | 2.017 (2) | C5—H5 | 0.9300 |
| Zn1—O3 | 2.2743 (18) | C6—H6 | 0.9300 |
| O1—C7 | 1.285 (3) | C8—C9 | 1.454 (4) |
| O2—C2 | 1.347 (4) | C8—H8 | 0.9300 |
| O2—H20 | 0.75 (4) | C9—C14 | 1.400 (4) |
| O3—C10 | 1.380 (3) | C9—C10 | 1.406 (4) |
| O3—C15 | 1.425 (3) | C10—C11 | 1.385 (4) |
| O4—C16 | 1.250 (3) | C11—C12 | 1.382 (4) |
| O5—C16 | 1.259 (3) | C11—H11 | 0.9300 |
| O5—Zn1ii | 1.9717 (19) | C12—C13 | 1.387 (4) |
| N1—C7 | 1.322 (4) | C12—H12 | 0.9300 |
| N1—N2 | 1.392 (3) | C13—C14 | 1.376 (4) |
| N2—C8 | 1.276 (3) | C13—H13 | 0.9300 |
| C1—C2 | 1.389 (4) | C14—H14 | 0.9300 |
| C1—C6 | 1.393 (4) | C15—C16 | 1.513 (4) |
| C1—C7 | 1.476 (4) | C15—H15A | 0.9700 |
| C2—C3 | 1.400 (5) | C15—H15B | 0.9700 |
| C3—C4 | 1.365 (6) | O6—H60A | 0.8400 |
| C3—H3 | 0.9300 | O6—H60B | 0.8400 |
| O4—Zn1—O5i | 110.48 (8) | C5—C6—H6 | 119.5 |
| O4—Zn1—O1 | 101.48 (8) | C1—C6—H6 | 119.5 |
| O5i—Zn1—O1 | 104.35 (8) | O1—C7—N1 | 124.8 (2) |
| O4—Zn1—N2 | 129.69 (9) | O1—C7—C1 | 119.0 (2) |
| O5i—Zn1—N2 | 117.57 (9) | N1—C7—C1 | 116.3 (2) |
| O1—Zn1—N2 | 80.84 (8) | N2—C8—C9 | 126.0 (2) |
| O4—Zn1—O3 | 74.54 (7) | N2—C8—H8 | 117.0 |
| O5i—Zn1—O3 | 104.79 (7) | C9—C8—H8 | 117.0 |
| O1—Zn1—O3 | 150.04 (8) | C14—C9—C10 | 117.5 (3) |
| N2—Zn1—O3 | 79.67 (8) | C14—C9—C8 | 116.5 (3) |
| C7—O1—Zn1 | 110.12 (16) | C10—C9—C8 | 125.9 (2) |
| C2—O2—H20 | 109 (3) | O3—C10—C11 | 122.6 (2) |
| C10—O3—C15 | 119.63 (19) | O3—C10—C9 | 116.6 (2) |
| C10—O3—Zn1 | 127.81 (15) | C11—C10—C9 | 120.9 (3) |
| C15—O3—Zn1 | 111.85 (14) | C12—C11—C10 | 119.9 (3) |
| C16—O4—Zn1 | 121.68 (17) | C12—C11—H11 | 120.0 |
| C16—O5—Zn1ii | 119.40 (17) | C10—C11—H11 | 120.0 |
| C7—N1—N2 | 112.6 (2) | C11—C12—C13 | 120.4 (3) |
| C8—N2—N1 | 116.1 (2) | C11—C12—H12 | 119.8 |
| C8—N2—Zn1 | 132.25 (18) | C13—C12—H12 | 119.8 |
| N1—N2—Zn1 | 111.50 (16) | C14—C13—C12 | 119.4 (3) |
| C2—C1—C6 | 118.9 (3) | C14—C13—H13 | 120.3 |
| C2—C1—C7 | 122.5 (3) | C12—C13—H13 | 120.3 |
| C6—C1—C7 | 118.6 (3) | C13—C14—C9 | 121.9 (3) |
| O2—C2—C1 | 123.4 (3) | C13—C14—H14 | 119.1 |
| O2—C2—C3 | 117.4 (3) | C9—C14—H14 | 119.1 |
| C1—C2—C3 | 119.2 (4) | O3—C15—C16 | 107.4 (2) |
| C4—C3—C2 | 120.7 (4) | O3—C15—H15A | 110.2 |
| C4—C3—H3 | 119.7 | C16—C15—H15A | 110.2 |
| C2—C3—H3 | 119.7 | O3—C15—H15B | 110.2 |
| C3—C4—C5 | 120.6 (3) | C16—C15—H15B | 110.2 |
| C3—C4—H4 | 119.7 | H15A—C15—H15B | 108.5 |
| C5—C4—H4 | 119.7 | O4—C16—O5 | 123.9 (3) |
| C4—C5—C6 | 119.6 (4) | O4—C16—C15 | 120.1 (2) |
| C4—C5—H5 | 120.2 | O5—C16—C15 | 115.9 (2) |
| C6—C5—H5 | 120.2 | H60A—O6—H60B | 113.4 |
| C5—C6—C1 | 121.0 (3) | ||
| O4—Zn1—O1—C7 | −126.34 (18) | C7—C1—C6—C5 | 179.3 (3) |
| O5i—Zn1—O1—C7 | 118.79 (18) | Zn1—O1—C7—N1 | −4.7 (3) |
| N2—Zn1—O1—C7 | 2.52 (18) | Zn1—O1—C7—C1 | 175.39 (18) |
| O3—Zn1—O1—C7 | −47.4 (3) | N2—N1—C7—O1 | 4.5 (4) |
| O4—Zn1—O3—C10 | 172.7 (2) | N2—N1—C7—C1 | −175.7 (2) |
| O5i—Zn1—O3—C10 | −79.7 (2) | C2—C1—C7—O1 | 168.5 (3) |
| O1—Zn1—O3—C10 | 86.5 (2) | C6—C1—C7—O1 | −12.4 (4) |
| N2—Zn1—O3—C10 | 36.3 (2) | C2—C1—C7—N1 | −11.4 (4) |
| O4—Zn1—O3—C15 | −17.10 (17) | C6—C1—C7—N1 | 167.7 (3) |
| O5i—Zn1—O3—C15 | 90.50 (17) | N1—N2—C8—C9 | −172.7 (3) |
| O1—Zn1—O3—C15 | −103.3 (2) | Zn1—N2—C8—C9 | 12.9 (5) |
| N2—Zn1—O3—C15 | −153.49 (18) | N2—C8—C9—C14 | −170.7 (3) |
| O5i—Zn1—O4—C16 | −81.2 (2) | N2—C8—C9—C10 | 14.4 (5) |
| O1—Zn1—O4—C16 | 168.6 (2) | C15—O3—C10—C11 | −15.1 (4) |
| N2—Zn1—O4—C16 | 81.0 (2) | Zn1—O3—C10—C11 | 154.5 (2) |
| O3—Zn1—O4—C16 | 19.1 (2) | C15—O3—C10—C9 | 164.0 (2) |
| C7—N1—N2—C8 | −177.3 (2) | Zn1—O3—C10—C9 | −26.5 (3) |
| C7—N1—N2—Zn1 | −1.6 (3) | C14—C9—C10—O3 | −179.6 (3) |
| O4—Zn1—N2—C8 | −88.4 (3) | C8—C9—C10—O3 | −4.7 (4) |
| O5i—Zn1—N2—C8 | 72.7 (3) | C14—C9—C10—C11 | −0.5 (4) |
| O1—Zn1—N2—C8 | 174.2 (3) | C8—C9—C10—C11 | 174.3 (3) |
| O3—Zn1—N2—C8 | −28.7 (3) | O3—C10—C11—C12 | 179.4 (2) |
| O4—Zn1—N2—N1 | 96.90 (19) | C9—C10—C11—C12 | 0.4 (4) |
| O5i—Zn1—N2—N1 | −101.94 (17) | C10—C11—C12—C13 | 0.4 (4) |
| O1—Zn1—N2—N1 | −0.47 (17) | C11—C12—C13—C14 | −1.0 (5) |
| O3—Zn1—N2—N1 | 156.67 (18) | C12—C13—C14—C9 | 0.8 (5) |
| C6—C1—C2—O2 | −178.0 (3) | C10—C9—C14—C13 | −0.1 (5) |
| C7—C1—C2—O2 | 1.2 (5) | C8—C9—C14—C13 | −175.4 (3) |
| C6—C1—C2—C3 | 3.5 (5) | C10—O3—C15—C16 | −175.6 (2) |
| C7—C1—C2—C3 | −177.4 (3) | Zn1—O3—C15—C16 | 13.3 (2) |
| O2—C2—C3—C4 | 178.1 (4) | Zn1—O4—C16—O5 | 162.7 (2) |
| C1—C2—C3—C4 | −3.2 (6) | Zn1—O4—C16—C15 | −18.2 (3) |
| C2—C3—C4—C5 | 0.9 (6) | Zn1ii—O5—C16—O4 | −10.5 (4) |
| C3—C4—C5—C6 | 1.1 (6) | Zn1ii—O5—C16—C15 | 170.31 (18) |
| C4—C5—C6—C1 | −0.7 (5) | O3—C15—C16—O4 | 0.8 (3) |
| C2—C1—C6—C5 | −1.5 (5) | O3—C15—C16—O5 | 180.0 (2) |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2.
Hydrogen-bond geometry (Å, °)
| D—H···A | D—H | H···A | D···A | D—H···A |
| O2—H20···N1 | 0.75 (4) | 1.92 (4) | 2.583 (3) | 148 (4) |
| O6—H60A···O1iii | 0.84 | 2.22 | 3.056 (4) | 179. |
| C8—H8···O2iv | 0.93 | 2.41 | 3.316 (4) | 164. |
Symmetry codes: (iii) x, y+1, z; (iv) −x, y+1/2, −z+1/2.
Footnotes
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5346).
References
- Bruker (2001). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
- Luo, F. H., Hu, Z. Q. & Yang, L. (2010). Chin. J. Inorg. Chem. 26, 682–686.
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- Suen, M. C., Keng, T. C. & Wang, J. C. (2002). Polyhedron, 21, 2705–2710.
- Wu, L. M., Qiu, G. F. & Teng, H. B. (2007). Inorg. Chim. Acta, 360, 3069–3074.
Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811043510/lh5346sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811043510/lh5346Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report


