Abstract
C16H13NO4Zn, triclinic, P
A part of the title coordination-polymeric structure is shown in the figure. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.
Data collection and handling.
| Crystal: | Colorless block |
| Size: | 0.30 × 0.20 × 0.20 mm |
| Wavelength: | Mo Kα radiation (0.71073 Å) |
| μ: | 1.87 mm−1 |
| Diffractometer, scan mode: | φ and ω |
| θ max, completeness: | 26.4°, >99% |
| N(hkl)measured, N(hkl)unique, R int: | 5365, 2700, 0.043 |
| Criterion for I obs, N(hkl)gt: | I obs > 2σ(I obs), 2146 |
| N(param)refined: | 199 |
| Programs: | CrysAlisPRO [1], Diamond [2], SHELX [3, 4] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
| Atom | x | y | z | U iso*/U eq |
|---|---|---|---|---|
| Zn1 | 0.39487 (7) | −0.04929 (6) | 0.17140 (4) | 0.02808 (17) |
| O1 | 0.5265 (4) | 0.0752 (4) | 0.2345 (2) | 0.0329 (7) |
| O2 | 0.2504 (4) | 0.1432 (4) | 0.3528 (3) | 0.0415 (8) |
| O3 | 0.7020 (4) | 0.8984 (3) | 0.9672 (2) | 0.0315 (7) |
| O4 | 0.5634 (4) | 0.7367 (3) | 1.1270 (2) | 0.0312 (7) |
| N1 | 0.8378 (4) | 0.1459 (4) | 0.7303 (3) | 0.0242 (8) |
| H1 | 0.904927 | 0.059783 | 0.680304 | 0.029* |
| C1 | 0.4206 (6) | 0.1377 (5) | 0.3234 (4) | 0.0278 (10) |
| C2 | 0.5157 (6) | 0.2007 (5) | 0.3991 (3) | 0.0245 (9) |
| C3 | 0.7092 (6) | 0.1910 (5) | 0.3717 (4) | 0.0321 (10) |
| H3 | 0.779258 | 0.157377 | 0.300797 | 0.039* |
| C4 | 0.7978 (6) | 0.2305 (5) | 0.4483 (4) | 0.0334 (10) |
| H4 | 0.926755 | 0.223642 | 0.428774 | 0.040* |
| C5 | 0.6950 (6) | 0.2805 (5) | 0.5543 (3) | 0.0277 (10) |
| C6 | 0.5020 (6) | 0.2985 (5) | 0.5796 (3) | 0.0287 (10) |
| H6 | 0.431327 | 0.338737 | 0.648197 | 0.034* |
| C7 | 0.4142 (6) | 0.2567 (5) | 0.5031 (3) | 0.0294 (10) |
| H7 | 0.284842 | 0.266442 | 0.521904 | 0.035* |
| C8 | 0.7944 (6) | 0.3092 (5) | 0.6429 (4) | 0.0325 (10) |
| H8A | 0.909678 | 0.347862 | 0.600660 | 0.039* |
| H8B | 0.715657 | 0.398991 | 0.685310 | 0.039* |
| C9 | 0.9766 (6) | 0.1532 (5) | 0.8002 (3) | 0.0270 (9) |
| H9A | 1.095361 | 0.165128 | 0.746140 | 0.032* |
| H9B | 0.996492 | 0.045570 | 0.856850 | 0.032* |
| C10 | 0.9098 (5) | 0.3033 (5) | 0.8667 (3) | 0.0238 (9) |
| C11 | 0.9651 (6) | 0.4602 (5) | 0.8147 (3) | 0.0261 (9) |
| H11 | 1.052979 | 0.468940 | 0.743330 | 0.031* |
| C12 | 0.8907 (5) | 0.6027 (5) | 0.8680 (3) | 0.0246 (9) |
| H12 | 0.927627 | 0.707377 | 0.831274 | 0.030* |
| C13 | 0.7622 (5) | 0.5936 (5) | 0.9750 (3) | 0.0209 (8) |
| C14 | 0.7127 (6) | 0.4337 (5) | 1.0307 (3) | 0.0251 (9) |
| H14 | 0.629213 | 0.423568 | 1.103915 | 0.030* |
| C15 | 0.7883 (6) | 0.2906 (5) | 0.9767 (3) | 0.0262 (9) |
| H15 | 0.756932 | 0.184162 | 1.014963 | 0.031* |
| C16 | 0.6699 (5) | 0.7527 (5) | 1.0257 (4) | 0.0234 (9) |
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U eq is equivalent isotropic displacement parameters. U iso∗ is isotropic displacement parameters. So ‘∗’ is U iso∗.
Source of material
All reagents and chemicals were purchased from commercial sources and used without further purification. The starting material 4,4′-(azanediylbis(methylene))dibenzoic acid was synthesized following the literature procedures [5]. A mixture of Zn(NO3)2·6H2O (0.05 mmol), 4,4′-(azanediylbis(methylene))dibenzoic acid (0.05 mmol), N,N-dimethylacetamide (0.5 mL), ethanol(3 mL), and H2O (3 mL) was sealed in a 20 mL vial and heated at 363 K for two days. Colorless block crystals were collected. IR spectra (potassium bromide pellet) were recorded on a Nicolet 6700. IR (v/cm−1): 3433, 3238, 3049, 2974, 2929, 2869, 1612, 1597, 1545, 1509, 1403, 1371, 1356, 1308, 1200, 1186, 1066, 1024, 908, 881, 860, 816, 801, 777, 768, 719, 707, 669, 575, 540, 464.
Experimental details
H atoms were placed in calculated positions and were included in the refinement in the riding model approximation, with U iso(H) set to 1.2 U eq(C). The nitrogen-bound H atoms were located on a difference Fourier map.
Comment
In recent years, 4,4′-(azanediylbis(methylene))dibenzoic acid and its analogues have been widely applied in the formation of zinc coordination polymers [6], [7], [8], [9]. Some zinc complexes have drawn tremendous attention because of their potential applications in gas separation [8] and chemical sensor [9]. To further explore this area, we used 4,4′-(azanediylbis(methylene))dibenzoic acid to prepare a new zinc coordination polymer.
The asymmetric unit consists of one zinc cation and one 4,4′-(azanediylbis(methylene))dibenzoate ligand. The zinc(II) ion is surrounded by one nitrogen atom and three oxygen atoms from four different ligands. Its coordination geometry is a slightly distorted tetrahedron. The Zn—O bond lengths range from 1.983(3) to 1.977(3) Å. The Zn—N bond is 2.059(3) Å, and are in the expected ranges [10]. Adjacent ligands have intramolecular N1—H1⃛O2 hydrogen bond of length 2.384 Å. The zinc coordination polymer is extended to a two dimensional layer along the bc plane. There are weak π ⃛ π interactions between C10—C15 phenyl rings from adjacent layers. The centroid-centroid distance is 3.745(2) Å. Together with the π ⃛ π stacking interactions a three-dimensional network is obtained.
Funding source: Guangxi Natural Science Foundation of China
Award Identifier / Grant number: 2020GXNSFBA297138
Funding source: 2021 High-level Talents Scientific Research Startup Fund of Hechi University
Award Identifier / Grant number: 2021GCC021
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: This work was financially supported by Guangxi Natural Science Foundation of China (No. 2020GXNSFBA297138) and 2021 High-level Talents Scientific Research Startup Fund of Hechi University (No. 2021GCC021).
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
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© 2021 Hai-Lin Chen et al., published by De Gruyter, Berlin/Boston
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