Home The crystal structure of catena-poly[(m2-4,4′-bipyridine-κ2 N:N)-bis(6-phenylpyridine-2-carboxylato-κ2 N,O) zinc(II)], C34H24N4O4Zn
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The crystal structure of catena-poly[(m2-4,4′-bipyridine-κ2 N:N)-bis(6-phenylpyridine-2-carboxylato-κ2 N,O) zinc(II)], C34H24N4O4Zn

  • Li-Hua Wang , Xi-Shi Tai ORCID logo and Yu-Pei Xia EMAIL logo
Published/Copyright: February 18, 2022

Abstract

C34H24N4O4Zn, monoclinic, I2/a (no. 15), a = 18.2546(14) Å, b = 11.0510(7) Å, c = 16.1874(15) Å, β = 119.605(11)°, V = 2839.2(5) Å3, Z = 4, R gt (F) = 0.0302, wR ref (F 2) = 0.0694, T = 200 K.

CCDC no.: 2118168

A part of the title coordination polymer 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.

Table 1:

Data collection and handling.

Crystal: Colorless block
Size: 0.14 × 0.13 × 0.10 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.91 mm−1
Diffractometer, scan mode: SuperNova, ω
θ max, completeness: 25.0°, >99%
N(hkl)measured, N(hkl)unique, R int: 5980, 2506, 0.027
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 2249
N(param)refined: 195
Programs: Bruker [1], Olex2 [2], SHELX [3], Diamond [4]
Table 2:

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

Atom x y z U iso*/U eq
Zn1 0.250000 0.61808 (3) 0.500000 0.01819 (11)
O1 0.37476 (8) 0.62111 (12) 0.57876 (9) 0.0214 (3)
O2 0.49557 (8) 0.72094 (14) 0.63175 (11) 0.0373 (4)
N1 0.29344 (10) 0.79028 (15) 0.44464 (11) 0.0216 (4)
N2 0.25200 (9) 0.48000 (14) 0.40501 (11) 0.0202 (4)
C1 0.16811 (12) 0.8483 (2) 0.29796 (14) 0.0263 (5)
C2 0.10432 (14) 0.9342 (2) 0.25404 (17) 0.0369 (6)
H2 0.111111 1.010632 0.280930 0.044*
C3 0.03147 (15) 0.9070 (3) 0.17135 (19) 0.0454 (7)
H3 −0.010316 0.965367 0.142091 0.055*
C4 0.02049 (15) 0.7946 (3) 0.13225 (19) 0.0519 (7)
H4 −0.028923 0.776384 0.076446 0.062*
C5 0.08244 (14) 0.7074 (2) 0.17516 (17) 0.0429 (6)
H5 0.074527 0.630542 0.148612 0.051*
C6 0.15589 (13) 0.7348 (2) 0.25736 (15) 0.0292 (5)
H6 0.197697 0.676304 0.285838 0.035*
C7 0.24951 (14) 0.87948 (19) 0.38257 (15) 0.0285 (5)
C8 0.28229 (17) 0.9957 (2) 0.39578 (18) 0.0495 (7)
H8 0.250433 1.057140 0.354254 0.059*
C9 0.36150 (18) 1.0207 (2) 0.4698 (2) 0.0589 (8)
H9 0.383379 1.098630 0.479021 0.071*
C10 0.40755 (15) 0.9286 (2) 0.52958 (17) 0.0412 (6)
H10 0.462123 0.942112 0.578787 0.049*
C11 0.37131 (12) 0.81550 (19) 0.51533 (14) 0.0249 (5)
C12 0.41885 (12) 0.71205 (19) 0.58144 (14) 0.0221 (5)
C13 0.32232 (11) 0.44336 (19) 0.40664 (14) 0.0239 (5)
H13 0.372763 0.480487 0.449323 0.029*
C14 0.32460 (12) 0.35377 (19) 0.34881 (14) 0.0246 (5)
H14 0.375693 0.331164 0.353749 0.029*
C15 0.25068 (11) 0.29731 (17) 0.28323 (13) 0.0187 (4)
C16 0.17744 (12) 0.3340 (2) 0.28215 (16) 0.0305 (5)
H16 0.126192 0.297894 0.240549 0.037*
C17 0.18098 (13) 0.4237 (2) 0.34278 (16) 0.0317 (5)
H17 0.130984 0.446749 0.340436 0.038*

Source of material

The title compound was synthesized by one pot method: 6-phenylpyridine-2-carboxylic acid (0.0996 g, 0.5 mmol), Zn(O2CMe)2 2H2O (0.0548 g, 0.25 mmol), NaOH (0.020 g, 0.5 mmol), and 4,4′-bipyridine (0.0781 g, 0.5 mmol) were added to water-95% ethanol (20 mL, v:v = 1:1) and stirred to dissolve at room temperature. The mixture was stirred at 70 °C for 4 h and cooled to room temperature. Then the reaction was continued for 3 h at room temperature and filtered. Colorless block crystals of the title compound were received after 20 days. Anal. Calcd. for C34H24N4O4Zn: C, 66.03; H, 3.88; N, 9.06. Found: C, 65.85; H, 4.18; N, 9.18. IR: 1653 cm−1 (C=O), 1602 cm−1 (C–C + C=N), 1436 cm−1 (C–C + C=N), 1403 cm−1 (C–C + C=N), 1369 cm−1 (COO–), 1225 cm−1 (C–H), 1072 cm−1 (C–H).

Experimental details

The hydrogen atoms were positioned geometrically (C–H = 0.93 Å). Their U iso values were set to 1.2U eq of the parent atoms.

Comment

The novel structures and excellent properties of coordination polymers have been highly favored by chemists [5]. For Zn(II) coordination polymers, they show novel structure [6] and potential applications in many ways such as antibacterial activity [7], electrocatalyst [8], fluorescence [9], antitumor activity [10], and so on. According to the literature reports, most of Zn(II) coordination polymers are constructed from ligands containing a carboxy, a carboxylate and an azacyclo-group. In our previous work, some metal complexes with 6-phenylpyridine-2-carboxylate as ligand have been synthesized and structural characterized [11], [12], [13], [14]. In this work, we selected 6-phenylpyridine-2-carboxylic acid and 4,4′-bipyridine as starting materials. We also elaborately used NaOH as modifier to adjust the pH value of the reaction system. With these points in mind, we successfully synthesized a new 1D Zn(II) coordination polymer (1). The structure of 1 was determined by elemental analysis, IR, and X-ray single-crystal diffraction. The results revealed that compound 1 possesses a zig-zag-chain structure. The asymmetrical unit of 1 contains one half of a Zn(II) ion (located on a twofold axis), one 6-phenylpyridine-2-carboxylate ligands and one half of a 4,4′-bipyridine ligand (see the figure). The Zn(II) ion is hexa-coordinated with two nitrogen atoms, two oxygen atoms from two different 6-phenylpyridine-2-carboxylate ligands and two nitrogen atoms from two different 4,4′-bipyridine ligands, forming a distorted ZnN4O2 octahedral geometry. The coordination mode of 6-phenylpyridine-2-carboxylate ligands in 1 is consistent with previous work [11], [12], [13], [14], [15]. The Zn–O and Zn–N distances are 1.9861(13) Å (Zn1–O1), 2.3991(16) Å (Zn1–N1), and 2.1793(16) Å (Zn1–N2), which is consistent with other Zn(II) complexes. The sum of angles around Zn(II) ion is 365.48° (N2–Zn1–N2a, 91.12(9)°; N1–Zn1–N2, 99.67(6)°; N1–Zn1–N1a, 75.02(8)°; N1a–Zn1–N2a, 99.67(6)°), and the angle of O1–Zn1–O1a is 178.07(8)°, showing that N1, N2, N1a, N2a atoms are at the equatorial plane and O1, O1a atoms are at axial position. The dihedral angle between the phenyl ring and pyridine ring of 6-phenylpyridine-2-carboxylate ligand is 31.7°. Two nitrogen atoms (N1, N1a) of 4,4′-bipyridine ligand coordinated with the two different Zn(II) atoms, respectively. So the molecules form the 1D zig-zag chain coordination polymer by the bridging of the 4,4′-bipyridine ligand.


Corresponding author: Yu-Pei Xia, College of Chemistry and Chemical Engineering, Weifang University, Weifang, Shandong 261061, P. R. China, E-mail:

Funding source: National Natural Science Foundation of China http://dx.doi.org/10.13039/501100001809

Award Identifier / Grant number: 21171132

Funding source: Natural Science Foundation of Shandong http://dx.doi.org/10.13039/501100007129

Award Identifier / Grant number: ZR2014BL003

Funding source: Project of Shandong Province Higher Educational Science and Technology Program http://dx.doi.org/10. 13039/501100015642

Award Identifier / Grant number: J14LC01

Funding source: Science Foundation of Weifang

Award Identifier / Grant number: 2020ZJ1054

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This project was supported by the National Natural Science Foundation of China (No. 21171132, http://dx.doi.org/10.13039/501100001809), the Natural Science Foundation of Shandong (ZR2014BL003, http://dx.doi.org/10.13039/501100007129), the Project of Shandong Province Higher Educational Science and Technology Program (J14LC01, http://dx.doi.org/10.13039/501100015642), and Science Foundation of Weifang (2020ZJ1054).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. Bruker. SAINT and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2000.Search in Google Scholar

2. Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K., Puschmann, H. OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Search in Google Scholar

3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar

4. Brandenburg, K. DIAMOND. Visual Crystal Structure Information System (ver. 3.2); Crystal Impact: Bonn, Germany, 2012.Search in Google Scholar

5. Jia, J., Blake, A. J., Champness, N. R., Hubberstey, P., Wilson, C., Schröder, M. Multi-dimensional transition-metal coordination polymers of 4,4′-bipyridine-N,N′-dioxide: 1D chains and 2D sheets. Inorg. Chem. 2008, 47, 8652–8664; https://doi.org/10.1021/ic800422g.Search in Google Scholar PubMed

6. He, Z. W., Liu, C. J., Li, W. D., Han, S. S., Chen, S. S. Two interpenetrated Zn(II) coordination polymers: synthesis, topological structures, and property. Crystals 2019, 9, 4601; https://doi.org/10.3390/cryst9110601.Search in Google Scholar

7. Wang, D. M., Xing, X. W., Ye, X. M., Chen, Z., Gou, Z. P., Wu, D. D. Synthesis, characterization and antibacterial activity of Zn(II) coordination polymer. J. Inorg. Biochem. 2019, 194, 153–159.https://doi.org/10.1016/j.jinorgbio.2019.02.014.Search in Google Scholar PubMed

8. Shekurov, R., Khrizanforova, V., Gilmanova, L., Khrizanforov, M., Miluykov, V., Kataeva, O., Yamaleeva, Z., Burganov, T., Gerasimova, T., Khamatgalimov, A., Katsyuba, S., Kovalenko, V., Krupskaya, Y., Kataev, V., Bchner, B., Bon, V., Senkovska, I., Kaskel, S., Gubaidullin, A., Sinyashin, O. Zn and Co redox active coordination polymers as efficient electrocatalysts. Dalton Trans. 2019, 48, 3601–3609; https://doi.org/10.1039/c8dt04618b.Search in Google Scholar PubMed

9. Ding, X. J., Sun, H., Lian, X., Ding, M., Li, Q. Stable 2D Zn(II) coordination polymer: selective detection of Fe3+ ion and treatment activity on psoriasis metabolic syndrome. Supramol. Chem. 2021, 33, 1–9; https://doi.org/10.1080/10610278.2021.1919672.Search in Google Scholar

10. Liang, K. Y., Gao, F., Jiang, Y. Structural characterization and anticancer activity on osteosarcoma of Zn(II) coordination polymer. Inorg. Nano-Met. Chem. 2020, 50, 368–373; https://doi.org/10.1080/24701556.2020.1713162.Search in Google Scholar

11. Tai, X.-S., Wang, Z.-J., Ouyang, J., Li, Y.-F., Zhang, W., Jia, W.-L., Wang, L.-H. The crystal structure of [(phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylate-κ2N,O) cobalt(II)]monohydrate, C36H26N4O5Co. Z. Kristallogr. NCS 2021, 236, 1309–1311; https://doi.org/10.1515/ncrs-2021-0319.Search in Google Scholar

12. Wang, L.-H., Liang, L., Li, X.-T., Cao, S.-H., Tai, X.-S. The crystal structure of bis(6-phenylpyridine-2-carboxylato-κ2N,O)copper(II), C24H16N2O4Cu. Z. Kristallogr. NCS 2021, 236, 1251–1253; https://doi.org/10.1515/ncrs-2021-0312.Search in Google Scholar

13. Wang, L.-H., Wang, Z.-J., Ouyang, J., Tai, X.-S. The crystal structure of bis(6-phenylpyridine-2-carboxylate-κ2N,O)-(2,2′-bipyridine-κ2N,N′) zinc(II) monohydrate, C34H26N4O5Zn. Z. Kristallogr. NCS 2021, 236, 1297–1299; https://doi.org/10.1515/ncrs-2021-0312.Search in Google Scholar

14. Tai, X. S., Liang, L., Li, X. T., Cao, S. H., Wang, L. H. Crystal structure of diaqua-bis(μ2-6-phenylpyridine-2-carboxylate-κ3N,O:O)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)lead(II)-N,N-dimethylformamide-water (1/2/4), C54H58N6O16Pb2. Z. Kristallogr. NCS 2021, 236, 1199–1201; https://doi.org/10.1515/ncrs-2021-0277.Search in Google Scholar

15. Bolm, C., Schlingloff, G., Harms, K. Catalyzed enantioselective alkylation of aldehydes. Chem. Ber. 1992, 125, 1191–1203; https://doi.org/10.1002/cber.19921250529.Search in Google Scholar

Received: 2022-01-06
Accepted: 2022-02-04
Published Online: 2022-02-18
Published in Print: 2022-04-26

© 2022 Li-Hua Wang et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

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