Home The crystal structure of (3-chlorothiophene-2-carboxylato-κ2O, O′)-(2,2′-dipyridyl-κ2N,N′)lead(II), C20H12Cl2N2O4S2Pb
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The crystal structure of (3-chlorothiophene-2-carboxylato-κ2O, O′)-(2,2′-dipyridyl-κ2N,N′)lead(II), C20H12Cl2N2O4S2Pb

  • Zhongyu Zhang ORCID logo EMAIL logo , Chunhua Fu , Wan Sun and Chunmeng Dong
Published/Copyright: August 1, 2024

Abstract

C20H12Cl2N2O4S2Pb, monoclinic, P21/c (no. 14), a = 13.2710(4) Å, b = 16.7810(4) Å, c = 9.6857(2) Å, β = 96.5550(1)°, V = 2142.91(9) Å3, Z = 4, R gt (F) = 0.0314, wR ref (F2) = 0.0807, T = 150.0 K.

CCDC no.: 2372851

The molecular 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.

Table 1:

Data collection and handling.

Crystal: Yellow block
Size 0.20 × 0.20 × 0.20 mm
Wavelength:

μ:
Mo Kα radiation (0.71073 Å)

8.35 mm−1
Diffractometer, scan mode:

θmax, completeness:
Bruker APEX-II, φ and ω

26.4°, >99 %
N(hkl)measured, N(hkl)unique, Rint: 50608, 4394, 0.053
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 3762
N(param)refined: 280
Programs: Bruker, 1 Olex2 2
Table 2:

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

Atom x y z Uiso*/Ueq
Pb1 0.17230 (2) 0.56041 (2) 0.51915 (2) 0.03088 (8)
Cl1 0.33027 (12) 0.27700 (12) 0.7301 (3) 0.0793 (6)
Cl2 0.47136 (11) 0.66114 (10) 0.93610 (17) 0.0522 (4)
S1 0.01328 (11) 0.29835 (10) 0.72220 (17) 0.0509 (4)
S2 0.17355 (12) 0.66688 (10) 1.05059 (16) 0.0486 (4)
O1 0.0592 (3) 0.4360 (2) 0.5632 (4) 0.0406 (8)
O2 0.2269 (3) 0.4309 (2) 0.5924 (4) 0.0362 (8)
O3 0.1409 (3) 0.5887 (3) 0.7873 (4) 0.0539 (11)
O4 0.2984 (3) 0.5880 (2) 0.7293 (4) 0.0414 (8)
N1 0.1745 (3) 0.4958 (2) 0.2791 (4) 0.0338 (9)
N2 0.3416 (3) 0.5618 (2) 0.4164 (5) 0.0337 (9)
C1 0.1406 (4) 0.4015 (3) 0.6077 (5) 0.0322 (10)
C2 0.1335 (4) 0.3265 (3) 0.6851 (5) 0.0343 (10)
C3 0.2028 (4) 0.2733 (3) 0.7451 (6) 0.0438 (13)
C4 0.1622 (5) 0.2126 (3) 0.8223 (6) 0.0464 (13)
H4 0.201417 0.171859 0.870646 0.056*
C5 0.0614 (5) 0.2194 (4) 0.8193 (7) 0.0541 (15)
H5 0.021047 0.184004 0.866298 0.065*
C6 0.2332 (4) 0.6037 (3) 0.8113 (5) 0.0364 (11)
C7 0.2673 (4) 0.6444 (3) 0.9454 (5) 0.0379 (11)
C8 0.3586 (5) 0.6702 (3) 1.0070 (6) 0.0425 (12)
C9 0.3557 (5) 0.7075 (3) 1.1374 (6) 0.0485 (14)
H9 0.413280 0.728313 1.192903 0.058*
C10 0.2593 (5) 0.7094 (4) 1.1728 (6) 0.0529 (15)
H10 0.241753 0.732140 1.256658 0.063*
C11 0.0870 (4) 0.4697 (3) 0.2101 (6) 0.0407 (12)
H11 0.025804 0.476602 0.250868 0.049*
C12 0.0834 (5) 0.4331 (4) 0.0818 (6) 0.0487 (14)
H12 0.020910 0.414407 0.035509 0.058*
C13 0.1717 (5) 0.4242 (5) 0.0228 (6) 0.0548 (17)
H13 0.170762 0.399720 −0.065759 0.066*
C14 0.2628 (5) 0.4510 (4) 0.0926 (6) 0.0474 (14)
H14 0.324682 0.444037 0.053513 0.057*
C15 0.2617 (4) 0.4882 (3) 0.2203 (5) 0.0347 (11)
C16 0.3541 (4) 0.5233 (3) 0.2980 (5) 0.0336 (10)
C17 0.4482 (4) 0.5197 (3) 0.2491 (6) 0.0383 (11)
H17 0.455939 0.491201 0.166209 0.046*
C18 0.5308 (4) 0.5576 (3) 0.3206 (7) 0.0442 (13)
H18 0.595542 0.554944 0.287771 0.053*
C19 0.5182 (4) 0.5994 (3) 0.4400 (6) 0.0427 (13)
H19 0.572956 0.627277 0.490065 0.051*
C20 0.4217 (4) 0.5989 (3) 0.4843 (5) 0.0361 (11)
H20 0.412326 0.626589 0.567521 0.043*

1 Source of materials

3-Chlorothiophene-2-carboxylic acid (2.0 mmol) was dissolved in 20 mL of anhydrous methanol. Pb(CH3COO)2 (1.0 mmol) dissolved in 10 mL of anhydrous methanol was added dropwise to the above 3-chlorothiophene-2-carboxylic acid solution and stirred for 2 h at 50 °C. Then 2,2′-dipyridyl (1.0 mmol) was dissolved in 10 mL of anhydrous methanol and added dropwise to the above solution and stirred for 3 h at 50 °C cooled and filtered. The filtrate was left for slow evaporation at room temperature. The yellow block crystals were formed 14 days later. Yield: 41.7 %. Anal. Calcd. for C20H12Cl2N2O4S2Pb: C, 34.98; H, 1.76; N, 4.08; S, 9.34; found: C, 34.87; H, 1.72; N, 4.10; S, 9.33.

2 Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on parent atoms.

3 Comment

In the last decades, the application of metal complexes for the treatment of cancer were extensively explored and consequently, metal complexes were recognized as promising anticancer agents. 3 , 4 The chemical structures of thiophene and pyridine with heterocyclic compounds have antibacterial, anticancer and anti-inflammatory effects. 5 , 6 As a part of our current research interest on the biological activity of metal complexes, we report herein a new ternary lead metal complex constructed by 3-chlorothiophene-2-carboxylate and 2,2′-dipyridyl ligands. Single crystal X-ray diffraction analysis demonstrates that the asymmetric unit of the title structure contains one lead(II), two 3-chlorothiophene-2-carboxylate ligands and one 2,2′-dipyridyl ligand. The bond distances of Pb–N are 2.560(4) and 2.568 (4) Å, bond lengths of Pb–O are 2.374(3)−2.719(4) Å, respectively, which are similar with refs. 7 , 8 The Pb (II) is six coordinated by four oxygen and two nitrogen atoms from the 3-chlorothiophene-2-carboxylic acid ligands and one 2,2′-dipyridyl. There are two four-membered chelate rings (Pb–O(1)–C(1)–O(2), Pb(1)–O(3)–C(6)–O(4)) and one five-membered chelate ring (Pb–N(1)–C(15)–C(16)–N(2)). But the geometry of the complex is different from octahedron geometry, which forms an umbrella-like geometry in which Pb–O(2) bond serves as the umbrella handle. 9 , 10


Corresponding author: Zhongyu Zhang, College of Medicine and Nursing, Dezhou University, Dezhou, 253000, Shandong, China, E-mail:

Acknowledgments

This study was supported by the Transverse research project of Dezhou University (No. HXKT2022144 and No. HXKT2022212). the Bidding subject of Dezhou University (No. 2023XKZX010).

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

  2. Competing interests: The authors declare no conflicts of interest regarding this article.

  3. Research funding: Transverse research project of Dezhou University (No. HXKT2022144 and No. HXKT2022212). the Bidding subject of Dezhou University (No. 2023XKZX010).

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Received: 2024-05-14
Accepted: 2024-07-23
Published Online: 2024-08-01
Published in Print: 2024-10-28

© 2024 the author(s), published by De Gruyter, Berlin/Boston

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

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