Startseite Naturwissenschaften Crystal structure of catena-poly[triaqua-(μ2 -1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ3O,O′:O′′)manganese(II)], C12H12N2O8Mn
Artikel Open Access

Crystal structure of catena-poly[triaqua-(μ2 -1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ3O,O′:O′′)manganese(II)], C12H12N2O8Mn

  • Zhang Yan ORCID logo EMAIL logo , Ge Jing und Zhou Peng
Veröffentlicht/Copyright: 20. Februar 2024

Abstract

C12H12N2O8Mn, orthorhombic, Pbca (no. 61), a = 11.5651(15) Å, b = 9.4169(12) Å, c = 25.634(3) Å, V = 2791.7(6) Å3, Z = 8, Rgt(F) = 0.0402, wRref(F2) = 0.1166, T = 296.15 K.

CCDC no.: 2322185

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: 0.13 × 0.12 × 0.11 mm
Wavelength:

μ:
Cu Kα radiation (1.5478 Å)

8.24 mm−1
Diffractometer, scan mode:

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

89.4°, >99 %
N(hkl)measured, N(hkl)unique, Rint: 15593, 3141, 0.051
Criterion for Iobs, N(hkl)gt: Iobs > 2σ(Iobs), 2366
N(param)refined: 211
Programs: Bruker [1], Olex2 [2], SHELX [3, 4]
Table 2:

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

Atom x y z Uiso*/Ueq
C1 0.2923 (2) 0.6712 (3) 0.59005 (10) 0.0228 (6)
C2 0.3717 (2) 0.7060 (3) 0.54458 (10) 0.0219 (6)
C3 0.4628 (2) 0.8131 (3) 0.54659 (10) 0.0236 (6)
C4 0.5294 (3) 0.8203 (3) 0.49973 (11) 0.0312 (7)
H4 0.591827 0.882401 0.497844 0.037*
C5 0.5032 (3) 0.7387 (3) 0.45826 (12) 0.0325 (7)
H5 0.546571 0.746765 0.427862 0.039*
C6 0.3779 (3) 0.5580 (3) 0.41657 (11) 0.0309 (7)
C7 0.2636 (3) 0.5223 (5) 0.41248 (16) 0.0648 (14)
H7 0.211121 0.553947 0.437399 0.078*
C8 0.4559 (3) 0.5135 (3) 0.37968 (12) 0.0294 (7)
H8 0.533329 0.539563 0.381956 0.035*
C9 0.4171 (3) 0.4287 (3) 0.33883 (12) 0.0307 (7)
H9 0.469405 0.397983 0.313693 0.037*
C10 0.2261 (3) 0.4397 (5) 0.37155 (15) 0.0595 (13)
H10 0.148067 0.417465 0.368598 0.071*
C11 0.3031 (3) 0.3895 (3) 0.33491(11) 0.0291 (7)
C12 0.2598 (3) 0.2960 (3) 0.29101 (11) 0.0280 (6)
Mn1 0.36334 (4) 0.95586 (5) 0.64587 (2) 0.01942 (14)
N1 0.3500 (2) 0.6281 (3) 0.50324 (9) 0.0286 (6)
N2 0.4142 (2) 0.6446 (3) 0.46022 (9) 0.0308 (6)
O1 0.45305 (19) 0.8768 (2) 0.71313 (8) 0.0375 (5)
H1A 0.410354 0.817143 0.728978 0.056*
H1B 0.511343 0.828568 0.703278 0.056*
O2 0.44593 (19) 1.1634 (2) 0.66523 (8) 0.0327 (5)
H2A 0.500448 1.149972 0.687075 0.049*
H2B 0.397650 1.215423 0.681542 0.049*
O3 0.21166 (19) 0.9802 (2) 0.69732 (8) 0.0354 (5)
H3A 0.218252 0.924746 0.723580 0.053*
H3B 0.211741 1.063485 0.710620 0.053*
O4 0.23373 (19) 0.5605 (2) 0.58568 (8) 0.0331 (5)
O5 0.2890 (2) 0.7528 (2) 0.62855 (9) 0.0391 (6)
O6 0.48274 (17) 0.8921 (2) 0.58492 (8) 0.0294 (5)
O7 0.33282 (19) 0.2251 (3) 0.26576 (9) 0.0420 (6)
O8 0.15416 (18) 0.2982 (3) 0.28066 (9) 0.0441 (6)

1 Source of material

The mixture of manganese chloride tetrahydrate 19.7 mg (0.1 mmol), 1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid 26.1 mg (0.1 mmol), NaOH 4 mg (0.1 mmol) and methyl alcohol (10 mL) were placed in a 25 mL vial and heated at 90 °C for 72 h, then cooled to room temperature over 24 h. Light green needle shaped crystals were collected after cooling to room temperature.

2 Experimental details

Using Olex2 [2], the structure was solved with the ShelXT [3] structure solution program and refined with the ShelXL [4] refinement package.

3 Comment

Currently, metal coordination polymers composed of various organic ligands and metal ions or metal clusters can be applied in many fields due to their diverse structures and interesting properties [5, 6], for instance, optics [7], gas adsorption/separation [8], catalysis [9], sensing [10], drug transportation [11], etc. However, the diversity in the framework architectures of such coordination polymers counts on many factors, such as the metal atom species, the coordination geometry of metal centers, the coordination ability of organic ligands and the reaction conditions (pH, temperature, solvent and so on) [12, 13], So that the selection of organic ligands and metal ions is the key to constructing fluorescent coordination polymers. For example, the incorporation of functional groups including pyridyl, imidazole and carboxyl group into the internal of coordination polymers could enhance the fluorescence sensing capability through various host-guest interactions, for synthesis of coordination polymers with appropriate luminous performance and are vital. Up to now, several complexes constructed by 1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylate have been reported, which exhibited structural diversity and different properties [1417].

The asymmetric unit of the title complex contains one independent Mn(II) ion, one deprotonated 1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid and three monodentate coordinated water molecules. As show in Figure, each Mn(II) ion is six-coordinated with three oxygen atoms from three monodentate coordinated water molecules and three oxygen atoms from two deprotonated ligands. There exists a dihedral angle of 29.8° between the benzene and pyridazine rings. Among them, the carboxyl group adjacent to pyridazine ring adopts the bridging mode to coordinate the two neighboring Mn(II) ions to form a one-dimensional MnO6 chain. Meanwhile, the carboxyl oxygen of the benzene ring is not involved in coordination. After further modification of the ligand, an interesting 1D structure was formed, which is linked by intermolecular hydrogen bonding to form a 3D supermolecular structure.


Corresponding author: Zhang Yan, College of General Studies, Shanxi College of Technology, Shuozhou, 036000, P.R. China, E-mail:

Funding source: Xi’an Huichuang Precious Metals New Materials Research Institute Co., Ltd

Award Identifier / Grant number: project (No. SXHJKJ202302)

  1. Author contributions: 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: The work was supported by Xi’an Huichuang Precious Metals New Materials Research Institute Co., Ltd project (No. SXHJKJ202302).

References

1. BRUKER. SAINT, APEX2 and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2009.Suche 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. Cryst. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Suche in Google Scholar

3. Sheldrick, G. M. SHELXTL - integrated space-group and crystal-structure determination. Acta Crystallogr. 2015, A71, 3–8.10.1107/S2053273314026370Suche in Google Scholar PubMed PubMed Central

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

5. Chen, H., Liu, P. X., Zhuo, S. P., Meng, X., Hou, Z. Y., Wang, H. N. A [Cu4I] cluster based metal-organic framework to detect F-ions. Inorg. Chem. Commun. 2016, 63, 69–73; https://doi.org/10.1016/j.inoche.2015.11.018.Suche in Google Scholar

6. Gao, Y. H., Huang, P. P., Xu, H. T., Huang, P., Liu, B., Lu, J. F., Ge, H. G. Two novel Zn(II) coordination polymers constructed by the same dicarboxylate and different bis-imidazole as Co-ligand: syntheses, crystal structures and properties. J. Mol. Struct. 2023, 36, 135106–135114; https://doi.org/10.1016/j.molstruc.2023.135106.Suche in Google Scholar

7. Cheng, W., Sheng, R., Wang, Y., Liu, Y. T., Tong, B. H., Chen, P., Wang, S. Preparation and electroluminescent application of iridium(III) complexes containing sulfur-containing phenylpyridazine ligands. Transition Met. Chem. 2021, 46, 81–89; https://doi.org/10.1007/s11243-020-00424-6.Suche in Google Scholar

8. Lu, J. F., Liu, Z. H. Two interpenetrating 3D MOFs constructed by bis(imidazole) and V-shape carboxylate co-ligands: synthesis, structure, gas adsorption and photoluminescent properties. J. Coord. Chem. 2016, 69, 2553–2562; https://doi.org/10.1080/00958972.2016.1216107.Suche in Google Scholar

9. Lu, J. F., Wang, M. Z., Liu, Z. H. Two novel coordination polymers constructed by the same mixed ligands of 1,3-bip and H2bpdc: syntheses, structures and catalytic properties. J. Mol. Struct. 2015, 1098, 41–46; https://doi.org/10.1016/j.molstruc.2015.05.030.Suche in Google Scholar

10. Liu, E. N., Huang, P. P., Gao, J. H., Wang, J. X., Wu, T. T., Liu, B., Zhang, S. R., Lu, J. F. A two-fold interpenetrated Zn(II) organic framework based on mixed ligands: synthesis, crystal structure, and properties. J. Chem. Res. 2023, 47, 6; https://doi.org/10.1177/17475198231203972.Suche in Google Scholar

11. Lu, K., He, C., Guo, N., Chan, C., Ni, K., Weichselbaum, R. R., Lin, W. B. Chlorin-based nanoscale metal-organic framework systemically rejects colorectal cancers via synergistic photodynamic therapy and checkpoint blockade immunotherapy. J. Am. Chem. Soc. 2016, 138, 12502–12510; https://doi.org/10.1021/jacs.6b06663.Suche in Google Scholar PubMed PubMed Central

12. Chang, H. N., Liu, L. W., Hao, Z. C., Cui, G. H. A 3D Ag(I) metal-organic framework for sensing luminescence and photocatalytic activities. J. Mol. Struct. 2018, 1155, 496–502; https://doi.org/10.1016/j.molstruc.2017.11.038.Suche in Google Scholar

13. Onwudiwe, D. C., Hosten, E. C. Synthesis, structural characterization, and thermal stability studies of heteroleptic cadmium(II) dithiocarbamate with different pyridyl groups. J. Mol. Struct. 2018, 1152, 409–421; https://doi.org/10.1016/j.molstruc.2017.09.076.Suche in Google Scholar

14. Gao, J. H., Wang, J. X., Huang, P. P., Liu, J., Zheng, N., Shi, J., Xu, H. T., Yue, S. Y., Lu, J. F. A new pyrazine carboxyl derivative and its two d10 metal coordination polymers: syntheses, characterization, DFT and property. J. Mol. Struct. 2023, 1290, 135935–135946; https://doi.org/10.1016/j.molstruc.2023.135935.Suche in Google Scholar

15. Gao, J. H., Huang, P. P., Liu, J., Zheng, N., Wang, D., Yue, S. Y., Liu, E. N., Liu, Q., Liu, B., Lu, J. F. Construction of three novel Co/Zn/Cd(II) coordination polymers based on the same ligands: different spatial structures, electrocatalysis and photoluminescence properties. Arab. J. Chem. 2023, 16, 105314–105330; https://doi.org/10.1016/j.arabjc.2023.105314.Suche in Google Scholar

16. Gao, J. H., Huang, P. P., Zhang, Z. J., Tian, F. W., Ge, J., Cao, X. Y., Liu, J., Wang, D., Zheng, N., Lu, J. F., Liu, B. A new 3D Cd -MOF with 2fold interpenetrated as “turn-On/turn-Off” fluorescent sensor for selective and sensitive detection of Cu2+, Al3+ and Fe3+ ions. J. Mol. Struct. 2024, 1299, 137162–137171; https://doi.org/10.1016/j.molstruc.2023.137162.Suche in Google Scholar

17. Liu, W. J., Wang, D. F., Cao, X., Wang, Q. W., Shen, L. G. Crystal structure of catena-poly[triaqua-(μ2-1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-O,Oʹ:Oʺ) cobalt(II)], C12H12N2O8Co. Z. Kristallogr. - N. Cryst. Struct 2024, 239, 121–123; https://doi.org/10.1515/ncrs-2023-0465.Suche in Google Scholar

Received: 2023-12-28
Accepted: 2024-02-05
Published Online: 2024-02-20
Published in Print: 2024-04-25

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

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

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Solvothermal synthesis and crystal structure of aqua-tris(p-acetamidobenzoate-κ2O,O′)-(2,2′-bipyridine-κ2N,N′)terbium(III) - water - methanol (1/1/1)
  4. Crystal structure of hexaaquazinc(II) catena-poly[bis(1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ2O,O′)-bis(μ2-1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ2O:O′)trizinc(II)] hexahydrate C26H36N4O20Zn2
  5. The crystal structure of valinyl-N-ium-4-(5-(thiophen-2-yl)isoxazol-3-yl)phenyl trifluoroacetate
  6. Crystal structure of bis(3,5-diisopropyl-1H-pyrazol-4-ammonium) tetrafluoroterephthalate, 2[C9H18N3][C8F4O4]
  7. Crystal structure of aqua-octakis(μ3-salicylato)-(1,10-phenanthroline)-(acetonitrile)-dicobalt(II)-trititanium(IV), C70H45N3O25Co2Ti3
  8. Crystal structure of catena-poly[aqua-(μ2-4,4′-diimidazole diphenyl ether-κ2N:N′)-(sulfato-κ1O)-cobalt(II)] – dimethylformamide (2/1), C39H37CoN9O8S
  9. Crystal structure of (5R,8R,9R,10R,12R, 13R,14R,17S)-2-(E-3-fluorobenzylidene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl) hexadecahydro-3H-cyclopenta[a]phenanthren-3-one, C37H53FO3
  10. Crystal structure of (Z)-4-((4,5,6-trimethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)phenyl diphenylphosphinate, C30H25O7P
  11. Crystal structure of 3-((5-methylpyridin-2-yl)amino)-1-phenylpropan-1-one, C15H16N2O
  12. The crystal structure of (R)-9-(5-methoxy-2-methyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylidene)-9H-thioxanthene, C28H22OS
  13. Crystal structure of diaqua-bis[1-(1-(hydroxymethyl)-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole-4-carboxylato-κ2N,O)] manganese(II), C16H20MnN10O8
  14. The crystal structure of t-butyl 7-[4-(4-fluorophenyl)-2-[(methanesulfonyl)(methyl)amino]-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate, C26H36FN3O6S
  15. The crystal structure of samarium sulfate pentahydrate, Sm2(SO4)3(H2O)5
  16. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ 4 N,O,O,O)-zinc(II)] monohydrate, C12H15NO9Zn
  17. The crystal structure of 2,3-difluoro-11H-benzo-[4,5]imidazo[2,1-a]isoindol-11-one, C14H6F2N2O
  18. The crystal structure of 2,3-di(9H-carbazol-9-yl)-9H-fluoren-9-one, C37H22N2O
  19. The crystal structure of 5-(2-chloro-3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine, C40H39ClN2
  20. Crystal structure of 2-bromo-1-hydroxy-3-(3-methylbut-2-enyloxy)-9H-xanthen-9-one, C18H15BrO4
  21. Crystal structure of bis(μ2-benzenesulfonato-κ2O:O′)-bis(μ2-6,6′-((ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))-bis(2-methoxyphenolato-κ6O,O′:O′,N,N′,O′′:O′′,O′′′))disodium(I)dicopper(II)
  22. The crystal structure of (E)-1,2-bis(benzo[e][1,2]azaborinin-2(1H)-yl)ethene, C18H16B2N2
  23. Crystal structure of 3-oxo-urs-12-en-28-benzyl ester, C37H52O3
  24. The crystal structure of ethyl (E)-1-chloro-3-(4-chloro-1-methyl-1H-indole-2-carbonyl)-4-oxo-2-phenylcyclooct-2-ene-1-carboxylate, C27H25Cl2NO4
  25. The crystal structure of 4,4′-((5-bromo-2-iodo-1,3-phenylene)bis(oxy))bis(tert-butylbenzene) ─ ethanol (2/1), C26H28BrIO2
  26. Crystal structure of (E)-1-(4-(benzyloxy)-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C18H19NO3
  27. The crystal structure of N1,N3-bis(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)\ propanediamide hydrate, C25H26N6O4, 2(H2O)
  28. The crystal structure of 2,5-bis[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]cyclohexa-2,5-diene-1,4-dione, C28H26N6O4
  29. Crystal structure of 3,4-bis[2-(hydroxymethyl)-pyrrolidin-1-yl] cyclobut-3-ene-1,2-dione hydrate, C14H22N2O5
  30. The crystal structure of 2-(3,4–dichlorobenzyl)-1H-benzimidazole, C14H10Cl2N2
  31. The crystal structure of 2-(2-((4,6-dimethoxypyrimidin-2-yl)oxy)phenyl)-4-(piperidin-1-yl)-5H-chromeno[2,3-d]pyrimidine, C28H27N5O4
  32. The crystal structure of 6-(benzofuran-2-yl)-2-oxo-4,5-diphenyl-3,4-dihydro-2H-pyran-3-carbonitrile, C26H17NO3
  33. Crystal structure of N-(4-bromobenzyl)-3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C18H15BrF2N4O
  34. The crystal structure of the host-guest complex: N-{5-[2-(2,6-dimethylphenoxy)acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl}-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide-diethyl ether (2/1)
  35. The crystal structure of (Z)-4-amino-N-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H17N3O2
  36. The crystal structure of diethyl 1,4-dihydro-2,6-dimethyl-4-(3-cyanophenyl)-3,5-pyridinedicarboxylate, C20H22N2O4
  37. Crystal structure of 3-(5-((4-(difluoromethoxy)phenyl) sulfonyl)-3,4,5,6-tetrahydropyrrolo[3,4-c]pyrrol-2(1H)-yl) oxetane-3-carboxamide, C17H19F2N3O5S
  38. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)-N-(2-(4-methylpiperazin-1-yl)ethyl)benzamide hydrate, C25H37Cl2N5O6
  39. Crystal structure of 3-(benzo[d]thiazol-2-yl)-5-bromo-2-hydroxybenzaldehyde, C14H8BrNO2S
  40. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C11H10F2N4O
  41. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-isopropyl-1H-imidazol-3-ium hexafluoridophosphate(V), C20H34F12N4P2
  42. Crystal structure of ethyl 5,6-dichloro-2-methyl-2,3-dihydro-1 H-benzo[d]imidazole-2-carboxylate, C11H12Cl2N2O2
  43. The crystal of structure of (OC-6-22)-pentakis(acetonitrile)bromidoruthenium(II)bromide monohydrate, C10H15Br2N5Ru
  44. Crystal structure of (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(((4aS,5R,6S)-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl)oxy)tetrahydro-2H-pyran-3-yl 2,3-dihydroxybenzoate hydrate, C23H26O12·H2O
  45. The crystal structure of (E)-4-amino-N′-(1-(4-fluorophenyl)propylidene)benzohydrazide, C16H16FN3O
  46. The crystal structure of 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine, C32H22N2
  47. Crystal structure of poly[μ3-diiodido-[μ2-di(1H-pyrazol-1-yl)methane-κ2N,N′)]dicopper(I)], C7H8Cu2I2N4
  48. Crystal structure of 3-amino-N′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  49. The crystal structure of 1,3-diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, C8H10O4N4
  50. Crystal structure of catena-poly[aqua-(μ2-1,4-diazabicyclo[2.2.2]octane-k2N: N′)-bis(sorbato-κ1O)-copper(II), C18H28CuN2O5
  51. Crystal structure of catena-poly[triaqua-(μ2 -1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ3O,O′:O′′)manganese(II)], C12H12N2O8Mn
  52. The crystal structure of [hexaaquamagnesium(II)] 4-[(pyridine-4-carbonyl)-amino]-phthalate trihydrate, C14H26N2O14Mg
  53. Crystal structure of 1-(p-tolylphenyl)-4-(2-furoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O3
  54. The crystal structure of bis(1,4,7,10,13-pentaoxacyclopentadecane)-potassium(I) dichloridocopper(I), C20H40Cl2CuKO10
  55. The crystal structure of tris(tetra-n-butylammonium) hexanitrato-κ2O,O′-lanthanium(III) C48H108N9O18La
Heruntergeladen am 4.2.2026 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2023-0556/html
Button zum nach oben scrollen