Startseite Naturwissenschaften Crystal structure of μ4-oxido-tetrakis(μ4-methanolato-κ2O:O′)tetrakis(μ2-N′-(3-ethoxy-2-hydroxy-benzylidene)-2-hydroxy-benzohydrazide κ5N,O,O′:O′,O″)tetracer(III)–methanol–triethylamine (1/2/2), C82H102Ce4N10O23
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Crystal structure of μ4-oxido-tetrakis(μ4-methanolato-κ2O:O′)tetrakis(μ2-N′-(3-ethoxy-2-hydroxy-benzylidene)-2-hydroxy-benzohydrazide κ5N,O,O′:O′,O″)tetracer(III)–methanol–triethylamine (1/2/2), C82H102Ce4N10O23

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Veröffentlicht/Copyright: 29. Dezember 2025

Abstract

C82H102Ce4N10O23, tetragonal, I41/a, a = 24.615(3) Å, c = 29.035(3) Å, V = 17592(4) Å3, Z = 8, Rgt(F) = 0.0311, wR ref (F2) = 0.0821, T = 298 K.

CCDC no.: 2471577

The molecular structure is shown in the figure. Table 1 contains the crystallographic data and the list of the atoms including atomic coordinates and displacement parameters can be found in the cif-file attached to this article.

Table 1:

Data collection and handling.

Crystal: Red block
Size: 0.05 × 0.03 × 0.02 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 2.11 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω scans
θmax, completeness: 28.3°, 100 %
N(hkl)measured, N(hkl)unique, Rint: 65230, 10927, 0.047
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 8253
N(param)refined: 561
Programs: Bruker, 1 SHELX 2 , 3

1 Source of material

The organic ligand was synthesized from the reaction of 3-ethoxy-2-hydroxybenzaldehyde (100 mg, 0.60 mmol) and 2-hydroxy-3-emthylbenzohydrazide (50 mg, 0.60 mmol) in methanol and benzoate according to the procedure reported earlier. 4 Yield (0.008 g, 60 %).

2 Experimental details

The C-bound H atoms were geometrically placed (C–H = 0.95–0.98 Å) and refined as riding with Uiso(H) = 1.2–1.5 Ueq(C). The N-bound H atoms were located in a difference Fourier map but were refined with a distance restraint of N–H = 0.88 ± 0.01 Å, and with Uiso(H) set to 1.2 Uequiv(N). 1 , 2 , 3

3 Discussion

Research on the chelation and coordination of hydrazone-derived ligands with lanthanide centers, particularly those with flexible multidentate ligands, remains an active field. Recently, significant focus has been placed on synthesizing acyclic ligands that form mononuclear or dinuclear lanthanide complexes, featuring interactions between the metal centers. Hydrazone-based complexes are extensively studied due to their strong affinity for lanthanide ions. 5 , 6 , 7 , 8 These complexes find applications in electroluminescent devices, structural probes, and immunobiological assays. Additionally, their paramagnetic and luminescent properties, along with the bioactivities of lanthanides, such as antimicrobial and antitumor effects, have been investigated over the past few decades. Some hydrazone lanthanide chelates also exhibit notable antioxidant activity. In the last few years, the crystal structures of a number of hydrazone compounds have been reported. However, compounds derived from 2–23-methyl-benzohydrazide have seldom been reported. As an extension of our work on such compounds, we reported herein on the crystal structure of the title compound, prepared by condensing 3-ethoxy-2-hydroxybenzaldehyde, 2-hydroxy-3-methylbenzohydrazine and Ce(III) acetate. The tertra-Cu(II) complex with the same ligand has been reported, 9 and the tetranuclear dysprosium(III) complex with the similar ligand, has also been reported. 10 Related tetranuclear dysprosium(III) compound with the different ligand has been reported, 11 which has the similar structure with the title compound.

As shown in figure, the compound 1 crystallizes in a tetragonal space group with eight formula units in the unit cell. The asymmetric unit comprises two molecule moeties, with 1/4 occupancy, where O8 and O4 reside on the four fold rotoinversion axis, and the remaining atoms occupy general positions. The title complex one is composed of four Ce atoms and four hydrazone ligands. The four Ce ions are linked by a central μ4–O8 ion, with the distances of Ce–O8 being 2.315 Å, the distances of Ce⋯Ce are ranging from 3.696 Å to 3.822 Å, the angles of Ce⋯O⋯Ce are in the range of 105.92–111.28°. The N′-(3-ethoxy-2-hydroxybenzylidene)-2-hydroxy-benzohydrazide is a tetradentate ligand with the two enolic-O, azo-N and ceramide oxygen donor sites. All of the Ce ions adopt the NO7 coordination geometry, in which one N atom and three oxygen atoms from the ligand, two oxygen atoms from two CH3O ions, one oxygen atom from μ4-O8 ion, one oxygen atom from the other ligand. The bond length for the Ce–N bonds is 2.562 Å, which is longer than the distance of the Ce–O bonds.


Corresponding author: Yang Liguo, College of Chemistry and Environmental Engineering, Anyang Institute of Technology, Anyang, 455000, Henan, P.R. China, E-mail:

Funding source: Henan Provincial Science and Technology Project

Award Identifier / Grant number: 252102231016

Funding source: The Cultivation Foundation of Anyang Institute of Technology

Award Identifier / Grant number: YPY2024001

  1. Research funding: This work was supported by Henan Provincial Science and Technology Project (252102231016), and the Cultivation Foundation of Anyang Institute of Technology (YPY2024001).

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Received: 2025-07-10
Accepted: 2025-12-16
Published Online: 2025-12-29
Published in Print: 2026-04-24

© 2025 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. Crystal structure of 4-bromo-7-(diethylamino)-2-oxo-2 H -chromene-3-carbaldehyde C14H14Br3NO3
  4. The crystal structure of 5-benzyl-4-((4-fluorobenzyl)oxy)-1,5-dimethyl-1,5-dihydro-2H-pyrrol-2-one, C20H20FNO2
  5. Crystal structure of bis(μ3-[bis(2-hydroxyethyl)amino]ethan-1-olato-κ6O:O,O,N,O″:O″)-bis(μ2-2,2′-[(2-hydroxyethyl)azanediyl]di(ethan-1-olato)-κ5O:O,O,N,O″)-hexakis(nitrato-κ2O,O′)tetrayttrium (III) methanol solvate, C26H62N10O32Y4
  6. Crystal structure of μ4-oxido-tetrakis(μ4-methanolato-κ2O:O′)tetrakis(μ2-N′-(3-ethoxy-2-hydroxy-benzylidene)-2-hydroxy-benzohydrazide κ5N,O,O′:O′,O″)tetracer(III)–methanol–triethylamine (1/2/2), C82H102Ce4N10O23
  7. Crystal structure of bis(acetato-κ1O)-bis(methanol-κ1O)-(1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol) cobalt(II), C34H50Cl2N6O10Co
  8. Crystal structure of poly[(μ4-5-isopropoxyisophthalato-κ4O:O′:O″:O‴)-pyridine-κ1N)zinc(II)] hydrate, C16H17NO6Zn
  9. Crystal structure of catena-poly[(μ2-tetraoxidomolybdato-κ2O:O′)-(3,10-dipropyl-1,3,5,8,11,12-hexaazacyclotetradecane-κ4N,N′,N″,N″″)dicopper(II)]tetrahydrate C14H42CuN6MoO8
  10. Crystal structure of poly[(μ3-2,2′-bipyridine-6,6′-bi(olato)-κ4-N,N′:O:O′)lead(II)], C10H6N2O2Pb
  11. The crystal structure of methyl 4-(3,5-ditrifluoromethylphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C20H17F6NO3
  12. The crystal structure of 4-[(1E)-2-nitroethenyl]-1,1′-biphenyl, C14H11NO2
  13. Crystal structure of (E)-3′,6′-bis(diethylamino)-2-((1-(thiazol-2-yl)ethylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one, C33H35N5O2S
  14. Crystal structure of diethyl 2-(4-bromophenyl)-1,3-dioxane-5,5-dicarboxylate, C16H19BrO6
  15. The crystal structure of bis(N,N′-bis(2-methoxyphenyl)-1,1-dimethylsilanediamine-(tetrahydrofurane-κ1O)-lithium(I)), C40H56Li2N4O6Si2
  16. Crystal structure of tetracarbonyl-bis(m2-4-fluorophenyltellate-k2S:S)(ethane-1,2-diyl-bis(diephenylphosphane-k2P,P)diiron(II) (Fe-Fe) C42H32F2Fe2O4P2Te2
  17. The crystal structure of (S)-1-(3,4-dimethoxybicyclo[4.2.0]octa-1(6), 2,4-trien-7-yl)-N-methylmethanamine hydrochloride, C12H18ClNO2
  18. The crystal structure of 3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-benzo[d]azepin-3-yl)-N-methylpropan-1-aminium chloride monohydrate, C16H27ClN2O4
  19. The crystal structure of 3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile, C11H11NO2
  20. The crystal structure of 2-aminobutanamide hydrochloride, C4H11ClN2O
  21. The crystal structure of 4-bromo-2,6-dimethoxybenzaldehyde, C9H9BrO3
  22. The crystal structure of Limaprost, C22H36O5
  23. The crystal structure of (2-butyl-benzofuran-3-yl)(4-hydroxy-3,5-diiodophenyl)methanone, C19H16I2O3
  24. The crystal structure of dimethylammonium poly[(μ2-sulfonato-κ2O:O′)-(μ3-5′- carboxy-2,2′-bipyridine-5-carboxylato- κ3N,N:O′)-copper(II)], C14H15N3O8SCu
  25. The crystal structure of potassium 1-(2,2″,4,4″,6,6″-hexamethyl-[1,1′:3′,1″-terphenyl]-2′-yl)-2,2-diisopropyldiphosphane-1-carbodithioate n-hexane solvate, C124H156K4P8S8, 2(C6H14)
  26. The crystal structure of chlorido-(2,7,12-trimethyl-3,7,11,17-tetra-azabicyclo(11.3.1)heptadeca1 (17),2,11,13,15-pentaene-κ4N,N′,N′,N′′′)copper(II) perchlorate hydrate, C16H26Cl2CuN4O5
  27. The crystal structure of chlorido-(2,4-dichloro-6-formylphenolato-κ2O,O′)-(2,2′-bipyridine-κ2N,N′)-copper(II), C17H11Cl3CuN2O2
  28. The crystal structure of poly[diaqua-bis(μ2-3,5-dichloroisonicotinato-κ2O:N)cobalt] tetrahydrate
  29. Crystal structure of (E)-(4-(1-phenylhept-1-en-2-yl)-1H-pyrrole-3-carbonyl) ferrocene, C28H29FeNO
  30. Crystal structure of tert-butyl 5-allyl-4-hydroxyisoindoline-2-carboxylate, C16H21NO3
  31. The crystal structure of S,S′-bis(2-(2-benzoselenazolyl)phenyl)disulfide, C26H16N2S2Se2
  32. Crystal structure of 1,1,6a,7,12,12a-hexamethyl-6,6a,7,8,9,12,12a,12b-octahydro-1H-cyclopropa[7,8] naphtho[2,3-b]naphtho[2,1-d]furan-2,4,5(1aH)-trione, C27H30O4
  33. The crystal structure of catena-poly[bis(1-benzyl-1,2,3-triazole-4,5-dicarboxylato-κ4N,O,O′:O′′)-bis(μ2-1, 2-di(4-pyridyl)propane-κ2N : N′)zinc(II)], C24H21N5O4Zn
  34. Crystal structure of N-(2-(1-phenylvinyl)phenyl)–N-tosylacrylamide, C24H21NO3S
  35. The crystal structure of ethylenediammonium bis(4-isopropyltropolonate)
  36. Crystal structure of 1-bromo-5-(2,2-difluoropropyl)-5-methylbenzo[4,5]imidazo [2,1-a]isoquinolin-6(5H)-one, C19H15BrF2N2O
  37. Crystal structure of (tert-butoxycarbonylmethyl)triphenylphosphonium chloride, C24H26ClO2P
  38. Hydrothermal synthesis and crystal structure of poly{tris(μ2-cis -1,4–cyclohexanedicarboxylato)-κ2O: O] -bis[μ3-1,3,5-tris[(1H-imidazol-1-yl)methyl]benzene-κ3N, N,N]trizinc(II)} trihydrate, C60H72N12O15Zn3
  39. The crystal structure of aminoguanidinium 3-nitro-1,2,4-triazol-5-one
  40. Crystal structure of 1,1′-(phenazine-5,10-diyl)bis(butan-1-one), C20H22N2O2
  41. Crystal structure of trans-diaqua-bis(5-bromopyridine-2-carboxylato k2N,O)iron(III) nitrate monohydrate, C12H12Br2FeN3O10
  42. Crystal structure of [1-(diaminomethylene)thiouron-1-ium] maleate
  43. Crystal structure of bis(diethylammonium) tridecathiotrimolybdate, (Et2NH2)2[Mo3S13]
  44. The crystal structure of methyl 4-(4-(methanesulfonyl)phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C21H25NO5S
  45. Crystal structure of catena-poly[µ2-(9,10-di(4-pyridyl)anthracene)-bis(nitrato-κ1O)-bis(N,N-dimethylformamide-κ1O)cadmium(II)], C30H30CdN6O8
  46. Crystal structure of [N,N′-bis(4-bromosalicylidene)-2,2-dimethylpropane-1,3-diaminato]nickel(II) ethanol monosolvate
  47. The crystal structure of bis(N,N,N′,N′-tetramethyl-1,8-naphthalenediamine)tetrabromidomanganate(II), C28H38Br4MnN4
  48. The crystal structure of ((1E,3Z,6R,7R)-6-(2-(furan-3-yl)ethyl)-6,7-dimethyl-10-methylenecyclodeca-1,3-dien-1-yl)(4-(4-methylbenzyl)piperazin-1-yl)methanone, C32H42N2O2
  49. Crystal structure of tert-butyl (S)-(1-(4-(tert-butoxy)phenyl)-4-diazo-3-oxobutan-2-yl)carbamate, C19H27N3O4
  50. The crystal structure of 2-[4,5-bis(4-bromophenyl)-1H-imidazol-2-yl]-4-bromophenol ethanol solvate, C23H18Br3N2O2
  51. Crystal structure of (3R)-N-((2S,4R,5S)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl) tetrahydro-2H-pyran-4-yl)-3-hydroxydecanamide, C18H38N2O9
  52. Crystal structure of 4-((triphenylphosphonio)methyl)pyridin-1-ium octachlorodiantimonate, C24H22Cl8NPSb2
  53. Crystal structure of bis(2,3,5-triphenyl-2,3-dihydro-1H-tetrazol-1-ium) tetrabromidocadmate(II), C38H30Br4CdN8
  54. Crystal structure of 6–O,8–O-ditigloyl-6β,8α,11-trihydroxygermacra-1(10)E,4E-diene, C25H38O5
  55. Crystal structure of 4-ethyl-3-oxo-3,4-dihydro-6-carbonitrile, C11H9N3O
  56. Crystal structure of 1α,5α-dihydroxy-1-deoxo-13-deoxyenmein, C20H28O6
  57. Synthesis and crystal structure of (4a)-10-hydroxy-heptamethyl–N′-(4-fluorobenzylidene) octadecahydropicene-4a-carbohydrazide monohydrate, C37H53FN2O3
  58. Crystal structure of N-(3-chlorophenyl)-3-methyl-4-nitrobenzamide, C14H11ClN2O3
  59. Crystal structure of trichlorido-2-(4-pyridinium)bis(4-pyridyl)amine zinc(II), [Zn(C15H13N4)Cl3]
  60. Ethyl (E)- (4R,4aS,6aR,9S,11aR,11bS)-8-(propargyloxyimino)-4,9,11b-trimethyl-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate, C25H37NO3
  61. The crystal structure of GaMn3B6O13(OH)
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