Startseite The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
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The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu

  • Tai Xi-Shi ORCID logo EMAIL logo , Yan Xi-Hai , Zhao Bo und Fan Peng-Cheng
Veröffentlicht/Copyright: 22. Oktober 2024

Abstract

C12H15NO9Cu, triclinic, P1̄ (no. 2), a = 7.3596(3) Å, b = 8.1735(2) Å, c = 12.0982(4) Å, α = 85.754(3)°, β = 80.318(3)°, γ = 84.852(2)°, V = 702.61(5) Å3, Z = 2, R gt (F) = 0.0494, wR ref (F 2) = 0.1463, T = 298 K.

CCDC no.: 2389959

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: Pink block
Size: 0.28 × 0.26 × 0.22 mm
Wavelength:

μ:
Mo Kα radiation (0.71073 Å)

1.61 mm−1
Diffractometer, scan mode:

θ max, completeness:
XtaLAB AFC12 (RINC),

25.3°, 99 %
N(hkl)measured, N(hkl)unique, R int: 17674, 2564, 0.036
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 2489
N(param)refined: 228
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
Cu1 0.69719 (8) 0.72438 (7) 0.14864 (5) 0.0285 (2)
O1 0.2107 (5) 0.4914 (5) 0.1937 (3) 0.0426 (9)
O2 0.4692 (5) 0.6120 (4) 0.1209 (3) 0.0322 (8)
O3 1.1907 (5) 0.9957 (5) 0.1490 (3) 0.0419 (9)
O4 0.9665 (5) 0.8446 (4) 0.1205 (3) 0.0331 (8)
O5 0.5716 (5) 0.9547 (5) 0.1303 (4) 0.0393 (9)
H5A 0.456769 0.968792 0.123955 0.059*
H5B 0.610948 1.049945 0.116167 0.059*
O6 0.8352 (5) 0.5007 (4) 0.1823 (3) 0.0315 (8)
H6A 0.952960 0.511117 0.179111 0.047*
H6B 0.833077 0.435526 0.129494 0.047*
O7 0.7923 (7) 0.7118 (5) −0.0229 (3) 0.0445 (10)
H7A 0.793041 0.802046 −0.063067 0.067*
H7B 0.756373 0.644107 −0.062950 0.067*
N1 0.5163 (5) 0.6921 (4) 0.3211 (3) 0.0224 (7)
C1 0.3464 (6) 0.5689 (6) 0.2017 (4) 0.0275 (9)
C2 0.3652 (6) 0.6186 (5) 0.3171 (4) 0.0246 (9)
C3 0.2297 (7) 0.5877 (6) 0.4139 (4) 0.0329 (10)
H3 0.123806 0.536308 0.407750 0.040*
C4 0.2542 (7) 0.6332 (6) 0.5160 (4) 0.0342 (11)
H4 0.164941 0.612958 0.579844 0.041*
C5 0.4134 (6) 0.7105 (5) 0.5252 (4) 0.0250 (9)
C6 0.5430 (6) 0.7371 (5) 0.4233 (4) 0.0234 (9)
C7 0.7072 (7) 0.8122 (7) 0.4275 (4) 0.0335 (11)
C8 0.7421 (8) 0.8612 (7) 0.5275 (4) 0.0393 (12)
H8 0.850036 0.912678 0.529019 0.047*
C9 0.6149 (8) 0.8336 (7) 0.6272 (4) 0.0358 (11)
H9 0.640291 0.865659 0.694945 0.043*
C10 0.4546 (7) 0.7608 (6) 0.6271 (4) 0.0321 (10)
H10 0.371740 0.743983 0.694448 0.039*
C11 0.9639 (7) 0.9289 (6) 0.3043 (4) 0.0316 (11)
H11A 1.061518 0.907845 0.350063 0.038*
H11B 0.900246 1.036242 0.319517 0.038*
H11C 1.044331 0.863874 0.350113 0.038*
H11D 0.950139 1.041444 0.326268 0.038*
C12 1.0454 (6) 0.9222 (6) 0.1808 (4) 0.0268 (9)
O9 0.835 (2) 0.805 (2) 0.3290 (9) 0.034 (3)
O9A 0.788 (3) 0.864 (5) 0.3189 (10) 0.028 (4)
O8 0.7405 (5) 0.2571 (5) 0.0574 (3) 0.0337 (8)
H8A 0.829357 0.210581 0.012400 0.051*
H8B 0.666147 0.302194 0.015025 0.051*

1 Source of materials

The title Cu(II) complex has been synthesized by the following method: 0.1336 g 8-carboxymethoxy-quinoline-2-carboxylic acid (0.5 mmol), 0.1011 g 2-(2-methyl-imidazol-1-yl)benzoic acid (0.5 mmol), 0.040 g NaOH (1.0 mmol) were added to the solution of 15 ml water-ethanol (v:v = 2:1) with stirring. After dissolution, 0.0998 g cupric acetate monohydrate (0.5 mmol) solid was added to the above solution with stirring. Then the mixture solution was stirred for 4 h at 75 °C and for another 3 h at room temperature. Blue block crystals were obtained after 10 days.

2 Experimental details

The hydrogen atoms were positioned geometrically (C–H = 0.93–0.97 Å, O–H = 0.85–0.86 Å). Their U iso values were set to 1.2 U eq or 1.5 U eq of the parent atoms.

3 Comment

The Cu(II), Ni(II), Co(II), and Mn(II) complexes constructed by 8-carboxymethoxyquinoline-2-carboxylate ligand have showed multiple coordination modes and potential applications such as magnetic property, DNA/BSA binding and DNA cleavage ability. 5 , 6 Our group has also synthesized and structurally characterized Cu(II), Ni(II), Cd(II), and Zn(II) complexes using 8-carboxymethoxy-quinoline-2-carboxylic acid ligand. 7 , 8 , 9 , 10 According to the above studies, it was found that the synthesis conditions and pH could affect the structure of the complex, for example, under the same hydrothermal conditions, nickel(II) acetate tetrahydrate and nickel (II) nitrate hexahydrate respectively form six-coordinated complexes with different structures with 8-carboxymethoxyquinoline-2-carboxylic acid ligand. 6 However, under ordinary pressure conditions, nickel(II) acetate tetrahydrate forms seven-coordinated complex with 8-carboxymethoxyquinoline-2-carboxylic acid ligand. 10 To further explore the effect of the synthesis conditions on the structure of metal complexes with the 8-carboxymethoxyquinoline-2-carboxylic acid, in this paper, we synthesized and structurally characterized a new Cu(II) complex using nickel(II) acetate tetrahydrate, 8-carboxymethoxy-quinoline-2-carboxylic acid, 2-(2-methyl-imidazol-1-yl)benzoic acid, and NaOH. The molecular structure of Cu(II) complex is shown in Figure. The Cu(II) complex contains one central Cu(II) ion, one completely deprotonated 8-carboxymethoxy-quinoline-2-carboxylate ligand, three coordinated water molecules, and one uncoordinated water molecule. The Cu(II) ion is six-coordinated by two carboxylic O atoms (O2 and O4) and one N atom (N1) from 8-carboxymethoxy-quinoline-2-carboxylate ligand, three O atoms from three coordinated water molecules, adopting a distorted octahedral coordination geometry. Unfortunately, the 2-(2-methyl-imidazol-1-yl)benzoic acid ligand does not take part in coordination with Cu(II) ion. The bond angle of O5–Cu1–O6 is 173.52(15)°, indicating that the O5 and O6 of coordinated water molecules occupy the axial positions. And the N1, O2, O4 and O7 atoms from the basal plane. The angles around the Cu(II) ion within the basal plane vary from 74.88(13) to 122.87(13)°, and the sum of bond angles is 360.02°. The bond lengths of Cu–O and Cu–N are 2.031(4)–2.239(3) Å and 2.264(4) Å, respectively, which is consistent with other Cu(II) complexes reported in the literature. 11 , 12 , 13 , 14 The Cu(II) complex molecules form 1D chained structure by intermolecular O–H·O hydrogen bonds.


Corresponding author: Tai Xi-Shi, College of Chemistry and Chemical Engineering, Weifang University, Weifang, Shandong 261061, P.R. China, E-mail:

  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: National Natural Science Foundation of China (No. 21171132, https://doi.org/10.13039/501100001809), and Science and Technology Development Plan Project of Weifang.

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Received: 2024-08-06
Accepted: 2024-10-10
Published Online: 2024-10-22
Published in Print: 2024-12-17

© 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. Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
  4. Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
  5. Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
  6. The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
  7. The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
  8. Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
  9. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
  10. The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
  11. The crystal structure of (Z)-5-amino-N -hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  12. The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
  13. The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
  14. Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
  15. The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
  16. The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
  17. Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
  18. Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
  19. Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
  20. The crystal structure of alogliptinium meta-chlorobenzoate
  21. Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
  22. The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
  23. Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
  24. The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
  25. Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
  26. The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
  27. The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
  28. Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
  29. The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
  30. Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
  31. The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
  32. The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
  33. The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
  34. The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
  35. The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
  36. The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
  37. Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
  38. Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
  39. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
  40. Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
  41. Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
  42. Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
  43. The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
  44. Crystal structure of (Z)-4-amino-N -((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
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