Startseite Crystal structure of 3,3′-(butane-1,4-diylbis(azanylylidene))bis(1-phenylbut-1-en-1-olato)-κ4N,N′,O,O′]copper(II), C24H26N2O2Cu
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Crystal structure of 3,3′-(butane-1,4-diylbis(azanylylidene))bis(1-phenylbut-1-en-1-olato)-κ4N,N′,O,O′]copper(II), C24H26N2O2Cu

  • Xiaofang Luo , Guoqiang Li , Ying Zuo , Qi Jiang und Qiang Xu EMAIL logo
Veröffentlicht/Copyright: 21. Juli 2017

Abstract

C24H26N2O2Cu, orthorhombic, C2221 (no. 20), a = 11.372(2) Å, b = 19.861(4) Å, c = 9.2904(19) Å, V = 2098.3(7) Å3, Z = 4, Rgt(F) = 0.0201, wRref(F2) = 0.0580, T = 296(2)K.

CCDC no.:: 1481414

The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Brown block
Size:0.48 × 0.35 × 0.29 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:10.6 cm−1
Diffractometer, scan mode:Bruker APEXII, φ and ω-scans
2θmax, completeness:50°, >99%
N(hkl)measured, N(hkl)unique, Rint:5299, 1844, 0.030
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1795
N(param)refined:134
Programs:Bruker [1], SHELX [2]
Table 2

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

AtomxyzUiso*/Ueq
Cu10.00000.960575(11)0.75000.03736(13)
C10.39982(19)0.85574(11)0.5406(3)0.0643(6)
H10.44640.89070.57520.077*
C20.4488(2)0.80753(11)0.4523(3)0.0711(7)
H20.52790.81060.42770.085*
C30.3832(2)0.75528(11)0.4001(2)0.0571(6)
H30.41690.72320.33990.068*
C40.2670(2)0.75098(12)0.4380(3)0.0584(5)
H40.22150.71550.40390.070*
C50.21708(19)0.79920(11)0.5267(2)0.0521(5)
H50.13820.79540.55170.062*
C60.28160(16)0.85280(9)0.5788(2)0.0407(4)
C70.22109(16)0.90539(9)0.6675(2)0.0404(4)
C80.27924(19)0.96178(11)0.7139(3)0.0628(6)
H80.35910.96410.69260.075*
C90.2313(2)1.01710(11)0.7907(2)0.0584(6)
C100.3201(3)1.06844(14)0.8449(4)0.0881(9)
H10A0.30331.11160.80330.132*
H10B0.39791.05460.81780.132*
H10C0.31521.07150.94790.132*
C110.0744(2)1.08418(10)0.8908(2)0.0558(5)
H11A0.13011.09610.96560.067*
H11B0.00041.07290.93690.067*
C120.0560(3)1.14458(11)0.7927(3)0.0787(9)
H12A0.05791.18500.85120.094*
H12B0.12151.14700.72610.094*
N10.11859(15)1.02430(8)0.81222(19)0.0457(4)
O10.11051(10)0.89373(6)0.69193(15)0.0434(3)

Source of material

The N,N′-bis(benzoylacetone)butylenediimine (H2L) was synthesized via a modification of a previously reported procedure [3], other reagents were all purchased from Shanghai Aladdin Biochem technology Co. LTD (China) and used as received. A mixture of Cu(CH3COO)2⋅H2O (39.9 mg, 0.2 mmol) and (H2L) (74.8 mg, 0.2 mmol) in 25 mL acetonitrile/dichloromethane (4:1, v/v) was stirred at ambient temperature for 1 h to afford a clear brownish solution. The mixture was filtrated and the filtrate was shelved in a vibrationless, dark environment for four days, and the well-shaped brownish granular crystals were obtained in a yield of 68% (based on Cu).

Experimental details

All of the hydrogen atoms were placed in the calculated positions and were included in the refinement using the riding model approximation, with Uiso(H) set to 1.2Ueq(C) and 1.5Ueq(C).

Discussion

The Schiff bases derived from the condensation of aliphatic or aromatic diamines with β-diketone e.g. acetyl- or 1-benzoylacetone easily formed N2O2(bis-condensation) and N2O (mono-condensation) two common coordination set. Ligands in this class were studied due to their synthetic accessibility, rich coordination ability as well as in biological [4], clinical [5], electrophoretic [6], analytical [7] and magnetic [8].

The single-crystal analysis indicate that the title applications structure crystallizes in the non-centrosymmetric space group C2221. The Cu(II) center is tetracoordinated with imine and carbonyl group to form a seven-membered and two six-membered rings and exhibits a slightly distored square planar geometry, with all the Cu bond angles between 98.43(11)° and 146.04(8)°. The distances of Cu—O, Cu—N, C—N are 1.9060(13) Å, 1.9377(16) Å and 1.3935(2) Å, respectively. It’s worth noting that the sum of bond angles around Cu(II) centre is 379.38°, which demonstrated the poor coplanarity.

Acknowledgement

I acknowledge support for the publication fee by the Scientific Research Fund of Chongqing Municipal Education Commission the (KJ1601115), Chongqing University of Arts and Sciences (Z2015CH02), Chongqing University of Arts and Sciences (XSKY2016058) and Chongqing University of Arts and Sciences (XSKY2016067).

References

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Sheldrick, G. M.: SHELXL-97, Program for solution of crystal structures, University of Göttingen, Göttingen, Germany, (1997).Suche in Google Scholar

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Received: 2017-1-16
Accepted: 2017-7-5
Published Online: 2017-7-21
Published in Print: 2017-9-26

©2017 Xiaofang Luo et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of 2-(2-ethoxyphenyl)-7-propyl-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, C17H20N4O2
  3. Crystal structure of catena-poly[aqua-(μ3-1,3,5-benzenetricarboxylato-κ3O:O′:O′′)-[μ3hydroxy-(1,3-di-(μ2-1,2,4-triazole-4-yl)benzoato-κ2N:N′)copper(II)], C19H16Cu2N6O9
  4. Crystal structure of poly[aqua-(μ3-3,5-di(4H-1,2,4-triazolyl-4-κ3N,N′:N′′)benzenecarboxylato)silver(I)], C11H9AgN6O3
  5. Crystal structure of tetrapropylammonium hydrogen carbonate, C13H29NO3
  6. Crystal structure of poly[μ2-acetato-κ3-O,O′:O′)diaqua(μ3-isophthalato-κ4O,O′:O′′:O′′′)yttrium(III)] monohydrate, C20H24O17Y2
  7. Crystal structure of catena-poly[dichlorido-(μ2-4-(1H-pyrazol-3-yl)-pyridine-κ2N,N′)]cadmium(II), C48H42Cd3Cl16N18
  8. Crystal structure of bis(tetraethylammonium) [1,1′-biphenyl]-2,2′-dicarboxylate trihydrate, C30H54N2O7
  9. Crystal structure of poly[(thiophene-3,4-dicarboxylato-κ1O)bis[1,2-bis(4-pyridyl)ethane-κ2N:N′]silver(I)] octahydrate, C30H42Ag2N4O12S
  10. The crystal structure of amine-(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)silver(I) dihydrate, C9H13AgN4O4
  11. Crystal structure of poly[tetrakis(μ2-cyanido-κ2N:O)-cyanido-tris(pyridine)dicobalt(II/III)], C20H15Co2N8
  12. Crystal structure of bis(pyridine)-bis(2-formyl-4,6-dichlorophenolato)cobalt(II), C24H16Cl4CoN2O4
  13. Crystal structure of (E)-1-(4-(((E)-5-bromo-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H15BrN2O2
  14. Crystal structure of catena-poly[(μ2-3-(1H-pyrazol-4-yl)-5-(pyridin-4-yl)-1,2,4-triazole-κ N:N′)-bis(benzoato-κO)zinc(II)], C24H18N6O4Zn
  15. Hydrothermal synthesis and crystal structure of a poly[aqua-(μ4-4-(carboxylatomethyl)benzoato-κ4O:O′:O′′:O′′′)-(μ2-1-(4-(1H-imidazol-1-yl)benzyl)-1H-1,2,4-triazole-κ2N:N′) dimanganese(II)], [Mn2(C9H6O4)2(C12H11N5)(H2O)]
  16. Crystal structure of diaqua-catena-poly[diaqua-bis(μ2-5-(4-(1H-1,2,4-triazol-1-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)] dihydrate, C20H24CoN14O4
  17. Crystal structure of bis(μ3-2,2′-azanediylbis(ethan-1-olato)-κ5O:O,N,O′:O′)-tetrachlorido-bis(μ2-2-((2-hydroxyethyl)amino)ethan-1-olato-κ3N,O:O)dicobalt(II)dicobalt(III), C16H38Cl4Co4N4O8
  18. Crystal structure of poly[μ4-(4-(carboxylatomethyl)benzoato-κ4O:O′:O′′:O′′′)-(2-(4-(1H-imidazol-1-yl)phenyl)-1H-benzo[d]imidazole-κN)manganese(II)] [Mn(C9H6O4)(C16H12N4)]
  19. Crystal structure of 4-chloro-6-phenylpyrimidine, C10H7ClN2
  20. The crystal structure of [6-methoxy-2-(2,2,2-trifluoroacetyl)-3,4-dihydronaphthalen-1(2H)-one]difluoroborane, C13H10BF5O3
  21. Crystal structure of 3,3′-(butane-1,4-diylbis(azanylylidene))bis(1-phenylbut-1-en-1-olato)-κ4N,N′,O,O′]copper(II), C24H26N2O2Cu
  22. Crystal structure of tetraaqua-bis((E)-N′-(2-bromobenzylidene)isonicotinohydrazide-κN)zinc(II) dinitrate, C26H28N8O12Br2Zn
  23. Crystal structure of 2-amino-4-(4-bromophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13BrN2O2
  24. A single crystal study on tert-butyl-4-((4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-yloxy)methyl)piperidine-1-carboxylate, C26H30BrFN4O4
  25. Crystal structure of 1,1′-((1E,1′E)-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(naphthalen-2-olato-κ3O,O′,N)zinc(II), C36H26N2O4Zn
  26. Crystal structure of diaqua-bis(5′-(pyridin-1-ium-4-yl)-1H-[3,3′-bi(1,2,4-triazol)]-2′-ide-κ2N,N′)cobalt(II) — bis(5-(pyridin-4-yl-κN)-1H,1′H-3,3′-bi(1,2,4-triazole))octamolybdate – water (2/1/8), C27H33CoMo4N21O19
  27. Crystal structure of 3-cyclohexyl-2-(cyclohexylimino)-2,3-dihydro-6,8-diiodo-4H-1,3-benzoxazin-4-one, C20H24I2N2O2
  28. Crystal structure of dinitrato-κO-bis(tris((1H-benzo[d]imidazol-2-yl)methyl)amine-κ4N,N′,N′′,N′′′)-(μ2-cyclohexane-1,4-dicarboxylato-κ4O,O′:O′′,O′′′)dimanganese(II) – methanol – water (1/6/2), C62H80Mn2N16O18
  29. Crystal structure of bis(2-hydroxyethyl(phenyl)carbamodithioate)nickel(II), C18H20N2NiO2S4
  30. Crystal structure of methyl 1-(4-fluorobenzyl)-4-methoxy-5-oxopyrrolidine-3-carboxylate, C14H16FNO4
  31. Crystal structure of di-μ-iodido-bis(6-(p-tolyl)-2,2′-bipyridine-κ2N,N′)dicopper(I) — 2-(diphenylphosphoryl)benzoic acid (1/2), C36H29CuIN2O3P
  32. Crystal structure of 2-amino-4-(3-bromo-4-fluoro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16BrFN2O2
  33. Crystal structure of bis(μ2-2-chlorobenzoato-κ3O,O′:O′)-(2-chlorobenzoato-κO)-(2-chlorobenzoato-κO,O′)-bis(1,10-phenanthroline-κ2N,N′)-dicadmium(II) monohydrate, C52H36Cd2Cl4N4O10
  34. Crystal structure of 2-(8a-methyl-5-oxo-hexahydroimidazo [1,2-a]pyridin-1(5H)-yl)-2-oxoethyl acetate, C12H18N2O4
  35. Crystal structure of (E)-N,N-diethyl-2-(5-nitrothiazol-2-yl)-1-phenylethen-1-amine, C15H17N3O2S
  36. Crystal structure of diazido-dimethanolato-bis(μ2-2-(((3-oxidopropyl)imino)methyl)phenolato-κ4O:O,O′,N)dimanganese(III), C22H28Mn2N8O6
  37. The crystal structure of bis(2-(2,2,2-trifluoroacetyl)-3,4-dihydronaphthalen-1-olato-κ2O,O′)copper(II), C24H16CuF6O4
  38. Crystal structure of hexaaquanickel(II) bis((E)-4-((4-(dimethylamino)phenyl)diazenyl)benzenesulfonate), C28H40N6NiO12S2
  39. Crystal structure of catena-poly[aqua-(μ2-hexamethylenetetramine-κ2N:N′)-bis(2,6-difluorobenzoato-κ2O:O′)cadmium(II)]monohydrate, C20H22CdF4N4O6
  40. Crystal structure of 3-benzyl-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C15H12N2OS
  41. Crystal structure of bis(μ2-ferrocenecarboxylato-κ2O:O′)-bis(1,10-phenanthroline-κ2N,N′)-(μ2-methanolato2O,O)dicopper(II) tetrafluoroborate – acetonitrile (1/1), C49H40BCu2F4Fe2N5O5
  42. The crystal structure of tetrakis(1,3,5-triaza-7-phosphatricyclo[3.3.1.13,7]decane-κP)silver(I) chloride dihydrate, C24H60AgClN12O6P4
  43. Crystal structure of 5-ethyl-2-(p-tolyl)-1,3-dioxane-5-carboxylic acid, C14H18O4
  44. Crystal structure of 2-(4-fluorophenyl)-1,3-dimethyl-1H-perimidin-3-ium iodide, C19H16ClIN2
  45. Crystal structure of catena-poly[(μ2-hexamethylenetetramine-κ2N:N′)-tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)dicopper(II)], C34H24Cu2F8N4O8
  46. Crystal structure of ethyl 3-hydroxy-5-methyl-2-(4-(m-tolyl)-1H-1,2,3-triazol-1-yl)-[1,1′-biphenyl]-4- carboxylate, C25H24N3O3
  47. The crystal structure of carbonyl(2-oxopyridin-1(2H)-olato-κ2O,O′)-(diphenylcyclohexylphosphine-κP)rhodium(I), C24H25NO3PRh
  48. Crystal structure of bis((pyrazin-2-ylmethyl)(pyrazine-2-carbonyl)amido-κ3N,N′,N′′)copper(II), C20H16CuN10O2
  49. Crystal structure of catena-poly[tetraaqua-(μ2-succinonitrile-κ2N:N′)cobalt(II)] dinitrate, C4H12CoN4O10
  50. The crystal structure of 1,1′-bisisoquinoline, C18H12N2
  51. Crystal structure of bis(hydroxydi(pyridin-2-yl)methanolato-κ3N,N′,O)cobalt(III) perchlorate dihydrate, C22H22ClCoN4O10
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