Startseite Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2
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Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2

  • Hong Sun und Gao-Feng Wang EMAIL logo
Veröffentlicht/Copyright: 8. August 2018

Abstract

C27H18CuF6N2O5S2, triclinic, P1̄ (no. 2), a = 9.3162(5) Å, b = 10.1290(6) Å, c = 16.4352(9) Å, α = 90.430(4)°, β = 100.711(5)°, γ = 110.753(5)°, V = 1420.45(14) Å3, Z = 2, Rgt(F) = 0.0559, wRref(F2) = 0.1617, T = 293 K.

CCDC no.: 1858910

The crystal structure is shown in the figure (#1: x, y − 1, z). 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:Block, green
Size:0.28 × 0.22 × 0.19 mm
Wavelength:Mo Kα radiation (λ = 0.71073 Å)
μ:0.996 mm−1
Diffractometer, scan mode:Eos Xcalibur, Φ and ω-scans
θmax, completeness:25.35°, >99%
N(hkl)measured, N(hkl)unique, Rint:10139, 5187, 0.0235
Criterion for Iobs, N(hkl)gt:Iobs > 2σ(Iobs), 3987
N(param)refined:389
Programs:CrysAlisPRO [1], SHELX [2], Diamond [3]
Table 2:

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

AtomxyzUiso*/Ueq
Cu10.85687(5)0.33336(4)0.26454(3)0.04122(19)
S11.28717(15)0.25957(13)0.43926(8)0.0647(4)
S20.44177(16)0.40753(13)0.08438(9)0.0675(4)
F11.1153(6)0.7653(4)0.1654(3)0.1291(17)
F21.3025(4)0.7073(4)0.1458(2)0.1046(13)
F31.0818(5)0.6129(4)0.07043(19)0.1027(12)
F40.6254(7)0.0066(5)0.4360(2)0.176(3)
F50.5812(8)−0.1212(4)0.3319(4)0.176(3)
F60.4112(5)−0.0669(5)0.3641(3)0.1426(19)
O10.9568(3)0.4792(3)0.19614(17)0.0449(7)
O21.0552(3)0.3319(3)0.32513(16)0.0437(6)
O30.7524(3)0.1848(3)0.33001(17)0.0460(7)
O40.6589(3)0.3430(3)0.20816(16)0.0423(6)
O50.8970(4)0.5386(3)0.36952(19)0.0602(8)
N10.7829(4)1.0064(3)0.1351(2)0.0451(8)
N20.8125(5)1.1456(3)0.1492(2)0.0504(9)
C11.1517(5)0.6590(5)0.1481(3)0.0526(11)
C21.1050(5)0.5418(4)0.2068(2)0.0428(9)
C31.2198(5)0.5177(4)0.2614(3)0.0483(10)
H31.32320.57500.26200.058
C41.1914(4)0.4113(4)0.3171(2)0.0381(8)
C51.3224(5)0.3852(4)0.3691(2)0.0395(9)
C61.4862(5)0.4536(4)0.3692(2)0.0438(9)
H61.52990.52390.33550.053
C71.5712(6)0.3933(5)0.4316(3)0.0597(12)
H71.67990.42210.44290.072
C81.4803(6)0.2927(5)0.4714(3)0.0603(12)
H81.51980.24560.51300.072
C90.5594(6)−0.0183(4)0.3601(3)0.0543(11)
C100.6070(5)0.1101(4)0.3105(2)0.0432(9)
C110.4942(5)0.1314(4)0.2517(3)0.0500(10)
H110.39280.06460.24280.060
C120.5240(5)0.2490(4)0.2043(2)0.0389(8)
C130.3962(5)0.2707(4)0.1460(2)0.0467(10)
C140.2309(5)0.1929(6)0.1314(3)0.0614(12)
H140.18050.11620.15950.074
C150.1570(7)0.2539(8)0.0660(4)0.0881(19)
H150.04950.21790.04510.106
C160.2539(7)0.3661(7)0.0373(3)0.0765(16)
H160.22090.4163−0.00460.092
C170.7614(6)1.1848(5)0.0763(3)0.0545(11)
H170.76571.27660.06730.065
C180.7014(6)1.0751(5)0.0153(3)0.0675(14)
H180.65951.0777−0.04030.081
C190.7170(7)0.9629(5)0.0542(3)0.0728(15)
H190.68780.87160.02980.087
C200.8253(5)0.9241(4)0.1985(2)0.0412(9)
C210.7493(5)0.7781(4)0.1908(3)0.0490(10)
H210.66890.73510.14530.059
C220.7922(5)0.6972(4)0.2499(3)0.0484(10)
H220.74180.59930.24350.058
C230.9102(5)0.7591(4)0.3194(2)0.0412(9)
C240.9832(5)0.9066(4)0.3271(3)0.0500(10)
H241.06040.95040.37370.060
C250.9429(5)0.9881(4)0.2670(3)0.0498(10)
H250.99461.08580.27240.060
C260.9548(5)0.6674(4)0.3815(3)0.0466(10)
C271.0708(7)0.7327(5)0.4612(3)0.0757(15)
H27A1.07330.65990.49800.114
H27B1.03980.80060.48720.114
H27C1.17310.77900.44930.114

Source of material

To a CH2Cl2 solution (20 mL) of Cu(tta)2 (tta = theonyltrifluoroacetonate (systematic name: 1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olate) 124.5 mg, 0.25 mmol), 1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one (46.5 mg, 0.25 mmol) was added slowly with stirring. The mixture was stirred for 20 min and the resulting light green solution was kept at room temperature for several days. Green crystals formed upon evaporation of the solvent. The yield was 54%. Anal. Calcd. for C30H32CuF6N4O4S2: C, 46.86%; H, 2.62%; N, 4.05%. Found: C, 46.69%; H, 2.49%; N, 4.12%.

Experimental details

H atoms were situated into idealized positions with the carrier atom-H distances = 0.93 Å for aryl, 0.96 Å for the methyl H atoms. The Uiso values were constrained to be 1.5Ueq(C) for the methyl H atoms and 1.2Ueq for others.

Discussion

Complexes built by N-heterocycle organic ligands have attracted much attention due to their applications as functional materials [4], [5], [6]. To get functional complexes, much effort has been devoted to modify the building blocks and to control them for required products via selecting different organic ligands [7], [8], [9]. In pursuit of our general research on the Cu-TTA chemistry, we have recently synthesized many Cu(II) complexes, which showed interesting structural features [10], [11], [12]. As known, the pyrazole derivatives such as hydrotris(3,5-dimethylpyrazolyl)borate are frequently chosen to fabricate various topological frameworks as for their rich coordination sites.

The Cu(II) ion is coordinated to one nitrogen and one oxygen atom from two symmetry related 1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one and four oxygen atoms from four tta ligands to form a distorted octahedron. The bond lengths of Cu1—O1, Cu1—O2, Cu1—O3, Cu1—O4, Cu1—O5 are 1.937(3), 1.934(3), 1.935(3), 1.940(3) and 2.568(3) Å, respectively, while the bond length of Cu1—N1 is 2.545(3) Å. It is noted that the Cu1—O5 and Cu1—N2 are much longer than those reported in similar complexes [10], [11], [12], which may be due to its weak coordinating ability. The Cu(TTA)2 units are linked by 1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one ligands to a chain.

Acknowledgements

We are grateful for financial support from Undergraduate Training Program for Innovation and Entrepreneurship of Yuncheng University.

References

Agilent Technologies: CrysAlisPRO, Software system, version 1.171.35.15, Agilent Technologies UK Ltd, Oxford, UK (2011).Suche in Google Scholar

Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Suche in Google Scholar PubMed

Brandenburg, K.: DIAMOND. Visual Crystal Structure Information System. Version 3.2i. Crystal Impact, Bonn, Germany (2012).Suche in Google Scholar

Kesanli, B.; Cui, Y.; Smith, M.; Bittner, E.; Bockrath, B.; Lin, W.: Highly interpenetrated Metal-Organic Frameworks for hydrogen storage. Angew. Chem. Int. Ed. 44 (2004) 72–75.10.1002/anie.200461214Suche in Google Scholar PubMed

Hasegawa, S.; Horike, S.; Matsuda, R.; Furukawa, S.; Mochizuki, K.; Kinoshita, Y.; Kitagawa, S.: Three-dimensional porous coordination polymer functionalized with amide groups based on tridentate ligand: selective sorption and catalysis. J. Am. Chem. Soc. 129 (2007) 2607–2614.10.1021/ja067374ySuche in Google Scholar PubMed

Li, J.-R.; Kuppler, R. J.; Zhou, H.-C.: Selective gas adsorption and separation in metal-organic frameworks. Chem. Soc. Rev. 38 (2009) 1477–1504.10.1039/b802426jSuche in Google Scholar PubMed

Allendorf, M. D.; Bauer, C. A.; Bhakta, R. K.; Houk, R. J. T.: Luminescent metal-organic frameworks. Chem. Soc. Rev. 38 (2009) 1330–1352.10.1039/b802352mSuche in Google Scholar PubMed

Zhao, J. A.; Mi, L. W.; Hu, J. Y.; Hou, H. W.; Fan, Y. T.: Cation exchange induced tunable properties of a nanoporous octanuclear Cu(II) wheel with double-helical structure. J. Am. Chem. Soc. 130 (2008) 15222–15223.10.1021/ja8007227Suche in Google Scholar PubMed

Chen, B.; Wang, L.; Zapata, F.; Qian, G.; Lobkovsky, E. B.: A luminescent microporous Metal-Organic Framework for the recognition and sensing of anions. J. Am. Chem. Soc. 130 (2008) 6718–6719.10.1021/ja802035eSuche in Google Scholar PubMed

Wang, G.-F.: Synthesis and structural characterization of two copper(II) complexes with 3-(4-(1H-benzo[d] imidazol-1-yl)-4-methoxyphenyl)-1-phenylprop-2-en-1-one ligands. Z. Naturforsch. 70 (2015) 165–169.10.1515/znb-2014-0197Suche in Google Scholar

Wang, G.-F.; Sun, S.-W.; Han, Q.-P.; Zhang, W.-C.; Sun, H.; Song, S.-F.; Cui, G.-H.: Synthesis and structural characterization of two copper(II) complexes constructed from copper(II) thenoyltrifluoroacetonate and the rigid imidazolyl-based ligands. Crystallogr. Rep. 59 (2014) 994–999.10.1134/S1063774514070219Suche in Google Scholar

Wang, G.-F.; Sun, S.-W.; Wang, Y.-C.: Structural characterization of two copper complexes with 2-arylidenebenzocycloalkanone ligands. J. Struct. Chem. 59 (2018) 160–165.10.1134/S0022476618010249Suche in Google Scholar

Received: 2018-04-01
Accepted: 2018-07-28
Published Online: 2018-08-08
Published in Print: 2018-11-27

©2018 Hong Sun et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of di-μ2-aqua-tetraaqua-bis(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)disodium(I) C18H24N6Na2O10
  3. Crystal structure of diaqua-bis(2-bromo-4-chloro-6-formylphenolato-κ2O,O′)cobalt(II), C16H16Cl2CrN3O7
  4. Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2
  5. Crystal structure of ethyl 2-amino-4-(3,5-difluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C18H15F2NO5
  6. Crystal structure of 5,5′-dimethoxy-2,2′-[1,1′-(ethylenedioxydinitrilo)diethylidyne]diphenol, C20H24N2O6
  7. Crystal structure of (E)-1-(4-(((E)-3,5-dichloro-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H14Cl2N2O2
  8. Crystal structure of 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenoxy)phthalocyanine - trichloromethane (1/2), C98H84Cl6N8O8
  9. Crystal structure of methyl 2-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1-naphthoate, C24H21N3O5
  10. Crystal structure of catena-poly[(μ2-3,3′-thiodipropionato-κ2O:O′)-(bipyridine-κ2N,N′)copper(II)] C16H16CuN2O4S
  11. Crystal structure of [4-chloro-2-(((2-((3-ethoxy-2-oxidobenzylidene)amino)phenyl)imino)(phenyl)methyl)phenolato-κ4N,N′,O,O′}nickel(II) - ethyl acetate (1/1), C32H29ClN2NiO5
  12. Crystal structure of (4-(4-chlorophenyl)-5-ethyl-1,3-dioxane-5-carboxylato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C29H52Cl2N4NiO9
  13. Crystal structure of ethyl 2-amino-4-(3,4-dimethylphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C20H21NO5
  14. Structure and photochromism of 1,2-bis[2-methyl-5-(3-quinolyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C33H20F6N2S2
  15. Crystal structure of catena-poly[diaqua-bis(μ2-3,5-di(1H-1,2,4-triazol-1-yl)benzoate-κ2N:N′)cobalt(II))] 2.5 hydrate, C22H23CoN12O8.50
  16. The crystal structure of dichlorido(1,3-dimesityl-1H-3λ4-imidazol-2-yl)(morpholine-κN)palladium(IV), C25H33Cl2N3OPd
  17. Crystal structure of catena-poly[bis(4,4′-dipyridylaminium-kN)-(μ2-germanowolframato-κ2O:O′)-(2,2′-bipyridine-κ2N,N′)copper(II)] with a Keggin-type heteropolyoxoanion, [Cu(C10H8N2)(C10H10N3)2][GeW12O40] ⋅ H2O
  18. Crystal structure of diaqua-(N-(1-(pyrazin-2-yl)ethylidene)pyridin-1-ium-4-carbohydrazonate-κ3N,N′,O)-tris[nitrato-κ2O,O′)lanthanum(III), C12H15N8O12La
  19. The crystal structure of 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoic acid–methanol (1/1), C20H24O8
  20. Crystal structure of guanidinium tetrapropylammonium bis(hydrogencarbonate) dihydrate, C15H40N4O8
  21. Crystal structure of (Z)-2-bromo-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-phenylprop-2-en-1-one, C23H27BrO2
  22. Crystal structure of 2-(4-(4H-1,2,4-triazol-4-yl)phenyl)acetic acid, C10H9N3O4
  23. Crystal structure of 4,4′-(1,4-phenylene)bis(1H-imidazol-3-ium)bis(2-carboxybenzoate), C30H26N4O8
  24. Crystal structure of 4,4′-(4,10-diphenyl-4,10-dihydropyreno[4,5-d:9,10-d′]diimidazole-5,11-diyl)bis(N,N-diphenylaniline), C66H44N6
  25. Crystal structure of catena-poly[diaqua-bis(μ2-5-(3-(1H-imidazol-5-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)], C20H18CoN12O2
  26. Crystal structure of 1,3-dimethyl-2-(p-tolyl)-1H-perimidin-3-ium iodide 1.5 hydrate, C20H22IN2O1.5
  27. Crystal structure of 2-(4-methoxyphenyl)chromane, C16H16O2
  28. Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn
  29. Crystal structure of bis(1-((2-ethyl-4-methyl-1H-imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)tetraiodidodicadmium(II), [Cd2(C13H15N5)2I4]
  30. Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28
  31. Crystal structure of poly[(μ4-5-tert-butylisophthalato-κ4O:O′:O′′:O′′′)-(1,3-dimethyl-2-imidazolidinone-κO)zinc(II)] C17H22N2O5Zn
  32. Crystal structure of [tris(2-benzimidazolylmethyl)amine-κ4N,N′,N′′,N′′′]-[(pyridine-2,6-dicarboxylato-κ2O,N)]cadmium(II)–methanol (1:3) C34H36CdN8O7
  33. The crystal structure of bis(1H-benzo[d]imidazol-2-amine-κN)-diiodidocadmium(II), C14H14CdI2N6
  34. Crystal structure of tetrakis(1H-benzimidazol-2-amine)-κN)-bis(μ2-sulfonato-κ2O:O′)dizinc(II) - methanol (1/1), C30H36N12O10S2Zn2
  35. Crystal structure of 3β-methoxy-20α-dimethylamino-pregn-5-ene, C24H41NO
  36. Crystal structure of dimethyl 4,4′-oxydibenzoate, C16H14O5
  37. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-3-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O)zinc(II)], C17H16I2N4OZn
  38. Crystal structure of 4-((E)-((E)-5-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-4-oxopiperidin-3-ylidene)methyl)benzonitrile, C26H18F2N2O3S
  39. Crystal structure of bis(acetato-κ1O)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)zinc(II), C18H22N4O6Zn
  40. The crystal structure of 9-butoxy-2-(hydroxymethyl)-2H-imidazo[1,5-a]quinolin-10-ium bromide, C17H21O2N2Br
  41. Crystal stucture of 2-(tert-butyl)-6-(hydroxymethyl)-4-methylphenol, C12H18O2
  42. Crystal structure of catena-poly[(2-(5-chloroquinolin-8-yloxy)-1-(pyrrolidin-1-yl)ethan-1-one-κ3N,O,O′)-(dinitrato-κ2O,O′)mercury(II)], C15H15N4O8ClHg
  43. Crystal structure of dimethyl (3aS,6R,6aS,7S)-1H,3H,6H,7H-3a,6:7,9a-diepoxybenzo[de]isochromene-3a1,6a-dicarboxylate, C16H16O7
  44. The crystal structure of 2-(dimethoxymethyl)-4-(4-methylphenyl)-1H-imidazole—petroleum ether-chloroform (3/1), C27H33Cl3N4O4
  45. Crystal structure of 8-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carbaldehyde, C9H5F3N2O
  46. The crystal structure of N,N-diethyl-4,6-bis(naphthalen-2-yloxy)-1,3,5-triazin-2-amine, C27H24N4O2
  47. Crystal structure of 5-bromo-7-chloro-3,3a-dihydrocyclopenta[b]chromen-1(2H)-one, C12H8BrClO2
  48. Crystal structure of 2-(bis(4-fluorophenyl)methylene)hydrazine-1-carbothioamide, C14H11F2N3S
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