Startseite The crystal structure of 1,8-bis(pyridin-4-ylethynyl)anthracene-1,2,4,5-tetrafluoro-3,6-diiodobenzene (2/1), C62H32F4I2N4
Artikel Open Access

The crystal structure of 1,8-bis(pyridin-4-ylethynyl)anthracene-1,2,4,5-tetrafluoro-3,6-diiodobenzene (2/1), C62H32F4I2N4

  • Lingfan Zhang und Man-Hua Ding EMAIL logo
Veröffentlicht/Copyright: 17. April 2020

Abstract

C62H32F4I2N4, triclinic, P1̄ (no. 2), a = 10.201(9) Å, b = 10.897(9) Å, c = 13.499(12) Å, α = 106.740(9)°, β = 98.981(9)°, γ = 115.198(9)°, V = 1231.1(18) Å3, Z = 2, Rgt(F) = 0.0675, wRref(F2) = 0.0645, T = 296(2) K.

CCDC no.: 1978180

The molecular structure is shown in the figure (The asymmetric unit is labelled). 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 prism
Size:0.42 × 0.36 × 0.23 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.34 mm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω
θmax, completeness:25.0°, >99%
N(hkl)measured, N(hkl)unique, Rint:11786, 4317, 0.036
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3920
N(param)refined:325
Programs:Bruker [1], SHELX [2]
Table 2:

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

AtomxyzUiso*/Ueq
I10.16536(2)0.83169(2)0.77971(2)0.06046(8)
F10.36054(18)1.15645(16)0.97117(13)0.0677(4)
F20.38611(18)0.71614(15)0.86054(12)0.0659(4)
N10.8650(3)0.6543(3)0.6110(2)0.0788(7)
N21.0337(4)0.3256(4)0.7559(3)0.1050(11)
C10.7440(4)0.5694(3)0.6318(2)0.0750(8)
H10.74230.59870.70320.090*
C20.6205(3)0.4406(3)0.5545(2)0.0696(7)
H20.53790.38540.57360.084*
C30.6209(3)0.3942(3)0.4478(2)0.0536(6)
C40.7459(3)0.4819(3)0.4249(2)0.0749(8)
H40.75110.45560.35430.090*
C50.8639(4)0.6101(4)0.5089(3)0.0914(11)
H50.94760.66870.49240.110*
C60.4948(3)0.2604(3)0.3640(2)0.0598(6)
C70.3914(3)0.1505(3)0.2926(2)0.0554(6)
C80.2738(3)0.0166(2)0.2027(2)0.0518(5)
C90.1474(3)0.0114(3)0.1459(2)0.0653(7)
H90.13410.09320.16770.078*
C100.0364(3)−0.1176(3)0.0540(2)0.0701(8)
H10−0.0513−0.12120.01760.084*
C110.0561(3)−0.2359(3)0.0184(2)0.0632(7)
H11−0.0159−0.3175−0.04450.076*
C120.1846(3)−0.2384(2)0.07492(19)0.0507(5)
C130.2057(3)−0.3595(3)0.0415(2)0.0571(6)
H130.1379−0.4396−0.02340.069*
C140.3251(3)−0.3648(3)0.1021(2)0.0555(6)
C150.4293(3)−0.2408(2)0.20265(19)0.0484(5)
C160.4128(3)−0.1160(2)0.23321(18)0.0468(5)
H160.4833−0.03400.29640.056*
C170.2941(3)−0.1105(2)0.17208(18)0.0464(5)
C180.3466(4)−0.4897(3)0.0697(3)0.0739(8)
H180.2817−0.56920.00370.089*
C190.4581(4)−0.4950(3)0.1322(3)0.0844(9)
H190.4698−0.57770.10900.101*
C200.5579(4)−0.3766(3)0.2327(3)0.0758(8)
H200.6332−0.38330.27590.091*
C210.5459(3)−0.2515(3)0.2681(2)0.0576(6)
C220.6467(3)−0.1326(3)0.3715(2)0.0593(6)
C230.7273(3)−0.0343(3)0.4583(2)0.0637(7)
C240.8289(3)0.0867(3)0.5603(2)0.0640(7)
C250.8165(4)0.2129(4)0.5962(3)0.0823(9)
H250.73980.22050.55570.099*
C260.9222(6)0.3279(4)0.6946(3)0.1035(13)
H260.91310.41200.71840.124*
C271.0416(4)0.2026(5)0.7217(3)0.0967(12)
H271.11780.19760.76510.116*
C280.9439(3)0.0821(4)0.6259(3)0.0774(8)
H280.9551−0.00110.60560.093*
C290.3666(3)0.9329(2)0.91049(18)0.0473(5)
C300.4283(3)1.0770(2)0.9843(2)0.0489(5)
C310.4411(3)0.8580(2)0.92884(19)0.0479(5)

Source of material

1,8-Diiodoanthracene (430 mg, 1 mmol) was placed in a 50 mL flask along with 4-ethynylpyridine hydrochloride (278 mg, 2 mmol), (Ph3P)2-PdCl2 (10 mg), and CuI (2 mg). Diethylamine (40 mL) was distilled under nitrogen directly into the reaction, and the mixture was stirred in the dark at room temperature for 2 days. The solvent was removed in vacuo; the residue was dissolved in dichloromethane, washed with water, and then washed with brine. The organic fraction was dried with Na2SO4, filtered through a silica gel plug, and the solvent was removed on a rotary evaporator to produce 1,8-bis(4-pyridylethynyl)anthracene as a yellow solid. 1,4-Diiodotetrafluorobenzene (0.1 mmol) was added to the 1,8-diiodoanthracene (0.1 mmol) in chloroform giving a yellow solution. Crystals of the title compound were obtained by slow evaporation within 1 week.

Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

Discussion

Comment

The halogen bond is an attractive non-covalent interaction between a polarized halogen atom (donor) and a Lewis base (acceptor) [3]. Halogen bonding was successfully used to construct three-dimensional supramolecular networks [4], [5] and halogen-bonded liquid crystals [6] that show enhanced stability and enable control over mesophase formation by varying the degree of fluorination accompanied by a change of the halogen bond strength. Clarke et al. [7] describe the cocrystallisation of the halogen bond donor 1,4-diiodotetrafluorobenzene (tfib) and the halogen bond acceptor 4,4′-bipyridyl (bipy) on a graphite surface. Resnati et al. [8] reported the terpyridine self-assembling with tfib. Tiekink et al. [9] describe the formation of 1:1 complex between tfib and 4-(pyridin-4-ylsulfanyl)pyridine via halogen bond interactions. 1,8-bis(4-pyridylethynyl)anthracene, which looks like a molecule clip, has been used as donor building block to prepare supramolecular boxes using the rigid u-shaped anthracene and anthracene-9,10-dione building blocks bearing two 3,5-lutidine acceptors in 1 and 8 position [10], [11].

Herein, we reported the synthesis of 2:1 supramolecule complexes 1,4-diiodotetrafluorobenzene and 1,8-bis(4-pyridylethynyl)anthracene through halogen bond interactions. The single crystal structure verifies that all bond lengths are in normal ranges.

Acknowledgements

The work was supported by National Natural Science Foundation of China No. 21602055; Natural Science Foundation of Hunan Province No. 2017JJ3094 and Science and technology innovation guidance plan project of Yongzhou No. 2018ZD22.

References

1. Bruker. APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, WI, USA (2009).Suche in Google Scholar

2. Sheldrick, G. M.: SHELXT-integrated space-group and crystal-structure determination. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053273314026370Suche in Google Scholar PubMed PubMed Central

3. Cavallo, G.; Metrangolo, P.; Milani, R.; Pilati, T.; Priimagi, A.; Resnati, G.; Terraneo, G.: The halogen bond. Chem. Rev. 116 (2016) 2478–2601.10.1021/acs.chemrev.5b00484Suche in Google Scholar PubMed PubMed Central

4. Han, C.; Zhao, D.; Dong, S.: Three-dimensional supramolecular polymerization based on pillar [n] arenes (n = 5, 6) and halogen bonding interactions. Chem. Commun. 54 (2018) 13099–13102.10.1039/C8CC07993ESuche in Google Scholar

5. Bai, L.; Bose, P.; Gao, Q.; Li, Y.; Ganguly, R.; Zhao, Y.: Halogen-assisted piezochromic supramolecular assemblies for versatile haptic memory. J. Am. Chem. Soc. 139 (2017) 436–441.10.1021/jacs.6b11057Suche in Google Scholar PubMed

6. Saccone, M.; Kuntze, K.; Ahmed, Z.; Siiskonen, A.; Giese, M.; Priimagi, A.: ortho-Fluorination of azophenols increases the mesophase stability of photoresponsive hydrogen-bonded liquid crystals. J. Mater. Chem. C 6 (2018) 9958–9963.10.1039/C8TC02611DSuche in Google Scholar

7. Clarke, S. M.; Friscic, T.; Jones, W.; Mandal, A.; Sun, C.; Parker, J. E.: Observation of a two-dimensional halogen-bonded cocrystal at sub-monolayer coverage using synchrotron X-ray diffraction. Chem. Commun. 47 (2011) 2526–2528.10.1039/C0CC04400HSuche in Google Scholar

8. Liantonio, R.; Logothetis, T. A.; Messina, M. T.; Metrangolo, P.; Santis, A. D.; Pilati, T.; Resnati, G.: 2,2′:6′,2′′-Terpyridine as monodentate ligand: halogen bonding driven formation of discrete 2:1 aggregates with 1,2,4,5-tetrafluoro-3,6-diiodobenzene. Collect. Czech. Chem.Commun. 67 (2002) 1373–1382.10.1135/cccc20021373Suche in Google Scholar

9. Arman, H. D.; Kaulgud, T.; Tiekink, E. R. T.: 1,2,4,5-Tetrafluoro-3,6-diiodobenzene-4-(pyridin-4-ylsulfanyl)pyridine (1/1). Acta Crystallogr. E66 (2010) o2683.10.1107/S1600536810038316Suche in Google Scholar PubMed PubMed Central

10. Kryschenko, Y. K.; Seidel, S. R.; Muddiman, D. C.; Nepomuceno, A. I.; Stang, P. J.: Coordination-driven self-assembly of supramolecular cages: heteroatom-containing and complementary trigonal prisms. J. Am. Chem. Soc. 125 (2003) 9647–9652.10.1021/ja030209nSuche in Google Scholar PubMed

11. Nieland, E.; Topornicki, T.; Kunde, T.; Schmidt, B. M.: [2+2] Halogen-bonded boxes employing azobenzenes. Chem. Commun. 55 (2019) 8768–8771.10.1039/C9CC03061ASuche in Google Scholar PubMed

Received: 2020-02-22
Accepted: 2020-03-23
Published Online: 2020-04-17
Published in Print: 2020-06-25

©2020 Lingfan Zhang et al., published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

  1. Frontmatter
  2. Crystal structure of bis [1-(phenylsulfonyl)-2-(1-(pyrazin-2-yl)ethylidene)hydrazin-1-ido-κ3N,N′,O]cobalt(II), C24H22N8O4S2Co
  3. The crystal structure of 1,3-bis(4-(methoxycarbonyl)benzyl)-2-methyl-1H-benzo[d]imidazol-3-ium bromide, C26H25BrN2O4
  4. Crystal structure of {tris((1H-benzo[d]imidazol-2-yl)methyl)amine-κ4N,N′,N′′,N′′′}-(nitrito-κ2O,O′)nickel(II) perchlorate – ethanol (1/1), C26H27ClN8NiO7
  5. Crystal structure of catena-poly[aqua[(μ2-4,5-dicarboxylato-2-(2-carboxylatophenyl)imidazol-1-ido-κ4N,O,O′:N′)](μ2-4,4′-bipyridine-κ2N:N′)dicopper(II)], C22H14Cu2N4O7
  6. Crystal structure of chlorido-tris(4-methylbenzyl-κC)-(triphenylarsine oxide-κO)tin(IV), C42H42AsClOSn
  7. The crystal structure of 4,4′-bipyridinium bis(3-carboxy-2-nitrobenzoate) tetrahydrate, C13H13N2O8
  8. Crystal structure of 1-(3-chlorophenyl)-4-(4-(((2,3-dihydro-1H-inden-5-yl)oxy)methyl)phenethyl)piperazine, C28H31ClN2O
  9. Crystal structure of catena-poly[diaqua-bis(μ2-5,5′-(1H-imidazole-4,5-diyl)bis(tetrazol-2-ido)-κ4N,N′:N′′,N′′′)magnesium], C10H8N20O2Mg
  10. The crystal structure of (E)-2-((2-hydroxy-4-ethoxybenzylidene)amino)-2-methylpropane-1,3-diol monohydrate, C13H21NO5
  11. Crystal structure of catena-poly[diaqua-(μ2-bipyridine-κ2N:N′)-bis(3,5-dichloroisonicotinato-κO)cadmium(II)] dihydrate, C22H20CdCl4N4O8
  12. The crystal structure of 4-(4-chlorophenyl)cyclohexane-1-carboxylic acid, C13H15ClO2
  13. Redetermination of the crystal structure of yttrium(III) trinitrate(V) pentahydrate, Y(NO3)3 ⋅ 5 H2O, H10N3O14Y
  14. Crystal structure of catena-poly[di-μ2-chlorido-1,10-phenanthroline-κ2N,N′-cadmium(II)], C12H8Cl2CdN2
  15. Crystal structure of 4-((2-methyl-6-(trifluoromethyl)pyrimidin-4-yl)oxy)benzoic acid, C13H9F3N2O3
  16. Crystal structure of 3-acetyl-4-hydroxybenzoic acid, C18H16O8
  17. Crystal structure of bis(N,2-bis(4-ethoxybenzylidene)hydrazine-1-carbohydrazonothioato-κ2N,S)nickel(II) — N,N-dimethylformamide (1/2), C44H56N10S2O6Ni
  18. The crystal structure of 5-chloro-4,6-dimethoxypyrimidin-2-amine, C6H8ClN3O2
  19. Crystal structure of poly[aqua-(μ4-benzene-1,2,4,5-tetracarboxylato-κ4O,O′,O′′,O′′′)bis(μ2-1-(4-(1H-imidazol-1-yl)benzyl)-1H-1,2,4-triazole-κ2N:N)dinickel(II)], NiC17H14N5O5
  20. Crystal structure of poly[aqua(5-dimethylamino)naphthalene-1-sulfonato-κ2N:O)(μ2-4,4′-bipyridyl -κ2N:N′)silver(I)], C44H44Ag2N6O8S2
  21. Crystal structure of 1-[3-(trifluoromethyl)cinnamoyl]-3-(pyridin-2-yl-κN)pyrazole-κ2N-bis(2-phenylpyridinato-k2C,N)iridium(III) hexafluorophosphate complex, [C40H28F3IrN5O]PF6
  22. Crystal structure of catena-poly[aqua(μ6-piperazine-1,4-bisethanesulfonato-κ6N:N′:O:O′:O′′:O′′′)(μ2-pyrazinyl-κ2N:N′)disilver(I)sesquihydrate], C12H30Ag2N4O11S2
  23. Crystal structure of (E)-1-(2-nitrophenyl)-N-(o-tolyl)methanimine, C14H12N2O2
  24. Crystal structure of 4′-amino-3′,5′-diisopropyl-(1,1′-biphenyl)-4-carbonitrile, C19H22N2
  25. The crystal structure of poly[bis(N,N-dimethylformamide-κ1O)-tetrakis(μ2-cyanido-κ2C:N)dinickel(II)], C10H14N6O2Ni2
  26. Crystal structure of rac-trans-N,N′-bis(3-bromo-5-chlorosalicylidene)-1,2-cyclohexanediamine, C20H18Br2Cl2N2O2
  27. Crystal structure of rac-trans-N,N′-bis(3,5-dibromosalicylidene)-1,2-cyclohexanediamine, C20H18Br4N2O2
  28. The crystal structure of (dichromato-κ2O,O′)bis(1,10-phenanthroline-κ2N,N′)nickel(II), C12H16N4O7Cr2Ni
  29. The crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium tetrachloridozincate(II) monohydrate, C10H18Cl4ZnN2O
  30. Crystal structure of bis(μ2-azido-k2N,N)-bis(2-amino-1-(N-(3-bromosalicylaldiminato))ethane)-dicopper(II), C20H18Br4N2O2
  31. Crystal structure of (η6-1-methyl-4-isopropylbenzene)-[5-bromo-2-(2-pyridyl)phenyl-κ2C,N]-chloro-ruthenium(II), C21H21BrClNRu
  32. Crystal structure of N-(methyl(oxo)(1-(6-(trifluoromethyl)pyridin-3-yl)ethyl)-λ6-sulfanylidene)cyanamide, C10H10F3N3OS
  33. Crystal structure of 6,6′-((cyclohexane-1,2-diylbis(azanylylidene))bis(methanylylidene))bis(2-bromo-4-chlorophenolato-κ4N,N′,O,O′)nickel(II), C20H16Br2Cl2NiN2O2
  34. Redetermination of the crystal structure of catena-poly[aqua-(1,10-phenanthroline-κ2N,N′)-(μ2-tetraoxidomolybdato(VI)-κ2O:O′)manganese(II) monohydrate, C12H12N2O6MoMn
  35. The crystal structure tetrakis(μ2-o-chlorobenzoato-κ2O:O′)-bis(methanol-κ1O)dirhodium(II), C30H24Cl4O10Rh2
  36. Crystal structure of bis(2,3-diphenyltetrazolidine-5-thione-κ1S)-(nitrato-κ1O)-(nitrato-κ2O,O′)lead(II), C26H20N10O6S2Pb
  37. Crystal structure of bis(3-bromo-N-(1-(3-methylpyrazin-2-yl)ethylidene)benzohydrazonato-κ3O,N,N′)cadmium(II) hemihydrate, C28H25N8O2.5Br2Cd
  38. Crystal structure of catena-poly[tetrakis(μ2-trifluoroacetato-κ2O:O′)(μ2-2,5-dimethylpyrazine-κ2N,N′)dicopper(II)], C7H4CuF6NO4
  39. The crystal structure of catena-poly[bis[3-azoniapentane-1,5-diammonium][bis(μ4-oxo)-tetrakis(μ3-oxo)-heptakis(μ2-oxo)-tetradecaoxo-octa-molybdenum] dihydrate], (C8H36N6O29Mo8)n
  40. Crystal structure of tetraaqua-bis(2-((3,5,6-trichloropyridin-2-yl)oxy)acetato-κO)-nickel(II)—diaqua-bis(2-((3,5,6-trichloropyridin-2-yl)oxy)acetato-nickel(II), C28H24Cl12N4Ni2O18
  41. The crystal structure of bis(2-hydroxypyrimidinium) pentachloridobismuthate(III), (C4N2H5O)2BiCl5
  42. The crystal structure of catena-poly[(μ2-4,4′-dipyridine-κ2N,N′)-bis(3,5,6-trichloropyridine-2-oxyacetato-κO)-bis(ethanol-κO)nickel(II)], C28H26Cl6N4NiO8
  43. Crystal structure and anti-inflammatory activity of (3E,5E)-1-((4-chlorophenyl)sulfonyl)-3,5-bis(4-fluorobenzylidene)piperidin-4-one-dichloromethane (1/1), C26H20Cl3F2NO3S
  44. The crystal structure of 5-bromopicolinic acid monohydrate, C6H6BrNO3
  45. The crystal structure of 2-(3-(4-bromophenyl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)-8H-indeno[1,2-d]thiazole, C25H17BrFN3S
  46. The crystal structure of catena-poly[(μ2-2-((3-bromo-2-oxidobenzylidene)amino)acetato-κ4O,N,O′:O′′)-(dimethylformamide-κ1O)]zinc(II), C12H13N2O4BrZn
  47. Crystal structure of aqua-azido-κ1N-(6,6′-((propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(3-bromophenolato)-κ4N,N′,O,O′iron(III), C17H16Br2FeN5O3
  48. The crystal structure of tris(1-ethylimidazole-κ1N)-(sulfato-κ2O,O′)vanadium(IV), C15H24N6O5SV
  49. Crystal structure of (E)-3-methoxy-N′-(1-(pyridin-2-yl)ethylidene)benzohydrazide, C15H15N3O2
  50. Crystal structure of dichloro-bis-(1-butyl-1H-benzo[d]imidazole)-nickel(II), C22H28Cl2N4Ni
  51. The crystal structure of 2-(2,3-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one, C17H14O5
  52. The crystal structure of 5-(2-(4-fluorophenyl)hydrazono)-4-methyl-2-((3-(5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene) hydrazono)-2,5-dihydrothiazole dimethylformamide monosolvate, C30H25FN10S⋅C3H7NO
  53. The crystal structure of 1,8-bis(pyridin-4-ylethynyl)anthracene-1,2,4,5-tetrafluoro-3,6-diiodobenzene (2/1), C62H32F4I2N4
  54. The crystal structure of 3,6-di-tert-butyl-1,8-diiodo-9-methyl-9H-carbazole, C21H25I2N
  55. The crystal structure of 8-((4-chlorophenylamino)methylene)-6,10-dioxaspiro[4.5]decane-7,9-dione, C15H14ClNO4
  56. The crystal structure of catena-poly[oktaaqua-bis(μ2-4,4′-ethene-1,2-diyldipyridine-κ2N:N′)-(μ2-3,3′-(1-oxidodiazene-1,2-diyl)diphthalato-κ2O:O′)dicobalt(II)] dihydrate, C28H36N4O19Co2
  57. Crystal structure of (E)-1-(2-cyano-3-oxo-1-phenylprop-1-en-1-yl)-3,7-diphenylindolizine-6-carbonitrile, C31H19N3O
  58. Crystal structure of 1,1′-bis(diphenylphosphino)ferrocene-(1,1′-bis(diphenylphosphino)ferrocene-κ2P,P′)-(O-isobutyl sulfurodithioito-κ2S,S′)copper(I), C39H37CuFeOP2S2
  59. Crystal structure of poly[(5-bimethylamino-1-naphthalenesulfonato-κO)-(μ3-hexamethylenetetramino-κ3N:N′:N′′)silver(I)] dihydrate, C36H52Ag2N10O8S2
  60. Crystal structure of poly[μ2-diaqua-(μ2-2-amino-4,5-dicyano-κ2N:N′-imidazol-1-ide)sodium(I)], C5H6N5O2Na
  61. Crystal structure of (1,3-propanediamine-κ2N,N′)(N-(3-aminopropyl)-α-methyl aspartato-κ4N,N′,O,O′)cobalt(III) chloride, C11H24ClCoN4O4
  62. Crystal structure and anti-inflammatory activity of (3E,5E)-3,5-bis(4-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)piperidin-4-one-dichloromethane (1/1), C26H20Cl2F3NO3S
  63. Crystal structure of (S)-(+)-1-cyclohexylethylaminium chloride, C8H18NCl
  64. The crystal structure of tris(nitrato-κ2O,O′)-bis(4,4,5,5-tetramethyl-2-(o-pyridyl)imidazoline-1-oxyl 3-oxide-κ2N,O)yttrium(III), C24H32N9O13Y
  65. Hydrogen bonding versus packing effects in the crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium tetraiodidozincate(II), C10H16I4ZnN2
  66. Dimerization of 2-[(2-((2-aminophenyl)thio)phenyl)amino]-cyclohepta-2,4,6-trien-1-one through hydrogen bonding, C19H16N2OS
  67. Crystal structure of 1-(4-chloro-phenyl)-7-ethoxyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, C18H12ClF2NO4
  68. Crystal structure of 7-ethoxy-6,8-difluoro-4-oxo-1-pyridin-2-ylmethyl-1,4-dihydro-quinoline-3-carboxylic acid, C18H14F2N2O4
  69. Crystal structure of octahydro-7aR,8′R-dimethylspiro[isobenzofuran-4(1H), 4′ (3′H)-[1H-7,9a]methanocyclohepta[c]pyran]-1′,3, 9′ (3aH,4′aH)-trione, C20H26O5
  70. Crystal structure of bis(5-ethoxy-2-(((1-hydroxy-2-methyl-3-oxidopropan-2-yl)imino)methyl)phenolato-κ3N,O,O’)manganese(IV) – methanol (1/1), C27H38MnN2O9
  71. Crystal structure of 8a,8a′′-oxybis(8aH-8,9-dioxa-3a1λ4-aza-8aλ4-borabenzo[fg]tetracene), C34H22B2N2O5
  72. Crystal structure of bromido-triphenyl-(triphenylarsine oxide-κO)tin(IV), C36H30AsBrOSn
  73. Crystal structure of catena-poly[chlorido-(μ2-formato-κ2O:O′)-(1,10-phenathroline-κ2N,N′)copper(II)], C26H18Cl2Cu2N4O4
  74. The crystal structure of poly[(μ10-5-carboxyisophthalato-κ10O)disodium], C9H4Na2O6
  75. The crystal structure of 3,5-difluoroisonicotinic acid, C6H3F2NO2
  76. The crystal structure of ethyl-1-(N-(adamantan-1-yl)-carbamothioyl)piperidine-4-carboxylate, C19H30N2O2S
  77. Crystal structure of 5-methyl-3-phenyl-1-tosyl-1,2,3,4-tetrahydropyridine, C19H21NO2S
  78. Crystal structure of bis((3-chlorosalicylidene)-ethylenediaminato-κ4N,N′,O,O′)nickel (II), C16H12Cl2NiN2O2
  79. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-4-hydroxybenzohydrazide — dihydrofuran-2(3H)-one (1/1), C18H17ClN2O5
  80. Crystal structure of bis((3-bromosalicylidene)-ethylenediaminato-κ4N,N′,O,O′) nickel (II), C16H12Br2NiN2O2
  81. Crystal structure of trimethylsulfoxonium tetrachloridocobaltate(II) [(CH3)3SO]2CoCl4
Heruntergeladen am 11.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2020-0102/html
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