Startseite Naturwissenschaften Crystal structure of catena-poly[(μ2-benzene-1,4-dicarboxylato-κ2O:O′)-(1-ethyl-6-fluoro-7-(4-methylpiperazin-1-ium-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)zinc(II)] 1.25 hydrate, C25H26.5N3O8.25FZn
Artikel Open Access

Crystal structure of catena-poly[(μ2-benzene-1,4-dicarboxylato-κ2O:O′)-(1-ethyl-6-fluoro-7-(4-methylpiperazin-1-ium-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)zinc(II)] 1.25 hydrate, C25H26.5N3O8.25FZn

  • Yong-Jun Hu , Lie Jin , Ling Zhu und Tian Zhou EMAIL logo
Veröffentlicht/Copyright: 13. September 2017

Abstract

C25H26.5N3O8.25FZn, Triclinic, P1̅ (no. 2) a = 10.2889(6) Å, b = 10.6034(5) Å, c = 12.9576(8) Å, α = 105.984(5)°, β = 109.785(6)°, γ = 93.257(4)°, V = 1261.05(12) Å3, Z = 2, Rgt(F) = 0.0344, wRref(F2) = 0.0783, T = 293 K.

CCDC no.:: 1571276

A part of the title 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:Colorless, prims
Size:0.20 × 0.16 × 0.15 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.04 mm−1
Diffractometer, scan mode:Bruker FRAMBO, φ and ω-scans
2θmax, completeness:25°, >99%
N(hkl)measured, N(hkl)unique, Rint:8432, 4431, 0.026
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3772
N(param)refined:352
Programs:Bruker programs [1], SHELX [2]
Table 2

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

AtomxyzUiso*/Ueq
Zn10.28138(3)0.36474(3)0.29389(3)0.02868(10)
F10.32095(16)0.92156(15)0.72440(14)0.0527(5)
O10.3882(2)0.27672(18)0.39987(16)0.0447(5)
O20.3335(2)0.1043(2)0.24347(19)0.0559(6)
O50.08543(18)0.29088(16)0.19723(15)0.0364(4)
O6−0.1434(2)0.28099(18)0.13667(16)0.0449(5)
O70.23676(17)0.50723(16)0.40580(15)0.0322(4)
O80.3850(2)0.3984(2)0.20392(18)0.0514(6)
O90.2847(2)0.5723(2)0.17822(19)0.0548(6)
N1−0.1506(2)0.60011(18)0.38281(17)0.0254(4)
N20.0696(2)1.00136(19)0.71101(17)0.0295(5)
N30.0165(2)1.21639(19)0.87265(18)0.0313(5)
H3−0.04891.17180.88840.038*
C10.4492(3)0.0753(2)0.4270(2)0.0307(6)
C20.5274(3)0.1368(3)0.5427(2)0.0348(6)
H20.54660.22920.57180.042*
C30.4226(3)−0.0626(2)0.3842(2)0.0352(6)
H3A0.3711−0.10520.30620.042*
C70.3860(3)0.1556(3)0.3489(3)0.0342(6)
C9−0.0248(3)0.3340(2)0.2057(2)0.0282(6)
C10−0.0117(2)0.4557(2)0.3043(2)0.0245(5)
C110.1139(2)0.5313(2)0.3933(2)0.0238(5)
C120.0997(2)0.6473(2)0.4773(2)0.0235(5)
C13−0.0325(2)0.6818(2)0.4702(2)0.0243(5)
C14−0.1368(3)0.4939(2)0.3051(2)0.0259(5)
H14−0.21840.44180.24720.031*
C15−0.2933(2)0.6332(2)0.3656(2)0.0301(6)
H15A−0.30150.66910.44020.036*
H15B−0.36220.55290.32250.036*
C16−0.3226(3)0.7333(3)0.3012(3)0.0434(7)
H16A−0.41500.75330.29140.065*
H16B−0.31620.69720.22680.065*
H16C−0.25510.81320.34430.065*
C17−0.0426(3)0.7970(2)0.5501(2)0.0271(5)
H17−0.13070.81800.54480.033*
C180.0734(3)0.8792(2)0.6356(2)0.0271(5)
C190.2055(3)0.8405(2)0.6421(2)0.0329(6)
C200.2183(3)0.7299(2)0.5670(2)0.0300(6)
H200.30670.70810.57480.036*
C210.1208(3)1.0138(2)0.8346(2)0.0354(6)
H21A0.20700.97760.85510.042*
H21B0.05200.96330.85020.042*
C220.1467(3)1.1579(2)0.9067(2)0.0363(6)
H22A0.17651.16450.98770.044*
H22B0.22081.20710.89580.044*
C23−0.0392(3)1.1968(2)0.7470(2)0.0329(6)
H23A0.02641.24670.72800.039*
H23B−0.12691.23060.72630.039*
C24−0.0630(3)1.0518(2)0.6786(2)0.0334(6)
H24A−0.13201.00190.69440.040*
H24B−0.09811.04120.59660.040*
C250.0372(3)1.3587(2)0.9397(2)0.0435(7)
H25A−0.04931.39200.91570.065*
H25B0.10751.40830.92640.065*
H25C0.06671.36821.02050.065*
C260.3597(3)0.4914(3)0.1588(2)0.0358(6)
C270.4312(3)0.4940(3)0.0748(2)0.0314(6)
C280.4132(3)0.5907(3)0.0203(2)0.0357(6)
H280.35470.65180.03350.043*
C290.5181(3)0.4033(3)0.0538(2)0.0344(6)
H290.53030.33780.08980.041*
O1W0.1688(3)0.8904(2)1.0674(2)0.0926(10)
H1WA0.18410.84011.01060.139*
H1WB0.24060.94961.10950.139*
O2wa0.5753(14)0.9214(14)0.9416(11)0.124(5)
H2WAa0.53460.99390.96190.185*
H2WBa0.51670.89630.85770.185*
  1. aOccupancy: 0.2500.

Source of material

A mixture of Zn(CH3COO)2 ⋅ 2H2O (0.25 mmol), perfloxacin (0.5 mmol), 1,4-benzenedicarboxylic acid (0.25 mmol), sodium hydroxide (0.5 mmol) and water (15 mL) was stirred for 30 min in air. The mixture was then transferred to a 25 mL Teflon-lined hydrothermal bomb. The bomb was heated to 443 K for 96 h under autogenous pressure. After cooling, colorless single crystals of title compound were obtained.

Experimental details

The carbon-bound H atoms were positioned geometrically (C—H = 0.93–0.97 Å ) and were included in the refinement in the riding model approximation, with U(H) = 1.2Ueq(C). The H on nitrogen atom were located in a difference Fourier map, and were refined with a distance restraint of N-H = 0.86(1) or 0.85(1) Å and with U(H) = 1.5Ueq(N, O). During the refinement it became clear that O2w is not fullly occupied (0.25).

Comment

Perfloxacin (Hpef), C17H20FN3O3 (systematic name 1-ethyl-6-fluoro-7-(4-methylpiperazin-4-ium-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid) is a member of the fluoroquinolone (flqu) family of antibiotics, widely used in veterinary clinical practice because of its wide antibiotic spectrum and its excellent bactericidal activity [4]. Our interest in perfloxacin and related fluoroquinolones is focused on their potential as multidentate/bridging ligands in coordination chemistry. The cobalt, manganese and zinc complexes of perfloxacin anion had been reported [5], [6], [7].

In the title compound, each ZnII center atom is tetra-coordinated (ZnO4), displaying a slightly distorted tetrahedron geometry defined by one bidentate O,O-bonded 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylate (pef) anions (Zn-O5, Zn-O7), two unidentate O-bonded 1,4-benzenedicarboxylate anions (Zn-O1, Zn-O8) (cf. the figure). The 1,4-benzenedicarboxylate ligands act as bridging ligands, together with two zinc(II) cations to form a coordination polymer.

Acknowledgement

The authors acknowledge financial support of the National Natural Science Foundation of China (Grant No. 31470405) and Guangdong University of Petrochemical Technology.

References

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Received: 2017-3-29
Accepted: 2017-8-29
Published Online: 2017-9-13
Published in Print: 2017-11-27

©2017 Yong-Jun Hu 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 potassium 1-methyl-1H-1,2,3,4-tetrazole-5-thiolate, C2H3N4SK
  3. Crystal structure of bis(3-(3-ethylureido)-N,N-dimethylpropan-1-aminium) bis (μ3-2-(hydroxymethyl)-2-(oxidomethyl)propane-1,3-bis(olato))-(μ6-oxo)-hexakis(μ2-oxo)-hexaoxo-hexavanadium(V) – dichloromethane (1/1), C27H60Cl2N6O23V6
  4. Crystal structure of bis(μ3-methanolato-κ3O:O:O)-bis(μ2-methanolato-κ2O:O)-dimethanol-bis{6,6′-(1,3-dihydroxyl-2-acetylpropane-1,3-diyl)bis(2-chloro-4-bromophenolato)}tetramanganese(III) C40H40Br4Cl4Mn4O16
  5. Synthesis and crystal structure of tetrakis(μ2-methanolato)-dimethanol-bis(μ2-2-acetyl-1,3-bis(3,5-dibromo-2-oxidophenyl)propane-1,3-bis(olato)-κ5O1,O2,O3:O3,O4,O5)tetramanganese(III), C40H40Br8Mn4O16
  6. Synthesis and crystal structure tetrakis(μ2-methanolato)-dimethanol-bis(μ2-2-acetyl-1,3-bis(3,5-dichloro-2-oxidophenyl)propane-1,3-bis(olato)-κ5O1,O2,O3:O3,O4,O5), tetramanganese(III), C40H40Cl8Mn4O16
  7. Crystal structure of bis{5-methoxy-2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O)}copper(II), C34H34CuN4O6
  8. Crystal structure of (E)-1-(2-hydroxy-3-{[2-hydroxybenzylidene]amino}phenyl)ethan-1-one, C15H13NO3
  9. Crystal structure of bis(μ2-acetato-κ2O:O′)-bis{μ2-4-chloro-2-(8-(4-(diethylamino)-2-oxidophenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)phenolato-κ6O:O,N,N′,O′′:O′′}tricobalt(II), C44H49Cl2Co3N6O12
  10. Crystal structure of bis{μ2-2,4-dichloro-6-(8-(4-(diethylamino)-2-oxidophenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)phenolato-κ5O:O,N,N′,O′}dicobalt(II) acetone solvate, C43H48Br4Co2N6O9
  11. Synthesis and crystal structure of bis(μ2-acetato-κ2O:O′)-bis{μ2-4-chloro-2-(8-(4-(diethylamino)-2-oxidophenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)phenolato-κ6O:O,N,N′,O′:O′}trizinc(II), C44H49Cl2N6O12Zn3
  12. Crystal structure of bis{5-(N,N′-diethylamine)-5′-methoxy -2,2′-[ethylenediyldioxybis(nitrilomethylidyne)]diphenolato}-bis(μ2-acetato-κ2O:O′)trizinc(II), C46H56Zn3N6O14
  13. Crystal structure of tris(cyano-(hydrogen tris(3,5-dimethylpyrazolyl)borate))-iron(III) 4-methoxypyridinium monohydrate, C24H32BN10O2Fe
  14. Synthesis and crystal structure of bis{1-(((4-(1-(hydroxyimino)ethyl)phenyl)imino)methyl)naphthalen-2-olato-κ2O,N}copper(II), C38H30CuN4O4
  15. Crystal structure of (E)-1-(4-{[(E)-2-Hydroxy-1-naphthalenylmethylene] amino}phenyl)ethanone oxime, C19H16N2O2
  16. The pseudosymmetric crystal structure of 2-(2-naphthalenyl)-3-nitro-2H-1-benzopyran, C38H26N2O6
  17. Crystal structure of 2-benzoyl-3-(4-methoxyphenyl)cyclopropane-1,1-dicarbonitrile, C19H14N2O2
  18. N′-(5-ethoxycarbonyl-3,4-dimethyl-pyrrol-2-yl-methylidene)-4-hydroxybenzohydrazide monohydrate, C17H21N3O5
  19. The crystal structure of carbonyl-[4-(2,4-dichlorophenylamino)pent-3-en-2-onato-κ2N,O]-(triphenylphosphine-κP)rhodium(I), RhC30H25Cl2NO2P
  20. Crystal structure of (E)-5-(diethylamino)-2-(((1,1,2-trihydroxyethyl)iminio)methyl)phenolate, C15H24N2O4
  21. Crystal structure of poly[(μ2-1,4-bis((2-ethyl-1H-benzo[d]imidazol-1-yl)methyl)benzene-κ2N:N′)(μ2-isophthalato-κ4O,O′:O′′,O′′′)cadmium(II)], C34H30N4O4Cd
  22. Crystal structure of 5,6-Dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]chinolizinium 3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate - methanol - water (1/1/1), C36H33NO10
  23. A single crystal study on 2-(methylcarbamoyl)benzoic acid, C9H9NO3
  24. Crystal structure of the salt 1,1′-(ethane-1,2-diyl)bis(1,4-diazabicyclo[2.2.2]octan-1-ium) diperchlorate, C14H28N4(ClO4)2
  25. Crystal structure of 2,5-bis((E)-2-(trifluoromethyl)benzylidene)cyclopentan-1-one, C21H14F6O
  26. Crystal structure of catena-poly[(μ2-benzene-1,4-dicarboxylato-κ2O:O′)-(1-ethyl-6-fluoro-7-(4-methylpiperazin-1-ium-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)zinc(II)] 1.25 hydrate, C25H26.5N3O8.25FZn
  27. Crystal structure of 1-methyl-1,4-diazabicyclo[2.2.2]octan-1-ium poly[aqua-bis(μ2-perchlorato-κ3O,O′:O′′)sodium], C7H17Cl2N2NaO9
  28. Crystal structure of trimethyammonium 2,6-dicarboxyisonicotinate monohydrate, C11H16N2O7
  29. Crystal structure of dodecaguanidinium bis(tetrapropylammonium) heptacarbonate, C43H128N38O21
  30. Crystal structure of poly[tetraaqua-bis(μ6-benzene-1,2,4,5-tetracarboxylato)nickel(II)diyttrium(III)]dihydrate, C20H16NiO22Y2
  31. Halogen bonds and π–π interactions in the crystal structure of 1,3,5-trifluoro-2,4,6-triiodobenzene–N,N-dimethylformamide (1/1), C9H7F3I3NO
  32. Crystal structure of guanidinium tetraethylammonium carbonate dihydrate, C10H30N4O5
  33. The crystal structure of oxonium chlorido-ethylenediaminetetraactetotin(IV) hydrate, C10H17ClN2O10Sn
  34. Crystal structure of 8-((E)-((4-((E)-1-((benzyloxy)imino)ethyl)phenyl)imino)methyl)-7-hydroxy-4-methyl-2H-chromen-2-one, C26H22N2O4
  35. Crystal structure of bis{5-(diethylamino)-2-(((2-oxo-2H-chromen-6-yl)imino)methyl)phenolato-κ2O,N}copper(II), C40H38CuN4O6
  36. Crystal structure of fac-(acetylacetonato-κ2O,O′)tricarbonyl(tri(p-tolyl)phosphine-κP)rhenium(I), C29H28O5PRe
  37. Crystal structure of fac-(acetylacetonato-κ2O,O′)tricarbonyl(benzyldiphenylphosphine-κP)rhenium(I), C27H24O5PRe
  38. Crystal structure of triethylammonium bis{3-(((3-oxidonaphthalen-1-yl)methylene)amino)-2-oxo-2H-chromen-4-olato-κ3O,N,O′}manganese(III), C46H38MnN3O8
  39. Crystal structure of bis(N,N,N-ethyldimethylethanaminium) bis(heptaselenido-κ2Se1,Se7)palladate(II), C12H32N2PdSe14
  40. Crystal structure of bis(4-(1H-pyrazol-5-yl)pyridine-κ2N:N′)-bis(2-(2-((2,6-difluorophenyl)amino)phenyl)acetate-κO)cadmium(II), C44H34N8CdCl4O4
  41. Crystal structure of 4,4′-(1,4-phenylene)bis(pyridin-1-ium) catena-poly[diaqua-bis(μ2-3′,5′-dicarboxy-[1,1′-biphenyl]-2,5-dicarboxylato-κ2O:O′] dihydrate, C48H42O22N2Ca
  42. The crystal structure of (S)-2-benzylsuccinic acid, C11H12O4
  43. Crystal structure of poly[aqua-(μ3-4-(pyridin-4-yl)isophthalato-κ4O,O′:O′′:O′′′)-(μ2-5-carboxy-2-(pyridin-4-yl)benzoato-κ2O:O′)yttrium(III)], C26H17N2O9Y
  44. Crystal structure of ethyl 1-(3,4-dimethylphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate, C14H17N3O2
  45. Crystal structure of tetrakis(methanol-κO)-bis{μ2-3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olate-κ4O,N;O′:O′}dizinc(II), C38H38Zn2N2O14
  46. Crystal structure of bromido(4,4′-dimethoxy-2,2′-bipyridine-κ2N,N′)(isopropyl(diphenyl)phosphane-κP)copper(I), C27H29BrCuN2O2P
  47. Crystal structure of bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-9,9-dioctylfluorene, C41H64B2O4
  48. Crystal structure of 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbaldehyde - a julolidine derivative, C16H15NO3
  49. Crystal structure of 1,3-dimethyl-5,5-dibenzylbarbituric acid, C20H20N2O3
  50. Crystal structure of bis(N,N,N-trimethylethanaminium) poly[bis(μ2-heptaselenido-κ2Se1,Se7)palladate(II)], C10H28N2PdSe14
  51. Crystal structure of 1-{4-[(5-Chloro-2-hydroxy-benzylidene)amino]phenyl} ethanone O-ethyl-oxime, C17H17ClN2O2
  52. The crystal structure of methyl N-(4-bromophenyl)carbamate, C8H8BrNO2
  53. Synthesis and crystal structure of 1-{4-[(2-hydroxy-benzylidene)amino]phenyl}ethanone oxime, C15H14N2O2
  54. Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C12H20F12N4P2
  55. (E)-N-benzylidene-3-(benzylthio)-5-p-tolyl-4H-1,2,4-triazol-4-amine, C23H20N4S
  56. Crystal structure of ethyl 5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazole-4-carboxylate, C11H12N4O2
  57. Crystal structure of 5,5-difluoro-10-(4-fluorophenyl)-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinine - a Z′ = 3 structure, C19H18B2F3N2
  58. The crystal structure of the Matrine derivative: 12-(1H-indol-1-yl)dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one hydrate, C23H29N3O
  59. The crystal structure of tris(μ2-1,3-bis(4,4,4-trifluoro-3-oxido-1-(oxo)but-2-en-1-yl)phenyl-κ4O,O′:O′′,O′′′)-bis(1,2-dimethoxyethane-κ2O,O′)dilutetium(III), C50H38F18Lu2O16
  60. The crystal structure of (Z)-2-(3-(2-(4-chlorobenzoyl)hydrazono)-2-oxoindolin-1-yl) acetic acid, C17H12ClN3O4
  61. Synthesis and crystal structure of trans-tetraqua-bis(2-(((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)ammonio)acetato-κO)cobalt(II) hexahydrate, C36H48CoN2O28S2
  62. The crystal structure of N,N-dimethyl-2,6-di-p-tolylpyrimidin-4-amine, C20H21N3
  63. The crystal structure (E)-4-methyl-N′-(2-nitrobenzylidene)benzenesulfonohydrazide, C14H13N3O4S
  64. Crystal structure of catena-poly[(μ2-1,3-bis(benzimidazol-1-yl)propane κ2N:N′)-(μ2-5-methoxyisophthalato-κ2O:O′)zinc(II)] hydrate, C26H24ZnN4O6
  65. The crystal structure of (E)-N′-(quinolin-2-ylmethylene)furan-2-carbohydrazide monohydrate, C15H13N3O3
  66. Crystal structure of 2,8-diphenyl-3,7,9-trioxa-1-azaspiro[4.5]dec-1-ene, C18H17N1O3
  67. Crystal structure of diethyl 2-(4-chlorophenyl)-1,3-dioxane-5,5-dicarboxylate, C16H19ClO6
  68. Crystal structure of 1-(carboxymethyl)-1H-benzo[d][1,2,3]triazole 3-oxide, C8H7N3O3
  69. Crystal structure of (acetylacetonato-κ2O,O′)-(2-amino-6-chlorobenzoato-κO)-oxido(1,10-phenanthroline-κ2N,N′)vanadium(IV) – trichloromethane (1/1)
  70. Crystal structure of (1E,4E)-1,5-bis(4-chlorophenyl)penta-1,4-dien-3-one, C17H12Cl2O
  71. The crystal structure of trans-dibromido-bis(pyridine-κN)platinum(II), C10H10Br2N2Pt
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