Startseite The crystal structure of the triclinic polymorph of hexameric (trimethylsilyl)methyllithium, C24H66Li6Si6
Artikel Open Access

The crystal structure of the triclinic polymorph of hexameric (trimethylsilyl)methyllithium, C24H66Li6Si6

  • Jonathan O. Bauer ORCID logo EMAIL logo
Veröffentlicht/Copyright: 9. November 2019

Abstract

C24H66Li6Si6, triclinic, P1̄ (no. 2), a = 12.2492(9) Å, b = 12.4617(9) Å, c = 14.3841(11) Å, α = 74.189(6), β = 74.543(7), γ = 85.970(6), V = 2036.2(3) Å3, Z = 2, Rgt(F) = 0.0465, wRref(F2) = 0.0802, T = 173(2) K.

CCDC no.: 1960466

The molecular structure of the title compound is shown in the figure, with the labeling scheme indicating the asymmetric unit. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Needle, colorless
Size:0.30 × 0.20 × 0.20 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.22 mm−1
Diffractometer, scan mode:Xcalibur S, ω-scans
θmax, completeness:26°, >99%
N(hkl)measured, N(hkl)unique, Rint:13964, 7965, 0.049
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3837
N(param)refined:457
Programs:CrysAlisPRO [1], SHELX [2], [3], [4], [5], Mercury [6], publCIF [7], WinGX and ORTEP [8]
Table 2:

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

AtomxyzUiso*/Ueq
Li10.3877(4)0.4387(4)0.4496(3)0.0293(11)
Li20.5156(4)0.5994(4)0.3636(3)0.0291(12)
Li30.4378(4)0.6542(4)0.5182(3)0.0306(12)
Li40.1607(4)1.0592(4)0.9707(3)0.0303(12)
Li50.0113(4)0.8632(4)0.9423(3)0.0303(12)
Li60.0743(4)0.8843(4)1.0857(3)0.0310(12)
Si10.25936(7)0.74690(6)0.43493(6)0.0278(2)
Si20.70000(7)0.77965(6)0.46615(5)0.0264(2)
Si30.44114(7)0.50122(6)0.80146(5)0.0279(2)
Si40.34127(7)0.91510(6)0.90257(5)0.0276(2)
Si5−0.10647(7)0.86207(7)0.79800(6)0.0317(2)
Si6−0.00987(7)0.66224(6)1.16733(6)0.0282(2)
C10.3178(2)0.8434(2)0.30893(19)0.0419(8)
H1A0.3992500.8534460.2983080.063*
H1B0.2797020.9156760.3049440.063*
H1C0.3051400.8115710.2573940.063*
C20.1019(2)0.7422(2)0.4655(2)0.0436(8)
H2A0.0785880.7069590.4206740.065*
H2B0.0718610.8183040.4569970.065*
H2C0.0722510.6989880.5349310.065*
C30.2931(4)0.8091(3)0.5291(3)0.0439(10)
C40.3289(3)0.6105(2)0.4400(2)0.0255(7)
C50.7681(3)0.6788(3)0.5565(3)0.0376(9)
C60.8178(2)0.8662(2)0.37040(19)0.0405(8)
H6A0.8723960.8177260.3379130.061*
H6B0.8558410.9062060.4029330.061*
H6C0.7870450.9200240.3201340.061*
C70.6111(2)0.8756(2)0.5350(2)0.0434(9)
H7A0.5833890.9365640.4877310.065*
H7B0.6566510.9062540.5683490.065*
H7C0.5465630.8342450.5850730.065*
C80.6109(3)0.7014(3)0.4208(2)0.0294(8)
C90.5722(2)0.5286(3)0.8330(2)0.0506(9)
H9A0.6373790.4971950.7927290.076*
H9B0.5656120.4939210.9041390.076*
H9C0.5826490.6092850.8188030.076*
C100.4256(3)0.3477(3)0.8287(3)0.0381(9)
C110.3172(2)0.5470(2)0.8893(2)0.0493(9)
H11A0.3229830.6271910.8812900.074*
H11B0.3162090.5062970.9582120.074*
H11C0.2471230.5314950.8745860.074*
C120.4494(3)0.5633(2)0.6677(2)0.0252(7)
C130.4215(2)0.8994(3)0.7771(2)0.0504(9)
H13A0.4063740.8256600.7713320.076*
H13B0.5028160.9072400.7691100.076*
H13C0.3975850.9571910.7249310.076*
C140.3986(2)0.8124(2)0.9984(2)0.0479(9)
H14A0.3672910.8274121.0637870.072*
H14B0.4813560.8187530.9802970.072*
H14C0.3774520.7367851.0016430.072*
C150.3748(3)1.0572(3)0.9052(4)0.0507(10)
C160.1862(2)0.9023(3)0.9296(2)0.0256(7)
C170.0098(4)0.7582(3)0.8129(4)0.0511(11)
C18−0.0888(3)0.9110(2)0.65977(19)0.0503(9)
H18A−0.1522510.9596450.6459760.075*
H18B−0.0873960.8465390.6328500.075*
H18C−0.0175730.9525930.6280810.075*
C19−0.2435(3)0.7864(3)0.8560(2)0.0712(12)
H19A−0.2494930.7515690.9270310.107*
H19B−0.2472990.7287350.8223220.107*
H19C−0.3060250.8390630.8492880.107*
C20−0.0962(3)0.9714(3)0.8602(2)0.0292(8)
C210.0482(2)0.5724(2)1.08196(19)0.0442(9)
H21A−0.0137820.5460511.0624910.066*
H21B0.0867710.5082781.1161300.066*
H21C0.1021890.6153831.0221340.066*
C22−0.1004(2)0.5710(2)1.28393(19)0.0462(9)
H22A−0.1289580.6142111.3330600.069*
H22B−0.0554020.5081841.3114740.069*
H22C−0.1643140.5427801.2685070.069*
C230.1118(3)0.7057(3)1.2036(3)0.0411(9)
C24−0.0763(3)0.7899(3)1.1020(2)0.0323(8)
H3A0.267(2)0.763(2)0.5910(18)0.028(9)*
H3B0.251(2)0.877(2)0.5289(18)0.049(9)*
H3C0.366(2)0.829(2)0.513(2)0.053(12)*
H4A0.3146(18)0.5963(17)0.3829(16)0.019(7)*
H4B0.288(2)0.564(2)0.4884(18)0.035(9)*
H5A0.807(2)0.624(2)0.530(2)0.052(10)*
H5B0.718(2)0.647(2)0.6176(18)0.027(8)*
H5C0.816(2)0.719(2)0.573(2)0.052(10)*
H8A0.5760(19)0.7528(19)0.3843(16)0.020(8)*
H8B0.652(2)0.675(2)0.3840(17)0.023(9)*
H10A0.490(2)0.3135(19)0.7992(17)0.029(8)*
H10B0.358(2)0.331(2)0.8088(19)0.051(10)*
H10C0.417(2)0.314(2)0.894(2)0.051(10)*
H12A0.3758(19)0.5622(18)0.6671(16)0.018(7)*
H12B0.4624(19)0.6309(19)0.6607(17)0.019(7)*
H15A0.350(2)1.066(2)0.969(2)0.048(10)*
H15B0.350(2)1.113(2)0.859(2)0.052(11)*
H15C0.454(2)1.061(2)0.8953(18)0.039(9)*
H16A0.1812(19)0.829(2)0.9320(16)0.027(7)*
H16B0.173(2)0.9311(19)0.8708(17)0.028(8)*
H17A0.081(3)0.792(3)0.786(2)0.059(13)*
H17B0.003(2)0.704(2)0.7794(19)0.053(9)*
H17C0.004(3)0.720(2)0.875(2)0.058(12)*
H20A−0.158(2)1.0121(18)0.8559(16)0.023(7)*
H20B−0.047(2)1.011(2)0.816(2)0.044(11)*
H23A0.140(2)0.645(2)1.2394(19)0.044(9)*
H23B0.171(2)0.731(2)1.1512(18)0.033(9)*
H23C0.092(2)0.763(2)1.242(2)0.063(10)*
H24A−0.1198(19)0.8160(18)1.1474(16)0.025(8)*
H24B−0.126(2)0.7634(19)1.0807(17)0.021(8)*

Source of materials

Single crystals of the title compound, suitable for X-ray structural analysis, were obtained from a concentrated solution of (trimethylsilyl)methyllithium in pentane at room temperature within one day.

Experimental details

Single-crystal X-ray diffraction analysis was performed on an Oxford Diffraction CCD Xcalibur S diffractometer [1] at 173(2) K using graphite-monochromated Mo Kα radiation (λ = 0.71073 Å). The crystal structure was solved with direct methods (SHELXS-97 [2], [3]) and refined against F2 with the full-matrix least-squares method (SHELXL-2018/3 [2], [4], [5]). A multi-scan absorption correction using the implemented CrysAlis RED program was employed [1]. The non-hydrogen atoms were refined using anisotropic displacement parameters. The methylene hydrogen atoms and the methyl hydrogen atoms bonded to C3, C5, C10, C15, C17, and C23 were located on the difference Fourier map and refined independently. All other hydrogen atoms were placed in idealized geometric positions and each was assigned a fixed isotropic displacement parameter based on a riding-model. The Uiso values for the methyl hydrogen atoms were set to 1.5Ueq of the parent carbon atoms with the methyl C—H distances constrained to 0.98 Å. The visualization of the molecular structure shown in the figure was performed using Mercury 4.1.0 [6].

Discussion

(Trimethylsilyl)methyllithium (LiCH2SiMe3) is a commonly used reagent for silyl transfer reactions [9], [10], for halogen-lithium exchange [11], and was recently used for the deprotonation of toluene to form pure crystalline benzyllithium [12]. The crystal structure of LiCH2SiMe3 was first reported by Tecle et al. as a hexameric aggregate in the monoclinic crystal system, space group P21/n [13]. In addition to the donor base-free molecular structure of [LiCH2SiMe3]6, only a few deaggregated structures of (trimethylsilyl)methyllithium have been reported to date [14], [15], [16], [17]. N,N,N′,N′-Tetramethylethylenediamine (TMEDA) and (–)-sparteine form the dimers [(TMEDA) ⋅ LiCH2SiMe3]2 and [{-sparteine} ⋅ LiCH2SiMe3]2, whereas N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDETA) forms the monomeric [(PMDETA) ⋅ LiCH2SiMe3] adduct [14]. Diethyl ether and tert-butylmethyl ether deaggregate the hexameric parent compound [LiCH2SiMe3]6 to the unsymmetrically coordinated tetramers [(Et2O)2 ⋅ (LiCH2SiMe3)4] and [(tBuOMe)2 ⋅ (LiCH2SiMe3)4], while dimethoxyethane (DME) forms the dimer [(DME) ⋅ (LiCH2SiMe3)]2 [15]. In 2015, we reported on a dimeric (trimethylsilyl)methyllithium species using a chiral dimethoxysilane as chelating ligand [16]. A recently published article describes a monomeric complex consisting of (trimethylsilyl)methyllithium and the bidentate chiral ligand (1R,2R)-N,N,N′,N′-tetramethylcyclohexane-1,2-diamine together with a symmetrically and an unsymmetrically coordinated dimeric quinuclidine adduct of [LiCH2SiMe3]6 [17].

The molecular structure of the title compound presented herein is the second polymorph found for (trimethylsilyl)methyllithium. The hexamer [LiCH2SiMe3]6crystallized in the triclinic crystal system, space group P1̄. The asymmetric unit contains two crystallographically independent half aggregates, each being arranged around a center of inversion (cf. the figure). The lithium atoms of each hexamer are threefold coordinated and build a trigonal antiprismatic geometry with average Li⋯Li distances of 3.22 Å within the triangular base and 2.45 Å between neighboring lithium atoms when following the lithium core in a zig-zag course. These distances are similar to those in monoclinic [LiCH2SiMe3]6 (2.45 Å and 3.18 Å) [13]. The bond lengths between the silicon and methylene carbon atoms differ from 1.839(3) Å (C4-Si1) to 1.868(3) Å (C24-Si6). The carbanionic carbon atoms are coordinated to three lithium centers leading to a [Li6C6] core that features two [Li3C3] six-membered folded chairs arranged in parallel with alternating Li—C bond lengths ranging from 2.139(5) Å (C4—Li3) to 2.280(5) Å (C20—Li4#2 and Li4—C20#2; #2 = −x, −y + 2, −z + 2), which are similar to those found in monoclinic (trimethylsilyl)methyllithium (2.15 Å to 2.29 Å) [13].

Lithium-hydrogen interactions in organolithium compounds and their possible contribution to the aggregate formation have been the subject of discussion for a long time [13], [18], [19]. Similar to the monoclinic hexamer [LiCH2SiMe3]6, the here described triclinic polymorph shows short Li⋯H distances ranging from 2.014 Å (Li1—H4B) to 2.218 Å (Li2—H8A) for the carbanionic methylene groups and from 2.264 Å (Li5—H17C) to 2.553 Å (Li5—H17A) for the C3, C5, C10, C15, C17, and C23 methyl groups that are oriented towards a lithium atom. The shortest Li⋯H distance found in the monoclinic polymorph amounts to 2.03(6) Å [13].

Acknowledgements

The Elite Network of Bavaria (ENB), the Bavarian State Ministry of Science and the Arts (StMWK), and the University of Regensburg are gratefully acknowledged for financial support.

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Received: 2019-09-07
Accepted: 2019-10-21
Published Online: 2019-11-09
Published in Print: 2020-02-25

©2019 Jonathan O. Bauer, 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. Synthesis and crystal structure of bis{5-fluorine-2-(((4-(1-(methoxy-imino)ethyl)phenyl) imino)methyl)phenolato-κ2N,O}copper(II), C32H28CuF2N4O4
  3. Redetermination of the crystal structure of N′-(3-ethoxy-2-hydroxybenzylidene)-4-fluorobenzohydrazide monohydrate, C16H17FN2O4
  4. The crystal structure of (E)-N′-(1-(3-chloro-4-fluorophenyl) ethylidene)-2-hydroxybenzohydrazide, C15H12ClFN2O2
  5. Crystal structure of (E)-N-[4-(1H)-imidazolyl phenyl]-(2-methylphenyl)methanimine, C17H15N3
  6. The crystal structure of 1-benzyl-4-(2-(phenylethynyl)phenyl)-1H-1,2,3-triazole, C23H17N3
  7. Crystal structure of catena-poly[{μ2-1,5-bis(diphenylphosphanyl)pentane-κ2P:P′}dichloridocadmium(II)], C29H30CdCl2P2
  8. Crystal structure of methyl (E)-N2-((3-methylquinolin-8-yl)sulfonyl)-Nω-nitro-L-argininate - ethanol (1/1), C19H28N6O7S
  9. The crystal structure of trans-carbonyl-(diphenylcyclohexyl-phosphine-κP)iodidomethyl-(2-oxopyridin-1(2H)-olato-κ2O,O′)rhodium(III), C25H28INO3PRh
  10. Crystal structure of N-(amino(pyrazin-2-yl)methylene)-6-methylpyridin-1-ium-3-carbohydrazonate-κ3O,N,N′)-(dinitrato-κ1O)zinc(II), C12H12N8O7Zn
  11. The crystal structure of dichlorido-(tris(2-benzimidazolylmethyl)amine-κ4N,N′,N′′,N′′′)chromium(III) chloride — methanol (1/3), CrC27H33Cl3N7O3
  12. Crystal structure of catena-poly[aqua(μ4-piperazine-1,4-bis(2-hydroxypropanesulfonato-κ8O,O′:O′,N:N′,O′′:O′′,O′′′))silver(I)], C10H24Ag2N2O10S2
  13. Crystal structure of bis(μ3-oxido)-bis(μ2–2,3,4,5-tetrafluorobenzoato-κ2O:O′)-bis(2,3,4,5-tetrafluorobenzoato-κO)-oktakis(3-chlorobenzyl-κC)tetratin(IV), C84H52Cl8F16O10Sn4
  14. Crystal structure of (E)-1-{4-[(4-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone O-methyl oxime, C16H15FN2O2
  15. Crystal structure of catena-[(bis(O,O′-diethyl dithiophosphato-S,S′)-μ2-1,2-bis(3-pyridylmethylene)hydrazine-N,N′)zinc(II)], {C20H30N4O4P2S4Zn}n
  16. Crystal structure of methyl 2-(4-(3-iodopyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C15H12IN3O2
  17. Crystal structure of hexacarbonyl-(μ2-methanoato-k2O:O′)-(μ2–bis(di-p-tolylphosphino)cyclohexylamine-κ2P:P′)dirhenium(I), C42H45NO8P2Re2
  18. The cocrystal structure of 1′-hydroxy-1H,1′H-[5,5′-bitetrazol]-1-olate and 1,10-phenanthrolin-1-ium, C14H10N10O2
  19. The crystal structure of 1-benzyl-2-((4-(tert-butyl)phenyl)ethynyl)pyridin-1-ium bromide,C24H24BrN
  20. Crystal structure of (5,5′-bitetrazole-1,1′-diolate)-bis(1,10-phenanthroline)-copper(II), C26H16CuN12O2
  21. Crystal structure of bis(ammonium) diaqua-tetrakis(4-hydroxybenzoato)-manganese(II) tetrahydrate, [NH4]2[C28H24MnO14] ⋅ 4(H2O)
  22. The crystal structure of 3-chloro-1-hydrazino-2,4,6-trinitrobenzene, C6H4ClN5O6
  23. Crystal structure of catena-[(μ2-pyrazine-κ2N:N′)-bis(O,O′-di-ethyldithiophosphato-κ2S,S′)cadmium(II)], {C12H24CdN2O4P2S4}n
  24. Crystal structure of catena-poly[(μ2-pyrazine-N,N′)-bis(O,O′-di-isopropyldithiophosphato-S,S′)cadmium(II) acetonitrile di-solvate], [C16H32CdN2O4P2S4⋅2(C2H3N)]n
  25. Crystal structure of catena-poly{(μ2-N1,N2-bis[(pyridin-4-yl)methyl]ethanediamide-κ2N:N′)-bis(O,O′-di-isopropyldithiophosphato-κ1S)zinc(II)} — acetonitrile (1/1), C26H42N4O6P2S4Zn⋅C2H3N
  26. Crystal structure of tetraqua-bis(4-(hydroxymethyl)benzoato-κO)cobalt(II), C16H22O10Co
  27. Crystal structure of catena-[(bis(O,O′-diethyl dithiophosphato-S,S′)-μ2-1,2-bis(4-pyridylmethylene)hydrazine-N,N′)cadmium(II)], {C20H30CdN4O4P2S4}n
  28. Crystal structure of catena-poly[(μ2-1,2-bis(3-pyridylmethylene)hydrazine-κ2N:N′)-bis(O,O′-dimethyl dithiophosphato-κ2-S,S′)cadmium(II)], {C16H22CdN4O4P2S4}n
  29. Crystal structure of catena-poly[(bis(O,O′-diethyl dithiophosphato-κ2S,S′)-μ2-1,2-bis(3-pyridylmethylene)hydrazine-κ2N:N′)cadmium(II)], {C20H30CdN4O4P2S4}n
  30. The crystal structure of catena-poly[(E)-2-(((5-((trimethylstannyl)thio)-1,3,4-thiadiazol-2-yl)imino)methyl)phenol], C12H15N3OS2Sn
  31. Crystal structure of dichlorido(N-o-tolyl-1,1-di-p-tolylphosphanamine–κ1P)-(methoxydi-p-tolylphosphane-κ1P)palladium(II), C36H39Cl2NOP2Pd
  32. The crystal structure of the triclinic polymorph of hexameric (trimethylsilyl)methyllithium, C24H66Li6Si6
  33. Crystal structure of bis(hydroxydi(pyridin-2-yl)methanolato-κ3N,N′O)cobalt(III) 7,7,8,8-tetracyanoquinodimethane, C34H22CoN8O4
  34. Synthesis and crystal structure of benzyl 5-oxo-5-phenyl-2-(quinolin-2-yl)pentanoate, C27H23NO3
  35. Crystal structure of 5,5-dimethyl-3-oxocyclohex-1-en-1-yl 4-(2,2-dichloroacetyl)-3,4-dihydro-2 H-benzo[b][1,4]oxazine-7-carboxylate, C19H19Cl2NO5
  36. Crystal structure of dipentyl 2,5-dihydroxycyclohexa-1,4-diene-1,4-dicarboxylate, C18H28O6
  37. The crystal structure of catena-poly[diaqua-(μ4-5-(benzo[d]thiazol-2-yl)benzene-1,3-dicarboxylate-κ4O,O′:O′′,O′′′)-(μ4-5-(benzo[d]thiazol-2-yl)benzene-1,3-dicarboxylate-κ4O,O′:O′′,O′′′)dicadmium(II)], C30H18Cd2N2O10S2
  38. Crystal structure of 2,7-diiodo-1,3,6,8-tetramethyl-bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine, C14H14B2F4I2N4
  39. A dinuclear Eu(III) complex in the crystal structure of dodecaaqua-bis(μ2-4-(1H-tetrazol-5-yl)benzoato-κ2O:O′) bis(5-(4-carboxylatophenyl)tetrazol-1-ide) tetrahydrate, C32H50Eu2N16O24
  40. Crystal structure and anti-inflammatory activity of (3E,5E)-3-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-5-(pyridin-3-ylmethylene)piperidin-4-one, C24H18F2N2O3S
  41. Crystal structure and anti-inflammatory activity of (3E,5E)-3-(2-fluorobenzylidene)-1-((4-acetamidophenyl)sulfonyl)-5-(pyridin-3-ylmethylene)piperidin-4-one-methanol-hydrate (2/1/1), C53H50F2N6O10S2
  42. Crystal structure of 4-dimethylamino-pyridin-1-ium uracil-1-acetate, C13H16N4O4
  43. Crystal structure of dimethylammonium 5-fluorouracil-1-acetate, C8H12N3O4F
  44. Crystal structure of bis(N′-((5-(ethoxycarbonyl)-1H-pyrrol-2-yl)methylene)-N-ethylcarbamohydrazonothioato-κ2N,O)nickel(II), C22H30N8O4S2Ni
  45. Crystal structure of chlorido-(η5-pentamethylcyclopentadienyl)-((bis-pyrazol-1-yl)methane-κ2N,N′) rhodium(III) hexafluorophosphate. (C17H23ClN4RhF6P)
  46. The crystal structure of 5-(benzofuran-2-carbonyl)-N-cyclohexyl-5,6-dihydrophenanthridine-6-carboxamide, C29H26N2O3
  47. The crystal structure of 2-oxo-2H-chromen-4-yl acetate, C11H8O4
  48. The crystal structure of 2-nitroisophthalic acid, C8H5NO6
  49. Crystal structure of 3-fluoro-9-methoxy-4b,5,14,15-tetrahydro-6H-isoquinolino [2′,1′:1,6]pyrazino[2,3-b]quinoxaline, C19H17FN4O
  50. Crystal structure of (4-fluorobenzyl-κC)(bis(2-hydroxyethyl) carbamodithioato-κ2S,S′)(2,2′-imino-diethanolato-κ3N,O,O′)tin(IV), C16H25FN2O4S2Sn
  51. Crystal structure and anti-inflammatory activity of (3E,5E)-1-((4-bromophenyl)sulfonyl)-3-(pyridin-4-ylmethylene)-5-(2-(trifluoromethyl)benzylidene)piperidin-4-one, C25H18BrF3N2O3S
  52. Crystal structure and anti-inflammatory activity of (3E,5E)-1-((4-chlorophenyl)sulfonyl)-3-(pyridin-4-ylmethylene)-5-(2-(trifluoromethyl)benzylidene)piperidin-4-one, C25H18ClF3N2O3S
  53. The crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium tetrachloridomanganate(II), C10H16Cl4MnN2
  54. The crystal structure of 3-carboxy-5-methylpyridin-1-ium-2-carboxylate, C8H7NO4
  55. Crystal structure of bis(3-methoxy-N-(1-(pyridin-2-yl)ethylidene)benzohydrazonato κ3O,N,N′)zinc(II), C30H28N6O4Zn
  56. Crystal structure of dichlorido-(4,4′-dichloro-2,2′-bipyridine-κ2N,N′)platinum(II) — acetone (1/1), C13H12Cl4N2PtO
  57. Crystal structure of diethyl 6,12-bis(4-fluorophenyl)-2,10-dimethoxy-3,9-diphenyl-3,9-diazatetracyclo[6.4.0.02,7.04,11]dodecane-1,5-dicarboxylate, C42H42F2N2O6
  58. Synthesis and crystal structure of (1E,3E)-2-hydroxy-5-methylisophthalaldehyde O,O-di(2-((((E)-(2-hydroxynaphthalen-1-yl)methylene)amino)oxy)ethyl) dioxime, C35H32N4O7
  59. The crystal structure of 2-phenyl-4,6-bis(prop-2-yn-1-yloxy)-1,3,5-triazine, C15H11N3O2
  60. Crystal structure of 7-(2-{4-[(4-bromophenyl)methyl]piperazin-1-yl}ethoxy)-2H-chromen-2-one, C22H23BrN2O3
  61. Crystal structure of bis-[N-(3-ethyl-1-pyrazin-2-yl-ethylidene)-3-bromo-benzoic acid-hydrazonato-κ3O,N,N′)]-cadmium(II), C30H28N8O2Br2Cd
  62. Crystal structure of 6-(4-fluorophenyl)-4-methoxy-2H-pyran-2-one, C12H9FO3
  63. Crystal structure of 3-methyl-3-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanoic acid, C14H18O4
  64. The crystal structure of 3-bromo-6-methoxy-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, C13H19BBrNO3
  65. The crystal structure of 6-methyl-3,20-dioxo-19-norpregna-4,6-dien-17-yl acetate–2,4-dihydroxybenzoic acid (1/1), C30H36O8
  66. The crystal structure of (5-chloro-2-hydroxy-N-(4-methoxy-2-oxidobenzylidene)benzohydrazonato-κ3N,O,O′)-(pyridine-κ1N)copper(II), C20H16ClCuN3O4
  67. Crystal structure of (E)-2-cyano-N′-(1-(3-ethylpyrazin-2-yl)ethylidene)acetohydrazide, C11H3N5O
  68. Crystal structure of (2,7-dihexyl-9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane), C51H56OP2
  69. Crystal structure of 5-((bis(pyridin-2-ylmethyl)amino)methyl)quinolin-8-ol, C22H20N4O
  70. Crystal structure of 3-(2-(5-(4-fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-one, C28H20FN3O2S
  71. The crystal structure of [(tetra-μ2-2,6-difluorobenzoato-κ2O:O′)-bis-(2,6-difluorobenzoato-κ2O:O′)-bis-(1,10-phenanthroline-κ2N:N′)]dierbium(III) C66H34N4O12F12Er2
  72. Crystal structure of bis(3-chloro-N-(1-(pyrazin-2-yl)ethylidene)benzohydrazonato-k3N,N′,O)nickel(II), C26H20N8O2Cl2Ni
  73. Crystal structure of (E)-3-(3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)-1-phenylprop-2-en-1-one, C27H21N5O
  74. Crystal structure of (E)-N′-((4-aminophenyl)sulfonyl)-N,N-dimethylformimidamide, C9H13N3O2S
  75. Crystal structure of η6-p-cymene-iodido-(N-isopropyl-1-(pyridin-2-yl)methanimine-κ2N,N′)ruthenium(II) hexafluorophosphate(V), C19H26IN2F6Ru
  76. Crystal structure of 6-iodo-3-phenyl-2-propylquinazolin-4(3H)-one, C17H15IN2O
  77. Low temperature redetermination of the crystal structure of catena-poly[[tri-4-fluorobenzyltin(IV)]μ2-pyridine-4-carboxylato-κ2N:O], {C27H22F3NO2Sn}n
  78. Crystal structure of bis(2-propyl-1H-benzo[d]imidazol-3-ium) tetrachloridozincate(II), C10H13Cl4N2Zn
  79. The crystal structure of (Z)-3-hydrazono-5-nitroindolin-2-one – dimethyl sulfoxide (1/1), C8H6N4O3
  80. Crystal structure of bis-[N-(1-pyrazin-2-yl-ethylidene)-cyanoacetic acid-hydrazonato-κ3O,N,N′)]-zinc(II), C18H16N10O2Zn
  81. Crystal structure and photochromism of 1-(2,5-dimethyl-3-thienyl)-2-[2-methyl-5-(benzaldoxime)-3-thienyl] perfluorocyclopentene, C23H17F6NOS2
Heruntergeladen am 17.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2019-0662/html
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