Startseite Crystal structure of catena-[(bis(O,O′-diethyl dithiophosphato-S,S′)-μ2-1,2-bis(3-pyridylmethylene)hydrazine-N,N′)zinc(II)], {C20H30N4O4P2S4Zn}n
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Crystal structure of catena-[(bis(O,O′-diethyl dithiophosphato-S,S′)-μ2-1,2-bis(3-pyridylmethylene)hydrazine-N,N′)zinc(II)], {C20H30N4O4P2S4Zn}n

  • Yee Seng Tan und Edward R.T. Tiekink ORCID logo EMAIL logo
Veröffentlicht/Copyright: 25. Oktober 2019

Abstract

C20H30N4O4P2S4Zn, triclinic, P1̄ (no. 2), a = 8.01840(1) Å, b = 8.4326(1) Å, c = 23.5086(2) Å, α = 80.478(1)°, β = 80.679(1)°, γ = 76.112(1)°, V = 1509.37(3) Å3, Z = 2, Rgt(F) = 0.0449, wRref(F2) = 0.1182, T = 100(2) K.

CCDC no.: 1957383

Part of the polymeric structure is shown in the figure. 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:Colourless prism
Size:0.16 × 0.12 × 0.05 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:4.99 mm−1
Diffractometer, scan mode:XtaLAB Synergy, ω
θmax, completeness:67.1°, >99%
N(hkl)measured, N(hkl)unique, Rint:32995, 5385, 0.035
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 5075
N(param)refined:320
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Zn0.45517(5)0.43245(5)0.76591(2)0.01869(13)
S10.21866(9)0.60295(10)0.80904(3)0.02139(18)
S20.15525(12)0.85492(11)0.90853(4)0.0330(2)
S30.43677(12)0.18276(10)0.74057(4)0.0306(2)
S40.14699(14)0.48242(14)0.67405(5)0.0457(3)
P10.31649(10)0.68021(10)0.87091(3)0.02081(18)
P20.29908(13)0.26753(12)0.67376(4)0.0332(2)
O10.4922(3)0.7231(3)0.83743(9)0.0231(5)
O20.3956(3)0.5288(3)0.91661(9)0.0239(5)
O30.2174(4)0.1195(4)0.66502(13)0.0475(7)
O40.4450(4)0.2507(3)0.61834(11)0.0403(6)
N10.5757(3)0.5677(3)0.69818(11)0.0197(5)
N20.9449(3)0.5566(3)0.51762(11)0.0230(6)
N30.6471(3)0.3375(3)0.81908(11)0.0197(5)
N40.5137(4)0.0488(3)0.97312(11)0.0236(6)
C10.6088(5)0.7746(5)0.86863(16)0.0350(8)
H1A0.66110.68100.89630.042*
H1B0.54370.86480.89100.042*
C20.7471(5)0.8323(4)0.82569(17)0.0312(8)
H2A0.80650.74460.80220.047*
H2B0.83060.86040.84630.047*
H2C0.69510.92990.80030.047*
C30.2988(5)0.4738(5)0.97098(14)0.0292(7)
H3A0.23570.57080.99030.035*
H3B0.38070.40360.99700.035*
C40.1716(5)0.3781(5)0.96204(15)0.0309(8)
H4A0.08370.45030.93940.046*
H4B0.11560.33630.99990.046*
H4C0.23260.28540.94100.046*
C50.0770(6)0.0743(7)0.7055(2)0.0529(12)
H5A−0.00860.17460.71570.064*
H5B0.12110.01200.74150.064*
C6−0.0068(7)−0.0289(7)0.6788(2)0.0572(13)
H6A−0.03330.02590.64020.086*
H6B−0.1142−0.04420.70340.086*
H6C0.0718−0.13640.67520.086*
C70.3937(6)0.2962(7)0.56081(18)0.0513(11)
H7A0.34060.41540.55450.062*
H7B0.30760.23420.55610.062*
C80.5521(7)0.2564(8)0.5179(2)0.0666(15)
H8A0.52140.29090.47830.100*
H8B0.60030.13730.52320.100*
H8C0.63830.31470.52400.100*
C90.6851(4)0.4912(4)0.65626(13)0.0205(6)
H90.70670.37450.65940.025*
C100.7670(4)0.5761(4)0.60876(13)0.0206(6)
C110.7338(4)0.7471(4)0.60405(14)0.0257(7)
H110.78750.80890.57180.031*
C120.6212(5)0.8258(4)0.64713(15)0.0282(7)
H120.59670.94250.64490.034*
C130.5449(4)0.7323(4)0.69354(14)0.0237(7)
H130.46810.78670.72310.028*
C140.8853(4)0.4823(4)0.56571(13)0.0224(7)
H140.91790.36560.57360.027*
C150.6071(4)0.2397(4)0.86746(13)0.0203(6)
H150.49850.20900.87320.024*
C160.7173(4)0.1802(4)0.91003(13)0.0211(6)
C170.8778(4)0.2221(4)0.90024(15)0.0257(7)
H170.95670.18400.92820.031*
C180.9216(4)0.3202(4)0.84916(16)0.0288(7)
H181.03170.34820.84130.035*
C190.8039(4)0.3761(4)0.81013(14)0.0240(7)
H190.83390.44450.77550.029*
C200.6654(4)0.0785(4)0.96354(14)0.0228(7)
H200.74450.03450.99120.027*

Source of material

The Zn[S2P(OEt)2]2 precursor was prepared in high yield from the in situ reaction of Zn(NO3)2 ⋅ 6 H2O (Alfa Aesar; 14.87 g, 0.05 mol), EtOH (Merck; 12.25 mL, 0.21 mol), P2S5 (Sigma-Aldrich; 11.11 g, 0.05 mol) and 50% w/w NaOH solution (Merck; 8.80 mL, 0.11 mol). 1,2-Bis(3-pyridylmethylene)aldazine was prepared in high yield from reaction of 3-picolylamine (Sigma-Aldrich; 2.03 mL, 0.02 mol) and hydrazinium hydroxide (Merck; 0.49 mL, 0.01 mol) in ratio 2:1 in ethanol solution (Merck; 5 mL) under reflux for 1 h. The title compound was obtained by mixing a suspension of Zn[S2P(OEt)2]2 (0.50 g, 1.15 mmol) and 1,2-bis(3-pyridylmethylene)hydrazine (0.25 g, 1.19 mmol) in dimethylformamide (Merck; 5 mL), followed by stirring for 30 min at 373 K. The solution was filtered and the filtrate was collected in a sample vial containing acetonitrile (Merck; 1 mL). Colourless prisms formed after one day. Yield: 0.49 g, (66.0%, based on Zn[S2P(OEt)2]2). M.pt (Stuart SMP 30 Melting point apparatus): 387.6–388.6 K. IR (Bruker Vertex 70 V equipped with Platinum ATR from 400 to 80 cm−1): 1059(w) ν(C—O); 1015(s) ν(P—O); 651(s) ν(P—S)asym; 522(w) ν(P—S)sym, 287(m) ν(Zn—S); 379(w) ν(Zn—N).

Experimental details

The C-bound H atoms were geometrically placed (C—H = 0.95–0.99 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). The maximum and minimum residual electron density peaks of 1.63 and 1.24 eÅ−3, respectively, were located 1.15 and 0.75 Å from the H5a and S4 atoms, respectively, belonging to one of the two symmetry-independent diethyl dithiophosphate anions. There is some evidence of disorder in this ligand, which could not be modelled satisfactorily.

Comment

The isomeric, potentially bridging molecules, 1,2-bis(n-pyridylmethylene)hydrazine, n-NC5H4C(H)=N—N=C(H)C5H4N-n, often referred to as the n-pyridylaldazines (n-PyAld), have revealed interesting monodentate modes of coordination in their adducts with zinc-triad 1,1-dithiolates [5]. For example, when the metal node is zinc complexed to dithiocarbamate (S2CN(R)R′) and the ligand is 4-PyAld, monodentate coordination of 4-PyAld is observed in mononuclear Zn[S2CN(iPr)CH2CH2OH]2(4-PyAld) with five-coordinate zinc(II) [6]; the non-coordinating pyridyl-nitrogen atom engages in hydroxy-O—H⋯N(pyridyl) hydrogen bonding. When 3-PyAld is employed and the 1,1-dithiolate ligand is dithiophosphate [S2P(OR)2], bidentate bridging is found in {Zn[S2P(O-iPr)2]2(3-PyAld)}n, (I), which is a one-dimensional coordination polymer with a step-ladder topology [7]. In the present report, the crystal and molecular structures of the ethyl analogue of the latter is described as it is well documented in the structural chemistry of the zinc-triad 1,1-dithiolates that changes in R groups can have profound implications on the ultimate structural motif adopted in the solid-state [5], [8].

The asymmetric unit of (I) comprises Zn[S2P(OEt)2]2 and two-half 3-PyAld molecules as each is disposed about a centre of inversion, as indicated in the figure (70% probability displacement ellipsoids; the unlabelled atoms of the N1-3-PyAld molecule are related by the symmetry operation (i) 2 − x, 1 − y, 1 − z and those of the N3-3-PyAld molecule by (ii) 1 − x, − y, 2 − z). The zinc(II) centre is tetrahedrally coordinated by two sulphur atoms derived from two monodentate dithiophosphate anions as well as two nitrogen atoms derived from two different 3-PyAld molecules. The dithiophosphate ligands have different modes of coordination. The S1-dithiophosphate coordinates via the S1 atom [Zn—S1 = 2.2896(8) Å] and is orientated so the O1 atom [Zn⋯O1 = 3.286(2) Å], rather than the S2 atom, is directed towards the zinc atom. By contrast, the S3-dithiophosphate ligand coordinates via the S3 atom [Zn—S3 = 2.3243(9) Å] with the S4 atom [Zn⋯S4 = 3.4460(10) Å] directed towards the zinc atom. As anticipated, the P—S bond lengths reflect the different environments of the S1–S4 atoms in that the P1—S1 [2.0208(11) Å] and P2—S3 [2.0021(13) Å] bond lengths, involving the coordinating sulphur atoms are longer than those not involved in coordination [P1—S2 = 1.9418(11) Å and P2—S4 = 1.9265(14) Å]. The Zn—N1 [2.050(3) Å] and Zn—N3 [2.067(3) Å] bond lengths are experimentally equivalent. The range of tetrahedral angles subtended by the N2S2 donor set is a narrow 96.82(8)°, for S3—Zn—N3, to a wide 121.49(4)°, for S1—Zn—S3. Small twists are noted in the 3-PyAld bridges as seen in the C9—C10—C14—N2 [170.5(3)°] and C17—C16—C20—N4 [176.2(3)°] torsion angles.

As seen from the lower view of the figure, the application of symmetry gives rise to a coordination polymer. The topology of the chain is twisted which contrasts the step-ladder topology noted for the R = i-Pr analogue [7]. The chain is aligned along [1 1 −1]. The atom-to-atom connections between chains that sustain the three-dimensional architecture are methylene-C—H⋯N(aldazine) [C1—H1b⋯N4iii: H1b⋯N4iii = 2.62 Å, C1⋯N4iii = 3.520(5) Å with angle at H1b = 151° for (iii) x, 1 + y, z] and pyridyl-C—H⋯S(thiolate) [C18—H18⋯S1iv: H18⋯S1iv = 2.84 Å, C18⋯S1iv = 3.675(3) Å with angle at H18 = 147° for (iv) 1 + x, y, z] interactions.

Acknowledgements

Sunway University Sdn Bhd is thanked for financial support of this work through Grant no. STR-RCTR-RCCM-001-2019.

References

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Received: 2019-08-27
Accepted: 2019-10-03
Published Online: 2019-10-25
Published in Print: 2020-02-25

© 2019 Yee Seng Tan 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. 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 21.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2019-0621/html
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