Startseite Crystal structure of bis[(μ3-oxido)-(μ2-(N,N-diisopropylthiocarbamoylthio) acetato-κ2O,O′)-((N,N-diisopropylthiocarbamoylthio)acetato-κO)-bis(di-4-methylbenzyl-tin(IV))], C100H136N4O10S8Sn4
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Crystal structure of bis[(μ3-oxido)-(μ2-(N,N-diisopropylthiocarbamoylthio) acetato-κ2O,O′)-((N,N-diisopropylthiocarbamoylthio)acetato-κO)-bis(di-4-methylbenzyl-tin(IV))], C100H136N4O10S8Sn4

  • See Mun Lee , Kong Mun Lo und Edward R.T. Tiekink ORCID logo EMAIL logo
Veröffentlicht/Copyright: 19. Juni 2019

Abstract

C100H136N4O10S8Sn4, triclinic, P1̄ (no. 2), a = 13.7756(4) Å, b = 13.9663(5) Å, c = 16.6392(5) Å, α = 71.501(2)°, β = 73.952(2)°, γ = 63.180(2)°, V = 2675.49(16) Å3, Z = 1, Rgt(F) = 0.0383, wRref(F2) = 0.1209, T = 296(2) K.

CCDC no.: 1905385

The molecular structure is shown in the figure (hydrogen atoms are omitted for clarity). 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:0.30 × 0.20 × 0.06 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.13 mm−1
Diffractometer, scan mode:CCD, φ and ω
θmax, completeness:28.3°, >99%
N(hkl)measured, N(hkl)unique, Rint:25986, 13129, 0.033
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 10218
N(param)refined:580
Programs:Bruker [1], SHELX [2], [3], [4], WinGX/ORTEP [5]
Table 2:

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

AtomxyzUiso*/Ueq
Sn10.06743(2)0.58266(2)0.45775(2)0.01558(7)
Sn20.15015(2)0.36975(2)0.34440(2)0.01747(7)
S10.42834(8)0.59921(9)0.17472(7)0.0328(2)
S20.26061(8)0.78921(9)0.07176(7)0.0365(2)
S30.03115(8)0.09307(7)0.33558(6)0.02718(19)
S4−0.16901(8)0.30322(9)0.31429(7)0.0360(2)
O10.05008(18)0.44303(18)0.44150(14)0.0181(5)
O20.19911(18)0.50238(19)0.32557(15)0.0203(5)
O30.3275(2)0.4344(2)0.22008(17)0.0320(6)
O40.0680(2)0.2578(2)0.38506(18)0.0297(6)
O5−0.0586(2)0.2745(2)0.50262(16)0.0236(5)
N10.4801(2)0.7224(3)0.02918(19)0.0278(7)
N2−0.0466(3)0.1949(3)0.1902(2)0.0387(8)
C10.2792(3)0.5079(3)0.2607(2)0.0214(7)
C20.2993(3)0.6088(3)0.2414(2)0.0257(7)
H2A0.2971680.6242480.2948550.031*
H2B0.2404960.6701240.2130680.031*
C30.3925(3)0.7092(3)0.0837(2)0.0244(7)
C40.4710(3)0.8154(4)−0.0479(3)0.0363(9)
H40.5469780.804128−0.0749740.044*
C50.4174(4)0.8129(4)−0.1156(3)0.0470(12)
H5A0.4552850.742366−0.1303590.071*
H5B0.4215160.869466−0.1658310.071*
H5C0.3415790.825255−0.0932440.071*
C60.4218(4)0.9262(4)−0.0239(3)0.0431(11)
H6A0.3456750.9437360.0007020.065*
H6B0.4275340.981909−0.0743820.065*
H6C0.4611020.9228350.0170590.065*
C70.5963(3)0.6458(3)0.0413(2)0.0320(9)
H70.5921820.5905910.0945760.038*
C80.6515(4)0.5849(5)−0.0301(3)0.0551(14)
H8A0.6103280.545296−0.0310570.083*
H8B0.7249580.533998−0.0206430.083*
H8C0.6543910.636536−0.0839330.083*
C90.6587(4)0.7049(5)0.0541(4)0.0548(13)
H9A0.6722270.7537850.0010420.082*
H9B0.7276290.6517010.0720090.082*
H9C0.6156530.7463770.0972280.082*
C10−0.0019(3)0.2298(3)0.4408(2)0.0199(7)
C11−0.0161(3)0.1306(3)0.4375(2)0.0267(7)
H11A−0.0937010.1442090.4539120.032*
H11B0.0228690.0683770.4798960.032*
C12−0.0658(3)0.2026(3)0.2714(3)0.0288(8)
C13−0.1116(4)0.2826(4)0.1233(3)0.0440(11)
H13−0.0793780.2552290.0704050.053*
C14−0.0954(5)0.3886(4)0.1040(3)0.0526(13)
H14A−0.1376080.4270290.1491190.079*
H14B−0.1195140.4341470.0504960.079*
H14C−0.0187880.3717650.1002930.079*
C15−0.2307(4)0.2978(5)0.1402(4)0.0631(15)
H15A−0.2351450.2272690.1616220.095*
H15B−0.2611020.3339940.0878300.095*
H15C−0.2715600.3419780.1819540.095*
C160.0427(5)0.1001(4)0.1572(3)0.0601(16)
H160.0774350.0474040.2065630.072*
C170.1312(5)0.1337(6)0.0943(4)0.080(2)
H17A0.1016940.1833760.0436730.119*
H17B0.1922480.0694020.0791620.119*
H17C0.1557400.1694170.1203750.119*
C180.0000(6)0.0414(5)0.1230(4)0.083(2)
H18A−0.0574650.0249470.1648660.124*
H18B0.058865−0.0258890.1110390.124*
H18C−0.0287850.0875330.0711550.124*
C19−0.0052(3)0.6997(3)0.3498(2)0.0219(7)
H19A0.0507720.7235790.3111000.026*
H19B−0.0225050.6611470.3200680.026*
C20−0.1074(3)0.8019(3)0.3631(2)0.0204(7)
C21−0.0998(3)0.8989(3)0.3590(2)0.0240(7)
H21−0.0308800.8992720.3533350.029*
C22−0.1938(3)0.9961(3)0.3634(2)0.0285(8)
H22−0.1865071.0603180.3602610.034*
C23−0.2981(3)0.9982(3)0.3724(2)0.0297(8)
C24−0.3055(3)0.9013(3)0.3778(2)0.0319(8)
H24−0.3747100.9008620.3850220.038*
C25−0.2125(3)0.8038(3)0.3729(2)0.0252(7)
H25−0.2202870.7398350.3761700.030*
C26−0.3998(4)1.1045(4)0.3771(3)0.0475(12)
H26A−0.4620871.0960270.3698360.071*
H26B−0.3880251.1634110.3324360.071*
H26C−0.4136111.1211150.4319090.071*
C270.2161(3)0.4893(3)0.5129(2)0.0215(7)
H27A0.2006360.5019210.5700310.026*
H27B0.2340150.4118580.5194870.026*
C280.3165(3)0.5108(3)0.4661(2)0.0216(7)
C290.4042(3)0.4359(3)0.4217(2)0.0244(7)
H290.4008490.3707300.4221480.029*
C300.4958(3)0.4572(3)0.3772(2)0.0261(7)
H300.5527880.4063440.3477800.031*
C310.5042(3)0.5531(3)0.3756(2)0.0245(7)
C320.4193(3)0.6256(3)0.4220(2)0.0262(7)
H320.4247300.6889370.4236190.031*
C330.3261(3)0.6058(3)0.4663(2)0.0236(7)
H330.2697330.6563580.4962660.028*
C340.6023(3)0.5793(4)0.3252(3)0.0338(9)
H34A0.6671050.5121180.3248750.051*
H34B0.6123630.6255630.3514910.051*
H34C0.5897400.6167190.2673610.051*
C350.0938(3)0.4180(3)0.2241(2)0.0253(7)
H35A0.1574920.3992470.1797960.030*
H35B0.0529880.3752550.2272740.030*
C360.0219(3)0.5382(3)0.1976(2)0.0249(7)
C370.0662(3)0.6143(3)0.1495(2)0.0276(8)
H370.1417040.5904710.1303690.033*
C38−0.0006(3)0.7255(3)0.1297(2)0.0318(8)
H380.0312290.7750830.0978830.038*
C39−0.1138(3)0.7649(3)0.1560(3)0.0341(9)
C40−0.1582(3)0.6886(4)0.2019(3)0.0344(9)
H40−0.2340620.7125100.2190080.041*
C41−0.0917(3)0.5761(3)0.2231(2)0.0292(8)
H41−0.1235940.5264350.2544810.035*
C42−0.1848(4)0.8859(4)0.1388(3)0.0505(12)
H42A−0.2551320.8977490.1287250.076*
H42B−0.1498090.9233860.0891990.076*
H42C−0.1949580.9140380.1875640.076*
C430.2986(3)0.2319(3)0.3784(3)0.0279(8)
H43A0.3609030.2524560.3541380.033*
H43B0.2941100.2107780.4403370.033*
C440.3154(3)0.1361(3)0.3456(2)0.0257(7)
C450.3446(3)0.1391(3)0.2577(3)0.0326(9)
H450.3567140.1994490.2199990.039*
C460.3557(4)0.0538(3)0.2257(3)0.0374(10)
H460.3754800.0578460.1669630.045*
C470.3380(3)−0.0371(3)0.2791(3)0.0352(9)
C480.3114(4)−0.0413(3)0.3668(3)0.0363(9)
H480.300875−0.1024080.4044930.044*
C490.3004(3)0.0441(3)0.3993(3)0.0325(9)
H490.2824990.0390280.4581750.039*
C500.3471(5)−0.1277(4)0.2428(3)0.0539(13)
H50A0.322138−0.0965620.1881390.081*
H50B0.302517−0.1650960.2814340.081*
H50C0.422555−0.1791600.2357400.081*

Source of material

The melting point (uncorrected) of the compound was measured on an electrothermal digital melting point apparatus. The elemental analysis was performed on a Perkin-Elmer EA2400 CHN analyser. The IR spectrum was recorded using a Perkin-Elmer RX1 spectrometer in a Nujol mull between KBr plates.

Di(4-methylbenzyl)tin dichloride was synthesized by the direct reaction of 4-methylbenzyl chloride (Sigma-Aldrich) and metallic tin powder (Sigma-Aldrich) in toluene according to a literature procedure [6]. The base hydrolysis of di(4-methylbenzyl)tin dichloride using 10% sodium hydroxide solution (Merck) afforded the di(4-methybenzyl)tin oxide. Diisopropyldithiocarbomylacetic acid was synthesized from diisopropylamine (Merck), carbon disulfide (Merck) and chloroacetic acid (Sigma-Aldrich) according to a literature procedure [7]. Di(4-methylbenzyl)tin oxide (0.75 g, 2.0 mmol) and diisopropyldithiocarbomylacetic acid (0.94 g, 2.0 mmol) were heated in 95% ethanol (100 mL) for 1 h until the oxide dissolved. After filtration, the filtrate was evaporated slowly until colourless crystals were formed. Yield: 0.75 g (20%). M. pt: 424−426 K. Calcd. for C100H136O10N4S8Sn4: C 51.19; H 6.00; N 2.45%. Found: C 50.91; H 5.88; N 2.66%. IR (cm−1) 503 (m) ν(Sn—O), 639 (m) ν(Sn—O—Sn), 1411, 1378 (s) νsym(COO), 1662, 1597 (s) νasym(COO).

Experimental details

The C-bound H atoms were geometrically placed (C—H = 0.93−0.98 Å) and refined as riding with Uiso(H) = 1.2−1.5Ueq(C). Owing to poor agreement, five reflections, i.e. (0 0 1), (16 7 1), (1 1 1), (17 7 2) and (15 7 0), were omitted from the final cycles of refinement.

Comment

Organotin(IV) carboxylates have been widely investigated because of their structural diversity [8] and their potential biological properties, in particular anti-tumour potential [9], [10]. In addition, organotin compounds containing dithiocarbamate anions have also received much attention due to their promising anti-fungal, anti-bacterial and anti-tumour activities [11], [12]. In continuation of our efforts in exploring the coordination chemistry and anti-proliferative activities of organotin carboxylates, herein the synthesis and structural features of an organotin compound with a carboxylate ligand containing a dithiocarbamate fragment are described.

The title compound is a centrosymmetric, tetra-nuclear species shown in the figure (50% displacement ellipsoids; unlabelled atoms are related by the symmetry operation (i): −x, 1 − y, 1 − z). The molecule is constructed about a central Sn2O2 core with Sn1—O1, O1i bond lengths of 2.173(2) and 2.050(2) Å, respectively. Connected to this ring is the exocyclic Sn2 atom [Sn2—O1 = 2.026(2) Å]. The additional link between the endocyclic-Sn1 and exocyclic-Sn2 atoms is provided by an almost symmetrically bridging carboxylate ligand [Sn2—O4 = 2.164(2) Å and Sn1—O5 = 2.237(2) Å]. The exocyclic-Sn2 atom is also coordinated by a monodentate carboxylate ligand [Sn2—O2 = 2.151(2) Å] with the Sn2⋯O3 separation of 3.012(3) Å considered too long for a significant bonding interaction. There is some evidence for the O2 atom semi-bridging the Sn1 atom as the Sn1⋯O2 separation is 2.628(2) Å. The five-coordinate geometries for each of the Sn1 and Sn2 atoms is completed by two carbon atoms derived from the benzyl substituents. To a first approximation, the C2O3 donor sets define distorted trigonal bipyramidal geometries with O1—Sn1—O5 [168.41(9)°] and O2—Sn2—O4 [165.91(9)°] axial angles. Each of the carboxylate ligands is twisted as seen in the dihedral angles between the CO2 and CS2 residues of 70.0(4) and 81.3(3)° for the O2- and O4-carboxylate ligands, respectively.

Molecules stack in columns along the a axis being sustained by tolyl-Me—CH⋯S(thione) [C34—H34a⋯S4ii: H34a⋯S4ii = 2.79 Å, C34⋯S4ii = 3.741(5) Å with an angle at H34a = 169° for symmetry operation (ii) 1 + x, y, z] and π⋯π interactions between centrosymmetrically related tolyl moieties [inter-centroid Cg(C28—C33)⋯Cg(C28—C33)iii separation = 3.709(2) Å for symmetry operation (iii): 1 − x, 1 − y, 1 − z]. The chains assemble in the three-dimensional architecture without directional interactions between them.

Tetranuclear clusters of the general formula {[R2SnX]2O}2 are common hydrolysis products of diorganotin species [13]. In keeping with this observation, there are at least five structures of this type containing dithiocarbamate-functionalized carboxylates, i.e. R′2NC(=S)SCH2CO2. The three structures with R = n-Bu and R′ = Et [14], R′2 = (CH2)4 [15] and R′2 = (CH2)5 [16] adopt the same structural motif as the title structure. The two structures with R = n-Bu and R′ = Me [17] and R = n-Oct and R′2 = (CH2CH2)2O [18] adopt essentially the same motif but the carboxylate bridge involves one oxygen atom only. Both motifs have ample precedents in the crystallographic literature of the diorganotin bis(carboxylates) [8].

Acknowledgements

Sunway University is thanked for supporting studies in organotin chemistry.

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Received: 2019-03-03
Accepted: 2019-03-25
Published Online: 2019-06-19
Published in Print: 2019-09-25

©2019 See Mun Lee 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
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  5. Crystal structure of 1-nonylpyridazin-1-ium iodide, C13H23N2I
  6. Crystal structure of bis[diaqua(1,10-phenanthroline-κ2N, N′)-copper(II)]diphenylphosphopentamolybdate dihydrate, C36H38Cu2Mo5N4O27P2
  7. The crystal structure of tetrakis(imidazole)-copper(I) hexafluorophosphate, C12H16CuF6PN8
  8. The crystal structure of dimethyl ((3,5-di-tert-butyl-4-hydroxyphenyl)(phenyl)methyl)phosphonate, C23H33O4P
  9. Crystal structure of diaqua-bis(1,10-phenanthroline κ2N,N′)nickel(II) trifluoroacetate- trifluoroacetic acid (1/1), C30H21F9N4NiO8
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  19. Crystal structure of cyclohexane-1,4-diammonium 2-[(2-carboxylatophenyl)disulfanyl]benzoate — dimethylformamide — monohydrate (1/1/1), [C6H16N2][C14H8O4S2] ⋅ C3H7NO⋅H2O
  20. The synthesis and crystal structure of isobutyl 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carboxylate, C16H13Cl2F6N3O3S
  21. Isolation and crystal structure of bufotalinin — methanol (1/1), C25H34O7
  22. Crystal structure of benzylbis(1,3-diphenylpropane-1,3-dionato-κ2O,O′) chloridotin(IV), C37H29ClO4Sn
  23. Crystal structure of Bis{1-[(benzotriazol-1-yl)methyl]-1-H-1,3-(2-methyl-imidazol)}diiodidocadmium(II), [Cd(C11H11N5)2I2], C22H22N10I2Cd
  24. Crystal structure of 4-isobutoxybenzaldehyde oxime, C11H15NO2
  25. The crystal structure of bis(acetato-κ1O)-bis(N′-hydroxypyrimidine-2-carboximidamide-κ2N,N′)manganese(II) — methanol (1/2), C14H18MnN8O6, 2(CH3OH)′
  26. Crystal structure of poly[bis(μ2-bis(4-(1H-imidazol-1-yl)phenyl)amine-κ2N:N′)-bis(nitrato-κO)cadmium(II)], C36H30CdN12O6
  27. Crystal structure and optical properties of 1,6-bis(methylthio)pyrene, C18H14S2
  28. The crystal structure of hexaquamagnesium(II) bis(3,4-dinitropyrazol-1-ide), C6H14MgN8O14
  29. Halogen bonds in the crystal structure of 4,3:5,4-terpyridine – 1,4-diiodotetrafluorobenzene (1/1), C21H11F4I2N3
  30. Crystal structure and photochromic properties of a novel photochromic perfluordiarylethene containing a triazole bridged pyridine group moiety, C24H18F6N4S2
  31. Crystal structure of bis[(μ3-oxido)-(μ2-(N,N-diisopropylthiocarbamoylthio) acetato-κ2O,O′)-((N,N-diisopropylthiocarbamoylthio)acetato-κO)-bis(di-4-methylbenzyl-tin(IV))], C100H136N4O10S8Sn4
  32. Crystal structure of dibromidobis(4-bromobenzyl)tin(IV), C14H12Br4Sn
  33. The crystal structure of (4Z)-2-[(E)-(1-ethyl-3,3-dimethyl-1,3-dihydro-2H-indol-2-ylidene)methyl]-4-[(1-ethyl-3,3-dimethyl-3H-indolium-2-yl)methylidene]-3-oxocyclobut-1-en-1-olate, C30H32N2O2
  34. The crystal structure of (E)-3-(4-(dimethylamino)styryl)-5,5-dimethylcyclohex-2-en-1-one, C18H23NO
  35. Crystal structure of dihydrazinium 1H-pyrazole-3,5-dicarboxylate, C5H12N6O4
  36. Crystal structure of poly[μ2-1,4-bis((1H-imidazol-1-yl)methyl)benzene-κ2N:N′)-(μ2-4-sulfidobenzoate-κ2O:S)cobalt(II)] dihydrate, C42H44Co2N8O7S2
  37. Crystal structure of 8-(3,4-dimethylbenzylidene)-6,10-dioxaspiro[4.5]decane-7,9-dione, C17H18O4
  38. Crystal structure of 4-(2-bromo-4-(6-morpholino-3-phenyl-3H-benzo[f]chromen-3-yl) cyclohexa-2,5-dien-1-yl)morpholine, C33H31BrN2O
  39. Synthesis and crystal structure of 2-((1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl)methylene)-2,3-dihydro-1H-inden-1-one, C23H16N2OS
  40. Crystal structure of poly[(μ2-1,1′-(oxybis(4,1-phenylene)bis(1H-imidazole)-κ2N,N′)(μ2-1,3-benzenecarboxylato-κ3O,O′:O′′)zinc(II)] dihydrate, C26H22N4O7Zn
  41. Crystal structure of diaqua-bis(cinnamato-κ2O,O′)zinc(II), C18H18ZnO6
  42. Crystal structure of 2-(prop-2-yn-1-yloxy)-1-naphthaldehyde, C14H10O2
  43. Crystal structure and photochromic properties of 1-(2-methyl-5-phenyl-3-thienyl)-2-{2-methyl-5-[4-(9-fluorenone hydrazone)-phenyl]-3-thienyl}perfluorocyclopentene, C41H26F6N2S2
  44. Hydrothermal synthesis and crystal structure of cylo[tetraaqua-bis(μ2-1,4-bis(1H-benzo[d]imidazol-1-yl)but-2-ene-κ2N:N′)-bis(μ2-4-nitro-phthalate-κ2O,O′)dinickel(II)], C26H23N5O8Ni
  45. Crystal structure of 3-[methyl(phenyl)amino]-1-phenylthiourea, C14H15N3S
  46. Crystal structure of 1-(4-chlorophenyl)-3-[methyl(phenyl)amino]thiourea, C14H14ClN3S
  47. Crystal structure of 2-tert-butyl-1H-imidazo[4,5-b]pyridine, C10H13N3
  48. Crystal structure of 5-carboxy-2-(2-carboxyphenyl)-1H-imidazol-3-ium-4-carboxylate dihydrate, C12H8N2O6⋅2(H2O)
  49. The crystal structure of dichlorido-μ2-dichlorido-(η2-1,4-bis(4-vinylbenzyl)-1,4-diazabicyclo[2.2.2]octane-1,4-diium)dicopper(I), C24H30N2Cu2Cl4
  50. Crystal structure of 4-bromobenzyl (Z)-N-(adamantan-1-yl)morpholine-4-carbothioimidate, C22H29BrN2OS
  51. Crystal structure of (4S,4aS,6aR,6bR,12aS,12bR,14aS,14bR)-3,3,6a,6b,9,9,12a-heptamethyloctadecahydro-1H,3H-4,14b-ethanophenanthro[1,2-h]isochromene-1(6bH)-one, C30H48O2
  52. Crystal structure of 3,5-bis(trifluoromethyl)benzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C30H33F6N3S
  53. The crystal structure of 3-methoxyphenanthridin-6(5H)-one, C14H11NO2
  54. Crystal structure of 4-(5,5-difluoro-1,3,7,9-tetramethyl-3H,5H-5λ4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinin-10-yl)pyridin-1-ium tetraiodidoferrate(III), C18H19BF2FeI4N3
  55. Crystal structure of 2-(3-methoxyphenyl)-3-((phenylsulfonyl)methyl)imidazo[1,2-a]pyridine, C21H18N2O3S
  56. Crystal structure of [(2-(2-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, C29H50Cl2N4NiO8
  57. Crystal structure of (Z)-6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)-2-(2-(quinoxalin-2-ylmethylene)hydrazinyl)-2,3-dihydroinden-1-one, C35H35N7O
  58. 5-Methyl-N′-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazole-4-carbonyl]-1-(4-methylphenyl)-1H-1,2,3-triazole-4-carbohydrazide, C22H22N8O2
  59. Crystal structure of 2,3-dichloro-6-methoxyquinoxaline, C9H6Cl2N2O
  60. Synthesis and crystal structure of 7-chloro-2-(ethylsulfinyl)-6-fluoro-3-(1H-pyrazole-1-yl)-4H-thiochromen-4-one, C13H10FN3OS2
  61. Crystal structure of 4-ethylpiperazine-1-carbothioic dithioperoxyanhydride, C14H26N4S4
  62. Crystal structure of 2-(2-(6-methylpyridin-2-yl)naphthalen-1-yl)pyrimidine, C20H15N3
  63. The crystal structure of N′-((1E,2E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-en-1-ylidene)-3-methylbenzohydrazide, C23H22N2O4
  64. Crystal structure of catena-poly[(μ2-isophthalato-κ2O:O′)-(2,5-di(pyrazin-2-yl)-4,4′-bipyridine-κ3N,N′,N′′)zinc(II)] — water (2/5), C26H21N6O6.5Zn
  65. Crystal structure of (3E,5E)-3,5-bis(3-nitrobenzylidene)-1-((4-(trifluoromethyl)phenyl)sulfonyl)piperidin-4-one — dichloromethane (2/1), C53H38Cl2F6N6O14S2
  66. Crystal structure of (μ2-oxido)-bis(N,N′-o-phenylenebis(salicylideneiminato))diiron(III) — N,N′-dimethylformamide, C47H43Fe2N4O9
  67. Crystal structure of N1,N3-bis(2-hydroxyethyl)-N1, N1,N3,N3-tetramethylpropane-1,3-diaminium dibromide, C11H28Br2N2O2
  68. Crystal structure of (E)-N-(4-chlorophenyl)-1-(pyridin-2-yl)methanimine, C12H9ClN2
  69. Crystal structure of 8-bromo-6-oxo-2-phenyl-6H-pyrrolo[3,2,1-ij]quinoline-5-carbaldehyde, C18H11BrNO2
  70. Crystal structure of 1,4-bis(2-azidoethyl)piperazine-1,4-diium dichloride trihydrate, C8H18N8Cl2 ⋅ 3 H2O
  71. Crystal structure of (E)-4-bromo-N-(pyridin-2-ylmethylene)aniline, C12H9BrN2
  72. Crystal structure of bis[(2-(3-bromophenyl)-5-methyl-1,3-dioxane-5-carboxylato-κ-O)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)]nickel(II), C40H60Br2N4NiO8
  73. The crystal structure of (1E,2E)-2-methyl-4-((7-oxo-7H-furo[3,2-g]chromen-9-yl)oxy)but-2-enal O-isonicotinoyl oxime–trichloromethane (3/1), C67H49Cl3N6O18
  74. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-methyl-1H-imidazol-3-ium hexafluoridophosphate(V), C8H13F6N2O2P
  75. Crystal structure of bis[(2-(2-bromophenyl)-5-ethyl-1,3-dioxane-5-carboxylato-κO)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)]nickel(II) hemihydrate C42H65Br2N4NiO8.5
  76. The crystal structure of N-(7-(4-fluorobenzylidene)-3-(4-fluorophenyl)-3,3a,4,5,6,7-hexahydro-2H-indazole-2-carbonothioyl)benzamide, C28H23F2N3OS
  77. The crystal structure of N1,N4-bis(pyridin-3-yl)cyclohexane-1,4-dicarboxamide, C18H20N4O2
  78. Crystal structure of (E)-2-(3,6-bis(ethylamino)-2,7-dimethyl-9H-xanthen-9-yl)-N′-((6-methylpyridin-2-yl)methylene)benzohydrazide – methanol (1/1), C34H37N5O3
  79. Crystal structure of 2-oxo-1-(pyrimidin-5-ylmethyl)-3-(3-(trifluoromethyl)phenyl)-1,2-dihydro-5l4-pyrido[1,2-a]pyrimidin-4-olate, C20H13F3N4O2
  80. Crystal structure of poly[(μ3-9H-carbazole-3,6-dicarboxylato-κ3O1: O2: O3)(μ2-4-(pyridin-4-yl)pyridine-κ2N1:N1′)zinc(II)], C19H11N2O4Zn
  81. Crystal structure of (E)-N′-((1,8-dihydropyren-1-yl)-methylene)picolinohydrazide, C23H15N3O
  82. Crystal structure of catena-poly{[μ2-1,2-bis(diphenylphosphino)ethane]dichloridocadmium(II)}, C26H24CdCl2P2
  83. Crystal structure of the 1:2 co-crystal between N,N′-bis(4-pyridylmethyl)oxalamide and acetic acid as a dihydrate, C14H14N4O2⋅2 C2H4O2⋅2 H2O
  84. Crystal structure of the co-crystal N,N′-bis(3-pyridylmethyl)oxalamide acetic acid (1/2), C14H14N4O2⋅2C2H4O2
  85. Crystal structure of the co-crystal N,N′-bis(4-pyridylmethyl)oxalamide and 2,3,5,6-tetrafluoro-1,4-di-iodobenzene (1/1), C14H14N4O2⋅C6F4I2
  86. Crystal structure of the co-crystal 4-[(4-carboxyphenyl)disulfanyl]benzoic acid–(1E,4E)-1-N,4-N-bis(pyridin-4-ylmethylidene)cyclohexane-1,4-diamine (1/1), C14H10O4S2⋅C18H20N4
  87. Crystal structure of hexacarbonyl-bis(μ2-di-n-propyldithiocarbamato-κ3S,S′:S3S:S:S′)-di-rhenium(I), C20H28N2O6Re2S4
  88. Crystal structure of fac-tricarbonyl-morpholine-κN-(morpholinocarbamodithioato-κ2S,S′)rhenium(I), C12H17N2O5ReS2
Heruntergeladen am 18.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2019-0161/html
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