Home Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-P,P′)-bis[(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-S]-di-gold(I) acetonitrile di-solvate, C54H50Au2Cl2FeN2O2P2S2⋅2(C2H3N)
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Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-P,P′)-bis[(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-S]-di-gold(I) acetonitrile di-solvate, C54H50Au2Cl2FeN2O2P2S2⋅2(C2H3N)

  • Chien Ing Yeo and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: July 22, 2020
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 235 Issue 6

Abstract

C58H56Au2Cl2FeN4O2P2S2, triclinic, P1̄ (no. 2), a = 8.5422(3) Å, b = 13.2143(4) Å, c = 14.0226(4)) Å, α = 65.764(3)°, β = 78.311(2)°, γ = 80.090(3)°, V = 1406.39(8) Å3, Z = 1, Rgt(F) = 0.0213, wRref(F2) = 0.0477, T = 100 K.

CCDC no.: 2015449

The molecular 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:Yellow plate
Size:0.26 × 0.17 × 0.04 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:5.73 mm−1
Diffractometer, scan mode:SuperNova, ω
θmax, completeness:27.5°, >99%
N(hkl)measured, N(hkl)unique, Rint:32730, 6449, 0.059
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 6051
N(param)refined:334
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Au0.63437(2)0.01557(2)0.79829(2)0.01259(4)
Fe1.0000000.0000001.0000000.01140(11)
Cl10.30531(9)−0.41350(7)0.51971(6)0.03149(18)
S10.56705(7)−0.09673(6)0.72579(5)0.01631(14)
P10.69419(7)0.14215(5)0.85151(5)0.01115(13)
O10.8815(2)−0.09928(16)0.67806(14)0.0185(4)
N10.7767(3)−0.2071(2)0.62072(18)0.0196(5)
C10.7534(3)−0.1410(2)0.6678(2)0.0167(6)
C20.6508(3)−0.2509(2)0.6030(2)0.0175(6)
C30.5600(3)−0.1887(2)0.5226(2)0.0193(6)
H30.571185−0.1113620.4847070.023*
C40.4526(3)−0.2381(2)0.4966(2)0.0193(6)
H40.390654−0.1951810.4414630.023*
C50.4377(3)−0.3500(2)0.5520(2)0.0200(6)
C60.5270(3)−0.4141(2)0.6328(2)0.0225(6)
H60.515209−0.4913240.6705990.027*
C70.6335(3)−0.3638(2)0.6577(2)0.0203(6)
H70.695383−0.4070500.7127810.024*
C81.0411(3)−0.1426(2)0.6401(2)0.0208(6)
H81.036905−0.1516790.5733420.025*
C91.0896(4)−0.2542(3)0.7226(3)0.0301(7)
H9A1.010962−0.3061600.7360610.045*
H9B1.093678−0.2455130.7881920.045*
H9C1.195837−0.2834380.6972800.045*
C101.1511(3)−0.0545(3)0.6167(2)0.0241(6)
H3A1.1115290.0159820.5635250.036*
H3B1.259812−0.0783030.5896540.036*
H3C1.153145−0.0439800.6816250.036*
C110.7855(3)0.0922(2)0.96937(19)0.0123(5)
C120.7605(3)−0.0127(2)1.0558(2)0.0156(5)
H120.696711−0.0708111.0584300.019*
C130.8422(3)−0.0193(2)1.1371(2)0.0189(6)
H130.847480−0.0836301.2066420.023*
C140.9189(3)0.0796(2)1.1017(2)0.0185(6)
H140.9866270.0971861.1423120.022*
C150.8839(3)0.1491(2)0.9984(2)0.0165(5)
H150.9216140.2242890.9539050.020*
C210.8292(3)0.2338(2)0.74741(19)0.0127(5)
C220.9218(3)0.1946(2)0.6736(2)0.0160(5)
H220.9078100.1237500.6761310.019*
C231.0347(3)0.2587(2)0.5961(2)0.0194(6)
H231.0989160.2314160.5462890.023*
C241.0531(3)0.3626(2)0.5918(2)0.0211(6)
H241.1312160.4061740.5393900.025*
C250.9581(3)0.4036(2)0.6634(2)0.0195(6)
H250.9702660.4755190.6592160.023*
C260.8451(3)0.3396(2)0.7415(2)0.0156(5)
H260.7794540.3677510.7902320.019*
C310.5156(3)0.2303(2)0.8757(2)0.0127(5)
C320.4632(3)0.2343(2)0.9748(2)0.0181(6)
H320.5264130.1956541.0300790.022*
C330.3183(3)0.2950(2)0.9932(2)0.0227(6)
H330.2821740.2966761.0612390.027*
C340.2270(3)0.3527(2)0.9127(2)0.0252(7)
H340.1284750.3943740.9251540.030*
C350.2801(3)0.3494(3)0.8139(2)0.0262(7)
H350.2177240.3897280.7583920.031*
C360.4225(3)0.2882(2)0.7947(2)0.0196(6)
H360.4567880.2856740.7267940.024*
N410.8023(4)0.4581(3)−0.0728(3)0.0438(8)
C410.7217(4)0.4258(3)0.0054(3)0.0322(7)
C420.6152(4)0.3863(3)0.1074(3)0.0447(9)
H42A0.6266950.3045630.1386490.067*
H42B0.5035010.4134100.0961070.067*
H42C0.6444340.4146010.1553140.067*

Source of material

NaOH (Merck; 0.020 g, 0.50 mmol) in water (5 mL) was added to a suspension of (dppf)(AuCl)2 (0.255 g, 0.25 mmol) in acetonitrile (20 mL), followed by addition of iPrOC(=S)N(H)C6H4Cl-4 (0.115 g, 0.50 mmol) in dichloromethane (20 mL). After stirring for 3 h, the solution was left for slow evaporation at room temperature, yielding yellow crystals after 3 weeks. Yield: 0.278 g (79%). M. pt: (Biobase automatic melting point apparatus MP450): 473–474 K.

Elemental Analysis for C54H50Au2Cl2FeN2O2P2S2 (Leco TruSpec Micro CHN Elemental Analyser): C, 46.14; H, 3.58; N, 1.99%. Found: C, 46.03; H, 3.28; N, 1.86%. IR (Bruker Vertex 70v FTIR Spectrophotometer; cm−1): 1435 (s) ν(C=N), 1140 (s) ν(C—O), 1091 (s) ν(C—S). 1H NMR (Bruker Ascend 400 MHz NMR spectrometer with chemical shifts relative to tetramethylsilane in CDCl3 solution at 298 K, ppm): δ 7.50–7.40 (m, br, 20H, Ph2P), 7.07 (d, 4H, m-aryl-H, JHH = 8.52 Hz), 6.79 (d, 4H, o-aryl-H, JHH = 8.48 Hz), 5.29 (sept, 2H, OCH, JHH = 6.17 Hz), 4.64 (s, br, 4H, β-PC5H4), 4.21 (s, br, 4H, γ-PC5H4), 1.33 (d, 12H, CH3, JHH = 6.20 Hz). 13C{1H} NMR (as for 1H NMR): δ 163.6 (Cq), 149.8 (aryl, Cipso), 133.6 (d, m-PC6H5, 3JCP = 14.02 Hz), 131.7 (d, p-PC6H5, 4JCP = 2.25 Hz), 130.8 (d, i-PC6H5, 1JCP = 58.57 Hz), 129.0 (d, o-PC6H5, 2JCP = 11.52 Hz), 128.7 (aryl, Cmeta), 127.4 (aryl, Cpara), 123.3 (aryl, Cortho), 75.0 (d, β-PC5H4, 2JCP = 8.46 Hz), 74.8 (d, γ-PC5H4, 3JCP = 13.15 Hz), 71.8 (d, α-PC5H4, 1JCP = 65.48 Hz), 70.6 (OCH), 22.2 (CH3). 31P{1H} NMR (as for 1H NMR but with chemical shift referenced to 85% aqueous H3PO4 as the external reference): δ 32.6.

Crystals of (I) for the X-ray structure determination were grown from the slow evaporation of an acetonitrile solution of (I) and analysed directly.

Experimental details

The C-bound H atoms were geometrically placed (C—H = 0.95–1.00 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). The maximum and minimum residual electron density peaks of 1.15 and 1.02 eÅ−3, respectively, were located 0.99 Å and 0.66 Å, respectively, from the Au atom.

Comment

The original interest in binuclear phosphane gold(I) thioamide molecules of the formula dppf{Au[SC(OR)=NC6H4Y-4]}2 related to an investigation of the solid-state photoluminescent properties of the R = Me and Y = NO2 derivative, isolated as a di-chloroform solvate [5]; dppf is 1,1′-bis(diphenylphosphino)ferrocene. Subsequently, crystal structure determinations for the R = Et and Y = H, as a dichloromethane solvate [6], and R = iPr with Y = Me [7] and Y = NO2, isolated as a di-chloroform solvate [8], species have been described. In this contribution, the crystal and molecular structures of the R = iPr and Y = Cl compound isolated as an acetonitrile di-solvate, (I), is described.

The molecular structure of the binuclear species in (I) is shown in the figure (70% displacement ellipsoids; unlabelled atoms are related by the symmetry operation (i) 2 − x, −y, 2 − z). The crystallographic asymmetric unit comprises half a binuclear molecule, as the Fe atom is situated on a centre of inversion, and a solvent acetonitrile molecule. The independent gold(I) atom adopts the expected linear geometry [P1—Au—S1 = 173.31(2)°], being coordinated by phosphane-P [Au—P1 = 2.2560(7) Å] and thiolate-S [Au—S1 = 2.3099(7) Å] atoms. The crystal structure of the uncoordinated ligand in its protonated form, i.e. iPrOC(=S)N(H)C6H4Cl-4, is available in the literature [9]. The C1—S1 [1.755(3) Å] and C1—N1 [1.265(3) Å] bond lengths in (I) are significantly elongated and contracted compared with the equivalent bonds, i.e. 1.6708(15) and 1.3388(18) Å, respectively, in the acid. As is uniformly found in dppf{Au[SC(OR)=NC6H4Y-4]}2 structures, an intramolecular Au⋯O interaction is observed. In (I), the Au⋯O separation is 3.026(2) Å.

The molecular packing for (I) features P-phenyl-C—H⋯N(imino) [C23—H23⋯N1ii: H23⋯N1ii = 2.49 Å, C23⋯N1ii = 3.412(4) Å with angle at H23 = 163° for (ii) 2 − x, − y, 1 − z] interactions that lead to the formation of supramolecular chains with a linear topology along the c-axis. The other directional interactions are of the type cyclopentadienyl-C—H⋯π(P-phenyl) [C12—H12⋯Cg(C31–C36)iii: H12⋯Cg(C31–C36)iii = 2.85 Å with angle at H12 = 156° for (iii) 1 − x, −y, 2 − z] and chlorophenyl-C—Cl⋯π(P-phenyl) interactions are noted [C5—Cl1⋯Cg(C21–C26)iv: Cl1⋯Cg(C21–C26)iv = 3.4004(13) Å with angle at Cl1 = 129.10(10)° for (iv) 1 − x, − y, 1 − z] which link chains into a supramolecular layer in the ac-plane. The layers stack along the b-axis without directional interactions between them. The closest contact between the binuclear and solvent acetonitrile molecules is a weak P-phenyl-C—H⋯N(acetonitrile) interaction [C26—H26⋯N41v: H26⋯N41v = 2.70 Å, C26⋯N41v = 3.483(6) Å with angle at H26 = 141° for (v) x, y, 1 + z].

In order to assess the molecular packing further, the Hirshfeld surfaces were calculated along with the full and delineated two-dimensional fingerprint plots employing Crystal Explorer 17 [10] and literature procedures [11]. The most dominant contribution to the calculated surface is from H⋯H contacts at 45.9% with the next most significant contribution coming from H⋯C/C⋯.H contacts, at 23.1%. The percentage contribution from H⋯N/N⋯H contacts is 6.3% with characteristic spikes due to the C—H⋯N interactions being apparent. Other significant contributions are made by H⋯S/S⋯H contacts [7.4%], at distances greater that van der Waals separation as well as contacts involving the chloride atom, i.e. H⋯Cl/Cl⋯H [7.6%] and C⋯Cl/C⋯Cl [3.1%]. The structure of the R = iPr with Y = Me derivative [7], (II), also features P-phenyl-C—H⋯N(imino) interactions leading to supramolecular chains as described for (I). Reflecting the absence of the chloride substituent present in (I), the H⋯H surface contacts in (II) increases to 60.0% followed by H⋯C/C⋯H contacts at 25.0%.

Finally, it is noted that there are no Au⋯Au (aurophilic) interactions in (I), nor are they observed in (II) [7] and in the R = Et and Y = H compound [6]. These three structures have the common feature of having the iron atom located on a centre of inversion. By contrast, the two structures with R = Me and Y = NO2 [5] and R = iPr and Y = NO2 [8] are 2-fold symmetric and feature intramolecular Au⋯Au 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: 2020-06-22
Accepted: 2020-07-10
Published Online: 2020-07-22
Published in Print: 2020-10-27

©2020 Chien Ing Yeo et al., published by De Gruyter, Berlin/Boston

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

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  37. The crystal structure of oxonium hexaquaaluminium disulfate hexahydrate
  38. Crystal structure of catena{(μ2-1,10-phenanthroline-κ4N,N,N′,N′)-(μ2-1,10-phenanthroline-κ3N,N,N′)potassium(I) {[bis(2-hydroxyethyl)iminiumyl](sulfanidyl)methyl}sulfanide hemi(1,10-phenanthroline)}, {C24H16KN4, 0.5(C12H8N2), C5H10NO2S2}
  39. Crystal structure of chlorido-[(N,N-di-isobutyl)dithiocarbamato-κ2S,S′]-di(4-methylbenzyl-κC)tin(IV), C25H36ClNS2Sn
  40. Crystal structure of chlorido-(η5-pentamethylcyclopentadienyl)-(4-chloro-4-pyridyl-2,2′:6′,2′′-terpyridine-κ2N,N′) rhodium(III) hexaflourophosphate, C31H29Cl2F6N3PRh
  41. The crystal structure of catena-poly[bis-(3,5-dinitro-1,2,4-triazolato-κ2N:O)-(μ2-1,4-bis(1-imidazolyl)benzene-κ2N:N′)copper(II)], C16H10CuN14O8
  42. Crystal structure of poly[triaqua-bis(μ3-3,3′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato)-tris(1,10-phenanthroline)cobalt(II)], C78H46N6O20Co3
  43. The crystal structure of 2,4-dihydroxybenzoic acid–nicotinamide–methanol (1/1/1), C15H18N2O6
  44. The crystal structure of aqua{N,N,N′,N′-tetrakis[(1H-benzimidazol-κN3) methyl]cyclohexane-1,2-diamine}lead(II) diacetate–methanol (1/2), C44H54N10O7Pb
  45. Crystal structure of (2-amino-5-bromo-3-iodophenyl)(3-(4-chlorophenyl)oxiran-2-yl)methanone, C15H10BrClINO2
  46. Synthesis and crystal structure of 3-octyl-5,5-diphenylimidazolidine-2,4-dione, C23H28N2O2
  47. Synthesis and crystal structure of 2-azido-N-(4-nitrophenyl)acetamide, C8H7N5O3
  48. Crystal structure of tert-butyl (1S,2R,5R)-2-(hydroxymethyl)-4-(4-methoxyphenyl)-6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate, C17H23NO5
  49. Crystal structure of 4-[(4-methoxy-2-nitrophenyl)carbamoyl]butanoic acid, C12H14N2O6
  50. Crystal structure of 3-ethyl-1-[(E)-[(2E)-3-phenylprop-2-en-1-ylidene]amino]thiourea, C12H15N3S
  51. Crystal structure of 4,4′-bipyridin-1,1′-dium poly[bis(μ4-benzene-1,3,5-triyltris(hydrogen phosphonato-κ4O:O′:O′′:O′′′))zinc(II)], C11H11NO9P3Zn
  52. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)butane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]-di-gold(I), C44H42Au2F2N2O2P2S2
  53. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)hexane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]digold(I), C46H46Au2F2N2O2P2S2
  54. Crystal structure of tetrakis (N-(2-hydroxyethyl)-N-isopropylcarbamodithioato-κS,S′)-(μ2(2-(pyridin-4-yl)vinyl)pyridine-κN,N′)dicadmium(II), C36H58Cd2N6O4S8
  55. Crystal structure of 4-(2-(benzo[b]thiophen-2-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-en-1-yl)-1,5-dimethyl-1H-pyrrole-2-carbonitrile, C20H12F6N2S
  56. Crystal structure of bis(octahydrocyclopenta[c]pyrrolium)pentachlorobismuthate(III), (C7NH14)2BiCl5
  57. The crystal structure of diaqua-tris(nitrato-κ2O,O′)-bis(4,4,5,5-tetramethyl-2-(p-pyridyl)imidazoline-1-oxyl 3-oxide-κN)samarium(III), C24H36N9O15Sm
  58. Synthesis and crystal structure of methyl 2-(2-((tert-butoxycarbonyl)amino)phenyl)-2-(4-oxo-4H-chromen-3-yl)acetate, C23H23NO6
  59. Crystal structure of O-hexyl benzoylcarbamothioate, C14H19NO2S
  60. Crystal structure of chlorido-(O-methyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)silver(I), C44H39AgClNOP2S
  61. Crystal structure of chlorido-(O-ethyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)-silver(I), C45H41AgClNOP2S
  62. Crystal structure of 4-[(2-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
  63. Crystal structure of ethyl 4-methyl-2-oxo-5-phenyl-1,3,4-oxadiazinane-3-carboxylate, C13H16N2O4
  64. Crystal structure of catena-poly[diaqua(μ2-2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylato)cadmium(II)], C6H8CdN2O7
  65. Crystal structure of (1S)-N-(chloromethyl)-1-((4S,6aR,8aS, 8bR,9aR)-4-methoxy-6a,8a-dimethyl-1,3,4, 5,6,6a,6b,7,8,8a,9a,10,10a,10b-tetradecahydro-8bH-naphtho[2′,1′:4,5] indeno[1,2-b]oxiren-8b-yl)-N-methylethan-1-amine, C24H46ClNO5
  66. Crystal structure of 4-[(3,5-dichlorophenyl)carbamoyl]butanoic acid, C11H11Cl2NO3
  67. Crystal structure of (2Z)-2-amino-3-[(E)-[(2,4-dihydroxyphenyl)methylidene]-amino]but-2-enedinitrile, C11H8N4O2
  68. Crystal structure of 3-methyl-1-[(E)-(4-phenylbutan-2-ylidene)amino]thiourea, C12H17N3S
  69. Crystal structure of carbonyl{hydridotris[3-phenyl-5-methylpyrazol-1-yl]borato-κ3N,N′N′′}copper(I), C31H28BCuN6O
  70. Crystal structure of ethane-1,2-diylbis(diphenylphosphine oxide) – dihydrogenperoxide (1/2), C26H28O6P2
  71. Crystal structure of 2-(pyridin-2-ylamino)pyridinium chloride dibenzyldichlorostannane, [C10H10N3]Cl, C14H14Cl2Sn
  72. Crystal structure of 4-[(3-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
  73. Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)-di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn
  74. Crystal structure of dichloridodimethylbis(tri-4-tolylphosphane oxide-κO)-tin(IV), C44H48Cl2O2P2Sn
  75. Crystal structure of chlorido(2-methylquinolin-8-olato-κ2N,O)-bis(4-tolyl-κC)tin(IV), C24H22ClNOSn
  76. Crystal structure of (E)-dichloro(1-chloro-3-methoxyprop-1-en-2-yl)(4-methoxyphenyl)-λ4-tellane, C11H13Cl3O2Te
  77. Crystal structure of bis{N-methyl-N′-[3-(4-methoxyphenyl)-1-methylpropane-1-ylidene]carbamohydrazonothioato}zinc(II), C26H36N6O2S2Zn
  78. Crystal structure of (2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ2O,O′)bis(1,10-phenantroline-κ2N,N′)cobalt(II), C40H24N4O9Co
  79. The crystal structure of (3S,8R,10R,14R)-17-((2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4,4,8,10,14-pentamethyl-12-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate, C32H52O5
  80. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-κ2P,P′)-bis[(Z)N-(3-fluorophenyl)-O-methylthiocarbamato-S]digold(I) chloroform solvate, C50H42Au2F2FeN2O2P2S2, CHCl3
  81. Crystal structure of poly[bis(μ2-1,4-di(1H-imidazol-1-yl)benzene-κ2N:N′)-(μ2-tetraoxidomolybdato(VI)-κ2O:O′)cobalt(II)], C24H20N8O4MoCo
https://doi.org/10.1515/ncrs-2020-0308
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Articles in the same Issue

  1. Frontmatter
  2. Crystal structure of poly[tetraaqua-bis(μ4-5-(4-carboxy-benzylamino)-isophthalato-κ4O,O′:O′′:O′′′)-(μ2-4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl-κ2N:N′)dicadmium(II)], C25H22N3O8Cd
  3. The crystal structure of 2-(2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-1-yl)phenoxy)acetate, C19H18N2O3
  4. Crystal structure of poly[aqua-μ2-4,4′-bipyridine-κ2N:N′)-μ2-bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κ2O,O′)zinc(II)], C38H28Cl4N4O4Zn
  5. Crystal structure of 1-(2-(1H-indol-3-yl)ethyl)-4-benzyl-3-hydroxy-3,6-diphenylpiperazine-2,5-dione, C33H29N3O3
  6. The crystal structure 2,2′-bipyridine-κ2N,N′-(2-(3-amino-4-chlorobenzoyl)benzoato-κ1O)-(2-(3-amino-4-chlorobenzoyl)benzoato-κ2O,O′)zinc(II) — ethanol (1/1), C40H32Cl2N4O7Zn
  7. Crystal structure of catena-poly[(μ3-2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ3O:O′:O′′)-bis(μ2-4,4′-bis(pyrid-4-yl)biphenyl-k1N)copper(II)], C60H40N4O9Cu
  8. The crystal structure of dimethylammonium catena-[di(μ-aqua)-bis(μ9-benzene-1,3,5-tricarboxylato)pentalithium], C20H16Li5NO13
  9. Crystal structure of tetraaqua-bis(3,5-di(pyridin-4-yl)-1,2,4-triazol-1-ido-κ1N)nickel(II) dihydrate, C24H28O6N10Ni
  10. The crystal structure of tetrakis(1-methylimidazole-κ1N)-oxido-(sulfato-κ1O)vanadium(IV), C16H24N8O5SV
  11. Crystal structure of methyl 2-(6,11-dioxo-2,3,6,11-tetrahydro-1H-benzo[f]pyrrolo[2,1-a]isoindole-5-carbonyl)benzoate, C24H17NO5
  12. Crystal structure of (E)-N′-(2-hydroxy-4-(2-(piperidin-1-yl)ethoxy)benzylidene) nicotinohydrazide monohydrate, C20H24N4O3 ⋅ H2O
  13. Crystal structure of poly[bis(μ3-(1-(3,5-di(1H-imidazol-1-yl)phenyl)-1H-imidazole-κ3N:N′:N′′)cobalt(II)] dinitrate — N,N-dimethylformamide (1/4), C42H52N18O10Co
  14. The crystal structure bis{hexakis(1-methyl-1H-imidazole-κ1N)cobalt(II)} tetrakis(μ3-oxido)-octakis(μ2-oxido)-tetradecaoxido-octamolybdate(VI), C24H36CoMo4N12O13
  15. Crystal structure of di-μ-nicotinato-κ2N:O; κ2O:N-bis-[aqua-bis(benzyl)(nicotinato-κ2O,O′)tin(IV)], C52H48N4O10Sn2
  16. Crystal structure of dichlorido-bis[2-(2-(3-(pyridin-2-yl)-1H-1,2,4-triazol-5-yl)phenoxy)benzoic acidmanganese(II) monohydrate, C40H30N8O7MnCl2
  17. The crystal structure of benzyl 3β-acetylglycyrrhetate, C39H54O5
  18. Synthesis and crystal structure of (E)-1-benzyl-3-(4-methoxystyryl)quinoxalin-2(1H)-one, C24H20N2O2
  19. Crystal structure of trans-dichloridobis(4-chlorophenyl-κC1)(1,10-phenanthroline-κ2N,N′)tin(IV) dimethylsulphoxide solvate, C26H22Cl4N2OSSn
  20. Crystal structure of phenyl(1,3,4a-triphenyl-4a,5,6,10b-tetrahydro-1H-[1,4]oxazino[2,3-c]quinolin-5-yl)methanone, C36H28N2O2
  21. Crystal structure of (4aS,5S,6aS,6a1S, 10aS)-4a,5,6a,6a1,9,10-hexahydro-7H-4,5-methanocyclobuta[4,5]naphtho[8a,1-b]pyran-6(2H)-one, C15H16O2
  22. Crystal structure of [(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-κS]-(triphenylphosphine-κP)-gold(I), C28H26AuClNOPS
  23. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-P,P′)-bis[(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-S]-di-gold(I) acetonitrile di-solvate, C54H50Au2Cl2FeN2O2P2S2⋅2(C2H3N)
  24. Crystal structure of (6aR,6a1S,10aS)-2,4a,6a,6a1,9,10-hexahydro-7H-4,5-methanocyclobuta[4,5]naphtho[8a,1-b]pyran, C15H16O
  25. Crystal structure of 5,17-diformyl-25,26,27,28-tetrahydroxycalix[4]arene- dichloromethane, C31H26Cl2O6
  26. Crystal structure of 2-tert-butyl 1-methyl 5-{4-[(methoxycarbonyl)amino]phenyl}-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate, C19H24N2O6
  27. Crystal structure of [2-carboxybenzene-1-thiolato-S]-(triethylphosphane-P)-gold(I), C13H20AuO2PS
  28. Synthesis and crystal structure of bis(5-methyl-2-aldehyde-phenolato-κ2O1,O2)copper(II), C16H14CuO4
  29. Crystal structure of poly[triaqua-(di(2,2′-bipyridine-κ2N,N′)-μ4-silanetetrayltetrakis(benzene-4,1-diyl)tetrakis (hydrogen phosphonato)-κ4O:O′:O′′:O′′′) dicadmium(II)], C44H42N4O15P4Cd2Si
  30. Crystal structure of bis[μ2-(N,N-diethylcarbamodithioato-κS:κS,κS′)]-bis(triethylphosphine-P)-di-silver(I), C22H50Ag2N2P2S4
  31. Crystal structure of bis[μ2-(pyrrolidine-1-carbodithioato-κS:κS,κS′)]-bis(triethylphosphine-κP)disilver(I), C22H46Ag2N2P2S4
  32. Crystal structure of bis[μ2-(N-(2-hydroxyethyl)-N-methylcarbamodithioato-κS:κS,κS′)]-bis(triethylphosphine-P)-di-silver(I), C20H46Ag2N2O2P2S4
  33. The crystal structure of (2E,2′E)-,2,2′-bis[1-(2-pyrazinyl)ethylidene]carbonimidic dihydrazide, C13H15N9
  34. The crystal structure of (E)-1-(quinolin-2-ylmethyl)-2-((1-(quinolin-2-ylmethyl)pyridin-2(1H)-ylidene)amino)pyridin-1-ium, C30H25BrN5
  35. Crystal structure of catena-poly[(μ2-1-((benzotriazol-1-yl)methyl)-1H-1,3-imdazole-κ2N:N′)-(1-((benzotriazol-1-yl)methyl)-1H-1,3-imdazole-κ1N)-(methanol-κ1O)mercury(II)] dinitrate, C21H22N12O7Hg
  36. Crystal structure of 1-(6-hydroxy-2-phenylbenzofuran-5-yl)ethan-1-one, C16H12O3
  37. The crystal structure of oxonium hexaquaaluminium disulfate hexahydrate
  38. Crystal structure of catena{(μ2-1,10-phenanthroline-κ4N,N,N′,N′)-(μ2-1,10-phenanthroline-κ3N,N,N′)potassium(I) {[bis(2-hydroxyethyl)iminiumyl](sulfanidyl)methyl}sulfanide hemi(1,10-phenanthroline)}, {C24H16KN4, 0.5(C12H8N2), C5H10NO2S2}
  39. Crystal structure of chlorido-[(N,N-di-isobutyl)dithiocarbamato-κ2S,S′]-di(4-methylbenzyl-κC)tin(IV), C25H36ClNS2Sn
  40. Crystal structure of chlorido-(η5-pentamethylcyclopentadienyl)-(4-chloro-4-pyridyl-2,2′:6′,2′′-terpyridine-κ2N,N′) rhodium(III) hexaflourophosphate, C31H29Cl2F6N3PRh
  41. The crystal structure of catena-poly[bis-(3,5-dinitro-1,2,4-triazolato-κ2N:O)-(μ2-1,4-bis(1-imidazolyl)benzene-κ2N:N′)copper(II)], C16H10CuN14O8
  42. Crystal structure of poly[triaqua-bis(μ3-3,3′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato)-tris(1,10-phenanthroline)cobalt(II)], C78H46N6O20Co3
  43. The crystal structure of 2,4-dihydroxybenzoic acid–nicotinamide–methanol (1/1/1), C15H18N2O6
  44. The crystal structure of aqua{N,N,N′,N′-tetrakis[(1H-benzimidazol-κN3) methyl]cyclohexane-1,2-diamine}lead(II) diacetate–methanol (1/2), C44H54N10O7Pb
  45. Crystal structure of (2-amino-5-bromo-3-iodophenyl)(3-(4-chlorophenyl)oxiran-2-yl)methanone, C15H10BrClINO2
  46. Synthesis and crystal structure of 3-octyl-5,5-diphenylimidazolidine-2,4-dione, C23H28N2O2
  47. Synthesis and crystal structure of 2-azido-N-(4-nitrophenyl)acetamide, C8H7N5O3
  48. Crystal structure of tert-butyl (1S,2R,5R)-2-(hydroxymethyl)-4-(4-methoxyphenyl)-6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate, C17H23NO5
  49. Crystal structure of 4-[(4-methoxy-2-nitrophenyl)carbamoyl]butanoic acid, C12H14N2O6
  50. Crystal structure of 3-ethyl-1-[(E)-[(2E)-3-phenylprop-2-en-1-ylidene]amino]thiourea, C12H15N3S
  51. Crystal structure of 4,4′-bipyridin-1,1′-dium poly[bis(μ4-benzene-1,3,5-triyltris(hydrogen phosphonato-κ4O:O′:O′′:O′′′))zinc(II)], C11H11NO9P3Zn
  52. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)butane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]-di-gold(I), C44H42Au2F2N2O2P2S2
  53. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)hexane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]digold(I), C46H46Au2F2N2O2P2S2
  54. Crystal structure of tetrakis (N-(2-hydroxyethyl)-N-isopropylcarbamodithioato-κS,S′)-(μ2(2-(pyridin-4-yl)vinyl)pyridine-κN,N′)dicadmium(II), C36H58Cd2N6O4S8
  55. Crystal structure of 4-(2-(benzo[b]thiophen-2-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-en-1-yl)-1,5-dimethyl-1H-pyrrole-2-carbonitrile, C20H12F6N2S
  56. Crystal structure of bis(octahydrocyclopenta[c]pyrrolium)pentachlorobismuthate(III), (C7NH14)2BiCl5
  57. The crystal structure of diaqua-tris(nitrato-κ2O,O′)-bis(4,4,5,5-tetramethyl-2-(p-pyridyl)imidazoline-1-oxyl 3-oxide-κN)samarium(III), C24H36N9O15Sm
  58. Synthesis and crystal structure of methyl 2-(2-((tert-butoxycarbonyl)amino)phenyl)-2-(4-oxo-4H-chromen-3-yl)acetate, C23H23NO6
  59. Crystal structure of O-hexyl benzoylcarbamothioate, C14H19NO2S
  60. Crystal structure of chlorido-(O-methyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)silver(I), C44H39AgClNOP2S
  61. Crystal structure of chlorido-(O-ethyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)-silver(I), C45H41AgClNOP2S
  62. Crystal structure of 4-[(2-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
  63. Crystal structure of ethyl 4-methyl-2-oxo-5-phenyl-1,3,4-oxadiazinane-3-carboxylate, C13H16N2O4
  64. Crystal structure of catena-poly[diaqua(μ2-2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylato)cadmium(II)], C6H8CdN2O7
  65. Crystal structure of (1S)-N-(chloromethyl)-1-((4S,6aR,8aS, 8bR,9aR)-4-methoxy-6a,8a-dimethyl-1,3,4, 5,6,6a,6b,7,8,8a,9a,10,10a,10b-tetradecahydro-8bH-naphtho[2′,1′:4,5] indeno[1,2-b]oxiren-8b-yl)-N-methylethan-1-amine, C24H46ClNO5
  66. Crystal structure of 4-[(3,5-dichlorophenyl)carbamoyl]butanoic acid, C11H11Cl2NO3
  67. Crystal structure of (2Z)-2-amino-3-[(E)-[(2,4-dihydroxyphenyl)methylidene]-amino]but-2-enedinitrile, C11H8N4O2
  68. Crystal structure of 3-methyl-1-[(E)-(4-phenylbutan-2-ylidene)amino]thiourea, C12H17N3S
  69. Crystal structure of carbonyl{hydridotris[3-phenyl-5-methylpyrazol-1-yl]borato-κ3N,N′N′′}copper(I), C31H28BCuN6O
  70. Crystal structure of ethane-1,2-diylbis(diphenylphosphine oxide) – dihydrogenperoxide (1/2), C26H28O6P2
  71. Crystal structure of 2-(pyridin-2-ylamino)pyridinium chloride dibenzyldichlorostannane, [C10H10N3]Cl, C14H14Cl2Sn
  72. Crystal structure of 4-[(3-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
  73. Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)-di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn
  74. Crystal structure of dichloridodimethylbis(tri-4-tolylphosphane oxide-κO)-tin(IV), C44H48Cl2O2P2Sn
  75. Crystal structure of chlorido(2-methylquinolin-8-olato-κ2N,O)-bis(4-tolyl-κC)tin(IV), C24H22ClNOSn
  76. Crystal structure of (E)-dichloro(1-chloro-3-methoxyprop-1-en-2-yl)(4-methoxyphenyl)-λ4-tellane, C11H13Cl3O2Te
  77. Crystal structure of bis{N-methyl-N′-[3-(4-methoxyphenyl)-1-methylpropane-1-ylidene]carbamohydrazonothioato}zinc(II), C26H36N6O2S2Zn
  78. Crystal structure of (2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ2O,O′)bis(1,10-phenantroline-κ2N,N′)cobalt(II), C40H24N4O9Co
  79. The crystal structure of (3S,8R,10R,14R)-17-((2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4,4,8,10,14-pentamethyl-12-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate, C32H52O5
  80. Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-κ2P,P′)-bis[(Z)N-(3-fluorophenyl)-O-methylthiocarbamato-S]digold(I) chloroform solvate, C50H42Au2F2FeN2O2P2S2, CHCl3
  81. Crystal structure of poly[bis(μ2-1,4-di(1H-imidazol-1-yl)benzene-κ2N:N′)-(μ2-tetraoxidomolybdato(VI)-κ2O:O′)cobalt(II)], C24H20N8O4MoCo
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