Home Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)-di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn
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Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)-di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn

  • See Mun Lee , Kong Mun Lo and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: August 21, 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

C54H50Cl4O2P2Sn, triclinic, P1̄ (no. 2), a = 10.6360(2) Å, b = 10.8406(2) Å, c = 12.5727(2) Å, α = 94.152(1)°, β = 107.195(2)°, γ = 112.549(2)°, V = 1250.31(4) Å3, Z = 1, Rgt(F) = 0.0194, wRref(F2) = 0.0529, T = 100(2) K.

CCDC no.: 2023119

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 × 0.09 × 0.07 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:6.94 mm−1
Diffractometer, scan mode:XtaLAB Synergy, ω
θmax, completeness:67.1°, >99%
N(hkl)measured, N(hkl)unique, Rint:29831, 4456, 0.031
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4442
N(param)refined:289
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Sn0.50.50.50.01135(6)
Cl10.48213(4)0.28146(4)0.39601(3)0.02058(9)
Cl2−0.10294(5)0.14634(6)0.60456(5)0.04445(14)
P10.72827(4)0.49620(4)0.77255(3)0.01281(9)
O10.60867(12)0.45710(11)0.65899(9)0.0167(2)
C10.30138(16)0.38557(17)0.52719(13)0.0152(3)
C20.27049(18)0.25421(18)0.54681(15)0.0208(3)
H20.3356690.2147780.5443150.025*
C30.1460(2)0.1796(2)0.57000(16)0.0260(4)
H30.1264560.0904630.5842410.031*
C40.05127(19)0.2377(2)0.57192(15)0.0257(4)
C50.07686(19)0.36607(19)0.55054(15)0.0238(4)
H50.0094050.4034660.5506250.029*
C60.20254(18)0.44062(18)0.52878(14)0.0189(3)
H60.2213850.5298210.5148660.023*
C70.90243(17)0.60417(16)0.76815(13)0.0147(3)
C81.00713(17)0.55561(17)0.76938(14)0.0177(3)
H80.9910710.4657980.7804360.021*
C91.13457(18)0.63917(18)0.75439(15)0.0215(4)
H91.2056330.6058610.7562140.026*
C101.16047(18)0.77025(18)0.73682(15)0.0215(4)
C111.05491(18)0.81763(17)0.73533(14)0.0199(3)
H111.0709370.9072340.7236790.024*
C120.92714(17)0.73581(17)0.75062(14)0.0171(3)
H120.8564200.7694600.7491560.020*
C131.2985(2)0.8581(2)0.7189(2)0.0342(5)
H13A1.3751400.9072730.7928490.051*
H13B1.2815340.9240050.6738030.051*
H13C1.3286110.8003140.6782710.051*
C140.69504(17)0.58366(16)0.88010(14)0.0151(3)
C150.80447(17)0.65539(17)0.98559(14)0.0186(3)
H150.8993990.6604421.0002560.022*
C160.77508(18)0.71882(17)1.06839(15)0.0200(3)
H160.8499300.7663061.1398980.024*
C170.63699(19)0.71408(16)1.04843(15)0.0195(3)
C180.52886(18)0.64266(17)0.94330(15)0.0196(3)
H180.4342220.6383820.9285980.024*
C190.55643(17)0.57766(16)0.85961(14)0.0173(3)
H190.4810880.5291830.7885290.021*
C200.6072(2)0.7870(2)1.13763(17)0.0288(4)
H20A0.5168070.7963571.1026800.043*
H20B0.6878050.8777641.1711610.043*
H20C0.5976980.7343121.1972470.043*
C210.73420(16)0.34161(16)0.81115(13)0.0147(3)
C220.67015(17)0.22399(17)0.72528(14)0.0174(3)
H220.6245310.2267790.6487050.021*
C230.67350(18)0.10320(17)0.75236(15)0.0205(3)
H230.6291730.0233600.6938300.025*
C240.74065(18)0.09702(17)0.86372(15)0.0214(4)
C250.80076(18)0.21415(18)0.94902(15)0.0208(3)
H250.8441460.2106671.0258520.025*
C260.79813(17)0.33527(17)0.92337(14)0.0183(3)
H260.8399860.4142690.9823890.022*
C270.7512(3)−0.0317(2)0.89280(19)0.0399(5)
H27A0.675880−0.1103020.8330450.060*
H27B0.737259−0.0425710.9657790.060*
H27C0.847232−0.0259650.8985170.060*

Source of material

4-Chlorophenylmagnesium bromide was prepared from the Grignard reaction of magnesium (Merck) and 4-bromochlorobenzene (Fluka) in tetrahydrofuran. Tetra(4-chlorophenyl)tin was synthesised from the reaction of stannic chloride (Fluka) with 4-chlorophenylmagnesium bromide in a 1:4 molar ratio. Subsequently, di(4-chlorophenyl)tin dichloride was synthesised from the comproportionation reaction of tetra(4-chlorophenyl)tin with stannic chloride (Fluka) in a 1:1 molar ratio to obtain a white precipitate. Tri(4-tolyl)phosphine oxide was prepared by the oxidation of tri(4-tolyl)phosphine (Merck) with 30% hydrogen peroxide (Merck) in ethanol. Di(4-chlorophenyl)tin dichloride (0.41 g, 1.0 mmol) and tri(4-tolyl)phosphine oxide (0.64 g, 2.0 mmol) were heated in 95% ethanol (50 mL) for 1 h. After filtration, the filtrate was evaporated slowly until a white crystalline compound was formed. Yield: 0.49 g (46.5%). M. pt (Stuart SMP30 digital melting point apparatus; uncorrected): 468–470 K. IR (Bruker Vertex 70v FTIR Spectrometer; cm−1): 1599 (m) ν(C=C), 1475 (m) ν(C=C), 1149 (s) ν(P=O), 1089 (s) ν(P–Ar), 810 (s) ν(C–Cl). 1H NMR (Bruker Ascend 400 MHz NMR spectrometer; CDCl3; ppm relative to Me4Si): δ 2.39 (s, 18H, CH3), 7.20–7.26 (m, 16H, Ph-H), 7.36–7.42 (m, 12H, Ph-H), 7.82 (d, J = 8.53 Hz, 4H, Ph-H). 13C{1H} NMR (as for 1H NMR): 21.6 (CH3), 126.9, 128.5, 129.3, 131.9, 132.2, 135.9, 136.7, 143.0 (Ph-C).

Experimental details

The C-bound H atoms were geometrically placed (C—H = 0.95–0.98 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C).

Comment

While recent attention has been devoted to evaluating the molecular structures of bis(sulphoxide) [5] and bis(triorganoarsane) [6] adducts of R2SnCl2 molecules, reflecting a long-term interest [7], investigations now turn to bis(triorganophosphane) adducts of R2SnCl2. Despite their rather simple preparation and structures, there are only relatively few mononuclear structures available for these compounds, namely Me2SnCl2[O=P(4-tolyl)3]2 [8], Et2SnCl2[O=PPh3]2 [9], Ph2SnCl2[O=PPh3]2 [10], Ph2SnCl2[O=P(tBu)2Me]2 [11] and Ph2SnCl2[O=P(Cy)2C(=S)N(H)Ph]2 [7]. The common feature of the crystallographically determined structures is an all-trans C2Cl2O2 coordination geometry for Sn. Herein, the crystal and molecular structures of (4-ClC6H4)2SnCl2[O=P(4-tolyl)3]2, (I), are described, as an extension of these studies.

The molecular structure of (I) is shown in the figure (70% displacement ellipsoids; unlabelled atoms are related by the symmetry operation (i) 1 − x, 1 − y, 1 − z). The Sn atom is located on a centre of inversion and, as anticipated, is octahedrally coordinated by ipso-C [2.1441(15) Å], Cl [2.5333(4) Å] and oxide-O [2.1746(11) Å] atoms. The Sn—O1—P1 angle is 152.99(7)° indicating a significant deviation from linearity. By virtue of the Sn atom being located on a centre of inversion, when the molecule is viewed down the O1—Sn—O1i axis, the phenyl rings have a staggered arrangement. Finally, a pair of Sn- and P-bound rings face each other in the molecule, being indicative of an intramolecular π⋯π stacking interaction; the inter-centroid separation is 3.7847(10) Å with an angle of inclination = 3.73(8)°.

The most closely related structure in the literature is of the analogue where the 4-chlorophenyl substituents of (I) are replaced by methyl groups [8]. In this case, the Sn—C [2.1168(15) Å], Sn—Cl [2.5735(4) Å] and Sn—O [2.2387(11) Å] bond lengths have contracted, elongated and elongated, respectively, consistent with the relatively electropositive nature of the methyl substituents compared to the electronegative 4-chlorophenyl groups in (I).

Non-covalent interactions dominate the packing with the only apparent directional interactions being of the type methyl-C—H⋯π(phenyl-P) [C20—H20a⋯Cg(C21–C26)ii: H20a⋯Cg(C21–C26)ii = 2.95 Å with angle at H20a = 138° for (ii) 1 − x, 1 − y, 2 − z] and P-phenyl-C—H⋯π(chlorophenyl) [C25—H25⋯Cg(C7–C12)iii: H25⋯Cg(C7–C12)iii = 2.65 Å with angle at H25 = 154° for (iii) 2 − x, 1 − y, 2 − z]. These contacts lead to a supramolecular layer in the ac-plane. The layers stack along the b-axis without directional interactions between them. To probe the supramolecular association further, the Hirshfeld surface as well as the full and delineated two-dimensional fingerprint plots were calculated using Crystal Explorer 17 [12] and standard protocols [13].

The analysis reveals the H⋯H contacts, at 59.6%, to be the most prominent with a sizeable contribution from H⋯C/C⋯H, i.e. 22.4%, reflecting to a certain extent, the C—H⋯π contacts mentioned above. The H⋯Cl/Cl⋯H contacts amount to 15.6% but, at separations greater than the sum of their van der Waals radii; the only other contacts making more than a 1% contribution to the calculated Hirshfeld surface are Cl⋯C/C⋯Cl contacts, at 1.4%.

Acknowledgements

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

References

1. Rigaku Oxford Diffraction: CrysAlisPRO. Rigaku Corporation, Oxford, UK (2018).Search in Google Scholar

2. Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Search in Google Scholar

3. Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Search in Google Scholar

4. Farrugia, L. J.: WinGX and ORTEP for Windows: an update. J. Appl. Cryst. 45 (2012) 849–854.10.1107/S0021889812029111Search in Google Scholar

5. Amin, N. A. B. M.; Hussen, R. S. D.; Lee, S. M.; Halcovitch, N. R.; Jotani, M. M.; Tiekink, E. R. T.: trans-Dichloridobis(dimethyl sulfoxide-κO)bis(4-fluorobenzyl-κC1)tin(IV): crystal structure and Hirshfeld surface analysis. Acta Crystallogr. E73 (2017) 667–672.10.1107/S2056989017005072Search in Google Scholar

6. Lo, K. M.; Lee, S. M.; Tiekink, E. R. T.: Crystal structure of dichlorido-bis(4-methylphenyl-κC)-bis(triphenylarsine oxide-κO)tin(IV), C50H44As2Cl2O2Sn. Z. Kristallogr. NCS 235 (2020) 183–185.10.1515/ncrs-2019-0564Search in Google Scholar

7. Tiekink, E. R. T.: The crystal structure of the 1:2 adduct formed between dichlorodiphenyltin(IV) and P,P-dicyclohexyl-N-phenylphosphinylthioformamide. Main Group Met. Chem. 23 (2000) 551–552.10.1515/MGMC.2000.23.4.253Search in Google Scholar

8. Lee, S. M.; Lo, K. M.; Tiekink, E. R. T. Crystal structure of dichloridodimethylbis(tri-4-tolylphosphane oxide-κO)-tin(IV), C44H48Cl2O2P2Sn. Z. Kristallogr. NCS 235NCRS_2020_0378 accepted.10.1515/ncrs-2020-0378Search in Google Scholar

9. Tursina, A. I.; Aslanov, L. A.; Chernyshev, V. V.; Medvedev, S. V.; Yatsenko, A. V.: Cis and trans isomers in the structure of dichlorodiethylbis(triphenylphosphine oxide)tin. Koord. Khim. 11 (1985) 1420–1425.Search in Google Scholar

10. Cunningham, D.; Landers, E. M.; McArdle, P.; Chonchubhair, N. N.: Triphenylphosphine oxide adducts of diphenylantimony(V) and diorganotin(IV) Lewis acids: structures of SnPh2Cl2⋅OPPh3, SnPh2Cl2⋅2OPPh3, SnPh2Br2⋅OPPh3 and SbPh2Cl3⋅OPPh3. J. Organomet. Chem. 612 (2000) 53–60.10.1016/S0022-328X(00)00383-1Search in Google Scholar

11. Müller, M.; Lerner, H.-W.; Bolte, M.: Dichloridobis(di-tert-butylmethylphosphine oxide-κO)diphenyltin(IV). Acta Crystallogr. E64 (2008) m803.10.1107/S1600536808013809Search in Google Scholar PubMed PubMed Central

12. Turner, M. J.; McKinnon, J. J.; Wolff, S. K.; Grimwood, D. J.; Spackman, P. R.; Jayatilaka, D.; Spackman, M. A.: Crystal Explorer v17. The University of Western Australia, Australia (2017).Search in Google Scholar

13. Tan, S. L.; Jotani, M. M.; Tiekink, E. R. T.: Utilizing Hirshfeld surface calculations, non-covalent interaction (NCI) plots and the calculation of interaction energies in the analysis of molecular packing. Acta Crystallogr. E75 (2019) 308–318.10.1107/S2056989019001129Search in Google Scholar PubMed PubMed Central

Received: 2020-07-21
Accepted: 2020-08-13
Published Online: 2020-08-21
Published in Print: 2020-10-27

©2020 See Mun Lee 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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  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-2020-0377
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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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