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Crystal structure of 2,2,4,4,6,6-hexakis(4-chlorophenyl)-1,3,5,2,4,6-trithiatristanninane, C36H24Cl6S3Sn3

  • Kong Mun Lo , See Mun Lee and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: July 11, 2020
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 235 Issue 5

Abstract

C36H24Cl6S3Sn3, monoclinic, P21/c (no. 14), a = 10.3180(1) Å, b = 18.1008(1) Å, c = 20.9015(2) Å, β = 94.536(10)°, V = 3891.42(6) Å3, Z = 4, Rgt(F) = 0.0177, wRref(F2) = 0.0448, T = 100(2) K.

CCDC no.: 2011919

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:Colourless prism
Size:0.10 × 0.06 × 0.04 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:20.7 mm−1
Diffractometer, scan mode:XtaLAB Synergy, ω
θmax, completeness:67.1°, >99%
N(hkl)measured, N(hkl)unique, Rint:47327, 6937, 0.032
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 6635
N(param)refined:433
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Sn10.24491(2)0.57778(2)0.50844(2)0.01549(4)
Sn20.39887(2)0.75164(2)0.57769(2)0.01476(4)
Sn30.11603(2)0.76134(2)0.45669(2)0.01582(4)
S10.44349(5)0.64736(3)0.51161(2)0.01871(10)
S20.27003(5)0.84020(3)0.51547(3)0.02078(11)
S30.06039(5)0.65607(3)0.52062(2)0.01856(10)
Cl10.27701(6)0.32391(3)0.73857(3)0.03366(13)
Cl20.25307(6)0.38242(3)0.23951(3)0.03496(13)
Cl30.15921(7)0.59722(3)0.83106(3)0.03782(14)
Cl40.98627(5)0.90130(3)0.61796(3)0.03142(13)
Cl50.32369(6)0.59405(3)0.20036(3)0.03229(13)
Cl6−0.44251(6)0.94468(3)0.41901(3)0.03753(14)
C10.24760(19)0.49902(11)0.58427(10)0.0171(4)
C20.2009(2)0.51276(12)0.64398(11)0.0224(4)
H20.1628800.5593110.6520390.027*
C30.2091(2)0.45924(13)0.69186(11)0.0253(5)
H30.1755450.4684770.7321200.030*
C40.2673(2)0.39214(12)0.67979(11)0.0219(4)
C50.3158(2)0.37760(12)0.62154(11)0.0215(4)
H50.3567810.3317070.6142120.026*
C60.3040(2)0.43088(12)0.57374(11)0.0203(4)
H60.3350620.4205780.5330850.024*
C70.2455(2)0.51760(11)0.42087(10)0.0182(4)
C80.3559(2)0.51690(12)0.38639(11)0.0203(4)
H80.4298000.5452330.4012330.024*
C90.3593(2)0.47529(12)0.33059(11)0.0220(4)
H90.4347860.4749890.3073190.026*
C100.2513(2)0.43444(12)0.30961(11)0.0239(5)
C110.1408(2)0.43345(13)0.34316(12)0.0284(5)
H110.0675190.4045980.3284380.034*
C120.1391(2)0.47541(13)0.39873(11)0.0254(5)
H120.0635930.4751910.4219850.030*
C130.31780(19)0.70915(11)0.66075(10)0.0170(4)
C140.1899(2)0.72169(12)0.67542(10)0.0187(4)
H140.1354530.7533980.6489420.022*
C150.1417(2)0.68813(12)0.72850(11)0.0221(4)
H150.0549100.6969190.7385960.027*
C160.2219(2)0.64185(12)0.76630(11)0.0252(5)
C170.3506(2)0.63001(13)0.75447(11)0.0264(5)
H170.4052220.5994220.7819360.032*
C180.3977(2)0.66406(12)0.70139(11)0.0223(4)
H180.4856250.6565760.6925540.027*
C190.58702(19)0.79940(12)0.59291(10)0.0178(4)
C200.6968(2)0.75462(12)0.60179(11)0.0215(5)
H200.6872980.7024380.6028090.026*
C210.8204(2)0.78597(13)0.60918(11)0.0225(4)
H210.8954160.7555800.6151490.027*
C220.8320(2)0.86194(13)0.60768(10)0.0221(4)
C230.7246(2)0.90740(13)0.59840(12)0.0253(5)
H230.7345350.9595430.5971000.030*
C240.6019(2)0.87565(12)0.59101(11)0.0221(4)
H240.5273000.9063460.5845850.027*
C250.1865(2)0.71137(12)0.37349(10)0.0180(4)
C260.1034(2)0.66423(12)0.33656(11)0.0213(4)
H260.0171990.6568280.3481960.026*
C270.1444(2)0.62807(13)0.28329(11)0.0241(5)
H270.0871210.5964870.2581690.029*
C280.2710(2)0.63913(13)0.26755(10)0.0237(5)
C290.3559(2)0.68476(13)0.30317(11)0.0232(5)
H290.4423170.6913140.2915430.028*
C300.3136(2)0.72109(12)0.35633(11)0.0200(4)
H300.3713760.7526910.3811190.024*
C31−0.06041(19)0.82310(12)0.44495(10)0.0185(4)
C32−0.0630(2)0.89982(12)0.44359(11)0.0215(4)
H320.0164780.9265350.4483210.026*
C33−0.1793(2)0.93794(13)0.43547(12)0.0250(5)
H33−0.1802980.9904010.4341570.030*
C34−0.2947(2)0.89801(13)0.42925(11)0.0249(5)
C35−0.2952(2)0.82229(13)0.43206(13)0.0291(5)
H35−0.3750800.7959050.4287750.035*
C36−0.1778(2)0.78463(13)0.43976(13)0.0276(5)
H36−0.1773930.7321890.4415110.033*

Source of material

Tetra(4-chlorophenyl)tin was synthesized from the reaction of stannic chloride (Fluka) with 4-chlorophenylmagnesium bromide (Fluka) in a 1:4 molar ratio. Subsequently, di(4-chlorophenyl)tin dichloride was synthesized from the comproportionation reaction of tetra(4-chlorophenyl)tin with stannic chloride (Fluka) in a 1:1 molar ratio to obtain a white precipitate. The dithiocarbamate ligand was prepared in situ (methanol) from the reaction of carbon disulfide (Merck, 0.02 mL, 0.25 mmol) with di-n-butylamine (Merck, 0.04 mL, 0.25 mmol) and NaOH (0.02 mL; 50% w/v); carbon disulfide was added dropwise into the methanol solution (10 mL). The resulting mixture solution was kept at 273 K for 0.5 h. Di(4-chlorophenyl)tin dichloride in methanol (10 mL) was added in the solution and the resulting mixture was stirred for 3 h. The filtrate was evaporated until a white precipitate was obtained. The precipitate was washed with n-hexane and recrystallized from dimethyl sulfoxide. The title compound was the side-product from the recrystallization of the precipitate.

Yield: 0.10 g (9%). M.pt (Mel-temp II digital melting point apparatus): 339–401 K. IR (Bruker Vertex 70v FTIR Spectrophotometer; cm−1): 1471 (m) ν(C—C); 782 (m) ν (C—Cl); 604 (w) ν(Sn—C); 450 w ν(Sn—S). 1H NMR (Bruker Ascend 400 MHz NMR spectrometer, chemical shifts relative to Me4Si, CDCl3 solution at 40 °C; ppm): 6.94–7.08 (m, Phenyl-H). 13C{1H} NMR (as for 1H NMR): 121.4, 122.4, 124.3, 124.8, 127.4, 133.0 (Ph–C).

Experimental details

The hydrogen atoms were geometrically placed (C—H = 0.95 Å) and refined as riding with Uiso(H) = 1.2Ueq(C).

Comment

Crystal structure determinations of cyclic, trinuclear molecules of the general formula [R2SnS]3 are comparatively rare. With the exception of the R = CH2CH2C(=O)OEt derivative [5], the only other crystallographically characterised species is that with R = Me but, in four polymorphic forms. Thus, tetragonal P41, Z = 1 [6] and P41212, Z = 0.5 [7] are known as well as two monoclinic forms P21/c, Z = 1 [8] and P21/n, Z = 2 [9]. The common feature of the structures is the presence of a twisted-boat conformation of the six-membered Sn3S3 ring. The title compound, with R = 4-ClC6H4, (I), was isolated as a side-product during a course of studies of organotin dithiocarbamates [10], [11]. Herein the crystal structure of (I) is described along with an analysis of the calculated Hirshfeld surfaces.

The molecular structure of (I) is shown in the figure (70% displacement ellipsoids) and lacks symmetry. The Sn3S3 ring adopts a twisted-boat conformation as is usually observed for molecules of this type [5], [6], [7], [8], [9]. In this description, S2 atom is to a first approximation co-planar with the plane through the three Sn atoms, lying 0.1425(6) Å out of the plane. The S1 and S3 atoms lie to either side of the Sn3 plane by 1.3639(5) Å, in the same direction as the S2 atom, and 1.4709(5) Å, respectively. Within the ring, the angles subtended at the Sn atoms range from 109.644(18)°, for S1—Sn2—S2, to 111.667(18)°, for S1—Sn3—S3. The angles at the S atoms are narrower, ranging from 100.435(18)°, for Sn1—S3—Sn3, to 103.050(18)°, for Sn1—S1—Sn2. The Sn—S bond lengths span a relatively narrow range, i.e. 2.3989(5) Å, for Sn2—S2, to 2.4221(5) Å, for Sn3—S3. The Sn-atom geometries are approximately tetrahedral based on C2S2 donor sets. The widest range of tetrahedral angles of 15.5° is found for the Sn2 atom, i.e. 101.02(6)°, for S1—Sn2—C19, to 116.54(6)°, for S2—Sn2—C13.

In the molecular packing of (I), Sn⋯Cl [Sn3⋯Cl3i = 3.7193(7) Å for symmetry operation (i): x, 3/2 − y, −1/2 + z] secondary bonding interactions [12], [13] are apparent. These lead to supramolecular, zig-zag chains, being propagated by glide plane symmetry. Stacking interactions contribute to stability of the chains [Cg(C13–C18)⋯Cg(C25–C30)ii: 3.5368(13) Å, angle of inclination = 1.37(11)° and off-set = 1.45 Å for (ii): x, 3/2 − y, 1/2 + z]. The chains are linked by phenyl-C—H⋯S contacts [C6—H6⋯S1iii: H6⋯S1iii = 2.82 Å, C6⋯S1iii = 3.565(2) Å with angle at H6 = 136° for (iii) 1 − x, 1 − y, 1 − z] into a supramolecular layer in the bc-plane. Additional links between chains are of the type Cl⋯π(phenyl) [C4—Cl1⋯Cg(C19–C24)iv: Cl1⋯Cg(C19–C24)iv = 3.3654(11) Å with angle at Cl1 = 132.58(8)° for (iv): 1 − x, −1/2 + y, 3/2 − z]. The connections between layers to consolidate the three-dimensional architecture are of the type π⋯π [Cg(C19–C24)⋯Cg(C31–C35)v: 3.7131(13) Å, angle of inclination = 1.32(11)° and off-set = 1.16 Å for (v): 1 + x, y, z] and Cl⋯π [C10—Cl2⋯Cg(C31–C36)vi: Cl2⋯Cg(C31–C36)vi = 3.7394(12) Å with angle at Cl2 = 150.79(8)° for (vi): −x, −1/2 + y, 1/2 − z].

To analyse the molecular packing, the Hirshfeld surface was calculated as were full- and delineated two-dimensional Fingerprint plots with the aid of Crystal Explorer 17 [14] and standard protocols [15]. This analysis shows the Sn⋯Cl secondary bonding interactions only make a very minor contribution to the overall surface contacts, i.e. 0.6%. More significant contacts involving Cl are Cl⋯H/H⋯Cl, Cl⋯C/C⋯Cl, Cl⋯S/S⋯Cl and Cl⋯Cl contacts, making contributions of 28.3, 8.7, 1.6 and 3.8%, respectively. The S atoms also contribute to other surface contacts: S⋯H/H⋯S [6.2%] and S⋯C/C⋯S [0.5%]. More significant contributions are made by C⋯H/H⋯C [15.4%], C⋯C [4.9%] and, especially, H⋯H [30.0%] contacts.

Acknowledgements

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

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Received: 2020-06-15
Accepted: 2020-06-24
Published Online: 2020-07-11
Published in Print: 2020-08-26

©2020 Kong Mun Lo 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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  41. Crystal structure of [(bis(1,10-phenanthroline-κ2N,N′)-(2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ2O:O′))nickel(II) monohydrate, (1,10-phenanthroline-κ2N:N′)-(μ2-(5-(3′,4′-dicarboxylphenoxy)-isophthalate-κ2O:O′))nickel(II)], C40H24N4O9Ni ⋅ H2O
  42. Crystal structure of 4-(3-(pyridin-3-yl)ureido)benzoic acid — adipic acid (2/1), C16H16N3O5
  43. Crystal structure of poly[bis{μ2-5-carboxy-4′-methyl-[1,1′-biphenyl]-3-carboxylato-κ2O:O′}-{μ2-4,4′-bipyridine-κ2N:N′}]cobalt(II), C40H30N2O8Co
  44. Crystal structure of aqua-(2,2′-bipyridine-κ2N,N′)(((3-nitrophenyl)sulfonyl)glycine-κ2N,O)copper(II) dihydrate, C18H20CuN4O9S
  45. Crystal structure of bis{2-bromo-6-(((4-(1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}copper(II), C32H28Br2CuN4O4
  46. Crystal structure of bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κ2O,O′)-(1,10-phenanthroline-κ2N,N′)zinc(II), C40H28Cl4N4O4Zn
  47. Crystal structure of 2-(3,6-dimethyl-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)-2-oxoethyl acetate, C14H17NO4
  48. Crystal structure of poly[dibromido-bis(μ2-1,6-di(1H-imidazol-1-yl)hexane-κ2N:N′)cadmium(II)], C24H36Br2N8Cd
  49. Synthesis and crystal structure of ((6R,7S)-3-ethyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)(phenyl)methanone hemihydrate, 2(C19H18N4OS) ⋅ H2O
  50. Crystal structure of 2-(5-(pyridin-3-yl)-4-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)pyridine, C17H12N6
  51. The crystal structure of N-((1E,2E)-1,3-bis(4-fluorophenyl)but-2-en-1-ylidene)-4-methylbenzenesulfonamide, C23H19F2NO2S
  52. Crystal structure of diacetato-κ1O-diethanol-κ1O-bis(μ2-2-(((2-hydroxyethyl)imino)methyl)-5-methoxyphenolato-κ4O,N,O′:O′′)dinickel(II), C28H42Ni2N2O12
  53. The crystal structure of catena-poly[chlorido-(μ2-1,4-bis(pyridin-3-yl-methoxy)benzene-κ2N:N′)copper(II)], C18H16ClN2O2Cu
  54. N′,N′′′-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(methaneylylidene))bis(2-hydroxybenzohydrazide)nickel(II), C30H24N4NiO6
  55. Crystal structure of (E)-3′,6′-bis(ethylamino)-2′,7′-dimethyl-2-(2-((quinolin-2-ylmethylene)amino)ethyl)spiro[isoindoline-1,9′-xanthen]-3-one, C38H37N5O2
  56. Crystal structure of 4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl-1-ium 5,3′,5′-tricarboxy-[1,10-biphenyl]-2-carboxylate, C25H17N2O8
  57. The crystal structure of 1-carboxy-2-(1H-indol-3-yl)-N,N,N-trimethylethan-1-ammonium chloride, C14H19N2O2Cl
  58. The crystal structure of 5-bromo-2-fluoronicotinic acid monohydrate, C6H5BrFNO3
  59. Crystal structure of ethyl 3-(trifluoromethyl)-1H-pyrazole-4-carboxylate, C7H7F3N2O2
  60. Crystal structure of tetrakis(1H-benzo[d]imidazol-3-ium) bis(μ5-phenylphosphonato)-pentakis(μ2-oxido)-decaoxo-penta-molybdenum dihydrate, C40H42Mo5N8O23P2
  61. Structure of 7-(3,3,4,4,5,5-hexafluoro-2-(2-methylbenzo[b]thiophen-3-yl)cyclopent-1-en-1-yl)-8-methylquinoline, C24H15F6NS
  62. Crystal structure of monocarbonyl[2-((cyclopentylmethylene)amino)-5-methylphenolato-κ2N,O] (tricyclohexylphosphine)rhodium(I), C32H48NO2PRh
  63. The crystal structure of fac-tricarbonyl(1,10-phenanthroline-κ2N,N′)-(pyrazole-κN)rhenium(I)nitrate, C18H12O3N4Re
  64. Crystal structure of poly[diaqua-bis(μ2-4-(3-(pyridin-3-yl)-1H-1,2,4-triazol-5-yl)benzoato-κ2N:O)nickel(II)], C28H22O6N8Ni
  65. Crystal structure of 4,4′-bis(pyridin-1-ium-4-yl)biphenyl poly[bis(μ2-4,4′-bis(pyrid-4-yl)biphenyl-K2N:N′)-tetrakis(μ4-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-K4O,O′:O′′:O′′′)-bis[[μ2-1,1′-biphenyl]-3-carboxyl-5-carboxylato-K2O:O′]tetracobalt(II)]— [1,1′-biphenyl]-3,5-dicarboxylic acid (1/2), C93H68N3O16Co2
  66. The crystal structure of 4a-formyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-1-2-6a,6b,9,9,12a-heptamethylpicen-10-yl acetate, C32H50O3
  67. Crystal structure of 3,3′-(1,2-phenylenebis(methylene))bis(1-methyl-1H-imidazol-3-ium) bis(hexafluoridophosphate), C16H20F12N4P2
  68. Crystal structure of catena-poly[diaqua-(μ2-tartrato-κ4O,O′:O′′,O′′′)zinc(II)], C4H8O8Zn
  69. The crystal structure of (6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-10-(4-acetoxy-3-methylbutyl)-6a,8a,9-trimethyl-3,4,5,6,6a,6b,7,8,8a,8b,9,10,11a,12,12a,12b-hexadecahydro-1H-naphtho[2′,1′:4,5]indeno[2,1-b]furan-4-yl acetate, C31H48O5
  70. Crystal structure of 4,4′-(oxybis(methylene))bis(bromobenzene), C14H12Br2O
  71. Crystal structure of (N,N-dimethylsulphoxide)-[N-(3-ethoxy-2-(oxide)benzylidene)-3-methoxybenzenecarbohydrazonato-κ3N,O,O′]-dioxo-molybdenum(VI), C19H22MoN2O7S
  72. Crystal structure of dichlorido-bis(dimethyl sulphoxide-κO)-bis(4-methylbenzyl-κC1)tin(IV), C20H30Cl2O2S2Sn
  73. Crystal structure of (E)-2-amino-N′-(2-hydroxy-4-(2-(piperidin-1-yl)ethoxy)benzylidene)benzohydrazide monohydrate, C21H26N4O3 ⋅ H2O
  74. Crystal structure of chloridotris(4-chlorophenyl)(dimethyl sulfoxide-κO)tin(IV), C20H18Cl4OSSn
  75. Crystal structure of catena{di-aqua-sodium-[N-(hydroxyethyl), N-isopropyl-dithiocarbamato]}n, [C6H16NNaO2S2]n
  76. Crystal structure of 2,2,4,4,6,6-hexakis(4-chlorophenyl)-1,3,5,2,4,6-trithiatristanninane, C36H24Cl6S3Sn3
  77. Crystal structure of 6-methoxy-3-(5-(3-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-4H-chromen-4-one-methanol (1/1), C20H18N2O6
  78. Crystal structure of hexanedihydrazide, C6H14N4O2
  79. Crystal structure of tert-butyl 2-(hydroxymethyl)-5-{4-[(methoxycarbonyl)amino]phenyl}-2,5-dihydro-1H-pyrrole-1-carboxylate, C18H24N2O5
  80. Crystal structure of [(Z)-O-isopropyl N-(4-nitrophenyl)thiocarbamato-κS]-(triphenylphosphine-κP)-gold(I), C28H26AuN2O3PS
  81. Crystal structure of [O-ethyl N-(4-nitrophenyl)thiocarbamato-κS](tri-4-tolylphosphine-κP)gold(I) tetrahydrofuran solvate, C30H30AuN2O3PS, C4H8O
https://doi.org/10.1515/ncrs-2020-0293
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Articles in the same Issue

  1. Frontmatter
  2. Crystal structure of isopimara-7,15-dien-3-one, C20H30O
  3. Crystal structure of bis(6-aminopyridine-2-carboxylato-κ2O,N)-copper(II), C12H10O6N4Cu
  4. Crystal structure of 5,6-diphenyldibenzo[c, g]chrysene, C38H24
  5. Poly[bis(dimethylformamide-κO)-(μ8-5,5′′-dicarboxy-[1,1′:4′,1′′-terphenyl]-2′,3,3′′,5′-tetracarboxylato-κ8O:O1:O2:O3:O4:O5:O6:O7)dizinc(II)] — dimethylformamide (1/2), C18H19N2O8Zn
  6. The crystal structure of poly[bis(N,N-dimethylformamide-κ1O)(μ4- 2′,5,5′,5′′-tetracarboxy-[1,1′:4′,1′′-terphenyl]-3,3′′-dicarboxylato-κ4O:O′:O′′:O′′′)manganese(II)] — N,N-dimethylformamide (1/2), C36H40N4O16Mn
  7. Crystal structure of N,N-dimethyl-4-((7-nitrobenzo[c][1,2,5]thiadiazol-4-yl)ethynyl)aniline, C16H12N4O2S
  8. The crystal structure of 8a-methoxy 8a-methoxy-1,5,8a,9a-tetrahydro-4H-8,9-dioxa-3a1λ4-aza-8aλ4, C18H14BNO3
  9. Crystal structure of poly[diaqua-(μ2-5-isopropoxyisophthalato-κ2O:O′)-(μ2-(1,3-bis(3,5-di(1H-imidazol-1-yl)pyridine))-κ2N:N′)cobalt(II)] monohydrate, C22H25N5O8Co
  10. The crystal structure of acetoximium 1′-hydroxy-1H,1H′-5,5′-bitetrazole-1-olate monohydrate, C5H11N9O4
  11. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-vinyl-1H-imidazol-3-ium hexafluoridophosphate(V), C9H13F6N2O2P
  12. The crystal structure of catena-poly[(μ2-4-(benzo[d]imidazol-2-yl)benzenecarboxylato-κ2N,O)-(μ2-4-(benzo[d]imidazol-2-yl)benzenecarboxylato-κ3N,O:O′)cadmium(II)]dihydrate, C28H22CdN4O6
  13. Enzyme-mediated synthesis and crystal structure of (2R,4S)-hydroxyketamine, C13H16ClNO2
  14. The crystal structure of bis(isothiocyanato-κ1N)-(methanol-κ1O)-[2-morpholine-4-yl-4,6-di(pyrazol-1-yl)-1,3,5-triazine-κ3N,N′,N′′] manganese(II), C16H18MnN10O2S2
  15. Crystal structure of bis{5-chloro-2-(((4-trifluoromethyl)imino)methyl)phenolato-κ2N,O}copper(II), C28H16Cl2CuF6N2O2
  16. Crystal structure of bis(1,3-phenylenedimethanaminium) bis(triiodide) tetraiodide – water (1/2) , C8H16I5N2O
  17. Crystal structure and anti-inflammatory activity of (3E,5E)-3,5-bis(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)piperidin-4-one, C25H18F3NO3S
  18. The crystal structure of bis{3-(diphenylphosphaneyl)propanoato-κ2O,P}platinum(II) dihydrate, C30H28O6P2Pt
  19. The crystal structure of (E)-2-(4-((4-fluorobenzyl)oxy)styryl)-4,6-dimethoxybenzaldehyde, C24H21FO4
  20. Crystal structure of bis[3-methoxy-N-(1-(pyrazin-2-yl)ethylidene)benzohydrazonato-κ3O,N,N′]nickel(II), C28H26N8O4Ni
  21. Crystal structure of 1-(2-(pyridin-2-yl)-5-(pyridin-3-yl)-1,3,4-oxadiazol-3(2H)-yl)ethan-1-one, C14H12N4O2
  22. Synthesis and crystal structure of 3-N-acetyl-5-(pyridin-3-yl)-2-(quinolin-2-yl)-1,3,4-oxadiazoline, C18H14N4O2
  23. Crystal structure of 2-methyl-1H-perimidine, C12H10N2
  24. Crystal structure of (E)-2-(5,5-dimethyl-3-(4-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)oxy)styryl)cyclohex-2-en-1-ylidene)malononitrile, C25H19N5O4
  25. Structural elucidation of 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methylanthracene-9,10-dione isolated from Bulbine latifolia (L.) Wild, C24H18O8
  26. Crystal structure of 3-cinnamoyl-4-hydroxybenzoic acid, C16H12O4
  27. The crystal structure of poly[bis(μ4-2,3-pyridinedicarboxylato)-(μ2-oxalyl dihydrazide)-dicadmium(II) dihydrate], C16H16O12N6Cd2
  28. Synthesis and crystal structure of 1-{4-[(3-bromo-2-hydroxy-benzylidene)amino]phenyl}ethanone, C15H12BrNO2
  29. Synthesis and crystal structure of 1-{4-[(2-bromo-6-hydroxy-benzylidene)amino]phenyl}ethanone, C15H12BrNO2
  30. Crystal structure of (4-aminobenzoato-κ2O,O′)-[5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′]nickel(II) perchlorate monohydrate, C23H44ClN5NiO7
  31. Crystal structure of 1-{4-[(4-fluoro-2-hydroxy-benzylidene)amino]phenyl}ethanone, C15H12FNO2
  32. Preparation and crystal structure of a non-symmetrical vanadium(II) dimer: tri-μ2-bromido-(hydrogen-tris(3-isopropyl-4-bromopyrazol-1-yl)borato-κ3N,N′,N′′)-tris(tetrahydrofuran-κO)divanadium(II) – tetrahydrofuran (1/1), C34H57BBr6N6O4V2
  33. Crystal structure of bis{2-(((4-(1-(hydroxyl-imino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}cobalt(II), C30H26CoN4O4
  34. Crystal structure of 3-((3-nitrophenyl)sulfonamido)propanoic acid — 4,4′-bipyridine (1/1), C19H18N4O6S
  35. Crystal structure of cyclo[diaqua-bis(μ2-3′,5-dicarboxy-[1,1′-biphenyl]-3,4′-dicarboxylato-κ4O,O′:O′′,O′′′)-bis(4,4′-bis(pyrid-4-yl)biphenyl-K1N)dicadmium(II)], C76H52Cd2N4O18
  36. Crystal structure of 1-(adamantan-1-yl)-3-aminothiourea, C11H19N3S
  37. Crystal structure of catena-poly[triaqua-(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)-(3′,5-dicarboxy-[1,1′-biphenyl]-3,4′-dicarboxylato-κO)nickel(II)], C32H26N2O11Ni
  38. Crystal structure of catena-poly[aqua-(μ4-4,4′-(pyridine-3,5-diyl)dibenzoato-κ4O,O′:O′′:O′′′)zinc(II)], C19H13NO5Zn
  39. Crystal structure of 4-(4′-(pyridin-4-yl)-[1,1′-biphenyl]-4-yl)pyridin-1-ium 2-carboxy-4-(3,5-dicarboxyphenoxy)benzoate hydrate, C38H28N2O10
  40. Crystal structure of 3-[(triisopropylsilanyl)-ethynyl]-6a,12a-dihydro-1H-1,4-diaza-benzo[α]anthracene-2,7,12-trione, C27H28N2O3Si
  41. Crystal structure of [(bis(1,10-phenanthroline-κ2N,N′)-(2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ2O:O′))nickel(II) monohydrate, (1,10-phenanthroline-κ2N:N′)-(μ2-(5-(3′,4′-dicarboxylphenoxy)-isophthalate-κ2O:O′))nickel(II)], C40H24N4O9Ni ⋅ H2O
  42. Crystal structure of 4-(3-(pyridin-3-yl)ureido)benzoic acid — adipic acid (2/1), C16H16N3O5
  43. Crystal structure of poly[bis{μ2-5-carboxy-4′-methyl-[1,1′-biphenyl]-3-carboxylato-κ2O:O′}-{μ2-4,4′-bipyridine-κ2N:N′}]cobalt(II), C40H30N2O8Co
  44. Crystal structure of aqua-(2,2′-bipyridine-κ2N,N′)(((3-nitrophenyl)sulfonyl)glycine-κ2N,O)copper(II) dihydrate, C18H20CuN4O9S
  45. Crystal structure of bis{2-bromo-6-(((4-(1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}copper(II), C32H28Br2CuN4O4
  46. Crystal structure of bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κ2O,O′)-(1,10-phenanthroline-κ2N,N′)zinc(II), C40H28Cl4N4O4Zn
  47. Crystal structure of 2-(3,6-dimethyl-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)-2-oxoethyl acetate, C14H17NO4
  48. Crystal structure of poly[dibromido-bis(μ2-1,6-di(1H-imidazol-1-yl)hexane-κ2N:N′)cadmium(II)], C24H36Br2N8Cd
  49. Synthesis and crystal structure of ((6R,7S)-3-ethyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)(phenyl)methanone hemihydrate, 2(C19H18N4OS) ⋅ H2O
  50. Crystal structure of 2-(5-(pyridin-3-yl)-4-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)pyridine, C17H12N6
  51. The crystal structure of N-((1E,2E)-1,3-bis(4-fluorophenyl)but-2-en-1-ylidene)-4-methylbenzenesulfonamide, C23H19F2NO2S
  52. Crystal structure of diacetato-κ1O-diethanol-κ1O-bis(μ2-2-(((2-hydroxyethyl)imino)methyl)-5-methoxyphenolato-κ4O,N,O′:O′′)dinickel(II), C28H42Ni2N2O12
  53. The crystal structure of catena-poly[chlorido-(μ2-1,4-bis(pyridin-3-yl-methoxy)benzene-κ2N:N′)copper(II)], C18H16ClN2O2Cu
  54. N′,N′′′-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(methaneylylidene))bis(2-hydroxybenzohydrazide)nickel(II), C30H24N4NiO6
  55. Crystal structure of (E)-3′,6′-bis(ethylamino)-2′,7′-dimethyl-2-(2-((quinolin-2-ylmethylene)amino)ethyl)spiro[isoindoline-1,9′-xanthen]-3-one, C38H37N5O2
  56. Crystal structure of 4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl-1-ium 5,3′,5′-tricarboxy-[1,10-biphenyl]-2-carboxylate, C25H17N2O8
  57. The crystal structure of 1-carboxy-2-(1H-indol-3-yl)-N,N,N-trimethylethan-1-ammonium chloride, C14H19N2O2Cl
  58. The crystal structure of 5-bromo-2-fluoronicotinic acid monohydrate, C6H5BrFNO3
  59. Crystal structure of ethyl 3-(trifluoromethyl)-1H-pyrazole-4-carboxylate, C7H7F3N2O2
  60. Crystal structure of tetrakis(1H-benzo[d]imidazol-3-ium) bis(μ5-phenylphosphonato)-pentakis(μ2-oxido)-decaoxo-penta-molybdenum dihydrate, C40H42Mo5N8O23P2
  61. Structure of 7-(3,3,4,4,5,5-hexafluoro-2-(2-methylbenzo[b]thiophen-3-yl)cyclopent-1-en-1-yl)-8-methylquinoline, C24H15F6NS
  62. Crystal structure of monocarbonyl[2-((cyclopentylmethylene)amino)-5-methylphenolato-κ2N,O] (tricyclohexylphosphine)rhodium(I), C32H48NO2PRh
  63. The crystal structure of fac-tricarbonyl(1,10-phenanthroline-κ2N,N′)-(pyrazole-κN)rhenium(I)nitrate, C18H12O3N4Re
  64. Crystal structure of poly[diaqua-bis(μ2-4-(3-(pyridin-3-yl)-1H-1,2,4-triazol-5-yl)benzoato-κ2N:O)nickel(II)], C28H22O6N8Ni
  65. Crystal structure of 4,4′-bis(pyridin-1-ium-4-yl)biphenyl poly[bis(μ2-4,4′-bis(pyrid-4-yl)biphenyl-K2N:N′)-tetrakis(μ4-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-K4O,O′:O′′:O′′′)-bis[[μ2-1,1′-biphenyl]-3-carboxyl-5-carboxylato-K2O:O′]tetracobalt(II)]— [1,1′-biphenyl]-3,5-dicarboxylic acid (1/2), C93H68N3O16Co2
  66. The crystal structure of 4a-formyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-1-2-6a,6b,9,9,12a-heptamethylpicen-10-yl acetate, C32H50O3
  67. Crystal structure of 3,3′-(1,2-phenylenebis(methylene))bis(1-methyl-1H-imidazol-3-ium) bis(hexafluoridophosphate), C16H20F12N4P2
  68. Crystal structure of catena-poly[diaqua-(μ2-tartrato-κ4O,O′:O′′,O′′′)zinc(II)], C4H8O8Zn
  69. The crystal structure of (6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-10-(4-acetoxy-3-methylbutyl)-6a,8a,9-trimethyl-3,4,5,6,6a,6b,7,8,8a,8b,9,10,11a,12,12a,12b-hexadecahydro-1H-naphtho[2′,1′:4,5]indeno[2,1-b]furan-4-yl acetate, C31H48O5
  70. Crystal structure of 4,4′-(oxybis(methylene))bis(bromobenzene), C14H12Br2O
  71. Crystal structure of (N,N-dimethylsulphoxide)-[N-(3-ethoxy-2-(oxide)benzylidene)-3-methoxybenzenecarbohydrazonato-κ3N,O,O′]-dioxo-molybdenum(VI), C19H22MoN2O7S
  72. Crystal structure of dichlorido-bis(dimethyl sulphoxide-κO)-bis(4-methylbenzyl-κC1)tin(IV), C20H30Cl2O2S2Sn
  73. Crystal structure of (E)-2-amino-N′-(2-hydroxy-4-(2-(piperidin-1-yl)ethoxy)benzylidene)benzohydrazide monohydrate, C21H26N4O3 ⋅ H2O
  74. Crystal structure of chloridotris(4-chlorophenyl)(dimethyl sulfoxide-κO)tin(IV), C20H18Cl4OSSn
  75. Crystal structure of catena{di-aqua-sodium-[N-(hydroxyethyl), N-isopropyl-dithiocarbamato]}n, [C6H16NNaO2S2]n
  76. Crystal structure of 2,2,4,4,6,6-hexakis(4-chlorophenyl)-1,3,5,2,4,6-trithiatristanninane, C36H24Cl6S3Sn3
  77. Crystal structure of 6-methoxy-3-(5-(3-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-4H-chromen-4-one-methanol (1/1), C20H18N2O6
  78. Crystal structure of hexanedihydrazide, C6H14N4O2
  79. Crystal structure of tert-butyl 2-(hydroxymethyl)-5-{4-[(methoxycarbonyl)amino]phenyl}-2,5-dihydro-1H-pyrrole-1-carboxylate, C18H24N2O5
  80. Crystal structure of [(Z)-O-isopropyl N-(4-nitrophenyl)thiocarbamato-κS]-(triphenylphosphine-κP)-gold(I), C28H26AuN2O3PS
  81. Crystal structure of [O-ethyl N-(4-nitrophenyl)thiocarbamato-κS](tri-4-tolylphosphine-κP)gold(I) tetrahydrofuran solvate, C30H30AuN2O3PS, C4H8O
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