Home Crystal structure of trans-dichloridobis(4-chlorophenyl-κC1)(1,10-phenanthroline-κ2N,N′)tin(IV) dimethylsulphoxide solvate, C26H22Cl4N2OSSn
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Crystal structure of trans-dichloridobis(4-chlorophenyl-κC1)(1,10-phenanthroline-κ2N,N′)tin(IV) dimethylsulphoxide solvate, C26H22Cl4N2OSSn

  • Kong Mun Lo , See Mun Lee and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: July 24, 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

C26H22Cl4N2OSSn, triclinic, P1̄ (no. 2), a = 8.2966(1) Å, b = 11.4971(2) Å, c = 14.3311(2) Å, α = 90.322(2)°, β = 101.783(1)°, γ = 95.780(1)°, V = 1330.91(3) Å3, Z = 2, Rgt(F) = 0.0258, wRref(F2) = 0.0684, T = 100 K.

CCDC no.: 2015488

The molecular structures are 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:0.08 × 0.07 × 0.03 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:12.3 mm−1
Diffractometer, scan mode:XtaLAB Synergy, ω
θmax, completeness:67.1°, >99%
N(hkl)measured, N(hkl)unique, Rint:31273, 4736, 0.043
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4566
N(param)refined:318
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Sn0.36930(2)0.30312(2)0.66369(2)0.01552(7)
Cl10.58737(7)0.31493(5)0.56764(5)0.02063(14)
Cl20.09880(7)0.26656(5)0.71406(5)0.02011(13)
Cl30.52383(10)0.86349(6)0.81157(5)0.03120(16)
Cl40.82578(10)0.06247(7)1.03909(6)0.03801(18)
N10.2863(3)0.12878(18)0.57746(16)0.0184(4)
N20.2061(3)0.33982(18)0.51583(16)0.0169(4)
C10.3322(3)0.0264(2)0.6092(2)0.0218(6)
H10.3946600.0223320.6722560.026*
C20.2909(4)−0.0759(2)0.5519(2)0.0254(6)
H20.326125−0.1479580.5760920.030*
C30.2003(3)−0.0718(2)0.4617(2)0.0246(6)
H30.171920−0.1409750.4227070.029*
C40.1486(3)0.0354(2)0.4262(2)0.0215(5)
C50.0530(3)0.0485(2)0.3320(2)0.0252(6)
H50.020092−0.0180620.2903980.030*
C60.0090(3)0.1548(3)0.3016(2)0.0250(6)
H6−0.0556690.1613840.2393440.030*
C70.0590(3)0.2574(2)0.3624(2)0.0200(5)
C80.0235(3)0.3704(2)0.3326(2)0.0225(6)
H8−0.0400110.3814670.2707660.027*
C90.0818(3)0.4642(2)0.3940(2)0.0216(5)
H90.0605170.5410320.3747090.026*
C100.1728(3)0.4459(2)0.4855(2)0.0187(5)
H100.2121970.5115670.5273860.022*
C110.1514(3)0.2466(2)0.45509(19)0.0175(5)
C120.1961(3)0.1346(2)0.48790(19)0.0179(5)
C130.4036(3)0.4873(2)0.70437(19)0.0164(5)
C140.4987(3)0.5674(2)0.6606(2)0.0208(5)
H140.5408810.5425770.6078240.025*
C150.5335(3)0.6834(2)0.6927(2)0.0224(6)
H150.5972440.7377020.6614660.027*
C160.4742(3)0.7188(2)0.7704(2)0.0216(6)
C170.3787(3)0.6415(2)0.8166(2)0.0215(5)
H170.3387520.6666540.8700630.026*
C180.3433(3)0.5264(2)0.7824(2)0.0202(5)
H180.2766640.4729310.8125660.024*
C190.5097(3)0.2137(2)0.78222(19)0.0181(5)
C200.6772(4)0.1961(3)0.7825(2)0.0262(6)
H200.7232780.2167790.7286900.031*
C210.7740(4)0.1488(3)0.8614(2)0.0284(6)
H210.8852700.1355970.8615850.034*
C220.7046(4)0.1213(2)0.9395(2)0.0260(6)
C230.5435(4)0.1386(3)0.9405(2)0.0298(6)
H230.4979900.1193280.9947880.036*
C240.4474(4)0.1850(3)0.8602(2)0.0270(6)
H240.3357090.1964950.8604260.032*
S10.87717(10)0.62990(7)0.88798(6)0.03572(18)
O11.0591(3)0.6200(2)0.90976(19)0.0444(6)
C250.7802(5)0.4842(3)0.8759(3)0.0483(9)
H25A0.8089930.4446700.8217500.072*
H25B0.6598330.4852920.8650360.072*
H25C0.8181890.4422540.9343470.072*
C260.8222(5)0.6689(4)0.9972(3)0.0538(10)
H26A0.8657730.6153511.0468950.081*
H26B0.7013390.6635160.9883860.081*
H26C0.8692020.7491401.0164430.081*

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. Di(4-chlorophenyl)tin dichloride (0.41 g, 1.0 mmol) and 1,10-phenanthroline (Sigma-Aldrich; 0.18 g, 1.0 mmol) were heated in 95% ethanol (30 mL) for 1 h with stirring. After filtration, the filtrate was evaporated slowly until white compounds were formed. The compound was recrystallised from its dimethyl sulphoxide solution. The solution was evaporated slowly until colourless crystals were formed.

Yield: 0.25 g (37%). M.pt (Mel-temp II digital melting point apparatus): 549–551 K. IR (Bruker Vertex 70v FTIR Spectrophotometer; cm−1): 1475 (m) ν(C-C), 1008 (s) ν(S=O), 487(m) ν(Sn-N). 1H NMR (Bruker Ascend 400 MHz NMR spectrometer; DMSO-d6; p.p.m. relative to Me4Si): 2.50 (s, 6H, Me), 7.10–7.28 (m, 4H, Ph-H), 7.35–7.80 (m, 10H, Ph-H), 8.10–8.22 (m, 2H, Ph-H). 13C{1H} NMR (as for 1H NMR): 41.0 (Me), 124.9, 126.9, 127.7, 128.4, 129.5, 136.3, 137.8, 138.9, 142.0, 149.8 (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

The simple formation of diorganotin dihalide adducts with chelating bipyridine-type molecules (NN), i.e. molecules conforming to the general formula R2SnX2(NN), mask unresolved structural issues relating to geometric isomerism. Thus, in the C2Cl2N2 octahedral geometries, both cis-Cl2 and trans-Cl2 geometries are observed. These structural issues are nicely exemplified by structures closely related to the title compound, i.e. (4-ClC6H4)2Sn(NN)Cl2 for NN = 4,4′-dimethyl-2,2′-bipyridyl [5]. For the unsolvated form of the molecule, isolated from ethanol solution, the commonly observed form [6], [7], with a cis-disposition of Cl atoms is formed. Spectroscopy showed that recrystallisation from each of methanol and dimethylformamide solutions gave the trans form which could be converted back to the cis form from toluene. Despite this, two distinct toluene solvates had the organotin molecule with a trans-disposition of the Cl atoms [5]. In continuation of on-going structural studies in this area [8], [9], recently the crystallographic characterisation of (4-ClC6H4)2Sn(1,10-phenanthroline)Cl2 was described [10], which had the commonly observed cis-dispositon of Cl atoms; this was isolated from ethanol solution. Subsequently, recrystallisation of this compound from dimethyl sulphoxide (DMSO) afforded the title 1:1 DMSO solvate, (I). Herein, its crystallographic characterisation is described.

The molecular structure of (I) is shown in the figure (50% displacement ellipsoids). The Sn atom is coordinated by two cis-ipso-C atoms, derived from the 4-chlorophenyl substituents, two trans-Cl atoms and two cis-N atoms derived from the chelating 1,10-phenanthroline molecule. The resultant C2Cl2N2 donor set defines a distorted octahedral geometry. The three trans angles Cl1—Sn—Cl2 [162.76(2)°], N1—Sn—C13 [162.17(9)°] and N2—Sn—C19 [162.03(8)°] show deviations from the ideal 180° but, the greatest deviation from the regular geometry is seen in the N1—Sn—N2 chelate angle of 70.56(8)°. The Sn—Cl bond lengths differ by approximately 0.01 Å [Sn—Cl1 = 2.4812(6) Å & Sn—Cl2 = 2.4918(6) Å], the Sn—N bonds differ by about 0.02 Å [Sn—N1 = 2.316(2) Å & Sn—N2 = 2.335(2) Å] but, the Sn—C bonds are experimentally equivalent [Sn—C13 = 2.168(2) Å & Sn—C19 = 2.180(3) Å]. For comparison, the pairs of Sn—Cl [2.4934(4) & 2.4960(4) Å] and Sn—N [2.3611(15) & 2.3659(15) Å] bond lengths in the unsolvated, cis-Cl form [10] are experimentally equivalent with the Sn—N bonds being longer than in (I), an effect ascribed to the influence of the trans-C atoms. Based on DFT calculations, it has been concluded that non-systematic variations in geometric parameters in compounds of this type arise as a result of molecular packing effects in their crystals [6], [7].

An analysis of molecular packing for (I) showed a variety of non-covalent interactions in operation and the pivotal role DMSO plays in the stabilisation of a three-dimensional architecture. Thus, π—π stacking [shortest contact: Cg(N1,C1–C4,C12)⋯Cg(C4–C7,C11,C12)i = 3.7619(15) Å, angle of inclination = 1.06(13)° for symmetry operation (i) − x, − y, 1-z], end-on phenyl-C—Cl⋯π(phenyl) [C16—Cl3⋯Cg(C19–C24)ii = 3.5314(14) Å with angle at Cl3 = 171.95(10)° for (ii) x, 1 + y, z], C—H⋯π [shortest contact: C25—H25b⋯Cg(C13–C18)iii = 2.78 Å with angle at H25b = 133° for (iii) x, y, z] and C—H⋯O [shortest contact: C17—H17⋯O1iv: H17⋯O1iv = 2.51 Å, C17⋯O1iv = 3.193(4) Å with angle at H17 = 129° for (iv) −1 + x, y, z] interactions assemble molecules into a supramolecular layer in the bc-plane. The connections between layers are of the type phenyl-C—H⋯Cl(phenyl) [C23—H23⋯Cl3v: H23⋯Cl3v = 2.82 Å, C23⋯Cl3v = 3.708(3) Å with angle at H23 = 155° for (v) 1 − x, 1 − y, 2 − z] and DMSO-C—H⋯O(DMSO) [C25—H25c⋯O1vi: H25c⋯O1vi = 2.40 Å, C25⋯O1vi = 3.367(5) Å with angle at H25c = 168° for (vi) 2 − x, 1 − y, 2 − z]. In this scheme, the DMSO molecule forms one C—H⋯π and three C—H⋯O contacts.

Additional insight into the molecular packing of (I) was achieved by calculating the Hirshfeld surfaces and two-dimensional fingerprint plots (full and delineated into individual contacts) for the specified asymmetric unit with the aid of Crystal Explorer 17 [11] and as per earlier studies [12]. The major contribution to the surface contacts in the crystal of (I) comes from H⋯H and Cl⋯H/H⋯Cl at 32.8 and 30.9%, respectively. After these are C⋯H/H⋯C contacts at 17.4%. The next most significant contribution to the surface contacts are from O⋯H/H⋯O, i.e 7.0%, reflecting the importance of C—H⋯O interactions in the crystal of (I). The latter are obviously lacking from the previously reported unsolvated form of (I) [10], where H⋯H, Cl⋯H/H⋯Cl and C⋯H/H⋯C contacts amounted to 29.5, 33.0 and 23.0%, respectively. Contacts of the type C⋯C and Cl⋯C/C⋯Cl, each contributing 6.2%, were also important in the literature structure, but less so in (I), i.e. 3.8 and 3.0%, respectively. The next most significant contributions to the surface contacts in (I) are of the type S⋯H/H⋯S [1.7%] and N⋯H/H⋯N [1.3%], the remaining contacts contributing less than 1% to the calculated Hirshfeld surface.

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: 2020-06-19
Accepted: 2020-07-10
Published Online: 2020-07-24
Published in Print: 2020-10-27

©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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  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-2020-0302
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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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