Home Crystal structure of (acetylacetonato-κ2O:O′)bis-((1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one)-κ2C,N)iridium(III), C33H27IrN2O6
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Crystal structure of (acetylacetonato-κ2O:O′)bis-((1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one)-κ2C,N)iridium(III), C33H27IrN2O6

  • Yun-Lai Ren EMAIL logo , Wen-Hui Wang , Bin-Yu Wang and Zhi-Qiang Wang EMAIL logo
Published/Copyright: December 15, 2015
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 231 Issue 1

Abstract

C33H27lrN2O6, Triclinic, P-1, a = 7.4840(11) Å, b = 11.7312(17) Å, c = 17.438(2) Å, V = 1427.0(3) Å3, Z = 2, Rgt(F) = 0.0280, wRref(F2) = 0.0677, T = 293(2) K.

CCDC no.:: 1267/4362

Source of material

1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one (44.5 mg, 0.2 mmol), acetylacetone (10 mg, 0.1 mmol), and iridium trichloride hydrate (35.3 mg, 0.1 mmol) were dissolved in 20 mL methanol. The mixture was stirred at room temperature for 5 hours. After filtration, the clear solution was left to stand in air for one week to give crystals suitable for X-ray diffraction.

Table 1

Data collection and handling.

Crystal:Brown, block,
size 0.10 × 0.15 × 0.35 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:47.27 cm−1
Diffractometer, scan mode:CCD area detector, φ and ω scans
2θmax:51°
N(hkl)measured, N(hkl)unique:10813, 5227
Criterion for Iobs, N(hkl)gt:Iobs > 2σ(Iobs), 4810
N(param)refined:383
Programs:SHELXS-97 (SHELDRICK, 1990)
Table 2

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

AtomSitexyzUiso
H(2D)2i−0.23670.47030.16560.103
H(3)2i0.4549−0.13480.50310.115
H(1)2i0.1832−0.2530.29940.061
H(2)2i0.1161−0.37930.41080.072
H(3A)2i−0.0429−0.2980.50830.069
H(4)2i−0.1493−0.08770.48780.063
H(6)2i−0.18130.13210.390.055
H(10)2i0.19290.23270.35090.056
H(11)2i0.39250.35260.35250.074
H(12)2i0.3330.54110.2670.086
H(13)2i0.07560.61680.17970.08
H(15)2i−0.03860.21350.07210.055
H(16)2i0.04370.3694−0.01440.066
H(17)2i0.32290.40760.00810.07
H(18)2i0.5110.29320.11970.064
H(20)2i0.55910.11430.25150.049
H(24)2i0.5759−0.17130.2610.069
H(25)2i0.7041−0.38110.28070.098
H(26)2i0.7137−0.50670.40380.102
H(27)2i0.6122−0.4280.50950.088
H(29A)2i−0.377−0.07110.1180.094
H(29B)2i−0.289−0.0640.03570.094
H(29C)2i−0.3750.05590.06390.094
H(31)2i0.0106−0.16870.06570.06
H(33A)2i0.4514−0.20920.06870.093
H(33B)2i0.3068−0.28250.06490.093
H(33C)2i0.4311−0.310.14270.093
Table 3

Atomic displacement parameters (Å2).

AtomSitexyzU11U22U33U12U13U23
Ir(1)2i0.11713(2)0.02813(2)0.23166(1)0.0353(1)0.0352(1)0.0321(1)−0.01200(7)0.00217(7)−0.01038(7)
N(1)2i0.0575(5)−0.0953(3)0.3256(2)0.039(2)0.035(2)0.043(2)−0.015(2)0.003(2)−0.012(2)
N(2)2i0.1799(5)0.1635(3)0.1471(2)0.042(2)0.041(2)0.030(2)−0.013(2)0.004(2)−0.011(2)
O(1)2i−0.2529(5)0.3168(4)0.2136(3)0.052(2)0.058(2)0.090(3)−0.007(2)−0.023(2)−0.014(2)
O(2)2i−0.1712(6)0.5171(4)0.1593(3)0.079(3)0.051(2)0.062(3)−0.002(2)−0.017(2)−0.001(2)
O(3)2i0.4741(7)−0.2093(4)0.5138(2)0.105(3)0.063(3)0.045(2)−0.010(3)0.008(2)0.002(2)
O(4)2i0.3908(6)0.0063(4)0.4183(2)0.084(3)0.054(2)0.039(2)−0.001(2)−0.009(2)−0.017(2)
O(5)2i−0.1211(4)0.0275(3)0.1653(2)0.041(2)0.054(2)0.050(2)−0.017(2)0.001(2)−0.021(2)
O(6)2i0.2809(4)−0.1033(3)0.1750(2)0.045(2)0.049(2)0.047(2)−0.012(2)0.004(2)−0.022(2)
C(1)2i0.1156(7)−0.2190(5)0.3375(3)0.053(3)0.045(3)0.058(3)−0.020(2)0.005(2)−0.012(2)
C(2)2i0.0767(8)−0.2950(5)0.4044(4)0.064(3)0.047(3)0.066(4)−0.023(3)−0.002(3)0.001(3)
C(3)2i−0.0199(8)−0.2471(5)0.4620(3)0.062(3)0.061(4)0.048(3)−0.029(3)0.006(3)0.003(3)
C(4)2i−0.0820(7)−0.1220(5)0.4498(3)0.055(3)0.064(4)0.040(3)−0.024(3)0.009(2)−0.009(2)
C(5)2i−0.0445(7)−0.0465(5)0.3805(3)0.041(3)0.056(3)0.037(3)−0.020(2)0.004(2)−0.014(2)
C(6)2i−0.1050(7)0.0870(5)0.3589(3)0.043(3)0.053(3)0.047(3)−0.015(2)0.010(2)−0.020(2)
C(7)2i−0.0433(6)0.1398(4)0.2917(3)0.034(2)0.041(3)0.042(3)−0.010(2)0.001(2)−0.016(2)
C(8)2i−0.1062(6)0.2736(4)0.2557(3)0.041(3)0.043(3)0.043(3)−0.005(2)0.001(2)−0.015(2)
C(9)2i0.0142(6)0.3515(4)0.2621(3)0.046(3)0.038(2)0.038(2)−0.007(2)0.004(2)−0.015(2)
C(10)2i0.1693(7)0.3092(5)0.3158(3)0.062(3)0.037(3)0.042(3)−0.014(2)−0.003(2)−0.012(2)
C(11)2i0.2885(8)0.3812(5)0.3171(4)0.065(4)0.056(3)0.063(4)−0.014(3)−0.011(3)−0.019(3)
C(12)2i0.252(1)0.4938(6)0.2662(4)0.083(5)0.048(3)0.091(5)−0.029(3)0.004(4)−0.019(3)
C(13)2i0.0983(9)0.5394(5)0.2137(4)0.084(5)0.043(3)0.070(4)−0.021(3)0.001(3)−0.002(3)
C(14)2i−0.0219(8)0.4693(5)0.2119(3)0.063(3)0.038(3)0.046(3)−0.005(2)0.001(2)−0.008(2)
C(15)2i0.0722(7)0.2301(5)0.0821(3)0.052(3)0.047(3)0.037(3)−0.012(2)−0.004(2)−0.009(2)
C(16)2i0.1218(8)0.3229(5)0.0298(3)0.073(4)0.051(3)0.037(3)−0.015(3)−0.003(2)−0.004(2)
C(17)2i0.2870(8)0.3461(5)0.0434(3)0.072(4)0.052(3)0.048(3)−0.025(3)0.013(3)0.001(3)
C(18)2i0.3990(8)0.2779(5)0.1097(3)0.053(3)0.054(3)0.051(3)−0.023(3)0.006(2)−0.002(2)
C(19)2i0.3439(6)0.1853(4)0.1622(3)0.042(2)0.041(3)0.037(2)−0.015(2)0.006(2)−0.011(2)
C(20)2i0.4428(6)0.1103(4)0.2359(3)0.036(2)0.046(3)0.043(3)−0.016(2)−0.000(2)−0.009(2)
C(21)2i0.3549(6)0.0343(4)0.2805(3)0.034(2)0.035(2)0.040(2)−0.006(2)−0.002(2)−0.012(2)
C(22)2i0.4234(6)−0.0400(4)0.3619(3)0.037(2)0.046(3)0.039(3)−0.010(2)−0.001(2)−0.010(2)
C(23)2i0.5163(6)−0.1727(4)0.3737(3)0.037(2)0.039(3)0.048(3)−0.006(2)−0.007(2)−0.006(2)
C(24)2i0.5823(7)−0.2223(5)0.3113(3)0.051(3)0.059(3)0.055(3)0.001(3)−0.007(2)−0.020(3)
C(25)2i0.659(1)−0.3482(7)0.3229(5)0.075(4)0.074(5)0.090(5)0.009(3)−0.010(4)−0.042(4)
C(26)2i0.666(1)−0.4226(6)0.3964(5)0.089(5)0.041(3)0.112(6)0.000(3)−0.029(4)−0.014(4)
C(27)2i0.6046(9)−0.3758(6)0.4596(4)0.079(4)0.050(4)0.079(5)−0.016(3)−0.015(4)0.002(3)
C(28)2i0.5310(8)−0.2510(5)0.4492(4)0.051(3)0.050(3)0.060(3)−0.012(2)−0.008(3)−0.003(3)
C(29)2i−0.3074(8)−0.0290(6)0.0807(4)0.054(3)0.079(4)0.066(4)−0.030(3)−0.004(3)−0.026(3)
C(30)2i−0.1199(7)−0.0417(5)0.1195(3)0.049(3)0.045(3)0.039(3)−0.022(2)0.001(2)−0.008(2)
C(31)2i0.0342(7)−0.1251(5)0.1007(3)0.057(3)0.052(3)0.050(3)−0.022(3)0.000(2)−0.024(2)
C(32)2i0.2189(7)−0.1523(4)0.1272(3)0.056(3)0.038(3)0.040(3)−0.016(2)0.008(2)−0.014(2)
C(33)2i0.3654(8)−0.2471(5)0.0982(4)0.067(4)0.057(3)0.069(4)−0.015(3)0.014(3)−0.031(3)

Experimental details

The hydrogen atoms were assigned with common isotropic displacement factors Uiso(H) = 1.2 times Ueq(C, aromatic ring), and Uiso(H) = 1.5 times Ueq(C, methyl). The final refinement were made by using geometrical restraints, with C–H = 0.93 Å (aromatic ring), and C–H = 0.96 Å (methyl).

Discussion

In the last decade, organometallic complexes based on Ir(III) have attracted a great deal of attention for their application in organic light-emitting diodes (OLEDs) [1–3]. It is well known that the ligands can affect the quantum yield of iridium(III) complex. So it is important to select applicable ligands to synthesize excellent Ir(III) organometallic complexes as OLEDs materials. In this paper, we report a new Ir(III) organometallic complex based on 1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one and acetylacetone. The asymmetric unit of the title structure consists of one Ir(III), one acetylacetonate anion, and two 1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one anions (Figure). The Ir atom is coordinated by two nitrogen and two carbon donor atoms from two 1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one ligands, and two oxygen atoms from one acetylacetonato ligand, to complete a distorted octahedral coordination environment. The Ir—C bond lengths are 2.005(4) Å, the Ir—N bond lengths are 2.048(4) and 2.050(4) Å, and the Ir—O bond lengths are 2.126(3) and 2.136(3) Å, respectively. The bond angles around the Ir(III) are in the ranges of 78.75(17)°–174.91(16)°. For each 1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one ligand, the dihedral angle of the benzene ring and the pyridine ring are 85.36(8)° and 88.82(5)°, respectively.

Corresponding author: Yun-Lai Ren, School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. China, e-mail: ; and Zhi-Qiang Wang, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, P. R. China, e-mail:

Acknowledgements:

This work was supported by the Science and Technology Development Plan of Luoyang City (No. 1301059A) and the Science and Technology Research Projects of Education Department of Henan Province (No. 13A150804).

References

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Received: 2015-2-26
Accepted: 2015-11-3
Published Online: 2015-12-15
Published in Print: 2016-3-1

©2015 Yun-Lai Ren et al., published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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  50. Crystal structure of (E)-2-(benzo[d]thiazol-2-yl)-3-(pyridin-3-yl)acrylonitrile)
  51. Crystal structure of catena-poly[2,2′-bipyridinyl-6,6′-dicarboxylato-κ4N,N′,O,O′)-(μ2-2,2′-bipyridinyl-6′-carboxyl-6-carboxylato-κ5N,N′,O,O′:O′′)samarium(III)] monohydrate, C24H13N4O8Sm · H2O
  52. Crystal structure of catena-poly[bis(μ2-4-(3-(pyridin-3-yl)-1H-1,2,4-triazol-5-yl)benzoato)-κ2N:O)copper(II)] dihydrate, C28H22N8O6Cu
  53. Crystal structure of catena-poly[tetraaqua-(μ2-4,4′-bipyridine-k2N:N′)-zinc(II)] fumarate tetrahydrate, C14H26N2O12Zn
  54. Crystal structure of triaqua-(1,10-phenanthroline)-(dihydrogen-3,3′,3′′-(2,4,6-trioxo-1,3,5-triazinane-1,3,5-triyl)tripropanoato) cobalt(II)dihydrogen-3,3′,3′′-(2,4,6-trioxo-1,3,5-triazinane-1,3,5-triyl)tripropanoate, C72H82Co2N16O42
  55. Crystal structure of poly[dibromido-(μ2–4,4′-bis-(pyrid-4-yl)biphenyl-κ2N:N′)lead(II)], C22H16N2PbBr2
  56. Crystal structure of catena-poly[diaqua-bis(μ2-5-carboxy-2-(pyridin-4-yl)benzoato-κ2O:N)-cobalt(II)]dihydrate, C26H24N2O12Co
  57. Crystal structure of 5-(4-pyridyl)pyrimidine–4,4′-bipyridine–1,3,5-benzenetriol–water (1:1:1:1), C25H23N5O4
  58. Crystal structure of 5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one monohydrate, C16H11NO3 · 0.5H2O
  59. Crystal structure of 2-amino-N-(4-methoxyphenyl)benzamide, C14H14N2O2
  60. Crystal structure of (2,5-dihydroxyphenyl)-(4-hydroxy-3,5-dimethoxyphenyl)methanone, C15H14O6
  61. Crystal structure of dichlorido[bis(2-hydroxyethyl)5′-([2,2′:6′,2′′-terpyridin]-4′-yl)-[1,1′:3′,1′′-terphenyl]-4,4′′-dicarboxylato]zinc(II), C39H31Cl2N3O6Zn
  62. Crystal structure of bis[4-(3-carboxy-6-fluoro-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium] benzene-1,4-dicarboxylate (C20H18F2N3O3)2(C8H4O4), C48H40F4N6O10
  63. Crystal structure of (2,5-dihydroxyphenyl)-(4-methoxyphenyl)methanone, C14H12O4
  64. Crystal structure of photochromic 1-(2-methyl-5-phenyl-3-thienyl-2-[2-methyl-5-(4-ethoxylphenyl)-3-thienyl] 3,3,4,4,5,5-hexafluoro-cyclopent-1-ene, C29H22F6OS2
  65. Crystal structure of poly[diaquabis(μ2-biphenyl-2,4′-dicarboxylato-κ2O:O′)tris(μ2-1,1′-biphenyl-4,4′-diylbis(1H-imidazole)-κ2N:N′)dicobalt(II)] monohydrat, C82H64N12O11Co2
  66. Crystal structure of 2-amino-4-(3,4-difluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12N2O2F2
  67. Crystal structure of poly[(di-μ2-aqua-κ2O:O)bis(μ5-oxalato-1:2κ2O1; 1κ1O2; 3:4:5κ3O3; 3κ1O4)(μ4-oxalato-1:2κ2O1; 2:3κ2O2; 3:4κ2O3; 4:1κ2O4)dizinc(II)disodium(I)]
  68. Crystal structure of tetraethylammonium hexachloridotantalate(V), C8H20Cl6NTa
  69. Crystal structure of (E)-2,4-dibromo-6-(((2-nitrophenyl)imino)methyl)phenol, C13H8Br2N2O3
  70. The crystal structure of 6-chloro-2,4-diphenylquinoline
  71. Crystal structure of (E)-2-(((1,10-phenanthrolin-5-yl)imino)methyl)-5-methylphenol monohydrate, C20H15N3O·H2O
  72. Crystal structure of tris(3-(2-pyridyl)pyrazole)zinc(II)tetrachlorido zincate(II), C24H21Cl4N9Zn2
  73. Crystal structure of 4-chloro-N,N-diethyl-6-(piperidin-1-yl)-1,3,5-triazin-2-amine, C12H20ClN5
  74. The crystal structure of 4-allyl-5-benzyl-2,4-dihydro-3H-1,2,4-triazol-3-one, C12H13N3O
  75. Crystal structure of diethyl 2-(((2-(pyridin-3-ylthio)phenyl)amino)methylene)malonate, C19H20N2O4S
  76. Crystal structure of fac-tricarbonyl(2-(isopropylimino)methyl-5-methylphenolatido-κ2N,O)(pyridine-κN)rhenium(I), C19H19N2O4Re
  77. Crystal structure of 1,3,6,8-tetrakis(p-tolylthio)pyrene, C44H34S4
  78. Crystal structure of catena-poly-(diaqua-(μ2-1,2-bis(4-pyridyl)ethene-κ2N:N′)-(4-methylphthalato-κ2O,O′)-cobalt(II)trihydrate, C21H26CoN2O9
  79. Crystal structure of tetraethylammonium fac-tricarbonyl(hexafluoroacetylacetonato-κ2O,O′)-(nitrato-κO)rhenium(I), C16H21O8N2F6Re
  80. Crystal structure of 3-(thiophen-2-yl)-5-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carboxamide
  81. Crystal structure of bis(1-ethyl-3-methylimidazolium) tetrabromidocadmate(II), [C6H11N2]2[CdBr4]
  82. Crystal structure of N′-(adamantan-2-ylidene)-isonicotinohydrazide, C16H19N3O
  83. Crystal structure of trans-tetraaquabis(4-(pyridin-4-ylsulfonyl)pyridine-κN)cobalt(II) diperchlorate dihydrate, C20H28Cl2CoN4O18S2
  84. Crystal structure of (Z)-4-(furan-2-yl(p-tolylamino)methylene)-3-methyl-1-p-tolyl-1H-pyrazol-5(4H)-one, C23H21N3O2
  85. Crystal structure of 2-[(4-fluorobenzyl)sulfanyl]-4-(2-methylpropyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile, C16H16FN3OS
  86. Crystal structure of poly[octaaqua-tris(benzene-1,2,4,5-tetracarboxylato)tetralanthanum(III)] hexahydrate, C30H34La4O38
  87. Crystal structure of trans-tetraaqua-bis(4,4′-sulfonyldipyridine-κN)zinc(II) diperchlorate dihydrate, C20H28Cl2ZnN4O18S2
  88. Crystal structure of 4-nitro-thiophene-2-carboxylic acid, a structure with a Z′ = 4, C5H3NO4S
  89. Crystal structure of dirubidium trimercury(II) tetraselenide, Rb2Hg3Se4
  90. Crystal structure of 5-(adamantan-1-yl)-3-[(4-chloroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C19H22ClN3OS
  91. Crystal structure of hexaaquamagnesium(II) 5,5′-bitetrazole-1,1′-diolate, C2H12N8O8Mg
  92. The crystal structure of catena-poly[(μ2-1,1′-benzene-1,4-diylbis(1H-benzimidazole-κ2N:N′)silver(I)] nitrate, C20H14N5AgO3
  93. The crystal structure of 1-(2-(4-chlorophenoxy)-4-chlorophenyl)ethanone, C14H10Cl2O2
  94. The crystal structure of 3,5-dinitro-1,3,5-oxadiazinane, C3H6N4O5
  95. Crystal structure of methyl 5-methoxy 1H-indole-2-carboxylate, C11H11NO3
  96. Crystal structure of (Z)-1-(((3-acetyl-2-hydroxyphenyl)amino)methylene)naphthalen-2(1H)-one, C19H15NO3
  97. Crystal structure of (Z)-5-(4-chlorobenzylidene)-2-thioxothiazolidin-4-one —dimethylsulfoxide (1:1), C12H12ClNO2S3
  98. Crystal structure of 5,5′-((4-(trifluoromethyl)phenyl)methylene)bis(1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione) – diethylamine – dichloromethane (1/1/1) C25H32Cl2F3N5O6
  99. Crystal structure of 2-(dimethylsulfanylidene)-N-(4-methoxyphenyl)-3-oxo-3-phenylpropanamide
  100. Crystal structure of (1,10-phenanthroline-κ2N,N′)bis(thiocyanato-κN)platinum(II), C14H8N4PtS2
  101. Crystal structure of di(μ2-chlorido)bis[2-(2-pyridyl)phenyl-κ2N,C1]dipalladium(II), C22H16Cl2N2Pd2
  102. Crystal structure of trans-dibromidodi(pyridine-κN)palladium(II), PdBr2(C5H5N)2
https://doi.org/10.1515/ncrs-2015-0030
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Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of rac-4,4,4-trifluoro-3-hydroxy-3-methylbutanoic acid, C5H7O2F3
  3. Crystal structure of 5-methyl-2-phenyl-1,3-dioxane-5-carboxylic acid, C12H14O4
  4. Crystal structure of ethyl 2-(2-(2-(4-chlorophenyl)-3-methylbutanamido)thiazol-4-yl)acetate, C18H21ClN2O3S
  5. The crystal structure of (4E,11E,31E,38E)-1,4,12,15,18,26,31,39-Octaaza-7,21,24-trihydroxy-penta-cyclo[13·13·13·16,10·120,24·133,37]tetratetraconta-4,6(44),7,9,11,18,20(43),21,23,25,31,33(42),34,36,38-pentadecaene, C36H42N8O3
  6. Crystal structure of poly[diaqua-μ5-4-(3,5-dicarboxylato-κ3O1:O2:O3-phenoxy)phthalato-κ3O5,O7:O8)(μ2-4-(1H-pyrazol-5-yl)pyridine-κ2N:N′)dicobalt(II)] C24H16N3O11Co2
  7. Crystal structure of catena-poly[(μ2-acetamido-benzoato-κ2O:O′)triphenyltin(IV)], C27H23NO3Sn
  8. Crystal structure of chlorido(2,2′-((1E,1′E)-(((1R,2R)-cyclohexane-1,2-diyl)bis(azanylylidene))bis(methylylidene))diphenolato-κ4N,N′,O,O′)iron(III), C20H20ClFeN2O2
  9. Crystal structure of (E)-3-(4-tert-butyl)phenyl)-1-(3-chlorophenyl)prop-2-en-1-one, C18H17CIO
  10. Crystal structure of trans-1,2-bis(pyridinium-4-yl)ethylene–2-carboxy-4-methylbenzoate (1/2), C30H26N2O8
  11. Crystal structure of poly[aqua-ethylenediamine-tetraacetatolead(II)zinc(II)]
  12. Crystal structure of (E)-2-((2-(2,4-dinitrophenyl)hydrazono)methyl)-4-nitrophenol — triethylamine (2/1), C32H33N11O14
  13. Crystal structure of catena-poly[diaqua-bis-(μ2-5-carboxy-2-(pyridin-4-yl)benzoato-κ2O:N)cadmium(II)] dihydrate, C26H24N2O12Cd
  14. Crystal structure of 2-(ethoxycarbonyl)-2-(2-nitro-1-phenylethyl)-3-oxopyrrolidinium chloride, C15H19N2O5Cl
  15. Crystal structure of 4-((pyridin-4-ylmethyl)sulfinyl)pyridine, C11H10N2OS
  16. Crystal structure of 2,5-diethoxy-1,4-bis[2-(quinoline)ethenyl]benzene, C32H28N2O2
  17. Crystal structure of diaqua(μ2-1,1′-biphenyl-4,4′-diylbis(1H-imidazole)-κ2N:N′)tetrakis(3-carboxy-5-ethylpyridine-2-carboxylato-κ2N,O)dizinc(II), C54H50N8O18Zn2
  18. Crystal structure of a poly[bis(3,4,5,6-tetrachlorophthalato)neodym(III)potassium(I)] — 4,4′-bipyridine — water (1/1/5.5)
  19. The second polymorph of triethylammonium 2,4,6-trisulfanylidene-1,3,5-triazinan-1-ide, C9H18N4S3
  20. Crystal structure of 2,2′-diamino-[1,1′-biphenyl]-4,4′-dicarboxylic acid dihydrate, C14H16N2O6
  21. Crystal structure of the catena-poly[bis(1H-imidazole-κN)-(μ2-furan-2,5-dicarboxylato-κ2O1:O4)manganese(II)]monohydrate, C12H12MnN4O6
  22. Crystal structure of (acetylacetonato-κ2O:O′)bis-((1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one)-κ2C,N)iridium(III), C33H27IrN2O6
  23. Crystal structure of 1-benzyl-3-(4-methylpyridin-2-yl)-1H-imidazol-3-ium hexafluorophosphate, C16H16F6N3P
  24. Crystal structure of tetraethylammonium 3,5-dinitrosalicylate, C15H23N3O7
  25. Crystal structure of 4-[5-(4-fluorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydropyrazol-1-yl] benzenesulfonamide, C21H18FN3O3S
  26. Crystal structure of 2,4-dichlorobenzene anhydride, C14H6Cl4O3
  27. Crystal structure of bis(2-hydroxy-2-phenylacetato-κ2O,O′)bis(pyridine-κN)nickel(II), C26H24N2NiO6
  28. Crystal structure of (E)-4-nitro-2-(((3-(tetrahydro-8λ4-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxaborol-8-yl)phenyl)imino)methyl)phenol – water (1/2), C17H18BN3O5·2H2O
  29. Crystal structure of 5-(4-carboxyphenoxy)-nicotinic acid, C13H9NO5
  30. Crystal structure of catena-poly[hexaaquabis(μ2-3-nitrophthalate-κ2O:O′)-(μ2-1,4-bis(4-pyridylmethyl)piperazine-κ2N:N′)dimanganese(II)] dihydrate, C32H42Mn2N6O20
  31. Crystal structure of diaquabis(bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate-κ4O, O′:/O′′,O′′′)bis-(2,2′-bipyridine-κ2N, N′)dicadmium(II) hydrate
  32. Crystal structure of (R)-1-(1-(6-fluorobenzo[d]thiazol-2-yl)ethyl)-3-phenylthiourea
  33. Crystal structure of poly[(μ2-1,4-bis((1H-imidiazol-1-yl)methyl)benzene-κ2N:N′)-(μ2-4,4′-(1,2-phenylenebis(oxy)dibenzoato-κ4O,O′:O′′,O′′′)nickel(II)], C34H26O6N4Ni
  34. Crystal structure of 3′,4′,5-trihydroxy-3,7-dimethoxyflavone, C17H14O7
  35. Crystal structure of n-butyl-chlorido-bis[N-sec-butyl,N-n-propyl-carbamodithioato κ2S,S′]-tin(IV), C20H41ClN2S4Sn
  36. Crystal structure of poly[bis(μ4-4,4′-(1,2-phenylenebis(oxy))dibenzoato-κ4O:O′:O′′:O′′′)bis(μ3-4,4′-(1,2-phenylenebis(oxy))dibenzoato–κ3O:O′:O′′)(μ2-1-(4-((1H-imidazol-1-yl)methyl)benzyl)-1H-imidazole-κ2N:N′)tetracobalt(II)], C94H62O24N4Co4
  37. Crystal structure of catenapoly[diaqua-(μ24,4′-bipyridine)-κ2N:N′)-bis(2,6-difluorobenzoate)-κO)nickel(II)] ethanol monosolvate, C28H30F4N2O8Ni
  38. Crystal structure of 2-(9H-fluoren-9-ylidene)hydrazine-1-carbothioamide, C14H11N3S
  39. Crystal structure of 2-(4-methoxyphenyl)-2,3-dihydro-1H-perimidine, C18H16N2O
  40. Crystal structure of catena-poly[diaquabis(μ2-3-carboxybenzene-1,2-dicarboxylato-1:2κ2O:O′)-(μ2-1,4-bis(2-ethylbenzimidazol-1-ylmethyl)-benzene-1:1′κ2N:N′)dizinc(II)], [Zn2(C26H26N4)(C9H4O6)2(H2O)2]
  41. Crystal structure of diaquabis(phenoxyacetato-κ2O,O′)-zinc(II), C16H18O8Zn
  42. Crystal structure of 4-(1H-imidazol-1-yl)-6-pyrimidinylferrocene, C17H14FeN4
  43. Crystal structure of [2-(4-methoxyphenyl)pyrazine-κ2C,N) chlorido[N,N′-bis-(2,6-diisopropyl-phenyl)imidazol-2-ylidene-κC)] palladium(II), C38H45ClN4OPd
  44. Crystal structure of 2-(4-acetyl-2,6-dimethyl-phenyl)-5,6-dichloro-isoindole-1,3-dione, C18H13Cl2NO3
  45. Crystal structure of 4,4′-bipyridin-1-ium 3,3′,5′-tricarboxy-[1,1′-biphenyl]-2-carboxylate, (C26H18N2O8)
  46. Crystal structure of catena-poly[diaqua-μ2-4,4′-biphenyl-4,4′-diyldipyridine-κ2N:N′-bis(5-carboxy-2,6-dimethylpyridine-3-carboxylato-κO)nickel(II)] dihydrate, C40H40N4O12Ni
  47. Crystal structure of poly-[μ2-4,4′-bipyridine-κ2N:N′−μ3-thiophene-2,3-di-carboxylato-κ4O,O′, O′′:O′′′ -cadmium(II)]
  48. Crystal structure of hexaaquamanganese(II) bis(3-carboxythiophene-2-carboxylate) C12H18MnO14S2
  49. Crystal structure of 4-(3-(pyridin-3-yl)-1H-1,2,4-triazol-5-yl)benzoic acid, C14H10N4O2
  50. Crystal structure of (E)-2-(benzo[d]thiazol-2-yl)-3-(pyridin-3-yl)acrylonitrile)
  51. Crystal structure of catena-poly[2,2′-bipyridinyl-6,6′-dicarboxylato-κ4N,N′,O,O′)-(μ2-2,2′-bipyridinyl-6′-carboxyl-6-carboxylato-κ5N,N′,O,O′:O′′)samarium(III)] monohydrate, C24H13N4O8Sm · H2O
  52. Crystal structure of catena-poly[bis(μ2-4-(3-(pyridin-3-yl)-1H-1,2,4-triazol-5-yl)benzoato)-κ2N:O)copper(II)] dihydrate, C28H22N8O6Cu
  53. Crystal structure of catena-poly[tetraaqua-(μ2-4,4′-bipyridine-k2N:N′)-zinc(II)] fumarate tetrahydrate, C14H26N2O12Zn
  54. Crystal structure of triaqua-(1,10-phenanthroline)-(dihydrogen-3,3′,3′′-(2,4,6-trioxo-1,3,5-triazinane-1,3,5-triyl)tripropanoato) cobalt(II)dihydrogen-3,3′,3′′-(2,4,6-trioxo-1,3,5-triazinane-1,3,5-triyl)tripropanoate, C72H82Co2N16O42
  55. Crystal structure of poly[dibromido-(μ2–4,4′-bis-(pyrid-4-yl)biphenyl-κ2N:N′)lead(II)], C22H16N2PbBr2
  56. Crystal structure of catena-poly[diaqua-bis(μ2-5-carboxy-2-(pyridin-4-yl)benzoato-κ2O:N)-cobalt(II)]dihydrate, C26H24N2O12Co
  57. Crystal structure of 5-(4-pyridyl)pyrimidine–4,4′-bipyridine–1,3,5-benzenetriol–water (1:1:1:1), C25H23N5O4
  58. Crystal structure of 5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one monohydrate, C16H11NO3 · 0.5H2O
  59. Crystal structure of 2-amino-N-(4-methoxyphenyl)benzamide, C14H14N2O2
  60. Crystal structure of (2,5-dihydroxyphenyl)-(4-hydroxy-3,5-dimethoxyphenyl)methanone, C15H14O6
  61. Crystal structure of dichlorido[bis(2-hydroxyethyl)5′-([2,2′:6′,2′′-terpyridin]-4′-yl)-[1,1′:3′,1′′-terphenyl]-4,4′′-dicarboxylato]zinc(II), C39H31Cl2N3O6Zn
  62. Crystal structure of bis[4-(3-carboxy-6-fluoro-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium] benzene-1,4-dicarboxylate (C20H18F2N3O3)2(C8H4O4), C48H40F4N6O10
  63. Crystal structure of (2,5-dihydroxyphenyl)-(4-methoxyphenyl)methanone, C14H12O4
  64. Crystal structure of photochromic 1-(2-methyl-5-phenyl-3-thienyl-2-[2-methyl-5-(4-ethoxylphenyl)-3-thienyl] 3,3,4,4,5,5-hexafluoro-cyclopent-1-ene, C29H22F6OS2
  65. Crystal structure of poly[diaquabis(μ2-biphenyl-2,4′-dicarboxylato-κ2O:O′)tris(μ2-1,1′-biphenyl-4,4′-diylbis(1H-imidazole)-κ2N:N′)dicobalt(II)] monohydrat, C82H64N12O11Co2
  66. Crystal structure of 2-amino-4-(3,4-difluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12N2O2F2
  67. Crystal structure of poly[(di-μ2-aqua-κ2O:O)bis(μ5-oxalato-1:2κ2O1; 1κ1O2; 3:4:5κ3O3; 3κ1O4)(μ4-oxalato-1:2κ2O1; 2:3κ2O2; 3:4κ2O3; 4:1κ2O4)dizinc(II)disodium(I)]
  68. Crystal structure of tetraethylammonium hexachloridotantalate(V), C8H20Cl6NTa
  69. Crystal structure of (E)-2,4-dibromo-6-(((2-nitrophenyl)imino)methyl)phenol, C13H8Br2N2O3
  70. The crystal structure of 6-chloro-2,4-diphenylquinoline
  71. Crystal structure of (E)-2-(((1,10-phenanthrolin-5-yl)imino)methyl)-5-methylphenol monohydrate, C20H15N3O·H2O
  72. Crystal structure of tris(3-(2-pyridyl)pyrazole)zinc(II)tetrachlorido zincate(II), C24H21Cl4N9Zn2
  73. Crystal structure of 4-chloro-N,N-diethyl-6-(piperidin-1-yl)-1,3,5-triazin-2-amine, C12H20ClN5
  74. The crystal structure of 4-allyl-5-benzyl-2,4-dihydro-3H-1,2,4-triazol-3-one, C12H13N3O
  75. Crystal structure of diethyl 2-(((2-(pyridin-3-ylthio)phenyl)amino)methylene)malonate, C19H20N2O4S
  76. Crystal structure of fac-tricarbonyl(2-(isopropylimino)methyl-5-methylphenolatido-κ2N,O)(pyridine-κN)rhenium(I), C19H19N2O4Re
  77. Crystal structure of 1,3,6,8-tetrakis(p-tolylthio)pyrene, C44H34S4
  78. Crystal structure of catena-poly-(diaqua-(μ2-1,2-bis(4-pyridyl)ethene-κ2N:N′)-(4-methylphthalato-κ2O,O′)-cobalt(II)trihydrate, C21H26CoN2O9
  79. Crystal structure of tetraethylammonium fac-tricarbonyl(hexafluoroacetylacetonato-κ2O,O′)-(nitrato-κO)rhenium(I), C16H21O8N2F6Re
  80. Crystal structure of 3-(thiophen-2-yl)-5-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carboxamide
  81. Crystal structure of bis(1-ethyl-3-methylimidazolium) tetrabromidocadmate(II), [C6H11N2]2[CdBr4]
  82. Crystal structure of N′-(adamantan-2-ylidene)-isonicotinohydrazide, C16H19N3O
  83. Crystal structure of trans-tetraaquabis(4-(pyridin-4-ylsulfonyl)pyridine-κN)cobalt(II) diperchlorate dihydrate, C20H28Cl2CoN4O18S2
  84. Crystal structure of (Z)-4-(furan-2-yl(p-tolylamino)methylene)-3-methyl-1-p-tolyl-1H-pyrazol-5(4H)-one, C23H21N3O2
  85. Crystal structure of 2-[(4-fluorobenzyl)sulfanyl]-4-(2-methylpropyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile, C16H16FN3OS
  86. Crystal structure of poly[octaaqua-tris(benzene-1,2,4,5-tetracarboxylato)tetralanthanum(III)] hexahydrate, C30H34La4O38
  87. Crystal structure of trans-tetraaqua-bis(4,4′-sulfonyldipyridine-κN)zinc(II) diperchlorate dihydrate, C20H28Cl2ZnN4O18S2
  88. Crystal structure of 4-nitro-thiophene-2-carboxylic acid, a structure with a Z′ = 4, C5H3NO4S
  89. Crystal structure of dirubidium trimercury(II) tetraselenide, Rb2Hg3Se4
  90. Crystal structure of 5-(adamantan-1-yl)-3-[(4-chloroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C19H22ClN3OS
  91. Crystal structure of hexaaquamagnesium(II) 5,5′-bitetrazole-1,1′-diolate, C2H12N8O8Mg
  92. The crystal structure of catena-poly[(μ2-1,1′-benzene-1,4-diylbis(1H-benzimidazole-κ2N:N′)silver(I)] nitrate, C20H14N5AgO3
  93. The crystal structure of 1-(2-(4-chlorophenoxy)-4-chlorophenyl)ethanone, C14H10Cl2O2
  94. The crystal structure of 3,5-dinitro-1,3,5-oxadiazinane, C3H6N4O5
  95. Crystal structure of methyl 5-methoxy 1H-indole-2-carboxylate, C11H11NO3
  96. Crystal structure of (Z)-1-(((3-acetyl-2-hydroxyphenyl)amino)methylene)naphthalen-2(1H)-one, C19H15NO3
  97. Crystal structure of (Z)-5-(4-chlorobenzylidene)-2-thioxothiazolidin-4-one —dimethylsulfoxide (1:1), C12H12ClNO2S3
  98. Crystal structure of 5,5′-((4-(trifluoromethyl)phenyl)methylene)bis(1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione) – diethylamine – dichloromethane (1/1/1) C25H32Cl2F3N5O6
  99. Crystal structure of 2-(dimethylsulfanylidene)-N-(4-methoxyphenyl)-3-oxo-3-phenylpropanamide
  100. Crystal structure of (1,10-phenanthroline-κ2N,N′)bis(thiocyanato-κN)platinum(II), C14H8N4PtS2
  101. Crystal structure of di(μ2-chlorido)bis[2-(2-pyridyl)phenyl-κ2N,C1]dipalladium(II), C22H16Cl2N2Pd2
  102. Crystal structure of trans-dibromidodi(pyridine-κN)palladium(II), PdBr2(C5H5N)2
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