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Crystal structure of 3,6-di(1H-imidazol-1-yl)-9H-carbazole, C18H13N5

  • Jiang ping Meng EMAIL logo and Qiang Xu
Published/Copyright: February 16, 2016
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 231 Issue 2

Abstract

C18H13N5, monoclinic, P21/n, a = 10.2582(4) Å, b = 13.6507(4) Å, c = 20.7982(9) Å, β = 101.194(4)°, V = 2857.01(19) Å3, Z = 8, Rgt(F) = 0.0594, wRref(F2) = 0.1536, T = 173 K.

CCDC no.:: 1449388

One of two crystallographically independent molecules of the crystal structure is shown in the figure. Tables 1–3 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Colourless, block, size 0.25×0.31×0.32 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.88 cm−1
Diffractometer, scan mode:SuperNova, Dual, Eos, ω scans
2θmax:52.04°
N(hkl)measured, N(hkl)unique:11318, 5611
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3966
N(param)refined:415
Programs:OLEX2 [1], SHELX [2]
Table 2

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

AtomSitexyzUiso
H(3)4e0.14150.53150.39040.038
H(1)4e0.47690.09340.49950.040
H(2)4e0.39390.03210.66990.038
H(3A)4e0.28710.18860.63550.039
H(5)4e0.13150.23910.51550.037
H(6)4e0.05480.37600.45390.039
H(9)4e0.50780.29360.49580.031
H(12)4e0.29620.65360.33110.039
H(13)4e0.51050.67220.31330.037
H(15)4e0.63180.43340.42240.029
H(16)4e0.69540.64580.26510.040
H(17)4e0.93530.63400.27610.041
H(18)4e0.84300.49790.42550.039
H(8)4e0.92450.26130.31830.035
H(19)4e1.2987−0.08870.52040.042
H(20)4e1.1500−0.34700.47530.046
H(21)4e1.0221−0.23240.39740.040
H(23)4e0.9136−0.04460.42920.035
H(24)4e0.83890.10080.37800.037
H(27)4e1.28250.00200.39540.031
H(30)4e1.08080.39140.26550.036
H(31)4e1.29740.41650.25250.034
H(33)4e1.41080.15650.33700.030
H(34)4e1.49040.40430.20760.036
H(35)4e1.73240.40510.22990.038
H(36)4e1.62410.23650.36150.033
Table 3

Atomic displacement parameters (Å2).

AtomSitexyzU11U22U33U12U13U23
N(1)4e0.4641(2)0.0298(2)0.5843(1)0.034(1)0.036(1)0.038(1)0.003(1)0.011(1)−0.000(1)
N(2)4e0.3683(2)0.1721(1)0.5523(1)0.023(1)0.028(1)0.031(1)−0.0025(9)0.0101(9)−0.0023(9)
N(3)4e0.2164(2)0.5019(1)0.4019(1)0.017(1)0.035(1)0.042(1)0.0039(9)0.004(1)−0.001(1)
N(4)4e0.7208(2)0.5670(1)0.3515(1)0.021(1)0.026(1)0.026(1)−0.0010(8)0.0036(9)0.0009(9)
N(5)4e0.9397(2)0.5561(2)0.3607(1)0.023(1)0.040(1)0.039(1)−0.002(1)0.006(1)0.007(1)
C(1)4e0.4434(3)0.0972(2)0.5379(1)0.031(2)0.036(1)0.037(2)0.003(1)0.015(1)−0.003(1)
C(2)4e0.3976(3)0.0641(2)0.6309(1)0.028(1)0.039(2)0.029(1)−0.004(1)0.006(1)0.000(1)
C(3)4e0.3380(3)0.1510(2)0.6123(1)0.030(2)0.039(2)0.033(2)−0.002(1)0.014(1)−0.004(1)
C(4)4e0.3264(2)0.2562(2)0.5122(1)0.027(1)0.029(1)0.028(1)−0.001(1)0.009(1)−0.004(1)
C(5)4e0.1909(3)0.2791(2)0.4992(1)0.023(1)0.037(1)0.035(2)−0.005(1)0.011(1)−0.002(1)
C(6)4e0.1447(3)0.3601(2)0.4625(1)0.021(1)0.041(2)0.038(2)0.001(1)0.010(1)−0.004(1)
C(7)4e0.2368(2)0.4174(2)0.4385(1)0.026(1)0.027(1)0.029(1)0.001(1)0.005(1)−0.003(1)
C(8)4e0.3726(2)0.3927(2)0.4492(1)0.020(1)0.028(1)0.025(1)−0.001(1)0.006(1)−0.005(1)
C(9)4e0.4183(2)0.3108(2)0.4874(1)0.021(1)0.029(1)0.027(1)0.001(1)0.006(1)−0.005(1)
C(10)4e0.4357(2)0.4656(2)0.4153(1)0.023(1)0.025(1)0.023(1)0.001(1)0.004(1)−0.005(1)
C(11)4e0.3353(2)0.5315(2)0.3867(1)0.021(1)0.027(1)0.033(2)0.001(1)0.005(1)−0.006(1)
C(12)4e0.3625(3)0.6095(2)0.3490(1)0.023(1)0.031(1)0.042(2)0.007(1)−0.000(1)0.004(1)
C(13)4e0.4904(2)0.6202(2)0.3386(1)0.027(1)0.029(1)0.035(2)0.002(1)0.002(1)0.004(1)
C(14)4e0.5905(2)0.5541(2)0.3654(1)0.018(1)0.028(1)0.027(1)−0.000(1)0.004(1)−0.004(1)
C(15)4e0.5648(2)0.4767(2)0.4042(1)0.021(1)0.024(1)0.025(1)0.002(1)0.002(1)−0.002(1)
C(16)4e0.7536(3)0.6147(2)0.2987(1)0.029(2)0.035(1)0.035(2)0.001(1)0.005(1)0.012(1)
C(17)4e0.8865(3)0.6076(2)0.3052(1)0.030(2)0.036(1)0.038(2)−0.001(1)0.010(1)0.010(1)
C(18)4e0.8367(2)0.5334(2)0.3868(1)0.022(1)0.040(2)0.035(2)0.002(1)0.003(1)0.008(1)
N(6)4e1.2610(2)−0.2313(2)0.5174(1)0.032(1)0.048(1)0.038(1)0.007(1)0.008(1)0.009(1)
N(7)4e1.1462(2)−0.1260(1)0.4474(1)0.023(1)0.033(1)0.027(1)−0.0026(9)0.0051(9)0.0021(9)
N(8)4e0.9983(2)0.2296(1)0.3267(1)0.017(1)0.034(1)0.036(1)0.0043(9)0.0037(9)0.001(1)
N(9)4e1.5075(2)0.3100(1)0.2871(1)0.025(1)0.027(1)0.022(1)−0.0007(8)0.0055(9)0.0011(9)
N(10)4e1.7280(2)0.3117(1)0.3069(1)0.025(1)0.032(1)0.035(1)−0.0010(9)0.010(1)−0.002(1)
C(19)4e1.2462(3)−0.1393(2)0.4995(1)0.024(1)0.048(2)0.031(2)−0.002(1)0.000(1)0.000(1)
C(20)4e1.1645(3)−0.2798(2)0.4746(1)0.038(2)0.036(2)0.045(2)0.000(1)0.016(1)0.003(1)
C(21)4e1.0928(3)−0.2171(2)0.4312(1)0.032(2)0.034(1)0.035(2)−0.005(1)0.005(1)−0.003(1)
C(22)4e1.1039(2)−0.0346(2)0.4165(1)0.024(1)0.031(1)0.021(1)−0.004(1)0.002(1)−0.003(1)
C(23)4e0.9720(2)−0.0050(2)0.4118(1)0.022(1)0.037(1)0.029(1)−0.007(1)0.006(1)−0.003(1)
C(24)4e0.9271(2)0.0817(2)0.3819(1)0.020(1)0.039(2)0.033(2)−0.000(1)0.005(1)−0.004(1)
C(25)4e1.0176(2)0.1405(2)0.3574(1)0.022(1)0.031(1)0.025(1)−0.002(1)0.003(1)−0.005(1)
C(26)4e1.1514(2)0.1113(2)0.3625(1)0.019(1)0.030(1)0.023(1)−0.000(1)0.003(1)−0.003(1)
C(27)4e1.1950(2)0.0224(2)0.3921(1)0.019(1)0.031(1)0.027(1)−0.002(1)0.004(1)−0.002(1)
C(28)4e1.2155(2)0.1889(2)0.3330(1)0.022(1)0.027(1)0.022(1)−0.002(1)0.000(1)−0.005(1)
C(29)4e1.1172(2)0.2601(2)0.3117(1)0.020(1)0.033(1)0.028(1)−0.001(1)0.001(1)−0.004(1)
C(30)4e1.1465(3)0.3453(2)0.2805(1)0.027(1)0.032(1)0.029(1)0.006(1)−0.002(1)−0.000(1)
C(31)4e1.2755(2)0.3596(2)0.2726(1)0.026(1)0.031(1)0.027(1)0.002(1)0.002(1)0.002(1)
C(32)4e1.3740(2)0.2895(2)0.2943(1)0.022(1)0.032(1)0.022(1)−0.002(1)0.003(1)−0.004(1)
C(33)4e1.3453(2)0.2035(2)0.3237(1)0.021(1)0.029(1)0.024(1)0.001(1)0.002(1)−0.003(1)
C(34)4e1.5458(3)0.3703(2)0.2409(1)0.033(2)0.034(1)0.024(1)0.000(1)0.010(1)0.003(1)
C(35)4e1.6798(3)0.3703(2)0.2537(1)0.036(2)0.029(1)0.034(2)−0.002(1)0.016(1)−0.003(1)
C(36)4e1.6216(2)0.2778(2)0.3257(1)0.023(1)0.029(1)0.030(1)0.001(1)0.004(1)0.003(1)

Source of material

To a solution of imidazole (0.681 g, 0.01 mol) in THF (25 mL), 3,6-dibromo-9H-carbazole (1.625 g, 0.005 mol) and NaH (0.24 g, 0.01 mol) was added and the mixture was heated at 60 °C. When TLC monitoring indicated no further progress in reaction, the solvent was evaporated and crude mixture was suspended in water (100 mL). The organic phase was extracted with CH2Cl2 and dried over Na2SO4. Filtration and evaporation of the solvent gave the crude product, which was purified by recrystallized from chloroform to afford the gray solid. Yield, 1.122 g, 75.0%. M.p.>250 °C. IR(KBr, cm−1): 3418(w), 3114(w), 1583(w), 1505(s), 1333(w), 1309(w), 1265(m), 1238(m), 1208(w), 1114(w), 1057(m), 964(w), 920(w), 873(w), 806(m), 796(m), 721(w), 657(m), 590(m). Finally, the title compound (0.0075 g, 0.025 mmol) and 8 mL water was placed in a 15 mL Teflon reactor. The mixture was kept under autogenous pressure at 150 °C for 3 days. Then the mixture was cooled to room temperature, and colourless block crystals were obtained.

Experimental details

Single crystal X-ray data for the title compound was collected on a SuperNova four-circle diffractometer. All hydrogen atoms were placed in the calculated positions.

Discussion

Carbazole and its derivatives are important nitrogen-containing aromatic heterocyclic compounds, which posess a π-conjugated system, as well as desirable electronic and charge-transport properties [3]. These characteristics result in the extensive potential applications in chemistry, materials chemistry and medicinal chemistry [4]. It is well-known that imidazole moieties as important pharmacophores are present in diverse types of drugs. More importantly, imidazole compounds as antimicrobial agents, especially as antifungal drugs represent a novel emerging major chemical entity [5, 6].

The asymmetric unit of the title compound contains two molecules. The bond lengths and angles in both crystallographically independent molecules are in the normal ranges. The molecular conformation is stabilized by an inter molecular N—H⋯N hydrogen bonds for both independent molecules. The results of antibacterial antivities indicated that title compound exhibited excellent activities against certain test stains in vitro. The antibacterial results showed that title structure against B. subtilis with MIC value of 16 mg/mL. Further research is necessary to improve the water solubility of title compound and elucidate the structure-activity relationships.

Corresponding author: Jiang ping Meng, Chongqing Key Laboratory of Environmental Materials & Remediation Technologies, Chongqing University of Arts and Sciences, Chongqing 402160, P. R. China, e-mail:

Acknowledgements:

This work was supported by Science and Technology Research Project of Chongqing Education Commission (KJ1501124, KJ1401114).

References

1. Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H.: OLEX2: A complete structure solution, refinement and analysis program. J. Appl. Cryst. 42 (2009) 339–341.10.1107/S0021889808042726Search in Google Scholar

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

3. Li, J.; Grimsdale, A. C.: Carbazole-based polymers for organic photovoltaic devices. Chem. Soc. Rev. 39 (2010) 2399–2410.10.1039/b915995aSearch in Google Scholar PubMed

4. Liu, X. L.; Zhang, X. F.; Lu, R.; Xue, P. C.; Xu, D. F.; Zhou, H. P.: Low-dimensional nanostructures fabricated from bis(dioxaborine)carbazole derivatives as fluorescent chemosensors for detecting organic amine vapors. J. Mater. Chem. 21 (2011) 8756–8765.10.1039/c0jm04274aSearch in Google Scholar

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6. Zhou, C. H.; Gan, L. L.; Zhang, Y. Y.; Zhang, F. F.; Wang, G. Z.; Jin, L.; Geng, R. X.: Review on supermolecules as chemical drugs. Sci. China. Ser. B-Chem. 52 (2009) 415–458.10.1007/s11426-009-0103-2Search in Google Scholar

Received: 2015-8-20
Accepted: 2016-1-23
Published Online: 2016-2-16
Published in Print: 2016-6-1

©2016 Jiang ping Meng et al., published by De Gruyter.

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

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  47. Crystal structure of bis(1-methyl-1H-tetrazole-5-thiolato)mercury(II)
  48. Crystal structure of (E)-2-styryl-1-ferrocenylsulfonyl-1H-imidazo[4,5-b]pyridine, C24H19FeN3O2S
  49. Crystal structure of aquabis(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)copper(II) thiophene-2,5-dicarboxylate trihydrate, [Cu(C17H18N3FO3)2(H2O)](C6H2SO4)·3(H2O)
  50. Crystal structure of 2-amino-4-(2,6-dichlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16Cl2N2O2
  51. Crystal structure of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5·5·0·05·9·03·11]dodecane 1/3 hydrate, C6H8N12O13
  52. Crystal structure of monocarbonyl(N-nitroso-N-oxido-phenylamine-κ2O,O′)(triphenylarsine-κAs)rhodium(I), C25H20AsN2O3Rh
  53. The crystal structure of 1-(4-(4-chlorophenoxy)-2-chlorophenyl)ethanone, C14H10Cl2O2
  54. Crystal structure of N,N-diethyl-2-(2-(6-(4-methoxybenzyl)-7-oxo-7H-thiazolo[3,3-b][1,2,4]triazin-3-yl)phenoxy)acetamide, C25H26N4O4S
  55. Crystal structure of tetraqua((E)-4,4′-(diazene-1,2-diyl)bis(5-oxo-4,5-dihydro-1,2,4-triazol-1-ide)-κ2N:O)barium(II), C4H10N8O6Ba
  56. Crystal structure of 2-amino-4-(3-phenoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C22H18N2O3
  57. Crystal structure of diethylammonium 5-((4-fluorophenyl)(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate, C23H30FN5O6
  58. Crystal structure of 2-amino-4-(3,5-difluoro-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12F2N2O2
  59. Crystal structure of tris(N-nitroso-N-oxyanilino-κ2O, O′) oxidoniobium(V), C18H15N6O7Nb
  60. Crystal structure of 1-(5-benzoyl-4-methyl-2-(phenylamino)thiophen-3-yl)ethan-1-one, a structure with Z′ = 6, C20H17NO2S
  61. Crystal structure of diethyl-3-methyl-4-phenylthieno[2,3-b]thiophene-2,5-dicarboxylate, C19H18O4S2
  62. Crystal structure of 3,5-dicarboxybenzoate — benzene-1,3,5-tricarboxylic acid (1/1), C24H22N2O12
  63. The crystal structure of 2-chloro-1,3-bis(2,4,6-trimethylphenyl)-4,4-dimethyl-1,3,2λ3,4-diazaphosphasiletidine
  64. Crystal structure of hexaquamanganese(II) bis(hexaborato-κ3O,O′,O′′)manganese(II) dihydrate, B12H28Mn2O34
  65. Crystal structure of 1-propyl-3-methylimidazolium pentaborate, [C7H13N2][B5O6(OH)4]
  66. Crystal structure of 13-(4-fluorophenyl)-11,13-dihydro-1H-benzo[h]indazolo[6,7-b] [1, 6]naphthyridin-12(6H)-one — dimethylformamide — water (1/2/1), C29H31FN6O4
  67. Crystal structure of 1-(2-chlorophenyl)-2-(2-nitrophenyl)ethan-1-ol, C14H12ClNO3
  68. Crystal structure of (Z)-2-((2-bromo-1-phenylvinyl)oxy)benzonitrile, C15H10BrNO
  69. Crystal structure of tetrachlorido(1E,1′E)-N,N′-((1,4-phenylenebis(propane-2,2-diyl))bis(4,1-phenylene))bis(1-(pyridin-2-yl-κN)methanimine-κN)dizinc(II), C36H34N4Zn2Cl4
  70. Crystal structure of 2,6-bis(3-methylpyridinyl)hexahydro-4,8-ethenopyrrolo-[3,4-f]isoindole-1,3,5,7(2H,6H)-tetrone, C24H20N4O4
  71. Crystal structure of trans-bis(2-methylmaleato-κ2O,O′) bis(piperazinium-κN) cobalt(II) trihydrate, C18H36CoN4O11
  72. Crystal structure of (E)-4-chloro-N′-(4-(diethylamino)benzylidene)benzohydrazide, C18H20ClN3O
  73. Crystal structure of 3,6-di(1H-imidazol-1-yl)-9H-carbazole, C18H13N5
  74. Crystal structure of 4-(4-pyridinyl)-1-naphthoic acid, C16H11NO2
  75. Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2
  76. Crystal structure of N′-(adamantan-2-ylidene)pyridine-3-carbohydrazide, C16H19N3O
  77. Crystal structure of 1,1′-(butane-1,4-diyl)bis(5-methyl-1H-pyrazole-3-carbaldehyde), C14H18N4O2
  78. Crystal structure of methyl 8-hydroxy-3-isopropyl-5a,8-dimethyl-2,3,4,5,5a,6,7,8,10a,10b-decahydrocyclohepta[e]indene-3a(1H)-carboxylate, C21H34O3
  79. Crystal structure of 6-oxo-4-propyl-2-(propylthio)-1,6-dihydropyrimidine-5-carbonitrile, C11H15N3OS
  80. Crystal structure of poly[diacetato(μ2-1,4-bis(1H-imidazol-1-yl)benzene-κ2N:N′)nickel(II)], C26H22N8NiO4
  81. Crystal structure of bis(2,4-dibromo-6-{(E)[(4-fluorobenzyl)imino]methyl}phenolato-κ2N,O) copper(II), C28H18Br4F2N2O2Cu
  82. Crystal structure of 1-(adamantan-1-yl)-3-phenylthiourea, C17H22N2S
  83. Crystal structure of 3-(6-(5-amino-1-phenyl-1H-pyrazol-3-yl)pyridin-2-yl)-1-phenyl-1H-pyrazol-5-amine – dioxan (2/1), C25H23N7O
  84. Crystal structure of 5-ethyl-6-[(3-methylphenyl)sulfanyl]pyrimidine-2,4(1H,3H)-dione, C13H14N2O2S
  85. Crystal structure of (((1E,1′E)-(cyclohexane-1,2-diylbis(azanylylidene-κ2N,N′))bis(methanylylidene))bis(2,1-phenylene))bis((2,6-diisopropylphenyl)amide-κ2N′′,N′′′)manganese(II), C44H54N4Mn
  86. Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4
  87. Crystal structure of bis(μ2-2-((3-methylphenyl)imino)methylphenolato-κ2N,O:O)hexacarbonyldimanganese(I), C34H24Mn2N2O8
  88. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxybut-2-en-1-one C9H12N2O2
  89. Crystal structure of 2,2′-[pentane-1,5-diylbis(oxy)]dibenzaldehyde, C19H20O4
  90. Crystal structure of 2-phenyl-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one, C16H13NO2S
  91. Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C13H9Cl2N
  92. Crystal structure of ethyl 2-amino-5-bromothiazole-4-carboxylate, C6H7BrN2O2S
  93. Crystal structure of 2-benzylisothiouronium tetraphenylborate, C32H31BN2S
  94. Crystal structure of poly[(μ2-biphenyl-2,2′-dicarboxylato-κ4O,O′:O′′,O′′′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C24H16CuN2O4
  95. Crystal structure of (η5-pentamethylcyclopentadienyl)titanium(III)dichloride (THF), C14H23Cl2OTi
  96. Crystal structure of 3-ferrocenylsulfonyl-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridine, C23H19FeN3O3S
  97. Crystal structure of 2-benzoyl-3-(4-fluorophenyl)cyclopropane-1,1-dicarbonitrile, C18H11FN2O
  98. Crystal structure of 1,6-ditosyl-1,6-diazecane, C22H30N2O4S2
  99. Crystal structure of N-phenyl-2-(pyridin-4-ylcarbonyl)hydrazinecarboxamide with Z′ = 4, C13H12N4O2
  100. Crystal structure of N,N-bis(diphenylphosphanyl)cyclohexylamine, C30H31NP2
  101. Crystal structure of 3-(4-hydroxy-3-methoxyphenyl)-N-phenylpropanamide, C16H17NO3
  102. Crystal structure of 6-(2-fluorophenyl)-3-phenyl-[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazole, C15H9FN4S
  103. Crystal structure of catena-poly[aqua(dicyanoazanido-2κN-μ2-dicyanoazanido-1κN:2κN′)(μ2-2-methoxy-6-(((2-((3-methoxy-2-oxidobenzylidene)amino)ethyl)imino)methyl)phenolato-1κ2N,N′,2κ2O,O′,1κ2O′′,O′′′:2κ2O′′,O′′′)cadmium(II)copper(II)], C22H20CdCuN8O5
https://doi.org/10.1515/ncrs-2015-0191
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Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of fac-hexacarbonylbisμ2-(3-carboxy-3′-carboxylato-2,2′-bipyridine)-κ3N,N′:O-dirhenium(I) tetrahydrate, C30H22N4O18Re2
  3. The crystal structure of bis(4-(2,4-dimethylphenyl)piperazin-1-yl)methane, C25H36N4
  4. Crystal structure of bis(triphenylphosphine-κP)bis(μ2-1H,1′H-2,2′-biimidazole-κ3N,N′:N′)disilver(I) bis(tetrafluoroborate), C48H42Ag2B2F8N8P2
  5. The crystal structure of 1,2-bis(2-pyrazinecarboxamido)-benzene, C16H12N6O2
  6. Redetermination of the crystal structure of 3-bromobenzoic acid, C7H5BrO2
  7. Crystal structure of bis(ethyltriphenylphos-phonium) tetrabromidocuprate(II), (C20H20P)2[CuBr4]
  8. Crystal structure of 2-(4-bromophenyl)-1,3-dimethyl-2,3-dihydro-1H-perimidine, C19H17BrN2
  9. Crystal structure of trans-diaqua-bis(3-(pyrazin-2-yl)-5-(pyridin-4-yl)1,2,4-triazol-1-ido-κ2N,N′)-cobalt(II),C22H18CoN12O2
  10. Crystal structure of hexaaquamanganese(II) bis((E)-4-((4-(dimethylamino)phenyl)diazenyl)benzenesulfonate), C28H40MnN6O12S2
  11. Crystal structure of butyl 2-(3,5-dimethyl-1,1-dioxido-2H-1,2,6-thiadiazin-4-yl)benzoate, C16H20N2O4S
  12. Crystal structure of hexaaquabis(μ2-3-(6-carboxylatopyridin-2-yl)-5-(pyrazin-2-yl)-1,2,4-triazol-1-ido)bis(μ3-3-(6-carboxylatopyridin-2-yl)-5-(pyrazin-2-yl)-1,2,4-triazol-1-ido)tetra-manganese(II) dihydrate, C48H40Mn4N24O16
  13. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(pyridin-4-yl)propane-κ2N:N′)cadmate(II)] bis(2-aminoisonicotinate) tetrahydrate, C38H50CdN8O10
  14. Crystal structure of succinic acid — 4-((pyridin-4-ylmethyl)sulfanylpyridine (1/1), C15H16N2O4S
  15. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)bis(2-((pyridin-4-ylmethyl)sulfanyl)pyridine-κN)dicopper(II), C30H32N4O8S2Cu2
  16. Crystal structure of 1-((2R,3S)-2,3-dimethyl-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)-2-phenoxyethan-1-one, C18H19NO3
  17. Crystal structure of tetramethylammonium sulfanilate, C10H18N2O3S
  18. Crystal structure of triethylammonium 2′-carboxy-[1,1′-biphenyl]-2-carboxylate, C20H25NO4
  19. Crystal structure of 2-(4-acetyl-2,6-dimethylphenyl)-5,6-dichloro-1H-isoindole-1,3(2H)-dione, C18H13Cl2NO3
  20. Crystal structure of diaqua-bis(μ3-2-methyl-6-oxidopyridinium-4-carboxylato-κ3O:O′:O′′)neodymium(III) chloride, C14H16ClN2O8Nd
  21. Crystal structure of 5-methoxy-4-methyl-2-(2-methylbenzyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, C12H15N3O2
  22. The crystal structure of 1-(4-(2-chloroethoxy)phenyl)ethanone
  23. Crystal structure of (E)-4-(2-(4-(diethylamino)phenyl)diazen-1-ium-1-yl)benzenesulfonate monohydrate
  24. Crystal structure of 2,2′-[(1E)-prop-1-ene-1,2-diyldisulfanediyl]bis(5-methyl-2,5-dihydro-1,3,4-thiadiazole, C9H10N4S4
  25. Crystal structure of poly [μ2-acetato-κ3-O,O′:O′)diaqua(μ3-isophthalato-κ4O,O′:O′′:O′′′)cerium(III)] monohydrate (C10H13O9Ce)
  26. Crystal structure of tris((2-(2,2-dicyanovinyl)phenoxy)ethyl)amine, C36H27N7O3
  27. Crystal structure of catena[diaqua-bis(μ2-1,3-bis((1H-tetrazol-1-yl)methyl)benzene-κ2N:N′)copper(II)] dinitrate, C20H24CuN18O8
  28. Crystal structure of (4-(1H-imidazol-5-yl)benzoic acid-κN) (4-(1H-imidazol-5-yl)benzoato-κN)silver(I), C20H15N4O4Ag
  29. Crystal structure of 2-amino-3-cyano-7,7-dimethyl-5-oxo-4-(3,4,5-trifluorophenyl)-4H-5,6,7,8-tetrahydrobenzo[b]pyran, C18H15F3N2O2
  30. Crystal structure of (2-(2-chlorophenyl)-5-ethyl-1,3-dioxan-5-yl)methanol hemihydrate, C13H17ClO3 · 0.5 H2O
  31. Crystal structure of catena-poly[diaqua-bis(benzene-1,2,4,5-tetracarboxylato-κN)(m2-2-(1H-1,2,4-trizol-1-ylmethyl)-1H-3,1-benzimidazol-3-ium-κ2O:O′)zinc(II)] dihydrate, C30H30N10O12Zn
  32. Crystal structure of [2,2′-((((ethane-1,2-diylbis(oxy-κ2O,O′))bis(2,1-phenylene))bis(azanylylidene-κ2N,N′))bis(methanylylidene))diphenolato-κ2O′′,O′′′]zinc(II), C28H22N2O4Zn
  33. Crystal structure of (E)-1-(3,4-dimethoxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C13H17NO3
  34. Crystal structure of bis(2-fluoro-4-nitrophenyl) terephthalate C20H10F2N2O8
  35. Crystal structure of catena-[aqua((4-carboxyphenyl)acetato-κO)(μ2-(4-carboxyphenyl)acetato-κ2O:O′)bis(4,4′-ethene-1,2-diyldipyridine-κN)manganese(II)], C42H36N4O9Mn
  36. Crystal structure of N′-(2-hydroxybenzylidene)-3,4-dimethyl-1H-pyrrole-2-carbohydrazide, C14H15N3O2
  37. Crystal structure of bis(8-ethyl-5-oxo-2-(piperazin-4-ium-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylato-κ2O,O′)copper(II) benzene-1,4-dicarboxylate dihydrate, C36H42CuN10O12
  38. Crystal structure of diaquabis(μ2-biphenyl-2,2′-dicarboxylato-κ2O:O′)bis(1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylato)zinc(II), C60H56N6Zn2O16F2
  39. Crystal structure of 2-amino-4-(4-fluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13FN2O2
  40. The crystal structure of hexaqua(μ2-3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-1κ2O,O′;2κO′)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κO)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κ2O,O′)digadolinium(III) octahydrate, C60H76Gd2N18O32
  41. Crystal structure of hexacarbonyl bis(μ2-2-methoxybenzenethiolato-κ2S)pyridine(triphenylphosphane)dirhenium(I), C43H34NO8PS2Re2
  42. Crystal structure of 14-((1-(benzyloxycarbonyl-amino)-2-methylpropan-2-yl)sulfanyl)acetate Mutilin, C34H49NO6S
  43. Crystal structure of 2-methoxy-6-(((2-(1-methyl-1H-benzo[d] imidazol-2-yl)phenyl)imino)methyl)phenol — ethanol (1/1), C24H25N3O3
  44. Crystal structure of 2-(bis(methylthio)methylene)-1-phenylbutane-1,3-dione, C13H14O2S2
  45. Crystal structure of (E)-2-(bis(methylthio)methylene)-1-phenyl-3-(2-phenylhydrazono)butan-1-one, C19H20N2OS2
  46. Crystal structure of dichlorido(2-(1-methyl-1H-benzo[d]imidazol-2-yl)aniline-κ2N,N′)zinc(II)
  47. Crystal structure of bis(1-methyl-1H-tetrazole-5-thiolato)mercury(II)
  48. Crystal structure of (E)-2-styryl-1-ferrocenylsulfonyl-1H-imidazo[4,5-b]pyridine, C24H19FeN3O2S
  49. Crystal structure of aquabis(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)copper(II) thiophene-2,5-dicarboxylate trihydrate, [Cu(C17H18N3FO3)2(H2O)](C6H2SO4)·3(H2O)
  50. Crystal structure of 2-amino-4-(2,6-dichlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16Cl2N2O2
  51. Crystal structure of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5·5·0·05·9·03·11]dodecane 1/3 hydrate, C6H8N12O13
  52. Crystal structure of monocarbonyl(N-nitroso-N-oxido-phenylamine-κ2O,O′)(triphenylarsine-κAs)rhodium(I), C25H20AsN2O3Rh
  53. The crystal structure of 1-(4-(4-chlorophenoxy)-2-chlorophenyl)ethanone, C14H10Cl2O2
  54. Crystal structure of N,N-diethyl-2-(2-(6-(4-methoxybenzyl)-7-oxo-7H-thiazolo[3,3-b][1,2,4]triazin-3-yl)phenoxy)acetamide, C25H26N4O4S
  55. Crystal structure of tetraqua((E)-4,4′-(diazene-1,2-diyl)bis(5-oxo-4,5-dihydro-1,2,4-triazol-1-ide)-κ2N:O)barium(II), C4H10N8O6Ba
  56. Crystal structure of 2-amino-4-(3-phenoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C22H18N2O3
  57. Crystal structure of diethylammonium 5-((4-fluorophenyl)(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate, C23H30FN5O6
  58. Crystal structure of 2-amino-4-(3,5-difluoro-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12F2N2O2
  59. Crystal structure of tris(N-nitroso-N-oxyanilino-κ2O, O′) oxidoniobium(V), C18H15N6O7Nb
  60. Crystal structure of 1-(5-benzoyl-4-methyl-2-(phenylamino)thiophen-3-yl)ethan-1-one, a structure with Z′ = 6, C20H17NO2S
  61. Crystal structure of diethyl-3-methyl-4-phenylthieno[2,3-b]thiophene-2,5-dicarboxylate, C19H18O4S2
  62. Crystal structure of 3,5-dicarboxybenzoate — benzene-1,3,5-tricarboxylic acid (1/1), C24H22N2O12
  63. The crystal structure of 2-chloro-1,3-bis(2,4,6-trimethylphenyl)-4,4-dimethyl-1,3,2λ3,4-diazaphosphasiletidine
  64. Crystal structure of hexaquamanganese(II) bis(hexaborato-κ3O,O′,O′′)manganese(II) dihydrate, B12H28Mn2O34
  65. Crystal structure of 1-propyl-3-methylimidazolium pentaborate, [C7H13N2][B5O6(OH)4]
  66. Crystal structure of 13-(4-fluorophenyl)-11,13-dihydro-1H-benzo[h]indazolo[6,7-b] [1, 6]naphthyridin-12(6H)-one — dimethylformamide — water (1/2/1), C29H31FN6O4
  67. Crystal structure of 1-(2-chlorophenyl)-2-(2-nitrophenyl)ethan-1-ol, C14H12ClNO3
  68. Crystal structure of (Z)-2-((2-bromo-1-phenylvinyl)oxy)benzonitrile, C15H10BrNO
  69. Crystal structure of tetrachlorido(1E,1′E)-N,N′-((1,4-phenylenebis(propane-2,2-diyl))bis(4,1-phenylene))bis(1-(pyridin-2-yl-κN)methanimine-κN)dizinc(II), C36H34N4Zn2Cl4
  70. Crystal structure of 2,6-bis(3-methylpyridinyl)hexahydro-4,8-ethenopyrrolo-[3,4-f]isoindole-1,3,5,7(2H,6H)-tetrone, C24H20N4O4
  71. Crystal structure of trans-bis(2-methylmaleato-κ2O,O′) bis(piperazinium-κN) cobalt(II) trihydrate, C18H36CoN4O11
  72. Crystal structure of (E)-4-chloro-N′-(4-(diethylamino)benzylidene)benzohydrazide, C18H20ClN3O
  73. Crystal structure of 3,6-di(1H-imidazol-1-yl)-9H-carbazole, C18H13N5
  74. Crystal structure of 4-(4-pyridinyl)-1-naphthoic acid, C16H11NO2
  75. Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2
  76. Crystal structure of N′-(adamantan-2-ylidene)pyridine-3-carbohydrazide, C16H19N3O
  77. Crystal structure of 1,1′-(butane-1,4-diyl)bis(5-methyl-1H-pyrazole-3-carbaldehyde), C14H18N4O2
  78. Crystal structure of methyl 8-hydroxy-3-isopropyl-5a,8-dimethyl-2,3,4,5,5a,6,7,8,10a,10b-decahydrocyclohepta[e]indene-3a(1H)-carboxylate, C21H34O3
  79. Crystal structure of 6-oxo-4-propyl-2-(propylthio)-1,6-dihydropyrimidine-5-carbonitrile, C11H15N3OS
  80. Crystal structure of poly[diacetato(μ2-1,4-bis(1H-imidazol-1-yl)benzene-κ2N:N′)nickel(II)], C26H22N8NiO4
  81. Crystal structure of bis(2,4-dibromo-6-{(E)[(4-fluorobenzyl)imino]methyl}phenolato-κ2N,O) copper(II), C28H18Br4F2N2O2Cu
  82. Crystal structure of 1-(adamantan-1-yl)-3-phenylthiourea, C17H22N2S
  83. Crystal structure of 3-(6-(5-amino-1-phenyl-1H-pyrazol-3-yl)pyridin-2-yl)-1-phenyl-1H-pyrazol-5-amine – dioxan (2/1), C25H23N7O
  84. Crystal structure of 5-ethyl-6-[(3-methylphenyl)sulfanyl]pyrimidine-2,4(1H,3H)-dione, C13H14N2O2S
  85. Crystal structure of (((1E,1′E)-(cyclohexane-1,2-diylbis(azanylylidene-κ2N,N′))bis(methanylylidene))bis(2,1-phenylene))bis((2,6-diisopropylphenyl)amide-κ2N′′,N′′′)manganese(II), C44H54N4Mn
  86. Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4
  87. Crystal structure of bis(μ2-2-((3-methylphenyl)imino)methylphenolato-κ2N,O:O)hexacarbonyldimanganese(I), C34H24Mn2N2O8
  88. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxybut-2-en-1-one C9H12N2O2
  89. Crystal structure of 2,2′-[pentane-1,5-diylbis(oxy)]dibenzaldehyde, C19H20O4
  90. Crystal structure of 2-phenyl-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one, C16H13NO2S
  91. Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C13H9Cl2N
  92. Crystal structure of ethyl 2-amino-5-bromothiazole-4-carboxylate, C6H7BrN2O2S
  93. Crystal structure of 2-benzylisothiouronium tetraphenylborate, C32H31BN2S
  94. Crystal structure of poly[(μ2-biphenyl-2,2′-dicarboxylato-κ4O,O′:O′′,O′′′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C24H16CuN2O4
  95. Crystal structure of (η5-pentamethylcyclopentadienyl)titanium(III)dichloride (THF), C14H23Cl2OTi
  96. Crystal structure of 3-ferrocenylsulfonyl-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridine, C23H19FeN3O3S
  97. Crystal structure of 2-benzoyl-3-(4-fluorophenyl)cyclopropane-1,1-dicarbonitrile, C18H11FN2O
  98. Crystal structure of 1,6-ditosyl-1,6-diazecane, C22H30N2O4S2
  99. Crystal structure of N-phenyl-2-(pyridin-4-ylcarbonyl)hydrazinecarboxamide with Z′ = 4, C13H12N4O2
  100. Crystal structure of N,N-bis(diphenylphosphanyl)cyclohexylamine, C30H31NP2
  101. Crystal structure of 3-(4-hydroxy-3-methoxyphenyl)-N-phenylpropanamide, C16H17NO3
  102. Crystal structure of 6-(2-fluorophenyl)-3-phenyl-[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazole, C15H9FN4S
  103. Crystal structure of catena-poly[aqua(dicyanoazanido-2κN-μ2-dicyanoazanido-1κN:2κN′)(μ2-2-methoxy-6-(((2-((3-methoxy-2-oxidobenzylidene)amino)ethyl)imino)methyl)phenolato-1κ2N,N′,2κ2O,O′,1κ2O′′,O′′′:2κ2O′′,O′′′)cadmium(II)copper(II)], C22H20CdCuN8O5
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