Home Physical Sciences 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
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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

  • Heng-Shen Xie EMAIL logo , Jun-qiang Wang , Ling Su , Jing-yang Lu and Xiao-qian Zhao
Published/Copyright: February 12, 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

C29H31FN6O4, monoclinic, P21/n, a = 12.405(2) Å, b = 11.5703(18) Å, c = 19.459(3) Å, β = 96.358(2)°, V = 2775.9(8) Å3, Z = 4, Rgt(F) = 0.0457, wRref(F2) = 0.1329, T = 296(2) K.

CCDC no.:: 1449056

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 0.102×0.156×0.198 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.94 cm−1
Diffractometer, scan mode:CCD area detector, φ and ω scans
2θmax:50.4°
N(hkl)measured, N(hkl)unique:19427, 4962
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3948
N(param)refined:434
Programs:SHELX [4, 5]
Table 2

Atomic coordinates and displacement parameters (in Å2).

AtomSitexyzUiso
H(1B)4e0.696(2)0.773(2)0.204(1)0.109(9)
H(1C)4e0.728(2)0.666(2)0.182(1)0.098(8)
H(1)4e0.185(2)0.473(2)−0.086(1)0.074(6)
H(3)4e0.212(2)0.965(1)0.023(1)0.077(6)
H(4)4e−0.141(1)0.782(2)0.1317(9)0.072(6)
H(1A)4e0.39500.5961−0.19750.087
H(3A)4e0.40980.8311−0.13820.089
H(4A)4e0.33730.9420−0.05780.084
H(8A)4e0.13881.09150.07650.082
H(9A)4e0.04271.21810.13640.094
H(10A)4e−0.10771.15750.18640.093
H(11A)4e−0.16600.96950.17310.082
H(15A)4e0.08180.6007−0.00530.058
H(19A)4e0.30560.71120.10720.075
H(20A)4e0.40200.61390.19770.088
H(22A)4e0.19880.34800.16700.094
H(23A)4e0.10380.44420.07490.079
H(24A)4e−0.09680.48490.22720.128
H(25A)4e0.11800.38990.33020.158
H(25B)4e0.11580.50440.37310.158
H(25C)4e0.19300.49370.31480.158
H(26A)4e−0.01000.65140.22180.135
H(26B)4e0.11490.62850.22450.135
H(26C)4e0.06740.68420.28820.135
H(27A)4e0.70830.7301−0.04750.111
H(27B)4e0.60850.87830.06030.101
H(28A)4e0.60640.5783−0.02400.133
H(28B)4e0.48660.6205−0.02260.133
H(28C)4e0.55610.58460.04630.133
H(28D)4e0.49290.74150.08340.096
H(28E)4e0.55020.62100.08100.096
H(28F)4e0.45770.65500.02310.096
H(29A)4e0.59030.87060.07200.146
H(29B)4e0.53310.76090.09830.146
H(29C)4e0.47620.83290.03630.146
H(29D)4e0.65210.7162−0.07550.124
H(29E)4e0.58030.6118−0.05680.124
H(29F)4e0.69900.6248−0.02070.124
Table 3

Atomic coordinates and displacement parameters (in Å2).

AtomSitexyzU11U22U33U12U13U23
F(1)4e0.3661(1)0.4136(1)0.24148(7)0.127(1)0.0993(9)0.0853(8)0.0157(8)−0.0309(8)0.0245(7)
O(1)4e−0.07062(9)0.6190(1)0.06957(7)0.0561(7)0.0689(8)0.0807(8)−0.0176(6)0.0191(6)−0.0072(6)
O(2)4e−0.0602(2)0.3565(2)0.2802(2)0.153(2)0.114(2)0.242(3)−0.053(2)0.023(2)0.008(2)
O(3)4e0.7510(2)0.7359(2)0.1923(1)0.090(1)0.093(1)0.116(1)−0.010(1)0.047(1)−0.020(1)
O(5)4e0.7147(5)0.8750(4)−0.0096(3)0.083(3)0.072(2)0.109(3)−0.021(2)0.026(2)0.002(2)
O(5')4e0.6781(7)0.8943(6)−0.0175(5)0.105(6)0.093(4)0.156(5)−0.036(4)0.048(4)0.005(3)
N(1)4e0.2329(1)0.5279(1)−0.09868(7)0.0509(8)0.0714(9)0.0540(8)−0.0101(7)0.0106(6)−0.0014(7)
N(2)4e0.2918(1)0.4986(2)−0.15147(8)0.0610(9)0.090(1)0.0594(9)−0.0041(8)0.0166(7)−0.0042(8)
N(3)4e0.1947(1)0.8923(1)0.02349(8)0.0608(8)0.0577(8)0.0628(9)−0.0167(7)0.0087(7)0.0033(7)
N(4)4e−0.0827(1)0.8023(1)0.10895(7)0.0516(8)0.0654(9)0.0615(8)−0.0009(7)0.0101(6)0.0048(7)
N(5)4e0.0396(1)0.5170(2)0.27893(8)0.072(1)0.081(1)0.0623(9)−0.0048(8)0.0044(8)0.0116(8)
N(6)4e0.595(2)0.736(1)0.011(1)0.060(4)0.066(4)0.078(4)−0.013(4)0.010(4)0.001(3)
N(6')4e0.596(3)0.733(1)0.014(2)0.066(5)0.066(5)0.076(5)−0.006(4)0.009(4)0.002(4)
C(1)4e0.3471(2)0.5920(2)−0.1641(1)0.061(1)0.098(2)0.061(1)−0.008(1)0.0188(9)0.008(1)
C(2)4e0.3253(1)0.6846(2)−0.12114(9)0.0528(9)0.083(1)0.0531(9)−0.0085(8)0.0112(7)0.0101(9)
C(3)4e0.3589(2)0.7999(2)−0.1118(1)0.064(1)0.086(1)0.076(1)−0.016(1)0.0235(9)0.018(1)
C(4)4e0.3160(2)0.8653(2)−0.0638(1)0.067(1)0.070(1)0.075(1)−0.0188(9)0.0156(9)0.0119(9)
C(5)4e0.2392(1)0.8186(2)−0.02246(8)0.0498(9)0.065(1)0.0537(9)−0.0113(7)0.0034(7)0.0091(8)
C(6)4e0.1032(1)0.8625(1)0.05282(8)0.0509(9)0.0589(9)0.0440(8)−0.0078(7)−0.0026(6)0.0073(7)
C(7)4e0.0461(1)0.9494(1)0.08799(8)0.0592(9)0.0581(9)0.0470(8)−0.0023(8)−0.0056(7)0.0064(7)
C(8)4e0.0780(2)1.0657(2)0.0959(1)0.075(1)0.063(1)0.066(1)−0.0065(9)−0.0016(9)0.0048(9)
C(9)4e0.0204(2)1.1415(2)0.1319(1)0.093(2)0.058(1)0.081(1)0.002(1)−0.007(1)−0.0054(9)
C(10)4e−0.0702(2)1.1056(2)0.1614(1)0.084(1)0.073(1)0.074(1)0.015(1)−0.000(1)−0.002(1)
C(11)4e−0.1044(2)0.9935(2)0.1538(1)0.068(1)0.071(1)0.064(1)0.0120(9)0.0036(9)0.0066(9)
C(12)4e−0.0471(1)0.9151(1)0.11712(8)0.0570(9)0.0598(9)0.0488(9)0.0035(7)−0.0034(7)0.0075(7)
C(13)4e−0.0319(1)0.7191(1)0.07549(8)0.0463(8)0.062(1)0.0488(8)−0.0060(7)0.0024(6)0.0032(7)
C(14)4e0.0673(1)0.7501(1)0.04901(7)0.0468(8)0.0566(9)0.0425(8)−0.0067(7)−0.0002(6)0.0051(6)
C(15)4e0.1322(1)0.6542(1)0.02074(7)0.0423(8)0.0566(9)0.0449(8)−0.0126(6)0.0026(6)0.0010(6)
C(16)4e0.2066(1)0.7044(1)−0.02801(7)0.0426(8)0.0620(9)0.0456(8)−0.0098(7)0.0013(6)0.0069(7)
C(17)4e0.2501(1)0.6393(2)−0.07932(8)0.0431(8)0.069(1)0.0481(8)−0.0083(7)0.0019(6)0.0078(7)
C(18)4e0.1954(1)0.5877(1)0.08018(8)0.0462(8)0.0547(9)0.0455(8)−0.0064(6)0.0067(6)0.0010(6)
C(19)4e0.2842(1)0.6372(2)0.11841(9)0.061(1)0.062(1)0.060(1)−0.0136(8)−0.0057(8)0.0061(8)
C(20)4e0.3421(2)0.5797(2)0.1728(1)0.069(1)0.078(1)0.068(1)−0.0091(9)−0.0153(9)0.0022(9)
C(21)4e0.3093(2)0.4727(2)0.1887(1)0.081(1)0.075(1)0.058(1)0.008(1)−0.0088(9)0.0096(9)
C(22)4e0.2208(2)0.4209(2)0.1541(1)0.097(2)0.062(1)0.074(1)−0.010(1)−0.004(1)0.0186(9)
C(23)4e0.1640(2)0.4790(2)0.09920(9)0.067(1)0.062(1)0.067(1)−0.0173(8)−0.0037(8)0.0070(8)
C(24)4e−0.0442(2)0.4536(3)0.2596(2)0.091(2)0.119(2)0.105(2)−0.015(2)−0.010(1)0.003(2)
C(25)4e0.1235(2)0.4726(3)0.3283(2)0.098(2)0.177(3)0.114(2)−0.012(2)−0.018(2)0.054(2)
C(26)4e0.0542(3)0.6295(2)0.2511(2)0.141(2)0.095(2)0.110(2)0.002(2)0.055(2)0.024(2)
C(27)4e0.6764(4)0.7787(3)−0.0176(2)0.107(3)0.075(2)0.102(3)−0.010(2)0.040(2)−0.014(2)
C(27')4e0.6271(5)0.8397(4)0.0215(3)0.102(3)0.073(3)0.083(3)−0.025(3)0.034(3)−0.010(2)
C(28)4e0.5581(4)0.6205(3)0.0020(3)0.106(3)0.081(3)0.136(4)−0.024(2)−0.026(3)0.032(3)
C(28')4e0.5179(4)0.6836(5)0.0536(3)0.073(3)0.076(3)0.092(3)−0.016(2)0.015(2)0.008(3)
C(29)4e0.5447(4)0.8057(5)0.0582(3)0.093(3)0.161(5)0.116(4)−0.026(3)0.033(3)−0.020(3)
C(29')4e0.6350(6)0.6660(5)−0.0390(3)0.119(4)0.085(4)0.113(4)0.017(3)0.036(3)−0.009(3)

Source of material

The title compound, was prepared by the reaction of 4-fluorobenzaldehyde, 4-hydroxyquinolin-2(1H)-one, and 1H-indazol-6-amine, with the method described in literature [1]. Crystals suitable for X-ray diffraction were obtained by slow evaporation of a DMF/H2O solution.

Experimental details

The H atoms were calculated geometrically and refined as riding, with C—H = 0.93–0.98 Å, except for H1A, H1B, H1, H3 and H4, and with Uiso(H) = 1.2Ueq(parent atom, 1.5Ueq for methyl groups).

Discussion

Imidazoles and naphthyridines are important pharmaceutical molecules [2, 3]. In the crystal structure of the title compound, the central pyridyl ring adopts a skew-boat confirmation. The atoms of C5, C6, C14 and C16 are coplanar, with atoms N3 and C15 deviating from the defined plane by −0.144(2) and −0.308(3) Å, respectively. The adjacent quinoline and indazole moieties are planar (Figure 1), with mean deviation being 0.023(1) and 0.012(1) Å, respectively. The pyridine ring is nearly perpendicular to the phenyl ring (C18-C23), making a dihedral angle of 88.1(1)°.

Figure 1: The molecule structure of the title compound (solvate DMF and H2O omission) showing 30% probability displacement ellipsoids and the atom-numbering scheme.
Figure 1:

The molecule structure of the title compound (solvate DMF and H2O omission) showing 30% probability displacement ellipsoids and the atom-numbering scheme.

There are four inter molecular hydrogen bonds between the hexacyclic molecule and the solvent molecules DMF and H2O. The atom O5 in DMF forms two hydrogen bonds of N3—H3⋯O5 and C8—H8A⋯O5, while the target molecule is conneted to a molecule of H2O via the hydrogen bond of N4—H4⋯O3. This molecule of H2O links another molecule of DMF though the fourth hydrogen bond as shown in Figure 2.

Figure 2: The hydrogen bonds between target molecule and solvent molecules.
Figure 2:

The hydrogen bonds between target molecule and solvent molecules.

Corresponding author: Heng-Shen Xie, Division of Science and Technology, Jiangsu Jianzhu Institute, Xuzhou Jiangsu 221116, People's Republic of China, e-mail:

Acknowledgements:

We are grateful to the National Science Foundation of China (No. 50974121), the Science and Technology Projects for the Ministry of Housing and Urban-rural Development (No. 2013-K6–12), the Science and Technology Projects for the Jiangsu construction department (No. 2013-ZD46), and Qing Lan Project (2014) for financial support.

References

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2. Ohemeng, K. A.; Podlogar, B. L.; Nguyen, V. N.; Bernstein, J. I.; Krause, H. M.; Hilliard, J. J.; Barrett, J. F.: DNA gyrase inhibitory and antimicrobial activities of some diphenic acid monohydroxamides. J. Med. Chem. 40 (1997) 3292–3296.10.1021/jm9701583Search in Google Scholar PubMed

3. Sriram, D.; Senthilkumar, P.; Dinakaran, M.; Yogeeswari, P.; China, A.; Nagaraja, V.: Antimycobacterial activities of novel 1-(cyclopropyl/tert-butyl/4-fluorophenyl)-1,4-dihydro-6-nitro-4-oxo-7-(substituted secondary amino)-1, 8-naphthyridine-3-carboxylic acid. J. Med. Chem. 50 (2007) 6232–6239.10.1021/jm700999nSearch in Google Scholar PubMed

4. Sheldrick, G. M.: SHELXS-97. Program for the solution of crystal structures. University of Göttingen, Germany 1997.Search in Google Scholar

5. Sheldrick, G. M.: SHELXTL. Structure determination software suite. Version 6.14. Bruker AXS, Madison, Wisconsin, USA 2000.Search in Google Scholar

Received: 2015-8-10
Accepted: 2016-1-21
Published Online: 2016-2-12
Published in Print: 2016-6-1

©2016 Heng-Shen Xie et al., published by De Gruyter.

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

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  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
https://doi.org/10.1515/ncrs-2015-0179
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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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