Startseite Naturwissenschaften The crystal structure of the Matrine derivative: 12-(1H-indol-1-yl)dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one hydrate, C23H29N3O
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The crystal structure of the Matrine derivative: 12-(1H-indol-1-yl)dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one hydrate, C23H29N3O

  • Cheng Xing-An , Liu Zhan-Mei , Liang Wei-Xin , Wu Bo und Jiang Xu-Hong EMAIL logo
Veröffentlicht/Copyright: 9. Oktober 2017
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 232 Heft 6

Abstract

C23H29N3O, orthorhombic P212121 (no. 19), a = 8.62130(10) Å, b = 18.25770(10) Å, c = 25.6873(2) Å, V = 4043.31(6) Å3, Z = 8, Rgt(F) = 0.0305, wRref(F2) = 0.0807, T = 293(2) K.

CCDC no.:: 1548881

One of the two crystallographically different title molecules and one of the two water molecules of the title crystal structure are shown in the figure. Tables 1 and 2 contain details on the crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Colorless block
Size:0.36 × 0.30 × 0.20 mm
Wavelength:Cu Kα radiation (1.54178 Å)
μ:0.64 mm−1
Diffractometer, scan mode:Multiwire, φ and ω-scans
2θmax, completeness:73.9°, >99%
N(hkl)measured, N(hkl)unique, Rint:38567, 8120, 0.039
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 7843
N(param)refined:521
Programs:OLEX2 [1], SHELX [2]
Table 2

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

AtomxyzUiso*/Ueq
N1′0.74083(12)0.07011(6)0.28353(4)0.0258(2)
C2′0.89274(16)0.06038(9)0.30794(6)0.0340(3)
H2′A0.89900.01160.32270.041*
H2′B0.90390.09540.33610.041*
C3′1.02461(15)0.07085(9)0.26943(6)0.0356(3)
H3′A1.01930.03340.24270.043*
H3′B1.12320.06610.28730.043*
C4′1.01348(15)0.14630(9)0.24436(6)0.0329(3)
H4′A1.09060.15040.21700.040*
H4′B1.03520.18360.27020.040*
C5′0.85187(14)0.15903(7)0.22143(5)0.0257(3)
H5′0.84450.21050.21090.031*
C6′0.72494(14)0.14408(7)0.26169(5)0.0225(2)
H6′0.73500.17980.29000.027*
C7′0.56495(13)0.15343(7)0.23640(5)0.0219(2)
H7′0.55620.20420.22440.026*
C8′0.44009(14)0.14068(8)0.27769(5)0.0295(3)
H8′A0.44860.17770.30460.035*
H8′B0.33830.14490.26190.035*
C9′0.45798(15)0.06524(10)0.30179(6)0.0360(3)
H9′A0.43710.02800.27580.043*
H9′B0.38370.05940.32980.043*
C10′0.62156(16)0.05566(9)0.32280(5)0.0355(3)
H10A0.63660.08870.35200.043*
H10B0.63360.00600.33560.043*
C11′0.54679(13)0.10304(6)0.18859(5)0.0192(2)
H11′0.56040.05230.20010.023*
C12′0.38618(13)0.11015(7)0.16423(5)0.0209(2)
H12A0.31180.08370.18540.025*
H12B0.35610.16130.16400.025*
C13′0.38059(13)0.08069(6)0.10895(5)0.0209(2)
H13′0.27620.08930.09510.025*
C14′0.49483(14)0.12404(6)0.07620(5)0.0231(2)
H14A0.50620.09990.04280.028*
H14B0.45160.17230.06980.028*
C15′0.65406(14)0.13309(6)0.10019(5)0.0207(2)
N16′0.67150(11)0.12046(6)0.15120(4)0.0219(2)
C17′0.82799(14)0.11180(8)0.17319(5)0.0259(3)
H17A0.90420.12510.14710.031*
H17B0.84440.06080.18220.031*
O18′0.76480(10)0.14995(5)0.07147(3)0.02536(19)
N19′0.41092(12)0.00158(5)0.10717(4)0.0204(2)
C20′0.54803(14)−0.03454(7)0.09693(5)0.0236(2)
H20′0.6406−0.01200.08750.028*
C21′0.52813(16)−0.10826(7)0.10261(5)0.0268(3)
H21′0.6031−0.14420.09760.032*
C22′0.27984(19)−0.18164(8)0.12925(6)0.0340(3)
H22′0.3231−0.22830.12810.041*
C23′0.12632(19)−0.17240(8)0.14223(6)0.0377(3)
H23′0.0658−0.21330.14960.045*
C24′0.05930(16)−0.10259(9)0.14465(6)0.0339(3)
H24′−0.0448−0.09800.15360.041*
C25′0.14492(15)−0.04024(8)0.13400(5)0.0272(3)
H25′0.10080.00620.13580.033*
C26′0.30079(14)−0.04997(7)0.12040(5)0.0218(2)
C27′0.37065(16)−0.11980(7)0.11769(5)0.0256(3)
N10.56425(12)0.62700(6)0.05129(4)0.0238(2)
C20.62153(17)0.70209(7)0.05779(7)0.0352(3)
H2A0.55820.72710.08340.042*
H2B0.61130.72810.02500.042*
C30.78966(17)0.70419(7)0.07504(7)0.0347(3)
H3A0.79980.68110.10890.042*
H3B0.82380.75460.07810.042*
C40.89048(16)0.66403(7)0.03543(6)0.0313(3)
H4A0.89090.69100.00290.038*
H4B0.99630.66160.04810.038*
C50.82989(14)0.58662(6)0.02594(5)0.0225(2)
H50.88590.5666−0.00410.027*
C60.65623(14)0.58709(6)0.01221(5)0.0213(2)
H60.64350.6117−0.02140.026*
C70.59632(14)0.50821(6)0.00692(5)0.0210(2)
H70.65370.4852−0.02170.025*
C80.42432(15)0.50899(7)−0.00854(5)0.0260(3)
H8A0.41370.5290−0.04330.031*
H8B0.38490.4592−0.00900.031*
C90.32931(14)0.55472(8)0.02939(5)0.0281(3)
H9A0.22380.55930.01670.034*
H9B0.32600.53060.06300.034*
C100.40049(15)0.63013(7)0.03531(6)0.0301(3)
H10C0.39280.65600.00240.036*
H10D0.34210.65760.06100.036*
C110.62982(14)0.46343(6)0.05660(4)0.0195(2)
H110.57980.48790.08610.023*
C120.56533(15)0.38624(7)0.05242(5)0.0251(3)
H12C0.57270.37010.01650.030*
H12D0.45640.38690.06190.030*
C130.64980(16)0.33161(7)0.08708(5)0.0269(3)
H130.60580.28290.08080.032*
C140.81842(17)0.33058(7)0.07025(6)0.0326(3)
H14C0.87660.29990.09410.039*
H14D0.82530.30850.03600.039*
C150.89277(15)0.40555(7)0.06847(5)0.0267(3)
N160.79929(12)0.46406(5)0.06521(4)0.0217(2)
C170.86376(14)0.53735(6)0.07247(5)0.0221(2)
H17C0.97510.53370.07730.027*
H17D0.81980.55910.10360.027*
O181.03566(11)0.41139(5)0.07156(5)0.0363(2)
N190.63303(13)0.34846(6)0.14266(4)0.0276(2)
C200.74580(18)0.37074(8)0.17771(6)0.0347(3)
H200.84950.37870.16950.042*
C210.6833(2)0.37917(9)0.22567(6)0.0409(4)
H210.73570.39380.25560.049*
C220.3982(2)0.35928(10)0.25712(7)0.0503(4)
H220.41280.37230.29180.060*
C230.2544(2)0.33760(11)0.23985(7)0.0539(4)
H230.17170.33650.26310.065*
C240.2305(2)0.31723(9)0.18792(7)0.0428(4)
H240.13240.30210.17740.051*
C250.34933(17)0.31915(8)0.15213(6)0.0315(3)
H250.33320.30580.11760.038*
C260.49531(17)0.34203(7)0.16959(5)0.0279(3)
C270.5227(2)0.36160(8)0.22203(6)0.0359(3)
O1W0.20777(11)0.29923(5)0.02952(4)0.0295(2)
O2W0.09101(12)0.17699(6)0.08043(5)0.0377(2)
H1WA0.229(2)0.3133(11)0.0001(9)0.048(5)*
H2WA−0.011(3)0.1734(13)0.0756(9)0.062(6)*
H1WB0.164(3)0.3366(12)0.0448(9)0.057(6)*
H2WB0.122(2)0.2160(12)0.0602(8)0.052(6)*

Source of materials

The synthesis of the title compound was carried out using the michael addition reaction. A mixture of sophocarpine (1.3 g, 5.0 mmol), indole (0.9 g, 8 mmol) and cesium chloride (0.8 g, 5 mmol) was dissolved in 12 mL petroleum ether, and stirred vigorously at 80 °C with nitrogen protection and condensation cycle. After 5 min, tetramethoxysilane (0.5 mL, 2.5 mmol) was added dropwise with continued stirring and reacting for 9 h. The crude reaction mixture was collected after adding 10 mL of dichloromethane and filtrated with filter tissue. A concentrated brown solution was obtained after removing dichloromethane using a rotary evaporator. The concentrated resulting solution was purified by the silica gel column chromatography eluting with ethyl acetate/ethanol = 10/1. The title compound was crystallized from n-hexane/ ethanol(6/1), whereupon a few colorless, rod-shape crystals were obtained.

Experimental details

Hydrogen atoms were placed in calculated positions and were included in the refinement in the riding model approximation, with Uiso(H) set to 1.2Ueq(C).

Comment

Matrine is one of the main alkaloid components extracted from the Sophora root, which was first isolated and identified in 1958 from Sophora flavescens Ait, subprostrata and alopecuroides [3], [4], [5], [6]. Matrine and its derivatives are known for their importance in pharmaceutical and agricultural applications because of their biological activities, such as anticancer, anti-inflammatory, antimicrobial, antiviral and insecticidal activity [7], [8], [9], [10], [11]. Considering the good pharmacological and agricultural effects of matrine, we are interested in developing a general and practical strategy for the preparation. The insecticidal activity and pharmacological activity for the title compound are part of an ongoing study in our laboratory.

To explore the synthetic strategy, sophocarpine is a suitable starting material because it contains an a, b-unsaturated carbonyl group that is reactive toward a variety of useful nucleophiles. Therefore, in the present study, sophocarpine was used as starting material to design and synthesize a matrine derivative by introducing indole group to C13, forming a bond (C13—N19) with bond length 1.4685 Å. The planes of the phenyl groups (C12—C13) make dihedral angle with the mean plane of indole group (N19—C20) equal to 111.8 Å. The molecules were packed in the crystal structure without any hydrogen bonds.

Acknowledgement

This work was sponsored by the National Natural Science Foundation of China (no. 201376281–21406274).

References

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. Crystallogr. 42 (2009) 339–C341.10.1107/S0021889808042726Suche in Google Scholar

Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. Sect.A 64 (2008) 112–C122.10.1107/S0108767307043930Suche in Google Scholar

Lai, J. P.; He, X. W.; Jiang, Y.; Chen F.: Preparative separation and determination of matrine from the Chinese medicinal plant Sophora flavescens ait by molecularly imprinted solidphase extraction. Anal. Bioanal. Chem. 375 (2003) 264–269.10.1007/s00216-002-1675-2Suche in Google Scholar

Boiteau, L.; Boivin, J.; Liard, A.; Quiclet-Sire, B.; Zard, S. Z.: A short synthesis of (±)-Matrine. Angew. Chem. Int. Ed. 38 (1998) 1128–1131.10.1002/(SICI)1521-3773(19980504)37:8<1128::AID-ANIE1128>3.0.CO;2-PSuche in Google Scholar

Liu, J. Y.; Hu, J. H.; Zhu, Q. G.; Li, F. Q.; Wang, J.; Sun, H. J.: Effect of matrine on the expression of substance P receptor and inflammatory cytokines production in human skin keratinocytes and fibroblasts. Int. Immuno. pharmacol. 7 (2007) 816–823.10.1016/j.intimp.2007.02.003Suche in Google Scholar

Zhang, L. J.; Wang, T. T.; Wen, X. M.; Wei, Y.; Peng, X. C.; Li, H.; Wei, L.: Effect of matrine on HeLa cell adhesion and migration. Eur. J. Pharmacol. 563 (2007) 69–76.10.1016/j.ejphar.2007.01.073Suche in Google Scholar

Cheng, H.; Xia, B.; Zhang, L.; Zhou, F.; Zhang, Y. X.; Ye, M.; Hu, Z. G.; Li, J.; Li, J.; Wang, Z. L.; Li, C.; Guo, Q. S.: Matrine improves 2,4,6-trinitrobenzene sulfonic acid-induced colitis in mice. Pharmacol. Res. 53 (2006) 202–208.10.1016/j.phrs.2005.11.001Suche in Google Scholar

Hu, Z. L.; Zhang, J. P.; Qian, D. H.; Lin, W.; Xie, W. F.; Zhang, X. R.; Chen, W. Z.: Effects of matrine on mouse splenocyte proliferation and release of interleukin-1 and -6 from peritoneal macrophages in vitro. Acta pharmacol. Sin. 17 (1996) 259–261.Suche in Google Scholar

Long, Y.; Lin, X. T.; Zeng, K. L.; Zhang L.: Efficacy of intramuscular matrine in the treatment of chronic hepatitis B. Hepatobiliary Pancreat. Dis. Int. 3 (2004) 69–72.Suche in Google Scholar

Liu, J. P.; Zhu, M. H.; Shi, R.; Yang, M.: Radix sophorae flavescentis for chronic hepatitis B: a systematic review of randomized trials. Am. J. Chin. Med. 31 (2003) 337–354.10.1142/S0192415X03001107Suche in Google Scholar

Cai, G. X.; Sun, Y. J.: Toxicity and field control effect of botanical pesticide matrine to mulberry pests. Sci. Sericulture. 37 (2011) 0538–0543.Suche in Google Scholar

Received: 2017-5-18
Accepted: 2017-9-21
Published Online: 2017-10-9
Published in Print: 2017-11-27

©2017 Cheng Xing-An et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
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  3. Crystal structure of bis(3-(3-ethylureido)-N,N-dimethylpropan-1-aminium) bis (μ3-2-(hydroxymethyl)-2-(oxidomethyl)propane-1,3-bis(olato))-(μ6-oxo)-hexakis(μ2-oxo)-hexaoxo-hexavanadium(V) – dichloromethane (1/1), C27H60Cl2N6O23V6
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  5. Synthesis and crystal structure of tetrakis(μ2-methanolato)-dimethanol-bis(μ2-2-acetyl-1,3-bis(3,5-dibromo-2-oxidophenyl)propane-1,3-bis(olato)-κ5O1,O2,O3:O3,O4,O5)tetramanganese(III), C40H40Br8Mn4O16
  6. Synthesis and crystal structure tetrakis(μ2-methanolato)-dimethanol-bis(μ2-2-acetyl-1,3-bis(3,5-dichloro-2-oxidophenyl)propane-1,3-bis(olato)-κ5O1,O2,O3:O3,O4,O5), tetramanganese(III), C40H40Cl8Mn4O16
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  43. Crystal structure of poly[aqua-(μ3-4-(pyridin-4-yl)isophthalato-κ4O,O′:O′′:O′′′)-(μ2-5-carboxy-2-(pyridin-4-yl)benzoato-κ2O:O′)yttrium(III)], C26H17N2O9Y
  44. Crystal structure of ethyl 1-(3,4-dimethylphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate, C14H17N3O2
  45. Crystal structure of tetrakis(methanol-κO)-bis{μ2-3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olate-κ4O,N;O′:O′}dizinc(II), C38H38Zn2N2O14
  46. Crystal structure of bromido(4,4′-dimethoxy-2,2′-bipyridine-κ2N,N′)(isopropyl(diphenyl)phosphane-κP)copper(I), C27H29BrCuN2O2P
  47. Crystal structure of bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-9,9-dioctylfluorene, C41H64B2O4
  48. Crystal structure of 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbaldehyde - a julolidine derivative, C16H15NO3
  49. Crystal structure of 1,3-dimethyl-5,5-dibenzylbarbituric acid, C20H20N2O3
  50. Crystal structure of bis(N,N,N-trimethylethanaminium) poly[bis(μ2-heptaselenido-κ2Se1,Se7)palladate(II)], C10H28N2PdSe14
  51. Crystal structure of 1-{4-[(5-Chloro-2-hydroxy-benzylidene)amino]phenyl} ethanone O-ethyl-oxime, C17H17ClN2O2
  52. The crystal structure of methyl N-(4-bromophenyl)carbamate, C8H8BrNO2
  53. Synthesis and crystal structure of 1-{4-[(2-hydroxy-benzylidene)amino]phenyl}ethanone oxime, C15H14N2O2
  54. Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C12H20F12N4P2
  55. (E)-N-benzylidene-3-(benzylthio)-5-p-tolyl-4H-1,2,4-triazol-4-amine, C23H20N4S
  56. Crystal structure of ethyl 5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazole-4-carboxylate, C11H12N4O2
  57. Crystal structure of 5,5-difluoro-10-(4-fluorophenyl)-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinine - a Z′ = 3 structure, C19H18B2F3N2
  58. The crystal structure of the Matrine derivative: 12-(1H-indol-1-yl)dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one hydrate, C23H29N3O
  59. The crystal structure of tris(μ2-1,3-bis(4,4,4-trifluoro-3-oxido-1-(oxo)but-2-en-1-yl)phenyl-κ4O,O′:O′′,O′′′)-bis(1,2-dimethoxyethane-κ2O,O′)dilutetium(III), C50H38F18Lu2O16
  60. The crystal structure of (Z)-2-(3-(2-(4-chlorobenzoyl)hydrazono)-2-oxoindolin-1-yl) acetic acid, C17H12ClN3O4
  61. Synthesis and crystal structure of trans-tetraqua-bis(2-(((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)ammonio)acetato-κO)cobalt(II) hexahydrate, C36H48CoN2O28S2
  62. The crystal structure of N,N-dimethyl-2,6-di-p-tolylpyrimidin-4-amine, C20H21N3
  63. The crystal structure (E)-4-methyl-N′-(2-nitrobenzylidene)benzenesulfonohydrazide, C14H13N3O4S
  64. Crystal structure of catena-poly[(μ2-1,3-bis(benzimidazol-1-yl)propane κ2N:N′)-(μ2-5-methoxyisophthalato-κ2O:O′)zinc(II)] hydrate, C26H24ZnN4O6
  65. The crystal structure of (E)-N′-(quinolin-2-ylmethylene)furan-2-carbohydrazide monohydrate, C15H13N3O3
  66. Crystal structure of 2,8-diphenyl-3,7,9-trioxa-1-azaspiro[4.5]dec-1-ene, C18H17N1O3
  67. Crystal structure of diethyl 2-(4-chlorophenyl)-1,3-dioxane-5,5-dicarboxylate, C16H19ClO6
  68. Crystal structure of 1-(carboxymethyl)-1H-benzo[d][1,2,3]triazole 3-oxide, C8H7N3O3
  69. Crystal structure of (acetylacetonato-κ2O,O′)-(2-amino-6-chlorobenzoato-κO)-oxido(1,10-phenanthroline-κ2N,N′)vanadium(IV) – trichloromethane (1/1)
  70. Crystal structure of (1E,4E)-1,5-bis(4-chlorophenyl)penta-1,4-dien-3-one, C17H12Cl2O
  71. The crystal structure of trans-dibromido-bis(pyridine-κN)platinum(II), C10H10Br2N2Pt
https://doi.org/10.1515/ncrs-2017-0144
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Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of potassium 1-methyl-1H-1,2,3,4-tetrazole-5-thiolate, C2H3N4SK
  3. Crystal structure of bis(3-(3-ethylureido)-N,N-dimethylpropan-1-aminium) bis (μ3-2-(hydroxymethyl)-2-(oxidomethyl)propane-1,3-bis(olato))-(μ6-oxo)-hexakis(μ2-oxo)-hexaoxo-hexavanadium(V) – dichloromethane (1/1), C27H60Cl2N6O23V6
  4. Crystal structure of bis(μ3-methanolato-κ3O:O:O)-bis(μ2-methanolato-κ2O:O)-dimethanol-bis{6,6′-(1,3-dihydroxyl-2-acetylpropane-1,3-diyl)bis(2-chloro-4-bromophenolato)}tetramanganese(III) C40H40Br4Cl4Mn4O16
  5. Synthesis and crystal structure of tetrakis(μ2-methanolato)-dimethanol-bis(μ2-2-acetyl-1,3-bis(3,5-dibromo-2-oxidophenyl)propane-1,3-bis(olato)-κ5O1,O2,O3:O3,O4,O5)tetramanganese(III), C40H40Br8Mn4O16
  6. Synthesis and crystal structure tetrakis(μ2-methanolato)-dimethanol-bis(μ2-2-acetyl-1,3-bis(3,5-dichloro-2-oxidophenyl)propane-1,3-bis(olato)-κ5O1,O2,O3:O3,O4,O5), tetramanganese(III), C40H40Cl8Mn4O16
  7. Crystal structure of bis{5-methoxy-2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O)}copper(II), C34H34CuN4O6
  8. Crystal structure of (E)-1-(2-hydroxy-3-{[2-hydroxybenzylidene]amino}phenyl)ethan-1-one, C15H13NO3
  9. Crystal structure of bis(μ2-acetato-κ2O:O′)-bis{μ2-4-chloro-2-(8-(4-(diethylamino)-2-oxidophenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)phenolato-κ6O:O,N,N′,O′′:O′′}tricobalt(II), C44H49Cl2Co3N6O12
  10. Crystal structure of bis{μ2-2,4-dichloro-6-(8-(4-(diethylamino)-2-oxidophenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)phenolato-κ5O:O,N,N′,O′}dicobalt(II) acetone solvate, C43H48Br4Co2N6O9
  11. Synthesis and crystal structure of bis(μ2-acetato-κ2O:O′)-bis{μ2-4-chloro-2-(8-(4-(diethylamino)-2-oxidophenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)phenolato-κ6O:O,N,N′,O′:O′}trizinc(II), C44H49Cl2N6O12Zn3
  12. Crystal structure of bis{5-(N,N′-diethylamine)-5′-methoxy -2,2′-[ethylenediyldioxybis(nitrilomethylidyne)]diphenolato}-bis(μ2-acetato-κ2O:O′)trizinc(II), C46H56Zn3N6O14
  13. Crystal structure of tris(cyano-(hydrogen tris(3,5-dimethylpyrazolyl)borate))-iron(III) 4-methoxypyridinium monohydrate, C24H32BN10O2Fe
  14. Synthesis and crystal structure of bis{1-(((4-(1-(hydroxyimino)ethyl)phenyl)imino)methyl)naphthalen-2-olato-κ2O,N}copper(II), C38H30CuN4O4
  15. Crystal structure of (E)-1-(4-{[(E)-2-Hydroxy-1-naphthalenylmethylene] amino}phenyl)ethanone oxime, C19H16N2O2
  16. The pseudosymmetric crystal structure of 2-(2-naphthalenyl)-3-nitro-2H-1-benzopyran, C38H26N2O6
  17. Crystal structure of 2-benzoyl-3-(4-methoxyphenyl)cyclopropane-1,1-dicarbonitrile, C19H14N2O2
  18. N′-(5-ethoxycarbonyl-3,4-dimethyl-pyrrol-2-yl-methylidene)-4-hydroxybenzohydrazide monohydrate, C17H21N3O5
  19. The crystal structure of carbonyl-[4-(2,4-dichlorophenylamino)pent-3-en-2-onato-κ2N,O]-(triphenylphosphine-κP)rhodium(I), RhC30H25Cl2NO2P
  20. Crystal structure of (E)-5-(diethylamino)-2-(((1,1,2-trihydroxyethyl)iminio)methyl)phenolate, C15H24N2O4
  21. Crystal structure of poly[(μ2-1,4-bis((2-ethyl-1H-benzo[d]imidazol-1-yl)methyl)benzene-κ2N:N′)(μ2-isophthalato-κ4O,O′:O′′,O′′′)cadmium(II)], C34H30N4O4Cd
  22. Crystal structure of 5,6-Dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]chinolizinium 3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate - methanol - water (1/1/1), C36H33NO10
  23. A single crystal study on 2-(methylcarbamoyl)benzoic acid, C9H9NO3
  24. Crystal structure of the salt 1,1′-(ethane-1,2-diyl)bis(1,4-diazabicyclo[2.2.2]octan-1-ium) diperchlorate, C14H28N4(ClO4)2
  25. Crystal structure of 2,5-bis((E)-2-(trifluoromethyl)benzylidene)cyclopentan-1-one, C21H14F6O
  26. Crystal structure of catena-poly[(μ2-benzene-1,4-dicarboxylato-κ2O:O′)-(1-ethyl-6-fluoro-7-(4-methylpiperazin-1-ium-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)zinc(II)] 1.25 hydrate, C25H26.5N3O8.25FZn
  27. Crystal structure of 1-methyl-1,4-diazabicyclo[2.2.2]octan-1-ium poly[aqua-bis(μ2-perchlorato-κ3O,O′:O′′)sodium], C7H17Cl2N2NaO9
  28. Crystal structure of trimethyammonium 2,6-dicarboxyisonicotinate monohydrate, C11H16N2O7
  29. Crystal structure of dodecaguanidinium bis(tetrapropylammonium) heptacarbonate, C43H128N38O21
  30. Crystal structure of poly[tetraaqua-bis(μ6-benzene-1,2,4,5-tetracarboxylato)nickel(II)diyttrium(III)]dihydrate, C20H16NiO22Y2
  31. Halogen bonds and π–π interactions in the crystal structure of 1,3,5-trifluoro-2,4,6-triiodobenzene–N,N-dimethylformamide (1/1), C9H7F3I3NO
  32. Crystal structure of guanidinium tetraethylammonium carbonate dihydrate, C10H30N4O5
  33. The crystal structure of oxonium chlorido-ethylenediaminetetraactetotin(IV) hydrate, C10H17ClN2O10Sn
  34. Crystal structure of 8-((E)-((4-((E)-1-((benzyloxy)imino)ethyl)phenyl)imino)methyl)-7-hydroxy-4-methyl-2H-chromen-2-one, C26H22N2O4
  35. Crystal structure of bis{5-(diethylamino)-2-(((2-oxo-2H-chromen-6-yl)imino)methyl)phenolato-κ2O,N}copper(II), C40H38CuN4O6
  36. Crystal structure of fac-(acetylacetonato-κ2O,O′)tricarbonyl(tri(p-tolyl)phosphine-κP)rhenium(I), C29H28O5PRe
  37. Crystal structure of fac-(acetylacetonato-κ2O,O′)tricarbonyl(benzyldiphenylphosphine-κP)rhenium(I), C27H24O5PRe
  38. Crystal structure of triethylammonium bis{3-(((3-oxidonaphthalen-1-yl)methylene)amino)-2-oxo-2H-chromen-4-olato-κ3O,N,O′}manganese(III), C46H38MnN3O8
  39. Crystal structure of bis(N,N,N-ethyldimethylethanaminium) bis(heptaselenido-κ2Se1,Se7)palladate(II), C12H32N2PdSe14
  40. Crystal structure of bis(4-(1H-pyrazol-5-yl)pyridine-κ2N:N′)-bis(2-(2-((2,6-difluorophenyl)amino)phenyl)acetate-κO)cadmium(II), C44H34N8CdCl4O4
  41. Crystal structure of 4,4′-(1,4-phenylene)bis(pyridin-1-ium) catena-poly[diaqua-bis(μ2-3′,5′-dicarboxy-[1,1′-biphenyl]-2,5-dicarboxylato-κ2O:O′] dihydrate, C48H42O22N2Ca
  42. The crystal structure of (S)-2-benzylsuccinic acid, C11H12O4
  43. Crystal structure of poly[aqua-(μ3-4-(pyridin-4-yl)isophthalato-κ4O,O′:O′′:O′′′)-(μ2-5-carboxy-2-(pyridin-4-yl)benzoato-κ2O:O′)yttrium(III)], C26H17N2O9Y
  44. Crystal structure of ethyl 1-(3,4-dimethylphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate, C14H17N3O2
  45. Crystal structure of tetrakis(methanol-κO)-bis{μ2-3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olate-κ4O,N;O′:O′}dizinc(II), C38H38Zn2N2O14
  46. Crystal structure of bromido(4,4′-dimethoxy-2,2′-bipyridine-κ2N,N′)(isopropyl(diphenyl)phosphane-κP)copper(I), C27H29BrCuN2O2P
  47. Crystal structure of bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-9,9-dioctylfluorene, C41H64B2O4
  48. Crystal structure of 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbaldehyde - a julolidine derivative, C16H15NO3
  49. Crystal structure of 1,3-dimethyl-5,5-dibenzylbarbituric acid, C20H20N2O3
  50. Crystal structure of bis(N,N,N-trimethylethanaminium) poly[bis(μ2-heptaselenido-κ2Se1,Se7)palladate(II)], C10H28N2PdSe14
  51. Crystal structure of 1-{4-[(5-Chloro-2-hydroxy-benzylidene)amino]phenyl} ethanone O-ethyl-oxime, C17H17ClN2O2
  52. The crystal structure of methyl N-(4-bromophenyl)carbamate, C8H8BrNO2
  53. Synthesis and crystal structure of 1-{4-[(2-hydroxy-benzylidene)amino]phenyl}ethanone oxime, C15H14N2O2
  54. Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C12H20F12N4P2
  55. (E)-N-benzylidene-3-(benzylthio)-5-p-tolyl-4H-1,2,4-triazol-4-amine, C23H20N4S
  56. Crystal structure of ethyl 5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazole-4-carboxylate, C11H12N4O2
  57. Crystal structure of 5,5-difluoro-10-(4-fluorophenyl)-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinine - a Z′ = 3 structure, C19H18B2F3N2
  58. The crystal structure of the Matrine derivative: 12-(1H-indol-1-yl)dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one hydrate, C23H29N3O
  59. The crystal structure of tris(μ2-1,3-bis(4,4,4-trifluoro-3-oxido-1-(oxo)but-2-en-1-yl)phenyl-κ4O,O′:O′′,O′′′)-bis(1,2-dimethoxyethane-κ2O,O′)dilutetium(III), C50H38F18Lu2O16
  60. The crystal structure of (Z)-2-(3-(2-(4-chlorobenzoyl)hydrazono)-2-oxoindolin-1-yl) acetic acid, C17H12ClN3O4
  61. Synthesis and crystal structure of trans-tetraqua-bis(2-(((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)ammonio)acetato-κO)cobalt(II) hexahydrate, C36H48CoN2O28S2
  62. The crystal structure of N,N-dimethyl-2,6-di-p-tolylpyrimidin-4-amine, C20H21N3
  63. The crystal structure (E)-4-methyl-N′-(2-nitrobenzylidene)benzenesulfonohydrazide, C14H13N3O4S
  64. Crystal structure of catena-poly[(μ2-1,3-bis(benzimidazol-1-yl)propane κ2N:N′)-(μ2-5-methoxyisophthalato-κ2O:O′)zinc(II)] hydrate, C26H24ZnN4O6
  65. The crystal structure of (E)-N′-(quinolin-2-ylmethylene)furan-2-carbohydrazide monohydrate, C15H13N3O3
  66. Crystal structure of 2,8-diphenyl-3,7,9-trioxa-1-azaspiro[4.5]dec-1-ene, C18H17N1O3
  67. Crystal structure of diethyl 2-(4-chlorophenyl)-1,3-dioxane-5,5-dicarboxylate, C16H19ClO6
  68. Crystal structure of 1-(carboxymethyl)-1H-benzo[d][1,2,3]triazole 3-oxide, C8H7N3O3
  69. Crystal structure of (acetylacetonato-κ2O,O′)-(2-amino-6-chlorobenzoato-κO)-oxido(1,10-phenanthroline-κ2N,N′)vanadium(IV) – trichloromethane (1/1)
  70. Crystal structure of (1E,4E)-1,5-bis(4-chlorophenyl)penta-1,4-dien-3-one, C17H12Cl2O
  71. The crystal structure of trans-dibromido-bis(pyridine-κN)platinum(II), C10H10Br2N2Pt
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Heruntergeladen am 25.1.2026 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2017-0144/html
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