Startseite Crystal structure of 3-amino-1-(4-bromophenyl)-9-methoxy-1H-benzo[f]chromene-2-carbonitrile, C21H15BrN2O2
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Crystal structure of 3-amino-1-(4-bromophenyl)-9-methoxy-1H-benzo[f]chromene-2-carbonitrile, C21H15BrN2O2

  • Hany M. Mohamed , Abd El-Galil E. Amr EMAIL logo , Ahmed M. El-Agrody , Mohamed A. Al-Omar und Hazem A. Ghabbour
Veröffentlicht/Copyright: 26. Mai 2017

Abstract

C21H15BrN2O2, triclinic, P1̅ (no. 2), a = 8.6873(3) Å, b = 9.9252(3) Å, c = 11.0013(3) Å, α = 77.977(2)°, β = 70.989(2)°, γ = 89.321(2)°, V = 875.55(5) Å3, Z = 2, Rgt(F) = 0.0369, wRref(F2) = 0.1043, T = 296(2) K.

CCDC no.:: 1511397

The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Yellow block
Size:0.42 × 0.35 × 0.13 mm
Wavelength:Cu Kα radiation (1.54178 Å)
μ:33.5 cm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω
2θmax, completeness:133.4°, >97%
N(hkl)measured, N(hkl)unique, Rint:7806, 3023, 0.038
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2679
N(param)refined:244
Programs:SHELX [24, 25] , Bruker programs [26]
Table 2

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

AtomxyzUiso*/Ueq
Br10.25510(4)0.92590(3)0.67621(3)0.04808(15)
O10.7772(2)0.54556(19)0.0803(2)0.0375(5)
O2−0.1066(2)0.5992(3)0.3405(3)0.0591(7)
N10.9766(3)0.7096(3)0.0093(3)0.0452(7)
N20.7926(4)1.0313(3)0.0156(3)0.0550(8)
C10.6133(3)0.4983(3)0.1266(3)0.0294(6)
C20.5906(3)0.3568(3)0.1335(3)0.0351(6)
H2A0.68190.30310.10690.042*
C30.4377(4)0.2979(3)0.1784(3)0.0355(6)
H3A0.42220.20200.18340.043*
C40.3011(3)0.3753(3)0.2179(3)0.0317(6)
C50.1395(4)0.3163(3)0.2634(3)0.0424(7)
H5A0.12200.22100.26700.051*
C60.0089(4)0.3929(3)0.3022(4)0.0496(8)
H6A−0.09840.35110.33270.060*
C70.0327(3)0.5337(3)0.2972(3)0.0423(7)
C80.1860(3)0.5969(3)0.2494(3)0.0351(6)
H8A0.19960.69330.24260.042*
C90.3249(3)0.5192(3)0.2101(3)0.0279(5)
C100.4876(3)0.5812(3)0.1623(2)0.0261(5)
C110.5169(3)0.7350(3)0.1488(3)0.0273(5)
H11A0.45790.78470.09000.033*
C120.6986(3)0.7753(3)0.0814(3)0.0299(6)
C130.8141(3)0.6832(3)0.0583(3)0.0319(6)
C140.7501(3)0.9173(3)0.0464(3)0.0356(6)
C150.4533(3)0.7806(3)0.2791(3)0.0266(5)
C160.4864(3)0.7108(3)0.3892(3)0.0325(6)
H16A0.54930.63190.38400.039*
C170.4295(3)0.7538(3)0.5077(3)0.0352(6)
H17A0.45370.70540.58280.042*
C180.3370(3)0.8681(3)0.5146(3)0.0333(6)
C190.3026(4)0.9397(3)0.4061(3)0.0404(7)
H19A0.23931.01820.41170.049*
C200.3611(4)0.8961(3)0.2891(3)0.0364(6)
H20A0.33810.94580.21390.044*
C21−0.0886(4)0.7385(4)0.3514(5)0.0671(12)
H21A−0.19630.77160.39130.101*
H21B−0.03600.79660.26370.101*
H21C−0.02120.74290.40680.101*
H1N21.036(5)0.646(5)−0.012(5)0.077(14)*
H1N11.019(5)0.790(5)0.002(4)0.062(12)*

Source of material

A mixture of 7-methoxy-2-naphthol (0.01 mol), malononitrile (0.01 mol), and 4-bromo-benzaldehyde (0.01 mol), in absolute ethanol (30 mL) in the presence of piperidine (0.5 mL) was heated under reflux for 1 h. After complete precipitation occurred, the obtained solid product was collected by filtration, washed with methanol and recrystallized from ethanol to give the target compound as colourless crystals. [yield 89%; M.p.: 524–525 K (Lit. M.p.: 524-−525 K [1])].

Experimental details

H atoms were placed in calculated positions and were included in the refinement using the riding model approximation, with Uiso(H) = 1.2Ueq(C). The H atoms of the methyl group were allowed to rotate with a fixed angle around the C—C bond to best fit the experimental electron density (HFIX 137 in the SHELX program suite [2]), with Uiso(H) = 1.5Ueq(C). The H atoms of the amino group were located on a difference Fourier map and refined freely.

Discussion

Multi-nuclear O-heterocyclic compounds like benzochromenes are of wide interest because they exhibit a diverse range of biological activities [2, 3] , hypolipidemic [4], antioxidant [5, 6] , anticancer [5, 7] analgesic [8], antileishmanial [9, 10] , vascular-disrupting [11], estrogenic anticoagulant and antispasmolytic [12], blood platelet antiaggregating [13] effects and activities. In addition, the current interest in benzochromenes arises from their application in the treatment of human diseases, as demonstrated for compounds 2-amino-4-(3-nitro-phenyl)-4H-benzo[h]chromene-3-carbonitrile, a potent antiproliferative agent for a variety of cell types and inhibition of Mitosis and Microtubule [14, 15] , 2-amino-5-oxo-4-phenyl-4,5-di-hydropyrano[3,2-c]chromene-3-carbonitrile, a precursor for the blood anticoagulant warfarin [16], or 4-substituted-2-(N-succinimido)-4H-benzo[h]chromene-3-carbonitriles, which have shown anti-rheumatic activity [17]. In continuation of our effort to identify new 1H-benzo[f]chromene and 4H-benzo[h]chromene derivatives and confirm their structures by X-ray analysis [18], [19], [20], [21], [22], [23], we have now synthesized the title compound, 3-amino-1-(4-bromophenyl)-9-methoxy-1H-benzo[f]-chromene-2-carbonitrile and determined its crystal structure.

In the structure of the title compound, the asymmetric unit contains one independent molecule. The molecules are packed via two classical intermolecular hydrogen bonds N1—H1N2⋯O1i and N1—H1N1⋯N2ii. The H⋯A distances are 2.56(5) and 2.36(5) Å, respectively and the angles are 179(6) and 162(4)°, respectively. Symmetry codes: (i) − x + 2, − y + 1, − z; (ii) − x + 2, − y + 2, − z.

Acknowledgement

The project was financially supported by King Saud University, Vice Deanship of Research Chairs.

References

1 Mohamed, H. M.; Fouda, A. M.; Khattab, E. S. A. E. H.; El-Agrody, A. M.; Afifi, T. H.: Synthesis, in-vitro cytotoxicity of 1H-benzo[f]chromene derivatives and structure-activity relationships of the 1-aryl group and 9-position. Z. Naturforsch. C. (2016), doi: 10.1515/znc-2016-0139.10.1515/znc-2016-0139Suche in Google Scholar PubMed

2 Singh, G.; Sharma, A.; Kaur, H.; Ishar, M.: Chromanyl-isoxazolidines as antibacterial agents: synthesis, biological evaluation, quantitative structure activity relationship, and molecular docking studies. Chem. Biol. Drug. Des. 87 (2016) 213–223.10.1111/cbdd.12653Suche in Google Scholar PubMed

3 Bingi, C.; Emmadi, N. R.; Chennapuram, M.; Poornachandra, Y.; Kumar, C. G.; Nanubolu, J. B.; Atmakur, K.: One-pot catalyst free synthesis of novel kojic acid tagged 2-aryl/alkyl substituted-4H-chromenes and evaluation of their antimicrobial and anti-biofilm. Bioorg. Med. Chem. Lett. 25 (2015) 1915–1919.10.1016/j.bmcl.2015.03.034Suche in Google Scholar PubMed

4 Sashidhara, K. V.; Kumar, M.; Modukuri, R. K.; Srivastava, A.; Puri, A.: Discovery and synthesis of novel substituted benzocoumarins as orally active lipid modulating agents. Bioorg. Med. Chem. Lett. 21 (2011) 6709–6713.10.1016/j.bmcl.2011.09.053Suche in Google Scholar PubMed

5 Fadda, A. A.; Berghot, M. A.; Amer, F. A.; Badawy, D. S.; Bayoumy, N. M.: Synthesis and antioxidant and antitumor activity of novel pyridine, chromene, thiophene and thiazole derivatives. Arch. Pharm. Chem. 345 (2012) 378–385.10.1002/ardp.201100335Suche in Google Scholar PubMed

6 Nareshkumar, J.; Jiayi, X.; Ramesh, M. K.; Fuyong, D.; Guo, J. Z.; Emmanuel, P.: Identification and structure-activity relationships of chromene-derived selective estrogen receptor modulators for treatment of postmenopausal symptoms. J. Med. Chem. 52 (2009) 7544–7569.10.1021/jm900146eSuche in Google Scholar PubMed

7 Reddy, B. V. S.; Divya, B.; Swaina, M.; Rao, T. P.; Yadav, J. S.; Vishnu Vardhan, M. V.: A domino Knoevenagel hetero-Diels-Alder reaction for the synthesis of polycyclic chromene derivatives and evaluation of their cytotoxicity. Bioorg. Med. Chem. Lett. 22 (2012) 1995–1999.10.1016/j.bmcl.2012.01.033Suche in Google Scholar PubMed

8 El-Sayed, A. T.; Ibrahim, M.: A. Synthesis and antimicrobial aActivity of chromone-linked-2-pyridone fused with 1,2,4-triazoles, 1,2,4-triazines and 1,2,4-triazepines ring systems. J. Braz. Chem. 21 (2010) 1007–1016.10.1590/S0103-50532010000600010Suche in Google Scholar

9 Foroumadi, A.; Emami, S.; Sorkhi, M.; Nakhjiri, M.; Nazarian, Z.; Heydar, S.; Ardestani, S.; Poorrajab, F.; Shafiee, A.: Chromene-based synthetic chalcones as potent antileishmani-al agents: synthesis and biological activity. Chem. Biol. Drug. Des. 75 (2010) 590–596.10.1111/j.1747-0285.2010.00959.xSuche in Google Scholar PubMed

10 Tanaka, J. C. A.; Da Silva, C. C.; Ferreira, I. C. P.; Machado, G. M. C; Leon, L. L.; De Oliveira, A. J. B.: Antileishmanial activity of indole alkaloids from Aspidospermaramiflorum. Phytomedicine 14 (2007) 377–380.10.1016/j.phymed.2006.09.002Suche in Google Scholar PubMed

11 Kasibhatla, S.; Gourdeau, H.; Meerovitch, K.; Drewe, J.; Reddy, S.; Qiu, L.; Zhang, H.; Bergeron, F.; Bouffard, D.; Yang, Q.; Herich, J.; Lamothe, S.; Cai, S. X.; Tseng, B.: Discovery and mechanism of action of a novel series of apoptosis in ducers with potential vascular targeting activity. Mol. Cancer Ther. 3 (2004) 1365–1373.10.1158/1535-7163.1365.3.11Suche in Google Scholar

12 Nareshkumar, J.; Jiayi, X.; Ramesh, M. K.; Fuyong, D.; Guo, J. Z.; Emmanuel, P.: Identification and structure-activity relationships of chromene-derived selective estrogen receptor modulators for treatment of postmenopausal symptoms. J. Med. Chem. 52 (2009) 7544–7569.10.1021/jm900146eSuche in Google Scholar

13 Lee, K.-S.; Khil, L.-Y.; Chae, S.-H.; Kim, D.; Lee, B.-H.; Hwang, G.-S; Moon, C.-H.; Chang, T.-S.; Moon, C.-K.: Effects of DK-002, a synthesized (6aS,cis)-9,10-dimethoxy-7,11b-dihydro-indeno[2,1-c]chromene-3,6a-diol, on platelet activity. Life Sciences 78 (2006) 1091–1097.10.1016/j.lfs.2005.06.017Suche in Google Scholar

14 Panda, D.; Singh. J. P.; Wilson, L.: Suppression of microtubule dynamics by LY290181. A potential mechanism for its antiproliferative action. J. Biol. Chem. 272 (1997) 7681–7687.10.1074/jbc.272.12.7681Suche in Google Scholar

15 Wood, D. L.; Panda, D.; Wiernicki, T. R.; Wilson, L.; Jordan, M. A.; Singh, J. P.: Inhibition of mitosis and microtubule function through direct tubulin binding by a novel antiproliferative naphthopyran LY290181. Mol. Pharmacol. 52 (1997) 437–444.10.1124/mol.52.3.437Suche in Google Scholar

16 Wiener, C.; Schroeder, C. H.; West, B. D.; Link, K. P.: Studies on the 4-hydroxycoumarins. XVIII. 3-[α-(acetamidomethyl)benzyl]-4-hydroxycoumarin and related products. J. Org. Chem. 27 (1962) 3086–3088.10.1021/jo01056a024Suche in Google Scholar

17 Smith, C. W.; Bailey, J. M.; Billingham, M. E. J.; Chandrasekhar, S.; Dell, C. P.; Harvey, A. K.; Hicks, C. A.; Kingston, A. E.; Wishart, G. N.: The anti-rheumatic potential of a series of 2,4-disubstituted-4H-naphtho[1,2-b]pyran-3-carbonitriles. Bioorg. Med. Chem. Lett. 5 (1995) 2783–2788.10.1016/0960-894X(95)00487-ESuche in Google Scholar

18 El-Agrody, A.M.;Al-Omar, M. A.; Amr, A. E. G. E.; Ng, S. W.; Tiekink, E. R. T.: 3-Amino-1-(4-fluorophenyl)-8-methoxy-1H-benzo[f]chromene-2-carbonitrile. Acta Crystallogr. E69 (2013) o476–o477.10.1107/S160053681300545XSuche in Google Scholar PubMed PubMed Central

19 Amr, A. E. G. E.; El-Agrody, A.M.; Al-Omar, M. A.; Amr, A. E. G. E.; Ng, S. W.; Tiekink, E. R. T.: 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile. Acta Crystallogr. E69 (2013) o478–o479.10.1107/S1600536813005473Suche in Google Scholar PubMed PubMed Central

20 El-Agrody, A. M.; Amr, A. E. G. E.; Sabry, N. M.; Al-Omar, M. A.; Ghabbour, H. A.: Crystal structure of 3-amino-9-methoxy-1-phenyl-1H-benzo[f]chromene-2-carbonitrile, C21H16N2O2. Z. Kristallogr. NCS 231 (2016) 1193–1195.10.1515/ncrs-2016-0128Suche in Google Scholar

21 El-Agrody, A. M.; Al-Omar, M. A.; Amr, A. E. G. E.; Chia, T. S.; Fun, H-K.: Ethyl 2-amino-4-(4-fluorophenyl)-6-methoxy-4H-benzo[h]chromene-3-carboxylate. Acta Crystallogr. E68 (2012) o1803–o1804.10.1107/S1600536812021939Suche in Google Scholar PubMed PubMed Central

22 Al-Dies, A. M.; Amr, A. E. G. E.; El-Agrody, A. M.; Chia, T. S.; Fun, H-K.: 2-Amino-4-(4-fluorophenyl)-6-methoxy-4H-benzo[h]chromene-3-carbonitrile. Acta Crystallogr. E68 (2012) o1934–o1935.10.1107/S1600536812023021Suche in Google Scholar PubMed PubMed Central

23 El-Agrody, A.M.; Fouda, A.M.; Al-Omar, M. A.; Amr, A. E. G. E.; Ng, S. W.; Tiekink, E. R. T.: Ethyl 2-amino-4-(4-bromophenyl)-6-methoxy-4H-benzo[h]chromene-3-carboxylate. Acta Crystallogr. E69 (2013) o435–o436.10.1107/S160053681300490XSuche in Google Scholar PubMed PubMed Central

24 Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Suche in Google Scholar PubMed

25 Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Suche in Google Scholar PubMed PubMed Central

26 Bruker. APEX2, SAINT and SADABS. Brucker AXS Inc., Madison, Wisconsin, USA, (2009).Suche in Google Scholar

Received: 2016-10-27
Accepted: 2016-12-22
Published Online: 2017-5-26
Published in Print: 2017-7-26

©2017 Hany M. Mohamed et al., published by De Gruyter, Berlin/Boston.

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

Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of poly[diaqua-(μ2-4,4′-bipyridine-κ2N:N′)manganese(II)] bis(4-chlorobenzenesulfonate) – 4,4′-bipyridine – water (1/1/2) C42H40Cl2MnN6O10S2
  3. The crystal structure of 1,2-bis[2-methyl-5-(3-cyanophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluoro-cyclopent-1-ene, C29H16F6N2S2
  4. Crystal structure of the first characterized polymeric copper and sodium complex diaqua-(tris-acetato-κO,O′)(μ2-acetato-κO′′)dinatrium copper(II) monohydrate, C8H18CuNa2O11
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  6. Crystal structure of methyl 2,7,7-trimethyl-4-(4-nitrophenyl)-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylate, C20H22N2O5
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  10. Crystal structure of 1,3-dimethyl-2-phenyl-1H-perimidin-3-ium iodide, C19H17IN2
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  13. Crystal structure of bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-ol-κ2O,O′)-(N,N-dimethylformamide)zinc(II), C43H31Cl2N5O5S2Zn
  14. Crystal structure of tetrakis(μ3-2-(N-(2-hydroxyethyl)amino)ethoxo)-tetrachloro-tetra-cobalt(II) methanol solvate, C17H44Cl4Co4N4O9
  15. Crystal structure of 3-amino-1-(4-bromophenyl)-9-methoxy-1H-benzo[f]chromene-2-carbonitrile, C21H15BrN2O2
  16. Crystal structure of 2-amino-4-(4-isopropyl-phenyl)-3-cyano-5-oxo-4H,5H-pyrano[3,2-c]chromene, C22H18N2O3
  17. Crystal structure of 3-amino-8-methoxy-1-(4-methoxy phenyl)-1H-benzo[f]chromene-2-carbonitrile, C22H18N2O3
  18. Crystal structure of monoaqua-[6,6′-((1E,1′E)-(1,2-phenylene bis(azanylylidene))bis(methanylylidene))bis(4-bromo-2-nitrophenolato-κ4N,N′,O,O′)]zinc(II), C20H12Br2N4O7Zn
  19. Crystal structure of 11-(4-(dimethylamino)phenyl)-17-hydroxy-13-methyl-17-(prop-1-yn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one – acetonitril (1/2), C33H41N3O2
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  22. Crystal structure of tetraaqua-bis(3-(4H-1,2,4-triazol-4-yl)benzoato-κN)cobalt(II), C18H20CoN6O8
  23. The crystal structure of 4-bromo-N-cyclopropyl-2,5-difluorobenzenesulfonamide, C9H8BrF2NO2S
  24. Crystal structure of ([3,3′-bipyridine]-6,6′-dicarboxylato-κ2O:O′)-bis(1,2-bis(4-pyridyl)ethane-κ2N:N′)disilver(I) dihydrate, C37H35Ag2N5O6
  25. The crystal structure of (4-(1H-1,2,4-triazol-1-yl)benzoato-κN)-[4-(1H-1,2,4-triazol-1-yl)benzoic acid-κN]silver(I), C18H13AgN6O4
  26. Crystal structure of 3-(4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one, C17H16O2
  27. Crystal structure of bis(2-((E)-((4-((E)-1-(ethoxyimino)ethyl)phenyl)imino)methyl)-5-methoxyphenolato-κ2O,N)copper(II), C36H38CuN4O6
  28. Crystal structure of poly[1,2-bis(1,2,4-triazol-4-yl)ethane-κ2N:N′]silver(I) bromate monohydrate]silver(I), C6H10AgBrN6O4
  29. The crystal structure of 2,3,5-triphenyl-2,3-dihydro-1H-tetrazol-1-ium 2,3-dioxoindoline-5-sulfonate, C27H19N5O5S
  30. Crystal structure of 3-(2-amino-1,3-selenazol-4-yl)-2H-chromen-2-one – dimethylformamide (1/1), C15H15N3O3Se
  31. Crystal structure of diethyl 3,3′-(diazene-1,2-diyl)(E)-dibenzoate, C18H18N2O4
  32. Crystal structure of cis-bis((1H-benzimidazol-2-yl)methanol-κN,O)-bis(isothiocyanato-κN)nickel(II), C18H16N6NiO2S2
  33. Crystal structure of bis(2-(2′-hydroxy-5′-methoxyphenyl)-1H-benzimidazole)boron – tetrahydrofuran (1/1), C36H37N4O6B
  34. Crystal structure of poly[aqua-bis(nitrato-κ2O,O′)-(μ3-1,3-benzimidazol-3-ium-1,3-diacetato-κ4O,O′:O′′:O′′′)dysprosium(III)], C11H11DyN4O11
  35. Crystal structure of n-butyl-tris(dicyclo-hexylamido)hafnium(IV), C40H75HfN3
  36. Crystal structure of (E)-1-[1-(3-chloro-4-fluoro-phenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine, C28H20Cl2F2N8O8
  37. The crystal structure of ethyl 4-((2-hydroxybenzyl)amino)benzoate, a Schiff base, C16H17NO3
  38. Crystal structure of 3-(2-(4-isobutylphenyl)propanoyl)-1-methylimidazolidine-2,4-dione, C17H22N2O3
  39. Crystal structure of poly[(μ3-2-(pyrazin-2-ylthio)acetato-κ3N:O:S)silver(I)], C6H5AgN2O2S
  40. Crystal structure of (E)-1-(3-((E)-((2-hydroxynaphthalen-1-yl)methylene)amino)phenyl)ethanone O-benzyl oxime, C26H22N2O2
  41. Crystal structure of (E)-2,3-dihydroxybenzaldehyde O-(2-((((E)-1-(2,5-dihydroxyphenyl)ethylidene)amino)oxy)ethyl) oxime monohydrate, C17H20N2O7
  42. Crystal structure of 4-(chloromethyl)-3-nitrobenzoic acid, C8H6ClNO4
  43. Crystal stucture of 4-((10H-phenothiazin-10-yl)methyl)-2,6-di-tert-butylphenol, C27H31NOS
  44. The crystal structure of ethyl 1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate, C13H10F3N3O4
  45. Crystal structure of catena-poly[di-(μ3-oxido-κ3O:O:O)-tetraoxido-(μ2-5′-(pyrazin-2-yl)-1H,2′H-3,3′-bi(1,2,4-triazole)-κ2N:N′)dimolybdenum(VI)], C8H6Mo2N8O6
  46. Crystal structure of (3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ4O,O′:O′′,O′′′)-bis(tris(2-pyridylmethyl)amine-κ4N,N′,N′′,N′′′))-dizinc(II) bis(hexafluorophosphate(V)), C42H38F12N8O4P2Zn2
  47. Crystal structure of catena-poly[hexakis(μ2-2-acetylphenolato-κ3O:O,O′)trimanganese(II)], C48H42Mn3O12
  48. The crystal structure of 2,2-difluoro-4-(trifluoromethyl)-2,5-dihydro-[1,3,2]dioxaborinino[5,4-c]chromen-3-ium-2-uide, C11H6BF5O3
  49. Crystal structure of methyl (E)-2-(4-(diethylamino)-2-hydroxybenzylidene)hydrazine-1-carboxylate, C13H19N3O3
  50. The crystal structure of tert-butyl 2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate, C10H15N3O2
  51. Crystal structure of 1,1-bis(η5-adamantylcyclopentadienyl)-3-phenyl-2-trimethylsilyl-2,3-dihydroisotitanazole, C42H55NSiTi
  52. Crystal structure of 2-(4-(2-(4-benzylpiperazin-1-yl)ethyl)benzyl)isoindoline-1,3-dione, C28H29N3O2
  53. Important impurity of Flupirtine – a single crystal study on ethyl (6-amino-5-((ethoxycarbonyl)amino)pyridin-2-yl)(4-fluorobenzyl)carbamate, C18H21FN4O4
  54. Crystal structure of ethyl 3-(4-methoxyphenyl)-1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-pyrazole-5-carboxylate, C22H22N2O5
  55. Crystal structure of 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate methanol solvate, C37H35N1O10
  56. The crystal structure of the inner salt of 2-[(aminoiminomethyl)amino]ethylcarbamic acid [systematic name: (2-((diaminomethylene)ammonio)ethyl)carbamate], C4H10N4O2
  57. Crystal structure of (8-hydroxy-5-nitroquinolinium) perchlorate – 8-hydroxy-5-nitroquinoline (1/1), C18H13ClN4O10
  58. The crystal structure of (5-methyl-1,2,4-oxadiazol-3-yl)ferrocene, C13H12FeN2O
  59. Crystal structure of methyl 1-(2-(fluorosulfonyl)ethyl)-2-oxocyclopentanecarboxylate, C9H13FO5S
  60. Crystal structure of the triclinic modification of 1-methyl-4-nitroimidzole, C4H5N3O2
  61. Corrigendum
  62. Crystal structure of 4-bromo-2-(1H-pyrazol-3-yl)phenol, C9H7BrN2O
Heruntergeladen am 30.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2016-0339/html
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