Startseite Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
Artikel Open Access

Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5

  • Ayesha Jacobs ORCID logo EMAIL logo und Marie-Louise Tangouna Liambo Bissa
Veröffentlicht/Copyright: 10. Oktober 2024
Artikel downloaden (PDF)
Veröffentlichen auch Sie bei De Gruyter Brill
Manuskript einreichen Informationen für Autor*innen
Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 239 Heft 6

Abstract

C18H17NO5, orthorhombic, P212121 (no. 19), a = 4.6793(9) Å, b = 18.118(4) Å, c = 18.380(4) Å, V = 1,558.2(5) Å3, Z = 4, R gt (F) = 0.0448, wR ref (F 2) = 0.1246, T = 173(2) K.

CCDC no.: 2384600

Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Colourless needle
Size: 0.24 × 0.11 × 0.09 mm
Wavelength:

μ:		 Mo Kα radiation (0.71073 Å)

0.10 mm−1
Diffractometer, scan mode:

θ max, completeness:		 Bruker Kappa Duo Apex II,

27.6°, >99 %
N(hkl)measured, N(hkl)unique, R int: 21,208, 3,605, 0.060
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 2,887
N(param)refined: 227
Programs: Bruker, 1 , 2 X-Seed, 3 SHELX 4 , 5
Table 2:

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

Atom x y z U iso*/U eq
C1 −0.1975 (6) 0.64458 (15) 0.63362 (14) 0.0259 (6)
H1 −0.118021 0.692736 0.630527 0.031*
C2 −0.4050 (6) 0.62778 (14) 0.68516 (14) 0.0253 (6)
C3 −0.5242 (6) 0.55714 (15) 0.69102 (14) 0.0261 (6)
H3 −0.664881 0.546774 0.726852 0.031*
C4 −0.4332 (6) 0.50291 (14) 0.64375 (14) 0.0247 (6)
C5 −0.1295 (6) 0.46294 (14) 0.53830 (14) 0.0255 (6)
C6 0.0764 (6) 0.48697 (15) 0.48587 (14) 0.0271 (6)
H6 0.142710 0.453092 0.450207 0.032*
C7 0.1795 (6) 0.55703 (15) 0.48586 (14) 0.0239 (6)
O8 0.0938 (4) 0.60773 (10) 0.53615 (9) 0.0248 (4)
C9 −0.1103 (6) 0.58916 (14) 0.58707 (13) 0.0214 (5)
C10 −0.2232 (6) 0.51760 (15) 0.59008 (14) 0.0228 (5)
O11 −0.4904 (5) 0.68329 (11) 0.72941 (11) 0.0350 (5)
H11 −0.618 (9) 0.668 (2) 0.766 (2) 0.053 (11)*
O12 −0.5477 (5) 0.43424 (11) 0.64819 (11) 0.0345 (5)
H12 −0.465 (10) 0.410 (2) 0.610 (2) 0.059 (12)*
O13 −0.2280 (5) 0.39774 (10) 0.53903 (11) 0.0341 (5)
C14 0.3910 (6) 0.58683 (15) 0.43465 (14) 0.0251 (6)
C15 0.5190 (6) 0.65539 (15) 0.44609 (13) 0.0277 (6)
H15 0.466194 0.684041 0.487239 0.033*
C16 0.7226 (6) 0.68217 (18) 0.39799 (16) 0.0337 (7)
H16 0.810140 0.728618 0.406844 0.040*
C17 0.7988 (7) 0.64177 (19) 0.33733 (16) 0.0374 (7)
H17 0.939299 0.660114 0.304707 0.045*
C18 0.6687 (7) 0.57413 (19) 0.32429 (17) 0.0408 (8)
H18 0.718657 0.546591 0.282179 0.049*
C19 0.4663 (7) 0.54646 (17) 0.37234 (14) 0.0345 (7)
H19 0.378661 0.500121 0.363029 0.041*
C20 −1.3104 (7) 0.76011 (18) 0.92577 (16) 0.0346 (7)
H20A −1.342695 0.722309 0.963015 0.052*
H20B −1.490483 0.770621 0.900585 0.052*
H20C −1.239535 0.805292 0.948869 0.052*
N21 −1.1004 (5) 0.73353 (13) 0.87355 (12) 0.0285 (5)
C22 −1.0210 (8) 0.78346 (16) 0.81458 (16) 0.0344 (7)
H22A −0.879684 0.759399 0.783175 0.052*
H22C −0.938909 0.828695 0.835018 0.052*
H22B −1.191106 0.795797 0.785956 0.052*
C23 −1.0009 (7) 0.66530 (16) 0.87747 (15) 0.0354 (7)
H23 −1.073683 0.634978 0.915336 0.042*
O24 −0.8212 (6) 0.63729 (12) 0.83624 (13) 0.0484 (7)

1 Source of material

5,7-Dihydroxy-2-phenyl-4H-chromen-4-one was purchased from Sigma Aldrich and N,N-dimethylformamide (DMF) was obtained from Merck. 5,7-Dihydroxy-2-phenyl-4H-chromen-4-one (0.118 mmol, 0.03 g) was dissolved in 2.0 mL of DMF with heating. The solution was allowed to cool to room temperature. Needle crystals were obtained after 3 weeks of slow evaporation.

2 Experimental details

The hydroxyl hydrogen atoms were located in the difference electron density map and freely refined with isotropic temperature factors. The C–H atoms were geometrically constrained at 0.95 Å (for aromatic and 0.98 Å for methyl H atoms with U iso (H) = 1.2 for aromatic and U iso (H) = 1.5 U eq (C) for methyl H atoms).

3 Comment

5,7-Dihydroxy-2-phenyl-4H-chromen-4-one, more commonly known as chrysin is a flavanoid found in plants, honey and propolis. 6 The anti-oxidant, anti-inflammatory and other biological activities of chrysin and its derivatives have been reported. 7 The Cambridge Structural Database 8 contains eleven structures involving chrysin 9 , 10 , 11 , 12 , 13 , 14 with only one solvate. 15 The solubility of chrysin in several solvents including N,N-dimethylformamide has been studied. 16

The asymmetric unit contains one chrysin molecule and one N,N-dimethylformamide molecule both in general positions. The phenyl ring of chrysin is out of plane with the fused ring system and the torsion angle τ(C15–C14–C7–O8) is 10.1(3)°.

The structure is characterised by intramolecular O12–H12⋯O13 (H12⋅⋅⋅O13: 1.73(4) Å; O12⋅⋅⋅O13: 2.589(3) Å; O12–H12⋅⋅⋅O13 = 157(4)°) and intermolecular O11–H11⋯O24 (H11⋅⋅⋅O24: 1.70(4) Å; O11⋅⋅⋅O24: 2.636(3) Å; O11–H11⋅⋅⋅O24 = 175(4)°) hydrogen bonds. Furthermore, there are a few C–H⋯O contacts between chrysin and DMF. These include C19⋅⋅⋅O24: 3.462(4) Å, C20⋅⋅⋅O13: 3.542(4) Å, C22⋅⋅⋅O11: 3.451(4) Å and C23⋅⋅⋅O13: 3.425(4) Å. There are also π⋯π interactions between chrysin molecules with the shortest distance between the ring centroid of the phenyl ring (C14, C15, C16, C17, C18, C19) and that of the pyrone ring (C5, C6, C7, O8, C9, C10) of 3.6056(8) Å. The N,N-dimethylformamide molecules occupy channels parallel to [100].

Corresponding author: Ayesha Jacobs, Chemistry Department, Faculty of Applied Sciences, Cape Peninsula University of Technology, PO Box 1906, Bellville 7535, South Africa, E-mail:

Acknowledgments

We thank Sanelisiwe Mkhize for reproducing the crystallisation experiment.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Competing interests: The authors declare no conflicts of interest regarding this article.

  3. Research funding: The authors acknowledge the National Research Foundation (South Africa), grant number 81245 for funding.

References

1. Bruker. Apex2; Bruker AXS Inc.: Madison, WI, USA, 2005.Suche in Google Scholar

2. Bruker. SAINT-plus, Sadabs and Xprep; Bruker AXS Inc.: Madison, Wisconsin, USA, 2004.Suche in Google Scholar

3. Barbour, L. J. X–Seed–A Software Tool for Supramolecular Crystallography. Supramol. Chem. 2001, 1, 189–191; https://doi.org/10.1016/s1472-7862(02)00030-8.Suche in Google Scholar

4. Sheldrick, G. M. A Short History of Shelx. Acta Crystallogr. 2008, A64, 112–122; https://doi.org/10.1107/s0108767307043930.Suche in Google Scholar PubMed

5. Sheldrick, G. M. Crystal Structure Refinement with Shelxl. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Suche in Google Scholar PubMed PubMed Central

6. Mani, R.; Natesan, V. Chrysin: Sources, Beneficial Pharmacological Activities, and Molecular Mechanism of Action. Phytochemistry 2018, 145, 187–196; https://doi.org/10.1016/j.phytochem.2017.09.016.Suche in Google Scholar PubMed

7. Liu, Y.; Song, X.; He, J.; Zheng, X.; Wu, H. Synthetic Derivatives of Chrysin and their Biological Activities. Med. Chem. Res. 2014, 23, 555–563; https://doi.org/10.1007/s00044-013-0711-4.Suche in Google Scholar

8. Groom, C. R.; Bruno, I. J.; Lightfoot, M. P.; Ward, S. C. The Cambridge Structural Database. Acta Crystallogr. 2016, B72, 171–179; https://doi.org/10.1107/S2052520616003954.Suche in Google Scholar PubMed PubMed Central

9. He, H.; Huang, Y.; Zhang, Q.; Wang, J.-R.; Mei, X. Zwitterionic Cocrystals of Flavonoids and Proline: Solid–State Characterization, Pharmaceutical Properties, and Pharmacokinetic Performance. Cryst. Growth Des. 2016, 16, 2348–2356; https://doi.org/10.1021/acs.cgd.6b00142.Suche in Google Scholar

10. Halevas, E.; Mavroidi, B.; Antonoglou, O.; Hatzidimitriou, A.; Sagnou, M.; Pantazaki, A. A.; Litsardakis, G.; Pelecanou, M. Structurally Characterized Gallium-Chrysin Complexes with Anticancer Potential. Dalton Trans. 2020, 49, 2734–2746; https://doi.org/10.1039/c9dt04540f.Suche in Google Scholar PubMed

11. Chadha, R.; Bhalla, Y.; Nandan, A.; Chadha, K.; Karan, M. Chrysin Cocrystals: Characterization and Evaluation. J. Pharm. Biomed. Anal. 2017, 134, 361–371; https://doi.org/10.1016/j.jpba.2016.10.020.Suche in Google Scholar PubMed

12. Sa, R.; Zhang, Y.; Deng, Y.; Huang, Y.; Zhang, M.; Lou, B. Novel Salt Cocrystal of Chrysin with Berberine: Preparation, Characterization, and Oral Bioavailability. Cryst. Growth Des. 2018, 18, 4724–4730; https://doi.org/10.1021/acs.cgd.8b00696.Suche in Google Scholar

13. Pang, X.; Tao, Y.; Zhang, J.; Chen, H.; Sun, A.; Ren, G.; Yang, W.; Pan, Q. New Chrysin-Based Co-crystals: Synthesis, Characterization and Dissolution Studies. J. Mol. Struct. 2023, 1271, 134079; https://doi.org/10.1016/j.molstruc.2022.134079.Suche in Google Scholar

14. Zhang, Y.; Zhu, B.; Ji, W.-J.; Guo, C.-Y.; Hong, M.; Qi, M.-H.; Ren, G.-B. Insight into the Formation of Cocrystals of Flavonoids and 4,4′-Vinylenedipyridine: Heteromolecular Hydrogen Bonds, Molar Ratio, and Structural Analysis. Cryst. Growth Des. 2021, 21, 2720–2733; https://doi.org/10.1021/acs.cgd.0c01595.Suche in Google Scholar

15. Fronczek, F. R. CSD Communication (Private Communication), 2019.Suche in Google Scholar

16. Dong, X.; Cao, Y.; Wang, N.; Wang, P.; Li, M. Systematic Study on Solubility of Chrysin in Different Organic Solvents: The Synergistic Effect of Multiple Intermolecular Interactions on the Dissolution Process. J. Mol. Liq. 2021, 325, 115180; https://doi.org/10.1016/j.molliq.2020.115180.Suche in Google Scholar
Received: 2024-07-30
Accepted: 2024-09-17
Published Online: 2024-10-10
Published in Print: 2024-12-17

© 2024 the author(s), published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
  4. Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
  5. Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
  6. The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
  7. The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
  8. Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
  9. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
  10. The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
  11. The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  12. The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
  13. The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
  14. Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
  15. The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
  16. The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
  17. Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
  18. Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
  19. Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
  20. The crystal structure of alogliptinium meta-chlorobenzoate
  21. Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
  22. The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
  23. Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
  24. The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
  25. Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
  26. The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
  27. The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
  28. Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
  29. The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
  30. Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
  31. The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
  32. The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
  33. The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
  34. The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
  35. The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
  36. The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
  37. Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
  38. Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
  39. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
  40. Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
  41. Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
  42. Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
  43. The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
  44. Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
https://doi.org/10.1515/ncrs-2024-0325
Creative Commons
BY 4.0

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
  4. Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
  5. Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
  6. The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
  7. The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
  8. Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
  9. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
  10. The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
  11. The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  12. The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
  13. The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
  14. Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
  15. The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
  16. The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
  17. Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
  18. Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
  19. Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
  20. The crystal structure of alogliptinium meta-chlorobenzoate
  21. Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
  22. The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
  23. Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
  24. The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
  25. Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
  26. The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
  27. The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
  28. Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
  29. The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
  30. Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
  31. The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
  32. The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
  33. The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
  34. The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
  35. The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
  36. The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
  37. Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
  38. Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
  39. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
  40. Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
  41. Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
  42. Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
  43. The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
  44. Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
Jetzt anmelden und 20% sparen
Institutioneller Zugang
Wie funktioniert Authentifizierung?
Haben Sie eine Idee, wie wir unsere Website verbessern können?
Bitte schreiben Sie uns.
© 2025 De Gruyter Brill
Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0325/html
Button zum nach oben scrollen