Startseite Naturwissenschaften Synthesis and crystal structure of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, C18H16BrN3O2S
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Synthesis and crystal structure of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, C18H16BrN3O2S

  • Yuan Xian-Zhu , Qiu Ting-Qun , Li Yan-Hua , Guo Jin EMAIL logo und Yi Zhi-Qiang ORCID logo EMAIL logo
Veröffentlicht/Copyright: 7. August 2024
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 239 Heft 5

Abstract

C18H16BrN3O2S, triclinic, P1̄ (no. 2), a = 11.5820(4) Å, b = 12.0492(4) Å, c = 14.3048(5) Å, α = 73.673(3)°, β = 88.190(3)°, γ = 72.686(3)°, V = 1826.02(12) Å3, Z = 4, R gt (F) = 0.0580, wRref (F 2) = 0.1565, T = 296(2) K.

CCDC no.: 2374461

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: Colorless platelet
Size: 0.22 × 0.15 × 0.12 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 2.38 mm−1
Diffractometer, scan mode: Multiwire proportional, φ and ω
θ max, completeness: 25.0°, >99 %
N(hkl)measured, N(hkl)unique, R int: 19,974, 6,421, 0.038
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 4,199
N(param)refined: 451
Programs: Bruker, 1 SHELX, 2 , 3 Diamond 4
Table 2:

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

Atom x y z U iso*/U eq
Br1 0.85099 (5) 0.69458 (6) 0.47856 (5) 0.0696 (2)
Br2 1.65220 (7) −0.05384 (7) 0.11585 (5) 0.0923 (3)
S1 1.29257 (12) 0.57124 (13) 0.31533 (10) 0.0578 (4)
S2 1.92178 (14) 0.22632 (13) −0.09661 (10) 0.0631 (4)
O1 1.2991 (4) 0.3082 (4) 0.3375 (3) 0.0839 (13)
O2 1.3269 (4) 0.3224 (3) 0.1791 (3) 0.0717 (11)
O3 1.8655 (5) 0.4044 (5) 0.0260 (4) 0.118 (2)
O4 2.0390 (4) 0.3136 (4) 0.1130 (3) 0.0807 (12)
N1 1.0823 (3) 0.6456 (3) 0.4003 (3) 0.0403 (9)
N2 0.9482 (4) 0.6001 (4) 0.3238 (3) 0.0547 (11)
N3 1.0610 (4) 0.5662 (4) 0.2836 (3) 0.0542 (11)
N4 1.7766 (4) 0.0955 (4) −0.0060 (3) 0.0502 (10)
N5 1.8518 (4) 0.0196 (4) 0.1464 (3) 0.0661 (13)
N6 1.9232 (4) 0.0884 (4) 0.0929 (3) 0.0624 (12)
C1 1.3831 (7) 0.8593 (9) 0.6671 (6) 0.115 (3)
H1A 1.384429 0.931709 0.683571 0.139*
H1B 1.437161 0.839139 0.617145 0.139*
C2 1.3639 (7) 0.7578 (7) 0.7465 (5) 0.097 (2)
H2A 1.405834 0.675732 0.744817 0.116*
H2B 1.353058 0.768381 0.811298 0.116*
C3 1.2685 (5) 0.8328 (5) 0.6701 (4) 0.0639 (15)
H3 1.202443 0.890637 0.692049 0.077*
C4 1.2278 (4) 0.7821 (4) 0.5969 (3) 0.0448 (12)
C5 1.1714 (4) 0.8634 (4) 0.5055 (3) 0.0385 (10)
C6 1.1608 (4) 0.9878 (4) 0.4788 (4) 0.0497 (12)
H6 1.192726 1.018675 0.521190 0.060*
C7 1.1049 (5) 1.0636 (4) 0.3926 (4) 0.0555 (14)
H7 1.098763 1.145588 0.376766 0.067*
C8 1.0564 (4) 1.0200 (4) 0.3273 (4) 0.0483 (12)
H8 1.018103 1.072903 0.268479 0.058*
C9 1.0651 (4) 0.9000 (4) 0.3497 (3) 0.0400 (11)
H9 1.032442 0.871681 0.305857 0.048*
C10 1.1231 (4) 0.8182 (4) 0.4385 (3) 0.0348 (10)
C11 1.1339 (4) 0.6930 (4) 0.4660 (3) 0.0381 (10)
C12 1.1898 (5) 0.6169 (5) 0.5512 (4) 0.0542 (13)
H12 1.196759 0.534816 0.566611 0.065*
C13 1.2376 (5) 0.6620 (5) 0.6170 (4) 0.0562 (14)
H13 1.276632 0.608680 0.675422 0.067*
C14 0.9651 (4) 0.6455 (4) 0.3928 (3) 0.0455 (12)
C15 1.1374 (4) 0.5938 (4) 0.3313 (3) 0.0434 (11)
C16 1.3093 (5) 0.4961 (5) 0.2216 (4) 0.0618 (14)
H16A 1.243420 0.540556 0.172520 0.074*
H16B 1.384268 0.499683 0.190556 0.074*
C17 1.3104 (5) 0.3654 (5) 0.2556 (4) 0.0587 (14)
C18 1.3321 (6) 0.1966 (5) 0.1963 (6) 0.093 (2)
H18A 1.344304 0.175459 0.136089 0.139*
H18B 1.398074 0.145882 0.242570 0.139*
H18C 1.257468 0.185218 0.221692 0.139*
C19 1.4901 (7) 0.2985 (9) −0.4410 (4) 0.104 (3)
H19A 1.423724 0.361120 −0.482204 0.125*
H19B 1.566146 0.317293 −0.444200 0.125*
C20 1.4952 (6) 0.1724 (9) −0.4276 (5) 0.104 (3)
H20A 1.574434 0.113229 −0.422357 0.124*
H20B 1.431980 0.157067 −0.460370 0.124*
C21 1.4611 (5) 0.2271 (5) −0.3463 (4) 0.0593 (14)
H21 1.374588 0.247099 −0.334202 0.071*
C22 1.5433 (4) 0.1932 (4) −0.2572 (3) 0.0462 (12)
C23 1.6523 (4) 0.1064 (5) −0.2446 (4) 0.0519 (13)
H23 1.676351 0.066866 −0.292428 0.062*
C24 1.7294 (4) 0.0748 (4) −0.1619 (3) 0.0479 (12)
H24 1.803516 0.014971 −0.155392 0.058*
C25 1.6967 (4) 0.1307 (4) −0.0918 (3) 0.0435 (11)
C26 1.5859 (5) 0.2244 (4) −0.1003 (3) 0.0486 (12)
C27 1.5521 (6) 0.2886 (5) −0.0296 (4) 0.0678 (16)
H27 1.603812 0.270458 0.024682 0.081*
C28 1.4432 (6) 0.3775 (6) −0.0413 (5) 0.083 (2)
H28 1.420455 0.417751 0.006217 0.100*
C29 1.3670 (6) 0.4081 (6) −0.1222 (5) 0.083 (2)
H29 1.293641 0.469059 −0.128989 0.099*
C30 1.3976 (5) 0.3503 (5) −0.1923 (4) 0.0660 (16)
H30 1.345147 0.372983 −0.246850 0.079*
C31 1.5084 (4) 0.2559 (4) −0.1840 (3) 0.0467 (12)
C32 1.7686 (5) 0.0260 (5) 0.0850 (4) 0.0554 (13)
C33 1.8753 (5) 0.1321 (4) 0.0026 (3) 0.0489 (12)
C34 2.0253 (5) 0.2659 (5) −0.0326 (4) 0.0663 (15)
H34A 2.085713 0.192396 0.003863 0.080*
H34B 2.066765 0.313856 −0.079473 0.080*
C35 1.9647 (6) 0.3372 (5) 0.0373 (5) 0.0665 (16)
C36 1.9926 (7) 0.3760 (6) 0.1853 (5) 0.104 (3)
H36A 2.053495 0.352615 0.237062 0.156*
H36B 1.971436 0.462017 0.155679 0.156*
H36C 1.922060 0.354962 0.211324 0.156*

1 Source of materials

The methyl 2-{[4-(4-cyclopropyl-1-naphthyl)-4H-1,2,4-triazole-3-yl]thio}acetate (40.0 g, 0.113 mol) was dissolved in 360 mL of dry dichloromethane at room temperature, and stirred evenly. Then, carbonyldiimidazole (0.92 g, 5.67 mmol) was added in batches, and the mixture was stirred for 30 min. Cooling to 0 °C, adding N-bromosuccinimide (22.2 g, 0.125 mol) in batches, and controlling the temperature to 0 °C for 40 min. The reaction was monitored by TLC. After the reaction, 300 mL of 10 % sodium sulfite aqueous solution was added and stirred for 1 h. Separate the organic layer, wash it once with 200 mL water and 200 mL saturated sodium chloride solution respectively, and dry the organic layer with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain a brownish yellow oil. Using ethyl acetate as eluent, the product was separated by rapid column chromatography, and the solvent was evaporated under reduced pressure to obtain light yellow solid product (35.9 g) with a yield of 73.5 %.

2 Experimental details

All H atoms were included in calculated positions and refined as riding atoms, with C–H = 0.90–0.97 Å with U iso(H) = 1.5 U eq(C) for methyl H atoms and 1.2 U eq(C) for all other H atoms.

3 Comment

Lesinurad sodium was first developed by Aread Biosciences and then continued to be developed by Astra Zeneca. 5 Lesinurad sodium, whose chemical name is 2-{[5-bromo-4-(4-cyclopropylnaphthalene-1-yl)-4h-1,2,4-triazol-3-yl]thio}acetic acid, is the first inhibitor of uric acid selective reabsorption transporter-1(URAT1). Lesinurad sodium is mainly used for treating hyperuricemia related to gout in combination with xanthine oxidase inhibitors (such as allopurinol and febuxostat). 6 , 7 , 8 The optimization of the process of lesinurad sodium and its derivatives has attracted extensive attention of researchers. 9 , 10 , 11 In order to make it more suitable for industrial production, we have been devoted to its synthesis and process optimization of lesinurad sodium. Recently, we reported the synthesis and crystal structures of two intermediates of lesinurad sodium. 12 , 13 Herein we reveal the synthesis and crystal structure of the key intermediate of lesinurad sodium methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate.

In the molecules of the title structure, both bond lengths and angles are very similar to those given in the literature. 12 , 13 , 14 In the asymmetric unit of the title compound, there are two molecules, molecule A and molecule B. In molecule A, the dihedral angles formed by the naphthalene ring plane, the 1,2,4-triazole plane and the cyclopropyl group plane are 51.7(4)°, are 69.7(4)°, 79.3(2)° and 63.5(1)°, respectively. The torsion angles of N1–C15–S1–C16, C15–S1–C16–C17, S1–C16–C17–O2, C16–C17–O2–C18, N4–C33–S2–C34, C33–S2–C34–C35, S2–C34–C35–O4 and C34–C35–O4–C36 are 177.4°, −75.6°, −178.1°, 179.3°, 167.2°, −64.2°, 148.8° and 179.8°, respectively. Intermolecular C–H⋯S hydrogen bonds connect two adjacent the title structures into a dimer. Dimers are further stabilized in the stacking structure by π–π stacking.

Corresponding authors: Guo Jin, School of Chemistry and Chemical Engineering, Jinggangshan Univeristy, Ji’an, Jiangxi, 343709, People’s Republic of China, E-mail: and Yi Zhi-Qiang, Ji’an Central People’s Hospital, Ji’an, Jiangxi, 343700, People’s Republic of China, E-mail:

Acknowledgments

X-ray data were collected at Instrumental Analysis Center Nanchang Hangkong University, Nanchang, 330063, People’s Republic of China.

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

  2. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

  3. Research funding: This research was supported by the National Natural Science Foundation of China (22168018), the Science and Technology Plan Project of Ji’an (20233–043995).

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Received: 2024-06-19
Accepted: 2024-07-30
Published Online: 2024-08-07
Published in Print: 2024-10-28

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

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

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  45. Crystal structure of 4-chlorobenzyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H19ClO3
  46. Crystal structure of 1-(5-(benzo[d][1,3]dioxol-5-yl)-4-benzyl-1-(4-bromophenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethan-1-one, C24H20BrN3O3
  47. The crystal structure of (Z)-3′-(2-(1-(3,4-dimethyl-phenyl)-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene)hydrazinyl)-2′-hydroxy-[1,1′-biphenyl]-3-carboxylicacid ─ methanol (1/1), C26H26N4O5
  48. Crystal structure of (S)-1-phenylpropan-1-aminium (S)-(1-phenylpropyl)carbamate C19H26N2O2
  49. Synthesis and crystal structure of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, C18H16BrN3O2S
  50. The crystal structure of trichlorobis(pyridine-2,6-dithio-κS-carbomethylamido)antimony(III), [SbCl3(C9H11N3S2)2]
  51. Crystal structure of 1,8-dihydroxy-3-{[(triphenylstannyl)oxy]carbonyl} anthracene-9,10-dione, C33H22O6Sn
  52. The crystal structure of (E)-4-(2-(pyridin-4-ylmethylene)hydrazine-1-carbonyl)pyridin-1-ium-2-olate dihydrate, C12H14N4O4
  53. The crystal structure of 6-amino-pyridinium-2-carboxylate, C6H6N2O2
  54. The crystal structure of catena-poly[aqua-nitrato-κ3O,O:O′′-(1,10-phenanthroline-κ2N,N′)sodium(I)], C24H18N6O7Na2
  55. Retractions
  56. Retraction of: Crystal structure of bis[diaquaisonicotinatosamarium(III)]-µ-isonicotinato-[diisonicotinatocopper(II)], CuSm2(C6H4NO2)8(H2O)4
  57. Retraction of: Crystal structure of aqua(2,2′-bipyridine-k 2 N:N′)(nitrato)-(4-aminobenzoato)cadmium(II) nitrate, [Cd(H2O)(NO3)(C10H8N2)(C7H7NO2)][NO3]
https://doi.org/10.1515/ncrs-2024-0253
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Artikel in diesem Heft

  1. Frontmatter
  2. Editorial
  3. Editorial 2024 – New developments and changes of Zeitschrift für Kristallographie – New Crystal Structures
  4. New Crystal Structures
  5. Hydrogen bonding and π⋅⋅⋅halogen interactions in the crystal structure of bis(theophyllinium) hexachloridoplatinate(IV) monohydrate
  6. The crystal structure of 6-amino-2-carboxypyridin-1-ium perchlorate, C6H7ClN2O6
  7. Crystal structure of poly[(μ4-(3-amino-1H-1,2,4-triazol-1-yl)benzene-1,3-dicarboxylato-κ 4 N:O:O':O')(1-methylpyrroldin-2-one-κ1O)dicopper(II)] – 1-methylpyrroldin-2-one (1/3), C40H48Cu2N12O12
  8. The crystal structure of 18-crown-6-k6O6(2,4,5-trinitroimidazol-1-ido-k1O)potassium(I)
  9. Crystal structure of poly[tetraaqua-bis(μ2-5-bromoisophthalato-κ3O,O′:O″)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)dicadmium(II)] dihydrate
  10. Crystal structure of (5R,6S,E)-5-acetoxy-2-methyl-6-((2aR,3R,5aS,5bS,11aR,12aS)-2a,5a,8,8-tetramethyl-9-oxotetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthren-3-yl)hept-2-enoic acid, C32H48O5
  11. The crystal structure of poly[diaqua-bis(μ2 -thiocyanato-κ2N:O)cobalt(II) monohydrate
  12. The crystal structure of 1,3,5-tri(1H-imidazol-1-yl)benzene–2,3,5,6-tetrachlorobenzene-1,4-dicarboxylic acid (1/1)
  13. Crystal structure of dichlorido-bis(1-[(2-ethyl-benzimidazole-1-yl)methyl]-1H–benzotriazole) cadmium(II), C32H32CdN10OCl2
  14. The crystal structure of N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-3-methoxy-N,2-dimethylbenzohydrazide, C23H30N2O3
  15. Crystal stucture of 3-benzamido-N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-2-fluorobenzamide
  16. Crystal structure of bis(μ-benzeneselenolato)-(tetracarbonyl)-{μ-[N-(diphenylphosphanyl)-N-(3-ethynylphenyl)-P,P-diphenylphosphinous amide]} diiron, C48H35Fe2NO4P2Se2
  17. The crystal structure of 2′-(p-tolyl)-4′H-spiro[isochromane-1,1′-naphthalene]-3,4′-dione, C25H18O3
  18. The crystal structure of poly[hexaqua-tetrakis(μ4-pyridine-2,4-dicarboxylate-κ5N: O: O′: O″: O‴)-bi(μ2-pyridine-2,4-dicarboxylate-κ3N: O: O′)-digadolinium(III)tricopper (II)], [Gd2Cu3(C7H3NO4)6(H2O)6] n
  19. Crystal structure of poly[bis(4-(4-(pyridin-4-yl)phenyl)pyridin-1-ium-κ1N)-(μ4-benzene-1,2,4,5-tetracarboxylato-κ5O:O′: O″:O‴:O⁗)-(μ2-2,5-dicarboxyterephthalato-κ2O:O′)dizinc(II)], C52H32N4O16Zn2
  20. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 2-carboxy-6-nitrobenzoate monohydrate, C24H25FN4O10
  21. Crystal structure of dichlorido-(1-((3,5-dimethyl-2,3-dihydro-1H-1,2,3-triazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-k1N)zinc(II), C22H24ZnN12Cl2
  22. The crystal structure of (3-chlorothiophene-2-carboxylato-κ2O, O′)-(2,2′-dipyridyl-κ2N,N′)lead(II), C20H12Cl2N2O4S2Pb
  23. Synthesis and crystal structure of (Z)-4-((1-(3-fluorophenyl)-1H-1,2,3-triazol-4-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, C19H14FN5O
  24. The crystal structure of the coordination compound catena-poly[(18-crown-6-ether-κ6O6)(4,5-dinitroimidazolato-κ1O)potassium(I)]
  25. Crystal structure of 7-(diethylamino)-3-(trifluoroacetyl)-2H-chromen-2-one, C15H14F3NO3
  26. Crystal structure of dichlorido-1-[(2-ethylimidazole-1-yl)methyl]-1H–benzotriazole κ1N zinc(II), C24H26ZnN10Cl2
  27. Crystal and molecular structure of 5-bromopyridine-2,3-diamine
  28. Crystal structure of catena-poly[bis(μ2-1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-k3-O,O′:O″)hexaqua-dicobalt tetrahydrate], C26H36N4O20Co2
  29. Crystal structure of thiocyanate-κ1N-bis(μ1-2,6-diformyl-4-methylphenol oxime-κ2N,O)-manganese(III) acetonitrile solvate, C21H21MnN6O6S
  30. The crystal structure of pyrrolidin-1-yl pivalate, C9H13NO4
  31. The crystal structure of 2,2′-(2,2-diphenylethene-1,1-diyl)bis(1,4-dimethoxybenzene), C30H28O4
  32. Crystal structure of bis(benzyltrimethylammonium) tetrathiotungstate(VI), {(C6H5CH2)(CH3)3N}2[WS4]
  33. The crystal structure of ethyl (Z)-2-(ethoxymethylene)-3-oxobutanoate, C9H14O4
  34. The crystal structure of (E)-6-bromo-3,5-dimethyl-2-(1-phenylprop-1-en-2-yl)-3Himidazo[4,5b]pyridine, C17H16BrN3
  35. Crystal structure of (3S,3′S,4R,4′S)-3′-(furan-3-yl)-3-hydroxy-4′-methyl-3,5,6′,7′-tetrahydro-1H,3′H-4,5′-spirobi[isobenzofuran]-1,1′(4′H)-dione-methanol (1/1), C21H22O7
  36. Cocrystal structure of progesterone-isophthalic acid, C25H33O4
  37. The crystal structure of 3-(6-fluoro-1H-indol-3-yl)-1-methylquinoxalin-2(1H)-one, C17H12FN3O
  38. Crystal structure of S-(4-carboxybutyl)- l -cysteine
  39. The cocrystal of 2,2′-(hydrazine-1,1-diyl)bis(1H-imidazole-4,5-dicarbonitrile)– methanol (2/3)
  40. Crystal structure of (1′R,2′S,4′R,6′S)-4,6-dihydroxy-1′,8′,8′-trimethyl-3-(3-methylbutanoyl)-4′,8′,6′,1′,7,2′-hexahydro-1H-4′,6′-methanoxanthene-8-carbaldehyde, C23H30O5
  41. Crystal structure of (3,6-di(2-pyridyl)-4-methylphenyl pyridazine-k 2 N,N′)-bis(1-phenyl-pyrazole-κ 2 C,N) iridium(III) hexafluorophosphate, C39H29F6IrN8P
  42. Crystal structure of 1,5-bis[(E)-1-(2-hydroxyphenyl)ethylidene]thiocarbonohydrazide dimethyl sulfoxide monosolvate, C17H18N4O2S·C2H6OS
  43. Crystal structure of (S)-4-(2-(4-(2-acetyl-5-chlorophenyl)-3-methoxy-6-oxopyridazin-1(6H)-yl)-3-phenylpropanamido)benzoic acid monohydrate, C29H26ClN3O7
  44. The crystal structure of 1,3-bis(2,4-dinitro-1H-imidazol-1-yl)propane
  45. Crystal structure of 4-chlorobenzyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H19ClO3
  46. Crystal structure of 1-(5-(benzo[d][1,3]dioxol-5-yl)-4-benzyl-1-(4-bromophenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethan-1-one, C24H20BrN3O3
  47. The crystal structure of (Z)-3′-(2-(1-(3,4-dimethyl-phenyl)-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene)hydrazinyl)-2′-hydroxy-[1,1′-biphenyl]-3-carboxylicacid ─ methanol (1/1), C26H26N4O5
  48. Crystal structure of (S)-1-phenylpropan-1-aminium (S)-(1-phenylpropyl)carbamate C19H26N2O2
  49. Synthesis and crystal structure of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, C18H16BrN3O2S
  50. The crystal structure of trichlorobis(pyridine-2,6-dithio-κS-carbomethylamido)antimony(III), [SbCl3(C9H11N3S2)2]
  51. Crystal structure of 1,8-dihydroxy-3-{[(triphenylstannyl)oxy]carbonyl} anthracene-9,10-dione, C33H22O6Sn
  52. The crystal structure of (E)-4-(2-(pyridin-4-ylmethylene)hydrazine-1-carbonyl)pyridin-1-ium-2-olate dihydrate, C12H14N4O4
  53. The crystal structure of 6-amino-pyridinium-2-carboxylate, C6H6N2O2
  54. The crystal structure of catena-poly[aqua-nitrato-κ3O,O:O′′-(1,10-phenanthroline-κ2N,N′)sodium(I)], C24H18N6O7Na2
  55. Retractions
  56. Retraction of: Crystal structure of bis[diaquaisonicotinatosamarium(III)]-µ-isonicotinato-[diisonicotinatocopper(II)], CuSm2(C6H4NO2)8(H2O)4
  57. Retraction of: Crystal structure of aqua(2,2′-bipyridine-k 2 N:N′)(nitrato)-(4-aminobenzoato)cadmium(II) nitrate, [Cd(H2O)(NO3)(C10H8N2)(C7H7NO2)][NO3]
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Heruntergeladen am 21.12.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0253/html
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