Startseite Crystal structure of 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde, C16H9BrINO2
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Crystal structure of 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde, C16H9BrINO2

  • Yue Zhang , Qian-Qian Tang , Jia-Cheng Yuan , Cheng-Sheng Sheng und Wei Cong ORCID logo EMAIL logo
Veröffentlicht/Copyright: 23. November 2023
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 239 Heft 1

Abstract

C16H9BrINO2, triclinic, P1̄ (no. 2), a = 7.9305(12) Å, b = 8.2051(10) Å, c = 11.3141(13) Å, α = 85.384(10)°, β = 85.619(11)°, γ = 87.745(11)°, V = 731.27(17) Å3, Z = 2, R gt (F) = 0.0397, wR ref (F2) = 0.0819, T = 293(2) K.

CCDC no.: 2307524

The crystal structure is shown in figure. Displacement ellipsoids are drawn at the 30 % probability level.

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: Colourless block
Size: 0.12 × 0.12 × 0.10 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 4.92 mm−1
Diffractometer, scan mode: SuperNova
θmax, completeness: 25.5°, >99 %
N(hkl)measured, N(hkl)unique, Rint: 4755, 2717, 0.036
Criterion for Iobs, N(hkl)gt: Iobs > 2σ(Iobs), 2200
N(param)refined: 190
Programs: CrysAlisPRO [1], SHELX [2, 3]
Table 2:

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

Atom x y z Uiso*/Ueq
Br1 0.05770 (8) 1.02515 (6) −0.29452 (4) 0.05150 (19)
C1 0.0500 (6) 0.5766 (5) 0.1885 (4) 0.0300 (11)
H1 0.025356 0.500060 0.251976 0.036*
C2 −0.0571 (6) 0.6251 (5) 0.1056 (4) 0.0302 (11)
C3 0.0323 (6) 0.7413 (5) 0.0206 (4) 0.0286 (11)
C4 −0.0112 (6) 0.8206 (5) −0.0863 (4) 0.0321 (11)
H4 −0.116270 0.810052 −0.115700 0.039*
C5 0.1117 (7) 0.9157 (6) −0.1458 (4) 0.0367 (13)
C6 0.2685 (7) 0.9356 (6) −0.1062 (4) 0.0402 (13)
H6 0.345888 1.001913 −0.151113 0.048*
C7 0.3110 (6) 0.8570 (6) 0.0002 (4) 0.0365 (12)
H7 0.415877 0.869423 0.029352 0.044*
C8 0.1899 (6) 0.7584 (5) 0.0622 (4) 0.0288 (11)
C9 0.3337 (6) 0.6401 (6) 0.2417 (4) 0.0351 (12)
C10 0.3341 (6) 0.4842 (6) 0.3209 (4) 0.0349 (12)
C11 0.2931 (6) 0.4771 (6) 0.4414 (4) 0.0350 (12)
C12 0.3017 (6) 0.3305 (6) 0.5105 (5) 0.0429 (14)
H12 0.277281 0.327927 0.592369 0.052*
C13 0.3461 (7) 0.1908 (7) 0.4581 (5) 0.0535 (16)
H13 0.351017 0.091751 0.504058 0.064*
C14 0.3846 (7) 0.1950 (7) 0.3348 (6) 0.0545 (16)
H14 0.410481 0.096925 0.300456 0.065*
C15 0.3855 (6) 0.3344 (6) 0.2643 (5) 0.0405 (13)
H15 0.417242 0.335755 0.183438 0.049*
C16 −0.2265 (7) 0.5685 (6) 0.1017 (5) 0.0407 (13)
H16 −0.264836 0.491862 0.161812 0.049*
I1 0.20158 (4) 0.68494 (4) 0.52463 (3) 0.04539 (15)
N1 0.2014 (5) 0.6546 (4) 0.1677 (3) 0.0286 (9)
O1 0.4414 (5) 0.7402 (5) 0.2382 (3) 0.0526 (10)
O2 −0.3220 (5) 0.6123 (5) 0.0271 (4) 0.0565 (11)

1 Source of material

The title compound 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde was prepared from 5-bromo-1H-indole-3-formaldehyde through N-acylation reaction. In a dry 25 mL flask, sodium hydride (0.24 g, 6 mmol) was suspended in anhydrous N,N-dimethylformamide (DMF, 3 mL) and stirred in an ice water bath for 2 min. Then, a solution composed of 5-methoxy-1H-indole-3-formaldehyde (0.26 g, 1.5 mmol) and anhydrous DMF (2 mL) was dropped into the reaction solution and continued to stir for 5 min. Subsequently, 2-iodobenzoyl chloride (0.72 g, 2.7 mmol) dissolved in anhydrous DMF (2 mL) was added dropwise to the reaction solution. After addition, the reaction solution was slowly rose to room temperature and continued stirring for 2 h. Thin-layer chromatography (UV, 254 nm) was used to detect the reaction process. The crude product was dispersed and washed with petroleum ether/ethyl acetate (2:1, v/v) to obtain a pure product (0.35 g, yield 54.3 %). Single crystals were obtained from n-hexane/ethyl acetate (6:1, v/v) solution.

2 Experimental details

The H atoms were placed in idealized positions and treated as riding on their parent atoms, d (C–H) = 0.93 Å (aromatic), Uiso (H) = 1.2Ueq (C).

3 Comment

Nitrogen-containing aromatic heterocycles are common structural fragments in many natural products and drug molecules, and are also useful molecular building blocks in organic synthesis [4, 5]. Among them, indole has attracted much attention due to its unique organic chemical characteristics and biological activities [6, 7]. The most classic reactions of indole included electrophilic reactions at the C(3) position and alkylation or acylation reactions at the N(1) position [8]. Meanwhile, in recent decades, the cross-coupling reactions of indole became a more popular research field [9]. Especially at the C(2) and C(3) positions of indole, due to its high reactivity, it could efficiently couple with olefins or aromatic hydrocarbons to generate a variety of products [10]. In addition, compounds containing indole fragments also exhibited important biological activity. For example, the endogenous active substance 5-hydroxytryptamine, the anti-inflammatory drug indomethacin, and the anti-tumor drug osimertinib contained indole fragments all [11]. On the basis of previous research on the synthesis methodology and pharmaceutical chemistry of indole derivatives, we designed and synthesized a series of compounds with N-acyl indole structures, which could serve as key intermediates for synthesizing other anti-inflammatory or anti-tumor active molecules [12].

Single-crystal structure analysis reveals that there is one molecule in the asymmetric unit (cf. figure). Bond lengths and angles are within a reasonable range [13], [14], [15]. The 5-bromoindole part and iodobenzene part are bridged by a carbonyl group. There is a significant conjugation effect between the carbonyl group and N(1) atom in this molecule, resulting in a significantly shortened bond length for C(9)–N(1) (1.388(6) Å), which is similar to the C–N bonds within the indole ring (1.378(6) Å for C(1)–N(1) and 1.416(6) Å for C(8)–N(1), respectively). The torsion angles of O(1)–C(9)–C(10)–C(11) and O(1)–C(9)–C(10)–C(15) are 75.0(7)° and −103.6(6)° respectively, indicating that the iodobenzene ring and carbonyl group are close to perpendicular. In contrast, the indole ring and carbonyl group are approximately coplanar, because the torsion angles of O(1)–C(9)–N(1)–C(1) and O(1)–C(9)–N(1)–C(8) are −159.3(5)° and 16.1(7)° respectively. In summary, due to the steric hindrance of carbonyl group and iodine atom of this molecule, the indole and iodobenzene rings are not only non-coplanar but nearly perpendicular, with a dihedral angle of approximately 84.7(3)° between them. Moreover, functional groups such as aldehyde, bromine, and iodine provide a wide range of possibilities for this molecule to serve as a key intermediate in the synthesis active compounds.

Corresponding author: Wei Cong, School of Pharmacy, The Key Laboratory of Prescription Effect and Clinical Evaluation of State Administration of Traditional Chinese Medicine of China, Binzhou Medical University, Yantai, 264003, P.R. China, E-mail:

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

  2. Research funding: National Science Foundation of China (No. 21702018), a Key Research and Development Program of Shandong Province (No. 2019GSF108031).

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

References

1. Rigaku, O. D. CrysAlisPRO; Rigaku Oxford Diffraction Ltd: Yarnton, Oxfordshire, England, 2017.Suche in Google Scholar

2. 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

3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8, https://doi.org/10.1107/s2053229614024218.Suche in Google Scholar

4. Martorana, A., Giacalone, V., Bonsignore, R., Pace, A., Gentile, C., Pibiri, I., Buscemi, S., Lauria, A., Piccionello, A. P. Heterocyclic scaffolds for the treatment of Alzheimer’s disease. Curr. Pharm. Des. 2016, 22, 3971–3995; https://doi.org/10.2174/1381612822666160518141650.Suche in Google Scholar PubMed

5. Wibowo, J. T., Ahmadi, P., Rahmawati, S. I., Bayu, A., Putra, M. Y., Kijjoa, A. Marine-derived indole alkaloids and their biological and pharmacological activities. Mar. Drugs 2022, 20, 3; https://doi.org/10.3390/md20010003.Suche in Google Scholar PubMed PubMed Central

6. Sravanthi, T. V., Manju, S. L. Indoles – a promising scaffold for drug development. Eur. J. Pharm. Sci. 2016, 91, 1–10; https://doi.org/10.1016/j.ejps.2016.05.025.Suche in Google Scholar PubMed

7. Reddy, G. S., Pal, M. Indole derivatives as anti-tubercular agents: an overview on their synthesis and biological activities. Curr. Med. Chem. 2021, 28, 4531–4568; https://doi.org/10.2174/0929867327666200918144709.Suche in Google Scholar PubMed

8. Ahmad, T., Khan, S., Ullah, N. Recent advances in the catalytic asymmetric Friedel–Crafts reactions of indoles. ACS Omega 2022, 7, 35446–35485; https://doi.org/10.1021/acsomega.2c05022.Suche in Google Scholar PubMed PubMed Central

9. Sandtorv, A. H. Transition metal-catalyzed C–H activation of indoles. Adv. Synth. Catal. 2015, 357, 2403–2435; https://doi.org/10.1002/adsc.201500374.Suche in Google Scholar

10. Leitch, J., Bhonoah, Y., Frost, C. Beyond C2 and C3: transition-metal-catalyzed C–H functionalization of indole. ACS Catal. 2017, 7, 5618–5627; https://doi.org/10.1021/acscatal.7b01785.Suche in Google Scholar

11. Naaz, F., Neha, K., Haider, M. R., Shafi, S. Indole derivatives (2010–2020) as versatile tubulin inhibitors: synthesis and structure-activity relationships. Future Med. Chem. 2021, 13, 1795–1828; https://doi.org/10.4155/fmc-2020-0385.Suche in Google Scholar PubMed

12. Cong, W., Zhao, L., Wu, X., Xu, J., Yao, H. Facile construction of pyrrolophenanthridone skeleton via a one-pot intramolecular Heck reaction and oxidation. Tetrahedron 2014, 70, 312–317; https://doi.org/10.1016/j.tet.2013.11.053.Suche in Google Scholar

13. Almutairi, M. S., Ghabbour, H. A., Attia, M. I. Crystal structure of methyl 1H-indole-2-carboxylate, C10H9NO2. Z. Kristallogr. N. Cryst. Struct. 2017, 232, 431–432; https://doi.org/10.1515/ncrs-2016-0303.Suche in Google Scholar

14. Ma, Z. Y., Lu, W., Guo, Y. C., Li, Y. J. Crystal structure of 2,2-dichloro-1-(4-chloro-1H-indol-1-yl)ethan-1-one, C10H6Cl3NO. Z. Kristallogr. N. Cryst. Struct. 2022, 237, 593–594; https://doi.org/10.1515/ncrs-2022-0117.Suche in Google Scholar

15. Sun, Y. F., Tang, Q. Q., Zhang, Y., Yang, F., Liu, Y. J., Cong, W. Crystal structure of 1-(2-iodobenzoyl)-6-methoxy-1H-indole-3-carbaldehyde, C17H12INO3. Z. Kristallogr. N. Cryst. Struct. 2023, 238, 299–301; https://doi.org/10.1515/ncrs-2022-0599.Suche in Google Scholar
Received: 2023-10-11
Accepted: 2023-11-13
Published Online: 2023-11-23
Published in Print: 2024-02-26

© 2023 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 poly[diaqua-(μ4-3,3′-di(1H-1,2,4-triazol-1-yl)-[1,1′-biphenyl]-4,4′-dicarboxylate-N:N′:O:O′)cadmium(II)], C18H14N6O6Cd
  4. Crystal structure of (8R,8′S,13S,13′R)-8,8′-bis(hydroxymethyl)-9,9′,10,10′-tetramethoxy-5,5′,6,6′,8,8′,13,13′-octahydro-[13,13′-bi[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline]-7,7′-diium chloride-methanol (1/2), C46H58N2O14Cl2
  5. The crystal structure of 8-methoxy-2,2-diphenyl-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C29H25BN2O3S
  6. Crystal structure of aqua-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N″,N‴)copper(II) 5-carboxyisophthalate tetrahydrate, C25H50N4CuO11
  7. The crystal structure of 1-(naphthalen-2-ylsulfonyl)-2,2-diphenyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ij]quinoline, C31H23BN2O2S
  8. Crystal structure of iodido-(η6-benzene) (1-(pyridin-2-yl)-N-(p-fluoro-methanamine)-κ2N,Nʹ)ruthenium(II) hexaflourophosphate, (C18H15F7IN2RuP)
  9. The crystal structure of 1-(3-oxo-1-phenyl-3-(p-tolyl) propylidene)-1,3-dihydro-2H-inden-2-one, C25H20O2
  10. Crystal structure of tricyclohexyl[4-(4H-1,2,4-triazol-4-yl)-benzoato-κO]tin(IV), C27H39N3O2Sn
  11. Crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)cadmium(II)]monohydrate, C12H15NO9Cd
  12. Crystal structure of ethyl 2-((4-(3,5-dimethylisoxazol-4-yl)-2,6-difluorophenyl)amino)benzoate, C20H18F2N2O3
  13. The crystal structure of 2-(hydroxymethyl)-2-(4H-1,2,4-triazol-4-yl)propane-1,3-diol, C6H11N3O3
  14. The crystal structure of 1,2-bis(2,4-dinitrophenyl) hydrazine, C12H8N6O8
  15. Crystal structure of 1-(2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one, C19H14Cl2N2O3
  16. The crystal structure of 5-amino-5-oxo-4-(1-oxo-4-(2-oxopyrrolidin-1-yl)isoindolin-2-yl)pentanoic acid, C17H19N3O5
  17. Crystal structure of N2,N6-bis(2-(((Z)-5-bromo-2-hydroxybenzylidene)amino) phenyl)pyridine-2,6-dicarboxamide, C33H23Br2N5O4
  18. The crystal structure of (E)-2-methoxy-6-(((5-methyl-1,3,4-thiadiazol-2-yl)imino)methyl)phenol, C11H11N3O2S
  19. The crystal structure of 3-((tert-butyldiphenylsilyl)methyl)-5,5-diphenyl-6-(p-tolyl) tetrahydro-2H-pyran-2-one, C41H42O2Si
  20. Crystal structure of 9-fluoro-4-(6-methoxypyridin-3-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine, C18H15FN4O
  21. The crystal structure of 2-bromo-5-(4-cyanophenoxy)benzyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, C21H19BrN2O3
  22. Crystal structure of 3,3′-(1,4-phenylenebis(methylene))bis(1-isopropyl-1H-imidazol-3-ium) bis(hexafluorophosphate(V)), C10H14F6N2P
  23. The crystal structure of 2,2-di(thiophen-3-yl)-1-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C24H19BN2O2S3
  24. Crystal structure of 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde, C16H9BrINO2
  25. The crystal structure of monocarbonyl-2-carboxypyridinato-κ2N,O-triphenylphosphine-rhodium(I) acetonitrile solvate, C26H20.50N1.50O3PRh
  26. Crystal structure of dichlorido-tetrakis(1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1N)manganese(II), C60H68O4N12Cl10Mn
  27. Crystal structure of 3-(tert-butyldiphenylsilyl)-1-(2,6-dichlorophenyl)-2,2-diphenylpropan-1-ol, C37H36Cl2OSi
  28. Crystal structure of langite from Mine du Pradet (France)
  29. The crystal structure of 5′-(furan-2-yl)-3′-((4-methylphenyl)sulfonamido)-3′,4′,5′,6′-tetrahydro-[1,1′:3′,1″-terphenyl]-4′-carboxylic acid, C30H27NO5S
  30. Synthesis and crystal structure of bis{2-(((4-acetophenone)imino)methyl)-4-fluorophenolato-κ2N,O}zinc(II), C30H22F2N2O4Zn
  31. The crystal structure of poly[(tripyridine-κ3N,N′,N″) μ3-(pyridine-3,4-dicarboxylate-κ3N:O:O′) manganese(II)], C22H22N4O8Mn
  32. The crystal structure of (E)-4-chloro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15ClN2O2
  33. Synthesis and crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino) ethyl)phenyl)imino)methyl)phenolato-κ2N,O}cobalt(II), C40H46CoN4O4
  34. Crystal structure of tetraaqua-[(1-(carboxymethyl)-1H-pyrazole-3-carboxylato-κ2N,O)cobalt(II)], C6H12CoN2O8
  35. (6R,7S)-2,3,13-trimethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3′,4′]cycloocta [1′,2′:4,5]benzo[1,2-d][1,3]dioxol-1-ol, C22H26O6
  36. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)benzoic acid, C18H14Cl2N2O3
  37. Crystal structure of (5aS,6aS,8aR,9R,11aS, 11bS,13R,13aS)-1,1,8a,11a-tetramethyl-9-((S)-1-((S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-3-oxo-1,7,8,8a,9,10,11,11a,11b,12,13,13a-dodecahydro-3H,6H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-13-yl acetate, C32H44O6
  38. Crystal structure of catena-poly[triaqua-(μ2-1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-O,O′:O″)cobalt(II)], C12H12N2O8Co
  39. Crystal structure of 3-[(furan-2-ylmethyl)-amino]-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester, C17H13F4NO4
  40. Crystal structure of methyl 4-(2-ethoxy-2-oxoethoxy)-3-methoxybenzoate, C13H16O6
  41. Crystal structure of 4-bromo-2-(4-chlorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile, C13H7BrClF3N2
  42. The crystal structure of triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ3N,O,O)nickel(II) monohydrate, C12H15NO9Ni
  43. Crystal structure of dihydroxy(2,4,6-triisopro-pylphenyl)telluronium trifluoromethanesulfonate, C16H25F3O5STe
  44. The crystal structure of 1-(carboxymethyl)-1H-imidazole 3-oxide
  45. The crystal structure of 1,3,5-tris(dibromomethyl)benzene, C9H6Br6
  46. Crystal structure of (Z)-3-(4-methoxyphenyl)-4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-N-phenylthiazol-2(3H)-imine, C25H21N5OS
  47. Crystal structure of (Z)-3-(3-(4-hydroxyphenyl)-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-2H-chromen-2-one, C24H16N2O3S
https://doi.org/10.1515/ncrs-2023-0447
Creative Commons
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Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of poly[diaqua-(μ4-3,3′-di(1H-1,2,4-triazol-1-yl)-[1,1′-biphenyl]-4,4′-dicarboxylate-N:N′:O:O′)cadmium(II)], C18H14N6O6Cd
  4. Crystal structure of (8R,8′S,13S,13′R)-8,8′-bis(hydroxymethyl)-9,9′,10,10′-tetramethoxy-5,5′,6,6′,8,8′,13,13′-octahydro-[13,13′-bi[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline]-7,7′-diium chloride-methanol (1/2), C46H58N2O14Cl2
  5. The crystal structure of 8-methoxy-2,2-diphenyl-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C29H25BN2O3S
  6. Crystal structure of aqua-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N″,N‴)copper(II) 5-carboxyisophthalate tetrahydrate, C25H50N4CuO11
  7. The crystal structure of 1-(naphthalen-2-ylsulfonyl)-2,2-diphenyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ij]quinoline, C31H23BN2O2S
  8. Crystal structure of iodido-(η6-benzene) (1-(pyridin-2-yl)-N-(p-fluoro-methanamine)-κ2N,Nʹ)ruthenium(II) hexaflourophosphate, (C18H15F7IN2RuP)
  9. The crystal structure of 1-(3-oxo-1-phenyl-3-(p-tolyl) propylidene)-1,3-dihydro-2H-inden-2-one, C25H20O2
  10. Crystal structure of tricyclohexyl[4-(4H-1,2,4-triazol-4-yl)-benzoato-κO]tin(IV), C27H39N3O2Sn
  11. Crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)cadmium(II)]monohydrate, C12H15NO9Cd
  12. Crystal structure of ethyl 2-((4-(3,5-dimethylisoxazol-4-yl)-2,6-difluorophenyl)amino)benzoate, C20H18F2N2O3
  13. The crystal structure of 2-(hydroxymethyl)-2-(4H-1,2,4-triazol-4-yl)propane-1,3-diol, C6H11N3O3
  14. The crystal structure of 1,2-bis(2,4-dinitrophenyl) hydrazine, C12H8N6O8
  15. Crystal structure of 1-(2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one, C19H14Cl2N2O3
  16. The crystal structure of 5-amino-5-oxo-4-(1-oxo-4-(2-oxopyrrolidin-1-yl)isoindolin-2-yl)pentanoic acid, C17H19N3O5
  17. Crystal structure of N2,N6-bis(2-(((Z)-5-bromo-2-hydroxybenzylidene)amino) phenyl)pyridine-2,6-dicarboxamide, C33H23Br2N5O4
  18. The crystal structure of (E)-2-methoxy-6-(((5-methyl-1,3,4-thiadiazol-2-yl)imino)methyl)phenol, C11H11N3O2S
  19. The crystal structure of 3-((tert-butyldiphenylsilyl)methyl)-5,5-diphenyl-6-(p-tolyl) tetrahydro-2H-pyran-2-one, C41H42O2Si
  20. Crystal structure of 9-fluoro-4-(6-methoxypyridin-3-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine, C18H15FN4O
  21. The crystal structure of 2-bromo-5-(4-cyanophenoxy)benzyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, C21H19BrN2O3
  22. Crystal structure of 3,3′-(1,4-phenylenebis(methylene))bis(1-isopropyl-1H-imidazol-3-ium) bis(hexafluorophosphate(V)), C10H14F6N2P
  23. The crystal structure of 2,2-di(thiophen-3-yl)-1-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C24H19BN2O2S3
  24. Crystal structure of 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde, C16H9BrINO2
  25. The crystal structure of monocarbonyl-2-carboxypyridinato-κ2N,O-triphenylphosphine-rhodium(I) acetonitrile solvate, C26H20.50N1.50O3PRh
  26. Crystal structure of dichlorido-tetrakis(1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1N)manganese(II), C60H68O4N12Cl10Mn
  27. Crystal structure of 3-(tert-butyldiphenylsilyl)-1-(2,6-dichlorophenyl)-2,2-diphenylpropan-1-ol, C37H36Cl2OSi
  28. Crystal structure of langite from Mine du Pradet (France)
  29. The crystal structure of 5′-(furan-2-yl)-3′-((4-methylphenyl)sulfonamido)-3′,4′,5′,6′-tetrahydro-[1,1′:3′,1″-terphenyl]-4′-carboxylic acid, C30H27NO5S
  30. Synthesis and crystal structure of bis{2-(((4-acetophenone)imino)methyl)-4-fluorophenolato-κ2N,O}zinc(II), C30H22F2N2O4Zn
  31. The crystal structure of poly[(tripyridine-κ3N,N′,N″) μ3-(pyridine-3,4-dicarboxylate-κ3N:O:O′) manganese(II)], C22H22N4O8Mn
  32. The crystal structure of (E)-4-chloro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15ClN2O2
  33. Synthesis and crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino) ethyl)phenyl)imino)methyl)phenolato-κ2N,O}cobalt(II), C40H46CoN4O4
  34. Crystal structure of tetraaqua-[(1-(carboxymethyl)-1H-pyrazole-3-carboxylato-κ2N,O)cobalt(II)], C6H12CoN2O8
  35. (6R,7S)-2,3,13-trimethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3′,4′]cycloocta [1′,2′:4,5]benzo[1,2-d][1,3]dioxol-1-ol, C22H26O6
  36. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)benzoic acid, C18H14Cl2N2O3
  37. Crystal structure of (5aS,6aS,8aR,9R,11aS, 11bS,13R,13aS)-1,1,8a,11a-tetramethyl-9-((S)-1-((S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-3-oxo-1,7,8,8a,9,10,11,11a,11b,12,13,13a-dodecahydro-3H,6H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-13-yl acetate, C32H44O6
  38. Crystal structure of catena-poly[triaqua-(μ2-1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-O,O′:O″)cobalt(II)], C12H12N2O8Co
  39. Crystal structure of 3-[(furan-2-ylmethyl)-amino]-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester, C17H13F4NO4
  40. Crystal structure of methyl 4-(2-ethoxy-2-oxoethoxy)-3-methoxybenzoate, C13H16O6
  41. Crystal structure of 4-bromo-2-(4-chlorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile, C13H7BrClF3N2
  42. The crystal structure of triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ3N,O,O)nickel(II) monohydrate, C12H15NO9Ni
  43. Crystal structure of dihydroxy(2,4,6-triisopro-pylphenyl)telluronium trifluoromethanesulfonate, C16H25F3O5STe
  44. The crystal structure of 1-(carboxymethyl)-1H-imidazole 3-oxide
  45. The crystal structure of 1,3,5-tris(dibromomethyl)benzene, C9H6Br6
  46. Crystal structure of (Z)-3-(4-methoxyphenyl)-4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-N-phenylthiazol-2(3H)-imine, C25H21N5OS
  47. Crystal structure of (Z)-3-(3-(4-hydroxyphenyl)-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-2H-chromen-2-one, C24H16N2O3S
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Heruntergeladen am 3.10.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2023-0447/html?srsltid=AfmBOooYywTHnvO-p7FlUT-7BtHTIMASVIkVCvpODYuUaXqI97Eu9kZ6
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