Home Crystal structure of ethyl 2-((4-(3,5-dimethylisoxazol-4-yl)-2,6-difluorophenyl)amino)benzoate, C20H18F2N2O3
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Crystal structure of ethyl 2-((4-(3,5-dimethylisoxazol-4-yl)-2,6-difluorophenyl)amino)benzoate, C20H18F2N2O3

  • Wenqiang Tang ORCID logo EMAIL logo , Yanrong Gao , Xiaona Xu and Zhoujing Zhu
Published/Copyright: November 8, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 239 Issue 1

Abstract

C20H18F2N2O3, monoclinic, P21/n (no. 14), a = 7.5573(10) Å, b = 14.519(2) Å, c = 16.245(2) Å, β = 98.187(3)°, V = 1764.4(4) Å3, Z = 4, Rgt(F) = 0.0420 wRref(F2) = 0.1142, T = 205 K.

CCDC no.: 2292588

The molecular structure is shown in the figure. 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: 0.18 × 0.11 × 0.05 mm
Wavelength: MoKα radiation (0.71073 Å)
μ: 0.11 mm−1
Diffractometer, scan mode: Bruker Apex-II, φ and ω
θmax, completeness: 27.5°, >99 %
N(hkl)measured, N(hkl)unique, Rint: 15,609, 4025, 0.039
Criterion for Iobs, N(hkl)gt: Iobs > 2σ(Iobs), 2974
N(param)refined: 298
Programs: Bruker [1], Shelx [2, 3], Olex2 [4]
Table 2:

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

Atom x y z Uiso*/Ueq
C1 0.2935 (2) 0.80581 (10) 0.53134 (11) 0.0371 (4)
C2 0.3319 (2) 0.73045 (10) 0.58256 (10) 0.0327 (3)
C3 0.4293 (2) 0.76722 (11) 0.65499 (11) 0.0412 (4)
C4 0.5159 (3) 0.72262 (14) 0.73242 (12) 0.0536 (5)
H4A 0.424941 0.702219 0.764865 0.080*
H4B 0.594336 0.766410 0.764596 0.080*
H4C 0.585005 0.670039 0.718477 0.080*
C5 0.1946 (2) 0.81475 (12) 0.44590 (11) 0.0472 (4)
H5A 0.130192 0.872723 0.440930 0.071*
H5B 0.110604 0.764217 0.435008 0.071*
H5C 0.278543 0.813159 0.405957 0.071*
C6 0.28626 (19) 0.63283 (9) 0.56408 (9) 0.0296 (3)
C7 0.2203 (2) 0.57651 (10) 0.62226 (9) 0.0327 (3)
H7 0.199177 0.600960 0.673540 0.039*
C8 0.1863 (2) 0.48490 (10) 0.60434 (9) 0.0319 (3)
C9 0.22075 (19) 0.44286 (9) 0.53144 (9) 0.0296 (3)
C10 0.2770 (2) 0.50286 (10) 0.47370 (9) 0.0307 (3)
C11 0.3098 (2) 0.59481 (10) 0.48769 (9) 0.0318 (3)
H11 0.347890 0.631852 0.446102 0.038*
C12 0.26996 (19) 0.27538 (9) 0.55691 (9) 0.0280 (3)
C13 0.3653 (2) 0.28517 (10) 0.63687 (9) 0.0325 (3)
H13 0.384196 0.344355 0.659897 0.039*
C14 0.4321 (2) 0.20939 (11) 0.68256 (10) 0.0349 (3)
H14 0.494160 0.217623 0.736437 0.042*
C15 0.4085 (2) 0.12110 (11) 0.64970 (10) 0.0363 (4)
H15 0.452531 0.069626 0.681258 0.044*
C16 0.3193 (2) 0.11017 (10) 0.57005 (10) 0.0339 (3)
H16 0.305434 0.050714 0.547146 0.041*
C17 0.2492 (2) 0.18554 (10) 0.52266 (9) 0.0295 (3)
C18 0.1540 (2) 0.17082 (10) 0.43736 (10) 0.0355 (3)
C19Aa 0.0050 (3) 0.06043 (14) 0.34238 (12) 0.0415 (5)
H19Aa −0.070596 0.112649 0.321602 0.050*
H19Ba −0.072768 0.007291 0.347210 0.050*
C19Bb 0.157 (3) 0.0582 (15) 0.3270 (11) 0.052 (4)
H19Cb 0.231956 0.007105 0.313141 0.063*
H19Db 0.179670 0.110817 0.292292 0.063*
C20Aa 0.1305 (3) 0.03886 (15) 0.28244 (13) 0.0498 (6)
H20Aa 0.063474 0.017272 0.230660 0.075*
H20Ba 0.213250 −0.008657 0.305498 0.075*
H20Ca 0.196616 0.093895 0.272023 0.075*
C20Bb −0.028 (3) 0.0317 (15) 0.3064 (12) 0.053 (4)
H20Db −0.053577 −0.018749 0.341994 0.079*
H20Eb −0.050344 0.012334 0.248756 0.079*
H20Fb −0.103807 0.083778 0.314671 0.079*
F1 0.11410 (14) 0.43314 (6) 0.66054 (6) 0.0473 (3)
F2 0.30249 (14) 0.46603 (6) 0.39964 (5) 0.0447 (3)
N1Ac 0.452 (3) 0.8603 (9) 0.6456 (10) 0.0479 (17)
N1Bd 0.3608 (18) 0.8846 (11) 0.5727 (13) 0.0417 (18)
N2 0.19246 (19) 0.34965 (8) 0.51139 (9) 0.0350 (3)
H2 0.160 (2) 0.3392 (12) 0.4608 (12) 0.042*
O1Ac 0.3577 (13) 0.8811 (7) 0.5657 (7) 0.0511 (19)
O1Bd 0.443 (4) 0.8536 (11) 0.6524 (12) 0.052 (3)
O2 0.11793 (17) 0.23072 (8) 0.38560 (7) 0.0451 (3)
O3Aa 0.1019 (2) 0.08292 (8) 0.42402 (8) 0.0403 (4)
O3Bb 0.210 (2) 0.0825 (8) 0.4125 (7) 0.039 (3)

  1. aOccupancy: 0.911 (4), bOccupancy: 0.089 (4), cOccupancy: 0.580 (14), dOccupancy: 0.420 (14).

1 Source of materials

A mixture of ethyl 2-((4-(2,4-dioxopentan-3-yl)-2,6-difluorophenyl)amino) benzoate (1.88 g, 5 mmol), triethylamine (1.01 g, 10 mmol) and hydroxylamine hydrochloride (0.41 g, 6 mmol) was dissolved in ethanol (10 mL). The mixture was refluxed for 6 h, until the TLC indicated the reaction was completed. The mixture was concentrated. The title compound was separated by silica-gel column chromatography with ethyl acetate-petroleum ether (30 %) gradient solvent system. The target product was obtained as a white solid. Yield: 58.5 %.

2 Experimental details

The crystal structure was solved using the Shelxt program [2] and refined in Shelxl [3]. The Olex2 software package [4] was utilized to visually display the crystal structure.

3 Comment

Diphenylamine and its derivatives are frequently employed as stabilizers in nitrocellulose-based explosives and propellants, in perfumery, as well as antioxidants in the rubber and elastomer industry. It serves as a foundation for multiple derivatives, employed in the production of dyes, pharmaceuticals, photography chemicals, and other specialized applications, making it a widely produced compound in global chemical industries [5]. In previous studies, the presence of intramolecular hydrogen bonding in the crystals of diphenylamine derivatives has been observed [6, 7]. This article presents a newly discovered diphenylamine derivative and provides a detailed analysis of its crystal structure.

The reported compound exhibits a molecular structure whereby all bond lengths, bond angles, and dihedral angles between atoms fall within the range observed in previously reported similar molecular structures [8], [9], [10], [11]. The two substituated phenyl rings exhibit a dihedral angle of 63.8°. Intramolecular hydrogen bonding is observed within the molecule, specifically involving N2–H2⋯O2, with a bond angle of 130.88(12)° and a bond length of 2.0211(16) Å. Furthermore, weak C–H⋯[pi] interactions are formed between the phenyl rings and the methyl and ethyl groups.

Corresponding author: Wenqiang Tang, Xianyang Key Laboratory of Molecular Imaging and Drug Synthesis, School of Pharmacy, Shaanxi Institute of International Trade & Commerce, Xianyang, Shaanxi, China, E-mail:

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

  2. Research funding: Key laboratory of molecular imaging and drug synthesis of Xianyang City (2021QXNL-PT-0008) and the scientific research plan project of Shaanxi provincial department of education (23JK0328).

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

References

1. Bruker. SAINT, APEX2 and SADABS; Bruker AXS Inc.: Madison, WI, USA, 2012.Search in Google Scholar

2. Sheldrick, G. M. SHELXTL – integrated space-group and crystal-structure determination. Acta Crystallogr. 2015, A71, 3–8; https://doi.org/10.1107/s2053273314026370.Search in Google Scholar PubMed PubMed Central

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

4. 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. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Search in Google Scholar

5. Drzyzga, O. Diphenylamine and derivatives in the environment: a review. Chemosphere 2003, 53, 809–818; https://doi.org/10.1016/s0045-6535(03)00613-1.Search in Google Scholar

6. Vinduvahini, M., Roopashree, K. R., Bhattacharya, S., Krishna, K. M., Devaru, V. B. 3-[2-(2,6-Dichloroanilino)benzyl]-4-[(4-methoxybenzylidene) amino]-1H-1,2,4-triazole-5(4H)-thione. Acta Crystallogr. 2011, E67, o2535–o2536; https://doi.org/10.1107/s1600536811034799.Search in Google Scholar

7. López-Mejías, V., Kampf, J. W., Matzger, A. J. Nonamorphism in flufenamic acid and a new record for a polymorphic compound with solved structures. J. Am. Chem. Soc. 2012, 134, 9872–9875; https://doi.org/10.1021/ja302601f.Search in Google Scholar PubMed PubMed Central

8. Bouhlel, A., Curti, C., Khoumeri, O., Vanelle, P. Efficient one-pot double Buchwald–Hartwig coupling reaction on 5-phenyl-4-phenylsulfonyl-2,3-dihydrofuran derivatives. Tetrahedron Lett. 2011, 52, 1919–1923; https://doi.org/10.1016/j.tetlet.2011.02.049.Search in Google Scholar

9. Yang, J.-S., Lin, C.-K., Lahoti, A. M., Tseng, C.-K., Liu, Y.-H., Lee, G.-H., Peng, S.-M. Effect of ground-state twisting on the trans cis photoisomerization and TICT state formation of aminostilbenes. J. Phys. Chem. A 2009, 113, 4868–4877; https://doi.org/10.1021/jp807748t.Search in Google Scholar PubMed

10. Bhattacherjee, D., Thakur, V., Shil, A. K., Das, P. Hypervalent iodine-promoted aromatization of exocyclic β-enaminones for the synthesis of meta-N,N-diarylaminophenols. Adv. Synth. Catal. 2017, 359, 2202–2208; https://doi.org/10.1002/adsc.201700004.Search in Google Scholar

11. Zhoujin, Y., Li, Y., Zhang, M., Parkin, S., Guo, J., Li, T., Yu, F., Long, S. Polymorphism and cocrystal salt formation of 2-((2,6-dichlorophenyl)amino) benzoic acid, harvest of a second form of 2-((2,6-dimethylphenyl)amino) benzoic acid, and isomorphism between the two systems. CrystEngComm 2022, 24, 681–690; https://doi.org/10.1039/d1ce01407b.Search in Google Scholar
Received: 2023-09-24
Accepted: 2023-10-25
Published Online: 2023-11-08
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.

Articles in the same Issue

  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
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  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
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https://doi.org/10.1515/ncrs-2023-0423
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Articles in the same Issue

  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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