Startseite Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
Artikel Open Access

Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)

  • Segun D. Oladipo , Sizwe J. Zamisa ORCID logo und Robert C. Luckay EMAIL logo
Veröffentlicht/Copyright: 3. September 2024

Abstract

C25H29Br2N3O3, orthorhombic, Pbca (61), a = 20.109(5) Å, b = 10.754(5) Å, c = 24.321(5) Å, V = 5,259(3) Å3, Z = 8, R gt(F) = 0.0464, wR ref(F 2) = 0.1156, T = 295 K.

CCDC no.: 2378386

A part of 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: Orange needle
Size: 0.26 × 0.18 × 0.13 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 3.11 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 26.0°, >99 %
N(hkl)measured, N(hkl)unique, R int: 62,620, 5,175, 0.068
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 2,802
N(param)refined: 353
Programs: Olex2, 1 , 2 SHELX, 3 Mercury 4
Table 2:

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

Atom x y z U iso*/U eq
Br1 0.48429 (8) 0.74278 (14) 0.40079 (6) 0.1522 (8)
N1 0.52520 (18) 0.7484 (3) 0.64863 (13) 0.1010 (12)
H1a 0.4922 (7) 0.784 (2) 0.6646 (2) 0.1211 (14)*
H1b 0.5290 (14) 0.6736 (4) 0.66070 (17) 0.1211 (14)*
C1 0.51439 (19) 0.7463 (4) 0.59187 (18) 0.0731 (10)
C2 0.54121 (19) 0.6535 (4) 0.55945 (18) 0.0798 (11)
H2 0.56544 (19) 0.5899 (4) 0.57586 (18) 0.0958 (13)*
C3 0.5327 (2) 0.6536 (4) 0.5032 (2) 0.0863 (12)
H3b 0.5516 (2) 0.5906 (4) 0.4821 (2) 0.1035 (14)*
C4 0.4966 (2) 0.7462 (5) 0.47801 (19) 0.0904 (13)
C5 0.4696 (2) 0.8396 (4) 0.5098 (2) 0.1039 (15)
H5 0.4453 (2) 0.9029 (4) 0.4933 (2) 0.1246 (18)*
C6 0.4787 (2) 0.8395 (4) 0.5661 (2) 0.0920 (13)
H6 0.4605 (2) 0.9034 (4) 0.5870 (2) 0.1104 (16)*
Br2 0.73770 (6) −0.30466 (9) 0.50363 (4) 0.0980 (6)
O1 0.57549 (14) 0.5268 (3) 0.70577 (12) 0.0967 (9)
O2 0.55573 (12) 0.3728 (2) 0.76409 (10) 0.0772 (7)
O3 0.65715 (12) 0.2657 (2) 0.73219 (10) 0.0677 (7)
H3 0.62489 (17) 0.306 (2) 0.7424 (14) 0.1016 (10)*
N2 0.76822 (15) 0.5675 (3) 0.84425 (13) 0.0741 (9)
N3 0.73015 (14) 0.1122 (3) 0.67233 (10) 0.0612 (7)
H3a 0.69096 (14) 0.1349 (3) 0.68230 (10) 0.0735 (9)*
C7 0.6750 (2) 0.5462 (4) 0.90902 (17) 0.0999 (14)
H7a 0.6687 (14) 0.4619 (8) 0.8971 (4) 0.150 (2)*
H7b 0.7044 (7) 0.548 (2) 0.9401 (5) 0.150 (2)*
H7c 0.6328 (7) 0.5813 (17) 0.9192 (9) 0.150 (2)*
C8 0.7044 (2) 0.6202 (4) 0.86348 (16) 0.0866 (12)
H8a 0.7116 (2) 0.7049 (4) 0.87595 (16) 0.1039 (15)*
H8b 0.6733 (2) 0.6229 (4) 0.83300 (16) 0.1039 (15)*
C9 0.8286 (2) 0.6246 (3) 0.86756 (15) 0.0792 (11)
H9a 0.8623 (2) 0.6298 (3) 0.83908 (15) 0.0951 (13)*
H9b 0.8183 (2) 0.7087 (3) 0.87926 (15) 0.0951 (13)*
C10 0.8564 (2) 0.5540 (4) 0.91539 (18) 0.1021 (14)
H10a 0.8674 (14) 0.4711 (10) 0.9040 (3) 0.153 (2)*
H10b 0.8957 (9) 0.5950 (17) 0.9286 (8) 0.153 (2)*
H10c 0.8238 (6) 0.551 (2) 0.9443 (5) 0.153 (2)*
C11 0.76977 (18) 0.4710 (3) 0.80829 (14) 0.0632 (9)
C12 0.71136 (18) 0.4148 (3) 0.78867 (13) 0.0620 (9)
H12 0.67052 (18) 0.4436 (3) 0.80127 (13) 0.0744 (11)*
C13 0.71250 (18) 0.3177 (3) 0.75118 (13) 0.0571 (8)
C14 0.77492 (17) 0.2709 (3) 0.73180 (14) 0.0589 (9)
C15 0.83348 (19) 0.3282 (3) 0.75223 (15) 0.0713 (10)
H15 0.87455 (19) 0.2996 (3) 0.74002 (15) 0.0855 (12)*
C16 0.83181 (19) 0.4235 (3) 0.78904 (15) 0.0721 (10)
H16 0.87136 (19) 0.4580 (3) 0.80173 (15) 0.0865 (12)*
C17 0.78055 (18) 0.1729 (3) 0.69465 (14) 0.0628 (9)
H17 0.82321 (18) 0.1482 (3) 0.68473 (14) 0.0754 (11)*
C18 0.73383 (18) 0.0136 (3) 0.63366 (13) 0.0566 (9)
C19 0.67542 (18) −0.0229 (3) 0.60745 (14) 0.0688 (10)
H19 0.63552 (18) 0.0163 (3) 0.61599 (14) 0.0826 (12)*
C20 0.6765 (2) −0.1173 (3) 0.56875 (15) 0.0730 (10)
H20 0.6375 (2) −0.1414 (3) 0.55113 (15) 0.0875 (12)*
C21 0.7356 (2) −0.1747 (3) 0.55667 (13) 0.0656 (9)
C22 0.7937 (2) −0.1410 (3) 0.58246 (15) 0.0692 (10)
H22 0.8333 (2) −0.1808 (3) 0.57360 (15) 0.0831 (12)*
C23 0.79310 (19) −0.0472 (3) 0.62183 (14) 0.0656 (10)
H23 0.83203 (19) −0.0253 (3) 0.64007 (14) 0.0787 (11)*
C24 0.54435 (18) 0.4819 (4) 0.74432 (15) 0.0666 (10)
C25 0.4910 (2) 0.5558 (4) 0.77283 (19) 0.0969 (14)
H25a 0.4598 (8) 0.5001 (4) 0.7896 (10) 0.145 (2)*
H25b 0.5109 (3) 0.607 (2) 0.8006 (8) 0.145 (2)*
H25c 0.4684 (10) 0.607 (2) 0.7465 (3) 0.145 (2)*

1 Source of material

The titled compound was prepared by adding 6–7 drops of glacial acetic acid to methanolic solution of 4-(diethylamino)salicylaldehyde (0.3 g, 1.5 mmol) and 4-bromoaniline (0.27 g, 1.5 mmol) and the resultant mixture was stirred at room temperature for 12 h. Rotary evaporator was used to remove methanol from the solution to afford an orange crude product. Slow evaporation of dichloromethane solution of the compound yielded mainly yellow block-like crystals of (E)-2-((4-bromophenylimino)methyl)-5-(diethylamino)phenol and few orange needle crystals of the title compound.

2 Experimental details

Using Olex2, 1 the structure was solved with the SHELXT 3 structure solution program and refined with the olex2.refine 2 refinement package using Gauss–Newton minimisation. The visual crystal structure information was performed using Mercury 4 system software.

3 Comment

A renowned German scientist and a Nobel Prize awardee, Hugo Schiff, firstly discovered Schiff bases in 1864 5 and till date, these compounds are being explored by researchers in various fields. 6 In coordination chemistry, Schiff bases are regarded as one of the major class of ligands due to their ability to coordinate with almost all transition metal ions via imine nitrogen to form complexes. 7 Aside their great coordinating progress, they are also readily available due to their simple method of preparation. 8 Schiff bases are often prepared by the condensation reaction of primary amines with carbonyl compounds (aldehyde or ketones) at appropriate reaction conditions. 9 They have been tested as anticancer, antioxidants, antidiabetics and antimicrobial agents. 10 , 11

The crystal structure of the title compound includes three distinct molecular species in the asymmetric unit: a cationic (E)-4-bromo–N-(4-(diethylamino)benzylidene)benzenaminium, an acetate counterion, and 4-bromoaniline. The solid-state conformation of this protonated Schiff base is nearly planar, as indicated by the dihedral angle of 11.7(1)° between the two phenyl rings. This angle is significantly narrower than those observed in the neutral Schiff bases (E)-2-((4-bromophenylimino)methyl)-5-(diethylamino)phenol (30.31(6)°–32.44(6)°) 12 and (E)-4-(((4-bromophenyl)imino)methyl)–N,N-diethylaniline (60.4(2)°–61.1(1)°). 13 The reduced dihedral angle in the title compound may be attributed to intramolecular N–H⋯O hydrogen bonding between the iminium group’s H3a atom and the adjacent hydroxyl group’s O36 atom. Nonetheless, other intramolecular bond parameters in both the protonated (this work) and neutral Schiff bases remain similar. 12 , 13 , 14 An analysis of intermolecular interactions in the crystal packing of the title compound reveals that the H1a and H1b atoms of the 4-bromoaniline’s amino group interact with the O2 and O1 atoms of the neighbouring acetate molecule via N1–H1a⋯O2 and N1–H2a⋯O1 hydrogen bonds, respectively. Additionally, intermolecular O–H⋯O hydrogen bonds form between the H3 atom of the protonated Schiff base’s hydroxyl group and the O2 atom of the acetate molecule. These intermolecular hydrogen bonding patterns result in a one-dimensional, zigzag supramolecular structure extending along the crystallographic b axis.


Corresponding author: Robert C. Luckay, Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Matieland, Stellenbosch 7602, South Africa, E-mail:

Acknowledgments

The authors acknowledged the funding from the National Research Foundation (N. R. F.), Stellenbosch University, Matieland, 7602, South Africa. The first author is a recipient of the postdoctoral fellowship award of the N. R. F. at Stellenbosch University, Matieland, South Africa.

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

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

  3. Research funding: This work was funded by National Research Foundation (N. R. F), Stellenbosch University.

References

1. 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.Suche in Google Scholar

2. Bourhis, L. J.; Dolomanov, O. V.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. The Anatomy of a Comprehensive Constrained, Restrained Refinement Program for the Modern Computing Environment – Olex2 Dissected. Acta Crystallogr. 2015, A71, 59–75; https://doi.org/10.1107/s2053273314022207.Suche in Google Scholar

3. Sheldrick, G. M. SHELXT – Integrated Space-Group and Crystal-Structure Determination. Acta Crystallogr. 2015, A71, 3–8; https://doi.org/10.1107/s2053273314026370.Suche in Google Scholar PubMed PubMed Central

4. Macrae, C. F.; Bruno, I. J.; Chisholm, J. A.; Edgington, P. R.; McCabe, P.; Pidcock, E.; Rodriguez-Monge, L.; Taylor, R.; van de Streek, J.; Wood, P. A. Mercury CSD 2.0 – New Features for the Visualization and Investigation of Crystal Structures. J. Appl. Crystallogr. 2008, 41, 466–470; https://doi.org/10.1107/s0021889807067908.Suche in Google Scholar

5. Schiff, H. Mittheilungen aus dem Universitätslaboratorium in Pisa: eine neue Reihe organischer Basen. Liebigs Ann. Chem. 1864, 131, 118–119; https://doi.org/10.1002/jlac.18641310113.Suche in Google Scholar

6. Oladipo, S. D.; Luckay, R. C.; Olofinsan, K. A.; Obakachi, V. A.; Zamisa, S. J.; Adeleke, A. A.; Badeji, A. A.; Ogundare, S. A.; George, B. P. Antidiabetes and Antioxidant Potential of Schiff Bases Derived from 2-Naphthaldehye and Substituted Aromatic Amines: Synthesis, Crystal Structure, Hirshfeld Surface Analysis, Computational, and In Vitro Studies. Heliyon 2024, 10, e23174; https://doi.org/10.1016/j.heliyon.2023.e23174.Suche in Google Scholar PubMed PubMed Central

7. Yusuf, T. L.; Oladipo, S. D.; Zamisa, S.; Kumalo, H. M.; Lawal, I. A.; Lawal, M. M.; Mabuba, N. Design of New Schiff–Base Copper (II) Complexes: Synthesis, Crystal Structures, DFT Study, and Binding Potency Toward Cytochrome P450 3A4. ACS Omega 2021, 6, 13704–13718; https://doi.org/10.1021/acsomega.1c00906.Suche in Google Scholar PubMed PubMed Central

8. Olagboye, S. A.; Yusuf, T. L.; Oladipo, S. D.; Zamisa, S. J. Crystal Structure of (E)-1-(2-Nitrophenyl)-N-(o-Tolyl) Methanimine, C14H12N2O2. Z. Kristallogr. N. Cryst. Struct. 2020, 235, 833–836; https://doi.org/10.1515/ncrs-2020-0034.Suche in Google Scholar

9. Oladipo, S. D.; Yusuf, T. L.; Zamisa, S. J.; Shapi, M.; Ajayi, T. J. Synthesis, Crystal Structure, Hirshfeld Surface Analysis and DFT Studies of N-(2, 6-Diisopropylphenyl)-1-(4-Methoxyphenyl) Methanimine. J. Mol. Struct. 2021, 1241, 130620; https://doi.org/10.1016/j.molstruc.2021.130620.Suche in Google Scholar

10. Adeleke, A. A.; Oladipo, S. D.; Luckay, R. C.; Akintemi, E. O.; Olofinsan, K. A.; Babatunde Onajobi, I.; Yussuf, S. T.; Ogundare, S. A.; Adeleke, O. M.; Babalola, K. I. Synthesis and Therapeutic Potential of Selected Schiff Bases: In Vitro Antibacterial, Antioxidant, Antidiabetic, and Computational Studies. ChemistrySelect 2024, 9, e202304967; https://doi.org/10.1002/slct.202304967.Suche in Google Scholar

11. Adeleke, A. A.; Oladipo, S. D.; Zamisa, S. J.; Sanusi, I. A.; Omondi, B. DNA/BSA Binding Studies and In Vitro Anticancer and Antibacterial Studies of Isoelectronic Cu (I)- and Ag (I)-Pyridinyl Schiff Base Complexes Incorporating Triphenylphosphine as Co-Ligands. Inorg. Chim. Acta 2023, 558, 121760; https://doi.org/10.1016/j.ica.2023.121760.Suche in Google Scholar

12. Albayrak, Ç.; Kaştaş, G.; Odabaşoğlu, M.; Frank, R. Survey of Conformational Isomerism in (E)-2-[(4-Bromophenylimino)Methyl]-5-(Diethylamino)Phenol Compound from Structural and Thermochemical Points of View. Spectrochim. Acta, Part A 2012, 95, 664–669; https://doi.org/10.1016/j.saa.2012.04.074.Suche in Google Scholar PubMed

13. Li, X.-F. 4–Bromo-N-[4-(Diethylamino)Benzylidene]Aniline. Acta Crystallogr. 2010, E66, o2417; https://doi.org/10.1107/s1600536810033726.Suche in Google Scholar PubMed PubMed Central

14. Basu Baul, T. S.; Singh, K. S.; Holǎpek, M.; Jirásko, R.; Rivarola, E.; Linden, A. Synthesis, Characterization and Crystal Structures of Polymeric and Dimeric Triphenyltin(IV) Complexes of 4-[((E)-1-{2-Hydroxy-5-[(E)-2-(2-Carboxyphenyl)-1-Diazenyl]Phenyl}Methylidene)Amino]Aryls. J. Organomet. Chem. 2005, 690, 4232–4242.10.1016/j.jorganchem.2005.06.030Suche in Google Scholar

Received: 2024-07-02
Accepted: 2024-08-19
Published Online: 2024-09-03
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
Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0279/html
Button zum nach oben scrollen