Startseite Naturwissenschaften The crystal structure of 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine, C32H22N2
Artikel Open Access

The crystal structure of 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine, C32H22N2

  • Bangjin Sun ORCID logo und Zhenlong Tu EMAIL logo
Veröffentlicht/Copyright: 21. Februar 2024

Abstract

C32H22N2, monoclinic, P21 (no. 4), a = 8.6317(2) Å, b = 30.8744(9) Å, c = 8.7616(3) Å, β = 100.328(3)°, V = 2297.12(12) Å3, Z = 4, Rgt(F) = 0.0511, wRref(F2) = 0.1378, T = 169.99(10) K.

CCDC no.: 2330948

The molecular structure is shown in the figure. Table 1 contains crystallographic data and Table 2 contain the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Colourless block
Size: 0.16 × 0.13 × 0.12 mm
Wavelength: CuKα radiation (1.54184 Å)
μ: 0.56 mm−1
Diffractometer, scan mode: SuperNova, ω
θmax, completeness: 73.6°, >99%
N(hkl)measured, N(hkl)unique, Rint: 9211, 7007, 0.038
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 6413
N(param)refined: 615
Programs: Bruker [1], Olex2 [2], Shelx [3, 4]
Table 2:

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

Atom x y z Uiso*/Ueq
N1 0.1623 (3) 0.40877 (11) 0.7713 (4) 0.0395 (7)
H1A 0.146316 0.384017 0.811030 0.047*
H1B 0.100837 0.427777 0.800779 0.047*
N2 0.5216 (3) 0.34607 (10) 0.5823 (3) 0.0349 (6)
C1 0.3268 (4) 0.31928 (12) 0.9188 (4) 0.0338 (7)
C2 0.2968 (4) 0.33643 (14) 1.0585 (5) 0.0428 (9)
H2 0.326159 0.365470 1.085474 0.051*
C3 0.2258 (5) 0.31196 (17) 1.1573 (6) 0.0553 (11)
H3 0.207016 0.324124 1.251884 0.066*
C4 0.1806 (6) 0.26899 (18) 1.1190 (6) 0.0613 (13)
H4 0.129825 0.252349 1.186774 0.074*
C6 0.2849 (4) 0.27525 (12) 0.8820 (5) 0.0385 (8)
C7 0.3204 (4) 0.25692 (13) 0.7448 (5) 0.0439 (9)
H7 0.291979 0.227728 0.719380 0.053*
C8 0.3948 (4) 0.28045 (13) 0.6487 (5) 0.0400 (8)
H8 0.418921 0.267587 0.557265 0.048*
C9 0.4366 (4) 0.32417 (12) 0.6844 (4) 0.0333 (7)
C10 0.4018 (4) 0.34424 (12) 0.8142 (4) 0.0306 (7)
C11 0.4387 (4) 0.39097 (11) 0.8457 (4) 0.0300 (7)
C12 0.3174 (4) 0.42097 (12) 0.8216 (4) 0.0324 (7)
C13 0.3532 (4) 0.46602 (12) 0.8388 (4) 0.0366 (8)
H13 0.269941 0.486574 0.822924 0.044*
C14 0.5036 (5) 0.47994 (13) 0.8772 (4) 0.0385 (8)
H14 0.524765 0.510151 0.881552 0.046*
C15 0.6304 (4) 0.45022 (13) 0.9112 (4) 0.0353 (8)
C16 0.7863 (5) 0.46446 (15) 0.9636 (4) 0.0453 (9)
H16 0.808847 0.494595 0.968856 0.054*
C17 0.9049 (5) 0.43536 (16) 1.0066 (5) 0.0471 (10)
H17 1.009045 0.445148 1.044281 0.056*
C18 0.8719 (4) 0.39081 (15) 0.9949 (4) 0.0435 (9)
H18 0.954629 0.370564 1.025103 0.052*
C19 0.7228 (4) 0.37609 (13) 0.9407 (4) 0.0359 (8)
H19 0.703648 0.345801 0.932859 0.043*
C20 0.5968 (4) 0.40528 (12) 0.8963 (4) 0.0305 (7)
C21 0.4694 (4) 0.37885 (12) 0.4749 (4) 0.0353 (8)
C22 0.3263 (4) 0.40050 (14) 0.4495 (4) 0.0416 (8)
H22 0.246101 0.393788 0.507172 0.050*
C23 0.3055 (5) 0.43233 (16) 0.3364 (5) 0.0496 (10)
H23 0.209243 0.447984 0.315966 0.059*
C24 0.4237 (6) 0.44174 (15) 0.2520 (4) 0.0511 (11)
H24 0.405889 0.463604 0.174507 0.061*
C25 0.5654 (5) 0.42023 (14) 0.2779 (4) 0.0445 (9)
H25 0.645249 0.427092 0.219998 0.053*
C26 0.5889 (4) 0.38816 (13) 0.3911 (4) 0.0363 (8)
C27 0.7207 (4) 0.36023 (13) 0.4504 (4) 0.0359 (8)
C28 0.6744 (4) 0.33510 (12) 0.5667 (4) 0.0350 (8)
C29 0.7765 (5) 0.30573 (13) 0.6549 (5) 0.0402 (8)
H29 0.743106 0.288429 0.732698 0.048*
C30 0.9272 (4) 0.30282 (14) 0.6248 (5) 0.0434 (9)
H30 1.000181 0.283747 0.685006 0.052*
C31 0.9749 (5) 0.32716 (15) 0.5083 (5) 0.0477 (10)
H31 1.078930 0.323811 0.488553 0.057*
C32 0.8743 (5) 0.35615 (14) 0.4207 (5) 0.0448 (9)
H32 0.908314 0.372941 0.342000 0.054*
C64 0.2095 (5) 0.25143 (15) 0.9861 (6) 0.0533 (11)
H64 0.178490 0.222359 0.961541 0.064*
N3 0.8068 (3) 0.60419 (10) 0.6447 (4) 0.0348 (6)
N4 1.2752 (4) 0.58317 (12) 0.9078 (4) 0.0492 (9)
H4A 1.356532 0.571769 0.965757 0.059*
H4B 1.253647 0.568692 0.822230 0.059*
C5 0.6949 (4) 0.53786 (12) 0.5886 (4) 0.0339 (7)
C33 0.6957 (5) 0.49383 (13) 0.5591 (4) 0.0426 (9)
H33 0.600055 0.477940 0.537542 0.051*
C34 0.8390 (5) 0.47346 (14) 0.5618 (5) 0.0489 (10)
H34 0.841513 0.443314 0.540588 0.059*
C35 0.9793 (5) 0.49654 (13) 0.5950 (5) 0.0417 (8)
H35 1.075655 0.481935 0.592456 0.050*
C36 0.9827 (4) 0.54031 (12) 0.6319 (4) 0.0356 (7)
H36 1.078974 0.555735 0.658185 0.043*
C37 0.8379 (4) 0.56041 (12) 0.6284 (4) 0.0322 (7)
C38 0.5707 (4) 0.56994 (13) 0.5741 (4) 0.0355 (8)
C39 0.4073 (5) 0.56820 (16) 0.5276 (5) 0.0474 (10)
H39 0.354827 0.541233 0.506303 0.057*
C40 0.3233 (5) 0.60677 (19) 0.5132 (6) 0.0556 (11)
H40 0.212457 0.606154 0.478979 0.067*
C41 0.3985 (5) 0.64622 (18) 0.5478 (6) 0.0552 (11)
H41 0.337634 0.672039 0.538058 0.066*
C42 0.5599 (5) 0.64888 (15) 0.5963 (5) 0.0466 (10)
H42 0.610811 0.675928 0.620731 0.056*
C43 0.6445 (4) 0.61037 (13) 0.6077 (4) 0.0354 (8)
C44 1.1476 (5) 0.58184 (13) 0.9848 (4) 0.0414 (8)
C45 1.1502 (5) 0.55130 (15) 1.1058 (5) 0.0498 (10)
H45 1.239766 0.533208 1.134112 0.060*
C46 1.0282 (6) 0.54738 (16) 1.1814 (5) 0.0537 (11)
H46 1.032568 0.526356 1.261245 0.064*
C47 0.8928 (5) 0.57426 (15) 1.1437 (4) 0.0458 (9)
C48 0.7639 (6) 0.57092 (18) 1.2230 (5) 0.0577 (12)
H48 0.765978 0.549611 1.301557 0.069*
C49 0.6374 (6) 0.59769 (19) 1.1887 (5) 0.0598 (13)
H49 0.552070 0.595207 1.243224 0.072*
C50 0.6338 (5) 0.62878 (17) 1.0729 (5) 0.0519 (11)
H50 0.545879 0.647693 1.049459 0.062*
C51 0.7558 (4) 0.63247 (14) 0.9919 (5) 0.0420 (9)
H51 0.750472 0.653747 0.912816 0.050*
C52 0.8889 (4) 0.60513 (13) 1.0245 (4) 0.0364 (8)
C53 1.0178 (4) 0.60879 (13) 0.9433 (4) 0.0359 (7)
C54 1.0165 (4) 0.64145 (12) 0.8185 (4) 0.0340 (7)
C55 1.1210 (4) 0.67857 (12) 0.8447 (5) 0.0403 (9)
C56 1.2182 (5) 0.68603 (14) 0.9905 (6) 0.0505 (11)
H56 1.215591 0.666527 1.073884 0.061*
C57 1.3161 (5) 0.72139 (17) 1.0117 (7) 0.0636 (14)
H57 1.379803 0.726450 1.110273 0.076*
C58 1.3228 (6) 0.75011 (16) 0.8891 (8) 0.0688 (15)
H58 1.393143 0.774028 0.904702 0.083*
C59 1.2312 (5) 0.74419 (14) 0.7500 (7) 0.0590 (13)
H59 1.236279 0.764142 0.668461 0.071*
C60 1.1269 (4) 0.70844 (13) 0.7235 (5) 0.0445 (9)
C61 1.0276 (5) 0.70217 (14) 0.5790 (6) 0.0477 (10)
H61 1.031490 0.721970 0.496735 0.057*
C62 0.9259 (4) 0.66788 (13) 0.5559 (5) 0.0414 (9)
H62 0.859053 0.664128 0.458178 0.050*
C63 0.9197 (4) 0.63823 (11) 0.6759 (4) 0.0334 (7)

1 Source of materials

A mixture of [1,1′-binaphthalene]-2,2′-diamine (284 mg, 1 mmol), 2,2′-dibromo-1,1′-biphenyl (374 mg, 1.2 mmol) and sodium hydride (120 mg, 5 mmol) in 50 mL dry DMF under argon was stirred at room temperature for 12 h. After the reaction is complete, we added 1 mL of water to the solution and stirred for 10 min. The reaction solution was evaporated under vacuum and the crude product was extracted three times with dichloromethane. The combined organic phase was dried over anhydrous sodium sulfate then concentrated under reduced pressure. The title compound was purified by column chromatography on silica gel using dichloromethane/petroleum ether (1:4 v/v) as eluent to afford a white solid. The crystals of the title compound were grown by slow evaporation of its ethanol/dichloromethane solution at room temperature.

2 Experimental details

Their Uiso values were set to 1.2 Ueq of all C(H) groups. An aromatic/amide H refined with riding coordinates [24].

3. Comment

Circularly polarized thermally activated delayed fluorescence (CP-TADF) materials not only possess TADF properties but could also emit left- and right-handed CP light with different intensities, arousing extensive concern in fabricating circularly polarized OLEDs (CP-OLEDs). As a crucial component of emitters, organic chiral units play a dominant role in determining the device performance. In terms of the current research, the most common ways to construct CP-TADF materials are through chiral perturbation strategy by introducing chiral units, such as chiral binaphthamine (BINAM), binaphthol (BINOL), and its derivatives, into the twisted D–A structures [57].

Herein, a chiral precursor 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine is synthesized via a substitution reaction [8]. The C–N bond lengths of the Cz rings were 1.400(5) and 1.392(4) Å, while the one that connects the Cz rings were slightly longer, at 1.425(5) Å [9]. In the molecular structure, the length of the C–N bond connected to hydrogen (N1–C12) is the shortest (1.385(5) Å) among the four C–N bonds due to its smaller steric hindrance. BINAM derivatives have axial chirality, and the torsion angle C1–C10–C11–C12 of the two planes linked by the chiral axis is −74.1(4)°. The groups C21–N2–C9–C10 exhibit torsion angle with the value of −73.9(5)°, which indicate that the chiral unit is close to a right angle with the plane of carbazole derivative. All the bond lengths and angles of this molecule are in the expected ranges [10].


Corresponding author: Zhenlong Tu, School of Materials and Energy, University of Electronic Science and Technology of China, 611731, Jianshe North Road, Chenghua District, Chengdu, 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: This work is supported by the China Postdoctoral Science Foundation (2022M710020), the Science and Technology Project of Shenzhen City (JSGG20210802154213040).

  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, Wisconsin, USA, 2009.Suche in Google Scholar

2. 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

3. Sheldrick, G. M. SHELXTL – Integrated space-group and crystal-structure determination. Acta Crystallogr. 2015, A71, 3–8.10.1107/S2053273314026370Suche in Google Scholar PubMed PubMed Central

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

5. Yan, Z. P., Liu, T. T., Wu, R. X., Liang, X., Li, Z. Q., Zhou, L., Zheng, Y. X., Zuo, J. L. Chiral thermally activated delayed fluorescence materials based on R/S-N2,N2′-diphenyl-[1,1′-binaphthalene]-2,2′-diamine donor with narrow emission spectra for highly efficient circularly polarized electroluminescence. Adv. Funct. Mater. 2021, 31, 2103875, https://doi.org/10.1002/adfm.202103875.Suche in Google Scholar

6. Li, P., Li, W. J., Lv, Q. X., Chen, R. F., Zheng, C. Design of high-performance circularly polarized multiple resonance-based TADF materials via participatory chiral perturbation. J. Mater. Chem. C 2023, 11, 4033–4041; https://doi.org/10.1039/d2tc05229f.Suche in Google Scholar

7. Teng, J. M., Chen, C. F. Chiral TADF polymers realizing highly-efficient deep-red circularly polarized electroluminescence over 660 nm. Adv. Opt. Mater. 2023, 11, 2300550; https://doi.org/10.1002/adom.202300550.Suche in Google Scholar

8. Sun, B. J., Tong, K. N., Chen, X., He, J. L., Liu, H., Fung, M. K., Fan, J. A universal thermally activated delayed fluorescence host with short triplet lifetime for highly efficient phosphorescent OLEDs with extremely low efficiency roll-off. J. Mater. Chem. C 2021, 9, 7706–7712; https://doi.org/10.1039/d1tc01394g.Suche in Google Scholar

9. Li, Y. L., Wang, X. Z. Crystal structure of 10-(9H-carbazol-9-yl)-5H-dibenzo[a,d] [7]annelen-5-One, C27H17NO. Z. Kristallogr. N. Cryst. Struct. 2023, 238, 111–112; https://doi.org/10.1515/ncrs-2022-0495.Suche in Google Scholar

10. Zi, G., Liu, X., Xiang, L., Song, H. Synthesis of group 4 metal amides with new chiral biaryldiamine-based ligands and their use as catalysts for asymmetric hydroamination/cyclization. Organometallics 2009, 28, 1127–1137; https://doi.org/10.1021/om801061v.Suche in Google Scholar

Received: 2023-12-16
Accepted: 2024-02-05
Published Online: 2024-02-21
Published in Print: 2024-04-25

© 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. Solvothermal synthesis and crystal structure of aqua-tris(p-acetamidobenzoate-κ2O,O′)-(2,2′-bipyridine-κ2N,N′)terbium(III) - water - methanol (1/1/1)
  4. Crystal structure of hexaaquazinc(II) catena-poly[bis(1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ2O,O′)-bis(μ2-1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ2O:O′)trizinc(II)] hexahydrate C26H36N4O20Zn2
  5. The crystal structure of valinyl-N-ium-4-(5-(thiophen-2-yl)isoxazol-3-yl)phenyl trifluoroacetate
  6. Crystal structure of bis(3,5-diisopropyl-1H-pyrazol-4-ammonium) tetrafluoroterephthalate, 2[C9H18N3][C8F4O4]
  7. Crystal structure of aqua-octakis(μ3-salicylato)-(1,10-phenanthroline)-(acetonitrile)-dicobalt(II)-trititanium(IV), C70H45N3O25Co2Ti3
  8. Crystal structure of catena-poly[aqua-(μ2-4,4′-diimidazole diphenyl ether-κ2N:N′)-(sulfato-κ1O)-cobalt(II)] – dimethylformamide (2/1), C39H37CoN9O8S
  9. Crystal structure of (5R,8R,9R,10R,12R, 13R,14R,17S)-2-(E-3-fluorobenzylidene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl) hexadecahydro-3H-cyclopenta[a]phenanthren-3-one, C37H53FO3
  10. Crystal structure of (Z)-4-((4,5,6-trimethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)phenyl diphenylphosphinate, C30H25O7P
  11. Crystal structure of 3-((5-methylpyridin-2-yl)amino)-1-phenylpropan-1-one, C15H16N2O
  12. The crystal structure of (R)-9-(5-methoxy-2-methyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylidene)-9H-thioxanthene, C28H22OS
  13. Crystal structure of diaqua-bis[1-(1-(hydroxymethyl)-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole-4-carboxylato-κ2N,O)] manganese(II), C16H20MnN10O8
  14. The crystal structure of t-butyl 7-[4-(4-fluorophenyl)-2-[(methanesulfonyl)(methyl)amino]-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate, C26H36FN3O6S
  15. The crystal structure of samarium sulfate pentahydrate, Sm2(SO4)3(H2O)5
  16. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ 4 N,O,O,O)-zinc(II)] monohydrate, C12H15NO9Zn
  17. The crystal structure of 2,3-difluoro-11H-benzo-[4,5]imidazo[2,1-a]isoindol-11-one, C14H6F2N2O
  18. The crystal structure of 2,3-di(9H-carbazol-9-yl)-9H-fluoren-9-one, C37H22N2O
  19. The crystal structure of 5-(2-chloro-3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine, C40H39ClN2
  20. Crystal structure of 2-bromo-1-hydroxy-3-(3-methylbut-2-enyloxy)-9H-xanthen-9-one, C18H15BrO4
  21. Crystal structure of bis(μ2-benzenesulfonato-κ2O:O′)-bis(μ2-6,6′-((ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))-bis(2-methoxyphenolato-κ6O,O′:O′,N,N′,O′′:O′′,O′′′))disodium(I)dicopper(II)
  22. The crystal structure of (E)-1,2-bis(benzo[e][1,2]azaborinin-2(1H)-yl)ethene, C18H16B2N2
  23. Crystal structure of 3-oxo-urs-12-en-28-benzyl ester, C37H52O3
  24. The crystal structure of ethyl (E)-1-chloro-3-(4-chloro-1-methyl-1H-indole-2-carbonyl)-4-oxo-2-phenylcyclooct-2-ene-1-carboxylate, C27H25Cl2NO4
  25. The crystal structure of 4,4′-((5-bromo-2-iodo-1,3-phenylene)bis(oxy))bis(tert-butylbenzene) ─ ethanol (2/1), C26H28BrIO2
  26. Crystal structure of (E)-1-(4-(benzyloxy)-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C18H19NO3
  27. The crystal structure of N1,N3-bis(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)\ propanediamide hydrate, C25H26N6O4, 2(H2O)
  28. The crystal structure of 2,5-bis[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]cyclohexa-2,5-diene-1,4-dione, C28H26N6O4
  29. Crystal structure of 3,4-bis[2-(hydroxymethyl)-pyrrolidin-1-yl] cyclobut-3-ene-1,2-dione hydrate, C14H22N2O5
  30. The crystal structure of 2-(3,4–dichlorobenzyl)-1H-benzimidazole, C14H10Cl2N2
  31. The crystal structure of 2-(2-((4,6-dimethoxypyrimidin-2-yl)oxy)phenyl)-4-(piperidin-1-yl)-5H-chromeno[2,3-d]pyrimidine, C28H27N5O4
  32. The crystal structure of 6-(benzofuran-2-yl)-2-oxo-4,5-diphenyl-3,4-dihydro-2H-pyran-3-carbonitrile, C26H17NO3
  33. Crystal structure of N-(4-bromobenzyl)-3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C18H15BrF2N4O
  34. The crystal structure of the host-guest complex: N-{5-[2-(2,6-dimethylphenoxy)acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl}-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide-diethyl ether (2/1)
  35. The crystal structure of (Z)-4-amino-N-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H17N3O2
  36. The crystal structure of diethyl 1,4-dihydro-2,6-dimethyl-4-(3-cyanophenyl)-3,5-pyridinedicarboxylate, C20H22N2O4
  37. Crystal structure of 3-(5-((4-(difluoromethoxy)phenyl) sulfonyl)-3,4,5,6-tetrahydropyrrolo[3,4-c]pyrrol-2(1H)-yl) oxetane-3-carboxamide, C17H19F2N3O5S
  38. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)-N-(2-(4-methylpiperazin-1-yl)ethyl)benzamide hydrate, C25H37Cl2N5O6
  39. Crystal structure of 3-(benzo[d]thiazol-2-yl)-5-bromo-2-hydroxybenzaldehyde, C14H8BrNO2S
  40. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C11H10F2N4O
  41. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-isopropyl-1H-imidazol-3-ium hexafluoridophosphate(V), C20H34F12N4P2
  42. Crystal structure of ethyl 5,6-dichloro-2-methyl-2,3-dihydro-1 H-benzo[d]imidazole-2-carboxylate, C11H12Cl2N2O2
  43. The crystal of structure of (OC-6-22)-pentakis(acetonitrile)bromidoruthenium(II)bromide monohydrate, C10H15Br2N5Ru
  44. Crystal structure of (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(((4aS,5R,6S)-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl)oxy)tetrahydro-2H-pyran-3-yl 2,3-dihydroxybenzoate hydrate, C23H26O12·H2O
  45. The crystal structure of (E)-4-amino-N′-(1-(4-fluorophenyl)propylidene)benzohydrazide, C16H16FN3O
  46. The crystal structure of 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine, C32H22N2
  47. Crystal structure of poly[μ3-diiodido-[μ2-di(1H-pyrazol-1-yl)methane-κ2N,N′)]dicopper(I)], C7H8Cu2I2N4
  48. Crystal structure of 3-amino-N′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  49. The crystal structure of 1,3-diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, C8H10O4N4
  50. Crystal structure of catena-poly[aqua-(μ2-1,4-diazabicyclo[2.2.2]octane-k2N: N′)-bis(sorbato-κ1O)-copper(II), C18H28CuN2O5
  51. Crystal structure of catena-poly[triaqua-(μ2 -1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ3O,O′:O′′)manganese(II)], C12H12N2O8Mn
  52. The crystal structure of [hexaaquamagnesium(II)] 4-[(pyridine-4-carbonyl)-amino]-phthalate trihydrate, C14H26N2O14Mg
  53. Crystal structure of 1-(p-tolylphenyl)-4-(2-furoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O3
  54. The crystal structure of bis(1,4,7,10,13-pentaoxacyclopentadecane)-potassium(I) dichloridocopper(I), C20H40Cl2CuKO10
  55. The crystal structure of tris(tetra-n-butylammonium) hexanitrato-κ2O,O′-lanthanium(III) C48H108N9O18La
Heruntergeladen am 4.2.2026 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2023-0543/html
Button zum nach oben scrollen