Startseite Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5
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Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5

  • Xin-Ting Xiong , Pan-Lei Xiao , Xiao-Hui Ou-Yang , Xu-Liang Nie ORCID logo und Xiu-Ying Song EMAIL logo
Veröffentlicht/Copyright: 19. April 2023
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 238 Heft 3

Abstract

C16H12ClFO5, monclinic, P21/c (no. 14), a = 14.7536(6) Å, b = 7.8281(3) Å, c = 14.0501(7) Å, β =  111.174 ( 5 ) ° , V = 1513.13(12) Å3, Z = 4, R gt (F) = 0.0367, wR ref (F 2) = 0.0865, T = 296(2) K.

CCDC no.: 2251407

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: Colorless block
Size: 0.21 × 0.16 × 0.13 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.29 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 25.5°, >99%
N(hkl)measured , N(hkl)unique, R int: 6080, 2822, 0.017
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 2363
N(param)refined: 211
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
C1 0.76644 (15) 0.9570 (3) 0.08987 (18) 0.0672 (7)
H1A 0.8002 0.8606 0.0764 0.101*
H1B 0.8091 1.0186 0.1478 0.101*
H1C 0.7455 1.0308 0.0313 0.101*
C2 0.60911 (13) 0.8369 (2) 0.03095 (15) 0.0414 (4)
C3 0.53025 (12) 0.7670 (2) 0.06189 (13) 0.0364 (4)
C4 0.53905 (13) 0.7536 (3) 0.16331 (13) 0.0415 (4)
H4 0.5937 0.7970 0.2146 0.050*
C5 0.46630 (13) 0.6756 (3) 0.18803 (14) 0.0429 (5)
H5 0.4724 0.6645 0.2560 0.052*
C6 0.38527 (12) 0.6146 (2) 0.11191 (13) 0.0369 (4)
C7 0.37411 (12) 0.6290 (2) 0.00935 (14) 0.0401 (4)
C8 0.44730 (13) 0.7049 (2) −0.01518 (14) 0.0408 (4)
H8 0.4413 0.7148 −0.0832 0.049*
C9 0.27435 (16) 0.5799 (4) −0.16443 (16) 0.0722 (7)
H9A 0.2748 0.6991 −0.1803 0.108*
H9B 0.2124 0.5316 −0.2042 0.108*
H9C 0.3247 0.5222 −0.1801 0.108*
C10 0.22594 (12) 0.5868 (2) 0.11369 (13) 0.0366 (4)
C11 0.15806 (12) 0.4512 (2) 0.12021 (12) 0.0322 (4)
C12 0.18156 (12) 0.2795 (2) 0.11238 (13) 0.0368 (4)
H12 0.2412 0.2533 0.1075 0.044*
C13 0.11903 (13) 0.1485 (2) 0.11167 (13) 0.0403 (4)
H13 0.1352 0.0352 0.1057 0.048*
C14 0.03212 (13) 0.1910 (2) 0.12010 (14) 0.0411 (4)
C15 0.00527 (13) 0.3559 (2) 0.12967 (14) 0.0398 (4)
H15 −0.0540 0.3796 0.1360 0.048*
C16 0.06870 (12) 0.4859 (2) 0.12965 (12) 0.0334 (4)
Cl1 0.03207 (3) 0.69181 (6) 0.14373 (4) 0.04743 (17)
F1 −0.03085 (9) 0.06512 (15) 0.11894 (10) 0.0646 (4)
O1 0.68287 (9) 0.8983 (2) 0.11094 (10) 0.0555 (4)
O2 0.60874 (10) 0.8366 (2) −0.05449 (11) 0.0566 (4)
O3 0.29090 (9) 0.5605 (2) −0.05882 (10) 0.0591 (4)
O4 0.31685 (8) 0.52082 (16) 0.13770 (10) 0.0448 (3)
O5 0.20704 (10) 0.73283 (17) 0.08994 (12) 0.0577 (4)

1 Source of materials

2-Chloro-4-fluorobenzoyl chloride (1.86 g, 0.12 mol) was added dropwise under stirring into the mixture of methyl 4-hydroxy-3-methoxybenzoate (1.82 g, 0.01 mol), K2CO3 (2.76 g, 0.02 mol) and CH2Cl2 (20 mL) at 0 °C. The mixture was reacted for 3 h (monitored by TLC) then washed with water. CH2Cl2 was removed by steam distillation, colorless product was produced. Yield 90.6% (based on methyl 4-hydroxy-3-methoxybenzoate). The crystals were obtained by evaporating ethyl acetate slowly at room temperature.

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

Vanillic acid derivatives possess anti-inflammatory, antibacterial activity and have attracted the attention of the pharmaceutical industry [5], [6], [7]. However, its poor fat solubility and instability hinder its application. So it is necessary to modify their structures. Wang et al. have synthesized two 4-alkyl methyl vanillic acid derivatives [8, 9] and also methyl 4-(benzyloxy)-3-methoxybenzoate [10]. We have synthesized methyl 4-acetoxy-3-methoxybenzoate [11]. As part of our ongoing studies on phenolic acid derivatives fungicides [12], [13], [14], [15], [16].

In the molecules of the title structure, bond lengths and angles are very similar to those given in the literature for methyl 4-acetoxy-3-methoxybenzoate [11], [12], [13]. In the title structure, the dihedral angle formed by the C3–C8 phenyl plane, the C11–C16 phenyl plane, the carboxylate group C2–O1–O2 plane and the carboxylate group C10–O4–O5 plane are 6.7 ° , 81.8 ° and 76.7 ° , respectively. The torsion angles of C3–C2–O1–C1, C6–C7–O3–C9, C7–C6–O4–C10 and C11–C10–O4–C6 are 175.4 ° , 177.0 ° , − 70.7 ° and 164.3 ° , respectively.

Corresponding author: Xiu-Ying Song, School of Information and Engineering, Jiangxi Agricultural University, Nanchang 330045, People’s Republic of China, E-mail:

Funding source: National College Students Innovation and Entrepreneurship Training Program (No. X2023104103308)

Award Identifier / Grant number: (GJJ200404)

Funding source: Key Research Foundation of Educational Department of Jiangxi Province of China

Award Identifier / Grant number: (GJJ200404)

Funding source: Research Foundation of Jiangxi Medical Products Administration

Award Identifier / Grant number: (2022JS34)

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. Research funding: This research was supported by the Key Research Foundation of Educational Department of Jiangxi Province of China (GJJ200404), the Research Foundation of Jiangxi Medical Products Administration (2022JS34) and National College Students Innovation and Entrepreneurship Training Program (No. X2023104103308).

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

References

1. Bruker. APEX2, SAINT and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2009.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. Brandenburg, K. DIAMOND. Visual Crystal Structure Information System. Ver. 4.0; Crystal Impact: Bonn, Germany, 2015.Suche in Google Scholar

5. Nishi, G., Alok, M., Bhushan, M. S. Design, synthesis and molecular docking of vanillic acid derivatives as amylolytic enzyme inhibitors. Pharm. Chem. J. 2021, 55, 1–9. https://doi.org/10.1007/S11094–021–02439–4.10.1007/s11094-021-02439-4Suche in Google Scholar

6. Tsepaeva, O. V., Salikhova, T. I., Grigor’eva, L. R., Ponomaryov, D. V., Dang, D., Ishkaeva, R. A., Abdullin, T. I., Nemtarev, A. V., Mironov, V. F. Synthesis and in vitro evaluation of triphenylphosphonium derivatives of acetylsalicylic and salicylic acids: structure-dependent interactions with cancer cells, bacteria, and mitochondria. Med. Chem. Res. 2021, 30, 1–15. https://doi.org/10.1007/S00044–020–02674–6.10.1007/s00044-020-02674-6Suche in Google Scholar

7. Wodnicka, A., Huzar, E. Synthesis and photoprotective properties of new salicylic and vanillic acid derivatives. Curr. Chem. Lett. 2017, 6, 125–134. https://doi.org/10.5267/j.ccl.2017.3.002.Suche in Google Scholar

8. Zhang, M., Lu, R. Z., Han, L. N., Wei, W. B., Wang, H. B. Methyl 4-butoxy-3-methoxybenzoate. Acta Crystallogr. 2009, E65, o434. https://doi.org/10.1107/S1600536809003080.Suche in Google Scholar PubMed PubMed Central

9. Zhang, M., Lu, R. Z., Han, L. N., Wei, W. B., Wang, H. B. Methyl 4-(3-chloropropoxy)-3-methoxy-benzoate. Acta Crystallogr. 2009, E65, o231. https://doi.org/10.1107/S1600536808043274.Suche in Google Scholar PubMed PubMed Central

10. Wang, K., Ju, C. F., Xiao, J., Chen, Q. Methyl 4-(benzyloxy)-3-methoxybenzoate. Acta Crystallogr. 2009, E65, o1562. https://doi.org/10.1107/S1600536813025415.Suche in Google Scholar PubMed PubMed Central

11. Xiao, P. L., Song, X. Y., Yang, C. Y., Nie, X. L., Wang, Y. H. Crystal structure of methyl 4-acetoxy-3-methoxybenzoate, C11H12O5. Z. Kristallogr. N. Cryst. Struct. 2021, 236, 1203–1205. https://doi.org/10.1515/ncrs-2021–0278.10.1515/ncrs-2021-0278Suche in Google Scholar

12. Fang, L. M., Huang, J. P., Dai, J. C., Nie, X. L., Liu, C. X., Kang, N. Q., Huang, L. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4. Z. Kristallogr. N. Cryst. Struct. 2019, 234, 585–586. https://doi.org/10.1515/ncrs-2018–0591.10.1515/ncrs-2018-0591Suche in Google Scholar

13. Xiong, C. L., Lan, Y. D., Song, X. Y., Xiong, W. M., Nie, X. L. Crystal structure of methyl 4-acetoxy-3,5-dimethoxybenzoate, C12H14O6. Z. Kristallogr. N. Cryst. Struct. 2021, 236, 573–575. https://doi.org/10.1515/ncrs-2020–0632.10.1515/ncrs-2020-0632Suche in Google Scholar

14. Huang, C. X., Gu, J., Xiong, W. M., Chen, J. Z., Nie, X. L., Shangguan, X. C. Synthesis, crystal structures and antibacterial activities of two complexes of Zn(II)/Cd(II) assembled by 4-carboxy methoxy cinnamic acid ligand. Chin. J. Inorg. Chem. 2021, 37, 1197–1203. https://doi.org/10.11862/CJIC.2021.153.Suche in Google Scholar

15. Gu, J., Song, X. Y., Wang, G. S., Peng, J., Nie, X. L. Crystal structure of methyl (E)-3-(4-acetoxyphenyl)acrylate, C12H12O4. Z. Kristallogr. N. Cryst. Struct. 2021, 236, 1215–1217. https://doi.org/10.1515/ncrs-2021–0282.10.1515/ncrs-2021-0282Suche in Google Scholar

16. Guo, C. M., Yi, L. Y., Pan, L., You, Y., Nie, X. L. Crystal structure of methyl (E)-3-(4-(2-ethoxy-2-oxoethoxy)phenyl)acrylate, C14H16O5. Z. Kristallogr. N. Cryst. Struct. 2021, 236, 569–571. https://doi.org/10.1515/ncrs-2020–0634.10.1515/ncrs-2020-0634Suche in Google Scholar
Received: 2023-02-24
Accepted: 2023-03-24
Published Online: 2023-04-19
Published in Print: 2023-06-27

© 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 phenyl(3,3-dichloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one)methanone, C7H4Cl2N2O
  4. Crystal structure of poly[diaqua-bis(μ 2-1,4-diaminobutane-N:N′)cobalt(II)] dichloride, C8H28Cl2CoN4O2
  5. Synthesis and crystal structure of (4aR,7S)-7-hydroxy-7-isopropyl-1,1-dimethyldecahydro-2H,6H-8a,4a-(epoxymethano)phenanthren-12-one, C20H32O3
  6. The crystal structure of 1-(2-chlorobenzyl)-3-(3,5-dichlorophenyl)urea, C14H11Cl3N2O
  7. Crystal structure of tetrapropylammonium-1,3,5-thiadiazole-5-amido-2-carbamate – 1,2,4-thiadiazole-3,5-diamine – water (1/1/1), C17H37N9O3S2
  8. Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2
  9. The crystal structure of ((E)-2,4-dichloro-6-(((2-hydroxy-5-nitrophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Cl2MnN5O4
  10. The crystal structure of aqua-bis{2-bromo-6-((2-(2-phenylacetyl)hydrazineylidene)methyl)phenolato-κ3 N,O,O′}-dimethylformamide-κ1 O-erbium(III) chloride – dimethylformamide – water (1/2/1), C39H49N7O9Br2ClEr
  11. Crystal structure of (diaqua-bis(phenanthroline-K 2 N,N′)-tetrakis(m 2-3,4,5,6-tetrafluorophthalato-K 4 O,O:O′:O″;K 2 O:O′)dierbium (III) phenanthroline (1/2), C80H38Er2F16N8O18
  12. Crystal structure of (E)-7-methoxy-2-(4-methoxy-2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C20H17F3O3
  13. The crystal structure of 4–(4,4,5,5–tetramethyl–1,3,2–dioxaborolan–2–yl)morpholine, C10H20BNO3
  14. The crystal structure of catena–poly[aqua(1-naphthoato-κ 2 O,O′)-(μ-1-naphthoato-κ 4 O:O,O′:O′)lead(II)], C22H16O5Pb
  15. The crystal structure of 1-(4-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  16. The crystal structure of 4-(pyren-1-yl)butyl-4-nitrobenzoate, C27H21NO4
  17. Crystal structure of cyclo-(bis(µ2-3,3′-(1H-imidazole-3-ium-1,3-diyl)dipropionato-κ4 O,O′:O″,O″′)-dinitrato-κ2 O,O′-tetraoxido-diuranium(VI) C18H22N6O18U2
  18. The crystal structure of catena-[nitrato-κ 2 O,O′-(μ 3-3-iodobenzene-1,2-dicarboxylato-κ 4 O:O′:O″,O‴)-(2,2′:6′,2″-terpyridine-κ 3 N,N′,N″)lanthanum(III)], C23H14IN4O7La
  19. Redetermination of crystal structure of [bis(pyridin-2-ylmethyl)amine-κ 3 N,Nʹ,Nʺ]chloridopalladium(II) chloride monohydrate
  20. Crystal structure of catena-poly[triaqua-[bis(m2-4-(1H-1,2,4-triazol-1-yl)benzoato-k2O:O')-(4-(1H-1,2,4-triazol-1-yl)benzoato-k1O)-praseodymium (III) monohydrate], C27H26N9O10Pr
  21. Crystal structure of trans-diaqua-bis(methyl methylcarbamohydrazonothioato-κ2 N,N′) nickel(II) iodide semihydrate, C6H22N6O2NiS2I2·0.5H2O
  22. The crystal structure of 2-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)isoindolin-1-one, C17H13F4NOS
  23. The crystal structure of di-μ-1-naphthylacetato-κ 3 O,O′:O;κ 3 O:O,O′-bis[(1-naphthylacetato-κ 2 O,O′)(2,2′-bipyridine-κ 2 N,N′)lead(II)] monohydrate, C68H54N4O9Pb2
  24. Crystal structure of tetrapropylammonium guanidinium 4,4′-sulfonyldibenzoate monohydrate, C27H44N4O7S
  25. Crystal structure of bis(tetrapropylammonium) terephthalate – 1-(diaminomethylene)thiourea – water (1/2/4) C18H40N5O4S
  26. Crystal structure of (E)-7-fluoro-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C21H20FNO2
  27. The crystal structure of poly[diaqua-bis(μ 3-5-bromobenzene-1,3-dicarboxylato-κ 3 O,O,O′)-(μ 2-1,3-bis-(4-pyridyl)-propane-κ 2 N,N′)-dizinc(II))] – 5-bromobenzene-1,3-dicarboxylic acid [2/1], C37H29Br3N2O14Zn2
  28. The crystal structure of 2-bromo-1,3-phenylene bis(4-methylbenzenesulfonate), C20H17BrO6S2
  29. Crystal structure of europium dichromium icosaaluminum, EuCr2Al20
  30. The crystal structure of N′1,N′3-di((E)-benzylidene) isophthalohydrazide dihydrate, C 22 H 22 N 4 O 4
  31. Crystal structure of 7α,11α-dihydroxy-15-oxo-ent-kauran-16-en-19,6β-olide, C20H26O5
  32. Crystal structure of 4-chloro-N′-[(1E)-pyridin-3-ylmethylidene]benzohydrazide, C13H10ClN3O
  33. The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3
  34. Crystal structure of E-7-fluoro-2-(2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C18H12F4O
  35. Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn
  36. Crystal structure of 5-(adamantan-1-yl)-3-[(4-{[2-(trifluoromethyl)phenyl]-methyl}piperazin-1-yl)methyl]-1,3,4-oxadiazole-2(3H)-thione, C25H31F3N4OS
  37. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea – water (2/2/1), C30H72N10O7S2
  38. Crystal structure of tris(2,2′-bipyridine-κ2 N,N′)iron(II) triiodide – dichloromethane (2/1), C61H50Cl2Fe2I12N12
  39. Crystal structure of 2-amino-3-[2-(1,3,3-trimethyl-1,3-dihydro-indol-2-ylidene)-ethylideneamino]-but-2-enedinitrile, C17H17N5
  40. The crystal structure of 1-(2-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  41. Crystal structure of potassium bis(pentaselenido-κ 2 Se 1,Se 5)palladate(II), K2[Pd(Se5)2]
  42. The crystal structure of 5,10-bis(2-methoxyethyl)-5,10-dihydro-[1,2,3,4]tetrathiocino[5,6-b:8, 7-b′]diindole, C22H22N2O2S4
  43. The crystal structure of 4-(4-iodophenyl)-5H-1,2,3-dithiazole-5-thione, C8H4INS3
  44. Crystal structure of bis{μ2-(4-acetyl-phenoxy)acetato-κ2 O:O′}-bis{μ2-(4-acetyl-phenoxy)acetato-κ3 O,O′:O)- bis{(4-acetyl-phenoxy)acetato-κ2 O,O′}-bis(phenanthrolin-κ2 N,N′)didysprosium(III) tetrahydrate, C84H78N4O28Dy2
  45. Crystal structure of Eu2Pd3.37(1)Zn13.63(1)
  46. Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5
  47. Crystal structure of catena-poly[bis(μ2-dicyanamide-κ2 N:N′)-bis(4-vinylpyridine-κN)-copper(II)], C18H14CuN8
  48. The crystal structure of iguratimod-dimethylformamide (1/1), C17H14N2O6S·C3H7NO
  49. Synthesis and crystal structure of 1-((3R,10S,13S,17S)-10,13-dimethyl-3-(m-tolylamino)hexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)ethan-1-one, C28H41NO
  50. The crystal structure of diaqua-bis(4-bromo-2-formylphenoxy)zinc(II), C14H12Br2O6Zn
  51. The crystal structure of tetra(1-ethylimidazole-κ 1 N)-[μ 4-imidazole-4,5-dicarboxylato-κ 4 O, N, O′, N′]-trioxido-divanadium, C25H33N10O7V2
  52. The crystal structure of (E)-N′-(1-(4-fluorophenyl)propylidene)-2-hydroxybenzohydrazide, C16H15FN2O2
https://doi.org/10.1515/ncrs-2023-0092
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Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of phenyl(3,3-dichloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one)methanone, C7H4Cl2N2O
  4. Crystal structure of poly[diaqua-bis(μ 2-1,4-diaminobutane-N:N′)cobalt(II)] dichloride, C8H28Cl2CoN4O2
  5. Synthesis and crystal structure of (4aR,7S)-7-hydroxy-7-isopropyl-1,1-dimethyldecahydro-2H,6H-8a,4a-(epoxymethano)phenanthren-12-one, C20H32O3
  6. The crystal structure of 1-(2-chlorobenzyl)-3-(3,5-dichlorophenyl)urea, C14H11Cl3N2O
  7. Crystal structure of tetrapropylammonium-1,3,5-thiadiazole-5-amido-2-carbamate – 1,2,4-thiadiazole-3,5-diamine – water (1/1/1), C17H37N9O3S2
  8. Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2
  9. The crystal structure of ((E)-2,4-dichloro-6-(((2-hydroxy-5-nitrophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Cl2MnN5O4
  10. The crystal structure of aqua-bis{2-bromo-6-((2-(2-phenylacetyl)hydrazineylidene)methyl)phenolato-κ3 N,O,O′}-dimethylformamide-κ1 O-erbium(III) chloride – dimethylformamide – water (1/2/1), C39H49N7O9Br2ClEr
  11. Crystal structure of (diaqua-bis(phenanthroline-K 2 N,N′)-tetrakis(m 2-3,4,5,6-tetrafluorophthalato-K 4 O,O:O′:O″;K 2 O:O′)dierbium (III) phenanthroline (1/2), C80H38Er2F16N8O18
  12. Crystal structure of (E)-7-methoxy-2-(4-methoxy-2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C20H17F3O3
  13. The crystal structure of 4–(4,4,5,5–tetramethyl–1,3,2–dioxaborolan–2–yl)morpholine, C10H20BNO3
  14. The crystal structure of catena–poly[aqua(1-naphthoato-κ 2 O,O′)-(μ-1-naphthoato-κ 4 O:O,O′:O′)lead(II)], C22H16O5Pb
  15. The crystal structure of 1-(4-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  16. The crystal structure of 4-(pyren-1-yl)butyl-4-nitrobenzoate, C27H21NO4
  17. Crystal structure of cyclo-(bis(µ2-3,3′-(1H-imidazole-3-ium-1,3-diyl)dipropionato-κ4 O,O′:O″,O″′)-dinitrato-κ2 O,O′-tetraoxido-diuranium(VI) C18H22N6O18U2
  18. The crystal structure of catena-[nitrato-κ 2 O,O′-(μ 3-3-iodobenzene-1,2-dicarboxylato-κ 4 O:O′:O″,O‴)-(2,2′:6′,2″-terpyridine-κ 3 N,N′,N″)lanthanum(III)], C23H14IN4O7La
  19. Redetermination of crystal structure of [bis(pyridin-2-ylmethyl)amine-κ 3 N,Nʹ,Nʺ]chloridopalladium(II) chloride monohydrate
  20. Crystal structure of catena-poly[triaqua-[bis(m2-4-(1H-1,2,4-triazol-1-yl)benzoato-k2O:O')-(4-(1H-1,2,4-triazol-1-yl)benzoato-k1O)-praseodymium (III) monohydrate], C27H26N9O10Pr
  21. Crystal structure of trans-diaqua-bis(methyl methylcarbamohydrazonothioato-κ2 N,N′) nickel(II) iodide semihydrate, C6H22N6O2NiS2I2·0.5H2O
  22. The crystal structure of 2-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)isoindolin-1-one, C17H13F4NOS
  23. The crystal structure of di-μ-1-naphthylacetato-κ 3 O,O′:O;κ 3 O:O,O′-bis[(1-naphthylacetato-κ 2 O,O′)(2,2′-bipyridine-κ 2 N,N′)lead(II)] monohydrate, C68H54N4O9Pb2
  24. Crystal structure of tetrapropylammonium guanidinium 4,4′-sulfonyldibenzoate monohydrate, C27H44N4O7S
  25. Crystal structure of bis(tetrapropylammonium) terephthalate – 1-(diaminomethylene)thiourea – water (1/2/4) C18H40N5O4S
  26. Crystal structure of (E)-7-fluoro-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C21H20FNO2
  27. The crystal structure of poly[diaqua-bis(μ 3-5-bromobenzene-1,3-dicarboxylato-κ 3 O,O,O′)-(μ 2-1,3-bis-(4-pyridyl)-propane-κ 2 N,N′)-dizinc(II))] – 5-bromobenzene-1,3-dicarboxylic acid [2/1], C37H29Br3N2O14Zn2
  28. The crystal structure of 2-bromo-1,3-phenylene bis(4-methylbenzenesulfonate), C20H17BrO6S2
  29. Crystal structure of europium dichromium icosaaluminum, EuCr2Al20
  30. The crystal structure of N′1,N′3-di((E)-benzylidene) isophthalohydrazide dihydrate, C 22 H 22 N 4 O 4
  31. Crystal structure of 7α,11α-dihydroxy-15-oxo-ent-kauran-16-en-19,6β-olide, C20H26O5
  32. Crystal structure of 4-chloro-N′-[(1E)-pyridin-3-ylmethylidene]benzohydrazide, C13H10ClN3O
  33. The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3
  34. Crystal structure of E-7-fluoro-2-(2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C18H12F4O
  35. Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn
  36. Crystal structure of 5-(adamantan-1-yl)-3-[(4-{[2-(trifluoromethyl)phenyl]-methyl}piperazin-1-yl)methyl]-1,3,4-oxadiazole-2(3H)-thione, C25H31F3N4OS
  37. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea – water (2/2/1), C30H72N10O7S2
  38. Crystal structure of tris(2,2′-bipyridine-κ2 N,N′)iron(II) triiodide – dichloromethane (2/1), C61H50Cl2Fe2I12N12
  39. Crystal structure of 2-amino-3-[2-(1,3,3-trimethyl-1,3-dihydro-indol-2-ylidene)-ethylideneamino]-but-2-enedinitrile, C17H17N5
  40. The crystal structure of 1-(2-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  41. Crystal structure of potassium bis(pentaselenido-κ 2 Se 1,Se 5)palladate(II), K2[Pd(Se5)2]
  42. The crystal structure of 5,10-bis(2-methoxyethyl)-5,10-dihydro-[1,2,3,4]tetrathiocino[5,6-b:8, 7-b′]diindole, C22H22N2O2S4
  43. The crystal structure of 4-(4-iodophenyl)-5H-1,2,3-dithiazole-5-thione, C8H4INS3
  44. Crystal structure of bis{μ2-(4-acetyl-phenoxy)acetato-κ2 O:O′}-bis{μ2-(4-acetyl-phenoxy)acetato-κ3 O,O′:O)- bis{(4-acetyl-phenoxy)acetato-κ2 O,O′}-bis(phenanthrolin-κ2 N,N′)didysprosium(III) tetrahydrate, C84H78N4O28Dy2
  45. Crystal structure of Eu2Pd3.37(1)Zn13.63(1)
  46. Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5
  47. Crystal structure of catena-poly[bis(μ2-dicyanamide-κ2 N:N′)-bis(4-vinylpyridine-κN)-copper(II)], C18H14CuN8
  48. The crystal structure of iguratimod-dimethylformamide (1/1), C17H14N2O6S·C3H7NO
  49. Synthesis and crystal structure of 1-((3R,10S,13S,17S)-10,13-dimethyl-3-(m-tolylamino)hexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)ethan-1-one, C28H41NO
  50. The crystal structure of diaqua-bis(4-bromo-2-formylphenoxy)zinc(II), C14H12Br2O6Zn
  51. The crystal structure of tetra(1-ethylimidazole-κ 1 N)-[μ 4-imidazole-4,5-dicarboxylato-κ 4 O, N, O′, N′]-trioxido-divanadium, C25H33N10O7V2
  52. The crystal structure of (E)-N′-(1-(4-fluorophenyl)propylidene)-2-hydroxybenzohydrazide, C16H15FN2O2
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Heruntergeladen am 11.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2023-0092/html?lang=de
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