Startseite Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
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Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2

  • Yun-Dong Li , Lian-Ping Mei , Hui Dang und Hang Ma ORCID logo EMAIL logo
Veröffentlicht/Copyright: 3. September 2024
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 239 Heft 6

Abstract

C30H31N5O6S2, Triclinic, P 1 ‾ (no. 2), a = 9.8856(3) Å, b = 10.9499(4) Å, c = 14.5715(5) Å, α = 101.939(1)°, β = 92.80(1)°, γ = 106.580(1)°, V = 1469.21(9) Å3, Z = 2, T = 200 K, R gt(F) = 0.0495, wR ref (F 2) = 0.1538.

CCDC no.: 2367001

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 0.30 × 0.20 × 0.20 mm
Wavelength: Ga Kα radiation (1.34139 Å)
μ: 1.37 mm−1
Diffractometer, scan mode: Bruker D8 VENTURE, φ and ω
θ max, completeness: 72.3°, 99 %
N(hkl)measured, N(hkl)unique, R int: 49,293, 8,746, 0.050
Criterion for I obs, N(hkl)gt: I obs > 2σ (I obs), 7,915
N(param)refined: 406
Programs: Bruker, 1 SHELX, 2 , 3 , 6 Diamond, 4 Olex2 5
Table 2:

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

Atom x y z U iso*/U eq
C1 0.60211 (15) 0.88932 (16) 0.53249 (12) 0.0307 (3)
H1A 0.550479 0.890108 0.589033 0.037*
H1B 0.588154 0.959022 0.502768 0.037*
C2 0.75641 (14) 0.91684 (14) 0.56159 (10) 0.0237 (3)
C3 0.97162 (14) 0.89467 (13) 0.57903 (9) 0.0220 (2)
C4 0.97453 (14) 1.01670 (14) 0.63286 (10) 0.0230 (2)
C5 1.09660 (16) 1.10286 (15) 0.68854 (11) 0.0290 (3)
H5 1.098151 1.186033 0.724957 0.035*
C6 1.21561 (16) 1.05986 (17) 0.68756 (12) 0.0321 (3)
H6 1.301722 1.115395 0.723924 0.038*
C7 1.21218 (15) 0.93633 (17) 0.63419 (12) 0.0314 (3)
H7 1.295973 0.910450 0.636277 0.038*
C8 1.09072 (15) 0.85065 (15) 0.57850 (11) 0.0274 (3)
H8 1.088918 0.767269 0.542321 0.033*
C9 0.39273 (14) 0.70540 (15) 0.47086 (10) 0.0260 (3)
H9B 0.338200 0.758897 0.448656 0.031*
H9A 0.375177 0.702372 0.536784 0.031*
C10 0.34681 (13) 0.57103 (14) 0.40996 (10) 0.0238 (3)
C11 0.35766 (14) 0.38260 (14) 0.32450 (10) 0.0257 (3)
C12 0.21648 (14) 0.38391 (15) 0.31638 (10) 0.0260 (3)
C13 0.10900 (16) 0.28015 (17) 0.25994 (12) 0.0335 (3)
H13 0.013152 0.281011 0.254269 0.040*
C14 0.1498 (2) 0.17572 (17) 0.21260 (13) 0.0392 (4)
H14 0.079766 0.102727 0.173298 0.047*
C15 0.2918 (2) 0.17379 (17) 0.22060 (14) 0.0394 (4)
H15 0.314694 0.099645 0.186837 0.047*
C16 0.39889 (18) 0.27743 (16) 0.27654 (12) 0.0333 (3)
H16 0.494858 0.276857 0.281909 0.040*
N1 0.54421 (12) 0.76341 (13) 0.46645 (9) 0.0260 (2)
H1 0.555 (2) 0.773 (2) 0.4056 (15) 0.031*
N2 0.83250 (12) 0.83517 (12) 0.53554 (8) 0.0230 (2)
H2 0.796 (2) 0.760 (2) 0.4986 (15) 0.028*
N3 0.83836 (12) 1.02692 (12) 0.61950 (9) 0.0249 (2)
H3 0.812 (2) 1.096 (2) 0.6501 (15) 0.030*
N4 0.43484 (12) 0.50080 (12) 0.38439 (9) 0.0245 (2)
H4 0.532 (2) 0.530 (2) 0.3997 (15) 0.029*
N5 0.21481 (12) 0.50303 (13) 0.37166 (9) 0.0260 (2)
H5A 0.141 (2) 0.527 (2) 0.3764 (15) 0.031*
C17 0.66183 (16) 1.19534 (14) 0.87118 (10) 0.0274 (3)
C18 0.5537 (2) 1.1999 (2) 0.92812 (13) 0.0411 (4)
H18 0.470233 1.215630 0.904885 0.049*
C19 0.5682 (2) 1.1814 (2) 1.01915 (14) 0.0479 (5)
H19 0.494262 1.184923 1.057914 0.058*
C20 0.6889 (2) 1.15793 (18) 1.05433 (13) 0.0411 (4)
C21 0.7962 (2) 1.1548 (2) 0.99695 (14) 0.0457 (4)
H21 0.879834 1.139578 1.020396 0.055*
C22 0.78387 (19) 1.17358 (19) 0.90542 (13) 0.0372 (4)
H22 0.858472 1.171440 0.867005 0.045*
C23 0.7022 (3) 1.1355 (2) 1.15307 (15) 0.0565 (6)
H23A 0.774235 1.090980 1.158526 0.085*
H23B 0.610566 1.081177 1.165488 0.085*
H23C 0.730411 1.219975 1.199099 0.085*
O1 0.56683 (15) 1.30587 (14) 0.75218 (9) 0.0413 (3)
O2 0.54799 (12) 1.07599 (13) 0.70167 (9) 0.0396 (3)
O3 0.77714 (11) 1.23848 (11) 0.72020 (8) 0.0309 (2)
S1 0.63572 (3) 1.20569 (4) 0.75266 (2) 0.02644 (11)
C24 0.80725 (14) 0.53929 (13) 0.24491 (10) 0.0244 (3)
C25 0.67968 (16) 0.54733 (18) 0.20599 (12) 0.0342 (3)
H25 0.601686 0.542454 0.242139 0.041*
C26 0.6670 (2) 0.5625 (2) 0.11411 (14) 0.0417 (4)
H26 0.579270 0.567093 0.087679 0.050*
C27 0.7797 (2) 0.57117 (19) 0.05978 (13) 0.0406 (4)
C28 0.9067 (2) 0.56505 (19) 0.10041 (13) 0.0405 (4)
H28 0.985452 0.572643 0.064819 0.049*
C29 0.92167 (17) 0.54806 (17) 0.19196 (12) 0.0334 (3)
H29 1.009072 0.542492 0.218067 0.040*
C30 0.7651 (3) 0.5883 (3) −0.04041 (16) 0.0623 (6)
H30A 0.859581 0.624009 −0.059089 0.093*
H30B 0.709446 0.648653 −0.043823 0.093*
H30C 0.716696 0.503214 −0.083120 0.093*
O4 0.73325 (10) 0.58172 (11) 0.41444 (8) 0.0284 (2)
O5 0.97546 (11) 0.58327 (14) 0.39779 (9) 0.0385 (3)
O6 0.78284 (16) 0.37789 (12) 0.35497 (9) 0.0409 (3)
S2 0.82679 (3) 0.51735 (3) 0.36129 (2) 0.02405 (10)

1 Source of materials

All the reagents and solvents were used as obtained without further purification. Bis((benzimidazol-2-yl)methyl) amine (IDB) was prepared according to a slightly modified method described by Adams et al. 7 The ligand IDB (27.7 mg, 0.1 mmol) and p-toluenesulfonic acid (34.4 g, 0.2 mmol) were thoroughly mixed and dissolved in 10.0 mL methanol solution. The resulting clear solution was kept at ambient condition. Colorless block crystals were obtained five days later at the bottom of the vessel. For a better X-ray data collection crystals selected have been immersed into perfluoroalkylether, which was then cooled down to −73 °C during the measurement.

2 Experimental details

H atoms bound to carbon atoms were placed at their geometrically idealized positions and constrained to ride on their parent atoms with C–H = 0.95 Å (aromatic), 0.99 Å (methylene), 0.98 Å (methyl), U iso(H) = 1.2U eq (aromatic and methylene) and 1.5U eq (methyl). Those H atoms bound with N1–N5 atoms were found initially from the difference maps with N–H distances being refined freely, and the U iso values being set 1.2 times of their respective parent atoms.

3 Comment

Bis(2-benzimidazylmethyl)amine (IDB) is a type of multi-benzimidazole ligands which have been often used in the synthesis of various metal-organic complexes used as functional materials. 7 For instance, by employing a tripodal bis(benzimidazole) ligand bis((benzimidazol-2-yl) methyl)amine(IDB) and its derivative as the main ligand, a series of nickel and copper complexes were synthesized which allow a systematic investigation of a biomimetic chemistry. 8 By using multi- or poly-benzimidazole derivatives, we can improve the properties of a fiber such as reducing flame shrinkage and oxidative resistance. 9 In order to study the flame retardancy of ligands with two benzimidazole, we synthesized a new organic ligand and successfully obtained its p-methylbenzene sulfonate. By introducing a wide variety of anions, we expect to be able to improve the ignition point of the compound as a flame retardant material.

The titled compound was crystallized in the triclinic P 1 ‾ space group with one IDB dication and two p-toluenesulfonate anions in its asymmetric unit, forming a 1:2 organic salt. The IDB molecule adopts a nearly planar conformation which is reflected by the torsion angle of –N1–C1–C2–N3– (177.6(1)°), –N1–C9–C10–N5 (−157.3(1)°) and the dihedral angle between two benzimidazole groups (6.1(1)°) which is similar to some analogs. 10 , 11 , 12 , 13 The bonds C2–N2 (1.335(1)), C2–N3 (1.333(1)), C10–N4 (1.335(1) and C10–N5 (1.331(1)) are almost equal to each other, indicating the protonation of the benzimidazole nitrogen atoms. What’s more, all the nitrogen-bonded hydrogen atoms can be clearly found from the difference maps, which also indicates that the protonation positions are at the benzimidazole nitrogen atoms, instead of the amine N1 atom. Due to the deprotonation of the two p-toluenesulfonic acids, the three S–O bond distances in the two anions are also very close to each other, in a range of 1.445(1)–1.472(1) Å.

In the crystal packing, the ions are linked into a three-dimensional network. In order to simplify the analysis of the crystal packing, it can be introduced in terms of three aspects. Firstly, the IDB cations and p-toluenesulfonate anions are linked together via four N–H⋯O hydrogen bonds, forming the one-dimensional chain running along the [100] axis. Meanwhile, one π⃛π stacking interaction was observed between symmetry-related benzene ring (C3–C8) and imidazole ring (N2/N3/C2/C3/C4) with the centroid-to-centroid distance of 3.511(1) Å. Secondly, these adjacent [100] hydrogen chains are linked by one other π⃛π stacking interaction between symmetry-related benzene ring (C11–C16) and imidazole ring (N2/N3/C2/C3/C4) with the centroid-to-centroid distance of 3.523(1) Å, forming a two-dimensional layer structure parallel to the (001) plane. Finally, by analysis using PLATON 14 those neighboring two-dimensional (001) layer structures are linked by weak C–H⃛π interaction originating from the methyl group (C23) and benzene ring (C4–C8) with the nearest C⋯C distance being 3.475(1) Å, giving the final three-dimensional network.

Corresponding author: Hang Ma, R&D Center, Yunnan YunTianHua CO. LTD, Kunming, Yunnan 650228, P.R. China, E-mail:

Funding source: R&D Center, Yunnan YunTianHua CO. LTD

  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 was financially supported by the R&D Center, Yunnan YunTianHua CO. LTD.

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

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Received: 2024-07-03
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
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  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
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  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
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  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
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  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
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  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
https://doi.org/10.1515/ncrs-2024-0281
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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
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Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0281/html
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