Home Crystal structure of 5-(2,2-difluoropropyl)-5-methylbenzo[4,5]imidazo[2,1-a] isoquinolin-6(5H)-one, C20H18F2N2O
Article Open Access

Crystal structure of 5-(2,2-difluoropropyl)-5-methylbenzo[4,5]imidazo[2,1-a] isoquinolin-6(5H)-one, C20H18F2N2O

  • Hongjuan Tong ORCID logo EMAIL logo , Xiaona Xu , Zhoujing Zhu , Yanrong Gao and Cuiya Zhang
Published/Copyright: February 19, 2025
Download Article (PDF)
Become an author with De Gruyter Brill
Submit Manuscript Author Information
Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 240 Issue 3

Abstract

C20H18F2N2O, monoclinic, P21/n (no. 14), a = 10.7795(8) Å, b = 12.7526(7) Å, c = 13.4631(10) Å, β = 111.105(8)°, V = 1726.6(2) Å3, Z = 4, Rgt(F) = 0.0737 wR ref (F2) = 0.1862, T = 293 K.

CCDC no.: 2421366

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 plate
Size: 0.21 × 0.15 × 0.10 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.10 mm−1
Diffractometer, scan mode: Rigaku, φ and ω scans
θmax, completeness: 29.2°, 100 %
N(hkl)measured, N(hkl)unique, Rint: 19689, 4225, 0.046
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 2,300
N(param)refined: 229
Programs: Rigaku, 1 SHELX, 2 , 3 Olex2 4
Table 2:

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

x y z Uiso*/Ueq
F1 0.8538 (3) 0.5073 (3) 0.4103 (2) 0.1526 (13)
F2 0.6637 (3) 0.47467 (19) 0.40747 (19) 0.1385 (12)
O1 0.4223 (2) 0.59949 (18) 0.2647 (2) 0.0874 (8)
N1 0.5302 (2) 0.34805 (16) 0.07715 (16) 0.0433 (5)
N2 0.48549 (19) 0.47779 (16) 0.17250 (16) 0.0408 (5)
C1 1.0462 (3) 0.6615 (3) 0.1559 (3) 0.0680 (9)
H1A 1.122723 0.634990 0.212416 0.102*
H1B 1.034022 0.734216 0.168542 0.102*
H1C 1.059254 0.654320 0.089351 0.102*
C2 0.9243 (3) 0.6002 (2) 0.1518 (2) 0.0478 (7)
C3 0.8402 (3) 0.6374 (2) 0.2007 (2) 0.0480 (7)
H3 0.862013 0.699483 0.239444 0.058*
C4 0.7240 (2) 0.58549 (19) 0.1941 (2) 0.0415 (6)
C5 0.6921 (2) 0.49260 (18) 0.13524 (19) 0.0371 (6)
C6 0.7771 (2) 0.4543 (2) 0.0862 (2) 0.0431 (6)
H6 0.756346 0.392336 0.047263 0.052*
C7 0.8905 (3) 0.5074 (2) 0.0951 (2) 0.0489 (7)
H7 0.946381 0.480617 0.062293 0.059*
C8 0.6322 (3) 0.6320 (2) 0.2466 (2) 0.0447 (6)
C9 0.5858 (3) 0.7412 (2) 0.1969 (3) 0.0626 (9)
H9A 0.661671 0.785936 0.210115 0.094*
H9B 0.526910 0.771410 0.228155 0.094*
H9C 0.539999 0.733898 0.121472 0.094*
C10 0.7026 (3) 0.6475 (2) 0.3680 (2) 0.0537 (7)
H10A 0.777002 0.694756 0.379163 0.064*
H10B 0.640900 0.682559 0.394507 0.064*
C11 0.7540 (4) 0.5517 (3) 0.4351 (3) 0.0701 (9)
C12 0.8018 (5) 0.5663 (4) 0.5514 (3) 0.1075 (15)
H12A 0.730731 0.592566 0.571384 0.161*
H12B 0.874097 0.615470 0.572469 0.161*
H12C 0.831870 0.500290 0.585997 0.161*
C13 0.5054 (3) 0.5700 (2) 0.2303 (2) 0.0515 (7)
C14 0.5721 (2) 0.43685 (18) 0.12580 (19) 0.0370 (6)
C15 0.3805 (2) 0.40557 (19) 0.15053 (19) 0.0412 (6)
C16 0.4097 (3) 0.3267 (2) 0.0917 (2) 0.0439 (6)
C17 0.3253 (3) 0.2417 (2) 0.0561 (2) 0.0565 (8)
H17 0.342928 0.189312 0.015026 0.068*
C18 0.2141 (3) 0.2377 (3) 0.0840 (3) 0.0625 (8)
H18 0.156308 0.180970 0.062184 0.075*
C19 0.1871 (3) 0.3167 (3) 0.1439 (3) 0.0631 (9)
H19 0.111314 0.311455 0.161304 0.076*
C20 0.2686 (3) 0.4029 (2) 0.1787 (2) 0.0544 (7)
H20 0.249782 0.455933 0.218544 0.065*

1 Source of materials

The target compound was synthesized via an electrochemical method under the following typical conditions: A 20 mL test tube equipped with a stirring bar was charged with 2-methyl-1-(2-phenyl-1H-benzo[d]imidazol-1-yl)prop-2-en-1-one (0.2 mmol), sodium difluoromethanesulfinate (MeCF2 SO2 Na, 0.6 mmol), lithium perchlorate (LiClO4, 0.3 M), acetonitrile (MeCN, 4.5 mL), and water (H2O, 1.5 mL). A carbon plate (10 mm × 10 mm × 3 mm) and a platinum plate (10 mm × 10 mm × 0.2 mm) were employed as the anode and cathode, respectively. The electrolysis was performed at a constant voltage of 2.1 V at room temperature for 3 h. After completion of the reaction, the reaction mixture was extracted with ethyl acetate (EtOAc, 10 mL × 3). The combined organic layers were dried over anhydrous sodium sulfate (Na2 SO4) and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography.

2 Experimental details

Hydrogen atoms were positioned in geometrically idealized locations and refined using a riding model. The crystal structure was solved using ShelXT 2 and refined with ShelXL, 3 implemented within the Olex2 software suite 4 .

3 Comment

Benzo[4,5]imidazo[2,1-a]isoquinoline derivatives have garnered significant attention in recent years due to their diverse biological activities and potential applications in medicinal chemistry. 5 , 6 , 7 , 8 , 9 , 10 , 11 The present study focuses on the synthesis and structural elucidation of 5-(2,2-difluoropropyl) -5-methylbenzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-one.

The central benzo[4,5]imidazo[2,1-a]isoquinoline core exhibits a nearly planar conformation, with the maximum deviation from the mean plane being observed at C8 by 0.93 Å. This planarity is consistent with the conjugated aromatic system, facilitating π-π stacking interactions in the crystal. 12 , 13 , 14 , 15 , 16 , 17 The substituents at the 5-position include a 2,2-difluoropropyl group and a methyl group. The difluoropropyl group adopts an extended conformation, with the C–C–F bond angles ranging from 108.0° to 110.9°, while the C–F bond lengths are measured as 1.338(5) Å and 1.359(6) Å. The presence of the two electronegative fluorine atoms introduces notable steric and electronic effects, which influence the overall molecular packing.

The molecular packing is stabilized by a combination of π-π stacking and weak intermolecular interactions. Significant π-π stacking occurs between adjacent aromatic rings, with a centroid-to-centroid distance of 3.2 Å. Additionally, weak C–H…F interactions are observed, contributing to the stability of the three-dimensional crystal lattice.

In summary, the structural elucidation of 5-(2,2-difluoropropyl)-5-methylbenzo [4,5]imidazo[2,1-a]isoquinolin-6(5H)-one highlights the planar aromatic framework, the spatial arrangement of the fluorinated propyl group, and the key intermolecular interactions that govern its crystal packing.

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

Acknowledgments

This work was financially supported by the projects of Natural Science Foundation of Shannxi Province (2024JC–YBMS-733, 2022JM-561), the 2023 research and development project of the Xianyang Science and Technology Bureau (L2023–ZDYF–SF-030), Key Laboratory of Molecular Imaging and Drug Synthesis of Xianyang city (2021QXNL–PT-0008), Doctoral research fund project of Xianyang Vocational and Technical College (2021BK01) and the scientific research fund project of Xianyang Vocational and Technical College (2020KJB02).

References

1. Rigaku, O. D. CrysAlisPRO; Rigaku Oxford Diffraction Ltd: Yarnton, Oxfordshire, England, 2017.Search in Google Scholar

2. Sheldrick, G. M. Shelxt–Integrated Space-Group and Crystal-Structure Determination. Acta Crystallogr. Sect. A: Found. Adv. 2015, 71, 3–8; https://doi.org/10.1107/s2053273314026370.Search in Google Scholar

3. Sheldrick, G. M. Crystal Structure Refinement with Shelxl. Acta Crystallogr. Sect. C: Struct. Chem. 2015, 71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar

4. Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A.; 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. Kraus, G. A.; Gupta, V.; Kohut, M.; Singh, N. A Direct Synthesis of 5, 6-Dihydroindolo[2,1-a]isoquinolines that Exhibit Immunosuppressive Activity. Bioorg. Med. Chem. Lett. 2009, 19, 5539–5542; https://doi.org/10.1016/j.bmcl.2009.08.057.Search in Google Scholar PubMed

6. Low, J. N.; Insuasty, B.; Torres, H.; Cobo, J. 6-(4–Fluorophenyl)-5, 6-dihydrobenzimidazo[1,2-c]quinazoline. Acta Crystallogr. Sect. E 2003, 59, o1801–o1803; https://doi.org/10.1107/s1600536803023663.Search in Google Scholar

7. Nandi, S.; Samanta, S.; Jana, S.; Ray, J. K. Synthesis of Substituted Benzimidazo[2,1-a]isoquinolines and its Condensed Analogues Using Pd(0)-catalyzed cyclization/C–H Activation. Tetrahedron Lett. 2010, 51, 5294–5297; https://doi.org/10.1016/j.tetlet.2010.07.162.Search in Google Scholar

8. Ooyama, Y.; Nakamura, T.; Yoshida, K. Heterocyclic Quinol-type Fluorophores. Synthesis of Novel Imidazoanthraquinol Derivatives and Their Photophysical Properties in Benzene and in the Crystalline State. New J. Chem. 2005, 29, 447–456; https://doi.org/10.1039/b410311d.Search in Google Scholar

9. Özbey, S.; Kaynak, F. B.; Göker, H.; Kuş, C. Synthesis and Crystal Structure Elucidation of 1-(4-Fluorobenzyl)-2-(4-cyanophenyl)-1h- Benzimidazole-5-Carbonitrile. J. Chem. Crystallogr. 2004, 34, 851–858; https://doi.org/10.1007/s10870-004-7718-0.Search in Google Scholar

10. Yang, X.; Jones, R. A.; Lai, R. J.; Waheed, A.; Oye, M. M.; Holmes, A. L. Supramolecular Assembly of Nanometer-Sized Heterobimetallic 3d-4f Complexes Formed with Benzimidazole Based N,O-donor Ligands. Polyhedron 2006, 25, 881–887; https://doi.org/10.1016/j.poly.2005.09.029.Search in Google Scholar

11. Zheng, L.; Hua, R. Modular Assembly of Ring–Fused and π–Extended Phenanthroimidazoles via C–H Activation and Alkyne Annulation. J.Org. Chem. 2014, 79, 3930–3936; https://doi.org/10.1021/jo500401n.Search in Google Scholar PubMed

12. Bian, Z. –Q.; Wang, K. –Z.; Jin, L. –P. Syntheses, Spectroscopic and Crystal Structural Studies of Novel Imidazo[4,5-f]1,10-phenanthroline Derivatives and their Eu(III) Ternary Complexes with Dibenzoylmethane. Polyhedron 2002, 21, 313–319; https://doi.org/10.1016/s0277-5387(01)00995-0.Search in Google Scholar

13. Chang, M. –Y.; Wu, M. –H.; Chen, Y. –L. Synthesis of Dihydrobenzoimidazo [2,1-a]isoquinolines. Tetrahedron Lett. 2012, 53, 4156–4160; https://doi.org/10.1016/j.tetlet.2012.05.132.Search in Google Scholar

14. Dinnebier, R. E.; Sieger, P.; Nar, H.; Shankland, K.; David, W. I. F. Structural Characterization of Three Crystalline Modifications of Telmisartan by Single Crystal and High–Resolution X–Ray Powder Diffraction. J. Pharm. Sci. 2000, 89, 1465–1479; https://doi.org/10.1002/1520-6017(200011)89:11<1465::aid-jps9>3.0.co;2-c.10.1002/1520-6017(200011)89:11<1465::AID-JPS9>3.0.CO;2-CSearch in Google Scholar

15. Gilbert, J. G.; Addison, A. W.; Prabakaran, P.; Butcher, R. J.; Bocelli, G. A Novel Paradigm for Metal-induced Ring Flipping in the Copper(II) Complex of 1,2-bis(N-methylbenzimidazol-2′-yl)benzene Triflate. Inorg. Chem. Commun. 2004, 7, 701–704, https://doi.org/10.1016/j.inoche.2004.03.019.Search in Google Scholar

16. Kazak, C.; Yilmaz, V. T.; Goker, H.; Kus, C. 1-n–Butyl-2-(4′-fluorophenyl) -1H-benzimidazole-6-carbonitrile. Acta Crystallogr. Sect. E 2004, 60, m819–m821, https://doi.org/10.1107/s1600536804011468.Search in Google Scholar

17. Ramesh, D.; Gangadhar, M.; Babu Nanubolu, J.; Adiyala, P.-R. Visible-light-induced Deaminative Alkylation/Cyclization of Alkyl Amines with N-Methacryloyl-2-phenylbenzoimidazoles in Continuous-Flow Organo-Photocatalysis. Ð. Org. Chem. 2021, 86, 12908–12921. https://doi.org/10.1021/acs.joc.1c01555.Search in Google Scholar
Received: 2025-01-09
Accepted: 2025-02-04
Published Online: 2025-02-19
Published in Print: 2025-06-26

© 2025 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 5,5′-bis(2,4,6-trinitrophenyl)-2,2′-bi(1,3,4-oxadiazole), C16H4N10O14
  4. Crystal structure of catena-poly[(μ3-4,4′-oxydibenzoato- κ5 O,O′: O″,O‴:O‴)-bis(2,4,6-tri(3-pyridine)-1,3,5-triazine-κ1 N)cadmium(II)], C50H32CdN12O5
  5. The crystal structure of 1,4-diazepane-1,4-diium potassium trinitrate, C5H14KN5O9
  6. The crystal structure of benzyl 2,2,5,5-tetramethylthiazolidine-4-carboxylate, C15H21NO2S
  7. Crystal structure of 2-hydroxyethyl-triphenylphosphonium tetracyanidoborate, C24H20BN4OP
  8. The crystal structure of 1-methyl-3-(N-methylnitrous amide–N-methylene) imidazolidine-2,4,5-trione
  9. Crystal structure of N-((3-cyano-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)carbamoyl)-2,6-difluorobenzamide, C20H7Cl2F8N5O3S
  10. Crystal structure of 5-(2,2-difluoropropyl)-5-methylbenzo[4,5]imidazo[2,1-a] isoquinolin-6(5H)-one, C20H18F2N2O
  11. The crystal structure of N′,N″-[1,2-bis(4-chlorophenyl)ethane-1,2-diylidene]bis(furan-2- carbohydrazide), C24H16Cl2N4O4
  12. Crystal structure of [(4-bromobenzyl)triphenylphosphonium] tetrabromoantimony(III), [C25H21BrP]+[SbBr4]−
  13. Crystal structure of [(4-bromobenzyl)triphenylphosphonium] tetrabromidoindium(III), [C25H21BrP]+[InBr4]−
  14. The crystal structure of 4-carboxy-2-oxobutan-1-aminium chloride, C5H10ClNO3
  15. Crystal structure of (4-(4-chlorophenyl)-1H-pyrrole-3-carbonyl)ferrocene, C21H16ClFeNO
  16. The crystal structure of dichlorido(η6-p-cymene)(triphenylarsine)ruthenium(II), C28H29AsCl2Ru
  17. Crystal structure of (Z)-2-hydroxy-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H16N2O2
  18. The crystal structure of 10-(1-bromoethyl)-14-(bromomethyl)dibenzo[a, c]acridine, C24H17NBr2
  19. Synthesis and crystal structure of 6-methoxy-7-[(4-methoxyphenyl)methoxy]-2H-1-benzopyran-2-one, C18H16O5
  20. Synthesis and crystal structure of ethyl 4-((4-trifluoromethylbenzyl)amino)benzo, C17H16F3NO2
  21. The crystal structure of (Z)-2-(tert-butyl)-6-(7-(tert-butyl)-5-methylbenzo[d][1,3]oxathiol-2-ylidene)-4-methylcyclohexa-2,4-dien-1-one, C23H28O2S
  22. The crystal structure of (R)-2-aminobutanamide hydrochloride, C4H11ClN2O
  23. Crystal structure of bromido[hydridotris(3-tert-butyl-5-isopropylpyrazolyl)borato-κ3 N,N′,N″]copper(II), C30H52BBrCuN6
  24. Crystal structure of chlorido{hydridotris[3-mesityl-5-methyl-1H-pyrazol-1-yl-κN3]borato}-copper(II) dichloromethane monosolvate
  25. Crystal structure of 4-[3,5-bis(propan-2-yl)-1H-pyrazol-4-yl]pyridine, C14H19N3
  26. Crystal structure of ((4-(4-bromophenyl)-1H-pyrrol-3-yl)methyl)ferrocene, C21H16BrFeNO
  27. Crystal structure of [(4-chlorobenzyl)triphenylphosphonium] dichloridocopper(I), {[C25H21ClP]+[CuCl2]−}n
  28. The crystal structure of {Cu(2,9-diisopropyl-4,7-diphenyl-1,10-phenanthroline)[4,5-bis(diphenylphosphino)-9,9-dimethylxanthene]}+ PF6−·1.5(EtOAC)
  29. Crystal structure of 3,5-bis(t-butyl)-1H-pyrazol-4-amine, C11H21N3
  30. Crystal structure of [(2,4-dichlorobenzyl)triphenylphosphonium] trichloridocopper(II), [C25H20Cl2P]+[CuCl3]−
  31. The crystal structure of dipotassium sulfide, K2S
  32. Crystal structure of (4-(4-methoxyphenyl)-1H-pyrrole-3-carbonyl)ferrocene, C22H19FeNO2
  33. Crystal structure of (E)-6-(4-methylpiperazin-1-yl)-2-(4-(trifluoromethyl)benzylidene)-3, 4-dihydronaphthalen-1(2H)-one, C23H23F3N2O
  34. Crystal structure of (E)-6-morpholino-2-(4-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H20F3NO2
  35. Crystal structure of Ce9Ir37Ge25
  36. The crystal structure of ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate, C14H11N3O4S
  37. Crystal structure of (4-(4-isopropylphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone, C24H23FeNO
  38. Crystal structure of bis(methylammonium) tetrathiotungstate(VI), (CH3NH3)2[WS4]
  39. Crystal structure of 6,11-dihydro-12H-benzo[e]indeno[1,2-b]oxepin-12-one, C17H12O2
  40. Crystal structure of 3-[(4-phenylpiperidin-1-yl)methyl]-5-(thiophen-2-yl)-2,3-dihydro-1,3,4- oxadiazole-2-thione, C18H19N3OS2
  41. Crystal structure of N-isopropyl-1,8-naphthalimide C15H13NO2
  42. TiNiSi-type EuPdBi
  43. Crystal structure of 1-(p-tolylphenyl)-4-(2-thienoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O2S
  44. The crystal structure of 3-(3-carboxypropyl)-2-nitro-1H-pyrrole 1-oxide, C7H9N3O5
  45. The crystal structure of tetraaqua-bis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k2O:N)-tetrakis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k1N)trizinc(II) hexahydrate C36H52N18O32Zn3
  46. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 4-hydroxy-3,5-dimethoxybenzoate monohydrate, C25H30FN3O9
  47. Crystal structure of bis(DL-1-carboxy-2-(1H-indol-3-yl)ethan-1-aminium) oxalate — acetic acid (1/2)
  48. Crystal structure of methyl (E)-4-((4-methylphenyl)sulfonamido)but-2-enoate, C12H15NO4S
  49. The crystal structure of actarit, C10H11NO3
  50. The crystal structure of bicyclol, C19H18O9
  51. The crystal structure of topiroxostat, C13H8N6
  52. Crystal structure of 2,2-dichloro-N-methyl-N-(4-p-tolylthiazol-2-yl)acetamide, C13H12Cl2N2OS
  53. Crystal structure of 4-(trifluoromethyl)-7-coumarinyl trifluoromethanesulfonate C11H4F6O5S
  54. Crystal structure of (1,4,7,10,13,16-hexaoxacyclooctadecane-κ6O6)-((Z)-N,N′-bis(2-(dimethylamino)phenyl)carbamimidato-κ1N)potassium(I)
  55. Crystal structure of (Z)-2-(5-((4-(dimethylamino)naphthalen-1-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid, C18H16N2O3S2
  56. Crystal structure of (4-fluorobenzyl)triphenylphosphonium bromide, C25H21BrFP
  57. The crystal structure of dichlorido-[6-(pyridin-2-yl)phenanthridine-κ2N, N′]zinc(II)-chloroform (1/1), C19H13N2ZnCl5
  58. Crystal structure of (E)-(3-(2,4-dichlorophenyl)acryloyl)ferrocene, C19H14Cl2FeO
  59. The crystal structure of (E)-7-chloro-1-cyclopropyl-6-fluoro-3-((2-hydroxybenzylidene)amino)quinolin-4(1H)-one, C19H14ClFN2O2
  60. Crystal structure of 2-bromo-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13BrFNO4S2
  61. Crystal structure of 2-chloro-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13ClFNO4S2
  62. Crystal structure of 5-(2,2-difluoropropyl)-5-methyl-6-oxo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline-3-carbonitrile, C20H15F2N3O
https://doi.org/10.1515/ncrs-2025-0021
Creative Commons
BY 4.0

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 5,5′-bis(2,4,6-trinitrophenyl)-2,2′-bi(1,3,4-oxadiazole), C16H4N10O14
  4. Crystal structure of catena-poly[(μ3-4,4′-oxydibenzoato- κ5 O,O′: O″,O‴:O‴)-bis(2,4,6-tri(3-pyridine)-1,3,5-triazine-κ1 N)cadmium(II)], C50H32CdN12O5
  5. The crystal structure of 1,4-diazepane-1,4-diium potassium trinitrate, C5H14KN5O9
  6. The crystal structure of benzyl 2,2,5,5-tetramethylthiazolidine-4-carboxylate, C15H21NO2S
  7. Crystal structure of 2-hydroxyethyl-triphenylphosphonium tetracyanidoborate, C24H20BN4OP
  8. The crystal structure of 1-methyl-3-(N-methylnitrous amide–N-methylene) imidazolidine-2,4,5-trione
  9. Crystal structure of N-((3-cyano-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)carbamoyl)-2,6-difluorobenzamide, C20H7Cl2F8N5O3S
  10. Crystal structure of 5-(2,2-difluoropropyl)-5-methylbenzo[4,5]imidazo[2,1-a] isoquinolin-6(5H)-one, C20H18F2N2O
  11. The crystal structure of N′,N″-[1,2-bis(4-chlorophenyl)ethane-1,2-diylidene]bis(furan-2- carbohydrazide), C24H16Cl2N4O4
  12. Crystal structure of [(4-bromobenzyl)triphenylphosphonium] tetrabromoantimony(III), [C25H21BrP]+[SbBr4]−
  13. Crystal structure of [(4-bromobenzyl)triphenylphosphonium] tetrabromidoindium(III), [C25H21BrP]+[InBr4]−
  14. The crystal structure of 4-carboxy-2-oxobutan-1-aminium chloride, C5H10ClNO3
  15. Crystal structure of (4-(4-chlorophenyl)-1H-pyrrole-3-carbonyl)ferrocene, C21H16ClFeNO
  16. The crystal structure of dichlorido(η6-p-cymene)(triphenylarsine)ruthenium(II), C28H29AsCl2Ru
  17. Crystal structure of (Z)-2-hydroxy-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H16N2O2
  18. The crystal structure of 10-(1-bromoethyl)-14-(bromomethyl)dibenzo[a, c]acridine, C24H17NBr2
  19. Synthesis and crystal structure of 6-methoxy-7-[(4-methoxyphenyl)methoxy]-2H-1-benzopyran-2-one, C18H16O5
  20. Synthesis and crystal structure of ethyl 4-((4-trifluoromethylbenzyl)amino)benzo, C17H16F3NO2
  21. The crystal structure of (Z)-2-(tert-butyl)-6-(7-(tert-butyl)-5-methylbenzo[d][1,3]oxathiol-2-ylidene)-4-methylcyclohexa-2,4-dien-1-one, C23H28O2S
  22. The crystal structure of (R)-2-aminobutanamide hydrochloride, C4H11ClN2O
  23. Crystal structure of bromido[hydridotris(3-tert-butyl-5-isopropylpyrazolyl)borato-κ3 N,N′,N″]copper(II), C30H52BBrCuN6
  24. Crystal structure of chlorido{hydridotris[3-mesityl-5-methyl-1H-pyrazol-1-yl-κN3]borato}-copper(II) dichloromethane monosolvate
  25. Crystal structure of 4-[3,5-bis(propan-2-yl)-1H-pyrazol-4-yl]pyridine, C14H19N3
  26. Crystal structure of ((4-(4-bromophenyl)-1H-pyrrol-3-yl)methyl)ferrocene, C21H16BrFeNO
  27. Crystal structure of [(4-chlorobenzyl)triphenylphosphonium] dichloridocopper(I), {[C25H21ClP]+[CuCl2]−}n
  28. The crystal structure of {Cu(2,9-diisopropyl-4,7-diphenyl-1,10-phenanthroline)[4,5-bis(diphenylphosphino)-9,9-dimethylxanthene]}+ PF6−·1.5(EtOAC)
  29. Crystal structure of 3,5-bis(t-butyl)-1H-pyrazol-4-amine, C11H21N3
  30. Crystal structure of [(2,4-dichlorobenzyl)triphenylphosphonium] trichloridocopper(II), [C25H20Cl2P]+[CuCl3]−
  31. The crystal structure of dipotassium sulfide, K2S
  32. Crystal structure of (4-(4-methoxyphenyl)-1H-pyrrole-3-carbonyl)ferrocene, C22H19FeNO2
  33. Crystal structure of (E)-6-(4-methylpiperazin-1-yl)-2-(4-(trifluoromethyl)benzylidene)-3, 4-dihydronaphthalen-1(2H)-one, C23H23F3N2O
  34. Crystal structure of (E)-6-morpholino-2-(4-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H20F3NO2
  35. Crystal structure of Ce9Ir37Ge25
  36. The crystal structure of ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate, C14H11N3O4S
  37. Crystal structure of (4-(4-isopropylphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone, C24H23FeNO
  38. Crystal structure of bis(methylammonium) tetrathiotungstate(VI), (CH3NH3)2[WS4]
  39. Crystal structure of 6,11-dihydro-12H-benzo[e]indeno[1,2-b]oxepin-12-one, C17H12O2
  40. Crystal structure of 3-[(4-phenylpiperidin-1-yl)methyl]-5-(thiophen-2-yl)-2,3-dihydro-1,3,4- oxadiazole-2-thione, C18H19N3OS2
  41. Crystal structure of N-isopropyl-1,8-naphthalimide C15H13NO2
  42. TiNiSi-type EuPdBi
  43. Crystal structure of 1-(p-tolylphenyl)-4-(2-thienoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O2S
  44. The crystal structure of 3-(3-carboxypropyl)-2-nitro-1H-pyrrole 1-oxide, C7H9N3O5
  45. The crystal structure of tetraaqua-bis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k2O:N)-tetrakis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k1N)trizinc(II) hexahydrate C36H52N18O32Zn3
  46. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 4-hydroxy-3,5-dimethoxybenzoate monohydrate, C25H30FN3O9
  47. Crystal structure of bis(DL-1-carboxy-2-(1H-indol-3-yl)ethan-1-aminium) oxalate — acetic acid (1/2)
  48. Crystal structure of methyl (E)-4-((4-methylphenyl)sulfonamido)but-2-enoate, C12H15NO4S
  49. The crystal structure of actarit, C10H11NO3
  50. The crystal structure of bicyclol, C19H18O9
  51. The crystal structure of topiroxostat, C13H8N6
  52. Crystal structure of 2,2-dichloro-N-methyl-N-(4-p-tolylthiazol-2-yl)acetamide, C13H12Cl2N2OS
  53. Crystal structure of 4-(trifluoromethyl)-7-coumarinyl trifluoromethanesulfonate C11H4F6O5S
  54. Crystal structure of (1,4,7,10,13,16-hexaoxacyclooctadecane-κ6O6)-((Z)-N,N′-bis(2-(dimethylamino)phenyl)carbamimidato-κ1N)potassium(I)
  55. Crystal structure of (Z)-2-(5-((4-(dimethylamino)naphthalen-1-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid, C18H16N2O3S2
  56. Crystal structure of (4-fluorobenzyl)triphenylphosphonium bromide, C25H21BrFP
  57. The crystal structure of dichlorido-[6-(pyridin-2-yl)phenanthridine-κ2N, N′]zinc(II)-chloroform (1/1), C19H13N2ZnCl5
  58. Crystal structure of (E)-(3-(2,4-dichlorophenyl)acryloyl)ferrocene, C19H14Cl2FeO
  59. The crystal structure of (E)-7-chloro-1-cyclopropyl-6-fluoro-3-((2-hydroxybenzylidene)amino)quinolin-4(1H)-one, C19H14ClFN2O2
  60. Crystal structure of 2-bromo-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13BrFNO4S2
  61. Crystal structure of 2-chloro-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13ClFNO4S2
  62. Crystal structure of 5-(2,2-difluoropropyl)-5-methyl-6-oxo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline-3-carbonitrile, C20H15F2N3O
Sign up now to receive a 20% welcome discount
Institutional Access
How does access work?
Have an idea on how to improve our website?
Please write us.
© 2025 De Gruyter Brill
Downloaded on 16.10.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2025-0021/html
Scroll to top button