Home Physical Sciences Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3
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Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3

  • Liang Zhong , Jiu-Long Wang , Shuang-Shi Zhu , Shang-Xing Chen EMAIL logo and Da-Yong Peng ORCID logo EMAIL logo
Published/Copyright: March 8, 2022
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 237 Issue 3

Abstract

C23H26F2N4O3, orthorhombic, P212121 (no. 19), a = 11.6524(10) Å, b = 11.9777(10) Å, c = 15.9058(13) Å, V = 2220.0(3) Å3, Z = 4, R gt (F) = 0.0305, wR ref (F 2) = 0.0751, T = 296(2) K.

CCDC no.: 2153613

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: 0.20 × 0.18 × 0.12 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.10 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: 17,253, 4136, 0.022
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 3649
N(param)refined: 293
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 0.22419 (18) 0.38793 (18) 0.21920 (13) 0.0440 (5)
C2 0.2957 (2) 0.3521 (2) 0.28537 (15) 0.0552 (6)
H2 0.2967 0.3914 0.3358 0.066*
C3 0.3634 (2) 0.2604 (2) 0.27604 (18) 0.0644 (7)
H3 0.4085 0.2365 0.3208 0.077*
C4 0.3661 (2) 0.2018 (2) 0.20050 (18) 0.0655 (7)
H4 0.4131 0.1395 0.1950 0.079*
C5 0.2996 (2) 0.23566 (19) 0.13449 (17) 0.0560 (6)
H5 0.3030 0.1969 0.0839 0.067*
C6 0.22602 (18) 0.32866 (17) 0.14203 (14) 0.0439 (5)
C7 0.15056 (19) 0.36415 (18) 0.07673 (12) 0.0431 (5)
C8 0.07984 (19) 0.45060 (18) 0.09209 (13) 0.0430 (5)
C9 0.08387 (18) 0.50458 (18) 0.17189 (13) 0.0426 (5)
C10 −0.0086 (2) 0.5927 (2) 0.17166 (14) 0.0546 (6)
C11 −0.1216 (2) 0.5219 (3) 0.17370 (18) 0.0747 (8)
H11A −0.1188 0.4669 0.2184 0.090*
H11B −0.1880 0.5695 0.1822 0.090*
C12 −0.1265 (2) 0.4648 (3) 0.08708 (19) 0.0722 (8)
H12A −0.1941 0.4877 0.0559 0.087*
H12B −0.1265 0.3841 0.0926 0.087*
C13 −0.0156 (2) 0.5065 (2) 0.04409 (14) 0.0533 (6)
H13 −0.0128 0.4978 −0.0171 0.064*
C14 −0.0054 (2) 0.6278 (2) 0.07687 (14) 0.0535 (6)
C15 −0.1052 (3) 0.7040 (3) 0.05150 (17) 0.0758 (8)
H15A −0.1004 0.7729 0.0822 0.114*
H15B −0.1766 0.6677 0.0641 0.114*
H15C −0.1012 0.7191 −0.0077 0.114*
C16 0.1072 (2) 0.6833 (2) 0.05134 (17) 0.0660 (7)
H16A 0.1098 0.6909 −0.0087 0.099*
H16B 0.1704 0.6381 0.0698 0.099*
H16C 0.1122 0.7557 0.0769 0.099*
C17 −0.0003 (3) 0.6835 (3) 0.23707 (16) 0.0783 (9)
H17A −0.0156 0.6525 0.2916 0.117*
H17B −0.0555 0.7407 0.2249 0.117*
H17C 0.0755 0.7149 0.2363 0.117*
C18 0.0837 (2) 0.22076 (18) −0.01835 (13) 0.0482 (5)
C19 0.09286 (19) 0.17012 (17) −0.10278 (14) 0.0456 (5)
C20 0.1474 (2) 0.20916 (19) −0.17316 (13) 0.0510 (5)
H20 0.1894 0.2750 −0.1773 0.061*
C21 0.04214 (19) 0.06952 (18) −0.12960 (15) 0.0498 (6)
C22 −0.0257 (3) −0.0110 (2) −0.07928 (18) 0.0683 (7)
H22 −0.0809 0.0287 −0.0437 0.082*
C23 0.1679 (3) 0.1410 (3) −0.32149 (15) 0.0814 (9)
H23A 0.1999 0.2133 −0.3325 0.122*
H23B 0.1040 0.1282 −0.3583 0.122*
H23C 0.2253 0.0848 −0.3310 0.122*
N1 0.15201 (16) 0.47758 (15) 0.23376 (10) 0.0457 (4)
N2 0.15123 (17) 0.30889 (15) −0.00290 (11) 0.0485 (5)
H2A 0.1961 0.3328 −0.0419 0.058*
N3 0.12931 (18) 0.13556 (17) −0.23450 (11) 0.0554 (5)
N4 0.06475 (19) 0.04849 (16) −0.20956 (13) 0.0575 (5)
O1 0.01822 (19) 0.18373 (17) 0.03480 (11) 0.0791 (6)
O2 0.82110 (17) 0.08597 (18) 0.10387 (12) 0.0675 (5)
F1 −0.08090 (19) −0.08452 (15) −0.12961 (14) 0.1092 (7)
F2 0.0441 (2) −0.07281 (19) −0.03227 (17) 0.1337 (9)
H1W 0.831 (2) 0.053 (2) 0.1491 (11) 0.078 (9)*
H2W 0.8819 (19) 0.117 (3) 0.0891 (18) 0.107 (13)*

Source of material

An amount of 10 mmol of 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid and 30 mmol of thionyl chloride were mixed and one drop of N,N-dimethylformamide was added. The mixture was condensed and refluxed at 95 °C for 4 h, and 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride was obtained [5]. About 10 mmol of 4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-amine was dissolved in 20 mL of dichloromethane. The prepared 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride was added to the single-necked flask and dissolved in 30 mL of dichloromethane solution, Then cool to 0 °C. A mixed solution of 10 mmol of 4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methacridin-9-amine and 20 mmol of triethylamine was slowly added dropwise with stirring. After the addition was completed, the reactor was placed at room temperature and stirred for 6 h, and the reaction was monitored by thin layer chromatography (TLC) until completion [6]. Silica gel was added to the reaction solution and mixed well, eluted by column chromatography, and the title compound was obtained.

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.

Comment

Nitrogen-containing heterocyclic compounds are an important class of organic compounds. They are the basic structural framework of many drug molecules [7, 8]. Among them, pyrazole amide, as an important branch in the nitrogen-containing heterocyclic compound system, exhibits a variety of excellent pharmacological effects, such as insecticide [9, 10], bactericidal [11], anti-plant virus [12], and anti-tumor [13], etc. occupy an extremely important position in the fields of pesticides and medicine [14]. In addition, pyrazole amides exist in several pesticides with high recognition in the market, such as Tolfenpyrad, Chlorantraniliprole, and Sedaxane. Amide compounds formed from a carboxylic acid with a basic pyrazole skeleton as a parent usually exhibit different pharmacological effects depending on the substituent groups. Therefore, in recent years, the synthesis of pyrazole amide compounds and the determination of their biological activity have gradually attracted the attention of the majority of scientific researchers.

The asymmetric unit of the title compound (see the Figure) consists of one water molecule and one 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin9-yl)-1H-pyrazole-4-carboxamide molecule. Bond lengths and angles within the title structure are very similar to those given in the literature for (1R, 4S)-7,8-dichloro-1,2,3,4-tetra-hydro-1,11,11-trimethyl-1,4-methano-phenazine [15]. The atoms of pyrazole ring and quinoline ring are approximately co planar, and the dihedral angle between the pyrazole ring and the quinoline ring is 76.76(7)°. The dihedral angle between the pyrazole ring and the plane carboxamide moiety(C18–O1–N2) is 9.76(13)°. The C8–C15 part adopts a bridge ring structure. The torsion angles of C7–C8–C13–C12, C7–C8–C13–C14, N1–C9–C10–C14, N1–C9–C10–C11, and N1–C9–C10–C17 are 104.2(3)°, -149.6(3)°, 149.5(2)°, 107.0(3)°, and 20.7(3)°, respectively.

Corresponding authors: Shang-Xing Chen, College of Forestry, East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, Jiangxi Agricultural University, Nanchang 330045, People’s Republic of China, E-mail: ; and Da-Yong Peng, College of Chemistry and Materials, East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, Jiangxi Agricultural University, Nanchang 330045, People’s Republic of China, E-mail:

Funding source: National Natural Science Foundation of China

Award Identifier / Grant number: 31960295

Award Identifier / Grant number: 32160660

Funding source: Natural Science Foundation of Jiangxi Province

Award Identifier / Grant number: 20181BAB203015

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 work was supported the National Natural Science Foundation of China (31960295, 32160660) and the Natural Science Foundation of Jiangxi Province (Grant No. 20181BAB203015).

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

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Received: 2022-01-19
Accepted: 2022-02-21
Published Online: 2022-03-08
Published in Print: 2022-06-27

© 2022 Liang Zhong et al., 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 (E)-(4-imidazol-1-yl-phenyl)-(2-methoxy-benzylidene)-amine monohydrate, C17H17N3O2
  4. Crystal structure of 6-methyl-3-(pyrrolidine-1-carbonyl)-2H-chromen-2-one, C15H15N1O3
  5. Crystal structure of 4-methyl-4-nitropentanoic acid, C6H11NO4
  6. The crystal structure of (E)-3-(furan-2-yl)acrylonitrile, C7H5NO
  7. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3
  8. Crystal structure of 2-(4-bromobenzyloxy)-6-chloropyridine, C12H9BrClNO
  9. Crystal structure of N-(4-bromo-2,6-dichloro-phenyl)pyrazin-2-amine, C10H6BrCl2N3
  10. Crystal structure of (E)-1-(2–nitrophenyl)-3-phenylprop-2-en-1-one, C15H11NO3
  11. The crystal structure of (E)-3-chloro-2-(2-(4-fluorobenzylidene)hydrazinyl)pyridine, C12H9ClFN3
  12. Crystal structure of (E)-amino(2-(thiazol-2-ylmethylene)hydrazineyl)methaniminium nitrate, C10H16N12O6S2
  13. Crystal structure of 9-methoxy-2,3,4,4a,5,6-hexahydro-1H-pyrido [1′,2′:1,6]pyrazino[2,3-b]quinoxaline, C15H18N4O
  14. The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4
  15. Crystal structure of bis(bis(triphenylphosphine)iminium) tetradecacarbonyltetratelluridopentaferrate(2-), (PPN)2[Fe5Te4(CO)14]
  16. Crystal structure of 4-Hydroxy-3-(naphthalen-2-ylthio)pent-3-en-2-one, C15H14O2S
  17. The crystal structure of [(1,10-phenanthroline-κ2 N,N)-bis(6-phenylpyridine-2-carboxylate-κ2 N,O)nickel(II)] monohydrate, C36H26N4O5Ni
  18. Crystal structure of 3,3′-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium) ditetrafluoroborate, C19H27B2F8N5
  19. The crystal structure of (E)-1-(4-aminophenyl)-3-(p-tolyl)prop-2-en-1-one, C16H15NO
  20. The crystal structure of poly[(μ2-terephthalato-κ4O,O′: O″,O‴)-(μ4-terephthalato-κ4O:O′:O″:O‴)-{μ4-(1,2,4,5-tetrakis(1,2,4-triazol-1-ylmethyl)-benzene-κ4O:O′:O″,O‴)}dicadmium(II)] – water – acetronitrile (1/2/2), C38H36N14O10Cd2
  21. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)cobalt(II)–water–N,N-dimethylformamide(1/2/1), C27H31N3O9Co
  22. The co-crystal structure of 4-hydroxy-3-methoxybenzoic acid – 4,4′-bipyridine, C8H8O4·C10H8N2
  23. Crystal structure of catena-poly[(μ2-1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol)-κ2N:N′)-bis(4-bromobenzoate-κ1O)cobalt(II)], C32H22Br2CoN4O4
  24. Crystal structure of (E)-5-propyl-4-((pyridin-2-ylmethylene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione – methanol (1/1), C11H13N5S
  25. The crystal structure of (Z)-4-bromo-6-(((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one monohydrate, C11H16BrNO5
  26. Crystal structure of bis(tetrapropylammonium) nonaselenidotetrastannate(IV), (Pr4N)2[Sn4Se9]
  27. Crystal structure of 2,6-di-tert-butyl-4-(4-chlorobenzylidene)cyclohexa-2,5-dien-1-one, C21H25ClO
  28. Crystal structure of (2,2′-((naphthalen-1-ylmethyl)azanediyl)diacetato-κ3 N,O,O′)-(1,10-phenanthroline-κ2 N,N′)-copper(II) trihydrate, CuC27H27N3O7
  29. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylato-κ2N,O)-bis(1H-pyrazol-3-ylamine-κ2 N:N)dicobalt(II) dihydrate, C27H23N5O5Co
  30. The crystal structure of bis((E)-2-((tert-butylimino)methyl)-4-chlorophenolato-κ2N,O)zinc(II), C22H26Cl2N2O2Zn
  31. The crystal structure of poly[diaqua-(μ3-5-nitrobenzene-1,2,3-tricarboxylato-κ3O:O′:O′)-(μ2-4,4′-dipyridylamine-κ2N:N′)copper(II)], C38H30Cu3N8O20
  32. The crystal structure of (E)-1-ferrocenyl-3-(naphthalen-1-yl)prop-2-en-1-one, C23H18FeO
  33. The crystal structure of (E)-1-ferrocenyl-3-(4-isopropylphenyl)prop-2-en-1-one, C22H22FeO
  34. Crystal structure of 6-hydroxy-2,2-dimethyl-4Hbenzo[d][1,3]dioxin-4-one, C10H10O4
  35. The crystal structure of (2E,4E)-1-ferrocenyl-5-phenylpenta-2,4-dien-1-one, C21H18FeO
  36. Crystal structure of alaninato-κ2N,O-bis(hydroxylamido-κ2N,O)-oxido-vanadium(V), C3H10N3O5V
  37. Crystal structure of catena-poly[aqua-bis[μ2-6-(1H-imidazol-1-yl)nicotinato-κ2 N,O]copper(II)], C18H14N6O5Cu
  38. Crystal structure of diethyl 4,6-diphenyl-1,9-di-p-tolylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,5(2H)-dicarboxylate, C42H42N2O4
  39. The crystal structure of cobalt cadmium bis(hydrogenphosphate) bis(phosphate(V)) tetrahydrate, H10O20P4Co3.14Cd1.86
  40. Crystal structure of dimethyl 1,4,6,9-tetraphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,7(2H)-dicarboxylate, C38H34N2O4
  41. Crystal structure of (Z)-4-(furan-2-yl((4-iodophenyl)amino)methylene)-5-methyl-2(p-tolyl)-2,4-dihydro-3H-pyrazol-3-one, C21H16I N3O2
  42. Crystal structure of (E)-1-(4-(3,5-dimethoxystyryl)phenyl)-7-ethylheptanedioate, C25H30O6
  43. Crystal structure of 6-bromo-2-(4-chlorophenyl)chroman-4-one (6-bromo-4′-chloroflavanone), C15H10BrClO2
  44. The crystal structure of 2-(benzhydryloxy)-3-nitropyridine, C18H14N2O3
  45. The crystal structure of 1,3(4,1)-dipyridin-1-iuma-2(1,8)-diethynylanthracena-5(1,3)-benzenacyclohexaphane-11,31-diium bis(hexafluoridophosphate), C36H24F12N2P2
  46. Crystal structure of 3,6-di-tert-butyl-1-iodo-9-methyl-8-(pyren-1-ylethynyl)-9H-carbazole, C39H34IN
  47. The cocrystal 2-(dimethylammonio)-5-nitrobenzoate – 2-(dimethylamino)-5-nitrobenzoic acid, C9H10N2O4
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https://doi.org/10.1515/ncrs-2022-0030
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of (E)-(4-imidazol-1-yl-phenyl)-(2-methoxy-benzylidene)-amine monohydrate, C17H17N3O2
  4. Crystal structure of 6-methyl-3-(pyrrolidine-1-carbonyl)-2H-chromen-2-one, C15H15N1O3
  5. Crystal structure of 4-methyl-4-nitropentanoic acid, C6H11NO4
  6. The crystal structure of (E)-3-(furan-2-yl)acrylonitrile, C7H5NO
  7. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3
  8. Crystal structure of 2-(4-bromobenzyloxy)-6-chloropyridine, C12H9BrClNO
  9. Crystal structure of N-(4-bromo-2,6-dichloro-phenyl)pyrazin-2-amine, C10H6BrCl2N3
  10. Crystal structure of (E)-1-(2–nitrophenyl)-3-phenylprop-2-en-1-one, C15H11NO3
  11. The crystal structure of (E)-3-chloro-2-(2-(4-fluorobenzylidene)hydrazinyl)pyridine, C12H9ClFN3
  12. Crystal structure of (E)-amino(2-(thiazol-2-ylmethylene)hydrazineyl)methaniminium nitrate, C10H16N12O6S2
  13. Crystal structure of 9-methoxy-2,3,4,4a,5,6-hexahydro-1H-pyrido [1′,2′:1,6]pyrazino[2,3-b]quinoxaline, C15H18N4O
  14. The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4
  15. Crystal structure of bis(bis(triphenylphosphine)iminium) tetradecacarbonyltetratelluridopentaferrate(2-), (PPN)2[Fe5Te4(CO)14]
  16. Crystal structure of 4-Hydroxy-3-(naphthalen-2-ylthio)pent-3-en-2-one, C15H14O2S
  17. The crystal structure of [(1,10-phenanthroline-κ2 N,N)-bis(6-phenylpyridine-2-carboxylate-κ2 N,O)nickel(II)] monohydrate, C36H26N4O5Ni
  18. Crystal structure of 3,3′-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium) ditetrafluoroborate, C19H27B2F8N5
  19. The crystal structure of (E)-1-(4-aminophenyl)-3-(p-tolyl)prop-2-en-1-one, C16H15NO
  20. The crystal structure of poly[(μ2-terephthalato-κ4O,O′: O″,O‴)-(μ4-terephthalato-κ4O:O′:O″:O‴)-{μ4-(1,2,4,5-tetrakis(1,2,4-triazol-1-ylmethyl)-benzene-κ4O:O′:O″,O‴)}dicadmium(II)] – water – acetronitrile (1/2/2), C38H36N14O10Cd2
  21. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)cobalt(II)–water–N,N-dimethylformamide(1/2/1), C27H31N3O9Co
  22. The co-crystal structure of 4-hydroxy-3-methoxybenzoic acid – 4,4′-bipyridine, C8H8O4·C10H8N2
  23. Crystal structure of catena-poly[(μ2-1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol)-κ2N:N′)-bis(4-bromobenzoate-κ1O)cobalt(II)], C32H22Br2CoN4O4
  24. Crystal structure of (E)-5-propyl-4-((pyridin-2-ylmethylene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione – methanol (1/1), C11H13N5S
  25. The crystal structure of (Z)-4-bromo-6-(((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one monohydrate, C11H16BrNO5
  26. Crystal structure of bis(tetrapropylammonium) nonaselenidotetrastannate(IV), (Pr4N)2[Sn4Se9]
  27. Crystal structure of 2,6-di-tert-butyl-4-(4-chlorobenzylidene)cyclohexa-2,5-dien-1-one, C21H25ClO
  28. Crystal structure of (2,2′-((naphthalen-1-ylmethyl)azanediyl)diacetato-κ3 N,O,O′)-(1,10-phenanthroline-κ2 N,N′)-copper(II) trihydrate, CuC27H27N3O7
  29. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylato-κ2N,O)-bis(1H-pyrazol-3-ylamine-κ2 N:N)dicobalt(II) dihydrate, C27H23N5O5Co
  30. The crystal structure of bis((E)-2-((tert-butylimino)methyl)-4-chlorophenolato-κ2N,O)zinc(II), C22H26Cl2N2O2Zn
  31. The crystal structure of poly[diaqua-(μ3-5-nitrobenzene-1,2,3-tricarboxylato-κ3O:O′:O′)-(μ2-4,4′-dipyridylamine-κ2N:N′)copper(II)], C38H30Cu3N8O20
  32. The crystal structure of (E)-1-ferrocenyl-3-(naphthalen-1-yl)prop-2-en-1-one, C23H18FeO
  33. The crystal structure of (E)-1-ferrocenyl-3-(4-isopropylphenyl)prop-2-en-1-one, C22H22FeO
  34. Crystal structure of 6-hydroxy-2,2-dimethyl-4Hbenzo[d][1,3]dioxin-4-one, C10H10O4
  35. The crystal structure of (2E,4E)-1-ferrocenyl-5-phenylpenta-2,4-dien-1-one, C21H18FeO
  36. Crystal structure of alaninato-κ2N,O-bis(hydroxylamido-κ2N,O)-oxido-vanadium(V), C3H10N3O5V
  37. Crystal structure of catena-poly[aqua-bis[μ2-6-(1H-imidazol-1-yl)nicotinato-κ2 N,O]copper(II)], C18H14N6O5Cu
  38. Crystal structure of diethyl 4,6-diphenyl-1,9-di-p-tolylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,5(2H)-dicarboxylate, C42H42N2O4
  39. The crystal structure of cobalt cadmium bis(hydrogenphosphate) bis(phosphate(V)) tetrahydrate, H10O20P4Co3.14Cd1.86
  40. Crystal structure of dimethyl 1,4,6,9-tetraphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,7(2H)-dicarboxylate, C38H34N2O4
  41. Crystal structure of (Z)-4-(furan-2-yl((4-iodophenyl)amino)methylene)-5-methyl-2(p-tolyl)-2,4-dihydro-3H-pyrazol-3-one, C21H16I N3O2
  42. Crystal structure of (E)-1-(4-(3,5-dimethoxystyryl)phenyl)-7-ethylheptanedioate, C25H30O6
  43. Crystal structure of 6-bromo-2-(4-chlorophenyl)chroman-4-one (6-bromo-4′-chloroflavanone), C15H10BrClO2
  44. The crystal structure of 2-(benzhydryloxy)-3-nitropyridine, C18H14N2O3
  45. The crystal structure of 1,3(4,1)-dipyridin-1-iuma-2(1,8)-diethynylanthracena-5(1,3)-benzenacyclohexaphane-11,31-diium bis(hexafluoridophosphate), C36H24F12N2P2
  46. Crystal structure of 3,6-di-tert-butyl-1-iodo-9-methyl-8-(pyren-1-ylethynyl)-9H-carbazole, C39H34IN
  47. The cocrystal 2-(dimethylammonio)-5-nitrobenzoate – 2-(dimethylamino)-5-nitrobenzoic acid, C9H10N2O4
  48. Crystal structure of 5-nitroquinazolin-4(3H)-one, C8H5N3O3
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