Startseite Crystal structure of 9-fluoro-4-(6-methoxypyridin-3-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine, C18H15FN4O
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Crystal structure of 9-fluoro-4-(6-methoxypyridin-3-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine, C18H15FN4O

  • Xiao-Qing Yun ORCID logo , Yun Hou ORCID logo , Feng-Lan Zhao und Qing-Guo Meng EMAIL logo
Veröffentlicht/Copyright: 7. November 2023
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 239 Heft 1

Abstract

C18H15FN4O, triclinic, P 1 ‾ (no. 2), a = 8.8914(5) Å, b = 10.5705(7) Å, c = 16.4831(9) Å, α = 96.673(5)°, β = 99.397(5)°, γ = 95.062(5)°, V = 1508.93(16) Å3, Z = 4, Rgt (F) = 0.0477, wRref (F 2) = 0.1232, T = 293 K.

CCDC No.: 2287422

Displacement ellipsoids are drawn at the 35 % probability level.

Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Colourless block
Size: 0.16 × 0.13 × 0.11 mm
Wavelength: MoKα radiation (0.71073 Å)
μ: 0.10 mm−1
Diffractometer, scan mode: SuperNova
θ max, completeness: 25.5°, >99 %
N(hkl)measured, N(hkl)unique, R int: 10,179, 5599, 0.030
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 4494
N(param)refined: 440
Programs: CrysAlis PRO [1], Shelx [2, 3]
Table 2:

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

Atom x y z U iso*/U eq
C1 0.26540 (19) 0.18423 (17) 1.10189 (10) 0.0183 (4)
C2 0.13470 (19) 0.19304 (18) 0.97155 (10) 0.0189 (4)
C3 0.18043 (19) 0.07452 (18) 0.94379 (11) 0.0203 (4)
C4 0.26424 (18) 0.01364 (17) 1.00386 (10) 0.0182 (4)
C5 0.1636 (2) 0.0154 (2) 0.85344 (11) 0.0318 (5)
H5A 0.076983 0.046594 0.820888 0.038*
H5B 0.255009 0.042272 0.832042 0.038*
C6 0.1404 (2) −0.1272 (2) 0.84412 (12) 0.0336 (5)
H6A 0.144710 −0.161290 0.787410 0.040*
H6B 0.039351 −0.154372 0.855064 0.040*
C7 0.2588 (2) −0.18059 (19) 0.90193 (11) 0.0251 (4)
C8 0.31510 (19) −0.11256 (17) 0.98074 (11) 0.0195 (4)
C9 0.4192 (2) −0.16534 (19) 1.03621 (12) 0.0250 (4)
H9 0.458509 −0.120912 1.088524 0.030*
C10 0.4631 (2) −0.2830 (2) 1.01316 (13) 0.0285 (5)
C11 0.4120 (2) −0.3511 (2) 0.93618 (13) 0.0312 (5)
H11 0.445484 −0.430085 0.921555 0.037*
C12 0.3094 (2) −0.2989 (2) 0.88114 (13) 0.0318 (5)
H12 0.272884 −0.343908 0.828687 0.038*
C13 0.03909 (19) 0.26973 (18) 0.91804 (10) 0.0186 (4)
C14 −0.09203 (19) 0.21652 (18) 0.86401 (11) 0.0214 (4)
H14 −0.120283 0.129156 0.861618 0.026*
C15 −0.14095 (19) 0.40626 (18) 0.81912 (10) 0.0196 (4)
C16 −0.0148 (2) 0.47209 (18) 0.87403 (11) 0.0230 (4)
H16 0.007696 0.560286 0.876966 0.028*
C17 0.0747 (2) 0.40233 (18) 0.92339 (11) 0.0223 (4)
H17 0.159627 0.443267 0.960712 0.027*
C18 −0.3480 (2) 0.4057 (2) 0.70810 (13) 0.0370 (5)
H18A −0.309646 0.336326 0.677510 0.056*
H18B −0.390182 0.461695 0.670650 0.056*
H18C −0.426324 0.371993 0.735959 0.056*
C19 0.47970 (19) 1.00190 (18) 0.69198 (11) 0.0205 (4)
C20 0.31757 (19) 0.82867 (18) 0.62392 (11) 0.0201 (4)
C21 0.27263 (19) 0.89708 (18) 0.55814 (11) 0.0203 (4)
C22 0.34151 (19) 1.02257 (18) 0.56620 (11) 0.0199 (4)
C23 0.1578 (2) 0.8453 (2) 0.48013 (11) 0.0265 (5)
H23A 0.154733 0.752722 0.470465 0.032*
H23B 0.056397 0.865996 0.487593 0.032*
C24 0.2007 (2) 0.9019 (2) 0.40554 (11) 0.0288 (5)
H24A 0.291492 0.866458 0.391388 0.035*
H24B 0.118006 0.877205 0.358585 0.035*
C25 0.23120 (19) 1.04474 (19) 0.42057 (11) 0.0232 (4)
C26 0.30411 (19) 1.10340 (18) 0.49993 (11) 0.0202 (4)
C27 0.3421 (2) 1.23586 (19) 0.51477 (11) 0.0232 (4)
H27 0.390105 1.275567 0.567035 0.028*
C28 0.3074 (2) 1.30623 (19) 0.45103 (11) 0.0258 (4)
C29 0.2370 (2) 1.2521 (2) 0.37235 (11) 0.0273 (5)
H29 0.214948 1.302413 0.330162 0.033*
C30 0.2003 (2) 1.1212 (2) 0.35816 (11) 0.0278 (5)
H30 0.153599 1.082991 0.305318 0.033*
C31 0.25351 (19) 0.69567 (18) 0.62823 (11) 0.0212 (4)
C32 0.3457 (2) 0.61100 (18) 0.66334 (11) 0.0238 (4)
H32 0.450046 0.637857 0.678601 0.029*
C33 0.1484 (2) 0.45684 (19) 0.65526 (11) 0.0239 (4)
C34 0.0450 (2) 0.5316 (2) 0.61701 (13) 0.0302 (5)
H34 −0.058129 0.500929 0.600805 0.036*
C35 0.0981 (2) 0.65146 (19) 0.60363 (12) 0.0272 (5)
H35 0.030791 0.703453 0.578210 0.033*
C36 0.1951 (2) 0.2708 (2) 0.71844 (13) 0.0349 (5)
H36A 0.280549 0.256293 0.690986 0.052*
H36B 0.142651 0.189925 0.724408 0.052*
H36C 0.231450 0.318768 0.772260 0.052*
F1 0.56469 (13) −0.33313 (12) 1.06894 (7) 0.0410 (3)
F2 0.34106 (13) 1.43584 (11) 0.46579 (7) 0.0358 (3)
N1 0.30484 (16) 0.06622 (14) 1.08372 (9) 0.0192 (3)
N2 0.17884 (16) 0.24908 (15) 1.05054 (9) 0.0197 (3)
N3 0.31187 (18) 0.24239 (16) 1.18122 (9) 0.0255 (4)
H3A 0.386145 0.209600 1.213918 0.031 (6)*
H3B 0.296836 0.324981 1.188727 0.027 (6)*
N4 −0.18196 (16) 0.28250 (15) 0.81446 (9) 0.0222 (4)
N5 0.44263 (16) 1.07706 (15) 0.63332 (9) 0.0207 (4)
N6 0.42334 (16) 0.87946 (15) 0.69065 (9) 0.0221 (4)
N7 0.58239 (18) 1.05512 (16) 0.75950 (9) 0.0278 (4)
H7B 0.627386 1.136515 0.761179 0.027 (5)*
H7A 0.614897 1.010344 0.802938 0.044 (7)*
N8 0.29704 (17) 0.49333 (15) 0.67718 (9) 0.0247 (4)
O1 −0.22509 (14) 0.47574 (12) 0.76812 (8) 0.0261 (3)
O2 0.09185 (14) 0.34128 (13) 0.67023 (8) 0.0312 (3)

1 Source of material

7-Fluoro-3,4-dihydronaphthalen-1(2H)-one (1.76 g, 10.0 mmol) and 2-methoxybenzaldehyde (1.36 g, 10.0 mmol) were dissolved in 15 mL of methanol. Then 5.0 mL of 10 % sodium hydroxide solution was added to the mixture and stirred for 3 h at room temperature. The reaction endpoint was detected by thin layer chromatography (TLC). The crude product was concentrated under reduced pressure and purified by silica gel column chromatography to obtain (E)-7-fluoro-2-((6-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one.

The (E)-7-fluoro-2-((6-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one (1.00 g, 2.9 mmol), guanidine hydrochloride (1.39 g, 14.50 mmol), potassium hydroxide (0.81 g, 14.50 mmol), and potassium carbonate (0.80 g, 5.80 mmol) were added to anhydrous ethanol (15 mL) and 1,2-dichloroethane (15 mL). The mixture was heated to reflux for about 1.5 h. The reaction endpoint was detected by TLC. When the reaction was completed, the mixture was cooled to room temperature, filtered, concentrated under pressure and purified by silica gel column chromatography (petroleum ether: ethyl acetate = 8:1, v:v). Crystals of the title compound were obtained by slow evaporation of a methanol solution of the target at room temperature.

2 Experimental details

The H atoms were placed in idealized positions and treated as riding on their parent atoms, with d(C–H) = 0.96 Å (methyl), U iso(H) = 1.5U eq(C), and d(C–H) = 0.97 Å (methylene), U iso(H) = 1.2U eq(C), and d(C–H) = 0.93 Å (aromatic), U iso(H) = 1.2U eq(C).

3 Comment

3,4–Dihydronaphthalen-1(2H)-one (DHN) molecules are aromatic bicyclic compounds [4, 5]. Pyridine ring was obtained by Claisen–Schmidt condensation of DHN, then the pyrimidine ring with amino substituent was prepared by condensation with guanidine hydrochloride, and finally 5,6-dihydrobenzo[h]quinazolin-2-amine (BQA) derivative was synthesized [6]. The synthesis and single crystal X-ray diffraction of 9-(2-chloroethoxy)-4-(4-methoxy-3-(trifluoromethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-amine and 9-bromo-4-(6-methoxypyridin-2-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine (BQA derivatives) have been studied in our group [7, 8].

Single-crystal structure analysis revealed that the title compound crystallized with one BQA molecule in the asymmetric unit (cf. the figure). The parent structure is 5,6-dihydrobenzo[h]quinazolin-2-amine. The bond lengths of C(14)=N(4) and C(15)=N(4) in pyridine ring are 1.346(2) Å and 1.317(2) Å, respectively. In addition, the bond length of C(1)=N(1) and C(1)=N(2) on pyrimidine ring is 1.339(2) Å, and the bond length of C(1)–N(3) on amino substituent is 1.360(2) Å [9, 10]. At the same time, the benzene ring group was replaced by fluorine atom, and the length of C(10)–F(1) bond was 1.367(2) Å. Under the pull of the two methylene groups, C(5)–C(6), the (9-fluoro)phenyl ring has better coplanarity with the central pyrimidine ring, whose dihedral angle is only 8.4°. Due to the space effect of the title compound, the 4-methoxy-pyridine ring is not coplanar with the central pyrimidine ring, with the dihedral angle of about 43.5°. Bond lengths and angles are all in the expected ranges [11]. Compared with DHN derivatives [12], the substituents in the title compound are more comprehensive. With –NH2, –F, and –OMe groups as hydrogen bond acceptors and donors, it is easy to form a three-dimensional structure through hydrogen bond extension [13, 14].

Corresponding author: Qing-Guo Meng, School of Pharmacy, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, Key Laboratory of Molecular Pharmacology and Drug Evaluation (Yantai University), Ministry of Education, Yantai University, Yantai, P.R. China, E-mail:

Funding source: Science and Technology Innovation Development Plan of Yantai

Award Identifier / Grant number: 2020XDRH105

Funding source: National Natural Science Foundation of China

Award Identifier / Grant number: 81473104

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: Science and Technology Innovation Development Plan of Yantai (No. 2020XDRH105) and the National Natural Science Foundation of China (No. 81473104).

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

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Received: 2023-10-07
Accepted: 2023-10-26
Published Online: 2023-11-07
Published in Print: 2024-02-26

© 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 poly[diaqua-(μ4-3,3′-di(1H-1,2,4-triazol-1-yl)-[1,1′-biphenyl]-4,4′-dicarboxylate-N:N′:O:O′)cadmium(II)], C18H14N6O6Cd
  4. Crystal structure of (8R,8′S,13S,13′R)-8,8′-bis(hydroxymethyl)-9,9′,10,10′-tetramethoxy-5,5′,6,6′,8,8′,13,13′-octahydro-[13,13′-bi[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline]-7,7′-diium chloride-methanol (1/2), C46H58N2O14Cl2
  5. The crystal structure of 8-methoxy-2,2-diphenyl-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C29H25BN2O3S
  6. Crystal structure of aqua-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N″,N‴)copper(II) 5-carboxyisophthalate tetrahydrate, C25H50N4CuO11
  7. The crystal structure of 1-(naphthalen-2-ylsulfonyl)-2,2-diphenyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ij]quinoline, C31H23BN2O2S
  8. Crystal structure of iodido-(η6-benzene) (1-(pyridin-2-yl)-N-(p-fluoro-methanamine)-κ2N,Nʹ)ruthenium(II) hexaflourophosphate, (C18H15F7IN2RuP)
  9. The crystal structure of 1-(3-oxo-1-phenyl-3-(p-tolyl) propylidene)-1,3-dihydro-2H-inden-2-one, C25H20O2
  10. Crystal structure of tricyclohexyl[4-(4H-1,2,4-triazol-4-yl)-benzoato-κO]tin(IV), C27H39N3O2Sn
  11. Crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)cadmium(II)]monohydrate, C12H15NO9Cd
  12. Crystal structure of ethyl 2-((4-(3,5-dimethylisoxazol-4-yl)-2,6-difluorophenyl)amino)benzoate, C20H18F2N2O3
  13. The crystal structure of 2-(hydroxymethyl)-2-(4H-1,2,4-triazol-4-yl)propane-1,3-diol, C6H11N3O3
  14. The crystal structure of 1,2-bis(2,4-dinitrophenyl) hydrazine, C12H8N6O8
  15. Crystal structure of 1-(2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one, C19H14Cl2N2O3
  16. The crystal structure of 5-amino-5-oxo-4-(1-oxo-4-(2-oxopyrrolidin-1-yl)isoindolin-2-yl)pentanoic acid, C17H19N3O5
  17. Crystal structure of N2,N6-bis(2-(((Z)-5-bromo-2-hydroxybenzylidene)amino) phenyl)pyridine-2,6-dicarboxamide, C33H23Br2N5O4
  18. The crystal structure of (E)-2-methoxy-6-(((5-methyl-1,3,4-thiadiazol-2-yl)imino)methyl)phenol, C11H11N3O2S
  19. The crystal structure of 3-((tert-butyldiphenylsilyl)methyl)-5,5-diphenyl-6-(p-tolyl) tetrahydro-2H-pyran-2-one, C41H42O2Si
  20. Crystal structure of 9-fluoro-4-(6-methoxypyridin-3-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine, C18H15FN4O
  21. The crystal structure of 2-bromo-5-(4-cyanophenoxy)benzyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, C21H19BrN2O3
  22. Crystal structure of 3,3′-(1,4-phenylenebis(methylene))bis(1-isopropyl-1H-imidazol-3-ium) bis(hexafluorophosphate(V)), C10H14F6N2P
  23. The crystal structure of 2,2-di(thiophen-3-yl)-1-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C24H19BN2O2S3
  24. Crystal structure of 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde, C16H9BrINO2
  25. The crystal structure of monocarbonyl-2-carboxypyridinato-κ2N,O-triphenylphosphine-rhodium(I) acetonitrile solvate, C26H20.50N1.50O3PRh
  26. Crystal structure of dichlorido-tetrakis(1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1N)manganese(II), C60H68O4N12Cl10Mn
  27. Crystal structure of 3-(tert-butyldiphenylsilyl)-1-(2,6-dichlorophenyl)-2,2-diphenylpropan-1-ol, C37H36Cl2OSi
  28. Crystal structure of langite from Mine du Pradet (France)
  29. The crystal structure of 5′-(furan-2-yl)-3′-((4-methylphenyl)sulfonamido)-3′,4′,5′,6′-tetrahydro-[1,1′:3′,1″-terphenyl]-4′-carboxylic acid, C30H27NO5S
  30. Synthesis and crystal structure of bis{2-(((4-acetophenone)imino)methyl)-4-fluorophenolato-κ2N,O}zinc(II), C30H22F2N2O4Zn
  31. The crystal structure of poly[(tripyridine-κ3N,N′,N″) μ3-(pyridine-3,4-dicarboxylate-κ3N:O:O′) manganese(II)], C22H22N4O8Mn
  32. The crystal structure of (E)-4-chloro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15ClN2O2
  33. Synthesis and crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino) ethyl)phenyl)imino)methyl)phenolato-κ2N,O}cobalt(II), C40H46CoN4O4
  34. Crystal structure of tetraaqua-[(1-(carboxymethyl)-1H-pyrazole-3-carboxylato-κ2N,O)cobalt(II)], C6H12CoN2O8
  35. (6R,7S)-2,3,13-trimethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3′,4′]cycloocta [1′,2′:4,5]benzo[1,2-d][1,3]dioxol-1-ol, C22H26O6
  36. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)benzoic acid, C18H14Cl2N2O3
  37. Crystal structure of (5aS,6aS,8aR,9R,11aS, 11bS,13R,13aS)-1,1,8a,11a-tetramethyl-9-((S)-1-((S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-3-oxo-1,7,8,8a,9,10,11,11a,11b,12,13,13a-dodecahydro-3H,6H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-13-yl acetate, C32H44O6
  38. Crystal structure of catena-poly[triaqua-(μ2-1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-O,O′:O″)cobalt(II)], C12H12N2O8Co
  39. Crystal structure of 3-[(furan-2-ylmethyl)-amino]-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester, C17H13F4NO4
  40. Crystal structure of methyl 4-(2-ethoxy-2-oxoethoxy)-3-methoxybenzoate, C13H16O6
  41. Crystal structure of 4-bromo-2-(4-chlorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile, C13H7BrClF3N2
  42. The crystal structure of triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ3N,O,O)nickel(II) monohydrate, C12H15NO9Ni
  43. Crystal structure of dihydroxy(2,4,6-triisopro-pylphenyl)telluronium trifluoromethanesulfonate, C16H25F3O5STe
  44. The crystal structure of 1-(carboxymethyl)-1H-imidazole 3-oxide
  45. The crystal structure of 1,3,5-tris(dibromomethyl)benzene, C9H6Br6
  46. Crystal structure of (Z)-3-(4-methoxyphenyl)-4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-N-phenylthiazol-2(3H)-imine, C25H21N5OS
  47. Crystal structure of (Z)-3-(3-(4-hydroxyphenyl)-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-2H-chromen-2-one, C24H16N2O3S
https://doi.org/10.1515/ncrs-2023-0437
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Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of poly[diaqua-(μ4-3,3′-di(1H-1,2,4-triazol-1-yl)-[1,1′-biphenyl]-4,4′-dicarboxylate-N:N′:O:O′)cadmium(II)], C18H14N6O6Cd
  4. Crystal structure of (8R,8′S,13S,13′R)-8,8′-bis(hydroxymethyl)-9,9′,10,10′-tetramethoxy-5,5′,6,6′,8,8′,13,13′-octahydro-[13,13′-bi[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline]-7,7′-diium chloride-methanol (1/2), C46H58N2O14Cl2
  5. The crystal structure of 8-methoxy-2,2-diphenyl-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C29H25BN2O3S
  6. Crystal structure of aqua-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N″,N‴)copper(II) 5-carboxyisophthalate tetrahydrate, C25H50N4CuO11
  7. The crystal structure of 1-(naphthalen-2-ylsulfonyl)-2,2-diphenyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ij]quinoline, C31H23BN2O2S
  8. Crystal structure of iodido-(η6-benzene) (1-(pyridin-2-yl)-N-(p-fluoro-methanamine)-κ2N,Nʹ)ruthenium(II) hexaflourophosphate, (C18H15F7IN2RuP)
  9. The crystal structure of 1-(3-oxo-1-phenyl-3-(p-tolyl) propylidene)-1,3-dihydro-2H-inden-2-one, C25H20O2
  10. Crystal structure of tricyclohexyl[4-(4H-1,2,4-triazol-4-yl)-benzoato-κO]tin(IV), C27H39N3O2Sn
  11. Crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)cadmium(II)]monohydrate, C12H15NO9Cd
  12. Crystal structure of ethyl 2-((4-(3,5-dimethylisoxazol-4-yl)-2,6-difluorophenyl)amino)benzoate, C20H18F2N2O3
  13. The crystal structure of 2-(hydroxymethyl)-2-(4H-1,2,4-triazol-4-yl)propane-1,3-diol, C6H11N3O3
  14. The crystal structure of 1,2-bis(2,4-dinitrophenyl) hydrazine, C12H8N6O8
  15. Crystal structure of 1-(2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one, C19H14Cl2N2O3
  16. The crystal structure of 5-amino-5-oxo-4-(1-oxo-4-(2-oxopyrrolidin-1-yl)isoindolin-2-yl)pentanoic acid, C17H19N3O5
  17. Crystal structure of N2,N6-bis(2-(((Z)-5-bromo-2-hydroxybenzylidene)amino) phenyl)pyridine-2,6-dicarboxamide, C33H23Br2N5O4
  18. The crystal structure of (E)-2-methoxy-6-(((5-methyl-1,3,4-thiadiazol-2-yl)imino)methyl)phenol, C11H11N3O2S
  19. The crystal structure of 3-((tert-butyldiphenylsilyl)methyl)-5,5-diphenyl-6-(p-tolyl) tetrahydro-2H-pyran-2-one, C41H42O2Si
  20. Crystal structure of 9-fluoro-4-(6-methoxypyridin-3-yl)-5,6-dihydrobenzo[h]quinazolin-2-amine, C18H15FN4O
  21. The crystal structure of 2-bromo-5-(4-cyanophenoxy)benzyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, C21H19BrN2O3
  22. Crystal structure of 3,3′-(1,4-phenylenebis(methylene))bis(1-isopropyl-1H-imidazol-3-ium) bis(hexafluorophosphate(V)), C10H14F6N2P
  23. The crystal structure of 2,2-di(thiophen-3-yl)-1-tosyl-1,2-dihydro-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ig]quinoline, C24H19BN2O2S3
  24. Crystal structure of 5-bromo-1-(2-iodobenzoyl)-1H-indole-3-carbaldehyde, C16H9BrINO2
  25. The crystal structure of monocarbonyl-2-carboxypyridinato-κ2N,O-triphenylphosphine-rhodium(I) acetonitrile solvate, C26H20.50N1.50O3PRh
  26. Crystal structure of dichlorido-tetrakis(1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1N)manganese(II), C60H68O4N12Cl10Mn
  27. Crystal structure of 3-(tert-butyldiphenylsilyl)-1-(2,6-dichlorophenyl)-2,2-diphenylpropan-1-ol, C37H36Cl2OSi
  28. Crystal structure of langite from Mine du Pradet (France)
  29. The crystal structure of 5′-(furan-2-yl)-3′-((4-methylphenyl)sulfonamido)-3′,4′,5′,6′-tetrahydro-[1,1′:3′,1″-terphenyl]-4′-carboxylic acid, C30H27NO5S
  30. Synthesis and crystal structure of bis{2-(((4-acetophenone)imino)methyl)-4-fluorophenolato-κ2N,O}zinc(II), C30H22F2N2O4Zn
  31. The crystal structure of poly[(tripyridine-κ3N,N′,N″) μ3-(pyridine-3,4-dicarboxylate-κ3N:O:O′) manganese(II)], C22H22N4O8Mn
  32. The crystal structure of (E)-4-chloro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15ClN2O2
  33. Synthesis and crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino) ethyl)phenyl)imino)methyl)phenolato-κ2N,O}cobalt(II), C40H46CoN4O4
  34. Crystal structure of tetraaqua-[(1-(carboxymethyl)-1H-pyrazole-3-carboxylato-κ2N,O)cobalt(II)], C6H12CoN2O8
  35. (6R,7S)-2,3,13-trimethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3′,4′]cycloocta [1′,2′:4,5]benzo[1,2-d][1,3]dioxol-1-ol, C22H26O6
  36. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)benzoic acid, C18H14Cl2N2O3
  37. Crystal structure of (5aS,6aS,8aR,9R,11aS, 11bS,13R,13aS)-1,1,8a,11a-tetramethyl-9-((S)-1-((S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-3-oxo-1,7,8,8a,9,10,11,11a,11b,12,13,13a-dodecahydro-3H,6H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-13-yl acetate, C32H44O6
  38. Crystal structure of catena-poly[triaqua-(μ2-1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-O,O′:O″)cobalt(II)], C12H12N2O8Co
  39. Crystal structure of 3-[(furan-2-ylmethyl)-amino]-2-(2,3,4,5-tetrafluoro-benzoyl)-acrylic acid ethyl ester, C17H13F4NO4
  40. Crystal structure of methyl 4-(2-ethoxy-2-oxoethoxy)-3-methoxybenzoate, C13H16O6
  41. Crystal structure of 4-bromo-2-(4-chlorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile, C13H7BrClF3N2
  42. The crystal structure of triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ3N,O,O)nickel(II) monohydrate, C12H15NO9Ni
  43. Crystal structure of dihydroxy(2,4,6-triisopro-pylphenyl)telluronium trifluoromethanesulfonate, C16H25F3O5STe
  44. The crystal structure of 1-(carboxymethyl)-1H-imidazole 3-oxide
  45. The crystal structure of 1,3,5-tris(dibromomethyl)benzene, C9H6Br6
  46. Crystal structure of (Z)-3-(4-methoxyphenyl)-4-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-N-phenylthiazol-2(3H)-imine, C25H21N5OS
  47. Crystal structure of (Z)-3-(3-(4-hydroxyphenyl)-2-(phenylimino)-2,3-dihydrothiazol-4-yl)-2H-chromen-2-one, C24H16N2O3S
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Heruntergeladen am 3.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2023-0437/html?srsltid=AfmBOor6rWlx5RYEPscS5spFICb_OA9U_-qGpzQIEIArWf6VvpxlAl6I
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