Startseite The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
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The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4

  • Hong Li , Can–Kai Lin , Rong-Chun Huang , Kai-Xin Chen , Hai-Xuan Liang , Yan-Jia Cai , Zi-Feng Chen , Yi-Wen Tao ORCID logo EMAIL logo und Bo Ding EMAIL logo
Veröffentlicht/Copyright: 9. Juni 2022
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 237 Heft 4

Abstract

C11H12O4, monoclinic, P21 (no. 4), a = 15.4586(2) Å, b = 7.80238(13) Å, c = 16.4003(2) Å, β = 91.0103(13)°, V = 1977.81(5) Å3, Z = 8, R gt (F) = 0.0413, wR ref (F2) = 0.1045, T = 180 K.

CCDC no.: 2160856

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 block
Size: 0.16 × 0.13 × 0.12 mm
Wavelength: Cu Kα radiation (1.54184 Å)
μ: 0.90 mm−1
Diffractometer, scan mode: SuperNova, ω
θmax, completeness: 73.8°, >99%
N(hkl)measured, N(hkl)unique, Rint: 10,690, 6502, 0.023
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 6386
N(param)refined: 553
Programs: CrysAlisPRO [1], SHELX [2], Olex2 [3]
Table 2:

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

Atom x y z Uiso*/Ueq
O1 0.11870 (10) 0.7354 (3) 0.29776 (10) 0.0357 (4)
O2 −0.08576 (10) 0.4933 (3) 0.48163 (11) 0.0382 (4)
H2 −0.120063 0.533356 0.448006 0.057*
O3 0.31167 (10) 0.6880 (3) 0.47316 (10) 0.0334 (4)
O4 0.28372 (11) 0.6905 (3) 0.34198 (11) 0.0458 (5)
C1 0.09698 (14) 0.6621 (3) 0.36961 (13) 0.0265 (5)
C2 0.01304 (14) 0.6156 (3) 0.38727 (14) 0.0272 (5)
H2A −0.031420 0.635080 0.349462 0.033*
C3 −0.00462 (14) 0.5393 (3) 0.46222 (14) 0.0277 (5)
C4 0.06082 (14) 0.5094 (3) 0.51939 (14) 0.0292 (5)
H4 0.048662 0.455217 0.568370 0.035*
C5 0.14425 (14) 0.5609 (3) 0.50296 (13) 0.0261 (5)
C6 0.16449 (13) 0.6356 (3) 0.42781 (13) 0.0256 (4)
C7 0.25485 (14) 0.6750 (3) 0.41041 (13) 0.0300 (5)
C8 0.27887 (13) 0.6868 (4) 0.55708 (13) 0.0292 (5)
H8 0.248437 0.794441 0.567728 0.035*
C9 0.21706 (14) 0.5393 (3) 0.56432 (14) 0.0293 (5)
H9A 0.194078 0.535786 0.618952 0.035*
H9B 0.247085 0.432374 0.554473 0.035*
C10 0.35783 (15) 0.6741 (4) 0.61237 (15) 0.0362 (6)
H10A 0.385073 0.564769 0.604910 0.054*
H10B 0.340812 0.685677 0.668114 0.054*
H10C 0.397764 0.763727 0.599223 0.054*
C11 0.05132 (17) 0.7581 (4) 0.23809 (15) 0.0415 (6)
H11A 0.074389 0.812465 0.190660 0.062*
H11B 0.006621 0.828727 0.260232 0.062*
H11C 0.027648 0.648516 0.223245 0.062*
O5 0.40796 (10) 0.8674 (3) 0.27311 (11) 0.0381 (4)
H5 0.374934 0.810969 0.301020 0.057*
O6 0.62498 (11) 0.5890 (3) 0.43905 (10) 0.0351 (4)
O7 0.78551 (10) 0.6210 (3) 0.38987 (10) 0.0351 (4)
O8 0.80964 (10) 0.7069 (3) 0.26558 (10) 0.0313 (4)
C44 0.75444 (13) 0.6762 (3) 0.32636 (13) 0.0268 (5)
C12 0.55230 (14) 0.8666 (3) 0.23338 (14) 0.0288 (5)
H12 0.536747 0.931754 0.187971 0.035*
C13 0.48998 (14) 0.8180 (3) 0.28878 (14) 0.0282 (5)
C14 0.51317 (14) 0.7245 (3) 0.35811 (13) 0.0281 (5)
H14 0.471355 0.693561 0.395447 0.034*
C15 0.59892 (14) 0.6775 (3) 0.37133 (13) 0.0262 (4)
C16 0.66248 (13) 0.7198 (3) 0.31381 (13) 0.0250 (5)
C17 0.63707 (13) 0.8181 (3) 0.24576 (13) 0.0256 (4)
C18 0.70565 (14) 0.8732 (3) 0.18732 (14) 0.0294 (5)
H18A 0.679855 0.890185 0.133576 0.035*
H18B 0.730440 0.981355 0.205244 0.035*
C19 0.77542 (14) 0.7406 (3) 0.18286 (13) 0.0287 (5)
H19 0.751372 0.634627 0.159763 0.034*
C20 0.85162 (15) 0.7972 (4) 0.13335 (15) 0.0376 (6)
H20A 0.871677 0.906554 0.152661 0.056*
H20B 0.834327 0.806418 0.077016 0.056*
H20C 0.897339 0.714481 0.138869 0.056*
C21 0.56364 (17) 0.5605 (4) 0.50141 (15) 0.0397 (6)
H21A 0.516201 0.494228 0.479830 0.060*
H21B 0.542557 0.668659 0.520686 0.060*
H21C 0.590832 0.499474 0.545753 0.060*
O9 1.02791 (10) 0.3470 (3) 0.05186 (10) 0.0385 (4)
O10 0.80644 (11) 0.2873 (3) 0.25194 (10) 0.0379 (4)
H10 0.775040 0.304914 0.212003 0.057*
O11 1.21349 (10) 0.2112 (3) 0.22487 (10) 0.0390 (4)
O12 1.17659 (11) 0.1847 (3) 0.09616 (11) 0.0473 (5)
C31 1.15305 (15) 0.2186 (4) 0.16495 (14) 0.0342 (5)
C22 0.88945 (15) 0.2825 (3) 0.22878 (14) 0.0306 (5)
C23 0.91322 (14) 0.3167 (4) 0.14829 (14) 0.0308 (5)
H23 0.871473 0.345647 0.109156 0.037*
C24 0.99985 (15) 0.3067 (4) 0.12767 (13) 0.0300 (5)
C25 1.06338 (14) 0.2574 (3) 0.18601 (14) 0.0290 (5)
C26 1.03678 (15) 0.2300 (3) 0.26683 (14) 0.0303 (5)
C27 0.95162 (15) 0.2438 (4) 0.28778 (14) 0.0332 (5)
H27 0.935583 0.227112 0.341588 0.040*
C28 1.10551 (15) 0.1868 (4) 0.32939 (14) 0.0362 (6)
H28A 1.112133 0.063335 0.332757 0.043*
H28B 1.088174 0.228217 0.382413 0.043*
C29 1.19049 (15) 0.2668 (4) 0.30723 (14) 0.0362 (6)
H29 1.184786 0.391920 0.308074 0.043*
C30 1.26421 (18) 0.2139 (6) 0.36337 (17) 0.0525 (8)
H30A 1.274193 0.093058 0.357983 0.079*
H30B 1.249735 0.239711 0.418716 0.079*
H30C 1.315567 0.275398 0.349102 0.079*
C41 0.96584 (17) 0.4097 (5) −0.00603 (15) 0.0453 (7)
H41A 0.994415 0.440147 −0.055468 0.068*
H41B 0.937651 0.508835 0.015750 0.068*
H41C 0.923620 0.322261 −0.017400 0.068*
O13 0.71649 (11) 0.2265 (3) 0.02857 (12) 0.0397 (4)
O14 0.68208 (11) 0.3443 (3) 0.14428 (11) 0.0406 (5)
O15 0.52403 (11) 0.3026 (3) 0.19775 (10) 0.0398 (4)
O16 0.30999 (10) 0.1394 (3) −0.00258 (10) 0.0387 (4)
H16 0.277822 0.156006 0.035851 0.058*
C33 0.56455 (15) 0.2413 (3) 0.06262 (14) 0.0295 (5)
C34 0.65577 (15) 0.2743 (3) 0.08202 (15) 0.0327 (5)
C32 0.49920 (15) 0.2543 (3) 0.12123 (14) 0.0305 (5)
C42 0.41374 (15) 0.2181 (3) 0.10082 (14) 0.0313 (5)
H42 0.371252 0.223186 0.140192 0.038*
C43 0.39216 (14) 0.1738 (3) 0.02059 (14) 0.0297 (5)
C35 0.45472 (15) 0.1655 (3) −0.03923 (14) 0.0309 (5)
H35 0.439303 0.137992 −0.092711 0.037*
C36 0.54001 (14) 0.1986 (3) −0.01821 (14) 0.0289 (5)
C37 0.60949 (15) 0.1943 (4) −0.08069 (15) 0.0346 (5)
H37A 0.618999 0.308958 −0.101531 0.042*
H37B 0.591335 0.121907 −0.125943 0.042*
C38 0.69245 (16) 0.1259 (4) −0.04365 (17) 0.0395 (6)
H38 0.683867 0.006247 −0.027594 0.047*
C39 0.76802 (18) 0.1364 (6) −0.1005 (2) 0.0573 (9)
H39A 0.776540 0.253348 −0.116717 0.086*
H39B 0.756306 0.067496 −0.147965 0.086*
H39C 0.819267 0.094975 −0.073127 0.086*
C40 0.45859 (17) 0.3108 (4) 0.25805 (15) 0.0418 (6)
H40A 0.414461 0.390105 0.240841 0.063*
H40B 0.483794 0.348421 0.308884 0.063*
H40C 0.433549 0.199221 0.264962 0.063*

Source of material

All solvents were of analytical grade. The title compound was isolated and purified from the secondary metabolites of Talaromyces sp. Colorless crystals were obtained by slow-evaporative solution of the methanol at room temperature.

Experimental details

All hydrogen atoms were placed in calculated positions and refined using a riding model with the relative isotropic parameters. Uiso values of hydrogen atoms were set to 1.2Ueq of the parent atoms.

Comment

The endophytic fungus Talaromyces sp. was isolated from mangrove tree Sonneratia apetala in Dongzhai harbor, Hainan Province, and identified by 18S DNA gene sequence [4]. The specimen was stored at Guangzhou Medical University, Guangzhou, P. R. China. This fungus strain was fermented statically by using rice medium (85 g rice, 160 mL coarse sea salt solution with a mass concentration of 2 g/L) in a 1 L Erlenmeyerflask at 28 °C for fourty days. The culture was repetitively extracted with MeOH solvent and then the extract was further fractionated by silica gel chromatography using a stepwise isocratic solvent system according to the increasing polarity starting from 100% petroleum to 100% methanol using normal-phase vacuum liquid chromatography (VLC) to obtain nine fractions (Fr. A–I). The title compound was isolated and purified from Fraction F (20% petroleum/80% ethyl acetate) through silica gel column chromatography [5]. Its structure was elucidated by comprehensive analysis of spectroscopic data and confirmed by X-ray crystallography.

The asymmetric unit of the title compound contains four crystallographically independent molecules (only one of the molecules is shown in the figure). And the crystal structure of two similar compounds, (R)-8-hydroxy-6-methoxy-3-methylisochroman-1-one) [6] and (R)-6,8-dihydroxy-3-methylisochroman-1-one [7], have been previously reported. The absolute configuration of the chiral center at C-2 both was determined to be R.

The title compound has been also reported from Penicillium sp. and Talaromyces thailandiasis., containing its 1H NMR, 13C NMR data [6], [7], [8], [9]. It exhibited a moderate cytotoxic activity against the mouse lymphoma cells (L5178Y) with IC50 value of 13.70 µM and weak anti–HIV activities with the IC50 values of 69.3 µM [6, 9]. What’s more, the X-ray crystallography data of the title compound was reported here for the first time. The geometric parameters are similar to those reported for the (−)-(3R)-6-methoxy-mellein [10].

Corresponding authors: Yi-Wen Tao and Bo Ding, Key Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences and the Fifth Affiliated Hospital Guangzhou Medical University, Guangzhou, Guangdong 511436, P. R. China, E-mail: ,
Hong Li and Can-Kai Lin are co-first authors.

Funding source: Guangzhou Education Bureau Yangcheng Scholars Project

Award Identifier / Grant number: 202032774

Funding source: National Students’ Training Programs for innovation and Entrepreneurship

Award Identifier / Grant number: 202110570035, 202010570028

Funding source: Special Funds for Undergraduates’ Scientific and Technological Innovation Training Programs in Guangdong

Award Identifier / Grant number: pdjh2021b0417, pdjh2020b0487

Funding source: Undergraduate Training Programs for Innovation and Entrepreneurship in GZHMU

Award Identifier / Grant number: 2021A074, 2020A068, 2019A076

Funding source: High-level University Construction Fund of Guangdong Province

Award Identifier / Grant number: 06-410-2107242, 06-410-2107249, 06-410-2107273

  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 by Guangzhou Education Bureau Yangcheng Scholars Project (202032774), National Students’ Training Programs for innovation and Entrepreneurship (202110570035 and 202010570028), Special Funds for Undergraduates’ Scientific and Technological Innovation Training Programs in Guangdong (pdjh2021b0417 and pdjh2020b0487), Undergraduate Training Programs for Innovation and Entrepreneurship in GZHMU (2021A074, 2020A068, and 2019A076) and High-level University Construction Fund of Guangdong Province (06-410-2107242, 06-410-2107249, and 06-410-2107273).

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

References

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3. Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K., Puschmann, H. Olex2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 2009, 42, 339–341. https://doi.org/10.1107/s0021889808042726.Suche in Google Scholar

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7. Thakur, J. P., Haider, R., Singh, D. K., Kumar, B. S., Vasudev, P. G., Luqman, S., Kalra, A., Saikia, D., Negi, A. S. Bioactive isochromenone isolated from Aspergillus fumigatus, endophytic fungus from Bacopa monnieri. Microbiol. Res. 2015, 6, 5800. https://doi.org/10.4081/mr.2015.5800.Suche in Google Scholar

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Received: 2022-04-09
Accepted: 2022-05-30
Published Online: 2022-06-09
Published in Print: 2022-08-26

© 2022 Hong Li et al., 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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  5. The crystal structure of 3-(4-chlorophenyl)-1,5-di-p-tolylpentane-1,5-dione, C25H23ClO2
  6. The crystal structure of 2,4,4-triphenyl-4H-benzo[b][1,4]oxaphosphinin-4-ium bromide – dichloromethane (1/1), C27H22BrCl2OP
  7. The crystal structure of 2-(3,6-di-tert-butyl-1,8-diiodo-9H-carbazol-9-yl)acetonitrile, C22H24I2N2
  8. Crystal structure of 3-phenylpropyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O3
  9. The crystal structure of (4-fluorophenyl)(5-(hydroxymethyl)furan-2-yl)methanol, C12H11FO3
  10. Crystal structure of the dihydrate of tetraethylammonium 1,3,5-thiadiazole-5-amido-2-carbamate, C11H27N5O4S
  11. Crystal structure of (Z)-4-[(p-tolylamino)(furan-2-yl)methylene]-3-phenyl-1-1-p-tolyl-1H-phenyl-1H-pyrazol-5(4H)-one, C28H23N3O2
  12. The crystal structure of (E)-3-(2-chlorophenyl)-1-ferrocenylprop-2-en-1-one, C19H15ClFeO
  13. The pseudosymmetric crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium hexachloridostannate(IV), C10H16N2SnCl6
  14. Crystal structure of (2-(1-hydroxyheptyl)octahydro-8aH-chromene-5,8,8a-triol), C16H30O5
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  16. Crystal structure of 1-(4-hydroxybenzyl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol from Arundina graminifolia, C22H20O4
  17. The crystal structure of N-cyclopentyl-3-hydroxy-4-methoxybenzamide, C13H17NO3
  18. The crystal structure of 2,5,5-triphenyl-3,5-dihydro-4H-imidazol-4-one, C21H16N2O
  19. Crystal structure of 1H-1,2,3-Triazolo[4,5-b]-pyridin-4-ium nitrate, C5H5N5O3
  20. Crystal structure of (Z)-4-(((4-bromophenyl)amino)(furan-2-yl)methylene)-2,5-diphenyl-2,4-dihydro-3H-pyrazol-3-one, C26H18BrN3O2
  21. Crystal structure of 2-(4-methoxyphenyl)-3-methyl-1,8-naphthyridine, C16H14N2O
  22. The crystal structure of 3-([1,1′-biphenyl]-2-yl)-1,2-diphenylbenzo[b]phosphole-1-oxide, C32H23OP
  23. The crystal structure of ammonium (E)-4-((4-carboxyphenyl)diazenyl)benzoate, C14H13N3O4
  24. Crystal structure of bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane sulfate, C5H10N8O4S
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  26. The crystal structure of tris(6-methylpyridin-2-yl)phosphine oxide, C18H18N3OP
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  28. Crystal structure of (E)-4-(6-(4-(2-(pyridin-4-yl)vinyl)phenoxy)pyrimidin-4-yl)morpholine, C21H20N4O2
  29. Crystal structure of 5-(adamantan-1-yl)-3-[(4-trifluoromethylanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C20H22F3N3OS
  30. Crystal structure of 2,2-dichloro-1-(4-chloro-1H-indol-1-yl)ethan-1-one, C10H6Cl3NO
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  32. The crystal structure of 1H-benzimidazole-2-carboxamide, C8H7N3O
  33. The crystal structure of Histidinium hydrogensquarate, C10H11N3O6
  34. The crystal structure of 3-amino-5-carboxypyridin-1-ium iodide, C6H7IN2O2
  35. Crystal structure of (E)-amino(2-(3-ethoxy-4-hydroxybenzylidene)hydrazineyl)methaniminium nitrate hemihydrate C10H16N5O5.5
  36. Crystal structure of 1,2-bis(4,5-dinitro-1H-imidazol-1-yl)ethane, C8H6N8O8
  37. The crystal structure of diaqua-bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)manganese(II), C14H12N6O6Mn
  38. The crystal structure of catena-poly[aqua-2,2′bipyridine-κ2N,N′-(μ2-5-ethoxyisophthalato-κ 4O,O′:Oʺ,O′ʺ)cadmium(II)] monohydrate, C20H20CdN2O7
  39. The crystal structure of (1S,3R)-1-(4-isopropylphenyl)-3-(methoxycarbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-iumchloride monohydrate, C22H27ClN2O3
  40. Crystal structure of 1-isopropyl-3-(prop-1-en-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, C11H15N5
  41. The crystal structure of (2,2′-bipyridine-κ2N,N′)- bis(6-phenylpyridine-2-carboxylate-κ2N,O)manganese(II)] monohydrate, C34H26N4O5Mn
  42. Crystal structure of the cocrystal 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane ─ 2,3-dihydroindole (1/1), C12H17N9O8
  43. Crystal structure of 3-acetyl-6-hydroxy-2H-chromen-2-one monohydrate, C11H10O5
  44. Crystal structure of 6,9-diamino-2-ethoxyacridinium 3,5-dinitrobenozate — dimethylsulfoxide — water (1/1/1), C24H27N5O9S
  45. The crystal structure of 4,4′-bipyridinium bis-(2-hydroxy-3-methoxybenzoate), 2(C8H7.68O4)·C10H8.64N2
  46. Crystal structure of (Z)-4-(((4-fluorophenyl)amino)(furan-2-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
  47. The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V
  48. The crystal structure of 17-(bromoethynyl)-17-hydroxy-10, 13-dimethyl- 1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C21H27BrO2
  49. The crystal structure of 4-((6-fluoropyridin-2-yloxy)methyl)benzonitrile, C13H9FN2O
  50. Crystal structure of (Z)-2-(1-bromo-2-phenylvinyl)-5-ethyl-2-methyl-1,3-dioxane-5-carboxylic acid, C15H17Br1O4
  51. Crystal structure of catena-poly[tribenzyl-κ1C-(μ2-6-oxidopyridin-1-ium-3-carboxylato-κ2O:O’)tin(IV)-dichloromethane-methanol (1/1/1), C29H31Cl2NO4Sn
  52. Crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C40H46N4O4Zn
  53. Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
  54. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2N,O) manganese(II) — water — dimethylformamide (1/2/1), C27H31N3O9Mn
  55. The crystal structure of bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)-copper(ii), C14H8N6O4Cu
  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
  61. The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
  62. Crystal structure of 1,2-bis(2,2,3,3,5,5,5-heptamethyl-1,1,4,4- tetrakis(trimethylsilyl)pentasilan-1-yl)ditellane, C38H114Si18Te2
  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
  64. Crystal structure of (Z)-3-((tert-butylamino) methylene)-2-(2-hydroxynaphthalen-1-yl) chroman-4-one, C24H23NO3
  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
  67. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-[(4-pyridinylmethyl)amino]benzoato-κ2N:O)cobalt(II)]–1,2bi(4-pyridyl)ethene–water (1/1/1), C50H50N8O8Co
  68. Crystal structure of 3-(3-bromophenyl)-1′,3′-dimethyl-2′H,3H,4H-spiro[furo[3, 2-c]chromene-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H) tetraone, C22H15BrN2O6
  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
  72. Crystal structure of chlorido-(η6-toluene)(2,2′-bipyridine-κ2N,N′)ruthenium(II) hexafluorophosphate, C17H16ClN2RuPF6
  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
https://doi.org/10.1515/ncrs-2022-0183
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Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of N-((3s,5s,7s)-adamantan-1-yl)-2-(3-benzoylphenyl)propanamide, C26H29NO2
  4. The crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxidopropylidene)benzohydrazonato-κ5 N,O,O′:N′,O′′)-octakis(pyridine-κ1 N)trinickel(II) C60H56Cl2N12Ni3O6
  5. The crystal structure of 3-(4-chlorophenyl)-1,5-di-p-tolylpentane-1,5-dione, C25H23ClO2
  6. The crystal structure of 2,4,4-triphenyl-4H-benzo[b][1,4]oxaphosphinin-4-ium bromide – dichloromethane (1/1), C27H22BrCl2OP
  7. The crystal structure of 2-(3,6-di-tert-butyl-1,8-diiodo-9H-carbazol-9-yl)acetonitrile, C22H24I2N2
  8. Crystal structure of 3-phenylpropyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O3
  9. The crystal structure of (4-fluorophenyl)(5-(hydroxymethyl)furan-2-yl)methanol, C12H11FO3
  10. Crystal structure of the dihydrate of tetraethylammonium 1,3,5-thiadiazole-5-amido-2-carbamate, C11H27N5O4S
  11. Crystal structure of (Z)-4-[(p-tolylamino)(furan-2-yl)methylene]-3-phenyl-1-1-p-tolyl-1H-phenyl-1H-pyrazol-5(4H)-one, C28H23N3O2
  12. The crystal structure of (E)-3-(2-chlorophenyl)-1-ferrocenylprop-2-en-1-one, C19H15ClFeO
  13. The pseudosymmetric crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium hexachloridostannate(IV), C10H16N2SnCl6
  14. Crystal structure of (2-(1-hydroxyheptyl)octahydro-8aH-chromene-5,8,8a-triol), C16H30O5
  15. The crystal structure of N-cyclohexyl-3-hydroxy-4-methoxybenzamide, C14H19NO3
  16. Crystal structure of 1-(4-hydroxybenzyl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol from Arundina graminifolia, C22H20O4
  17. The crystal structure of N-cyclopentyl-3-hydroxy-4-methoxybenzamide, C13H17NO3
  18. The crystal structure of 2,5,5-triphenyl-3,5-dihydro-4H-imidazol-4-one, C21H16N2O
  19. Crystal structure of 1H-1,2,3-Triazolo[4,5-b]-pyridin-4-ium nitrate, C5H5N5O3
  20. Crystal structure of (Z)-4-(((4-bromophenyl)amino)(furan-2-yl)methylene)-2,5-diphenyl-2,4-dihydro-3H-pyrazol-3-one, C26H18BrN3O2
  21. Crystal structure of 2-(4-methoxyphenyl)-3-methyl-1,8-naphthyridine, C16H14N2O
  22. The crystal structure of 3-([1,1′-biphenyl]-2-yl)-1,2-diphenylbenzo[b]phosphole-1-oxide, C32H23OP
  23. The crystal structure of ammonium (E)-4-((4-carboxyphenyl)diazenyl)benzoate, C14H13N3O4
  24. Crystal structure of bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane sulfate, C5H10N8O4S
  25. The crystal structure of phenantroline-κ2 N,N′-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)copper(II), C36H24N4O4Cu
  26. The crystal structure of tris(6-methylpyridin-2-yl)phosphine oxide, C18H18N3OP
  27. The crystal structure of N-(2′-hydroxymethyl-5′-phenyl-3′,4′-dihydro-[1,1′:3′,1″-terphenyl]- 1′(2′H)-yl)-P,P-diphenylphosphinic amide, C37H34NO2P
  28. Crystal structure of (E)-4-(6-(4-(2-(pyridin-4-yl)vinyl)phenoxy)pyrimidin-4-yl)morpholine, C21H20N4O2
  29. Crystal structure of 5-(adamantan-1-yl)-3-[(4-trifluoromethylanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C20H22F3N3OS
  30. Crystal structure of 2,2-dichloro-1-(4-chloro-1H-indol-1-yl)ethan-1-one, C10H6Cl3NO
  31. The crystal structure of 4-(((3-bromo-5-(trifluoromethyl)pyridin-2-yl)oxy)methyl)benzonitrile, C28H16Br2F6N4O2
  32. The crystal structure of 1H-benzimidazole-2-carboxamide, C8H7N3O
  33. The crystal structure of Histidinium hydrogensquarate, C10H11N3O6
  34. The crystal structure of 3-amino-5-carboxypyridin-1-ium iodide, C6H7IN2O2
  35. Crystal structure of (E)-amino(2-(3-ethoxy-4-hydroxybenzylidene)hydrazineyl)methaniminium nitrate hemihydrate C10H16N5O5.5
  36. Crystal structure of 1,2-bis(4,5-dinitro-1H-imidazol-1-yl)ethane, C8H6N8O8
  37. The crystal structure of diaqua-bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)manganese(II), C14H12N6O6Mn
  38. The crystal structure of catena-poly[aqua-2,2′bipyridine-κ2N,N′-(μ2-5-ethoxyisophthalato-κ 4O,O′:Oʺ,O′ʺ)cadmium(II)] monohydrate, C20H20CdN2O7
  39. The crystal structure of (1S,3R)-1-(4-isopropylphenyl)-3-(methoxycarbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-iumchloride monohydrate, C22H27ClN2O3
  40. Crystal structure of 1-isopropyl-3-(prop-1-en-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, C11H15N5
  41. The crystal structure of (2,2′-bipyridine-κ2N,N′)- bis(6-phenylpyridine-2-carboxylate-κ2N,O)manganese(II)] monohydrate, C34H26N4O5Mn
  42. Crystal structure of the cocrystal 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane ─ 2,3-dihydroindole (1/1), C12H17N9O8
  43. Crystal structure of 3-acetyl-6-hydroxy-2H-chromen-2-one monohydrate, C11H10O5
  44. Crystal structure of 6,9-diamino-2-ethoxyacridinium 3,5-dinitrobenozate — dimethylsulfoxide — water (1/1/1), C24H27N5O9S
  45. The crystal structure of 4,4′-bipyridinium bis-(2-hydroxy-3-methoxybenzoate), 2(C8H7.68O4)·C10H8.64N2
  46. Crystal structure of (Z)-4-(((4-fluorophenyl)amino)(furan-2-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
  47. The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V
  48. The crystal structure of 17-(bromoethynyl)-17-hydroxy-10, 13-dimethyl- 1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C21H27BrO2
  49. The crystal structure of 4-((6-fluoropyridin-2-yloxy)methyl)benzonitrile, C13H9FN2O
  50. Crystal structure of (Z)-2-(1-bromo-2-phenylvinyl)-5-ethyl-2-methyl-1,3-dioxane-5-carboxylic acid, C15H17Br1O4
  51. Crystal structure of catena-poly[tribenzyl-κ1C-(μ2-6-oxidopyridin-1-ium-3-carboxylato-κ2O:O’)tin(IV)-dichloromethane-methanol (1/1/1), C29H31Cl2NO4Sn
  52. Crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C40H46N4O4Zn
  53. Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
  54. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2N,O) manganese(II) — water — dimethylformamide (1/2/1), C27H31N3O9Mn
  55. The crystal structure of bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)-copper(ii), C14H8N6O4Cu
  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
  61. The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
  62. Crystal structure of 1,2-bis(2,2,3,3,5,5,5-heptamethyl-1,1,4,4- tetrakis(trimethylsilyl)pentasilan-1-yl)ditellane, C38H114Si18Te2
  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
  64. Crystal structure of (Z)-3-((tert-butylamino) methylene)-2-(2-hydroxynaphthalen-1-yl) chroman-4-one, C24H23NO3
  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
  67. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-[(4-pyridinylmethyl)amino]benzoato-κ2N:O)cobalt(II)]–1,2bi(4-pyridyl)ethene–water (1/1/1), C50H50N8O8Co
  68. Crystal structure of 3-(3-bromophenyl)-1′,3′-dimethyl-2′H,3H,4H-spiro[furo[3, 2-c]chromene-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H) tetraone, C22H15BrN2O6
  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
  72. Crystal structure of chlorido-(η6-toluene)(2,2′-bipyridine-κ2N,N′)ruthenium(II) hexafluorophosphate, C17H16ClN2RuPF6
  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
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Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0183/html
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