Home The crystal structure of 3-(2-hydroxyphenyl)-4-phenyl-6-(p-tolyl)-2H-pyran-2-one, C24H18O3
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The crystal structure of 3-(2-hydroxyphenyl)-4-phenyl-6-(p-tolyl)-2H-pyran-2-one, C24H18O3

  • Mengdan Wang ORCID logo EMAIL logo , Junling Wang ORCID logo , Yafei Guo ORCID logo , Weiwei Lu , Jie Luo and Jun-Ying Ma EMAIL logo
Published/Copyright: July 26, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 5

Abstract

C24H18O3, monoclinic, P21/c (no. 14), a = 9.0474(7) Å, b = 19.9648(12) Å, c = 10.7153(3) Å, β = 104.175(2)°, V = 1876.6(3) Å3, Z = 4, R gt (F) = 0.0459, wR ref (F2) = 0.1183, T = 296 K.

CCDC no.: 2265876

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: Yellow prismatic
Size 0.20 × 0.17 × 0.12 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.08 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θmax, completeness: 26.0°, 99 %
N(hkl)measured, N(hkl)unique, Rint: 9951, 3639, 0.031
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 2742
N(param)refined: 247
Programs: Olex2 [1], SHELX [2, 3]
Table 2:

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

Atom x y z Uiso*/Ueq
O1 0.24197 (14) 0.29931 (7) 0.44020 (12) 0.0640 (4)
O2 0.46396 (12) 0.32417 (6) 0.40620 (11) 0.0520 (3)
O3 0.29719 (17) 0.27918 (7) 0.73859 (15) 0.0762 (5)
H3 0.2707 0.2563 0.7929 0.114*
C1 0.35856 (18) 0.33114 (8) 0.47885 (16) 0.0468 (4)
C2 0.39557 (17) 0.37540 (8) 0.58838 (15) 0.0431 (4)
C3 0.53643 (17) 0.40502 (8) 0.61895 (15) 0.0434 (4)
C4 0.63929 (18) 0.39468 (8) 0.53859 (15) 0.0471 (4)
H4 0.7341 0.4155 0.5594 0.056*
C5 0.60201 (18) 0.35559 (8) 0.43385 (16) 0.0461 (4)
C6 0.68923 (19) 0.34089 (8) 0.33869 (16) 0.0488 (4)
C7 0.8408 (2) 0.35997 (9) 0.35859 (18) 0.0581 (5)
H7 0.8895 0.3810 0.4350 0.070*
C8 0.9195 (2) 0.34791 (10) 0.26590 (19) 0.0630 (5)
H8 1.0207 0.3615 0.2810 0.076*
C9 0.8530 (2) 0.31640 (9) 0.1515 (2) 0.0623 (5)
C10 0.7024 (3) 0.29657 (11) 0.1329 (2) 0.0760 (6)
H10 0.6548 0.2749 0.0569 0.091*
C11 0.6215 (2) 0.30817 (11) 0.22444 (19) 0.0692 (6)
H11 0.5207 0.2940 0.2096 0.083*
C12 0.9391 (3) 0.30532 (12) 0.0492 (2) 0.0873 (7)
H12A 0.9859 0.3465 0.0331 0.131*
H12B 0.8699 0.2903 −0.0286 0.131*
H12C 1.0165 0.2720 0.0781 0.131*
C13 0.27044 (17) 0.38790 (8) 0.65363 (14) 0.0426 (4)
C14 0.21993 (19) 0.33807 (8) 0.72374 (16) 0.0482 (4)
C15 0.09579 (19) 0.34873 (9) 0.77573 (17) 0.0544 (5)
H15 0.0617 0.3147 0.8209 0.065*
C16 0.02315 (19) 0.40982 (9) 0.76043 (17) 0.0550 (5)
H16 −0.0598 0.4170 0.7956 0.066*
C17 0.0727 (2) 0.45997 (9) 0.69358 (19) 0.0617 (5)
H17 0.0240 0.5013 0.6838 0.074*
C18 0.1953 (2) 0.44886 (9) 0.64065 (18) 0.0553 (5)
H18 0.2281 0.4832 0.5952 0.066*
C19 0.58985 (17) 0.44809 (9) 0.73415 (15) 0.0480 (4)
C20 0.5927 (2) 0.42428 (11) 0.85576 (17) 0.0647 (5)
H20 0.5543 0.3820 0.8658 0.078*
C21 0.6528 (3) 0.46348 (14) 0.9627 (2) 0.0849 (7)
H21 0.6575 0.4469 1.0447 0.102*
C22 0.7053 (3) 0.52666 (14) 0.9479 (2) 0.0897 (8)
H22 0.7434 0.5532 1.0199 0.108*
C23 0.7020 (3) 0.55077 (12) 0.8283 (2) 0.0806 (7)
H23 0.7373 0.5938 0.8189 0.097*
C24 0.6465 (2) 0.51154 (10) 0.72115 (19) 0.0617 (5)
H24 0.6471 0.5277 0.6399 0.074*

1 Source of material

In a Schlenk tube 3-phenyl-1-(p-tolyl)prop-2-yn-1-one (66.1 mg, 0.30 mmol), benzofuran-2(3H)-one (80.5 mg, 0.60 mmol), Cs2CO3 (97.7 mg, 0.30 mmol) and DMSO (3.0 mL) were stirred at 120 °C under N2 for 3 h. The reaction mixture was quenched by water, and the water layers were extracted with ethyl acetate (10 mL × 3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. Purification by chromatography on silica gel (petroleum ether/ethyl acetate = 5:1) afforded the desired compound (yellow solid, 92.9 mg, 87 %). Single crystals were obtained by crystallization from a mixture of dichloromethane (10 mL) and petroleum ether (2 mL). Melting point: 217–218 °C. 1H NMR (400 MHz, DMSO-d6) δ 2.38 (s, 3H), 6.62–6.67 (m, 1H), 6.76–6.91 (m, 2H), 7.06–7.16 (m, 2H), 7.28–7.46 (m, 7H), 7.83–7.92 (m, 2H), 9.41 (s, 1H); 13C NMR (100 MHz, DMSO-d6) δ 159.76, 155.93, 154.19, 151.79, 139.21, 135.95, 129.84, 128.13, 127.47, 127.06, 126.88, 126.52, 126.43, 123.78, 120.17, 118.65, 116.97, 113.64, 102.20, 18.90.

2 Experimental details

Using Olex2 [1], the structure was solved with the SHELXT [2] structure solution program and refined with the SHELXL [3] refinement package.

3 Comment

Pyrone derivatives have a variety of biological activities, such as cytotoxic, antibacterial, anti-inflammatory, antitumor and so on [4], [5], [6], [7]. It is found that some compounds with pyrone structure also have fluorescent properties [8]. The non-planar unit of the title complex contains one pyrone unit and three different substituted phenyl rings. Compared to the non-hydroxylated molecule, the presence of the hydroxyl group increased the dihedral angle between the 2-hydroxyphenyl and pyrone rings from 54.3° to 69.7° [9]. Furthermore, the dihedral angle of pyrone ring and the benzene ring closer to the hydroxy substituted benzene ring increased from 51.3° to 56.3° [9]. For the pyrone unit, the bond length and bond angle are close to those reported in the literature [10, 11]. In the crystal structure, the three oxygen atoms are linked by two intramolecular hydrogen bonds O(3)–H(3)–O(2) and O(3)–H(3)–O(1). The length of H(3)–O(2) bond is 2.46 Å. The bond length of H(3)–O(2) is 2.00 Å. The bond angles of the two hydrogen bonds are quite different.

The complete set of X-ray diffraction data for the title compound was deposited to the Cambridge Crystallographic Data Centre (CCDC entry no. 2265876).

Corresponding authors: Mengdan Wang, School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P.R. China, E-mail: ; and Jun-Ying Ma, School of Chemical Engineering and Pharmaceutics, Rovincial and Ministerial Co-Construction of Collaborative Innovation Center for Non-Ferrous Metal New Materials and Advanced Processing Technology, Henan University of Science and Technology, Luoyang, Henan 471003, P.R. China, E-mail:

Funding source: Doctor Start-Up Funds of Henan University of Science and Technology

Award Identifier / Grant number: 13480078

  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 the Doctor Start-Up Funds of Henan University of Science and Technology (No. 13480078).

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

References

1. 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.Search in Google Scholar

2. Sheldrick, G. M. SHELXTL – integrated space-group and crystal-structure determination. Acta Crystallogr. 2015, A71, 3–8; https://doi.org/10.1107/s2053273314026370.Search in Google Scholar PubMed PubMed Central

3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar

4. Chen, Y., Yang, W., Zou, G., Wang, G., Kang, W., Yuan, J., She, Z. Cytotoxic bromine- and iodine-containing cytochalasins produced by the mangrove endophytic fungus Phomopsis sp. QYM-13 using the OSMAC approach. J. Nat. Prod. 2022, 85, 1229–1238; https://doi.org/10.1021/acs.jnatprod.1c01115.Search in Google Scholar PubMed

5. Yuan, L., Huang, W., Zhou, K., Wang, Y., Dong, W., Lou, J., Li, L., Du, G., Yang, H., Ma, Y., Hie, Q. Xanthones from the fermentation products of an endophytic fungus Phomopsis sp. Heterocycles 2015, 91, 381–387; https://doi.org/10.3987/com-14-13136.Search in Google Scholar

6. Cai, R., Chen, S., Liu, Z., Tan, C., Huang, X., She, Z. A new α-pyrone from the mangrove endophytic fungus Phomopsis sp. HNY29–2B. Nat. Prod. Res. 2017, 31, 124–130; https://doi.org/10.1080/14786419.2016.1214833.Search in Google Scholar PubMed

7. Liu, D., Li, X.-M., Meng, L., Li, C.-S., Gao, S.-S., Shang, Z., Proksch, P., Huang, C.-G., Wang, B.-G. Nigerapyrones A–H, α-pyrone derivatives from the marine mangrove-derived endophytic fungus Aspergillus niger MA-132. J. Nat. Prod. 2011, 74, 1787–1791; https://doi.org/10.1021/np200381u.Search in Google Scholar PubMed

8. Kim, G. S., Ko, W., Kim, J. W., Jeong, M., Ko, S., Hur, J., Oh, H., Jang, J., Ahn, J. S. Bioactive α-pyrone derivatives from the endolichenic fungus Dothideomycetes sp. EL003334. J. Nat. Prod. 2018, 81, 1084–1088; https://doi.org/10.1021/acs.jnatprod.7b01022.Search in Google Scholar PubMed

9. Zhou, P., Yang, W.-T., Rahman, A., Li, G., Jiang, B. J. Rh(III)-catalyzed [3 + 3] annulation reaction of cyclopropenones and sulfoxonium ylides toward trisubstituted 2-pyrones. Org. Chem. 2020, 85, 360–366; https://doi.org/10.1021/acs.joc.9b02253.Search in Google Scholar PubMed

10. Obi, G., Zamisa, S. J., Van Heerden, F. R. Crystal structure of 4-methoxy-6-phenyl-2H-pyran-2-one, C12H10O3. Z. Kristallogr. N. Cryst. Struct. 2018, 233, 343–344; https://doi.org/10.1515/ncrs-2017-0068.Search in Google Scholar

11. Obi, G., Zamisa, S. J., Van Heerden, F. R. Crystal structure of 6-(4-fluorophenyl)-4-methoxy-2H-pyran-2-one, C12H9FO3. Z. Kristallogr. N. Cryst. Struct. 2020, 235, 445–446; https://doi.org/10.1515/ncrs-2019-0752.Search in Google Scholar
Received: 2023-06-14
Accepted: 2023-07-04
Published Online: 2023-07-26
Published in Print: 2023-10-26

© 2023 the author(s), published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

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https://doi.org/10.1515/ncrs-2023-0283
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of (N-([1,1′:4′,1″-terphenyl]-4,4′-diethyl)-2-(bis(pyridin-2-ylmethyl)amino)acetamide-κ4N,N,N″, O)tri(nitrato-kO, O′) samarium(III) - methanol - acetonitrile (1/1/1), C40H39SmN8O14
  4. The crystal structure of 6,6′-(((2-(dimethylamino)ethyl)azanediyl)bis(methylene))bis(2-chloro-4-methyl phenolate-κ4N,N′,O,O′)-(pyridine-2,6-dicarboxylato-N,O,O′)-titanium(IV), C27H27Cl2N3O6Ti
  5. N′-[(1E)-(4–Fluorophenyl)methylidene]adamantane-1-carbohydrazide, C18H21FN2O
  6. Crystal structure of 4-bromo-3-nitro-1H-pyrazole-5-carboxylic acid monohydrate, C4H2N3BrO4·H2O
  7. Crystal structure of dipyridine-k1N-tris(2,2,6,6-tetramethyl-5-oxohept-3-en-3-olato-k2O,O′)dysprosium(III), DyC43H67O6N2
  8. Crystal structure of cyclo[tetraiodido-bis{μ2-1-[(benzotriazol-1-yl)methyl]-1-H-1,3-(2-isopropyl-imidazol)-k2N:N}dicadmiun(II)], C26H30N10Cd2I4
  9. The crystal structure of tert-butyl (E)-3-(2-(benzylideneamino)phenyl)-1H-indole-1-carboxylate, C26H24N2O2
  10. The crystal structure of 4-(3-carboxy-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4- dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 2,5-dihydroxybenzoate methanol solvate, C27H32FN3O9
  11. Crystal structure of (μ2-1-(4,4′-bipyridine-κ2N:N′)-bis[diaqua-(4-iodopyridine-2,6-dicarboxylato-κ3O,N,O′)–cobalt(II)], C24H20Co2I2N4O12
  12. The crystal structure of dimethyl 4,4′-(10,20-diphenylporphyrin-5,15-diyl)dibenzoate dichloromethane solvate, C49H36N4O4Cl2
  13. (E)-2-((E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ylidene)hydrazine-1-carbothioamide C14H23N3S1
  14. The crystal structure of [1-(4-(trifluoromethyl)phenyl)-3,4-dihydroquinolin-2(1H)-one], C16H12F3NO
  15. Crystal structure of (E)-2-amino-N′-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzohydrazide – dimethylformamide – water (1/1/2), C15H16N4O3·C3H7NO·2H2O
  16. Crystal structure of 3-(4-bromophenyl)-5-methyl-1H-pyrazole, C10H9BrN2
  17. Crystal structure of 1,10-phenanthrolinium bromide dihydrate, C12H9N2Br
  18. Crystal structure of N-(4′-chloro-[1,1′-biphenyl]-2-yl)formamide, C13H10ClNO
  19. The crystal structure of nitroterephthalic acid, C8H5NO6
  20. Crystal structure of (2-((4-bromo-2,6-dichlorophenyl)amino)phenyl) (morpholino)methanone, C17H15BrCl2N2O2
  21. Crystal structure of tetraaqua-bis(ethanol-κO)-tetrakis(μ2-trifluoroacetate-κ2O:O′)-bis(trifluoroacetate-κ2O)digadolinium(III) Gd2C16H20O18F18
  22. The crystal structure of dimethyl 4,4′-[10,20-bis(2,6-difluorophenyl)porphyrin-5,15-diyl]dibenzoate chloroform solvate, C50H32Cl6F4N4O4
  23. The crystal structure of N,N′-((nitroazanediyl)bis(methylene))diacetamide, C6H12O4N4
  24. The crystal structure of [bis(2,2′-bipyridine-6-carboxylato-κ3N,N,O)magnesium(II)]dihydrate, C22H18N4O6Mg
  25. Crystal structure of poly[diaqua-(bis(μ2-1,4-bis(imidazol-1-ylmethyl)benzene)-κ2N,N′] cobalt(II)-tetraqua-bis(1,4-bis(imidazol-1-ylmethyl)benzene)-κ1N)-cobalt(II) di(2,5-thiophenedicarboxylate) dihydrate, C68H76Co2N16O16S2
  26. Crystal structure of poly[chlorido-μ2-chlorido-(μ2-1-[(2-ethyl-4-methyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole-κN:N’)cadmium(II)], C13H15CdN5Cl2
  27. The crystal structure of (4-hydroxybenzenesulfonate)-k1O-6,6′-((1E,1′E)- (ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene)) bis(2-methoxyphenol)-κ2N,N,μ2O,O,κ2O, O)-(methanol)-cobalt(II) sodium(I), C25H27CoN2NaO9S
  28. Crystal structure of (1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)(4-((2-methyl-6-(trifluoromethyl)pyrimidin-4-yl)amino)piperidin-1-yl)methanone, C17H18F6N6O
  29. Crystal structure of bis{[(cyclohexylimino)(phenylimino)-l5-(methyl)diethylazane-κ2N:N′]-(ethyl)-zinc(II)]}, C38H62N6Zn2
  30. Crystal structure of 2-[(4-bromobenzyl)thio]-5-(5-bromothiophen-2-yl)-1,3,4-oxadiazole, C13H8Br2N2OS2
  31. Crystal structure of 10-methoxy-7,11b,12,13-tetrahydro-6H-pyrazino [2′,3′:5,6]pyrazino[2,1-a]isoquinoline, C15H16N4O
  32. The crystal structure of 1-propyl-2-nitro-imidazole oxide, C6H9N3O3
  33. The crystal structure of 3-nitrobenzene-1,2-dicarboxylic acid–2-ethoxybenzamide (1/1), C17H16N2O8
  34. The structure of RUB-1, (C8H16N)6[B6Si48O108], a boron containing levyne-type zeolite, occluding N-methyl-quinuclidinium in the cage-like pores
  35. The crystal structure of diaqua-(naphthalene-4,5-dicarboxylate-1,8-dicarboxylic anhydride-κ1O)-(4′-(4-(1H-benzimidazolyl-1-yl)phenyl)-2,2′:6′,2″-terpyridine-κ3N,N′,N″)–manganese(II) dihydrate, C42H27MnN5O9·2H2O
  36. Crystal structure of 6,6′-((1E,1′E)-hydrazine-1,2-diylidenebis(methanylylidene))bis (3-(3-bromopropoxy)phenol), C20H22Br2N2O4
  37. The crystal structure of 3-(2-hydroxyphenyl)-4-phenyl-6-(p-tolyl)-2H-pyran-2-one, C24H18O3
  38. Crystal structure of bis(μ2-2-(1,5-dimethyl–3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)-(nitrato-κ2O,O′)dicobalt(II), C36H32Co2N8O4
  39. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α] phenanthren-3-one O-(4-fluorobenzoyl) oxime, C28H36FNO2
  40. The crystal structure of 4-aminiumbiphenyl benzenesulfonate, C18H17NO3S
  41. Synthesis and crystal structure of 1-(7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)-N,N-dimethylmethanaminiumnitrate, C18H17N3O9
  42. Crystal structure of N-(Ar)-N′-(Ar′)-formamidine, C14H12Br2N2O
  43. The crystal structure of 4-(2,4-dichlorophenyl)-2-(4-fluorophenyl)-5-methyl-1H-imidazole, C16H11Cl2FN2
  44. Crystal structure of 1-(4–chlorophenyl)-4-benzoyl-3-methyl-1H-pyrazol-5-ol, C17H13ClN2O2
  45. The crystal structure of 5-amino-1-methyl-4-nitroimidazole, C4H6O2N4
  46. Crystal structure of 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene-N,N′-bis(1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-1,3,2-diazaborol-2-yl)-l2-germenediamine, C63H94B2GeN8
  47. The crystal structure of (bromido, chlorido)-tricarbonyl-(5,5′-dimethyl-2,2′-bipyridine)-rhenium(I), C15H12Br0.2Cl0.8N2O3Re1
  48. Crystal structure of [N(E),N′(E)]-N,N′-(1,4-phenylenedimethylidyne)bis-3,5-bis(propan-2-yl)-1H-pyrazol-4-amine, C26H36N6
  49. The crystal structure of poly[2-(4-carboxypyridin-3-yl)terephthalpoly[diaqua-(μ4-2-(6-carboxylatopyridin-3-yl)terephthalato-κ5O,N:O′:O″,O‴)]) cadmium(II)] dihydrate, C28H20Cd3N2O16
  50. Crystal structure of [tetraaqua-bis((3-carboxy-5-(pyridin-4-yl)benzoate-κ1N)cobalt(II)] tetrahydrate, C26H32CoN2O16
  51. Crystal structure of bis(μ2-azido-κ2N:N)-tetrakis(azido-κ1N)-tetrakis(1,10-phenanthroline-κ2N,N′)dibismuth(III), C48H32N26Bi2
  52. Crystal structure of (Z)-N-(4-(4-(4-((4,5,6-trimethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)phenoxy)butoxy)phenyl)acetamide, C30H31NO8
  53. Crystal structure of poly[diaqua-(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)-bis(μ2-5-carboxybenzene-1,3-dicarboxylato-O,O′:O″)-aqua-di-zinc dihydrate solvate], C27H28N4O16Zn2
  54. Crystal structure of 2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)malononitrile, C12H14N2
  55. Crystal structure of chlorido-(5-nitro-2-phenylpyridine-κ2N,C)-[(methylsulfinyl)methane-κ1S]platinum(II), C13H13ClN2O3PtS
  56. The crystal structure of the co-crystal 1,4-dioxane–4,6-bis(nitroimino)-1,3,5-triazinan-2-one(2/1), C11H19N7O9
  57. Crystal structure of [N(E),N′(E)]-N,N′-(1,4-phenylenedimethylidyne)bis-3,5-dimethyl-1H-pyrazol-4-amine di-methanol solvate, C18H20N6·2(CH3OH)
  58. Crystal structure of catena-poly[bis(μ2-azido-k2N:N′)-(nitrato-K2N:N′)-bis(1,10-phenanthroline-K2N:N′)samarium(III)], C24H16N11O3Sm
  59. Crystal structure of (Z)-2-(4-((5-bromopentyl)oxy)benzylidene)-4,5,6-trimethoxybenzofuran-3(2H)-one, C23H25BrO6
  60. Crystal structure of bis(3,5-dimethyl-1H-pyrazol-4-ammonium) tetrafluoroterephthate, 2[C5H10N3][C8F4O4]
  61. Crystal structure of 2-amino-4-(2-fluoro-4-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  62. Crystal structure of 6-(pyridin-3-yl)-1,3,5-triazine-2,4-diamine-sebacic acid (2/1), C13H17N6O2
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