Home The crystal structure of 2,3,9-triphenyl-9-(2-phenylbenzofuran-3-yl)-9H-9λ 5-benzo[4,5][1,2]oxaphospholo[2,3-b][1,2,5]oxadiphosphole 2-oxide, C40H28O4P2
Article Open Access

The crystal structure of 2,3,9-triphenyl-9-(2-phenylbenzofuran-3-yl)-9H-9λ 5-benzo[4,5][1,2]oxaphospholo[2,3-b][1,2,5]oxadiphosphole 2-oxide, C40H28O4P2

  • Longgen Sun , Zhichao Mei , Chao Chen , Haiyang Huang ORCID logo , Fangfang Kong and Jiang Bai ORCID logo EMAIL logo
Published/Copyright: May 27, 2024
Download Article (PDF)
Become an author with De Gruyter Brill
Submit Manuscript Author Information
Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 239 Issue 4

Abstract

C40H28O4P2, monoclinic, P21/c (no. 4), a = 10.651(3) Å, b = 16.702(5) Å, c = 11.352(4) Å, β = 112.985(5)°, V = 1859.1(10) Å3, Z = 2, Rgt (F) = 0.0807, wRref (F 2) = 0.2281, T = 296 K.

CCDC: 2336774

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 block
Size: 0.03 × 0.03 × 0.02 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.26 mm−1
Diffractometer, scan mode: Xcalibur, ω-scans
θ max, completeness: 25.0°, 99 %
N(hkl)measured, N(hkl)unique, R int: 4700, 4700,
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 3758
N(param)refined: 451
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 0.7990 (7) 0.3314 (4) 0.4295 (7) 0.0389 (16)
C2 0.8784 (8) 0.2659 (5) 0.4932 (9) 0.053 (2)
H2 0.8968 0.2566 0.5792 0.064*
C3 0.9287 (9) 0.2153 (6) 0.4261 (10) 0.062 (2)
H3 0.9825 0.1717 0.4668 0.074*
C4 0.8992 (10) 0.2294 (6) 0.2988 (10) 0.064 (3)
H4 0.9342 0.1951 0.2546 0.077*
C5 0.8183 (9) 0.2940 (6) 0.2338 (9) 0.054 (2)
H5 0.7958 0.3014 0.1468 0.065*
C6 0.7721 (7) 0.3472 (5) 0.3033 (7) 0.0436 (18)
C7 0.6849 (7) 0.4181 (5) 0.2613 (7) 0.0408 (17)
C8 0.6414 (8) 0.4604 (5) 0.1528 (7) 0.0457 (19)
C9 0.6856 (9) 0.4513 (6) 0.0419 (7) 0.0500 (19)
C10 0.5905 (11) 0.4455 (8) −0.0808 (8) 0.068 (3)
H10 0.4980 0.4477 −0.0971 0.082*
C11 0.6342 (13) 0.4362 (9) −0.1809 (9) 0.089 (4)
H11 0.5701 0.4314 −0.2644 0.107*
C12 0.7667 (14) 0.4341 (8) −0.1583 (10) 0.082 (4)
H12 0.7937 0.4281 −0.2265 0.098*
C13 0.8647 (13) 0.4406 (9) −0.0355 (12) 0.090 (4)
H13 0.9569 0.4386 −0.0206 0.108*
C14 0.8231 (11) 0.4504 (8) 0.0653 (9) 0.074 (3)
H14 0.8876 0.4563 0.1484 0.089*
C15 0.4791 (7) 0.3904 (6) 0.3886 (8) 0.049 (2)
C16 0.3516 (9) 0.3927 (7) 0.2883 (11) 0.069 (3)
H16 0.3396 0.4224 0.2155 0.083*
C17 0.2412 (11) 0.3509 (9) 0.2958 (18) 0.102 (5)
H17 0.1565 0.3530 0.2281 0.123*
C18 0.2573 (14) 0.3072 (10) 0.4013 (19) 0.102 (5)
H18 0.1828 0.2799 0.4051 0.122*
C19 0.3889 (14) 0.3019 (9) 0.5093 (15) 0.099 (5)
H19 0.4014 0.2725 0.5825 0.119*
C20 0.4945 (11) 0.3443 (7) 0.4945 (9) 0.064 (3)
H20 0.5807 0.3414 0.5600 0.077*
C21 0.5764 (10) 0.6316 (6) 0.1379 (8) 0.057 (2)
C22 0.5160 (16) 0.6769 (8) 0.0261 (10) 0.092 (4)
H22 0.4411 0.6565 −0.0415 0.110*
C23 0.5657 (19) 0.7509 (9) 0.0148 (13) 0.107 (5)
H23 0.5268 0.7796 −0.0611 0.128*
C24 0.6753 (17) 0.7829 (8) 0.1182 (15) 0.103 (4)
H24 0.7110 0.8327 0.1113 0.124*
C25 0.7305 (15) 0.7395 (9) 0.2317 (13) 0.092 (4)
H25 0.8001 0.7615 0.3025 0.111*
C26 0.6824 (11) 0.6649 (8) 0.2388 (10) 0.075 (3)
H26 0.7225 0.6356 0.3140 0.089*
C27 0.6717 (9) 0.6097 (5) 0.6565 (8) 0.0487 (19)
C28 0.6221 (12) 0.6587 (6) 0.7303 (9) 0.066 (3)
H28 0.6804 0.6846 0.8039 0.080*
C29 0.4849 (11) 0.6659 (7) 0.6877 (11) 0.073 (3)
H29 0.4474 0.6978 0.7327 0.088*
C30 0.3964 (10) 0.6254 (7) 0.5746 (11) 0.069 (3)
H30 0.3026 0.6319 0.5481 0.082*
C31 0.4449 (9) 0.5777 (7) 0.5042 (9) 0.058 (2)
H31 0.3864 0.5517 0.4308 0.070*
C32 0.5881 (8) 0.5695 (5) 0.5480 (8) 0.0450 (18)
C33 0.6806 (7) 0.5230 (5) 0.5070 (6) 0.0365 (16)
C34 0.8090 (7) 0.5414 (5) 0.5916 (6) 0.0402 (16)
C35 0.9453 (7) 0.5167 (5) 0.6045 (7) 0.0406 (16)
C36 0.9743 (7) 0.4982 (5) 0.4990 (8) 0.049 (2)
H36 0.9058 0.5017 0.4175 0.059*
C37 1.1020 (8) 0.4749 (7) 0.5132 (9) 0.060 (2)
H37 1.1192 0.4622 0.4411 0.072*
C38 1.2035 (10) 0.4700 (9) 0.6296 (11) 0.079 (3)
H38 1.2901 0.4540 0.6378 0.095*
C39 1.1791 (9) 0.4884 (7) 0.7355 (10) 0.070 (3)
H39 1.2494 0.4849 0.8160 0.084*
C40 1.0485 (8) 0.5128 (6) 0.7242 (8) 0.053 (2)
H40 1.0322 0.5260 0.7965 0.063*
C41a 1.1570 (18) 0.6323 (13) 1.1153 (15) 0.130 (14)
H41a 1.2060 0.5924 1.0861 0.156*
Cl1a 1.0171 (17) 0.6723 (14) 0.9955 (11) 0.230 (9)
Cl2a 1.2465 (16) 0.7194 (9) 1.1716 (19) 0.218 (7)
Cl3a 1.1051 (12) 0.5983 (9) 1.2320 (10) 0.163 (5)
O1 0.7455 (5) 0.3827 (3) 0.4898 (5) 0.0426 (12)
O2 0.5191 (5) 0.5218 (4) 0.2831 (5) 0.0488 (14)
O3 0.3787 (7) 0.5186 (5) 0.0394 (6) 0.075 (2)
O4 0.8068 (6) 0.5952 (4) 0.6835 (5) 0.0506 (14)
P1 0.62374 (17) 0.44738 (12) 0.38585 (17) 0.0375 (5)
P2 0.5127 (2) 0.53351 (15) 0.14370 (18) 0.0509 (6)

  1. aOccupancy: 0.5.

1 Source of materials

A modified synthesis method that was similar to previous Xiao’s report was performed. 4 , 5 1-methoxy-2-phenylethynylbenzene (0.5 mmol, 104.1 mg) and phenylphosphinic acid (1.8 mmol, 396.3 mg) were dissolved in 1,2-dichloroethane (3 mL) in a Schlenk bottle under argon gas atmosphere. Then, pyridine (1.5 mmol, 118.6 mg) and Tf2O (2 mmol, 564.3 mg) were added at −78 °C. After stirring at 80 °C for 1 h, the reaction mixture was cooled to room temperature and then H2O2 (30 % aq, 0.1 mL) was added. The resulting mixture was quenched with saturated K2CO3 and extracted with ethyl acetate (3 × 10 mL). The combined organic solutions were dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The crude material was purified by silica gel flash column chromatography (petroleum ether/AcOEt = 3:1, 2:1) to afford the title compound (120.6 mg, 38 %).

2 Experimental details

All H atoms were included in calculated positions and refined as riding atoms with 1.2 U eq(C) for all H atoms. Restrained distances Cl3–C41 ≃ Cl2–C41 ≃ Cl1–C41 with sigma of 0.01. A ternary CH refined with riding coordinates: C41(H41). Aromatic/amide H refined with riding coordinates: C36(H36), C20(H20), C37(H37), C2(H2), C40(H40), C31(H31), C28(H28), C5(H5), C10(H10), C4(H4), C24(H24), C29(H29), C39(H39), C17(H17), C3(H3), C19(H19), C14(H14), C30(H30), C18(H18), C25(H25), C16(H16), C38(H38), C11(H11), C13(H13), C23(H23), C22(H22), C26(H26), C12(H12). 3

3 Comment

Due to the unique chemical and electronic properties of phosphorus atom, organophosphorus π-conjugated heterocycles as promising organic functional materials have attracted increasing attention in recent years. 6 , 7 However, almost all of these studies focused on the syntheses and applications of the stable tetracoordinated (l4–P) phosphacycles 8 and little attention has been devoted to phosphacycles featuring an internal pentacoordinated (l5–P) phosphorane. Such a high-coordinated phosphorus remains too high and multiple reactivity, such as easy nucleophilic attack to form hexacoordination, 9 self-degradation into tricoordination, 10 and interconversion by Berry pseudorotation and turnstile rotation mechanisms, 11 therefore the l5-phosphorane-fused heterocycles have not received as much attention due to difficult utilization resulting from their high instability. 12 , 13 Our recent research indicated that rigid co-planar l5-phosphorane-fused heterocycles, having a strong stability and unique photophysical properties, are potential organic functional molecules. 5 The title compound (see the figure) consists of a co-planar benzo-dioxadiphosphole, two rotatable substituent groups (phenyl and phenylbenzofuran) linking to a pentacoordinated phosphorus center (P1) and two phenyls attached to C8 and P2. The l5-phosphorus atom (P1) adopts a trigonal bipyramid (TBP) and l4-phosphorus (P2) takes a tetrahedral geometry. The two axial P–O bonds were in an almost straight line (O1–P1–O2, 177.54(6)°). Their lengths are 1.746(5) Å for P1–O1 and 1.770(6) Å for P1–O2, which are shorter than the previously reported oxaphosphorane. 4 , 13 The P2–O2 bond (1.569 (5) Å) and P2–O3 bond (1.476 (6) Å) fall in the range of a typical P–O single bond and P=O double bond respectively.

Corresponding author: Jiang Bai, Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, People’s Republic of China, E-mail:

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

  2. Research funding: Jiangxi Provincial Natural Science Foundation (No. 20224BAB203006); the Education Department of Jiangxi Province (No. GJJ2201315; GJJ211125); the Jiangxi Science and Technology Normal University (No. 2022KFJJ003).

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

References

1. Agilent Technologies, Oxford Diffraction Ltd. CrysAlisPro; Abingdon: Oxfordshire, England, 2006.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. Li, C.; Huang, H.; Sun, L.; Huang, M.; Ding, H.; Bai, J.; Cao, B.-P.; Xiao, Q. Three-Component Synthesis of Dioxaphosphorane-Fused Diphosphacycles Exhibiting Unique Dynamic Fluorescence “On/Off” Properties. Angew. Chem., Int. Ed. 2023, 62, e202215436; https://doi.org/10.1002/ange.202215436.Search in Google Scholar

5. Li, C.; Huang, H.; Liu, F.; Yuan, C.; Chen, S.; Hua, Y.; Ding, H.; Song, X.-R.; Xiao, Q. Synthesis of (Thio)Furan-Fused Phospholes via Phosphonation Cyclization and a Base-Promoted Phospha–Friedel–Crafts Reaction. J. Org. Chem. 2022, 87, 2632–2639; https://doi.org/10.1021/acs.joc.1c02577.Search in Google Scholar PubMed

6. Baumgartner, T. Insights on the Design and Electron-Acceptor Properties of Conjugated Organophosphorus Materials. Acc. Chem. Res. 2014, 47, 1613–1622; https://doi.org/10.1021/ar500084b.Search in Google Scholar PubMed

7. Baumgartner, T.; Reau, R. Organophosphorus π-Conjugated Materials. Chem. Rev. 2006, 106, 4681–4727; https://doi.org/10.1021/cr040179m.Search in Google Scholar PubMed

8. Giusti, L.; Landaeta, V. R.; Vanni, M.; Kelly, J. A.; Wolf, R.; Caporali, M. Coordination Chemistry of Elemental Phosphorus. Coord. Chem. Rev. 2021, 441, 213927; https://doi.org/10.1016/j.ccr.2021.213927.Search in Google Scholar

9. Wittig, G.; Maercker, A. Zur Reaktionsweise Aromatischer Spirophosphorane. Chem. Ber. 1964, 97, 747–768; https://doi.org/10.1002/cber.19640970319.Search in Google Scholar

10. Byrne, P. A.; Ortin, Y.; Gilheany, D. G. First Ever Observation of the Intermediate of Phosphonium Salt and Ylide Hydrolysis: P-Hydroxytetraorganophosphorane. Chem. Commun. 2015, 51, 1147–1150; https://doi.org/10.1039/c4cc08644a.Search in Google Scholar PubMed

11. Garcia Lopez, J.; Moran Ramallal, A.; González, J.; Roces, L.; Garcia-Granda, S.; Iglesìas, M. J.; Lopez Ortiz, F. Mechanisms of Stereomutation and Thermolysis of Spiro-1, 2-Oxaphosphetanes: New Insights into the Second Step of the Wittig Reaction. J. Am. Chem. Soc. 2012, 134, 19504–19507; https://doi.org/10.1021/ja307330c.Search in Google Scholar PubMed

12. Vedejs, E.; Steck, P. L. Unusual Oxaphosphoranes by Acyl Transfer from O-Acetoxy-O’-Diphenylphosphanyltolane. Angew. Chem. Int. Ed. 1999, 38, 2788–2791; https://doi.org/10.1002/(sici)1521-3773(19990917)38:18<2788::aid-anie2788>3.3.co;2-g.10.1002/(SICI)1521-3773(19990917)38:18<2788::AID-ANIE2788>3.3.CO;2-GSearch in Google Scholar

13. Zhao, X.; Gan, Z.; Hu, C.; Duan, Z.; Mathey, F. Planar Polycyclic Oxaphosphoranes Incorporating a Benzophosphole Unit. Org. Lett. 2017, 19, 5814–5817; https://doi.org/10.1021/acs.orglett.7b02769.Search in Google Scholar
Received: 2024-03-05
Accepted: 2024-04-30
Published Online: 2024-05-27
Published in Print: 2024-08-27

© 2024 the author(s), published by De Gruyter, Berlin/Boston

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

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of hexaquazinc(II) poly[hexakis(μ2-4-methylbenzenesulfinato-κ2O:O′) dizinc(II)]
  4. The crystal structure of poly[((2-(4,5-dihydro-1H-pyrazol-4-yl)-1,3-dioxoisoindoline-5-carbonyl)oxy)(1-(dimethylamino)ethoxy)zinc[II]], C16H14ZnN4O5
  5. Crystal structure of bis[(triaqua-4-iodopyridine-2,6-dicarboxylato-κ 3 N,O,O ″)cobalt(II)] trihydrate, C14H22N2O17I2Co2
  6. Crystal structure of bis(methanol-κO)-bis(nitrato-kO)-bis(1-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1H-1,2,4-triazole-κN)cadmium(II), C40H42O14N8Cl4Cd
  7. Crystal structure of poly[μ2-dichlorido-(μ2-1-[(2,4-dimethyl-1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2N:N′)cadmium(II)], C11H12CdN6Cl2
  8. The crystal structure of (3aS, 4R, 7S, 7aR)-hexahydro-4, 7-methano-1H-isoindole-1, 3-(2H)-dione, C9H11NO2
  9. The crystal structure of N-(acridin-9-yl)-4-chloro-N-(4-chloro-butanoyl) butanamide, C21H20Cl2N2O2
  10. Crystal structure of 3,3′-dimethoxy-4,4′-oxy-di-benzaldehyde, C16H14O5
  11. The crystal structure of tetrakis(μ 2-2-amino-3,5-dibromobenzoate-κ 2 O:O′)-octakis(n-butyl-κ 1 C)-bis(μ 3-oxo)tetratin(II), C60H92Br8N4O10Sn4
  12. Crystal structure of methyl-1-(naphthalen-1-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylate, C23H20N2O2
  13. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea(1/1)
  14. Crystal structure of 6,6′-((1E,1′E)-((2-phenylpyrimidine-4,6-diyl)bis(hydrazin-2-yl-1-ylidene))bis(methaneylylidene))bis(2-methoxyphenol)monohydrate, C26H26N6O5
  15. Crystal structure of bis(N,N,N-trimethylbutanaminium) tetrathiotungstate(VI), (BuMe3N)2[WS4]
  16. The crystal structure of 2,3,9-triphenyl-9-(2-phenylbenzofuran-3-yl)-9H-9λ 5-benzo[4,5][1,2]oxaphospholo[2,3-b][1,2,5]oxadiphosphole 2-oxide, C40H28O4P2
  17. Crystal structure of 1–methyl-3-propyl-4-nitro-1H-pyrazole-5-carboxylic acid, C8H11N3O4
  18. Crystal structure of N-(benzo[d]thiazol-2-yl)-2-chloroacetamide, C9H7ClN2OS
  19. The crystal structure of N-benzyl-2-chloro-N-(p-tolyl) acetamide, C16H16ClNO
  20. Crystal structure of 3,4-dimethoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O5
  21. Crystal structure of 2,5-bis(2,5-dimethoxybenzyl)-3,6-dimethyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione, C26H28N2O6
  22. Crystal structure of poly[(μ3-5-bromoisophthalato-κ4 O,O′ :O″,O‴)-(μ2-1,2-bis(1,2,4-triazole-1-ylmethyl)benzene-κ2 N:N′)cobalt(II)], C20H15BrCoN6O4
  23. The crystal structure of bis(2-(piperidin-1-ium-4-yl)-1Hbenzo[d]imidazol-3-ium) dihydrogen decavanadate, C24H36N6O28V10
  24. Crystal structure of diaqua-bis(1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine3-carboxylato-O,O′)-cobalt(ii)dihydrate, C26H36N4O14Co
  25. Crystal structure of poly[(μ2-5-bromoisophthalato-κ4 O,O ′:O ″,O ‴)-(μ2-1,4-bis(2-methylimidazol-1-ylmethyl)benzene-N:N′)cadmium(II)], C24H21BrCdN4O4
  26. The crystal structure of dimethyl 8-(3-methoxy-2-(methoxycarbonyl)-3-oxoprop-1-en-1-yl)-4-methyl-1-(p-tolyl)-1,3a,4,8b-tetrahydro-3H-furo[3,4-b]indole-3,3-dicarboxylate. C28H29NO9
  27. Crystal structure of (3R)-1-(3,5-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate chloride, C21H23ClN2O4
  28. Synthesis and crystal structure of 3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-(methylsulfonyl)benzoic acid, C12H13NO5S
  29. The crystal structure of hexaaquamagnesium(II) bis-3-(1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-α]pyridin-1-yl)benzoate, C36H42N4O10Mg
  30. Crystal structure of 4-formyl-2-methoxyphenyl 2-acetoxybenzoate, C17H14O6
  31. Crystal structure of poly[octakis(μ-oxido)-tris(μ-1,1′-[[1,1′-biphenyl]-4,4′-diylbis(methylene)]bis(1H-imidazole))-tetrakis(oxido)-tetra-vanadium-dimanganese(II)dihydrate], C30H29MnN6O7V2
  32. Crystal structure of 4,8a-bis(4-chlorophenyl)-1,5,6-tris(4-fluorobenzyl)-1,4,4a,4b,5,6,8a,8b-octahydrocyclobuta[1,2-b:3,4-c′]dipyridine-3,8-dicarbonitrile, C45H33Cl2F3N4
  33. Crystal structure of benzo[d][1,3]dioxol-5-ylmethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C22H20O5
  34. Crystal structure of N-benzoyl-N-phenylhydroxylaminato-dicarbonylrhodium(I), [Rh(BNA)CO2]
  35. The crystal structure of N-(2-((2-methoxynaphthalen-1-yl)ethynyl)phenyl)-4-methylbenzenesulfonamide, C26H21NO3S
  36. The crystal structure of methyl ((4-aminobenzyl)sulfonyl)-d-prolinate, C13H18N2O4S
  37. The crystal structure of dichlorido-(N-isopropyl-N-(pyridin-2-ylmethyl)propan-2-amine-κ 2 N, N′)palladium(II), C12H20N2PdCl2
  38. Crystal structure of poly[(μ 2-5-hydroxyisophthalato-κ4 O,O′:O″,O‴)-(μ 2-1,4-bis(2-methylimidazolyl)-1-butene-N:N′)nickel(II)], C20H20NiN4O5
  39. The crystal structure of {hexakis(1-methyl-1H-imidazole-κ 1 N)cobalt(II)}(μ 2-oxido)-hexaoxido-dimolybdenum(VI)— 1-methyl-1H-imidazole (1/2), C32H48CoMo2N16O7
  40. Synthesis, crystal structure and nonlinear optical property of 1-((propan-2-ylideneamino)oxy)propan-2-yl-4-methylbenzenesulfonate, C13H19O4NS
  41. The crystal structure of N,N-(ethane-1,1-diyl)dibenzamide, C16H16N2O2
  42. Crystal structure of 1-(4-bromophenyl)-3-(diphenylphosphoryl)-3-hydroxypropan-1-one, C21H18BrO3P
  43. The crystal structure of fac-tricarbonyl(bis(3,5-dimethyl-4H-pyrazole)-κ1 N)-((nitrato)-κ1 O)-rhenium(I)— 3,5-dimethyl-4H-pyrazole(1/1), C18H23N7O6Re
  44. The crystal structure of 4′-chloro-griseofulvin: (2S,6′R)-4′,7-dichloro-4,6-dimethoxy-6′-methyl-3H-spiro[benzofuran-2,1′-cyclohexan]-3′-ene-2′,3-dione, C16H14Cl2O5
  45. Crystal structure of tetraethylammonium bicarbonate–1-(diaminomethylene)thiourea(1/1)
  46. Crystal structure of 1-cyclohexyl-4-p-tolyl-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester, C22H27NO4
  47. The crystal structure of catena-poly(μ2-1,4-bis-(1H-imidazol-1-yl)benzene-copper(I)) dichloridocopper(I), {[CuC12H10N4]+[CuCl2]−} n
  48. The crystal structure of propane-1-aminium-2-carbamate, C4H10N2O2
  49. Crystal structure of 5,6,3′,4′,5′-pentamethoxy-flavone dihydrate, C20H24O9
  50. Crystal structure of (E)-N-(2-bromophenyl)-4-(4-(3,5-dimethoxystyryl)phenoxy)pyrimidin-2-amine, C26H22BrN3O3
  51. Crystal structure of methyl (3R)-1-(2-bromo-4-fluorophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride hydrate, C19H19BrClFN2O3
  52. The crystal structure of 1-(2-chlorophenyl)-3-(p-tolyl)urea, C14H13ClN2O
  53. The crystal structure of 1-cyclohexyl-3-(p-tolyl)urea, C14H20N2O
  54. Crystal structure of ((benzyl(hydroxy)-amino)(4-chlorophenyl)methyl)-diphenylphosphine oxide, C26H23ClNO2P
  55. The crystal structure of ethyl 3-(1-methyl-1H-indole-2-carbonyl)-2-phenylquinoline-4-carboxylate, C28H22N2O3
  56. The crystal structure of 1,4-bis(1H-imidazol-3-ium-1-yl)benzene dinitrate, C12H12N4 2+·2(NO3 −)
  57. Crystal structure of tris(hexafluoroacetylacetonato-κ2O,O′) bis(triphenylphosphine oxide-κ1O)samarium(III), C51H33F18O8P2Sm
  58. Crystal structure of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one, C35H33NO3P2
  59. Crystal structure of diaqua[bis(μ 2-pyridine 2,6-dicarboxylato) bismuth(III) potassium(I)], C14H10BiKN2O10
  60. Crystal structure of (R)-N, N ′-dimethyl-[1, 1′-binaphthalene]-2, 2′-diamine, C22H20N2
  61. Crystal structure of 1-phenyl-4-(2-furoyl)-3-furyl-1H-pyrazol-5-ol, C18H12N2O4
  62. Crystal structure of bis(14,34-dimethyl[11,21:23,31-terphenyl]-22-yl)diselane, C40H34Se2
https://doi.org/10.1515/ncrs-2024-0111
Creative Commons
BY 4.0

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of hexaquazinc(II) poly[hexakis(μ2-4-methylbenzenesulfinato-κ2O:O′) dizinc(II)]
  4. The crystal structure of poly[((2-(4,5-dihydro-1H-pyrazol-4-yl)-1,3-dioxoisoindoline-5-carbonyl)oxy)(1-(dimethylamino)ethoxy)zinc[II]], C16H14ZnN4O5
  5. Crystal structure of bis[(triaqua-4-iodopyridine-2,6-dicarboxylato-κ 3 N,O,O ″)cobalt(II)] trihydrate, C14H22N2O17I2Co2
  6. Crystal structure of bis(methanol-κO)-bis(nitrato-kO)-bis(1-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1H-1,2,4-triazole-κN)cadmium(II), C40H42O14N8Cl4Cd
  7. Crystal structure of poly[μ2-dichlorido-(μ2-1-[(2,4-dimethyl-1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2N:N′)cadmium(II)], C11H12CdN6Cl2
  8. The crystal structure of (3aS, 4R, 7S, 7aR)-hexahydro-4, 7-methano-1H-isoindole-1, 3-(2H)-dione, C9H11NO2
  9. The crystal structure of N-(acridin-9-yl)-4-chloro-N-(4-chloro-butanoyl) butanamide, C21H20Cl2N2O2
  10. Crystal structure of 3,3′-dimethoxy-4,4′-oxy-di-benzaldehyde, C16H14O5
  11. The crystal structure of tetrakis(μ 2-2-amino-3,5-dibromobenzoate-κ 2 O:O′)-octakis(n-butyl-κ 1 C)-bis(μ 3-oxo)tetratin(II), C60H92Br8N4O10Sn4
  12. Crystal structure of methyl-1-(naphthalen-1-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylate, C23H20N2O2
  13. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea(1/1)
  14. Crystal structure of 6,6′-((1E,1′E)-((2-phenylpyrimidine-4,6-diyl)bis(hydrazin-2-yl-1-ylidene))bis(methaneylylidene))bis(2-methoxyphenol)monohydrate, C26H26N6O5
  15. Crystal structure of bis(N,N,N-trimethylbutanaminium) tetrathiotungstate(VI), (BuMe3N)2[WS4]
  16. The crystal structure of 2,3,9-triphenyl-9-(2-phenylbenzofuran-3-yl)-9H-9λ 5-benzo[4,5][1,2]oxaphospholo[2,3-b][1,2,5]oxadiphosphole 2-oxide, C40H28O4P2
  17. Crystal structure of 1–methyl-3-propyl-4-nitro-1H-pyrazole-5-carboxylic acid, C8H11N3O4
  18. Crystal structure of N-(benzo[d]thiazol-2-yl)-2-chloroacetamide, C9H7ClN2OS
  19. The crystal structure of N-benzyl-2-chloro-N-(p-tolyl) acetamide, C16H16ClNO
  20. Crystal structure of 3,4-dimethoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O5
  21. Crystal structure of 2,5-bis(2,5-dimethoxybenzyl)-3,6-dimethyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione, C26H28N2O6
  22. Crystal structure of poly[(μ3-5-bromoisophthalato-κ4 O,O′ :O″,O‴)-(μ2-1,2-bis(1,2,4-triazole-1-ylmethyl)benzene-κ2 N:N′)cobalt(II)], C20H15BrCoN6O4
  23. The crystal structure of bis(2-(piperidin-1-ium-4-yl)-1Hbenzo[d]imidazol-3-ium) dihydrogen decavanadate, C24H36N6O28V10
  24. Crystal structure of diaqua-bis(1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine3-carboxylato-O,O′)-cobalt(ii)dihydrate, C26H36N4O14Co
  25. Crystal structure of poly[(μ2-5-bromoisophthalato-κ4 O,O ′:O ″,O ‴)-(μ2-1,4-bis(2-methylimidazol-1-ylmethyl)benzene-N:N′)cadmium(II)], C24H21BrCdN4O4
  26. The crystal structure of dimethyl 8-(3-methoxy-2-(methoxycarbonyl)-3-oxoprop-1-en-1-yl)-4-methyl-1-(p-tolyl)-1,3a,4,8b-tetrahydro-3H-furo[3,4-b]indole-3,3-dicarboxylate. C28H29NO9
  27. Crystal structure of (3R)-1-(3,5-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate chloride, C21H23ClN2O4
  28. Synthesis and crystal structure of 3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-(methylsulfonyl)benzoic acid, C12H13NO5S
  29. The crystal structure of hexaaquamagnesium(II) bis-3-(1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-α]pyridin-1-yl)benzoate, C36H42N4O10Mg
  30. Crystal structure of 4-formyl-2-methoxyphenyl 2-acetoxybenzoate, C17H14O6
  31. Crystal structure of poly[octakis(μ-oxido)-tris(μ-1,1′-[[1,1′-biphenyl]-4,4′-diylbis(methylene)]bis(1H-imidazole))-tetrakis(oxido)-tetra-vanadium-dimanganese(II)dihydrate], C30H29MnN6O7V2
  32. Crystal structure of 4,8a-bis(4-chlorophenyl)-1,5,6-tris(4-fluorobenzyl)-1,4,4a,4b,5,6,8a,8b-octahydrocyclobuta[1,2-b:3,4-c′]dipyridine-3,8-dicarbonitrile, C45H33Cl2F3N4
  33. Crystal structure of benzo[d][1,3]dioxol-5-ylmethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C22H20O5
  34. Crystal structure of N-benzoyl-N-phenylhydroxylaminato-dicarbonylrhodium(I), [Rh(BNA)CO2]
  35. The crystal structure of N-(2-((2-methoxynaphthalen-1-yl)ethynyl)phenyl)-4-methylbenzenesulfonamide, C26H21NO3S
  36. The crystal structure of methyl ((4-aminobenzyl)sulfonyl)-d-prolinate, C13H18N2O4S
  37. The crystal structure of dichlorido-(N-isopropyl-N-(pyridin-2-ylmethyl)propan-2-amine-κ 2 N, N′)palladium(II), C12H20N2PdCl2
  38. Crystal structure of poly[(μ 2-5-hydroxyisophthalato-κ4 O,O′:O″,O‴)-(μ 2-1,4-bis(2-methylimidazolyl)-1-butene-N:N′)nickel(II)], C20H20NiN4O5
  39. The crystal structure of {hexakis(1-methyl-1H-imidazole-κ 1 N)cobalt(II)}(μ 2-oxido)-hexaoxido-dimolybdenum(VI)— 1-methyl-1H-imidazole (1/2), C32H48CoMo2N16O7
  40. Synthesis, crystal structure and nonlinear optical property of 1-((propan-2-ylideneamino)oxy)propan-2-yl-4-methylbenzenesulfonate, C13H19O4NS
  41. The crystal structure of N,N-(ethane-1,1-diyl)dibenzamide, C16H16N2O2
  42. Crystal structure of 1-(4-bromophenyl)-3-(diphenylphosphoryl)-3-hydroxypropan-1-one, C21H18BrO3P
  43. The crystal structure of fac-tricarbonyl(bis(3,5-dimethyl-4H-pyrazole)-κ1 N)-((nitrato)-κ1 O)-rhenium(I)— 3,5-dimethyl-4H-pyrazole(1/1), C18H23N7O6Re
  44. The crystal structure of 4′-chloro-griseofulvin: (2S,6′R)-4′,7-dichloro-4,6-dimethoxy-6′-methyl-3H-spiro[benzofuran-2,1′-cyclohexan]-3′-ene-2′,3-dione, C16H14Cl2O5
  45. Crystal structure of tetraethylammonium bicarbonate–1-(diaminomethylene)thiourea(1/1)
  46. Crystal structure of 1-cyclohexyl-4-p-tolyl-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester, C22H27NO4
  47. The crystal structure of catena-poly(μ2-1,4-bis-(1H-imidazol-1-yl)benzene-copper(I)) dichloridocopper(I), {[CuC12H10N4]+[CuCl2]−} n
  48. The crystal structure of propane-1-aminium-2-carbamate, C4H10N2O2
  49. Crystal structure of 5,6,3′,4′,5′-pentamethoxy-flavone dihydrate, C20H24O9
  50. Crystal structure of (E)-N-(2-bromophenyl)-4-(4-(3,5-dimethoxystyryl)phenoxy)pyrimidin-2-amine, C26H22BrN3O3
  51. Crystal structure of methyl (3R)-1-(2-bromo-4-fluorophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride hydrate, C19H19BrClFN2O3
  52. The crystal structure of 1-(2-chlorophenyl)-3-(p-tolyl)urea, C14H13ClN2O
  53. The crystal structure of 1-cyclohexyl-3-(p-tolyl)urea, C14H20N2O
  54. Crystal structure of ((benzyl(hydroxy)-amino)(4-chlorophenyl)methyl)-diphenylphosphine oxide, C26H23ClNO2P
  55. The crystal structure of ethyl 3-(1-methyl-1H-indole-2-carbonyl)-2-phenylquinoline-4-carboxylate, C28H22N2O3
  56. The crystal structure of 1,4-bis(1H-imidazol-3-ium-1-yl)benzene dinitrate, C12H12N4 2+·2(NO3 −)
  57. Crystal structure of tris(hexafluoroacetylacetonato-κ2O,O′) bis(triphenylphosphine oxide-κ1O)samarium(III), C51H33F18O8P2Sm
  58. Crystal structure of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one, C35H33NO3P2
  59. Crystal structure of diaqua[bis(μ 2-pyridine 2,6-dicarboxylato) bismuth(III) potassium(I)], C14H10BiKN2O10
  60. Crystal structure of (R)-N, N ′-dimethyl-[1, 1′-binaphthalene]-2, 2′-diamine, C22H20N2
  61. Crystal structure of 1-phenyl-4-(2-furoyl)-3-furyl-1H-pyrazol-5-ol, C18H12N2O4
  62. Crystal structure of bis(14,34-dimethyl[11,21:23,31-terphenyl]-22-yl)diselane, C40H34Se2
Sign up now to receive a 20% welcome discount
Institutional Access
How does access work?
Have an idea on how to improve our website?
Please write us.
© 2025 De Gruyter Brill
Downloaded on 26.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0111/html
Scroll to top button