Home Physical Sciences Crystal structure of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one, C35H33NO3P2
Article Open Access

Crystal structure of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one, C35H33NO3P2

  • Qianlu Xing , Junhao Ao , Xin Jin and Qiang Huang EMAIL logo
Published/Copyright: June 10, 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

C35H33NO3P2, orthorhombic, P212121 (no. 19), a = 5.9926(3) Å, b = 20.7065(10) Å, c = 23.5675(12) Å, V = 2924.4(3) Å3, Z = 4, T = 300 K, Rgt (F) = 0.0440, wRref (F 2) = 0.1232.

CCDC no.: 2359284

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: Colourless block
Size: 0.22 × 0.08 × 0.06 mm
Wavelength: Cu Kα radiation (1.54178 Å)
μ: 1.64 mm−1
Diffractometer, scan mode: φ and ω
θ max, completeness: 68.5°, >99 %
N(hkl)measured, N(hkl)unique, R int: 24,523, 5,353, 0.131
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 4,531
N(param)refined: 372
Programs: Olex2 1 , 2 , SHELX 3
Table 2:

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

Atom x y z U iso */U eq
C1 0.6539 (6) 0.31761 (16) 0.74636 (13) 0.0405 (7)
C2 0.8674 (7) 0.3219 (2) 0.76726 (16) 0.0541 (9)
H2 0.974115 0.345949 0.747933 0.065*
C3 0.9243 (8) 0.2902 (3) 0.81739 (19) 0.0652 (11)
H3 1.068221 0.293995 0.831796 0.078*
C4 0.7698 (8) 0.2535 (2) 0.84559 (17) 0.0602 (10)
H4 0.809264 0.232149 0.878846 0.072*
C5 0.5571 (9) 0.2482 (2) 0.82475 (19) 0.0660 (12)
H5 0.452222 0.223036 0.843645 0.079*
C6 0.4990 (7) 0.2804 (2) 0.77551 (18) 0.0553 (10)
H6 0.353976 0.277133 0.761737 0.066*
C7 0.5902 (6) 0.29212 (16) 0.62920 (14) 0.0427 (7)
C8 0.7858 (7) 0.25651 (18) 0.62706 (17) 0.0528 (8)
H8 0.902495 0.266603 0.651504 0.063*
C9 0.8096 (9) 0.2058 (2) 0.5887 (2) 0.0650 (11)
H9 0.941357 0.182035 0.587709 0.078*
C10 0.6386 (9) 0.1909 (2) 0.55248 (18) 0.0666 (13)
H10 0.654004 0.157103 0.526837 0.080*
C11 0.4453 (10) 0.2259 (2) 0.55399 (19) 0.0669 (12)
H11 0.329380 0.215528 0.529362 0.080*
C12 0.4200 (7) 0.2771 (2) 0.59226 (18) 0.0547 (9)
H12 0.288431 0.300855 0.592731 0.066*
C13 0.7510 (6) 0.41949 (14) 0.66680 (14) 0.0400 (7)
H13A 0.768391 0.446049 0.700414 0.048*
H13B 0.895560 0.401296 0.657472 0.048*
C14 0.6693 (6) 0.46177 (15) 0.61714 (13) 0.0365 (6)
H14 0.507448 0.468006 0.619622 0.044*
C15 0.7308 (6) 0.57520 (15) 0.68955 (14) 0.0411 (7)
C16 0.5275 (7) 0.5654 (2) 0.71596 (16) 0.0533 (9)
H16 0.421816 0.538219 0.699612 0.064*
C17 0.4814 (8) 0.5965 (2) 0.76747 (17) 0.0601 (11)
H17 0.344030 0.590141 0.785000 0.072*
C18 0.6356 (8) 0.6359 (2) 0.79217 (16) 0.0647 (12)
H18 0.604269 0.655606 0.826707 0.078*
C19 0.8375 (9) 0.6464 (2) 0.76598 (19) 0.0654 (12)
H19 0.941142 0.674089 0.782436 0.079*
C20 0.8869 (7) 0.61591 (19) 0.71517 (19) 0.0542 (9)
H20 1.024746 0.622595 0.698034 0.065*
C21 0.7021 (6) 0.59349 (15) 0.56905 (14) 0.0405 (7)
C22 0.8394 (9) 0.6101 (3) 0.5239 (2) 0.0676 (12)
H22 0.983491 0.593545 0.522064 0.081*
C23 0.7644 (11) 0.6510 (3) 0.4819 (2) 0.0882 (18)
H23 0.856963 0.660989 0.451462 0.106*
C24 0.5543 (10) 0.6769 (2) 0.4847 (2) 0.0713 (13)
H24 0.505664 0.705168 0.456622 0.086*
C25 0.4161 (8) 0.6611 (2) 0.52870 (18) 0.0571 (9)
H25 0.273243 0.678528 0.530353 0.069*
C26 0.4877 (7) 0.61928 (19) 0.57095 (16) 0.0497 (9)
H26 0.392214 0.608454 0.600575 0.060*
C27 0.7312 (6) 0.43180 (16) 0.55935 (14) 0.0402 (7)
C28 0.6032 (6) 0.44987 (16) 0.50851 (14) 0.0417 (7)
C29 0.7065 (7) 0.44192 (18) 0.45553 (15) 0.0481 (8)
H29 0.845247 0.421959 0.453457 0.058*
C30 0.6049 (7) 0.46329 (19) 0.40651 (15) 0.0524 (9)
H30 0.676705 0.457040 0.371953 0.063*
C31 0.3979 (7) 0.49400 (19) 0.40719 (17) 0.0518 (9)
C32 0.2889 (8) 0.4980 (2) 0.46001 (18) 0.0563 (9)
H32 0.145291 0.514944 0.461727 0.068*
C33 0.3908 (7) 0.4772 (2) 0.50934 (16) 0.0504 (9)
H33 0.316280 0.481638 0.543740 0.060*
C34 0.4384 (11) 0.5232 (3) 0.3074 (2) 0.0805 (15)
H34A 0.566812 0.549556 0.315060 0.121*
H34B 0.351728 0.542698 0.277678 0.121*
H34C 0.485952 0.481022 0.295663 0.121*
C35 0.1161 (11) 0.5618 (4) 0.3619 (3) 0.100 (2)
H35A 0.000094 0.542415 0.384315 0.150*
H35B 0.060594 0.570595 0.324523 0.150*
H35C 0.163145 0.601358 0.379425 0.150*
N1 0.3037 (8) 0.5179 (2) 0.35826 (16) 0.0672 (10)
O1 0.3194 (5) 0.37708 (15) 0.68649 (14) 0.0613 (7)
O2 1.0626 (5) 0.53455 (13) 0.61782 (13) 0.0540 (6)
O3 0.8929 (6) 0.39639 (15) 0.55652 (12) 0.0603 (8)
P1 0.55567 (15) 0.35463 (4) 0.68158 (3) 0.0391 (2)
P2 0.81379 (15) 0.54031 (4) 0.62261 (4) 0.0382 (2)

1 Source of material

1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one was prepared by the direct difunctionalization of tertiary enaminones with H-phosphine oxide. Firstly, the 1-(4-(dimethylamino)phenyl)ethan-1-one reacted with N,N–dimethylformamide dimethyl acetal at 363 K for overnight to generate (E)-3-(dimethylamino)-1-(4-(dimethylamino)phenyl)prop-2-en-1-one. In this reaction, residual N,N–dimethylformamide dimethyl acetal was removed under vacuum, and then the crude product A was purified by flash column chromatography on silicagel to obtain yellow solid target compound in 65 % yield. Next, the obtained (E)-3-(dimethylamino)-1-(4-(dimethylamino)phenyl)prop-2-en-1-one (218 mg, 1 mmol) reacted with diphenylphosphine oxide (505 mg, 2.5 mmol) in the chlorine hydride tetrahydrofuran solution (8 mL, 0.5 mol/L) at 323 K for 12 h. After completion of reaction, the mixture was quenched by 30 mL water, and extracted three times by ethyl acetate. After the organic phase was dried by anhydrous sodium sulfate, the solvent was evaporated under vacuum to obtain the crude product. The residue was further purified by flash column chromatography on silicagel (dichloromethane/methanol = 50:1) to obtain white product as the target compound in 89 % yield.

2 Experimental details

Single crystals of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one were cultured in a mixed solvent of dichloromethane and petroleum ether for 15 days. Using Olex2, 1 the structure was solved with the ShelXT 2 structure solution program using Intrinsic Phasing and refined with the ShelXL 3 refinement package using least squares minimisation. All hydrogen atoms bound to carbon, phosphine, and bromide atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

3 Comment

The synthetic research toward organic phosphorous and their derivatives is attractive due to their wide applications in organic catalysis, 4 medicinal chemistry, 5 and materials science. 6 In this context, vicinal diphosphorylation of enaminones with H-phosphine oxides was developed in an acid medium. The prepared compound is air stable, and it can be further converted into (3-(4-(dimethylamino)phenyl)-3-hydroxypropane-1,2-diyl)bis(diphenylphosphine oxide) using sodium borohydride.

In the molecules forming the title crystal structure, the key bond lengths and angles are within normal ranges, and are consistent with those previously reported in similar structures. 7 , 8 The C–P bonds are confirmed by the distance of P1–C1, P1–C7, P1–C13, P2–C14, P2–C15, P2–C21. Their lengths are 1.807(3) Å, 1.801(4) Å, 1.815(3) Å, 1.847(3) Å, 1.805(3) Å, and 1.804(4) Å respectively. Addtionally, the lengths of P1–O1 and P2–O2 are 1.495(3) Å and 1.500(3) Å. The bond angle of C27–C14–P2 measures 107.6(2)°, which is almost identical to the bond angle of C13–C14–P2. Here, the bond angle of C14–C13–P1 measures 111.2(2)°, which is slightly larger than the bond angle of C13–C14–P2. The bond angles at 112.67(19)°, 113.31(16)°, 112.04(18) Å are consistent with the O=P–C group bearing O1–P1–C7, O1–P1–C13, and O1–P1–C1 bonds. Meanwhile, the amino and carbonyl groups are also found by the distance of N1–C31, O3=C27 at 1.376(5) Å and 1.217(5) Å, respectively.

Corresponding author: Qiang Huang, School of Pharmacy, Zunyi Medical University, Zunyi 563000, China, E-mail:

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

  2. Author contribution: Qianlu Xing and Junhao Ao drafted most parts of the manuscript and conducted the experiments of crystal analysis. Xin Jin cultured the crystal of compound. Qiang Huang contributed to the analysis of results. All authors agreed to the final version of the manuscript. All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  3. Research funding: The Natural Science Foundation of Guizhou Province (No. QKHJC–ZK[2022]592, QKHJC-[2020]1Y351).

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. Bourhis, L. J.; Dolomanov, O. V.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. The Anatomy of a Comprehensive Constrained, Restrained Refinement Program for the Modern Computing Environment–Olex2 Dissected. Acta Crystallogr. 2015, A71, 59–75. https://doi.org/10.1107/s2053273314022207.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 PubMed PubMed Central

4. Stephan, M.; Jeran, M.; Mohar, B. [Metal-Diphosphine]-Catalyzed Asymmetric Hydrogenation of β-Amido β-Substituted Acrylates: A Practical Literature Overview. Org. Process Res. Dev. 2024, 28, 11–25. https://doi.org/10.1021/acs.oprd.3c00333.Search in Google Scholar

5. Shen, G. H.; Hong, J. H. Synthesis of Nucleoside Phosphonate Analogs Having Phosphonodifluoromethylene Moieties and Their Biological Activities. J. Fluorine Chem. 2019, 224, 1–34. https://doi.org/10.1016/j.jfluchem.2019.04.014.Search in Google Scholar

6. Chen, X.; Huang, J.; Gao, F.; Xu, B. Phosphine Oxide Additives for Perovskite Light-Emitting Diodes and Solar Cells. Chem 2023, 9, 562–575. https://doi.org/10.1016/j.chempr.2023.01.002.Search in Google Scholar

7. Fan, T.; Liu, Y.; Jiang, C.; Xu, Y.; Chen, Y. A Metal-Free Radical Cascade Reaction of Phosphine Oxides with 2-Aryloxy Phenylacetylenes to Synthesize Diphosphonyl Xanthene Derivatives. Org. Biomol. Chem. 2021, 19, 6609–6612. https://doi.org/10.1039/D1OB01045J.Search in Google Scholar

8. Usui, K.; Narita, N.; Eto, R.; Suzuki, S.; Yokoo, A.; Yamamoto, K.; Igawa, K.; Iizuka, N.; Mimura, Y.; Umeno, T.; Matsumoto, S.; Hasegawa, M.; Tomooka, K.; Imai, Y.; Karasawa, S. Oxidation of an Internal-Edge-Substituted [5]Helicene-Derived Phosphine Synchronously Enhances Circularly Polarized Luminescence. Chem. Eur. J. 2022, 28, e202202922. https://doi.org/10.1002/chem.202202922.Search in Google Scholar PubMed

Received: 2024-05-06
Accepted: 2024-05-30
Published Online: 2024-06-10
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-2024-0199
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 21.12.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0199/html
Scroll to top button