Home The crystal structure of 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4
Article Open Access

The crystal structure of 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4

  • Zhen Li ORCID logo EMAIL logo , Wanxing Liu , Baolei Wang , Yanbing Yang , Dong Liu and Yifan Dai
Published/Copyright: August 24, 2022
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 237 Issue 6

Abstract

C48H40Cl4O4, triclinic, P 1 ‾ (no. 2), a = 7.1407(5) Å, b = 12.5905(8) Å, c = 24.6662(17) Å, α = 103.442(6)°, β = 93.551(5)°, γ = 101.219(5)°, V = 2102.3(2) Å3, Z = 2, R gt (F) = 0.0595, wR ref (F 2) = 0.1641, T = 293 K.

CCDC no.: 2191527

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: White block
Size: 0.12 × 0.12 × 0.11 mm
Wavelength: Cu Kα radiation (1.54184 Å)
μ: 2.90 mm−1
Diffractometer, scan mode: Xcalibur
θ max, completeness: 67.3°, >99%
N(hkl)measured, N(hkl)unique, R int: 13195, 7526, 0.034
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4091
N(param)refined: 507
Programs: CrysAlisPRO [1], SHELX [2]
Table 2:

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

Atom x y z U iso*/U eq
Cl1 −0.37169 (17) 0.23627 (10) 0.34813 (5) 0.0996 (4)
Cl2 0.16802 (19) 0.47885 (13) 0.45542 (5) 0.1200 (5)
Cl3 0.6981 (2) 1.13654 (12) 0.03486 (5) 0.1165 (5)
Cl4 0.2511 (2) 1.25145 (10) 0.13280 (7) 0.1307 (6)
O1 0.3895 (4) 0.4913 (3) 0.24819 (12) 0.0866 (9)
O2 0.3625 (4) 0.8374 (2) 0.24890 (11) 0.0812 (8)
O3 0.9398 (4) 0.6977 (3) 0.34703 (13) 0.0959 (9)
O4 0.8306 (4) 0.7987 (2) 0.19795 (10) 0.0810 (8)
C1 −0.2012 (6) 0.3104 (3) 0.31555 (16) 0.0703 (10)
C2 −0.0128 (6) 0.3042 (3) 0.32383 (15) 0.0718 (10)
H2 0.023986 0.259357 0.345816 0.086*
C3 0.1217 (5) 0.3658 (3) 0.29894 (15) 0.0694 (10)
H3 0.250186 0.362490 0.304702 0.083*
C4 0.0704 (5) 0.4325 (3) 0.26560 (14) 0.0595 (9)
C5 −0.1206 (5) 0.4370 (3) 0.25815 (15) 0.0676 (10)
H5 −0.158076 0.482008 0.236327 0.081*
C6 −0.2573 (6) 0.3755 (3) 0.28276 (17) 0.0761 (11)
H6 −0.386079 0.378298 0.277094 0.091*
C7 0.2237 (5) 0.4990 (3) 0.24094 (15) 0.0650 (9)
C8 0.1707 (5) 0.5776 (3) 0.20816 (15) 0.0638 (9)
H8A 0.133918 0.639272 0.233705 0.077*
H8B 0.059722 0.538484 0.181313 0.077*
C9 0.3318 (5) 0.6250 (3) 0.17666 (15) 0.0603 (9)
H9 0.449255 0.652443 0.202993 0.072*
C10 0.3722 (5) 0.5382 (3) 0.12705 (15) 0.0599 (9)
C11 0.5550 (5) 0.5177 (3) 0.12352 (18) 0.0767 (11)
H11 0.653139 0.554201 0.152219 0.092*
C12 0.5905 (7) 0.4416 (4) 0.0763 (2) 0.0935 (14)
H12 0.712716 0.426784 0.073921 0.112*
C13 0.4488 (7) 0.3889 (4) 0.0339 (2) 0.0881 (13)
H13 0.476326 0.339130 0.002688 0.106*
C14 0.2666 (6) 0.4074 (3) 0.03591 (17) 0.0739 (11)
C15 0.2325 (5) 0.4825 (3) 0.08336 (16) 0.0669 (10)
H15 0.109244 0.495755 0.085673 0.080*
C16 0.2874 (5) 0.7243 (3) 0.15571 (15) 0.0624 (9)
H16A 0.367540 0.735735 0.126341 0.075*
H16B 0.154606 0.704992 0.139155 0.075*
C17 0.3184 (5) 0.8327 (3) 0.20021 (16) 0.0595 (9)
C18 0.2946 (4) 0.9346 (3) 0.18164 (15) 0.0565 (8)
C19 0.3247 (5) 1.0360 (3) 0.22233 (17) 0.0695 (10)
H19 0.355503 1.038116 0.259813 0.083*
C20 0.3090 (6) 1.1325 (3) 0.2072 (2) 0.0834 (13)
H20 0.326372 1.199566 0.234416 0.100*
C21 0.2677 (6) 1.1295 (3) 0.1520 (2) 0.0798 (12)
C22 0.2377 (5) 1.0322 (3) 0.11116 (18) 0.0762 (11)
H22 0.207362 1.031482 0.073833 0.091*
C23 0.2530 (5) 0.9343 (3) 0.12608 (16) 0.0635 (9)
H23 0.235031 0.867786 0.098437 0.076*
C24 0.1077 (7) 0.3477 (4) −0.01057 (19) 0.1072 (16)
H24A 0.155154 0.347369 −0.046179 0.161*
H24B 0.003083 0.385677 −0.007116 0.161*
H24C 0.063788 0.272186 −0.008021 0.161*
C25 0.3466 (6) 0.5494 (4) 0.42423 (17) 0.0813 (12)
C26 0.5219 (6) 0.5220 (4) 0.42325 (17) 0.0838 (12)
H26 0.546157 0.465101 0.439022 0.101*
C27 0.6630 (6) 0.5793 (3) 0.39871 (16) 0.0741 (11)
H27 0.782951 0.560930 0.398242 0.089*
C28 0.6288 (5) 0.6643 (3) 0.37463 (14) 0.0609 (9)
C29 0.4474 (5) 0.6881 (3) 0.37540 (17) 0.0764 (11)
H29 0.419823 0.743320 0.358825 0.092*
C30 0.3078 (6) 0.6313 (4) 0.40027 (17) 0.0859 (13)
H30 0.187015 0.648631 0.400806 0.103*
C31 0.7850 (5) 0.7244 (3) 0.34860 (15) 0.0651 (9)
C32 0.7482 (5) 0.8167 (3) 0.32373 (15) 0.0653 (9)
H32A 0.677068 0.861371 0.348652 0.078*
H32B 0.667111 0.784017 0.288430 0.078*
C33 0.9267 (5) 0.8937 (3) 0.31313 (14) 0.0623 (9)
H33 1.011162 0.846981 0.294966 0.075*
C34 1.0378 (5) 0.9710 (3) 0.36721 (15) 0.0671 (10)
C35 1.2293 (6) 0.9742 (4) 0.37943 (18) 0.0932 (14)
H35 1.291089 0.928070 0.355033 0.112*
C36 1.3307 (7) 1.0465 (5) 0.4283 (2) 0.121 (2)
H36 1.460442 1.048640 0.436429 0.145*
C37 1.2413 (8) 1.1141 (5) 0.4642 (2) 0.1145 (18)
H37 1.311170 1.161712 0.496772 0.137*
C38 1.0507 (8) 1.1136 (4) 0.45343 (18) 0.0896 (13)
C39 0.9524 (6) 1.0414 (4) 0.40456 (16) 0.0787 (11)
H39 0.822949 1.040058 0.396479 0.094*
C40 0.9502 (8) 1.1877 (5) 0.4934 (2) 0.134 (2)
H40A 0.898836 1.149108 0.520286 0.201*
H40B 0.847510 1.205814 0.472736 0.201*
H40C 1.040168 1.255175 0.512500 0.201*
C41 0.8739 (5) 0.9625 (3) 0.27333 (14) 0.0645 (9)
H41A 0.762385 0.991377 0.284964 0.077*
H41B 0.979340 1.026002 0.276525 0.077*
C42 0.8305 (5) 0.8976 (3) 0.21258 (15) 0.0608 (9)
C43 0.7904 (4) 0.9587 (3) 0.16953 (13) 0.0563 (8)
C44 0.7918 (5) 1.0727 (3) 0.18295 (15) 0.0671 (10)
H44 0.812761 1.112598 0.220370 0.080*
C45 0.7626 (5) 1.1275 (3) 0.14182 (16) 0.0728 (10)
H45 0.763270 1.203577 0.151172 0.087*
C46 0.7324 (5) 1.0674 (4) 0.08683 (16) 0.0726 (10)
C47 0.7281 (6) 0.9549 (4) 0.07216 (16) 0.0785 (11)
H47 0.706220 0.915416 0.034663 0.094*
C48 0.7565 (5) 0.9012 (3) 0.11364 (15) 0.0668 (10)
H48 0.752887 0.824810 0.103889 0.080*

Source of materials

In a 10 mL round-bottom flask, 3-methylbenzaldehyde (0.25 mmol) was reacted with 4-chloroacetophenone (0.5 mmol) in the presence of NaOH (0.5 mmol), the mixutre was ground together for 40 min, and the reaction was monitored by TLC. After the reaction was finished, the mixture was washed three times with hot water and recystallized from ethanol, the colourless crystals were obtained, yield: 62%.

Experimental details

All hydrogen atomic positions were taken from a difference Fourier map. Their U iso values were set to 1.2U eq (C, phenyl ring and methylene), 1.5U eq (C, methyl) of the parent atoms, respectively. All the H atoms were refined as riding on their parent atoms.

Comment

Up to now, the efficient, economical and environmentally friendly approaches for the preparation of high value-added 1,5-diketones derivatives from low-cost organic raw materials have attracted wide attention because these 1,5-diketones are very important structural units in many natural products and other biologically active molecules [3], [4], [5], [6]. Thus, the synthetic strategy for 1,5-diketones and several 1,5-diones have been developed [7, 8]. For instance, Nagaraj et al. have synthesized four 3-(4-aryl)-2,4-bis(cyclohexylsulfanyl)-1,5-diphenylpentane-1,5-diones under solvent-free conditions [9]. Nevertheless, many efforts about the synthesis of 1,5-diketones have been made, to date, the crystal structure of 3-(3-methylphenyl)-1,5-di-/p-chloropentane-1,5-dione has not been reported. In this paper, we report the synthesis of the title compound using 3-methylbenzaldehyde and 4-chloroacetophenone under solvent-free condition and its crystal structure is described.

In the crystal structure, the asymmetric unit contains two similar 3-(3-methylphenyl)-1,5-di-/p-chloropentane-1,5-dione structure motifs, which cause the slightly different bond lengths and bond angles. Thus, only the structure of the upper (C1–C24) unit is described in detail here. Thus, the bond lengths and angles are normal and correspond to those observed in 3-(2-chlorophenyl)-1,5-bis(4-chlorophenyl)pentane-1,5-dione [10], 1,5-bis(4-chlorophenyl)-3-(2,5-dimethoxyphenyl)pentane-1,5-dione [11], 1,5-bis(4-chlorophenyl)-3-(4-methylphenyl)pentane-1,5-dione [12]. The pentane-1,5-dione unit (C7/C17/O1/O2) is puckered with the torsion angles C7–C8–C9–C16 = −166.60(3)° and C8–C9–C16–C17 = 76.91(3)°, making the two ketone groups pointing towards different directions. The dihedral angles between the central benzene ring and the benzene rings C1–C6 and C18–C23 are 81.26(1)° and 69.24(1)°, respectively. The crystal packing exhibits weak intermolecular π⋯π interactions and C—H⋯O hydrogen bonds.

Corresponding author: Zhen Li, School of Chemistry & Chemical Engineering, Liaocheng University, Liaocheng 252000, Shandong, China, E-mail:

Funding source: Liaocheng University http://dx.doi.org/10.13039/501100007101

Award Identifier / Grant number: K22LD10

  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 Research on Technology of Liaocheng University (K22LD10).

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

References

1. Agilent Technologies. CrysAlisPRO; Agilent Technologies: Santa Clara, CA, USA, 2017.Search in Google Scholar

2. Sheldrick, G. M. A short history of SHELX. Acta Crystallogr. 2008, A64, 112–122; https://doi.org/10.1107/s0108767307043930.Search in Google Scholar PubMed

3. Rajasekaran, H., Jerome, P., Eliseenkov, E. V., Boyarskiy, V. P., Bhuvanesh, N., Karvembu, R. Half-sandwich Ru(II)-thioamide complexes as catalysts for one pot synthesis of aromatic 1,5-diketones. J. Organomet. Chem. 2022, 965–966, 122322; https://doi.org/10.1016/j.jorganchem.2022.122322.Search in Google Scholar

4. Yin, Z., Xiong, C., Guo, J., Hu, X., Shan, Z., Borovkov, V. Highly chemoselective solvent-free synthesis of 1,3,5-triaryl-1,5-diketones: crystallographic investigation and intramolecular weak bifurcated H bonds involving aliphatic C–H group. Synlett 2019, 30, 2143–2147; https://doi.org/10.1055/s-0039-1690224.Search in Google Scholar

5. Yathirajan, H., Malte, K., Narayana, B., Sreevidyab, T., Boltec, M. 1,5–bis(4-bromophenyl) 3-(3-nitrophenyl)-pentane-1,5-dione. Acta Crystallogr. 2007, E63, o228–o229; https://doi.org/10.1107/s1600536806052585.Search in Google Scholar

6. Zhang, D., Su, Z., He, Q., Wu, Z., Zhou, Y., Pan, C., Liu, X., Feng, X. Diversified transformations of tetrahydroindolizines to construct chiral 3-arylindolizines and dicarbofunctionalized 1,5-diketones. J. Am. Chem. Soc. 2020, 142, 15975–15985; https://doi.org/10.1021/jacs.0c07066.Search in Google Scholar PubMed

7. Kaur, K., Kumar, V., Gupta, G. K. Trifluoromethylpyrazoles as anti-inflammatory and antibacterial agents: a review. J. Fluorine. Chem. 2015, 178, 306–326; https://doi.org/10.1016/j.jfluchem.2015.08.015.Search in Google Scholar

8. Awasthi, S. K., Mishra, N., Kunar, B. Potent antimalarial activity of newly synthesized substituted chalcone analogs in vitro. Med. Chem. Res. 2009, 18, 407–420; https://doi.org/10.1007/s00044-008-9137-9.Search in Google Scholar

9. Nagaraj, M., Boominathan, M., Manikannan, R., Muthusubramanian, S., Bhuvanesh, N. Synthesis of highly substituted N-hydroxy piperidine via intramolecular reductive cyclization of 1-keto-5-ketoxime. Synth. Commun. 2013, 43, 930–940; https://doi.org/10.1080/00397911.2011.614715.Search in Google Scholar

10. Jasinski, J. P., Butcher, R. J., Yathirajan, H. S., Narayana, B., Swamy, M. T. 3-(2–chlorophenyl)-1,5-bis(4-chlorophen-yl)pentane-1,5-dione. Acta Crystallogr. 2007, E63, o4808–o4809; https://doi.org/10.1107/s1600536807059089.Search in Google Scholar

11. Teh, J. B., Patil, P. S., Fun, H., Dharmaprakash, S. M., Razak, I. A., Kalluraya, B. 1,5-(4–dichlorophenyl)-3-(2,5-dimethoxyphenyl)pentane-1,5-dione. Acta Crystallogr. 2006, E62, o5024–o5026; https://doi.org/10.1107/s1600536806039638.Search in Google Scholar

12. Chithiravel, R., Thiruvalluvar, A., Muthusubramanian, S., Butcher, R. J. 1,5–bis(4-chlorophenyl)-3-(4-methylphenyl)pentane-1,5-dione. Acta Crystallogr. 2013, E69, o1508–o1509; https://doi.org/10.1107/s1600536813024355.Search in Google Scholar
Received: 2022-06-28
Accepted: 2022-07-20
Published Online: 2022-08-24
Published in Print: 2022-12-16

© 2022 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 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4
  4. Crystal structure of (bis(1,10-phenanthroline-κ 2 N,N′))-(3,5-dinitrosalicylato-κ 2 O,O′)nickel(II), C31H18N6NiO7
  5. Crystal structure of {N,N′-bis(4-fluoro-salicylaldehyde)-3,6-dioxa-1,8-diaminooctane-κ4 O,N,N′,O′}zinc(II), C20H20F2N2O4Zn
  6. [5-Bromo-2-(2-(dimethylamino)ethyliminomethyl)phenolato-κ3 N,N′,O]-isothiocyanato-nickel(II), C12H14BrN3NiOS
  7. Crystal structure of 9-bromo-4-(6-methoxypyridin-2-yl)-5,6-dihydrobenzo[h]quinazolin- 2-amine, C18H15BrN4O
  8. The crystal structure of imidazolium nitrate, C3H5O3N3
  9. Crystal structure of diiodido-bis(6,6′-dimethoxy-2,2′-(ethane-1,2-diylbis(nitrilomethanylylidene)) diphenolato)tricadmium(II), C36H36Cd3I2N4O8
  10. Crystal structure of [diaqua-bis(2-((1H-tetrazol-1-yl)methyl)-5-carboxy-1H-imidazole-4-carboxylato-κ2 N,O) manganese(II)] dihydrate, C14H18MnN12O12
  11. Crystal structure of Diaqua[5,5′-dicarboxy-2,2′-(propane-1,3-diyl)bis(1H-imidazole-4-carboxylato-k4 O,O′,N,N′)]iron(II), C13H14FeN4O10
  12. Crystal structure of poly[dimethanol-κ1O-(µ2-(E)-2-((2-oxidobenzylidene)amino)acetato)-(µ3-(E)-2-((2-oxidobenzylidene)amino)acetato)dicadmium(II)], C20H22Cd2N2O8
  13. Crystal structure of N 2,N 6-bis(2-(((E)-quinolin-8-ylmethylene)amino)phenyl)pyridine-2,6-dicarboxamide, C39H27N7O2
  14. An I 6 2 − anion in the crystal structure of theophyllinium triiodide monohydrate, C7H11I3N4O3
  15. The crystal structure of poly[6,6′-oxybis(4-(pyridin-1-ium-1-yl)-1,3,5,2,4,6-trioxatriborinan-2-olate)], [B6O9](C5H5N)2
  16. The crystal structure of (carbonato κ2 O,O′)(2-oxopyridin-1(2H)-olato-κN)tris(trimethylphosphine)rhodium(III) water solvate, C15H33NO5P3Rh
  17. The crystal structure of dibromido-bis((RS)-2-(4-chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile-κ1 N)zinc(II), C30H34Br2Cl2N8Zn
  18. Synthesis and crystal structure of 3-(((7-hydroxy-3-(4-hydroxy-3,5-dinitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)(nitroso)amino)propanoic acid, C19H14N4O11
  19. The crystal structure of 3-((4-chloro-N-(2-methoxyethyl)benzamido)methyl)phenyl methanesulfonate, C18H20ClNO5S
  20. Crystal structure of di([1,1′:3′,1″-terphenyl]-2′-yl)tellane, C36H26Te
  21. The crystal structure of diaqua-bis(pyrazolo[1,5-a]-pyrimidine-3-carboxylato-κ2 N,O)zinc(II), C14H12N6O6Zn
  22. Crystal structure of N′,N‴-((1E,2E)-1,2-diphenylethane-1,2-diylidene)bis(4-methylbenzohydrazide) – water – methanol (1/1/1), C31H32N4O4
  23. Crystal structure of 3-((2,4-dichlorobenzyl)thio)-5-methyl-7-(trifluoromethyl)-[1,2,4]triazolo [4,3-c]pyrimidine, C14H9Cl2F3N4S
  24. Crystal structure of 3,5,6,7-tetramethoxy-3′,4′-methylenedioxy-flavone, C20H18O8
  25. Crystal structure of catena-poly[(5,5′-dimethyl-2,2′-bipyridine-κ 2 N,N′)-(μ 3-hydrogen-1,1′,1″-(1,3,5-triazine-2,4,6-triyl)tris(piperidine-4-carboxylato)- κ 5 O:O,O′:O″,O‴)-cadmium(II)], C33H40CdN8O6
  26. The crystal structure of 3,5-bis(propan-2-yl)-1H-pyrazol-4-amine, C9H17N3
  27. Crystal structure of [(1,4,7,10-tetraoxacyclododecane-κ 4 O,O′,O″, O‴)-tris(nitrato-κ 2 O,O′)gadolinium(III)], C8H16N3O13Gd
  28. The crystal structure of 2,2′-((pyridine-2,6-diylbis(methylene))bis(sulfanediyl))-bis(4,5-dihydro-1H-imidazol-3-ium) bromide, C13H19Br2N5S2
  29. Crystal structure of E-2-chloro-N′-(1-(5-chloro-2-hydroxyphenyl)propylidene)benzohydrazide, C16H14Cl2N2O2
  30. Crystal structure of 3-(adamantan-1-yl)-4-methyl-5-{[(4-nitrophenyl)methyl]sulfanyl}-4H-1,2,4-triazole, C20H24N4O2S
  31. The crystal structure of dimethanol-κ1O-(5,10,15,20-tetrakis(4-nitrophenyl)porphyrin-21,23-diido-κ4 O,O′,O″,O′″)manganese(III) trans-dicyanido-κ1C-bis(acetylacetonato-κ2 O,O′)ruthenium(III), C58H46N10O14RuMn
  32. The crystal structure of nitroxyl-κ N-{hydridotris(3-trifluoromethyl-5-methylpyrazolyl-1-yl-κN 3)borato}nickel(II), C15H13BF9N7NiO
  33. The crystal structure of [(2,2′-bipyridine-κ2 N,N)-bis(6-phenylpyridine-2-carboxylato- κ2 N,O)nickel(II)] monohydrate, C34H26N4O5Ni
  34. The crystal structure of 5-(2-fluoro-3-methoxyphenyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, C20H15F5N2O3
  35. The crystal structure of ethyl 2,3,5-trifluoro-4-(4-oxo-3,4-dihydropyridin-1(2H)-yl)benzoate, C14H12F3NO3
  36. [2,2′-{Ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(3-bromo-2-hydroxyphenyl)]iron(III) nitrate, C20H12Br2CuN2O2
  37. The crystal structure of 1-(2-iodophenyl)-4-phenyl-1H-1,2,3-triazole, C14H10IN3
  38. Synthesis and crystal structure of 2-(2-oxo-2-(thiophen-2-yl)ethyl)-4H-chromen-4-one, C15H10O3S
  39. {6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-bromo-4-chlorophenolate)-κ4N,N′,O,O′}copper(II), C19H16Br2Cl2CuN2O2
  40. The crystal structure of N′-[bis(2-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide, C19H15N3O3
  41. Crystal structure of 2-chloro-6-formylphenolato-κ2O,O′-(6,6′-(((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-chlorophenolato)κ4 N,N,O,O′)cobalt(III), C26H22Cl3CoN2O4
  42. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylate-κ 2 N,O)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 2 O:O′)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 3N,O:O)tetralead(II) C48H32N4O8Pb2
  43. The crystal structure of 3,7-dihydroxy-9-methoxy-4a-methyl-4aH-benzo[c] chromene-2,6-dione —dichloromethane (1/1), C16H14Cl2O6
  44. The crystal structure of (Z)-6-(((5-chloro-2-hydroxyphenyl)amino)methylene)- 4-nitrocyclohexa, C13H9ClN2O4
  45. Crystal structure of dichlorido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1 N)zinc(II), C60H68O4N12Cl10Zn
  46. The crystal structure of 4-(2-bromoethoxy)-2-hydroxybenzaldehyde, C9H9BrO3
  47. The crystal structure of 5-azido-1-methyl-4-nitroimidazole, C4H4O2N6
  48. Crystal structure of dibromido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ 1 N)zinc(II), C60H68O4N12Br2Cl8Zn
  49. Crystal structure of tetrasodium-bis(μ 2-oxido)-hexafluoro-didioxo-molybdenum(V), Na2(Mo2O4F6)
  50. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-4- hydroxybenzohydrazide-water (1/1), C14H13Cl1N2O4
  51. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinolin-2-yl)methanimine, C20H19N3O
  52. The crystal structure of catena-poly[(1,10-phenanthroline-κ2 N,N′)-(μ3-2-hydroxybenzene-1,3-dicarboxylato-κ5 O,O′:O″,O‴:O‴)cadmium(II)], C20H12CdN2O5
  53. The crystal structure of 2,6-di-tert-butyl-4-(4-(methylthio)benzylidene)cyclohexa-2,5-dien-1-one, C22H28OS
  54. La3.65Mg30Sb1.07 as a disordered derivative of Th2Ni17-type structure
  55. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinoxalin-2-yl)methanimine, C19H18N4O
  56. The crystal structure of 2,2′-(1,2-phenylenebis(methylene))bis(1,3-dimethylisothiouronium) bromide, C14H24Br2N4S2
  57. Crystal structure of tetraaqua-bis[4-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N]zinc(II), C18H20ZnN6O8
  58. Crystal structure of bis(tricarbonyl)-{(S)-(tert-butoxycarbonyl)(1-methoxy-1-oxo-3-sulfido-k2 S:S′-propan-2-yl)amido-k2N:N′}diiron(I) (Fe—Fe), C15H15Fe2NO10S
  59. Crystal structure of (E)-3-((4-chlorophenyl)thio)-4-hydroxypent-3-en-2-one, C11H11ClO2S
  60. The crystal structure of (E)-3′,6′-bis(diethylamino)-2-((5-(diethylamino)-2-hydroxybenzylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one, C39H45N5O3
  61. The crystal structure of 2-(4-methoxynaphthalen-1-yl)-4H-chromen-4-one, C20H14O3
  62. The crystal structure of trans-dichlorido-(ethylenediamine-κ 2 N,N′)-bis(triphenylphosphine-κ 1 P)ruthenium(II), C38H38Cl2N2P2Ru
  63. The double polymeric chain of catena-poly[(μ2-6-bromopyridine-3-carboxylato-κ2 O,O′) (6-bromopyridine-3-carboxylato-κ2 O,O′) (μ2-1,2-bis(4-pyridyl)ethylene-κ2 N:N′)cobalt(II)], C24H16CoBr2N4O4
  64. The crystal structure of tert-butyl 2-(4-(12-bromo [2.2]paracyclophanyl)carbamoyl)pyrrolidine-1-carboxylate, C26H31BrN2O3
  65. The crystal structure of (Z)-2-(2,3-dimethoxybenzylidene)naphtho[1,2-b]furan-3(2H)-one, C21H16O4
  66. Crystal structure of 2-hydroxy-1-tosylindolin-3-yl- 2-naphthoate, C26H21N1S1O5
  67. The crystal structure of 1-methyl-N-(1-methyl-1H-imidazole-2-carbonyl)-1H-imidazole-2-carboxamide, C10H11N5O2
  68. The crystal structure of (E)-2-((5-bromo-2-hydroxybenzylidene)amino)-3′,6′-bis(ethylamino)-2′, 7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one, C33H31BrN4O3
  69. The crystal structure of dimethanol-5,15-diphenylporphyrin-21,23-diido-κ4 N,Nʹ,Nʺ,Nʹʺ-manganese(III) trans-dicyanido-bis(acetylacetonato-κ2O,Oʹ)ruthenium(III), C46H42N6O6RuMn
  70. Crystal structure of 1,4,8,11-tetraazacyclotetradecane-1,8-diium bis(3,5-dicarboxybenzoate), C28H36N4O12
  71. Bifurcated halogen bonds in the crystal structure of 2,2′-bi(1,8-naphthyridine)—1,4-diiodotetrafluorobenzene (1/1), C22H10F4I2N4
https://doi.org/10.1515/ncrs-2022-0335
Creative Commons
BY 4.0

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4
  4. Crystal structure of (bis(1,10-phenanthroline-κ 2 N,N′))-(3,5-dinitrosalicylato-κ 2 O,O′)nickel(II), C31H18N6NiO7
  5. Crystal structure of {N,N′-bis(4-fluoro-salicylaldehyde)-3,6-dioxa-1,8-diaminooctane-κ4 O,N,N′,O′}zinc(II), C20H20F2N2O4Zn
  6. [5-Bromo-2-(2-(dimethylamino)ethyliminomethyl)phenolato-κ3 N,N′,O]-isothiocyanato-nickel(II), C12H14BrN3NiOS
  7. Crystal structure of 9-bromo-4-(6-methoxypyridin-2-yl)-5,6-dihydrobenzo[h]quinazolin- 2-amine, C18H15BrN4O
  8. The crystal structure of imidazolium nitrate, C3H5O3N3
  9. Crystal structure of diiodido-bis(6,6′-dimethoxy-2,2′-(ethane-1,2-diylbis(nitrilomethanylylidene)) diphenolato)tricadmium(II), C36H36Cd3I2N4O8
  10. Crystal structure of [diaqua-bis(2-((1H-tetrazol-1-yl)methyl)-5-carboxy-1H-imidazole-4-carboxylato-κ2 N,O) manganese(II)] dihydrate, C14H18MnN12O12
  11. Crystal structure of Diaqua[5,5′-dicarboxy-2,2′-(propane-1,3-diyl)bis(1H-imidazole-4-carboxylato-k4 O,O′,N,N′)]iron(II), C13H14FeN4O10
  12. Crystal structure of poly[dimethanol-κ1O-(µ2-(E)-2-((2-oxidobenzylidene)amino)acetato)-(µ3-(E)-2-((2-oxidobenzylidene)amino)acetato)dicadmium(II)], C20H22Cd2N2O8
  13. Crystal structure of N 2,N 6-bis(2-(((E)-quinolin-8-ylmethylene)amino)phenyl)pyridine-2,6-dicarboxamide, C39H27N7O2
  14. An I 6 2 − anion in the crystal structure of theophyllinium triiodide monohydrate, C7H11I3N4O3
  15. The crystal structure of poly[6,6′-oxybis(4-(pyridin-1-ium-1-yl)-1,3,5,2,4,6-trioxatriborinan-2-olate)], [B6O9](C5H5N)2
  16. The crystal structure of (carbonato κ2 O,O′)(2-oxopyridin-1(2H)-olato-κN)tris(trimethylphosphine)rhodium(III) water solvate, C15H33NO5P3Rh
  17. The crystal structure of dibromido-bis((RS)-2-(4-chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile-κ1 N)zinc(II), C30H34Br2Cl2N8Zn
  18. Synthesis and crystal structure of 3-(((7-hydroxy-3-(4-hydroxy-3,5-dinitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)(nitroso)amino)propanoic acid, C19H14N4O11
  19. The crystal structure of 3-((4-chloro-N-(2-methoxyethyl)benzamido)methyl)phenyl methanesulfonate, C18H20ClNO5S
  20. Crystal structure of di([1,1′:3′,1″-terphenyl]-2′-yl)tellane, C36H26Te
  21. The crystal structure of diaqua-bis(pyrazolo[1,5-a]-pyrimidine-3-carboxylato-κ2 N,O)zinc(II), C14H12N6O6Zn
  22. Crystal structure of N′,N‴-((1E,2E)-1,2-diphenylethane-1,2-diylidene)bis(4-methylbenzohydrazide) – water – methanol (1/1/1), C31H32N4O4
  23. Crystal structure of 3-((2,4-dichlorobenzyl)thio)-5-methyl-7-(trifluoromethyl)-[1,2,4]triazolo [4,3-c]pyrimidine, C14H9Cl2F3N4S
  24. Crystal structure of 3,5,6,7-tetramethoxy-3′,4′-methylenedioxy-flavone, C20H18O8
  25. Crystal structure of catena-poly[(5,5′-dimethyl-2,2′-bipyridine-κ 2 N,N′)-(μ 3-hydrogen-1,1′,1″-(1,3,5-triazine-2,4,6-triyl)tris(piperidine-4-carboxylato)- κ 5 O:O,O′:O″,O‴)-cadmium(II)], C33H40CdN8O6
  26. The crystal structure of 3,5-bis(propan-2-yl)-1H-pyrazol-4-amine, C9H17N3
  27. Crystal structure of [(1,4,7,10-tetraoxacyclododecane-κ 4 O,O′,O″, O‴)-tris(nitrato-κ 2 O,O′)gadolinium(III)], C8H16N3O13Gd
  28. The crystal structure of 2,2′-((pyridine-2,6-diylbis(methylene))bis(sulfanediyl))-bis(4,5-dihydro-1H-imidazol-3-ium) bromide, C13H19Br2N5S2
  29. Crystal structure of E-2-chloro-N′-(1-(5-chloro-2-hydroxyphenyl)propylidene)benzohydrazide, C16H14Cl2N2O2
  30. Crystal structure of 3-(adamantan-1-yl)-4-methyl-5-{[(4-nitrophenyl)methyl]sulfanyl}-4H-1,2,4-triazole, C20H24N4O2S
  31. The crystal structure of dimethanol-κ1O-(5,10,15,20-tetrakis(4-nitrophenyl)porphyrin-21,23-diido-κ4 O,O′,O″,O′″)manganese(III) trans-dicyanido-κ1C-bis(acetylacetonato-κ2 O,O′)ruthenium(III), C58H46N10O14RuMn
  32. The crystal structure of nitroxyl-κ N-{hydridotris(3-trifluoromethyl-5-methylpyrazolyl-1-yl-κN 3)borato}nickel(II), C15H13BF9N7NiO
  33. The crystal structure of [(2,2′-bipyridine-κ2 N,N)-bis(6-phenylpyridine-2-carboxylato- κ2 N,O)nickel(II)] monohydrate, C34H26N4O5Ni
  34. The crystal structure of 5-(2-fluoro-3-methoxyphenyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, C20H15F5N2O3
  35. The crystal structure of ethyl 2,3,5-trifluoro-4-(4-oxo-3,4-dihydropyridin-1(2H)-yl)benzoate, C14H12F3NO3
  36. [2,2′-{Ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(3-bromo-2-hydroxyphenyl)]iron(III) nitrate, C20H12Br2CuN2O2
  37. The crystal structure of 1-(2-iodophenyl)-4-phenyl-1H-1,2,3-triazole, C14H10IN3
  38. Synthesis and crystal structure of 2-(2-oxo-2-(thiophen-2-yl)ethyl)-4H-chromen-4-one, C15H10O3S
  39. {6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-bromo-4-chlorophenolate)-κ4N,N′,O,O′}copper(II), C19H16Br2Cl2CuN2O2
  40. The crystal structure of N′-[bis(2-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide, C19H15N3O3
  41. Crystal structure of 2-chloro-6-formylphenolato-κ2O,O′-(6,6′-(((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-chlorophenolato)κ4 N,N,O,O′)cobalt(III), C26H22Cl3CoN2O4
  42. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylate-κ 2 N,O)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 2 O:O′)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 3N,O:O)tetralead(II) C48H32N4O8Pb2
  43. The crystal structure of 3,7-dihydroxy-9-methoxy-4a-methyl-4aH-benzo[c] chromene-2,6-dione —dichloromethane (1/1), C16H14Cl2O6
  44. The crystal structure of (Z)-6-(((5-chloro-2-hydroxyphenyl)amino)methylene)- 4-nitrocyclohexa, C13H9ClN2O4
  45. Crystal structure of dichlorido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1 N)zinc(II), C60H68O4N12Cl10Zn
  46. The crystal structure of 4-(2-bromoethoxy)-2-hydroxybenzaldehyde, C9H9BrO3
  47. The crystal structure of 5-azido-1-methyl-4-nitroimidazole, C4H4O2N6
  48. Crystal structure of dibromido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ 1 N)zinc(II), C60H68O4N12Br2Cl8Zn
  49. Crystal structure of tetrasodium-bis(μ 2-oxido)-hexafluoro-didioxo-molybdenum(V), Na2(Mo2O4F6)
  50. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-4- hydroxybenzohydrazide-water (1/1), C14H13Cl1N2O4
  51. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinolin-2-yl)methanimine, C20H19N3O
  52. The crystal structure of catena-poly[(1,10-phenanthroline-κ2 N,N′)-(μ3-2-hydroxybenzene-1,3-dicarboxylato-κ5 O,O′:O″,O‴:O‴)cadmium(II)], C20H12CdN2O5
  53. The crystal structure of 2,6-di-tert-butyl-4-(4-(methylthio)benzylidene)cyclohexa-2,5-dien-1-one, C22H28OS
  54. La3.65Mg30Sb1.07 as a disordered derivative of Th2Ni17-type structure
  55. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinoxalin-2-yl)methanimine, C19H18N4O
  56. The crystal structure of 2,2′-(1,2-phenylenebis(methylene))bis(1,3-dimethylisothiouronium) bromide, C14H24Br2N4S2
  57. Crystal structure of tetraaqua-bis[4-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N]zinc(II), C18H20ZnN6O8
  58. Crystal structure of bis(tricarbonyl)-{(S)-(tert-butoxycarbonyl)(1-methoxy-1-oxo-3-sulfido-k2 S:S′-propan-2-yl)amido-k2N:N′}diiron(I) (Fe—Fe), C15H15Fe2NO10S
  59. Crystal structure of (E)-3-((4-chlorophenyl)thio)-4-hydroxypent-3-en-2-one, C11H11ClO2S
  60. The crystal structure of (E)-3′,6′-bis(diethylamino)-2-((5-(diethylamino)-2-hydroxybenzylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one, C39H45N5O3
  61. The crystal structure of 2-(4-methoxynaphthalen-1-yl)-4H-chromen-4-one, C20H14O3
  62. The crystal structure of trans-dichlorido-(ethylenediamine-κ 2 N,N′)-bis(triphenylphosphine-κ 1 P)ruthenium(II), C38H38Cl2N2P2Ru
  63. The double polymeric chain of catena-poly[(μ2-6-bromopyridine-3-carboxylato-κ2 O,O′) (6-bromopyridine-3-carboxylato-κ2 O,O′) (μ2-1,2-bis(4-pyridyl)ethylene-κ2 N:N′)cobalt(II)], C24H16CoBr2N4O4
  64. The crystal structure of tert-butyl 2-(4-(12-bromo [2.2]paracyclophanyl)carbamoyl)pyrrolidine-1-carboxylate, C26H31BrN2O3
  65. The crystal structure of (Z)-2-(2,3-dimethoxybenzylidene)naphtho[1,2-b]furan-3(2H)-one, C21H16O4
  66. Crystal structure of 2-hydroxy-1-tosylindolin-3-yl- 2-naphthoate, C26H21N1S1O5
  67. The crystal structure of 1-methyl-N-(1-methyl-1H-imidazole-2-carbonyl)-1H-imidazole-2-carboxamide, C10H11N5O2
  68. The crystal structure of (E)-2-((5-bromo-2-hydroxybenzylidene)amino)-3′,6′-bis(ethylamino)-2′, 7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one, C33H31BrN4O3
  69. The crystal structure of dimethanol-5,15-diphenylporphyrin-21,23-diido-κ4 N,Nʹ,Nʺ,Nʹʺ-manganese(III) trans-dicyanido-bis(acetylacetonato-κ2O,Oʹ)ruthenium(III), C46H42N6O6RuMn
  70. Crystal structure of 1,4,8,11-tetraazacyclotetradecane-1,8-diium bis(3,5-dicarboxybenzoate), C28H36N4O12
  71. Bifurcated halogen bonds in the crystal structure of 2,2′-bi(1,8-naphthyridine)—1,4-diiodotetrafluorobenzene (1/1), C22H10F4I2N4
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 2.10.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0335/html?srsltid=AfmBOoro479DS6Uv-q4Wa767atxoVxHsd84jSTLl_B1Ysz6cjBGXpZdW
Scroll to top button