Home 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
Article Open Access

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

  • Jie Li ORCID logo EMAIL logo , Biao Yan ORCID logo and Hongya Li
Published/Copyright: September 16, 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

C60H68O4N12Cl10Zn, triclinic, P 1 ‾ (no. 2), a = 8.816 (2) Å, b = 13.688 (4) Å, c = 15.169 (4) Å, α = 91.085 (5)°, β = 98.609 (4)°, γ = 106.874 (5)°, V = 1728.2 (8) A3, Z = 1, Rgt (F) = 0.0615, wR ref (F 2) = 0.1709, T = 296 (2) K.

CCDC no.: 1060410

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 needle
Size 0.35 × 0.28 × 0.20 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.80 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 27.5°, 99%
N(hkl) measured , N(hkl) unique, R int: 9820, 7193, 0.035
Criterion for I obs, N(hkl) gt: I obs > 2 σ(I obs), 4307
N(param) refined: 396
Programs: Bruker [1], SHELX [2], [3], [4], Diamond [5]
Table 2:

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

Atom x y z U iso∗/U eq
C1 0.3095 (5) 0.1584 (3) −0.0399 (3) 0.0385 (9)
H1 0.373805 0.124130 −0.007348 0.046∗
C2 0.1174 (5) 0.2066 (3) −0.0967 (3) 0.0545 (12)
H2 0.012935 0.210183 −0.110855 0.065∗
C3 0.5203 (5) 0.2766 (3) −0.1148 (3) 0.0355 (9)
C4 0.6603 (5) 0.2802 (3) −0.0436 (3) 0.0382 (9)
H4 0.755427 0.294546 −0.072950 0.046∗
C5 0.6968 (5) 0.3632 (3) 0.0323 (3) 0.0480 (11)
C6 0.8594 (6) 0.3671 (5) 0.0868 (3) 0.0790 (17)
H6A 0.853424 0.301705 0.110415 0.118∗
H6B 0.940459 0.383417 0.049163 0.118∗
H6C 0.886359 0.418524 0.135207 0.118∗
C7 0.5709 (6) 0.3416 (4) 0.0951 (3) 0.0643 (14)
H7A 0.601260 0.395185 0.141844 0.096∗
H7B 0.467976 0.338972 0.061865 0.096∗
H7C 0.564858 0.277318 0.120726 0.096∗
C8 0.7082 (8) 0.4663 (4) −0.0084 (4) 0.0804 (18)
H8A 0.606201 0.463880 −0.042668 0.121∗
H8B 0.737068 0.519541 0.038538 0.121∗
H8C 0.788471 0.480063 −0.046634 0.121∗
C9 0.5296 (5) 0.3114 (3) −0.1958 (3) 0.0394 (9)
H9 0.435022 0.311765 −0.232150 0.047∗
C10 0.6809 (5) 0.3491 (3) −0.2307 (2) 0.0377 (9)
C11 0.7349 (5) 0.4485 (3) −0.2572 (3) 0.0404 (10)
C12 0.8831 (5) 0.4860 (3) −0.2856 (3) 0.0463 (11)
H12 0.917546 0.553146 −0.301742 0.056∗
C13 0.9762 (5) 0.4232 (3) −0.2894 (3) 0.0440 (10)
C14 0.9242 (5) 0.3218 (4) −0.2693 (3) 0.0490 (11)
H14 0.986614 0.278295 −0.274730 0.059∗
C15 0.7786 (5) 0.2874 (3) −0.2413 (3) 0.0470 (11)
H15 0.742807 0.219060 −0.228620 0.056∗
C16 −0.1778 (5) 0.0716 (3) 0.1402 (3) 0.0408 (10)
H16 −0.276896 0.027587 0.114134 0.049∗
C17 0.0628 (5) 0.1546 (4) 0.1669 (3) 0.0532 (12)
H17 0.170283 0.179519 0.160419 0.064∗
C18 −0.2635 (5) 0.1365 (3) 0.2736 (2) 0.0357 (9)
C19 −0.3688 (5) 0.0373 (3) 0.3015 (3) 0.0411 (10)
H19 −0.453724 0.053206 0.328616 0.049∗
C20 −0.2806 (6) −0.0175 (3) 0.3701 (3) 0.0550 (12)
C21 −0.4128 (8) −0.1043 (4) 0.4023 (4) 0.0880 (19)
H21A −0.485407 −0.075649 0.427395 0.132∗
H21B −0.364086 −0.139631 0.446952 0.132∗
H21C −0.470834 −0.151538 0.352649 0.132∗
C22 −0.1670 (7) −0.0629 (4) 0.3309 (4) 0.0804 (17)
H22A −0.118775 −0.098463 0.375444 0.121∗
H22B −0.084582 −0.009207 0.311037 0.121∗
H22C −0.225095 −0.109905 0.281056 0.121∗
C23 −0.1926 (8) 0.0581 (4) 0.4499 (3) 0.0831 (19)
H23A −0.110398 0.112572 0.430892 0.125∗
H23B −0.144591 0.023316 0.495299 0.125∗
H23C −0.267600 0.085783 0.473599 0.125∗
C24 −0.2577 (5) 0.2303 (3) 0.3020 (2) 0.0417 (10)
H24 −0.180027 0.284269 0.283518 0.050∗
C25 −0.3616 (5) 0.2572 (3) 0.3597 (3) 0.0410 (10)
C26 −0.2962 (5) 0.3157 (3) 0.4403 (3) 0.0480 (11)
C27 −0.3903 (7) 0.3485 (3) 0.4918 (3) 0.0584 (13)
H27 −0.344315 0.387879 0.544966 0.070∗
C28 −0.5523 (6) 0.3221 (4) 0.4635 (3) 0.0564 (12)
C29 −0.6224 (6) 0.2630 (3) 0.3853 (3) 0.0539 (12)
H29 −0.733012 0.243995 0.367139 0.065∗
C30 −0.5256 (5) 0.2330 (3) 0.3353 (3) 0.0487 (11)
H30 −0.572831 0.194226 0.281937 0.058∗
Cl1 −0.24077 (13) 0.02300 (8) −0.10474 (7) 0.0482 (3)
Cl2 0.61992 (16) 0.53033 (10) −0.25017 (10) 0.0696 (4)
Cl3 1.16608 (14) 0.47010 (11) −0.31778 (8) 0.0666 (4)
Cl4 −0.09040 (16) 0.34804 (10) 0.47578 (8) 0.0685 (4)
Cl5 −0.6682 (2) 0.36489 (13) 0.52899 (11) 0.0929 (5)
N1 0.1551 (4) 0.1376 (2) −0.0416 (2) 0.0381 (8)
N2 0.3638 (4) 0.2358 (2) −0.0911 (2) 0.0366 (8)
N3 0.2363 (4) 0.2675 (3) −0.1285 (3) 0.0550 (10)
N4 −0.0454 (4) 0.0858 (3) 0.1074 (2) 0.0406 (8)
N5 −0.1522 (4) 0.1287 (2) 0.2163 (2) 0.0383 (8)
N6 0.0069 (4) 0.1841 (3) 0.2345 (2) 0.0569 (10)
O1 0.6440 (4) 0.1836 (2) −0.00531 (19) 0.0490 (7)
H1A 0.674505 0.146608 −0.037272 0.074∗
O2 −0.4437 (3) −0.0320 (2) 0.22619 (19) 0.0493 (8)
H2A −0.526311 −0.019933 0.203496 0.074∗
Zn 0.000000 0.000000 0.000000 0.03525 (19)

Source of material

The (E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4- triazol-1-yl)pent-1-en-3-ol (0.653 g, 0.200 mmol) was dissolved in methanol (10 mL). Then, Zinc chloride (0.136 g, 0.100 mmol) was added. Reaction was allowed to stir at room temperature for 2 h. Colorless needle crystals of the title compound were obtained by slow evaporation from propanone.

Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms, with C–H = 0.96 Å (methyl), U iso (H) = 1.5 U eq (C), C–H = 0.98 Å (methine), U iso (H) = 1.2 U eq (C), C–H = 0.93 Å (aromatic and alkenyl), U iso (H) = 1.2 U eq (C), and O–H = 0.82 Å (hydroxyl), U iso (H) = 1.5 U eq (O).

Comment

The complexes containing transition metal and various 1,2,4-triazole ligands have been extensively investigated because of their novel structures and potential applications in different fields, especially in pharmaceutical industry and agriculture [6, 7]. The pharmacological and toxicological properties of many drugs are improved when they form Zn(II) complexes [7], [8], [9]. As a broad spectrum systemic 1,2,4-triazole fungicide, diniconazole (E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl) pent-1-en-3-ol, has been widely used to control various fungi in many kinds of crops by inhibiting steroid demethylation [10, 11].

The asymmetric unit of the title structure contains a half Zn(II) cation, one chloride and two diniconazole molecules to construct a new mononuclear complex. The title compex is isomorphous to other transition metal compexes using the same triazole ligand [12, 13]. The Zn(II) cation is six-coordinated by two chlorido ligands and four triazole ligands. The Zn–N length (Zn–N1 = 2.151 (3) Å, Zn–N4 = 2.143 (3) Å), Zn–Cl length (Zn–Cl1 = 2.5546 (11) Å), the N1–Zn–N4, N1–Zn–N4i, N1–Zn–Cl1, N4–Zn–Cl1, N1–Zn–Cl1i, and N4–Zn–Cl1i bond angles of 90.32 (12)°, 89.68 (12)°, 90.88 (9)°, 91.69 (9)°, 89.12 (9)°, and 88.31 (9)°, respectively (symmetry code: (i) −x, −y, −z + 1) are all in the expected ranges. The Zn(II) cation is the center of symmetry so the bond angle of N1–Zn–N1ii, N4–Zn–N4ii, and Cl1–Zn–Cl1ii is 180°. These parameters are in agreement with closely related Zn(II) complexes [14], [15], [16]. The title compound forms a O1–H1A···Cl1ii (d O1···Cl1 = 3.125 (3) Å, 169.2°, symmetry code: (ii) x + 1, y, z) and O2–H2A···Cl1iii (d O2···Cl1 = 3.133 (3) Å, 162.1°, symmetry code: (iii) −x − 1, −y, −z) hydrogen bond forming a chain along the a-axis.

Corresponding authors: Jie Li, College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang, Henan, 464000, P. R. China, E-mail

Funding source: National Natural Science Foundation of China

Award Identifier / Grant number: 22003055

Award Identifier / Grant number: 22163012

Funding source: Key Laboratory Project Foundation of Shaanxi Provincial Education Department in China

Award Identifier / Grant number: 20JS158

Funding source: Joint Fund of the Yulin University and the Dalian National Laboratory for Clean Energy

Award Identifier / Grant number: 2021007

Funding source: Nanhu Scholars Program for Young Scholars of the Xinyang Normal University

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

  2. Research funding: The work was supported by National Natural Science Foundation of China (22003055, 22163012), Key Laboratory Project Foundation of Shaanxi Provincial Education Department in China (20JS158), Joint Fund of the Yulin University and the Dalian National Laboratory for Clean Energy (YLU–DNL Fund 2021007) and Nanhu Scholars Program for Young Scholars of the Xinyang Normal University.

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

References

1. Bruker. APEX2, SAINT and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2009.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. 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

5. Brandenburg, K. DIAMOND; Crystal Impact GbR: Bonn, Germany, 2006.Search in Google Scholar

6. Sun, D.-W., Huang, L., Pu, H., Ma, J. Introducing reticular chemistry into agrochemistry. Chem. Soc. Rev. 2021, 50, 1070–1110; https://doi.org/10.1039/c9cs00829b.Search in Google Scholar PubMed

7. Li, J., Xi, T., Yan, B., Yang, M.-Y., Ma, H.-X., Song, J.-R. Crystal structure and antifungal activities of a new Zn(II) complex based on triadimenol. Chin. J. Struct. Chem. 2015, 34, 1825–1829.Search in Google Scholar

8. Ren, G.-Y., Li, J., Zhou, J.-H., Yan, B., Ren, Y.-H., Sun, X.-H., Ma, H.-X. Enhanced antifungal activities of four Zn(II) complexes based on uniconazole. Appl. Organomet. Chem. 2018, 32, e4169; https://doi.org/10.1002/aoc.4169.Search in Google Scholar

9. Ren, G.-Y., Li, J., Wei, X.-Z., Zhou, J.-H., Yan, B., Guo, Z.-Q., Ren, Y.-H., Sun, X.-H., Ma, H.-X. The enhanced biological activities of three Zn(II) complexes based on different 1,2,4-triazole fungicides. Appl. Organomet. Chem. 2018, 32, e4474; https://doi.org/10.1002/aoc.4474.Search in Google Scholar

10. Funaki, Y., Ishiguri, Y., Kato, T., Tanaka, S. Structure-activity relationships of vinyl triazole fungicides. J. Pestic. Sci. 1984, 9, 229–236; https://doi.org/10.1584/jpestics.9.229.Search in Google Scholar

11. Takano, H., Oguri, Y., Kato, T. Mode of action of (E)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-1-penten-3-ol (S-3308) is ustilago maydis. J. Pestic. Sci. 1983, 8, 575–582; https://doi.org/10.1584/jpestics.8.575.Search in Google Scholar

12. Liu, C.-X., Song, X.-Y., Liu, Q., Nie, X.-L., Wen, S.-H. Dichlorotetrakis (diniconazole)cobalt(II). Acta Crystallogr. 2011, E67, m1214; https://doi.org/10.1107/s1600536811031291.Search in Google Scholar

13. Xiong, Z.-Q., Song, X.-Y., Nie, X.-L. Dichloridotetrakis(diniconazole) nickel(II). Acta Crystallogr. 2011, E67, m1213; https://doi.org/10.1107/s160053681103128x.Search in Google Scholar

14. Kozimor, S. A., Bartlett, B. M., Rinehart, J. D., Long, J. R. Magnetic exchange coupling in chloride-bridged 5f–3d heterometallic complexes generated via insertion into a uranium(IV) dimethylpyrazolate dimer. J. Am. Chem. Soc. 2007, 129, 10672–10674; https://doi.org/10.1021/ja0725044.Search in Google Scholar PubMed

15. Liu, D., Chen, Y., Li, H.-X., Ren, Z.-G., Zhang, Y., Lang, J.-P. Synthesis, structure and luminescent properties of [Zn(btzb)2Cl2]·2H2O [btzb=1,2-bis(5-tetrazolyl)benzene]. Chin. J. Struct. Chem. 2008, 27, 335–339.Search in Google Scholar

16. Fischer, N., Joas, M., Klapötke, T. M., Stierstorfer, J. Transition metal complexes of 3-amino-1-nitroguanidine as laser ignitible primary explosives: structures and properties. Inorg. Chem. 2013, 52, 13791–13802; https://doi.org/10.1021/ic402038x.Search in Google Scholar PubMed

Received: 2022-07-27
Accepted: 2022-09-06
Published Online: 2022-09-16
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-2022-0384
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 14.10.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0384/html
Scroll to top button