Startseite Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4- ylmethylene)amino)-1,2-dihydro-3H -pyrazol-3-one-κ2 N: O)zinc(II)], C17H16I2N4OZn
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Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4- ylmethylene)amino)-1,2-dihydro-3H -pyrazol-3-one-κ2 N: O)zinc(II)], C17H16I2N4OZn

  • Ben Li , Yujiao Huang , Weicheng Qian , Haixia Pang ORCID logo EMAIL logo und Qiang Tang EMAIL logo
Veröffentlicht/Copyright: 1. November 2022

Abstract

C17H16I2N4OZn, monoclinic, P21/n, a = 7.4827(5) Å, b = 14.9521(10) Å, c = 18.2838(13) Å, β = 99.251(1)°, V = 2019.0(2) Å3, Z = 4, R gt (F) = 0.0404, wR ref (F 2) = 0.787, T = 298 K.

CCDC no.: 1870695

The crystal 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: Colorless block
Size: 0.30 × 0.20 × 0.20 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 4.29 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω-scans
θ max, completeness: 31.5°, >99%
N(hkl)measured, N(hkl)unique, R int: 22136, 6595, 0.119
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4309
N(param)refined: 228
Programs: Bruker programs [1], SHELX [2, 3]
Table 2:

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

x y z U iso*/U eq
Zn1 0.62689 (4) 0.73976 (2) 0.16926 (2) 0.04032 (9)
O1 0.4240 (3) 0.82092 (14) 0.18129 (10) 0.0474 (5)
N1 0.3848 (3) 0.95919 (15) 0.23064 (11) 0.0440 (5)
N2 0.3244 (3) 1.04343 (16) 0.20493 (12) 0.0479 (6)
N3 0.3035 (3) 0.93460 (18) 0.03243 (11) 0.0441 (5)
N4 0.2014 (3) 0.80003 (16) −0.22141 (11) 0.0423 (5)
C1 0.3982 (4) 0.93436 (19) 0.30686 (13) 0.0420 (6)
C2 0.5486 (5) 0.9609 (2) 0.35597 (16) 0.0569 (8)
H2 0.6392 0.9950 0.3403 0.068*
C3 0.5605 (6) 0.9349 (3) 0.42964 (18) 0.0765 (12)
H3 0.6609 0.9516 0.4637 0.092*
C4 0.4297 (7) 0.8863 (3) 0.45226 (18) 0.0796 (13)
H4 0.4421 0.8684 0.5015 0.096*
C5 0.2776 (7) 0.8625 (3) 0.4039 (2) 0.0805 (13)
H5 0.1853 0.8307 0.4207 0.097*
C6 0.2624 (5) 0.8864 (2) 0.32962 (18) 0.0593 (8)
H6 0.1610 0.8698 0.2960 0.071*
C7 0.2953 (4) 1.0408 (2) 0.13038 (15) 0.0452 (6)
C8 0.3304 (4) 0.95567 (19) 0.10727 (13) 0.0396 (6)
C9 0.3857 (4) 0.90299 (19) 0.17174 (13) 0.0385 (6)
C10 0.3251 (6) 1.1199 (2) 0.25347 (19) 0.0630 (9)
H10A 0.4478 1.1375 0.2712 0.095*
H10B 0.2665 1.1044 0.2947 0.095*
H10C 0.2615 1.1686 0.2267 0.095*
C11 0.2350 (6) 1.1205 (2) 0.0847 (2) 0.0655 (9)
H11A 0.1336 1.1474 0.1024 0.098*
H11B 0.2000 1.1028 0.0340 0.098*
H11C 0.3324 1.1629 0.0882 0.098*
C12 0.3196 (4) 0.8562 (2) 0.00956 (13) 0.0459 (7)
H12 0.3538 0.8100 0.0430 0.055*
C13 0.2838 (4) 0.83814 (19) −0.07076 (13) 0.0416 (6)
C14 0.2312 (4) 0.9050 (2) −0.12175 (14) 0.0472 (7)
H14 0.2240 0.9639 −0.1063 0.057*
C15 0.1892 (4) 0.8832 (2) −0.19639 (14) 0.0468 (7)
H15 0.1512 0.9285 −0.2302 0.056*
C16 0.2574 (5) 0.7357 (2) −0.17198 (14) 0.0511 (7)
H16 0.2682 0.6776 −0.1889 0.061*
C17 0.2998 (5) 0.7522 (2) −0.09697 (14) 0.0512 (7)
H17 0.3388 0.7059 −0.0643 0.061*
I1 0.88939 (3) 0.83093 (2) 0.13580 (2) 0.06820 (9)
I2 0.50787 (3) 0.60430 (2) 0.09193 (2) 0.05501 (8)

Source of materials

As prepared 0.0876 (0.3 mmol) L1 ((E)-1,5-dimethyl-2-phenyl-4-((pyridine-4-ylmethylene)amino)- 1H-pyrazole-3(2H)-3(2H)-one) [4], ZnI2 0.1612 g (0.5 mmol), 5 mL of absolute ethanol and 1 mL of dichloromethane were used as raw materials, and were mixed in a reaction kettle to prepare the title compound. The reactor was then placed in an oven at 85 °C. After seven days, yellow crystals grew, and the yield was 83.28%. Elemental Analysis Data (%, measured/theoretical): C, 33.48/33.36; H, 2.22/2.16; N, 9.11/9.16.

Comment

The coordination of Schiff bases with metals is the focus of many research areas [5], [6], [7], [8], among which, 4-aminoantipyrine Schiff bases play an important role in the synthesis of life-active substances and chemical intermediates [9], but not many data have been reported on the structural characterization of metal complexes based on 4-aminoantipyrine-derived ligands.

Currently, aqueous (solvent) thermal synthesis has been successfully applied to the synthesis of some metal-organic backbones with unique structures and special properties [10]. The reaction mechanism follows the liquid nucleation mode [11]. The aqueous (solvent) thermal synthesis reaction makes it possible to synthesize some novel materials with special functions or unique structures using high-temperature aqueous solutions or solvents as reaction media for some reactions that are difficult to occur at room temperature [12].

The crystal structure of the complex can be seen from the figure, and its minimal asymmetric unit consists of one Zn(II) atom, one ligand L1, and two iodine atoms. Among the coordination of the complex, the Zn(II) center adopts the tetracoordinated form of ZnONI2, forming a tetrahedral configuration. The coordinating atoms are derived from the carbonyl oxygen atom in the ligand L1 of one molecule, the nitrogen atom on the pyridine ring of the adjacent ligand L1, and two iodine atoms, respectively. The Zn1–O1 bond length is 1.983(2) Å; the Zn–N bond length is 2.074(2) Å, similar to that reported in the literature [13]; the Zn1–I1 bond length is 2.5450(4) Å, the Zn1–I2 bond length is 2.5475(4) Å, similar to that reported in Ref. [14], and the difference in bond length between the two may be due to spatial structure stacking [15]. In general, all geometric parameters are in the expected ranges [16].


Corresponding authors: Haixia Pang and Qiang Tang, Hubei Provincial Key Laboratory of Green Materials for Light Industry, Collaborative Innovation Center of Green Lightweight Materials and Processing, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China, E-mail: ,

Funding source: Hubei Provincial Key Laboratory of Green Materials for Light Industry and Collaborative Innovation Center of Green Light-Weight Materials and Processing

Award Identifier / Grant number: 202107A08

Funding source: Student’s Platform for Innovation and Entrepreneurship Training Program of Hubei University of Technology

Award Identifier / Grant number: X202110500107

  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 is supported by the Hubei Provincial Key Laboratory of Green Materials for Light Industry and Collaborative Innovation Center of Green Light-Weight Materials and Processing (No. 202107A08), the Student’s Platform for Innovation and Entrepreneurship Training Program of Hubei University of Technology (No. X202110500107).

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

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Received: 2022-08-16
Accepted: 2022-10-14
Published Online: 2022-11-01
Published in Print: 2023-01-27

© 2022 the author(s), published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of undecacalcium decaarsenide, Ca11As10
  4. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4- ylmethylene)amino)-1,2-dihydro-3H -pyrazol-3-one-κ2 N: O)zinc(II)], C17H16I2N4OZn
  5. The crystal structure of 5,10,15,20-tetrakis(4-(tert-butyl)phenyl)porphyrin-21,23-diido-κ4 N 4-naphthalocyanido-κ4 N 4-neodymium(IV) - chloroform (1/6) C114H90N12Cl18Nd
  6. The crystal structure of 1-(4-bromophenyl)-3-(2-chlorobenzyl)urea, C14H12BrClN2O
  7. Crystal structure of bis[benzyl(methyl)carbamodithioato-κ 2 S,S′]-di-n-butyltin(IV), C26H38N2S4Sn
  8. Crystal structure of (E)-3-(2-(4-(diethylamino)-2-hydroxystyryl)-3,3-dimethyl-3H-indol-1-ium-1-yl)propane-1-sulfonate – methanol (1/2), C25H32N2O4S⋅2CH3OH
  9. Synthesis and crystal structure of {(N′,N″-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))-bis(methaneylylidene))bis(2-hydroxybenzohydrazonato)-κ6 N 2 O 4}copper(II), C30H24CuN4O6
  10. The crystal structure of ((E)-2,4-dibromo-6-(((5-(nitro)-2-oxidophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Br2MnN5O4
  11. Synthesis and crystal structure of 1-((3R,10S,13R,17S)-10,13-dimethyl-3-(p-tolylamino)hexadecahydro-1H-cyclopenta-[a]phenanthren-17-yl)ethan-1-one, C28H41NO
  12. The crystal structure of 3-nitrobenzene-1,2-dicarboxylic acid—pyrazine-2-carboxamide(1/1), C13H10N4O7
  13. Crystal structure of poly[tetrakis(μ3-2-aminonicotinato-κ3N,O,O′)-(μ2-oxalato-κ4 O,O′:O″,O′″)-(μ4-oxalato-κ6 N:N′:O,O′:O″,O′″)dicopper(I)-disamarium(III)], [SmCu(C6N2H5O2)2(C2O4)] n
  14. The crystal structure of 2,3,4-trihydroxybenzoic- acid—pyrazine-2-carboxamide—water (1/1/1), C12H13N3O7
  15. Crystal structure of N-ethyl-4-[3-(trifluoromethyl)-phenyl]piperazine-1-carbothioamide, C14H18F3N3S
  16. The crystal structure of 3-anilino-1,4-diphenyl-4H-1,2,4-triazol-1-ium iodide, C20H17N4I
  17. The crystal structure of (tris(2-benzimidazolylmethyl)amine)-benzoato-copper(II) perchlorate monohydrate, CuC31H28N7O7Cl
  18. Crystal structure of [2-hydroxy-3-methyl-benzoato-k1 O-triphenyltin(IV)], C26H22O3Sn
  19. Crystal structure of diaqua-bis(4-(hydroxymethyl)-benzoato-k1 O)zinc(II), C16H18O8Zn
  20. The crystal structure of dicarbonyl-(N-nitroso-N-oxido-phenylamine-κ 2 O,O)-rhodium(I), C8H5N2O4Rh
  21. The crystal structure of oxalic acid – 2-ethoxybenzamide (2/1), C20H24N2O8
  22. The crystal structure of ethyl 7-ethyl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C10H15N5O2
  23. Crystal structure of poly[(N,N-dimethylacetamide-κO) (μ4-2-nitroisophthalato-κ 4 O:O′:O″:O′″)manganese(II)], C11H10N2O7Mn
  24. Crystal structure of 14-O-acetyldelcosine, C26H41NO8
  25. The crystal structure of poly[(1,10-phenanthroline-κ2 N,N′)-(μ 4-2-chlorobenzene-1,3-dicarboxylato-κ5 O:O′:O″:O‴) cadmium(II)] monohydrate, C20H13CdClN2O5
  26. Crystal structure of propane-1,3-diylbis(diphenylphosphine sulfide) ethanol solvate, C27H26P2S2
  27. Crystal structure of bis{[(4-diethylamino-2-hydroxy-benzylidene)-hydrazinocarbonylmethyl]-trimethylammonium} tetrabromozincate, C32H54N8O4ZnBr4
  28. Synthesis and crystal structure of dimethyl 2,2′-(2,5-bis(4-hydroxyphenyl)-2,5-dihydrofuran-3,4-diyl)dibenzoate, C34H30O7
  29. Synthesis and crystal structure of 2-(2-oxo-2-phenylethyl)-4H-chromen-4-one, C17H12O3
  30. The crystal structure of tetra(imidazole-κ1 N)zinc(II) μ2-oxido-hexaoxido-divanadium(VI) C12H16N8O6V2Zn
  31. Crystal structure of S-2-(1-(5-methylpyridin-2-ylamino)octyl)-3-hydroxynaphthalene-1,4-dione, C24H28N2O3
  32. Crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxido-2-oxo-2-phenylethylidene)-benzohydrazonato-κ5 N,O,O′:N′,O′′)-oktakis(pyridine-κ1 N)trinickel(II) – methanol – pyridine (1/1/1) C76H65N13Cl2Ni3O9
  33. The crystal structure of methyl 3,5-diaminobenzoate, C8H10N2O2
  34. Crystal structure of 10-(9H-carbazol-9-yl)-5H-dibenzo[a,d][7]annelen-5-one, C27H17NO
  35. Crystal structure of ethyl 1-(2-hydroxyethyl)-4-((4-methoxyphenyl)amino)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate, C16H20N2O5
  36. The crystal structure of 1-(4-bromophenyl)-3-cycloheptylurea, C14H19BrN2O
  37. The crystal structure of 1,4-bis(1,2,3,4,5-pentamethylcyclopenta-2,4-dien-1-yl)-3,6-bis ((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)-1,4-dialuminacyclohexane – benzene (1/2), C50H72Al2B2O4
  38. Crystal structure of bis(μ 3-diphenylphosphinato)-tetrakis(μ 2-diphenylphosphinato)-bis(diphenylphosphinato)-bis(μ 2-hydroxo)dicopper(II)-ditin(IV), C104H100O18P8Cu2Sn2
  39. Crystal structure of 3-((3,4-dichloroisothiazol-5-yl)methoxy)benzo[d] isothiazole 1,1-dioxide, C11H6Cl2N2O3S2
  40. Synthesis and crystal structure of 2-(2-(2-fluorophenyl)-2-oxoethyl)-4H-chromen-4-one, C17H11FO3
  41. The crystal structure of tris(carbonyl)-bis(carbonyl)-[μ-propane-1,2- dithiolato]-(benzyldiphenylphosphine)diiron (Fe—Fe), C27H23Fe2O5PS2
  42. Crystal structure of 1-(2-(4-chlorophenethyl)-2-hydroxy-3,3-dimethylbutyl)-1H-1,2,4-triazol-4-ium nitrate, C16H23N4O4Cl
  43. The crystal structure of 3,3′-disulfanediyldi(1H-1,2,4-triazol-5-amine) monohydrate, C4H8N8OS2
  44. The crystal structure of trans-[bis(4-methylpyridine-κN)bis(quinoline-2-carboxylato- κ 2 N,O)cadmium(II)], C32H26CdN4O4
  45. The crystal structure of ethyl 2′-hydroxy-4′,6′-dimethoxy-3-(4-methoxynaphthalen-1-yl)-5-oxo-2,3,4,5-tetrahydro-[1,1′-biphenyl]-4-carboxylate, C28H28O7
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