Startseite Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn
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Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn

  • Dong-feng Hong ORCID logo EMAIL logo , Jia-Qi Ye und Wen-Bo Guo
Veröffentlicht/Copyright: 5. April 2023

Abstract

C18H24N6O6Zn, monoclinic, P21/n (no. 14), a = 10.1669(6) Å, b = 8.0831(4) Å, c = 13.1012(8) Å, β =  91.221 ( 5 ) ° , Z = 2, V = 1076.41(11) Å3, R gt(F) = 0.0396, wR ref(F2) = 0.0987, T = 273 K.

CCDC no.: 2240710

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: Colorless block
Size: 0.35 × 0.30 × 0.28 mm
Wavelength: Mo radiation (0.71073 Å)
μ: 1.19 mm−1
Diffractometer, scan mode: SuperNova, ω
θ max, completeness: 29.3°, >99%
N(hkl)measured , N(hkl)unique, R int: 10,917, 2615, 0.057
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 2018
N(param)refined: 144
Programs: CrysAlisPRO [1], SHELX [2, 3], Olex2 [4]
Table 2:

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

Atom x y z U iso*/U eq
Zn1 0.5000 0.5000 0.5000 0.03119 (14)
O1 0.59731 (15) 0.71578 (18) 0.53341 (13) 0.0410 (4)
O2 0.78373 (16) 0.8174 (2) 0.59660 (15) 0.0544 (5)
O3 0.38601 (19) 0.5243 (2) 0.64224 (14) 0.0505 (5)
N1 0.66619 (16) 0.4047 (2) 0.57972 (13) 0.0269 (4)
N2 0.61150 (18) 0.1261 (2) 0.58067 (16) 0.0427 (5)
H2A 0.5373 0.1500 0.5515 0.051*
H2B 0.6302 0.0249 0.5952 0.051*
N3 0.3426 (2) 0.4669 (3) 0.80691 (15) 0.0398 (5)
C1 0.7099 (2) 0.7014 (3) 0.57610 (18) 0.0338 (5)
C10 0.7527 (2) 0.5265 (2) 0.60381 (18) 0.0316 (5)
C3 0.8707 (3) 0.4969 (3) 0.6517 (2) 0.0506 (7)
H3 0.9278 0.5834 0.6679 0.061*
C4 0.9040 (3) 0.3336 (3) 0.6761 (2) 0.0561 (7)
H4 0.9844 0.3100 0.7081 0.067*
C5 0.8185 (2) 0.2093 (3) 0.65260 (18) 0.0415 (6)
H5 0.8394 0.1004 0.6689 0.050*
C6 0.6986 (2) 0.2474 (2) 0.60356 (16) 0.0288 (5)
C7 0.4155 (2) 0.4611 (3) 0.72486 (18) 0.0359 (5)
H7 0.4952 0.4050 0.7300 0.043*
C8 0.3832 (3) 0.3865 (4) 0.90174 (19) 0.0594 (8)
H8A 0.3292 0.2911 0.9126 0.089*
H8B 0.3737 0.4624 0.9575 0.089*
H8C 0.4736 0.3531 0.8977 0.089*
C9 0.2155 (3) 0.5467 (5) 0.8054 (3) 0.0887 (12)
H9A 0.2157 0.6352 0.8543 0.133*
H9B 0.1490 0.4676 0.8224 0.133*
H9C 0.1971 0.5904 0.7384 0.133*

1 Source of material

All reagents were purchased and used without further purification. The title complex was synthesized solvothermally in a 25 mL Teflon-lined autoclave by heating a mixture of equal mole of 6-aminopyridine-2-carboxylic acid (13.8 mg, 0.1 mmol), Zn ( N O 3 ) 2 ·6H2O (29.8 mg, 0.1 mmol) and 6 mL N,N-dimethylformamide at 353 K for 72 h. After the mixture was slowly cooled to room temperature at a rate of 5 K h−1, colorless crystals were collected by filtration and washed with distilled water in 39% yield.

2 Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

3 Comment

The selection of suitable organic ligands and joining metal centers are very important to obtain the desired metal complexes. Multidentate organic ligands containing N- and O-donors, for example, pyridine carboxylate including pyridine-2-carboxylic acid, nicotinic acid, isonicotinic acid, 3-hydroxy-2-carboxylic acid and 6-hydroxypyridine-2-carboxylic acid have been used for the syntheses of metal complexes [5], [6], [7], [8], [9]. From the point of view of structural chemistry, the 6-aminopyridine-2-carboxylic acid (HL) is an efficient ligand, which contains N and O coordination sites and exhibits rich coordination modes. In previous work, the ligand has been used to synthesize corresponding metal complexes and the ligand shows excellent chelating coordination ability [10], [11], [12], [13], [14].

The asymmetric unit consists of half of a Zn(II) ion located on a crystallographic inversion center and chelation L anion plus DMF. The central Zn(II) ion is six-coordinated in a distorted octahedral coordination geometry finished by two carboxylate oxygen atoms, two pyridyl nitrogen atoms from two L anions and two coordinated N,N-dimethylformamide molecules. In the complex, the Zn–O bonds distances are 2.0481(17) and 2.2241(19) Å, and the Zn–N bond distance is 2.1127(19) Å. The O–Zn–O angles range from to 89.81(8) and 180.0°, the O–Zn–N angles range from 80.02(7) to 99.98 ( 7 ) ° . These values are matched with the previously reported other Zn(II) complexes [15]. In the complex, central Zn(II) ion is connected by L anions with a N, O chelating mode to generate a discrete molecule structure. In the crystal, intermolecular N–H⋯O hydrogen interactions are observed involving the amino groups and carboxylate oxygen atoms.


Corresponding author: Dong-feng Hong, College of Food and Drug, Luoyang Normal University, Luoyang, Henan 471934, P.R. China, E-mail:

Funding source: Luoyang Normal University

Award Identifier / Grant number: DT2100009147

Award Identifier / Grant number: RH2100009357

  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 grants from Luoyang Normal University (DT2100009147 and RH2100009357).

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

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Received: 2023-02-16
Accepted: 2023-03-24
Published Online: 2023-04-05
Published in Print: 2023-06-27

© 2023 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 phenyl(3,3-dichloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one)methanone, C7H4Cl2N2O
  4. Crystal structure of poly[diaqua-bis(μ 2-1,4-diaminobutane-N:N′)cobalt(II)] dichloride, C8H28Cl2CoN4O2
  5. Synthesis and crystal structure of (4aR,7S)-7-hydroxy-7-isopropyl-1,1-dimethyldecahydro-2H,6H-8a,4a-(epoxymethano)phenanthren-12-one, C20H32O3
  6. The crystal structure of 1-(2-chlorobenzyl)-3-(3,5-dichlorophenyl)urea, C14H11Cl3N2O
  7. Crystal structure of tetrapropylammonium-1,3,5-thiadiazole-5-amido-2-carbamate – 1,2,4-thiadiazole-3,5-diamine – water (1/1/1), C17H37N9O3S2
  8. Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2
  9. The crystal structure of ((E)-2,4-dichloro-6-(((2-hydroxy-5-nitrophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Cl2MnN5O4
  10. The crystal structure of aqua-bis{2-bromo-6-((2-(2-phenylacetyl)hydrazineylidene)methyl)phenolato-κ3 N,O,O′}-dimethylformamide-κ1 O-erbium(III) chloride – dimethylformamide – water (1/2/1), C39H49N7O9Br2ClEr
  11. Crystal structure of (diaqua-bis(phenanthroline-K 2 N,N′)-tetrakis(m 2-3,4,5,6-tetrafluorophthalato-K 4 O,O:O′:O″;K 2 O:O′)dierbium (III) phenanthroline (1/2), C80H38Er2F16N8O18
  12. Crystal structure of (E)-7-methoxy-2-(4-methoxy-2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C20H17F3O3
  13. The crystal structure of 4–(4,4,5,5–tetramethyl–1,3,2–dioxaborolan–2–yl)morpholine, C10H20BNO3
  14. The crystal structure of catena–poly[aqua(1-naphthoato-κ 2 O,O′)-(μ-1-naphthoato-κ 4 O:O,O′:O′)lead(II)], C22H16O5Pb
  15. The crystal structure of 1-(4-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  16. The crystal structure of 4-(pyren-1-yl)butyl-4-nitrobenzoate, C27H21NO4
  17. Crystal structure of cyclo-(bis(µ2-3,3′-(1H-imidazole-3-ium-1,3-diyl)dipropionato-κ4 O,O′:O″,O″′)-dinitrato-κ2 O,O′-tetraoxido-diuranium(VI) C18H22N6O18U2
  18. The crystal structure of catena-[nitrato-κ 2 O,O′-(μ 3-3-iodobenzene-1,2-dicarboxylato-κ 4 O:O′:O″,O‴)-(2,2′:6′,2″-terpyridine-κ 3 N,N′,N″)lanthanum(III)], C23H14IN4O7La
  19. Redetermination of crystal structure of [bis(pyridin-2-ylmethyl)amine-κ 3 N,,]chloridopalladium(II) chloride monohydrate
  20. Crystal structure of catena-poly[triaqua-[bis(m2-4-(1H-1,2,4-triazol-1-yl)benzoato-k2O:O')-(4-(1H-1,2,4-triazol-1-yl)benzoato-k1O)-praseodymium (III) monohydrate], C27H26N9O10Pr
  21. Crystal structure of trans-diaqua-bis(methyl methylcarbamohydrazonothioato-κ2 N,N′) nickel(II) iodide semihydrate, C6H22N6O2NiS2I2·0.5H2O
  22. The crystal structure of 2-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)isoindolin-1-one, C17H13F4NOS
  23. The crystal structure of di-μ-1-naphthylacetato-κ 3 O,O′:O;κ 3 O:O,O′-bis[(1-naphthylacetato-κ 2 O,O′)(2,2′-bipyridine-κ 2 N,N′)lead(II)] monohydrate, C68H54N4O9Pb2
  24. Crystal structure of tetrapropylammonium guanidinium 4,4′-sulfonyldibenzoate monohydrate, C27H44N4O7S
  25. Crystal structure of bis(tetrapropylammonium) terephthalate – 1-(diaminomethylene)thiourea – water (1/2/4) C18H40N5O4S
  26. Crystal structure of (E)-7-fluoro-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C21H20FNO2
  27. The crystal structure of poly[diaqua-bis(μ 3-5-bromobenzene-1,3-dicarboxylato-κ 3 O,O,O′)-(μ 2-1,3-bis-(4-pyridyl)-propane-κ 2 N,N′)-dizinc(II))] – 5-bromobenzene-1,3-dicarboxylic acid [2/1], C37H29Br3N2O14Zn2
  28. The crystal structure of 2-bromo-1,3-phenylene bis(4-methylbenzenesulfonate), C20H17BrO6S2
  29. Crystal structure of europium dichromium icosaaluminum, EuCr2Al20
  30. The crystal structure of N1,N3-di((E)-benzylidene) isophthalohydrazide dihydrate, C 22 H 22 N 4 O 4
  31. Crystal structure of 7α,11α-dihydroxy-15-oxo-ent-kauran-16-en-19,6β-olide, C20H26O5
  32. Crystal structure of 4-chloro-N′-[(1E)-pyridin-3-ylmethylidene]benzohydrazide, C13H10ClN3O
  33. The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3
  34. Crystal structure of E-7-fluoro-2-(2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C18H12F4O
  35. Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn
  36. Crystal structure of 5-(adamantan-1-yl)-3-[(4-{[2-(trifluoromethyl)phenyl]-methyl}piperazin-1-yl)methyl]-1,3,4-oxadiazole-2(3H)-thione, C25H31F3N4OS
  37. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea – water (2/2/1), C30H72N10O7S2
  38. Crystal structure of tris(2,2′-bipyridine-κ2 N,N′)iron(II) triiodide – dichloromethane (2/1), C61H50Cl2Fe2I12N12
  39. Crystal structure of 2-amino-3-[2-(1,3,3-trimethyl-1,3-dihydro-indol-2-ylidene)-ethylideneamino]-but-2-enedinitrile, C17H17N5
  40. The crystal structure of 1-(2-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  41. Crystal structure of potassium bis(pentaselenido-κ 2 Se 1,Se 5)palladate(II), K2[Pd(Se5)2]
  42. The crystal structure of 5,10-bis(2-methoxyethyl)-5,10-dihydro-[1,2,3,4]tetrathiocino[5,6-b:8, 7-b′]diindole, C22H22N2O2S4
  43. The crystal structure of 4-(4-iodophenyl)-5H-1,2,3-dithiazole-5-thione, C8H4INS3
  44. Crystal structure of bis{μ2-(4-acetyl-phenoxy)acetato-κ2 O:O′}-bis{μ2-(4-acetyl-phenoxy)acetato-κ3 O,O′:O)- bis{(4-acetyl-phenoxy)acetato-κ2 O,O′}-bis(phenanthrolin-κ2 N,N′)didysprosium(III) tetrahydrate, C84H78N4O28Dy2
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  46. Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5
  47. Crystal structure of catena-poly[bis(μ2-dicyanamide-κ2 N:N′)-bis(4-vinylpyridine-κN)-copper(II)], C18H14CuN8
  48. The crystal structure of iguratimod-dimethylformamide (1/1), C17H14N2O6S·C3H7NO
  49. Synthesis and crystal structure of 1-((3R,10S,13S,17S)-10,13-dimethyl-3-(m-tolylamino)hexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)ethan-1-one, C28H41NO
  50. The crystal structure of diaqua-bis(4-bromo-2-formylphenoxy)zinc(II), C14H12Br2O6Zn
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  52. The crystal structure of (E)-N′-(1-(4-fluorophenyl)propylidene)-2-hydroxybenzohydrazide, C16H15FN2O2
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