Home Crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-(μ2-4-amino-4H-1,2,4-triazole-κ2N:N′) copper(II)], C9H8N5O5CuI
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Crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-(μ2-4-amino-4H-1,2,4-triazole-κ2N:N′) copper(II)], C9H8N5O5CuI

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Published/Copyright: May 6, 2021
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 236 Issue 4

Abstract

C9H8N5O5CuI, orthorhombic, Pbca (no. 61), a = 11.0801(4) Å, b = 6.8489(3) Å, c = 35.3975(13) Å, Z = 8, V = 2686.20(18) Å3, Rgt(F) = 0.0325, wRref(F2) = 0.0707, T = 292 K.

CCDC no.: 2073610

A part of the polymeric title 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:Blue block
Size:0.32 × 0.28 × 0.21 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:3.96 mm−1
Diffractometer, scan mode:SuperNova, ω
θmax, completeness:25.0°, 99%
N(hkl)measured, N(hkl)unique, Rint:23,030, 2332, 0.043
Criterion for Iobs, N(hkl)gt:Iobs > 2σ(Iobs), 2218
N(param)refined:192
Programs:CrysAlisPRO [1], SHELX [2], [3], Olex2 [4]
Table 2:

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

AtomxyzUiso*/Ueq
I10.60511 (3)0.22740 (5)0.48729 (2)0.03420 (12)
Cu10.46387 (4)0.45082 (9)0.66587 (2)0.02476 (16)
O10.2926 (2)0.4176 (4)0.64443 (7)0.0231 (7)
O20.1976 (3)0.3258 (5)0.59169 (8)0.0293 (7)
O30.6498 (3)0.4454 (5)0.66933 (8)0.0334 (8)
O40.8101 (3)0.4289 (6)0.63146 (10)0.0435 (9)
O50.4725 (3)0.7739 (5)0.64672 (9)0.0336 (8)
H5A0.43200.79140.62660.050*
H5B0.54380.80500.64010.050*
N10.5017 (3)0.3674 (5)0.61579 (9)0.0203 (8)
N20.4495 (3)0.5222 (6)0.71922 (9)0.0241 (8)
N30.3489 (3)0.5271 (7)0.74187 (11)0.0364 (10)
N40.5097 (3)0.5676 (5)0.77657 (10)0.0243 (8)
N50.5828 (3)0.6107 (6)0.80829 (10)0.0297 (9)
H5C0.58420.51080.82340.036*
H5D0.65620.63610.80130.036*
C10.2897 (4)0.3597 (6)0.61026 (12)0.0208 (9)
C20.4122 (4)0.3307 (6)0.59181 (12)0.0195 (9)
C30.4377 (4)0.2834 (7)0.55476 (12)0.0249 (10)
H30.37630.25390.53780.030*
C40.5579 (4)0.2812 (7)0.54364 (12)0.0266 (10)
C50.6498 (4)0.3206 (7)0.56921 (12)0.0270 (10)
H50.73030.31830.56190.032*
C60.6174 (4)0.3630 (7)0.60573 (12)0.0242 (10)
C70.7015 (4)0.4156 (7)0.63782 (13)0.0305 (11)
C80.5438 (4)0.5452 (7)0.74076 (12)0.0287 (11)
H80.62340.54600.73230.034*
C90.3885 (4)0.5551 (9)0.77627 (14)0.0395 (13)
H90.33970.56500.79760.047*

Source of material

All chemicals were used without further purification. The title compound was prepared under hydrothermal conditions. A mixture of Cu(OAc)2·H2O (20.0 mg, 0.1 mmol), 4-iodopyridine-2,6-dicarboxylic acid (29.2 mg, 0.1 mmol), 4-amino-4H-1,2,4-triazole and 4 mL deionized water was sealed in a 20 mL screw capped vial and heated at 70 °C for three days. After cooling to room temperature naturally, blue crystals were collected by filtration and washed with distilled water in 53% yield. Elemental analysis calculated for C9H8N5O5CuI: C 23.65, H 1.75, O 17.52%; found C 23.68, H 1.82, O 17.56%.

Experimental details

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

Comment

Recently, much effort has been devoted to the synthesis of coordination polymers (CPs) owing to their potential applications in catalysis, drug delivery, chromism, gas storage, and luminescent sensors [5], [6], [7], [8], [9], [10]. In the self-assembly of CPs, noncovalent interactions, such as hydrogen bonding, π⋯π stacking, van der Waals, halogen bonding, as well as electrostatic or dipole interaction are important as they not only help in understanding the essential nature of these interactions but also provide many clues to guide the synthesis of CPs [11], [12], [13]. On the other hand, aromatic polycarboxylates with various coordination modes have been used to synthesize target CPs. However, the multidentate ligands containing N and O atoms are very limited [14], [15], [16]. From the point of view of structural chemistry, 4-iodopyridine-2,6-dicarboxylate (ipydc) containing N and O coordination sites is a tridentate carboxylate derivative and provides various coordination modes to synthesize both discrete and consecutive CPs under appropriate conditions. Moreover, the I atom on the pyridyl ring can be involved in halogen bonding formation. In this work, we report a CP based on Cu(II) ions, ipydc ligand and 4-amino-4H-1,2,4-triazole (NH2trz).

In the asymmetric unit of the title structure, there are one crystallographically independent Cu(II) centre, one NH2trz molecule, one deprotonated ipydc ligand and one coordinated water molecule. The Cu(II) centre is in a distorted octahedral geometry with the CuO3N3 chromophore. The basal positions are occupied by three donor atoms from one tridentate ipydc ligand and one nitrogen atom from one NH2trz ligand. The axial position is occupied by an oxygen atom of the coordinated water molecule and one nitrogen atom from one NH2trz ligand. The Cu–O/N distances associated with central Cu atoms are in the range of 1.909(3)–2.556(4) Å and the bond angles about the Cu(II) centers range from 80.04(12)° to 171.34(15)°. These values match with previously reported Cu(II) compounds [17]. The NH2trz ligand link Cu(II) centers to generate a one-dimensional chain structure (see the figure).

It is worth mentioning that the compound contains water and NH2 groups of NH2trz molecules, which form abundant hydrogen bonds. A number of O–H⋯O, and N–H⋯O hydrogen bonds is present, involving the water molecule, the NH2 group of NH2trz and the carboxylate groups of ipydc. Besides the hydrogen-bonding interactions, the coordinated triazole rings are connected through π⋯π stacking interactions, with a centroid–centroid distance of 3.613(3) Å. Furthermore, there is a halogen bond as the distance between I atom and the carboxylate O atom of ipydc is 3.000(3) Å, which is shorter than the sum of the van der Waals radii of the two atoms (ca. 3.5 Å).

Corresponding author: Benlian Lv, School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang471023, China, E-mail:

Funding source: HAUST

Award Identifier / Grant number: 13480061

Acknowledgements

This work was supported by the grants from the PhD Startup Fund of HAUST (13480061).

  1. Author contributions: The author has accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: PhD Startup Fund of HAUST (13480061).

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

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Received: 2021-03-27
Accepted: 2021-04-22
Published Online: 2021-05-06
Published in Print: 2021-07-27

© 2021 Benlian Lv, published by De Gruyter, Berlin/Boston

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

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  2. New Crystal Structures
  3. Crystal structure of poly[(μ2-aqua-tetraaqua-(μ3-glutarato-κ4O,O′:O′:O′′)-(μ5-glutarato-κ6O:O,O′:O′:O′′:O′′′)distrontium(II)], C10H22O13Sr2
  4. The crystal structure of acetato-κ1O-{(2-(2-(2-aminophenoxy)ethoxy)phenyl)(4-oxo-4-phenylbut-2-en-2-yl)amido-κ2N,N′,O}copper(II), C26H26CuN2O5
  5. Crystal structure of dimethanolato-k2O:O-bis(1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κN)-bis(thiocyanato-κN)dicopper(II), C34H32Cu2N12O2S2
  6. Crystal structure of poly[diaqua-bis(μ2-3-(pyrimidin-5-yl)benzoato-κ2N:O)cobalt(II)] dihydrate, [Co(C11H11O2N2)2(H2O)2]
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  27. The crystal structure of ethyl 5-methyl-7-(4-(phenylthio)phenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C20H19N5O2S
  28. Crystal structure of N′,N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis(methaneylylidene))-di(isonicotinohydrazide)– water – dimethylformamide (1/4/2), C25H24N8O2·4H2O·2C3H7NO
  29. Synthesis and crystal structure of 4-(2,4-dinitrophenoxy)benzaldehyde, C13H8N2O6
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  31. Crystal structure of (E)-amino(2-(4-(dimethylamino)benzylidene)hydrazineyl)methaniminium nitrate, C10H16N6O3
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  54. The crystal structure of catena-poly[bis(µ2-1,2-bis((1H-imidazol-1-yl)methyl)benzene- κ2N:N′)-bis(nitrato-κO)copper(II)], C28H28N10O6Cu
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  58. Crystal structure of cyclopropane-1,2,3-triyltris(phenylmethanone), C24H18O3
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https://doi.org/10.1515/ncrs-2021-0112
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of poly[(μ2-aqua-tetraaqua-(μ3-glutarato-κ4O,O′:O′:O′′)-(μ5-glutarato-κ6O:O,O′:O′:O′′:O′′′)distrontium(II)], C10H22O13Sr2
  4. The crystal structure of acetato-κ1O-{(2-(2-(2-aminophenoxy)ethoxy)phenyl)(4-oxo-4-phenylbut-2-en-2-yl)amido-κ2N,N′,O}copper(II), C26H26CuN2O5
  5. Crystal structure of dimethanolato-k2O:O-bis(1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κN)-bis(thiocyanato-κN)dicopper(II), C34H32Cu2N12O2S2
  6. Crystal structure of poly[diaqua-bis(μ2-3-(pyrimidin-5-yl)benzoato-κ2N:O)cobalt(II)] dihydrate, [Co(C11H11O2N2)2(H2O)2]
  7. Crystal structure of bis(3,3-dimethyl-1-phenylbut-1-en-2-yl)(trimethylsilyl)amido-k1N)zinc(II), Zn(C15H24NSi)2
  8. Crystal structure of catena-poly[(μ2-methanolato-κ2O:O)-(μ2-1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)-(thiocyanato-κ1N)copper(II)] 0.25 hydrate, C17H16CuN6OS ⋅ 0.5H2O
  9. The crystal structure of 2-amino-5-nitroanilinium iodide monohydrate, C6H8IN3O2
  10. The crystal structure of 3-amino-5-carboxypyridin-1-ium perchlorate monohydrate, C6H9ClN2O7
  11. Crystal structure of 7-hydroxy-2,4-dimethoxy-9,10-dihydrophenanthrene from Arundina graminifolia, C16H16O3
  12. Crystal structure of 6,6′-((1E, 1′E)-(((1R, 2R)-1,2-diphenylethane-1,2-diyl) bis(azanylylidene))bis(methanylylidene))bis(2-ethylphenol), C32H32N2O2
  13. The crystal structure of 2-amino-5-carboxypyridin-1-ium iodide monohydrate, C6H9IN2O3
  14. The crystal structure of 2-(3,5-difluorophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C16H11BF2N2
  15. Crystal structure of bis{(2-pyridinyl)-1-phenyl-1-isopropylmethanolato-κ2N,O}nickel, C30H32N2NiO2
  16. Crystal structure of poly[(m3-3-carboxyadamantane-1-carboxylato-κ3O:O′:O″)-(phenanthroline-κ2N,N′)sodium(II)], C24H23N2NaO4
  17. Crystal structure of 2-phenylethynyl-1,3,6,8-tetramethylBOPHY (BOPHY = bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine), C22H20B2F4N4
  18. Crystal structure of 4-tert-butyl-2-N-(2-pyridylmethyl)aminophenol, C16H20N2O
  19. The crystal structure of (3Z,3′Z)-4,4′-((1,4-phenylenebis(methylene))bis(azanediyl))bis(pent-3-en-2-one), C18H24N2O2
  20. Crystal structure of (morpholine-1-carbodithioato-κ2-S,S′)bis(triphenylphosphine-κ-P)gold(I), C41H38AuNOP2S2
  21. Crystal structure of 1,4-bis(4-bromobenzyl)-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carbonitrile, C26H19Br2ClN2
  22. The crystal structure of fac-tricarbonyl (N′-benzoyl-N,N-diphenylcarbamimidothioato-κ2S,O)-(pyrazole-κN)rhenium(I) — methanol (1/1) C26H23O4N4SRe
  23. The crystal structure of Ba2Mn(SeO3)2Cl2 containing 1∞[Mn(SeO3)2Cl2]4− chains
  24. Crystal structure of 3,3′,3″-((1E,1′E,1″E)-((nitrilotris(ethane-2,1-diyl))tris(azaneylylidene)) tris(methaneylylidene))tris(4-hydroxy-1-naphthaldehyde) monohydrate, C42H36N4O6·H2O
  25. The crystal structure of 4-(6-acetyl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidin-7-yl)benzonitrile, C14H12N6O
  26. Crystal structure of benzo[d][1,3]dioxol-5-yl-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18O5
  27. The crystal structure of ethyl 5-methyl-7-(4-(phenylthio)phenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C20H19N5O2S
  28. Crystal structure of N′,N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis(methaneylylidene))-di(isonicotinohydrazide)– water – dimethylformamide (1/4/2), C25H24N8O2·4H2O·2C3H7NO
  29. Synthesis and crystal structure of 4-(2,4-dinitrophenoxy)benzaldehyde, C13H8N2O6
  30. The crystal structure of 1-dodecylpyridin-1-ium bromide monohydrate, C17H32BrNO
  31. Crystal structure of (E)-amino(2-(4-(dimethylamino)benzylidene)hydrazineyl)methaniminium nitrate, C10H16N6O3
  32. Crystal structure of (E)-(2-((1H-pyrrol-2-yl)methylene)hydrazineyl)(amino)methaniminium nitrate monohydrate, C6H12N6O4
  33. The crystal structure of hexakis(1-propylimidazole-κ1N)copper(II) dichloride, C36H60Cl2CuN12
  34. The crystal structure of bis{(μ2-3,3-dimethyl-1-phenylbut-1-en-2-yl)((dimethylamino)dimethylsilyl)amido-κ3N,N′:N′}dilithium, C32H54Li2N4Si2
  35. The crystal structure of methyl 4-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)benzoate, C18H15BN2O2
  36. Crystal structure of (E)-N-(1-((2-chlorothiazol-5-yl)methyl)pyridin-2(1H)-ylidene)-2,2,2-trifluoroacetamide, C11H7ClF3N3OS
  37. Crystal structure of N′, N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis (methaneylylidene))di(picolinohydrazide) – water – methanol (1/1/1), C25H24N8O2·H2O·CH3OH
  38. Crystal structure of 3-(2-chloro-benzyl)-7-[4-(2-chloro-benzyl)-piperazin-1-yl]-5,6,8-trifluoro-3H-quinazolin-4-one, C26H21Cl2F3N4O
  39. Crystal structure of N1,N2-bis(2-fluorobenzyl)benzene-1,2-diamine,C20H18F2N2
  40. The crystal structure of 2-(benzo[d][1,3]dioxol-5-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C17H13BN2O2
  41. The crystal structure of 6,6′-((1E,1′E)-hydrazine-1,2-diylidenebis(methaneylylidene)) bis(2-bromo-4-nitrophenol) — dimethylsulfoxide (1/2), C14H8Br2N4O6⋅2(C2H6OS)
  42. Selective biocatalytic synthesis and crystal structure of (2R,6R)-hydroxyketaminium chloride, C13H17Cl2NO2
  43. Crystal structure of bis{tetraaqua-[μ3-1-(4-carboxylatophenyl)-5-methyl-1H-pyrazole-3-carboxylate-κ4N,O,O′,O″] [μ2-1-methyl-1H-pyrazole-3,5-dicarboxylate-κ3N,O:O]dicobalt(II)} dihydrate, C36H44Co4N8O26
  44. Crystal structure of diethyl-2,2′-naphthalene-2,3-diylbis(oxy)diacetate, C18H20O6
  45. Synthesis and crystal structure of poly[(μ3-2-(2-carboxylatophenyl)-1H-benzo[d]imidazole-5-carboxylato-κO,O′:O′;:O″, O″′)-(μ2-1-(4-(1Himidazol-1-yl)phenyl)-1H-imidazole-κ2N:N′)cadmium(II)], C27H18CdN6O4
  46. The crystal structure of catena-poly[diaqua-bis(μ2-2-((2-(2-phenylacetyl)hydrazineylidene)methyl)benzoato-κ2O:O')zinc(II)], C32H30N4O8Zn
  47. The crystal structure of 2-(3,4-dimethoxyphenyl)-2,3-dihydro-1H-naphtho [1,8-de][1,3,2]diazaborinine, C18H17BN2O2
  48. The crystal structure of hexakis(1-ethylimidazole-κ1N)nickel(II) dichloride – 1-ethylimidazole (1/2), C40H64Cl2NiN16
  49. Crystal structure of diaqua-bis(2,4-dinitrophenolato-κ2O,O′)copper(II) 1.5 hydrate, C12H13CuN4O13.5
  50. Crystal structure of N′,N‴-((1E,1′E)-((decane-1,10-diylbis(oxy))bis(2,1-phenylene)) bis(methaneylylidene))di(isonicotinohydrazide), C36H40N6O4
  51. The crystal structure of 2-[(R)-1-(naphthalen-1-yl)ethyl]-2,3,7,7a-tetrahydro-3a,6-epoxyisoindol-1(6H)-one, C19H20NO2
  52. Synthesis and crystal structure of (1E,2E)-3-(anthracen-9-yl)-1-(4-methoxyphenyl)prop-2-en-1-one oxime, C24H19NO2
  53. Synthesis and crystal structure of (2E,2′E)-3,3′-(1,3-phenylene)bis(1-(3-bromophenyl)prop-2-en-1-one), C24H16Br2O2
  54. The crystal structure of catena-poly[bis(µ2-1,2-bis((1H-imidazol-1-yl)methyl)benzene- κ2N:N′)-bis(nitrato-κO)copper(II)], C28H28N10O6Cu
  55. Synthesis and crystal structure of the novel chiral acetyl-3-thiophene-5-(9-anthryl)-2-pyrazoline, C23H18N2OS
  56. Crystal structure of (E)-3-(dimethylamino)-1-(thiophen-3-yl)prop-2-en-1-one, C9H11NOS
  57. Crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-(μ2-4-amino-4H-1,2,4-triazole-κ2N:N′) copper(II)], C9H8N5O5CuI
  58. Crystal structure of cyclopropane-1,2,3-triyltris(phenylmethanone), C24H18O3
  59. Crystal structure of bis(amino(thioureido)methaniminium) terephthalate, C12H18N8O4S2
  60. A three-dimensional Eu(III) framework in the crystal structure of dimethylaminium poly[dimethylformamide-κ1N)bis(μ4-terephthalato-κ4O:O′:O′′:O′′′)europium(III)] monohydrate, C21H25EuN2O10
  61. Crystal structure of 2-methoxyphenyl 2-(6-methoxynaphthalen-2-yl)propanoate, C21H20O4
  62. The crystal structure of Hexakis(diethylamido)dimolybdenum, Mo2(NEt2)6
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