Startseite Crystal structure of poly[μ10-4,4′-methylene-bis(oxy)benzoatodipotassium], C15H10K2O6
Artikel Open Access

Crystal structure of poly[μ10-4,4′-methylene-bis(oxy)benzoatodipotassium], C15H10K2O6

  • Ting T. Wu , Si N. Gu , Zhi Y. Ou , Ting Y. Nie und Yang Liu ORCID logo EMAIL logo
Veröffentlicht/Copyright: 4. April 2024

Abstract

C15H10K2O6, orthorhombic, Pna21 (no. 33), a = 11.4410(13) Å, b = 3.9881(5) Å, c = 32.465(4) Å, V = 1481.3(3) Å3, Z = 4, R gt(F) = 0.0356, wR ref(F 2) = 0.0918, T = 296.15 K.

CCDC no.: 2326610

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 block
Size: 0.10 × 0.10 × 0.10 mm
Wavelength: MoKα radiation (0.71073 Å)
μ: 0.67 mm−1
Diffractometer, scan mode: φ and ω
θ max, completeness: 31.0°, >99 %
N(hkl)measured, N(hkl)unique, R int: 8995, 3943, 0.028
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 3446
N(param)refined: 208
Programs: Bruker [1], Olex2 [2], Shelx [3]
Table 2:

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

Atom x y z U iso*/U eq
K1 0.31723 (9) 0.2140 (2) 0.96064 (3) 0.0273 (2)
K2 0.43387 (10) 0.27688 (19) 0.39319 (3) 0.0289 (3)
O1 0.3429 (4) 0.1983 (8) 0.47006 (13) 0.0319 (8)
O2 0.5327 (4) 0.2959 (8) 0.48088 (14) 0.0328 (8)
O3 0.4056 (4) 0.2037 (8) 0.88413 (12) 0.0316 (8)
O4 0.2172 (3) 0.2790 (6) 0.87121 (15) 0.0303 (8)
O9 0.4504 (4) 0.7168 (8) 0.69968 (14) 0.0382 (10)
O14 0.2979 (4) 0.7139 (8) 0.65189 (15) 0.0418 (11)
C1 0.4241 (4) 0.2814 (8) 0.49250 (19) 0.0184 (9)
C2 0.3970 (3) 0.3912 (9) 0.53596 (13) 0.0238 (7)
C3 0.2828 (3) 0.3572 (11) 0.55058 (14) 0.0296 (7)
H3 0.2259 0.2617 0.5338 0.035*
C4 0.2535 (3) 0.4638 (10) 0.58964 (13) 0.0331 (8)
H4 0.1771 0.4412 0.5989 0.040*
C5 0.3371 (4) 0.6039 (10) 0.61498 (13) 0.0309 (8)
C6 0.4525 (3) 0.6249 (12) 0.60203 (14) 0.0351 (9)
H6 0.5101 0.7057 0.6196 0.042*
C7 0.4802 (3) 0.5229 (10) 0.56232 (13) 0.0302 (8)
H7 0.5569 0.5437 0.5532 0.036*
C8 0.3729 (5) 0.9123 (8) 0.67681 (17) 0.0447 (8)
H8A 0.4170 1.0639 0.6594 0.054*
H8B 0.3260 1.0468 0.6954 0.054*
C9 0.4100 (3) 0.6051 (9) 0.73837 (13) 0.0302 (8)
C10 0.4950 (3) 0.4719 (11) 0.76385 (14) 0.0339 (8)
H10 0.5717 0.4532 0.7546 0.041*
C11 0.4659 (3) 0.3665 (11) 0.80317 (13) 0.0301 (7)
H11 0.5235 0.2782 0.8202 0.036*
C12 0.3517 (3) 0.3904 (8) 0.81760 (13) 0.0234 (7)
C13 0.2676 (3) 0.5173 (10) 0.79102 (13) 0.0302 (8)
H13 0.1905 0.5335 0.7999 0.036*
C14 0.2961 (3) 0.6204 (11) 0.75149 (13) 0.0333 (8)
H14 0.2382 0.6996 0.7339 0.040*
C15 0.3177 (4) 0.2824 (9) 0.8609 (2) 0.0263 (12)

1 Source of materials

To a solution of potassium hydroxide (20 ml, 2 M), 4,4′-methylenebis(oxy)benzoic acid was added to form a transparent solution. The corresponding single crystals were obtained within a week by a slow evaporation.

2 Experimental details

The structure was solved by Direct Methods using the Shelx-97 program incorporated into Olex2. All the hydrogen atoms were included in geometric positions and given thermal parameters equivalent to 1.2 times those of the atom to which they were attached [1], [2], [3].

3 Comment

The conformationally flexible carboxylates with long linear backbones are popular bridging ligands for the assembly of the entangled architectures, such as interpenetrations, catenanes and rotaxanes. The 4,4′-methylenebis(oxy)benzoic acid is characteristic of a segment of –O–C–O– chain, which endows the two terminal carboxylate groups with more flexibility for those entangled architectures [4], [5], [6], [7], [8]. In the asymmetric unit K1 and K2 ions show a similar irregular KO6 coordination geometry with two O atoms from one carboxylate group and other four O atoms from four distinct carboxylate groups. K1–O4 and K2–O2 bond lengths are 3.132(5) and 3.064(5) Å, respectively. Other K–O distances (K1–O11, K1–O12, K1–O23, K1–O24, K1–O3, K2–O35, K2–O36, K2–O47, K2–O48, K2–O1) (symmetric codes: 11/2–X, 1/2 + Y, 1/2 + Z; 21/2–X, –1/2 + Y, 1/2 + Z; 31–X,–Y, 1/2 + Z; 41–X, 1–Y, 1/2 + Z; 51–X, 1–Y, –1/2 + Z; 61–X, –Y, –1/2 + Z; 71/2–X, 1/2 + Y, –1/2 + Z; 81/2–X, –1/2 + Y, –1/2 + Z) range between 2.680(4) and 3.132(5) Å [9]. Apart from the chelation with one K ion, each carboxylate group bridges additional four K ions. Thus, each 4,4′-methylenebis(oxy)benzoic acid serves as m10 linkers, which results in a three-dimensional architecture. Notably, there are extensive weak inter-ring π⋯π interactions among the 4,4′-methylenebis(oxy)benzoate molecules (centroid-centroid distance: 3.998 Å).


Corresponding author: Yang Liu, Key Laboratory of Functional Organometallic Materials, College of Chemistry and Materials Science, Hengyang Normal University, Hengyang City, 421008, Hunan Province, People’s Republic of China, E-mail:

Funding source: Innovation Platform Open Fund Project of Hunan Provincial Education Department of China

Award Identifier / Grant number: No. 20K016

  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 Foundation of Key Laboratory of Functional Metal-Organic Compounds of Hunan Province (2022HSKFJJ027), Educational Commission of Hunan Province (No. 23C0227) and the Innovation Platform Open Fund Project of Hunan Provincial Education Department of China (No. 20K016).

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

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Received: 2024-01-26
Accepted: 2024-03-20
Published Online: 2024-04-04
Published in Print: 2024-06-25

© 2024 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. The crystal structure of tris((Z)-2-hydroxy-N-((E)-pyridin-2-ylmethylene)benzohydrazonato-k2O,N)europium(III), C39H30N9O6Eu
  4. Crystal structure of (E)-3-(benzylideneamino)-2-phenylthiazolidin-4-one, C16H14N2OS
  5. The crystal structure of (E)-4-fluoro-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H15FN2O
  6. Crystal structure of (6-chloropyridin-3-yl)methyl 2-(6-methoxynaphthalen-2-yl)propanoate, C20H18ClNO3
  7. Crystal structure of methyl 3-methoxy-4-(2-methoxy-2-oxoethoxy)benzoate, C12H14O6
  8. The crystal structure of bis[(4-methoxyphenyl)(picolinoyl)amido-κ2 N:N′]copper(II), C26H22CuN4O4
  9. The crystal structure of poly[di(μ2-aqua)-diaqua-bis(3-aminopyridine-4-carboxylate-κ2 O: O′)-tetra(μ2-3-aminopyridine-4-carboxylate-κ2 O: O′)-dineodymium(III), [Nd2(C6H5N2O2)6(H2O)4] n
  10. The crystal structure of t-butyl 7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate, C28H34FNO4
  11. Crystal structure of catena-poly[(benzylamine-κ1 N)-(sorbato-κ1 O)-(μ2-sorbato-κ2 O,O′)-copper(II), C19H23CuNO4
  12. Crystal structure of (4-(2-chlorophenyl)-1H-pyrrol-3-yl)(ferrocenyl) methanone, C21H16ClFeNO
  13. The crystal structure of N-[4-(4-bromophenyl)-1,3-thiazol-2-yl]-3-(2-methylphenyl)-2-sulfanylprop-2-enamide hydrate, C19H17BrN2O2S2
  14. The crystal structure of N′-{5-[2-(2,6-dimethylphenoxy) acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl}-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide hydrate
  15. Crystal structure of 2-(naphthalen-1-yl)ethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C26H24O3
  16. Crystal structure of naphthalen-1-ylmethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C25H22O3
  17. Crystal structure of poly[diaqua- (μ4-5-(1H-1,2,4-triazol-1-yl)benzene-1,3-dicarboxylato-κ5N:O,O’:O’’:O’’’)calcium(II), C10H9CaN3O6
  18. Crystal structure of (E)-N′-(4-((E)-3-(dimethylamino)acryloyl)-3-hydroxyphenyl)-N, N-dimethylformimidamide, C14H19N3O2
  19. Crystal structure of (E)-3-(dimethylamino)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one, C13H17NO4
  20. Crystal structure of (2-chloropyridin-3-yl)methyl-2-(6-methoxynaphthalen-2-yl)propanoate, C20H18ClNO3
  21. The crystal structure of diethyl 4-(3,4-dimethylphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, C21H27NO4
  22. Crystal structure of (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-((4-(2-phenylpropyl)phenyl)ethynyl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C36H42O2
  23. Synthesis and crystal structure of 4-(4-cyclopropylnaphthalen-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione, C15H13N3S
  24. Crystal structure of catena-poly[aqua-(2,6-di-(2-pyridyl)-pyridine-κ3 N,N′, N″)(μ2-1,4-naphthalene dicarboxylato-κ2 O,O′)nickel(II)], C27H19NiN3O5
  25. Crystal structure of 3-(diphenylphosphoryl)-3-hydroxy-1-phenylpropan-1-one, C21H19O3P
  26. The crystal structure of R,S-{N-[(2-oxidonaphthalen-1-yl)methylidene]phenylglycinato}divinylsilicon, C23H19NO3Si
  27. The crystal structure of 1,2,4-tris(bromomethyl)benzene, C9H9Br3
  28. Crystal structure of chlorido-[4-(pyridin-2-yl)benzaldehyde-κ2 N,C]-(diethylamine-κ1 N)platinum(II), C16H18ClN2OPt
  29. Crystal structure of 3-(methoxycarbonyl)-1-(4-methoxyphenyl)-2,3,4,9- tetrahydro-1H-pyrido[3,4-b]indol-2-ium chloride hydrate, C40H48Cl2N4O9
  30. The crystal structure of 1-(2-chlorobenzyl)-3-(3-chlorophenyl)urea, C14H12Cl2N2O
  31. Hydrothermal synthesis and crystal structure of aqua-tris(4-acetamidobenzoato-κ2 O,O′)-(1,10-phenanthroline-κ2 N,N′)terbium(III) hydrate C39H36N5O11Tb
  32. The crystal structure of zwitterionic 3-aminoisonicotinic acid, C6H6N2O2
  33. The crystal structure of bis{[monoaqua-μ2-4-[(pyridine-4-carbonyl)-amino]-phthalato-κ3 N:O,O′-(2,2′-bipyridine κ2 N,N′)copper(II)]}decahydrate, C48H56N8O22Cu2
  34. Crystal structure of poly[μ10-4,4′-methylene-bis(oxy)benzoatodipotassium], C15H10K2O6
  35. The crystal structure of catena-poly[[tetraaqua[(μ2-1,4-di(4-methyl-1-imidazolyl)benzene] cobalt(II)]bis(formate)], C16H24CoN4O8
  36. The crystal structure of (E)-2-chloro-5-((2-(nitromethylene)imidazolidin-1-yl)methyl)pyridine, C10H11ClN4O2
  37. The crystal structure of (E)-1-(((2-amino-4,5-dimethylphenyl)iminio)methyl)naphthalen-2-olate, C19H18N2O
  38. Crystal structure of N-(acridin-9-yl)-2-(4-methylpiperidin-1-yl) acetamide monohydrate, C21H25N3O2
  39. The crystal structure of dichlorido-bis(3-methyl-3-imidazolium-1-ylpropionato-κ2 O,O′)-zinc(II), C14H20Cl2N4O4Zn
  40. The crystal structure of 2,8-diethyl-1,3,7,9-tetramethyl-4λ4,5λ4-spiro[dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinine-5,2′-naphtho[1,8-de][1,3,2]dioxaborinine], C25H29BN2O2
  41. The crystal structure of 5-tert-butyl-2-(5-tert-butyl-3-iodo-benzofuran-2-yl)-3-iodobenzofuran, C24H24I2O2
  42. Synthesis and crystal structure of methyl 2-{[4-(4-cyclopropyl-1-naphthyl)-4H-1,2,4-triazole-3-yl]thio} acetate, C18H17N3O2S
  43. The crystal structure of n-propylammonium bis(2,3-dimethylbutane-2,3-diolato)borate-boric acid (1/1), [C3H10N][C12H24BO4]·B(OH)3
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  45. Crystal structure of (4-bromobenzyl)triphenylphosphonium bromide ethanol solvate, C52H48Br4OP2
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  48. The crystal structure of (Z)-4-ethyl-2-((4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methylene)-3,5-dimethyl-2H-pyrrol-1-ium 2,2'-spirobi[naphtho[1,8-de][1,3,2]dioxaborinin]-2-uide, C37H37BN2O4
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  50. The crystal structure of (2-diphenylphosphanylphenyl) 2-[7-(dimethylamino)-2-oxochromen-4-yl]acetate, C31H26NO4P
  51. Crystal structure of (E)-6-(4-ethylpiperazin-1-yl)-2-(3-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C23H25FN2O
  52. The structure of RUB-56, (C6H16N)8 [Si32O64(OH)8]·32 H2O, a hydrous layer silicate (2D-zeolite) that contains microporous levyne-type silicate layers
  53. Crystal structure of 4-amino-3,5-dibromobenzonitrile, C7H4Br2N2
  54. Crystal structure of 2-(naphthalen-1-yl)ethyl 2-acetoxybenzoate, C21H18O4
  55. Single-crystal structure determination of Tm3B12O19(OH)7
  56. Crystal structure determination of NdB3.6O7
  57. The crystal structure of NdB6O8(OH)5·H3BO3
  58. Crystal structure of 2-(5-ethylpyridin-2-yl)ethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H25NO3
  59. Crystal structure of N-(1-(3,4-dimethoxyphenyl)-2-methylpropyl)aniline, C18H23NO2
  60. Crystal structure of Ba6Cd12Mn4SiF48
  61. Synthesis and crystal structure of 5-fluoro-1-methyl-2-oxo-3-(2-oxochroman-4-yl)indolin-3-yl acetate, C20H16FNO5
  62. The crystal structure of 6-methacryloylbenzo[d][1,3]dioxol-5-yl 4-nitrobenzenesulfonate, C17H13NO8S
  63. Crystal structure of ethyl 2-(3-benzyl-4-oxo-3,4-dihydrophthalazin-1-yl)- 2,2-difluoroacetate, C19H16F2N2O3
  64. The crystal structure of tetrakis(μ 2-(1H-benzimidazole-2-methoxo-κ2 N,O:O:O)-(n-butanol-κO)-chlorido)-tetranickel(II), C48H68Cl4N8O8Ni4
  65. Synthesis and crystal structure of trans-tetraaqua-bis((1-((7-hydroxy-3-(4-methoxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carbonyl)oxy-κO)zinc(II)hexahydrate, C46H64N2O28S2Zn
  66. The crystal structure of 1-(4-carboxybutyl)-3-methyl-1H-imidazol-3-ium hexafluoridophosphate, C9H15F6N2O2P
  67. Crystal structure of 1-(4-chlorophenyl)-4-(2-furoyl)-3-phenyl-1H-pyrazol-5-ol, C20H13ClN2O3
  68. Crystal structure of dimethyl (R)-2-(3-(1-phenylethyl)thioureido)-[1,1′-biphenyl]-4,4′-dicarboxylate, C25H24N2O4S
  69. The crystal structure of 1-(3-carboxypropyl)-1H-imidazole-3-oxide, C7H10N2O3
  70. Synthesis and crystal structure of dimethyl 4,4′-(propane-1,3-diylbis(oxy))dibenzoate, C19H20O6
  71. Crystal structure of methyl-1-(p-tolyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate, C20H20N2O2
  72. The crystal structure of 1-(1-adamantan-1-yl)ethyl-3-(3-methoxyphenyl)thiourea, C20H28N2OS
  73. The crystal structure of N,N′-carbonylbis(2,6-difluorobenzamide), C15H8F4N2O3
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