Home Physical Sciences The crystal structure of (4-hydroxybenzenesulfonate)-k1O-6,6′-((1E,1′E)- (ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene)) bis(2-methoxyphenol)-κ2N,N,μ2O,O,κ2O, O)-(methanol)-cobalt(II) sodium(I), C25H27CoN2NaO9S
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The crystal structure of (4-hydroxybenzenesulfonate)-k1O-6,6′-((1E,1′E)- (ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene)) bis(2-methoxyphenol)-κ2N,N,μ2O,O,κ2O, O)-(methanol)-cobalt(II) sodium(I), C25H27CoN2NaO9S

  • Shaoliang Zhang ORCID logo , Yanlan Wang and Shanshan Li EMAIL logo
Published/Copyright: August 10, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 5

Abstract

C25H27CoN2NaO9S, monoclinic, P21/c (no. 14), a = 12.8169(11) Å, b = 7.9965(7) Å, c = 25.597(2) Å, β = 91.530(2)°, V = 2622.5(4) Å3, Z = 4, Rgt(F) = 0.0611, wRref(F2) = 0.1596, T = 298 K.

CCDC no.: 2267022

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: Orange block
Size: 0.39 × 0.26 × 0.18 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.81 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω-scans
θmax, completeness: 25°, >99%
N(hkl)measured, N(hkl)unique, Rint: 12200, 4625, 0.050
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 3106
N(param)refined: 355
Programs: Bruker programs [1], SHELX [2]
Table 2:

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

x y z Uiso*/Ueq
Co1 0.48163 (5) 0.16901 (8) 0.45260 (3) 0.0435 (2)
S1 0.86373 (11) 0.57559 (16) 0.37347 (5) 0.0533 (4)
Na1 0.72970 (14) 0.2508 (3) 0.41758 (7) 0.0525 (5)
O1 0.5672 (2) 0.1240 (4) 0.39909 (13) 0.0490 (9)
O2 0.5979 (3) 0.2658 (4) 0.48073 (12) 0.0523 (9)
O3 0.7098 (3) 0.1142 (5) 0.33201 (14) 0.0645 (11)
O4 0.7811 (3) 0.3631 (6) 0.50647 (16) 0.0792 (12)
O5 0.7636 (4) 0.5015 (6) 0.37822 (18) 0.1002 (16)
O6 0.8777 (4) 0.7151 (5) 0.40655 (15) 0.0911 (15)
O7 0.9458 (4) 0.4572 (6) 0.38135 (15) 0.1039 (18)
O8 0.8919 (3) 0.8118 (6) 0.15852 (15) 0.0835 (13)
H8 0.9457 0.8647 0.1540 0.125*
O9 0.8703 (3) 0.0519 (5) 0.42447 (18) 0.0824 (13)
H9 0.8555 −0.0465 0.4191 0.124*
N1 0.3693 (3) 0.0616 (6) 0.4236 (2) 0.0596 (13)
N2 0.3979 (4) 0.2204 (6) 0.5066 (2) 0.0689 (15)
C1 0.5437 (4) 0.0431 (6) 0.35637 (19) 0.0424 (11)
C2 0.6201 (4) 0.0325 (6) 0.31839 (19) 0.0495 (13)
C3 0.6032 (6) −0.0533 (8) 0.2734 (2) 0.0732 (18)
H3 0.6555 −0.0594 0.2490 0.088*
C4 0.5100 (7) −0.1311 (9) 0.2636 (3) 0.095 (2)
H4 0.4990 −0.1906 0.2327 0.114*
C5 0.4347 (6) −0.1215 (8) 0.2985 (3) 0.080 (2)
H5 0.3713 −0.1743 0.2914 0.096*
C6 0.4489 (4) −0.0337 (7) 0.3455 (2) 0.0536 (14)
C7 0.3669 (4) −0.0220 (8) 0.3808 (3) 0.0672 (17)
H7 0.3057 −0.0797 0.3724 0.081*
C8 0.2751 (5) 0.0750 (12) 0.4537 (4) 0.113 (3)
H8A 0.2231 0.1387 0.4340 0.135*
H8B 0.2471 −0.0359 0.4596 0.135*
C9 0.2946 (6) 0.1532(12) 0.5021 (4) 0.134 (4)
H9A 0.2848 0.0727 0.5299 0.161*
H9B 0.2445 0.2428 0.5064 0.161*
C10 0.4248 (7) 0.3031 (8) 0.5473 (3) 0.084 (2)
H10 0.3729 0.3244 0.5712 0.101*
C11 0.5249 (6) 0.3653 (7) 0.5599 (2) 0.0723 (19)
C12 0.6080 (5) 0.3395 (6) 0.5261 (2) 0.0585 (15)
C13 0.7070 (6) 0.3927 (7) 0.5420 (2) 0.0726 (18)
C14 0.7230 (8) 0.4697 (9) 0.5898 (3) 0.103 (3)
H14 0.7893 0.5039 0.6008 0.124*
C15 0.6378 (9) 0.4950 (11) 0.6210 (3) 0.112 (3)
H15 0.6482 0.5478 0.6531 0.134*
C16 0.5415 (8) 0.4467 (9) 0.6070 (3) 0.097 (2)
H16 0.4859 0.4677 0.6287 0.117*
C17 0.7917 (4) 0.1146 (8) 0.2969 (2) 0.0762 (18)
H17A 0.8137 0.0018 0.2906 0.114*
H17B 0.8493 0.1776 0.3115 0.114*
H17C 0.7685 0.1648 0.2646 0.114*
C18 0.8843 (6) 0.4123 (11) 0.5189 (3) 0.115 (3)
H18A 0.8866 0.5312 0.5242 0.173*
H18B 0.9287 0.3827 0.4908 0.173*
H18C 0.9079 0.3567 0.5503 0.173*
C19 0.8727 (4) 0.6454 (5) 0.30939(18) 0.0424 (11)
C20 0.7944 (4) 0.6157 (7) 0.2730 (2) 0.0549 (14)
H20 0.7350 0.5575 0.2825 0.066*
C21 0.8032 (4) 0.6717 (7) 0.2227 (2) 0.0637 (15)
H21 0.7500 0.6509 0.1981 0.076*
C22 0.8901 (4) 0.7581 (7) 0.20851 (19) 0.0530 (13)
C23 0.9675 (4) 0.7911 (6) 0.2448 (2) 0.0509 (13)
H23 1.0260 0.8520 0.2355 0.061*
C24 0.9586 (4) 0.7344 (6) 0.29456 (19) 0.0480 (12)
H24 1.0118 0.7564 0.3190 0.058*
C25 0.9771 (6) 0.0700 (10) 0.4267 (4) 0.123 (3)
H25A 0.9948 0.1756 0.4424 0.185*
H25B 1.0036 0.0658 0.3920 0.185*
H25C 1.0075 −0.0188 0.4473 0.185*

1 Source of materials

The Schiff base ligand named 6,6′-((1E,1′E)-(ethane-1,2-diylbis(azaneylylidene)) bis(methaneylylidene)) bis(2-methoxyphenol) was prepared according to the literature [3]. The Schiff base ligand (0.1 mmol, 32.8 mg) was dissolved in 10 mL of methanol. The CoCl2·6H2O (0.1 mmol, 23.7 mg) and 4-hydroxybenzenesulfonic acid sodium salt (0.2 mmol, 39.3 mg) were added to the above solution. This mixture was stirred for 3 h and then filtered, resulting in an orange coloured solution. Crystals of the title compound were obtained by slow evaporation within two weeks.

2 Experimental details

All hydrogen atomic positions were taken from a difference Fourier map. Hydrogen atoms were assigned with common isotropic displacement factors Uiso(H) = 1.2 times Ueq (C, phenyl ring and methylene carbon) and Uiso(H) = 1.5 times Ueq(C, methyl carbon). All the H atoms were refined as riding on their parent atom.

3 Comment

Recently, coordination compounds composed of sulfonic acid have received considerable attention due to their appealing properties and prospective uses in adsorption and separation processes [4], [5], [6], [7], [8]. Sulfonate ligands with acidic –SO3H groups possess robust coordination ability, leading to an enhanced range of potential geometric arrangements between O-donors and metal ions, resulting in the formation of numerous structures [9, 10]. As a part of our current research on the exploration of functional coordination complexes, we report a new coordination compound based on sulfonate ligands.

The asymmetric unit of the title structure contains one Schiff base ligand, one Co(II) ion, one Na(I) ion, one 4-hydroxybenzenesulfonate and one coordinated methanol molecule. The Co centre is four coordinated with two O atoms and two N atoms from the Schiff base ligands. The Na centre is six-coordinated with four O atoms from the Schiff base ligands, one O atom from the sulfonate and one O atom from coordinated methanol. The bond lengths for Co–O/N in title compound range from 1.811(4) to 1.819(5) Å, and the bond lengths for Na–O range from 2.291(5) to 2.517(4) Å. The bond lengths within these moieties are in the expected ranges [11], [12], [13].

Corresponding author: Shanshan Li, School of Geography and Environment, Liaocheng University, Liaocheng 252059, Shandong, China, E-mail:

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

  2. Research funding: This study was funded by Liaocheng University Doctoral Foundation (318051514).

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

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Received: 2023-06-01
Accepted: 2023-07-27
Published Online: 2023-08-10
Published in Print: 2023-10-26

© 2023 the author(s), published by De Gruyter, Berlin/Boston

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

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  60. Crystal structure of bis(3,5-dimethyl-1H-pyrazol-4-ammonium) tetrafluoroterephthate, 2[C5H10N3][C8F4O4]
  61. Crystal structure of 2-amino-4-(2-fluoro-4-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  62. Crystal structure of 6-(pyridin-3-yl)-1,3,5-triazine-2,4-diamine-sebacic acid (2/1), C13H17N6O2
https://doi.org/10.1515/ncrs-2023-0264
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of (N-([1,1′:4′,1″-terphenyl]-4,4′-diethyl)-2-(bis(pyridin-2-ylmethyl)amino)acetamide-κ4N,N,N″, O)tri(nitrato-kO, O′) samarium(III) - methanol - acetonitrile (1/1/1), C40H39SmN8O14
  4. The crystal structure of 6,6′-(((2-(dimethylamino)ethyl)azanediyl)bis(methylene))bis(2-chloro-4-methyl phenolate-κ4N,N′,O,O′)-(pyridine-2,6-dicarboxylato-N,O,O′)-titanium(IV), C27H27Cl2N3O6Ti
  5. N′-[(1E)-(4–Fluorophenyl)methylidene]adamantane-1-carbohydrazide, C18H21FN2O
  6. Crystal structure of 4-bromo-3-nitro-1H-pyrazole-5-carboxylic acid monohydrate, C4H2N3BrO4·H2O
  7. Crystal structure of dipyridine-k1N-tris(2,2,6,6-tetramethyl-5-oxohept-3-en-3-olato-k2O,O′)dysprosium(III), DyC43H67O6N2
  8. Crystal structure of cyclo[tetraiodido-bis{μ2-1-[(benzotriazol-1-yl)methyl]-1-H-1,3-(2-isopropyl-imidazol)-k2N:N}dicadmiun(II)], C26H30N10Cd2I4
  9. The crystal structure of tert-butyl (E)-3-(2-(benzylideneamino)phenyl)-1H-indole-1-carboxylate, C26H24N2O2
  10. The crystal structure of 4-(3-carboxy-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4- dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 2,5-dihydroxybenzoate methanol solvate, C27H32FN3O9
  11. Crystal structure of (μ2-1-(4,4′-bipyridine-κ2N:N′)-bis[diaqua-(4-iodopyridine-2,6-dicarboxylato-κ3O,N,O′)–cobalt(II)], C24H20Co2I2N4O12
  12. The crystal structure of dimethyl 4,4′-(10,20-diphenylporphyrin-5,15-diyl)dibenzoate dichloromethane solvate, C49H36N4O4Cl2
  13. (E)-2-((E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ylidene)hydrazine-1-carbothioamide C14H23N3S1
  14. The crystal structure of [1-(4-(trifluoromethyl)phenyl)-3,4-dihydroquinolin-2(1H)-one], C16H12F3NO
  15. Crystal structure of (E)-2-amino-N′-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzohydrazide – dimethylformamide – water (1/1/2), C15H16N4O3·C3H7NO·2H2O
  16. Crystal structure of 3-(4-bromophenyl)-5-methyl-1H-pyrazole, C10H9BrN2
  17. Crystal structure of 1,10-phenanthrolinium bromide dihydrate, C12H9N2Br
  18. Crystal structure of N-(4′-chloro-[1,1′-biphenyl]-2-yl)formamide, C13H10ClNO
  19. The crystal structure of nitroterephthalic acid, C8H5NO6
  20. Crystal structure of (2-((4-bromo-2,6-dichlorophenyl)amino)phenyl) (morpholino)methanone, C17H15BrCl2N2O2
  21. Crystal structure of tetraaqua-bis(ethanol-κO)-tetrakis(μ2-trifluoroacetate-κ2O:O′)-bis(trifluoroacetate-κ2O)digadolinium(III) Gd2C16H20O18F18
  22. The crystal structure of dimethyl 4,4′-[10,20-bis(2,6-difluorophenyl)porphyrin-5,15-diyl]dibenzoate chloroform solvate, C50H32Cl6F4N4O4
  23. The crystal structure of N,N′-((nitroazanediyl)bis(methylene))diacetamide, C6H12O4N4
  24. The crystal structure of [bis(2,2′-bipyridine-6-carboxylato-κ3N,N,O)magnesium(II)]dihydrate, C22H18N4O6Mg
  25. Crystal structure of poly[diaqua-(bis(μ2-1,4-bis(imidazol-1-ylmethyl)benzene)-κ2N,N′] cobalt(II)-tetraqua-bis(1,4-bis(imidazol-1-ylmethyl)benzene)-κ1N)-cobalt(II) di(2,5-thiophenedicarboxylate) dihydrate, C68H76Co2N16O16S2
  26. Crystal structure of poly[chlorido-μ2-chlorido-(μ2-1-[(2-ethyl-4-methyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole-κN:N’)cadmium(II)], C13H15CdN5Cl2
  27. The crystal structure of (4-hydroxybenzenesulfonate)-k1O-6,6′-((1E,1′E)- (ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene)) bis(2-methoxyphenol)-κ2N,N,μ2O,O,κ2O, O)-(methanol)-cobalt(II) sodium(I), C25H27CoN2NaO9S
  28. Crystal structure of (1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)(4-((2-methyl-6-(trifluoromethyl)pyrimidin-4-yl)amino)piperidin-1-yl)methanone, C17H18F6N6O
  29. Crystal structure of bis{[(cyclohexylimino)(phenylimino)-l5-(methyl)diethylazane-κ2N:N′]-(ethyl)-zinc(II)]}, C38H62N6Zn2
  30. Crystal structure of 2-[(4-bromobenzyl)thio]-5-(5-bromothiophen-2-yl)-1,3,4-oxadiazole, C13H8Br2N2OS2
  31. Crystal structure of 10-methoxy-7,11b,12,13-tetrahydro-6H-pyrazino [2′,3′:5,6]pyrazino[2,1-a]isoquinoline, C15H16N4O
  32. The crystal structure of 1-propyl-2-nitro-imidazole oxide, C6H9N3O3
  33. The crystal structure of 3-nitrobenzene-1,2-dicarboxylic acid–2-ethoxybenzamide (1/1), C17H16N2O8
  34. The structure of RUB-1, (C8H16N)6[B6Si48O108], a boron containing levyne-type zeolite, occluding N-methyl-quinuclidinium in the cage-like pores
  35. The crystal structure of diaqua-(naphthalene-4,5-dicarboxylate-1,8-dicarboxylic anhydride-κ1O)-(4′-(4-(1H-benzimidazolyl-1-yl)phenyl)-2,2′:6′,2″-terpyridine-κ3N,N′,N″)–manganese(II) dihydrate, C42H27MnN5O9·2H2O
  36. Crystal structure of 6,6′-((1E,1′E)-hydrazine-1,2-diylidenebis(methanylylidene))bis (3-(3-bromopropoxy)phenol), C20H22Br2N2O4
  37. The crystal structure of 3-(2-hydroxyphenyl)-4-phenyl-6-(p-tolyl)-2H-pyran-2-one, C24H18O3
  38. Crystal structure of bis(μ2-2-(1,5-dimethyl–3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)-(nitrato-κ2O,O′)dicobalt(II), C36H32Co2N8O4
  39. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α] phenanthren-3-one O-(4-fluorobenzoyl) oxime, C28H36FNO2
  40. The crystal structure of 4-aminiumbiphenyl benzenesulfonate, C18H17NO3S
  41. Synthesis and crystal structure of 1-(7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)-N,N-dimethylmethanaminiumnitrate, C18H17N3O9
  42. Crystal structure of N-(Ar)-N′-(Ar′)-formamidine, C14H12Br2N2O
  43. The crystal structure of 4-(2,4-dichlorophenyl)-2-(4-fluorophenyl)-5-methyl-1H-imidazole, C16H11Cl2FN2
  44. Crystal structure of 1-(4–chlorophenyl)-4-benzoyl-3-methyl-1H-pyrazol-5-ol, C17H13ClN2O2
  45. The crystal structure of 5-amino-1-methyl-4-nitroimidazole, C4H6O2N4
  46. Crystal structure of 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene-N,N′-bis(1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-1,3,2-diazaborol-2-yl)-l2-germenediamine, C63H94B2GeN8
  47. The crystal structure of (bromido, chlorido)-tricarbonyl-(5,5′-dimethyl-2,2′-bipyridine)-rhenium(I), C15H12Br0.2Cl0.8N2O3Re1
  48. Crystal structure of [N(E),N′(E)]-N,N′-(1,4-phenylenedimethylidyne)bis-3,5-bis(propan-2-yl)-1H-pyrazol-4-amine, C26H36N6
  49. The crystal structure of poly[2-(4-carboxypyridin-3-yl)terephthalpoly[diaqua-(μ4-2-(6-carboxylatopyridin-3-yl)terephthalato-κ5O,N:O′:O″,O‴)]) cadmium(II)] dihydrate, C28H20Cd3N2O16
  50. Crystal structure of [tetraaqua-bis((3-carboxy-5-(pyridin-4-yl)benzoate-κ1N)cobalt(II)] tetrahydrate, C26H32CoN2O16
  51. Crystal structure of bis(μ2-azido-κ2N:N)-tetrakis(azido-κ1N)-tetrakis(1,10-phenanthroline-κ2N,N′)dibismuth(III), C48H32N26Bi2
  52. Crystal structure of (Z)-N-(4-(4-(4-((4,5,6-trimethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)phenoxy)butoxy)phenyl)acetamide, C30H31NO8
  53. Crystal structure of poly[diaqua-(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)-bis(μ2-5-carboxybenzene-1,3-dicarboxylato-O,O′:O″)-aqua-di-zinc dihydrate solvate], C27H28N4O16Zn2
  54. Crystal structure of 2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)malononitrile, C12H14N2
  55. Crystal structure of chlorido-(5-nitro-2-phenylpyridine-κ2N,C)-[(methylsulfinyl)methane-κ1S]platinum(II), C13H13ClN2O3PtS
  56. The crystal structure of the co-crystal 1,4-dioxane–4,6-bis(nitroimino)-1,3,5-triazinan-2-one(2/1), C11H19N7O9
  57. Crystal structure of [N(E),N′(E)]-N,N′-(1,4-phenylenedimethylidyne)bis-3,5-dimethyl-1H-pyrazol-4-amine di-methanol solvate, C18H20N6·2(CH3OH)
  58. Crystal structure of catena-poly[bis(μ2-azido-k2N:N′)-(nitrato-K2N:N′)-bis(1,10-phenanthroline-K2N:N′)samarium(III)], C24H16N11O3Sm
  59. Crystal structure of (Z)-2-(4-((5-bromopentyl)oxy)benzylidene)-4,5,6-trimethoxybenzofuran-3(2H)-one, C23H25BrO6
  60. Crystal structure of bis(3,5-dimethyl-1H-pyrazol-4-ammonium) tetrafluoroterephthate, 2[C5H10N3][C8F4O4]
  61. Crystal structure of 2-amino-4-(2-fluoro-4-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  62. Crystal structure of 6-(pyridin-3-yl)-1,3,5-triazine-2,4-diamine-sebacic acid (2/1), C13H17N6O2
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