Home Crystal structure of tetraaqua-bis(((4-chlorophenyl)sulfonyl)glycinato-κO)cobalt(II) dihydrate, C16H26Cl2CoN2O14S2
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Crystal structure of tetraaqua-bis(((4-chlorophenyl)sulfonyl)glycinato-κO)cobalt(II) dihydrate, C16H26Cl2CoN2O14S2

  • Zheng-Jun Liu ORCID logo EMAIL logo , Xiao-Miao Chen ORCID logo , Qiang Wu , Yu-Tao Zhang , Wu-Chao Zhou , Li Wei and Ying-Xian Zhao
Published/Copyright: September 8, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 6

Abstract

C16H26Cl2CoN2O14S2, monoclinic, P21/n (no. 14), a = 5.3261(4) Å, b = 39.755(2) Å, c = 6.2518(4) Å, β = 96.880(6)∘, V = 1314.21(15) Å3, Z = 2, R gt (F) = 0.0487, wR ref (F2) = 0.1040, T = 153(2) K.

CCDC no.: 1881201

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: Pinkish block
Size: 0.50 × 0.43 × 0.18 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.08 mm−1
Diffractometer, scan mode: Bruker SMART CCD 1K, φ and ω
θmax, completeness: 29.4°, 99 %
N(hkl)measured, N(hkl)unique, Rint: 5576, 3001, 0.020
Criterion for Iobs, N(hkl)gt: Iobs > 2σ(Iobs), 2534
N(param)refined: 177
Programs: Bruker [1], Olex2 [2], SHELX [3, 4]
Table 2:

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

Atom x y z Uiso*/Ueq
Co1 0.500000 0.500000 0.000000 0.02721 (15)
Cl1 1.0851 (2) 0.25890 (3) 0.2589 (2) 0.0808 (4)
S1 0.45480 (14) 0.37215 (2) 0.63064 (13) 0.0391 (2)
O1 0.4036 (5) 0.36262 (7) 0.8415 (4) 0.0583 (7)
O2 0.2502 (4) 0.37940 (6) 0.4677 (4) 0.0496 (6)
O3 0.3648 (4) 0.45644 (5) 0.4356 (3) 0.0357 (5)
O4 0.6571 (4) 0.46159 (5) 0.2111 (3) 0.0354 (5)
O5 0.7698 (3) 0.49036 (5) −0.2059 (3) 0.0356 (5)
H5A 0.925245 0.482193 −0.204072 0.053*
H5B 0.766446 0.506404 −0.304622 0.053*
O6 0.7403 (3) 0.53539 (5) 0.1659 (3) 0.0326 (4)
H6A 0.756214 0.552908 0.082584 0.049*
H6B 0.714259 0.544319 0.290084 0.049*
N1 0.6319 (5) 0.40488 (6) 0.6614 (4) 0.0363 (6)
C1 0.9095 (7) 0.29014 (9) 0.3655 (6) 0.0526 (9)
C2 0.9753 (7) 0.30086 (9) 0.5732 (6) 0.0536 (9)
H2 1.115853 0.291169 0.659335 0.064*
C3 0.8359 (6) 0.32576 (9) 0.6553 (6) 0.0471 (8)
H3 0.879005 0.333362 0.799019 0.057*
C4 0.6320 (6) 0.33972 (8) 0.5274 (5) 0.0391 (7)
C5 0.5675 (7) 0.32881 (10) 0.3193 (6) 0.0558 (9)
H5 0.427153 0.338408 0.232359 0.067*
C6 0.7081 (8) 0.30386 (10) 0.2381 (6) 0.0631 (10)
H6 0.665742 0.296182 0.094445 0.076*
H1 0.723 (8) 0.4037 (11) 0.773 (7) 0.076*
C7 0.7264 (5) 0.41985 (7) 0.4732 (5) 0.0335 (6)
H7A 0.737654 0.402018 0.364239 0.040*
H7B 0.899830 0.428319 0.516677 0.040*
C8 0.5673 (5) 0.44845 (7) 0.3690 (4) 0.0277 (6)
O7 0.9773 (6) 0.58449 (8) −0.0379 (4) 0.0753 (9)
H7C 0.880553 0.601409 −0.016463 0.113*
H7D 0.961894 0.579674 −0.174688 0.113*

1 Source of material

The mixture of glycine (7.51 g, 100 mmol), sodium hydroxide (8.00 g, 200 mmol) and 100 mL water were stirred in a 250 mL round-bottom flask. Then, 4-chlorobenzenesulfonyl chloride (21.11 g, 0.5 mmol) was added, and the mixture was stirred at room temperature for 10 h. After the reaction is completed, the pH of the reaction mixture was adjusted to 1 with 6 mol/L HCl solution. White precipitates were precipitated from the reaction mixture, filtered, washed with distilled water, and dried to obtain ((4-chlorophenyl)sulfonyl)glycine.

A mixture of ((4-chlorophenyl)sulfonyl)glycine (124.8 mg, 0.5 mmol) and Co(CH3COO)2·4H2O (124.5 mg, 0.5 mmol) was dissolved in 50 ml of 50 % methanolic solution at room temperature. Then the pH was adjusted to 7 with 2 mol/L NaOH solution. The reaction mixture was heated for 12 h at 80 °C in a Teflon-lined reaction vessel and then filtered. Pinkish block-shaped crystals of the title compound were obtained by slow evaporation at room temperature within two weeks.

2 Experimental details

Hydrogen atoms were added using riding models. Their Uiso values were set to 1.2Ueq of the parent atoms. The structure was solved with the ShelXT [3] structure solution program and refined with the ShelXL [4].

3 Comment

Due to the difficulty in obtaining single crystals of peptide metal complexes, searching for ligands with similar structures to peptides can help understand the interactions between peptides and metals [5], [6], [7]. Sulfonamide is a group with various biological activities [8], [9], [10]. When amino acids are protected by sulfonamide groups, they can not only act as monodentate ligands through carboxyl O, but also act as bidentate ligands through carboxyl O and amino N. Sometimes –SO2− group can also participate in coordination [11], [12], [13]. The pH dependent coordination behavior of sulfonylated amino acids is similar to that of many short peptides. Therefore, sulfonylated amino acid complexes can serve as models for studying the interaction between metals and peptides [14], [15], [16]. Some ((4-chlorophenyl)sulfonyl)glycine complexes have been successfully synthesized in our group [17, 18]. This contribution constitutes a component of our continuous research focus on complexes of sulfonylated amino acids.

In this paper, the synthesis and crystal structure of a new cobalt(II) complex with ((4-chlorophenyl)sulfonyl)glycine were reported. The asymmetric unit is composed of an independent Co(II) ion, one ((4-chlorophenyl)sulfonyl)glycine ligand, two coordinated water molecules, and one lattice water molecule (upper part of the figure). The crystallographically unique Co(II) ion of the title complex is six-coordinated by two O atoms (O4, O4′ which are equivalent) from two ((4-chlorophenyl)sulfonyl)glycine groups, four O atoms (O5, O5′, O6, O6′, in which O5 and O5′ are equivalent, O6 and O6′ are equivalent) from four coordinated water molecules, giving rise to an octahedron geometry (lower part of the figure). Co–O bond lengths fall in the range 2.0764(18)–2.1234(18) Å, which are within the normal values [19, 20]. The extended three-dimensional supramolecular network is formed through hydrogen bonds O–H⋯O (O5⋯O6 a : 2.786(3) Å, O5–H5A⋯O6 a angle 173.6°; O5–O3 b : 2.608(3) Å, O5–H5B⋯O3 angle 152.5°; a = 2 – X, 1 – Y, –Z; b = 1 – X, 1 – Y, –Z).

Corresponding author: Zheng-Jun Liu, Key Laboratory of Agricultural Resources and Environment in High Education Institute of Guizhou Province Anshun University, Anshun, 561000, P.R. China, E-mail:

  1. Research ethics: Not applicable.

  2. Author contributions: The authors have accepted responsibility for the entire content of this manuscript and approved its submission.

  3. Competing interests: The authors state no conflict of interest.

  4. Research funding: This work was financially supported by the Youth Growth S&T Personnel Foundation of Guizhou Education Department (KY[2020]132), Key Laboratory of Agricultural Resources and Environment in High Education Institute of Guizhou Province (Qianjiaoji[2023]025), and Porous Materials and Green Catalysis Innovation Team in High Education Institute of Guizhou Province (Qianjiaoji[2023]086).

  5. Data availability: The raw data can be obtained on request from the corresponding author.

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Received: 2023-08-11
Accepted: 2023-08-30
Published Online: 2023-09-08
Published in Print: 2023-12-15

© 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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  56. Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
  57. Crystal structure of 3-((4-bromophenyl)thio)-1H-indole, C14H10BrNS
  58. Synthesis and crystal structure of 1-((7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carboxylate monohydrate, C22H22N2O9
  59. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α]phenanthren-3-one O-(methacryloyl) oxime, C50H74N2O4
  60. Crystal structure of the hydrogen storage active phase La12Mg46LiMn
  61. The crystal structure of the salt: 4-((1,3-dioxoisoindolin-2-yl)carbamoyl)pyridine-1-ium 2-carboxybenzoate, C14H10N3O3·C8H5O4
  62. Crystal structure of (2-(2-pyridine)-benzimidazole-κ2 N,N′)-bis(1-phenylpyrazole-κ2 C,N)iridium(III) hexafluorophosphate, C30H22F6IrN7P
  63. Crystal structure of dichlorido-bis[2-(2,4-difluorophenyl)pyridine-κ1N]platinum(II), C22H14Cl2F4N2Pt
  64. Crystal structure of (5R,8R,9R,10R,12R,13R,14R, 17S,17Z)-2-((3-fluoropyridin-4-yl)methylene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-3H-cyclopenta[a]phenanthren-3-one, C36H52FNO3
https://doi.org/10.1515/ncrs-2023-0370
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of bis(dimethylammonium) poly[(μ4-1,1′-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato))-κ6O1, N2:O2:O3:O1′,N2′]nickel (II)], C22H26N6NiO8
  4. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-((pyridin-4-ylmethyl)amino)benzoato-κ2N:O)cobalt(II)] – 4,4′-bipyridine – water (1/2/2)
  5. Crystal structure of (2S,3S,4S,5S, Z)-2,3,5,6-tetrakis(benzyloxy)-4-hydroxyhexanal oxime, C34H37NO6
  6. The crystal structure of hexakis(3-thiophenecarboxylato-κ2O,O″)-bis(1,10-phenanthroline-κ2N,N′) trimanganese(II), C54H34N4O12S6Mn3
  7. Crystal structure of catena-poly[(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)-(4-bromobenzoate-κ2O:O′)-(μ-2-bromobenzoate-κ2O,O′)nickel(II)] – water (2/1), C30H21Br2N2NiO4.5
  8. The crystal structure of poly[(μ3-1,3-phenylenedioxydiacetate-κ5O,O,O′,O″,O‴)-bis(4′-(4-(1H-imidazol-1-yl)phenyl)-4,2′:6′,4″-terpyridine-kN) cadmium(II)], C58H42CdN10O6
  9. The crystal structure of 5-chloro-6′-methyl-3-(4-(methylsulfonyl)phenyl)-[2,3′-bipyridin]-1′-ium 4-methylbenzenesulfonate
  10. Crystal structure of poly[(μ-benzoato)-(μ-cis-4–hydroxy-D-proline)lithium], C12H14LiNO5
  11. The crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-copper(II)] monohydrate, C7H6NO6ICu
  12. The crystal structure of catena-[diaqua-(4-acetylphenoxyacetato-κ2O,O)-bis(4-acetylphenoxyacetato-κ3O,O:O)-dihydrate-lanthanum(III)]–4,4′-bipyridine (2/1), C35H35NO14La
  13. The crystal structure of catena-poly[(4-iodopyridine-2,6-dicarboxylato-κ4 O,N,O′,O′′)(4-imidazol-1-yl-pyridine-κN)copper(II)], C15H9N4O4ICu
  14. Crystal structure of polybis(μ 4-3,5-dicarboxylatopyrazol-1-yl)-bis(N,N-dimethylformamide)tri-copper(II)–acetonitrile (1/2), C20H22Cu3N8O10
  15. Crystal structure of poly[(μ2-5-hydroxy-isophthalato-κ4O,O′:O″,O‴)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)cadmium(II)], C21H24CdN4O5
  16. The crystal structure of poly[bis(μ2-1,4-bi(1-imidazolyl)benzene-κ2N:N′)bis(μ2-4,4′-methylenebis(3-hydroxy-2-naphthoate)-κ2O:O′)cobalt(II)], C35H24CoN4O6
  17. The crystal structure of a cobalt-vanadium-oxido hydrate
  18. The crystal structure of catena-poly[(μ 2-2H-1,2,3-triazole-4,5-dicarboxylato-κ 2 O, O′)-(μ 2-1,3-bis((1H-imidazol-1-yl)methyl)benzene-κ 2 N,N′) zinc(II)], C18H15N7O4Zn
  19. Crystal structure of poly[diaqua-(bis(m2-1,4-bis(imidazol-1-ylmethyl)benzene)-κ2N,N′-manganese] dichloride, C28H32MnN8O2Cl2
  20. The crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium (E)-3-(4-nitrophenyl)acrylate pentahydrate, C29H34N2O13
  21. Crystal structure of poly[(μ6-ammoniotris(methylene))tris(hydrogen phosphonato)cadmium(II)], C3H10CdNO9P3
  22. Crystal structure of Zn2[(1,1′-(hexane-1,6-diyl)bis(3-(pyridin-3-yl)urea))·(H2O)2·(DMF)2·(SO4)2], C24H50N8O18S2Zn2
  23. The crystal structure of 2-anilino-1,4-naphthoquinone, C10H11NO2
  24. Crystal structure of (E)-2-(2-(4-(diethylamino)styryl)-1-ethyl-1,4-dihydroquinolin-4-yl) malononitrile, C26H26N4
  25. Crystal structure of ethyl 2-((2,6-dichloro-4-(cyanomethyl)phenyl) amino)benzoate, C17H14Cl2N2O2
  26. Synthesis and crystal structure of 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
  27. The crystal structure of bis(acetonitrile-κ1N)tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)rhodium(II) (Rh–Rh), C32H18F8O8N2Rh2
  28. The crystal structure of a new polymorph of 6-hydroxy-2-naphthoic acid, C11H8O3
  29. The crystal structure of [(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)-2,2′-bipyridine-κ2N-copper(II)] tetrahydrate, C22H23N3O9Cu
  30. The crystal structure of ethyl 4-hydroxy-2-(4-methoxyphenyl)-5-oxo-1-(2-oxo-2H-chromen-6-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate, C23H19NO7
  31. Crystal structure of 7-hydroxy-3,4-dihydronaphthalen-1(2H)-one, C10H10O2
  32. Crystal structure of bis(tetrapropylammonium) dodecacarbonyltetratelluridotetraferrate(2-), (Pr4N)2[Fe4Te4(CO)12]
  33. The crystal structure of poly[bis(μ2−3−aminopyridine−4−carboxylato−κ2N:O)Zinc(II)], [Zn(C6H5N2O2)2] n
  34. The crystal structure of methyl 5-nitro-2-(tosyloxy)benzoate, C15H13NO7S
  35. The crystal structure of 18-crown-6 ― tetraaqua-dichlorido-di-μ2-chloridodicopper(II) (2/1), C12H32O10Cu2Cl4
  36. Crystal structure of 6,6a,7,8,9,10-hexahydro-5H-pyrazino [2,3-e]pyrido[1,2-a]pyrazine, C10H14N4
  37. Crystal structure of catena-poly-{diaqua-bis[μ-(((4-chlorophenyl)sulfonyl)glycinato-κO)](μ2-4, 4′-bipyridine-κ2N:N′)cobalt(II)} dihydrate, C26H30Cl2CoN4O12S2
  38. Crystal structure of bis{N′-[1,3-diphenylprop-2-en-1-ylidene]-N-phenylcarbamohydrazonothioato}zinc(II), C44H36N6S2Zn
  39. Crystal structure of tetraaqua-bis(((4-chlorophenyl)sulfonyl)glycinato-κO)cobalt(II) dihydrate, C16H26Cl2CoN2O14S2
  40. Crystal structure of 2-(5-phenyl-1-(quinolin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenol, C24H19N3O
  41. Crystal structure of 2-((2-fluoro-4-(trifluoromethyl)phenyl)(hydroxy)methyl)-7-methoxy-3,4-dihydronaphthalen-1((2H))-one, C19H16F4O3
  42. Crystal structure of 2-amino-4-(2-fluoro-3-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  43. Crystal structure of (2-phenylimino methylquinoline-κ 2 N,N′)-bis(1–phenylpyrazole-κ 2 C,N)-iridium(III) hexafluorophosphate, C34H26F6IrN6P
  44. Crystal structure of (3-hydroxy-4-methoxyphenyl)(pyrrolidin-1-yl)methanone, C12H15NO3
  45. The crystal structure of bis(trimethylsulfoxonium) catena-poly[µ2-hexabromido-indium(III)sodium(I)] C6H18O2S2NaInBr6
  46. Crystal structure of N-cyclopropyl-3-hydroxy-4-methoxybenzamide, C11H13NO3
  47. The crystal structure of (bis(benzimidazol-2-yl-methyl)amine-κ3N,N′,N″ )-(dihydrogen L-malate-κ2O,O ′)copper(II) perchlorate dihydrate, CuC20H24ClN5O12
  48. Crystal structure of (1E,1′E)-4,4′-(9,9-diethyl-9H-fluorene-2,7-diyl)dibenzaldehyde dioxime, C31H28N2O2
  49. Crystal structure of diethyl 1,9-bis(4-fluorophenyl)-4,6-diphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta [b]pyridine-3,7(2H)-dicarboxylate, C40H36F2N2O4
  50. Crystal structure of bis(benzene-1 carboxylato-O 3,5-carboxyl-κ1O)-[(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) ─ benzene-1,3,5-tricarboxylic acid ─ water (1/2/4), C52H66N4NiO28
  51. Crystal structure of 1,4-dibromo-2,5-bis(2-methoxyethoxy)benzene-1,4-diol, C12H16Br2O4
  52. Crystal structure of dicarbonyl[N,N′-(1,2-dimethyl-1,2-ethanediylidene)bis[2,6-bis(1-methylethyl)benzenamine]-N,N′]nickel(0), C30H40N2NiO2
  53. Crystal structure of 1,4-dibromo-2,5-bis(prop-2-yn-1-yloxy)benzene, C12H8Br2O2
  54. Crystal structure of O-(3-(benzo[d]thiazol-2-yl)naphthalen-2-yl) O-phenyl carbonothioate, C24H15NO2S2
  55. The crystal structure of (E)-4-fluoro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
  56. Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
  57. Crystal structure of 3-((4-bromophenyl)thio)-1H-indole, C14H10BrNS
  58. Synthesis and crystal structure of 1-((7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carboxylate monohydrate, C22H22N2O9
  59. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α]phenanthren-3-one O-(methacryloyl) oxime, C50H74N2O4
  60. Crystal structure of the hydrogen storage active phase La12Mg46LiMn
  61. The crystal structure of the salt: 4-((1,3-dioxoisoindolin-2-yl)carbamoyl)pyridine-1-ium 2-carboxybenzoate, C14H10N3O3·C8H5O4
  62. Crystal structure of (2-(2-pyridine)-benzimidazole-κ2 N,N′)-bis(1-phenylpyrazole-κ2 C,N)iridium(III) hexafluorophosphate, C30H22F6IrN7P
  63. Crystal structure of dichlorido-bis[2-(2,4-difluorophenyl)pyridine-κ1N]platinum(II), C22H14Cl2F4N2Pt
  64. Crystal structure of (5R,8R,9R,10R,12R,13R,14R, 17S,17Z)-2-((3-fluoropyridin-4-yl)methylene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-3H-cyclopenta[a]phenanthren-3-one, C36H52FNO3
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