Home Crystal structure of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-k2S:S)zinc(II), C26H18N6ZnS4
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Crystal structure of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-k2S:S)zinc(II), C26H18N6ZnS4

  • Wei-Hong Yan ORCID logo , Xue-Guo Liu , Ming-Le Shen and Hui-Yan Pan
Published/Copyright: January 20, 2021
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 236 Issue 3

Abstract

C26H18N6ZnS4, triclinic, P1‾ (no. 2), a = 9.4677(13) Å, b = 12.0147(17) Å, c = 13.571(3) Å, α = 102.907(3)°, β = 102.302(3)°, γ = 110.419(2)°, V = 1336.7(4) Å3, Z = 2, Rgt(F) = 0.0441, wRref(F2) = 0.1202, T = 296(2) K.

CCDC no.: 2048820

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:Yellow block
Size:0.22 × 0.21 × 0.18 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.26 mm−1
Diffractometer, scan mode:φ and ω
θmax, completeness:28.3°, >99%
N(hkl)measured, N(hkl)unique, Rint:9681, 6567, 0.093
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 5260
N(param)refined:334
Programs:SHELX [1], Bruker [2]
Table 2:

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

AtomxyzUiso*/Ueq
C10.9451 (3)0.2105 (2)0.05814 (18)0.0456 (5)
C20.9456 (2)0.2330 (2)0.16656 (17)0.0416 (4)
C30.8896 (3)0.3176 (2)0.20736 (18)0.0427 (5)
C40.8312 (3)0.3768 (2)0.13851 (19)0.0517 (6)
C51.1081 (3)0.1708 (2)0.70883 (18)0.0462 (5)
C61.0242 (3)0.1611 (2)0.60428 (16)0.0398 (4)
C70.8665 (3)0.08420 (19)0.55806 (17)0.0402 (4)
C80.7812 (3)0.0135 (2)0.61560 (19)0.0456 (5)
C90.8185 (3)0.3409 (3)0.6839 (3)0.0652 (7)
H90.90700.38060.66480.078*
C100.8384 (4)0.3195 (3)0.7798 (3)0.0754 (9)
H100.94010.34410.82560.090*
C110.7076 (4)0.2615 (3)0.8076 (2)0.0656 (7)
H110.71970.24830.87330.079*
C120.5599 (3)0.2233 (3)0.7382 (2)0.0581 (6)
H120.47000.18230.75530.070*
C130.5450 (3)0.2456 (2)0.6431 (2)0.0508 (5)
H130.44420.21880.59520.061*
C140.6497 (4)0.3285 (3)0.5137 (2)0.0600 (7)
H14A0.58480.24920.45690.072*
H14B0.75210.36340.50300.072*
C150.5708 (3)0.4173 (2)0.50768 (19)0.0458 (5)
C160.6505 (3)0.5423 (2)0.5690 (2)0.0504 (5)
H160.75250.57120.61610.060*
C170.4190 (3)0.3753 (2)0.4385 (2)0.0494 (5)
H170.36360.29110.39690.059*
C180.3202 (3)0.3055 (3)0.0460 (2)0.0557 (6)
H180.24150.2608−0.01980.067*
C190.3896 (4)0.4352 (3)0.0796 (3)0.0688 (8)
H190.35650.47820.03720.083*
C200.5072 (3)0.4997 (3)0.1754 (3)0.0641 (7)
H200.55590.58690.19860.077*
C210.5525 (3)0.4348 (3)0.2370 (2)0.0611 (6)
H210.63260.47740.30250.073*
C220.4805 (3)0.3087 (2)0.20223 (18)0.0516 (5)
H220.51090.26490.24480.062*
C230.2920 (3)0.1048 (2)0.0721 (2)0.0613 (7)
H23A0.19370.07360.01390.074*
H23B0.26640.07670.13030.074*
C240.4017 (3)0.0515 (2)0.0355 (2)0.0462 (5)
C250.4100 (3)0.0389 (2)−0.0667 (2)0.0539 (6)
H250.34910.0643−0.11240.065*
C260.4905 (3)0.0118 (2)0.1012 (2)0.0540 (6)
H260.48410.01880.16960.065*
N10.6731 (2)0.30538 (17)0.61782 (15)0.0449 (4)
N20.3663 (2)0.24471 (17)0.10803 (14)0.0407 (4)
N30.7826 (3)0.4239 (3)0.0834 (2)0.0769 (8)
N40.9460 (3)0.1911 (3)−0.02791 (18)0.0636 (6)
N50.7066 (3)−0.0423 (2)0.6590 (2)0.0623 (6)
N61.1847 (3)0.1848 (2)0.79231 (17)0.0673 (6)
S11.01499 (8)0.14502 (6)0.23146 (5)0.04983 (15)
S20.88203 (8)0.35786 (6)0.33647 (5)0.05154 (16)
S31.14199 (6)0.25819 (6)0.54831 (5)0.04838 (15)
S40.75176 (7)0.06525 (6)0.43227 (5)0.04942 (15)
Zn10.95002 (3)0.20276 (2)0.38601 (2)0.04353 (10)

Source of material

All reagents and chemicals were purchased from commercial sources and used without further purification. The starting materials disodium maleonitriledithiolate and 1,4-bis(methylpyridinium benzene bromide were synthesized following the literature procedures [3], [, 4]. An aqueous solution (10 mL) of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) dibromide (BisPyBr2) (0.0842 g, 0.2 mmol) was added slowly to an aqueous solution (15 mL) of disodium maleonitriledithiolate (0.0741 g, 0.4 mmol) and ZnCl2 (0.0277 g, 0.2 mmol). The mixture was stirred at room temperature for several minutes. A yellow precipitate was filtered off, washed by water and dried under vacuum. The precipitate was solved in DMF with ether diffusion yielding yellow crystals after two weeks.

Experimental details

Absorption corrections were applied by using the multi-scan method. Hydrogen atoms were located in difference electron density maps, and treated as riding atoms. The Uiso values of the hydrogen atoms were set to 1.2Ueq(C).

Comment

The maleonitriledithiolate (mnt) ligand is most often used for special structures and has great potential in diversified applications, such as conducting, magnetic materials, dyes and non-linear optics [5], [6], [7], [8], and so on. Compared with the [Ni(mnt)2]n− complexes [9], [10], [11], the [Zn(mnt)2]2− complexes are less studied.

The title complex crystallizes in triclinic P1‾ space group. The asymmetric unit of complex consists of one [Zn(mnt)2]2− and two halves of the BisPy dication. The Zn2+ ion is surrounded by four sulfur atoms from two mnt2− ligands, and its coordination geometry is a slightly distorted tetrahedron. The Zn–S bond lengths range from 2.3222 (7) to 2.3561 (6) Å, and the S–Zn–S bond angles are in the range of 92.76 (2)–123.67 (3). All of these geometric parameters are comparable to that in the reported [Zn(mnt)2]2− complex [12]. The anions and cations form segregated columns. Weak C–H⃛N interactions are observed in the title structure [13]. A supramolecular network structure is thus constructed through weak intermolecular interactions.

Corresponding author: Wei-Hong Yan, School of Biology and Chemical Engineering, Nanyang Institute of Technology, Nanyang473004, China, E-mail:

Funding source: Scientific and Technological Research Projects of Henan Province

Award Identifier / Grant number: 182102311077

Funding source: National Natural Science Foundation of China

Award Identifier / Grant number: 21776063, U1704127

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

  2. Research funding: The Scientific and Technological Research Projects of Henan Province (182102311077), the National Natural Science Foundation of China (21776063, U1704127).

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

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Received: 2020-12-07
Accepted: 2020-12-23
Published Online: 2021-01-20
Published in Print: 2021-05-26

© 2020 Wei-Hong Yan et al., 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
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https://doi.org/10.1515/ncrs-2020-0624
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxidoethylidene)benzohydrazonato-κ5N,O,O′:N′,O′′)hexkis(pyridine-κ1N)trinickel(II) - pyridine (1/1), C63H57Cl2N13Ni3O6
  4. Crystal structure of [(μ2-succinato κ3O,O′:O′′)-bis-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane)]dinickel(II)] diperchlorate, dihydrate C36H82Cl2N8Ni2O15
  5. Crystal structure of catena-poly[aquabis(3-nitrobenzoato-κ2O:O′)-(μ2-pyrazine-N: N′)cadmium(II)], C18H14N4O9Cd
  6. Crystal structure of 4-(2,2-difluoroethyl)-2,4,6-trimethylisoquinoline-1,3(2H,4H)-dione, C14H15F2NO2
  7. The crystal structure of thioxanthen-9-one-10,10-dioxide, C13H8O3S – a second polymorph
  8. Crystal structure of (E)-2-((2-methoxy-3-pyridyl)methylene)-7-fluoro-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  9. The crystal structure of diaquahydrogen 2,5-dimethylbenzenesulphonate, C8H14O5S
  10. The crystal structure of N-(4-(cyclohexylimino)pent-2-en-2-yl)cyclohexanamine, C17H30N2
  11. The twinned crystal structure of 1,3-phenylenedimethanaminium dibromide, C8H14Br2N2
  12. Crystal structure of 2,4,7,9-tetranitro-10H-benzofuro[3,2-b]indole – dimethyl sulfoxide (1/1), C16H11N5O10S
  13. Crystal structure of 2,6-bis(2-(pyridin-3-yl)ethyl)pyrrolo[3,4-f]isoindole-1,3,5,7(2H,6H)-tetraone, C24H18N4O4
  14. The crystal structure of 3,4-dichlorobenzoic acid chloride, C7H3Cl3O
  15. Crystal structure of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-k2S:S)zinc(II), C26H18N6ZnS4
  16. Crystal structure of tetrakis(μ-naphthalene-1-carboxylato-κ2O,O′)bis(methanol)copper(II), C46H36Cu2O10
  17. Crystal structure of 9-methyl-3-methylene-1,2,3,9-tetrahydro-4H-carbazol-4-one, C14H13NO
  18. Crystal structure of bis(amino(carbamothioylamino)methaniminium) 3-nitrophthalate monohydrate, C12H19N9O7S2
  19. Crystal structure of 3,3′-(1,2-phenylene-bis(methylene))bis(1-ethyl-1H-imidazol-3-ium) bis(hexafluorophosphate), C18H24F12N4P2
  20. The crystal structure of 5-hydroxy-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one– rubrofusarin B, C16H14O5
  21. The crystal structure of bis(ethanol-kO)- bis(6-aminopicolinato-k2N,O)manganese(II), C16H22O6N4Mn
  22. The crystal structure of 3,3′-((carbonylbis(azanediyl))bis(ethane-2,1-diyl)) bis(1-methyl-1H-benzo[d]imidazol-3-ium) tetrafluoroborate monohydrate, C21H28N6O3B2F8
  23. Crystal structure of dimethanol-dichlorido-bis( μ2-2-(((1,5-dimethyl-3-oxo-2- phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato- κ4O:O,O′,N)dinickel (II), C20H24ClNiN3O4
  24. The crystal structure of methyl 5-(trifluoromethyl)-1H-pyrrole-2-carboxylate, C7H6F3NO2
  25. Crystal structure of (OC‐6‐13)‐aqua‐tris (3‐bromopyridine‐κ1N)‐bis(trifluoroacetato‐κ1O)cadmium(II) C19H14Br3CdF6N3O5
  26. Crystal structure of methyl (E)-3-(4-(2-ethoxy-2-oxoethoxy)phenyl) acrylate, C14H16O5
  27. Crystal structure of methyl 4-acetoxy-3,5-dimethoxybenzoate, C12H14O6
  28. The crystal structure of 2-(1H-benzimidazol-2-yl)-3-bromo-5-chlorophenol, C13H8BrClN2O
  29. The crystal structure of bis(μ2-5-chloro-N-(2-methyl-1-oxidopropylidene)-2-oxidobenzohydrazonate-κ5N,O,O′:N′,O′′)pentakis(pyridine-κ1N)tricopper(II), C47H45Cl2N9Cu3O6
  30. Synthesis and crystal structure of catena-poly[aqua-bis(nitrato-κ2O:O′)- (μ2-((1 H-imidazol-1-yl)methyl)benzene-κ2 N,N′)-H2O-κ2O]cadmium(II), C14H16N6O7Cd
  31. The crystal structure of pentakis(carbonyl)-{μ-[2,3-bis(sulfanyl)propan-1-olato]}-(triphenylphosphane)diiron (Fe–Fe)C26H21Fe2O6PS2
  32. Crystal structure of ethyl-2-(3-benzoylthioureido)propanoate, C13H16N2O3S
  33. Crystal structure of 2-methoxy-4b,5,14,15-tetrahydro-6H-isoquinolino[2′,1′:1,6] pyrazino[2,3-b]quinoxaline, C19H18N4O
  34. Crystal structure of 2,2′-[ethane-1,2-diylbis(azanylylidenemethylylidene)]bis(6-chlorophenol), C16H14Cl2N2O2
  35. The crystal structure of (Z)-3-((2-(2-(2-aminophenoxy)ethoxy)phenyl)amino)-1-phenylbut-2-en-1-one, C24H24N2O3
  36. The crystal structure of 10-(3,5-di(pyridin-4-yl)phenyl)-10H-phenoxazine dihydrate, C28H23N3O3
  37. Crystal structure of poly[dipoly[aqua-di(µ2-pyrazin-2-olato-κ2N:N′) zinc(II)], C8H8N4O3Zn
  38. Crystal structure of poly[tetra(μ2-cyanido-κ2N:O)-bis(N,N-dimethylformamide-κO)-manganese(II)-platinum(II)], C10H14MnN6O2Pt
  39. The crystal structure of aqua-chlorido-6,6′-((ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(2,4-dichlorophenolato-κ4N,N′,O,O′)manganese(III), C16H12Cl5MnN2O3
  40. Crystal structure of [di(µ2-cyanido)-dicyanido-bis(dimethyl sulfoxide-κO)- bis(2,2′-(ethane-1,2-diylbis(azanylylidenemethanylylidene))diphenolato-κ4,N,N′,O,O′)- dimanganese(III)-platinum(II)], C40H40Mn2N8O6PtS2
  41. The crystal structure of (azido)-κ1N-6,6′-((cyclohexane-1,2-diylbis(azanylylidene)) bis(methanylylidene))bis(3-bromophenolato-κ4N,N,O,O)-(methanol)-manganese(III)–methanol(1/1), C22H26Br2MnN5O4
  42. Crystal structure of 7-chloro-N-(4-iodobenzyl)-1,2,3,4-tetrahydroacridin-9-amine, C20H18ClIN2
  43. Crystal structure of catena-poly[(1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N″,N′′′)-bis(μ2-thiocyanato-κ2N:S)-bis(thiocyanato-κS)-nickel(II)palladium(II)], C14H24N8NiPdS4
  44. Crystal structure of 3-chloro-4-(4-ethylpiperazin-1-yl)aniline monohydrate, C12H20ClN3O
  45. Crystal structure of the 2D coordination polymer poly[diaqua-bis(μ2-3- methoxyisonicotinato-κ2N:O)cobalt(II)] — dimethylformamide (1/1), C20H30CoN4O10
  46. Crystal structure of 4-[(5-chloro-2-hydroxybenzylidene)amino]-3-propyl-1H-1,2,4-triazole-5(4H)-thione, C12H13ClN4OS
  47. Crystal structure of N-(5-(2-(benzyl(1-(4-methoxyphenyl)propan-2-yl)amino)-1-hydroxyethyl)-2-(benzyloxy)phenyl)formamide, C33H36N2O4
  48. Crystal structure of 3-(methoxycarbonyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid, C9H12O5
  49. The crystal structure of 1-((dimethylamino)(3-nitrophenyl)methyl)naphthalen-2-ol, C19H18N2O3
  50. Crystal structure of catena-poly[di(μ2-cyanido-κ2C:N)-dicyanido-tetrakis(dimethyl sulfoxide-κO)-manganese(II)-platinum(II)], C12H24MnN4O4PtS4
  51. Crystal structure of 4-amino-N-(2-pyrimidinyl)benzenesulfonamide–1,4-dioxane (1/1), C14H18N4O4S
  52. Crystal structure of bis{1-[(benzotriazol-1-yl)methyl]-1H-1,3-(2-methyl-imidazol)}di-chloridomercury(II), [Hg(C11H11N5)2Cl2], C22H22N10Cl2Hg
  53. Crystal structure of 2, 3-bis((4-methylbenzoyl)oxy) succinic acid–N, N-dimethylformamide (1/1), C23H25NO9
  54. Crystal structure of catena-poly[bis(4-(4-carboxyphenoxy)benzoato-κ1O)-μ2-(1,4-bis(1-imidazolyl)benzene-κ2N:N′)cobalt(II)], C40H28N4O10Co
  55. Crystal structure of 1H-imidazol-3-ium poly[aqua-(μ4-glutarato-κ6O,O′:O′:O′′,O′′′:O′′′)-(nitrato-κ2O,O′)strontium(II)], C8H13N3O8Sr
  56. Crystal structure of (R)-6-(benzo[b]thiophen-5-yl)-2-methyl-2,6-dihydrobenzo [5,6] silino[4,3,2-cd]indole, C23H17NSSi
  57. Crystal structure of catena-poly[bis(μ2-thiocyanato-κ2N:S)-(2-(5-methyl-1H-pyrazol-3-yl)pyridine-κ2N,N′)cadmium(II)]–dioxane (1/1), C15H17CdN5O2S2
  58. Crystal structure of poly[aqua-(μ2-1,4-bis(2′-carboxylatophenoxy)benzene-κ2O:O′)-(μ2-4,4′-bipyridione-κ2N:N′)cadmium(II)] monhydrate, C30H22CdN2O7⋅H2O
  59. Crystal structure of catena-poly[tetraaqua-(μ2-4,4′-bipyridine-k2N:N′)-bis(μ2-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-k4O,O′:O″,O′″)dicadmium(II)] dihydrate, C20H20NO7Cd
  60. Crystal structure of 1‐tert‐butyl‐3‐(2,6‐diisopropyl‐4‐phenoxyphenyl)‐2-methylisothiourea, C24H34N2OS
  61. Crystal structure of catena-poly[triaqua-(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)-(4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoato-κ1O)cobalt(II)] — N,N′-dimethylformamide (1/1), C28H34N8O8Co
  62. Crystal structure of tetraaqua-bis(1,4-di(1H-imidazol-1-yl)benzene-κ1N)manganese(II) 2,3-dihydroxyterephthalate, C32H32MnN8O10
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