Home Physical Sciences The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4
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The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4

  • Liguo Yang ORCID logo EMAIL logo , Xin Wang , Kun Zou , Shuige Hu and Xiaozhen Liu
Published/Copyright: March 7, 2022
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 237 Issue 3

Abstract

C48H56N6Ni3O10S4, monoclinic, P21 (no. 4), a = 12.3887(11) Å, b = 15.7405(13) Å, c = 13.4254(11) Å, β = 97.364(2)°, V = 2596.4(4) Å3, Z = 2, R gt (F) = 0.0530, wR ref (F 2) = 0.1316, T = 298 K.

CCDC no.: 2150469

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: Orange block
Size: 0.26 × 0.16 × 0.09 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.30 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 25.4°, >99%
N(hkl)measured, N(hkl)unique, R int: 31,672, 9473, 0.033
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 8511
N(param)refined: 651
Programs: Bruker [1], SHELX [2]
Table 2:

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

Atom x y z U iso*/U eq
Ni1 0.76582 (8) 0.49779 (7) 0.75836 (8) 0.0210 (2)
S1 1.3983 (2) −0.03224 (19) 0.6767 (2) 0.0529 (7)
O1 1.0417 (5) 0.3337 (4) 0.7435 (4) 0.0277 (14)
N1 0.9014 (5) 0.4185 (5) 0.7745 (5) 0.0225 (14)
C1 0.9377 (6) 0.3500 (5) 0.7363 (6) 0.0210 (18)
Ni2 0.41087 (8) 0.58432 (6) 0.68313 (8) 0.0243 (3)
S2 −0.0169 (3) 1.01300 (19) 0.7134 (2) 0.0522 (7)
O2 1.2013 (4) 0.4943 (4) 0.8929 (4) 0.0271 (12)
N2 0.9910 (5) 0.4637 (4) 0.8272 (5) 0.0217 (15)
C2 0.8638 (7) 0.2863 (5) 0.6814 (6) 0.0245 (18)
Ni3 1.12251 (8) 0.41435 (6) 0.81799 (8) 0.0245 (3)
S3 0.6872 (3) 0.43471 (19) 0.9768 (2) 0.0581 (8)
O3 0.8649 (5) 0.5594 (4) 0.8649 (4) 0.0248 (13)
N3 0.5433 (5) 0.5343 (5) 0.6812 (5) 0.0218 (15)
C3 0.7606 (7) 0.2713 (6) 0.7062 (6) 0.0261 (18)
H3 0.734463 0.302795 0.758601 0.031*
S4 0.78961 (19) 0.55382 (16) 0.53825 (17) 0.0334 (5)
O4 0.6904 (5) 0.4270 (4) 0.8664 (4) 0.0297 (13)
N4 0.6310 (5) 0.5768 (5) 0.7384 (5) 0.0243 (15)
C4 0.6952 (8) 0.2100 (6) 0.6542 (7) 0.036 (2)
H4 0.623946 0.200340 0.670808 0.043*
O5 0.8393 (5) 0.5659 (4) 0.6474 (4) 0.0298 (14)
N5 1.2550 (6) 0.3544 (6) 0.8025 (6) 0.0338 (19)
C5 0.7322 (8) 0.1626 (6) 0.5784 (7) 0.034 (2)
H5 0.687117 0.120533 0.543484 0.041*
O6 0.6688 (4) 0.4362 (4) 0.6494 (4) 0.0225 (13)
N6 0.2779 (6) 0.6455 (5) 0.6917 (6) 0.0304 (17)
C6 0.8358 (8) 0.1776 (6) 0.5544 (7) 0.036 (2)
H6 0.861470 0.145683 0.502157 0.043*
O7 0.4907 (5) 0.6657 (4) 0.7597 (5) 0.0277 (14)
C7 0.9027 (7) 0.2382 (6) 0.6049 (7) 0.032 (2)
H7 0.974080 0.247223 0.588338 0.038*
O8 0.3339 (4) 0.5040 (4) 0.6070 (4) 0.0263 (12)
C8 0.9636 (7) 0.5326 (5) 0.8717 (6) 0.0221 (17)
O9 0.0253 (7) 0.9277 (6) 0.7400 (7) 0.067 (2)
C9 1.0511 (7) 0.5817 (6) 0.9304 (6) 0.0243 (17)
O10 1.3235 (6) 0.0176 (5) 0.7314 (6) 0.060 (2)
C10 1.0201 (8) 0.6554 (6) 0.9807 (6) 0.031 (2)
H10 0.945441 0.670737 0.975823 0.037*
C11 1.0972 (9) 0.7051 (7) 1.0366 (8) 0.039 (2)
H11 1.075701 0.753051 1.072185 0.047*
C12 1.2059 (8) 0.6843 (6) 1.0402 (7) 0.037 (2)
H12 1.258494 0.720058 1.076943 0.044*
C13 1.2412 (8) 0.6141 (6) 0.9931 (7) 0.034 (2)
C14 1.1613 (7) 0.5602 (6) 0.9366 (6) 0.0276 (19)
C15 1.3599 (8) 0.5926 (7) 0.9948 (9) 0.048 (3)
H15A 1.403606 0.628943 1.043749 0.071*
H15B 1.381586 0.602024 0.927977 0.071*
H15C 1.371837 0.532909 1.013790 0.071*
C16 0.5718 (6) 0.4629 (5) 0.6369 (6) 0.0200 (17)
C17 0.4854 (6) 0.4156 (6) 0.5736 (6) 0.0229 (17)
C18 0.3734 (7) 0.4378 (6) 0.5640 (6) 0.0253 (19)
C19 0.2986 (7) 0.3857 (6) 0.5029 (7) 0.034 (2)
C20 0.3356 (8) 0.3175 (7) 0.4528 (8) 0.042 (3)
H20 0.284429 0.284046 0.411121 0.051*
C21 0.4461 (8) 0.2957 (7) 0.4611 (7) 0.042 (3)
H21 0.469897 0.247940 0.426462 0.051*
C22 0.5196 (7) 0.3460 (6) 0.5214 (6) 0.028 (2)
H22 0.594974 0.332774 0.527263 0.034*
C23 0.1791 (7) 0.4065 (8) 0.4978 (8) 0.042 (2)
H23A 0.136576 0.365970 0.453335 0.063*
H23B 0.165962 0.464212 0.471605 0.063*
H23C 0.157018 0.402859 0.565246 0.063*
C24 0.5940 (7) 0.6469 (6) 0.7731 (6) 0.0266 (19)
C25 0.6658 (7) 0.7114 (6) 0.8263 (6) 0.0263 (18)
C26 0.7700 (7) 0.7277 (6) 0.8012 (7) 0.029 (2)
H26 0.797981 0.694071 0.751592 0.035*
C27 0.8324 (9) 0.7925 (6) 0.8483 (7) 0.037 (2)
H27 0.903072 0.803427 0.831104 0.044*
C28 0.7911 (9) 0.8417 (7) 0.9212 (7) 0.043 (3)
H28 0.833643 0.886612 0.953021 0.051*
C29 0.6899 (9) 0.8258 (7) 0.9471 (7) 0.041 (2)
H29 0.662653 0.858934 0.997464 0.049*
C30 0.6272 (8) 0.7610 (6) 0.8996 (7) 0.033 (2)
H30 0.556760 0.750329 0.917620 0.039*
C31 1.2559 (9) 0.2717 (7) 0.7887 (9) 0.050 (3)
H31 1.187592 0.243540 0.778434 0.060*
C32 1.3463 (10) 0.2235 (8) 0.7881 (10) 0.053 (3)
H32 1.341797 0.163421 0.782126 0.063*
C33 1.4449 (8) 0.2648 (7) 0.7964 (8) 0.041 (2)
H33 1.510545 0.233657 0.796288 0.049*
C34 1.4471 (8) 0.3504 (8) 0.8047 (7) 0.041 (2)
H34 1.514017 0.380427 0.807654 0.050*
C35 1.3511 (8) 0.3935 (7) 0.8087 (7) 0.037 (2)
H35 1.353340 0.453533 0.816176 0.045*
C36 0.1864 (7) 0.6082 (7) 0.6940 (7) 0.036 (2)
H36 0.185235 0.547923 0.690991 0.044*
C37 0.0872 (8) 0.6506 (8) 0.7008 (8) 0.041 (2)
H37 0.020857 0.620360 0.700999 0.049*
C38 0.0910 (9) 0.7357 (8) 0.7069 (9) 0.046 (3)
H38 0.026706 0.766891 0.714025 0.055*
C39 0.1908 (9) 0.7795 (8) 0.7029 (9) 0.051 (3)
H39 0.194080 0.839769 0.703720 0.061*
C40 0.2804 (9) 0.7320 (7) 0.6978 (9) 0.046 (3)
H40 0.348434 0.760026 0.698385 0.055*
C41 1.4835 (13) −0.0881 (11) 0.7746 (13) 0.096 (5)
H41A 1.554798 −0.098898 0.752905 0.144*
H41B 1.449232 −0.142284 0.788251 0.144*
H41C 1.492643 −0.053510 0.835784 0.144*
C42 1.4928 (12) 0.0404 (10) 0.6434 (13) 0.091 (5)
H42A 1.564565 0.013329 0.648105 0.136*
H42B 1.496372 0.089243 0.688954 0.136*
H42C 1.470992 0.059595 0.574322 0.136*
C43 0.0669 (10) 1.0866 (8) 0.7899 (8) 0.054 (3)
H43A 0.035366 1.143627 0.781536 0.081*
H43B 0.140155 1.086907 0.769640 0.081*
H43C 0.071198 1.069548 0.860542 0.081*
C44 −0.1352 (10) 1.0264 (8) 0.7740 (9) 0.055 (3)
H44A −0.164353 1.083730 0.760936 0.083*
H44B −0.116335 1.018276 0.846545 0.083*
H44C −0.190186 0.984438 0.747993 0.083*
C45 0.8152 (11) 0.4154 (9) 1.0406 (9) 0.067 (3)
H45A 0.816302 0.431116 1.111402 0.100*
H45B 0.869295 0.449250 1.010875 0.100*
H45C 0.832658 0.354937 1.035827 0.100*
C46 0.6709 (9) 0.5443 (7) 1.0073 (7) 0.040 (2)
H46A 0.673338 0.550411 1.080182 0.060*
H46B 0.600651 0.564782 0.974116 0.060*
H46C 0.729739 0.577617 0.984249 0.060*
C47 0.8575 (10) 0.4620 (7) 0.4985 (8) 0.046 (3)
H47A 0.846252 0.458576 0.425019 0.069*
H47B 0.827842 .410948 0.526799 0.069*
H47C 0.935544 0.466114 0.521913 0.069*
C48 0.8554 (10) 0.6322 (7) 0.4717 (8) 0.047 (3)
H48A 0.826978 0.629660 0.400167 0.071*
H48B 0.933984 0.621318 0.480079 0.071*
H48C 0.841605 0.688609 0.498090 0.071*

Source of material

The ligand was synthesized from the reaction of benzoyl hydrazine (100 mg, 0.60 mmol) and benzoate (50 mg, 0.60 mmol) according to the procedure reported earlier [3]. Yield (0.010 g, 80%).

Experimental details

The carbon-bound H atoms were geometrically placed (C–H = 0.95–0.98 Å) and refined as riding atoms with U iso(H) = 1.2–1.5 U eq(C). The N-bound H atoms were located in a difference Fourier map but were refined with a distance restraint of N–H = 0.88 Å, and with U iso(H) set to 1.2 U eq(N) [1, 4].

Comment

Schiff bases ligands have been extensively investigated for many years. Lots of the ligands can form multinuclear metal complexes, but Schiff based ligands are better applicants as they own versatile structures depending on the aldehydes and amines. The structures of their metal complexes with Schiff base ligands are similar with that of biological system. So the Schiff base ligand plays an important part in the development of coordination chemistry. In the following account, we synthesized a new Schiff base ligand. Similar complexes has been reported [5–7].

As shown in the figure, the title complex is composed of three Ni atoms, two Schiff base ligands, two dimethyl sulfoxides and two pyridines. It is the first trinuclear Ni complex with the (Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonate ligand. The coordination geometry of Ni1 is octahedral and those of Ni2 and Ni3 are square planar. The Ni1 atoms is bound to two oxygens, two hydrazine nitrogens, of two ligands and two sulfur atoms of dimethyl sulfoxides. The bond lengths of Ni1–O are 2.011, 2.018, 2.132 and 2.137 Å, which are similar to the corresponding values [8]. For Ni2 and Ni3, the regular square planar geometry is realized with oxygen, hydrazine nitrogen, phenolic oxygen and pyridine nitrogen atoms. The average bond distances of Ni–N and Ni–O for Ni2 and Ni3 are 1.874 and 1.833 respectively, which is shorter than the distances of Ni1 atoms. This difference may be attributed to the difference in stereochemistry between the central and terminal Ni atoms. The neighboring Ni–Ni interatomic distances are 4.581 and 4.591 Å, respectively, which are shorter than those in related complexes [9].

Corresponding author: Liguo Yang, College of Chemistry and Environmental Engineering, Anyang Institute of Technology, Anyang 455000, Henan, P. R. China, E-mail:

Funding source: Nature science foundation of Henan Province

Award Identifier / Grant number: 202300410010

Funding source: Anyang Key Laboratory for Chemical Biosensing

Award Identifier / Grant number: 21302003

Funding source: Anyang Institute of Technology

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

  2. Research funding: This study was financially supported by Nature science foundation of Henan Province (202300410010), the Anyang Key Laboratory for Chemical Biosensing (21302003), Key discipline of environmental engineer of Anyang Institute of Technology.

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

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Received: 2022-01-14
Accepted: 2022-02-07
Published Online: 2022-03-07
Published in Print: 2022-06-27

© 2022 Liguo Yang 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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  43. Crystal structure of 6-bromo-2-(4-chlorophenyl)chroman-4-one (6-bromo-4′-chloroflavanone), C15H10BrClO2
  44. The crystal structure of 2-(benzhydryloxy)-3-nitropyridine, C18H14N2O3
  45. The crystal structure of 1,3(4,1)-dipyridin-1-iuma-2(1,8)-diethynylanthracena-5(1,3)-benzenacyclohexaphane-11,31-diium bis(hexafluoridophosphate), C36H24F12N2P2
  46. Crystal structure of 3,6-di-tert-butyl-1-iodo-9-methyl-8-(pyren-1-ylethynyl)-9H-carbazole, C39H34IN
  47. The cocrystal 2-(dimethylammonio)-5-nitrobenzoate – 2-(dimethylamino)-5-nitrobenzoic acid, C9H10N2O4
  48. Crystal structure of 5-nitroquinazolin-4(3H)-one, C8H5N3O3
https://doi.org/10.1515/ncrs-2022-0014
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of (E)-(4-imidazol-1-yl-phenyl)-(2-methoxy-benzylidene)-amine monohydrate, C17H17N3O2
  4. Crystal structure of 6-methyl-3-(pyrrolidine-1-carbonyl)-2H-chromen-2-one, C15H15N1O3
  5. Crystal structure of 4-methyl-4-nitropentanoic acid, C6H11NO4
  6. The crystal structure of (E)-3-(furan-2-yl)acrylonitrile, C7H5NO
  7. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3
  8. Crystal structure of 2-(4-bromobenzyloxy)-6-chloropyridine, C12H9BrClNO
  9. Crystal structure of N-(4-bromo-2,6-dichloro-phenyl)pyrazin-2-amine, C10H6BrCl2N3
  10. Crystal structure of (E)-1-(2–nitrophenyl)-3-phenylprop-2-en-1-one, C15H11NO3
  11. The crystal structure of (E)-3-chloro-2-(2-(4-fluorobenzylidene)hydrazinyl)pyridine, C12H9ClFN3
  12. Crystal structure of (E)-amino(2-(thiazol-2-ylmethylene)hydrazineyl)methaniminium nitrate, C10H16N12O6S2
  13. Crystal structure of 9-methoxy-2,3,4,4a,5,6-hexahydro-1H-pyrido [1′,2′:1,6]pyrazino[2,3-b]quinoxaline, C15H18N4O
  14. The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4
  15. Crystal structure of bis(bis(triphenylphosphine)iminium) tetradecacarbonyltetratelluridopentaferrate(2-), (PPN)2[Fe5Te4(CO)14]
  16. Crystal structure of 4-Hydroxy-3-(naphthalen-2-ylthio)pent-3-en-2-one, C15H14O2S
  17. The crystal structure of [(1,10-phenanthroline-κ2 N,N)-bis(6-phenylpyridine-2-carboxylate-κ2 N,O)nickel(II)] monohydrate, C36H26N4O5Ni
  18. Crystal structure of 3,3′-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium) ditetrafluoroborate, C19H27B2F8N5
  19. The crystal structure of (E)-1-(4-aminophenyl)-3-(p-tolyl)prop-2-en-1-one, C16H15NO
  20. The crystal structure of poly[(μ2-terephthalato-κ4O,O′: O″,O‴)-(μ4-terephthalato-κ4O:O′:O″:O‴)-{μ4-(1,2,4,5-tetrakis(1,2,4-triazol-1-ylmethyl)-benzene-κ4O:O′:O″,O‴)}dicadmium(II)] – water – acetronitrile (1/2/2), C38H36N14O10Cd2
  21. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)cobalt(II)–water–N,N-dimethylformamide(1/2/1), C27H31N3O9Co
  22. The co-crystal structure of 4-hydroxy-3-methoxybenzoic acid – 4,4′-bipyridine, C8H8O4·C10H8N2
  23. Crystal structure of catena-poly[(μ2-1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol)-κ2N:N′)-bis(4-bromobenzoate-κ1O)cobalt(II)], C32H22Br2CoN4O4
  24. Crystal structure of (E)-5-propyl-4-((pyridin-2-ylmethylene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione – methanol (1/1), C11H13N5S
  25. The crystal structure of (Z)-4-bromo-6-(((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one monohydrate, C11H16BrNO5
  26. Crystal structure of bis(tetrapropylammonium) nonaselenidotetrastannate(IV), (Pr4N)2[Sn4Se9]
  27. Crystal structure of 2,6-di-tert-butyl-4-(4-chlorobenzylidene)cyclohexa-2,5-dien-1-one, C21H25ClO
  28. Crystal structure of (2,2′-((naphthalen-1-ylmethyl)azanediyl)diacetato-κ3 N,O,O′)-(1,10-phenanthroline-κ2 N,N′)-copper(II) trihydrate, CuC27H27N3O7
  29. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylato-κ2N,O)-bis(1H-pyrazol-3-ylamine-κ2 N:N)dicobalt(II) dihydrate, C27H23N5O5Co
  30. The crystal structure of bis((E)-2-((tert-butylimino)methyl)-4-chlorophenolato-κ2N,O)zinc(II), C22H26Cl2N2O2Zn
  31. The crystal structure of poly[diaqua-(μ3-5-nitrobenzene-1,2,3-tricarboxylato-κ3O:O′:O′)-(μ2-4,4′-dipyridylamine-κ2N:N′)copper(II)], C38H30Cu3N8O20
  32. The crystal structure of (E)-1-ferrocenyl-3-(naphthalen-1-yl)prop-2-en-1-one, C23H18FeO
  33. The crystal structure of (E)-1-ferrocenyl-3-(4-isopropylphenyl)prop-2-en-1-one, C22H22FeO
  34. Crystal structure of 6-hydroxy-2,2-dimethyl-4Hbenzo[d][1,3]dioxin-4-one, C10H10O4
  35. The crystal structure of (2E,4E)-1-ferrocenyl-5-phenylpenta-2,4-dien-1-one, C21H18FeO
  36. Crystal structure of alaninato-κ2N,O-bis(hydroxylamido-κ2N,O)-oxido-vanadium(V), C3H10N3O5V
  37. Crystal structure of catena-poly[aqua-bis[μ2-6-(1H-imidazol-1-yl)nicotinato-κ2 N,O]copper(II)], C18H14N6O5Cu
  38. Crystal structure of diethyl 4,6-diphenyl-1,9-di-p-tolylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,5(2H)-dicarboxylate, C42H42N2O4
  39. The crystal structure of cobalt cadmium bis(hydrogenphosphate) bis(phosphate(V)) tetrahydrate, H10O20P4Co3.14Cd1.86
  40. Crystal structure of dimethyl 1,4,6,9-tetraphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,7(2H)-dicarboxylate, C38H34N2O4
  41. Crystal structure of (Z)-4-(furan-2-yl((4-iodophenyl)amino)methylene)-5-methyl-2(p-tolyl)-2,4-dihydro-3H-pyrazol-3-one, C21H16I N3O2
  42. Crystal structure of (E)-1-(4-(3,5-dimethoxystyryl)phenyl)-7-ethylheptanedioate, C25H30O6
  43. Crystal structure of 6-bromo-2-(4-chlorophenyl)chroman-4-one (6-bromo-4′-chloroflavanone), C15H10BrClO2
  44. The crystal structure of 2-(benzhydryloxy)-3-nitropyridine, C18H14N2O3
  45. The crystal structure of 1,3(4,1)-dipyridin-1-iuma-2(1,8)-diethynylanthracena-5(1,3)-benzenacyclohexaphane-11,31-diium bis(hexafluoridophosphate), C36H24F12N2P2
  46. Crystal structure of 3,6-di-tert-butyl-1-iodo-9-methyl-8-(pyren-1-ylethynyl)-9H-carbazole, C39H34IN
  47. The cocrystal 2-(dimethylammonio)-5-nitrobenzoate – 2-(dimethylamino)-5-nitrobenzoic acid, C9H10N2O4
  48. Crystal structure of 5-nitroquinazolin-4(3H)-one, C8H5N3O3
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