Home Crystal structure of bis(N,2-bis(4-ethoxybenzylidene)hydrazine-1-carbohydrazonothioato-κ2N,S)nickel(II) — N,N-dimethylformamide (1/2), C44H56N10S2O6Ni
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Crystal structure of bis(N,2-bis(4-ethoxybenzylidene)hydrazine-1-carbohydrazonothioato-κ2N,S)nickel(II) — N,N-dimethylformamide (1/2), C44H56N10S2O6Ni

  • Zhuang-Yu Li ORCID logo , E. Liu , Xiao-Jing Liu , Fang-Fang Jian EMAIL logo and Tong-ling Liang
Published/Copyright: March 25, 2020

Abstract

C44H56N10S2O6Ni, triclinic, P1̄ (no. 2), a = 9.3077(14) Å, b = 9.9624(14) Å, c = 14.0449(19) Å, α = 70.889(3)°, β = 75.532(2)°, γ = 87.544(3)°, V = 1190.5(3) Å3, Z = 1, Rgt(F) = 0.0528, wRref(F2) = 0.1279, T = 293 K.

CCDC no.: 1986652

The molecular structure is shown in the figure (′ = 1 − x, −y, −z). 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:0.29 × 0.26 × 0.25 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.55 mm−1
Diffractometer, scan mode:Enraf-Nonius CAD-4, ω
θmax, completeness:25.0°, 99%
N(hkl)measured, N(hkl)unique, Rint:7848, 4160, 0.033
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2365
N(param)refined:286
Programs:CAD-4 [1], [2], Olex2 [3]
Table 2:

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

AtomxyzUiso*/Ueq
Ni10.50.00.00.0505(2)
S10.44175(12)0.07894(12)0.13065(8)0.0696(4)
O11.3063(3)−0.3961(3)0.0698(2)0.0847(9)
O20.1682(3)0.4763(3)0.5961(2)0.0769(9)
N10.6761(3)−0.0660(3)0.0461(2)0.0497(8)
N20.7057(3)−0.0372(3)0.1300(2)0.0554(8)
N30.6223(3)0.0648(3)0.2529(2)0.0630(9)
H30.7013(3)0.0389(3)0.2742(2)0.0756(11)*
N40.5205(3)0.1387(3)0.3019(2)0.0552(8)
C11.5206(5)−0.4611(5)0.1307(4)0.0990(17)
H1a1.5752(5)−0.4516(5)0.1780(4)0.148(2)*
H1b1.4941(5)−0.5596(5)0.1470(4)0.148(2)*
H1c1.5809(5)−0.4251(5)0.0607(4)0.148(2)*
C21.3794(5)−0.3767(5)0.1412(3)0.0789(14)
H2a1.4041(5)−0.2767(5)0.1248(3)0.0947(16)*
H2b1.3168(5)−0.4121(5)0.2115(3)0.0947(16)*
C31.1802(5)−0.3231(4)0.0585(3)0.0652(11)
C41.1164(4)−0.2342(4)0.1129(3)0.0619(11)
H41.1613(4)−0.2166(4)0.1601(3)0.0743(13)*
C50.9850(4)−0.1710(4)0.0971(3)0.0577(10)
H50.9425(4)−0.1110(4)0.1342(3)0.0692(12)*
C60.9157(4)−0.1949(4)0.0275(3)0.0534(10)
C70.9876(5)−0.2802(5)−0.0283(4)0.0853(14)
H70.9461(5)−0.2950(5)−0.0780(4)0.1024(17)*
C81.1159(5)−0.3433(5)−0.0138(4)0.0892(15)
H81.1604(5)−0.4002(5)−0.0529(4)0.1070(18)*
C90.7770(4)−0.1376(4)0.0043(3)0.0587(10)
H90.7569(4)−0.1563(4)−0.0519(3)0.0705(13)*
C100.6009(4)0.0317(4)0.1715(3)0.0500(10)
C110.5462(4)0.1583(4)0.3818(3)0.0593(11)
H110.6293(4)0.1197(4)0.4045(3)0.0712(13)*
C120.4480(4)0.2396(4)0.4375(3)0.0546(10)
C130.4697(5)0.2497(4)0.5288(3)0.0668(12)
H130.5479(5)0.2025(4)0.5539(3)0.0802(14)*
C140.3800(5)0.3269(5)0.5844(3)0.0673(12)
H140.3973(5)0.3306(5)0.6460(3)0.0808(14)*
C150.2658(5)0.3977(4)0.5478(3)0.0605(11)
C160.2388(5)0.3886(4)0.4576(3)0.0647(11)
H160.1594(5)0.4349(4)0.4337(3)0.0777(14)*
C170.3290(5)0.3114(4)0.4033(3)0.0601(11)
H170.3103(5)0.3070(4)0.3423(3)0.0721(13)*
C180.1961(5)0.5008(5)0.6847(3)0.0759(13)
H18a0.1898(5)0.4116(5)0.7411(3)0.0911(15)*
H18b0.2948(5)0.5439(5)0.6672(3)0.0911(15)*
C190.0818(6)0.5980(5)0.7168(4)0.1047(17)
H19a0.0981(6)0.6163(5)0.7764(4)0.157(2)*
H19b0.0893(6)0.6860(5)0.6606(4)0.157(2)*
H19c−0.0154(6)0.5543(5)0.7342(4)0.157(2)*
O3−0.1136(4)1.0328(4)0.3243(3)0.0936(10)
N50.0810(4)0.9072(4)0.3676(2)0.0656(10)
C20−0.0441(5)0.9260(5)0.3381(3)0.0730(13)
H20−0.0826(5)0.8496(5)0.3267(3)0.0876(15)*
C210.1498(5)1.0201(5)0.3848(4)0.0963(16)
H21a0.2499(12)1.038(2)0.3424(18)0.144(2)*
H21b0.095(2)1.1046(10)0.367(2)0.144(2)*
H21c0.151(3)0.9936(14)0.4568(6)0.144(2)*
C220.1572(6)0.7750(5)0.3808(4)0.1135(19)
H22a0.2456(6)0.7824(5)0.4025(4)0.170(3)*
H22b0.0932(6)0.6988(5)0.4326(4)0.170(3)*
H22c0.1834(6)0.7561(5)0.3159(4)0.170(3)*

Source of material

Dissolve hydrazinecarbothiohydrazide (3 mmol) and 4-methylbenzenesulfonic acid (1 mL) in 50 mL of distilled water, add 15 mL of an ethanol solution containing 4-ethoxybenzaldehyde (6 mmol), heat and stir under reflux for 4 h: Then add nickel chloride (2 mmol), and continue heating and stirring for 2 h. After the reaction was completed, the product was filtered and washed with distilled water, and the title compound was finally obtained from the DMF solution.

Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

Comment

Schiff bases of thiosemicarbazone have strong coordination ability due to the fact that their structures contain O, N, S and heteroatoms, and they are important in the fields of medicine and analytical chemistry [4], [5]. In the field of medicine, thiourea Schiff base complexes have biological activities such as bacteriostasis [6], [7] and antitumor effects [8], [9]. In the field of optical materials, thiourea Schiff base ligands with specific structures and their complexes have shown to own good optical properties, such as fluorescent light, second-order nonlinear optics, etc. [10].

The molecular structure of the title compound is shown in the figure, bond lengths and angles are within normal ranges [11]. In the complex, the N1—N2 bond length is 1.392 Å and the N3—N4 bond length is 1.364 Å. Ni coordinates with N and S to form a five-membered chelate ring, in which the bond lengths of Ni1—N1 and Ni1—N1′ are 1.923 Å, and the bond lengths of Ni1—S1 and Ni1—S1′ are 2.166 Å. The five-membered ring of atoms Ni, S1, N1, N2, and C10 is in the same plane as the five-membered ring of atoms Ni, S1′, N1′, N2′, and C10a. The dihedral angle between the plane of the aryl moiety formed by atoms C(1)—C(6) and the moiety of atoms C(12)—C(17) is 14.03°.

Acknowledgements

The authors would like to thank the financial supports from the Henan University of Science and Technology Distinguished Professor Open Fund (Grant No. 135100001).

References

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Received: 2020-01-11
Accepted: 2020-02-27
Published Online: 2020-03-25
Published in Print: 2020-06-25

©2020 Zhuang-Yu Li et al., published by De Gruyter, Berlin/Boston

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

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  66. Dimerization of 2-[(2-((2-aminophenyl)thio)phenyl)amino]-cyclohepta-2,4,6-trien-1-one through hydrogen bonding, C19H16N2OS
  67. Crystal structure of 1-(4-chloro-phenyl)-7-ethoxyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, C18H12ClF2NO4
  68. Crystal structure of 7-ethoxy-6,8-difluoro-4-oxo-1-pyridin-2-ylmethyl-1,4-dihydro-quinoline-3-carboxylic acid, C18H14F2N2O4
  69. Crystal structure of octahydro-7aR,8′R-dimethylspiro[isobenzofuran-4(1H), 4′ (3′H)-[1H-7,9a]methanocyclohepta[c]pyran]-1′,3, 9′ (3aH,4′aH)-trione, C20H26O5
  70. Crystal structure of bis(5-ethoxy-2-(((1-hydroxy-2-methyl-3-oxidopropan-2-yl)imino)methyl)phenolato-κ3N,O,O’)manganese(IV) – methanol (1/1), C27H38MnN2O9
  71. Crystal structure of 8a,8a′′-oxybis(8aH-8,9-dioxa-3a1λ4-aza-8aλ4-borabenzo[fg]tetracene), C34H22B2N2O5
  72. Crystal structure of bromido-triphenyl-(triphenylarsine oxide-κO)tin(IV), C36H30AsBrOSn
  73. Crystal structure of catena-poly[chlorido-(μ2-formato-κ2O:O′)-(1,10-phenathroline-κ2N,N′)copper(II)], C26H18Cl2Cu2N4O4
  74. The crystal structure of poly[(μ10-5-carboxyisophthalato-κ10O)disodium], C9H4Na2O6
  75. The crystal structure of 3,5-difluoroisonicotinic acid, C6H3F2NO2
  76. The crystal structure of ethyl-1-(N-(adamantan-1-yl)-carbamothioyl)piperidine-4-carboxylate, C19H30N2O2S
  77. Crystal structure of 5-methyl-3-phenyl-1-tosyl-1,2,3,4-tetrahydropyridine, C19H21NO2S
  78. Crystal structure of bis((3-chlorosalicylidene)-ethylenediaminato-κ4N,N′,O,O′)nickel (II), C16H12Cl2NiN2O2
  79. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-4-hydroxybenzohydrazide — dihydrofuran-2(3H)-one (1/1), C18H17ClN2O5
  80. Crystal structure of bis((3-bromosalicylidene)-ethylenediaminato-κ4N,N′,O,O′) nickel (II), C16H12Br2NiN2O2
  81. Crystal structure of trimethylsulfoxonium tetrachloridocobaltate(II) [(CH3)3SO]2CoCl4
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