Home Crystal structure of bis{5-methoxy-2-(((2-oxo-2H-chromen-6-yl)imino)methyl)phenolato-κ2N,O}zinc(II), C34H24N2O8Zn
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Crystal structure of bis{5-methoxy-2-(((2-oxo-2H-chromen-6-yl)imino)methyl)phenolato-κ2N,O}zinc(II), C34H24N2O8Zn

  • Ping Zhang EMAIL logo , Yan-Bin Wang and Qiong Su
Published/Copyright: March 5, 2018

Abstract

C34H24N2O8Zn, triclinic, P1̅ (no. 2), a = 9.1202(6) Å, b = 12.2985(8) Å, c = 12.9973(9) Å, α = 83.799(2)°, β = 76.063(2)°, γ = 81.385(2)°, Z = 2, V = 1395.02(16) Å3, Rgt(F) = 0.0292, wRref(F2) = 0.0691, T = 296(2) K.

CCDC no.: 1576171

The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Yellow block
Size:0.27 × 0.26 × 0.22 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.94 mm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω-scans
θmax, completeness:25°, >99%
N(hkl)measured, N(hkl)unique, Rint:9489, 4876, 0.020
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4335
N(param)refined:408
Programs:Bruker programs [1], SHELX [2]
Table 2:

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

AtomxyzUiso*/Ueq
C10.6028(3)0.7541(2)1.01772(19)0.0364(6)
H1A0.70350.73230.97660.055*
H1B0.60650.75761.09050.055*
H1C0.56400.82530.99010.055*
C20.4813(2)0.66082(17)0.91538(17)0.0246(5)
C30.3867(3)0.57961(17)0.91688(17)0.0273(5)
H30.34900.53900.97980.033*
C40.3517(3)0.56173(17)0.82474(17)0.0273(5)
H40.28980.50780.82600.033*
C50.4057(2)0.62196(16)0.72643(16)0.0220(4)
C60.5039(2)0.70298(16)0.72507(16)0.0208(4)
C70.5407(2)0.71963(16)0.82147(16)0.0222(4)
H70.60580.77090.82170.027*
C80.3577(2)0.59388(16)0.63712(17)0.0236(5)
H80.29770.53690.65030.028*
C90.3271(2)0.59785(16)0.46024(17)0.0221(4)
C100.2537(2)0.50454(17)0.47601(17)0.0243(5)
H100.24220.46310.54100.029*
C110.1970(2)0.47220(17)0.39504(17)0.0246(5)
C120.1176(3)0.37721(19)0.40816(19)0.0337(5)
H120.10190.33510.47280.040*
C130.0662(3)0.3492(2)0.3279(2)0.0362(6)
H130.01420.28790.33820.043*
C140.0890(3)0.41137(19)0.2254(2)0.0359(6)
C150.2175(3)0.53310(18)0.29715(18)0.0272(5)
C160.2930(3)0.62487(19)0.27887(19)0.0349(6)
H160.30790.66450.21290.042*
C170.3462(3)0.65701(18)0.36056(18)0.0307(5)
H170.39590.71950.34900.037*
C181.0854(3)0.7387(2)0.0437(2)0.0518(8)
H18A1.13550.72870.10170.078*
H18B1.16040.7354−0.02240.078*
H18C1.02220.68140.05000.078*
C190.8720(2)0.86096(18)0.12963(17)0.0262(5)
C200.7800(3)0.96232(18)0.11907(17)0.0270(5)
H200.80491.01170.06010.032*
C210.6541(3)0.98597(17)0.19725(17)0.0258(5)
H210.59221.05240.19000.031*
C220.6119(2)0.91430(16)0.28961(16)0.0216(4)
C230.7082(2)0.81277(16)0.30090(16)0.0208(4)
C240.8373(2)0.78804(18)0.21780(17)0.0253(5)
H240.90000.72160.22260.030*
C250.4762(2)0.95360(16)0.36321(16)0.0224(4)
H250.42721.02180.34360.027*
C260.2727(2)0.95897(16)0.51655(16)0.0203(4)
C270.1978(2)1.06238(16)0.48689(17)0.0228(4)
H270.23971.10120.42380.027*
C280.0630(2)1.10620(17)0.55088(17)0.0252(5)
H280.01371.17390.53040.030*
C290.0009(2)1.04997(17)0.64517(17)0.0231(5)
C30−0.2049(3)1.0495(2)0.80146(18)0.0322(5)
C31−0.1330(3)0.94277(19)0.83469(18)0.0316(5)
H31−0.17990.90590.89750.038*
C32−0.0010(3)0.89561(18)0.77756(17)0.0283(5)
H320.04410.82820.80240.034*
C330.0719(2)0.94833(17)0.67799(16)0.0221(4)
C340.2082(2)0.90448(17)0.61194(16)0.0226(4)
H340.25700.83660.63270.027*
N10.38670(19)0.63737(13)0.53957(13)0.0206(4)
N20.41149(19)0.90674(13)0.45446(13)0.0194(4)
O10.50513(18)0.67521(13)1.01177(12)0.0318(4)
O20.56026(16)0.76425(11)0.64012(11)0.0240(3)
O30.0491(2)0.39023(16)0.14867(15)0.0521(5)
O40.16316(19)0.50358(13)0.21484(13)0.0354(4)
O50.99336(19)0.84369(14)0.04619(13)0.0394(4)
O60.68377(16)0.74078(11)0.38353(11)0.0256(3)
O7−0.13397(17)1.09851(12)0.70506(12)0.0297(4)
O8−0.3203(2)1.09966(16)0.84904(15)0.0510(5)
Zn10.51481(3)0.76140(2)0.50334(2)0.02154(8)

Source of material

The ligand was synthesized according to a method reported previously [3, 4] . A solution of 2-hydroxy-5-methoxy-benzaldehyde (168.2 mg, 1 mmol) in ethanol (5 ml) was added to a solution of 6-amino-chromen-2-one (161.2 mg, 1 mmol) in ethanol (10 ml). The mixture was stirred at 373 K for 6 h. After cooling to room temperature, the precipitates were collected. The product was dried in vacuo (yield 72.7%, m.p. 467–468 K). Anal. calcd. for C17H13NO4 (%): C, 65.15; H, 4.44; N, 4.74. Found (%): C, 66.11; H, 4.33; N, 4.92.

A methanol solution (3 ml) of zinc(II) acetate dihydrate (2.2 mg, 0.01 mmol) was added dropwise to a ethyl acetate solution (4 ml) of 6-[(2-hydroxy-4-methoxy-benzylidene)-amino]-chromen-2-one (5.9 mg, 0.02 mmol) at room temperature. The color of the mixed solution turned to yellow immediately. After stirring for 10 min at room temperature, the mixture was filtered and the filtrate was allowed to stand at room temperature for a week. The solvent partially evaporated and yellow block crystals suitable for X-ray crystallographic analysis were obtained. Elemental analysis-Anal. calcd. for C34H24N2O8Zn (%): C, 62.45; H, 3.70; N, 4.28. Found (%): C, 62.53; H, 3.58; N, 4.35.

Experimental details

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

Discussion

Metal complexes containing O, S, and N Schiff bases have been the subject of current interest because of their application in many fields, such as biological activity reagents [5], [6], [7], magnetic materials [8], [9], [10], [11], luminescent materials [12], [13], [14], and supramolecular building [15], [16], [17].

X-ray crystallographic analysis of the Zn(II) complex reveals a mononuclear structure (cf. the figure). It crystallizes in the triclinic system, space group P1̅, and consists of one Zn(II) ion, and two bidentate deprotonated ligands. The coordination geometry of the Zn(II) center can be described as distorted tetrahedron. In addition, there are intermolecular non-classical hydrogen bond interactions which link the title complex to form a stable structure.

Acknowledgements

The authors are grateful for financial aid from the National Natural Science Foundation of China (51563022), the Fundamental Research Funds for the Central Universities (31920170022), and the Scientific Research Foundation of Northwest Minzu University (xbmuyjrc2016035), Key Research and Development Project of Gansu Province (17YF1GA014).

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Received: 2017-11-8
Accepted: 2018-2-20
Published Online: 2018-3-5
Published in Print: 2018-5-24

©2018 Ping Zhang et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

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  48. Crystal structure of 7-(4-methylphenyl)imidazo[1,2-a][1,3,5]triazin-4-amine, C12H11N5
  49. Crystal structure of the co-crystal O-isopropyl phenylcarbamothioate – 4,4′-bipyridine (2/1), C15H17N2OS
  50. Crystal structure of the coordination polymer catena-poly[chlorido-{μ2-2-(((3,5-dimethyl-1H-pyrazol-1-yl)methyl)amino)-3-hydroxybutanoato-κ4N,N,O:O′}copper(II)], C11H16ClCuN2O3
  51. Synthesis and crystal structure of bis(μ2-acetato-κ2O:O′)-di(ethanol)-bis{μ2-5-(N,N′-diethylamine)-5′-methoxyl-2,2′-[ethylenediyldioxybis(nitrilomethylidyne)]diphenolato-κ6O:O,N,N,O′:O′}trinickel(II) – ethanol – acetonitrile (1/2/2), C58H86Ni3N8O18
  52. Crystal structure of the bis((E)-O-ethyl-N-phenylthiocarbamate) – 4,4′-bipyridine co-crystal (2/1), C28H30N4O2S2
  53. Crystal structure of the (E)-O-methyl-N-phenyl-thiocarbamate – 4,4′-bipyridine (1/1), C18H17N3OS
  54. Crystal structure of bis(μ2-diethyldithiocarbamato-κ3S,S′:S′)-bis(tricyclohexylphosphane-κP)dicopper(I), C46H86Cu2N2P2S4
  55. Crystal structure of N-(3-chlorophenyl)ethoxycarbothioamide, C9H10ClNOS
  56. Crystal structure of bis(μ2-pyrrolidine-1-carbodithioato-κ3S,S′:S;κ3S:S:S′)-bis(tricyclohexylphosphane-P)-di-copper(I), C46H82Cu2N2P2S4
  57. Crystal structure of N-(2-chlorophenyl)methoxycarbothioamide, C8H8ClNOS
  58. Crystal structure of chlorido-methanol-(N-(2-(oxy)-3-methoxybenzylidene)pyridine-4-carbohydrazonato-κ3O,N,O′)-(4-methylphenyl)methyl-tin(IV), C23H24ClN3O4Sn
  59. Crystal structure of N-(3-chlorophenyl)(propan-2-yloxy)carbothioamide, C10H12ClNOS
  60. Crystal structure of 1-[(Z)-[4-(4-methoxyphenyl)butan-2-ylidene]amino]-3-phenylurea, C18H21N3O2
  61. A triclinic polymorph of bis(μ-N,N-bis(2-hydroxyethyl)dithiocarbamato-κ3S,S′:S′) bis(N,N-bis(2-hydroxyethyl)dithiocarbamato-κ2S:S′)zinc(II), C20H40N4O8S8Zn2
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