Home Synthesis and crystal structure of catena-poly[bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κO;κ2O′,O′′)-(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)zinc(II)], C44H32N4ZnCl4O4
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Synthesis and crystal structure of catena-poly[bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κO2O′,O′′)-(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)zinc(II)], C44H32N4ZnCl4O4

  • Wei Song EMAIL logo , Xue-Li Xu , Yan-Ju Yang and Shi-Hui Li
Published/Copyright: March 8, 2018

Abstract

C44H32N4O4Cl4Zn, triclinic, P1̅ (no. 2), a = 7.3158(2) Å, b = 13.6944(5) Å, c = 20.4081(6) Å, α = 82.930(3)°, β = 89.667(2)°, γ = 88.034(3)°, V = 2027.85(11) Å3, Z = 2, Rgt(F) = 0.0430, wRref(F2) = 0.1141, T = 293(2) K.

CCDC no.:: 1824860

A part of the title crystal structure is shown in the figure. The asymmetric unit is shown as ellipsoids. 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:Colourless, block
Size:0.43 × 0.38 × 0.28 mm
Wavelength:Cu Kα radiation (1.54178 Å)
μ:3.66 mm−1
Diffractometer, scan mode:Multiwire proportional, φ and ω-scans
θmax, completeness:73.7°, >97%
N(hkl)measured, N(hkl)unique, Rint:13919, 7939, 0.022
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 7446
N(param)refined:514
Programs:SHELX [1], OLEX2 [2]
Table 2:

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

AtomxyzUiso*/Ueq
Zn10.85335(4)0.094975(19)0.276362(12)0.03856(9)
Cl11.02038(9)−0.30368(5)0.02582(4)0.06427(17)
Cl20.70340(8)0.05848(5)0.02184(4)0.06053(16)
Cl30.67319(15)0.39976(9)0.41599(7)0.1189(4)
Cl41.27725(16)0.61367(8)0.37503(6)0.1062(3)
N10.8585(3)−0.13274(14)0.08806(9)0.0478(4)
H10.9363−0.09930.10660.057*
N21.0483(3)0.43836(15)0.36368(10)0.0540(5)
H21.07450.38150.38500.065*
N30.6405(2)0.06947(14)0.34169(8)0.0435(4)
N40.7269(2)0.20702(12)0.20920(8)0.0369(3)
O10.9812(3)0.22950(14)0.35832(11)0.0687(5)
O21.0906(2)0.15582(13)0.27609(9)0.0568(4)
O30.9753(3)−0.06010(18)0.29957(11)0.0796(6)
O40.8284(3)−0.01314(12)0.20909(9)0.0621(5)
C10.9138(3)−0.07810(17)0.24570(12)0.0492(5)
C20.9432(3)−0.17937(16)0.22551(12)0.0492(5)
H2A1.0434−0.17810.19410.059*
H2B0.9792−0.22440.26410.059*
C30.7785(3)−0.21814(15)0.19517(11)0.0431(4)
C40.6583(4)−0.2775(2)0.23394(13)0.0601(6)
H40.6789−0.29100.27910.072*
C50.5097(5)−0.3168(3)0.20689(16)0.0823(10)
H50.4323−0.35710.23350.099*
C60.4762(5)−0.2961(3)0.14028(16)0.0839(10)
H60.3761−0.32270.12180.101*
C70.5910(4)−0.2359(2)0.10071(13)0.0638(7)
H70.5673−0.22170.05580.077*
C80.7412(3)−0.19641(16)0.12769(11)0.0434(4)
C90.8483(3)−0.12414(16)0.01918(10)0.0422(4)
C100.9142(3)−0.19946(17)−0.01636(11)0.0459(5)
C110.9041(3)−0.1923(2)−0.08425(12)0.0547(6)
H110.9465−0.2443−0.10620.066*
C120.8312(4)−0.1079(2)−0.11942(12)0.0600(7)
H120.8222−0.1033−0.16510.072*
C130.7713(3)−0.0299(2)−0.08693(12)0.0560(6)
H130.72610.0282−0.11060.067*
C140.7796(3)−0.03931(17)−0.01865(11)0.0455(5)
C151.0997(3)0.21889(16)0.31613(12)0.0477(5)
C161.2563(3)0.28910(17)0.30694(13)0.0490(5)
H16A1.29910.30330.34960.059*
H16B1.35730.25960.28450.059*
C171.1878(3)0.38304(15)0.26633(11)0.0428(4)
C181.2157(3)0.39833(19)0.19850(13)0.0533(6)
H181.27990.35040.17830.064*
C191.1508(4)0.4829(2)0.16003(13)0.0616(6)
H191.17250.49180.11480.074*
C201.0540(4)0.55316(19)0.18967(13)0.0601(6)
H201.01070.61040.16450.072*
C211.0211(4)0.53902(17)0.25655(13)0.0547(6)
H210.95400.58680.27600.066*
C221.0859(3)0.45487(16)0.29569(11)0.0441(5)
C230.9693(4)0.5119(2)0.39767(13)0.0602(6)
C241.0609(5)0.5969(2)0.40656(17)0.0772(9)
C250.9845(7)0.6676(3)0.4431(2)0.1037(14)
H251.04830.72360.44870.124*
C260.8149(8)0.6541(3)0.4707(2)0.1174(17)
H260.76370.70100.49530.141*
C270.7198(6)0.5717(3)0.4626(2)0.1091(15)
H270.60490.56260.48160.131*
C280.7961(5)0.5027(3)0.42594(18)0.0791(9)
C290.6081(3)0.11793(17)0.39369(12)0.0497(5)
H290.69120.16400.40350.060*
C300.4559(3)0.10233(18)0.43357(12)0.0510(5)
H300.43910.13780.46930.061*
C310.3284(3)0.03487(16)0.42106(10)0.0420(4)
C320.3648(4)−0.0151(2)0.36717(13)0.0639(7)
H320.2846−0.06190.35640.077*
C330.5187(4)0.0040(2)0.32947(13)0.0643(7)
H330.5388−0.03070.29350.077*
C340.1604(3)0.01693(16)0.46185(10)0.0420(4)
C350.1208(5)0.0667(3)0.51470(17)0.0828(11)
H350.20170.11300.52580.099*
C360.0355(4)−0.0501(3)0.44794(16)0.0781(10)
H360.0568−0.08540.41240.094*
C370.6428(3)0.18362(15)0.15536(10)0.0417(4)
H370.62210.11770.15230.050*
C380.5856(3)0.25321(15)0.10414(10)0.0411(4)
H380.52800.23350.06770.049*
C390.6135(2)0.35227(14)0.10676(9)0.0345(4)
C400.6955(3)0.37628(15)0.16376(11)0.0421(4)
H400.71430.44180.16860.050*
C410.7489(3)0.30297(15)0.21297(10)0.0416(4)
H410.80300.32090.25070.050*
C420.5560(3)0.42831(14)0.05210(9)0.0355(4)
C430.4028(3)0.41592(15)0.01432(11)0.0448(5)
H430.33600.35930.02370.054*
C440.6524(3)0.51369(16)0.03709(11)0.0450(5)
H440.75500.52380.06180.054*

Source of material

A mixture of Zn(OAc)2⋅2H2O (22 mg, 0.1 mmol), 2-(2-(2,6-dichlorophenylamino)phenyl)acetic acid (0.1 mmol, 891 mg), 1,4-di(pyridin-4-yl)benzene (0.1 mmol, 232 mg) and distilled water (10 mL) was heated in a 25 mL stainless steel reactor with a Teflon liner 403 K for 40 h, followed by slow cooling to room temperature. Colourless crystals of the title compound formed.

Experimental details

All H atoms were positioned geometrically (N—H = 0.86 Å and C—H = 0.93 Å) and refined using a riding model, with Uiso(H) = 1.2Ueq(C, N).

Discussion

The design and construction of metal-organic frameworks (MOFs) with well-regulated network structures has been provoked significant interest on these functional materials with predictable properties, such as electrochemistry, photophysics, catalysis, adsorption and separation [3], [4], [5], [6]. The organic ligands, which have their differences in the size, the flexibility, the coordination ability, the number of the carboxylate groups, the positions of the carboxylate groups and so on, play crucial role in the design and construction of desirable frameworks with interesting properties [7], [8], [9], [10]. In addition, N-containing auxiliary ligands are known to be ideal connectors between metal atoms for the propagation of coordination networks.

The asymmetric unit of the title structure contains one Zn(II) ion, two half of a 1,4-di(pyridin-4-yl)benzene and one 2-(2-(2,6-dichlorophenylamino)phenyl)acetate anion to construct a new coordination polymer. The zinc atom is five-coordinated [ZnN2O3] by three oxygen atoms from 2-(2-(2,6-dichlorophenylamino)phenyl)acetate ligands and by two nitrogen atoms from two 1,4-di(pyridin-4-yl)benzene ligands. The Zn—O bond lengths are 1.9506(17)–2.271(2) Å. The Zn—N bond lengths range from 2.0548(17)–2.1187(16) Å. The bond angles of O—Zn—O are in the range of 58.35(7)° to 115.23(8)°. The Cl—C bond lengths range from 1.717(4)–1.735(3) Å. All the oxygen atoms of the carboxylic group participate in the hydrogen bonding, contributing to packing stability. Thus these weak interactions result in the infinite three dimensional architecture.

Acknowledgements

This work was supported by the Institutions of higher learning key scientific research project of Henan Province (18B150015) and the Natural Science Foundation of Henan Province (182102310863).

References

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Received: 2017-11-16
Accepted: 2018-2-20
Published Online: 2018-3-8
Published in Print: 2018-5-24

©2018 Wei Song 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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  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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