Home Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28
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Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28

  • Xue L. Niu and Hua Yang EMAIL logo
Published/Copyright: September 5, 2018
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 233 Issue 6

Abstract

C62H96Zn4N10O28, monoclinic, P21/c, a = 12.1072(11) Å, b = 27.878(3) Å, c = 11.4494(9) Å, β = 102.011(2)°, V = 3779.8(6) Å3, Z = 2, Rgt(F) = 0.0448, wRref(F2) = 0.1092, T = 298(2) K.

CCDC no.: 1823023

The crystal structure is shown in the figure. Hydrogen atoms are omitted in the figure for clarity. 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:0.42 × 0.31 × 0.30 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.34 mm−1
Diffractometer, scan mode:APEX2, φ and ω
θmax, completeness:25.0°>, 97%
N(hkl)measured, N(hkl)unique, Rint:18855, 6630, 0.045
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4732
N(param)refined:482
Programs:Bruker programs [1], SHELX [2]
Table 2:

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

AtomxyzUiso*/Ueq
Zn10.47791(4)0.10806(2)0.01684(4)0.03022(14)
Zn20.60193(4)0.02527(2)0.18594(4)0.02994(14)
O10.1971(3)0.10619(11)0.4927(3)0.0593(9)
O20.5393(2)−0.06752(9)0.2949(3)0.0420(7)
O30.4660(2)0.06958(9)0.1671(2)0.0306(6)
O40.2989(3)0.20140(10)0.1820(3)0.0574(9)
O50.3961(2)0.16050(9)0.0768(3)0.0427(7)
O60.9488(3)0.05748(11)−0.2225(3)0.0521(8)
N50.6568(3)−0.03093(10)0.0917(3)0.0290(7)
O80.6141(2)0.06527(9)0.0394(2)0.0343(6)
O90.6971(3)0.18552(10)−0.1420(3)0.0530(9)
O100.5605(2)0.15338(9)−0.0700(3)0.0426(7)
O110.7417(3)0.03780(12)0.3044(3)0.0590(9)
O120.6606(4)0.0849(2)0.4003(5)0.163(3)
O130.9380(5)0.18877(19)0.4226(5)0.1163(17)
O140.3650(2)0.07828(9)−0.1178(2)0.0331(6)
O150.9155(4)0.21518(19)0.9170(7)0.167(3)
H15C0.84640.20710.89840.200*
H15D0.91950.24560.91800.200*
C10.1674(4)0.06936(18)0.5643(4)0.0575(13)
H1A0.13370.04340.51440.086*
H1B0.11450.08150.60890.086*
H1C0.23380.05810.61850.086*
C20.2634(3)0.09390(15)0.4124(4)0.0398(10)
C30.3180(3)0.05087(14)0.4109(4)0.0365(10)
H30.31010.02720.46580.044*
C40.3850(3)0.04217(13)0.3281(3)0.0300(9)
C50.4006(3)0.07779(13)0.2443(3)0.0283(9)
C60.3410(3)0.12155(13)0.2453(3)0.0289(9)
C70.2745(3)0.12796(14)0.3294(4)0.0371(10)
H70.23560.15670.32930.044*
C80.4346(3)−0.00567(14)0.3329(4)0.0339(10)
H80.4115−0.02790.38350.041*
C90.3450(3)0.16362(14)0.1627(4)0.0335(9)
C101.0052(4)0.01379(18)−0.2309(5)0.0607(14)
H10A0.9531−0.0090−0.27470.091*
H10B1.03490.0016−0.15220.091*
H10C1.06600.0190−0.27160.091*
C110.8624(3)0.05670(15)−0.1603(4)0.0362(10)
C120.8331(3)0.01717(14)−0.1020(4)0.0352(10)
H120.8707−0.0117−0.10640.042*
C130.7480(3)0.01934(13)−0.0361(3)0.0297(9)
C140.6900(3)0.06275(13)−0.0290(3)0.0281(9)
C150.7155(3)0.10262(13)−0.0953(3)0.0312(9)
C160.7197(3)−0.02576(14)0.0149(3)0.0314(9)
H160.7501−0.0535−0.01060.038*
C170.8017(3)0.09860(14)−0.1583(4)0.0363(10)
H170.81920.1251−0.20050.044*
C180.6539(3)0.15006(14)−0.1025(4)0.0339(10)
C190.8459(5)0.0693(2)0.4819(5)0.088(2)
H19A0.83980.05040.55030.132*
H19B0.85450.10250.50430.132*
H19C0.91050.05900.45200.132*
C200.7412(4)0.06311(19)0.3865(5)0.0546(13)
C210.7993(6)0.1718(3)0.2006(7)0.127(3)
H21A0.79380.18620.12350.191*
H21B0.78560.19560.25630.191*
H21C0.74410.14670.19530.191*
C220.9523(7)0.1192(3)0.1621(7)0.129(3)
H22A0.90350.09180.14700.193*
H22B1.02710.10900.19920.193*
H22C0.95420.13500.08800.193*
C230.9681(6)0.1615(2)0.3485(7)0.094(2)
H231.03790.14660.37180.112*
C240.5394(5)0.15428(18)0.5636(5)0.0779(18)
H24A0.45830.15400.54350.117*
H24B0.56440.15050.64830.117*
H24C0.56810.12840.52330.117*
C250.5443(6)0.2073(2)0.3962(5)0.094(2)
H25A0.56920.18070.35510.141*
H25B0.57610.23650.37310.141*
H25C0.46340.20930.37590.141*
C260.7055(5)0.1995(2)0.5570(6)0.089(2)
H26A0.73040.19800.64210.134*
H26B0.73460.22810.52760.134*
H26C0.73250.17190.52130.134*
C270.5420(6)0.2406(2)0.5897(6)0.095(2)
H27A0.46130.24290.56680.142*
H27B0.57550.26980.56980.142*
H27C0.56350.23520.67430.142*
C280.0904(6)0.2847(3)0.1926(6)0.108(3)
H28A0.08230.30630.12610.162*
H28B0.01900.28110.21550.162*
H28C0.11560.25400.17020.162*
C290.2822(5)0.3149(2)0.2555(6)0.092(2)
H29A0.30580.28720.21700.138*
H29B0.33900.32290.32450.138*
H29C0.27130.34140.20100.138*
C300.1301(5)0.3479(2)0.3432(6)0.087(2)
H30A0.10630.37080.28050.131*
H30B0.18900.36150.40320.131*
H30C0.06730.33950.37830.131*
C310.1963(5)0.26706(19)0.3883(5)0.0712(16)
H31A0.12810.26020.41530.107*
H31B0.25260.27870.45390.107*
H31C0.22320.23830.35720.107*
N10.5070(3)−0.01959(11)0.2736(3)0.0325(8)
N20.9103(4)0.15205(19)0.2405(5)0.0834(15)
N30.5814(3)0.20043(13)0.5262(3)0.0445(9)
N40.1734(3)0.30400(13)0.2931(4)0.0512(10)

Source of material

H3L (H3L = 3-hydroxy-3-carboxyl-5-methoxybenzaldehyde oxime); systematic name: (E)-2-hydroxy-3-((hydroxyimino)methyl)-5-methoxybenzoic acid (0.0421 g, 0.2 mmol) in 10 mL DMF and Zn(OAc)2⋅H2O (0.0663 g, 0.3 mmol) in 10 mL DMF were mixed and stirred for 30 min at room temperature, eight drops of methanol solution of the tetramethylammonium hydroxide were added. The solution was kept stirring for 5 h, then filtered. The filtrate was evenly divided into 6 test tubes to diffuse with the help of the ethanol and ether. After 1 week, the light yellow crystals suitable for single crystal X-ray measurements were obtained with the yield of 0.028 g, 22.0% based on Zn. Infrared spectrum (KBr, cm−1): 3441 (s), 1652 (s), 1560 (s), 1488 (m), 1449 (w), 1420 (m), 1349 (s), 1265 (w), 1244 (w), 1152 (w), 1057 (m), 983 (m), 950 (m), 795 (s), 714 (w), 670 (w), 556 (w). Anal. calc. for C62H96Zn4N10O28: C 44.00, H 5.67, N 8.28; found: C 42.23, H 5.14, N 7.89%.

Experimental details

The H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C—H = 0.93 Å and Uiso(H) = 1.2 Ueq(C), respectively [19]. The highest peak is located 0.361 Å from Cu1 and the deepest hole is situated −0.233 Å3.

Comment

The Zn coordination polymers have drawn intense attention in recent decades owing to their special structures [3] and unique properties [4], which have potential applications in luminescence [5], [6], [7], [8], [9], [10], gas absorption [11], [12], [13], photoluminescence [14, 15] and heterogeneous catalysis [16]. Especially, the tetranuclear Zn complexes are often used as catalysts. Copolymerization of CO2 [17] and cyclohexene oxide and electrode posited precursor for ZnO nanosheets [18]. The 2-hydroxy-3-carboxyl-5-methoxybenzaldehyde oxime (L) acts as a N/O bridging ligand and has proven to be an excellent ligand in the synthesis of metal-organic complexes [19, 20] in the past. Therefore, we herein report the construction of a novel tetranuclear Zn compound with L as ligand. The syntheses and structures of the compound are described in this paper.

The asymmetric unit consists of two ZnII ions, two HL ligands, one acetate, two tetramethyl ammonium cations, one DMF molecule and one water molecule. Each ZnII ion exhibits a five-coordinated tetragonal pyramid configuration. For Zn1, the coordination atoms are from five oxygen atoms of three HL ligands to form a O5 coordination environment. The coordination atoms of Zn2 are supplied by three oxygen atoms and two nitrogen atoms to display a N2O3 coordination environment. The bond length range of Zn—O bonds and Zn—N bonds are 1.967–2.091 Å and 2.091–2.088 Å, respectively. Four Zn atoms are connected by O atoms to form the core of the complex. The bond angles of Zn(2)—O(3)—Zn(1), Zn(1)—O(8)—Zn(2) are 102.1° and 103.45°, respectively. Bond lengths and angles are all in the expected ranges.

Acknowledgements

We are grateful for financial support of this work from the Natural Science Foundation of China (21701078).

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Received: 2018-04-27
Accepted: 2018-08-21
Published Online: 2018-09-05
Published in Print: 2018-11-27

©2018 Xue L. Niu 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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  35. Crystal structure of 3β-methoxy-20α-dimethylamino-pregn-5-ene, C24H41NO
  36. Crystal structure of dimethyl 4,4′-oxydibenzoate, C16H14O5
  37. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-3-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O)zinc(II)], C17H16I2N4OZn
  38. Crystal structure of 4-((E)-((E)-5-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-4-oxopiperidin-3-ylidene)methyl)benzonitrile, C26H18F2N2O3S
  39. Crystal structure of bis(acetato-κ1O)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)zinc(II), C18H22N4O6Zn
  40. The crystal structure of 9-butoxy-2-(hydroxymethyl)-2H-imidazo[1,5-a]quinolin-10-ium bromide, C17H21O2N2Br
  41. Crystal stucture of 2-(tert-butyl)-6-(hydroxymethyl)-4-methylphenol, C12H18O2
  42. Crystal structure of catena-poly[(2-(5-chloroquinolin-8-yloxy)-1-(pyrrolidin-1-yl)ethan-1-one-κ3N,O,O′)-(dinitrato-κ2O,O′)mercury(II)], C15H15N4O8ClHg
  43. Crystal structure of dimethyl (3aS,6R,6aS,7S)-1H,3H,6H,7H-3a,6:7,9a-diepoxybenzo[de]isochromene-3a1,6a-dicarboxylate, C16H16O7
  44. The crystal structure of 2-(dimethoxymethyl)-4-(4-methylphenyl)-1H-imidazole—petroleum ether-chloroform (3/1), C27H33Cl3N4O4
  45. Crystal structure of 8-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carbaldehyde, C9H5F3N2O
  46. The crystal structure of N,N-diethyl-4,6-bis(naphthalen-2-yloxy)-1,3,5-triazin-2-amine, C27H24N4O2
  47. Crystal structure of 5-bromo-7-chloro-3,3a-dihydrocyclopenta[b]chromen-1(2H)-one, C12H8BrClO2
  48. Crystal structure of 2-(bis(4-fluorophenyl)methylene)hydrazine-1-carbothioamide, C14H11F2N3S
https://doi.org/10.1515/ncrs-2018-0160
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Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of di-μ2-aqua-tetraaqua-bis(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)disodium(I) C18H24N6Na2O10
  3. Crystal structure of diaqua-bis(2-bromo-4-chloro-6-formylphenolato-κ2O,O′)cobalt(II), C16H16Cl2CrN3O7
  4. Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2
  5. Crystal structure of ethyl 2-amino-4-(3,5-difluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C18H15F2NO5
  6. Crystal structure of 5,5′-dimethoxy-2,2′-[1,1′-(ethylenedioxydinitrilo)diethylidyne]diphenol, C20H24N2O6
  7. Crystal structure of (E)-1-(4-(((E)-3,5-dichloro-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H14Cl2N2O2
  8. Crystal structure of 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenoxy)phthalocyanine - trichloromethane (1/2), C98H84Cl6N8O8
  9. Crystal structure of methyl 2-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1-naphthoate, C24H21N3O5
  10. Crystal structure of catena-poly[(μ2-3,3′-thiodipropionato-κ2O:O′)-(bipyridine-κ2N,N′)copper(II)] C16H16CuN2O4S
  11. Crystal structure of [4-chloro-2-(((2-((3-ethoxy-2-oxidobenzylidene)amino)phenyl)imino)(phenyl)methyl)phenolato-κ4N,N′,O,O′}nickel(II) - ethyl acetate (1/1), C32H29ClN2NiO5
  12. Crystal structure of (4-(4-chlorophenyl)-5-ethyl-1,3-dioxane-5-carboxylato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C29H52Cl2N4NiO9
  13. Crystal structure of ethyl 2-amino-4-(3,4-dimethylphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C20H21NO5
  14. Structure and photochromism of 1,2-bis[2-methyl-5-(3-quinolyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C33H20F6N2S2
  15. Crystal structure of catena-poly[diaqua-bis(μ2-3,5-di(1H-1,2,4-triazol-1-yl)benzoate-κ2N:N′)cobalt(II))] 2.5 hydrate, C22H23CoN12O8.50
  16. The crystal structure of dichlorido(1,3-dimesityl-1H-3λ4-imidazol-2-yl)(morpholine-κN)palladium(IV), C25H33Cl2N3OPd
  17. Crystal structure of catena-poly[bis(4,4′-dipyridylaminium-kN)-(μ2-germanowolframato-κ2O:O′)-(2,2′-bipyridine-κ2N,N′)copper(II)] with a Keggin-type heteropolyoxoanion, [Cu(C10H8N2)(C10H10N3)2][GeW12O40] ⋅ H2O
  18. Crystal structure of diaqua-(N-(1-(pyrazin-2-yl)ethylidene)pyridin-1-ium-4-carbohydrazonate-κ3N,N′,O)-tris[nitrato-κ2O,O′)lanthanum(III), C12H15N8O12La
  19. The crystal structure of 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoic acid–methanol (1/1), C20H24O8
  20. Crystal structure of guanidinium tetrapropylammonium bis(hydrogencarbonate) dihydrate, C15H40N4O8
  21. Crystal structure of (Z)-2-bromo-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-phenylprop-2-en-1-one, C23H27BrO2
  22. Crystal structure of 2-(4-(4H-1,2,4-triazol-4-yl)phenyl)acetic acid, C10H9N3O4
  23. Crystal structure of 4,4′-(1,4-phenylene)bis(1H-imidazol-3-ium)bis(2-carboxybenzoate), C30H26N4O8
  24. Crystal structure of 4,4′-(4,10-diphenyl-4,10-dihydropyreno[4,5-d:9,10-d′]diimidazole-5,11-diyl)bis(N,N-diphenylaniline), C66H44N6
  25. Crystal structure of catena-poly[diaqua-bis(μ2-5-(3-(1H-imidazol-5-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)], C20H18CoN12O2
  26. Crystal structure of 1,3-dimethyl-2-(p-tolyl)-1H-perimidin-3-ium iodide 1.5 hydrate, C20H22IN2O1.5
  27. Crystal structure of 2-(4-methoxyphenyl)chromane, C16H16O2
  28. Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn
  29. Crystal structure of bis(1-((2-ethyl-4-methyl-1H-imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)tetraiodidodicadmium(II), [Cd2(C13H15N5)2I4]
  30. Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28
  31. Crystal structure of poly[(μ4-5-tert-butylisophthalato-κ4O:O′:O′′:O′′′)-(1,3-dimethyl-2-imidazolidinone-κO)zinc(II)] C17H22N2O5Zn
  32. Crystal structure of [tris(2-benzimidazolylmethyl)amine-κ4N,N′,N′′,N′′′]-[(pyridine-2,6-dicarboxylato-κ2O,N)]cadmium(II)–methanol (1:3) C34H36CdN8O7
  33. The crystal structure of bis(1H-benzo[d]imidazol-2-amine-κN)-diiodidocadmium(II), C14H14CdI2N6
  34. Crystal structure of tetrakis(1H-benzimidazol-2-amine)-κN)-bis(μ2-sulfonato-κ2O:O′)dizinc(II) - methanol (1/1), C30H36N12O10S2Zn2
  35. Crystal structure of 3β-methoxy-20α-dimethylamino-pregn-5-ene, C24H41NO
  36. Crystal structure of dimethyl 4,4′-oxydibenzoate, C16H14O5
  37. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-3-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O)zinc(II)], C17H16I2N4OZn
  38. Crystal structure of 4-((E)-((E)-5-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-4-oxopiperidin-3-ylidene)methyl)benzonitrile, C26H18F2N2O3S
  39. Crystal structure of bis(acetato-κ1O)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)zinc(II), C18H22N4O6Zn
  40. The crystal structure of 9-butoxy-2-(hydroxymethyl)-2H-imidazo[1,5-a]quinolin-10-ium bromide, C17H21O2N2Br
  41. Crystal stucture of 2-(tert-butyl)-6-(hydroxymethyl)-4-methylphenol, C12H18O2
  42. Crystal structure of catena-poly[(2-(5-chloroquinolin-8-yloxy)-1-(pyrrolidin-1-yl)ethan-1-one-κ3N,O,O′)-(dinitrato-κ2O,O′)mercury(II)], C15H15N4O8ClHg
  43. Crystal structure of dimethyl (3aS,6R,6aS,7S)-1H,3H,6H,7H-3a,6:7,9a-diepoxybenzo[de]isochromene-3a1,6a-dicarboxylate, C16H16O7
  44. The crystal structure of 2-(dimethoxymethyl)-4-(4-methylphenyl)-1H-imidazole—petroleum ether-chloroform (3/1), C27H33Cl3N4O4
  45. Crystal structure of 8-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carbaldehyde, C9H5F3N2O
  46. The crystal structure of N,N-diethyl-4,6-bis(naphthalen-2-yloxy)-1,3,5-triazin-2-amine, C27H24N4O2
  47. Crystal structure of 5-bromo-7-chloro-3,3a-dihydrocyclopenta[b]chromen-1(2H)-one, C12H8BrClO2
  48. Crystal structure of 2-(bis(4-fluorophenyl)methylene)hydrazine-1-carbothioamide, C14H11F2N3S
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