Home Physical Sciences Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
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Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2

  • Haixia Pang EMAIL logo
Published/Copyright: February 21, 2019

Abstract

C34H32Br4N8O2Zn2, triclinic, P1̄ (no. 2), a = 11.441(2) Å, b = 13.422(2) Å, c = 14.370(3) Å, α = 101.129(3)°, β = 99.587(2)°, γ = 114.972(3)°, V = 1885.0(6) Å3, Z = 2, Rgt(F) = 0.0510, wRref(F2) = 0.1775, T = 298(2) K.

CCDC no.: 1870586

The title 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:Colourless block
Size:0.15 × 0.12 × 0.12 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:5.56 mm−1
Diffractometer, scan mode:BrukerAPEX-II,
θmax, completeness:30.4°, 99%
N(hkl)measured, N(hkl)unique, Rint:21243, 11170, 0.049
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 5513
N(param)refined:455
Programs:Bruker [1], SHELX [2], [3]
Table 2:

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

AtomxyzUiso*/Ueq
Zn10.24662(7)0.80319(5)1.55400(5)0.03551(17)
Zn20.27432(6)0.29887(5)1.06519(5)0.03443(17)
Br10.44189(7)0.97422(6)1.64234(6)0.0688(2)
Br20.08477(7)0.70204(6)1.62802(5)0.0550(2)
Br30.34975(8)0.49227(6)1.06948(6)0.0573(2)
Br40.07811(6)0.20852(7)1.11444(5)0.0561(2)
C10.4311(6)0.7385(5)1.4676(4)0.0419(14)
H10.48880.81681.49590.050*
C20.4752(6)0.6723(5)1.4145(4)0.0454(15)
H20.55960.70631.40410.054*
C30.3945(6)0.5550(5)1.3763(4)0.0362(13)
C40.2667(6)0.5094(5)1.3862(5)0.0493(16)
H40.20660.43191.35640.059*
C50.2278(6)0.5827(5)1.4426(5)0.0457(15)
H50.14350.55111.45350.055*
C60.4381(6)0.4801(5)1.3189(4)0.0410(14)
H60.37660.40521.28120.049*
C70.6110(6)0.4594(5)1.2675(4)0.0392(13)
C80.5426(5)0.3554(5)1.1867(4)0.0316(12)
C90.7476(6)0.4997(5)1.2782(4)0.0444(15)
C100.8590(7)0.6046(6)1.3506(5)0.0595(19)
H10A0.94170.60161.35290.089*
H10B0.84370.61001.41470.089*
H10C0.86420.67081.33150.089*
C110.8880(6)0.4443(7)1.1849(5)0.0585(19)
H11A0.95710.52161.21820.088*
H11B0.87220.43091.11480.088*
H11C0.91580.39131.20420.088*
C120.6263(6)0.2467(5)1.0768(4)0.0377(13)
C130.6811(7)0.1787(6)1.0920(5)0.0540(17)
H130.72840.18861.15530.065*
C140.6665(9)0.0937(7)1.0130(8)0.082(3)
H140.70660.04741.02210.099*
C150.5942(9)0.0778(8)0.9224(7)0.080(3)
H150.58150.01800.86990.096*
C160.5406(7)0.1457(6)0.9062(5)0.0591(19)
H160.49160.13310.84270.071*
C170.5567(6)0.2347(5)0.9825(4)0.0445(15)
H170.52270.28460.97160.053*
C180.2824(6)0.2671(5)0.8552(5)0.0437(14)
H180.33050.34700.87790.052*
C190.2582(6)0.2146(5)0.7588(4)0.0394(13)
H190.28690.25800.71620.047*
C200.1891(5)0.0934(5)0.7230(4)0.0344(12)
C210.1473(6)0.0354(5)0.7908(4)0.0381(13)
H210.1018−0.04460.77110.046*
C220.1734(6)0.0965(5)0.8886(4)0.0358(12)
H220.14250.05620.93270.043*
C230.1627(6)0.0337(5)0.6192(5)0.0435(14)
H230.1238−0.04610.59850.052*
C240.1831(5)0.0354(5)0.4613(4)0.0312(11)
C250.1666(5)−0.0773(5)0.4190(4)0.0344(12)
C260.1967(5)0.0913(5)0.3885(4)0.0360(12)
C270.2180(7)0.2083(5)0.3944(5)0.0548(17)
H27A0.30340.25210.38390.082*
H27B0.21650.24420.45850.082*
H27C0.14800.20510.34480.082*
C280.2412(8)0.0548(6)0.2262(5)0.063(2)
H28A0.1968−0.00900.16710.094*
H28B0.33580.07910.24310.094*
H28C0.22590.11730.21560.094*
C290.1597(6)−0.1775(5)0.2483(4)0.0337(12)
C300.0645(6)−0.2202(6)0.1585(5)0.0482(15)
H300.0080−0.18820.14520.058*
C310.0553(7)−0.3110(6)0.0894(5)0.0554(18)
H31−0.0068−0.34000.02770.067*
C320.1373(6)−0.3597(5)0.1105(4)0.0448(15)
H320.1285−0.42250.06330.054*
C330.2308(6)−0.3174(5)0.1991(5)0.0430(14)
H330.2862−0.35040.21260.052*
C340.2427(5)−0.2247(5)0.2692(4)0.0342(12)
H340.3066−0.19450.33010.041*
N10.3078(4)0.6949(4)1.4804(3)0.0348(10)
N20.5617(5)0.5202(4)1.3222(4)0.0432(12)
N30.7649(5)0.4275(4)1.2112(4)0.0414(12)
N40.6419(4)0.3394(4)1.1564(3)0.0372(11)
N50.2403(4)0.2096(4)0.9204(3)0.0321(10)
N60.1920(5)0.0893(4)0.5574(3)0.0408(12)
N70.1889(5)0.0203(4)0.3055(4)0.0372(11)
N80.1746(5)−0.0809(4)0.3246(3)0.0357(11)
O80.4182(3)0.2838(3)1.1497(3)0.0359(9)
O90.1437(4)−0.1625(3)0.4502(3)0.0377(9)

Source of material

The title compound was synthesized by mixing of 0.0928 g (0.3 mmol) L4 (1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1H-pyrazol-3-(2H)-one, which was prepared according to the literature [4]), 0.115 g (0.5 mmol) ZnBr2, 5 mL absolute ethanol and 1 mL dichloromethane in a 25 mL polytetrafluoroethylene reactor. Then the reactor was placed in an oven at 85 °C. After 7 days, small yellow granular crystals separated out with a 83% yield. Elemental analysis calculated for C34H32Br4N8O2Zn2: C 39.45, H 3.12, O 3.10, N 10.82%; found C 39.49, H 3.17, O 3.15, N 10.88%. IR spectrum (cm−1, KBr pellet): 3059(w), 1599(m), 1574(m), 1550(s), 1493(m), 1423(m), 1023(m), 831(w).

Comment

Schiff base refers to an organic compound containing an imino group or a methylimine characteristic group (–N=CR–), which is widely used in medicine and catalysis due to its wide biological activity and special chemical and physical properties, surface modification and other fields [5]. However, only a small number of structural characterization data of 4-aminoantipyrine-derived ligands and metal complexes have been reported, which makes the ligand coordination chemistry still have a lot of space to explore [6], [7], [8], [9]. Zinc(II) is an essential component of various enzymes required for metabolism and plays a very important role in catalysis and gene expression. Zinc (II) can stabilize the molecular structure of proteins and nucleic acids, maintain the integrity of subcellular organelles, participate in the transportation process, and play an important role in the process of viral immune phenomena. It is well known that zinc (II) has a strong affinity for nitrogen and oxygen in biological systems, which further stimulates researchers’ interest in zinc coordination chemistry [10], [11], [12].

Herein, one complex of Zn(II) and ligand L4 and two bromido ligands are described. The asymmetric unit of the complex title structure consists of two Zn(II) atoms, two L4 liands and four bromine atoms (cf. the figure). As for the two central Zn(II) coordination spheres, they are similarly coordinated by two bromine atoms and each one pyridine nitrogen and carboxyl oxygen atoms from two crystallographically independent L4 ligands, forming a distorted tetragonal coordination environment. The Zn—O and Zn—N bond distance around the two zinc atoms lie in a range of 1.985(4)∼1.990(4) Å and similar to that reported in literature [13]; the bond length of Zn—N1 is 2.057(5)∼2.072(4) Å, which is similar to that reported in literature [14]; the bond length of Zn1—Br is 2.3394(10)∼2.3441(9) Å, the bond length of Zn2—Br is 2.3486(10)∼2.3607(9) Å. The bond angle of Br1—Zn1—Br2 is 122.81(4)°. A one-dimensional coordination polymer along the (011) direction is formed. These adjacent one-dimensional chains are joined together by some weak π–π interactions and C—H—π interactions.

Award Identifier / Grant number: BSQD2016020

Funding source: Hubei Provincial Key Laboratory of Green Materials for Light Industry and Collaborative Innovation Center of Green Light-weight Materials and Processing

Award Identifier / Grant number: 201806B08

Award Identifier / Grant number: 41703132

Award Identifier / Grant number: 21565013

Funding statement: This work is supported by the Ph⋅D. Programs Foundation of Hubei University of Technology (No. BSQD2016020), Hubei Provincial Key Laboratory of Green Materials for Light Industry and Collaborative Innovation Center of Green Light-weight Materials and Processing (No. 201806B08), by the National Natural Science Foundation of China (NSFC No. 41703132, 21565013).

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Received: 2018-12-05
Accepted: 2019-01-31
Published Online: 2019-02-21
Published in Print: 2019-03-26

©2019 Haixia Pang, published by De Gruyter, Berlin/Boston

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

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  55. Crystal structure of ajacisine D monohydrate, C30H44N2O9
  56. The crystal structure of (E)-4-(1-(2-aminophenylimino)ethyl)benzene-1,3-diol, C14H14N2O2
  57. Crystal structure of poly[(μ4-(4H-1,2,4-triazol-4-yl)phenyl)acetato-κ4N,N′,O,O′)(formiato-κ1O)cobalt(II)], C11H9CoN3O4
  58. The crystal structure of bis tetrabutylammonium bis(μ3-2,2,2-tri(hydroxymethyl)ethyl-4-((3-methoxy-3-oxopropyl)amino)-4-oxobutanoato)-(μ6-oxido)-hexakis(μ2-oxido)-hexaoxido-hexavanadium(V), C58H112N4O29V6
  59. Crystal structure of (N-benzylpropane-1,3-diamine-κ2N, N′)(2,2′-bipyridine-κ2N,N′)platinum(II) chloride, C20H24Cl2N4Pt
  60. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
  61. Crystal structure of poly-[(μ2(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N: O:O′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C18H14CuN4O6S
  62. Crystal structure of poly-[(μ2-(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N:O:O′)(μ2-4,4′-bipyridine-κ2N:N′) nickel(II)], C18H14NiN4O6S
  63. Crystal structure of N-((3R,10S,13S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-N-methylbenzamide, C31H48N2O
  64. The crystal structure of dichloroido(1,3-bis(2,6-dimethyl-phenyl)-1H-3l4-imidazol-2-yl)(2-methyl-4,5-dihydrooxazol-κN)palladium(IV)-water (1/1), C23H29Cl2N3O2Pd
  65. Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
  66. Crystal structure of diaqua-dichlorido-bis(μ2-2-(((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)dicobalt(II), C36H36Cl2N6O6Co2
  67. Crystal structure of catena-poly[diaqua-(μ2-1,2-bis(4-pyridinyl)ethyane-κ2N:N′)-(μ2–pyridazine-4,5-dicarboxylato-κ2O:O′)]dizinc(II) dihydrate, C12H12ZnN3O6
  68. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro)diazene oxide, C12H6Cl2N4O5
  69. Crystal structure of 2-isopropylthioxanthone, C16H14OS
  70. Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2
  71. Crystal structure of 4,4-dimethyl-2-(trifluoromethyl)-4,5-dihydro-1H-imidazole, C6H9F3N2
  72. Crystal structure of N-methylanilinium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate monohydrate, C22H21NO8S
  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
  74. Crystal structure of catena-poly[(bis(μ-1,1′-[(5-methoxy-2,4,6-trimethyl-1,3-phenylene)bis(methylene)]bis(1H-1,2,4-triazole)-κ2N:N′)-bis(isothiocyanato-κN)manganese(II)], C34H40MnN14O2S2
  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
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