Home Crystal structure of bis(perchlorato-κ1O)-bis(3,4,5-trimethoxy-N-(pyridin-2-yl)benzamide-κ2N,O)copper(II), C32H30Cl2CuN4O16
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Crystal structure of bis(perchlorato-κ1O)-bis(3,4,5-trimethoxy-N-(pyridin-2-yl)benzamide-κ2N,O)copper(II), C32H30Cl2CuN4O16

  • Ya-Dong Zhou , Yan-Rui Zheng , Jie Ma and Yu-Heng Deng EMAIL logo
Published/Copyright: September 27, 2018

Abstract

C32H30Cl2CuN4O16, triclinic, P1̄ (no. 2), a = 9.3135(5) Å, b = 9.5191(7) Å, c = 11.5417(6) Å, α = 108.509(4)°, β = 109.572(4)°, γ = 97.511(4)°, V = 881.48(10) Å3, Z = 2, Rgt(F) = 0.0636, wRref(F2) = 0.1844, T = 296(2) K.

CCDC no.: 1863087

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:

Crystal collection and handling.

Crystal:Block, blue
Size:0.3 × 0.2 × 0.2 mm
Wavelength:Mo Kα radiation (λ = 0.71073 Å)
μ:0.851 mm−1
Diffractometer, scan mode:Bruker APEX-II, Φ and ω-scans
θmax, completeness:26.4°, >95%
N(hkl)measured, N(hkl)unique, Rint:8594, 3427, 0.0499
Criterion for Iobs, N(hkl)gt:Iobs > 2σ(Iobs), 2017
N(param)refined:257
Programs:Bruker programs [1], SHELX [2], OLEX2 [3], [4], Diamond [5]
Table 2:

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

AtomxyzUiso*/Ueq
Cu11.00000.50001.00000.0548(3)
Cl11.20239(15)0.25711(18)0.83616(14)0.0699(4)
O11.1489(3)0.4718(4)1.1479(3)0.0632(9)
O21.7834(5)0.3702(7)1.3902(6)0.122(2)
O31.6387(7)0.2431(9)1.5183(6)0.155(3)
O41.3371(5)0.2078(5)1.4634(5)0.0922(13)
O51.1130(7)0.3622(8)0.8495(6)0.144(2)
O61.2795(7)0.2644(9)0.7532(7)0.099(3)
O71.3035(11)0.2576(11)0.9603(6)0.123(3)
O81.0876(13)0.1169(11)0.7763(12)0.213(6)
O6’1.339(2)0.384(2)0.889(2)0.095(7)
O7’1.218(3)0.173(4)0.903(3)0.112(9)
O8’1.179(3)0.164(3)0.714(2)0.118(9)
N11.1547(4)0.6949(5)1.0459(4)0.0559(10)
N21.3714(4)0.6268(5)1.1718(4)0.0591(11)
H21.47180.64001.19640.071
C11.3097(5)0.7283(6)1.1179(5)0.0550(12)
C21.4127(6)0.8625(7)1.1411(6)0.0752(16)
H2A1.52050.88121.18930.090
C31.3560(7)0.9685(7)1.0932(7)0.0837(18)
H31.42371.05981.10920.100
C41.1970(7)0.9348(7)1.0215(6)0.0811(17)
H41.15451.00270.98640.097
C51.1030(6)0.8032(7)1.0022(6)0.0706(15)
H50.99480.78460.95570.085
C61.2968(5)0.5121(6)1.1908(5)0.0575(13)
C71.3895(5)0.4315(6)1.2660(5)0.0550(12)
C81.5440(5)0.4366(7)1.2850(5)0.0643(14)
H81.59240.48631.24490.077
C91.6275(6)0.3670(8)1.3644(6)0.0785(17)
C101.5555(7)0.2915(8)1.4250(6)0.0836(19)
C111.3977(7)0.2840(7)1.4016(6)0.0706(15)
C121.3151(6)0.3524(6)1.3226(5)0.0628(13)
H121.20930.34611.30670.075
C131.8502(9)0.4161(13)1.3111(9)0.151(4)
H13A1.95210.39611.32850.227
H13B1.86150.52401.33210.227
H13C1.78260.35961.21860.227
C141.7232(14)0.1561(14)1.5146(11)0.192(5)
H14A1.75880.14141.59710.288
H14B1.81270.19911.50150.288
H14C1.66460.05901.44230.288
C151.1734(8)0.1830(9)1.4315(8)0.106(2)
H15A1.14370.12511.47820.159
H15B1.11620.12701.33710.159
H15C1.14890.28021.45730.159

Source of material

The amide ligand, 3,4,5-trimethoxy-N-(pyridin-2-yl)benzamide, in the resulting complex was formed by the condensation of 3,4,5-trimethoxybenzoic acid and 2-aminopyridine in the molar ratio of 1:1. In a second step a 15 mL ethanol solution of 3,4,5-trimethoxy-N-(pyridin-2-yl)benzamide (0.577 g, 2.0 mmol) was added to a 10 mL aqueous solution of Cu(ClO4)2 ⋅ 6H2O (0.370 g, 1.0 mmol) dropwise. The resulting mixture was refluxed for 2 h, and then filtered. The filtrate was allowed to evaporate slowly at room temperature for several days. Blue block crystals were obtained in yield 52% (based on Cu). Anal. Calc. for C30H32Cl2CuN4O16: C, 42.95%; H, 3.84%; N, 6.68%. Found: C, 42.82%; H, 3.92%; N, 6.81%.

Experimental details

The structure was solved with the olex2 solve structure solution program using Charge Flipping and refined with the ShelXL refinement package.

Discussion

Amides have attracted interest due to their biological activities, such as cell signaling, anti-inflammatory, analgesic and bacteriostatic [6], [7], [8], [9]. Copper, as one of the essential trace elements of the human body is of general importance. Complexes, with amide ligands are also studied for their potential biological significations [10].

The title copper complex is constructed by two amide ligands and two perchlorate ligands. The copper ion adopted a distorted octahedral coordination O4N2. The equatorial plane was formed by two oxygen atoms from the amido groups and two nitrogen atoms from the pyridine rings. The axial vertex were comprised by two oxygen atoms from the perchlorate anions. In the amide bidentate ligand, the bond length of C6—O1 (1.256(7) Å) is ca 0.1 Å longer than the corresponding C9—O2 (1.377(8) Å), C10—O3 (1.346(8) Å) and C11—O4 (1.362(8) Å) bond lengths, which showing the band of C6—O1 in the double bond form.

Neighboring complexes are linked with the O6 atoms of the next unit to form an infinite chain along the a axis by N2—H2⋯O6(#1) (3.055(11) Å, 162°) hydrogen bonds.

Acknowledgements

We acknowledge support for the publication fee by Capacity Building for Sci-Tech Innovation Fundamental Scientific Research Funds (Grant No. 025185305000/208).

References

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Received: 2018-07-22
Accepted: 2018-08-21
Published Online: 2018-09-27
Published in Print: 2018-12-19

©2018 Ya-Dong Zhou 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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