Home The crystal structure of bis{[monoaqua-μ2-4-[(pyridine-4-carbonyl)-amino]-phthalato-κ3 N:O,O′-(2,2′-bipyridine κ2 N,N′)copper(II)]}decahydrate, C48H56N8O22Cu2
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The crystal structure of bis{[monoaqua-μ2-4-[(pyridine-4-carbonyl)-amino]-phthalato-κ3 N:O,O′-(2,2′-bipyridine κ2 N,N′)copper(II)]}decahydrate, C48H56N8O22Cu2

  • Liu Ying and Tai Xi-Shi ORCID logo EMAIL logo
Published/Copyright: March 26, 2024

Abstract

C48H56N8O22Cu2, triclinic, P1̄ (no. 2), a = 9.57725(18) Å, b = 11.06643(19) Å, c = 13.7592(2) Å, α = 110.3563(16)°, β = 98.9048(16)°, γ = 102.5302(15)°, V = 1291.71(4) Å3, Z = 1, R gt(F) = 0.0410, wR ref(F 2) = 0.1200, T = 165 K.

CCDC no.: 2336732

Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Colorless block
Size: 0.15 × 0.12 × 0.10 mm
Wavelength:

μ:
CuKα radiation (1.54184 Å)

1.81 mm−1
Diffractometer, scan mode:

θ max, completeness:
XtaLAB Synergy, ω

76.7°, >99 %
N(hkl)measured, N(hkl)unique, R int: 15573, 5100, 0.034
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4676
N(param)refined: 391
Programs: Bruker [1], Olex2 [2], SHELX [3], Diamond [4]
Table 2:

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

Atom x y z U iso*/U eq
Cu1 0.65517 (3) 0.37270 (3) 0.20362 (2) 0.03164 (12)
O1 0.22668 (18) 0.50461 (16) 0.19724 (13) 0.0446 (4)
O2 0.18983 (19) 0.6311 (2) 0.10600 (14) 0.0535 (4)
O3 0.8567 (2) 0.99195 (16) 0.58102 (15) 0.0506 (4)
O5 0.56095 (19) 0.54371 (16) 0.37198 (13) 0.0430 (4)
O6 0.55479 (16) 0.51070 (14) 0.20286 (12) 0.0349 (3)
O11 0.6431 (2) 0.3359 (2) 0.02983 (14) 0.0512 (4)
H11A 0.710 (3) 0.352 (4) 0.003 (2) 0.077*
H11B 0.568 (3) 0.350 (4) −0.005 (2) 0.077*
N1 0.46784 (19) 0.22305 (17) 0.15665 (14) 0.0326 (4)
N2 0.7421 (2) 0.22418 (18) 0.20532 (14) 0.0345 (4)
N3 0.73591 (19) 1.07097 (17) 0.47019 (15) 0.0353 (4)
N4 1.15670 (18) 1.47349 (17) 0.72007 (15) 0.0349 (4)
C1 0.3319 (2) 0.2337 (2) 0.13260 (19) 0.0401 (5)
H1 0.319582 0.320125 0.144558 0.048*
C2 0.2083 (3) 0.1221 (3) 0.0907 (2) 0.0472 (5)
H2 0.112256 0.131726 0.074488 0.057*
C3 0.2271 (3) −0.0034 (2) 0.0728 (2) 0.0492 (6)
H3 0.143926 −0.081387 0.044013 0.059*
C4 0.3674 (3) −0.0142 (2) 0.09703 (19) 0.0422 (5)
H4 0.382267 −0.100031 0.084159 0.051*
C5 0.4867 (2) 0.1009 (2) 0.14034 (16) 0.0328 (4)
C6 0.6416 (2) 0.1022 (2) 0.17208 (16) 0.0334 (4)
C7 0.6833 (3) −0.0103 (2) 0.1714 (2) 0.0475 (6)
H7 0.611542 −0.095586 0.146902 0.057*
C8 0.8310 (3) 0.0038 (3) 0.2070 (3) 0.0574 (7)
H8 0.861945 −0.071811 0.207871 0.069*
C9 0.9330 (3) 0.1277 (3) 0.2412 (2) 0.0529 (6)
H9 1.035027 0.138746 0.265950 0.064*
C10 0.8850 (3) 0.2364 (3) 0.2390 (2) 0.0452 (5)
H10 0.955644 0.322025 0.262192 0.054*
C11 0.5411 (2) 0.57802 (19) 0.29588 (17) 0.0319 (4)
C12 0.5144 (2) 0.71211 (19) 0.31284 (16) 0.0300 (4)
C13 0.2583 (2) 0.6116 (2) 0.18204 (17) 0.0361 (4)
C14 0.3866 (2) 0.7279 (2) 0.26129 (16) 0.0313 (4)
C15 0.3772 (2) 0.8589 (2) 0.28409 (18) 0.0360 (4)
H15 0.290776 0.871547 0.249783 0.043*
C16 0.4906 (2) 0.9702 (2) 0.35537 (18) 0.0363 (4)
H16 0.480451 1.058095 0.371304 0.044*
C17 0.6197 (2) 0.9536 (2) 0.40379 (16) 0.0313 (4)
C18 0.6316 (2) 0.8246 (2) 0.38222 (16) 0.0325 (4)
H18 0.719688 0.812684 0.414736 0.039*
C19 0.8439 (2) 1.0819 (2) 0.55119 (18) 0.0359 (4)
C20 0.9515 (2) 1.2208 (2) 0.60832 (18) 0.0345 (4)
C21 1.0035 (2) 1.3005 (2) 0.55495 (19) 0.0404 (5)
H21 0.968700 1.269767 0.479491 0.048*
C22 1.1065 (2) 1.4253 (2) 0.61336 (19) 0.0395 (5)
H22 1.142873 1.478696 0.576464 0.047*
C23 1.0036 (2) 1.2712 (2) 0.71873 (18) 0.0364 (4)
H23 0.971275 1.218936 0.757483 0.044*
C24 1.1031 (2) 1.3983 (2) 0.77170 (18) 0.0370 (4)
H24 1.134869 1.433878 0.847627 0.044*
O4 0.6532 (3) 0.7328 (3) 0.58566 (18) 0.0766 (7)
H4A 0.601748 0.672097 0.523116 0.115*
H4B 0.684112 0.805339 0.574212 0.115*
O7 0.2014 (2) 0.4577 (2) 0.37830 (17) 0.0550 (4)
H7A 0.220 (4) 0.483 (4) 0.331 (2) 0.083*
H7B 0.251 (4) 0.407 (3) 0.389 (3) 0.083*
O8 0.3187 (2) 0.69498 (19) 0.55801 (17) 0.0587 (5)
H8A 0.288 (4) 0.633 (3) 0.4957 (18) 0.088*
H8B 0.406 (3) 0.705 (4) 0.588 (3) 0.088*
O9 0.3704 (3) 0.3388 (2) −0.07219 (19) 0.0653 (5)
H9A 0.383 (5) 0.383 (4) −0.113 (3) 0.098*
H9B 0.290 (3) 0.342 (4) −0.051 (3) 0.098*
O10 0.0608 (3) 0.3114 (2) −0.01195 (19) 0.0803 (7)
H10A −0.011090 0.302529 0.019036 0.120*
H10B 0.124403 0.387949 0.031537 0.120*

1 Source of materials

0.1430 g 4-[(pyridine-4-carbonyl)-amino]-phthalic acid (0.5 mmol), 0.0781 g 2,2′-bipyridine (0.5 mmol), 0.040 g NaOH (1.0 mmol), and 0.0998 g cupric acetate monohydrate (1.0 mmol) were added to the 30 ml water-ethanol (v:v = 1:1) solution with stirring. The solution was heated to 70 °C and stirred for 4 h. Stirred for another 3 h at room temperature. The filtrate was filtered and transferred to a small beaker, and the green block crystals were received in 18 days.

2 Experimental details

The hydrogen atoms were positioned geometrically (C–H = 0.95 Å, O–H = 0.80–0.87 Å). Their U iso values were set to 1.2 U eq or 1.5 U eq of the parent atoms.

3 Comment

Studies on the structure and properties of copper complexes have been one of the hotspots of coordination chemistry. Because they exhibit excellent properties in many ways such as selective catalytic oxidation of aromatic substrates [5], electrocatalytic water oxidation [6], photocatalysts for the sensitive photodegradation of methylene blue [7], electrochemical and magnetic properties [8], and enhanced chemodynamic therapy [9]. In our previous work, we have determined the crystal structures of some related copper complexes and investigated the properties of some partial copper complexes [10], [11], [12], [13]. To further investigate the structure of the copper complexes, we synthesized and structurally determined a new binuclear Cu(II) complex using 4-[(pyridine-4-carbonyl)-amino]-phthalic acid, 2,2′-bipyridine, NaOH, and cupric acetate monohydrate as materials. The molecular structure of the binuclear Cu(II) complex is shown in the figure. The binuclear Cu(II) complex crystallizes in a triclinic space group P1̄ (no. 2). The asymmetric unit of binuclear Cu(II) complex contains one Cu2+, 4-[(pyridine-4-carbonyl)-amino]-phthalato ligand, one 2,2′-bipyridine ligand, one coordinated H2O molecule, and five lattice H2O molecules. Each Cu2+ is six-coordinated with two carboxylate O atoms (O5, O6, or O5a, O6a), two N atoms (N1, N2, or N1a, N2a) of 2,2′-bipyridine ligands, one N atom (N4 or N4a) of 4-[(pyridine- 4-carbonyl)-amino]-phthalate ligand, and one O atom (O11 or O11a) of coordinated H2O molecules, which forms a distorted CuN3O3 octahedral coordination geometry (Figure). And the bond angle of N2–Cu1–O6 is 175.50(6)°, indicating that the N2 (N2a) and O6 (O6A) atoms are at the axial positions. Only two O atoms of one carboxylate from the 4-[(pyridine- 4-carbonyl)-amino]-phthalate ligand take part in coordination with Cu2+, another carboxylate O atom does not coordinate with Cu2+. The Cu–O and Cu–N bond lengths are in the range of 1.9756(13) to 2.2611(16) Å, and 1.9962(16) to 2.0215(16) Å, which are comparable to that of other Cu2+ complex [11]. The angles around the Cu2+ range from 81.30(7) to 102.05(7)° in the basal plane. The lattice H2O molecules are linked with coordinated H2O molecules and 4-[(pyridine-4-carbonyl)-amino]-phthalate ligands by O–H⋯O hydrogen bonds. The Cu2+ complex molecules form 3D network structure by various hydrogen bonds.


Corresponding author: Tai Xi-Shi, College of Chemistry and Chemical Engineering, Weifang University, Weifang, Shandong 261061, P.R. China, E-mail:

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Competing interests: The authors declare no conflicts of interest regarding this article.

  3. Research funding: National Natural Science Foundation of China (No. 21171132, https://doi.org/10.13039/501100001809), and Science Foundation of Weifang (2020ZJ1054).

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Received: 2024-01-24
Accepted: 2024-03-01
Published Online: 2024-03-26
Published in Print: 2024-06-25

© 2024 the author(s), published by De Gruyter, Berlin/Boston

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

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  63. Crystal structure of ethyl 2-(3-benzyl-4-oxo-3,4-dihydrophthalazin-1-yl)- 2,2-difluoroacetate, C19H16F2N2O3
  64. The crystal structure of tetrakis(μ 2-(1H-benzimidazole-2-methoxo-κ2 N,O:O:O)-(n-butanol-κO)-chlorido)-tetranickel(II), C48H68Cl4N8O8Ni4
  65. Synthesis and crystal structure of trans-tetraaqua-bis((1-((7-hydroxy-3-(4-methoxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carbonyl)oxy-κO)zinc(II)hexahydrate, C46H64N2O28S2Zn
  66. The crystal structure of 1-(4-carboxybutyl)-3-methyl-1H-imidazol-3-ium hexafluoridophosphate, C9H15F6N2O2P
  67. Crystal structure of 1-(4-chlorophenyl)-4-(2-furoyl)-3-phenyl-1H-pyrazol-5-ol, C20H13ClN2O3
  68. Crystal structure of dimethyl (R)-2-(3-(1-phenylethyl)thioureido)-[1,1′-biphenyl]-4,4′-dicarboxylate, C25H24N2O4S
  69. The crystal structure of 1-(3-carboxypropyl)-1H-imidazole-3-oxide, C7H10N2O3
  70. Synthesis and crystal structure of dimethyl 4,4′-(propane-1,3-diylbis(oxy))dibenzoate, C19H20O6
  71. Crystal structure of methyl-1-(p-tolyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate, C20H20N2O2
  72. The crystal structure of 1-(1-adamantan-1-yl)ethyl-3-(3-methoxyphenyl)thiourea, C20H28N2OS
  73. The crystal structure of N,N′-carbonylbis(2,6-difluorobenzamide), C15H8F4N2O3
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