Home Crystal structure of 2-chloro-6-formylphenolato-κ2O,O′-(6,6′-(((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-chlorophenolato)κ4 N,N,O,O′)cobalt(III), C26H22Cl3CoN2O4
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Crystal structure of 2-chloro-6-formylphenolato-κ2O,O′-(6,6′-(((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-chlorophenolato)κ4 N,N,O,O′)cobalt(III), C26H22Cl3CoN2O4

  • Qiaoling Lan , Meifen Huang , Jiajun Xu and Qiong Wu ORCID logo EMAIL logo
Published/Copyright: September 15, 2022

Abstract

C26H22Cl3CoN2O4, triclinic, P 1 (no. 2), a = 11.1835(5) Å, b = 11.6782(5) Å, c = 11.9295(5) Å, α = 83.900(3)°, β = 66.911(4)°, γ = 64.232(4)°, V = 1286.83(11) Å3, Z = 2, R gt (F) = 0375, wR ref (F 2) = 0.0899, T = 213.0 K.

CCDC no.: 2178582

The molecular structure is shown in the figure. 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: Black block
Size: 0.18 × 0.16 × 0.16 mm
Wavelength: Cu Kα radiation (1.54184 Å)
μ: 8.40 mm−1
Diffractometer, scan mode: XtaLAB Synergy, ω
θ max, completeness: 76.0°, 99%
N(hkl)measured, N(hkl)unique, R int: 14,183, 4954, 0.041
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 4515
N(param)refined: 327
Programs: Bruker [1], Olex2 [2], SHELX [3, 4]
Table 2:

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

Atom x y z U iso*/U eq
Co1 0.36015 (4) 0.49529 (3) 0.28411 (3) 0.02518 (10)
Cl1 0.32305 (8) 0.20055 (7) 0.07343 (6) 0.04810 (18)
Cl2 −0.11658 (7) 0.75288 (7) 0.31895 (9) 0.0645 (2)
Cl3 0.28492 (7) 0.88694 (6) 0.43409 (6) 0.04186 (15)
O1 0.39269 (18) 0.35796 (15) 0.18783 (15) 0.0342 (4)
O2 0.19007 (17) 0.59492 (14) 0.25649 (15) 0.0301 (3)
O3 0.32329 (17) 0.63653 (14) 0.37694 (14) 0.0291 (3)
O4 0.24152 (18) 0.43812 (15) 0.42205 (15) 0.0328 (4)
N1 0.5276 (2) 0.39147 (18) 0.31854 (19) 0.0334 (4)
N2 0.4757 (2) 0.55223 (17) 0.14905 (17) 0.0273 (4)
C1 0.5198 (3) 0.1926 (2) 0.2928 (3) 0.0382 (6)
C2 0.4392 (2) 0.2407 (2) 0.2185 (2) 0.0328 (5)
C3 0.4154 (3) 0.1499 (2) 0.1710 (2) 0.0378 (6)
C4 0.4644 (3) 0.0235 (3) 0.1980 (3) 0.0484 (7)
H4 0.4459 −0.0336 0.1650 0.058*
C5 0.5407 (3) −0.0193 (3) 0.2734 (3) 0.0566 (8)
H5 0.5724 −0.1048 0.2929 0.068*
C6 0.5693 (3) 0.0639 (3) 0.3191 (3) 0.0509 (7)
H6 0.6228 0.0348 0.3688 0.061*
C7 0.5729 (3) 0.2708 (2) 0.3265 (3) 0.0396 (6)
H7 0.6462 0.2300 0.3566 0.047*
C8 0.6163 (3) 0.4542 (2) 0.3191 (2) 0.0379 (6)
H8A 0.6815 0.4026 0.3596 0.046*
H8B 0.5542 0.5378 0.3649 0.046*
C9 0.7049 (3) 0.4708 (3) 0.1861 (3) 0.0401 (6)
C10 0.6318 (3) 0.4738 (2) 0.0992 (2) 0.0343 (5)
H10A 0.6752 0.5067 0.0225 0.041*
H10B 0.6508 0.3864 0.0803 0.041*
C11 0.4238 (3) 0.6589 (2) 0.1035 (2) 0.0301 (5)
H11 0.4904 0.6837 0.0429 0.036*
C12 0.2743 (2) 0.7434 (2) 0.1359 (2) 0.0284 (5)
C13 0.1650 (2) 0.7048 (2) 0.2094 (2) 0.0276 (4)
C14 0.0229 (3) 0.7921 (2) 0.2258 (2) 0.0349 (5)
C15 −0.0095 (3) 0.9070 (2) 0.1730 (3) 0.0410 (6)
H15 −0.1056 0.9616 0.1853 0.049*
C16 0.0998 (3) 0.9423 (2) 0.1015 (3) 0.0410 (6)
H16 0.0781 1.0208 0.0661 0.049*
C17 0.2389 (3) 0.8616 (2) 0.0836 (2) 0.0370 (5)
H17 0.3127 0.8854 0.0352 0.044*
C18 0.8539 (3) 0.3571 (4) 0.1364 (4) 0.0707 (10)
H18A 0.8428 0.2783 0.1475 0.106*
H18B 0.9106 0.3577 0.1803 0.106*
H18C 0.9024 0.3636 0.0501 0.106*
C19 0.7187 (4) 0.5956 (4) 0.1862 (3) 0.0660 (10)
H19A 0.7808 0.6044 0.1052 0.099*
H19B 0.7597 0.5946 0.2446 0.099*
H19C 0.6243 0.6668 0.2088 0.099*
C20 0.1386 (3) 0.5134 (2) 0.5085 (2) 0.0325 (5)
H20 0.0765 0.4808 0.5641 0.039*
C21 0.1035 (3) 0.6433 (2) 0.5335 (2) 0.0306 (5)
C22 −0.0260 (3) 0.7147 (3) 0.6311 (2) 0.0393 (6)
H22 −0.0900 0.6784 0.6736 0.047*
C23 −0.0591 (3) 0.8372 (3) 0.6646 (3) 0.0454 (6)
H23 −0.1465 0.8853 0.7288 0.054*
C24 0.0371 (3) 0.8895 (2) 0.6033 (2) 0.0409 (6)
H24 0.0148 0.9730 0.6270 0.049*
C25 0.1643 (3) 0.8211 (2) 0.5085 (2) 0.0326 (5)
C26 0.2022 (2) 0.6959 (2) 0.4670 (2) 0.0268 (4)

Source of material

3-Chlorosalicylaldehyde (0.157 g, 1.0 mmol) and 2,2-dimethyl-1,3-propanediamine (0.052 g, 0.5 mmol) were dissolved in a mixture 20 mL ethanol, the Schiff base solution was stirred at room temperature for 2 h. After this, CoCl2·6H2O (0.120 g, 0.5 mmol) was added and the obtained green mixture was further stirred for another 2 h and filtered. The acquired green filtrate was sealed in a beaker with parafilm and kept undisturbed at room temperature. Black block crystals of the title compound were afforded after two days by slow evaporation.

Experimental details

X-ray single crystal data was collected on a Bruker SMART APEX II diffractometer. Data reduction was performed using the program SAINT and empirical absorption corrections were made using SADABS [1]. The structure was solved with the Olex2 program [2] as an interface together with the SHELXT and SHELXL programs [3, 4]. All H atoms were placed in geometrically idealized positions and refined using a riding model, with C–H = 0.98 (methylene), 0.95 Å (benzene) and 0.97 Å (methyl); U iso(H) values were set 1.2 times for H atoms on methylene and benzene, and 1.5 times for methyl.

Comment

Cobalt containing complexes have applications in the field of molecular based photocatalysis, nonlinear optics and magnetic materials. The variety of structures of coordination complex can be enriched by connecting copper ions with different organic and inorganic ligands [59]. As a part of our current research interest on the exploration of the regulating effect of Schiff base ligands on transition metal complexes [10], [11], [12], herein we report a new Co(II) complex based on halogenated Schiff base ligand.

The molecular structure is shown in the figure. The complex is a Co(III) complex constructed from 2-chloro-6-formylphenolate ligand and halogenated salen-type Schiff base mixed ligands. It is worth noting that the bidentate coordination of the 2-chloro-6-formylphenolate is usually regarded as metastable coordination mode, which is promising for catalytic applications. The bond length and bond angles are range from 1.886(2) to 1.933(2) Å and 85.97(7)° to 177.79(7)°, respectively, which are consistent with those previously found in similar complexes [13].


Corresponding author: Qiong Wu, Department of Chemical Science and Technology, Kunming University, Yunnan, Kunming 65200, P. R. China, E-mail:

Funding source: National Nature Science Foundation of China

Award Identifier / Grant number: 31760257

Award Identifier / Grant number: 21761017

Funding source: Recruitment Program of Yunnan Province Experts Provincial Young Talents

Award Identifier / Grant number: 2019HB098

Funding source: Ten-Thousand Talents Program of Yunnan Province

Award Identifier / Grant number: YNWR-QNBJ-2018-273

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

  2. Research funding: National Nature Science Foundation of China (Nos. 31760257, 21761017), the Program for Innovative Research Team (in Science and Technology) in the Universities of Yunnan Province (IRTSTYN), the Recruitment Program of Yunnan Province Experts Provincial Young Talents (2019HB098) and the Ten-Thousand Talents Program of Yunnan Province (YNWR-QNBJ-2018-273).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Received: 2022-06-16
Accepted: 2022-09-06
Published Online: 2022-09-15
Published in Print: 2022-12-16

© 2022 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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  61. The crystal structure of 2-(4-methoxynaphthalen-1-yl)-4H-chromen-4-one, C20H14O3
  62. The crystal structure of trans-dichlorido-(ethylenediamine-κ 2 N,N′)-bis(triphenylphosphine-κ 1 P)ruthenium(II), C38H38Cl2N2P2Ru
  63. The double polymeric chain of catena-poly[(μ2-6-bromopyridine-3-carboxylato-κ2 O,O′) (6-bromopyridine-3-carboxylato-κ2 O,O′) (μ2-1,2-bis(4-pyridyl)ethylene-κ2 N:N′)cobalt(II)], C24H16CoBr2N4O4
  64. The crystal structure of tert-butyl 2-(4-(12-bromo [2.2]paracyclophanyl)carbamoyl)pyrrolidine-1-carboxylate, C26H31BrN2O3
  65. The crystal structure of (Z)-2-(2,3-dimethoxybenzylidene)naphtho[1,2-b]furan-3(2H)-one, C21H16O4
  66. Crystal structure of 2-hydroxy-1-tosylindolin-3-yl- 2-naphthoate, C26H21N1S1O5
  67. The crystal structure of 1-methyl-N-(1-methyl-1H-imidazole-2-carbonyl)-1H-imidazole-2-carboxamide, C10H11N5O2
  68. The crystal structure of (E)-2-((5-bromo-2-hydroxybenzylidene)amino)-3′,6′-bis(ethylamino)-2′, 7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one, C33H31BrN4O3
  69. The crystal structure of dimethanol-5,15-diphenylporphyrin-21,23-diido-κ4 N,Nʹ,Nʺ,Nʹʺ-manganese(III) trans-dicyanido-bis(acetylacetonato-κ2O,Oʹ)ruthenium(III), C46H42N6O6RuMn
  70. Crystal structure of 1,4,8,11-tetraazacyclotetradecane-1,8-diium bis(3,5-dicarboxybenzoate), C28H36N4O12
  71. Bifurcated halogen bonds in the crystal structure of 2,2′-bi(1,8-naphthyridine)—1,4-diiodotetrafluorobenzene (1/1), C22H10F4I2N4
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