Startseite The crystal structure of poly[(1,10-phenanthroline-κ2 N,N′)-(μ 4-2-chlorobenzene-1,3-dicarboxylato-κ5 O:O′:O″:O‴) cadmium(II)] monohydrate, C20H13CdClN2O5
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The crystal structure of poly[(1,10-phenanthroline-κ2 N,N′)-(μ 4-2-chlorobenzene-1,3-dicarboxylato-κ5 O:O′:O″:O‴) cadmium(II)] monohydrate, C20H13CdClN2O5

  • Guang Huang ORCID logo EMAIL logo
Veröffentlicht/Copyright: 24. November 2022

Abstract

C20H13CdClN2O5, monoclinic, P21/n (no. 14), a = 11.4994(9) Å, b = 13.1171(10) Å, c = 13.0233(10) Å, β = 109.126(8)°, V = 1856.0(3) Å3, Z = 4, R gt(F) = 0.0341, wR ref(F 2) = 0.0779, T = 293 K.

CCDC no.: 2217933

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

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Table 1:

Data collection and handling.

Crystal: Colourless prism
Size: 0.25 × 0.16 × 0.11 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.36 mm−1
Diffractometer, scan mode: SuperNova, ω
θ max, completeness: 26.0°, >99%
N(hkl)measured, N(hkl)unique, R int: 8934, 3648, 0.037
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 3019
N(param)refined: 265
Programs: CrysAlisPRO [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
C1 0.6360 (3) 0.4471 (3) 0.7066 (3) 0.0310 (8)
C2 0.7252 (3) 0.4170 (3) 0.8154 (2) 0.0264 (7)
C3 0.7879 (3) 0.3245 (2) 0.8325 (3) 0.0271 (7)
C4 0.8766 (3) 0.3002 (3) 0.9311 (3) 0.0286 (8)
C5 0.9014 (3) 0.3704 (3) 1.0142 (3) 0.0444 (10)
H5 0.961244 0.356168 1.080536 0.053*
C6 0.8383 (4) 0.4618 (3) 1.0000 (3) 0.0501 (11)
H6 0.854872 0.508299 1.056891 0.060*
C7 0.7508 (4) 0.4841 (3) 0.9012 (3) 0.0397 (9)
H7 0.708302 0.545582 0.892443 0.048*
C8 0.9412 (3) 0.1985 (3) 0.9473 (3) 0.0350 (8)
C9 0.8172 (4) 0.2793 (3) 0.4820 (3) 0.0515 (11)
H9 0.762374 0.247995 0.510980 0.062*
C10 0.9216 (5) 0.2247 (4) 0.4801 (4) 0.0697 (14)
H10 0.936048 0.158934 0.508066 0.084*
C11 1.0008 (4) 0.2699 (5) 0.4365 (4) 0.0727 (16)
H11 1.069858 0.234617 0.433903 0.087*
C12 0.9793 (3) 0.3694 (4) 0.3956 (3) 0.0501 (11)
C13 1.0589 (4) 0.4216 (5) 0.3493 (4) 0.0720 (16)
H13 1.129391 0.389251 0.345710 0.086*
C14 1.0331 (4) 0.5172 (5) 0.3108 (4) 0.0737 (17)
H14 1.086825 0.549670 0.281352 0.088*
C15 0.9258 (4) 0.5702 (4) 0.3138 (3) 0.0536 (12)
C16 0.8968 (5) 0.6689 (4) 0.2771 (3) 0.0694 (15)
H16 0.946414 0.703985 0.245235 0.083*
C17 0.7956 (5) 0.7142 (4) 0.2878 (4) 0.0704 (14)
H17 0.776304 0.781093 0.264727 0.085*
C18 0.7206 (4) 0.6603 (3) 0.3336 (3) 0.0514 (11)
H18 0.650991 0.692135 0.339877 0.062*
C19 0.8469 (3) 0.5206 (3) 0.3599 (3) 0.0349 (9)
C20 0.8726 (3) 0.4183 (3) 0.4007 (3) 0.0363 (9)
Cd1 0.61898 (2) 0.46910 (2) 0.44675 (2) 0.02491 (10)
Cl1 0.75343 (9) 0.23209 (7) 0.73064 (7) 0.0468 (3)
N1 0.7938 (3) 0.3728 (2) 0.4446 (2) 0.0356 (7)
N2 0.7446 (3) 0.5658 (3) 0.3685 (2) 0.0376 (7)
O1 0.6733 (2) 0.4381 (2) 0.62756 (19) 0.0425 (6)
O2 0.5343 (2) 0.4825 (2) 0.70580 (19) 0.0419 (7)
O3 1.0328 (2) 0.1897 (2) 0.9177 (2) 0.0507 (7)
O4 0.8970 (3) 0.1315 (2) 0.9909 (2) 0.0545 (7)
O1W 0.4311 (7) 0.5239 (5) 0.8766 (5) 0.142 (2)
H1WA 0.461801 0.508497 0.827478 0.213*
H1WB 0.374252 0.480311 0.869334 0.213*

Source of materials

A mixture of 0.0198 g Cd(NO3)2 ⋅ 4H2O (0.10 mmol), 0.0198 g 1,10-phenanthroline monohydrate (0.10 mmol), 0.0200 g 2-chlorobenzene-1,3-dicarboxylic acid (0.10 mmol), 0.008 g NaOH (0.20 mmol) was added to 10 mL water and stirred to form a clear solution, then transferred to a 25 mL Teflon-lined autoclave and heated at 413 K in an oven for 72 h, cooled to room temperature. Colorless crystals were washed by deionized water and air-dried, yield 43% (based on 2-chlorobenzene-1,3-dicarboxylic acid).

Experimental details

The structure was solved by Direct Methods with the Shelxs-2018 program. All H-atoms from C atoms were positioned with idealized geometry and refined isotropically (U iso(H) = 1.2U eq(C)) using a riding model with C—H = 0.930 Å. The H-atoms from O atoms positioned with Q peaks refined isotropically with the distance of O—H = 0.850 Å (U iso(H) = 1.5U eq(O)). No suitable receptor was found for O1W—H1WB after careful refinement, resulting a B alert in the checkcif report.

Comment

Substituents play a key role in the synthesis of metal-organic complexes. Many Cd(II) complexes based on isophthalic acid and its derivatives combining 1,10-phe-nanthroline have been published elsewhere, including isophthalate [5, 6], 5-substituted isophthalate (such as 5-methyl [7], 5-hydroxy [8], 5-iodo [9], 5-nitro [10], 5-ethoxyl [11], 5-phenyl [12], 5-(benzyloxy) [13], 5–ferrocene [14], 5-(((4-methylphenyl)sulfonyl)amino) [15], 5-((1H-benzimidazol-2-ylsulfanyl) [16] and 5-(1,3-benzo-thiazol-2-yl)) [17], 4-substituted isophthalic acid (4-(pyridin-4-yl)) [18], multi-substituted isophthalic acid (4,6-dimethyl-5-nitro [19] and 5-amino-2,4,6-triiodo [20]), and 2-substituted isophthalate (2-hydroxy [21]). Almost all the cadmium complexes mentioned above are 1D structures. It’s interesting that when the target ligand 2-substituted isophthalic acid, 2-chlorobenzene-1,3-dicarboxylic acid was used to synthesize Cd(II) complexes, a novel 2D structure was obtained.

The title compound crystallizes in the monoclinic space group P21/n (no. 14), with the formula C20H13CdClN2O5. The asymmetric unit is composed of one Cd(II) cation, one 1,10-phena-nthroline, one completely deprotonated 2-chlorobenzene-1,3-dicarboxylate, and one crystal water molecule. The Cd1 center is coordinated by two nitrogen atoms (N1, N2) form a bidentate 1,10-phenanthroline and four carboxyl oxygen atoms (O1, O2 (code: 1 − x. 1 − y, 1 − z), O3 (code: −0.5 + x, 0.5 − y, −0.5 + z), O4 (code: 1.5 − x, 0.5 + y, 1.5 − z)) of four different 2-chlorobenzene-1,3-dicarboxylate anions in a trigonal prismatic geometry. All of the carboxyl groups are bismonodentate, linking two crystallographic Cd(II) to form a dimer, which is decorated by two 1,10-phenanthroline to generate the second building units (SBUs). The SBUs are bridged together by the μ 4-2-chlorobenzene-1,3-dicarboxy-late anions to generate a 2D structure. The distances of the Cd1—N, Cd—O, and the two Cd(II) cations in the same SBUs are comparable with the similar di–Cd(II) complex, respectively [22, 23].


Corresponding author: Guang Huang, Sino–Portugal Belt and Road Joint Laboratory on Science of Cultural Heritage Conservation, City University of Macau, Macau, and Southern Marine Science and Engineering Guangdong Laboratory (Zhuhai), Zhuhai, Guangdong, 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. Research funding: None declared.

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

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Received: 2022-10-07
Accepted: 2022-11-07
Published Online: 2022-11-24
Published in Print: 2023-01-27

© 2022 the author(s), published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of undecacalcium decaarsenide, Ca11As10
  4. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4- ylmethylene)amino)-1,2-dihydro-3H -pyrazol-3-one-κ2 N: O)zinc(II)], C17H16I2N4OZn
  5. The crystal structure of 5,10,15,20-tetrakis(4-(tert-butyl)phenyl)porphyrin-21,23-diido-κ4 N 4-naphthalocyanido-κ4 N 4-neodymium(IV) - chloroform (1/6) C114H90N12Cl18Nd
  6. The crystal structure of 1-(4-bromophenyl)-3-(2-chlorobenzyl)urea, C14H12BrClN2O
  7. Crystal structure of bis[benzyl(methyl)carbamodithioato-κ 2 S,S′]-di-n-butyltin(IV), C26H38N2S4Sn
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  9. Synthesis and crystal structure of {(N′,N″-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))-bis(methaneylylidene))bis(2-hydroxybenzohydrazonato)-κ6 N 2 O 4}copper(II), C30H24CuN4O6
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  11. Synthesis and crystal structure of 1-((3R,10S,13R,17S)-10,13-dimethyl-3-(p-tolylamino)hexadecahydro-1H-cyclopenta-[a]phenanthren-17-yl)ethan-1-one, C28H41NO
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  14. The crystal structure of 2,3,4-trihydroxybenzoic- acid—pyrazine-2-carboxamide—water (1/1/1), C12H13N3O7
  15. Crystal structure of N-ethyl-4-[3-(trifluoromethyl)-phenyl]piperazine-1-carbothioamide, C14H18F3N3S
  16. The crystal structure of 3-anilino-1,4-diphenyl-4H-1,2,4-triazol-1-ium iodide, C20H17N4I
  17. The crystal structure of (tris(2-benzimidazolylmethyl)amine)-benzoato-copper(II) perchlorate monohydrate, CuC31H28N7O7Cl
  18. Crystal structure of [2-hydroxy-3-methyl-benzoato-k1 O-triphenyltin(IV)], C26H22O3Sn
  19. Crystal structure of diaqua-bis(4-(hydroxymethyl)-benzoato-k1 O)zinc(II), C16H18O8Zn
  20. The crystal structure of dicarbonyl-(N-nitroso-N-oxido-phenylamine-κ 2 O,O)-rhodium(I), C8H5N2O4Rh
  21. The crystal structure of oxalic acid – 2-ethoxybenzamide (2/1), C20H24N2O8
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  24. Crystal structure of 14-O-acetyldelcosine, C26H41NO8
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  27. Crystal structure of bis{[(4-diethylamino-2-hydroxy-benzylidene)-hydrazinocarbonylmethyl]-trimethylammonium} tetrabromozincate, C32H54N8O4ZnBr4
  28. Synthesis and crystal structure of dimethyl 2,2′-(2,5-bis(4-hydroxyphenyl)-2,5-dihydrofuran-3,4-diyl)dibenzoate, C34H30O7
  29. Synthesis and crystal structure of 2-(2-oxo-2-phenylethyl)-4H-chromen-4-one, C17H12O3
  30. The crystal structure of tetra(imidazole-κ1 N)zinc(II) μ2-oxido-hexaoxido-divanadium(VI) C12H16N8O6V2Zn
  31. Crystal structure of S-2-(1-(5-methylpyridin-2-ylamino)octyl)-3-hydroxynaphthalene-1,4-dione, C24H28N2O3
  32. Crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxido-2-oxo-2-phenylethylidene)-benzohydrazonato-κ5 N,O,O′:N′,O′′)-oktakis(pyridine-κ1 N)trinickel(II) – methanol – pyridine (1/1/1) C76H65N13Cl2Ni3O9
  33. The crystal structure of methyl 3,5-diaminobenzoate, C8H10N2O2
  34. Crystal structure of 10-(9H-carbazol-9-yl)-5H-dibenzo[a,d][7]annelen-5-one, C27H17NO
  35. Crystal structure of ethyl 1-(2-hydroxyethyl)-4-((4-methoxyphenyl)amino)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate, C16H20N2O5
  36. The crystal structure of 1-(4-bromophenyl)-3-cycloheptylurea, C14H19BrN2O
  37. The crystal structure of 1,4-bis(1,2,3,4,5-pentamethylcyclopenta-2,4-dien-1-yl)-3,6-bis ((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)-1,4-dialuminacyclohexane – benzene (1/2), C50H72Al2B2O4
  38. Crystal structure of bis(μ 3-diphenylphosphinato)-tetrakis(μ 2-diphenylphosphinato)-bis(diphenylphosphinato)-bis(μ 2-hydroxo)dicopper(II)-ditin(IV), C104H100O18P8Cu2Sn2
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  40. Synthesis and crystal structure of 2-(2-(2-fluorophenyl)-2-oxoethyl)-4H-chromen-4-one, C17H11FO3
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  42. Crystal structure of 1-(2-(4-chlorophenethyl)-2-hydroxy-3,3-dimethylbutyl)-1H-1,2,4-triazol-4-ium nitrate, C16H23N4O4Cl
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  45. The crystal structure of ethyl 2′-hydroxy-4′,6′-dimethoxy-3-(4-methoxynaphthalen-1-yl)-5-oxo-2,3,4,5-tetrahydro-[1,1′-biphenyl]-4-carboxylate, C28H28O7
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