Home Physical Sciences Crystal structure of {[(4-fluorophenyl)methyl]triphenylphosphonium}dibromocopper(I), [C25H21FP]+[CuBr2]−
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Crystal structure of {[(4-fluorophenyl)methyl]triphenylphosphonium}dibromocopper(I), [C25H21FP]+[CuBr2]

  • Chun-Yan Niu ORCID logo EMAIL logo and Hui Jiang ORCID logo
Published/Copyright: December 23, 2024

Abstract

C25H21Br2CuFP, monoclinic, P21/c (no. 14), a = 8.8442(2) Å, b = 16.8942(3) Å, c = 16.0626(3) Å, β = 98.332(2)°, V = 2374.67(8) Å3, Z = 4, R gt (F) = 0.0565, wR ref (F 2) = 0.1609, T = 293(2).

CCDC no.: 2394889.

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: Colourless block
Size: 0.10 × 0.08 × 0.06 mm
Wavelength: Cu Kα radiation (1.54184 Å)
μ: 6.02 mm−1
Diffractometer, scan mode: XtaLAB Synergy, Dualflex, HyPix, ω
θ max, completeness: 74.0°, >99 %
N(hkl)measured, N(hkl)unique, R int: 25358, 4734, 0.069
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 3,791
N(param)refined: 271
Programs: CrysAlisPRO, 1 SHELX, 2 , 4 Olex2, 3 Diamond 5
Table 2:

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

Atom x y z U iso*/U eq
Br2 0.82171 (8) 0.79130 (4) 0.49411 (5) 0.0883 (3)
Br3 1.19863 (8) 0.95622 (4) 0.52493 (4) 0.0807 (2)
C1 0.2358 (4) 0.8172 (2) 0.7252 (3) 0.0436 (8)
H1 0.238676 0.851394 0.680097 0.052*
C2 0.1132 (5) 0.8187 (3) 0.7696 (3) 0.0541 (10)
H2 0.033269 0.853884 0.754072 0.065*
C3 0.1083 (5) 0.7685 (3) 0.8366 (3) 0.0549 (11)
H3 0.025372 0.769872 0.866195 0.066*
C4 0.2261 (6) 0.7163 (3) 0.8598 (3) 0.0551 (11)
H4 0.221619 0.681856 0.904520 0.066*
C5 0.3519 (5) 0.7145 (3) 0.8169 (2) 0.0466 (9)
H5 0.432792 0.680194 0.833885 0.056*
C6 0.3556 (4) 0.7640 (2) 0.7487 (2) 0.0358 (7)
C7 0.6291 (4) 0.8514 (2) 0.7277 (2) 0.0373 (7)
C8 0.6771 (5) 0.8575 (3) 0.8135 (3) 0.0473 (9)
H8 0.652581 0.818061 0.849674 0.057*
C9 0.7615 (5) 0.9226 (3) 0.8453 (3) 0.0572 (11)
H9 0.794286 0.926839 0.902782 0.069*
C10 0.7967 (5) 0.9810 (3) 0.7916 (3) 0.0595 (11)
H10 0.852081 1.025071 0.813064 0.071*
C11 0.7510 (6) 0.9746 (3) 0.7068 (3) 0.0600 (12)
H11 0.776532 1.014167 0.670953 0.072*
C12 0.6668 (5) 0.9097 (2) 0.6737 (3) 0.0488 (9)
H12 0.636070 0.905342 0.616059 0.059*
C13 0.7845 (5) 0.6837 (3) 0.7230 (4) 0.0577 (11)
H13 0.832066 0.732339 0.718656 0.069*
C14 0.8715 (6) 0.6158 (3) 0.7411 (5) 0.0799 (18)
H14 0.977613 0.619077 0.749534 0.096*
C15 0.8010 (6) 0.5436 (3) 0.7466 (4) 0.0688 (14)
H15 0.859732 0.498563 0.760328 0.083*
C16 0.6463 (6) 0.5379 (3) 0.7320 (3) 0.0602 (11)
H16 0.599958 0.488686 0.734133 0.072*
C17 0.5573 (5) 0.6046 (2) 0.7142 (3) 0.0488 (9)
H17 0.451368 0.600259 0.704001 0.059*
C18 0.6268 (4) 0.6787 (2) 0.7114 (2) 0.0374 (7)
C19 0.2154 (7) 0.5700 (3) 0.4782 (3) 0.0634 (13)
C20 0.1375 (6) 0.6233 (3) 0.5185 (3) 0.0601 (12)
H20 0.035356 0.615022 0.523724 0.072*
C21 0.2134 (5) 0.6906 (3) 0.5519 (3) 0.0486 (9)
H21 0.161302 0.728212 0.578992 0.058*
C22 0.3661 (4) 0.7020 (2) 0.5451 (2) 0.0399 (8)
C23 0.4420 (5) 0.6463 (3) 0.5039 (3) 0.0511 (9)
H23 0.544743 0.653414 0.499337 0.061*
C24 0.3656 (7) 0.5794 (3) 0.4693 (3) 0.0634 (13)
H24 0.415534 0.541930 0.440658 0.076*
C25 0.4490 (4) 0.7751 (2) 0.5802 (2) 0.0390 (7)
H25A 0.381121 0.820303 0.570474 0.047*
H25B 0.535715 0.784505 0.550829 0.047*
Cu1 0.93376 (15) 0.91444 (6) 0.49641 (6) 0.0938 (4)
F1 0.1406 (5) 0.5042 (2) 0.4450 (2) 0.0967 (12)
P1 0.51548 (9) 0.76650 (5) 0.69154 (5) 0.0328 (2)

1 Source of materials

The [(4-fluorophenyl)methyl]triphenylphosphonium bromide (4FBTP) (0.112 g, 0.25 mmol) and CuBr (0.035 g, 0.25 mmol) were added in 0.5 mL HBr and 3.5 mL CH2Cl2/CH3CH2OH (v/v, 4/3) to form a clear colorless solution. Then, 250 μL hypophosphorous acid was added in reaction system to prevent Cu+ from oxidation. After stirred for 20 min, the mixed solution was filtered using nylon-66 membrane syringe filter and maintained at room temperature to obtain some block crystals after 15 days.

2 Experimental details

The data were collected using Rigaku, 1 the structure of crystal were solved by SHELXT program within Olex2 and refined by SHELXL. 2 , 3 , 4 The graphics were finished using Diamond. 5

3 Comment

In this investigation a copper(I)-based metal halide was prepared by the slow evaporation. As is shown in the left part of the figure, the asymmetric unit of title compound contains a [(4-fluorophenyl)methyl]triphenylphosphonium (4FBTP) cation, [CuBr2] anionic moiety, which forms a [Cu22−Br2Br2]2− anion located around an inversion center. The bond distances of aromatic rings of 4FBTP are in normal range. 6 And the distances of Cu1–Br2, Cu1–Br3 are 2.302 Å, 2.426 Å within the normal range of the literatures which have been reported. 7 , 8 , 9 Above all, the packing of the structure consists of 4FBTP cations and [Cu2Br4]2− anions. (cf. right part of the figure).


Corresponding author: Chun-Yan Niu, College of Food Science and Nutrition Engineering, Jilin Agricultural Science and Technology University, 132101 Jilin, China; and Jilin Province Brewing Technology Innovation Center, 132101 Jilin, 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: This work was funded by the Food Science and Engineering Project of Key Disciplines, Jilin Agricultural Science and Technology University.

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

References

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Received: 2024-10-31
Accepted: 2024-11-29
Published Online: 2024-12-23
Published in Print: 2025-02-25

© 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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