Home Crystal structure of bis(μ-benzeneselenolato)-(μ-[N-benzyl-N-(diphenylphosphanyl)-P,P-diphenylphosphinous amide])-tetracarbonyl diiron (Fe–Fe), C47H37Fe2NO4P2Se2
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Crystal structure of bis(μ-benzeneselenolato)-(μ-[N-benzyl-N-(diphenylphosphanyl)-P,P-diphenylphosphinous amide])-tetracarbonyl diiron (Fe–Fe), C47H37Fe2NO4P2Se2

  • Shu-Fen Bai , Shuang Lü and Qian-Li Li ORCID logo EMAIL logo
Published/Copyright: May 15, 2023

Abstract

C47H37Fe2NO4P2Se2, monoclinic, P21/n (no. 14), a = 12.8144(11) Å, b = 17.9714(15) Å, c = 19.1077(17) Å, β = 104.329(4)°, V = 4263.5(6) Å3, Z = 4, R gt (F) = 0.0420, wR ref (F 2) = 0.0968, T = 298(2) K.

CCDC no.: 2248638

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: Red block
Size: 0.40 × 0.30 × 0.20 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 2.51 mm−1
Diffractometer, scan mode: φ and ω
θ max, completeness: 25.0°, >99 %
N(hkl) measured, N(hkl)unique, R int: 20,752, 7497, 0.063
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4783
N(param)refined: 523
Programs: Bruker [1], SHELX [23], Olex2 [4]
Table 2:

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

Atom x y z U iso*/U eq
Se1 0.34560 (4) 0.39990 (2) 0.12828 (2) 0.03566 (13)
Se2 0.17327 (4) 0.39943 (3) 0.21405 (3) 0.04247 (14)
Fe1 0.31532 (5) 0.48452 (3) 0.21620 (3) 0.03467 (17)
Fe2 0.35025 (5) 0.34935 (3) 0.24377 (3) 0.03460 (17)
N1 0.5685 (3) 0.44975 (17) 0.23994 (17) 0.0312 (8)
O1 0.2162 (3) 0.6175 (2) 0.1442 (3) 0.1006 (15)
O2 0.3225 (3) 0.5187 (2) 0.36395 (19) 0.0723 (11)
O3 0.3354 (3) 0.1951 (2) 0.1987 (2) 0.0847 (13)
O4 0.3460 (3) 0.3088 (2) 0.3879 (2) 0.0796 (12)
P1 0.47984 (9) 0.52223 (6) 0.23050 (6) 0.0324 (3)
P2 0.52543 (9) 0.36803 (6) 0.27027 (6) 0.0316 (3)
C1 0.2545 (4) 0.5640 (3) 0.1720 (3) 0.0570 (14)
C2 0.3195 (4) 0.5058 (3) 0.3051 (3) 0.0465 (13)
C3 0.3400 (4) 0.2558 (3) 0.2163 (3) 0.0504 (13)
C4 0.3483 (4) 0.3272 (3) 0.3317 (3) 0.0467 (12)
C5 0.5138 (4) 0.5785 (2) 0.1601 (2) 0.0392 (11)
C6 0.4659 (5) 0.5652 (3) 0.0895 (3) 0.0640 (16)
H6 0.411974 0.529400 0.077266 0.077*
C7 0.4967 (5) 0.6045 (3) 0.0354 (3) 0.0799 (19)
H7 0.464258 0.594000 −0.012720 0.096*
C8 0.5726 (5) 0.6573 (3) 0.0517 (3) 0.0719 (17)
H8 0.593520 0.682988 0.015111 0.086*
C9 0.6180 (5) 0.6728 (3) 0.1208 (3) 0.0770 (18)
H9 0.669804 0.710037 0.132193 0.092*
C10 0.5889 (4) 0.6343 (3) 0.1755 (3) 0.0585 (14)
H10 0.620709 0.646344 0.223370 0.070*
C11 0.5239 (4) 0.5833 (2) 0.3076 (2) 0.0366 (11)
C12 0.4668 (4) 0.6485 (3) 0.3076 (3) 0.0507 (13)
H12 0.412230 0.660874 0.267279 0.061*
C13 0.4894 (5) 0.6950 (3) 0.3658 (3) 0.0600 (15)
H13 0.449727 0.738430 0.365293 0.072*
C14 0.5703 (5) 0.6778 (3) 0.4249 (3) 0.0639 (16)
H14 0.585778 0.709722 0.464447 0.077*
C15 0.6275 (4) 0.6151 (3) 0.4262 (3) 0.0595 (15)
H15 0.682844 0.603759 0.466455 0.071*
C16 0.6041 (4) 0.5674 (3) 0.3677 (2) 0.0436 (12)
H16 0.643565 0.523712 0.369232 0.052*
C17 0.5849 (3) 0.2931 (2) 0.2300 (2) 0.0358 (11)
C18 0.5935 (4) 0.2967 (3) 0.1598 (3) 0.0515 (13)
H18 0.578647 0.341162 0.134266 0.062*
C19 0.6239 (5) 0.2352 (4) 0.1270 (3) 0.0734 (17)
H19 0.631483 0.238500 0.079885 0.088*
C20 0.6430 (5) 0.1697 (4) 0.1630 (4) 0.080 (2)
H20 0.663029 0.128170 0.140318 0.097*
C21 0.6331 (4) 0.1643 (3) 0.2314 (4) 0.0701 (17)
H21 0.645831 0.119223 0.255878 0.084*
C22 0.6039 (4) 0.2262 (3) 0.2648 (3) 0.0498 (13)
H22 0.596944 0.222348 0.311930 0.060*
C23 0.6018 (3) 0.3680 (2) 0.3639 (2) 0.0337 (10)
C24 0.7070 (4) 0.3441 (2) 0.3854 (2) 0.0441 (12)
H24 0.738486 0.320677 0.352375 0.053*
C25 0.7660 (4) 0.3544 (3) 0.4551 (3) 0.0533 (13)
H25 0.837064 0.338178 0.468760 0.064*
C26 0.7217 (4) 0.3882 (3) 0.5044 (3) 0.0591 (14)
H26 0.761918 0.395070 0.551597 0.071*
C27 0.6176 (4) 0.4118 (3) 0.4838 (3) 0.0524 (13)
H27 0.586768 0.434986 0.517318 0.063*
C28 0.5580 (4) 0.4019 (2) 0.4148 (2) 0.0400 (11)
H28 0.486951 0.418157 0.401850 0.048*
C29 0.7416 (4) 0.4357 (3) 0.1994 (3) 0.0471 (12)
C47 0.6856 (3) 0.4673 (2) 0.2525 (2) 0.0409 (11)
H47A 0.693721 0.520932 0.252806 0.049*
H47B 0.722053 0.449372 0.300201 0.049*
C30 0.7166 (5) 0.4580 (4) 0.1293 (3) 0.086 (2)
H30 0.663353 0.493561 0.113209 0.104*
C31 0.7707 (7) 0.4277 (4) 0.0820 (4) 0.124 (3)
H31 0.751924 0.441906 0.033689 0.149*
C32 0.8509 (6) 0.3773 (5) 0.1048 (4) 0.112 (3)
H32 0.886782 0.357085 0.072480 0.135*
C33 0.8779 (5) 0.3572 (4) 0.1746 (4) 0.098 (2)
H33 0.933579 0.323433 0.191022 0.118*
C34 0.8237 (4) 0.3861 (3) 0.2217 (3) 0.0646 (15)
H34 0.843204 0.371645 0.269969 0.077*
C35 0.2133 (3) 0.3777 (2) 0.0600 (2) 0.0380 (11)
C36 0.1846 (3) 0.3063 (2) 0.0402 (2) 0.0511 (13)
H36 0.225931 0.267134 0.064048 0.061*
C37 0.0952 (4) 0.2916 (3) −0.0148 (2) 0.0602 (15)
H37 0.077305 0.242546 −0.027787 0.072*
C38 0.0326 (4) 0.3473 (3) −0.0504 (3) 0.0670 (16)
H38 −0.028288 0.336970 −0.087098 0.080*
C39 0.0614 (5) 0.4190 (3) −0.0310 (4) 0.112 (3)
H39 0.021560 0.458153 −0.056161 0.134*
C40 0.1488 (4) 0.4339 (3) 0.0255 (3) 0.092 (2)
H40 0.164164 0.482800 0.040424 0.110*
C41 0.1158 (4) 0.4118 (3) 0.2972 (3) 0.0544 (14)
C42 0.1027 (4) 0.3510 (4) 0.3371 (3) 0.0767 (17)
H42 0.125055 0.304232 0.325927 0.092*
C43 0.0547 (5) 0.3604 (5) 0.3954 (4) 0.098 (2)
H43 0.044689 0.319732 0.423142 0.117*
C44 0.0237 (7) 0.4285 (6) 0.4106 (5) 0.117 (3)
H44 −0.005788 0.434530 0.450115 0.141*
C45 0.0340 (6) 0.4892 (5) 0.3699 (5) 0.106 (3)
H45 0.009584 0.535541 0.380624 0.127*
C46 0.0808 (5) 0.4811 (3) 0.3128 (3) 0.0751 (17)
H46 0.088883 0.522111 0.284893 0.090*

1 Source of material

A mixture of [Fe2(CO)6(μ–SeC6H5)2] (59 mg, 0.1 mmol) and (Ph2P)2NCH2C6H5 (48 mg, 0.1 mmol) was dissolved in 10 ml of xylene. The reaction mixture was stirred at reflux for 2 h. After the solvent was removed under vacuum, the residue was subjected to preparative TLC separation using dichloromethane/pentane (1:2, v/v) as the eluent. From the main band, the title complex was obtained as a deep-red solid (yield 42 %). The single crystals were obtained from diffusion of dichloromethane solution into a hexane solution at room temperature.

2 Experimental details

The structure was solved by Direct Methods with the Shelxs program. Hydrogen atoms were positioned geometrically (C–H = 0.93–0.98 Å). Their U iso values were set to 1.2 U eq or 1.5 U eq of the parent atoms.

3 Comment

As an important branch of Fe/E (E = S, Se) cluster complexes, diiron diselenolato complexes have received a growing amount of attention, mainly due to their unique structures and particularly the close resemblance to [FeFe]-hydrogenases [5], [6], [7]. A series of phosphine mono- and disubstituted diiron diselenolato complexes were reported [8], [9], [10], [11], [12]. Herein, we carried out the CO substitution reaction of [Fe2(CO)6(μ–SeC6H5)2] with a disphosphine ligand (Ph2P)2NCH2C6H5, and obtained the title complex. The title complex contains a Fe2Se2 cluster bearing four carbonyls and one diphosphine ligand (see the figure). The two phenyl substituents are attach to the Se1 and Se2 by axial Se1–C35 and Se2–C41 equatorial bonds. The two P atoms of diphosphine ligand occupy the cisoid dibasal site and are symmetrically bridged between the two Fe atoms, which is similar to the reported analogues [13, 14]. The bond length of Fe1–Fe2 [2.5025(9) Å] is slightly longer than that of the sulphur analogues [15], [16], [17], [18].


Corresponding author: Qian-Li Li, Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059, 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: This research was supported by Shandong Provincial Natural Science Foundation under Grant ZR2020MB019.

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

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Received: 2023-03-14
Accepted: 2023-05-01
Published Online: 2023-05-15
Published in Print: 2023-08-28

© 2023 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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  42. Crystal structure of (E)-3-(3-methoxybenzylidene)benzofuran-2(3H)-one, C16H12O3
  43. Synthesis and crystal structure (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C11H12BrNO2
  44. Synthesis and crystal structure of (S,E)-4-hydroxy-3-(2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-tetramethyl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethylidene)dihydrofuran-2(3H)-one, C23H34O5
  45. The crystal structure of N,N′-(1,2-phenylene)bis (2-((2-oxopropyl)selanyl)benzamide), C26H24N2O4Se2
  46. The crystal structure of 1-ethyl-2-nitro-imidazole oxide, C5H7N3O3
  47. The crystal structure of 2-(2-fluorophenyl)naphtho[2,1-d]thiazole, C17H10FNS
  48. Crystal structure of (E)-2,4-di-tert-butyl-6-(((2-fluorophenyl)imino) methyl)phenol, C21H26FNO
  49. Synthesis and crystal structure of 3-methyl-2-(methylthio)-4H-chromen-4-one, C12H12O2S
  50. Crystal structure of dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene-5,10-dione, C14H4O2S4
  51. The crystal structure of dimethyl 2,2ʹ-((adamantane-1,3-diylbis(4,1-phenylene)) bis(oxy))diacetate, C28H32O6
  52. The crystal structure of N-(6-chloro-2-methyl-2H-indazol-5-yl)acetamide, C10H10ClN3O
  53. Crystal structure of triaqua-(5-bromoisophthalato-κ1 O)-(2,2′-bipyridine-κ2 N:N′)nickel(II) hydrate, C18H19BrN2NiO8
  54. The crystal structure of 2-amino-4-carboxypyridin-1-ium perchlorate, C6H7ClN2O6
  55. The crystal structure of catena-poly[5-aminonicotinic acid-k1 N-m2-bromido-copper(I)], Cu(C6N2H6O2)Br
  56. The crystal structure of 2,2-bis(3-methoxyphenyl)-1-tosyl-1,2-dihydro- 4,3λ4  -[1,3,2]diazaborolo[4,5,1-ij]quinoline - dichloromethane (1/1)
  57. The crystal structure of catena-poly[bis(6-phenylpyridine-2-carboxylato-κ2 N,O)-(μ2-4,4′-bipyridne-κ2 N:N)cadmium(II)], C34H24N4O4Cd
  58. The crystal structure of 5,7-dinitropyrazolo[5,1-b]quinazolin-9(4H)-one, C10H5N5O5
  59. Crystal structure of rac-1,8-bis(2-carbamoylethyl)-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, C22H46N6O2
  60. The crystal structure of (E)-N -(2-bromobenzylidene)-2-naphthohydrazide, C36H26Br2N4O2
  61. The crystal structure of 5-nitronaphthoquinone, C10H5NO4
  62. The crystal structure of (S, R p )-4–benzhydrylideneamino-12-(4-tert-butyl oxazolin-2-yl)[2.2]paracyclophane, C36H36N2O
  63. Synthesis and crystal structure of 2-(2-oxo-2-(o-tolyl)ethyl)-4H-chromen-4-one, C18H14O3
  64. Crystal structure of 2-(thiazol-2-yl)hexahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione, C11H10N2O3S
  65. Crystal structure of N-(diaminomethylene)-1-(dimethylamino)-1-iminiomethanaminium dichloride, C4H13Cl2N5
  66. Crystal structure of poly[(μ3-3, 5-dichloro-2-hydroxy-benzoato-κ4 Cl,O:O′:O″) silver(I)], C7H3AgCl2O3
  67. The crystal structure of tetrakis(1-isopropylimidazole-κ1 N)-[μ2- imidazole-4,5-dicarboxylato-κ4 O,N,O′,N′)]- trioxido-divanadium, C29H41N10O7V2
  68. Crystal structure of catena-[(μ3-bromido)-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N)copper(I)], C9H7BrCuN3O2
  69. The crystal structure of (E)-4-fluoro-N′-(1-(2-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
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