Home Physical Sciences Crystal structure of bis(1,3-bis(diphenylphosphino)propane-κ2P,P′)silver(I) trifluorosulfonate–methanol (1:0.5), [Ag(C27H26P2)]SO3CF3⋅0.5CH3OH
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Crystal structure of bis(1,3-bis(diphenylphosphino)propane-κ2P,P′)silver(I) trifluorosulfonate–methanol (1:0.5), [Ag(C27H26P2)]SO3CF3⋅0.5CH3OH

  • Xiao Yu , Yue-Xue Li , Sen Lin , Yang-Zhe Cui and Qiong-Hua Jin EMAIL logo
Published/Copyright: May 8, 2017

Abstract

C55.50H54AgF3O3.50P4S, triclinic, P1̅ (no. 2), a = 11.7859(10) Å, b = 12.8900(11) Å, c = 18.8971(17) Å, α = 109.742(2)°, β = 92.891(1)°, γ = 100.998(1)°, V = 2631.9(4) Å3, Z = 2, Rgt(F) = 0.0405, wRref(F2) = 0.1129, T = 298(2) K.

CCDC no.:: 1459052

The silver complex of the title crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Colourless block
Size:0.48 × 0.45 × 0.44 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:6.0 cm−1
Diffractometer, scan mode:Bruker SMART, φ and ω
2θmax, completeness:50°, >98%
N(hkl)measured, N(hkl)unique, Rint:13239, 9148, 0.025
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 7183
N(param)refined:686
Programs:Bruker programs [1], SHELX [2]
Table 2

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

AtomxyzUiso*/Ueq
Ag10.73131(2)0.40116(2)0.710396(15)0.03650(10)
F1a0.3067(14)0.9805(12)0.9439(8)0.143(5)
F2a0.4691(9)1.0002(11)0.9029(5)0.155(4)
F3a0.3806(15)0.8346(8)0.8936(5)0.157(6)
O1a0.3260(12)1.0329(9)0.8026(5)0.120(4)
O2a0.3395(10)0.8411(10)0.7475(4)0.110(4)
O3a0.1680(8)0.8892(10)0.8055(6)0.165(5)
F1′ b0.4602(13)0.8906(18)0.8893(8)0.113(7)
F2′ b0.2816(15)0.8317(12)0.8935(8)0.110(5)
F3′ b0.3654(19)1.0060(18)0.9535(14)0.106(8)
O1′ b0.2435(18)1.0073(17)0.8147(9)0.109(8)
O2′ b0.4123(16)0.946(2)0.7637(10)0.141(7)
O3′ b0.244(2)0.8089(17)0.7576(12)0.154(9)
O4c0.0391(11)0.0147(12)0.9151(9)0.176(5)
H4c0.0817−0.02430.89140.263*
P10.77302(8)0.20748(7)0.65369(5)0.0361(2)
P20.51586(8)0.32974(8)0.68705(6)0.0405(2)
P30.84451(8)0.57410(8)0.69561(6)0.0395(2)
P40.81558(9)0.46875(8)0.84765(5)0.0409(2)
S1a0.2860(8)0.9188(5)0.8038(4)0.097(2)
S1′ b0.3080(12)0.9239(11)0.7974(7)0.085(4)
C10.6620(3)0.1032(3)0.6737(3)0.0506(10)
H1A0.67680.02870.64850.061*
H1B0.67190.11810.72780.061*
C20.5356(4)0.1003(3)0.6498(3)0.0582(11)
H2A0.48850.02770.64610.070*
H2B0.53010.10450.59950.070*
C30.4823(3)0.1937(3)0.7019(2)0.0496(10)
H3A0.50950.20640.75410.059*
H3B0.39830.16680.69470.059*
C40.9099(3)0.1881(3)0.69145(19)0.0381(8)
C51.0091(3)0.2681(3)0.6956(2)0.0487(9)
H51.00320.32860.68050.058*
C61.1179(4)0.2590(4)0.7222(2)0.0583(11)
H61.18420.31270.72420.070*
C71.1268(4)0.1705(4)0.7455(2)0.0586(11)
H71.19920.16440.76350.070*
C81.0294(4)0.0917(4)0.7421(2)0.0581(11)
H81.03560.03190.75800.070*
C90.9213(4)0.1001(3)0.7152(2)0.0493(10)
H90.85550.04570.71310.059*
C100.7785(3)0.1493(3)0.5516(2)0.0410(8)
C110.8539(4)0.0810(3)0.5198(2)0.0522(10)
H110.90240.06060.55070.063*
C120.8575(4)0.0428(4)0.4422(3)0.0670(13)
H120.9078−0.00380.42150.080*
C130.7878(4)0.0729(4)0.3955(2)0.0644(12)
H130.79170.04790.34360.077*
C140.7127(4)0.1396(4)0.4257(2)0.0610(12)
H140.66490.15990.39430.073*
C150.7074(4)0.1776(3)0.5036(2)0.0519(10)
H150.65540.22260.52370.062*
C160.4450(3)0.2981(3)0.5916(2)0.0464(9)
C170.3423(4)0.2175(4)0.5618(3)0.0671(13)
H170.30640.17820.59080.081*
C180.2926(5)0.1955(5)0.4882(3)0.0851(17)
H180.22440.14050.46800.102*
C190.3434(5)0.2539(5)0.4460(3)0.0827(16)
H190.30910.23930.39720.099*
C200.4444(5)0.3338(5)0.4747(3)0.0755(14)
H200.47920.37290.44530.091*
C210.4952(4)0.3569(4)0.5479(3)0.0586(11)
H210.56350.41220.56750.070*
C220.4261(3)0.4144(3)0.7475(2)0.0478(9)
C230.4130(4)0.4133(4)0.8195(3)0.0657(12)
H230.44430.36340.83600.079*
C240.3536(5)0.4859(5)0.8675(3)0.0844(16)
H240.34480.48360.91560.101*
C250.3079(5)0.5604(5)0.8444(4)0.0853(17)
H250.26930.60960.87710.102*
C260.3188(4)0.5630(4)0.7735(3)0.0772(15)
H260.28710.61350.75760.093*
C270.3778(4)0.4895(4)0.7247(3)0.0601(11)
H270.38460.49120.67630.072*
C280.9911(3)0.6154(3)0.7482(2)0.0503(10)
H28A1.03240.55630.72570.060*
H28B1.03250.68340.74150.060*
C290.9964(4)0.6372(3)0.8335(2)0.0538(10)
H29A0.94080.68270.85370.065*
H29B1.07330.68170.85760.065*
C300.9717(3)0.5321(3)0.8570(2)0.0504(10)
H30A1.00500.55330.90920.060*
H30B1.01010.47590.82580.060*
C310.8696(3)0.5765(3)0.6018(2)0.0459(9)
C320.8173(4)0.4824(4)0.5396(3)0.0621(12)
H320.77520.41880.54680.075*
C330.8270(5)0.4817(5)0.4663(3)0.0831(16)
H330.79100.41820.42480.100*
C340.8893(5)0.5741(5)0.4559(3)0.0840(16)
H340.89520.57410.40700.101*
C350.9431(5)0.6663(5)0.5159(3)0.0860(17)
H350.98630.72880.50780.103*
C360.9344(4)0.6689(4)0.5896(3)0.0704(13)
H360.97210.73250.63050.084*
C370.7819(4)0.6973(3)0.7353(2)0.0457(9)
C380.6614(4)0.6814(4)0.7253(3)0.0589(11)
H380.61640.60900.70010.071*
C390.6068(5)0.7702(4)0.7519(3)0.0754(14)
H390.52610.75790.74450.090*
C400.6731(6)0.8770(4)0.7894(3)0.0829(16)
H400.63710.93750.80720.099*
C410.7926(5)0.8951(4)0.8010(3)0.0782(15)
H410.83680.96750.82740.094*
C420.8472(4)0.8060(3)0.7734(3)0.0607(12)
H420.92810.81910.78050.073*
C430.8094(4)0.3611(3)0.8908(2)0.0487(10)
C440.7067(5)0.3262(4)0.9175(3)0.0737(14)
H440.64520.36160.91630.088*
C450.6948(6)0.2391(5)0.9460(3)0.0898(17)
H450.62570.21600.96360.108*
C460.7857(6)0.1871(4)0.9480(3)0.0851(17)
H460.77810.12880.96720.102*
C470.8867(6)0.2205(4)0.9222(3)0.0775(15)
H470.94800.18500.92380.093*
C480.8987(4)0.3071(4)0.8936(2)0.0602(11)
H480.96820.32910.87600.072*
C490.7617(4)0.5793(3)0.9174(2)0.0487(10)
C500.8099(5)0.6229(4)0.9925(3)0.0804(15)
H500.86950.59481.00840.096*
C510.7692(6)0.7083(5)1.0441(3)0.101(2)
H510.80300.73861.09430.121*
C520.6807(6)0.7479(5)1.0218(4)0.0952(19)
H520.65210.80361.05710.114*
C530.6338(6)0.7065(5)0.9482(4)0.0929(18)
H530.57410.73510.93290.111*
C540.6742(4)0.6214(4)0.8952(3)0.0646(12)
H540.64160.59330.84470.078*
C550.3624(9)0.9268(6)0.8888(4)0.102(2)
C56c0.040(2)0.010(3)0.9855(17)0.192(11)
H56Ac−0.0160−0.05510.98510.288*
H56Bc0.02090.07721.01900.288*
H56Cc0.11630.00531.00270.288*
  1. aOccupancy: 0.650(13); bOccupancy: 0.350(13); cOccupancy: 0.50.

Source of material

A mixture of AgSO3CF3 (0.0514 g, 0.2 mmol) and 2,5-dimercapto-1,3,4-thiadiazole (0.0150 g, 0.1 mmol) was dissolved in a mixture of 5 mL CH3OH and 5 mL CH2Cl2 and stirred for 3 h. After 3 h, bis(1,3-bis(diphenylphosphino)propane (dppp) (0.0824 g, 0.2 mmol) was added into the mixture solvent and stirred for 3 h. Then the solvent was filtered and transferred to a beaker. Colourless crystals were obtained by slow evaporation over a week.

Experimental details

The hydrogen atoms were generated geometrically and refined riding on the concerned atoms. The crystallization solvent was lost from the crystal and could not be resolved unambiguously. The trifluorosulfonate anion is disordered with an occupancy ratio of 0.35 : 0.65. The methanol molecule is disordered with an occupancy ratio of 0.5:0.5 near an inversion center.

Discussion

In recent years, the study on coordination chemistry of silver(I) attracts increasing interests because of their intriguing structural diversity [3] and potential application, especially as catalyst and antibacterial materials [4, 5] . P-donor ligands were studied extensively [6]. Bis(1,3-bis(diphenylphosphino)propane (dppp) is a typical diphosphine ligand. It can display rigidity and flexibility due to its length. Hence, it is used as a kind chelating or bridging ligand in self-assembly process. The title complex has been already mentioned [7], however, the crystal structure has not been reported so far.

The structure of the title complex is similar to the complex [Ag(dppp)]NO3 [8]. In the title crystal structure, each Ag atom adopts a four-coordinated and chelated by four P atoms from two dppp ligands. The Ag—P bond lengths (2.4802(9)–2.5211(10) Å) are longer than those in the complex [Ag2(CH3COO)2(C27H26P2)2]⋅ 4 CH3OH (2.424(2) and 2.439(2) Å) [9]. The geometry around each silver atom is best described as seriously distorted tetrahedral since the angles are in the range 91.22(3)°–127.51(3)°. The largest P—Ag—P bond angles in the title structure is smaller than that in the complex of AgO3SMe(dppp) (150.98(2)°) [10]. It is observed that two neighboring phenyl rings form an offset π-π interaction with the center-to-center distance of 3.722(3) Å. The structure of this complex is also stabilized by weak C—H—π interactions.

In the future, we will be interested in studying distinctive structures and silver-diphosphine complexes in self-assembly chemistry.

Acknowledgement

This work has been supported by the Beijing Natural Science Foundation (Grant No. 2172017).

References

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Received: 2016-12-5
Accepted: 2017-4-11
Published Online: 2017-5-8
Published in Print: 2017-7-26

©2017 Xiao Yu et al., published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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  44. The crystal structure of ethyl 1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate, C13H10F3N3O4
  45. Crystal structure of catena-poly[di-(μ3-oxido-κ3O:O:O)-tetraoxido-(μ2-5′-(pyrazin-2-yl)-1H,2′H-3,3′-bi(1,2,4-triazole)-κ2N:N′)dimolybdenum(VI)], C8H6Mo2N8O6
  46. Crystal structure of (3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ4O,O′:O′′,O′′′)-bis(tris(2-pyridylmethyl)amine-κ4N,N′,N′′,N′′′))-dizinc(II) bis(hexafluorophosphate(V)), C42H38F12N8O4P2Zn2
  47. Crystal structure of catena-poly[hexakis(μ2-2-acetylphenolato-κ3O:O,O′)trimanganese(II)], C48H42Mn3O12
  48. The crystal structure of 2,2-difluoro-4-(trifluoromethyl)-2,5-dihydro-[1,3,2]dioxaborinino[5,4-c]chromen-3-ium-2-uide, C11H6BF5O3
  49. Crystal structure of methyl (E)-2-(4-(diethylamino)-2-hydroxybenzylidene)hydrazine-1-carboxylate, C13H19N3O3
  50. The crystal structure of tert-butyl 2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate, C10H15N3O2
  51. Crystal structure of 1,1-bis(η5-adamantylcyclopentadienyl)-3-phenyl-2-trimethylsilyl-2,3-dihydroisotitanazole, C42H55NSiTi
  52. Crystal structure of 2-(4-(2-(4-benzylpiperazin-1-yl)ethyl)benzyl)isoindoline-1,3-dione, C28H29N3O2
  53. Important impurity of Flupirtine – a single crystal study on ethyl (6-amino-5-((ethoxycarbonyl)amino)pyridin-2-yl)(4-fluorobenzyl)carbamate, C18H21FN4O4
  54. Crystal structure of ethyl 3-(4-methoxyphenyl)-1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-pyrazole-5-carboxylate, C22H22N2O5
  55. Crystal structure of 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate methanol solvate, C37H35N1O10
  56. The crystal structure of the inner salt of 2-[(aminoiminomethyl)amino]ethylcarbamic acid [systematic name: (2-((diaminomethylene)ammonio)ethyl)carbamate], C4H10N4O2
  57. Crystal structure of (8-hydroxy-5-nitroquinolinium) perchlorate – 8-hydroxy-5-nitroquinoline (1/1), C18H13ClN4O10
  58. The crystal structure of (5-methyl-1,2,4-oxadiazol-3-yl)ferrocene, C13H12FeN2O
  59. Crystal structure of methyl 1-(2-(fluorosulfonyl)ethyl)-2-oxocyclopentanecarboxylate, C9H13FO5S
  60. Crystal structure of the triclinic modification of 1-methyl-4-nitroimidzole, C4H5N3O2
  61. Corrigendum
  62. Crystal structure of 4-bromo-2-(1H-pyrazol-3-yl)phenol, C9H7BrN2O
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