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; Qiong-Hua Jin

doi:10.1515/ncrs-2016-0284

Open Access Published by De Gruyter (O) May 8, 2017

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

From the journal Zeitschrift für Kristallographie - New Crystal Structures

https://doi.org/10.1515/ncrs-2016-0284

Abstract

C_55.50H₅₄AgF₃O_3.50P₄S, 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, R_gt(F) = 0.0405, wR_ref(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
2θ_max, completeness:	50°, >98%
N(hkl)_measured, N(hkl)_unique, R_int:	13239, 9148, 0.025
Criterion for I_obs, N(hkl)_gt:	I_obs > 2 σ(I_obs), 7183
N(param)_refined:	686
Programs:	Bruker programs [1], SHELX [2]

Table 2

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

Atom	x	y	z	U_iso*/U_eq
Ag1	0.73131(2)	0.40116(2)	0.710396(15)	0.03650(10)
F1^a	0.3067(14)	0.9805(12)	0.9439(8)	0.143(5)
F2^a	0.4691(9)	1.0002(11)	0.9029(5)	0.155(4)
F3^a	0.3806(15)	0.8346(8)	0.8936(5)	0.157(6)
O1^a	0.3260(12)	1.0329(9)	0.8026(5)	0.120(4)
O2^a	0.3395(10)	0.8411(10)	0.7475(4)	0.110(4)
O3^a	0.1680(8)	0.8892(10)	0.8055(6)	0.165(5)
F1′ ^b	0.4602(13)	0.8906(18)	0.8893(8)	0.113(7)
F2′ ^b	0.2816(15)	0.8317(12)	0.8935(8)	0.110(5)
F3′ ^b	0.3654(19)	1.0060(18)	0.9535(14)	0.106(8)
O1′ ^b	0.2435(18)	1.0073(17)	0.8147(9)	0.109(8)
O2′ ^b	0.4123(16)	0.946(2)	0.7637(10)	0.141(7)
O3′ ^b	0.244(2)	0.8089(17)	0.7576(12)	0.154(9)
O4^c	0.0391(11)	0.0147(12)	0.9151(9)	0.176(5)
H4^c	0.0817	−0.0243	0.8914	0.263*
P1	0.77302(8)	0.20748(7)	0.65369(5)	0.0361(2)
P2	0.51586(8)	0.32974(8)	0.68705(6)	0.0405(2)
P3	0.84451(8)	0.57410(8)	0.69561(6)	0.0395(2)
P4	0.81558(9)	0.46875(8)	0.84765(5)	0.0409(2)
S1^a	0.2860(8)	0.9188(5)	0.8038(4)	0.097(2)
S1′ ^b	0.3080(12)	0.9239(11)	0.7974(7)	0.085(4)
C1	0.6620(3)	0.1032(3)	0.6737(3)	0.0506(10)
H1A	0.6768	0.0287	0.6485	0.061*
H1B	0.6719	0.1181	0.7278	0.061*
C2	0.5356(4)	0.1003(3)	0.6498(3)	0.0582(11)
H2A	0.4885	0.0277	0.6461	0.070*
H2B	0.5301	0.1045	0.5995	0.070*
C3	0.4823(3)	0.1937(3)	0.7019(2)	0.0496(10)
H3A	0.5095	0.2064	0.7541	0.059*
H3B	0.3983	0.1668	0.6947	0.059*
C4	0.9099(3)	0.1881(3)	0.69145(19)	0.0381(8)
C5	1.0091(3)	0.2681(3)	0.6956(2)	0.0487(9)
H5	1.0032	0.3286	0.6805	0.058*
C6	1.1179(4)	0.2590(4)	0.7222(2)	0.0583(11)
H6	1.1842	0.3127	0.7242	0.070*
C7	1.1268(4)	0.1705(4)	0.7455(2)	0.0586(11)
H7	1.1992	0.1644	0.7635	0.070*
C8	1.0294(4)	0.0917(4)	0.7421(2)	0.0581(11)
H8	1.0356	0.0319	0.7580	0.070*
C9	0.9213(4)	0.1001(3)	0.7152(2)	0.0493(10)
H9	0.8555	0.0457	0.7131	0.059*
C10	0.7785(3)	0.1493(3)	0.5516(2)	0.0410(8)
C11	0.8539(4)	0.0810(3)	0.5198(2)	0.0522(10)
H11	0.9024	0.0606	0.5507	0.063*
C12	0.8575(4)	0.0428(4)	0.4422(3)	0.0670(13)
H12	0.9078	−0.0038	0.4215	0.080*
C13	0.7878(4)	0.0729(4)	0.3955(2)	0.0644(12)
H13	0.7917	0.0479	0.3436	0.077*
C14	0.7127(4)	0.1396(4)	0.4257(2)	0.0610(12)
H14	0.6649	0.1599	0.3943	0.073*
C15	0.7074(4)	0.1776(3)	0.5036(2)	0.0519(10)
H15	0.6554	0.2226	0.5237	0.062*
C16	0.4450(3)	0.2981(3)	0.5916(2)	0.0464(9)
C17	0.3423(4)	0.2175(4)	0.5618(3)	0.0671(13)
H17	0.3064	0.1782	0.5908	0.081*
C18	0.2926(5)	0.1955(5)	0.4882(3)	0.0851(17)
H18	0.2244	0.1405	0.4680	0.102*
C19	0.3434(5)	0.2539(5)	0.4460(3)	0.0827(16)
H19	0.3091	0.2393	0.3972	0.099*
C20	0.4444(5)	0.3338(5)	0.4747(3)	0.0755(14)
H20	0.4792	0.3729	0.4453	0.091*
C21	0.4952(4)	0.3569(4)	0.5479(3)	0.0586(11)
H21	0.5635	0.4122	0.5675	0.070*
C22	0.4261(3)	0.4144(3)	0.7475(2)	0.0478(9)
C23	0.4130(4)	0.4133(4)	0.8195(3)	0.0657(12)
H23	0.4443	0.3634	0.8360	0.079*
C24	0.3536(5)	0.4859(5)	0.8675(3)	0.0844(16)
H24	0.3448	0.4836	0.9156	0.101*
C25	0.3079(5)	0.5604(5)	0.8444(4)	0.0853(17)
H25	0.2693	0.6096	0.8771	0.102*
C26	0.3188(4)	0.5630(4)	0.7735(3)	0.0772(15)
H26	0.2871	0.6135	0.7576	0.093*
C27	0.3778(4)	0.4895(4)	0.7247(3)	0.0601(11)
H27	0.3846	0.4912	0.6763	0.072*
C28	0.9911(3)	0.6154(3)	0.7482(2)	0.0503(10)
H28A	1.0324	0.5563	0.7257	0.060*
H28B	1.0325	0.6834	0.7415	0.060*
C29	0.9964(4)	0.6372(3)	0.8335(2)	0.0538(10)
H29A	0.9408	0.6827	0.8537	0.065*
H29B	1.0733	0.6817	0.8576	0.065*
C30	0.9717(3)	0.5321(3)	0.8570(2)	0.0504(10)
H30A	1.0050	0.5533	0.9092	0.060*
H30B	1.0101	0.4759	0.8258	0.060*
C31	0.8696(3)	0.5765(3)	0.6018(2)	0.0459(9)
C32	0.8173(4)	0.4824(4)	0.5396(3)	0.0621(12)
H32	0.7752	0.4188	0.5468	0.075*
C33	0.8270(5)	0.4817(5)	0.4663(3)	0.0831(16)
H33	0.7910	0.4182	0.4248	0.100*
C34	0.8893(5)	0.5741(5)	0.4559(3)	0.0840(16)
H34	0.8952	0.5741	0.4070	0.101*
C35	0.9431(5)	0.6663(5)	0.5159(3)	0.0860(17)
H35	0.9863	0.7288	0.5078	0.103*
C36	0.9344(4)	0.6689(4)	0.5896(3)	0.0704(13)
H36	0.9721	0.7325	0.6305	0.084*
C37	0.7819(4)	0.6973(3)	0.7353(2)	0.0457(9)
C38	0.6614(4)	0.6814(4)	0.7253(3)	0.0589(11)
H38	0.6164	0.6090	0.7001	0.071*
C39	0.6068(5)	0.7702(4)	0.7519(3)	0.0754(14)
H39	0.5261	0.7579	0.7445	0.090*
C40	0.6731(6)	0.8770(4)	0.7894(3)	0.0829(16)
H40	0.6371	0.9375	0.8072	0.099*
C41	0.7926(5)	0.8951(4)	0.8010(3)	0.0782(15)
H41	0.8368	0.9675	0.8274	0.094*
C42	0.8472(4)	0.8060(3)	0.7734(3)	0.0607(12)
H42	0.9281	0.8191	0.7805	0.073*
C43	0.8094(4)	0.3611(3)	0.8908(2)	0.0487(10)
C44	0.7067(5)	0.3262(4)	0.9175(3)	0.0737(14)
H44	0.6452	0.3616	0.9163	0.088*
C45	0.6948(6)	0.2391(5)	0.9460(3)	0.0898(17)
H45	0.6257	0.2160	0.9636	0.108*
C46	0.7857(6)	0.1871(4)	0.9480(3)	0.0851(17)
H46	0.7781	0.1288	0.9672	0.102*
C47	0.8867(6)	0.2205(4)	0.9222(3)	0.0775(15)
H47	0.9480	0.1850	0.9238	0.093*
C48	0.8987(4)	0.3071(4)	0.8936(2)	0.0602(11)
H48	0.9682	0.3291	0.8760	0.072*
C49	0.7617(4)	0.5793(3)	0.9174(2)	0.0487(10)
C50	0.8099(5)	0.6229(4)	0.9925(3)	0.0804(15)
H50	0.8695	0.5948	1.0084	0.096*
C51	0.7692(6)	0.7083(5)	1.0441(3)	0.101(2)
H51	0.8030	0.7386	1.0943	0.121*
C52	0.6807(6)	0.7479(5)	1.0218(4)	0.0952(19)
H52	0.6521	0.8036	1.0571	0.114*
C53	0.6338(6)	0.7065(5)	0.9482(4)	0.0929(18)
H53	0.5741	0.7351	0.9329	0.111*
C54	0.6742(4)	0.6214(4)	0.8952(3)	0.0646(12)
H54	0.6416	0.5933	0.8447	0.078*
C55	0.3624(9)	0.9268(6)	0.8888(4)	0.102(2)
C56^c	0.040(2)	0.010(3)	0.9855(17)	0.192(11)
H56A^c	−0.0160	−0.0551	0.9851	0.288*
H56B^c	0.0209	0.0772	1.0190	0.288*
H56C^c	0.1163	0.0053	1.0027	0.288*

^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).

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Received: 2016-12-5

Accepted: 2017-4-11

Published Online: 2017-5-8

Published in Print: 2017-7-26

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