catena-Poly[[(nitrato-κ2O,O′)silver(I)]-μ-1,2-bis­(diphenyl­phosphino)ethane-κ2P:P′]

Wang, X.-C.; Wu, Y.-L.; You, X.-L.

doi:10.1107/S1600536808019442

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m981

doi:10.1107/S1600536808019442

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catena-Poly[[(nitrato-κ²O,O′)silver(I)]-μ-1,2-bis(diphenylphosphino)ethane-κ²P:P′]

Xing-Cong Wang,^a Yan-Li Wu ^a and Xiu-Li You ^a ^*

^aJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, People's Republic of China
^*Correspondence e-mail: jxstnu116@yahoo.cn

(Received 25 June 2008; accepted 26 June 2008; online 5 July 2008)

In the title chain compound, [Ag(NO₃)(C₂₆H₂₄P₂)]_n, the bis(diphenylphosphino)ethane (dppe) units link the Ag⁺ ions into chains along [001]. A nitrate anion is coordinated to the Ag atom. There is a centre of symmetry at the mid-point of the ethane C—C bond and a twofold rotation axis passes through the Ag, N and terminal O atoms. Each Ag atom is four-coordinated in a distorted tetrahedral geometry by two O atoms of the nitrate anion and two P atoms of dppe ligands. The two aromatic rings are oriented at a dihedral angle of 73.77 (3)°.

Related literature

For related literature, see: Harker & Tiekink (1990 ); Huang et al. (1991 ); Menezes Vicenti & Burrow (2007); Yang et al. (1992 ).

Experimental

Crystal data

[Ag(NO₃)(C₂₆H₂₄P₂)]
M_r = 568.27
Monoclinic, C 2/c
a = 17.123 (3) Å
b = 14.064 (3) Å
c = 11.120 (2) Å
β = 108.33 (3)°
V = 2542.0 (9) Å³
Z = 4
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 223.2 K
0.30 × 0.26 × 0.20 mm

Data collection

Rigaku Mercury diffractometer
Absorption correction: multi-scan (Jacobson, 1998 ) T_min = 0.704, T_max = 0.833
12170 measured reflections
2327 independent reflections
2161 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.035
wR(F²) = 0.087
S = 1.07
2327 reflections
151 parameters
H-atom parameters constrained
Δρ_max = 0.97 e Å⁻³
Δρ_min = −0.45 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Ag1—P1	2.4066 (9)
Ag1—O1	2.508 (2)

P1—Ag1—P1ⁱ	137.49 (4)
P1—Ag1—O1ⁱ	115.92 (7)
P1—Ag1—O1	102.63 (6)
O1ⁱ—Ag1—O1	50.52 (11)
Symmetry code: (i) $[-x, y, -z+{\script{1\over 2}}]$ .

Data collection: CrystalClear (Rigaku/MSC, 2001 ); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2004 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808019442/hk2480sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808019442/hk2480Isup2.hkl

checkCIF report

Comment top

The complexes obtained by the reaction of AgNO₃ with bis(diphenylphosphino)- ethane), dppe, include mono-nuclear complex Ag(dppe)(NO₃), (II) (Harker & Tiekink, 1990), binuclear complex [Ag(dppe)]₂(NO₃)₂.2MeOH, (III) (Yang et al., 1992), and one-dimensional polymers: [Ag₄(dppe)₃(NO₃)₄]_n, (III) (Huang et al., 1991) and [Ag(dppe)(NO₃)(DMF)]_n, (IV) (Menezes Vicenti & Burrow, 2007). We report herein the formation of a one-dimensional coordination polymer, (I), using AgNO₃ as the metal source and dppe as bidentate bridging ligand, and its crystal structure.

The structure of the title compound, (I), is polymeric with dppe bridging ligands between Ag centres to form a chain (Fig. 1). There is one dppe ligand in the asymmetric unit. The remaining parts are generated by crystallographic centres of inversion at the mid-points of the C-C bond of the ethane group. The polymeric chains are elongated along [001] direction (Fig. 2). A nitrate anion is coordinated to the Ag atom, in which a twofold rotation axis passes through the N1-O2 bond. Each Ag atom is four-coordinated in a distorted tetrahedral geometry (Table 1) by two O atoms of the nitrate anion and two P atoms of dppe ligands. The two aromatic rings are oriented at a dihedral angle of 73.77 (3)°.

Related literature top

For related literature, see: Harker & Tiekink (1990); Huang et al. (1991); Menezes Vicenti & Burrow (2007); Yang et al. (1992).

Experimental top

For the preparation of the title compound, dppe (20 mg, 0.05 mmol) was dissolved in CH₂Cl₂ (5 ml) and was poured into the tube, then MeOH (3 ml) was layered on it. Finally, MeOH solution (5 ml) containing AgNO₃ (8.5 mg, 0.05 mmol) was layered on the top of the tube. The crystals of the title compound, (I), were obtained for about 3 d.

Computing details top

Data collection: CrystalClear (Rigaku/MSC, 2001); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXL97 (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level [symmetry codes: (i) -x, 1 - y, -z; (ii) -x, y, 1/2 - z].
	Fig. 2. The coordination polymer of (I) [symmetry code: (A) -x, y, 1/2 - z] along the c axis.

catena-Poly[[(nitrato-κ²O,O')silver(I)]- µ-1,2-bis(diphenylphosphino)ethane-κ²P:P'] top

Crystal data top

[Ag(NO₃)(C₂₆H₂₄P₂)]	F(000) = 1152
M_r = 568.27	D_x = 1.485 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 5049 reflections
a = 17.123 (3) Å	θ = 3.5–25.3°
b = 14.064 (3) Å	µ = 0.95 mm⁻¹
c = 11.120 (2) Å	T = 223 K
β = 108.33 (3)°	Block, colorless
V = 2542.0 (9) Å³	0.30 × 0.26 × 0.20 mm
Z = 4

Data collection top

Rigaku Mercury diffractometer	2327 independent reflections
Radiation source: fine-focus sealed tube	2161 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.031
Detector resolution: 14.6306 pixels mm^-1	θ_max = 25.3°, θ_min = 3.5°
ω scans	h = −20→19
Absorption correction: multi-scan (Jacobson, 1998)	k = −16→15
T_min = 0.704, T_max = 0.833	l = −13→13
12170 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.087	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0457P)² + 4.2828P] where P = (F_o² + 2F_c²)/3
2327 reflections	(Δ/σ)_max < 0.001
151 parameters	Δρ_max = 0.97 e Å⁻³
0 restraints	Δρ_min = −0.45 e Å⁻³

Crystal data top

[Ag(NO₃)(C₂₆H₂₄P₂)]	V = 2542.0 (9) Å³
M_r = 568.27	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 17.123 (3) Å	µ = 0.95 mm⁻¹
b = 14.064 (3) Å	T = 223 K
c = 11.120 (2) Å	0.30 × 0.26 × 0.20 mm
β = 108.33 (3)°

Data collection top

Rigaku Mercury diffractometer	2327 independent reflections
Absorption correction: multi-scan (Jacobson, 1998)	2161 reflections with I > 2σ(I)
T_min = 0.704, T_max = 0.833	R_int = 0.031
12170 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.035	0 restraints
wR(F²) = 0.087	H-atom parameters constrained
S = 1.07	Δρ_max = 0.97 e Å⁻³
2327 reflections	Δρ_min = −0.45 e Å⁻³
151 parameters

Special details top

Experimental. no

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	U_iso*/U_eq
Ag1	0.0000	0.33644 (2)	0.2500	0.03718 (14)
P1	0.08413 (5)	0.39847 (5)	0.13087 (7)	0.02910 (19)
O1	0.06120 (15)	0.17517 (16)	0.3151 (2)	0.0493 (6)
O2	0.0000	0.0421 (3)	0.2500	0.0783 (13)
N1	0.0000	0.1292 (3)	0.2500	0.0409 (9)
C1	0.18506 (17)	0.4287 (2)	0.2384 (3)	0.0342 (7)
C2	0.2341 (2)	0.5014 (3)	0.2188 (3)	0.0486 (8)
H2A	0.2160	0.5381	0.1457	0.058*
C3	0.3100 (2)	0.5200 (3)	0.3075 (4)	0.0635 (11)
H3A	0.3426	0.5693	0.2943	0.076*
C4	0.3370 (2)	0.4648 (3)	0.4153 (4)	0.0633 (11)
H4A	0.3878	0.4771	0.4750	0.076*
C5	0.2902 (2)	0.3933 (3)	0.4345 (4)	0.0612 (11)
H5A	0.3094	0.3560	0.5069	0.073*
C6	0.2142 (2)	0.3747 (3)	0.3484 (3)	0.0472 (8)
H6A	0.1822	0.3257	0.3639	0.057*
C7	0.10284 (19)	0.3224 (2)	0.0110 (3)	0.0351 (7)
C8	0.1568 (2)	0.3472 (3)	−0.0540 (4)	0.0529 (9)
H8A	0.1849	0.4048	−0.0367	0.064*
C9	0.1693 (3)	0.2867 (3)	−0.1445 (4)	0.0690 (12)
H9A	0.2050	0.3040	−0.1888	0.083*
C10	0.1292 (3)	0.2022 (3)	−0.1684 (4)	0.0702 (13)
H10A	0.1385	0.1613	−0.2282	0.084*
C11	0.0753 (3)	0.1761 (3)	−0.1058 (4)	0.0677 (13)
H11A	0.0477	0.1183	−0.1237	0.081*
C12	0.0620 (2)	0.2364 (2)	−0.0154 (3)	0.0490 (9)
H12A	0.0255	0.2189	0.0274	0.059*
C13	0.04348 (17)	0.5080 (2)	0.0442 (3)	0.0339 (6)
H13A	0.0432	0.5582	0.1039	0.041*
H13B	0.0787	0.5278	−0.0046	0.041*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.0364 (2)	0.0378 (2)	0.0391 (2)	0.000	0.01439 (15)	0.000
P1	0.0287 (4)	0.0281 (4)	0.0297 (4)	0.0031 (3)	0.0081 (3)	0.0020 (3)
O1	0.0397 (13)	0.0446 (14)	0.0527 (14)	0.0038 (10)	−0.0010 (11)	0.0004 (11)
O2	0.077 (3)	0.038 (2)	0.118 (4)	0.000	0.029 (3)	0.000
N1	0.042 (2)	0.033 (2)	0.049 (2)	0.000	0.0154 (19)	0.000
C1	0.0290 (15)	0.0384 (16)	0.0348 (15)	0.0051 (12)	0.0096 (13)	−0.0052 (13)
C2	0.0403 (19)	0.049 (2)	0.054 (2)	−0.0047 (15)	0.0113 (16)	−0.0005 (16)
C3	0.0357 (19)	0.063 (3)	0.088 (3)	−0.0127 (17)	0.014 (2)	−0.018 (2)
C4	0.0361 (19)	0.082 (3)	0.059 (2)	0.006 (2)	−0.0046 (18)	−0.028 (2)
C5	0.047 (2)	0.083 (3)	0.043 (2)	0.015 (2)	−0.0008 (18)	−0.0020 (19)
C6	0.0372 (18)	0.062 (2)	0.0404 (18)	0.0085 (16)	0.0087 (15)	0.0075 (16)
C7	0.0380 (17)	0.0331 (16)	0.0326 (15)	0.0098 (12)	0.0088 (13)	−0.0003 (12)
C8	0.054 (2)	0.052 (2)	0.060 (2)	−0.0011 (17)	0.0288 (19)	−0.0087 (17)
C9	0.077 (3)	0.081 (3)	0.062 (3)	0.013 (2)	0.040 (2)	−0.015 (2)
C10	0.097 (3)	0.063 (3)	0.049 (2)	0.027 (2)	0.021 (2)	−0.014 (2)
C11	0.107 (4)	0.040 (2)	0.047 (2)	0.000 (2)	0.011 (2)	−0.0088 (17)
C12	0.071 (2)	0.0376 (18)	0.0369 (17)	−0.0022 (16)	0.0145 (17)	0.0004 (14)
C13	0.0335 (16)	0.0294 (15)	0.0366 (15)	0.0031 (12)	0.0080 (13)	0.0042 (12)

Geometric parameters (Å, º) top

Ag1—P1	2.4066 (9)	C5—C6	1.376 (5)
Ag1—P1ⁱ	2.4066 (9)	C5—H5A	0.9300
Ag1—O1ⁱ	2.508 (2)	C6—H6A	0.9300
Ag1—O1	2.508 (2)	C7—C12	1.381 (5)
P1—C7	1.815 (3)	C7—C8	1.386 (5)
P1—C1	1.816 (3)	C8—C9	1.385 (5)
P1—C13	1.834 (3)	C8—H8A	0.9300
O1—N1	1.250 (3)	C9—C10	1.357 (7)
O2—N1	1.225 (5)	C9—H9A	0.9300
N1—O1ⁱ	1.250 (3)	C10—C11	1.370 (7)
C1—C2	1.382 (5)	C10—H10A	0.9300
C1—C6	1.393 (4)	C11—C12	1.387 (5)
C2—C3	1.388 (5)	C11—H11A	0.9300
C2—H2A	0.9300	C12—H12A	0.9300
C3—C4	1.381 (6)	C13—C13ⁱⁱ	1.521 (6)
C3—H3A	0.9300	C13—H13A	0.9700
C4—C5	1.343 (6)	C13—H13B	0.9700
C4—H4A	0.9300

P1—Ag1—P1ⁱ	137.49 (4)	C4—C5—H5A	119.6
P1—Ag1—O1ⁱ	115.92 (7)	C6—C5—H5A	119.6
P1ⁱ—Ag1—O1ⁱ	102.63 (7)	C5—C6—C1	120.4 (4)
P1—Ag1—O1	102.63 (6)	C5—C6—H6A	119.8
P1ⁱ—Ag1—O1	115.92 (7)	C1—C6—H6A	119.8
O1ⁱ—Ag1—O1	50.52 (11)	C12—C7—C8	119.1 (3)
C7—P1—C1	105.68 (14)	C12—C7—P1	118.6 (3)
C7—P1—C13	103.59 (14)	C8—C7—P1	122.4 (3)
C1—P1—C13	105.93 (14)	C9—C8—C7	120.3 (4)
C7—P1—Ag1	117.71 (11)	C9—C8—H8A	119.8
C1—P1—Ag1	109.46 (10)	C7—C8—H8A	119.8
C13—P1—Ag1	113.56 (10)	C10—C9—C8	119.8 (4)
N1—O1—Ag1	95.88 (19)	C10—C9—H9A	120.1
O2—N1—O1	121.14 (18)	C8—C9—H9A	120.1
O2—N1—O1ⁱ	121.14 (18)	C9—C10—C11	121.0 (4)
O1—N1—O1ⁱ	117.7 (4)	C9—C10—H10A	119.5
C2—C1—C6	118.3 (3)	C11—C10—H10A	119.5
C2—C1—P1	124.7 (2)	C10—C11—C12	119.7 (4)
C6—C1—P1	117.0 (3)	C10—C11—H11A	120.2
C1—C2—C3	120.5 (4)	C12—C11—H11A	120.2
C1—C2—H2A	119.8	C7—C12—C11	120.1 (4)
C3—C2—H2A	119.8	C7—C12—H12A	119.9
C4—C3—C2	119.6 (4)	C11—C12—H12A	119.9
C4—C3—H3A	120.2	C13ⁱⁱ—C13—P1	110.4 (3)
C2—C3—H3A	120.2	C13ⁱⁱ—C13—H13A	109.6
C5—C4—C3	120.4 (3)	P1—C13—H13A	109.6
C5—C4—H4A	119.8	C13ⁱⁱ—C13—H13B	109.6
C3—C4—H4A	119.8	P1—C13—H13B	109.6
C4—C5—C6	120.9 (4)	H13A—C13—H13B	108.1

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x, −y+1, −z.

Experimental details

Crystal data
Chemical formula	[Ag(NO₃)(C₂₆H₂₄P₂)]
M_r	568.27
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	223
a, b, c (Å)	17.123 (3), 14.064 (3), 11.120 (2)
β (°)	108.33 (3)
V (Å³)	2542.0 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.95
Crystal size (mm)	0.30 × 0.26 × 0.20

Data collection
Diffractometer	Rigaku Mercury diffractometer
Absorption correction	Multi-scan (Jacobson, 1998)
T_min, T_max	0.704, 0.833
No. of measured, independent and observed [I > 2σ(I)] reflections	12170, 2327, 2161
R_int	0.031
(sin θ/λ)_max (Å⁻¹)	0.602

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.035, 0.087, 1.07
No. of reflections	2327
No. of parameters	151
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.97, −0.45

Computer programs: CrystalClear (Rigaku/MSC, 2001), CrystalClear, CrystalStructure (Rigaku/MSC, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Ag1—P1	2.4066 (9)	Ag1—O1ⁱ	2.508 (2)
Ag1—P1ⁱ	2.4066 (9)	Ag1—O1	2.508 (2)

P1—Ag1—P1ⁱ	137.49 (4)	P1—Ag1—O1	102.63 (6)
P1—Ag1—O1ⁱ	115.92 (7)	P1ⁱ—Ag1—O1	115.92 (7)
P1ⁱ—Ag1—O1ⁱ	102.63 (7)	O1ⁱ—Ag1—O1	50.52 (11)

Symmetry code: (i) −x, y, −z+1/2.

Acknowledgements

The authors acknowledge Jiangxi Science and Technology Normal University for funding.

References

Harker, C. S. W. & Tiekink, E. R. T. (1990). J. Coord. Chem. 21, 287–293. CrossRef CAS Google Scholar
Huang, M. S., Zhang, P., Zhang, Y., Yang, H. H. & Zheng, L. S. (1991). Acta Phys. Chim. Sinica, 7, 694–698. CAS Google Scholar
Jacobson, R. (1998). Private communication to the Rigaku Corporation, Tokyo, Japan. Google Scholar
Menezes Vicenti, J. R. de & Burrow, R. A. (2007). Acta Cryst. C63, m88–m90. Web of Science CSD CrossRef IUCr Journals Google Scholar
Rigaku/MSC (2001). CrystalClear. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
Rigaku/MSC (2004). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Yang, H. H., Zheng, L. S., Xu, Y. J. & Zhang, Q. E. (1992). Chin. J. Inorg. Chem. 8, 65–67. CAS Google Scholar

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