(2-Amino-5-chloro­benzene­sulfonato)bis­(triphenyl­phosphine)silver(I)

Hua Wu; Li-Li Gao; Ying-Ying Liu

doi:10.1107/S1600536808002031

. 2008 Jan 23;64(Pt 2):m395. doi: 10.1107/S1600536808002031

(2-Amino-5-chlorobenzenesulfonato)bis(triphenylphosphine)silver(I)

Hua Wu ^a,^b, Li-Li Gao ^a, Ying-Ying Liu ^a,^*

PMCID: PMC2960176 PMID: 21201346

Abstract

The asymmetric unit of the title mononuclear compound, [Ag(C₆H₅ClNO₃S)(C₁₈H₁₅P)₂], contains four independent molecules. In each of the molecules, the Ag^I cation is three-coordinated by two triphenylphosphine ligands, and one N atom from a 2-amino-5-chlorobenzenesulfonate anion. The molecules are linked into a one-dimensional supramolecular structure by N—H⋯O hydrogen bonds.

Related literature

For a related structure, see: Dong et al. (2007 ▶).

Experimental

Crystal data

[Ag(C₆H₅ClNO₃S)(C₁₈H₁₅P)₂]
M _r = 839.03
Triclinic,
a = 15.403 (5) Å
b = 23.1750 (19) Å
c = 23.3300 (16) Å
α = 100.771 (4)°
β = 104.852 (6)°
γ = 97.035 (4)°
V = 7780 (3) Å³
Z = 8
Mo Kα radiation
μ = 0.76 mm⁻¹
T = 293 (2) K
0.32 × 0.28 × 0.23 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T _min = 0.788, T _max = 0.841
35542 measured reflections
31947 independent reflections
19413 reflections with I > 2σ(I)
R _int = 0.007

Refinement

R[F ² > 2σ(F ²)] = 0.063
wR(F ²) = 0.138
S = 0.78
31947 reflections
1861 parameters
9 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.70 e Å⁻³
Δρ_min = −0.63 e Å⁻³

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL-Plus (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808002031/ci2554sup1.cif

e-64-0m395-sup1.cif^{(89.4KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808002031/ci2554Isup2.hkl

e-64-0m395-Isup2.hkl^{(1.5MB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected geometric parameters (Å, °).

Ag1—N1	2.337 (6)
Ag1—P2	2.446 (2)
Ag1—P1	2.452 (2)
Ag2—N2	2.356 (6)
Ag2—P4	2.4268 (19)
Ag2—P3	2.4288 (19)
Ag3—N3	2.346 (5)
Ag3—P6	2.453 (2)
Ag3—P5	2.4592 (19)
Ag4—N4	2.327 (6)
Ag4—P8	2.433 (2)
Ag4—P7	2.4390 (19)

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N1—Ag1—P2	117.59 (17)
N1—Ag1—P1	121.19 (17)
P2—Ag1—P1	120.18 (6)
N2—Ag2—P4	112.43 (15)
N2—Ag2—P3	117.99 (15)
P4—Ag2—P3	129.55 (6)
N3—Ag3—P6	117.72 (15)
N3—Ag3—P5	119.52 (15)
P6—Ag3—P5	122.68 (6)
N4—Ag4—P8	117.92 (16)
N4—Ag4—P7	118.76 (16)
P8—Ag4—P7	123.29 (6)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1B⋯O2	0.82 (5)	2.21 (9)	2.879 (7)	139 (11)
N1—H1A⋯O9ⁱ	0.90 (5)	2.08 (5)	2.976 (8)	174 (10)
N2—H2B⋯O4	0.82 (4)	2.21 (7)	2.870 (7)	139 (10)
N2—H2A⋯O11ⁱⁱ	0.89 (4)	2.56 (8)	3.235 (8)	134 (9)
N2—H2A⋯O12ⁱⁱ	0.89 (4)	2.05 (5)	2.916 (8)	164 (10)
N3—H3A⋯O5	0.88 (5)	2.12 (5)	2.991 (7)	175 (11)
N3—H3B⋯O7	0.86 (5)	2.18 (8)	2.900 (7)	141 (10)
N4—H4A⋯O1ⁱⁱⁱ	0.81 (5)	2.51 (9)	3.148 (8)	136 (10)
N4—H4A⋯O3ⁱⁱⁱ	0.81 (5)	2.26 (6)	3.027 (8)	159 (11)
N4—H4B⋯O10	0.85 (5)	2.13 (8)	2.877 (8)	146 (11)

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) .

Acknowledgments

We thank the Science Foundation for Young Teachers of Northeast Normal University (grant No. 20070314) for support.

supplementary crystallographic information

Comment

The asymmetric unit of the title compound contains four independent molecules (Fig. 1). In each of the molecules, the metal atom is three-coordinated by one 2-amino-5-chlorobenzenesulfonate (L) anion and two triphenylphosphine ligands (Table 1). The Ag—P distances are comparable to those observed in a related structure (Dong et al., 2007). Here, the coordination ability of the amino group of L is evidently stronger than that of sulfonate group and the latter group does not coordinate to the Ag ion.

In the crystal structure of the title compound, adjacent molecules are interconnected by strong N—H···O hydrogen bonds (Table 2) to form a one-dimensional supramolecular structure (Fig. 2).

Experimental

An aqueous solution (10 ml) of 2-amino-5-chlorobenzenesulfonic acid (0.104 g, 0.5 mmol) was added to solid Ag₂CO₃ (0.069 g, 0.25 mmol) and stirred for several minutes until no further CO₂ was given off; triphenylphosphine (0.226 g, 1.0 mmol) in acetonitrile (10 ml) was then added and a white precipitate formed. The precipitate was dissolved by dropwise addition of an aqueous solution of NH₃ (14 M). Colourless blocks of the title compound were obtained by evaporation of the solution for several days at room temperature.