catena-Poly[[[bis­(triphenyl­phosphine)silver(I)]-μ-6-aminona­phthalene-1-sul­fon­ato-κ²O:N] monohydrate]

In the title compound, {[Ag(C₁₀H₈NO₃S)(C₁₈H₁₅P)₂]·H₂O}_n, each Ag^I cation is four coordinated by two P atoms from two different triphenyl­phosphine ligands, and by one N atom and one sulfonate O atom from different 6-aminona­phthalene-1-sulfonate anions in a distorted tetra­hedral geometry. Each 6-aminona­phthalene-1-sulfonate ligand bridges two Ag^I centers, resulting in the formation of polymeric chains parallel to the a axis. Inter­molecular O—H...O and N—H...O hydrogen bonds contribute to the crystal packing stability. One phenyl ring is disordered over two positions; the site occupancies are 0.68 and 0.32.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• Disorder in main residue
• R factor = 0.040
• wR factor = 0.108
• Data-to-parameter ratio = 16.5

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor       O1W    -   H1D    ...          ?

Alert level C
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal  (x 10000)       3000 Deg.
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.24 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C27
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for       C18'
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C17
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C23
PLAT301_ALERT_3_C Main Residue  Disorder .........................       7.00 Perc.

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          5

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   7 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

S1. Comment

In the title compound, (I), each Ag^I cation is four-coordinated by two P atoms from two triphenylphosphine ligands, one N atom and one O atom from the different 6-aminonaphthalene-1-sulfonate anions (Fig. 1). The Ag—O (sulfonate) distance in (I) is similar to the equivalent value in a related compound (Wang et al., 2007).

There are two intermolecular N—H···O hydrogen bonds involving the amino N atom and two sulfonate O atoms among the adjacent 6-aminonaphthalene-1-sulfonate anions (Table 1), and the whole structure displays a double chain supramolecular framework, The lattice water molecule connects the units via hydrogen bond (Fig. 2).

Related literature

For related literature, see: Wang et al. (2007).

S2. Experimental

An aqueous solution (10 ml) of 6-aminonaphthalene-1-sulfonic acid (0.1115 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 (0.113 g, 0.5 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 (I) were obtained by evaporation of the solution for several days at room temperature.

S3. Refinement

C-bound H-atoms were geometrically positioned (C—H 0.93 Å) and refined using a riding model, with U_iso = 1.2U_eq (C). The H atoms of the amino group and water molecule were located in a difference map and refined freely, with U_iso(H) = 1.2U_eq (N, O). One phenyl ring in triphenylphosphine ligand was treated as disordered between two orientations with the refined occupancies of 0.677 (15) and 0.323 (15), respectively.

Computing details

Data collection: PROCESS-AUTO (Rigaku Corporation, 1998); cell refinement: PROCESS-AUTO (Rigaku Corporation, 1998); data reduction: PROCESS-AUTO (Rigaku Corporation, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures

	Fig. 1. A portion of the polymeric chain in (I), showing the 30% probability displacement ellipsoids, crystalline water molecule and the atomic numbering [symmetry code: (A) -1 + x, y, z]. H atoms have been omitted for clarity.
	Fig. 2. The double-chain framework of (I), formed through hydrogen-bonding (dashed lines) interactions. The atoms of H not involved in hydrogen bonding interactions have been omitted.

catena-Poly[[[bis(triphenylphosphine)silver(I)]-µ-6- aminonaphthalene-1-sulfonato-κ²O:N] monohydrate]

Crystal data

[Ag(C10H8NO3S)(C18H15P)2]·H2O	Z = 2
Mr = 872.66	F(000) = 896
Triclinic, P1	Dx = 1.435 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.017 (2) Å	Cell parameters from Total reflections
b = 13.696 (3) Å	θ = 1.3–27.5°
c = 16.792 (3) Å	µ = 0.68 mm^−1
α = 69.84 (3)°	T = 293 K
β = 81.37 (3)°	Block, colourless
γ = 69.09 (3)°	0.29 × 0.24 × 0.19 mm
V = 2019.1 (9) Å^3

Data collection

Rigaku RAXIS-RAPID diffractometer	8991 independent reflections
Radiation source: fine-focus sealed tube	5525 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.006
ω scan	θmax = 27.5°, θmin = 1.3°
Absorption correction: multi-scan ABSCOR (Higashi, 1995)	h = −13→12
Tmin = 0.823, Tmax = 0.886	k = −16→17
9249 measured reflections	l = −21→21

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.108	H atoms treated by a mixture of independent and constrained refinement
S = 0.91	w = 1/[σ^2(Fo^2) + (0.0548P)^2] where P = (Fo^2 + 2Fc^2)/3
8991 reflections	(Δ/σ)max = 0.001
545 parameters	Δρmax = 0.36 e Å^−3
5 restraints	Δρmin = −0.71 e Å^−3

Special details

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 > σ(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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ag1	0.45345 (3)	0.40427 (2)	0.73248 (2)	0.03644 (10)
C1	0.7118 (4)	0.6796 (3)	0.6260 (2)	0.0296 (8)
C2	0.6465 (4)	0.7797 (3)	0.6386 (3)	0.0381 (9)
H2	0.5473	0.8091	0.6397	0.046*
C3	0.7281 (4)	0.8386 (3)	0.6499 (3)	0.0472 (11)
H3	0.6827	0.9063	0.6589	0.057*
C4	0.8730 (4)	0.7966 (3)	0.6478 (3)	0.0422 (10)
H4	0.9260	0.8356	0.6562	0.051*
C5	0.9447 (4)	0.6948 (3)	0.6331 (2)	0.0296 (8)
C6	1.0960 (4)	0.6543 (3)	0.6255 (2)	0.0341 (9)
H6	1.1486	0.6959	0.6300	0.041*
C7	1.1658 (4)	0.5561 (3)	0.6120 (2)	0.0297 (8)
C8	1.0864 (4)	0.4922 (3)	0.6060 (2)	0.0337 (9)
H8	1.1338	0.4237	0.5986	0.040*
C9	0.9410 (4)	0.5301 (3)	0.6111 (2)	0.0327 (9)
H9	0.8907	0.4870	0.6064	0.039*
C10	0.8642 (4)	0.6328 (3)	0.6234 (2)	0.0265 (8)
C11	0.7677 (4)	0.1897 (3)	0.6750 (2)	0.0340 (9)
C12	0.8273 (4)	0.2726 (3)	0.6382 (3)	0.0435 (10)
H12	0.7834	0.3407	0.6467	0.052*
C13	0.9527 (5)	0.2544 (3)	0.5885 (3)	0.0504 (11)
H13	0.9924	0.3103	0.5641	0.060*
C14	1.0176 (4)	0.1542 (3)	0.5755 (3)	0.0479 (11)
H14	1.1011	0.1422	0.5421	0.057*
C15	0.9590 (5)	0.0715 (4)	0.6118 (3)	0.0571 (12)
H15	1.0031	0.0035	0.6031	0.069*
C16	0.8354 (5)	0.0891 (3)	0.6611 (3)	0.0519 (12)
H16	0.7967	0.0326	0.6854	0.062*
C23	0.5068 (4)	0.1420 (3)	0.7161 (3)	0.0358 (9)
C24	0.4707 (5)	0.0553 (4)	0.7733 (3)	0.0553 (12)
H24	0.5002	0.0290	0.8289	0.066*
C25	0.3910 (5)	0.0066 (4)	0.7495 (3)	0.0632 (14)
H25	0.3660	−0.0513	0.7894	0.076*
C26	0.3486 (5)	0.0425 (4)	0.6680 (4)	0.0645 (15)
H26	0.2956	0.0090	0.6521	0.077*
C27	0.3849 (6)	0.1289 (5)	0.6093 (4)	0.084 (2)
H27	0.3582	0.1531	0.5532	0.101*
C28	0.4616 (6)	0.1793 (4)	0.6344 (3)	0.0667 (16)
H28	0.4828	0.2394	0.5952	0.080*
C29	0.3320 (4)	0.3793 (3)	0.9567 (3)	0.0381 (9)
C30	0.4519 (5)	0.3871 (4)	0.9811 (3)	0.0657 (15)
H30	0.5061	0.4246	0.9408	0.079*
C31	0.4929 (7)	0.3404 (5)	1.0643 (4)	0.0811 (18)
H31	0.5739	0.3470	1.0797	0.097*
C32	0.4151 (7)	0.2843 (4)	1.1243 (3)	0.0765 (17)
H32	0.4425	0.2532	1.1805	0.092*
C33	0.2989 (6)	0.2744 (4)	1.1015 (3)	0.0733 (16)
H33	0.2461	0.2358	1.1420	0.088*
C34	0.2573 (5)	0.3214 (4)	1.0178 (3)	0.0562 (12)
H34	0.1769	0.3134	1.0029	0.067*
C35	0.1219 (4)	0.4181 (3)	0.8402 (2)	0.0354 (9)
C36	0.1444 (5)	0.3180 (3)	0.8278 (3)	0.0544 (12)
H36	0.2374	0.2718	0.8235	0.065*
C37	0.0321 (6)	0.2860 (4)	0.8221 (4)	0.0694 (16)
H37	0.0493	0.2184	0.8145	0.083*
C38	−0.1054 (6)	0.3539 (4)	0.8275 (3)	0.0653 (14)
H38	−0.1816	0.3319	0.8242	0.078*
C39	−0.1309 (5)	0.4541 (4)	0.8378 (3)	0.0601 (13)
H39	−0.2243	0.5005	0.8407	0.072*
C40	−0.0173 (4)	0.4862 (3)	0.8440 (3)	0.0459 (10)
H40	−0.0351	0.5544	0.8507	0.055*
C41	0.2170 (4)	0.5942 (3)	0.8473 (2)	0.0347 (9)
C42	0.1378 (5)	0.6255 (3)	0.9147 (3)	0.0503 (11)
H42	0.1126	0.5737	0.9612	0.060*
C43	0.0961 (5)	0.7344 (4)	0.9127 (4)	0.0666 (14)
H43	0.0438	0.7554	0.9581	0.080*
C44	0.1319 (5)	0.8109 (4)	0.8436 (4)	0.0623 (14)
H44	0.1016	0.8842	0.8418	0.075*
C45	0.2114 (5)	0.7804 (3)	0.7776 (3)	0.0545 (12)
H45	0.2355	0.8330	0.7312	0.065*
C46	0.2569 (4)	0.6714 (3)	0.7790 (2)	0.0387 (9)
H46	0.3135	0.6505	0.7346	0.046*
N1	1.3174 (3)	0.5159 (3)	0.6027 (2)	0.0364 (8)
H1A	1.346 (4)	0.478 (3)	0.569 (2)	0.055*
H1B	1.354 (4)	0.568 (3)	0.590 (3)	0.055*
O1	0.6144 (3)	0.5166 (2)	0.68881 (18)	0.0472 (8)
O2	0.4561 (3)	0.6885 (2)	0.60277 (19)	0.0459 (7)
O3	0.6540 (3)	0.5791 (2)	0.53629 (19)	0.0511 (8)
P1	0.60724 (10)	0.21524 (7)	0.74155 (7)	0.0341 (2)
P2	0.27970 (10)	0.45162 (8)	0.84655 (6)	0.0332 (2)
S1	0.60112 (9)	0.61009 (7)	0.61170 (6)	0.0319 (2)
O1W	0.2596 (5)	0.9004 (4)	0.5468 (4)	0.1303 (19)
H1C	0.331 (6)	0.833 (3)	0.556 (6)	0.156*
H1D	0.317 (8)	0.946 (6)	0.525 (6)	0.156*
C17	0.6689 (4)	0.1318 (3)	0.8487 (3)	0.0400 (10)
C18	0.8114 (8)	0.0679 (8)	0.8659 (5)	0.060 (3)	0.677 (15)
H18	0.8801	0.0646	0.8221	0.072*	0.677 (15)
C19	0.8487 (10)	0.0088 (10)	0.9501 (6)	0.081 (4)	0.677 (15)
H19	0.9434	−0.0345	0.9621	0.097*	0.677 (15)
C20	0.7492 (7)	0.0132 (5)	1.0154 (3)	0.0781 (17)
H20	0.7749	−0.0300	1.0708	0.094*
C21	0.6107 (12)	0.0823 (9)	0.9983 (7)	0.068 (3)	0.677 (15)
H21	0.5432	0.0895	1.0423	0.081*	0.677 (15)
C22	0.5737 (10)	0.1405 (8)	0.9153 (6)	0.052 (2)	0.677 (15)
H22	0.4803	0.1875	0.9041	0.062*	0.677 (15)
C18'	0.733 (3)	0.0155 (15)	0.8742 (13)	0.085 (9)	0.323 (15)
H18'	0.7458	−0.0213	0.8349	0.102*	0.323 (15)
C19'	0.778 (3)	−0.0452 (15)	0.9574 (12)	0.084 (8)	0.323 (15)
H19'	0.8249	−0.1209	0.9734	0.100*	0.323 (15)
C21'	0.677 (3)	0.112 (2)	0.9961 (14)	0.080 (8)	0.323 (15)
H21'	0.6507	0.1467	1.0377	0.095*	0.323 (15)
C22'	0.634 (3)	0.1745 (16)	0.9095 (13)	0.066 (6)	0.323 (15)
H22'	0.5793	0.2485	0.8973	0.079*	0.323 (15)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.03352 (17)	0.03216 (16)	0.03996 (19)	−0.00835 (11)	0.00517 (13)	−0.01209 (13)
C1	0.032 (2)	0.033 (2)	0.027 (2)	−0.0151 (15)	0.0019 (16)	−0.0101 (16)
C2	0.032 (2)	0.038 (2)	0.048 (3)	−0.0095 (16)	0.0017 (18)	−0.0198 (19)
C3	0.047 (3)	0.037 (2)	0.069 (3)	−0.0148 (18)	0.006 (2)	−0.031 (2)
C4	0.045 (2)	0.038 (2)	0.057 (3)	−0.0201 (18)	0.000 (2)	−0.025 (2)
C5	0.033 (2)	0.0323 (19)	0.028 (2)	−0.0161 (15)	−0.0009 (16)	−0.0087 (16)
C6	0.037 (2)	0.039 (2)	0.035 (2)	−0.0211 (16)	−0.0038 (17)	−0.0110 (17)
C7	0.0278 (19)	0.038 (2)	0.0248 (19)	−0.0142 (15)	−0.0039 (16)	−0.0071 (16)
C8	0.032 (2)	0.034 (2)	0.041 (2)	−0.0133 (15)	−0.0031 (17)	−0.0157 (17)
C9	0.033 (2)	0.030 (2)	0.042 (2)	−0.0174 (16)	−0.0005 (17)	−0.0134 (17)
C10	0.0290 (19)	0.0295 (18)	0.0235 (19)	−0.0138 (14)	0.0000 (15)	−0.0074 (15)
C11	0.032 (2)	0.031 (2)	0.039 (2)	−0.0097 (15)	0.0002 (17)	−0.0126 (17)
C12	0.048 (3)	0.032 (2)	0.052 (3)	−0.0156 (18)	0.007 (2)	−0.0160 (19)
C13	0.052 (3)	0.047 (3)	0.053 (3)	−0.026 (2)	0.011 (2)	−0.013 (2)
C14	0.034 (2)	0.054 (3)	0.045 (3)	−0.0109 (19)	0.004 (2)	−0.010 (2)
C15	0.048 (3)	0.049 (3)	0.076 (4)	−0.012 (2)	0.016 (2)	−0.033 (2)
C16	0.049 (3)	0.039 (2)	0.073 (3)	−0.0196 (19)	0.022 (2)	−0.028 (2)
C23	0.033 (2)	0.030 (2)	0.041 (2)	−0.0095 (15)	0.0016 (18)	−0.0087 (17)
C24	0.075 (3)	0.052 (3)	0.044 (3)	−0.034 (2)	−0.005 (2)	−0.006 (2)
C25	0.079 (4)	0.050 (3)	0.065 (3)	−0.040 (3)	−0.006 (3)	−0.003 (2)
C26	0.059 (3)	0.052 (3)	0.088 (4)	−0.028 (2)	−0.021 (3)	−0.010 (3)
C27	0.101 (5)	0.095 (4)	0.066 (4)	−0.058 (4)	−0.039 (3)	0.005 (3)
C28	0.085 (4)	0.065 (3)	0.055 (3)	−0.050 (3)	−0.024 (3)	0.009 (3)
C29	0.037 (2)	0.036 (2)	0.038 (2)	−0.0059 (17)	0.0013 (18)	−0.0143 (18)
C30	0.066 (3)	0.064 (3)	0.066 (3)	−0.030 (3)	−0.024 (3)	−0.001 (3)
C31	0.086 (4)	0.082 (4)	0.077 (4)	−0.024 (3)	−0.044 (4)	−0.014 (3)
C32	0.098 (5)	0.065 (4)	0.043 (3)	0.002 (3)	−0.026 (3)	−0.009 (3)
C33	0.074 (4)	0.077 (4)	0.043 (3)	−0.012 (3)	0.004 (3)	−0.003 (3)
C34	0.041 (3)	0.071 (3)	0.046 (3)	−0.017 (2)	0.003 (2)	−0.007 (2)
C35	0.036 (2)	0.038 (2)	0.032 (2)	−0.0130 (17)	−0.0010 (17)	−0.0092 (17)
C36	0.050 (3)	0.044 (3)	0.072 (3)	−0.013 (2)	−0.009 (2)	−0.021 (2)
C37	0.077 (4)	0.054 (3)	0.090 (4)	−0.032 (3)	−0.022 (3)	−0.020 (3)
C38	0.061 (3)	0.079 (4)	0.068 (4)	−0.043 (3)	−0.013 (3)	−0.012 (3)
C39	0.040 (3)	0.078 (3)	0.065 (3)	−0.020 (2)	−0.002 (2)	−0.025 (3)
C40	0.039 (2)	0.053 (3)	0.048 (3)	−0.019 (2)	0.004 (2)	−0.018 (2)
C41	0.030 (2)	0.040 (2)	0.037 (2)	−0.0123 (16)	0.0011 (17)	−0.0151 (18)
C42	0.055 (3)	0.047 (3)	0.052 (3)	−0.021 (2)	0.021 (2)	−0.024 (2)
C43	0.063 (3)	0.065 (3)	0.088 (4)	−0.027 (3)	0.031 (3)	−0.052 (3)
C44	0.057 (3)	0.042 (3)	0.091 (4)	−0.013 (2)	0.004 (3)	−0.032 (3)
C45	0.067 (3)	0.042 (3)	0.054 (3)	−0.025 (2)	−0.010 (3)	−0.003 (2)
C46	0.043 (2)	0.043 (2)	0.032 (2)	−0.0177 (18)	−0.0018 (18)	−0.0117 (18)
N1	0.0252 (17)	0.047 (2)	0.043 (2)	−0.0135 (14)	−0.0022 (15)	−0.0201 (16)
O1	0.0428 (16)	0.0426 (16)	0.0540 (19)	−0.0251 (13)	−0.0090 (14)	0.0022 (14)
O2	0.0262 (14)	0.0445 (16)	0.067 (2)	−0.0110 (12)	−0.0036 (14)	−0.0175 (14)
O3	0.0448 (17)	0.077 (2)	0.0529 (19)	−0.0266 (15)	0.0033 (14)	−0.0416 (16)
P1	0.0335 (5)	0.0277 (5)	0.0383 (6)	−0.0081 (4)	0.0033 (4)	−0.0109 (4)
P2	0.0310 (5)	0.0357 (5)	0.0333 (6)	−0.0111 (4)	0.0036 (4)	−0.0134 (4)
S1	0.0256 (5)	0.0350 (5)	0.0390 (6)	−0.0137 (4)	−0.0006 (4)	−0.0127 (4)
O1W	0.120 (4)	0.109 (4)	0.123 (5)	0.026 (3)	−0.021 (4)	−0.048 (4)
C17	0.047 (3)	0.030 (2)	0.040 (2)	−0.0078 (17)	−0.001 (2)	−0.0128 (18)
C18	0.043 (4)	0.072 (6)	0.050 (5)	−0.002 (4)	−0.006 (3)	−0.016 (4)
C19	0.064 (6)	0.085 (8)	0.060 (6)	0.011 (5)	−0.023 (5)	−0.011 (5)
C20	0.093 (5)	0.071 (4)	0.043 (3)	0.001 (3)	−0.016 (3)	−0.010 (3)
C21	0.068 (7)	0.071 (6)	0.046 (5)	−0.009 (5)	0.000 (5)	−0.012 (4)
C22	0.049 (5)	0.047 (5)	0.046 (5)	−0.006 (4)	0.008 (4)	−0.012 (4)
C17'	0.047 (3)	0.030 (2)	0.040 (2)	−0.0078 (17)	−0.001 (2)	−0.0128 (18)
C18'	0.12 (2)	0.052 (11)	0.075 (13)	0.003 (11)	−0.019 (12)	−0.032 (10)
C19'	0.116 (19)	0.041 (11)	0.061 (12)	0.001 (10)	−0.030 (12)	0.007 (9)
C20'	0.093 (5)	0.071 (4)	0.043 (3)	0.001 (3)	−0.016 (3)	−0.010 (3)
C21'	0.087 (19)	0.098 (18)	0.035 (10)	0.010 (13)	−0.017 (12)	−0.034 (11)
C22'	0.069 (15)	0.039 (11)	0.054 (11)	0.018 (9)	−0.008 (10)	−0.007 (9)

Geometric parameters (Å, º)

Ag1—P1	2.4598 (13)	C33—H33	0.9300
Ag1—N1^i	2.460 (3)	C34—H34	0.9300
Ag1—O1	2.478 (3)	C35—C40	1.380 (5)
Ag1—P2	2.4837 (14)	C35—C36	1.391 (5)
C1—C2	1.368 (5)	C35—P2	1.823 (4)
C1—C10	1.430 (5)	C36—C37	1.371 (6)
C1—S1	1.785 (3)	C36—H36	0.9300
C2—C3	1.406 (5)	C37—C38	1.370 (7)
C2—H2	0.9300	C37—H37	0.9300
C3—C4	1.357 (5)	C38—C39	1.371 (7)
C3—H3	0.9300	C38—H38	0.9300
C4—C5	1.411 (5)	C39—C40	1.387 (6)
C4—H4	0.9300	C39—H39	0.9300
C5—C6	1.418 (5)	C40—H40	0.9300
C5—C10	1.421 (5)	C41—C42	1.385 (6)
C6—C7	1.357 (5)	C41—C46	1.385 (5)
C6—H6	0.9300	C41—P2	1.829 (4)
C7—C8	1.410 (5)	C42—C43	1.387 (6)
C7—N1	1.423 (5)	C42—H42	0.9300
C8—C9	1.361 (5)	C43—C44	1.370 (7)
C8—H8	0.9300	C43—H43	0.9300
C9—C10	1.412 (5)	C44—C45	1.362 (7)
C9—H9	0.9300	C44—H44	0.9300
C11—C12	1.384 (5)	C45—C46	1.389 (6)
C11—C16	1.386 (5)	C45—H45	0.9300
C11—P1	1.812 (4)	C46—H46	0.9300
C12—C13	1.394 (6)	N1—Ag1^ii	2.460 (3)
C12—H12	0.9300	N1—H1A	0.85 (4)
C13—C14	1.371 (6)	N1—H1B	0.87 (4)
C13—H13	0.9300	O1—S1	1.457 (3)
C14—C15	1.375 (6)	O2—S1	1.458 (3)
C14—H14	0.9300	O3—S1	1.440 (3)
C15—C16	1.375 (6)	P1—C17	1.827 (4)
C15—H15	0.9300	O1W—H1C	0.92 (6)
C16—H16	0.9300	O1W—H1D	0.94 (9)
C23—C24	1.370 (5)	C17—C22	1.365 (10)
C23—C28	1.375 (6)	C17—C22'	1.29 (3)
C23—P1	1.829 (4)	C17—C18	1.395 (8)
C24—C25	1.380 (6)	C17—C18'	1.42 (3)
C24—H24	0.9300	C18—C19	1.396 (11)
C25—C26	1.362 (7)	C18—H18	0.9300
C25—H25	0.9300	C19—C20	1.370 (11)
C26—C27	1.378 (7)	C19'—C20	1.40 (3)
C26—H26	0.9300	C19—H19	0.9300
C27—C28	1.386 (6)	C20—C21	1.377 (13)
C27—H27	0.9300	C20—C21'	1.24 (3)
C28—H28	0.9300	C20—H20	0.9300
C29—C34	1.369 (6)	C21—C22	1.377 (14)
C29—C30	1.375 (6)	C21—H21	0.9300
C29—P2	1.826 (4)	C22—H22	0.9300
C30—C31	1.378 (7)	C18'—C19'	1.40 (2)
C30—H30	0.9300	C18'—H18'	0.9300
C31—C32	1.368 (8)	C19'—H19'	0.9300
C31—H31	0.9300	C21'—C22'	1.45 (3)
C32—C33	1.343 (7)	C21'—H21'	0.9300
C32—H32	0.9300	C22'—H22'	0.9300
C33—C34	1.387 (7)
P1—Ag1—N1^i	117.56 (9)	C29—C34—C33	121.4 (5)
P1—Ag1—O1	105.72 (7)	C29—C34—H34	119.3
N1^i—Ag1—O1	90.32 (10)	C33—C34—H34	119.3
P1—Ag1—P2	123.55 (5)	C40—C35—C36	118.0 (4)
N1^i—Ag1—P2	103.02 (9)	C40—C35—P2	124.7 (3)
O1—Ag1—P2	111.83 (8)	C36—C35—P2	117.3 (3)
C2—C1—C10	120.9 (3)	C37—C36—C35	121.3 (4)
C2—C1—S1	118.0 (3)	C37—C36—H36	119.3
C10—C1—S1	121.1 (3)	C35—C36—H36	119.3
C1—C2—C3	120.6 (3)	C38—C37—C36	119.8 (5)
C1—C2—H2	119.7	C38—C37—H37	120.1
C3—C2—H2	119.7	C36—C37—H37	120.1
C4—C3—C2	120.0 (4)	C37—C38—C39	120.2 (4)
C4—C3—H3	120.0	C37—C38—H38	119.9
C2—C3—H3	120.0	C39—C38—H38	119.9
C3—C4—C5	121.2 (3)	C38—C39—C40	120.0 (5)
C3—C4—H4	119.4	C38—C39—H39	120.0
C5—C4—H4	119.4	C40—C39—H39	120.0
C4—C5—C6	121.1 (3)	C35—C40—C39	120.7 (4)
C4—C5—C10	119.6 (3)	C35—C40—H40	119.7
C6—C5—C10	119.2 (3)	C39—C40—H40	119.7
C7—C6—C5	121.5 (3)	C42—C41—C46	119.7 (4)
C7—C6—H6	119.3	C42—C41—P2	122.3 (3)
C5—C6—H6	119.3	C46—C41—P2	117.8 (3)
C6—C7—C8	119.4 (3)	C41—C42—C43	119.8 (4)
C6—C7—N1	121.8 (3)	C41—C42—H42	120.1
C8—C7—N1	118.8 (3)	C43—C42—H42	120.1
C9—C8—C7	120.4 (3)	C44—C43—C42	120.0 (5)
C9—C8—H8	119.8	C44—C43—H43	120.0
C7—C8—H8	119.8	C42—C43—H43	120.0
C8—C9—C10	122.0 (3)	C45—C44—C43	120.5 (4)
C8—C9—H9	119.0	C45—C44—H44	119.8
C10—C9—H9	119.0	C43—C44—H44	119.8
C9—C10—C5	117.4 (3)	C44—C45—C46	120.6 (4)
C9—C10—C1	125.0 (3)	C44—C45—H45	119.7
C5—C10—C1	117.6 (3)	C46—C45—H45	119.7
C12—C11—C16	118.5 (4)	C41—C46—C45	119.3 (4)
C12—C11—P1	119.0 (3)	C41—C46—H46	120.3
C16—C11—P1	122.4 (3)	C45—C46—H46	120.3
C11—C12—C13	120.3 (4)	C7—N1—Ag1^ii	117.3 (2)
C11—C12—H12	119.8	C7—N1—H1A	113 (3)
C13—C12—H12	119.8	Ag1^ii—N1—H1A	106 (3)
C14—C13—C12	120.1 (4)	C7—N1—H1B	112 (3)
C14—C13—H13	119.9	Ag1^ii—N1—H1B	95 (3)
C12—C13—H13	119.9	H1A—N1—H1B	113 (4)
C13—C14—C15	119.8 (4)	S1—O1—Ag1	124.79 (15)
C13—C14—H14	120.1	C11—P1—C17	103.95 (18)
C15—C14—H14	120.1	C11—P1—C23	102.81 (18)
C14—C15—C16	120.2 (4)	C17—P1—C23	104.17 (18)
C14—C15—H15	119.9	C11—P1—Ag1	120.93 (12)
C16—C15—H15	119.9	C17—P1—Ag1	112.91 (14)
C15—C16—C11	121.0 (4)	C23—P1—Ag1	110.40 (12)
C15—C16—H16	119.5	C35—P2—C29	103.94 (18)
C11—C16—H16	119.5	C35—P2—C41	106.95 (17)
C24—C23—C28	118.3 (4)	C29—P2—C41	100.11 (18)
C24—C23—P1	124.6 (3)	C35—P2—Ag1	108.18 (14)
C28—C23—P1	117.1 (3)	C29—P2—Ag1	118.33 (13)
C23—C24—C25	120.9 (4)	C41—P2—Ag1	117.98 (13)
C23—C24—H24	119.5	O3—S1—O1	113.63 (18)
C25—C24—H24	119.5	O3—S1—O2	112.24 (18)
C26—C25—C24	120.6 (4)	O1—S1—O2	111.77 (17)
C26—C25—H25	119.7	O3—S1—C1	106.98 (17)
C24—C25—H25	119.7	O1—S1—C1	105.24 (16)
C25—C26—C27	119.5 (4)	O2—S1—C1	106.32 (16)
C25—C26—H26	120.3	H1C—O1W—H1D	99 (4)
C27—C26—H26	120.3	C22—C17—C18	118.6 (6)
C26—C27—C28	119.5 (5)	C22—C17—P1	118.3 (5)
C26—C27—H27	120.2	C18—C17—P1	122.8 (4)
C28—C27—H27	120.2	C17—C18—C19	118.6 (7)
C23—C28—C27	121.1 (4)	C17—C18—H18	120.7
C23—C28—H28	119.4	C19—C18—H18	120.7
C27—C28—H28	119.4	C20—C19—C18	121.5 (7)
C34—C29—C30	117.4 (4)	C20—C19—H19	119.2
C34—C29—P2	124.8 (3)	C18—C19—H19	119.2
C30—C29—P2	117.8 (3)	C19—C20—C21	119.4 (7)
C29—C30—C31	121.1 (5)	C19—C20—H20	120.3
C29—C30—H30	119.5	C21—C20—H20	120.3
C31—C30—H30	119.5	C22—C21—C20	119.1 (9)
C32—C31—C30	120.3 (5)	C22—C21—H21	120.5
C32—C31—H31	119.9	C20—C21—H21	120.5
C30—C31—H31	119.9	C17—C22—C21	122.5 (8)
C33—C32—C31	119.6 (5)	C17—C22—H22	118.7
C33—C32—H32	120.2	C21—C22—H22	118.7
C31—C32—H32	120.2	C19'—C18'—H18'	119.3
C32—C33—C34	120.2 (5)	C18'—C19'—H19'	121.5
C32—C33—H33	119.9	C22'—C21'—H21'	119.6
C34—C33—H33	119.9	C21'—C22'—H22'	118.6
C10—C1—C2—C3	−0.5 (6)	C12—C11—P1—C23	143.0 (3)
S1—C1—C2—C3	−179.8 (3)	C16—C11—P1—C23	−38.6 (4)
C1—C2—C3—C4	0.5 (7)	C12—C11—P1—Ag1	19.4 (4)
C2—C3—C4—C5	1.0 (7)	C16—C11—P1—Ag1	−162.2 (3)
C3—C4—C5—C6	176.0 (4)	C24—C23—P1—C11	117.8 (4)
C3—C4—C5—C10	−2.3 (6)	C28—C23—P1—C11	−64.2 (4)
C4—C5—C6—C7	179.5 (4)	C24—C23—P1—C17	9.6 (4)
C10—C5—C6—C7	−2.1 (5)	C28—C23—P1—C17	−172.4 (4)
C5—C6—C7—C8	−0.6 (5)	C24—C23—P1—Ag1	−111.9 (4)
C5—C6—C7—N1	178.7 (3)	C28—C23—P1—Ag1	66.1 (4)
C6—C7—C8—C9	2.1 (6)	N1^i—Ag1—P1—C11	69.36 (17)
N1—C7—C8—C9	−177.3 (3)	O1—Ag1—P1—C11	−29.46 (16)
C7—C8—C9—C10	−0.7 (6)	P2—Ag1—P1—C11	−160.02 (14)
C8—C9—C10—C5	−2.0 (5)	N1^i—Ag1—P1—C17	−166.70 (17)
C8—C9—C10—C1	177.4 (4)	O1—Ag1—P1—C17	94.48 (16)
C4—C5—C10—C9	−178.3 (3)	P2—Ag1—P1—C17	−36.08 (15)
C6—C5—C10—C9	3.4 (5)	N1^i—Ag1—P1—C23	−50.55 (17)
C4—C5—C10—C1	2.3 (5)	O1—Ag1—P1—C23	−149.38 (15)
C6—C5—C10—C1	−176.1 (3)	P2—Ag1—P1—C23	80.07 (15)
C2—C1—C10—C9	179.7 (4)	C40—C35—P2—C29	99.5 (4)
S1—C1—C10—C9	−1.1 (5)	C36—C35—P2—C29	−82.6 (4)
C2—C1—C10—C5	−0.9 (5)	C40—C35—P2—C41	−5.8 (4)
S1—C1—C10—C5	178.4 (3)	C36—C35—P2—C41	172.0 (3)
C16—C11—C12—C13	−0.1 (6)	C40—C35—P2—Ag1	−133.9 (3)
P1—C11—C12—C13	178.4 (3)	C36—C35—P2—Ag1	44.0 (3)
C11—C12—C13—C14	0.2 (7)	C34—C29—P2—C35	−4.1 (4)
C12—C13—C14—C15	−0.2 (7)	C30—C29—P2—C35	178.7 (4)
C13—C14—C15—C16	0.1 (7)	C34—C29—P2—C41	106.4 (4)
C14—C15—C16—C11	0.0 (7)	C30—C29—P2—C41	−70.8 (4)
C12—C11—C16—C15	0.0 (7)	C34—C29—P2—Ag1	−124.0 (4)
P1—C11—C16—C15	−178.4 (4)	C30—C29—P2—Ag1	58.8 (4)
C28—C23—C24—C25	0.1 (7)	C42—C41—P2—C35	67.9 (4)
P1—C23—C24—C25	178.1 (4)	C46—C41—P2—C35	−115.0 (3)
C23—C24—C25—C26	1.1 (8)	C42—C41—P2—C29	−40.2 (4)
C24—C25—C26—C27	−0.5 (9)	C46—C41—P2—C29	136.9 (3)
C25—C26—C27—C28	−1.2 (9)	C42—C41—P2—Ag1	−170.0 (3)
C24—C23—C28—C27	−1.9 (8)	C46—C41—P2—Ag1	7.1 (3)
P1—C23—C28—C27	180.0 (5)	P1—Ag1—P2—C35	−78.12 (13)
C26—C27—C28—C23	2.5 (9)	N1^i—Ag1—P2—C35	58.20 (15)
C34—C29—C30—C31	−1.4 (7)	O1—Ag1—P2—C35	153.87 (14)
P2—C29—C30—C31	176.0 (4)	P1—Ag1—P2—C29	39.60 (15)
C29—C30—C31—C32	0.5 (9)	N1^i—Ag1—P2—C29	175.92 (16)
C30—C31—C32—C33	0.5 (9)	O1—Ag1—P2—C29	−88.41 (16)
C31—C32—C33—C34	−0.5 (9)	P1—Ag1—P2—C41	160.41 (13)
C30—C29—C34—C33	1.3 (7)	N1^i—Ag1—P2—C41	−63.27 (16)
P2—C29—C34—C33	−175.9 (4)	O1—Ag1—P2—C41	32.40 (15)
C32—C33—C34—C29	−0.4 (8)	Ag1—O1—S1—O3	−77.8 (2)
C40—C35—C36—C37	−1.8 (7)	Ag1—O1—S1—O2	50.5 (3)
P2—C35—C36—C37	−179.8 (4)	Ag1—O1—S1—C1	165.49 (19)
C35—C36—C37—C38	0.7 (8)	C2—C1—S1—O3	129.4 (3)
C36—C37—C38—C39	0.7 (8)	C10—C1—S1—O3	−49.8 (3)
C37—C38—C39—C40	−0.9 (8)	C2—C1—S1—O1	−109.4 (3)
C36—C35—C40—C39	1.6 (6)	C10—C1—S1—O1	71.3 (3)
P2—C35—C40—C39	179.4 (3)	C2—C1—S1—O2	9.3 (4)
C38—C39—C40—C35	−0.3 (7)	C10—C1—S1—O2	−169.9 (3)
C46—C41—C42—C43	1.4 (6)	C11—P1—C17—C22	174.5 (6)
P2—C41—C42—C43	178.4 (3)	C23—P1—C17—C22	−78.1 (6)
C41—C42—C43—C44	0.8 (7)	Ag1—P1—C17—C22	41.7 (6)
C42—C43—C44—C45	−1.7 (8)	C11—P1—C17—C18	0.7 (6)
C43—C44—C45—C46	0.4 (7)	C23—P1—C17—C18	108.1 (6)
C42—C41—C46—C45	−2.7 (6)	Ag1—P1—C17—C18	−132.1 (6)
P2—C41—C46—C45	−179.9 (3)	C22—C17—C18—C19	4.8 (12)
C44—C45—C46—C41	1.8 (6)	P1—C17—C18—C19	178.5 (7)
C6—C7—N1—Ag1^ii	89.1 (4)	C17—C18—C19—C20	−0.5 (16)
C8—C7—N1—Ag1^ii	−91.5 (4)	C18—C19—C20—C21	−3.8 (16)
P1—Ag1—O1—S1	120.0 (2)	C19—C20—C21—C22	3.7 (15)
N1^i—Ag1—O1—S1	1.2 (2)	C18—C17—C22—C21	−4.9 (12)
P2—Ag1—O1—S1	−103.0 (2)	P1—C17—C22—C21	−179.0 (7)
C12—C11—P1—C17	−108.7 (3)	C20—C21—C22—C17	0.6 (15)
C16—C11—P1—C17	69.7 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1C···O2	0.92 (6)	1.88 (3)	2.789 (5)	166 (8)
N1—H1B···O2^ii	0.87 (4)	2.31 (2)	3.140 (4)	162 (4)
N1—H1A···O3^iii	0.85 (4)	2.17 (2)	2.975 (4)	159 (4)

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