
Acta Cryst. (2007). E63, m3027 [ doi:10.1107/S1600536807057121 ]
-6-aminonaphthalene-1-sulfonato-
2O:N] monohydrate]In the title compound, {[Ag(C10H8NO3S)(C18H15P)2]·H2O}n, each AgI 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 AgI 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.
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.
C-bound H-atoms were geometrically positioned (C—H 0.93 Å) and refined using a riding model, with Uiso = 1.2Ueq (C). The H atoms of the amino group and water molecule were located in a difference map and refined freely, with Uiso(H) = 1.2Ueq (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.
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).
| [Ag(C10H8NO3S)(C18H15P)2]·H2O | Z = 2 |
| Mr = 872.66 | F000 = 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 = 1.3–27.5º |
| c = 16.792 (3) Å | µ = 0.68 mm−1 |
| α = 69.84 (3)º | T = 293 (2) K |
| β = 81.37 (3)º | Block, colourless |
| γ = 69.09 (3)º | 0.29 × 0.24 × 0.19 mm |
| V = 2019.1 (9) Å3 |
| Rigaku RAXIS-RAPID diffractometer | 8991 independent reflections |
| Radiation source: fine-focus sealed tube | 5525 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.006 |
| T = 293(2) K | θmax = 27.5º |
| ω scan | θmin = 1.3º |
| 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 on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.040 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.108 | w = 1/[σ2(Fo2) + (0.0548P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.91 | (Δ/σ)max = 0.001 |
| 8991 reflections | Δρmax = 0.36 e Å−3 |
| 545 parameters | Δρmin = −0.71 e Å−3 |
| 5 restraints | Extinction correction: none |
| Primary atom site location: structure-invariant direct methods |
| [Ag(C10H8NO3S)(C18H15P)2]·H2O | γ = 69.09 (3)º |
| Mr = 872.66 | V = 2019.1 (9) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 10.017 (2) Å | Mo Kα |
| b = 13.696 (3) Å | µ = 0.68 mm−1 |
| c = 16.792 (3) Å | T = 293 (2) K |
| α = 69.84 (3)º | 0.29 × 0.24 × 0.19 mm |
| β = 81.37 (3)º |
| Rigaku RAXIS-RAPID diffractometer | 8991 independent reflections |
| Absorption correction: multi-scan Abscor (Higashi, 1995) | 5525 reflections with I > 2σ(I) |
| Tmin = 0.823, Tmax = 0.886 | Rint = 0.006 |
| 9249 measured reflections |
| R[F2 > 2σ(F2)] = 0.040 | 5 restraints |
| wR(F2) = 0.108 | H atoms treated by a mixture of independent and constrained refinement |
| S = 0.91 | Δρmax = 0.36 e Å−3 |
| 8991 reflections | Δρmin = −0.71 e Å−3 |
| 545 parameters |
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. |
| 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) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| 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) |
| Ag1—P1 | 2.4598 (13) | C33—H33 | 0.9300 |
| Ag1—N1i | 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—Ag1ii | 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—N1i | 117.56 (9) | C29—C34—C33 | 121.4 (5) |
| P1—Ag1—O1 | 105.72 (7) | C29—C34—H34 | 119.3 |
| N1i—Ag1—O1 | 90.32 (10) | C33—C34—H34 | 119.3 |
| P1—Ag1—P2 | 123.55 (5) | C40—C35—C36 | 118.0 (4) |
| N1i—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—Ag1ii | 117.3 (2) |
| C11—C12—H12 | 119.8 | C7—N1—H1A | 113 (3) |
| C13—C12—H12 | 119.8 | Ag1ii—N1—H1A | 106 (3) |
| C14—C13—C12 | 120.1 (4) | C7—N1—H1B | 112 (3) |
| C14—C13—H13 | 119.9 | Ag1ii—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) | N1i—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) | N1i—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) | N1i—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) | N1i—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) | N1i—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) | N1i—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—Ag1ii | 89.1 (4) | C17—C18—C19—C20 | −0.5 (16) |
| C8—C7—N1—Ag1ii | −91.5 (4) | C18—C19—C20—C21 | −3.8 (16) |
| P1—Ag1—O1—S1 | 120.0 (2) | C19—C20—C21—C22 | 3.7 (15) |
| N1i—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. |
| 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···O2ii | 0.87 (4) | 2.31 (2) | 3.140 (4) | 162 (4) |
| N1—H1A···O3iii | 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. |
| Ag1—P1 | 2.4598 (13) | Ag1—O1 | 2.478 (3) |
| Ag1—N1i | 2.460 (3) | Ag1—P2 | 2.4837 (14) |
| P1—Ag1—N1i | 117.56 (9) | P1—Ag1—P2 | 123.55 (5) |
| P1—Ag1—O1 | 105.72 (7) | N1i—Ag1—P2 | 103.02 (9) |
| N1i—Ag1—O1 | 90.32 (10) | O1—Ag1—P2 | 111.83 (8) |
| Symmetry codes: (i) x−1, y, z. |
| 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···O2ii | 0.87 (4) | 2.31 (2) | 3.140 (4) | 162 (4) |
| N1—H1A···O3iii | 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. |
We thank the Science Foundation for Young Teachers of Northeast Normal University (grant No. 20070314) for support.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
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Sheldrick, G. M. (1990). SHELXTL-Plus. Siemens Analytical X-Ray Instruments Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.
Wang, X.-Y., Ma, C.-H., Gao, Q.-Q., Lu, S.-Q. & Dong, X.-W. (2007). Acta Cryst. E63, m2361–?.
In the title compound, (I), each AgI 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).