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Acta Cryst. (2007). E63, m2885    [ doi:10.1107/S1600536807053524 ]

(2-Amino-4,5-dimethylbenzenesulfonato-[kappa]N)aquabis(triphenylphosphine-[kappa]P)silver(I)

X.-W. Dong, F.-Y. Wu and Y.-J. Li

Abstract top

The title compound, [Ag(C8H10NO3S)(C18H15P)2(H2O)], has a mononuclear structure, where the AgI cation is four-coordinated by two triphenylphosphine ligands, one water molecule and the N atom of a 2-amino-4,5-dimethylbenzenesulfonate anion in a distorted tetrahedral AgP2NO arrangement. A network of N-H...O and O-H...O hydrogen bonds helps to consolidate the packing.

Comment top

In the title compound, (I), one water molecule, one 2-amino-4,5-dimethylbenzenesulfonate (L) anion and two triphenylphosphine ligands are coordinated to the metal, resulting in a distorted tetrahedral geometry for Ag (Fig. 1, Table 1). The Ag—Owater and Ag—N distances are different from those of a related compound (Li et al., 2007).

Here, the coordination ability of the amine group of L is evidently stronger than that of the sulfonate group and the latter group does not coordinate to the Ag ion. In the crystal structure of (I), adjacent molecules are interconnected by strong O—H···O and N—H···O hydrogen bonds (Table 2) to form a one-dimensional supramolecular structure (Fig. 2).

Related literature top

For a study of a related silver sulfonate, see: Li et al. (2007).

Experimental top

An aqueous solution (10 ml) of 2-amino-4,5-dimethylbenzenesulfonic acid (0.1005 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 over several days at room temperature.

Refinement top

All H atoms on C atoms were positioned geometrically and refined as riding, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) or 1.5Ueq(methyl C). The water H atoms were located in a difference Fourier map, and were refined with distance restraints of O—H = 0.85 (1) Å. The amino H atoms were located in a difference Fourier map and refined with Uiso(H) = 1.2Ueq(N).

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: PROCESS-AUTO (Rigaku, 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 top
[Figure 1] Fig. 1. The molecular structure of (I), with atom labels and 30% probability displacement ellipsoids. All H atoms are omitted for clarity.
[Figure 2] Fig. 2. One-dimensional supramolecular structure of (I), formed through hydrogen-bonding (dashed lines) interactions. The H atoms not involved in hydrogen bonding have been omitted.
(2-Amino-4,5-dimethylbenzenesulfonato-κN)aquabis(triphenylphosphine- κP)silver(I) top
Crystal data top
[Ag(C8H10NO3S)(C18H15P)2(H2O)]F000 = 1752
Mr = 850.66Dx = 1.415 Mg m−3
Monoclinic, P21/cMo Kα radiation
λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 9041 reflections
a = 24.872 (5) Åθ = 3.2–27.4º
b = 14.634 (3) ŵ = 0.68 mm−1
c = 11.010 (2) ÅT = 292 (2) K
β = 94.70 (3)ºBlock, colourless
V = 3994.0 (14) Å30.35 × 0.30 × 0.28 mm
Z = 4
Data collection top
Rigaku R-AXIS RAPID CCD
diffractometer		9041 independent reflections
Radiation source: fine-focus sealed tube6965 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.044
Detector resolution: 10.0 pixels mm-1θmax = 27.4º
T = 292(2) Kθmin = 3.2º
ω scansh = −32→31
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		k = −18→18
Tmin = 0.785, Tmax = 0.836l = −13→14
37956 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.035H atoms treated by a mixture of
independent and constrained refinement
wR(F2) = 0.094  w = 1/[σ2(Fo2) + (0.0476P)2 + 0.5293P]
where P = (Fo2 + 2Fc2)/3
S = 1.08(Δ/σ)max = 0.001
9041 reflectionsΔρmax = 0.30 e Å−3
492 parametersΔρmin = −0.59 e Å−3
4 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Ag(C8H10NO3S)(C18H15P)2(H2O)]V = 3994.0 (14) Å3
Mr = 850.66Z = 4
Monoclinic, P21/cMo Kα
a = 24.872 (5) ŵ = 0.68 mm−1
b = 14.634 (3) ÅT = 292 (2) K
c = 11.010 (2) Å0.35 × 0.30 × 0.28 mm
β = 94.70 (3)º
Data collection top
Rigaku R-AXIS RAPID CCD
diffractometer		9041 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		6965 reflections with I > 2σ(I)
Tmin = 0.785, Tmax = 0.836Rint = 0.044
37956 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0354 restraints
wR(F2) = 0.094H atoms treated by a mixture of
independent and constrained refinement
S = 1.08Δρmax = 0.30 e Å−3
9041 reflectionsΔρmin = −0.59 e Å−3
492 parameters
Special details top

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 (Å2) top
xyzUiso*/Ueq
Ag10.737422 (7)0.536786 (13)0.982619 (17)0.03753 (7)
C10.85593 (9)0.41493 (17)1.1156 (2)0.0369 (5)
C20.90991 (10)0.3921 (2)1.1126 (2)0.0555 (8)
H20.92380.38011.03830.067*
C30.94317 (13)0.3872 (3)1.2191 (3)0.0734 (10)
H30.97930.37141.21670.088*
C40.92291 (13)0.4054 (3)1.3277 (3)0.0674 (9)
H40.94550.40181.39920.081*
C50.87000 (13)0.4288 (2)1.3333 (3)0.0567 (8)
H50.85650.44091.40800.068*
C60.83653 (11)0.43426 (19)1.2262 (2)0.0432 (6)
H60.80060.45121.22930.052*
C70.78305 (9)0.30617 (17)0.9581 (2)0.0376 (5)
C80.79251 (12)0.2379 (2)1.0447 (3)0.0504 (7)
H80.81490.24991.11480.061*
C90.76929 (13)0.1524 (2)1.0287 (3)0.0643 (9)
H90.77570.10771.08810.077*
C100.73683 (12)0.1338 (2)0.9248 (3)0.0621 (8)
H100.72130.07630.91340.074*
C110.72722 (12)0.2005 (2)0.8372 (3)0.0630 (9)
H110.70570.18750.76620.076*
C120.74945 (10)0.2866 (2)0.8547 (3)0.0494 (7)
H120.74180.33180.79660.059*
C130.85297 (9)0.43810 (19)0.8548 (2)0.0379 (6)
C140.87784 (10)0.3656 (2)0.7996 (2)0.0489 (7)
H140.87170.30580.82350.059*
C150.91199 (12)0.3835 (3)0.7084 (3)0.0665 (9)
H150.92860.33530.67110.080*
C160.92135 (14)0.4717 (3)0.6729 (3)0.0714 (11)
H160.94420.48270.61170.086*
C170.89712 (14)0.5441 (3)0.7275 (3)0.0691 (10)
H170.90370.60370.70360.083*
C180.86258 (12)0.5271 (2)0.8190 (3)0.0518 (7)
H180.84600.57560.85580.062*
C190.61800 (9)0.42070 (18)1.0728 (2)0.0386 (5)
C200.63163 (12)0.3347 (2)1.0330 (3)0.0531 (7)
H200.64990.32880.96300.064*
C210.61829 (15)0.2575 (2)1.0960 (4)0.0718 (10)
H210.62710.20001.06780.086*
C220.59193 (14)0.2658 (3)1.2007 (3)0.0731 (10)
H220.58320.21391.24370.088*
C230.57876 (13)0.3495 (3)1.2410 (3)0.0699 (10)
H230.56090.35461.31160.084*
C240.59156 (11)0.4279 (2)1.1782 (3)0.0536 (7)
H240.58240.48511.20690.064*
C250.60430 (9)0.49905 (18)0.8353 (2)0.0376 (5)
C260.63227 (12)0.5162 (2)0.7327 (3)0.0518 (7)
H260.66740.53850.74260.062*
C270.60844 (15)0.5006 (3)0.6170 (3)0.0666 (9)
H270.62760.51240.54960.080*
C280.55659 (14)0.4678 (2)0.6009 (3)0.0663 (9)
H280.54060.45700.52280.080*
C290.52824 (12)0.4509 (2)0.7018 (3)0.0605 (9)
H290.49300.42920.69120.073*
C300.55190 (11)0.46624 (19)0.8185 (3)0.0491 (7)
H300.53260.45450.88560.059*
C310.60500 (9)0.61544 (17)1.0500 (2)0.0348 (5)
C320.55896 (10)0.65660 (19)0.9950 (3)0.0466 (6)
H320.54330.63410.92140.056*
C330.53621 (12)0.7313 (2)1.0495 (3)0.0606 (8)
H330.50560.75891.01180.073*
C340.55873 (12)0.7648 (2)1.1591 (3)0.0659 (9)
H340.54320.81461.19530.079*
C350.60383 (12)0.7248 (2)1.2143 (3)0.0591 (8)
H350.61890.74751.28820.071*
C360.62738 (10)0.6505 (2)1.1611 (2)0.0448 (6)
H360.65820.62381.19950.054*
C370.80874 (10)0.79236 (17)0.9918 (2)0.0370 (5)
C380.85665 (11)0.82206 (19)0.9475 (2)0.0459 (6)
H380.85570.87320.89720.055*
C390.90552 (11)0.7785 (2)0.9752 (3)0.0511 (7)
C400.90660 (10)0.7015 (2)1.0502 (3)0.0494 (7)
C410.85908 (10)0.67250 (19)1.0955 (2)0.0434 (6)
H410.86030.62261.14800.052*
C420.80932 (10)0.71503 (17)1.0657 (2)0.0350 (5)
C430.95591 (13)0.8125 (3)0.9209 (4)0.0835 (12)
H43A0.98640.80530.97930.125*
H43B0.95160.87590.89970.125*
H43C0.96160.77770.84910.125*
C440.95793 (12)0.6482 (3)1.0810 (3)0.0760 (10)
H44A0.98510.68821.11820.114*
H44B0.97020.62281.00790.114*
H44C0.95110.59981.13660.114*
N10.76224 (8)0.67411 (15)1.1049 (2)0.0376 (5)
O10.75906 (9)0.91154 (14)0.84892 (17)0.0573 (5)
O20.73943 (10)0.91015 (17)1.05962 (18)0.0751 (7)
O30.70682 (8)0.78944 (15)0.9241 (2)0.0741 (7)
O1W0.74902 (10)0.63686 (16)0.80672 (19)0.0616 (6)
S10.74872 (3)0.85648 (5)0.95299 (6)0.04396 (16)
P10.63905 (2)0.51895 (4)0.98561 (6)0.03284 (14)
P20.80913 (2)0.42236 (4)0.97888 (6)0.03333 (14)
H1A0.7255 (11)0.683 (2)0.806 (3)0.050*
H1B0.7489 (11)0.624 (2)0.733 (2)0.050*
H1C0.7682 (10)0.6577 (19)1.185 (2)0.050*
H1D0.7351 (11)0.7059 (19)1.090 (3)0.050*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ag10.03204 (11)0.03472 (11)0.04610 (12)0.00212 (7)0.00494 (8)−0.00024 (8)
C10.0379 (13)0.0346 (14)0.0382 (13)0.0038 (10)0.0027 (10)−0.0028 (11)
C20.0441 (15)0.081 (2)0.0407 (15)0.0188 (14)−0.0007 (12)−0.0118 (15)
C30.0502 (18)0.099 (3)0.068 (2)0.0217 (18)−0.0113 (15)−0.016 (2)
C40.076 (2)0.079 (3)0.0433 (18)0.0106 (18)−0.0200 (15)−0.0060 (17)
C50.072 (2)0.063 (2)0.0346 (15)0.0018 (16)0.0026 (13)−0.0038 (14)
C60.0489 (15)0.0417 (15)0.0397 (14)0.0025 (12)0.0073 (11)−0.0018 (12)
C70.0335 (12)0.0373 (14)0.0429 (14)0.0049 (10)0.0083 (10)−0.0022 (11)
C80.0662 (18)0.0432 (17)0.0416 (15)−0.0003 (13)0.0030 (13)0.0011 (13)
C90.087 (2)0.0461 (19)0.061 (2)−0.0015 (16)0.0143 (18)0.0021 (16)
C100.0621 (19)0.0438 (18)0.083 (2)−0.0082 (14)0.0197 (16)−0.0161 (17)
C110.0484 (17)0.060 (2)0.079 (2)−0.0008 (14)−0.0019 (15)−0.0253 (18)
C120.0457 (15)0.0504 (18)0.0511 (17)0.0022 (12)−0.0033 (12)−0.0030 (14)
C130.0360 (12)0.0507 (16)0.0271 (12)0.0019 (11)0.0029 (9)−0.0043 (11)
C140.0441 (14)0.0575 (19)0.0460 (15)0.0052 (13)0.0080 (12)−0.0099 (14)
C150.0505 (17)0.089 (3)0.063 (2)−0.0007 (17)0.0243 (15)−0.0230 (19)
C160.064 (2)0.110 (3)0.0437 (18)−0.024 (2)0.0216 (15)−0.0125 (19)
C170.072 (2)0.078 (3)0.060 (2)−0.0199 (18)0.0207 (17)0.0101 (18)
C180.0610 (18)0.0531 (19)0.0427 (16)−0.0041 (13)0.0132 (13)0.0032 (13)
C190.0343 (12)0.0359 (14)0.0456 (14)−0.0023 (10)0.0025 (10)0.0039 (11)
C200.0633 (18)0.0420 (17)0.0540 (17)−0.0009 (13)0.0039 (14)0.0010 (14)
C210.088 (2)0.0345 (17)0.092 (3)−0.0097 (16)−0.003 (2)0.0081 (17)
C220.080 (2)0.064 (2)0.073 (2)−0.0299 (19)−0.0077 (18)0.030 (2)
C230.071 (2)0.077 (3)0.064 (2)−0.0171 (18)0.0204 (16)0.0200 (19)
C240.0536 (17)0.0521 (18)0.0572 (18)−0.0026 (14)0.0177 (14)0.0082 (14)
C250.0378 (13)0.0348 (13)0.0396 (14)0.0040 (10)−0.0006 (10)−0.0052 (11)
C260.0555 (17)0.0542 (19)0.0459 (17)−0.0013 (14)0.0054 (13)−0.0024 (14)
C270.086 (2)0.073 (2)0.0409 (18)0.0117 (19)0.0054 (16)−0.0024 (16)
C280.073 (2)0.068 (2)0.055 (2)0.0264 (17)−0.0168 (16)−0.0166 (17)
C290.0470 (16)0.059 (2)0.072 (2)0.0107 (13)−0.0181 (15)−0.0200 (17)
C300.0404 (14)0.0484 (17)0.0579 (18)0.0030 (12)0.0008 (12)−0.0076 (14)
C310.0322 (12)0.0338 (13)0.0388 (13)−0.0014 (9)0.0059 (10)−0.0009 (10)
C320.0438 (14)0.0456 (16)0.0498 (16)0.0063 (12)0.0004 (11)−0.0014 (13)
C330.0543 (17)0.055 (2)0.071 (2)0.0203 (14)−0.0015 (15)−0.0078 (16)
C340.0576 (18)0.054 (2)0.087 (2)0.0116 (15)0.0106 (17)−0.0243 (18)
C350.0485 (16)0.061 (2)0.067 (2)−0.0026 (14)0.0052 (14)−0.0297 (17)
C360.0359 (13)0.0506 (17)0.0475 (15)0.0019 (11)0.0018 (11)−0.0094 (13)
C370.0465 (14)0.0320 (14)0.0329 (13)−0.0073 (10)0.0058 (10)−0.0023 (10)
C380.0552 (16)0.0417 (16)0.0421 (15)−0.0142 (12)0.0119 (12)−0.0016 (12)
C390.0449 (15)0.062 (2)0.0474 (16)−0.0157 (13)0.0090 (12)−0.0057 (14)
C400.0406 (14)0.062 (2)0.0458 (16)−0.0024 (12)0.0022 (11)−0.0077 (14)
C410.0492 (15)0.0409 (15)0.0401 (14)0.0001 (12)0.0033 (11)0.0011 (12)
C420.0429 (13)0.0342 (13)0.0283 (12)−0.0069 (10)0.0053 (9)−0.0045 (10)
C430.059 (2)0.108 (3)0.086 (3)−0.024 (2)0.0226 (18)0.007 (2)
C440.0468 (17)0.104 (3)0.076 (2)0.0129 (18)−0.0003 (15)0.004 (2)
N10.0402 (11)0.0375 (12)0.0358 (11)−0.0019 (9)0.0067 (9)−0.0001 (9)
O10.0845 (14)0.0471 (12)0.0418 (11)0.0087 (10)0.0135 (10)0.0097 (9)
O20.1054 (18)0.0802 (18)0.0420 (12)0.0395 (14)0.0208 (12)−0.0009 (11)
O30.0522 (12)0.0569 (15)0.1095 (19)−0.0024 (10)−0.0162 (12)0.0196 (14)
O1W0.0907 (16)0.0542 (14)0.0399 (11)−0.0020 (11)0.0049 (11)0.0082 (11)
S10.0561 (4)0.0383 (4)0.0383 (3)0.0045 (3)0.0090 (3)0.0036 (3)
P10.0293 (3)0.0332 (3)0.0363 (3)0.0005 (2)0.0042 (2)0.0002 (3)
P20.0323 (3)0.0352 (3)0.0329 (3)0.0048 (2)0.0053 (2)−0.0005 (3)
Geometric parameters (Å, °) top
Ag1—P22.4492 (7)C24—H240.930
Ag1—P12.4637 (8)C25—C301.387 (4)
Ag1—O1W2.464 (2)C25—C261.397 (4)
Ag1—N12.469 (2)C25—P11.827 (3)
C1—C61.376 (3)C26—C271.379 (4)
C1—C21.387 (3)C26—H260.930
C1—P21.829 (3)C27—C281.374 (5)
C2—C31.381 (4)C27—H270.930
C2—H20.930C28—C291.387 (5)
C3—C41.361 (4)C28—H280.930
C3—H30.930C29—C301.386 (4)
C4—C51.366 (4)C29—H290.930
C4—H40.930C30—H300.930
C5—C61.389 (4)C31—C321.388 (3)
C5—H50.930C31—C361.399 (3)
C6—H60.930C31—P11.820 (2)
C7—C121.386 (4)C32—C331.390 (4)
C7—C81.387 (4)C32—H320.930
C7—P21.828 (3)C33—C341.378 (4)
C8—C91.383 (4)C33—H330.930
C8—H80.930C34—C351.363 (4)
C9—C101.373 (4)C34—H340.930
C9—H90.930C35—C361.387 (4)
C10—C111.379 (5)C35—H350.930
C10—H100.930C36—H360.930
C11—C121.383 (4)C37—C421.393 (3)
C11—H110.930C37—C381.394 (3)
C12—H120.930C37—S11.785 (3)
C13—C181.387 (4)C38—C391.384 (4)
C13—C141.392 (4)C38—H380.930
C13—P21.831 (2)C39—C401.397 (4)
C14—C151.393 (4)C39—C431.516 (4)
C14—H140.930C40—C411.386 (4)
C15—C161.374 (5)C40—C441.511 (4)
C15—H150.930C41—C421.400 (3)
C16—C171.381 (5)C41—H410.930
C16—H160.930C42—N11.414 (3)
C17—C181.399 (4)C43—H43A0.960
C17—H170.930C43—H43B0.960
C18—H180.930C43—H43C0.960
C19—C241.383 (4)C44—H44A0.960
C19—C201.385 (4)C44—H44B0.960
C19—P11.829 (3)C44—H44C0.960
C20—C211.380 (4)N1—H1C0.92 (3)
C20—H200.930N1—H1D0.83 (3)
C21—C221.377 (5)O1—S11.4411 (19)
C21—H210.930O2—S11.447 (2)
C22—C231.351 (5)O3—S11.448 (2)
C22—H220.930O1W—H1A0.89 (3)
C23—C241.391 (4)O1W—H1B0.83 (3)
C23—H230.930
P2—Ag1—P1130.79 (2)C26—C27—H27119.8
P2—Ag1—O1W105.12 (6)C27—C28—C29119.5 (3)
P1—Ag1—O1W104.71 (6)C27—C28—H28120.3
P2—Ag1—N1114.57 (6)C29—C28—H28120.3
P1—Ag1—N1106.45 (5)C28—C29—C30120.6 (3)
O1W—Ag1—N184.53 (8)C28—C29—H29119.7
C6—C1—C2118.8 (2)C30—C29—H29119.7
C6—C1—P2118.07 (19)C29—C30—C25120.1 (3)
C2—C1—P2123.16 (19)C29—C30—H30119.9
C3—C2—C1120.4 (3)C25—C30—H30119.9
C3—C2—H2119.8C32—C31—C36118.5 (2)
C1—C2—H2119.8C32—C31—P1124.05 (19)
C4—C3—C2119.8 (3)C36—C31—P1117.43 (18)
C4—C3—H3120.1C31—C32—C33120.2 (3)
C2—C3—H3120.1C31—C32—H32119.9
C3—C4—C5121.1 (3)C33—C32—H32119.9
C3—C4—H4119.5C34—C33—C32120.5 (3)
C5—C4—H4119.5C34—C33—H33119.8
C4—C5—C6119.2 (3)C32—C33—H33119.8
C4—C5—H5120.4C35—C34—C33119.9 (3)
C6—C5—H5120.4C35—C34—H34120.1
C1—C6—C5120.7 (3)C33—C34—H34120.1
C1—C6—H6119.7C34—C35—C36120.6 (3)
C5—C6—H6119.7C34—C35—H35119.7
C12—C7—C8118.2 (3)C36—C35—H35119.7
C12—C7—P2118.6 (2)C35—C36—C31120.3 (3)
C8—C7—P2123.0 (2)C35—C36—H36119.8
C9—C8—C7121.2 (3)C31—C36—H36119.8
C9—C8—H8119.4C42—C37—C38119.3 (2)
C7—C8—H8119.4C42—C37—S1122.34 (18)
C10—C9—C8119.8 (3)C38—C37—S1118.3 (2)
C10—C9—H9120.1C39—C38—C37122.7 (3)
C8—C9—H9120.1C39—C38—H38118.7
C9—C10—C11119.9 (3)C37—C38—H38118.7
C9—C10—H10120.1C38—C39—C40118.4 (2)
C11—C10—H10120.1C38—C39—C43120.1 (3)
C10—C11—C12120.2 (3)C40—C39—C43121.4 (3)
C10—C11—H11119.9C41—C40—C39119.0 (3)
C12—C11—H11119.9C41—C40—C44119.4 (3)
C11—C12—C7120.7 (3)C39—C40—C44121.6 (3)
C11—C12—H12119.7C40—C41—C42122.9 (3)
C7—C12—H12119.7C40—C41—H41118.6
C18—C13—C14119.9 (2)C42—C41—H41118.6
C18—C13—P2117.2 (2)C37—C42—C41117.7 (2)
C14—C13—P2122.9 (2)C37—C42—N1123.6 (2)
C13—C14—C15119.4 (3)C41—C42—N1118.6 (2)
C13—C14—H14120.3C39—C43—H43A109.5
C15—C14—H14120.3C39—C43—H43B109.5
C16—C15—C14120.6 (3)H43A—C43—H43B109.5
C16—C15—H15119.7C39—C43—H43C109.5
C14—C15—H15119.7H43A—C43—H43C109.5
C15—C16—C17120.5 (3)H43B—C43—H43C109.5
C15—C16—H16119.8C40—C44—H44A109.5
C17—C16—H16119.8C40—C44—H44B109.5
C16—C17—C18119.5 (3)H44A—C44—H44B109.5
C16—C17—H17120.2C40—C44—H44C109.5
C18—C17—H17120.2H44A—C44—H44C109.5
C13—C18—C17120.1 (3)H44B—C44—H44C109.5
C13—C18—H18119.9C42—N1—Ag1110.78 (15)
C17—C18—H18119.9C42—N1—H1C109.5 (17)
C24—C19—C20118.8 (3)Ag1—N1—H1C109.1 (18)
C24—C19—P1123.8 (2)C42—N1—H1D113 (2)
C20—C19—P1117.4 (2)Ag1—N1—H1D101 (2)
C21—C20—C19120.6 (3)H1C—N1—H1D113 (3)
C21—C20—H20119.7Ag1—O1W—H1A109.5 (19)
C19—C20—H20119.7Ag1—O1W—H1B130 (2)
C22—C21—C20120.0 (3)H1A—O1W—H1B103 (3)
C22—C21—H21120.0O1—S1—O2113.11 (14)
C20—C21—H21120.0O1—S1—O3112.10 (14)
C23—C22—C21119.9 (3)O2—S1—O3112.74 (16)
C23—C22—H22120.0O1—S1—C37106.49 (12)
C21—C22—H22120.0O2—S1—C37106.09 (13)
C22—C23—C24120.9 (3)O3—S1—C37105.62 (12)
C22—C23—H23119.5C31—P1—C25106.04 (11)
C24—C23—H23119.5C31—P1—C19104.05 (12)
C19—C24—C23119.8 (3)C25—P1—C19102.48 (12)
C19—C24—H24120.1C31—P1—Ag1114.67 (8)
C23—C24—H24120.1C25—P1—Ag1113.66 (8)
C30—C25—C26118.7 (3)C19—P1—Ag1114.68 (8)
C30—C25—P1123.0 (2)C7—P2—C1104.07 (12)
C26—C25—P1118.3 (2)C7—P2—C13104.51 (11)
C27—C26—C25120.8 (3)C1—P2—C13104.10 (11)
C27—C26—H26119.6C7—P2—Ag1112.75 (8)
C25—C26—H26119.6C1—P2—Ag1116.24 (8)
C28—C27—C26120.3 (3)C13—P2—Ag1113.93 (9)
C28—C27—H27119.8
C6—C1—C2—C31.3 (5)C41—C42—N1—Ag1−73.9 (2)
P2—C1—C2—C3−179.6 (3)P2—Ag1—N1—C4255.17 (18)
C1—C2—C3—C4−0.4 (6)P1—Ag1—N1—C42−152.72 (15)
C2—C3—C4—C5−0.1 (6)O1W—Ag1—N1—C42−48.97 (17)
C3—C4—C5—C6−0.2 (6)C42—C37—S1—O1−162.6 (2)
C2—C1—C6—C5−1.6 (4)C38—C37—S1—O118.4 (2)
P2—C1—C6—C5179.3 (2)C42—C37—S1—O276.7 (2)
C4—C5—C6—C11.1 (5)C38—C37—S1—O2−102.4 (2)
C12—C7—C8—C90.2 (4)C42—C37—S1—O3−43.2 (2)
P2—C7—C8—C9176.0 (2)C38—C37—S1—O3137.7 (2)
C7—C8—C9—C100.9 (5)C32—C31—P1—C255.3 (3)
C8—C9—C10—C11−0.4 (5)C36—C31—P1—C25−173.9 (2)
C9—C10—C11—C12−1.1 (5)C32—C31—P1—C19−102.4 (2)
C10—C11—C12—C72.2 (4)C36—C31—P1—C1978.4 (2)
C8—C7—C12—C11−1.8 (4)C32—C31—P1—Ag1131.5 (2)
P2—C7—C12—C11−177.7 (2)C36—C31—P1—Ag1−47.6 (2)
C18—C13—C14—C15−0.3 (4)C30—C25—P1—C31−68.7 (3)
P2—C13—C14—C15−178.0 (2)C26—C25—P1—C31112.4 (2)
C13—C14—C15—C160.2 (5)C30—C25—P1—C1940.1 (3)
C14—C15—C16—C170.2 (6)C26—C25—P1—C19−138.8 (2)
C15—C16—C17—C18−0.4 (6)C30—C25—P1—Ag1164.4 (2)
C14—C13—C18—C170.1 (4)C26—C25—P1—Ag1−14.4 (3)
P2—C13—C18—C17177.9 (2)C24—C19—P1—C31−11.7 (3)
C16—C17—C18—C130.3 (5)C20—C19—P1—C31171.2 (2)
C24—C19—C20—C211.1 (4)C24—C19—P1—C25−122.0 (2)
P1—C19—C20—C21178.4 (2)C20—C19—P1—C2560.9 (2)
C19—C20—C21—C22−1.0 (5)C24—C19—P1—Ag1114.4 (2)
C20—C21—C22—C230.6 (5)C20—C19—P1—Ag1−62.8 (2)
C21—C22—C23—C24−0.2 (5)P2—Ag1—P1—C31155.69 (9)
C20—C19—C24—C23−0.6 (4)O1W—Ag1—P1—C31−78.68 (11)
P1—C19—C24—C23−177.7 (2)N1—Ag1—P1—C319.87 (11)
C22—C23—C24—C190.2 (5)P2—Ag1—P1—C25−82.10 (10)
C30—C25—C26—C27−0.3 (4)O1W—Ag1—P1—C2543.53 (11)
P1—C25—C26—C27178.6 (3)N1—Ag1—P1—C25132.09 (11)
C25—C26—C27—C280.0 (5)P2—Ag1—P1—C1935.35 (10)
C26—C27—C28—C290.4 (5)O1W—Ag1—P1—C19160.98 (11)
C27—C28—C29—C30−0.5 (5)N1—Ag1—P1—C19−110.47 (11)
C28—C29—C30—C250.3 (4)C12—C7—P2—C1−174.55 (19)
C26—C25—C30—C290.1 (4)C8—C7—P2—C19.7 (2)
P1—C25—C30—C29−178.7 (2)C12—C7—P2—C13−65.6 (2)
C36—C31—C32—C330.5 (4)C8—C7—P2—C13118.6 (2)
P1—C31—C32—C33−178.7 (2)C12—C7—P2—Ag158.6 (2)
C31—C32—C33—C34−0.6 (5)C8—C7—P2—Ag1−117.1 (2)
C32—C33—C34—C350.4 (5)C6—C1—P2—C7−92.8 (2)
C33—C34—C35—C360.0 (5)C2—C1—P2—C788.2 (3)
C34—C35—C36—C31−0.1 (5)C6—C1—P2—C13158.0 (2)
C32—C31—C36—C35−0.1 (4)C2—C1—P2—C13−21.0 (3)
P1—C31—C36—C35179.1 (2)C6—C1—P2—Ag131.9 (2)
C42—C37—C38—C39−0.9 (4)C2—C1—P2—Ag1−147.2 (2)
S1—C37—C38—C39178.2 (2)C18—C13—P2—C7156.7 (2)
C37—C38—C39—C400.3 (4)C14—C13—P2—C7−25.5 (2)
C37—C38—C39—C43178.1 (3)C18—C13—P2—C1−94.4 (2)
C38—C39—C40—C41−1.0 (4)C14—C13—P2—C183.4 (2)
C43—C39—C40—C41−178.8 (3)C18—C13—P2—Ag133.2 (2)
C38—C39—C40—C44177.8 (3)C14—C13—P2—Ag1−149.02 (19)
C43—C39—C40—C440.0 (5)P1—Ag1—P2—C77.55 (10)
C39—C40—C41—C422.5 (4)O1W—Ag1—P2—C7−117.92 (11)
C44—C40—C41—C42−176.3 (3)N1—Ag1—P2—C7151.22 (10)
C38—C37—C42—C412.2 (3)P1—Ag1—P2—C1−112.49 (9)
S1—C37—C42—C41−176.85 (19)O1W—Ag1—P2—C1122.03 (11)
C38—C37—C42—N1−173.3 (2)N1—Ag1—P2—C131.18 (11)
S1—C37—C42—N17.6 (3)P1—Ag1—P2—C13126.46 (9)
C40—C41—C42—C37−3.1 (4)O1W—Ag1—P2—C130.98 (11)
C40—C41—C42—N1172.7 (2)N1—Ag1—P2—C13−89.88 (11)
C37—C42—N1—Ag1101.6 (2)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1B···O2i0.83 (3)1.97 (3)2.797 (3)173 (3)
O1W—H1A···O30.89 (3)2.10 (3)2.825 (4)137 (3)
N1—H1C···O1ii0.92 (3)2.09 (3)2.972 (3)159 (2)
N1—H1D···O30.83 (3)2.26 (3)2.875 (3)131 (3)
Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) x, −y+3/2, z+1/2.
Table 1
Selected geometric parameters (Å, °) top
Ag1—P22.4492 (7)Ag1—O1W2.464 (2)
Ag1—P12.4637 (8)Ag1—N12.469 (2)
P2—Ag1—P1130.79 (2)P2—Ag1—N1114.57 (6)
P2—Ag1—O1W105.12 (6)P1—Ag1—N1106.45 (5)
P1—Ag1—O1W104.71 (6)O1W—Ag1—N184.53 (8)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1B···O2i0.83 (3)1.97 (3)2.797 (3)173 (3)
O1W—H1A···O30.89 (3)2.10 (3)2.825 (4)137 (3)
N1—H1C···O1ii0.92 (3)2.09 (3)2.972 (3)159 (2)
N1—H1D···O30.83 (3)2.26 (3)2.875 (3)131 (3)
Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) x, −y+3/2, z+1/2.
Acknowledgements top

The authors thank JiLin Agricultural Science and Technology College (China) for support.

references
References top

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Li, Y.-J., Li, S.-H. & Dong, X.-W. (2007). Acta Cryst. E63, m2695–?.

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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.