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Acta Crystallogr Sect E Struct Rep Online. 2010 March 1; 66(Pt 3): m285.
Published online 2010 February 13. doi:  10.1107/S1600536810004733
PMCID: PMC2983679

Poly[[(μ3-isonicotinato-κ3 O:O:N)(triphenyl­phosphine-κP)silver(I)] ethanol solvate]

Abstract

In the crystal structure of {[Ag(C6H4NO2)(C18H15P)]·C2H6O}n, the 4-pyridylcarboxyl­ate ion binds to the phosphine-coordinated silver atoms through one of the two oxygen atoms of the carboxyl unit, and to a third phosphine-coordinate silver atom through the nitro­gen atom of the aromatic ring, giving a distorted tetra­hedral coordination at the metal atom. The μ 3-bridging mode leads to a layer motif; the disordered ethanol mol­ecules are linked to the free carboxyl oxygen atom by O—H(...)O hydrogen bonds.

Related literature

For the crystal structure of polymeric 4-pyridylcarboxyl­atosilver, see: Yang et al. (2004 [triangle]). For the synthesis of the reactant used in the metathetical reaction, see: Ng & Othman (1995 [triangle], 1997 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m285-scheme1.jpg

Experimental

Crystal data

  • [Ag(C6H4NO2)(C18H15P)]·C2H6O
  • M r = 538.31
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m285-efi5.jpg
  • a = 15.8026 (10) Å
  • b = 13.2430 (9) Å
  • c = 12.5483 (8) Å
  • β = 111.1937 (9)°
  • V = 2448.4 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.92 mm−1
  • T = 295 K
  • 0.40 × 0.20 × 0.05 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.711, T max = 0.956
  • 22818 measured reflections
  • 5615 independent reflections
  • 4111 reflections with I > 2σ(I)
  • R int = 0.039

Refinement

  • R[F 2 > 2σ(F 2)] = 0.030
  • wR(F 2) = 0.078
  • S = 1.06
  • 5615 reflections
  • 308 parameters
  • 29 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.41 e Å−3
  • Δρmin = −0.31 e Å−3

Data collection: APEX2 software (Bruker, 2008 [triangle]); cell refinement: SAINT (Bruker, 2008 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 [triangle]), PLATON (Spek, 200 [triangle]) and OLEX (Dolomanov et al., 2003 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2010 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810004733/dn2530sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810004733/dn2530Isup2.hkl

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

Acknowledgments

We thank Shahid Beheshti University and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

Silver carboxylates form adducts with triphenylphosphine; silver acetate itself furnishes silver acetate.2triphenylphosphine hemihydrate (Ng & Othman, 1995; Ng & Othman, 1997). The carboxylate unit in this adduct can be exchanged for a pyridylcarboxylate unit reacting the compound with the pyridylcarboxylic acid as the silver pyridylcarboxylate cannot be readily synthesized by condensing silver oxide with the pyridylcarboxylic acid.

In the crystal structure of Ag(C6H4NO2)(C18H15P).C2H6O (Scheme I, Fig. 1), the anion binds through to to phosphine-cordinated silver atoms through one of the two oxygen atoms of the carboxyl unit and to a third phosphine-coordinate silver atom through the nitrogen atom of the aromatic ring to render tetrahedral coordination at the metal atom. The µ3-bridging model leads to a layer motif (Fig. 2); the disordered ethanol molecules bind to the free carboxyl oxygen atom by hydrogen bonds.

Experimental

The bis-adduct, silver acetate.2triphenylphosphine hemihydrate, was first synthesized by reacting silver acetate (1 mmol, 0.17 g) and triphenylphosphine (2 mmol, 0.53 g) in ethanol (50 ml) (Ng & Othman, 1995; Ng & Othman, 1997). The adduct was isolated as colorless crystals. The adduct, (1 mmol, 0.69 g) was reacted with 4-pyridinecarboxylic acid (1 mmol, 0.13 g ) in ethanol (50 ml). Slow evaporation of solvent afford suitable crystals (m.p. 408-409 K). The crystals rapidly turned opaque when taken out of solution. A specimen was coated in glue for the diffraction measurements.

Refinement

Carbon-bound H-atoms were placed in calculated positions (C—H 0.93 to 0.97 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2 to 1.5U(C).

The hydroxy H-atom was located in a difference Fourier map, and was refined with a distance restraint of O–H 0.84±0.01 Å; its temperature factor was freely refined.

They ethyl chain of the ethanol molecule is disordered over two positions; the occupancies refined to a 60:40 ratio. The oxygen-carbon distances were tightly restrained to 1.440+0.005 Å and the carbon-carbon distances to 1.54±0.005 Å. The anisotropic temperature factors of the carbon atoms were restrained to be nearly isotropic.

Figures

Fig. 1.
ORTEP view showing the coordination mode of the silver with the atom labeling scheme. Ellipsoids are shown at the 30% probability level. Hydrogen atoms and the disordered solvate have been omitted for clarity. [Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) ...
Fig. 2.
OLEX (Dolomanov et al., 2003) representation of the layer structure.

Crystal data

[Ag(C6H4NO2)(C18H15P)]·C2H6OF(000) = 1096
Mr = 538.31Dx = 1.460 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 6635 reflections
a = 15.8026 (10) Åθ = 2.4–28.1°
b = 13.2430 (9) ŵ = 0.92 mm1
c = 12.5483 (8) ÅT = 295 K
β = 111.1937 (9)°Block coated in glue, colorless
V = 2448.4 (3) Å30.40 × 0.20 × 0.05 mm
Z = 4

Data collection

Bruker SMART APEX diffractometer5615 independent reflections
Radiation source: fine-focus sealed tube4111 reflections with I > 2σ(I)
graphiteRint = 0.039
ω scansθmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −20→20
Tmin = 0.711, Tmax = 0.956k = −17→17
22818 measured reflectionsl = −15→16

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.030Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.078H atoms treated by a mixture of independent and constrained refinement
S = 1.06w = 1/[σ2(Fo2) + (0.029P)2 + 1.2212P] where P = (Fo2 + 2Fc2)/3
5615 reflections(Δ/σ)max = 0.002
308 parametersΔρmax = 0.41 e Å3
29 restraintsΔρmin = −0.31 e Å3

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

xyzUiso*/UeqOcc. (<1)
Ag10.614660 (14)0.443563 (16)0.564182 (18)0.03977 (8)
P10.73287 (5)0.49413 (6)0.50219 (6)0.03698 (17)
O10.53235 (13)0.57005 (15)0.61834 (16)0.0421 (5)
O20.63385 (16)0.54142 (18)0.79082 (19)0.0636 (7)
O30.7823 (2)0.4374 (3)0.9329 (3)0.1018 (11)
H30.738 (3)0.473 (4)0.895 (4)0.16 (3)*
N10.44392 (15)0.81511 (17)0.8642 (2)0.0396 (5)
C10.83757 (19)0.4219 (2)0.5607 (3)0.0444 (7)
C20.9230 (2)0.4634 (3)0.5938 (3)0.0674 (10)
H20.92960.53240.58540.081*
C30.9994 (2)0.4033 (4)0.6393 (4)0.0864 (13)
H3A1.05680.43220.66160.104*
C40.9907 (3)0.3027 (4)0.6516 (4)0.0881 (14)
H41.04220.26290.68320.106*
C50.9073 (3)0.2598 (3)0.6181 (4)0.0944 (15)
H50.90150.19040.62430.113*
C60.8307 (2)0.3198 (3)0.5748 (4)0.0725 (11)
H60.77360.29040.55480.087*
C70.70310 (19)0.4873 (2)0.3475 (2)0.0392 (6)
C80.6256 (2)0.5381 (2)0.2796 (3)0.0491 (8)
H80.59230.57520.31370.059*
C90.5973 (2)0.5339 (3)0.1614 (3)0.0621 (9)
H90.54570.56880.11650.075*
C100.6454 (3)0.4787 (3)0.1113 (3)0.0681 (10)
H100.62620.47550.03200.082*
C110.7216 (3)0.4281 (3)0.1764 (3)0.0686 (11)
H110.75380.39050.14130.082*
C120.7516 (2)0.4323 (3)0.2954 (3)0.0550 (8)
H120.80400.39820.33940.066*
C130.76577 (18)0.6258 (2)0.5340 (2)0.0401 (6)
C140.8048 (2)0.6813 (3)0.4702 (3)0.0565 (8)
H140.81700.65060.41070.068*
C150.8260 (3)0.7820 (3)0.4944 (3)0.0705 (10)
H150.85280.81830.45150.085*
C160.8079 (3)0.8284 (3)0.5804 (3)0.0680 (10)
H160.82140.89650.59550.082*
C170.7698 (2)0.7747 (3)0.6445 (3)0.0633 (10)
H170.75780.80650.70360.076*
C180.7487 (2)0.6734 (3)0.6226 (3)0.0500 (8)
H180.72320.63740.66720.060*
C190.56739 (18)0.5860 (2)0.7242 (2)0.0368 (6)
C200.52434 (17)0.6678 (2)0.7719 (2)0.0329 (6)
C210.44917 (19)0.7210 (2)0.7046 (2)0.0408 (7)
H210.42400.70830.62650.049*
C220.41135 (19)0.7928 (2)0.7527 (3)0.0451 (7)
H220.36060.82770.70530.054*
C230.5173 (2)0.7646 (2)0.9290 (2)0.0442 (7)
H230.54160.77921.00670.053*
C240.55900 (19)0.6919 (2)0.8871 (2)0.0421 (7)
H240.61040.65900.93590.051*
C250.8216 (4)0.4024 (7)0.8541 (5)0.075 (3)0.596 (11)
H25A0.78980.43000.77850.090*0.596 (11)
H25B0.81970.32930.84940.090*0.596 (11)
C260.9193 (4)0.4398 (7)0.9016 (7)0.166 (6)0.596 (11)
H26A0.95050.41790.85280.248*0.596 (11)
H26B0.94920.41290.97700.248*0.596 (11)
H26C0.91980.51220.90510.248*0.596 (11)
C25'0.8433 (5)0.4584 (7)0.8721 (8)0.118 (6)0.404 (11)
H25C0.80870.47790.79390.142*0.404 (11)
H25D0.88390.51340.90890.142*0.404 (11)
C26'0.8952 (4)0.3674 (7)0.8736 (11)0.172 (9)0.404 (11)
H26D0.92530.34560.95120.259*0.404 (11)
H26E0.93960.38140.83980.259*0.404 (11)
H26F0.85510.31520.83100.259*0.404 (11)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ag10.04098 (12)0.04309 (13)0.04407 (13)0.00077 (10)0.02597 (10)0.00367 (10)
P10.0358 (3)0.0432 (4)0.0369 (4)−0.0001 (3)0.0191 (3)0.0016 (3)
O10.0466 (11)0.0507 (13)0.0322 (11)0.0068 (9)0.0181 (9)−0.0047 (9)
O20.0622 (14)0.0722 (16)0.0456 (13)0.0335 (12)0.0066 (11)−0.0037 (11)
O30.095 (2)0.137 (3)0.0668 (19)0.046 (2)0.0219 (18)0.0116 (19)
N10.0423 (13)0.0414 (14)0.0388 (13)−0.0001 (10)0.0189 (11)−0.0078 (11)
C10.0389 (15)0.054 (2)0.0441 (17)0.0064 (13)0.0191 (13)0.0031 (14)
C20.0427 (18)0.077 (3)0.084 (3)0.0021 (17)0.0237 (18)0.014 (2)
C30.0393 (19)0.108 (4)0.111 (4)0.004 (2)0.025 (2)0.011 (3)
C40.052 (2)0.099 (4)0.106 (4)0.027 (2)0.019 (2)0.011 (3)
C50.069 (3)0.066 (3)0.136 (4)0.015 (2)0.021 (3)0.013 (3)
C60.0487 (19)0.058 (2)0.101 (3)0.0035 (17)0.016 (2)0.006 (2)
C70.0427 (15)0.0412 (16)0.0409 (16)−0.0083 (12)0.0238 (13)−0.0022 (13)
C80.0466 (16)0.060 (2)0.0435 (18)−0.0016 (14)0.0200 (14)−0.0002 (15)
C90.061 (2)0.075 (3)0.046 (2)−0.0075 (18)0.0134 (17)0.0058 (17)
C100.089 (3)0.075 (3)0.043 (2)−0.022 (2)0.027 (2)−0.0057 (19)
C110.094 (3)0.073 (3)0.055 (2)0.000 (2)0.047 (2)−0.0152 (19)
C120.060 (2)0.059 (2)0.055 (2)0.0043 (16)0.0310 (17)−0.0039 (16)
C130.0395 (15)0.0447 (17)0.0369 (15)−0.0006 (12)0.0148 (12)0.0000 (13)
C140.071 (2)0.052 (2)0.056 (2)−0.0092 (17)0.0343 (18)−0.0025 (16)
C150.085 (3)0.057 (2)0.074 (3)−0.018 (2)0.034 (2)0.001 (2)
C160.067 (2)0.051 (2)0.072 (3)−0.0088 (18)0.008 (2)−0.0078 (19)
C170.062 (2)0.070 (2)0.050 (2)0.0034 (18)0.0113 (17)−0.0216 (18)
C180.0452 (17)0.061 (2)0.0399 (17)0.0009 (15)0.0113 (14)−0.0038 (15)
C190.0396 (15)0.0380 (15)0.0366 (16)0.0031 (12)0.0182 (13)−0.0003 (12)
C200.0352 (13)0.0352 (14)0.0310 (14)0.0009 (11)0.0152 (11)−0.0012 (11)
C210.0433 (15)0.0465 (17)0.0308 (15)0.0056 (13)0.0113 (12)−0.0043 (12)
C220.0417 (15)0.0503 (18)0.0394 (17)0.0118 (13)0.0101 (13)−0.0030 (14)
C230.0508 (17)0.0498 (18)0.0311 (15)−0.0003 (14)0.0137 (13)−0.0085 (13)
C240.0417 (15)0.0491 (18)0.0329 (15)0.0093 (13)0.0103 (12)−0.0016 (13)
C250.067 (4)0.092 (6)0.068 (4)0.020 (4)0.025 (3)−0.011 (4)
C260.146 (8)0.201 (10)0.167 (9)−0.028 (7)0.078 (7)−0.039 (7)
C25'0.121 (10)0.111 (9)0.106 (9)0.028 (7)0.020 (7)−0.031 (7)
C26'0.187 (13)0.184 (13)0.151 (11)0.003 (9)0.068 (9)−0.019 (9)

Geometric parameters (Å, °)

Ag1—P12.3651 (7)C11—H110.9300
Ag1—O12.3662 (18)C12—H120.9300
Ag1—O1i2.6131 (19)C13—C141.386 (4)
Ag1—N1ii2.271 (2)C13—C181.387 (4)
P1—C11.820 (3)C14—C151.381 (5)
P1—C131.822 (3)C14—H140.9300
P1—C71.827 (3)C15—C161.359 (5)
O1—C191.259 (3)C15—H150.9300
O2—C191.231 (3)C16—C171.366 (5)
O3—C251.423 (4)C16—H160.9300
O3—C25'1.457 (5)C17—C181.386 (5)
O3—H30.84 (5)C17—H170.9300
N1—C231.331 (4)C18—H180.9300
N1—C221.338 (3)C19—C201.512 (4)
N1—Ag1iii2.271 (2)C20—C211.377 (4)
C1—C61.373 (5)C20—C241.385 (4)
C1—C21.375 (4)C21—C221.374 (4)
C2—C31.384 (5)C21—H210.9300
C2—H20.9300C22—H220.9300
C3—C41.354 (6)C23—C241.374 (4)
C3—H3A0.9300C23—H230.9300
C4—C51.356 (6)C24—H240.9300
C4—H40.9300C25—C261.523 (5)
C5—C61.383 (5)C25—H25A0.9700
C5—H50.9300C25—H25B0.9700
C6—H60.9300C26—H26A0.9600
C7—C121.381 (4)C26—H26B0.9600
C7—C81.387 (4)C26—H26C0.9600
C8—C91.387 (5)C25'—C26'1.4538
C8—H80.9300C25'—H25C0.9700
C9—C101.361 (5)C25'—H25D0.9700
C9—H90.9300C26'—H26D0.9600
C10—C111.362 (5)C26'—H26E0.9600
C10—H100.9300C26'—H26F0.9600
C11—C121.394 (5)
N1ii—Ag1—P1145.63 (6)C14—C13—C18118.6 (3)
N1ii—Ag1—O194.11 (8)C14—C13—P1122.2 (2)
P1—Ag1—O1118.40 (5)C18—C13—P1119.2 (2)
N1ii—Ag1—O1i86.25 (7)C15—C14—C13120.6 (3)
P1—Ag1—O1i106.79 (5)C15—C14—H14119.7
O1—Ag1—O1i83.90 (6)C13—C14—H14119.7
C1—P1—C13105.57 (14)C16—C15—C14120.5 (4)
C1—P1—C7104.47 (13)C16—C15—H15119.8
C13—P1—C7102.95 (13)C14—C15—H15119.8
C1—P1—Ag1115.44 (10)C15—C16—C17119.7 (4)
C13—P1—Ag1113.30 (9)C15—C16—H16120.1
C7—P1—Ag1113.88 (9)C17—C16—H16120.1
C19—O1—Ag1110.15 (16)C16—C17—C18120.9 (3)
C25—O3—H3106 (4)C16—C17—H17119.6
C25'—O3—H3100 (4)C18—C17—H17119.6
C23—N1—C22116.7 (2)C17—C18—C13119.8 (3)
C23—N1—Ag1iii121.66 (18)C17—C18—H18120.1
C22—N1—Ag1iii121.41 (19)C13—C18—H18120.1
C6—C1—C2117.9 (3)O2—C19—O1125.3 (3)
C6—C1—P1117.8 (2)O2—C19—C20118.1 (2)
C2—C1—P1124.2 (3)O1—C19—C20116.7 (2)
C1—C2—C3120.6 (4)C21—C20—C24116.8 (2)
C1—C2—H2119.7C21—C20—C19122.3 (2)
C3—C2—H2119.7C24—C20—C19120.9 (2)
C4—C3—C2120.2 (4)C22—C21—C20120.0 (3)
C4—C3—H3A119.9C22—C21—H21120.0
C2—C3—H3A119.9C20—C21—H21120.0
C3—C4—C5120.3 (4)N1—C22—C21123.2 (3)
C3—C4—H4119.9N1—C22—H22118.4
C5—C4—H4119.9C21—C22—H22118.4
C4—C5—C6119.7 (4)N1—C23—C24123.4 (3)
C4—C5—H5120.2N1—C23—H23118.3
C6—C5—H5120.2C24—C23—H23118.3
C1—C6—C5121.2 (4)C23—C24—C20119.8 (3)
C1—C6—H6119.4C23—C24—H24120.1
C5—C6—H6119.4C20—C24—H24120.1
C12—C7—C8118.9 (3)O3—C25—C26104.9 (5)
C12—C7—P1123.7 (2)O3—C25—H25A110.8
C8—C7—P1117.4 (2)C26—C25—H25A110.8
C7—C8—C9120.6 (3)O3—C25—H25B110.8
C7—C8—H8119.7C26—C25—H25B110.8
C9—C8—H8119.7H25A—C25—H25B108.8
C10—C9—C8119.8 (4)C26'—C25'—O3108.2 (7)
C10—C9—H9120.1C26'—C25'—H25C110.1
C8—C9—H9120.1O3—C25'—H25C110.1
C9—C10—C11120.4 (3)C26'—C25'—H25D110.1
C9—C10—H10119.8O3—C25'—H25D110.1
C11—C10—H10119.8H25C—C25'—H25D108.4
C10—C11—C12120.6 (3)C25'—C26'—H26D109.5
C10—C11—H11119.7C25'—C26'—H26E109.5
C12—C11—H11119.7H26D—C26'—H26E109.5
C7—C12—C11119.7 (3)C25'—C26'—H26F109.5
C7—C12—H12120.2H26D—C26'—H26F109.5
C11—C12—H12120.2H26E—C26'—H26F109.5
N1ii—Ag1—P1—C1−23.79 (16)C9—C10—C11—C12−0.2 (6)
O1—Ag1—P1—C1135.40 (12)C8—C7—C12—C11−0.6 (5)
O1i—Ag1—P1—C1−132.48 (12)P1—C7—C12—C11177.4 (3)
N1ii—Ag1—P1—C13−145.70 (14)C10—C11—C12—C70.7 (6)
O1—Ag1—P1—C1313.50 (11)C1—P1—C13—C1478.6 (3)
O1i—Ag1—P1—C13105.62 (11)C7—P1—C13—C14−30.7 (3)
N1ii—Ag1—P1—C797.08 (15)Ag1—P1—C13—C14−154.1 (2)
O1—Ag1—P1—C7−103.72 (12)C1—P1—C13—C18−103.5 (2)
O1i—Ag1—P1—C7−11.60 (12)C7—P1—C13—C18147.2 (2)
N1ii—Ag1—O1—C1975.80 (19)Ag1—P1—C13—C1823.8 (3)
P1—Ag1—O1—C19−92.60 (18)C18—C13—C14—C15−0.2 (5)
O1i—Ag1—O1—C19161.6 (2)P1—C13—C14—C15177.7 (3)
C13—P1—C1—C6163.9 (3)C13—C14—C15—C16−0.7 (6)
C7—P1—C1—C6−87.9 (3)C14—C15—C16—C171.0 (6)
Ag1—P1—C1—C637.9 (3)C15—C16—C17—C18−0.4 (6)
C13—P1—C1—C2−14.8 (3)C16—C17—C18—C13−0.5 (5)
C7—P1—C1—C293.4 (3)C14—C13—C18—C170.8 (4)
Ag1—P1—C1—C2−140.8 (3)P1—C13—C18—C17−177.2 (2)
C6—C1—C2—C30.2 (6)Ag1—O1—C19—O2−1.2 (4)
P1—C1—C2—C3178.9 (3)Ag1—O1—C19—C20177.99 (18)
C1—C2—C3—C40.2 (7)O2—C19—C20—C21−179.2 (3)
C2—C3—C4—C50.8 (8)O1—C19—C20—C211.6 (4)
C3—C4—C5—C6−2.2 (8)O2—C19—C20—C240.3 (4)
C2—C1—C6—C5−1.6 (6)O1—C19—C20—C24−179.0 (3)
P1—C1—C6—C5179.6 (4)C24—C20—C21—C22−1.0 (4)
C4—C5—C6—C12.6 (7)C19—C20—C21—C22178.4 (3)
C1—P1—C7—C123.2 (3)C23—N1—C22—C210.8 (4)
C13—P1—C7—C12113.3 (3)Ag1iii—N1—C22—C21174.9 (2)
Ag1—P1—C7—C12−123.6 (2)C20—C21—C22—N10.0 (5)
C1—P1—C7—C8−178.8 (2)C22—N1—C23—C24−0.7 (4)
C13—P1—C7—C8−68.7 (2)Ag1iii—N1—C23—C24−174.7 (2)
Ag1—P1—C7—C854.3 (2)N1—C23—C24—C20−0.4 (5)
C12—C7—C8—C9−0.1 (5)C21—C20—C24—C231.2 (4)
P1—C7—C8—C9−178.2 (2)C19—C20—C24—C23−178.3 (3)
C7—C8—C9—C100.7 (5)C25'—O3—C25—C2638.5 (4)
C8—C9—C10—C11−0.5 (6)C25—O3—C25'—C26'−41.6 (7)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, y−1/2, −z+3/2; (iii) −x+1, y+1/2, −z+3/2.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O3—H3···O20.84 (5)1.92 (5)2.749 (4)172 (6)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DN2530).

References

  • Bruker (2008). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
  • Dolomanov, O. V., Blake, A. J., Champness, N. R. & Schröder, M. (2003). J. Appl. Cryst.36, 1283–1284.
  • Ng, S. W. & Othman, A. H. (1995). Z. Kristallogr.210, 674–675.
  • Ng, S. W. & Othman, A. H. (1997). Acta Cryst. C53, 1396–1400.
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Spek, A. L. (2009). Acta Cryst. D65, 148–155. [PMC free article] [PubMed]
  • Westrip, S. P. (2010). publCIF In preparation.
  • Yang, Y.-Y., Huang, Z.-Q., Ouyang, G.-F. & Ng, S. W. (2004). Acta Cryst. E60, m1158–m1159.

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