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Acta Crystallogr Sect E Struct Rep Online. 2010 January 1; 66(Pt 1): m3.
Published online 2009 December 4. doi:  10.1107/S1600536809051459
PMCID: PMC2980267

Bis(2-phenyl-1H-imidazole-κN 3)silver(I) nitrate

Abstract

The asymmetric unit of the title compound, [Ag(C9H8N2)2]NO3, contains one complete [Ag(C9H8N2)2]+ cation and two half-cations (with the other halves generated through inversion) and two NO3 anions. Each AgI ion shows a linear AgN2 coordination. The ions are linked by N—H(...)O hydrogen bonds.

Related literature

For general background to 2-phenyl­imidazole, see: Liu et al. (2008 [triangle]); Yang et al. (2008 [triangle]).

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Object name is e-66-000m3-scheme1.jpg

Experimental

Crystal data

  • [Ag(C9H8N2)2]NO3
  • M r = 458.23
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-000m3-efi1.jpg
  • a = 9.209 (5) Å
  • b = 9.274 (5) Å
  • c = 23.137 (5) Å
  • α = 88.307 (5)°
  • β = 80.976 (5)°
  • γ = 72.369 (5)°
  • V = 1859.5 (15) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.11 mm−1
  • T = 293 K
  • 0.31 × 0.28 × 0.22 mm

Data collection

  • Oxford Diffraction Gemini R Ultra diffractometer
  • Absorption correction: multi-scan (CrysAlis; Oxford Diffraction, 2006 [triangle]) T min = 0.62, T max = 0.86
  • 14127 measured reflections
  • 8475 independent reflections
  • 4372 reflections with I > 2σ(I)
  • R int = 0.029

Refinement

  • R[F 2 > 2σ(F 2)] = 0.029
  • wR(F 2) = 0.079
  • S = 0.80
  • 8475 reflections
  • 490 parameters
  • H-atom parameters constrained
  • Δρmax = 0.28 e Å−3
  • Δρmin = −0.43 e Å−3

Data collection: CrysAlis (Oxford Diffraction, 2006 [triangle]); cell refinement: CrysAlis; data reduction: CrysAlis; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809051459/ci2975sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809051459/ci2975Isup2.hkl

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

Acknowledgments

The authors thank Yuncheng University and Jilin University for support.

supplementary crystallographic information

Comment

2-Phenylimidazole, as an important N-containing ligand with excellent coordinating abilities and fruitful aromatic systems, have been extensively used to build supramolecular architectures (Liu et al., 2008; Yang et al., 2008). We report here the synthesis and structure of the title compound, namely, [Ag(C9H8N2)2].2NO3 (I)

The asymmetric unit contains one complete and two halves of centrosymmetric [Ag(C9H8N2)2]+ cations and two NO3- anions. Atoms Ag1 and Ag3 lie on inversion centres. Each AgI ion in the title salt shows a linear coordination. The N—Ag—N angle is exactly 180° (by virtue of the inversion symmetry) for two cations lying across inversion centres and 175.94 (11)° for the cation on general position.

In the crystal structure, the ionic units are linked through N—H···O hydrogen bonds (Table 1)

Experimental

Silver nitrate (0.5 mmol, 0.085 g) and 2-phenylimidazole (0.5 mmol, 0.041 g) in water (20 mmol) was heated at 435 K for 2 d. Then the mixture was slowly cooled to room temperature to obtain colourless single crystals of the title compound (yield: 39%).

Refinement

H atoms were positioned geometrically (N–H = 0.86 Å and C–H = 0.93 Å) and refined as riding, with Uiso(H) = 1.2Ueq(carrier).

Figures

Fig. 1.
The molecular structure of the title compound, showing the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i) -x, -y, 2 - z; (ii) 1 - x, 1 - y, 1 -z]

Crystal data

[Ag(C9H8N2)2]NO3Z = 4
Mr = 458.23F(000) = 920
Triclinic, P1Dx = 1.637 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.209 (5) ÅCell parameters from 8475 reflections
b = 9.274 (5) Åθ = 3.0–29.1°
c = 23.137 (5) ŵ = 1.11 mm1
α = 88.307 (5)°T = 293 K
β = 80.976 (5)°Block, colourless
γ = 72.369 (5)°0.31 × 0.28 × 0.22 mm
V = 1859.5 (15) Å3

Data collection

Oxford Diffraction Gemini R Ultra diffractometer8475 independent reflections
Radiation source: fine-focus sealed tube4372 reflections with I > 2σ(I)
graphiteRint = 0.029
Detector resolution: 10.0 pixels mm-1θmax = 29.1°, θmin = 1.8°
ω scanh = −10→11
Absorption correction: multi-scan (CrysAlis; Oxford Diffraction, 2006)k = −9→11
Tmin = 0.62, Tmax = 0.86l = −23→28
14127 measured reflections

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)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079H-atom parameters constrained
S = 0.80w = 1/[σ2(Fo2) + (0.04P)2] where P = (Fo2 + 2Fc2)/3
8475 reflections(Δ/σ)max = 0.002
490 parametersΔρmax = 0.28 e Å3
0 restraintsΔρmin = −0.43 e Å3

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 (Å2)

xyzUiso*/Ueq
C10.2039 (4)0.7556 (4)0.48467 (13)0.0638 (9)
H10.26110.81030.46220.077*
C20.0492 (4)0.7985 (3)0.49731 (12)0.0594 (8)
H2A−0.01970.88560.48530.071*
C30.1453 (3)0.5807 (3)0.53886 (11)0.0468 (7)
C40.1492 (3)0.4477 (3)0.57426 (12)0.0519 (7)
C50.2697 (4)0.3145 (4)0.56355 (15)0.0728 (10)
H50.35130.30850.53350.087*
C60.2676 (6)0.1892 (4)0.5984 (2)0.1029 (15)
H6A0.34880.10000.59170.123*
C70.1483 (7)0.1965 (5)0.6419 (2)0.1033 (16)
H7A0.14770.11170.66430.124*
C80.0300 (5)0.3259 (5)0.65292 (16)0.0858 (12)
H8−0.05140.32980.68280.103*
C90.0301 (4)0.4525 (4)0.61976 (13)0.0642 (9)
H9−0.05040.54170.62810.077*
C100.5291 (4)0.3440 (4)0.68802 (15)0.0770 (10)
H100.58540.24730.69760.092*
C110.5840 (4)0.4361 (4)0.65051 (14)0.0703 (9)
H110.68330.41560.62970.084*
C120.3411 (3)0.5502 (4)0.68619 (11)0.0531 (8)
C130.1928 (3)0.6666 (4)0.69513 (12)0.0535 (8)
C140.0864 (4)0.6708 (4)0.74507 (13)0.0675 (9)
H140.11120.59990.77410.081*
C15−0.0549 (4)0.7784 (5)0.75202 (16)0.0831 (11)
H15−0.12550.77930.78560.100*
C16−0.0939 (4)0.8843 (5)0.71036 (19)0.0888 (11)
H16−0.19020.95700.71560.107*
C170.0100 (4)0.8830 (4)0.66062 (16)0.0768 (10)
H17−0.01620.95500.63210.092*
C180.1526 (4)0.7756 (4)0.65282 (13)0.0629 (8)
H180.22250.77560.61910.076*
C19−0.0449 (4)0.2333 (4)0.83247 (15)0.0759 (10)
H19−0.10310.33430.83140.091*
C20−0.0945 (4)0.1228 (4)0.86113 (13)0.0665 (9)
H20−0.19080.13360.88320.080*
C210.1440 (3)0.0264 (4)0.81694 (11)0.0513 (7)
C220.2921 (3)−0.0865 (4)0.79868 (11)0.0513 (7)
C230.3918 (4)−0.0679 (4)0.74913 (12)0.0705 (9)
H230.36140.01700.72630.085*
C240.5334 (4)−0.1714 (5)0.73331 (16)0.0876 (12)
H240.5984−0.15610.70030.105*
C250.5795 (4)−0.2975 (5)0.76602 (19)0.0915 (12)
H250.6758−0.36790.75520.110*
C260.4839 (4)−0.3200 (4)0.81467 (17)0.0835 (11)
H260.5155−0.40610.83680.100*
C270.3413 (4)−0.2161 (4)0.83117 (14)0.0657 (9)
H270.2772−0.23270.86430.079*
C280.3155 (4)0.3721 (4)0.88477 (16)0.0765 (10)
H280.30690.46700.86890.092*
C290.4421 (4)0.2525 (4)0.86556 (14)0.0686 (9)
H290.51990.26680.83720.082*
C300.4548 (3)0.1094 (3)0.88841 (12)0.0566 (8)
H300.54040.02780.87510.068*
C310.3391 (3)0.0887 (3)0.93131 (11)0.0431 (7)
C320.2134 (3)0.2126 (3)0.94971 (12)0.0564 (8)
H320.13490.20030.97820.068*
C330.2016 (4)0.3536 (4)0.92696 (15)0.0708 (9)
H330.11660.43580.94020.085*
C340.3518 (3)−0.0615 (3)0.95527 (11)0.0417 (6)
C350.4571 (3)−0.2971 (3)0.97852 (14)0.0644 (9)
H350.5294−0.38990.98310.077*
C360.3034 (3)−0.2594 (3)0.99545 (13)0.0617 (8)
H360.2506−0.32341.01390.074*
O10.2835 (2)0.3113 (3)0.41706 (10)0.0778 (7)
O20.5143 (3)0.1699 (3)0.41170 (11)0.0944 (8)
O30.3276 (3)0.0750 (3)0.43228 (14)0.1103 (10)
O40.1720 (3)0.3963 (3)1.08721 (12)0.0926 (8)
O50.2200 (2)0.1559 (2)1.09430 (9)0.0675 (6)
O6−0.0137 (2)0.2969 (3)1.10375 (11)0.0854 (8)
Ag10.00000.00001.00000.05936 (11)
Ag20.23738 (3)0.30005 (3)0.759780 (12)0.08314 (12)
Ag30.50000.50000.50000.07317 (13)
N10.1033 (3)0.1731 (3)0.80549 (10)0.0642 (7)
N20.0241 (3)−0.0054 (3)0.85106 (10)0.0574 (7)
H20.0239−0.09310.86410.069*
N30.4853 (2)−0.1724 (2)0.95343 (9)0.0512 (6)
H30.5747−0.16560.93870.061*
N40.2370 (2)−0.1122 (3)0.98131 (10)0.0518 (6)
N50.3783 (3)0.4142 (3)0.70973 (11)0.0650 (7)
N60.4661 (3)0.5638 (3)0.64922 (10)0.0579 (7)
H60.46930.64150.62840.069*
N70.0144 (3)0.6876 (3)0.53138 (10)0.0513 (6)
H7−0.07710.68630.54580.062*
N80.2649 (2)0.6190 (3)0.50983 (10)0.0574 (6)
N90.3743 (3)0.1830 (3)0.42040 (11)0.0659 (7)
N100.1257 (3)0.2861 (3)1.09532 (10)0.0595 (7)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
C10.058 (2)0.064 (2)0.069 (2)−0.0259 (18)0.0022 (16)0.0091 (17)
C20.059 (2)0.045 (2)0.074 (2)−0.0155 (16)−0.0115 (15)0.0133 (16)
C30.0399 (17)0.0372 (18)0.0618 (17)−0.0096 (14)−0.0072 (13)−0.0040 (14)
C40.0543 (19)0.040 (2)0.0655 (18)−0.0133 (16)−0.0252 (15)0.0029 (15)
C50.071 (2)0.052 (2)0.093 (2)−0.004 (2)−0.0319 (18)−0.0003 (19)
C60.116 (4)0.042 (3)0.156 (4)−0.002 (2)−0.082 (3)0.006 (3)
C70.134 (4)0.079 (4)0.135 (4)−0.059 (3)−0.091 (3)0.049 (3)
C80.094 (3)0.088 (3)0.099 (3)−0.050 (3)−0.047 (2)0.043 (2)
C90.058 (2)0.057 (2)0.085 (2)−0.0246 (17)−0.0236 (17)0.0221 (17)
C100.071 (2)0.058 (2)0.097 (3)−0.016 (2)−0.011 (2)0.019 (2)
C110.056 (2)0.064 (3)0.088 (2)−0.021 (2)0.0027 (17)0.0080 (19)
C120.059 (2)0.058 (2)0.0521 (17)−0.0357 (17)−0.0021 (14)0.0015 (15)
C130.056 (2)0.059 (2)0.0558 (18)−0.0344 (17)−0.0035 (14)−0.0080 (15)
C140.064 (2)0.081 (3)0.065 (2)−0.035 (2)−0.0042 (16)−0.0037 (17)
C150.060 (2)0.107 (3)0.083 (3)−0.034 (2)0.0069 (19)−0.016 (2)
C160.055 (2)0.086 (3)0.123 (3)−0.018 (2)−0.010 (2)−0.016 (3)
C170.069 (3)0.072 (3)0.094 (3)−0.025 (2)−0.020 (2)0.008 (2)
C180.068 (2)0.064 (2)0.064 (2)−0.0339 (19)−0.0061 (16)0.0019 (17)
C190.066 (2)0.055 (2)0.101 (3)−0.0134 (19)−0.0087 (19)0.0177 (19)
C200.050 (2)0.062 (2)0.083 (2)−0.0173 (18)0.0016 (16)0.0118 (18)
C210.057 (2)0.059 (2)0.0456 (16)−0.0307 (17)−0.0069 (13)0.0079 (14)
C220.0530 (19)0.058 (2)0.0516 (17)−0.0299 (17)−0.0055 (14)−0.0022 (15)
C230.066 (2)0.095 (3)0.0609 (19)−0.044 (2)−0.0032 (16)0.0005 (18)
C240.065 (3)0.125 (4)0.078 (2)−0.046 (3)0.0149 (19)−0.022 (2)
C250.056 (2)0.107 (4)0.110 (3)−0.027 (2)0.005 (2)−0.035 (3)
C260.063 (3)0.069 (3)0.120 (3)−0.022 (2)−0.010 (2)−0.009 (2)
C270.056 (2)0.063 (2)0.081 (2)−0.0279 (18)−0.0015 (17)−0.0055 (19)
C280.076 (3)0.047 (2)0.109 (3)−0.017 (2)−0.031 (2)0.032 (2)
C290.059 (2)0.071 (3)0.082 (2)−0.030 (2)−0.0148 (17)0.0322 (19)
C300.0407 (17)0.049 (2)0.077 (2)−0.0118 (14)−0.0063 (14)0.0159 (16)
C310.0390 (16)0.0395 (18)0.0511 (15)−0.0099 (14)−0.0129 (12)0.0071 (13)
C320.0510 (19)0.045 (2)0.0669 (19)−0.0067 (16)−0.0083 (14)0.0102 (15)
C330.065 (2)0.041 (2)0.100 (3)−0.0046 (17)−0.0170 (19)0.0077 (18)
C340.0305 (15)0.0371 (18)0.0542 (16)−0.0063 (13)−0.0048 (12)0.0033 (13)
C350.0461 (19)0.0358 (19)0.103 (2)−0.0060 (14)−0.0025 (16)0.0210 (17)
C360.0428 (18)0.046 (2)0.091 (2)−0.0145 (15)0.0043 (15)0.0176 (17)
O10.0471 (13)0.0577 (16)0.1129 (17)−0.0039 (12)0.0063 (12)0.0224 (13)
O20.0428 (14)0.0719 (18)0.153 (2)−0.0084 (12)0.0064 (13)0.0407 (15)
O30.0750 (18)0.0600 (18)0.187 (3)−0.0273 (14)0.0146 (17)0.0236 (17)
O40.0644 (16)0.0526 (16)0.157 (2)−0.0223 (13)0.0026 (15)0.0102 (15)
O50.0415 (12)0.0481 (15)0.0978 (15)−0.0010 (11)0.0055 (10)0.0192 (12)
O60.0352 (13)0.0696 (17)0.137 (2)−0.0074 (11)0.0056 (12)0.0374 (14)
Ag10.03255 (18)0.0589 (2)0.0786 (2)−0.00828 (15)0.00271 (14)0.00923 (17)
Ag20.0825 (2)0.0775 (2)0.1007 (2)−0.04617 (16)−0.00935 (15)0.03293 (16)
Ag30.0386 (2)0.0909 (3)0.0795 (2)−0.00848 (19)0.00153 (16)−0.0079 (2)
N10.0682 (18)0.059 (2)0.0698 (16)−0.0283 (15)−0.0077 (13)0.0195 (14)
N20.0552 (16)0.0504 (18)0.0674 (15)−0.0230 (14)0.0002 (12)0.0116 (13)
N30.0310 (13)0.0396 (15)0.0779 (16)−0.0079 (11)−0.0003 (11)0.0112 (12)
N40.0344 (13)0.0409 (16)0.0744 (15)−0.0085 (11)0.0008 (11)0.0086 (12)
N50.0680 (19)0.0603 (19)0.0721 (17)−0.0312 (15)−0.0063 (13)0.0172 (14)
N60.0583 (16)0.0553 (18)0.0618 (15)−0.0250 (15)0.0004 (12)0.0073 (12)
N70.0363 (13)0.0416 (15)0.0731 (15)−0.0106 (12)−0.0039 (11)0.0087 (12)
N80.0415 (14)0.0541 (18)0.0722 (16)−0.0119 (12)−0.0005 (12)−0.0007 (13)
N90.0483 (17)0.060 (2)0.0818 (18)−0.0153 (16)0.0076 (13)0.0171 (15)
N100.0461 (17)0.053 (2)0.0703 (16)−0.0096 (15)0.0040 (12)0.0136 (13)

Geometric parameters (Å, °)

C1—C21.344 (4)C22—C271.392 (4)
C1—N81.374 (4)C22—C231.393 (4)
C1—H10.93C23—C241.367 (5)
C2—N71.362 (3)C23—H230.93
C2—H2A0.93C24—C251.367 (5)
C3—N81.335 (3)C24—H240.93
C3—N71.340 (3)C25—C261.368 (5)
C3—C41.455 (4)C25—H250.93
C4—C51.386 (4)C26—C271.377 (4)
C4—C91.387 (4)C26—H260.93
C5—C61.398 (5)C27—H270.93
C5—H50.93C28—C331.363 (4)
C6—C71.355 (6)C28—C291.368 (4)
C6—H6A0.93C28—H280.93
C7—C81.353 (6)C29—C301.393 (4)
C7—H7A0.93C29—H290.93
C8—C91.384 (4)C30—C311.392 (3)
C8—H80.93C30—H300.93
C9—H90.93C31—C321.382 (4)
C10—C111.349 (4)C31—C341.462 (4)
C10—N51.363 (4)C32—C331.375 (4)
C10—H100.93C32—H320.93
C11—N61.346 (4)C33—H330.93
C11—H110.93C34—N41.337 (3)
C12—N51.326 (4)C34—N31.339 (3)
C12—N61.359 (3)C35—C361.347 (4)
C12—C131.451 (4)C35—N31.355 (3)
C13—C141.386 (4)C35—H350.93
C13—C181.395 (4)C36—N41.369 (4)
C14—C151.368 (5)C36—H360.93
C14—H140.93O1—N91.238 (3)
C15—C161.365 (5)O2—N91.241 (3)
C15—H150.93O3—N91.214 (3)
C16—C171.374 (5)O4—N101.220 (3)
C16—H160.93O5—N101.254 (3)
C17—C181.376 (4)O6—N101.241 (3)
C17—H170.93Ag1—N4i2.095 (2)
C18—H180.93Ag1—N42.095 (2)
C19—C201.359 (4)Ag2—N12.104 (2)
C19—N11.362 (4)Ag2—N52.106 (2)
C19—H190.93Ag3—N8ii2.090 (2)
C20—N21.346 (4)Ag3—N82.090 (2)
C20—H200.93N2—H20.86
C21—N11.328 (4)N3—H30.86
C21—N21.356 (3)N6—H60.86
C21—C221.455 (4)N7—H70.86
C2—C1—N8109.9 (3)C23—C24—H24120.0
C2—C1—H1125.1C24—C25—C26120.0 (4)
N8—C1—H1125.1C24—C25—H25120.0
C1—C2—N7105.6 (3)C26—C25—H25120.0
C1—C2—H2A127.2C25—C26—C27120.5 (4)
N7—C2—H2A127.2C25—C26—H26119.8
N8—C3—N7109.0 (2)C27—C26—H26119.8
N8—C3—C4127.6 (3)C26—C27—C22120.6 (3)
N7—C3—C4123.4 (2)C26—C27—H27119.7
C5—C4—C9118.6 (3)C22—C27—H27119.7
C5—C4—C3121.5 (3)C33—C28—C29120.7 (3)
C9—C4—C3119.9 (3)C33—C28—H28119.6
C4—C5—C6119.4 (4)C29—C28—H28119.6
C4—C5—H5120.3C28—C29—C30120.0 (3)
C6—C5—H5120.3C28—C29—H29120.0
C7—C6—C5120.7 (4)C30—C29—H29120.0
C7—C6—H6A119.7C31—C30—C29119.8 (3)
C5—C6—H6A119.7C31—C30—H30120.1
C8—C7—C6120.6 (4)C29—C30—H30120.1
C8—C7—H7A119.7C32—C31—C30118.3 (3)
C6—C7—H7A119.7C32—C31—C34121.7 (2)
C7—C8—C9120.1 (4)C30—C31—C34120.0 (2)
C7—C8—H8120.0C33—C32—C31121.6 (3)
C9—C8—H8120.0C33—C32—H32119.2
C8—C9—C4120.7 (3)C31—C32—H32119.2
C8—C9—H9119.7C28—C33—C32119.5 (3)
C4—C9—H9119.7C28—C33—H33120.2
C11—C10—N5109.6 (3)C32—C33—H33120.2
C11—C10—H10125.2N4—C34—N3109.0 (2)
N5—C10—H10125.2N4—C34—C31127.2 (2)
N6—C11—C10106.1 (3)N3—C34—C31123.8 (2)
N6—C11—H11127.0C36—C35—N3106.1 (2)
C10—C11—H11127.0C36—C35—H35126.9
N5—C12—N6108.5 (3)N3—C35—H35126.9
N5—C12—C13127.8 (3)C35—C36—N4109.4 (2)
N6—C12—C13123.7 (3)C35—C36—H36125.3
C14—C13—C18118.3 (3)N4—C36—H36125.3
C14—C13—C12121.2 (3)N4i—Ag1—N4180
C18—C13—C12120.5 (3)N1—Ag2—N5175.94 (11)
C15—C14—C13120.5 (3)N8ii—Ag3—N8180
C15—C14—H14119.8C21—N1—C19106.7 (2)
C13—C14—H14119.8C21—N1—Ag2128.9 (2)
C16—C15—C14121.0 (3)C19—N1—Ag2124.3 (2)
C16—C15—H15119.5C20—N2—C21108.8 (3)
C14—C15—H15119.5C20—N2—H2125.6
C15—C16—C17119.6 (4)C21—N2—H2125.6
C15—C16—H16120.2C34—N3—C35109.1 (2)
C17—C16—H16120.2C34—N3—H3125.4
C16—C17—C18120.2 (3)C35—N3—H3125.4
C16—C17—H17119.9C34—N4—C36106.4 (2)
C18—C17—H17119.9C34—N4—Ag1129.74 (18)
C17—C18—C13120.4 (3)C36—N4—Ag1123.83 (18)
C17—C18—H18119.8C12—N5—C10106.9 (2)
C13—C18—H18119.8C12—N5—Ag2130.1 (2)
C20—C19—N1109.5 (3)C10—N5—Ag2122.3 (2)
C20—C19—H19125.3C11—N6—C12108.9 (3)
N1—C19—H19125.3C11—N6—H6125.5
N2—C20—C19106.0 (3)C12—N6—H6125.5
N2—C20—H20127.0C3—N7—C2109.3 (2)
C19—C20—H20127.0C3—N7—H7125.4
N1—C21—N2109.0 (3)C2—N7—H7125.4
N1—C21—C22127.8 (3)C3—N8—C1106.2 (2)
N2—C21—C22123.2 (3)C3—N8—Ag3129.2 (2)
C27—C22—C23117.4 (3)C1—N8—Ag3124.61 (19)
C27—C22—C21120.9 (3)O3—N9—O1121.0 (3)
C23—C22—C21121.6 (3)O3—N9—O2121.6 (3)
C24—C23—C22121.5 (3)O1—N9—O2117.4 (3)
C24—C23—H23119.2O4—N10—O6122.3 (3)
C22—C23—H23119.2O4—N10—O5120.1 (3)
C25—C24—C23120.0 (3)O6—N10—O5117.6 (3)
C25—C24—H24120.0

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

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N2—H2···O6i0.862.032.893 (3)178
N3—H3···O5iii0.861.952.812 (3)178
N6—H6···O2ii0.861.992.846 (3)173
N7—H7···O1iv0.861.952.812 (3)177

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2975).

References

  • Liu, Y.-Y., Ma, J.-F., Yang, J., Ma, J.-C. & Ping, G.-J. (2008). CrystEngComm, 10, 565–572.
  • Oxford Diffraction (2006). CrysAlis Oxford Diffraction Ltd, Abingdon, England.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Yang, J., Ma, J.-F., Batten, S. R. & Su, Z.-M. (2008). Chem. Commun. pp. 2233–2235. [PubMed]

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