Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean
(C-C) = 0.010 Å
- R factor = 0.044
- wR factor = 0.129
- Data-to-parameter ratio = 12.1
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C22
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C44
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT434_ALERT_2_B Short Inter HL..HL Contact F2 .. F5 . 2.59 Ang.
| Author Response: It represents a normal although quite short halogen...halogen contact
(see main text).
|
Alert level C
PLAT213_ALERT_2_C Atom F1 has ADP max/min Ratio ..... 3.1 prola
PLAT234_ALERT_4_C Large Hirshfeld Difference F2 -- C22 .. 0.18 Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference F3 -- C22 .. 0.18 Ang.
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C16
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O3
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for N14
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C23
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C34
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C13
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C15
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C21
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C24
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C33
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C35
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C43
| Author Response: The high U(eq) value compared to neighbors for
the C22 and C44 atoms of the trifluoroacetate can be ascribed to the large
thermal vibration of the tail of the anion at room temperature.
|
PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.0105 Ang
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 25.01
From the CIF: _reflns_number_total 7881
Count of symmetry unique reflns 4393
Completeness (_total/calc) 179.40%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 3488
Fraction of Friedel pairs measured 0.794
Are heavy atom types Z>Si present yes
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 8
PLAT005_ALERT_5_G No _iucr_refine_instructions_details in CIF .... ?
PLAT371_ALERT_2_G Long C(sp2)-C(sp1) Bond C2 - C10 ... 1.44 Ang.
PLAT371_ALERT_2_G Long C(sp2)-C(sp1) Bond C13 - C20 ... 1.45 Ang.
PLAT371_ALERT_2_G Long C(sp2)-C(sp1) Bond C24 - C32 ... 1.44 Ang.
PLAT371_ALERT_2_G Long C(sp2)-C(sp1) Bond C35 - C42 ... 1.46 Ang.
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 10
PLAT909_ALERT_3_G Percentage of Observed Data at Theta(Max) still 45 Perc.
0 ALERT level A = Most likely a serious problem - resolve or explain
3 ALERT level B = A potentially serious problem, consider carefully
16 ALERT level C = Check. Ensure it is not caused by an omission or oversight
9 ALERT level G = General information/check it is not something unexpected
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
21 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
1 ALERT type 5 Informative message, check
The 5-(2-pyridyl)-2-cyanopyrazine was obtained from a commercial source. This
ligand (36.2 mg, 0.2 mmol) and AgCF3CO2 (22 mg, 0.1 mmol) were mixed and
dissolved in 5 ml of acetonitrile with stirring at room temperature, giving a
clear solution. After 2 hours, this solution was filtered, and the clear
filtrate was allowed to stand for about 3 weeks, yielding yellow block-like
crystals (32.8 mg, 56% yeild).
All the H atoms were discernible in the difference electron density maps.
Nevertheless, the hydrogen atoms were placed in idealized positions and
allowed to ride on the carrier atoms, with C—H = 0.93 Å and
Uiso(H) = 1.2Ueq(C). The high Ueq value compared to
neighbors for the C22 and C44 atoms of the trifluoroacetate ligand can be
ascribed to the large thermal vibration of the tail of the anion at room
temperature.
Data collection: APEX2 (Bruker 2007); cell refinement: APEX2 and SAINT (Bruker 2007); data reduction: SAINT (Bruker 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).
Bis[5-(pyridin-2-yl)pyrazine-2-carbonitrile-
κ2N4,
N5]
(trifluoroacetato-
κO)silver(I)
top
Crystal data top
[Ag(C10H6N4)2(C2F3O2)] | F(000) = 2320 |
Mr = 585.27 | Dx = 1.740 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 254 reflections |
a = 12.5237 (16) Å | θ = 1.6–25.0° |
b = 14.9638 (18) Å | µ = 0.97 mm−1 |
c = 23.845 (3) Å | T = 298 K |
V = 4468.6 (10) Å3 | Block, yellow |
Z = 8 | 0.41 × 0.31 × 0.29 mm |
Data collection top
Bruker APEXII CCD area detector diffractometer | 7881 independent reflections |
Radiation source: fine-focus sealed tube | 6180 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ω–scans | θmax = 25.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2007) | h = −14→9 |
Tmin = 0.861, Tmax = 1.000 | k = −17→17 |
24472 measured reflections | l = −27→28 |
Refinement top
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)] = 0.044 | H-atom parameters constrained |
wR(F2) = 0.129 | w = 1/[σ2(Fo2) + (0.0674P)2 + 4.5918P] P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.005 |
7881 reflections | Δρmax = 0.97 e Å−3 |
649 parameters | Δρmin = −0.64 e Å−3 |
10 restraints | Absolute structure: Flack (1983), 3488 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.10 (4) |
Crystal data top
[Ag(C10H6N4)2(C2F3O2)] | V = 4468.6 (10) Å3 |
Mr = 585.27 | Z = 8 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 12.5237 (16) Å | µ = 0.97 mm−1 |
b = 14.9638 (18) Å | T = 298 K |
c = 23.845 (3) Å | 0.41 × 0.31 × 0.29 mm |
Data collection top
Bruker APEXII CCD area detector diffractometer | 7881 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2007) | 6180 reflections with I > 2σ(I) |
Tmin = 0.861, Tmax = 1.000 | Rint = 0.035 |
24472 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.044 | H-atom parameters constrained |
wR(F2) = 0.129 | Δρmax = 0.97 e Å−3 |
S = 1.02 | Δρmin = −0.64 e Å−3 |
7881 reflections | Absolute structure: Flack (1983), 3488 Friedel pairs |
649 parameters | Absolute structure parameter: −0.10 (4) |
10 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds 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 > 2sigma(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 | x | y | z | Uiso*/Ueq | |
Ag1 | 0.26811 (4) | 0.58972 (3) | 0.15292 (2) | 0.05751 (16) | |
N1 | 0.1564 (4) | 0.6017 (4) | 0.2421 (2) | 0.0516 (13) | |
N2 | 0.0587 (5) | 0.6226 (5) | 0.3462 (3) | 0.0758 (17) | |
N3 | 0.3706 (4) | 0.6293 (4) | 0.2287 (2) | 0.0527 (14) | |
N4 | −0.1913 (6) | 0.5499 (5) | 0.3209 (3) | 0.093 (2) | |
N5 | 0.3874 (5) | 0.6246 (6) | 0.0607 (2) | 0.079 (2) | |
N6 | 0.4762 (5) | 0.6152 (6) | −0.0451 (3) | 0.085 (2) | |
N7 | 0.1688 (5) | 0.6166 (5) | 0.0750 (2) | 0.0601 (16) | |
N8 | 0.7394 (5) | 0.6236 (7) | −0.0189 (3) | 0.109 (3) | |
O1 | 0.2973 (3) | 0.4296 (3) | 0.1556 (3) | 0.0661 (12) | |
O2 | 0.1194 (4) | 0.4314 (3) | 0.1498 (3) | 0.0742 (14) | |
C1 | 0.0527 (5) | 0.5835 (5) | 0.2491 (3) | 0.0551 (16) | |
H1A | 0.0121 | 0.5654 | 0.2185 | 0.066* | |
C2 | 0.0051 (5) | 0.5914 (5) | 0.3012 (3) | 0.0559 (17) | |
C3 | 0.1610 (7) | 0.6397 (6) | 0.3375 (3) | 0.072 (2) | |
H3A | 0.2015 | 0.6602 | 0.3676 | 0.087* | |
C4 | 0.2113 (6) | 0.6289 (4) | 0.2861 (3) | 0.0503 (16) | |
C5 | 0.3309 (6) | 0.6352 (5) | 0.2808 (3) | 0.0512 (16) | |
C6 | 0.3954 (7) | 0.6446 (6) | 0.3270 (3) | 0.074 (2) | |
H6A | 0.3657 | 0.6523 | 0.3624 | 0.089* | |
C7 | 0.5039 (7) | 0.6426 (7) | 0.3203 (3) | 0.088 (3) | |
H7A | 0.5490 | 0.6474 | 0.3512 | 0.106* | |
C8 | 0.5444 (7) | 0.6337 (6) | 0.2682 (4) | 0.080 (3) | |
H8A | 0.6178 | 0.6304 | 0.2627 | 0.096* | |
C9 | 0.4753 (6) | 0.6294 (6) | 0.2234 (3) | 0.069 (2) | |
H9A | 0.5041 | 0.6265 | 0.1874 | 0.083* | |
C10 | −0.1049 (6) | 0.5672 (5) | 0.3110 (3) | 0.069 (2) | |
C11 | 0.3254 (5) | 0.6217 (5) | 0.0158 (3) | 0.0561 (18) | |
C12 | 0.3730 (6) | 0.6163 (7) | −0.0363 (3) | 0.081 (3) | |
H12A | 0.3285 | 0.6133 | −0.0675 | 0.098* | |
C13 | 0.5371 (6) | 0.6203 (6) | 0.0005 (3) | 0.067 (2) | |
C14 | 0.4929 (6) | 0.6226 (7) | 0.0529 (3) | 0.086 (3) | |
H14A | 0.5377 | 0.6227 | 0.0840 | 0.103* | |
C15 | 0.2073 (6) | 0.6224 (5) | 0.0227 (3) | 0.0508 (16) | |
C16 | 0.1397 (7) | 0.6286 (7) | −0.0234 (3) | 0.084 (3) | |
H16A | 0.1672 | 0.6347 | −0.0594 | 0.100* | |
C17 | 0.0316 (6) | 0.6256 (8) | −0.0145 (3) | 0.084 (3) | |
H17A | −0.0151 | 0.6285 | −0.0448 | 0.101* | |
C18 | −0.0068 (6) | 0.6185 (6) | 0.0383 (3) | 0.074 (2) | |
H18A | −0.0799 | 0.6163 | 0.0452 | 0.089* | |
C19 | 0.0659 (6) | 0.6145 (7) | 0.0814 (3) | 0.074 (2) | |
H19A | 0.0394 | 0.6100 | 0.1177 | 0.089* | |
C20 | 0.6515 (6) | 0.6222 (7) | −0.0092 (3) | 0.079 (2) | |
C21 | 0.2075 (5) | 0.3957 (4) | 0.1521 (3) | 0.0519 (14) | |
C22 | 0.2084 (5) | 0.2977 (5) | 0.1513 (4) | 0.0630 (17) | |
F1 | 0.1244 (6) | 0.2588 (4) | 0.1377 (5) | 0.237 (7) | |
F2 | 0.2200 (12) | 0.2641 (5) | 0.1986 (3) | 0.257 (8) | |
F3 | 0.2781 (8) | 0.2573 (4) | 0.1263 (5) | 0.224 (6) | |
Ag2 | 0.28673 (4) | −0.10754 (3) | 0.34638 (2) | 0.05706 (16) | |
N9 | 0.1721 (5) | −0.1347 (5) | 0.4381 (2) | 0.074 (2) | |
N10 | 0.0807 (5) | −0.1065 (5) | 0.5421 (2) | 0.0752 (19) | |
N11 | 0.3892 (5) | −0.1344 (5) | 0.4241 (2) | 0.0633 (18) | |
N12 | −0.1796 (6) | −0.1231 (8) | 0.5156 (4) | 0.124 (3) | |
N13 | 0.4147 (4) | −0.1294 (4) | 0.2578 (2) | 0.0556 (15) | |
N14 | 0.5064 (5) | −0.1172 (7) | 0.1529 (3) | 0.105 (3) | |
N15 | 0.1944 (4) | −0.1402 (4) | 0.2678 (2) | 0.0504 (13) | |
N16 | 0.7638 (6) | −0.0743 (5) | 0.1827 (3) | 0.0792 (19) | |
O3 | 0.3252 (4) | 0.0539 (4) | 0.3587 (3) | 0.0792 (17) | |
O4 | 0.1491 (4) | 0.0458 (4) | 0.3452 (3) | 0.0895 (17) | |
C23 | 0.0680 (6) | −0.1309 (7) | 0.4448 (3) | 0.086 (3) | |
H23A | 0.0237 | −0.1366 | 0.4137 | 0.104* | |
C24 | 0.0229 (5) | −0.1187 (6) | 0.4971 (3) | 0.0627 (19) | |
C25 | 0.1865 (6) | −0.1075 (6) | 0.5344 (3) | 0.071 (2) | |
H25A | 0.2307 | −0.0969 | 0.5650 | 0.085* | |
C26 | 0.2328 (6) | −0.1237 (5) | 0.4826 (3) | 0.0562 (17) | |
C27 | 0.3500 (6) | −0.1277 (6) | 0.4758 (3) | 0.0569 (19) | |
C28 | 0.4188 (6) | −0.1227 (6) | 0.5214 (3) | 0.069 (2) | |
H28A | 0.3916 | −0.1190 | 0.5576 | 0.083* | |
C29 | 0.5277 (6) | −0.1233 (7) | 0.5126 (3) | 0.081 (3) | |
H29A | 0.5740 | −0.1185 | 0.5429 | 0.097* | |
C30 | 0.5669 (6) | −0.1308 (7) | 0.4603 (3) | 0.082 (3) | |
H30A | 0.6401 | −0.1321 | 0.4537 | 0.099* | |
C31 | 0.4952 (6) | −0.1365 (7) | 0.4169 (3) | 0.078 (3) | |
H31A | 0.5215 | −0.1420 | 0.3806 | 0.094* | |
C32 | −0.0910 (6) | −0.1207 (7) | 0.5061 (3) | 0.083 (3) | |
C33 | 0.3560 (5) | −0.1388 (4) | 0.2121 (2) | 0.0450 (15) | |
C34 | 0.4038 (6) | −0.1342 (9) | 0.1600 (4) | 0.105 (4) | |
H34A | 0.3618 | −0.1434 | 0.1284 | 0.126* | |
C35 | 0.5629 (5) | −0.1076 (5) | 0.1990 (3) | 0.0567 (17) | |
C36 | 0.5175 (5) | −0.1122 (5) | 0.2514 (3) | 0.0600 (18) | |
H36A | 0.5599 | −0.1032 | 0.2829 | 0.072* | |
C37 | 0.2388 (5) | −0.1545 (4) | 0.2175 (2) | 0.0451 (14) | |
C38 | 0.1781 (6) | −0.1766 (5) | 0.1720 (3) | 0.0629 (19) | |
H38A | 0.2100 | −0.1889 | 0.1377 | 0.075* | |
C39 | 0.0679 (7) | −0.1805 (6) | 0.1779 (3) | 0.076 (2) | |
H39A | 0.0254 | −0.1951 | 0.1472 | 0.091* | |
C40 | 0.0224 (6) | −0.1632 (6) | 0.2279 (3) | 0.072 (2) | |
H40A | −0.0514 | −0.1640 | 0.2322 | 0.087* | |
C41 | 0.0882 (5) | −0.1442 (5) | 0.2721 (3) | 0.0624 (19) | |
H41A | 0.0574 | −0.1337 | 0.3070 | 0.075* | |
C42 | 0.6758 (6) | −0.0875 (5) | 0.1905 (3) | 0.0636 (18) | |
C43 | 0.2342 (5) | 0.0832 (5) | 0.3523 (3) | 0.0583 (16) | |
C44 | 0.2298 (6) | 0.1823 (5) | 0.3488 (4) | 0.0670 (18) | |
F4 | 0.1610 (7) | 0.2222 (5) | 0.3759 (5) | 0.224 (6) | |
F5 | 0.2152 (12) | 0.2131 (5) | 0.3023 (3) | 0.271 (9) | |
F6 | 0.3113 (6) | 0.2237 (4) | 0.3644 (5) | 0.228 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0607 (3) | 0.0771 (3) | 0.0347 (2) | −0.0027 (2) | −0.0086 (2) | −0.0001 (2) |
N1 | 0.049 (3) | 0.063 (3) | 0.043 (3) | −0.001 (3) | 0.000 (2) | 0.002 (3) |
N2 | 0.062 (4) | 0.110 (5) | 0.056 (4) | −0.006 (4) | 0.013 (4) | −0.016 (4) |
N3 | 0.049 (3) | 0.072 (4) | 0.037 (3) | −0.007 (3) | −0.006 (2) | −0.002 (3) |
N4 | 0.072 (5) | 0.091 (5) | 0.115 (6) | −0.010 (4) | 0.031 (4) | −0.019 (4) |
N5 | 0.050 (4) | 0.153 (7) | 0.035 (3) | −0.003 (4) | −0.003 (3) | 0.000 (4) |
N6 | 0.058 (4) | 0.145 (7) | 0.052 (4) | 0.006 (4) | 0.003 (3) | 0.014 (4) |
N7 | 0.051 (3) | 0.094 (5) | 0.036 (3) | −0.006 (3) | 0.000 (2) | 0.010 (3) |
N8 | 0.047 (4) | 0.177 (9) | 0.103 (6) | −0.003 (5) | 0.007 (4) | −0.001 (6) |
O1 | 0.047 (3) | 0.068 (3) | 0.083 (3) | −0.001 (2) | −0.003 (3) | −0.002 (3) |
O2 | 0.049 (3) | 0.077 (3) | 0.097 (4) | 0.011 (2) | −0.007 (3) | −0.002 (4) |
C1 | 0.051 (4) | 0.070 (4) | 0.044 (4) | −0.007 (4) | 0.003 (3) | −0.006 (3) |
C2 | 0.048 (4) | 0.065 (4) | 0.055 (4) | 0.001 (3) | 0.007 (3) | 0.002 (3) |
C3 | 0.071 (5) | 0.106 (6) | 0.040 (4) | −0.003 (4) | 0.006 (4) | −0.014 (4) |
C4 | 0.059 (4) | 0.051 (4) | 0.041 (3) | −0.002 (4) | 0.007 (3) | 0.000 (3) |
C5 | 0.055 (4) | 0.063 (4) | 0.035 (3) | −0.011 (3) | −0.002 (3) | −0.001 (3) |
C6 | 0.078 (6) | 0.101 (6) | 0.044 (4) | −0.026 (5) | −0.009 (4) | −0.005 (4) |
C7 | 0.057 (5) | 0.151 (9) | 0.057 (5) | −0.030 (5) | −0.023 (4) | 0.016 (5) |
C8 | 0.056 (5) | 0.116 (7) | 0.068 (5) | −0.011 (5) | −0.018 (4) | 0.001 (5) |
C9 | 0.050 (4) | 0.101 (6) | 0.056 (4) | −0.016 (4) | 0.003 (3) | 0.004 (4) |
C10 | 0.058 (5) | 0.080 (5) | 0.067 (5) | −0.005 (4) | 0.016 (4) | −0.012 (4) |
C11 | 0.050 (4) | 0.076 (5) | 0.042 (3) | −0.004 (4) | −0.006 (3) | 0.013 (3) |
C12 | 0.056 (5) | 0.143 (8) | 0.045 (4) | 0.006 (5) | −0.005 (3) | 0.017 (5) |
C13 | 0.048 (4) | 0.097 (6) | 0.056 (5) | −0.008 (4) | −0.005 (3) | 0.013 (4) |
C14 | 0.051 (4) | 0.157 (9) | 0.049 (4) | −0.003 (5) | −0.011 (4) | 0.004 (5) |
C15 | 0.053 (4) | 0.059 (4) | 0.040 (3) | −0.004 (4) | −0.003 (3) | 0.004 (3) |
C16 | 0.071 (5) | 0.144 (9) | 0.037 (4) | −0.009 (5) | −0.002 (3) | 0.014 (5) |
C17 | 0.052 (4) | 0.155 (10) | 0.045 (4) | −0.005 (5) | −0.013 (3) | 0.016 (5) |
C18 | 0.051 (4) | 0.115 (7) | 0.056 (4) | 0.001 (4) | −0.007 (3) | 0.002 (5) |
C19 | 0.051 (4) | 0.128 (7) | 0.045 (4) | 0.009 (5) | −0.004 (3) | 0.013 (5) |
C20 | 0.055 (5) | 0.119 (7) | 0.063 (5) | 0.004 (5) | 0.000 (4) | 0.010 (5) |
C21 | 0.039 (3) | 0.070 (4) | 0.047 (3) | 0.008 (3) | 0.001 (3) | −0.004 (4) |
C22 | 0.044 (4) | 0.070 (4) | 0.075 (5) | 0.005 (3) | 0.011 (4) | 0.008 (4) |
F1 | 0.145 (6) | 0.068 (4) | 0.50 (2) | −0.009 (4) | −0.149 (10) | −0.026 (7) |
F2 | 0.54 (3) | 0.081 (4) | 0.147 (7) | 0.007 (9) | −0.076 (12) | 0.029 (4) |
F3 | 0.208 (9) | 0.073 (4) | 0.390 (15) | 0.004 (5) | 0.164 (10) | −0.035 (6) |
Ag2 | 0.0630 (3) | 0.0748 (3) | 0.0334 (2) | 0.0014 (2) | −0.0081 (2) | −0.0026 (2) |
N9 | 0.052 (4) | 0.127 (6) | 0.042 (3) | −0.008 (4) | −0.005 (3) | 0.003 (3) |
N10 | 0.059 (4) | 0.124 (6) | 0.043 (3) | 0.013 (4) | 0.010 (3) | 0.008 (4) |
N11 | 0.049 (3) | 0.107 (5) | 0.034 (3) | 0.005 (3) | −0.003 (2) | 0.009 (3) |
N12 | 0.057 (5) | 0.216 (11) | 0.098 (6) | −0.009 (6) | −0.009 (4) | 0.005 (7) |
N13 | 0.045 (3) | 0.079 (4) | 0.042 (3) | −0.009 (3) | −0.003 (2) | −0.005 (3) |
N14 | 0.049 (3) | 0.219 (9) | 0.046 (3) | −0.011 (5) | 0.008 (3) | 0.002 (6) |
N15 | 0.040 (3) | 0.073 (4) | 0.038 (3) | −0.001 (3) | −0.005 (2) | −0.005 (2) |
N16 | 0.055 (4) | 0.086 (5) | 0.096 (5) | −0.012 (4) | 0.012 (4) | −0.010 (4) |
O3 | 0.067 (3) | 0.066 (3) | 0.104 (5) | 0.003 (3) | −0.018 (3) | −0.007 (3) |
O4 | 0.059 (3) | 0.100 (4) | 0.110 (5) | −0.016 (3) | 0.000 (4) | −0.022 (4) |
C23 | 0.047 (4) | 0.160 (10) | 0.051 (5) | −0.011 (5) | −0.011 (4) | −0.004 (5) |
C24 | 0.048 (4) | 0.087 (5) | 0.053 (4) | 0.006 (4) | 0.009 (3) | 0.011 (4) |
C25 | 0.055 (4) | 0.117 (6) | 0.040 (4) | 0.005 (4) | 0.001 (3) | −0.006 (4) |
C26 | 0.059 (4) | 0.066 (4) | 0.044 (3) | −0.001 (4) | −0.010 (3) | 0.009 (3) |
C27 | 0.056 (4) | 0.080 (5) | 0.035 (4) | −0.002 (4) | −0.003 (3) | 0.004 (3) |
C28 | 0.060 (4) | 0.108 (7) | 0.040 (4) | −0.001 (4) | −0.007 (3) | 0.009 (4) |
C29 | 0.054 (4) | 0.140 (9) | 0.049 (4) | −0.003 (5) | −0.012 (4) | −0.001 (5) |
C30 | 0.050 (4) | 0.140 (8) | 0.057 (5) | −0.001 (5) | −0.001 (4) | 0.012 (5) |
C31 | 0.058 (5) | 0.132 (8) | 0.045 (4) | 0.002 (5) | 0.007 (3) | 0.004 (4) |
C32 | 0.055 (5) | 0.129 (8) | 0.064 (5) | 0.006 (5) | 0.006 (4) | 0.006 (5) |
C33 | 0.043 (3) | 0.058 (4) | 0.034 (3) | 0.003 (3) | −0.004 (3) | −0.003 (3) |
C34 | 0.053 (4) | 0.218 (12) | 0.045 (4) | −0.008 (6) | −0.003 (4) | −0.016 (7) |
C35 | 0.043 (3) | 0.070 (4) | 0.058 (4) | 0.006 (3) | 0.002 (3) | 0.001 (4) |
C36 | 0.054 (4) | 0.080 (5) | 0.046 (4) | −0.007 (4) | −0.005 (3) | −0.008 (4) |
C37 | 0.045 (3) | 0.056 (3) | 0.034 (3) | 0.001 (3) | −0.003 (3) | −0.004 (2) |
C38 | 0.060 (4) | 0.090 (5) | 0.039 (4) | −0.013 (4) | −0.005 (3) | −0.001 (3) |
C39 | 0.068 (5) | 0.101 (6) | 0.057 (5) | −0.026 (5) | −0.017 (4) | 0.002 (4) |
C40 | 0.045 (4) | 0.098 (6) | 0.074 (6) | −0.012 (4) | −0.017 (4) | 0.009 (5) |
C41 | 0.043 (4) | 0.090 (6) | 0.054 (4) | 0.003 (4) | 0.002 (3) | −0.003 (4) |
C42 | 0.056 (4) | 0.074 (5) | 0.061 (4) | 0.001 (4) | 0.009 (3) | −0.009 (4) |
C43 | 0.050 (4) | 0.075 (4) | 0.050 (4) | 0.005 (3) | −0.005 (3) | −0.003 (3) |
C44 | 0.050 (4) | 0.076 (5) | 0.075 (5) | 0.008 (4) | −0.002 (5) | 0.002 (5) |
F4 | 0.208 (9) | 0.101 (5) | 0.363 (14) | 0.032 (5) | 0.175 (10) | −0.015 (6) |
F5 | 0.58 (3) | 0.102 (5) | 0.135 (7) | 0.060 (11) | −0.064 (12) | 0.023 (5) |
F6 | 0.152 (7) | 0.067 (4) | 0.464 (18) | 0.001 (4) | −0.135 (10) | −0.016 (7) |
Geometric parameters (Å, º) top
Ag1—N7 | 2.272 (5) | Ag2—N15 | 2.254 (5) |
Ag1—N3 | 2.295 (5) | Ag2—N11 | 2.290 (5) |
Ag1—O1 | 2.425 (5) | Ag2—O3 | 2.481 (5) |
Ag1—N1 | 2.552 (5) | N9—C23 | 1.315 (10) |
N1—C4 | 1.317 (8) | N9—C26 | 1.317 (9) |
N1—C1 | 1.337 (8) | N10—C24 | 1.307 (9) |
N2—C3 | 1.322 (10) | N10—C25 | 1.338 (9) |
N2—C2 | 1.349 (9) | N11—C27 | 1.330 (8) |
N3—C9 | 1.317 (9) | N11—C31 | 1.338 (9) |
N3—C5 | 1.342 (8) | N12—C32 | 1.133 (10) |
N4—C10 | 1.138 (9) | N13—C36 | 1.322 (8) |
N5—C11 | 1.323 (9) | N13—C33 | 1.322 (8) |
N5—C14 | 1.335 (9) | N14—C35 | 1.316 (9) |
N6—C12 | 1.310 (9) | N14—C34 | 1.320 (10) |
N6—C13 | 1.331 (9) | N15—C41 | 1.335 (8) |
N7—C19 | 1.298 (9) | N15—C37 | 1.340 (7) |
N7—C15 | 1.340 (8) | N16—C42 | 1.135 (9) |
N8—C20 | 1.125 (9) | O3—C43 | 1.231 (8) |
O1—C21 | 1.236 (7) | O4—C43 | 1.217 (8) |
O2—C21 | 1.228 (7) | C23—C24 | 1.380 (10) |
C1—C2 | 1.383 (9) | C23—H23A | 0.9300 |
C1—H1A | 0.9300 | C24—C32 | 1.443 (10) |
C2—C10 | 1.443 (10) | C25—C26 | 1.386 (9) |
C3—C4 | 1.390 (9) | C25—H25A | 0.9300 |
C3—H3A | 0.9300 | C26—C27 | 1.478 (10) |
C4—C5 | 1.505 (10) | C27—C28 | 1.389 (9) |
C5—C6 | 1.373 (9) | C28—C29 | 1.379 (10) |
C6—C7 | 1.368 (12) | C28—H28A | 0.9300 |
C6—H6A | 0.9300 | C29—C30 | 1.346 (10) |
C7—C8 | 1.348 (11) | C29—H29A | 0.9300 |
C7—H7A | 0.9300 | C30—C31 | 1.374 (10) |
C8—C9 | 1.378 (10) | C30—H30A | 0.9300 |
C8—H8A | 0.9300 | C31—H31A | 0.9300 |
C9—H9A | 0.9300 | C33—C34 | 1.382 (10) |
C11—C12 | 1.381 (10) | C33—C37 | 1.492 (9) |
C11—C15 | 1.487 (9) | C34—H34A | 0.9300 |
C12—H12A | 0.9300 | C35—C36 | 1.374 (9) |
C13—C14 | 1.366 (10) | C35—C42 | 1.460 (10) |
C13—C20 | 1.451 (10) | C36—H36A | 0.9300 |
C14—H14A | 0.9300 | C37—C38 | 1.366 (8) |
C15—C16 | 1.391 (10) | C38—C39 | 1.388 (11) |
C16—C17 | 1.370 (11) | C38—H38A | 0.9300 |
C16—H16A | 0.9300 | C39—C40 | 1.347 (11) |
C17—C18 | 1.353 (10) | C39—H39A | 0.9300 |
C17—H17A | 0.9300 | C40—C41 | 1.368 (10) |
C18—C19 | 1.375 (10) | C40—H40A | 0.9300 |
C18—H18A | 0.9300 | C41—H41A | 0.9300 |
C19—H19A | 0.9300 | C43—C44 | 1.486 (10) |
C21—C22 | 1.467 (10) | C44—F5 | 1.215 (9) |
C22—F3 | 1.218 (8) | C44—F4 | 1.231 (9) |
C22—F2 | 1.243 (9) | C44—F6 | 1.251 (9) |
C22—F1 | 1.245 (8) | | |
| | | |
N7—Ag1—N3 | 154.8 (2) | F2—C22—C21 | 113.1 (8) |
N7—Ag1—O1 | 106.2 (2) | F1—C22—C21 | 117.6 (6) |
N3—Ag1—O1 | 98.7 (2) | N15—Ag2—N11 | 157.2 (2) |
N7—Ag1—N1 | 111.66 (17) | N15—Ag2—O3 | 114.1 (2) |
N3—Ag1—N1 | 68.41 (17) | N11—Ag2—O3 | 88.1 (2) |
O1—Ag1—N1 | 97.50 (19) | C23—N9—C26 | 117.9 (7) |
C4—N1—C1 | 118.1 (6) | C24—N10—C25 | 115.8 (6) |
C4—N1—Ag1 | 113.5 (4) | C27—N11—C31 | 119.2 (6) |
C1—N1—Ag1 | 128.5 (4) | C27—N11—Ag2 | 122.0 (5) |
C3—N2—C2 | 115.1 (6) | C31—N11—Ag2 | 117.1 (4) |
C9—N3—C5 | 117.3 (6) | C36—N13—C33 | 117.9 (6) |
C9—N3—Ag1 | 118.7 (5) | C35—N14—C34 | 115.9 (7) |
C5—N3—Ag1 | 122.6 (4) | C41—N15—C37 | 118.3 (6) |
C11—N5—C14 | 117.8 (6) | C41—N15—Ag2 | 117.2 (4) |
C12—N6—C13 | 115.7 (7) | C37—N15—Ag2 | 124.5 (4) |
C19—N7—C15 | 118.0 (6) | C43—O3—Ag2 | 98.8 (4) |
C19—N7—Ag1 | 116.3 (4) | N9—C23—C24 | 121.5 (7) |
C15—N7—Ag1 | 125.1 (5) | N9—C23—H23A | 119.3 |
C21—O1—Ag1 | 105.4 (4) | C24—C23—H23A | 119.3 |
N1—C1—C2 | 120.9 (6) | N10—C24—C23 | 122.2 (6) |
N1—C1—H1A | 119.5 | N10—C24—C32 | 115.3 (6) |
C2—C1—H1A | 119.5 | C23—C24—C32 | 122.4 (7) |
N2—C2—C1 | 122.0 (6) | N10—C25—C26 | 122.6 (6) |
N2—C2—C10 | 115.6 (6) | N10—C25—H25A | 118.7 |
C1—C2—C10 | 122.4 (7) | C26—C25—H25A | 118.7 |
N2—C3—C4 | 123.7 (7) | N9—C26—C25 | 119.9 (7) |
N2—C3—H3A | 118.1 | N9—C26—C27 | 118.7 (6) |
C4—C3—H3A | 118.1 | C25—C26—C27 | 121.4 (6) |
N1—C4—C3 | 120.1 (7) | N11—C27—C28 | 120.0 (7) |
N1—C4—C5 | 118.2 (6) | N11—C27—C26 | 118.2 (6) |
C3—C4—C5 | 121.1 (6) | C28—C27—C26 | 121.8 (6) |
N3—C5—C6 | 122.1 (7) | C29—C28—C27 | 119.6 (7) |
N3—C5—C4 | 116.2 (6) | C29—C28—H28A | 120.2 |
C6—C5—C4 | 121.7 (6) | C27—C28—H28A | 120.2 |
C5—C6—C7 | 119.3 (8) | C30—C29—C28 | 120.1 (7) |
C5—C6—H6A | 120.4 | C30—C29—H29A | 119.9 |
C7—C6—H6A | 120.4 | C28—C29—H29A | 119.9 |
C8—C7—C6 | 118.9 (7) | C29—C30—C31 | 117.7 (7) |
C8—C7—H7A | 120.6 | C29—C30—H30A | 121.1 |
C6—C7—H7A | 120.6 | C31—C30—H30A | 121.1 |
C7—C8—C9 | 119.0 (8) | N11—C31—C30 | 123.3 (7) |
C7—C8—H8A | 120.5 | N11—C31—H31A | 118.3 |
C9—C8—H8A | 120.5 | C30—C31—H31A | 118.3 |
N3—C9—C8 | 123.3 (7) | N12—C32—C24 | 176.9 (10) |
N3—C9—H9A | 118.3 | N13—C33—C34 | 119.7 (6) |
C8—C9—H9A | 118.3 | N13—C33—C37 | 119.5 (5) |
N4—C10—C2 | 177.1 (9) | C34—C33—C37 | 120.8 (6) |
N5—C11—C12 | 118.5 (6) | N14—C34—C33 | 123.2 (8) |
N5—C11—C15 | 119.6 (6) | N14—C34—H34A | 118.4 |
C12—C11—C15 | 121.9 (6) | C33—C34—H34A | 118.4 |
N6—C12—C11 | 124.8 (7) | N14—C35—C36 | 122.2 (6) |
N6—C12—H12A | 117.6 | N14—C35—C42 | 115.3 (6) |
C11—C12—H12A | 117.6 | C36—C35—C42 | 122.5 (6) |
N6—C13—C14 | 121.0 (7) | N13—C36—C35 | 121.1 (6) |
N6—C13—C20 | 115.9 (7) | N13—C36—H36A | 119.4 |
C14—C13—C20 | 123.1 (7) | C35—C36—H36A | 119.4 |
N5—C14—C13 | 122.0 (7) | N15—C37—C38 | 121.2 (6) |
N5—C14—H14A | 119.0 | N15—C37—C33 | 117.4 (5) |
C13—C14—H14A | 119.0 | C38—C37—C33 | 121.2 (6) |
N7—C15—C16 | 121.3 (7) | C37—C38—C39 | 119.0 (7) |
N7—C15—C11 | 117.4 (6) | C37—C38—H38A | 120.5 |
C16—C15—C11 | 121.3 (6) | C39—C38—H38A | 120.5 |
C17—C16—C15 | 118.5 (7) | C40—C39—C38 | 120.1 (7) |
C17—C16—H16A | 120.7 | C40—C39—H39A | 120.0 |
C15—C16—H16A | 120.7 | C38—C39—H39A | 120.0 |
C18—C17—C16 | 119.9 (7) | C39—C40—C41 | 117.9 (7) |
C18—C17—H17A | 120.1 | C39—C40—H40A | 121.1 |
C16—C17—H17A | 120.1 | C41—C40—H40A | 121.1 |
C17—C18—C19 | 117.6 (7) | N15—C41—C40 | 123.4 (7) |
C17—C18—H18A | 121.2 | N15—C41—H41A | 118.3 |
C19—C18—H18A | 121.2 | C40—C41—H41A | 118.3 |
N7—C19—C18 | 124.6 (7) | N16—C42—C35 | 177.6 (9) |
N7—C19—H19A | 117.7 | O4—C43—O3 | 131.6 (7) |
C18—C19—H19A | 117.7 | O4—C43—C44 | 114.8 (6) |
N8—C20—C13 | 177.4 (9) | O3—C43—C44 | 113.4 (6) |
O2—C21—O1 | 129.9 (7) | F5—C44—F4 | 101.0 (8) |
O2—C21—C22 | 116.2 (6) | F5—C44—F6 | 101.9 (9) |
O1—C21—C22 | 113.8 (5) | F4—C44—F6 | 100.1 (8) |
F3—C22—F2 | 99.2 (8) | F5—C44—C43 | 115.7 (8) |
F3—C22—F1 | 104.2 (9) | F4—C44—C43 | 118.8 (8) |
F2—C22—F1 | 98.4 (8) | F6—C44—C43 | 116.5 (7) |
F3—C22—C21 | 120.5 (7) | | |
| | | |
N7—Ag1—N1—C4 | −149.5 (5) | Ag1—O1—C21—C22 | 178.3 (5) |
N3—Ag1—N1—C4 | 3.3 (5) | O2—C21—C22—F3 | 142.7 (10) |
O1—Ag1—N1—C4 | 99.7 (5) | O1—C21—C22—F3 | −38.0 (13) |
N7—Ag1—N1—C1 | 31.1 (6) | O2—C21—C22—F2 | −100.3 (11) |
N3—Ag1—N1—C1 | −176.0 (7) | O1—C21—C22—F2 | 79.0 (11) |
O1—Ag1—N1—C1 | −79.7 (6) | O2—C21—C22—F1 | 13.5 (13) |
N7—Ag1—N3—C9 | −94.7 (7) | O1—C21—C22—F1 | −167.2 (10) |
O1—Ag1—N3—C9 | 75.4 (6) | N15—Ag2—N11—C27 | −109.2 (7) |
N1—Ag1—N3—C9 | 170.1 (7) | O3—Ag2—N11—C27 | 83.7 (7) |
N7—Ag1—N3—C5 | 98.8 (7) | N15—Ag2—N11—C31 | 86.1 (9) |
O1—Ag1—N3—C5 | −91.1 (6) | O3—Ag2—N11—C31 | −81.0 (7) |
N1—Ag1—N3—C5 | 3.6 (5) | N11—Ag2—N15—C41 | 101.2 (7) |
N3—Ag1—N7—C19 | −100.3 (8) | O3—Ag2—N15—C41 | −93.0 (6) |
O1—Ag1—N7—C19 | 90.0 (7) | N11—Ag2—N15—C37 | −79.6 (7) |
N1—Ag1—N7—C19 | −15.2 (7) | O3—Ag2—N15—C37 | 86.2 (5) |
N3—Ag1—N7—C15 | 89.0 (8) | N15—Ag2—O3—C43 | 51.4 (6) |
O1—Ag1—N7—C15 | −80.8 (6) | N11—Ag2—O3—C43 | −134.1 (5) |
N1—Ag1—N7—C15 | 174.1 (6) | C26—N9—C23—C24 | −2.0 (15) |
N7—Ag1—O1—C21 | −53.2 (5) | C25—N10—C24—C23 | −0.6 (14) |
N3—Ag1—O1—C21 | 131.2 (5) | C25—N10—C24—C32 | 177.8 (9) |
N1—Ag1—O1—C21 | 62.0 (5) | N9—C23—C24—N10 | 2.9 (16) |
C4—N1—C1—C2 | −1.2 (11) | N9—C23—C24—C32 | −175.4 (10) |
Ag1—N1—C1—C2 | 178.1 (5) | C24—N10—C25—C26 | −2.4 (13) |
C3—N2—C2—C1 | −4.0 (12) | C23—N9—C26—C25 | −0.9 (13) |
C3—N2—C2—C10 | 176.3 (8) | C23—N9—C26—C27 | −180.0 (9) |
N1—C1—C2—N2 | 4.1 (12) | N10—C25—C26—N9 | 3.3 (13) |
N1—C1—C2—C10 | −176.2 (7) | N10—C25—C26—C27 | −177.7 (8) |
C2—N2—C3—C4 | 1.4 (13) | C31—N11—C27—C28 | 0.2 (13) |
C1—N1—C4—C3 | −1.4 (11) | Ag2—N11—C27—C28 | −164.2 (6) |
Ag1—N1—C4—C3 | 179.2 (6) | C31—N11—C27—C26 | 178.8 (8) |
C1—N1—C4—C5 | 170.4 (6) | Ag2—N11—C27—C26 | 14.4 (11) |
Ag1—N1—C4—C5 | −9.1 (8) | N9—C26—C27—N11 | 5.8 (13) |
N2—C3—C4—N1 | 1.4 (13) | C25—C26—C27—N11 | −173.2 (8) |
N2—C3—C4—C5 | −170.1 (8) | N9—C26—C27—C28 | −175.6 (8) |
C9—N3—C5—C6 | 2.5 (11) | C25—C26—C27—C28 | 5.3 (13) |
Ag1—N3—C5—C6 | 169.2 (6) | N11—C27—C28—C29 | 1.0 (14) |
C9—N3—C5—C4 | −176.1 (7) | C26—C27—C28—C29 | −177.5 (9) |
Ag1—N3—C5—C4 | −9.4 (9) | C27—C28—C29—C30 | −1.6 (16) |
N1—C4—C5—N3 | 12.4 (10) | C28—C29—C30—C31 | 0.9 (16) |
C3—C4—C5—N3 | −175.9 (7) | C27—N11—C31—C30 | −0.9 (15) |
N1—C4—C5—C6 | −166.2 (7) | Ag2—N11—C31—C30 | 164.2 (8) |
C3—C4—C5—C6 | 5.4 (12) | C29—C30—C31—N11 | 0.4 (16) |
N3—C5—C6—C7 | −4.0 (13) | C36—N13—C33—C34 | 2.6 (12) |
C4—C5—C6—C7 | 174.6 (8) | C36—N13—C33—C37 | −177.5 (7) |
C5—C6—C7—C8 | 1.6 (15) | C35—N14—C34—C33 | 2.2 (17) |
C6—C7—C8—C9 | 1.9 (15) | N13—C33—C34—N14 | −2.7 (17) |
C5—N3—C9—C8 | 1.2 (13) | C37—C33—C34—N14 | 177.5 (10) |
Ag1—N3—C9—C8 | −166.0 (7) | C34—N14—C35—C36 | −1.9 (15) |
C7—C8—C9—N3 | −3.4 (15) | C34—N14—C35—C42 | −179.0 (9) |
C14—N5—C11—C12 | 0.3 (14) | C33—N13—C36—C35 | −2.4 (11) |
C14—N5—C11—C15 | 179.1 (9) | N14—C35—C36—N13 | 2.1 (13) |
C13—N6—C12—C11 | −0.5 (15) | C42—C35—C36—N13 | 179.0 (7) |
N5—C11—C12—N6 | −1.0 (15) | C41—N15—C37—C38 | −2.8 (10) |
C15—C11—C12—N6 | −179.9 (9) | Ag2—N15—C37—C38 | 178.0 (5) |
C12—N6—C13—C14 | 2.8 (15) | C41—N15—C37—C33 | 172.7 (6) |
C12—N6—C13—C20 | −178.0 (9) | Ag2—N15—C37—C33 | −6.4 (8) |
C11—N5—C14—C13 | 2.0 (16) | N13—C33—C37—N15 | 13.5 (10) |
N6—C13—C14—N5 | −3.7 (17) | C34—C33—C37—N15 | −166.7 (8) |
C20—C13—C14—N5 | 177.1 (10) | N13—C33—C37—C38 | −170.9 (7) |
C19—N7—C15—C16 | 1.8 (12) | C34—C33—C37—C38 | 8.9 (12) |
Ag1—N7—C15—C16 | 172.4 (7) | N15—C37—C38—C39 | 2.7 (11) |
C19—N7—C15—C11 | −178.0 (8) | C33—C37—C38—C39 | −172.7 (7) |
Ag1—N7—C15—C11 | −7.4 (10) | C37—C38—C39—C40 | −0.4 (13) |
N5—C11—C15—N7 | −6.9 (13) | C38—C39—C40—C41 | −1.6 (14) |
C12—C11—C15—N7 | 171.9 (8) | C37—N15—C41—C40 | 0.6 (12) |
N5—C11—C15—C16 | 173.4 (9) | Ag2—N15—C41—C40 | 179.9 (6) |
C12—C11—C15—C16 | −7.8 (13) | C39—C40—C41—N15 | 1.6 (13) |
N7—C15—C16—C17 | −2.2 (14) | Ag2—O3—C43—O4 | 3.7 (11) |
C11—C15—C16—C17 | 177.6 (9) | Ag2—O3—C43—C44 | −171.6 (6) |
C15—C16—C17—C18 | 1.2 (16) | O4—C43—C44—F5 | −71.1 (12) |
C16—C17—C18—C19 | 0.0 (16) | O3—C43—C44—F5 | 105.0 (11) |
C15—N7—C19—C18 | −0.5 (15) | O4—C43—C44—F4 | 49.4 (13) |
Ag1—N7—C19—C18 | −171.9 (8) | O3—C43—C44—F4 | −134.5 (10) |
C17—C18—C19—N7 | −0.4 (16) | O4—C43—C44—F6 | 169.2 (9) |
Ag1—O1—C21—O2 | −2.5 (10) | O3—C43—C44—F6 | −14.7 (13) |
Experimental details
Crystal data |
Chemical formula | [Ag(C10H6N4)2(C2F3O2)] |
Mr | 585.27 |
Crystal system, space group | Orthorhombic, P212121 |
Temperature (K) | 298 |
a, b, c (Å) | 12.5237 (16), 14.9638 (18), 23.845 (3) |
V (Å3) | 4468.6 (10) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.97 |
Crystal size (mm) | 0.41 × 0.31 × 0.29 |
|
Data collection |
Diffractometer | Bruker APEXII CCD area detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2007) |
Tmin, Tmax | 0.861, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 24472, 7881, 6180 |
Rint | 0.035 |
(sin θ/λ)max (Å−1) | 0.595 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.044, 0.129, 1.02 |
No. of reflections | 7881 |
No. of parameters | 649 |
No. of restraints | 10 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.97, −0.64 |
Absolute structure | Flack (1983), 3488 Friedel pairs |
Absolute structure parameter | −0.10 (4) |
Multidentate ligands are widely used to construct diverse metal-organic frameworks with attractive topological structures and interesting properties (Wang et al., 2009; O'Keeffe & Yaghi, 2012). 5-(2-pyridyl)pyrazine-2-carbonitrile is a new member of the family of pyridyl-based multidentate ligands, several mononuclear silver(I) complexes of which were reported recently (Wang et al., 2010; Zhang & Yang, 2011). In the present context, we report the structure of a AgI complex with 5-(2-pyridyl)pyrazine-2-carbonitrile, the title compound [Ag(C10H6N4)2 (CF3CO2)] (Scheme 1).
As shown in Fig. 1, there are two independent but slightly different mononuclear units (associated with Ag1 and Ag2) in the asymmetric unit of the title complex. For Ag1, a pair of chelating κ2N,N 5-(2-pyridyl)pyrazine-2-carbonitrile ligands surround the Ag center to form a N4O-pyramidal coordination geometry, with a trifluoroacetate O bonding at the vertex site. The four N donors exibit different Ag—N bond lengths, with the Ag1—N5 [2.706 (4) Å] longer than the others [2.272 (5)–2.552 (5)Å]. The Ag2 unit exhibits a similar N4O-geometry to that for Ag1. However, both Ag2—N9 [2.647 (5) Å] and Ag2—N13 [2.675 (5) Å] are both longer than the other two Ag—N bonds [2.254 (5)–2.290 (5)Å]. This N4O-pyramidal coordination geometry is comparable to that found in the previously reported Ag complex with 5-(2-pyridyl)pyrazine-2-carbonitrile [Ag(C10H6N4)2]NO3 (Zhang & Yang, 2011). Interestingly, the two mononuclear units in the title complex are interconnected by a short F2···F5 interaction [2.586 (4) Å], giving a dimer. This F···F separation is much shorter than the sum of the van der Waals radii (2.70 Å) (Pauling, 1960), and the distance found in 1-(4-fluorophenyl)-2-phenyl-6-methoxy-1,2,3,4-tetrahydroisoquinoline [2.778 (2) %A] (Choudhury et al., 2002).
In the present complex, F···F-connected dimers are interconnected through weak π···π stacking interactions between adjacent pyridyl rings and pyrazinyl rings, forming columns along b (Fig.2). The minimum distance between Cg1 (N1—C1—C2—N2—C3—C4) and Cg2i (C37—C38—C39—C40—C41—N15) is 3.836 (5) Å, while that between Cg3 (C5—C6—C7—C8—C9—N3) and Cg4i (N13—C33—C34 —N14—C35—C36) is 3.975 (3) Å [symmetry code: (i) x, y + 1, z]. Present within the columns are found short nonbonding N···C contacts between the acetonitrile N atoms and pyrazinyl C atoms (Fig. 3). These are N4···C37ii [3.246 (5) Å] and N16···C4iii [3.148 (4) Å] [symmetry codes: (ii) -x, y + 1/2, -z + 1/2; (iii) -x + 1, y - 1/2, -z + 1/2].