Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680403209X/dn6183sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680403209X/dn6183Isup2.hkl |
CCDC reference: 262249
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.040
- wR factor = 0.096
- Data-to-parameter ratio = 12.8
checkCIF/PLATON results
No syntax errors found
Alert level A SHFSU01_ALERT_2_A The absolute value of parameter shift to su ratio > 0.20 Absolute value of the parameter shift to su ratio given 0.314 Additional refinement cycles may be required. PLAT080_ALERT_2_A Maximum Shift/Error ............................ 0.31 PLAT242_ALERT_2_A Check Low Ueq as Compared to Neighbors for C2 PLAT242_ALERT_2_A Check Low Ueq as Compared to Neighbors for C4
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio PLAT199_ALERT_1_C Check the Reported cell_measurement_temperature 293 PLAT200_ALERT_1_C Check the Reported cell_ambient_temperature .... 293 PLAT213_ALERT_2_C Atom F5 has ADP max/min Ratio ............. 3.30 prolat PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O2 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O3 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C3 PLAT301_ALERT_3_C Main Residue Disorder ......................... 17.00 Perc. PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 36.60 Deg. F3 -C2 -F3' 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 37.30 Deg. F1' -C2 -F1 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 29.40 Deg. F2 -C2 -F2' 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 40.60 Deg. F4 -C4 -F4' 1.555 1.555 1.555
4 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 17 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 14 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
[Ag(C2F3N2)(C5H6N2)] | F(000) = 1216 |
Mr = 315.01 | Dx = 2.116 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3292 reflections |
a = 12.452 (2) Å | θ = 2.3–27.4° |
b = 12.619 (2) Å | µ = 2.06 mm−1 |
c = 12.654 (2) Å | T = 293 K |
β = 96.002 (1)° | Block, colorless |
V = 1977.5 (5) Å3 | 0.28 × 0.21 × 0.12 mm |
Z = 8 |
Bruker SMART CCD area-detector diffractometer | 4191 independent reflections |
Radiation source: fine-focus sealed tube | 3127 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.060 |
ω scans | θmax = 27.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −15→11 |
Tmin = 0.596, Tmax = 0.790 | k = −14→16 |
9751 measured reflections | l = −16→12 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0429P)2] where P = (Fo2 + 2Fc2)/3 |
4191 reflections | (Δ/σ)max = 0.314 |
327 parameters | Δρmax = 0.80 e Å−3 |
96 restraints | Δρmin = −0.52 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ag1 | 0.22951 (3) | 0.23832 (2) | 0.39536 (3) | 0.04588 (12) | |
Ag2 | 0.60170 (3) | 0.25382 (2) | 0.27001 (3) | 0.04753 (12) | |
C2 | 0.5629 (4) | 0.1901 (4) | 0.5632 (4) | 0.0668 (13) | |
F1 | 0.5800 (14) | 0.0879 (11) | 0.5667 (13) | 0.158 (8) | 0.52 |
F2 | 0.6514 (12) | 0.2284 (19) | 0.5299 (16) | 0.161 (10) | 0.52 |
F3 | 0.5586 (15) | 0.2219 (17) | 0.6552 (11) | 0.149 (9) | 0.52 |
F1' | 0.5538 (10) | 0.1077 (13) | 0.6208 (14) | 0.131 (7) | 0.48 |
F2' | 0.6499 (10) | 0.1780 (16) | 0.5139 (12) | 0.099 (5) | 0.48 |
F3' | 0.5875 (14) | 0.2693 (14) | 0.6272 (13) | 0.119 (6) | 0.48 |
C4 | 0.4364 (4) | 0.1919 (5) | −0.0588 (4) | 0.0672 (13) | |
F4 | 0.4655 (13) | 0.2236 (19) | −0.1463 (8) | 0.127 (5) | 0.53 |
F5 | 0.3407 (8) | 0.218 (2) | −0.0599 (11) | 0.142 (6) | 0.53 |
F6 | 0.4375 (14) | 0.0838 (7) | −0.0695 (12) | 0.125 (4) | 0.53 |
F4' | 0.4856 (12) | 0.156 (2) | −0.1385 (13) | 0.147 (10) | 0.47 |
F5' | 0.3885 (19) | 0.2755 (9) | −0.0998 (16) | 0.136 (6) | 0.47 |
F6' | 0.3614 (18) | 0.128 (2) | −0.0430 (10) | 0.146 (7) | 0.47 |
O1 | 0.3779 (2) | 0.2188 (3) | 0.5302 (2) | 0.0669 (8) | |
O2 | 0.4727 (3) | 0.2226 (3) | 0.3922 (2) | 0.0676 (9) | |
O3 | 0.4686 (2) | 0.2249 (2) | 0.1216 (2) | 0.0599 (8) | |
O4 | 0.6078 (2) | 0.2359 (2) | 0.0270 (3) | 0.0635 (9) | |
N1 | 0.2283 (2) | 0.0841 (2) | 0.3005 (2) | 0.0429 (7) | |
N2 | 0.2488 (2) | −0.1009 (2) | 0.1861 (2) | 0.0428 (7) | |
N3 | 0.6833 (2) | 0.4141 (2) | 0.2611 (2) | 0.0431 (7) | |
N4 | 0.8002 (3) | 0.5984 (2) | 0.2398 (2) | 0.0490 (8) | |
C1 | 0.4617 (3) | 0.2123 (3) | 0.4865 (3) | 0.0446 (9) | |
C3 | 0.5137 (3) | 0.2204 (3) | 0.0388 (3) | 0.0396 (8) | |
C5 | 0.2957 (3) | 0.0753 (3) | 0.2262 (3) | 0.0549 (11) | |
H5 | 0.3377 | 0.1337 | 0.2125 | 0.066* | |
C6 | 0.3063 (3) | −0.0148 (3) | 0.1692 (3) | 0.0540 (10) | |
H6 | 0.3545 | −0.0163 | 0.1178 | 0.065* | |
C7 | 0.1812 (3) | −0.0933 (3) | 0.2596 (3) | 0.0485 (10) | |
H7 | 0.1395 | −0.1520 | 0.2728 | 0.058* | |
C8 | 0.1699 (3) | −0.0019 (3) | 0.3177 (3) | 0.0418 (8) | |
C9 | 0.0925 (4) | 0.0047 (3) | 0.4008 (4) | 0.0802 (16) | |
H9A | 0.1312 | 0.0232 | 0.4679 | 0.120* | |
H9B | 0.0578 | −0.0626 | 0.4068 | 0.120* | |
H9C | 0.0390 | 0.0578 | 0.3809 | 0.120* | |
C10 | 0.7556 (3) | 0.4234 (3) | 0.1894 (3) | 0.0550 (11) | |
H10 | 0.7663 | 0.3665 | 0.1450 | 0.066* | |
C11 | 0.8128 (3) | 0.5133 (3) | 0.1806 (3) | 0.0567 (11) | |
H11 | 0.8629 | 0.5158 | 0.1311 | 0.068* | |
C12 | 0.7288 (3) | 0.5892 (3) | 0.3100 (3) | 0.0474 (9) | |
H12 | 0.7178 | 0.6471 | 0.3531 | 0.057* | |
C13 | 0.6703 (3) | 0.4983 (3) | 0.3224 (3) | 0.0431 (9) | |
C14 | 0.5923 (4) | 0.4911 (3) | 0.4035 (4) | 0.0729 (14) | |
H14A | 0.5227 | 0.4706 | 0.3698 | 0.109* | |
H14B | 0.5868 | 0.5588 | 0.4371 | 0.109* | |
H14C | 0.6170 | 0.4392 | 0.4560 | 0.109* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.0514 (2) | 0.03933 (17) | 0.0486 (2) | −0.00173 (12) | 0.01345 (15) | −0.00054 (12) |
Ag2 | 0.0489 (2) | 0.04160 (18) | 0.0539 (2) | −0.00167 (11) | 0.01409 (15) | −0.00326 (11) |
C2 | 0.052 (3) | 0.097 (4) | 0.052 (3) | −0.001 (3) | 0.008 (2) | 0.009 (3) |
F1 | 0.178 (14) | 0.130 (9) | 0.157 (13) | 0.077 (9) | −0.029 (9) | 0.027 (9) |
F2 | 0.057 (8) | 0.27 (2) | 0.148 (16) | −0.054 (11) | −0.014 (7) | 0.042 (14) |
F3 | 0.095 (10) | 0.30 (3) | 0.047 (5) | 0.010 (12) | −0.012 (5) | −0.029 (11) |
F1' | 0.089 (7) | 0.153 (14) | 0.138 (12) | −0.038 (9) | −0.046 (8) | 0.107 (11) |
F2' | 0.037 (6) | 0.192 (15) | 0.068 (5) | 0.029 (7) | 0.004 (5) | 0.001 (7) |
F3' | 0.092 (11) | 0.146 (9) | 0.109 (14) | 0.000 (7) | −0.036 (9) | −0.066 (10) |
C4 | 0.053 (3) | 0.099 (4) | 0.050 (3) | −0.003 (3) | 0.008 (2) | 0.000 (3) |
F4 | 0.103 (11) | 0.238 (16) | 0.040 (5) | −0.037 (10) | 0.004 (5) | 0.023 (8) |
F5 | 0.041 (5) | 0.278 (18) | 0.100 (10) | 0.050 (9) | −0.019 (5) | −0.057 (11) |
F6 | 0.132 (9) | 0.100 (6) | 0.137 (10) | −0.024 (6) | −0.020 (7) | −0.049 (6) |
F4' | 0.102 (8) | 0.26 (2) | 0.077 (10) | 0.054 (14) | −0.018 (7) | −0.085 (13) |
F5' | 0.130 (13) | 0.134 (8) | 0.129 (13) | 0.017 (9) | −0.053 (10) | 0.040 (8) |
F6' | 0.126 (11) | 0.208 (15) | 0.091 (7) | −0.119 (11) | −0.044 (9) | 0.048 (11) |
O1 | 0.0488 (18) | 0.109 (2) | 0.0463 (18) | 0.0084 (17) | 0.0216 (14) | 0.0077 (16) |
O2 | 0.0508 (18) | 0.111 (2) | 0.0423 (18) | −0.0090 (17) | 0.0124 (14) | 0.0084 (17) |
O3 | 0.0451 (17) | 0.089 (2) | 0.0486 (18) | −0.0081 (14) | 0.0165 (14) | −0.0097 (15) |
O4 | 0.0402 (17) | 0.102 (2) | 0.0508 (19) | −0.0096 (15) | 0.0153 (14) | 0.0080 (15) |
N1 | 0.0431 (18) | 0.0381 (16) | 0.0489 (19) | −0.0053 (13) | 0.0109 (15) | −0.0026 (13) |
N2 | 0.0457 (19) | 0.0391 (16) | 0.0452 (19) | −0.0004 (13) | 0.0132 (15) | −0.0028 (13) |
N3 | 0.0491 (19) | 0.0393 (16) | 0.0423 (18) | −0.0038 (13) | 0.0112 (15) | −0.0067 (13) |
N4 | 0.0489 (19) | 0.0453 (18) | 0.055 (2) | −0.0056 (14) | 0.0175 (16) | −0.0048 (15) |
C1 | 0.043 (2) | 0.053 (2) | 0.040 (2) | −0.0050 (18) | 0.0127 (18) | 0.0043 (18) |
C3 | 0.042 (2) | 0.0388 (18) | 0.041 (2) | 0.0027 (16) | 0.0153 (17) | 0.0062 (16) |
C5 | 0.064 (3) | 0.040 (2) | 0.066 (3) | −0.0118 (18) | 0.031 (2) | −0.0025 (19) |
C6 | 0.061 (3) | 0.047 (2) | 0.059 (3) | −0.0052 (19) | 0.027 (2) | −0.0017 (19) |
C7 | 0.048 (2) | 0.0364 (19) | 0.064 (3) | −0.0097 (16) | 0.018 (2) | −0.0050 (17) |
C8 | 0.041 (2) | 0.0377 (19) | 0.049 (2) | −0.0037 (15) | 0.0160 (17) | −0.0020 (16) |
C9 | 0.091 (4) | 0.061 (3) | 0.099 (4) | −0.025 (3) | 0.060 (3) | −0.025 (2) |
C10 | 0.076 (3) | 0.043 (2) | 0.050 (3) | −0.002 (2) | 0.026 (2) | −0.0098 (18) |
C11 | 0.070 (3) | 0.047 (2) | 0.058 (3) | −0.004 (2) | 0.034 (2) | −0.0059 (19) |
C12 | 0.052 (2) | 0.041 (2) | 0.053 (2) | −0.0055 (17) | 0.0223 (19) | −0.0118 (17) |
C13 | 0.040 (2) | 0.047 (2) | 0.043 (2) | −0.0039 (16) | 0.0111 (17) | −0.0081 (17) |
C14 | 0.084 (3) | 0.063 (3) | 0.081 (3) | −0.024 (2) | 0.051 (3) | −0.024 (2) |
Ag1—N1 | 2.285 (3) | N1—C8 | 1.337 (4) |
Ag1—N2i | 2.304 (3) | N2—C7 | 1.321 (4) |
Ag1—O4ii | 2.389 (3) | N2—C6 | 1.331 (4) |
Ag1—O1 | 2.394 (3) | N2—Ag1v | 2.304 (3) |
Ag2—N3 | 2.271 (3) | N3—C13 | 1.336 (4) |
Ag2—N4iii | 2.321 (3) | N3—C10 | 1.347 (4) |
Ag2—O2 | 2.376 (3) | N4—C12 | 1.325 (4) |
Ag2—O3 | 2.399 (3) | N4—C11 | 1.328 (4) |
C2—F3 | 1.238 (13) | N4—Ag2vi | 2.321 (3) |
C2—F1' | 1.282 (11) | C5—C6 | 1.361 (5) |
C2—F3' | 1.302 (13) | C5—H5 | 0.9300 |
C2—F1 | 1.308 (13) | C6—H6 | 0.9300 |
C2—F2 | 1.313 (12) | C7—C8 | 1.383 (5) |
C2—F2' | 1.315 (11) | C7—H7 | 0.9300 |
C2—C1 | 1.534 (6) | C8—C9 | 1.501 (5) |
C4—F5 | 1.235 (8) | C9—H9A | 0.9600 |
C4—F4 | 1.266 (9) | C9—H9B | 0.9600 |
C4—F6' | 1.269 (9) | C9—H9C | 0.9600 |
C4—F5' | 1.293 (10) | C10—C11 | 1.351 (5) |
C4—F4' | 1.317 (11) | C10—H10 | 0.9300 |
C4—F6 | 1.371 (9) | C11—H11 | 0.9300 |
C4—C3 | 1.527 (6) | C12—C13 | 1.377 (5) |
O1—C1 | 1.233 (4) | C12—H12 | 0.9300 |
O2—C1 | 1.222 (4) | C13—C14 | 1.488 (5) |
O3—C3 | 1.240 (4) | C14—H14A | 0.9600 |
O4—C3 | 1.213 (5) | C14—H14B | 0.9600 |
O4—Ag1iv | 2.389 (3) | C14—H14C | 0.9600 |
N1—C5 | 1.329 (4) | ||
N1—Ag1—N2i | 120.64 (12) | C3—O3—Ag2 | 109.4 (3) |
N1—Ag1—O4ii | 120.81 (11) | C3—O4—Ag1iv | 143.1 (3) |
N2i—Ag1—O4ii | 107.74 (10) | C5—N1—C8 | 116.2 (3) |
N1—Ag1—O1 | 104.43 (11) | C5—N1—Ag1 | 118.2 (2) |
N2i—Ag1—O1 | 106.93 (11) | C8—N1—Ag1 | 125.5 (2) |
O4ii—Ag1—O1 | 90.90 (10) | C7—N2—C6 | 116.5 (3) |
N3—Ag2—N4iii | 120.59 (12) | C7—N2—Ag1v | 119.5 (2) |
N3—Ag2—O2 | 121.10 (11) | C6—N2—Ag1v | 123.8 (2) |
N4iii—Ag2—O2 | 106.87 (11) | C13—N3—C10 | 116.8 (3) |
N3—Ag2—O3 | 111.87 (10) | C13—N3—Ag2 | 126.7 (2) |
N4iii—Ag2—O3 | 98.86 (11) | C10—N3—Ag2 | 116.4 (2) |
O2—Ag2—O3 | 91.47 (10) | C12—N4—C11 | 115.8 (3) |
F3—C2—F1' | 73.3 (11) | C12—N4—Ag2vi | 120.2 (2) |
F3—C2—F3' | 36.6 (10) | C11—N4—Ag2vi | 124.0 (2) |
F1'—C2—F3' | 107.3 (11) | O2—C1—O1 | 128.2 (4) |
F3—C2—F1 | 108.1 (11) | O2—C1—C2 | 117.9 (4) |
F1'—C2—F1 | 37.3 (10) | O1—C1—C2 | 113.9 (4) |
F3'—C2—F1 | 135.1 (12) | O4—C3—O3 | 128.7 (4) |
F3—C2—F2 | 107.7 (12) | O4—C3—C4 | 118.2 (4) |
F1'—C2—F2 | 127.4 (12) | O3—C3—C4 | 113.0 (4) |
F3'—C2—F2 | 76.5 (11) | N1—C5—C6 | 123.2 (3) |
F1—C2—F2 | 103.6 (11) | N1—C5—H5 | 118.4 |
F3—C2—F2' | 127.1 (11) | C6—C5—H5 | 118.4 |
F1'—C2—F2' | 107.6 (11) | N2—C6—C5 | 120.9 (4) |
F3'—C2—F2' | 103.4 (11) | N2—C6—H6 | 119.5 |
F1—C2—F2' | 76.2 (11) | C5—C6—H6 | 119.5 |
F2—C2—F2' | 29.4 (14) | N2—C7—C8 | 122.9 (3) |
F3—C2—C1 | 115.0 (10) | N2—C7—H7 | 118.6 |
F1'—C2—C1 | 113.1 (6) | C8—C7—H7 | 118.6 |
F3'—C2—C1 | 112.2 (10) | N1—C8—C7 | 120.2 (3) |
F1—C2—C1 | 108.8 (8) | N1—C8—C9 | 117.9 (3) |
F2—C2—C1 | 113.1 (10) | C7—C8—C9 | 121.9 (3) |
F2'—C2—C1 | 112.6 (8) | C8—C9—H9A | 109.5 |
F5—C4—F4 | 105.7 (9) | C8—C9—H9B | 109.5 |
F5—C4—F6' | 56.3 (8) | H9A—C9—H9B | 109.5 |
F4—C4—F6' | 128.5 (9) | C8—C9—H9C | 109.5 |
F5—C4—F5' | 51.3 (8) | H9A—C9—H9C | 109.5 |
F4—C4—F5' | 63.5 (8) | H9B—C9—H9C | 109.5 |
F6'—C4—F5' | 105.5 (10) | N3—C10—C11 | 121.6 (3) |
F5—C4—F4' | 127.6 (9) | N3—C10—H10 | 119.2 |
F4—C4—F4' | 40.6 (9) | C11—C10—H10 | 119.2 |
F6'—C4—F4' | 107.9 (12) | N4—C11—C10 | 122.5 (4) |
F5'—C4—F4' | 102.1 (10) | N4—C11—H11 | 118.7 |
F5—C4—F6 | 106.4 (9) | C10—C11—H11 | 118.7 |
F4—C4—F6 | 102.7 (9) | N4—C12—C13 | 123.3 (3) |
F6'—C4—F6 | 52.8 (10) | N4—C12—H12 | 118.4 |
F5'—C4—F6 | 141.2 (8) | C13—C12—H12 | 118.4 |
F4'—C4—F6 | 64.3 (10) | N3—C13—C12 | 120.0 (3) |
F5—C4—C3 | 118.2 (6) | N3—C13—C14 | 118.6 (3) |
F4—C4—C3 | 114.9 (7) | C12—C13—C14 | 121.4 (3) |
F6'—C4—C3 | 115.8 (6) | C13—C14—H14A | 109.5 |
F5'—C4—C3 | 111.0 (7) | C13—C14—H14B | 109.5 |
F4'—C4—C3 | 113.4 (8) | H14A—C14—H14B | 109.5 |
F6—C4—C3 | 107.6 (6) | C13—C14—H14C | 109.5 |
C1—O1—Ag1 | 108.2 (2) | H14A—C14—H14C | 109.5 |
C1—O2—Ag2 | 143.7 (3) | H14B—C14—H14C | 109.5 |
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) x−1/2, −y+1/2, z+1/2; (iii) −x+3/2, y−1/2, −z+1/2; (iv) x+1/2, −y+1/2, z−1/2; (v) −x+1/2, y−1/2, −z+1/2; (vi) −x+3/2, y+1/2, −z+1/2. |