Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804032854/ww6315sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804032854/ww6315Isup2.hkl |
CCDC reference: 262278
Key indicators
- Single-crystal X-ray study
- T = 110 K
- Mean (C-C) = 0.007 Å
- R factor = 0.037
- wR factor = 0.095
- Data-to-parameter ratio = 17.8
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C13
Alert level C PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.70 mm PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.29 PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT213_ALERT_2_C Atom F3 has ADP max/min Ratio ............. 3.10 prolat PLAT213_ALERT_2_C Atom F6 has ADP max/min Ratio ............. 3.20 prolat PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C9 PLAT850_ALERT_2_C Check Flack Parameter Exact Value 0.00 and su .. 0.04
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 28.41 From the CIF: _reflns_number_total 3715 Count of symmetry unique reflns 1958 Completeness (_total/calc) 189.73% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 1757 Fraction of Friedel pairs measured 0.897 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 6 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
[Pd(C8H8N)(C5HF6O2)]2 | Dx = 1.921 Mg m−3 |
Mr = 431.61 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, P43 | Cell parameters from 8096 reflections |
a = 10.951 (5) Å | θ = 1.9–28.4° |
c = 12.442 (7) Å | µ = 1.32 mm−1 |
V = 1492.2 (12) Å3 | T = 110 K |
Z = 4 | Block, yellow |
F(000) = 840 | 0.70 × 0.60 × 0.50 mm |
Bruker SMART APEX CCD area-detector diffractometer | 3715 independent reflections |
Radiation source: fine-focus sealed tube | 3547 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
ω scans | θmax = 28.4°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −13→14 |
Tmin = 0.426, Tmax = 0.518 | k = −14→14 |
15138 measured reflections | l = −16→16 |
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)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.095 | w = 1/[σ2(Fo2) + (0.075P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max < 0.001 |
3715 reflections | Δρmax = 1.15 e Å−3 |
209 parameters | Δρmin = −0.50 e Å−3 |
1 restraint | Absolute structure: Flack (1983), with how many Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.00 (4) |
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 > 2σ(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 | ||
Pd1 | 0.38165 (3) | 0.53417 (2) | 0.20135 (3) | 0.02251 (9) | |
O1 | 0.4978 (4) | 0.3844 (3) | 0.2430 (3) | 0.0281 (7) | |
O2 | 0.2339 (3) | 0.4214 (2) | 0.2028 (3) | 0.0316 (6) | |
N1 | 0.5223 (3) | 0.6530 (4) | 0.1787 (3) | 0.0237 (8) | |
F1 | 0.6102 (4) | 0.1997 (3) | 0.3575 (3) | 0.0643 (11) | |
F2 | 0.6506 (3) | 0.1938 (4) | 0.1917 (3) | 0.0701 (12) | |
F3 | 0.5226 (4) | 0.0686 (3) | 0.2583 (5) | 0.0925 (18) | |
F4 | 0.0331 (4) | 0.3178 (4) | 0.1468 (5) | 0.0852 (16) | |
F5 | 0.1225 (4) | 0.1589 (5) | 0.1146 (5) | 0.0870 (18) | |
F6 | 0.0718 (5) | 0.2052 (8) | 0.2751 (5) | 0.133 (3) | |
C1 | 0.2838 (4) | 0.6747 (4) | 0.1557 (3) | 0.0234 (8) | |
C2 | 0.1577 (4) | 0.6707 (4) | 0.1380 (4) | 0.0297 (9) | |
H2 | 0.1114 | 0.5967 | 0.1552 | 0.039* | |
C3 | 0.0982 (4) | 0.7722 (4) | 0.0958 (4) | 0.0342 (10) | |
H3 | 0.0098 | 0.7693 | 0.0841 | 0.044* | |
C4 | 0.1620 (5) | 0.8768 (4) | 0.0704 (4) | 0.0340 (10) | |
H4 | 0.1194 | 0.9469 | 0.0389 | 0.044* | |
C5 | 0.2866 (5) | 0.8825 (4) | 0.0894 (3) | 0.0301 (9) | |
H5 | 0.3317 | 0.9574 | 0.0723 | 0.039* | |
C6 | 0.3485 (4) | 0.7824 (4) | 0.1328 (3) | 0.0268 (8) | |
C7 | 0.4816 (4) | 0.7837 (4) | 0.1631 (3) | 0.0277 (9) | |
H7 | 0.4891 | 0.8256 | 0.2324 | 0.036* | |
C8 | 0.5666 (5) | 0.8472 (5) | 0.0836 (5) | 0.0443 (12) | |
H8A | 0.6499 | 0.8478 | 0.1124 | 0.058* | |
H8B | 0.5391 | 0.9314 | 0.0723 | 0.058* | |
H8C | 0.5655 | 0.8033 | 0.0149 | 0.058* | |
C9 | 0.5591 (5) | 0.1819 (4) | 0.2617 (4) | 0.0350 (10) | |
C10 | 0.4592 (5) | 0.2760 (4) | 0.2403 (3) | 0.0312 (9) | |
C11 | 0.3424 (5) | 0.2328 (4) | 0.2212 (4) | 0.0343 (10) | |
H11 | 0.3306 | 0.1442 | 0.2183 | 0.045* | |
C12 | 0.2410 (4) | 0.3067 (4) | 0.2059 (4) | 0.0308 (8) | |
C13 | 0.1178 (5) | 0.2430 (4) | 0.1869 (5) | 0.0397 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pd1 | 0.03297 (17) | 0.02111 (14) | 0.01345 (13) | 0.00005 (11) | 0.00100 (12) | 0.00014 (12) |
O1 | 0.0436 (18) | 0.0212 (15) | 0.0195 (15) | 0.0038 (12) | −0.0100 (14) | −0.0013 (10) |
O2 | 0.0405 (15) | 0.0251 (13) | 0.0291 (13) | −0.0047 (11) | 0.0097 (16) | −0.0051 (16) |
N1 | 0.038 (2) | 0.0215 (16) | 0.0111 (19) | −0.0019 (14) | −0.0055 (12) | −0.0009 (13) |
F1 | 0.107 (3) | 0.062 (2) | 0.0242 (15) | 0.037 (2) | −0.0198 (17) | 0.0003 (15) |
F2 | 0.074 (2) | 0.097 (3) | 0.0390 (19) | 0.046 (2) | 0.0238 (19) | 0.025 (2) |
F3 | 0.071 (3) | 0.0226 (16) | 0.184 (6) | 0.0100 (15) | −0.030 (3) | −0.007 (2) |
F4 | 0.053 (2) | 0.049 (2) | 0.154 (5) | −0.0011 (17) | −0.019 (3) | −0.016 (3) |
F5 | 0.052 (2) | 0.089 (3) | 0.120 (4) | −0.014 (2) | 0.016 (2) | −0.070 (3) |
F6 | 0.093 (4) | 0.247 (8) | 0.061 (3) | −0.100 (5) | 0.005 (3) | 0.037 (4) |
C1 | 0.032 (2) | 0.0259 (19) | 0.0125 (15) | 0.0016 (15) | 0.0051 (15) | −0.0010 (14) |
C2 | 0.036 (2) | 0.031 (2) | 0.022 (2) | 0.0027 (17) | 0.0073 (16) | −0.0017 (16) |
C3 | 0.033 (2) | 0.035 (2) | 0.034 (2) | 0.0071 (18) | 0.0012 (19) | −0.0076 (19) |
C4 | 0.049 (3) | 0.029 (2) | 0.024 (2) | 0.0142 (19) | −0.001 (2) | 0.0014 (17) |
C5 | 0.047 (3) | 0.025 (2) | 0.018 (2) | 0.0025 (17) | −0.0019 (17) | 0.0010 (15) |
C6 | 0.039 (2) | 0.0240 (19) | 0.0173 (17) | 0.0003 (16) | −0.0026 (16) | −0.0048 (14) |
C7 | 0.039 (2) | 0.024 (2) | 0.0203 (18) | −0.0028 (17) | −0.0075 (17) | 0.0010 (15) |
C8 | 0.039 (3) | 0.044 (3) | 0.050 (3) | −0.009 (2) | −0.001 (2) | 0.019 (2) |
C9 | 0.047 (3) | 0.034 (2) | 0.024 (2) | 0.004 (2) | 0.0012 (19) | 0.0000 (18) |
C10 | 0.050 (3) | 0.028 (2) | 0.0153 (17) | 0.0059 (19) | −0.0011 (17) | −0.0003 (16) |
C11 | 0.047 (3) | 0.0234 (19) | 0.032 (3) | −0.0021 (17) | 0.0067 (19) | −0.0012 (17) |
C12 | 0.042 (2) | 0.0255 (17) | 0.0253 (18) | −0.0031 (15) | 0.016 (2) | −0.0031 (19) |
C13 | 0.044 (3) | 0.030 (2) | 0.045 (3) | −0.0077 (18) | 0.011 (2) | −0.006 (2) |
Pd1—C1 | 1.959 (4) | C3—C4 | 1.379 (7) |
Pd1—O2 | 2.035 (3) | C3—H3 | 0.9800 |
Pd1—N1 | 2.035 (4) | C4—C5 | 1.386 (7) |
Pd1—O1 | 2.139 (3) | C4—H4 | 0.9800 |
O1—C10 | 1.261 (6) | C5—C6 | 1.397 (6) |
O2—C12 | 1.259 (5) | C5—H5 | 0.9800 |
N1—C7 | 1.512 (6) | C6—C7 | 1.506 (6) |
F1—C9 | 1.331 (6) | C7—C8 | 1.526 (7) |
F2—C9 | 1.334 (6) | C7—H7 | 0.9800 |
F3—C9 | 1.304 (6) | C8—H8A | 0.9801 |
F4—C13 | 1.334 (7) | C8—H8B | 0.9801 |
F5—C13 | 1.288 (7) | C8—H8C | 0.9801 |
F6—C13 | 1.277 (7) | C9—C10 | 1.527 (7) |
C1—C2 | 1.399 (6) | C10—C11 | 1.384 (7) |
C1—C6 | 1.406 (6) | C11—C12 | 1.387 (7) |
C2—C3 | 1.390 (7) | C11—H11 | 0.9800 |
C2—H2 | 0.9800 | C12—C13 | 1.537 (7) |
C1—Pd1—O2 | 92.54 (15) | C6—C7—H7 | 107.8 |
C1—Pd1—N1 | 82.63 (17) | N1—C7—H7 | 107.8 |
O2—Pd1—N1 | 172.03 (16) | C8—C7—H7 | 107.8 |
C1—Pd1—O1 | 175.99 (16) | C7—C8—H8A | 109.5 |
O2—Pd1—O1 | 90.31 (13) | C7—C8—H8B | 109.5 |
N1—Pd1—O1 | 94.22 (17) | H8A—C8—H8B | 109.5 |
C10—O1—Pd1 | 121.0 (3) | C7—C8—H8C | 109.5 |
C12—O2—Pd1 | 123.8 (3) | H8A—C8—H8C | 109.5 |
C7—N1—Pd1 | 113.6 (3) | H8B—C8—H8C | 109.5 |
C2—C1—C6 | 119.4 (4) | F3—C9—F1 | 107.3 (5) |
C2—C1—Pd1 | 124.2 (3) | F3—C9—F2 | 107.5 (5) |
C6—C1—Pd1 | 116.2 (3) | F1—C9—F2 | 104.7 (5) |
C3—C2—C1 | 119.8 (4) | F3—C9—C10 | 114.7 (5) |
C3—C2—H2 | 120.1 | F1—C9—C10 | 111.0 (4) |
C1—C2—H2 | 120.1 | F2—C9—C10 | 111.0 (4) |
C4—C3—C2 | 120.9 (5) | O1—C10—C11 | 129.5 (5) |
C4—C3—H3 | 119.6 | O1—C10—C9 | 113.0 (4) |
C2—C3—H3 | 119.6 | C11—C10—C9 | 117.5 (4) |
C3—C4—C5 | 119.8 (5) | C10—C11—C12 | 124.3 (4) |
C3—C4—H4 | 120.1 | C10—C11—H11 | 117.8 |
C5—C4—H4 | 120.1 | C12—C11—H11 | 117.8 |
C4—C5—C6 | 120.5 (4) | O2—C12—C11 | 129.4 (4) |
C4—C5—H5 | 119.7 | O2—C12—C13 | 113.2 (4) |
C6—C5—H5 | 119.7 | C11—C12—C13 | 117.3 (4) |
C5—C6—C1 | 119.5 (4) | F6—C13—F5 | 112.6 (6) |
C5—C6—C7 | 124.0 (4) | F6—C13—F4 | 104.2 (6) |
C1—C6—C7 | 116.4 (4) | F5—C13—F4 | 101.9 (5) |
C6—C7—N1 | 108.0 (3) | F6—C13—C12 | 111.2 (5) |
C6—C7—C8 | 115.6 (4) | F5—C13—C12 | 113.4 (4) |
N1—C7—C8 | 109.6 (4) | F4—C13—C12 | 112.9 (4) |