



Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989015006180/su5093sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2056989015006180/su5093Isup2.hkl |
CCDC reference: 1022851
Key indicators
- Single-crystal X-ray study
- T = 110 K
- Mean
(C-C) = 0.007 Å
- Disorder in solvent or counterion
- R factor = 0.023
- wR factor = 0.048
- Data-to-parameter ratio = 9.4
checkCIF/PLATON results
No syntax errors found
Alert level B THETM01_ALERT_3_B The value of sine(theta_max)/wavelength is less than 0.575 Calculated sin(theta_max)/wavelength = 0.5615
Author Response: The data was collected using a Bruker GADDS instrument Cu(Ka). Under these conditions, the geometry does not allow data collection above 120 degree two-theta. |
PLAT023_ALERT_3_B Resolution (too) Low [sin(theta)/Lambda < 0.6].. 59.97 Degree
Alert level C REFNR01_ALERT_3_C Ratio of reflections to parameters is < 10 for a centrosymmetric structure sine(theta)/lambda 0.5615 Proportion of unique data used 1.0000 Ratio reflections to parameters 9.3864 PLAT088_ALERT_3_C Poor Data / Parameter Ratio .................... 9.39 Note PLAT127_ALERT_1_C Implicit Hall Symbol Inconsistent with Explicit P 2ybc PLAT230_ALERT_2_C Hirshfeld Test Diff for C5 -- C6 .. 5.3 su PLAT906_ALERT_3_C Large K value in the Analysis of Variance ...... 2.258 Check PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.562 25 Report
Alert level G PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 10 Note PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ... 13 Report PLAT005_ALERT_5_G No _iucr_refine_instructions_details in the CIF Please Do ! PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large. 6.62 Why ? PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Re1 -- C1 .. 7.0 su PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Re1 -- C2 .. 7.0 su PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Re1 -- C3 .. 8.5 su PLAT300_ALERT_4_G Atom Site Occupancy of >F1 is Constrained at 0.705 Check PLAT300_ALERT_4_G Atom Site Occupancy of >F2 is Constrained at 0.705 Check PLAT300_ALERT_4_G Atom Site Occupancy of >F3 is Constrained at 0.705 Check PLAT300_ALERT_4_G Atom Site Occupancy of >F4 is Constrained at 0.705 Check PLAT300_ALERT_4_G Atom Site Occupancy of >B1 is Constrained at 0.705 Check PLAT300_ALERT_4_G Atom Site Occupancy of <F1A is Constrained at 0.295 Check PLAT300_ALERT_4_G Atom Site Occupancy of <F2A is Constrained at 0.295 Check PLAT300_ALERT_4_G Atom Site Occupancy of <F3A is Constrained at 0.295 Check PLAT300_ALERT_4_G Atom Site Occupancy of <F4A is Constrained at 0.295 Check PLAT300_ALERT_4_G Atom Site Occupancy of <B1A is Constrained at 0.295 Check PLAT302_ALERT_4_G Anion/Solvent Disorder ............ Percentage = 100 Note PLAT304_ALERT_4_G Non-Integer Number of Atoms ( 3.52) in Resd. # 2 Check PLAT304_ALERT_4_G Non-Integer Number of Atoms ( 1.47) in Resd. # 3 Check PLAT432_ALERT_2_G Short Inter X...Y Contact F1 .. C10 .. 2.93 Ang. PLAT432_ALERT_2_G Short Inter X...Y Contact O3 .. C18 .. 3.01 Ang. PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 172 Note PLAT899_ALERT_4_G SHELXL97 is Deprecated and Succeeded by SHELXL 2014 Note PLAT909_ALERT_3_G Percentage of Observed Data at Theta(Max) still 82 % PLAT954_ALERT_1_G Reported (CIF) and Actual (FCF) Kmax Differ by . 1 Units
0 ALERT level A = Most likely a serious problem - resolve or explain 2 ALERT level B = A potentially serious problem, consider carefully 6 ALERT level C = Check. Ensure it is not caused by an omission or oversight 26 ALERT level G = General information/check it is not something unexpected 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 9 ALERT type 2 Indicator that the structure model may be wrong or deficient 8 ALERT type 3 Indicator that the structure quality may be low 14 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
The preparation of the title compound is illustrated in Fig. 2. [Re(C14H10N2O)(CO)3Br] (0.16 g, 0.28 mmol), prepared according to literature procedures (Al Subari et al., 2010; Coogan et al., 2009), was reacted with AgBF4 (0.05 g, 0.28 mmol) in 11 ml diethyl ether under nitrogen with refluxing for 35 min. The solution was then filtered through celite and to the clear filtrate pyridine (0.023 ml, 0.28 mmol) was added. The mixture was stirred for ca. 24 h. After it was poured into a vial and petroleum ether was added drop wise in excess to precipitate out the complex. This was covered with perforated foil and left overnight in the hood. Colourless block-like crystals grew on the sides of the vial.
C-bound H atoms were placed in idealized positions and refined using a riding model: C-H = 0.95 Å with Uiso(H) = 1.2Ueq(C). The F atoms of the BF4 showed significant elongation in the thermal ellipsoids suggesting disorder over two positions; final refined occupancy ratio = 0.705 (11):0.295 (11).
Amoroso and coworkers (Amoroso et al., 2008) prepared a novel 3-chloromethylpyridyl bipyridine tricarbonyl rhenium complex and demonstrated the suitability of this complex in Mitochondria. That report represents the first application of a luminescent agent for specific targeting of a biological entity in imaging. Recently, Coogan and co-workers (Coogan et al., 2009) have also directed their research focus towards such complexes, thus preparing more novel rhenium tricarbonyl compounds to prove that heavy metals are not only erroneously termed as poisons, but can also be useful towards preparing drugs of great biological significance to man. Thus the design, syntheses and characterization of rhenium(I) tricarbonyl complexes has being of great interest due to their biological significance. The first report of the tricarbonyl tris-pyridyl rhenium(I) cation was published by Franklin et al. (2008), viz. tricarbonyl tris-pyridyl rhenium(I) hexafluorophosphate, which is quite similar to the title compound with some slight differences.
The molecular structure of the title complex is illustrated in Fig. 1. The ReI ion is six-coordinated by three pyridine N atoms and three carbonyl C atoms.
In the crystal, the ions are linked via C-H···F hydrogen bonds and C-H···π interactions forming a three-dimensional framework (Table 1).
For background to rhenium tricarbonyl complexes, see: Amoroso et al. (2008); Coogan et al. (2009). For the structure of tricarbonyl tris-pyridyl rhenium(I) hexafluorophosphate, see: Franklin et al. (2008). For the preparation of [Re(C14H10N2O)(CO)3Br] used in the synthesis, see: Al Subari et al. (2010); Coogan et al. (2009).
Data collection: APEX2 and FRAMBO (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).
![]() | Fig. 1. The molecular structure of the title compound, with atom labelling. Displacement ellipsoids are drawn at the 50% probability level. |
![]() | Fig. 2. Preparation of the title compound. |
[Re(C6H5N)3(CO)3]BF4 | F(000) = 1136 |
Mr = 594.34 | Dx = 2.005 Mg m−3 |
Monoclinic, P21/c | Cu Kα radiation, λ = 1.54178 Å |
Hall symbol: P 2ybc | Cell parameters from 2921 reflections |
a = 8.1272 (12) Å | θ = 4.2–62.4° |
b = 18.718 (3) Å | µ = 12.66 mm−1 |
c = 13.046 (2) Å | T = 110 K |
β = 97.317 (9)° | Block, colourless |
V = 1968.5 (5) Å3 | 0.08 × 0.06 × 0.02 mm |
Z = 4 |
Bruker GADDS D8 Discover diffractometer | 2891 independent reflections |
Radiation source: fine-focus sealed tube | 2589 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
phi and ω scans | θmax = 60.0°, θmin = 4.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2006) | h = −9→9 |
Tmin = 0.431, Tmax = 0.786 | k = −21→21 |
39315 measured reflections | l = −14→14 |
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)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.048 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0131P)2 + 6.6179P] where P = (Fo2 + 2Fc2)/3 |
2891 reflections | (Δ/σ)max = 0.001 |
308 parameters | Δρmax = 0.98 e Å−3 |
172 restraints | Δρmin = −0.98 e Å−3 |
[Re(C6H5N)3(CO)3]BF4 | V = 1968.5 (5) Å3 |
Mr = 594.34 | Z = 4 |
Monoclinic, P21/c | Cu Kα radiation |
a = 8.1272 (12) Å | µ = 12.66 mm−1 |
b = 18.718 (3) Å | T = 110 K |
c = 13.046 (2) Å | 0.08 × 0.06 × 0.02 mm |
β = 97.317 (9)° |
Bruker GADDS D8 Discover diffractometer | 2891 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2006) | 2589 reflections with I > 2σ(I) |
Tmin = 0.431, Tmax = 0.786 | Rint = 0.052 |
39315 measured reflections | θmax = 60.0° |
R[F2 > 2σ(F2)] = 0.023 | 172 restraints |
wR(F2) = 0.048 | H-atom parameters constrained |
S = 1.11 | Δρmax = 0.98 e Å−3 |
2891 reflections | Δρmin = −0.98 e Å−3 |
308 parameters |
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) | |
Re1 | 0.90696 (2) | 0.817237 (10) | 0.800171 (15) | 0.01465 (7) | |
C1 | 1.1344 (6) | 0.8090 (2) | 0.8614 (3) | 0.0212 (10) | |
C2 | 0.9740 (5) | 0.9040 (2) | 0.7377 (3) | 0.0188 (10) | |
C3 | 0.9626 (5) | 0.7679 (2) | 0.6806 (4) | 0.0187 (10) | |
C4 | 0.5751 (6) | 0.8920 (2) | 0.7123 (3) | 0.0209 (10) | |
H4A | 0.6364 | 0.9327 | 0.7387 | 0.025* | |
C5 | 0.4181 (6) | 0.9021 (3) | 0.6613 (4) | 0.0235 (10) | |
H5A | 0.3714 | 0.9486 | 0.6534 | 0.028* | |
C6 | 0.3314 (6) | 0.8441 (3) | 0.6224 (4) | 0.0253 (10) | |
H6A | 0.2237 | 0.8500 | 0.5857 | 0.030* | |
C7 | 0.3993 (6) | 0.7762 (3) | 0.6360 (4) | 0.0255 (11) | |
H7A | 0.3388 | 0.7352 | 0.6100 | 0.031* | |
C8 | 0.5569 (5) | 0.7699 (2) | 0.6884 (3) | 0.0190 (10) | |
H8A | 0.6045 | 0.7236 | 0.6978 | 0.023* | |
C9 | 0.7018 (6) | 0.7040 (2) | 0.9139 (3) | 0.0223 (11) | |
H9A | 0.6199 | 0.7405 | 0.9073 | 0.027* | |
C10 | 0.6690 (6) | 0.6415 (2) | 0.9644 (3) | 0.0226 (11) | |
H10A | 0.5663 | 0.6355 | 0.9910 | 0.027* | |
C11 | 0.7859 (6) | 0.5882 (2) | 0.9758 (4) | 0.0255 (11) | |
H11A | 0.7674 | 0.5452 | 1.0112 | 0.031* | |
C12 | 0.9321 (6) | 0.5994 (2) | 0.9336 (4) | 0.0246 (11) | |
H12A | 1.0154 | 0.5635 | 0.9392 | 0.030* | |
C13 | 0.9560 (6) | 0.6625 (2) | 0.8837 (4) | 0.0221 (11) | |
H13A | 1.0565 | 0.6691 | 0.8548 | 0.027* | |
C14 | 0.6690 (6) | 0.8790 (2) | 0.9558 (4) | 0.0233 (11) | |
H14A | 0.5847 | 0.8586 | 0.9074 | 0.028* | |
C15 | 0.6234 (6) | 0.9127 (3) | 1.0420 (4) | 0.0289 (12) | |
H15A | 0.5100 | 0.9150 | 1.0526 | 0.035* | |
C16 | 0.7436 (6) | 0.9430 (3) | 1.1123 (4) | 0.0295 (12) | |
H16A | 0.7151 | 0.9666 | 1.1720 | 0.035* | |
C17 | 0.9070 (6) | 0.9383 (2) | 1.0939 (4) | 0.0264 (11) | |
H17A | 0.9930 | 0.9586 | 1.1412 | 0.032* | |
C18 | 0.9439 (6) | 0.9040 (2) | 1.0070 (4) | 0.0217 (10) | |
H18A | 1.0567 | 0.9014 | 0.9952 | 0.026* | |
N1 | 0.6466 (4) | 0.82675 (18) | 0.7269 (3) | 0.0160 (8) | |
N2 | 0.8427 (4) | 0.71536 (18) | 0.8741 (3) | 0.0173 (8) | |
N3 | 0.8279 (4) | 0.87363 (19) | 0.9373 (3) | 0.0179 (8) | |
O1 | 1.2715 (4) | 0.80628 (18) | 0.8956 (3) | 0.0309 (8) | |
O2 | 1.0248 (4) | 0.95285 (17) | 0.6991 (2) | 0.0273 (8) | |
O3 | 0.9949 (4) | 0.74082 (17) | 0.6064 (2) | 0.0255 (7) | |
B1 | 0.3395 (7) | 0.5865 (3) | 0.7653 (5) | 0.0338 (14) | 0.705 (11) |
F1 | 0.5081 (9) | 0.5915 (5) | 0.7637 (9) | 0.056 (3) | 0.705 (11) |
F2 | 0.3088 (9) | 0.5538 (3) | 0.8585 (5) | 0.0468 (17) | 0.705 (11) |
F3 | 0.2785 (6) | 0.5397 (3) | 0.6835 (4) | 0.0522 (18) | 0.705 (11) |
F4 | 0.2648 (13) | 0.6503 (3) | 0.7527 (8) | 0.082 (3) | 0.705 (11) |
B1A | 0.3395 (7) | 0.5865 (3) | 0.7653 (5) | 0.0338 (14) | 0.295 (11) |
F1A | 0.5017 (19) | 0.5630 (8) | 0.776 (2) | 0.026 (4) | 0.295 (11) |
F2A | 0.236 (2) | 0.5462 (8) | 0.8115 (18) | 0.061 (5) | 0.295 (11) |
F3A | 0.2854 (15) | 0.5990 (11) | 0.6583 (9) | 0.069 (6) | 0.295 (11) |
F4A | 0.3349 (16) | 0.6580 (6) | 0.8070 (12) | 0.035 (3) | 0.295 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Re1 | 0.01373 (11) | 0.01449 (11) | 0.01556 (11) | −0.00004 (9) | 0.00123 (7) | −0.00028 (9) |
C1 | 0.029 (3) | 0.022 (2) | 0.014 (2) | 0.001 (2) | 0.004 (2) | 0.000 (2) |
C2 | 0.014 (2) | 0.022 (2) | 0.019 (2) | 0.003 (2) | −0.003 (2) | −0.007 (2) |
C3 | 0.012 (2) | 0.017 (2) | 0.026 (3) | −0.0014 (18) | −0.001 (2) | 0.008 (2) |
C4 | 0.024 (3) | 0.018 (2) | 0.021 (3) | 0.000 (2) | 0.004 (2) | 0.000 (2) |
C5 | 0.020 (2) | 0.028 (2) | 0.024 (2) | 0.0068 (19) | 0.007 (2) | 0.005 (2) |
C6 | 0.015 (2) | 0.032 (2) | 0.027 (2) | −0.0113 (18) | −0.0049 (19) | 0.005 (2) |
C7 | 0.025 (3) | 0.029 (2) | 0.022 (2) | −0.010 (2) | −0.001 (2) | 0.003 (2) |
C8 | 0.022 (3) | 0.017 (2) | 0.017 (2) | −0.0016 (19) | 0.001 (2) | 0.000 (2) |
C9 | 0.022 (3) | 0.023 (2) | 0.021 (3) | −0.001 (2) | 0.001 (2) | −0.002 (2) |
C10 | 0.026 (3) | 0.023 (3) | 0.020 (3) | −0.005 (2) | 0.006 (2) | 0.006 (2) |
C11 | 0.037 (3) | 0.019 (2) | 0.021 (3) | −0.005 (2) | 0.002 (2) | 0.000 (2) |
C12 | 0.029 (3) | 0.016 (2) | 0.027 (3) | 0.004 (2) | −0.001 (2) | −0.002 (2) |
C13 | 0.017 (2) | 0.025 (3) | 0.024 (3) | 0.003 (2) | 0.003 (2) | −0.004 (2) |
C14 | 0.023 (3) | 0.027 (3) | 0.020 (3) | −0.005 (2) | 0.002 (2) | 0.000 (2) |
C15 | 0.030 (3) | 0.030 (3) | 0.031 (3) | −0.001 (2) | 0.015 (2) | −0.004 (2) |
C16 | 0.036 (3) | 0.027 (3) | 0.028 (3) | −0.003 (2) | 0.013 (2) | −0.012 (2) |
C17 | 0.031 (3) | 0.023 (3) | 0.025 (3) | −0.008 (2) | 0.000 (2) | −0.008 (2) |
C18 | 0.021 (3) | 0.018 (2) | 0.025 (3) | −0.001 (2) | 0.001 (2) | 0.003 (2) |
N1 | 0.0159 (19) | 0.0144 (19) | 0.0174 (19) | −0.0027 (15) | 0.0015 (15) | 0.0026 (16) |
N2 | 0.020 (2) | 0.0159 (18) | 0.0159 (19) | 0.0004 (16) | 0.0010 (16) | −0.0024 (16) |
N3 | 0.021 (2) | 0.0170 (19) | 0.015 (2) | −0.0008 (16) | 0.0030 (17) | 0.0034 (16) |
O1 | 0.0159 (19) | 0.042 (2) | 0.033 (2) | 0.0020 (15) | −0.0057 (16) | 0.0022 (17) |
O2 | 0.0305 (19) | 0.0204 (17) | 0.0315 (19) | −0.0066 (15) | 0.0058 (16) | 0.0017 (16) |
O3 | 0.0288 (19) | 0.0264 (18) | 0.0222 (18) | −0.0004 (15) | 0.0060 (15) | −0.0044 (16) |
B1 | 0.025 (3) | 0.031 (3) | 0.048 (4) | −0.004 (3) | 0.013 (3) | −0.005 (3) |
F1 | 0.034 (3) | 0.092 (8) | 0.045 (5) | −0.021 (4) | 0.014 (3) | −0.029 (6) |
F2 | 0.045 (4) | 0.035 (3) | 0.063 (4) | −0.007 (3) | 0.016 (3) | 0.006 (3) |
F3 | 0.044 (3) | 0.043 (4) | 0.062 (3) | −0.008 (2) | −0.019 (2) | 0.001 (3) |
F4 | 0.121 (7) | 0.036 (3) | 0.106 (7) | 0.031 (4) | 0.075 (6) | 0.029 (4) |
B1A | 0.025 (3) | 0.031 (3) | 0.048 (4) | −0.004 (3) | 0.013 (3) | −0.005 (3) |
F1A | 0.017 (5) | 0.023 (8) | 0.043 (8) | 0.003 (5) | 0.017 (5) | −0.001 (7) |
F2A | 0.031 (8) | 0.032 (6) | 0.130 (15) | −0.009 (6) | 0.044 (9) | −0.002 (9) |
F3A | 0.038 (7) | 0.111 (16) | 0.054 (6) | 0.018 (7) | −0.010 (5) | −0.010 (7) |
F4A | 0.028 (7) | 0.017 (5) | 0.059 (9) | 0.009 (4) | 0.001 (6) | 0.009 (5) |
Re1—C3 | 1.916 (5) | C10—C11 | 1.372 (7) |
Re1—C1 | 1.924 (5) | C10—H10A | 0.9500 |
Re1—C2 | 1.926 (5) | C11—C12 | 1.387 (7) |
Re1—N1 | 2.215 (3) | C11—H11A | 0.9500 |
Re1—N2 | 2.229 (4) | C12—C13 | 1.376 (6) |
Re1—N3 | 2.240 (4) | C12—H12A | 0.9500 |
C1—O1 | 1.148 (5) | C13—N2 | 1.346 (6) |
C2—O2 | 1.146 (5) | C13—H13A | 0.9500 |
C3—O3 | 1.152 (5) | C14—N3 | 1.348 (6) |
C4—N1 | 1.355 (6) | C14—C15 | 1.381 (7) |
C4—C5 | 1.375 (6) | C14—H14A | 0.9500 |
C4—H4A | 0.9500 | C15—C16 | 1.375 (7) |
C5—C6 | 1.356 (7) | C15—H15A | 0.9500 |
C5—H5A | 0.9500 | C16—C17 | 1.382 (7) |
C6—C7 | 1.389 (7) | C16—H16A | 0.9500 |
C6—H6A | 0.9500 | C17—C18 | 1.369 (7) |
C7—C8 | 1.378 (6) | C17—H17A | 0.9500 |
C7—H7A | 0.9500 | C18—N3 | 1.349 (6) |
C8—N1 | 1.350 (5) | C18—H18A | 0.9500 |
C8—H8A | 0.9500 | B1—F4 | 1.340 (8) |
C9—N2 | 1.334 (6) | B1—F1 | 1.376 (9) |
C9—C10 | 1.385 (6) | B1—F2 | 1.412 (8) |
C9—H9A | 0.9500 | B1—F3 | 1.420 (7) |
C3—Re1—C1 | 89.17 (18) | C10—C11—C12 | 117.7 (4) |
C3—Re1—C2 | 87.34 (18) | C10—C11—H11A | 121.2 |
C1—Re1—C2 | 86.22 (18) | C12—C11—H11A | 121.2 |
C3—Re1—N1 | 89.95 (16) | C13—C12—C11 | 119.8 (4) |
C1—Re1—N1 | 178.97 (16) | C13—C12—H12A | 120.1 |
C2—Re1—N1 | 93.21 (15) | C11—C12—H12A | 120.1 |
C3—Re1—N2 | 91.85 (15) | N2—C13—C12 | 122.6 (4) |
C1—Re1—N2 | 91.02 (16) | N2—C13—H13A | 118.7 |
C2—Re1—N2 | 177.13 (16) | C12—C13—H13A | 118.7 |
N1—Re1—N2 | 89.54 (13) | N3—C14—C15 | 122.9 (4) |
C3—Re1—N3 | 176.99 (16) | N3—C14—H14A | 118.6 |
C1—Re1—N3 | 93.69 (16) | C15—C14—H14A | 118.6 |
C2—Re1—N3 | 93.77 (16) | C16—C15—C14 | 119.3 (5) |
N1—Re1—N3 | 87.20 (13) | C16—C15—H15A | 120.3 |
N2—Re1—N3 | 87.18 (12) | C14—C15—H15A | 120.3 |
O1—C1—Re1 | 177.4 (4) | C15—C16—C17 | 118.4 (4) |
O2—C2—Re1 | 174.7 (4) | C15—C16—H16A | 120.8 |
O3—C3—Re1 | 177.1 (4) | C17—C16—H16A | 120.8 |
N1—C4—C5 | 123.2 (4) | C18—C17—C16 | 119.3 (4) |
N1—C4—H4A | 118.4 | C18—C17—H17A | 120.3 |
C5—C4—H4A | 118.4 | C16—C17—H17A | 120.3 |
C6—C5—C4 | 118.4 (4) | N3—C18—C17 | 123.3 (4) |
C6—C5—H5A | 120.8 | N3—C18—H18A | 118.4 |
C4—C5—H5A | 120.8 | C17—C18—H18A | 118.4 |
C5—C6—C7 | 120.4 (4) | C8—N1—C4 | 117.1 (4) |
C5—C6—H6A | 119.8 | C8—N1—Re1 | 122.6 (3) |
C7—C6—H6A | 119.8 | C4—N1—Re1 | 120.1 (3) |
C8—C7—C6 | 118.1 (4) | C9—N2—C13 | 117.2 (4) |
C8—C7—H7A | 121.0 | C9—N2—Re1 | 124.4 (3) |
C6—C7—H7A | 121.0 | C13—N2—Re1 | 118.3 (3) |
N1—C8—C7 | 122.8 (4) | C14—N3—C18 | 116.8 (4) |
N1—C8—H8A | 118.6 | C14—N3—Re1 | 123.9 (3) |
C7—C8—H8A | 118.6 | C18—N3—Re1 | 119.4 (3) |
N2—C9—C10 | 123.2 (4) | F4—B1—F1 | 112.0 (6) |
N2—C9—H9A | 118.4 | F4—B1—F2 | 111.4 (6) |
C10—C9—H9A | 118.4 | F1—B1—F2 | 109.1 (7) |
C11—C10—C9 | 119.5 (4) | F4—B1—F3 | 110.4 (7) |
C11—C10—H10A | 120.3 | F1—B1—F3 | 106.5 (6) |
C9—C10—H10A | 120.3 | F2—B1—F3 | 107.2 (5) |
Cg1 is the centroid of the N1/C4–C8 pyrdine ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
C4—H4A···F3i | 0.95 | 2.31 | 3.240 (7) | 165 |
C13—H13A···F4ii | 0.95 | 2.31 | 3.219 (12) | 160 |
C17—H17A···F3iii | 0.95 | 2.32 | 3.123 (7) | 142 |
C10—H10A···Cg1iv | 0.95 | 2.61 | 3.302 (5) | 130 |
Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) x+1, y, z; (iii) x+1, −y+3/2, z+1/2; (iv) x, −y+3/2, z+1/2. |
Re1—C3 | 1.916 (5) | Re1—N1 | 2.215 (3) |
Re1—C1 | 1.924 (5) | Re1—N2 | 2.229 (4) |
Re1—C2 | 1.926 (5) | Re1—N3 | 2.240 (4) |
Cg1 is the centroid of the N1/C4–C8 pyrdine ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
C4—H4A···F3i | 0.95 | 2.31 | 3.240 (7) | 165 |
C13—H13A···F4ii | 0.95 | 2.31 | 3.219 (12) | 160 |
C17—H17A···F3iii | 0.95 | 2.32 | 3.123 (7) | 142 |
C10—H10A···Cg1iv | 0.95 | 2.61 | 3.302 (5) | 130 |
Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) x+1, y, z; (iii) x+1, −y+3/2, z+1/2; (iv) x, −y+3/2, z+1/2. |
Amoroso and coworkers (Amoroso et al., 2008) prepared a novel 3-chloromethylpyridyl bipyridine tricarbonyl rhenium complex and demonstrated the suitability of this complex in Mitochondria. That report represents the first application of a luminescent agent for specific targeting of a biological entity in imaging. Recently, Coogan and co-workers (Coogan et al., 2009) have also directed their research focus towards such complexes, thus preparing more novel rhenium tricarbonyl compounds to prove that heavy metals are not only erroneously termed as poisons, but can also be useful towards preparing drugs of great biological significance to man. Thus the design, syntheses and characterization of rhenium(I) tricarbonyl complexes has being of great interest due to their biological significance. The first report of the tricarbonyl tris-pyridyl rhenium(I) cation was published by Franklin et al. (2008), viz. tricarbonyl tris-pyridyl rhenium(I) hexafluorophosphate, which is quite similar to the title compound with some slight differences.
The molecular structure of the title complex is illustrated in Fig. 1. The ReI ion is six-coordinated by three pyridine N atoms and three carbonyl C atoms.
In the crystal, the ions are linked via C-H···F hydrogen bonds and C-H···π interactions forming a three-dimensional framework (Table 1).