fac-Tricarbon-yl(pyridine-κN)(1,1,1-trifluoro-acetyl-acetonato-κO,O')rhenium(I).

In the title compound, [Re(C(5)H(4)F(3)O(2))(C(5)H(5)N)(CO)(3)], the Re(I) atom is six-coordinated owing to bonding by three carbonyl ligands arranged in a fac configuration, two O atoms from the bidentate 1,1,1-trifluoro-acetyl-acetonate ligand and an N atom from a pyridine ligand. In the crystal, the mol-ecules pack in layers, diagonally, in a head-to-tail fashion across the ab plane. These layers are stabilsed by inter-molecular C-H⋯O and C-H⋯F hydrogen bonds.

Related literature

For the synthesis of the Re(I)-tricarbonyl synthon, see: Alberto et al. (1996 ▶). For related rhenium–tricarbonyl complexes, see: Brink et al. (2009 ▶, 2011 ▶); Mundwiler et al. (2004 ▶); Schutte et al. (2010 ▶). For a review on structure–reactivity relationships, see: Roodt et al. (2011 ▶).

Experimental

Crystal data

[Re(C5H4F3O2)(C5H5N)(CO)3]

M = 502.41

Monoclinic,

a = 15.561 (2) Å

b = 6.982 (3) Å

c = 14.082 (5) Å

β = 103.271 (5)°

V = 1489.1 (9) Å3

Z = 4

Mo Kα radiation

μ = 8.22 mm−1

T = 100 K

0.15 × 0.10 × 0.03 mm

Data collection

Bruker X8 APEXII 4K Kappa CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.328, T max = 0.778

17351 measured reflections

3603 independent reflections

3104 reflections with I > 2σ(I)

R int = 0.040

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.059

S = 1.06

3603 reflections

209 parameters

H-atom parameters constrained

Δρmax = 1.43 e Å−3

Δρmin = −1.09 e Å−3

Data collection: APEX2 (Bruker, 2010 ▶); cell refinement: SAINT-Plus (Bruker, 2004 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S160053681104476X/ng5257sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681104476X/ng5257Isup2.hkl

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

[Re(C5H4F3O2)(C5H5N)(CO)3]	F(000) = 944
Mr = 502.41	Dx = 2.241 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7262 reflections
a = 15.561 (2) Å	θ = 2.7–28.2°
b = 6.982 (3) Å	µ = 8.22 mm−1
c = 14.082 (5) Å	T = 100 K
β = 103.271 (5)°	Needle, yellow
V = 1489.1 (9) Å3	0.15 × 0.1 × 0.03 mm
Z = 4

Bruker X8 APEXII 4K Kappa CCD diffractometer	3603 independent reflections
Radiation source: fine-focus sealed tube	3104 reflections with I > 2σ(I)
graphite	Rint = 0.040
φ and ω scans	θmax = 28°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −20→20
Tmin = 0.328, Tmax = 0.778	k = −9→9
17351 measured reflections	l = −18→16

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)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.059	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0265P)2 + 2.5868P] where P = (Fo2 + 2Fc2)/3
3603 reflections	(Δ/σ)max = 0.001
209 parameters	Δρmax = 1.43 e Å−3
0 restraints	Δρmin = −1.09 e Å−3

Experimental. The intensity data were collected on a Bruker X8 ApexII 4 K Kappa CCD diffractometer using an exposure time of 40 s/frame. A total of 1709 frames were collected with a frame width of 0.5° covering up to θ = 28.39° with 99.9% completeness accomplished.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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
C1	0.3352 (3)	0.1319 (6)	0.0313 (3)	0.0209 (9)
C2	0.3897 (3)	0.2909 (6)	0.0641 (3)	0.0233 (9)
H2	0.436	0.3153	0.0341	0.028*
C3	0.3793 (3)	0.4120 (6)	0.1371 (3)	0.0211 (9)
C4	0.3568 (3)	0.0060 (7)	−0.0476 (3)	0.0289 (10)
H4A	0.3044	−0.0147	−0.0978	0.043*
H4B	0.3791	−0.1148	−0.0199	0.043*
H4C	0.4006	0.0677	−0.0751	0.043*
C5	0.4426 (3)	0.5780 (7)	0.1659 (4)	0.0292 (10)
C11	0.2715 (3)	0.0553 (6)	0.2774 (3)	0.0224 (9)
C12	0.1608 (3)	0.3619 (6)	0.2583 (3)	0.0193 (8)
C13	0.1142 (3)	0.0508 (6)	0.1529 (3)	0.0178 (8)
C21	0.1734 (3)	0.5963 (6)	0.0479 (3)	0.0189 (8)
H21	0.2129	0.6478	0.1015	0.023*
C22	0.1372 (3)	0.7145 (5)	−0.0285 (3)	0.0205 (9)
H22	0.1524	0.8436	−0.0264	0.025*
C23	0.0777 (3)	0.6403 (6)	−0.1093 (3)	0.0205 (9)
H23	0.0527	0.718	−0.1621	0.025*
C24	0.0567 (3)	0.4488 (6)	−0.1089 (3)	0.0187 (8)
H24	0.0164	0.3954	−0.1613	0.022*
C25	0.0959 (3)	0.3368 (6)	−0.0305 (3)	0.0178 (8)
H25	0.0819	0.2072	−0.0318	0.021*
N1	0.1538 (2)	0.4066 (5)	0.0481 (2)	0.0149 (7)
O1	0.26931 (19)	0.0826 (4)	0.0638 (2)	0.0193 (6)
O2	0.32142 (19)	0.4095 (4)	0.1875 (2)	0.0192 (6)
O11	0.3032 (2)	−0.0437 (5)	0.3404 (2)	0.0356 (8)
O12	0.1301 (2)	0.4540 (4)	0.3090 (2)	0.0274 (7)
O13	0.0548 (2)	−0.0508 (4)	0.1444 (2)	0.0237 (7)
F1	0.4843 (2)	0.5667 (5)	0.2568 (2)	0.0587 (10)
F2	0.3971 (3)	0.7446 (4)	0.1556 (3)	0.0615 (11)
F3	0.5014 (2)	0.5958 (6)	0.1124 (3)	0.0682 (11)
Re1	0.213272 (11)	0.21860 (2)	0.171210 (11)	0.01468 (6)

	U11	U22	U33	U12	U13	U23
C1	0.023 (2)	0.020 (2)	0.019 (2)	0.0079 (17)	0.0038 (17)	0.0041 (17)
C2	0.017 (2)	0.031 (2)	0.024 (2)	−0.0022 (18)	0.0096 (19)	0.0017 (18)
C3	0.017 (2)	0.022 (2)	0.024 (2)	−0.0005 (17)	0.0029 (18)	0.0071 (17)
C4	0.032 (3)	0.029 (2)	0.029 (2)	0.005 (2)	0.015 (2)	−0.0023 (19)
C5	0.026 (3)	0.031 (2)	0.033 (3)	−0.010 (2)	0.011 (2)	−0.001 (2)
C11	0.022 (2)	0.020 (2)	0.025 (2)	−0.0016 (17)	0.0051 (19)	−0.0013 (17)
C12	0.022 (2)	0.0168 (19)	0.020 (2)	−0.0029 (16)	0.0072 (17)	0.0033 (16)
C13	0.024 (2)	0.0153 (19)	0.015 (2)	0.0023 (16)	0.0068 (17)	−0.0007 (15)
C21	0.021 (2)	0.0140 (18)	0.022 (2)	−0.0033 (16)	0.0064 (18)	−0.0050 (16)
C22	0.025 (2)	0.0113 (17)	0.027 (2)	−0.0011 (16)	0.0108 (19)	−0.0009 (16)
C23	0.026 (2)	0.0166 (19)	0.020 (2)	0.0018 (17)	0.0068 (18)	0.0042 (16)
C24	0.020 (2)	0.021 (2)	0.015 (2)	0.0006 (16)	0.0035 (17)	−0.0022 (15)
C25	0.022 (2)	0.0154 (17)	0.017 (2)	−0.0015 (16)	0.0072 (17)	−0.0024 (16)
N1	0.0179 (18)	0.0149 (15)	0.0124 (16)	−0.0004 (13)	0.0049 (14)	−0.0005 (12)
O1	0.0229 (16)	0.0155 (13)	0.0214 (15)	0.0009 (12)	0.0093 (13)	−0.0006 (11)
O2	0.0173 (15)	0.0203 (14)	0.0205 (15)	−0.0051 (11)	0.0056 (12)	−0.0016 (12)
O11	0.039 (2)	0.0347 (19)	0.0300 (19)	0.0023 (15)	0.0004 (16)	0.0119 (15)
O12	0.036 (2)	0.0215 (15)	0.0304 (18)	0.0001 (13)	0.0198 (15)	−0.0045 (13)
O13	0.0219 (17)	0.0196 (15)	0.0309 (17)	−0.0074 (13)	0.0089 (14)	−0.0033 (13)
F1	0.059 (2)	0.057 (2)	0.050 (2)	−0.0246 (18)	−0.0092 (18)	−0.0007 (17)
F2	0.050 (2)	0.0276 (16)	0.104 (3)	−0.0086 (15)	0.011 (2)	0.0036 (18)
F3	0.060 (2)	0.070 (2)	0.088 (3)	−0.034 (2)	0.045 (2)	−0.019 (2)
Re1	0.01714 (10)	0.01195 (8)	0.01581 (9)	−0.00153 (6)	0.00557 (6)	−0.00083 (6)

C1—O1	1.263 (5)	C13—O13	1.150 (5)
C1—C2	1.409 (6)	C13—Re1	1.906 (4)
C1—C4	1.513 (6)	C21—N1	1.360 (5)
C2—C3	1.369 (6)	C21—C22	1.370 (6)
C2—H2	0.93	C21—H21	0.93
C3—O2	1.269 (5)	C22—C23	1.392 (6)
C3—C5	1.514 (6)	C22—H22	0.93
C4—H4A	0.96	C23—C24	1.377 (6)
C4—H4B	0.96	C23—H23	0.93
C4—H4C	0.96	C24—C25	1.376 (6)
C5—F1	1.298 (6)	C24—H24	0.93
C5—F3	1.317 (5)	C25—N1	1.347 (5)
C5—F2	1.353 (6)	C25—H25	0.93
C11—O11	1.144 (5)	N1—Re1	2.202 (3)
C11—Re1	1.932 (5)	O1—Re1	2.135 (3)
C12—O12	1.143 (5)	O2—Re1	2.117 (3)
C12—Re1	1.906 (4)
O1—C1—C2	125.0 (4)	C24—C23—C22	118.2 (4)
O1—C1—C4	116.3 (4)	C24—C23—H23	120.9
C2—C1—C4	118.7 (4)	C22—C23—H23	120.9
C3—C2—C1	124.6 (4)	C25—C24—C23	119.6 (4)
C3—C2—H2	117.7	C25—C24—H24	120.2
C1—C2—H2	117.7	C23—C24—H24	120.2
O2—C3—C2	129.2 (4)	N1—C25—C24	122.9 (4)
O2—C3—C5	111.3 (4)	N1—C25—H25	118.6
C2—C3—C5	119.5 (4)	C24—C25—H25	118.6
C1—C4—H4A	109.5	C25—N1—C21	117.3 (3)
C1—C4—H4B	109.5	C25—N1—Re1	120.8 (3)
H4A—C4—H4B	109.5	C21—N1—Re1	121.9 (3)
C1—C4—H4C	109.5	C1—O1—Re1	129.3 (3)
H4A—C4—H4C	109.5	C3—O2—Re1	126.7 (3)
H4B—C4—H4C	109.5	C12—Re1—C13	87.55 (17)
F1—C5—F3	108.3 (4)	C12—Re1—C11	90.32 (18)
F1—C5—F2	106.8 (4)	C13—Re1—C11	87.88 (18)
F3—C5—F2	105.9 (4)	C12—Re1—O2	92.70 (14)
F1—C5—C3	111.4 (4)	C13—Re1—O2	178.20 (14)
F3—C5—C3	114.4 (4)	C11—Re1—O2	93.89 (15)
F2—C5—C3	109.7 (4)	C12—Re1—O1	174.14 (14)
O11—C11—Re1	177.7 (4)	C13—Re1—O1	94.59 (14)
O12—C12—Re1	177.4 (3)	C11—Re1—O1	95.20 (15)
O13—C13—Re1	178.3 (4)	O2—Re1—O1	84.99 (11)
N1—C21—C22	122.5 (4)	C12—Re1—N1	91.68 (15)
N1—C21—H21	118.8	C13—Re1—N1	94.55 (15)
C22—C21—H21	118.8	C11—Re1—N1	176.91 (15)
C21—C22—C23	119.6 (4)	O2—Re1—N1	83.67 (12)
C21—C22—H22	120.2	O1—Re1—N1	82.72 (11)
C23—C22—H22	120.2

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···F3i	0.93	2.55	3.407 (6)	153.
C22—H22···O1ii	0.93	2.58	3.360 (5)	142

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯F3i	0.93	2.55	3.407 (6)	153
C22—H22⋯O1ii	0.93	2.58	3.360 (5)	142

Symmetry codes: (i) ; (ii) .