Bromidotricarbon­yl[2-(pyridin-2-yl-κN)-5-p-tolyl-1,3,4-oxadiazole-κN3]rhenium(I) dichloro­methane monosolvate

Shi, L.-F.; Li, Y.; Si, Z.; Guan, Y.; Cao, H.

doi:10.1107/S160053681004969X

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 1| January 2011| Pages m9-m10

https://doi.org/10.1107/S160053681004969X

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Bromidotricarbonyl[2-(pyridin-2-yl-κN)-5-p-tolyl-1,3,4-oxadiazole-κN³]rhenium(I) dichloromethane monosolvate

Lin-Fang Shi,^a ^* Yan-wei Li,^b Zhen-jun Si,^c Ying Guan ^a and Hua-ru Cao ^a

^aCollege of Sciences, Zhejiang A&F University, Lin'an, Hangzhou, Zhejiang 311300, People's Republic of China, ^bSchool of Chemical Engineering & Technology, Harbin Institute of Technology, Harbin 150001, People's Republic of China, and ^cSchool of Materials Science and Engineering, Changchun University of Science and Technology, Changchun 130000, People's Republic of China
^*Correspondence e-mail: lfshi2003@163.com

(Received 23 November 2010; accepted 28 November 2010; online 4 December 2010)

In the title compound, [ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂, the coordination geometry of the Re^I atom is a distorted ReC₃N₂Br octahedron with the carbonyl C atoms in a fac arrangement. Within the 2-(pyridin-2-yl)-5-p-tolyl-1,3,4-oxadiazole ligand, the dihedral angles between the oxadiazole ring and the pyridine (py) and benzene (bz) rings are 1.7 (2) and 7.1 (2)°, respectively, and the dihedral angle between the py and bz rings is 5.5 (2)°. In the crystal, aromatic π–π stacking between the oxadiazole rings of adjacent molecules [centroid–centroid separation = 3.465 (3) Å] is seen.

Related literature

For backgroud to phosphoresence in Re(I) complexes, see: Ley et al. (1997 ); Zhang et al. (2009 ). For a related structure, see: Rajendran et al. (2000 ). For the synthesis of the ligand, see: Demko & Sharpless (2001 ); Tamoto et al. (1997 ).

Experimental

Crystal data

[ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂
M_r = 672.32
Monoclinic, C 2/c
a = 12.590 (3) Å
b = 19.621 (4) Å
c = 17.660 (4) Å
β = 101.77 (3)°
V = 4270.8 (15) Å³
Z = 8
Mo Kα radiation
μ = 7.84 mm⁻¹
T = 293 K
0.25 × 0.22 × 0.11 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2002) T_min = 0.149, T_max = 0.409
20653 measured reflections
4847 independent reflections
4254 reflections with I > 2σ(I)
R_int = 0.063

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.103
S = 1.05
4847 reflections
262 parameters
H-atom parameters constrained
Δρ_max = 2.07 e Å⁻³
Δρ_min = −2.88 e Å⁻³

Table 1
Selected bond lengths (Å)

Re1—C1	1.887 (6)
Re1—C2	1.921 (5)
Re1—C3	1.890 (5)
Re1—N1	2.228 (4)
Re1—N2	2.169 (4)
Re1—Br1	2.6146 (11)

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; 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: SHELXL97.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S160053681004969X/hb5758sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S160053681004969X/hb5758Isup2.hkl

checkCIF report

Comment top

As part of our studies of possible phosphorescent materials containing Re(I) (Ley et al., 1997), we have synthesized the title Re(I) complex, (I), which contain the oxadiazole ligand of 2-(pyridin-2-yl)-5-p-tolyl-1,3,4-oxadiazole and characterized its structure by single-crystal X-ray diffraction analysis. Its luminescent property will be further studied in the coming research.

As shown in Scheme 1 and Figure 1, [Re(CO)₃(L)Br].CH₂Cl₂ is a six-coordinated complex. The coordination geometry at the Re atom is a distorted octahedron with the three carbonyl ligands arranged in a facial fashion. The distances of C(1), C(2), and C(3) to Re(1) are 1.887 (6), 1.921 (5), and 1.890 (5), respectively, and the Re—N bonds distances are 2.228 (4) and 2.169 (4). The bond angles in Table 1 clearly indicate that the CO ligands are linearly coordinated. The bond angles between adjacent CO carbon atoms are 87.8 (3), 89.1 (3) and 89.2 (3) degree, respectively, which is close to 90 degree, but the bond angle between the coordinated nitrogen atoms of ligand is 73.26 (16), which is much less than 90. All other bond distances and angles are comparable to those found for the related Re(I) complexes (Rajendran et al., 2000).

Figure 2 displays inter-molecular face-to-face stacking present in the molecular structure of [Re(CO)₃(L)Br].CH₂Cl₂: the 1,3,4-oxadiazole moiety in one molecule is almost parallel to the other one from another complex molecule (the dihedral angle between the two planes is 1.65 degree), and the approximate distance between the two closest atoms (N2—N3) is only 3.349. Thus the complex molecule achieved a bonded dual-molecule structure which is believed a rigid one and will prevent geometric relaxation effectively (Zhang et al., 2009). This kind of rigid structure is expected possessing excellent luminescent properties.

Related literature top

For backgroud to phosphoresence in Re(I) complexes, see: Ley et al. (1997); Zhang et al. (2009). For a related structure, see: Rajendran et al. (2000). For the synthesis of the ligand, see: Demko & Sharpless (2001); Tamoto et al. (1997).

Experimental top

The oxadiazole ligand was synthesized according to the literature method (Demko et al., 2001; Tamoto et al., 1997) with some minor modification.[Re(CO)₃(L)Br] was synthesized according to the following procedure: L1 (0.06 g, 0.210 mmol) and Re(CO)₅Br (0.08 g, 0.200 mmol) were refluxed in 15 ml of toluene for 6 h. After the mixture was cooled to RT, the solvent was removed in a water bath under reduced pressure. The resulting yellow solid was purified by silica gel column chromatography with acetic acid ethyl ester and dichloromethane (v/v = 10:1). Yellow blocks of (I) were grown from slow evaporation of a CH₂Cl₂ solution.

Structure description top

For backgroud to phosphoresence in Re(I) complexes, see: Ley et al. (1997); Zhang et al. (2009). For a related structure, see: Rajendran et al. (2000). For the synthesis of the ligand, see: Demko & Sharpless (2001); Tamoto et al. (1997).

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); 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: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of [Re(CO)₃(L)Br].CH₂Cl₂, with displacement ellipsoids drawn at the 30% probability level (arbitrary spheres for the H atoms).
	Fig. 2. A view of inter-molecular face-to-face stacking structure of (I).

Bromidotricarbonyl[2-(pyridin-2-yl-κN)-5-p-tolyl-1,3,4- oxadiazole κN³]rhenium(I) dichloromethane monosolvate top

Crystal data top

[ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂	F(000) = 2544
M_r = 672.32	D_x = 2.091 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 4847 reflections
a = 12.590 (3) Å	θ = 3.1–24.8°
b = 19.621 (4) Å	µ = 7.84 mm⁻¹
c = 17.660 (4) Å	T = 293 K
β = 101.77 (3)°	Block, yellow
V = 4270.8 (15) Å³	0.25 × 0.22 × 0.11 mm
Z = 8

Data collection top

Bruker SMART CCD diffractometer	4847 independent reflections
Radiation source: fine-focus sealed tube	4254 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.063
phi and ω scans	θ_max = 27.5°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −14→16
T_min = 0.149, T_max = 0.409	k = −25→25
20653 measured reflections	l = −22→21

Refinement top

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) = 0.103	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0652P)² + 4.556P] where P = (F_o² + 2F_c²)/3
4847 reflections	(Δ/σ)_max = 0.001
262 parameters	Δρ_max = 2.07 e Å⁻³
0 restraints	Δρ_min = −2.88 e Å⁻³

Crystal data top

[ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂	V = 4270.8 (15) Å³
M_r = 672.32	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 12.590 (3) Å	µ = 7.84 mm⁻¹
b = 19.621 (4) Å	T = 293 K
c = 17.660 (4) Å	0.25 × 0.22 × 0.11 mm
β = 101.77 (3)°

Data collection top

Bruker SMART CCD diffractometer	4847 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2002)	4254 reflections with I > 2σ(I)
T_min = 0.149, T_max = 0.409	R_int = 0.063
20653 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	0 restraints
wR(F²) = 0.103	H-atom parameters constrained
S = 1.05	Δρ_max = 2.07 e Å⁻³
4847 reflections	Δρ_min = −2.88 e Å⁻³
262 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.3443 (5)	0.4519 (3)	0.2015 (4)	0.0487 (13)
C2	0.3684 (5)	0.3907 (2)	0.3391 (3)	0.0382 (11)
C3	0.1818 (5)	0.4511 (3)	0.2734 (3)	0.0489 (13)
C4	0.1120 (4)	0.2916 (3)	0.3248 (3)	0.0423 (12)
H4	0.0859	0.3334	0.3378	0.051*
C5	0.0700 (4)	0.2331 (3)	0.3493 (3)	0.0472 (13)
H5	0.0174	0.2355	0.3793	0.057*
C6	0.1068 (4)	0.1700 (3)	0.3287 (3)	0.0462 (12)
H6	0.0786	0.1298	0.3444	0.055*
C7	0.1858 (4)	0.1681 (3)	0.2847 (3)	0.0407 (11)
H7	0.2118	0.1269	0.2700	0.049*
C8	0.2249 (3)	0.2291 (3)	0.2634 (2)	0.0329 (10)
C9	0.3108 (4)	0.2358 (2)	0.2196 (2)	0.0301 (9)
C10	0.4329 (4)	0.2180 (2)	0.1553 (2)	0.0303 (9)
C11	0.5036 (4)	0.1774 (2)	0.1171 (2)	0.0312 (9)
C12	0.5080 (5)	0.1071 (3)	0.1248 (3)	0.0465 (13)
H12	0.4660	0.0851	0.1550	0.056*
C13	0.5751 (5)	0.0698 (3)	0.0873 (3)	0.0534 (14)
H13	0.5771	0.0226	0.0924	0.064*
C14	0.6396 (5)	0.1012 (3)	0.0422 (3)	0.0490 (14)
C15	0.6340 (4)	0.1714 (3)	0.0361 (3)	0.0436 (12)
H15	0.6765	0.1933	0.0062	0.052*
C16	0.5678 (4)	0.2104 (2)	0.0728 (3)	0.0356 (10)
H16	0.5662	0.2576	0.0679	0.043*
C17	0.7105 (7)	0.0591 (4)	0.0005 (4)	0.078 (2)
H17A	0.7491	0.0888	−0.0277	0.117*
H17B	0.6659	0.0285	−0.0348	0.117*
H17C	0.7614	0.0334	0.0375	0.117*
C18	0.1644 (7)	0.1149 (3)	0.0205 (5)	0.068 (2)
H18A	0.2392	0.1028	0.0209	0.082*
H18B	0.1226	0.1075	−0.0314	0.082*
N1	0.1910 (3)	0.2908 (2)	0.2820 (2)	0.0339 (8)
N2	0.3461 (3)	0.2940 (2)	0.2029 (2)	0.0327 (8)
N3	0.4270 (3)	0.2836 (2)	0.1605 (2)	0.0338 (8)
O1	0.3910 (5)	0.4950 (3)	0.1764 (3)	0.0831 (16)
O2	0.4232 (4)	0.3958 (2)	0.3981 (3)	0.0620 (12)
O3	0.1276 (5)	0.4934 (3)	0.2913 (3)	0.094 (2)
O4	0.3618 (3)	0.18424 (16)	0.19223 (18)	0.0326 (7)
Br1	0.12760 (5)	0.36874 (3)	0.11151 (3)	0.04326 (14)
Re1	0.268376 (15)	0.382313 (9)	0.241699 (11)	0.03283 (10)
Cl1	0.1140 (3)	0.06259 (12)	0.08553 (18)	0.1191 (10)
Cl2	0.15734 (14)	0.20035 (8)	0.04467 (9)	0.0578 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.058 (3)	0.034 (3)	0.056 (3)	0.000 (2)	0.015 (3)	−0.004 (2)
C2	0.046 (3)	0.026 (2)	0.040 (3)	0.0082 (19)	0.005 (2)	−0.0054 (18)
C3	0.049 (3)	0.046 (3)	0.051 (3)	0.009 (3)	0.009 (3)	−0.013 (2)
C4	0.037 (3)	0.056 (3)	0.037 (3)	0.008 (2)	0.014 (2)	−0.006 (2)
C5	0.046 (3)	0.058 (3)	0.041 (3)	−0.001 (2)	0.017 (2)	0.004 (2)
C6	0.045 (3)	0.048 (3)	0.049 (3)	−0.009 (2)	0.017 (2)	0.006 (2)
C7	0.046 (3)	0.036 (3)	0.043 (3)	−0.001 (2)	0.014 (2)	0.004 (2)
C8	0.036 (3)	0.034 (3)	0.030 (2)	0.0017 (17)	0.008 (2)	0.0021 (16)
C9	0.037 (2)	0.025 (2)	0.029 (2)	0.0035 (17)	0.0067 (18)	−0.0018 (16)
C10	0.036 (2)	0.030 (2)	0.026 (2)	0.0008 (18)	0.0081 (17)	0.0001 (15)
C11	0.041 (2)	0.029 (2)	0.025 (2)	0.0047 (18)	0.0100 (18)	−0.0011 (15)
C12	0.066 (4)	0.029 (3)	0.052 (3)	0.005 (2)	0.029 (3)	0.004 (2)
C13	0.076 (4)	0.032 (3)	0.057 (3)	0.014 (3)	0.025 (3)	−0.003 (2)
C14	0.059 (3)	0.053 (3)	0.040 (3)	0.017 (3)	0.023 (3)	−0.007 (2)
C15	0.048 (3)	0.052 (3)	0.035 (3)	0.007 (2)	0.019 (2)	0.005 (2)
C16	0.045 (3)	0.031 (2)	0.033 (2)	0.005 (2)	0.013 (2)	0.0034 (18)
C17	0.099 (5)	0.083 (5)	0.061 (4)	0.044 (4)	0.038 (4)	−0.010 (3)
C18	0.074 (5)	0.059 (4)	0.077 (5)	0.004 (3)	0.028 (4)	−0.018 (3)
N1	0.035 (2)	0.036 (2)	0.032 (2)	0.0047 (17)	0.0108 (17)	−0.0038 (16)
N2	0.034 (2)	0.031 (2)	0.035 (2)	0.0007 (16)	0.0111 (17)	−0.0032 (15)
N3	0.040 (2)	0.031 (2)	0.033 (2)	0.0015 (16)	0.0155 (17)	−0.0033 (15)
O1	0.093 (4)	0.054 (3)	0.105 (4)	−0.023 (3)	0.028 (3)	0.019 (3)
O2	0.065 (3)	0.059 (3)	0.054 (3)	0.013 (2)	−0.005 (2)	−0.014 (2)
O3	0.112 (5)	0.079 (4)	0.093 (4)	0.055 (4)	0.025 (3)	−0.022 (3)
O4	0.0407 (17)	0.0271 (16)	0.0328 (16)	0.0012 (13)	0.0144 (14)	−0.0017 (12)
Br1	0.0496 (3)	0.0390 (3)	0.0394 (3)	−0.0001 (2)	0.0049 (2)	0.00145 (19)
Re1	0.03905 (14)	0.02488 (12)	0.03580 (14)	0.00306 (6)	0.01052 (10)	−0.00546 (6)
Cl1	0.176 (3)	0.0556 (13)	0.142 (2)	0.0091 (15)	0.072 (2)	0.0206 (13)
Cl2	0.0680 (9)	0.0531 (9)	0.0511 (8)	0.0077 (7)	0.0089 (7)	0.0014 (6)

Geometric parameters (Å, º) top

Re1—C1	1.887 (6)	C10—N3	1.293 (6)
Re1—C2	1.921 (5)	C10—O4	1.380 (5)
Re1—C3	1.890 (5)	C10—C11	1.459 (6)
Re1—N1	2.228 (4)	C11—C12	1.385 (6)
Re1—N2	2.169 (4)	C11—C16	1.395 (6)
Re1—Br1	2.6146 (11)	C12—C13	1.384 (7)
C1—O1	1.168 (7)	C12—H12	0.9300
C2—O2	1.131 (7)	C13—C14	1.392 (9)
C3—O3	1.159 (7)	C13—H13	0.9300
C4—N1	1.366 (6)	C14—C15	1.383 (8)
C4—C5	1.369 (8)	C14—C17	1.512 (7)
C4—H4	0.9300	C15—C16	1.386 (7)
C5—C6	1.397 (8)	C15—H15	0.9300
C5—H5	0.9300	C16—H16	0.9300
C6—C7	1.381 (7)	C17—H17A	0.9600
C6—H6	0.9300	C17—H17B	0.9600
C7—C8	1.374 (7)	C17—H17C	0.9600
C7—H7	0.9300	C18—Cl2	1.737 (6)
C8—N1	1.346 (6)	C18—Cl1	1.753 (8)
C8—C9	1.459 (7)	C18—H18A	0.9700
C9—N2	1.283 (6)	C18—H18B	0.9700
C9—O4	1.339 (5)	N2—N3	1.396 (5)

O1—C1—Re1	179.8 (7)	C15—C16—C11	118.5 (5)
O2—C2—Re1	176.8 (5)	C15—C16—H16	120.7
O3—C3—Re1	178.6 (6)	C11—C16—H16	120.7
N1—C4—C5	122.5 (5)	C14—C17—H17A	109.5
N1—C4—H4	118.8	C14—C17—H17B	109.5
C5—C4—H4	118.8	H17A—C17—H17B	109.5
C4—C5—C6	119.4 (5)	C14—C17—H17C	109.5
C4—C5—H5	120.3	H17A—C17—H17C	109.5
C6—C5—H5	120.3	H17B—C17—H17C	109.5
C7—C6—C5	119.0 (5)	Cl2—C18—Cl1	111.1 (4)
C7—C6—H6	120.5	Cl2—C18—H18A	109.4
C5—C6—H6	120.5	Cl1—C18—H18A	109.4
C8—C7—C6	118.1 (5)	Cl2—C18—H18B	109.4
C8—C7—H7	121.0	Cl1—C18—H18B	109.4
C6—C7—H7	121.0	H18A—C18—H18B	108.0
N1—C8—C7	124.5 (4)	C8—N1—C4	116.6 (4)
N1—C8—C9	110.8 (4)	C8—N1—Re1	117.8 (3)
C7—C8—C9	124.7 (4)	C4—N1—Re1	125.6 (4)
N2—C9—O4	112.1 (4)	C9—N2—N3	108.5 (4)
N2—C9—C8	122.1 (4)	C9—N2—Re1	116.1 (3)
O4—C9—C8	125.9 (4)	N3—N2—Re1	135.4 (3)
N3—C10—O4	113.1 (4)	C10—N3—N2	104.1 (4)
N3—C10—C11	128.8 (4)	C9—O4—C10	102.3 (3)
O4—C10—C11	118.2 (4)	C1—Re1—C3	87.8 (3)
C12—C11—C16	120.1 (4)	C1—Re1—C2	89.1 (3)
C12—C11—C10	121.0 (4)	C3—Re1—C2	89.2 (2)
C16—C11—C10	118.9 (4)	C1—Re1—N2	99.4 (2)
C13—C12—C11	119.7 (5)	C3—Re1—N2	171.4 (2)
C13—C12—H12	120.1	C2—Re1—N2	95.53 (18)
C11—C12—H12	120.1	C1—Re1—N1	172.65 (19)
C12—C13—C14	121.6 (5)	C3—Re1—N1	99.5 (2)
C12—C13—H13	119.2	C2—Re1—N1	91.87 (19)
C14—C13—H13	119.2	N2—Re1—N1	73.26 (16)
C15—C14—C13	117.3 (5)	C1—Re1—Br1	92.72 (19)
C15—C14—C17	122.1 (6)	C3—Re1—Br1	90.28 (18)
C13—C14—C17	120.6 (6)	C2—Re1—Br1	178.05 (17)
C14—C15—C16	122.7 (5)	N2—Re1—Br1	84.79 (11)
C14—C15—H15	118.6	N1—Re1—Br1	86.38 (10)
C16—C15—H15	118.6

Experimental details

Crystal data
Chemical formula	[ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂
M_r	672.32
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	293
a, b, c (Å)	12.590 (3), 19.621 (4), 17.660 (4)
β (°)	101.77 (3)
V (Å³)	4270.8 (15)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	7.84
Crystal size (mm)	0.25 × 0.22 × 0.11

Data collection
Diffractometer	Bruker SMART CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2002)
T_min, T_max	0.149, 0.409
No. of measured, independent and observed [I > 2σ(I)] reflections	20653, 4847, 4254
R_int	0.063
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.103, 1.05
No. of reflections	4847
No. of parameters	262
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	2.07, −2.88

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Re1—C1	1.887 (6)	Re1—N1	2.228 (4)
Re1—C2	1.921 (5)	Re1—N2	2.169 (4)
Re1—C3	1.890 (5)	Re1—Br1	2.6146 (11)

Acknowledgements

This work was supported by Zhejiang A & F University Science Foundation (2009FR068).

References

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