Tetra-ethyl-ammonium tricarbonyl-chlorido-(pyrazine-2-carboxyl-ato-N,O)rhenate(I).

In the title complex, (C(8)H(20)N)[Re(C(5)H(3)N(2)O(2))Cl(CO)(3)], the Re(I) atom is coordinated facially by three carbonyl groups; the bidentate pyrazine-carboxyl-ato ligand and a chlorine atom complete the distorted octa-hedral coordination.

Related literature

For synthetic background, see: Alberto et al. (1996 ▶). For related structures, see: Schutte et al. (2008 ▶); Kemp (2006 ▶); Wang et al. (2003 ▶); Alvarez et al. (2007 ▶); Brasey et al. (2004 ▶); Mundwiler et al. (2004 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

(C8H20N)[Re(C5H3N2O2)Cl(CO)3]

M = 559.02

Monoclinic,

a = 7.927 (5) Å

b = 22.278 (5) Å

c = 10.903 (5) Å

β = 90.506 (5)°

V = 1925.4 (16) Å3

Z = 4

Mo Kα radiation

μ = 6.48 mm−1

T = 100 K

0.27 × 0.20 × 0.11 mm

Data collection

Bruker X8 APEXII 4K Kappa CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.273, T max = 0.539

32482 measured reflections

4781 independent reflections

4121 reflections with I > 2σ(I)

R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.021

wR(F 2) = 0.098

S = 1.18

4781 reflections

235 parameters

H-atom parameters constrained

Δρmax = 1.05 e Å−3

Δρmin = −1.38 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT-Plus (Bruker, 2004 ▶); data reduction: SAINT-Plus and XPREP (Bruker, 2004 ▶); 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 datablocks global, I. DOI: 10.1107/S1600536809042160/pv2218sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809042160/pv2218Isup2.hkl

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

(C8H20N)[Re(C5H3N2O2)Cl(CO)3]	F(000) = 1088
Mr = 559.02	Dx = 1.929 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9901 reflections
a = 7.927 (5) Å	θ = 2.7–28.3°
b = 22.278 (5) Å	µ = 6.48 mm−1
c = 10.903 (5) Å	T = 100 K
β = 90.506 (5)°	Cuboid, yellow
V = 1925.4 (16) Å3	0.27 × 0.20 × 0.11 mm
Z = 4

Bruker X8 APEXII 4K Kappa CCD diffractometer	4781 independent reflections
Radiation source: sealed tube	4121 reflections with I > 2σ(I)
graphite	Rint = 0.046
phi and ω scans	θmax = 28.3°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −10→9
Tmin = 0.273, Tmax = 0.539	k = −29→29
32482 measured reflections	l = −14→13

Refinement on F2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.021	w = 1/[σ2(Fo2) + (0.0591P)2] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.098	(Δ/σ)max = 0.001
S = 1.18	Δρmax = 1.05 e Å−3
4781 reflections	Δρmin = −1.38 e Å−3
235 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.

	x	y	z	Uiso*/Ueq
Re1	0.30393 (2)	0.198197 (7)	0.407485 (15)	0.01064 (8)
Cl1	0.29768 (13)	0.09512 (5)	0.49378 (10)	0.0154 (2)
C5	0.3651 (5)	0.13259 (19)	0.1726 (4)	0.0117 (8)
O5	0.0904 (4)	0.10473 (15)	0.1121 (3)	0.0186 (7)
N3	0.1752 (4)	−0.07955 (16)	0.2734 (3)	0.0111 (7)
O4	0.1219 (4)	0.16145 (14)	0.2811 (3)	0.0143 (7)
N2	0.6136 (5)	0.10700 (19)	0.0608 (4)	0.0198 (9)
N1	0.4559 (5)	0.15900 (16)	0.2633 (3)	0.0132 (8)
C14	0.1057 (5)	−0.0443 (2)	0.1656 (4)	0.0146 (9)
H14B	0.1568	−0.0047	0.1666	0.018*
H14A	0.1403	−0.064	0.0906	0.018*
C4	0.1762 (5)	0.1323 (2)	0.1880 (4)	0.0131 (9)
C10	0.1294 (6)	−0.0471 (2)	0.3912 (4)	0.0169 (9)
H10A	0.1667	−0.0058	0.3849	0.02*
H10B	0.0075	−0.0467	0.3983	0.02*
C15	−0.0836 (6)	−0.0368 (2)	0.1619 (4)	0.0182 (10)
H15B	−0.1153	−0.0138	0.0909	0.027*
H15C	−0.1197	−0.0164	0.2345	0.027*
H15A	−0.1361	−0.0756	0.1578	0.027*
C12	0.3647 (5)	−0.0855 (2)	0.2602 (4)	0.0147 (9)
H12B	0.4069	−0.1106	0.3264	0.018*
H12A	0.3875	−0.1062	0.1838	0.018*
C17	0.1141 (6)	−0.1786 (2)	0.1620 (5)	0.0215 (10)
H17B	0.0637	−0.2173	0.1739	0.032*
H17A	0.231	−0.1835	0.1418	0.032*
H17C	0.0569	−0.1581	0.0962	0.032*
C1	0.4817 (6)	0.2209 (2)	0.5162 (4)	0.0160 (9)
C7	0.7019 (6)	0.1324 (2)	0.1527 (4)	0.0187 (10)
H7	0.819	0.1323	0.149	0.022*
C16	0.0997 (6)	−0.14213 (19)	0.2785 (4)	0.0139 (9)
H16A	0.1545	−0.1641	0.3445	0.017*
H16B	−0.0188	−0.1386	0.2988	0.017*
C13	0.4627 (6)	−0.0272 (2)	0.2612 (5)	0.0228 (11)
H13C	0.5808	−0.0355	0.2525	0.034*
H13B	0.4444	−0.0067	0.3374	0.034*
H13A	0.425	−0.0023	0.1945	0.034*
C8	0.6250 (6)	0.1586 (2)	0.2526 (4)	0.0167 (9)
H8	0.6913	0.1764	0.3134	0.02*
C6	0.4450 (6)	0.1077 (2)	0.0729 (4)	0.0169 (9)
H6	0.3791	0.0906	0.0111	0.02*
C11	0.2032 (6)	−0.0737 (2)	0.5073 (4)	0.0227 (11)
H11B	0.1677	−0.0504	0.5765	0.034*
H11A	0.3241	−0.0733	0.5028	0.034*
H11C	0.1646	−0.1143	0.5162	0.034*
C3	0.1409 (6)	0.2291 (2)	0.5218 (4)	0.0148 (9)
O2	0.3224 (4)	0.32482 (15)	0.2989 (3)	0.0206 (7)
O3	0.0411 (4)	0.24882 (16)	0.5855 (3)	0.0215 (7)
O1	0.5931 (4)	0.23294 (16)	0.5808 (3)	0.0241 (8)
C2	0.3140 (5)	0.2765 (2)	0.3371 (4)	0.0139 (9)

	U11	U22	U33	U12	U13	U23
Re1	0.01130 (11)	0.00960 (12)	0.01101 (12)	−0.00026 (6)	−0.00005 (7)	−0.00013 (6)
Cl1	0.0170 (5)	0.0123 (5)	0.0169 (5)	−0.0006 (4)	−0.0002 (4)	0.0005 (4)
C5	0.013 (2)	0.010 (2)	0.012 (2)	0.0021 (16)	−0.0005 (16)	0.0015 (16)
O5	0.0130 (16)	0.0202 (19)	0.0227 (17)	−0.0029 (13)	−0.0034 (13)	−0.0071 (14)
N3	0.0113 (17)	0.0110 (18)	0.0110 (17)	−0.0010 (14)	0.0013 (13)	0.0012 (14)
O4	0.0127 (15)	0.0161 (17)	0.0141 (15)	−0.0004 (12)	−0.0006 (12)	−0.0029 (13)
N2	0.017 (2)	0.026 (2)	0.0168 (19)	0.0039 (17)	0.0031 (16)	0.0009 (17)
N1	0.0121 (17)	0.0103 (19)	0.0172 (19)	−0.0001 (14)	0.0000 (14)	0.0036 (15)
C14	0.015 (2)	0.013 (2)	0.015 (2)	0.0012 (17)	0.0014 (17)	0.0052 (17)
C4	0.011 (2)	0.013 (2)	0.015 (2)	0.0013 (16)	0.0001 (16)	0.0019 (17)
C10	0.014 (2)	0.017 (2)	0.019 (2)	0.0022 (18)	0.0026 (18)	−0.0043 (19)
C15	0.015 (2)	0.024 (3)	0.016 (2)	0.0029 (19)	−0.0025 (17)	0.0024 (19)
C12	0.010 (2)	0.017 (2)	0.018 (2)	0.0019 (17)	0.0027 (16)	−0.0006 (18)
C17	0.023 (3)	0.020 (3)	0.022 (3)	0.000 (2)	0.002 (2)	−0.005 (2)
C1	0.023 (2)	0.009 (2)	0.016 (2)	0.0009 (18)	0.0019 (18)	−0.0015 (18)
C7	0.010 (2)	0.026 (3)	0.021 (2)	0.0035 (18)	0.0040 (17)	0.006 (2)
C16	0.014 (2)	0.010 (2)	0.017 (2)	−0.0034 (17)	0.0005 (17)	0.0017 (18)
C13	0.012 (2)	0.022 (3)	0.034 (3)	−0.0006 (19)	0.000 (2)	0.004 (2)
C8	0.015 (2)	0.018 (2)	0.017 (2)	0.0012 (18)	−0.0034 (17)	0.0026 (18)
C6	0.015 (2)	0.019 (3)	0.017 (2)	−0.0002 (18)	−0.0019 (17)	0.0016 (18)
C11	0.024 (3)	0.029 (3)	0.015 (2)	0.002 (2)	−0.0004 (19)	−0.005 (2)
C3	0.018 (2)	0.012 (2)	0.015 (2)	−0.0024 (17)	−0.0025 (18)	0.0039 (18)
O2	0.0225 (18)	0.0123 (17)	0.0272 (19)	−0.0016 (14)	0.0033 (15)	0.0027 (15)
O3	0.0279 (18)	0.0198 (19)	0.0170 (17)	0.0012 (15)	0.0096 (14)	−0.0011 (14)
O1	0.0222 (18)	0.021 (2)	0.0284 (19)	0.0010 (15)	−0.0097 (15)	−0.0060 (16)
C2	0.012 (2)	0.018 (2)	0.012 (2)	0.0026 (17)	0.0006 (16)	−0.0006 (18)

Re1—C1	1.902 (5)	C15—H15C	0.96
Re1—C2	1.908 (5)	C15—H15A	0.96
Re1—C3	1.930 (5)	C12—C13	1.514 (6)
Re1—O4	2.149 (3)	C12—H12B	0.97
Re1—N1	2.172 (4)	C12—H12A	0.97
Re1—Cl1	2.4822 (12)	C17—C16	1.513 (6)
C5—N1	1.353 (6)	C17—H17B	0.96
C5—C6	1.379 (6)	C17—H17A	0.96
C5—C4	1.508 (6)	C17—H17C	0.96
O5—C4	1.231 (5)	C1—O1	1.156 (5)
N3—C14	1.514 (5)	C7—C8	1.383 (7)
N3—C12	1.517 (5)	C7—H7	0.93
N3—C16	1.518 (5)	C16—H16A	0.97
N3—C10	1.521 (5)	C16—H16B	0.97
O4—C4	1.282 (5)	C13—H13C	0.96
N2—C7	1.342 (6)	C13—H13B	0.96
N2—C6	1.344 (6)	C13—H13A	0.96
N1—C8	1.347 (6)	C8—H8	0.93
C14—C15	1.510 (6)	C6—H6	0.93
C14—H14B	0.97	C11—H11B	0.96
C14—H14A	0.97	C11—H11A	0.96
C10—C11	1.510 (6)	C11—H11C	0.96
C10—H10A	0.97	C3—O3	1.145 (5)
C10—H10B	0.97	O2—C2	1.156 (6)
C15—H15B	0.96
C1—Re1—C2	88.49 (19)	H15B—C15—H15C	109.5
C1—Re1—C3	89.99 (19)	C14—C15—H15A	109.5
C2—Re1—C3	87.95 (19)	H15B—C15—H15A	109.5
C1—Re1—O4	172.22 (16)	H15C—C15—H15A	109.5
C2—Re1—O4	96.95 (16)	C13—C12—N3	115.6 (4)
C3—Re1—O4	95.74 (16)	C13—C12—H12B	108.4
C1—Re1—N1	98.34 (17)	N3—C12—H12B	108.4
C2—Re1—N1	92.94 (16)	C13—C12—H12A	108.4
C3—Re1—N1	171.64 (16)	N3—C12—H12A	108.4
O4—Re1—N1	75.91 (13)	H12B—C12—H12A	107.4
C1—Re1—Cl1	91.55 (14)	C16—C17—H17B	109.5
C2—Re1—Cl1	178.07 (14)	C16—C17—H17A	109.5
C3—Re1—Cl1	93.98 (13)	H17B—C17—H17A	109.5
O4—Re1—Cl1	82.82 (9)	C16—C17—H17C	109.5
N1—Re1—Cl1	85.15 (10)	H17B—C17—H17C	109.5
N1—C5—C6	120.4 (4)	H17A—C17—H17C	109.5
N1—C5—C4	116.3 (4)	O1—C1—Re1	177.5 (4)
C6—C5—C4	123.3 (4)	N2—C7—C8	122.4 (4)
C14—N3—C12	109.0 (3)	N2—C7—H7	118.8
C14—N3—C16	111.4 (3)	C8—C7—H7	118.8
C12—N3—C16	108.3 (3)	C17—C16—N3	115.4 (4)
C14—N3—C10	108.7 (3)	C17—C16—H16A	108.4
C12—N3—C10	111.5 (3)	N3—C16—H16A	108.4
C16—N3—C10	108.0 (3)	C17—C16—H16B	108.4
C4—O4—Re1	118.2 (3)	N3—C16—H16B	108.4
C7—N2—C6	115.8 (4)	H16A—C16—H16B	107.5
C8—N1—C5	117.2 (4)	C12—C13—H13C	109.5
C8—N1—Re1	128.6 (3)	C12—C13—H13B	109.5
C5—N1—Re1	114.1 (3)	H13C—C13—H13B	109.5
C15—C14—N3	115.6 (4)	C12—C13—H13A	109.5
C15—C14—H14B	108.4	H13C—C13—H13A	109.5
N3—C14—H14B	108.4	H13B—C13—H13A	109.5
C15—C14—H14A	108.4	N1—C8—C7	121.1 (4)
N3—C14—H14A	108.4	N1—C8—H8	119.4
H14B—C14—H14A	107.4	C7—C8—H8	119.4
O5—C4—O4	126.7 (4)	N2—C6—C5	123.1 (4)
O5—C4—C5	118.0 (4)	N2—C6—H6	118.5
O4—C4—C5	115.3 (4)	C5—C6—H6	118.5
C11—C10—N3	115.3 (4)	C10—C11—H11B	109.5
C11—C10—H10A	108.4	C10—C11—H11A	109.5
N3—C10—H10A	108.4	H11B—C11—H11A	109.5
C11—C10—H10B	108.4	C10—C11—H11C	109.5
N3—C10—H10B	108.4	H11B—C11—H11C	109.5
H10A—C10—H10B	107.5	H11A—C11—H11C	109.5
C14—C15—H15B	109.5	O3—C3—Re1	177.0 (4)
C14—C15—H15C	109.5	O2—C2—Re1	177.3 (4)