(4,5-Diaza­fluoren-9-one-κ2N,N′)bis­(1H-imidazole-κN3)bis­(thio­cyanato-κN)cobalt(II)

Feng, X.-L.; Zhang, Y.-P.

doi:10.1107/S1600536811029060

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 9| September 2011| Page m1171

doi:10.1107/S1600536811029060

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(4,5-Diazafluoren-9-one-κ²N,N′)bis(1H-imidazole-κN³)bis(thiocyanato-κN)cobalt(II)

Xiu-Ling Feng ^a ^* and Yu-Ping Zhang ^b

^aCollege of Chemistry and Chemical Engineering, Huaihua University, Huaihua 418008, People's Republic of China, and ^bWuling Electric Power Group Corporation, Changsha 410000, People's Republic of China
^*Correspondence e-mail: xiulingfeng2001@sina.com

(Received 6 July 2011; accepted 19 July 2011; online 2 August 2011)

In the title complex, [Co(NCS)₂(C₃H₄N₂)₂(C₁₁H₆N₂O)], the Co^II atom has a distorted octahedral coordination with the N atoms of the 4,5-diazafluoren-9-one ligand and two N atoms from imidazole ligands in the equatorial positions and the axial sites occupied by two N atoms of the thiocyanate ligand. Intermolecular N—H⋯O hydrogen bonding forms a one-dimensional motif parallel to the cell ab diagonal.

Related literature

For related structures, see: Notash et al. (2011 ); Xu et al. (2009 ). For general background to metal complexes with diazafluoren-9-one ligands, see: Biju & Rajasekharan (2008 ); Zhang & Li (2009 ). For a related structure, see: Yang et al. (2004 ).

Experimental

Crystal data

[Co(NCS)₂(C₃H₄N₂)₂(C₁₁H₆N₂O)]
M_r = 493.43
Triclinic, $[P \overline 1]$
a = 9.2239 (9) Å
b = 10.920 (1) Å
c = 11.9441 (12) Å
α = 71.578 (1)°
β = 70.582 (1)°
γ = 73.931 (2)°
V = 1056.48 (18) Å³
Z = 2
Mo Kα radiation
μ = 1.04 mm⁻¹
T = 298 K
0.35 × 0.33 × 0.30 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.712, T_max = 0.746
5357 measured reflections
3633 independent reflections
2208 reflections with I > 2σ(I)
R_int = 0.041

Refinement

R[F² > 2σ(F²)] = 0.062
wR(F²) = 0.192
S = 1.06
3633 reflections
280 parameters
H-atom parameters constrained
Δρ_max = 1.10 e Å⁻³
Δρ_min = −0.50 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N6—H6⋯O1ⁱ	0.86	2.47	2.980 (10)	119
Symmetry code: (i) x-1, y+1, z.

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: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811029060/qm2016sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811029060/qm2016Isup2.hkl

checkCIF report

Comment top

The title complex, Co(C₁₁H₆NO₂)(C₃H₄N₂)₂(SCN)₂ contains a Co^II centre with a distorted octahedral coordination where the equatorial plane contains the N atoms of 4,5-diazafluoren-9-

one and two N atoms from imidazole ligands and the axial positions are occupied by two N atoms of thiocyanato ligands. Intermolecular N—H···O hydrogen bonding forms a one-dimensional motif parallel to the cell ab diagonal.

Related literature top

For related structures, see: Notash et al. (2011); Xu et al. (2009). For general background to metal complexes with diazafluoren-9-one ligands, see: Biju & Rajasekharan (2008); Zhang & Li (2009). For a related structure, see: Yang et al. (2004).

Experimental top

A mixture of Co(NO₃)₂. 6H₂O (0.5 mmol), 4,5-diazafluoren-9-one (0.5 mmol), imidazole (0.5 mmol) and KSCN (0.5 mmol) in 15 mL distilled water was heated at 413 K in a Teflon-lined stainless steel autoclave for three days. The reaction system was then slowly cooled to room temperature. Red crystals of the title compound suitable for single-crystal X-ray diffraction analysis were obtained by slow evaporation of the aqueous solution over a period of one month (yield 49% based on Co).

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: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The structure of of the title compound, showing the atomic numbering scheme and 50% probability displacement ellipsoids.

(4,5-Diazafluoren-9-one-κ²N,N')bis(1H-imidazole- κN³)bis(thiocyanato-κN)cobalt(II) top

Crystal data top

[Co(NCS)₂(C₃H₄N₂)₂(C₁₁H₆N₂O)]	Z = 2
M_r = 493.43	F(000) = 502
Triclinic, P1	D_x = 1.551 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.2239 (9) Å	Cell parameters from 1602 reflections
b = 10.920 (1) Å	θ = 2.4–22.9°
c = 11.9441 (12) Å	µ = 1.04 mm⁻¹
α = 71.578 (1)°	T = 298 K
β = 70.582 (1)°	Block, red
γ = 73.931 (2)°	0.35 × 0.33 × 0.30 mm
V = 1056.48 (18) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	3633 independent reflections
Radiation source: fine-focus sealed tube	2208 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.041
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
T_min = 0.712, T_max = 0.746	k = −12→10
5357 measured reflections	l = −14→11

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)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.192	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0844P)² + 0.3689P] where P = (F_o² + 2F_c²)/3
3633 reflections	(Δ/σ)_max = 0.001
280 parameters	Δρ_max = 1.10 e Å⁻³
0 restraints	Δρ_min = −0.50 e Å⁻³

Crystal data top

[Co(NCS)₂(C₃H₄N₂)₂(C₁₁H₆N₂O)]	γ = 73.931 (2)°
M_r = 493.43	V = 1056.48 (18) Å³
Triclinic, P1	Z = 2
a = 9.2239 (9) Å	Mo Kα radiation
b = 10.920 (1) Å	µ = 1.04 mm⁻¹
c = 11.9441 (12) Å	T = 298 K
α = 71.578 (1)°	0.35 × 0.33 × 0.30 mm
β = 70.582 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	3633 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2208 reflections with I > 2σ(I)
T_min = 0.712, T_max = 0.746	R_int = 0.041
5357 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.062	0 restraints
wR(F²) = 0.192	H-atom parameters constrained
S = 1.06	Δρ_max = 1.10 e Å⁻³
3633 reflections	Δρ_min = −0.50 e Å⁻³
280 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
Co1	0.20940 (9)	0.77893 (7)	0.26794 (7)	0.0446 (3)
N1	0.3058 (5)	0.5787 (4)	0.3693 (4)	0.0460 (12)
N2	0.4108 (6)	0.7047 (5)	0.1105 (4)	0.0478 (12)
N3	0.0422 (6)	0.8171 (5)	0.4280 (5)	0.0497 (12)
N4	−0.1818 (7)	0.8644 (6)	0.5558 (6)	0.0788 (18)
H4	−0.2815	0.8844	0.5855	0.095*
N5	0.1501 (6)	0.9610 (5)	0.1485 (4)	0.0491 (12)
N6	0.0312 (10)	1.1390 (7)	0.0524 (7)	0.127 (3)
H6	−0.0451	1.1975	0.0306	0.152*
N7	0.3778 (6)	0.8478 (5)	0.2960 (5)	0.0529 (13)
N8	0.0626 (6)	0.6936 (5)	0.2310 (4)	0.0545 (13)
O1	0.7400 (6)	0.2887 (5)	0.1886 (5)	0.0799 (15)
S1	0.5575 (2)	1.00788 (17)	0.30595 (16)	0.0623 (5)
S2	−0.0800 (3)	0.5262 (2)	0.19374 (19)	0.0811 (6)
C1	0.6403 (7)	0.3839 (6)	0.2030 (6)	0.0544 (16)
C2	0.4267 (7)	0.5249 (5)	0.2920 (5)	0.0438 (14)
C3	0.5196 (7)	0.4031 (6)	0.3187 (6)	0.0504 (15)
C4	0.4827 (8)	0.3284 (6)	0.4362 (6)	0.0604 (18)
H4A	0.5395	0.2441	0.4589	0.072*
C5	0.3613 (8)	0.3810 (6)	0.5177 (6)	0.0618 (17)
H5	0.3358	0.3333	0.5989	0.074*
C6	0.2745 (8)	0.5030 (6)	0.4839 (6)	0.0596 (17)
H6A	0.1901	0.5349	0.5429	0.071*
C7	0.4808 (6)	0.5879 (5)	0.1624 (5)	0.0428 (13)
C8	0.6092 (7)	0.5069 (6)	0.1082 (6)	0.0524 (15)
C9	0.6755 (8)	0.5511 (7)	−0.0145 (6)	0.0619 (18)
H9	0.7641	0.5015	−0.0564	0.074*
C10	0.6061 (9)	0.6712 (7)	−0.0729 (6)	0.0664 (19)
H10	0.6483	0.7043	−0.1561	0.080*
C11	0.4755 (8)	0.7435 (6)	−0.0107 (6)	0.0569 (17)
H11	0.4294	0.8231	−0.0543	0.068*
C12	−0.1081 (8)	0.8433 (7)	0.4456 (6)	0.0650 (18)
H12	−0.1580	0.8470	0.3883	0.078*
C13	−0.0723 (11)	0.8488 (8)	0.6116 (7)	0.080 (2)
H13	−0.0890	0.8560	0.6906	0.096*
C14	0.0648 (9)	0.8211 (7)	0.5327 (6)	0.0653 (18)
H14	0.1619	0.8066	0.5472	0.078*
C15	0.0177 (10)	1.0259 (8)	0.1344 (8)	0.101 (3)
H15	−0.0766	0.9975	0.1763	0.121*
C16	0.1769 (11)	1.1482 (8)	0.0101 (7)	0.081 (2)
H16	0.2211	1.2159	−0.0501	0.097*
C17	0.2483 (9)	1.0393 (7)	0.0720 (7)	0.073 (2)
H17	0.3557	1.0192	0.0633	0.088*
C18	0.4548 (7)	0.9133 (6)	0.2987 (5)	0.0457 (14)
C19	0.0036 (7)	0.6238 (6)	0.2169 (5)	0.0453 (14)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0439 (5)	0.0449 (5)	0.0449 (5)	−0.0073 (4)	−0.0116 (4)	−0.0120 (4)
N1	0.050 (3)	0.044 (3)	0.041 (3)	−0.006 (2)	−0.012 (2)	−0.009 (2)
N2	0.051 (3)	0.047 (3)	0.044 (3)	−0.017 (2)	−0.010 (2)	−0.007 (2)
N3	0.051 (3)	0.047 (3)	0.053 (3)	−0.008 (2)	−0.011 (2)	−0.020 (2)
N4	0.061 (4)	0.077 (4)	0.083 (5)	−0.012 (3)	0.015 (4)	−0.035 (4)
N5	0.047 (3)	0.049 (3)	0.049 (3)	−0.004 (3)	−0.015 (2)	−0.012 (2)
N6	0.091 (6)	0.097 (6)	0.112 (7)	0.028 (5)	−0.023 (5)	0.036 (5)
N7	0.050 (3)	0.054 (3)	0.058 (3)	−0.010 (3)	−0.019 (3)	−0.013 (3)
N8	0.055 (3)	0.060 (3)	0.052 (3)	−0.015 (3)	−0.013 (3)	−0.017 (3)
O1	0.060 (3)	0.063 (3)	0.109 (4)	0.007 (3)	−0.014 (3)	−0.037 (3)
S1	0.0569 (11)	0.0710 (11)	0.0654 (12)	−0.0240 (9)	−0.0175 (9)	−0.0143 (9)
S2	0.0812 (14)	0.1021 (15)	0.0758 (13)	−0.0518 (12)	−0.0018 (11)	−0.0342 (12)
C1	0.044 (4)	0.053 (4)	0.070 (5)	−0.007 (3)	−0.013 (3)	−0.026 (4)
C2	0.044 (3)	0.043 (3)	0.045 (4)	−0.010 (3)	−0.010 (3)	−0.012 (3)
C3	0.051 (4)	0.045 (3)	0.056 (4)	−0.006 (3)	−0.018 (3)	−0.014 (3)
C4	0.065 (5)	0.045 (4)	0.065 (5)	−0.005 (3)	−0.025 (4)	0.000 (3)
C5	0.070 (5)	0.052 (4)	0.054 (4)	−0.013 (4)	−0.013 (4)	−0.002 (3)
C6	0.065 (4)	0.060 (4)	0.045 (4)	−0.013 (3)	−0.006 (3)	−0.009 (3)
C7	0.043 (3)	0.047 (3)	0.043 (3)	−0.011 (3)	−0.010 (3)	−0.017 (3)
C8	0.043 (4)	0.058 (4)	0.057 (4)	−0.014 (3)	−0.007 (3)	−0.020 (3)
C9	0.056 (4)	0.073 (5)	0.058 (4)	−0.022 (4)	0.005 (3)	−0.032 (4)
C10	0.072 (5)	0.077 (5)	0.053 (4)	−0.037 (4)	−0.002 (4)	−0.015 (4)
C11	0.066 (5)	0.058 (4)	0.048 (4)	−0.026 (3)	−0.012 (3)	−0.008 (3)
C12	0.051 (4)	0.077 (5)	0.066 (5)	−0.009 (4)	−0.010 (4)	−0.027 (4)
C13	0.096 (6)	0.083 (5)	0.057 (5)	−0.014 (5)	−0.003 (5)	−0.033 (4)
C14	0.067 (5)	0.070 (4)	0.063 (5)	−0.006 (4)	−0.020 (4)	−0.026 (4)
C15	0.060 (5)	0.099 (6)	0.090 (6)	0.007 (5)	−0.013 (5)	0.021 (5)
C16	0.089 (6)	0.069 (5)	0.077 (6)	−0.022 (5)	−0.031 (5)	0.008 (4)
C17	0.067 (5)	0.064 (5)	0.081 (5)	−0.021 (4)	−0.027 (4)	0.007 (4)
C18	0.043 (4)	0.051 (4)	0.034 (3)	0.003 (3)	−0.011 (3)	−0.008 (3)
C19	0.051 (4)	0.055 (4)	0.025 (3)	−0.013 (3)	−0.006 (3)	−0.005 (3)

Geometric parameters (Å, º) top

Co1—N7	2.060 (5)	C1—C8	1.487 (9)
Co1—N8	2.062 (5)	C1—C3	1.492 (8)
Co1—N3	2.096 (5)	C2—C3	1.374 (8)
Co1—N5	2.100 (5)	C2—C7	1.457 (8)
Co1—N1	2.237 (4)	C3—C4	1.365 (8)
Co1—N2	2.335 (5)	C4—C5	1.344 (9)
N1—C2	1.318 (7)	C4—H4A	0.9300
N1—C6	1.339 (7)	C5—C6	1.365 (9)
N2—C7	1.319 (7)	C5—H5	0.9300
N2—C11	1.345 (7)	C6—H6A	0.9300
N3—C12	1.293 (8)	C7—C8	1.370 (8)
N3—C14	1.350 (8)	C8—C9	1.369 (8)
N4—C12	1.325 (8)	C9—C10	1.367 (10)
N4—C13	1.332 (9)	C9—H9	0.9300
N4—H4	0.8600	C10—C11	1.370 (9)
N5—C15	1.267 (8)	C10—H10	0.9300
N5—C17	1.331 (8)	C11—H11	0.9300
N6—C16	1.289 (10)	C12—H12	0.9300
N6—C15	1.319 (9)	C13—C14	1.325 (10)
N6—H6	0.8600	C13—H13	0.9300
N7—C18	1.152 (7)	C14—H14	0.9300
N8—C19	1.130 (7)	C15—H15	0.9300
O1—C1	1.197 (7)	C16—C17	1.315 (9)
S1—C18	1.619 (7)	C16—H16	0.9300
S2—C19	1.610 (6)	C17—H17	0.9300

N7—Co1—N8	173.1 (2)	C5—C4—C3	117.5 (6)
N7—Co1—N3	93.6 (2)	C5—C4—H4A	121.2
N8—Co1—N3	92.08 (19)	C3—C4—H4A	121.2
N7—Co1—N5	90.24 (19)	C4—C5—C6	121.4 (7)
N8—Co1—N5	92.91 (19)	C4—C5—H5	119.3
N3—Co1—N5	97.45 (19)	C6—C5—H5	119.3
N7—Co1—N1	87.91 (18)	N1—C6—C5	122.8 (6)
N8—Co1—N1	88.00 (19)	N1—C6—H6A	118.6
N3—Co1—N1	91.82 (18)	C5—C6—H6A	118.6
N5—Co1—N1	170.65 (18)	N2—C7—C8	127.8 (6)
N7—Co1—N2	85.39 (18)	N2—C7—C2	122.7 (5)
N8—Co1—N2	88.39 (18)	C8—C7—C2	109.4 (5)
N3—Co1—N2	170.70 (18)	C9—C8—C7	117.2 (6)
N5—Co1—N2	91.80 (18)	C9—C8—C1	134.9 (6)
N1—Co1—N2	78.92 (17)	C7—C8—C1	107.9 (5)
C2—N1—C6	114.3 (5)	C10—C9—C8	117.2 (6)
C2—N1—Co1	108.3 (4)	C10—C9—H9	121.4
C6—N1—Co1	137.4 (4)	C8—C9—H9	121.4
C7—N2—C11	113.5 (5)	C9—C10—C11	121.1 (7)
C7—N2—Co1	105.9 (4)	C9—C10—H10	119.4
C11—N2—Co1	140.5 (4)	C11—C10—H10	119.4
C12—N3—C14	105.3 (6)	N2—C11—C10	123.1 (6)
C12—N3—Co1	125.9 (4)	N2—C11—H11	118.5
C14—N3—Co1	128.8 (4)	C10—C11—H11	118.5
C12—N4—C13	107.0 (6)	N3—C12—N4	111.4 (6)
C12—N4—H4	126.5	N3—C12—H12	124.3
C13—N4—H4	126.5	N4—C12—H12	124.3
C15—N5—C17	103.3 (6)	C14—C13—N4	106.7 (7)
C15—N5—Co1	130.3 (5)	C14—C13—H13	126.6
C17—N5—Co1	126.3 (4)	N4—C13—H13	126.6
C16—N6—C15	109.3 (7)	C13—C14—N3	109.6 (7)
C16—N6—H6	125.3	C13—C14—H14	125.2
C15—N6—H6	125.3	N3—C14—H14	125.2
C18—N7—Co1	164.4 (5)	N5—C15—N6	111.0 (8)
C19—N8—Co1	165.8 (5)	N5—C15—H15	124.5
O1—C1—C8	127.0 (6)	N6—C15—H15	124.5
O1—C1—C3	127.4 (6)	N6—C16—C17	103.7 (7)
C8—C1—C3	105.6 (5)	N6—C16—H16	128.2
N1—C2—C3	126.5 (6)	C17—C16—H16	128.2
N1—C2—C7	124.0 (5)	C16—C17—N5	112.6 (7)
C3—C2—C7	109.5 (5)	C16—C17—H17	123.7
C4—C3—C2	117.5 (6)	N5—C17—H17	123.7
C4—C3—C1	135.0 (6)	N7—C18—S1	177.9 (6)
C2—C3—C1	107.5 (6)	N8—C19—S2	178.7 (5)

N7—Co1—N1—C2	−83.4 (4)	C7—C2—C3—C1	0.1 (6)
N8—Co1—N1—C2	91.1 (4)	O1—C1—C3—C4	−0.2 (12)
N3—Co1—N1—C2	−176.9 (4)	C8—C1—C3—C4	178.7 (7)
N2—Co1—N1—C2	2.3 (4)	O1—C1—C3—C2	−178.1 (6)
N7—Co1—N1—C6	95.8 (6)	C8—C1—C3—C2	0.8 (6)
N8—Co1—N1—C6	−89.7 (6)	C2—C3—C4—C5	−2.0 (9)
N3—Co1—N1—C6	2.3 (6)	C1—C3—C4—C5	−179.7 (6)
N2—Co1—N1—C6	−178.5 (6)	C3—C4—C5—C6	2.1 (10)
N7—Co1—N2—C7	86.0 (4)	C2—N1—C6—C5	0.4 (9)
N8—Co1—N2—C7	−91.1 (4)	Co1—N1—C6—C5	−178.7 (4)
N5—Co1—N2—C7	176.1 (4)	C4—C5—C6—N1	−1.4 (11)
N1—Co1—N2—C7	−2.8 (3)	C11—N2—C7—C8	1.4 (8)
N7—Co1—N2—C11	−92.8 (6)	Co1—N2—C7—C8	−177.7 (5)
N8—Co1—N2—C11	90.2 (6)	C11—N2—C7—C2	−177.9 (5)
N5—Co1—N2—C11	−2.7 (6)	Co1—N2—C7—C2	3.0 (6)
N1—Co1—N2—C11	178.5 (6)	N1—C2—C7—N2	−1.1 (9)
N7—Co1—N3—C12	151.9 (5)	C3—C2—C7—N2	178.3 (5)
N8—Co1—N3—C12	−32.0 (6)	N1—C2—C7—C8	179.5 (5)
N5—Co1—N3—C12	61.2 (6)	C3—C2—C7—C8	−1.1 (7)
N1—Co1—N3—C12	−120.1 (5)	N2—C7—C8—C9	0.6 (9)
N7—Co1—N3—C14	−27.4 (6)	C2—C7—C8—C9	−180.0 (5)
N8—Co1—N3—C14	148.7 (5)	N2—C7—C8—C1	−177.8 (5)
N5—Co1—N3—C14	−118.1 (5)	C2—C7—C8—C1	1.6 (6)
N1—Co1—N3—C14	60.6 (5)	O1—C1—C8—C9	−0.6 (12)
N7—Co1—N5—C15	−141.3 (7)	C3—C1—C8—C9	−179.5 (7)
N8—Co1—N5—C15	44.9 (7)	O1—C1—C8—C7	177.4 (6)
N3—Co1—N5—C15	−47.6 (7)	C3—C1—C8—C7	−1.5 (6)
N2—Co1—N5—C15	133.3 (7)	C7—C8—C9—C10	−1.3 (9)
N7—Co1—N5—C17	35.0 (6)	C1—C8—C9—C10	176.6 (6)
N8—Co1—N5—C17	−138.8 (6)	C8—C9—C10—C11	−0.2 (10)
N3—Co1—N5—C17	128.7 (6)	C7—N2—C11—C10	−2.9 (8)
N2—Co1—N5—C17	−50.4 (6)	Co1—N2—C11—C10	175.8 (4)
N3—Co1—N7—C18	−84.9 (19)	C9—C10—C11—N2	2.5 (10)
N5—Co1—N7—C18	12.5 (19)	C14—N3—C12—N4	0.3 (8)
N1—Co1—N7—C18	−176.6 (19)	Co1—N3—C12—N4	−179.2 (4)
N2—Co1—N7—C18	104.3 (19)	C13—N4—C12—N3	−0.9 (9)
N3—Co1—N8—C19	−110 (2)	C12—N4—C13—C14	1.1 (9)
N5—Co1—N8—C19	153 (2)	N4—C13—C14—N3	−1.0 (9)
N1—Co1—N8—C19	−18 (2)	C12—N3—C14—C13	0.5 (8)
N2—Co1—N8—C19	61 (2)	Co1—N3—C14—C13	179.9 (5)
C6—N1—C2—C3	−0.4 (8)	C17—N5—C15—N6	0.5 (10)
Co1—N1—C2—C3	179.0 (5)	Co1—N5—C15—N6	177.5 (6)
C6—N1—C2—C7	178.9 (5)	C16—N6—C15—N5	0.9 (12)
Co1—N1—C2—C7	−1.7 (6)	C15—N6—C16—C17	−1.9 (11)
N1—C2—C3—C4	1.2 (9)	N6—C16—C17—N5	2.3 (10)
C7—C2—C3—C4	−178.2 (5)	C15—N5—C17—C16	−1.8 (9)
N1—C2—C3—C1	179.5 (5)	Co1—N5—C17—C16	−178.9 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N6—H6···O1ⁱ	0.86	2.47	2.980 (10)	119

Symmetry code: (i) x−1, y+1, z.

Experimental details

Crystal data
Chemical formula	[Co(NCS)₂(C₃H₄N₂)₂(C₁₁H₆N₂O)]
M_r	493.43
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	9.2239 (9), 10.920 (1), 11.9441 (12)
α, β, γ (°)	71.578 (1), 70.582 (1), 73.931 (2)
V (Å³)	1056.48 (18)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.04
Crystal size (mm)	0.35 × 0.33 × 0.30

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.712, 0.746
No. of measured, independent and observed [I > 2σ(I)] reflections	5357, 3633, 2208
R_int	0.041
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.062, 0.192, 1.06
No. of reflections	3633
No. of parameters	280
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.10, −0.50

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N6—H6···O1ⁱ	0.86	2.47	2.980 (10)	119

Symmetry code: (i) x−1, y+1, z.

Acknowledgements

The authors appreciate the help of Professor Dr Hongyou Guo and the financial support of the Science Foundation of Huaihua University (grant No. HHUQ.2009–10.).

References

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