Aqua­cyanido{6,6′-dimeth­oxy-2,2′-[1,2-phenyl­enebis(nitrilo­methanylyl­idene)]diphenolato}cobalt(III) acetonitrile hemisolvate

Lin, Y.; Hou, G.-F.; Li, G.-M.; Yan, P.-F.

doi:10.1107/S160053681105330X

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 1| January 2012| Page m61

doi:10.1107/S160053681105330X

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Aquacyanido{6,6′-dimethoxy-2,2′-[1,2-phenylenebis(nitrilomethanylylidene)]diphenolato}cobalt(III) acetonitrile hemisolvate

Yang Lin,^a Guang-Feng Hou,^a Guang-Ming Li ^a ^* and Peng-Fei Yan ^a

^aSchool of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, People's Republic of China
^*Correspondence e-mail: gmli_2000@163.com

(Received 29 November 2011; accepted 11 December 2011; online 17 December 2011)

In the title complex, [Co(C₂₂H₁₈N₂O₄)(CN)(H₂O)]·0.5CH₃CN, the Co^III cation is N,N′,O,O′-chelated by a 6,6′-dimethoxy-2,2′-[1,2-phenylenebis(nitrilomethanylylidene)]diphenolate dianion, and is further coordinated by a cyanide anion and a water molecule in the axial sites, completing a distorted octahedral coordination geometry. In the crystal, pairs of bifurcated O—H⋯(O,O) hydrogen bonds link adjacent molecules, forming centrosymmetric dimers. The acetonitrile solvent molecule shows 0.5 occupancy.

Related literature

For the synthesis, see: Costes et al. (2000 ). For related complexes with a similar ligand, see: Lin et al. (2011 ). For bond-valence calculations, see: Spek (2009 ).

Experimental

Crystal data

[Co(C₂₂H₁₈N₂O₄)(CN)(H₂O)]·0.5C₂H₃N
M_r = 497.95
Triclinic, $[P \overline 1]$
a = 8.6487 (17) Å
b = 11.689 (2) Å
c = 12.229 (2) Å
α = 112.10 (3)°
β = 102.30 (3)°
γ = 97.85 (3)°
V = 1086.6 (5) Å³
Z = 2
Mo Kα radiation
μ = 0.83 mm⁻¹
T = 293 K
0.23 × 0.21 × 0.16 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.831, T_max = 0.878
10646 measured reflections
4911 independent reflections
3570 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.049
wR(F²) = 0.158
S = 1.05
4911 reflections
319 parameters
16 restraints
H-atom parameters constrained
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.89 e Å⁻³

Table 1
Selected bond lengths (Å)

Co1—O1	1.884 (2)
Co1—O3	1.884 (2)
Co1—O5	2.030 (2)
Co1—N1	1.890 (2)
Co1—N2	1.885 (3)
Co1—C23	1.858 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H51⋯O1ⁱ	0.85	2.18	2.913 (3)	145
O5—H51⋯O2ⁱ	0.85	2.24	2.959 (3)	142
O5—H52⋯O3ⁱ	0.85	2.28	2.926 (3)	133
O5—H52⋯O4ⁱ	0.85	2.10	2.883 (3)	153
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: RAPID-AUTO (Rigaku, 1998 ); cell refinement: RAPID-AUTO; data reduction: CrystalClear (Rigaku/MSC, 2002 ); program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681105330X/xu5401sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681105330X/xu5401Isup2.hkl

checkCIF report

Comment top

Transition metal complexes with spectroscopic and magnetic properties are currently of considerable interest. In continuation of the studies of salen type transition metal complexes, we present here the synthesis and the crystal structure of the title compound. The similar structure has been reported by us, both of which are unexpected products (Lin et al., 2011).

The bond-valence calculation (Spek, 2009) indicate that the cobalt is in +3 states, which should be produced by LiTCNQ oxidating Co(II) atom [TCNQ = 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis-propanedinitrile], meanwhile, the TCNQ decompose to produce cyandio group. The Co(III) ion is six-coordinated by two imino nitrogen atoms and one nitrogen atom from the decomposition of LiTCNQ and two phenolate oxygen atoms from the ligand and one oxygen from the hydrate group (Fig. 1). The Co—N bond distances range from 1.886 (3) Å to 1.890 (2) Å and the Co—O bond distances range from 1.884 (2) Å to 2.031 (2) Å, in accordance with the reported values. The axially coordinated hydrate oxygen atoms form H-bonding with four oxygen atoms of the adjacent ligand constructing dimer (Table 1). One acetonitrile molecule is co-crystallized with the dimer.

Related literature top

For the synthesis, see: Costes et al. (2000). For related complexes with a similar ligand, see: Lin et al. (2011). For bond-valence calculations, see: Spek (2009).

Experimental top

A solution of CoL (0.008 g, 0.01 mmol) (L = N,N'-bis(2-oxy-3-methoxybenzylidene)-1,2-diaminobenzene) (Costes et al., 2000) in 30 ml of CH₃CN was added dropwise to a solution of LiTCNQ (0.006 g, 0.03 mmol) [TCNQ = 2,2'-(2,5-cyclohexadiene-1,4-diylidene)bis-propanedinitrile] in 20 mL of H₂O solution. The reaction was carried out under oxygen-free nitrogen, using standard Schlenk techniques and degassed solvents. Red-brown single crystals suitable for X-ray determination were obtained in seven days. Elemental Anal. Calc. for C₄₈H₄₃N₇O₁₀Co₂: C, 58.72; H, 4.41; N, 8.56 wt%, Found: C, 58.66; H, 4.50; N, 8.59 wt%.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalClear (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of the title compound, showing 50% probability displacement ellipsoids.

Aquacyanido{6,6'-dimethoxy-2,2'-[1,2- phenylenebis(nitrilomethanylylidene)]diphenolato}cobalt(III) acetonitrile hemisolvate top

Crystal data top

[Co(C₂₂H₁₈N₂O₄)(CN)(H₂O)]·0.5C₂H₃N	Z = 2
M_r = 497.95	F(000) = 514
Triclinic, P1	D_x = 1.522 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6487 (17) Å	Cell parameters from 8343 reflections
b = 11.689 (2) Å	θ = 3.2–27.5°
c = 12.229 (2) Å	µ = 0.83 mm⁻¹
α = 112.10 (3)°	T = 293 K
β = 102.30 (3)°	Block, red-brown
γ = 97.85 (3)°	0.23 × 0.21 × 0.16 mm
V = 1086.6 (5) Å³

Data collection top

Rigaku R-AXIS RAPID diffractometer	4911 independent reflections
Radiation source: fine-focus sealed tube	3570 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ω scan	θ_max = 27.5°, θ_min = 3.2°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −11→11
T_min = 0.831, T_max = 0.878	k = −15→15
10646 measured reflections	l = −15→15

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.158	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.1004P)²] where P = (F_o² + 2F_c²)/3
4911 reflections	(Δ/σ)_max < 0.001
319 parameters	Δρ_max = 0.52 e Å⁻³
16 restraints	Δρ_min = −0.89 e Å⁻³

Crystal data top

[Co(C₂₂H₁₈N₂O₄)(CN)(H₂O)]·0.5C₂H₃N	γ = 97.85 (3)°
M_r = 497.95	V = 1086.6 (5) Å³
Triclinic, P1	Z = 2
a = 8.6487 (17) Å	Mo Kα radiation
b = 11.689 (2) Å	µ = 0.83 mm⁻¹
c = 12.229 (2) Å	T = 293 K
α = 112.10 (3)°	0.23 × 0.21 × 0.16 mm
β = 102.30 (3)°

Data collection top

Rigaku R-AXIS RAPID diffractometer	4911 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	3570 reflections with I > 2σ(I)
T_min = 0.831, T_max = 0.878	R_int = 0.030
10646 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.049	16 restraints
wR(F²) = 0.158	H-atom parameters constrained
S = 1.05	Δρ_max = 0.52 e Å⁻³
4911 reflections	Δρ_min = −0.89 e Å⁻³
319 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. dfix 1.15 0.001 n4 c24 dfix 1.47 0.001 c24 c25 dfix 2.62 0.001 n4 c25 isor 0.01 c24 n4 dfix 1.50 0.01 c24 c25

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 > 2sigma(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	Occ. (<1)
C1	0.5411 (4)	0.7915 (3)	0.5742 (3)	0.0327 (6)
C2	0.6334 (4)	0.8623 (3)	0.6996 (3)	0.0366 (7)
C3	0.6087 (4)	0.9779 (3)	0.7700 (3)	0.0438 (8)
H3	0.6712	1.0227	0.8518	0.053*
C4	0.4896 (4)	1.0283 (3)	0.7190 (3)	0.0474 (8)
H4	0.4720	1.1057	0.7673	0.057*
C5	0.4008 (4)	0.9649 (3)	0.6001 (3)	0.0421 (7)
H5	0.3222	0.9992	0.5671	0.051*
C6	0.4253 (4)	0.8455 (3)	0.5234 (3)	0.0364 (6)
C7	0.3364 (4)	0.7893 (3)	0.3972 (3)	0.0400 (7)
H7	0.2612	0.8304	0.3715	0.048*
C8	0.2706 (4)	0.6445 (3)	0.1871 (3)	0.0416 (7)
C9	0.1671 (4)	0.7046 (4)	0.1359 (4)	0.0521 (9)
H9	0.1397	0.7759	0.1870	0.063*
C10	0.1057 (5)	0.6584 (5)	0.0103 (4)	0.0650 (12)
H10	0.0359	0.6981	−0.0235	0.078*
C11	0.1465 (5)	0.5535 (5)	−0.0663 (4)	0.0615 (11)
H11	0.1054	0.5240	−0.1513	0.074*
C12	0.2471 (4)	0.4922 (4)	−0.0186 (3)	0.0537 (9)
H12	0.2745	0.4217	−0.0708	0.064*
C13	0.3082 (4)	0.5363 (3)	0.1093 (3)	0.0419 (7)
C14	0.4470 (4)	0.3753 (3)	0.1133 (3)	0.0427 (7)
H14	0.3935	0.3316	0.0295	0.051*
C15	0.5590 (4)	0.3186 (3)	0.1660 (3)	0.0423 (7)
C16	0.5876 (5)	0.2028 (3)	0.0879 (3)	0.0520 (9)
H16	0.5282	0.1638	0.0051	0.062*
C17	0.6983 (5)	0.1489 (4)	0.1313 (4)	0.0605 (10)
H17	0.7137	0.0726	0.0786	0.073*
C18	0.7910 (5)	0.2064 (3)	0.2554 (4)	0.0504 (9)
H18	0.8702	0.1698	0.2839	0.061*
C19	0.7655 (4)	0.3164 (3)	0.3349 (3)	0.0392 (7)
C20	0.6478 (4)	0.3764 (3)	0.2929 (3)	0.0358 (7)
C21	0.9775 (4)	0.3347 (4)	0.5076 (4)	0.0573 (10)
H21A	0.9401	0.2479	0.4942	0.086*
H21B	1.0214	0.3869	0.5944	0.086*
H21C	1.0605	0.3403	0.4675	0.086*
C22	0.8491 (5)	0.8702 (4)	0.8620 (3)	0.0602 (10)
H22A	0.9104	0.9501	0.8719	0.090*
H22B	0.9226	0.8202	0.8785	0.090*
H22C	0.7845	0.8849	0.9186	0.090*
C23	0.6571 (4)	0.6832 (3)	0.3194 (3)	0.0396 (7)
C25	0.8598 (12)	0.8846 (9)	0.1678 (9)	0.082 (3)	0.50
H25A	0.7929	0.8049	0.1538	0.123*	0.50
H25B	0.9149	0.8713	0.1053	0.123*	0.50
H25C	0.7926	0.9429	0.1647	0.123*	0.50
C24	0.9809 (11)	0.9376 (14)	0.2899 (9)	0.140 (6)	0.50
N4	1.0569 (11)	0.9860 (13)	0.3921 (9)	0.132 (4)	0.50
Co1	0.49216 (5)	0.58348 (4)	0.34297 (4)	0.03236 (16)
N1	0.3503 (3)	0.6849 (2)	0.3133 (2)	0.0349 (5)
N2	0.4128 (3)	0.4825 (3)	0.1717 (2)	0.0366 (6)
N3	0.7556 (4)	0.7451 (3)	0.3036 (3)	0.0600 (9)
O1	0.5684 (3)	0.68069 (19)	0.51481 (19)	0.0362 (5)
O2	0.7461 (3)	0.8045 (2)	0.7402 (2)	0.0476 (6)
O3	0.6284 (3)	0.4801 (2)	0.37473 (19)	0.0367 (5)
O4	0.8432 (3)	0.3779 (2)	0.4577 (2)	0.0461 (6)
O5	0.3077 (2)	0.4757 (2)	0.36607 (19)	0.0371 (5)
H51	0.3288	0.4073	0.3676	0.056*
H52	0.2908	0.5179	0.4343	0.056*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0382 (15)	0.0286 (14)	0.0302 (15)	0.0068 (12)	0.0109 (12)	0.0111 (12)
C2	0.0422 (16)	0.0335 (15)	0.0345 (16)	0.0119 (13)	0.0108 (13)	0.0138 (13)
C3	0.058 (2)	0.0314 (16)	0.0363 (18)	0.0084 (15)	0.0156 (15)	0.0079 (14)
C4	0.065 (2)	0.0344 (17)	0.048 (2)	0.0193 (16)	0.0244 (18)	0.0155 (15)
C5	0.0518 (19)	0.0372 (17)	0.049 (2)	0.0205 (15)	0.0229 (16)	0.0230 (16)
C6	0.0430 (16)	0.0322 (15)	0.0361 (17)	0.0079 (13)	0.0135 (13)	0.0159 (13)
C7	0.0390 (16)	0.0454 (18)	0.0448 (19)	0.0130 (14)	0.0130 (14)	0.0270 (16)
C8	0.0410 (16)	0.0450 (18)	0.0380 (18)	0.0022 (14)	0.0037 (14)	0.0235 (15)
C9	0.050 (2)	0.053 (2)	0.054 (2)	0.0070 (17)	0.0022 (17)	0.0319 (19)
C10	0.060 (2)	0.080 (3)	0.061 (3)	0.003 (2)	−0.003 (2)	0.052 (3)
C11	0.056 (2)	0.085 (3)	0.039 (2)	−0.005 (2)	−0.0026 (17)	0.038 (2)
C12	0.055 (2)	0.068 (2)	0.0322 (18)	−0.0007 (19)	0.0066 (15)	0.0227 (18)
C13	0.0401 (16)	0.0505 (19)	0.0326 (17)	−0.0005 (14)	0.0066 (13)	0.0208 (15)
C14	0.0464 (17)	0.0461 (18)	0.0222 (15)	−0.0018 (15)	0.0074 (13)	0.0058 (13)
C15	0.0538 (19)	0.0385 (17)	0.0315 (16)	0.0066 (15)	0.0183 (14)	0.0096 (14)
C16	0.075 (2)	0.0423 (18)	0.0342 (18)	0.0136 (18)	0.0233 (17)	0.0074 (15)
C17	0.088 (3)	0.048 (2)	0.050 (2)	0.027 (2)	0.038 (2)	0.0122 (18)
C18	0.061 (2)	0.0440 (19)	0.053 (2)	0.0235 (17)	0.0267 (18)	0.0189 (17)
C19	0.0439 (17)	0.0349 (16)	0.0412 (18)	0.0097 (14)	0.0190 (14)	0.0149 (14)
C20	0.0418 (16)	0.0329 (15)	0.0320 (16)	0.0058 (13)	0.0171 (13)	0.0104 (13)
C21	0.049 (2)	0.057 (2)	0.071 (3)	0.0225 (18)	0.0124 (19)	0.031 (2)
C22	0.065 (2)	0.063 (2)	0.0345 (19)	0.016 (2)	−0.0011 (17)	0.0092 (18)
C23	0.0424 (17)	0.0412 (17)	0.0363 (17)	0.0123 (14)	0.0093 (14)	0.0177 (14)
C25	0.113 (8)	0.082 (7)	0.094 (8)	0.041 (6)	0.059 (7)	0.059 (6)
C24	0.129 (9)	0.133 (9)	0.168 (10)	0.012 (7)	0.086 (8)	0.058 (7)
N4	0.077 (5)	0.179 (9)	0.147 (8)	0.043 (6)	0.033 (5)	0.070 (7)
Co1	0.0380 (2)	0.0324 (2)	0.0258 (2)	0.00821 (17)	0.00750 (16)	0.01238 (17)
N1	0.0318 (12)	0.0416 (14)	0.0325 (14)	0.0070 (11)	0.0047 (10)	0.0198 (12)
N2	0.0401 (13)	0.0410 (14)	0.0260 (13)	0.0049 (11)	0.0074 (10)	0.0140 (11)
N3	0.0559 (19)	0.062 (2)	0.073 (2)	0.0101 (16)	0.0259 (17)	0.0368 (19)
O1	0.0474 (12)	0.0295 (10)	0.0286 (11)	0.0133 (9)	0.0070 (9)	0.0097 (9)
O2	0.0571 (14)	0.0414 (13)	0.0326 (12)	0.0172 (11)	0.0017 (11)	0.0073 (10)
O3	0.0421 (11)	0.0367 (11)	0.0274 (11)	0.0148 (9)	0.0073 (9)	0.0087 (9)
O4	0.0451 (12)	0.0452 (13)	0.0476 (14)	0.0200 (11)	0.0099 (11)	0.0178 (11)
O5	0.0461 (12)	0.0337 (11)	0.0325 (11)	0.0097 (9)	0.0121 (9)	0.0144 (9)

Geometric parameters (Å, º) top

C1—O1	1.308 (3)	C16—C17	1.340 (6)
C1—C6	1.411 (4)	C16—H16	0.9300
C1—C2	1.420 (4)	C17—C18	1.402 (6)
C2—O2	1.371 (4)	C17—H17	0.9300
C2—C3	1.377 (4)	C18—C19	1.369 (4)
C3—C4	1.403 (5)	C18—H18	0.9300
C3—H3	0.9300	C19—O4	1.360 (4)
C4—C5	1.346 (5)	C19—C20	1.426 (5)
C4—H4	0.9300	C20—O3	1.308 (4)
C5—C6	1.433 (4)	C21—O4	1.438 (4)
C5—H5	0.9300	C21—H21A	0.9600
C6—C7	1.414 (5)	C21—H21B	0.9600
C7—N1	1.307 (4)	C21—H21C	0.9600
C7—H7	0.9300	C22—O2	1.410 (4)
C8—C13	1.396 (5)	C22—H22A	0.9600
C8—C9	1.396 (4)	C22—H22B	0.9600
C8—N1	1.411 (4)	C22—H22C	0.9600
C9—C10	1.373 (6)	C23—N3	1.137 (4)
C9—H9	0.9300	C25—C24	1.4738 (12)
C10—C11	1.378 (7)	C25—H25A	0.9600
C10—H10	0.9300	C25—H25B	0.9600
C11—C12	1.372 (5)	C25—H25C	0.9600
C11—H11	0.9300	C24—N4	1.1532 (11)
C12—C13	1.399 (5)	Co1—O1	1.884 (2)
C12—H12	0.9300	Co1—O3	1.884 (2)
C13—N2	1.420 (4)	Co1—O5	2.030 (2)
C14—N2	1.299 (4)	Co1—N1	1.890 (2)
C14—C15	1.422 (5)	Co1—N2	1.885 (3)
C14—H14	0.9300	Co1—C23	1.858 (3)
C15—C20	1.420 (5)	O5—H51	0.8500
C15—C16	1.423 (5)	O5—H52	0.8500

O1—C1—C6	124.8 (3)	O4—C19—C18	125.5 (3)
O1—C1—C2	117.7 (3)	O4—C19—C20	113.5 (3)
C6—C1—C2	117.5 (3)	C18—C19—C20	121.0 (3)
O2—C2—C3	125.0 (3)	O3—C20—C15	124.8 (3)
O2—C2—C1	113.5 (3)	O3—C20—C19	117.5 (3)
C3—C2—C1	121.5 (3)	C15—C20—C19	117.7 (3)
C2—C3—C4	120.3 (3)	O4—C21—H21A	109.5
C2—C3—H3	119.9	O4—C21—H21B	109.5
C4—C3—H3	119.9	H21A—C21—H21B	109.5
C5—C4—C3	120.1 (3)	O4—C21—H21C	109.5
C5—C4—H4	120.0	H21A—C21—H21C	109.5
C3—C4—H4	120.0	H21B—C21—H21C	109.5
C4—C5—C6	121.2 (3)	O2—C22—H22A	109.5
C4—C5—H5	119.4	O2—C22—H22B	109.5
C6—C5—H5	119.4	H22A—C22—H22B	109.5
C1—C6—C7	122.6 (3)	O2—C22—H22C	109.5
C1—C6—C5	119.5 (3)	H22A—C22—H22C	109.5
C7—C6—C5	117.9 (3)	H22B—C22—H22C	109.5
N1—C7—C6	126.0 (3)	N3—C23—Co1	178.5 (3)
N1—C7—H7	117.0	C24—C25—H25A	109.5
C6—C7—H7	117.0	C24—C25—H25B	109.5
C13—C8—C9	119.4 (3)	H25A—C25—H25B	109.5
C13—C8—N1	114.1 (3)	C24—C25—H25C	109.5
C9—C8—N1	126.4 (3)	H25A—C25—H25C	109.5
C10—C9—C8	119.9 (4)	H25B—C25—H25C	109.5
C10—C9—H9	120.0	N4—C24—C25	169.6 (8)
C8—C9—H9	120.0	C23—Co1—O3	92.27 (12)
C9—C10—C11	120.6 (4)	C23—Co1—O1	91.05 (13)
C9—C10—H10	119.7	O3—Co1—O1	84.29 (9)
C11—C10—H10	119.7	C23—Co1—N2	90.44 (13)
C12—C11—C10	120.7 (4)	O3—Co1—N2	95.12 (11)
C12—C11—H11	119.6	O1—Co1—N2	178.41 (10)
C10—C11—H11	119.6	C23—Co1—N1	89.65 (12)
C11—C12—C13	119.5 (4)	O3—Co1—N1	178.03 (10)
C11—C12—H12	120.2	O1—Co1—N1	95.21 (10)
C13—C12—H12	120.2	N2—Co1—N1	85.34 (12)
C8—C13—C12	119.8 (3)	C23—Co1—O5	178.58 (11)
C8—C13—N2	114.3 (3)	O3—Co1—O5	89.01 (9)
C12—C13—N2	125.8 (3)	O1—Co1—O5	89.68 (10)
N2—C14—C15	125.9 (3)	N2—Co1—O5	88.83 (11)
N2—C14—H14	117.1	N1—Co1—O5	89.08 (10)
C15—C14—H14	117.1	C7—N1—C8	121.7 (3)
C20—C15—C14	122.1 (3)	C7—N1—Co1	124.9 (2)
C20—C15—C16	119.0 (3)	C8—N1—Co1	113.1 (2)
C14—C15—C16	118.8 (3)	C14—N2—C13	121.8 (3)
C17—C16—C15	121.4 (4)	C14—N2—Co1	125.6 (2)
C17—C16—H16	119.3	C13—N2—Co1	112.7 (2)
C15—C16—H16	119.3	C1—O1—Co1	125.53 (19)
C16—C17—C18	120.6 (3)	C2—O2—C22	117.8 (3)
C16—C17—H17	119.7	C20—O3—Co1	126.2 (2)
C18—C17—H17	119.7	C19—O4—C21	118.4 (3)
C19—C18—C17	120.3 (3)	Co1—O5—H51	112.8
C19—C18—H18	119.9	Co1—O5—H52	109.2
C17—C18—H18	119.9	H51—O5—H52	107.5

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H51···O1ⁱ	0.85	2.18	2.913 (3)	145
O5—H51···O2ⁱ	0.85	2.24	2.959 (3)	142
O5—H52···O3ⁱ	0.85	2.28	2.926 (3)	133
O5—H52···O4ⁱ	0.85	2.10	2.883 (3)	153

Symmetry code: (i) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Co(C₂₂H₁₈N₂O₄)(CN)(H₂O)]·0.5C₂H₃N
M_r	497.95
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	8.6487 (17), 11.689 (2), 12.229 (2)
α, β, γ (°)	112.10 (3), 102.30 (3), 97.85 (3)
V (Å³)	1086.6 (5)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.83
Crystal size (mm)	0.23 × 0.21 × 0.16

Data collection
Diffractometer	Rigaku R-AXIS RAPID diffractometer
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.831, 0.878
No. of measured, independent and observed [I > 2σ(I)] reflections	10646, 4911, 3570
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.049, 0.158, 1.05
No. of reflections	4911
No. of parameters	319
No. of restraints	16
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.89

Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalClear (Rigaku/MSC, 2002), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Co1—O1	1.884 (2)	Co1—N1	1.890 (2)
Co1—O3	1.884 (2)	Co1—N2	1.885 (3)
Co1—O5	2.030 (2)	Co1—C23	1.858 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H51···O1ⁱ	0.85	2.18	2.913 (3)	145.0
O5—H51···O2ⁱ	0.85	2.24	2.959 (3)	142.0
O5—H52···O3ⁱ	0.85	2.28	2.926 (3)	132.9
O5—H52···O4ⁱ	0.85	2.10	2.883 (3)	153.4

Symmetry code: (i) −x+1, −y+1, −z+1.

Acknowledgements

This work was supported financially by the National Natural Science Foundation of China (Nos. 20872030 and 20972043), the Project of the Science and Technology Innovation Team of University of Heilongjiang Province (2010td03) and Heilongjiang University, China.

References

Costes, J. P., Dahan, F. & Dupuis, A. (2000). Inorg. Chem. 39, m5994–m6000. Web of Science CSD CrossRef Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Lin, Y., Li, G.-M., Chen, P., Yan, P.-F. & Hou, G.-F. (2011). Acta Cryst. E67, m1162. Web of Science CSD CrossRef IUCr Journals Google Scholar
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku/MSC (2002). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 68| Part 1| January 2012| Page m61

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Aqua­cyanido{6,6′-dimeth­­oxy-2,2′-[1,2-phenyl­enebis(nitrilo­methanylyl­­idene)]diphenolato}cobalt(III) aceto­nitrile hemisolvate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Aquacyanido{6,6′-dimethoxy-2,2′-[1,2-phenylenebis(nitrilomethanylylidene)]diphenolato}cobalt(III) acetonitrile hemisolvate