{(+)-(1R,2R)-1,2-Diphenyl-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­idyne)]­di­phenol­ato}dipyridine­cobalt(III) perchlorate sesquihydrate

Zhou, L.-W.

doi:10.1107/S1600536809002293

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 2| February 2009| Page m226

doi:10.1107/S1600536809002293

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{(+)-(1R,2R)-1,2-Diphenyl-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}dipyridinecobalt(III) perchlorate sesquihydrate

Lian-Wen Zhou ^a ^*

^aDepartment of Chemistry, Dezhou University, Dezhou 253023, People's Republic of China
^*Correspondence e-mail: zhoulw2006@126.com

(Received 2 January 2009; accepted 18 January 2009; online 23 January 2009)

In title complex, [Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·1.5H₂O, the Co^III ion is in a slightly distorted octahedral coordination environment with the pyridine ligands in a trans arrangement. In addition to the cation and anion, the asymmetric unit also contains three half-occupancy solvent water molecules and all components are connected via intermolecular O—H⋯O hydrogen bonds.

Related literature

For background information, see: Amirnasr et al. (2001 ); Cmi et al. (1998 ); Polson et al. (1997 ); Yamada (1999 ); Henson et al. (1999 ). For the synthethis of the parent Schiff base ligand, see: Zhang et al. (1990 ). For a related structure, see: Shi et al. (1995 ).

Experimental

Crystal data

[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·1.5H₂O
M_r = 762.08
Orthorhombic, P 2₁ 2₁ 2₁
a = 10.9214 (6) Å
b = 18.3856 (10) Å
c = 18.6714 (11) Å
V = 3749.2 (4) Å³
Z = 4
Mo Kα radiation
μ = 0.58 mm⁻¹
T = 293 (2) K
0.21 × 0.16 × 0.13 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.887, T_max = 0.928
20101 measured reflections
7290 independent reflections
4733 reflections with I > 2σ(I)
R_int = 0.059

Refinement

R[F² > 2σ(F²)] = 0.050
wR(F²) = 0.127
S = 0.99
7290 reflections
480 parameters
H-atom parameters constrained
Δρ_max = 0.51 e Å⁻³
Δρ_min = −0.29 e Å⁻³
Absolute structure: Flack (1983 ), with 3227 Friedel pairs
Flack parameter: 0.02 (2)

Table 1
Selected bond lengths (Å)

Co1—O2	1.881 (3)
Co1—O1	1.889 (3)
Co1—N2	1.897 (3)
Co1—N1	1.904 (3)
Co1—N4	1.973 (4)
Co1—N3	1.978 (4)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H7C⋯O8	0.85	1.85	2.701 (12)	176
O7—H7D⋯O1ⁱ	0.85	2.04	2.888 (8)	176
O8—H8C⋯O9	0.85	1.73	2.575 (14)	177
O8—H8D⋯O4ⁱⁱ	0.85	1.99	2.835 (10)	176
O9—H9C⋯O3ⁱⁱ	0.85	2.36	3.175 (11)	161
Symmetry codes: (i) $[x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]$ ; (ii) $[-x+{\script{1\over 2}}, -y+1, z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus; 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 global, I. DOI: 10.1107/S1600536809002293/lh2754sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809002293/lh2754Isup2.hkl

checkCIF report

Comment top

Cobalt complexes with tetradentate Schiff base ligands have been extensively used to mimic cobalamin (B₁₂) coenzymes (Amirnasr et al., 2001; Cmi et al., 1998; Polson et al., 1997) and dioxygen carriers and oxygen activators (Yamada, 1999; Henson et al., 1999). Here, we report the crystal structure of a Co^III complex containing the chiral tetradentate Schiff base ligand (+)-(1R,2R)-N,N'-Bis(salicylidene)-1,2-diphenyl-1,2-ethanediamine.

The molecular structure of the title cation is shown in Fig. 1. The Co^III ion is six coordinated. The four equational sites are occupied by two N atoms and two O atoms of the tetradentate Schiff base ligand and the two axial sites are occupied by the N atoms of two pyridine ligands, forming a slightly distorted octahedral coordination environment. The Co—O and Co—N_{Schiff base} bond lengths are consistent with the corresponding bond lengths in the Co^III Schiff base complex trans-[Co(salen)(py)₂][BPh₄] (Shi et al., 1995) as are the Co—N_py distances.

Related literature top

For background information, see: Amirnasr et al. (2001); Cmi et al. (1998); Polson et al. (1997); Yamada (1999); Henson et al. (1999). For the synthethis of the parent Schiff base ligand, see: Zhang et al. (1990). For a related structure, see: Shi et al. (1995).

Experimental top

The free Schiff base ligand (L), it was prepared according to the method reported previously (Zhang et al., 1990). The synthesis of the title complex was carried out by mixing CoClO₄.6H₂O, pyridine and L with a molar ratio 1:2:1 in methanol. After the mixture was stirred for about 30 min at room temperature in air, it was filtered to remove any undissolved material. The filtrate was allowed to partially evaporate in air for several days to produce crystals suitable for X-ray diffraction with a yield about 40%.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus (Bruker, 2007); 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 cation of the title complex with the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are not shown.

{(+)-(1R,2R)-1,2-Diphenyl-2,2'-[ethane-1,2- diylbis(nitrilomethylidyne)]diphenolato}dipyridinecobalt(III) perchlorate sesquihydrate top

Crystal data top

[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·1.5H₂O	F(000) = 1580
M_r = 762.08	D_x = 1.350 Mg m⁻³ D_m = 1.35 Mg m⁻³ D_m measured by not measured
Orthorhombic, P2₁2₁2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 2979 reflections
a = 10.9214 (6) Å	θ = 2.4–20.0°
b = 18.3856 (10) Å	µ = 0.58 mm⁻¹
c = 18.6714 (11) Å	T = 293 K
V = 3749.2 (4) Å³	Block, red-brown
Z = 4	0.21 × 0.16 × 0.13 mm

Data collection top

Bruker APEXII CCD area-detector diffractometer	7290 independent reflections
Radiation source: fine-focus sealed tube	4733 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.059
ϕ and ω scans	θ_max = 26.0°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→13
T_min = 0.887, T_max = 0.928	k = −20→22
20101 measured reflections	l = −22→23

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.050	H-atom parameters constrained
wR(F²) = 0.127	w = 1/[σ²(F_o²) + (0.0572P)²] where P = (F_o² + 2F_c²)/3
S = 0.99	(Δ/σ)_max = 0.001
7290 reflections	Δρ_max = 0.51 e Å⁻³
480 parameters	Δρ_min = −0.29 e Å⁻³
0 restraints	Absolute structure: Flack (1983), with 3227 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.02 (2)

Crystal data top

[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·1.5H₂O	V = 3749.2 (4) Å³
M_r = 762.08	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 10.9214 (6) Å	µ = 0.58 mm⁻¹
b = 18.3856 (10) Å	T = 293 K
c = 18.6714 (11) Å	0.21 × 0.16 × 0.13 mm

Data collection top

Bruker APEXII CCD area-detector diffractometer	7290 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	4733 reflections with I > 2σ(I)
T_min = 0.887, T_max = 0.928	R_int = 0.059
20101 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	H-atom parameters constrained
wR(F²) = 0.127	Δρ_max = 0.51 e Å⁻³
S = 0.99	Δρ_min = −0.29 e Å⁻³
7290 reflections	Absolute structure: Flack (1983), with 3227 Friedel pairs
480 parameters	Absolute structure parameter: 0.02 (2)
0 restraints

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	Occ. (<1)
Co1	0.24611 (5)	0.00305 (3)	0.17215 (3)	0.03757 (15)
Cl1	0.35527 (13)	0.30536 (8)	0.25408 (9)	0.0736 (4)
O1	0.1518 (3)	−0.08004 (15)	0.19449 (15)	0.0469 (8)
O2	0.1443 (3)	0.01550 (15)	0.09181 (14)	0.0437 (7)
O3	0.3774 (4)	0.24263 (19)	0.2999 (3)	0.0960 (14)
O4	0.2856 (5)	0.3577 (2)	0.2928 (3)	0.1116 (16)
O5	0.4678 (4)	0.3364 (2)	0.2330 (3)	0.0932 (14)
O6	0.2887 (4)	0.2832 (3)	0.1939 (3)	0.1289 (19)
O7	0.5661 (8)	0.6832 (4)	0.9108 (4)	0.088 (3)	0.50
H7C	0.4884	0.6827	0.9136	0.106*	0.50
H7D	0.5880	0.6522	0.8796	0.106*	0.50
O8	0.3200 (8)	0.6862 (5)	0.9246 (4)	0.103 (3)	0.50
H8C	0.2789	0.7231	0.9380	0.124*	0.50
H8D	0.2910	0.6716	0.8849	0.124*	0.50
O9	0.1910 (8)	0.7977 (6)	0.9603 (5)	0.123 (4)	0.50
H9C	0.1551	0.7868	0.9214	0.148*	0.50
H9D	0.1378	0.8014	0.9933	0.148*	0.50
N1	0.3507 (3)	−0.00967 (18)	0.25272 (17)	0.0388 (8)
N2	0.3455 (3)	0.08553 (18)	0.15341 (17)	0.0367 (8)
N3	0.3501 (4)	−0.0582 (2)	0.1098 (2)	0.0449 (9)
N4	0.1290 (3)	0.06249 (19)	0.22734 (19)	0.0407 (9)
C1	0.2065 (4)	−0.0821 (2)	0.3196 (2)	0.0408 (10)
C2	0.1272 (4)	−0.0988 (2)	0.2617 (2)	0.0428 (11)
C3	0.0206 (5)	−0.1379 (3)	0.2778 (3)	0.0560 (13)
H3	−0.0320	−0.1509	0.2408	0.067*
C4	−0.0077 (5)	−0.1571 (3)	0.3452 (3)	0.0629 (15)
H4	−0.0801	−0.1823	0.3537	0.076*
C5	0.0679 (5)	−0.1406 (3)	0.4024 (3)	0.0601 (14)
H5	0.0466	−0.1538	0.4489	0.072*
C6	0.1756 (4)	−0.1041 (2)	0.3888 (3)	0.0490 (12)
H6	0.2287	−0.0938	0.4264	0.059*
C7	0.3216 (4)	−0.0458 (2)	0.3094 (2)	0.0412 (11)
H7	0.3789	−0.0486	0.3461	0.049*
C8	0.2062 (4)	0.1393 (2)	0.0670 (2)	0.0421 (11)
C9	0.1321 (4)	0.0775 (3)	0.0570 (2)	0.0403 (10)
C10	0.0392 (4)	0.0813 (3)	0.0046 (2)	0.0480 (12)
H10	−0.0084	0.0406	−0.0050	0.058*
C11	0.0183 (4)	0.1454 (3)	−0.0326 (2)	0.0538 (13)
H11	−0.0443	0.1472	−0.0663	0.065*
C12	0.0887 (5)	0.2064 (3)	−0.0203 (3)	0.0511 (13)
H12	0.0726	0.2492	−0.0451	0.061*
C13	0.1821 (4)	0.2038 (3)	0.0282 (2)	0.0472 (12)
H13	0.2303	0.2448	0.0358	0.057*
C14	0.3136 (4)	0.1386 (3)	0.1134 (2)	0.0408 (11)
H14	0.3626	0.1799	0.1139	0.049*
C15	0.4731 (4)	0.0235 (2)	0.2419 (2)	0.0394 (10)
H15	0.5198	−0.0089	0.2104	0.047*
C16	0.4541 (4)	0.0942 (2)	0.2025 (2)	0.0377 (10)
H16	0.4319	0.1309	0.2384	0.045*
C17	0.5483 (4)	0.0344 (2)	0.3105 (2)	0.0432 (11)
C18	0.6548 (4)	−0.0041 (3)	0.3210 (3)	0.0573 (11)
H18	0.6797	−0.0381	0.2871	0.069*
C19	0.7252 (5)	0.0073 (4)	0.3816 (3)	0.0746 (15)
H19	0.7963	−0.0196	0.3886	0.089*
C20	0.6908 (6)	0.0581 (4)	0.4313 (4)	0.0787 (19)
H20	0.7392	0.0662	0.4715	0.094*
C21	0.5833 (6)	0.0977 (3)	0.4217 (3)	0.0755 (17)
H21	0.5593	0.1321	0.4553	0.091*
C22	0.5124 (5)	0.0850 (3)	0.3614 (3)	0.0587 (14)
H22	0.4400	0.1107	0.3550	0.070*
C23	0.5701 (4)	0.1209 (2)	0.1656 (2)	0.0417 (10)
C24	0.6226 (5)	0.0834 (3)	0.1097 (3)	0.0610 (14)
H24	0.5848	0.0419	0.0918	0.073*
C25	0.7327 (5)	0.1077 (3)	0.0797 (3)	0.0687 (15)
H25	0.7678	0.0826	0.0417	0.082*
C26	0.7883 (5)	0.1682 (3)	0.1062 (3)	0.0606 (15)
H26	0.8616	0.1840	0.0862	0.073*
C27	0.7379 (5)	0.2061 (2)	0.1619 (3)	0.0544 (12)
H27	0.7770	0.2472	0.1798	0.065*
C28	0.6272 (4)	0.1827 (2)	0.1917 (2)	0.0439 (11)
H28	0.5919	0.2087	0.2290	0.053*
C29	0.3837 (5)	−0.1252 (3)	0.1278 (3)	0.0616 (15)
H29	0.3636	−0.1419	0.1733	0.074*
C30	0.4459 (7)	−0.1706 (3)	0.0833 (4)	0.088 (2)
H30	0.4667	−0.2174	0.0978	0.105*
C31	0.4777 (6)	−0.1458 (4)	0.0160 (4)	0.087 (2)
H31	0.5205	−0.1756	−0.0155	0.104*
C32	0.4457 (6)	−0.0779 (4)	−0.0031 (3)	0.0739 (17)
H32	0.4680	−0.0599	−0.0478	0.089*
C33	0.3795 (5)	−0.0349 (3)	0.0439 (3)	0.0547 (13)
H33	0.3548	0.0112	0.0294	0.066*
C34	0.1608 (4)	0.1158 (2)	0.2719 (2)	0.0487 (12)
H34	0.2436	0.1256	0.2785	0.058*
C35	0.0761 (5)	0.1572 (3)	0.3087 (3)	0.0648 (15)
H35	0.1015	0.1944	0.3391	0.078*
C36	−0.0459 (5)	0.1425 (3)	0.2998 (3)	0.0732 (16)
H36	−0.1049	0.1686	0.3249	0.088*
C37	−0.0793 (5)	0.0884 (3)	0.2533 (3)	0.0661 (15)
H37	−0.1618	0.0782	0.2460	0.079*
C38	0.0086 (4)	0.0492 (3)	0.2173 (3)	0.0496 (12)
H38	−0.0154	0.0129	0.1855	0.060*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0380 (3)	0.0441 (3)	0.0307 (2)	−0.0055 (3)	−0.0038 (3)	0.0024 (3)
Cl1	0.0614 (9)	0.0627 (8)	0.0966 (11)	0.0083 (7)	−0.0118 (9)	−0.0187 (8)
O1	0.0477 (18)	0.0533 (18)	0.0398 (19)	−0.0136 (16)	−0.0067 (15)	0.0072 (14)
O2	0.0463 (17)	0.0517 (19)	0.0331 (16)	−0.0078 (15)	−0.0100 (13)	0.0051 (14)
O3	0.101 (3)	0.055 (2)	0.132 (4)	0.005 (2)	−0.002 (3)	−0.001 (2)
O4	0.127 (4)	0.087 (3)	0.121 (4)	0.035 (3)	0.032 (3)	−0.011 (3)
O5	0.057 (2)	0.098 (3)	0.124 (4)	−0.008 (2)	−0.002 (3)	0.012 (3)
O6	0.103 (4)	0.153 (4)	0.131 (4)	0.010 (3)	−0.049 (3)	−0.046 (4)
O7	0.098 (6)	0.118 (7)	0.047 (5)	0.066 (5)	−0.001 (4)	−0.044 (5)
O8	0.116 (7)	0.148 (8)	0.046 (5)	0.011 (6)	−0.024 (5)	0.004 (5)
O9	0.088 (7)	0.195 (11)	0.087 (7)	−0.027 (7)	−0.009 (5)	−0.009 (7)
N1	0.0372 (18)	0.0435 (19)	0.0358 (19)	−0.0038 (18)	−0.0029 (15)	−0.0018 (18)
N2	0.0333 (19)	0.044 (2)	0.032 (2)	−0.0011 (17)	−0.0010 (16)	−0.0020 (16)
N3	0.049 (2)	0.049 (2)	0.036 (2)	0.000 (2)	−0.0080 (19)	−0.0043 (17)
N4	0.039 (2)	0.049 (2)	0.034 (2)	−0.0047 (18)	0.0004 (17)	0.0069 (17)
C1	0.039 (2)	0.045 (2)	0.038 (3)	0.001 (2)	−0.005 (2)	0.004 (2)
C2	0.043 (3)	0.044 (2)	0.041 (3)	−0.003 (2)	−0.005 (2)	0.008 (2)
C3	0.048 (3)	0.061 (3)	0.058 (3)	−0.014 (3)	−0.009 (3)	0.017 (3)
C4	0.046 (3)	0.079 (4)	0.064 (4)	−0.019 (3)	−0.002 (3)	0.025 (3)
C5	0.047 (3)	0.076 (4)	0.058 (4)	−0.001 (3)	0.006 (3)	0.013 (3)
C6	0.046 (3)	0.056 (3)	0.044 (3)	0.000 (2)	−0.003 (2)	0.009 (2)
C7	0.042 (3)	0.048 (3)	0.034 (3)	0.001 (2)	−0.007 (2)	0.004 (2)
C8	0.043 (3)	0.051 (3)	0.032 (3)	0.000 (2)	0.0064 (19)	0.002 (2)
C9	0.040 (3)	0.054 (3)	0.027 (2)	0.001 (2)	0.0042 (19)	−0.002 (2)
C10	0.040 (3)	0.070 (3)	0.034 (3)	0.003 (3)	0.000 (2)	0.002 (2)
C11	0.042 (3)	0.083 (4)	0.037 (3)	0.013 (3)	−0.001 (2)	0.011 (3)
C12	0.050 (3)	0.062 (3)	0.042 (3)	0.011 (3)	0.005 (2)	0.017 (2)
C13	0.051 (3)	0.054 (3)	0.037 (3)	0.004 (2)	0.005 (2)	0.009 (2)
C14	0.041 (3)	0.046 (3)	0.036 (3)	−0.007 (2)	0.002 (2)	0.000 (2)
C15	0.032 (2)	0.047 (3)	0.039 (3)	−0.0034 (19)	−0.0050 (19)	−0.001 (2)
C16	0.035 (2)	0.043 (2)	0.035 (2)	−0.005 (2)	−0.0020 (19)	−0.002 (2)
C17	0.038 (2)	0.049 (3)	0.043 (3)	−0.006 (2)	−0.008 (2)	0.007 (2)
C18	0.044 (3)	0.066 (3)	0.062 (3)	−0.006 (3)	−0.007 (2)	0.006 (3)
C19	0.054 (3)	0.094 (4)	0.076 (4)	−0.005 (4)	−0.020 (3)	0.013 (4)
C20	0.069 (4)	0.096 (5)	0.071 (4)	−0.025 (4)	−0.028 (3)	0.023 (4)
C21	0.087 (4)	0.078 (4)	0.061 (4)	−0.008 (3)	−0.021 (4)	−0.003 (3)
C22	0.063 (3)	0.068 (3)	0.045 (3)	0.004 (3)	−0.016 (3)	−0.002 (3)
C23	0.035 (2)	0.050 (3)	0.040 (3)	0.001 (2)	0.001 (2)	0.002 (2)
C24	0.056 (3)	0.070 (3)	0.057 (3)	−0.011 (3)	0.012 (3)	−0.013 (3)
C25	0.052 (3)	0.087 (4)	0.067 (3)	−0.006 (3)	0.022 (3)	−0.012 (3)
C26	0.040 (3)	0.075 (4)	0.066 (4)	−0.006 (3)	0.011 (2)	0.014 (3)
C27	0.048 (3)	0.052 (3)	0.064 (3)	−0.005 (3)	0.005 (3)	0.011 (2)
C28	0.040 (3)	0.044 (2)	0.047 (3)	−0.001 (2)	0.001 (2)	0.004 (2)
C29	0.073 (4)	0.060 (3)	0.051 (3)	0.010 (3)	−0.010 (3)	−0.006 (3)
C30	0.111 (5)	0.077 (4)	0.075 (5)	0.037 (4)	−0.014 (4)	−0.014 (4)
C31	0.093 (5)	0.093 (5)	0.075 (5)	0.033 (4)	−0.002 (4)	−0.028 (4)
C32	0.088 (5)	0.082 (4)	0.051 (3)	0.010 (4)	0.005 (3)	−0.010 (3)
C33	0.061 (3)	0.058 (3)	0.045 (3)	−0.003 (3)	0.002 (3)	−0.012 (2)
C34	0.040 (3)	0.060 (3)	0.047 (3)	−0.002 (2)	0.006 (2)	−0.002 (2)
C35	0.066 (4)	0.069 (3)	0.059 (4)	0.010 (3)	0.009 (3)	−0.013 (3)
C36	0.055 (4)	0.088 (4)	0.076 (4)	0.016 (3)	0.016 (3)	0.003 (4)
C37	0.041 (3)	0.093 (4)	0.064 (4)	0.007 (3)	0.008 (3)	0.013 (3)
C38	0.041 (3)	0.061 (3)	0.047 (3)	−0.003 (2)	−0.002 (2)	0.009 (2)

Geometric parameters (Å, º) top

Co1—O2	1.881 (3)	C13—H13	0.9300
Co1—O1	1.889 (3)	C14—H14	0.9300
Co1—N2	1.897 (3)	C15—C16	1.509 (6)
Co1—N1	1.904 (3)	C15—C17	1.534 (6)
Co1—N4	1.973 (4)	C15—H15	0.9800
Co1—N3	1.978 (4)	C16—C23	1.524 (6)
Cl1—O6	1.400 (5)	C16—H16	0.9800
Cl1—O5	1.412 (4)	C17—C18	1.376 (6)
Cl1—O4	1.424 (4)	C17—C22	1.387 (6)
Cl1—O3	1.456 (4)	C18—C19	1.383 (7)
O1—C2	1.329 (5)	C18—H18	0.9300
O2—C9	1.318 (5)	C19—C20	1.369 (8)
O7—H7C	0.8501	C19—H19	0.9300
O7—H7D	0.8499	C20—C21	1.393 (8)
O8—H8C	0.8500	C20—H20	0.9300
O8—H8D	0.8500	C21—C22	1.386 (7)
O9—H9C	0.8500	C21—H21	0.9300
O9—H9D	0.8500	C22—H22	0.9300
N1—C7	1.290 (5)	C23—C24	1.374 (6)
N1—C15	1.482 (5)	C23—C28	1.385 (6)
N2—C14	1.277 (5)	C24—C25	1.400 (7)
N2—C16	1.508 (5)	C24—H24	0.9300
N3—C29	1.328 (6)	C25—C26	1.359 (7)
N3—C33	1.342 (6)	C25—H25	0.9300
N4—C34	1.332 (5)	C26—C27	1.366 (7)
N4—C38	1.351 (5)	C26—H26	0.9300
C1—C6	1.395 (6)	C27—C28	1.398 (6)
C1—C2	1.418 (6)	C27—H27	0.9300
C1—C7	1.436 (6)	C28—H28	0.9300
C2—C3	1.401 (6)	C29—C30	1.361 (8)
C3—C4	1.343 (7)	C29—H29	0.9300
C3—H3	0.9300	C30—C31	1.380 (9)
C4—C5	1.383 (7)	C30—H30	0.9300
C4—H4	0.9300	C31—C32	1.345 (9)
C5—C6	1.378 (7)	C31—H31	0.9300
C5—H5	0.9300	C32—C33	1.385 (7)
C6—H6	0.9300	C32—H32	0.9300
C7—H7	0.9300	C33—H33	0.9300
C8—C9	1.408 (6)	C34—C35	1.381 (6)
C8—C13	1.414 (6)	C34—H34	0.9300
C8—C14	1.459 (6)	C35—C36	1.370 (8)
C9—C10	1.412 (6)	C35—H35	0.9300
C10—C11	1.386 (7)	C36—C37	1.369 (8)
C10—H10	0.9300	C36—H36	0.9300
C11—C12	1.379 (7)	C37—C38	1.376 (7)
C11—H11	0.9300	C37—H37	0.9300
C12—C13	1.365 (7)	C38—H38	0.9300
C12—H12	0.9300

O2—Co1—O1	87.26 (12)	C8—C14—H14	117.5
O2—Co1—N2	95.39 (13)	N1—C15—C16	107.3 (3)
O1—Co1—N2	177.35 (14)	N1—C15—C17	115.0 (3)
O2—Co1—N1	179.34 (15)	C16—C15—C17	111.6 (3)
O1—Co1—N1	93.06 (13)	N1—C15—H15	107.6
N2—Co1—N1	84.29 (15)	C16—C15—H15	107.6
O2—Co1—N4	88.04 (14)	C17—C15—H15	107.6
O1—Co1—N4	88.81 (14)	N2—C16—C15	108.3 (3)
N2—Co1—N4	91.41 (14)	N2—C16—C23	114.4 (3)
N1—Co1—N4	92.55 (14)	C15—C16—C23	112.6 (4)
O2—Co1—N3	86.52 (14)	N2—C16—H16	107.1
O1—Co1—N3	88.97 (15)	C15—C16—H16	107.1
N2—Co1—N3	91.06 (15)	C23—C16—H16	107.1
N1—Co1—N3	92.90 (15)	C18—C17—C22	119.0 (4)
N4—Co1—N3	174.22 (16)	C18—C17—C15	120.3 (4)
O6—Cl1—O5	110.2 (3)	C22—C17—C15	120.6 (4)
O6—Cl1—O4	109.1 (3)	C17—C18—C19	120.6 (5)
O5—Cl1—O4	109.5 (3)	C17—C18—H18	119.7
O6—Cl1—O3	109.1 (3)	C19—C18—H18	119.7
O5—Cl1—O3	109.8 (3)	C20—C19—C18	120.3 (6)
O4—Cl1—O3	109.0 (3)	C20—C19—H19	119.8
C2—O1—Co1	121.9 (3)	C18—C19—H19	119.8
C9—O2—Co1	123.9 (3)	C19—C20—C21	120.0 (6)
H7C—O7—H7D	108.5	C19—C20—H20	120.0
H8C—O8—H8D	108.3	C21—C20—H20	120.0
H9C—O9—H9D	108.8	C22—C21—C20	119.2 (6)
C7—N1—C15	123.1 (3)	C22—C21—H21	120.4
C7—N1—Co1	124.3 (3)	C20—C21—H21	120.4
C15—N1—Co1	112.5 (3)	C21—C22—C17	120.8 (5)
C14—N2—C16	119.3 (4)	C21—C22—H22	119.6
C14—N2—Co1	124.2 (3)	C17—C22—H22	119.6
C16—N2—Co1	115.0 (2)	C24—C23—C28	119.3 (4)
C29—N3—C33	117.5 (4)	C24—C23—C16	122.0 (4)
C29—N3—Co1	122.5 (3)	C28—C23—C16	118.6 (4)
C33—N3—Co1	119.7 (3)	C23—C24—C25	120.1 (5)
C34—N4—C38	118.3 (4)	C23—C24—H24	119.9
C34—N4—Co1	124.4 (3)	C25—C24—H24	119.9
C38—N4—Co1	117.3 (3)	C26—C25—C24	119.9 (5)
C6—C1—C2	119.7 (4)	C26—C25—H25	120.0
C6—C1—C7	117.9 (4)	C24—C25—H25	120.0
C2—C1—C7	122.3 (4)	C25—C26—C27	120.9 (5)
O1—C2—C3	120.3 (4)	C25—C26—H26	119.5
O1—C2—C1	122.7 (4)	C27—C26—H26	119.5
C3—C2—C1	117.0 (4)	C26—C27—C28	119.6 (5)
C4—C3—C2	121.9 (5)	C26—C27—H27	120.2
C4—C3—H3	119.1	C28—C27—H27	120.2
C2—C3—H3	119.1	C23—C28—C27	120.1 (4)
C3—C4—C5	121.9 (5)	C23—C28—H28	119.9
C3—C4—H4	119.1	C27—C28—H28	119.9
C5—C4—H4	119.1	N3—C29—C30	123.5 (6)
C6—C5—C4	118.3 (5)	N3—C29—H29	118.2
C6—C5—H5	120.9	C30—C29—H29	118.2
C4—C5—H5	120.9	C29—C30—C31	118.6 (6)
C5—C6—C1	121.2 (4)	C29—C30—H30	120.7
C5—C6—H6	119.4	C31—C30—H30	120.7
C1—C6—H6	119.4	C32—C31—C30	119.0 (6)
N1—C7—C1	124.4 (4)	C32—C31—H31	120.5
N1—C7—H7	117.8	C30—C31—H31	120.5
C1—C7—H7	117.8	C31—C32—C33	119.8 (6)
C9—C8—C13	120.2 (4)	C31—C32—H32	120.1
C9—C8—C14	122.2 (4)	C33—C32—H32	120.1
C13—C8—C14	117.5 (4)	N3—C33—C32	121.6 (5)
O2—C9—C8	125.1 (4)	N3—C33—H33	119.2
O2—C9—C10	117.2 (4)	C32—C33—H33	119.2
C8—C9—C10	117.7 (4)	N4—C34—C35	122.8 (5)
C11—C10—C9	120.6 (5)	N4—C34—H34	118.6
C11—C10—H10	119.7	C35—C34—H34	118.6
C9—C10—H10	119.7	C36—C35—C34	118.8 (5)
C12—C11—C10	121.0 (5)	C36—C35—H35	120.6
C12—C11—H11	119.5	C34—C35—H35	120.6
C10—C11—H11	119.5	C37—C36—C35	118.7 (5)
C13—C12—C11	119.9 (5)	C37—C36—H36	120.7
C13—C12—H12	120.0	C35—C36—H36	120.7
C11—C12—H12	120.0	C36—C37—C38	120.3 (5)
C12—C13—C8	120.5 (5)	C36—C37—H37	119.9
C12—C13—H13	119.8	C38—C37—H37	119.9
C8—C13—H13	119.8	N4—C38—C37	121.1 (5)
N2—C14—C8	125.0 (4)	N4—C38—H38	119.4
N2—C14—H14	117.5	C37—C38—H38	119.4

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7C···O8	0.85	1.85	2.701 (12)	176
O7—H7D···O1ⁱ	0.85	2.04	2.888 (8)	176
O8—H8C···O9	0.85	1.73	2.575 (14)	177
O8—H8D···O4ⁱⁱ	0.85	1.99	2.835 (10)	176
O9—H9C···O3ⁱⁱ	0.85	2.36	3.175 (11)	161

Symmetry codes: (i) x+1/2, −y+1/2, −z+1; (ii) −x+1/2, −y+1, z+1/2.

Experimental details

Crystal data
Chemical formula	[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·1.5H₂O
M_r	762.08
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	293
a, b, c (Å)	10.9214 (6), 18.3856 (10), 18.6714 (11)
V (Å³)	3749.2 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.58
Crystal size (mm)	0.21 × 0.16 × 0.13

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.887, 0.928
No. of measured, independent and observed [I > 2σ(I)] reflections	20101, 7290, 4733
R_int	0.059
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.127, 0.99
No. of reflections	7290
No. of parameters	480
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.51, −0.29
Absolute structure	Flack (1983), with 3227 Friedel pairs
Absolute structure parameter	0.02 (2)

Computer programs: APEX2 (Bruker, 2007), SAINT-Plus (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Co1—O2	1.881 (3)	Co1—N1	1.904 (3)
Co1—O1	1.889 (3)	Co1—N4	1.973 (4)
Co1—N2	1.897 (3)	Co1—N3	1.978 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7C···O8	0.85	1.85	2.701 (12)	176
O7—H7D···O1ⁱ	0.85	2.04	2.888 (8)	176
O8—H8C···O9	0.85	1.73	2.575 (14)	177
O8—H8D···O4ⁱⁱ	0.85	1.99	2.835 (10)	176
O9—H9C···O3ⁱⁱ	0.85	2.36	3.175 (11)	161

Symmetry codes: (i) x+1/2, −y+1/2, −z+1; (ii) −x+1/2, −y+1, z+1/2.

References

Amirnasr, M., Schenk, K. J., Gorji, A. & Vafazadef, R. (2001). Polyhedron, 20, 695–702. Web of Science CSD CrossRef CAS Google Scholar
Bruker (2007). APEX2 and SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Cmi, R., Moore, S. J. & Marzilli, L. G. (1998). Inorg. Chem. 37, 6890–6897. PubMed Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Henson, N. J., Hay, P. J. & Redondo, A. (1999). Inorg. Chem. 38, 1618–1626. Web of Science CrossRef CAS Google Scholar
Polson, S. M., Cini, R., Pifferi, C. & Marzilli, L. G. (1997). Inorg. Chem. 36, 314–322. CSD CrossRef CAS Web of Science Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shi, X.-H., You, X.-Z., Li, C., Song, B.-L., Li, T.-H. & Huang, X.-Y. (1995). Acta Cryst. C51, 206–207. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Yamada, S. (1999). Coord. Chem. Rev. 191–192, 537–555. CrossRef Google Scholar
Zhang, W., Loebach, J. L., Wilson, S. R. & Jacobsen, E. N. (1990). J. Am. Chem. Soc. 112, 2801–2803. CSD CrossRef CAS Web of Science Google Scholar

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Volume 65| Part 2| February 2009| Page m226

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

{(+)-(1R,2R)-1,2-Di­phenyl-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­­idyne)]­di­phenol­ato}di­pyridine­cobalt(III) perchlorate sesquihydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

References

metal-organic compounds

{(+)-(1R,2R)-1,2-Diphenyl-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}dipyridinecobalt(III) perchlorate sesquihydrate