[(–)-(1S,2S)-N,N′-Bis(2-oxidobenzyl­idene)-1,2-diphenyl­ethane-1,2-diamine]­bis­(pyridine)cobalt(III) perchlorate methanol hemisolvate hemihydrate

Chen, Y.-T.

doi:10.1107/S1600536808031887

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 64| Part 11| November 2008| Pages m1377-m1378

doi:10.1107/S1600536808031887

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[(–)-(1S,2S)-N,N′-Bis(2-oxidobenzylidene)-1,2-diphenylethane-1,2-diamine]bis(pyridine)cobalt(III) perchlorate methanol hemisolvate hemihydrate

Yu-Ting Chen ^a ^*

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

(Received 23 September 2008; accepted 3 October 2008; online 9 October 2008)

In the title compound, [Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·0.5CH₄O·0.5H₂O, each Co^III ion is coordinated by the tetradentate N,N′-bis(2-oxidobenzylidene)-1,2-diphenylethane-1,2-diamine ligand [Co—N = 1.900 (3) and 1.903 (3) Å; Co—O = 1.885 (3) and 1.891 (3) Å] and two pyridine ligands [Co—N = 1.967 (4) and 1.977 (3) Å] in a distorted octahedral geometry. The packing of the cations and anions forms voids of 258 Å³, which are filled by methanol and solvent water molecules with half occupancies. O—H⋯O hydrogen bonds between solvent molecules, perchlorate anions and water molecules, and between water molecules and O atoms of the ligand, help to consolidate the crystal packing.

Related literature

For related crystal structures, see: Korendovych & Rybak-Akimova (2003 ); Shi et al. (1995 ). For general background, see: Amirnasr et al. (2001 ); Botteher et al., 1997 ; Cmi et al. (1998 ); Henson et al. (1999 ); Polson et al. (1997 ); Yamada (1999 ); Zhang et al. (1990 ).

Experimental

Crystal data

[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·0.5CH₄O·0.5H₂O
M_r = 760.09
Orthorhombic, P 2₁ 2₁ 2₁
a = 10.8900 (3) Å
b = 18.6219 (5) Å
c = 18.6557 (6) Å
V = 3783.24 (19) Å³
Z = 4
Mo Kα radiation
μ = 0.58 mm⁻¹
T = 273 (2) K
0.18 × 0.16 × 0.14 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.903, T_max = 0.924
42911 measured reflections
7407 independent reflections
5476 reflections with I > 2σ(I)
R_int = 0.064

Refinement

R[F² > 2σ(F²)] = 0.050
wR(F²) = 0.145
S = 1.02
7407 reflections
463 parameters
13 restraints
H-atom parameters constrained
Δρ_max = 0.48 e Å⁻³
Δρ_min = −0.37 e Å⁻³
Absolute structure: Flack (1983 ), with 3248 Friedel pairs
Flack parameter: 0.03 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O8—H8D⋯O6ⁱ	0.85	1.98	2.831 (14)	178
O8—H8C⋯O7	0.85	1.96	2.807 (19)	177
O7—H7⋯O2	0.82	2.08	2.897 (11)	171
Symmetry code: (i) x+1, y, z.

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT-Plus (Bruker, 2001 ); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 1998 ); software used to prepare material for publication: XP.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808031887/cv2457sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808031887/cv2457Isup2.hkl

checkCIF report

Comment top

The cobalt complexes with tetradentate Schiff base ligands have been extensively studied due to their important utilities in mimic cobalamin (B₁₂) coenzymes (Amirnasr et al., 2001; Cmi et al., 1998; Polson et al., 1997), and as dioxygen carriers and oxygen activators (Yamada, 1999; Henson et al., 1999) . In addition, Co^III Schiff base complexes have also been used as antimicrobial agents when their two axial positions are occupied by two amine ligands (Botteher et al., 1997). Herein, we report the new Co^III complex based on the chiral tetradentate Schiff base ligand (-)-(1S,2S)-N,N'-Bis(salicylidene)-1,2- diphenyl-1,2-ethanediamine (L), whose structure has been reported recently (Korendovych & Rybak-Akimova, 2003).

In the cation (Fig. 1), the coordination sphere of Co^III ion is a distorted octahedron, in which four equational positions come from two N atoms and two O atoms of the tetradentate Schiff base ligand and the apical positions are occupied by N atoms of two pyridine molecules. The bond lengths of Co—O(L) and Co—N(L) are 1.885 (3), 1.891 (3)A% and 1.900 (3), 1.903 (3)A%, respectively, which are in agreement with the corresponding bond lengths in the similar Co^III Schiff base complex trans-[Co(salen)(py)₂][BPh₄] (Shi et al., 1995)). The distances of Co—N_py 1.967 (4) and 1.977 (3)A% are also consistent with those distances in the same complex, but slightly longer than the distances of Co—N_{Schiff base}.

Related literature top

For related crystal structures, see: Korendovych & Rybak-Akimova (2003); Shi et al. (1995). For general background, see: Amirnasr et al. (2001); Botteher et al., 1997; Cmi et al. (1998); Henson et al. (1999); Polson et al. (1997); Yamada (1999); Zhang et al. (1990).

Experimental top

The free Schiff base ligand L was synthesized according to the literature (Zhang et al., 1990). The synthsis of the title complex was carried out by reacting CoClO₄.6H₂O, pyridine and L (molar ratio 1:2:1 in methanol. After the stirring process was continued for about 30 min at room temperature, the mixture was filtered and the filtrate was allowed to partial evaporate in air for several days to produce crystals suitable for X-ray diffraction. Anal. Calcd for C_38.5H₃₅ClCoN₄O₇: C, 60.84; H, 4.64; N, 7.37. Found: C, 60.64; H, 4.65; N, 7.39.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 1998); software used to prepare material for publication: XP (Sheldrick, 1998).

Figures top

Fig. 1. A view of the cation of the title compound with the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms omited for clarity.

[(-)-(1S,2S)-N,N'-Bis(2-oxidobenzylidene)- 1,2-diphenylethane-1,2-diamine] bis(pyridine)cobalt(III) perchlorate methanol hemisolvate hemihydrate top

Crystal data top

[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·0.5CH₄O·0.5H₂O	D_x = 1.334 Mg m⁻³ D_m = 1.334 Mg m⁻³ D_m measured by not measured
M_r = 760.09	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 8558 reflections
a = 10.8900 (3) Å	θ = 2.4–20.8°
b = 18.6219 (5) Å	µ = 0.58 mm⁻¹
c = 18.6557 (6) Å	T = 273 K
V = 3783.24 (19) Å³	Block, red-brown
Z = 4	0.18 × 0.16 × 0.14 mm
F(000) = 1576

Data collection top

Bruker APEXII CCD area-detector diffractometer	7407 independent reflections
Radiation source: fine-focus sealed tube	5476 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.064
ϕ and ω scans	θ_max = 26.0°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −13→13
T_min = 0.903, T_max = 0.924	k = −22→22
42911 measured reflections	l = −23→23

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.050	w = 1/[σ²(F_o²) + (0.0885P)²] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.145	(Δ/σ)_max = 0.001
S = 1.02	Δρ_max = 0.48 e Å⁻³
7407 reflections	Δρ_min = −0.37 e Å⁻³
463 parameters	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
13 restraints	Extinction coefficient: 0.0014 (5)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), 3248 Friedel pairs
Secondary atom site location: difference Fourier map	Absolute structure parameter: 0.03 (2)

Crystal data top

[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·0.5CH₄O·0.5H₂O	V = 3783.24 (19) Å³
M_r = 760.09	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 10.8900 (3) Å	µ = 0.58 mm⁻¹
b = 18.6219 (5) Å	T = 273 K
c = 18.6557 (6) Å	0.18 × 0.16 × 0.14 mm

Data collection top

Bruker APEXII CCD area-detector diffractometer	7407 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	5476 reflections with I > 2σ(I)
T_min = 0.903, T_max = 0.924	R_int = 0.064
42911 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	H-atom parameters constrained
wR(F²) = 0.145	Δρ_max = 0.48 e Å⁻³
S = 1.02	Δρ_min = −0.37 e Å⁻³
7407 reflections	Absolute structure: Flack (1983), 3248 Friedel pairs
463 parameters	Absolute structure parameter: 0.03 (2)
13 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	0.50476 (4)	0.57650 (2)	0.75640 (2)	0.04751 (16)
Cl1	0.10093 (14)	0.50610 (10)	0.55336 (8)	0.1022 (5)
O1	0.6076 (3)	0.65694 (14)	0.76901 (15)	0.0568 (7)
O2	0.5983 (3)	0.55521 (14)	0.67367 (15)	0.0619 (7)
O3	0.1244 (5)	0.5541 (3)	0.4915 (2)	0.1324 (18)
O4	0.2142 (4)	0.4859 (3)	0.5844 (3)	0.1202 (15)
O5	0.0367 (5)	0.4459 (4)	0.5318 (4)	0.175 (3)
O6	0.0303 (5)	0.5444 (3)	0.6048 (3)	0.1398 (18)
O7	0.6798 (12)	0.6643 (6)	0.5737 (6)	0.153 (4)*	0.50
H7	0.6495	0.6359	0.6022	0.230*	0.50
O8	0.9347 (13)	0.6770 (6)	0.5559 (7)	0.163 (4)*	0.50
H8C	0.8572	0.6746	0.5606	0.195*	0.50
H8D	0.9657	0.6377	0.5703	0.195*	0.50
N1	0.4061 (3)	0.59406 (15)	0.83873 (17)	0.0460 (7)
N2	0.3989 (3)	0.49659 (15)	0.74280 (16)	0.0462 (7)
N3	0.6234 (3)	0.52046 (17)	0.81394 (17)	0.0506 (8)
N4	0.4010 (4)	0.63945 (18)	0.6973 (2)	0.0601 (9)
C1	0.5455 (4)	0.68095 (18)	0.8912 (2)	0.0498 (9)
C2	0.6202 (4)	0.69134 (19)	0.8297 (2)	0.0497 (9)
C3	0.7149 (4)	0.7448 (2)	0.8337 (3)	0.0571 (10)
H3	0.7637	0.7540	0.7938	0.069*
C4	0.7341 (4)	0.7824 (2)	0.8957 (3)	0.0607 (11)
H4	0.7955	0.8171	0.8973	0.073*
C5	0.6637 (4)	0.7697 (2)	0.9561 (3)	0.0632 (11)
H5	0.6799	0.7947	0.9982	0.076*
C6	0.5700 (4)	0.7204 (2)	0.9542 (2)	0.0578 (10)
H6	0.5222	0.7129	0.9948	0.069*
C7	0.4382 (4)	0.63562 (19)	0.8909 (2)	0.0477 (9)
H7A	0.3883	0.6364	0.9313	0.057*
C8	0.5417 (3)	0.4304 (2)	0.6702 (2)	0.0482 (8)
C9	0.5718 (4)	0.3609 (2)	0.6450 (2)	0.0578 (10)
H9	0.5178	0.3231	0.6536	0.069*
C10	0.6775 (4)	0.3479 (2)	0.6087 (3)	0.0666 (12)
H10	0.6975	0.3016	0.5941	0.080*
C11	0.7546 (4)	0.4046 (3)	0.5938 (3)	0.0729 (13)
H11	0.8273	0.3959	0.5692	0.087*
C12	0.7280 (4)	0.4727 (3)	0.6140 (3)	0.0688 (12)
H12	0.7809	0.5098	0.6013	0.083*
C13	0.6209 (4)	0.4882 (2)	0.6542 (2)	0.0539 (10)
C14	0.4274 (3)	0.4402 (2)	0.7069 (2)	0.0493 (9)
H14	0.3701	0.4033	0.7045	0.059*
C15	0.2981 (3)	0.5456 (2)	0.8473 (2)	0.0473 (9)
H15	0.3202	0.5088	0.8826	0.057*
C16	0.2763 (3)	0.5075 (2)	0.7757 (2)	0.0486 (9)
H16	0.2305	0.5406	0.7448	0.058*
C17	0.1814 (3)	0.5823 (2)	0.8738 (2)	0.0510 (9)
C18	0.1280 (4)	0.6393 (3)	0.8389 (3)	0.0713 (12)
H18	0.1664	0.6588	0.7989	0.086*
C19	0.0192 (4)	0.6679 (3)	0.8621 (3)	0.0758 (13)
H19	−0.0159	0.7057	0.8367	0.091*
C20	−0.0378 (4)	0.6424 (2)	0.9208 (3)	0.0686 (12)
H20	−0.1112	0.6629	0.9361	0.082*
C21	0.0128 (4)	0.5855 (2)	0.9584 (2)	0.0649 (11)
H21	−0.0263	0.5672	0.9988	0.078*
C22	0.1243 (4)	0.5560 (2)	0.9345 (2)	0.0536 (9)
H22	0.1601	0.5183	0.9598	0.064*
C23	0.1990 (4)	0.4396 (2)	0.7842 (2)	0.0571 (10)
C24	0.2292 (6)	0.3877 (3)	0.8359 (3)	0.0832 (15)
H24	0.2987	0.3929	0.8644	0.100*
C25	0.1518 (7)	0.3278 (3)	0.8433 (4)	0.105 (2)
H25	0.1708	0.2934	0.8776	0.126*
C26	0.0507 (6)	0.3185 (4)	0.8023 (4)	0.1008 (18)
H26	0.0012	0.2783	0.8083	0.121*
C27	0.0227 (5)	0.3690 (4)	0.7522 (4)	0.1023 (19)
H27	−0.0467	0.3632	0.7237	0.123*
C28	0.0970 (4)	0.4298 (3)	0.7429 (3)	0.0739 (12)
H28	0.0765	0.4637	0.7084	0.089*
C29	0.5918 (4)	0.4749 (2)	0.8660 (3)	0.0630 (11)
H29	0.5086	0.4681	0.8749	0.076*
C30	0.6749 (5)	0.4372 (3)	0.9074 (3)	0.0778 (13)
H30	0.6486	0.4067	0.9437	0.093*
C31	0.7970 (5)	0.4464 (4)	0.8932 (4)	0.0970 (19)
H31	0.8562	0.4212	0.9188	0.116*
C32	0.8306 (4)	0.4940 (3)	0.8399 (4)	0.0849 (16)
H32	0.9133	0.5017	0.8301	0.102*
C33	0.7431 (4)	0.5298 (2)	0.8013 (3)	0.0631 (11)
H33	0.7675	0.5615	0.7654	0.076*
C34	0.3626 (6)	0.6221 (3)	0.6330 (3)	0.0879 (17)
H34	0.3810	0.5764	0.6160	0.105*
C35	0.2964 (7)	0.6674 (3)	0.5888 (4)	0.114 (3)
H35	0.2703	0.6521	0.5438	0.137*
C36	0.2701 (7)	0.7351 (4)	0.6125 (4)	0.117 (2)
H36	0.2287	0.7672	0.5829	0.140*
C37	0.3057 (6)	0.7558 (3)	0.6813 (4)	0.0915 (17)
H37	0.2856	0.8008	0.6996	0.110*
C38	0.3721 (5)	0.7068 (2)	0.7213 (3)	0.0691 (12)
H38	0.3985	0.7203	0.7668	0.083*
C39	0.5940 (19)	0.7285 (10)	0.5644 (10)	0.153 (4)*	0.50
H39A	0.5563	0.7398	0.6095	0.230*	0.50
H39B	0.5316	0.7170	0.5299	0.230*	0.50
H39C	0.6403	0.7692	0.5479	0.230*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0420 (3)	0.0414 (3)	0.0591 (3)	−0.0055 (2)	0.0071 (3)	−0.0055 (2)
Cl1	0.0737 (9)	0.1434 (14)	0.0895 (9)	−0.0270 (9)	0.0163 (7)	−0.0380 (9)
O1	0.0533 (16)	0.0459 (14)	0.0712 (18)	−0.0099 (12)	0.0084 (14)	−0.0100 (12)
O2	0.0624 (17)	0.0527 (16)	0.0705 (17)	−0.0156 (14)	0.0165 (15)	−0.0143 (13)
O3	0.125 (4)	0.198 (5)	0.073 (2)	−0.016 (4)	0.013 (2)	−0.008 (3)
O4	0.073 (3)	0.155 (4)	0.132 (3)	−0.013 (3)	0.003 (3)	−0.009 (3)
O5	0.109 (4)	0.213 (6)	0.204 (6)	−0.068 (4)	0.018 (4)	−0.090 (5)
O6	0.141 (4)	0.157 (4)	0.121 (3)	0.013 (4)	0.047 (3)	−0.035 (3)
N1	0.0350 (15)	0.0403 (16)	0.0626 (18)	0.0018 (13)	0.0020 (14)	−0.0051 (14)
N2	0.0385 (15)	0.0437 (16)	0.0564 (17)	−0.0024 (13)	0.0045 (15)	−0.0035 (14)
N3	0.0392 (17)	0.0451 (17)	0.068 (2)	−0.0015 (14)	−0.0004 (15)	−0.0106 (15)
N4	0.060 (2)	0.0524 (19)	0.068 (2)	−0.0124 (18)	−0.0020 (19)	0.0029 (16)
C1	0.044 (2)	0.0363 (19)	0.070 (2)	0.0064 (16)	−0.0002 (18)	−0.0026 (17)
C2	0.041 (2)	0.0355 (19)	0.073 (3)	0.0044 (16)	−0.0035 (19)	−0.0068 (18)
C3	0.044 (2)	0.047 (2)	0.081 (3)	0.0023 (18)	−0.003 (2)	−0.003 (2)
C4	0.047 (2)	0.040 (2)	0.096 (3)	0.0008 (18)	−0.018 (2)	−0.010 (2)
C5	0.054 (3)	0.053 (2)	0.083 (3)	0.002 (2)	−0.016 (2)	−0.014 (2)
C6	0.057 (3)	0.046 (2)	0.070 (3)	0.0029 (19)	−0.009 (2)	−0.0085 (19)
C7	0.046 (2)	0.0396 (18)	0.058 (2)	0.0036 (17)	0.0047 (18)	−0.0028 (17)
C8	0.0429 (19)	0.0465 (19)	0.0552 (19)	−0.0043 (17)	0.0000 (15)	−0.0079 (18)
C9	0.050 (2)	0.052 (2)	0.071 (3)	−0.0026 (19)	0.002 (2)	−0.0113 (19)
C10	0.052 (2)	0.062 (3)	0.086 (3)	0.003 (2)	0.004 (2)	−0.017 (2)
C11	0.046 (3)	0.082 (3)	0.091 (3)	−0.001 (2)	0.014 (2)	−0.027 (3)
C12	0.050 (2)	0.074 (3)	0.082 (3)	−0.015 (2)	0.018 (2)	−0.015 (2)
C13	0.049 (2)	0.055 (2)	0.057 (2)	−0.0091 (19)	0.0057 (18)	−0.0100 (18)
C14	0.045 (2)	0.043 (2)	0.060 (2)	−0.0073 (17)	0.0032 (18)	−0.0049 (17)
C15	0.039 (2)	0.045 (2)	0.058 (2)	0.0004 (16)	0.0063 (17)	0.0015 (17)
C16	0.0388 (18)	0.045 (2)	0.062 (2)	−0.0017 (17)	0.0045 (16)	−0.0038 (17)
C17	0.0359 (18)	0.052 (2)	0.065 (2)	0.0015 (17)	0.0010 (17)	−0.0017 (19)
C18	0.059 (3)	0.070 (3)	0.085 (3)	0.015 (2)	0.010 (2)	0.009 (2)
C19	0.054 (3)	0.075 (3)	0.098 (3)	0.027 (2)	0.008 (3)	0.006 (2)
C20	0.049 (2)	0.068 (3)	0.089 (3)	0.011 (2)	0.004 (2)	−0.014 (2)
C21	0.047 (2)	0.081 (3)	0.066 (2)	−0.004 (2)	0.009 (2)	−0.013 (2)
C22	0.047 (2)	0.056 (2)	0.059 (2)	0.0006 (18)	0.0067 (18)	−0.0029 (17)
C23	0.049 (2)	0.056 (2)	0.066 (2)	−0.0120 (19)	0.0161 (19)	−0.009 (2)
C24	0.095 (4)	0.062 (3)	0.092 (3)	−0.030 (3)	−0.003 (3)	0.005 (3)
C25	0.130 (5)	0.074 (3)	0.112 (4)	−0.036 (4)	0.028 (4)	0.002 (3)
C26	0.089 (4)	0.098 (4)	0.116 (4)	−0.045 (3)	0.030 (3)	−0.027 (3)
C27	0.052 (3)	0.113 (4)	0.141 (5)	−0.031 (3)	0.016 (4)	−0.054 (4)
C28	0.049 (2)	0.081 (3)	0.092 (3)	−0.012 (2)	0.004 (2)	−0.021 (3)
C29	0.046 (2)	0.058 (2)	0.086 (3)	0.007 (2)	−0.001 (2)	−0.003 (2)
C30	0.070 (3)	0.064 (3)	0.099 (3)	0.008 (3)	−0.015 (3)	0.008 (3)
C31	0.068 (4)	0.096 (4)	0.127 (5)	0.030 (3)	−0.036 (4)	−0.020 (4)
C32	0.045 (2)	0.087 (4)	0.123 (4)	0.010 (3)	−0.011 (3)	−0.034 (4)
C33	0.040 (2)	0.067 (3)	0.082 (3)	−0.003 (2)	0.003 (2)	−0.022 (2)
C34	0.111 (5)	0.067 (3)	0.085 (4)	−0.016 (3)	−0.021 (3)	0.007 (3)
C35	0.154 (7)	0.075 (4)	0.114 (5)	−0.020 (4)	−0.063 (5)	0.025 (3)
C36	0.137 (6)	0.082 (4)	0.131 (6)	−0.004 (4)	−0.045 (5)	0.036 (4)
C37	0.103 (4)	0.058 (3)	0.113 (4)	0.004 (3)	−0.013 (4)	0.015 (3)
C38	0.069 (3)	0.059 (3)	0.079 (3)	−0.002 (2)	−0.002 (2)	0.006 (2)

Geometric parameters (Å, º) top

Co1—O1	1.885 (3)	C15—C17	1.525 (5)
Co1—O2	1.891 (3)	C15—C16	1.530 (5)
Co1—N2	1.900 (3)	C15—H15	0.9800
Co1—N1	1.903 (3)	C16—C23	1.528 (5)
Co1—N4	1.967 (4)	C16—H16	0.9800
Co1—N3	1.977 (3)	C17—C18	1.374 (6)
Cl1—O5	1.381 (5)	C17—C22	1.383 (5)
Cl1—O4	1.414 (5)	C18—C19	1.368 (6)
Cl1—O6	1.421 (5)	C18—H18	0.9300
Cl1—O3	1.482 (5)	C19—C20	1.347 (7)
O1—C2	1.309 (5)	C19—H19	0.9300
O2—C13	1.322 (5)	C20—C21	1.385 (6)
O7—C39	1.53 (2)	C20—H20	0.9300
O7—H7	0.8200	C21—C22	1.407 (5)
O8—H8C	0.8501	C21—H21	0.9300
O8—H8D	0.8501	C22—H22	0.9300
N1—C7	1.291 (5)	C23—C28	1.364 (6)
N1—C15	1.492 (5)	C23—C24	1.403 (7)
N2—C14	1.284 (4)	C24—C25	1.405 (7)
N2—C16	1.483 (5)	C24—H24	0.9300
N3—C29	1.334 (6)	C25—C26	1.351 (9)
N3—C33	1.337 (5)	C25—H25	0.9300
N4—C34	1.310 (6)	C26—C27	1.362 (10)
N4—C38	1.369 (6)	C26—H26	0.9300
C1—C6	1.411 (6)	C27—C28	1.401 (7)
C1—C2	1.420 (6)	C27—H27	0.9300
C1—C7	1.441 (5)	C28—H28	0.9300
C2—C3	1.436 (6)	C29—C30	1.381 (6)
C3—C4	1.367 (6)	C29—H29	0.9300
C3—H3	0.9300	C30—C31	1.367 (8)
C4—C5	1.383 (7)	C30—H30	0.9300
C4—H4	0.9300	C31—C32	1.381 (8)
C5—C6	1.373 (6)	C31—H31	0.9300
C5—H5	0.9300	C32—C33	1.368 (7)
C6—H6	0.9300	C32—H32	0.9300
C7—H7A	0.9300	C33—H33	0.9300
C8—C13	1.412 (5)	C34—C35	1.382 (8)
C8—C9	1.416 (6)	C34—H34	0.9300
C8—C14	1.431 (5)	C35—C36	1.366 (10)
C9—C10	1.357 (6)	C35—H35	0.9300
C9—H9	0.9300	C36—C37	1.396 (10)
C10—C11	1.378 (7)	C36—H36	0.9300
C10—H10	0.9300	C37—C38	1.382 (7)
C11—C12	1.354 (7)	C37—H37	0.9300
C11—H11	0.9300	C38—H38	0.9300
C12—C13	1.416 (6)	C39—H39A	0.9600
C12—H12	0.9300	C39—H39B	0.9600
C14—H14	0.9300	C39—H39C	0.9600

O1—Co1—O2	87.05 (11)	N1—C15—H15	107.5
O1—Co1—N2	178.89 (13)	C17—C15—H15	107.5
O2—Co1—N2	93.08 (12)	C16—C15—H15	107.5
O1—Co1—N1	95.62 (12)	N2—C16—C23	115.1 (3)
O2—Co1—N1	177.32 (12)	N2—C16—C15	106.6 (3)
N2—Co1—N1	84.24 (13)	C23—C16—C15	112.3 (3)
O1—Co1—N4	86.43 (14)	N2—C16—H16	107.5
O2—Co1—N4	88.66 (15)	C23—C16—H16	107.5
N2—Co1—N4	92.48 (14)	C15—C16—H16	107.5
N1—Co1—N4	91.49 (14)	C18—C17—C22	118.1 (4)
O1—Co1—N3	87.91 (13)	C18—C17—C15	123.1 (4)
O2—Co1—N3	88.89 (14)	C22—C17—C15	118.7 (3)
N2—Co1—N3	93.19 (12)	C19—C18—C17	121.2 (5)
N1—Co1—N3	91.22 (13)	C19—C18—H18	119.4
N4—Co1—N3	173.94 (14)	C17—C18—H18	119.4
O5—Cl1—O4	110.2 (4)	C20—C19—C18	121.2 (5)
O5—Cl1—O6	109.3 (3)	C20—C19—H19	119.4
O4—Cl1—O6	109.2 (3)	C18—C19—H19	119.4
O5—Cl1—O3	110.5 (4)	C19—C20—C21	119.9 (4)
O4—Cl1—O3	109.2 (3)	C19—C20—H20	120.0
O6—Cl1—O3	108.4 (3)	C21—C20—H20	120.0
C2—O1—Co1	124.0 (3)	C20—C21—C22	118.8 (4)
C13—O2—Co1	121.5 (2)	C20—C21—H21	120.6
C39—O7—H7	109.5	C22—C21—H21	120.6
H8C—O8—H8D	108.3	C17—C22—C21	120.6 (4)
C7—N1—C15	119.7 (3)	C17—C22—H22	119.7
C7—N1—Co1	123.9 (3)	C21—C22—H22	119.7
C15—N1—Co1	115.3 (2)	C28—C23—C24	119.1 (4)
C14—N2—C16	123.1 (3)	C28—C23—C16	120.1 (4)
C14—N2—Co1	124.3 (2)	C24—C23—C16	120.7 (4)
C16—N2—Co1	112.6 (2)	C23—C24—C25	118.2 (5)
C29—N3—C33	117.6 (4)	C23—C24—H24	120.9
C29—N3—Co1	124.2 (3)	C25—C24—H24	120.9
C33—N3—Co1	118.2 (3)	C26—C25—C24	122.4 (6)
C34—N4—C38	116.9 (4)	C26—C25—H25	118.8
C34—N4—Co1	123.4 (3)	C24—C25—H25	118.8
C38—N4—Co1	119.6 (3)	C25—C26—C27	118.8 (6)
C6—C1—C2	119.6 (4)	C25—C26—H26	120.6
C6—C1—C7	117.5 (4)	C27—C26—H26	120.6
C2—C1—C7	122.7 (3)	C26—C27—C28	120.9 (6)
O1—C2—C1	124.9 (3)	C26—C27—H27	119.5
O1—C2—C3	117.4 (4)	C28—C27—H27	119.5
C1—C2—C3	117.6 (4)	C23—C28—C27	120.5 (5)
C4—C3—C2	120.6 (4)	C23—C28—H28	119.7
C4—C3—H3	119.7	C27—C28—H28	119.7
C2—C3—H3	119.7	N3—C29—C30	124.1 (4)
C3—C4—C5	121.1 (4)	N3—C29—H29	117.9
C3—C4—H4	119.5	C30—C29—H29	117.9
C5—C4—H4	119.5	C31—C30—C29	117.7 (5)
C6—C5—C4	120.4 (4)	C31—C30—H30	121.1
C6—C5—H5	119.8	C29—C30—H30	121.1
C4—C5—H5	119.8	C30—C31—C32	118.6 (5)
C5—C6—C1	120.7 (4)	C30—C31—H31	120.7
C5—C6—H6	119.7	C32—C31—H31	120.7
C1—C6—H6	119.7	C33—C32—C31	120.5 (5)
N1—C7—C1	125.0 (4)	C33—C32—H32	119.8
N1—C7—H7A	117.5	C31—C32—H32	119.8
C1—C7—H7A	117.5	N3—C33—C32	121.5 (5)
C13—C8—C9	119.0 (3)	N3—C33—H33	119.2
C13—C8—C14	122.4 (3)	C32—C33—H33	119.2
C9—C8—C14	118.5 (3)	N4—C34—C35	124.3 (6)
C10—C9—C8	121.7 (4)	N4—C34—H34	117.9
C10—C9—H9	119.2	C35—C34—H34	117.9
C8—C9—H9	119.2	C36—C35—C34	118.6 (6)
C9—C10—C11	118.7 (4)	C36—C35—H35	120.7
C9—C10—H10	120.6	C34—C35—H35	120.7
C11—C10—H10	120.6	C35—C36—C37	119.6 (6)
C12—C11—C10	122.1 (4)	C35—C36—H36	120.2
C12—C11—H11	118.9	C37—C36—H36	120.2
C10—C11—H11	118.9	C38—C37—C36	117.4 (6)
C11—C12—C13	121.0 (4)	C38—C37—H37	121.3
C11—C12—H12	119.5	C36—C37—H37	121.3
C13—C12—H12	119.5	N4—C38—C37	123.2 (5)
O2—C13—C8	123.2 (3)	N4—C38—H38	118.4
O2—C13—C12	119.4 (4)	C37—C38—H38	118.4
C8—C13—C12	117.4 (4)	O7—C39—H39A	109.5
N2—C14—C8	124.4 (3)	O7—C39—H39B	109.5
N2—C14—H14	117.8	H39A—C39—H39B	109.5
C8—C14—H14	117.8	O7—C39—H39C	109.5
N1—C15—C17	114.8 (3)	H39A—C39—H39C	109.5
N1—C15—C16	108.0 (3)	H39B—C39—H39C	109.5
C17—C15—C16	111.2 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8D···O6ⁱ	0.85	1.98	2.831 (14)	178
O8—H8C···O7	0.85	1.96	2.807 (19)	177
O7—H7···O2	0.82	2.08	2.897 (11)	171

Symmetry code: (i) x+1, y, z.

Experimental details

Crystal data
Chemical formula	[Co(C₂₈H₂₂N₂O₂)(C₅H₅N)₂]ClO₄·0.5CH₄O·0.5H₂O
M_r	760.09
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	273
a, b, c (Å)	10.8900 (3), 18.6219 (5), 18.6557 (6)
V (Å³)	3783.24 (19)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.58
Crystal size (mm)	0.18 × 0.16 × 0.14

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.903, 0.924
No. of measured, independent and observed [I > 2σ(I)] reflections	42911, 7407, 5476
R_int	0.064
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.145, 1.02
No. of reflections	7407
No. of parameters	463
No. of restraints	13
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.48, −0.37
Absolute structure	Flack (1983), 3248 Friedel pairs
Absolute structure parameter	0.03 (2)

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP (Sheldrick, 1998).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8D···O6ⁱ	0.85	1.98	2.831 (14)	177.5
O8—H8C···O7	0.85	1.96	2.807 (19)	177.2
O7—H7···O2	0.82	2.08	2.897 (11)	171.1

Symmetry code: (i) x+1, y, z.

Acknowledgements

This work was supported by the Natural Science Foundation of China.

References

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Volume 64| Part 11| November 2008| Pages m1377-m1378

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

[(–)-(1S,2S)-N,N′-Bis(2-oxido­benzyl­­idene)-1,2-di­phenyl­ethane-1,2-di­amine]­bis­­(pyridine)cobalt(III) perchlorate methanol hemisolvate hemihydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

[(–)-(1S,2S)-N,N′-Bis(2-oxidobenzylidene)-1,2-diphenylethane-1,2-diamine]bis(pyridine)cobalt(III) perchlorate methanol hemisolvate hemihydrate