Acetato(aqua){6,6'-dimeth-oxy-2,2'-[ethane-1,2-diylbis(nitrilo-methanylyl-idene)]diphenolato}cobalt(III) methanol disolvate.

In the title complex, [Co(C(18)H(18)N(2)O(4))(C(2)H(3)O(2))(H(2)O)]·2CH(3)OH, the Co(III) atom is hexa-coordinated by water and acetate groups in the axial positions and by the tetra-dentate Schiff base occupying equatorial positions. These axial bonds are longer than the equatorial bonds to the tetra-dentate Schiff base. Two mol-ecules form a dimer through strong hydrogen bonds from the coordinated water of one mol-ecule to the meth-oxy O atoms of an adjoining mol-ecule. There is extensive intra- and inter-molecular O-H⋯O hydrogen bonding between the coordinated water and acetate ligands and the methanol solvent mol-ecules. In addition, there are weak inter-molecular C-H⋯O inter-actions, which link the mol-ecules into a three-dimensional array.

Related literature

For reports on O2 binding of related cobalt complexes, see: Huie et al. (1979 ▶); Lindblom et al. (1971 ▶). For related dimeric structures formed through hydrogen bonding, see: Huie et al. (1979 ▶); Assey et al. (2010b ▶). For structurally related complexes with included hydrogen-bonded solvent mol­ecules, see: Assey et al. (2010a ▶,b ▶); Ayikoe et al. (2010 ▶); Bao et al. (2009 ▶); Ayikoé et al. (2011 ▶). For the use of cobalt(III)–salen complexes as catalysts, see: Morandi et al. (2011 ▶); Haak et al. (2010 ▶) and for the potential applications of cobalt–Schiff base complexes for magnetic and/or conducting devices, see: Nabei et al. (2009 ▶); Lin et al. (2011 ▶).

Experimental

Crystal data

[Co(C18H18N2O4)(C2H3O2)(H2O)]·2CH4O

M = 526.42

Monoclinic,

a = 9.6306 (3) Å

b = 13.4129 (5) Å

c = 17.9746 (7) Å

β = 90.716 (3)°

V = 2321.67 (15) Å3

Z = 4

Mo Kα radiation

μ = 0.80 mm−1

T = 115 K

0.49 × 0.45 × 0.38 mm

Data collection

Oxford Diffraction Xcalibur diffractometer with a Ruby (Gemini Mo) detector

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007 ▶) T min = 0.916, T max = 1.000

16513 measured reflections

7669 independent reflections

5549 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.106

S = 1.00

7669 reflections

322 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.86 e Å−3

Δρmin = −0.45 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2007 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812027687/jj2140sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812027687/jj2140Isup2.hkl

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

[Co(C18H18N2O4)(C2H3O2)(H2O)]·2CH4O	F(000) = 1104
Mr = 526.42	Dx = 1.506 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 8159 reflections
a = 9.6306 (3) Å	θ = 4.6–32.6°
b = 13.4129 (5) Å	µ = 0.80 mm−1
c = 17.9746 (7) Å	T = 115 K
β = 90.716 (3)°	Block, black
V = 2321.67 (15) Å3	0.49 × 0.45 × 0.38 mm
Z = 4

Oxford Diffraction Xcalibur diffractometer with a Ruby (Gemini Mo) detector	7669 independent reflections
Radiation source: Enhance (Mo) X-ray Source	5549 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
Detector resolution: 10.5081 pixels mm-1	θmax = 32.7°, θmin = 4.6°
ω scans	h = −14→10
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007)	k = −19→19
Tmin = 0.916, Tmax = 1.000	l = −26→24
16513 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0609P)2] where P = (Fo2 + 2Fc2)/3
7669 reflections	(Δ/σ)max = 0.003
322 parameters	Δρmax = 0.86 e Å−3
3 restraints	Δρmin = −0.45 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co	0.466441 (15)	0.494930 (12)	0.628307 (8)	0.01070 (3)
O1	0.51899 (8)	0.38488 (6)	0.56942 (4)	0.01284 (17)
O2	0.61286 (8)	0.56561 (6)	0.58402 (4)	0.01292 (17)
O3	0.66160 (8)	0.25427 (7)	0.49906 (5)	0.01703 (19)
O4	0.81315 (8)	0.63147 (7)	0.50542 (5)	0.0193 (2)
O11	0.57142 (8)	0.45215 (7)	0.71259 (4)	0.01444 (18)
O12	0.74146 (9)	0.41453 (8)	0.78855 (5)	0.0254 (2)
O1S	0.97081 (11)	0.51409 (8)	0.82748 (6)	0.0316 (3)
H1S	0.9021	0.4805	0.8128	0.038*
O2S	1.00189 (11)	0.71051 (10)	0.78342 (6)	0.0372 (3)
H2S	0.9767	0.6530	0.7959	0.045*
O1W	0.34122 (8)	0.53835 (7)	0.54896 (4)	0.01342 (17)
H1W1	0.3795 (14)	0.5775 (9)	0.5223 (8)	0.033 (4)*
H1W2	0.3269 (17)	0.4892 (8)	0.5248 (9)	0.035 (5)*
N1	0.31519 (9)	0.42594 (8)	0.66977 (5)	0.0138 (2)
N2	0.40860 (9)	0.60406 (8)	0.68688 (5)	0.0133 (2)
C1	0.49094 (12)	0.29163 (9)	0.58520 (6)	0.0132 (2)
C2	0.56595 (12)	0.21670 (9)	0.54734 (6)	0.0149 (2)
C3	0.73547 (13)	0.18472 (10)	0.45519 (7)	0.0221 (3)
H3A	0.7886	0.1398	0.4878	0.033*
H3B	0.7992	0.2205	0.4225	0.033*
H3C	0.6697	0.1458	0.4249	0.033*
C4	0.54031 (13)	0.11683 (9)	0.55913 (7)	0.0186 (3)
H4A	0.5914	0.0680	0.5327	0.022*
C5	0.43877 (13)	0.08716 (10)	0.61010 (7)	0.0209 (3)
H5A	0.4220	0.0184	0.6188	0.025*
C6	0.36441 (12)	0.15766 (10)	0.64706 (7)	0.0192 (3)
H6A	0.2953	0.1372	0.6811	0.023*
C7	0.38811 (12)	0.26038 (9)	0.63580 (6)	0.0151 (2)
C8	0.30021 (12)	0.33125 (10)	0.67197 (6)	0.0162 (3)
H8A	0.2248	0.3058	0.6998	0.019*
C9	0.21663 (12)	0.49324 (10)	0.70532 (7)	0.0180 (3)
H9A	0.1627	0.4573	0.7434	0.022*
H9B	0.1512	0.5215	0.6680	0.022*
C10	0.30322 (12)	0.57550 (10)	0.74114 (7)	0.0172 (3)
H10A	0.2439	0.6334	0.7533	0.021*
H10B	0.3481	0.5511	0.7875	0.021*
C11	0.45679 (12)	0.69332 (9)	0.68597 (6)	0.0148 (2)
H11A	0.4160	0.7408	0.7183	0.018*
C12	0.56841 (12)	0.72658 (9)	0.63936 (6)	0.0145 (2)
C13	0.60648 (12)	0.82845 (9)	0.64321 (7)	0.0178 (3)
H13A	0.5585	0.8722	0.6756	0.021*
C14	0.71224 (13)	0.86428 (10)	0.60043 (7)	0.0209 (3)
H14A	0.7367	0.9328	0.6029	0.025*
C15	0.78416 (13)	0.80023 (10)	0.55325 (7)	0.0197 (3)
H15A	0.8576	0.8254	0.5239	0.024*
C16	0.74939 (12)	0.70131 (10)	0.54911 (6)	0.0153 (3)
C17	0.93798 (13)	0.66034 (12)	0.46918 (8)	0.0283 (3)
H17A	0.9178	0.7145	0.4341	0.042*
H17B	0.9758	0.6031	0.4422	0.042*
H17C	1.0060	0.6832	0.5064	0.042*
C18	0.63880 (11)	0.66078 (9)	0.59181 (6)	0.0127 (2)
C11A	0.69919 (12)	0.43003 (10)	0.72351 (7)	0.0168 (3)
C12A	0.79963 (13)	0.42151 (12)	0.66052 (7)	0.0244 (3)
H12A	0.8400	0.4871	0.6503	0.037*
H12B	0.7507	0.3973	0.6160	0.037*
H12C	0.8737	0.3746	0.6742	0.037*
C1S	0.96778 (15)	0.52329 (12)	0.90478 (8)	0.0308 (4)
H1S3	1.0350	0.5740	0.9209	0.046*
H1S1	0.9917	0.4592	0.9277	0.046*
H1S2	0.8745	0.5432	0.9200	0.046*
C2S	0.97663 (17)	0.72400 (13)	0.70700 (9)	0.0356 (4)
H2S1	0.9926	0.7940	0.6939	0.053*
H2S2	0.8802	0.7061	0.6951	0.053*
H2S3	1.0395	0.6814	0.6786	0.053*

	U11	U22	U33	U12	U13	U23
Co	0.01352 (6)	0.00968 (7)	0.00896 (6)	−0.00053 (6)	0.00239 (5)	−0.00046 (6)
O1	0.0197 (4)	0.0074 (4)	0.0115 (3)	−0.0009 (3)	0.0038 (3)	0.0000 (3)
O2	0.0161 (3)	0.0090 (4)	0.0138 (4)	−0.0018 (3)	0.0036 (3)	−0.0012 (3)
O3	0.0225 (4)	0.0118 (4)	0.0169 (4)	0.0007 (3)	0.0048 (3)	−0.0034 (3)
O4	0.0208 (4)	0.0178 (4)	0.0195 (4)	−0.0061 (3)	0.0090 (3)	−0.0042 (4)
O11	0.0165 (3)	0.0155 (4)	0.0114 (4)	0.0009 (3)	0.0014 (3)	0.0005 (3)
O12	0.0227 (4)	0.0368 (6)	0.0167 (4)	0.0030 (4)	−0.0017 (3)	0.0068 (4)
O1S	0.0299 (5)	0.0407 (7)	0.0243 (5)	−0.0068 (4)	0.0029 (4)	−0.0023 (5)
O2S	0.0404 (6)	0.0390 (7)	0.0321 (6)	0.0006 (5)	−0.0006 (5)	0.0016 (5)
O1W	0.0178 (4)	0.0106 (4)	0.0118 (4)	−0.0020 (3)	0.0015 (3)	−0.0002 (3)
N1	0.0145 (4)	0.0156 (5)	0.0114 (4)	−0.0009 (4)	0.0023 (3)	0.0013 (4)
N2	0.0159 (4)	0.0134 (5)	0.0107 (4)	0.0016 (4)	0.0018 (3)	−0.0014 (4)
C1	0.0180 (5)	0.0107 (5)	0.0109 (5)	−0.0016 (4)	−0.0023 (4)	−0.0003 (4)
C2	0.0183 (5)	0.0125 (5)	0.0138 (5)	−0.0004 (4)	−0.0019 (4)	0.0004 (5)
C3	0.0238 (6)	0.0196 (6)	0.0231 (6)	0.0053 (5)	0.0041 (5)	−0.0066 (5)
C4	0.0255 (6)	0.0103 (6)	0.0200 (6)	0.0009 (5)	−0.0032 (5)	−0.0017 (5)
C5	0.0288 (6)	0.0103 (6)	0.0236 (6)	−0.0034 (5)	−0.0043 (5)	0.0035 (5)
C6	0.0220 (5)	0.0167 (6)	0.0188 (6)	−0.0055 (5)	−0.0002 (5)	0.0048 (5)
C7	0.0184 (5)	0.0128 (5)	0.0141 (5)	−0.0023 (4)	−0.0003 (4)	0.0005 (5)
C8	0.0168 (5)	0.0196 (6)	0.0122 (5)	−0.0048 (5)	0.0029 (4)	0.0020 (5)
C9	0.0148 (5)	0.0204 (6)	0.0189 (5)	0.0003 (5)	0.0049 (4)	−0.0020 (5)
C10	0.0187 (5)	0.0191 (6)	0.0138 (5)	0.0005 (5)	0.0052 (4)	−0.0030 (5)
C11	0.0168 (5)	0.0153 (6)	0.0124 (5)	0.0025 (4)	0.0000 (4)	−0.0031 (5)
C12	0.0172 (5)	0.0127 (5)	0.0135 (5)	0.0011 (4)	−0.0010 (4)	−0.0019 (4)
C13	0.0238 (5)	0.0117 (5)	0.0177 (5)	0.0014 (5)	−0.0027 (4)	−0.0035 (5)
C14	0.0289 (6)	0.0115 (6)	0.0223 (6)	−0.0042 (5)	−0.0031 (5)	0.0000 (5)
C15	0.0233 (5)	0.0177 (6)	0.0181 (6)	−0.0070 (5)	0.0010 (5)	0.0008 (5)
C16	0.0183 (5)	0.0157 (6)	0.0119 (5)	−0.0016 (4)	0.0007 (4)	−0.0017 (5)
C17	0.0224 (6)	0.0340 (8)	0.0287 (7)	−0.0086 (6)	0.0114 (5)	−0.0055 (6)
C18	0.0153 (5)	0.0110 (5)	0.0118 (5)	−0.0013 (4)	−0.0014 (4)	−0.0006 (4)
C11A	0.0192 (5)	0.0145 (6)	0.0167 (5)	−0.0020 (5)	0.0010 (4)	0.0014 (5)
C12A	0.0183 (5)	0.0338 (8)	0.0211 (6)	0.0070 (5)	0.0044 (5)	0.0040 (6)
C1S	0.0294 (7)	0.0370 (9)	0.0260 (7)	0.0033 (6)	−0.0021 (6)	−0.0010 (7)
C2S	0.0403 (8)	0.0391 (9)	0.0275 (7)	0.0132 (7)	0.0039 (6)	0.0047 (7)

Co—O2	1.8839 (8)	C6—C7	1.4115 (18)
Co—N1	1.8870 (10)	C6—H6A	0.9500
Co—O1	1.8892 (8)	C7—C8	1.4342 (17)
Co—N2	1.8910 (10)	C8—H8A	0.9500
Co—O11	1.8995 (8)	C9—C10	1.5211 (18)
Co—O1W	1.9454 (8)	C9—H9A	0.9900
O1—C1	1.3113 (14)	C9—H9B	0.9900
O2—C18	1.3079 (14)	C10—H10A	0.9900
O3—C2	1.3696 (14)	C10—H10B	0.9900
O3—C3	1.4185 (15)	C11—C12	1.4419 (16)
O4—C16	1.3723 (15)	C11—H11A	0.9500
O4—C17	1.4279 (15)	C12—C18	1.4083 (16)
O11—C11A	1.2786 (14)	C12—C13	1.4162 (17)
O12—C11A	1.2505 (15)	C13—C14	1.3708 (18)
O1S—C1S	1.3956 (18)	C13—H13A	0.9500
O1S—H1S	0.8400	C14—C15	1.3970 (19)
O2S—C2S	1.4038 (18)	C14—H14A	0.9500
O2S—H2S	0.8400	C15—C16	1.3702 (18)
O1W—H1W1	0.803 (11)	C15—H15A	0.9500
O1W—H1W2	0.801 (11)	C16—C18	1.4281 (16)
N1—C8	1.2789 (17)	C17—H17A	0.9800
N1—C9	1.4625 (16)	C17—H17B	0.9800
N2—C11	1.2842 (16)	C17—H17C	0.9800
N2—C10	1.4672 (15)	C11A—C12A	1.5027 (17)
C1—C7	1.4164 (16)	C12A—H12A	0.9800
C1—C2	1.4168 (17)	C12A—H12B	0.9800
C2—C4	1.3790 (17)	C12A—H12C	0.9800
C3—H3A	0.9800	C1S—H1S3	0.9800
C3—H3B	0.9800	C1S—H1S1	0.9800
C3—H3C	0.9800	C1S—H1S2	0.9800
C4—C5	1.4058 (18)	C2S—H2S1	0.9800
C4—H4A	0.9500	C2S—H2S2	0.9800
C5—C6	1.3640 (19)	C2S—H2S3	0.9800
C5—H5A	0.9500
O2—Co—N1	177.81 (4)	N1—C9—H9A	110.5
O2—Co—O1	87.09 (3)	C10—C9—H9A	110.5
N1—Co—O1	92.96 (4)	N1—C9—H9B	110.5
O2—Co—N2	94.18 (4)	C10—C9—H9B	110.5
N1—Co—N2	85.73 (4)	H9A—C9—H9B	108.7
O1—Co—N2	178.40 (4)	N2—C10—C9	106.75 (9)
O2—Co—O11	95.47 (3)	N2—C10—H10A	110.4
N1—Co—O11	86.71 (4)	C9—C10—H10A	110.4
O1—Co—O11	93.85 (4)	N2—C10—H10B	110.4
N2—Co—O11	86.98 (4)	C9—C10—H10B	110.4
O2—Co—O1W	90.00 (3)	H10A—C10—H10B	108.6
N1—Co—O1W	87.81 (4)	N2—C11—C12	124.61 (11)
O1—Co—O1W	89.49 (4)	N2—C11—H11A	117.7
N2—Co—O1W	89.55 (4)	C12—C11—H11A	117.7
O11—Co—O1W	173.73 (3)	C18—C12—C13	120.53 (11)
C1—O1—Co	124.52 (7)	C18—C12—C11	121.78 (11)
C18—O2—Co	126.08 (7)	C13—C12—C11	117.68 (11)
C2—O3—C3	117.14 (10)	C14—C13—C12	120.30 (12)
C16—O4—C17	117.47 (10)	C14—C13—H13A	119.8
C11A—O11—Co	133.96 (8)	C12—C13—H13A	119.8
C1S—O1S—H1S	109.5	C13—C14—C15	120.16 (12)
C2S—O2S—H2S	109.5	C13—C14—H14A	119.9
Co—O1W—H1W1	110.4 (11)	C15—C14—H14A	119.9
Co—O1W—H1W2	104.6 (11)	C16—C15—C14	120.38 (12)
H1W1—O1W—H1W2	107.0 (14)	C16—C15—H15A	119.8
C8—N1—C9	121.69 (10)	C14—C15—H15A	119.8
C8—N1—Co	125.95 (8)	C15—C16—O4	125.54 (11)
C9—N1—Co	112.23 (8)	C15—C16—C18	121.52 (11)
C11—N2—C10	120.33 (10)	O4—C16—C18	112.94 (11)
C11—N2—Co	127.27 (8)	O4—C17—H17A	109.5
C10—N2—Co	112.27 (8)	O4—C17—H17B	109.5
O1—C1—C7	124.67 (11)	H17A—C17—H17B	109.5
O1—C1—C2	117.72 (10)	O4—C17—H17C	109.5
C7—C1—C2	117.59 (11)	H17A—C17—H17C	109.5
O3—C2—C4	125.31 (11)	H17B—C17—H17C	109.5
O3—C2—C1	113.22 (10)	O2—C18—C12	125.72 (10)
C4—C2—C1	121.46 (11)	O2—C18—C16	117.18 (10)
O3—C3—H3A	109.5	C12—C18—C16	117.10 (11)
O3—C3—H3B	109.5	O12—C11A—O11	118.92 (11)
H3A—C3—H3B	109.5	O12—C11A—C12A	119.12 (11)
O3—C3—H3C	109.5	O11—C11A—C12A	121.96 (11)
H3A—C3—H3C	109.5	C11A—C12A—H12A	109.5
H3B—C3—H3C	109.5	C11A—C12A—H12B	109.5
C2—C4—C5	120.17 (12)	H12A—C12A—H12B	109.5
C2—C4—H4A	119.9	C11A—C12A—H12C	109.5
C5—C4—H4A	119.9	H12A—C12A—H12C	109.5
C6—C5—C4	119.66 (12)	H12B—C12A—H12C	109.5
C6—C5—H5A	120.2	O1S—C1S—H1S3	109.5
C4—C5—H5A	120.2	O1S—C1S—H1S1	109.5
C5—C6—C7	121.33 (11)	H1S3—C1S—H1S1	109.5
C5—C6—H6A	119.3	O1S—C1S—H1S2	109.5
C7—C6—H6A	119.3	H1S3—C1S—H1S2	109.5
C6—C7—C1	119.78 (11)	H1S1—C1S—H1S2	109.5
C6—C7—C8	118.98 (11)	O2S—C2S—H2S1	109.5
C1—C7—C8	121.08 (11)	O2S—C2S—H2S2	109.5
N1—C8—C7	125.23 (11)	H2S1—C2S—H2S2	109.5
N1—C8—H8A	117.4	O2S—C2S—H2S3	109.5
C7—C8—H8A	117.4	H2S1—C2S—H2S3	109.5
N1—C9—C10	106.10 (9)	H2S2—C2S—H2S3	109.5
O2—Co—O1—C1	156.99 (9)	C5—C6—C7—C1	0.00 (18)
N1—Co—O1—C1	−25.20 (9)	C5—C6—C7—C8	175.51 (11)
O11—Co—O1—C1	61.70 (9)	O1—C1—C7—C6	178.37 (11)
O1W—Co—O1—C1	−112.98 (9)	C2—C1—C7—C6	0.33 (16)
O1—Co—O2—C18	172.53 (9)	O1—C1—C7—C8	2.96 (17)
N2—Co—O2—C18	−6.52 (9)	C2—C1—C7—C8	−175.08 (10)
O11—Co—O2—C18	−93.88 (9)	C9—N1—C8—C7	176.95 (11)
O1W—Co—O2—C18	83.04 (9)	Co—N1—C8—C7	−7.49 (17)
O2—Co—O11—C11A	−31.86 (12)	C6—C7—C8—N1	175.92 (11)
N1—Co—O11—C11A	148.33 (12)	C1—C7—C8—N1	−8.64 (18)
O1—Co—O11—C11A	55.58 (12)	C8—N1—C9—C10	139.65 (11)
N2—Co—O11—C11A	−125.78 (12)	Co—N1—C9—C10	−36.47 (11)
O1—Co—N1—C8	20.37 (10)	C11—N2—C10—C9	150.81 (11)
N2—Co—N1—C8	−160.54 (10)	Co—N2—C10—C9	−33.08 (11)
O11—Co—N1—C8	−73.33 (10)	N1—C9—C10—N2	43.52 (12)
O1W—Co—N1—C8	109.74 (10)	C10—N2—C11—C12	174.50 (10)
O1—Co—N1—C9	−163.71 (8)	Co—N2—C11—C12	−0.97 (17)
N2—Co—N1—C9	15.38 (8)	N2—C11—C12—C18	−2.50 (18)
O11—Co—N1—C9	102.60 (8)	N2—C11—C12—C13	177.98 (11)
O1W—Co—N1—C9	−74.34 (8)	C18—C12—C13—C14	0.19 (18)
O2—Co—N2—C11	4.50 (10)	C11—C12—C13—C14	179.72 (11)
N1—Co—N2—C11	−173.30 (10)	C12—C13—C14—C15	−0.64 (19)
O11—Co—N2—C11	99.77 (10)	C13—C14—C15—C16	0.24 (19)
O1W—Co—N2—C11	−85.47 (10)	C14—C15—C16—O4	−179.43 (11)
O2—Co—N2—C10	−171.28 (7)	C14—C15—C16—C18	0.62 (18)
N1—Co—N2—C10	10.92 (8)	C17—O4—C16—C15	9.33 (17)
O11—Co—N2—C10	−76.01 (8)	C17—O4—C16—C18	−170.72 (10)
O1W—Co—N2—C10	98.75 (8)	Co—O2—C18—C12	5.24 (16)
Co—O1—C1—C7	17.82 (15)	Co—O2—C18—C16	−175.66 (7)
Co—O1—C1—C2	−164.14 (8)	C13—C12—C18—O2	179.73 (11)
C3—O3—C2—C4	3.12 (16)	C11—C12—C18—O2	0.22 (18)
C3—O3—C2—C1	−176.12 (10)	C13—C12—C18—C16	0.62 (16)
O1—C1—C2—O3	1.04 (15)	C11—C12—C18—C16	−178.88 (10)
C7—C1—C2—O3	179.22 (10)	C15—C16—C18—O2	179.78 (11)
O1—C1—C2—C4	−178.23 (10)	O4—C16—C18—O2	−0.17 (14)
C7—C1—C2—C4	−0.05 (16)	C15—C16—C18—C12	−1.04 (17)
O3—C2—C4—C5	−179.75 (11)	O4—C16—C18—C12	179.01 (10)
C1—C2—C4—C5	−0.56 (18)	Co—O11—C11A—O12	172.02 (9)
C2—C4—C5—C6	0.90 (18)	Co—O11—C11A—C12A	−8.37 (19)
C4—C5—C6—C7	−0.62 (18)

D—H···A	D—H	H···A	D···A	D—H···A
O1S—H1S···O12	0.84	1.83	2.6671 (14)	174
O2S—H2S···O1S	0.84	1.95	2.7682 (17)	165
O1W—H1W1···O1i	0.80 (1)	1.99 (1)	2.7334 (11)	153 (1)
O1W—H1W1···O3i	0.80 (1)	2.32 (1)	2.9124 (13)	131 (1)
O1W—H1W2···O2i	0.80 (1)	2.18 (2)	2.8071 (11)	136 (1)
O1W—H1W2···O4i	0.80 (1)	2.17 (1)	2.8840 (12)	148 (2)
C9—H9A···O1Sii	0.99	2.52	3.2610 (16)	132
C13—H13A···O11iii	0.95	2.61	3.5380 (15)	165
C12A—H12B···O1	0.98	2.38	3.1807 (15)	139
C8—H8A···O2Siv	0.95	2.55	3.4335 (16)	155
C10—H10A···O2Sii	0.99	2.61	3.5119 (17)	151
C12A—H12C···O2Sv	0.98	2.62	3.5541 (19)	161

Table 1

Selected bond lengths (Å)

Co—O2	1.8839 (8)
Co—N1	1.8870 (10)
Co—O1	1.8892 (8)
Co—N2	1.8910 (10)
Co—O11	1.8995 (8)
Co—O1W	1.9454 (8)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1S—H1S⋯O12	0.84	1.83	2.6671 (14)	174
O2S—H2S⋯O1S	0.84	1.95	2.7682 (17)	165
O1W—H1W1⋯O1i	0.80 (1)	1.99 (1)	2.7334 (11)	153 (1)
O1W—H1W1⋯O3i	0.80 (1)	2.32 (1)	2.9124 (13)	131 (1)
O1W—H1W2⋯O2i	0.80 (1)	2.18 (2)	2.8071 (11)	136 (1)
O1W—H1W2⋯O4i	0.80 (1)	2.17 (1)	2.8840 (12)	148 (2)
C9—H9A⋯O1S ii	0.99	2.52	3.2610 (16)	132
C13—H13A⋯O11iii	0.95	2.61	3.5380 (15)	165
C12A—H12B⋯O1	0.98	2.38	3.1807 (15)	139
C8—H8A⋯O2S iv	0.95	2.55	3.4335 (16)	155
C10—H10A⋯O2S ii	0.99	2.61	3.5119 (17)	151
C12A—H12C⋯O2S v	0.98	2.62	3.5541 (19)	161

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .