A thermally stable three-dimensional cobalt(II) coordination polymer based on the V-shaped ligand 4-(4-carb­oxy­phen­oxy)isophthalate

A new cobalt(II) coordination polymer (CP), poly[[bis­[μ₆-4-(4-carboxyl­ato­phen­oxy)benzene-1,3-di­carboxyl­ato-κ⁶O¹:O¹:O³:O^3′:O⁴:O^4′]bis­(1,10-phenanthroline-κ²N,N′)tricobalt(II)] 0.72-hydrate], {[Co₃(C₁₅H₇O₇)₂(C₁₂H₈N₂)₂]·0.72H₂O}_n, (I), is constructed from Co^II ions and 4-(4-carb­oxy­phen­oxy)isophthalate (cpoia³⁻) and 1,10-phenanthroline (phen) ligands. Based on centrosymmetric trinuclear [Co₃(phen)₂(COO)₆] secondary building units (SBUs), the structure of (I) is a three-dimensional CP with a (3,6)-connected net and point symbol (4².6)₂(4⁴.6².8⁷.10²). The positions of four [Co₃(phen)₂(COO)₆] SBUs and four cpoia³⁻ ligands reproduce a Chinese-knot-shaped arrangement along the ab plane. (I) has been characterized by single-crystal X-ray diffraction, IR spectroscopy, powder X-ray diffraction (PXRD) and thermostability analysis. It shows a good thermal stability from room temperature to 673 K. In addition, the temperature dependence of the magnetic properties was measured.

Computing details

Data collection: APEX2 (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2016 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2015) and DIAMOND (Brandenburg, 2005); software used to prepare material for publication: pubCIF (Westrip, 2010).

Poly[[bis[µ₆-4-(4-carboxylatophenoxy)benzene-1,3-dicarboxylato-κ⁶O¹:O¹:O³:O^3':O⁴:O^4']bis(1,10-phenanthroline-κ²N,N')tricobalt(II)] 0.72-hydrate]

Crystal data

[Co3(C15H7O7)2(C12H8N2)2]·0.72H2O	F(000) = 2329
Mr = 1148.58	Dx = 1.582 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 18.889 (18) Å	Cell parameters from 5133 reflections
b = 20.431 (17) Å	θ = 3.1–27.1°
c = 13.360 (12) Å	µ = 1.10 mm^−1
β = 110.73 (3)°	T = 200 K
V = 4822 (8) Å^3	Block, purple
Z = 4	0.15 × 0.10 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer	3538 reflections with I > 2σ(I)
φ and ω scans	Rint = 0.031
Absorption correction: multi-scan (SADABS; Bruker, 2000)	θmax = 25.4°, θmin = 3.1°
Tmin = 0.669, Tmax = 0.748	h = −22→21
14111 measured reflections	k = −24→24
4406 independent reflections	l = −16→15

Refinement

Refinement on F^2	12 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.052	H-atom parameters constrained
wR(F^2) = 0.158	w = 1/[σ^2(Fo^2) + (0.0818P)^2 + 21.9044P] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.001
4406 reflections	Δρmax = 1.04 e Å^−3
360 parameters	Δρmin = −1.37 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.750000	0.250000	0.500000	0.0315 (2)
Co2	0.68755 (3)	0.36786 (3)	0.62912 (4)	0.02635 (19)
O1	0.72844 (18)	0.42334 (14)	0.5368 (3)	0.0359 (7)
O2	0.75943 (19)	0.34197 (14)	0.4480 (3)	0.0404 (8)
O3	0.91130 (17)	0.57273 (14)	0.2858 (2)	0.0343 (7)
O4	1.15201 (17)	0.78330 (14)	0.5419 (2)	0.0331 (7)
O5	1.0574 (2)	0.85180 (14)	0.4697 (3)	0.0471 (9)
O6	0.78989 (17)	0.65846 (17)	0.2312 (3)	0.0437 (8)
O7	0.83078 (19)	0.73765 (17)	0.1507 (3)	0.0452 (8)
N1	0.65296 (19)	0.45244 (18)	0.6908 (3)	0.0315 (8)
N2	0.6392 (2)	0.3280 (2)	0.7398 (3)	0.0453 (10)
C1	0.7585 (2)	0.40111 (19)	0.4729 (3)	0.0282 (9)
C2	0.7975 (2)	0.44832 (19)	0.4233 (3)	0.0260 (8)
C3	0.8202 (2)	0.4283 (2)	0.3399 (3)	0.0314 (9)
H3	0.809446	0.384949	0.312864	0.038*
C4	0.8582 (2)	0.4704 (2)	0.2960 (3)	0.0308 (9)
H4	0.873337	0.456284	0.238839	0.037*
C5	0.8742 (2)	0.5337 (2)	0.3358 (3)	0.0283 (9)
C6	0.8522 (3)	0.5546 (2)	0.4190 (4)	0.0378 (11)
H6	0.863614	0.597776	0.446459	0.045*
C7	0.8135 (3)	0.5119 (2)	0.4620 (4)	0.0350 (10)
H7	0.797697	0.526242	0.518463	0.042*
C8	0.8398 (3)	0.6956 (2)	0.2228 (4)	0.0370 (10)
C9	0.9482 (2)	0.62837 (19)	0.3392 (3)	0.0278 (9)
C10	0.9181 (2)	0.6900 (2)	0.3064 (3)	0.0310 (9)
C11	0.9630 (2)	0.74495 (19)	0.3514 (4)	0.0298 (9)
H11	0.944407	0.787523	0.327523	0.036*
C12	1.0342 (2)	0.73805 (18)	0.4301 (3)	0.0239 (8)
C13	1.0608 (2)	0.6749 (2)	0.4632 (4)	0.0320 (9)
H13	1.108808	0.669294	0.518018	0.038*
C14	1.0181 (2)	0.6203 (2)	0.4172 (4)	0.0357 (10)
H14	1.037049	0.577586	0.439587	0.043*
C15	1.0836 (3)	0.7954 (2)	0.4813 (4)	0.0314 (10)
C16	0.6329 (4)	0.2654 (3)	0.7639 (6)	0.0711 (19)
H16	0.650415	0.232367	0.728266	0.085*
C17	0.6013 (5)	0.2469 (4)	0.8403 (7)	0.096 (3)
H17	0.597290	0.202045	0.856201	0.115*
C18	0.5761 (5)	0.2953 (4)	0.8920 (6)	0.091 (3)
H18	0.554217	0.283242	0.943393	0.110*
C19	0.5819 (3)	0.3608 (4)	0.8707 (5)	0.0641 (18)
C20	0.6148 (3)	0.3744 (3)	0.7927 (4)	0.0459 (13)
C21	0.5576 (3)	0.4159 (4)	0.9200 (5)	0.073 (2)
H21	0.535233	0.407185	0.972101	0.087*
C22	0.5655 (3)	0.4776 (4)	0.8952 (5)	0.0656 (18)
H22	0.549922	0.511674	0.931117	0.079*
C23	0.5966 (3)	0.4937 (3)	0.8161 (4)	0.0511 (15)
C24	0.6220 (2)	0.4415 (2)	0.7665 (4)	0.0372 (11)
C25	0.6040 (3)	0.5585 (3)	0.7825 (5)	0.0583 (17)
H25	0.587257	0.594512	0.813244	0.070*
C26	0.6349 (3)	0.5688 (3)	0.7070 (5)	0.0530 (14)
H26	0.640059	0.611960	0.684006	0.064*
C27	0.6595 (3)	0.5147 (2)	0.6629 (4)	0.0399 (11)
H27	0.681802	0.522545	0.610491	0.048*
O8	0.7408 (14)	0.6547 (12)	0.5829 (19)	0.078 (10)	0.194 (13)
H8A	0.757868	0.651955	0.530904	0.118*	0.194 (13)
H8B	0.735999	0.691929	0.605974	0.118*	0.194 (13)
O9	0.7889 (18)	0.7014 (16)	0.440 (2)	0.090 (13)	0.167 (14)
H9A	0.780653	0.703916	0.375778	0.135*	0.167 (14)
H9B	0.830268	0.718036	0.471219	0.135*	0.167 (14)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0329 (5)	0.0274 (4)	0.0368 (5)	−0.0070 (3)	0.0157 (4)	−0.0029 (3)
Co2	0.0245 (3)	0.0250 (3)	0.0321 (3)	−0.0029 (2)	0.0132 (2)	−0.0035 (2)
O1	0.0418 (18)	0.0296 (15)	0.0444 (19)	−0.0078 (13)	0.0253 (15)	−0.0011 (13)
O2	0.050 (2)	0.0265 (16)	0.054 (2)	0.0011 (13)	0.0295 (17)	0.0046 (14)
O3	0.0345 (16)	0.0332 (16)	0.0384 (18)	−0.0144 (12)	0.0170 (14)	−0.0042 (13)
O4	0.0317 (17)	0.0346 (16)	0.0351 (17)	−0.0117 (12)	0.0145 (14)	−0.0062 (13)
O5	0.053 (2)	0.0226 (15)	0.078 (3)	−0.0060 (14)	0.039 (2)	−0.0075 (15)
O6	0.0268 (16)	0.051 (2)	0.047 (2)	−0.0064 (14)	0.0054 (14)	0.0055 (16)
O7	0.0402 (19)	0.050 (2)	0.041 (2)	0.0018 (15)	0.0101 (16)	0.0122 (16)
N1	0.0227 (18)	0.039 (2)	0.0292 (19)	0.0022 (14)	0.0051 (15)	−0.0087 (16)
N2	0.051 (3)	0.049 (2)	0.044 (2)	−0.0121 (19)	0.026 (2)	−0.0014 (19)
C1	0.023 (2)	0.025 (2)	0.035 (2)	−0.0008 (15)	0.0087 (17)	0.0028 (17)
C2	0.022 (2)	0.027 (2)	0.028 (2)	−0.0019 (15)	0.0075 (16)	0.0037 (16)
C3	0.034 (2)	0.025 (2)	0.036 (2)	−0.0037 (16)	0.0125 (19)	0.0002 (17)
C4	0.031 (2)	0.031 (2)	0.032 (2)	−0.0030 (17)	0.0145 (18)	0.0002 (18)
C5	0.022 (2)	0.033 (2)	0.029 (2)	−0.0083 (16)	0.0068 (17)	0.0048 (17)
C6	0.044 (3)	0.029 (2)	0.044 (3)	−0.0116 (19)	0.021 (2)	−0.0057 (19)
C7	0.039 (3)	0.034 (2)	0.039 (3)	−0.0085 (18)	0.023 (2)	−0.0059 (19)
C8	0.033 (2)	0.039 (2)	0.040 (3)	0.0047 (19)	0.014 (2)	0.009 (2)
C9	0.024 (2)	0.030 (2)	0.031 (2)	−0.0096 (16)	0.0117 (17)	−0.0021 (17)
C10	0.025 (2)	0.036 (2)	0.031 (2)	−0.0029 (17)	0.0099 (18)	0.0069 (18)
C11	0.031 (2)	0.025 (2)	0.039 (2)	0.0045 (16)	0.0181 (19)	0.0078 (17)
C12	0.025 (2)	0.0241 (19)	0.028 (2)	−0.0036 (15)	0.0155 (17)	0.0005 (16)
C13	0.017 (2)	0.031 (2)	0.044 (3)	−0.0048 (16)	0.0058 (18)	0.0053 (19)
C14	0.031 (2)	0.024 (2)	0.050 (3)	−0.0011 (17)	0.011 (2)	0.0078 (19)
C15	0.040 (3)	0.028 (2)	0.037 (2)	−0.0108 (18)	0.028 (2)	−0.0073 (18)
C16	0.100 (5)	0.060 (4)	0.070 (4)	−0.023 (4)	0.050 (4)	0.001 (3)
C17	0.133 (8)	0.082 (5)	0.090 (6)	−0.044 (5)	0.062 (6)	0.008 (4)
C18	0.097 (6)	0.133 (7)	0.066 (5)	−0.048 (5)	0.056 (4)	−0.008 (5)
C19	0.048 (3)	0.107 (5)	0.047 (3)	−0.031 (3)	0.028 (3)	−0.014 (3)
C20	0.031 (3)	0.076 (4)	0.034 (3)	−0.013 (2)	0.016 (2)	−0.013 (2)
C21	0.031 (3)	0.157 (7)	0.037 (3)	−0.014 (4)	0.020 (2)	−0.031 (4)
C22	0.033 (3)	0.114 (6)	0.050 (4)	0.001 (3)	0.015 (3)	−0.031 (4)
C23	0.017 (2)	0.096 (4)	0.034 (3)	0.009 (2)	0.0011 (19)	−0.027 (3)
C24	0.019 (2)	0.059 (3)	0.030 (2)	0.0006 (19)	0.0042 (17)	−0.013 (2)
C25	0.036 (3)	0.063 (4)	0.057 (4)	0.022 (2)	−0.007 (3)	−0.029 (3)
C26	0.049 (3)	0.045 (3)	0.053 (3)	0.015 (2)	0.002 (3)	−0.013 (2)
C27	0.035 (2)	0.038 (3)	0.037 (3)	0.0053 (19)	0.002 (2)	−0.010 (2)
O8	0.088 (16)	0.075 (14)	0.065 (14)	−0.001 (11)	0.018 (11)	0.005 (10)
O9	0.085 (18)	0.12 (2)	0.070 (17)	−0.013 (14)	0.029 (13)	−0.009 (13)

Geometric parameters (Å, º)

Co1—O2	2.033 (3)	C9—C14	1.372 (6)
Co1—O2^i	2.033 (3)	C9—C10	1.388 (6)
Co1—O7^ii	2.067 (4)	C10—C11	1.408 (6)
Co1—O7^iii	2.067 (4)	C11—C12	1.391 (6)
Co1—O4^iv	2.222 (3)	C11—H11	0.9500
Co1—O4^v	2.222 (3)	C12—C13	1.398 (6)
Co2—O6^ii	2.005 (3)	C12—C15	1.502 (6)
Co2—O1	2.019 (3)	C13—C14	1.386 (6)
Co2—O4^iv	2.059 (3)	C13—H13	0.9500
Co2—N1	2.115 (4)	C14—H14	0.9500
Co2—N2	2.154 (4)	C16—C17	1.406 (9)
O1—C1	1.264 (5)	C16—H16	0.9500
O2—C1	1.255 (5)	C17—C18	1.384 (12)
O3—C5	1.379 (5)	C17—H17	0.9500
O3—C9	1.391 (5)	C18—C19	1.381 (11)
O4—C15	1.283 (6)	C18—H18	0.9500
O5—C15	1.242 (5)	C19—C20	1.416 (7)
O6—C8	1.246 (6)	C19—C21	1.458 (10)
O7—C8	1.256 (5)	C20—C24	1.434 (7)
N1—C27	1.343 (6)	C21—C22	1.325 (10)
N1—C24	1.354 (6)	C21—H21	0.9500
N2—C16	1.335 (7)	C22—C23	1.418 (9)
N2—C20	1.356 (7)	C22—H22	0.9500
C1—C2	1.503 (5)	C23—C25	1.420 (9)
C2—C3	1.390 (6)	C23—C24	1.426 (7)
C2—C7	1.392 (6)	C25—C26	1.349 (9)
C3—C4	1.377 (6)	C25—H25	0.9500
C3—H3	0.9500	C26—C27	1.407 (7)
C4—C5	1.391 (6)	C26—H26	0.9500
C4—H4	0.9500	C27—H27	0.9500
C5—C6	1.385 (6)	O8—H8A	0.8655
C6—C7	1.387 (6)	O8—H8B	0.8370
C6—H6	0.9500	O9—H9A	0.8177
C7—H7	0.9500	O9—H9B	0.8185
C8—C10	1.510 (6)
O2—Co1—O2^i	180.00 (6)	O6—C8—C10	117.5 (4)
O2—Co1—O7^ii	95.53 (14)	O7—C8—C10	116.8 (4)
O2^i—Co1—O7^ii	84.47 (14)	C14—C9—C10	121.7 (4)
O2—Co1—O7^iii	84.47 (14)	C14—C9—O3	117.6 (4)
O2^i—Co1—O7^iii	95.53 (14)	C10—C9—O3	120.3 (4)
O7^ii—Co1—O7^iii	180.0	C9—C10—C11	118.1 (4)
O2—Co1—O4^iv	89.12 (12)	C9—C10—C8	119.2 (4)
O2^i—Co1—O4^iv	90.87 (12)	C11—C10—C8	122.7 (4)
O7^ii—Co1—O4^iv	96.36 (14)	C12—C11—C10	121.2 (4)
O7^iii—Co1—O4^iv	83.64 (14)	C12—C11—H11	119.4
O2—Co1—O4^v	90.88 (12)	C10—C11—H11	119.4
O2^i—Co1—O4^v	89.13 (12)	C11—C12—C13	118.4 (4)
O7^ii—Co1—O4^v	83.64 (14)	C11—C12—C15	122.9 (4)
O7^iii—Co1—O4^v	96.36 (14)	C13—C12—C15	118.7 (4)
O4^iv—Co1—O4^v	180.0	C14—C13—C12	121.0 (4)
O6^ii—Co2—O1	94.65 (15)	C14—C13—H13	119.5
O6^ii—Co2—O4^iv	101.70 (14)	C12—C13—H13	119.5
O1—Co2—O4^iv	104.11 (13)	C9—C14—C13	119.5 (4)
O6^ii—Co2—N1	108.09 (14)	C9—C14—H14	120.3
O1—Co2—N1	90.99 (15)	C13—C14—H14	120.3
O4^iv—Co2—N1	145.31 (13)	O5—C15—O4	121.6 (4)
O6^ii—Co2—N2	88.45 (17)	O5—C15—C12	120.8 (4)
O1—Co2—N2	168.05 (15)	O4—C15—C12	117.5 (4)
O4^iv—Co2—N2	86.50 (15)	N2—C16—C17	122.0 (7)
N1—Co2—N2	77.08 (16)	N2—C16—H16	119.0
C1—O1—Co2	124.8 (3)	C17—C16—H16	119.0
C1—O2—Co1	142.0 (3)	C18—C17—C16	118.7 (7)
C5—O3—C9	118.2 (3)	C18—C17—H17	120.6
C15—O4—Co2^vi	104.5 (3)	C16—C17—H17	120.6
C15—O4—Co1^vi	130.0 (3)	C19—C18—C17	121.5 (6)
Co2^vi—O4—Co1^vi	105.41 (13)	C19—C18—H18	119.2
C8—O6—Co2^vii	132.9 (3)	C17—C18—H18	119.2
C8—O7—Co1^viii	133.1 (3)	C18—C19—C20	115.4 (6)
C27—N1—C24	118.0 (4)	C18—C19—C21	126.4 (6)
C27—N1—Co2	126.4 (3)	C20—C19—C21	118.2 (6)
C24—N1—Co2	115.5 (3)	N2—C20—C19	124.5 (5)
C16—N2—C20	117.9 (5)	N2—C20—C24	117.5 (4)
C16—N2—Co2	128.5 (4)	C19—C20—C24	118.1 (5)
C20—N2—Co2	113.5 (3)	C22—C21—C19	122.7 (6)
O2—C1—O1	125.2 (4)	C22—C21—H21	118.7
O2—C1—C2	116.4 (4)	C19—C21—H21	118.7
O1—C1—C2	118.3 (4)	C21—C22—C23	121.4 (6)
C3—C2—C7	119.0 (4)	C21—C22—H22	119.3
C3—C2—C1	120.2 (4)	C23—C22—H22	119.3
C7—C2—C1	120.7 (4)	C22—C23—C25	124.5 (5)
C4—C3—C2	120.8 (4)	C22—C23—C24	117.9 (6)
C4—C3—H3	119.6	C25—C23—C24	117.6 (5)
C2—C3—H3	119.6	N1—C24—C23	122.0 (5)
C3—C4—C5	119.6 (4)	N1—C24—C20	116.3 (4)
C3—C4—H4	120.2	C23—C24—C20	121.7 (5)
C5—C4—H4	120.2	C26—C25—C23	119.9 (5)
O3—C5—C6	123.9 (4)	C26—C25—H25	120.0
O3—C5—C4	115.6 (4)	C23—C25—H25	120.0
C6—C5—C4	120.5 (4)	C25—C26—C27	119.0 (5)
C5—C6—C7	119.4 (4)	C25—C26—H26	120.5
C5—C6—H6	120.3	C27—C26—H26	120.5
C7—C6—H6	120.3	N1—C27—C26	123.5 (5)
C6—C7—C2	120.7 (4)	N1—C27—H27	118.3
C6—C7—H7	119.7	C26—C27—H27	118.3
C2—C7—H7	119.7	H8A—O8—H8B	118.3
O6—C8—O7	125.7 (4)	H9A—O9—H9B	107.5
Co1—O2—C1—O1	−21.6 (8)	Co1^vi—O4—C15—O5	−112.1 (4)
Co1—O2—C1—C2	157.4 (3)	Co2^vi—O4—C15—C12	−163.1 (3)
Co2—O1—C1—O2	8.8 (6)	Co1^vi—O4—C15—C12	71.8 (4)
Co2—O1—C1—C2	−170.2 (3)	C11—C12—C15—O5	13.3 (6)
O2—C1—C2—C3	11.5 (6)	C13—C12—C15—O5	−166.4 (4)
O1—C1—C2—C3	−169.4 (4)	C11—C12—C15—O4	−170.5 (4)
O2—C1—C2—C7	−166.4 (4)	C13—C12—C15—O4	9.7 (5)
O1—C1—C2—C7	12.6 (6)	C20—N2—C16—C17	0.9 (10)
C7—C2—C3—C4	0.1 (6)	Co2—N2—C16—C17	178.5 (6)
C1—C2—C3—C4	−177.9 (4)	N2—C16—C17—C18	−0.1 (13)
C2—C3—C4—C5	0.2 (6)	C16—C17—C18—C19	−0.5 (13)
C9—O3—C5—C6	19.5 (6)	C17—C18—C19—C20	0.3 (11)
C9—O3—C5—C4	−161.5 (4)	C17—C18—C19—C21	−179.8 (7)
C3—C4—C5—O3	−179.0 (4)	C16—N2—C20—C19	−1.1 (8)
C3—C4—C5—C6	0.0 (6)	Co2—N2—C20—C19	−179.0 (4)
O3—C5—C6—C7	178.4 (4)	C16—N2—C20—C24	179.7 (5)
C4—C5—C6—C7	−0.5 (7)	Co2—N2—C20—C24	1.8 (6)
C5—C6—C7—C2	0.9 (7)	C18—C19—C20—N2	0.5 (9)
C3—C2—C7—C6	−0.7 (7)	C21—C19—C20—N2	−179.4 (5)
C1—C2—C7—C6	177.3 (4)	C18—C19—C20—C24	179.7 (6)
Co2^vii—O6—C8—O7	16.0 (8)	C21—C19—C20—C24	−0.2 (8)
Co2^vii—O6—C8—C10	−164.0 (3)	C18—C19—C21—C22	179.8 (7)
Co1^viii—O7—C8—O6	−19.6 (8)	C20—C19—C21—C22	−0.4 (9)
Co1^viii—O7—C8—C10	160.5 (3)	C19—C21—C22—C23	1.7 (9)
C5—O3—C9—C14	79.7 (5)	C21—C22—C23—C25	177.5 (5)
C5—O3—C9—C10	−106.6 (5)	C21—C22—C23—C24	−2.3 (8)
C14—C9—C10—C11	3.3 (6)	C27—N1—C24—C23	0.1 (6)
O3—C9—C10—C11	−170.1 (4)	Co2—N1—C24—C23	179.5 (3)
C14—C9—C10—C8	−177.9 (4)	C27—N1—C24—C20	178.9 (4)
O3—C9—C10—C8	8.7 (6)	Co2—N1—C24—C20	−1.7 (5)
O6—C8—C10—C9	42.8 (6)	C22—C23—C24—N1	−179.5 (4)
O7—C8—C10—C9	−137.3 (4)	C25—C23—C24—N1	0.7 (6)
O6—C8—C10—C11	−138.5 (5)	C22—C23—C24—C20	1.8 (7)
O7—C8—C10—C11	41.4 (6)	C25—C23—C24—C20	−178.1 (4)
C9—C10—C11—C12	−2.9 (6)	N2—C20—C24—N1	−0.1 (6)
C8—C10—C11—C12	178.4 (4)	C19—C20—C24—N1	−179.3 (4)
C10—C11—C12—C13	0.6 (6)	N2—C20—C24—C23	178.7 (4)
C10—C11—C12—C15	−179.1 (4)	C19—C20—C24—C23	−0.5 (7)
C11—C12—C13—C14	1.4 (6)	C22—C23—C25—C26	179.6 (5)
C15—C12—C13—C14	−178.9 (4)	C24—C23—C25—C26	−0.6 (7)
C10—C9—C14—C13	−1.4 (7)	C23—C25—C26—C27	−0.1 (7)
O3—C9—C14—C13	172.1 (4)	C24—N1—C27—C26	−0.9 (6)
C12—C13—C14—C9	−1.0 (7)	Co2—N1—C27—C26	179.8 (3)
Co2^vi—O4—C15—O5	13.0 (5)	C25—C26—C27—N1	0.9 (7)

Symmetry codes: (i) −x+3/2, −y+1/2, −z+1; (ii) x, −y+1, z+1/2; (iii) −x+3/2, y−1/2, −z+1/2; (iv) x−1/2, y−1/2, z; (v) −x+2, −y+1, −z+1; (vi) x+1/2, y+1/2, z; (vii) x, −y+1, z−1/2; (viii) −x+3/2, y+1/2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···O9	0.95	2.53	3.28 (3)	136
C27—H27···O1	0.95	2.54	3.094 (6)	117
O8—H8A···O9	0.87	1.83	2.57 (4)	143
O8—H8B···O9^ix	0.84	2.27	2.99 (4)	144
O9—H9A···O6	0.82	2.20	2.93 (3)	148

Symmetry code: (ix) −x+3/2, −y+3/2, −z+1.