Poly[(μ3-5-tert-butyl-benzene-1,3-di-carboxyl-ato)di-pyridine-cobalt(II)].

In the title compound, [Co(C12H12O4)(C5H5N)2] n , the Co(II) cation is coordinated by four O atoms from three 5-tert-butyl-benzene-1,3-di-carboxyl-ate anions and two N atoms from pyridine mol-ecules in a distorted octa-hedral geometry. One carboxyl-ate group of the anionic ligand chelates a Co(II) cation while another carboxyl-ate group bridges two Co(II) cations, resulting in a polymeric layer parallel to (101). Weak C-H⋯O hydrogen bonds occur between adjacent polymeric layers. In the crystal, one of pyridine mol-ecules is equally disordered over two positions.

Related literature

For metal-organic frameworks composed of cobalt cations and 5-tert-butyl­benzene-1,3-di­carboxyl­ate ligands without additional bridging ligands, see: Chen et al. (2011 ▶); Du et al. (2009 ▶); Ma et al. (2009 ▶); Qin & Ju (2010 ▶). For a copper(II) complex with 5-tert-butylbenzene-1,3-­dicarboxyl­ate ligand, see: Li & Zhou (2010 ▶).

Experimental

Crystal data

[Co(C12H12O4)(C5H5N)2]

M = 437.34

Monoclinic,

a = 9.7357 (3) Å

b = 15.6699 (6) Å

c = 13.0764 (5) Å

β = 94.791 (1)°

V = 1987.93 (12) Å3

Z = 4

Mo Kα radiation

μ = 0.90 mm−1

T = 173 K

0.50 × 0.40 × 0.30 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.663, T max = 0.775

12370 measured reflections

4580 independent reflections

3843 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.135

S = 1.11

4580 reflections

314 parameters

66 restraints

H-atom parameters constrained

Δρmax = 1.25 e Å−3

Δρmin = −0.64 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: CrystalMaker (CrystalMaker Software, 2013 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813026640/xu5741sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813026640/xu5741Isup2.hkl

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

[Co(C12H12O4)(C5H5N)2]	F(000) = 908
Mr = 437.34	Dx = 1.461 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6406 reflections
a = 9.7357 (3) Å	θ = 2.5–28.2°
b = 15.6699 (6) Å	µ = 0.90 mm−1
c = 13.0764 (5) Å	T = 173 K
β = 94.791 (1)°	Block, violet
V = 1987.93 (12) Å3	0.50 × 0.40 × 0.30 mm
Z = 4

Bruker SMART APEX CCD diffractometer	4580 independent reflections
Radiation source: fine-focus sealed tube	3843 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
phi and ω scans	θmax = 27.9°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −12→12
Tmin = 0.663, Tmax = 0.775	k = −17→20
12370 measured reflections	l = −17→13

Refinement on F2	66 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.049	w = 1/[σ2(Fo2) + (0.059P)2 + 3.5707P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.135	(Δ/σ)max = 0.001
S = 1.11	Δρmax = 1.25 e Å−3
4580 reflections	Δρmin = −0.64 e Å−3
314 parameters

Geometry. 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 > 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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.44382 (4)	0.12814 (2)	0.54417 (3)	0.02396 (13)
O1	0.4499 (3)	0.01260 (13)	0.61177 (17)	0.0394 (5)
O2	0.4464 (2)	−0.12667 (11)	0.58392 (15)	0.0263 (4)
O3	0.1852 (2)	−0.30891 (12)	0.83448 (16)	0.0342 (5)
O4	0.1101 (2)	−0.24206 (13)	0.96689 (15)	0.0305 (4)
C1	0.3528 (3)	−0.07399 (16)	0.73420 (19)	0.0207 (5)
C2	0.3038 (3)	−0.15329 (16)	0.76379 (19)	0.0210 (5)
H2	0.3153	−0.2024	0.7228	0.025*
C3	0.2379 (3)	−0.15960 (17)	0.8543 (2)	0.0234 (5)
C4	0.2262 (3)	−0.08775 (18)	0.9164 (2)	0.0261 (5)
H4	0.1828	−0.0932	0.9785	0.031*
C5	0.2770 (3)	−0.00814 (17)	0.8893 (2)	0.0244 (5)
C6	0.3373 (3)	−0.00254 (16)	0.7962 (2)	0.0236 (5)
H6	0.3687	0.0514	0.7744	0.028*
C7	0.4206 (3)	−0.06185 (16)	0.63520 (19)	0.0203 (5)
C8	0.1748 (3)	−0.24228 (17)	0.8864 (2)	0.0257 (5)
C9	0.2610 (3)	0.07170 (19)	0.9557 (2)	0.0326 (6)
C10	0.3841 (5)	0.1310 (3)	0.9510 (4)	0.0771 (17)
H10A	0.3773	0.1777	1.0001	0.116*
H10B	0.3850	0.1544	0.8816	0.116*
H10C	0.4694	0.0990	0.9683	0.116*
C11	0.1368 (5)	0.1215 (3)	0.9076 (5)	0.0868 (19)
H11A	0.0537	0.0863	0.9085	0.130*
H11B	0.1520	0.1362	0.8365	0.130*
H11C	0.1252	0.1739	0.9469	0.130*
C12	0.2442 (10)	0.0500 (3)	1.0652 (3)	0.127 (3)
H12A	0.3234	0.0162	1.0930	0.190*
H12B	0.1595	0.0168	1.0693	0.190*
H12C	0.2386	0.1026	1.1051	0.190*
N1	0.6310 (3)	0.16214 (15)	0.63878 (19)	0.0302 (5)
C13	0.6260 (4)	0.1716 (3)	0.7395 (3)	0.0621 (12)
H13	0.5418	0.1585	0.7678	0.074*
C14	0.7352 (5)	0.1993 (4)	0.8058 (3)	0.0688 (13)
H14	0.7255	0.2045	0.8772	0.083*
C15	0.8549 (4)	0.2186 (3)	0.7673 (3)	0.0533 (10)
H15	0.9311	0.2387	0.8108	0.064*
C16	0.8649 (5)	0.2088 (4)	0.6645 (4)	0.0734 (15)
H16	0.9488	0.2211	0.6353	0.088*
C17	0.7502 (4)	0.1806 (3)	0.6033 (3)	0.0550 (10)
H17	0.7583	0.1743	0.5318	0.066*
N2	0.2472 (9)	0.1037 (5)	0.4542 (7)	0.0300 (18)	0.5
C18	0.2420 (11)	0.0415 (5)	0.3860 (6)	0.055 (3)	0.5
H18	0.3222	0.0071	0.3851	0.066*	0.5
C19	0.1310 (12)	0.0203 (7)	0.3143 (8)	0.091 (3)	0.5
H19	0.1370	−0.0260	0.2679	0.109*	0.5
C20	0.0168 (10)	0.0680 (5)	0.3141 (7)	0.067 (2)	0.5
H20	−0.0607	0.0562	0.2671	0.080*	0.5
C21	0.0130 (8)	0.1349 (5)	0.3834 (7)	0.082 (4)	0.5
H21	−0.0664	0.1699	0.3855	0.098*	0.5
C22	0.1299 (8)	0.1485 (5)	0.4496 (7)	0.068 (3)	0.5
H22	0.1262	0.1945	0.4967	0.082*	0.5
N2A	0.2579 (10)	0.0868 (5)	0.4638 (8)	0.038 (2)	0.5
C18A	0.2377 (10)	0.0736 (5)	0.3620 (8)	0.074 (4)	0.5
H18A	0.3156	0.0820	0.3239	0.089*	0.5
C19A	0.1159 (12)	0.0489 (5)	0.3055 (10)	0.091 (3)	0.5
H19A	0.1105	0.0410	0.2332	0.109*	0.5
C20A	0.0078 (12)	0.0374 (6)	0.3605 (8)	0.079 (3)	0.5
H20A	−0.0778	0.0206	0.3263	0.094*	0.5
C21A	0.0159 (9)	0.0488 (6)	0.4613 (7)	0.109 (6)	0.5
H21A	−0.0621	0.0404	0.4991	0.131*	0.5
C22A	0.1429 (8)	0.0734 (5)	0.5102 (7)	0.072 (3)	0.5
H22A	0.1477	0.0811	0.5824	0.086*	0.5

	U11	U22	U33	U12	U13	U23
Co1	0.0331 (2)	0.01763 (19)	0.0226 (2)	−0.00231 (14)	0.01078 (14)	−0.00066 (13)
O1	0.0653 (16)	0.0189 (10)	0.0373 (12)	−0.0033 (10)	0.0248 (11)	0.0037 (8)
O2	0.0347 (10)	0.0209 (9)	0.0248 (9)	−0.0011 (8)	0.0112 (8)	−0.0027 (7)
O3	0.0502 (13)	0.0207 (10)	0.0335 (11)	−0.0038 (9)	0.0152 (9)	0.0009 (8)
O4	0.0393 (11)	0.0279 (10)	0.0258 (10)	−0.0057 (8)	0.0123 (8)	0.0022 (8)
C1	0.0210 (11)	0.0217 (12)	0.0195 (11)	0.0009 (9)	0.0027 (9)	0.0011 (9)
C2	0.0230 (12)	0.0188 (11)	0.0213 (12)	0.0006 (9)	0.0034 (10)	−0.0010 (9)
C3	0.0245 (12)	0.0228 (12)	0.0234 (13)	−0.0011 (10)	0.0039 (10)	0.0021 (10)
C4	0.0285 (13)	0.0279 (14)	0.0226 (13)	0.0004 (11)	0.0070 (10)	0.0005 (10)
C5	0.0267 (13)	0.0238 (13)	0.0229 (12)	0.0016 (10)	0.0031 (10)	−0.0027 (10)
C6	0.0271 (13)	0.0197 (12)	0.0242 (13)	−0.0006 (10)	0.0035 (10)	0.0008 (10)
C7	0.0199 (11)	0.0198 (12)	0.0213 (12)	0.0009 (9)	0.0035 (9)	0.0011 (9)
C8	0.0302 (14)	0.0231 (13)	0.0243 (13)	−0.0022 (10)	0.0046 (11)	0.0044 (10)
C9	0.0412 (17)	0.0268 (14)	0.0315 (15)	−0.0020 (12)	0.0128 (12)	−0.0084 (11)
C10	0.079 (3)	0.058 (3)	0.100 (4)	−0.031 (2)	0.045 (3)	−0.053 (3)
C11	0.067 (3)	0.070 (3)	0.121 (5)	0.031 (2)	−0.005 (3)	−0.051 (3)
C12	0.307 (11)	0.044 (3)	0.036 (2)	−0.032 (4)	0.056 (4)	−0.018 (2)
N1	0.0379 (13)	0.0244 (11)	0.0284 (12)	−0.0031 (10)	0.0042 (10)	0.0017 (9)
C13	0.052 (2)	0.102 (4)	0.0326 (19)	−0.022 (2)	0.0082 (16)	−0.013 (2)
C14	0.069 (3)	0.100 (4)	0.036 (2)	−0.016 (3)	−0.0039 (19)	−0.017 (2)
C15	0.056 (2)	0.048 (2)	0.052 (2)	−0.0120 (17)	−0.0178 (18)	0.0064 (17)
C16	0.048 (2)	0.112 (4)	0.059 (3)	−0.029 (3)	−0.005 (2)	0.024 (3)
C17	0.043 (2)	0.086 (3)	0.0362 (19)	−0.014 (2)	0.0033 (15)	0.0108 (19)
N2	0.023 (3)	0.025 (3)	0.042 (3)	0.007 (2)	0.006 (2)	0.002 (3)
C18	0.052 (5)	0.043 (4)	0.066 (7)	−0.020 (4)	−0.020 (5)	0.018 (4)
C19	0.054 (4)	0.151 (10)	0.065 (4)	−0.018 (5)	−0.006 (3)	0.000 (5)
C20	0.056 (4)	0.067 (4)	0.075 (4)	0.009 (3)	−0.015 (4)	−0.004 (4)
C21	0.040 (4)	0.076 (6)	0.123 (9)	0.027 (4)	−0.037 (5)	−0.056 (6)
C22	0.057 (5)	0.061 (5)	0.084 (7)	0.016 (4)	−0.008 (5)	−0.033 (5)
N2A	0.032 (4)	0.030 (4)	0.054 (4)	0.009 (3)	0.011 (3)	0.005 (3)
C18A	0.032 (4)	0.144 (13)	0.046 (5)	−0.005 (7)	0.003 (4)	−0.023 (8)
C19A	0.054 (4)	0.151 (10)	0.065 (4)	−0.018 (5)	−0.006 (3)	0.000 (5)
C20A	0.083 (5)	0.081 (5)	0.073 (5)	0.009 (4)	0.015 (4)	0.013 (4)
C21A	0.051 (5)	0.203 (16)	0.078 (7)	−0.065 (8)	0.030 (5)	−0.050 (9)
C22A	0.053 (5)	0.103 (8)	0.061 (5)	−0.022 (5)	0.016 (4)	−0.012 (5)

Co1—O1	2.014 (2)	C12—H12B	0.9800
Co1—O2i	2.0608 (19)	C12—H12C	0.9800
Co1—O3ii	2.324 (2)	N1—C17	1.317 (4)
Co1—O4ii	2.103 (2)	N1—C13	1.330 (4)
Co1—N1	2.182 (3)	C13—C14	1.384 (5)
Co1—N2	2.195 (9)	C13—H13	0.9500
Co1—N2A	2.117 (11)	C14—C15	1.342 (6)
O1—C7	1.245 (3)	C14—H14	0.9500
O2—C7	1.254 (3)	C15—C16	1.365 (6)
O2—Co1i	2.0608 (19)	C15—H15	0.9500
O3—C8	1.254 (3)	C16—C17	1.391 (5)
O3—Co1iii	2.324 (2)	C16—H16	0.9500
O4—C8	1.271 (3)	C17—H17	0.9500
O4—Co1iii	2.102 (2)	N2—C22	1.337 (10)
C1—C6	1.398 (4)	N2—C18	1.320 (10)
C1—C2	1.397 (3)	C18—C19	1.410 (11)
C1—C7	1.513 (3)	C18—H18	0.9500
C2—C3	1.396 (4)	C19—C20	1.340 (12)
C2—H2	0.9500	C19—H19	0.9500
C3—C4	1.398 (4)	C20—C21	1.388 (10)
C3—C8	1.508 (4)	C20—H20	0.9500
C4—C5	1.398 (4)	C21—C22	1.388 (10)
C4—H4	0.9500	C21—H21	0.9500
C5—C6	1.399 (4)	C22—H22	0.9500
C5—C9	1.538 (4)	N2A—C22A	1.333 (11)
C6—H6	0.9500	N2A—C18A	1.346 (11)
C9—C12	1.494 (5)	C18A—C19A	1.398 (11)
C9—C10	1.522 (5)	C18A—H18A	0.9500
C9—C11	1.529 (6)	C19A—C20A	1.336 (12)
C10—H10A	0.9800	C19A—H19A	0.9500
C10—H10B	0.9800	C20A—C21A	1.325 (11)
C10—H10C	0.9800	C20A—H20A	0.9500
C11—H11A	0.9800	C21A—C22A	1.398 (10)
C11—H11B	0.9800	C21A—H21A	0.9500
C11—H11C	0.9800	C22A—H22A	0.9500
C12—H12A	0.9800
O1—Co1—O2i	110.40 (8)	H11A—C11—H11C	109.5
O1—Co1—O4ii	153.91 (8)	H11B—C11—H11C	109.5
O2i—Co1—O4ii	95.64 (7)	C9—C12—H12A	109.5
O1—Co1—N2A	86.3 (2)	C9—C12—H12B	109.5
O2i—Co1—N2A	94.2 (3)	H12A—C12—H12B	109.5
O4ii—Co1—N2A	93.6 (2)	C9—C12—H12C	109.5
O1—Co1—N1	88.74 (10)	H12A—C12—H12C	109.5
O2i—Co1—N1	89.90 (9)	H12B—C12—H12C	109.5
O4ii—Co1—N1	89.70 (9)	C17—N1—C13	115.5 (3)
N2A—Co1—N1	174.4 (2)	C17—N1—Co1	124.9 (2)
O1—Co1—N2	94.1 (2)	C13—N1—Co1	119.4 (2)
O2i—Co1—N2	92.9 (2)	N1—C13—C14	124.4 (4)
O4ii—Co1—N2	86.0 (2)	N1—C13—H13	117.8
N1—Co1—N2	175.1 (2)	C14—C13—H13	117.8
O1—Co1—O3ii	94.57 (8)	C15—C14—C13	118.8 (4)
O2i—Co1—O3ii	154.98 (7)	C15—C14—H14	120.6
O4ii—Co1—O3ii	59.36 (7)	C13—C14—H14	120.6
N2A—Co1—O3ii	88.9 (3)	C14—C15—C16	118.7 (4)
N1—Co1—O3ii	89.01 (9)	C14—C15—H15	120.7
N2—Co1—O3ii	86.7 (2)	C16—C15—H15	120.7
C7—O1—Co1	162.0 (2)	C15—C16—C17	118.8 (4)
C7—O2—Co1i	125.77 (16)	C15—C16—H16	120.6
C8—O3—Co1iii	84.88 (16)	C17—C16—H16	120.6
C8—O4—Co1iii	94.51 (17)	N1—C17—C16	123.8 (4)
C6—C1—C2	119.7 (2)	N1—C17—H17	118.1
C6—C1—C7	118.1 (2)	C16—C17—H17	118.1
C2—C1—C7	122.1 (2)	C22—N2—C18	111.9 (8)
C3—C2—C1	119.3 (2)	C22—N2—Co1	129.5 (6)
C3—C2—H2	120.3	C18—N2—Co1	118.3 (7)
C1—C2—H2	120.3	N2—C18—C19	127.5 (10)
C2—C3—C4	120.0 (2)	N2—C18—H18	116.3
C2—C3—C8	121.6 (2)	C19—C18—H18	116.3
C4—C3—C8	118.4 (2)	C20—C19—C18	117.4 (11)
C5—C4—C3	121.6 (2)	C20—C19—H19	121.3
C5—C4—H4	119.2	C18—C19—H19	121.3
C3—C4—H4	119.2	C19—C20—C21	119.1 (9)
C4—C5—C6	117.4 (2)	C19—C20—H20	120.4
C4—C5—C9	121.9 (2)	C21—C20—H20	120.4
C6—C5—C9	120.7 (2)	C20—C21—C22	117.3 (7)
C1—C6—C5	121.9 (2)	C20—C21—H21	121.4
C1—C6—H6	119.1	C22—C21—H21	121.4
C5—C6—H6	119.1	N2—C22—C21	126.9 (8)
O1—C7—O2	124.5 (2)	N2—C22—H22	116.6
O1—C7—C1	117.0 (2)	C21—C22—H22	116.6
O2—C7—C1	118.5 (2)	C22A—N2A—C18A	111.5 (9)
O3—C8—O4	121.2 (2)	C22A—N2A—Co1	122.6 (8)
O3—C8—C3	120.7 (2)	C18A—N2A—Co1	125.9 (7)
O4—C8—C3	118.0 (2)	N2A—C18A—C19A	127.8 (9)
C12—C9—C10	109.1 (4)	N2A—C18A—H18A	116.1
C12—C9—C11	111.4 (5)	C19A—C18A—H18A	116.1
C10—C9—C11	105.7 (4)	C20A—C19A—C18A	115.1 (11)
C12—C9—C5	112.3 (3)	C20A—C19A—H19A	122.5
C10—C9—C5	110.9 (3)	C18A—C19A—H19A	122.5
C11—C9—C5	107.3 (3)	C19A—C20A—C21A	122.3 (11)
C9—C10—H10A	109.5	C19A—C20A—H20A	118.9
C9—C10—H10B	109.5	C21A—C20A—H20A	118.9
H10A—C10—H10B	109.5	C20A—C21A—C22A	117.9 (9)
C9—C10—H10C	109.5	C20A—C21A—C21Aiv	115.4 (7)
H10A—C10—H10C	109.5	C20A—C21A—H21A	121.0
H10B—C10—H10C	109.5	C22A—C21A—H21A	121.0
C9—C11—H11A	109.5	N2A—C22A—C21A	125.4 (9)
C9—C11—H11B	109.5	N2A—C22A—H22A	117.3
H11A—C11—H11B	109.5	C21A—C22A—H22A	117.3
C9—C11—H11C	109.5
C6—C1—C2—C3	1.1 (4)	C6—C5—C9—C12	−159.0 (5)
C7—C1—C2—C3	−177.7 (2)	C4—C5—C9—C10	146.6 (4)
C1—C2—C3—C4	−2.6 (4)	C6—C5—C9—C10	−36.7 (4)
C1—C2—C3—C8	175.9 (2)	C4—C5—C9—C11	−98.4 (4)
C2—C3—C4—C5	1.3 (4)	C6—C5—C9—C11	78.3 (4)
C8—C3—C4—C5	−177.3 (3)	C17—N1—C13—C14	0.4 (7)
C3—C4—C5—C6	1.4 (4)	Co1—N1—C13—C14	−174.9 (4)
C3—C4—C5—C9	178.2 (3)	N1—C13—C14—C15	0.3 (9)
C2—C1—C6—C5	1.7 (4)	C13—C14—C15—C16	−1.0 (8)
C7—C1—C6—C5	−179.4 (2)	C14—C15—C16—C17	1.0 (8)
C4—C5—C6—C1	−2.9 (4)	C13—N1—C17—C16	−0.4 (7)
C9—C5—C6—C1	−179.8 (3)	Co1—N1—C17—C16	174.5 (4)
Co1—O1—C7—O2	79.6 (7)	C15—C16—C17—N1	−0.3 (8)
Co1—O1—C7—C1	−102.2 (6)	C22—N2—C18—C19	−0.02 (6)
Co1i—O2—C7—O1	5.1 (4)	Co1—N2—C18—C19	−173.7 (5)
Co1i—O2—C7—C1	−172.99 (16)	N2—C18—C19—C20	0.03 (7)
C6—C1—C7—O1	−4.8 (4)	C18—C19—C20—C21	−0.09 (15)
C2—C1—C7—O1	174.1 (3)	C19—C20—C21—C22	0.14 (19)
C6—C1—C7—O2	173.5 (2)	C18—N2—C22—C21	0.08 (16)
C2—C1—C7—O2	−7.7 (4)	Co1—N2—C22—C21	172.8 (6)
Co1iii—O3—C8—O4	0.3 (3)	C20—C21—C22—N2	−0.1 (2)
Co1iii—O3—C8—C3	−179.1 (2)	C22A—N2A—C18A—C19A	0.04 (6)
Co1iii—O4—C8—O3	−0.3 (3)	Co1—N2A—C18A—C19A	−177.9 (5)
Co1iii—O4—C8—C3	179.0 (2)	N2A—C18A—C19A—C20A	−0.02 (7)
C2—C3—C8—O3	3.1 (4)	C18A—C19A—C20A—C21A	0.09 (15)
C4—C3—C8—O3	−178.4 (3)	C19A—C20A—C21A—C22A	−0.2 (2)
C2—C3—C8—O4	−176.3 (3)	C18A—N2A—C22A—C21A	−0.12 (15)
C4—C3—C8—O4	2.2 (4)	Co1—N2A—C22A—C21A	177.9 (5)
C4—C5—C9—C12	24.3 (5)	C20A—C21A—C22A—N2A	0.2 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C14—H14···O4v	0.95	2.55	3.287 (5)	134

Table 1

Selected bond lengths (Å)

Co1—O1	2.014 (2)
Co1—O2i	2.0608 (19)
Co1—O3ii	2.324 (2)
Co1—O4ii	2.103 (2)
Co1—N1	2.182 (3)
Co1—N2	2.195 (9)
Co1—N2A	2.117 (11)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H14⋯O4iii	0.95	2.55	3.287 (5)	134

Symmetry code: (iii) .