Tris[2-eth-oxy-6-(methyl-imino-meth-yl)phenolato-κN,O]cobalt(III) monohydrate.

In the title compound, [Co(C(10)H(12)NO(2))(3)]·H(2)O, the Co(III) ion is coordinated by three O atoms and three N atoms from three bidentate 2-eth-oxy-6-(methyl-imino-meth-yl)phenolate ligands in a slightly distorted octa-hedral environment. The water mol-ecule connects two ligands by O-H⋯O hydrogen bonds. One terminal methyl group is disordered over two positions, with site-occupancy factors of 0.412 (15) and 0.588 (15).

Related literature

For CoIII n class="Chemical">complexes, see: Park et al. (2008 ▶); Galezowski et al. (2008 ▶); Gupta et al. (2007 ▶). For Schiff-base compounds, see: Gupta & Sutar (2008 ▶); Sreenivasulu et al. (2005 ▶); Zhang & Feng (2010 ▶); Zhang et al. (2010 ▶).

Experimental

Crystal data

[Co(n class="CellLine">C10H12NO2)3]·H2O

M = 611.56

Monoclinic,

a = 14.022 (5) Å

b = 16.969 (6) Å

c = 14.233 (5) Å

β = 117.857 (4)°

V = 2994.1 (17) Å3

Z = 4

Mo Kα radiation

μ = 0.62 mm−1

T = 296 K

0.42 × 0.20 × 0.09 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.860, T max = 0.944

21931 measured reflections

5317 independent reflections

3929 reflections with I > 2σ(I)

R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.100

S = 1.01

5317 reflections

379 parameters

12 restraints

H-atom parameters constrained

Δρmax = 0.31 e Å−3

Δρmin = −0.21 e Å−3

Data collection: SMART (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; 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: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810040043/bt5367sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810040043/bt5367Isup2.hkl

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

[Co(C10H12NO2)3]·H2O	F(000) = 1288
Mr = 611.56	Dx = 1.357 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 7434 reflections
a = 14.022 (5) Å	θ = 2.8–28.4°
b = 16.969 (6) Å	µ = 0.62 mm−1
c = 14.233 (5) Å	T = 296 K
β = 117.857 (4)°	Block, red
V = 2994.1 (17) Å3	0.42 × 0.20 × 0.09 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	5317 independent reflections
Radiation source: fine-focus sealed tube	3929 reflections with I > 2σ(I)
graphite	Rint = 0.035
phi and ω scans	θmax = 25.1°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −16→16
Tmin = 0.860, Tmax = 0.944	k = −20→19
21931 measured reflections	l = −16→16

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.100	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0481P)2 + 0.9938P] where P = (Fo2 + 2Fc2)/3
5317 reflections	(Δ/σ)max = 0.001
379 parameters	Δρmax = 0.31 e Å−3
12 restraints	Δρmin = −0.21 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	Occ. (<1)
Co1	0.25696 (2)	0.943185 (18)	0.22915 (2)	0.04238 (12)
C1	0.45768 (19)	0.96749 (15)	0.22521 (19)	0.0484 (6)
C2	0.5048 (2)	0.89830 (16)	0.2845 (2)	0.0536 (7)
C3	0.6109 (2)	0.87721 (19)	0.3075 (2)	0.0698 (9)
H3	0.6412	0.8315	0.3461	0.084*
C4	0.6695 (2)	0.9220 (2)	0.2748 (3)	0.0802 (10)
H4	0.7388	0.9068	0.2896	0.096*
C5	0.6255 (2)	0.9904 (2)	0.2193 (3)	0.0735 (9)
H5	0.6666	1.0217	0.1983	0.088*
C6	0.5225 (2)	1.01357 (16)	0.1942 (2)	0.0560 (7)
C7	0.4056 (3)	1.0805 (2)	0.0383 (3)	0.0950 (12)
H7A	0.3539	1.0397	0.0305	0.142*
H7B	0.4399	1.0657	−0.0046	0.142*
C9	0.4483 (2)	0.84859 (16)	0.3222 (2)	0.0583 (8)
H9	0.4858	0.8048	0.3611	0.070*
C10	0.3095 (3)	0.79479 (17)	0.3507 (3)	0.0754 (9)
H10A	0.3647	0.7562	0.3871	0.113*
H10B	0.2486	0.7701	0.2931	0.113*
H10C	0.2874	0.8174	0.3994	0.113*
C11	0.19289 (18)	0.90745 (15)	0.01213 (19)	0.0451 (6)
C12	0.14933 (18)	0.98317 (15)	−0.02230 (19)	0.0469 (6)
C13	0.1192 (2)	1.00754 (18)	−0.1260 (2)	0.0583 (7)
H13	0.0903	1.0576	−0.1475	0.070*
C14	0.1313 (2)	0.9596 (2)	−0.1968 (2)	0.0673 (8)
H14	0.1114	0.9768	−0.2655	0.081*
C15	0.1737 (2)	0.88476 (19)	−0.1645 (2)	0.0624 (8)
H15	0.1816	0.8515	−0.2124	0.075*
C16	0.2044 (2)	0.85881 (16)	−0.0627 (2)	0.0541 (7)
C17	0.3562 (3)	0.7792 (2)	0.0374 (3)	0.0882 (11)
H17A	0.3757	0.8204	0.0905	0.132*
H17B	0.3972	0.7870	−0.0010	0.132*
C18	0.3805 (4)	0.7025 (3)	0.0884 (4)	0.1320 (17)
H18A	0.3397	0.6952	0.1264	0.198*
H18B	0.4561	0.6993	0.1372	0.198*
H18C	0.3617	0.6621	0.0355	0.198*
C19	0.12739 (19)	1.03513 (14)	0.0451 (2)	0.0484 (6)
H19	0.0843	1.0787	0.0125	0.058*
C20	0.1228 (2)	1.08673 (15)	0.1956 (2)	0.0552 (7)
H20A	0.1819	1.1201	0.2407	0.083*
H20B	0.0950	1.0604	0.2374	0.083*
H20C	0.0669	1.1181	0.1420	0.083*
C21	0.1177 (2)	0.90195 (14)	0.32031 (19)	0.0456 (6)
C22	0.1746 (2)	0.95016 (15)	0.4104 (2)	0.0514 (7)
C23	0.1439 (3)	0.95312 (17)	0.4916 (2)	0.0644 (8)
H23	0.1814	0.9858	0.5500	0.077*
C24	0.0613 (3)	0.90943 (19)	0.4861 (2)	0.0690 (8)
H24	0.0411	0.9128	0.5396	0.083*
C25	0.0061 (2)	0.85931 (16)	0.4001 (2)	0.0616 (7)
H25	−0.0501	0.8286	0.3971	0.074*
C26	0.0336 (2)	0.85452 (15)	0.3196 (2)	0.0504 (6)
C27	−0.0963 (3)	0.75265 (17)	0.2315 (2)	0.0699 (8)
H27A	−0.1573	0.7824	0.2271	0.105*
H27B	−0.0671	0.7213	0.2960	0.105*
C28	−0.1311 (3)	0.7007 (2)	0.1376 (3)	0.0891 (11)
H28A	−0.1621	0.7320	0.0741	0.134*
H28B	−0.1838	0.6639	0.1360	0.134*
H28C	−0.0699	0.6724	0.1418	0.134*
C29	0.2648 (2)	0.99735 (16)	0.4233 (2)	0.0556 (7)
H29	0.2972	1.0275	0.4849	0.067*
C30	0.3961 (2)	1.05901 (18)	0.3891 (3)	0.0714 (9)
H30A	0.4084	1.0867	0.4526	0.107*
H30B	0.3782	1.0961	0.3323	0.107*
H30C	0.4602	1.0307	0.4012	0.107*
N1	0.35163 (18)	0.85684 (12)	0.30894 (16)	0.0514 (5)
N2	0.16059 (15)	1.02795 (11)	0.14483 (16)	0.0435 (5)
N3	0.30595 (16)	1.00281 (12)	0.35992 (17)	0.0505 (5)
O1	0.36036 (12)	0.99193 (9)	0.19967 (13)	0.0493 (4)
O2	0.48376 (15)	1.08425 (12)	0.14429 (17)	0.0684 (6)
O3	0.21754 (13)	0.87875 (9)	0.10683 (12)	0.0486 (4)
O4	0.24247 (16)	0.78279 (11)	−0.03486 (15)	0.0663 (5)
O5	0.13858 (13)	0.89719 (9)	0.23996 (13)	0.0475 (4)
O6	−0.01521 (15)	0.80540 (10)	0.23346 (14)	0.0584 (5)
O1W	0.0519 (2)	0.76823 (16)	0.0638 (2)	0.1173 (10)
H1WA	0.1112	0.7907	0.0777	0.176*
H1WB	0.0468	0.7664	0.1214	0.176*
C8	0.3302 (13)	1.1506 (9)	0.0252 (13)	0.110 (3)	0.412 (15)
H8A	0.2703	1.1327	0.0347	0.165*	0.412 (15)
H8B	0.3041	1.1727	−0.0446	0.165*	0.412 (15)
H8C	0.3693	1.1901	0.0775	0.165*	0.412 (15)
C8'	0.3642 (9)	1.1540 (6)	−0.0134 (9)	0.110 (3)	0.588 (15)
H8'A	0.4168	1.1790	−0.0287	0.165*	0.588 (15)
H8'B	0.3487	1.1874	0.0323	0.165*	0.588 (15)
H8'C	0.2993	1.1451	−0.0784	0.165*	0.588 (15)

	U11	U22	U33	U12	U13	U23
Co1	0.04589 (19)	0.03229 (19)	0.03721 (19)	0.00247 (14)	0.00959 (14)	−0.00092 (14)
C1	0.0427 (14)	0.0450 (15)	0.0415 (14)	0.0012 (11)	0.0063 (11)	−0.0116 (11)
C2	0.0462 (14)	0.0468 (16)	0.0471 (15)	0.0083 (12)	0.0045 (12)	−0.0074 (13)
C3	0.0526 (17)	0.0628 (19)	0.065 (2)	0.0147 (15)	0.0036 (15)	−0.0126 (16)
C4	0.0423 (16)	0.089 (3)	0.088 (2)	0.0107 (17)	0.0131 (17)	−0.022 (2)
C5	0.0472 (16)	0.082 (2)	0.082 (2)	−0.0067 (16)	0.0221 (15)	−0.0183 (19)
C6	0.0468 (15)	0.0523 (17)	0.0553 (17)	−0.0053 (12)	0.0123 (13)	−0.0132 (13)
C7	0.091 (3)	0.080 (2)	0.079 (3)	−0.006 (2)	0.010 (2)	0.005 (2)
C9	0.0626 (18)	0.0465 (16)	0.0420 (15)	0.0183 (14)	0.0046 (13)	−0.0014 (12)
C10	0.101 (2)	0.0520 (18)	0.077 (2)	0.0271 (17)	0.0448 (19)	0.0278 (16)
C11	0.0425 (13)	0.0451 (14)	0.0374 (14)	−0.0065 (11)	0.0101 (11)	−0.0028 (12)
C12	0.0384 (12)	0.0487 (15)	0.0412 (14)	−0.0022 (11)	0.0082 (11)	0.0031 (12)
C13	0.0508 (15)	0.0639 (18)	0.0447 (16)	−0.0012 (13)	0.0095 (13)	0.0111 (14)
C14	0.0594 (17)	0.089 (2)	0.0431 (16)	−0.0056 (16)	0.0151 (14)	0.0104 (16)
C15	0.0616 (17)	0.078 (2)	0.0435 (16)	−0.0102 (15)	0.0213 (14)	−0.0110 (15)
C16	0.0540 (15)	0.0520 (17)	0.0472 (16)	−0.0055 (12)	0.0161 (13)	−0.0054 (13)
C17	0.097 (3)	0.070 (2)	0.082 (2)	0.0242 (19)	0.029 (2)	−0.0117 (19)
C18	0.146 (4)	0.102 (3)	0.136 (4)	0.039 (3)	0.055 (3)	0.041 (3)
C19	0.0393 (13)	0.0409 (14)	0.0512 (17)	0.0029 (10)	0.0097 (12)	0.0071 (12)
C20	0.0560 (15)	0.0399 (14)	0.0639 (18)	0.0072 (12)	0.0232 (14)	−0.0006 (13)
C21	0.0536 (14)	0.0365 (14)	0.0390 (14)	0.0087 (11)	0.0151 (12)	0.0041 (11)
C22	0.0596 (16)	0.0447 (15)	0.0424 (15)	0.0068 (12)	0.0177 (13)	−0.0027 (12)
C23	0.080 (2)	0.0571 (18)	0.0532 (18)	0.0083 (15)	0.0281 (16)	−0.0088 (14)
C24	0.090 (2)	0.067 (2)	0.0576 (19)	0.0080 (18)	0.0416 (17)	−0.0022 (16)
C25	0.0729 (19)	0.0503 (17)	0.0662 (19)	0.0057 (14)	0.0364 (16)	0.0074 (15)
C26	0.0601 (16)	0.0382 (14)	0.0457 (15)	0.0055 (12)	0.0186 (13)	0.0061 (12)
C27	0.0747 (19)	0.0583 (19)	0.070 (2)	−0.0154 (15)	0.0278 (16)	0.0028 (16)
C28	0.095 (3)	0.076 (2)	0.083 (2)	−0.0341 (19)	0.031 (2)	−0.0142 (19)
C29	0.0616 (17)	0.0471 (16)	0.0433 (16)	0.0008 (13)	0.0122 (14)	−0.0111 (12)
C30	0.0659 (18)	0.069 (2)	0.067 (2)	−0.0190 (15)	0.0213 (15)	−0.0273 (16)
N1	0.0646 (14)	0.0390 (12)	0.0384 (12)	0.0099 (10)	0.0137 (10)	0.0026 (9)
N2	0.0417 (11)	0.0325 (11)	0.0474 (13)	−0.0011 (8)	0.0132 (10)	0.0001 (9)
N3	0.0500 (12)	0.0426 (12)	0.0448 (12)	−0.0006 (10)	0.0102 (10)	−0.0085 (10)
O1	0.0423 (9)	0.0417 (10)	0.0525 (10)	0.0045 (7)	0.0126 (8)	0.0039 (8)
O2	0.0624 (12)	0.0585 (12)	0.0731 (14)	−0.0073 (10)	0.0224 (11)	−0.0016 (11)
O3	0.0635 (11)	0.0344 (9)	0.0394 (10)	0.0011 (8)	0.0170 (8)	−0.0007 (7)
O4	0.0811 (14)	0.0505 (12)	0.0580 (12)	−0.0003 (10)	0.0247 (11)	−0.0132 (9)
O5	0.0579 (10)	0.0390 (10)	0.0387 (9)	−0.0051 (8)	0.0167 (8)	−0.0030 (8)
O6	0.0678 (12)	0.0476 (11)	0.0572 (11)	−0.0114 (9)	0.0270 (10)	−0.0023 (9)
O1W	0.137 (2)	0.126 (2)	0.1031 (19)	−0.0782 (19)	0.0675 (18)	−0.0525 (17)
C8	0.108 (5)	0.083 (3)	0.097 (5)	0.009 (4)	0.013 (3)	0.016 (4)
C8'	0.108 (5)	0.083 (3)	0.097 (5)	0.009 (4)	0.013 (3)	0.016 (4)

Co1—O1	1.8792 (18)	C17—H17B	0.9700
Co1—O5	1.9044 (18)	C18—H18A	0.9600
Co1—O3	1.9061 (17)	C18—H18B	0.9600
Co1—N3	1.940 (2)	C18—H18C	0.9600
Co1—N1	1.947 (2)	C19—N2	1.276 (3)
Co1—N2	1.954 (2)	C19—H19	0.9300
C1—O1	1.305 (3)	C20—N2	1.468 (3)
C1—C2	1.416 (4)	C20—H20A	0.9600
C1—C6	1.416 (4)	C20—H20B	0.9600
C2—C3	1.411 (4)	C20—H20C	0.9600
C2—C9	1.423 (4)	C21—O5	1.309 (3)
C3—C4	1.352 (5)	C21—C22	1.412 (3)
C3—H3	0.9300	C21—C26	1.424 (4)
C4—C5	1.376 (5)	C22—C23	1.411 (4)
C4—H4	0.9300	C22—C29	1.434 (4)
C5—C6	1.374 (4)	C23—C24	1.347 (4)
C5—H5	0.9300	C23—H23	0.9300
C6—O2	1.370 (3)	C24—C25	1.391 (4)
C7—O2	1.391 (4)	C24—H24	0.9300
C7—C8	1.546 (16)	C25—C26	1.371 (4)
C7—C8'	1.427 (10)	C25—H25	0.9300
C7—H7A	0.9700	C26—O6	1.372 (3)
C7—H7B	0.9700	C27—O6	1.437 (3)
C9—N1	1.286 (3)	C27—C28	1.481 (4)
C9—H9	0.9300	C27—H27A	0.9700
C10—N1	1.463 (4)	C27—H27B	0.9700
C10—H10A	0.9600	C28—H28A	0.9600
C10—H10B	0.9600	C28—H28B	0.9600
C10—H10C	0.9600	C28—H28C	0.9600
C11—O3	1.318 (3)	C29—N3	1.281 (3)
C11—C12	1.409 (3)	C29—H29	0.9300
C11—C16	1.415 (4)	C30—N3	1.480 (3)
C12—C13	1.395 (4)	C30—H30A	0.9600
C12—C19	1.438 (4)	C30—H30B	0.9600
C13—C14	1.365 (4)	C30—H30C	0.9600
C13—H13	0.9300	O1W—H1WA	0.8507
C14—C15	1.386 (4)	O1W—H1WB	0.8550
C14—H14	0.9300	C8—H8A	0.9600
C15—C16	1.377 (4)	C8—H8B	0.9600
C15—H15	0.9300	C8—H8C	0.9600
C16—O4	1.381 (3)	C8'—H8'A	0.9600
C17—O4	1.439 (4)	C8'—H8'B	0.9600
C17—C18	1.452 (5)	C8'—H8'C	0.9600
C17—H17A	0.9700
O1—Co1—O5	172.32 (7)	H18A—C18—H18C	109.5
O1—Co1—O3	88.46 (8)	H18B—C18—H18C	109.5
O5—Co1—O3	86.96 (7)	N2—C19—C12	127.1 (2)
O1—Co1—N3	91.17 (9)	N2—C19—H19	116.5
O5—Co1—N3	93.87 (9)	C12—C19—H19	116.5
O3—Co1—N3	175.49 (8)	N2—C20—H20A	109.5
O1—Co1—N1	94.28 (9)	N2—C20—H20B	109.5
O5—Co1—N1	91.54 (9)	H20A—C20—H20B	109.5
O3—Co1—N1	85.92 (8)	N2—C20—H20C	109.5
N3—Co1—N1	89.63 (9)	H20A—C20—H20C	109.5
O1—Co1—N2	85.59 (8)	H20B—C20—H20C	109.5
O5—Co1—N2	88.43 (8)	O5—C21—C22	124.5 (2)
O3—Co1—N2	92.24 (8)	O5—C21—C26	118.8 (2)
N3—Co1—N2	92.21 (9)	C22—C21—C26	116.7 (3)
N1—Co1—N2	178.15 (9)	C23—C22—C21	120.3 (3)
O1—C1—C2	124.5 (3)	C23—C22—C29	117.6 (3)
O1—C1—C6	118.5 (2)	C21—C22—C29	122.1 (3)
C2—C1—C6	117.0 (2)	C24—C23—C22	121.1 (3)
C3—C2—C1	119.8 (3)	C24—C23—H23	119.5
C3—C2—C9	118.3 (3)	C22—C23—H23	119.5
C1—C2—C9	121.9 (2)	C23—C24—C25	119.8 (3)
C4—C3—C2	121.4 (3)	C23—C24—H24	120.1
C4—C3—H3	119.3	C25—C24—H24	120.1
C2—C3—H3	119.3	C26—C25—C24	121.0 (3)
C3—C4—C5	119.4 (3)	C26—C25—H25	119.5
C3—C4—H4	120.3	C24—C25—H25	119.5
C5—C4—H4	120.3	C25—C26—O6	124.4 (3)
C6—C5—C4	121.6 (3)	C25—C26—C21	121.0 (3)
C6—C5—H5	119.2	O6—C26—C21	114.6 (2)
C4—C5—H5	119.2	O6—C27—C28	108.2 (3)
O2—C6—C5	119.9 (3)	O6—C27—H27A	110.1
O2—C6—C1	119.2 (2)	C28—C27—H27A	110.1
C5—C6—C1	120.7 (3)	O6—C27—H27B	110.1
O2—C7—C8	104.0 (6)	C28—C27—H27B	110.1
O2—C7—C8'	116.3 (5)	H27A—C27—H27B	108.4
O2—C7—H7A	108.9	C27—C28—H28A	109.5
C8—C7—H7A	95.8	C27—C28—H28B	109.5
C8'—C7—H7A	117.5	H28A—C28—H28B	109.5
O2—C7—H7B	108.9	C27—C28—H28C	109.5
C8—C7—H7B	129.5	H28A—C28—H28C	109.5
C8'—C7—H7B	96.0	H28B—C28—H28C	109.5
H7A—C7—H7B	107.9	N3—C29—C22	127.6 (2)
N1—C9—C2	128.0 (2)	N3—C29—H29	116.2
N1—C9—H9	116.0	C22—C29—H29	116.2
C2—C9—H9	116.0	N3—C30—H30A	109.5
N1—C10—H10A	109.5	N3—C30—H30B	109.5
N1—C10—H10B	109.5	H30A—C30—H30B	109.5
H10A—C10—H10B	109.5	N3—C30—H30C	109.5
N1—C10—H10C	109.5	H30A—C30—H30C	109.5
H10A—C10—H10C	109.5	H30B—C30—H30C	109.5
H10B—C10—H10C	109.5	C9—N1—C10	117.4 (2)
O3—C11—C12	123.8 (2)	C9—N1—Co1	123.5 (2)
O3—C11—C16	119.1 (2)	C10—N1—Co1	118.94 (19)
C12—C11—C16	117.0 (2)	C19—N2—C20	117.0 (2)
C13—C12—C11	120.4 (3)	C19—N2—Co1	122.78 (18)
C13—C12—C19	118.1 (2)	C20—N2—Co1	120.17 (17)
C11—C12—C19	121.4 (2)	C29—N3—C30	117.1 (2)
C14—C13—C12	121.6 (3)	C29—N3—Co1	124.30 (18)
C14—C13—H13	119.2	C30—N3—Co1	118.6 (2)
C12—C13—H13	119.2	C1—O1—Co1	127.84 (17)
C13—C14—C15	118.9 (3)	C6—O2—C7	116.3 (2)
C13—C14—H14	120.6	C11—O3—Co1	123.20 (15)
C15—C14—H14	120.6	C16—O4—C17	113.3 (2)
C16—C15—C14	121.1 (3)	C21—O5—Co1	127.20 (15)
C16—C15—H15	119.4	C26—O6—C27	117.1 (2)
C14—C15—H15	119.4	H1WA—O1W—H1WB	107.7
C15—C16—O4	119.3 (3)	C7—C8—H8A	109.5
C15—C16—C11	121.0 (3)	C7—C8—H8B	109.5
O4—C16—C11	119.6 (2)	H8A—C8—H8B	109.5
O4—C17—C18	108.6 (3)	C7—C8—H8C	109.5
O4—C17—H17A	110.0	H8A—C8—H8C	109.5
C18—C17—H17A	110.0	H8B—C8—H8C	109.5
O4—C17—H17B	110.0	C7—C8'—H8'A	109.5
C18—C17—H17B	110.0	C7—C8'—H8'B	109.5
H17A—C17—H17B	108.4	H8'A—C8'—H8'B	109.5
C17—C18—H18A	109.5	C7—C8'—H8'C	109.5
C17—C18—H18B	109.5	H8'A—C8'—H8'C	109.5
H18A—C18—H18B	109.5	H8'B—C8'—H8'C	109.5
C17—C18—H18C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O3	0.85	2.01	2.821 (3)	159
O1W—H1WB···O6	0.85	2.24	3.038 (3)	155

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O3	0.85	2.01	2.821 (3)	159
O1W—H1WB⋯O6	0.85	2.24	3.038 (3)	155