(Acetato-κO)bis­(morpholine-κN)[salicylaldehyde (2-nitro­phenoxyacet­yl)hydrazonato-κ³O,N,O′]cobalt(III)

The Co^III atom in the title complex, [Co(C₂H₃O₂)(C₄H₉NO)₂(C₁₅H₁₁N₃O₅)], is coordinated by phenol O, carbonyl O and hydrazine N atoms of the N-salicylaldehyde-N′-(o-nitro­phenoxyac­yl)hydrazone ligand, L²⁻, one acet­oxy O atom, and two N atoms of two coordinated morpholine mol­ecules, forming an elongated octa­hedron. There is an inter­molecular N—H...O hydrogen bond between two morpholine mol­ecules from two neighbouring complex mol­ecules, generating an extended chain structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in main residue
• R factor = 0.038
• wR factor = 0.102
• Data-to-parameter ratio = 17.4

checkCIF/PLATON results

No syntax errors found





Alert level A
DIFF020_ALERT_1_A  _diffrn_standards_interval_count and
            _diffrn_standards_interval_time are missing. Number of measurements
            between standards or time (min) between standards.
TYPE108_ALERT_1_A  _atom_site_aniso_U_33 is not of type numb.
PLAT211_ALERT_2_A ADP of Atom N2      is NPD .....................          ?
PLAT217_ALERT_1_A Incomplete U(aniso) data for ...................         N2

Alert level B
PLAT201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) .......          2

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.752     0.934
            Tmin(prime) and Tmax expected:      0.871     0.934
            RR(prime) =      0.864
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.86
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.33 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.87 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C13
PLAT301_ALERT_3_C Main Residue  Disorder .........................       5.00 Perc.
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          3
            O8  -CO1 -N1  -C7    135.40  0.50   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          8
            O8  -CO1 -N1  -N2    -44.20  0.60   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         14
            O2  -CO1 -O1  -C1      8.00  4.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         19
            O1  -CO1 -O2  -C8      8.00  4.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         39
            N5  -CO1 -N4  -C19    61.10  0.60   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         44
            N5  -CO1 -N4  -C16  -165.80  0.50   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         49
            N4  -CO1 -N5  -C23    78.30  0.60   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         54
            N4  -CO1 -N5  -C20  -147.80  0.50   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         55
            N1  -CO1 -O8  -C24   164.90  0.50   1.555   1.555   1.555   1.555
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......      26.70 Deg.
              O5A  -N3   -O5B     1.555   1.555   1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......      36.90 Deg.
              O4B  -N3   -O4A     1.555   1.555   1.555

   4 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
  20 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   7 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
  10 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: TEXRAY (Molecular Structure Corporation, 1999); cell refinement: TEXRAY; data reduction: TEXSAN (Molecular Structure Corporation, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEX (McArdle, 1995); software used to prepare material for publication: SHELXL97-2 (Sheldrick,1997).

Acetato-bis(morpholine-N)[N-salicylaldehyde-N'- (O-nitrophenoxyacyl)hydrazonato-O,N,O']cobalt(III)

Crystal data

[Co(C2H3O2)(C4H9NO)2(C15H11N3O5)]	F(000) = 2528
Mr = 605.49	Dx = 1.452 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 6294 reflections
a = 27.561 (2) Å	θ = 2.3–27.2°
b = 13.3497 (10) Å	µ = 0.68 mm^−1
c = 16.3934 (8) Å	T = 293 K
β = 113.349 (3)°	Block, red
V = 5537.7 (6) Å^3	0.20 × 0.12 × 0.10 mm
Z = 8

Data collection

Rigaku Weissenberg IP diffractometer	6294 independent reflections
Radiation source: fine-focus sealed tube	4612 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.000
scintillation counter scans	θmax = 27.5°, θmin = 2.0°
Absorption correction: ψ scan (TEXRAY; Molecular Structure Corporation, 1999)	h = 0→35
Tmin = 0.752, Tmax = 0.934	k = 0→17
6294 measured reflections	l = −21→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.102	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0502P)^2 + 1.6508P] where P = (Fo^2 + 2Fc^2)/3
6294 reflections	(Δ/σ)max = 0.001
362 parameters	Δρmax = 0.43 e Å^−3
0 restraints	Δρmin = −0.36 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.331662 (10)	0.43444 (2)	0.273738 (17)	0.03024 (9)
N1	0.34058 (6)	0.32863 (13)	0.20755 (11)	0.0338 (4)
N2	0.29864 (6)	0.31523 (14)	0.12423 (11)	0.0359 (4)
N3	0.10927 (9)	0.48052 (19)	0.11726 (16)	0.0599 (6)
O6	0.21893 (7)	0.21529 (13)	0.35711 (13)	0.0562 (5)
O7	0.44117 (7)	0.64853 (17)	0.17721 (13)	0.0698 (6)
O1	0.39186 (6)	0.40674 (12)	0.37640 (9)	0.0398 (3)
O2	0.27128 (5)	0.46026 (10)	0.16893 (9)	0.0334 (3)
O3	0.17423 (6)	0.41202 (13)	0.04287 (10)	0.0465 (4)
O4A	0.10609 (14)	0.3880 (3)	0.1337 (2)	0.0616 (8)*	0.60
O4B	0.0805 (3)	0.4193 (6)	0.1248 (5)	0.096 (2)*	0.40
O5A	0.1198 (2)	0.5404 (4)	0.1769 (4)	0.0957 (16)*	0.60
O5B	0.1398 (2)	0.5353 (5)	0.1756 (4)	0.0630 (15)*	0.40
N4	0.29069 (6)	0.35080 (13)	0.32479 (11)	0.0333 (4)
H04	0.3038	0.3793	0.3806	0.051 (7)*
N5	0.36940 (7)	0.53381 (14)	0.22806 (11)	0.0370 (4)
H05	0.3425	0.5788	0.2117	0.062 (9)*
O8	0.31935 (6)	0.55378 (11)	0.32806 (9)	0.0389 (3)
O9	0.30423 (8)	0.50262 (13)	0.44549 (11)	0.0548 (4)
C1	0.42914 (8)	0.34325 (19)	0.38028 (14)	0.0416 (5)
C2	0.42573 (8)	0.27447 (19)	0.31194 (15)	0.0428 (5)
C3	0.46793 (10)	0.2087 (2)	0.32542 (18)	0.0588 (7)
H3A	0.4653	0.1628	0.2811	0.071*
C4	0.51283 (11)	0.2100 (3)	0.4018 (2)	0.0725 (9)
H4A	0.5405	0.1662	0.4092	0.087*
C5	0.51631 (10)	0.2772 (3)	0.4674 (2)	0.0708 (9)
H5A	0.5468	0.2785	0.5193	0.085*
C6	0.47607 (9)	0.3424 (2)	0.45841 (16)	0.0562 (7)
H6A	0.4797	0.3866	0.5043	0.067*
C7	0.38032 (8)	0.26856 (18)	0.22962 (14)	0.0410 (5)
H7A	0.3795	0.2184	0.1898	0.049*
C8	0.26617 (8)	0.39042 (16)	0.11181 (13)	0.0335 (4)
C9	0.22046 (8)	0.39987 (18)	0.02365 (13)	0.0382 (5)
H9A	0.2251	0.4574	−0.0086	0.046*
H9B	0.2174	0.3403	−0.0119	0.046*
C10	0.13482 (8)	0.47146 (17)	−0.01003 (14)	0.0377 (5)
C11	0.10082 (9)	0.5081 (2)	0.02612 (17)	0.0495 (6)
C12	0.05994 (14)	0.5716 (3)	−0.0200 (3)	0.0951 (13)
H12A	0.0383	0.5973	0.0064	0.114*
C13	0.05160 (15)	0.5963 (3)	−0.1059 (3)	0.1113 (16)
H13A	0.0241	0.6393	−0.1380	0.134*
C14	0.08361 (12)	0.5578 (3)	−0.1445 (2)	0.0785 (10)
H14A	0.0770	0.5734	−0.2032	0.094*
C15	0.12529 (9)	0.4965 (2)	−0.09721 (15)	0.0483 (6)
H15A	0.1471	0.4718	−0.1236	0.058*
C16	0.30061 (9)	0.24172 (17)	0.33648 (17)	0.0449 (5)
H16A	0.3384	0.2297	0.3647	0.054*
H16B	0.2874	0.2094	0.2788	0.054*
C17	0.27393 (10)	0.19668 (19)	0.39272 (18)	0.0533 (6)
H17A	0.2799	0.1249	0.3972	0.064*
H17B	0.2897	0.2244	0.4522	0.064*
C18	0.20909 (10)	0.32023 (19)	0.34740 (19)	0.0526 (6)
H18A	0.2240	0.3519	0.4054	0.063*
H18B	0.1713	0.3320	0.3226	0.063*
C19	0.23285 (8)	0.36697 (19)	0.28745 (15)	0.0430 (5)
H19A	0.2171	0.3372	0.2288	0.052*
H19B	0.2254	0.4382	0.2818	0.052*
C20	0.37820 (10)	0.5128 (2)	0.14597 (15)	0.0526 (6)
H20A	0.3460	0.4866	0.1005	0.063*
H20B	0.4056	0.4625	0.1583	0.063*
C21	0.39450 (11)	0.6075 (3)	0.11246 (18)	0.0679 (9)
H21A	0.4003	0.5925	0.0591	0.081*
H21B	0.3662	0.6564	0.0972	0.081*
C22	0.43406 (11)	0.6698 (2)	0.2566 (2)	0.0605 (7)
H22A	0.4068	0.7203	0.2445	0.073*
H22B	0.4666	0.6969	0.3004	0.073*
C23	0.41873 (9)	0.57766 (19)	0.29389 (15)	0.0473 (6)
H23A	0.4469	0.5286	0.3096	0.057*
H23B	0.4137	0.5952	0.3474	0.057*
C24	0.31576 (8)	0.56713 (17)	0.40205 (14)	0.0374 (5)
C25	0.32597 (13)	0.6726 (2)	0.43526 (19)	0.0638 (8)
H25A	0.3426	0.7133	0.4036	0.099 (11)*
H25B	0.2931	0.7030	0.4289	0.119*
H25C	0.3485	0.6719	0.4974	0.119*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.03312 (14)	0.03254 (15)	0.02730 (14)	0.00064 (12)	0.01436 (10)	−0.00236 (11)
N1	0.0327 (8)	0.0384 (10)	0.0317 (9)	0.0014 (7)	0.0142 (7)	−0.0036 (7)
N2	0.0357 (9)	0.0410 (11)	0.0296 (9)	0.0009 (8)	0.0113 (7)	−0.0050 (7)
N3	0.0616 (14)	0.0615 (16)	0.0674 (15)	−0.0055 (12)	0.0370 (12)	−0.0091 (12)
O6	0.0579 (10)	0.0432 (10)	0.0798 (13)	−0.0078 (8)	0.0403 (9)	0.0016 (9)
O7	0.0535 (11)	0.0968 (16)	0.0627 (12)	−0.0293 (11)	0.0270 (9)	0.0053 (11)
O1	0.0388 (8)	0.0462 (9)	0.0322 (8)	0.0037 (7)	0.0117 (6)	−0.0029 (6)
O2	0.0369 (7)	0.0340 (8)	0.0309 (7)	0.0024 (6)	0.0152 (6)	−0.0013 (6)
O3	0.0373 (8)	0.0619 (11)	0.0422 (9)	0.0091 (7)	0.0177 (6)	0.0156 (8)
N4	0.0374 (9)	0.0318 (9)	0.0332 (9)	0.0003 (7)	0.0167 (7)	−0.0016 (7)
N5	0.0356 (9)	0.0433 (10)	0.0344 (9)	−0.0056 (8)	0.0163 (7)	−0.0023 (8)
O8	0.0537 (9)	0.0356 (9)	0.0336 (8)	0.0013 (7)	0.0241 (6)	−0.0022 (6)
O9	0.0891 (13)	0.0455 (10)	0.0405 (9)	−0.0079 (9)	0.0370 (9)	−0.0048 (7)
C1	0.0347 (11)	0.0522 (14)	0.0378 (12)	0.0027 (10)	0.0143 (9)	0.0046 (10)
C2	0.0377 (11)	0.0515 (14)	0.0416 (12)	0.0103 (10)	0.0183 (9)	0.0047 (10)
C3	0.0509 (14)	0.0726 (19)	0.0560 (16)	0.0223 (13)	0.0244 (12)	0.0031 (13)
C4	0.0468 (14)	0.100 (3)	0.0680 (19)	0.0325 (16)	0.0199 (13)	0.0116 (17)
C5	0.0413 (14)	0.102 (3)	0.0547 (17)	0.0154 (15)	0.0035 (12)	0.0064 (16)
C6	0.0424 (13)	0.0761 (19)	0.0409 (13)	0.0049 (13)	0.0068 (10)	−0.0014 (12)
C7	0.0432 (12)	0.0436 (13)	0.0401 (12)	0.0073 (10)	0.0207 (9)	−0.0038 (9)
C8	0.0359 (10)	0.0371 (12)	0.0304 (10)	−0.0022 (9)	0.0163 (8)	−0.0013 (8)
C9	0.0364 (11)	0.0460 (13)	0.0326 (11)	0.0033 (9)	0.0139 (8)	0.0021 (9)
C10	0.0320 (10)	0.0342 (11)	0.0423 (12)	−0.0045 (9)	0.0099 (9)	0.0006 (9)
C11	0.0481 (13)	0.0456 (14)	0.0582 (15)	0.0032 (11)	0.0249 (11)	0.0066 (12)
C12	0.084 (2)	0.096 (3)	0.126 (3)	0.049 (2)	0.064 (2)	0.045 (2)
C13	0.089 (3)	0.130 (4)	0.128 (3)	0.066 (3)	0.056 (2)	0.082 (3)
C14	0.0597 (17)	0.096 (3)	0.073 (2)	0.0140 (17)	0.0187 (15)	0.0432 (18)
C15	0.0431 (12)	0.0530 (15)	0.0435 (13)	−0.0051 (11)	0.0116 (10)	0.0094 (11)
C16	0.0486 (13)	0.0326 (12)	0.0596 (15)	0.0032 (10)	0.0280 (11)	0.0039 (10)
C17	0.0585 (15)	0.0400 (14)	0.0672 (17)	−0.0002 (11)	0.0311 (13)	0.0121 (12)
C18	0.0523 (14)	0.0488 (16)	0.0707 (17)	0.0001 (12)	0.0394 (13)	0.0034 (12)
C19	0.0389 (11)	0.0447 (13)	0.0487 (13)	0.0029 (10)	0.0209 (10)	0.0036 (10)
C20	0.0578 (14)	0.0694 (18)	0.0386 (13)	−0.0176 (13)	0.0278 (11)	−0.0069 (12)
C21	0.0587 (16)	0.099 (2)	0.0493 (16)	−0.0220 (16)	0.0253 (13)	0.0113 (15)
C22	0.0494 (14)	0.0603 (17)	0.0728 (18)	−0.0184 (13)	0.0253 (13)	−0.0063 (14)
C23	0.0418 (12)	0.0580 (16)	0.0412 (13)	−0.0114 (11)	0.0155 (9)	−0.0084 (11)
C24	0.0407 (11)	0.0393 (12)	0.0335 (11)	0.0030 (10)	0.0162 (8)	−0.0017 (9)
C25	0.101 (2)	0.0459 (15)	0.0615 (17)	−0.0086 (15)	0.0498 (16)	−0.0147 (13)

Geometric parameters (Å, º)

Co1—N1	1.8560 (17)	C5—H5A	0.9300
Co1—O1	1.8731 (14)	C6—H6A	0.9300
Co1—O2	1.8905 (13)	C7—H7A	0.9300
Co1—O8	1.9199 (14)	C8—C9	1.499 (3)
Co1—N4	1.9929 (17)	C9—H9A	0.9700
Co1—N5	2.0049 (17)	C9—H9B	0.9700
N1—C7	1.288 (3)	C10—C11	1.381 (3)
N1—N2	1.408 (2)	C10—C15	1.388 (3)
N2—C8	1.306 (3)	C11—C12	1.373 (4)
N3—O4B	1.179 (7)	C12—C13	1.374 (5)
N3—O5A	1.206 (6)	C12—H12A	0.9300
N3—O5B	1.233 (6)	C13—C14	1.373 (5)
N3—O4A	1.275 (4)	C13—H13A	0.9300
N3—C11	1.465 (3)	C14—C15	1.372 (4)
O6—C17	1.414 (3)	C14—H14A	0.9300
O6—C18	1.424 (3)	C15—H15A	0.9300
O7—C21	1.414 (3)	C16—C17	1.513 (3)
O7—C22	1.419 (3)	C16—H16A	0.9700
O1—C1	1.314 (3)	C16—H16B	0.9700
O2—C8	1.289 (2)	C17—H17A	0.9700
O3—C10	1.347 (3)	C17—H17B	0.9700
O3—C9	1.438 (2)	C18—C19	1.515 (3)
O4A—O4B	0.783 (7)	C18—H18A	0.9700
O5A—O5B	0.564 (7)	C18—H18B	0.9700
N4—C19	1.479 (3)	C19—H19A	0.9700
N4—C16	1.480 (3)	C19—H19B	0.9700
N4—H04	0.9226	C20—C21	1.516 (4)
N5—C23	1.481 (3)	C20—H20A	0.9700
N5—C20	1.486 (3)	C20—H20B	0.9700
N5—H05	0.9077	C21—H21A	0.9700
O8—C24	1.268 (2)	C21—H21B	0.9700
O9—C24	1.237 (3)	C22—C23	1.507 (4)
C1—C6	1.414 (3)	C22—H22A	0.9700
C1—C2	1.423 (3)	C22—H22B	0.9700
C2—C3	1.404 (3)	C23—H23A	0.9700
C2—C7	1.433 (3)	C23—H23B	0.9700
C3—C4	1.368 (4)	C24—C25	1.496 (3)
C3—H3A	0.9300	C25—H25A	0.9803
C4—C5	1.374 (4)	C25—H25B	0.9602
C4—H4A	0.9300	C25—H25C	0.9600
C5—C6	1.371 (4)
N1—Co1—O1	95.72 (7)	O3—C9—H9B	110.5
N1—Co1—O2	83.13 (7)	C8—C9—H9B	110.5
O1—Co1—O2	178.85 (6)	H9A—C9—H9B	108.7
N1—Co1—O8	172.51 (7)	O3—C10—C11	116.3 (2)
O1—Co1—O8	90.20 (6)	O3—C10—C15	125.5 (2)
O2—Co1—O8	90.94 (6)	C11—C10—C15	118.2 (2)
N1—Co1—N4	92.73 (7)	C12—C11—C10	122.0 (3)
O1—Co1—N4	87.69 (7)	C12—C11—N3	118.7 (3)
O2—Co1—N4	92.44 (6)	C10—C11—N3	119.2 (2)
O8—Co1—N4	92.09 (7)	C11—C12—C13	118.7 (3)
N1—Co1—N5	94.40 (8)	C11—C12—H12A	120.7
O1—Co1—N5	93.46 (7)	C13—C12—H12A	120.7
O2—Co1—N5	86.56 (7)	C14—C13—C12	120.4 (3)
O8—Co1—N5	80.64 (7)	C14—C13—H13A	119.8
N4—Co1—N5	172.63 (7)	C12—C13—H13A	119.8
C7—N1—N2	118.25 (17)	C15—C14—C13	120.6 (3)
C7—N1—Co1	127.19 (15)	C15—C14—H14A	119.7
N2—N1—Co1	114.57 (12)	C13—C14—H14A	119.7
C8—N2—N1	107.58 (16)	C14—C15—C10	120.0 (3)
O4B—N3—O5A	109.2 (5)	C14—C15—H15A	120.0
O4B—N3—O5B	127.6 (5)	C10—C15—H15A	120.0
O5A—N3—O5B	26.7 (3)	N4—C16—C17	111.12 (19)
O4B—N3—O4A	36.9 (4)	N4—C16—H16A	109.4
O5A—N3—O4A	119.0 (4)	C17—C16—H16A	109.4
O5B—N3—O4A	119.6 (4)	N4—C16—H16B	109.4
O4B—N3—C11	116.1 (4)	C17—C16—H16B	109.4
O5A—N3—C11	123.4 (3)	H16A—C16—H16B	108.0
O5B—N3—C11	115.2 (3)	O6—C17—C16	112.3 (2)
O4A—N3—C11	117.6 (3)	O6—C17—H17A	109.1
C17—O6—C18	110.15 (19)	C16—C17—H17A	109.1
C21—O7—C22	110.54 (19)	O6—C17—H17B	109.1
C1—O1—Co1	124.62 (14)	C16—C17—H17B	109.1
C8—O2—Co1	109.36 (12)	H17A—C17—H17B	107.9
C10—O3—C9	118.94 (17)	O6—C18—C19	111.5 (2)
O4B—O4A—N3	64.9 (6)	O6—C18—H18A	109.3
O4A—O4B—N3	78.2 (7)	C19—C18—H18A	109.3
O5B—O5A—N3	79.3 (10)	O6—C18—H18B	109.3
O5A—O5B—N3	73.9 (10)	C19—C18—H18B	109.3
C19—N4—C16	108.10 (17)	H18A—C18—H18B	108.0
C19—N4—Co1	116.20 (13)	N4—C19—C18	110.08 (19)
C16—N4—Co1	119.95 (13)	N4—C19—H19A	109.6
C19—N4—H04	106.5	C18—C19—H19A	109.6
C16—N4—H04	107.4	N4—C19—H19B	109.6
Co1—N4—H04	97.0	C18—C19—H19B	109.6
C23—N5—C20	107.60 (17)	H19A—C19—H19B	108.2
C23—N5—Co1	116.86 (14)	N5—C20—C21	110.4 (2)
C20—N5—Co1	120.55 (15)	N5—C20—H20A	109.6
C23—N5—H05	111.1	C21—C20—H20A	109.6
C20—N5—H05	105.4	N5—C20—H20B	109.6
Co1—N5—H05	93.7	C21—C20—H20B	109.6
C24—O8—Co1	130.95 (15)	H20A—C20—H20B	108.1
O1—C1—C6	117.8 (2)	O7—C21—C20	111.3 (2)
O1—C1—C2	124.88 (19)	O7—C21—H21A	109.4
C6—C1—C2	117.3 (2)	C20—C21—H21A	109.4
C3—C2—C1	119.2 (2)	O7—C21—H21B	109.4
C3—C2—C7	118.3 (2)	C20—C21—H21B	109.4
C1—C2—C7	122.52 (19)	H21A—C21—H21B	108.0
C4—C3—C2	121.9 (3)	O7—C22—C23	111.8 (2)
C4—C3—H3A	119.0	O7—C22—H22A	109.3
C2—C3—H3A	119.0	C23—C22—H22A	109.3
C3—C4—C5	118.8 (3)	O7—C22—H22B	109.3
C3—C4—H4A	120.6	C23—C22—H22B	109.3
C5—C4—H4A	120.6	H22A—C22—H22B	107.9
C6—C5—C4	121.9 (2)	N5—C23—C22	110.6 (2)
C6—C5—H5A	119.1	N5—C23—H23A	109.5
C4—C5—H5A	119.1	C22—C23—H23A	109.5
C5—C6—C1	120.9 (3)	N5—C23—H23B	109.5
C5—C6—H6A	119.6	C22—C23—H23B	109.5
C1—C6—H6A	119.6	H23A—C23—H23B	108.1
N1—C7—C2	123.9 (2)	O9—C24—O8	126.0 (2)
N1—C7—H7A	118.0	O9—C24—C25	120.0 (2)
C2—C7—H7A	118.0	O8—C24—C25	113.9 (2)
O2—C8—N2	124.89 (18)	C24—C25—H25A	112.9
O2—C8—C9	116.57 (18)	C24—C25—H25B	108.9
N2—C8—C9	118.50 (18)	H25A—C25—H25B	109.0
O3—C9—C8	106.11 (16)	C24—C25—H25C	109.0
O3—C9—H9A	110.5	H25A—C25—H25C	109.0
C8—C9—H9A	110.5	H25B—C25—H25C	107.8
O1—Co1—N1—C7	−6.7 (2)	O1—C1—C2—C3	−178.3 (2)
O2—Co1—N1—C7	173.2 (2)	C6—C1—C2—C3	1.1 (4)
O8—Co1—N1—C7	135.4 (5)	O1—C1—C2—C7	0.8 (4)
N4—Co1—N1—C7	−94.66 (19)	C6—C1—C2—C7	−179.7 (2)
N5—Co1—N1—C7	87.21 (19)	C1—C2—C3—C4	−1.3 (4)
O1—Co1—N1—N2	173.68 (13)	C7—C2—C3—C4	179.5 (3)
O2—Co1—N1—N2	−6.39 (13)	C2—C3—C4—C5	0.7 (5)
O8—Co1—N1—N2	−44.2 (6)	C3—C4—C5—C6	0.2 (5)
N4—Co1—N1—N2	85.74 (14)	C4—C5—C6—C1	−0.4 (5)
N5—Co1—N1—N2	−92.39 (14)	O1—C1—C6—C5	179.2 (3)
C7—N1—N2—C8	−172.78 (19)	C2—C1—C6—C5	−0.3 (4)
Co1—N1—N2—C8	6.9 (2)	N2—N1—C7—C2	179.4 (2)
N1—Co1—O1—C1	11.83 (18)	Co1—N1—C7—C2	−0.2 (3)
O2—Co1—O1—C1	8 (4)	C3—C2—C7—N1	−175.8 (2)
O8—Co1—O1—C1	−163.58 (17)	C1—C2—C7—N1	5.0 (4)
N4—Co1—O1—C1	104.34 (18)	Co1—O2—C8—N2	−1.6 (2)
N5—Co1—O1—C1	−82.95 (18)	Co1—O2—C8—C9	−179.08 (14)
N1—Co1—O2—C8	4.34 (13)	N1—N2—C8—O2	−3.4 (3)
O1—Co1—O2—C8	8 (4)	N1—N2—C8—C9	174.08 (17)
O8—Co1—O2—C8	179.76 (13)	C10—O3—C9—C8	145.25 (19)
N4—Co1—O2—C8	−88.12 (13)	O2—C8—C9—O3	−53.3 (2)
N5—Co1—O2—C8	99.19 (14)	N2—C8—C9—O3	129.1 (2)
O5A—N3—O4A—O4B	83.6 (7)	C9—O3—C10—C11	−158.5 (2)
O5B—N3—O4A—O4B	114.4 (8)	C9—O3—C10—C15	22.9 (3)
C11—N3—O4A—O4B	−97.5 (7)	O3—C10—C11—C12	178.2 (3)
O5A—N3—O4B—O4A	−113.0 (6)	C15—C10—C11—C12	−3.1 (4)
O5B—N3—O4B—O4A	−90.7 (8)	O3—C10—C11—N3	−0.2 (3)
C11—N3—O4B—O4A	101.9 (6)	C15—C10—C11—N3	178.4 (2)
O4B—N3—O5A—O5B	138.0 (10)	O4B—N3—C11—C12	77.9 (6)
O4A—N3—O5A—O5B	98.8 (10)	O5A—N3—C11—C12	−61.8 (5)
C11—N3—O5A—O5B	−80.0 (10)	O5B—N3—C11—C12	−91.1 (5)
O4B—N3—O5B—O5A	−52.9 (12)	O4A—N3—C11—C12	119.5 (4)
O4A—N3—O5B—O5A	−96.6 (10)	O4B—N3—C11—C10	−103.6 (5)
C11—N3—O5B—O5A	114.6 (9)	O5A—N3—C11—C10	116.7 (4)
N1—Co1—N4—C19	−104.13 (15)	O5B—N3—C11—C10	87.4 (4)
O1—Co1—N4—C19	160.25 (15)	O4A—N3—C11—C10	−62.1 (4)
O2—Co1—N4—C19	−20.90 (15)	C10—C11—C12—C13	2.4 (6)
O8—Co1—N4—C19	70.13 (15)	N3—C11—C12—C13	−179.1 (4)
N5—Co1—N4—C19	61.1 (6)	C11—C12—C13—C14	0.1 (7)
N1—Co1—N4—C16	28.95 (17)	C12—C13—C14—C15	−1.9 (7)
O1—Co1—N4—C16	−66.67 (16)	C13—C14—C15—C10	1.2 (5)
O2—Co1—N4—C16	112.18 (16)	O3—C10—C15—C14	179.8 (3)
O8—Co1—N4—C16	−156.79 (16)	C11—C10—C15—C14	1.3 (4)
N5—Co1—N4—C16	−165.8 (5)	C19—N4—C16—C17	−55.2 (2)
N1—Co1—N5—C23	−116.45 (16)	Co1—N4—C16—C17	168.39 (15)
O1—Co1—N5—C23	−20.43 (16)	C18—O6—C17—C16	−57.0 (3)
O2—Co1—N5—C23	160.72 (16)	N4—C16—C17—O6	56.6 (3)
O8—Co1—N5—C23	69.20 (16)	C17—O6—C18—C19	58.7 (3)
N4—Co1—N5—C23	78.3 (6)	C16—N4—C19—C18	56.6 (2)
N1—Co1—N5—C20	17.38 (18)	Co1—N4—C19—C18	−165.10 (16)
O1—Co1—N5—C20	113.40 (17)	O6—C18—C19—N4	−59.7 (3)
O2—Co1—N5—C20	−65.45 (17)	C23—N5—C20—C21	−56.8 (3)
O8—Co1—N5—C20	−156.97 (18)	Co1—N5—C20—C21	165.69 (17)
N4—Co1—N5—C20	−147.8 (5)	C22—O7—C21—C20	−58.1 (3)
N1—Co1—O8—C24	164.9 (5)	N5—C20—C21—O7	58.7 (3)
O1—Co1—O8—C24	−52.78 (19)	C21—O7—C22—C23	58.1 (3)
O2—Co1—O8—C24	127.39 (18)	C20—N5—C23—C22	56.5 (3)
N4—Co1—O8—C24	34.91 (19)	Co1—N5—C23—C22	−164.14 (17)
N5—Co1—O8—C24	−146.26 (19)	O7—C22—C23—N5	−58.3 (3)
Co1—O1—C1—C6	169.96 (17)	Co1—O8—C24—O9	−22.7 (3)
Co1—O1—C1—C2	−10.6 (3)	Co1—O8—C24—C25	158.41 (18)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N4—H04···O9	0.92	1.96	2.753 (2)	143
N5—H05···O6^i	0.91	2.44	3.324 (3)	165

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