Chloro­bis­(di­methyl­glyoximato)(isonicotinic acid)­cobalt(III) monohydrate

In the title compound, [Co(C₄H₇N₂O₂)₂Cl(C₆H₅NO₂)]·H₂O, the two crystallographically distinct Co atoms are both coordinated by a chloride anion, an N-bonded isonicotinic acid ligand and two N,N-bidentate di­methyl­glyoximate ligands in a distorted octahedral geometry. A network of O—H...O and O—H...N hydrogen bonds helps to establish the crystal packing.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.008 Å
• H-atom completeness 96%
• R factor = 0.044
• wR factor = 0.085
• Data-to-parameter ratio = 12.1

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT035_ALERT_1_A No _chemical_absolute_configuration info given .          ?
PLAT306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) .......        O2W

Author Response: H atoms attached on O2w were not found in the Fourier map.

Alert level C
DENSD01_ALERT_1_C  The ratio of the submitted crystal density and that
            calculated from the formula is outside the range 0.99 <> 1.01
            Crystal density given    =      1.515
            Calculated crystal density =      1.548
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT044_ALERT_1_C Calculated and Reported Dx Differ ..............          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT046_ALERT_1_C Reported Z, MW and D(calc) are Inconsistent ....       1.55
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)...          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.03 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C14
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C16
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C28
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety         C3
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C18
PLAT432_ALERT_2_C Short Inter X...Y Contact  O6     ..  C15     ..       2.99 Ang.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          4
              O

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C14 H21 Cl1 Co1 N5 O7
            Atom count from the _atom_site data:  C14 H20 Cl1 Co1 N5 O7
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
           From the CIF: _cell_formula_units_Z    4
           From the CIF: _chemical_formula_sum  C14 H21 Cl1 Co1 N5 O7
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C         56.00     56.00    0.00
           H         84.00     80.00    4.00
           Cl         4.00      4.00    0.00
           Co         4.00      4.00    0.00
           N         20.00     20.00    0.00
           O         28.00     28.00    0.00
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           25.00
           From the CIF: _reflns_number_total               6172
           Count of symmetry unique reflns         3670
           Completeness (_total/calc)            168.17%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      2502
           Fraction of Friedel pairs measured     0.682
           Are heavy atom types Z>Si present          yes

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

  10 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
   1 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2002); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Chlorobis(dimethylglyoximato)(isonicotinic acid)cobalt(III) monohydrate

Crystal data

[Co(C4H7N2O2)2Cl(C6H5NO2)]·H2O	F(000) = 936
Mr = 465.74	Dx = 1.515 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 2570 reflections
a = 8.2904 (6) Å	θ = 2.4–22.4°
b = 14.2195 (8) Å	µ = 1.04 mm^−1
c = 16.9550 (7) Å	T = 295 K
β = 90.615 (4)°	Block, dark red
V = 1998.6 (2) Å^3	0.43 × 0.21 × 0.15 mm
Z = 4

Data collection

Bruker APEX area-detector diffractometer	6172 independent reflections
Radiation source: fine-focus sealed tube	4394 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.052
φ and ω scans	θmax = 25.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −9→6
Tmin = 0.665, Tmax = 0.860	k = −14→16
11170 measured reflections	l = −20→20

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.044	H-atom parameters constrained
wR(F^2) = 0.085	w = 1/[σ^2(Fo^2) + (0.0281P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.90	(Δ/σ)max = 0.017
6172 reflections	Δρmax = 0.51 e Å^−3
511 parameters	Δρmin = −0.31 e Å^−3
4 restraints	Absolute structure: Flack (1983), 2502 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.005 (16)

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
Co1	0.04567 (8)	0.15792 (5)	0.42549 (4)	0.02820 (18)
Co2	0.18420 (8)	0.14635 (5)	0.02590 (4)	0.02780 (18)
Cl1	−0.0808 (2)	0.11229 (11)	0.31601 (8)	0.0481 (4)
Cl2	0.29249 (19)	0.08588 (10)	0.13669 (7)	0.0424 (4)
O1	−0.0546 (5)	−0.0144 (3)	0.4990 (2)	0.0482 (11)
H1	0.0318	−0.0276	0.4787	0.080*
O2	−0.1310 (5)	0.3309 (3)	0.4180 (2)	0.0448 (10)
O3	0.1421 (5)	0.3295 (3)	0.3549 (2)	0.0469 (11)
H3	0.0555	0.3411	0.3757	0.080*
O4	0.2055 (5)	−0.0188 (2)	0.42416 (19)	0.0390 (10)
O5	0.3842 (6)	0.3570 (3)	0.7600 (2)	0.0627 (14)
H5	0.4273	0.3650	0.8032	0.080*
O6	0.4035 (7)	0.2058 (3)	0.7940 (2)	0.0776 (17)
O7	0.4254 (5)	0.2903 (3)	0.0258 (2)	0.0568 (12)
H7	0.3510	0.3135	0.0507	0.080*
O8	0.1964 (6)	−0.0370 (3)	−0.0415 (2)	0.0562 (13)
O9	−0.0582 (5)	0.0050 (3)	0.0273 (2)	0.0507 (12)
H9	0.0129	−0.0166	−0.0007	0.080*
O10	0.1765 (5)	0.3255 (3)	0.1035 (2)	0.0515 (12)
O11	−0.1272 (6)	0.3945 (3)	−0.2895 (2)	0.0676 (15)
H11	−0.1710	0.4118	−0.3306	0.080*
O12	−0.1723 (7)	0.2516 (3)	−0.3367 (2)	0.0788 (17)
O1W	0.5039 (7)	0.3996 (4)	0.8945 (2)	0.0787 (17)
O2W	−0.161 (2)	−0.0385 (8)	−0.2359 (7)	0.340 (8)
C1	−0.2248 (8)	0.1129 (4)	0.5102 (3)	0.0366 (16)
C2	−0.2471 (8)	0.2113 (4)	0.4860 (3)	0.0350 (15)
C3	−0.3423 (9)	0.0599 (5)	0.5598 (4)	0.073 (2)
H3A	−0.3036	−0.0029	0.5682	0.080*
H3B	−0.4452	0.0578	0.5334	0.080*
H3C	−0.3534	0.0910	0.6097	0.080*
C4	−0.3911 (7)	0.2666 (5)	0.5062 (3)	0.0549 (18)
H4A	−0.3809	0.3291	0.4853	0.080*
H4B	−0.4010	0.2697	0.5625	0.080*
H4C	−0.4853	0.2372	0.4839	0.080*
C5	0.3118 (8)	0.2039 (4)	0.3402 (3)	0.0353 (15)
C6	0.3297 (8)	0.1054 (4)	0.3591 (3)	0.0340 (15)
C7	0.4264 (8)	0.2591 (5)	0.2902 (3)	0.057 (2)
H7A	0.3885	0.3226	0.2852	0.080*
H7B	0.4326	0.2309	0.2389	0.080*
H7C	0.5314	0.2591	0.3146	0.080*
C8	0.4678 (8)	0.0461 (4)	0.3330 (4)	0.0524 (18)
H8A	0.4551	−0.0166	0.3530	0.080*
H8B	0.5669	0.0723	0.3529	0.080*
H8C	0.4701	0.0445	0.2765	0.080*
C9	0.2056 (7)	0.1280 (4)	0.5760 (3)	0.0382 (15)
H9A	0.1947	0.0651	0.5620	0.080*
C10	0.2744 (6)	0.1491 (5)	0.6478 (3)	0.0374 (13)
H10	0.3075	0.1013	0.6818	0.080*
C11	0.2942 (7)	0.2441 (4)	0.6694 (3)	0.0353 (14)
C12	0.2392 (7)	0.3125 (4)	0.6165 (3)	0.0362 (14)
H12	0.2479	0.3760	0.6291	0.080*
C13	0.1723 (7)	0.2854 (3)	0.5456 (3)	0.0306 (13)
H13	0.1385	0.3317	0.5104	0.080*
C14	0.3687 (8)	0.2666 (5)	0.7466 (3)	0.0435 (16)
C15	0.4828 (7)	0.1530 (6)	−0.0392 (3)	0.0492 (16)
C16	0.4183 (8)	0.0604 (4)	−0.0605 (3)	0.0449 (17)
C17	0.6501 (7)	0.1841 (5)	−0.0624 (3)	0.069 (2)
H17A	0.6692	0.2468	−0.0434	0.080*
H17B	0.6587	0.1831	−0.1188	0.080*
H17C	0.7286	0.1422	−0.0397	0.080*
C18	0.5076 (10)	−0.0077 (5)	−0.1098 (4)	0.094 (3)
H18A	0.4441	−0.0636	−0.1167	0.080*
H18B	0.6079	−0.0235	−0.0842	0.080*
H18C	0.5287	0.0199	−0.1603	0.080*
C19	−0.1109 (7)	0.1362 (4)	0.0989 (3)	0.0341 (14)
C20	−0.0438 (7)	0.2282 (4)	0.1193 (3)	0.0362 (15)
C21	−0.2664 (8)	0.0992 (5)	0.1275 (3)	0.061 (2)
H21A	−0.2833	0.0371	0.1069	0.080*
H21B	−0.3524	0.1396	0.1099	0.080*
H21C	−0.2644	0.0971	0.1840	0.080*
C22	−0.1262 (9)	0.2953 (5)	0.1745 (3)	0.067 (2)
H22A	−0.0633	0.3517	0.1794	0.080*
H22B	−0.1367	0.2664	0.2253	0.080*
H22C	−0.2313	0.3105	0.1538	0.080*
C23	0.0323 (6)	0.1391 (4)	−0.1287 (3)	0.0312 (13)
H23	0.0420	0.0745	−0.1212	0.080*
C24	−0.0370 (7)	0.1716 (4)	−0.1972 (3)	0.0387 (15)
H24	−0.0726	0.1292	−0.2353	0.080*
C25	−0.0541 (7)	0.2675 (4)	−0.2098 (3)	0.0323 (13)
C26	0.0042 (7)	0.3275 (4)	−0.1511 (3)	0.0359 (14)
H26	−0.0044	0.3924	−0.1570	0.080*
C27	0.0748 (7)	0.2899 (4)	−0.0842 (3)	0.0338 (14)
H27	0.1158	0.3305	−0.0460	0.080*
C28	−0.1275 (8)	0.3018 (4)	−0.2863 (3)	0.0437 (16)
N1	−0.0915 (6)	0.0767 (3)	0.4834 (2)	0.0329 (12)
N2	−0.1282 (6)	0.2428 (3)	0.4458 (2)	0.0347 (12)
N3	0.1806 (6)	0.2398 (3)	0.3676 (2)	0.0309 (11)
N4	0.2128 (6)	0.0729 (3)	0.4015 (2)	0.0321 (12)
N5	0.1532 (5)	0.1937 (3)	0.5247 (2)	0.0282 (11)
N6	0.3835 (6)	0.2035 (3)	0.0014 (2)	0.0377 (12)
N7	0.2759 (6)	0.0450 (3)	−0.0313 (2)	0.0401 (13)
N8	−0.0146 (6)	0.0896 (3)	0.0529 (2)	0.0345 (12)
N9	0.0965 (6)	0.2440 (3)	0.0886 (2)	0.0346 (12)
N10	0.0868 (5)	0.1975 (3)	−0.0720 (2)	0.0251 (11)
H2W	0.601 (2)	0.416 (4)	0.897 (3)	0.038*
H1W	0.482 (5)	0.371 (3)	0.9370 (16)	0.038*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0296 (4)	0.0275 (4)	0.0275 (4)	−0.0009 (4)	0.0005 (3)	−0.0023 (4)
Co2	0.0270 (4)	0.0297 (4)	0.0267 (4)	0.0022 (4)	−0.0002 (3)	0.0020 (4)
Cl1	0.0511 (11)	0.0580 (10)	0.0351 (8)	−0.0018 (8)	−0.0097 (7)	−0.0086 (7)
Cl2	0.0408 (10)	0.0553 (10)	0.0309 (8)	0.0095 (8)	−0.0051 (7)	0.0079 (7)
O1	0.053 (3)	0.028 (2)	0.064 (3)	−0.009 (2)	0.013 (2)	0.0012 (19)
O2	0.053 (3)	0.030 (2)	0.051 (2)	0.012 (2)	−0.004 (2)	0.0056 (18)
O3	0.061 (3)	0.031 (2)	0.049 (2)	−0.004 (2)	0.016 (2)	0.0087 (19)
O4	0.054 (3)	0.029 (2)	0.033 (2)	0.009 (2)	−0.0020 (19)	−0.0080 (17)
O5	0.093 (4)	0.051 (3)	0.043 (3)	−0.021 (3)	−0.023 (2)	−0.003 (2)
O6	0.121 (5)	0.067 (3)	0.044 (3)	−0.003 (3)	−0.036 (3)	0.002 (2)
O7	0.048 (3)	0.071 (3)	0.051 (3)	−0.024 (3)	0.004 (2)	−0.011 (2)
O8	0.089 (4)	0.026 (2)	0.054 (3)	0.001 (2)	0.001 (2)	0.0011 (19)
O9	0.064 (3)	0.039 (3)	0.049 (2)	−0.019 (2)	0.001 (2)	0.0011 (19)
O10	0.077 (4)	0.035 (2)	0.043 (2)	−0.009 (2)	0.001 (2)	−0.0090 (19)
O11	0.116 (5)	0.045 (3)	0.042 (2)	0.015 (3)	−0.024 (3)	0.013 (2)
O12	0.134 (5)	0.056 (3)	0.045 (3)	−0.005 (3)	−0.043 (3)	0.002 (2)
O1W	0.115 (5)	0.078 (4)	0.042 (3)	−0.049 (4)	−0.027 (3)	0.012 (2)
O2W	0.51 (2)	0.189 (13)	0.319 (14)	0.004 (13)	0.012 (15)	−0.043 (9)
C1	0.035 (4)	0.044 (4)	0.031 (3)	−0.010 (3)	0.002 (3)	−0.006 (3)
C2	0.034 (4)	0.042 (4)	0.029 (3)	−0.003 (3)	−0.005 (3)	−0.008 (3)
C3	0.054 (5)	0.075 (6)	0.091 (5)	−0.017 (4)	0.024 (5)	0.005 (4)
C4	0.030 (4)	0.081 (5)	0.054 (4)	0.003 (4)	−0.002 (3)	−0.005 (4)
C5	0.030 (4)	0.047 (4)	0.029 (3)	−0.010 (3)	0.003 (3)	−0.007 (3)
C6	0.033 (4)	0.043 (4)	0.027 (3)	−0.001 (3)	0.002 (3)	−0.016 (3)
C7	0.053 (5)	0.065 (5)	0.054 (4)	−0.011 (4)	0.018 (4)	−0.003 (3)
C8	0.039 (4)	0.058 (4)	0.061 (4)	0.016 (4)	0.013 (4)	−0.004 (3)
C9	0.047 (4)	0.029 (4)	0.039 (3)	0.004 (3)	−0.003 (3)	0.002 (3)
C10	0.044 (4)	0.035 (3)	0.032 (3)	0.008 (4)	−0.004 (3)	0.001 (3)
C11	0.036 (4)	0.043 (4)	0.027 (3)	−0.005 (3)	0.002 (3)	−0.002 (3)
C12	0.043 (4)	0.032 (3)	0.034 (3)	−0.006 (3)	0.001 (3)	−0.002 (3)
C13	0.035 (4)	0.025 (3)	0.032 (3)	0.001 (3)	−0.002 (3)	−0.005 (2)
C14	0.057 (5)	0.047 (4)	0.026 (3)	−0.012 (3)	−0.004 (3)	0.005 (3)
C15	0.030 (3)	0.083 (5)	0.034 (3)	0.009 (5)	0.004 (3)	0.034 (4)
C16	0.047 (4)	0.051 (4)	0.038 (4)	0.030 (4)	0.014 (3)	0.015 (3)
C17	0.034 (4)	0.122 (7)	0.051 (4)	0.010 (4)	−0.001 (3)	0.041 (4)
C18	0.110 (8)	0.086 (6)	0.086 (6)	0.068 (6)	0.042 (5)	0.018 (5)
C19	0.030 (3)	0.046 (4)	0.027 (3)	0.009 (3)	0.001 (2)	0.007 (3)
C20	0.041 (4)	0.038 (4)	0.030 (3)	0.016 (3)	0.002 (3)	0.008 (3)
C21	0.035 (4)	0.106 (6)	0.042 (4)	−0.010 (4)	0.002 (3)	0.014 (4)
C22	0.089 (6)	0.058 (5)	0.056 (4)	0.031 (4)	0.025 (4)	0.012 (3)
C23	0.038 (3)	0.028 (3)	0.027 (3)	0.005 (3)	0.000 (2)	−0.001 (2)
C24	0.049 (4)	0.037 (4)	0.030 (3)	−0.002 (3)	−0.001 (3)	−0.006 (3)
C25	0.035 (4)	0.035 (3)	0.027 (3)	0.001 (3)	0.006 (3)	0.004 (2)
C26	0.049 (4)	0.027 (3)	0.032 (3)	−0.004 (3)	−0.002 (3)	−0.002 (2)
C27	0.044 (4)	0.025 (3)	0.032 (3)	0.003 (3)	0.000 (3)	−0.002 (2)
C28	0.050 (4)	0.042 (4)	0.039 (4)	0.003 (3)	−0.003 (3)	0.010 (3)
N1	0.035 (3)	0.029 (3)	0.035 (3)	0.001 (2)	−0.003 (2)	−0.003 (2)
N2	0.033 (3)	0.036 (3)	0.035 (3)	0.003 (2)	−0.005 (2)	−0.003 (2)
N3	0.038 (3)	0.025 (3)	0.029 (3)	−0.008 (2)	0.002 (2)	0.001 (2)
N4	0.038 (3)	0.032 (3)	0.027 (2)	0.003 (2)	−0.005 (2)	−0.005 (2)
N5	0.023 (3)	0.033 (3)	0.029 (2)	0.001 (2)	0.005 (2)	0.001 (2)
N6	0.032 (3)	0.053 (3)	0.029 (3)	0.000 (3)	0.003 (2)	0.007 (2)
N7	0.046 (4)	0.043 (3)	0.031 (3)	0.013 (3)	−0.002 (3)	0.007 (2)
N8	0.038 (3)	0.033 (3)	0.032 (3)	−0.005 (3)	−0.005 (2)	0.012 (2)
N9	0.046 (3)	0.036 (3)	0.021 (2)	0.007 (3)	0.000 (2)	0.003 (2)
N10	0.022 (3)	0.028 (3)	0.026 (2)	0.000 (2)	0.007 (2)	0.0022 (19)

Geometric parameters (Å, º)

Co1—N4	1.887 (5)	C7—H7B	0.9600
Co1—N3	1.895 (4)	C7—H7C	0.9600
Co1—N1	1.901 (5)	C8—H8A	0.9600
Co1—N2	1.914 (5)	C8—H8B	0.9600
Co1—N5	1.962 (4)	C8—H8C	0.9600
Co1—Cl1	2.2190 (15)	C9—N5	1.345 (6)
Co2—N6	1.891 (5)	C9—C10	1.373 (7)
Co2—N8	1.896 (5)	C9—H9A	0.9300
Co2—N9	1.898 (4)	C10—C11	1.409 (8)
Co2—N7	1.900 (5)	C10—H10	0.9300
Co2—N10	1.977 (4)	C11—C12	1.397 (7)
Co2—Cl2	2.2444 (15)	C11—C14	1.476 (7)
O1—N1	1.357 (5)	C12—C13	1.373 (7)
O1—H1	0.8200	C12—H12	0.9300
O2—N2	1.339 (5)	C13—N5	1.360 (6)
O3—N3	1.332 (5)	C13—H13	0.9300
O3—H3	0.8200	C15—N6	1.295 (7)
O4—N4	1.360 (5)	C15—C16	1.465 (10)
O5—C14	1.311 (7)	C15—C17	1.512 (8)
O5—H5	0.8200	C16—N7	1.303 (7)
O6—C14	1.213 (7)	C16—C18	1.482 (8)
O7—N6	1.347 (5)	C17—H17A	0.9600
O7—H7	0.8200	C17—H17B	0.9600
O8—N7	1.350 (6)	C17—H17C	0.9600
O9—N8	1.328 (5)	C18—H18A	0.9600
O9—H9	0.8200	C18—H18B	0.9600
O10—N9	1.357 (6)	C18—H18C	0.9600
O11—C28	1.319 (7)	C19—N8	1.303 (6)
O11—H11	0.8200	C19—C20	1.462 (8)
O12—C28	1.170 (7)	C19—C21	1.478 (8)
O1W—H2W	0.843 (10)	C20—N9	1.299 (7)
O1W—H1W	0.85 (3)	C20—C22	1.504 (7)
C1—N1	1.304 (7)	C21—H21A	0.9600
C1—C2	1.469 (7)	C21—H21B	0.9600
C1—C3	1.498 (8)	C21—H21C	0.9600
C2—N2	1.285 (7)	C22—H22A	0.9600
C2—C4	1.474 (8)	C22—H22B	0.9600
C3—H3A	0.9600	C22—H22C	0.9600
C3—H3B	0.9600	C23—N10	1.344 (6)
C3—H3C	0.9600	C23—C24	1.371 (7)
C4—H4A	0.9600	C23—H23	0.9300
C4—H4B	0.9600	C24—C25	1.387 (8)
C4—H4C	0.9600	C24—H24	0.9300
C5—N3	1.292 (7)	C25—C26	1.394 (7)
C5—C6	1.445 (7)	C25—C28	1.508 (7)
C5—C7	1.501 (8)	C26—C27	1.379 (7)
C6—N4	1.298 (7)	C26—H26	0.9300
C6—C8	1.492 (8)	C27—N10	1.333 (6)
C7—H7A	0.9600	C27—H27	0.9300
N4—Co1—N3	80.96 (18)	O6—C14—O5	124.1 (5)
N4—Co1—N1	99.6 (2)	O6—C14—C11	121.8 (6)
N3—Co1—N1	179.4 (2)	O5—C14—C11	113.9 (5)
N4—Co1—N2	177.60 (19)	N6—C15—C16	113.3 (5)
N3—Co1—N2	99.0 (2)	N6—C15—C17	124.5 (8)
N1—Co1—N2	80.45 (19)	C16—C15—C17	122.2 (6)
N4—Co1—N5	91.33 (18)	N7—C16—C15	112.8 (5)
N3—Co1—N5	91.11 (18)	N7—C16—C18	124.3 (7)
N1—Co1—N5	89.08 (18)	C15—C16—C18	122.9 (6)
N2—Co1—N5	91.07 (18)	C15—C17—H17A	109.5
N4—Co1—Cl1	88.49 (13)	C15—C17—H17B	109.5
N3—Co1—Cl1	91.30 (14)	H17A—C17—H17B	109.5
N1—Co1—Cl1	88.52 (14)	C15—C17—H17C	109.5
N2—Co1—Cl1	89.11 (14)	H17A—C17—H17C	109.5
N5—Co1—Cl1	177.53 (13)	H17B—C17—H17C	109.5
N6—Co2—N8	178.7 (2)	C16—C18—H18A	109.5
N6—Co2—N9	98.6 (2)	C16—C18—H18B	109.5
N8—Co2—N9	80.6 (2)	H18A—C18—H18B	109.5
N6—Co2—N7	81.8 (2)	C16—C18—H18C	109.5
N8—Co2—N7	98.9 (2)	H18A—C18—H18C	109.5
N9—Co2—N7	176.67 (19)	H18B—C18—H18C	109.5
N6—Co2—N10	90.42 (18)	N8—C19—C20	111.3 (5)
N8—Co2—N10	90.64 (17)	N8—C19—C21	123.8 (6)
N9—Co2—N10	92.62 (17)	C20—C19—C21	124.8 (5)
N7—Co2—N10	90.68 (17)	N9—C20—C19	113.5 (5)
N6—Co2—Cl2	90.35 (14)	N9—C20—C22	123.7 (6)
N8—Co2—Cl2	88.60 (13)	C19—C20—C22	122.7 (6)
N9—Co2—Cl2	87.94 (13)	C19—C21—H21A	109.5
N7—Co2—Cl2	88.76 (14)	C19—C21—H21B	109.5
N10—Co2—Cl2	178.98 (14)	H21A—C21—H21B	109.5
N1—O1—H1	109.5	C19—C21—H21C	109.5
N3—O3—H3	109.5	H21A—C21—H21C	109.5
C14—O5—H5	109.5	H21B—C21—H21C	109.5
N6—O7—H7	109.5	C20—C22—H22A	109.5
N8—O9—H9	109.5	C20—C22—H22B	109.5
C28—O11—H11	109.5	H22A—C22—H22B	109.5
H2W—O1W—H1W	108 (4)	C20—C22—H22C	109.5
N1—C1—C2	112.5 (6)	H22A—C22—H22C	109.5
N1—C1—C3	123.8 (6)	H22B—C22—H22C	109.5
C2—C1—C3	123.7 (6)	N10—C23—C24	122.1 (5)
N2—C2—C1	112.7 (6)	N10—C23—H23	118.9
N2—C2—C4	124.4 (6)	C24—C23—H23	118.9
C1—C2—C4	122.9 (6)	C23—C24—C25	120.2 (5)
C1—C3—H3A	109.5	C23—C24—H24	119.9
C1—C3—H3B	109.5	C25—C24—H24	119.9
H3A—C3—H3B	109.5	C24—C25—C26	117.2 (5)
C1—C3—H3C	109.5	C24—C25—C28	119.4 (5)
H3A—C3—H3C	109.5	C26—C25—C28	123.3 (5)
H3B—C3—H3C	109.5	C27—C26—C25	119.3 (5)
C2—C4—H4A	109.5	C27—C26—H26	120.3
C2—C4—H4B	109.5	C25—C26—H26	120.3
H4A—C4—H4B	109.5	N10—C27—C26	122.7 (5)
C2—C4—H4C	109.5	N10—C27—H27	118.6
H4A—C4—H4C	109.5	C26—C27—H27	118.6
H4B—C4—H4C	109.5	O12—C28—O11	125.5 (6)
N3—C5—C6	112.8 (6)	O12—C28—C25	123.5 (6)
N3—C5—C7	122.5 (6)	O11—C28—C25	110.9 (5)
C6—C5—C7	124.6 (6)	C1—N1—O1	119.9 (5)
N4—C6—C5	113.1 (6)	C1—N1—Co1	117.0 (4)
N4—C6—C8	122.9 (6)	O1—N1—Co1	123.1 (3)
C5—C6—C8	124.0 (6)	C2—N2—O2	120.2 (5)
C5—C7—H7A	109.5	C2—N2—Co1	117.3 (4)
C5—C7—H7B	109.5	O2—N2—Co1	122.5 (4)
H7A—C7—H7B	109.5	C5—N3—O3	121.4 (5)
C5—C7—H7C	109.5	C5—N3—Co1	116.6 (4)
H7A—C7—H7C	109.5	O3—N3—Co1	122.0 (3)
H7B—C7—H7C	109.5	C6—N4—O4	122.2 (5)
C6—C8—H8A	109.5	C6—N4—Co1	116.5 (4)
C6—C8—H8B	109.5	O4—N4—Co1	121.2 (4)
H8A—C8—H8B	109.5	C9—N5—C13	117.5 (4)
C6—C8—H8C	109.5	C9—N5—Co1	121.0 (3)
H8A—C8—H8C	109.5	C13—N5—Co1	121.5 (3)
H8B—C8—H8C	109.5	C15—N6—O7	120.5 (5)
N5—C9—C10	123.4 (5)	C15—N6—Co2	116.2 (5)
N5—C9—H9A	118.3	O7—N6—Co2	123.3 (4)
C10—C9—H9A	118.3	C16—N7—O8	122.7 (5)
C9—C10—C11	119.1 (5)	C16—N7—Co2	115.8 (5)
C9—C10—H10	120.5	O8—N7—Co2	121.5 (4)
C11—C10—H10	120.5	C19—N8—O9	119.4 (5)
C12—C11—C10	117.7 (5)	C19—N8—Co2	117.9 (4)
C12—C11—C14	123.3 (5)	O9—N8—Co2	122.7 (4)
C10—C11—C14	119.0 (5)	C20—N9—O10	120.7 (5)
C13—C12—C11	119.5 (5)	C20—N9—Co2	116.6 (4)
C13—C12—H12	120.2	O10—N9—Co2	122.6 (4)
C11—C12—H12	120.2	C27—N10—C23	118.3 (4)
N5—C13—C12	122.8 (5)	C27—N10—Co2	121.4 (4)
N5—C13—H13	118.6	C23—N10—Co2	120.3 (3)
C12—C13—H13	118.6

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O4	0.82	1.72	2.515 (5)	161
O1—H1···N4	0.82	2.46	3.045 (6)	129
O3—H3···O2	0.82	1.72	2.514 (5)	163
O3—H3···N2	0.82	2.39	2.998 (6)	131
O5—H5···O1W	0.82	1.74	2.550 (5)	171
O7—H7···O10	0.82	1.72	2.511 (6)	162
O7—H7···N9	0.82	2.42	3.011 (6)	129
O9—H9···O8	0.82	1.70	2.495 (6)	162
O9—H9···N7	0.82	2.41	3.007 (7)	130
O11—H11···O4^i	0.82	1.89	2.669 (5)	159
O1W—H1W···O7^ii	0.85 (3)	1.95 (3)	2.797 (6)	172 (5)
O1W—H2W···Cl2^iii	0.84 (2)	2.64 (5)	3.188 (6)	125 (4)

Symmetry codes: (i) −x, y+1/2, −z; (ii) x, y, z+1; (iii) −x+1, y+1/2, −z+1.