Crystal structure of bis­[tris­(1,10-phenanthroline-κ²N,N′)cobalt(II)] tetra­nitrate N,N′-(1,4-phenyl­enedicarbon­yl)diglycine solvate octa­hydrate

The complex cation of the title compound includes one Co^II atom with a distorted octa­hedral coordination environment defined by six N atoms from three bidentate phenanthroline ligands. The non-coordinating N,N′-(1,4-phenyl­enedicarbon­yl)diglycine ligand links the cationic building blocks via C—H...O contacts and through lone-pair...π inter­actions. Further observed non-covalent inter­actions contribute to the consolidation of the supra­molecular network.

Key indicators

• Single-crystal X-ray study
• T = 223 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.074
• wR factor = 0.154
• Data-to-parameter ratio = 12.8

checkCIF/PLATON results

No syntax errors found



Alert level C
RINTA01_ALERT_3_C  The value of Rint is greater than 0.12
            Rint given   0.138
PLAT020_ALERT_3_C The value of Rint is greater than 0.12 .........      0.138 Report
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors of          N9 Check
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors of          N8 Check
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.3 Note
PLAT341_ALERT_3_C Low Bond Precision on  C-C Bonds ...............     0.0081 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H41B   ..  O6      ..       2.67 Ang.
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......     10.702 Check
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      2.427 Check
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         29 Report

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         13 Note
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT045_ALERT_1_G Calculated and Reported Z Differ by ............       2.00 Ratio
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          8 Report
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          8 Note
PLAT899_ALERT_4_G SHELXL97   is Deprecated and Succeeded by SHELXL       2014 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Th(Min) ...          2 Report
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          7 Note

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
  10 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   8 ALERT level G = General information/check it is not something unexpected

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

---

Computing details

Data collection: X-AREA (Stoe & Cie, 2008); cell refinement: X-AREA (Stoe & Cie, 2008); data reduction: X-AREA (Stoe & Cie, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2007); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

Bis[tris(1,10-phenanthroline-κ²N,N')cobalt(II)] tetranitrate N,N'-(1,4-phenylenedicarbonyl)diglycine monosolvate octahydrate

Crystal data

[Co(C12H8N2)3]2(NO3)4·C12H12N2O6·8H2O	Z = 1
Mr = 1871.48	F(000) = 968.0
Triclinic, P1	Dx = 1.473 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.6663 (18) Å	Cell parameters from 7956 reflections
b = 14.314 (2) Å	θ = 1.0–25.7°
c = 14.573 (3) Å	µ = 0.49 mm^−1
α = 85.403 (13)°	T = 223 K
β = 73.421 (14)°	Block, orange
γ = 82.020 (12)°	0.25 × 0.23 × 0.15 mm
V = 2109.8 (6) Å^3

Data collection

Stoe IPDS 2 diffractometer	7956 independent reflections
Radiation source: fine-focus sealed tube	4701 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.138
ω–scans	θmax = 25.7°, θmin = 2.0°
Absorption correction: numerical (X-AREA; Stoe, 2008)	h = −13→13
Tmin = 0.819, Tmax = 0.961	k = −17→17
21841 measured reflections	l = −17→17

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)] = 0.074	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.154	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0452P)^2 + 0.3752P] where P = (Fo^2 + 2Fc^2)/3
7956 reflections	(Δ/σ)max = 0.001
621 parameters	Δρmax = 0.43 e Å^−3
8 restraints	Δρmin = −0.49 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
Co	0.04386 (7)	0.23362 (5)	0.27813 (5)	0.03230 (18)
O1	−0.0043 (5)	0.7504 (2)	0.0769 (4)	0.0732 (15)
O2	0.3407 (4)	0.6495 (3)	0.0417 (3)	0.0512 (9)
O3	0.2889 (4)	0.5625 (2)	0.1806 (3)	0.0471 (9)
H31	0.342 (5)	0.519 (3)	0.154 (4)	0.071*
O4	0.3317 (4)	0.9176 (3)	0.1619 (4)	0.0686 (13)
O5	0.4745 (6)	0.9491 (4)	0.2281 (4)	0.1008 (19)
O6	0.4044 (5)	0.8125 (4)	0.2524 (4)	0.0841 (15)
O7	0.5194 (5)	0.5579 (4)	0.2754 (4)	0.0834 (15)
O8	0.6586 (5)	0.5272 (4)	0.3545 (4)	0.101 (2)
O9	0.6425 (4)	0.4256 (3)	0.2564 (3)	0.0613 (11)
O10	0.4710 (4)	0.4210 (3)	0.1299 (3)	0.0468 (9)
H10A	0.521 (5)	0.428 (4)	0.165 (3)	0.049 (16)*
H10B	0.528 (5)	0.407 (5)	0.081 (3)	0.07 (2)*
O11	0.6055 (6)	0.7456 (4)	0.3503 (4)	0.0780 (15)
H11A	0.604 (7)	0.689 (6)	0.339 (6)	0.09 (3)*
H11B	0.557 (8)	0.767 (6)	0.307 (6)	0.10 (3)*
O12	0.5530 (7)	0.1406 (5)	0.4875 (6)	0.114 (2)
H12A	0.494 (9)	0.151 (9)	0.543 (5)	0.171*
H12B	0.509 (10)	0.121 (8)	0.451 (7)	0.171*
O13	0.4193 (7)	0.0330 (5)	0.4067 (6)	0.115 (2)
H13A	0.453 (11)	0.014 (9)	0.347 (4)	0.172*
H13B	0.392 (12)	−0.009 (7)	0.454 (6)	0.172*
N1	0.0324 (4)	0.3664 (3)	0.2003 (3)	0.0368 (10)
N2	0.2048 (4)	0.2094 (3)	0.1525 (3)	0.0349 (9)
N3	−0.1049 (4)	0.1827 (3)	0.2298 (3)	0.0387 (10)
N4	0.0544 (4)	0.0889 (3)	0.3308 (3)	0.0384 (10)
N5	−0.0900 (4)	0.2861 (3)	0.4089 (3)	0.0354 (9)
N6	0.1757 (4)	0.2817 (3)	0.3482 (3)	0.0360 (9)
N7	0.1534 (5)	0.8007 (3)	0.1288 (3)	0.0419 (10)
H7	0.201 (6)	0.840 (4)	0.130 (5)	0.08 (2)*
N8	0.6071 (4)	0.5025 (4)	0.2970 (3)	0.0479 (11)
N9	0.4026 (5)	0.8936 (4)	0.2152 (4)	0.0558 (13)
C1	−0.0530 (5)	0.4428 (3)	0.2256 (4)	0.0406 (12)
H1	−0.1207	0.4403	0.2832	0.049*
C2	−0.0458 (6)	0.5276 (4)	0.1695 (4)	0.0484 (14)
H2	−0.1077	0.5807	0.1891	0.058*
C3	0.0531 (6)	0.5313 (4)	0.0858 (4)	0.0485 (14)
H3	0.0591	0.5875	0.0477	0.058*
C4	0.1455 (5)	0.4523 (3)	0.0564 (4)	0.0395 (12)
C5	0.2511 (6)	0.4493 (4)	−0.0297 (4)	0.0515 (15)
H5	0.2589	0.5029	−0.0717	0.062*
C6	0.3392 (6)	0.3729 (4)	−0.0528 (4)	0.0527 (15)
H6	0.4086	0.3742	−0.1094	0.063*
C7	0.3288 (5)	0.2884 (4)	0.0086 (4)	0.0426 (12)
C8	0.4200 (5)	0.2073 (4)	−0.0091 (4)	0.0521 (14)
H8	0.4932	0.2057	−0.0635	0.062*
C9	0.4024 (6)	0.1303 (4)	0.0529 (4)	0.0542 (15)
H9	0.4634	0.0754	0.0420	0.065*
C10	0.2927 (5)	0.1345 (4)	0.1325 (4)	0.0430 (12)
H10	0.2807	0.0809	0.1743	0.052*
C11	0.2233 (5)	0.2870 (3)	0.0916 (3)	0.0326 (10)
C12	0.1301 (5)	0.3703 (3)	0.1167 (3)	0.0342 (11)
C13	−0.1832 (5)	0.2285 (4)	0.1819 (4)	0.0464 (13)
H13	−0.1734	0.2921	0.1637	0.056*
C14	−0.2807 (6)	0.1887 (4)	0.1562 (5)	0.0564 (15)
H14	−0.3334	0.2244	0.1210	0.068*
C15	−0.2969 (6)	0.0969 (5)	0.1837 (5)	0.0617 (17)
H15	−0.3618	0.0684	0.1679	0.074*
C16	−0.2172 (6)	0.0455 (4)	0.2353 (4)	0.0536 (15)
C17	−0.2252 (7)	−0.0525 (5)	0.2653 (5)	0.0682 (19)
H17	−0.2886	−0.0843	0.2514	0.082*
C18	−0.1424 (7)	−0.0990 (4)	0.3130 (5)	0.0673 (19)
H18	−0.1496	−0.1629	0.3313	0.081*
C19	−0.0449 (6)	−0.0555 (4)	0.3367 (4)	0.0500 (14)
C20	0.0441 (6)	−0.1004 (4)	0.3847 (4)	0.0574 (15)
H20	0.0426	−0.1648	0.4028	0.069*
C21	0.1334 (6)	−0.0522 (4)	0.4060 (4)	0.0538 (15)
H21	0.1931	−0.0827	0.4386	0.065*
C22	0.1340 (5)	0.0449 (4)	0.3776 (4)	0.0483 (13)
H22	0.1940	0.0788	0.3932	0.058*
C23	−0.0350 (5)	0.0412 (3)	0.3087 (4)	0.0413 (12)
C24	−0.1207 (5)	0.0913 (3)	0.2575 (4)	0.0403 (12)
C25	−0.2189 (5)	0.2880 (4)	0.4380 (4)	0.0496 (14)
H25	−0.2604	0.2593	0.4007	0.060*
C26	−0.2979 (6)	0.3309 (4)	0.5225 (4)	0.0554 (15)
H26	−0.3896	0.3299	0.5414	0.066*
C27	−0.2384 (6)	0.3743 (4)	0.5767 (4)	0.0504 (14)
H27	−0.2895	0.4050	0.6322	0.060*
C28	−0.1017 (5)	0.3724 (3)	0.5489 (3)	0.0387 (11)
C29	−0.0309 (6)	0.4149 (4)	0.6016 (4)	0.0456 (13)
H29	−0.0781	0.4458	0.6580	0.055*
C30	0.1008 (6)	0.4115 (4)	0.5725 (4)	0.0466 (13)
H30	0.1441	0.4385	0.6098	0.056*
C31	0.1770 (5)	0.3674 (3)	0.4854 (4)	0.0414 (12)
C32	0.3140 (6)	0.3644 (4)	0.4507 (4)	0.0504 (14)
H32	0.3614	0.3919	0.4847	0.061*
C33	0.3780 (5)	0.3213 (4)	0.3674 (4)	0.0522 (14)
H33	0.4700	0.3191	0.3429	0.063*
C34	0.3053 (5)	0.2801 (4)	0.3186 (4)	0.0439 (12)
H34	0.3511	0.2497	0.2616	0.053*
C35	0.1110 (5)	0.3250 (3)	0.4311 (3)	0.0348 (11)
C36	−0.0303 (5)	0.3275 (3)	0.4638 (3)	0.0347 (11)
C37	−0.0689 (6)	0.9267 (4)	−0.0025 (4)	0.0510 (15)
H37	−0.1166	0.8767	−0.0044	0.061*
C38	0.1019 (6)	0.9861 (4)	0.0429 (5)	0.0528 (15)
H38	0.1712	0.9774	0.0719	0.063*
C39	0.0323 (5)	0.9110 (3)	0.0405 (4)	0.0429 (13)
C40	0.0587 (6)	0.8137 (3)	0.0836 (4)	0.0450 (13)
C41	0.1763 (5)	0.7131 (3)	0.1820 (4)	0.0424 (12)
H41A	0.0929	0.6861	0.2063	0.051*
H41B	0.2040	0.7272	0.2374	0.051*
C42	0.2788 (5)	0.6397 (3)	0.1250 (4)	0.0371 (11)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co	0.0358 (4)	0.0300 (3)	0.0299 (3)	−0.0081 (3)	−0.0054 (3)	−0.0008 (3)
O1	0.101 (4)	0.026 (2)	0.121 (4)	−0.015 (2)	−0.076 (3)	0.010 (2)
O2	0.061 (3)	0.050 (2)	0.038 (2)	−0.0048 (18)	−0.0070 (19)	−0.0001 (17)
O3	0.058 (2)	0.033 (2)	0.049 (2)	0.0051 (17)	−0.0179 (19)	0.0010 (17)
O4	0.074 (3)	0.043 (2)	0.105 (4)	−0.004 (2)	−0.053 (3)	−0.002 (2)
O5	0.107 (4)	0.111 (4)	0.114 (5)	−0.058 (4)	−0.057 (4)	0.000 (4)
O6	0.098 (4)	0.073 (3)	0.084 (4)	−0.015 (3)	−0.037 (3)	0.028 (3)
O7	0.074 (3)	0.102 (4)	0.063 (3)	0.021 (3)	−0.017 (3)	−0.002 (3)
O8	0.078 (3)	0.143 (5)	0.100 (4)	0.009 (3)	−0.047 (3)	−0.069 (4)
O9	0.057 (3)	0.056 (3)	0.068 (3)	−0.011 (2)	−0.006 (2)	−0.017 (2)
O10	0.048 (2)	0.050 (2)	0.042 (2)	−0.0005 (18)	−0.012 (2)	−0.0065 (18)
O11	0.089 (4)	0.070 (3)	0.086 (4)	−0.027 (3)	−0.036 (3)	0.006 (3)
O12	0.122 (6)	0.113 (5)	0.123 (6)	−0.050 (4)	−0.040 (4)	−0.019 (4)
O13	0.109 (5)	0.108 (5)	0.149 (7)	0.004 (4)	−0.068 (5)	−0.040 (5)
N1	0.045 (2)	0.029 (2)	0.039 (2)	−0.0075 (18)	−0.013 (2)	−0.0074 (18)
N2	0.041 (2)	0.029 (2)	0.034 (2)	−0.0050 (18)	−0.0084 (18)	−0.0033 (17)
N3	0.042 (2)	0.034 (2)	0.041 (2)	−0.0054 (19)	−0.013 (2)	−0.0021 (19)
N4	0.041 (2)	0.036 (2)	0.038 (2)	−0.0077 (19)	−0.0090 (19)	−0.0002 (18)
N5	0.033 (2)	0.033 (2)	0.039 (2)	−0.0078 (17)	−0.0062 (18)	−0.0014 (17)
N6	0.039 (2)	0.034 (2)	0.033 (2)	−0.0110 (18)	−0.0045 (18)	0.0001 (17)
N7	0.051 (3)	0.029 (2)	0.051 (3)	−0.002 (2)	−0.025 (2)	−0.0001 (19)
N8	0.031 (2)	0.061 (3)	0.049 (3)	−0.011 (2)	−0.004 (2)	−0.006 (2)
N9	0.049 (3)	0.061 (3)	0.058 (3)	−0.006 (2)	−0.014 (3)	−0.011 (3)
C1	0.045 (3)	0.031 (3)	0.047 (3)	−0.001 (2)	−0.015 (2)	−0.007 (2)
C2	0.058 (4)	0.027 (3)	0.069 (4)	0.001 (2)	−0.033 (3)	−0.009 (3)
C3	0.064 (4)	0.035 (3)	0.060 (4)	−0.015 (3)	−0.037 (3)	0.008 (3)
C4	0.054 (3)	0.031 (3)	0.042 (3)	−0.017 (2)	−0.026 (3)	0.012 (2)
C5	0.060 (4)	0.055 (4)	0.047 (3)	−0.028 (3)	−0.024 (3)	0.018 (3)
C6	0.059 (4)	0.065 (4)	0.036 (3)	−0.026 (3)	−0.011 (3)	0.012 (3)
C7	0.043 (3)	0.049 (3)	0.036 (3)	−0.016 (2)	−0.005 (2)	−0.009 (2)
C8	0.045 (3)	0.058 (4)	0.048 (3)	−0.011 (3)	0.004 (3)	−0.020 (3)
C9	0.048 (3)	0.046 (3)	0.059 (4)	0.005 (3)	0.001 (3)	−0.024 (3)
C10	0.044 (3)	0.035 (3)	0.044 (3)	−0.005 (2)	−0.001 (2)	−0.007 (2)
C11	0.036 (3)	0.036 (3)	0.027 (2)	−0.006 (2)	−0.009 (2)	−0.0019 (19)
C12	0.037 (3)	0.034 (3)	0.037 (3)	−0.009 (2)	−0.018 (2)	−0.001 (2)
C13	0.054 (3)	0.040 (3)	0.052 (3)	−0.007 (2)	−0.025 (3)	−0.004 (2)
C14	0.053 (3)	0.058 (4)	0.066 (4)	−0.010 (3)	−0.029 (3)	−0.002 (3)
C15	0.053 (4)	0.067 (4)	0.079 (5)	−0.022 (3)	−0.033 (3)	−0.005 (3)
C16	0.063 (4)	0.046 (3)	0.061 (4)	−0.023 (3)	−0.023 (3)	−0.002 (3)
C17	0.069 (4)	0.055 (4)	0.093 (5)	−0.030 (3)	−0.030 (4)	−0.001 (4)
C18	0.084 (5)	0.040 (3)	0.079 (5)	−0.031 (3)	−0.017 (4)	0.004 (3)
C19	0.057 (3)	0.036 (3)	0.053 (3)	−0.007 (3)	−0.009 (3)	0.001 (3)
C20	0.075 (4)	0.035 (3)	0.052 (4)	−0.007 (3)	−0.005 (3)	0.011 (3)
C21	0.060 (4)	0.045 (3)	0.047 (3)	0.003 (3)	−0.007 (3)	0.007 (3)
C22	0.047 (3)	0.051 (3)	0.045 (3)	−0.003 (3)	−0.014 (3)	0.007 (3)
C23	0.047 (3)	0.027 (3)	0.046 (3)	−0.012 (2)	−0.005 (2)	0.003 (2)
C24	0.046 (3)	0.034 (3)	0.042 (3)	−0.011 (2)	−0.010 (2)	−0.002 (2)
C25	0.046 (3)	0.053 (3)	0.053 (3)	−0.014 (3)	−0.013 (3)	−0.006 (3)
C26	0.038 (3)	0.065 (4)	0.053 (4)	−0.008 (3)	0.005 (3)	−0.004 (3)
C27	0.060 (4)	0.049 (3)	0.036 (3)	−0.004 (3)	−0.003 (3)	−0.004 (2)
C28	0.044 (3)	0.037 (3)	0.029 (3)	−0.004 (2)	0.000 (2)	0.002 (2)
C29	0.070 (4)	0.038 (3)	0.028 (3)	−0.003 (3)	−0.014 (3)	−0.005 (2)
C30	0.057 (4)	0.046 (3)	0.038 (3)	−0.004 (3)	−0.016 (3)	−0.005 (2)
C31	0.054 (3)	0.039 (3)	0.037 (3)	−0.013 (2)	−0.020 (3)	0.004 (2)
C32	0.054 (3)	0.054 (3)	0.050 (3)	−0.015 (3)	−0.022 (3)	0.003 (3)
C33	0.038 (3)	0.071 (4)	0.050 (4)	−0.016 (3)	−0.011 (3)	−0.002 (3)
C34	0.041 (3)	0.059 (3)	0.032 (3)	−0.010 (2)	−0.007 (2)	−0.002 (2)
C35	0.046 (3)	0.029 (2)	0.031 (3)	−0.008 (2)	−0.013 (2)	0.0037 (19)
C36	0.046 (3)	0.027 (2)	0.032 (3)	−0.006 (2)	−0.012 (2)	0.0026 (19)
C37	0.068 (4)	0.028 (3)	0.069 (4)	−0.009 (3)	−0.037 (3)	−0.002 (3)
C38	0.070 (4)	0.029 (3)	0.076 (4)	−0.002 (3)	−0.049 (3)	0.001 (3)
C39	0.060 (3)	0.027 (3)	0.049 (3)	−0.002 (2)	−0.029 (3)	−0.001 (2)
C40	0.056 (3)	0.028 (3)	0.056 (3)	−0.004 (2)	−0.025 (3)	0.002 (2)
C41	0.051 (3)	0.037 (3)	0.039 (3)	0.000 (2)	−0.014 (2)	0.001 (2)
C42	0.043 (3)	0.030 (3)	0.044 (3)	−0.003 (2)	−0.022 (2)	−0.003 (2)

Geometric parameters (Å, º)

Co—N2	2.137 (4)	C8—C9	1.368 (8)
Co—N1	2.141 (4)	C8—H8	0.9400
Co—N3	2.141 (4)	C9—C10	1.391 (8)
Co—N5	2.148 (4)	C9—H9	0.9400
Co—N4	2.150 (4)	C10—H10	0.9400
Co—N6	2.166 (4)	C11—C12	1.442 (7)
O1—C40	1.226 (6)	C13—C14	1.402 (7)
O2—C42	1.212 (6)	C13—H13	0.9400
O3—C42	1.327 (6)	C14—C15	1.362 (8)
O3—H31	0.822 (10)	C14—H14	0.9400
O4—N9	1.231 (6)	C15—C16	1.389 (8)
O5—N9	1.237 (6)	C15—H15	0.9400
O6—N9	1.241 (6)	C16—C24	1.416 (7)
O7—N8	1.235 (6)	C16—C17	1.442 (8)
O8—N8	1.221 (6)	C17—C18	1.349 (9)
O9—N8	1.251 (6)	C17—H17	0.9400
O10—H10A	0.87 (2)	C18—C19	1.416 (8)
O10—H10B	0.816 (10)	C18—H18	0.9400
O11—H11A	0.85 (8)	C19—C20	1.393 (8)
O11—H11B	0.93 (8)	C19—C23	1.421 (7)
O12—H12A	0.88 (2)	C20—C21	1.365 (8)
O12—H12B	0.88 (2)	C20—H20	0.9400
O13—H13A	0.89 (2)	C21—C22	1.419 (8)
O13—H13B	0.88 (2)	C21—H21	0.9400
N1—C1	1.326 (6)	C22—H22	0.9400
N1—C12	1.361 (6)	C23—C24	1.424 (7)
N2—C10	1.314 (6)	C25—C26	1.411 (8)
N2—C11	1.365 (6)	C25—H25	0.9400
N3—C13	1.312 (6)	C26—C27	1.373 (8)
N3—C24	1.358 (6)	C26—H26	0.9400
N4—C22	1.301 (6)	C27—C28	1.395 (7)
N4—C23	1.368 (6)	C27—H27	0.9400
N5—C25	1.315 (6)	C28—C36	1.408 (7)
N5—C36	1.368 (6)	C28—C29	1.437 (7)
N6—C34	1.323 (6)	C29—C30	1.342 (8)
N6—C35	1.358 (6)	C29—H29	0.9400
N7—C40	1.341 (6)	C30—C31	1.438 (7)
N7—C41	1.449 (6)	C30—H30	0.9400
N7—H7	0.82 (2)	C31—C32	1.400 (8)
N8—O8	1.221 (6)	C31—C35	1.416 (6)
N8—O7	1.235 (6)	C32—C33	1.361 (8)
N8—O9	1.251 (6)	C32—H32	0.9400
N9—O4	1.231 (6)	C33—C34	1.402 (7)
N9—O6	1.241 (6)	C33—H33	0.9400
C1—C2	1.406 (7)	C34—H34	0.9400
C1—H1	0.9400	C35—C36	1.440 (7)
C2—C3	1.369 (8)	C37—C39	1.380 (7)
C2—H2	0.9400	C37—C38^i	1.381 (7)
C3—C4	1.400 (8)	C37—H37	0.9400
C3—H3	0.9400	C38—C37^i	1.381 (7)
C4—C12	1.408 (6)	C38—C39	1.397 (7)
C4—C5	1.426 (8)	C38—H38	0.9400
C5—C6	1.337 (8)	C39—C40	1.505 (7)
C5—H5	0.9400	C40—O1	1.226 (6)
C6—C7	1.443 (8)	C41—C42	1.513 (7)
C6—H6	0.9400	C41—H41A	0.9800
C7—C8	1.396 (8)	C41—H41B	0.9800
C7—C11	1.398 (7)
N2—Co—N1	78.29 (16)	C4—C12—C11	119.4 (5)
N2—Co—N3	98.40 (15)	N3—C13—C14	124.3 (5)
N1—Co—N3	93.74 (16)	N3—C13—H13	117.8
N2—Co—N5	165.26 (13)	C14—C13—H13	117.8
N1—Co—N5	94.13 (16)	C15—C14—C13	118.2 (5)
N3—Co—N5	94.67 (15)	C15—C14—H14	120.9
N2—Co—N4	94.91 (16)	C13—C14—H14	120.9
N1—Co—N4	168.75 (15)	C14—C15—C16	119.8 (5)
N3—Co—N4	78.27 (15)	C14—C15—H15	120.1
N5—Co—N4	94.40 (16)	C16—C15—H15	120.1
N2—Co—N6	89.53 (15)	C15—C16—C24	118.1 (5)
N1—Co—N6	90.78 (14)	C15—C16—C17	123.6 (5)
N3—Co—N6	171.53 (17)	C24—C16—C17	118.2 (5)
N5—Co—N6	77.84 (15)	C18—C17—C16	120.6 (5)
N4—Co—N6	98.18 (15)	C18—C17—H17	119.7
C42—O3—H31	114 (5)	C16—C17—H17	119.7
H10A—O10—H10B	98 (6)	C17—C18—C19	122.8 (5)
H11A—O11—H11B	91 (7)	C17—C18—H18	118.6
H12A—O12—H12B	105 (10)	C19—C18—H18	118.6
H13A—O13—H13B	119 (10)	C20—C19—C18	125.1 (5)
C1—N1—C12	118.6 (4)	C20—C19—C23	116.8 (5)
C1—N1—Co	128.1 (4)	C18—C19—C23	118.1 (5)
C12—N1—Co	113.2 (3)	C21—C20—C19	121.1 (5)
C10—N2—C11	117.8 (4)	C21—C20—H20	119.5
C10—N2—Co	128.4 (3)	C19—C20—H20	119.5
C11—N2—Co	113.4 (3)	C20—C21—C22	118.4 (5)
C13—N3—C24	117.7 (4)	C20—C21—H21	120.8
C13—N3—Co	129.0 (3)	C22—C21—H21	120.8
C24—N3—Co	113.2 (3)	N4—C22—C21	122.4 (5)
C22—N4—C23	119.7 (4)	N4—C22—H22	118.8
C22—N4—Co	128.0 (4)	C21—C22—H22	118.8
C23—N4—Co	112.3 (3)	N4—C23—C19	121.7 (5)
C25—N5—C36	118.1 (4)	N4—C23—C24	118.3 (4)
C25—N5—Co	128.3 (3)	C19—C23—C24	120.0 (5)
C36—N5—Co	113.4 (3)	N3—C24—C16	121.8 (5)
C34—N6—C35	117.5 (4)	N3—C24—C23	117.8 (4)
C34—N6—Co	129.4 (3)	C16—C24—C23	120.3 (5)
C35—N6—Co	112.9 (3)	N5—C25—C26	123.2 (5)
C40—N7—C41	121.0 (4)	N5—C25—H25	118.4
C40—N7—H7	125 (5)	C26—C25—H25	118.4
C41—N7—H7	114 (5)	C27—C26—C25	118.9 (5)
O8—N8—O7	118.1 (5)	C27—C26—H26	120.6
O8—N8—O7	118.1 (5)	C25—C26—H26	120.6
O8—N8—O7	118.1 (5)	C26—C27—C28	119.6 (5)
O8—N8—O7	118.1 (5)	C26—C27—H27	120.2
O8—N8—O9	123.1 (5)	C28—C27—H27	120.2
O8—N8—O9	123.1 (5)	C27—C28—C36	117.9 (5)
O7—N8—O9	118.7 (5)	C27—C28—C29	123.4 (5)
O7—N8—O9	118.7 (5)	C36—C28—C29	118.7 (5)
O8—N8—O9	123.1 (5)	C30—C29—C28	121.7 (5)
O8—N8—O9	123.1 (5)	C30—C29—H29	119.2
O7—N8—O9	118.7 (5)	C28—C29—H29	119.2
O7—N8—O9	118.7 (5)	C29—C30—C31	121.2 (5)
O4—N9—O5	119.7 (6)	C29—C30—H30	119.4
O4—N9—O5	119.7 (6)	C31—C30—H30	119.4
O4—N9—O6	119.2 (5)	C32—C31—C35	117.8 (5)
O4—N9—O6	119.2 (5)	C32—C31—C30	123.4 (5)
O5—N9—O6	121.0 (6)	C35—C31—C30	118.9 (5)
O4—N9—O6	119.2 (5)	C33—C32—C31	119.3 (5)
O4—N9—O6	119.2 (5)	C33—C32—H32	120.3
O5—N9—O6	121.0 (6)	C31—C32—H32	120.3
N1—C1—C2	122.4 (5)	C32—C33—C34	119.2 (5)
N1—C1—H1	118.8	C32—C33—H33	120.4
C2—C1—H1	118.8	C34—C33—H33	120.4
C3—C2—C1	118.7 (5)	N6—C34—C33	123.6 (5)
C3—C2—H2	120.6	N6—C34—H34	118.2
C1—C2—H2	120.6	C33—C34—H34	118.2
C2—C3—C4	120.8 (5)	N6—C35—C31	122.5 (5)
C2—C3—H3	119.6	N6—C35—C36	118.0 (4)
C4—C3—H3	119.6	C31—C35—C36	119.5 (5)
C3—C4—C12	116.5 (5)	N5—C36—C28	122.4 (4)
C3—C4—C5	124.7 (5)	N5—C36—C35	117.5 (4)
C12—C4—C5	118.7 (5)	C28—C36—C35	120.1 (4)
C6—C5—C4	122.2 (5)	C39—C37—C38^i	121.7 (5)
C6—C5—H5	118.9	C39—C37—H37	119.1
C4—C5—H5	118.9	C38^i—C37—H37	119.1
C5—C6—C7	120.6 (5)	C37^i—C38—C39	119.9 (5)
C5—C6—H6	119.7	C37^i—C38—H38	120.0
C7—C6—H6	119.7	C39—C38—H38	120.0
C8—C7—C11	117.4 (5)	C37—C39—C38	118.4 (5)
C8—C7—C6	123.7 (5)	C37—C39—C40	117.4 (4)
C11—C7—C6	118.9 (5)	C38—C39—C40	124.2 (4)
C9—C8—C7	119.8 (5)	O1—C40—N7	122.6 (5)
C9—C8—H8	120.1	O1—C40—N7	122.6 (5)
C7—C8—H8	120.1	O1—C40—C39	120.8 (5)
C8—C9—C10	118.8 (5)	O1—C40—C39	120.8 (5)
C8—C9—H9	120.6	N7—C40—C39	116.7 (4)
C10—C9—H9	120.6	N7—C41—C42	114.7 (4)
N2—C10—C9	123.6 (5)	N7—C41—H41A	108.6
N2—C10—H10	118.2	C42—C41—H41A	108.6
C9—C10—H10	118.2	N7—C41—H41B	108.6
N2—C11—C7	122.6 (5)	C42—C41—H41B	108.6
N2—C11—C12	117.3 (4)	H41A—C41—H41B	107.6
C7—C11—C12	120.0 (4)	O2—C42—O3	125.5 (5)
N1—C12—C4	122.9 (5)	O2—C42—C41	125.5 (4)
N1—C12—C11	117.6 (4)	O3—C42—C41	109.0 (4)
N2—Co—N1—C1	−179.5 (4)	Co—N1—C12—C11	1.2 (5)
N3—Co—N1—C1	82.7 (4)	C3—C4—C12—N1	−0.8 (6)
N5—Co—N1—C1	−12.3 (4)	C5—C4—C12—N1	180.0 (4)
N4—Co—N1—C1	127.0 (8)	C3—C4—C12—C11	−178.8 (4)
N6—Co—N1—C1	−90.1 (4)	C5—C4—C12—C11	2.0 (6)
N2—Co—N1—C12	−2.3 (3)	N2—C11—C12—N1	1.6 (6)
N3—Co—N1—C12	−100.1 (3)	C7—C11—C12—N1	−177.4 (4)
N5—Co—N1—C12	164.9 (3)	N2—C11—C12—C4	179.7 (4)
N4—Co—N1—C12	−55.8 (10)	C7—C11—C12—C4	0.7 (6)
N6—Co—N1—C12	87.0 (3)	C24—N3—C13—C14	−1.1 (9)
N1—Co—N2—C10	175.7 (4)	Co—N3—C13—C14	−177.9 (5)
N3—Co—N2—C10	−92.2 (4)	N3—C13—C14—C15	1.0 (10)
N5—Co—N2—C10	115.6 (7)	C13—C14—C15—C16	−0.4 (10)
N4—Co—N2—C10	−13.3 (4)	C14—C15—C16—C24	0.0 (10)
N6—Co—N2—C10	84.8 (4)	C14—C15—C16—C17	−178.4 (7)
N1—Co—N2—C11	3.1 (3)	C15—C16—C17—C18	178.2 (7)
N3—Co—N2—C11	95.2 (3)	C24—C16—C17—C18	−0.2 (10)
N5—Co—N2—C11	−57.0 (8)	C16—C17—C18—C19	0.4 (12)
N4—Co—N2—C11	174.1 (3)	C17—C18—C19—C20	−179.1 (7)
N6—Co—N2—C11	−87.8 (3)	C17—C18—C19—C23	0.0 (10)
N2—Co—N3—C13	−87.7 (5)	C18—C19—C20—C21	−178.9 (6)
N1—Co—N3—C13	−9.0 (5)	C23—C19—C20—C21	1.9 (9)
N5—Co—N3—C13	85.5 (5)	C19—C20—C21—C22	−0.2 (9)
N4—Co—N3—C13	179.0 (5)	C23—N4—C22—C21	0.9 (8)
N2—Co—N3—C24	95.3 (4)	Co—N4—C22—C21	−178.0 (4)
N1—Co—N3—C24	174.0 (4)	C20—C21—C22—N4	−1.3 (9)
N5—Co—N3—C24	−91.5 (4)	C22—N4—C23—C19	0.9 (8)
N4—Co—N3—C24	2.0 (4)	Co—N4—C23—C19	−180.0 (4)
N2—Co—N4—C22	80.9 (5)	C22—N4—C23—C24	180.0 (5)
N1—Co—N4—C22	133.1 (8)	Co—N4—C23—C24	−0.9 (6)
N3—Co—N4—C22	178.4 (5)	C20—C19—C23—N4	−2.3 (8)
N5—Co—N4—C22	−87.7 (5)	C18—C19—C23—N4	178.4 (6)
N6—Co—N4—C22	−9.4 (5)	C20—C19—C23—C24	178.7 (5)
N2—Co—N4—C23	−98.2 (4)	C18—C19—C23—C24	−0.6 (8)
N1—Co—N4—C23	−45.9 (10)	C13—N3—C24—C16	0.6 (8)
N3—Co—N4—C23	−0.6 (3)	Co—N3—C24—C16	178.0 (4)
N5—Co—N4—C23	93.3 (4)	C13—N3—C24—C23	179.4 (5)
N6—Co—N4—C23	171.6 (4)	Co—N3—C24—C23	−3.2 (6)
N2—Co—N5—C25	148.5 (6)	C15—C16—C24—N3	−0.1 (9)
N1—Co—N5—C25	90.2 (5)	C17—C16—C24—N3	178.4 (6)
N3—Co—N5—C25	−3.9 (5)	C15—C16—C24—C23	−178.9 (6)
N4—Co—N5—C25	−82.5 (5)	C17—C16—C24—C23	−0.4 (9)
N6—Co—N5—C25	−179.9 (5)	N4—C23—C24—N3	2.9 (7)
N2—Co—N5—C36	−27.1 (8)	C19—C23—C24—N3	−178.1 (5)
N1—Co—N5—C36	−85.4 (3)	N4—C23—C24—C16	−178.3 (5)
N3—Co—N5—C36	−179.5 (3)	C19—C23—C24—C16	0.8 (8)
N4—Co—N5—C36	101.9 (3)	C36—N5—C25—C26	0.3 (8)
N6—Co—N5—C36	4.5 (3)	Co—N5—C25—C26	−175.1 (4)
N2—Co—N6—C34	−7.2 (4)	N5—C25—C26—C27	1.0 (9)
N1—Co—N6—C34	−85.5 (4)	C25—C26—C27—C28	−2.0 (9)
N5—Co—N6—C34	−179.6 (5)	C26—C27—C28—C36	1.6 (8)
N4—Co—N6—C34	87.7 (4)	C26—C27—C28—C29	−179.3 (5)
N2—Co—N6—C35	167.8 (3)	C27—C28—C29—C30	180.0 (5)
N1—Co—N6—C35	89.5 (3)	C36—C28—C29—C30	−0.9 (8)
N5—Co—N6—C35	−4.5 (3)	C28—C29—C30—C31	1.8 (8)
N4—Co—N6—C35	−97.3 (3)	C29—C30—C31—C32	178.2 (5)
O8—O8—N8—O7	0.0 (3)	C29—C30—C31—C35	−1.5 (8)
O8—O8—N8—O7	0.0 (3)	C35—C31—C32—C33	−0.1 (8)
O8—O8—N8—O9	0.0 (5)	C30—C31—C32—C33	−179.8 (5)
O8—O8—N8—O9	0.0 (5)	C31—C32—C33—C34	−0.5 (9)
O7—O7—N8—O8	0.0 (3)	C35—N6—C34—C33	−0.7 (8)
O7—O7—N8—O8	0.0 (3)	Co—N6—C34—C33	174.2 (4)
O7—O7—N8—O9	0.0 (2)	C32—C33—C34—N6	1.0 (9)
O7—O7—N8—O9	0.0 (2)	C34—N6—C35—C31	−0.1 (7)
O9—O9—N8—O8	0.0 (4)	Co—N6—C35—C31	−175.7 (4)
O9—O9—N8—O8	0.0 (4)	C34—N6—C35—C36	179.7 (4)
O9—O9—N8—O7	0.0 (3)	Co—N6—C35—C36	4.0 (5)
O9—O9—N8—O7	0.0 (3)	C32—C31—C35—N6	0.5 (7)
O4—O4—N9—O5	0.0 (4)	C30—C31—C35—N6	−179.8 (5)
O4—O4—N9—O6	0.00 (14)	C32—C31—C35—C36	−179.3 (4)
O4—O4—N9—O6	0.00 (14)	C30—C31—C35—C36	0.4 (7)
O6—O6—N9—O4	0.0 (6)	C25—N5—C36—C28	−0.7 (7)
O6—O6—N9—O4	0.0 (6)	Co—N5—C36—C28	175.3 (4)
O6—O6—N9—O5	0.0 (8)	C25—N5—C36—C35	180.0 (4)
C12—N1—C1—C2	−0.2 (7)	Co—N5—C36—C35	−3.9 (5)
Co—N1—C1—C2	176.9 (3)	C27—C28—C36—N5	−0.3 (7)
N1—C1—C2—C3	−0.1 (7)	C29—C28—C36—N5	−179.4 (4)
C1—C2—C3—C4	0.0 (7)	C27—C28—C36—C35	179.0 (4)
C2—C3—C4—C12	0.4 (7)	C29—C28—C36—C35	−0.1 (7)
C2—C3—C4—C5	179.6 (5)	N6—C35—C36—N5	−0.1 (6)
C3—C4—C5—C6	177.7 (5)	C31—C35—C36—N5	179.7 (4)
C12—C4—C5—C6	−3.2 (7)	N6—C35—C36—C28	−179.4 (4)
C4—C5—C6—C7	1.5 (8)	C31—C35—C36—C28	0.4 (7)
C5—C6—C7—C8	−177.5 (5)	C38^i—C37—C39—C38	0.2 (11)
C5—C6—C7—C11	1.3 (7)	C38^i—C37—C39—C40	179.0 (6)
C11—C7—C8—C9	1.2 (7)	C37^i—C38—C39—C37	−0.2 (10)
C6—C7—C8—C9	180.0 (5)	C37^i—C38—C39—C40	−178.9 (6)
C7—C8—C9—C10	0.4 (8)	O1—O1—C40—N7	0.0 (3)
C11—N2—C10—C9	−0.2 (7)	O1—O1—C40—C39	0.00 (10)
Co—N2—C10—C9	−172.6 (4)	C41—N7—C40—O1	−7.1 (9)
C8—C9—C10—N2	−0.9 (9)	C41—N7—C40—O1	−7.1 (9)
C10—N2—C11—C7	1.9 (6)	C41—N7—C40—C39	172.9 (5)
Co—N2—C11—C7	175.4 (3)	C37—C39—C40—O1	2.9 (9)
C10—N2—C11—C12	−177.0 (4)	C38—C39—C40—O1	−178.3 (6)
Co—N2—C11—C12	−3.5 (5)	C37—C39—C40—O1	2.9 (9)
C8—C7—C11—N2	−2.4 (7)	C38—C39—C40—O1	−178.3 (6)
C6—C7—C11—N2	178.7 (4)	C37—C39—C40—N7	−177.2 (6)
C8—C7—C11—C12	176.5 (4)	C38—C39—C40—N7	1.6 (9)
C6—C7—C11—C12	−2.4 (7)	C40—N7—C41—C42	92.4 (6)
C1—N1—C12—C4	0.7 (6)	N7—C41—C42—O2	0.5 (7)
Co—N1—C12—C4	−176.8 (3)	N7—C41—C42—O3	−178.7 (4)
C1—N1—C12—C11	178.7 (4)

Symmetry code: (i) −x, −y+2, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···O10	0.82 (1)	1.80 (2)	2.598 (5)	162 (7)
O10—H10A···O9	0.87 (2)	2.09 (2)	2.954 (6)	172 (5)
O10—H10A···O7	0.87 (2)	2.54 (4)	3.190 (7)	132 (5)
O10—H10B···O2^ii	0.82 (1)	2.07 (2)	2.878 (6)	171 (6)
O11—H11A···O8	0.85 (8)	2.32 (8)	3.098 (9)	154 (7)
O11—H11A···O7	0.85 (8)	2.53 (8)	3.313 (8)	154 (7)
O11—H11B···O6	0.93 (8)	2.02 (8)	2.917 (7)	162 (7)
O12—H12A···O11^iii	0.88 (2)	2.18 (7)	2.945 (10)	146 (11)
O12—H12B···O13	0.88 (2)	1.93 (5)	2.766 (8)	156 (11)
O13—H13A···O5^iv	0.89 (2)	1.98 (5)	2.827 (9)	160 (12)
O13—H13B···O12^v	0.88 (2)	2.09 (9)	2.843 (11)	143 (12)
N7—H7···O4	0.82 (2)	2.06 (3)	2.861 (6)	165 (7)
C3—H3···O1	0.94	2.37	3.111 (6)	135
C33—H33···O9	0.94	2.54	3.314 (7)	140
C38—H38···O4	0.94	2.47	3.386 (7)	166
C41—H41B···O6	0.98	2.67	3.409 (7)	132

Symmetry codes: (ii) −x+1, −y+1, −z; (iii) −x+1, −y+1, −z+1; (iv) x, y−1, z; (v) −x+1, −y, −z+1.