The hydrothermally prepared title compound, [Co(C26H28N4)(H2O)2]2NO3·C13H14N2·H2O, (I), consists of infinite one-dimensional chains containing two independent Co2+ centers, each octahedrally coordinated by two water molecules and four bridging 1,3-bis(4-pyridyl)propane (bpp) ligands. The chains are linked into infinite two-dimensional layers by hydrogen bonding, via an uncoordinated bpp molecule, and further into a three-dimensional framework via interstitial nitrate anions and water molecules. (I) is isostructural to the Ni analog previously reported [Krishnamohan Sharma et al., (2000). Cryst. Eng. 3, 201–208].
Supporting information
CCDC reference: 225654
Key indicators
- Single-crystal X-ray study
- T = 294 K
- Mean (C-C) = 0.004 Å
- H-atom completeness 96%
- Disorder in solvent or counterion
- R factor = 0.047
- wR factor = 0.123
- Data-to-parameter ratio = 15.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact O4 .. O9B = 2.66 Ang.
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.629 0.909
Tmin' and Tmax expected: 0.760 0.908
RR' = 0.827
Please check that your absorption correction is appropriate.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.99
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.82
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... N7
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... N8
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 10.00 Perc.
PLAT311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... >O9A
PLAT311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... <O9B
PLAT354_ALERT_3_C Short O-H Bond (0.82A) O2 - H2WA = 0.71 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
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:C39 H48 Co1 N8 O9
Atom count from the _atom_site data: C39 H46 Co1 N8 O9
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 2
From the CIF: _chemical_formula_sum C39 H48 Co N8 O9
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 78.00 78.00 0.00
H 96.00 92.00 4.00
Co 2.00 2.00 0.00
N 16.00 16.00 0.00
O 18.00 18.00 0.00
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
13 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
4 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART-NT (Bruker, 1999); cell refinement: SAINT-Plus-NT (Bruker, 1999); data reduction: SAINT-Plus-NT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: ATOMS (Dowty, 2001); software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).
catena-(bis(µ
2-1,3-bis(4-pyridyl)propane-
N,
N')-diaqua-cobalt(II)) 1,3-bis(4-pyridyl)propane monohydrate dinitrate
top
Crystal data top
[Co(C26H28N4)(H2O)2]C13H14N2·2NO3·H2O | Z = 2 |
Mr = 831.78 | F(000) = 874 |
Triclinic, P1 | Dx = 1.345 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.0177 (6) Å | Cell parameters from 8261 reflections |
b = 10.8091 (6) Å | θ = 2.3–26.4° |
c = 21.8916 (12) Å | µ = 0.48 mm−1 |
α = 76.104 (1)° | T = 294 K |
β = 85.504 (1)° | Irregular, orange |
γ = 63.301 (1)° | 0.56 × 0.38 × 0.20 mm |
V = 2054.6 (2) Å3 | |
Data collection top
Bruker SMART APEX CCD diffractometer | 8371 independent reflections |
Radiation source: fine-focus sealed tube | 5361 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
ω and φ scans | θmax = 26.4°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS, Bruker, 1999) | h = −12→12 |
Tmin = 0.629, Tmax = 0.909 | k = −13→12 |
16276 measured reflections | l = −27→27 |
Refinement top
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)] = 0.047 | Hydrogen site location: geom and difmap |
wR(F2) = 0.124 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0649P)2] where P = (Fo2 + 2Fc2)/3 |
8371 reflections | (Δ/σ)max = 0.001 |
543 parameters | Δρmax = 0.50 e Å−3 |
0 restraints | Δρmin = −0.34 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Co1 | 0.0000 | 0.5000 | 0.5000 | 0.03549 (13) | |
Co2 | 0.5000 | 0.5000 | 0.0000 | 0.03703 (13) | |
C1 | 0.1942 (3) | 0.2216 (3) | 0.45235 (12) | 0.0517 (7) | |
H1 | 0.1028 | 0.2200 | 0.4498 | 0.062* | |
C2 | 0.3135 (3) | 0.1324 (3) | 0.42379 (12) | 0.0547 (7) | |
H2 | 0.3006 | 0.0747 | 0.4017 | 0.066* | |
C3 | 0.4523 (3) | 0.1280 (2) | 0.42774 (10) | 0.0416 (6) | |
C4 | 0.4638 (3) | 0.2091 (3) | 0.46471 (11) | 0.0460 (6) | |
H4 | 0.5565 | 0.2042 | 0.4720 | 0.055* | |
C5 | 0.3382 (3) | 0.2980 (3) | 0.49104 (11) | 0.0442 (6) | |
H5 | 0.3497 | 0.3523 | 0.5155 | 0.053* | |
C6 | 0.5819 (3) | 0.0427 (3) | 0.39161 (11) | 0.0514 (7) | |
H6A | 0.5919 | −0.0533 | 0.3991 | 0.062* | |
H6B | 0.6733 | 0.0369 | 0.4070 | 0.062* | |
C7 | 0.5619 (3) | 0.1087 (3) | 0.32034 (11) | 0.0506 (7) | |
H7A | 0.6454 | 0.0473 | 0.2992 | 0.061* | |
H7B | 0.4715 | 0.1127 | 0.3050 | 0.061* | |
C8 | 0.5524 (3) | 0.2572 (3) | 0.30303 (11) | 0.0550 (7) | |
H8A | 0.4655 | 0.3205 | 0.3219 | 0.066* | |
H8B | 0.6404 | 0.2548 | 0.3200 | 0.066* | |
C9 | 0.6506 (3) | 0.3575 (3) | 0.13362 (11) | 0.0476 (6) | |
H9 | 0.7357 | 0.3513 | 0.1115 | 0.057* | |
C10 | 0.6649 (3) | 0.3074 (3) | 0.19813 (11) | 0.0513 (7) | |
H10 | 0.7579 | 0.2692 | 0.2183 | 0.062* | |
C11 | 0.5416 (3) | 0.3140 (3) | 0.23281 (11) | 0.0464 (6) | |
C12 | 0.4077 (3) | 0.3716 (3) | 0.19910 (11) | 0.0531 (7) | |
H12 | 0.3212 | 0.3780 | 0.2200 | 0.064* | |
C13 | 0.4021 (3) | 0.4191 (3) | 0.13505 (11) | 0.0498 (7) | |
H13 | 0.3105 | 0.4567 | 0.1138 | 0.060* | |
C14 | 0.1539 (3) | 0.6929 (3) | 0.01486 (11) | 0.0473 (6) | |
H14 | 0.1395 | 0.6341 | −0.0060 | 0.057* | |
C15 | 0.0321 (3) | 0.7859 (3) | 0.04114 (11) | 0.0491 (7) | |
H15 | −0.0606 | 0.7868 | 0.0386 | 0.059* | |
C16 | 0.0470 (3) | 0.8775 (3) | 0.07116 (10) | 0.0439 (6) | |
C17 | 0.1879 (3) | 0.8710 (3) | 0.07133 (11) | 0.0470 (6) | |
H17 | 0.2035 | 0.9335 | 0.0891 | 0.056* | |
C18 | 0.3047 (3) | 0.7733 (3) | 0.04557 (11) | 0.0445 (6) | |
H18 | 0.3985 | 0.7703 | 0.0477 | 0.053* | |
C19 | −0.0784 (3) | 0.9722 (3) | 0.10571 (11) | 0.0554 (7) | |
H19A | −0.1704 | 1.0155 | 0.0806 | 0.067* | |
H19B | −0.0571 | 1.0478 | 0.1116 | 0.067* | |
C20 | −0.0992 (3) | 0.8888 (3) | 0.17018 (11) | 0.0561 (7) | |
H20A | −0.1843 | 0.9522 | 0.1899 | 0.067* | |
H20B | −0.1209 | 0.8136 | 0.1642 | 0.067* | |
C21 | 0.0373 (3) | 0.8242 (3) | 0.21360 (11) | 0.0649 (8) | |
H21A | 0.1209 | 0.7570 | 0.1948 | 0.078* | |
H21B | 0.0623 | 0.8990 | 0.2174 | 0.078* | |
C22 | −0.0360 (3) | 0.7422 (3) | 0.38662 (11) | 0.0448 (6) | |
H22 | −0.0638 | 0.7903 | 0.4190 | 0.054* | |
C23 | −0.0258 (3) | 0.8162 (3) | 0.32756 (11) | 0.0502 (7) | |
H23 | −0.0476 | 0.9117 | 0.3207 | 0.060* | |
C24 | 0.0167 (3) | 0.7490 (3) | 0.27844 (11) | 0.0506 (7) | |
C25 | 0.0402 (3) | 0.6080 (3) | 0.29170 (11) | 0.0589 (8) | |
H25 | 0.0649 | 0.5589 | 0.2598 | 0.071* | |
C26 | 0.0268 (3) | 0.5415 (3) | 0.35245 (11) | 0.0528 (7) | |
H26 | 0.0432 | 0.4472 | 0.3602 | 0.063* | |
N1 | 0.2017 (2) | 0.3106 (2) | 0.48357 (8) | 0.0396 (5) | |
N2 | 0.5212 (2) | 0.4144 (2) | 0.10120 (8) | 0.0404 (5) | |
N3 | 0.2916 (2) | 0.6822 (2) | 0.01759 (8) | 0.0405 (5) | |
N4 | −0.0085 (2) | 0.6050 (2) | 0.40074 (8) | 0.0403 (5) | |
N5 | 0.3154 (3) | −0.3338 (3) | 0.42851 (11) | 0.0662 (7) | |
N6 | 0.4233 (3) | 0.1410 (3) | 0.07806 (12) | 0.0679 (7) | |
N7 | −0.1107 (4) | 0.1925 (5) | 0.3876 (2) | 0.1062 (12) | |
N8 | 0.0532 (3) | 0.5180 (4) | −0.11824 (14) | 0.0765 (8) | |
O1 | −0.1366 (2) | 0.41115 (19) | 0.48337 (10) | 0.0460 (5) | |
H1WA | −0.185 (4) | 0.377 (3) | 0.5124 (15) | 0.084 (11)* | |
H1WB | −0.142 (3) | 0.390 (3) | 0.4541 (13) | 0.049 (9)* | |
O2 | 0.3746 (2) | 0.3917 (2) | −0.00523 (10) | 0.0474 (5) | |
H2WA | 0.318 (3) | 0.407 (3) | −0.0272 (13) | 0.045 (9)* | |
H2WB | 0.392 (3) | 0.311 (4) | 0.0179 (15) | 0.084 (11)* | |
O3 | −0.1120 (3) | 0.3059 (3) | 0.37198 (15) | 0.1160 (10) | |
O4 | −0.0588 (5) | 0.1049 (4) | 0.3585 (3) | 0.214 (3) | |
O5 | −0.1735 (6) | 0.1747 (6) | 0.4371 (2) | 0.203 (2) | |
O6 | −0.0221 (3) | 0.5023 (3) | −0.15314 (13) | 0.1196 (10) | |
O7 | 0.1600 (3) | 0.4240 (3) | −0.08725 (13) | 0.1116 (10) | |
O8 | 0.0250 (3) | 0.6403 (4) | −0.1173 (2) | 0.1696 (17) | |
O9A | 0.1405 (8) | 0.2357 (16) | 0.2640 (3) | 0.148 (4) | 0.69 (3) |
O9B | 0.084 (4) | 0.164 (3) | 0.2568 (14) | 0.204 (18) | 0.31 (3) |
C27 | 0.4473 (4) | −0.4346 (3) | 0.41781 (14) | 0.0727 (9) | |
H27 | 0.4749 | −0.5266 | 0.4417 | 0.087* | |
C28 | 0.5453 (3) | −0.4141 (3) | 0.37464 (13) | 0.0582 (7) | |
H28 | 0.6348 | −0.4904 | 0.3692 | 0.070* | |
C29 | 0.5099 (3) | −0.2771 (3) | 0.33874 (11) | 0.0455 (6) | |
C30 | 0.3729 (3) | −0.1716 (3) | 0.34940 (13) | 0.0575 (7) | |
H30 | 0.3422 | −0.0785 | 0.3263 | 0.069* | |
C31 | 0.2815 (3) | −0.2039 (3) | 0.39432 (14) | 0.0642 (8) | |
H31 | 0.1909 | −0.1302 | 0.4009 | 0.077* | |
C32 | 0.6170 (3) | −0.2524 (3) | 0.29171 (12) | 0.0577 (7) | |
H32A | 0.7110 | −0.2819 | 0.3134 | 0.069* | |
H32B | 0.5774 | −0.1512 | 0.2730 | 0.069* | |
C33 | 0.6467 (3) | −0.3312 (3) | 0.23971 (12) | 0.0602 (8) | |
H33A | 0.6745 | −0.4308 | 0.2585 | 0.072* | |
H33B | 0.7306 | −0.3257 | 0.2161 | 0.072* | |
C34 | 0.5127 (3) | −0.2728 (3) | 0.19449 (13) | 0.0624 (8) | |
H34A | 0.5325 | −0.3371 | 0.1671 | 0.075* | |
H34B | 0.4256 | −0.2684 | 0.2184 | 0.075* | |
C35 | 0.5360 (4) | 0.0226 (4) | 0.06889 (13) | 0.0663 (8) | |
H35 | 0.5974 | 0.0308 | 0.0356 | 0.080* | |
C36 | 0.5703 (3) | −0.1130 (3) | 0.10482 (12) | 0.0593 (7) | |
H36 | 0.6515 | −0.1923 | 0.0957 | 0.071* | |
C37 | 0.4794 (3) | −0.1270 (3) | 0.15499 (12) | 0.0546 (7) | |
C38 | 0.3626 (3) | −0.0038 (3) | 0.16578 (14) | 0.0644 (8) | |
H38 | 0.3001 | −0.0078 | 0.1991 | 0.077* | |
C39 | 0.3393 (4) | 0.1258 (3) | 0.12651 (15) | 0.0713 (9) | |
H39 | 0.2598 | 0.2074 | 0.1346 | 0.086* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0375 (2) | 0.0355 (3) | 0.0296 (2) | −0.0137 (2) | 0.00642 (17) | −0.00762 (18) |
Co2 | 0.0376 (2) | 0.0391 (3) | 0.0292 (2) | −0.0157 (2) | 0.00062 (18) | −0.00125 (18) |
C1 | 0.0406 (14) | 0.0517 (16) | 0.0630 (17) | −0.0165 (13) | 0.0049 (12) | −0.0231 (13) |
C2 | 0.0518 (17) | 0.0503 (17) | 0.0601 (17) | −0.0133 (14) | 0.0026 (13) | −0.0285 (13) |
C3 | 0.0454 (14) | 0.0324 (13) | 0.0296 (12) | −0.0071 (11) | 0.0061 (10) | 0.0008 (10) |
C4 | 0.0400 (14) | 0.0440 (15) | 0.0464 (14) | −0.0149 (12) | 0.0039 (11) | −0.0054 (12) |
C5 | 0.0458 (15) | 0.0431 (14) | 0.0394 (13) | −0.0155 (12) | 0.0028 (11) | −0.0107 (11) |
C6 | 0.0557 (16) | 0.0385 (14) | 0.0374 (13) | −0.0055 (12) | 0.0110 (11) | −0.0037 (11) |
C7 | 0.0588 (16) | 0.0433 (15) | 0.0347 (13) | −0.0115 (13) | 0.0119 (11) | −0.0085 (11) |
C8 | 0.0747 (19) | 0.0552 (17) | 0.0320 (13) | −0.0288 (15) | 0.0023 (12) | −0.0046 (11) |
C9 | 0.0440 (14) | 0.0536 (16) | 0.0392 (13) | −0.0210 (13) | 0.0032 (11) | −0.0023 (11) |
C10 | 0.0485 (15) | 0.0575 (17) | 0.0397 (14) | −0.0209 (13) | −0.0080 (11) | 0.0008 (12) |
C11 | 0.0615 (16) | 0.0408 (14) | 0.0347 (13) | −0.0225 (13) | 0.0023 (11) | −0.0058 (10) |
C12 | 0.0509 (15) | 0.0598 (17) | 0.0396 (14) | −0.0228 (14) | 0.0097 (12) | −0.0017 (12) |
C13 | 0.0460 (14) | 0.0557 (16) | 0.0390 (13) | −0.0191 (13) | 0.0004 (11) | −0.0027 (12) |
C14 | 0.0441 (15) | 0.0468 (15) | 0.0463 (14) | −0.0174 (13) | −0.0031 (11) | −0.0069 (11) |
C15 | 0.0377 (14) | 0.0515 (16) | 0.0484 (15) | −0.0161 (13) | −0.0003 (11) | −0.0014 (12) |
C16 | 0.0440 (14) | 0.0429 (14) | 0.0279 (12) | −0.0106 (12) | −0.0009 (10) | 0.0049 (10) |
C17 | 0.0549 (16) | 0.0472 (15) | 0.0366 (13) | −0.0206 (13) | 0.0043 (11) | −0.0105 (11) |
C18 | 0.0439 (14) | 0.0492 (15) | 0.0385 (13) | −0.0216 (13) | 0.0039 (11) | −0.0058 (11) |
C19 | 0.0488 (15) | 0.0508 (16) | 0.0412 (14) | −0.0059 (13) | 0.0044 (11) | 0.0001 (12) |
C20 | 0.0468 (15) | 0.0629 (18) | 0.0393 (14) | −0.0126 (14) | 0.0092 (11) | −0.0044 (12) |
C21 | 0.0604 (17) | 0.087 (2) | 0.0394 (14) | −0.0345 (17) | 0.0055 (12) | 0.0021 (14) |
C22 | 0.0508 (15) | 0.0427 (15) | 0.0358 (13) | −0.0169 (12) | 0.0044 (11) | −0.0089 (11) |
C23 | 0.0582 (16) | 0.0429 (15) | 0.0428 (14) | −0.0208 (13) | 0.0026 (12) | −0.0016 (11) |
C24 | 0.0445 (14) | 0.0635 (18) | 0.0350 (13) | −0.0216 (14) | 0.0025 (11) | −0.0009 (12) |
C25 | 0.0677 (18) | 0.0640 (19) | 0.0341 (13) | −0.0182 (15) | 0.0097 (12) | −0.0174 (13) |
C26 | 0.0679 (18) | 0.0452 (15) | 0.0413 (14) | −0.0218 (14) | 0.0070 (12) | −0.0111 (12) |
N1 | 0.0420 (11) | 0.0389 (11) | 0.0344 (10) | −0.0156 (10) | 0.0068 (8) | −0.0089 (8) |
N2 | 0.0422 (11) | 0.0413 (11) | 0.0320 (10) | −0.0165 (9) | 0.0022 (8) | −0.0031 (8) |
N3 | 0.0442 (12) | 0.0409 (11) | 0.0314 (10) | −0.0170 (10) | 0.0005 (8) | −0.0029 (8) |
N4 | 0.0454 (11) | 0.0396 (12) | 0.0314 (10) | −0.0159 (10) | 0.0063 (8) | −0.0084 (8) |
N5 | 0.0652 (16) | 0.0750 (18) | 0.0666 (16) | −0.0395 (15) | 0.0202 (13) | −0.0195 (13) |
N6 | 0.0771 (18) | 0.0551 (16) | 0.0665 (16) | −0.0338 (15) | −0.0129 (14) | 0.0084 (12) |
N7 | 0.075 (2) | 0.113 (3) | 0.153 (4) | −0.048 (3) | −0.015 (2) | −0.052 (3) |
N8 | 0.0572 (17) | 0.072 (2) | 0.096 (2) | −0.0236 (16) | −0.0102 (15) | −0.0193 (17) |
O1 | 0.0488 (11) | 0.0510 (12) | 0.0434 (11) | −0.0243 (9) | 0.0094 (9) | −0.0181 (9) |
O2 | 0.0481 (11) | 0.0460 (12) | 0.0463 (11) | −0.0234 (9) | −0.0061 (9) | 0.0000 (9) |
O3 | 0.112 (2) | 0.091 (2) | 0.147 (3) | −0.0372 (19) | −0.0242 (18) | −0.0385 (19) |
O4 | 0.173 (4) | 0.138 (3) | 0.344 (6) | −0.015 (3) | −0.014 (4) | −0.181 (4) |
O5 | 0.218 (5) | 0.296 (6) | 0.186 (4) | −0.189 (5) | 0.023 (4) | −0.071 (4) |
O6 | 0.107 (2) | 0.157 (3) | 0.107 (2) | −0.058 (2) | −0.0360 (16) | −0.0398 (18) |
O7 | 0.0906 (18) | 0.0836 (18) | 0.146 (2) | −0.0293 (15) | −0.0563 (17) | −0.0002 (16) |
O8 | 0.088 (2) | 0.115 (3) | 0.296 (5) | −0.018 (2) | −0.052 (3) | −0.066 (3) |
O9A | 0.091 (4) | 0.212 (8) | 0.106 (4) | −0.051 (5) | 0.011 (3) | −0.011 (4) |
O9B | 0.098 (16) | 0.147 (18) | 0.223 (16) | 0.022 (11) | 0.057 (13) | 0.036 (13) |
C27 | 0.086 (2) | 0.063 (2) | 0.0634 (19) | −0.0378 (19) | 0.0085 (17) | 0.0016 (15) |
C28 | 0.0508 (16) | 0.0555 (17) | 0.0566 (16) | −0.0182 (14) | 0.0050 (13) | −0.0046 (13) |
C29 | 0.0487 (15) | 0.0495 (15) | 0.0426 (13) | −0.0270 (13) | −0.0023 (11) | −0.0065 (11) |
C30 | 0.0613 (18) | 0.0488 (17) | 0.0629 (17) | −0.0260 (15) | 0.0021 (14) | −0.0108 (13) |
C31 | 0.0564 (18) | 0.064 (2) | 0.076 (2) | −0.0272 (16) | 0.0124 (15) | −0.0246 (16) |
C32 | 0.0526 (16) | 0.0655 (18) | 0.0566 (16) | −0.0321 (15) | 0.0006 (13) | −0.0046 (14) |
C33 | 0.0665 (18) | 0.0518 (17) | 0.0501 (16) | −0.0218 (15) | 0.0094 (13) | −0.0015 (13) |
C34 | 0.088 (2) | 0.0554 (18) | 0.0524 (16) | −0.0422 (17) | 0.0020 (15) | −0.0070 (13) |
C35 | 0.078 (2) | 0.078 (2) | 0.0476 (16) | −0.047 (2) | −0.0038 (14) | 0.0033 (15) |
C36 | 0.0704 (19) | 0.0630 (19) | 0.0472 (15) | −0.0361 (16) | −0.0024 (13) | −0.0029 (13) |
C37 | 0.0684 (18) | 0.0534 (17) | 0.0476 (15) | −0.0344 (16) | −0.0108 (13) | −0.0024 (12) |
C38 | 0.0667 (19) | 0.065 (2) | 0.0618 (18) | −0.0348 (17) | 0.0040 (15) | −0.0052 (15) |
C39 | 0.071 (2) | 0.0566 (19) | 0.081 (2) | −0.0261 (17) | −0.0050 (17) | −0.0091 (16) |
Geometric parameters (Å, º) top
Co1—O1i | 2.0871 (19) | C20—H20A | 0.9700 |
Co1—O1 | 2.0871 (19) | C20—H20B | 0.9700 |
Co1—N4i | 2.1850 (17) | C21—C24 | 1.506 (3) |
Co1—N4 | 2.1850 (17) | C21—H21A | 0.9700 |
Co1—N1i | 2.2194 (19) | C21—H21B | 0.9700 |
Co1—N1 | 2.2194 (19) | C22—N4 | 1.341 (3) |
Co2—O2ii | 2.0897 (19) | C22—C23 | 1.370 (3) |
Co2—O2 | 2.0897 (19) | C22—H22 | 0.9300 |
Co2—N2ii | 2.1731 (17) | C23—C24 | 1.375 (4) |
Co2—N2 | 2.1731 (17) | C23—H23 | 0.9300 |
Co2—N3 | 2.2202 (19) | C24—C25 | 1.392 (4) |
Co2—N3ii | 2.2202 (19) | C25—C26 | 1.380 (3) |
C1—N1 | 1.337 (3) | C25—H25 | 0.9300 |
C1—C2 | 1.373 (4) | C26—N4 | 1.336 (3) |
C1—H1 | 0.9300 | C26—H26 | 0.9300 |
C2—C3 | 1.379 (4) | N5—C31 | 1.324 (3) |
C2—H2 | 0.9300 | N5—C27 | 1.330 (4) |
C3—C4 | 1.372 (3) | N6—C35 | 1.320 (4) |
C3—C6 | 1.508 (3) | N6—C39 | 1.327 (4) |
C4—C5 | 1.380 (3) | N7—O4 | 1.170 (5) |
C4—H4 | 0.9300 | N7—O3 | 1.185 (4) |
C5—N1 | 1.331 (3) | N7—O5 | 1.230 (5) |
C5—H5 | 0.9300 | N8—O7 | 1.201 (3) |
C6—C7 | 1.539 (3) | N8—O6 | 1.203 (3) |
C6—H6A | 0.9700 | N8—O8 | 1.227 (4) |
C6—H6B | 0.9700 | O1—H1WA | 0.88 (3) |
C7—C8 | 1.518 (3) | O1—H1WB | 0.74 (3) |
C7—H7A | 0.9700 | O2—H2WA | 0.71 (3) |
C7—H7B | 0.9700 | O2—H2WB | 0.84 (3) |
C8—C11 | 1.505 (3) | O9A—O9B | 1.19 (5) |
C8—H8A | 0.9700 | C27—C28 | 1.363 (4) |
C8—H8B | 0.9700 | C27—H27 | 0.9300 |
C9—N2 | 1.334 (3) | C28—C29 | 1.395 (4) |
C9—C10 | 1.379 (3) | C28—H28 | 0.9300 |
C9—H9 | 0.9300 | C29—C30 | 1.382 (4) |
C10—C11 | 1.382 (3) | C29—C32 | 1.496 (3) |
C10—H10 | 0.9300 | C30—C31 | 1.382 (4) |
C11—C12 | 1.384 (4) | C30—H30 | 0.9300 |
C12—C13 | 1.369 (3) | C31—H31 | 0.9300 |
C12—H12 | 0.9300 | C32—C33 | 1.515 (4) |
C13—N2 | 1.342 (3) | C32—H32A | 0.9700 |
C13—H13 | 0.9300 | C32—H32B | 0.9700 |
C14—N3 | 1.336 (3) | C33—C34 | 1.526 (4) |
C14—C15 | 1.377 (3) | C33—H33A | 0.9700 |
C14—H14 | 0.9300 | C33—H33B | 0.9700 |
C15—C16 | 1.377 (4) | C34—C37 | 1.504 (3) |
C15—H15 | 0.9300 | C34—H34A | 0.9700 |
C16—C17 | 1.381 (3) | C34—H34B | 0.9700 |
C16—C19 | 1.505 (3) | C35—C36 | 1.386 (4) |
C17—C18 | 1.369 (3) | C35—H35 | 0.9300 |
C17—H17 | 0.9300 | C36—C37 | 1.395 (4) |
C18—N3 | 1.335 (3) | C36—H36 | 0.9300 |
C18—H18 | 0.9300 | C37—C38 | 1.381 (4) |
C19—C20 | 1.536 (3) | C38—C39 | 1.384 (4) |
C19—H19A | 0.9700 | C38—H38 | 0.9300 |
C19—H19B | 0.9700 | C39—H39 | 0.9300 |
C20—C21 | 1.512 (3) | | |
| | | |
O1i—Co1—O1 | 180.0 | C21—C20—H20A | 109.1 |
O1i—Co1—N4i | 92.59 (8) | C19—C20—H20A | 109.1 |
O1—Co1—N4i | 87.41 (8) | C21—C20—H20B | 109.1 |
O1i—Co1—N4 | 87.41 (8) | C19—C20—H20B | 109.1 |
O1—Co1—N4 | 92.59 (8) | H20A—C20—H20B | 107.8 |
N4i—Co1—N4 | 180.0 | C24—C21—C20 | 113.6 (2) |
O1i—Co1—N1i | 90.48 (7) | C24—C21—H21A | 108.8 |
O1—Co1—N1i | 89.52 (7) | C20—C21—H21A | 108.8 |
N4i—Co1—N1i | 89.72 (7) | C24—C21—H21B | 108.8 |
N4—Co1—N1i | 90.28 (7) | C20—C21—H21B | 108.8 |
O1i—Co1—N1 | 89.52 (7) | H21A—C21—H21B | 107.7 |
O1—Co1—N1 | 90.48 (7) | N4—C22—C23 | 124.2 (2) |
N4i—Co1—N1 | 90.28 (7) | N4—C22—H22 | 117.9 |
N4—Co1—N1 | 89.72 (7) | C23—C22—H22 | 117.9 |
N1i—Co1—N1 | 180.00 (9) | C22—C23—C24 | 119.9 (2) |
O2ii—Co2—O2 | 180.00 (11) | C22—C23—H23 | 120.0 |
O2ii—Co2—N2ii | 88.03 (8) | C24—C23—H23 | 120.0 |
O2—Co2—N2ii | 91.97 (8) | C23—C24—C25 | 116.7 (2) |
O2ii—Co2—N2 | 91.97 (8) | C23—C24—C21 | 121.6 (3) |
O2—Co2—N2 | 88.03 (8) | C25—C24—C21 | 121.8 (3) |
N2ii—Co2—N2 | 180.00 (12) | C26—C25—C24 | 119.7 (2) |
O2ii—Co2—N3 | 90.97 (8) | C26—C25—H25 | 120.2 |
O2—Co2—N3 | 89.03 (8) | C24—C25—H25 | 120.2 |
N2ii—Co2—N3 | 92.96 (7) | N4—C26—C25 | 123.7 (2) |
N2—Co2—N3 | 87.04 (7) | N4—C26—H26 | 118.2 |
O2ii—Co2—N3ii | 89.03 (8) | C25—C26—H26 | 118.2 |
O2—Co2—N3ii | 90.97 (8) | C5—N1—C1 | 115.3 (2) |
N2ii—Co2—N3ii | 87.04 (7) | C5—N1—Co1 | 120.99 (16) |
N2—Co2—N3ii | 92.96 (7) | C1—N1—Co1 | 122.00 (16) |
N3—Co2—N3ii | 180.00 (9) | C9—N2—C13 | 116.00 (19) |
N1—C1—C2 | 123.9 (2) | C9—N2—Co2 | 122.80 (15) |
N1—C1—H1 | 118.0 | C13—N2—Co2 | 121.19 (15) |
C2—C1—H1 | 118.0 | C18—N3—C14 | 115.7 (2) |
C1—C2—C3 | 120.2 (3) | C18—N3—Co2 | 117.69 (16) |
C1—C2—H2 | 119.9 | C14—N3—Co2 | 125.10 (17) |
C3—C2—H2 | 119.9 | C26—N4—C22 | 115.8 (2) |
C4—C3—C2 | 116.1 (2) | C26—N4—Co1 | 125.88 (16) |
C4—C3—C6 | 122.3 (2) | C22—N4—Co1 | 117.93 (15) |
C2—C3—C6 | 121.6 (2) | C31—N5—C27 | 115.5 (3) |
C3—C4—C5 | 120.2 (2) | C35—N6—C39 | 115.8 (2) |
C3—C4—H4 | 119.9 | O4—N7—O3 | 124.3 (6) |
C5—C4—H4 | 119.9 | O4—N7—O5 | 121.6 (6) |
N1—C5—C4 | 123.9 (2) | O3—N7—O5 | 114.0 (5) |
N1—C5—H5 | 118.0 | O7—N8—O6 | 125.4 (4) |
C4—C5—H5 | 118.0 | O7—N8—O8 | 117.0 (3) |
C3—C6—C7 | 112.27 (19) | O6—N8—O8 | 117.4 (3) |
C3—C6—H6A | 109.1 | Co1—O1—H1WA | 125 (2) |
C7—C6—H6A | 109.1 | Co1—O1—H1WB | 126 (2) |
C3—C6—H6B | 109.1 | H1WA—O1—H1WB | 108 (3) |
C7—C6—H6B | 109.1 | Co2—O2—H2WA | 130 (2) |
H6A—C6—H6B | 107.9 | Co2—O2—H2WB | 124 (2) |
C8—C7—C6 | 113.5 (2) | H2WA—O2—H2WB | 106 (3) |
C8—C7—H7A | 108.9 | N5—C27—C28 | 125.3 (3) |
C6—C7—H7A | 108.9 | N5—C27—H27 | 117.4 |
C8—C7—H7B | 108.9 | C28—C27—H27 | 117.4 |
C6—C7—H7B | 108.9 | C27—C28—C29 | 119.2 (3) |
H7A—C7—H7B | 107.7 | C27—C28—H28 | 120.4 |
C11—C8—C7 | 111.5 (2) | C29—C28—H28 | 120.4 |
C11—C8—H8A | 109.3 | C30—C29—C28 | 116.0 (2) |
C7—C8—H8A | 109.3 | C30—C29—C32 | 124.1 (2) |
C11—C8—H8B | 109.3 | C28—C29—C32 | 119.9 (2) |
C7—C8—H8B | 109.3 | C31—C30—C29 | 120.2 (3) |
H8A—C8—H8B | 108.0 | C31—C30—H30 | 119.9 |
N2—C9—C10 | 123.5 (2) | C29—C30—H30 | 119.9 |
N2—C9—H9 | 118.2 | N5—C31—C30 | 123.8 (3) |
C10—C9—H9 | 118.2 | N5—C31—H31 | 118.1 |
C9—C10—C11 | 120.2 (2) | C30—C31—H31 | 118.1 |
C9—C10—H10 | 119.9 | C29—C32—C33 | 113.5 (2) |
C11—C10—H10 | 119.9 | C29—C32—H32A | 108.9 |
C10—C11—C12 | 116.3 (2) | C33—C32—H32A | 108.9 |
C10—C11—C8 | 122.1 (2) | C29—C32—H32B | 108.9 |
C12—C11—C8 | 121.6 (2) | C33—C32—H32B | 108.9 |
C13—C12—C11 | 120.3 (2) | H32A—C32—H32B | 107.7 |
C13—C12—H12 | 119.9 | C32—C33—C34 | 113.3 (2) |
C11—C12—H12 | 119.9 | C32—C33—H33A | 108.9 |
N2—C13—C12 | 123.8 (2) | C34—C33—H33A | 108.9 |
N2—C13—H13 | 118.1 | C32—C33—H33B | 108.9 |
C12—C13—H13 | 118.1 | C34—C33—H33B | 108.9 |
N3—C14—C15 | 123.8 (2) | H33A—C33—H33B | 107.7 |
N3—C14—H14 | 118.1 | C37—C34—C33 | 112.1 (2) |
C15—C14—H14 | 118.1 | C37—C34—H34A | 109.2 |
C14—C15—C16 | 120.3 (2) | C33—C34—H34A | 109.2 |
C14—C15—H15 | 119.9 | C37—C34—H34B | 109.2 |
C16—C15—H15 | 119.9 | C33—C34—H34B | 109.2 |
C15—C16—C17 | 115.8 (2) | H34A—C34—H34B | 107.9 |
C15—C16—C19 | 122.7 (2) | N6—C35—C36 | 125.4 (3) |
C17—C16—C19 | 121.3 (3) | N6—C35—H35 | 117.3 |
C18—C17—C16 | 120.7 (2) | C36—C35—H35 | 117.3 |
C18—C17—H17 | 119.7 | C35—C36—C37 | 118.0 (3) |
C16—C17—H17 | 119.7 | C35—C36—H36 | 121.0 |
N3—C18—C17 | 123.7 (2) | C37—C36—H36 | 121.0 |
N3—C18—H18 | 118.2 | C38—C37—C36 | 117.3 (2) |
C17—C18—H18 | 118.2 | C38—C37—C34 | 123.4 (3) |
C16—C19—C20 | 111.6 (2) | C36—C37—C34 | 119.3 (3) |
C16—C19—H19A | 109.3 | C37—C38—C39 | 119.4 (3) |
C20—C19—H19A | 109.3 | C37—C38—H38 | 120.3 |
C16—C19—H19B | 109.3 | C39—C38—H38 | 120.3 |
C20—C19—H19B | 109.3 | N6—C39—C38 | 124.1 (3) |
H19A—C19—H19B | 108.0 | N6—C39—H39 | 117.9 |
C21—C20—C19 | 112.5 (2) | C38—C39—H39 | 117.9 |
| | | |
N1—C1—C2—C3 | 1.8 (4) | O2—Co2—N2—C9 | 134.5 (2) |
C1—C2—C3—C4 | 4.3 (4) | N3—Co2—N2—C9 | −136.4 (2) |
C1—C2—C3—C6 | −173.7 (2) | N3ii—Co2—N2—C9 | 43.6 (2) |
C2—C3—C4—C5 | −5.5 (3) | O2ii—Co2—N2—C13 | 132.9 (2) |
C6—C3—C4—C5 | 172.5 (2) | O2—Co2—N2—C13 | −47.1 (2) |
C3—C4—C5—N1 | 0.7 (4) | N3—Co2—N2—C13 | 42.0 (2) |
C4—C3—C6—C7 | −107.3 (3) | N3ii—Co2—N2—C13 | −138.0 (2) |
C2—C3—C6—C7 | 70.5 (3) | C17—C18—N3—C14 | 1.2 (3) |
C3—C6—C7—C8 | 61.5 (3) | C17—C18—N3—Co2 | −165.37 (18) |
C6—C7—C8—C11 | 176.9 (2) | C15—C14—N3—C18 | −2.9 (3) |
N2—C9—C10—C11 | 0.3 (4) | C15—C14—N3—Co2 | 162.51 (17) |
C9—C10—C11—C12 | 0.4 (4) | O2ii—Co2—N3—C18 | −21.60 (16) |
C9—C10—C11—C8 | 178.4 (2) | O2—Co2—N3—C18 | 158.40 (16) |
C7—C8—C11—C10 | −97.8 (3) | N2ii—Co2—N3—C18 | −109.68 (16) |
C7—C8—C11—C12 | 80.0 (3) | N2—Co2—N3—C18 | 70.32 (16) |
C10—C11—C12—C13 | −0.4 (4) | O2ii—Co2—N3—C14 | 173.26 (18) |
C8—C11—C12—C13 | −178.3 (2) | O2—Co2—N3—C14 | −6.74 (18) |
C11—C12—C13—N2 | −0.3 (4) | N2ii—Co2—N3—C14 | 85.18 (18) |
N3—C14—C15—C16 | 1.6 (4) | N2—Co2—N3—C14 | −94.82 (18) |
C14—C15—C16—C17 | 1.5 (3) | C25—C26—N4—C22 | 2.2 (4) |
C14—C15—C16—C19 | −174.4 (2) | C25—C26—N4—Co1 | −170.4 (2) |
C15—C16—C17—C18 | −3.1 (3) | C23—C22—N4—C26 | −1.9 (4) |
C19—C16—C17—C18 | 172.9 (2) | C23—C22—N4—Co1 | 171.33 (19) |
C16—C17—C18—N3 | 1.9 (4) | O1i—Co1—N4—C26 | 125.5 (2) |
C15—C16—C19—C20 | 77.1 (3) | O1—Co1—N4—C26 | −54.5 (2) |
C17—C16—C19—C20 | −98.6 (3) | N1i—Co1—N4—C26 | −144.0 (2) |
C16—C19—C20—C21 | 62.0 (3) | N1—Co1—N4—C26 | 36.0 (2) |
C19—C20—C21—C24 | 176.7 (2) | O1i—Co1—N4—C22 | −46.94 (18) |
N4—C22—C23—C24 | −0.8 (4) | O1—Co1—N4—C22 | 133.06 (18) |
C22—C23—C24—C25 | 3.1 (4) | N1i—Co1—N4—C22 | 43.53 (18) |
C22—C23—C24—C21 | −176.7 (2) | N1—Co1—N4—C22 | −136.47 (18) |
C20—C21—C24—C23 | −95.1 (3) | C31—N5—C27—C28 | −1.2 (5) |
C20—C21—C24—C25 | 85.1 (3) | N5—C27—C28—C29 | 1.4 (5) |
C23—C24—C25—C26 | −2.8 (4) | C27—C28—C29—C30 | −1.4 (4) |
C21—C24—C25—C26 | 177.0 (2) | C27—C28—C29—C32 | 179.3 (3) |
C24—C25—C26—N4 | 0.1 (4) | C28—C29—C30—C31 | 1.3 (4) |
C4—C5—N1—C1 | 5.2 (3) | C32—C29—C30—C31 | −179.4 (3) |
C4—C5—N1—Co1 | −159.94 (17) | C27—N5—C31—C30 | 1.1 (5) |
C2—C1—N1—C5 | −6.5 (4) | C29—C30—C31—N5 | −1.2 (5) |
C2—C1—N1—Co1 | 158.5 (2) | C30—C29—C32—C33 | −117.4 (3) |
O1i—Co1—N1—C5 | 3.73 (17) | C28—C29—C32—C33 | 61.9 (3) |
O1—Co1—N1—C5 | −176.27 (17) | C29—C32—C33—C34 | 69.7 (3) |
N4i—Co1—N1—C5 | −88.85 (17) | C32—C33—C34—C37 | 68.7 (3) |
N4—Co1—N1—C5 | 91.15 (17) | C39—N6—C35—C36 | 1.0 (4) |
O1i—Co1—N1—C1 | −160.43 (19) | N6—C35—C36—C37 | −0.1 (4) |
O1—Co1—N1—C1 | 19.57 (19) | C35—C36—C37—C38 | −0.9 (4) |
N4i—Co1—N1—C1 | 106.98 (18) | C35—C36—C37—C34 | 179.4 (3) |
N4—Co1—N1—C1 | −73.02 (18) | C33—C34—C37—C38 | −103.9 (3) |
C10—C9—N2—C13 | −1.0 (4) | C33—C34—C37—C36 | 75.8 (3) |
C10—C9—N2—Co2 | 177.55 (19) | C36—C37—C38—C39 | 1.1 (4) |
C12—C13—N2—C9 | 1.0 (4) | C34—C37—C38—C39 | −179.2 (3) |
C12—C13—N2—Co2 | −177.6 (2) | C35—N6—C39—C38 | −0.8 (5) |
O2ii—Co2—N2—C9 | −45.5 (2) | C37—C38—C39—N6 | −0.2 (5) |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1WA···N5iii | 0.88 (3) | 1.90 (3) | 2.767 (3) | 170 (3) |
O1—H1WB···O3 | 0.74 (3) | 2.15 (3) | 2.879 (4) | 169 (3) |
O2—H2WA···O7 | 0.71 (3) | 2.05 (3) | 2.757 (3) | 172 (3) |
O2—H2WB···N6 | 0.84 (3) | 1.90 (3) | 2.736 (3) | 173 (3) |
Symmetry code: (iii) −x, −y, −z+1. |