The title compound, [Co(CO3)(C12H8N2)2]Cl·5H2O, contains [Co(CO3)(phen)2]+ cations (phen = 1,10-phenanthroline), chloride ions and five independent non-coordinated water molecules, four of which show positional disorder. The CoIII atom displays a distorted octahedral geometry, being coordinated by four N atoms of two 1,10-phenanthroline ligands and two O atoms of the bidentate chelating carbonate group. The crystal packing is consolidated by hydrogen bonds and aromatic π–π stacking interactions between neighboring phenanthroline rings.
Supporting information
CCDC reference: 602826
Key indicators
- Single-crystal X-ray study
- T = 292 K
- Mean (C-C) = 0.004 Å
- Disorder in solvent or counterion
- R factor = 0.051
- wR factor = 0.130
- Data-to-parameter ratio = 13.9
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT415_ALERT_2_B Short Inter D-H..H-X H6A .. H19 .. 2.08 Ang.
PLAT420_ALERT_2_B D-H Without Acceptor >O8 - >H8A ... ?
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 45.00 Perc.
PLAT731_ALERT_1_C Bond Calc 0.82(4), Rep 0.820(19) ...... 2.11 su-Rat
O5 -H5A 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.82(4), Rep 0.820(19) ...... 2.11 su-Rat
O5 -H5A 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.82(4), Rep 0.820(19) ...... 2.11 su-Rat
O5 -H5A 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
Cl H2 O
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
4 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
0 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997; software used to prepare material for publication: SHELXTL.
(Carbonato-
κ2O,
O')bis(1,10-phenanthroline-
κ2N,
N')cobalt(III) chloride pentahydrate
top
Crystal data top
[Co(CO3)(C12H8N2)2]Cl·5H2O | F(000) = 2456 |
Mr = 1191.74 | Dx = 1.519 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 3667 reflections |
a = 27.526 (2) Å | θ = 2.3–24.1° |
b = 13.5927 (12) Å | µ = 0.82 mm−1 |
c = 14.2093 (13) Å | T = 292 K |
β = 101.505 (2)° | Block, red |
V = 5209.7 (8) Å3 | 0.36 × 0.26 × 0.20 mm |
Z = 4 | |
Data collection top
Bruker SMART CCD diffractometer | 5947 independent reflections |
Radiation source: fine-focus sealed tube | 4423 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
ω scans | θmax = 27.5°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −33→35 |
Tmin = 0.758, Tmax = 0.854 | k = −11→17 |
17359 measured reflections | l = −18→13 |
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)] = 0.051 | Hydrogen site location: difmap and geom |
wR(F2) = 0.130 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.063P)2 + 2.6301P] where P = (Fo2 + 2Fc2)/3 |
5947 reflections | (Δ/σ)max = 0.001 |
429 parameters | Δρmax = 0.39 e Å−3 |
23 restraints | Δρmin = −0.22 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 | 0.364394 (12) | 0.82108 (2) | 0.84641 (2) | 0.03617 (12) | |
N1 | 0.29937 (7) | 0.88074 (16) | 0.83282 (16) | 0.0397 (5) | |
N2 | 0.36009 (8) | 0.80952 (15) | 0.98110 (15) | 0.0382 (5) | |
N3 | 0.40094 (7) | 0.94538 (15) | 0.86280 (15) | 0.0377 (5) | |
N4 | 0.42946 (8) | 0.76340 (17) | 0.86368 (15) | 0.0422 (5) | |
O1 | 0.35783 (7) | 0.80899 (13) | 0.71205 (13) | 0.0441 (4) | |
O2 | 0.33419 (7) | 0.70028 (13) | 0.80315 (13) | 0.0443 (4) | |
O3 | 0.32059 (9) | 0.67188 (16) | 0.64382 (16) | 0.0651 (6) | |
C1 | 0.33641 (10) | 0.7230 (2) | 0.7145 (2) | 0.0458 (6) | |
C2 | 0.26916 (10) | 0.9129 (2) | 0.7542 (2) | 0.0506 (7) | |
H2 | 0.2800 | 0.9135 | 0.6963 | 0.061* | |
C3 | 0.22124 (11) | 0.9458 (2) | 0.7565 (2) | 0.0572 (8) | |
H3 | 0.2007 | 0.9674 | 0.7003 | 0.069* | |
C4 | 0.20453 (10) | 0.9466 (2) | 0.8399 (2) | 0.0546 (8) | |
H4 | 0.1728 | 0.9691 | 0.8411 | 0.066* | |
C5 | 0.23543 (9) | 0.91339 (19) | 0.9242 (2) | 0.0460 (7) | |
C6 | 0.22231 (11) | 0.9064 (2) | 1.0168 (3) | 0.0588 (9) | |
H6 | 0.1911 | 0.9278 | 1.0237 | 0.071* | |
C7 | 0.25353 (12) | 0.8701 (2) | 1.0938 (2) | 0.0556 (8) | |
H7 | 0.2436 | 0.8670 | 1.1525 | 0.067* | |
C8 | 0.30201 (11) | 0.83591 (19) | 1.0868 (2) | 0.0466 (7) | |
C9 | 0.33624 (12) | 0.7943 (2) | 1.1619 (2) | 0.0532 (7) | |
H9 | 0.3288 | 0.7891 | 1.2228 | 0.064* | |
C10 | 0.38042 (12) | 0.7616 (2) | 1.1458 (2) | 0.0540 (7) | |
H10 | 0.4033 | 0.7338 | 1.1958 | 0.065* | |
C11 | 0.39156 (11) | 0.7694 (2) | 1.0547 (2) | 0.0468 (7) | |
H11 | 0.4219 | 0.7459 | 1.0449 | 0.056* | |
C12 | 0.31587 (9) | 0.84201 (18) | 0.99734 (19) | 0.0378 (6) | |
C13 | 0.28270 (9) | 0.88094 (18) | 0.91646 (19) | 0.0385 (6) | |
C14 | 0.38492 (11) | 1.0371 (2) | 0.8637 (2) | 0.0477 (7) | |
H14 | 0.3513 | 1.0486 | 0.8601 | 0.057* | |
C15 | 0.41744 (12) | 1.1175 (2) | 0.8698 (2) | 0.0545 (8) | |
H15 | 0.4053 | 1.1812 | 0.8710 | 0.065* | |
C16 | 0.46688 (12) | 1.1024 (2) | 0.8740 (2) | 0.0538 (8) | |
H16 | 0.4883 | 1.1557 | 0.8761 | 0.065* | |
C17 | 0.48514 (10) | 1.0068 (2) | 0.87497 (18) | 0.0470 (7) | |
C18 | 0.53599 (11) | 0.9802 (3) | 0.8810 (2) | 0.0587 (8) | |
H18 | 0.5596 | 1.0295 | 0.8833 | 0.070* | |
C19 | 0.55046 (11) | 0.8852 (3) | 0.8834 (2) | 0.0599 (9) | |
H19 | 0.5839 | 0.8707 | 0.8883 | 0.072* | |
C20 | 0.51613 (10) | 0.8070 (2) | 0.8787 (2) | 0.0514 (7) | |
C21 | 0.52768 (12) | 0.7064 (3) | 0.8802 (2) | 0.0639 (9) | |
H21 | 0.5604 | 0.6862 | 0.8855 | 0.077* | |
C22 | 0.49090 (13) | 0.6385 (3) | 0.8740 (3) | 0.0669 (9) | |
H22 | 0.4987 | 0.5718 | 0.8756 | 0.080* | |
C23 | 0.44151 (12) | 0.6679 (2) | 0.8653 (2) | 0.0530 (7) | |
H23 | 0.4167 | 0.6205 | 0.8605 | 0.064* | |
C24 | 0.46594 (9) | 0.8310 (2) | 0.87065 (18) | 0.0404 (6) | |
C25 | 0.45070 (9) | 0.9304 (2) | 0.86939 (17) | 0.0388 (6) | |
O5 | 0.21607 (10) | 0.6487 (2) | 0.6386 (3) | 0.0933 (9) | |
H5A | 0.2051 (18) | 0.701 (3) | 0.614 (4) | 0.140* | |
H5B | 0.2433 (11) | 0.646 (4) | 0.623 (4) | 0.140* | |
O6 | 0.3280 (3) | 0.9389 (4) | 0.5511 (5) | 0.0977 (18) | 0.50 |
H6B | 0.306 (3) | 0.912 (6) | 0.508 (6) | 0.147* | 0.50 |
H6A | 0.340 (4) | 0.893 (5) | 0.587 (6) | 0.147* | 0.50 |
Cl1 | 0.59470 (6) | 0.58858 (16) | 1.14194 (16) | 0.0728 (8) | 0.501 (4) |
O4 | 0.4857 (3) | 0.6476 (6) | 1.1404 (5) | 0.090 (2) | 0.501 (4) |
H4A | 0.470 (4) | 0.597 (5) | 1.149 (7) | 0.135* | 0.501 (4) |
H4B | 0.493 (5) | 0.676 (6) | 1.192 (4) | 0.135* | 0.501 (4) |
O8 | 0.5975 (3) | 0.4785 (5) | 0.9425 (7) | 0.103 (2) | 0.501 (4) |
H8A | 0.594 (2) | 0.514 (2) | 0.8976 (18) | 0.154* | 0.501 (4) |
H8B | 0.572 (2) | 0.453 (8) | 0.950 (7) | 0.154* | 0.501 (4) |
Cl1' | 0.51544 (14) | 0.64883 (18) | 1.1383 (2) | 0.0831 (8) | 0.499 (4) |
O4' | 0.6055 (2) | 0.5418 (6) | 1.0604 (6) | 0.103 (2) | 0.499 (4) |
H4C | 0.587 (4) | 0.575 (9) | 1.087 (9) | 0.154* | 0.499 (4) |
H4D | 0.587 (4) | 0.520 (9) | 1.013 (6) | 0.154* | 0.499 (4) |
O8' | 0.5781 (3) | 0.4752 (5) | 0.8616 (7) | 0.113 (3) | 0.499 (4) |
H8C | 0.576 (5) | 0.490 (7) | 0.8041 (19) | 0.169* | 0.499 (4) |
H8D | 0.594 (2) | 0.514 (2) | 0.8976 (18) | 0.169* | 0.499 (4) |
O7 | 0.1826 (10) | 0.8260 (17) | 0.5513 (6) | 0.112 (7) | 0.52 (4) |
O7' | 0.1552 (7) | 0.7790 (14) | 0.5312 (12) | 0.091 (6) | 0.48 (4) |
H7A | 0.1530 (13) | 0.836 (3) | 0.554 (4) | 0.136* | |
H7B | 0.1724 (16) | 0.804 (3) | 0.4944 (17) | 0.136* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.03087 (19) | 0.0385 (2) | 0.0416 (2) | 0.00086 (14) | 0.01302 (14) | 0.00241 (15) |
N1 | 0.0332 (11) | 0.0392 (12) | 0.0479 (13) | 0.0005 (9) | 0.0110 (9) | 0.0026 (10) |
N2 | 0.0368 (12) | 0.0354 (12) | 0.0441 (12) | −0.0007 (9) | 0.0125 (9) | −0.0012 (9) |
N3 | 0.0344 (11) | 0.0381 (12) | 0.0407 (11) | 0.0008 (9) | 0.0078 (9) | 0.0018 (9) |
N4 | 0.0374 (12) | 0.0460 (14) | 0.0458 (13) | 0.0055 (10) | 0.0142 (10) | 0.0018 (10) |
O1 | 0.0427 (10) | 0.0483 (12) | 0.0440 (10) | −0.0060 (8) | 0.0155 (8) | 0.0035 (8) |
O2 | 0.0437 (11) | 0.0428 (11) | 0.0499 (11) | −0.0073 (8) | 0.0176 (8) | −0.0003 (8) |
O3 | 0.0751 (16) | 0.0650 (15) | 0.0579 (13) | −0.0172 (11) | 0.0200 (11) | −0.0158 (11) |
C1 | 0.0403 (15) | 0.0495 (17) | 0.0509 (17) | −0.0020 (13) | 0.0169 (12) | −0.0035 (13) |
C2 | 0.0415 (15) | 0.0537 (18) | 0.0556 (18) | −0.0006 (13) | 0.0076 (13) | 0.0086 (14) |
C3 | 0.0394 (16) | 0.0497 (18) | 0.077 (2) | 0.0017 (13) | −0.0014 (15) | 0.0145 (15) |
C4 | 0.0334 (14) | 0.0417 (16) | 0.090 (2) | 0.0010 (12) | 0.0156 (15) | −0.0012 (15) |
C5 | 0.0344 (14) | 0.0339 (14) | 0.0726 (19) | −0.0021 (11) | 0.0182 (13) | −0.0070 (13) |
C6 | 0.0443 (17) | 0.0498 (18) | 0.093 (3) | −0.0063 (14) | 0.0389 (17) | −0.0210 (17) |
C7 | 0.0564 (18) | 0.0552 (19) | 0.065 (2) | −0.0122 (15) | 0.0349 (16) | −0.0154 (15) |
C8 | 0.0513 (16) | 0.0403 (16) | 0.0543 (17) | −0.0132 (12) | 0.0251 (13) | −0.0112 (12) |
C9 | 0.072 (2) | 0.0487 (17) | 0.0427 (16) | −0.0131 (15) | 0.0205 (14) | −0.0051 (13) |
C10 | 0.067 (2) | 0.0480 (18) | 0.0443 (16) | 0.0008 (15) | 0.0053 (14) | 0.0026 (13) |
C11 | 0.0490 (16) | 0.0428 (16) | 0.0484 (16) | 0.0035 (13) | 0.0094 (13) | 0.0005 (12) |
C12 | 0.0393 (14) | 0.0294 (13) | 0.0478 (15) | −0.0049 (10) | 0.0164 (11) | −0.0042 (10) |
C13 | 0.0357 (13) | 0.0305 (13) | 0.0522 (15) | −0.0023 (10) | 0.0156 (11) | −0.0014 (11) |
C14 | 0.0434 (15) | 0.0486 (17) | 0.0508 (16) | 0.0013 (13) | 0.0084 (12) | 0.0015 (13) |
C15 | 0.065 (2) | 0.0416 (17) | 0.0535 (18) | −0.0040 (14) | 0.0027 (14) | 0.0016 (13) |
C16 | 0.0588 (19) | 0.0549 (19) | 0.0461 (16) | −0.0204 (15) | 0.0069 (13) | 0.0009 (13) |
C17 | 0.0453 (16) | 0.0615 (19) | 0.0345 (14) | −0.0104 (13) | 0.0091 (11) | −0.0025 (12) |
C18 | 0.0419 (17) | 0.086 (3) | 0.0510 (17) | −0.0202 (16) | 0.0148 (13) | −0.0106 (16) |
C19 | 0.0322 (15) | 0.097 (3) | 0.0520 (18) | −0.0032 (16) | 0.0121 (12) | −0.0130 (17) |
C20 | 0.0348 (14) | 0.077 (2) | 0.0428 (15) | 0.0074 (14) | 0.0084 (11) | −0.0096 (14) |
C21 | 0.0446 (18) | 0.084 (3) | 0.064 (2) | 0.0238 (17) | 0.0132 (15) | −0.0066 (17) |
C22 | 0.065 (2) | 0.060 (2) | 0.076 (2) | 0.0267 (18) | 0.0159 (17) | −0.0005 (17) |
C23 | 0.0527 (18) | 0.0455 (17) | 0.0638 (19) | 0.0089 (13) | 0.0188 (14) | 0.0014 (14) |
C24 | 0.0329 (13) | 0.0542 (17) | 0.0360 (13) | 0.0039 (12) | 0.0116 (10) | −0.0002 (11) |
C25 | 0.0334 (13) | 0.0509 (16) | 0.0330 (12) | −0.0032 (11) | 0.0088 (10) | −0.0012 (11) |
O5 | 0.0575 (16) | 0.100 (2) | 0.123 (3) | −0.0041 (15) | 0.0192 (17) | 0.0261 (19) |
O6 | 0.113 (5) | 0.085 (4) | 0.095 (5) | 0.033 (4) | 0.020 (3) | 0.020 (3) |
Cl1 | 0.0542 (11) | 0.0778 (14) | 0.0857 (15) | −0.0028 (8) | 0.0123 (9) | −0.0093 (10) |
O4 | 0.058 (4) | 0.108 (6) | 0.102 (5) | 0.015 (4) | 0.011 (4) | 0.017 (4) |
O8 | 0.072 (4) | 0.102 (5) | 0.140 (7) | 0.000 (4) | 0.036 (4) | −0.014 (5) |
Cl1' | 0.097 (2) | 0.0660 (13) | 0.0912 (16) | −0.0107 (14) | 0.0295 (15) | 0.0028 (10) |
O4' | 0.082 (4) | 0.100 (5) | 0.123 (6) | −0.004 (4) | 0.016 (4) | 0.018 (4) |
O8' | 0.078 (5) | 0.095 (5) | 0.160 (7) | 0.011 (4) | 0.013 (5) | −0.047 (5) |
O7 | 0.141 (13) | 0.132 (11) | 0.067 (4) | 0.051 (10) | 0.029 (5) | 0.003 (4) |
O7' | 0.101 (9) | 0.095 (8) | 0.088 (7) | 0.024 (6) | 0.045 (6) | 0.025 (5) |
Geometric parameters (Å, º) top
Co1—O2 | 1.8871 (18) | C15—C16 | 1.366 (4) |
Co1—O1 | 1.8885 (18) | C15—H15 | 0.9300 |
Co1—N4 | 1.925 (2) | C16—C17 | 1.392 (4) |
Co1—N1 | 1.939 (2) | C16—H16 | 0.9300 |
Co1—N2 | 1.947 (2) | C17—C25 | 1.398 (4) |
Co1—N3 | 1.956 (2) | C17—C18 | 1.432 (4) |
Co1—C1 | 2.303 (3) | C18—C19 | 1.350 (5) |
N1—C2 | 1.327 (3) | C18—H18 | 0.9300 |
N1—C13 | 1.357 (3) | C19—C20 | 1.415 (4) |
N2—C11 | 1.335 (3) | C19—H19 | 0.9300 |
N2—C12 | 1.357 (3) | C20—C24 | 1.402 (4) |
N3—C14 | 1.323 (3) | C20—C21 | 1.403 (5) |
N3—C25 | 1.370 (3) | C21—C22 | 1.360 (5) |
N4—C23 | 1.339 (3) | C21—H21 | 0.9300 |
N4—C24 | 1.350 (3) | C22—C23 | 1.399 (4) |
O1—C1 | 1.312 (3) | C22—H22 | 0.9300 |
O2—C1 | 1.310 (3) | C23—H23 | 0.9300 |
O3—C1 | 1.228 (3) | C24—C25 | 1.413 (4) |
C2—C3 | 1.400 (4) | O5—H5A | 0.820 (19) |
C2—H2 | 0.9300 | O5—H5B | 0.823 (19) |
C3—C4 | 1.354 (4) | O6—H6B | 0.85 (2) |
C3—H3 | 0.9300 | O6—H6A | 0.83 (2) |
C4—C5 | 1.399 (4) | Cl1—H4C | 0.79 (11) |
C4—H4 | 0.9300 | O4—H4A | 0.83 (2) |
C5—C13 | 1.399 (3) | O4—H4B | 0.82 (2) |
C5—C6 | 1.434 (4) | O8—H8A | 0.79 (2) |
C6—C7 | 1.344 (5) | O8—H8B | 0.82 (2) |
C6—H6 | 0.9300 | O8—H4D | 1.23 (10) |
C7—C8 | 1.435 (4) | O8—H8D | 0.79 (2) |
C7—H7 | 0.9300 | Cl1'—H4A | 1.46 (6) |
C8—C9 | 1.395 (4) | Cl1'—H4B | 1.14 (9) |
C8—C12 | 1.401 (4) | O4'—H4C | 0.83 (2) |
C9—C10 | 1.357 (4) | O4'—H4D | 0.81 (2) |
C9—H9 | 0.9300 | O8'—H8A | 0.80 (2) |
C10—C11 | 1.393 (4) | O8'—H8C | 0.83 (2) |
C10—H10 | 0.9300 | O8'—H8D | 0.80 (2) |
C11—H11 | 0.9300 | O7—H7A | 0.84 (2) |
C12—C13 | 1.420 (4) | O7—H7B | 0.857 (19) |
C14—C15 | 1.404 (4) | O7'—H7A | 0.85 (2) |
C14—H14 | 0.9300 | O7'—H7B | 0.84 (2) |
| | | |
O2—Co1—O1 | 69.39 (8) | C9—C10—C11 | 120.2 (3) |
O2—Co1—N4 | 91.45 (9) | C9—C10—H10 | 119.9 |
O1—Co1—N4 | 89.57 (9) | C11—C10—H10 | 119.9 |
O2—Co1—N1 | 89.63 (9) | N2—C11—C10 | 122.1 (3) |
O1—Co1—N1 | 92.03 (9) | N2—C11—H11 | 119.0 |
N4—Co1—N1 | 178.31 (9) | C10—C11—H11 | 119.0 |
O2—Co1—N2 | 98.08 (8) | N2—C12—C8 | 123.4 (2) |
O1—Co1—N2 | 166.95 (8) | N2—C12—C13 | 115.9 (2) |
N4—Co1—N2 | 94.55 (9) | C8—C12—C13 | 120.6 (2) |
N1—Co1—N2 | 84.01 (9) | N1—C13—C5 | 123.5 (2) |
O2—Co1—N3 | 166.63 (8) | N1—C13—C12 | 115.7 (2) |
O1—Co1—N3 | 97.98 (8) | C5—C13—C12 | 120.8 (2) |
N4—Co1—N3 | 83.88 (9) | N3—C14—C15 | 121.6 (3) |
N1—Co1—N3 | 95.34 (9) | N3—C14—H14 | 119.2 |
N2—Co1—N3 | 94.78 (9) | C15—C14—H14 | 119.2 |
O2—Co1—C1 | 34.66 (9) | C16—C15—C14 | 120.2 (3) |
O1—Co1—C1 | 34.73 (9) | C16—C15—H15 | 119.9 |
N4—Co1—C1 | 91.13 (10) | C14—C15—H15 | 119.9 |
N1—Co1—C1 | 90.50 (9) | C15—C16—C17 | 119.7 (3) |
N2—Co1—C1 | 132.60 (10) | C15—C16—H16 | 120.2 |
N3—Co1—C1 | 132.63 (9) | C17—C16—H16 | 120.2 |
C2—N1—C13 | 118.2 (2) | C16—C17—C25 | 117.0 (3) |
C2—N1—Co1 | 129.2 (2) | C16—C17—C18 | 125.7 (3) |
C13—N1—Co1 | 112.36 (16) | C25—C17—C18 | 117.4 (3) |
C11—N2—C12 | 117.6 (2) | C19—C18—C17 | 121.6 (3) |
C11—N2—Co1 | 130.27 (19) | C19—C18—H18 | 119.2 |
C12—N2—Co1 | 111.92 (17) | C17—C18—H18 | 119.2 |
C14—N3—C25 | 118.1 (2) | C18—C19—C20 | 121.8 (3) |
C14—N3—Co1 | 130.58 (18) | C18—C19—H19 | 119.1 |
C25—N3—Co1 | 111.27 (17) | C20—C19—H19 | 119.1 |
C23—N4—C24 | 118.7 (2) | C24—C20—C21 | 116.4 (3) |
C23—N4—Co1 | 128.2 (2) | C24—C20—C19 | 117.8 (3) |
C24—N4—Co1 | 113.04 (17) | C21—C20—C19 | 125.8 (3) |
C1—O1—Co1 | 90.18 (15) | C22—C21—C20 | 119.8 (3) |
C1—O2—Co1 | 90.32 (16) | C22—C21—H21 | 120.1 |
O3—C1—O2 | 125.2 (3) | C20—C21—H21 | 120.1 |
O3—C1—O1 | 124.7 (3) | C21—C22—C23 | 120.6 (3) |
O2—C1—O1 | 110.1 (2) | C21—C22—H22 | 119.7 |
O3—C1—Co1 | 178.7 (2) | C23—C22—H22 | 119.7 |
O2—C1—Co1 | 55.02 (13) | N4—C23—C22 | 120.8 (3) |
O1—C1—Co1 | 55.09 (13) | N4—C23—H23 | 119.6 |
N1—C2—C3 | 121.4 (3) | C22—C23—H23 | 119.6 |
N1—C2—H2 | 119.3 | N4—C24—C20 | 123.6 (3) |
C3—C2—H2 | 119.3 | N4—C24—C25 | 115.8 (2) |
C4—C3—C2 | 120.6 (3) | C20—C24—C25 | 120.6 (3) |
C4—C3—H3 | 119.7 | N3—C25—C17 | 123.4 (3) |
C2—C3—H3 | 119.7 | N3—C25—C24 | 115.7 (2) |
C3—C4—C5 | 119.5 (3) | C17—C25—C24 | 120.9 (2) |
C3—C4—H4 | 120.2 | H5A—O5—H5B | 101 (4) |
C5—C4—H4 | 120.2 | H6B—O6—H6A | 105 (5) |
C4—C5—C13 | 116.8 (3) | H4A—O4—H4B | 108 (5) |
C4—C5—C6 | 125.8 (3) | H8A—O8—H8B | 113 (5) |
C13—C5—C6 | 117.4 (3) | H8A—O8—H4D | 111 (8) |
C7—C6—C5 | 122.2 (3) | H8B—O8—H4D | 75 (9) |
C7—C6—H6 | 118.9 | H8B—O8—H8D | 113 (5) |
C5—C6—H6 | 118.9 | H4D—O8—H8D | 111 (8) |
C6—C7—C8 | 121.0 (3) | H4A—Cl1'—H4B | 60 (3) |
C6—C7—H7 | 119.5 | H4C—O4'—H4D | 104 (5) |
C8—C7—H7 | 119.5 | H8A—O8'—H8B | 73 (4) |
C9—C8—C12 | 117.0 (3) | H8A—O8'—H8C | 113 (5) |
C9—C8—C7 | 125.0 (3) | H8B—O8'—H8C | 168 (10) |
C12—C8—C7 | 118.0 (3) | H8B—O8'—H8D | 73 (5) |
C10—C9—C8 | 119.7 (3) | H8C—O8'—H8D | 113 (5) |
C10—C9—H9 | 120.2 | H7A—O7—H7B | 88 (3) |
C8—C9—H9 | 120.2 | H7A—O7'—H7B | 88 (3) |
| | | |
O2—Co1—N1—C2 | −79.2 (2) | C2—C3—C4—C5 | −0.5 (4) |
O1—Co1—N1—C2 | −9.8 (2) | C3—C4—C5—C13 | 0.1 (4) |
N2—Co1—N1—C2 | −177.4 (2) | C3—C4—C5—C6 | −177.5 (3) |
N3—Co1—N1—C2 | 88.4 (2) | C4—C5—C6—C7 | 177.4 (3) |
C1—Co1—N1—C2 | −44.5 (2) | C13—C5—C6—C7 | −0.3 (4) |
O2—Co1—N1—C13 | 95.30 (17) | C5—C6—C7—C8 | −0.1 (5) |
O1—Co1—N1—C13 | 164.66 (17) | C6—C7—C8—C9 | −177.9 (3) |
N2—Co1—N1—C13 | −2.87 (17) | C6—C7—C8—C12 | 0.3 (4) |
N3—Co1—N1—C13 | −97.13 (17) | C12—C8—C9—C10 | −0.4 (4) |
C1—Co1—N1—C13 | 129.95 (18) | C7—C8—C9—C10 | 177.8 (3) |
O2—Co1—N2—C11 | 88.8 (2) | C8—C9—C10—C11 | 0.0 (4) |
O1—Co1—N2—C11 | 104.7 (4) | C12—N2—C11—C10 | −0.8 (4) |
N4—Co1—N2—C11 | −3.3 (2) | Co1—N2—C11—C10 | −175.2 (2) |
N1—Co1—N2—C11 | 177.5 (2) | C9—C10—C11—N2 | 0.6 (4) |
N3—Co1—N2—C11 | −87.6 (2) | C11—N2—C12—C8 | 0.3 (4) |
C1—Co1—N2—C11 | 92.4 (3) | Co1—N2—C12—C8 | 175.74 (19) |
O2—Co1—N2—C12 | −85.89 (17) | C11—N2—C12—C13 | −177.8 (2) |
O1—Co1—N2—C12 | −70.0 (4) | Co1—N2—C12—C13 | −2.4 (3) |
N4—Co1—N2—C12 | −178.02 (17) | C9—C8—C12—N2 | 0.3 (4) |
N1—Co1—N2—C12 | 2.88 (16) | C7—C8—C12—N2 | −178.0 (2) |
N3—Co1—N2—C12 | 97.76 (17) | C9—C8—C12—C13 | 178.3 (2) |
C1—Co1—N2—C12 | −82.27 (19) | C7—C8—C12—C13 | 0.0 (4) |
O2—Co1—N3—C14 | 111.4 (4) | C2—N1—C13—C5 | −0.2 (4) |
O1—Co1—N3—C14 | 92.7 (2) | Co1—N1—C13—C5 | −175.3 (2) |
N4—Co1—N3—C14 | −178.6 (2) | C2—N1—C13—C12 | 177.5 (2) |
N1—Co1—N3—C14 | −0.1 (2) | Co1—N1—C13—C12 | 2.3 (3) |
N2—Co1—N3—C14 | −84.5 (2) | C4—C5—C13—N1 | 0.2 (4) |
C1—Co1—N3—C14 | 95.6 (3) | C6—C5—C13—N1 | 178.1 (2) |
O2—Co1—N3—C25 | −65.1 (4) | C4—C5—C13—C12 | −177.3 (2) |
O1—Co1—N3—C25 | −83.68 (17) | C6—C5—C13—C12 | 0.5 (4) |
N4—Co1—N3—C25 | 5.02 (17) | N2—C12—C13—N1 | 0.0 (3) |
N1—Co1—N3—C25 | −176.49 (16) | C8—C12—C13—N1 | −178.1 (2) |
N2—Co1—N3—C25 | 99.09 (17) | N2—C12—C13—C5 | 177.8 (2) |
C1—Co1—N3—C25 | −80.9 (2) | C8—C12—C13—C5 | −0.4 (4) |
O2—Co1—N4—C23 | −14.1 (2) | C25—N3—C14—C15 | 0.8 (4) |
O1—Co1—N4—C23 | −83.5 (2) | Co1—N3—C14—C15 | −175.4 (2) |
N2—Co1—N4—C23 | 84.1 (2) | N3—C14—C15—C16 | 0.8 (4) |
N3—Co1—N4—C23 | 178.4 (2) | C14—C15—C16—C17 | −1.9 (4) |
C1—Co1—N4—C23 | −48.8 (2) | C15—C16—C17—C25 | 1.4 (4) |
O2—Co1—N4—C24 | 162.87 (18) | C15—C16—C17—C18 | −178.8 (3) |
O1—Co1—N4—C24 | 93.50 (18) | C16—C17—C18—C19 | 178.7 (3) |
N2—Co1—N4—C24 | −98.90 (18) | C25—C17—C18—C19 | −1.5 (4) |
N3—Co1—N4—C24 | −4.57 (18) | C17—C18—C19—C20 | 1.0 (5) |
C1—Co1—N4—C24 | 128.20 (19) | C18—C19—C20—C24 | 0.4 (4) |
O2—Co1—O1—C1 | 0.89 (15) | C18—C19—C20—C21 | 179.7 (3) |
N4—Co1—O1—C1 | 92.61 (16) | C24—C20—C21—C22 | 0.0 (4) |
N1—Co1—O1—C1 | −87.95 (16) | C19—C20—C21—C22 | −179.2 (3) |
N2—Co1—O1—C1 | −16.0 (4) | C20—C21—C22—C23 | 0.5 (5) |
N3—Co1—O1—C1 | 176.37 (15) | C24—N4—C23—C22 | 0.0 (4) |
O1—Co1—O2—C1 | −0.90 (15) | Co1—N4—C23—C22 | 176.9 (2) |
N4—Co1—O2—C1 | −89.89 (16) | C21—C22—C23—N4 | −0.6 (5) |
N1—Co1—O2—C1 | 91.41 (16) | C23—N4—C24—C20 | 0.6 (4) |
N2—Co1—O2—C1 | 175.31 (15) | Co1—N4—C24—C20 | −176.7 (2) |
N3—Co1—O2—C1 | −20.6 (4) | C23—N4—C24—C25 | −179.4 (2) |
Co1—O2—C1—O3 | −178.4 (3) | Co1—N4—C24—C25 | 3.3 (3) |
Co1—O2—C1—O1 | 1.3 (2) | C21—C20—C24—N4 | −0.6 (4) |
Co1—O1—C1—O3 | 178.4 (3) | C19—C20—C24—N4 | 178.7 (2) |
Co1—O1—C1—O2 | −1.3 (2) | C21—C20—C24—C25 | 179.4 (2) |
O1—Co1—C1—O2 | 178.5 (2) | C19—C20—C24—C25 | −1.3 (4) |
N4—Co1—C1—O2 | 90.92 (15) | C14—N3—C25—C17 | −1.3 (4) |
N1—Co1—C1—O2 | −88.63 (15) | Co1—N3—C25—C17 | 175.59 (19) |
N2—Co1—C1—O2 | −6.3 (2) | C14—N3—C25—C24 | 178.4 (2) |
N3—Co1—C1—O2 | 173.64 (13) | Co1—N3—C25—C24 | −4.6 (3) |
O2—Co1—C1—O1 | −178.5 (2) | C16—C17—C25—N3 | 0.2 (4) |
N4—Co1—C1—O1 | −87.61 (16) | C18—C17—C25—N3 | −179.6 (2) |
N1—Co1—C1—O1 | 92.84 (15) | C16—C17—C25—C24 | −179.5 (2) |
N2—Co1—C1—O1 | 175.16 (13) | C18—C17—C25—C24 | 0.6 (4) |
N3—Co1—C1—O1 | −4.9 (2) | N4—C24—C25—N3 | 1.0 (3) |
C13—N1—C2—C3 | −0.3 (4) | C20—C24—C25—N3 | −179.0 (2) |
Co1—N1—C2—C3 | 174.0 (2) | N4—C24—C25—C17 | −179.2 (2) |
N1—C2—C3—C4 | 0.6 (5) | C20—C24—C25—C17 | 0.8 (4) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O7′ | 0.82 (2) | 1.94 (3) | 2.694 (10) | 153 (6) |
O5—H5A···O7 | 0.82 (2) | 1.96 (2) | 2.782 (14) | 176 (5) |
O5—H5B···O3 | 0.82 (2) | 2.12 (3) | 2.881 (4) | 154 (5) |
O6—H6B···O5i | 0.85 (2) | 2.21 (6) | 2.975 (8) | 150 (11) |
O6—H6A···O1 | 0.83 (2) | 2.09 (4) | 2.876 (6) | 158 (11) |
O4′—H4C···Cl1′ | 0.83 (2) | 2.45 (4) | 3.253 (8) | 165 (12) |
O4′—H4D···O8′ | 0.81 (2) | 2.20 (7) | 2.918 (12) | 147 (13) |
O8′—H8D···O4′ | 0.80 (2) | 2.30 (3) | 2.918 (12) | 134 (3) |
Symmetry code: (i) −x+1/2, −y+3/2, −z+1. |