The title compound, [Co(C
7H
5O
2)
2(C
5H
6N
2)
2], contains Co
II cations bonded to two bidentate benzoate ligands and two 2-aminopyridine ligands, resulting in highly distorted
cis-CoN
2O
4 octahedra. The crystal structure is stabilized by N—H
O hydrogen bonds.
Supporting information
CCDC reference: 608593
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.031
- wR factor = 0.086
- Data-to-parameter ratio = 17.2
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - O1 .. 16.28 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - O2 .. 15.44 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - O3 .. 19.40 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - O4 .. 12.84 su
Alert level C
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.63 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co1 - N1 .. 6.68 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co1 - N3 .. 7.82 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C4
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C18
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C15
0 ALERT level A = In general: serious problem
4 ALERT level B = Potentially serious problem
8 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
10 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
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); 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, 2001); software used to prepare material for publication: SHELXL97.
Bis(2-aminopyridine)dibenzoatocobalt(II)
top
Crystal data top
[Co(C7H5O2)2(C5H6N2)2] | F(000) = 2024 |
Mr = 489.39 | Dx = 1.373 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 2530 reflections |
a = 25.097 (5) Å | θ = 2.6–25.8° |
b = 10.991 (2) Å | µ = 0.76 mm−1 |
c = 17.499 (3) Å | T = 293 K |
β = 101.28 (3)° | Block, red |
V = 4733.7 (15) Å3 | 0.28 × 0.23 × 0.16 mm |
Z = 8 | |
Data collection top
Bruker APEX area-detector diffractometer | 5137 independent reflections |
Radiation source: fine-focus sealed tube | 4599 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
φ and ω scans | θmax = 27.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −14→32 |
Tmin = 0.815, Tmax = 0.888 | k = −13→13 |
19355 measured reflections | l = −22→20 |
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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.086 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0529P)2 + 1.2499P] where P = (Fo2 + 2Fc2)/3 |
5137 reflections | (Δ/σ)max = 0.018 |
298 parameters | Δρmax = 0.37 e Å−3 |
0 restraints | Δρmin = −0.28 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 | |
Co1 | 0.120156 (7) | 0.138620 (15) | −0.006827 (10) | 0.04299 (8) | |
O1 | 0.13394 (4) | 0.29252 (9) | 0.06811 (6) | 0.0561 (3) | |
O2 | 0.09142 (5) | 0.13190 (9) | 0.09894 (7) | 0.0577 (3) | |
O3 | 0.19061 (4) | 0.03701 (9) | 0.05233 (6) | 0.0534 (2) | |
O4 | 0.11890 (4) | −0.04925 (9) | −0.01728 (6) | 0.0544 (3) | |
N1 | 0.04674 (5) | 0.19529 (12) | −0.07201 (8) | 0.0599 (3) | |
N2 | 0.00974 (6) | 0.00258 (15) | −0.09110 (10) | 0.0790 (5) | |
H2A | −0.0177 | −0.0471 | −0.1122 | 0.080* | |
H2B | 0.0407 | −0.0288 | −0.0634 | 0.080* | |
N3 | 0.15783 (5) | 0.17189 (11) | −0.09914 (7) | 0.0505 (3) | |
N4 | 0.20350 (6) | 0.34496 (12) | −0.04591 (9) | 0.0613 (3) | |
H4B | 0.2275 | 0.4053 | −0.0477 | 0.080* | |
H4C | 0.1852 | 0.3417 | −0.0065 | 0.080* | |
C1 | 0.11145 (6) | 0.23606 (13) | 0.11651 (9) | 0.0504 (3) | |
C2 | 0.10890 (6) | 0.29030 (13) | 0.19355 (9) | 0.0534 (3) | |
C3 | 0.08232 (9) | 0.22927 (19) | 0.24448 (11) | 0.0782 (5) | |
H3A | 0.0654 | 0.1523 | 0.2295 | 0.080* | |
C4 | 0.08049 (12) | 0.2794 (2) | 0.31640 (13) | 0.1007 (8) | |
H4A | 0.0622 | 0.2372 | 0.3519 | 0.080* | |
C5 | 0.10474 (12) | 0.3891 (2) | 0.33727 (13) | 0.0917 (7) | |
H5A | 0.1026 | 0.4245 | 0.3868 | 0.080* | |
C6 | 0.13155 (10) | 0.44929 (18) | 0.28814 (12) | 0.0851 (6) | |
H6A | 0.1490 | 0.5256 | 0.3037 | 0.080* | |
C7 | 0.13420 (8) | 0.39972 (16) | 0.21647 (11) | 0.0694 (5) | |
H7A | 0.1533 | 0.4417 | 0.1819 | 0.080* | |
C8 | 0.16454 (6) | −0.05823 (12) | 0.02820 (8) | 0.0463 (3) | |
C9 | 0.18655 (6) | −0.18102 (13) | 0.05272 (8) | 0.0473 (3) | |
C10 | 0.15254 (7) | −0.28116 (14) | 0.03886 (9) | 0.0577 (4) | |
H10A | 0.1152 | −0.2710 | 0.0140 | 0.080* | |
C11 | 0.17267 (9) | −0.39638 (16) | 0.06087 (11) | 0.0717 (5) | |
H11A | 0.1491 | −0.4658 | 0.0513 | 0.080* | |
C12 | 0.22605 (9) | −0.41086 (16) | 0.09597 (10) | 0.0723 (5) | |
H12A | 0.2398 | −0.4905 | 0.1114 | 0.080* | |
C13 | 0.26009 (8) | −0.31135 (17) | 0.10975 (9) | 0.0657 (4) | |
H13A | 0.2976 | −0.3221 | 0.1340 | 0.080* | |
C14 | 0.24039 (7) | −0.19599 (14) | 0.08847 (8) | 0.0542 (3) | |
H14A | 0.2639 | −0.1266 | 0.0985 | 0.080* | |
C15 | 0.00461 (7) | 0.12360 (17) | −0.10169 (10) | 0.0611 (4) | |
C16 | −0.04365 (8) | 0.1722 (2) | −0.14477 (14) | 0.0914 (7) | |
H16A | −0.0737 | 0.1199 | −0.1654 | 0.080* | |
C17 | −0.04753 (10) | 0.2928 (3) | −0.15827 (18) | 0.1170 (10) | |
H17A | −0.0810 | 0.3272 | −0.1857 | 0.080* | |
C18 | −0.00407 (11) | 0.3670 (2) | −0.1290 (2) | 0.1218 (11) | |
H18A | −0.0054 | 0.4524 | −0.1409 | 0.080* | |
C19 | 0.04140 (9) | 0.3152 (2) | −0.08692 (16) | 0.0941 (7) | |
H19A | 0.0714 | 0.3674 | −0.0661 | 0.080* | |
C20 | 0.19484 (6) | 0.25963 (13) | −0.10237 (9) | 0.0515 (3) | |
C21 | 0.22300 (8) | 0.26391 (18) | −0.16389 (10) | 0.0688 (4) | |
H21A | 0.2504 | 0.3248 | −0.1643 | 0.080* | |
C22 | 0.21138 (9) | 0.1813 (2) | −0.22269 (11) | 0.0773 (5) | |
H22A | 0.2305 | 0.1840 | −0.2651 | 0.080* | |
C23 | 0.17156 (8) | 0.09328 (19) | −0.22153 (10) | 0.0718 (5) | |
H23A | 0.1622 | 0.0352 | −0.2630 | 0.080* | |
C24 | 0.14656 (7) | 0.09186 (16) | −0.15927 (9) | 0.0610 (4) | |
H24A | 0.1192 | 0.0314 | −0.1574 | 0.080* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.04012 (12) | 0.03381 (11) | 0.05397 (13) | −0.00831 (6) | 0.00654 (8) | −0.00088 (6) |
O1 | 0.0613 (6) | 0.0447 (5) | 0.0643 (6) | −0.0128 (5) | 0.0170 (5) | −0.0020 (4) |
O2 | 0.0571 (6) | 0.0461 (6) | 0.0723 (7) | −0.0161 (4) | 0.0189 (5) | −0.0068 (4) |
O3 | 0.0511 (6) | 0.0433 (5) | 0.0645 (6) | −0.0094 (4) | 0.0080 (5) | −0.0027 (4) |
O4 | 0.0530 (6) | 0.0414 (5) | 0.0643 (6) | −0.0063 (4) | 0.0006 (5) | −0.0003 (4) |
N1 | 0.0469 (7) | 0.0557 (7) | 0.0745 (8) | −0.0039 (6) | 0.0053 (6) | 0.0069 (6) |
N2 | 0.0530 (8) | 0.0710 (10) | 0.1049 (12) | −0.0208 (7) | −0.0051 (8) | −0.0021 (9) |
N3 | 0.0474 (6) | 0.0475 (6) | 0.0548 (7) | −0.0028 (5) | 0.0056 (5) | 0.0039 (5) |
N4 | 0.0604 (8) | 0.0510 (7) | 0.0749 (9) | −0.0171 (6) | 0.0190 (7) | −0.0005 (6) |
C1 | 0.0440 (7) | 0.0427 (7) | 0.0641 (8) | −0.0052 (6) | 0.0093 (6) | 0.0001 (6) |
C2 | 0.0525 (8) | 0.0473 (7) | 0.0589 (8) | 0.0010 (6) | 0.0071 (6) | 0.0006 (6) |
C3 | 0.0933 (14) | 0.0710 (11) | 0.0754 (11) | −0.0190 (10) | 0.0292 (10) | −0.0052 (9) |
C4 | 0.136 (2) | 0.1015 (17) | 0.0746 (13) | −0.0152 (16) | 0.0442 (14) | −0.0017 (12) |
C5 | 0.130 (2) | 0.0828 (13) | 0.0612 (11) | 0.0148 (14) | 0.0165 (12) | −0.0098 (10) |
C6 | 0.1178 (17) | 0.0573 (10) | 0.0724 (11) | −0.0024 (10) | −0.0002 (12) | −0.0119 (9) |
C7 | 0.0869 (13) | 0.0520 (8) | 0.0667 (10) | −0.0105 (9) | 0.0085 (9) | −0.0022 (7) |
C8 | 0.0491 (7) | 0.0425 (7) | 0.0484 (7) | −0.0065 (6) | 0.0120 (6) | −0.0005 (5) |
C9 | 0.0571 (8) | 0.0442 (7) | 0.0424 (6) | −0.0011 (6) | 0.0142 (6) | 0.0008 (5) |
C10 | 0.0659 (9) | 0.0450 (8) | 0.0621 (9) | −0.0046 (7) | 0.0125 (7) | 0.0027 (6) |
C11 | 0.0956 (14) | 0.0435 (8) | 0.0775 (11) | −0.0029 (9) | 0.0203 (10) | 0.0061 (8) |
C12 | 0.1000 (14) | 0.0529 (9) | 0.0654 (10) | 0.0193 (9) | 0.0201 (10) | 0.0114 (8) |
C13 | 0.0683 (10) | 0.0736 (11) | 0.0554 (9) | 0.0180 (9) | 0.0129 (7) | 0.0084 (8) |
C14 | 0.0595 (9) | 0.0569 (8) | 0.0475 (7) | 0.0009 (7) | 0.0133 (6) | 0.0014 (6) |
C15 | 0.0447 (8) | 0.0759 (11) | 0.0620 (9) | −0.0069 (7) | 0.0088 (7) | 0.0009 (7) |
C16 | 0.0502 (10) | 0.1092 (17) | 0.1054 (16) | −0.0038 (11) | −0.0077 (10) | 0.0097 (13) |
C17 | 0.0677 (14) | 0.127 (2) | 0.143 (2) | 0.0194 (15) | −0.0119 (14) | 0.0367 (19) |
C18 | 0.0861 (17) | 0.0823 (16) | 0.183 (3) | 0.0143 (12) | −0.0069 (18) | 0.0439 (17) |
C19 | 0.0704 (12) | 0.0635 (11) | 0.138 (2) | −0.0029 (10) | −0.0061 (13) | 0.0226 (12) |
C20 | 0.0463 (7) | 0.0490 (7) | 0.0575 (8) | 0.0015 (6) | 0.0059 (6) | 0.0133 (6) |
C21 | 0.0666 (10) | 0.0754 (11) | 0.0672 (10) | −0.0051 (9) | 0.0198 (8) | 0.0162 (9) |
C22 | 0.0803 (13) | 0.0967 (14) | 0.0586 (10) | 0.0074 (11) | 0.0225 (9) | 0.0150 (10) |
C23 | 0.0766 (12) | 0.0828 (12) | 0.0518 (9) | 0.0096 (10) | 0.0026 (8) | −0.0034 (8) |
C24 | 0.0600 (9) | 0.0609 (9) | 0.0581 (9) | −0.0018 (7) | 0.0017 (7) | −0.0029 (7) |
Geometric parameters (Å, º) top
Co1—N3 | 2.0579 (14) | C6—H6A | 0.9600 |
Co1—N1 | 2.0644 (14) | C7—H7A | 0.9600 |
Co1—O4 | 2.0726 (11) | C8—C9 | 1.4893 (19) |
Co1—O2 | 2.1150 (13) | C9—C14 | 1.383 (2) |
Co1—O1 | 2.1268 (11) | C9—C10 | 1.385 (2) |
Co1—O3 | 2.1746 (12) | C10—C11 | 1.390 (2) |
C1—O1 | 1.2680 (18) | C10—H10A | 0.9601 |
C1—O2 | 1.2638 (16) | C11—C12 | 1.369 (3) |
C8—O3 | 1.2625 (16) | C11—H11A | 0.9600 |
C8—O4 | 1.2643 (17) | C12—C13 | 1.380 (3) |
N1—C15 | 1.339 (2) | C12—H12A | 0.9600 |
N1—C19 | 1.345 (2) | C13—C14 | 1.385 (2) |
N2—C15 | 1.346 (2) | C13—H13A | 0.9600 |
N2—H2A | 0.9000 | C14—H14A | 0.9599 |
N2—H2B | 0.9000 | C15—C16 | 1.401 (3) |
N3—C20 | 1.3476 (19) | C16—C17 | 1.346 (4) |
N3—C24 | 1.358 (2) | C16—H16A | 0.9599 |
N4—C20 | 1.349 (2) | C17—C18 | 1.378 (4) |
N4—H4B | 0.9001 | C17—H17A | 0.9599 |
N4—H4C | 0.8999 | C18—C19 | 1.357 (3) |
C1—C2 | 1.487 (2) | C18—H18A | 0.9600 |
C2—C7 | 1.382 (2) | C19—H19A | 0.9600 |
C2—C3 | 1.386 (2) | C20—C21 | 1.399 (2) |
C3—C4 | 1.383 (3) | C21—C22 | 1.360 (3) |
C3—H3A | 0.9599 | C21—H21A | 0.9601 |
C4—C5 | 1.368 (3) | C22—C23 | 1.394 (3) |
C4—H4A | 0.9599 | C22—H22A | 0.9600 |
C5—C6 | 1.362 (3) | C23—C24 | 1.360 (3) |
C5—H5A | 0.9601 | C23—H23A | 0.9600 |
C6—C7 | 1.381 (3) | C24—H24A | 0.9600 |
| | | |
N3—Co1—N1 | 90.58 (6) | O3—C8—O4 | 119.48 (13) |
N3—Co1—O4 | 96.27 (5) | O3—C8—C9 | 121.08 (13) |
N1—Co1—O4 | 104.79 (5) | O4—C8—C9 | 119.44 (12) |
N3—Co1—O2 | 168.76 (4) | O3—C8—Co1 | 62.17 (8) |
N1—Co1—O2 | 94.24 (6) | O4—C8—Co1 | 57.54 (7) |
O4—Co1—O2 | 92.32 (4) | C9—C8—Co1 | 174.22 (10) |
N3—Co1—O1 | 107.36 (5) | C14—C9—C10 | 119.92 (14) |
N1—Co1—O1 | 96.93 (5) | C14—C9—C8 | 120.84 (13) |
O4—Co1—O1 | 147.63 (4) | C10—C9—C8 | 119.24 (14) |
O2—Co1—O1 | 61.99 (4) | C9—C10—C11 | 119.83 (17) |
N3—Co1—O3 | 90.53 (5) | C9—C10—H10A | 120.1 |
N1—Co1—O3 | 166.57 (5) | C11—C10—H10A | 120.1 |
O4—Co1—O3 | 61.79 (4) | C12—C11—C10 | 120.06 (18) |
O2—Co1—O3 | 87.14 (5) | C12—C11—H11A | 120.0 |
O1—Co1—O3 | 95.50 (5) | C10—C11—H11A | 119.9 |
C1—O1—Co1 | 89.00 (8) | C11—C12—C13 | 120.28 (16) |
C1—O2—Co1 | 89.64 (9) | C11—C12—H12A | 119.9 |
C8—O3—Co1 | 86.95 (9) | C13—C12—H12A | 119.8 |
C8—O4—Co1 | 91.49 (8) | C12—C13—C14 | 120.14 (17) |
C15—N1—C19 | 117.39 (16) | C12—C13—H13A | 119.9 |
C15—N1—Co1 | 126.04 (12) | C14—C13—H13A | 119.9 |
C19—N1—Co1 | 116.56 (12) | C9—C14—C13 | 119.76 (15) |
C15—N2—H2A | 119.9 | C9—C14—H14A | 120.0 |
C15—N2—H2B | 120.1 | C13—C14—H14A | 120.2 |
H2A—N2—H2B | 120.0 | N1—C15—N2 | 118.76 (15) |
C20—N3—C24 | 118.15 (14) | N1—C15—C16 | 121.20 (18) |
C20—N3—Co1 | 125.89 (11) | N2—C15—C16 | 120.02 (18) |
C24—N3—Co1 | 115.79 (11) | C17—C16—C15 | 119.7 (2) |
C20—N4—H4B | 120.0 | C17—C16—H16A | 119.9 |
C20—N4—H4C | 120.0 | C15—C16—H16A | 120.4 |
H4B—N4—H4C | 120.0 | C16—C17—C18 | 119.5 (2) |
O2—C1—O1 | 119.26 (14) | C16—C17—H17A | 120.2 |
O2—C1—C2 | 119.88 (14) | C18—C17—H17A | 120.2 |
O1—C1—C2 | 120.87 (13) | C19—C18—C17 | 118.3 (2) |
O2—C1—Co1 | 59.40 (8) | C19—C18—H18A | 121.2 |
O1—C1—Co1 | 59.94 (8) | C17—C18—H18A | 120.4 |
C2—C1—Co1 | 176.56 (11) | N1—C19—C18 | 123.9 (2) |
C7—C2—C3 | 119.08 (16) | N1—C19—H19A | 118.1 |
C7—C2—C1 | 120.87 (15) | C18—C19—H19A | 118.0 |
C3—C2—C1 | 120.02 (14) | N3—C20—N4 | 118.72 (14) |
C4—C3—C2 | 119.89 (19) | N3—C20—C21 | 120.81 (15) |
C4—C3—H3A | 120.6 | N4—C20—C21 | 120.45 (15) |
C2—C3—H3A | 119.5 | C22—C21—C20 | 119.58 (17) |
C5—C4—C3 | 120.1 (2) | C22—C21—H21A | 120.5 |
C5—C4—H4A | 119.8 | C20—C21—H21A | 119.9 |
C3—C4—H4A | 120.1 | C21—C22—C23 | 120.04 (18) |
C6—C5—C4 | 120.56 (19) | C21—C22—H22A | 119.9 |
C6—C5—H5A | 119.6 | C23—C22—H22A | 120.1 |
C4—C5—H5A | 119.9 | C24—C23—C22 | 117.65 (18) |
C5—C6—C7 | 119.93 (19) | C24—C23—H23A | 121.0 |
C5—C6—H6A | 119.9 | C22—C23—H23A | 121.3 |
C7—C6—H6A | 120.1 | N3—C24—C23 | 123.68 (17) |
C6—C7—C2 | 120.39 (18) | N3—C24—H24A | 117.7 |
C6—C7—H7A | 120.1 | C23—C24—H24A | 118.7 |
C2—C7—H7A | 119.5 | | |
| | | |
N3—Co1—O1—C1 | −174.15 (9) | O2—Co1—C1—O1 | −176.67 (14) |
N1—Co1—O1—C1 | 93.06 (9) | O3—Co1—C1—O1 | 99.80 (9) |
O4—Co1—O1—C1 | −39.17 (12) | C8—Co1—C1—O1 | 126.82 (9) |
O2—Co1—O1—C1 | 1.94 (8) | O2—C1—C2—C7 | 174.92 (15) |
O3—Co1—O1—C1 | −81.86 (9) | O1—C1—C2—C7 | −4.5 (2) |
C8—Co1—O1—C1 | −65.57 (10) | O2—C1—C2—C3 | −3.1 (2) |
N3—Co1—O2—C1 | 17.6 (3) | O1—C1—C2—C3 | 177.52 (16) |
N1—Co1—O2—C1 | −97.55 (9) | C7—C2—C3—C4 | 1.3 (3) |
O4—Co1—O2—C1 | 157.42 (9) | C1—C2—C3—C4 | 179.3 (2) |
O1—Co1—O2—C1 | −1.95 (8) | C2—C3—C4—C5 | 0.2 (4) |
O3—Co1—O2—C1 | 95.83 (9) | C3—C4—C5—C6 | −1.0 (4) |
C8—Co1—O2—C1 | 126.73 (9) | C4—C5—C6—C7 | 0.3 (4) |
N3—Co1—O3—C8 | −99.97 (9) | C5—C6—C7—C2 | 1.2 (3) |
N1—Co1—O3—C8 | −5.2 (2) | C3—C2—C7—C6 | −2.0 (3) |
O4—Co1—O3—C8 | −3.15 (8) | C1—C2—C7—C6 | 179.98 (17) |
O2—Co1—O3—C8 | 91.03 (8) | Co1—O3—C8—O4 | 5.23 (13) |
O1—Co1—O3—C8 | 152.53 (8) | Co1—O3—C8—C9 | −174.50 (12) |
C1—Co1—O3—C8 | 121.81 (9) | Co1—O4—C8—O3 | −5.48 (14) |
N3—Co1—O4—C8 | 90.37 (9) | Co1—O4—C8—C9 | 174.25 (11) |
N1—Co1—O4—C8 | −177.36 (9) | N3—Co1—C8—O3 | 81.69 (9) |
O2—Co1—O4—C8 | −82.36 (9) | N1—Co1—C8—O3 | 178.26 (8) |
O1—Co1—O4—C8 | −46.84 (12) | O4—Co1—C8—O3 | 174.61 (14) |
O3—Co1—O4—C8 | 3.14 (8) | O2—Co1—C8—O3 | −87.65 (9) |
C1—Co1—O4—C8 | −69.10 (10) | O1—Co1—C8—O3 | −32.94 (10) |
N3—Co1—N1—C15 | 107.51 (15) | C1—Co1—C8—O3 | −62.23 (9) |
O4—Co1—N1—C15 | 10.87 (16) | N3—Co1—C8—O4 | −92.92 (9) |
O2—Co1—N1—C15 | −82.66 (15) | N1—Co1—C8—O4 | 3.65 (12) |
O1—Co1—N1—C15 | −144.93 (15) | O2—Co1—C8—O4 | 97.75 (9) |
O3—Co1—N1—C15 | 12.8 (3) | O1—Co1—C8—O4 | 152.45 (8) |
C8—Co1—N1—C15 | 8.93 (18) | O3—Co1—C8—O4 | −174.61 (14) |
C1—Co1—N1—C15 | −113.61 (15) | C1—Co1—C8—O4 | 123.16 (9) |
N3—Co1—N1—C19 | −71.27 (17) | O3—C8—C9—C14 | −14.0 (2) |
O4—Co1—N1—C19 | −167.90 (17) | O4—C8—C9—C14 | 166.32 (13) |
O2—Co1—N1—C19 | 98.56 (17) | O3—C8—C9—C10 | 166.50 (14) |
O1—Co1—N1—C19 | 36.30 (17) | O4—C8—C9—C10 | −13.2 (2) |
O3—Co1—N1—C19 | −166.0 (2) | C14—C9—C10—C11 | −0.1 (2) |
C8—Co1—N1—C19 | −169.85 (16) | C8—C9—C10—C11 | 179.48 (14) |
C1—Co1—N1—C19 | 67.61 (17) | C9—C10—C11—C12 | −0.2 (3) |
N1—Co1—N3—C20 | 111.96 (12) | C10—C11—C12—C13 | 0.1 (3) |
O4—Co1—N3—C20 | −143.09 (12) | C11—C12—C13—C14 | 0.3 (3) |
O2—Co1—N3—C20 | −3.5 (3) | C10—C9—C14—C13 | 0.4 (2) |
O1—Co1—N3—C20 | 14.51 (13) | C8—C9—C14—C13 | −179.10 (13) |
O3—Co1—N3—C20 | −81.42 (12) | C12—C13—C14—C9 | −0.6 (2) |
C8—Co1—N3—C20 | −111.95 (12) | C19—N1—C15—N2 | 176.7 (2) |
C1—Co1—N3—C20 | 9.98 (15) | Co1—N1—C15—N2 | −2.1 (2) |
N1—Co1—N3—C24 | −72.87 (12) | C19—N1—C15—C16 | −1.7 (3) |
O4—Co1—N3—C24 | 32.08 (11) | Co1—N1—C15—C16 | 179.52 (16) |
O2—Co1—N3—C24 | 171.7 (2) | N1—C15—C16—C17 | 1.5 (4) |
O1—Co1—N3—C24 | −170.31 (11) | N2—C15—C16—C17 | −176.8 (2) |
O3—Co1—N3—C24 | 93.75 (11) | C15—C16—C17—C18 | −0.5 (5) |
C8—Co1—N3—C24 | 63.22 (12) | C16—C17—C18—C19 | −0.3 (5) |
C1—Co1—N3—C24 | −174.84 (10) | C15—N1—C19—C18 | 0.9 (4) |
Co1—O2—C1—O1 | 3.31 (14) | Co1—N1—C19—C18 | 179.8 (3) |
Co1—O2—C1—C2 | −176.11 (12) | C17—C18—C19—N1 | 0.1 (5) |
Co1—O1—C1—O2 | −3.29 (14) | C24—N3—C20—N4 | 175.21 (14) |
Co1—O1—C1—C2 | 176.12 (12) | Co1—N3—C20—N4 | −9.72 (19) |
N3—Co1—C1—O2 | −174.93 (8) | C24—N3—C20—C21 | −3.5 (2) |
N1—Co1—C1—O2 | 85.70 (9) | Co1—N3—C20—C21 | 171.60 (12) |
O4—Co1—C1—O2 | −26.47 (10) | N3—C20—C21—C22 | 2.6 (2) |
O1—Co1—C1—O2 | 176.67 (14) | N4—C20—C21—C22 | −176.11 (16) |
O3—Co1—C1—O2 | −83.53 (9) | C20—C21—C22—C23 | 0.1 (3) |
C8—Co1—C1—O2 | −56.51 (10) | C21—C22—C23—C24 | −1.7 (3) |
N3—Co1—C1—O1 | 8.40 (12) | C20—N3—C24—C23 | 1.8 (2) |
N1—Co1—C1—O1 | −90.97 (9) | Co1—N3—C24—C23 | −173.73 (14) |
O4—Co1—C1—O1 | 156.86 (8) | C22—C23—C24—N3 | 0.8 (3) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N4—H4C···O1 | 0.90 | 2.08 | 2.9536 (19) | 164 |
N4—H4B···O3i | 0.90 | 2.17 | 2.9791 (17) | 150 |
N2—H2B···O4 | 0.90 | 1.98 | 2.849 (2) | 161 |
N2—H2A···O2ii | 0.90 | 2.12 | 2.9178 (18) | 147 |
Symmetry codes: (i) −x+1/2, −y+1/2, −z; (ii) −x, −y, −z. |