The title compound, bis[4′-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)-2,2′:6′,2"-terpyridine]cobalt(III) tris(perchlorate) methanol monosolvate monohydrate, is a novel complex in which the metal centre is hexacoordinated.
Supporting information
CCDC reference: 1415327
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean
(C-C) = 0.018 Å
- R factor = 0.086
- wR factor = 0.256
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT341_ALERT_3_B Low Bond Precision on C-C Bonds ............... 0.0176 Ang.
PLAT934_ALERT_3_B Number of (Iobs-Icalc)/SigmaW > 10 Outliers .... 4 Check
Alert level C
RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25
Weighted R factor given 0.256
PLAT084_ALERT_3_C High wR2 Value (i.e. > 0.25) ................... 0.26 Report
PLAT090_ALERT_3_C Poor Data / Parameter Ratio (Zmax > 18) ........ 8.21 Note
PLAT758_ALERT_4_C D-H..A Calc 172.00, Rep 172(15) ...... Senseless su
O22 -H5 -O9 1.555 1.555 1.555 # 283
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ...... 2.095 Check
PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Th(Min) ... 8 Report
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 4 Report
PLAT915_ALERT_3_C Low Friedel Pair Coverage ...................... 63 %
PLAT918_ALERT_3_C Reflection(s) with I(obs) much smaller I(calc) . 3 Check
PLAT939_ALERT_3_C Large Value of Not (SHELXL) Weight Optimized S . 50.59
Alert level G
PLAT005_ALERT_5_G No _iucr_refine_instructions_details in the CIF Please Do !
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 1 Report
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings Differ Please Check
PLAT072_ALERT_2_G SHELXL First Parameter in WGHT Unusually Large. 0.14 Report
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records 3 Report
PLAT244_ALERT_4_G Low 'Solvent' Ueq as Compared to Neighbors of Cl1 Check
PLAT244_ALERT_4_G Low 'Solvent' Ueq as Compared to Neighbors of Cl2 Check
PLAT244_ALERT_4_G Low 'Solvent' Ueq as Compared to Neighbors of Cl3 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact O12 .. C29 .. 2.93 Ang.
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd. # 2 Note
Cl O4
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd. # 5 Note
C H4 O
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 6 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 21 Note
0 ALERT level A = Most likely a serious problem - resolve or explain
2 ALERT level B = A potentially serious problem, consider carefully
10 ALERT level C = Check. Ensure it is not caused by an omission or oversight
13 ALERT level G = General information/check it is not something unexpected
1 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
12 ALERT type 3 Indicator that the structure quality may be low
8 ALERT type 4 Improvement, methodology, query or suggestion
2 ALERT type 5 Informative message, check
Data collection: RAPID-AUTO (Rigaku, 1995); cell refinement: RAPID-AUTO (Rigaku, 1995); data reduction: RAPID-AUTO (Rigaku, 1995); program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: CrystalStructure (Rigaku, 2014); software used to prepare material for publication: CrystalStructure (Rigaku, 2014).
Bis[4'-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)-2,2':6',2''-terpyridine]cobalt(III)
tris(perchlorate) methanol monosolvate monohydrate
top
Crystal data top
[Co(C25H30N4O4)2](ClO4)3·CH4O·H2O | Z = 1 |
Mr = 1308.42 | F(000) = 682.00 |
Triclinic, P1 | Dx = 1.560 Mg m−3 |
a = 8.8080 (8) Å | Mo Kα radiation, λ = 0.71075 Å |
b = 9.5032 (8) Å | Cell parameters from 9503 reflections |
c = 16.9321 (14) Å | θ = 3.1–27.5° |
α = 84.237 (2)° | µ = 0.54 mm−1 |
β = 81.674 (2)° | T = 100 K |
γ = 85.652 (3)° | Platelet, brown |
V = 1392.6 (2) Å3 | 0.50 × 0.10 × 0.05 mm |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 6395 reflections with F2 > 2σ(F2) |
Detector resolution: 10.000 pixels mm-1 | Rint = 0.098 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan (ABSCOR; Rigaku, 1995) | h = −11→11 |
Tmin = 0.370, Tmax = 0.973 | k = −12→12 |
13693 measured reflections | l = −21→21 |
10375 independent reflections | |
Refinement top
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.086 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.256 | w = 1/[σ2(Fo2) + (0.1411P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
10375 reflections | Δρmax = 0.96 e Å−3 |
774 parameters | Δρmin = −1.09 e Å−3 |
6 restraints | Absolute structure: Flack x determined using 1715 quotients
[(I+)-(I-)]/[(I+)+(I-)]
(Parsons & Flack, 2004) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.02 (3) |
Secondary atom site location: difference Fourier map | |
Special details top
Geometry. ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY |
Refinement. Refinement was performed using all reflections. The weighted R-factor
(wR) and goodness of fit (S) are based on F2.
R-factor (gt) are based on F. The threshold expression of
F2 > 2.0 σ(F2) is used only for calculating R-factor
(gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.76909 (15) | 0.08790 (13) | 0.13275 (9) | 0.0288 (4) | |
Cl1 | 0.3213 (4) | 0.1579 (4) | −0.1139 (2) | 0.0467 (8) | |
Cl2 | 0.4623 (5) | 0.5336 (3) | 0.2794 (2) | 0.0496 (9) | |
Cl3 | 0.0656 (4) | 0.0376 (3) | 0.43350 (17) | 0.0349 (7) | |
O1 | 0.2434 (10) | −0.2957 (9) | 0.5627 (5) | 0.040 (2) | |
O2 | 0.2493 (11) | −0.5893 (9) | 0.6131 (5) | 0.039 (2) | |
O3 | 0.5560 (11) | −0.7130 (9) | 0.5627 (5) | 0.040 (2) | |
O4 | 0.7922 (11) | −0.5239 (8) | 0.5341 (5) | 0.038 (2) | |
O5 | 0.6674 (11) | 0.4750 (8) | −0.2506 (5) | 0.041 (2) | |
O6 | 0.5788 (10) | 0.7563 (9) | −0.2955 (5) | 0.0355 (19) | |
O7 | 0.7867 (12) | 0.9733 (9) | −0.2658 (5) | 0.043 (2) | |
O8 | 0.9854 (12) | 0.7656 (9) | −0.1865 (6) | 0.044 (2) | |
O9 | 0.2713 (15) | 0.2838 (16) | −0.0750 (8) | 0.089 (5) | |
O10 | 0.379 (2) | 0.1901 (16) | −0.1895 (8) | 0.119 (7) | |
O11 | 0.1913 (16) | 0.0748 (15) | −0.1079 (11) | 0.101 (5) | |
O12 | 0.433 (2) | 0.0815 (19) | −0.0708 (14) | 0.147 (8) | |
O13 | 0.4992 (13) | 0.4261 (11) | 0.3397 (6) | 0.059 (3) | |
O14 | 0.5172 (15) | 0.4906 (12) | 0.2014 (5) | 0.061 (3) | |
O15 | 0.2926 (16) | 0.5578 (13) | 0.2866 (9) | 0.090 (5) | |
O16 | 0.532 (2) | 0.6637 (12) | 0.2864 (7) | 0.092 (5) | |
O17 | 0.1782 (13) | 0.1141 (11) | 0.4618 (6) | 0.056 (3) | |
O18 | 0.0058 (11) | 0.1245 (9) | 0.3700 (6) | 0.047 (2) | |
O19 | 0.1408 (12) | −0.0920 (10) | 0.4047 (6) | 0.049 (2) | |
O20 | −0.0586 (11) | 0.0040 (10) | 0.4955 (6) | 0.050 (3) | |
O21 | 1.0569 (13) | 0.7203 (12) | −0.0296 (7) | 0.058 (3) | |
O22 | 0.5440 (14) | 0.4499 (11) | −0.0796 (6) | 0.058 (3) | |
N1 | 0.5582 (12) | 0.1554 (9) | 0.1505 (5) | 0.029 (2) | |
N2 | 0.7229 (11) | 0.0005 (10) | 0.2348 (6) | 0.027 (2) | |
N3 | 0.9705 (12) | −0.0059 (10) | 0.1438 (5) | 0.028 (2) | |
N4 | 0.6214 (12) | −0.1840 (10) | 0.4670 (6) | 0.031 (2) | |
N5 | 0.7192 (12) | −0.0609 (10) | 0.0721 (6) | 0.030 (2) | |
N6 | 0.8196 (12) | 0.1781 (10) | 0.0318 (5) | 0.030 (2) | |
N7 | 0.8311 (12) | 0.2623 (10) | 0.1661 (5) | 0.029 (2) | |
N8 | 0.9469 (13) | 0.3779 (10) | −0.1943 (6) | 0.034 (2) | |
C1 | 0.4792 (16) | 0.2376 (12) | 0.0982 (7) | 0.035 (3) | |
C2 | 0.3246 (16) | 0.2856 (12) | 0.1191 (7) | 0.038 (3) | |
C3 | 0.2545 (16) | 0.2508 (13) | 0.1965 (8) | 0.037 (3) | |
C4 | 0.3316 (15) | 0.1623 (12) | 0.2487 (7) | 0.034 (3) | |
C5 | 0.4812 (13) | 0.1165 (11) | 0.2256 (7) | 0.028 (2) | |
C6 | 0.5781 (14) | 0.0217 (11) | 0.2748 (7) | 0.029 (3) | |
C7 | 0.5383 (15) | −0.0367 (12) | 0.3520 (7) | 0.032 (3) | |
C8 | 0.6496 (14) | −0.1234 (12) | 0.3894 (7) | 0.028 (3) | |
C9 | 0.8020 (13) | −0.1426 (11) | 0.3471 (6) | 0.027 (2) | |
C10 | 0.8303 (14) | −0.0796 (12) | 0.2689 (7) | 0.029 (2) | |
C11 | 0.9784 (15) | −0.0824 (12) | 0.2149 (7) | 0.032 (3) | |
C12 | 1.1133 (15) | −0.1560 (11) | 0.2315 (7) | 0.032 (3) | |
C13 | 1.2438 (15) | −0.1510 (12) | 0.1753 (7) | 0.034 (3) | |
C14 | 1.2326 (15) | −0.0707 (13) | 0.1017 (7) | 0.034 (3) | |
C15 | 1.0963 (16) | −0.0005 (12) | 0.0896 (7) | 0.037 (3) | |
C16 | 0.4678 (14) | −0.1757 (12) | 0.5139 (7) | 0.032 (3) | |
C17 | 0.3766 (15) | −0.3032 (13) | 0.5053 (8) | 0.036 (3) | |
C18 | 0.1299 (15) | −0.3849 (13) | 0.5462 (8) | 0.040 (3) | |
C19 | 0.1884 (17) | −0.5405 (14) | 0.5399 (8) | 0.042 (3) | |
C20 | 0.2917 (17) | −0.7374 (14) | 0.6149 (9) | 0.045 (3) | |
C21 | 0.4214 (16) | −0.7781 (13) | 0.5537 (8) | 0.040 (3) | |
C22 | 0.6712 (17) | −0.7252 (13) | 0.4948 (7) | 0.040 (3) | |
C23 | 0.8174 (17) | −0.6641 (13) | 0.5112 (8) | 0.043 (3) | |
C24 | 0.7705 (17) | −0.4219 (12) | 0.4687 (7) | 0.037 (3) | |
C25 | 0.7350 (15) | −0.2780 (11) | 0.5036 (7) | 0.033 (3) | |
C26 | 0.6618 (14) | −0.1841 (12) | 0.1009 (7) | 0.034 (3) | |
C27 | 0.6197 (15) | −0.2781 (13) | 0.0522 (7) | 0.036 (3) | |
C28 | 0.6395 (17) | −0.2449 (13) | −0.0316 (8) | 0.038 (3) | |
C29 | 0.7026 (15) | −0.1173 (12) | −0.0633 (7) | 0.034 (3) | |
C30 | 0.7400 (13) | −0.0264 (11) | −0.0100 (6) | 0.027 (2) | |
C31 | 0.8041 (15) | 0.1133 (12) | −0.0339 (7) | 0.033 (3) | |
C32 | 0.8445 (14) | 0.1755 (12) | −0.1095 (7) | 0.033 (3) | |
C33 | 0.9060 (15) | 0.3130 (13) | −0.1208 (7) | 0.033 (3) | |
C34 | 0.9234 (14) | 0.3770 (12) | −0.0500 (6) | 0.031 (3) | |
C35 | 0.8782 (14) | 0.3093 (12) | 0.0243 (7) | 0.033 (3) | |
C36 | 0.8802 (14) | 0.3583 (11) | 0.1029 (7) | 0.031 (3) | |
C37 | 0.9269 (15) | 0.4901 (12) | 0.1171 (7) | 0.036 (3) | |
C38 | 0.9210 (17) | 0.5219 (13) | 0.1950 (8) | 0.043 (3) | |
C39 | 0.8734 (17) | 0.4287 (14) | 0.2562 (8) | 0.041 (3) | |
C40 | 0.8241 (15) | 0.2973 (12) | 0.2417 (6) | 0.031 (3) | |
C41 | 1.0265 (17) | 0.5099 (12) | −0.2036 (7) | 0.036 (3) | |
C42 | 0.9121 (16) | 0.6387 (11) | −0.1958 (8) | 0.040 (3) | |
C43 | 1.0336 (17) | 0.8480 (14) | −0.2601 (8) | 0.045 (3) | |
C44 | 0.9077 (17) | 0.8978 (14) | −0.3117 (8) | 0.043 (3) | |
C45 | 0.6521 (18) | 0.9962 (14) | −0.3080 (9) | 0.045 (3) | |
C46 | 0.5347 (16) | 0.8952 (12) | −0.2743 (7) | 0.036 (3) | |
C47 | 0.4694 (17) | 0.6548 (14) | −0.2622 (9) | 0.045 (3) | |
C48 | 0.5297 (17) | 0.5122 (14) | −0.2852 (8) | 0.043 (3) | |
C49 | 0.7317 (16) | 0.3359 (12) | −0.2671 (7) | 0.039 (3) | |
C50 | 0.9005 (17) | 0.3271 (13) | −0.2658 (7) | 0.040 (3) | |
C51 | 1.2209 (19) | 0.689 (2) | −0.0377 (11) | 0.069 (5) | |
H1 | 0.52847 | 0.26304 | 0.04691 | 0.0416* | |
H2 | 0.27099 | 0.33921 | 0.08191 | 0.0452* | |
H3 | 0.15536 | 0.28732 | 0.21306 | 0.0444* | |
H4 | 0.28238 | 0.13362 | 0.29951 | 0.0406* | |
H5 | 0.460 (11) | 0.409 (19) | −0.076 (10) | 0.0869* | |
H6 | 0.600 (16) | 0.427 (19) | −0.123 (7) | 0.0869* | |
H7 | 0.43993 | −0.01952 | 0.37897 | 0.0387* | |
H9 | 0.87922 | −0.19533 | 0.37099 | 0.0324* | |
H12 | 1.11622 | −0.209 | 0.2806 | 0.0388* | |
H13 | 1.33574 | −0.19894 | 0.18579 | 0.0408* | |
H14 | 1.31708 | −0.06576 | 0.06186 | 0.0414* | |
H15 | 1.09069 | 0.05389 | 0.04119 | 0.0441* | |
H16A | 0.41193 | −0.0893 | 0.49601 | 0.0384* | |
H16B | 0.47775 | −0.17185 | 0.5699 | 0.0384* | |
H17A | 0.34885 | −0.29899 | 0.45173 | 0.0433* | |
H17B | 0.43728 | −0.39104 | 0.51536 | 0.0433* | |
H18A | 0.09371 | −0.34791 | 0.49631 | 0.0484* | |
H18B | 0.04296 | −0.38105 | 0.58843 | 0.0484* | |
H19A | 0.10483 | −0.59723 | 0.53314 | 0.0499* | |
H19B | 0.26787 | −0.54819 | 0.49415 | 0.0499* | |
H20A | 0.20282 | −0.78667 | 0.60781 | 0.0536* | |
H20B | 0.31881 | −0.7699 | 0.66753 | 0.0536* | |
H21A | 0.44077 | −0.88019 | 0.55882 | 0.0484* | |
H21B | 0.39411 | −0.75 | 0.50068 | 0.0484* | |
H21 | 1.03052 | 0.73952 | −0.07417 | 0.0872* | |
H22A | 0.63565 | −0.67401 | 0.4477 | 0.0482* | |
H22B | 0.69184 | −0.824 | 0.4847 | 0.0482* | |
H23A | 0.85969 | −0.72429 | 0.55344 | 0.0513* | |
H23B | 0.89263 | −0.66473 | 0.46331 | 0.0513* | |
H24A | 0.68576 | −0.44509 | 0.44261 | 0.0445* | |
H24B | 0.86261 | −0.41941 | 0.42964 | 0.0445* | |
H25A | 0.69899 | −0.29483 | 0.56047 | 0.0397* | |
H25B | 0.82982 | −0.23003 | 0.49808 | 0.0397* | |
H26 | 0.64963 | −0.20782 | 0.15597 | 0.0411* | |
H27 | 0.57841 | −0.36271 | 0.07453 | 0.0430* | |
H28 | 0.61109 | −0.30695 | −0.06523 | 0.0458* | |
H29 | 0.71936 | −0.09348 | −0.11837 | 0.0404* | |
H32 | 0.83213 | 0.12896 | −0.1537 | 0.0392* | |
H34 | 0.96538 | 0.46477 | −0.05424 | 0.0377* | |
H37 | 0.96122 | 0.55491 | 0.0746 | 0.0431* | |
H38 | 0.95067 | 0.60943 | 0.2051 | 0.0518* | |
H39 | 0.87272 | 0.45066 | 0.30853 | 0.0495* | |
H40 | 0.78657 | 0.23442 | 0.28449 | 0.0368* | |
H41A | 1.0891 | 0.51881 | −0.2557 | 0.0437* | |
H41B | 1.09422 | 0.50689 | −0.16298 | 0.0437* | |
H42A | 0.8606 | 0.65387 | −0.24308 | 0.0475* | |
H42B | 0.83472 | 0.61967 | −0.14974 | 0.0475* | |
H43A | 1.11253 | 0.7924 | −0.29157 | 0.0539* | |
H43B | 1.08039 | 0.93084 | −0.24759 | 0.0539* | |
H44A | 0.94991 | 0.95862 | −0.35793 | 0.0514* | |
H44B | 0.86853 | 0.8167 | −0.33082 | 0.0514* | |
H45A | 0.68295 | 0.98447 | −0.36441 | 0.0541* | |
H45B | 0.60843 | 1.09236 | −0.30335 | 0.0541* | |
H46A | 0.51838 | 0.89439 | −0.21641 | 0.0435* | |
H46B | 0.43828 | 0.92643 | −0.29376 | 0.0435* | |
H47A | 0.37225 | 0.67984 | −0.28225 | 0.0538* | |
H47B | 0.45203 | 0.65426 | −0.20432 | 0.0538* | |
H48A | 0.45417 | 0.44319 | −0.26576 | 0.0519* | |
H48B | 0.55108 | 0.51345 | −0.34307 | 0.0519* | |
H49A | 0.71053 | 0.31531 | −0.31931 | 0.0465* | |
H49B | 0.68437 | 0.266 | −0.22725 | 0.0465* | |
H50A | 0.9391 | 0.22923 | −0.26928 | 0.0481* | |
H50B | 0.94854 | 0.38219 | −0.31293 | 0.0481* | |
H51A | 1.27242 | 0.77439 | −0.05623 | 0.1031* | |
H51B | 1.2499 | 0.62005 | −0.0756 | 0.1031* | |
H51C | 1.24968 | 0.65275 | 0.01334 | 0.1031* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0355 (9) | 0.0233 (7) | 0.0266 (8) | −0.0017 (6) | −0.0056 (7) | 0.0036 (6) |
Cl1 | 0.048 (2) | 0.0461 (18) | 0.0415 (17) | 0.0059 (16) | −0.0020 (15) | 0.0076 (14) |
Cl2 | 0.075 (3) | 0.0331 (17) | 0.0392 (17) | −0.0001 (16) | −0.0137 (18) | 0.0077 (14) |
Cl3 | 0.0405 (17) | 0.0311 (14) | 0.0323 (14) | −0.0015 (13) | −0.0064 (13) | 0.0018 (12) |
O1 | 0.035 (5) | 0.039 (5) | 0.041 (5) | −0.000 (4) | 0.009 (4) | 0.001 (4) |
O2 | 0.042 (5) | 0.032 (4) | 0.039 (5) | 0.007 (4) | −0.005 (4) | 0.006 (4) |
O3 | 0.041 (5) | 0.037 (5) | 0.043 (5) | −0.006 (4) | −0.006 (4) | −0.011 (4) |
O4 | 0.055 (6) | 0.024 (4) | 0.034 (4) | 0.002 (4) | −0.007 (4) | 0.005 (3) |
O5 | 0.056 (6) | 0.026 (4) | 0.041 (5) | 0.001 (4) | −0.012 (4) | −0.003 (4) |
O6 | 0.043 (5) | 0.034 (4) | 0.030 (4) | −0.005 (4) | −0.010 (4) | 0.001 (4) |
O7 | 0.058 (6) | 0.030 (4) | 0.041 (5) | 0.007 (4) | −0.015 (4) | −0.000 (4) |
O8 | 0.052 (6) | 0.027 (4) | 0.053 (5) | −0.012 (4) | −0.015 (5) | 0.008 (4) |
O9 | 0.063 (8) | 0.120 (11) | 0.095 (9) | 0.027 (8) | −0.022 (7) | −0.066 (9) |
O10 | 0.21 (2) | 0.080 (9) | 0.048 (7) | −0.033 (11) | 0.028 (10) | 0.016 (7) |
O11 | 0.063 (9) | 0.083 (10) | 0.162 (15) | −0.031 (8) | −0.002 (10) | −0.031 (10) |
O12 | 0.134 (16) | 0.101 (12) | 0.22 (2) | 0.054 (12) | −0.097 (16) | −0.038 (14) |
O13 | 0.063 (7) | 0.056 (6) | 0.054 (6) | −0.003 (5) | −0.023 (5) | 0.034 (5) |
O14 | 0.089 (9) | 0.067 (7) | 0.031 (5) | −0.026 (6) | −0.013 (5) | 0.001 (5) |
O15 | 0.080 (9) | 0.070 (8) | 0.104 (10) | 0.047 (7) | −0.003 (8) | 0.012 (7) |
O16 | 0.175 (16) | 0.052 (7) | 0.051 (7) | −0.047 (8) | 0.001 (8) | −0.009 (5) |
O17 | 0.059 (7) | 0.057 (6) | 0.059 (6) | −0.010 (5) | −0.030 (5) | −0.010 (5) |
O18 | 0.047 (6) | 0.036 (5) | 0.049 (5) | 0.004 (4) | 0.005 (5) | 0.013 (4) |
O19 | 0.055 (6) | 0.045 (5) | 0.048 (5) | 0.006 (5) | −0.016 (5) | −0.005 (4) |
O20 | 0.047 (6) | 0.050 (6) | 0.042 (5) | 0.000 (5) | 0.016 (5) | 0.015 (4) |
O21 | 0.063 (7) | 0.050 (6) | 0.059 (6) | −0.009 (5) | −0.011 (6) | 0.012 (5) |
O22 | 0.074 (8) | 0.052 (6) | 0.044 (6) | 0.005 (6) | −0.004 (6) | 0.000 (5) |
N1 | 0.033 (6) | 0.024 (5) | 0.027 (5) | −0.009 (4) | 0.003 (4) | 0.005 (4) |
N2 | 0.023 (5) | 0.029 (5) | 0.027 (5) | −0.005 (4) | −0.001 (4) | 0.003 (4) |
N3 | 0.032 (5) | 0.031 (5) | 0.021 (4) | −0.009 (4) | −0.006 (4) | 0.004 (4) |
N4 | 0.032 (6) | 0.025 (5) | 0.032 (5) | −0.005 (4) | −0.004 (4) | 0.011 (4) |
N5 | 0.033 (5) | 0.025 (5) | 0.032 (5) | 0.002 (4) | −0.009 (4) | 0.003 (4) |
N6 | 0.039 (6) | 0.033 (5) | 0.021 (5) | −0.008 (4) | −0.013 (4) | 0.012 (4) |
N7 | 0.039 (6) | 0.025 (5) | 0.020 (4) | 0.005 (4) | 0.001 (4) | 0.004 (4) |
N8 | 0.045 (6) | 0.027 (5) | 0.026 (5) | 0.000 (5) | −0.004 (5) | 0.012 (4) |
C1 | 0.045 (8) | 0.027 (6) | 0.031 (6) | −0.002 (5) | −0.008 (6) | 0.003 (5) |
C2 | 0.054 (9) | 0.027 (6) | 0.031 (6) | 0.004 (6) | −0.012 (6) | 0.006 (5) |
C3 | 0.034 (7) | 0.031 (6) | 0.043 (7) | −0.001 (5) | −0.003 (6) | 0.004 (6) |
C4 | 0.037 (7) | 0.031 (6) | 0.032 (6) | −0.004 (5) | 0.001 (6) | 0.003 (5) |
C5 | 0.024 (6) | 0.025 (5) | 0.031 (6) | 0.003 (5) | 0.006 (5) | 0.003 (5) |
C6 | 0.031 (6) | 0.019 (5) | 0.035 (6) | −0.000 (5) | 0.001 (5) | −0.001 (5) |
C7 | 0.035 (7) | 0.028 (6) | 0.032 (6) | −0.012 (5) | −0.004 (5) | 0.011 (5) |
C8 | 0.024 (6) | 0.029 (6) | 0.029 (6) | −0.003 (5) | −0.001 (5) | 0.006 (5) |
C9 | 0.029 (6) | 0.027 (5) | 0.025 (5) | −0.003 (5) | −0.012 (5) | 0.008 (4) |
C10 | 0.036 (7) | 0.026 (5) | 0.027 (5) | −0.005 (5) | −0.011 (5) | −0.002 (5) |
C11 | 0.042 (7) | 0.024 (5) | 0.034 (6) | −0.013 (5) | −0.013 (6) | 0.004 (5) |
C12 | 0.049 (8) | 0.021 (5) | 0.026 (5) | 0.005 (5) | −0.010 (5) | 0.006 (4) |
C13 | 0.039 (7) | 0.025 (6) | 0.038 (6) | 0.006 (5) | −0.011 (6) | −0.001 (5) |
C14 | 0.037 (7) | 0.035 (6) | 0.029 (6) | −0.012 (6) | −0.005 (5) | 0.015 (5) |
C15 | 0.046 (8) | 0.029 (6) | 0.033 (6) | −0.004 (5) | −0.002 (6) | 0.008 (5) |
C16 | 0.037 (7) | 0.024 (5) | 0.031 (6) | −0.001 (5) | 0.007 (5) | −0.002 (5) |
C17 | 0.038 (7) | 0.033 (6) | 0.038 (6) | −0.009 (5) | −0.007 (6) | 0.003 (5) |
C18 | 0.036 (7) | 0.033 (6) | 0.049 (7) | −0.003 (6) | −0.002 (6) | 0.012 (6) |
C19 | 0.041 (8) | 0.041 (7) | 0.044 (7) | −0.011 (6) | −0.015 (6) | 0.009 (6) |
C20 | 0.044 (8) | 0.032 (7) | 0.056 (8) | −0.006 (6) | −0.005 (7) | 0.008 (6) |
C21 | 0.044 (8) | 0.030 (6) | 0.048 (7) | 0.001 (6) | −0.012 (6) | −0.004 (6) |
C22 | 0.055 (9) | 0.033 (6) | 0.032 (6) | 0.002 (6) | −0.005 (6) | −0.008 (5) |
C23 | 0.055 (9) | 0.027 (6) | 0.040 (7) | 0.010 (6) | 0.012 (6) | −0.008 (5) |
C24 | 0.053 (8) | 0.032 (6) | 0.024 (6) | 0.002 (6) | −0.005 (6) | 0.002 (5) |
C25 | 0.040 (7) | 0.024 (5) | 0.033 (6) | −0.001 (5) | −0.004 (5) | 0.006 (5) |
C26 | 0.037 (7) | 0.030 (6) | 0.032 (6) | 0.000 (5) | 0.002 (6) | 0.006 (5) |
C27 | 0.042 (8) | 0.027 (6) | 0.036 (7) | −0.006 (5) | 0.000 (6) | 0.004 (5) |
C28 | 0.049 (8) | 0.033 (6) | 0.034 (6) | 0.001 (6) | −0.006 (6) | −0.008 (5) |
C29 | 0.038 (7) | 0.031 (6) | 0.032 (6) | −0.002 (5) | −0.013 (5) | 0.009 (5) |
C30 | 0.032 (6) | 0.026 (5) | 0.023 (5) | 0.005 (5) | −0.000 (5) | −0.002 (4) |
C31 | 0.043 (7) | 0.029 (6) | 0.026 (6) | −0.001 (5) | −0.012 (5) | 0.007 (5) |
C32 | 0.033 (7) | 0.031 (6) | 0.033 (6) | −0.002 (5) | −0.004 (5) | −0.000 (5) |
C33 | 0.037 (7) | 0.030 (6) | 0.028 (6) | 0.002 (5) | 0.006 (5) | 0.005 (5) |
C34 | 0.040 (7) | 0.027 (5) | 0.027 (6) | −0.002 (5) | −0.009 (5) | 0.007 (5) |
C35 | 0.035 (7) | 0.028 (6) | 0.036 (6) | −0.002 (5) | −0.006 (5) | 0.006 (5) |
C36 | 0.042 (7) | 0.023 (5) | 0.026 (5) | 0.004 (5) | −0.007 (5) | 0.006 (4) |
C37 | 0.041 (7) | 0.028 (6) | 0.034 (6) | −0.001 (5) | 0.004 (6) | 0.004 (5) |
C38 | 0.063 (10) | 0.024 (6) | 0.044 (7) | −0.009 (6) | −0.012 (7) | 0.003 (5) |
C39 | 0.048 (8) | 0.036 (7) | 0.040 (7) | −0.006 (6) | −0.008 (6) | −0.003 (6) |
C40 | 0.043 (7) | 0.031 (6) | 0.014 (5) | 0.002 (5) | 0.001 (5) | 0.007 (4) |
C41 | 0.056 (8) | 0.024 (5) | 0.027 (5) | −0.009 (5) | −0.003 (6) | 0.007 (5) |
C42 | 0.050 (8) | 0.020 (5) | 0.049 (7) | −0.008 (5) | −0.010 (7) | 0.005 (5) |
C43 | 0.049 (9) | 0.034 (7) | 0.048 (8) | −0.006 (6) | −0.000 (7) | 0.007 (6) |
C44 | 0.057 (9) | 0.035 (7) | 0.035 (7) | −0.006 (6) | −0.006 (6) | 0.008 (6) |
C45 | 0.061 (9) | 0.031 (6) | 0.047 (7) | 0.005 (6) | −0.026 (7) | −0.002 (6) |
C46 | 0.044 (7) | 0.032 (6) | 0.028 (6) | 0.007 (5) | −0.000 (5) | 0.005 (5) |
C47 | 0.045 (8) | 0.036 (7) | 0.048 (8) | −0.002 (6) | 0.002 (7) | 0.005 (6) |
C48 | 0.054 (9) | 0.036 (7) | 0.044 (7) | −0.010 (6) | −0.021 (7) | 0.006 (6) |
C49 | 0.055 (9) | 0.031 (6) | 0.031 (6) | −0.005 (6) | −0.013 (6) | 0.007 (5) |
C50 | 0.066 (10) | 0.028 (6) | 0.028 (6) | −0.004 (6) | −0.013 (6) | 0.004 (5) |
C51 | 0.039 (9) | 0.096 (13) | 0.069 (11) | 0.019 (9) | 0.004 (8) | −0.027 (10) |
Geometric parameters (Å, º) top
Co1—N1 | 1.910 (10) | C33—C34 | 1.430 (17) |
Co1—N2 | 1.844 (9) | C34—C35 | 1.374 (15) |
Co1—N3 | 1.949 (10) | C35—C36 | 1.457 (17) |
Co1—N5 | 1.940 (10) | C36—C37 | 1.401 (17) |
Co1—N6 | 1.844 (9) | C37—C38 | 1.375 (19) |
Co1—N7 | 1.944 (10) | C38—C39 | 1.334 (18) |
Cl1—O9 | 1.433 (15) | C39—C40 | 1.409 (19) |
Cl1—O10 | 1.322 (13) | C41—C42 | 1.529 (17) |
Cl1—O11 | 1.425 (15) | C43—C44 | 1.53 (2) |
Cl1—O12 | 1.42 (2) | C45—C46 | 1.478 (19) |
Cl2—O13 | 1.424 (11) | C47—C48 | 1.485 (18) |
Cl2—O14 | 1.427 (10) | C49—C50 | 1.49 (2) |
Cl2—O15 | 1.484 (15) | O21—H21 | 0.820 |
Cl2—O16 | 1.444 (15) | O22—H5 | 0.86 (13) |
Cl3—O17 | 1.435 (12) | O22—H6 | 0.86 (12) |
Cl3—O18 | 1.426 (10) | C1—H1 | 0.930 |
Cl3—O19 | 1.448 (10) | C2—H2 | 0.930 |
Cl3—O20 | 1.434 (9) | C3—H3 | 0.930 |
O1—C17 | 1.413 (15) | C4—H4 | 0.930 |
O1—C18 | 1.433 (17) | C7—H7 | 0.930 |
O2—C19 | 1.443 (17) | C9—H9 | 0.930 |
O2—C20 | 1.427 (15) | C12—H12 | 0.930 |
O3—C21 | 1.412 (17) | C13—H13 | 0.930 |
O3—C22 | 1.428 (15) | C14—H14 | 0.930 |
O4—C23 | 1.418 (15) | C15—H15 | 0.930 |
O4—C24 | 1.421 (14) | C16—H16A | 0.970 |
O5—C48 | 1.427 (18) | C16—H16B | 0.970 |
O5—C49 | 1.435 (14) | C17—H17A | 0.970 |
O6—C46 | 1.413 (14) | C17—H17B | 0.970 |
O6—C47 | 1.432 (16) | C18—H18A | 0.970 |
O7—C44 | 1.418 (16) | C18—H18B | 0.970 |
O7—C45 | 1.463 (19) | C19—H19A | 0.970 |
O8—C42 | 1.442 (16) | C19—H19B | 0.970 |
O8—C43 | 1.431 (15) | C20—H20A | 0.970 |
O21—C51 | 1.44 (2) | C20—H20B | 0.970 |
N1—C1 | 1.355 (16) | C21—H21A | 0.970 |
N1—C5 | 1.382 (14) | C21—H21B | 0.970 |
N2—C6 | 1.366 (14) | C22—H22A | 0.970 |
N2—C10 | 1.329 (15) | C22—H22B | 0.970 |
N3—C11 | 1.350 (14) | C23—H23A | 0.970 |
N3—C15 | 1.333 (15) | C23—H23B | 0.970 |
N4—C8 | 1.376 (14) | C24—H24A | 0.970 |
N4—C16 | 1.466 (15) | C24—H24B | 0.970 |
N4—C25 | 1.455 (16) | C25—H25A | 0.970 |
N5—C26 | 1.329 (15) | C25—H25B | 0.970 |
N5—C30 | 1.386 (14) | C26—H26 | 0.930 |
N6—C31 | 1.352 (16) | C27—H27 | 0.930 |
N6—C35 | 1.371 (15) | C28—H28 | 0.930 |
N7—C36 | 1.375 (13) | C29—H29 | 0.930 |
N7—C40 | 1.346 (14) | C32—H32 | 0.930 |
N8—C33 | 1.345 (15) | C34—H34 | 0.930 |
N8—C41 | 1.468 (16) | C37—H37 | 0.930 |
N8—C50 | 1.469 (17) | C38—H38 | 0.930 |
C1—C2 | 1.410 (19) | C39—H39 | 0.930 |
C2—C3 | 1.383 (17) | C40—H40 | 0.930 |
C3—C4 | 1.375 (18) | C41—H41A | 0.970 |
C4—C5 | 1.370 (16) | C41—H41B | 0.970 |
C5—C6 | 1.474 (16) | C42—H42A | 0.970 |
C6—C7 | 1.374 (15) | C42—H42B | 0.970 |
C7—C8 | 1.412 (17) | C43—H43A | 0.970 |
C8—C9 | 1.436 (16) | C43—H43B | 0.970 |
C9—C10 | 1.393 (14) | C44—H44A | 0.970 |
C10—C11 | 1.481 (17) | C44—H44B | 0.970 |
C11—C12 | 1.383 (18) | C45—H45A | 0.970 |
C12—C13 | 1.383 (17) | C45—H45B | 0.970 |
C13—C14 | 1.406 (16) | C46—H46A | 0.970 |
C14—C15 | 1.360 (18) | C46—H46B | 0.970 |
C16—C17 | 1.533 (18) | C47—H47A | 0.970 |
C18—C19 | 1.538 (18) | C47—H47B | 0.970 |
C20—C21 | 1.482 (19) | C48—H48A | 0.970 |
C22—C23 | 1.52 (2) | C48—H48B | 0.970 |
C24—C25 | 1.537 (16) | C49—H49A | 0.970 |
C26—C27 | 1.378 (19) | C49—H49B | 0.970 |
C27—C28 | 1.412 (17) | C50—H50A | 0.970 |
C28—C29 | 1.398 (17) | C50—H50B | 0.970 |
C29—C30 | 1.398 (18) | C51—H51A | 0.960 |
C30—C31 | 1.478 (16) | C51—H51B | 0.960 |
C31—C32 | 1.366 (16) | C51—H51C | 0.960 |
C32—C33 | 1.437 (17) | | |
| | | |
N1—Co1—N2 | 82.8 (4) | C4—C3—H3 | 120.021 |
N1—Co1—N3 | 164.5 (4) | C3—C4—H4 | 120.141 |
N1—Co1—N5 | 91.1 (4) | C5—C4—H4 | 120.134 |
N1—Co1—N6 | 98.1 (4) | C6—C7—H7 | 120.652 |
N1—Co1—N7 | 90.5 (4) | C8—C7—H7 | 120.652 |
N2—Co1—N3 | 81.7 (4) | C8—C9—H9 | 121.141 |
N2—Co1—N5 | 99.0 (4) | C10—C9—H9 | 121.144 |
N2—Co1—N6 | 178.3 (5) | C11—C12—H12 | 119.971 |
N2—Co1—N7 | 95.9 (4) | C13—C12—H12 | 119.965 |
N3—Co1—N5 | 91.2 (4) | C12—C13—H13 | 121.168 |
N3—Co1—N6 | 97.5 (4) | C14—C13—H13 | 121.166 |
N3—Co1—N7 | 91.2 (4) | C13—C14—H14 | 120.481 |
N5—Co1—N6 | 82.5 (4) | C15—C14—H14 | 120.483 |
N5—Co1—N7 | 165.2 (4) | N3—C15—H15 | 118.383 |
N6—Co1—N7 | 82.7 (4) | C14—C15—H15 | 118.390 |
O9—Cl1—O10 | 110.7 (9) | N4—C16—H16A | 109.257 |
O9—Cl1—O11 | 107.3 (8) | N4—C16—H16B | 109.253 |
O9—Cl1—O12 | 107.7 (11) | C17—C16—H16A | 109.253 |
O10—Cl1—O11 | 111.5 (12) | C17—C16—H16B | 109.259 |
O10—Cl1—O12 | 111.0 (13) | H16A—C16—H16B | 107.926 |
O11—Cl1—O12 | 108.5 (10) | O1—C17—H17A | 110.452 |
O13—Cl2—O14 | 110.7 (6) | O1—C17—H17B | 110.444 |
O13—Cl2—O15 | 108.7 (7) | C16—C17—H17A | 110.452 |
O13—Cl2—O16 | 111.3 (8) | C16—C17—H17B | 110.448 |
O14—Cl2—O15 | 108.3 (8) | H17A—C17—H17B | 108.644 |
O14—Cl2—O16 | 107.4 (7) | O1—C18—H18A | 108.759 |
O15—Cl2—O16 | 110.4 (9) | O1—C18—H18B | 108.762 |
O17—Cl3—O18 | 108.1 (6) | C19—C18—H18A | 108.763 |
O17—Cl3—O19 | 108.1 (6) | C19—C18—H18B | 108.766 |
O17—Cl3—O20 | 111.7 (6) | H18A—C18—H18B | 107.654 |
O18—Cl3—O19 | 110.5 (6) | O2—C19—H19A | 110.294 |
O18—Cl3—O20 | 108.9 (6) | O2—C19—H19B | 110.295 |
O19—Cl3—O20 | 109.5 (6) | C18—C19—H19A | 110.291 |
C17—O1—C18 | 111.2 (10) | C18—C19—H19B | 110.289 |
C19—O2—C20 | 110.2 (10) | H19A—C19—H19B | 108.538 |
C21—O3—C22 | 111.7 (10) | O2—C20—H20A | 108.474 |
C23—O4—C24 | 112.8 (9) | O2—C20—H20B | 108.478 |
C48—O5—C49 | 112.6 (10) | C21—C20—H20A | 108.465 |
C46—O6—C47 | 113.5 (9) | C21—C20—H20B | 108.478 |
C44—O7—C45 | 110.5 (10) | H20A—C20—H20B | 107.499 |
C42—O8—C43 | 114.5 (11) | O3—C21—H21A | 109.410 |
Co1—N1—C1 | 127.0 (8) | O3—C21—H21B | 109.415 |
Co1—N1—C5 | 115.2 (7) | C20—C21—H21A | 109.416 |
C1—N1—C5 | 117.8 (10) | C20—C21—H21B | 109.416 |
Co1—N2—C6 | 118.8 (7) | H21A—C21—H21B | 108.037 |
Co1—N2—C10 | 120.1 (7) | O3—C22—H22A | 109.885 |
C6—N2—C10 | 121.0 (9) | O3—C22—H22B | 109.885 |
Co1—N3—C11 | 114.3 (8) | C23—C22—H22A | 109.877 |
Co1—N3—C15 | 126.9 (8) | C23—C22—H22B | 109.879 |
C11—N3—C15 | 118.8 (11) | H22A—C22—H22B | 108.297 |
C8—N4—C16 | 122.0 (10) | O4—C23—H23A | 109.006 |
C8—N4—C25 | 122.2 (9) | O4—C23—H23B | 109.008 |
C16—N4—C25 | 115.1 (9) | C22—C23—H23A | 109.009 |
Co1—N5—C26 | 127.4 (8) | C22—C23—H23B | 109.015 |
Co1—N5—C30 | 113.6 (7) | H23A—C23—H23B | 107.796 |
C26—N5—C30 | 118.8 (10) | O4—C24—H24A | 110.387 |
Co1—N6—C31 | 120.2 (8) | O4—C24—H24B | 110.388 |
Co1—N6—C35 | 119.1 (8) | C25—C24—H24A | 110.389 |
C31—N6—C35 | 120.7 (9) | C25—C24—H24B | 110.393 |
Co1—N7—C36 | 113.4 (7) | H24A—C24—H24B | 108.597 |
Co1—N7—C40 | 127.0 (7) | N4—C25—H25A | 108.460 |
C36—N7—C40 | 119.6 (10) | N4—C25—H25B | 108.456 |
C33—N8—C41 | 120.0 (11) | C24—C25—H25A | 108.463 |
C33—N8—C50 | 121.3 (11) | C24—C25—H25B | 108.461 |
C41—N8—C50 | 118.4 (9) | H25A—C25—H25B | 107.486 |
N1—C1—C2 | 122.0 (10) | N5—C26—H26 | 118.708 |
C1—C2—C3 | 118.3 (12) | C27—C26—H26 | 118.704 |
C2—C3—C4 | 120.0 (12) | C26—C27—H27 | 120.236 |
C3—C4—C5 | 119.7 (11) | C28—C27—H27 | 120.239 |
N1—C5—C4 | 122.0 (10) | C27—C28—H28 | 120.568 |
N1—C5—C6 | 112.1 (9) | C29—C28—H28 | 120.559 |
C4—C5—C6 | 125.9 (10) | C28—C29—H29 | 120.888 |
N2—C6—C5 | 111.0 (9) | C30—C29—H29 | 120.881 |
N2—C6—C7 | 121.6 (11) | C31—C32—H32 | 120.008 |
C5—C6—C7 | 127.4 (11) | C33—C32—H32 | 120.011 |
C6—C7—C8 | 118.7 (11) | C33—C34—H34 | 119.888 |
N4—C8—C7 | 122.9 (10) | C35—C34—H34 | 119.902 |
N4—C8—C9 | 118.0 (10) | C36—C37—H37 | 120.610 |
C7—C8—C9 | 119.0 (10) | C38—C37—H37 | 120.594 |
C8—C9—C10 | 117.7 (10) | C37—C38—H38 | 119.558 |
N2—C10—C9 | 121.9 (10) | C39—C38—H38 | 119.575 |
N2—C10—C11 | 110.9 (9) | C38—C39—H39 | 119.913 |
C9—C10—C11 | 127.1 (11) | C40—C39—H39 | 119.926 |
N3—C11—C10 | 113.0 (11) | N7—C40—H40 | 119.898 |
N3—C11—C12 | 121.2 (11) | C39—C40—H40 | 119.886 |
C10—C11—C12 | 125.8 (10) | N8—C41—H41A | 109.396 |
C11—C12—C13 | 120.1 (10) | N8—C41—H41B | 109.392 |
C12—C13—C14 | 117.7 (11) | C42—C41—H41A | 109.398 |
C13—C14—C15 | 119.0 (11) | C42—C41—H41B | 109.394 |
N3—C15—C14 | 123.2 (11) | H41A—C41—H41B | 108.007 |
N4—C16—C17 | 111.8 (9) | O8—C42—H42A | 109.132 |
O1—C17—C16 | 106.4 (10) | O8—C42—H42B | 109.132 |
O1—C18—C19 | 114.0 (11) | C41—C42—H42A | 109.128 |
O2—C19—C18 | 107.1 (11) | C41—C42—H42B | 109.134 |
O2—C20—C21 | 115.2 (11) | H42A—C42—H42B | 107.861 |
O3—C21—C20 | 111.1 (11) | O8—C43—H43A | 108.294 |
O3—C22—C23 | 109.0 (11) | O8—C43—H43B | 108.291 |
O4—C23—C22 | 112.9 (11) | C44—C43—H43A | 108.307 |
O4—C24—C25 | 106.7 (9) | C44—C43—H43B | 108.303 |
N4—C25—C24 | 115.3 (11) | H43A—C43—H43B | 107.409 |
N5—C26—C27 | 122.6 (11) | O7—C44—H44A | 109.754 |
C26—C27—C28 | 119.5 (11) | O7—C44—H44B | 109.758 |
C27—C28—C29 | 118.9 (12) | C43—C44—H44A | 109.758 |
C28—C29—C30 | 118.2 (11) | C43—C44—H44B | 109.758 |
N5—C30—C29 | 121.9 (10) | H44A—C44—H44B | 108.224 |
N5—C30—C31 | 113.3 (10) | O7—C45—H45A | 109.466 |
C29—C30—C31 | 124.8 (10) | O7—C45—H45B | 109.463 |
N6—C31—C30 | 110.3 (9) | C46—C45—H45A | 109.470 |
N6—C31—C32 | 121.7 (11) | C46—C45—H45B | 109.471 |
C30—C31—C32 | 128.0 (11) | H45A—C45—H45B | 108.057 |
C31—C32—C33 | 120.0 (12) | O6—C46—H46A | 109.215 |
N8—C33—C32 | 121.8 (11) | O6—C46—H46B | 109.219 |
N8—C33—C34 | 121.5 (11) | C45—C46—H46A | 109.216 |
C32—C33—C34 | 116.7 (10) | C45—C46—H46B | 109.217 |
C33—C34—C35 | 120.2 (11) | H46A—C46—H46B | 107.910 |
N6—C35—C34 | 120.7 (11) | O6—C47—H47A | 109.862 |
N6—C35—C36 | 110.5 (9) | O6—C47—H47B | 109.865 |
C34—C35—C36 | 128.7 (11) | C48—C47—H47A | 109.870 |
N7—C36—C35 | 114.2 (10) | C48—C47—H47B | 109.868 |
N7—C36—C37 | 120.3 (10) | H47A—C47—H47B | 108.282 |
C35—C36—C37 | 125.5 (10) | O5—C48—H48A | 110.013 |
C36—C37—C38 | 118.8 (11) | O5—C48—H48B | 110.017 |
C37—C38—C39 | 120.9 (13) | C47—C48—H48A | 110.013 |
C38—C39—C40 | 120.2 (13) | C47—C48—H48B | 110.016 |
N7—C40—C39 | 120.2 (10) | H48A—C48—H48B | 108.374 |
N8—C41—C42 | 111.2 (11) | O5—C49—H49A | 109.631 |
O8—C42—C41 | 112.4 (11) | O5—C49—H49B | 109.634 |
O8—C43—C44 | 115.9 (12) | C50—C49—H49A | 109.629 |
O7—C44—C43 | 109.6 (11) | C50—C49—H49B | 109.629 |
O7—C45—C46 | 110.9 (11) | H49A—C49—H49B | 108.155 |
O6—C46—C45 | 112.0 (10) | N8—C50—H50A | 108.683 |
O6—C47—C48 | 109.1 (11) | N8—C50—H50B | 108.676 |
O5—C48—C47 | 108.4 (12) | C49—C50—H50A | 108.681 |
O5—C49—C50 | 110.1 (11) | C49—C50—H50B | 108.680 |
N8—C50—C49 | 114.3 (10) | H50A—C50—H50B | 107.616 |
C51—O21—H21 | 109.475 | O21—C51—H51A | 109.476 |
H5—O22—H6 | 107 (16) | O21—C51—H51B | 109.467 |
N1—C1—H1 | 119.021 | O21—C51—H51C | 109.476 |
C2—C1—H1 | 119.019 | H51A—C51—H51B | 109.467 |
C1—C2—H2 | 120.833 | H51A—C51—H51C | 109.471 |
C3—C2—H2 | 120.842 | H51B—C51—H51C | 109.469 |
C2—C3—H3 | 120.023 | | |
| | | |
N1—Co1—N2—C6 | −1.5 (7) | C25—N4—C16—C17 | −79.3 (12) |
N1—Co1—N2—C10 | 179.7 (8) | Co1—N5—C26—C27 | 175.0 (7) |
N2—Co1—N1—C1 | −178.0 (8) | Co1—N5—C30—C29 | −176.7 (7) |
N2—Co1—N1—C5 | 3.0 (6) | Co1—N5—C30—C31 | 3.3 (11) |
N1—Co1—N5—C26 | −80.1 (8) | C26—N5—C30—C29 | −0.1 (16) |
N1—Co1—N5—C30 | 96.2 (6) | C26—N5—C30—C31 | 179.9 (9) |
N5—Co1—N1—C1 | −79.1 (8) | C30—N5—C26—C27 | −1.1 (17) |
N5—Co1—N1—C5 | 101.9 (6) | Co1—N6—C31—C30 | 1.9 (13) |
N1—Co1—N6—C31 | −90.3 (8) | Co1—N6—C31—C32 | −178.2 (7) |
N1—Co1—N6—C35 | 92.1 (8) | Co1—N6—C35—C34 | 177.2 (7) |
N6—Co1—N1—C1 | 3.5 (9) | Co1—N6—C35—C36 | −3.7 (13) |
N6—Co1—N1—C5 | −175.5 (6) | C31—N6—C35—C34 | −0.5 (17) |
N1—Co1—N7—C36 | −98.9 (6) | C31—N6—C35—C36 | 178.6 (10) |
N1—Co1—N7—C40 | 78.2 (8) | C35—N6—C31—C30 | 179.6 (9) |
N7—Co1—N1—C1 | 86.2 (8) | C35—N6—C31—C32 | −0.5 (18) |
N7—Co1—N1—C5 | −92.9 (6) | Co1—N7—C36—C35 | −1.0 (12) |
N2—Co1—N3—C11 | −0.3 (6) | Co1—N7—C36—C37 | 179.2 (7) |
N2—Co1—N3—C15 | −179.8 (9) | Co1—N7—C40—C39 | −179.8 (7) |
N3—Co1—N2—C6 | 178.5 (8) | C36—N7—C40—C39 | −2.9 (16) |
N3—Co1—N2—C10 | −0.3 (7) | C40—N7—C36—C35 | −178.2 (9) |
N2—Co1—N5—C26 | 2.8 (9) | C40—N7—C36—C37 | 1.9 (16) |
N2—Co1—N5—C30 | 179.1 (6) | C33—N8—C41—C42 | −86.0 (13) |
N5—Co1—N2—C6 | −91.6 (7) | C41—N8—C33—C32 | −172.5 (10) |
N5—Co1—N2—C10 | 89.7 (8) | C41—N8—C33—C34 | 6.7 (17) |
N2—Co1—N7—C36 | 178.3 (6) | C33—N8—C50—C49 | 63.4 (14) |
N2—Co1—N7—C40 | −4.6 (8) | C50—N8—C33—C32 | 13.5 (17) |
N7—Co1—N2—C6 | 88.2 (7) | C50—N8—C33—C34 | −167.3 (10) |
N7—Co1—N2—C10 | −90.6 (7) | C41—N8—C50—C49 | −110.7 (11) |
N3—Co1—N5—C26 | 84.6 (8) | C50—N8—C41—C42 | 88.1 (12) |
N3—Co1—N5—C30 | −99.2 (6) | N1—C1—C2—C3 | 2.2 (18) |
N5—Co1—N3—C11 | −99.2 (7) | C1—C2—C3—C4 | −5.1 (19) |
N5—Co1—N3—C15 | 81.3 (8) | C2—C3—C4—C5 | 4.4 (19) |
N3—Co1—N6—C31 | 90.1 (8) | C3—C4—C5—N1 | −0.6 (18) |
N3—Co1—N6—C35 | −87.6 (7) | C3—C4—C5—C6 | −180.0 (11) |
N6—Co1—N3—C11 | 178.2 (6) | N1—C5—C6—N2 | 2.5 (13) |
N6—Co1—N3—C15 | −1.3 (9) | N1—C5—C6—C7 | −180.0 (10) |
N3—Co1—N7—C36 | 96.6 (6) | C4—C5—C6—N2 | −178.1 (11) |
N3—Co1—N7—C40 | −86.4 (8) | C4—C5—C6—C7 | −0.6 (19) |
N7—Co1—N3—C11 | 95.5 (6) | N2—C6—C7—C8 | −1.5 (17) |
N7—Co1—N3—C15 | −84.1 (8) | C5—C6—C7—C8 | −178.9 (10) |
N5—Co1—N6—C31 | −0.2 (7) | C6—C7—C8—N4 | 178.6 (10) |
N5—Co1—N6—C35 | −177.9 (8) | C6—C7—C8—C9 | 2.6 (17) |
N6—Co1—N5—C26 | −178.1 (9) | N4—C8—C9—C10 | −179.2 (9) |
N6—Co1—N5—C30 | −1.8 (6) | C7—C8—C9—C10 | −3.1 (16) |
N6—Co1—N7—C36 | −0.8 (6) | C8—C9—C10—N2 | 2.6 (17) |
N6—Co1—N7—C40 | 176.2 (8) | C8—C9—C10—C11 | 178.5 (10) |
N7—Co1—N6—C31 | −179.7 (8) | N2—C10—C11—N3 | −0.9 (14) |
N7—Co1—N6—C35 | 2.6 (7) | N2—C10—C11—C12 | −179.6 (10) |
C17—O1—C18—C19 | 55.3 (12) | C9—C10—C11—N3 | −177.2 (11) |
C18—O1—C17—C16 | 164.1 (8) | C9—C10—C11—C12 | 4 (2) |
C19—O2—C20—C21 | 66.0 (14) | N3—C11—C12—C13 | 0.7 (18) |
C20—O2—C19—C18 | 174.2 (9) | C10—C11—C12—C13 | 179.3 (10) |
C21—O3—C22—C23 | −175.3 (8) | C11—C12—C13—C14 | −0.8 (17) |
C22—O3—C21—C20 | −167.2 (8) | C12—C13—C14—C15 | 1.1 (18) |
C23—O4—C24—C25 | 176.6 (9) | C13—C14—C15—N3 | −1.4 (19) |
C24—O4—C23—C22 | −74.7 (12) | N4—C16—C17—O1 | 170.5 (8) |
C48—O5—C49—C50 | 153.2 (9) | O1—C18—C19—O2 | 55.2 (13) |
C49—O5—C48—C47 | 177.9 (8) | O2—C20—C21—O3 | 60.1 (15) |
C46—O6—C47—C48 | −177.6 (9) | O3—C22—C23—O4 | −53.7 (12) |
C47—O6—C46—C45 | 178.5 (9) | O4—C24—C25—N4 | −142.6 (9) |
C44—O7—C45—C46 | 101.9 (11) | N5—C26—C27—C28 | 1.0 (18) |
C45—O7—C44—C43 | −168.2 (9) | C26—C27—C28—C29 | 0.4 (18) |
C42—O8—C43—C44 | 57.6 (13) | C27—C28—C29—C30 | −1.5 (18) |
C43—O8—C42—C41 | 91.5 (12) | C28—C29—C30—N5 | 1.4 (17) |
Co1—N1—C1—C2 | −177.5 (7) | C28—C29—C30—C31 | −178.6 (10) |
Co1—N1—C5—C4 | 176.8 (7) | N5—C30—C31—N6 | −3.3 (14) |
Co1—N1—C5—C6 | −3.7 (11) | N5—C30—C31—C32 | 176.8 (10) |
C1—N1—C5—C4 | −2.3 (16) | C29—C30—C31—N6 | 176.7 (10) |
C1—N1—C5—C6 | 177.2 (9) | C29—C30—C31—C32 | −3 (2) |
C5—N1—C1—C2 | 1.5 (16) | N6—C31—C32—C33 | 0.4 (18) |
Co1—N2—C6—C5 | −0.1 (12) | C30—C31—C32—C33 | −179.8 (10) |
Co1—N2—C6—C7 | −177.8 (7) | C31—C32—C33—N8 | −179.9 (11) |
Co1—N2—C10—C9 | 177.3 (7) | C31—C32—C33—C34 | 0.8 (17) |
Co1—N2—C10—C11 | 0.7 (13) | N8—C33—C34—C35 | 178.9 (10) |
C6—N2—C10—C9 | −1.5 (17) | C32—C33—C34—C35 | −1.8 (17) |
C6—N2—C10—C11 | −178.0 (9) | C33—C34—C35—N6 | 1.7 (18) |
C10—N2—C6—C5 | 178.7 (9) | C33—C34—C35—C36 | −177.3 (10) |
C10—N2—C6—C7 | 0.9 (17) | N6—C35—C36—N7 | 2.8 (14) |
Co1—N3—C11—C10 | 0.7 (12) | N6—C35—C36—C37 | −177.3 (10) |
Co1—N3—C11—C12 | 179.5 (7) | C34—C35—C36—N7 | −178.1 (11) |
Co1—N3—C15—C14 | −179.2 (7) | C34—C35—C36—C37 | 2 (2) |
C11—N3—C15—C14 | 1.3 (18) | N7—C36—C37—C38 | −0.7 (17) |
C15—N3—C11—C10 | −179.7 (10) | C35—C36—C37—C38 | 179.4 (10) |
C15—N3—C11—C12 | −0.9 (17) | C36—C37—C38—C39 | 1 (2) |
C8—N4—C16—C17 | 91.8 (11) | C37—C38—C39—C40 | −2 (2) |
C16—N4—C8—C7 | 6.8 (17) | C38—C39—C40—N7 | 3 (2) |
C16—N4—C8—C9 | −177.1 (9) | N8—C41—C42—O8 | 167.0 (9) |
C8—N4—C25—C24 | −68.2 (14) | O8—C43—C44—O7 | 55.0 (14) |
C25—N4—C8—C7 | 177.3 (10) | O7—C45—C46—O6 | −72.7 (13) |
C25—N4—C8—C9 | −6.7 (16) | O6—C47—C48—O5 | 63.1 (13) |
C16—N4—C25—C24 | 102.8 (10) | O5—C49—C50—N8 | 50.2 (12) |
Hydrogen-bond geometry (Å, º) topCg1 and Cg2 are the centroids of the N7/C36–C40 and
N2/C6–C10 pyridine rings, respectively. |
D—H···A | D—H | H···A | D···A | D—H···A |
O21—H21···O8 | 0.82 | 1.99 | 2.802 (15) | 173 |
O22—H5···O9 | 0.86 (13) | 2.11 (14) | 2.960 (19) | 172 (15) |
O22—H6···O5 | 0.86 (12) | 2.17 (11) | 2.934 (13) | 148 (14) |
C4—H4···O18 | 0.93 | 2.56 | 3.299 (16) | 137 |
C15—H15···O11i | 0.93 | 2.54 | 3.35 (2) | 145 |
C16—H16B···O6ii | 0.97 | 2.58 | 3.491 (15) | 157 |
C20—H20B···O10ii | 0.97 | 2.54 | 3.50 (2) | 170 |
C22—H22A···O13iii | 0.97 | 2.41 | 3.365 (17) | 168 |
C25—H25A···O6ii | 0.97 | 2.59 | 3.517 (14) | 160 |
C25—H25B···O20i | 0.97 | 2.49 | 3.331 (15) | 145 |
C26—H26···O16iii | 0.93 | 2.54 | 3.400 (17) | 155 |
C27—H27···O14iii | 0.93 | 2.45 | 3.249 (16) | 143 |
C28—H28···O22iii | 0.93 | 2.47 | 3.290 (17) | 147 |
C29—H29···O7iii | 0.93 | 2.51 | 3.437 (14) | 175 |
C37—H37···O21 | 0.93 | 2.35 | 3.276 (16) | 177 |
C44—H44A···O20iv | 0.97 | 2.49 | 3.297 (17) | 141 |
C3—H3···Cg1v | 0.93 | 2.70 | 3.540 (15) | 151 |
C40—H40···Cg2 | 0.93 | 2.97 | 3.713 (12) | 138 |
Symmetry codes: (i) x+1, y, z; (ii) x, y−1, z+1; (iii) x, y−1, z; (iv) x+1, y+1, z−1; (v) x−1, y, z. |