



Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536809037751/cv2614sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536809037751/cv2614Isup2.hkl |
CCDC reference: 681483
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean
(C-C) = 0.012 Å
- R factor = 0.043
- wR factor = 0.112
- Data-to-parameter ratio = 13.7
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.13 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.54 Ratio PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Tb1 -- O10 .. 5.11 su PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Tb1 PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 12
Alert level G PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large. 25.26 PLAT333_ALERT_2_G Check Large Av C6-Ring C-C Dist. C64 -C71 1.41 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
The title complex was prepared via a modification of previously reported method (Wang et al., 2006). Stoichiometric amounts of terbium chloride, 4-methoxybenzoic acid and 1,10-phenanthroline were dissolved separately in 95% ethanol. The pH value of the 4-methoxybenzoic acid was adjusted to the range of 6–7 with NaOH solution. The solutions of the two ligands were mixed and the mixture was added dropwise to the ethanolic TbCl3 solution; a white precipitate then formed. The mixture was stirred for 4 h, and then was filtered. The filtrate was slowly evaporated at room temperature, and colorless crystals suitable for X-rayinvestigation were obtained. Analysis calculated for C72H58N4O18Tb2: C 54.50, H 3.66, N 3.53%; found: C 54.37, H 3.77, N 3.43%.
H atoms were placed in geometrically calculated positions and allowed to ride on their parent atoms, with C—H = 0.93 (CH) and 0.96 (CH3)Å and with Uiso(H) = 1.2(or 1.5 for methyl)Ueq(C).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![]() | Fig. 1. The structure of the title complex, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms have been omitted for clarity. |
[Tb2(C8H7O3)6(C12H8N2)2] | F(000) = 3168 |
Mr = 1585.06 | Dx = 1.570 Mg m−3 |
Monoclinic, P21/c | Melting point: 513 K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 18.055 (2) Å | Cell parameters from 9702 reflections |
b = 15.1404 (12) Å | θ = 2.3–25.7° |
c = 25.954 (3) Å | µ = 2.17 mm−1 |
β = 109.070 (2)° | T = 298 K |
V = 6705.3 (11) Å3 | Block, colourless |
Z = 4 | 0.28 × 0.26 × 0.25 mm |
Bruker APEXII CCD area-detector diffractometer | 11810 independent reflections |
Radiation source: fine-focus sealed tube | 8197 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.048 |
ϕ and ω scans | θmax = 25.0°, θmin = 1.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −21→16 |
Tmin = 0.582, Tmax = 0.613 | k = −18→17 |
33244 measured reflections | l = −30→30 |
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)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.112 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0296P)2 + 25.2631P] where P = (Fo2 + 2Fc2)/3 |
11810 reflections | (Δ/σ)max = 0.001 |
865 parameters | Δρmax = 1.52 e Å−3 |
0 restraints | Δρmin = −1.11 e Å−3 |
[Tb2(C8H7O3)6(C12H8N2)2] | V = 6705.3 (11) Å3 |
Mr = 1585.06 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 18.055 (2) Å | µ = 2.17 mm−1 |
b = 15.1404 (12) Å | T = 298 K |
c = 25.954 (3) Å | 0.28 × 0.26 × 0.25 mm |
β = 109.070 (2)° |
Bruker APEXII CCD area-detector diffractometer | 11810 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 8197 reflections with I > 2σ(I) |
Tmin = 0.582, Tmax = 0.613 | Rint = 0.048 |
33244 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | 0 restraints |
wR(F2) = 0.112 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0296P)2 + 25.2631P] where P = (Fo2 + 2Fc2)/3 |
11810 reflections | Δρmax = 1.52 e Å−3 |
865 parameters | Δρmin = −1.11 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Tb1 | 0.156242 (19) | 0.90029 (2) | 0.302963 (13) | 0.03315 (10) | |
Tb2 | 0.403401 (19) | 0.95496 (2) | 0.344664 (13) | 0.03370 (10) | |
N1 | 0.0528 (3) | 0.9701 (4) | 0.2167 (2) | 0.0458 (16) | |
N2 | 0.0703 (3) | 0.7931 (4) | 0.2311 (2) | 0.0447 (15) | |
N3 | 0.4795 (3) | 1.0566 (4) | 0.2998 (2) | 0.0444 (15) | |
N4 | 0.4703 (3) | 1.0944 (4) | 0.3993 (2) | 0.0416 (14) | |
O1 | 0.2305 (3) | 0.7688 (3) | 0.3130 (2) | 0.0477 (13) | |
O2 | 0.3542 (3) | 0.8143 (3) | 0.3423 (2) | 0.0483 (13) | |
O3 | 0.3982 (4) | 0.4209 (4) | 0.4281 (3) | 0.088 (2) | |
O4 | 0.2428 (3) | 0.9104 (3) | 0.3880 (2) | 0.0485 (13) | |
O5 | 0.3666 (3) | 0.9543 (3) | 0.42385 (18) | 0.0434 (12) | |
O6 | 0.2860 (3) | 0.8758 (4) | 0.6389 (2) | 0.0623 (16) | |
O7 | 0.2204 (3) | 0.9192 (3) | 0.24124 (19) | 0.0477 (13) | |
O8 | 0.3457 (3) | 0.9371 (3) | 0.24865 (19) | 0.0486 (13) | |
O9 | 0.1865 (4) | 0.9014 (5) | −0.0066 (2) | 0.096 (2) | |
O10 | 0.1826 (3) | 1.0530 (3) | 0.31167 (19) | 0.0469 (13) | |
O11 | 0.3095 (3) | 1.0625 (3) | 0.3206 (2) | 0.0486 (13) | |
O12 | 0.1910 (4) | 1.4464 (4) | 0.2350 (3) | 0.0800 (19) | |
O13 | 0.0497 (3) | 0.9445 (4) | 0.3315 (2) | 0.0551 (14) | |
O14 | 0.0910 (3) | 0.8093 (4) | 0.3544 (2) | 0.0504 (13) | |
O15 | −0.0952 (3) | 0.8809 (4) | 0.5200 (2) | 0.0610 (16) | |
O16 | 0.5180 (3) | 0.8924 (3) | 0.41040 (19) | 0.0475 (13) | |
O17 | 0.5050 (3) | 0.8663 (3) | 0.3247 (2) | 0.0492 (13) | |
O18 | 0.8270 (3) | 0.6680 (4) | 0.4474 (3) | 0.0770 (19) | |
C1 | 0.3028 (5) | 0.7558 (5) | 0.3359 (3) | 0.0441 (18) | |
C2 | 0.3292 (4) | 0.6660 (5) | 0.3570 (3) | 0.0450 (19) | |
C3 | 0.4031 (5) | 0.6515 (5) | 0.3938 (3) | 0.056 (2) | |
H3 | 0.4385 | 0.6981 | 0.4037 | 0.067* | |
C4 | 0.4249 (6) | 0.5694 (6) | 0.4161 (4) | 0.067 (3) | |
H4 | 0.4747 | 0.5607 | 0.4411 | 0.080* | |
C5 | 0.3724 (6) | 0.4994 (6) | 0.4013 (4) | 0.066 (2) | |
C6 | 0.3015 (6) | 0.5116 (6) | 0.3641 (4) | 0.067 (2) | |
H6 | 0.2673 | 0.4641 | 0.3528 | 0.080* | |
C7 | 0.2791 (5) | 0.5946 (5) | 0.3425 (3) | 0.059 (2) | |
H7 | 0.2292 | 0.6026 | 0.3176 | 0.071* | |
C8 | 0.3430 (7) | 0.3499 (7) | 0.4175 (5) | 0.108 (4) | |
H8A | 0.2956 | 0.3700 | 0.4228 | 0.163* | |
H8B | 0.3647 | 0.3020 | 0.4421 | 0.163* | |
H8C | 0.3318 | 0.3301 | 0.3806 | 0.163* | |
C9 | 0.3033 (5) | 0.9272 (5) | 0.4283 (3) | 0.0411 (18) | |
C10 | 0.2972 (4) | 0.9135 (5) | 0.4836 (3) | 0.0389 (17) | |
C11 | 0.3432 (4) | 0.9604 (5) | 0.5284 (3) | 0.0436 (18) | |
H11 | 0.3795 | 1.0009 | 0.5243 | 0.052* | |
C12 | 0.3360 (5) | 0.9479 (5) | 0.5788 (3) | 0.0485 (19) | |
H12 | 0.3650 | 0.9823 | 0.6082 | 0.058* | |
C13 | 0.2861 (5) | 0.8848 (5) | 0.5860 (3) | 0.048 (2) | |
C14 | 0.2393 (5) | 0.8365 (5) | 0.5424 (3) | 0.051 (2) | |
H14 | 0.2048 | 0.7943 | 0.5472 | 0.061* | |
C15 | 0.2451 (4) | 0.8523 (5) | 0.4910 (3) | 0.0480 (19) | |
H15 | 0.2132 | 0.8211 | 0.4611 | 0.058* | |
C16 | 0.2457 (6) | 0.8031 (7) | 0.6507 (4) | 0.083 (3) | |
H16A | 0.1903 | 0.8115 | 0.6339 | 0.124* | |
H16B | 0.2578 | 0.7981 | 0.6895 | 0.124* | |
H16C | 0.2614 | 0.7501 | 0.6368 | 0.124* | |
C17 | 0.2743 (5) | 0.9302 (5) | 0.2215 (3) | 0.0467 (19) | |
C18 | 0.2514 (5) | 0.9320 (6) | 0.1608 (3) | 0.049 (2) | |
C19 | 0.3025 (5) | 0.9575 (6) | 0.1344 (3) | 0.062 (2) | |
H19 | 0.3517 | 0.9789 | 0.1547 | 0.075* | |
C20 | 0.2823 (5) | 0.9521 (7) | 0.0780 (4) | 0.073 (3) | |
H20 | 0.3168 | 0.9712 | 0.0604 | 0.088* | |
C21 | 0.2100 (6) | 0.9176 (7) | 0.0487 (4) | 0.076 (3) | |
C22 | 0.1562 (5) | 0.8970 (7) | 0.0733 (3) | 0.068 (3) | |
H22 | 0.1060 | 0.8787 | 0.0528 | 0.081* | |
C23 | 0.1776 (5) | 0.9039 (6) | 0.1288 (3) | 0.058 (2) | |
H23 | 0.1413 | 0.8890 | 0.1458 | 0.069* | |
C24 | 0.2438 (7) | 0.9014 (10) | −0.0327 (4) | 0.122 (5) | |
H24A | 0.2626 | 0.9605 | −0.0337 | 0.184* | |
H24B | 0.2212 | 0.8796 | −0.0693 | 0.184* | |
H24C | 0.2867 | 0.8640 | −0.0130 | 0.184* | |
C25 | 0.2427 (5) | 1.0959 (5) | 0.3102 (3) | 0.0431 (18) | |
C26 | 0.2319 (4) | 1.1894 (5) | 0.2925 (3) | 0.0452 (19) | |
C27 | 0.2883 (5) | 1.2327 (5) | 0.2770 (3) | 0.055 (2) | |
H27 | 0.3350 | 1.2039 | 0.2797 | 0.066* | |
C28 | 0.2765 (5) | 1.3190 (6) | 0.2573 (4) | 0.063 (2) | |
H28 | 0.3149 | 1.3472 | 0.2466 | 0.076* | |
C29 | 0.2087 (6) | 1.3622 (6) | 0.2539 (4) | 0.063 (2) | |
C30 | 0.1529 (5) | 1.3209 (6) | 0.2701 (4) | 0.063 (2) | |
H30 | 0.1070 | 1.3506 | 0.2680 | 0.075* | |
C31 | 0.1639 (5) | 1.2363 (5) | 0.2892 (3) | 0.054 (2) | |
H31 | 0.1254 | 1.2094 | 0.3004 | 0.065* | |
C32 | 0.2422 (7) | 1.4885 (7) | 0.2114 (5) | 0.101 (4) | |
H32A | 0.2933 | 1.4936 | 0.2382 | 0.152* | |
H32B | 0.2224 | 1.5462 | 0.1989 | 0.152* | |
H32C | 0.2455 | 1.4541 | 0.1812 | 0.152* | |
C33 | 0.0508 (5) | 0.8748 (6) | 0.3593 (3) | 0.050 (2) | |
C34 | 0.0084 (4) | 0.8749 (5) | 0.3994 (3) | 0.049 (2) | |
C35 | 0.0254 (5) | 0.8130 (5) | 0.4410 (3) | 0.052 (2) | |
H35 | 0.0608 | 0.7679 | 0.4421 | 0.063* | |
C36 | −0.0095 (5) | 0.8176 (6) | 0.4805 (3) | 0.056 (2) | |
H36 | 0.0037 | 0.7764 | 0.5086 | 0.067* | |
C37 | −0.0637 (5) | 0.8822 (6) | 0.4793 (3) | 0.053 (2) | |
C38 | −0.0816 (5) | 0.9422 (6) | 0.4381 (3) | 0.061 (2) | |
H38 | −0.1182 | 0.9861 | 0.4366 | 0.073* | |
C39 | −0.0458 (5) | 0.9385 (6) | 0.3985 (3) | 0.058 (2) | |
H39 | −0.0589 | 0.9803 | 0.3707 | 0.070* | |
C40 | −0.1497 (5) | 0.9489 (6) | 0.5211 (4) | 0.069 (3) | |
H40A | −0.1252 | 1.0055 | 0.5228 | 0.103* | |
H40B | −0.1659 | 0.9413 | 0.5526 | 0.103* | |
H40C | −0.1946 | 0.9454 | 0.4887 | 0.103* | |
C41 | 0.5420 (4) | 0.8565 (5) | 0.3748 (3) | 0.0450 (19) | |
C42 | 0.6159 (4) | 0.8032 (5) | 0.3929 (3) | 0.0469 (19) | |
C43 | 0.6462 (5) | 0.7679 (6) | 0.3556 (3) | 0.058 (2) | |
H43 | 0.6193 | 0.7747 | 0.3185 | 0.070* | |
C44 | 0.7166 (5) | 0.7218 (6) | 0.3724 (4) | 0.063 (2) | |
H44 | 0.7367 | 0.6982 | 0.3466 | 0.076* | |
C45 | 0.7564 (5) | 0.7113 (6) | 0.4265 (4) | 0.062 (2) | |
C46 | 0.7268 (5) | 0.7464 (6) | 0.4639 (4) | 0.063 (2) | |
H46 | 0.7540 | 0.7396 | 0.5009 | 0.076* | |
C47 | 0.6571 (5) | 0.7917 (6) | 0.4477 (3) | 0.058 (2) | |
H47 | 0.6374 | 0.8148 | 0.4738 | 0.069* | |
C48 | 0.8652 (6) | 0.6417 (7) | 0.4097 (4) | 0.090 (3) | |
H48A | 0.8345 | 0.5972 | 0.3858 | 0.136* | |
H48B | 0.9160 | 0.6182 | 0.4293 | 0.136* | |
H48C | 0.8708 | 0.6919 | 0.3887 | 0.136* | |
C49 | 0.0430 (5) | 1.0567 (6) | 0.2093 (3) | 0.053 (2) | |
H49 | 0.0710 | 1.0936 | 0.2376 | 0.064* | |
C50 | −0.0062 (5) | 1.0956 (6) | 0.1621 (3) | 0.061 (2) | |
H50 | −0.0118 | 1.1567 | 0.1591 | 0.073* | |
C51 | −0.0459 (5) | 1.0419 (6) | 0.1204 (3) | 0.062 (2) | |
H51 | −0.0782 | 1.0664 | 0.0880 | 0.075* | |
C52 | −0.0387 (5) | 0.9507 (6) | 0.1256 (3) | 0.054 (2) | |
C53 | 0.0119 (4) | 0.9164 (5) | 0.1751 (3) | 0.0460 (19) | |
C54 | 0.0210 (4) | 0.8236 (5) | 0.1827 (3) | 0.0458 (19) | |
C55 | −0.0195 (4) | 0.7657 (6) | 0.1403 (3) | 0.051 (2) | |
C56 | −0.0087 (5) | 0.6753 (6) | 0.1504 (3) | 0.056 (2) | |
H56 | −0.0348 | 0.6355 | 0.1233 | 0.067* | |
C57 | 0.0387 (5) | 0.6447 (6) | 0.1986 (3) | 0.056 (2) | |
H57 | 0.0455 | 0.5844 | 0.2052 | 0.067* | |
C58 | 0.0773 (4) | 0.7063 (5) | 0.2385 (3) | 0.051 (2) | |
H58 | 0.1096 | 0.6854 | 0.2720 | 0.061* | |
C59 | −0.0784 (5) | 0.8895 (6) | 0.0834 (3) | 0.062 (2) | |
H59 | −0.1108 | 0.9113 | 0.0502 | 0.074* | |
C60 | −0.0703 (5) | 0.8030 (6) | 0.0904 (3) | 0.060 (2) | |
H60 | −0.0981 | 0.7656 | 0.0623 | 0.072* | |
C61 | 0.4916 (5) | 1.0356 (6) | 0.2531 (3) | 0.053 (2) | |
H61 | 0.4789 | 0.9787 | 0.2396 | 0.063* | |
C62 | 0.5217 (5) | 1.0929 (6) | 0.2238 (3) | 0.056 (2) | |
H62 | 0.5301 | 1.0743 | 0.1920 | 0.067* | |
C63 | 0.5389 (5) | 1.1761 (6) | 0.2419 (3) | 0.056 (2) | |
H63 | 0.5568 | 1.2165 | 0.2217 | 0.067* | |
C64 | 0.5297 (5) | 1.2019 (5) | 0.2917 (3) | 0.052 (2) | |
C65 | 0.5005 (4) | 1.1385 (5) | 0.3195 (3) | 0.0455 (19) | |
C66 | 0.4962 (4) | 1.1582 (5) | 0.3725 (3) | 0.0449 (18) | |
C67 | 0.5231 (5) | 1.2403 (5) | 0.3963 (3) | 0.050 (2) | |
C68 | 0.5279 (5) | 1.2523 (6) | 0.4510 (3) | 0.056 (2) | |
H68 | 0.5469 | 1.3052 | 0.4686 | 0.067* | |
C69 | 0.5050 (5) | 1.1869 (5) | 0.4780 (3) | 0.053 (2) | |
H69 | 0.5093 | 1.1936 | 0.5145 | 0.063* | |
C70 | 0.4751 (4) | 1.1101 (5) | 0.4502 (3) | 0.0453 (18) | |
H70 | 0.4572 | 1.0667 | 0.4686 | 0.054* | |
C71 | 0.5517 (5) | 1.2869 (6) | 0.3160 (4) | 0.060 (2) | |
H71 | 0.5689 | 1.3300 | 0.2971 | 0.072* | |
C72 | 0.5479 (5) | 1.3052 (6) | 0.3655 (4) | 0.061 (2) | |
H72 | 0.5617 | 1.3612 | 0.3802 | 0.074* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Tb1 | 0.03549 (19) | 0.02730 (19) | 0.03401 (19) | −0.00289 (15) | 0.00775 (14) | −0.00087 (15) |
Tb2 | 0.03429 (19) | 0.0311 (2) | 0.03439 (19) | −0.00118 (15) | 0.00943 (14) | −0.00004 (15) |
N1 | 0.045 (4) | 0.045 (4) | 0.046 (4) | 0.003 (3) | 0.013 (3) | −0.001 (3) |
N2 | 0.043 (4) | 0.043 (4) | 0.048 (4) | −0.004 (3) | 0.015 (3) | −0.005 (3) |
N3 | 0.048 (4) | 0.044 (4) | 0.044 (4) | −0.003 (3) | 0.019 (3) | 0.001 (3) |
N4 | 0.045 (4) | 0.037 (4) | 0.045 (4) | −0.003 (3) | 0.018 (3) | 0.000 (3) |
O1 | 0.048 (3) | 0.033 (3) | 0.056 (3) | 0.001 (2) | 0.007 (3) | −0.002 (2) |
O2 | 0.052 (3) | 0.039 (3) | 0.053 (3) | −0.002 (3) | 0.015 (3) | 0.001 (2) |
O3 | 0.095 (5) | 0.054 (5) | 0.101 (5) | 0.016 (4) | 0.015 (4) | 0.023 (4) |
O4 | 0.052 (3) | 0.045 (3) | 0.044 (3) | −0.003 (3) | 0.009 (3) | 0.002 (2) |
O5 | 0.047 (3) | 0.043 (3) | 0.044 (3) | −0.008 (2) | 0.020 (2) | −0.001 (2) |
O6 | 0.086 (4) | 0.056 (4) | 0.051 (3) | −0.004 (3) | 0.030 (3) | 0.004 (3) |
O7 | 0.050 (3) | 0.051 (4) | 0.044 (3) | 0.002 (3) | 0.018 (3) | 0.000 (2) |
O8 | 0.048 (3) | 0.053 (4) | 0.042 (3) | 0.002 (3) | 0.012 (3) | 0.000 (2) |
O9 | 0.080 (5) | 0.153 (7) | 0.048 (4) | 0.024 (5) | 0.015 (4) | 0.005 (4) |
O10 | 0.051 (3) | 0.039 (3) | 0.051 (3) | 0.006 (3) | 0.017 (3) | 0.004 (2) |
O11 | 0.050 (3) | 0.040 (3) | 0.053 (3) | 0.006 (3) | 0.013 (3) | 0.001 (2) |
O12 | 0.089 (5) | 0.050 (4) | 0.099 (5) | 0.000 (4) | 0.027 (4) | 0.020 (4) |
O13 | 0.055 (3) | 0.056 (4) | 0.059 (3) | 0.008 (3) | 0.025 (3) | 0.013 (3) |
O14 | 0.054 (3) | 0.044 (3) | 0.056 (3) | −0.001 (3) | 0.021 (3) | 0.002 (3) |
O15 | 0.062 (4) | 0.067 (4) | 0.062 (4) | 0.025 (3) | 0.031 (3) | 0.022 (3) |
O16 | 0.046 (3) | 0.048 (3) | 0.046 (3) | 0.005 (3) | 0.012 (2) | −0.004 (3) |
O17 | 0.047 (3) | 0.053 (4) | 0.046 (3) | 0.007 (3) | 0.014 (3) | 0.002 (3) |
O18 | 0.056 (4) | 0.082 (5) | 0.084 (5) | 0.024 (3) | 0.012 (3) | 0.004 (4) |
C1 | 0.048 (5) | 0.036 (5) | 0.048 (5) | −0.002 (4) | 0.016 (4) | 0.000 (4) |
C2 | 0.051 (5) | 0.032 (4) | 0.054 (5) | 0.002 (4) | 0.020 (4) | 0.004 (4) |
C3 | 0.062 (6) | 0.041 (5) | 0.063 (5) | 0.004 (4) | 0.018 (5) | 0.003 (4) |
C4 | 0.070 (6) | 0.050 (6) | 0.072 (6) | 0.012 (5) | 0.012 (5) | 0.010 (5) |
C5 | 0.078 (7) | 0.042 (6) | 0.076 (7) | 0.012 (5) | 0.023 (5) | 0.013 (5) |
C6 | 0.075 (7) | 0.042 (6) | 0.077 (6) | 0.001 (5) | 0.016 (5) | 0.011 (5) |
C7 | 0.065 (6) | 0.039 (5) | 0.067 (6) | 0.003 (4) | 0.012 (4) | 0.005 (4) |
C8 | 0.116 (10) | 0.062 (8) | 0.135 (11) | 0.013 (7) | 0.024 (8) | 0.036 (7) |
C9 | 0.047 (5) | 0.035 (4) | 0.042 (4) | 0.000 (3) | 0.015 (4) | 0.000 (3) |
C10 | 0.042 (4) | 0.037 (4) | 0.039 (4) | 0.001 (3) | 0.014 (3) | 0.001 (3) |
C11 | 0.048 (5) | 0.040 (5) | 0.042 (4) | −0.001 (4) | 0.014 (4) | 0.000 (4) |
C12 | 0.056 (5) | 0.045 (5) | 0.044 (5) | 0.001 (4) | 0.014 (4) | −0.001 (4) |
C13 | 0.061 (5) | 0.047 (5) | 0.042 (4) | 0.006 (4) | 0.025 (4) | 0.002 (4) |
C14 | 0.061 (5) | 0.049 (5) | 0.048 (5) | −0.007 (4) | 0.024 (4) | 0.004 (4) |
C15 | 0.053 (5) | 0.045 (5) | 0.045 (5) | −0.004 (4) | 0.015 (4) | 0.003 (4) |
C16 | 0.122 (9) | 0.068 (7) | 0.069 (6) | −0.004 (6) | 0.046 (6) | 0.007 (5) |
C17 | 0.048 (5) | 0.052 (5) | 0.043 (5) | 0.005 (4) | 0.018 (4) | 0.000 (4) |
C18 | 0.046 (5) | 0.065 (6) | 0.038 (4) | 0.013 (4) | 0.016 (4) | 0.006 (4) |
C19 | 0.055 (5) | 0.087 (7) | 0.045 (5) | 0.009 (5) | 0.017 (4) | 0.012 (5) |
C20 | 0.060 (6) | 0.107 (9) | 0.053 (6) | 0.014 (6) | 0.018 (5) | 0.012 (5) |
C21 | 0.066 (7) | 0.114 (9) | 0.043 (5) | 0.021 (6) | 0.012 (5) | 0.009 (5) |
C22 | 0.056 (6) | 0.100 (8) | 0.046 (5) | 0.016 (5) | 0.015 (4) | 0.004 (5) |
C23 | 0.051 (5) | 0.079 (7) | 0.043 (5) | 0.009 (5) | 0.016 (4) | 0.004 (4) |
C24 | 0.105 (10) | 0.198 (16) | 0.066 (7) | 0.021 (10) | 0.031 (7) | 0.008 (8) |
C25 | 0.048 (5) | 0.037 (5) | 0.048 (4) | 0.002 (4) | 0.021 (4) | 0.000 (4) |
C26 | 0.049 (5) | 0.032 (4) | 0.058 (5) | 0.001 (4) | 0.023 (4) | 0.004 (4) |
C27 | 0.058 (5) | 0.041 (5) | 0.072 (6) | 0.001 (4) | 0.028 (4) | 0.009 (4) |
C28 | 0.068 (6) | 0.047 (6) | 0.083 (6) | −0.003 (5) | 0.035 (5) | 0.013 (5) |
C29 | 0.071 (6) | 0.040 (5) | 0.077 (6) | 0.006 (5) | 0.024 (5) | 0.014 (5) |
C30 | 0.062 (6) | 0.043 (6) | 0.083 (7) | 0.006 (4) | 0.025 (5) | 0.009 (5) |
C31 | 0.055 (5) | 0.037 (5) | 0.073 (6) | 0.001 (4) | 0.025 (4) | 0.006 (4) |
C32 | 0.120 (10) | 0.073 (8) | 0.118 (10) | 0.004 (7) | 0.048 (8) | 0.027 (7) |
C33 | 0.048 (5) | 0.049 (6) | 0.054 (5) | 0.000 (4) | 0.018 (4) | 0.011 (4) |
C34 | 0.048 (5) | 0.050 (5) | 0.053 (5) | 0.006 (4) | 0.021 (4) | 0.012 (4) |
C35 | 0.053 (5) | 0.050 (5) | 0.059 (5) | 0.011 (4) | 0.025 (4) | 0.013 (4) |
C36 | 0.058 (5) | 0.058 (6) | 0.058 (5) | 0.017 (4) | 0.027 (4) | 0.019 (4) |
C37 | 0.053 (5) | 0.055 (6) | 0.057 (5) | 0.015 (4) | 0.027 (4) | 0.018 (4) |
C38 | 0.056 (5) | 0.062 (6) | 0.065 (6) | 0.023 (4) | 0.021 (5) | 0.021 (5) |
C39 | 0.058 (5) | 0.058 (6) | 0.061 (5) | 0.014 (4) | 0.024 (4) | 0.019 (4) |
C40 | 0.068 (6) | 0.078 (7) | 0.068 (6) | 0.026 (5) | 0.034 (5) | 0.018 (5) |
C41 | 0.042 (5) | 0.046 (5) | 0.049 (5) | 0.000 (4) | 0.017 (4) | 0.004 (4) |
C42 | 0.039 (4) | 0.051 (5) | 0.052 (5) | 0.007 (4) | 0.017 (4) | 0.002 (4) |
C43 | 0.049 (5) | 0.064 (6) | 0.058 (5) | 0.012 (4) | 0.013 (4) | 0.001 (4) |
C44 | 0.053 (5) | 0.069 (7) | 0.066 (6) | 0.017 (5) | 0.019 (5) | −0.003 (5) |
C45 | 0.048 (5) | 0.064 (6) | 0.069 (6) | 0.014 (4) | 0.013 (5) | 0.007 (5) |
C46 | 0.052 (5) | 0.069 (6) | 0.063 (6) | 0.016 (5) | 0.011 (4) | 0.007 (5) |
C47 | 0.048 (5) | 0.065 (6) | 0.058 (5) | 0.012 (4) | 0.015 (4) | 0.003 (4) |
C48 | 0.065 (7) | 0.091 (9) | 0.106 (9) | 0.023 (6) | 0.016 (6) | −0.007 (7) |
C49 | 0.055 (5) | 0.046 (5) | 0.052 (5) | 0.005 (4) | 0.010 (4) | 0.000 (4) |
C50 | 0.063 (6) | 0.056 (6) | 0.054 (5) | 0.010 (5) | 0.005 (4) | 0.003 (5) |
C51 | 0.062 (6) | 0.063 (6) | 0.051 (5) | 0.007 (5) | 0.003 (4) | 0.001 (5) |
C52 | 0.053 (5) | 0.057 (6) | 0.045 (5) | 0.003 (4) | 0.009 (4) | −0.008 (4) |
C53 | 0.045 (5) | 0.052 (5) | 0.039 (4) | 0.000 (4) | 0.012 (4) | −0.004 (4) |
C54 | 0.044 (5) | 0.052 (5) | 0.041 (4) | −0.002 (4) | 0.015 (4) | −0.008 (4) |
C55 | 0.048 (5) | 0.054 (6) | 0.047 (5) | −0.002 (4) | 0.013 (4) | −0.010 (4) |
C56 | 0.053 (5) | 0.055 (6) | 0.054 (5) | −0.005 (4) | 0.009 (4) | −0.018 (4) |
C57 | 0.052 (5) | 0.049 (5) | 0.061 (6) | −0.009 (4) | 0.013 (4) | −0.013 (4) |
C58 | 0.049 (5) | 0.044 (5) | 0.055 (5) | −0.006 (4) | 0.011 (4) | −0.006 (4) |
C59 | 0.060 (6) | 0.066 (7) | 0.049 (5) | 0.003 (5) | 0.003 (4) | −0.004 (5) |
C60 | 0.056 (5) | 0.063 (7) | 0.051 (5) | −0.003 (5) | 0.005 (4) | −0.014 (5) |
C61 | 0.057 (5) | 0.053 (6) | 0.050 (5) | −0.006 (4) | 0.022 (4) | −0.002 (4) |
C62 | 0.062 (6) | 0.059 (6) | 0.052 (5) | −0.005 (4) | 0.029 (4) | 0.005 (4) |
C63 | 0.061 (5) | 0.055 (6) | 0.056 (5) | −0.006 (4) | 0.025 (4) | 0.012 (4) |
C64 | 0.057 (5) | 0.048 (5) | 0.054 (5) | −0.005 (4) | 0.021 (4) | 0.007 (4) |
C65 | 0.048 (5) | 0.040 (5) | 0.050 (5) | −0.002 (4) | 0.019 (4) | 0.005 (4) |
C66 | 0.048 (5) | 0.039 (5) | 0.050 (5) | −0.003 (4) | 0.019 (4) | 0.004 (4) |
C67 | 0.056 (5) | 0.040 (5) | 0.055 (5) | −0.005 (4) | 0.020 (4) | 0.000 (4) |
C68 | 0.064 (6) | 0.042 (5) | 0.059 (5) | −0.007 (4) | 0.018 (4) | −0.009 (4) |
C69 | 0.060 (5) | 0.046 (5) | 0.052 (5) | −0.005 (4) | 0.019 (4) | −0.006 (4) |
C70 | 0.049 (5) | 0.040 (5) | 0.048 (5) | −0.004 (4) | 0.017 (4) | −0.001 (4) |
C71 | 0.070 (6) | 0.049 (6) | 0.063 (6) | −0.007 (4) | 0.022 (5) | 0.008 (4) |
C72 | 0.071 (6) | 0.047 (6) | 0.065 (6) | −0.009 (4) | 0.020 (5) | 0.000 (4) |
Tb1—O4 | 2.255 (5) | C23—H23 | 0.9300 |
Tb1—O7 | 2.281 (5) | C24—H24A | 0.9600 |
Tb1—O10 | 2.357 (5) | C24—H24B | 0.9600 |
Tb1—O1 | 2.367 (5) | C24—H24C | 0.9600 |
Tb1—O13 | 2.373 (5) | C25—C26 | 1.481 (10) |
Tb1—O14 | 2.469 (5) | C26—C27 | 1.377 (10) |
Tb1—N2 | 2.575 (6) | C26—C31 | 1.398 (10) |
Tb1—N1 | 2.624 (6) | C27—C28 | 1.394 (11) |
Tb2—O11 | 2.286 (5) | C27—H27 | 0.9300 |
Tb2—O2 | 2.300 (5) | C28—C29 | 1.365 (11) |
Tb2—O5 | 2.357 (4) | C28—H28 | 0.9300 |
Tb2—O8 | 2.381 (5) | C29—C30 | 1.363 (11) |
Tb2—O16 | 2.405 (5) | C30—C31 | 1.364 (11) |
Tb2—O17 | 2.460 (5) | C30—H30 | 0.9300 |
Tb2—N3 | 2.582 (6) | C31—H31 | 0.9300 |
Tb2—N4 | 2.610 (6) | C32—H32A | 0.9600 |
N1—C49 | 1.329 (9) | C32—H32B | 0.9600 |
N1—C53 | 1.360 (9) | C32—H32C | 0.9600 |
N2—C58 | 1.327 (9) | C33—C34 | 1.479 (10) |
N2—C54 | 1.360 (9) | C34—C39 | 1.369 (10) |
N3—C61 | 1.336 (9) | C34—C35 | 1.387 (10) |
N3—C65 | 1.348 (9) | C35—C36 | 1.368 (10) |
N4—C70 | 1.317 (9) | C35—H35 | 0.9300 |
N4—C66 | 1.360 (9) | C36—C37 | 1.377 (10) |
O1—C1 | 1.260 (8) | C36—H36 | 0.9300 |
O2—C1 | 1.254 (8) | C37—C38 | 1.359 (10) |
O3—C5 | 1.378 (10) | C38—C39 | 1.382 (11) |
O3—C8 | 1.430 (12) | C38—H38 | 0.9300 |
O4—C9 | 1.267 (8) | C39—H39 | 0.9300 |
O5—C9 | 1.255 (8) | C40—H40A | 0.9600 |
O6—C13 | 1.381 (8) | C40—H40B | 0.9600 |
O6—C16 | 1.408 (10) | C40—H40C | 0.9600 |
O7—C17 | 1.250 (8) | C41—C42 | 1.497 (10) |
O8—C17 | 1.255 (9) | C42—C43 | 1.368 (10) |
O9—C21 | 1.378 (10) | C42—C47 | 1.383 (10) |
O9—C24 | 1.412 (12) | C43—C44 | 1.390 (10) |
O10—C25 | 1.277 (8) | C43—H43 | 0.9300 |
O11—C25 | 1.252 (8) | C44—C45 | 1.363 (11) |
O12—C29 | 1.366 (10) | C44—H44 | 0.9300 |
O12—C32 | 1.415 (11) | C45—C46 | 1.360 (11) |
O13—C33 | 1.273 (9) | C46—C47 | 1.372 (10) |
O14—C33 | 1.260 (9) | C46—H46 | 0.9300 |
O15—C37 | 1.353 (9) | C47—H47 | 0.9300 |
O15—C40 | 1.430 (9) | C48—H48A | 0.9600 |
O16—C41 | 1.264 (8) | C48—H48B | 0.9600 |
O17—C41 | 1.261 (8) | C48—H48C | 0.9600 |
O18—C45 | 1.376 (9) | C49—C50 | 1.390 (10) |
O18—C48 | 1.427 (11) | C49—H49 | 0.9300 |
C1—C2 | 1.485 (10) | C50—C51 | 1.356 (11) |
C2—C7 | 1.380 (11) | C50—H50 | 0.9300 |
C2—C3 | 1.381 (10) | C51—C52 | 1.390 (11) |
C3—C4 | 1.374 (11) | C51—H51 | 0.9300 |
C3—H3 | 0.9300 | C52—C53 | 1.410 (10) |
C4—C5 | 1.390 (12) | C52—C59 | 1.434 (11) |
C4—H4 | 0.9300 | C53—C54 | 1.422 (11) |
C5—C6 | 1.342 (12) | C54—C55 | 1.410 (10) |
C6—C7 | 1.382 (11) | C55—C56 | 1.394 (11) |
C6—H6 | 0.9300 | C55—C60 | 1.437 (11) |
C7—H7 | 0.9300 | C56—C57 | 1.347 (11) |
C8—H8A | 0.9600 | C56—H56 | 0.9300 |
C8—H8B | 0.9600 | C57—C58 | 1.399 (10) |
C8—H8C | 0.9600 | C57—H57 | 0.9300 |
C9—C10 | 1.489 (9) | C58—H58 | 0.9300 |
C10—C15 | 1.377 (10) | C59—C60 | 1.324 (11) |
C10—C11 | 1.384 (10) | C59—H59 | 0.9300 |
C11—C12 | 1.370 (9) | C60—H60 | 0.9300 |
C11—H11 | 0.9300 | C61—C62 | 1.378 (10) |
C12—C13 | 1.366 (10) | C61—H61 | 0.9300 |
C12—H12 | 0.9300 | C62—C63 | 1.346 (11) |
C13—C14 | 1.379 (10) | C62—H62 | 0.9300 |
C14—C15 | 1.393 (10) | C63—C64 | 1.410 (11) |
C14—H14 | 0.9300 | C63—H63 | 0.9300 |
C15—H15 | 0.9300 | C64—C65 | 1.401 (10) |
C16—H16A | 0.9600 | C64—C71 | 1.431 (11) |
C16—H16B | 0.9600 | C65—C66 | 1.435 (10) |
C16—H16C | 0.9600 | C66—C67 | 1.402 (10) |
C17—C18 | 1.494 (10) | C67—C68 | 1.406 (10) |
C18—C19 | 1.372 (10) | C67—C72 | 1.428 (11) |
C18—C23 | 1.385 (11) | C68—C69 | 1.354 (11) |
C19—C20 | 1.391 (11) | C68—H68 | 0.9300 |
C19—H19 | 0.9300 | C69—C70 | 1.383 (10) |
C20—C21 | 1.381 (13) | C69—H69 | 0.9300 |
C20—H20 | 0.9300 | C70—H70 | 0.9300 |
C21—C22 | 1.361 (12) | C71—C72 | 1.338 (11) |
C22—C23 | 1.368 (10) | C71—H71 | 0.9300 |
C22—H22 | 0.9300 | C72—H72 | 0.9300 |
O4—Tb1—O7 | 109.32 (18) | C18—C23—H23 | 118.7 |
O4—Tb1—O10 | 77.66 (17) | O9—C24—H24A | 109.5 |
O7—Tb1—O10 | 79.12 (17) | O9—C24—H24B | 109.5 |
O4—Tb1—O1 | 76.26 (17) | H24A—C24—H24B | 109.5 |
O7—Tb1—O1 | 77.51 (18) | O9—C24—H24C | 109.5 |
O10—Tb1—O1 | 136.51 (17) | H24A—C24—H24C | 109.5 |
O4—Tb1—O13 | 92.76 (18) | H24B—C24—H24C | 109.5 |
O7—Tb1—O13 | 146.47 (18) | O11—C25—O10 | 123.8 (7) |
O10—Tb1—O13 | 81.51 (18) | O11—C25—C26 | 118.2 (7) |
O1—Tb1—O13 | 133.68 (18) | O10—C25—C26 | 117.9 (7) |
O4—Tb1—O14 | 78.98 (17) | C27—C26—C31 | 117.4 (7) |
O7—Tb1—O14 | 153.05 (18) | C27—C26—C25 | 120.7 (7) |
O10—Tb1—O14 | 127.78 (17) | C31—C26—C25 | 121.9 (7) |
O1—Tb1—O14 | 79.88 (18) | C26—C27—C28 | 120.9 (8) |
O13—Tb1—O14 | 53.80 (18) | C26—C27—H27 | 119.5 |
O4—Tb1—N2 | 144.37 (19) | C28—C27—H27 | 119.5 |
O7—Tb1—N2 | 83.94 (18) | C29—C28—C27 | 120.0 (8) |
O10—Tb1—N2 | 137.97 (19) | C29—C28—H28 | 120.0 |
O1—Tb1—N2 | 74.66 (18) | C27—C28—H28 | 120.0 |
O13—Tb1—N2 | 92.62 (19) | C30—C29—C28 | 119.8 (8) |
O14—Tb1—N2 | 76.05 (18) | C30—C29—O12 | 115.4 (8) |
O4—Tb1—N1 | 151.71 (19) | C28—C29—O12 | 124.8 (8) |
O7—Tb1—N1 | 74.56 (18) | C29—C30—C31 | 120.6 (8) |
O10—Tb1—N1 | 75.64 (18) | C29—C30—H30 | 119.7 |
O1—Tb1—N1 | 130.75 (18) | C31—C30—H30 | 119.7 |
O13—Tb1—N1 | 74.27 (18) | C30—C31—C26 | 121.2 (8) |
O14—Tb1—N1 | 110.68 (18) | C30—C31—H31 | 119.4 |
N2—Tb1—N1 | 62.8 (2) | C26—C31—H31 | 119.4 |
O11—Tb2—O2 | 114.01 (18) | O12—C32—H32A | 109.5 |
O11—Tb2—O5 | 81.14 (17) | O12—C32—H32B | 109.5 |
O2—Tb2—O5 | 78.68 (17) | H32A—C32—H32B | 109.5 |
O11—Tb2—O8 | 76.29 (17) | O12—C32—H32C | 109.5 |
O2—Tb2—O8 | 80.42 (17) | H32A—C32—H32C | 109.5 |
O5—Tb2—O8 | 139.48 (17) | H32B—C32—H32C | 109.5 |
O11—Tb2—O16 | 149.78 (17) | O14—C33—O13 | 119.9 (7) |
O2—Tb2—O16 | 83.65 (17) | O14—C33—C34 | 121.2 (7) |
O5—Tb2—O16 | 78.59 (17) | O13—C33—C34 | 118.8 (7) |
O8—Tb2—O16 | 132.73 (17) | C39—C34—C35 | 117.5 (7) |
O11—Tb2—O17 | 150.30 (17) | C39—C34—C33 | 121.4 (7) |
O2—Tb2—O17 | 78.26 (17) | C35—C34—C33 | 121.0 (7) |
O5—Tb2—O17 | 128.53 (17) | C36—C35—C34 | 120.8 (7) |
O8—Tb2—O17 | 79.59 (17) | C36—C35—H35 | 119.6 |
O16—Tb2—O17 | 53.60 (16) | C34—C35—H35 | 119.6 |
O11—Tb2—N3 | 84.77 (19) | C35—C36—C37 | 121.1 (7) |
O2—Tb2—N3 | 142.89 (18) | C35—C36—H36 | 119.4 |
O5—Tb2—N3 | 137.67 (18) | C37—C36—H36 | 119.4 |
O8—Tb2—N3 | 73.18 (18) | O15—C37—C38 | 124.9 (7) |
O16—Tb2—N3 | 95.37 (18) | O15—C37—C36 | 116.7 (7) |
O17—Tb2—N3 | 71.76 (18) | C38—C37—C36 | 118.4 (7) |
O11—Tb2—N4 | 75.08 (18) | C37—C38—C39 | 120.7 (8) |
O2—Tb2—N4 | 150.43 (18) | C37—C38—H38 | 119.7 |
O5—Tb2—N4 | 75.02 (17) | C39—C38—H38 | 119.7 |
O8—Tb2—N4 | 128.85 (18) | C34—C39—C38 | 121.5 (8) |
O16—Tb2—N4 | 78.16 (18) | C34—C39—H39 | 119.3 |
O17—Tb2—N4 | 108.14 (18) | C38—C39—H39 | 119.3 |
N3—Tb2—N4 | 62.80 (18) | O15—C40—H40A | 109.5 |
C49—N1—C53 | 117.6 (7) | O15—C40—H40B | 109.5 |
C49—N1—Tb1 | 123.0 (5) | H40A—C40—H40B | 109.5 |
C53—N1—Tb1 | 119.2 (5) | O15—C40—H40C | 109.5 |
C58—N2—C54 | 118.2 (7) | H40A—C40—H40C | 109.5 |
C58—N2—Tb1 | 120.8 (5) | H40B—C40—H40C | 109.5 |
C54—N2—Tb1 | 120.8 (5) | O17—C41—O16 | 120.6 (7) |
C61—N3—C65 | 117.0 (6) | O17—C41—C42 | 120.3 (7) |
C61—N3—Tb2 | 122.4 (5) | O16—C41—C42 | 119.0 (7) |
C65—N3—Tb2 | 120.1 (5) | C43—C42—C47 | 118.2 (7) |
C70—N4—C66 | 117.8 (6) | C43—C42—C41 | 120.6 (7) |
C70—N4—Tb2 | 123.9 (5) | C47—C42—C41 | 121.1 (7) |
C66—N4—Tb2 | 118.1 (5) | C42—C43—C44 | 120.7 (8) |
C1—O1—Tb1 | 130.2 (5) | C42—C43—H43 | 119.6 |
C1—O2—Tb2 | 156.9 (5) | C44—C43—H43 | 119.6 |
C5—O3—C8 | 116.8 (8) | C45—C44—C43 | 120.2 (8) |
C9—O4—Tb1 | 163.0 (5) | C45—C44—H44 | 119.9 |
C9—O5—Tb2 | 127.3 (4) | C43—C44—H44 | 119.9 |
C13—O6—C16 | 117.5 (7) | C46—C45—C44 | 119.4 (8) |
C17—O7—Tb1 | 161.1 (5) | C46—C45—O18 | 115.7 (8) |
C17—O8—Tb2 | 127.9 (5) | C44—C45—O18 | 124.8 (8) |
C21—O9—C24 | 118.4 (8) | C45—C46—C47 | 120.8 (8) |
C25—O10—Tb1 | 130.0 (5) | C45—C46—H46 | 119.6 |
C25—O11—Tb2 | 157.2 (5) | C47—C46—H46 | 119.6 |
C29—O12—C32 | 117.8 (8) | C46—C47—C42 | 120.6 (8) |
C33—O13—Tb1 | 94.5 (5) | C46—C47—H47 | 119.7 |
C33—O14—Tb1 | 90.4 (5) | C42—C47—H47 | 119.7 |
C37—O15—C40 | 118.2 (6) | O18—C48—H48A | 109.5 |
C41—O16—Tb2 | 94.1 (4) | O18—C48—H48B | 109.5 |
C41—O17—Tb2 | 91.6 (4) | H48A—C48—H48B | 109.5 |
C45—O18—C48 | 117.1 (7) | O18—C48—H48C | 109.5 |
O2—C1—O1 | 124.0 (7) | H48A—C48—H48C | 109.5 |
O2—C1—C2 | 117.7 (7) | H48B—C48—H48C | 109.5 |
O1—C1—C2 | 118.3 (7) | N1—C49—C50 | 124.2 (8) |
C7—C2—C3 | 117.6 (7) | N1—C49—H49 | 117.9 |
C7—C2—C1 | 120.9 (7) | C50—C49—H49 | 117.9 |
C3—C2—C1 | 121.4 (7) | C51—C50—C49 | 118.0 (9) |
C4—C3—C2 | 120.9 (8) | C51—C50—H50 | 121.0 |
C4—C3—H3 | 119.5 | C49—C50—H50 | 121.0 |
C2—C3—H3 | 119.5 | C50—C51—C52 | 120.7 (8) |
C3—C4—C5 | 119.9 (9) | C50—C51—H51 | 119.7 |
C3—C4—H4 | 120.1 | C52—C51—H51 | 119.7 |
C5—C4—H4 | 120.1 | C51—C52—C53 | 117.8 (7) |
C6—C5—O3 | 124.6 (9) | C51—C52—C59 | 124.0 (8) |
C6—C5—C4 | 119.9 (8) | C53—C52—C59 | 118.1 (8) |
O3—C5—C4 | 115.5 (9) | N1—C53—C52 | 121.7 (7) |
C5—C6—C7 | 120.1 (9) | N1—C53—C54 | 118.2 (7) |
C5—C6—H6 | 120.0 | C52—C53—C54 | 120.1 (7) |
C7—C6—H6 | 120.0 | N2—C54—C55 | 121.7 (7) |
C2—C7—C6 | 121.5 (8) | N2—C54—C53 | 118.3 (7) |
C2—C7—H7 | 119.2 | C55—C54—C53 | 120.0 (7) |
C6—C7—H7 | 119.2 | C56—C55—C54 | 117.3 (7) |
O3—C8—H8A | 109.5 | C56—C55—C60 | 124.3 (8) |
O3—C8—H8B | 109.5 | C54—C55—C60 | 118.4 (8) |
H8A—C8—H8B | 109.5 | C57—C56—C55 | 121.3 (8) |
O3—C8—H8C | 109.5 | C57—C56—H56 | 119.3 |
H8A—C8—H8C | 109.5 | C55—C56—H56 | 119.3 |
H8B—C8—H8C | 109.5 | C56—C57—C58 | 118.0 (8) |
O5—C9—O4 | 123.8 (7) | C56—C57—H57 | 121.0 |
O5—C9—C10 | 119.4 (7) | C58—C57—H57 | 121.0 |
O4—C9—C10 | 116.8 (7) | N2—C58—C57 | 123.5 (8) |
C15—C10—C11 | 118.4 (7) | N2—C58—H58 | 118.2 |
C15—C10—C9 | 119.8 (7) | C57—C58—H58 | 118.2 |
C11—C10—C9 | 121.8 (7) | C60—C59—C52 | 122.0 (8) |
C12—C11—C10 | 121.0 (7) | C60—C59—H59 | 119.0 |
C12—C11—H11 | 119.5 | C52—C59—H59 | 119.0 |
C10—C11—H11 | 119.5 | C59—C60—C55 | 121.4 (8) |
C13—C12—C11 | 119.9 (7) | C59—C60—H60 | 119.3 |
C13—C12—H12 | 120.1 | C55—C60—H60 | 119.3 |
C11—C12—H12 | 120.1 | N3—C61—C62 | 124.1 (8) |
C12—C13—C14 | 120.9 (7) | N3—C61—H61 | 117.9 |
C12—C13—O6 | 114.7 (7) | C62—C61—H61 | 117.9 |
C14—C13—O6 | 124.4 (7) | C63—C62—C61 | 118.9 (8) |
C13—C14—C15 | 118.5 (7) | C63—C62—H62 | 120.5 |
C13—C14—H14 | 120.8 | C61—C62—H62 | 120.5 |
C15—C14—H14 | 120.8 | C62—C63—C64 | 119.8 (7) |
C10—C15—C14 | 121.2 (7) | C62—C63—H63 | 120.1 |
C10—C15—H15 | 119.4 | C64—C63—H63 | 120.1 |
C14—C15—H15 | 119.4 | C65—C64—C63 | 117.3 (8) |
O6—C16—H16A | 109.5 | C65—C64—C71 | 119.0 (7) |
O6—C16—H16B | 109.5 | C63—C64—C71 | 123.6 (7) |
H16A—C16—H16B | 109.5 | N3—C65—C64 | 122.7 (7) |
O6—C16—H16C | 109.5 | N3—C65—C66 | 117.3 (6) |
H16A—C16—H16C | 109.5 | C64—C65—C66 | 119.9 (7) |
H16B—C16—H16C | 109.5 | N4—C66—C67 | 122.1 (7) |
O7—C17—O8 | 125.2 (7) | N4—C66—C65 | 118.7 (7) |
O7—C17—C18 | 116.8 (7) | C67—C66—C65 | 119.2 (7) |
O8—C17—C18 | 118.0 (7) | C66—C67—C68 | 117.3 (7) |
C19—C18—C23 | 117.4 (7) | C66—C67—C72 | 119.3 (7) |
C19—C18—C17 | 122.1 (7) | C68—C67—C72 | 123.3 (8) |
C23—C18—C17 | 120.4 (7) | C69—C68—C67 | 120.0 (8) |
C18—C19—C20 | 121.4 (8) | C69—C68—H68 | 120.0 |
C18—C19—H19 | 119.3 | C67—C68—H68 | 120.0 |
C20—C19—H19 | 119.3 | C68—C69—C70 | 118.6 (8) |
C21—C20—C19 | 118.5 (9) | C68—C69—H69 | 120.7 |
C21—C20—H20 | 120.7 | C70—C69—H69 | 120.7 |
C19—C20—H20 | 120.7 | N4—C70—C69 | 124.1 (7) |
C22—C21—O9 | 115.0 (9) | N4—C70—H70 | 117.9 |
C22—C21—C20 | 121.3 (9) | C69—C70—H70 | 117.9 |
O9—C21—C20 | 123.7 (9) | C72—C71—C64 | 121.1 (8) |
C21—C22—C23 | 118.5 (9) | C72—C71—H71 | 119.5 |
C21—C22—H22 | 120.8 | C64—C71—H71 | 119.5 |
C23—C22—H22 | 120.8 | C71—C72—C67 | 121.2 (8) |
C22—C23—C18 | 122.7 (8) | C71—C72—H72 | 119.4 |
C22—C23—H23 | 118.7 | C67—C72—H72 | 119.4 |
O4—Tb1—N1—C49 | 12.7 (8) | O4—C9—C10—C11 | −153.3 (7) |
O7—Tb1—N1—C49 | −89.5 (6) | C15—C10—C11—C12 | −1.4 (11) |
O10—Tb1—N1—C49 | −7.1 (6) | C9—C10—C11—C12 | 179.0 (7) |
O1—Tb1—N1—C49 | −147.2 (5) | C10—C11—C12—C13 | 3.8 (12) |
O13—Tb1—N1—C49 | 78.0 (6) | C11—C12—C13—C14 | −3.6 (12) |
O14—Tb1—N1—C49 | 118.3 (6) | C11—C12—C13—O6 | 177.5 (7) |
N2—Tb1—N1—C49 | 179.4 (6) | C16—O6—C13—C12 | −170.2 (8) |
O4—Tb1—N1—C53 | −173.6 (5) | C16—O6—C13—C14 | 11.0 (12) |
O7—Tb1—N1—C53 | 84.2 (5) | C12—C13—C14—C15 | 1.1 (12) |
O10—Tb1—N1—C53 | 166.6 (5) | O6—C13—C14—C15 | 179.9 (7) |
O1—Tb1—N1—C53 | 26.5 (6) | C11—C10—C15—C14 | −1.1 (11) |
O13—Tb1—N1—C53 | −108.3 (5) | C9—C10—C15—C14 | 178.5 (7) |
O14—Tb1—N1—C53 | −68.0 (5) | C13—C14—C15—C10 | 1.3 (12) |
N2—Tb1—N1—C53 | −6.9 (5) | Tb1—O7—C17—O8 | −1 (2) |
O4—Tb1—N2—C58 | −9.1 (7) | Tb1—O7—C17—C18 | 177.3 (12) |
O7—Tb1—N2—C58 | 105.9 (6) | Tb2—O8—C17—O7 | −10.4 (11) |
O10—Tb1—N2—C58 | 172.2 (5) | Tb2—O8—C17—C18 | 171.7 (5) |
O1—Tb1—N2—C58 | 27.2 (5) | O7—C17—C18—C19 | 169.3 (8) |
O13—Tb1—N2—C58 | −107.5 (6) | O8—C17—C18—C19 | −12.7 (12) |
O14—Tb1—N2—C58 | −55.9 (5) | O7—C17—C18—C23 | −13.5 (11) |
N1—Tb1—N2—C58 | −178.4 (6) | O8—C17—C18—C23 | 164.5 (8) |
O4—Tb1—N2—C54 | 176.1 (5) | C23—C18—C19—C20 | −2.5 (13) |
O7—Tb1—N2—C54 | −68.9 (5) | C17—C18—C19—C20 | 174.7 (8) |
O10—Tb1—N2—C54 | −2.6 (6) | C18—C19—C20—C21 | −2.0 (15) |
O1—Tb1—N2—C54 | −147.6 (5) | C24—O9—C21—C22 | −165.6 (10) |
O13—Tb1—N2—C54 | 77.6 (5) | C24—O9—C21—C20 | 14.4 (16) |
O14—Tb1—N2—C54 | 129.3 (5) | C19—C20—C21—C22 | 6.2 (16) |
N1—Tb1—N2—C54 | 6.8 (5) | C19—C20—C21—O9 | −173.9 (9) |
O11—Tb2—N3—C61 | −110.7 (6) | O9—C21—C22—C23 | 174.4 (8) |
O2—Tb2—N3—C61 | 13.1 (7) | C20—C21—C22—C23 | −5.7 (15) |
O5—Tb2—N3—C61 | 178.6 (5) | C21—C22—C23—C18 | 0.9 (14) |
O8—Tb2—N3—C61 | −33.4 (6) | C19—C18—C23—C22 | 3.1 (13) |
O16—Tb2—N3—C61 | 99.7 (6) | C17—C18—C23—C22 | −174.2 (8) |
O17—Tb2—N3—C61 | 50.9 (6) | Tb2—O11—C25—O10 | −0.6 (18) |
N4—Tb2—N3—C61 | 173.4 (6) | Tb2—O11—C25—C26 | −177.5 (9) |
O11—Tb2—N3—C65 | 61.2 (5) | Tb1—O10—C25—O11 | −23.5 (10) |
O2—Tb2—N3—C65 | −175.0 (5) | Tb1—O10—C25—C26 | 153.3 (5) |
O5—Tb2—N3—C65 | −9.5 (7) | O11—C25—C26—C27 | 13.2 (11) |
O8—Tb2—N3—C65 | 138.5 (6) | O10—C25—C26—C27 | −163.8 (7) |
O16—Tb2—N3—C65 | −88.4 (5) | O11—C25—C26—C31 | −168.6 (7) |
O17—Tb2—N3—C65 | −137.2 (6) | O10—C25—C26—C31 | 14.4 (11) |
N4—Tb2—N3—C65 | −14.7 (5) | C31—C26—C27—C28 | −2.0 (12) |
O11—Tb2—N4—C70 | 96.3 (6) | C25—C26—C27—C28 | 176.3 (8) |
O2—Tb2—N4—C70 | −16.2 (8) | C26—C27—C28—C29 | 0.9 (14) |
O5—Tb2—N4—C70 | 11.7 (5) | C27—C28—C29—C30 | 0.5 (14) |
O8—Tb2—N4—C70 | 154.4 (5) | C27—C28—C29—O12 | −179.6 (8) |
O16—Tb2—N4—C70 | −69.5 (6) | C32—O12—C29—C30 | −172.4 (9) |
O17—Tb2—N4—C70 | −114.5 (6) | C32—O12—C29—C28 | 7.7 (14) |
N3—Tb2—N4—C70 | −171.9 (6) | C28—C29—C30—C31 | −0.7 (14) |
O11—Tb2—N4—C66 | −78.0 (5) | O12—C29—C30—C31 | 179.5 (8) |
O2—Tb2—N4—C66 | 169.4 (5) | C29—C30—C31—C26 | −0.5 (14) |
O5—Tb2—N4—C66 | −162.6 (5) | C27—C26—C31—C30 | 1.8 (12) |
O8—Tb2—N4—C66 | −20.0 (6) | C25—C26—C31—C30 | −176.4 (8) |
O16—Tb2—N4—C66 | 116.2 (5) | Tb1—O14—C33—O13 | 11.5 (8) |
O17—Tb2—N4—C66 | 71.1 (5) | Tb1—O14—C33—C34 | −164.5 (7) |
N3—Tb2—N4—C66 | 13.7 (5) | Tb1—O13—C33—O14 | −12.0 (8) |
O4—Tb1—O1—C1 | −39.0 (6) | Tb1—O13—C33—C34 | 164.1 (6) |
O7—Tb1—O1—C1 | 74.8 (6) | O14—C33—C34—C39 | −168.5 (8) |
O10—Tb1—O1—C1 | 15.7 (7) | O13—C33—C34—C39 | 15.5 (12) |
O13—Tb1—O1—C1 | −119.5 (6) | O14—C33—C34—C35 | 14.9 (12) |
O14—Tb1—O1—C1 | −120.0 (6) | O13—C33—C34—C35 | −161.1 (8) |
N2—Tb1—O1—C1 | 161.8 (6) | C39—C34—C35—C36 | −1.9 (13) |
N1—Tb1—O1—C1 | 131.4 (6) | C33—C34—C35—C36 | 174.8 (8) |
O11—Tb2—O2—C1 | −2.2 (13) | C34—C35—C36—C37 | 1.7 (13) |
O5—Tb2—O2—C1 | 72.7 (12) | C40—O15—C37—C38 | −1.9 (13) |
O8—Tb2—O2—C1 | −72.4 (12) | C40—O15—C37—C36 | 177.9 (8) |
O16—Tb2—O2—C1 | 152.3 (12) | C35—C36—C37—O15 | 179.6 (8) |
O17—Tb2—O2—C1 | −153.7 (13) | C35—C36—C37—C38 | −0.6 (14) |
N3—Tb2—O2—C1 | −117.2 (12) | O15—C37—C38—C39 | 179.5 (8) |
N4—Tb2—O2—C1 | 100.2 (12) | C36—C37—C38—C39 | −0.3 (14) |
O7—Tb1—O4—C9 | 18.8 (17) | C35—C34—C39—C38 | 1.1 (13) |
O10—Tb1—O4—C9 | −54.8 (17) | C33—C34—C39—C38 | −175.6 (8) |
O1—Tb1—O4—C9 | 90.1 (17) | C37—C38—C39—C34 | 0.0 (14) |
O13—Tb1—O4—C9 | −135.5 (17) | Tb2—O17—C41—O16 | −1.8 (7) |
O14—Tb1—O4—C9 | 172.2 (17) | Tb2—O17—C41—C42 | 179.1 (6) |
N2—Tb1—O4—C9 | 126.1 (16) | Tb2—O16—C41—O17 | 1.8 (8) |
N1—Tb1—O4—C9 | −74.4 (18) | Tb2—O16—C41—C42 | −179.0 (6) |
O11—Tb2—O5—C9 | 70.3 (6) | O17—C41—C42—C43 | 3.1 (12) |
O2—Tb2—O5—C9 | −46.5 (6) | O16—C41—C42—C43 | −176.1 (8) |
O8—Tb2—O5—C9 | 13.8 (7) | O17—C41—C42—C47 | −179.8 (7) |
O16—Tb2—O5—C9 | −132.2 (6) | O16—C41—C42—C47 | 1.0 (12) |
O17—Tb2—O5—C9 | −111.4 (6) | C47—C42—C43—C44 | −0.2 (13) |
N3—Tb2—O5—C9 | 142.4 (5) | C41—C42—C43—C44 | 177.0 (8) |
N4—Tb2—O5—C9 | 147.2 (6) | C42—C43—C44—C45 | 0.1 (14) |
O4—Tb1—O7—C17 | 4.2 (16) | C43—C44—C45—C46 | −0.3 (14) |
O10—Tb1—O7—C17 | 76.9 (16) | C43—C44—C45—O18 | −179.1 (9) |
O1—Tb1—O7—C17 | −66.2 (16) | C48—O18—C45—C46 | −171.1 (9) |
O13—Tb1—O7—C17 | 132.7 (15) | C48—O18—C45—C44 | 7.7 (14) |
O14—Tb1—O7—C17 | −99.8 (16) | C44—C45—C46—C47 | 0.5 (15) |
N2—Tb1—O7—C17 | −141.7 (16) | O18—C45—C46—C47 | 179.4 (8) |
N1—Tb1—O7—C17 | 154.8 (16) | C45—C46—C47—C42 | −0.6 (14) |
O11—Tb2—O8—C17 | −51.0 (6) | C43—C42—C47—C46 | 0.4 (13) |
O2—Tb2—O8—C17 | 66.7 (6) | C41—C42—C47—C46 | −176.8 (8) |
O5—Tb2—O8—C17 | 7.0 (7) | C53—N1—C49—C50 | 0.2 (12) |
O16—Tb2—O8—C17 | 138.8 (6) | Tb1—N1—C49—C50 | 174.0 (6) |
O17—Tb2—O8—C17 | 146.4 (6) | N1—C49—C50—C51 | −1.3 (13) |
N3—Tb2—O8—C17 | −139.6 (6) | C49—C50—C51—C52 | 1.6 (13) |
N4—Tb2—O8—C17 | −108.6 (6) | C50—C51—C52—C53 | −1.1 (13) |
O4—Tb1—O10—C25 | 75.2 (6) | C50—C51—C52—C59 | −179.8 (8) |
O7—Tb1—O10—C25 | −37.6 (6) | C49—N1—C53—C52 | 0.4 (11) |
O1—Tb1—O10—C25 | 20.9 (7) | Tb1—N1—C53—C52 | −173.7 (6) |
O13—Tb1—O10—C25 | 169.9 (6) | C49—N1—C53—C54 | −179.2 (7) |
O14—Tb1—O10—C25 | 140.5 (6) | Tb1—N1—C53—C54 | 6.8 (9) |
N2—Tb1—O10—C25 | −105.7 (6) | C51—C52—C53—N1 | 0.0 (12) |
N1—Tb1—O10—C25 | −114.3 (6) | C59—C52—C53—N1 | 178.8 (7) |
O2—Tb2—O11—C25 | 13.8 (13) | C51—C52—C53—C54 | 179.6 (7) |
O5—Tb2—O11—C25 | −59.6 (12) | C59—C52—C53—C54 | −1.6 (11) |
O8—Tb2—O11—C25 | 86.5 (13) | C58—N2—C54—C55 | −2.7 (11) |
O16—Tb2—O11—C25 | −107.8 (12) | Tb1—N2—C54—C55 | 172.3 (5) |
O17—Tb2—O11—C25 | 123.1 (12) | C58—N2—C54—C53 | 178.6 (7) |
N3—Tb2—O11—C25 | 160.5 (13) | Tb1—N2—C54—C53 | −6.5 (9) |
N4—Tb2—O11—C25 | −136.3 (13) | N1—C53—C54—N2 | −0.3 (10) |
O4—Tb1—O13—C33 | −67.6 (5) | C52—C53—C54—N2 | −179.9 (7) |
O7—Tb1—O13—C33 | 160.1 (4) | N1—C53—C54—C55 | −179.1 (7) |
O10—Tb1—O13—C33 | −144.7 (5) | C52—C53—C54—C55 | 1.3 (11) |
O1—Tb1—O13—C33 | 5.9 (6) | N2—C54—C55—C56 | 1.8 (11) |
O14—Tb1—O13—C33 | 6.6 (4) | C53—C54—C55—C56 | −179.5 (7) |
N2—Tb1—O13—C33 | 77.1 (5) | N2—C54—C55—C60 | −179.8 (7) |
N1—Tb1—O13—C33 | 137.9 (5) | C53—C54—C55—C60 | −1.0 (11) |
O4—Tb1—O14—C33 | 95.1 (5) | C54—C55—C56—C57 | −0.3 (12) |
O7—Tb1—O14—C33 | −153.7 (5) | C60—C55—C56—C57 | −178.6 (8) |
O10—Tb1—O14—C33 | 30.4 (5) | C55—C56—C57—C58 | −0.3 (12) |
O1—Tb1—O14—C33 | 172.9 (5) | C54—N2—C58—C57 | 2.2 (11) |
O13—Tb1—O14—C33 | −6.6 (4) | Tb1—N2—C58—C57 | −172.8 (6) |
N2—Tb1—O14—C33 | −110.5 (5) | C56—C57—C58—N2 | −0.7 (12) |
N1—Tb1—O14—C33 | −57.2 (5) | C51—C52—C59—C60 | −179.5 (9) |
O11—Tb2—O16—C41 | −152.4 (4) | C53—C52—C59—C60 | 1.8 (13) |
O2—Tb2—O16—C41 | 79.1 (4) | C52—C59—C60—C55 | −1.6 (14) |
O5—Tb2—O16—C41 | 158.8 (5) | C56—C55—C60—C59 | 179.6 (8) |
O8—Tb2—O16—C41 | 8.4 (5) | C54—C55—C60—C59 | 1.2 (13) |
O17—Tb2—O16—C41 | −1.0 (4) | C65—N3—C61—C62 | −1.9 (12) |
N3—Tb2—O16—C41 | −63.6 (5) | Tb2—N3—C61—C62 | 170.2 (6) |
N4—Tb2—O16—C41 | −124.4 (5) | N3—C61—C62—C63 | −1.5 (13) |
O11—Tb2—O17—C41 | 151.9 (4) | C61—C62—C63—C64 | 3.2 (13) |
O2—Tb2—O17—C41 | −89.7 (4) | C62—C63—C64—C65 | −1.6 (12) |
O5—Tb2—O17—C41 | −24.7 (5) | C62—C63—C64—C71 | 175.4 (8) |
O8—Tb2—O17—C41 | −172.0 (5) | C61—N3—C65—C64 | 3.6 (11) |
O16—Tb2—O17—C41 | 1.0 (4) | Tb2—N3—C65—C64 | −168.8 (6) |
N3—Tb2—O17—C41 | 112.4 (5) | C61—N3—C65—C66 | −173.0 (7) |
N4—Tb2—O17—C41 | 60.4 (5) | Tb2—N3—C65—C66 | 14.6 (9) |
Tb2—O2—C1—O1 | 13.9 (18) | C63—C64—C65—N3 | −1.9 (12) |
Tb2—O2—C1—C2 | −165.7 (9) | C71—C64—C65—N3 | −179.0 (7) |
Tb1—O1—C1—O2 | −25.2 (11) | C63—C64—C65—C66 | 174.6 (7) |
Tb1—O1—C1—C2 | 154.4 (5) | C71—C64—C65—C66 | −2.5 (12) |
O2—C1—C2—C7 | −167.2 (7) | C70—N4—C66—C67 | −3.5 (11) |
O1—C1—C2—C7 | 13.2 (11) | Tb2—N4—C66—C67 | 171.2 (6) |
O2—C1—C2—C3 | 16.0 (11) | C70—N4—C66—C65 | 172.5 (7) |
O1—C1—C2—C3 | −163.6 (7) | Tb2—N4—C66—C65 | −12.8 (9) |
C7—C2—C3—C4 | −1.7 (12) | N3—C65—C66—N4 | −0.9 (11) |
C1—C2—C3—C4 | 175.2 (7) | C64—C65—C66—N4 | −177.6 (7) |
C2—C3—C4—C5 | 0.5 (13) | N3—C65—C66—C67 | 175.2 (7) |
C8—O3—C5—C6 | −4.2 (14) | C64—C65—C66—C67 | −1.5 (11) |
C8—O3—C5—C4 | 174.3 (9) | N4—C66—C67—C68 | 4.6 (12) |
C3—C4—C5—C6 | 2.0 (14) | C65—C66—C67—C68 | −171.4 (7) |
C3—C4—C5—O3 | −176.6 (8) | N4—C66—C67—C72 | −178.7 (7) |
O3—C5—C6—C7 | 175.2 (9) | C65—C66—C67—C72 | 5.3 (12) |
C4—C5—C6—C7 | −3.2 (15) | C66—C67—C68—C69 | −1.8 (12) |
C3—C2—C7—C6 | 0.4 (13) | C72—C67—C68—C69 | −178.4 (8) |
C1—C2—C7—C6 | −176.5 (8) | C67—C68—C69—C70 | −1.7 (12) |
C5—C6—C7—C2 | 2.1 (14) | C66—N4—C70—C69 | −0.4 (11) |
Tb2—O5—C9—O4 | −13.6 (10) | Tb2—N4—C70—C69 | −174.8 (6) |
Tb2—O5—C9—C10 | 166.5 (5) | C68—C69—C70—N4 | 3.0 (12) |
Tb1—O4—C9—O5 | −10 (2) | C65—C64—C71—C72 | 2.8 (13) |
Tb1—O4—C9—C10 | 169.5 (13) | C63—C64—C71—C72 | −174.2 (8) |
O5—C9—C10—C15 | −153.0 (7) | C64—C71—C72—C67 | 1.1 (14) |
O4—C9—C10—C15 | 27.2 (10) | C66—C67—C72—C71 | −5.2 (13) |
O5—C9—C10—C11 | 26.6 (11) | C68—C67—C72—C71 | 171.3 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
C32—H32B···O6i | 0.96 | 2.51 | 3.059 (13) | 116 |
C51—H51···O9ii | 0.93 | 2.41 | 3.317 (10) | 164 |
C56—H56···O15iii | 0.93 | 2.56 | 3.341 (9) | 143 |
C60—H60···O15iii | 0.93 | 2.48 | 3.280 (10) | 144 |
C69—H69···O16iv | 0.93 | 2.52 | 3.285 (9) | 139 |
Symmetry codes: (i) x, −y+5/2, z−1/2; (ii) −x, −y+2, −z; (iii) x, −y+3/2, z−1/2; (iv) −x+1, −y+2, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Tb2(C8H7O3)6(C12H8N2)2] |
Mr | 1585.06 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 298 |
a, b, c (Å) | 18.055 (2), 15.1404 (12), 25.954 (3) |
β (°) | 109.070 (2) |
V (Å3) | 6705.3 (11) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 2.17 |
Crystal size (mm) | 0.28 × 0.26 × 0.25 |
Data collection | |
Diffractometer | Bruker APEXII CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.582, 0.613 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 33244, 11810, 8197 |
Rint | 0.048 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.112, 1.11 |
No. of reflections | 11810 |
No. of parameters | 865 |
H-atom treatment | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0296P)2 + 25.2631P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 1.52, −1.11 |
Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
C32—H32B···O6i | 0.96 | 2.51 | 3.059 (13) | 116 |
C51—H51···O9ii | 0.93 | 2.41 | 3.317 (10) | 164 |
C56—H56···O15iii | 0.93 | 2.56 | 3.341 (9) | 143 |
C60—H60···O15iii | 0.93 | 2.48 | 3.280 (10) | 144 |
C69—H69···O16iv | 0.93 | 2.52 | 3.285 (9) | 139 |
Symmetry codes: (i) x, −y+5/2, z−1/2; (ii) −x, −y+2, −z; (iii) x, −y+3/2, z−1/2; (iv) −x+1, −y+2, −z+1. |
Lanthanide complexes of organic ligands, especially EuIII and TbIII complexes, often show excellent luminescence (Guo et al., 2005; Liu et al., 2004; Zhang et al., 2005). The choice of appropriate ligands is a key step in determining the luminescent characteristics of the complexes. Aromatic carboxylic acids are strong ligands to coordinate lanthanide metals. In this work, we present the title compound (I) - an efficient luminescent terbium complex with 4-methoxybenzoato and 1,10-phenanthroline ligands.
In each molecule of (I) (Fig. 1), two TbIII ions are linked by four carboxylate groups in a bidentate bridging mode. The intramolecular distance between the two TbIII ions is 4.3144 (6) Å. Each TbIII ion resides in an eight-coordinate distorted square antiprismatic environment, with four of the coordination sites occupied by the O atoms of the bridging carboxylates, two by the O atoms of the terminal bidentate carboxylates, and the remaining positions occupied by two N atoms of a 1,10-phenanthroline molecule. The Tb—O distances are in the range of 2.255 (5)–2.469 (5) Å, of which the Tb—O bonds formed by the terminal bidentate carboxylate groups [average distance = 2.427 (3) Å] are longer than those formed by the bridging carboxylates [average distance = 2.323 (5) Å]. The Tb—N distances are in the range of 2.575 (6)–2.624 (6) Å. The five-membered chelate rings containing two N atoms and the terbium ion are nearly coplanar with the 1,10-phenanthroline molecule [dihedral angle = 4.9 (2) and 2.3 (5)°].
In the crystal, intermolecular π-π interactions between the aromatic rings of 1,10-phenanthroline and 4-methoxybenzoato ligands [centroid-to-centroid distance of 3.742 (9) Å] link two molecules into centrosymmetric dimer. Weak intermolecular C—H···O hydrogen bonds (Table 1) help to consolidate the crystal packing.