Acta Cryst. (2008). E64, m406 [ doi:10.1107/S1600536808002080 ]
![[mu]](/logos/entities/mu_rmgif.gif)
-N,N'-Bis(3-methoxy-2-oxidobenzylidene)propane-1,3-diamine]trinitratocopper(II)terbium(III) acetone solvateIn the title complex, [CuTb(C19H20N2O4)(NO3)3]·CH3COCH3, the CuII atom is four-coordinated by two O atoms and two N atoms from the deprotonated Schiff base in a square-planar geometry, while the TbIII atom is ten-coordinated by four O atoms from the deprotonated Schiff base and six O atoms from three bidentate nitrate anions. The compound is isostructural with the previously reported GdIII analogue [Elmali & Elerman (2004). Z. Naturforsch. Teil B, 59, 535-540], which was described in the space group P1 with two formula units in the asymmetric unit. The crystal stucture is, in fact, centrosymmetric and is described here in the space group P
with one formula unit in the asymmetric unit.
The title complex was obtained by reaction of copper(II) acetate monohydrate (0.05 g, 0.25 mmol) with the Schiff base (0.0855 g, 0.25 mmol) in methanol/acetone (20 ml:5 ml). Terbium (III) nitrate hexahydrate (0.1126 g, 0.25 mmol) was added and the mixture was refluxed for 3 h. The mixture was then cooled and filtered, and diethyl ether was allowed to diffuse slowly into the filtrate. Single crystals were obtained after several days. Elemental analysis calculated: C 32.65, H 3.29, N 8.67; found: C 32.75, H 3.25, N 8.68.
H atoms bound to C atoms were placed in calculated positions and allowed to ride on their parent atoms, with C—H = 0.93 Å (C sp2), C—H = 0.97Å (methylene C), C—H = 0.96 Å (methyl C), and with Uiso(H) = 1.2 or 1.5Ueq(C).
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); 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: SHELXL97 (Sheldrick, 2008).
![[Figure 1]](./bi2275fig1thm.gif)
| Fig. 1. The molecular structure, showing 40% probability displacement ellipsoids for non-H atoms. The acetone solvent molecule is not shown. |
| [CuTb(C19H20N2O4)(NO3)3]·C3H6O | Z = 2 |
| Mr = 806.94 | F000 = 798 |
| Triclinic, P1 | Dx = 1.902 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation λ = 0.71073 Å |
| a = 9.388 (5) Å | Cell parameters from 11368 reflections |
| b = 12.108 (6) Å | θ = 3.2–27.5º |
| c = 13.604 (6) Å | µ = 3.32 mm−1 |
| α = 73.079 (16)º | T = 291 (2) K |
| β = 86.67 (2)º | Block, green |
| γ = 72.33 (2)º | 0.19 × 0.16 × 0.14 mm |
| V = 1408.8 (12) Å3 |
| Rigaku R-AXIS RAPID diffractometer | 6275 independent reflections |
| Radiation source: fine-focus sealed tube | 5621 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.025 |
| T = 291(2) K | θmax = 27.5º |
| ω scans | θmin = 3.1º |
| Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −12→12 |
| Tmin = 0.569, Tmax = 0.659 | k = −15→14 |
| 12171 measured reflections | l = −17→17 |
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.025 | H-atom parameters constrained |
| wR(F2) = 0.083 | w = 1/[σ2(Fo2) + (0.0525P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 1.11 | (Δ/σ)max = 0.049 |
| 6275 reflections | Δρmax = 0.74 e Å−3 |
| 392 parameters | Δρmin = −0.50 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [CuTb(C19H20N2O4)(NO3)3]·C3H6O | γ = 72.33 (2)º |
| Mr = 806.94 | V = 1408.8 (12) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 9.388 (5) Å | Mo Kα |
| b = 12.108 (6) Å | µ = 3.32 mm−1 |
| c = 13.604 (6) Å | T = 291 (2) K |
| α = 73.079 (16)º | 0.19 × 0.16 × 0.14 mm |
| β = 86.67 (2)º |
| Rigaku R-AXIS RAPID diffractometer | 6275 independent reflections |
| Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 5621 reflections with I > 2σ(I) |
| Tmin = 0.569, Tmax = 0.659 | Rint = 0.025 |
| 12171 measured reflections |
| R[F2 > 2σ(F2)] = 0.025 | 392 parameters |
| wR(F2) = 0.083 | H-atom parameters constrained |
| S = 1.11 | Δρmax = 0.74 e Å−3 |
| 6275 reflections | Δρmin = −0.50 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 | ||
| C1 | 0.5484 (3) | 0.7337 (3) | 0.4160 (3) | 0.0363 (7) | |
| C2 | 0.6382 (4) | 0.7732 (3) | 0.3361 (3) | 0.0355 (7) | |
| C3 | 0.7913 (4) | 0.7362 (3) | 0.3494 (3) | 0.0442 (8) | |
| H1 | 0.8502 | 0.7633 | 0.2961 | 0.053* | |
| C4 | 0.8589 (4) | 0.6565 (4) | 0.4446 (4) | 0.0527 (10) | |
| H2 | 0.9624 | 0.6320 | 0.4537 | 0.063* | |
| C5 | 0.7741 (4) | 0.6157 (3) | 0.5227 (3) | 0.0508 (10) | |
| H3 | 0.8202 | 0.5619 | 0.5842 | 0.061* | |
| C6 | 0.6164 (4) | 0.6543 (3) | 0.5113 (3) | 0.0421 (8) | |
| C7 | 0.5320 (4) | 0.6050 (3) | 0.5939 (3) | 0.0482 (9) | |
| H4 | 0.5879 | 0.5473 | 0.6503 | 0.058* | |
| C8 | 0.3378 (6) | 0.5605 (5) | 0.6968 (3) | 0.0765 (15) | |
| H5 | 0.3421 | 0.5970 | 0.7508 | 0.092* | |
| H6 | 0.4050 | 0.4785 | 0.7172 | 0.092* | |
| C9 | 0.1832 (6) | 0.5563 (4) | 0.6869 (4) | 0.0644 (12) | |
| H8 | 0.1638 | 0.4954 | 0.7459 | 0.077* | |
| H7 | 0.1742 | 0.5325 | 0.6259 | 0.077* | |
| C10 | 0.0688 (5) | 0.6752 (4) | 0.6798 (3) | 0.0515 (9) | |
| H9 | −0.0289 | 0.6632 | 0.6933 | 0.062* | |
| H10 | 0.0918 | 0.7081 | 0.7318 | 0.062* | |
| C11 | −0.0654 (4) | 0.8417 (3) | 0.5466 (3) | 0.0411 (7) | |
| H11 | −0.1404 | 0.8382 | 0.5941 | 0.049* | |
| C12 | −0.1088 (4) | 0.9332 (3) | 0.4497 (3) | 0.0381 (7) | |
| C13 | −0.2582 (4) | 1.0089 (4) | 0.4359 (3) | 0.0467 (8) | |
| H12 | −0.3229 | 1.0025 | 0.4903 | 0.056* | |
| C14 | −0.3085 (4) | 1.0922 (4) | 0.3422 (3) | 0.0517 (9) | |
| H13 | −0.4075 | 1.1409 | 0.3338 | 0.062* | |
| C15 | −0.2132 (4) | 1.1044 (3) | 0.2598 (3) | 0.0445 (8) | |
| H14 | −0.2484 | 1.1608 | 0.1968 | 0.053* | |
| C16 | −0.0665 (4) | 1.0325 (3) | 0.2724 (2) | 0.0350 (6) | |
| C17 | −0.0123 (3) | 0.9448 (3) | 0.3682 (2) | 0.0325 (6) | |
| C18 | −0.0137 (5) | 1.1106 (4) | 0.0937 (3) | 0.0528 (9) | |
| H15 | −0.0872 | 1.0826 | 0.0705 | 0.079* | |
| H16 | 0.0692 | 1.1047 | 0.0487 | 0.079* | |
| H17 | −0.0574 | 1.1934 | 0.0934 | 0.079* | |
| C19 | 0.6458 (5) | 0.8876 (4) | 0.1589 (3) | 0.0559 (10) | |
| H18 | 0.7078 | 0.9296 | 0.1766 | 0.084* | |
| H19 | 0.5788 | 0.9410 | 0.1026 | 0.084* | |
| H20 | 0.7076 | 0.8187 | 0.1393 | 0.084* | |
| C20 | 0.1948 (9) | 0.3899 (6) | −0.0076 (6) | 0.105 (2) | |
| H24 | 0.1539 | 0.4022 | −0.0743 | 0.158* | |
| H25 | 0.1212 | 0.3778 | 0.0431 | 0.158* | |
| H26 | 0.2814 | 0.3199 | 0.0078 | 0.158* | |
| C21 | 0.2373 (7) | 0.4967 (4) | −0.0065 (4) | 0.0723 (14) | |
| C22 | 0.3355 (8) | 0.4820 (5) | 0.0826 (5) | 0.0892 (17) | |
| H21 | 0.3467 | 0.5590 | 0.0801 | 0.134* | |
| H22 | 0.4319 | 0.4262 | 0.0789 | 0.134* | |
| H23 | 0.2906 | 0.4515 | 0.1459 | 0.134* | |
| Cu2 | 0.24442 (4) | 0.75725 (3) | 0.49586 (3) | 0.03510 (10) | |
| N1 | 0.3899 (4) | 0.6295 (3) | 0.6009 (2) | 0.0473 (7) | |
| N2 | 0.0640 (3) | 0.7635 (3) | 0.5764 (2) | 0.0388 (6) | |
| N3 | 0.3245 (4) | 1.1092 (3) | 0.2292 (3) | 0.0481 (7) | |
| N4 | 0.3809 (3) | 0.8115 (3) | 0.0469 (3) | 0.0479 (7) | |
| N5 | 0.1404 (4) | 0.6928 (3) | 0.2358 (3) | 0.0500 (7) | |
| O1 | 0.4010 (3) | 0.7715 (2) | 0.39786 (18) | 0.0432 (5) | |
| O2 | 0.5608 (3) | 0.8481 (2) | 0.24596 (19) | 0.0437 (5) | |
| O3 | 0.1291 (2) | 0.8745 (2) | 0.37547 (17) | 0.0392 (5) | |
| O4 | 0.0382 (3) | 1.0369 (2) | 0.19704 (18) | 0.0426 (5) | |
| O5 | 0.3132 (3) | 1.0309 (3) | 0.3128 (2) | 0.0533 (6) | |
| O6 | 0.3324 (4) | 1.2069 (3) | 0.2294 (3) | 0.0737 (10) | |
| O7 | 0.3240 (3) | 1.0788 (2) | 0.1473 (2) | 0.0492 (6) | |
| O8 | 0.3023 (3) | 0.9175 (2) | 0.0474 (2) | 0.0493 (6) | |
| O9 | 0.4110 (4) | 0.7857 (3) | −0.0338 (3) | 0.0720 (9) | |
| O10 | 0.4244 (3) | 0.7372 (2) | 0.1352 (2) | 0.0505 (6) | |
| O11 | 0.0991 (3) | 0.7990 (2) | 0.1769 (2) | 0.0533 (6) | |
| O12 | 0.0819 (4) | 0.6173 (3) | 0.2310 (3) | 0.0802 (11) | |
| O13 | 0.2473 (4) | 0.6682 (2) | 0.3006 (2) | 0.0574 (7) | |
| O14 | 0.2026 (6) | 0.5872 (4) | −0.0747 (3) | 0.1106 (16) | |
| Tb1 | 0.285531 (15) | 0.877969 (12) | 0.234617 (10) | 0.03350 (7) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.0339 (15) | 0.0339 (15) | 0.0403 (17) | −0.0059 (12) | −0.0049 (13) | −0.0129 (13) |
| C2 | 0.0362 (15) | 0.0292 (14) | 0.0398 (17) | −0.0085 (12) | −0.0044 (13) | −0.0084 (13) |
| C3 | 0.0336 (16) | 0.0386 (17) | 0.063 (2) | −0.0112 (13) | −0.0018 (15) | −0.0174 (17) |
| C4 | 0.0353 (17) | 0.051 (2) | 0.072 (3) | −0.0046 (15) | −0.0165 (18) | −0.024 (2) |
| C5 | 0.046 (2) | 0.0437 (19) | 0.055 (2) | 0.0031 (15) | −0.0219 (18) | −0.0149 (17) |
| C6 | 0.0411 (18) | 0.0354 (16) | 0.0444 (19) | 0.0003 (13) | −0.0121 (15) | −0.0131 (15) |
| C7 | 0.056 (2) | 0.0387 (18) | 0.0319 (17) | 0.0081 (15) | −0.0086 (16) | −0.0043 (14) |
| C8 | 0.077 (3) | 0.066 (3) | 0.040 (2) | 0.009 (2) | 0.010 (2) | 0.022 (2) |
| C9 | 0.105 (4) | 0.0377 (19) | 0.048 (2) | −0.027 (2) | 0.012 (2) | −0.0054 (17) |
| C10 | 0.057 (2) | 0.060 (2) | 0.0343 (18) | −0.0255 (19) | 0.0065 (16) | −0.0008 (17) |
| C11 | 0.0421 (17) | 0.0494 (19) | 0.0397 (18) | −0.0193 (15) | 0.0100 (14) | −0.0205 (16) |
| C12 | 0.0357 (16) | 0.0404 (16) | 0.0441 (18) | −0.0139 (13) | 0.0031 (13) | −0.0187 (15) |
| C13 | 0.0377 (17) | 0.057 (2) | 0.053 (2) | −0.0160 (16) | 0.0086 (15) | −0.0263 (18) |
| C14 | 0.0327 (17) | 0.057 (2) | 0.065 (2) | 0.0007 (15) | −0.0070 (17) | −0.029 (2) |
| C15 | 0.0382 (17) | 0.0423 (18) | 0.051 (2) | −0.0019 (14) | −0.0113 (15) | −0.0180 (16) |
| C16 | 0.0363 (15) | 0.0312 (14) | 0.0363 (16) | −0.0056 (12) | −0.0046 (13) | −0.0118 (13) |
| C17 | 0.0304 (14) | 0.0309 (14) | 0.0371 (16) | −0.0090 (11) | −0.0020 (12) | −0.0107 (13) |
| C18 | 0.056 (2) | 0.047 (2) | 0.0378 (19) | 0.0001 (17) | −0.0110 (17) | 0.0009 (16) |
| C19 | 0.047 (2) | 0.065 (2) | 0.052 (2) | −0.0237 (19) | 0.0100 (17) | −0.006 (2) |
| C20 | 0.127 (6) | 0.070 (4) | 0.099 (5) | −0.021 (4) | −0.041 (4) | 0.004 (3) |
| C21 | 0.093 (4) | 0.049 (2) | 0.056 (3) | −0.006 (2) | 0.018 (3) | −0.008 (2) |
| C22 | 0.124 (5) | 0.057 (3) | 0.080 (4) | −0.021 (3) | 0.001 (4) | −0.017 (3) |
| Cu2 | 0.0369 (2) | 0.03297 (19) | 0.02827 (19) | −0.00746 (16) | 0.00002 (15) | −0.00112 (16) |
| N1 | 0.0553 (18) | 0.0390 (15) | 0.0307 (14) | 0.0011 (13) | 0.0008 (13) | −0.0005 (12) |
| N2 | 0.0462 (15) | 0.0427 (15) | 0.0307 (14) | −0.0200 (13) | 0.0034 (12) | −0.0085 (12) |
| N3 | 0.0469 (17) | 0.0448 (17) | 0.0512 (19) | −0.0138 (14) | −0.0015 (14) | −0.0113 (15) |
| N4 | 0.0419 (16) | 0.0621 (19) | 0.0450 (17) | −0.0191 (15) | 0.0063 (13) | −0.0205 (16) |
| N5 | 0.0483 (17) | 0.0406 (16) | 0.060 (2) | −0.0183 (14) | 0.0202 (15) | −0.0117 (15) |
| O1 | 0.0304 (11) | 0.0507 (14) | 0.0324 (11) | −0.0035 (10) | −0.0023 (9) | 0.0036 (10) |
| O2 | 0.0343 (12) | 0.0521 (14) | 0.0374 (13) | −0.0126 (11) | 0.0025 (10) | −0.0025 (11) |
| O3 | 0.0319 (11) | 0.0414 (12) | 0.0307 (11) | −0.0015 (9) | 0.0007 (9) | 0.0001 (10) |
| O4 | 0.0387 (12) | 0.0368 (12) | 0.0369 (12) | 0.0031 (10) | −0.0076 (10) | −0.0011 (10) |
| O5 | 0.0615 (17) | 0.0517 (15) | 0.0443 (14) | −0.0160 (13) | 0.0051 (12) | −0.0118 (13) |
| O6 | 0.095 (3) | 0.0440 (16) | 0.084 (2) | −0.0250 (16) | −0.011 (2) | −0.0140 (16) |
| O7 | 0.0602 (16) | 0.0467 (14) | 0.0375 (13) | −0.0200 (12) | 0.0008 (12) | −0.0030 (11) |
| O8 | 0.0596 (16) | 0.0458 (14) | 0.0369 (13) | −0.0136 (12) | 0.0043 (11) | −0.0065 (11) |
| O9 | 0.075 (2) | 0.093 (2) | 0.0543 (18) | −0.0167 (18) | 0.0059 (16) | −0.0401 (18) |
| O10 | 0.0519 (15) | 0.0448 (14) | 0.0441 (14) | −0.0038 (11) | −0.0027 (12) | −0.0073 (12) |
| O11 | 0.0455 (14) | 0.0491 (15) | 0.0627 (17) | −0.0158 (12) | 0.0011 (13) | −0.0104 (13) |
| O12 | 0.079 (2) | 0.070 (2) | 0.115 (3) | −0.0458 (19) | 0.034 (2) | −0.042 (2) |
| O13 | 0.0661 (18) | 0.0377 (13) | 0.0569 (17) | −0.0112 (13) | 0.0044 (14) | −0.0016 (12) |
| O14 | 0.157 (5) | 0.065 (2) | 0.077 (3) | −0.011 (3) | 0.008 (3) | 0.004 (2) |
| Tb1 | 0.03237 (9) | 0.03267 (9) | 0.02717 (9) | −0.00535 (6) | −0.00082 (6) | −0.00045 (6) |
| C1—O1 | 1.332 (4) | C18—H16 | 0.960 |
| C1—C2 | 1.399 (5) | C18—H17 | 0.960 |
| C1—C6 | 1.418 (5) | C19—O2 | 1.435 (5) |
| C2—C3 | 1.375 (4) | C19—H18 | 0.960 |
| C2—O2 | 1.382 (4) | C19—H19 | 0.960 |
| C3—C4 | 1.417 (6) | C19—H20 | 0.960 |
| C3—H1 | 0.930 | C20—C21 | 1.469 (8) |
| C4—C5 | 1.357 (6) | C20—H24 | 0.960 |
| C4—H2 | 0.930 | C20—H25 | 0.960 |
| C5—C6 | 1.414 (5) | C20—H26 | 0.960 |
| C5—H3 | 0.930 | C21—O14 | 1.181 (6) |
| C6—C7 | 1.428 (6) | C21—C22 | 1.502 (8) |
| C7—N1 | 1.279 (5) | C22—H21 | 0.960 |
| C7—H4 | 0.930 | C22—H22 | 0.960 |
| C8—N1 | 1.476 (5) | C22—H23 | 0.960 |
| C8—C9 | 1.483 (8) | Cu2—O1 | 1.939 (3) |
| C8—H5 | 0.970 | Cu2—O3 | 1.947 (2) |
| C8—H6 | 0.970 | Cu2—N2 | 1.957 (3) |
| C9—C10 | 1.493 (6) | Cu2—N1 | 1.989 (3) |
| C9—H8 | 0.970 | Cu2—Tb1 | 3.4749 (16) |
| C9—H7 | 0.970 | N3—O6 | 1.208 (4) |
| C10—N2 | 1.492 (5) | N3—O7 | 1.271 (4) |
| C10—H9 | 0.970 | N3—O5 | 1.274 (4) |
| C10—H10 | 0.970 | N4—O9 | 1.222 (4) |
| C11—N2 | 1.293 (5) | N4—O8 | 1.274 (4) |
| C11—C12 | 1.439 (5) | N4—O10 | 1.275 (4) |
| C11—H11 | 0.930 | N5—O12 | 1.219 (4) |
| C12—C17 | 1.394 (5) | N5—O11 | 1.257 (4) |
| C12—C13 | 1.411 (5) | N5—O13 | 1.280 (5) |
| C13—C14 | 1.377 (6) | O1—Tb1 | 2.352 (2) |
| C13—H12 | 0.930 | O2—Tb1 | 2.506 (3) |
| C14—C15 | 1.396 (6) | O3—Tb1 | 2.344 (3) |
| C14—H13 | 0.930 | O4—Tb1 | 2.492 (2) |
| C15—C16 | 1.377 (5) | O5—Tb1 | 2.470 (3) |
| C15—H14 | 0.930 | O7—Tb1 | 2.501 (3) |
| C16—O4 | 1.379 (4) | O8—Tb1 | 2.455 (3) |
| C16—C17 | 1.424 (4) | O10—Tb1 | 2.494 (3) |
| C17—O3 | 1.333 (4) | O11—Tb1 | 2.491 (3) |
| C18—O4 | 1.448 (4) | O13—Tb1 | 2.564 (3) |
| C18—H15 | 0.960 | ||
| O1—C1—C2 | 117.8 (3) | O1—Cu2—Tb1 | 40.14 (7) |
| O1—C1—C6 | 122.7 (3) | O3—Cu2—Tb1 | 39.95 (7) |
| C2—C1—C6 | 119.5 (3) | N2—Cu2—Tb1 | 130.52 (9) |
| C3—C2—O2 | 124.7 (3) | N1—Cu2—Tb1 | 129.85 (10) |
| C3—C2—C1 | 120.6 (3) | C7—N1—C8 | 115.4 (3) |
| O2—C2—C1 | 114.7 (3) | C7—N1—Cu2 | 123.8 (3) |
| C2—C3—C4 | 119.8 (4) | C8—N1—Cu2 | 120.7 (3) |
| C2—C3—H1 | 120.1 | C11—N2—C10 | 115.0 (3) |
| C4—C3—H1 | 120.1 | C11—N2—Cu2 | 124.3 (2) |
| C5—C4—C3 | 120.7 (3) | C10—N2—Cu2 | 120.7 (2) |
| C5—C4—H2 | 119.7 | O6—N3—O7 | 123.1 (4) |
| C3—C4—H2 | 119.7 | O6—N3—O5 | 120.8 (4) |
| C4—C5—C6 | 120.5 (3) | O7—N3—O5 | 116.1 (3) |
| C4—C5—H3 | 119.7 | O9—N4—O8 | 121.0 (4) |
| C6—C5—H3 | 119.7 | O9—N4—O10 | 123.8 (4) |
| C5—C6—C1 | 118.9 (4) | O8—N4—O10 | 115.2 (3) |
| C5—C6—C7 | 118.6 (3) | O12—N5—O11 | 121.5 (4) |
| C1—C6—C7 | 122.3 (3) | O12—N5—O13 | 122.0 (4) |
| N1—C7—C6 | 128.9 (3) | O11—N5—O13 | 116.5 (3) |
| N1—C7—H4 | 115.6 | C1—O1—Cu2 | 128.2 (2) |
| C6—C7—H4 | 115.6 | C1—O1—Tb1 | 124.0 (2) |
| N1—C8—C9 | 113.1 (4) | Cu2—O1—Tb1 | 107.76 (10) |
| N1—C8—H5 | 109.0 | C2—O2—C19 | 118.0 (3) |
| C9—C8—H5 | 109.0 | C2—O2—Tb1 | 118.0 (2) |
| N1—C8—H6 | 109.0 | C19—O2—Tb1 | 123.2 (2) |
| C9—C8—H6 | 109.0 | C17—O3—Cu2 | 129.3 (2) |
| H5—C8—H6 | 107.8 | C17—O3—Tb1 | 122.90 (19) |
| C8—C9—C10 | 112.3 (4) | Cu2—O3—Tb1 | 107.83 (10) |
| C8—C9—H8 | 109.1 | C16—O4—C18 | 117.7 (3) |
| C10—C9—H8 | 109.1 | C16—O4—Tb1 | 117.60 (18) |
| C8—C9—H7 | 109.1 | C18—O4—Tb1 | 122.5 (2) |
| C10—C9—H7 | 109.1 | N3—O5—Tb1 | 96.8 (2) |
| H8—C9—H7 | 107.9 | N3—O7—Tb1 | 95.4 (2) |
| N2—C10—C9 | 111.7 (3) | N4—O8—Tb1 | 97.5 (2) |
| N2—C10—H9 | 109.3 | N4—O10—Tb1 | 95.6 (2) |
| C9—C10—H9 | 109.3 | N5—O11—Tb1 | 98.5 (2) |
| N2—C10—H10 | 109.3 | N5—O13—Tb1 | 94.4 (2) |
| C9—C10—H10 | 109.3 | O3—Tb1—O1 | 63.45 (9) |
| H9—C10—H10 | 107.9 | O3—Tb1—O8 | 146.77 (9) |
| N2—C11—C12 | 128.6 (3) | O1—Tb1—O8 | 147.69 (9) |
| N2—C11—H11 | 115.7 | O3—Tb1—O5 | 72.83 (9) |
| C12—C11—H11 | 115.7 | O1—Tb1—O5 | 73.37 (10) |
| C17—C12—C13 | 119.4 (3) | O8—Tb1—O5 | 118.67 (9) |
| C17—C12—C11 | 122.6 (3) | O3—Tb1—O11 | 81.12 (10) |
| C13—C12—C11 | 117.9 (3) | O1—Tb1—O11 | 116.73 (9) |
| C14—C13—C12 | 120.2 (4) | O8—Tb1—O11 | 72.71 (10) |
| C14—C13—H12 | 119.9 | O5—Tb1—O11 | 143.71 (10) |
| C12—C13—H12 | 119.9 | O3—Tb1—O4 | 65.89 (8) |
| C13—C14—C15 | 121.0 (3) | O1—Tb1—O4 | 126.51 (9) |
| C13—C14—H13 | 119.5 | O8—Tb1—O4 | 85.75 (9) |
| C15—C14—H13 | 119.5 | O5—Tb1—O4 | 76.54 (9) |
| C16—C15—C14 | 119.5 (3) | O11—Tb1—O4 | 69.87 (9) |
| C16—C15—H14 | 120.2 | O3—Tb1—O10 | 138.29 (9) |
| C14—C15—H14 | 120.2 | O1—Tb1—O10 | 99.56 (9) |
| C15—C16—O4 | 124.8 (3) | O8—Tb1—O10 | 51.53 (9) |
| C15—C16—C17 | 120.5 (3) | O5—Tb1—O10 | 142.00 (10) |
| O4—C16—C17 | 114.6 (3) | O11—Tb1—O10 | 73.34 (10) |
| O3—C17—C12 | 122.4 (3) | O4—Tb1—O10 | 130.23 (8) |
| O3—C17—C16 | 118.3 (3) | O3—Tb1—O7 | 115.07 (9) |
| C12—C17—C16 | 119.3 (3) | O1—Tb1—O7 | 117.69 (9) |
| O4—C18—H15 | 109.5 | O8—Tb1—O7 | 67.18 (9) |
| O4—C18—H16 | 109.5 | O5—Tb1—O7 | 51.50 (9) |
| H15—C18—H16 | 109.5 | O11—Tb1—O7 | 124.64 (9) |
| O4—C18—H17 | 109.5 | O4—Tb1—O7 | 70.61 (10) |
| H15—C18—H17 | 109.5 | O10—Tb1—O7 | 106.57 (10) |
| H16—C18—H17 | 109.5 | O3—Tb1—O2 | 124.00 (8) |
| O2—C19—H18 | 109.5 | O1—Tb1—O2 | 64.58 (8) |
| O2—C19—H19 | 109.5 | O8—Tb1—O2 | 89.00 (9) |
| H18—C19—H19 | 109.5 | O5—Tb1—O2 | 73.82 (9) |
| O2—C19—H20 | 109.5 | O11—Tb1—O2 | 142.46 (9) |
| H18—C19—H20 | 109.5 | O4—Tb1—O2 | 142.70 (9) |
| H19—C19—H20 | 109.5 | O10—Tb1—O2 | 69.68 (9) |
| C21—C20—H24 | 109.5 | O7—Tb1—O2 | 73.33 (9) |
| C21—C20—H25 | 109.5 | O3—Tb1—O13 | 71.12 (10) |
| H24—C20—H25 | 109.5 | O1—Tb1—O13 | 68.46 (10) |
| C21—C20—H26 | 109.5 | O8—Tb1—O13 | 105.29 (10) |
| H24—C20—H26 | 109.5 | O5—Tb1—O13 | 136.01 (10) |
| H25—C20—H26 | 109.5 | O11—Tb1—O13 | 50.51 (10) |
| O14—C21—C20 | 121.7 (6) | O4—Tb1—O13 | 109.79 (10) |
| O14—C21—C22 | 121.8 (5) | O10—Tb1—O13 | 67.18 (10) |
| C20—C21—C22 | 116.4 (5) | O7—Tb1—O13 | 172.48 (9) |
| C21—C22—H21 | 109.5 | O2—Tb1—O13 | 107.22 (10) |
| C21—C22—H22 | 109.5 | O3—Tb1—Cu2 | 32.23 (5) |
| H21—C22—H22 | 109.5 | O1—Tb1—Cu2 | 32.10 (6) |
| C21—C22—H23 | 109.5 | O8—Tb1—Cu2 | 165.72 (6) |
| H21—C22—H23 | 109.5 | O5—Tb1—Cu2 | 75.60 (7) |
| H22—C22—H23 | 109.5 | O11—Tb1—Cu2 | 95.49 (8) |
| O1—Cu2—O3 | 78.92 (10) | O4—Tb1—Cu2 | 97.89 (6) |
| O1—Cu2—N2 | 170.42 (11) | O10—Tb1—Cu2 | 118.11 (7) |
| O3—Cu2—N2 | 91.51 (12) | O7—Tb1—Cu2 | 127.06 (6) |
| O1—Cu2—N1 | 91.40 (12) | O2—Tb1—Cu2 | 96.16 (6) |
| O3—Cu2—N1 | 169.69 (12) | O13—Tb1—Cu2 | 60.46 (7) |
| N2—Cu2—N1 | 98.17 (13) |
| Cu2—O1 | 1.939 (3) | O4—Tb1 | 2.492 (2) |
| Cu2—O3 | 1.947 (2) | O5—Tb1 | 2.470 (3) |
| Cu2—N2 | 1.957 (3) | O7—Tb1 | 2.501 (3) |
| Cu2—N1 | 1.989 (3) | O8—Tb1 | 2.455 (3) |
| O1—Tb1 | 2.352 (2) | O10—Tb1 | 2.494 (3) |
| O2—Tb1 | 2.506 (3) | O11—Tb1 | 2.491 (3) |
| O3—Tb1 | 2.344 (3) | O13—Tb1 | 2.564 (3) |
The authors gratefully acknowledge financial support from the Education Department of Liaoning Province (2006 B 112) and Liaoning University.
Elmali, A. & Elerman, Y. (2003). Z. Naturforsch. Teil B, 58, 639–643.
Elmali, A. & Elerman, Y. (2004). Z. Naturforsch. Teil B, 59, 535–540.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc., The Woodlands, Texas, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
As shown in Fig. 1, the hexadentate Schiff base ligand links the CuII and TbII atoms into a dinuclear complex through two phenolate O atoms. The TbIII atom is ten-coordinated by four O atoms from the ligand and six O atoms from three nitrate anions. The CuII atom is four-coordinated by two N atoms and two O atoms from the ligand. The acetone molecule is not associated with the complex. The complex is isostructural with its GdIII analogue (Elmali & Elerman, 2004), although that was refined in space group P1 with two independent complexes in the asymmetric unit. A similar compound with CeIII has also been reported (Elmali & Elerman, 2003).