Acta Cryst. (2008). E64, m344 [ doi:10.1107/S1600536807061454 ]
![[mu]](/logos/entities/mu_rmgif.gif)
-6,6'-Dimethoxy-2,2'-[propane-1,3-diylbis(nitrilomethylidyne)]diphenolato}trinitratocopper(II)samarium(III) acetone solvateIn the title complex, [CuSm(C19H20N2O4)(NO3)3]·CH3CO-CH3, the CuII atom is four-coordinated in a square-planar geometry by two O atoms and two N atoms of the deprotonated Schiff base. The SmIII atom is ten-coordinate, chelated by three nitrate groups and linked to the four O atoms of the deprotonated Schiff base.
The title complex was obtained by the treatment of copper(II) acetate monohydrate with the Schiff base in methanol/acetone (4:1) at room temperature. Then the mixture was refluxed for 3 h after the addition of samarium (III) nitrate hexahydrate. The reaction mixture was cooled and filtered; diethyl ether was allowed to diffuse slowly into the solution of the filtrate. Single crystals were obtained after several days. Analysis calculated for C22H26CuN5O14Sm: C, 33.28; H, 3.12; Cu, 7.91; N, 8.88; Sm, 18.86; found: C, 33.10; H, 3.28; Cu, 7.96; N, 8.77; Sm, 18.83%.
H atoms bound to C atoms were placed in calculated positions and treated as riding on their parent atoms, with C—H = 0.93 Å (aromatic C), C—H = 0.97 Å (methylene C), C—H = 0.98 Å (methine C), and with Uiso(H) = 1.2Ueq(C) or C—H = 0.96 Å (methly C) and with Uiso(H) = 1.5Ueq(C). In complex (I), the diaminopropane is disordered and was refined with a split model over two positions, and with an occupancy of 0.289 (11) for C8, C9, C10, and 0.711 (11) for C8', C9', C10'.
Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO (Rigaku Corporation, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997a).
![[Figure 1]](./ng2393fig1thm.gif)
| Fig. 1. The molecular structure of (I), showing 40% probability displacement ellipsoids. All H atoms and actone molecule have been omitted for clarity. |
| [CuSm(C19H20N2O4)(NO3)3]·C3H6O | Z = 2 |
| Mr = 798.37 | F000 = 792 |
| Triclinic, P1 | Dx = 1.893 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation λ = 0.71073 Å |
| a = 9.384 (5) Å | Cell parameters from 12555 reflections |
| b = 12.111 (5) Å | θ = 6.3–55.0º |
| c = 13.529 (6) Å | µ = 2.91 mm−1 |
| α = 73.071 (18)º | T = 295 (2) K |
| β = 86.984 (19)º | Block, green |
| γ = 72.346 (18)º | 0.33 × 0.30 × 0.19 mm |
| V = 1400.5 (11) Å3 |
| Rigaku R-AXIS RAPID diffractometer | 6381 independent reflections |
| Radiation source: fine-focus sealed tube | 5692 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.023 |
| T = 295(2) K | θmax = 27.7º |
| ω scan | θmin = 3.2º |
| Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −12→12 |
| Tmin = 0.446, Tmax = 0.610 | k = −15→15 |
| 13938 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)] = 0.026 | H-atom parameters constrained |
| wR(F2) = 0.062 | w = 1/[σ2(Fo2) + (0.0234P)2 + 0.9589P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.09 | (Δ/σ)max = 0.001 |
| 6381 reflections | Δρmax = 0.57 e Å−3 |
| 392 parameters | Δρmin = −0.41 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [CuSm(C19H20N2O4)(NO3)3]·C3H6O | γ = 72.346 (18)º |
| Mr = 798.37 | V = 1400.5 (11) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 9.384 (5) Å | Mo Kα |
| b = 12.111 (5) Å | µ = 2.91 mm−1 |
| c = 13.529 (6) Å | T = 295 (2) K |
| α = 73.071 (18)º | 0.33 × 0.30 × 0.19 mm |
| β = 86.984 (19)º |
| Rigaku R-AXIS RAPID diffractometer | 6381 independent reflections |
| Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 5692 reflections with I > 2σ(I) |
| Tmin = 0.446, Tmax = 0.610 | Rint = 0.023 |
| 13938 measured reflections |
| R[F2 > 2σ(F2)] = 0.026 | 392 parameters |
| wR(F2) = 0.062 | H-atom parameters constrained |
| S = 1.09 | Δρmax = 0.57 e Å−3 |
| 6381 reflections | Δρmin = −0.41 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 | 0.5501 (3) | 0.7332 (2) | 0.4170 (2) | 0.0360 (6) | |
| C2 | 0.6420 (3) | 0.7711 (2) | 0.3375 (2) | 0.0380 (6) | |
| C3 | 0.7936 (3) | 0.7349 (3) | 0.3504 (3) | 0.0465 (7) | |
| H1 | 0.8522 | 0.7622 | 0.2969 | 0.056* | |
| C4 | 0.8598 (4) | 0.6566 (3) | 0.4449 (3) | 0.0537 (9) | |
| H2 | 0.9634 | 0.6310 | 0.4546 | 0.064* | |
| C5 | 0.7740 (4) | 0.6175 (3) | 0.5226 (3) | 0.0527 (8) | |
| H3 | 0.8195 | 0.5648 | 0.5852 | 0.063* | |
| C6 | 0.6162 (3) | 0.6554 (3) | 0.5105 (2) | 0.0422 (7) | |
| C7 | 0.5318 (4) | 0.6060 (3) | 0.5936 (2) | 0.0490 (8) | |
| H4 | 0.5879 | 0.5478 | 0.6504 | 0.059* | |
| C8 | 0.3395 (5) | 0.5602 (4) | 0.6970 (3) | 0.0819 (14) | |
| H5 | 0.3455 | 0.5953 | 0.7520 | 0.098* | |
| H6 | 0.4067 | 0.4780 | 0.7162 | 0.098* | |
| C9 | 0.1820 (5) | 0.5565 (3) | 0.6872 (3) | 0.0663 (11) | |
| H7 | 0.1718 | 0.5328 | 0.6260 | 0.080* | |
| H8 | 0.1627 | 0.4960 | 0.7468 | 0.080* | |
| C10 | 0.0698 (4) | 0.6750 (3) | 0.6799 (2) | 0.0538 (8) | |
| H9 | −0.0281 | 0.6636 | 0.6933 | 0.065* | |
| H10 | 0.0937 | 0.7071 | 0.7326 | 0.065* | |
| C11 | −0.0655 (3) | 0.8406 (3) | 0.5481 (2) | 0.0424 (7) | |
| H11 | −0.1403 | 0.8359 | 0.5956 | 0.051* | |
| C12 | −0.1089 (3) | 0.9324 (3) | 0.4522 (2) | 0.0384 (6) | |
| C13 | −0.2583 (4) | 1.0074 (3) | 0.4383 (3) | 0.0497 (8) | |
| H12 | −0.3221 | 0.9999 | 0.4932 | 0.060* | |
| C14 | −0.3108 (4) | 1.0906 (3) | 0.3460 (3) | 0.0533 (8) | |
| H13 | −0.4098 | 1.1394 | 0.3381 | 0.064* | |
| C15 | −0.2161 (3) | 1.1026 (3) | 0.2633 (3) | 0.0470 (7) | |
| H14 | −0.2519 | 1.1588 | 0.1998 | 0.056* | |
| C16 | −0.0682 (3) | 1.0303 (2) | 0.2762 (2) | 0.0376 (6) | |
| C17 | −0.0128 (3) | 0.9440 (2) | 0.3701 (2) | 0.0340 (6) | |
| C18 | −0.0188 (4) | 1.1099 (3) | 0.0970 (3) | 0.0576 (9) | |
| H15 | −0.0858 | 1.0772 | 0.0718 | 0.086* | |
| H16 | 0.0640 | 1.1107 | 0.0523 | 0.086* | |
| H17 | −0.0709 | 1.1909 | 0.0983 | 0.086* | |
| C19 | 0.6504 (4) | 0.8849 (4) | 0.1599 (3) | 0.0568 (9) | |
| H18 | 0.7168 | 0.9218 | 0.1802 | 0.085* | |
| H19 | 0.5843 | 0.9427 | 0.1042 | 0.085* | |
| H20 | 0.7078 | 0.8167 | 0.1376 | 0.085* | |
| C20 | 0.1935 (7) | 0.3884 (5) | −0.0090 (5) | 0.1100 (19) | |
| H21 | 0.1201 | 0.4099 | −0.0636 | 0.165* | |
| H22 | 0.1525 | 0.3581 | 0.0562 | 0.165* | |
| H23 | 0.2805 | 0.3270 | −0.0197 | 0.165* | |
| C21 | 0.2360 (6) | 0.4971 (4) | −0.0088 (4) | 0.0800 (13) | |
| C22 | 0.3365 (7) | 0.4818 (5) | 0.0816 (4) | 0.1022 (18) | |
| H24 | 0.3632 | 0.5547 | 0.0722 | 0.153* | |
| H25 | 0.4256 | 0.4154 | 0.0852 | 0.153* | |
| H26 | 0.2844 | 0.4658 | 0.1447 | 0.153* | |
| Cu2 | 0.24465 (4) | 0.75758 (3) | 0.49629 (3) | 0.03670 (8) | |
| N1 | 0.3895 (3) | 0.6310 (2) | 0.60036 (19) | 0.0498 (7) | |
| N2 | 0.0646 (3) | 0.7631 (2) | 0.57760 (18) | 0.0402 (5) | |
| N3 | 0.3263 (3) | 1.1105 (2) | 0.2284 (2) | 0.0510 (7) | |
| N4 | 0.3808 (3) | 0.8126 (3) | 0.0426 (2) | 0.0478 (6) | |
| N5 | 0.1427 (3) | 0.6889 (3) | 0.2369 (2) | 0.0528 (7) | |
| O1 | 0.4021 (2) | 0.77107 (19) | 0.39863 (15) | 0.0439 (5) | |
| O2 | 0.5643 (2) | 0.84507 (19) | 0.24634 (16) | 0.0447 (5) | |
| O3 | 0.1281 (2) | 0.87450 (18) | 0.37652 (15) | 0.0411 (5) | |
| O4 | 0.0358 (2) | 1.03583 (18) | 0.20020 (16) | 0.0436 (5) | |
| O5 | 0.3167 (3) | 1.0333 (2) | 0.31093 (18) | 0.0543 (6) | |
| O6 | 0.3339 (4) | 1.2091 (2) | 0.2275 (2) | 0.0787 (9) | |
| O7 | 0.3255 (3) | 1.0798 (2) | 0.14667 (18) | 0.0535 (6) | |
| O8 | 0.3018 (3) | 0.9182 (2) | 0.04383 (17) | 0.0524 (5) | |
| O9 | 0.4101 (3) | 0.7863 (3) | −0.0366 (2) | 0.0736 (8) | |
| O10 | 0.4267 (3) | 0.7385 (2) | 0.12933 (19) | 0.0545 (6) | |
| O11 | 0.0985 (3) | 0.7954 (2) | 0.1774 (2) | 0.0568 (6) | |
| O12 | 0.0852 (4) | 0.6118 (3) | 0.2345 (3) | 0.0822 (9) | |
| O13 | 0.2480 (3) | 0.6667 (2) | 0.2982 (2) | 0.0590 (6) | |
| O14 | 0.2011 (5) | 0.5883 (3) | −0.0775 (3) | 0.1208 (15) | |
| Sm1 | 0.286846 (16) | 0.877380 (13) | 0.233252 (11) | 0.03533 (5) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.0338 (14) | 0.0327 (13) | 0.0389 (14) | −0.0044 (11) | −0.0040 (11) | −0.0115 (12) |
| C2 | 0.0372 (15) | 0.0340 (13) | 0.0426 (15) | −0.0094 (11) | −0.0013 (12) | −0.0117 (12) |
| C3 | 0.0372 (16) | 0.0438 (16) | 0.063 (2) | −0.0129 (13) | 0.0002 (14) | −0.0205 (16) |
| C4 | 0.0359 (16) | 0.0490 (18) | 0.075 (2) | −0.0042 (14) | −0.0133 (16) | −0.0223 (18) |
| C5 | 0.0488 (19) | 0.0469 (17) | 0.055 (2) | 0.0011 (14) | −0.0207 (16) | −0.0163 (16) |
| C6 | 0.0437 (16) | 0.0355 (14) | 0.0418 (16) | −0.0010 (12) | −0.0114 (13) | −0.0120 (13) |
| C7 | 0.054 (2) | 0.0409 (15) | 0.0349 (15) | 0.0064 (14) | −0.0118 (14) | −0.0049 (13) |
| C8 | 0.084 (3) | 0.067 (2) | 0.045 (2) | 0.009 (2) | 0.012 (2) | 0.0240 (18) |
| C9 | 0.112 (4) | 0.0417 (17) | 0.0437 (19) | −0.033 (2) | 0.014 (2) | −0.0017 (15) |
| C10 | 0.060 (2) | 0.065 (2) | 0.0346 (16) | −0.0272 (17) | 0.0042 (14) | −0.0029 (15) |
| C11 | 0.0416 (16) | 0.0494 (16) | 0.0441 (16) | −0.0206 (13) | 0.0115 (13) | −0.0198 (14) |
| C12 | 0.0362 (15) | 0.0393 (14) | 0.0442 (16) | −0.0129 (12) | 0.0015 (12) | −0.0174 (13) |
| C13 | 0.0403 (17) | 0.0566 (19) | 0.059 (2) | −0.0135 (14) | 0.0077 (15) | −0.0286 (17) |
| C14 | 0.0332 (16) | 0.0585 (19) | 0.067 (2) | −0.0022 (14) | −0.0076 (15) | −0.0275 (18) |
| C15 | 0.0414 (17) | 0.0416 (15) | 0.0527 (18) | 0.0004 (13) | −0.0143 (14) | −0.0164 (14) |
| C16 | 0.0365 (15) | 0.0346 (13) | 0.0420 (15) | −0.0074 (11) | −0.0021 (12) | −0.0144 (12) |
| C17 | 0.0315 (13) | 0.0328 (13) | 0.0378 (14) | −0.0079 (10) | −0.0037 (11) | −0.0115 (11) |
| C18 | 0.061 (2) | 0.0499 (18) | 0.0401 (17) | 0.0023 (16) | −0.0113 (15) | 0.0023 (15) |
| C19 | 0.051 (2) | 0.070 (2) | 0.052 (2) | −0.0303 (17) | 0.0147 (16) | −0.0114 (18) |
| C20 | 0.117 (5) | 0.084 (3) | 0.109 (4) | −0.019 (3) | −0.038 (4) | −0.003 (3) |
| C21 | 0.099 (4) | 0.056 (2) | 0.063 (3) | −0.003 (2) | 0.019 (2) | −0.010 (2) |
| C22 | 0.153 (6) | 0.071 (3) | 0.081 (3) | −0.034 (3) | 0.015 (3) | −0.022 (3) |
| Cu2 | 0.03880 (19) | 0.03451 (16) | 0.02912 (16) | −0.00780 (14) | −0.00024 (14) | −0.00084 (14) |
| N1 | 0.0625 (18) | 0.0373 (13) | 0.0317 (13) | −0.0001 (12) | 0.0018 (12) | 0.0014 (11) |
| N2 | 0.0490 (15) | 0.0431 (13) | 0.0323 (12) | −0.0213 (11) | 0.0042 (11) | −0.0092 (11) |
| N3 | 0.0517 (16) | 0.0426 (14) | 0.0546 (17) | −0.0123 (12) | −0.0041 (13) | −0.0090 (13) |
| N4 | 0.0424 (15) | 0.0607 (17) | 0.0417 (15) | −0.0184 (13) | 0.0044 (12) | −0.0147 (13) |
| N5 | 0.0500 (17) | 0.0454 (15) | 0.0623 (18) | −0.0177 (13) | 0.0185 (14) | −0.0138 (14) |
| O1 | 0.0326 (10) | 0.0514 (12) | 0.0324 (10) | −0.0059 (9) | −0.0036 (8) | 0.0044 (9) |
| O2 | 0.0373 (11) | 0.0522 (12) | 0.0375 (11) | −0.0141 (9) | 0.0013 (9) | −0.0015 (9) |
| O3 | 0.0360 (11) | 0.0396 (10) | 0.0342 (10) | −0.0018 (8) | 0.0006 (8) | −0.0005 (9) |
| O4 | 0.0397 (11) | 0.0387 (10) | 0.0376 (11) | −0.0001 (8) | −0.0067 (9) | 0.0004 (9) |
| O5 | 0.0666 (16) | 0.0520 (13) | 0.0429 (12) | −0.0183 (11) | 0.0025 (11) | −0.0113 (11) |
| O6 | 0.105 (2) | 0.0482 (14) | 0.085 (2) | −0.0268 (15) | −0.0138 (18) | −0.0155 (14) |
| O7 | 0.0694 (16) | 0.0457 (12) | 0.0414 (12) | −0.0210 (11) | 0.0005 (11) | −0.0025 (10) |
| O8 | 0.0641 (15) | 0.0494 (12) | 0.0365 (11) | −0.0139 (11) | 0.0023 (10) | −0.0052 (10) |
| O9 | 0.0754 (19) | 0.098 (2) | 0.0495 (15) | −0.0150 (16) | 0.0049 (13) | −0.0367 (16) |
| O10 | 0.0538 (14) | 0.0500 (13) | 0.0507 (14) | −0.0041 (10) | −0.0009 (11) | −0.0126 (11) |
| O11 | 0.0489 (14) | 0.0500 (13) | 0.0649 (16) | −0.0132 (10) | −0.0024 (11) | −0.0077 (12) |
| O12 | 0.085 (2) | 0.0648 (17) | 0.115 (3) | −0.0453 (16) | 0.0311 (19) | −0.0355 (18) |
| O13 | 0.0676 (17) | 0.0407 (12) | 0.0568 (15) | −0.0125 (11) | 0.0042 (13) | −0.0008 (11) |
| O14 | 0.180 (4) | 0.069 (2) | 0.076 (2) | −0.009 (2) | −0.003 (2) | 0.0073 (18) |
| Sm1 | 0.03475 (8) | 0.03416 (8) | 0.02833 (8) | −0.00614 (5) | −0.00093 (5) | 0.00000 (5) |
| C1—O1 | 1.335 (3) | C18—H15 | 0.9600 |
| C1—C6 | 1.381 (4) | C18—H16 | 0.9600 |
| C1—C2 | 1.402 (4) | C18—H17 | 0.9600 |
| C2—C3 | 1.360 (4) | C19—O2 | 1.436 (4) |
| C2—O2 | 1.382 (4) | C19—H18 | 0.9600 |
| C3—C4 | 1.393 (5) | C19—H19 | 0.9600 |
| C3—H1 | 0.9300 | C19—H20 | 0.9600 |
| C4—C5 | 1.353 (5) | C20—C21 | 1.488 (7) |
| C4—H2 | 0.9300 | C20—H21 | 0.9600 |
| C5—C6 | 1.414 (4) | C20—H22 | 0.9600 |
| C5—H3 | 0.9300 | C20—H23 | 0.9600 |
| C6—C7 | 1.433 (5) | C21—O14 | 1.186 (5) |
| C7—N1 | 1.281 (4) | C21—C22 | 1.518 (7) |
| C7—H4 | 0.9300 | C22—H24 | 0.9600 |
| C8—N1 | 1.481 (4) | C22—H25 | 0.9600 |
| C8—C9 | 1.506 (6) | C22—H26 | 0.9600 |
| C8—H5 | 0.9700 | Cu2—O3 | 1.933 (2) |
| C8—H6 | 0.9700 | Cu2—O1 | 1.942 (2) |
| C9—C10 | 1.479 (5) | Cu2—N2 | 1.962 (3) |
| C9—H7 | 0.9700 | Cu2—N1 | 1.965 (3) |
| C9—H8 | 0.9700 | N3—O6 | 1.215 (4) |
| C10—N2 | 1.474 (4) | N3—O5 | 1.249 (4) |
| C10—H9 | 0.9700 | N3—O7 | 1.265 (4) |
| C10—H10 | 0.9700 | N4—O9 | 1.201 (3) |
| C11—N2 | 1.291 (4) | N4—O10 | 1.254 (3) |
| C11—C12 | 1.424 (4) | N4—O8 | 1.274 (3) |
| C11—H11 | 0.9300 | N5—O12 | 1.221 (4) |
| C12—C17 | 1.395 (4) | N5—O13 | 1.238 (4) |
| C12—C13 | 1.407 (4) | N5—O11 | 1.261 (4) |
| C13—C14 | 1.359 (5) | O1—Sm1 | 2.359 (2) |
| C13—H12 | 0.9300 | O2—Sm1 | 2.520 (2) |
| C14—C15 | 1.393 (5) | O3—Sm1 | 2.380 (2) |
| C14—H13 | 0.9300 | O4—Sm1 | 2.510 (2) |
| C15—C16 | 1.386 (4) | O5—Sm1 | 2.501 (2) |
| C15—H14 | 0.9300 | O7—Sm1 | 2.517 (2) |
| C16—O4 | 1.381 (4) | O8—Sm1 | 2.469 (2) |
| C16—C17 | 1.394 (4) | O10—Sm1 | 2.525 (2) |
| C17—O3 | 1.326 (3) | O11—Sm1 | 2.515 (3) |
| C18—O4 | 1.443 (4) | O13—Sm1 | 2.577 (3) |
| O1—C1—C6 | 122.4 (3) | H25—C22—H26 | 109.5 |
| O1—C1—C2 | 118.8 (3) | O3—Cu2—O1 | 79.81 (9) |
| C6—C1—C2 | 118.7 (3) | O3—Cu2—N2 | 91.27 (10) |
| C3—C2—O2 | 124.3 (3) | O1—Cu2—N2 | 171.07 (9) |
| C3—C2—C1 | 121.9 (3) | O3—Cu2—N1 | 169.89 (10) |
| O2—C2—C1 | 113.8 (2) | O1—Cu2—N1 | 90.75 (11) |
| C2—C3—C4 | 119.1 (3) | N2—Cu2—N1 | 98.18 (12) |
| C2—C3—H1 | 120.4 | C7—N1—C8 | 114.6 (3) |
| C4—C3—H1 | 120.4 | C7—N1—Cu2 | 124.2 (2) |
| C5—C4—C3 | 120.2 (3) | C8—N1—Cu2 | 121.2 (2) |
| C5—C4—H2 | 119.9 | C11—N2—C10 | 114.6 (3) |
| C3—C4—H2 | 119.9 | C11—N2—Cu2 | 124.6 (2) |
| C4—C5—C6 | 121.2 (3) | C10—N2—Cu2 | 120.8 (2) |
| C4—C5—H3 | 119.4 | O6—N3—O5 | 121.5 (3) |
| C6—C5—H3 | 119.4 | O6—N3—O7 | 122.7 (3) |
| C1—C6—C5 | 118.8 (3) | O5—N3—O7 | 115.9 (3) |
| C1—C6—C7 | 122.5 (3) | O9—N4—O10 | 122.3 (3) |
| C5—C6—C7 | 118.6 (3) | O9—N4—O8 | 122.0 (3) |
| N1—C7—C6 | 128.8 (3) | O10—N4—O8 | 115.7 (2) |
| N1—C7—H4 | 115.6 | O12—N5—O13 | 121.7 (3) |
| C6—C7—H4 | 115.6 | O12—N5—O11 | 122.0 (3) |
| N1—C8—C9 | 112.9 (3) | O13—N5—O11 | 116.3 (3) |
| N1—C8—H5 | 109.0 | C1—O1—Cu2 | 128.75 (18) |
| C9—C8—H5 | 109.0 | C1—O1—Sm1 | 123.53 (18) |
| N1—C8—H6 | 109.0 | Cu2—O1—Sm1 | 107.68 (9) |
| C9—C8—H6 | 109.0 | C2—O2—C19 | 117.3 (2) |
| H5—C8—H6 | 107.8 | C2—O2—Sm1 | 118.50 (17) |
| C10—C9—C8 | 112.1 (3) | C19—O2—Sm1 | 123.5 (2) |
| C10—C9—H7 | 109.2 | C17—O3—Cu2 | 129.08 (18) |
| C8—C9—H7 | 109.2 | C17—O3—Sm1 | 123.76 (17) |
| C10—C9—H8 | 109.2 | Cu2—O3—Sm1 | 107.15 (9) |
| C8—C9—H8 | 109.2 | C16—O4—C18 | 117.2 (2) |
| H7—C9—H8 | 107.9 | C16—O4—Sm1 | 118.80 (16) |
| N2—C10—C9 | 112.3 (3) | C18—O4—Sm1 | 121.66 (19) |
| N2—C10—H9 | 109.2 | N3—O5—Sm1 | 97.49 (18) |
| C9—C10—H9 | 109.2 | N3—O7—Sm1 | 96.27 (18) |
| N2—C10—H10 | 109.2 | N4—O8—Sm1 | 97.71 (17) |
| C9—C10—H10 | 109.2 | N4—O10—Sm1 | 95.60 (17) |
| H9—C10—H10 | 107.9 | N5—O11—Sm1 | 98.4 (2) |
| N2—C11—C12 | 128.3 (3) | N5—O13—Sm1 | 96.02 (18) |
| N2—C11—H11 | 115.9 | O1—Sm1—O3 | 63.27 (8) |
| C12—C11—H11 | 115.9 | O1—Sm1—O8 | 148.32 (8) |
| C17—C12—C13 | 119.5 (3) | O3—Sm1—O8 | 146.44 (8) |
| C17—C12—C11 | 122.5 (3) | O1—Sm1—O5 | 73.64 (8) |
| C13—C12—C11 | 117.8 (3) | O3—Sm1—O5 | 73.43 (8) |
| C14—C13—C12 | 121.1 (3) | O8—Sm1—O5 | 117.84 (8) |
| C14—C13—H12 | 119.5 | O1—Sm1—O4 | 124.51 (7) |
| C12—C13—H12 | 119.5 | O3—Sm1—O4 | 64.03 (7) |
| C13—C14—C15 | 119.9 (3) | O8—Sm1—O4 | 87.13 (8) |
| C13—C14—H13 | 120.0 | O5—Sm1—O4 | 76.07 (8) |
| C15—C14—H13 | 120.0 | O1—Sm1—O11 | 115.72 (8) |
| C16—C15—C14 | 119.6 (3) | O3—Sm1—O11 | 80.42 (8) |
| C16—C15—H14 | 120.2 | O8—Sm1—O11 | 73.58 (9) |
| C14—C15—H14 | 120.2 | O5—Sm1—O11 | 144.02 (8) |
| O4—C16—C15 | 124.5 (3) | O4—Sm1—O11 | 70.38 (8) |
| O4—C16—C17 | 114.3 (2) | O1—Sm1—O7 | 117.15 (8) |
| C15—C16—C17 | 121.2 (3) | O3—Sm1—O7 | 114.49 (8) |
| O3—C17—C16 | 118.4 (3) | O8—Sm1—O7 | 67.60 (8) |
| O3—C17—C12 | 123.0 (3) | O5—Sm1—O7 | 50.26 (8) |
| C16—C17—C12 | 118.6 (3) | O4—Sm1—O7 | 71.58 (8) |
| O4—C18—H15 | 109.5 | O11—Sm1—O7 | 125.99 (8) |
| O4—C18—H16 | 109.5 | O1—Sm1—O2 | 64.43 (7) |
| H15—C18—H16 | 109.5 | O3—Sm1—O2 | 123.87 (7) |
| O4—C18—H17 | 109.5 | O8—Sm1—O2 | 89.45 (8) |
| H15—C18—H17 | 109.5 | O5—Sm1—O2 | 73.80 (8) |
| H16—C18—H17 | 109.5 | O4—Sm1—O2 | 143.74 (7) |
| O2—C19—H18 | 109.5 | O11—Sm1—O2 | 142.17 (8) |
| O2—C19—H19 | 109.5 | O7—Sm1—O2 | 73.77 (8) |
| H18—C19—H19 | 109.5 | O1—Sm1—O10 | 100.83 (8) |
| O2—C19—H20 | 109.5 | O3—Sm1—O10 | 139.45 (8) |
| H18—C19—H20 | 109.5 | O8—Sm1—O10 | 50.74 (8) |
| H19—C19—H20 | 109.5 | O5—Sm1—O10 | 141.10 (8) |
| C21—C20—H21 | 109.5 | O4—Sm1—O10 | 130.89 (7) |
| C21—C20—H22 | 109.5 | O11—Sm1—O10 | 73.75 (9) |
| H21—C20—H22 | 109.5 | O7—Sm1—O10 | 105.97 (8) |
| C21—C20—H23 | 109.5 | O2—Sm1—O10 | 69.44 (8) |
| H21—C20—H23 | 109.5 | O1—Sm1—O13 | 69.00 (8) |
| H22—C20—H23 | 109.5 | O3—Sm1—O13 | 71.58 (8) |
| O14—C21—C20 | 122.5 (5) | O8—Sm1—O13 | 104.97 (8) |
| O14—C21—C22 | 121.5 (5) | O5—Sm1—O13 | 137.17 (8) |
| C20—C21—C22 | 115.9 (4) | O4—Sm1—O13 | 108.91 (9) |
| C21—C22—H24 | 109.5 | O11—Sm1—O13 | 49.23 (8) |
| C21—C22—H25 | 109.5 | O7—Sm1—O13 | 172.57 (8) |
| H24—C22—H25 | 109.5 | O2—Sm1—O13 | 106.84 (8) |
| C21—C22—H26 | 109.5 | O10—Sm1—O13 | 67.87 (9) |
| H24—C22—H26 | 109.5 |
The authors gratefully acknowledge financial support from the National Natural Science Foundation of China (Nos. 20572018 and 20672032), Heilongjiang Province (Nos. 1055HZ001, ZJG0504 and JC200605) and Heilongjiang 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 Corporation (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc., The Woodlands, Texas, USA.
Sheldrick, G. M. (1997a). SHELXL97 and SHELXS97. University of Göttingen, Germany.
Sheldrick, G. M. (1997b). SHELXTL. Version 5.10. Bruker AXS Inc., Madison, Wisconsin, USA.
As shown in Fig. 1, the octodentate Schiff base ligand links Cu and Sm atoms into a dinuclear complex through two phenolate O atoms, which is similar with the bonding reported for another copper-lanthanum complex of the same ligand (Elmali & Elerman, 2003, 2004). The SmIII centre in (I) is ten-coordinated by four oxygen atoms from the ligand and six oxygen atoms from three nitrate ions. The CuII center is four-coordinate by two nitrogen atoms and two oxygen atoms from the ligand. And one molecular acetone is dissociative in the complex.