metal-organic compounds
[N,N′-Bis(3-methoxy-2-oxidobenzylidene)ethylenediammonium-κ4O,O′,O′′,O′′′]tris(nitrato-κ2O,O′)dysprosium(III)
aSchool of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, People's Republic of China
*Correspondence e-mail: yanpf@vip.sina.com
In the title mononuclear Schiff base complex, [Dy(NO3)3(C18H20N2O4)], the DyIII ion is ten-coordinated in a distorted hexadecahedral geometry by six O atoms of three nitrate anions and four O atoms of the Schiff base ligand. An intramolecular N—H⋯O hydrogen bond occurs. The is stabilized by intermolecular C—H⋯O hydrogen bonds.
Experimental
Crystal data
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Refinement
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Data collection: RAPID-AUTO (Rigaku, 1998); cell RAPID-AUTO; 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.
Supporting information
10.1107/S1600536809047436/rz2383sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536809047436/rz2383Isup2.hkl
The title complex was obtained by the treatment of dysprosium (III) nitrate hexahydrate (0.114 g, 0.25 mmol) with N,N'-ethylene-bis(3-methoxysalicylideneimine) (0.083 g, 0.25 mmol) in acetonitrile/methanol (10 ml/10 ml). The mixture was stirred for 3 h. The reaction mixture was then filtered and diethyl ether was allowed to diffuse slowly into the solution of the filtrate. Single crystals were obtained after several days. Analysis calculated for for C18H20Dy1N5O13: C 31.94, H 2.96, N 10.37%; found: C 32.08, H 3.00, N 10.48%.
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—H = 0.97Å (methylene), and with Uiso(H) = 1.2Ueq(C) or C—H = 0.96 Å (methly) and with Uiso(H) = 1.5Uiso(C). The N-bound H atoms were initially located in a difference Fourier map and refined with N—H = 0.85 Å. The N3, N4, O5, O7, O8 and O10 atoms were restrained to be nearly isotropic by the ISOR (tolerance 0.01) instruction of SHELXL-97 (Sheldrick, 2008)
Data collection: RAPID-AUTO (Rigaku, 1998); cell
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).Fig. 1. The molecular structure of the title compound, showing 30% probability displacement ellipsoids. |
[Dy(NO3)3(C18H20N2O4)] | F(000) = 1332 |
Mr = 676.89 | Dx = 1.893 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 20034 reflections |
a = 14.126 (5) Å | θ = 6.7–55.0° |
b = 11.860 (4) Å | µ = 3.22 mm−1 |
c = 14.628 (4) Å | T = 291 K |
β = 104.302 (12)° | Block, brown |
V = 2374.7 (13) Å3 | 0.29 × 0.28 × 0.24 mm |
Z = 4 |
Rigaku R-AXIS RAPID diffractometer | 5430 independent reflections |
Radiation source: fine-focus sealed tube | 4850 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
ω scans | θmax = 27.5°, θmin = 3.4° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −18→18 |
Tmin = 0.454, Tmax = 0.513 | k = −15→15 |
22587 measured reflections | l = −18→18 |
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)] = 0.020 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.045 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0164P)2 + 1.5062P] where P = (Fo2 + 2Fc2)/3 |
5430 reflections | (Δ/σ)max = 0.002 |
344 parameters | Δρmax = 0.41 e Å−3 |
14 restraints | Δρmin = −0.54 e Å−3 |
[Dy(NO3)3(C18H20N2O4)] | V = 2374.7 (13) Å3 |
Mr = 676.89 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 14.126 (5) Å | µ = 3.22 mm−1 |
b = 11.860 (4) Å | T = 291 K |
c = 14.628 (4) Å | 0.29 × 0.28 × 0.24 mm |
β = 104.302 (12)° |
Rigaku R-AXIS RAPID diffractometer | 5430 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 4850 reflections with I > 2σ(I) |
Tmin = 0.454, Tmax = 0.513 | Rint = 0.021 |
22587 measured reflections |
R[F2 > 2σ(F2)] = 0.020 | 14 restraints |
wR(F2) = 0.045 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | Δρmax = 0.41 e Å−3 |
5430 reflections | Δρmin = −0.54 e Å−3 |
344 parameters |
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 | 0.29349 (17) | 0.18407 (19) | 0.20773 (16) | 0.0338 (5) | |
C2 | 0.28896 (19) | 0.1407 (2) | 0.11666 (17) | 0.0384 (5) | |
C3 | 0.2045 (2) | 0.0947 (2) | 0.06330 (19) | 0.0488 (7) | |
H3 | 0.2018 | 0.0683 | 0.0028 | 0.059* | |
C4 | 0.1218 (2) | 0.0874 (3) | 0.1004 (2) | 0.0542 (7) | |
H4 | 0.0646 | 0.0553 | 0.0643 | 0.065* | |
C5 | 0.12392 (19) | 0.1264 (2) | 0.1879 (2) | 0.0469 (6) | |
H5 | 0.0687 | 0.1201 | 0.2114 | 0.056* | |
C6 | 0.20936 (17) | 0.1765 (2) | 0.24346 (17) | 0.0362 (5) | |
C7 | 0.21298 (18) | 0.2144 (2) | 0.33610 (18) | 0.0385 (5) | |
H7 | 0.1585 | 0.2031 | 0.3600 | 0.046* | |
C8 | 0.3034 (2) | 0.2907 (2) | 0.48885 (18) | 0.0452 (6) | |
H8A | 0.2405 | 0.3002 | 0.5034 | 0.054* | |
H8B | 0.3391 | 0.3610 | 0.5028 | 0.054* | |
C9 | 0.3598 (2) | 0.1974 (2) | 0.54950 (18) | 0.0463 (6) | |
H9A | 0.3735 | 0.2192 | 0.6154 | 0.056* | |
H9B | 0.3205 | 0.1294 | 0.5415 | 0.056* | |
C10 | 0.5321 (2) | 0.1420 (2) | 0.57900 (17) | 0.0407 (6) | |
H10 | 0.5346 | 0.1328 | 0.6427 | 0.049* | |
C11 | 0.61751 (19) | 0.1191 (2) | 0.54777 (16) | 0.0377 (5) | |
C12 | 0.7035 (2) | 0.0798 (2) | 0.61169 (19) | 0.0469 (6) | |
H12 | 0.7033 | 0.0664 | 0.6743 | 0.056* | |
C13 | 0.7860 (2) | 0.0617 (2) | 0.5824 (2) | 0.0495 (7) | |
H13 | 0.8424 | 0.0375 | 0.6253 | 0.059* | |
C14 | 0.78698 (19) | 0.0792 (2) | 0.4876 (2) | 0.0452 (6) | |
H14 | 0.8440 | 0.0666 | 0.4682 | 0.054* | |
C15 | 0.70435 (19) | 0.1145 (2) | 0.42392 (17) | 0.0393 (5) | |
C16 | 0.61780 (18) | 0.1388 (2) | 0.45268 (16) | 0.0364 (5) | |
C17 | 0.7761 (3) | 0.1084 (4) | 0.2912 (3) | 0.0785 (11) | |
H17A | 0.8281 | 0.1592 | 0.3194 | 0.118* | |
H17B | 0.7584 | 0.1192 | 0.2241 | 0.118* | |
H17C | 0.7975 | 0.0321 | 0.3052 | 0.118* | |
C18 | 0.3786 (3) | 0.1133 (3) | −0.00104 (19) | 0.0633 (9) | |
H18A | 0.3646 | 0.0340 | −0.0063 | 0.095* | |
H18B | 0.4423 | 0.1268 | −0.0109 | 0.095* | |
H18C | 0.3307 | 0.1534 | −0.0477 | 0.095* | |
Dy1 | 0.527482 (8) | 0.207652 (10) | 0.234090 (7) | 0.03310 (4) | |
H1 | 0.3368 (15) | 0.274 (2) | 0.3653 (19) | 0.049 (8)* | |
H2 | 0.452 (2) | 0.180 (2) | 0.4658 (9) | 0.050 (8)* | |
N1 | 0.28886 (15) | 0.26398 (19) | 0.38914 (15) | 0.0389 (5) | |
N2 | 0.45122 (17) | 0.1750 (2) | 0.52358 (14) | 0.0418 (5) | |
N3 | 0.5162 (2) | −0.0351 (2) | 0.19797 (19) | 0.0643 (7) | |
N4 | 0.57521 (19) | 0.3122 (2) | 0.07175 (16) | 0.0477 (6) | |
N5 | 0.58626 (16) | 0.42878 (19) | 0.31539 (14) | 0.0412 (5) | |
O1 | 0.37477 (11) | 0.22948 (15) | 0.25585 (11) | 0.0371 (4) | |
O2 | 0.37584 (14) | 0.15168 (17) | 0.09135 (12) | 0.0464 (4) | |
O3 | 0.54183 (13) | 0.17845 (18) | 0.39131 (12) | 0.0480 (5) | |
O4 | 0.69309 (13) | 0.13026 (18) | 0.32846 (12) | 0.0483 (5) | |
O5 | 0.47264 (19) | 0.01237 (19) | 0.25317 (15) | 0.0697 (7) | |
O6 | 0.5109 (3) | −0.1369 (2) | 0.1860 (2) | 0.1026 (10) | |
O7 | 0.56475 (17) | 0.02863 (18) | 0.15829 (15) | 0.0586 (5) | |
O8 | 0.62384 (19) | 0.2322 (2) | 0.11513 (17) | 0.0684 (7) | |
O9 | 0.5925 (2) | 0.3528 (2) | 0.00129 (17) | 0.0767 (7) | |
O10 | 0.50641 (15) | 0.3465 (2) | 0.10457 (15) | 0.0591 (5) | |
O11 | 0.49884 (14) | 0.39756 (17) | 0.29500 (16) | 0.0531 (5) | |
O12 | 0.61122 (16) | 0.52094 (17) | 0.35117 (14) | 0.0565 (5) | |
O13 | 0.64723 (13) | 0.35980 (17) | 0.29731 (15) | 0.0532 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0348 (11) | 0.0314 (11) | 0.0346 (11) | −0.0017 (9) | 0.0074 (9) | 0.0008 (9) |
C2 | 0.0440 (13) | 0.0367 (13) | 0.0341 (11) | −0.0039 (11) | 0.0091 (10) | −0.0033 (10) |
C3 | 0.0588 (17) | 0.0428 (14) | 0.0395 (13) | −0.0086 (13) | 0.0020 (12) | −0.0061 (11) |
C4 | 0.0464 (15) | 0.0521 (16) | 0.0559 (16) | −0.0168 (13) | −0.0027 (13) | −0.0037 (14) |
C5 | 0.0362 (13) | 0.0471 (15) | 0.0557 (16) | −0.0084 (12) | 0.0084 (12) | 0.0055 (13) |
C6 | 0.0327 (11) | 0.0353 (12) | 0.0406 (12) | −0.0043 (9) | 0.0091 (10) | 0.0028 (10) |
C7 | 0.0349 (12) | 0.0386 (12) | 0.0460 (13) | −0.0003 (10) | 0.0176 (10) | 0.0031 (11) |
C8 | 0.0478 (14) | 0.0504 (15) | 0.0433 (13) | −0.0048 (12) | 0.0225 (11) | −0.0145 (12) |
C9 | 0.0492 (14) | 0.0586 (17) | 0.0376 (12) | −0.0106 (13) | 0.0231 (11) | −0.0047 (12) |
C10 | 0.0553 (15) | 0.0370 (13) | 0.0310 (11) | −0.0091 (11) | 0.0128 (11) | 0.0011 (10) |
C11 | 0.0473 (13) | 0.0319 (12) | 0.0323 (11) | −0.0022 (10) | 0.0069 (10) | 0.0017 (10) |
C12 | 0.0585 (17) | 0.0394 (14) | 0.0372 (13) | −0.0020 (12) | 0.0014 (12) | 0.0035 (11) |
C13 | 0.0491 (15) | 0.0404 (14) | 0.0510 (15) | 0.0051 (12) | −0.0028 (12) | 0.0060 (12) |
C14 | 0.0400 (13) | 0.0362 (13) | 0.0584 (16) | 0.0049 (11) | 0.0103 (12) | 0.0013 (12) |
C15 | 0.0442 (13) | 0.0342 (12) | 0.0397 (12) | 0.0047 (11) | 0.0109 (11) | 0.0004 (10) |
C16 | 0.0394 (12) | 0.0353 (12) | 0.0339 (11) | 0.0025 (10) | 0.0077 (10) | 0.0001 (10) |
C17 | 0.060 (2) | 0.118 (3) | 0.069 (2) | 0.037 (2) | 0.0370 (17) | 0.013 (2) |
C18 | 0.077 (2) | 0.082 (2) | 0.0358 (14) | 0.0003 (18) | 0.0229 (14) | −0.0122 (15) |
Dy1 | 0.03516 (6) | 0.03925 (7) | 0.02910 (6) | 0.00211 (5) | 0.01592 (4) | −0.00037 (5) |
N1 | 0.0366 (11) | 0.0468 (12) | 0.0382 (11) | −0.0022 (9) | 0.0185 (9) | −0.0047 (9) |
N2 | 0.0471 (12) | 0.0519 (13) | 0.0294 (10) | −0.0044 (10) | 0.0153 (9) | −0.0019 (9) |
N3 | 0.102 (2) | 0.0461 (14) | 0.0522 (14) | 0.0068 (15) | 0.0325 (15) | −0.0015 (12) |
N4 | 0.0601 (14) | 0.0470 (13) | 0.0439 (12) | −0.0118 (11) | 0.0278 (11) | −0.0022 (10) |
N5 | 0.0432 (12) | 0.0462 (12) | 0.0361 (10) | −0.0041 (10) | 0.0136 (9) | −0.0033 (9) |
O1 | 0.0298 (8) | 0.0492 (10) | 0.0333 (8) | −0.0072 (7) | 0.0097 (7) | −0.0093 (7) |
O2 | 0.0515 (11) | 0.0581 (12) | 0.0320 (8) | −0.0042 (9) | 0.0151 (8) | −0.0092 (8) |
O3 | 0.0409 (9) | 0.0740 (13) | 0.0309 (8) | 0.0142 (9) | 0.0126 (7) | 0.0078 (9) |
O4 | 0.0438 (10) | 0.0643 (12) | 0.0418 (9) | 0.0167 (9) | 0.0199 (8) | 0.0047 (9) |
O5 | 0.117 (2) | 0.0492 (12) | 0.0607 (13) | 0.0073 (12) | 0.0550 (14) | 0.0087 (10) |
O6 | 0.162 (3) | 0.0501 (14) | 0.113 (2) | −0.0049 (16) | 0.066 (2) | −0.0142 (15) |
O7 | 0.0759 (14) | 0.0541 (12) | 0.0556 (12) | 0.0009 (11) | 0.0345 (11) | −0.0100 (10) |
O8 | 0.0819 (16) | 0.0684 (14) | 0.0724 (15) | 0.0239 (13) | 0.0523 (13) | 0.0187 (12) |
O9 | 0.1095 (19) | 0.0714 (15) | 0.0662 (14) | −0.0062 (14) | 0.0538 (14) | 0.0168 (12) |
O10 | 0.0497 (11) | 0.0750 (14) | 0.0583 (12) | 0.0095 (11) | 0.0243 (10) | 0.0189 (11) |
O11 | 0.0401 (10) | 0.0494 (11) | 0.0741 (13) | −0.0049 (9) | 0.0221 (9) | −0.0172 (10) |
O12 | 0.0668 (13) | 0.0481 (11) | 0.0540 (11) | −0.0170 (10) | 0.0137 (10) | −0.0135 (9) |
O13 | 0.0377 (9) | 0.0549 (12) | 0.0677 (13) | 0.0011 (9) | 0.0142 (9) | −0.0042 (10) |
C1—O1 | 1.306 (3) | C15—O4 | 1.379 (3) |
C1—C6 | 1.414 (3) | C15—C16 | 1.417 (3) |
C1—C2 | 1.415 (3) | C16—O3 | 1.305 (3) |
C2—C3 | 1.367 (4) | C17—O4 | 1.434 (3) |
C2—O2 | 1.373 (3) | C17—H17A | 0.9600 |
C3—C4 | 1.409 (4) | C17—H17B | 0.9600 |
C3—H3 | 0.9300 | C17—H17C | 0.9600 |
C4—C5 | 1.353 (4) | C18—O2 | 1.436 (3) |
C4—H4 | 0.9300 | C18—H18A | 0.9600 |
C5—C6 | 1.410 (3) | C18—H18B | 0.9600 |
C5—H5 | 0.9300 | C18—H18C | 0.9600 |
C6—C7 | 1.416 (4) | Dy1—O1 | 2.2718 (18) |
C7—N1 | 1.299 (3) | Dy1—O3 | 2.2847 (18) |
C7—H7 | 0.9300 | Dy1—O10 | 2.472 (2) |
C8—N1 | 1.457 (3) | Dy1—O8 | 2.477 (2) |
C8—C9 | 1.515 (4) | Dy1—O5 | 2.480 (2) |
C8—H8A | 0.9700 | Dy1—O13 | 2.490 (2) |
C8—H8B | 0.9700 | Dy1—O11 | 2.492 (2) |
C9—N2 | 1.458 (3) | Dy1—O7 | 2.510 (2) |
C9—H9A | 0.9700 | Dy1—O4 | 2.5740 (19) |
C9—H9B | 0.9700 | Dy1—O2 | 2.6794 (19) |
C10—N2 | 1.288 (3) | N1—H1 | 0.843 (10) |
C10—C11 | 1.418 (4) | N2—H2 | 0.848 (10) |
C10—H10 | 0.9300 | N3—O6 | 1.219 (4) |
C11—C16 | 1.411 (3) | N3—O7 | 1.255 (3) |
C11—C12 | 1.416 (4) | N3—O5 | 1.263 (3) |
C12—C13 | 1.355 (4) | N4—O9 | 1.216 (3) |
C12—H12 | 0.9300 | N4—O8 | 1.248 (3) |
C13—C14 | 1.404 (4) | N4—O10 | 1.254 (3) |
C13—H13 | 0.9300 | N5—O12 | 1.225 (3) |
C14—C15 | 1.367 (4) | N5—O11 | 1.253 (3) |
C14—H14 | 0.9300 | N5—O13 | 1.262 (3) |
O1—C1—C6 | 122.3 (2) | O3—Dy1—O8 | 142.89 (8) |
O1—C1—C2 | 119.1 (2) | O10—Dy1—O8 | 50.68 (7) |
C6—C1—C2 | 118.6 (2) | O1—Dy1—O5 | 75.92 (7) |
C3—C2—O2 | 126.5 (2) | O3—Dy1—O5 | 72.40 (7) |
C3—C2—C1 | 120.9 (2) | O10—Dy1—O5 | 136.61 (8) |
O2—C2—C1 | 112.6 (2) | O8—Dy1—O5 | 115.47 (7) |
C2—C3—C4 | 119.6 (3) | O1—Dy1—O13 | 116.54 (6) |
C2—C3—H3 | 120.2 | O3—Dy1—O13 | 81.53 (7) |
C4—C3—H3 | 120.2 | O10—Dy1—O13 | 75.16 (8) |
C5—C4—C3 | 121.1 (2) | O8—Dy1—O13 | 74.63 (8) |
C5—C4—H4 | 119.4 | O5—Dy1—O13 | 146.88 (8) |
C3—C4—H4 | 119.4 | O1—Dy1—O11 | 66.62 (6) |
C4—C5—C6 | 120.4 (3) | O3—Dy1—O11 | 76.05 (7) |
C4—C5—H5 | 119.8 | O10—Dy1—O11 | 70.88 (8) |
C6—C5—H5 | 119.8 | O8—Dy1—O11 | 108.11 (8) |
C5—C6—C1 | 119.4 (2) | O5—Dy1—O11 | 136.15 (7) |
C5—C6—C7 | 120.6 (2) | O13—Dy1—O11 | 50.77 (6) |
C1—C6—C7 | 119.9 (2) | O1—Dy1—O7 | 117.92 (7) |
N1—C7—C6 | 123.0 (2) | O3—Dy1—O7 | 109.89 (7) |
N1—C7—H7 | 118.5 | O10—Dy1—O7 | 102.92 (8) |
C6—C7—H7 | 118.5 | O8—Dy1—O7 | 65.02 (8) |
N1—C8—C9 | 110.6 (2) | O5—Dy1—O7 | 50.60 (7) |
N1—C8—H8A | 109.5 | O13—Dy1—O7 | 125.42 (7) |
C9—C8—H8A | 109.5 | O11—Dy1—O7 | 173.06 (7) |
N1—C8—H8B | 109.5 | O1—Dy1—O4 | 137.24 (6) |
C9—C8—H8B | 109.5 | O3—Dy1—O4 | 64.10 (6) |
H8A—C8—H8B | 108.1 | O10—Dy1—O4 | 124.75 (6) |
N2—C9—C8 | 110.6 (2) | O8—Dy1—O4 | 80.47 (7) |
N2—C9—H9A | 109.5 | O5—Dy1—O4 | 82.78 (8) |
C8—C9—H9A | 109.5 | O13—Dy1—O4 | 67.37 (7) |
N2—C9—H9B | 109.5 | O11—Dy1—O4 | 109.69 (7) |
C8—C9—H9B | 109.5 | O7—Dy1—O4 | 70.93 (7) |
H9A—C9—H9B | 108.1 | O1—Dy1—O2 | 62.19 (6) |
N2—C10—C11 | 123.3 (2) | O3—Dy1—O2 | 127.01 (6) |
N2—C10—H10 | 118.4 | O10—Dy1—O2 | 69.28 (7) |
C11—C10—H10 | 118.4 | O8—Dy1—O2 | 87.36 (8) |
C16—C11—C12 | 119.6 (2) | O5—Dy1—O2 | 69.17 (7) |
C16—C11—C10 | 119.7 (2) | O13—Dy1—O2 | 143.90 (7) |
C12—C11—C10 | 120.6 (2) | O11—Dy1—O2 | 109.48 (6) |
C13—C12—C11 | 120.5 (3) | O7—Dy1—O2 | 70.17 (7) |
C13—C12—H12 | 119.7 | O4—Dy1—O2 | 140.83 (6) |
C11—C12—H12 | 119.7 | C7—N1—C8 | 126.0 (2) |
C12—C13—C14 | 120.5 (2) | C7—N1—H1 | 117 (2) |
C12—C13—H13 | 119.7 | C8—N1—H1 | 117 (2) |
C14—C13—H13 | 119.7 | C10—N2—C9 | 126.7 (2) |
C15—C14—C13 | 120.2 (3) | C10—N2—H2 | 115 (2) |
C15—C14—H14 | 119.9 | C9—N2—H2 | 118 (2) |
C13—C14—H14 | 119.9 | O6—N3—O7 | 123.5 (3) |
C14—C15—O4 | 126.7 (2) | O6—N3—O5 | 120.7 (3) |
C14—C15—C16 | 120.9 (2) | O7—N3—O5 | 115.8 (2) |
O4—C15—C16 | 112.4 (2) | O9—N4—O8 | 122.1 (3) |
O3—C16—C11 | 122.4 (2) | O9—N4—O10 | 122.2 (3) |
O3—C16—C15 | 119.5 (2) | O8—N4—O10 | 115.7 (2) |
C11—C16—C15 | 118.1 (2) | O12—N5—O11 | 121.9 (2) |
O4—C17—H17A | 109.5 | O12—N5—O13 | 121.9 (2) |
O4—C17—H17B | 109.5 | O11—N5—O13 | 116.2 (2) |
H17A—C17—H17B | 109.5 | C1—O1—Dy1 | 128.06 (15) |
O4—C17—H17C | 109.5 | C2—O2—C18 | 117.2 (2) |
H17A—C17—H17C | 109.5 | C2—O2—Dy1 | 114.15 (13) |
H17B—C17—H17C | 109.5 | C18—O2—Dy1 | 127.57 (18) |
O2—C18—H18A | 109.5 | C16—O3—Dy1 | 126.91 (15) |
O2—C18—H18B | 109.5 | C15—O4—C17 | 117.4 (2) |
H18A—C18—H18B | 109.5 | C15—O4—Dy1 | 116.98 (14) |
O2—C18—H18C | 109.5 | C17—O4—Dy1 | 125.54 (18) |
H18A—C18—H18C | 109.5 | N3—O5—Dy1 | 97.43 (18) |
H18B—C18—H18C | 109.5 | N3—O7—Dy1 | 96.15 (16) |
O1—Dy1—O3 | 74.18 (6) | N4—O8—Dy1 | 96.75 (16) |
O1—Dy1—O10 | 95.32 (7) | N4—O10—Dy1 | 96.83 (16) |
O3—Dy1—O10 | 146.76 (8) | N5—O11—Dy1 | 96.59 (15) |
O1—Dy1—O8 | 142.24 (7) | N5—O13—Dy1 | 96.40 (14) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3 | 0.85 (2) | 1.87 (3) | 2.570 (3) | 139 (1) |
C8—H8B···O12i | 0.97 | 2.51 | 3.245 (3) | 133 |
C10—H10···O5ii | 0.93 | 2.32 | 3.076 (3) | 138 |
C3—H3···O12iii | 0.93 | 2.51 | 3.351 (3) | 151 |
C7—H7···O9iv | 0.93 | 2.56 | 3.376 (3) | 147 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y, −z+1; (iii) x−1/2, −y+1/2, z−1/2; (iv) x−1/2, −y+1/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Dy(NO3)3(C18H20N2O4)] |
Mr | 676.89 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 291 |
a, b, c (Å) | 14.126 (5), 11.860 (4), 14.628 (4) |
β (°) | 104.302 (12) |
V (Å3) | 2374.7 (13) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 3.22 |
Crystal size (mm) | 0.29 × 0.28 × 0.24 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID diffractometer |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.454, 0.513 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22587, 5430, 4850 |
Rint | 0.021 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.020, 0.045, 1.10 |
No. of reflections | 5430 |
No. of parameters | 344 |
No. of restraints | 14 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.41, −0.54 |
Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Dy1—O1 | 2.2718 (18) | Dy1—O13 | 2.490 (2) |
Dy1—O3 | 2.2847 (18) | Dy1—O11 | 2.492 (2) |
Dy1—O10 | 2.472 (2) | Dy1—O7 | 2.510 (2) |
Dy1—O8 | 2.477 (2) | Dy1—O4 | 2.5740 (19) |
Dy1—O5 | 2.480 (2) | Dy1—O2 | 2.6794 (19) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3 | 0.850 (15) | 1.87 (3) | 2.570 (3) | 139.3 (14) |
C8—H8B···O12i | 0.97 | 2.51 | 3.245 (3) | 133 |
C10—H10···O5ii | 0.93 | 2.32 | 3.076 (3) | 138 |
C3—H3···O12iii | 0.93 | 2.51 | 3.351 (3) | 151 |
C7—H7···O9iv | 0.93 | 2.56 | 3.376 (3) | 147 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y, −z+1; (iii) x−1/2, −y+1/2, z−1/2; (iv) x−1/2, −y+1/2, z+1/2. |
Acknowledgements
The authors gratefully acknowledge financial support from the National Natural Science Foundation of China (Nos. 20672032 and 20872030), the Key Laboratory of Heilongjiang Province and the Education Department of Heilongjiang Province (Nos. ZJG0504, JC200605, 1152GZD02, GZ08A401, 11531284, 2006FRFLXG031 and 2007RFQXG096) and Heilongjiang University.
References
Gao, T., Yan, P. F., Li, G. M., Hou, G. F. & Gao, J. S. (2008). Inorg. Chim. Acta, 361, 2051–2058. Web of Science CSD CrossRef CAS Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc., The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Schiff base lanthanide complexes are currently of great interest because of their unique physicochemical properties and various applications as new materials. Moreover, the luminescence and magnetic properties of lanthanide complexes have recently aroused much attention.
As shown in Fig. 1, the ten-coordinate dysprosium(III) ion adopts a hexadecahedron geometry provided by the O atoms of three bidentate nitrate anions and by one ligand that utilizes two hydroxyl and two methoxy oxygen atoms, while the protonated nitrogen atoms remain uncoordinated. The title compound is isostructural with the corresponding Nd, Eu and Tb complexes (Gao et al., 2008). The Dy—O bond distances (Table 1) range from 2.2718 (18) to 2.6794 (19) Å, the shorter bonds involving the O1 and O3 deprotonated phenol oxygen atoms. The crystal structure is stabilized by intra- and intermolecular N—H···O and C—H···O hydrogen bonds (Table 2).