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The synthesis and crystal structures of three new yttrium crotonate (crot) compounds, associated with three different nitrogenous bases, namely 1,10-phenanthroline (phen), 4-methyl-1,10-phenanthroline (mphen) and 2,2′-bipyridylamine (bpa), are presented. All three compounds organize as centrosymmetric dimers, to give tetra-μ-crotonato-bis[crotonato(1,10-phenanthroline)yttrium(III)] dihydrate, [Y2(C4H5O2)6(C12H8N2)2]·2H2O or [Y(crot)3(phen)]2·2H2O, (I), tetra-μ-crotonato-bis[crotonato(4-methyl-1,10-phenanthroline)yttrium(III)] dihydrate, [Y2(C4H5O2)6(C13H10N2)2]·2H2O or [Y(crot)3(mphen)]2·2H2O, (II), and tetra-μ-crotonato-bis[diaqua(crotonato)yttrium(III)] 2,2′-bipyridylamine tetrasolvate, [Y2(C4H5O2)6(H2O)4]·4C10H9N3 or [Y(crot)3(aq)2]2·4(bpa), (III). Complexes (I) and (II) are isomorphous, with the bases acting as chelating ligands. In complex (III), the coordination sphere is built up of carboxylate and aqua ligands, with the non-coordinated diimine acting as included solvent.
Supporting information
CCDC references: 193631; 193632; 193633
The three complexes, (I), (II) and (III), were synthesized by similar methods. A mixture of Y2O3 (1 mmol) and crotonic acid (6 mmol) was dissolved in water (100 ml), followed by the addition of the appropriate diimine ligand (1 mmol) dissolved in methanol (10 ml). The resultant mixture was refluxed for 24 h, filtered while hot and then concentrated to 25 ml. The filtrate was left to stand at room temperature and colourless crystals appeared after four weeks. Those corresponding to compounds (I) and (II) were very poorly diffracting, and the reported data correspond to the best of many data collections obtained from different specimens. All starting materials were used as purchased without further purification. Elemental analyses (C, H) were performed on a Carlo-Erba EA 1108 instrument; the results obtained (% calculated/% found) are as follows: for (I), C48H50N4O14Y2: C 53.15/52.9 and H 4.65/4.5; for (II), C50H54N4O14Y2: C 53.97/54.1 and H 4.89/4.8; for (III), C64H74N12O16Y2: C 53.19/53.4 and H 5.16/5.3.
H atoms unambiguously defined by the stereochemistry (on C atoms) were placed at their calculated positions and allowed to ride on their parent C atoms with Uiso(H) = 1.2Ueq(C). Terminal methyl groups were allowed to rotate as well. H atoms corresponding to the (disordered) hydrate water molecules in structures (I) and (II) were not included in the model. In structure (III), the bound water H atoms were found in the final difference Fourier map and, together with the amino H atoms, were refined with similarity restraints on O—H, H···H and N—H distances, so as to ensure a reasonable geometry.
For all compounds, data collection: SMART-NT (Bruker, 2001); cell refinement: SMART-NT; data reduction: SAINT-NT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL/PC (Sheldrick, 1994); software used to prepare material for publication: SHELXL97.
(I) tetrakis(µ-crotonato-1:2
κ2O:
O')bis[(crotonato-
κ2O,
O')(1,10- phenanthroline-
κ2N,
N')yttrium(III)] dihydrate
top
Crystal data top
[Y2(C4H5O2)6(C12H8N2)2]·2H2O | Z = 1 |
Mr = 1084.74 | F(000) = 556 |
Triclinic, P1 | Dx = 1.480 Mg m−3 |
a = 10.5565 (14) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9994 (15) Å | Cell parameters from 98 reflections |
c = 11.4194 (15) Å | θ = 4.3–24.1° |
α = 78.966 (2)° | µ = 2.44 mm−1 |
β = 71.685 (2)° | T = 293 K |
γ = 77.256 (3)° | Prisms, colourless |
V = 1217.1 (3) Å3 | 0.32 × 0.24 × 0.18 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 5136 independent reflections |
Radiation source: fine-focus sealed tube | 1717 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.059 |
ϕ and ω scans | θmax = 28.1°, θmin = 1.9° |
Absorption correction: multi scan (SADABS in SAINT-NT; Bruker, 2000) | h = −12→13 |
Tmin = 0.50, Tmax = 0.64 | k = −13→14 |
6943 measured reflections | l = 0→14 |
Refinement top
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.115 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.86 | w = 1/[σ2(Fo2) + (0.008P)2] where P = (Fo2 + 2Fc2)/3 |
5136 reflections | (Δ/σ)max = 0.012 |
348 parameters | Δρmax = 0.73 e Å−3 |
10 restraints | Δρmin = −0.65 e Å−3 |
Crystal data top
[Y2(C4H5O2)6(C12H8N2)2]·2H2O | γ = 77.256 (3)° |
Mr = 1084.74 | V = 1217.1 (3) Å3 |
Triclinic, P1 | Z = 1 |
a = 10.5565 (14) Å | Mo Kα radiation |
b = 10.9994 (15) Å | µ = 2.44 mm−1 |
c = 11.4194 (15) Å | T = 293 K |
α = 78.966 (2)° | 0.32 × 0.24 × 0.18 mm |
β = 71.685 (2)° | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 5136 independent reflections |
Absorption correction: multi scan (SADABS in SAINT-NT; Bruker, 2000) | 1717 reflections with I > 2σ(I) |
Tmin = 0.50, Tmax = 0.64 | Rint = 0.059 |
6943 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.057 | 10 restraints |
wR(F2) = 0.115 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.86 | Δρmax = 0.73 e Å−3 |
5136 reflections | Δρmin = −0.65 e Å−3 |
348 parameters | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Y1 | 0.49556 (8) | 0.63777 (8) | 0.36509 (7) | 0.0356 (2) | |
C1A | 0.2984 (10) | 0.6703 (10) | 0.2453 (10) | 0.059 (3) | |
C2A' | 0.2111 (12) | 0.6545 (18) | 0.1710 (15) | 0.048 (7) | 0.53 (2) |
H2AA | 0.2456 | 0.6078 | 0.1046 | 0.058* | 0.53 (2) |
C3A' | 0.0839 (12) | 0.7087 (17) | 0.2029 (16) | 0.048 (6) | 0.53 (2) |
H3AA | 0.0561 | 0.7596 | 0.2658 | 0.057* | 0.53 (2) |
C4A' | −0.0214 (17) | 0.694 (3) | 0.144 (2) | 0.074 (9) | 0.53 (2) |
H4AA | −0.1019 | 0.7546 | 0.1695 | 0.111* | 0.53 (2) |
H4AB | −0.0429 | 0.6107 | 0.1697 | 0.111* | 0.53 (2) |
H4AC | 0.0140 | 0.7070 | 0.0548 | 0.111* | 0.53 (2) |
C2A" | 0.1608 (15) | 0.698 (2) | 0.2244 (19) | 0.063 (9) | 0.47 (2) |
H2AB | 0.0925 | 0.7586 | 0.2639 | 0.076* | 0.47 (2) |
C3A" | 0.1411 (16) | 0.634 (2) | 0.1489 (17) | 0.057 (8) | 0.47 (2) |
H3AB | 0.2155 | 0.5778 | 0.1109 | 0.068* | 0.47 (2) |
C4A" | 0.013 (2) | 0.641 (3) | 0.115 (3) | 0.080 (10) | 0.47 (2) |
H4AD | −0.0106 | 0.5581 | 0.1320 | 0.121* | 0.47 (2) |
H4AE | 0.0258 | 0.6714 | 0.0286 | 0.121* | 0.47 (2) |
H4AF | −0.0594 | 0.6963 | 0.1641 | 0.097* | 0.47 (2) |
O1A | 0.4036 (7) | 0.5969 (6) | 0.2048 (5) | 0.069 (2) | |
O2A | 0.2789 (6) | 0.7369 (6) | 0.3264 (5) | 0.0640 (19) | |
C1B | 0.3245 (8) | 0.6522 (8) | 0.6684 (7) | 0.043 (2) | |
C2B | 0.2372 (8) | 0.7323 (7) | 0.7602 (7) | 0.054 (3) | |
H2BA | 0.2191 | 0.6974 | 0.8434 | 0.065* | |
C3B | 0.1825 (7) | 0.8483 (7) | 0.7358 (7) | 0.055 (3) | |
H3BA | 0.1995 | 0.8810 | 0.6521 | 0.066* | |
C4B | 0.0950 (8) | 0.9361 (7) | 0.8269 (7) | 0.074 (3) | |
H4BA | 0.0100 | 0.9673 | 0.8087 | 0.110* | |
H4BB | 0.1397 | 1.0053 | 0.8203 | 0.110* | |
H4BC | 0.0795 | 0.8919 | 0.9098 | 0.110* | |
O1B | 0.3677 (5) | 0.7015 (4) | 0.5563 (4) | 0.0454 (14) | |
O2B | 0.3558 (5) | 0.5371 (5) | 0.7068 (4) | 0.0476 (15) | |
C1C | 0.7002 (7) | 0.6059 (8) | 0.4945 (7) | 0.040 (2) | |
C2C | 0.8040 (7) | 0.5972 (7) | 0.5567 (6) | 0.041 (2) | |
H2CA | 0.8097 | 0.5316 | 0.6207 | 0.049* | |
C3C | 0.8890 (7) | 0.6746 (7) | 0.5291 (6) | 0.045 (2) | |
H3CA | 0.8843 | 0.7368 | 0.4620 | 0.054* | |
C4C | 0.9914 (7) | 0.6762 (8) | 0.5903 (7) | 0.060 (3) | |
H4CA | 1.0797 | 0.6646 | 0.5317 | 0.089* | |
H4CB | 0.9872 | 0.6095 | 0.6586 | 0.089* | |
H4CC | 0.9744 | 0.7554 | 0.6208 | 0.089* | |
O1C | 0.6188 (4) | 0.5264 (5) | 0.5298 (4) | 0.0419 (14) | |
O2C | 0.6873 (5) | 0.6874 (5) | 0.4030 (4) | 0.0453 (15) | |
N1 | 0.4874 (5) | 0.8785 (6) | 0.3214 (6) | 0.0415 (17) | |
N2 | 0.6312 (6) | 0.7228 (6) | 0.1451 (5) | 0.0424 (18) | |
C1 | 0.4189 (6) | 0.9540 (7) | 0.4049 (7) | 0.056 (3) | |
H1A | 0.3756 | 0.9184 | 0.4841 | 0.068* | |
C2 | 0.4078 (8) | 1.0834 (8) | 0.3815 (8) | 0.065 (3) | |
H2A | 0.3570 | 1.1331 | 0.4433 | 0.078* | |
C3 | 0.4733 (8) | 1.1376 (8) | 0.2647 (8) | 0.060 (3) | |
H3A | 0.4683 | 1.2244 | 0.2480 | 0.071* | |
C4 | 0.5466 (8) | 1.0630 (8) | 0.1726 (7) | 0.046 (2) | |
C5 | 0.6112 (8) | 1.1152 (8) | 0.0494 (7) | 0.055 (3) | |
H5A | 0.6049 | 1.2019 | 0.0288 | 0.067* | |
C6 | 0.6808 (8) | 1.0393 (8) | −0.0363 (8) | 0.058 (3) | |
H6A | 0.7233 | 1.0743 | −0.1161 | 0.070* | |
C7 | 0.6915 (8) | 0.9051 (8) | −0.0082 (7) | 0.047 (2) | |
C8 | 0.7612 (8) | 0.8211 (8) | −0.0947 (7) | 0.059 (3) | |
H8A | 0.8064 | 0.8518 | −0.1753 | 0.070* | |
C9 | 0.7637 (8) | 0.6931 (8) | −0.0616 (7) | 0.061 (3) | |
H9A | 0.8106 | 0.6379 | −0.1194 | 0.073* | |
C10 | 0.6957 (8) | 0.6477 (8) | 0.0585 (7) | 0.050 (2) | |
H10A | 0.6951 | 0.5618 | 0.0791 | 0.060* | |
C11 | 0.6252 (7) | 0.8514 (8) | 0.1134 (7) | 0.039 (2) | |
C12 | 0.5516 (7) | 0.9321 (8) | 0.2040 (7) | 0.039 (2) | |
O1WA | 0.1048 (6) | 0.9649 (6) | 0.3845 (5) | 0.052 (2) | 0.737 (5) |
O1WB | 0.5095 (17) | 0.4230 (17) | 0.0554 (15) | 0.052 (2) | 0.263 (5) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Y1 | 0.0431 (5) | 0.0304 (5) | 0.0314 (4) | −0.0101 (4) | −0.0098 (4) | 0.0033 (3) |
C1A | 0.053 (6) | 0.071 (7) | 0.064 (6) | −0.032 (5) | −0.038 (5) | 0.028 (5) |
C2A' | 0.076 (14) | 0.036 (12) | 0.041 (12) | −0.023 (10) | −0.023 (10) | 0.004 (9) |
C3A' | 0.037 (11) | 0.055 (12) | 0.057 (12) | −0.005 (10) | −0.030 (9) | 0.005 (9) |
C4A' | 0.046 (12) | 0.082 (17) | 0.076 (14) | 0.014 (11) | −0.014 (11) | −0.002 (12) |
C2A" | 0.054 (16) | 0.064 (16) | 0.057 (15) | −0.012 (13) | −0.006 (12) | 0.012 (11) |
C3A" | 0.053 (15) | 0.067 (15) | 0.062 (13) | −0.019 (12) | −0.033 (11) | 0.001 (10) |
C4A" | 0.079 (17) | 0.064 (17) | 0.099 (17) | −0.027 (13) | −0.027 (14) | 0.010 (13) |
O1A | 0.085 (5) | 0.079 (5) | 0.050 (4) | −0.037 (4) | −0.021 (4) | 0.006 (4) |
O2A | 0.060 (4) | 0.055 (5) | 0.073 (5) | −0.010 (4) | −0.027 (4) | 0.016 (4) |
C1B | 0.043 (6) | 0.046 (6) | 0.034 (5) | −0.007 (5) | −0.003 (4) | −0.002 (5) |
C2B | 0.073 (7) | 0.043 (6) | 0.029 (5) | 0.000 (6) | 0.004 (5) | −0.006 (5) |
C3B | 0.045 (6) | 0.059 (7) | 0.055 (6) | −0.006 (6) | −0.001 (5) | −0.021 (5) |
C4B | 0.075 (7) | 0.053 (7) | 0.096 (8) | −0.004 (6) | −0.026 (6) | −0.022 (6) |
O1B | 0.059 (4) | 0.028 (3) | 0.036 (3) | −0.003 (3) | 0.000 (3) | −0.004 (3) |
O2B | 0.062 (4) | 0.032 (4) | 0.034 (3) | −0.006 (3) | −0.001 (3) | 0.008 (3) |
C1C | 0.041 (6) | 0.036 (6) | 0.038 (5) | −0.014 (5) | −0.001 (4) | −0.003 (4) |
C2C | 0.046 (6) | 0.042 (6) | 0.036 (5) | −0.009 (5) | −0.020 (4) | 0.007 (4) |
C3C | 0.038 (6) | 0.063 (7) | 0.035 (5) | −0.020 (5) | −0.007 (4) | 0.000 (5) |
C4C | 0.047 (6) | 0.079 (8) | 0.058 (6) | −0.021 (5) | −0.014 (5) | −0.012 (5) |
O1C | 0.044 (4) | 0.044 (4) | 0.043 (3) | −0.023 (3) | −0.013 (3) | 0.002 (3) |
O2C | 0.056 (4) | 0.040 (4) | 0.041 (3) | −0.018 (3) | −0.018 (3) | 0.012 (3) |
N1 | 0.046 (5) | 0.027 (4) | 0.048 (4) | −0.003 (4) | −0.010 (4) | −0.003 (4) |
N2 | 0.052 (5) | 0.043 (5) | 0.033 (4) | −0.015 (4) | −0.015 (3) | 0.007 (4) |
C1 | 0.066 (7) | 0.035 (6) | 0.059 (6) | 0.001 (5) | −0.018 (5) | 0.007 (5) |
C2 | 0.080 (7) | 0.034 (6) | 0.065 (7) | 0.006 (6) | −0.007 (6) | −0.014 (5) |
C3 | 0.066 (7) | 0.026 (6) | 0.076 (7) | −0.008 (5) | −0.018 (6) | 0.012 (5) |
C4 | 0.050 (6) | 0.029 (6) | 0.056 (6) | 0.001 (5) | −0.018 (5) | −0.002 (5) |
C5 | 0.067 (7) | 0.045 (6) | 0.046 (6) | −0.015 (6) | −0.014 (5) | 0.017 (5) |
C6 | 0.063 (7) | 0.043 (7) | 0.063 (7) | −0.024 (6) | −0.019 (5) | 0.026 (5) |
C7 | 0.044 (6) | 0.064 (7) | 0.033 (5) | −0.018 (5) | −0.014 (4) | 0.012 (5) |
C8 | 0.071 (7) | 0.067 (7) | 0.029 (5) | −0.023 (6) | −0.004 (5) | 0.010 (5) |
C9 | 0.077 (7) | 0.059 (7) | 0.036 (6) | −0.002 (6) | −0.003 (5) | −0.012 (5) |
C10 | 0.075 (7) | 0.046 (6) | 0.027 (5) | −0.017 (5) | −0.003 (5) | −0.010 (5) |
C11 | 0.034 (5) | 0.050 (6) | 0.035 (5) | −0.009 (5) | −0.015 (4) | 0.005 (5) |
C12 | 0.041 (6) | 0.037 (6) | 0.035 (5) | −0.004 (5) | −0.012 (4) | 0.007 (4) |
O1WA | 0.053 (5) | 0.044 (5) | 0.043 (4) | 0.014 (4) | −0.011 (4) | −0.001 (3) |
O1WB | 0.053 (5) | 0.044 (5) | 0.043 (4) | 0.014 (4) | −0.011 (4) | −0.001 (3) |
Geometric parameters (Å, º) top
Y1—O2Bi | 2.302 (5) | C4B—H4BA | 0.9600 |
Y1—O1Ci | 2.320 (5) | C4B—H4BB | 0.9600 |
Y1—O1B | 2.323 (5) | C4B—H4BC | 0.9600 |
Y1—O2C | 2.390 (5) | C1C—O2C | 1.261 (8) |
Y1—O2A | 2.442 (5) | C1C—O1C | 1.282 (7) |
Y1—O1A | 2.474 (6) | C1C—C2C | 1.460 (7) |
Y1—N2 | 2.582 (6) | C2C—C3C | 1.298 (7) |
Y1—O1C | 2.585 (4) | C2C—H2CA | 0.9300 |
Y1—N1 | 2.586 (6) | C3C—C4C | 1.465 (7) |
Y1—C1A | 2.757 (8) | C3C—H3CA | 0.9300 |
Y1—C1C | 2.907 (7) | C4C—H4CA | 0.9600 |
Y1—Y1i | 3.8948 (16) | C4C—H4CB | 0.9600 |
C1A—O2A | 1.228 (10) | C4C—H4CC | 0.9600 |
C1A—O1A | 1.235 (10) | N1—C1 | 1.314 (8) |
C1A—C2A' | 1.489 (11) | N1—C12 | 1.381 (7) |
C1A—C2A" | 1.501 (11) | N2—C10 | 1.329 (8) |
C2A'—C3A' | 1.309 (12) | N2—C11 | 1.384 (8) |
C2A'—H2AA | 0.9300 | C1—C2 | 1.383 (8) |
C3A'—C4A' | 1.520 (11) | C1—H1A | 0.9300 |
C3A'—H3AA | 0.9300 | C2—C3 | 1.382 (8) |
C4A'—H4AA | 0.9600 | C2—H2A | 0.9300 |
C4A'—H4AB | 0.9600 | C3—C4 | 1.384 (8) |
C4A'—H4AC | 0.9600 | C3—H3A | 0.9300 |
C2A"—C3A" | 1.300 (12) | C4—C12 | 1.409 (9) |
C2A"—H2AB | 0.9300 | C4—C5 | 1.426 (8) |
C3A"—C4A" | 1.506 (11) | C5—C6 | 1.336 (10) |
C3A"—H3AB | 0.9300 | C5—H5A | 0.9300 |
C4A"—H4AD | 0.9600 | C6—C7 | 1.437 (8) |
C4A"—H4AE | 0.9600 | C6—H6A | 0.9300 |
C4A"—H4AF | 0.9600 | C7—C8 | 1.401 (9) |
C1B—O2B | 1.265 (8) | C7—C11 | 1.422 (9) |
C1B—O1B | 1.272 (8) | C8—C9 | 1.383 (9) |
C1B—C2B | 1.454 (8) | C8—H8A | 0.9300 |
C2B—C3B | 1.296 (8) | C9—C10 | 1.387 (8) |
C2B—H2BA | 0.9300 | C9—H9A | 0.9300 |
C3B—C4B | 1.502 (8) | C10—H10A | 0.9300 |
C3B—H3BA | 0.9300 | C11—C12 | 1.416 (10) |
| | | |
O2Bi—Y1—O1Ci | 76.73 (17) | C3A"—C4A"—H4AE | 109.5 |
O2Bi—Y1—O1B | 137.35 (16) | H4AD—C4A"—H4AE | 109.5 |
O1Ci—Y1—O1B | 74.89 (17) | C3A"—C4A"—H4AF | 109.5 |
O2Bi—Y1—O2C | 84.32 (18) | H4AD—C4A"—H4AF | 109.5 |
O1Ci—Y1—O2C | 126.36 (16) | H4AE—C4A"—H4AF | 109.5 |
O1B—Y1—O2C | 87.55 (17) | C1A—O1A—Y1 | 89.6 (6) |
O2Bi—Y1—O2A | 130.0 (2) | C1A—O2A—Y1 | 91.2 (6) |
O1Ci—Y1—O2A | 84.02 (17) | O2B—C1B—O1B | 124.0 (7) |
O1B—Y1—O2A | 77.55 (19) | O2B—C1B—C2B | 117.1 (7) |
O2C—Y1—O2A | 141.39 (19) | O1B—C1B—C2B | 118.9 (7) |
O2Bi—Y1—O1A | 77.9 (2) | C3B—C2B—C1B | 125.4 (7) |
O1Ci—Y1—O1A | 78.43 (17) | C3B—C2B—H2BA | 117.3 |
O1B—Y1—O1A | 125.5 (2) | C1B—C2B—H2BA | 117.3 |
O2C—Y1—O1A | 145.05 (18) | C2B—C3B—C4B | 127.6 (8) |
O2A—Y1—O1A | 53.0 (2) | C2B—C3B—H3BA | 116.2 |
O2Bi—Y1—N2 | 76.40 (19) | C4B—C3B—H3BA | 116.2 |
O1Ci—Y1—N2 | 141.33 (19) | C3B—C4B—H4BA | 109.5 |
O1B—Y1—N2 | 141.87 (19) | C3B—C4B—H4BB | 109.5 |
O2C—Y1—N2 | 77.62 (17) | H4BA—C4B—H4BB | 109.5 |
O2A—Y1—N2 | 92.45 (18) | C3B—C4B—H4BC | 109.5 |
O1A—Y1—N2 | 69.12 (18) | H4BA—C4B—H4BC | 109.5 |
O2Bi—Y1—O1C | 70.70 (16) | H4BB—C4B—H4BC | 109.5 |
O1Ci—Y1—O1C | 74.99 (16) | C1B—O1B—Y1 | 138.5 (5) |
O1B—Y1—O1C | 71.63 (16) | C1B—O2B—Y1i | 138.6 (5) |
O2C—Y1—O1C | 51.37 (14) | O2C—C1C—O1C | 116.5 (6) |
O2A—Y1—O1C | 146.21 (17) | O2C—C1C—C2C | 123.1 (6) |
O1A—Y1—O1C | 142.54 (19) | O1C—C1C—C2C | 120.3 (7) |
N2—Y1—O1C | 120.43 (16) | O2C—C1C—Y1 | 53.8 (3) |
O2Bi—Y1—N1 | 136.54 (18) | O1C—C1C—Y1 | 62.8 (4) |
O1Ci—Y1—N1 | 146.63 (17) | C2C—C1C—Y1 | 176.8 (6) |
O1B—Y1—N1 | 77.77 (19) | C3C—C2C—C1C | 124.7 (7) |
O2C—Y1—N1 | 70.47 (14) | C3C—C2C—H2CA | 117.7 |
O2A—Y1—N1 | 71.63 (17) | C1C—C2C—H2CA | 117.7 |
O1A—Y1—N1 | 102.96 (18) | C2C—C3C—C4C | 128.1 (7) |
N2—Y1—N1 | 64.2 (2) | C2C—C3C—H3CA | 115.9 |
O1C—Y1—N1 | 113.78 (15) | C4C—C3C—H3CA | 115.9 |
O2Bi—Y1—C1A | 103.8 (3) | C3C—C4C—H4CA | 109.5 |
O1Ci—Y1—C1A | 78.8 (2) | C3C—C4C—H4CB | 109.5 |
O1B—Y1—C1A | 101.1 (3) | H4CA—C4C—H4CB | 109.5 |
O2C—Y1—C1A | 154.9 (2) | C3C—C4C—H4CC | 109.5 |
O2A—Y1—C1A | 26.4 (2) | H4CA—C4C—H4CC | 109.5 |
O1A—Y1—C1A | 26.6 (2) | H4CB—C4C—H4CC | 109.5 |
N2—Y1—C1A | 81.2 (2) | C1C—O1C—Y1i | 163.9 (5) |
O1C—Y1—C1A | 153.8 (2) | C1C—O1C—Y1 | 91.0 (4) |
N1—Y1—C1A | 88.2 (2) | Y1i—O1C—Y1 | 105.01 (16) |
O2Bi—Y1—C1C | 77.1 (2) | C1C—O2C—Y1 | 101.0 (4) |
O1Ci—Y1—C1C | 101.2 (2) | C1—N1—C12 | 117.8 (7) |
O1B—Y1—C1C | 77.94 (19) | C1—N1—Y1 | 122.8 (5) |
O2C—Y1—C1C | 25.22 (16) | C12—N1—Y1 | 119.4 (5) |
O2A—Y1—C1C | 152.6 (2) | C10—N2—C11 | 119.2 (7) |
O1A—Y1—C1C | 154.4 (2) | C10—N2—Y1 | 121.7 (5) |
N2—Y1—C1C | 99.35 (19) | C11—N2—Y1 | 118.7 (5) |
O1C—Y1—C1C | 26.18 (16) | N1—C1—C2 | 123.6 (8) |
N1—Y1—C1C | 91.36 (18) | N1—C1—H1A | 118.2 |
C1A—Y1—C1C | 179.0 (3) | C2—C1—H1A | 118.2 |
O2Bi—Y1—Y1i | 69.13 (11) | C3—C2—C1 | 118.9 (8) |
O1Ci—Y1—Y1i | 39.88 (11) | C3—C2—H2A | 120.6 |
O1B—Y1—Y1i | 68.62 (12) | C1—C2—H2A | 120.6 |
O2C—Y1—Y1i | 86.49 (12) | C2—C3—C4 | 120.2 (8) |
O2A—Y1—Y1i | 119.31 (13) | C2—C3—H3A | 119.9 |
O1A—Y1—Y1i | 114.05 (14) | C4—C3—H3A | 119.9 |
N2—Y1—Y1i | 143.24 (15) | C3—C4—C12 | 117.3 (8) |
O1C—Y1—Y1i | 35.12 (10) | C3—C4—C5 | 122.1 (8) |
N1—Y1—Y1i | 139.91 (13) | C12—C4—C5 | 120.6 (8) |
C1A—Y1—Y1i | 118.6 (2) | C6—C5—C4 | 119.9 (8) |
C1C—Y1—Y1i | 61.29 (15) | C6—C5—H5A | 120.1 |
O2A—C1A—O1A | 125.8 (9) | C4—C5—H5A | 120.1 |
O2A—C1A—C2A' | 132.1 (11) | C5—C6—C7 | 121.6 (8) |
O1A—C1A—C2A' | 102.1 (10) | C5—C6—H6A | 119.2 |
O2A—C1A—C2A" | 100.4 (10) | C7—C6—H6A | 119.2 |
O1A—C1A—C2A" | 133.6 (11) | C8—C7—C11 | 116.5 (8) |
O2A—C1A—Y1 | 62.3 (5) | C8—C7—C6 | 124.1 (8) |
O1A—C1A—Y1 | 63.8 (5) | C11—C7—C6 | 119.3 (8) |
C2A'—C1A—Y1 | 164.7 (10) | C9—C8—C7 | 120.8 (8) |
C2A"—C1A—Y1 | 159.9 (9) | C9—C8—H8A | 119.6 |
C3A'—C2A'—C1A | 117.5 (11) | C7—C8—H8A | 119.6 |
C3A'—C2A'—H2AA | 121.3 | C8—C9—C10 | 119.4 (8) |
C1A—C2A'—H2AA | 121.3 | C8—C9—H9A | 120.3 |
C2A'—C3A'—C4A' | 124.3 (13) | C10—C9—H9A | 120.3 |
C2A'—C3A'—H3AA | 117.8 | N2—C10—C9 | 122.3 (8) |
C4A'—C3A'—H3AA | 117.8 | N2—C10—H10A | 118.9 |
C3A"—C2A"—C1A | 117.3 (12) | C9—C10—H10A | 118.9 |
C3A"—C2A"—H2AB | 121.4 | N2—C11—C12 | 119.4 (7) |
C1A—C2A"—H2AB | 121.4 | N2—C11—C7 | 121.7 (8) |
C2A"—C3A"—C4A" | 127.9 (15) | C12—C11—C7 | 118.9 (7) |
C2A"—C3A"—H3AB | 116.0 | N1—C12—C4 | 122.2 (8) |
C4A"—C3A"—H3AB | 116.0 | N1—C12—C11 | 118.1 (7) |
C3A"—C4A"—H4AD | 109.5 | C4—C12—C11 | 119.6 (7) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
(II) tetrakis(µ-crotonato-1:2
κ2O:
O')bis[(crotonato-
κ2O,
O')(4-methyl-1,10- phenanthroline-
κ2N,
N')yttrium(III)] dihydrate
top
Crystal data top
[Y2(C4H5O2)6(C13H10N2)2]·2H2O | Z = 1 |
Mr = 1112.79 | F(000) = 572 |
Triclinic, P1 | Dx = 1.454 Mg m−3 |
a = 10.6924 (14) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9060 (15) Å | Cell parameters from 102 reflections |
c = 11.8528 (16) Å | θ = 3.8–22.9° |
α = 77.832 (2)° | µ = 2.34 mm−1 |
β = 72.329 (2)° | T = 293 K |
γ = 77.810 (2)° | Prism, colourless |
V = 1271.2 (3) Å3 | 0.22 × 0.20 × 0.14 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 5329 independent reflections |
Radiation source: fine-focus sealed tube | 2011 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
ϕ and ω scans | θmax = 28.0°, θmin = 1.8° |
Absorption correction: multi scan (SADABS in SAINT-NT; Bruker, 2000) | h = −13→9 |
Tmin = 0.61, Tmax = 0.72 | k = −13→11 |
7557 measured reflections | l = −15→14 |
Refinement top
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.084 | H-atom parameters constrained |
S = 0.83 | w = 1/[σ2(Fo2) + (0.026P)2] where P = (Fo2 + 2Fc2)/3 |
5329 reflections | (Δ/σ)max = 0.008 |
329 parameters | Δρmax = 0.34 e Å−3 |
4 restraints | Δρmin = −0.24 e Å−3 |
Crystal data top
[Y2(C4H5O2)6(C13H10N2)2]·2H2O | γ = 77.810 (2)° |
Mr = 1112.79 | V = 1271.2 (3) Å3 |
Triclinic, P1 | Z = 1 |
a = 10.6924 (14) Å | Mo Kα radiation |
b = 10.9060 (15) Å | µ = 2.34 mm−1 |
c = 11.8528 (16) Å | T = 293 K |
α = 77.832 (2)° | 0.22 × 0.20 × 0.14 mm |
β = 72.329 (2)° | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 5329 independent reflections |
Absorption correction: multi scan (SADABS in SAINT-NT; Bruker, 2000) | 2011 reflections with I > 2σ(I) |
Tmin = 0.61, Tmax = 0.72 | Rint = 0.030 |
7557 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.047 | 4 restraints |
wR(F2) = 0.084 | H-atom parameters constrained |
S = 0.83 | Δρmax = 0.34 e Å−3 |
5329 reflections | Δρmin = −0.24 e Å−3 |
329 parameters | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Y | 0.49920 (5) | 0.63572 (4) | 0.36343 (4) | 0.05767 (18) | |
C1A | 0.3100 (6) | 0.6578 (6) | 0.2374 (6) | 0.080 (2) | |
C2A | 0.2090 (6) | 0.6500 (6) | 0.1739 (6) | 0.107 (2) | |
H2A | 0.2354 | 0.6014 | 0.1125 | 0.129* | |
C3A | 0.1003 (6) | 0.7019 (6) | 0.1987 (5) | 0.121 (2) | |
H3A | 0.0762 | 0.7550 | 0.2563 | 0.145* | |
C4A | −0.0095 (5) | 0.6875 (6) | 0.1400 (5) | 0.165 (3) | |
H4A1 | 0.0271 | 0.6268 | 0.0858 | 0.247* | |
H4A2 | −0.0383 | 0.7682 | 0.0968 | 0.247* | |
H4A3 | −0.0839 | 0.6589 | 0.2017 | 0.247* | |
O1A | 0.4182 (4) | 0.5865 (3) | 0.2086 (3) | 0.0849 (12) | |
O2A | 0.2916 (3) | 0.7285 (3) | 0.3146 (3) | 0.0835 (11) | |
C1B | 0.3262 (5) | 0.6581 (5) | 0.6479 (5) | 0.0632 (14) | |
C2B | 0.2369 (5) | 0.7425 (5) | 0.7330 (5) | 0.0870 (18) | |
H2B | 0.2047 | 0.7041 | 0.8117 | 0.104* | |
C3B | 0.2006 (5) | 0.8588 (5) | 0.7103 (5) | 0.1002 (19) | |
H3B | 0.2284 | 0.8964 | 0.6307 | 0.120* | |
C4B | 0.1142 (5) | 0.9474 (6) | 0.8004 (5) | 0.157 (3) | |
H4B1 | 0.0324 | 0.9831 | 0.7800 | 0.236* | |
H4B2 | 0.1612 | 1.0145 | 0.7973 | 0.236* | |
H4B3 | 0.0955 | 0.8997 | 0.8799 | 0.236* | |
O1B | 0.3723 (3) | 0.7061 (3) | 0.5401 (3) | 0.0682 (10) | |
O2B | 0.3514 (3) | 0.5417 (3) | 0.6922 (2) | 0.0662 (9) | |
C1C | 0.6961 (5) | 0.6073 (5) | 0.4904 (4) | 0.0562 (13) | |
C2C | 0.8015 (5) | 0.5998 (4) | 0.5488 (4) | 0.0708 (15) | |
H2C | 0.8086 | 0.5335 | 0.6115 | 0.085* | |
C3C | 0.8838 (4) | 0.6781 (5) | 0.5191 (4) | 0.0766 (15) | |
H3C | 0.8752 | 0.7436 | 0.4561 | 0.092* | |
C4C | 0.9939 (5) | 0.6759 (5) | 0.5757 (5) | 0.120 (2) | |
H4C1 | 0.9865 | 0.6118 | 0.6457 | 0.180* | |
H4C2 | 0.9863 | 0.7573 | 0.5982 | 0.180* | |
H4C3 | 1.0785 | 0.6571 | 0.5192 | 0.180* | |
O1C | 0.6144 (3) | 0.5280 (3) | 0.5318 (2) | 0.0603 (8) | |
O2C | 0.6870 (3) | 0.6894 (3) | 0.4006 (3) | 0.0705 (9) | |
N1 | 0.4988 (3) | 0.8769 (4) | 0.3090 (4) | 0.0692 (12) | |
N2 | 0.6365 (4) | 0.7183 (4) | 0.1534 (4) | 0.0655 (11) | |
C1 | 0.4317 (4) | 0.9548 (5) | 0.3847 (5) | 0.0924 (18) | |
H1 | 0.3868 | 0.9200 | 0.4613 | 0.111* | |
C2 | 0.4231 (5) | 1.0879 (5) | 0.3577 (6) | 0.102 (2) | |
H2 | 0.3784 | 1.1387 | 0.4161 | 0.122* | |
C3 | 0.4813 (6) | 1.1399 (5) | 0.2450 (7) | 0.096 (2) | |
H3 | 0.4742 | 1.2277 | 0.2235 | 0.115* | 0.400 (5) |
C13' | 0.4730 (7) | 1.2818 (7) | 0.2001 (7) | 0.105 (3) | 0.600 (5) |
H13A | 0.4247 | 1.3274 | 0.2653 | 0.158* | 0.600 (5) |
H13B | 0.4281 | 1.3047 | 0.1381 | 0.158* | 0.600 (5) |
H13C | 0.5611 | 1.3030 | 0.1688 | 0.158* | 0.600 (5) |
C4 | 0.5520 (6) | 1.0605 (5) | 0.1612 (6) | 0.0787 (17) | |
C5 | 0.6180 (7) | 1.1082 (7) | 0.0401 (7) | 0.104 (2) | |
H5 | 0.6129 | 1.1955 | 0.0155 | 0.125* | |
C6 | 0.6860 (7) | 1.0310 (7) | −0.0374 (6) | 0.105 (2) | |
H6 | 0.7277 | 1.0644 | −0.1155 | 0.126* | |
C7 | 0.6961 (6) | 0.8964 (6) | −0.0023 (6) | 0.0769 (16) | |
C8 | 0.7691 (6) | 0.8108 (7) | −0.0805 (5) | 0.096 (2) | |
H8 | 0.8146 | 0.8407 | −0.1585 | 0.115* | 0.600 (5) |
C13" | 0.8261 (11) | 0.8706 (10) | −0.2070 (9) | 0.105 (3) | 0.400 (5) |
H13D | 0.9176 | 0.8767 | −0.2187 | 0.158* | 0.400 (5) |
H13E | 0.7771 | 0.9540 | −0.2221 | 0.158* | 0.400 (5) |
H13F | 0.8203 | 0.8193 | −0.2613 | 0.158* | 0.400 (5) |
C9 | 0.7731 (6) | 0.6850 (6) | −0.0424 (5) | 0.0949 (18) | |
H9 | 0.8200 | 0.6272 | −0.0939 | 0.114* | |
C10 | 0.7058 (6) | 0.6428 (5) | 0.0754 (5) | 0.0823 (17) | |
H10 | 0.7101 | 0.5556 | 0.1006 | 0.099* | |
C11 | 0.6322 (5) | 0.8440 (5) | 0.1149 (5) | 0.0661 (15) | |
C12 | 0.5583 (5) | 0.9288 (5) | 0.1973 (6) | 0.0636 (15) | |
O1WA | 0.1103 (7) | 0.9507 (6) | 0.3939 (6) | 0.164 (2) | 0.608 (4) |
O1WB | 0.5232 (11) | 0.4287 (10) | 0.0455 (10) | 0.164 (2) | 0.392 (4) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Y | 0.0661 (3) | 0.0440 (3) | 0.0693 (3) | −0.0121 (2) | −0.0330 (3) | 0.0025 (2) |
C1A | 0.085 (5) | 0.071 (5) | 0.099 (5) | −0.045 (4) | −0.059 (5) | 0.038 (4) |
C2A | 0.086 (5) | 0.096 (5) | 0.131 (6) | −0.021 (4) | −0.048 (5) | 0.034 (4) |
C3A | 0.089 (5) | 0.152 (7) | 0.112 (5) | −0.024 (5) | −0.039 (5) | 0.026 (4) |
C4A | 0.108 (5) | 0.250 (9) | 0.164 (6) | −0.053 (5) | −0.098 (5) | 0.023 (6) |
O1A | 0.090 (3) | 0.094 (3) | 0.092 (3) | −0.030 (2) | −0.053 (3) | −0.002 (2) |
O2A | 0.086 (3) | 0.070 (3) | 0.103 (3) | −0.015 (2) | −0.051 (2) | 0.008 (2) |
C1B | 0.062 (4) | 0.047 (4) | 0.087 (4) | −0.006 (3) | −0.028 (4) | −0.015 (4) |
C2B | 0.104 (5) | 0.054 (4) | 0.101 (4) | 0.006 (3) | −0.041 (4) | −0.007 (3) |
C3B | 0.089 (5) | 0.097 (5) | 0.116 (5) | 0.005 (4) | −0.038 (4) | −0.025 (4) |
C4B | 0.113 (5) | 0.144 (6) | 0.235 (8) | 0.035 (5) | −0.056 (5) | −0.117 (6) |
O1B | 0.083 (3) | 0.040 (2) | 0.079 (2) | −0.0117 (17) | −0.026 (2) | 0.0060 (18) |
O2B | 0.078 (2) | 0.051 (2) | 0.069 (2) | −0.0053 (18) | −0.0256 (19) | −0.0053 (17) |
C1C | 0.056 (4) | 0.053 (3) | 0.069 (4) | −0.009 (3) | −0.024 (3) | −0.018 (3) |
C2C | 0.076 (4) | 0.062 (4) | 0.085 (4) | −0.027 (3) | −0.033 (3) | 0.002 (3) |
C3C | 0.067 (4) | 0.079 (4) | 0.094 (4) | −0.019 (3) | −0.033 (3) | −0.011 (3) |
C4C | 0.089 (4) | 0.151 (6) | 0.151 (5) | −0.036 (4) | −0.056 (4) | −0.039 (4) |
O1C | 0.063 (2) | 0.049 (2) | 0.077 (2) | −0.0180 (16) | −0.0316 (19) | −0.0024 (17) |
O2C | 0.079 (2) | 0.063 (2) | 0.077 (2) | −0.0263 (18) | −0.041 (2) | 0.0159 (18) |
N1 | 0.070 (3) | 0.055 (3) | 0.083 (3) | −0.010 (2) | −0.027 (3) | −0.001 (3) |
N2 | 0.074 (3) | 0.062 (3) | 0.070 (3) | −0.022 (2) | −0.031 (3) | −0.002 (3) |
C1 | 0.093 (5) | 0.058 (4) | 0.113 (5) | −0.005 (3) | −0.023 (4) | 0.001 (4) |
C2 | 0.111 (5) | 0.051 (4) | 0.148 (6) | −0.011 (4) | −0.045 (5) | −0.011 (4) |
C3 | 0.093 (5) | 0.045 (4) | 0.157 (7) | −0.026 (4) | −0.059 (5) | 0.022 (4) |
C13' | 0.100 (6) | 0.100 (7) | 0.124 (6) | −0.041 (5) | −0.042 (5) | 0.007 (5) |
C4 | 0.077 (4) | 0.060 (4) | 0.109 (5) | −0.020 (3) | −0.053 (4) | 0.014 (4) |
C5 | 0.113 (6) | 0.075 (5) | 0.132 (7) | −0.045 (4) | −0.065 (5) | 0.044 (5) |
C6 | 0.117 (6) | 0.101 (6) | 0.112 (6) | −0.059 (5) | −0.064 (5) | 0.043 (5) |
C7 | 0.081 (5) | 0.082 (5) | 0.080 (5) | −0.034 (4) | −0.043 (4) | 0.014 (4) |
C8 | 0.109 (5) | 0.118 (6) | 0.075 (5) | −0.065 (5) | −0.038 (4) | 0.024 (5) |
C13" | 0.100 (6) | 0.100 (7) | 0.124 (6) | −0.041 (5) | −0.042 (5) | 0.007 (5) |
C9 | 0.117 (5) | 0.105 (5) | 0.076 (5) | −0.039 (4) | −0.030 (4) | −0.014 (4) |
C10 | 0.104 (5) | 0.083 (5) | 0.068 (4) | −0.022 (4) | −0.036 (4) | −0.004 (4) |
C11 | 0.074 (4) | 0.069 (4) | 0.072 (4) | −0.037 (3) | −0.044 (4) | 0.015 (4) |
C12 | 0.070 (4) | 0.051 (4) | 0.084 (4) | −0.020 (3) | −0.049 (4) | 0.012 (4) |
O1WA | 0.173 (6) | 0.133 (5) | 0.182 (6) | 0.013 (4) | −0.054 (5) | −0.048 (4) |
O1WB | 0.173 (6) | 0.133 (5) | 0.182 (6) | 0.013 (4) | −0.054 (5) | −0.048 (4) |
Geometric parameters (Å, º) top
Y—O1Ci | 2.296 (3) | C3C—H3C | 0.9300 |
Y—O2Bi | 2.307 (3) | C4C—H4C1 | 0.9600 |
Y—O1B | 2.309 (3) | C4C—H4C2 | 0.9600 |
Y—O2C | 2.390 (3) | C4C—H4C3 | 0.9600 |
Y—O2A | 2.423 (3) | O1C—Yi | 2.296 (3) |
Y—O1A | 2.446 (3) | N1—C1 | 1.310 (5) |
Y—N2 | 2.561 (4) | N1—C12 | 1.342 (5) |
Y—N1 | 2.572 (4) | N2—C10 | 1.315 (5) |
Y—O1C | 2.602 (3) | N2—C11 | 1.346 (5) |
Y—C1A | 2.803 (6) | C1—C2 | 1.408 (6) |
Y—C1C | 2.872 (5) | C1—H1 | 0.9300 |
Y—Yi | 3.9009 (10) | C2—C3 | 1.348 (6) |
C1A—O1A | 1.246 (6) | C2—H2 | 0.9300 |
C1A—O2A | 1.263 (6) | C3—C4 | 1.393 (6) |
C1A—C2A | 1.517 (7) | C3—C13' | 1.520 (8) |
C2A—C3A | 1.159 (6) | C3—H3 | 0.9300 |
C2A—H2A | 0.9300 | C13'—H13A | 0.9600 |
C3A—C4A | 1.583 (6) | C13'—H13B | 0.9600 |
C3A—H3A | 0.9300 | C13'—H13C | 0.9600 |
C4A—H4A1 | 0.9600 | C4—C12 | 1.402 (6) |
C4A—H4A2 | 0.9600 | C4—C5 | 1.434 (6) |
C4A—H4A3 | 0.9600 | C5—C6 | 1.321 (7) |
C1B—O1B | 1.262 (5) | C5—H5 | 0.9300 |
C1B—O2B | 1.274 (5) | C6—C7 | 1.429 (6) |
C1B—C2B | 1.487 (6) | C6—H6 | 0.9300 |
C2B—C3B | 1.242 (5) | C7—C8 | 1.399 (6) |
C2B—H2B | 0.9300 | C7—C11 | 1.406 (6) |
C3B—C4B | 1.545 (6) | C8—C9 | 1.347 (6) |
C3B—H3B | 0.9300 | C8—C13" | 1.499 (9) |
C4B—H4B1 | 0.9600 | C8—H8 | 0.9300 |
C4B—H4B2 | 0.9600 | C13"—H13D | 0.9600 |
C4B—H4B3 | 0.9600 | C13"—H13E | 0.9600 |
O2B—Yi | 2.307 (3) | C13"—H13F | 0.9600 |
C1C—O2C | 1.253 (5) | C9—C10 | 1.392 (6) |
C1C—O1C | 1.277 (5) | C9—H9 | 0.9300 |
C1C—C2C | 1.471 (5) | C10—H10 | 0.9300 |
C2C—C3C | 1.278 (5) | C11—C12 | 1.427 (6) |
C2C—H2C | 0.9300 | O1WB—O1WBii | 1.766 (19) |
C3C—C4C | 1.516 (5) | | |
| | | |
O1Ci—Y—O2Bi | 77.17 (10) | C1B—C2B—H2B | 116.5 |
O1Ci—Y—O1B | 75.55 (10) | C2B—C3B—C4B | 126.9 (6) |
O2Bi—Y—O1B | 136.99 (9) | C2B—C3B—H3B | 116.6 |
O1Ci—Y—O2C | 126.47 (9) | C4B—C3B—H3B | 116.6 |
O2Bi—Y—O2C | 82.57 (10) | C3B—C4B—H4B1 | 109.5 |
O1B—Y—O2C | 87.62 (10) | C3B—C4B—H4B2 | 109.5 |
O1Ci—Y—O2A | 83.75 (10) | H4B1—C4B—H4B2 | 109.5 |
O2Bi—Y—O2A | 130.30 (12) | C3B—C4B—H4B3 | 109.5 |
O1B—Y—O2A | 78.57 (11) | H4B1—C4B—H4B3 | 109.5 |
O2C—Y—O2A | 142.47 (11) | H4B2—C4B—H4B3 | 109.5 |
O1Ci—Y—O1A | 78.74 (10) | C1B—O1B—Y | 137.5 (3) |
O2Bi—Y—O1A | 78.29 (11) | C1B—O2B—Yi | 137.5 (3) |
O1B—Y—O1A | 126.96 (12) | O2C—C1C—O1C | 120.2 (4) |
O2C—Y—O1A | 143.64 (11) | O2C—C1C—C2C | 120.7 (4) |
O2A—Y—O1A | 52.96 (12) | O1C—C1C—C2C | 119.2 (4) |
O1Ci—Y—N2 | 141.84 (12) | O2C—C1C—Y | 55.2 (2) |
O2Bi—Y—N2 | 76.91 (13) | O1C—C1C—Y | 64.9 (2) |
O1B—Y—N2 | 140.80 (13) | C2C—C1C—Y | 175.9 (4) |
O2C—Y—N2 | 76.81 (11) | C3C—C2C—C1C | 124.4 (5) |
O2A—Y—N2 | 92.17 (11) | C3C—C2C—H2C | 117.8 |
O1A—Y—N2 | 68.92 (12) | C1C—C2C—H2C | 117.8 |
O1Ci—Y—N1 | 147.81 (12) | C2C—C3C—C4C | 126.9 (5) |
O2Bi—Y—N1 | 134.99 (13) | C2C—C3C—H3C | 116.5 |
O1B—Y—N1 | 77.96 (13) | C4C—C3C—H3C | 116.5 |
O2C—Y—N1 | 69.72 (9) | C3C—C4C—H4C1 | 109.5 |
O2A—Y—N1 | 73.31 (10) | C3C—C4C—H4C2 | 109.5 |
O1A—Y—N1 | 103.58 (11) | H4C1—C4C—H4C2 | 109.5 |
N2—Y—N1 | 62.95 (15) | C3C—C4C—H4C3 | 109.5 |
O1Ci—Y—O1C | 74.59 (10) | H4C1—C4C—H4C3 | 109.5 |
O2Bi—Y—O1C | 69.57 (9) | H4C2—C4C—H4C3 | 109.5 |
O1B—Y—O1C | 71.48 (9) | C1C—O1C—Yi | 165.9 (3) |
O2C—Y—O1C | 51.91 (9) | C1C—O1C—Y | 88.7 (3) |
O2A—Y—O1C | 146.46 (10) | Yi—O1C—Y | 105.41 (10) |
O1A—Y—O1C | 141.84 (11) | C1C—O2C—Y | 99.3 (3) |
N2—Y—O1C | 120.63 (10) | C1—N1—C12 | 117.2 (5) |
N1—Y—O1C | 113.57 (10) | C1—N1—Y | 121.9 (4) |
O1Ci—Y—C1A | 78.48 (12) | C12—N1—Y | 120.7 (4) |
O2Bi—Y—C1A | 103.85 (16) | C10—N2—C11 | 116.8 (5) |
O1B—Y—C1A | 102.50 (17) | C10—N2—Y | 122.7 (4) |
O2C—Y—C1A | 154.97 (13) | C11—N2—Y | 120.4 (4) |
O2A—Y—C1A | 26.72 (13) | N1—C1—C2 | 124.2 (5) |
O1A—Y—C1A | 26.35 (14) | N1—C1—H1 | 117.9 |
N2—Y—C1A | 81.11 (15) | C2—C1—H1 | 117.9 |
N1—Y—C1A | 89.84 (13) | C3—C2—C1 | 118.5 (6) |
O1C—Y—C1A | 153.06 (13) | C3—C2—H2 | 120.8 |
O1Ci—Y—C1C | 100.98 (13) | C1—C2—H2 | 120.8 |
O2Bi—Y—C1C | 74.75 (11) | C2—C3—C4 | 119.1 (6) |
O1B—Y—C1C | 78.57 (12) | C2—C3—C13' | 124.6 (6) |
O2C—Y—C1C | 25.50 (10) | C4—C3—C13' | 116.3 (6) |
O2A—Y—C1C | 154.65 (13) | C2—C3—H3 | 120.5 |
O1A—Y—C1C | 152.33 (13) | C4—C3—H3 | 120.5 |
N2—Y—C1C | 98.65 (13) | C13'—C3—H3 | 4.3 |
N1—Y—C1C | 91.28 (12) | C3—C13'—H13A | 109.5 |
O1C—Y—C1C | 26.40 (10) | C3—C13'—H13B | 109.5 |
C1A—Y—C1C | 178.59 (18) | C3—C13'—H13C | 109.5 |
O1Ci—Y—Yi | 40.02 (6) | C3—C4—C12 | 118.4 (6) |
O2Bi—Y—Yi | 68.69 (7) | C3—C4—C5 | 122.5 (6) |
O1B—Y—Yi | 68.98 (7) | C12—C4—C5 | 119.1 (6) |
O2C—Y—Yi | 86.46 (7) | C6—C5—C4 | 121.4 (7) |
O2A—Y—Yi | 119.47 (8) | C6—C5—H5 | 119.3 |
O1A—Y—Yi | 114.18 (8) | C4—C5—H5 | 119.3 |
N2—Y—Yi | 143.38 (10) | C5—C6—C7 | 120.6 (7) |
N1—Y—Yi | 139.89 (10) | C5—C6—H6 | 119.7 |
O1C—Y—Yi | 34.57 (7) | C7—C6—H6 | 119.7 |
C1A—Y—Yi | 118.49 (11) | C8—C7—C11 | 116.8 (6) |
C1C—Y—Yi | 60.97 (11) | C8—C7—C6 | 122.6 (7) |
O1A—C1A—O2A | 119.9 (5) | C11—C7—C6 | 120.5 (6) |
O1A—C1A—C2A | 114.8 (6) | C9—C8—C7 | 119.7 (6) |
O2A—C1A—C2A | 125.3 (6) | C9—C8—C13" | 124.9 (7) |
O1A—C1A—Y | 60.6 (3) | C7—C8—C13" | 115.0 (6) |
O2A—C1A—Y | 59.6 (3) | C9—C8—H8 | 120.1 |
C2A—C1A—Y | 172.1 (4) | C7—C8—H8 | 120.1 |
C3A—C2A—C1A | 122.8 (8) | C13"—C8—H8 | 7.4 |
C3A—C2A—H2A | 118.6 | C8—C13"—H13D | 109.5 |
C1A—C2A—H2A | 118.6 | C8—C13"—H13E | 109.5 |
C2A—C3A—C4A | 123.7 (7) | H13D—C13"—H13E | 109.5 |
C2A—C3A—H3A | 118.2 | C8—C13"—H13F | 109.5 |
C4A—C3A—H3A | 118.2 | H13D—C13"—H13F | 109.5 |
C3A—C4A—H4A1 | 109.5 | H13E—C13"—H13F | 109.5 |
C3A—C4A—H4A2 | 109.5 | C8—C9—C10 | 118.9 (6) |
H4A1—C4A—H4A2 | 109.5 | C8—C9—H9 | 120.5 |
C3A—C4A—H4A3 | 109.5 | C10—C9—H9 | 120.5 |
H4A1—C4A—H4A3 | 109.5 | N2—C10—C9 | 124.2 (6) |
H4A2—C4A—H4A3 | 109.5 | N2—C10—H10 | 117.9 |
C1A—O1A—Y | 93.0 (4) | C9—C10—H10 | 117.9 |
C1A—O2A—Y | 93.7 (3) | N2—C11—C7 | 123.5 (6) |
O1B—C1B—O2B | 125.4 (5) | N2—C11—C12 | 118.3 (5) |
O1B—C1B—C2B | 118.8 (5) | C7—C11—C12 | 118.2 (6) |
O2B—C1B—C2B | 115.8 (5) | N1—C12—C4 | 122.6 (6) |
C3B—C2B—C1B | 127.0 (6) | N1—C12—C11 | 117.2 (5) |
C3B—C2B—H2B | 116.5 | C4—C12—C11 | 120.1 (6) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+1, −z. |
(III) tetrakis(µ-crotonato-1:2
κ2O:
O')bis[bis(aqua-
κO)(crotonato-
κ2O,
O')(yttrium(III)] 2,2'-bipyridylamine tetrasolvate
top
Crystal data top
[Y2(C4H5O2)6(H2O)4]·4C10H9N3 | F(000) = 2992 |
Mr = 1445.18 | Dx = 1.382 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 38.108 (4) Å | Cell parameters from 112 reflections |
b = 8.851 (1) Å | θ = 4.7–23.4° |
c = 25.539 (3) Å | µ = 1.74 mm−1 |
β = 126.26 (1)° | T = 293 K |
V = 6945.4 (14) Å3 | Prism, colourless |
Z = 4 | 0.38 × 0.20 × 0.14 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 7877 independent reflections |
Radiation source: fine-focus sealed tube | 4815 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
ϕ and ω scans | θmax = 28.2°, θmin = 2.0° |
Absorption correction: multi scan (SADABS in SAINT-NT; Bruker, 2000) | h = −50→50 |
Tmin = 0.62, Tmax = 0.75 | k = −11→11 |
23271 measured reflections | l = −30→32 |
Refinement top
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)] = 0.042 | Hydrogen site location: mixed |
wR(F2) = 0.094 | H-atom parameters constrained |
S = 0.88 | w = 1/[σ2(Fo2) + (0.0432P)2] where P = (Fo2 + 2Fc2)/3 |
7877 reflections | (Δ/σ)max = 0.014 |
459 parameters | Δρmax = 1.14 e Å−3 |
8 restraints | Δρmin = −0.33 e Å−3 |
Crystal data top
[Y2(C4H5O2)6(H2O)4]·4C10H9N3 | V = 6945.4 (14) Å3 |
Mr = 1445.18 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 38.108 (4) Å | µ = 1.74 mm−1 |
b = 8.851 (1) Å | T = 293 K |
c = 25.539 (3) Å | 0.38 × 0.20 × 0.14 mm |
β = 126.26 (1)° | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 7877 independent reflections |
Absorption correction: multi scan (SADABS in SAINT-NT; Bruker, 2000) | 4815 reflections with I > 2σ(I) |
Tmin = 0.62, Tmax = 0.75 | Rint = 0.055 |
23271 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.042 | 8 restraints |
wR(F2) = 0.094 | H-atom parameters constrained |
S = 0.88 | Δρmax = 1.14 e Å−3 |
7877 reflections | Δρmin = −0.33 e Å−3 |
459 parameters | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1A | 0.28418 (11) | 0.4078 (3) | 0.67559 (14) | 0.0498 (7) | |
C2A | 0.29836 (11) | 0.3671 (3) | 0.74152 (14) | 0.0591 (8) | |
H2A | 0.3266 | 0.3925 | 0.7763 | 0.071* | |
C3A | 0.27441 (12) | 0.2990 (4) | 0.75413 (16) | 0.0759 (10) | |
H3A | 0.2454 | 0.2842 | 0.7194 | 0.091* | |
C4A | 0.28798 (14) | 0.2412 (4) | 0.81816 (17) | 0.1010 (13) | |
H4A1 | 0.3190 | 0.2502 | 0.8490 | 0.152* | |
H4A2 | 0.2798 | 0.1369 | 0.8141 | 0.152* | |
H4A3 | 0.2740 | 0.2990 | 0.8328 | 0.152* | |
C1B | 0.16495 (8) | 0.2632 (3) | 0.45018 (13) | 0.0434 (7) | |
C2B | 0.11699 (9) | 0.2782 (4) | 0.41277 (15) | 0.0587 (8) | |
H2B | 0.1057 | 0.3609 | 0.4207 | 0.070* | |
C3B | 0.09078 (11) | 0.1821 (4) | 0.37028 (17) | 0.0840 (11) | |
H3B | 0.1027 | 0.0974 | 0.3647 | 0.101* | |
C4B | 0.04193 (13) | 0.1948 (6) | 0.3283 (2) | 0.160 (2) | |
H4B1 | 0.0337 | 0.2806 | 0.3417 | 0.239* | |
H4B2 | 0.0298 | 0.1048 | 0.3326 | 0.239* | |
H4B3 | 0.0312 | 0.2069 | 0.2837 | 0.239* | |
C1C | 0.22947 (8) | 0.4527 (3) | 0.41578 (14) | 0.0426 (7) | |
C2C | 0.20654 (10) | 0.4722 (3) | 0.34365 (14) | 0.0603 (9) | |
H2C | 0.2007 | 0.3859 | 0.3190 | 0.072* | |
C3C | 0.19437 (10) | 0.6019 (3) | 0.31372 (14) | 0.0618 (9) | |
H3C | 0.2014 | 0.6873 | 0.3394 | 0.074* | |
C4C | 0.17043 (13) | 0.6273 (4) | 0.24276 (16) | 0.0967 (13) | |
H4C1 | 0.1645 | 0.5318 | 0.2212 | 0.145* | |
H4C2 | 0.1878 | 0.6883 | 0.2351 | 0.145* | |
H4C3 | 0.1435 | 0.6781 | 0.2262 | 0.145* | |
C1U | 0.48641 (14) | 0.3308 (6) | 0.9084 (2) | 0.1128 (16) | |
H1U | 0.5130 | 0.3563 | 0.9468 | 0.135* | |
C2U | 0.47107 (16) | 0.1932 (6) | 0.9043 (3) | 0.1210 (18) | |
H2U | 0.4864 | 0.1256 | 0.9388 | 0.145* | |
C3U | 0.43205 (17) | 0.1537 (5) | 0.8481 (2) | 0.1216 (17) | |
H3U | 0.4201 | 0.0589 | 0.8436 | 0.146* | |
C4U | 0.41069 (13) | 0.2583 (4) | 0.7979 (2) | 0.0926 (12) | |
H4U | 0.3843 | 0.2343 | 0.7588 | 0.111* | |
C5U | 0.42928 (11) | 0.3970 (4) | 0.80712 (17) | 0.0645 (9) | |
C6U | 0.41987 (10) | 0.6410 (4) | 0.75019 (16) | 0.0631 (9) | |
C7U | 0.45929 (12) | 0.7093 (5) | 0.79584 (19) | 0.0983 (14) | |
H7U | 0.4783 (10) | 0.664 (4) | 0.8369 (10) | 0.118* | |
C8U | 0.46666 (15) | 0.8484 (6) | 0.7820 (2) | 0.137 (2) | |
H8U | 0.4929 | 0.8970 | 0.8121 | 0.164* | |
C9U | 0.43625 (15) | 0.9183 (5) | 0.7247 (2) | 0.1292 (19) | |
H9U | 0.4409 | 1.0144 | 0.7153 | 0.155* | |
C10U | 0.39920 (12) | 0.8419 (4) | 0.68246 (19) | 0.0881 (12) | |
H10U | 0.3785 | 0.8876 | 0.6428 | 0.106* | |
C1V | 0.08143 (14) | 0.2316 (6) | 0.58267 (19) | 0.0967 (14) | |
H1V | 0.0569 | 0.2338 | 0.5823 | 0.116* | |
C2V | 0.10425 (17) | 0.1008 (6) | 0.6001 (2) | 0.1066 (16) | |
H2V | 0.0955 | 0.0163 | 0.6112 | 0.128* | |
C3V | 0.14052 (16) | 0.0956 (5) | 0.6010 (2) | 0.1015 (14) | |
H3V | 0.1568 | 0.0073 | 0.6126 | 0.122* | |
C4V | 0.15244 (13) | 0.2223 (4) | 0.58449 (16) | 0.0747 (10) | |
H4V | 0.1772 | 0.2227 | 0.5853 | 0.090* | |
C5V | 0.12670 (11) | 0.3504 (4) | 0.56645 (15) | 0.0635 (9) | |
C6V | 0.11783 (10) | 0.6082 (4) | 0.51871 (16) | 0.0598 (8) | |
C7V | 0.07747 (12) | 0.6492 (5) | 0.5028 (2) | 0.0826 (11) | |
H7V | 0.0659 (11) | 0.581 (3) | 0.5176 (16) | 0.099* | |
C8V | 0.06044 (13) | 0.7846 (5) | 0.4723 (2) | 0.0994 (13) | |
H8V | 0.0336 | 0.8153 | 0.4616 | 0.119* | |
C9V | 0.08206 (13) | 0.8746 (5) | 0.4574 (2) | 0.0915 (12) | |
H9V | 0.0702 | 0.9656 | 0.4357 | 0.110* | |
C10V | 0.12180 (12) | 0.8273 (4) | 0.47540 (17) | 0.0756 (10) | |
H10V | 0.1373 | 0.8897 | 0.4664 | 0.091* | |
N1U | 0.46664 (9) | 0.4350 (4) | 0.86182 (15) | 0.0890 (10) | |
N2U | 0.40713 (9) | 0.5017 (3) | 0.75782 (14) | 0.0659 (8) | |
N3U | 0.39017 (8) | 0.7060 (3) | 0.69344 (13) | 0.0661 (7) | |
N1V | 0.09192 (10) | 0.3582 (4) | 0.56595 (14) | 0.0793 (9) | |
N2V | 0.13919 (10) | 0.4756 (3) | 0.54923 (16) | 0.0701 (8) | |
N3V | 0.13958 (8) | 0.6964 (3) | 0.50519 (13) | 0.0623 (7) | |
O1A | 0.31246 (6) | 0.4383 (2) | 0.66610 (9) | 0.0568 (5) | |
O2A | 0.24455 (6) | 0.4038 (2) | 0.62824 (9) | 0.0549 (5) | |
O1B | 0.17948 (6) | 0.14528 (19) | 0.44232 (10) | 0.0543 (5) | |
O2B | 0.18746 (5) | 0.37187 (19) | 0.48697 (9) | 0.0469 (5) | |
O1C | 0.23785 (6) | 0.56704 (18) | 0.45000 (8) | 0.0490 (5) | |
O2C | 0.23656 (6) | 0.32258 (19) | 0.43751 (8) | 0.0468 (5) | |
O1W | 0.22393 (8) | 0.6602 (2) | 0.54483 (12) | 0.0577 (6) | |
O2W | 0.30770 (8) | 0.6503 (2) | 0.57855 (12) | 0.0528 (6) | |
Y | 0.260640 (8) | 0.43790 (3) | 0.549712 (12) | 0.03684 (9) | |
H1WA | 0.2321 (9) | 0.742 (3) | 0.5459 (16) | 0.079 (12)* | |
H2WA | 0.3300 (7) | 0.652 (3) | 0.6102 (12) | 0.072 (13)* | |
H1WB | 0.2000 (7) | 0.664 (3) | 0.5327 (17) | 0.082 (13)* | |
H2WB | 0.2967 (9) | 0.725 (3) | 0.5672 (14) | 0.076 (13)* | |
H2NU | 0.3829 (7) | 0.483 (3) | 0.7296 (11) | 0.042 (9)* | |
H2NV | 0.1614 (7) | 0.466 (3) | 0.5540 (13) | 0.045 (9)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1A | 0.073 (2) | 0.0315 (16) | 0.0444 (19) | −0.0017 (14) | 0.0345 (18) | −0.0024 (13) |
C2A | 0.073 (2) | 0.0570 (19) | 0.0414 (19) | −0.0070 (17) | 0.0310 (18) | −0.0023 (15) |
C3A | 0.086 (3) | 0.091 (3) | 0.053 (2) | −0.005 (2) | 0.043 (2) | 0.007 (2) |
C4A | 0.135 (4) | 0.107 (3) | 0.070 (3) | −0.012 (3) | 0.065 (3) | 0.013 (2) |
C1B | 0.0409 (16) | 0.0409 (16) | 0.0472 (18) | 0.0013 (13) | 0.0254 (15) | 0.0045 (14) |
C2B | 0.0487 (18) | 0.063 (2) | 0.056 (2) | −0.0056 (16) | 0.0259 (17) | −0.0032 (17) |
C3B | 0.068 (2) | 0.094 (3) | 0.072 (3) | −0.011 (2) | 0.031 (2) | 0.007 (2) |
C4B | 0.057 (3) | 0.209 (6) | 0.119 (4) | −0.034 (3) | 0.000 (3) | 0.044 (4) |
C1C | 0.0507 (15) | 0.0146 (13) | 0.073 (2) | −0.0075 (11) | 0.0419 (15) | −0.0057 (14) |
C2C | 0.097 (2) | 0.0354 (17) | 0.0362 (18) | −0.0013 (16) | 0.0330 (18) | −0.0029 (13) |
C3C | 0.082 (2) | 0.053 (2) | 0.0430 (19) | 0.0035 (16) | 0.0335 (18) | 0.0048 (15) |
C4C | 0.117 (3) | 0.099 (3) | 0.055 (2) | 0.016 (3) | 0.040 (2) | 0.024 (2) |
C1U | 0.074 (3) | 0.146 (5) | 0.084 (3) | 0.007 (3) | 0.028 (2) | 0.043 (3) |
C2U | 0.092 (4) | 0.131 (4) | 0.112 (4) | 0.026 (3) | 0.045 (3) | 0.064 (4) |
C3U | 0.115 (4) | 0.090 (3) | 0.132 (4) | 0.005 (3) | 0.058 (4) | 0.042 (3) |
C4U | 0.081 (3) | 0.076 (3) | 0.089 (3) | 0.001 (2) | 0.032 (2) | 0.013 (2) |
C5U | 0.055 (2) | 0.073 (2) | 0.063 (2) | 0.0061 (18) | 0.033 (2) | 0.0098 (19) |
C6U | 0.053 (2) | 0.065 (2) | 0.061 (2) | −0.0026 (17) | 0.0279 (19) | 0.0011 (19) |
C7U | 0.066 (3) | 0.103 (3) | 0.073 (3) | −0.023 (2) | 0.012 (2) | 0.011 (3) |
C8U | 0.093 (3) | 0.120 (4) | 0.116 (4) | −0.054 (3) | 0.017 (3) | 0.014 (3) |
C9U | 0.100 (3) | 0.101 (4) | 0.120 (4) | −0.046 (3) | 0.028 (3) | 0.019 (3) |
C10U | 0.071 (2) | 0.074 (3) | 0.085 (3) | −0.007 (2) | 0.027 (2) | 0.012 (2) |
C1V | 0.082 (3) | 0.132 (4) | 0.070 (3) | −0.043 (3) | 0.041 (2) | −0.008 (3) |
C2V | 0.129 (4) | 0.103 (4) | 0.074 (3) | −0.052 (3) | 0.052 (3) | −0.001 (3) |
C3V | 0.127 (4) | 0.080 (3) | 0.092 (3) | −0.012 (3) | 0.062 (3) | 0.014 (2) |
C4V | 0.092 (3) | 0.064 (2) | 0.070 (3) | −0.006 (2) | 0.049 (2) | 0.0053 (19) |
C5V | 0.073 (2) | 0.066 (2) | 0.054 (2) | −0.0171 (19) | 0.0382 (19) | −0.0104 (18) |
C6V | 0.058 (2) | 0.058 (2) | 0.066 (2) | −0.0054 (17) | 0.0385 (19) | −0.0125 (17) |
C7V | 0.066 (2) | 0.087 (3) | 0.099 (3) | −0.001 (2) | 0.051 (2) | 0.007 (2) |
C8V | 0.066 (3) | 0.114 (4) | 0.117 (4) | 0.028 (2) | 0.053 (3) | 0.026 (3) |
C9V | 0.086 (3) | 0.085 (3) | 0.103 (3) | 0.025 (2) | 0.055 (3) | 0.026 (2) |
C10V | 0.086 (3) | 0.066 (2) | 0.088 (3) | 0.005 (2) | 0.059 (2) | 0.006 (2) |
N1U | 0.0594 (18) | 0.111 (3) | 0.067 (2) | 0.0052 (18) | 0.0214 (17) | 0.025 (2) |
N2U | 0.0478 (17) | 0.0684 (18) | 0.0545 (19) | −0.0049 (15) | 0.0155 (16) | 0.0049 (16) |
N3U | 0.0572 (17) | 0.0576 (17) | 0.0658 (19) | −0.0077 (13) | 0.0265 (15) | 0.0066 (15) |
N1V | 0.079 (2) | 0.091 (2) | 0.078 (2) | −0.0255 (17) | 0.0524 (18) | −0.0072 (18) |
N2V | 0.072 (2) | 0.0534 (18) | 0.107 (3) | −0.0033 (15) | 0.065 (2) | −0.0003 (16) |
N3V | 0.0687 (17) | 0.0499 (16) | 0.080 (2) | 0.0040 (14) | 0.0502 (16) | 0.0005 (14) |
O1A | 0.0596 (12) | 0.0601 (13) | 0.0435 (12) | −0.0156 (11) | 0.0266 (10) | −0.0004 (10) |
O2A | 0.0572 (13) | 0.0606 (13) | 0.0454 (12) | 0.0044 (10) | 0.0296 (11) | 0.0040 (10) |
O1B | 0.0518 (12) | 0.0338 (11) | 0.0779 (15) | −0.0043 (9) | 0.0385 (11) | −0.0108 (10) |
O2B | 0.0454 (11) | 0.0318 (10) | 0.0571 (13) | 0.0006 (8) | 0.0268 (10) | −0.0043 (9) |
O1C | 0.0694 (12) | 0.0233 (9) | 0.0436 (11) | −0.0034 (9) | 0.0275 (10) | 0.0031 (9) |
O2C | 0.0556 (12) | 0.0262 (9) | 0.0533 (13) | 0.0024 (8) | 0.0294 (10) | 0.0064 (9) |
O1W | 0.0598 (15) | 0.0278 (12) | 0.0889 (18) | −0.0008 (10) | 0.0458 (14) | −0.0003 (11) |
O2W | 0.0502 (14) | 0.0298 (12) | 0.0576 (16) | 0.0004 (10) | 0.0205 (13) | 0.0028 (10) |
Y | 0.04371 (15) | 0.02273 (12) | 0.04034 (16) | 0.00059 (12) | 0.02281 (12) | 0.00210 (12) |
Geometric parameters (Å, º) top
C1A—O2A | 1.258 (3) | C7U—C8U | 1.355 (5) |
C1A—O1A | 1.266 (3) | C7U—H7U | 0.944 (10) |
C1A—C2A | 1.477 (4) | C8U—C9U | 1.364 (5) |
C1A—Y | 2.793 (3) | C8U—H8U | 0.9300 |
C2A—C3A | 1.283 (4) | C9U—C10U | 1.346 (5) |
C2A—H2A | 0.9300 | C9U—H9U | 0.9300 |
C3A—C4A | 1.484 (4) | C10U—N3U | 1.325 (4) |
C3A—H3A | 0.9300 | C10U—H10U | 0.9300 |
C4A—H4A1 | 0.9600 | C1V—N1V | 1.341 (5) |
C4A—H4A2 | 0.9600 | C1V—C2V | 1.355 (5) |
C4A—H4A3 | 0.9600 | C1V—H1V | 0.9300 |
C1B—O1B | 1.252 (3) | C2V—C3V | 1.370 (5) |
C1B—O2B | 1.261 (3) | C2V—H2V | 0.9300 |
C1B—C2B | 1.485 (4) | C3V—C4V | 1.366 (5) |
C2B—C3B | 1.271 (4) | C3V—H3V | 0.9300 |
C2B—H2B | 0.9300 | C4V—C5V | 1.388 (4) |
C3B—C4B | 1.505 (5) | C4V—H4V | 0.9300 |
C3B—H3B | 0.9300 | C5V—N1V | 1.320 (4) |
C4B—H4B1 | 0.9600 | C5V—N2V | 1.377 (4) |
C4B—H4B2 | 0.9600 | C6V—N3V | 1.325 (4) |
C4B—H4B3 | 0.9600 | C6V—N2V | 1.377 (4) |
C1C—O2C | 1.237 (3) | C6V—C7V | 1.387 (4) |
C1C—O1C | 1.249 (3) | C7V—C8V | 1.366 (5) |
C1C—C2C | 1.511 (4) | C7V—H7V | 0.948 (10) |
C1C—Y | 2.885 (3) | C8V—C9V | 1.352 (5) |
C2C—C3C | 1.303 (4) | C8V—H8V | 0.9300 |
C2C—H2C | 0.9300 | C9V—C10V | 1.363 (4) |
C3C—C4C | 1.487 (4) | C9V—H9V | 0.9300 |
C3C—H3C | 0.9300 | C10V—N3V | 1.330 (4) |
C4C—H4C1 | 0.9600 | C10V—H10V | 0.9300 |
C4C—H4C2 | 0.9600 | N2U—H2NU | 0.783 (19) |
C4C—H4C3 | 0.9600 | N2V—H2NV | 0.787 (19) |
C1U—C2U | 1.328 (5) | O1A—Y | 2.4065 (18) |
C1U—N1U | 1.332 (4) | O2A—Y | 2.4378 (19) |
C1U—H1U | 0.9300 | O1B—Yi | 2.2893 (18) |
C2U—C3U | 1.367 (6) | O2B—Y | 2.3238 (17) |
C2U—H2U | 0.9300 | O1C—Y | 2.4349 (17) |
C3U—C4U | 1.389 (5) | O2C—Yi | 2.3220 (17) |
C3U—H3U | 0.9300 | O2C—Y | 2.6426 (18) |
C4U—C5U | 1.367 (4) | O1W—Y | 2.374 (2) |
C4U—H4U | 0.9300 | O2W—Y | 2.394 (2) |
C5U—N1U | 1.319 (4) | Y—Yi | 3.9664 (5) |
C5U—N2U | 1.378 (4) | O1W—H1WA | 0.78 (2) |
C6U—N3U | 1.331 (4) | O1W—H1WB | 0.77 (2) |
C6U—N2U | 1.381 (4) | O2W—H2WA | 0.75 (2) |
C6U—C7U | 1.382 (4) | O2W—H2WB | 0.75 (2) |
| | | |
O2A—C1A—O1A | 119.7 (3) | C6V—C7V—H7V | 114 (2) |
O2A—C1A—C2A | 120.7 (3) | C9V—C8V—C7V | 120.9 (4) |
O1A—C1A—C2A | 119.5 (3) | C9V—C8V—H8V | 119.5 |
O2A—C1A—Y | 60.70 (15) | C7V—C8V—H8V | 119.5 |
O1A—C1A—Y | 59.29 (14) | C8V—C9V—C10V | 117.7 (4) |
C2A—C1A—Y | 171.0 (2) | C8V—C9V—H9V | 121.1 |
C3A—C2A—C1A | 124.5 (3) | C10V—C9V—H9V | 121.1 |
C3A—C2A—H2A | 117.8 | N3V—C10V—C9V | 123.3 (4) |
C1A—C2A—H2A | 117.8 | N3V—C10V—H10V | 118.4 |
C2A—C3A—C4A | 127.0 (4) | C9V—C10V—H10V | 118.4 |
C2A—C3A—H3A | 116.5 | C5U—N1U—C1U | 117.1 (4) |
C4A—C3A—H3A | 116.5 | C5U—N2U—C6U | 130.8 (3) |
C3A—C4A—H4A1 | 109.5 | C5U—N2U—H2NU | 117 (2) |
C3A—C4A—H4A2 | 109.5 | C6U—N2U—H2NU | 112 (2) |
H4A1—C4A—H4A2 | 109.5 | C10U—N3U—C6U | 117.6 (3) |
C3A—C4A—H4A3 | 109.5 | C5V—N1V—C1V | 116.1 (4) |
H4A1—C4A—H4A3 | 109.5 | C6V—N2V—C5V | 131.8 (3) |
H4A2—C4A—H4A3 | 109.5 | C6V—N2V—H2NV | 114 (2) |
O1B—C1B—O2B | 125.8 (2) | C5V—N2V—H2NV | 114 (2) |
O1B—C1B—C2B | 117.7 (3) | C6V—N3V—C10V | 118.5 (3) |
O2B—C1B—C2B | 116.6 (2) | C1A—O1A—Y | 93.83 (17) |
C3B—C2B—C1B | 122.4 (3) | C1A—O2A—Y | 92.55 (17) |
C3B—C2B—H2B | 118.8 | C1B—O1B—Yi | 139.99 (17) |
C1B—C2B—H2B | 118.8 | C1B—O2B—Y | 135.69 (16) |
C2B—C3B—C4B | 125.1 (4) | C1C—O1C—Y | 97.86 (16) |
C2B—C3B—H3B | 117.5 | C1C—O2C—Yi | 165.27 (18) |
C4B—C3B—H3B | 117.5 | C1C—O2C—Y | 88.32 (16) |
C3B—C4B—H4B1 | 109.5 | Yi—O2C—Y | 105.88 (6) |
C3B—C4B—H4B2 | 109.5 | Y—O1W—H1WA | 124 (2) |
H4B1—C4B—H4B2 | 109.5 | Y—O1W—H1WB | 125 (2) |
C3B—C4B—H4B3 | 109.5 | H1WA—O1W—H1WB | 109 (2) |
H4B1—C4B—H4B3 | 109.5 | Y—O2W—H2WA | 121 (2) |
H4B2—C4B—H4B3 | 109.5 | Y—O2W—H2WB | 116 (2) |
O2C—C1C—O1C | 122.9 (3) | H2WA—O2W—H2WB | 115 (2) |
O2C—C1C—C2C | 118.0 (2) | O1Bi—Y—O2Ci | 73.00 (6) |
O1C—C1C—C2C | 119.0 (2) | O1Bi—Y—O2B | 134.99 (6) |
O2C—C1C—Y | 66.31 (15) | O2Ci—Y—O2B | 77.52 (6) |
O1C—C1C—Y | 56.74 (14) | O1Bi—Y—O1W | 142.80 (7) |
C2C—C1C—Y | 170.56 (19) | O2Ci—Y—O1W | 143.79 (8) |
C3C—C2C—C1C | 124.4 (3) | O2B—Y—O1W | 75.09 (7) |
C3C—C2C—H2C | 117.8 | O1Bi—Y—O2W | 72.49 (7) |
C1C—C2C—H2C | 117.8 | O2Ci—Y—O2W | 140.59 (7) |
C2C—C3C—C4C | 126.7 (3) | O2B—Y—O2W | 141.71 (7) |
C2C—C3C—H3C | 116.7 | O1W—Y—O2W | 71.12 (8) |
C4C—C3C—H3C | 116.7 | O1Bi—Y—O1A | 81.04 (7) |
C3C—C4C—H4C1 | 109.5 | O2Ci—Y—O1A | 83.80 (6) |
C3C—C4C—H4C2 | 109.5 | O2B—Y—O1A | 128.70 (7) |
H4C1—C4C—H4C2 | 109.5 | O1W—Y—O1A | 95.22 (8) |
C3C—C4C—H4C3 | 109.5 | O2W—Y—O1A | 72.58 (8) |
H4C1—C4C—H4C3 | 109.5 | O1Bi—Y—O1C | 87.94 (7) |
H4C2—C4C—H4C3 | 109.5 | O2Ci—Y—O1C | 124.84 (6) |
C2U—C1U—N1U | 125.1 (4) | O2B—Y—O1C | 81.76 (6) |
C2U—C1U—H1U | 117.4 | O1W—Y—O1C | 73.83 (7) |
N1U—C1U—H1U | 117.4 | O2W—Y—O1C | 72.06 (7) |
C1U—C2U—C3U | 118.1 (4) | O1A—Y—O1C | 144.64 (6) |
C1U—C2U—H2U | 120.9 | O1Bi—Y—O2A | 127.55 (7) |
C3U—C2U—H2U | 120.9 | O2Ci—Y—O2A | 76.97 (6) |
C2U—C3U—C4U | 118.6 (4) | O2B—Y—O2A | 75.69 (7) |
C2U—C3U—H3U | 120.7 | O1W—Y—O2A | 73.66 (8) |
C4U—C3U—H3U | 120.7 | O2W—Y—O2A | 110.57 (8) |
C5U—C4U—C3U | 118.6 (4) | O1A—Y—O2A | 53.55 (6) |
C5U—C4U—H4U | 120.7 | O1C—Y—O2A | 144.16 (6) |
C3U—C4U—H4U | 120.7 | O1Bi—Y—O2C | 70.17 (6) |
N1U—C5U—C4U | 122.5 (3) | O2Ci—Y—O2C | 74.12 (6) |
N1U—C5U—N2U | 119.3 (3) | O2B—Y—O2C | 69.50 (6) |
C4U—C5U—N2U | 118.1 (3) | O1W—Y—O2C | 116.56 (7) |
N3U—C6U—N2U | 113.3 (3) | O2W—Y—O2C | 110.70 (7) |
N3U—C6U—C7U | 122.0 (3) | O1A—Y—O2C | 147.66 (6) |
N2U—C6U—C7U | 124.7 (3) | O1C—Y—O2C | 50.74 (5) |
C8U—C7U—C6U | 117.9 (4) | O2A—Y—O2C | 138.51 (6) |
C8U—C7U—H7U | 123 (3) | O1Bi—Y—C1A | 104.03 (8) |
C6U—C7U—H7U | 119 (3) | O2Ci—Y—C1A | 77.69 (7) |
C7U—C8U—C9U | 121.0 (4) | O2B—Y—C1A | 101.95 (8) |
C7U—C8U—H8U | 119.5 | O1W—Y—C1A | 85.27 (8) |
C9U—C8U—H8U | 119.5 | O2W—Y—C1A | 92.79 (9) |
C10U—C9U—C8U | 117.1 (4) | O1A—Y—C1A | 26.88 (7) |
C10U—C9U—H9U | 121.5 | O1C—Y—C1A | 157.17 (7) |
C8U—C9U—H9U | 121.5 | O2A—Y—C1A | 26.75 (7) |
N3U—C10U—C9U | 124.5 (4) | O2C—Y—C1A | 151.69 (7) |
N3U—C10U—H10U | 117.8 | O1Bi—Y—C1C | 79.03 (7) |
C9U—C10U—H10U | 117.8 | O2Ci—Y—C1C | 99.44 (7) |
N1V—C1V—C2V | 124.3 (4) | O2B—Y—C1C | 73.10 (7) |
N1V—C1V—H1V | 117.8 | O1W—Y—C1C | 94.80 (8) |
C2V—C1V—H1V | 117.8 | O2W—Y—C1C | 92.14 (8) |
C1V—C2V—C3V | 118.6 (4) | O1A—Y—C1C | 157.83 (7) |
C1V—C2V—H2V | 120.7 | O1C—Y—C1C | 25.40 (6) |
C3V—C2V—H2V | 120.7 | O2A—Y—C1C | 148.60 (7) |
C4V—C3V—C2V | 118.9 (4) | O2C—Y—C1C | 25.37 (5) |
C4V—C3V—H3V | 120.5 | C1A—Y—C1C | 174.81 (8) |
C2V—C3V—H3V | 120.5 | O1Bi—Y—Yi | 66.60 (4) |
C3V—C4V—C5V | 118.3 (4) | O2Ci—Y—Yi | 39.85 (4) |
C3V—C4V—H4V | 120.8 | O2B—Y—Yi | 68.91 (4) |
C5V—C4V—H4V | 120.8 | O1W—Y—Yi | 140.38 (6) |
N1V—C5V—N2V | 119.3 (3) | O2W—Y—Yi | 133.45 (6) |
N1V—C5V—C4V | 123.7 (3) | O1A—Y—Yi | 119.98 (5) |
N2V—C5V—C4V | 117.0 (3) | O1C—Y—Yi | 85.00 (4) |
N3V—C6V—N2V | 113.5 (3) | O2A—Y—Yi | 111.54 (5) |
N3V—C6V—C7V | 121.7 (3) | O2C—Y—Yi | 34.27 (4) |
N2V—C6V—C7V | 124.8 (3) | C1A—Y—Yi | 117.50 (5) |
C8V—C7V—C6V | 117.9 (4) | C1C—Y—Yi | 59.61 (5) |
C8V—C7V—H7V | 128 (2) | | |
Symmetry code: (i) −x+1/2, −y+1/2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C7V—H7V···N1V | 0.95 (4) | 2.23 (3) | 2.913 (6) | 129 (4) |
C7U—H7U···N1U | 0.94 (2) | 2.25 (4) | 2.873 (5) | 123 (3) |
O1W—H1WB···N3V | 0.77 (4) | 1.99 (4) | 2.759 (3) | 174 (2) |
O1W—H1WA···O1Cii | 0.78 (3) | 2.01 (3) | 2.782 (3) | 170 (4) |
O2W—H2WB···O1Cii | 0.74 (3) | 2.15 (3) | 2.882 (3) | 167 (4) |
O2W—H2WA···N3U | 0.75 (3) | 2.06 (3) | 2.797 (4) | 168 (3) |
N2V—H2NV···O2B | 0.79 (3) | 2.57 (2) | 3.196 (3) | 137 (2) |
N2V—H2NV···O2A | 0.79 (3) | 2.61 (2) | 3.318 (4) | 150 (3) |
N2U—H2NU···O1A | 0.78 (3) | 2.20 (2) | 2.970 (3) | 168 (3) |
Symmetry code: (ii) −x+1/2, −y+3/2, −z+1. |
Experimental details
| (I) | (II) | (III) |
Crystal data |
Chemical formula | [Y2(C4H5O2)6(C12H8N2)2]·2H2O | [Y2(C4H5O2)6(C13H10N2)2]·2H2O | [Y2(C4H5O2)6(H2O)4]·4C10H9N3 |
Mr | 1084.74 | 1112.79 | 1445.18 |
Crystal system, space group | Triclinic, P1 | Triclinic, P1 | Monoclinic, C2/c |
Temperature (K) | 293 | 293 | 293 |
a, b, c (Å) | 10.5565 (14), 10.9994 (15), 11.4194 (15) | 10.6924 (14), 10.9060 (15), 11.8528 (16) | 38.108 (4), 8.851 (1), 25.539 (3) |
α, β, γ (°) | 78.966 (2), 71.685 (2), 77.256 (3) | 77.832 (2), 72.329 (2), 77.810 (2) | 90, 126.26 (1), 90 |
V (Å3) | 1217.1 (3) | 1271.2 (3) | 6945.4 (14) |
Z | 1 | 1 | 4 |
Radiation type | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 2.44 | 2.34 | 1.74 |
Crystal size (mm) | 0.32 × 0.24 × 0.18 | 0.22 × 0.20 × 0.14 | 0.38 × 0.20 × 0.14 |
|
Data collection |
Diffractometer | Bruker SMART CCD area-detector diffractometer | Bruker SMART CCD area-detector diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi scan (SADABS in SAINT-NT; Bruker, 2000) | Multi scan (SADABS in SAINT-NT; Bruker, 2000) | Multi scan (SADABS in SAINT-NT; Bruker, 2000) |
Tmin, Tmax | 0.50, 0.64 | 0.61, 0.72 | 0.62, 0.75 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6943, 5136, 1717 | 7557, 5329, 2011 | 23271, 7877, 4815 |
Rint | 0.059 | 0.030 | 0.055 |
(sin θ/λ)max (Å−1) | 0.662 | 0.661 | 0.664 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.115, 0.86 | 0.047, 0.084, 0.83 | 0.042, 0.094, 0.88 |
No. of reflections | 5136 | 5329 | 7877 |
No. of parameters | 348 | 329 | 459 |
No. of restraints | 10 | 4 | 8 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.73, −0.65 | 0.34, −0.24 | 1.14, −0.33 |
Selected bond lengths (Å) for (I) topY1—O2Bi | 2.302 (5) | Y1—N2 | 2.582 (6) |
Y1—O1Ci | 2.320 (5) | Y1—O1C | 2.585 (4) |
Y1—O1B | 2.323 (5) | Y1—N1 | 2.586 (6) |
Y1—O2C | 2.390 (5) | Y1—C1A | 2.757 (8) |
Y1—O2A | 2.442 (5) | Y1—C1C | 2.907 (7) |
Y1—O1A | 2.474 (6) | Y1—Y1i | 3.8948 (16) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Selected bond lengths (Å) for (II) topY—O1Ci | 2.296 (3) | Y—O1A | 2.446 (3) |
Y—O2Bi | 2.307 (3) | Y—N2 | 2.561 (4) |
Y—O1B | 2.309 (3) | Y—N1 | 2.572 (4) |
Y—O2C | 2.390 (3) | Y—O1C | 2.602 (3) |
Y—O2A | 2.423 (3) | Y—Yi | 3.9009 (10) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Selected bond lengths (Å) for (III) topO1A—Y | 2.4065 (18) | O2C—Yi | 2.3220 (17) |
O2A—Y | 2.4378 (19) | O2C—Y | 2.6426 (18) |
O1B—Yi | 2.2893 (18) | O1W—Y | 2.374 (2) |
O2B—Y | 2.3238 (17) | O2W—Y | 2.394 (2) |
O1C—Y | 2.4349 (17) | Y—Yi | 3.9664 (5) |
Symmetry code: (i) −x+1/2, −y+1/2, −z+1. |
Hydrogen-bond geometry (Å, º) for (III) top
D—H···A | D—H | H···A | D···A | D—H···A |
C7V—H7V···N1V | 0.95 (4) | 2.23 (3) | 2.913 (6) | 129 (4) |
C7U—H7U···N1U | 0.94 (2) | 2.25 (4) | 2.873 (5) | 123 (3) |
O1W—H1WB···N3V | 0.77 (4) | 1.99 (4) | 2.759 (3) | 174 (2) |
O1W—H1WA···O1Cii | 0.78 (3) | 2.01 (3) | 2.782 (3) | 170 (4) |
O2W—H2WB···O1Cii | 0.74 (3) | 2.15 (3) | 2.882 (3) | 167 (4) |
O2W—H2WA···N3U | 0.75 (3) | 2.06 (3) | 2.797 (4) | 168 (3) |
N2V—H2NV···O2B | 0.79 (3) | 2.57 (2) | 3.196 (3) | 137 (2) |
N2V—H2NV···O2A | 0.79 (3) | 2.61 (2) | 3.318 (4) | 150 (3) |
N2U—H2NU···O1A | 0.78 (3) | 2.20 (2) | 2.970 (3) | 168 (3) |
Symmetry code: (ii) −x+1/2, −y+3/2, −z+1. |
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In a long-term project studying magnetic interactions in homo- and heteronuclear systems, we have focused on carboxylate compounds (Atria et al., 1990, 1992, 2002; Baggio et al., 2000), as they usually present a diversity of coordination modes, leading to very interesting structures. In particular, when lanthanide cations are used as metallic centres, the carboxylate group is found to bind in a syn-syn, syn-anti or anti-anti mode (η1η1µ2 fashion; for nomenclature, see e.g. Cotton & Wilkinson, 1988). Less common, but not rare, is the chelato-bridging mode (η2η1µ2 fashion). At present, we are exploring the complexing capabilities of the crotonate ion in these types of compounds, and report herein the synthesis and full structural characterization of three new yttrium crotonate complexes, [Y(crot)3(phen)]2·2H2O, (I), [Y(crot)3(mphen)]2·2H2O, (II), and [Y(crot)3(aq)2]2.4(bpa), (III), where crot is the crotonate anion, phen is 1,10-phenanthroline, mphen is 4-methyl-1,10-phenanthroline and bpa is 2,2'-bipyridylamine. All three compounds are dimeric species. \sch
Compounds (I) and (II) are isostructural, which is not unexpected given their ligand similarities; both dimers are almost identical in their molecular structure (Figs. 1 and 2). Each cation is coordinated via the O atoms to three crotonate groups binding in dissimilar coordination modes (the atoms are labelled accordingly), viz. unit A, which is purely chelating, unit B, a pure syn-syn bridge, and unit C, which is tridentate, with one O atom chelating to one of the Y centres while the other bridges both Y atoms. The first difference between these closely related structures is that the crotonate unit A in compound (I) is disordered over two sites of similar occupancies [0.53 (2)/0.47 (2)], while it is ordered in (I). A bidentate dinitrogenated base [phen in (I), mphen in (II)] completes the coordination sphere around the cation through both N atoms. Here, the second difference between the structures arises: while the phen group in structure (I) is ordered, the mphen ligand in (II) is disordered over two positions, which are rotated by 180° relative to one another, as shown in Fig. 2. The fact that this rotation takes place around the symmetry axis of the molecular core allowed refinement of the group as if it were ordered and had full occupancy, except for the terminal methyl groups, which then appear at different sites in the molecule and with populations of 0.600 (5)/0.400 (5).
This binding scheme results in a ninefold coordination for the YIII cations, which are linked to each other through quadruple bridges. Two of these are through a single O atom (Y—O—Y') and two through a complete carboxylate, in a Y—O—C—O—Y' sequence. The resulting Y···Y' distances are 3.8948 (16) Å in (I) and 3.9009 (10) Å in (II). The main interaction between the rather isolated dimeric entities is achieved through the aromatic groups related by the centre of symmetry at (1/2,1,0), which show a significant π–π interaction. Being parallel by symmetry requirements, they lie at graphitic distances from each other [3.40 (1) for (I) and 3.49 (1) Å for (II)]. The central rings show roughly the same `slippage' (deviation from exact superposition viewed normal to the rings) of the rings in both structures [approximately 0.85 (2) Å], leading to an overlap of ca 60% of the complete ring area.
The structures are completed by one hydrate water molecule disordered over two sites. It was not possible to find its H atoms, thus preventing a detailed study of the hydrogen-bonding scheme. However, the short Ow···Ocrot distances present in both structures strongly suggest these hydrogen-bonding interactions are a stabilizing factor for the packing; short O.·O distances, for (I)/(II), are: O1WA···O2A 2.819 (9)/2.895 (7) Å, O1WB···O1A 2.631 (11)/2.689 (11) Å, and O1WB···O1A(1 − x,1 − y,-z): 2.858 (17)/2.918 (11) Å.
The major difference between structure (III) and structures (I) and (II) resides with the nitrogenous bases, which are not coordinated in (III), acting instead as solvates. The crotonate units are attached to the cations in an analogous way to (I) and (II), with the ligand displaying the three different coordination modes and building up quadruple bridges, to join YIII cations together at a distance of 3.9664 (5) Å (Fig. 3). The coordination sphere around each Y centre is, in this case, completed by two water molecules, located in similar positions to those occupied in (I) and (II) by the imine N atoms.
The two independent bpa groups in structure (III) (four units per dimer) present a trans disposition of their bpy groups, with pyridine atom N3 pointing outwards and being involved in hydrogen-bonding interactions. The other pyridine N atom (N1) points inwards and is shielded from intermolecular contacts by a weak C7—H7···N1 intramolecular hydrogen bond, with average parameters H···N ~2.20 Å and C—H···N ~120° (Fig. 3). Both moieties are distorted from planarity, through opposite rotations of the lateral pyridine groups around the corresponding N2—C5 and N2—C6 bonds. The combined effect leads to a dihedral angle between rings of 6.0 (1)° in unit U and 11.3 (1)° in unit V.
All the active H atoms in the structure of (III) (four aqua and two amino) take part in hydrogen bonding, in a complex scheme presented in Table 4 and shown in Fig. 3. The main effects of these interactions are, firstly, the attachment of the bpa molecules to the dimeric units to create a kind of a `cluster', and, secondly, to join the resulting entities into one-dimensional chains running along the crystallographic b axis (entries 4 and 5 in Table 4). The columnar structures interact weakly with each other, mainly through van der Waal's interactions. There are no π–π interactions between the planar groups of neighbouring bpa groups.
In summary, we have synthesized and solved the structures of three yttrium crotonate complexes characterized by a similar bridging mode between the cations, viz. two `short' (Y—O—Y) and two `long' (Y—O—C—O—Y) bridges. A search in the Cambridge Structural Database (CSD, version 5.24; Allen, 2002) of dimeric carboxylate-bridged YIII centres showed only four fully reported structures, one of which presented a simpler bridging scheme with just two Y—O—Y links, namely, bis(µ2-acetato)tetrakis(acetato)tetraaquadiyttrium tetrahydrate (CSD refcode TACETZ01; Ribot et al., 1991). The remaining three, bis([µ2-(trimethylsilyl)acetato-O,O,O'][µ2-(trimethylsilyl)acetato- O,O']{µ2-1-[dimethyl(prop-2-enyl)silyl]-2,3,4,5-tetramethylcyclopentadienyl} yttrium) (AFINIM; Evans et al., 2001), bis[(µ2-κO:κO'-acetato)(µ2-κO:κ2O'-acetato)(η5-cyclopentadienyl) tris(µ2-dimethylphosphito-O,P)cobaltyttrium(III)] (WEQKEI; Han et al., 1999) and bis(µ2-salicylato-O,O,O')bis(µ2-salicylato-O,O')bis(salicylato- O,O')diyttrium tetrahydrate (LESMUR; Ma et al., 1994), present very similar yttrium environments to the ones herein reported, in spite of the diversity of their carboxylate ligands. It can thus be concluded that this type of dimeric bridging is common for the yttrium-carboxylate system, leading to a rather constrained geometry with a narrow spread (3.347–4.028 Å) in the Y···Y distances. The distances found here for (I), (II) and (III) lie within the extreme values found in the literature. The existence of these structures supports the feasibility of generating heteronuclear complexes containing magnetic lanthanide cations combined with Y as a non-magnetic centre. We are at present engaged in the synthesis and characterization of this type of compound, which ought to be useful tools for studying 4f–4f magnetic interactions.