Acta Cryst. (2007). E63, m1819 [ doi:10.1107/S1600536807025044 ]
3-(ethylenediaminetetraacetato-
8N,N',O,O',O'',O''':O'''':O''''')] monohydrate]The DyIII atom in the title compound, (H3O)[Dy(C10H12N2O8)]·H2O, is N,N',O,O',O'',O'''-chelated by the edta tetraanion; it is also linked to the O atoms of two other tetraaanions in the polyanionic layer. The metal atom (site symmetry m) exists in a square-antiprismatic DyO6N2 geometry. The tetraanion is disordered over a mirror plane. The oxonium cation and water molecule are disordered, in a 2:1 ratio, and these occupy the space between adjacent layers. They probably interact with the layers by way of O-H
O hydrogen bonds, but the H atoms could not be located.
Dysprosium(III) oxide (0.162 g, 0.5 mmol), ethylenediaminetetraacetic acid (edta) (0.286 g, 0.8 mmol), perchloric acid (0.385 mmol) and oxalic acid (0.042 g, 0.175 mmol) were dissolved in a mixture of methanol (5 ml) and water (5 ml). This solution was sealed in a Teflon-lined, stainless-steel autoclave (20 ml capacity) and heated to 433 K for 4 days. It was cooled to room temperature at 5 K h−1 to obtain colorless blocks of (I).
The edta tetraanion is disordered about a mirror plane; only the O1, O2 and C1 atoms of the molecule have full occupany, the other atoms being given 0.5 occupancy. For the disordered atoms, the C–O distances were restrained to 1.25±0.01 Å, the C–N distances to 1.45±0.01 Å and the C–C distances to 1.50±0.01 Å. The vibration of the ordered and disordered C, N and O atoms were restrained to be nearly isotropic.
Along with the [(C10H12N2O8)Dy] monoanion, the formula unit should have one hydronium ion and one water molecule; their respective O atoms are disordered and the sum of their occupancies should be unity. As the occupancy refined to 0.67 (1):0.33 (1), the occupancies were then fixed at this ratio. The 'o' and 'w' labels are arbitrary and do not mean that the O3o is the hydronium and the O1w the water O atoms. Their H atoms could not be placed with any confidence.
The carbon-bound H atoms were placed at calculated positions (C–H 0.97 Å), and they were included in the refinement in the riding model approximation with U(H) set to 1.2Ueq(C).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
| (H3O)[Dy(C10H12N2O8)]·H2O | F000 = 948 |
| Mr = 487.76 | Dx = 2.039 Mg m−3 |
| Orthorhombic, Pbcm | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2c 2b | Cell parameters from 8499 reflections |
| a = 6.6271 (3) Å | θ = 3.1–27.5º |
| b = 12.9233 (6) Å | µ = 4.76 mm−1 |
| c = 18.5496 (9) Å | T = 295 (2) K |
| V = 1588.6 (1) Å3 | Block, colorless |
| Z = 4 | 0.30 × 0.20 × 0.10 mm |
| Bruker APEX II CCD diffractometer | 1873 independent reflections |
| Radiation source: medium-focus sealed tube | 1784 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.022 |
| T = 295(2) K | θmax = 27.5º |
| φ and ω scans | θmin = 3.1º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −8→7 |
| Tmin = 0.425, Tmax = 0.648 | k = −16→16 |
| 13726 measured reflections | l = −23→23 |
| 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)] = 0.017 | H-atom parameters constrained |
| wR(F2) = 0.050 | w = 1/[σ2(Fo2) + (0.036P)2 + 0.7002P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max = 0.001 |
| 1873 reflections | Δρmax = 0.66 e Å−3 |
| 178 parameters | Δρmin = −0.47 e Å−3 |
| 127 restraints | Extinction correction: none |
| Primary atom site location: structure-invariant direct methods |
| (H3O)[Dy(C10H12N2O8)]·H2O | V = 1588.6 (1) Å3 |
| Mr = 487.76 | Z = 4 |
| Orthorhombic, Pbcm | Mo Kα |
| a = 6.6271 (3) Å | µ = 4.76 mm−1 |
| b = 12.9233 (6) Å | T = 295 (2) K |
| c = 18.5496 (9) Å | 0.30 × 0.20 × 0.10 mm |
| Bruker APEX II CCD diffractometer | 1873 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1784 reflections with I > 2σ(I) |
| Tmin = 0.425, Tmax = 0.648 | Rint = 0.022 |
| 13726 measured reflections |
| R[F2 > 2σ(F2)] = 0.017 | 127 restraints |
| wR(F2) = 0.050 | H-atom parameters constrained |
| S = 1.05 | Δρmax = 0.66 e Å−3 |
| 1873 reflections | Δρmin = −0.47 e Å−3 |
| 178 parameters |
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| Dy1 | 0.10881 (2) | 0.052175 (11) | 0.2500 | 0.01807 (8) | |
| O1 | 0.0672 (5) | 0.0318 (2) | 0.12603 (13) | 0.0541 (7) | |
| O2 | 0.1160 (4) | 0.0739 (3) | 0.01246 (15) | 0.0666 (9) | |
| O3O | −0.2534 (15) | 0.2034 (7) | −0.0555 (4) | 0.188 (4) | 0.67 |
| O1W | 0.477 (2) | 0.0661 (9) | −0.0728 (7) | 0.104 (4) | 0.33 |
| C1 | 0.1473 (5) | 0.0859 (3) | 0.07918 (16) | 0.0388 (6) | |
| O3 | 0.4405 (5) | 0.0077 (3) | 0.27636 (19) | 0.0268 (7) | 0.50 |
| O4 | 0.7680 (4) | 0.0071 (2) | 0.2593 (8) | 0.025 (2) | 0.50 |
| N1 | 0.3675 (6) | 0.1575 (3) | 0.1752 (2) | 0.0227 (8) | 0.50 |
| C2 | 0.301 (4) | 0.1750 (15) | 0.1018 (5) | 0.027 (3) | 0.50 |
| H2A | 0.4157 | 0.1749 | 0.0695 | 0.033* | 0.50 |
| H2B | 0.2346 | 0.2418 | 0.0983 | 0.033* | 0.50 |
| C3 | 0.426 (2) | 0.2566 (10) | 0.2083 (7) | 0.015 (3) | 0.50 |
| H3A | 0.3314 | 0.3100 | 0.1940 | 0.018* | 0.50 |
| H3B | 0.5590 | 0.2764 | 0.1913 | 0.018* | 0.50 |
| C4 | 0.5509 (7) | 0.0924 (4) | 0.1699 (3) | 0.0284 (10) | 0.50 |
| H4A | 0.6661 | 0.1361 | 0.1593 | 0.034* | 0.50 |
| H4B | 0.5351 | 0.0440 | 0.1304 | 0.034* | 0.50 |
| C5 | 0.5907 (6) | 0.0330 (3) | 0.2389 (5) | 0.022 (2) | 0.50 |
| O3' | −0.0529 (6) | 0.2069 (2) | 0.22572 (19) | 0.0298 (9) | 0.50 |
| O4' | −0.1173 (4) | 0.3735 (2) | 0.2400 (8) | 0.027 (2) | 0.50 |
| N1' | 0.2516 (6) | 0.2061 (3) | 0.3261 (2) | 0.0230 (8) | 0.50 |
| C2' | 0.274 (4) | 0.1684 (15) | 0.3997 (5) | 0.033 (5) | 0.50 |
| H2'1 | 0.4130 | 0.1465 | 0.4061 | 0.040* | 0.50 |
| H2'2 | 0.2509 | 0.2259 | 0.4322 | 0.040* | 0.50 |
| C3' | 0.429 (2) | 0.2477 (13) | 0.2885 (9) | 0.039 (6) | 0.50 |
| H3'1 | 0.5432 | 0.2049 | 0.3015 | 0.047* | 0.50 |
| H3'2 | 0.4544 | 0.3162 | 0.3078 | 0.047* | 0.50 |
| C4' | 0.0925 (7) | 0.2865 (4) | 0.3286 (3) | 0.0279 (11) | 0.50 |
| H4'1 | 0.1551 | 0.3535 | 0.3359 | 0.033* | 0.50 |
| H4'2 | 0.0049 | 0.2731 | 0.3694 | 0.033* | 0.50 |
| C5' | −0.0331 (6) | 0.2898 (3) | 0.2608 (5) | 0.0240 (19) | 0.50 |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Dy1 | 0.01006 (11) | 0.01040 (10) | 0.03376 (12) | −0.00049 (4) | 0.000 | 0.000 |
| O1 | 0.0714 (17) | 0.0513 (14) | 0.0395 (12) | −0.0385 (13) | −0.0086 (11) | −0.0020 (10) |
| O2 | 0.089 (2) | 0.0727 (18) | 0.0382 (13) | −0.0347 (14) | −0.0185 (12) | −0.0018 (13) |
| O3O | 0.176 (7) | 0.184 (7) | 0.205 (6) | 0.055 (6) | −0.056 (6) | 0.042 (6) |
| O1W | 0.118 (8) | 0.109 (7) | 0.085 (6) | 0.051 (6) | 0.027 (6) | 0.014 (5) |
| C1 | 0.0443 (17) | 0.0365 (15) | 0.0358 (14) | −0.0062 (13) | −0.0085 (12) | −0.0046 (12) |
| O3 | 0.0142 (16) | 0.0209 (16) | 0.0454 (19) | −0.0004 (13) | 0.0003 (13) | 0.0086 (13) |
| O4 | 0.0123 (12) | 0.0225 (12) | 0.039 (7) | 0.0004 (10) | −0.0009 (18) | −0.0005 (19) |
| N1 | 0.021 (2) | 0.019 (2) | 0.0284 (19) | −0.0039 (16) | −0.0030 (14) | 0.0010 (16) |
| C2 | 0.023 (5) | 0.024 (4) | 0.035 (5) | −0.016 (4) | −0.008 (3) | −0.006 (3) |
| C3 | 0.021 (5) | 0.009 (4) | 0.016 (4) | −0.008 (3) | −0.004 (3) | 0.004 (3) |
| C4 | 0.020 (2) | 0.029 (2) | 0.037 (3) | 0.000 (2) | 0.006 (2) | −0.001 (2) |
| C5 | 0.0141 (19) | 0.0139 (15) | 0.039 (6) | −0.0026 (12) | 0.000 (2) | −0.003 (2) |
| O3' | 0.0194 (14) | 0.0153 (15) | 0.055 (2) | 0.0032 (12) | −0.0113 (14) | −0.0050 (12) |
| O4' | 0.0225 (14) | 0.0111 (12) | 0.048 (7) | 0.0018 (9) | −0.0040 (18) | −0.0006 (19) |
| N1' | 0.021 (2) | 0.0184 (18) | 0.0290 (19) | −0.0022 (17) | 0.0016 (16) | 0.0023 (15) |
| C2' | 0.034 (8) | 0.039 (7) | 0.027 (5) | −0.010 (5) | 0.004 (3) | −0.007 (4) |
| C3' | 0.032 (7) | 0.033 (7) | 0.051 (8) | −0.012 (5) | −0.006 (5) | −0.002 (5) |
| C4' | 0.028 (3) | 0.018 (2) | 0.037 (3) | 0.0006 (17) | 0.0060 (19) | −0.005 (2) |
| C5' | 0.0150 (16) | 0.0134 (16) | 0.044 (6) | −0.0012 (13) | 0.004 (2) | −0.002 (2) |
| Dy1—O1 | 2.331 (2) | C3—H3A | 0.9700 |
| Dy1—O1i | 2.331 (2) | C3—H3B | 0.9700 |
| Dy1—O3 | 2.324 (3) | C4—C5 | 1.516 (7) |
| Dy1—O4ii | 2.339 (3) | C4—H4A | 0.9700 |
| Dy1—O3' | 2.313 (3) | C4—H4B | 0.9700 |
| Dy1—O4'iii | 2.318 (3) | O3'—C5' | 1.260 (6) |
| Dy1—N1 | 2.592 (4) | O4'—C5' | 1.276 (6) |
| Dy1—N1' | 2.617 (4) | O4'—Dy1iv | 2.318 (3) |
| O1—C1 | 1.235 (4) | N1'—C2' | 1.457 (9) |
| O2—C1 | 1.265 (4) | N1'—C3' | 1.466 (9) |
| C1—C2'i | 1.41 (2) | N1'—C4' | 1.481 (5) |
| C1—C2 | 1.59 (2) | C2'—C1i | 1.41 (2) |
| O3—C5 | 1.257 (6) | C2'—H2'1 | 0.9700 |
| O4—C5 | 1.279 (6) | C2'—H2'2 | 0.9700 |
| N1—C2 | 1.451 (9) | C3'—H3'1 | 0.9700 |
| N1—C3 | 1.471 (8) | C3'—H3'2 | 0.9700 |
| N1—C4 | 1.481 (5) | C4'—C5' | 1.509 (8) |
| C2—H2A | 0.9700 | C4'—H4'1 | 0.9700 |
| C2—H2B | 0.9700 | C4'—H4'2 | 0.9700 |
| C3—C3' | 1.493 (7) | ||
| O3'i—Dy1—O3' | 22.46 (17) | C1—O1—Dy1 | 125.4 (2) |
| O3'i—Dy1—O4'v | 149.0 (2) | O1—C1—O2 | 123.2 (3) |
| O3'—Dy1—O4'v | 152.68 (14) | O1—C1—C2'i | 119.2 (5) |
| O3'i—Dy1—O4'iii | 152.68 (14) | O2—C1—C2'i | 117.5 (6) |
| O3'—Dy1—O4'iii | 149.0 (2) | O1—C1—C2 | 119.9 (5) |
| O4'v—Dy1—O4'iii | 9.2 (7) | O2—C1—C2 | 116.8 (5) |
| O3'i—Dy1—O3 | 127.66 (13) | C2'i—C1—C2 | 3.2 (14) |
| O3'—Dy1—O3 | 133.86 (12) | C5—O3—Dy1 | 124.6 (3) |
| O4'v—Dy1—O3 | 73.36 (12) | C5—O4—Dy1vii | 143.1 (6) |
| O4'iii—Dy1—O3 | 75.36 (14) | C2—N1—C3 | 109.7 (10) |
| O3'i—Dy1—O3i | 133.86 (12) | C2—N1—C4 | 106.0 (8) |
| O3'—Dy1—O3i | 127.66 (13) | C3—N1—C4 | 107.8 (6) |
| O4'v—Dy1—O3i | 75.36 (14) | C2—N1—Dy1 | 112.4 (10) |
| O4'iii—Dy1—O3i | 73.36 (12) | C3—N1—Dy1 | 114.1 (7) |
| O3—Dy1—O3i | 24.29 (17) | C4—N1—Dy1 | 106.3 (3) |
| O3'i—Dy1—O1i | 81.42 (11) | N1—C2—C1 | 109.3 (13) |
| O3'—Dy1—O1i | 103.60 (12) | N1—C2—H2A | 109.8 |
| O4'v—Dy1—O1i | 79.1 (3) | C1—C2—H2A | 109.8 |
| O4'iii—Dy1—O1i | 88.2 (3) | N1—C2—H2B | 109.8 |
| O3—Dy1—O1i | 82.89 (11) | C1—C2—H2B | 109.8 |
| O3i—Dy1—O1i | 106.94 (12) | H2A—C2—H2B | 108.3 |
| O3'i—Dy1—O1 | 103.60 (12) | N1—C3—C3' | 110.6 (15) |
| O3'—Dy1—O1 | 81.42 (11) | N1—C3—H3A | 109.5 |
| O4'v—Dy1—O1 | 88.2 (4) | C3'—C3—H3A | 109.5 |
| O4'iii—Dy1—O1 | 79.1 (3) | N1—C3—H3B | 109.5 |
| O3—Dy1—O1 | 106.94 (12) | C3'—C3—H3B | 109.5 |
| O3i—Dy1—O1 | 82.89 (11) | H3A—C3—H3B | 108.1 |
| O1i—Dy1—O1 | 161.18 (12) | N1—C4—C5 | 112.0 (4) |
| O3'i—Dy1—O4vi | 77.44 (14) | N1—C4—H4A | 109.2 |
| O3'—Dy1—O4vi | 75.74 (14) | C5—C4—H4A | 109.2 |
| O4'v—Dy1—O4vi | 77.36 (11) | N1—C4—H4B | 109.2 |
| O4'iii—Dy1—O4vi | 76.67 (10) | C5—C4—H4B | 109.2 |
| O3—Dy1—O4vi | 150.15 (16) | H4A—C4—H4B | 107.9 |
| O3i—Dy1—O4vi | 146.7 (2) | O3—C5—O4 | 119.6 (7) |
| O1i—Dy1—O4vi | 86.0 (4) | O3—C5—C4 | 117.5 (4) |
| O1—Dy1—O4vi | 77.6 (4) | O4—C5—C4 | 122.9 (7) |
| O3'i—Dy1—O4ii | 75.74 (14) | C5'—O3'—Dy1 | 125.9 (3) |
| O3'—Dy1—O4ii | 77.44 (14) | C5'—O4'—Dy1iv | 144.0 (6) |
| O4'v—Dy1—O4ii | 76.67 (10) | C2'—N1'—C3' | 119.1 (13) |
| O4'iii—Dy1—O4ii | 77.36 (11) | C2'—N1'—C4' | 106.2 (8) |
| O3—Dy1—O4ii | 146.7 (2) | C3'—N1'—C4' | 109.1 (8) |
| O3i—Dy1—O4ii | 150.15 (16) | C2'—N1'—Dy1 | 106.7 (9) |
| O1i—Dy1—O4ii | 77.6 (4) | C3'—N1'—Dy1 | 108.1 (8) |
| O1—Dy1—O4ii | 86.0 (4) | C4'—N1'—Dy1 | 107.0 (3) |
| O4vi—Dy1—O4ii | 8.5 (7) | C1i—C2'—N1' | 116.9 (15) |
| O3'i—Dy1—N1i | 75.41 (13) | C1i—C2'—H2'1 | 108.1 |
| O3'—Dy1—N1i | 87.50 (12) | N1'—C2'—H2'1 | 108.1 |
| O4'v—Dy1—N1i | 117.7 (2) | C1i—C2'—H2'2 | 108.1 |
| O4'iii—Dy1—N1i | 123.4 (2) | N1'—C2'—H2'2 | 108.1 |
| O3—Dy1—N1i | 52.53 (12) | H2'1—C2'—H2'2 | 107.3 |
| O3i—Dy1—N1i | 67.47 (12) | N1'—C3'—C3 | 119.6 (17) |
| O1i—Dy1—N1i | 67.02 (10) | N1'—C3'—H3'1 | 107.4 |
| O1—Dy1—N1i | 131.72 (11) | C3—C3'—H3'1 | 107.4 |
| O4vi—Dy1—N1i | 144.0 (3) | N1'—C3'—H3'2 | 107.4 |
| O4ii—Dy1—N1i | 136.9 (3) | C3—C3'—H3'2 | 107.4 |
| O3'i—Dy1—N1 | 87.50 (12) | H3'1—C3'—H3'2 | 107.0 |
| O3'—Dy1—N1 | 75.41 (13) | N1'—C4'—C5' | 112.8 (4) |
| O4'v—Dy1—N1 | 123.4 (2) | N1'—C4'—H4'1 | 109.0 |
| O4'iii—Dy1—N1 | 117.7 (2) | C5'—C4'—H4'1 | 109.0 |
| O3—Dy1—N1 | 67.47 (12) | N1'—C4'—H4'2 | 109.0 |
| O3i—Dy1—N1 | 52.53 (13) | C5'—C4'—H4'2 | 109.0 |
| O1i—Dy1—N1 | 131.72 (11) | H4'1—C4'—H4'2 | 107.8 |
| O1—Dy1—N1 | 67.02 (10) | O3'—C5'—O4' | 121.2 (8) |
| O4vi—Dy1—N1 | 136.9 (3) | O3'—C5'—C4' | 117.6 (4) |
| O4ii—Dy1—N1 | 144.0 (3) | O4'—C5'—C4' | 121.2 (7) |
| N1i—Dy1—N1 | 64.71 (17) | ||
| O3'i—Dy1—O1—C1 | 68.6 (3) | Dy1—O3—C5—O4 | 177.9 (5) |
| O3'—Dy1—O1—C1 | 65.0 (3) | Dy1—O3—C5—C4 | −2.9 (7) |
| O4'v—Dy1—O1—C1 | −140.4 (3) | Dy1vii—O4—C5—O3 | −155.4 (11) |
| O4'iii—Dy1—O1—C1 | −139.3 (3) | Dy1vii—O4—C5—C4 | 25.5 (17) |
| O3—Dy1—O1—C1 | −68.4 (3) | N1—C4—C5—O3 | 30.2 (7) |
| O3i—Dy1—O1—C1 | −64.9 (3) | N1—C4—C5—O4 | −150.7 (6) |
| O1i—Dy1—O1—C1 | 172.1 (3) | O3'i—Dy1—O3'—C5' | 37.5 (5) |
| O4vi—Dy1—O1—C1 | 142.1 (3) | O4'v—Dy1—O3'—C5' | 139.4 (8) |
| O4ii—Dy1—O1—C1 | 142.8 (3) | O4'iii—Dy1—O3'—C5' | 156.8 (7) |
| N1i—Dy1—O1—C1 | −13.9 (4) | O3—Dy1—O3'—C5' | −46.4 (5) |
| N1—Dy1—O1—C1 | −12.7 (3) | O3i—Dy1—O3'—C5' | −77.6 (5) |
| Dy1—O1—C1—O2 | −177.9 (3) | O1i—Dy1—O3'—C5' | 46.8 (5) |
| Dy1—O1—C1—C2'i | −0.6 (10) | O1—Dy1—O3'—C5' | −151.7 (5) |
| Dy1—O1—C1—C2 | 2.9 (9) | O4vi—Dy1—O3'—C5' | 129.1 (6) |
| O3'i—Dy1—O3—C5 | −81.4 (5) | O4ii—Dy1—O3'—C5' | 120.5 (6) |
| O3'—Dy1—O3—C5 | −52.7 (5) | N1i—Dy1—O3'—C5' | −18.8 (5) |
| O4'v—Dy1—O3—C5 | 124.5 (6) | N1—Dy1—O3'—C5' | −83.3 (5) |
| O4'iii—Dy1—O3—C5 | 115.2 (6) | O3'i—Dy1—N1'—C2' | 115.0 (9) |
| O3i—Dy1—O3—C5 | 33.3 (4) | O3'—Dy1—N1'—C2' | 135.5 (9) |
| O1i—Dy1—O3—C5 | −154.8 (5) | O4'v—Dy1—N1'—C2' | −25.2 (10) |
| O1—Dy1—O3—C5 | 41.6 (5) | O4'iii—Dy1—N1'—C2' | −33.2 (10) |
| O4vi—Dy1—O3—C5 | 136.2 (8) | O3—Dy1—N1'—C2' | −71.1 (9) |
| O4ii—Dy1—O3—C5 | 151.1 (7) | O3i—Dy1—N1'—C2' | −91.7 (9) |
| N1i—Dy1—O3—C5 | −88.4 (5) | O1i—Dy1—N1'—C2' | 17.9 (9) |
| N1—Dy1—O3—C5 | −13.7 (4) | O1—Dy1—N1'—C2' | −170.2 (9) |
| O3'i—Dy1—N1—C2 | −85.2 (7) | O4vi—Dy1—N1'—C2' | 84.0 (10) |
| O3'—Dy1—N1—C2 | −66.1 (7) | O4ii—Dy1—N1'—C2' | 76.2 (10) |
| O4'v—Dy1—N1—C2 | 92.0 (8) | N1i—Dy1—N1'—C2' | −69.4 (10) |
| O4'iii—Dy1—N1—C2 | 83.7 (8) | N1—Dy1—N1'—C2' | −142.3 (9) |
| O3—Dy1—N1—C2 | 141.9 (8) | O3'i—Dy1—N1'—C3' | −115.7 (8) |
| O3i—Dy1—N1—C2 | 119.6 (8) | O3'—Dy1—N1'—C3' | −95.3 (8) |
| O1i—Dy1—N1—C2 | −161.4 (7) | O4'v—Dy1—N1'—C3' | 104.1 (9) |
| O1—Dy1—N1—C2 | 20.7 (7) | O4'iii—Dy1—N1'—C3' | 96.0 (9) |
| O4vi—Dy1—N1—C2 | −16.7 (8) | O3—Dy1—N1'—C3' | 58.2 (8) |
| O4ii—Dy1—N1—C2 | −23.9 (9) | O3i—Dy1—N1'—C3' | 37.5 (8) |
| N1i—Dy1—N1—C2 | −160.3 (7) | O1i—Dy1—N1'—C3' | 147.2 (8) |
| O3'i—Dy1—N1—C3 | 40.5 (6) | O1—Dy1—N1'—C3' | −40.9 (8) |
| O3'—Dy1—N1—C3 | 59.7 (6) | O4vi—Dy1—N1'—C3' | −146.8 (9) |
| O4'v—Dy1—N1—C3 | −142.2 (7) | O4ii—Dy1—N1'—C3' | −154.5 (9) |
| O4'iii—Dy1—N1—C3 | −150.6 (6) | N1i—Dy1—N1'—C3' | 59.9 (9) |
| O3—Dy1—N1—C3 | −92.3 (6) | N1—Dy1—N1'—C3' | −13.1 (8) |
| O3i—Dy1—N1—C3 | −114.6 (6) | O3'i—Dy1—N1'—C4' | 1.7 (3) |
| O1i—Dy1—N1—C3 | −35.7 (6) | O3'—Dy1—N1'—C4' | 22.1 (3) |
| O1—Dy1—N1—C3 | 146.4 (6) | O4'v—Dy1—N1'—C4' | −138.5 (4) |
| O4vi—Dy1—N1—C3 | 109.1 (7) | O4'iii—Dy1—N1'—C4' | −146.6 (4) |
| O4ii—Dy1—N1—C3 | 101.8 (7) | O3—Dy1—N1'—C4' | 175.6 (3) |
| N1i—Dy1—N1—C3 | −34.5 (6) | O3i—Dy1—N1'—C4' | 154.9 (3) |
| O3'i—Dy1—N1—C4 | 159.2 (3) | O1i—Dy1—N1'—C4' | −95.4 (3) |
| O3'—Dy1—N1—C4 | 178.3 (3) | O1—Dy1—N1'—C4' | 76.5 (3) |
| O4'v—Dy1—N1—C4 | −23.6 (5) | O4vi—Dy1—N1'—C4' | −29.3 (5) |
| O4'iii—Dy1—N1—C4 | −31.9 (4) | O4ii—Dy1—N1'—C4' | −37.1 (4) |
| O3—Dy1—N1—C4 | 26.3 (3) | N1i—Dy1—N1'—C4' | 177.3 (5) |
| O3i—Dy1—N1—C4 | 4.0 (3) | N1—Dy1—N1'—C4' | 104.3 (3) |
| O1i—Dy1—N1—C4 | 83.0 (3) | C3'—N1'—C2'—C1i | −148.5 (13) |
| O1—Dy1—N1—C4 | −94.9 (3) | C4'—N1'—C2'—C1i | 88.0 (12) |
| O4vi—Dy1—N1—C4 | −132.3 (4) | Dy1—N1'—C2'—C1i | −25.8 (15) |
| O4ii—Dy1—N1—C4 | −139.5 (5) | C2'—N1'—C3'—C3 | 161.5 (16) |
| N1i—Dy1—N1—C4 | 84.1 (3) | C4'—N1'—C3'—C3 | −76.4 (19) |
| C3—N1—C2—C1 | −153.6 (9) | Dy1—N1'—C3'—C3 | 40 (2) |
| C4—N1—C2—C1 | 90.2 (11) | N1—C3—C3'—N1' | −52 (2) |
| Dy1—N1—C2—C1 | −25.5 (12) | C2'—N1'—C4'—C5' | −146.6 (11) |
| O1—C1—C2—N1 | 17.1 (14) | C3'—N1'—C4'—C5' | 83.9 (9) |
| O2—C1—C2—N1 | −162.1 (8) | Dy1—N1'—C4'—C5' | −32.9 (5) |
| C2'i—C1—C2—N1 | 94 (17) | Dy1—O3'—C5'—O4' | 174.7 (5) |
| C2—N1—C3—C3' | 161.0 (16) | Dy1—O3'—C5'—C4' | −5.8 (8) |
| C4—N1—C3—C3' | −84.0 (15) | Dy1iv—O4'—C5'—O3' | −159.8 (10) |
| Dy1—N1—C3—C3' | 33.8 (16) | Dy1iv—O4'—C5'—C4' | 20.7 (16) |
| C2—N1—C4—C5 | −157.2 (11) | N1'—C4'—C5'—O3' | 28.6 (7) |
| C3—N1—C4—C5 | 85.4 (8) | N1'—C4'—C5'—O4' | −151.9 (6) |
| Dy1—N1—C4—C5 | −37.3 (5) |
| Symmetry codes: (i) x, y, −z+1/2; (ii) x−1, y, z; (iii) −x, y−1/2, z; (iv) −x, y+1/2, z; (v) −x, y−1/2, −z+1/2; (vi) x−1, y, −z+1/2; (vii) x+1, y, z. |
| Dy1—O1 | 2.331 (2) | Dy1—O3' | 2.313 (3) |
| Dy1—O1i | 2.331 (2) | Dy1—O4'iii | 2.318 (3) |
| Dy1—O3 | 2.324 (3) | Dy1—N1 | 2.592 (4) |
| Dy1—O4ii | 2.339 (3) | Dy1—N1' | 2.617 (4) |
| Symmetry codes: (i) x, y, −z+1/2; (ii) x−1, y, z; (iii) −x, y−1/2, z. |
We thank Jiangxi Science and Technology Normal University and the University of Malaya for supporting this study.
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The erbium(III) and holonium(III) derivatives of edta have recently been reported (You et al., 2007a, b). The dysprosium analog described here is isostructural.