Three isotypic rare earth complexes,
catena-poly[[aquabis(but-2-enoato-κ
2O,
O′)yttrium(III)]-bis(μ-but-2-enoato)-κ
3O,
O′:
O;κ
3O:
O,
O′-[aquabis(but-2-enoato-κ
2O,
O′)yttrium(III)]-μ-4,4′-(ethane-1,2-diyl)dipyridine-κ
2N:
N′], [Y
2(C
4H
5O
2)
6(C
12H
12N
2)(H
2O)
2], the gadolinium(III) analogue, [Gd
2(C
4H
5O
2)
6(C
12H
12N
2)(H
2O)
2], and the gadolinium(III) analogue with a 4,4′-(ethene-1,2-diyl)dipyridine bridging ligand, [Gd
2(C
4H
5O
2)
6(C
12H
10N
2)(H
2O)
2], are one-dimensional coordination polymers made up of centrosymmetric dinuclear [
M(but-2-enoato)
3(H
2O)]
2 units (
M = rare earth), further bridged by centrosymmetric 4,4′-(ethane-1,2-diyl)dipyridine or 4,4′-(ethene-1,2-diyl)dipyridine spacers into sets of chains parallel to the [20
] direction. There are intra-chain and inter-chain hydrogen bonds in the structures, the former providing cohesion of the linear arrays and the latter promoting the formation of broad planes parallel to (010).
Supporting information
CCDC references: 1052638; 1052637; 1052636
For all compounds, data collection: SMART-NT (Bruker, 2001); cell refinement: SAINT-NT (Bruker, 2001); data reduction: SAINT-NT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).
(I)
catena-Poly[[aquabis(but-2-enoato-
κ2O:
O')yttrium(III)]-bis(µ-but-2-enoato)-
κ3O,
O':
O;
κ3O:
O,
O-[aquabis(but-2-enoato-
κ2O:
O')yttrium(III)]-µ-4,4'-(ethane-1,2-diyl)dipyridine-
κ2N:
N']
top
Crystal data top
[Y2(C4H5O2)6(C12H12N2)(H2O)2] | Z = 1 |
Mr = 908.57 | F(000) = 466 |
Triclinic, P1 | Dx = 1.551 Mg m−3 |
a = 8.5138 (11) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.5593 (13) Å | Cell parameters from 4233 reflections |
c = 12.2415 (15) Å | θ = 2.4–27.1° |
α = 66.699 (2)° | µ = 3.04 mm−1 |
β = 74.443 (2)° | T = 150 K |
γ = 85.953 (2)° | Block, colourless |
V = 972.9 (2) Å3 | 0.32 × 0.20 × 0.14 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 3695 reflections with I > 2σ(I) |
CCD rotation images, thin slices scans | Rint = 0.014 |
Absorption correction: multi-scan (SADABS in SAINT-NT; Bruker, 2001) | θmax = 27.9°, θmin = 1.9° |
Tmin = 0.45, Tmax = 0.64 | h = −11→10 |
7405 measured reflections | k = −13→13 |
4123 independent reflections | l = −15→16 |
Refinement top
Refinement on F2 | 7 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.028 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.068 | w = 1/[σ2(Fo2) + (0.0357P)2 + 0.5802P] where P = (Fo2 + 2Fc2)/3 |
S = 0.96 | (Δ/σ)max = 0.001 |
4123 reflections | Δρmax = 0.47 e Å−3 |
257 parameters | Δρmin = −0.34 e Å−3 |
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 | 0.70452 (2) | 0.58755 (2) | 0.35808 (2) | 0.02380 (7) | |
O11 | 0.91395 (19) | 0.67715 (16) | 0.42416 (15) | 0.0337 (3) | |
O21 | 0.7830 (2) | 0.81998 (17) | 0.29651 (16) | 0.0400 (4) | |
C11 | 0.8840 (3) | 0.8000 (2) | 0.3595 (2) | 0.0308 (5) | |
C21 | 0.9654 (3) | 0.9182 (3) | 0.3608 (2) | 0.0408 (6) | |
H21 | 1.0386 | 0.9007 | 0.4112 | 0.049* | |
C31 | 0.9403 (4) | 1.0465 (3) | 0.2948 (3) | 0.0535 (7) | |
H31 | 0.8666 | 1.0598 | 0.2454 | 0.064* | |
C41 | 1.0144 (5) | 1.1742 (3) | 0.2886 (4) | 0.0771 (11) | |
H41A | 1.0844 | 1.1486 | 0.3453 | 0.116* | |
H41B | 0.9277 | 1.2318 | 0.3121 | 0.116* | |
H41C | 1.0799 | 1.2257 | 0.2044 | 0.116* | |
O12 | 0.6708 (2) | 0.70214 (18) | 0.15051 (14) | 0.0394 (4) | |
O22 | 0.46661 (18) | 0.70030 (17) | 0.30240 (14) | 0.0361 (4) | |
C12 | 0.5294 (3) | 0.7375 (2) | 0.1876 (2) | 0.0279 (4) | |
C22 | 0.4401 (3) | 0.8223 (2) | 0.0971 (2) | 0.0356 (5) | |
H22 | 0.4938 | 0.8495 | 0.0121 | 0.043* | |
C32 | 0.2916 (3) | 0.8624 (3) | 0.1267 (2) | 0.0435 (6) | |
H32 | 0.2398 | 0.8351 | 0.2121 | 0.052* | |
C42 | 0.1954 (4) | 0.9476 (3) | 0.0382 (3) | 0.0645 (9) | |
H42A | 0.1800 | 1.0387 | 0.0421 | 0.097* | |
H42B | 0.0888 | 0.9015 | 0.0605 | 0.097* | |
H42C | 0.2547 | 0.9582 | −0.0456 | 0.097* | |
O13 | 0.6582 (2) | 0.40243 (17) | 0.30043 (14) | 0.0362 (4) | |
O23 | 0.46855 (18) | 0.39992 (15) | 0.46224 (13) | 0.0299 (3) | |
C13 | 0.5347 (3) | 0.3446 (2) | 0.38594 (19) | 0.0268 (4) | |
C23 | 0.4625 (3) | 0.2154 (2) | 0.3978 (2) | 0.0360 (5) | |
H23 | 0.3747 | 0.1706 | 0.4678 | 0.043* | |
C33 | 0.5127 (3) | 0.1586 (3) | 0.3171 (2) | 0.0411 (6) | |
H33 | 0.6030 | 0.2035 | 0.2493 | 0.049* | |
C43 | 0.4428 (4) | 0.0315 (3) | 0.3208 (3) | 0.0620 (8) | |
H43A | 0.3596 | −0.0116 | 0.3989 | 0.093* | |
H43B | 0.5297 | −0.0332 | 0.3141 | 0.093* | |
H43C | 0.3931 | 0.0553 | 0.2520 | 0.093* | |
N14 | 0.9801 (2) | 0.5708 (2) | 0.21965 (17) | 0.0321 (4) | |
C14 | 1.1051 (3) | 0.5119 (2) | 0.2657 (2) | 0.0332 (5) | |
H14 | 1.0927 | 0.4857 | 0.3514 | 0.040* | |
C24 | 1.2504 (3) | 0.4870 (3) | 0.1962 (2) | 0.0393 (6) | |
H24 | 1.3347 | 0.4446 | 0.2344 | 0.047* | |
C34 | 1.2746 (3) | 0.5234 (3) | 0.0712 (2) | 0.0477 (7) | |
C44 | 1.1478 (3) | 0.5873 (4) | 0.0229 (2) | 0.0581 (8) | |
H44 | 1.1588 | 0.6172 | −0.0629 | 0.070* | |
C54 | 1.0051 (3) | 0.6084 (3) | 0.0983 (2) | 0.0505 (7) | |
H54 | 0.9198 | 0.6520 | 0.0619 | 0.061* | |
C64A | 1.4370 (6) | 0.5471 (7) | −0.0260 (5) | 0.0453 (12) | 0.379 (6) |
H64A | 1.4216 | 0.5303 | −0.0966 | 0.054* | 0.379 (6) |
H64B | 1.4760 | 0.6442 | −0.0565 | 0.054* | 0.379 (6) |
C64B | 1.4222 (3) | 0.4680 (6) | 0.0027 (5) | 0.0453 (12) | 0.621 (6) |
H64C | 1.4227 | 0.3665 | 0.0455 | 0.054* | 0.621 (6) |
H64D | 1.4145 | 0.4894 | −0.0820 | 0.054* | 0.621 (6) |
O1W | 0.79346 (18) | 0.39023 (17) | 0.50559 (14) | 0.0335 (4) | |
H1WA | 0.7193 (19) | 0.353 (3) | 0.5719 (12) | 0.050* | |
H1WB | 0.8825 (14) | 0.374 (3) | 0.527 (2) | 0.050* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Y1 | 0.01895 (10) | 0.02716 (11) | 0.02459 (11) | 0.00391 (7) | −0.00496 (7) | −0.01041 (8) |
O11 | 0.0292 (8) | 0.0324 (8) | 0.0388 (9) | 0.0036 (6) | −0.0108 (7) | −0.0121 (7) |
O21 | 0.0374 (9) | 0.0327 (9) | 0.0518 (10) | 0.0014 (7) | −0.0226 (8) | −0.0116 (8) |
C11 | 0.0220 (10) | 0.0336 (12) | 0.0356 (12) | 0.0012 (9) | −0.0032 (9) | −0.0151 (10) |
C21 | 0.0336 (13) | 0.0397 (14) | 0.0539 (15) | −0.0008 (10) | −0.0151 (11) | −0.0204 (12) |
C31 | 0.0463 (16) | 0.0405 (15) | 0.080 (2) | 0.0016 (12) | −0.0247 (15) | −0.0252 (15) |
C41 | 0.078 (2) | 0.0411 (17) | 0.122 (3) | −0.0011 (16) | −0.043 (2) | −0.031 (2) |
O12 | 0.0344 (9) | 0.0505 (10) | 0.0315 (8) | 0.0161 (8) | −0.0095 (7) | −0.0160 (8) |
O22 | 0.0246 (8) | 0.0458 (10) | 0.0289 (8) | 0.0059 (7) | −0.0061 (6) | −0.0068 (7) |
C12 | 0.0272 (11) | 0.0262 (11) | 0.0312 (11) | 0.0024 (9) | −0.0111 (9) | −0.0101 (9) |
C22 | 0.0378 (13) | 0.0352 (12) | 0.0318 (12) | 0.0050 (10) | −0.0139 (10) | −0.0085 (10) |
C32 | 0.0362 (13) | 0.0429 (14) | 0.0445 (14) | 0.0044 (11) | −0.0176 (11) | −0.0059 (11) |
C42 | 0.0471 (17) | 0.064 (2) | 0.071 (2) | 0.0094 (15) | −0.0341 (16) | −0.0043 (16) |
O13 | 0.0366 (9) | 0.0397 (9) | 0.0329 (8) | −0.0034 (7) | −0.0012 (7) | −0.0191 (7) |
O23 | 0.0290 (8) | 0.0343 (8) | 0.0309 (8) | 0.0059 (6) | −0.0077 (6) | −0.0183 (7) |
C13 | 0.0268 (11) | 0.0305 (11) | 0.0263 (10) | 0.0060 (9) | −0.0098 (9) | −0.0132 (9) |
C23 | 0.0327 (12) | 0.0338 (12) | 0.0416 (13) | −0.0007 (10) | −0.0058 (10) | −0.0171 (10) |
C33 | 0.0417 (14) | 0.0394 (14) | 0.0488 (15) | 0.0066 (11) | −0.0137 (11) | −0.0238 (12) |
C43 | 0.067 (2) | 0.0500 (17) | 0.092 (2) | 0.0103 (15) | −0.0308 (18) | −0.0469 (17) |
N14 | 0.0241 (9) | 0.0394 (11) | 0.0310 (10) | 0.0044 (8) | −0.0029 (7) | −0.0152 (8) |
C14 | 0.0277 (11) | 0.0415 (13) | 0.0282 (11) | 0.0028 (10) | −0.0035 (9) | −0.0141 (10) |
C24 | 0.0251 (11) | 0.0544 (15) | 0.0424 (14) | 0.0114 (10) | −0.0106 (10) | −0.0236 (12) |
C34 | 0.0223 (12) | 0.086 (2) | 0.0463 (15) | 0.0086 (12) | −0.0059 (10) | −0.0409 (15) |
C44 | 0.0342 (14) | 0.107 (3) | 0.0319 (13) | 0.0099 (15) | −0.0058 (11) | −0.0292 (15) |
C54 | 0.0317 (13) | 0.082 (2) | 0.0343 (13) | 0.0168 (13) | −0.0092 (10) | −0.0207 (14) |
C64A | 0.0311 (16) | 0.066 (3) | 0.052 (3) | 0.009 (2) | −0.0047 (16) | −0.042 (3) |
C64B | 0.0311 (16) | 0.066 (3) | 0.052 (3) | 0.009 (2) | −0.0047 (16) | −0.042 (3) |
O1W | 0.0223 (8) | 0.0379 (9) | 0.0313 (8) | 0.0030 (7) | −0.0070 (7) | −0.0045 (7) |
Geometric parameters (Å, º) top
Y1—O23i | 2.3432 (14) | O23—C13 | 1.278 (2) |
Y1—O21 | 2.3530 (16) | O23—Y1i | 2.3433 (14) |
Y1—O1W | 2.3895 (15) | C13—C23 | 1.475 (3) |
Y1—O22 | 2.3965 (15) | C23—C33 | 1.312 (3) |
Y1—O13 | 2.4133 (16) | C23—H23 | 0.9500 |
Y1—O12 | 2.4317 (16) | C33—C43 | 1.486 (4) |
Y1—O11 | 2.5191 (16) | C33—H33 | 0.9500 |
Y1—N14 | 2.5402 (18) | C43—H43A | 0.9800 |
Y1—O23 | 2.6032 (15) | C43—H43B | 0.9800 |
O11—C11 | 1.274 (3) | C43—H43C | 0.9800 |
O21—C11 | 1.257 (3) | N14—C54 | 1.336 (3) |
C11—C21 | 1.478 (3) | N14—C14 | 1.337 (3) |
C21—C31 | 1.311 (4) | C14—C24 | 1.375 (3) |
C21—H21 | 0.9500 | C14—H14 | 0.9500 |
C31—C41 | 1.495 (4) | C24—C34 | 1.381 (3) |
C31—H31 | 0.9500 | C24—H24 | 0.9500 |
C41—H41A | 0.9800 | C34—C44 | 1.376 (4) |
C41—H41B | 0.9800 | C34—C64A | 1.524 (4) |
C41—H41C | 0.9800 | C34—C64B | 1.532 (4) |
O12—C12 | 1.254 (3) | C44—C54 | 1.378 (4) |
O22—C12 | 1.266 (3) | C44—H44 | 0.9500 |
C12—C22 | 1.476 (3) | C54—H54 | 0.9500 |
C22—C32 | 1.307 (3) | C64A—C64Aii | 1.502 (5) |
C22—H22 | 0.9500 | C64A—H64A | 0.9900 |
C32—C42 | 1.501 (3) | C64A—H64B | 0.9900 |
C32—H32 | 0.9500 | C64B—C64Bii | 1.504 (4) |
C42—H42A | 0.9800 | C64B—H64C | 0.9900 |
C42—H42B | 0.9800 | C64B—H64D | 0.9900 |
C42—H42C | 0.9800 | O1W—H1WA | 0.848 (5) |
O13—C13 | 1.253 (3) | O1W—H1WB | 0.849 (5) |
| | | |
O23i—Y1—O21 | 87.70 (6) | H41A—C41—H41B | 109.5 |
O23i—Y1—O1W | 81.60 (5) | C31—C41—H41C | 109.5 |
O21—Y1—O1W | 127.07 (6) | H41A—C41—H41C | 109.5 |
O23i—Y1—O22 | 73.71 (5) | H41B—C41—H41C | 109.5 |
O21—Y1—O22 | 79.19 (6) | C12—O12—Y1 | 93.00 (13) |
O1W—Y1—O22 | 143.32 (5) | C12—O22—Y1 | 94.33 (12) |
O23i—Y1—O13 | 118.77 (5) | O12—C12—O22 | 119.13 (19) |
O21—Y1—O13 | 148.45 (6) | O12—C12—C22 | 119.5 (2) |
O1W—Y1—O13 | 76.93 (6) | O22—C12—C22 | 121.3 (2) |
O22—Y1—O13 | 91.50 (6) | O12—C12—Y1 | 60.37 (11) |
O23i—Y1—O12 | 126.38 (5) | O22—C12—Y1 | 58.80 (11) |
O21—Y1—O12 | 75.06 (6) | C22—C12—Y1 | 177.47 (16) |
O1W—Y1—O12 | 147.80 (6) | C32—C22—C12 | 124.1 (2) |
O22—Y1—O12 | 53.49 (5) | C32—C22—H22 | 118.0 |
O13—Y1—O12 | 75.22 (6) | C12—C22—H22 | 118.0 |
O23i—Y1—O11 | 82.28 (5) | C22—C32—C42 | 126.0 (3) |
O21—Y1—O11 | 53.26 (5) | C22—C32—H32 | 117.0 |
O1W—Y1—O11 | 73.93 (5) | C42—C32—H32 | 117.0 |
O22—Y1—O11 | 127.34 (6) | C32—C42—H42A | 109.5 |
O13—Y1—O11 | 140.75 (5) | C32—C42—H42B | 109.5 |
O12—Y1—O11 | 120.74 (6) | H42A—C42—H42B | 109.5 |
O23i—Y1—N14 | 154.14 (6) | C32—C42—H42C | 109.5 |
O21—Y1—N14 | 85.79 (6) | H42A—C42—H42C | 109.5 |
O1W—Y1—N14 | 82.47 (6) | H42B—C42—H42C | 109.5 |
O22—Y1—N14 | 129.16 (6) | C13—O13—Y1 | 99.15 (13) |
O13—Y1—N14 | 76.86 (6) | C13—O23—Y1i | 156.72 (14) |
O12—Y1—N14 | 75.75 (6) | C13—O23—Y1 | 89.53 (12) |
O11—Y1—N14 | 73.78 (6) | Y1i—O23—Y1 | 112.60 (6) |
O23i—Y1—O23 | 67.40 (6) | O13—C13—O23 | 119.52 (19) |
O21—Y1—O23 | 147.13 (5) | O13—C13—C23 | 120.78 (19) |
O1W—Y1—O23 | 72.06 (5) | O23—C13—C23 | 119.69 (19) |
O22—Y1—O23 | 73.56 (5) | O13—C13—Y1 | 55.51 (11) |
O13—Y1—O23 | 51.51 (5) | O23—C13—Y1 | 64.23 (11) |
O12—Y1—O23 | 102.03 (5) | C23—C13—Y1 | 174.85 (15) |
O11—Y1—O23 | 136.94 (5) | C33—C23—C13 | 123.7 (2) |
N14—Y1—O23 | 125.84 (5) | C33—C23—H23 | 118.1 |
O23i—Y1—C12 | 100.10 (6) | C13—C23—H23 | 118.1 |
O21—Y1—C12 | 74.95 (6) | C23—C33—C43 | 126.7 (3) |
O1W—Y1—C12 | 157.95 (6) | C23—C33—H33 | 116.6 |
O22—Y1—C12 | 26.87 (6) | C43—C33—H33 | 116.6 |
O13—Y1—C12 | 83.17 (6) | C33—C43—H43A | 109.5 |
O12—Y1—C12 | 26.63 (6) | C33—C43—H43B | 109.5 |
O11—Y1—C12 | 128.12 (6) | H43A—C43—H43B | 109.5 |
N14—Y1—C12 | 102.30 (6) | C33—C43—H43C | 109.5 |
O23—Y1—C12 | 88.18 (6) | H43A—C43—H43C | 109.5 |
O23i—Y1—C11 | 83.79 (6) | H43B—C43—H43C | 109.5 |
O21—Y1—C11 | 26.31 (6) | C54—N14—C14 | 115.69 (19) |
O1W—Y1—C11 | 100.79 (6) | C54—N14—Y1 | 122.36 (15) |
O22—Y1—C11 | 102.99 (6) | C14—N14—Y1 | 121.67 (14) |
O13—Y1—C11 | 156.18 (6) | N14—C14—C24 | 123.8 (2) |
O12—Y1—C11 | 98.19 (6) | N14—C14—H14 | 118.1 |
O11—Y1—C11 | 26.96 (6) | C24—C14—H14 | 118.1 |
N14—Y1—C11 | 79.33 (6) | C14—C24—C34 | 120.4 (2) |
O23—Y1—C11 | 150.92 (6) | C14—C24—H24 | 119.8 |
C12—Y1—C11 | 101.25 (6) | C34—C24—H24 | 119.8 |
O23i—Y1—C13 | 93.45 (6) | C44—C34—C24 | 116.0 (2) |
O21—Y1—C13 | 161.29 (6) | C44—C34—C64A | 113.2 (2) |
O1W—Y1—C13 | 71.47 (6) | C24—C34—C64A | 127.3 (3) |
O22—Y1—C13 | 83.21 (6) | C44—C34—C64B | 124.5 (3) |
O13—Y1—C13 | 25.33 (5) | C24—C34—C64B | 118.4 (3) |
O12—Y1—C13 | 89.40 (6) | C34—C44—C54 | 120.5 (2) |
O11—Y1—C13 | 145.39 (5) | C34—C44—H44 | 119.8 |
N14—Y1—C13 | 100.64 (6) | C54—C44—H44 | 119.8 |
O23—Y1—C13 | 26.24 (5) | N14—C54—C44 | 123.7 (2) |
C12—Y1—C13 | 86.48 (6) | N14—C54—H54 | 118.2 |
C11—Y1—C13 | 172.13 (6) | C44—C54—H54 | 118.2 |
C11—O11—Y1 | 89.35 (13) | C64Aii—C64A—C34 | 111.1 (5) |
C11—O21—Y1 | 97.59 (14) | C64Aii—C64A—H64A | 109.4 |
O21—C11—O11 | 119.7 (2) | C34—C64A—H64A | 109.4 |
O21—C11—C21 | 120.3 (2) | C64Aii—C64A—H64B | 109.4 |
O11—C11—C21 | 120.0 (2) | C34—C64A—H64B | 109.4 |
O21—C11—Y1 | 56.10 (11) | H64A—C64A—H64B | 108.0 |
O11—C11—Y1 | 63.69 (12) | C64Bii—C64B—C34 | 110.3 (3) |
C21—C11—Y1 | 175.13 (16) | C64Bii—C64B—H64C | 109.6 |
C31—C21—C11 | 122.3 (2) | C34—C64B—H64C | 109.6 |
C31—C21—H21 | 118.9 | C64Bii—C64B—H64D | 109.6 |
C11—C21—H21 | 118.9 | C34—C64B—H64D | 109.6 |
C21—C31—C41 | 127.3 (3) | H64C—C64B—H64D | 108.1 |
C21—C31—H31 | 116.4 | Y1—O1W—H1WA | 113.1 (15) |
C41—C31—H31 | 116.4 | Y1—O1W—H1WB | 132.5 (18) |
C31—C41—H41A | 109.5 | H1WA—O1W—H1WB | 105.2 (12) |
C31—C41—H41B | 109.5 | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+3, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O22i | 0.85 (1) | 1.83 (1) | 2.660 (2) | 168 (2) |
C54—H54···O12 | 0.95 | 2.24 | 2.936 (3) | 130 |
O1W—H1WB···O11iii | 0.85 (1) | 1.96 (1) | 2.804 (2) | 177 (3) |
C14—H14···O11iii | 0.95 | 2.59 | 3.485 (3) | 157 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (iii) −x+2, −y+1, −z+1. |
(II)
catena-Poly[[aquabis(but-2-enoato-
κ2O:
O')gadolinium(III)]-bis(µ-but-2-enoato)-
κ3O,
O':
O;
κ3O:
O,
O-[aquabis(but-2-enoato-
κ2O:
O')gadolinium(III)]-µ-4,4'-(ethane-1,2-diyl)dipyridine-
κ2N:
N']
top
Crystal data top
[Gd2(C4H5O2)6(C12H12N2)(H2O)2] | Z = 1 |
Mr = 1045.25 | F(000) = 516 |
Triclinic, P1 | Dx = 1.803 Mg m−3 |
a = 8.516 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.546 (3) Å | Cell parameters from 4356 reflections |
c = 12.139 (3) Å | θ = 2.4–26.7° |
α = 66.473 (4)° | µ = 3.48 mm−1 |
β = 74.612 (5)° | T = 150 K |
γ = 86.407 (4)° | Block, colourless |
V = 962.5 (5) Å3 | 0.18 × 0.16 × 0.10 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 3983 reflections with I > 2σ(I) |
CCD rotation images, thin slices scans | Rint = 0.011 |
Absorption correction: multi-scan (SADABS in SAINT-NT; Bruker, 2001) | θmax = 27.8°, θmin = 1.9° |
Tmin = 0.58, Tmax = 0.70 | h = −11→11 |
7986 measured reflections | k = −13→13 |
4093 independent reflections | l = −15→15 |
Refinement top
Refinement on F2 | 3 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.018 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.046 | w = 1/[σ2(Fo2) + (0.023P)2 + 1.0936P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max = 0.001 |
4093 reflections | Δρmax = 1.43 e Å−3 |
253 parameters | Δρmin = −0.58 e Å−3 |
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) |
Gd1 | 0.70525 (2) | 0.58980 (2) | 0.35712 (2) | 0.01333 (4) | |
O11 | 0.9127 (2) | 0.68256 (17) | 0.42521 (16) | 0.0187 (3) | |
O21 | 0.7812 (2) | 0.82850 (18) | 0.29644 (17) | 0.0226 (4) | |
C11 | 0.8831 (3) | 0.8068 (2) | 0.3598 (2) | 0.0176 (5) | |
C21 | 0.9675 (3) | 0.9248 (3) | 0.3614 (3) | 0.0233 (5) | |
H21A | 1.0407 | 0.9070 | 0.4122 | 0.028* | |
C31 | 0.9423 (3) | 1.0544 (3) | 0.2931 (3) | 0.0297 (6) | |
H31A | 0.8689 | 1.0677 | 0.2430 | 0.036* | |
C41 | 1.0182 (4) | 1.1816 (3) | 0.2871 (4) | 0.0428 (8) | |
H41A | 0.9799 | 1.2638 | 0.2284 | 0.064* | 0.5 |
H41B | 1.1371 | 1.1805 | 0.2591 | 0.064* | 0.5 |
H41C | 0.9874 | 1.1842 | 0.3699 | 0.064* | 0.5 |
H41D | 1.0898 | 1.1552 | 0.3432 | 0.064* | 0.5 |
H41E | 0.9325 | 1.2385 | 0.3125 | 0.064* | 0.5 |
H41F | 1.0822 | 1.2348 | 0.2017 | 0.064* | 0.5 |
O12 | 0.6724 (2) | 0.70889 (19) | 0.14449 (16) | 0.0223 (4) | |
O22 | 0.4647 (2) | 0.70161 (18) | 0.29929 (16) | 0.0207 (4) | |
C12 | 0.5295 (3) | 0.7411 (2) | 0.1825 (2) | 0.0170 (5) | |
C22 | 0.4392 (3) | 0.8249 (2) | 0.0913 (2) | 0.0201 (5) | |
H22A | 0.4911 | 0.8523 | 0.0051 | 0.024* | |
C32 | 0.2890 (3) | 0.8636 (3) | 0.1244 (3) | 0.0241 (5) | |
H32A | 0.2390 | 0.8348 | 0.2110 | 0.029* | |
C42 | 0.1917 (4) | 0.9488 (3) | 0.0368 (3) | 0.0354 (7) | |
H42A | 0.0882 | 0.9692 | 0.0842 | 0.053* | 0.5 |
H42B | 0.1700 | 0.8974 | −0.0097 | 0.053* | 0.5 |
H42C | 0.2533 | 1.0357 | −0.0215 | 0.053* | 0.5 |
H42D | 0.2528 | 0.9657 | −0.0489 | 0.053* | 0.5 |
H42E | 0.1710 | 1.0375 | 0.0451 | 0.053* | 0.5 |
H42F | 0.0877 | 0.8992 | 0.0568 | 0.053* | 0.5 |
O13 | 0.6630 (2) | 0.40207 (18) | 0.29432 (16) | 0.0207 (4) | |
O23 | 0.4743 (2) | 0.39848 (17) | 0.45931 (15) | 0.0165 (3) | |
C13 | 0.5405 (3) | 0.3434 (2) | 0.3821 (2) | 0.0153 (4) | |
C23 | 0.4672 (3) | 0.2112 (3) | 0.3975 (2) | 0.0202 (5) | |
H23A | 0.3854 | 0.1625 | 0.4716 | 0.024* | |
C33 | 0.5113 (3) | 0.1586 (3) | 0.3120 (3) | 0.0243 (5) | |
H33A | 0.5962 | 0.2074 | 0.2400 | 0.029* | |
C43 | 0.4395 (4) | 0.0293 (3) | 0.3187 (3) | 0.0328 (6) | |
H43A | 0.5018 | 0.0076 | 0.2485 | 0.049* | 0.5 |
H43B | 0.3258 | 0.0429 | 0.3149 | 0.049* | 0.5 |
H43C | 0.4436 | −0.0473 | 0.3971 | 0.049* | 0.5 |
H43D | 0.3457 | −0.0055 | 0.3918 | 0.049* | 0.5 |
H43E | 0.5217 | −0.0407 | 0.3255 | 0.049* | 0.5 |
H43F | 0.4039 | 0.0494 | 0.2432 | 0.049* | 0.5 |
N14 | 0.9842 (2) | 0.5789 (2) | 0.21581 (19) | 0.0184 (4) | |
C14 | 1.1060 (3) | 0.5177 (3) | 0.2662 (2) | 0.0188 (5) | |
H14A | 1.0927 | 0.4956 | 0.3521 | 0.023* | |
C24 | 1.2492 (3) | 0.4851 (3) | 0.1999 (2) | 0.0224 (5) | |
H24A | 1.3315 | 0.4417 | 0.2402 | 0.027* | |
C34 | 1.2730 (3) | 0.5158 (3) | 0.0744 (3) | 0.0270 (6) | |
C44 | 1.1516 (3) | 0.5846 (3) | 0.0197 (3) | 0.0290 (6) | |
H44A | 1.1651 | 0.6121 | −0.0670 | 0.035* | |
C54 | 1.0105 (3) | 0.6131 (3) | 0.0926 (2) | 0.0255 (6) | |
H54A | 0.9279 | 0.6591 | 0.0538 | 0.031* | |
C64 | 1.4220 (3) | 0.4679 (4) | 0.0036 (3) | 0.0374 (7) | |
H64A | 1.4246 | 0.3660 | 0.0448 | 0.045* | |
H64B | 1.4130 | 0.4910 | −0.0819 | 0.045* | |
O1W | 0.7965 (2) | 0.38666 (18) | 0.50712 (16) | 0.0192 (3) | |
H1WA | 0.725 (2) | 0.345 (3) | 0.5754 (14) | 0.029* | |
H1WB | 0.8873 (15) | 0.365 (3) | 0.525 (2) | 0.029* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Gd1 | 0.01008 (6) | 0.01575 (7) | 0.01382 (6) | 0.00236 (4) | −0.00331 (4) | −0.00569 (5) |
O11 | 0.0150 (8) | 0.0194 (8) | 0.0213 (8) | 0.0020 (7) | −0.0067 (7) | −0.0068 (7) |
O21 | 0.0212 (9) | 0.0195 (9) | 0.0283 (9) | 0.0018 (7) | −0.0130 (8) | −0.0068 (7) |
C11 | 0.0117 (10) | 0.0199 (12) | 0.0204 (12) | 0.0002 (9) | −0.0012 (9) | −0.0089 (9) |
C21 | 0.0175 (12) | 0.0267 (13) | 0.0291 (13) | −0.0002 (10) | −0.0075 (10) | −0.0136 (11) |
C31 | 0.0261 (14) | 0.0235 (13) | 0.0410 (16) | 0.0002 (11) | −0.0119 (12) | −0.0121 (12) |
C41 | 0.0422 (18) | 0.0262 (15) | 0.066 (2) | −0.0015 (13) | −0.0253 (17) | −0.0164 (15) |
O12 | 0.0194 (9) | 0.0281 (9) | 0.0183 (8) | 0.0093 (7) | −0.0058 (7) | −0.0087 (7) |
O22 | 0.0138 (8) | 0.0266 (9) | 0.0169 (8) | 0.0038 (7) | −0.0042 (7) | −0.0039 (7) |
C12 | 0.0170 (11) | 0.0145 (11) | 0.0200 (11) | 0.0006 (9) | −0.0068 (9) | −0.0061 (9) |
C22 | 0.0236 (12) | 0.0178 (11) | 0.0185 (12) | 0.0029 (9) | −0.0092 (10) | −0.0047 (9) |
C32 | 0.0214 (13) | 0.0220 (12) | 0.0241 (13) | 0.0017 (10) | −0.0095 (10) | −0.0021 (10) |
C42 | 0.0260 (14) | 0.0352 (16) | 0.0398 (17) | 0.0058 (12) | −0.0195 (13) | −0.0034 (13) |
O13 | 0.0197 (9) | 0.0239 (9) | 0.0190 (8) | −0.0012 (7) | −0.0004 (7) | −0.0117 (7) |
O23 | 0.0144 (8) | 0.0191 (8) | 0.0177 (8) | 0.0024 (6) | −0.0041 (6) | −0.0094 (7) |
C13 | 0.0129 (10) | 0.0187 (11) | 0.0172 (11) | 0.0048 (9) | −0.0085 (9) | −0.0077 (9) |
C23 | 0.0181 (12) | 0.0196 (12) | 0.0235 (12) | 0.0020 (9) | −0.0049 (10) | −0.0097 (10) |
C33 | 0.0230 (13) | 0.0243 (13) | 0.0304 (14) | 0.0045 (10) | −0.0096 (11) | −0.0148 (11) |
C43 | 0.0358 (16) | 0.0295 (15) | 0.0456 (17) | 0.0061 (12) | −0.0167 (14) | −0.0246 (13) |
N14 | 0.0131 (9) | 0.0226 (10) | 0.0180 (10) | 0.0018 (8) | −0.0021 (8) | −0.0081 (8) |
C14 | 0.0156 (11) | 0.0213 (12) | 0.0181 (11) | 0.0013 (9) | −0.0026 (9) | −0.0077 (9) |
C24 | 0.0163 (12) | 0.0284 (13) | 0.0266 (13) | 0.0054 (10) | −0.0077 (10) | −0.0143 (11) |
C34 | 0.0143 (12) | 0.0449 (17) | 0.0281 (14) | 0.0045 (11) | −0.0042 (10) | −0.0222 (13) |
C44 | 0.0191 (13) | 0.0492 (18) | 0.0190 (13) | 0.0027 (12) | −0.0031 (10) | −0.0153 (12) |
C54 | 0.0168 (12) | 0.0386 (15) | 0.0191 (12) | 0.0050 (11) | −0.0044 (10) | −0.0101 (11) |
C64 | 0.0218 (14) | 0.063 (2) | 0.0395 (17) | 0.0072 (14) | −0.0056 (12) | −0.0343 (16) |
O1W | 0.0117 (8) | 0.0226 (9) | 0.0187 (9) | 0.0024 (7) | −0.0048 (7) | −0.0031 (7) |
Geometric parameters (Å, º) top
Gd1—O23i | 2.3890 (17) | C42—H42E | 0.9800 |
Gd1—O21 | 2.4019 (19) | C42—H42F | 0.9800 |
Gd1—O22 | 2.4247 (17) | O13—C13 | 1.253 (3) |
Gd1—O1W | 2.4367 (17) | O23—C13 | 1.283 (3) |
Gd1—O12 | 2.4635 (18) | O23—Gd1i | 2.3890 (17) |
Gd1—O13 | 2.4638 (18) | C13—C23 | 1.485 (3) |
Gd1—O11 | 2.5291 (17) | C23—C33 | 1.324 (4) |
Gd1—N14 | 2.561 (2) | C23—H23A | 0.9500 |
Gd1—O23 | 2.5848 (17) | C33—C43 | 1.493 (4) |
O11—C11 | 1.282 (3) | C33—H33A | 0.9500 |
O21—C11 | 1.260 (3) | C43—H43A | 0.9800 |
C11—C21 | 1.484 (3) | C43—H43B | 0.9800 |
C21—C31 | 1.325 (4) | C43—H43C | 0.9800 |
C21—H21A | 0.9500 | C43—H43D | 0.9800 |
C31—C41 | 1.494 (4) | C43—H43E | 0.9800 |
C31—H31A | 0.9500 | C43—H43F | 0.9800 |
C41—H41A | 0.9800 | N14—C14 | 1.343 (3) |
C41—H41B | 0.9800 | N14—C54 | 1.349 (3) |
C41—H41C | 0.9800 | C14—C24 | 1.378 (3) |
C41—H41D | 0.9800 | C14—H14A | 0.9500 |
C41—H41E | 0.9800 | C24—C34 | 1.385 (4) |
C41—H41F | 0.9800 | C24—H24A | 0.9500 |
O12—C12 | 1.258 (3) | C34—C44 | 1.386 (4) |
O22—C12 | 1.277 (3) | C34—C64 | 1.513 (4) |
C12—C22 | 1.477 (3) | C44—C54 | 1.386 (4) |
C22—C32 | 1.325 (4) | C44—H44A | 0.9500 |
C22—H22A | 0.9500 | C54—H54A | 0.9500 |
C32—C42 | 1.495 (4) | C64—C64ii | 1.495 (6) |
C32—H32A | 0.9500 | C64—H64A | 0.9900 |
C42—H42A | 0.9800 | C64—H64B | 0.9900 |
C42—H42B | 0.9800 | O1W—H1WA | 0.850 (5) |
C42—H42C | 0.9800 | O1W—H1WB | 0.850 (5) |
C42—H42D | 0.9800 | | |
| | | |
O23i—Gd1—O21 | 86.72 (6) | H41E—C41—H41F | 109.5 |
O23i—Gd1—O22 | 73.21 (6) | C12—O12—Gd1 | 92.89 (14) |
O21—Gd1—O22 | 78.99 (6) | C12—O22—Gd1 | 94.21 (14) |
O23i—Gd1—O1W | 82.89 (6) | O12—C12—O22 | 119.6 (2) |
O21—Gd1—O1W | 127.66 (6) | O12—C12—C22 | 119.6 (2) |
O22—Gd1—O1W | 143.36 (6) | O22—C12—C22 | 120.8 (2) |
O23i—Gd1—O12 | 125.51 (6) | O12—C12—Gd1 | 60.67 (12) |
O21—Gd1—O12 | 74.94 (6) | O22—C12—Gd1 | 58.96 (12) |
O22—Gd1—O12 | 53.26 (6) | C22—C12—Gd1 | 177.92 (17) |
O1W—Gd1—O12 | 147.39 (6) | C32—C22—C12 | 122.9 (2) |
O23i—Gd1—O13 | 119.61 (6) | C32—C22—H22A | 118.5 |
O21—Gd1—O13 | 148.34 (6) | C12—C22—H22A | 118.5 |
O22—Gd1—O13 | 91.51 (6) | C22—C32—C42 | 125.5 (3) |
O1W—Gd1—O13 | 76.44 (6) | C22—C32—H32A | 117.3 |
O12—Gd1—O13 | 75.22 (6) | C42—C32—H32A | 117.3 |
O23i—Gd1—O11 | 82.38 (6) | C32—C42—H42A | 109.5 |
O21—Gd1—O11 | 53.02 (6) | C32—C42—H42B | 109.5 |
O22—Gd1—O11 | 127.15 (6) | H42A—C42—H42B | 109.5 |
O1W—Gd1—O11 | 74.76 (6) | C32—C42—H42C | 109.5 |
O12—Gd1—O11 | 120.29 (6) | H42A—C42—H42C | 109.5 |
O13—Gd1—O11 | 140.83 (6) | H42B—C42—H42C | 109.5 |
O23i—Gd1—N14 | 154.58 (6) | C32—C42—H42D | 109.5 |
O21—Gd1—N14 | 85.98 (7) | H42A—C42—H42D | 141.1 |
O22—Gd1—N14 | 128.83 (6) | H42B—C42—H42D | 56.3 |
O1W—Gd1—N14 | 82.43 (6) | H42C—C42—H42D | 56.3 |
O12—Gd1—N14 | 75.64 (6) | C32—C42—H42E | 109.5 |
O13—Gd1—N14 | 76.60 (6) | H42A—C42—H42E | 56.3 |
O11—Gd1—N14 | 73.80 (6) | H42B—C42—H42E | 141.1 |
O23i—Gd1—O23 | 68.13 (6) | H42C—C42—H42E | 56.3 |
O21—Gd1—O23 | 147.23 (6) | H42D—C42—H42E | 109.5 |
O22—Gd1—O23 | 73.95 (6) | C32—C42—H42F | 109.5 |
O1W—Gd1—O23 | 71.51 (6) | H42A—C42—H42F | 56.3 |
O12—Gd1—O23 | 102.23 (6) | H42B—C42—H42F | 56.3 |
O13—Gd1—O23 | 51.56 (5) | H42C—C42—H42F | 141.1 |
O11—Gd1—O23 | 137.20 (5) | H42D—C42—H42F | 109.5 |
N14—Gd1—O23 | 125.57 (6) | H42E—C42—H42F | 109.5 |
O23i—Gd1—C12 | 99.50 (7) | C13—O13—Gd1 | 97.20 (14) |
O21—Gd1—C12 | 74.89 (6) | C13—O23—Gd1i | 156.50 (15) |
O22—Gd1—C12 | 26.83 (6) | C13—O23—Gd1 | 90.76 (13) |
O1W—Gd1—C12 | 157.44 (6) | Gd1i—O23—Gd1 | 111.87 (6) |
O12—Gd1—C12 | 26.44 (6) | O13—C13—O23 | 120.1 (2) |
O13—Gd1—C12 | 83.05 (7) | O13—C13—C23 | 121.1 (2) |
O11—Gd1—C12 | 127.79 (6) | O23—C13—C23 | 118.8 (2) |
N14—Gd1—C12 | 102.02 (7) | O13—C13—Gd1 | 57.42 (12) |
O23—Gd1—C12 | 88.44 (6) | O23—C13—Gd1 | 62.99 (12) |
O23i—Gd1—C11 | 83.63 (6) | C23—C13—Gd1 | 175.55 (16) |
O21—Gd1—C11 | 26.16 (6) | C33—C23—C13 | 122.7 (2) |
O22—Gd1—C11 | 102.89 (7) | C33—C23—H23A | 118.7 |
O1W—Gd1—C11 | 101.54 (7) | C13—C23—H23A | 118.7 |
O12—Gd1—C11 | 97.71 (7) | C23—C33—C43 | 125.8 (3) |
O13—Gd1—C11 | 155.71 (6) | C23—C33—H33A | 117.1 |
O11—Gd1—C11 | 26.86 (6) | C43—C33—H33A | 117.1 |
N14—Gd1—C11 | 79.13 (7) | C33—C43—H43A | 109.5 |
O23—Gd1—C11 | 151.40 (6) | C33—C43—H43B | 109.5 |
C12—Gd1—C11 | 101.02 (7) | H43A—C43—H43B | 109.5 |
O23i—Gd1—C13 | 94.23 (6) | C33—C43—H43C | 109.5 |
O21—Gd1—C13 | 161.41 (6) | H43A—C43—H43C | 109.5 |
O22—Gd1—C13 | 83.51 (6) | H43B—C43—H43C | 109.5 |
O1W—Gd1—C13 | 70.78 (6) | C33—C43—H43D | 109.5 |
O12—Gd1—C13 | 89.60 (6) | H43A—C43—H43D | 141.1 |
O13—Gd1—C13 | 25.38 (6) | H43B—C43—H43D | 56.3 |
O11—Gd1—C13 | 145.53 (6) | H43C—C43—H43D | 56.3 |
N14—Gd1—C13 | 100.36 (7) | C33—C43—H43E | 109.5 |
O23—Gd1—C13 | 26.25 (6) | H43A—C43—H43E | 56.3 |
C12—Gd1—C13 | 86.66 (7) | H43B—C43—H43E | 141.1 |
C11—Gd1—C13 | 172.26 (6) | H43C—C43—H43E | 56.3 |
C11—O11—Gd1 | 90.11 (14) | H43D—C43—H43E | 109.5 |
C11—O21—Gd1 | 96.62 (14) | C33—C43—H43F | 109.5 |
O21—C11—O11 | 120.2 (2) | H43A—C43—H43F | 56.3 |
O21—C11—C21 | 120.2 (2) | H43B—C43—H43F | 56.3 |
O11—C11—C21 | 119.5 (2) | H43C—C43—H43F | 141.1 |
O21—C11—Gd1 | 57.22 (12) | H43D—C43—H43F | 109.5 |
O11—C11—Gd1 | 63.03 (12) | H43E—C43—H43F | 109.5 |
C21—C11—Gd1 | 176.71 (17) | C14—N14—C54 | 116.3 (2) |
C31—C21—C11 | 121.1 (2) | C14—N14—Gd1 | 119.88 (16) |
C31—C21—H21A | 119.5 | C54—N14—Gd1 | 123.05 (16) |
C11—C21—H21A | 119.5 | N14—C14—C24 | 123.6 (2) |
C21—C31—C41 | 126.3 (3) | N14—C14—H14A | 118.2 |
C21—C31—H31A | 116.8 | C24—C14—H14A | 118.2 |
C41—C31—H31A | 116.8 | C14—C24—C34 | 119.8 (2) |
C31—C41—H41A | 109.5 | C14—C24—H24A | 120.1 |
C31—C41—H41B | 109.5 | C34—C24—H24A | 120.1 |
H41A—C41—H41B | 109.5 | C24—C34—C44 | 117.3 (2) |
C31—C41—H41C | 109.5 | C24—C34—C64 | 120.3 (3) |
H41A—C41—H41C | 109.5 | C44—C34—C64 | 122.3 (3) |
H41B—C41—H41C | 109.5 | C54—C44—C34 | 119.5 (2) |
C31—C41—H41D | 109.5 | C54—C44—H44A | 120.3 |
H41A—C41—H41D | 141.1 | C34—C44—H44A | 120.3 |
H41B—C41—H41D | 56.3 | N14—C54—C44 | 123.4 (2) |
H41C—C41—H41D | 56.3 | N14—C54—H54A | 118.3 |
C31—C41—H41E | 109.5 | C44—C54—H54A | 118.3 |
H41A—C41—H41E | 56.3 | C64ii—C64—C34 | 113.0 (3) |
H41B—C41—H41E | 141.1 | C64ii—C64—H64A | 109.0 |
H41C—C41—H41E | 56.3 | C34—C64—H64A | 109.0 |
H41D—C41—H41E | 109.5 | C64ii—C64—H64B | 109.0 |
C31—C41—H41F | 109.5 | C34—C64—H64B | 109.0 |
H41A—C41—H41F | 56.3 | H64A—C64—H64B | 107.8 |
H41B—C41—H41F | 56.3 | Gd1—O1W—H1WA | 115.3 (19) |
H41C—C41—H41F | 141.1 | Gd1—O1W—H1WB | 134.0 (19) |
H41D—C41—H41F | 109.5 | H1WA—O1W—H1WB | 104.5 (12) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+3, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O22i | 0.85 (1) | 1.84 (1) | 2.660 (2) | 163 (3) |
C54—H54A···O12 | 0.95 | 2.30 | 2.981 (3) | 129 |
O1W—H1WB···O11iii | 0.85 (1) | 1.93 (1) | 2.778 (2) | 176 (3) |
C14—H14A···O11iii | 0.95 | 2.59 | 3.454 (3) | 151 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (iii) −x+2, −y+1, −z+1. |
(III)
catena-Poly[[aquabis(but-2-enoato-
κ2O:
O')gadolinium(III)]-bis(µ-but-2-enoato)-
κ3O,
O':
O;
κ3O:
O,
O-[aquabis(but-2-enoato-
κ2O:
O')gadolinium(III)]-µ-4,4'-(ethene-1,2-diyl)dipyridine-
κ2N:
N']
top
Crystal data top
[Gd2(C4H5O2)6(C12H10N2)(H2O)2] | Z = 1 |
Mr = 1043.23 | F(000) = 514 |
Triclinic, P1 | Dx = 1.818 Mg m−3 |
a = 8.5736 (19) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.436 (2) Å | Cell parameters from 3890 reflections |
c = 11.995 (3) Å | θ = 2.2–26.9° |
α = 66.935 (4)° | µ = 3.52 mm−1 |
β = 74.909 (4)° | T = 150 K |
γ = 86.261 (4)° | Block, colourless |
V = 952.6 (4) Å3 | 0.18 × 0.18 × 0.12 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 3829 reflections with I > 2σ(I) |
CCD rotation images, thin slices scans | Rint = 0.017 |
Absorption correction: multi-scan (SADABS in SAINT-NT; Bruker, 2001) | θmax = 27.9°, θmin = 1.9° |
Tmin = 0.52, Tmax = 0.68 | h = −10→11 |
8009 measured reflections | k = −13→13 |
4072 independent reflections | l = −15→15 |
Refinement top
Refinement on F2 | 3 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.023 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.054 | w = 1/[σ2(Fo2) + (0.029P)2 + 0.3372P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max = 0.002 |
4072 reflections | Δρmax = 1.48 e Å−3 |
253 parameters | Δρmin = −0.54 e Å−3 |
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 | |
Gd1 | 0.70405 (2) | 0.58490 (2) | 0.35685 (2) | 0.01365 (5) | |
O11 | 0.9125 (2) | 0.6791 (2) | 0.42359 (19) | 0.0186 (4) | |
O21 | 0.7823 (3) | 0.8257 (2) | 0.2924 (2) | 0.0219 (4) | |
C11 | 0.8833 (3) | 0.8042 (3) | 0.3572 (3) | 0.0170 (6) | |
C21 | 0.9677 (4) | 0.9226 (3) | 0.3583 (3) | 0.0221 (6) | |
H21 | 1.0409 | 0.9043 | 0.4096 | 0.026* | |
C31 | 0.9441 (4) | 1.0536 (3) | 0.2897 (3) | 0.0303 (7) | |
H31 | 0.8717 | 1.0679 | 0.2383 | 0.036* | |
C41 | 1.0198 (5) | 1.1810 (4) | 0.2850 (4) | 0.0406 (9) | |
H41A | 1.0823 | 1.1543 | 0.3479 | 0.061* | |
H41B | 0.9351 | 1.2433 | 0.3026 | 0.061* | |
H41C | 1.0916 | 1.2292 | 0.2015 | 0.061* | |
O12 | 0.6697 (2) | 0.6961 (2) | 0.14263 (19) | 0.0228 (5) | |
O22 | 0.4656 (2) | 0.6984 (2) | 0.29592 (18) | 0.0206 (4) | |
C12 | 0.5295 (4) | 0.7343 (3) | 0.1787 (3) | 0.0180 (6) | |
C22 | 0.4403 (4) | 0.8186 (3) | 0.0863 (3) | 0.0214 (6) | |
H22 | 0.4902 | 0.8407 | 0.0000 | 0.026* | |
C32 | 0.2955 (4) | 0.8650 (3) | 0.1167 (3) | 0.0232 (7) | |
H32 | 0.2472 | 0.8412 | 0.2034 | 0.028* | |
C42 | 0.2001 (4) | 0.9514 (4) | 0.0276 (4) | 0.0353 (8) | |
H42A | 0.1901 | 1.0447 | 0.0294 | 0.053* | |
H42B | 0.0923 | 0.9074 | 0.0522 | 0.053* | |
H42C | 0.2555 | 0.9589 | −0.0574 | 0.053* | |
O13 | 0.6599 (2) | 0.3918 (2) | 0.29775 (19) | 0.0204 (4) | |
O23 | 0.4728 (2) | 0.3951 (2) | 0.46150 (18) | 0.0170 (4) | |
C13 | 0.5367 (3) | 0.3364 (3) | 0.3847 (3) | 0.0158 (6) | |
C23 | 0.4608 (4) | 0.2047 (3) | 0.4001 (3) | 0.0193 (6) | |
H23 | 0.3789 | 0.1579 | 0.4743 | 0.023* | |
C33 | 0.5028 (4) | 0.1499 (3) | 0.3145 (3) | 0.0235 (6) | |
H33 | 0.5870 | 0.1972 | 0.2422 | 0.028* | |
C43 | 0.4292 (4) | 0.0203 (3) | 0.3217 (3) | 0.0321 (8) | |
H43A | 0.3514 | −0.0232 | 0.4033 | 0.048* | |
H43B | 0.5143 | −0.0447 | 0.3117 | 0.048* | |
H43C | 0.3736 | 0.0437 | 0.2549 | 0.048* | |
N14 | 0.9800 (3) | 0.5708 (3) | 0.2158 (2) | 0.0183 (5) | |
C14 | 1.1048 (4) | 0.5131 (3) | 0.2642 (3) | 0.0192 (6) | |
H14 | 1.0905 | 0.4850 | 0.3518 | 0.023* | |
C24 | 1.2515 (4) | 0.4924 (3) | 0.1945 (3) | 0.0205 (6) | |
H24 | 1.3348 | 0.4504 | 0.2343 | 0.025* | |
C34 | 1.2781 (3) | 0.5333 (3) | 0.0651 (3) | 0.0180 (6) | |
C44 | 1.1504 (4) | 0.5943 (3) | 0.0139 (3) | 0.0248 (7) | |
H44 | 1.1625 | 0.6245 | −0.0737 | 0.030* | |
C54 | 1.0055 (4) | 0.6110 (3) | 0.0907 (3) | 0.0256 (7) | |
H54 | 0.9200 | 0.6527 | 0.0534 | 0.031* | |
C64 | 1.4304 (4) | 0.5157 (3) | −0.0161 (3) | 0.0208 (6) | |
H64A | 1.4300 | 0.5275 | −0.0987 | 0.025* | |
O1W | 0.7943 (2) | 0.3827 (2) | 0.51072 (19) | 0.0194 (4) | |
H1WA | 0.726 (2) | 0.345 (3) | 0.5811 (14) | 0.029* | |
H1WB | 0.8863 (15) | 0.366 (3) | 0.526 (3) | 0.029* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Gd1 | 0.01133 (8) | 0.01504 (8) | 0.01343 (8) | 0.00129 (5) | −0.00256 (5) | −0.00484 (6) |
O11 | 0.0143 (10) | 0.0188 (10) | 0.0204 (10) | 0.0010 (8) | −0.0048 (8) | −0.0050 (8) |
O21 | 0.0189 (11) | 0.0180 (10) | 0.0273 (11) | −0.0004 (8) | −0.0101 (9) | −0.0046 (9) |
C11 | 0.0110 (13) | 0.0204 (14) | 0.0176 (14) | −0.0013 (11) | 0.0016 (11) | −0.0083 (12) |
C21 | 0.0186 (15) | 0.0236 (15) | 0.0269 (16) | −0.0012 (12) | −0.0068 (13) | −0.0120 (13) |
C31 | 0.0282 (18) | 0.0254 (17) | 0.040 (2) | −0.0004 (14) | −0.0122 (15) | −0.0129 (15) |
C41 | 0.042 (2) | 0.0229 (17) | 0.062 (3) | 0.0007 (16) | −0.025 (2) | −0.0145 (17) |
O12 | 0.0183 (11) | 0.0295 (11) | 0.0180 (10) | 0.0065 (9) | −0.0037 (9) | −0.0080 (9) |
O22 | 0.0150 (10) | 0.0265 (11) | 0.0155 (10) | 0.0030 (8) | −0.0033 (8) | −0.0039 (9) |
C12 | 0.0193 (15) | 0.0148 (13) | 0.0199 (15) | −0.0004 (11) | −0.0056 (12) | −0.0062 (11) |
C22 | 0.0263 (17) | 0.0196 (14) | 0.0165 (14) | 0.0002 (12) | −0.0073 (12) | −0.0037 (12) |
C32 | 0.0222 (16) | 0.0195 (15) | 0.0239 (16) | 0.0000 (12) | −0.0072 (13) | −0.0034 (13) |
C42 | 0.0281 (19) | 0.0297 (18) | 0.042 (2) | 0.0037 (15) | −0.0183 (16) | −0.0023 (16) |
O13 | 0.0201 (11) | 0.0227 (11) | 0.0179 (10) | −0.0021 (8) | −0.0004 (9) | −0.0098 (9) |
O23 | 0.0154 (10) | 0.0187 (10) | 0.0171 (10) | 0.0006 (8) | −0.0022 (8) | −0.0087 (8) |
C13 | 0.0152 (14) | 0.0177 (13) | 0.0152 (14) | 0.0017 (11) | −0.0061 (11) | −0.0057 (11) |
C23 | 0.0161 (15) | 0.0186 (14) | 0.0219 (15) | −0.0014 (11) | −0.0023 (12) | −0.0076 (12) |
C33 | 0.0222 (16) | 0.0228 (15) | 0.0268 (16) | 0.0027 (12) | −0.0063 (13) | −0.0114 (13) |
C43 | 0.038 (2) | 0.0262 (17) | 0.041 (2) | 0.0010 (14) | −0.0139 (16) | −0.0201 (15) |
N14 | 0.0136 (12) | 0.0229 (12) | 0.0170 (12) | 0.0010 (10) | −0.0009 (10) | −0.0082 (10) |
C14 | 0.0188 (15) | 0.0208 (14) | 0.0154 (14) | −0.0015 (11) | −0.0022 (11) | −0.0055 (12) |
C24 | 0.0162 (15) | 0.0218 (15) | 0.0220 (15) | 0.0016 (12) | −0.0050 (12) | −0.0069 (12) |
C34 | 0.0150 (14) | 0.0177 (14) | 0.0206 (15) | −0.0008 (11) | −0.0034 (11) | −0.0075 (12) |
C44 | 0.0193 (16) | 0.0384 (18) | 0.0167 (15) | 0.0047 (13) | −0.0046 (12) | −0.0110 (13) |
C54 | 0.0198 (16) | 0.0342 (17) | 0.0224 (16) | 0.0068 (13) | −0.0063 (13) | −0.0109 (14) |
C64 | 0.0199 (15) | 0.0261 (15) | 0.0165 (14) | 0.0006 (12) | −0.0020 (12) | −0.0102 (12) |
O1W | 0.0133 (11) | 0.0214 (11) | 0.0186 (11) | 0.0021 (8) | −0.0042 (9) | −0.0026 (9) |
Geometric parameters (Å, º) top
Gd1—O23i | 2.3842 (19) | C42—H42C | 0.9800 |
Gd1—O21 | 2.407 (2) | O13—C13 | 1.254 (3) |
Gd1—O22 | 2.429 (2) | O23—C13 | 1.289 (3) |
Gd1—O1W | 2.438 (2) | O23—Gd1i | 2.3843 (19) |
Gd1—O12 | 2.459 (2) | C13—C23 | 1.484 (4) |
Gd1—O13 | 2.463 (2) | C23—C33 | 1.324 (4) |
Gd1—O11 | 2.529 (2) | C23—H23 | 0.9500 |
Gd1—N14 | 2.559 (2) | C33—C43 | 1.492 (4) |
Gd1—O23 | 2.5884 (19) | C33—H33 | 0.9500 |
O11—C11 | 1.283 (3) | C43—H43A | 0.9800 |
O21—C11 | 1.262 (3) | C43—H43B | 0.9800 |
C11—C21 | 1.478 (4) | C43—H43C | 0.9800 |
C21—C31 | 1.325 (4) | N14—C14 | 1.344 (4) |
C21—H21 | 0.9500 | N14—C54 | 1.351 (4) |
C31—C41 | 1.492 (4) | C14—C24 | 1.374 (4) |
C31—H31 | 0.9500 | C14—H14 | 0.9500 |
C41—H41A | 0.9800 | C24—C34 | 1.398 (4) |
C41—H41B | 0.9800 | C24—H24 | 0.9500 |
C41—H41C | 0.9800 | C34—C44 | 1.390 (4) |
O12—C12 | 1.262 (4) | C34—C64 | 1.461 (4) |
O22—C12 | 1.277 (3) | C44—C54 | 1.387 (4) |
C12—C22 | 1.476 (4) | C44—H44 | 0.9500 |
C22—C32 | 1.316 (4) | C54—H54 | 0.9500 |
C22—H22 | 0.9500 | C64—C64ii | 1.332 (6) |
C32—C42 | 1.493 (4) | C64—H64A | 0.9500 |
C32—H32 | 0.9500 | O1W—H1WA | 0.850 (5) |
C42—H42A | 0.9800 | O1W—H1WB | 0.848 (5) |
C42—H42B | 0.9800 | | |
| | | |
O23i—Gd1—O21 | 86.48 (7) | C11—C21—H21 | 119.1 |
O23i—Gd1—O22 | 73.04 (7) | C21—C31—C41 | 126.6 (3) |
O21—Gd1—O22 | 79.22 (7) | C21—C31—H31 | 116.7 |
O23i—Gd1—O1W | 83.21 (7) | C41—C31—H31 | 116.7 |
O21—Gd1—O1W | 127.29 (7) | C31—C41—H41A | 109.5 |
O22—Gd1—O1W | 143.52 (7) | C31—C41—H41B | 109.5 |
O23i—Gd1—O12 | 125.46 (7) | H41A—C41—H41B | 109.5 |
O21—Gd1—O12 | 75.96 (7) | C31—C41—H41C | 109.5 |
O22—Gd1—O12 | 53.23 (7) | H41A—C41—H41C | 109.5 |
O1W—Gd1—O12 | 146.82 (7) | H41B—C41—H41C | 109.5 |
O23i—Gd1—O13 | 119.72 (7) | C12—O12—Gd1 | 93.17 (17) |
O21—Gd1—O13 | 148.56 (7) | C12—O22—Gd1 | 94.21 (17) |
O22—Gd1—O13 | 91.54 (7) | O12—C12—O22 | 119.3 (3) |
O1W—Gd1—O13 | 76.45 (7) | O12—C12—C22 | 120.2 (3) |
O12—Gd1—O13 | 74.50 (7) | O22—C12—C22 | 120.5 (3) |
O23i—Gd1—O11 | 82.66 (7) | O12—C12—Gd1 | 60.35 (15) |
O21—Gd1—O11 | 53.04 (7) | O22—C12—Gd1 | 59.01 (14) |
O22—Gd1—O11 | 127.54 (7) | C22—C12—Gd1 | 177.21 (19) |
O1W—Gd1—O11 | 74.38 (7) | C32—C22—C12 | 123.6 (3) |
O12—Gd1—O11 | 121.07 (7) | C32—C22—H22 | 118.2 |
O13—Gd1—O11 | 140.40 (7) | C12—C22—H22 | 118.2 |
O23i—Gd1—N14 | 154.59 (7) | C22—C32—C42 | 126.1 (3) |
O21—Gd1—N14 | 85.22 (8) | C22—C32—H32 | 117.0 |
O22—Gd1—N14 | 128.47 (7) | C42—C32—H32 | 117.0 |
O1W—Gd1—N14 | 82.85 (7) | C32—C42—H42A | 109.5 |
O12—Gd1—N14 | 75.40 (7) | C32—C42—H42B | 109.5 |
O13—Gd1—N14 | 77.17 (7) | H42A—C42—H42B | 109.5 |
O11—Gd1—N14 | 73.17 (7) | C32—C42—H42C | 109.5 |
O23i—Gd1—O23 | 68.24 (7) | H42A—C42—H42C | 109.5 |
O21—Gd1—O23 | 147.21 (7) | H42B—C42—H42C | 109.5 |
O22—Gd1—O23 | 73.76 (7) | C13—O13—Gd1 | 97.60 (17) |
O1W—Gd1—O23 | 71.85 (7) | C13—O23—Gd1i | 156.72 (18) |
O12—Gd1—O23 | 101.39 (7) | C13—O23—Gd1 | 90.81 (16) |
O13—Gd1—O23 | 51.56 (6) | Gd1i—O23—Gd1 | 111.76 (7) |
O11—Gd1—O23 | 137.33 (6) | O13—C13—O23 | 119.8 (3) |
N14—Gd1—O23 | 126.32 (7) | O13—C13—C23 | 121.2 (3) |
O23i—Gd1—C12 | 99.27 (8) | O23—C13—C23 | 119.0 (2) |
O21—Gd1—C12 | 75.16 (7) | O13—C13—Gd1 | 57.10 (14) |
O22—Gd1—C12 | 26.78 (8) | O23—C13—Gd1 | 62.88 (14) |
O1W—Gd1—C12 | 157.54 (8) | C23—C13—Gd1 | 176.4 (2) |
O12—Gd1—C12 | 26.49 (8) | C33—C23—C13 | 122.6 (3) |
O13—Gd1—C12 | 83.10 (8) | C33—C23—H23 | 118.7 |
O11—Gd1—C12 | 128.07 (7) | C13—C23—H23 | 118.7 |
N14—Gd1—C12 | 101.73 (8) | C23—C33—C43 | 125.7 (3) |
O23—Gd1—C12 | 88.22 (7) | C23—C33—H33 | 117.2 |
O23i—Gd1—C11 | 83.42 (7) | C43—C33—H33 | 117.2 |
O21—Gd1—C11 | 26.19 (8) | C33—C43—H43A | 109.5 |
O22—Gd1—C11 | 103.13 (8) | C33—C43—H43B | 109.5 |
O1W—Gd1—C11 | 101.14 (8) | H43A—C43—H43B | 109.5 |
O12—Gd1—C11 | 98.78 (8) | C33—C43—H43C | 109.5 |
O13—Gd1—C11 | 155.74 (8) | H43A—C43—H43C | 109.5 |
O11—Gd1—C11 | 26.86 (7) | H43B—C43—H43C | 109.5 |
N14—Gd1—C11 | 78.58 (8) | C14—N14—C54 | 116.3 (3) |
O23—Gd1—C11 | 151.28 (7) | C14—N14—Gd1 | 121.29 (19) |
C12—Gd1—C11 | 101.33 (8) | C54—N14—Gd1 | 122.23 (19) |
O23i—Gd1—C13 | 94.42 (7) | N14—C14—C24 | 124.0 (3) |
O21—Gd1—C13 | 161.27 (7) | N14—C14—H14 | 118.0 |
O22—Gd1—C13 | 83.15 (7) | C24—C14—H14 | 118.0 |
O1W—Gd1—C13 | 71.30 (7) | C14—C24—C34 | 119.9 (3) |
O12—Gd1—C13 | 88.45 (7) | C14—C24—H24 | 120.0 |
O13—Gd1—C13 | 25.30 (7) | C34—C24—H24 | 120.0 |
O11—Gd1—C13 | 145.65 (7) | C44—C34—C24 | 116.6 (3) |
N14—Gd1—C13 | 101.05 (8) | C44—C34—C64 | 119.8 (3) |
O23—Gd1—C13 | 26.30 (7) | C24—C34—C64 | 123.6 (3) |
C12—Gd1—C13 | 86.24 (8) | C54—C44—C34 | 120.1 (3) |
C11—Gd1—C13 | 172.36 (8) | C54—C44—H44 | 120.0 |
C11—O11—Gd1 | 90.25 (16) | C34—C44—H44 | 120.0 |
C11—O21—Gd1 | 96.47 (17) | N14—C54—C44 | 123.1 (3) |
O21—C11—O11 | 120.2 (3) | N14—C54—H54 | 118.4 |
O21—C11—C21 | 120.3 (3) | C44—C54—H54 | 118.4 |
O11—C11—C21 | 119.5 (3) | C64ii—C64—C34 | 125.3 (4) |
O21—C11—Gd1 | 57.34 (14) | C64ii—C64—H64A | 117.3 |
O11—C11—Gd1 | 62.89 (14) | C34—C64—H64A | 117.3 |
C21—C11—Gd1 | 176.7 (2) | Gd1—O1W—H1WA | 116 (2) |
C31—C21—C11 | 121.8 (3) | Gd1—O1W—H1WB | 131 (2) |
C31—C21—H21 | 119.1 | H1WA—O1W—H1WB | 105.3 (12) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+3, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O22i | 0.85 (1) | 1.84 (1) | 2.661 (3) | 161 (3) |
C54—H54···O12 | 0.95 | 2.24 | 2.938 (4) | 130 |
O1W—H1WB···O11iii | 0.85 (1) | 1.94 (1) | 2.788 (3) | 175 (3) |
C14—H14···O11iii | 0.95 | 2.56 | 3.455 (4) | 157 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (iii) −x+2, −y+1, −z+1. |
Selected bond lengths (Å) for (I), (II) and (III) top | (I) (M = Y) | (II) (M = Gd) | (III) (M = Gd) |
M—O23i | 2.3432 (14) | 2.3890 (17) | 2.3842 (19) |
M—O21 | 2.3530 (16) | 2.4019 (19) | 2.407 (2) |
M—O1W | 2.3895 (15) | 2.4367 (17) | 2.438 (2) |
M—O22 | 2.3965 (15) | 2.4247 (17) | 2.429 (2) |
M—O13 | 2.4133 (16) | 2.4638 (18) | 2.463 (2) |
M—O12 | 2.4317 (16) | 2.4635 (18) | 2.459 (2) |
M—O11 | 2.5191 (16) | 2.5291 (17) | 2.529 (2) |
M—N14 | 2.5402 (18) | 2.561 (2) | 2.559 (2) |
M—O23 | 2.6032 (15) | 2.5848 (17) | 2.5884 (19) |
C64—C64ii | 1.502 (5), 1.504 (4) | 1.495 (6) | 1.332 (6) |
Symmetry codes: (i) -x + 1, -y + 1, -z + 1;
(ii) -x + 3, -y + 1, -z. |
Hydrogen-bond geometry (Å, °) for (I), (II) and (III) topInteraction | Compound | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O22i | (I) | 0.85 (1) | 1.83 (1) | 2.660 (2) | 168 (2) |
| (II) | 0.85 (1) | 1.84 (1) | 2.660 (2) | 163 (3) |
| (III) | 0.85 (1) | 1.84 (1) | 2.661 (3) | 161 (3) |
C54—H54···O12 | (I) | 0.95 | 2.24 | 2.936 (3) | 130 |
| (II) | 0.95 | 2.30 | 2.981 (3) | 129 |
| (III) | 0.95 | 2.24 | 2.938 (4) | 130 |
O1W—H1WB···O11iii | (I) | 0.85 (1) | 1.96 (1) | 2.804 (2) | 177 (3) |
| (II) | 0.85 (1) | 1.93 (1) | 2.778 (2) | 176 (3) |
| (III) | 0.85 (1) | 1.94 (1) | 2.788 (3) | 175 (3) |
C14—H14···O11iii | (I) | 0.95 | 2.59 | 3.485 (3) | 157 |
| (II) | 0.95 | 2.59 | 3.454 (3) | 151 |
| (III) | 0.95 | 2.56 | 3.455 (4) | 157 |
Symmetry codes: (i) -x + 1, -y + 1, -z + 1;
(iii) -x + 2, -y + 1, -z + 1. |