In the title compound, [Eu(C8H6NO2)3(H2O)]n, the europium(III) ion is coordinated by eight carboxylate O atoms and one water molecule. The carboxylate ligands bridge pairs of europium(III) ions, forming a zigzag chain along [100]; hydrogen bonds link the chains into sheets parallel to (001).
Supporting information
CCDC reference: 621315
Key indicators
- Single-crystal X-ray study
- T = 291 K
- Mean (C-C) = 0.004 Å
- R factor = 0.023
- wR factor = 0.048
- Data-to-parameter ratio = 16.1
checkCIF/PLATON results
No syntax errors found
Datablock: a
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.87 Ratio
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O4
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.12 Ratio
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: Bruker SMART; cell refinement: Bruker SMART; data reduction: Bruker SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Bruker SHELXTL; software used to prepare material for publication: Bruker SHELXTL.
catena-Poly[aquatris{3-(3-pyridyl)acrylato}europium(III)]
top
Crystal data top
[Eu(C8H6NO2)3(H2O)] | Z = 2 |
Mr = 614.39 | F(000) = 608 |
Triclinic, P1 | Dx = 1.761 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.2459 (6) Å | Cell parameters from 5087 reflections |
b = 12.7698 (13) Å | θ = 2.6–28.2° |
c = 15.7220 (16) Å | µ = 2.76 mm−1 |
α = 111.771 (1)° | T = 291 K |
β = 90.320 (1)° | Block, colourless |
γ = 95.176 (1)° | 0.15 × 0.09 × 0.08 mm |
V = 1158.7 (2) Å3 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 5207 independent reflections |
Radiation source: fine-focus sealed tube | 4755 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
φ and ω scans | θmax = 27.5°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −8→8 |
Tmin = 0.675, Tmax = 0.799 | k = −16→16 |
10024 measured reflections | l = −20→20 |
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)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.048 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0184P)2 + 0.2729P] where P = (Fo2 + 2Fc2)/3 |
5207 reflections | (Δ/σ)max = 0.002 |
324 parameters | Δρmax = 0.43 e Å−3 |
3 restraints | Δρmin = −0.50 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. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Eu1 | 0.256162 (19) | 0.527915 (10) | 0.424404 (9) | 0.01656 (4) | |
O1 | 0.4225 (3) | 0.72589 (15) | 0.48097 (14) | 0.0303 (5) | |
O2 | 0.5881 (3) | 0.61313 (14) | 0.53080 (12) | 0.0205 (4) | |
O3 | 0.5669 (3) | 0.49362 (16) | 0.32821 (12) | 0.0257 (4) | |
O4 | 0.3039 (3) | 0.55930 (18) | 0.27587 (14) | 0.0362 (5) | |
O5 | 0.0919 (3) | 0.35461 (16) | 0.30267 (12) | 0.0280 (4) | |
O6 | −0.0959 (3) | 0.40896 (14) | 0.42706 (11) | 0.0215 (4) | |
O7 | −0.0410 (3) | 0.61597 (17) | 0.39769 (14) | 0.0258 (4) | |
N1 | 1.0455 (4) | 1.1950 (2) | 0.64432 (18) | 0.0383 (6) | |
N2 | 1.1786 (5) | 0.3164 (3) | −0.0103 (2) | 0.0513 (8) | |
N3 | −0.7910 (4) | 0.0325 (3) | 0.1272 (2) | 0.0581 (9) | |
C1 | 1.2331 (5) | 1.1776 (3) | 0.6748 (2) | 0.0387 (8) | |
H1 | 1.3409 | 1.2375 | 0.6952 | 0.046* | |
C2 | 1.2745 (5) | 1.0750 (3) | 0.6775 (2) | 0.0457 (9) | |
H2 | 1.4062 | 1.0664 | 0.7007 | 0.055* | |
C3 | 1.1166 (5) | 0.9846 (3) | 0.6450 (3) | 0.0458 (9) | |
H3 | 1.1427 | 0.9141 | 0.6449 | 0.055* | |
C4 | 0.9190 (5) | 0.9996 (2) | 0.6123 (2) | 0.0287 (6) | |
C5 | 0.8930 (5) | 1.1073 (2) | 0.6137 (2) | 0.0340 (7) | |
H5 | 0.7621 | 1.1191 | 0.5921 | 0.041* | |
C6 | 0.7472 (4) | 0.9066 (2) | 0.5731 (2) | 0.0286 (6) | |
H6 | 0.6259 | 0.9229 | 0.5476 | 0.034* | |
C7 | 0.7488 (5) | 0.8023 (2) | 0.5706 (2) | 0.0299 (6) | |
H7 | 0.8645 | 0.7855 | 0.5991 | 0.036* | |
C8 | 0.5764 (4) | 0.7104 (2) | 0.52467 (18) | 0.0211 (5) | |
C9 | 1.0899 (6) | 0.3163 (3) | −0.0867 (2) | 0.0528 (10) | |
H9 | 1.1687 | 0.2919 | −0.1393 | 0.063* | |
C10 | 0.8883 (6) | 0.3498 (3) | −0.0942 (2) | 0.0471 (9) | |
H10 | 0.8338 | 0.3478 | −0.1501 | 0.057* | |
C11 | 0.7706 (5) | 0.3864 (3) | −0.0165 (2) | 0.0380 (7) | |
H11 | 0.6336 | 0.4084 | −0.0192 | 0.046* | |
C12 | 0.8590 (5) | 0.3900 (2) | 0.06622 (19) | 0.0283 (6) | |
C13 | 1.0622 (5) | 0.3522 (3) | 0.0646 (2) | 0.0388 (7) | |
H13 | 1.1206 | 0.3517 | 0.1190 | 0.047* | |
C14 | 0.7547 (4) | 0.4311 (2) | 0.15433 (19) | 0.0285 (6) | |
H14 | 0.8240 | 0.4220 | 0.2033 | 0.034* | |
C15 | 0.5721 (5) | 0.4801 (3) | 0.17227 (19) | 0.0312 (7) | |
H15 | 0.5016 | 0.4937 | 0.1257 | 0.037* | |
C16 | 0.4768 (4) | 0.5138 (2) | 0.26333 (18) | 0.0241 (6) | |
C17 | −0.7387 (6) | −0.0704 (3) | 0.0735 (3) | 0.0581 (11) | |
H17 | −0.8497 | −0.1249 | 0.0419 | 0.070* | |
C18 | −0.5319 (5) | −0.1003 (3) | 0.0621 (2) | 0.0497 (9) | |
H18 | −0.5043 | −0.1732 | 0.0249 | 0.060* | |
C19 | −0.3653 (5) | −0.0186 (3) | 0.1077 (2) | 0.0387 (8) | |
H19 | −0.2232 | −0.0353 | 0.0999 | 0.046* | |
C20 | −0.4127 (4) | 0.0885 (2) | 0.16509 (19) | 0.0286 (6) | |
C21 | −0.6275 (5) | 0.1092 (3) | 0.1715 (2) | 0.0446 (9) | |
H21 | −0.6599 | 0.1811 | 0.2091 | 0.054* | |
C22 | −0.2391 (4) | 0.1756 (2) | 0.21582 (19) | 0.0279 (6) | |
H22 | −0.1035 | 0.1698 | 0.1913 | 0.033* | |
C23 | −0.2608 (4) | 0.2616 (2) | 0.29356 (18) | 0.0234 (6) | |
H23 | −0.3959 | 0.2697 | 0.3183 | 0.028* | |
C24 | −0.0794 (4) | 0.3451 (2) | 0.34256 (17) | 0.0202 (5) | |
H1W | −0.154 (4) | 0.576 (2) | 0.377 (2) | 0.038 (10)* | |
H2W | −0.037 (5) | 0.669 (2) | 0.378 (2) | 0.061 (12)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Eu1 | 0.01391 (7) | 0.01709 (7) | 0.01833 (7) | 0.00044 (4) | −0.00006 (4) | 0.00647 (5) |
O1 | 0.0282 (11) | 0.0234 (10) | 0.0420 (12) | −0.0022 (8) | −0.0101 (9) | 0.0165 (9) |
O2 | 0.0209 (9) | 0.0156 (9) | 0.0245 (10) | −0.0010 (7) | −0.0019 (7) | 0.0078 (7) |
O3 | 0.0203 (9) | 0.0357 (11) | 0.0232 (10) | 0.0018 (8) | 0.0024 (8) | 0.0139 (9) |
O4 | 0.0276 (11) | 0.0556 (14) | 0.0346 (12) | 0.0166 (10) | 0.0071 (9) | 0.0245 (11) |
O5 | 0.0233 (10) | 0.0302 (11) | 0.0226 (10) | −0.0024 (8) | 0.0022 (8) | 0.0019 (8) |
O6 | 0.0232 (9) | 0.0210 (9) | 0.0171 (9) | −0.0003 (7) | 0.0001 (7) | 0.0040 (7) |
O7 | 0.0178 (10) | 0.0252 (11) | 0.0399 (12) | 0.0023 (8) | −0.0003 (8) | 0.0186 (10) |
N1 | 0.0465 (16) | 0.0209 (13) | 0.0462 (16) | −0.0050 (11) | −0.0004 (13) | 0.0130 (12) |
N2 | 0.0394 (17) | 0.057 (2) | 0.0477 (18) | 0.0121 (14) | 0.0140 (14) | 0.0066 (15) |
N3 | 0.0251 (15) | 0.0514 (19) | 0.067 (2) | −0.0038 (13) | −0.0032 (14) | −0.0120 (16) |
C1 | 0.0437 (19) | 0.0293 (17) | 0.0388 (18) | −0.0125 (14) | −0.0041 (15) | 0.0117 (14) |
C2 | 0.0381 (19) | 0.042 (2) | 0.061 (2) | −0.0091 (15) | −0.0185 (17) | 0.0271 (18) |
C3 | 0.047 (2) | 0.0285 (17) | 0.067 (2) | −0.0066 (15) | −0.0190 (18) | 0.0262 (17) |
C4 | 0.0329 (16) | 0.0207 (14) | 0.0336 (16) | −0.0029 (12) | −0.0042 (13) | 0.0125 (12) |
C5 | 0.0344 (17) | 0.0245 (15) | 0.0427 (18) | 0.0001 (13) | −0.0033 (14) | 0.0128 (14) |
C6 | 0.0254 (15) | 0.0235 (14) | 0.0368 (17) | 0.0000 (11) | −0.0055 (12) | 0.0119 (13) |
C7 | 0.0278 (15) | 0.0229 (14) | 0.0384 (17) | −0.0039 (12) | −0.0098 (13) | 0.0124 (13) |
C8 | 0.0191 (13) | 0.0200 (13) | 0.0247 (14) | 0.0013 (10) | 0.0023 (10) | 0.0088 (11) |
C9 | 0.058 (2) | 0.053 (2) | 0.037 (2) | 0.0021 (19) | 0.0223 (18) | 0.0041 (17) |
C10 | 0.063 (2) | 0.050 (2) | 0.0247 (17) | 0.0021 (18) | 0.0096 (16) | 0.0104 (15) |
C11 | 0.0393 (18) | 0.0455 (19) | 0.0301 (17) | 0.0064 (15) | 0.0060 (14) | 0.0146 (15) |
C12 | 0.0300 (15) | 0.0266 (15) | 0.0255 (15) | −0.0010 (12) | 0.0059 (12) | 0.0073 (12) |
C13 | 0.0327 (17) | 0.0409 (19) | 0.0364 (18) | 0.0052 (14) | 0.0035 (14) | 0.0065 (15) |
C14 | 0.0292 (15) | 0.0315 (16) | 0.0270 (15) | 0.0013 (12) | 0.0009 (12) | 0.0139 (13) |
C15 | 0.0305 (16) | 0.0428 (18) | 0.0224 (15) | 0.0047 (13) | 0.0011 (12) | 0.0145 (13) |
C16 | 0.0230 (14) | 0.0287 (15) | 0.0217 (14) | −0.0020 (11) | 0.0006 (11) | 0.0119 (12) |
C17 | 0.041 (2) | 0.042 (2) | 0.062 (3) | −0.0158 (17) | −0.0021 (18) | −0.0096 (18) |
C18 | 0.043 (2) | 0.0271 (17) | 0.058 (2) | −0.0007 (15) | −0.0008 (17) | −0.0082 (16) |
C19 | 0.0298 (16) | 0.0308 (17) | 0.0429 (19) | 0.0038 (13) | −0.0005 (14) | −0.0013 (14) |
C20 | 0.0249 (14) | 0.0256 (15) | 0.0288 (15) | 0.0011 (12) | −0.0005 (12) | 0.0030 (12) |
C21 | 0.0295 (17) | 0.0364 (18) | 0.047 (2) | 0.0050 (14) | −0.0050 (15) | −0.0089 (15) |
C22 | 0.0215 (14) | 0.0268 (15) | 0.0285 (15) | −0.0002 (11) | −0.0020 (11) | 0.0029 (12) |
C23 | 0.0189 (13) | 0.0251 (14) | 0.0239 (14) | −0.0009 (11) | −0.0017 (11) | 0.0072 (11) |
C24 | 0.0223 (13) | 0.0176 (13) | 0.0197 (13) | 0.0029 (10) | −0.0026 (10) | 0.0056 (10) |
Geometric parameters (Å, º) top
Eu1—O7 | 2.3673 (18) | C4—C5 | 1.392 (4) |
Eu1—O6i | 2.4251 (17) | C4—C6 | 1.470 (4) |
Eu1—O2ii | 2.4362 (17) | C5—H5 | 0.9300 |
Eu1—O3 | 2.4375 (18) | C6—C7 | 1.319 (4) |
Eu1—O5 | 2.4576 (18) | C6—H6 | 0.9300 |
Eu1—O1 | 2.4718 (18) | C7—C8 | 1.481 (4) |
Eu1—O4 | 2.527 (2) | C7—H7 | 0.9300 |
Eu1—O2 | 2.5467 (17) | C9—C10 | 1.385 (5) |
Eu1—O6 | 2.5670 (17) | C9—H9 | 0.9300 |
Eu1—C16 | 2.844 (3) | C10—C11 | 1.379 (4) |
Eu1—C8 | 2.884 (3) | C10—H10 | 0.9300 |
Eu1—C24 | 2.891 (3) | C11—C12 | 1.393 (4) |
O1—C8 | 1.250 (3) | C11—H11 | 0.9300 |
O2—C8 | 1.290 (3) | C12—C13 | 1.395 (4) |
O2—Eu1ii | 2.4363 (17) | C12—C14 | 1.467 (4) |
O3—C16 | 1.280 (3) | C13—H13 | 0.9300 |
O4—C16 | 1.254 (3) | C14—C15 | 1.331 (4) |
O5—C24 | 1.262 (3) | C14—H14 | 0.9300 |
O6—C24 | 1.286 (3) | C15—C16 | 1.479 (4) |
O6—Eu1i | 2.4252 (17) | C15—H15 | 0.9300 |
O7—H1W | 0.821 (17) | C17—C18 | 1.373 (5) |
O7—H2W | 0.840 (17) | C17—H17 | 0.9300 |
N1—C1 | 1.331 (4) | C18—C19 | 1.388 (4) |
N1—C5 | 1.340 (4) | C18—H18 | 0.9300 |
N2—C9 | 1.319 (5) | C19—C20 | 1.389 (4) |
N2—C13 | 1.339 (4) | C19—H19 | 0.9300 |
N3—C21 | 1.339 (4) | C20—C21 | 1.388 (4) |
N3—C17 | 1.343 (4) | C20—C22 | 1.471 (4) |
C1—C2 | 1.374 (4) | C21—H21 | 0.9300 |
C1—H1 | 0.9300 | C22—C23 | 1.323 (4) |
C2—C3 | 1.385 (4) | C22—H22 | 0.9300 |
C2—H2 | 0.9300 | C23—C24 | 1.475 (3) |
C3—C4 | 1.389 (4) | C23—H23 | 0.9300 |
C3—H3 | 0.9300 | | |
| | | |
O7—Eu1—O6i | 78.00 (6) | N1—C1—C2 | 122.9 (3) |
O7—Eu1—O2ii | 151.98 (6) | N1—C1—H1 | 118.5 |
O6i—Eu1—O2ii | 86.83 (6) | C2—C1—H1 | 118.5 |
O7—Eu1—O3 | 123.43 (7) | C1—C2—C3 | 118.8 (3) |
O6i—Eu1—O3 | 151.83 (6) | C1—C2—H2 | 120.6 |
O2ii—Eu1—O3 | 79.62 (6) | C3—C2—H2 | 120.6 |
O7—Eu1—O5 | 86.21 (7) | C2—C3—C4 | 119.9 (3) |
O6i—Eu1—O5 | 118.67 (6) | C2—C3—H3 | 120.1 |
O2ii—Eu1—O5 | 80.56 (6) | C4—C3—H3 | 120.1 |
O3—Eu1—O5 | 83.49 (6) | C3—C4—C5 | 116.7 (3) |
O7—Eu1—O1 | 81.22 (7) | C3—C4—C6 | 122.9 (3) |
O6i—Eu1—O1 | 82.68 (6) | C5—C4—C6 | 120.3 (3) |
O2ii—Eu1—O1 | 120.38 (6) | N1—C5—C4 | 123.9 (3) |
O3—Eu1—O1 | 83.09 (6) | N1—C5—H5 | 118.1 |
O5—Eu1—O1 | 152.35 (7) | C4—C5—H5 | 118.1 |
O7—Eu1—O4 | 71.20 (6) | C7—C6—C4 | 126.2 (3) |
O6i—Eu1—O4 | 146.02 (6) | C7—C6—H6 | 116.9 |
O2ii—Eu1—O4 | 127.14 (6) | C4—C6—H6 | 116.9 |
O3—Eu1—O4 | 52.49 (6) | C6—C7—C8 | 123.5 (3) |
O5—Eu1—O4 | 73.82 (7) | C6—C7—H7 | 118.2 |
O1—Eu1—O4 | 78.83 (7) | C8—C7—H7 | 118.2 |
O7—Eu1—O2 | 129.83 (6) | O1—C8—O2 | 120.3 (2) |
O6i—Eu1—O2 | 78.85 (6) | O1—C8—C7 | 121.3 (2) |
O2ii—Eu1—O2 | 68.32 (6) | O2—C8—C7 | 118.3 (2) |
O3—Eu1—O2 | 73.23 (6) | O1—C8—Eu1 | 58.49 (13) |
O5—Eu1—O2 | 143.72 (6) | O2—C8—Eu1 | 61.99 (13) |
O1—Eu1—O2 | 52.06 (6) | C7—C8—Eu1 | 176.22 (19) |
O4—Eu1—O2 | 110.35 (6) | N2—C9—C10 | 124.8 (3) |
O7—Eu1—O6 | 70.13 (6) | N2—C9—H9 | 117.6 |
O6i—Eu1—O6 | 67.03 (6) | C10—C9—H9 | 117.6 |
O2ii—Eu1—O6 | 82.32 (6) | C11—C10—C9 | 118.0 (3) |
O3—Eu1—O6 | 134.06 (6) | C11—C10—H10 | 121.0 |
O5—Eu1—O6 | 51.92 (6) | C9—C10—H10 | 121.0 |
O1—Eu1—O6 | 141.58 (6) | C10—C11—C12 | 119.3 (3) |
O4—Eu1—O6 | 113.56 (6) | C10—C11—H11 | 120.3 |
O2—Eu1—O6 | 135.93 (5) | C12—C11—H11 | 120.3 |
O7—Eu1—C16 | 97.34 (7) | C11—C12—C13 | 117.2 (3) |
O6i—Eu1—C16 | 165.37 (7) | C11—C12—C14 | 124.8 (3) |
O2ii—Eu1—C16 | 102.64 (7) | C13—C12—C14 | 118.0 (3) |
O3—Eu1—C16 | 26.66 (7) | N2—C13—C12 | 124.2 (3) |
O5—Eu1—C16 | 74.37 (7) | N2—C13—H13 | 117.9 |
O1—Eu1—C16 | 82.90 (7) | C12—C13—H13 | 117.9 |
O4—Eu1—C16 | 26.15 (7) | C15—C14—C12 | 127.4 (3) |
O2—Eu1—C16 | 94.17 (7) | C15—C14—H14 | 116.3 |
O6—Eu1—C16 | 124.78 (7) | C12—C14—H14 | 116.3 |
O7—Eu1—C8 | 105.64 (7) | C14—C15—C16 | 122.7 (3) |
O6i—Eu1—C8 | 80.82 (6) | C14—C15—H15 | 118.7 |
O2ii—Eu1—C8 | 94.85 (7) | C16—C15—H15 | 118.7 |
O3—Eu1—C8 | 75.91 (7) | O4—C16—O3 | 120.2 (2) |
O5—Eu1—C8 | 159.39 (7) | O4—C16—C15 | 119.7 (2) |
O1—Eu1—C8 | 25.54 (6) | O3—C16—C15 | 120.1 (2) |
O4—Eu1—C8 | 93.76 (7) | O4—C16—Eu1 | 62.64 (14) |
O2—Eu1—C8 | 26.55 (6) | O3—C16—Eu1 | 58.67 (13) |
O6—Eu1—C8 | 147.82 (6) | C15—C16—Eu1 | 167.40 (19) |
C16—Eu1—C8 | 87.22 (7) | N3—C17—C18 | 124.3 (3) |
O7—Eu1—C24 | 74.91 (7) | N3—C17—H17 | 117.9 |
O6i—Eu1—C24 | 93.43 (7) | C18—C17—H17 | 117.9 |
O2ii—Eu1—C24 | 82.74 (6) | C17—C18—C19 | 118.1 (3) |
O3—Eu1—C24 | 109.02 (7) | C17—C18—H18 | 121.0 |
O5—Eu1—C24 | 25.70 (6) | C19—C18—H18 | 121.0 |
O1—Eu1—C24 | 156.09 (7) | C18—C19—C20 | 119.4 (3) |
O4—Eu1—C24 | 92.15 (7) | C18—C19—H19 | 120.3 |
O2—Eu1—C24 | 150.28 (6) | C20—C19—H19 | 120.3 |
O6—Eu1—C24 | 26.40 (6) | C21—C20—C19 | 117.5 (3) |
C16—Eu1—C24 | 98.76 (7) | C21—C20—C22 | 122.1 (3) |
C8—Eu1—C24 | 173.90 (7) | C19—C20—C22 | 120.4 (3) |
C8—O1—Eu1 | 95.97 (15) | N3—C21—C20 | 124.3 (3) |
C8—O2—Eu1ii | 156.71 (16) | N3—C21—H21 | 117.9 |
C8—O2—Eu1 | 91.45 (14) | C20—C21—H21 | 117.9 |
Eu1ii—O2—Eu1 | 111.68 (6) | C23—C22—C20 | 125.1 (3) |
C16—O3—Eu1 | 94.68 (15) | C23—C22—H22 | 117.4 |
C16—O4—Eu1 | 91.21 (16) | C20—C22—H22 | 117.4 |
C24—O5—Eu1 | 96.71 (15) | C22—C23—C24 | 122.7 (3) |
C24—O6—Eu1i | 156.01 (17) | C22—C23—H23 | 118.6 |
C24—O6—Eu1 | 91.00 (15) | C24—C23—H23 | 118.6 |
Eu1i—O6—Eu1 | 112.97 (6) | O5—C24—O6 | 119.5 (2) |
Eu1—O7—H1W | 118 (2) | O5—C24—C23 | 120.9 (2) |
Eu1—O7—H2W | 127 (2) | O6—C24—C23 | 119.6 (2) |
H1W—O7—H2W | 106 (2) | O5—C24—Eu1 | 57.59 (13) |
C1—N1—C5 | 117.9 (3) | O6—C24—Eu1 | 62.59 (13) |
C9—N2—C13 | 116.4 (3) | C23—C24—Eu1 | 171.82 (18) |
C21—N3—C17 | 116.4 (3) | | |
| | | |
O7—Eu1—O1—C8 | 162.92 (17) | O2ii—Eu1—C8—O1 | −178.22 (16) |
O6i—Eu1—O1—C8 | 84.01 (16) | O3—Eu1—C8—O1 | 103.76 (16) |
O2ii—Eu1—O1—C8 | 2.05 (18) | O5—Eu1—C8—O1 | 105.8 (2) |
O3—Eu1—O1—C8 | −71.61 (16) | O4—Eu1—C8—O1 | 53.98 (16) |
O5—Eu1—O1—C8 | −133.12 (17) | O2—Eu1—C8—O1 | −175.6 (3) |
O4—Eu1—O1—C8 | −124.65 (17) | O6—Eu1—C8—O1 | −94.95 (19) |
O2—Eu1—O1—C8 | 2.48 (14) | C16—Eu1—C8—O1 | 79.31 (16) |
O6—Eu1—O1—C8 | 121.36 (16) | O7—Eu1—C8—O2 | 158.09 (13) |
C16—Eu1—O1—C8 | −98.47 (17) | O6i—Eu1—C8—O2 | 83.39 (14) |
C24—Eu1—O1—C8 | 165.92 (17) | O2ii—Eu1—C8—O2 | −2.60 (16) |
O7—Eu1—O2—C8 | −27.90 (17) | O3—Eu1—C8—O2 | −80.61 (14) |
O6i—Eu1—O2—C8 | −91.77 (14) | O5—Eu1—C8—O2 | −78.6 (2) |
O2ii—Eu1—O2—C8 | 177.22 (18) | O1—Eu1—C8—O2 | 175.6 (3) |
O3—Eu1—O2—C8 | 91.96 (14) | O4—Eu1—C8—O2 | −130.39 (14) |
O5—Eu1—O2—C8 | 144.32 (14) | O6—Eu1—C8—O2 | 80.67 (18) |
O1—Eu1—O2—C8 | −2.39 (14) | C16—Eu1—C8—O2 | −105.06 (14) |
O4—Eu1—O2—C8 | 54.15 (15) | C13—N2—C9—C10 | −0.1 (6) |
O6—Eu1—O2—C8 | −130.92 (14) | N2—C9—C10—C11 | 0.1 (6) |
C16—Eu1—O2—C8 | 75.26 (15) | C9—C10—C11—C12 | 1.0 (5) |
C24—Eu1—O2—C8 | −168.92 (15) | C10—C11—C12—C13 | −2.1 (5) |
O7—Eu1—O2—Eu1ii | 154.88 (7) | C10—C11—C12—C14 | 177.5 (3) |
O6i—Eu1—O2—Eu1ii | 91.01 (7) | C9—N2—C13—C12 | −1.1 (5) |
O2ii—Eu1—O2—Eu1ii | −0.002 (1) | C11—C12—C13—N2 | 2.2 (5) |
O3—Eu1—O2—Eu1ii | −85.26 (7) | C14—C12—C13—N2 | −177.5 (3) |
O5—Eu1—O2—Eu1ii | −32.89 (13) | C11—C12—C14—C15 | −6.3 (5) |
O1—Eu1—O2—Eu1ii | −179.61 (11) | C13—C12—C14—C15 | 173.3 (3) |
O4—Eu1—O2—Eu1ii | −123.06 (7) | C12—C14—C15—C16 | 177.2 (3) |
O6—Eu1—O2—Eu1ii | 51.86 (10) | Eu1—O4—C16—O3 | −12.0 (3) |
C16—Eu1—O2—Eu1ii | −101.96 (8) | Eu1—O4—C16—C15 | 165.9 (2) |
C8—Eu1—O2—Eu1ii | −177.22 (18) | Eu1—O3—C16—O4 | 12.5 (3) |
C24—Eu1—O2—Eu1ii | 13.86 (16) | Eu1—O3—C16—C15 | −165.4 (2) |
O7—Eu1—O3—C16 | −13.24 (18) | C14—C15—C16—O4 | −179.8 (3) |
O6i—Eu1—O3—C16 | −148.06 (15) | C14—C15—C16—O3 | −1.8 (4) |
O2ii—Eu1—O3—C16 | 149.39 (16) | C14—C15—C16—Eu1 | −82.7 (9) |
O5—Eu1—O3—C16 | 67.84 (16) | O7—Eu1—C16—O4 | 1.06 (17) |
O1—Eu1—O3—C16 | −87.92 (16) | O6i—Eu1—C16—O4 | −69.3 (3) |
O4—Eu1—O3—C16 | −6.73 (15) | O2ii—Eu1—C16—O4 | 161.29 (16) |
O2—Eu1—O3—C16 | −140.30 (16) | O3—Eu1—C16—O4 | −167.8 (3) |
O6—Eu1—O3—C16 | 80.88 (17) | O5—Eu1—C16—O4 | 85.02 (17) |
C8—Eu1—O3—C16 | −112.87 (16) | O1—Eu1—C16—O4 | −79.08 (17) |
C24—Eu1—O3—C16 | 70.87 (16) | O2—Eu1—C16—O4 | −130.01 (16) |
O7—Eu1—O4—C16 | −178.89 (18) | O6—Eu1—C16—O4 | 71.93 (18) |
O6i—Eu1—O4—C16 | 155.00 (15) | C8—Eu1—C16—O4 | −104.36 (17) |
O2ii—Eu1—O4—C16 | −23.12 (19) | C24—Eu1—C16—O4 | 76.83 (17) |
O3—Eu1—O4—C16 | 6.85 (15) | O7—Eu1—C16—O3 | 168.89 (15) |
O5—Eu1—O4—C16 | −87.40 (17) | O6i—Eu1—C16—O3 | 98.5 (3) |
O1—Eu1—O4—C16 | 96.69 (17) | O2ii—Eu1—C16—O3 | −30.88 (16) |
O2—Eu1—O4—C16 | 54.57 (18) | O5—Eu1—C16—O3 | −107.16 (16) |
O6—Eu1—O4—C16 | −121.58 (16) | O1—Eu1—C16—O3 | 88.74 (15) |
C8—Eu1—O4—C16 | 75.86 (17) | O4—Eu1—C16—O3 | 167.8 (3) |
C24—Eu1—O4—C16 | −105.63 (17) | O2—Eu1—C16—O3 | 37.82 (16) |
O7—Eu1—O5—C24 | −62.35 (15) | O6—Eu1—C16—O3 | −120.25 (15) |
O6i—Eu1—O5—C24 | 11.76 (17) | C8—Eu1—C16—O3 | 63.47 (16) |
O2ii—Eu1—O5—C24 | 92.86 (15) | C24—Eu1—C16—O3 | −115.34 (15) |
O3—Eu1—O5—C24 | 173.37 (16) | O7—Eu1—C16—C15 | −102.7 (9) |
O1—Eu1—O5—C24 | −125.21 (17) | O6i—Eu1—C16—C15 | −173.1 (8) |
O4—Eu1—O5—C24 | −133.86 (16) | O2ii—Eu1—C16—C15 | 57.5 (9) |
O2—Eu1—O5—C24 | 123.63 (15) | O3—Eu1—C16—C15 | 88.4 (9) |
O6—Eu1—O5—C24 | 5.27 (14) | O5—Eu1—C16—C15 | −18.8 (9) |
C16—Eu1—O5—C24 | −161.07 (17) | O1—Eu1—C16—C15 | 177.1 (9) |
C8—Eu1—O5—C24 | 171.41 (18) | O4—Eu1—C16—C15 | −103.8 (9) |
O7—Eu1—O6—C24 | 96.04 (15) | O2—Eu1—C16—C15 | 126.2 (9) |
O6i—Eu1—O6—C24 | −178.94 (18) | O6—Eu1—C16—C15 | −31.9 (9) |
O2ii—Eu1—O6—C24 | −89.14 (14) | C8—Eu1—C16—C15 | 151.8 (9) |
O3—Eu1—O6—C24 | −21.69 (17) | C24—Eu1—C16—C15 | −27.0 (9) |
O5—Eu1—O6—C24 | −5.13 (13) | C21—N3—C17—C18 | 0.1 (7) |
O1—Eu1—O6—C24 | 140.24 (14) | N3—C17—C18—C19 | −1.1 (7) |
O4—Eu1—O6—C24 | 38.15 (15) | C17—C18—C19—C20 | 2.0 (6) |
O2—Eu1—O6—C24 | −136.66 (14) | C18—C19—C20—C21 | −2.0 (5) |
C16—Eu1—O6—C24 | 10.95 (17) | C18—C19—C20—C22 | 178.6 (3) |
C8—Eu1—O6—C24 | −176.03 (15) | C17—N3—C21—C20 | −0.1 (6) |
O7—Eu1—O6—Eu1i | −85.01 (8) | C19—C20—C21—N3 | 1.0 (6) |
O6i—Eu1—O6—Eu1i | 0.0 | C22—C20—C21—N3 | −179.5 (3) |
O2ii—Eu1—O6—Eu1i | 89.80 (7) | C21—C20—C22—C23 | 26.2 (5) |
O3—Eu1—O6—Eu1i | 157.25 (7) | C19—C20—C22—C23 | −154.4 (3) |
O5—Eu1—O6—Eu1i | 173.81 (11) | C20—C22—C23—C24 | 178.6 (3) |
O1—Eu1—O6—Eu1i | −40.82 (12) | Eu1—O5—C24—O6 | −9.5 (2) |
O4—Eu1—O6—Eu1i | −142.91 (7) | Eu1—O5—C24—C23 | 170.6 (2) |
O2—Eu1—O6—Eu1i | 42.28 (11) | Eu1i—O6—C24—O5 | −168.5 (3) |
C16—Eu1—O6—Eu1i | −170.11 (7) | Eu1—O6—C24—O5 | 9.1 (2) |
C8—Eu1—O6—Eu1i | 2.92 (15) | Eu1i—O6—C24—C23 | 11.4 (5) |
C24—Eu1—O6—Eu1i | 178.94 (18) | Eu1—O6—C24—C23 | −171.0 (2) |
C5—N1—C1—C2 | −1.1 (5) | Eu1i—O6—C24—Eu1 | −177.6 (4) |
N1—C1—C2—C3 | 1.7 (5) | C22—C23—C24—O5 | 16.9 (4) |
C1—C2—C3—C4 | −1.4 (6) | C22—C23—C24—O6 | −163.0 (3) |
C2—C3—C4—C5 | 0.6 (5) | O7—Eu1—C24—O5 | 113.73 (16) |
C2—C3—C4—C6 | 177.3 (3) | O6i—Eu1—C24—O5 | −169.68 (15) |
C1—N1—C5—C4 | 0.3 (5) | O2ii—Eu1—C24—O5 | −83.32 (15) |
C3—C4—C5—N1 | −0.1 (5) | O3—Eu1—C24—O5 | −6.97 (17) |
C6—C4—C5—N1 | −176.8 (3) | O1—Eu1—C24—O5 | 110.7 (2) |
C3—C4—C6—C7 | 6.0 (5) | O4—Eu1—C24—O5 | 43.86 (15) |
C5—C4—C6—C7 | −177.5 (3) | O2—Eu1—C24—O5 | −96.29 (18) |
C4—C6—C7—C8 | −175.9 (3) | O6—Eu1—C24—O5 | −170.7 (2) |
Eu1—O1—C8—O2 | −4.5 (3) | C16—Eu1—C24—O5 | 18.43 (16) |
Eu1—O1—C8—C7 | 175.6 (2) | O7—Eu1—C24—O6 | −75.62 (14) |
Eu1ii—O2—C8—O1 | 177.8 (3) | O6i—Eu1—C24—O6 | 0.98 (17) |
Eu1—O2—C8—O1 | 4.3 (2) | O2ii—Eu1—C24—O6 | 87.34 (14) |
Eu1ii—O2—C8—C7 | −2.3 (6) | O3—Eu1—C24—O6 | 163.69 (13) |
Eu1—O2—C8—C7 | −175.7 (2) | O5—Eu1—C24—O6 | 170.7 (2) |
Eu1ii—O2—C8—Eu1 | 173.5 (4) | O1—Eu1—C24—O6 | −78.7 (2) |
C6—C7—C8—O1 | 3.8 (5) | O4—Eu1—C24—O6 | −145.49 (14) |
C6—C7—C8—O2 | −176.2 (3) | O2—Eu1—C24—O6 | 74.36 (19) |
O7—Eu1—C8—O1 | −17.54 (17) | C16—Eu1—C24—O6 | −170.92 (14) |
O6i—Eu1—C8—O1 | −92.23 (16) | | |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O7—H1W···O3iii | 0.82 (2) | 1.95 (2) | 2.765 (3) | 175 (3) |
O7—H2W···N1iv | 0.84 (2) | 1.90 (2) | 2.731 (3) | 170 (4) |
Symmetry codes: (iii) x−1, y, z; (iv) −x+1, −y+2, −z+1. |