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Naphthalenediimides, an attractive class of electron-deficient organic dyes with rich redox and photoredox properties, have been investigated extensively as building blocks for coordination networks or metal–organic frameworks in recent decades. However, most of the available work has focused on d-block metal cations rather than f-block lanthanide ions, whose complexes exhibit a large variability in coordination numbers. In this article, four coordination polymers composed of naphthalenediimides and lanthanide cations, namely catena-poly[[[tris(nitrato-κ2O,O′)lanthanide]-bis{μ-N,N′-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-κ2O:O′}-[tris(nitrato-κ2O,O′)lanthanide]-μ-N,N′-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-κ2O:O′] methanol disolvate], {[Ln(C26H16N4O4)1.5(NO3)3]·CH3OH}n, with Ln = Eu, 1, Gd, 2, Dy, 3, and Er, 4, have been successfully synthesized under hydrothermal conditions. Single-crystal X-ray diffraction analyses revealed that the four compounds are isomorphic and that each asymmetric unit contains one nine-coordinated Ln centre, one and a half diimide ligands, three nitrate anions and one uncoordinated methanol molecule. In addition, each metal centre is surrounded by nine O atoms in a distorted tricapped trigonal–prismatic geometry. Two centres are bridged by two cis ligands to form a ring, which is further bridged by trans ligands to generate one-dimensional chains. Neighbouring chains are stacked via π–π interactions between pyridine rings to give a two-dimensional structure, which is stabilized by π–π interactions between naphthalene rings, forming the final three-dimensional supermolecular network. Solid-state optical diffuse-reflectance spectral studies indicate that compound 4 is a potential wide band gap semiconductor.
Supporting information
CCDC references: 1883662; 1883661; 1883660; 1883659
For all structures, data collection: CrysAlis PRO (Rigaku OD, 2015); cell refinement: CrysAlis PRO (Rigaku OD, 2015); data reduction: CrysAlis PRO (Rigaku OD, 2015). Program(s) used to solve structure: SHELXT (Sheldrick, 2015a) for Eu, Gd, Dy; SHELXS97 (Sheldrick, 2008) for Er. Program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b) for Eu, Gd, Dy; SHELXL97 (Sheldrick, 2008) for Er. For all structures, molecular graphics: OLEX2 (Dolomanov et al., 2009). Software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009) for Eu, Gd, Dy; SHELXL97 (Sheldrick, 2008) for Er.
catena-Poly[[[tris(nitrato-
κ2O,
O')europium(III)]-bis{µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'}-[tris(nitrato-
κ2O,
O')europium(III)]-µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'] methanol disolvate] (Eu)
top
Crystal data top
[Eu(C26H16N4O4)1.5(NO3)3]·CH4O | Z = 2 |
Mr = 1090.67 | F(000) = 1092 |
Triclinic, P1 | Dx = 1.789 Mg m−3 |
a = 9.8247 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.2829 (4) Å | Cell parameters from 18481 reflections |
c = 15.9914 (4) Å | θ = 2.4–29.4° |
α = 109.498 (2)° | µ = 1.65 mm−1 |
β = 103.761 (2)° | T = 173 K |
γ = 106.110 (2)° | Block, yellow |
V = 2024.56 (9) Å3 | 0.15 × 0.13 × 0.11 mm |
Data collection top
Rigaku Enhance (Mo) X-ray Source diffractometer | 7596 reflections with I > 2σ(I) |
Omiga scan | Rint = 0.032 |
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015) | θmax = 26.4°, θmin = 2.8° |
Tmin = 0.797, Tmax = 1.000 | h = −12→11 |
29383 measured reflections | k = −19→19 |
8248 independent reflections | l = −19→19 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.023 | H-atom parameters constrained |
wR(F2) = 0.057 | w = 1/[σ2(Fo2) + (0.029P)2 + 0.570P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.001 |
8248 reflections | Δρmax = 0.64 e Å−3 |
624 parameters | Δρmin = −0.55 e Å−3 |
0 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Eu1 | 0.23304 (2) | 0.17623 (2) | 0.36540 (2) | 0.01755 (4) | |
O1 | 0.99602 (17) | 0.84648 (12) | 0.74558 (10) | 0.0240 (3) | |
O2 | 1.0610 (2) | 0.57604 (15) | 0.92946 (16) | 0.0476 (5) | |
O3 | 0.82530 (18) | 0.78049 (11) | 1.03917 (11) | 0.0255 (3) | |
O4 | 0.12489 (18) | 0.36038 (12) | 0.82417 (13) | 0.0338 (4) | |
O5 | 0.36525 (19) | 0.15321 (11) | 0.72898 (12) | 0.0307 (4) | |
O6 | 0.06151 (18) | 0.07713 (11) | 0.40637 (10) | 0.0239 (3) | |
O7 | −0.36415 (18) | 0.12907 (12) | 0.29828 (11) | 0.0285 (4) | |
O8 | −0.30671 (19) | 0.31525 (12) | 0.13132 (12) | 0.0293 (4) | |
O9 | 0.17730 (17) | 0.30952 (11) | 0.45667 (11) | 0.0246 (3) | |
O10 | 0.38370 (17) | 0.22572 (12) | 0.53458 (11) | 0.0274 (4) | |
O11 | 0.50562 (19) | 0.28887 (12) | 0.45849 (11) | 0.0303 (4) | |
O12 | 0.6311 (2) | 0.29761 (15) | 0.59542 (13) | 0.0424 (5) | |
O13 | 0.31826 (18) | 0.16358 (11) | 0.22915 (11) | 0.0248 (3) | |
O14 | 0.30191 (19) | 0.30595 (12) | 0.29937 (12) | 0.0293 (4) | |
O15 | 0.35490 (19) | 0.27359 (13) | 0.17011 (12) | 0.0309 (4) | |
O16 | 0.37282 (19) | 0.06388 (12) | 0.37038 (12) | 0.0306 (4) | |
O17 | 0.15888 (18) | −0.00257 (11) | 0.25278 (11) | 0.0251 (3) | |
O18 | 0.3045 (2) | −0.08657 (13) | 0.25866 (13) | 0.0394 (4) | |
N1 | 1.04557 (19) | 0.87889 (13) | 0.83965 (12) | 0.0184 (4) | |
N2 | 0.9379 (2) | 0.67891 (14) | 0.97398 (13) | 0.0220 (4) | |
N3 | 0.2454 (2) | 0.25788 (13) | 0.77498 (13) | 0.0220 (4) | |
N4 | −0.0024 (2) | 0.10166 (13) | 0.47121 (13) | 0.0203 (4) | |
N5 | −0.3514 (2) | 0.22176 (14) | 0.21306 (14) | 0.0222 (4) | |
N6 | 0.1046 (2) | 0.35926 (14) | 0.42156 (13) | 0.0230 (4) | |
N7 | 0.3266 (2) | 0.24910 (14) | 0.23121 (13) | 0.0221 (4) | |
N8 | 0.5110 (2) | 0.27178 (14) | 0.53234 (14) | 0.0270 (4) | |
N9 | 0.2801 (2) | −0.01049 (14) | 0.29337 (14) | 0.0252 (4) | |
C1 | 1.1122 (2) | 0.97884 (16) | 0.89547 (16) | 0.0196 (4) | |
H1 | 1.1201 | 1.0252 | 0.8677 | 0.023* | |
C2 | 1.1687 (2) | 1.01338 (17) | 0.99281 (16) | 0.0221 (5) | |
H2 | 1.2165 | 1.0838 | 1.0325 | 0.026* | |
C3 | 1.1557 (2) | 0.94517 (16) | 1.03318 (15) | 0.0208 (5) | |
H3 | 1.1940 | 0.9689 | 1.1005 | 0.025* | |
C4 | 1.0867 (2) | 0.84240 (16) | 0.97508 (15) | 0.0196 (4) | |
C5 | 1.0325 (2) | 0.81071 (16) | 0.87765 (15) | 0.0196 (4) | |
H5 | 0.9855 | 0.7406 | 0.8366 | 0.023* | |
C6 | 1.0820 (3) | 0.76817 (18) | 1.01879 (17) | 0.0279 (5) | |
H6A | 1.1661 | 0.7454 | 1.0144 | 0.033* | |
H6B | 1.1001 | 0.8034 | 1.0872 | 0.033* | |
C7 | 0.9423 (3) | 0.58344 (18) | 0.93153 (17) | 0.0272 (5) | |
C8 | 0.7970 (2) | 0.49520 (17) | 0.89054 (16) | 0.0220 (5) | |
C9 | 0.7899 (3) | 0.39900 (18) | 0.84329 (17) | 0.0280 (5) | |
H9 | 0.8792 | 0.3895 | 0.8372 | 0.034* | |
C10 | 0.6520 (3) | 0.31566 (17) | 0.80437 (17) | 0.0267 (5) | |
H10 | 0.6488 | 0.2499 | 0.7727 | 0.032* | |
C11 | 0.5211 (3) | 0.32785 (16) | 0.81139 (15) | 0.0206 (5) | |
C12 | 0.3749 (3) | 0.23915 (16) | 0.76836 (15) | 0.0229 (5) | |
C13 | 0.8118 (2) | 0.69581 (16) | 0.99117 (15) | 0.0189 (4) | |
C14 | 0.6679 (2) | 0.60659 (15) | 0.94800 (14) | 0.0168 (4) | |
C15 | 0.5364 (2) | 0.61852 (16) | 0.95508 (15) | 0.0188 (4) | |
H15 | 0.5402 | 0.6840 | 0.9887 | 0.023* | |
C16 | 0.3968 (2) | 0.53516 (16) | 0.91321 (15) | 0.0190 (4) | |
H16 | 0.3069 | 0.5445 | 0.9179 | 0.023* | |
C17 | 0.3908 (2) | 0.44030 (16) | 0.86557 (15) | 0.0180 (4) | |
C18 | 0.2434 (3) | 0.35281 (16) | 0.82058 (16) | 0.0224 (5) | |
C19 | 0.6637 (2) | 0.50944 (16) | 0.89910 (15) | 0.0179 (4) | |
C20 | 0.5243 (2) | 0.42534 (15) | 0.85853 (14) | 0.0175 (4) | |
C21 | −0.1467 (3) | 0.09464 (17) | 0.44159 (17) | 0.0269 (5) | |
H21 | −0.2013 | 0.0732 | 0.3759 | 0.032* | |
C22 | −0.2142 (3) | 0.1186 (2) | 0.50675 (19) | 0.0350 (6) | |
H22 | −0.3154 | 0.1152 | 0.4866 | 0.042* | |
C23 | −0.1350 (3) | 0.14790 (18) | 0.60231 (18) | 0.0300 (5) | |
H23 | −0.1806 | 0.1663 | 0.6480 | 0.036* | |
C24 | 0.0114 (3) | 0.15015 (16) | 0.63061 (16) | 0.0224 (5) | |
C25 | 0.0765 (2) | 0.12768 (15) | 0.56287 (15) | 0.0204 (5) | |
H25 | 0.1776 | 0.1306 | 0.5811 | 0.024* | |
C26 | 0.0984 (3) | 0.17107 (16) | 0.73155 (16) | 0.0252 (5) | |
H26A | 0.0358 | 0.1843 | 0.7707 | 0.030* | |
H26B | 0.1168 | 0.1106 | 0.7315 | 0.030* | |
C27 | 0.1847 (3) | 0.44786 (19) | 0.42465 (19) | 0.0342 (6) | |
H27 | 0.2927 | 0.4756 | 0.4521 | 0.041* | |
C28 | 0.1103 (3) | 0.4983 (2) | 0.3881 (2) | 0.0429 (7) | |
H28 | 0.1670 | 0.5613 | 0.3909 | 0.052* | |
C29 | −0.0482 (3) | 0.45749 (19) | 0.3469 (2) | 0.0380 (6) | |
H29 | −0.1003 | 0.4915 | 0.3204 | 0.046* | |
C30 | −0.1280 (3) | 0.36611 (17) | 0.34537 (16) | 0.0258 (5) | |
C31 | −0.0485 (3) | 0.31901 (16) | 0.38454 (15) | 0.0228 (5) | |
H31 | −0.1024 | 0.2574 | 0.3854 | 0.027* | |
C32 | −0.2995 (3) | 0.31546 (18) | 0.30058 (17) | 0.0268 (5) | |
H32A | −0.3401 | 0.2994 | 0.3471 | 0.032* | |
H32B | −0.3408 | 0.3626 | 0.2849 | 0.032* | |
C33 | −0.3856 (2) | 0.13046 (17) | 0.22113 (16) | 0.0223 (5) | |
C34 | −0.4467 (2) | 0.03778 (16) | 0.13106 (16) | 0.0200 (4) | |
C35 | −0.4694 (2) | 0.04442 (16) | 0.04290 (16) | 0.0192 (4) | |
C36 | −0.4304 (2) | 0.13889 (16) | 0.03896 (16) | 0.0205 (5) | |
C37 | −0.3587 (2) | 0.23226 (17) | 0.12893 (17) | 0.0228 (5) | |
C38 | −0.4829 (2) | −0.05518 (17) | 0.13293 (16) | 0.0224 (5) | |
H38 | −0.4661 | −0.0595 | 0.1922 | 0.027* | |
C39 | −0.4561 (2) | 0.14298 (17) | −0.04837 (16) | 0.0220 (5) | |
H39 | −0.4318 | 0.2066 | −0.0507 | 0.026* | |
O19 | 0.2938 (2) | 0.41874 (16) | 0.65577 (13) | 0.0478 (5) | |
H19 | 0.2483 | 0.3763 | 0.5986 | 0.072* | |
C40 | 0.4438 (3) | 0.4749 (2) | 0.66977 (19) | 0.0414 (7) | |
H40A | 0.4434 | 0.4976 | 0.6192 | 0.062* | |
H40B | 0.5032 | 0.4327 | 0.6681 | 0.062* | |
H40C | 0.4897 | 0.5336 | 0.7318 | 0.062* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Eu1 | 0.01790 (7) | 0.01794 (6) | 0.01594 (6) | 0.00514 (5) | 0.00674 (5) | 0.00737 (5) |
O1 | 0.0259 (8) | 0.0304 (8) | 0.0158 (7) | 0.0112 (7) | 0.0072 (7) | 0.0101 (7) |
O2 | 0.0216 (9) | 0.0462 (11) | 0.0725 (15) | 0.0136 (9) | 0.0221 (10) | 0.0188 (11) |
O3 | 0.0257 (9) | 0.0195 (8) | 0.0241 (8) | 0.0025 (7) | 0.0069 (7) | 0.0077 (7) |
O4 | 0.0205 (9) | 0.0269 (9) | 0.0450 (11) | 0.0037 (7) | 0.0139 (8) | 0.0084 (8) |
O5 | 0.0382 (10) | 0.0182 (8) | 0.0299 (9) | 0.0111 (7) | 0.0054 (8) | 0.0084 (7) |
O6 | 0.0282 (9) | 0.0222 (8) | 0.0192 (8) | 0.0051 (7) | 0.0123 (7) | 0.0079 (6) |
O7 | 0.0278 (9) | 0.0354 (9) | 0.0273 (9) | 0.0138 (8) | 0.0098 (7) | 0.0180 (7) |
O8 | 0.0297 (9) | 0.0244 (9) | 0.0371 (10) | 0.0102 (7) | 0.0094 (8) | 0.0192 (7) |
O9 | 0.0250 (8) | 0.0258 (8) | 0.0200 (8) | 0.0131 (7) | 0.0038 (7) | 0.0070 (7) |
O10 | 0.0212 (8) | 0.0312 (9) | 0.0230 (8) | 0.0028 (7) | 0.0068 (7) | 0.0108 (7) |
O11 | 0.0277 (9) | 0.0319 (9) | 0.0258 (9) | 0.0033 (7) | 0.0091 (7) | 0.0134 (7) |
O12 | 0.0224 (9) | 0.0507 (12) | 0.0371 (11) | 0.0041 (8) | −0.0030 (8) | 0.0171 (9) |
O13 | 0.0309 (9) | 0.0233 (8) | 0.0261 (8) | 0.0111 (7) | 0.0147 (7) | 0.0141 (7) |
O14 | 0.0368 (10) | 0.0251 (8) | 0.0318 (9) | 0.0123 (7) | 0.0192 (8) | 0.0141 (7) |
O15 | 0.0307 (9) | 0.0373 (10) | 0.0281 (9) | 0.0070 (8) | 0.0123 (8) | 0.0219 (8) |
O16 | 0.0292 (9) | 0.0304 (9) | 0.0294 (9) | 0.0124 (8) | 0.0069 (8) | 0.0116 (8) |
O17 | 0.0263 (9) | 0.0232 (8) | 0.0239 (8) | 0.0076 (7) | 0.0102 (7) | 0.0092 (7) |
O18 | 0.0568 (12) | 0.0312 (10) | 0.0463 (11) | 0.0279 (9) | 0.0312 (10) | 0.0178 (9) |
N1 | 0.0141 (9) | 0.0244 (9) | 0.0171 (9) | 0.0078 (8) | 0.0064 (7) | 0.0088 (8) |
N2 | 0.0153 (9) | 0.0265 (10) | 0.0226 (10) | 0.0035 (8) | 0.0049 (8) | 0.0138 (8) |
N3 | 0.0240 (10) | 0.0179 (9) | 0.0203 (9) | 0.0028 (8) | 0.0076 (8) | 0.0085 (8) |
N4 | 0.0232 (10) | 0.0181 (9) | 0.0205 (9) | 0.0051 (8) | 0.0100 (8) | 0.0102 (8) |
N5 | 0.0190 (9) | 0.0239 (10) | 0.0267 (10) | 0.0098 (8) | 0.0083 (8) | 0.0133 (8) |
N6 | 0.0228 (10) | 0.0221 (10) | 0.0206 (9) | 0.0092 (8) | 0.0064 (8) | 0.0058 (8) |
N7 | 0.0149 (9) | 0.0272 (10) | 0.0224 (10) | 0.0046 (8) | 0.0049 (8) | 0.0130 (8) |
N8 | 0.0233 (11) | 0.0244 (10) | 0.0243 (10) | 0.0043 (8) | 0.0041 (9) | 0.0073 (8) |
N9 | 0.0340 (11) | 0.0243 (10) | 0.0260 (10) | 0.0118 (9) | 0.0188 (9) | 0.0146 (9) |
C1 | 0.0145 (10) | 0.0208 (11) | 0.0266 (12) | 0.0083 (9) | 0.0091 (9) | 0.0115 (9) |
C2 | 0.0139 (10) | 0.0234 (11) | 0.0250 (12) | 0.0070 (9) | 0.0074 (9) | 0.0058 (9) |
C3 | 0.0136 (10) | 0.0279 (12) | 0.0187 (11) | 0.0076 (9) | 0.0068 (9) | 0.0072 (9) |
C4 | 0.0093 (10) | 0.0279 (12) | 0.0228 (11) | 0.0062 (9) | 0.0058 (9) | 0.0130 (9) |
C5 | 0.0149 (10) | 0.0186 (10) | 0.0220 (11) | 0.0045 (9) | 0.0055 (9) | 0.0077 (9) |
C6 | 0.0165 (11) | 0.0340 (13) | 0.0298 (13) | 0.0022 (10) | 0.0028 (10) | 0.0199 (11) |
C7 | 0.0226 (12) | 0.0339 (13) | 0.0304 (13) | 0.0125 (10) | 0.0123 (10) | 0.0166 (11) |
C8 | 0.0207 (11) | 0.0286 (12) | 0.0226 (11) | 0.0118 (10) | 0.0098 (10) | 0.0147 (10) |
C9 | 0.0282 (13) | 0.0346 (13) | 0.0301 (13) | 0.0198 (11) | 0.0146 (11) | 0.0151 (11) |
C10 | 0.0335 (13) | 0.0239 (12) | 0.0267 (12) | 0.0166 (11) | 0.0115 (11) | 0.0107 (10) |
C11 | 0.0251 (12) | 0.0213 (11) | 0.0171 (10) | 0.0095 (9) | 0.0065 (9) | 0.0106 (9) |
C12 | 0.0314 (13) | 0.0199 (11) | 0.0181 (11) | 0.0092 (10) | 0.0067 (10) | 0.0112 (9) |
C13 | 0.0193 (11) | 0.0241 (12) | 0.0162 (10) | 0.0067 (9) | 0.0061 (9) | 0.0137 (9) |
C14 | 0.0192 (11) | 0.0190 (10) | 0.0135 (10) | 0.0063 (9) | 0.0059 (9) | 0.0096 (8) |
C15 | 0.0218 (11) | 0.0172 (10) | 0.0193 (11) | 0.0081 (9) | 0.0072 (9) | 0.0098 (9) |
C16 | 0.0188 (11) | 0.0211 (11) | 0.0210 (11) | 0.0086 (9) | 0.0089 (9) | 0.0116 (9) |
C17 | 0.0177 (11) | 0.0200 (11) | 0.0180 (10) | 0.0059 (9) | 0.0063 (9) | 0.0115 (9) |
C18 | 0.0249 (12) | 0.0223 (11) | 0.0204 (11) | 0.0080 (10) | 0.0086 (10) | 0.0102 (9) |
C19 | 0.0199 (11) | 0.0223 (11) | 0.0161 (10) | 0.0092 (9) | 0.0076 (9) | 0.0119 (9) |
C20 | 0.0216 (11) | 0.0194 (10) | 0.0146 (10) | 0.0087 (9) | 0.0073 (9) | 0.0098 (8) |
C21 | 0.0255 (13) | 0.0278 (12) | 0.0265 (12) | 0.0092 (10) | 0.0057 (10) | 0.0141 (10) |
C22 | 0.0274 (13) | 0.0442 (15) | 0.0431 (16) | 0.0186 (12) | 0.0154 (12) | 0.0245 (13) |
C23 | 0.0330 (14) | 0.0310 (13) | 0.0357 (14) | 0.0152 (11) | 0.0214 (12) | 0.0171 (11) |
C24 | 0.0263 (12) | 0.0158 (10) | 0.0231 (11) | 0.0027 (9) | 0.0103 (10) | 0.0098 (9) |
C25 | 0.0182 (11) | 0.0183 (11) | 0.0210 (11) | 0.0028 (9) | 0.0037 (9) | 0.0103 (9) |
C26 | 0.0284 (12) | 0.0187 (11) | 0.0209 (11) | −0.0013 (9) | 0.0095 (10) | 0.0079 (9) |
C27 | 0.0247 (13) | 0.0279 (13) | 0.0424 (15) | 0.0050 (11) | 0.0085 (12) | 0.0131 (11) |
C28 | 0.0333 (15) | 0.0304 (14) | 0.0612 (19) | 0.0060 (12) | 0.0112 (14) | 0.0246 (14) |
C29 | 0.0340 (15) | 0.0305 (14) | 0.0507 (17) | 0.0134 (12) | 0.0103 (13) | 0.0215 (13) |
C30 | 0.0253 (12) | 0.0266 (12) | 0.0254 (12) | 0.0124 (10) | 0.0094 (10) | 0.0090 (10) |
C31 | 0.0219 (12) | 0.0204 (11) | 0.0214 (11) | 0.0059 (9) | 0.0074 (10) | 0.0058 (9) |
C32 | 0.0233 (12) | 0.0302 (12) | 0.0291 (13) | 0.0135 (10) | 0.0091 (10) | 0.0130 (10) |
C33 | 0.0133 (10) | 0.0305 (12) | 0.0309 (13) | 0.0117 (9) | 0.0094 (10) | 0.0186 (10) |
C34 | 0.0127 (10) | 0.0276 (12) | 0.0264 (11) | 0.0111 (9) | 0.0082 (9) | 0.0157 (10) |
C35 | 0.0116 (10) | 0.0266 (11) | 0.0286 (12) | 0.0102 (9) | 0.0097 (9) | 0.0184 (9) |
C36 | 0.0142 (10) | 0.0263 (11) | 0.0312 (12) | 0.0117 (9) | 0.0115 (10) | 0.0186 (10) |
C37 | 0.0150 (11) | 0.0285 (12) | 0.0333 (13) | 0.0128 (10) | 0.0098 (10) | 0.0186 (10) |
C38 | 0.0180 (11) | 0.0323 (12) | 0.0288 (12) | 0.0143 (10) | 0.0114 (10) | 0.0213 (10) |
C39 | 0.0190 (11) | 0.0249 (11) | 0.0339 (13) | 0.0123 (9) | 0.0129 (10) | 0.0208 (10) |
O19 | 0.0452 (12) | 0.0561 (13) | 0.0268 (10) | 0.0161 (10) | 0.0092 (9) | 0.0057 (9) |
C40 | 0.0515 (18) | 0.0320 (14) | 0.0281 (14) | 0.0104 (13) | 0.0061 (13) | 0.0093 (11) |
Geometric parameters (Å, º) top
Eu1—O1i | 2.3644 (15) | C7—C8 | 1.477 (3) |
Eu1—O6 | 2.3094 (15) | C8—C9 | 1.383 (3) |
Eu1—O9 | 2.3653 (15) | C8—C19 | 1.416 (3) |
Eu1—O10 | 2.4879 (16) | C9—H9 | 0.9500 |
Eu1—O11 | 2.4871 (16) | C9—C10 | 1.399 (3) |
Eu1—O13 | 2.4825 (15) | C10—H10 | 0.9500 |
Eu1—O14 | 2.5488 (16) | C10—C11 | 1.374 (3) |
Eu1—O16 | 2.4877 (16) | C11—C12 | 1.484 (3) |
Eu1—O17 | 2.4953 (15) | C11—C20 | 1.415 (3) |
Eu1—N7 | 2.9422 (18) | C13—C14 | 1.474 (3) |
Eu1—N8 | 2.9038 (19) | C14—C15 | 1.379 (3) |
Eu1—N9 | 2.9112 (19) | C14—C19 | 1.412 (3) |
O1—Eu1i | 2.3644 (15) | C15—H15 | 0.9500 |
O1—N1 | 1.329 (2) | C15—C16 | 1.406 (3) |
O2—C7 | 1.210 (3) | C16—H16 | 0.9500 |
O3—C13 | 1.214 (3) | C16—C17 | 1.371 (3) |
O4—C18 | 1.214 (3) | C17—C18 | 1.480 (3) |
O5—C12 | 1.217 (3) | C17—C20 | 1.416 (3) |
O6—N4 | 1.338 (2) | C19—C20 | 1.412 (3) |
O7—C33 | 1.210 (3) | C21—H21 | 0.9500 |
O8—C37 | 1.212 (3) | C21—C22 | 1.367 (4) |
O9—N6 | 1.341 (2) | C22—H22 | 0.9500 |
O10—N8 | 1.269 (2) | C22—C23 | 1.388 (4) |
O11—N8 | 1.284 (3) | C23—H23 | 0.9500 |
O12—N8 | 1.215 (3) | C23—C24 | 1.388 (3) |
O13—N7 | 1.275 (2) | C24—C25 | 1.380 (3) |
O14—N7 | 1.270 (2) | C24—C26 | 1.512 (3) |
O15—N7 | 1.220 (2) | C25—H25 | 0.9500 |
O16—N9 | 1.263 (2) | C26—H26A | 0.9900 |
O17—N9 | 1.272 (2) | C26—H26B | 0.9900 |
O18—N9 | 1.227 (2) | C27—H27 | 0.9500 |
N1—C1 | 1.347 (3) | C27—C28 | 1.371 (4) |
N1—C5 | 1.363 (3) | C28—H28 | 0.9500 |
N2—C6 | 1.474 (3) | C28—C29 | 1.395 (4) |
N2—C7 | 1.407 (3) | C29—H29 | 0.9500 |
N2—C13 | 1.403 (3) | C29—C30 | 1.388 (3) |
N3—C12 | 1.399 (3) | C30—C31 | 1.379 (3) |
N3—C18 | 1.398 (3) | C30—C32 | 1.511 (3) |
N3—C26 | 1.474 (3) | C31—H31 | 0.9500 |
N4—C21 | 1.345 (3) | C32—H32A | 0.9900 |
N4—C25 | 1.344 (3) | C32—H32B | 0.9900 |
N5—C32 | 1.479 (3) | C33—C34 | 1.482 (3) |
N5—C33 | 1.399 (3) | C34—C35 | 1.416 (3) |
N5—C37 | 1.395 (3) | C34—C38 | 1.378 (3) |
N6—C27 | 1.342 (3) | C35—C35ii | 1.414 (4) |
N6—C31 | 1.345 (3) | C35—C36 | 1.414 (3) |
C1—H1 | 0.9500 | C36—C37 | 1.481 (3) |
C1—C2 | 1.374 (3) | C36—C39 | 1.385 (3) |
C2—H2 | 0.9500 | C38—H38 | 0.9500 |
C2—C3 | 1.391 (3) | C38—C39ii | 1.395 (3) |
C3—H3 | 0.9500 | C39—C38ii | 1.395 (3) |
C3—C4 | 1.387 (3) | C39—H39 | 0.9500 |
C4—C5 | 1.380 (3) | O19—H19 | 0.8400 |
C4—C6 | 1.514 (3) | O19—C40 | 1.405 (3) |
C5—H5 | 0.9500 | C40—H40A | 0.9800 |
C6—H6A | 0.9900 | C40—H40B | 0.9800 |
C6—H6B | 0.9900 | C40—H40C | 0.9800 |
| | | |
O1i—Eu1—O9 | 78.86 (5) | C5—C4—C6 | 121.6 (2) |
O1i—Eu1—O10 | 147.22 (5) | N1—C5—C4 | 120.67 (19) |
O1i—Eu1—O11 | 144.94 (6) | N1—C5—H5 | 119.7 |
O1i—Eu1—O13 | 81.87 (5) | C4—C5—H5 | 119.7 |
O1i—Eu1—O14 | 73.23 (5) | N2—C6—C4 | 114.45 (18) |
O1i—Eu1—O16 | 132.34 (5) | N2—C6—H6A | 108.6 |
O1i—Eu1—O17 | 81.14 (5) | N2—C6—H6B | 108.6 |
O1i—Eu1—N7 | 75.11 (5) | C4—C6—H6A | 108.6 |
O1i—Eu1—N8 | 160.18 (5) | C4—C6—H6B | 108.6 |
O1i—Eu1—N9 | 106.79 (6) | H6A—C6—H6B | 107.6 |
O6—Eu1—O1i | 80.88 (5) | O2—C7—N2 | 120.3 (2) |
O6—Eu1—O9 | 84.97 (5) | O2—C7—C8 | 122.8 (2) |
O6—Eu1—O10 | 78.31 (5) | N2—C7—C8 | 116.93 (19) |
O6—Eu1—O11 | 129.57 (5) | C9—C8—C7 | 120.6 (2) |
O6—Eu1—O13 | 139.31 (5) | C9—C8—C19 | 119.8 (2) |
O6—Eu1—O14 | 150.42 (6) | C19—C8—C7 | 119.6 (2) |
O6—Eu1—O16 | 86.55 (6) | C8—C9—H9 | 119.8 |
O6—Eu1—O17 | 73.04 (5) | C8—C9—C10 | 120.4 (2) |
O6—Eu1—N7 | 153.23 (5) | C10—C9—H9 | 119.8 |
O6—Eu1—N8 | 103.45 (5) | C9—C10—H10 | 119.6 |
O6—Eu1—N9 | 80.10 (5) | C11—C10—C9 | 120.7 (2) |
O9—Eu1—O10 | 74.35 (5) | C11—C10—H10 | 119.6 |
O9—Eu1—O11 | 86.35 (5) | C10—C11—C12 | 120.3 (2) |
O9—Eu1—O13 | 127.00 (5) | C10—C11—C20 | 120.2 (2) |
O9—Eu1—O14 | 76.32 (5) | C20—C11—C12 | 119.43 (19) |
O9—Eu1—O16 | 145.60 (5) | O5—C12—N3 | 120.3 (2) |
O9—Eu1—O17 | 152.29 (5) | O5—C12—C11 | 122.6 (2) |
O9—Eu1—N7 | 101.60 (5) | N3—C12—C11 | 117.06 (19) |
O9—Eu1—N8 | 82.24 (5) | O3—C13—N2 | 119.90 (19) |
O9—Eu1—N9 | 162.86 (5) | O3—C13—C14 | 123.81 (19) |
O10—Eu1—O14 | 117.21 (5) | N2—C13—C14 | 116.29 (19) |
O10—Eu1—O17 | 115.96 (5) | C15—C14—C13 | 119.55 (19) |
O10—Eu1—N7 | 128.45 (5) | C15—C14—C19 | 119.95 (19) |
O10—Eu1—N8 | 25.77 (5) | C19—C14—C13 | 120.50 (19) |
O10—Eu1—N9 | 94.28 (5) | C14—C15—H15 | 119.5 |
O11—Eu1—O10 | 51.57 (5) | C14—C15—C16 | 120.9 (2) |
O11—Eu1—O14 | 72.45 (5) | C16—C15—H15 | 119.5 |
O11—Eu1—O16 | 73.76 (6) | C15—C16—H16 | 120.1 |
O11—Eu1—O17 | 120.61 (5) | C17—C16—C15 | 119.86 (19) |
O11—Eu1—N7 | 77.05 (5) | C17—C16—H16 | 120.1 |
O11—Eu1—N8 | 26.13 (5) | C16—C17—C18 | 119.74 (19) |
O11—Eu1—N9 | 96.66 (6) | C16—C17—C20 | 120.57 (19) |
O13—Eu1—O10 | 129.70 (5) | C20—C17—C18 | 119.69 (19) |
O13—Eu1—O11 | 82.09 (5) | O4—C18—N3 | 120.0 (2) |
O13—Eu1—O14 | 50.85 (5) | O4—C18—C17 | 123.0 (2) |
O13—Eu1—O16 | 78.48 (5) | N3—C18—C17 | 116.98 (19) |
O13—Eu1—O17 | 68.05 (5) | C14—C19—C8 | 121.1 (2) |
O13—Eu1—N7 | 25.43 (5) | C20—C19—C8 | 119.66 (19) |
O13—Eu1—N8 | 105.18 (5) | C20—C19—C14 | 119.29 (19) |
O13—Eu1—N9 | 70.13 (5) | C11—C20—C17 | 121.46 (19) |
O14—Eu1—N7 | 25.47 (5) | C19—C20—C11 | 119.16 (19) |
O14—Eu1—N8 | 96.58 (5) | C19—C20—C17 | 119.38 (19) |
O14—Eu1—N9 | 120.70 (5) | N4—C21—H21 | 120.3 |
O16—Eu1—O10 | 71.29 (5) | N4—C21—C22 | 119.5 (2) |
O16—Eu1—O14 | 121.55 (5) | C22—C21—H21 | 120.3 |
O16—Eu1—O17 | 51.26 (5) | C21—C22—H22 | 120.0 |
O16—Eu1—N7 | 100.89 (5) | C21—C22—C23 | 120.0 (2) |
O16—Eu1—N8 | 67.48 (5) | C23—C22—H22 | 120.0 |
O16—Eu1—N9 | 25.55 (5) | C22—C23—H23 | 120.2 |
O17—Eu1—O14 | 115.71 (5) | C22—C23—C24 | 119.5 (2) |
O17—Eu1—N7 | 91.50 (5) | C24—C23—H23 | 120.2 |
O17—Eu1—N8 | 118.68 (5) | C23—C24—C26 | 122.4 (2) |
O17—Eu1—N9 | 25.78 (5) | C25—C24—C23 | 118.5 (2) |
N8—Eu1—N7 | 103.15 (5) | C25—C24—C26 | 119.0 (2) |
N8—Eu1—N9 | 93.02 (6) | N4—C25—C24 | 120.4 (2) |
N9—Eu1—N7 | 95.52 (5) | N4—C25—H25 | 119.8 |
N1—O1—Eu1i | 132.01 (12) | C24—C25—H25 | 119.8 |
N4—O6—Eu1 | 131.22 (12) | N3—C26—C24 | 112.48 (18) |
N6—O9—Eu1 | 125.14 (12) | N3—C26—H26A | 109.1 |
N8—O10—Eu1 | 95.75 (12) | N3—C26—H26B | 109.1 |
N8—O11—Eu1 | 95.36 (12) | C24—C26—H26A | 109.1 |
N7—O13—Eu1 | 97.88 (12) | C24—C26—H26B | 109.1 |
N7—O14—Eu1 | 94.86 (12) | H26A—C26—H26B | 107.8 |
N9—O16—Eu1 | 96.31 (12) | N6—C27—H27 | 120.1 |
N9—O17—Eu1 | 95.69 (12) | N6—C27—C28 | 119.8 (2) |
O1—N1—C1 | 119.06 (18) | C28—C27—H27 | 120.1 |
O1—N1—C5 | 119.52 (17) | C27—C28—H28 | 119.8 |
C1—N1—C5 | 121.39 (18) | C27—C28—C29 | 120.4 (2) |
C7—N2—C6 | 118.20 (18) | C29—C28—H28 | 119.8 |
C13—N2—C6 | 115.96 (19) | C28—C29—H29 | 120.8 |
C13—N2—C7 | 124.99 (18) | C30—C29—C28 | 118.5 (2) |
C12—N3—C26 | 118.05 (18) | C30—C29—H29 | 120.8 |
C18—N3—C12 | 125.35 (18) | C29—C30—C32 | 122.1 (2) |
C18—N3—C26 | 116.60 (18) | C31—C30—C29 | 119.1 (2) |
O6—N4—C21 | 118.66 (18) | C31—C30—C32 | 118.8 (2) |
O6—N4—C25 | 119.22 (18) | N6—C31—C30 | 120.8 (2) |
C25—N4—C21 | 122.04 (19) | N6—C31—H31 | 119.6 |
C33—N5—C32 | 118.00 (19) | C30—C31—H31 | 119.6 |
C37—N5—C32 | 116.77 (18) | N5—C32—C30 | 112.02 (18) |
C37—N5—C33 | 125.21 (19) | N5—C32—H32A | 109.2 |
O9—N6—C27 | 119.87 (19) | N5—C32—H32B | 109.2 |
O9—N6—C31 | 118.75 (18) | C30—C32—H32A | 109.2 |
C27—N6—C31 | 121.4 (2) | C30—C32—H32B | 109.2 |
O13—N7—Eu1 | 56.70 (10) | H32A—C32—H32B | 107.9 |
O14—N7—Eu1 | 59.68 (10) | O7—C33—N5 | 120.8 (2) |
O14—N7—O13 | 116.21 (17) | O7—C33—C34 | 122.9 (2) |
O15—N7—Eu1 | 174.94 (14) | N5—C33—C34 | 116.38 (19) |
O15—N7—O13 | 121.36 (19) | C35—C34—C33 | 120.16 (19) |
O15—N7—O14 | 122.42 (19) | C38—C34—C33 | 120.0 (2) |
O10—N8—Eu1 | 58.48 (10) | C38—C34—C35 | 119.9 (2) |
O10—N8—O11 | 115.88 (18) | C35ii—C35—C34 | 119.9 (2) |
O11—N8—Eu1 | 58.51 (10) | C35ii—C35—C36 | 119.0 (2) |
O12—N8—Eu1 | 169.35 (16) | C36—C35—C34 | 121.1 (2) |
O12—N8—O10 | 122.5 (2) | C35—C36—C37 | 119.2 (2) |
O12—N8—O11 | 121.6 (2) | C39—C36—C35 | 119.8 (2) |
O16—N9—Eu1 | 58.14 (10) | C39—C36—C37 | 121.0 (2) |
O16—N9—O17 | 116.44 (18) | O8—C37—N5 | 120.2 (2) |
O17—N9—Eu1 | 58.53 (10) | O8—C37—C36 | 122.6 (2) |
O18—N9—Eu1 | 175.15 (14) | N5—C37—C36 | 117.28 (19) |
O18—N9—O16 | 122.4 (2) | C34—C38—H38 | 119.8 |
O18—N9—O17 | 121.2 (2) | C34—C38—C39ii | 120.4 (2) |
N1—C1—H1 | 120.2 | C39ii—C38—H38 | 119.8 |
N1—C1—C2 | 119.7 (2) | C36—C39—C38ii | 121.0 (2) |
C2—C1—H1 | 120.2 | C36—C39—H39 | 119.5 |
C1—C2—H2 | 120.0 | C38ii—C39—H39 | 119.5 |
C1—C2—C3 | 119.9 (2) | C40—O19—H19 | 109.5 |
C3—C2—H2 | 120.0 | O19—C40—H40A | 109.5 |
C2—C3—H3 | 120.0 | O19—C40—H40B | 109.5 |
C4—C3—C2 | 120.0 (2) | O19—C40—H40C | 109.5 |
C4—C3—H3 | 120.0 | H40A—C40—H40B | 109.5 |
C3—C4—C6 | 119.9 (2) | H40A—C40—H40C | 109.5 |
C5—C4—C3 | 118.4 (2) | H40B—C40—H40C | 109.5 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x−1, −y, −z. |
catena-poly[[[tris(nitrato-
κ2O,
O')gadolinium(III)]-bis{µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'}-[tris(nitrato-
κ2O,
O')gadolinium(III)]-µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'] methanol disolvate] (Gd)
top
Crystal data top
[Gd(C26H16N4O4)1.5(NO3)3]·CH4O | Z = 2 |
Mr = 1095.96 | F(000) = 1094 |
Triclinic, P1 | Dx = 1.787 Mg m−3 |
a = 9.8335 (6) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.3314 (9) Å | Cell parameters from 10074 reflections |
c = 16.0227 (13) Å | θ = 2.4–30.7° |
α = 109.641 (6)° | µ = 1.73 mm−1 |
β = 103.642 (6)° | T = 173 K |
γ = 106.064 (5)° | Block, yellow |
V = 2036.8 (3) Å3 | 0.2 × 0.18 × 0.15 mm |
Data collection top
Multiwire proportional diffractometer | 5945 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.081 |
phi and ω scans | θmax = 25.0°, θmin = 2.5° |
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015) | h = −11→11 |
Tmin = 0.292, Tmax = 1.000 | k = −18→14 |
14631 measured reflections | l = −18→18 |
6910 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.041 | H-atom parameters constrained |
wR(F2) = 0.085 | w = 1/[σ2(Fo2)] where P = (Fo2 + 2Fc2)/3 |
S = 0.90 | (Δ/σ)max < 0.001 |
6910 reflections | Δρmax = 1.36 e Å−3 |
624 parameters | Δρmin = −2.19 e Å−3 |
0 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Gd1 | 0.23239 (2) | 0.17600 (2) | 0.36473 (2) | 0.01846 (8) | |
O1 | 0.1770 (3) | 0.3085 (2) | 0.45580 (18) | 0.0265 (7) | |
O2 | −0.3064 (3) | 0.3151 (2) | 0.1306 (2) | 0.0321 (7) | |
O3 | −0.3643 (3) | 0.1289 (2) | 0.2983 (2) | 0.0307 (7) | |
O4 | 0.0622 (3) | 0.0771 (2) | 0.40593 (18) | 0.0253 (7) | |
O5 | 0.3655 (3) | 0.1529 (2) | 0.7282 (2) | 0.0322 (7) | |
O6 | 0.1248 (3) | 0.3601 (2) | 0.8236 (2) | 0.0369 (8) | |
O7 | 1.0606 (3) | 0.5753 (3) | 0.9290 (3) | 0.0503 (10) | |
O8 | 0.8246 (3) | 0.7801 (2) | 1.03881 (19) | 0.0273 (7) | |
O9 | 0.9962 (3) | 0.8466 (2) | 0.74533 (18) | 0.0246 (7) | |
O11 | 0.3821 (3) | 0.2249 (2) | 0.53326 (19) | 0.0308 (7) | |
O12 | 0.5033 (3) | 0.2885 (2) | 0.4566 (2) | 0.0325 (7) | |
O13 | 0.6294 (3) | 0.2976 (3) | 0.5940 (2) | 0.0464 (9) | |
O14 | 0.3716 (3) | 0.0641 (2) | 0.3699 (2) | 0.0326 (7) | |
O15 | 0.3025 (4) | −0.0868 (2) | 0.2585 (2) | 0.0425 (9) | |
O16 | 0.1572 (3) | −0.0022 (2) | 0.25286 (19) | 0.0277 (7) | |
O17 | 0.3179 (3) | 0.1634 (2) | 0.22908 (19) | 0.0267 (7) | |
O18 | 0.3005 (3) | 0.3056 (2) | 0.2992 (2) | 0.0335 (8) | |
O19 | 0.3551 (3) | 0.2731 (2) | 0.1701 (2) | 0.0323 (7) | |
N1 | −0.0008 (4) | 0.1019 (3) | 0.4712 (2) | 0.0220 (8) | |
N2 | 0.2454 (4) | 0.2578 (3) | 0.7744 (2) | 0.0228 (8) | |
N3 | 0.9379 (4) | 0.6786 (3) | 0.9740 (2) | 0.0244 (8) | |
N4 | 1.0456 (3) | 0.8795 (3) | 0.8399 (2) | 0.0195 (8) | |
N5 | 0.1046 (4) | 0.3586 (3) | 0.4214 (2) | 0.0267 (9) | |
N6 | −0.3508 (4) | 0.2216 (3) | 0.2134 (2) | 0.0219 (8) | |
N7 | 0.2786 (4) | −0.0104 (3) | 0.2930 (3) | 0.0284 (9) | |
N8 | 0.5089 (4) | 0.2715 (3) | 0.5305 (3) | 0.0316 (9) | |
N9 | 0.3266 (4) | 0.2487 (3) | 0.2311 (2) | 0.0253 (8) | |
C1 | 0.1840 (5) | 0.4471 (4) | 0.4232 (3) | 0.0368 (12) | |
H1 | 0.2919 | 0.4742 | 0.4495 | 0.044* | |
C2 | 0.1106 (5) | 0.4981 (4) | 0.3874 (4) | 0.0469 (14) | |
H2 | 0.1671 | 0.5613 | 0.3908 | 0.056* | |
C3 | −0.0476 (5) | 0.4568 (4) | 0.3461 (3) | 0.0407 (12) | |
H3 | −0.0999 | 0.4901 | 0.3190 | 0.049* | |
C4 | −0.1272 (5) | 0.3662 (3) | 0.3453 (3) | 0.0261 (10) | |
C5 | −0.0480 (4) | 0.3186 (3) | 0.3839 (3) | 0.0236 (10) | |
H5 | −0.1021 | 0.2568 | 0.3840 | 0.028* | |
C6 | −0.2984 (4) | 0.3152 (3) | 0.3005 (3) | 0.0300 (11) | |
H6A | −0.3388 | 0.2995 | 0.3471 | 0.036* | |
H6B | −0.3398 | 0.3620 | 0.2847 | 0.036* | |
C7 | −0.3587 (4) | 0.2319 (4) | 0.1286 (3) | 0.0250 (10) | |
C8 | −0.4302 (4) | 0.1394 (3) | 0.0388 (3) | 0.0208 (9) | |
C9 | −0.4691 (4) | 0.0447 (3) | 0.0429 (3) | 0.0203 (9) | |
C10 | −0.4467 (4) | 0.0376 (3) | 0.1311 (3) | 0.0205 (9) | |
C11 | −0.3855 (4) | 0.1303 (3) | 0.2207 (3) | 0.0232 (10) | |
C12 | −0.4552 (4) | 0.1434 (3) | −0.0481 (3) | 0.0233 (10) | |
H12 | −0.4303 | 0.2068 | −0.0504 | 0.028* | |
C13 | −0.4828 (4) | −0.0548 (3) | 0.1334 (3) | 0.0240 (10) | |
H13 | −0.4659 | −0.0588 | 0.1927 | 0.029* | |
C14 | −0.1446 (5) | 0.0952 (4) | 0.4418 (3) | 0.0314 (11) | |
H14 | −0.1985 | 0.0741 | 0.3763 | 0.038* | |
C15 | −0.2132 (5) | 0.1187 (4) | 0.5064 (3) | 0.0368 (12) | |
H15 | −0.3143 | 0.1151 | 0.4861 | 0.044* | |
C16 | −0.1337 (5) | 0.1480 (4) | 0.6022 (3) | 0.0334 (11) | |
H16 | −0.1792 | 0.1661 | 0.6480 | 0.040* | |
C17 | 0.0124 (5) | 0.1504 (3) | 0.6300 (3) | 0.0227 (9) | |
C18 | 0.0776 (4) | 0.1280 (3) | 0.5623 (3) | 0.0207 (9) | |
H18 | 0.1787 | 0.1311 | 0.5804 | 0.025* | |
C19 | 0.0995 (5) | 0.1715 (3) | 0.7311 (3) | 0.0283 (10) | |
H19A | 0.0368 | 0.1847 | 0.7702 | 0.034* | |
H19B | 0.1181 | 0.1112 | 0.7310 | 0.034* | |
C20 | 0.2438 (5) | 0.3526 (3) | 0.8202 (3) | 0.0229 (9) | |
C21 | 0.3906 (4) | 0.4402 (3) | 0.8646 (3) | 0.0185 (9) | |
C22 | 0.3965 (4) | 0.5342 (3) | 0.9120 (3) | 0.0178 (9) | |
H22 | 0.3064 | 0.5435 | 0.9163 | 0.021* | |
C23 | 0.5363 (4) | 0.6179 (3) | 0.9548 (3) | 0.0188 (9) | |
H23 | 0.5400 | 0.6830 | 0.9890 | 0.023* | |
C24 | 0.6672 (4) | 0.6060 (3) | 0.9473 (3) | 0.0170 (9) | |
C25 | 0.8114 (4) | 0.6956 (3) | 0.9912 (3) | 0.0209 (9) | |
C26 | 0.9420 (5) | 0.5831 (3) | 0.9314 (3) | 0.0275 (10) | |
C27 | 0.7966 (4) | 0.4952 (3) | 0.8899 (3) | 0.0231 (10) | |
C28 | 0.7902 (5) | 0.3992 (3) | 0.8431 (3) | 0.0295 (11) | |
H28 | 0.8799 | 0.3899 | 0.8377 | 0.035* | |
C29 | 0.6525 (5) | 0.3155 (3) | 0.8036 (3) | 0.0271 (10) | |
H29 | 0.6494 | 0.2501 | 0.7713 | 0.032* | |
C30 | 0.5208 (4) | 0.3277 (3) | 0.8114 (3) | 0.0210 (9) | |
C31 | 0.3754 (5) | 0.2386 (3) | 0.7678 (3) | 0.0234 (10) | |
C32 | 0.5240 (4) | 0.4250 (3) | 0.8580 (2) | 0.0166 (9) | |
C33 | 0.6638 (4) | 0.5090 (3) | 0.8986 (3) | 0.0181 (9) | |
C34 | 1.1120 (4) | 0.9788 (3) | 0.8956 (3) | 0.0198 (9) | |
H34 | 1.1202 | 1.0251 | 0.8680 | 0.024* | |
C35 | 1.1683 (4) | 1.0130 (3) | 0.9930 (3) | 0.0222 (10) | |
H35 | 1.2159 | 1.0832 | 1.0329 | 0.027* | |
C36 | 1.1554 (4) | 0.9451 (3) | 1.0328 (3) | 0.0230 (10) | |
H36 | 1.1938 | 0.9689 | 1.1000 | 0.028* | |
C37 | 1.0860 (4) | 0.8414 (3) | 0.9746 (3) | 0.0209 (9) | |
C38 | 1.0322 (4) | 0.8109 (3) | 0.8770 (3) | 0.0209 (9) | |
H38 | 0.9855 | 0.7412 | 0.8354 | 0.025* | |
C39 | 1.0814 (4) | 0.7676 (3) | 1.0186 (3) | 0.0278 (10) | |
H39A | 1.1655 | 0.7449 | 1.0142 | 0.033* | |
H39B | 1.0994 | 0.8030 | 1.0869 | 0.033* | |
O10 | 0.2945 (4) | 0.4192 (3) | 0.6552 (2) | 0.0532 (10) | |
H10 | 0.2486 | 0.3779 | 0.5978 | 0.080* | |
C40 | 0.4447 (6) | 0.4761 (4) | 0.6692 (3) | 0.0468 (14) | |
H40A | 0.4436 | 0.4999 | 0.6196 | 0.070* | |
H40B | 0.5040 | 0.4339 | 0.6661 | 0.070* | |
H40C | 0.4907 | 0.5338 | 0.7318 | 0.070* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Gd1 | 0.01943 (12) | 0.01984 (13) | 0.01803 (13) | 0.00657 (9) | 0.00842 (8) | 0.01007 (10) |
O1 | 0.0251 (15) | 0.0304 (18) | 0.0273 (16) | 0.0160 (14) | 0.0081 (12) | 0.0128 (14) |
O2 | 0.0336 (18) | 0.0248 (19) | 0.0441 (19) | 0.0108 (15) | 0.0120 (14) | 0.0239 (16) |
O3 | 0.0309 (17) | 0.0353 (19) | 0.0308 (18) | 0.0133 (15) | 0.0121 (13) | 0.0190 (16) |
O4 | 0.0333 (16) | 0.0261 (17) | 0.0221 (15) | 0.0092 (14) | 0.0156 (13) | 0.0149 (14) |
O5 | 0.0436 (19) | 0.0176 (17) | 0.0307 (18) | 0.0120 (15) | 0.0067 (14) | 0.0097 (15) |
O6 | 0.0219 (16) | 0.0310 (19) | 0.051 (2) | 0.0067 (15) | 0.0168 (14) | 0.0104 (16) |
O7 | 0.0251 (18) | 0.048 (2) | 0.079 (3) | 0.0178 (17) | 0.0257 (17) | 0.020 (2) |
O8 | 0.0296 (16) | 0.0194 (17) | 0.0270 (16) | 0.0038 (14) | 0.0076 (12) | 0.0100 (14) |
O9 | 0.0282 (15) | 0.0326 (18) | 0.0150 (15) | 0.0128 (14) | 0.0070 (11) | 0.0122 (14) |
O11 | 0.0206 (16) | 0.038 (2) | 0.0279 (17) | 0.0020 (14) | 0.0091 (12) | 0.0142 (15) |
O12 | 0.0315 (17) | 0.036 (2) | 0.0273 (17) | 0.0038 (15) | 0.0128 (13) | 0.0169 (16) |
O13 | 0.0248 (18) | 0.059 (3) | 0.0381 (19) | 0.0035 (17) | −0.0024 (15) | 0.0213 (19) |
O14 | 0.0331 (17) | 0.0291 (19) | 0.0336 (18) | 0.0141 (15) | 0.0104 (14) | 0.0107 (16) |
O15 | 0.059 (2) | 0.035 (2) | 0.052 (2) | 0.0283 (18) | 0.0345 (17) | 0.0209 (17) |
O16 | 0.0279 (16) | 0.0269 (18) | 0.0307 (17) | 0.0111 (14) | 0.0128 (13) | 0.0135 (14) |
O17 | 0.0371 (17) | 0.0211 (17) | 0.0313 (17) | 0.0138 (14) | 0.0175 (13) | 0.0164 (14) |
O18 | 0.0410 (19) | 0.0288 (19) | 0.0394 (19) | 0.0147 (16) | 0.0235 (15) | 0.0173 (16) |
O19 | 0.0334 (17) | 0.042 (2) | 0.0318 (17) | 0.0123 (15) | 0.0149 (14) | 0.0278 (17) |
N1 | 0.0249 (19) | 0.022 (2) | 0.0247 (19) | 0.0076 (16) | 0.0135 (15) | 0.0140 (17) |
N2 | 0.0261 (19) | 0.018 (2) | 0.0192 (18) | 0.0024 (16) | 0.0090 (14) | 0.0070 (16) |
N3 | 0.0194 (18) | 0.031 (2) | 0.0277 (19) | 0.0075 (17) | 0.0099 (14) | 0.0184 (18) |
N4 | 0.0186 (17) | 0.026 (2) | 0.0184 (18) | 0.0102 (16) | 0.0084 (14) | 0.0123 (17) |
N5 | 0.0238 (19) | 0.029 (2) | 0.027 (2) | 0.0111 (17) | 0.0093 (15) | 0.0107 (18) |
N6 | 0.0212 (18) | 0.024 (2) | 0.027 (2) | 0.0125 (16) | 0.0102 (14) | 0.0143 (17) |
N7 | 0.046 (2) | 0.023 (2) | 0.031 (2) | 0.0164 (19) | 0.0261 (18) | 0.0176 (19) |
N8 | 0.028 (2) | 0.027 (2) | 0.029 (2) | 0.0067 (18) | 0.0068 (17) | 0.0069 (19) |
N9 | 0.0175 (18) | 0.035 (2) | 0.025 (2) | 0.0066 (17) | 0.0081 (15) | 0.0181 (19) |
C1 | 0.025 (2) | 0.026 (3) | 0.049 (3) | 0.001 (2) | 0.008 (2) | 0.015 (2) |
C2 | 0.035 (3) | 0.032 (3) | 0.073 (4) | 0.007 (2) | 0.014 (3) | 0.029 (3) |
C3 | 0.036 (3) | 0.032 (3) | 0.058 (3) | 0.016 (2) | 0.014 (2) | 0.025 (3) |
C4 | 0.025 (2) | 0.026 (3) | 0.027 (2) | 0.012 (2) | 0.0101 (18) | 0.009 (2) |
C5 | 0.024 (2) | 0.021 (2) | 0.023 (2) | 0.0062 (19) | 0.0094 (17) | 0.008 (2) |
C6 | 0.023 (2) | 0.030 (3) | 0.039 (3) | 0.013 (2) | 0.0115 (19) | 0.014 (2) |
C7 | 0.019 (2) | 0.037 (3) | 0.038 (3) | 0.020 (2) | 0.0149 (19) | 0.027 (2) |
C8 | 0.015 (2) | 0.028 (3) | 0.034 (2) | 0.0121 (19) | 0.0140 (17) | 0.023 (2) |
C9 | 0.011 (2) | 0.030 (3) | 0.033 (2) | 0.0108 (19) | 0.0134 (17) | 0.022 (2) |
C10 | 0.0131 (19) | 0.030 (3) | 0.030 (2) | 0.0130 (19) | 0.0107 (17) | 0.020 (2) |
C11 | 0.014 (2) | 0.033 (3) | 0.035 (3) | 0.0122 (19) | 0.0116 (18) | 0.024 (2) |
C12 | 0.018 (2) | 0.028 (3) | 0.039 (3) | 0.0135 (19) | 0.0170 (18) | 0.024 (2) |
C13 | 0.017 (2) | 0.038 (3) | 0.033 (2) | 0.017 (2) | 0.0138 (18) | 0.027 (2) |
C14 | 0.027 (2) | 0.039 (3) | 0.035 (3) | 0.013 (2) | 0.008 (2) | 0.025 (2) |
C15 | 0.030 (3) | 0.047 (3) | 0.043 (3) | 0.022 (2) | 0.016 (2) | 0.023 (3) |
C16 | 0.037 (3) | 0.035 (3) | 0.041 (3) | 0.018 (2) | 0.027 (2) | 0.020 (2) |
C17 | 0.029 (2) | 0.016 (2) | 0.024 (2) | 0.0048 (19) | 0.0122 (18) | 0.0114 (19) |
C18 | 0.019 (2) | 0.019 (2) | 0.023 (2) | 0.0029 (18) | 0.0071 (17) | 0.0123 (19) |
C19 | 0.033 (2) | 0.021 (2) | 0.025 (2) | −0.001 (2) | 0.0123 (19) | 0.010 (2) |
C20 | 0.026 (2) | 0.019 (2) | 0.022 (2) | 0.0055 (19) | 0.0099 (17) | 0.0091 (19) |
C21 | 0.022 (2) | 0.022 (2) | 0.019 (2) | 0.0092 (19) | 0.0096 (16) | 0.0147 (19) |
C22 | 0.019 (2) | 0.025 (2) | 0.017 (2) | 0.0089 (18) | 0.0091 (16) | 0.0155 (19) |
C23 | 0.025 (2) | 0.018 (2) | 0.018 (2) | 0.0089 (18) | 0.0091 (16) | 0.0118 (18) |
C24 | 0.019 (2) | 0.021 (2) | 0.013 (2) | 0.0056 (18) | 0.0041 (15) | 0.0124 (18) |
C25 | 0.022 (2) | 0.027 (3) | 0.017 (2) | 0.0069 (19) | 0.0069 (16) | 0.016 (2) |
C26 | 0.027 (2) | 0.037 (3) | 0.028 (2) | 0.015 (2) | 0.0133 (18) | 0.020 (2) |
C27 | 0.025 (2) | 0.031 (3) | 0.024 (2) | 0.014 (2) | 0.0141 (18) | 0.018 (2) |
C28 | 0.031 (2) | 0.039 (3) | 0.034 (3) | 0.023 (2) | 0.017 (2) | 0.021 (2) |
C29 | 0.035 (3) | 0.026 (3) | 0.027 (2) | 0.018 (2) | 0.0122 (19) | 0.013 (2) |
C30 | 0.029 (2) | 0.022 (2) | 0.018 (2) | 0.012 (2) | 0.0067 (17) | 0.0143 (19) |
C31 | 0.034 (2) | 0.023 (3) | 0.020 (2) | 0.011 (2) | 0.0081 (18) | 0.018 (2) |
C32 | 0.022 (2) | 0.022 (2) | 0.0114 (19) | 0.0093 (18) | 0.0057 (15) | 0.0131 (18) |
C33 | 0.021 (2) | 0.025 (2) | 0.017 (2) | 0.0123 (19) | 0.0093 (16) | 0.0162 (19) |
C34 | 0.015 (2) | 0.022 (2) | 0.026 (2) | 0.0088 (18) | 0.0082 (17) | 0.013 (2) |
C35 | 0.014 (2) | 0.021 (2) | 0.026 (2) | 0.0060 (18) | 0.0080 (17) | 0.004 (2) |
C36 | 0.013 (2) | 0.036 (3) | 0.024 (2) | 0.0109 (19) | 0.0100 (17) | 0.014 (2) |
C37 | 0.0123 (19) | 0.030 (3) | 0.024 (2) | 0.0085 (18) | 0.0072 (16) | 0.015 (2) |
C38 | 0.014 (2) | 0.021 (2) | 0.026 (2) | 0.0053 (18) | 0.0056 (16) | 0.011 (2) |
C39 | 0.016 (2) | 0.038 (3) | 0.027 (2) | 0.003 (2) | 0.0038 (17) | 0.020 (2) |
O10 | 0.048 (2) | 0.065 (3) | 0.0319 (19) | 0.021 (2) | 0.0116 (16) | 0.0081 (19) |
C40 | 0.053 (3) | 0.039 (3) | 0.037 (3) | 0.012 (3) | 0.007 (2) | 0.014 (3) |
Geometric parameters (Å, º) top
Gd1—O1 | 2.355 (3) | C7—C8 | 1.475 (6) |
Gd1—O4 | 2.308 (3) | C8—C9 | 1.424 (6) |
Gd1—O9i | 2.360 (2) | C8—C12 | 1.381 (5) |
Gd1—O11 | 2.485 (3) | C9—C9ii | 1.420 (8) |
Gd1—O12 | 2.477 (3) | C9—C10 | 1.424 (5) |
Gd1—O14 | 2.483 (3) | C10—C11 | 1.479 (6) |
Gd1—O16 | 2.488 (3) | C10—C13 | 1.378 (6) |
Gd1—O17 | 2.477 (3) | C12—H12 | 0.9500 |
Gd1—O18 | 2.549 (3) | C12—C13ii | 1.409 (6) |
Gd1—N7 | 2.906 (4) | C13—C12ii | 1.409 (6) |
Gd1—N8 | 2.892 (4) | C13—H13 | 0.9500 |
Gd1—N9 | 2.942 (4) | C14—H14 | 0.9500 |
O1—N5 | 1.343 (4) | C14—C15 | 1.366 (6) |
O2—C7 | 1.221 (5) | C15—H15 | 0.9500 |
O3—C11 | 1.219 (5) | C15—C16 | 1.395 (6) |
O4—N1 | 1.338 (4) | C16—H16 | 0.9500 |
O5—C31 | 1.215 (5) | C16—C17 | 1.386 (6) |
O6—C20 | 1.219 (4) | C17—C18 | 1.381 (5) |
O7—C26 | 1.213 (5) | C17—C19 | 1.517 (6) |
O8—C25 | 1.215 (5) | C18—H18 | 0.9500 |
O9—Gd1i | 2.360 (2) | C19—H19A | 0.9900 |
O9—N4 | 1.338 (4) | C19—H19B | 0.9900 |
O11—N8 | 1.274 (4) | C20—C21 | 1.481 (6) |
O12—N8 | 1.286 (4) | C21—C22 | 1.362 (6) |
O13—N8 | 1.224 (4) | C21—C32 | 1.416 (5) |
O14—N7 | 1.266 (4) | C22—H22 | 0.9500 |
O15—N7 | 1.231 (4) | C22—C23 | 1.413 (5) |
O16—N7 | 1.276 (4) | C23—H23 | 0.9500 |
O17—N9 | 1.275 (4) | C23—C24 | 1.375 (5) |
O18—N9 | 1.278 (4) | C24—C25 | 1.481 (6) |
O19—N9 | 1.221 (4) | C24—C33 | 1.415 (5) |
N1—C14 | 1.343 (5) | C26—C27 | 1.479 (6) |
N1—C18 | 1.338 (5) | C27—C28 | 1.384 (6) |
N2—C19 | 1.467 (5) | C27—C33 | 1.410 (5) |
N2—C20 | 1.398 (5) | C28—H28 | 0.9500 |
N2—C31 | 1.409 (5) | C28—C29 | 1.403 (6) |
N3—C25 | 1.408 (5) | C29—H29 | 0.9500 |
N3—C26 | 1.409 (5) | C29—C30 | 1.386 (5) |
N3—C39 | 1.472 (5) | C30—C31 | 1.485 (6) |
N4—C34 | 1.342 (5) | C30—C32 | 1.414 (5) |
N4—C38 | 1.363 (5) | C32—C33 | 1.417 (5) |
N5—C1 | 1.352 (6) | C34—H34 | 0.9500 |
N5—C5 | 1.344 (5) | C34—C35 | 1.379 (5) |
N6—C6 | 1.476 (5) | C35—H35 | 0.9500 |
N6—C7 | 1.407 (5) | C35—C36 | 1.385 (6) |
N6—C11 | 1.398 (5) | C36—H36 | 0.9500 |
C1—H1 | 0.9500 | C36—C37 | 1.401 (6) |
C1—C2 | 1.372 (7) | C37—C38 | 1.388 (5) |
C2—H2 | 0.9500 | C37—C39 | 1.518 (6) |
C2—C3 | 1.395 (6) | C38—H38 | 0.9500 |
C3—H3 | 0.9500 | C39—H39A | 0.9900 |
C3—C4 | 1.388 (6) | C39—H39B | 0.9900 |
C4—C5 | 1.383 (6) | O10—H10 | 0.8400 |
C4—C6 | 1.512 (5) | O10—C40 | 1.411 (6) |
C5—H5 | 0.9500 | C40—H40A | 0.9800 |
C6—H6A | 0.9900 | C40—H40B | 0.9800 |
C6—H6B | 0.9900 | C40—H40C | 0.9800 |
| | | |
O1—Gd1—O9i | 78.81 (9) | C5—C4—C6 | 118.3 (4) |
O1—Gd1—O11 | 74.37 (9) | N5—C5—C4 | 120.8 (4) |
O1—Gd1—O12 | 86.21 (10) | N5—C5—H5 | 119.6 |
O1—Gd1—O14 | 145.39 (9) | C4—C5—H5 | 119.6 |
O1—Gd1—O16 | 151.94 (10) | N6—C6—C4 | 112.6 (3) |
O1—Gd1—O17 | 127.01 (10) | N6—C6—H6A | 109.1 |
O1—Gd1—O18 | 76.15 (10) | N6—C6—H6B | 109.1 |
O1—Gd1—N7 | 162.60 (10) | C4—C6—H6A | 109.1 |
O1—Gd1—N8 | 82.10 (9) | C4—C6—H6B | 109.1 |
O1—Gd1—N9 | 101.64 (10) | H6A—C6—H6B | 107.8 |
O4—Gd1—O1 | 85.14 (10) | O2—C7—N6 | 120.3 (4) |
O4—Gd1—O9i | 81.00 (10) | O2—C7—C8 | 122.0 (4) |
O4—Gd1—O11 | 77.98 (9) | N6—C7—C8 | 117.6 (4) |
O4—Gd1—O12 | 129.68 (10) | C9—C8—C7 | 118.8 (4) |
O4—Gd1—O14 | 86.13 (10) | C12—C8—C7 | 121.3 (4) |
O4—Gd1—O16 | 72.54 (9) | C12—C8—C9 | 119.9 (4) |
O4—Gd1—O17 | 139.39 (10) | C9ii—C9—C8 | 119.3 (4) |
O4—Gd1—O18 | 150.53 (10) | C9ii—C9—C10 | 119.2 (5) |
O4—Gd1—N7 | 79.66 (10) | C10—C9—C8 | 121.5 (4) |
O4—Gd1—N8 | 103.39 (10) | C9—C10—C11 | 119.6 (4) |
O4—Gd1—N9 | 153.53 (9) | C13—C10—C9 | 120.5 (4) |
O9i—Gd1—O11 | 147.03 (9) | C13—C10—C11 | 119.9 (4) |
O9i—Gd1—O12 | 144.68 (11) | O3—C11—N6 | 120.4 (4) |
O9i—Gd1—O14 | 132.48 (10) | O3—C11—C10 | 122.6 (4) |
O9i—Gd1—O16 | 81.04 (9) | N6—C11—C10 | 117.0 (4) |
O9i—Gd1—O17 | 82.13 (9) | C8—C12—H12 | 119.5 |
O9i—Gd1—O18 | 73.24 (10) | C8—C12—C13ii | 121.0 (4) |
O9i—Gd1—N7 | 106.82 (10) | C13ii—C12—H12 | 119.5 |
O9i—Gd1—N8 | 159.99 (10) | C10—C13—C12ii | 120.1 (4) |
O9i—Gd1—N9 | 75.40 (9) | C10—C13—H13 | 120.0 |
O11—Gd1—O16 | 115.76 (10) | C12ii—C13—H13 | 120.0 |
O11—Gd1—O18 | 117.35 (10) | N1—C14—H14 | 120.1 |
O11—Gd1—N7 | 94.09 (10) | N1—C14—C15 | 119.9 (4) |
O11—Gd1—N8 | 26.02 (10) | C15—C14—H14 | 120.1 |
O11—Gd1—N9 | 128.47 (9) | C14—C15—H15 | 120.2 |
O12—Gd1—O11 | 51.99 (9) | C14—C15—C16 | 119.5 (4) |
O12—Gd1—O14 | 74.02 (10) | C16—C15—H15 | 120.2 |
O12—Gd1—O16 | 121.07 (10) | C15—C16—H16 | 120.3 |
O12—Gd1—O17 | 81.80 (9) | C17—C16—C15 | 119.4 (4) |
O12—Gd1—O18 | 72.18 (10) | C17—C16—H16 | 120.3 |
O12—Gd1—N7 | 96.99 (11) | C16—C17—C19 | 122.1 (4) |
O12—Gd1—N8 | 26.28 (10) | C18—C17—C16 | 118.7 (4) |
O12—Gd1—N9 | 76.62 (9) | C18—C17—C19 | 119.0 (4) |
O14—Gd1—O11 | 71.06 (10) | N1—C18—C17 | 120.4 (4) |
O14—Gd1—O16 | 51.49 (9) | N1—C18—H18 | 119.8 |
O14—Gd1—O18 | 121.92 (10) | C17—C18—H18 | 119.8 |
O14—Gd1—N7 | 25.66 (9) | N2—C19—C17 | 112.6 (3) |
O14—Gd1—N8 | 67.53 (10) | N2—C19—H19A | 109.1 |
O14—Gd1—N9 | 101.01 (10) | N2—C19—H19B | 109.1 |
O16—Gd1—O18 | 116.15 (9) | C17—C19—H19A | 109.1 |
O16—Gd1—N7 | 25.91 (9) | C17—C19—H19B | 109.1 |
O16—Gd1—N8 | 118.96 (10) | H19A—C19—H19B | 107.8 |
O16—Gd1—N9 | 91.88 (10) | O6—C20—N2 | 119.7 (4) |
O17—Gd1—O11 | 129.68 (9) | O6—C20—C21 | 123.0 (4) |
O17—Gd1—O14 | 78.65 (10) | N2—C20—C21 | 117.3 (3) |
O17—Gd1—O16 | 68.48 (9) | C22—C21—C20 | 119.9 (3) |
O17—Gd1—O18 | 51.02 (9) | C22—C21—C32 | 120.6 (4) |
O17—Gd1—N7 | 70.37 (10) | C32—C21—C20 | 119.5 (4) |
O17—Gd1—N8 | 105.00 (10) | C21—C22—H22 | 119.9 |
O17—Gd1—N9 | 25.40 (9) | C21—C22—C23 | 120.1 (4) |
O18—Gd1—N7 | 121.14 (9) | C23—C22—H22 | 119.9 |
O18—Gd1—N8 | 96.43 (11) | C22—C23—H23 | 119.7 |
O18—Gd1—N9 | 25.65 (9) | C24—C23—C22 | 120.7 (4) |
N7—Gd1—N9 | 95.73 (10) | C24—C23—H23 | 119.7 |
N8—Gd1—N7 | 93.19 (10) | C23—C24—C25 | 119.4 (4) |
N8—Gd1—N9 | 102.88 (10) | C23—C24—C33 | 120.2 (4) |
N5—O1—Gd1 | 125.4 (2) | C33—C24—C25 | 120.5 (3) |
N1—O4—Gd1 | 131.0 (2) | O8—C25—N3 | 119.8 (4) |
N4—O9—Gd1i | 131.6 (2) | O8—C25—C24 | 124.1 (4) |
N8—O11—Gd1 | 95.2 (2) | N3—C25—C24 | 116.1 (4) |
N8—O12—Gd1 | 95.2 (2) | O7—C26—N3 | 120.4 (4) |
N7—O14—Gd1 | 96.2 (2) | O7—C26—C27 | 122.6 (4) |
N7—O16—Gd1 | 95.7 (2) | N3—C26—C27 | 117.0 (3) |
N9—O17—Gd1 | 98.1 (2) | C28—C27—C26 | 120.4 (4) |
N9—O18—Gd1 | 94.6 (2) | C28—C27—C33 | 119.8 (4) |
O4—N1—C14 | 118.3 (3) | C33—C27—C26 | 119.8 (4) |
O4—N1—C18 | 119.6 (3) | C27—C28—H28 | 119.7 |
C18—N1—C14 | 122.0 (3) | C27—C28—C29 | 120.6 (4) |
C20—N2—C19 | 116.9 (3) | C29—C28—H28 | 119.7 |
C20—N2—C31 | 125.4 (3) | C28—C29—H29 | 119.8 |
C31—N2—C19 | 117.8 (3) | C30—C29—C28 | 120.5 (4) |
C25—N3—C26 | 124.8 (4) | C30—C29—H29 | 119.8 |
C25—N3—C39 | 116.0 (3) | C29—C30—C31 | 119.8 (4) |
C26—N3—C39 | 118.4 (3) | C29—C30—C32 | 120.1 (4) |
O9—N4—C34 | 119.3 (3) | C32—C30—C31 | 120.1 (4) |
O9—N4—C38 | 118.9 (3) | O5—C31—N2 | 120.4 (4) |
C34—N4—C38 | 121.8 (3) | O5—C31—C30 | 123.3 (4) |
O1—N5—C1 | 120.5 (3) | N2—C31—C30 | 116.3 (4) |
O1—N5—C5 | 118.8 (4) | C21—C32—C33 | 119.5 (4) |
C5—N5—C1 | 120.6 (4) | C30—C32—C21 | 121.4 (4) |
C7—N6—C6 | 116.6 (4) | C30—C32—C33 | 119.1 (3) |
C11—N6—C6 | 118.6 (3) | C24—C33—C32 | 118.9 (3) |
C11—N6—C7 | 124.8 (3) | C27—C33—C24 | 121.1 (4) |
O14—N7—Gd1 | 58.12 (19) | C27—C33—C32 | 120.0 (4) |
O14—N7—O16 | 116.3 (3) | N4—C34—H34 | 120.2 |
O15—N7—Gd1 | 175.4 (3) | N4—C34—C35 | 119.5 (4) |
O15—N7—O14 | 122.4 (4) | C35—C34—H34 | 120.2 |
O15—N7—O16 | 121.4 (4) | C34—C35—H35 | 120.0 |
O16—N7—Gd1 | 58.40 (18) | C34—C35—C36 | 120.0 (4) |
O11—N8—Gd1 | 58.83 (18) | C36—C35—H35 | 120.0 |
O11—N8—O12 | 116.3 (3) | C35—C36—H36 | 119.8 |
O12—N8—Gd1 | 58.55 (18) | C35—C36—C37 | 120.4 (4) |
O13—N8—Gd1 | 169.4 (3) | C37—C36—H36 | 119.8 |
O13—N8—O11 | 121.7 (4) | C36—C37—C39 | 120.0 (3) |
O13—N8—O12 | 121.9 (4) | C38—C37—C36 | 117.4 (4) |
O17—N9—Gd1 | 56.48 (19) | C38—C37—C39 | 122.5 (4) |
O17—N9—O18 | 116.1 (3) | N4—C38—C37 | 120.9 (4) |
O18—N9—Gd1 | 59.7 (2) | N4—C38—H38 | 119.5 |
O19—N9—Gd1 | 174.9 (3) | C37—C38—H38 | 119.5 |
O19—N9—O17 | 121.6 (3) | N3—C39—C37 | 114.4 (3) |
O19—N9—O18 | 122.3 (4) | N3—C39—H39A | 108.7 |
N5—C1—H1 | 119.6 | N3—C39—H39B | 108.7 |
N5—C1—C2 | 120.7 (4) | C37—C39—H39A | 108.7 |
C2—C1—H1 | 119.6 | C37—C39—H39B | 108.7 |
C1—C2—H2 | 120.2 | H39A—C39—H39B | 107.6 |
C1—C2—C3 | 119.6 (5) | C40—O10—H10 | 109.5 |
C3—C2—H2 | 120.2 | O10—C40—H40A | 109.5 |
C2—C3—H3 | 120.6 | O10—C40—H40B | 109.5 |
C4—C3—C2 | 118.8 (4) | O10—C40—H40C | 109.5 |
C4—C3—H3 | 120.6 | H40A—C40—H40B | 109.5 |
C3—C4—C6 | 122.3 (4) | H40A—C40—H40C | 109.5 |
C5—C4—C3 | 119.4 (4) | H40B—C40—H40C | 109.5 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x−1, −y, −z. |
catena-poly[[[tris(nitrato-
κ2O,
O')dysprosium(III)]-bis{µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'}-[tris(nitrato-
κ2O,
O')dysprosium(III)]-µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'] methanol disolvate] (Dy)
top
Crystal data top
[Dy(C26H16N4O4)1.5(NO3)3]·CH4O | Z = 2 |
Mr = 1100.20 | F(000) = 1096 |
Triclinic, P1 | Dx = 1.812 Mg m−3 |
a = 9.8244 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.2522 (7) Å | Cell parameters from 5987 reflections |
c = 15.9247 (7) Å | θ = 2.8–31.0° |
α = 109.461 (4)° | µ = 1.95 mm−1 |
β = 103.600 (4)° | T = 173 K |
γ = 106.050 (4)° | Block, yellow |
V = 2016.25 (18) Å3 | 0.18 × 0.15 × 0.12 mm |
Data collection top
Multiwire proportional diffractometer | 5554 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.049 |
phi and ω scans | θmax = 24.7°, θmin = 2.8° |
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015) | h = −11→11 |
Tmin = 0.954, Tmax = 1.000 | k = −17→17 |
14386 measured reflections | l = −18→18 |
6647 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: iterative |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.041 | H-atom parameters constrained |
wR(F2) = 0.091 | w = 1/[σ2(Fo2) + (0.0371P)2 + 1.037P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
6647 reflections | Δρmax = 1.34 e Å−3 |
624 parameters | Δρmin = −0.83 e Å−3 |
0 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Dy1 | 0.76935 (3) | 0.82379 (2) | 0.63607 (2) | 0.02135 (10) | |
O1 | 0.0059 (4) | 0.1539 (3) | 0.2559 (2) | 0.0260 (8) | |
O2 | −0.0601 (4) | 0.4254 (3) | 0.0713 (3) | 0.0522 (12) | |
O3 | 0.1757 (4) | 0.2205 (3) | −0.0385 (2) | 0.0298 (9) | |
O4 | 0.6327 (4) | 0.8479 (3) | 0.2729 (3) | 0.0347 (9) | |
O5 | 0.8742 (4) | 0.6404 (3) | 0.1764 (3) | 0.0376 (10) | |
O6 | 0.9351 (4) | 0.9223 (3) | 0.5956 (2) | 0.0269 (8) | |
O7 | 0.8239 (4) | 0.6929 (3) | 0.5445 (2) | 0.0284 (9) | |
O8 | 1.3053 (4) | 0.6844 (3) | 0.8694 (3) | 0.0351 (9) | |
O9 | 1.3646 (4) | 0.8709 (3) | 0.7012 (3) | 0.0309 (9) | |
O10 | 0.5024 (4) | 0.7124 (3) | 0.5470 (3) | 0.0362 (10) | |
O11 | 0.6224 (4) | 0.7748 (3) | 0.4690 (2) | 0.0337 (9) | |
O12 | 0.3740 (4) | 0.7020 (3) | 0.4085 (3) | 0.0493 (12) | |
O13 | 0.8452 (4) | 1.0010 (3) | 0.7477 (3) | 0.0280 (9) | |
O14 | 0.6313 (4) | 0.9343 (3) | 0.6309 (3) | 0.0336 (9) | |
O15 | 0.7002 (5) | 1.0857 (3) | 0.7419 (3) | 0.0423 (10) | |
O16 | 0.7035 (4) | 0.6946 (3) | 0.7013 (3) | 0.0330 (9) | |
O17 | 0.6825 (4) | 0.8368 (3) | 0.7698 (3) | 0.0287 (9) | |
O18 | 0.6438 (4) | 0.7259 (3) | 0.8291 (3) | 0.0334 (9) | |
N1 | −0.0460 (4) | 0.1211 (3) | 0.1608 (3) | 0.0220 (10) | |
N2 | 0.0623 (4) | 0.3219 (3) | 0.0269 (3) | 0.0242 (10) | |
N3 | 1.0002 (5) | 0.8986 (3) | 0.5304 (3) | 0.0240 (10) | |
N4 | 0.7532 (5) | 0.7430 (3) | 0.2257 (3) | 0.0234 (10) | |
N5 | 0.8957 (5) | 0.6424 (3) | 0.5797 (3) | 0.0274 (11) | |
N6 | 1.3516 (5) | 0.7776 (3) | 0.7867 (3) | 0.0260 (10) | |
N7 | 0.4950 (6) | 0.7290 (4) | 0.4722 (3) | 0.0346 (12) | |
N8 | 0.7251 (6) | 1.0095 (4) | 0.7083 (3) | 0.0301 (11) | |
N9 | 0.6754 (5) | 0.7517 (4) | 0.7682 (3) | 0.0271 (11) | |
C1 | −0.1117 (5) | 0.0210 (4) | 0.1050 (4) | 0.0223 (12) | |
H1 | −0.1188 | −0.0256 | 0.1328 | 0.027* | |
C2 | −0.1681 (5) | −0.0129 (4) | 0.0077 (4) | 0.0224 (12) | |
H2 | −0.2164 | −0.0832 | −0.0322 | 0.027* | |
C3 | −0.1547 (5) | 0.0555 (4) | −0.0321 (4) | 0.0247 (12) | |
H3 | −0.1935 | 0.0319 | −0.0995 | 0.030* | |
C4 | −0.0855 (5) | 0.1579 (4) | 0.0253 (3) | 0.0214 (12) | |
C5 | −0.0320 (5) | 0.1899 (4) | 0.1232 (4) | 0.0224 (12) | |
H5 | 0.0147 | 0.2600 | 0.1643 | 0.027* | |
C6 | −0.0806 (6) | 0.2328 (4) | −0.0183 (4) | 0.0320 (14) | |
H6A | −0.0977 | 0.1980 | −0.0869 | 0.038* | |
H6B | −0.1651 | 0.2554 | −0.0141 | 0.038* | |
C7 | 0.0576 (6) | 0.4174 (4) | 0.0694 (4) | 0.0307 (13) | |
C8 | 0.2039 (5) | 0.5060 (4) | 0.1111 (4) | 0.0220 (12) | |
C9 | 0.2102 (6) | 0.6014 (4) | 0.1576 (4) | 0.0328 (14) | |
H9 | 0.1202 | 0.6106 | 0.1627 | 0.039* | |
C10 | 0.3471 (6) | 0.6853 (4) | 0.1975 (4) | 0.0273 (13) | |
H10 | 0.3499 | 0.7509 | 0.2297 | 0.033* | |
C11 | 0.4785 (5) | 0.6726 (4) | 0.1900 (3) | 0.0220 (12) | |
C12 | 0.6239 (6) | 0.7616 (4) | 0.2328 (4) | 0.0263 (12) | |
C13 | 0.7554 (6) | 0.6485 (4) | 0.1800 (4) | 0.0262 (12) | |
C14 | 0.6083 (5) | 0.5600 (4) | 0.1352 (3) | 0.0196 (11) | |
C15 | 0.6029 (5) | 0.4656 (4) | 0.0879 (3) | 0.0198 (11) | |
H15 | 0.6930 | 0.4561 | 0.0838 | 0.024* | |
C16 | 0.4632 (5) | 0.3822 (4) | 0.0454 (3) | 0.0210 (11) | |
H16 | 0.4591 | 0.3167 | 0.0111 | 0.025* | |
C17 | 0.3332 (5) | 0.3948 (4) | 0.0530 (3) | 0.0191 (11) | |
C18 | 0.1887 (6) | 0.3054 (4) | 0.0092 (4) | 0.0241 (12) | |
C19 | 0.3365 (5) | 0.4912 (4) | 0.1018 (3) | 0.0186 (11) | |
C20 | 0.4752 (6) | 0.5760 (4) | 0.1428 (3) | 0.0201 (11) | |
C21 | 1.1432 (6) | 0.9040 (4) | 0.5585 (4) | 0.0329 (14) | |
H21 | 1.1974 | 0.9245 | 0.6242 | 0.039* | |
C22 | 1.2118 (7) | 0.8803 (5) | 0.4937 (4) | 0.0385 (15) | |
H22 | 1.3126 | 0.8831 | 0.5137 | 0.046* | |
C23 | 1.1326 (6) | 0.8522 (4) | 0.3988 (4) | 0.0337 (14) | |
H23 | 1.1782 | 0.8341 | 0.3527 | 0.040* | |
C24 | 0.9876 (6) | 0.8504 (4) | 0.3706 (4) | 0.0241 (12) | |
C25 | 0.9211 (6) | 0.8730 (4) | 0.4382 (4) | 0.0228 (12) | |
H25 | 0.8203 | 0.8705 | 0.4199 | 0.027* | |
C26 | 0.8997 (6) | 0.8294 (4) | 0.2691 (4) | 0.0287 (13) | |
H26A | 0.8814 | 0.8901 | 0.2694 | 0.034* | |
H26B | 0.9622 | 0.8162 | 0.2295 | 0.034* | |
C27 | 0.8158 (7) | 0.5545 (4) | 0.5769 (4) | 0.0374 (15) | |
H27 | 0.7080 | 0.5276 | 0.5504 | 0.045* | |
C28 | 0.8897 (7) | 0.5026 (5) | 0.6126 (5) | 0.0489 (17) | |
H28 | 0.8325 | 0.4395 | 0.6098 | 0.059* | |
C29 | 1.0474 (7) | 0.5421 (5) | 0.6529 (5) | 0.0436 (16) | |
H29 | 1.0991 | 0.5072 | 0.6785 | 0.052* | |
C30 | 1.1276 (6) | 0.6337 (4) | 0.6548 (4) | 0.0279 (13) | |
C31 | 1.0492 (6) | 0.6819 (4) | 0.6161 (4) | 0.0266 (13) | |
H31 | 1.1036 | 0.7434 | 0.6151 | 0.032* | |
C32 | 1.2987 (6) | 0.6837 (4) | 0.6992 (4) | 0.0317 (13) | |
H32A | 1.3393 | 0.6362 | 0.7150 | 0.038* | |
H32B | 1.3393 | 0.6992 | 0.6522 | 0.038* | |
C33 | 1.3575 (6) | 0.7677 (4) | 0.8713 (4) | 0.0268 (13) | |
C34 | 1.4299 (5) | 0.8605 (4) | 0.9616 (4) | 0.0228 (12) | |
C35 | 1.4686 (5) | 0.9552 (4) | 0.9570 (4) | 0.0235 (12) | |
C36 | 1.4469 (5) | 0.9622 (4) | 0.8684 (4) | 0.0231 (12) | |
C37 | 1.3850 (6) | 0.8689 (4) | 0.7785 (4) | 0.0269 (13) | |
C38 | 1.4556 (6) | 0.8576 (4) | 1.0485 (4) | 0.0277 (13) | |
H38 | 1.4313 | 0.7940 | 1.0510 | 0.033* | |
C39 | 1.4837 (5) | 1.0554 (4) | 0.8663 (4) | 0.0249 (12) | |
H39 | 1.4677 | 1.0601 | 0.8071 | 0.030* | |
O19 | 0.7050 (5) | 0.5802 (4) | 0.3450 (3) | 0.0541 (12) | |
H19 | 0.7509 | 0.6231 | 0.4020 | 0.081* | |
C40 | 0.5541 (7) | 0.5245 (5) | 0.3320 (4) | 0.0495 (18) | |
H40A | 0.5549 | 0.5022 | 0.3831 | 0.074* | |
H40B | 0.5076 | 0.4655 | 0.2700 | 0.074* | |
H40C | 0.4954 | 0.5672 | 0.3339 | 0.074* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Dy1 | 0.02247 (15) | 0.02356 (15) | 0.01946 (14) | 0.00803 (11) | 0.00974 (11) | 0.01007 (11) |
O1 | 0.025 (2) | 0.038 (2) | 0.0189 (19) | 0.0120 (17) | 0.0074 (15) | 0.0168 (17) |
O2 | 0.027 (2) | 0.051 (3) | 0.080 (3) | 0.018 (2) | 0.025 (2) | 0.023 (3) |
O3 | 0.029 (2) | 0.028 (2) | 0.026 (2) | 0.0058 (17) | 0.0082 (17) | 0.0105 (19) |
O4 | 0.044 (2) | 0.025 (2) | 0.032 (2) | 0.0162 (19) | 0.0089 (19) | 0.0099 (19) |
O5 | 0.028 (2) | 0.029 (2) | 0.048 (3) | 0.0076 (18) | 0.0174 (19) | 0.008 (2) |
O6 | 0.033 (2) | 0.029 (2) | 0.0220 (19) | 0.0108 (17) | 0.0155 (17) | 0.0110 (17) |
O7 | 0.029 (2) | 0.031 (2) | 0.027 (2) | 0.0173 (18) | 0.0086 (17) | 0.0110 (18) |
O8 | 0.037 (2) | 0.029 (2) | 0.043 (2) | 0.0135 (19) | 0.0123 (19) | 0.020 (2) |
O9 | 0.027 (2) | 0.041 (2) | 0.029 (2) | 0.0148 (18) | 0.0107 (17) | 0.0190 (19) |
O10 | 0.031 (2) | 0.044 (3) | 0.034 (2) | 0.0058 (18) | 0.0137 (18) | 0.023 (2) |
O11 | 0.030 (2) | 0.039 (2) | 0.027 (2) | 0.0028 (18) | 0.0122 (17) | 0.0142 (19) |
O12 | 0.024 (2) | 0.060 (3) | 0.042 (3) | 0.001 (2) | −0.003 (2) | 0.019 (2) |
O13 | 0.028 (2) | 0.031 (2) | 0.030 (2) | 0.0137 (18) | 0.0153 (17) | 0.0136 (18) |
O14 | 0.033 (2) | 0.038 (2) | 0.032 (2) | 0.0181 (19) | 0.0107 (19) | 0.014 (2) |
O15 | 0.065 (3) | 0.034 (3) | 0.049 (3) | 0.033 (2) | 0.037 (2) | 0.021 (2) |
O16 | 0.039 (2) | 0.032 (2) | 0.036 (2) | 0.0157 (19) | 0.0214 (19) | 0.0159 (19) |
O17 | 0.033 (2) | 0.028 (2) | 0.033 (2) | 0.0105 (17) | 0.0187 (17) | 0.0180 (18) |
O18 | 0.035 (2) | 0.045 (3) | 0.031 (2) | 0.0145 (19) | 0.0167 (18) | 0.027 (2) |
N1 | 0.016 (2) | 0.029 (3) | 0.020 (2) | 0.0063 (19) | 0.0083 (18) | 0.010 (2) |
N2 | 0.018 (2) | 0.029 (3) | 0.027 (2) | 0.005 (2) | 0.0081 (19) | 0.017 (2) |
N3 | 0.021 (3) | 0.025 (3) | 0.026 (3) | 0.006 (2) | 0.011 (2) | 0.012 (2) |
N4 | 0.028 (3) | 0.017 (2) | 0.022 (2) | 0.003 (2) | 0.0101 (19) | 0.009 (2) |
N5 | 0.024 (3) | 0.026 (3) | 0.024 (2) | 0.006 (2) | 0.007 (2) | 0.006 (2) |
N6 | 0.021 (2) | 0.027 (3) | 0.034 (3) | 0.011 (2) | 0.009 (2) | 0.016 (2) |
N7 | 0.033 (3) | 0.033 (3) | 0.033 (3) | 0.011 (2) | 0.011 (3) | 0.011 (2) |
N8 | 0.042 (3) | 0.027 (3) | 0.031 (3) | 0.014 (2) | 0.025 (3) | 0.015 (2) |
N9 | 0.020 (2) | 0.035 (3) | 0.027 (3) | 0.009 (2) | 0.011 (2) | 0.016 (2) |
C1 | 0.016 (3) | 0.021 (3) | 0.031 (3) | 0.006 (2) | 0.013 (2) | 0.010 (3) |
C2 | 0.009 (3) | 0.029 (3) | 0.031 (3) | 0.007 (2) | 0.012 (2) | 0.011 (3) |
C3 | 0.019 (3) | 0.038 (3) | 0.016 (3) | 0.011 (2) | 0.006 (2) | 0.008 (3) |
C4 | 0.010 (3) | 0.034 (3) | 0.020 (3) | 0.007 (2) | 0.006 (2) | 0.012 (3) |
C5 | 0.016 (3) | 0.018 (3) | 0.031 (3) | 0.002 (2) | 0.012 (2) | 0.009 (2) |
C6 | 0.027 (3) | 0.039 (4) | 0.030 (3) | 0.008 (3) | 0.007 (3) | 0.021 (3) |
C7 | 0.025 (3) | 0.044 (4) | 0.036 (3) | 0.019 (3) | 0.016 (3) | 0.024 (3) |
C8 | 0.021 (3) | 0.029 (3) | 0.023 (3) | 0.010 (2) | 0.010 (2) | 0.016 (2) |
C9 | 0.035 (3) | 0.039 (4) | 0.033 (3) | 0.023 (3) | 0.017 (3) | 0.015 (3) |
C10 | 0.036 (3) | 0.024 (3) | 0.023 (3) | 0.016 (3) | 0.007 (2) | 0.009 (2) |
C11 | 0.021 (3) | 0.028 (3) | 0.020 (3) | 0.010 (2) | 0.007 (2) | 0.014 (2) |
C12 | 0.037 (3) | 0.027 (3) | 0.019 (3) | 0.013 (3) | 0.011 (2) | 0.015 (3) |
C13 | 0.030 (3) | 0.026 (3) | 0.023 (3) | 0.008 (3) | 0.012 (2) | 0.012 (3) |
C14 | 0.022 (3) | 0.023 (3) | 0.018 (3) | 0.010 (2) | 0.007 (2) | 0.013 (2) |
C15 | 0.020 (3) | 0.025 (3) | 0.025 (3) | 0.011 (2) | 0.011 (2) | 0.018 (2) |
C16 | 0.024 (3) | 0.025 (3) | 0.021 (3) | 0.012 (2) | 0.011 (2) | 0.014 (2) |
C17 | 0.022 (3) | 0.022 (3) | 0.017 (3) | 0.008 (2) | 0.007 (2) | 0.012 (2) |
C18 | 0.030 (3) | 0.025 (3) | 0.016 (3) | 0.008 (3) | 0.006 (2) | 0.012 (3) |
C19 | 0.019 (3) | 0.023 (3) | 0.017 (3) | 0.009 (2) | 0.006 (2) | 0.012 (2) |
C20 | 0.027 (3) | 0.023 (3) | 0.017 (3) | 0.011 (2) | 0.012 (2) | 0.013 (2) |
C21 | 0.027 (3) | 0.038 (4) | 0.034 (3) | 0.011 (3) | 0.006 (3) | 0.020 (3) |
C22 | 0.030 (3) | 0.048 (4) | 0.047 (4) | 0.020 (3) | 0.015 (3) | 0.027 (3) |
C23 | 0.030 (3) | 0.041 (4) | 0.042 (4) | 0.018 (3) | 0.023 (3) | 0.021 (3) |
C24 | 0.031 (3) | 0.017 (3) | 0.026 (3) | 0.006 (2) | 0.012 (2) | 0.012 (2) |
C25 | 0.021 (3) | 0.020 (3) | 0.023 (3) | 0.003 (2) | 0.007 (2) | 0.010 (2) |
C26 | 0.032 (3) | 0.025 (3) | 0.025 (3) | 0.002 (2) | 0.012 (2) | 0.011 (3) |
C27 | 0.031 (3) | 0.031 (4) | 0.043 (4) | 0.009 (3) | 0.008 (3) | 0.014 (3) |
C28 | 0.045 (4) | 0.031 (4) | 0.071 (5) | 0.012 (3) | 0.020 (4) | 0.026 (4) |
C29 | 0.046 (4) | 0.036 (4) | 0.056 (4) | 0.021 (3) | 0.017 (3) | 0.025 (3) |
C30 | 0.027 (3) | 0.028 (3) | 0.030 (3) | 0.013 (3) | 0.011 (2) | 0.011 (3) |
C31 | 0.030 (3) | 0.021 (3) | 0.024 (3) | 0.007 (2) | 0.012 (2) | 0.005 (2) |
C32 | 0.030 (3) | 0.035 (4) | 0.032 (3) | 0.017 (3) | 0.014 (3) | 0.011 (3) |
C33 | 0.016 (3) | 0.036 (4) | 0.043 (4) | 0.016 (3) | 0.015 (3) | 0.027 (3) |
C34 | 0.014 (3) | 0.025 (3) | 0.035 (3) | 0.008 (2) | 0.009 (2) | 0.018 (3) |
C35 | 0.011 (3) | 0.036 (3) | 0.035 (3) | 0.011 (2) | 0.012 (2) | 0.023 (3) |
C36 | 0.013 (3) | 0.031 (3) | 0.029 (3) | 0.011 (2) | 0.008 (2) | 0.016 (3) |
C37 | 0.019 (3) | 0.035 (3) | 0.034 (3) | 0.016 (3) | 0.011 (2) | 0.018 (3) |
C38 | 0.027 (3) | 0.032 (3) | 0.040 (3) | 0.018 (3) | 0.018 (3) | 0.025 (3) |
C39 | 0.018 (3) | 0.036 (3) | 0.035 (3) | 0.015 (2) | 0.015 (2) | 0.025 (3) |
O19 | 0.051 (3) | 0.063 (3) | 0.033 (2) | 0.019 (3) | 0.012 (2) | 0.008 (2) |
C40 | 0.057 (5) | 0.045 (4) | 0.032 (4) | 0.010 (3) | 0.009 (3) | 0.013 (3) |
Geometric parameters (Å, º) top
Dy1—O1i | 2.315 (3) | C7—C8 | 1.488 (7) |
Dy1—O6 | 2.260 (3) | C8—C9 | 1.371 (7) |
Dy1—O7 | 2.328 (3) | C8—C19 | 1.415 (7) |
Dy1—O10 | 2.440 (4) | C9—H9 | 0.9500 |
Dy1—O11 | 2.448 (4) | C9—C10 | 1.399 (8) |
Dy1—O13 | 2.466 (4) | C10—H10 | 0.9500 |
Dy1—O14 | 2.448 (4) | C10—C11 | 1.383 (7) |
Dy1—O16 | 2.521 (4) | C11—C12 | 1.483 (7) |
Dy1—O17 | 2.444 (3) | C11—C20 | 1.401 (7) |
Dy1—N7 | 2.861 (5) | C13—C14 | 1.488 (7) |
Dy1—N8 | 2.878 (5) | C14—C15 | 1.364 (7) |
Dy1—N9 | 2.895 (4) | C14—C20 | 1.419 (7) |
O1—Dy1i | 2.315 (3) | C15—H15 | 0.9500 |
O1—N1 | 1.339 (5) | C15—C16 | 1.408 (7) |
O2—C7 | 1.202 (6) | C16—H16 | 0.9500 |
O3—C18 | 1.215 (6) | C16—C17 | 1.369 (7) |
O4—C12 | 1.225 (6) | C17—C18 | 1.480 (7) |
O5—C13 | 1.219 (6) | C17—C19 | 1.403 (7) |
O6—N3 | 1.346 (5) | C19—C20 | 1.414 (7) |
O7—N5 | 1.345 (5) | C21—H21 | 0.9500 |
O8—C33 | 1.219 (6) | C21—C22 | 1.365 (8) |
O9—C37 | 1.211 (6) | C22—H22 | 0.9500 |
O10—N7 | 1.287 (6) | C22—C23 | 1.380 (8) |
O11—N7 | 1.277 (6) | C23—H23 | 0.9500 |
O12—N7 | 1.223 (6) | C23—C24 | 1.379 (7) |
O13—N8 | 1.262 (6) | C24—C25 | 1.382 (7) |
O14—N8 | 1.274 (6) | C24—C26 | 1.519 (7) |
O15—N8 | 1.225 (6) | C25—H25 | 0.9500 |
O16—N9 | 1.274 (5) | C26—H26A | 0.9900 |
O17—N9 | 1.272 (5) | C26—H26B | 0.9900 |
O18—N9 | 1.234 (5) | C27—H27 | 0.9500 |
N1—C1 | 1.349 (6) | C27—C28 | 1.378 (8) |
N1—C5 | 1.363 (6) | C28—H28 | 0.9500 |
N2—C6 | 1.467 (6) | C28—C29 | 1.391 (8) |
N2—C7 | 1.406 (7) | C29—H29 | 0.9500 |
N2—C18 | 1.406 (7) | C29—C30 | 1.388 (8) |
N3—C21 | 1.340 (7) | C30—C31 | 1.379 (7) |
N3—C25 | 1.352 (6) | C30—C32 | 1.510 (7) |
N4—C12 | 1.397 (7) | C31—H31 | 0.9500 |
N4—C13 | 1.390 (7) | C32—H32A | 0.9900 |
N4—C26 | 1.471 (6) | C32—H32B | 0.9900 |
N5—C27 | 1.334 (7) | C33—C34 | 1.477 (8) |
N5—C31 | 1.351 (7) | C34—C35 | 1.420 (7) |
N6—C32 | 1.477 (7) | C34—C38 | 1.366 (7) |
N6—C33 | 1.396 (7) | C35—C35ii | 1.419 (10) |
N6—C37 | 1.397 (7) | C35—C36 | 1.421 (7) |
C1—H1 | 0.9500 | C36—C37 | 1.483 (7) |
C1—C2 | 1.370 (7) | C36—C39 | 1.379 (7) |
C2—H2 | 0.9500 | C38—H38 | 0.9500 |
C2—C3 | 1.383 (7) | C38—C39ii | 1.392 (7) |
C3—H3 | 0.9500 | C39—C38ii | 1.392 (7) |
C3—C4 | 1.380 (7) | C39—H39 | 0.9500 |
C4—C5 | 1.381 (7) | O19—H19 | 0.8400 |
C4—C6 | 1.519 (7) | O19—C40 | 1.416 (7) |
C5—H5 | 0.9500 | C40—H40A | 0.9800 |
C6—H6A | 0.9900 | C40—H40B | 0.9800 |
C6—H6B | 0.9900 | C40—H40C | 0.9800 |
| | | |
O1i—Dy1—O7 | 79.16 (12) | C5—C4—C6 | 121.1 (5) |
O1i—Dy1—O10 | 144.36 (13) | N1—C5—C4 | 120.1 (5) |
O1i—Dy1—O11 | 146.61 (12) | N1—C5—H5 | 120.0 |
O1i—Dy1—O13 | 80.66 (12) | C4—C5—H5 | 120.0 |
O1i—Dy1—O14 | 132.53 (13) | N2—C6—C4 | 114.4 (4) |
O1i—Dy1—O16 | 73.18 (12) | N2—C6—H6A | 108.7 |
O1i—Dy1—O17 | 82.97 (12) | N2—C6—H6B | 108.7 |
O1i—Dy1—N7 | 160.05 (13) | C4—C6—H6A | 108.7 |
O1i—Dy1—N8 | 106.40 (14) | C4—C6—H6B | 108.7 |
O1i—Dy1—N9 | 75.82 (12) | H6A—C6—H6B | 107.6 |
O6—Dy1—O1i | 81.05 (12) | O2—C7—N2 | 120.6 (5) |
O6—Dy1—O7 | 85.31 (13) | O2—C7—C8 | 122.7 (5) |
O6—Dy1—O10 | 130.24 (12) | N2—C7—C8 | 116.8 (4) |
O6—Dy1—O11 | 78.02 (12) | C9—C8—C7 | 120.3 (5) |
O6—Dy1—O13 | 71.96 (12) | C9—C8—C19 | 120.2 (5) |
O6—Dy1—O14 | 85.75 (13) | C19—C8—C7 | 119.5 (5) |
O6—Dy1—O16 | 150.62 (12) | C8—C9—H9 | 119.6 |
O6—Dy1—O17 | 138.97 (12) | C8—C9—C10 | 120.9 (5) |
O6—Dy1—N7 | 103.64 (13) | C10—C9—H9 | 119.6 |
O6—Dy1—N8 | 79.04 (12) | C9—C10—H10 | 120.0 |
O6—Dy1—N9 | 153.69 (12) | C11—C10—C9 | 120.0 (5) |
O7—Dy1—O10 | 86.27 (13) | C11—C10—H10 | 120.0 |
O7—Dy1—O11 | 73.47 (13) | C10—C11—C12 | 119.9 (5) |
O7—Dy1—O13 | 151.62 (12) | C10—C11—C20 | 120.3 (5) |
O7—Dy1—O14 | 144.88 (13) | C20—C11—C12 | 119.8 (4) |
O7—Dy1—O16 | 76.33 (12) | O4—C12—N4 | 120.5 (5) |
O7—Dy1—O17 | 128.08 (12) | O4—C12—C11 | 122.5 (5) |
O7—Dy1—N7 | 81.89 (13) | N4—C12—C11 | 116.9 (5) |
O7—Dy1—N8 | 162.21 (12) | O5—C13—N4 | 120.3 (5) |
O7—Dy1—N9 | 102.26 (13) | O5—C13—C14 | 122.4 (5) |
O10—Dy1—O11 | 52.62 (12) | N4—C13—C14 | 117.4 (4) |
O10—Dy1—O13 | 121.32 (13) | C15—C14—C13 | 120.1 (4) |
O10—Dy1—O14 | 74.04 (13) | C15—C14—C20 | 121.1 (4) |
O10—Dy1—O16 | 71.83 (12) | C20—C14—C13 | 118.8 (5) |
O10—Dy1—O17 | 80.82 (12) | C14—C15—H15 | 120.1 |
O10—Dy1—N7 | 26.61 (12) | C14—C15—C16 | 119.8 (4) |
O10—Dy1—N8 | 97.36 (14) | C16—C15—H15 | 120.1 |
O10—Dy1—N9 | 75.79 (12) | C15—C16—H16 | 119.7 |
O11—Dy1—O13 | 116.40 (12) | C17—C16—C15 | 120.5 (5) |
O11—Dy1—O16 | 117.17 (12) | C17—C16—H16 | 119.7 |
O11—Dy1—N7 | 26.39 (12) | C16—C17—C18 | 119.3 (5) |
O11—Dy1—N8 | 94.85 (13) | C16—C17—C19 | 120.5 (4) |
O11—Dy1—N9 | 128.26 (12) | C19—C17—C18 | 120.2 (4) |
O13—Dy1—O16 | 116.27 (12) | O3—C18—N2 | 119.7 (5) |
O13—Dy1—N7 | 119.29 (13) | O3—C18—C17 | 123.7 (5) |
O13—Dy1—N8 | 25.88 (12) | N2—C18—C17 | 116.6 (5) |
O13—Dy1—N9 | 91.85 (12) | C17—C19—C8 | 121.6 (4) |
O14—Dy1—O11 | 71.46 (13) | C17—C19—C20 | 119.6 (4) |
O14—Dy1—O13 | 51.93 (12) | C20—C19—C8 | 118.9 (5) |
O14—Dy1—O16 | 122.17 (12) | C11—C20—C14 | 121.8 (4) |
O14—Dy1—N7 | 67.42 (13) | C11—C20—C19 | 119.8 (4) |
O14—Dy1—N8 | 26.13 (13) | C19—C20—C14 | 118.4 (5) |
O14—Dy1—N9 | 100.70 (13) | N3—C21—H21 | 119.7 |
O16—Dy1—N7 | 96.34 (13) | N3—C21—C22 | 120.6 (5) |
O16—Dy1—N8 | 121.38 (12) | C22—C21—H21 | 119.7 |
O16—Dy1—N9 | 26.04 (12) | C21—C22—H22 | 120.5 |
O17—Dy1—O11 | 129.26 (12) | C21—C22—C23 | 119.0 (5) |
O17—Dy1—O13 | 68.28 (12) | C23—C22—H22 | 120.5 |
O17—Dy1—O14 | 77.83 (12) | C22—C23—H23 | 119.9 |
O17—Dy1—O16 | 51.83 (12) | C24—C23—C22 | 120.2 (5) |
O17—Dy1—N7 | 104.16 (13) | C24—C23—H23 | 119.9 |
O17—Dy1—N8 | 69.70 (12) | C23—C24—C25 | 119.0 (5) |
O17—Dy1—N9 | 25.83 (12) | C23—C24—C26 | 122.8 (5) |
N7—Dy1—N8 | 93.55 (14) | C25—C24—C26 | 118.1 (5) |
N7—Dy1—N9 | 102.37 (13) | N3—C25—C24 | 119.6 (5) |
N8—Dy1—N9 | 95.51 (13) | N3—C25—H25 | 120.2 |
N1—O1—Dy1i | 132.6 (3) | C24—C25—H25 | 120.2 |
N3—O6—Dy1 | 131.2 (3) | N4—C26—C24 | 112.9 (4) |
N5—O7—Dy1 | 124.5 (3) | N4—C26—H26A | 109.0 |
N7—O10—Dy1 | 95.3 (3) | N4—C26—H26B | 109.0 |
N7—O11—Dy1 | 95.2 (3) | C24—C26—H26A | 109.0 |
N8—O13—Dy1 | 95.6 (3) | C24—C26—H26B | 109.0 |
N8—O14—Dy1 | 96.1 (3) | H26A—C26—H26B | 107.8 |
N9—O16—Dy1 | 93.6 (3) | N5—C27—H27 | 120.0 |
N9—O17—Dy1 | 97.3 (3) | N5—C27—C28 | 120.0 (5) |
O1—N1—C1 | 119.2 (4) | C28—C27—H27 | 120.0 |
O1—N1—C5 | 119.0 (4) | C27—C28—H28 | 119.8 |
C1—N1—C5 | 121.8 (4) | C27—C28—C29 | 120.3 (6) |
C7—N2—C6 | 118.5 (4) | C29—C28—H28 | 119.8 |
C7—N2—C18 | 124.7 (4) | C28—C29—H29 | 120.8 |
C18—N2—C6 | 115.9 (4) | C30—C29—C28 | 118.4 (5) |
O6—N3—C25 | 118.9 (4) | C30—C29—H29 | 120.8 |
C21—N3—O6 | 119.5 (4) | C29—C30—C32 | 122.1 (5) |
C21—N3—C25 | 121.5 (4) | C31—C30—C29 | 119.3 (5) |
C12—N4—C26 | 118.3 (4) | C31—C30—C32 | 118.6 (5) |
C13—N4—C12 | 125.3 (4) | N5—C31—C30 | 120.6 (5) |
C13—N4—C26 | 116.5 (4) | N5—C31—H31 | 119.7 |
O7—N5—C31 | 118.6 (4) | C30—C31—H31 | 119.7 |
C27—N5—O7 | 120.1 (4) | N6—C32—C30 | 112.3 (4) |
C27—N5—C31 | 121.3 (5) | N6—C32—H32A | 109.1 |
C33—N6—C32 | 116.9 (4) | N6—C32—H32B | 109.1 |
C33—N6—C37 | 124.7 (5) | C30—C32—H32A | 109.1 |
C37—N6—C32 | 118.3 (4) | C30—C32—H32B | 109.1 |
O10—N7—Dy1 | 58.1 (2) | H32A—C32—H32B | 107.9 |
O11—N7—Dy1 | 58.4 (2) | O8—C33—N6 | 120.1 (5) |
O11—N7—O10 | 115.4 (4) | O8—C33—C34 | 122.1 (5) |
O12—N7—Dy1 | 169.9 (4) | N6—C33—C34 | 117.9 (5) |
O12—N7—O10 | 122.2 (5) | C35—C34—C33 | 118.6 (5) |
O12—N7—O11 | 122.5 (5) | C38—C34—C33 | 122.0 (5) |
O13—N8—Dy1 | 58.5 (2) | C38—C34—C35 | 119.4 (5) |
O13—N8—O14 | 116.0 (4) | C34—C35—C36 | 121.5 (5) |
O14—N8—Dy1 | 57.8 (3) | C35ii—C35—C34 | 119.1 (6) |
O15—N8—Dy1 | 175.7 (3) | C35ii—C35—C36 | 119.4 (6) |
O15—N8—O13 | 122.2 (5) | C35—C36—C37 | 119.5 (5) |
O15—N8—O14 | 121.7 (5) | C39—C36—C35 | 120.1 (5) |
O16—N9—Dy1 | 60.3 (2) | C39—C36—C37 | 120.4 (5) |
O17—N9—Dy1 | 56.9 (2) | O9—C37—N6 | 121.0 (5) |
O17—N9—O16 | 117.1 (4) | O9—C37—C36 | 122.1 (5) |
O18—N9—Dy1 | 175.9 (4) | N6—C37—C36 | 116.9 (5) |
O18—N9—O16 | 121.5 (5) | C34—C38—H38 | 118.8 |
O18—N9—O17 | 121.4 (4) | C34—C38—C39ii | 122.3 (5) |
N1—C1—H1 | 120.3 | C39ii—C38—H38 | 118.8 |
N1—C1—C2 | 119.3 (5) | C36—C39—C38ii | 119.7 (5) |
C2—C1—H1 | 120.3 | C36—C39—H39 | 120.1 |
C1—C2—H2 | 120.1 | C38ii—C39—H39 | 120.1 |
C1—C2—C3 | 119.8 (5) | C40—O19—H19 | 109.5 |
C3—C2—H2 | 120.1 | O19—C40—H40A | 109.5 |
C2—C3—H3 | 119.7 | O19—C40—H40B | 109.5 |
C4—C3—C2 | 120.6 (5) | O19—C40—H40C | 109.5 |
C4—C3—H3 | 119.7 | H40A—C40—H40B | 109.5 |
C3—C4—C5 | 118.3 (5) | H40A—C40—H40C | 109.5 |
C3—C4—C6 | 120.4 (4) | H40B—C40—H40C | 109.5 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+3, −y+2, −z+2. |
catena-poly[[[tris(nitrato-
κ2O,
O')erbium(III)]-bis{µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'}-[tris(nitrato-
κ2O,
O')erbium(III)]-µ-
N,
N'-bis[(1-oxidopyridin-1-ium-3-yl)methyl]-1,8:4,5-naphthalenetetracarboxdiimide-
κ2O:
O'] methanol disolvate] (Er)
top
Crystal data top
[Er(C26H16N4O4)1.5(NO3)3]·CH4O | Z = 2 |
Mr = 1105.97 | F(000) = 1102 |
Triclinic, P1 | Dx = 1.826 Mg m−3 |
a = 9.8242 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.2333 (3) Å | Cell parameters from 18978 reflections |
c = 15.8956 (4) Å | θ = 2.4–30.1° |
α = 109.532 (2)° | µ = 2.18 mm−1 |
β = 103.449 (2)° | T = 173 K |
γ = 106.019 (2)° | Block, yellow |
V = 2011.59 (8) Å3 | 0.5 × 0.3 × 0.2 mm |
Data collection top
Multiwire proportional diffractometer | 8170 independent reflections |
Radiation source: fine-focus sealed tube | 7631 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
phi and ω scans | θmax = 26.4°, θmin = 2.6° |
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015) | h = −10→12 |
Tmin = 0.664, Tmax = 1.000 | k = −19→19 |
28106 measured reflections | l = −19→19 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.023 | H-atom parameters constrained |
wR(F2) = 0.056 | w = 1/[σ2(Fo2) + (0.0316P)2 + 0.6579P] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.002 |
8170 reflections | Δρmax = 1.02 e Å−3 |
624 parameters | Δρmin = −0.72 e Å−3 |
0 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds 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 > 2sigma(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 | |
Er1 | 0.22946 (2) | 0.17565 (2) | 0.36282 (2) | 0.01769 (4) | |
O1 | 0.99472 (18) | 0.84675 (12) | 0.74378 (11) | 0.0230 (3) | |
O2 | 1.0602 (2) | 0.57422 (16) | 0.92877 (18) | 0.0495 (6) | |
O3 | 0.82346 (19) | 0.77957 (12) | 1.03827 (12) | 0.0258 (4) | |
O4 | 0.3666 (2) | 0.15172 (12) | 0.72605 (13) | 0.0316 (4) | |
O5 | 0.12580 (19) | 0.35943 (13) | 0.82364 (14) | 0.0340 (4) | |
O6 | 0.06495 (18) | 0.07741 (12) | 0.40385 (11) | 0.0232 (3) | |
O7 | 0.17572 (18) | 0.30551 (12) | 0.45406 (11) | 0.0242 (4) | |
O8 | −0.3054 (2) | 0.31558 (12) | 0.13102 (13) | 0.0303 (4) | |
O9 | −0.36415 (19) | 0.12900 (13) | 0.29931 (12) | 0.0286 (4) | |
O10 | 0.49477 (19) | 0.28587 (13) | 0.45017 (12) | 0.0295 (4) | |
O11 | 0.37604 (18) | 0.22434 (12) | 0.52846 (12) | 0.0266 (4) | |
O12 | 0.6227 (2) | 0.29777 (15) | 0.58844 (14) | 0.0417 (5) | |
O13 | 0.15268 (19) | 0.00023 (12) | 0.25146 (11) | 0.0242 (4) | |
O14 | 0.3666 (2) | 0.06619 (13) | 0.36790 (12) | 0.0292 (4) | |
O15 | 0.2962 (2) | −0.08570 (13) | 0.25710 (14) | 0.0371 (4) | |
O16 | 0.31656 (19) | 0.16296 (12) | 0.23051 (12) | 0.0245 (4) | |
O17 | 0.2956 (2) | 0.30459 (12) | 0.29839 (12) | 0.0281 (4) | |
O18 | 0.3569 (2) | 0.27318 (13) | 0.17117 (12) | 0.0296 (4) | |
N1 | 1.0442 (2) | 0.87895 (14) | 0.83843 (13) | 0.0182 (4) | |
N2 | 0.9366 (2) | 0.67765 (14) | 0.97257 (14) | 0.0227 (4) | |
N3 | 0.0016 (2) | 0.10215 (13) | 0.46947 (13) | 0.0204 (4) | |
N4 | 0.2470 (2) | 0.25651 (14) | 0.77338 (13) | 0.0221 (4) | |
N5 | 0.1036 (2) | 0.35643 (14) | 0.41982 (14) | 0.0229 (4) | |
N6 | −0.3507 (2) | 0.22229 (15) | 0.21369 (15) | 0.0232 (4) | |
N7 | 0.5023 (2) | 0.27039 (15) | 0.52505 (15) | 0.0271 (5) | |
N8 | 0.2730 (2) | −0.00866 (15) | 0.29151 (15) | 0.0254 (5) | |
N9 | 0.3248 (2) | 0.24828 (14) | 0.23171 (14) | 0.0215 (4) | |
C1 | 1.1114 (2) | 0.97919 (17) | 0.89431 (17) | 0.0205 (5) | |
H1 | 1.1193 | 1.0259 | 0.8665 | 0.025* | |
C2 | 1.1685 (2) | 1.01298 (17) | 0.99206 (17) | 0.0219 (5) | |
H2 | 1.2172 | 1.0834 | 1.0321 | 0.026* | |
C3 | 1.1550 (2) | 0.94468 (18) | 1.03216 (16) | 0.0212 (5) | |
H3 | 1.1933 | 0.9683 | 1.0997 | 0.025* | |
C4 | 1.0853 (2) | 0.84149 (17) | 0.97382 (17) | 0.0208 (5) | |
C5 | 1.0310 (2) | 0.81015 (17) | 0.87589 (16) | 0.0200 (5) | |
H5 | 0.9841 | 0.7401 | 0.8345 | 0.024* | |
C6 | 1.0800 (3) | 0.76660 (19) | 1.01728 (18) | 0.0277 (5) | |
H6A | 1.1639 | 0.7435 | 1.0124 | 0.033* | |
H6B | 1.0979 | 0.8017 | 1.0861 | 0.033* | |
C7 | 0.9418 (3) | 0.58218 (19) | 0.93045 (18) | 0.0281 (5) | |
C8 | 0.7964 (3) | 0.49367 (18) | 0.88884 (17) | 0.0227 (5) | |
C9 | 0.7899 (3) | 0.39722 (19) | 0.84103 (18) | 0.0282 (5) | |
H9 | 0.8792 | 0.3876 | 0.8349 | 0.034* | |
C10 | 0.6528 (3) | 0.31411 (18) | 0.80189 (18) | 0.0275 (5) | |
H10 | 0.6500 | 0.2482 | 0.7699 | 0.033* | |
C11 | 0.5217 (3) | 0.32636 (16) | 0.80900 (16) | 0.0211 (5) | |
C12 | 0.3759 (3) | 0.23780 (17) | 0.76629 (16) | 0.0234 (5) | |
C13 | 0.2439 (3) | 0.35158 (17) | 0.81951 (16) | 0.0224 (5) | |
C14 | 0.3911 (3) | 0.43918 (16) | 0.86410 (15) | 0.0188 (5) | |
C15 | 0.3966 (3) | 0.53435 (16) | 0.91258 (16) | 0.0189 (5) | |
H15 | 0.3069 | 0.5440 | 0.9179 | 0.023* | |
C16 | 0.5365 (3) | 0.61767 (17) | 0.95440 (16) | 0.0197 (5) | |
H16 | 0.5405 | 0.6834 | 0.9884 | 0.024* | |
C17 | 0.6666 (3) | 0.60535 (16) | 0.94685 (15) | 0.0180 (4) | |
C18 | 0.8109 (3) | 0.69465 (17) | 0.98993 (16) | 0.0198 (5) | |
C19 | 0.6637 (3) | 0.50820 (16) | 0.89768 (15) | 0.0177 (4) | |
C20 | 0.5244 (3) | 0.42394 (16) | 0.85681 (15) | 0.0181 (5) | |
C21 | −0.1423 (3) | 0.09616 (19) | 0.44062 (18) | 0.0280 (5) | |
H21 | −0.1965 | 0.0753 | 0.3749 | 0.034* | |
C22 | −0.2101 (3) | 0.1203 (2) | 0.5064 (2) | 0.0352 (6) | |
H22 | −0.3105 | 0.1180 | 0.4867 | 0.042* | |
C23 | −0.1317 (3) | 0.14807 (19) | 0.60191 (19) | 0.0306 (6) | |
H23 | −0.1774 | 0.1659 | 0.6481 | 0.037* | |
C24 | 0.0138 (3) | 0.14965 (16) | 0.62946 (16) | 0.0230 (5) | |
C25 | 0.0791 (3) | 0.12728 (16) | 0.56094 (16) | 0.0208 (5) | |
H25 | 0.1798 | 0.1298 | 0.5789 | 0.025* | |
C26 | 0.1005 (3) | 0.16960 (17) | 0.73045 (17) | 0.0258 (5) | |
H26A | 0.0382 | 0.1828 | 0.7703 | 0.031* | |
H26B | 0.1190 | 0.1088 | 0.7298 | 0.031* | |
C27 | 0.1846 (3) | 0.44537 (19) | 0.4232 (2) | 0.0336 (6) | |
H27 | 0.2923 | 0.4723 | 0.4501 | 0.040* | |
C28 | 0.1114 (3) | 0.4971 (2) | 0.3875 (2) | 0.0419 (7) | |
H28 | 0.1684 | 0.5602 | 0.3903 | 0.050* | |
C29 | −0.0457 (3) | 0.4574 (2) | 0.3475 (2) | 0.0375 (6) | |
H29 | −0.0970 | 0.4924 | 0.3218 | 0.045* | |
C30 | −0.1267 (3) | 0.36572 (18) | 0.34546 (18) | 0.0262 (5) | |
C31 | −0.0486 (3) | 0.31749 (17) | 0.38357 (16) | 0.0233 (5) | |
H31 | −0.1031 | 0.2558 | 0.3843 | 0.028* | |
C32 | −0.2978 (3) | 0.31633 (18) | 0.30159 (18) | 0.0271 (5) | |
H32A | −0.3382 | 0.3007 | 0.3487 | 0.033* | |
H32B | −0.3381 | 0.3641 | 0.2861 | 0.033* | |
C33 | −0.3579 (3) | 0.23246 (18) | 0.12875 (18) | 0.0226 (5) | |
C34 | −0.4299 (2) | 0.13881 (17) | 0.03847 (17) | 0.0205 (5) | |
C35 | −0.4696 (2) | 0.04465 (17) | 0.04302 (17) | 0.0205 (5) | |
C36 | −0.4470 (2) | 0.03785 (17) | 0.13134 (17) | 0.0211 (5) | |
C37 | −0.3855 (2) | 0.13082 (18) | 0.22191 (18) | 0.0226 (5) | |
C38 | −0.4545 (3) | 0.14337 (18) | −0.04859 (18) | 0.0222 (5) | |
H38 | −0.4294 | 0.2072 | −0.0508 | 0.027* | |
C39 | −0.4839 (3) | −0.05512 (18) | 0.13403 (18) | 0.0228 (5) | |
H39 | −0.4677 | −0.0593 | 0.1936 | 0.027* | |
O19 | 0.2943 (2) | 0.41900 (17) | 0.65389 (14) | 0.0473 (5) | |
H19 | 0.2513 | 0.3739 | 0.5975 | 0.071* | |
C40 | 0.4443 (3) | 0.4755 (2) | 0.6678 (2) | 0.0415 (7) | |
H40A | 0.4440 | 0.4995 | 0.6178 | 0.062* | |
H40B | 0.5033 | 0.4329 | 0.6648 | 0.062* | |
H40C | 0.4901 | 0.5335 | 0.7306 | 0.062* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Er1 | 0.01824 (6) | 0.01705 (6) | 0.01630 (6) | 0.00431 (4) | 0.00666 (4) | 0.00712 (4) |
O1 | 0.0252 (9) | 0.0278 (9) | 0.0145 (8) | 0.0098 (7) | 0.0054 (7) | 0.0089 (7) |
O2 | 0.0228 (10) | 0.0448 (12) | 0.0780 (16) | 0.0129 (9) | 0.0243 (11) | 0.0187 (11) |
O3 | 0.0264 (9) | 0.0190 (8) | 0.0239 (9) | 0.0023 (7) | 0.0065 (7) | 0.0068 (7) |
O4 | 0.0392 (11) | 0.0191 (9) | 0.0315 (10) | 0.0119 (8) | 0.0055 (8) | 0.0092 (7) |
O5 | 0.0190 (9) | 0.0273 (9) | 0.0448 (11) | 0.0022 (7) | 0.0126 (8) | 0.0075 (8) |
O6 | 0.0264 (9) | 0.0227 (8) | 0.0203 (8) | 0.0054 (7) | 0.0124 (7) | 0.0095 (7) |
O7 | 0.0259 (9) | 0.0236 (8) | 0.0207 (8) | 0.0119 (7) | 0.0050 (7) | 0.0072 (7) |
O8 | 0.0303 (10) | 0.0235 (9) | 0.0395 (10) | 0.0096 (7) | 0.0095 (8) | 0.0189 (8) |
O9 | 0.0265 (9) | 0.0350 (10) | 0.0278 (9) | 0.0120 (8) | 0.0090 (8) | 0.0178 (8) |
O10 | 0.0279 (9) | 0.0313 (9) | 0.0267 (9) | 0.0042 (8) | 0.0106 (8) | 0.0147 (8) |
O11 | 0.0210 (9) | 0.0285 (9) | 0.0235 (9) | 0.0024 (7) | 0.0061 (7) | 0.0103 (7) |
O12 | 0.0228 (10) | 0.0483 (12) | 0.0367 (11) | 0.0021 (9) | −0.0020 (9) | 0.0162 (9) |
O13 | 0.0258 (9) | 0.0214 (8) | 0.0235 (8) | 0.0069 (7) | 0.0094 (7) | 0.0087 (7) |
O14 | 0.0285 (9) | 0.0285 (9) | 0.0275 (9) | 0.0105 (8) | 0.0073 (8) | 0.0104 (8) |
O15 | 0.0530 (12) | 0.0279 (10) | 0.0424 (11) | 0.0231 (9) | 0.0269 (10) | 0.0159 (8) |
O16 | 0.0307 (9) | 0.0218 (8) | 0.0260 (9) | 0.0103 (7) | 0.0143 (7) | 0.0130 (7) |
O17 | 0.0345 (10) | 0.0248 (9) | 0.0293 (9) | 0.0113 (8) | 0.0160 (8) | 0.0136 (7) |
O18 | 0.0301 (10) | 0.0356 (10) | 0.0274 (9) | 0.0070 (8) | 0.0123 (8) | 0.0216 (8) |
N1 | 0.0155 (9) | 0.0220 (10) | 0.0166 (9) | 0.0068 (8) | 0.0058 (8) | 0.0080 (8) |
N2 | 0.0171 (10) | 0.0243 (10) | 0.0254 (10) | 0.0029 (8) | 0.0065 (8) | 0.0139 (8) |
N3 | 0.0241 (10) | 0.0164 (9) | 0.0206 (10) | 0.0039 (8) | 0.0096 (8) | 0.0100 (8) |
N4 | 0.0253 (10) | 0.0162 (9) | 0.0195 (10) | 0.0013 (8) | 0.0077 (8) | 0.0073 (8) |
N5 | 0.0238 (11) | 0.0196 (10) | 0.0220 (10) | 0.0081 (8) | 0.0075 (9) | 0.0059 (8) |
N6 | 0.0197 (10) | 0.0229 (10) | 0.0286 (11) | 0.0089 (8) | 0.0080 (9) | 0.0128 (9) |
N7 | 0.0230 (11) | 0.0230 (10) | 0.0246 (11) | 0.0029 (9) | 0.0039 (9) | 0.0057 (9) |
N8 | 0.0340 (12) | 0.0214 (10) | 0.0276 (11) | 0.0102 (9) | 0.0187 (10) | 0.0135 (9) |
N9 | 0.0174 (10) | 0.0247 (10) | 0.0213 (10) | 0.0053 (8) | 0.0052 (8) | 0.0119 (8) |
C1 | 0.0160 (11) | 0.0199 (11) | 0.0287 (12) | 0.0087 (9) | 0.0093 (10) | 0.0118 (10) |
C2 | 0.0147 (11) | 0.0213 (11) | 0.0241 (12) | 0.0060 (9) | 0.0070 (10) | 0.0041 (9) |
C3 | 0.0144 (11) | 0.0285 (12) | 0.0170 (11) | 0.0077 (9) | 0.0053 (9) | 0.0062 (9) |
C4 | 0.0113 (10) | 0.0286 (12) | 0.0247 (12) | 0.0064 (9) | 0.0078 (9) | 0.0140 (10) |
C5 | 0.0168 (11) | 0.0183 (11) | 0.0225 (11) | 0.0046 (9) | 0.0060 (9) | 0.0083 (9) |
C6 | 0.0173 (12) | 0.0316 (13) | 0.0290 (13) | 0.0004 (10) | 0.0033 (10) | 0.0176 (11) |
C7 | 0.0235 (13) | 0.0345 (14) | 0.0316 (14) | 0.0120 (11) | 0.0131 (11) | 0.0172 (11) |
C8 | 0.0224 (12) | 0.0271 (12) | 0.0237 (12) | 0.0113 (10) | 0.0095 (10) | 0.0145 (10) |
C9 | 0.0290 (13) | 0.0335 (14) | 0.0311 (13) | 0.0195 (11) | 0.0157 (11) | 0.0146 (11) |
C10 | 0.0356 (14) | 0.0231 (12) | 0.0266 (13) | 0.0157 (11) | 0.0119 (11) | 0.0098 (10) |
C11 | 0.0277 (13) | 0.0187 (11) | 0.0180 (11) | 0.0096 (10) | 0.0075 (10) | 0.0089 (9) |
C12 | 0.0323 (13) | 0.0190 (12) | 0.0198 (11) | 0.0092 (10) | 0.0068 (10) | 0.0117 (9) |
C13 | 0.0234 (13) | 0.0201 (11) | 0.0213 (12) | 0.0043 (10) | 0.0071 (10) | 0.0100 (9) |
C14 | 0.0198 (11) | 0.0187 (11) | 0.0167 (11) | 0.0040 (9) | 0.0054 (9) | 0.0098 (9) |
C15 | 0.0190 (11) | 0.0219 (11) | 0.0211 (11) | 0.0086 (9) | 0.0102 (9) | 0.0127 (9) |
C16 | 0.0230 (12) | 0.0179 (11) | 0.0198 (11) | 0.0077 (9) | 0.0086 (10) | 0.0094 (9) |
C17 | 0.0208 (11) | 0.0185 (11) | 0.0154 (10) | 0.0051 (9) | 0.0062 (9) | 0.0103 (9) |
C18 | 0.0198 (11) | 0.0223 (12) | 0.0176 (11) | 0.0050 (9) | 0.0054 (9) | 0.0124 (9) |
C19 | 0.0201 (11) | 0.0224 (11) | 0.0161 (10) | 0.0096 (9) | 0.0082 (9) | 0.0122 (9) |
C20 | 0.0217 (12) | 0.0187 (11) | 0.0161 (11) | 0.0071 (9) | 0.0076 (9) | 0.0100 (9) |
C21 | 0.0256 (13) | 0.0313 (13) | 0.0291 (13) | 0.0100 (11) | 0.0071 (11) | 0.0179 (11) |
C22 | 0.0284 (14) | 0.0449 (16) | 0.0439 (16) | 0.0195 (12) | 0.0170 (13) | 0.0250 (14) |
C23 | 0.0324 (14) | 0.0321 (14) | 0.0354 (14) | 0.0136 (11) | 0.0210 (12) | 0.0166 (12) |
C24 | 0.0280 (13) | 0.0139 (10) | 0.0218 (12) | 0.0004 (9) | 0.0096 (10) | 0.0073 (9) |
C25 | 0.0184 (11) | 0.0179 (11) | 0.0225 (12) | 0.0018 (9) | 0.0052 (10) | 0.0102 (9) |
C26 | 0.0288 (13) | 0.0194 (11) | 0.0223 (12) | −0.0007 (10) | 0.0103 (10) | 0.0084 (9) |
C27 | 0.0242 (13) | 0.0263 (13) | 0.0406 (16) | 0.0033 (11) | 0.0079 (12) | 0.0109 (12) |
C28 | 0.0341 (16) | 0.0279 (14) | 0.0602 (19) | 0.0048 (12) | 0.0116 (14) | 0.0241 (14) |
C29 | 0.0359 (15) | 0.0289 (14) | 0.0499 (17) | 0.0135 (12) | 0.0121 (14) | 0.0207 (13) |
C30 | 0.0244 (13) | 0.0247 (12) | 0.0274 (13) | 0.0089 (10) | 0.0090 (11) | 0.0094 (10) |
C31 | 0.0227 (12) | 0.0206 (11) | 0.0216 (12) | 0.0058 (10) | 0.0070 (10) | 0.0059 (9) |
C32 | 0.0235 (13) | 0.0270 (13) | 0.0314 (13) | 0.0126 (10) | 0.0097 (11) | 0.0108 (11) |
C33 | 0.0153 (11) | 0.0283 (13) | 0.0313 (13) | 0.0123 (10) | 0.0092 (10) | 0.0171 (10) |
C34 | 0.0130 (11) | 0.0234 (11) | 0.0315 (13) | 0.0093 (9) | 0.0095 (10) | 0.0161 (10) |
C35 | 0.0128 (11) | 0.0276 (12) | 0.0303 (12) | 0.0105 (9) | 0.0106 (10) | 0.0189 (10) |
C36 | 0.0144 (11) | 0.0284 (12) | 0.0298 (12) | 0.0123 (9) | 0.0097 (10) | 0.0186 (10) |
C37 | 0.0136 (11) | 0.0299 (12) | 0.0314 (13) | 0.0112 (9) | 0.0100 (10) | 0.0176 (11) |
C38 | 0.0181 (11) | 0.0260 (12) | 0.0340 (13) | 0.0115 (10) | 0.0124 (10) | 0.0213 (11) |
C39 | 0.0186 (11) | 0.0315 (13) | 0.0304 (13) | 0.0147 (10) | 0.0122 (10) | 0.0208 (11) |
O19 | 0.0457 (13) | 0.0535 (13) | 0.0262 (10) | 0.0148 (10) | 0.0097 (9) | 0.0037 (9) |
C40 | 0.0477 (18) | 0.0337 (15) | 0.0282 (14) | 0.0080 (13) | 0.0032 (13) | 0.0094 (12) |
Geometric parameters (Å, º) top
Er1—O1i | 2.3024 (16) | C7—C8 | 1.482 (3) |
Er1—O6 | 2.2550 (15) | C8—C9 | 1.385 (3) |
Er1—O7 | 2.3043 (16) | C8—C19 | 1.411 (3) |
Er1—O10 | 2.4255 (17) | C9—H9 | 0.9500 |
Er1—O11 | 2.4283 (16) | C9—C10 | 1.395 (4) |
Er1—O13 | 2.4386 (16) | C10—H10 | 0.9500 |
Er1—O14 | 2.4249 (17) | C10—C11 | 1.376 (4) |
Er1—O16 | 2.4186 (16) | C11—C12 | 1.483 (3) |
Er1—O17 | 2.5059 (16) | C11—C20 | 1.414 (3) |
Er1—N7 | 2.842 (2) | C13—C14 | 1.483 (3) |
Er1—N8 | 2.848 (2) | C14—C15 | 1.374 (3) |
Er1—N9 | 2.8851 (19) | C14—C20 | 1.415 (3) |
O1—Er1i | 2.3024 (16) | C15—H15 | 0.9500 |
O1—N1 | 1.332 (2) | C15—C16 | 1.411 (3) |
O2—C7 | 1.207 (3) | C16—H16 | 0.9500 |
O3—C18 | 1.217 (3) | C16—C17 | 1.368 (3) |
O4—C12 | 1.218 (3) | C17—C18 | 1.480 (3) |
O5—C13 | 1.214 (3) | C17—C19 | 1.412 (3) |
O6—N3 | 1.336 (2) | C19—C20 | 1.415 (3) |
O7—N5 | 1.344 (3) | C21—H21 | 0.9500 |
O8—C33 | 1.213 (3) | C21—C22 | 1.370 (4) |
O9—C37 | 1.210 (3) | C22—H22 | 0.9500 |
O10—N7 | 1.278 (3) | C22—C23 | 1.387 (4) |
O11—N7 | 1.269 (3) | C23—H23 | 0.9500 |
O12—N7 | 1.217 (3) | C23—C24 | 1.385 (4) |
O13—N8 | 1.272 (3) | C24—C25 | 1.382 (3) |
O14—N8 | 1.263 (3) | C24—C26 | 1.513 (3) |
O15—N8 | 1.227 (3) | C25—H25 | 0.9500 |
O16—N9 | 1.273 (2) | C26—H26A | 0.9900 |
O17—N9 | 1.270 (3) | C26—H26B | 0.9900 |
O18—N9 | 1.220 (2) | C27—H27 | 0.9500 |
N1—C1 | 1.349 (3) | C27—C28 | 1.371 (4) |
N1—C5 | 1.359 (3) | C28—H28 | 0.9500 |
N2—C6 | 1.471 (3) | C28—C29 | 1.387 (4) |
N2—C7 | 1.404 (3) | C29—H29 | 0.9500 |
N2—C18 | 1.399 (3) | C29—C30 | 1.390 (4) |
N3—C21 | 1.348 (3) | C30—C31 | 1.374 (3) |
N3—C25 | 1.339 (3) | C30—C32 | 1.511 (3) |
N4—C12 | 1.394 (3) | C31—H31 | 0.9500 |
N4—C13 | 1.400 (3) | C32—H32A | 0.9900 |
N4—C26 | 1.476 (3) | C32—H32B | 0.9900 |
N5—C27 | 1.345 (3) | C33—C34 | 1.482 (3) |
N5—C31 | 1.342 (3) | C34—C35 | 1.410 (3) |
N6—C32 | 1.479 (3) | C34—C38 | 1.377 (3) |
N6—C33 | 1.398 (3) | C35—C35ii | 1.416 (5) |
N6—C37 | 1.398 (3) | C35—C36 | 1.413 (3) |
C1—H1 | 0.9500 | C36—C37 | 1.484 (3) |
C1—C2 | 1.376 (3) | C36—C39 | 1.380 (3) |
C2—H2 | 0.9500 | C38—H38 | 0.9500 |
C2—C3 | 1.383 (3) | C38—C39ii | 1.402 (3) |
C3—H3 | 0.9500 | C39—C38ii | 1.402 (3) |
C3—C4 | 1.391 (3) | C39—H39 | 0.9500 |
C4—C5 | 1.383 (3) | O19—H19 | 0.8400 |
C4—C6 | 1.514 (3) | O19—C40 | 1.408 (4) |
C5—H5 | 0.9500 | C40—H40A | 0.9800 |
C6—H6A | 0.9900 | C40—H40B | 0.9800 |
C6—H6B | 0.9900 | C40—H40C | 0.9800 |
| | | |
O1i—Er1—O7 | 79.09 (6) | C5—C4—C6 | 121.5 (2) |
O1i—Er1—O10 | 144.60 (6) | N1—C5—C4 | 120.4 (2) |
O1i—Er1—O11 | 146.51 (6) | N1—C5—H5 | 119.8 |
O1i—Er1—O13 | 80.18 (6) | C4—C5—H5 | 119.8 |
O1i—Er1—O14 | 132.67 (6) | N2—C6—C4 | 114.53 (19) |
O1i—Er1—O16 | 83.62 (6) | N2—C6—H6A | 108.6 |
O1i—Er1—O17 | 73.72 (6) | N2—C6—H6B | 108.6 |
O1i—Er1—N7 | 159.94 (6) | C4—C6—H6A | 108.6 |
O1i—Er1—N8 | 106.49 (6) | C4—C6—H6B | 108.6 |
O1i—Er1—N9 | 76.58 (5) | H6A—C6—H6B | 107.6 |
O6—Er1—O1i | 80.84 (6) | O2—C7—N2 | 120.6 (2) |
O6—Er1—O7 | 85.34 (6) | O2—C7—C8 | 122.6 (2) |
O6—Er1—O10 | 130.32 (6) | N2—C7—C8 | 116.8 (2) |
O6—Er1—O11 | 78.07 (6) | C9—C8—C7 | 120.5 (2) |
O6—Er1—O13 | 71.92 (6) | C9—C8—C19 | 119.9 (2) |
O6—Er1—O14 | 85.66 (6) | C19—C8—C7 | 119.5 (2) |
O6—Er1—O16 | 139.20 (5) | C8—C9—H9 | 119.8 |
O6—Er1—O17 | 150.89 (6) | C8—C9—C10 | 120.4 (2) |
O6—Er1—N7 | 103.73 (6) | C10—C9—H9 | 119.8 |
O6—Er1—N8 | 78.78 (6) | C9—C10—H10 | 119.6 |
O6—Er1—N9 | 154.22 (6) | C11—C10—C9 | 120.8 (2) |
O7—Er1—O10 | 86.52 (6) | C11—C10—H10 | 119.6 |
O7—Er1—O11 | 73.55 (6) | C10—C11—C12 | 120.5 (2) |
O7—Er1—O13 | 151.31 (6) | C10—C11—C20 | 120.2 (2) |
O7—Er1—O14 | 144.70 (6) | C20—C11—C12 | 119.3 (2) |
O7—Er1—O16 | 128.14 (6) | O4—C12—N4 | 120.3 (2) |
O7—Er1—O17 | 76.28 (6) | O4—C12—C11 | 122.4 (2) |
O7—Er1—N7 | 81.80 (6) | N4—C12—C11 | 117.25 (19) |
O7—Er1—N8 | 161.93 (6) | O5—C13—N4 | 120.3 (2) |
O7—Er1—N9 | 102.23 (6) | O5—C13—C14 | 123.0 (2) |
O10—Er1—O11 | 52.69 (5) | N4—C13—C14 | 116.6 (2) |
O10—Er1—O13 | 121.47 (6) | C15—C14—C13 | 119.6 (2) |
O10—Er1—O17 | 71.50 (6) | C15—C14—C20 | 120.7 (2) |
O10—Er1—N7 | 26.61 (6) | C20—C14—C13 | 119.8 (2) |
O10—Er1—N8 | 97.17 (6) | C14—C15—H15 | 120.3 |
O10—Er1—N9 | 75.15 (5) | C14—C15—C16 | 119.5 (2) |
O11—Er1—O13 | 116.76 (6) | C16—C15—H15 | 120.3 |
O11—Er1—O17 | 116.84 (6) | C15—C16—H16 | 119.5 |
O11—Er1—N7 | 26.39 (6) | C17—C16—C15 | 121.1 (2) |
O11—Er1—N8 | 94.58 (6) | C17—C16—H16 | 119.5 |
O11—Er1—N9 | 127.67 (5) | C16—C17—C18 | 119.6 (2) |
O13—Er1—O17 | 116.25 (5) | C16—C17—C19 | 120.4 (2) |
O13—Er1—N7 | 119.87 (6) | C19—C17—C18 | 119.9 (2) |
O13—Er1—N8 | 26.41 (6) | O3—C18—N2 | 120.1 (2) |
O13—Er1—N9 | 91.95 (5) | O3—C18—C17 | 123.3 (2) |
O14—Er1—O10 | 73.77 (6) | N2—C18—C17 | 116.6 (2) |
O14—Er1—O11 | 71.20 (6) | C8—C19—C17 | 121.4 (2) |
O14—Er1—O13 | 52.53 (6) | C8—C19—C20 | 119.6 (2) |
O14—Er1—O17 | 122.11 (6) | C17—C19—C20 | 118.9 (2) |
O14—Er1—N7 | 67.39 (6) | C11—C20—C14 | 121.5 (2) |
O14—Er1—N8 | 26.18 (6) | C11—C20—C19 | 119.1 (2) |
O14—Er1—N9 | 100.60 (6) | C19—C20—C14 | 119.4 (2) |
O16—Er1—O10 | 80.21 (6) | N3—C21—H21 | 120.1 |
O16—Er1—O11 | 128.73 (6) | N3—C21—C22 | 119.8 (2) |
O16—Er1—O13 | 68.36 (5) | C22—C21—H21 | 120.1 |
O16—Er1—O14 | 77.73 (6) | C21—C22—H22 | 120.1 |
O16—Er1—O17 | 51.93 (5) | C21—C22—C23 | 119.8 (3) |
O16—Er1—N7 | 103.69 (6) | C23—C22—H22 | 120.1 |
O16—Er1—N8 | 69.91 (5) | C22—C23—H23 | 120.2 |
O16—Er1—N9 | 25.91 (5) | C24—C23—C22 | 119.5 (2) |
O17—Er1—N7 | 95.86 (6) | C24—C23—H23 | 120.2 |
O17—Er1—N8 | 121.68 (5) | C23—C24—C26 | 122.4 (2) |
O17—Er1—N9 | 26.04 (5) | C25—C24—C23 | 118.6 (2) |
N7—Er1—N8 | 93.57 (6) | C25—C24—C26 | 118.9 (2) |
N7—Er1—N9 | 101.74 (6) | N3—C25—C24 | 120.6 (2) |
N8—Er1—N9 | 95.80 (6) | N3—C25—H25 | 119.7 |
N1—O1—Er1i | 131.48 (13) | C24—C25—H25 | 119.7 |
N3—O6—Er1 | 130.55 (12) | N4—C26—C24 | 112.06 (18) |
N5—O7—Er1 | 124.98 (12) | N4—C26—H26A | 109.2 |
N7—O10—Er1 | 95.21 (13) | N4—C26—H26B | 109.2 |
N7—O11—Er1 | 95.33 (13) | C24—C26—H26A | 109.2 |
N8—O13—Er1 | 95.07 (12) | C24—C26—H26B | 109.2 |
N8—O14—Er1 | 95.95 (13) | H26A—C26—H26B | 107.9 |
N9—O16—Er1 | 97.97 (12) | N5—C27—H27 | 120.1 |
N9—O17—Er1 | 93.90 (12) | N5—C27—C28 | 119.8 (2) |
O1—N1—C1 | 118.84 (18) | C28—C27—H27 | 120.1 |
O1—N1—C5 | 119.23 (18) | C27—C28—H28 | 120.0 |
C1—N1—C5 | 121.88 (19) | C27—C28—C29 | 120.1 (3) |
C7—N2—C6 | 117.9 (2) | C29—C28—H28 | 120.0 |
C18—N2—C6 | 116.1 (2) | C28—C29—H29 | 120.5 |
C18—N2—C7 | 125.04 (19) | C28—C29—C30 | 118.9 (3) |
O6—N3—C21 | 118.69 (19) | C30—C29—H29 | 120.5 |
O6—N3—C25 | 119.57 (19) | C29—C30—C32 | 122.3 (2) |
C25—N3—C21 | 121.7 (2) | C31—C30—C29 | 118.9 (2) |
C12—N4—C13 | 125.53 (19) | C31—C30—C32 | 118.7 (2) |
C12—N4—C26 | 118.17 (19) | N5—C31—C30 | 120.9 (2) |
C13—N4—C26 | 116.3 (2) | N5—C31—H31 | 119.6 |
O7—N5—C27 | 119.6 (2) | C30—C31—H31 | 119.6 |
C31—N5—O7 | 119.01 (19) | N6—C32—C30 | 112.0 (2) |
C31—N5—C27 | 121.3 (2) | N6—C32—H32A | 109.2 |
C33—N6—C32 | 116.89 (19) | N6—C32—H32B | 109.2 |
C33—N6—C37 | 125.0 (2) | C30—C32—H32A | 109.2 |
C37—N6—C32 | 118.1 (2) | C30—C32—H32B | 109.2 |
O10—N7—Er1 | 58.19 (11) | H32A—C32—H32B | 107.9 |
O11—N7—Er1 | 58.28 (11) | O8—C33—N6 | 119.9 (2) |
O11—N7—O10 | 115.45 (19) | O8—C33—C34 | 122.7 (2) |
O12—N7—Er1 | 170.18 (17) | N6—C33—C34 | 117.4 (2) |
O12—N7—O10 | 122.1 (2) | C35—C34—C33 | 119.0 (2) |
O12—N7—O11 | 122.5 (2) | C38—C34—C33 | 120.7 (2) |
O13—N8—Er1 | 58.52 (10) | C38—C34—C35 | 120.3 (2) |
O14—N8—Er1 | 57.87 (11) | C34—C35—C35ii | 118.9 (3) |
O14—N8—O13 | 116.22 (19) | C34—C35—C36 | 121.5 (2) |
O15—N8—Er1 | 175.74 (16) | C36—C35—C35ii | 119.6 (3) |
O15—N8—O13 | 121.4 (2) | C35—C36—C37 | 120.1 (2) |
O15—N8—O14 | 122.4 (2) | C39—C36—C35 | 120.4 (2) |
O16—N9—Er1 | 56.12 (10) | C39—C36—C37 | 119.5 (2) |
O17—N9—Er1 | 60.06 (11) | O9—C37—N6 | 121.0 (2) |
O17—N9—O16 | 116.09 (18) | O9—C37—C36 | 122.6 (2) |
O18—N9—Er1 | 175.51 (15) | N6—C37—C36 | 116.3 (2) |
O18—N9—O16 | 121.5 (2) | C34—C38—H38 | 119.5 |
O18—N9—O17 | 122.42 (19) | C34—C38—C39ii | 120.9 (2) |
N1—C1—H1 | 120.4 | C39ii—C38—H38 | 119.5 |
N1—C1—C2 | 119.2 (2) | C36—C39—C38ii | 119.8 (2) |
C2—C1—H1 | 120.4 | C36—C39—H39 | 120.1 |
C1—C2—H2 | 119.9 | C38ii—C39—H39 | 120.1 |
C1—C2—C3 | 120.1 (2) | C40—O19—H19 | 109.5 |
C3—C2—H2 | 119.9 | O19—C40—H40A | 109.5 |
C2—C3—H3 | 119.9 | O19—C40—H40B | 109.5 |
C2—C3—C4 | 120.2 (2) | O19—C40—H40C | 109.5 |
C4—C3—H3 | 119.9 | H40A—C40—H40B | 109.5 |
C3—C4—C6 | 120.2 (2) | H40A—C40—H40C | 109.5 |
C5—C4—C3 | 118.2 (2) | H40B—C40—H40C | 109.5 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x−1, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O19—H19···O7 | 0.84 | 2.01 | 2.816 (2) | 161 |
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