Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807047101/at2408sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807047101/at2408Isup2.hkl |
CCDC reference: 649516
To a stirred solution of 1-naphthylacetic acid (0.5586 g, 3 mmol) and 1,10-phenanthroline monohydrate (0.198 g, 1 mmol) in 30 ml me thanol, and a solution of Gd(NO3)3.6H2O (0.451 g, 1 mmol) in water (10 ml) was added. The mixed solution was heated to 333k and stirred for 3 h, and then cooled to room temperature. The precipitate was washed with water and then dissolved in DMF. A colorless crystal suitable for X-ray diffraction was obtained by evaporation of DMF solution.
The space group was uniquely assigned from the systematic absences. All H atoms were located in difference Fourier maps. H atoms bonded to C atoms were treated as riding atoms, with C—H distances of 0.93 Å (aryl, formyl), 0.97Å (methylene) and 0.96 Å (methyl), and with Uiso(H) = 1.2Ueq(C) (aryl, formyl, methylene) or 1.5 Ueq(C) (methyl).
As a part of our investigation of the rare earth complexes with 1-naphthylacetic acid (NAA) and 1,10-phenanthroline (phen), we have recently reported the crystal structures of two complexes [Eu(NAA)3(phen)]2.2DMF (II) (Liu et al., 2007) and [Pr(NAA)3(phen)]2 .DMF (Xia et al., 2007). We report here the crystal structure of gadolinium complexes with NAA and phen, (I).
In the title complex, the coordination environment of Gd atom and coordination modes of the NNA ligands coordinated to the GdIII ion are in agreement with the complex (II) (Fig.1). The average bond lengths of between the terbium center and carboxylic oxygen atoms are 2.450 (7) Å, shorter than that 2.4725 (5) Å) of complex (II). The dihedral angles of the least-square-plane Gd2O2 and naphthyl rings are 58.35 (20)° (C3—C12 ring), 43.84 (29)° (C15—C24 ring) and 71.45 (26)° (C27—C36 ring), and the dihedral angle between Gd2O2 plane and phen ring is 81.89 (20)°.
The molecules of (I) are linked into sheets by means of C—H···π hydrogen bond (Fig. 2 and Table 2) and chains parallel to the a axis direction with R44(30) rings (Bernstein et al., 1995) surrounds an R22(14) ring centred at (n, 1/2, 1) (n = zero or integer) (Fig. 3) by C—H···O hydrogen bonds (Fig. 3 and Table 2). The action of a chains are to link adjacent [100] sheet into the three-dimensional framework structure.
For related literature, see: Bernstein et al. (1995); Liu et al. (2007); Xia et al. (2007).
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).
[Gd2(C12H9O2)6(C12H8N2)2]·2C3H7NO | F(000) = 1956 |
Mr = 1932.25 | Dx = 1.463 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 4868 reflections |
a = 13.4762 (19) Å | θ = 2.4–25.3° |
b = 15.103 (2) Å | µ = 1.57 mm−1 |
c = 22.178 (2) Å | T = 298 K |
β = 103.698 (2)° | Block, colourless |
V = 4385.4 (10) Å3 | 0.43 × 0.16 × 0.15 mm |
Z = 2 |
Bruker SMART 1000 CCD area-detector diffractometer | 7696 independent reflections |
Radiation source: fine-focus sealed tube | 4921 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
φ and ω scans | θmax = 25.0°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→15 |
Tmin = 0.552, Tmax = 0.799 | k = −17→12 |
20263 measured reflections | l = −24→26 |
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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.081 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0215P)2 + 3.2792P] where P = (Fo2 + 2Fc2)/3 |
7696 reflections | (Δ/σ)max = 0.002 |
561 parameters | Δρmax = 1.01 e Å−3 |
36 restraints | Δρmin = −0.80 e Å−3 |
[Gd2(C12H9O2)6(C12H8N2)2]·2C3H7NO | V = 4385.4 (10) Å3 |
Mr = 1932.25 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 13.4762 (19) Å | µ = 1.57 mm−1 |
b = 15.103 (2) Å | T = 298 K |
c = 22.178 (2) Å | 0.43 × 0.16 × 0.15 mm |
β = 103.698 (2)° |
Bruker SMART 1000 CCD area-detector diffractometer | 7696 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4921 reflections with I > 2σ(I) |
Tmin = 0.552, Tmax = 0.799 | Rint = 0.055 |
20263 measured reflections |
R[F2 > 2σ(F2)] = 0.041 | 36 restraints |
wR(F2) = 0.081 | H-atom parameters constrained |
S = 1.03 | Δρmax = 1.01 e Å−3 |
7696 reflections | Δρmin = −0.80 e Å−3 |
561 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Gd1 | 0.882546 (19) | 0.429745 (18) | 0.511490 (12) | 0.03439 (9) | |
N1 | 0.7300 (3) | 0.4440 (3) | 0.5645 (2) | 0.0422 (11) | |
N2 | 0.7124 (3) | 0.3633 (3) | 0.4537 (2) | 0.0505 (12) | |
N3 | 0.1327 (6) | 0.8355 (5) | 0.7469 (3) | 0.0839 (19) | |
O1 | 0.9404 (2) | 0.5795 (2) | 0.47896 (14) | 0.0378 (8) | |
O2 | 0.7765 (2) | 0.5557 (2) | 0.46141 (15) | 0.0457 (10) | |
O3 | 0.9045 (2) | 0.4248 (2) | 0.40872 (14) | 0.0407 (8) | |
O4 | 1.0488 (3) | 0.4869 (2) | 0.39721 (15) | 0.0432 (9) | |
O5 | 0.9128 (3) | 0.2727 (3) | 0.48857 (18) | 0.0554 (11) | |
O6 | 0.9031 (3) | 0.3045 (3) | 0.58324 (17) | 0.0555 (11) | |
O7 | 0.2671 (5) | 0.7448 (5) | 0.7639 (3) | 0.167 (3) | |
C1 | 0.8487 (4) | 0.5984 (3) | 0.4517 (2) | 0.0375 (13) | |
C2 | 0.8341 (4) | 0.6733 (4) | 0.4055 (3) | 0.0562 (17) | |
H2A | 0.8592 | 0.7273 | 0.4275 | 0.067* | |
H2B | 0.8760 | 0.6617 | 0.3763 | 0.067* | |
C3 | 0.7266 (4) | 0.6887 (4) | 0.3695 (3) | 0.0501 (16) | |
C4 | 0.6767 (5) | 0.7631 (5) | 0.3803 (3) | 0.070 (2) | |
H4 | 0.7099 | 0.8027 | 0.4106 | 0.084* | |
C5 | 0.5768 (6) | 0.7819 (5) | 0.3473 (4) | 0.086 (2) | |
H5 | 0.5448 | 0.8336 | 0.3555 | 0.103* | |
C6 | 0.5272 (5) | 0.7250 (6) | 0.3038 (4) | 0.082 (2) | |
H6 | 0.4603 | 0.7371 | 0.2827 | 0.099* | |
C7 | 0.5746 (5) | 0.6482 (5) | 0.2899 (3) | 0.0670 (19) | |
C8 | 0.6755 (5) | 0.6291 (5) | 0.3233 (3) | 0.0557 (17) | |
C9 | 0.7209 (6) | 0.5511 (5) | 0.3087 (3) | 0.081 (2) | |
H9 | 0.7874 | 0.5379 | 0.3300 | 0.097* | |
C10 | 0.6713 (8) | 0.4947 (6) | 0.2646 (4) | 0.121 (3) | |
H10 | 0.7031 | 0.4433 | 0.2558 | 0.145* | |
C11 | 0.5716 (9) | 0.5142 (7) | 0.2324 (4) | 0.126 (4) | |
H11 | 0.5369 | 0.4753 | 0.2021 | 0.151* | |
C12 | 0.5251 (6) | 0.5889 (6) | 0.2445 (4) | 0.101 (3) | |
H12 | 0.4588 | 0.6011 | 0.2223 | 0.121* | |
C13 | 0.9738 (4) | 0.4363 (4) | 0.3807 (2) | 0.0372 (12) | |
C14 | 0.9632 (4) | 0.3856 (4) | 0.3204 (2) | 0.0565 (17) | |
H14A | 0.9148 | 0.3379 | 0.3197 | 0.068* | |
H14B | 0.9340 | 0.4253 | 0.2864 | 0.068* | |
C15 | 1.0584 (5) | 0.3468 (4) | 0.3082 (3) | 0.0538 (16) | |
C16 | 1.0911 (6) | 0.3718 (5) | 0.2565 (3) | 0.076 (2) | |
H16 | 1.0543 | 0.4146 | 0.2304 | 0.092* | |
C17 | 1.1773 (7) | 0.3353 (6) | 0.2419 (4) | 0.097 (3) | |
H17 | 1.1981 | 0.3548 | 0.2071 | 0.116* | |
C18 | 1.2305 (6) | 0.2718 (6) | 0.2783 (4) | 0.093 (3) | |
H18 | 1.2883 | 0.2483 | 0.2683 | 0.112* | |
C19 | 1.2010 (5) | 0.2402 (5) | 0.3310 (4) | 0.074 (2) | |
C20 | 1.1143 (5) | 0.2798 (4) | 0.3467 (3) | 0.0571 (17) | |
C21 | 1.0848 (6) | 0.2471 (5) | 0.3991 (3) | 0.075 (2) | |
H21 | 1.0292 | 0.2721 | 0.4109 | 0.090* | |
C22 | 1.1363 (7) | 0.1797 (5) | 0.4324 (4) | 0.095 (3) | |
H22 | 1.1152 | 0.1591 | 0.4669 | 0.114* | |
C23 | 1.2197 (7) | 0.1402 (6) | 0.4169 (5) | 0.108 (3) | |
H23 | 1.2534 | 0.0935 | 0.4405 | 0.129* | |
C24 | 1.2515 (6) | 0.1704 (6) | 0.3673 (5) | 0.100 (3) | |
H24 | 1.3079 | 0.1443 | 0.3570 | 0.120* | |
C25 | 0.9101 (4) | 0.2498 (4) | 0.5422 (3) | 0.0506 (15) | |
C26 | 0.9136 (5) | 0.1503 (4) | 0.5563 (3) | 0.0678 (18) | |
H26A | 0.9808 | 0.1276 | 0.5560 | 0.081* | |
H26B | 0.9026 | 0.1412 | 0.5975 | 0.081* | |
C27 | 0.8354 (6) | 0.1001 (4) | 0.5107 (3) | 0.072 (2) | |
C28 | 0.8583 (8) | 0.0475 (5) | 0.4667 (4) | 0.098 (3) | |
H28 | 0.9264 | 0.0398 | 0.4658 | 0.117* | |
C29 | 0.7823 (10) | 0.0038 (7) | 0.4221 (5) | 0.133 (4) | |
H29 | 0.8010 | −0.0330 | 0.3930 | 0.160* | |
C30 | 0.6834 (10) | 0.0148 (8) | 0.4211 (5) | 0.134 (4) | |
H30 | 0.6338 | −0.0128 | 0.3906 | 0.161* | |
C31 | 0.6544 (8) | 0.0675 (6) | 0.4657 (5) | 0.105 (3) | |
C32 | 0.7308 (7) | 0.1103 (5) | 0.5116 (4) | 0.076 (2) | |
C33 | 0.6992 (6) | 0.1631 (5) | 0.5555 (4) | 0.095 (3) | |
H33 | 0.7479 | 0.1917 | 0.5861 | 0.114* | |
C34 | 0.5973 (8) | 0.1733 (6) | 0.5541 (5) | 0.126 (4) | |
H34 | 0.5767 | 0.2077 | 0.5836 | 0.151* | |
C35 | 0.5259 (10) | 0.1311 (8) | 0.5075 (7) | 0.161 (6) | |
H35 | 0.4571 | 0.1390 | 0.5065 | 0.194* | |
C36 | 0.5502 (11) | 0.0801 (8) | 0.4644 (6) | 0.151 (5) | |
H36 | 0.4996 | 0.0533 | 0.4340 | 0.182* | |
C37 | 0.7367 (5) | 0.4833 (4) | 0.6186 (3) | 0.0583 (17) | |
H37 | 0.7996 | 0.5059 | 0.6396 | 0.070* | |
C38 | 0.6537 (5) | 0.4923 (5) | 0.6458 (3) | 0.072 (2) | |
H38 | 0.6620 | 0.5195 | 0.6842 | 0.086* | |
C39 | 0.5613 (5) | 0.4611 (4) | 0.6156 (3) | 0.070 (2) | |
H39 | 0.5054 | 0.4678 | 0.6331 | 0.085* | |
C40 | 0.5494 (4) | 0.4195 (4) | 0.5590 (3) | 0.0590 (17) | |
C41 | 0.6369 (4) | 0.4123 (3) | 0.5345 (2) | 0.0414 (14) | |
C42 | 0.6274 (4) | 0.3709 (4) | 0.4755 (3) | 0.0451 (15) | |
C43 | 0.5323 (4) | 0.3381 (4) | 0.4424 (3) | 0.0611 (18) | |
C44 | 0.5275 (6) | 0.2987 (5) | 0.3857 (3) | 0.084 (2) | |
H44 | 0.4654 | 0.2772 | 0.3626 | 0.101* | |
C45 | 0.6120 (5) | 0.2912 (5) | 0.3634 (3) | 0.087 (2) | |
H45 | 0.6091 | 0.2646 | 0.3252 | 0.104* | |
C46 | 0.7043 (5) | 0.3246 (4) | 0.3993 (3) | 0.0676 (19) | |
H46 | 0.7627 | 0.3192 | 0.3841 | 0.081* | |
C47 | 0.4541 (5) | 0.3857 (5) | 0.5243 (4) | 0.073 (2) | |
H47 | 0.3967 | 0.3905 | 0.5405 | 0.088* | |
C48 | 0.4457 (5) | 0.3476 (5) | 0.4695 (4) | 0.079 (2) | |
H48 | 0.3824 | 0.3265 | 0.4480 | 0.094* | |
C49 | 0.1908 (8) | 0.7742 (7) | 0.7788 (4) | 0.111 (3) | |
H49 | 0.1740 | 0.7518 | 0.8142 | 0.134* | |
C50 | 0.0442 (6) | 0.8672 (5) | 0.7663 (3) | 0.103 (3) | |
H50A | 0.0352 | 0.8331 | 0.8011 | 0.154* | |
H50B | −0.0151 | 0.8613 | 0.7326 | 0.154* | |
H50C | 0.0538 | 0.9284 | 0.7779 | 0.154* | |
C51 | 0.1579 (8) | 0.8747 (7) | 0.6936 (4) | 0.169 (5) | |
H51A | 0.1766 | 0.9356 | 0.7022 | 0.254* | |
H51B | 0.0998 | 0.8716 | 0.6589 | 0.254* | |
H51C | 0.2141 | 0.8434 | 0.6839 | 0.254* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Gd1 | 0.02397 (14) | 0.03787 (15) | 0.04183 (15) | −0.00299 (15) | 0.00883 (10) | −0.00279 (15) |
N1 | 0.030 (3) | 0.048 (3) | 0.051 (3) | 0.004 (2) | 0.013 (2) | 0.006 (2) |
N2 | 0.035 (3) | 0.057 (3) | 0.058 (3) | −0.008 (3) | 0.007 (2) | −0.009 (3) |
N3 | 0.093 (5) | 0.084 (5) | 0.071 (5) | −0.008 (4) | 0.014 (4) | −0.018 (4) |
O1 | 0.0227 (19) | 0.043 (2) | 0.046 (2) | 0.0017 (18) | 0.0056 (16) | −0.0015 (18) |
O2 | 0.0218 (19) | 0.055 (3) | 0.062 (2) | −0.0001 (19) | 0.0138 (17) | 0.011 (2) |
O3 | 0.035 (2) | 0.050 (2) | 0.0388 (19) | −0.007 (2) | 0.0123 (16) | −0.0084 (19) |
O4 | 0.036 (2) | 0.049 (2) | 0.046 (2) | −0.011 (2) | 0.0124 (18) | −0.0159 (18) |
O5 | 0.058 (3) | 0.046 (3) | 0.065 (3) | −0.004 (2) | 0.019 (2) | −0.003 (2) |
O6 | 0.059 (3) | 0.050 (3) | 0.060 (3) | −0.004 (2) | 0.019 (2) | 0.000 (2) |
O7 | 0.091 (5) | 0.200 (8) | 0.195 (7) | 0.008 (5) | 0.008 (5) | −0.062 (6) |
C1 | 0.026 (3) | 0.041 (4) | 0.045 (3) | 0.005 (3) | 0.006 (3) | −0.004 (3) |
C2 | 0.034 (4) | 0.065 (4) | 0.066 (4) | −0.003 (3) | 0.005 (3) | 0.020 (3) |
C3 | 0.038 (4) | 0.053 (4) | 0.060 (4) | 0.001 (3) | 0.012 (3) | 0.025 (3) |
C4 | 0.057 (5) | 0.072 (5) | 0.075 (5) | 0.008 (4) | 0.002 (4) | 0.025 (4) |
C5 | 0.073 (6) | 0.084 (6) | 0.101 (6) | 0.034 (5) | 0.023 (5) | 0.033 (5) |
C6 | 0.045 (5) | 0.106 (7) | 0.091 (6) | 0.016 (5) | 0.007 (4) | 0.046 (5) |
C7 | 0.047 (4) | 0.084 (6) | 0.061 (5) | −0.005 (4) | −0.005 (4) | 0.026 (4) |
C8 | 0.050 (4) | 0.061 (5) | 0.055 (4) | −0.003 (4) | 0.010 (3) | 0.022 (4) |
C9 | 0.084 (5) | 0.085 (6) | 0.062 (5) | 0.013 (5) | −0.008 (4) | 0.003 (4) |
C10 | 0.157 (9) | 0.107 (7) | 0.076 (6) | 0.014 (7) | −0.016 (6) | −0.011 (5) |
C11 | 0.162 (10) | 0.100 (7) | 0.081 (6) | −0.023 (7) | −0.040 (6) | −0.005 (6) |
C12 | 0.090 (6) | 0.113 (8) | 0.078 (6) | −0.023 (6) | −0.024 (5) | 0.028 (5) |
C13 | 0.042 (3) | 0.039 (3) | 0.030 (3) | 0.007 (3) | 0.007 (3) | −0.001 (3) |
C14 | 0.053 (4) | 0.069 (4) | 0.045 (4) | −0.004 (3) | 0.008 (3) | −0.018 (3) |
C15 | 0.054 (4) | 0.061 (4) | 0.049 (4) | −0.006 (4) | 0.018 (3) | −0.027 (3) |
C16 | 0.096 (6) | 0.080 (5) | 0.062 (4) | −0.006 (4) | 0.038 (4) | −0.016 (4) |
C17 | 0.115 (8) | 0.107 (8) | 0.089 (6) | −0.005 (6) | 0.068 (6) | −0.025 (5) |
C18 | 0.065 (6) | 0.111 (8) | 0.117 (7) | −0.014 (5) | 0.049 (5) | −0.057 (6) |
C19 | 0.060 (5) | 0.071 (6) | 0.097 (6) | −0.005 (4) | 0.030 (5) | −0.039 (5) |
C20 | 0.049 (4) | 0.059 (4) | 0.063 (4) | −0.009 (4) | 0.012 (3) | −0.022 (4) |
C21 | 0.081 (5) | 0.064 (5) | 0.081 (5) | 0.000 (4) | 0.024 (4) | −0.012 (4) |
C22 | 0.100 (7) | 0.076 (6) | 0.109 (7) | 0.007 (5) | 0.026 (6) | 0.000 (5) |
C23 | 0.097 (8) | 0.081 (7) | 0.134 (8) | 0.013 (6) | 0.006 (6) | 0.001 (6) |
C24 | 0.074 (6) | 0.083 (7) | 0.143 (9) | 0.001 (5) | 0.025 (6) | −0.033 (6) |
C25 | 0.031 (3) | 0.038 (4) | 0.079 (5) | −0.007 (3) | 0.005 (3) | 0.005 (4) |
C26 | 0.062 (5) | 0.047 (4) | 0.093 (5) | 0.002 (4) | 0.015 (4) | 0.010 (4) |
C27 | 0.093 (6) | 0.041 (4) | 0.083 (5) | −0.009 (4) | 0.021 (5) | 0.021 (4) |
C28 | 0.156 (8) | 0.057 (5) | 0.086 (6) | −0.010 (5) | 0.041 (6) | −0.009 (4) |
C29 | 0.233 (12) | 0.074 (6) | 0.100 (7) | −0.041 (9) | 0.054 (9) | −0.011 (5) |
C30 | 0.188 (10) | 0.093 (7) | 0.103 (7) | −0.056 (9) | −0.002 (8) | 0.013 (6) |
C31 | 0.107 (6) | 0.063 (5) | 0.127 (7) | −0.032 (6) | −0.004 (6) | 0.033 (5) |
C32 | 0.091 (6) | 0.041 (4) | 0.086 (5) | −0.019 (4) | 0.000 (5) | 0.012 (4) |
C33 | 0.078 (6) | 0.060 (5) | 0.153 (8) | −0.015 (5) | 0.038 (6) | 0.005 (5) |
C34 | 0.102 (8) | 0.076 (7) | 0.216 (11) | −0.018 (6) | 0.069 (8) | 0.027 (7) |
C35 | 0.099 (8) | 0.096 (10) | 0.266 (16) | −0.039 (8) | 0.000 (10) | 0.067 (9) |
C36 | 0.124 (9) | 0.098 (8) | 0.200 (11) | −0.047 (9) | −0.028 (9) | 0.051 (7) |
C37 | 0.044 (4) | 0.076 (5) | 0.061 (4) | 0.002 (3) | 0.023 (3) | 0.006 (4) |
C38 | 0.068 (5) | 0.085 (6) | 0.074 (5) | 0.002 (4) | 0.038 (4) | 0.004 (4) |
C39 | 0.059 (5) | 0.071 (5) | 0.097 (6) | 0.014 (4) | 0.051 (4) | 0.026 (4) |
C40 | 0.041 (4) | 0.064 (5) | 0.081 (5) | 0.011 (4) | 0.032 (3) | 0.028 (4) |
C41 | 0.030 (3) | 0.040 (4) | 0.056 (4) | 0.007 (3) | 0.014 (3) | 0.019 (3) |
C42 | 0.024 (3) | 0.043 (4) | 0.067 (4) | −0.005 (3) | 0.008 (3) | 0.011 (3) |
C43 | 0.033 (4) | 0.057 (4) | 0.091 (5) | −0.014 (3) | 0.011 (4) | 0.010 (4) |
C44 | 0.058 (5) | 0.088 (6) | 0.091 (6) | −0.032 (5) | −0.010 (4) | −0.014 (5) |
C45 | 0.063 (5) | 0.116 (7) | 0.076 (5) | −0.038 (5) | 0.004 (4) | −0.030 (5) |
C46 | 0.049 (4) | 0.088 (5) | 0.065 (4) | −0.024 (4) | 0.012 (4) | −0.025 (4) |
C47 | 0.021 (4) | 0.082 (6) | 0.119 (6) | −0.003 (3) | 0.021 (4) | 0.042 (5) |
C48 | 0.034 (4) | 0.079 (6) | 0.116 (6) | −0.015 (4) | 0.006 (4) | 0.029 (5) |
C49 | 0.090 (8) | 0.133 (10) | 0.102 (7) | 0.001 (7) | 0.003 (6) | −0.018 (6) |
C50 | 0.105 (7) | 0.096 (7) | 0.099 (6) | 0.009 (5) | 0.008 (5) | −0.035 (5) |
C51 | 0.241 (13) | 0.173 (11) | 0.114 (8) | −0.071 (10) | 0.083 (8) | 0.013 (7) |
Gd1—O1i | 2.349 (3) | C19—C24 | 1.402 (10) |
Gd1—O3 | 2.368 (3) | C19—C20 | 1.427 (8) |
Gd1—O4i | 2.378 (3) | C20—C21 | 1.403 (8) |
Gd1—O6 | 2.445 (4) | C21—C22 | 1.350 (9) |
Gd1—O2 | 2.478 (3) | C21—H21 | 0.9300 |
Gd1—O5 | 2.480 (4) | C22—C23 | 1.385 (10) |
Gd1—O1 | 2.551 (3) | C22—H22 | 0.9300 |
Gd1—N2 | 2.552 (4) | C23—C24 | 1.352 (10) |
Gd1—N1 | 2.608 (4) | C23—H23 | 0.9300 |
Gd1—Gd1i | 3.9431 (7) | C24—H24 | 0.9300 |
N1—C37 | 1.322 (6) | C25—C26 | 1.533 (7) |
N1—C41 | 1.360 (6) | C26—C27 | 1.484 (9) |
N2—C46 | 1.323 (6) | C26—H26A | 0.9700 |
N2—C42 | 1.349 (6) | C26—H26B | 0.9700 |
N3—C49 | 1.308 (10) | C27—C28 | 1.349 (9) |
N3—C51 | 1.433 (9) | C27—C32 | 1.424 (10) |
N3—C50 | 1.442 (9) | C28—C29 | 1.408 (12) |
O1—C1 | 1.273 (5) | C28—H28 | 0.9300 |
O1—Gd1i | 2.349 (3) | C29—C30 | 1.338 (13) |
O2—C1 | 1.228 (6) | C29—H29 | 0.9300 |
O3—C13 | 1.250 (5) | C30—C31 | 1.395 (13) |
O4—C13 | 1.252 (6) | C30—H30 | 0.9300 |
O4—Gd1i | 2.378 (3) | C31—C36 | 1.411 (15) |
O5—C25 | 1.246 (7) | C31—C32 | 1.421 (10) |
O6—C25 | 1.250 (7) | C32—C33 | 1.400 (10) |
O7—C49 | 1.235 (10) | C33—C34 | 1.375 (10) |
C1—C2 | 1.508 (7) | C33—H33 | 0.9300 |
C2—C3 | 1.498 (7) | C34—C35 | 1.388 (14) |
C2—H2A | 0.9700 | C34—H34 | 0.9300 |
C2—H2B | 0.9700 | C35—C36 | 1.327 (15) |
C3—C4 | 1.360 (8) | C35—H35 | 0.9300 |
C3—C8 | 1.414 (8) | C36—H36 | 0.9300 |
C4—C5 | 1.400 (8) | C37—C38 | 1.397 (8) |
C4—H4 | 0.9300 | C37—H37 | 0.9300 |
C5—C6 | 1.346 (9) | C38—C39 | 1.351 (8) |
C5—H5 | 0.9300 | C38—H38 | 0.9300 |
C6—C7 | 1.394 (9) | C39—C40 | 1.378 (8) |
C6—H6 | 0.9300 | C39—H39 | 0.9300 |
C7—C12 | 1.393 (9) | C40—C41 | 1.414 (7) |
C7—C8 | 1.416 (8) | C40—C47 | 1.426 (8) |
C8—C9 | 1.400 (8) | C41—C42 | 1.430 (7) |
C9—C10 | 1.349 (9) | C42—C43 | 1.408 (7) |
C9—H9 | 0.9300 | C43—C44 | 1.379 (8) |
C10—C11 | 1.395 (11) | C43—C48 | 1.440 (9) |
C10—H10 | 0.9300 | C44—C45 | 1.350 (9) |
C11—C12 | 1.349 (11) | C44—H44 | 0.9300 |
C11—H11 | 0.9300 | C45—C46 | 1.402 (8) |
C12—H12 | 0.9300 | C45—H45 | 0.9300 |
C13—C14 | 1.519 (7) | C46—H46 | 0.9300 |
C14—C15 | 1.492 (7) | C47—C48 | 1.325 (9) |
C14—H14A | 0.9700 | C47—H47 | 0.9300 |
C14—H14B | 0.9700 | C48—H48 | 0.9300 |
C15—C16 | 1.373 (8) | C49—H49 | 0.9300 |
C15—C20 | 1.420 (8) | C50—H50A | 0.9600 |
C16—C17 | 1.391 (9) | C50—H50B | 0.9600 |
C16—H16 | 0.9300 | C50—H50C | 0.9600 |
C17—C18 | 1.345 (10) | C51—H51A | 0.9600 |
C17—H17 | 0.9300 | C51—H51B | 0.9600 |
C18—C19 | 1.404 (10) | C51—H51C | 0.9600 |
C18—H18 | 0.9300 | ||
O1i—Gd1—O3 | 74.30 (10) | C17—C16—H16 | 118.8 |
O1i—Gd1—O4i | 76.87 (11) | C18—C17—C16 | 119.9 (8) |
O3—Gd1—O4i | 136.41 (12) | C18—C17—H17 | 120.1 |
O1i—Gd1—O6 | 86.51 (12) | C16—C17—H17 | 120.1 |
O3—Gd1—O6 | 125.56 (13) | C17—C18—C19 | 121.7 (8) |
O4i—Gd1—O6 | 83.91 (13) | C17—C18—H18 | 119.2 |
O1i—Gd1—O2 | 123.47 (12) | C19—C18—H18 | 119.2 |
O3—Gd1—O2 | 77.45 (11) | C24—C19—C18 | 122.6 (8) |
O4i—Gd1—O2 | 92.41 (12) | C24—C19—C20 | 119.3 (8) |
O6—Gd1—O2 | 148.21 (12) | C18—C19—C20 | 118.1 (8) |
O1i—Gd1—O5 | 75.45 (12) | C21—C20—C15 | 122.4 (6) |
O3—Gd1—O5 | 73.07 (13) | C21—C20—C19 | 117.6 (7) |
O4i—Gd1—O5 | 129.15 (13) | C15—C20—C19 | 120.0 (7) |
O6—Gd1—O5 | 52.75 (12) | C22—C21—C20 | 120.6 (7) |
O2—Gd1—O5 | 138.38 (12) | C22—C21—H21 | 119.7 |
O1i—Gd1—O1 | 72.92 (13) | C20—C21—H21 | 119.7 |
O3—Gd1—O1 | 68.86 (11) | C21—C22—C23 | 122.0 (8) |
O4i—Gd1—O1 | 71.83 (11) | C21—C22—H22 | 119.0 |
O6—Gd1—O1 | 150.99 (11) | C23—C22—H22 | 119.0 |
O2—Gd1—O1 | 51.34 (10) | C24—C23—C22 | 119.3 (9) |
O5—Gd1—O1 | 135.55 (12) | C24—C23—H23 | 120.3 |
O1i—Gd1—N2 | 142.61 (13) | C22—C23—H23 | 120.3 |
O3—Gd1—N2 | 78.84 (13) | C23—C24—C19 | 121.1 (9) |
O4i—Gd1—N2 | 139.25 (13) | C23—C24—H24 | 119.5 |
O6—Gd1—N2 | 88.45 (14) | C19—C24—H24 | 119.5 |
O2—Gd1—N2 | 73.88 (13) | O5—C25—O6 | 122.4 (6) |
O5—Gd1—N2 | 72.12 (14) | O5—C25—C26 | 117.4 (6) |
O1—Gd1—N2 | 120.31 (13) | O6—C25—C26 | 120.2 (6) |
O1i—Gd1—N1 | 148.94 (12) | C27—C26—C25 | 112.3 (5) |
O3—Gd1—N1 | 136.73 (12) | C27—C26—H26A | 109.1 |
O4i—Gd1—N1 | 76.19 (13) | C25—C26—H26A | 109.1 |
O6—Gd1—N1 | 75.55 (13) | C27—C26—H26B | 109.1 |
O2—Gd1—N1 | 72.92 (12) | C25—C26—H26B | 109.1 |
O5—Gd1—N1 | 110.92 (13) | H26A—C26—H26B | 107.9 |
O1—Gd1—N1 | 112.36 (12) | C28—C27—C32 | 118.1 (8) |
N2—Gd1—N1 | 63.16 (14) | C28—C27—C26 | 123.2 (8) |
O1i—Gd1—Gd1i | 38.20 (8) | C32—C27—C26 | 118.7 (7) |
O3—Gd1—Gd1i | 66.76 (8) | C27—C28—C29 | 122.1 (10) |
O4i—Gd1—Gd1i | 70.30 (8) | C27—C28—H28 | 119.0 |
O6—Gd1—Gd1i | 121.98 (9) | C29—C28—H28 | 119.0 |
O2—Gd1—Gd1i | 85.67 (8) | C30—C29—C28 | 120.6 (12) |
O5—Gd1—Gd1i | 108.19 (9) | C30—C29—H29 | 119.7 |
O1—Gd1—Gd1i | 34.72 (7) | C28—C29—H29 | 119.7 |
N2—Gd1—Gd1i | 143.12 (10) | C29—C30—C31 | 120.3 (12) |
N1—Gd1—Gd1i | 139.16 (10) | C29—C30—H30 | 119.8 |
C37—N1—C41 | 117.3 (5) | C31—C30—H30 | 119.8 |
C37—N1—Gd1 | 123.7 (4) | C30—C31—C36 | 120.5 (12) |
C41—N1—Gd1 | 119.0 (3) | C30—C31—C32 | 119.4 (10) |
C46—N2—C42 | 118.1 (5) | C36—C31—C32 | 120.1 (11) |
C46—N2—Gd1 | 120.2 (4) | C33—C32—C31 | 118.1 (9) |
C42—N2—Gd1 | 121.7 (4) | C33—C32—C27 | 122.4 (7) |
C49—N3—C51 | 120.8 (9) | C31—C32—C27 | 119.5 (9) |
C49—N3—C50 | 120.4 (8) | C34—C33—C32 | 120.9 (9) |
C51—N3—C50 | 118.8 (8) | C34—C33—H33 | 119.6 |
C1—O1—Gd1i | 155.1 (3) | C32—C33—H33 | 119.6 |
C1—O1—Gd1 | 90.3 (3) | C33—C34—C35 | 118.6 (11) |
Gd1i—O1—Gd1 | 107.08 (13) | C33—C34—H34 | 120.7 |
C1—O2—Gd1 | 94.9 (3) | C35—C34—H34 | 120.7 |
C13—O3—Gd1 | 138.8 (3) | C36—C35—C34 | 123.8 (15) |
C13—O4—Gd1i | 134.1 (3) | C36—C35—H35 | 118.1 |
C25—O5—Gd1 | 91.5 (4) | C34—C35—H35 | 118.1 |
C25—O6—Gd1 | 93.1 (4) | C35—C36—C31 | 118.6 (14) |
O2—C1—O1 | 121.3 (5) | C35—C36—H36 | 120.7 |
O2—C1—C2 | 122.2 (5) | C31—C36—H36 | 120.7 |
O1—C1—C2 | 116.5 (5) | N1—C37—C38 | 123.0 (6) |
C3—C2—C1 | 115.7 (5) | N1—C37—H37 | 118.5 |
C3—C2—H2A | 108.4 | C38—C37—H37 | 118.5 |
C1—C2—H2A | 108.4 | C39—C38—C37 | 119.4 (6) |
C3—C2—H2B | 108.4 | C39—C38—H38 | 120.3 |
C1—C2—H2B | 108.4 | C37—C38—H38 | 120.3 |
H2A—C2—H2B | 107.4 | C38—C39—C40 | 120.3 (6) |
C4—C3—C8 | 118.6 (6) | C38—C39—H39 | 119.9 |
C4—C3—C2 | 119.4 (6) | C40—C39—H39 | 119.9 |
C8—C3—C2 | 122.0 (6) | C39—C40—C41 | 117.2 (6) |
C3—C4—C5 | 121.9 (7) | C39—C40—C47 | 123.4 (6) |
C3—C4—H4 | 119.0 | C41—C40—C47 | 119.4 (6) |
C5—C4—H4 | 119.0 | N1—C41—C40 | 122.8 (5) |
C6—C5—C4 | 119.9 (7) | N1—C41—C42 | 118.3 (5) |
C6—C5—H5 | 120.1 | C40—C41—C42 | 118.9 (5) |
C4—C5—H5 | 120.1 | N2—C42—C43 | 122.0 (6) |
C5—C6—C7 | 120.9 (7) | N2—C42—C41 | 117.8 (5) |
C5—C6—H6 | 119.5 | C43—C42—C41 | 120.3 (5) |
C7—C6—H6 | 119.5 | C44—C43—C42 | 117.9 (6) |
C6—C7—C12 | 121.9 (7) | C44—C43—C48 | 123.7 (7) |
C6—C7—C8 | 119.2 (7) | C42—C43—C48 | 118.4 (6) |
C12—C7—C8 | 118.9 (8) | C45—C44—C43 | 120.6 (6) |
C9—C8—C3 | 122.6 (6) | C45—C44—H44 | 119.7 |
C9—C8—C7 | 118.0 (7) | C43—C44—H44 | 119.7 |
C3—C8—C7 | 119.4 (7) | C44—C45—C46 | 118.3 (7) |
C10—C9—C8 | 122.0 (7) | C44—C45—H45 | 120.8 |
C10—C9—H9 | 119.0 | C46—C45—H45 | 120.8 |
C8—C9—H9 | 119.0 | N2—C46—C45 | 123.2 (6) |
C9—C10—C11 | 119.3 (9) | N2—C46—H46 | 118.4 |
C9—C10—H10 | 120.3 | C45—C46—H46 | 118.4 |
C11—C10—H10 | 120.3 | C48—C47—C40 | 121.4 (6) |
C12—C11—C10 | 120.7 (9) | C48—C47—H47 | 119.3 |
C12—C11—H11 | 119.6 | C40—C47—H47 | 119.3 |
C10—C11—H11 | 119.6 | C47—C48—C43 | 121.6 (7) |
C11—C12—C7 | 121.0 (8) | C47—C48—H48 | 119.2 |
C11—C12—H12 | 119.5 | C43—C48—H48 | 119.2 |
C7—C12—H12 | 119.5 | O7—C49—N3 | 122.6 (11) |
O3—C13—O4 | 125.9 (5) | O7—C49—H49 | 118.7 |
O3—C13—C14 | 116.3 (5) | N3—C49—H49 | 118.7 |
O4—C13—C14 | 117.7 (5) | N3—C50—H50A | 109.5 |
C15—C14—C13 | 116.9 (5) | N3—C50—H50B | 109.5 |
C15—C14—H14A | 108.1 | H50A—C50—H50B | 109.5 |
C13—C14—H14A | 108.1 | N3—C50—H50C | 109.5 |
C15—C14—H14B | 108.1 | H50A—C50—H50C | 109.5 |
C13—C14—H14B | 108.1 | H50B—C50—H50C | 109.5 |
H14A—C14—H14B | 107.3 | N3—C51—H51A | 109.5 |
C16—C15—C20 | 117.9 (6) | N3—C51—H51B | 109.5 |
C16—C15—C14 | 120.2 (6) | H51A—C51—H51B | 109.5 |
C20—C15—C14 | 121.8 (5) | N3—C51—H51C | 109.5 |
C15—C16—C17 | 122.4 (7) | H51A—C51—H51C | 109.5 |
C15—C16—H16 | 118.8 | H51B—C51—H51C | 109.5 |
O1i—Gd1—N1—C37 | 27.8 (6) | C6—C7—C8—C9 | 179.5 (6) |
O3—Gd1—N1—C37 | −148.5 (4) | C12—C7—C8—C9 | 0.5 (9) |
O4i—Gd1—N1—C37 | −2.8 (4) | C6—C7—C8—C3 | −0.9 (9) |
O6—Gd1—N1—C37 | 84.4 (4) | C12—C7—C8—C3 | −180.0 (6) |
O2—Gd1—N1—C37 | −99.7 (4) | C3—C8—C9—C10 | 179.9 (7) |
O5—Gd1—N1—C37 | 124.3 (4) | C7—C8—C9—C10 | −0.6 (10) |
O1—Gd1—N1—C37 | −66.1 (4) | C8—C9—C10—C11 | 0.1 (13) |
N2—Gd1—N1—C37 | −179.9 (5) | C9—C10—C11—C12 | 0.4 (15) |
Gd1i—Gd1—N1—C37 | −38.1 (5) | C10—C11—C12—C7 | −0.5 (15) |
O1i—Gd1—N1—C41 | −154.6 (3) | C6—C7—C12—C11 | −178.9 (8) |
O3—Gd1—N1—C41 | 29.1 (5) | C8—C7—C12—C11 | 0.1 (12) |
O4i—Gd1—N1—C41 | 174.9 (4) | Gd1—O3—C13—O4 | −29.4 (9) |
O6—Gd1—N1—C41 | −97.9 (4) | Gd1—O3—C13—C14 | 152.4 (4) |
O2—Gd1—N1—C41 | 78.0 (4) | Gd1i—O4—C13—O3 | 9.6 (8) |
O5—Gd1—N1—C41 | −58.1 (4) | Gd1i—O4—C13—C14 | −172.3 (3) |
O1—Gd1—N1—C41 | 111.6 (4) | O3—C13—C14—C15 | −139.9 (5) |
N2—Gd1—N1—C41 | −2.2 (3) | O4—C13—C14—C15 | 41.9 (8) |
Gd1i—Gd1—N1—C41 | 139.5 (3) | C13—C14—C15—C16 | −120.2 (6) |
O1i—Gd1—N2—C46 | −23.8 (6) | C13—C14—C15—C20 | 63.7 (8) |
O3—Gd1—N2—C46 | 20.8 (5) | C20—C15—C16—C17 | −1.4 (10) |
O4i—Gd1—N2—C46 | 175.2 (4) | C14—C15—C16—C17 | −177.7 (6) |
O6—Gd1—N2—C46 | −105.9 (5) | C15—C16—C17—C18 | 1.5 (12) |
O2—Gd1—N2—C46 | 100.8 (5) | C16—C17—C18—C19 | 0.6 (13) |
O5—Gd1—N2—C46 | −54.8 (5) | C17—C18—C19—C24 | 175.9 (8) |
O1—Gd1—N2—C46 | 78.1 (5) | C17—C18—C19—C20 | −2.4 (11) |
N1—Gd1—N2—C46 | 179.5 (5) | C16—C15—C20—C21 | −177.3 (6) |
Gd1i—Gd1—N2—C46 | 41.9 (6) | C14—C15—C20—C21 | −1.1 (9) |
O1i—Gd1—N2—C42 | 160.1 (4) | C16—C15—C20—C19 | −0.5 (9) |
O3—Gd1—N2—C42 | −155.3 (4) | C14—C15—C20—C19 | 175.7 (5) |
O4i—Gd1—N2—C42 | −0.9 (5) | C24—C19—C20—C21 | 1.0 (9) |
O6—Gd1—N2—C42 | 77.9 (4) | C18—C19—C20—C21 | 179.3 (6) |
O2—Gd1—N2—C42 | −75.3 (4) | C24—C19—C20—C15 | −176.0 (6) |
O5—Gd1—N2—C42 | 129.1 (4) | C18—C19—C20—C15 | 2.4 (9) |
O1—Gd1—N2—C42 | −98.1 (4) | C15—C20—C21—C22 | 176.0 (6) |
N1—Gd1—N2—C42 | 3.4 (4) | C19—C20—C21—C22 | −0.9 (10) |
Gd1i—Gd1—N2—C42 | −134.2 (4) | C20—C21—C22—C23 | 0.1 (12) |
O1i—Gd1—O1—C1 | 162.0 (3) | C21—C22—C23—C24 | 0.7 (13) |
O3—Gd1—O1—C1 | 82.6 (3) | C22—C23—C24—C19 | −0.6 (14) |
O4i—Gd1—O1—C1 | −116.6 (3) | C18—C19—C24—C23 | −178.5 (8) |
O6—Gd1—O1—C1 | −151.3 (3) | C20—C19—C24—C23 | −0.2 (12) |
O2—Gd1—O1—C1 | −8.0 (3) | Gd1—O5—C25—O6 | −5.3 (6) |
O5—Gd1—O1—C1 | 115.5 (3) | Gd1—O5—C25—C26 | 173.5 (5) |
N2—Gd1—O1—C1 | 20.4 (3) | Gd1—O6—C25—O5 | 5.4 (6) |
N1—Gd1—O1—C1 | −50.6 (3) | Gd1—O6—C25—C26 | −173.4 (5) |
Gd1i—Gd1—O1—C1 | 162.0 (3) | O5—C25—C26—C27 | −51.9 (8) |
O1i—Gd1—O1—Gd1i | 0.0 | O6—C25—C26—C27 | 126.9 (7) |
O3—Gd1—O1—Gd1i | −79.35 (13) | C25—C26—C27—C28 | 106.7 (7) |
O4i—Gd1—O1—Gd1i | 81.41 (13) | C25—C26—C27—C32 | −70.7 (8) |
O6—Gd1—O1—Gd1i | 46.7 (3) | C32—C27—C28—C29 | 0.6 (11) |
O2—Gd1—O1—Gd1i | −169.97 (18) | C26—C27—C28—C29 | −176.9 (7) |
O5—Gd1—O1—Gd1i | −46.5 (2) | C27—C28—C29—C30 | 1.4 (15) |
N2—Gd1—O1—Gd1i | −141.55 (14) | C28—C29—C30—C31 | −2.1 (17) |
N1—Gd1—O1—Gd1i | 147.41 (13) | C29—C30—C31—C36 | 179.3 (10) |
O1i—Gd1—O2—C1 | −3.2 (3) | C29—C30—C31—C32 | 0.8 (15) |
O3—Gd1—O2—C1 | −64.5 (3) | C30—C31—C32—C33 | 179.7 (8) |
O4i—Gd1—O2—C1 | 72.7 (3) | C36—C31—C32—C33 | 1.3 (12) |
O6—Gd1—O2—C1 | 155.0 (3) | C30—C31—C32—C27 | 1.1 (11) |
O5—Gd1—O2—C1 | −110.1 (3) | C36—C31—C32—C27 | −177.3 (8) |
O1—Gd1—O2—C1 | 8.3 (3) | C28—C27—C32—C33 | 179.7 (7) |
N2—Gd1—O2—C1 | −146.3 (3) | C26—C27—C32—C33 | −2.7 (10) |
N1—Gd1—O2—C1 | 147.4 (3) | C28—C27—C32—C31 | −1.8 (10) |
Gd1i—Gd1—O2—C1 | 2.6 (3) | C26—C27—C32—C31 | 175.8 (6) |
O1i—Gd1—O3—C13 | −17.2 (5) | C31—C32—C33—C34 | −0.2 (11) |
O4i—Gd1—O3—C13 | 33.2 (6) | C27—C32—C33—C34 | 178.4 (7) |
O6—Gd1—O3—C13 | −91.0 (6) | C32—C33—C34—C35 | −0.9 (13) |
O2—Gd1—O3—C13 | 113.3 (6) | C33—C34—C35—C36 | 0.9 (18) |
O5—Gd1—O3—C13 | −96.4 (6) | C34—C35—C36—C31 | 0 (2) |
O1—Gd1—O3—C13 | 60.2 (5) | C30—C31—C36—C35 | −179.7 (11) |
N2—Gd1—O3—C13 | −170.9 (6) | C32—C31—C36—C35 | −1.3 (17) |
N1—Gd1—O3—C13 | 160.8 (5) | C41—N1—C37—C38 | 0.7 (9) |
Gd1i—Gd1—O3—C13 | 22.6 (5) | Gd1—N1—C37—C38 | 178.4 (5) |
O1i—Gd1—O5—C25 | 99.7 (3) | N1—C37—C38—C39 | −1.0 (10) |
O3—Gd1—O5—C25 | 177.3 (4) | C37—C38—C39—C40 | 1.1 (10) |
O4i—Gd1—O5—C25 | 40.6 (4) | C38—C39—C40—C41 | −0.8 (9) |
O6—Gd1—O5—C25 | 2.9 (3) | C38—C39—C40—C47 | −179.4 (6) |
O2—Gd1—O5—C25 | −135.9 (3) | C37—N1—C41—C40 | −0.4 (8) |
O1—Gd1—O5—C25 | 145.4 (3) | Gd1—N1—C41—C40 | −178.2 (4) |
N2—Gd1—O5—C25 | −99.2 (4) | C37—N1—C41—C42 | 179.0 (5) |
N1—Gd1—O5—C25 | −48.4 (4) | Gd1—N1—C41—C42 | 1.2 (6) |
Gd1i—Gd1—O5—C25 | 119.6 (3) | C39—C40—C41—N1 | 0.4 (9) |
O1i—Gd1—O6—C25 | −77.2 (3) | C47—C40—C41—N1 | 179.1 (5) |
O3—Gd1—O6—C25 | −9.4 (4) | C39—C40—C41—C42 | −179.0 (5) |
O4i—Gd1—O6—C25 | −154.4 (3) | C47—C40—C41—C42 | −0.3 (8) |
O2—Gd1—O6—C25 | 120.9 (4) | C46—N2—C42—C43 | 0.7 (9) |
O5—Gd1—O6—C25 | −2.9 (3) | Gd1—N2—C42—C43 | 176.9 (4) |
O1—Gd1—O6—C25 | −121.4 (4) | C46—N2—C42—C41 | 179.6 (5) |
N2—Gd1—O6—C25 | 65.7 (3) | Gd1—N2—C42—C41 | −4.2 (7) |
N1—Gd1—O6—C25 | 128.4 (3) | N1—C41—C42—N2 | 1.9 (7) |
Gd1i—Gd1—O6—C25 | −92.2 (3) | C40—C41—C42—N2 | −178.7 (5) |
Gd1—O2—C1—O1 | −15.4 (5) | N1—C41—C42—C43 | −179.2 (5) |
Gd1—O2—C1—C2 | 162.3 (5) | C40—C41—C42—C43 | 0.2 (8) |
Gd1i—O1—C1—O2 | 150.2 (6) | N2—C42—C43—C44 | −1.1 (9) |
Gd1—O1—C1—O2 | 14.9 (5) | C41—C42—C43—C44 | −180.0 (6) |
Gd1i—O1—C1—C2 | −27.7 (11) | N2—C42—C43—C48 | 178.9 (6) |
Gd1—O1—C1—C2 | −163.0 (4) | C41—C42—C43—C48 | 0.1 (9) |
O2—C1—C2—C3 | −3.5 (8) | C42—C43—C44—C45 | 0.8 (11) |
O1—C1—C2—C3 | 174.3 (5) | C48—C43—C44—C45 | −179.2 (7) |
C1—C2—C3—C4 | 110.7 (6) | C43—C44—C45—C46 | −0.1 (12) |
C1—C2—C3—C8 | −70.7 (7) | C42—N2—C46—C45 | 0.0 (10) |
C8—C3—C4—C5 | 0.1 (9) | Gd1—N2—C46—C45 | −176.3 (5) |
C2—C3—C4—C5 | 178.8 (6) | C44—C45—C46—N2 | −0.3 (12) |
C3—C4—C5—C6 | 0.6 (11) | C39—C40—C47—C48 | 178.7 (7) |
C4—C5—C6—C7 | −1.5 (11) | C41—C40—C47—C48 | 0.1 (10) |
C5—C6—C7—C12 | −179.3 (7) | C40—C47—C48—C43 | 0.2 (11) |
C5—C6—C7—C8 | 1.7 (11) | C44—C43—C48—C47 | 179.7 (7) |
C4—C3—C8—C9 | 179.6 (6) | C42—C43—C48—C47 | −0.3 (10) |
C2—C3—C8—C9 | 0.9 (9) | C51—N3—C49—O7 | −2.7 (14) |
C4—C3—C8—C7 | 0.1 (8) | C50—N3—C49—O7 | 179.8 (8) |
C2—C3—C8—C7 | −178.6 (5) |
Symmetry code: (i) −x+2, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
C50—H50A···O6ii | 0.96 | 2.54 | 3.379 (9) | 146 |
C47—H47···O2iii | 0.93 | 2.46 | 3.319 (7) | 153 |
C6—H6···O7iv | 0.93 | 2.55 | 3.436 (10) | 159 |
C51—H51C···O7 | 0.96 | 2.30 | 2.713 (13) | 105 |
C46—H46···O3 | 0.93 | 2.45 | 3.057 (7) | 123 |
C37—H37···O4i | 0.93 | 2.37 | 3.027 (7) | 127 |
C21—H21···O5 | 0.93 | 2.59 | 3.412 (8) | 148 |
C18—H18···Cg1v | 0.93 | 2.88 | 3.66 (2) | 142 |
C39—H39···Cg2iii | 0.93 | 2.99 | 3.858 (18) | 156 |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, y+1/2, −z+3/2; (iii) −x+1, −y+1, −z+1; (iv) x, −y+3/2, z−1/2; (v) −x+2, y−1/2, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Gd2(C12H9O2)6(C12H8N2)2]·2C3H7NO |
Mr | 1932.25 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 298 |
a, b, c (Å) | 13.4762 (19), 15.103 (2), 22.178 (2) |
β (°) | 103.698 (2) |
V (Å3) | 4385.4 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.57 |
Crystal size (mm) | 0.43 × 0.16 × 0.15 |
Data collection | |
Diffractometer | Bruker SMART 1000 CCD area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.552, 0.799 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 20263, 7696, 4921 |
Rint | 0.055 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.041, 0.081, 1.03 |
No. of reflections | 7696 |
No. of parameters | 561 |
No. of restraints | 36 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.01, −0.80 |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b).
Gd1—O1i | 2.349 (3) | Gd1—O5 | 2.480 (4) |
Gd1—O3 | 2.368 (3) | Gd1—O1 | 2.551 (3) |
Gd1—O4i | 2.378 (3) | Gd1—N2 | 2.552 (4) |
Gd1—O6 | 2.445 (4) | Gd1—N1 | 2.608 (4) |
Gd1—O2 | 2.478 (3) |
Symmetry code: (i) −x+2, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
C50—H50A···O6ii | 0.96 | 2.54 | 3.379 (9) | 146.2 |
C47—H47···O2iii | 0.93 | 2.46 | 3.319 (7) | 153.1 |
C6—H6···O7iv | 0.93 | 2.55 | 3.436 (10) | 158.9 |
C51—H51C···O7 | 0.96 | 2.30 | 2.713 (13) | 105.4 |
C46—H46···O3 | 0.93 | 2.45 | 3.057 (7) | 123.0 |
C37—H37···O4i | 0.93 | 2.37 | 3.027 (7) | 127.0 |
C21—H21···O5 | 0.93 | 2.59 | 3.412 (8) | 147.6 |
C18—H18···Cg1v | 0.93 | 2.88 | 3.66 (2) | 142.1 |
C39—H39···Cg2iii | 0.93 | 2.99 | 3.858 (18) | 155.5 |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, y+1/2, −z+3/2; (iii) −x+1, −y+1, −z+1; (iv) x, −y+3/2, z−1/2; (v) −x+2, y−1/2, −z+1/2. |
As a part of our investigation of the rare earth complexes with 1-naphthylacetic acid (NAA) and 1,10-phenanthroline (phen), we have recently reported the crystal structures of two complexes [Eu(NAA)3(phen)]2.2DMF (II) (Liu et al., 2007) and [Pr(NAA)3(phen)]2 .DMF (Xia et al., 2007). We report here the crystal structure of gadolinium complexes with NAA and phen, (I).
In the title complex, the coordination environment of Gd atom and coordination modes of the NNA ligands coordinated to the GdIII ion are in agreement with the complex (II) (Fig.1). The average bond lengths of between the terbium center and carboxylic oxygen atoms are 2.450 (7) Å, shorter than that 2.4725 (5) Å) of complex (II). The dihedral angles of the least-square-plane Gd2O2 and naphthyl rings are 58.35 (20)° (C3—C12 ring), 43.84 (29)° (C15—C24 ring) and 71.45 (26)° (C27—C36 ring), and the dihedral angle between Gd2O2 plane and phen ring is 81.89 (20)°.
The molecules of (I) are linked into sheets by means of C—H···π hydrogen bond (Fig. 2 and Table 2) and chains parallel to the a axis direction with R44(30) rings (Bernstein et al., 1995) surrounds an R22(14) ring centred at (n, 1/2, 1) (n = zero or integer) (Fig. 3) by C—H···O hydrogen bonds (Fig. 3 and Table 2). The action of a chains are to link adjacent [100] sheet into the three-dimensional framework structure.