Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807048489/at2416sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807048489/at2416Isup2.hkl |
CCDC reference: 1293991
Key indicators
- Single-crystal X-ray study
- T = 273 K
- Mean (C-C) = 0.011 Å
- R factor = 0.044
- wR factor = 0.126
- Data-to-parameter ratio = 17.7
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for N4 PLAT331_ALERT_2_B Small Average Phenyl C-C Dist. C15 -C20 1.36 Ang.
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.04 PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.87 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C6 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C23 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C33 PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C23 -C28 1.37 Ang. PLAT335_ALERT_2_C Large Benzene C-C Range ....... C4 -C6 0.21 Ang. PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 11 PLAT414_ALERT_2_C Short Intra D-H..H-X H1 .. H3A .. 1.92 Ang. PLAT420_ALERT_2_C D-H Without Acceptor N4 - H4 ... ? PLAT420_ALERT_2_C D-H Without Acceptor N5 - H5 ... ? PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 69.00 A 3
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Nd1 (3) 2.99 PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 5
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 16 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 13 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
Crystals of the title compound were synthesized using hydrothermal method in a 23 ml Teflon-lined Parr bomb, which was then sealed. Neodymium (III) nitrate hexahydrate (215.9 mg, 0.5 mmol), phen (198 mg, 1 mmol), anilinoacetic acid (292.4 mg, 2 mmol), ammonia (0.5 mol/l, 4 ml) and distilled water (10 g) were placed into the bomb and sealed. The bomb was then heated under autogenous pressure up to 453 K over the course of 7 d and allowed to cool at room temperature for 24 h. Upon opening the bomb, a clear colorless solution was decanted from small colourless crystals. These crystals were washed with distilled water followed by ethanol, and allowed to air-dry at room temperature.
H5 (for NH) were located in difference syntheses and refined isotropically [N—H = 0.82 (4) Å, Uiso(H) = 0.07 (2) Å2]. The H atoms were positioned geometrically, with N—H = 0.86 Å (for NH) and C—H = 0.93 - 0.97 Å (for CH), and constrained to ride on their parent atoms, with Uiso(H) = xUeq(C,N), where x = 1.2 for aromatic H atoms and x = 1.5 for all other H atoms.
The crystal structure of catena-Poly[bisi(µ-anilinoacetato-κ2O:O')bisi (µ-anilinoacetato-κ3O,O':O)bis[(1,10-phenanthroline-κ2N,N') samarium(III)]-µ-anilinoacetato-κ2O:O'], (II), has previously been reported (Zhong et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II). We report herein the crystal structure of (I).
In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The title compound, [Nd2(C8H8NO2)6(C12H8N2)2]n, which are bridged by two terdentate, two bidentate and four mondentate carboxyl groups with an inversion centre between the two NdIII ions. Each Nd atom is nine-coordinated by two N atoms of 1,10-phenanthroline (phen) ligand and seven O atoms of four anilinoacetate ligands (Table 1). The Nd—O bond lengths are in the range 2.405 (3) to 2.812 (4) Å. The Nd—N bond lengths are in the range 2.707 (4) to 2.715 (4) Å, as in (II).
In the crystal structure, N—H···O, C—H···N and C—H···O hydrogen bonds (Fig. 2 and Table 2) seem to be effective in the stabilization of the structure, resulting in the formation of a supramolecular network structure, as in (II).
The both compounds, (I) and (II), are isostructural.
For a related structure, see: Zhong et al. (2007). For bond-length data, see: Allen et al. (1987).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL (Siemens, 1996).
[Nd2(C8H8NO2)6(C12H8N2)2] | F(000) = 1564 |
Mr = 1549.82 | Dx = 1.539 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 9024 reflections |
a = 19.9153 (14) Å | θ = 2.4–26.7° |
b = 8.488 (2) Å | µ = 1.61 mm−1 |
c = 20.6617 (18) Å | T = 273 K |
β = 106.709 (3)° | Plane, colourless |
V = 3345.0 (10) Å3 | 0.33 × 0.12 × 0.08 mm |
Z = 2 |
Bruker APEXII area-detector diffractometer | 7191 independent reflections |
Radiation source: fine-focus sealed tube | 4868 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.042 |
φ and ω scans | θmax = 27.1°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −25→24 |
Tmin = 0.620, Tmax = 0.884 | k = −10→10 |
26208 measured reflections | l = −26→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)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.127 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.97 | w = 1/[σ2(Fo2) + (0.0802P)2 + 0.285P] where P = (Fo2 + 2Fc2)/3 |
7191 reflections | (Δ/σ)max = 0.002 |
407 parameters | Δρmax = 1.48 e Å−3 |
5 restraints | Δρmin = −0.73 e Å−3 |
[Nd2(C8H8NO2)6(C12H8N2)2] | V = 3345.0 (10) Å3 |
Mr = 1549.82 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 19.9153 (14) Å | µ = 1.61 mm−1 |
b = 8.488 (2) Å | T = 273 K |
c = 20.6617 (18) Å | 0.33 × 0.12 × 0.08 mm |
β = 106.709 (3)° |
Bruker APEXII area-detector diffractometer | 7191 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4868 reflections with I > 2σ(I) |
Tmin = 0.620, Tmax = 0.884 | Rint = 0.042 |
26208 measured reflections |
R[F2 > 2σ(F2)] = 0.044 | 5 restraints |
wR(F2) = 0.127 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.97 | Δρmax = 1.48 e Å−3 |
7191 reflections | Δρmin = −0.73 e Å−3 |
407 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 | ||
Nd1 | 0.931205 (12) | 0.19065 (3) | 0.964283 (11) | 0.03914 (10) | |
O1 | 0.84634 (15) | −0.0358 (4) | 0.91879 (15) | 0.0445 (7) | |
O2 | 0.94685 (16) | −0.1380 (4) | 0.97732 (16) | 0.0497 (8) | |
O3 | 0.97062 (17) | 0.0612 (4) | 0.87468 (15) | 0.0476 (8) | |
O4 | 0.94003 (17) | 0.4208 (4) | 1.03416 (15) | 0.0476 (8) | |
O5 | 1.06693 (17) | −0.0829 (4) | 0.92169 (15) | 0.0497 (8) | |
O6 | 1.00739 (19) | 0.6127 (4) | 1.09101 (15) | 0.0563 (9) | |
N1 | 0.7969 (2) | 0.2338 (5) | 0.9669 (2) | 0.0470 (9) | |
N2 | 0.8341 (2) | 0.3070 (4) | 0.85465 (19) | 0.0481 (10) | |
N3 | 1.1178 (2) | −0.0165 (5) | 0.82143 (19) | 0.0506 (10) | |
H3A | 1.1391 | −0.0749 | 0.8551 | 0.061* | |
N4 | 0.7855 (2) | −0.3276 (4) | 0.8985 (2) | 0.0467 (10) | |
H4 | 0.7629 | −0.3427 | 0.8567 | 0.056* | |
N5 | 0.9878 (2) | 0.5258 (5) | 1.20645 (18) | 0.0451 (10) | |
C1 | 0.7784 (3) | 0.1909 (6) | 1.0197 (3) | 0.0635 (15) | |
H1 | 0.8135 | 0.1671 | 1.0591 | 0.076* | |
C2 | 0.7094 (3) | 0.1786 (8) | 1.0207 (4) | 0.084 (2) | |
H2 | 0.6981 | 0.1506 | 1.0598 | 0.101* | |
C3 | 0.6580 (4) | 0.2097 (9) | 0.9612 (5) | 0.090 (2) | |
H3 | 0.6111 | 0.1970 | 0.9595 | 0.108* | |
C4 | 0.6745 (3) | 0.2580 (9) | 0.9056 (4) | 0.0764 (18) | |
C5 | 0.7464 (3) | 0.2672 (6) | 0.9093 (3) | 0.0532 (13) | |
C6 | 0.6218 (4) | 0.2942 (11) | 0.8390 (5) | 0.113 (3) | |
H6 | 0.5743 | 0.2814 | 0.8345 | 0.136* | |
C7 | 0.6413 (4) | 0.3429 (10) | 0.7878 (4) | 0.100 (3) | |
H7 | 0.6073 | 0.3715 | 0.7483 | 0.120* | |
C8 | 0.7135 (3) | 0.3538 (8) | 0.7905 (3) | 0.0701 (17) | |
C9 | 0.7664 (3) | 0.3102 (5) | 0.8509 (3) | 0.0525 (13) | |
C10 | 0.7358 (4) | 0.4036 (8) | 0.7368 (3) | 0.087 (2) | |
H10 | 0.7034 | 0.4392 | 0.6976 | 0.104* | |
C11 | 0.8044 (4) | 0.4011 (8) | 0.7409 (3) | 0.081 (2) | |
H11 | 0.8196 | 0.4332 | 0.7044 | 0.097* | |
C12 | 0.8526 (3) | 0.3494 (7) | 0.8007 (3) | 0.0636 (15) | |
H12 | 0.8997 | 0.3448 | 0.8026 | 0.076* | |
C13 | 1.0288 (2) | 0.0027 (5) | 0.8771 (2) | 0.0432 (10) | |
C14 | 1.0523 (3) | 0.0517 (7) | 0.8173 (2) | 0.0544 (12) | |
H14A | 1.0180 | 0.0180 | 0.7760 | 0.065* | |
H14B | 1.0559 | 0.1656 | 0.8163 | 0.065* | |
C15 | 1.1462 (3) | 0.0138 (7) | 0.7699 (3) | 0.0635 (14) | |
C16 | 1.2074 (3) | −0.0573 (8) | 0.7760 (3) | 0.0774 (18) | |
H16 | 1.2277 | −0.1197 | 0.8136 | 0.093* | |
C17 | 1.2400 (4) | −0.0381 (9) | 0.7270 (5) | 0.093 (2) | |
H17 | 1.2830 | −0.0861 | 0.7312 | 0.111* | |
C18 | 1.2094 (5) | 0.0519 (9) | 0.6714 (5) | 0.107 (3) | |
H18 | 1.2317 | 0.0636 | 0.6379 | 0.129* | |
C19 | 1.1477 (5) | 0.1236 (11) | 0.6644 (4) | 0.109 (3) | |
H19 | 1.1269 | 0.1832 | 0.6261 | 0.131* | |
C20 | 1.1151 (4) | 0.1073 (9) | 0.7158 (3) | 0.083 (2) | |
H20 | 1.0732 | 0.1589 | 0.7132 | 0.099* | |
C21 | 0.8840 (3) | −0.1516 (6) | 0.9390 (2) | 0.0440 (11) | |
C22 | 0.8574 (3) | −0.3149 (6) | 0.9196 (3) | 0.0564 (13) | |
H22A | 0.8758 | −0.3516 | 0.8836 | 0.068* | |
H22B | 0.8754 | −0.3840 | 0.9581 | 0.068* | |
C23 | 0.7534 (6) | −0.3151 (9) | 0.9459 (7) | 0.1243 (15) | |
C24 | 0.7835 (6) | −0.2774 (9) | 1.0119 (6) | 0.1243 (15) | |
H24 | 0.8314 | −0.2578 | 1.0284 | 0.149* | |
C25 | 0.7405 (6) | −0.2696 (10) | 1.0531 (6) | 0.1243 (15) | |
H25 | 0.7593 | −0.2467 | 1.0988 | 0.149* | |
C26 | 0.6732 (6) | −0.2943 (9) | 1.0284 (6) | 0.1243 (15) | |
H26 | 0.6460 | −0.2833 | 1.0579 | 0.149* | |
C27 | 0.6382 (6) | −0.3359 (10) | 0.9615 (6) | 0.1243 (15) | |
H27 | 0.5904 | −0.3576 | 0.9468 | 0.149* | |
C28 | 0.6795 (5) | −0.3416 (10) | 0.9204 (6) | 0.1243 (15) | |
H28 | 0.6599 | −0.3632 | 0.8747 | 0.149* | |
C29 | 0.9695 (3) | 0.4991 (5) | 1.0865 (2) | 0.0439 (11) | |
C30 | 0.9485 (3) | 0.4456 (7) | 1.1471 (2) | 0.0559 (13) | |
H30A | 0.8989 | 0.4657 | 1.1398 | 0.067* | |
H30B | 0.9562 | 0.3330 | 1.1531 | 0.067* | |
C31 | 0.9743 (3) | 0.4886 (6) | 1.2654 (2) | 0.0555 (13) | |
C32 | 0.9277 (3) | 0.3793 (8) | 1.2718 (3) | 0.0707 (17) | |
H32 | 0.9014 | 0.3245 | 1.2340 | 0.085* | |
C33 | 0.9192 (5) | 0.3488 (11) | 1.3340 (4) | 0.105 (3) | |
H33 | 0.8881 | 0.2709 | 1.3388 | 0.126* | |
C34 | 0.9573 (4) | 0.4354 (11) | 1.3905 (3) | 0.103 (3) | |
H34 | 0.9499 | 0.4188 | 1.4325 | 0.123* | |
C35 | 1.0044 (4) | 0.5422 (9) | 1.3835 (3) | 0.088 (2) | |
H35 | 1.0307 | 0.5973 | 1.4212 | 0.106* | |
C36 | 1.0143 (3) | 0.5709 (8) | 1.3221 (3) | 0.0724 (16) | |
H36 | 1.0473 | 0.6446 | 1.3179 | 0.087* | |
H5 | 0.958 (2) | 0.593 (5) | 1.206 (3) | 0.07 (2)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Nd1 | 0.04549 (16) | 0.03362 (16) | 0.03377 (15) | −0.00155 (11) | 0.00415 (10) | 0.00057 (10) |
O1 | 0.0449 (17) | 0.0346 (18) | 0.0471 (18) | −0.0001 (14) | 0.0022 (13) | −0.0044 (14) |
O2 | 0.0465 (19) | 0.050 (2) | 0.0452 (18) | −0.0024 (15) | 0.0011 (14) | 0.0080 (15) |
O3 | 0.0568 (19) | 0.048 (2) | 0.0389 (17) | 0.0054 (17) | 0.0151 (14) | 0.0019 (15) |
O4 | 0.067 (2) | 0.0340 (17) | 0.0406 (17) | −0.0052 (16) | 0.0144 (15) | −0.0059 (14) |
O5 | 0.061 (2) | 0.048 (2) | 0.0420 (18) | 0.0083 (16) | 0.0170 (15) | 0.0110 (15) |
O6 | 0.082 (2) | 0.050 (2) | 0.0379 (18) | −0.0256 (19) | 0.0183 (17) | −0.0029 (15) |
N1 | 0.047 (2) | 0.042 (2) | 0.046 (2) | 0.0036 (18) | 0.0034 (18) | −0.0079 (18) |
N2 | 0.059 (3) | 0.039 (2) | 0.037 (2) | 0.0030 (18) | −0.0009 (17) | 0.0007 (17) |
N3 | 0.051 (2) | 0.066 (3) | 0.040 (2) | 0.018 (2) | 0.0224 (18) | 0.0220 (19) |
N4 | 0.043 (2) | 0.033 (2) | 0.054 (2) | −0.0128 (16) | −0.0041 (18) | −0.0071 (17) |
N5 | 0.065 (3) | 0.043 (2) | 0.0293 (19) | −0.021 (2) | 0.0163 (18) | −0.0063 (16) |
C1 | 0.055 (3) | 0.073 (4) | 0.061 (3) | 0.006 (3) | 0.014 (3) | −0.002 (3) |
C2 | 0.058 (4) | 0.109 (6) | 0.089 (5) | 0.005 (4) | 0.029 (4) | −0.010 (4) |
C3 | 0.049 (3) | 0.103 (6) | 0.117 (7) | −0.004 (3) | 0.018 (4) | −0.014 (5) |
C4 | 0.053 (3) | 0.087 (5) | 0.075 (4) | 0.006 (3) | −0.005 (3) | −0.020 (4) |
C5 | 0.052 (3) | 0.037 (3) | 0.062 (3) | 0.008 (2) | 0.002 (2) | −0.010 (2) |
C6 | 0.055 (4) | 0.153 (9) | 0.104 (7) | 0.020 (5) | −0.021 (4) | −0.029 (6) |
C7 | 0.080 (5) | 0.110 (6) | 0.078 (5) | 0.039 (4) | −0.028 (4) | −0.016 (5) |
C8 | 0.073 (4) | 0.062 (4) | 0.052 (3) | 0.018 (3) | −0.019 (3) | −0.011 (3) |
C9 | 0.060 (3) | 0.034 (3) | 0.048 (3) | 0.006 (2) | −0.008 (2) | −0.004 (2) |
C10 | 0.118 (6) | 0.068 (4) | 0.047 (4) | 0.017 (4) | −0.017 (4) | 0.001 (3) |
C11 | 0.121 (6) | 0.073 (5) | 0.037 (3) | −0.001 (4) | 0.003 (3) | 0.012 (3) |
C12 | 0.082 (4) | 0.052 (3) | 0.048 (3) | −0.003 (3) | 0.003 (3) | 0.009 (2) |
C13 | 0.054 (3) | 0.036 (3) | 0.039 (2) | −0.006 (2) | 0.011 (2) | −0.0032 (19) |
C14 | 0.064 (3) | 0.054 (3) | 0.048 (3) | 0.005 (3) | 0.020 (2) | 0.011 (2) |
C15 | 0.069 (4) | 0.071 (4) | 0.058 (3) | −0.009 (3) | 0.029 (3) | 0.000 (3) |
C16 | 0.077 (4) | 0.094 (5) | 0.071 (4) | 0.006 (4) | 0.037 (3) | −0.003 (4) |
C17 | 0.086 (5) | 0.097 (6) | 0.112 (6) | −0.006 (4) | 0.057 (4) | −0.006 (5) |
C18 | 0.139 (7) | 0.084 (5) | 0.139 (8) | −0.014 (5) | 0.104 (6) | −0.003 (5) |
C19 | 0.153 (8) | 0.105 (6) | 0.095 (6) | 0.017 (6) | 0.077 (6) | 0.031 (5) |
C20 | 0.101 (5) | 0.088 (5) | 0.077 (4) | 0.003 (4) | 0.055 (4) | 0.023 (4) |
C21 | 0.047 (3) | 0.048 (3) | 0.032 (2) | −0.003 (2) | 0.0035 (19) | −0.0038 (19) |
C22 | 0.062 (3) | 0.044 (3) | 0.057 (3) | 0.004 (2) | 0.008 (3) | −0.006 (2) |
C23 | 0.135 (4) | 0.089 (3) | 0.172 (4) | 0.015 (3) | 0.079 (4) | 0.029 (3) |
C24 | 0.135 (4) | 0.089 (3) | 0.172 (4) | 0.015 (3) | 0.079 (4) | 0.029 (3) |
C25 | 0.135 (4) | 0.089 (3) | 0.172 (4) | 0.015 (3) | 0.079 (4) | 0.029 (3) |
C26 | 0.135 (4) | 0.089 (3) | 0.172 (4) | 0.015 (3) | 0.079 (4) | 0.029 (3) |
C27 | 0.135 (4) | 0.089 (3) | 0.172 (4) | 0.015 (3) | 0.079 (4) | 0.029 (3) |
C28 | 0.135 (4) | 0.089 (3) | 0.172 (4) | 0.015 (3) | 0.079 (4) | 0.029 (3) |
C29 | 0.058 (3) | 0.033 (3) | 0.039 (2) | −0.002 (2) | 0.012 (2) | 0.0019 (19) |
C30 | 0.074 (3) | 0.053 (3) | 0.041 (3) | −0.020 (3) | 0.018 (2) | −0.006 (2) |
C31 | 0.076 (3) | 0.054 (3) | 0.035 (3) | −0.002 (3) | 0.014 (2) | 0.004 (2) |
C32 | 0.075 (4) | 0.089 (4) | 0.050 (3) | −0.033 (3) | 0.021 (3) | −0.005 (3) |
C33 | 0.125 (6) | 0.130 (7) | 0.075 (5) | −0.045 (6) | 0.052 (5) | 0.001 (5) |
C34 | 0.122 (6) | 0.144 (7) | 0.048 (4) | −0.030 (6) | 0.034 (4) | 0.006 (4) |
C35 | 0.113 (5) | 0.104 (6) | 0.042 (3) | −0.018 (5) | 0.013 (3) | −0.006 (3) |
C36 | 0.085 (4) | 0.076 (4) | 0.053 (3) | −0.019 (3) | 0.014 (3) | −0.012 (3) |
Nd1—O1 | 2.554 (3) | C10—H10 | 0.9300 |
Nd1—O2 | 2.811 (4) | C11—C12 | 1.400 (8) |
Nd1—O2i | 2.422 (3) | C11—H11 | 0.9300 |
Nd1—O3 | 2.467 (3) | C12—H12 | 0.9300 |
Nd1—O4 | 2.405 (3) | C13—C14 | 1.500 (6) |
Nd1—O5i | 2.517 (3) | C14—H14A | 0.9700 |
Nd1—O6ii | 2.528 (3) | C14—H14B | 0.9700 |
Nd1—N1 | 2.715 (4) | C15—C16 | 1.333 (8) |
Nd1—N2 | 2.707 (4) | C15—C20 | 1.364 (8) |
O1—C21 | 1.234 (6) | C16—C17 | 1.362 (9) |
O2—C21 | 1.279 (5) | C16—H16 | 0.9300 |
O2—Nd1i | 2.422 (3) | C17—C18 | 1.368 (11) |
O3—C13 | 1.248 (5) | C17—H17 | 0.9300 |
O4—C29 | 1.261 (5) | C18—C19 | 1.340 (11) |
O5—C13 | 1.245 (5) | C18—H18 | 0.9300 |
O5—Nd1i | 2.517 (3) | C19—C20 | 1.404 (9) |
O6—C29 | 1.212 (5) | C19—H19 | 0.9300 |
O6—Nd1ii | 2.528 (3) | C20—H20 | 0.9300 |
N1—C1 | 1.300 (7) | C21—C22 | 1.497 (7) |
N1—C5 | 1.349 (6) | C22—H22A | 0.9700 |
N2—C12 | 1.320 (7) | C22—H22B | 0.9700 |
N2—C9 | 1.327 (7) | C23—C24 | 1.360 (15) |
N3—C15 | 1.367 (6) | C23—C28 | 1.430 (14) |
N3—C14 | 1.408 (6) | C24—C25 | 1.373 (12) |
N3—H3A | 0.8600 | C24—H24 | 0.9300 |
N4—C23 | 1.320 (11) | C25—C26 | 1.307 (14) |
N4—C22 | 1.374 (6) | C25—H25 | 0.9300 |
N4—H4 | 0.8600 | C26—C27 | 1.403 (14) |
N5—C31 | 1.359 (6) | C26—H26 | 0.9300 |
N5—C30 | 1.424 (6) | C27—C28 | 1.342 (12) |
N5—H5 | 0.82 (4) | C27—H27 | 0.9300 |
C1—C2 | 1.384 (8) | C28—H28 | 0.9300 |
C1—H1 | 0.9300 | C29—C30 | 1.500 (6) |
C2—C3 | 1.379 (10) | C30—H30A | 0.9700 |
C2—H2 | 0.9300 | C30—H30B | 0.9700 |
C3—C4 | 1.347 (10) | C31—C32 | 1.344 (7) |
C3—H3 | 0.9300 | C31—C36 | 1.399 (7) |
C4—C5 | 1.415 (8) | C32—C33 | 1.369 (8) |
C4—C6 | 1.503 (10) | C32—H32 | 0.9300 |
C5—C9 | 1.423 (8) | C33—C34 | 1.404 (10) |
C6—C7 | 1.294 (12) | C33—H33 | 0.9300 |
C6—H6 | 0.9300 | C34—C35 | 1.343 (10) |
C7—C8 | 1.426 (11) | C34—H34 | 0.9300 |
C7—H7 | 0.9300 | C35—C36 | 1.360 (8) |
C8—C10 | 1.376 (10) | C35—H35 | 0.9300 |
C8—C9 | 1.431 (7) | C36—H36 | 0.9300 |
C10—C11 | 1.344 (9) | ||
O1—Nd1—O2 | 48.07 (9) | C10—C11—C12 | 119.1 (6) |
O1—Nd1—O3 | 73.04 (10) | C10—C11—H11 | 120.5 |
O1—Nd1—O4 | 139.35 (11) | C12—C11—H11 | 120.5 |
O2—Nd1—O3 | 65.14 (10) | N2—C12—C11 | 123.0 (6) |
O2—Nd1—O4 | 139.59 (10) | N2—C12—H12 | 118.5 |
O3—Nd1—O4 | 145.89 (11) | C11—C12—H12 | 118.5 |
O1—Nd1—N1 | 63.74 (11) | O5—C13—O3 | 128.6 (4) |
O2—Nd1—N1 | 102.40 (11) | O5—C13—C14 | 120.2 (4) |
O3—Nd1—N1 | 127.07 (11) | O3—C13—C14 | 111.2 (4) |
O4—Nd1—N1 | 77.34 (11) | N3—C14—C13 | 109.8 (4) |
O1—Nd1—N2 | 74.25 (11) | N3—C14—H14A | 109.7 |
O2—Nd1—N2 | 118.37 (10) | C13—C14—H14A | 109.7 |
O3—Nd1—N2 | 80.78 (11) | N3—C14—H14B | 109.7 |
O4—Nd1—N2 | 96.73 (11) | C13—C14—H14B | 109.7 |
N1—Nd1—N2 | 59.77 (13) | H14A—C14—H14B | 108.2 |
O4—Nd1—O2i | 87.77 (12) | C16—C15—C20 | 122.0 (6) |
O2i—Nd1—O3 | 78.57 (11) | C16—C15—N3 | 114.3 (5) |
O4—Nd1—O5i | 75.78 (10) | C20—C15—N3 | 123.7 (5) |
O2i—Nd1—O5i | 73.97 (11) | C15—C16—C17 | 119.5 (7) |
O3—Nd1—O5i | 128.19 (11) | C15—C16—H16 | 120.2 |
O4—Nd1—O6ii | 76.92 (11) | C17—C16—H16 | 120.2 |
O2i—Nd1—O6ii | 78.52 (12) | C16—C17—C18 | 119.9 (7) |
O3—Nd1—O6ii | 69.83 (11) | C16—C17—H17 | 120.1 |
O5i—Nd1—O6ii | 141.62 (11) | C18—C17—H17 | 120.1 |
O2i—Nd1—O1 | 120.47 (12) | C19—C18—C17 | 121.2 (7) |
O5i—Nd1—O1 | 84.33 (11) | C19—C18—H18 | 119.4 |
O6ii—Nd1—O1 | 133.28 (10) | C17—C18—H18 | 119.4 |
O2i—Nd1—N2 | 148.98 (12) | C18—C19—C20 | 118.8 (8) |
O5i—Nd1—N2 | 136.90 (12) | C18—C19—H19 | 120.6 |
O6ii—Nd1—N2 | 72.73 (12) | C20—C19—H19 | 120.6 |
O2i—Nd1—N1 | 150.12 (12) | C15—C20—C19 | 118.5 (7) |
O5i—Nd1—N1 | 77.28 (12) | C15—C20—H20 | 120.8 |
O6ii—Nd1—N1 | 121.82 (13) | C19—C20—H20 | 120.8 |
O2i—Nd1—O2 | 72.64 (13) | O1—C21—O2 | 121.9 (4) |
O5i—Nd1—O2 | 65.08 (10) | O1—C21—C22 | 120.8 (4) |
O6ii—Nd1—O2 | 130.07 (11) | O2—C21—C22 | 117.3 (4) |
C21—O1—Nd1 | 101.6 (3) | N4—C22—C21 | 114.4 (4) |
C21—O2—Nd1i | 162.5 (3) | N4—C22—H22A | 108.7 |
C21—O2—Nd1 | 88.2 (3) | C21—C22—H22A | 108.7 |
Nd1i—O2—Nd1 | 107.36 (12) | N4—C22—H22B | 108.7 |
C13—O3—Nd1 | 129.7 (3) | C21—C22—H22B | 108.7 |
C29—O4—Nd1 | 151.4 (3) | H22A—C22—H22B | 107.6 |
C13—O5—Nd1i | 138.2 (3) | N4—C23—C24 | 126.4 (11) |
C29—O6—Nd1ii | 149.6 (3) | N4—C23—C28 | 112.4 (11) |
C1—N1—C5 | 118.7 (5) | C24—C23—C28 | 121.1 (10) |
C1—N1—Nd1 | 119.9 (3) | C23—C24—C25 | 117.3 (12) |
C5—N1—Nd1 | 120.0 (3) | C23—C24—H24 | 121.3 |
C12—N2—C9 | 118.0 (4) | C25—C24—H24 | 121.3 |
C12—N2—Nd1 | 120.0 (4) | C26—C25—C24 | 120.2 (12) |
C9—N2—Nd1 | 121.7 (3) | C26—C25—H25 | 119.9 |
C15—N3—C14 | 117.4 (4) | C24—C25—H25 | 119.9 |
C15—N3—H3A | 121.3 | C25—C26—C27 | 126.0 (11) |
C14—N3—H3A | 121.3 | C25—C26—H26 | 117.0 |
C23—N4—C22 | 116.2 (7) | C27—C26—H26 | 117.0 |
C23—N4—H4 | 121.9 | C28—C27—C26 | 114.3 (11) |
C22—N4—H4 | 121.9 | C28—C27—H27 | 122.9 |
C31—N5—C30 | 117.3 (4) | C26—C27—H27 | 122.9 |
C31—N5—H5 | 81 (4) | C27—C28—C23 | 120.9 (12) |
C30—N5—H5 | 96 (4) | C27—C28—H28 | 119.5 |
N1—C1—C2 | 123.8 (6) | C23—C28—H28 | 119.5 |
N1—C1—H1 | 118.1 | O6—C29—O4 | 127.7 (4) |
C2—C1—H1 | 118.1 | O6—C29—C30 | 119.6 (4) |
C3—C2—C1 | 117.3 (7) | O4—C29—C30 | 112.6 (4) |
C3—C2—H2 | 121.4 | N5—C30—C29 | 110.9 (4) |
C1—C2—H2 | 121.4 | N5—C30—H30A | 109.5 |
C4—C3—C2 | 121.2 (6) | C29—C30—H30A | 109.5 |
C4—C3—H3 | 119.4 | N5—C30—H30B | 109.5 |
C2—C3—H3 | 119.4 | C29—C30—H30B | 109.5 |
C3—C4—C5 | 117.5 (6) | H30A—C30—H30B | 108.0 |
C3—C4—C6 | 124.5 (7) | C32—C31—N5 | 124.6 (5) |
C5—C4—C6 | 117.9 (7) | C32—C31—C36 | 120.3 (5) |
N1—C5—C4 | 121.5 (6) | N5—C31—C36 | 115.0 (5) |
N1—C5—C9 | 118.9 (5) | C32—C31—H5 | 120 (2) |
C4—C5—C9 | 119.6 (5) | C36—C31—H5 | 109 (2) |
C7—C6—C4 | 121.2 (8) | C31—C32—C33 | 119.9 (6) |
C7—C6—H6 | 119.4 | C31—C32—H32 | 120.1 |
C4—C6—H6 | 119.4 | C33—C32—H32 | 120.1 |
C6—C7—C8 | 121.7 (7) | C32—C33—C34 | 119.9 (7) |
C6—C7—H7 | 119.2 | C32—C33—H33 | 120.0 |
C8—C7—H7 | 119.2 | C34—C33—H33 | 120.0 |
C10—C8—C7 | 123.1 (6) | C35—C34—C33 | 119.4 (6) |
C10—C8—C9 | 117.0 (6) | C35—C34—H34 | 120.3 |
C7—C8—C9 | 119.9 (7) | C33—C34—H34 | 120.3 |
N2—C9—C5 | 118.2 (4) | C34—C35—C36 | 121.0 (6) |
N2—C9—C8 | 122.5 (5) | C34—C35—H35 | 119.5 |
C5—C9—C8 | 119.3 (5) | C36—C35—H35 | 119.5 |
C11—C10—C8 | 120.2 (6) | C35—C36—C31 | 119.4 (6) |
C11—C10—H10 | 119.9 | C35—C36—H36 | 120.3 |
C8—C10—H10 | 119.9 | C31—C36—H36 | 120.3 |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···O5i | 0.93 | 2.41 | 3.106 (7) | 132 |
C10—H10···O1iii | 0.93 | 2.33 | 3.202 (7) | 156 |
C12—H12···O6ii | 0.93 | 2.46 | 3.049 (7) | 122 |
C12—H12···N5ii | 0.93 | 2.55 | 3.394 (7) | 151 |
C22—H22B···O4iv | 0.97 | 2.39 | 3.332 (6) | 164 |
N3—H3A···O5 | 0.86 | 2.26 | 2.616 (5) | 105 |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) x, y−1, z. |
Experimental details
Crystal data | |
Chemical formula | [Nd2(C8H8NO2)6(C12H8N2)2] |
Mr | 1549.82 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 273 |
a, b, c (Å) | 19.9153 (14), 8.488 (2), 20.6617 (18) |
β (°) | 106.709 (3) |
V (Å3) | 3345.0 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.61 |
Crystal size (mm) | 0.33 × 0.12 × 0.08 |
Data collection | |
Diffractometer | Bruker APEXII area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.620, 0.884 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 26208, 7191, 4868 |
Rint | 0.042 |
(sin θ/λ)max (Å−1) | 0.640 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.044, 0.127, 0.97 |
No. of reflections | 7191 |
No. of parameters | 407 |
No. of restraints | 5 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.48, −0.73 |
Computer programs: APEX2 (Bruker, 2005), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Siemens, 1996).
Nd1—O1 | 2.554 (3) | Nd1—O5i | 2.517 (3) |
Nd1—O2 | 2.811 (4) | Nd1—O6ii | 2.528 (3) |
Nd1—O2i | 2.422 (3) | Nd1—N1 | 2.715 (4) |
Nd1—O3 | 2.467 (3) | Nd1—N2 | 2.707 (4) |
Nd1—O4 | 2.405 (3) | ||
O1—Nd1—O2 | 48.07 (9) | O3—Nd1—N1 | 127.07 (11) |
O1—Nd1—O3 | 73.04 (10) | O4—Nd1—N1 | 77.34 (11) |
O1—Nd1—O4 | 139.35 (11) | O1—Nd1—N2 | 74.25 (11) |
O2—Nd1—O3 | 65.14 (10) | O2—Nd1—N2 | 118.37 (10) |
O2—Nd1—O4 | 139.59 (10) | O3—Nd1—N2 | 80.78 (11) |
O3—Nd1—O4 | 145.89 (11) | O4—Nd1—N2 | 96.73 (11) |
O1—Nd1—N1 | 63.74 (11) | N1—Nd1—N2 | 59.77 (13) |
O2—Nd1—N1 | 102.40 (11) |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···O5i | 0.93 | 2.41 | 3.106 (7) | 132 |
C10—H10···O1iii | 0.93 | 2.33 | 3.202 (7) | 156 |
C12—H12···O6ii | 0.93 | 2.46 | 3.049 (7) | 122 |
C12—H12···N5ii | 0.93 | 2.55 | 3.394 (7) | 151 |
C22—H22B···O4iv | 0.97 | 2.39 | 3.332 (6) | 164 |
N3—H3A···O5 | 0.86 | 2.26 | 2.616 (5) | 105 |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) x, y−1, z. |
The crystal structure of catena-Poly[bisi(µ-anilinoacetato-κ2O:O')bisi (µ-anilinoacetato-κ3O,O':O)bis[(1,10-phenanthroline-κ2N,N') samarium(III)]-µ-anilinoacetato-κ2O:O'], (II), has previously been reported (Zhong et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II). We report herein the crystal structure of (I).
In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The title compound, [Nd2(C8H8NO2)6(C12H8N2)2]n, which are bridged by two terdentate, two bidentate and four mondentate carboxyl groups with an inversion centre between the two NdIII ions. Each Nd atom is nine-coordinated by two N atoms of 1,10-phenanthroline (phen) ligand and seven O atoms of four anilinoacetate ligands (Table 1). The Nd—O bond lengths are in the range 2.405 (3) to 2.812 (4) Å. The Nd—N bond lengths are in the range 2.707 (4) to 2.715 (4) Å, as in (II).
In the crystal structure, N—H···O, C—H···N and C—H···O hydrogen bonds (Fig. 2 and Table 2) seem to be effective in the stabilization of the structure, resulting in the formation of a supramolecular network structure, as in (II).
The both compounds, (I) and (II), are isostructural.