The Sm atom of the title compound, [Sm(CH4N2O)8]I3, is eight-coordinate, with eight monodentate urea ligands bound through their O atoms; the corresponding polyhedron is a distorted double-capped trigonal prism. All the urea molecules are involved in intramolecular hydrogen bonds. This compound is a rare example of a lanthanide complex containing no water and in which the anions do not serve as ligands.
Supporting information
CCDC reference: 270524
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (N-C) = 0.008 Å
- Disorder in main residue
- R factor = 0.036
- wR factor = 0.058
- Data-to-parameter ratio = 21.6
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C8
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT199_ALERT_1_C Check the Reported cell_measurement_temperature 293
PLAT200_ALERT_1_C Check the Reported cell_ambient_temperature .... 293
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Sm1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C2
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C3
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C6
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C7
PLAT301_ALERT_3_C Main Residue Disorder ......................... 6.00 Perc.
PLAT420_ALERT_2_C D-H Without Acceptor N11 - H11A ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N11 - H11B ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N22 - H22A ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N31 - H31A ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N31 - H31B ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N51 - H51B ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N52 - H52B ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N72 - H72B ... ?
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
17 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
14 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Octaureasamarium(III) triiodide
top
Crystal data top
[Sm(CH4N2O)8]I3 | Z = 2 |
Mr = 1011.55 | F(000) = 954 |
Triclinic, P1 | Dx = 2.173 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.597 (5) Å | Cell parameters from 25 reflections |
b = 11.996 (11) Å | θ = 12–13° |
c = 13.046 (6) Å | µ = 4.95 mm−1 |
α = 85.58 (6)° | T = 293 K |
β = 73.76 (4)° | Prism, yellow |
γ = 76.20 (7)° | 0.23 × 0.21 × 0.19 mm |
V = 1546.2 (17) Å3 | |
Data collection top
Enraf–Nonius CAD-4 diffractometer | 4875 reflections with I > 2σ(I) |
Radiation source: Enraf Nonius FR590 | Rint = 0.000 |
Graphite monochromator | θmax = 28.0°, θmin = 1.6° |
non–profiled ω scans | h = −13→13 |
Absorption correction: ψ scan (North et al., 1968) | k = −15→15 |
Tmin = 0.325, Tmax = 0.394 | l = 0→17 |
7442 measured reflections | 1 standard reflections every 60 min |
7442 independent reflections | intensity decay: 2% |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.058 | H-atom parameters constrained |
S = 0.93 | w = 1/[σ2(Fo2) + (0.0192P)2] where P = (Fo2 + 2Fc2)/3 |
7442 reflections | (Δ/σ)max < 0.001 |
344 parameters | Δρmax = 1.12 e Å−3 |
0 restraints | Δρmin = −1.21 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Sm1 | 0.65000 (3) | 0.23710 (2) | 0.299191 (19) | 0.02667 (6) | |
I1 | −0.05607 (4) | 0.32884 (3) | 0.69067 (3) | 0.04692 (10) | |
I2 | 0.38712 (4) | 0.88576 (3) | 0.18637 (3) | 0.04688 (10) | |
I3 | 0.80742 (5) | 0.65329 (4) | 0.05948 (3) | 0.05726 (13) | |
O1 | 0.4953 (4) | 0.2305 (3) | 0.4719 (3) | 0.0435 (9) | |
C1 | 0.3821 (6) | 0.2777 (5) | 0.5318 (5) | 0.0481 (15) | |
N11 | 0.3585 (6) | 0.2738 (5) | 0.6372 (4) | 0.0674 (16) | |
H11A | 0.4210 | 0.2386 | 0.6660 | 0.081* | |
H11B | 0.2806 | 0.3065 | 0.6768 | 0.081* | |
N12 | 0.2833 (5) | 0.3306 (5) | 0.4917 (4) | 0.0782 (19) | |
H12A | 0.2951 | 0.3336 | 0.4237 | 0.094* | |
H12B | 0.2065 | 0.3625 | 0.5334 | 0.094* | |
O2 | 0.4260 (4) | 0.2894 (3) | 0.2676 (3) | 0.0452 (10) | |
C2 | 0.3752 (5) | 0.3008 (5) | 0.1891 (4) | 0.0420 (13) | |
N21 | 0.4057 (5) | 0.2192 (4) | 0.1202 (4) | 0.0604 (15) | |
H21A | 0.4614 | 0.1559 | 0.1274 | 0.073* | |
H21B | 0.3703 | 0.2285 | 0.0675 | 0.073* | |
N22 | 0.2846 (6) | 0.3937 (5) | 0.1800 (5) | 0.083 (2) | |
H22A | 0.2598 | 0.4467 | 0.2271 | 0.099* | |
H22B | 0.2498 | 0.4019 | 0.1269 | 0.099* | |
O3 | 0.8807 (4) | 0.1562 (3) | 0.2022 (3) | 0.0446 (9) | |
C3 | 0.9926 (5) | 0.1042 (5) | 0.2099 (4) | 0.0423 (14) | |
N31 | 1.0973 (5) | 0.1519 (5) | 0.1895 (4) | 0.0631 (15) | |
H31A | 1.0889 | 0.2228 | 0.1698 | 0.076* | |
H31B | 1.1738 | 0.1122 | 0.1959 | 0.076* | |
N32 | 1.0156 (6) | −0.0063 (5) | 0.2404 (5) | 0.089 (2) | |
H32A | 0.9514 | −0.0422 | 0.2551 | 0.107* | |
H32B | 1.0946 | −0.0413 | 0.2453 | 0.107* | |
O4 | 0.6407 (4) | 0.0949 (3) | 0.1860 (3) | 0.0437 (9) | |
C4 | 0.7085 (6) | −0.0013 (5) | 0.1505 (4) | 0.0400 (13) | |
N41 | 0.7551 (5) | −0.0848 (4) | 0.2136 (4) | 0.0526 (13) | |
H41A | 0.7386 | −0.0731 | 0.2808 | 0.063* | |
H41B | 0.8015 | −0.1501 | 0.1870 | 0.063* | |
N42 | 0.7390 (6) | −0.0242 (4) | 0.0475 (4) | 0.0683 (17) | |
H42A | 0.7120 | 0.0275 | 0.0040 | 0.082* | |
H42B | 0.7857 | −0.0907 | 0.0241 | 0.082* | |
O5 | 0.5595 (4) | 0.4363 (3) | 0.3558 (3) | 0.0378 (9) | |
C5 | 0.4820 (5) | 0.5255 (5) | 0.3344 (4) | 0.0368 (12) | |
N51 | 0.4871 (5) | 0.5594 (4) | 0.2342 (3) | 0.0544 (14) | |
H51A | 0.5447 | 0.5195 | 0.1823 | 0.065* | |
H51B | 0.4329 | 0.6211 | 0.2212 | 0.065* | |
N52 | 0.3902 (5) | 0.5893 (4) | 0.4101 (4) | 0.0601 (15) | |
H52A | 0.3824 | 0.5698 | 0.4760 | 0.072* | |
H52B | 0.3378 | 0.6504 | 0.3937 | 0.072* | |
O6 | 0.7128 (4) | 0.0592 (3) | 0.3962 (3) | 0.0454 (10) | |
C6 | 0.7167 (6) | 0.0460 (5) | 0.4916 (4) | 0.0464 (15) | |
N61 | 0.7867 (6) | 0.1027 (5) | 0.5293 (4) | 0.0696 (17) | |
H61A | 0.8298 | 0.1488 | 0.4883 | 0.084* | |
H61B | 0.7891 | 0.0933 | 0.5948 | 0.084* | |
N62 | 0.6485 (7) | −0.0228 (5) | 0.5574 (4) | 0.078 (2) | |
H62A | 0.6009 | −0.0590 | 0.5346 | 0.094* | |
H62B | 0.6521 | −0.0311 | 0.6226 | 0.094* | |
O7 | 0.8039 (4) | 0.3030 (3) | 0.3774 (3) | 0.0378 (8) | |
C7 | 0.8786 (5) | 0.3729 (5) | 0.3471 (4) | 0.0334 (11) | |
N71 | 0.9545 (5) | 0.3921 (4) | 0.4062 (4) | 0.0596 (15) | |
H71A | 0.9530 | 0.3564 | 0.4662 | 0.072* | |
H71B | 1.0053 | 0.4402 | 0.3846 | 0.072* | |
N72 | 0.8868 (5) | 0.4303 (4) | 0.2553 (4) | 0.0561 (14) | |
H72A | 0.8398 | 0.4203 | 0.2141 | 0.067* | |
H72B | 0.9390 | 0.4776 | 0.2370 | 0.067* | |
O8 | 0.6919 (4) | 0.3461 (3) | 0.1368 (3) | 0.0428 (9) | |
C8 | 0.7394 (7) | 0.3285 (5) | 0.0375 (4) | 0.0463 (15) | |
N81 | 0.8661 (13) | 0.3389 (12) | −0.0130 (9) | 0.077 (5) | 0.576 (10) |
H81A | 0.9152 | 0.3576 | 0.0223 | 0.093* | 0.576 (10) |
H81B | 0.8976 | 0.3268 | −0.0805 | 0.093* | 0.576 (10) |
N82 | 0.6709 (15) | 0.3021 (13) | −0.0200 (10) | 0.095 (6) | 0.576 (10) |
H82A | 0.5894 | 0.2957 | 0.0087 | 0.114* | 0.576 (10) |
H82B | 0.7066 | 0.2908 | −0.0873 | 0.114* | 0.576 (10) |
N83 | 0.836 (2) | 0.2461 (19) | −0.0055 (13) | 0.096 (9) | 0.424 (12) |
H83A | 0.8742 | 0.1963 | 0.0338 | 0.115* | 0.424 (12) |
H83B | 0.8622 | 0.2401 | −0.0738 | 0.115* | 0.424 (12) |
N84 | 0.665 (2) | 0.3904 (17) | −0.0258 (13) | 0.090 (9) | 0.424 (12) |
H84A | 0.5909 | 0.4381 | 0.0021 | 0.108* | 0.424 (12) |
H84B | 0.6929 | 0.3818 | −0.0939 | 0.108* | 0.424 (12) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sm1 | 0.02722 (13) | 0.02752 (15) | 0.02331 (12) | −0.00368 (11) | −0.00522 (10) | −0.00240 (10) |
I1 | 0.0487 (2) | 0.0512 (3) | 0.0378 (2) | −0.0138 (2) | −0.00523 (17) | 0.00174 (17) |
I2 | 0.0419 (2) | 0.0487 (3) | 0.0461 (2) | −0.00208 (19) | −0.01232 (18) | −0.00081 (18) |
I3 | 0.0793 (3) | 0.0421 (3) | 0.0484 (2) | 0.0011 (2) | −0.0261 (2) | −0.00208 (19) |
O1 | 0.039 (2) | 0.050 (3) | 0.0325 (19) | −0.0043 (19) | −0.0004 (17) | 0.0015 (17) |
C1 | 0.045 (4) | 0.041 (4) | 0.049 (4) | −0.014 (3) | 0.004 (3) | 0.005 (3) |
N11 | 0.073 (4) | 0.084 (4) | 0.034 (3) | −0.024 (3) | 0.010 (3) | −0.001 (3) |
N12 | 0.048 (3) | 0.097 (5) | 0.058 (3) | 0.015 (3) | 0.009 (3) | 0.006 (3) |
O2 | 0.040 (2) | 0.059 (3) | 0.038 (2) | −0.006 (2) | −0.0151 (18) | −0.0083 (18) |
C2 | 0.036 (3) | 0.051 (4) | 0.041 (3) | −0.012 (3) | −0.012 (3) | −0.005 (3) |
N21 | 0.067 (4) | 0.053 (3) | 0.064 (3) | 0.015 (3) | −0.039 (3) | −0.023 (3) |
N22 | 0.104 (5) | 0.061 (4) | 0.090 (4) | 0.025 (4) | −0.067 (4) | −0.026 (3) |
O3 | 0.035 (2) | 0.048 (3) | 0.042 (2) | 0.0025 (19) | −0.0066 (17) | 0.0004 (18) |
C3 | 0.029 (3) | 0.057 (4) | 0.031 (3) | −0.002 (3) | 0.003 (2) | −0.006 (3) |
N31 | 0.039 (3) | 0.055 (4) | 0.093 (4) | −0.007 (3) | −0.018 (3) | 0.004 (3) |
N32 | 0.051 (4) | 0.071 (5) | 0.147 (6) | −0.016 (3) | −0.037 (4) | 0.046 (4) |
O4 | 0.057 (3) | 0.031 (2) | 0.046 (2) | −0.0032 (19) | −0.021 (2) | −0.0101 (17) |
C4 | 0.043 (3) | 0.038 (3) | 0.043 (3) | −0.009 (3) | −0.018 (3) | −0.006 (3) |
N41 | 0.078 (4) | 0.036 (3) | 0.045 (3) | −0.010 (3) | −0.021 (3) | −0.001 (2) |
N42 | 0.097 (5) | 0.051 (4) | 0.043 (3) | 0.015 (3) | −0.021 (3) | −0.009 (3) |
O5 | 0.044 (2) | 0.034 (2) | 0.0332 (19) | 0.0000 (18) | −0.0130 (17) | −0.0058 (16) |
C5 | 0.038 (3) | 0.038 (3) | 0.038 (3) | −0.012 (3) | −0.011 (2) | −0.005 (2) |
N51 | 0.067 (4) | 0.045 (3) | 0.045 (3) | 0.009 (3) | −0.024 (3) | 0.000 (2) |
N52 | 0.060 (4) | 0.050 (3) | 0.054 (3) | 0.017 (3) | −0.011 (3) | −0.014 (3) |
O6 | 0.062 (3) | 0.035 (2) | 0.0311 (19) | 0.0059 (19) | −0.0133 (19) | −0.0010 (16) |
C6 | 0.067 (4) | 0.039 (3) | 0.030 (3) | −0.004 (3) | −0.015 (3) | 0.002 (2) |
N61 | 0.091 (5) | 0.088 (5) | 0.048 (3) | −0.042 (4) | −0.036 (3) | 0.023 (3) |
N62 | 0.138 (6) | 0.074 (4) | 0.043 (3) | −0.060 (4) | −0.034 (4) | 0.025 (3) |
O7 | 0.037 (2) | 0.043 (2) | 0.0372 (19) | −0.0117 (18) | −0.0157 (17) | 0.0036 (17) |
C7 | 0.027 (3) | 0.037 (3) | 0.034 (3) | −0.002 (2) | −0.008 (2) | −0.003 (2) |
N71 | 0.071 (4) | 0.085 (4) | 0.044 (3) | −0.049 (3) | −0.027 (3) | 0.014 (3) |
N72 | 0.073 (4) | 0.063 (4) | 0.047 (3) | −0.032 (3) | −0.031 (3) | 0.020 (3) |
O8 | 0.058 (3) | 0.037 (2) | 0.0282 (19) | −0.0054 (19) | −0.0090 (18) | 0.0013 (16) |
C8 | 0.066 (4) | 0.038 (4) | 0.034 (3) | −0.014 (3) | −0.012 (3) | 0.003 (3) |
N81 | 0.060 (7) | 0.119 (17) | 0.042 (6) | −0.010 (8) | 0.002 (5) | −0.032 (7) |
N82 | 0.108 (13) | 0.16 (2) | 0.051 (7) | −0.086 (15) | −0.022 (7) | −0.004 (9) |
N83 | 0.108 (16) | 0.12 (2) | 0.031 (7) | 0.029 (15) | −0.010 (8) | −0.024 (9) |
N84 | 0.136 (17) | 0.084 (17) | 0.041 (8) | 0.013 (14) | −0.042 (10) | 0.005 (9) |
Geometric parameters (Å, º) top
Sm1—O4 | 2.378 (4) | N42—H42B | 0.8600 |
Sm1—O8 | 2.391 (4) | O5—C5 | 1.250 (6) |
Sm1—O1 | 2.395 (4) | C5—N52 | 1.315 (7) |
Sm1—O3 | 2.418 (4) | C5—N51 | 1.329 (6) |
Sm1—O5 | 2.441 (4) | N51—H51A | 0.8600 |
Sm1—O6 | 2.445 (4) | N51—H51B | 0.8600 |
Sm1—O2 | 2.448 (4) | N52—H52A | 0.8600 |
Sm1—O7 | 2.448 (3) | N52—H52B | 0.8600 |
O1—C1 | 1.261 (6) | O6—C6 | 1.253 (6) |
C1—N12 | 1.308 (7) | C6—N61 | 1.323 (7) |
C1—N11 | 1.327 (7) | C6—N62 | 1.330 (7) |
N11—H11A | 0.8600 | N61—H61A | 0.8600 |
N11—H11B | 0.8600 | N61—H61B | 0.8600 |
N12—H12A | 0.8600 | N62—H62A | 0.8600 |
N12—H12B | 0.8600 | N62—H62B | 0.8600 |
O2—C2 | 1.268 (6) | O7—C7 | 1.256 (6) |
C2—N21 | 1.302 (7) | C7—N71 | 1.325 (6) |
C2—N22 | 1.308 (7) | C7—N72 | 1.327 (6) |
N21—H21A | 0.8600 | N71—H71A | 0.8600 |
N21—H21B | 0.8600 | N71—H71B | 0.8600 |
N22—H22A | 0.8600 | N72—H72A | 0.8600 |
N22—H22B | 0.8600 | N72—H72B | 0.8600 |
O3—C3 | 1.229 (6) | O8—C8 | 1.266 (6) |
C3—N31 | 1.321 (7) | C8—N82 | 1.281 (12) |
C3—N32 | 1.339 (8) | C8—N81 | 1.350 (14) |
N31—H31A | 0.8600 | N81—H81A | 0.8600 |
N31—H31B | 0.8600 | N81—H81B | 0.8600 |
N32—H32A | 0.8600 | N82—H82A | 0.8600 |
N32—H32B | 0.8600 | N82—H82B | 0.8600 |
O4—C4 | 1.250 (6) | C8—N83 | 1.271 (19) |
C4—N42 | 1.327 (6) | C8—N84 | 1.356 (17) |
C4—N41 | 1.337 (6) | N83—H83A | 0.8600 |
N41—H41A | 0.8600 | N83—H83B | 0.8600 |
N41—H41B | 0.8600 | N84—H84A | 0.8600 |
N42—H42A | 0.8600 | N84—H84B | 0.8600 |
| | | |
O4—Sm1—O8 | 83.47 (13) | O4—C4—N42 | 120.9 (5) |
O4—Sm1—O1 | 110.92 (14) | O4—C4—N41 | 122.0 (5) |
O8—Sm1—O1 | 143.97 (13) | N42—C4—N41 | 117.1 (5) |
O4—Sm1—O3 | 73.70 (14) | C4—N41—H41A | 120.0 |
O8—Sm1—O3 | 74.11 (14) | C4—N41—H41B | 120.0 |
O1—Sm1—O3 | 140.82 (12) | H41A—N41—H41B | 120.0 |
O4—Sm1—O5 | 144.63 (12) | C4—N42—H42A | 120.0 |
O8—Sm1—O5 | 75.80 (13) | C4—N42—H42B | 120.0 |
O1—Sm1—O5 | 74.12 (14) | H42A—N42—H42B | 120.0 |
O3—Sm1—O5 | 125.50 (14) | C5—O5—Sm1 | 140.2 (3) |
O4—Sm1—O6 | 77.56 (13) | O5—C5—N52 | 121.5 (5) |
O8—Sm1—O6 | 147.96 (13) | O5—C5—N51 | 121.5 (5) |
O1—Sm1—O6 | 67.82 (14) | N52—C5—N51 | 117.0 (5) |
O3—Sm1—O6 | 75.90 (14) | C5—N51—H51A | 120.0 |
O5—Sm1—O6 | 132.43 (12) | C5—N51—H51B | 120.0 |
O4—Sm1—O2 | 73.05 (14) | H51A—N51—H51B | 120.0 |
O8—Sm1—O2 | 78.41 (14) | C5—N52—H52A | 120.0 |
O1—Sm1—O2 | 74.99 (12) | C5—N52—H52B | 120.0 |
O3—Sm1—O2 | 138.70 (12) | H52A—N52—H52B | 120.0 |
O5—Sm1—O2 | 74.90 (13) | C6—O6—Sm1 | 128.8 (3) |
O6—Sm1—O2 | 119.21 (14) | O6—C6—N61 | 120.3 (6) |
O4—Sm1—O7 | 142.61 (13) | O6—C6—N62 | 120.9 (6) |
O8—Sm1—O7 | 96.62 (13) | N61—C6—N62 | 118.7 (5) |
O1—Sm1—O7 | 90.86 (13) | C6—N61—H61A | 120.0 |
O3—Sm1—O7 | 70.47 (13) | C6—N61—H61B | 120.0 |
O5—Sm1—O7 | 69.19 (13) | H61A—N61—H61B | 120.0 |
O6—Sm1—O7 | 83.67 (13) | C6—N62—H62A | 120.0 |
O2—Sm1—O7 | 143.82 (13) | C6—N62—H62B | 120.0 |
C1—O1—Sm1 | 144.7 (4) | H62A—N62—H62B | 120.0 |
O1—C1—N12 | 120.9 (6) | C7—O7—Sm1 | 133.5 (3) |
O1—C1—N11 | 121.3 (6) | O7—C7—N71 | 120.9 (5) |
N12—C1—N11 | 117.8 (6) | O7—C7—N72 | 122.4 (4) |
C1—N11—H11A | 120.0 | N71—C7—N72 | 116.7 (5) |
C1—N11—H11B | 120.0 | C7—N71—H71A | 120.0 |
H11A—N11—H11B | 120.0 | C7—N71—H71B | 120.0 |
C1—N12—H12A | 120.0 | H71A—N71—H71B | 120.0 |
C1—N12—H12B | 120.0 | C7—N72—H72A | 120.0 |
H12A—N12—H12B | 120.0 | C7—N72—H72B | 120.0 |
C2—O2—Sm1 | 138.2 (3) | H72A—N72—H72B | 120.0 |
O2—C2—N21 | 121.4 (5) | C8—O8—Sm1 | 138.6 (4) |
O2—C2—N22 | 119.6 (5) | O8—C8—N82 | 122.6 (10) |
N21—C2—N22 | 118.9 (5) | O8—C8—N81 | 120.6 (8) |
C2—N21—H21A | 120.0 | N82—C8—N81 | 116.8 (9) |
C2—N21—H21B | 120.0 | C8—N81—H81A | 120.0 |
H21A—N21—H21B | 120.0 | C8—N81—H81B | 120.0 |
C2—N22—H22A | 120.0 | H81A—N81—H81B | 120.0 |
C2—N22—H22B | 120.0 | C8—N82—H82A | 120.0 |
H22A—N22—H22B | 120.0 | C8—N82—H82B | 120.0 |
C3—O3—Sm1 | 145.3 (3) | H82A—N82—H82B | 120.0 |
O3—C3—N31 | 123.2 (6) | O8—C8—N83 | 125.6 (11) |
O3—C3—N32 | 121.3 (6) | O8—C8—N84 | 116.1 (12) |
N31—C3—N32 | 115.5 (5) | N83—C8—N84 | 117.2 (13) |
C3—N31—H31A | 120.0 | C8—N83—H83A | 120.0 |
C3—N31—H31B | 120.0 | C8—N83—H83B | 120.0 |
H31A—N31—H31B | 120.0 | H83A—N83—H83B | 120.0 |
C3—N32—H32A | 120.0 | C8—N84—H84A | 120.0 |
C3—N32—H32B | 120.0 | C8—N84—H84B | 120.0 |
H32A—N32—H32B | 120.0 | H84A—N84—H84B | 120.0 |
C4—O4—Sm1 | 138.4 (3) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N12—H12A···O2 | 0.86 | 2.14 | 2.910 (8) | 149 |
N21—H21A···O4 | 0.86 | 2.19 | 2.895 (8) | 139 |
N32—H32A···N41 | 0.86 | 2.46 | 3.234 (10) | 150 |
N41—H41A···O6 | 0.86 | 2.19 | 2.920 (8) | 143 |
N51—H51A···O8 | 0.86 | 2.29 | 3.030 (8) | 145 |
N52—H52A···O5i | 0.86 | 2.43 | 3.224 (7) | 154 |
N52—H52A···O7i | 0.86 | 2.60 | 3.111 (8) | 119 |
N61—H61A···O7 | 0.86 | 2.27 | 3.002 (8) | 143 |
N62—H62A···O1ii | 0.86 | 2.52 | 3.310 (9) | 153 |
N72—H72A···O8 | 0.86 | 2.44 | 3.270 (8) | 163 |
N82—H82A···N21 | 0.86 | 2.41 | 3.227 (15) | 159 |
N83—H83A···O3 | 0.86 | 2.23 | 2.959 (17) | 143 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y, −z+1. |