Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616011578/yp3122sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229616011578/yp3122Isup2.hkl |
CCDC reference: 1493971
Data collection: D*TREK (Rigaku, 2014); cell refinement: D*TREK (Rigaku, 2014); data reduction: D*TREK (Rigaku, 2014); program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: CrystalStructure (Rigaku, 2016); software used to prepare material for publication: CrystalStructure (Rigaku, 2016).
[Sm(C16H20BN8)2] | F(000) = 1664.00 |
Mr = 820.80 | Dx = 1.505 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71069 Å |
a = 11.2742 (10) Å | Cell parameters from 17171 reflections |
b = 22.304 (3) Å | θ = 3.0–27.6° |
c = 14.4624 (3) Å | µ = 1.67 mm−1 |
β = 95.3065 (6)° | T = 293 K |
V = 3621.2 (6) Å3 | Block, dark-green |
Z = 4 | 0.60 × 0.50 × 0.30 mm |
Rigaku Quantum diffractometer | 5131 reflections with F2 > 2.0σ(F2) |
Detector resolution: 10.000 pixels mm-1 | Rint = 0.029 |
ω scans | θmax = 25.0°, θmin = 3.0° |
Absorption correction: multi-scan (REQAB; Rigaku, 1998) | h = −13→13 |
Tmin = 0.391, Tmax = 0.605 | k = −25→26 |
26604 measured reflections | l = −17→17 |
6237 independent reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.051 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.14 | w = 1/[σ2(Fo2) + (0.0391P)2 + 12.5843P] where P = (Fo2 + 2Fc2)/3 |
6237 reflections | (Δ/σ)max < 0.001 |
468 parameters | Δρmax = 3.07 e Å−3 |
0 restraints | Δρmin = −1.41 e Å−3 |
Primary atom site location: structure-invariant direct methods |
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 was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 sigma(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
Sm1 | 0.74099 (2) | −0.00402 (2) | 0.26183 (2) | 0.03783 (12) | |
N1 | 0.6111 (4) | −0.0883 (2) | 0.1460 (3) | 0.0429 (11) | |
N2 | 0.7113 (4) | −0.12031 (19) | 0.1689 (3) | 0.0363 (9) | |
N3 | 0.9218 (4) | −0.08012 (19) | 0.2706 (3) | 0.0391 (10) | |
N4 | 0.9317 (4) | −0.11596 (18) | 0.1943 (3) | 0.0335 (9) | |
N5 | 0.8174 (4) | −0.00323 (18) | 0.0965 (3) | 0.0386 (10) | |
N6 | 0.8268 (3) | −0.05977 (18) | 0.0582 (3) | 0.0323 (9) | |
N7 | 0.9275 (4) | −0.1858 (2) | 0.0100 (3) | 0.0487 (12) | |
N8 | 0.8294 (4) | −0.17157 (18) | 0.0547 (3) | 0.0387 (10) | |
N9 | 0.8460 (4) | 0.09306 (19) | 0.3259 (3) | 0.0398 (10) | |
N10 | 0.7864 (4) | 0.13287 (17) | 0.3770 (3) | 0.0318 (9) | |
N11 | 0.5904 (4) | 0.08526 (18) | 0.2444 (3) | 0.0367 (10) | |
N12 | 0.5660 (4) | 0.11727 (17) | 0.3217 (3) | 0.0316 (9) | |
N13 | 0.6910 (4) | 0.01137 (18) | 0.4323 (3) | 0.0374 (9) | |
N14 | 0.6561 (4) | 0.06526 (18) | 0.4672 (3) | 0.0329 (9) | |
N15 | 0.6637 (4) | 0.18440 (19) | 0.5557 (3) | 0.0415 (10) | |
N16 | 0.6282 (4) | 0.17856 (17) | 0.4624 (3) | 0.0345 (9) | |
C1 | 0.4060 (6) | −0.0852 (4) | 0.1895 (6) | 0.080 (2) | |
H1A | 0.3887 | −0.0682 | 0.1288 | 0.096* | |
H1B | 0.3984 | −0.0548 | 0.2356 | 0.096* | |
H1C | 0.3510 | −0.1171 | 0.1981 | 0.096* | |
C2 | 0.5294 (5) | −0.1091 (3) | 0.1987 (4) | 0.0448 (13) | |
C3 | 0.5764 (6) | −0.1550 (4) | 0.2550 (5) | 0.071 (2) | |
H3 | 0.5378 | −0.1773 | 0.2974 | 0.086* | |
C4 | 0.6914 (6) | −0.1603 (3) | 0.2349 (5) | 0.0650 (19) | |
H4 | 0.7469 | −0.1872 | 0.2624 | 0.078* | |
C5 | 1.0410 (6) | −0.0540 (3) | 0.4146 (4) | 0.0624 (17) | |
H5A | 1.0371 | −0.0829 | 0.4634 | 0.075* | |
H5B | 0.9788 | −0.0249 | 0.4181 | 0.075* | |
H5C | 1.1170 | −0.0343 | 0.4213 | 0.075* | |
C6 | 1.0255 (5) | −0.0847 (2) | 0.3237 (4) | 0.0413 (12) | |
C7 | 1.1016 (5) | −0.1229 (3) | 0.2814 (4) | 0.0448 (13) | |
H7 | 1.1787 | −0.1337 | 0.3038 | 0.054* | |
C8 | 1.0410 (5) | −0.1414 (2) | 0.2008 (4) | 0.0399 (12) | |
H8 | 1.0698 | −0.1672 | 0.1575 | 0.048* | |
C9 | 0.8216 (7) | 0.1009 (3) | 0.0477 (5) | 0.0656 (18) | |
H9A | 0.8248 | 0.1083 | 0.1133 | 0.079* | |
H9B | 0.7484 | 0.1166 | 0.0180 | 0.079* | |
H9C | 0.8877 | 0.1202 | 0.0228 | 0.079* | |
C10 | 0.8273 (5) | 0.0351 (2) | 0.0307 (4) | 0.0417 (12) | |
C11 | 0.8451 (5) | 0.0062 (3) | −0.0526 (4) | 0.0444 (13) | |
H11 | 0.8563 | 0.0237 | −0.1096 | 0.053* | |
C12 | 0.8426 (5) | −0.0530 (3) | −0.0319 (4) | 0.0468 (14) | |
H12 | 0.8506 | −0.0841 | −0.0737 | 0.056* | |
C13 | 0.9776 (8) | −0.2540 (3) | −0.1129 (5) | 0.078 (2) | |
H13A | 1.0573 | −0.2425 | −0.0908 | 0.094* | |
H13B | 0.9594 | −0.2394 | −0.1750 | 0.094* | |
H13C | 0.9713 | −0.2969 | −0.1126 | 0.094* | |
C14 | 0.8923 (7) | −0.2280 (2) | −0.0513 (4) | 0.0541 (16) | |
C15 | 0.7739 (7) | −0.2410 (3) | −0.0458 (5) | 0.070 (2) | |
H15 | 0.7286 | −0.2693 | −0.0808 | 0.084* | |
C16 | 0.7356 (6) | −0.2043 (3) | 0.0213 (5) | 0.0599 (17) | |
H16 | 0.6590 | −0.2025 | 0.0401 | 0.072* | |
C17 | 1.0420 (6) | 0.0855 (3) | 0.2649 (5) | 0.0682 (19) | |
H17A | 1.0031 | 0.0552 | 0.2260 | 0.082* | |
H17B | 1.1015 | 0.0673 | 0.3077 | 0.082* | |
H17C | 1.0791 | 0.1141 | 0.2271 | 0.082* | |
C18 | 0.9522 (5) | 0.1167 (3) | 0.3177 (4) | 0.0454 (13) | |
C19 | 0.9640 (5) | 0.1716 (3) | 0.3624 (5) | 0.0548 (15) | |
H19 | 1.0295 | 0.1971 | 0.3663 | 0.066* | |
C20 | 0.8582 (5) | 0.1800 (2) | 0.3995 (4) | 0.0461 (13) | |
H20 | 0.8388 | 0.2129 | 0.4346 | 0.055* | |
C21 | 0.4913 (6) | 0.0609 (3) | 0.0904 (4) | 0.0535 (15) | |
H21A | 0.5589 | 0.0349 | 0.0884 | 0.064* | |
H21B | 0.4942 | 0.0917 | 0.0442 | 0.064* | |
H21C | 0.4194 | 0.0380 | 0.0781 | 0.064* | |
C22 | 0.4934 (5) | 0.0888 (2) | 0.1840 (4) | 0.0382 (12) | |
C23 | 0.4054 (5) | 0.1223 (3) | 0.2215 (4) | 0.0460 (13) | |
H23 | 0.3300 | 0.1316 | 0.1936 | 0.055* | |
C24 | 0.4540 (5) | 0.1389 (2) | 0.3087 (4) | 0.0418 (12) | |
H24 | 0.4159 | 0.1612 | 0.3515 | 0.050* | |
C25 | 0.7131 (7) | −0.0931 (3) | 0.4839 (5) | 0.0618 (18) | |
H25A | 0.7355 | −0.0978 | 0.4218 | 0.074* | |
H25B | 0.6460 | −0.1184 | 0.4923 | 0.074* | |
H25C | 0.7787 | −0.1041 | 0.5276 | 0.074* | |
C26 | 0.6805 (5) | −0.0296 (2) | 0.4991 (4) | 0.0432 (13) | |
C27 | 0.6376 (5) | −0.0028 (2) | 0.5757 (3) | 0.0400 (12) | |
H27 | 0.6221 | −0.0213 | 0.6310 | 0.048* | |
C28 | 0.6228 (5) | 0.0560 (2) | 0.5533 (3) | 0.0395 (12) | |
H28 | 0.5942 | 0.0853 | 0.5913 | 0.047* | |
C29 | 0.6756 (7) | 0.2636 (3) | 0.6737 (4) | 0.067 (2) | |
H29A | 0.7507 | 0.2842 | 0.6781 | 0.080* | |
H29B | 0.6803 | 0.2301 | 0.7155 | 0.080* | |
H29C | 0.6144 | 0.2905 | 0.6898 | 0.080* | |
C30 | 0.6467 (5) | 0.2417 (2) | 0.5765 (4) | 0.0437 (13) | |
C31 | 0.6026 (6) | 0.2735 (2) | 0.4978 (4) | 0.0514 (15) | |
H31 | 0.5837 | 0.3141 | 0.4940 | 0.062* | |
C32 | 0.5930 (5) | 0.2328 (2) | 0.4280 (4) | 0.0455 (13) | |
H32 | 0.5666 | 0.2408 | 0.3664 | 0.055* | |
B1 | 0.8269 (5) | −0.1167 (3) | 0.1173 (4) | 0.0330 (12) | |
B2 | 0.6593 (5) | 0.1227 (2) | 0.4078 (4) | 0.0318 (12) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sm1 | 0.04262 (17) | 0.03988 (17) | 0.03085 (17) | 0.00649 (12) | 0.00262 (11) | −0.01103 (11) |
N1 | 0.040 (2) | 0.044 (2) | 0.046 (3) | 0.004 (2) | 0.013 (2) | 0.001 (2) |
N2 | 0.035 (2) | 0.042 (2) | 0.032 (2) | −0.0026 (18) | 0.0047 (19) | 0.0006 (17) |
N3 | 0.036 (2) | 0.043 (2) | 0.037 (2) | 0.0040 (18) | −0.004 (2) | −0.0096 (18) |
N4 | 0.035 (2) | 0.035 (2) | 0.030 (2) | 0.0036 (17) | −0.0009 (18) | −0.0041 (16) |
N5 | 0.044 (2) | 0.035 (2) | 0.039 (2) | −0.0049 (19) | 0.0118 (19) | −0.0022 (18) |
N6 | 0.029 (2) | 0.039 (2) | 0.029 (2) | 0.0004 (17) | 0.0032 (17) | −0.0061 (17) |
N7 | 0.054 (3) | 0.045 (3) | 0.048 (3) | 0.003 (2) | 0.010 (2) | −0.015 (2) |
N8 | 0.041 (2) | 0.035 (2) | 0.041 (2) | −0.0012 (18) | 0.007 (2) | −0.0062 (18) |
N9 | 0.038 (2) | 0.043 (2) | 0.040 (2) | −0.0053 (19) | 0.013 (2) | −0.0119 (19) |
N10 | 0.036 (2) | 0.031 (2) | 0.028 (2) | −0.0027 (17) | 0.0060 (18) | −0.0052 (16) |
N11 | 0.043 (2) | 0.035 (2) | 0.031 (2) | 0.0056 (18) | −0.004 (2) | −0.0045 (17) |
N12 | 0.039 (2) | 0.030 (2) | 0.025 (2) | 0.0017 (17) | 0.0014 (18) | −0.0010 (15) |
N13 | 0.046 (2) | 0.033 (2) | 0.034 (2) | 0.0053 (18) | 0.0051 (19) | −0.0066 (17) |
N14 | 0.035 (2) | 0.034 (2) | 0.030 (2) | −0.0001 (17) | 0.0036 (18) | −0.0014 (16) |
N15 | 0.060 (3) | 0.035 (2) | 0.030 (2) | 0.003 (2) | 0.005 (2) | −0.0088 (17) |
N16 | 0.046 (2) | 0.030 (2) | 0.028 (2) | 0.0023 (18) | 0.0055 (19) | −0.0014 (16) |
C1 | 0.051 (4) | 0.107 (6) | 0.088 (6) | 0.002 (4) | 0.032 (4) | 0.001 (5) |
C2 | 0.040 (3) | 0.061 (4) | 0.034 (3) | −0.012 (3) | 0.010 (2) | −0.008 (2) |
C3 | 0.053 (4) | 0.102 (6) | 0.060 (4) | −0.011 (4) | 0.014 (3) | 0.031 (4) |
C4 | 0.050 (4) | 0.080 (5) | 0.065 (4) | 0.005 (3) | 0.007 (3) | 0.037 (4) |
C5 | 0.059 (4) | 0.079 (5) | 0.046 (4) | 0.001 (3) | −0.011 (3) | −0.011 (3) |
C6 | 0.041 (3) | 0.042 (3) | 0.039 (3) | −0.004 (2) | −0.004 (2) | 0.002 (2) |
C7 | 0.033 (3) | 0.054 (3) | 0.046 (3) | 0.004 (2) | −0.002 (3) | 0.006 (3) |
C8 | 0.037 (3) | 0.041 (3) | 0.043 (3) | 0.007 (2) | 0.009 (2) | −0.001 (2) |
C9 | 0.078 (5) | 0.049 (4) | 0.072 (5) | 0.002 (3) | 0.014 (4) | 0.008 (3) |
C10 | 0.033 (3) | 0.045 (3) | 0.047 (3) | −0.001 (2) | 0.006 (2) | 0.017 (2) |
C11 | 0.045 (3) | 0.055 (3) | 0.035 (3) | 0.006 (3) | 0.009 (2) | 0.011 (2) |
C12 | 0.047 (3) | 0.066 (4) | 0.028 (3) | 0.006 (3) | 0.007 (3) | −0.002 (2) |
C13 | 0.106 (6) | 0.067 (5) | 0.063 (5) | 0.028 (4) | 0.017 (4) | −0.024 (4) |
C14 | 0.085 (5) | 0.036 (3) | 0.041 (3) | 0.011 (3) | 0.010 (3) | −0.010 (2) |
C15 | 0.083 (5) | 0.054 (4) | 0.072 (5) | −0.012 (4) | −0.001 (4) | −0.033 (3) |
C16 | 0.056 (4) | 0.050 (3) | 0.073 (5) | −0.012 (3) | 0.009 (3) | −0.021 (3) |
C17 | 0.053 (4) | 0.078 (5) | 0.077 (5) | −0.010 (3) | 0.022 (4) | −0.015 (4) |
C18 | 0.041 (3) | 0.061 (4) | 0.034 (3) | −0.004 (3) | 0.004 (2) | −0.002 (2) |
C19 | 0.047 (3) | 0.057 (4) | 0.061 (4) | −0.017 (3) | 0.009 (3) | −0.010 (3) |
C20 | 0.047 (3) | 0.043 (3) | 0.048 (3) | −0.011 (2) | 0.004 (3) | −0.009 (2) |
C21 | 0.066 (4) | 0.056 (4) | 0.035 (3) | 0.002 (3) | −0.011 (3) | −0.004 (2) |
C22 | 0.040 (3) | 0.041 (3) | 0.031 (3) | −0.002 (2) | −0.009 (2) | 0.004 (2) |
C23 | 0.034 (3) | 0.059 (3) | 0.043 (3) | 0.001 (2) | −0.011 (2) | 0.003 (3) |
C24 | 0.036 (3) | 0.050 (3) | 0.039 (3) | 0.003 (2) | 0.002 (2) | −0.003 (2) |
C25 | 0.089 (5) | 0.035 (3) | 0.064 (4) | 0.008 (3) | 0.021 (4) | 0.003 (3) |
C26 | 0.049 (3) | 0.037 (3) | 0.044 (3) | 0.000 (2) | 0.000 (3) | 0.009 (2) |
C27 | 0.058 (3) | 0.034 (3) | 0.029 (3) | −0.005 (2) | 0.008 (2) | 0.002 (2) |
C28 | 0.057 (3) | 0.039 (3) | 0.025 (2) | 0.002 (2) | 0.012 (2) | −0.001 (2) |
C29 | 0.106 (6) | 0.051 (4) | 0.046 (4) | −0.007 (4) | 0.021 (4) | −0.021 (3) |
C30 | 0.057 (3) | 0.035 (3) | 0.041 (3) | −0.004 (2) | 0.015 (3) | −0.011 (2) |
C31 | 0.064 (4) | 0.028 (3) | 0.063 (4) | 0.005 (2) | 0.008 (3) | −0.007 (2) |
C32 | 0.057 (3) | 0.035 (3) | 0.045 (3) | 0.007 (2) | 0.002 (3) | 0.002 (2) |
B1 | 0.028 (3) | 0.037 (3) | 0.034 (3) | 0.001 (2) | 0.001 (2) | −0.003 (2) |
B2 | 0.034 (3) | 0.034 (3) | 0.027 (3) | −0.002 (2) | −0.001 (2) | −0.004 (2) |
Sm1—N1 | 2.835 (5) | C6—C7 | 1.392 (8) |
Sm1—N2 | 2.926 (4) | C7—C8 | 1.360 (8) |
Sm1—N3 | 2.647 (4) | C7—H7 | 0.9300 |
Sm1—N5 | 2.616 (4) | C8—H8 | 0.9300 |
Sm1—N9 | 2.597 (4) | C9—C10 | 1.490 (8) |
Sm1—N11 | 2.614 (4) | C9—H9A | 0.9600 |
Sm1—N13 | 2.602 (4) | C9—H9B | 0.9600 |
N1—N2 | 1.351 (6) | C9—H9C | 0.9600 |
N3—N4 | 1.376 (6) | C10—C11 | 1.398 (8) |
N5—N6 | 1.385 (6) | C11—C12 | 1.356 (8) |
N7—N8 | 1.369 (6) | C11—H11 | 0.9300 |
N9—N10 | 1.370 (6) | C12—H12 | 0.9300 |
N11—N12 | 1.375 (6) | C13—C14 | 1.489 (9) |
N13—N14 | 1.375 (6) | C13—H13A | 0.9600 |
N15—N16 | 1.378 (6) | C13—H13B | 0.9600 |
N2—B1 | 1.563 (7) | C13—H13C | 0.9600 |
N4—B1 | 1.547 (7) | C14—C15 | 1.376 (10) |
N6—B1 | 1.531 (7) | C15—C16 | 1.370 (9) |
N8—B1 | 1.525 (7) | C15—H15 | 0.9300 |
N10—B2 | 1.557 (7) | C16—H16 | 0.9300 |
N12—B2 | 1.559 (7) | C17—C18 | 1.495 (9) |
N14—B2 | 1.544 (7) | C17—H17A | 0.9600 |
N16—B2 | 1.533 (6) | C17—H17B | 0.9600 |
Sm1—B1 | 3.463 (6) | C17—H17C | 0.9600 |
Sm1—B2 | 3.695 (6) | C18—C19 | 1.386 (8) |
N1—C2 | 1.332 (7) | C19—C20 | 1.365 (8) |
N2—C4 | 1.341 (7) | C19—H19 | 0.9300 |
N3—C6 | 1.342 (7) | C20—H20 | 0.9300 |
N4—C8 | 1.352 (6) | C21—C22 | 1.489 (7) |
N5—C10 | 1.291 (6) | C21—H21A | 0.9600 |
N6—C12 | 1.339 (7) | C21—H21B | 0.9600 |
N7—C14 | 1.328 (7) | C21—H21C | 0.9600 |
N8—C16 | 1.338 (7) | C22—C23 | 1.391 (8) |
N9—C18 | 1.324 (7) | C23—C24 | 1.378 (8) |
N10—C20 | 1.349 (6) | C23—H23 | 0.9300 |
N11—C22 | 1.338 (6) | C24—H24 | 0.9300 |
N12—C24 | 1.348 (7) | C25—C26 | 1.484 (8) |
N13—C26 | 1.343 (7) | C25—H25A | 0.9600 |
N14—C28 | 1.350 (6) | C25—H25B | 0.9600 |
N15—C30 | 1.331 (7) | C25—H25C | 0.9600 |
N16—C32 | 1.353 (7) | C26—C27 | 1.386 (8) |
C1—C2 | 1.484 (9) | C27—C28 | 1.359 (7) |
C1—H1A | 0.9600 | C27—H27 | 0.9300 |
C1—H1B | 0.9600 | C28—H28 | 0.9300 |
C1—H1C | 0.9600 | C29—C30 | 1.495 (8) |
C2—C3 | 1.382 (9) | C29—H29A | 0.9600 |
C3—C4 | 1.359 (9) | C29—H29B | 0.9600 |
C3—H3 | 0.9300 | C29—H29C | 0.9600 |
C4—H4 | 0.9300 | C30—C31 | 1.393 (8) |
C5—C6 | 1.478 (8) | C31—C32 | 1.355 (8) |
C5—H5A | 0.9600 | C31—H31 | 0.9300 |
C5—H5B | 0.9600 | C32—H32 | 0.9300 |
C5—H5C | 0.9600 | ||
N2—N1—Sm1 | 80.3 (3) | H9A—C9—H9B | 109.5 |
N4—N3—Sm1 | 117.0 (3) | C10—C9—H9C | 109.5 |
N6—N5—Sm1 | 113.8 (3) | H9A—C9—H9C | 109.5 |
N10—N9—Sm1 | 120.2 (3) | H9B—C9—H9C | 109.5 |
N12—N11—Sm1 | 119.6 (3) | N5—C10—C11 | 111.0 (5) |
N14—N13—Sm1 | 123.9 (3) | N5—C10—C9 | 121.5 (6) |
N1—N2—B1 | 124.8 (4) | C11—C10—C9 | 127.4 (5) |
N3—N4—B1 | 118.1 (4) | C12—C11—C10 | 104.5 (5) |
N5—N6—B1 | 121.8 (4) | C12—C11—H11 | 127.7 |
N7—N8—B1 | 121.8 (4) | C10—C11—H11 | 127.7 |
N9—N10—B2 | 124.8 (4) | N6—C12—C11 | 109.4 (5) |
N11—N12—B2 | 121.2 (4) | N6—C12—H12 | 125.3 |
N13—N14—B2 | 119.9 (4) | C11—C12—H12 | 125.3 |
N15—N16—B2 | 121.4 (4) | C14—C13—H13A | 109.5 |
N9—Sm1—N13 | 71.54 (13) | C14—C13—H13B | 109.5 |
N9—Sm1—N11 | 70.72 (14) | H13A—C13—H13B | 109.5 |
N13—Sm1—N11 | 78.18 (13) | C14—C13—H13C | 109.5 |
N9—Sm1—N5 | 98.22 (13) | H13A—C13—H13C | 109.5 |
N13—Sm1—N5 | 169.68 (13) | H13B—C13—H13C | 109.5 |
N11—Sm1—N5 | 99.95 (13) | N7—C14—C15 | 110.1 (5) |
N9—Sm1—N3 | 101.19 (13) | N7—C14—C13 | 120.4 (7) |
N13—Sm1—N3 | 105.80 (13) | C15—C14—C13 | 129.5 (6) |
N11—Sm1—N3 | 169.66 (14) | C16—C15—C14 | 106.6 (6) |
N5—Sm1—N3 | 74.39 (14) | C16—C15—H15 | 126.7 |
N9—Sm1—N1 | 163.25 (14) | C14—C15—H15 | 126.7 |
N13—Sm1—N1 | 120.15 (13) | N8—C16—C15 | 106.9 (6) |
N11—Sm1—N1 | 98.81 (13) | N8—C16—H16 | 126.5 |
N5—Sm1—N1 | 70.12 (13) | C15—C16—H16 | 126.5 |
N3—Sm1—N1 | 87.49 (13) | C18—C17—H17A | 109.5 |
N9—Sm1—N2 | 158.73 (12) | C18—C17—H17B | 109.5 |
N13—Sm1—N2 | 121.77 (12) | H17A—C17—H17B | 109.5 |
N11—Sm1—N2 | 125.83 (12) | C18—C17—H17C | 109.5 |
N5—Sm1—N2 | 67.63 (12) | H17A—C17—H17C | 109.5 |
N3—Sm1—N2 | 60.55 (12) | H17B—C17—H17C | 109.5 |
N1—Sm1—N2 | 27.07 (12) | N9—C18—C19 | 111.0 (5) |
C2—N1—N2 | 106.4 (5) | N9—C18—C17 | 121.4 (5) |
C2—N1—Sm1 | 103.8 (3) | C19—C18—C17 | 127.5 (6) |
C4—N2—N1 | 109.6 (5) | C20—C19—C18 | 104.8 (5) |
C4—N2—B1 | 125.2 (5) | C20—C19—H19 | 127.6 |
C4—N2—Sm1 | 106.4 (4) | C18—C19—H19 | 127.6 |
N1—N2—Sm1 | 72.7 (3) | N10—C20—C19 | 109.0 (5) |
B1—N2—Sm1 | 96.2 (3) | N10—C20—H20 | 125.5 |
C6—N3—N4 | 106.5 (4) | C19—C20—H20 | 125.5 |
C6—N3—Sm1 | 134.6 (3) | C22—C21—H21A | 109.5 |
C8—N4—N3 | 109.2 (4) | C22—C21—H21B | 109.5 |
C8—N4—B1 | 132.5 (4) | H21A—C21—H21B | 109.5 |
C10—N5—N6 | 107.1 (4) | C22—C21—H21C | 109.5 |
C10—N5—Sm1 | 137.4 (4) | H21A—C21—H21C | 109.5 |
C12—N6—N5 | 108.0 (4) | H21B—C21—H21C | 109.5 |
C12—N6—B1 | 130.0 (4) | N11—C22—C23 | 110.3 (5) |
C14—N7—N8 | 105.9 (5) | N11—C22—C21 | 120.9 (5) |
C16—N8—N7 | 110.5 (5) | C23—C22—C21 | 128.9 (5) |
C16—N8—B1 | 126.5 (5) | C24—C23—C22 | 105.3 (5) |
C18—N9—N10 | 106.4 (4) | C24—C23—H23 | 127.4 |
C18—N9—Sm1 | 133.3 (4) | C22—C23—H23 | 127.4 |
C20—N10—N9 | 108.8 (4) | N12—C24—C23 | 108.6 (5) |
C20—N10—B2 | 126.4 (4) | N12—C24—H24 | 125.7 |
C22—N11—N12 | 106.7 (4) | C23—C24—H24 | 125.7 |
C22—N11—Sm1 | 126.4 (3) | C26—C25—H25A | 109.5 |
C24—N12—N11 | 109.1 (4) | C26—C25—H25B | 109.5 |
C24—N12—B2 | 129.6 (4) | H25A—C25—H25B | 109.5 |
C26—N13—N14 | 106.5 (4) | C26—C25—H25C | 109.5 |
C26—N13—Sm1 | 129.2 (3) | H25A—C25—H25C | 109.5 |
C28—N14—N13 | 108.6 (4) | H25B—C25—H25C | 109.5 |
C28—N14—B2 | 131.5 (4) | N13—C26—C27 | 110.0 (5) |
C30—N15—N16 | 106.1 (4) | N13—C26—C25 | 120.2 (5) |
C32—N16—N15 | 109.0 (4) | C27—C26—C25 | 129.8 (5) |
C32—N16—B2 | 127.6 (4) | C28—C27—C26 | 105.7 (4) |
C2—C1—H1A | 109.5 | C28—C27—H27 | 127.1 |
C2—C1—H1B | 109.5 | C26—C27—H27 | 127.1 |
H1A—C1—H1B | 109.5 | N14—C28—C27 | 109.2 (4) |
C2—C1—H1C | 109.5 | N14—C28—H28 | 125.4 |
H1A—C1—H1C | 109.5 | C27—C28—H28 | 125.4 |
H1B—C1—H1C | 109.5 | C30—C29—H29A | 109.5 |
N1—C2—C3 | 110.3 (5) | C30—C29—H29B | 109.5 |
N1—C2—C1 | 121.1 (6) | H29A—C29—H29B | 109.5 |
C3—C2—C1 | 128.6 (6) | C30—C29—H29C | 109.5 |
C4—C3—C2 | 105.1 (6) | H29A—C29—H29C | 109.5 |
C4—C3—H3 | 127.4 | H29B—C29—H29C | 109.5 |
C2—C3—H3 | 127.4 | N15—C30—C31 | 110.7 (5) |
N2—C4—C3 | 108.6 (6) | N15—C30—C29 | 120.1 (5) |
N2—C4—H4 | 125.7 | C31—C30—C29 | 129.2 (5) |
C3—C4—H4 | 125.7 | C32—C31—C30 | 105.3 (5) |
C6—C5—H5A | 109.5 | C32—C31—H31 | 127.3 |
C6—C5—H5B | 109.5 | C30—C31—H31 | 127.3 |
H5A—C5—H5B | 109.5 | N16—C32—C31 | 109.0 (5) |
C6—C5—H5C | 109.5 | N16—C32—H32 | 125.5 |
H5A—C5—H5C | 109.5 | C31—C32—H32 | 125.5 |
H5B—C5—H5C | 109.5 | N8—B1—N6 | 109.4 (4) |
N3—C6—C7 | 109.5 (5) | N8—B1—N4 | 112.4 (4) |
N3—C6—C5 | 120.0 (5) | N6—B1—N4 | 110.7 (4) |
C7—C6—C5 | 130.4 (5) | N8—B1—N2 | 107.7 (4) |
C8—C7—C6 | 106.3 (5) | N6—B1—N2 | 110.6 (4) |
C8—C7—H7 | 126.8 | N4—B1—N2 | 105.8 (4) |
C6—C7—H7 | 126.8 | N16—B2—N14 | 111.7 (4) |
N4—C8—C7 | 108.4 (5) | N16—B2—N10 | 106.8 (4) |
N4—C8—H8 | 125.8 | N14—B2—N10 | 110.5 (4) |
C7—C8—H8 | 125.8 | N16—B2—N12 | 107.8 (4) |
C10—C9—H9A | 109.5 | N14—B2—N12 | 109.4 (4) |
C10—C9—H9B | 109.5 | N10—B2—N12 | 110.7 (4) |
C2—N1—N2—C4 | 0.1 (6) | N12—N11—C22—C21 | 177.5 (5) |
Sm1—N1—N2—C4 | 101.7 (5) | Sm1—N11—C22—C21 | −33.0 (7) |
C2—N1—N2—B1 | 172.8 (5) | N11—C22—C23—C24 | −0.2 (6) |
Sm1—N1—N2—B1 | −85.5 (4) | C21—C22—C23—C24 | −178.3 (6) |
C2—N1—N2—Sm1 | −101.7 (4) | N11—N12—C24—C23 | −1.5 (6) |
C6—N3—N4—C8 | −0.7 (6) | B2—N12—C24—C23 | −179.5 (5) |
Sm1—N3—N4—C8 | 165.9 (3) | C22—C23—C24—N12 | 1.1 (6) |
C6—N3—N4—B1 | −176.5 (4) | N14—N13—C26—C27 | 0.9 (6) |
Sm1—N3—N4—B1 | −10.0 (5) | Sm1—N13—C26—C27 | −172.1 (4) |
C10—N5—N6—C12 | 0.1 (6) | N14—N13—C26—C25 | −179.2 (5) |
Sm1—N5—N6—C12 | 167.6 (3) | Sm1—N13—C26—C25 | 7.8 (8) |
C10—N5—N6—B1 | 176.2 (4) | N13—C26—C27—C28 | −0.2 (7) |
Sm1—N5—N6—B1 | −16.3 (5) | C25—C26—C27—C28 | 179.9 (6) |
C14—N7—N8—C16 | −0.2 (7) | N13—N14—C28—C27 | 1.1 (6) |
C14—N7—N8—B1 | −168.2 (5) | B2—N14—C28—C27 | −179.3 (5) |
C18—N9—N10—C20 | −0.4 (6) | C26—C27—C28—N14 | −0.6 (7) |
Sm1—N9—N10—C20 | −178.1 (3) | N16—N15—C30—C31 | −1.1 (7) |
C18—N9—N10—B2 | −177.3 (5) | N16—N15—C30—C29 | 179.5 (5) |
Sm1—N9—N10—B2 | 5.0 (6) | N15—C30—C31—C32 | 0.3 (7) |
C22—N11—N12—C24 | 1.4 (5) | C29—C30—C31—C32 | 179.7 (6) |
Sm1—N11—N12—C24 | −150.6 (3) | N15—N16—C32—C31 | −1.4 (7) |
C22—N11—N12—B2 | 179.6 (4) | B2—N16—C32—C31 | −165.2 (5) |
Sm1—N11—N12—B2 | 27.6 (5) | C30—C31—C32—N16 | 0.7 (7) |
C26—N13—N14—C28 | −1.2 (6) | C16—N8—B1—N6 | −97.1 (6) |
Sm1—N13—N14—C28 | 172.2 (3) | N7—N8—B1—N6 | 68.9 (6) |
C26—N13—N14—B2 | 179.1 (4) | C16—N8—B1—N4 | 139.4 (6) |
Sm1—N13—N14—B2 | −7.4 (6) | N7—N8—B1—N4 | −54.6 (6) |
C30—N15—N16—C32 | 1.5 (6) | C16—N8—B1—N2 | 23.2 (7) |
C30—N15—N16—B2 | 166.5 (5) | N7—N8—B1—N2 | −170.8 (4) |
N2—N1—C2—C3 | −0.7 (7) | C12—N6—B1—N8 | −8.9 (7) |
Sm1—N1—C2—C3 | −84.4 (5) | N5—N6—B1—N8 | 176.0 (4) |
N2—N1—C2—C1 | −178.0 (6) | C12—N6—B1—N4 | 115.6 (6) |
Sm1—N1—C2—C1 | 98.3 (6) | N5—N6—B1—N4 | −59.5 (6) |
N1—C2—C3—C4 | 1.0 (8) | C12—N6—B1—N2 | −127.4 (5) |
C1—C2—C3—C4 | 178.0 (7) | N5—N6—B1—N2 | 57.5 (6) |
N1—N2—C4—C3 | 0.6 (8) | C8—N4—B1—N8 | 24.3 (8) |
B1—N2—C4—C3 | −172.2 (6) | N3—N4—B1—N8 | −161.0 (4) |
Sm1—N2—C4—C3 | 77.6 (7) | C8—N4—B1—N6 | −98.4 (6) |
C2—C3—C4—N2 | −0.9 (9) | N3—N4—B1—N6 | 76.3 (5) |
N4—N3—C6—C7 | 0.4 (6) | C8—N4—B1—N2 | 141.7 (5) |
Sm1—N3—C6—C7 | −162.7 (4) | N3—N4—B1—N2 | −43.6 (6) |
N4—N3—C6—C5 | −176.4 (5) | C4—N2—B1—N8 | 69.5 (7) |
Sm1—N3—C6—C5 | 20.5 (8) | N1—N2—B1—N8 | −102.2 (5) |
N3—C6—C7—C8 | 0.1 (6) | Sm1—N2—B1—N8 | −175.4 (3) |
C5—C6—C7—C8 | 176.4 (6) | C4—N2—B1—N6 | −171.0 (5) |
N3—N4—C8—C7 | 0.7 (6) | N1—N2—B1—N6 | 17.4 (7) |
B1—N4—C8—C7 | 175.8 (5) | Sm1—N2—B1—N6 | −55.8 (4) |
C6—C7—C8—N4 | −0.5 (6) | C4—N2—B1—N4 | −51.0 (7) |
N6—N5—C10—C11 | −0.8 (6) | N1—N2—B1—N4 | 137.4 (5) |
Sm1—N5—C10—C11 | −163.9 (4) | Sm1—N2—B1—N4 | 64.2 (3) |
N6—N5—C10—C9 | −179.8 (5) | C32—N16—B2—N14 | −161.8 (5) |
Sm1—N5—C10—C9 | 17.2 (9) | N15—N16—B2—N14 | 36.2 (6) |
N5—C10—C11—C12 | 1.3 (7) | C32—N16—B2—N10 | 77.4 (6) |
C9—C10—C11—C12 | −179.8 (6) | N15—N16—B2—N10 | −84.6 (5) |
N5—N6—C12—C11 | 0.7 (6) | C32—N16—B2—N12 | −41.6 (7) |
B1—N6—C12—C11 | −174.9 (5) | N15—N16—B2—N12 | 156.4 (4) |
C10—C11—C12—N6 | −1.2 (7) | C28—N14—B2—N16 | 5.8 (8) |
N8—N7—C14—C15 | −0.4 (7) | N13—N14—B2—N16 | −174.7 (4) |
N8—N7—C14—C13 | 179.8 (6) | C28—N14—B2—N10 | 124.5 (5) |
N7—C14—C15—C16 | 0.8 (8) | N13—N14—B2—N10 | −56.0 (6) |
C13—C14—C15—C16 | −179.4 (7) | C28—N14—B2—N12 | −113.4 (6) |
N7—N8—C16—C15 | 0.6 (8) | N13—N14—B2—N12 | 66.1 (5) |
B1—N8—C16—C15 | 168.0 (6) | C20—N10—B2—N16 | 4.1 (7) |
C14—C15—C16—N8 | −0.8 (8) | N9—N10—B2—N16 | −179.6 (4) |
N10—N9—C18—C19 | −0.1 (7) | C20—N10—B2—N14 | −117.6 (5) |
Sm1—N9—C18—C19 | 177.2 (4) | N9—N10—B2—N14 | 58.8 (6) |
N10—N9—C18—C17 | −179.5 (6) | C20—N10—B2—N12 | 121.1 (5) |
Sm1—N9—C18—C17 | −2.2 (9) | N9—N10—B2—N12 | −62.5 (6) |
N9—C18—C19—C20 | 0.5 (7) | C24—N12—B2—N16 | −24.3 (7) |
C17—C18—C19—C20 | 179.8 (7) | N11—N12—B2—N16 | 158.0 (4) |
N9—N10—C20—C19 | 0.7 (6) | C24—N12—B2—N14 | 97.4 (6) |
B2—N10—C20—C19 | 177.6 (5) | N11—N12—B2—N14 | −80.4 (5) |
C18—C19—C20—N10 | −0.8 (7) | C24—N12—B2—N10 | −140.7 (5) |
N12—N11—C22—C23 | −0.7 (6) | N11—N12—B2—N10 | 41.5 (6) |
Sm1—N11—C22—C23 | 148.8 (4) |
Complex | B—N—N—Sm | Reference |
[Sm{B(3-Mepz)4}2], (1) | 85.5 (3) | This work |
[Tl{B(3-Pypz)4}] | 95.6 | Adams et al. (2005) |
[Gd(Cp)(TpMe2)(amidinato)] | 70.0 | Zhang et al. (2014) |
[UI(TpMe2)2] | 87.4 | Sun et al. (1994) |
[Yb(C5H4SiMe3)(TptBu,Me)] | 75.3 | Ferrence et al. (2000) |
[Sm(TpMe2)(SePh)] | 83.7 | Hillier et al. (2000) |
[Sm(TpMe2)(SeC6H4tBu-4)] | 91.3 | Hillier et al. (2000) |