# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1391 data_g027 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C44.60 H45.20 Cl1.20 N8 Yb' _chemical_formula_weight 908.87 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Yb' 'Yb' -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.143(3) _cell_length_b 16.135(3) _cell_length_c 16.239(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.95(3) _cell_angle_gamma 90.00 _cell_volume 4481.1(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 27 _cell_measurement_theta_min 5.0 _cell_measurement_theta_max 11.0 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_method ? _exptl_crystal_F_000 1837 _exptl_absorpt_coefficient_mu 2.197 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.7925 _exptl_absorpt_correction_T_max 0.9041 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5034 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0928 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4094 _reflns_number_observed 2797 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 13 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4081 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1035 _refine_ls_R_factor_obs 0.0705 _refine_ls_wR_factor_all 0.2379 _refine_ls_wR_factor_obs 0.1856 _refine_ls_goodness_of_fit_all 1.118 _refine_ls_goodness_of_fit_obs 1.254 _refine_ls_restrained_S_all 1.326 _refine_ls_restrained_S_obs 1.254 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Yb Yb 0.24415(4) 0.0000 0.75578(4) 0.0415(3) Uani 1 d S . N1 N 0.3045(5) 0.0812(6) 0.6471(5) 0.045(2) Uani 1 d . . N2 N 0.3555(5) 0.0823(6) 0.8225(5) 0.053(2) Uani 1 d . . N3 N 0.1461(5) 0.0890(6) 0.6969(5) 0.045(2) Uani 1 d . . N4 N 0.1858(5) 0.0888(6) 0.8541(5) 0.047(2) Uani 1 d . . C1 C 0.1933(7) 0.0410(9) 0.4425(6) 0.072(4) Uani 1 d . . H1 H 0.1685(7) 0.0697(9) 0.3985(6) 0.072 Uiso 1 calc R . C2 C 0.2303(7) 0.0843(9) 0.5081(7) 0.069(4) Uani 1 d . . H2 H 0.2275(7) 0.1418(9) 0.5084(7) 0.069 Uiso 1 calc R . C3 C 0.2713(6) 0.0441(7) 0.5732(6) 0.051(3) Uani 1 d . . C4 C 0.3510(7) 0.1449(8) 0.6471(7) 0.056(3) Uani 1 d . . C5 C 0.3849(8) 0.1811(8) 0.7218(8) 0.071(4) Uani 1 d . . H5 H 0.4010(8) 0.2359(8) 0.7181(8) 0.071 Uiso 1 calc R . C6 C 0.3969(7) 0.1434(7) 0.8009(7) 0.053(3) Uani 1 d . . C7 C 0.3634(6) 0.0454(7) 0.8994(6) 0.050(3) Uani 1 d . . C8 C 0.3639(7) 0.0892(9) 0.9732(7) 0.070(4) Uani 1 d . . H8 H 0.3624(7) 0.1468(9) 0.9732(7) 0.070 Uiso 1 calc R . C9 C 0.3668(8) 0.0446(10) 1.0481(7) 0.081(5) Uani 1 d . . H9 H 0.3687(8) 0.0731(10) 1.0980(7) 0.081 Uiso 1 calc R . C10 C 0.3761(11) 0.1845(10) 0.5700(8) 0.102(6) Uani 1 d . . H10A H 0.4314(14) 0.1946(53) 0.5755(24) 0.102 Uiso 1 calc R . H10B H 0.3489(41) 0.2361(29) 0.5611(31) 0.102 Uiso 1 calc R . H10C H 0.3640(50) 0.1483(27) 0.5239(12) 0.102 Uiso 1 calc R . C11 C 0.4608(9) 0.1797(9) 0.8571(9) 0.083(4) Uani 1 d . . H11A H 0.4401(13) 0.2236(33) 0.8890(35) 0.083 Uiso 1 calc R . H11B H 0.5011(24) 0.2013(45) 0.8248(9) 0.083 Uiso 1 calc R . H11C H 0.4824(31) 0.1374(14) 0.8935(34) 0.083 Uiso 1 calc R . C12 C 0.0592(10) 0.0000 0.6164(10) 0.060(5) Uani 1 d S . H12 H 0.0196(10) 0.0000 0.5742(10) 0.060 Uiso 1 calc SR . C13 C 0.0856(6) 0.0791(8) 0.6446(6) 0.055(3) Uani 1 d . . C14 C 0.1680(7) 0.1664(7) 0.7275(7) 0.052(3) Uani 1 d . . C15 C 0.1817(9) 0.2392(9) 0.6861(9) 0.078(4) Uani 1 d . . H15 H 0.1703(9) 0.2386(9) 0.6292(9) 0.078 Uiso 1 calc R . C16 C 0.2097(12) 0.3107(10) 0.7184(12) 0.113(7) Uani 1 d . . H16 H 0.2134(12) 0.3582(10) 0.6865(12) 0.113 Uiso 1 calc R . C17 C 0.2334(10) 0.3098(9) 0.8039(13) 0.101(6) Uani 1 d . . H17 H 0.2560(10) 0.3568(9) 0.8286(13) 0.101 Uiso 1 calc R . C18 C 0.2229(9) 0.2392(9) 0.8510(9) 0.080(4) Uani 1 d . . H18 H 0.2382(9) 0.2398(9) 0.9071(9) 0.080 Uiso 1 calc R . C19 C 0.1896(7) 0.1663(7) 0.8152(7) 0.054(3) Uani 1 d . . C20 C 0.1563(6) 0.0789(8) 0.9260(6) 0.050(3) Uani 1 d . . C21 C 0.1496(10) 0.0000 0.9623(9) 0.058(5) Uani 1 d S . H21 H 0.1394(10) 0.0000 1.0178(9) 0.058 Uiso 1 calc SR . C22 C 0.0310(9) 0.1495(9) 0.6115(8) 0.083(5) Uani 1 d . . H22A H -0.0221(10) 0.1300(16) 0.6074(43) 0.083 Uiso 1 calc R . H22B H 0.0455(30) 0.1662(34) 0.5579(22) 0.083 Uiso 1 calc R . H22C H 0.0355(33) 0.1958(19) 0.6485(26) 0.083 Uiso 1 calc R . C23 C 0.1232(9) 0.1500(9) 0.9727(8) 0.077(4) Uani 1 d . . H23A H 0.1636(13) 0.1739(30) 1.0090(34) 0.077 Uiso 1 calc R . H23B H 0.0818(30) 0.1301(12) 1.0044(37) 0.077 Uiso 1 calc R . H23C H 0.1030(40) 0.1913(23) 0.9343(8) 0.077 Uiso 1 calc R . Cl Cl -0.0691(5) -0.0891(4) 0.7968(4) 0.102(2) Uani 0.60 d P . C24 C -0.0120(14) 0.0000 0.8191(15) 0.046(6) Uani 0.60 d SP . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb 0.0540(5) 0.0296(3) 0.0395(4) 0.000 -0.0065(3) 0.000 N1 0.044(5) 0.047(6) 0.043(5) -0.002(4) -0.005(4) -0.005(4) N2 0.056(6) 0.044(6) 0.057(5) 0.003(5) -0.014(5) 0.004(5) N3 0.046(5) 0.052(6) 0.034(4) 0.010(4) -0.008(4) 0.009(5) N4 0.061(6) 0.041(5) 0.040(5) -0.010(4) 0.002(4) -0.002(5) C1 0.064(7) 0.116(13) 0.035(5) 0.004(6) 0.000(5) 0.003(7) C2 0.065(8) 0.083(10) 0.060(7) 0.024(7) 0.012(6) 0.014(8) C3 0.044(6) 0.059(7) 0.050(6) 0.003(5) 0.010(5) -0.001(5) C4 0.061(7) 0.045(7) 0.062(7) 0.017(6) -0.003(6) 0.001(6) C5 0.078(9) 0.053(8) 0.083(9) -0.002(7) 0.006(7) -0.034(7) C6 0.056(7) 0.036(6) 0.066(7) -0.005(6) -0.002(6) -0.008(6) C7 0.047(6) 0.064(7) 0.035(5) -0.008(5) -0.020(4) 0.008(5) C8 0.065(8) 0.071(9) 0.071(8) -0.023(7) -0.015(6) -0.004(7) C9 0.086(9) 0.112(13) 0.045(6) -0.016(7) -0.007(6) -0.005(9) C10 0.143(15) 0.092(13) 0.071(9) 0.031(9) 0.002(10) -0.050(12) C11 0.093(11) 0.068(10) 0.085(9) -0.014(8) -0.007(8) -0.030(9) C12 0.049(10) 0.073(13) 0.056(10) 0.000 -0.002(8) 0.000 C13 0.053(7) 0.070(9) 0.045(6) 0.018(6) 0.023(6) 0.017(6) C14 0.060(7) 0.035(6) 0.061(7) 0.007(5) 0.008(6) 0.010(6) C15 0.120(12) 0.049(8) 0.068(8) 0.007(7) 0.014(9) 0.008(8) C16 0.165(19) 0.047(10) 0.132(15) 0.015(11) 0.053(15) 0.015(11) C17 0.108(13) 0.039(9) 0.162(17) -0.018(10) 0.043(13) -0.015(8) C18 0.104(11) 0.055(9) 0.083(10) -0.027(8) 0.019(9) -0.001(8) C19 0.063(7) 0.030(6) 0.068(7) 0.000(5) 0.012(6) 0.003(5) C20 0.052(6) 0.053(7) 0.043(6) -0.010(5) -0.012(5) -0.001(6) C21 0.073(12) 0.069(12) 0.031(7) 0.000 -0.004(8) 0.000 C22 0.091(10) 0.081(11) 0.074(9) 0.030(8) -0.005(8) 0.036(9) C23 0.101(11) 0.074(10) 0.058(7) -0.028(7) 0.017(8) -0.004(8) Cl 0.147(6) 0.067(4) 0.098(4) -0.005(4) 0.048(4) -0.045(4) C24 0.044(14) 0.049(16) 0.045(13) 0.000 -0.008(11) 0.000 _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb N3 2.362(8) 6 ? Yb N3 2.362(8) . ? Yb N4 2.413(8) . ? Yb N4 2.413(8) 6 ? Yb N1 2.481(8) 6 ? Yb N1 2.481(8) . ? Yb N2 2.509(9) . ? Yb N2 2.509(9) 6 ? Yb C14 3.007(11) 6 ? Yb C14 3.007(11) . ? Yb C19 3.022(11) 6 ? Yb C19 3.022(11) . ? N1 C4 1.301(14) . ? N1 C3 1.424(13) . ? N2 C6 1.278(14) . ? N2 C7 1.381(13) . ? N3 C13 1.304(14) . ? N3 C14 1.386(14) . ? N4 C20 1.313(13) . ? N4 C19 1.404(14) . ? C1 C1 1.32(3) 6 ? C1 C2 1.39(2) . ? C2 C3 1.389(15) . ? C3 C3 1.42(2) 6 ? C4 C5 1.43(2) . ? C4 C10 1.49(2) . ? C5 C6 1.42(2) . ? C6 C11 1.50(2) . ? C7 C8 1.391(15) . ? C7 C7 1.47(2) 6 ? C8 C9 1.41(2) . ? C9 C9 1.44(3) 6 ? C12 C13 1.42(2) . ? C12 C13 1.42(2) 6 ? C13 C22 1.55(2) . ? C14 C15 1.38(2) . ? C14 C19 1.45(2) . ? C15 C16 1.34(2) . ? C16 C17 1.42(3) . ? C17 C18 1.39(2) . ? C18 C19 1.41(2) . ? C20 C21 1.411(13) . ? C20 C23 1.51(2) . ? C21 C20 1.411(13) 6 ? Cl C24 1.76(2) . ? C24 Cl 1.76(2) 6 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Yb N3 74.9(5) 6 . ? N3 Yb N4 108.2(3) 6 . ? N3 Yb N4 65.8(3) . . ? N3 Yb N4 65.8(3) 6 6 ? N3 Yb N4 108.2(3) . 6 ? N4 Yb N4 72.9(4) . 6 ? N3 Yb N1 73.2(3) 6 6 ? N3 Yb N1 110.7(3) . 6 ? N4 Yb N1 175.2(3) . 6 ? N4 Yb N1 111.7(3) 6 6 ? N3 Yb N1 110.7(3) 6 . ? N3 Yb N1 73.2(3) . . ? N4 Yb N1 111.7(3) . . ? N4 Yb N1 175.2(3) 6 . ? N1 Yb N1 63.7(4) 6 . ? N3 Yb N2 174.5(3) 6 . ? N3 Yb N2 110.6(3) . . ? N4 Yb N2 74.8(3) . . ? N4 Yb N2 111.5(3) 6 . ? N1 Yb N2 104.2(3) 6 . ? N1 Yb N2 71.7(3) . . ? N3 Yb N2 110.6(3) 6 6 ? N3 Yb N2 174.5(3) . 6 ? N4 Yb N2 111.5(3) . 6 ? N4 Yb N2 74.8(3) 6 6 ? N1 Yb N2 71.7(3) 6 6 ? N1 Yb N2 104.2(3) . 6 ? N2 Yb N2 63.9(4) . 6 ? N3 Yb C14 26.6(3) 6 6 ? N3 Yb C14 101.0(4) . 6 ? N4 Yb C14 115.8(3) . 6 ? N4 Yb C14 51.3(3) 6 6 ? N1 Yb C14 67.5(3) 6 6 ? N1 Yb C14 124.1(3) . 6 ? N2 Yb C14 148.0(3) . 6 ? N2 Yb C14 84.4(3) 6 6 ? N3 Yb C14 101.0(4) 6 . ? N3 Yb C14 26.6(3) . . ? N4 Yb C14 51.3(3) . . ? N4 Yb C14 115.8(3) 6 . ? N1 Yb C14 124.1(3) 6 . ? N1 Yb C14 67.5(3) . . ? N2 Yb C14 84.4(3) . . ? N2 Yb C14 148.0(3) 6 . ? C14 Yb C14 126.5(5) 6 . ? N3 Yb C19 50.4(3) 6 6 ? N3 Yb C19 116.2(3) . 6 ? N4 Yb C19 99.5(3) . 6 ? N4 Yb C19 27.1(3) 6 6 ? N1 Yb C19 84.9(3) 6 6 ? N1 Yb C19 148.2(3) . 6 ? N2 Yb C19 125.1(3) . 6 ? N2 Yb C19 68.6(3) 6 6 ? C14 Yb C19 27.8(3) 6 6 ? C14 Yb C19 134.5(3) . 6 ? N3 Yb C19 116.2(3) 6 . ? N3 Yb C19 50.4(3) . . ? N4 Yb C19 27.1(3) . . ? N4 Yb C19 99.5(3) 6 . ? N1 Yb C19 148.2(3) 6 . ? N1 Yb C19 84.9(3) . . ? N2 Yb C19 68.6(3) . . ? N2 Yb C19 125.1(3) 6 . ? C14 Yb C19 134.5(3) 6 . ? C14 Yb C19 27.8(3) . . ? C19 Yb C19 125.3(4) 6 . ? C4 N1 C3 122.8(9) . . ? C4 N1 Yb 134.6(7) . . ? C3 N1 Yb 102.5(6) . . ? C6 N2 C7 124.0(10) . . ? C6 N2 Yb 135.3(8) . . ? C7 N2 Yb 100.7(7) . . ? C13 N3 C14 121.8(10) . . ? C13 N3 Yb 134.5(8) . . ? C14 N3 Yb 103.6(6) . . ? C20 N4 C19 122.7(9) . . ? C20 N4 Yb 135.9(8) . . ? C19 N4 Yb 101.4(6) . . ? C1 C1 C2 120.2(8) 6 . ? C1 C2 C3 121.9(14) . . ? C2 C3 C3 117.8(8) . 6 ? C2 C3 N1 126.7(11) . . ? C3 C3 N1 114.8(6) 6 . ? C2 C3 Yb 136.9(7) . . ? C3 C3 Yb 76.8(2) 6 . ? N1 C3 Yb 51.0(5) . . ? N1 C4 C5 122.3(10) . . ? N1 C4 C10 123.3(12) . . ? C5 C4 C10 114.3(11) . . ? C4 C5 C6 128.0(11) . . ? N2 C6 C5 121.9(11) . . ? N2 C6 C11 122.1(11) . . ? C5 C6 C11 116.0(11) . . ? N2 C7 C8 123.7(11) . . ? N2 C7 C7 115.5(6) . 6 ? C8 C7 C7 120.5(8) . 6 ? N2 C7 Yb 53.1(5) . . ? C8 C7 Yb 137.5(8) . . ? C7 C7 Yb 76.2(2) 6 . ? C7 C8 C9 118.8(13) . . ? C9 C9 C8 120.6(8) 6 . ? C13 C12 C13 128.0(16) . 6 ? N3 C13 C12 122.9(12) . . ? N3 C13 C22 124.9(13) . . ? C12 C13 C22 112.1(12) . . ? C15 C14 N3 130.0(11) . . ? C15 C14 C19 116.0(12) . . ? N3 C14 C19 113.4(9) . . ? C15 C14 Yb 138.3(9) . . ? N3 C14 Yb 49.8(5) . . ? C19 C14 Yb 76.7(6) . . ? C16 C15 C14 127.5(15) . . ? C15 C16 C17 116.4(15) . . ? C18 C17 C16 120.5(15) . . ? C17 C18 C19 121.3(15) . . ? C18 C19 N4 125.9(12) . . ? C18 C19 C14 118.2(11) . . ? N4 C19 C14 115.2(10) . . ? C18 C19 Yb 138.1(9) . . ? N4 C19 Yb 51.5(5) . . ? C14 C19 Yb 75.5(6) . . ? N4 C20 C21 121.9(11) . . ? N4 C20 C23 122.4(11) . . ? C21 C20 C23 115.6(10) . . ? C20 C21 C20 128.9(13) 6 . ? Cl C24 Cl 109.3(14) . 6 ? _refine_diff_density_max 2.571 _refine_diff_density_min -1.061 _refine_diff_density_rms 0.198 data_g020 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C44.6 H45.2 Cl1.2 N8 Sm1' _chemical_formula_weight 886.18 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sm' 'Sm' -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.647(4) _cell_length_b 16.102(3) _cell_length_c 16.183(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.63(2) _cell_angle_gamma 90.00 _cell_volume 4583.4(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 5.1 _cell_measurement_theta_max 9.3 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method ? _exptl_crystal_F_000 1804 _exptl_absorpt_coefficient_mu 1.389 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8180 _exptl_absorpt_correction_T_max 0.9082 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5135 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.1004 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4193 _reflns_number_observed 2742 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 8 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4185 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1060 _refine_ls_R_factor_obs 0.0694 _refine_ls_wR_factor_all 0.2376 _refine_ls_wR_factor_obs 0.1910 _refine_ls_goodness_of_fit_all 1.113 _refine_ls_goodness_of_fit_obs 1.283 _refine_ls_restrained_S_all 1.286 _refine_ls_restrained_S_obs 1.283 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sm Sm 0.24593(5) 0.0000 0.75839(4) 0.0409(3) Uani 1 d S . N1 N 0.3069(4) 0.0820(5) 0.6480(4) 0.047(2) Uani 1 d . . N2 N 0.3589(5) 0.0831(6) 0.8235(4) 0.052(2) Uani 1 d . . N3 N 0.1439(4) 0.0886(5) 0.6974(4) 0.045(2) Uani 1 d . . N4 N 0.1832(5) 0.0887(5) 0.8582(4) 0.048(2) Uani 1 d . . C1 C 0.1936(6) 0.0413(8) 0.4442(6) 0.069(4) Uani 1 d . . H1 H 0.1686(6) 0.0700(8) 0.4002(6) 0.069 Uiso 1 calc R . C2 C 0.2308(6) 0.0850(8) 0.5097(6) 0.063(3) Uani 1 d . . H2 H 0.2283(6) 0.1427(8) 0.5100(6) 0.063 Uiso 1 calc R . C3 C 0.2717(5) 0.0441(6) 0.5748(5) 0.046(2) Uani 1 d . . C4 C 0.3519(6) 0.1476(7) 0.6483(6) 0.056(3) Uani 1 d . . C5 C 0.3869(7) 0.1838(8) 0.7227(7) 0.073(4) Uani 1 d . . H5 H 0.4032(7) 0.2384(8) 0.7183(7) 0.073 Uiso 1 calc R . C6 C 0.3998(6) 0.1470(6) 0.8017(7) 0.054(3) Uani 1 d . . C7 C 0.3666(5) 0.0450(6) 0.9025(5) 0.051(3) Uani 1 d . . C8 C 0.3658(6) 0.0890(8) 0.9765(6) 0.064(3) Uani 1 d . . H8 H 0.3656(6) 0.1467(8) 0.9768(6) 0.064 Uiso 1 calc R . C9 C 0.3655(7) 0.0441(9) 1.0501(6) 0.086(4) Uani 1 d . . H9 H 0.3652(7) 0.0725(9) 1.1001(6) 0.086 Uiso 1 calc R . C10 C 0.3739(9) 0.1914(10) 0.5706(8) 0.106(5) Uani 1 d . . H10A H 0.4147(35) 0.2294(41) 0.5849(11) 0.106 Uiso 1 calc R . H10B H 0.3309(17) 0.2213(44) 0.5457(31) 0.106 Uiso 1 calc R . H10C H 0.3900(47) 0.1510(11) 0.5320(23) 0.106 Uiso 1 calc R . C11 C 0.4622(6) 0.1815(8) 0.8573(7) 0.075(4) Uani 1 d . . H11A H 0.4433(11) 0.2268(27) 0.8883(31) 0.075 Uiso 1 calc R . H11B H 0.5019(18) 0.2011(39) 0.8251(8) 0.075 Uiso 1 calc R . H11C H 0.4820(26) 0.1392(13) 0.8948(28) 0.075 Uiso 1 calc R . C12 C 0.0582(8) 0.0000 0.6169(9) 0.053(4) Uani 1 d S . H12 H 0.0198(8) 0.0000 0.5740(9) 0.053 Uiso 1 calc SR . C13 C 0.0828(5) 0.0753(8) 0.6443(5) 0.056(3) Uani 1 d . . C14 C 0.1676(6) 0.1664(6) 0.7306(6) 0.052(3) Uani 1 d . . C15 C 0.1812(8) 0.2383(7) 0.6860(8) 0.075(4) Uani 1 d . . H15 H 0.1687(8) 0.2384(7) 0.6291(8) 0.075 Uiso 1 calc R . C16 C 0.2115(10) 0.3077(9) 0.7216(9) 0.101(5) Uani 1 d . . H16 H 0.2189(10) 0.3547(9) 0.6898(9) 0.101 Uiso 1 calc R . C17 C 0.2321(9) 0.3082(8) 0.8077(11) 0.104(5) Uani 1 d . . H17 H 0.2525(9) 0.3560(8) 0.8328(11) 0.104 Uiso 1 calc R . C18 C 0.2218(8) 0.2368(7) 0.8558(8) 0.076(4) Uani 1 d . . H18 H 0.2373(8) 0.2368(7) 0.9121(8) 0.076 Uiso 1 calc R . C19 C 0.1886(6) 0.1669(6) 0.8191(6) 0.051(3) Uani 1 d . . C20 C 0.1538(6) 0.0791(7) 0.9285(6) 0.054(3) Uani 1 d . . C21 C 0.1468(10) 0.0000 0.9652(9) 0.064(4) Uani 1 d S . H21 H 0.1364(10) 0.0000 1.0206(9) 0.064 Uiso 1 calc SR . C22 C 0.0328(7) 0.1500(10) 0.6150(8) 0.097(5) Uani 1 d . . H22A H -0.0183(12) 0.1314(12) 0.6011(44) 0.097 Uiso 1 calc R . H22B H 0.0525(26) 0.1744(31) 0.5670(30) 0.097 Uiso 1 calc R . H22C H 0.0332(35) 0.1905(22) 0.6585(19) 0.097 Uiso 1 calc R . C23 C 0.1204(7) 0.1528(8) 0.9734(7) 0.075(4) Uani 1 d . . H23A H 0.1598(10) 0.1789(25) 1.0087(31) 0.075 Uiso 1 calc R . H23B H 0.0811(26) 0.1334(10) 1.0063(32) 0.075 Uiso 1 calc R . H23C H 0.0995(34) 0.1923(21) 0.9333(7) 0.075 Uiso 1 calc R . Cl Cl -0.0702(5) 0.0878(4) 0.7938(4) 0.123(3) Uani 0.60 d P . C24 C -0.0089(15) 0.0000 0.8180(14) 0.057(7) Uani 0.60 d SP . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm 0.0500(5) 0.0325(4) 0.0388(4) 0.000 -0.0048(3) 0.000 N1 0.056(5) 0.042(5) 0.045(4) 0.004(4) 0.005(4) 0.000(4) N2 0.053(5) 0.054(6) 0.046(4) -0.006(4) -0.016(4) -0.002(5) N3 0.042(5) 0.052(5) 0.041(4) 0.008(4) 0.002(4) 0.013(4) N4 0.061(5) 0.045(5) 0.037(4) -0.006(4) 0.003(4) 0.011(4) C1 0.053(6) 0.110(10) 0.043(5) 0.012(6) 0.000(5) 0.006(6) C2 0.058(7) 0.078(8) 0.054(6) 0.015(6) 0.004(5) 0.012(6) C3 0.043(5) 0.057(6) 0.039(5) 0.003(4) 0.005(4) -0.007(5) C4 0.064(7) 0.049(7) 0.054(6) 0.011(5) 0.005(5) -0.001(6) C5 0.097(10) 0.056(7) 0.066(7) 0.003(6) 0.000(7) -0.041(7) C6 0.049(6) 0.036(6) 0.075(7) -0.007(5) -0.003(5) -0.006(5) C7 0.047(6) 0.059(6) 0.045(5) -0.003(5) -0.012(4) -0.003(5) C8 0.058(7) 0.067(8) 0.064(7) -0.011(6) -0.013(5) -0.005(6) C9 0.094(9) 0.116(12) 0.046(6) -0.024(6) 0.001(6) -0.004(8) C10 0.128(13) 0.108(13) 0.081(9) 0.039(9) 0.011(9) -0.045(11) C11 0.060(8) 0.069(8) 0.093(9) -0.009(7) -0.015(7) -0.025(7) C12 0.044(9) 0.064(11) 0.049(8) 0.000 -0.006(7) 0.000 C13 0.041(6) 0.094(9) 0.036(5) 0.017(5) 0.014(5) 0.021(6) C14 0.054(6) 0.041(6) 0.061(6) 0.003(5) 0.009(5) 0.012(5) C15 0.108(11) 0.049(7) 0.070(7) 0.017(6) 0.015(7) 0.014(7) C16 0.155(16) 0.046(8) 0.106(11) 0.015(8) 0.045(11) 0.002(9) C17 0.107(12) 0.035(7) 0.176(16) -0.024(9) 0.042(12) -0.004(8) C18 0.095(10) 0.052(7) 0.083(8) -0.008(6) 0.021(8) 0.006(7) C19 0.058(7) 0.042(6) 0.055(6) -0.006(5) 0.008(5) 0.014(5) C20 0.058(6) 0.062(7) 0.041(5) -0.010(5) -0.009(5) 0.009(6) C21 0.085(12) 0.069(11) 0.038(7) 0.000 0.014(8) 0.000 C22 0.071(9) 0.139(14) 0.078(8) 0.045(9) -0.001(7) 0.033(10) C23 0.092(9) 0.077(9) 0.058(6) -0.024(6) 0.016(6) 0.003(8) Cl 0.183(8) 0.081(4) 0.112(5) 0.011(4) 0.063(5) 0.055(5) C24 0.065(17) 0.059(16) 0.047(13) 0.000 -0.001(12) 0.000 _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm N3 2.443(7) 6 ? Sm N3 2.443(7) . ? Sm N4 2.483(7) . ? Sm N4 2.483(7) 6 ? Sm N1 2.530(7) 6 ? Sm N1 2.530(8) . ? Sm N2 2.556(8) . ? Sm N2 2.556(8) 6 ? Sm C14 3.032(10) 6 ? Sm C14 3.032(10) . ? Sm C19 3.062(10) 6 ? Sm C19 3.062(10) . ? N1 C4 1.321(13) . ? N1 C3 1.430(11) . ? N2 C6 1.321(13) . ? N2 C7 1.414(11) . ? N3 C13 1.339(12) . ? N3 C14 1.412(13) . ? N4 C20 1.297(12) . ? N4 C19 1.416(12) . ? C1 C1 1.33(3) 6 ? C1 C2 1.392(15) . ? C2 C3 1.393(13) . ? C3 C3 1.42(2) 6 ? C4 C5 1.431(14) . ? C4 C10 1.520(14) . ? C5 C6 1.411(14) . ? C6 C11 1.474(14) . ? C7 C8 1.392(13) . ? C7 C7 1.45(2) 6 ? C8 C9 1.39(2) . ? C9 C9 1.42(3) 6 ? C12 C13 1.351(14) . ? C12 C13 1.351(14) 6 ? C13 C22 1.54(2) . ? C14 C15 1.395(15) . ? C14 C19 1.451(14) . ? C15 C16 1.35(2) . ? C16 C17 1.41(2) . ? C17 C18 1.41(2) . ? C18 C19 1.38(2) . ? C20 C21 1.415(12) . ? C20 C23 1.534(15) . ? C21 C20 1.415(12) 6 ? Cl C24 1.80(2) . ? C24 Cl 1.80(2) 6 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Sm N3 71.5(4) 6 . ? N3 Sm N4 104.2(3) 6 . ? N3 Sm N4 64.7(2) . . ? N3 Sm N4 64.7(2) 6 6 ? N3 Sm N4 104.2(3) . 6 ? N4 Sm N4 70.3(4) . 6 ? N3 Sm N1 75.6(2) 6 6 ? N3 Sm N1 111.2(2) . 6 ? N4 Sm N1 175.5(3) . 6 ? N4 Sm N1 113.3(3) 6 6 ? N3 Sm N1 111.2(2) 6 . ? N3 Sm N1 75.6(2) . . ? N4 Sm N1 113.3(3) . . ? N4 Sm N1 175.5(3) 6 . ? N1 Sm N1 63.0(4) 6 . ? N3 Sm N2 175.7(3) 6 . ? N3 Sm N2 112.7(3) . . ? N4 Sm N2 78.7(3) . . ? N4 Sm N2 114.0(3) 6 . ? N1 Sm N2 101.7(3) 6 . ? N1 Sm N2 69.9(3) . . ? N3 Sm N2 112.7(3) 6 6 ? N3 Sm N2 175.7(3) . 6 ? N4 Sm N2 114.0(3) . 6 ? N4 Sm N2 78.7(3) 6 6 ? N1 Sm N2 69.9(3) 6 6 ? N1 Sm N2 101.7(3) . 6 ? N2 Sm N2 63.1(4) . 6 ? N3 Sm C14 27.3(3) 6 6 ? N3 Sm C14 98.3(3) . 6 ? N4 Sm C14 112.5(3) . 6 ? N4 Sm C14 50.6(3) 6 6 ? N1 Sm C14 69.4(3) 6 6 ? N1 Sm C14 124.9(3) . 6 ? N2 Sm C14 148.7(3) . 6 ? N2 Sm C14 86.0(3) 6 6 ? N3 Sm C14 98.3(3) 6 . ? N3 Sm C14 27.3(3) . . ? N4 Sm C14 50.6(3) . . ? N4 Sm C14 112.5(3) 6 . ? N1 Sm C14 124.9(3) 6 . ? N1 Sm C14 69.4(3) . . ? N2 Sm C14 86.0(3) . . ? N2 Sm C14 148.7(3) 6 . ? C14 Sm C14 124.2(4) 6 . ? N3 Sm C19 50.6(3) 6 6 ? N3 Sm C19 113.0(3) . 6 ? N4 Sm C19 96.9(3) . 6 ? N4 Sm C19 27.1(2) 6 6 ? N1 Sm C19 86.5(3) 6 6 ? N1 Sm C19 148.8(3) . 6 ? N2 Sm C19 126.4(3) . 6 ? N2 Sm C19 71.0(3) 6 6 ? C14 Sm C19 27.5(3) 6 6 ? C14 Sm C19 131.7(3) . 6 ? N3 Sm C19 113.0(3) 6 . ? N3 Sm C19 50.6(3) . . ? N4 Sm C19 27.1(2) . . ? N4 Sm C19 96.9(3) 6 . ? N1 Sm C19 148.8(3) 6 . ? N1 Sm C19 86.5(3) . . ? N2 Sm C19 71.0(3) . . ? N2 Sm C19 126.4(3) 6 . ? C14 Sm C19 131.7(3) 6 . ? C14 Sm C19 27.5(3) . . ? C19 Sm C19 122.8(4) 6 . ? C4 N1 C3 124.4(8) . . ? C4 N1 Sm 134.8(6) . . ? C3 N1 Sm 100.4(5) . . ? C6 N2 C7 124.4(8) . . ? C6 N2 Sm 136.2(7) . . ? C7 N2 Sm 99.3(6) . . ? C13 N3 C14 125.7(9) . . ? C13 N3 Sm 133.9(7) . . ? C14 N3 Sm 100.3(6) . . ? C20 N4 C19 122.9(8) . . ? C20 N4 Sm 137.1(7) . . ? C19 N4 Sm 99.9(5) . . ? C1 C1 C2 120.4(7) 6 . ? C1 C2 C3 121.4(12) . . ? C2 C3 N1 126.0(10) . . ? C2 C3 C3 118.2(7) . 6 ? N1 C3 C3 115.3(5) . 6 ? N1 C4 C5 123.2(9) . . ? N1 C4 C10 124.2(10) . . ? C5 C4 C10 112.6(10) . . ? C4 C5 C6 128.2(10) . . ? N2 C6 C5 121.2(10) . . ? N2 C6 C11 121.8(10) . . ? C5 C6 C11 116.9(10) . . ? C8 C7 N2 123.4(10) . . ? C8 C7 C7 120.5(7) . 6 ? N2 C7 C7 115.7(5) . 6 ? C7 C8 C9 118.3(11) . . ? C9 C9 C8 121.2(7) 6 . ? C13 C12 C13 127.7(14) . 6 ? N3 C13 C12 125.1(11) . . ? N3 C13 C22 118.9(11) . . ? C12 C13 C22 115.9(10) . . ? C15 C14 N3 126.7(10) . . ? C15 C14 C19 117.7(10) . . ? N3 C14 C19 115.1(9) . . ? C15 C14 Sm 135.6(8) . . ? N3 C14 Sm 52.4(4) . . ? C19 C14 Sm 77.4(6) . . ? C16 C15 C14 123.1(12) . . ? C15 C16 C17 119.2(12) . . ? C18 C17 C16 120.5(13) . . ? C19 C18 C17 119.8(13) . . ? C18 C19 N4 125.1(10) . . ? C18 C19 C14 119.7(10) . . ? N4 C19 C14 114.5(9) . . ? C18 C19 Sm 135.6(8) . . ? N4 C19 Sm 53.0(4) . . ? C14 C19 Sm 75.1(5) . . ? N4 C20 C21 122.0(10) . . ? N4 C20 C23 121.3(10) . . ? C21 C20 C23 116.6(9) . . ? C20 C21 C20 128.4(12) 6 . ? Cl C24 Cl 103.2(14) 6 . ? _refine_diff_density_max 1.717 _refine_diff_density_min -0.615 _refine_diff_density_rms 0.184 data_g021 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C44.6 H45.2 Cl1.2 N8 Tb1' _chemical_formula_weight 894.74 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Tb' 'Tb' -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.510(4) _cell_length_b 16.151(3) _cell_length_c 16.206(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.39(2) _cell_angle_gamma 90.00 _cell_volume 4569.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 31 _cell_measurement_theta_min 5.2 _cell_measurement_theta_max 10.3 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method ? _exptl_crystal_F_000 1817 _exptl_absorpt_coefficient_mu 1.655 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6980 _exptl_absorpt_correction_T_max 0.8990 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5124 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_sigmaI/netI 0.1659 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4182 _reflns_number_observed 3030 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 6 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4176 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0930 _refine_ls_R_factor_obs 0.0695 _refine_ls_wR_factor_all 0.2207 _refine_ls_wR_factor_obs 0.1902 _refine_ls_goodness_of_fit_all 1.169 _refine_ls_goodness_of_fit_obs 1.310 _refine_ls_restrained_S_all 1.288 _refine_ls_restrained_S_obs 1.310 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Tb Tb 0.24521(4) 0.0000 0.75777(4) 0.0405(3) Uani 1 d S . N1 N 0.3058(4) 0.0817(5) 0.6484(4) 0.047(2) Uani 1 d . . N2 N 0.3580(5) 0.0826(5) 0.8241(5) 0.053(2) Uani 1 d . . N3 N 0.1445(4) 0.0881(5) 0.6972(4) 0.044(2) Uani 1 d . . N4 N 0.1844(4) 0.0887(5) 0.8574(4) 0.047(2) Uani 1 d . . C1 C 0.1923(5) 0.0413(8) 0.4453(6) 0.065(3) Uani 1 d . . H1 H 0.1667(5) 0.0701(8) 0.4018(6) 0.065 Uiso 1 calc R . C2 C 0.2305(6) 0.0844(8) 0.5099(6) 0.063(3) Uani 1 d . . H2 H 0.2286(6) 0.1419(8) 0.5098(6) 0.063 Uiso 1 calc R . C3 C 0.2714(5) 0.0444(6) 0.5747(5) 0.046(2) Uani 1 d . . C4 C 0.3517(6) 0.1464(7) 0.6491(6) 0.057(3) Uani 1 d . . C5 C 0.3870(7) 0.1816(7) 0.7220(7) 0.074(3) Uani 1 d . . H5 H 0.4058(7) 0.2350(7) 0.7168(7) 0.074 Uiso 1 calc R . C6 C 0.3978(6) 0.1461(6) 0.8026(6) 0.055(3) Uani 1 d . . C7 C 0.3649(5) 0.0444(6) 0.9015(5) 0.048(2) Uani 1 d . . C8 C 0.3636(6) 0.0892(8) 0.9751(6) 0.065(3) Uani 1 d . . H8 H 0.3620(6) 0.1468(8) 0.9748(6) 0.065 Uiso 1 calc R . C9 C 0.3648(6) 0.0448(9) 1.0494(6) 0.082(4) Uani 1 d . . H9 H 0.3655(6) 0.0732(9) 1.0993(6) 0.082 Uiso 1 calc R . C10 C 0.3729(9) 0.1898(9) 0.5726(8) 0.100(5) Uani 1 d . . H10A H 0.4266(12) 0.2022(46) 0.5775(23) 0.100 Uiso 1 calc R . H10B H 0.3442(35) 0.2403(26) 0.5658(28) 0.100 Uiso 1 calc R . H10C H 0.3613(44) 0.1548(22) 0.5255(10) 0.100 Uiso 1 calc R . C11 C 0.4602(7) 0.1810(8) 0.8580(7) 0.076(4) Uani 1 d . . H11A H 0.4402(10) 0.2238(29) 0.8914(30) 0.076 Uiso 1 calc R . H11B H 0.4988(20) 0.2039(39) 0.8256(7) 0.076 Uiso 1 calc R . H11C H 0.4824(26) 0.1381(11) 0.8932(30) 0.076 Uiso 1 calc R . C12 C 0.0600(8) 0.0000 0.6165(9) 0.059(4) Uani 1 d S . H12 H 0.0217(8) 0.0000 0.5734(9) 0.059 Uiso 1 calc SR . C13 C 0.0846(5) 0.0767(7) 0.6441(5) 0.053(3) Uani 1 d . . C14 C 0.1677(6) 0.1655(6) 0.7302(6) 0.053(2) Uani 1 d . . C15 C 0.1813(7) 0.2385(7) 0.6860(8) 0.075(4) Uani 1 d . . H15 H 0.1689(7) 0.2382(7) 0.6292(8) 0.075 Uiso 1 calc R . C16 C 0.2107(10) 0.3084(8) 0.7201(10) 0.102(5) Uani 1 d . . H16 H 0.2167(10) 0.3555(8) 0.6881(10) 0.102 Uiso 1 calc R . C17 C 0.2324(9) 0.3085(8) 0.8057(11) 0.107(5) Uani 1 d . . H17 H 0.2533(9) 0.3563(8) 0.8303(11) 0.107 Uiso 1 calc R . C18 C 0.2230(7) 0.2371(7) 0.8552(9) 0.080(4) Uani 1 d . . H18 H 0.2394(7) 0.2371(7) 0.9112(9) 0.080 Uiso 1 calc R . C19 C 0.1887(6) 0.1671(6) 0.8182(6) 0.051(2) Uani 1 d . . C20 C 0.1559(5) 0.0792(7) 0.9285(5) 0.052(2) Uani 1 d . . C21 C 0.1477(9) 0.0000 0.9645(8) 0.060(4) Uani 1 d S . H21 H 0.1353(9) 0.0000 1.0192(8) 0.060 Uiso 1 calc SR . C22 C 0.0325(7) 0.1476(9) 0.6115(7) 0.086(4) Uani 1 d . . H22A H -0.0200(8) 0.1302(16) 0.6100(40) 0.086 Uiso 1 calc R . H22B H 0.0450(28) 0.1623(31) 0.5567(19) 0.086 Uiso 1 calc R . H22C H 0.0400(29) 0.1947(16) 0.6474(25) 0.086 Uiso 1 calc R . C23 C 0.1214(7) 0.1510(8) 0.9733(7) 0.076(4) Uani 1 d . . H23A H 0.1601(11) 0.1760(26) 1.0104(30) 0.076 Uiso 1 calc R . H23B H 0.0805(25) 0.1311(10) 1.0042(33) 0.076 Uiso 1 calc R . H23C H 0.1017(34) 0.1914(21) 0.9336(7) 0.076 Uiso 1 calc R . Cl Cl -0.0699(5) 0.0888(4) 0.7943(4) 0.119(3) Uani 0.60 d P . C24 C -0.0097(14) 0.0000 0.8166(13) 0.058(6) Uani 0.60 d SP . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb 0.0491(4) 0.0301(3) 0.0403(4) 0.000 -0.0110(3) 0.000 N1 0.050(5) 0.044(5) 0.045(4) 0.002(4) 0.001(4) 0.001(4) N2 0.059(5) 0.045(5) 0.053(4) -0.009(4) -0.012(4) 0.001(4) N3 0.047(4) 0.045(5) 0.038(4) 0.009(3) -0.002(3) 0.014(4) N4 0.056(5) 0.041(5) 0.043(4) -0.005(3) 0.005(4) 0.004(4) C1 0.046(5) 0.103(9) 0.043(5) 0.008(5) -0.011(4) 0.006(6) C2 0.061(7) 0.065(7) 0.064(6) 0.019(6) 0.006(5) 0.013(6) C3 0.038(5) 0.058(6) 0.042(4) 0.003(4) 0.002(4) -0.005(4) C4 0.059(6) 0.046(6) 0.065(6) 0.014(5) 0.003(5) -0.008(5) C5 0.096(9) 0.052(7) 0.070(7) 0.001(6) -0.003(6) -0.044(7) C6 0.057(6) 0.038(6) 0.069(6) -0.004(5) -0.002(5) -0.010(5) C7 0.047(5) 0.050(6) 0.042(4) 0.002(4) -0.016(4) 0.000(5) C8 0.061(6) 0.065(7) 0.064(6) -0.008(6) -0.023(5) -0.002(6) C9 0.077(8) 0.116(11) 0.050(6) -0.015(6) -0.018(6) -0.003(8) C10 0.120(12) 0.089(11) 0.087(9) 0.027(8) -0.007(8) -0.050(10) C11 0.070(8) 0.071(8) 0.084(8) -0.011(7) -0.019(6) -0.026(7) C12 0.042(8) 0.084(13) 0.050(8) 0.000 -0.011(7) 0.000 C13 0.045(5) 0.080(8) 0.035(4) 0.015(5) 0.006(4) 0.018(6) C14 0.057(6) 0.043(6) 0.061(6) 0.006(5) 0.004(5) 0.013(5) C15 0.100(10) 0.053(7) 0.071(7) 0.020(6) 0.014(7) 0.019(7) C16 0.153(15) 0.034(7) 0.121(12) 0.016(8) 0.026(12) 0.000(8) C17 0.127(13) 0.030(7) 0.166(15) -0.016(8) 0.028(12) -0.010(8) C18 0.089(9) 0.048(7) 0.103(10) -0.023(7) 0.007(8) 0.001(7) C19 0.060(6) 0.034(5) 0.059(6) -0.007(4) 0.004(5) 0.007(5) C20 0.052(6) 0.061(7) 0.041(5) -0.011(5) -0.009(4) 0.000(5) C21 0.072(10) 0.072(11) 0.035(7) 0.000 0.003(7) 0.000 C22 0.077(8) 0.104(11) 0.075(8) 0.033(8) -0.003(7) 0.024(8) C23 0.093(9) 0.077(9) 0.059(6) -0.019(6) 0.015(6) 0.005(7) Cl 0.173(7) 0.079(4) 0.110(4) 0.011(4) 0.046(5) 0.054(5) C24 0.063(15) 0.069(17) 0.039(11) 0.000 -0.023(11) 0.000 _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb N3 2.415(7) 6 ? Tb N3 2.415(7) . ? Tb N4 2.460(7) . ? Tb N4 2.460(7) 6 ? Tb N1 2.510(7) 6 ? Tb N1 2.510(7) . ? Tb N2 2.551(8) . ? Tb N2 2.551(8) 6 ? Tb C14 3.015(10) 6 ? Tb C14 3.015(10) . ? N1 C4 1.318(12) . ? N1 C3 1.428(11) . ? N2 C6 1.303(13) . ? N2 C7 1.395(11) . ? N3 C13 1.318(11) . ? N3 C14 1.406(13) . ? N4 C20 1.300(11) . ? N4 C19 1.420(12) . ? C1 C1 1.34(2) 6 ? C1 C2 1.386(14) . ? C2 C3 1.386(12) . ? C3 C3 1.43(2) 6 ? C4 C5 1.410(14) . ? C4 C10 1.496(15) . ? C5 C6 1.425(14) . ? C6 C11 1.474(13) . ? C7 C8 1.398(13) . ? C7 C7 1.43(2) 6 ? C8 C9 1.40(2) . ? C9 C9 1.45(3) 6 ? C12 C13 1.375(13) . ? C12 C13 1.375(13) 6 ? C13 C22 1.532(15) . ? C14 C15 1.409(15) . ? C14 C19 1.447(13) . ? C15 C16 1.34(2) . ? C16 C17 1.41(2) . ? C17 C18 1.42(2) . ? C18 C19 1.394(15) . ? C20 C21 1.418(12) . ? C20 C23 1.518(15) . ? C21 C20 1.418(12) 6 ? Cl C24 1.80(2) . ? C24 Cl 1.80(2) 6 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Tb N3 72.2(4) 6 . ? N3 Tb N4 105.7(3) 6 . ? N3 Tb N4 65.5(2) . . ? N3 Tb N4 65.5(2) 6 6 ? N3 Tb N4 105.7(3) . 6 ? N4 Tb N4 71.2(4) . 6 ? N3 Tb N1 74.8(2) 6 6 ? N3 Tb N1 110.9(2) . 6 ? N4 Tb N1 175.7(2) . 6 ? N4 Tb N1 112.6(3) 6 6 ? N3 Tb N1 110.9(2) 6 . ? N3 Tb N1 74.8(2) . . ? N4 Tb N1 112.6(3) . . ? N4 Tb N1 175.7(2) 6 . ? N1 Tb N1 63.5(4) 6 . ? N3 Tb N2 175.4(3) 6 . ? N3 Tb N2 112.4(3) . . ? N4 Tb N2 77.2(3) . . ? N4 Tb N2 112.8(3) 6 . ? N1 Tb N2 102.6(2) 6 . ? N1 Tb N2 70.6(3) . . ? N3 Tb N2 112.4(3) 6 6 ? N3 Tb N2 175.4(3) . 6 ? N4 Tb N2 112.8(3) . 6 ? N4 Tb N2 77.2(3) 6 6 ? N1 Tb N2 70.6(3) 6 6 ? N1 Tb N2 102.6(2) . 6 ? N2 Tb N2 63.0(4) . 6 ? N3 Tb C14 27.3(3) 6 6 ? N3 Tb C14 99.0(3) . 6 ? N4 Tb C14 113.6(3) . 6 ? N4 Tb C14 50.9(3) 6 6 ? N1 Tb C14 68.8(3) 6 6 ? N1 Tb C14 124.8(3) . 6 ? N2 Tb C14 148.3(3) . 6 ? N2 Tb C14 85.7(3) 6 6 ? N3 Tb C14 99.0(3) 6 . ? N3 Tb C14 27.3(3) . . ? N4 Tb C14 50.9(3) . . ? N4 Tb C14 113.6(3) 6 . ? N1 Tb C14 124.8(3) 6 . ? N1 Tb C14 68.8(3) . . ? N2 Tb C14 85.7(3) . . ? N2 Tb C14 148.3(3) 6 . ? C14 Tb C14 124.8(4) 6 . ? C4 N1 C3 124.1(8) . . ? C4 N1 Tb 134.5(7) . . ? C3 N1 Tb 101.2(5) . . ? C6 N2 C7 125.3(9) . . ? C6 N2 Tb 135.3(7) . . ? C7 N2 Tb 99.2(6) . . ? C13 N3 C14 124.4(8) . . ? C13 N3 Tb 134.7(7) . . ? C14 N3 Tb 100.9(5) . . ? C20 N4 C19 122.5(8) . . ? C20 N4 Tb 136.7(7) . . ? C19 N4 Tb 100.7(5) . . ? C1 C1 C2 120.1(7) 6 . ? C1 C2 C3 122.1(11) . . ? C2 C3 C3 117.8(7) . 6 ? C2 C3 N1 126.6(10) . . ? C3 C3 N1 115.0(5) 6 . ? N1 C4 C5 123.8(9) . . ? N1 C4 C10 123.6(10) . . ? C5 C4 C10 112.6(10) . . ? C4 C5 C6 128.6(10) . . ? N2 C6 C5 121.8(9) . . ? N2 C6 C11 121.7(10) . . ? C5 C6 C11 116.4(10) . . ? N2 C7 C8 122.2(9) . . ? N2 C7 C7 116.3(5) . 6 ? C8 C7 C7 121.2(6) . 6 ? C7 C8 C9 117.9(11) . . ? C9 C9 C8 120.9(7) 6 . ? C13 C12 C13 128.6(13) . 6 ? N3 C13 C12 123.5(10) . . ? N3 C13 C22 122.9(11) . . ? C12 C13 C22 113.4(10) . . ? C15 C14 N3 127.3(9) . . ? C15 C14 C19 116.5(10) . . ? N3 C14 C19 115.8(8) . . ? C15 C14 Tb 136.6(7) . . ? N3 C14 Tb 51.9(4) . . ? C19 C14 Tb 78.0(6) . . ? C16 C15 C14 124.8(12) . . ? C15 C16 C17 118.1(12) . . ? C18 C17 C16 121.3(13) . . ? C19 C18 C17 118.7(13) . . ? C18 C19 N4 124.5(10) . . ? C18 C19 C14 120.5(10) . . ? N4 C19 C14 114.0(8) . . ? N4 C20 C21 121.9(10) . . ? N4 C20 C23 121.9(10) . . ? C21 C20 C23 115.9(9) . . ? C20 C21 C20 129.0(12) 6 . ? Cl C24 Cl 105.6(13) . 6 ? _refine_diff_density_max 2.828 _refine_diff_density_min -0.811 _refine_diff_density_rms 0.187