data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Cameron Jones' 'Dennis Heitmann' 'David P. Mills' 'Andreas Stasch' _publ_contact_author_name 'Cameron Jones' _publ_contact_author_email CAMERON.JONES@SCI.MONASH.EDU.AU _publ_section_title ; Low Coordinate Lanthanide(II) Complexes Supported by Bulky Guanidinato and Amidinato Ligands ; # Attachment 'compound6.CIF' data_compound6 _database_code_depnum_ccdc_archive 'CCDC 755335' #TrackingRef 'compound6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H110 N6 Sm' _chemical_formula_weight 1161.97 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+1/4' '-x, -y, z+1/2' 'y+1/2, -x+1/2, z+3/4' 'x+1/2, -y+1/2, -z+3/4' '-x+1/2, y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 14.203(2) _cell_length_b 14.203(2) _cell_length_c 33.354(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6728.8(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'cut block' _exptl_crystal_colour violet _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.147 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2488 _exptl_absorpt_coefficient_mu 0.914 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.808 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11764 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5909 _reflns_number_gt 5213 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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. A half molecule of hexane of crystallisation was found in the asymmetric unit. The carbon atoms of the molecule were refined isotropically. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0342P)^2^+3.4074P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.198(12) _refine_ls_number_reflns 5909 _refine_ls_number_parameters 340 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0451 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0771 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.971446(12) 0.971446(12) 0.0000 0.04103(10) Uani 1 2 d S . . N1 N 0.88947(18) 0.83007(19) 0.02901(8) 0.0231(6) Uani 1 1 d . . . N2 N 0.75365(16) 0.75365(16) 0.0000 0.0261(8) Uani 1 2 d S . . N3 N 1.13750(16) 1.0290(2) 0.00688(7) 0.0219(5) Uani 1 1 d . . . N4 N 1.18948(18) 1.18948(18) 0.0000 0.0294(9) Uani 1 2 d S . . C1 C 0.8232(2) 0.8232(2) 0.0000 0.0241(10) Uani 1 2 d S . . C2 C 0.9241(2) 0.7504(3) 0.04982(11) 0.0288(8) Uani 1 1 d . . . C3 C 0.9168(3) 0.7473(3) 0.09209(11) 0.0357(9) Uani 1 1 d . . . C4 C 0.9553(3) 0.6701(3) 0.11267(13) 0.0538(12) Uani 1 1 d . . . H4 H 0.9512 0.6676 0.1411 0.065 Uiso 1 1 calc R . . C5 C 0.9988(3) 0.5981(3) 0.09234(14) 0.0556(13) Uani 1 1 d . . . H5 H 1.0216 0.5449 0.1066 0.067 Uiso 1 1 calc R . . C6 C 1.0095(3) 0.6025(3) 0.05113(14) 0.0490(12) Uani 1 1 d . . . H6 H 1.0413 0.5532 0.0375 0.059 Uiso 1 1 calc R . . C7 C 0.9741(3) 0.6787(2) 0.02952(11) 0.0324(8) Uani 1 1 d . . . C8 C 0.8714(3) 0.8285(3) 0.11488(11) 0.0407(10) Uani 1 1 d . . . H8 H 0.8346 0.8667 0.0952 0.049 Uiso 1 1 calc R . . C9 C 0.8035(4) 0.7966(4) 0.14778(14) 0.0817(17) Uani 1 1 d . . . H9A H 0.7558 0.7548 0.1362 0.123 Uiso 1 1 calc R . . H9B H 0.7726 0.8518 0.1596 0.123 Uiso 1 1 calc R . . H9C H 0.8385 0.7629 0.1686 0.123 Uiso 1 1 calc R . . C10 C 0.9451(3) 0.8922(3) 0.13327(13) 0.0585(13) Uani 1 1 d . . . H10A H 0.9807 0.8572 0.1536 0.088 Uiso 1 1 calc R . . H10B H 0.9142 0.9464 0.1458 0.088 Uiso 1 1 calc R . . H10C H 0.9881 0.9143 0.1123 0.088 Uiso 1 1 calc R . . C11 C 0.9963(3) 0.6888(2) -0.01477(11) 0.0365(10) Uani 1 1 d . . . H11 H 0.9411 0.7198 -0.0279 0.044 Uiso 1 1 calc R . . C12 C 1.0154(4) 0.5952(3) -0.03700(14) 0.0595(13) Uani 1 1 d . . . H12A H 1.0749 0.5682 -0.0275 0.089 Uiso 1 1 calc R . . H12B H 1.0196 0.6072 -0.0659 0.089 Uiso 1 1 calc R . . H12C H 0.9640 0.5510 -0.0317 0.089 Uiso 1 1 calc R . . C13 C 1.0821(3) 0.7525(3) -0.02078(14) 0.0518(12) Uani 1 1 d . . . H13A H 1.0738 0.8106 -0.0053 0.078 Uiso 1 1 calc R . . H13B H 1.0885 0.7679 -0.0493 0.078 Uiso 1 1 calc R . . H13C H 1.1389 0.7197 -0.0116 0.078 Uiso 1 1 calc R . . C14 C 0.7136(3) 0.7230(3) 0.03899(10) 0.0306(8) Uani 1 1 d . . . H14 H 0.7444 0.7634 0.0598 0.037 Uiso 1 1 calc R . . C15 C 0.6079(3) 0.7437(4) 0.04216(12) 0.0499(12) Uani 1 1 d . . . H15A H 0.5945 0.8054 0.0303 0.075 Uiso 1 1 calc R . . H15B H 0.5891 0.7439 0.0704 0.075 Uiso 1 1 calc R . . H15C H 0.5725 0.6950 0.0278 0.075 Uiso 1 1 calc R . . C16 C 0.7332(3) 0.6217(3) 0.05154(12) 0.0427(10) Uani 1 1 d . . . H16A H 0.6897 0.5794 0.0376 0.064 Uiso 1 1 calc R . . H16B H 0.7243 0.6155 0.0806 0.064 Uiso 1 1 calc R . . H16C H 0.7981 0.6051 0.0446 0.064 Uiso 1 1 calc R . . C17 C 1.11961(19) 1.11961(19) 0.0000 0.0213(9) Uani 1 2 d S . . C18 C 1.22317(19) 0.9800(2) 0.00011(11) 0.0261(7) Uani 1 1 d . . . C19 C 1.2633(3) 0.9303(3) 0.03202(12) 0.0343(9) Uani 1 1 d . . . C20 C 1.3435(3) 0.8747(3) 0.02515(14) 0.0431(11) Uani 1 1 d . . . H20 H 1.3711 0.8410 0.0468 0.052 Uiso 1 1 calc R . . C21 C 1.3823(3) 0.8687(3) -0.01225(14) 0.0471(12) Uani 1 1 d . . . H21 H 1.4373 0.8320 -0.0164 0.057 Uiso 1 1 calc R . . C22 C 1.3421(3) 0.9152(3) -0.04353(13) 0.0402(10) Uani 1 1 d . . . H22 H 1.3691 0.9088 -0.0694 0.048 Uiso 1 1 calc R . . C23 C 1.2619(2) 0.9723(3) -0.03897(11) 0.0312(8) Uani 1 1 d . . . C24 C 1.2223(3) 0.9360(4) 0.07411(13) 0.0582(14) Uani 1 1 d . . . H24 H 1.1659 0.9780 0.0731 0.070 Uiso 1 1 calc R . . C25 C 1.1898(4) 0.8395(4) 0.08829(15) 0.0754(17) Uani 1 1 d . . . H25A H 1.1462 0.8127 0.0686 0.113 Uiso 1 1 calc R . . H25B H 1.1577 0.8458 0.1142 0.113 Uiso 1 1 calc R . . H25C H 1.2444 0.7980 0.0913 0.113 Uiso 1 1 calc R . . C26 C 1.2931(5) 0.9793(4) 0.10404(14) 0.0876(19) Uani 1 1 d . . . H26A H 1.3512 0.9420 0.1041 0.131 Uiso 1 1 calc R . . H26B H 1.2657 0.9793 0.1310 0.131 Uiso 1 1 calc R . . H26C H 1.3075 1.0441 0.0960 0.131 Uiso 1 1 calc R . . C27 C 1.2160(3) 1.0189(3) -0.07458(10) 0.0378(9) Uani 1 1 d . . . H27 H 1.1867 1.0786 -0.0647 0.045 Uiso 1 1 calc R . . C28 C 1.2847(4) 1.0459(3) -0.10822(12) 0.0587(13) Uani 1 1 d . . . H28A H 1.3375 1.0816 -0.0969 0.088 Uiso 1 1 calc R . . H28B H 1.2520 1.0847 -0.1281 0.088 Uiso 1 1 calc R . . H28C H 1.3086 0.9887 -0.1211 0.088 Uiso 1 1 calc R . . C29 C 1.1366(3) 0.9587(3) -0.09189(12) 0.0479(11) Uani 1 1 d . . . H29A H 1.1620 0.8978 -0.1005 0.072 Uiso 1 1 calc R . . H29B H 1.1087 0.9911 -0.1149 0.072 Uiso 1 1 calc R . . H29C H 1.0884 0.9487 -0.0713 0.072 Uiso 1 1 calc R . . C30 C 1.2751(2) 1.1754(3) 0.02476(12) 0.0366(9) Uani 1 1 d . . . H30 H 1.2658 1.1138 0.0387 0.044 Uiso 1 1 calc R . . C31 C 1.3677(3) 1.1658(3) 0.00189(18) 0.0632(13) Uani 1 1 d . . . H31A H 1.3568 1.1311 -0.0231 0.095 Uiso 1 1 calc R . . H31B H 1.4133 1.1316 0.0184 0.095 Uiso 1 1 calc R . . H31C H 1.3925 1.2285 -0.0043 0.095 Uiso 1 1 calc R . . C32 C 1.2876(3) 1.2480(4) 0.05815(14) 0.0636(14) Uani 1 1 d . . . H32A H 1.3026 1.3094 0.0464 0.095 Uiso 1 1 calc R . . H32B H 1.3390 1.2283 0.0759 0.095 Uiso 1 1 calc R . . H32C H 1.2292 1.2529 0.0736 0.095 Uiso 1 1 calc R . . C33 C 0.8955(5) 0.8191(5) 0.2912(2) 0.107(2) Uiso 1 1 d . . . H33A H 0.8430 0.8345 0.2733 0.161 Uiso 1 1 calc R . . H33B H 0.8717 0.8092 0.3184 0.161 Uiso 1 1 calc R . . H33C H 0.9266 0.7616 0.2817 0.161 Uiso 1 1 calc R . . C34 C 0.9660(5) 0.9000(5) 0.29128(19) 0.1017(19) Uiso 1 1 d . . . H34A H 0.9379 0.9537 0.3060 0.122 Uiso 1 1 calc R . . H34B H 1.0227 0.8798 0.3063 0.122 Uiso 1 1 calc R . . C35 C 0.9954(3) 0.9328(4) 0.25178(17) 0.0805(15) Uiso 1 1 d . . . H35A H 1.0175 0.8771 0.2366 0.097 Uiso 1 1 calc R . . H35B H 0.9385 0.9564 0.2379 0.097 Uiso 1 1 calc R . . 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 Sm1 0.02521(9) 0.02521(9) 0.0727(2) 0.01447(12) -0.01447(12) -0.00870(12) N1 0.0203(15) 0.0203(14) 0.0286(16) 0.0002(12) -0.0010(13) -0.0008(11) N2 0.0274(12) 0.0274(12) 0.023(2) 0.0001(15) -0.0001(15) -0.0102(16) N3 0.0191(12) 0.0253(13) 0.0212(15) 0.0026(14) -0.0036(11) -0.0039(12) N4 0.0238(12) 0.0238(12) 0.041(2) -0.0028(18) 0.0028(18) -0.0029(16) C1 0.0242(14) 0.0242(14) 0.024(3) -0.0061(19) 0.0061(19) 0.0035(19) C2 0.0223(18) 0.0281(19) 0.036(2) 0.0018(17) -0.0028(16) -0.0043(16) C3 0.030(2) 0.041(2) 0.036(2) 0.0060(18) -0.0011(17) -0.0103(18) C4 0.057(3) 0.059(3) 0.045(3) 0.020(2) -0.009(2) -0.009(2) C5 0.058(3) 0.046(2) 0.064(3) 0.026(2) -0.006(2) 0.005(2) C6 0.045(3) 0.029(2) 0.072(3) 0.008(2) 0.005(2) 0.0114(19) C7 0.0281(18) 0.0240(17) 0.045(2) 0.0055(16) 0.000(2) -0.0034(18) C8 0.043(2) 0.048(2) 0.031(2) 0.0006(18) 0.0010(18) -0.009(2) C9 0.083(4) 0.094(4) 0.069(3) -0.011(3) 0.034(3) -0.030(3) C10 0.062(3) 0.054(3) 0.060(3) -0.013(2) 0.002(2) -0.014(2) C11 0.035(2) 0.0275(18) 0.047(2) 0.0020(16) 0.0100(17) 0.0095(17) C12 0.070(3) 0.039(2) 0.069(3) -0.009(2) 0.027(3) 0.007(3) C13 0.048(3) 0.037(2) 0.071(3) 0.016(2) 0.022(2) -0.001(2) C14 0.031(2) 0.035(2) 0.0255(18) -0.0018(16) 0.0032(16) -0.0096(15) C15 0.030(2) 0.076(3) 0.043(3) 0.001(2) 0.012(2) -0.004(2) C16 0.049(3) 0.039(2) 0.040(2) 0.004(2) 0.008(2) -0.012(2) C17 0.0205(14) 0.0205(14) 0.023(2) -0.0013(17) 0.0013(17) -0.0061(17) C18 0.0224(14) 0.0233(15) 0.0327(18) -0.003(2) -0.0002(17) 0.0004(13) C19 0.028(2) 0.033(2) 0.042(2) -0.0008(18) -0.0091(18) 0.0077(17) C20 0.030(2) 0.040(2) 0.060(3) -0.002(2) -0.005(2) 0.0131(19) C21 0.027(2) 0.039(2) 0.075(4) -0.008(2) 0.002(2) 0.0116(18) C22 0.040(2) 0.031(2) 0.049(3) -0.013(2) 0.014(2) -0.0054(19) C23 0.0335(19) 0.0197(17) 0.041(2) -0.003(2) 0.0016(16) -0.0039(19) C24 0.058(3) 0.080(4) 0.037(3) 0.010(2) -0.005(2) 0.034(3) C25 0.051(3) 0.117(5) 0.058(3) 0.033(3) -0.004(3) 0.001(3) C26 0.143(5) 0.075(4) 0.045(3) 0.001(3) -0.034(3) 0.027(4) C27 0.054(2) 0.032(2) 0.027(2) -0.0034(18) 0.0093(17) -0.002(2) C28 0.077(3) 0.058(3) 0.041(3) -0.003(2) 0.018(2) -0.017(3) C29 0.055(3) 0.052(3) 0.036(2) 0.005(2) 0.000(2) -0.006(2) C30 0.0222(19) 0.036(2) 0.052(3) -0.0099(19) -0.0054(18) -0.0066(17) C31 0.026(2) 0.072(3) 0.092(4) -0.032(3) 0.002(3) -0.001(2) C32 0.036(2) 0.081(4) 0.074(3) -0.037(3) -0.009(2) -0.005(2) _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 Sm1 N3 2.507(2) 7 ? Sm1 N3 2.507(2) . ? Sm1 N1 2.515(3) 7 ? Sm1 N1 2.515(3) . ? N1 C1 1.353(3) . ? N1 C2 1.416(4) . ? N2 C1 1.397(5) . ? N2 C14 1.485(3) 7 ? N2 C14 1.485(3) . ? N3 C17 1.332(3) . ? N3 C18 1.420(4) . ? N4 C17 1.403(5) . ? N4 C30 1.484(4) 7 ? N4 C30 1.484(4) . ? C1 N1 1.353(3) 7 ? C2 C7 1.414(5) . ? C2 C3 1.414(5) . ? C3 C4 1.405(6) . ? C3 C8 1.524(6) . ? C4 C5 1.374(6) . ? C5 C6 1.384(6) . ? C6 C7 1.394(5) . ? C7 C11 1.517(5) . ? C8 C10 1.514(5) . ? C8 C9 1.529(6) . ? C11 C13 1.531(5) . ? C11 C12 1.545(5) . ? C14 C16 1.524(6) . ? C14 C15 1.533(6) . ? C17 N3 1.332(3) 7 ? C18 C19 1.398(5) . ? C18 C23 1.419(5) . ? C19 C20 1.405(5) . ? C19 C24 1.522(6) . ? C20 C21 1.366(6) . ? C21 C22 1.360(6) . ? C22 C23 1.406(5) . ? C23 C27 1.508(5) . ? C24 C25 1.521(7) . ? C24 C26 1.546(7) . ? C27 C29 1.528(5) . ? C27 C28 1.536(5) . ? C30 C31 1.527(6) . ? C30 C32 1.528(5) . ? C33 C34 1.524(9) . ? C34 C35 1.458(7) . ? C35 C35 1.448(9) 8_775 ? 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 Sm1 N3 52.76(13) 7 . ? N3 Sm1 N1 131.36(9) 7 7 ? N3 Sm1 N1 159.63(8) . 7 ? N3 Sm1 N1 159.63(8) 7 . ? N3 Sm1 N1 131.36(9) . . ? N1 Sm1 N1 53.75(12) 7 . ? C1 N1 C2 122.3(3) . . ? C1 N1 Sm1 96.0(2) . . ? C2 N1 Sm1 131.8(2) . . ? C1 N2 C14 118.57(17) . 7 ? C1 N2 C14 118.57(17) . . ? C14 N2 C14 122.9(3) 7 . ? C17 N3 C18 127.6(3) . . ? C17 N3 Sm1 96.88(18) . . ? C18 N3 Sm1 129.2(2) . . ? C17 N4 C30 119.0(2) . 7 ? C17 N4 C30 119.0(2) . . ? C30 N4 C30 122.0(4) 7 . ? N1 C1 N1 114.3(4) . 7 ? N1 C1 N2 122.87(19) . . ? N1 C1 N2 122.87(19) 7 . ? C7 C2 C3 119.5(3) . . ? C7 C2 N1 121.0(3) . . ? C3 C2 N1 119.2(3) . . ? C4 C3 C2 118.9(4) . . ? C4 C3 C8 120.8(4) . . ? C2 C3 C8 120.3(3) . . ? C5 C4 C3 121.0(4) . . ? C4 C5 C6 120.4(4) . . ? C5 C6 C7 120.6(4) . . ? C6 C7 C2 119.5(4) . . ? C6 C7 C11 120.1(4) . . ? C2 C7 C11 120.2(3) . . ? C10 C8 C3 111.2(3) . . ? C10 C8 C9 108.8(4) . . ? C3 C8 C9 113.6(4) . . ? C7 C11 C13 110.4(3) . . ? C7 C11 C12 115.0(3) . . ? C13 C11 C12 107.8(3) . . ? N2 C14 C16 116.6(3) . . ? N2 C14 C15 112.3(3) . . ? C16 C14 C15 109.9(3) . . ? N3 C17 N3 113.5(3) 7 . ? N3 C17 N4 123.27(17) 7 . ? N3 C17 N4 123.27(17) . . ? C19 C18 C23 120.2(3) . . ? C19 C18 N3 118.4(3) . . ? C23 C18 N3 121.1(3) . . ? C18 C19 C20 119.3(4) . . ? C18 C19 C24 121.3(3) . . ? C20 C19 C24 119.4(4) . . ? C21 C20 C19 120.8(4) . . ? C22 C21 C20 120.0(4) . . ? C21 C22 C23 122.5(4) . . ? C22 C23 C18 117.2(3) . . ? C22 C23 C27 121.2(3) . . ? C18 C23 C27 121.5(3) . . ? C25 C24 C19 110.8(4) . . ? C25 C24 C26 110.8(4) . . ? C19 C24 C26 111.6(4) . . ? C23 C27 C29 111.8(3) . . ? C23 C27 C28 114.2(3) . . ? C29 C27 C28 109.4(3) . . ? N4 C30 C31 116.1(3) . . ? N4 C30 C32 114.2(3) . . ? C31 C30 C32 108.9(3) . . ? C35 C34 C33 115.2(5) . . ? C35 C35 C34 120.0(6) 8_775 . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.651 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.051 # Attachment 'compound7.CIF' data_compound7 _database_code_depnum_ccdc_archive 'CCDC 755336' #TrackingRef 'compound7.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H110 Eu N6' _chemical_formula_weight 1163.58 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+1/4' '-x, -y, z+1/2' 'y+1/2, -x+1/2, z+3/4' 'x+1/2, -y+1/2, -z+3/4' '-x+1/2, y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 14.193(2) _cell_length_b 14.193(2) _cell_length_c 33.380(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6724.0(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange-red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2492 _exptl_absorpt_coefficient_mu 0.974 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.752 _exptl_absorpt_correction_T_max 0.867 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11408 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5891 _reflns_number_gt 5466 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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. A half molecule of hexane of crystallisation was found in the asymmetric unit. The carbon atoms of the molecule were refined anisotropically. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0235P)^2^+2.4593P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.009(9) _refine_ls_number_reflns 5891 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0608 _refine_ls_wR_factor_gt 0.0594 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.971576(9) 0.971576(9) 0.0000 0.04428(7) Uani 1 2 d S . . N1 N 1.13739(12) 1.02814(14) 0.00658(5) 0.0246(4) Uani 1 1 d . . . C1 C 1.11951(14) 1.11951(14) 0.0000 0.0253(7) Uani 1 2 d S . . N2 N 1.18928(13) 1.18928(13) 0.0000 0.0318(6) Uani 1 2 d S . . C2 C 1.22344(15) 0.97974(17) -0.00032(8) 0.0301(5) Uani 1 1 d . . . N3 N 0.88996(14) 0.83096(14) 0.02902(6) 0.0280(4) Uani 1 1 d . . . C3 C 1.26172(19) 0.9716(2) -0.03900(8) 0.0341(6) Uani 1 1 d . . . N4 N 0.75436(12) 0.75436(12) 0.0000 0.0293(6) Uani 1 2 d S . . C4 C 1.3423(2) 0.9154(2) -0.04380(10) 0.0459(8) Uani 1 1 d . . . H4 H 1.3696 0.9098 -0.0697 0.055 Uiso 1 1 calc R . . C5 C 1.3827(2) 0.8684(2) -0.01227(10) 0.0502(9) Uani 1 1 d . . . H5 H 1.4376 0.8313 -0.0164 0.060 Uiso 1 1 calc R . . C6 C 1.3441(2) 0.8748(2) 0.02502(11) 0.0479(8) Uani 1 1 d . . . H6 H 1.3717 0.8411 0.0466 0.057 Uiso 1 1 calc R . . C7 C 1.2642(2) 0.9306(2) 0.03192(9) 0.0386(7) Uani 1 1 d . . . C8 C 1.2155(2) 1.0193(2) -0.07475(8) 0.0427(7) Uani 1 1 d . . . H8 H 1.1864 1.0792 -0.0649 0.051 Uiso 1 1 calc R . . C9 C 1.2849(3) 1.0454(3) -0.10797(9) 0.0631(10) Uani 1 1 d . . . H9A H 1.3369 1.0821 -0.0966 0.095 Uiso 1 1 calc R . . H9B H 1.2525 1.0829 -0.1284 0.095 Uiso 1 1 calc R . . H9C H 1.3099 0.9878 -0.1202 0.095 Uiso 1 1 calc R . . C10 C 1.1368(2) 0.9586(2) -0.09180(8) 0.0512(8) Uani 1 1 d . . . H10A H 1.1626 0.8979 -0.1004 0.077 Uiso 1 1 calc R . . H10B H 1.1082 0.9907 -0.1148 0.077 Uiso 1 1 calc R . . H10C H 1.0888 0.9481 -0.0712 0.077 Uiso 1 1 calc R . . C11 C 1.2231(3) 0.9363(3) 0.07398(9) 0.0608(10) Uani 1 1 d . . . H11 H 1.1669 0.9787 0.0730 0.073 Uiso 1 1 calc R . . C12 C 1.2939(3) 0.9787(3) 0.10394(10) 0.0869(14) Uani 1 1 d . . . H12A H 1.3514 0.9405 0.1043 0.130 Uiso 1 1 calc R . . H12B H 1.2659 0.9794 0.1308 0.130 Uiso 1 1 calc R . . H12C H 1.3094 1.0432 0.0959 0.130 Uiso 1 1 calc R . . C13 C 1.1900(3) 0.8399(3) 0.08831(11) 0.0773(13) Uani 1 1 d . . . H13A H 1.1474 0.8125 0.0683 0.116 Uiso 1 1 calc R . . H13B H 1.1567 0.8467 0.1139 0.116 Uiso 1 1 calc R . . H13C H 1.2446 0.7985 0.0919 0.116 Uiso 1 1 calc R . . C14 C 1.27466(19) 1.1753(2) 0.02491(9) 0.0403(7) Uani 1 1 d . . . H14 H 1.2649 1.1139 0.0391 0.048 Uiso 1 1 calc R . . C15 C 1.3676(2) 1.1651(3) 0.00243(14) 0.0659(10) Uani 1 1 d . . . H15A H 1.3575 1.1277 -0.0219 0.099 Uiso 1 1 calc R . . H15B H 1.4137 1.1333 0.0196 0.099 Uiso 1 1 calc R . . H15C H 1.3912 1.2276 -0.0049 0.099 Uiso 1 1 calc R . . C16 C 1.2873(2) 1.2485(3) 0.05789(11) 0.0678(11) Uani 1 1 d . . . H16A H 1.3036 1.3094 0.0459 0.102 Uiso 1 1 calc R . . H16B H 1.3379 1.2286 0.0760 0.102 Uiso 1 1 calc R . . H16C H 1.2284 1.2547 0.0730 0.102 Uiso 1 1 calc R . . C17 C 0.82407(16) 0.82407(16) 0.0000 0.0277(7) Uani 1 2 d S . . C18 C 0.92410(18) 0.75076(19) 0.04994(8) 0.0326(6) Uani 1 1 d . . . C19 C 0.9166(2) 0.7482(2) 0.09206(8) 0.0401(7) Uani 1 1 d . . . C20 C 0.9544(3) 0.6712(2) 0.11276(10) 0.0562(9) Uani 1 1 d . . . H20 H 0.9495 0.6688 0.1411 0.067 Uiso 1 1 calc R . . C21 C 0.9987(2) 0.5986(2) 0.09254(11) 0.0627(10) Uani 1 1 d . . . H21 H 1.0219 0.5457 0.1069 0.075 Uiso 1 1 calc R . . C22 C 1.0093(2) 0.6028(2) 0.05142(11) 0.0524(8) Uani 1 1 d . . . H22 H 1.0407 0.5530 0.0379 0.063 Uiso 1 1 calc R . . C23 C 0.9748(2) 0.67900(18) 0.02946(8) 0.0370(6) Uani 1 1 d . . . C24 C 0.8714(2) 0.8285(2) 0.11505(8) 0.0465(8) Uani 1 1 d . . . H24 H 0.8351 0.8672 0.0953 0.056 Uiso 1 1 calc R . . C25 C 0.9459(2) 0.8922(3) 0.13352(10) 0.0628(10) Uani 1 1 d . . . H25A H 0.9799 0.8577 0.1544 0.094 Uiso 1 1 calc R . . H25B H 0.9155 0.9477 0.1453 0.094 Uiso 1 1 calc R . . H25C H 0.9903 0.9124 0.1127 0.094 Uiso 1 1 calc R . . C26 C 0.8028(3) 0.7970(3) 0.14742(11) 0.0850(13) Uani 1 1 d . . . H26A H 0.7523 0.7596 0.1353 0.128 Uiso 1 1 calc R . . H26B H 0.7757 0.8524 0.1606 0.128 Uiso 1 1 calc R . . H26C H 0.8362 0.7586 0.1673 0.128 Uiso 1 1 calc R . . C27 C 0.9965(2) 0.68930(19) -0.01479(9) 0.0417(8) Uani 1 1 d . . . H27 H 0.9412 0.7199 -0.0280 0.050 Uiso 1 1 calc R . . C28 C 1.0826(2) 0.7537(2) -0.02031(10) 0.0554(9) Uani 1 1 d . . . H28A H 1.0741 0.8112 -0.0045 0.083 Uiso 1 1 calc R . . H28B H 1.0891 0.7702 -0.0487 0.083 Uiso 1 1 calc R . . H28C H 1.1394 0.7207 -0.0113 0.083 Uiso 1 1 calc R . . C29 C 1.0171(3) 0.5958(2) -0.03672(11) 0.0643(10) Uani 1 1 d . . . H29A H 1.0247 0.6080 -0.0654 0.096 Uiso 1 1 calc R . . H29B H 0.9645 0.5521 -0.0326 0.096 Uiso 1 1 calc R . . H29C H 1.0751 0.5680 -0.0261 0.096 Uiso 1 1 calc R . . C30 C 0.71393(19) 0.7241(2) 0.03885(7) 0.0343(6) Uani 1 1 d . . . H30 H 0.7449 0.7643 0.0596 0.041 Uiso 1 1 calc R . . C31 C 0.6077(2) 0.7453(3) 0.04204(9) 0.0534(9) Uani 1 1 d . . . H31A H 0.5937 0.8046 0.0283 0.080 Uiso 1 1 calc R . . H31B H 0.5899 0.7505 0.0703 0.080 Uiso 1 1 calc R . . H31C H 0.5719 0.6941 0.0295 0.080 Uiso 1 1 calc R . . C32 C 0.7327(2) 0.6225(2) 0.05149(9) 0.0476(8) Uani 1 1 d . . . H32A H 0.6896 0.5803 0.0372 0.071 Uiso 1 1 calc R . . H32B H 0.7226 0.6162 0.0804 0.071 Uiso 1 1 calc R . . H32C H 0.7979 0.6057 0.0450 0.071 Uiso 1 1 calc R . . C33 C 1.0682(3) 1.0055(3) 0.24788(14) 0.0898(13) Uani 1 1 d . . . H33A H 1.0447 1.0627 0.2616 0.108 Uiso 1 1 calc R . . H33B H 1.1241 0.9838 0.2631 0.108 Uiso 1 1 calc R . . C34 C 1.1006(4) 1.0340(4) 0.20889(15) 0.1088(17) Uani 1 1 d . . . H34A H 1.0467 1.0611 0.1940 0.131 Uiso 1 1 calc R . . H34B H 1.1214 0.9771 0.1942 0.131 Uiso 1 1 calc R . . C35 C 1.1808(4) 1.1054(3) 0.20854(17) 0.1129(18) Uani 1 1 d . . . H35A H 1.1627 1.1608 0.2243 0.169 Uiso 1 1 calc R . . H35B H 1.1940 1.1245 0.1809 0.169 Uiso 1 1 calc R . . H35C H 1.2374 1.0768 0.2202 0.169 Uiso 1 1 calc R . . 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 Eu1 0.02839(7) 0.02839(7) 0.07604(14) 0.01418(8) -0.01418(8) -0.00841(8) N1 0.0201(9) 0.0253(9) 0.0285(11) 0.0014(10) -0.0038(8) -0.0022(8) C1 0.0249(10) 0.0249(10) 0.0261(17) 0.0007(12) -0.0007(12) -0.0059(13) N2 0.0256(9) 0.0256(9) 0.0441(17) -0.0009(13) 0.0009(13) -0.0041(12) C2 0.0262(11) 0.0264(11) 0.0378(13) 0.0001(16) -0.0019(12) -0.0024(10) N3 0.0263(11) 0.0236(11) 0.0341(11) 0.0005(9) -0.0007(9) -0.0009(8) C3 0.0359(14) 0.0263(13) 0.0402(15) -0.0041(14) 0.0038(11) -0.0043(14) N4 0.0283(9) 0.0283(9) 0.0312(15) -0.0016(11) 0.0016(11) -0.0079(12) C4 0.0410(18) 0.0390(18) 0.058(2) -0.0118(15) 0.0180(15) -0.0055(15) C5 0.0310(16) 0.0417(17) 0.078(3) -0.0095(16) 0.0017(16) 0.0064(13) C6 0.0372(18) 0.0433(18) 0.063(2) 0.0005(16) -0.0068(15) 0.0110(15) C7 0.0308(15) 0.0389(16) 0.0460(17) -0.0001(14) -0.0039(13) 0.0081(13) C8 0.0574(18) 0.0370(15) 0.0338(15) -0.0008(14) 0.0114(13) -0.0006(15) C9 0.083(3) 0.062(2) 0.0446(18) -0.0010(17) 0.0197(17) -0.022(2) C10 0.0581(19) 0.057(2) 0.0381(16) 0.0018(15) -0.0031(14) -0.0064(17) C11 0.060(2) 0.077(3) 0.0457(19) 0.0158(17) -0.0029(16) 0.0332(19) C12 0.138(4) 0.075(3) 0.047(2) -0.001(2) -0.032(2) 0.023(3) C13 0.055(2) 0.116(4) 0.061(2) 0.030(2) -0.0010(18) 0.008(2) C14 0.0270(15) 0.0374(16) 0.0565(18) -0.0112(14) -0.0048(13) -0.0053(12) C15 0.0304(15) 0.072(2) 0.095(3) -0.028(2) 0.003(2) -0.0007(15) C16 0.0404(19) 0.083(3) 0.080(2) -0.038(2) -0.0094(17) -0.0082(19) C17 0.0269(10) 0.0269(10) 0.0294(18) -0.0053(14) 0.0053(14) 0.0022(14) C18 0.0250(13) 0.0322(14) 0.0405(15) 0.0041(12) -0.0022(12) -0.0047(12) C19 0.0336(15) 0.0442(17) 0.0424(16) 0.0076(14) -0.0021(13) -0.0079(13) C20 0.059(2) 0.061(2) 0.0481(19) 0.0203(16) -0.0077(17) -0.0081(18) C21 0.064(2) 0.0483(19) 0.075(2) 0.0257(17) -0.0123(18) 0.0037(18) C22 0.049(2) 0.0336(16) 0.075(2) 0.0094(15) 0.0026(17) 0.0091(14) C23 0.0302(14) 0.0280(13) 0.0530(16) 0.0046(12) 0.0002(16) 0.0004(13) C24 0.0474(18) 0.0553(19) 0.0367(15) 0.0002(13) 0.0019(13) -0.0108(15) C25 0.060(2) 0.062(2) 0.067(2) -0.0151(18) -0.0007(17) -0.0150(16) C26 0.084(3) 0.099(3) 0.073(2) -0.018(2) 0.037(2) -0.030(2) C27 0.0407(18) 0.0321(14) 0.0524(17) -0.0008(12) 0.0104(13) 0.0078(13) C28 0.053(2) 0.0405(18) 0.073(2) 0.0100(16) 0.0204(18) -0.0004(16) C29 0.072(2) 0.0421(18) 0.078(2) -0.0091(16) 0.030(2) 0.0049(19) C30 0.0322(15) 0.0381(16) 0.0325(13) -0.0010(12) 0.0052(12) -0.0090(11) C31 0.0330(17) 0.077(2) 0.0505(19) -0.0013(17) 0.0105(14) -0.0040(17) C32 0.053(2) 0.0443(18) 0.0455(17) 0.0063(15) 0.0049(15) -0.0138(15) C33 0.095(3) 0.083(3) 0.091(3) 0.005(3) 0.013(3) 0.052(2) C34 0.144(5) 0.082(3) 0.100(4) -0.009(3) -0.014(3) 0.044(4) C35 0.140(5) 0.060(3) 0.139(5) -0.007(3) 0.004(4) -0.017(3) _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 Eu1 N1 2.4962(18) . ? Eu1 N1 2.4962(18) 7 ? Eu1 N3 2.503(2) 7 ? Eu1 N3 2.503(2) . ? N1 C1 1.340(3) . ? N1 C2 1.420(3) . ? C1 N1 1.340(3) 7 ? C1 N2 1.400(4) . ? N2 C14 1.483(3) . ? N2 C14 1.483(3) 7 ? C2 C3 1.406(4) . ? C2 C7 1.406(4) . ? N3 C17 1.350(3) . ? N3 C18 1.421(3) . ? C3 C4 1.403(4) . ? C3 C8 1.521(4) . ? N4 C17 1.399(4) . ? N4 C30 1.482(3) . ? N4 C30 1.482(3) 7 ? C4 C5 1.372(5) . ? C5 C6 1.363(5) . ? C6 C7 1.403(4) . ? C7 C11 1.522(4) . ? C8 C10 1.522(4) . ? C8 C9 1.528(4) . ? C11 C13 1.523(5) . ? C11 C12 1.541(5) . ? C14 C15 1.524(4) . ? C14 C16 1.524(4) . ? C17 N3 1.350(3) 7 ? C18 C19 1.410(4) . ? C18 C23 1.423(4) . ? C19 C20 1.400(4) . ? C19 C24 1.516(4) . ? C20 C21 1.384(5) . ? C21 C22 1.382(5) . ? C22 C23 1.395(4) . ? C23 C27 1.516(4) . ? C24 C25 1.521(4) . ? C24 C26 1.522(4) . ? C27 C28 1.537(4) . ? C27 C29 1.543(4) . ? C30 C32 1.526(4) . ? C30 C31 1.542(4) . ? C33 C34 1.438(6) . ? C33 C33 1.487(8) 8_775 ? C34 C35 1.524(7) . ? 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 N1 Eu1 N1 53.22(9) . 7 ? N1 Eu1 N3 159.19(6) . 7 ? N1 Eu1 N3 131.21(6) 7 7 ? N1 Eu1 N3 131.21(6) . . ? N1 Eu1 N3 159.19(6) 7 . ? N3 Eu1 N3 53.96(9) 7 . ? C1 N1 C2 127.20(19) . . ? C1 N1 Eu1 96.80(14) . . ? C2 N1 Eu1 129.86(15) . . ? N1 C1 N1 113.2(3) . 7 ? N1 C1 N2 123.41(13) . . ? N1 C1 N2 123.41(12) 7 . ? C1 N2 C14 118.89(15) . . ? C1 N2 C14 118.89(15) . 7 ? C14 N2 C14 122.2(3) . 7 ? C3 C2 C7 120.2(2) . . ? C3 C2 N1 121.4(2) . . ? C7 C2 N1 118.0(2) . . ? C17 N3 C18 122.1(2) . . ? C17 N3 Eu1 95.77(15) . . ? C18 N3 Eu1 132.18(16) . . ? C4 C3 C2 117.8(3) . . ? C4 C3 C8 121.0(3) . . ? C2 C3 C8 121.2(2) . . ? C17 N4 C30 118.61(13) . . ? C17 N4 C30 118.61(13) . 7 ? C30 N4 C30 122.8(3) . 7 ? C5 C4 C3 122.0(3) . . ? C6 C5 C4 120.0(3) . . ? C5 C6 C7 120.8(3) . . ? C6 C7 C2 119.1(3) . . ? C6 C7 C11 119.4(3) . . ? C2 C7 C11 121.5(3) . . ? C3 C8 C10 111.0(2) . . ? C3 C8 C9 113.5(3) . . ? C10 C8 C9 109.8(2) . . ? C7 C11 C13 111.1(3) . . ? C7 C11 C12 111.7(3) . . ? C13 C11 C12 110.4(3) . . ? N2 C14 C15 116.3(3) . . ? N2 C14 C16 114.2(2) . . ? C15 C14 C16 108.6(2) . . ? N3 C17 N3 114.5(3) . 7 ? N3 C17 N4 122.75(14) . . ? N3 C17 N4 122.75(14) 7 . ? C19 C18 N3 119.0(2) . . ? C19 C18 C23 119.9(3) . . ? N3 C18 C23 120.7(2) . . ? C20 C19 C18 118.9(3) . . ? C20 C19 C24 119.9(3) . . ? C18 C19 C24 121.1(3) . . ? C21 C20 C19 121.0(3) . . ? C22 C21 C20 120.1(3) . . ? C21 C22 C23 121.2(3) . . ? C22 C23 C18 118.7(3) . . ? C22 C23 C27 121.0(3) . . ? C18 C23 C27 120.1(2) . . ? C19 C24 C25 111.0(3) . . ? C19 C24 C26 114.1(3) . . ? C25 C24 C26 109.4(3) . . ? C23 C27 C28 109.6(3) . . ? C23 C27 C29 114.7(3) . . ? C28 C27 C29 107.7(3) . . ? N4 C30 C32 116.6(2) . . ? N4 C30 C31 112.5(2) . . ? C32 C30 C31 109.6(2) . . ? C34 C33 C33 120.6(5) . 8_775 ? C33 C34 C35 115.6(4) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.591 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.039 # Attachment 'compound8.CIF' data_compound8 _database_code_depnum_ccdc_archive 'CCDC 755337' #TrackingRef 'compound8.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H110 N6 Yb' _chemical_formula_weight 1184.66 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+3/4' '-x, -y, z+1/2' 'y+1/2, -x+1/2, z+1/4' 'x+1/2, -y+1/2, -z+1/4' '-x+1/2, y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 13.983(2) _cell_length_b 13.983(2) _cell_length_c 33.631(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6576.2(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.45 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2520 _exptl_absorpt_coefficient_mu 1.464 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.753 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14101 _diffrn_reflns_av_R_equivalents 0.0234 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7150 _reflns_number_gt 6219 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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. Half a molecule of hexane was located in the asymmetric unit. This was found to be disordered over several sites. A suitable model for this disorder could not be found. As a result the SQUEEZE program of Platon was used to remove the contribution of the lattice hexane to the structure factors. The refinement was completed with the modified hkl file. The contribution of the lattice hexane to the emprical formula and F(000)was included in the final refinement. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0557P)^2^+1.9857P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.182(12) _refine_ls_number_reflns 7150 _refine_ls_number_parameters 324 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0451 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0985 _refine_ls_wR_factor_gt 0.0939 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Yb1 Yb 0.466771(10) 0.533229(10) 0.7500 0.04776(9) Uani 1 2 d S . . N1 N 0.5449(2) 0.3985(2) 0.72076(8) 0.0321(6) Uani 1 1 d . . . N2 N 0.6805(2) 0.3195(2) 0.7500 0.0359(8) Uani 1 2 d S . . N3 N 0.3058(2) 0.5846(2) 0.74259(11) 0.0482(9) Uani 1 1 d . . . N4 N 0.25201(19) 0.74799(19) 0.7500 0.0411(9) Uani 1 2 d S . . C1 C 0.6102(2) 0.3898(2) 0.7500 0.0300(9) Uani 1 2 d S . . C2 C 0.5140(3) 0.3187(3) 0.69802(11) 0.0368(8) Uani 1 1 d . . . C3 C 0.5275(3) 0.3187(3) 0.65630(11) 0.0478(9) Uani 1 1 d . . . C4 C 0.4944(4) 0.2430(3) 0.63407(14) 0.0623(13) Uani 1 1 d . . . H4 H 0.5046 0.2423 0.6061 0.075 Uiso 1 1 calc R . . C5 C 0.4462(4) 0.1676(4) 0.65206(18) 0.0725(16) Uani 1 1 d . . . H5 H 0.4242 0.1155 0.6364 0.087 Uiso 1 1 calc R . . C6 C 0.4301(3) 0.1681(3) 0.69268(18) 0.0611(13) Uani 1 1 d . . . H6 H 0.3970 0.1163 0.7047 0.073 Uiso 1 1 calc R . . C7 C 0.4620(3) 0.2436(3) 0.71622(14) 0.0471(9) Uani 1 1 d . . . C8 C 0.5752(4) 0.4032(3) 0.63568(12) 0.0616(13) Uani 1 1 d . . . H8 H 0.6037 0.4452 0.6566 0.074 Uiso 1 1 calc R . . C9 C 0.6557(5) 0.3737(4) 0.60678(15) 0.0854(18) Uani 1 1 d . . . H9A H 0.6793 0.4304 0.5927 0.128 Uiso 1 1 calc R . . H9B H 0.6308 0.3275 0.5875 0.128 Uiso 1 1 calc R . . H9C H 0.7082 0.3445 0.6218 0.128 Uiso 1 1 calc R . . C10 C 0.5009(6) 0.4611(4) 0.61325(17) 0.094(2) Uani 1 1 d . . . H10A H 0.4694 0.4203 0.5935 0.141 Uiso 1 1 calc R . . H10B H 0.5322 0.5148 0.5998 0.141 Uiso 1 1 calc R . . H10C H 0.4532 0.4857 0.6320 0.141 Uiso 1 1 calc R . . C11 C 0.4356(3) 0.2492(3) 0.75930(16) 0.0583(13) Uani 1 1 d . . . H11 H 0.4910 0.2775 0.7739 0.070 Uiso 1 1 calc R . . C12 C 0.4132(5) 0.1525(4) 0.7781(2) 0.0841(19) Uani 1 1 d . . . H12A H 0.4584 0.1045 0.7682 0.126 Uiso 1 1 calc R . . H12B H 0.3479 0.1334 0.7711 0.126 Uiso 1 1 calc R . . H12C H 0.4188 0.1574 0.8071 0.126 Uiso 1 1 calc R . . C13 C 0.3495(4) 0.3152(4) 0.76533(19) 0.0823(19) Uani 1 1 d . . . H13A H 0.3630 0.3778 0.7535 0.123 Uiso 1 1 calc R . . H13B H 0.3372 0.3228 0.7938 0.123 Uiso 1 1 calc R . . H13C H 0.2931 0.2872 0.7525 0.123 Uiso 1 1 calc R . . C14 C 0.7232(3) 0.2903(3) 0.71160(11) 0.0484(10) Uani 1 1 d . . . H14 H 0.6906 0.3299 0.6909 0.058 Uiso 1 1 calc R . . C15 C 0.8314(4) 0.3171(5) 0.70899(17) 0.0744(16) Uani 1 1 d . . . H15A H 0.8699 0.2654 0.7205 0.112 Uiso 1 1 calc R . . H15B H 0.8429 0.3764 0.7238 0.112 Uiso 1 1 calc R . . H15C H 0.8494 0.3264 0.6811 0.112 Uiso 1 1 calc R . . C16 C 0.7090(4) 0.1883(4) 0.69903(15) 0.0638(13) Uani 1 1 d . . . H16A H 0.6424 0.1696 0.7037 0.096 Uiso 1 1 calc R . . H16B H 0.7515 0.1468 0.7145 0.096 Uiso 1 1 calc R . . H16C H 0.7238 0.1819 0.6707 0.096 Uiso 1 1 calc R . . C17 C 0.3227(2) 0.6773(2) 0.7500 0.0305(9) Uani 1 2 d S . . C18 C 0.2172(3) 0.5356(3) 0.75010(14) 0.0489(9) Uani 1 1 d . . . C19 C 0.1760(4) 0.4856(3) 0.71670(19) 0.0685(15) Uani 1 1 d . . . C20 C 0.0952(4) 0.4294(4) 0.7239(3) 0.090(2) Uani 1 1 d . . . H20 H 0.0655 0.3964 0.7026 0.108 Uiso 1 1 calc R . . C21 C 0.0585(4) 0.4216(4) 0.7618(3) 0.090(2) Uani 1 1 d . . . H21 H 0.0047 0.3816 0.7663 0.107 Uiso 1 1 calc R . . C22 C 0.0981(4) 0.4707(5) 0.7935(2) 0.0856(18) Uani 1 1 d . . . H22 H 0.0701 0.4659 0.8191 0.103 Uiso 1 1 calc R . . C23 C 0.1785(4) 0.5270(4) 0.78773(16) 0.0657(13) Uani 1 1 d . . . C24 C 0.2149(4) 0.4942(5) 0.67597(18) 0.089(2) Uani 1 1 d D . . H24 H 0.2698 0.5400 0.6765 0.107 Uiso 1 1 calc R . . C25 C 0.2531(6) 0.3945(6) 0.6644(2) 0.112(2) Uani 1 1 d DU . . H25A H 0.2002 0.3485 0.6643 0.168 Uiso 1 1 calc R . . H25B H 0.3015 0.3742 0.6837 0.168 Uiso 1 1 calc R . . H25C H 0.2818 0.3974 0.6379 0.168 Uiso 1 1 calc R . . C26 C 0.1436(6) 0.5279(7) 0.6449(2) 0.120(3) Uani 1 1 d DU . . H26A H 0.1042 0.5793 0.6561 0.181 Uiso 1 1 calc R . . H26B H 0.1024 0.4743 0.6372 0.181 Uiso 1 1 calc R . . H26C H 0.1780 0.5517 0.6216 0.181 Uiso 1 1 calc R . . C27 C 0.2273(4) 0.5766(4) 0.82446(16) 0.0724(15) Uani 1 1 d . . . H27 H 0.2574 0.6376 0.8152 0.087 Uiso 1 1 calc R . . C28 C 0.3051(6) 0.5117(6) 0.83945(19) 0.101(2) Uani 1 1 d . . . H28A H 0.3480 0.4950 0.8175 0.152 Uiso 1 1 calc R . . H28B H 0.2764 0.4533 0.8503 0.152 Uiso 1 1 calc R . . H28C H 0.3414 0.5444 0.8603 0.152 Uiso 1 1 calc R . . C29 C 0.1518(6) 0.6011(7) 0.8561(2) 0.115(3) Uani 1 1 d . . . H29A H 0.1764 0.6516 0.8735 0.173 Uiso 1 1 calc R . . H29B H 0.1377 0.5440 0.8720 0.173 Uiso 1 1 calc R . . H29C H 0.0932 0.6232 0.8430 0.173 Uiso 1 1 calc R . . C30 C 0.1672(4) 0.7352(4) 0.72437(16) 0.0677(13) Uiso 1 1 d . . . H30 H 0.1807 0.6759 0.7088 0.081 Uiso 1 1 calc R . . C31 C 0.0730(4) 0.7190(5) 0.7422(2) 0.0945(19) Uani 1 1 d U . . H31A H 0.0438 0.7807 0.7489 0.142 Uiso 1 1 calc R . . H31B H 0.0801 0.6806 0.7663 0.142 Uiso 1 1 calc R . . H31C H 0.0321 0.6851 0.7232 0.142 Uiso 1 1 calc R . . C32 C 0.1562(5) 0.8141(6) 0.6931(2) 0.120(3) Uani 1 1 d . . . H32A H 0.2170 0.8228 0.6791 0.180 Uiso 1 1 calc R . . H32B H 0.1381 0.8740 0.7062 0.180 Uiso 1 1 calc R . . H32C H 0.1065 0.7958 0.6740 0.180 Uiso 1 1 calc R . . 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 Yb1 0.03667(9) 0.03667(9) 0.06994(16) -0.01581(9) -0.01581(9) 0.00928(9) N1 0.0324(15) 0.0325(14) 0.0313(12) -0.0002(11) -0.0063(12) 0.0001(11) N2 0.0389(13) 0.0389(13) 0.0300(19) -0.0021(16) -0.0021(16) 0.0067(16) N3 0.0374(16) 0.0386(17) 0.069(2) -0.0123(16) -0.0151(16) 0.0028(13) N4 0.0311(12) 0.0311(12) 0.061(3) -0.0044(17) -0.0044(17) 0.0017(15) C1 0.0278(12) 0.0278(12) 0.034(2) 0.0056(16) 0.0056(16) 0.0002(16) C2 0.037(2) 0.0319(18) 0.0411(19) -0.0047(14) -0.0089(15) 0.0037(14) C3 0.056(2) 0.045(2) 0.042(2) -0.0077(16) -0.017(2) 0.0045(19) C4 0.078(3) 0.053(3) 0.055(3) -0.018(2) -0.025(2) 0.011(2) C5 0.073(4) 0.054(3) 0.090(4) -0.036(3) -0.024(3) 0.003(2) C6 0.051(3) 0.034(2) 0.098(4) -0.009(2) -0.001(3) -0.0051(18) C7 0.0371(19) 0.0326(19) 0.071(3) -0.0026(17) -0.001(2) 0.0023(18) C8 0.095(4) 0.054(3) 0.0361(19) 0.0005(19) -0.006(2) 0.004(2) C9 0.119(5) 0.085(4) 0.052(3) -0.003(3) 0.012(3) -0.003(4) C10 0.141(6) 0.074(4) 0.067(3) 0.018(3) -0.016(3) 0.021(4) C11 0.056(3) 0.040(2) 0.079(4) 0.008(2) 0.024(2) -0.0026(17) C12 0.087(4) 0.050(3) 0.115(5) 0.014(3) 0.042(4) -0.006(3) C13 0.075(3) 0.055(3) 0.117(5) -0.004(3) 0.041(3) 0.004(3) C14 0.047(2) 0.061(3) 0.0372(18) -0.0120(18) 0.0018(17) 0.0162(18) C15 0.040(3) 0.109(5) 0.074(3) -0.010(3) 0.017(2) 0.016(3) C16 0.076(3) 0.056(3) 0.060(3) -0.022(2) -0.005(2) 0.020(2) C17 0.0305(13) 0.0305(13) 0.031(2) -0.0020(17) -0.0020(17) 0.0001(17) C18 0.0385(18) 0.0352(17) 0.073(3) -0.008(3) -0.005(2) -0.0005(15) C19 0.042(3) 0.044(3) 0.119(5) -0.004(3) -0.025(3) -0.001(2) C20 0.052(3) 0.059(3) 0.159(7) -0.017(4) -0.014(4) -0.010(2) C21 0.053(3) 0.062(3) 0.153(7) 0.019(4) -0.004(4) -0.010(2) C22 0.063(3) 0.069(4) 0.125(5) 0.026(4) 0.013(3) -0.011(3) C23 0.056(3) 0.060(3) 0.081(3) 0.018(3) 0.005(2) -0.004(3) C24 0.061(3) 0.126(6) 0.081(4) -0.053(4) -0.033(3) 0.011(3) C25 0.110(4) 0.114(4) 0.113(4) -0.048(4) -0.031(4) 0.016(4) C26 0.121(5) 0.127(5) 0.113(4) -0.012(4) -0.038(4) 0.009(4) C27 0.079(4) 0.076(3) 0.062(3) 0.014(3) 0.022(3) -0.005(3) C28 0.113(5) 0.126(6) 0.065(3) 0.019(4) -0.005(3) 0.006(5) C29 0.137(7) 0.119(6) 0.091(5) -0.014(5) 0.056(5) -0.024(5) C31 0.050(2) 0.085(3) 0.149(5) 0.006(4) -0.006(3) 0.001(2) C32 0.097(5) 0.132(7) 0.132(6) 0.039(5) -0.034(5) 0.050(5) _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 Yb1 N3 2.376(3) . ? Yb1 N3 2.376(3) 8_666 ? Yb1 N1 2.390(3) . ? Yb1 N1 2.390(3) 8_666 ? Yb1 C1 2.837(4) . ? Yb1 C17 2.850(4) . ? N1 C1 1.348(4) . ? N1 C2 1.420(4) . ? N2 C1 1.390(5) . ? N2 C14 1.480(4) . ? N2 C14 1.480(4) 8_666 ? N3 C17 1.341(4) . ? N3 C18 1.439(5) . ? N4 C17 1.397(5) . ? N4 C30 1.476(6) . ? N4 C30 1.476(6) 8_666 ? C1 N1 1.348(3) 8_666 ? C2 C3 1.416(6) . ? C2 C7 1.417(6) . ? C3 C4 1.376(6) . ? C3 C8 1.523(7) . ? C4 C5 1.391(8) . ? C5 C6 1.384(8) . ? C6 C7 1.392(6) . ? C7 C11 1.497(7) . ? C8 C10 1.518(7) . ? C8 C9 1.544(8) . ? C11 C12 1.526(7) . ? C11 C13 1.530(7) . ? C14 C16 1.501(7) . ? C14 C15 1.561(7) . ? C17 N3 1.341(4) 8_666 ? C18 C23 1.382(7) . ? C18 C19 1.444(7) . ? C19 C20 1.396(8) . ? C19 C24 1.479(9) . ? C20 C21 1.378(10) . ? C21 C22 1.382(10) . ? C22 C23 1.386(7) . ? C23 C27 1.573(8) . ? C24 C26 1.518(8) . ? C24 C25 1.543(9) . ? C27 C28 1.503(9) . ? C27 C29 1.538(9) . ? C30 C31 1.465(8) . ? C30 C32 1.531(8) . ? 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 Yb1 N3 55.79(15) . 8_666 ? N3 Yb1 N1 128.93(10) . . ? N3 Yb1 N1 158.20(12) 8_666 . ? N3 Yb1 N1 158.20(12) . 8_666 ? N3 Yb1 N1 128.93(10) 8_666 8_666 ? N1 Yb1 N1 56.54(13) . 8_666 ? N3 Yb1 C1 152.11(8) . . ? N3 Yb1 C1 152.11(8) 8_666 . ? N1 Yb1 C1 28.27(6) . . ? N1 Yb1 C1 28.27(6) 8_666 . ? N3 Yb1 C17 27.89(8) . . ? N3 Yb1 C17 27.89(8) 8_666 . ? N1 Yb1 C17 151.73(6) . . ? N1 Yb1 C17 151.73(6) 8_666 . ? C1 Yb1 C17 180.0 . . ? C1 N1 C2 121.8(3) . . ? C1 N1 Yb1 94.6(2) . . ? C2 N1 Yb1 134.6(2) . . ? C1 N2 C14 118.7(2) . . ? C1 N2 C14 118.7(2) . 8_666 ? C14 N2 C14 122.6(4) . 8_666 ? C17 N3 C18 125.4(3) . . ? C17 N3 Yb1 96.1(2) . . ? C18 N3 Yb1 130.8(2) . . ? C17 N4 C30 118.8(3) . . ? C17 N4 C30 118.8(3) . 8_666 ? C30 N4 C30 122.3(5) . 8_666 ? N1 C1 N1 114.2(4) . 8_666 ? N1 C1 N2 122.92(19) . . ? N1 C1 N2 122.92(19) 8_666 . ? N1 C1 Yb1 57.08(19) . . ? N1 C1 Yb1 57.08(19) 8_666 . ? N2 C1 Yb1 180.0(3) . . ? C3 C2 C7 119.8(4) . . ? C3 C2 N1 119.5(3) . . ? C7 C2 N1 120.4(3) . . ? C4 C3 C2 119.6(4) . . ? C4 C3 C8 119.7(4) . . ? C2 C3 C8 120.6(3) . . ? C3 C4 C5 120.7(5) . . ? C6 C5 C4 120.2(4) . . ? C5 C6 C7 120.9(5) . . ? C6 C7 C2 118.7(4) . . ? C6 C7 C11 120.7(4) . . ? C2 C7 C11 120.4(4) . . ? C10 C8 C3 109.9(5) . . ? C10 C8 C9 109.2(4) . . ? C3 C8 C9 113.5(4) . . ? C7 C11 C12 113.9(4) . . ? C7 C11 C13 110.7(4) . . ? C12 C11 C13 108.5(4) . . ? N2 C14 C16 117.0(4) . . ? N2 C14 C15 111.9(4) . . ? C16 C14 C15 109.9(4) . . ? N3 C17 N3 112.0(4) 8_666 . ? N3 C17 N4 124.0(2) 8_666 . ? N3 C17 N4 124.0(2) . . ? N3 C17 Yb1 56.0(2) 8_666 . ? N3 C17 Yb1 56.0(2) . . ? N4 C17 Yb1 180.0(3) . . ? C23 C18 N3 122.7(4) . . ? C23 C18 C19 120.9(4) . . ? N3 C18 C19 116.0(4) . . ? C20 C19 C18 117.4(6) . . ? C20 C19 C24 120.3(6) . . ? C18 C19 C24 122.3(5) . . ? C21 C20 C19 120.5(7) . . ? C20 C21 C22 121.6(6) . . ? C21 C22 C23 120.0(6) . . ? C18 C23 C22 119.7(6) . . ? C18 C23 C27 120.7(4) . . ? C22 C23 C27 119.6(5) . . ? C19 C24 C26 114.8(5) . . ? C19 C24 C25 106.7(6) . . ? C26 C24 C25 109.5(5) . . ? C28 C27 C29 113.5(6) . . ? C28 C27 C23 108.1(5) . . ? C29 C27 C23 110.1(5) . . ? C31 C30 N4 120.1(5) . . ? C31 C30 C32 107.5(5) . . ? N4 C30 C32 113.3(5) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.579 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.070 # Attachment 'compound9.CIF' data_compound9 _database_code_depnum_ccdc_archive 'CCDC 755338' #TrackingRef 'compound9.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H112 I2 N6 O2 Yb2' _chemical_formula_weight 1669.54 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.374(3) _cell_length_b 10.524(2) _cell_length_c 23.481(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.23(3) _cell_angle_gamma 90.00 _cell_volume 3665.5(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour orange-red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1672 _exptl_absorpt_coefficient_mu 3.422 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.431 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10431 _diffrn_reflns_av_R_equivalents 0.1200 _diffrn_reflns_av_sigmaI/netI 0.1399 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6079 _reflns_number_gt 3904 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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. The largest peak in the final difference map (3.35 e-/ang.3) is located close to Yb1. Due to the weakness of the data at theta angles above 23 deg. the completeness to theta is 94.1 deg. However, the gross molecular connectivity within the compound is unambiguous. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0819P)^2^+19.4803P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6079 _refine_ls_number_parameters 383 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1456 _refine_ls_R_factor_gt 0.0872 _refine_ls_wR_factor_ref 0.2011 _refine_ls_wR_factor_gt 0.1800 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Yb1 Yb 0.62711(4) 0.60865(6) 0.52417(2) 0.0374(2) Uani 1 1 d . . . I1 I 0.57355(8) 0.33108(10) 0.54232(5) 0.0559(4) Uani 1 1 d . . . O1 O 0.6577(8) 0.5501(11) 0.4314(4) 0.059(3) Uani 1 1 d . . . N1 N 0.6939(7) 0.6715(10) 0.6256(4) 0.031(3) Uani 1 1 d . . . C1 C 0.7555(9) 0.7484(13) 0.6135(5) 0.033(3) Uani 1 1 d . . . N2 N 0.7529(7) 0.7451(10) 0.5551(4) 0.027(3) Uani 1 1 d . . . C2 C 0.6567(10) 0.6884(14) 0.6749(5) 0.037(4) Uani 1 1 d . . . N3 N 0.8191(8) 0.8197(12) 0.6548(5) 0.043(3) Uani 1 1 d . . . C3 C 0.6083(11) 0.8005(13) 0.6807(5) 0.041(4) Uani 1 1 d . . . C4 C 0.5692(10) 0.8045(13) 0.7274(6) 0.040(4) Uani 1 1 d . . . H4 H 0.5388 0.8800 0.7332 0.048 Uiso 1 1 calc R . . C5 C 0.5718(11) 0.7063(14) 0.7654(6) 0.044(4) Uani 1 1 d . . . H5 H 0.5416 0.7127 0.7958 0.053 Uiso 1 1 calc R . . C6 C 0.6182(11) 0.5987(15) 0.7598(6) 0.050(4) Uani 1 1 d . . . H6 H 0.6202 0.5310 0.7868 0.060 Uiso 1 1 calc R . . C7 C 0.6631(11) 0.5849(13) 0.7151(6) 0.041(4) Uani 1 1 d . . . C8 C 0.5996(11) 0.9091(14) 0.6379(6) 0.048(4) Uani 1 1 d . . . H8 H 0.6579 0.9171 0.6268 0.057 Uiso 1 1 calc R . . C9 C 0.5795(12) 1.0351(15) 0.6618(7) 0.057(5) Uani 1 1 d . . . H9A H 0.5173 1.0352 0.6652 0.086 Uiso 1 1 calc R . . H9B H 0.5869 1.1030 0.6349 0.086 Uiso 1 1 calc R . . H9C H 0.6211 1.0491 0.7007 0.086 Uiso 1 1 calc R . . C10 C 0.5273(14) 0.8832(18) 0.5832(8) 0.084(7) Uani 1 1 d . . . H10A H 0.5418 0.8056 0.5645 0.127 Uiso 1 1 calc R . . H10B H 0.5228 0.9548 0.5559 0.127 Uiso 1 1 calc R . . H10C H 0.4697 0.8721 0.5931 0.127 Uiso 1 1 calc R . . C11 C 0.7147(12) 0.4645(14) 0.7111(7) 0.051(4) Uani 1 1 d . . . H11 H 0.7330 0.4656 0.6733 0.062 Uiso 1 1 calc R . . C12 C 0.7977(16) 0.452(2) 0.7615(11) 0.111(8) Uani 1 1 d U . . H12A H 0.7816 0.4626 0.7989 0.167 Uiso 1 1 calc R . . H12B H 0.8414 0.5176 0.7581 0.167 Uiso 1 1 calc R . . H12C H 0.8244 0.3679 0.7603 0.167 Uiso 1 1 calc R . . C13 C 0.6591(12) 0.3474(15) 0.7123(7) 0.058(5) Uani 1 1 d . . . H13A H 0.6492 0.3377 0.7516 0.086 Uiso 1 1 calc R . . H13B H 0.6910 0.2727 0.7032 0.086 Uiso 1 1 calc R . . H13C H 0.6009 0.3556 0.6829 0.086 Uiso 1 1 calc R . . C14 C 0.8307(9) 0.7585(13) 0.5329(5) 0.033(3) Uani 1 1 d . . . C15 C 0.9022(11) 0.6697(15) 0.5475(6) 0.047(4) Uani 1 1 d . . . C16 C 0.9684(11) 0.6844(17) 0.5197(8) 0.058(5) Uani 1 1 d . . . H16 H 1.0178 0.6270 0.5286 0.070 Uiso 1 1 calc R . . C17 C 0.9669(13) 0.7809(19) 0.4785(7) 0.068(5) Uani 1 1 d . . . H17 H 1.0148 0.7873 0.4601 0.082 Uiso 1 1 calc R . . C18 C 0.8983(14) 0.8652(16) 0.4646(7) 0.064(5) Uani 1 1 d . . . H18 H 0.8970 0.9287 0.4356 0.077 Uiso 1 1 calc R . . C19 C 0.8304(11) 0.8584(15) 0.4927(7) 0.050(4) Uani 1 1 d . . . C20 C 0.9002(11) 0.5641(15) 0.5902(7) 0.052(4) Uani 1 1 d . . . H20 H 0.8711 0.5972 0.6207 0.063 Uiso 1 1 calc R . . C21 C 0.9955(11) 0.5127(19) 0.6227(7) 0.071(6) Uani 1 1 d . . . H21A H 1.0241 0.4757 0.5938 0.106 Uiso 1 1 calc R . . H21B H 0.9896 0.4475 0.6512 0.106 Uiso 1 1 calc R . . H21C H 1.0328 0.5827 0.6434 0.106 Uiso 1 1 calc R . . C22 C 0.8450(11) 0.4515(15) 0.5594(8) 0.057(5) Uani 1 1 d . . . H22A H 0.7854 0.4811 0.5370 0.086 Uiso 1 1 calc R . . H22B H 0.8381 0.3893 0.5889 0.086 Uiso 1 1 calc R . . H22C H 0.8760 0.4118 0.5324 0.086 Uiso 1 1 calc R . . C23 C 0.7491(11) 0.9519(15) 0.4753(7) 0.053(4) Uani 1 1 d . . . H23 H 0.7149 0.9484 0.5061 0.064 Uiso 1 1 calc R . . C24 C 0.7833(15) 1.0864(16) 0.4722(11) 0.092(7) Uani 1 1 d . . . H24A H 0.8096 1.0937 0.4385 0.137 Uiso 1 1 calc R . . H24B H 0.8294 1.1060 0.5087 0.137 Uiso 1 1 calc R . . H24C H 0.7331 1.1464 0.4673 0.137 Uiso 1 1 calc R . . C25 C 0.6869(14) 0.913(2) 0.4162(7) 0.088(7) Uani 1 1 d . . . H25A H 0.7223 0.9012 0.3874 0.132 Uiso 1 1 calc R . . H25B H 0.6415 0.9791 0.4023 0.132 Uiso 1 1 calc R . . H25C H 0.6568 0.8328 0.4208 0.132 Uiso 1 1 calc R . . C26 C 0.8497(10) 0.7751(16) 0.7161(6) 0.046(4) Uani 1 1 d . . . H26 H 0.8210 0.6899 0.7164 0.056 Uiso 1 1 calc R . . C27 C 0.9495(11) 0.7519(18) 0.7371(7) 0.068(5) Uani 1 1 d . . . H27A H 0.9696 0.7052 0.7068 0.102 Uiso 1 1 calc R . . H27B H 0.9626 0.7018 0.7736 0.102 Uiso 1 1 calc R . . H27C H 0.9812 0.8334 0.7447 0.102 Uiso 1 1 calc R . . C28 C 0.8222(12) 0.853(2) 0.7637(7) 0.082(7) Uani 1 1 d . . . H28A H 0.8541 0.9341 0.7690 0.123 Uiso 1 1 calc R . . H28B H 0.8378 0.8054 0.8010 0.123 Uiso 1 1 calc R . . H28C H 0.7570 0.8678 0.7516 0.123 Uiso 1 1 calc R . . C29 C 0.8516(11) 0.9413(15) 0.6355(6) 0.052(4) Uani 1 1 d . . . H29 H 0.8165 0.9540 0.5936 0.062 Uiso 1 1 calc R . . C30 C 0.9511(13) 0.9427(17) 0.6352(8) 0.074(6) Uani 1 1 d . . . H30A H 0.9677 0.8595 0.6224 0.111 Uiso 1 1 calc R . . H30B H 0.9885 0.9610 0.6750 0.111 Uiso 1 1 calc R . . H30C H 0.9608 1.0084 0.6079 0.111 Uiso 1 1 calc R . . C31 C 0.8345(14) 1.0576(18) 0.6687(10) 0.087(7) Uani 1 1 d . . . H31A H 0.7711 1.0591 0.6695 0.131 Uiso 1 1 calc R . . H31B H 0.8480 1.1341 0.6488 0.131 Uiso 1 1 calc R . . H31C H 0.8731 1.0550 0.7091 0.131 Uiso 1 1 calc R . . C32 C 0.5910(13) 0.4778(19) 0.3868(7) 0.075(6) Uani 1 1 d . . . H32A H 0.5524 0.5357 0.3576 0.090 Uiso 1 1 calc R . . H32B H 0.5521 0.4267 0.4056 0.090 Uiso 1 1 calc R . . C33 C 0.6446(13) 0.3936(19) 0.3579(8) 0.076(6) Uani 1 1 d . . . H33A H 0.6227 0.4001 0.3144 0.091 Uiso 1 1 calc R . . H33B H 0.6398 0.3040 0.3695 0.091 Uiso 1 1 calc R . . C34 C 0.7404(14) 0.4386(18) 0.3785(8) 0.073(6) Uani 1 1 d . . . H34A H 0.7773 0.3786 0.4074 0.088 Uiso 1 1 calc R . . H34B H 0.7675 0.4480 0.3448 0.088 Uiso 1 1 calc R . . C35 C 0.7331(11) 0.5645(18) 0.4065(7) 0.061(5) Uani 1 1 d . . . H35A H 0.7888 0.5840 0.4375 0.073 Uiso 1 1 calc R . . H35B H 0.7219 0.6334 0.3767 0.073 Uiso 1 1 calc R . . 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 Yb1 0.0426(4) 0.0453(4) 0.0269(3) -0.0057(3) 0.0134(2) -0.0085(3) I1 0.0587(8) 0.0434(7) 0.0575(6) 0.0006(5) 0.0008(5) -0.0054(5) O1 0.059(8) 0.083(8) 0.042(6) -0.017(6) 0.025(5) -0.020(6) N1 0.034(7) 0.039(7) 0.020(5) 0.000(5) 0.008(5) -0.005(6) C1 0.035(8) 0.028(8) 0.032(7) -0.005(6) 0.000(6) -0.002(7) N2 0.030(6) 0.029(6) 0.020(5) -0.002(5) 0.003(4) -0.010(5) C2 0.041(9) 0.043(9) 0.030(7) -0.019(6) 0.016(6) -0.015(7) N3 0.035(7) 0.055(8) 0.038(6) -0.001(6) 0.009(5) -0.009(6) C3 0.062(11) 0.035(9) 0.027(7) -0.006(6) 0.013(7) -0.011(8) C4 0.052(10) 0.019(8) 0.056(9) -0.011(7) 0.027(7) -0.008(7) C5 0.062(11) 0.036(9) 0.043(8) -0.013(7) 0.028(8) -0.023(8) C6 0.064(12) 0.043(10) 0.049(8) -0.002(8) 0.026(8) -0.007(8) C7 0.059(11) 0.035(9) 0.032(7) 0.001(6) 0.019(7) -0.004(7) C8 0.064(11) 0.049(11) 0.034(7) -0.001(7) 0.021(7) 0.014(8) C9 0.078(13) 0.052(11) 0.048(9) 0.001(8) 0.027(9) 0.015(9) C10 0.099(16) 0.065(13) 0.066(12) -0.007(10) -0.020(11) 0.019(12) C11 0.075(13) 0.037(10) 0.048(9) 0.000(7) 0.026(8) 0.004(9) C12 0.109(9) 0.107(9) 0.116(9) -0.001(5) 0.025(5) 0.002(5) C13 0.064(12) 0.051(11) 0.063(10) 0.007(8) 0.025(9) 0.009(9) C14 0.029(8) 0.041(9) 0.031(7) 0.008(6) 0.013(6) -0.011(7) C15 0.056(11) 0.064(11) 0.027(7) -0.006(7) 0.020(7) 0.007(9) C16 0.034(10) 0.068(12) 0.078(12) -0.008(10) 0.024(9) 0.006(8) C17 0.076(15) 0.083(14) 0.065(11) 0.009(10) 0.052(10) -0.016(12) C18 0.086(15) 0.045(11) 0.067(11) 0.038(9) 0.029(10) 0.015(10) C19 0.040(10) 0.059(11) 0.054(9) -0.001(8) 0.018(8) -0.001(8) C20 0.056(11) 0.056(11) 0.049(9) 0.011(8) 0.022(8) 0.015(9) C21 0.043(11) 0.118(16) 0.059(10) 0.012(11) 0.029(8) 0.034(11) C22 0.045(10) 0.045(10) 0.084(12) 0.032(9) 0.020(9) -0.003(8) C23 0.051(11) 0.048(10) 0.056(9) -0.004(8) 0.007(8) 0.004(8) C24 0.089(17) 0.056(14) 0.15(2) 0.046(13) 0.065(15) 0.022(11) C25 0.073(15) 0.13(2) 0.055(11) 0.007(12) 0.011(10) 0.038(13) C26 0.034(9) 0.081(12) 0.032(7) 0.002(8) 0.021(6) -0.009(8) C27 0.062(13) 0.091(15) 0.046(9) -0.007(9) 0.004(8) 0.000(11) C28 0.059(13) 0.16(2) 0.032(8) -0.026(10) 0.015(8) 0.004(13) C29 0.054(11) 0.056(10) 0.044(8) -0.016(8) 0.012(8) -0.026(9) C30 0.085(15) 0.069(12) 0.063(11) -0.004(10) 0.012(10) -0.036(11) C31 0.086(16) 0.067(13) 0.116(17) -0.035(13) 0.038(13) -0.025(12) C32 0.073(14) 0.108(16) 0.047(9) -0.040(10) 0.022(9) -0.023(12) C33 0.074(15) 0.086(15) 0.073(12) -0.021(11) 0.030(10) -0.010(12) C34 0.088(16) 0.072(13) 0.071(12) -0.011(10) 0.041(11) 0.004(11) C35 0.050(11) 0.087(13) 0.049(9) -0.007(9) 0.019(8) -0.022(10) _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 Yb1 N2 2.364(10) . ? Yb1 N1 2.425(9) . ? Yb1 O1 2.427(10) . ? Yb1 I1 3.0946(14) . ? Yb1 I1 3.1347(16) 3_666 ? I1 Yb1 3.1347(16) 3_666 ? O1 C35 1.436(18) . ? O1 C32 1.472(18) . ? N1 C1 1.332(17) . ? N1 C2 1.428(16) . ? C1 N2 1.364(15) . ? C1 N3 1.400(16) . ? N2 C14 1.432(16) . ? C2 C3 1.42(2) . ? C2 C7 1.429(18) . ? N3 C26 1.470(16) . ? N3 C29 1.487(19) . ? C3 C4 1.382(19) . ? C3 C8 1.505(19) . ? C4 C5 1.359(18) . ? C5 C6 1.36(2) . ? C6 C7 1.41(2) . ? C7 C11 1.51(2) . ? C8 C10 1.49(2) . ? C8 C9 1.503(19) . ? C11 C12 1.50(3) . ? C11 C13 1.50(2) . ? C14 C19 1.412(19) . ? C14 C15 1.42(2) . ? C15 C16 1.35(2) . ? C15 C20 1.50(2) . ? C16 C17 1.40(2) . ? C17 C18 1.35(2) . ? C18 C19 1.38(2) . ? C19 C23 1.56(2) . ? C20 C22 1.53(2) . ? C20 C21 1.56(2) . ? C23 C24 1.52(2) . ? C23 C25 1.52(2) . ? C26 C27 1.50(2) . ? C26 C28 1.53(2) . ? C29 C31 1.51(2) . ? C29 C30 1.53(2) . ? C32 C33 1.49(2) . ? C33 C34 1.50(2) . ? C34 C35 1.50(2) . ? 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 N2 Yb1 N1 55.4(3) . . ? N2 Yb1 O1 95.4(3) . . ? N1 Yb1 O1 145.0(4) . . ? N2 Yb1 I1 139.2(2) . . ? N1 Yb1 I1 100.5(3) . . ? O1 Yb1 I1 90.3(3) . . ? N2 Yb1 I1 130.4(2) . 3_666 ? N1 Yb1 I1 122.8(3) . 3_666 ? O1 Yb1 I1 90.1(3) . 3_666 ? I1 Yb1 I1 89.82(3) . 3_666 ? Yb1 I1 Yb1 90.18(3) . 3_666 ? C35 O1 C32 104.6(12) . . ? C35 O1 Yb1 134.9(9) . . ? C32 O1 Yb1 120.4(9) . . ? C1 N1 C2 123.7(11) . . ? C1 N1 Yb1 95.6(7) . . ? C2 N1 Yb1 132.3(8) . . ? N1 C1 N2 111.4(10) . . ? N1 C1 N3 125.8(12) . . ? N2 C1 N3 122.7(13) . . ? C1 N2 C14 123.8(10) . . ? C1 N2 Yb1 97.5(8) . . ? C14 N2 Yb1 129.9(8) . . ? C3 C2 N1 120.8(13) . . ? C3 C2 C7 121.1(13) . . ? N1 C2 C7 117.9(12) . . ? C1 N3 C26 119.5(12) . . ? C1 N3 C29 118.7(11) . . ? C26 N3 C29 121.8(12) . . ? C4 C3 C2 116.7(13) . . ? C4 C3 C8 121.7(14) . . ? C2 C3 C8 121.6(13) . . ? C5 C4 C3 123.7(14) . . ? C4 C5 C6 119.5(15) . . ? C5 C6 C7 122.1(14) . . ? C6 C7 C2 116.9(13) . . ? C6 C7 C11 120.1(13) . . ? C2 C7 C11 123.0(13) . . ? C10 C8 C9 107.7(14) . . ? C10 C8 C3 110.7(14) . . ? C9 C8 C3 114.3(12) . . ? C12 C11 C13 106.5(15) . . ? C12 C11 C7 112.1(14) . . ? C13 C11 C7 112.1(14) . . ? C19 C14 C15 121.4(14) . . ? C19 C14 N2 117.4(13) . . ? C15 C14 N2 121.1(12) . . ? C16 C15 C14 116.2(15) . . ? C16 C15 C20 123.8(15) . . ? C14 C15 C20 120.0(14) . . ? C15 C16 C17 122.6(16) . . ? C18 C17 C16 120.9(17) . . ? C17 C18 C19 119.6(15) . . ? C18 C19 C14 119.3(14) . . ? C18 C19 C23 120.0(15) . . ? C14 C19 C23 120.4(15) . . ? C15 C20 C22 111.3(12) . . ? C15 C20 C21 113.7(14) . . ? C22 C20 C21 107.3(14) . . ? C24 C23 C25 110.5(16) . . ? C24 C23 C19 109.7(15) . . ? C25 C23 C19 109.6(14) . . ? N3 C26 C27 114.2(12) . . ? N3 C26 C28 117.9(14) . . ? C27 C26 C28 107.5(13) . . ? N3 C29 C31 115.0(14) . . ? N3 C29 C30 115.2(14) . . ? C31 C29 C30 107.8(14) . . ? O1 C32 C33 105.4(15) . . ? C32 C33 C34 106.3(15) . . ? C35 C34 C33 103.9(15) . . ? O1 C35 C34 104.3(14) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 3.349 _refine_diff_density_min -1.052 _refine_diff_density_rms 0.200 # Attachment 'compound10.CIF' data_compound10 _database_code_depnum_ccdc_archive 'CCDC 755339' #TrackingRef 'compound10.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C65 H101 I2 N4 O Sm2' _chemical_formula_weight 1509.00 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' O O 0.0106 0.0060 '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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.840(3) _cell_length_b 10.807(2) _cell_length_c 37.239(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.64(3) _cell_angle_gamma 90.00 _cell_volume 6717(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour violet _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3028 _exptl_absorpt_coefficient_mu 2.691 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.621 _exptl_absorpt_correction_T_max 0.877 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20771 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0668 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11672 _reflns_number_gt 8950 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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. Half a molecule of hexane was located in the asymmetric unit. The carbon atoms of this were refined anisotropically. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0126P)^2^+10.9955P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11672 _refine_ls_number_parameters 690 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.0815 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 1.144755(16) 0.27632(3) 0.120255(8) 0.02935(8) Uani 1 1 d . . . I1 I 0.95262(2) 0.35637(4) 0.107341(12) 0.04261(11) Uani 1 1 d . . . O1 O 1.1049(2) 0.2816(4) 0.18548(10) 0.0442(11) Uani 1 1 d . . . N1 N 1.2866(2) 0.3629(4) 0.13382(11) 0.0254(10) Uani 1 1 d . . . C1 C 1.3407(3) 0.3930(5) 0.11108(13) 0.0266(12) Uani 1 1 d . . . Sm2 Sm 0.897325(16) 0.07623(3) 0.116191(7) 0.02768(8) Uani 1 1 d . . . I2 I 1.08145(2) -0.01161(4) 0.122789(12) 0.04115(11) Uani 1 1 d . . . N2 N 1.3241(2) 0.3750(4) 0.07609(10) 0.0262(10) Uani 1 1 d . . . C2 C 1.4226(3) 0.4584(5) 0.12088(14) 0.0306(13) Uani 1 1 d . . . N3 N 0.7879(2) -0.0182(4) 0.14550(11) 0.0256(10) Uani 1 1 d . . . C3 C 1.4157(3) 0.5881(6) 0.10416(16) 0.0433(16) Uani 1 1 d . . . H3A H 1.4681 0.6288 0.1080 0.065 Uiso 1 1 calc R . . H3B H 1.3770 0.6369 0.1157 0.065 Uiso 1 1 calc R . . H3C H 1.3975 0.5816 0.0781 0.065 Uiso 1 1 calc R . . N4 N 0.7057(2) -0.0886(4) 0.09488(11) 0.0282(10) Uani 1 1 d . . . C4 C 1.4856(3) 0.3851(6) 0.10321(16) 0.0447(16) Uani 1 1 d . . . H4A H 1.4707 0.3844 0.0769 0.067 Uiso 1 1 calc R . . H4B H 1.4879 0.2999 0.1123 0.067 Uiso 1 1 calc R . . H4C H 1.5381 0.4243 0.1092 0.067 Uiso 1 1 calc R . . C5 C 1.4550(3) 0.4734(6) 0.16133(14) 0.0388(15) Uani 1 1 d . . . H5A H 1.5071 0.5152 0.1637 0.058 Uiso 1 1 calc R . . H5B H 1.4612 0.3917 0.1728 0.058 Uiso 1 1 calc R . . H5C H 1.4173 0.5230 0.1732 0.058 Uiso 1 1 calc R . . C6 C 1.2985(3) 0.3819(5) 0.17229(13) 0.0262(12) Uani 1 1 d . . . C7 C 1.2659(3) 0.4872(5) 0.18647(14) 0.0332(14) Uani 1 1 d . . . C8 C 1.2668(3) 0.4948(5) 0.22410(14) 0.0357(14) Uani 1 1 d . . . H8 H 1.2432 0.5645 0.2341 0.043 Uiso 1 1 calc R . . C9 C 1.3010(4) 0.4039(5) 0.24679(15) 0.0392(15) Uani 1 1 d . . . H9 H 1.3008 0.4109 0.2722 0.047 Uiso 1 1 calc R . . C10 C 1.3360(3) 0.3016(6) 0.23257(14) 0.0338(14) Uani 1 1 d . . . H10 H 1.3610 0.2405 0.2486 0.041 Uiso 1 1 calc R . . C11 C 1.3352(3) 0.2868(5) 0.19533(13) 0.0265(12) Uani 1 1 d . . . C12 C 1.2341(3) 0.5958(5) 0.16248(15) 0.0364(14) Uani 1 1 d . . . H12 H 1.2454 0.5777 0.1373 0.044 Uiso 1 1 calc R . . C13 C 1.2760(4) 0.7174(6) 0.17438(17) 0.0498(17) Uani 1 1 d . . . H13A H 1.2635 0.7401 0.1985 0.075 Uiso 1 1 calc R . . H13B H 1.2574 0.7828 0.1570 0.075 Uiso 1 1 calc R . . H13C H 1.3341 0.7072 0.1753 0.075 Uiso 1 1 calc R . . C14 C 1.1437(4) 0.6134(6) 0.16094(17) 0.0504(17) Uani 1 1 d . . . H14A H 1.1160 0.5385 0.1511 0.076 Uiso 1 1 calc R . . H14B H 1.1265 0.6841 0.1453 0.076 Uiso 1 1 calc R . . H14C H 1.1305 0.6288 0.1854 0.076 Uiso 1 1 calc R . . C15 C 1.3734(3) 0.1755(5) 0.18019(14) 0.0298(13) Uani 1 1 d . . . H15 H 1.3878 0.1998 0.1560 0.036 Uiso 1 1 calc R . . C16 C 1.4512(4) 0.1338(6) 0.20344(17) 0.0515(18) Uani 1 1 d . . . H16A H 1.4387 0.1011 0.2266 0.077 Uiso 1 1 calc R . . H16B H 1.4875 0.2046 0.2080 0.077 Uiso 1 1 calc R . . H16C H 1.4770 0.0692 0.1906 0.077 Uiso 1 1 calc R . . C17 C 1.3162(4) 0.0674(5) 0.17410(18) 0.0468(16) Uani 1 1 d . . . H17A H 1.3040 0.0366 0.1975 0.070 Uiso 1 1 calc R . . H17B H 1.3409 0.0012 0.1614 0.070 Uiso 1 1 calc R . . H17C H 1.2666 0.0943 0.1594 0.070 Uiso 1 1 calc R . . C18 C 1.2486(3) 0.3245(5) 0.06348(13) 0.0280(13) Uani 1 1 d . . . C19 C 1.1830(3) 0.4070(5) 0.05357(13) 0.0299(13) Uani 1 1 d . . . C20 C 1.1081(3) 0.3548(6) 0.04123(14) 0.0380(15) Uani 1 1 d . . . H20 H 1.0639 0.4080 0.0343 0.046 Uiso 1 1 calc R . . C21 C 1.0969(4) 0.2292(7) 0.03893(15) 0.0444(17) Uani 1 1 d . . . H21 H 1.0448 0.1964 0.0318 0.053 Uiso 1 1 calc R . . C22 C 1.1621(4) 0.1494(6) 0.04711(15) 0.0418(16) Uani 1 1 d . . . H22 H 1.1545 0.0626 0.0443 0.050 Uiso 1 1 calc R . . C23 C 1.2383(3) 0.1955(5) 0.05945(14) 0.0329(14) Uani 1 1 d . . . C24 C 1.1968(3) 0.5465(5) 0.05508(15) 0.0370(14) Uani 1 1 d . . . H24 H 1.2344 0.5650 0.0776 0.044 Uiso 1 1 calc R . . C25 C 1.2389(4) 0.5849(6) 0.02210(15) 0.0443(16) Uani 1 1 d . . . H25A H 1.2874 0.5351 0.0217 0.066 Uiso 1 1 calc R . . H25B H 1.2533 0.6727 0.0241 0.066 Uiso 1 1 calc R . . H25C H 1.2024 0.5711 -0.0003 0.066 Uiso 1 1 calc R . . C26 C 1.1216(4) 0.6245(6) 0.05608(18) 0.0538(18) Uani 1 1 d . . . H26A H 1.0855 0.6133 0.0334 0.081 Uiso 1 1 calc R . . H26B H 1.1365 0.7119 0.0589 0.081 Uiso 1 1 calc R . . H26C H 1.0945 0.5983 0.0765 0.081 Uiso 1 1 calc R . . C27 C 1.3103(3) 0.1091(6) 0.06686(15) 0.0376(15) Uani 1 1 d . . . H27 H 1.3439 0.1383 0.0894 0.045 Uiso 1 1 calc R . . C28 C 1.3608(4) 0.1209(6) 0.03534(17) 0.0530(18) Uani 1 1 d . . . H28A H 1.4074 0.0658 0.0397 0.079 Uiso 1 1 calc R . . H28B H 1.3791 0.2066 0.0337 0.079 Uiso 1 1 calc R . . H28C H 1.3281 0.0977 0.0126 0.079 Uiso 1 1 calc R . . C29 C 1.2889(4) -0.0274(6) 0.07242(19) 0.0575(19) Uani 1 1 d . . . H29A H 1.2531 -0.0332 0.0910 0.086 Uiso 1 1 calc R . . H29B H 1.3380 -0.0745 0.0802 0.086 Uiso 1 1 calc R . . H29C H 1.2621 -0.0616 0.0496 0.086 Uiso 1 1 calc R . . C30 C 1.0610(4) 0.3683(7) 0.20528(17) 0.0529(18) Uani 1 1 d . . . H30A H 1.0141 0.4012 0.1893 0.064 Uiso 1 1 calc R . . H30B H 1.0958 0.4386 0.2142 0.064 Uiso 1 1 calc R . . C31 C 1.0342(5) 0.3010(7) 0.2362(2) 0.066(2) Uani 1 1 d . . . H31A H 0.9754 0.3071 0.2355 0.080 Uiso 1 1 calc R . . H31B H 1.0602 0.3353 0.2595 0.080 Uiso 1 1 calc R . . C32 C 1.0595(4) 0.1665(7) 0.23182(18) 0.061(2) Uani 1 1 d . . . H32A H 1.0769 0.1272 0.2556 0.073 Uiso 1 1 calc R . . H32B H 1.0156 0.1172 0.2184 0.073 Uiso 1 1 calc R . . C33 C 1.1285(4) 0.1819(6) 0.21017(16) 0.0474(17) Uani 1 1 d . . . H33A H 1.1783 0.2029 0.2262 0.057 Uiso 1 1 calc R . . H33B H 1.1373 0.1051 0.1968 0.057 Uiso 1 1 calc R . . C34 C 0.7205(3) -0.0745(5) 0.13023(13) 0.0263(12) Uani 1 1 d . . . C35 C 0.6528(3) -0.1342(6) 0.14972(15) 0.0349(14) Uani 1 1 d . . . C36 C 0.6595(3) -0.1144(6) 0.19092(14) 0.0431(16) Uani 1 1 d . . . H36A H 0.6114 -0.1468 0.1998 0.065 Uiso 1 1 calc R . . H36B H 0.6645 -0.0258 0.1963 0.065 Uiso 1 1 calc R . . H36C H 0.7068 -0.1580 0.2029 0.065 Uiso 1 1 calc R . . C37 C 0.6543(4) -0.2750(6) 0.14269(17) 0.0475(17) Uani 1 1 d . . . H37A H 0.7056 -0.3093 0.1538 0.071 Uiso 1 1 calc R . . H37B H 0.6477 -0.2904 0.1165 0.071 Uiso 1 1 calc R . . H37C H 0.6105 -0.3147 0.1532 0.071 Uiso 1 1 calc R . . C38 C 0.5712(3) -0.0825(6) 0.13240(15) 0.0430(16) Uani 1 1 d . . . H38A H 0.5281 -0.1224 0.1434 0.065 Uiso 1 1 calc R . . H38B H 0.5640 -0.0994 0.1063 0.065 Uiso 1 1 calc R . . H38C H 0.5696 0.0070 0.1364 0.065 Uiso 1 1 calc R . . C39 C 0.8129(3) 0.0062(5) 0.18279(13) 0.0280(13) Uani 1 1 d . . . C40 C 0.8049(3) 0.1270(5) 0.19634(14) 0.0313(13) Uani 1 1 d . . . C41 C 0.8333(3) 0.1512(6) 0.23271(15) 0.0409(15) Uani 1 1 d . . . H41 H 0.8264 0.2312 0.2424 0.049 Uiso 1 1 calc R . . C42 C 0.8714(4) 0.0601(6) 0.25475(15) 0.0435(16) Uani 1 1 d . . . H42 H 0.8899 0.0777 0.2794 0.052 Uiso 1 1 calc R . . C43 C 0.8826(3) -0.0555(6) 0.24117(15) 0.0398(15) Uani 1 1 d . . . H43 H 0.9101 -0.1164 0.2565 0.048 Uiso 1 1 calc R . . C44 C 0.8547(3) -0.0860(6) 0.20532(13) 0.0319(14) Uani 1 1 d . . . C45 C 0.7638(3) 0.2304(5) 0.17290(15) 0.0366(14) Uani 1 1 d . . . H45 H 0.7733 0.2131 0.1474 0.044 Uiso 1 1 calc R . . C46 C 0.7962(4) 0.3599(6) 0.18216(18) 0.0512(17) Uani 1 1 d . . . H46A H 0.7826 0.3845 0.2059 0.077 Uiso 1 1 calc R . . H46B H 0.7723 0.4185 0.1637 0.077 Uiso 1 1 calc R . . H46C H 0.8546 0.3599 0.1828 0.077 Uiso 1 1 calc R . . C47 C 0.6730(4) 0.2305(6) 0.17306(17) 0.0515(18) Uani 1 1 d . . . H47A H 0.6507 0.1513 0.1636 0.077 Uiso 1 1 calc R . . H47B H 0.6490 0.2980 0.1577 0.077 Uiso 1 1 calc R . . H47C H 0.6611 0.2422 0.1979 0.077 Uiso 1 1 calc R . . C48 C 0.8702(3) -0.2149(6) 0.19095(15) 0.0392(15) Uani 1 1 d . . . H48 H 0.8334 -0.2267 0.1678 0.047 Uiso 1 1 calc R . . C49 C 0.9560(4) -0.2252(7) 0.1823(2) 0.079(3) Uani 1 1 d . . . H49A H 0.9649 -0.1633 0.1640 0.118 Uiso 1 1 calc R . . H49B H 0.9648 -0.3082 0.1729 0.118 Uiso 1 1 calc R . . H49C H 0.9935 -0.2108 0.2044 0.118 Uiso 1 1 calc R . . C50 C 0.8543(4) -0.3202(6) 0.21658(17) 0.0511(18) Uani 1 1 d . . . H50A H 0.8595 -0.3998 0.2045 0.077 Uiso 1 1 calc R . . H50B H 0.7999 -0.3122 0.2230 0.077 Uiso 1 1 calc R . . H50C H 0.8932 -0.3159 0.2386 0.077 Uiso 1 1 calc R . . C51 C 0.7608(3) -0.0369(5) 0.07440(13) 0.0275(13) Uani 1 1 d . . . C52 C 0.7522(3) 0.0885(5) 0.06307(13) 0.0262(12) Uani 1 1 d . . . C53 C 0.8090(3) 0.1401(5) 0.04273(13) 0.0318(13) Uani 1 1 d . . . H53 H 0.8034 0.2236 0.0348 0.038 Uiso 1 1 calc R . . C54 C 0.8726(3) 0.0705(5) 0.03415(14) 0.0336(14) Uani 1 1 d . . . H54 H 0.9112 0.1069 0.0210 0.040 Uiso 1 1 calc R . . C55 C 0.8802(3) -0.0525(5) 0.04472(13) 0.0321(14) Uani 1 1 d . . . H55 H 0.9234 -0.1002 0.0380 0.039 Uiso 1 1 calc R . . C56 C 0.8259(3) -0.1076(5) 0.06496(14) 0.0289(13) Uani 1 1 d . . . C57 C 0.6815(3) 0.1641(5) 0.07192(14) 0.0292(13) Uani 1 1 d . . . H57 H 0.6711 0.1406 0.0969 0.035 Uiso 1 1 calc R . . C58 C 0.6941(3) 0.3049(5) 0.07141(16) 0.0372(15) Uani 1 1 d . . . H58A H 0.7430 0.3263 0.0875 0.056 Uiso 1 1 calc R . . H58B H 0.6481 0.3465 0.0797 0.056 Uiso 1 1 calc R . . H58C H 0.6993 0.3316 0.0467 0.056 Uiso 1 1 calc R . . C59 C 0.6069(3) 0.1288(6) 0.04548(16) 0.0413(15) Uani 1 1 d . . . H59A H 0.6154 0.1507 0.0207 0.062 Uiso 1 1 calc R . . H59B H 0.5603 0.1736 0.0519 0.062 Uiso 1 1 calc R . . H59C H 0.5976 0.0395 0.0469 0.062 Uiso 1 1 calc R . . C60 C 0.8341(3) -0.2428(5) 0.07617(16) 0.0360(14) Uani 1 1 d . . . H60 H 0.8192 -0.2503 0.1012 0.043 Uiso 1 1 calc R . . C61 C 0.9200(4) -0.2932(6) 0.0768(2) 0.069(2) Uani 1 1 d . . . H61A H 0.9228 -0.3776 0.0865 0.104 Uiso 1 1 calc R . . H61B H 0.9575 -0.2402 0.0922 0.104 Uiso 1 1 calc R . . H61C H 0.9342 -0.2938 0.0521 0.104 Uiso 1 1 calc R . . C62 C 0.7763(4) -0.3225(6) 0.05110(18) 0.0544(18) Uani 1 1 d . . . H62A H 0.7906 -0.3186 0.0265 0.082 Uiso 1 1 calc R . . H62B H 0.7216 -0.2918 0.0511 0.082 Uiso 1 1 calc R . . H62C H 0.7796 -0.4084 0.0596 0.082 Uiso 1 1 calc R . . C63 C 0.4889(3) -0.4345(5) 0.00472(15) 0.0376(15) Uani 1 1 d . . . H63A H 0.4418 -0.4371 0.0181 0.045 Uiso 1 1 calc R . . H63B H 0.4736 -0.3873 -0.0179 0.045 Uiso 1 1 calc R . . C64 C 0.5576(4) -0.3675(6) 0.02784(16) 0.0438(16) Uani 1 1 d . . . H64A H 0.5721 -0.4142 0.0506 0.053 Uiso 1 1 calc R . . H64B H 0.6050 -0.3670 0.0147 0.053 Uiso 1 1 calc R . . C65 C 0.5375(4) -0.2348(6) 0.03706(16) 0.0459(16) Uani 1 1 d . . . H65A H 0.5257 -0.1867 0.0147 0.069 Uiso 1 1 calc R . . H65B H 0.5833 -0.1979 0.0524 0.069 Uiso 1 1 calc R . . H65C H 0.4906 -0.2344 0.0501 0.069 Uiso 1 1 calc R . . 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 Sm1 0.02567(16) 0.03231(18) 0.03029(16) 0.00418(14) 0.00448(12) -0.00341(13) I1 0.0323(2) 0.0308(2) 0.0637(3) 0.0070(2) 0.00236(19) -0.00016(18) O1 0.044(2) 0.057(3) 0.034(2) 0.012(2) 0.0107(19) 0.005(2) N1 0.024(2) 0.028(3) 0.024(2) 0.002(2) 0.0004(19) -0.005(2) C1 0.030(3) 0.026(3) 0.025(3) -0.002(2) 0.008(2) 0.001(2) Sm2 0.02469(15) 0.02979(17) 0.02792(15) 0.00165(13) 0.00113(12) -0.00292(13) I2 0.0279(2) 0.0329(2) 0.0624(3) 0.0103(2) 0.00511(19) -0.00128(18) N2 0.026(2) 0.033(3) 0.020(2) 0.001(2) 0.0051(19) -0.003(2) C2 0.031(3) 0.035(4) 0.027(3) -0.001(3) 0.007(2) -0.010(3) N3 0.025(2) 0.027(3) 0.024(2) 0.001(2) 0.0000(19) -0.004(2) C3 0.039(4) 0.050(4) 0.040(3) 0.004(3) 0.003(3) -0.010(3) N4 0.028(2) 0.028(3) 0.027(2) -0.001(2) -0.0015(19) -0.006(2) C4 0.031(3) 0.055(4) 0.046(4) -0.013(3) 0.001(3) -0.003(3) C5 0.031(3) 0.053(4) 0.031(3) 0.002(3) 0.002(3) -0.013(3) C6 0.026(3) 0.030(3) 0.023(3) -0.003(2) 0.006(2) -0.009(2) C7 0.037(3) 0.032(3) 0.032(3) -0.006(3) 0.009(3) -0.006(3) C8 0.050(4) 0.029(3) 0.031(3) -0.002(3) 0.015(3) 0.002(3) C9 0.054(4) 0.038(4) 0.027(3) -0.001(3) 0.012(3) -0.007(3) C10 0.035(3) 0.041(4) 0.025(3) 0.003(3) 0.003(2) -0.009(3) C11 0.028(3) 0.027(3) 0.025(3) 0.003(2) 0.002(2) -0.006(3) C12 0.046(4) 0.028(3) 0.037(3) -0.001(3) 0.011(3) 0.003(3) C13 0.064(4) 0.035(4) 0.052(4) -0.002(3) 0.012(3) 0.004(3) C14 0.055(4) 0.041(4) 0.053(4) 0.006(3) -0.001(3) 0.008(3) C15 0.028(3) 0.031(3) 0.031(3) 0.005(3) 0.002(2) 0.003(3) C16 0.043(4) 0.056(5) 0.052(4) -0.002(4) -0.004(3) 0.013(3) C17 0.045(4) 0.032(4) 0.065(4) -0.009(3) 0.013(3) -0.002(3) C18 0.034(3) 0.030(3) 0.020(3) 0.005(2) 0.007(2) -0.001(3) C19 0.032(3) 0.032(3) 0.025(3) 0.004(3) 0.002(2) -0.003(3) C20 0.034(3) 0.054(4) 0.025(3) 0.012(3) 0.002(3) -0.002(3) C21 0.033(3) 0.068(5) 0.031(3) 0.000(3) 0.001(3) -0.020(4) C22 0.050(4) 0.045(4) 0.031(3) -0.007(3) 0.007(3) -0.017(3) C23 0.039(3) 0.037(4) 0.025(3) 0.000(3) 0.012(3) -0.001(3) C24 0.044(4) 0.036(4) 0.030(3) 0.005(3) 0.002(3) -0.001(3) C25 0.061(4) 0.039(4) 0.033(3) 0.011(3) 0.008(3) -0.005(3) C26 0.053(4) 0.049(4) 0.060(4) 0.010(4) 0.011(3) 0.010(4) C27 0.039(3) 0.042(4) 0.033(3) -0.006(3) 0.008(3) 0.003(3) C28 0.059(4) 0.051(4) 0.053(4) -0.007(4) 0.024(3) 0.011(4) C29 0.071(5) 0.038(4) 0.067(5) 0.002(4) 0.022(4) 0.005(4) C30 0.057(4) 0.063(5) 0.040(4) 0.000(4) 0.010(3) 0.000(4) C31 0.079(5) 0.062(5) 0.065(5) 0.004(4) 0.033(4) -0.003(4) C32 0.060(5) 0.073(6) 0.053(4) 0.019(4) 0.021(4) -0.003(4) C33 0.046(4) 0.062(5) 0.036(4) 0.009(3) 0.013(3) 0.001(3) C34 0.028(3) 0.024(3) 0.026(3) -0.001(3) 0.001(2) -0.002(3) C35 0.029(3) 0.043(4) 0.032(3) 0.004(3) 0.001(2) -0.003(3) C36 0.032(3) 0.066(5) 0.031(3) 0.012(3) 0.007(3) -0.011(3) C37 0.043(4) 0.044(4) 0.057(4) 0.013(3) 0.011(3) -0.012(3) C38 0.027(3) 0.064(5) 0.037(3) 0.003(3) 0.002(3) -0.003(3) C39 0.023(3) 0.036(4) 0.025(3) 0.000(3) 0.006(2) -0.005(3) C40 0.029(3) 0.035(4) 0.030(3) 0.001(3) 0.005(2) -0.002(3) C41 0.045(4) 0.047(4) 0.030(3) -0.007(3) 0.003(3) -0.001(3) C42 0.044(4) 0.062(5) 0.022(3) -0.006(3) -0.004(3) -0.008(4) C43 0.035(3) 0.049(4) 0.033(3) 0.010(3) -0.003(3) -0.002(3) C44 0.027(3) 0.046(4) 0.022(3) 0.009(3) 0.002(2) -0.008(3) C45 0.045(4) 0.034(4) 0.032(3) -0.007(3) 0.010(3) 0.003(3) C46 0.054(4) 0.039(4) 0.059(4) -0.005(3) 0.006(3) -0.001(3) C47 0.045(4) 0.060(5) 0.050(4) 0.003(4) 0.007(3) 0.006(4) C48 0.038(3) 0.045(4) 0.034(3) 0.014(3) 0.002(3) 0.002(3) C49 0.073(5) 0.046(5) 0.129(7) 0.027(5) 0.055(5) 0.009(4) C50 0.062(4) 0.042(4) 0.048(4) 0.011(3) 0.006(3) -0.005(3) C51 0.024(3) 0.033(3) 0.023(3) 0.000(2) -0.004(2) -0.002(3) C52 0.026(3) 0.027(3) 0.025(3) -0.001(2) -0.001(2) 0.000(2) C53 0.034(3) 0.037(4) 0.024(3) 0.009(3) 0.000(2) -0.001(3) C54 0.030(3) 0.041(4) 0.031(3) 0.003(3) 0.006(2) -0.004(3) C55 0.034(3) 0.037(4) 0.025(3) -0.007(3) 0.000(2) 0.004(3) C56 0.026(3) 0.031(3) 0.027(3) 0.002(3) -0.007(2) 0.002(3) C57 0.024(3) 0.034(3) 0.029(3) 0.004(3) 0.001(2) 0.002(3) C58 0.036(3) 0.033(4) 0.043(4) -0.004(3) 0.007(3) 0.007(3) C59 0.033(3) 0.040(4) 0.048(4) 0.004(3) -0.004(3) 0.013(3) C60 0.032(3) 0.028(3) 0.047(4) -0.005(3) -0.002(3) 0.005(3) C61 0.043(4) 0.037(4) 0.122(7) 0.009(4) -0.013(4) 0.011(3) C62 0.057(4) 0.040(4) 0.063(5) -0.007(4) -0.003(4) -0.013(3) C63 0.036(3) 0.047(4) 0.029(3) -0.001(3) 0.000(3) -0.009(3) C64 0.048(4) 0.044(4) 0.037(3) 0.003(3) -0.005(3) -0.009(3) C65 0.050(4) 0.046(4) 0.041(4) -0.004(3) 0.004(3) -0.006(3) _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 Sm1 N1 2.552(4) . ? Sm1 O1 2.605(4) . ? Sm1 C18 2.963(5) . ? Sm1 C19 3.001(5) . ? Sm1 C20 3.046(5) . ? Sm1 C23 3.053(5) . ? Sm1 I2 3.2945(8) . ? Sm1 I1 3.3218(8) . ? I1 Sm2 3.1972(8) . ? O1 C33 1.438(7) . ? O1 C30 1.454(7) . ? N1 C1 1.363(6) . ? N1 C6 1.435(6) . ? C1 N2 1.310(6) . ? C1 C2 1.549(7) . ? Sm2 N3 2.483(4) . ? Sm2 C51 2.873(5) . ? Sm2 C56 2.902(5) . ? Sm2 C52 2.935(5) . ? Sm2 C55 2.983(5) . ? Sm2 C53 3.015(5) . ? Sm2 C54 3.029(5) . ? Sm2 I2 3.2207(8) . ? N2 C18 1.406(6) . ? C2 C3 1.532(8) . ? C2 C4 1.540(7) . ? C2 C5 1.541(7) . ? N3 C34 1.345(6) . ? N3 C39 1.421(6) . ? N4 C34 1.316(6) . ? N4 C51 1.394(6) . ? C6 C7 1.397(7) . ? C6 C11 1.426(7) . ? C7 C8 1.401(7) . ? C7 C12 1.529(8) . ? C8 C9 1.371(8) . ? C9 C10 1.390(8) . ? C10 C11 1.394(7) . ? C11 C15 1.509(7) . ? C12 C14 1.528(8) . ? C12 C13 1.529(8) . ? C15 C17 1.512(7) . ? C15 C16 1.539(7) . ? C18 C23 1.410(7) . ? C18 C19 1.429(7) . ? C19 C20 1.402(7) . ? C19 C24 1.525(8) . ? C20 C21 1.372(8) . ? C21 C22 1.398(8) . ? C22 C23 1.397(8) . ? C23 C27 1.526(8) . ? C24 C26 1.526(8) . ? C24 C25 1.553(7) . ? C27 C29 1.540(8) . ? C27 C28 1.543(7) . ? C30 C31 1.482(8) . ? C31 C32 1.528(9) . ? C32 C33 1.509(8) . ? C34 C35 1.569(7) . ? C35 C36 1.539(7) . ? C35 C38 1.544(7) . ? C35 C37 1.545(8) . ? C39 C40 1.413(7) . ? C39 C44 1.427(7) . ? C40 C41 1.400(7) . ? C40 C45 1.526(8) . ? C41 C42 1.384(8) . ? C42 C43 1.370(8) . ? C43 C44 1.394(7) . ? C44 C48 1.527(8) . ? C45 C46 1.525(8) . ? C45 C47 1.530(8) . ? C48 C49 1.527(8) . ? C48 C50 1.531(8) . ? C51 C56 1.418(7) . ? C51 C52 1.421(7) . ? C52 C53 1.411(7) . ? C52 C57 1.516(7) . ? C53 C54 1.380(7) . ? C54 C55 1.388(7) . ? C55 C56 1.394(7) . ? C56 C60 1.521(7) . ? C57 C58 1.537(7) . ? C57 C59 1.537(7) . ? C60 C62 1.522(8) . ? C60 C61 1.543(8) . ? C63 C63 1.518(11) 3_645 ? C63 C64 1.529(7) . ? C64 C65 1.524(8) . ? 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 N1 Sm1 O1 99.06(13) . . ? N1 Sm1 C18 56.72(14) . . ? O1 Sm1 C18 155.61(14) . . ? N1 Sm1 C19 72.11(14) . . ? O1 Sm1 C19 150.64(14) . . ? C18 Sm1 C19 27.71(14) . . ? N1 Sm1 C20 98.80(14) . . ? O1 Sm1 C20 148.27(15) . . ? C18 Sm1 C20 47.52(15) . . ? C19 Sm1 C20 26.81(14) . . ? N1 Sm1 C23 71.94(14) . . ? O1 Sm1 C23 156.94(14) . . ? C18 Sm1 C23 27.06(14) . . ? C19 Sm1 C23 48.08(15) . . ? C20 Sm1 C23 54.64(16) . . ? N1 Sm1 I2 129.68(10) . . ? O1 Sm1 I2 82.52(10) . . ? C18 Sm1 I2 114.23(11) . . ? C19 Sm1 I2 125.05(11) . . ? C20 Sm1 I2 105.43(12) . . ? C23 Sm1 I2 87.25(11) . . ? N1 Sm1 I1 143.22(10) . . ? O1 Sm1 I1 76.27(9) . . ? C18 Sm1 I1 120.45(10) . . ? C19 Sm1 I1 94.01(11) . . ? C20 Sm1 I1 73.70(11) . . ? C23 Sm1 I1 123.77(11) . . ? I2 Sm1 I1 86.416(15) . . ? Sm2 I1 Sm1 91.714(15) . . ? C33 O1 C30 105.9(4) . . ? C33 O1 Sm1 119.8(3) . . ? C30 O1 Sm1 134.3(3) . . ? C1 N1 C6 124.7(4) . . ? C1 N1 Sm1 130.5(3) . . ? C6 N1 Sm1 104.7(3) . . ? N2 C1 N1 120.7(5) . . ? N2 C1 C2 111.5(4) . . ? N1 C1 C2 127.6(4) . . ? N3 Sm2 C51 58.38(14) . . ? N3 Sm2 C56 74.96(14) . . ? C51 Sm2 C56 28.43(14) . . ? N3 Sm2 C52 73.42(14) . . ? C51 Sm2 C52 28.29(14) . . ? C56 Sm2 C52 49.66(15) . . ? N3 Sm2 C55 102.19(14) . . ? C51 Sm2 C55 48.91(15) . . ? C56 Sm2 C55 27.36(14) . . ? C52 Sm2 C55 56.42(15) . . ? N3 Sm2 C53 100.79(14) . . ? C51 Sm2 C53 48.92(15) . . ? C56 Sm2 C53 56.54(15) . . ? C52 Sm2 C53 27.39(13) . . ? C55 Sm2 C53 47.14(15) . . ? N3 Sm2 C54 115.11(14) . . ? C51 Sm2 C54 56.77(14) . . ? C56 Sm2 C54 48.20(15) . . ? C52 Sm2 C54 47.99(14) . . ? C55 Sm2 C54 26.68(14) . . ? C53 Sm2 C54 26.41(14) . . ? N3 Sm2 I1 132.68(10) . . ? C51 Sm2 I1 124.76(11) . . ? C56 Sm2 I1 132.95(11) . . ? C52 Sm2 I1 96.63(11) . . ? C55 Sm2 I1 110.16(11) . . ? C53 Sm2 I1 78.76(11) . . ? C54 Sm2 I1 85.31(11) . . ? N3 Sm2 I2 127.50(10) . . ? C51 Sm2 I2 127.52(11) . . ? C56 Sm2 I2 99.16(10) . . ? C52 Sm2 I2 140.49(10) . . ? C55 Sm2 I2 84.74(11) . . ? C53 Sm2 I2 119.37(10) . . ? C54 Sm2 I2 94.17(11) . . ? I1 Sm2 I2 89.790(15) . . ? Sm2 I2 Sm1 91.794(16) . . ? C1 N2 C18 117.0(4) . . ? C3 C2 C4 108.4(5) . . ? C3 C2 C5 107.4(5) . . ? C4 C2 C5 107.3(5) . . ? C3 C2 C1 107.7(5) . . ? C4 C2 C1 107.9(4) . . ? C5 C2 C1 117.8(4) . . ? C34 N3 C39 128.4(4) . . ? C34 N3 Sm2 129.3(3) . . ? C39 N3 Sm2 102.3(3) . . ? C34 N4 C51 116.7(4) . . ? C7 C6 C11 121.3(5) . . ? C7 C6 N1 118.9(5) . . ? C11 C6 N1 119.3(5) . . ? C6 C7 C8 118.2(5) . . ? C6 C7 C12 122.0(5) . . ? C8 C7 C12 119.7(5) . . ? C9 C8 C7 121.5(5) . . ? C8 C9 C10 120.0(5) . . ? C9 C10 C11 121.4(5) . . ? C10 C11 C6 117.5(5) . . ? C10 C11 C15 121.0(5) . . ? C6 C11 C15 121.5(4) . . ? C14 C12 C7 112.8(5) . . ? C14 C12 C13 108.9(5) . . ? C7 C12 C13 112.2(5) . . ? C11 C15 C17 112.1(4) . . ? C11 C15 C16 113.4(5) . . ? C17 C15 C16 109.6(5) . . ? N2 C18 C23 120.8(5) . . ? N2 C18 C19 118.6(5) . . ? C23 C18 C19 120.6(5) . . ? N2 C18 Sm1 115.0(3) . . ? C23 C18 Sm1 80.0(3) . . ? C19 C18 Sm1 77.6(3) . . ? C20 C19 C18 117.7(5) . . ? C20 C19 C24 122.4(5) . . ? C18 C19 C24 119.9(5) . . ? C20 C19 Sm1 78.4(3) . . ? C18 C19 Sm1 74.7(3) . . ? C24 C19 Sm1 118.9(3) . . ? C21 C20 C19 121.9(6) . . ? C21 C20 Sm1 78.1(3) . . ? C19 C20 Sm1 74.8(3) . . ? C20 C21 C22 119.9(6) . . ? C23 C22 C21 120.8(6) . . ? C22 C23 C18 118.8(5) . . ? C22 C23 C27 120.9(5) . . ? C18 C23 C27 120.1(5) . . ? C22 C23 Sm1 78.7(3) . . ? C18 C23 Sm1 72.9(3) . . ? C27 C23 Sm1 121.1(3) . . ? C19 C24 C26 115.1(5) . . ? C19 C24 C25 108.6(5) . . ? C26 C24 C25 109.8(5) . . ? C23 C27 C29 114.6(5) . . ? C23 C27 C28 108.5(5) . . ? C29 C27 C28 110.1(5) . . ? O1 C30 C31 107.8(6) . . ? C30 C31 C32 105.4(5) . . ? C33 C32 C31 101.4(6) . . ? O1 C33 C32 104.9(5) . . ? N4 C34 N3 120.8(5) . . ? N4 C34 C35 111.2(4) . . ? N3 C34 C35 127.9(4) . . ? C36 C35 C38 108.0(5) . . ? C36 C35 C37 107.8(5) . . ? C38 C35 C37 108.6(5) . . ? C36 C35 C34 116.3(4) . . ? C38 C35 C34 108.6(4) . . ? C37 C35 C34 107.3(5) . . ? C40 C39 N3 119.4(5) . . ? C40 C39 C44 119.9(5) . . ? N3 C39 C44 120.3(5) . . ? C41 C40 C39 118.8(5) . . ? C41 C40 C45 119.2(5) . . ? C39 C40 C45 122.0(5) . . ? C42 C41 C40 120.8(6) . . ? C43 C42 C41 120.4(5) . . ? C42 C43 C44 121.6(6) . . ? C43 C44 C39 118.4(6) . . ? C43 C44 C48 120.0(5) . . ? C39 C44 C48 121.6(5) . . ? C46 C45 C40 114.9(5) . . ? C46 C45 C47 109.0(5) . . ? C40 C45 C47 112.1(5) . . ? C49 C48 C44 110.5(5) . . ? C49 C48 C50 109.1(5) . . ? C44 C48 C50 114.0(5) . . ? N4 C51 C56 120.8(5) . . ? N4 C51 C52 119.7(5) . . ? C56 C51 C52 119.5(5) . . ? N4 C51 Sm2 114.7(3) . . ? C56 C51 Sm2 77.0(3) . . ? C52 C51 Sm2 78.3(3) . . ? C53 C52 C51 119.1(5) . . ? C53 C52 C57 120.8(5) . . ? C51 C52 C57 120.0(5) . . ? C53 C52 Sm2 79.4(3) . . ? C51 C52 Sm2 73.4(3) . . ? C57 C52 Sm2 119.1(3) . . ? C54 C53 C52 120.8(5) . . ? C54 C53 Sm2 77.3(3) . . ? C52 C53 Sm2 73.2(3) . . ? C53 C54 C55 120.1(5) . . ? C53 C54 Sm2 76.2(3) . . ? C55 C54 Sm2 74.8(3) . . ? C54 C55 C56 121.3(5) . . ? C54 C55 Sm2 78.5(3) . . ? C56 C55 Sm2 73.1(3) . . ? C55 C56 C51 119.3(5) . . ? C55 C56 C60 121.1(5) . . ? C51 C56 C60 119.7(5) . . ? C55 C56 Sm2 79.5(3) . . ? C51 C56 Sm2 74.6(3) . . ? C60 C56 Sm2 117.6(3) . . ? C52 C57 C58 114.6(4) . . ? C52 C57 C59 109.0(4) . . ? C58 C57 C59 109.9(4) . . ? C56 C60 C62 110.3(5) . . ? C56 C60 C61 113.2(5) . . ? C62 C60 C61 109.3(5) . . ? C63 C63 C64 112.4(6) 3_645 . ? C65 C64 C63 113.5(5) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.751 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.107 # Attachment 'compound11.CIF' data_compound11 _database_code_depnum_ccdc_archive 'CCDC 755340' #TrackingRef 'compound11.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C178 H256 N12 S4 Sm2' _chemical_formula_weight 2992.89 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' S S 0.1246 0.1234 '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 21.416(4) _cell_length_b 18.051(4) _cell_length_c 44.847(9) _cell_angle_alpha 90.00 _cell_angle_beta 102.99(3) _cell_angle_gamma 90.00 _cell_volume 16893(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.177 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6384 _exptl_absorpt_coefficient_mu 0.790 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.806 _exptl_absorpt_correction_T_max 0.939 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49987 _diffrn_reflns_av_R_equivalents 0.0976 _diffrn_reflns_av_sigmaI/netI 0.1626 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 24.97 _reflns_number_total 29126 _reflns_number_gt 16386 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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. Four molecules of toluene of crystallisation were located in the asymmetric unit. each of these were found to be disordered over several sites. A suitable model for these disorders could not be found. As a result the SQUEEZE program of Platon was used to remove the contribution to the structure factors. The refinement was completed with the modified hkl file. The contribution of the lattice toluenes to the emprical formula and F(000)was included in the final refinement. The presence and number of toluene molecules in the lattice was confirmed by using NMR spectroscopy and microanalysis. In addition, the S4C2 bridging ligand of the molecule was found to be disordered over two sites. This disorder was successfully modelled but required the use of the DFIX command of SHELXL. As a result the bond distances within this fragment should not be considered as fully reliable. However, the gross molecular connectivity within the molecule is unambiguous. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0941P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 29126 _refine_ls_number_parameters 1600 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.1418 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.2002 _refine_ls_wR_factor_gt 0.1764 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.963 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.127346(18) 0.687776(19) 0.147614(8) 0.03411(12) Uani 1 1 d . . . S1 S 0.0438(5) 0.8177(4) 0.1258(3) 0.0368(17) Uani 0.513(7) 1 d PD A 1 N1 N 0.1373(3) 0.5786(3) 0.11523(13) 0.0351(14) Uani 1 1 d . A . C1 C -0.0205(6) 0.7653(6) 0.1296(3) 0.034(4) Uani 0.513(7) 1 d PD A 1 Sm2 Sm -0.271046(18) 0.800997(19) 0.080377(9) 0.03430(12) Uani 1 1 d . . . S2 S -0.0154(3) 0.6738(2) 0.13695(10) 0.0364(13) Uani 0.513(7) 1 d PD A 1 N2 N 0.1263(3) 0.5600(3) 0.16357(13) 0.0322(14) Uani 1 1 d . A . C2 C -0.1587(7) 0.7785(7) 0.1048(3) 0.026(3) Uani 0.513(7) 1 d PDU A 1 S3 S -0.0910(3) 0.8196(2) 0.12632(9) 0.0374(13) Uani 0.513(7) 1 d PD A 1 N3 N 0.0906(3) 0.4633(3) 0.12805(12) 0.0353(14) Uani 1 1 d . . . C3 C 0.1183(3) 0.5312(4) 0.13493(17) 0.0366(18) Uani 1 1 d . A . S4 S -0.1682(4) 0.7008(4) 0.08694(19) 0.0401(17) Uani 0.513(7) 1 d PD A 1 N4 N 0.2043(3) 0.7824(3) 0.14595(13) 0.0339(14) Uani 1 1 d . A . C4 C 0.1347(3) 0.5656(4) 0.08323(16) 0.0323(17) Uani 1 1 d . . . N5 N 0.1771(3) 0.7661(3) 0.19125(13) 0.0345(14) Uani 1 1 d . A . C5 C 0.0786(3) 0.5709(4) 0.05954(17) 0.0380(18) Uani 1 1 d . A . N6 N 0.2174(3) 0.8893(3) 0.17998(13) 0.0344(14) Uani 1 1 d . . . C6 C 0.0837(4) 0.5612(4) 0.02943(18) 0.045(2) Uani 1 1 d . . . H6 H 0.0462 0.5654 0.0136 0.054 Uiso 1 1 calc R A . N7 N -0.3392(3) 0.7120(3) 0.04894(13) 0.0347(14) Uani 1 1 d . A . C7 C 0.1407(4) 0.5457(4) 0.02176(17) 0.047(2) Uani 1 1 d . A . H7 H 0.1420 0.5368 0.0010 0.056 Uiso 1 1 calc R . . N8 N -0.3417(3) 0.7140(3) 0.09870(13) 0.0342(14) Uani 1 1 d . A . C8 C 0.1965(4) 0.5431(4) 0.04449(18) 0.046(2) Uani 1 1 d . . . H8 H 0.2364 0.5347 0.0392 0.055 Uiso 1 1 calc R A . N9 N -0.3711(3) 0.5981(3) 0.06988(13) 0.0320(14) Uani 1 1 d . . . C9 C 0.1945(4) 0.5528(4) 0.07520(17) 0.0408(19) Uani 1 1 d . A . N10 N -0.2824(3) 0.9238(3) 0.09988(12) 0.0372(15) Uani 1 1 d . A . C10 C 0.0147(3) 0.5944(4) 0.06547(16) 0.0383(18) Uani 1 1 d . . . H10 H 0.0168 0.5880 0.0878 0.046 Uiso 1 1 calc R A . N11 N -0.2611(3) 0.9175(3) 0.05284(13) 0.0360(14) Uani 1 1 d . A . C11 C 0.0017(4) 0.6772(4) 0.0576(2) 0.055(2) Uani 1 1 d . A . H11A H 0.0349 0.7075 0.0706 0.082 Uiso 1 1 calc R . . H11B H -0.0404 0.6910 0.0611 0.082 Uiso 1 1 calc R . . H11C H 0.0022 0.6857 0.0361 0.082 Uiso 1 1 calc R . . N12 N -0.2367(3) 1.0315(3) 0.08209(13) 0.0363(14) Uani 1 1 d . . . C12 C -0.0429(4) 0.5494(4) 0.04774(17) 0.050(2) Uani 1 1 d . A . H12A H -0.0463 0.5552 0.0257 0.075 Uiso 1 1 calc R . . H12B H -0.0822 0.5675 0.0530 0.075 Uiso 1 1 calc R . . H12C H -0.0368 0.4970 0.0533 0.075 Uiso 1 1 calc R . . C13 C 0.2594(4) 0.5517(4) 0.09886(17) 0.048(2) Uani 1 1 d . . . H13 H 0.2501 0.5589 0.1195 0.058 Uiso 1 1 calc R A . C14 C 0.2940(4) 0.4777(5) 0.0994(2) 0.064(3) Uani 1 1 d . A . H14A H 0.2649 0.4373 0.1017 0.096 Uiso 1 1 calc R . . H14B H 0.3314 0.4769 0.1166 0.096 Uiso 1 1 calc R . . H14C H 0.3080 0.4713 0.0801 0.096 Uiso 1 1 calc R . . C15 C 0.3041(4) 0.6165(5) 0.0936(2) 0.063(3) Uani 1 1 d . A . H15A H 0.3434 0.6159 0.1098 0.094 Uiso 1 1 calc R . . H15B H 0.2820 0.6638 0.0941 0.094 Uiso 1 1 calc R . . H15C H 0.3151 0.6104 0.0737 0.094 Uiso 1 1 calc R . . C16 C 0.1370(4) 0.5130(4) 0.18964(16) 0.0378(18) Uani 1 1 d . . . C17 C 0.1862(4) 0.4598(4) 0.19401(16) 0.0394(18) Uani 1 1 d . A . C18 C 0.1903(4) 0.4058(4) 0.21701(18) 0.048(2) Uani 1 1 d . . . H18 H 0.2224 0.3686 0.2192 0.058 Uiso 1 1 calc R A . C19 C 0.1484(4) 0.4061(4) 0.23652(18) 0.055(2) Uani 1 1 d . A . H19 H 0.1486 0.3673 0.2509 0.066 Uiso 1 1 calc R . . C20 C 0.1057(4) 0.4659(4) 0.23423(18) 0.048(2) Uani 1 1 d . . . H20 H 0.0800 0.4697 0.2489 0.057 Uiso 1 1 calc R A . C21 C 0.0991(4) 0.5207(4) 0.21125(17) 0.045(2) Uani 1 1 d . A . C22 C 0.2399(4) 0.4611(4) 0.17575(17) 0.0432(19) Uani 1 1 d . . . H22 H 0.2189 0.4646 0.1535 0.052 Uiso 1 1 calc R A . C23 C 0.2810(4) 0.5301(4) 0.18437(19) 0.055(2) Uani 1 1 d . A . H23A H 0.2532 0.5738 0.1827 0.083 Uiso 1 1 calc R . . H23B H 0.3101 0.5354 0.1705 0.083 Uiso 1 1 calc R . . H23C H 0.3059 0.5254 0.2055 0.083 Uiso 1 1 calc R . . C24 C 0.2858(4) 0.3936(4) 0.18011(18) 0.055(2) Uani 1 1 d . A . H24A H 0.3161 0.3990 0.1668 0.082 Uiso 1 1 calc R . . H24B H 0.2609 0.3481 0.1748 0.082 Uiso 1 1 calc R . . H24C H 0.3095 0.3912 0.2015 0.082 Uiso 1 1 calc R . . C25 C 0.0559(4) 0.5862(4) 0.21325(19) 0.051(2) Uani 1 1 d . . . H25 H 0.0631 0.6238 0.1980 0.061 Uiso 1 1 calc R A . C26 C -0.0150(4) 0.5678(5) 0.2058(2) 0.073(3) Uani 1 1 d . A . H26A H -0.0293 0.5581 0.1838 0.109 Uiso 1 1 calc R . . H26B H -0.0391 0.6096 0.2114 0.109 Uiso 1 1 calc R . . H26C H -0.0223 0.5237 0.2172 0.109 Uiso 1 1 calc R . . C27 C 0.0745(4) 0.6225(5) 0.24485(19) 0.062(2) Uani 1 1 d . A . H27A H 0.0648 0.5886 0.2603 0.092 Uiso 1 1 calc R . . H27B H 0.0501 0.6685 0.2448 0.092 Uiso 1 1 calc R . . H27C H 0.1204 0.6337 0.2497 0.092 Uiso 1 1 calc R . . C28 C 0.1163(3) 0.4103(4) 0.10807(16) 0.0374(18) Uani 1 1 d . A . H28 H 0.1537 0.4358 0.1027 0.045 Uiso 1 1 calc R . . C29 C 0.1429(4) 0.3385(4) 0.12443(19) 0.049(2) Uani 1 1 d . . . H29A H 0.1069 0.3070 0.1274 0.059 Uiso 1 1 calc R A . H29B H 0.1698 0.3504 0.1448 0.059 Uiso 1 1 calc R . . C30 C 0.1839(4) 0.2950(4) 0.1052(2) 0.063(3) Uani 1 1 d . A . H30A H 0.2200 0.3260 0.1021 0.075 Uiso 1 1 calc R . . H30B H 0.2014 0.2492 0.1161 0.075 Uiso 1 1 calc R . . C31 C 0.1410(5) 0.2764(5) 0.0753(2) 0.070(3) Uani 1 1 d . . . H31A H 0.1074 0.2419 0.0787 0.084 Uiso 1 1 calc R A . H31B H 0.1663 0.2506 0.0624 0.084 Uiso 1 1 calc R . . C32 C 0.1093(4) 0.3439(5) 0.05817(19) 0.061(3) Uani 1 1 d . A . H32A H 0.0800 0.3278 0.0389 0.074 Uiso 1 1 calc R . . H32B H 0.1425 0.3762 0.0528 0.074 Uiso 1 1 calc R . . C33 C 0.0716(4) 0.3877(4) 0.07724(17) 0.0436(19) Uani 1 1 d . . . H33A H 0.0358 0.3571 0.0811 0.052 Uiso 1 1 calc R A . H33B H 0.0532 0.4326 0.0659 0.052 Uiso 1 1 calc R . . C34 C 0.0330(3) 0.4457(4) 0.14063(16) 0.0367(18) Uani 1 1 d . A . H34 H 0.0322 0.4848 0.1563 0.044 Uiso 1 1 calc R . . C35 C 0.0330(4) 0.3725(4) 0.15749(19) 0.047(2) Uani 1 1 d . . . H35A H 0.0736 0.3671 0.1730 0.057 Uiso 1 1 calc R A . H35B H 0.0297 0.3309 0.1429 0.057 Uiso 1 1 calc R . . C36 C -0.0245(4) 0.3705(5) 0.1733(2) 0.061(2) Uani 1 1 d . A . H36A H -0.0250 0.3222 0.1837 0.073 Uiso 1 1 calc R . . H36B H -0.0188 0.4098 0.1891 0.073 Uiso 1 1 calc R . . C37 C -0.0885(4) 0.3818(5) 0.1506(2) 0.061(2) Uani 1 1 d . . . H37A H -0.1228 0.3865 0.1621 0.073 Uiso 1 1 calc R A . H37B H -0.0980 0.3376 0.1373 0.073 Uiso 1 1 calc R . . C38 C -0.0894(4) 0.4503(4) 0.1306(2) 0.056(2) Uani 1 1 d . A . H38A H -0.1288 0.4495 0.1141 0.068 Uiso 1 1 calc R . . H38B H -0.0909 0.4951 0.1431 0.068 Uiso 1 1 calc R . . C39 C -0.0314(3) 0.4548(4) 0.11638(18) 0.045(2) Uani 1 1 d . . . H39A H -0.0315 0.5033 0.1061 0.054 Uiso 1 1 calc R A . H39B H -0.0346 0.4156 0.1007 0.054 Uiso 1 1 calc R . . C40 C 0.2016(3) 0.8139(4) 0.17332(15) 0.0349(17) Uani 1 1 d . A . C41 C 0.2483(4) 0.8097(4) 0.12886(16) 0.0355(17) Uani 1 1 d . . . C42 C 0.2282(4) 0.8262(4) 0.09790(18) 0.044(2) Uani 1 1 d . A . C43 C 0.2703(4) 0.8580(4) 0.08249(18) 0.052(2) Uani 1 1 d . . . H43 H 0.2549 0.8715 0.0617 0.062 Uiso 1 1 calc R A . C44 C 0.3358(4) 0.8716(4) 0.0964(2) 0.055(2) Uani 1 1 d . A . H44 H 0.3637 0.8957 0.0858 0.066 Uiso 1 1 calc R . . C45 C 0.3562(4) 0.8479(4) 0.12597(18) 0.045(2) Uani 1 1 d . . . H45 H 0.4003 0.8532 0.1356 0.054 Uiso 1 1 calc R A . C46 C 0.3149(4) 0.8162(4) 0.14275(17) 0.0415(19) Uani 1 1 d . A . C47 C 0.1613(4) 0.8070(5) 0.08019(18) 0.057(2) Uani 1 1 d . . . H47 H 0.1370 0.7861 0.0949 0.068 Uiso 1 1 calc R A . C48 C 0.1664(5) 0.7464(5) 0.0566(2) 0.074(3) Uani 1 1 d . A . H48A H 0.1872 0.7669 0.0411 0.111 Uiso 1 1 calc R . . H48B H 0.1233 0.7290 0.0467 0.111 Uiso 1 1 calc R . . H48C H 0.1917 0.7049 0.0670 0.111 Uiso 1 1 calc R . . C49 C 0.1229(4) 0.8732(5) 0.0637(2) 0.074(3) Uani 1 1 d . A . H49A H 0.1182 0.9109 0.0787 0.110 Uiso 1 1 calc R . . H49B H 0.0805 0.8562 0.0527 0.110 Uiso 1 1 calc R . . H49C H 0.1457 0.8944 0.0490 0.110 Uiso 1 1 calc R . . C50 C 0.3440(4) 0.7800(4) 0.17385(17) 0.0421(19) Uani 1 1 d . . . H50 H 0.3169 0.7945 0.1884 0.051 Uiso 1 1 calc R A . C51 C 0.3405(4) 0.6958(4) 0.17048(19) 0.052(2) Uani 1 1 d . A . H51A H 0.2956 0.6803 0.1646 0.077 Uiso 1 1 calc R . . H51B H 0.3610 0.6727 0.1900 0.077 Uiso 1 1 calc R . . H51C H 0.3628 0.6805 0.1546 0.077 Uiso 1 1 calc R . . C52 C 0.4150(4) 0.8031(5) 0.1885(2) 0.068(3) Uani 1 1 d . A . H52A H 0.4440 0.7784 0.1776 0.102 Uiso 1 1 calc R . . H52B H 0.4258 0.7885 0.2101 0.102 Uiso 1 1 calc R . . H52C H 0.4193 0.8570 0.1869 0.102 Uiso 1 1 calc R . . C53 C 0.1706(4) 0.7799(4) 0.22218(17) 0.0373(18) Uani 1 1 d . . . C54 C 0.1168(4) 0.8187(4) 0.22847(17) 0.0424(19) Uani 1 1 d . A . C55 C 0.1133(4) 0.8264(4) 0.25902(19) 0.053(2) Uani 1 1 d . . . H55 H 0.0781 0.8523 0.2637 0.063 Uiso 1 1 calc R A . C56 C 0.1606(5) 0.7968(4) 0.28325(19) 0.055(2) Uani 1 1 d . A . H56 H 0.1584 0.8043 0.3039 0.066 Uiso 1 1 calc R . . C57 C 0.2099(4) 0.7568(4) 0.27608(18) 0.048(2) Uani 1 1 d . . . H57 H 0.2410 0.7350 0.2921 0.057 Uiso 1 1 calc R A . C58 C 0.2155(4) 0.7473(4) 0.24607(16) 0.0371(18) Uani 1 1 d . A . C59 C 0.0584(4) 0.8475(4) 0.20447(19) 0.049(2) Uani 1 1 d . . . H59 H 0.0705 0.8482 0.1842 0.059 Uiso 1 1 calc R A . C60 C 0.0030(4) 0.7944(5) 0.2020(2) 0.067(3) Uani 1 1 d . A . H60A H 0.0184 0.7435 0.2011 0.100 Uiso 1 1 calc R . . H60B H -0.0295 0.8052 0.1833 0.100 Uiso 1 1 calc R . . H60C H -0.0158 0.8001 0.2199 0.100 Uiso 1 1 calc R . . C61 C 0.0358(5) 0.9249(5) 0.2102(2) 0.070(3) Uani 1 1 d . A . H61A H -0.0008 0.9385 0.1937 0.106 Uiso 1 1 calc R . . H61B H 0.0708 0.9603 0.2108 0.106 Uiso 1 1 calc R . . H61C H 0.0228 0.9259 0.2298 0.106 Uiso 1 1 calc R . . C62 C 0.2692(4) 0.6967(4) 0.24099(16) 0.045(2) Uani 1 1 d . . . H62 H 0.2654 0.6931 0.2184 0.054 Uiso 1 1 calc R A . C63 C 0.2610(4) 0.6170(4) 0.25294(18) 0.048(2) Uani 1 1 d . A . H63A H 0.2956 0.5853 0.2492 0.073 Uiso 1 1 calc R . . H63B H 0.2196 0.5968 0.2422 0.073 Uiso 1 1 calc R . . H63C H 0.2627 0.6189 0.2749 0.073 Uiso 1 1 calc R . . C64 C 0.3354(4) 0.7284(5) 0.25510(19) 0.058(2) Uani 1 1 d . A . H64A H 0.3417 0.7745 0.2446 0.087 Uiso 1 1 calc R . . H64B H 0.3684 0.6925 0.2529 0.087 Uiso 1 1 calc R . . H64C H 0.3386 0.7386 0.2769 0.087 Uiso 1 1 calc R . . C65 C 0.1932(4) 0.9425(4) 0.15439(18) 0.0428(19) Uani 1 1 d . A . H65 H 0.1784 0.9114 0.1357 0.051 Uiso 1 1 calc R . . C66 C 0.2431(4) 0.9957(4) 0.14688(18) 0.053(2) Uani 1 1 d . . . H66A H 0.2553 1.0325 0.1635 0.063 Uiso 1 1 calc R A . H66B H 0.2820 0.9677 0.1454 0.063 Uiso 1 1 calc R . . C67 C 0.2166(4) 1.0357(5) 0.1168(2) 0.069(3) Uani 1 1 d . A . H67A H 0.2074 0.9989 0.1000 0.082 Uiso 1 1 calc R . . H67B H 0.2494 1.0704 0.1126 0.082 Uiso 1 1 calc R . . C68 C 0.1550(4) 1.0790(4) 0.1173(2) 0.058(2) Uani 1 1 d . . . H68A H 0.1655 1.1221 0.1312 0.069 Uiso 1 1 calc R A . H68B H 0.1360 1.0979 0.0965 0.069 Uiso 1 1 calc R . . C69 C 0.1068(4) 1.0303(4) 0.1280(2) 0.056(2) Uani 1 1 d . A . H69A H 0.0894 0.9939 0.1117 0.067 Uiso 1 1 calc R . . H69B H 0.0707 1.0615 0.1310 0.067 Uiso 1 1 calc R . . C70 C 0.1343(4) 0.9879(4) 0.15799(19) 0.056(2) Uani 1 1 d . . . H70A H 0.1468 1.0234 0.1751 0.067 Uiso 1 1 calc R A . H70B H 0.1012 0.9543 0.1627 0.067 Uiso 1 1 calc R . . C71 C 0.2526(4) 0.9117(4) 0.21060(16) 0.0427(19) Uani 1 1 d . A . H71 H 0.2610 0.8650 0.2228 0.051 Uiso 1 1 calc R . . C72 C 0.3185(4) 0.9458(5) 0.21149(18) 0.055(2) Uani 1 1 d . . . H72A H 0.3405 0.9168 0.1982 0.066 Uiso 1 1 calc R A . H72B H 0.3130 0.9971 0.2035 0.066 Uiso 1 1 calc R . . C73 C 0.3594(5) 0.9468(5) 0.2439(2) 0.073(3) Uani 1 1 d . A . H73A H 0.4021 0.9683 0.2442 0.087 Uiso 1 1 calc R . . H73B H 0.3654 0.8959 0.2523 0.087 Uiso 1 1 calc R . . C74 C 0.3226(5) 0.9962(5) 0.2639(2) 0.076(3) Uani 1 1 d . . . H74A H 0.3464 0.9953 0.2855 0.091 Uiso 1 1 calc R A . H74B H 0.3211 1.0481 0.2567 0.091 Uiso 1 1 calc R . . C75 C 0.2542(5) 0.9681(6) 0.26176(19) 0.074(3) Uani 1 1 d . A . H75A H 0.2556 0.9186 0.2713 0.089 Uiso 1 1 calc R . . H75B H 0.2315 1.0022 0.2730 0.089 Uiso 1 1 calc R . . C76 C 0.2188(4) 0.9636(5) 0.22880(18) 0.056(2) Uani 1 1 d . . . H76A H 0.2157 1.0137 0.2196 0.067 Uiso 1 1 calc R A . H76B H 0.1747 0.9454 0.2277 0.067 Uiso 1 1 calc R . . C77 C -0.3534(3) 0.6729(4) 0.07274(17) 0.0353(18) Uani 1 1 d . A . C78 C -0.3667(4) 0.6945(4) 0.01769(17) 0.0427(19) Uani 1 1 d . . . C79 C -0.4353(4) 0.6909(4) 0.00667(19) 0.051(2) Uani 1 1 d . A . C80 C -0.4600(5) 0.6743(4) -0.0250(2) 0.062(3) Uani 1 1 d . . . H80 H -0.5051 0.6717 -0.0326 0.074 Uiso 1 1 calc R A . C81 C -0.4205(5) 0.6619(5) -0.0446(2) 0.066(3) Uani 1 1 d . A . H81 H -0.4380 0.6494 -0.0654 0.080 Uiso 1 1 calc R . . C82 C -0.3529(5) 0.6681(4) -0.03356(18) 0.055(2) Uani 1 1 d . . . H82 H -0.3254 0.6600 -0.0472 0.066 Uiso 1 1 calc R A . C83 C -0.3266(4) 0.6858(4) -0.00304(17) 0.048(2) Uani 1 1 d . A . C84 C -0.4824(4) 0.7125(4) 0.02670(19) 0.048(2) Uani 1 1 d . . . H84 H -0.4652 0.6926 0.0477 0.058 Uiso 1 1 calc R A . C85 C -0.5492(4) 0.6823(5) 0.0153(2) 0.084(3) Uani 1 1 d . A . H85A H -0.5710 0.7104 -0.0027 0.126 Uiso 1 1 calc R . . H85B H -0.5731 0.6870 0.0314 0.126 Uiso 1 1 calc R . . H85C H -0.5467 0.6300 0.0098 0.126 Uiso 1 1 calc R . . C86 C -0.4862(5) 0.7977(4) 0.0291(2) 0.066(3) Uani 1 1 d . A . H86A H -0.5032 0.8186 0.0087 0.099 Uiso 1 1 calc R . . H86B H -0.4433 0.8177 0.0374 0.099 Uiso 1 1 calc R . . H86C H -0.5145 0.8109 0.0426 0.099 Uiso 1 1 calc R . . C87 C -0.2554(4) 0.7010(6) 0.00531(19) 0.066(3) Uani 1 1 d . . . H87 H -0.2432 0.7175 0.0271 0.080 Uiso 1 1 calc R A . C88 C -0.2154(5) 0.6342(5) 0.0012(3) 0.101(4) Uani 1 1 d . A . H88A H -0.2265 0.5924 0.0129 0.151 Uiso 1 1 calc R . . H88B H -0.1699 0.6461 0.0084 0.151 Uiso 1 1 calc R . . H88C H -0.2239 0.6209 -0.0206 0.151 Uiso 1 1 calc R . . C89 C -0.2378(6) 0.7653(5) -0.0160(3) 0.100(4) Uani 1 1 d . A . H89A H -0.2448 0.7475 -0.0372 0.150 Uiso 1 1 calc R . . H89B H -0.1927 0.7792 -0.0088 0.150 Uiso 1 1 calc R . . H89C H -0.2649 0.8086 -0.0152 0.150 Uiso 1 1 calc R . . C90 C -0.3525(3) 0.6933(4) 0.12822(16) 0.0356(17) Uani 1 1 d . . . C91 C -0.3094(3) 0.6516(4) 0.15041(17) 0.0352(17) Uani 1 1 d . A . C92 C -0.3230(4) 0.6366(4) 0.17844(16) 0.0419(19) Uani 1 1 d . . . H92 H -0.2935 0.6079 0.1928 0.050 Uiso 1 1 calc R A . C93 C -0.3776(4) 0.6616(4) 0.18631(18) 0.045(2) Uani 1 1 d . A . H93 H -0.3871 0.6488 0.2054 0.054 Uiso 1 1 calc R . . C94 C -0.4189(4) 0.7069(4) 0.16517(17) 0.047(2) Uani 1 1 d . . . H94 H -0.4559 0.7268 0.1706 0.057 Uiso 1 1 calc R A . C95 C -0.4079(4) 0.7238(4) 0.13656(17) 0.0390(18) Uani 1 1 d . A . C96 C -0.2443(4) 0.6241(4) 0.14534(18) 0.045(2) Uani 1 1 d . . . H96 H -0.2451 0.6280 0.1230 0.053 Uiso 1 1 calc R A . C97 C -0.2285(4) 0.5432(4) 0.15530(18) 0.055(2) Uani 1 1 d . A . H97A H -0.1906 0.5270 0.1482 0.083 Uiso 1 1 calc R . . H97B H -0.2649 0.5114 0.1463 0.083 Uiso 1 1 calc R . . H97C H -0.2198 0.5399 0.1777 0.083 Uiso 1 1 calc R . . C98 C -0.1898(4) 0.6737(4) 0.16293(19) 0.055(2) Uani 1 1 d . A . H98A H -0.1962 0.7245 0.1552 0.083 Uiso 1 1 calc R . . H98B H -0.1486 0.6550 0.1600 0.083 Uiso 1 1 calc R . . H98C H -0.1899 0.6730 0.1848 0.083 Uiso 1 1 calc R . . C99 C -0.4538(4) 0.7756(4) 0.11574(18) 0.045(2) Uani 1 1 d . . . H99 H -0.4361 0.7860 0.0973 0.054 Uiso 1 1 calc R A . C100 C -0.5206(4) 0.7409(4) 0.10474(19) 0.056(2) Uani 1 1 d . A . H10A H -0.5170 0.6951 0.0935 0.084 Uiso 1 1 calc R . . H10B H -0.5487 0.7758 0.0912 0.084 Uiso 1 1 calc R . . H10C H -0.5388 0.7298 0.1224 0.084 Uiso 1 1 calc R . . C101 C -0.4602(4) 0.8482(4) 0.13129(18) 0.047(2) Uani 1 1 d . A . H10D H -0.4774 0.8394 0.1495 0.071 Uiso 1 1 calc R . . H10E H -0.4893 0.8808 0.1171 0.071 Uiso 1 1 calc R . . H10F H -0.4180 0.8718 0.1374 0.071 Uiso 1 1 calc R . . C102 C -0.3365(3) 0.5496(4) 0.05175(16) 0.0374(18) Uani 1 1 d . A . H102 H -0.3091 0.5843 0.0429 0.045 Uiso 1 1 calc R . . C103 C -0.2890(4) 0.4968(4) 0.07205(18) 0.053(2) Uani 1 1 d . . . H10G H -0.3130 0.4583 0.0806 0.063 Uiso 1 1 calc R A . H10H H -0.2625 0.5247 0.0893 0.063 Uiso 1 1 calc R . . C104 C -0.2448(4) 0.4590(5) 0.0532(2) 0.059(2) Uani 1 1 d . A . H10I H -0.2171 0.4970 0.0467 0.071 Uiso 1 1 calc R . . H10J H -0.2167 0.4225 0.0662 0.071 Uiso 1 1 calc R . . C105 C -0.2848(4) 0.4193(4) 0.02442(19) 0.056(2) Uani 1 1 d . . . H10K H -0.2559 0.3999 0.0118 0.067 Uiso 1 1 calc R A . H10L H -0.3081 0.3769 0.0308 0.067 Uiso 1 1 calc R . . C106 C -0.3334(4) 0.4742(4) 0.00520(19) 0.055(2) Uani 1 1 d . A . H10M H -0.3597 0.4477 -0.0126 0.066 Uiso 1 1 calc R . . H10N H -0.3096 0.5139 -0.0027 0.066 Uiso 1 1 calc R . . C107 C -0.3781(4) 0.5098(4) 0.02407(18) 0.053(2) Uani 1 1 d . . . H10O H -0.4075 0.5455 0.0112 0.063 Uiso 1 1 calc R A . H10P H -0.4042 0.4710 0.0311 0.063 Uiso 1 1 calc R . . C108 C -0.4183(3) 0.5681(4) 0.08610(17) 0.0396(18) Uani 1 1 d . A . H108 H -0.4344 0.6123 0.0955 0.048 Uiso 1 1 calc R . . C109 C -0.3949(4) 0.5142(4) 0.11293(18) 0.045(2) Uani 1 1 d . . . H10Q H -0.3849 0.4655 0.1050 0.054 Uiso 1 1 calc R A . H10R H -0.3554 0.5337 0.1265 0.054 Uiso 1 1 calc R . . C110 C -0.4473(4) 0.5051(5) 0.13100(19) 0.055(2) Uani 1 1 d . A . H11D H -0.4320 0.4710 0.1484 0.066 Uiso 1 1 calc R . . H11E H -0.4561 0.5537 0.1394 0.066 Uiso 1 1 calc R . . C111 C -0.5082(4) 0.4748(4) 0.1110(2) 0.058(2) Uani 1 1 d . . . H11F H -0.5418 0.4730 0.1230 0.070 Uiso 1 1 calc R A . H11G H -0.5005 0.4236 0.1049 0.070 Uiso 1 1 calc R . . C112 C -0.5320(4) 0.5216(5) 0.0824(2) 0.061(2) Uani 1 1 d . A . H11H H -0.5688 0.4966 0.0689 0.073 Uiso 1 1 calc R . . H11I H -0.5468 0.5703 0.0883 0.073 Uiso 1 1 calc R . . C113 C -0.4792(4) 0.5334(4) 0.06509(18) 0.047(2) Uani 1 1 d . . . H11J H -0.4950 0.5665 0.0474 0.056 Uiso 1 1 calc R A . H11K H -0.4679 0.4852 0.0571 0.056 Uiso 1 1 calc R . . C114 C -0.2598(3) 0.9605(4) 0.07799(16) 0.0318(17) Uani 1 1 d . A . C115 C -0.3112(4) 0.9632(4) 0.12117(17) 0.0377(18) Uani 1 1 d . . . C116 C -0.2922(4) 0.9459(4) 0.15281(17) 0.0382(18) Uani 1 1 d . A . C117 C -0.3162(4) 0.9892(4) 0.17339(18) 0.049(2) Uani 1 1 d . . . H117 H -0.3013 0.9804 0.1947 0.059 Uiso 1 1 calc R A . C118 C -0.3605(4) 1.0438(5) 0.1641(2) 0.056(2) Uani 1 1 d . A . H118 H -0.3750 1.0737 0.1786 0.067 Uiso 1 1 calc R . . C119 C -0.3833(4) 1.0541(4) 0.1334(2) 0.054(2) Uani 1 1 d . . . H119 H -0.4157 1.0903 0.1269 0.064 Uiso 1 1 calc R A . C120 C -0.3615(4) 1.0142(4) 0.11137(18) 0.0423(19) Uani 1 1 d . A . C121 C -0.2483(4) 0.8820(4) 0.16515(17) 0.046(2) Uani 1 1 d . . . H121 H -0.2472 0.8488 0.1474 0.055 Uiso 1 1 calc R A . C122 C -0.1791(4) 0.9063(4) 0.17856(19) 0.054(2) Uani 1 1 d . A . H12D H -0.1621 0.9316 0.1628 0.082 Uiso 1 1 calc R . . H12E H -0.1528 0.8627 0.1857 0.082 Uiso 1 1 calc R . . H12F H -0.1782 0.9401 0.1958 0.082 Uiso 1 1 calc R . . C123 C -0.2728(4) 0.8358(4) 0.18834(18) 0.050(2) Uani 1 1 d . A . H12G H -0.2709 0.8650 0.2069 0.075 Uiso 1 1 calc R . . H12H H -0.2462 0.7914 0.1934 0.075 Uiso 1 1 calc R . . H12I H -0.3173 0.8211 0.1797 0.075 Uiso 1 1 calc R . . C124 C -0.3945(4) 1.0208(4) 0.07728(19) 0.047(2) Uani 1 1 d . . . H124 H -0.3601 1.0249 0.0655 0.056 Uiso 1 1 calc R A . C125 C -0.4332(4) 0.9506(5) 0.06630(19) 0.064(3) Uani 1 1 d . A . H12J H -0.4057 0.9069 0.0717 0.096 Uiso 1 1 calc R . . H12K H -0.4490 0.9527 0.0440 0.096 Uiso 1 1 calc R . . H12L H -0.4695 0.9472 0.0762 0.096 Uiso 1 1 calc R . . C126 C -0.4394(4) 1.0889(5) 0.0689(2) 0.069(3) Uani 1 1 d . A . H12M H -0.4768 1.0829 0.0779 0.104 Uiso 1 1 calc R . . H12N H -0.4536 1.0926 0.0466 0.104 Uiso 1 1 calc R . . H12O H -0.4162 1.1340 0.0769 0.104 Uiso 1 1 calc R . . C127 C -0.2385(4) 0.9362(4) 0.02618(16) 0.0394(19) Uani 1 1 d . . . C128 C -0.1729(4) 0.9337(4) 0.02479(15) 0.0358(18) Uani 1 1 d . A . C129 C -0.1571(4) 0.9484(4) -0.00337(18) 0.051(2) Uani 1 1 d . . . H129 H -0.1133 0.9493 -0.0045 0.061 Uiso 1 1 calc R A . C130 C -0.2043(5) 0.9615(4) -0.02943(18) 0.059(3) Uani 1 1 d . A . H130 H -0.1926 0.9702 -0.0484 0.071 Uiso 1 1 calc R . . C131 C -0.2661(5) 0.9621(4) -0.02830(18) 0.056(2) Uani 1 1 d . . . H131 H -0.2976 0.9720 -0.0465 0.067 Uiso 1 1 calc R A . C132 C -0.2852(4) 0.9489(4) -0.00157(18) 0.047(2) Uani 1 1 d . A . C133 C -0.1193(4) 0.9129(4) 0.05191(16) 0.0398(18) Uani 1 1 d . . . H133 H -0.1371 0.9136 0.0707 0.048 Uiso 1 1 calc R A . C134 C -0.0960(4) 0.8341(4) 0.04783(19) 0.059(2) Uani 1 1 d . A . H13A H -0.1320 0.7995 0.0457 0.088 Uiso 1 1 calc R . . H13B H -0.0625 0.8205 0.0657 0.088 Uiso 1 1 calc R . . H13C H -0.0785 0.8320 0.0294 0.088 Uiso 1 1 calc R . . C135 C -0.0604(4) 0.9640(5) 0.0576(2) 0.069(3) Uani 1 1 d . A . H13D H -0.0338 0.9519 0.0431 0.103 Uiso 1 1 calc R . . H13E H -0.0354 0.9572 0.0785 0.103 Uiso 1 1 calc R . . H13F H -0.0745 1.0157 0.0547 0.103 Uiso 1 1 calc R . . C136 C -0.3566(4) 0.9479(5) -0.00185(19) 0.065(3) Uani 1 1 d . . . H136 H -0.3614 0.9441 0.0198 0.078 Uiso 1 1 calc R A . C137 C -0.3877(5) 0.8804(5) -0.0192(3) 0.105(4) Uani 1 1 d . A . H13G H -0.4331 0.8787 -0.0186 0.158 Uiso 1 1 calc R . . H13H H -0.3663 0.8355 -0.0097 0.158 Uiso 1 1 calc R . . H13I H -0.3838 0.8833 -0.0405 0.158 Uiso 1 1 calc R . . C138 C -0.3924(5) 1.0174(6) -0.0162(3) 0.119(5) Uani 1 1 d . A . H13J H -0.3658 1.0612 -0.0097 0.179 Uiso 1 1 calc R . . H13K H -0.4327 1.0221 -0.0095 0.179 Uiso 1 1 calc R . . H13L H -0.4016 1.0133 -0.0386 0.179 Uiso 1 1 calc R . . C139 C -0.1974(4) 1.0533(4) 0.11324(16) 0.0402(18) Uani 1 1 d . A . H139 H -0.2029 1.0114 0.1270 0.048 Uiso 1 1 calc R . . C140 C -0.1271(4) 1.0561(5) 0.11469(19) 0.060(2) Uani 1 1 d . . . H14D H -0.1184 1.0968 0.1014 0.072 Uiso 1 1 calc R A . H14E H -0.1139 1.0091 0.1065 0.072 Uiso 1 1 calc R . . C141 C -0.0860(4) 1.0681(5) 0.14753(19) 0.065(3) Uani 1 1 d . A . H14F H -0.0880 1.0232 0.1599 0.078 Uiso 1 1 calc R . . H14G H -0.0407 1.0760 0.1466 0.078 Uiso 1 1 calc R . . C142 C -0.1092(5) 1.1339(6) 0.1627(2) 0.080(3) Uani 1 1 d . . . H14H H -0.0856 1.1364 0.1843 0.096 Uiso 1 1 calc R A . H14I H -0.1001 1.1799 0.1524 0.096 Uiso 1 1 calc R . . C143 C -0.1787(5) 1.1292(6) 0.1613(2) 0.082(3) Uani 1 1 d . A . H14J H -0.1926 1.1744 0.1705 0.099 Uiso 1 1 calc R . . H14K H -0.1872 1.0862 0.1735 0.099 Uiso 1 1 calc R . . C144 C -0.2181(4) 1.1210(5) 0.12793(19) 0.059(2) Uani 1 1 d . . . H14L H -0.2642 1.1171 0.1279 0.071 Uiso 1 1 calc R A . H14M H -0.2120 1.1655 0.1160 0.071 Uiso 1 1 calc R . . C145 C -0.2488(3) 1.0847(4) 0.05588(16) 0.0360(17) Uani 1 1 d . A . H145 H -0.2776 1.0581 0.0386 0.043 Uiso 1 1 calc R . . C146 C -0.1919(4) 1.1107(4) 0.04354(18) 0.045(2) Uani 1 1 d . . . H14N H -0.1647 1.0679 0.0410 0.053 Uiso 1 1 calc R A . H14O H -0.1656 1.1458 0.0581 0.053 Uiso 1 1 calc R . . C147 C -0.2168(4) 1.1491(4) 0.01238(19) 0.056(2) Uani 1 1 d . A . H14P H -0.1798 1.1660 0.0043 0.068 Uiso 1 1 calc R . . H14Q H -0.2412 1.1128 -0.0023 0.068 Uiso 1 1 calc R . . C148 C -0.2593(5) 1.2145(5) 0.0148(2) 0.063(3) Uani 1 1 d . . . H14R H -0.2782 1.2334 -0.0060 0.075 Uiso 1 1 calc R A . H14S H -0.2330 1.2546 0.0264 0.075 Uiso 1 1 calc R . . C149 C -0.3126(4) 1.1946(4) 0.0304(2) 0.065(3) Uani 1 1 d . A . H14T H -0.3433 1.1610 0.0171 0.079 Uiso 1 1 calc R . . H14U H -0.3359 1.2401 0.0338 0.079 Uiso 1 1 calc R . . C150 C -0.2861(4) 1.1564(4) 0.06138(19) 0.051(2) Uani 1 1 d . . . H15D H -0.3217 1.1432 0.0711 0.061 Uiso 1 1 calc R A . H15E H -0.2569 1.1905 0.0752 0.061 Uiso 1 1 calc R . . S1A S -0.1818(4) 0.6734(4) 0.0819(2) 0.0387(16) Uani 0.487(7) 1 d PD A 2 C1A C -0.1265(6) 0.7190(7) 0.1088(3) 0.038(4) Uani 0.487(7) 1 d PD A 2 S2A S -0.1363(3) 0.8085(2) 0.11856(11) 0.0412(15) Uani 0.487(7) 1 d PD A 2 C2A C 0.0109(8) 0.7124(8) 0.1324(4) 0.039(4) Uani 0.487(7) 1 d PDU A 2 S3A S -0.0585(3) 0.6642(2) 0.12596(11) 0.0425(15) Uani 0.487(7) 1 d PD A 2 S4A S 0.0316(6) 0.7914(4) 0.1231(3) 0.043(2) Uani 0.487(7) 1 d PD A 2 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 Sm1 0.0310(2) 0.0375(2) 0.0347(2) -0.00121(18) 0.00909(17) -0.00037(17) S1 0.041(4) 0.031(4) 0.040(3) 0.004(4) 0.012(3) 0.007(3) N1 0.039(4) 0.038(3) 0.033(3) 0.002(3) 0.018(3) -0.003(3) C1 0.028(9) 0.039(8) 0.035(8) 0.017(7) 0.006(7) -0.004(7) Sm2 0.0306(2) 0.0349(2) 0.0384(2) -0.00133(18) 0.00970(18) -0.00118(17) S2 0.026(3) 0.045(2) 0.038(2) -0.0015(18) 0.006(2) -0.0033(19) N2 0.032(4) 0.031(3) 0.037(3) 0.003(3) 0.014(3) 0.002(3) C2 0.025(4) 0.027(4) 0.026(4) 0.001(2) 0.006(2) 0.000(2) S3 0.029(3) 0.044(2) 0.040(2) 0.0016(18) 0.010(2) -0.0008(19) N3 0.031(4) 0.048(3) 0.030(3) 0.002(3) 0.011(3) 0.003(3) C3 0.030(4) 0.041(4) 0.039(4) -0.003(4) 0.009(4) 0.001(3) S4 0.042(4) 0.035(4) 0.043(4) -0.006(3) 0.010(3) 0.004(3) N4 0.028(3) 0.043(3) 0.032(3) -0.005(3) 0.009(3) -0.007(3) C4 0.027(4) 0.039(4) 0.036(4) -0.005(3) 0.018(4) -0.007(3) N5 0.030(4) 0.041(3) 0.036(3) -0.006(3) 0.013(3) 0.002(3) C5 0.027(4) 0.049(4) 0.041(4) 0.005(4) 0.015(4) -0.008(3) N6 0.037(4) 0.034(3) 0.034(3) 0.000(3) 0.012(3) 0.002(3) C6 0.040(5) 0.060(5) 0.040(5) -0.003(4) 0.017(4) -0.004(4) N7 0.039(4) 0.035(3) 0.032(3) -0.003(3) 0.012(3) -0.001(3) C7 0.054(6) 0.059(5) 0.030(4) -0.004(4) 0.017(4) -0.005(4) N8 0.018(3) 0.042(3) 0.042(4) -0.002(3) 0.006(3) 0.003(3) C8 0.049(5) 0.049(4) 0.047(5) -0.007(4) 0.027(4) -0.006(4) N9 0.029(3) 0.033(3) 0.037(3) 0.000(3) 0.014(3) -0.004(3) C9 0.034(5) 0.047(4) 0.043(5) -0.006(4) 0.013(4) -0.006(4) N10 0.047(4) 0.043(3) 0.023(3) 0.002(3) 0.011(3) 0.007(3) C10 0.032(4) 0.061(5) 0.025(4) 0.000(4) 0.014(3) 0.004(4) N11 0.028(3) 0.044(3) 0.034(3) 0.000(3) 0.002(3) 0.005(3) C11 0.047(5) 0.056(5) 0.063(6) 0.015(4) 0.017(5) 0.019(4) N12 0.038(4) 0.039(3) 0.032(3) -0.003(3) 0.007(3) 0.000(3) C12 0.043(5) 0.067(5) 0.039(5) 0.005(4) 0.005(4) 0.008(4) C13 0.040(5) 0.071(5) 0.034(4) -0.003(4) 0.013(4) 0.015(4) C14 0.033(5) 0.069(6) 0.090(7) -0.005(5) 0.013(5) -0.003(4) C15 0.047(6) 0.069(6) 0.074(6) -0.021(5) 0.016(5) -0.009(5) C16 0.037(5) 0.044(4) 0.032(4) 0.004(4) 0.006(4) -0.003(4) C17 0.038(5) 0.045(4) 0.033(4) -0.001(4) 0.004(4) -0.004(4) C18 0.048(5) 0.050(5) 0.048(5) 0.000(4) 0.013(4) 0.009(4) C19 0.070(6) 0.056(5) 0.041(5) 0.008(4) 0.016(5) 0.015(5) C20 0.040(5) 0.064(5) 0.042(5) 0.001(4) 0.014(4) -0.004(4) C21 0.048(5) 0.055(5) 0.033(4) 0.004(4) 0.011(4) -0.005(4) C22 0.035(5) 0.060(5) 0.036(4) 0.000(4) 0.010(4) 0.005(4) C23 0.043(5) 0.069(5) 0.055(5) -0.002(5) 0.016(4) 0.002(4) C24 0.049(6) 0.066(5) 0.046(5) -0.002(4) 0.006(4) 0.020(4) C25 0.058(6) 0.053(5) 0.050(5) 0.006(4) 0.030(5) 0.006(4) C26 0.054(6) 0.082(6) 0.074(7) -0.020(6) -0.003(5) 0.021(5) C27 0.061(6) 0.068(5) 0.061(6) -0.013(5) 0.023(5) -0.005(5) C28 0.024(4) 0.044(4) 0.048(5) -0.005(4) 0.016(4) -0.006(3) C29 0.037(5) 0.047(4) 0.061(5) -0.008(4) 0.007(4) 0.004(4) C30 0.055(6) 0.047(5) 0.088(7) -0.013(5) 0.022(5) -0.005(4) C31 0.069(7) 0.056(5) 0.097(8) -0.023(6) 0.046(6) 0.002(5) C32 0.075(7) 0.067(6) 0.052(5) -0.019(5) 0.036(5) -0.019(5) C33 0.043(5) 0.042(4) 0.047(5) -0.012(4) 0.013(4) -0.008(4) C34 0.025(4) 0.051(4) 0.036(4) -0.005(4) 0.011(3) -0.003(3) C35 0.042(5) 0.044(4) 0.056(5) 0.005(4) 0.012(4) -0.005(4) C36 0.056(6) 0.072(6) 0.063(6) 0.013(5) 0.030(5) -0.004(5) C37 0.055(6) 0.059(5) 0.077(7) 0.001(5) 0.034(5) -0.008(4) C38 0.039(5) 0.059(5) 0.071(6) -0.014(5) 0.011(5) 0.003(4) C39 0.027(4) 0.051(4) 0.063(5) -0.004(4) 0.021(4) 0.000(4) C40 0.031(4) 0.050(4) 0.026(4) 0.008(4) 0.009(3) 0.008(3) C41 0.039(5) 0.038(4) 0.034(4) 0.002(3) 0.017(4) 0.007(3) C42 0.037(5) 0.056(5) 0.041(5) 0.001(4) 0.013(4) -0.006(4) C43 0.058(6) 0.062(5) 0.039(5) 0.016(4) 0.022(5) 0.004(4) C44 0.046(6) 0.055(5) 0.070(6) 0.009(5) 0.025(5) -0.004(4) C45 0.039(5) 0.050(4) 0.048(5) 0.005(4) 0.016(4) 0.000(4) C46 0.044(5) 0.048(4) 0.038(4) -0.004(4) 0.021(4) 0.006(4) C47 0.059(6) 0.087(6) 0.032(4) 0.004(5) 0.025(4) -0.010(5) C48 0.070(7) 0.080(6) 0.068(7) 0.016(6) 0.006(6) -0.016(6) C49 0.051(6) 0.087(7) 0.080(7) -0.027(6) 0.011(5) -0.004(5) C50 0.033(5) 0.053(4) 0.042(5) -0.003(4) 0.013(4) 0.009(4) C51 0.048(5) 0.057(5) 0.051(5) 0.008(4) 0.012(4) 0.012(4) C52 0.076(7) 0.066(6) 0.068(6) 0.019(5) 0.027(5) 0.008(5) C53 0.035(5) 0.043(4) 0.038(4) 0.004(4) 0.014(4) -0.001(3) C54 0.051(5) 0.037(4) 0.043(5) -0.003(4) 0.018(4) 0.008(4) C55 0.063(6) 0.048(5) 0.051(5) -0.004(4) 0.022(5) 0.008(4) C56 0.081(7) 0.048(5) 0.046(5) -0.004(4) 0.036(5) -0.002(5) C57 0.051(6) 0.044(4) 0.049(5) -0.002(4) 0.014(4) 0.001(4) C58 0.038(5) 0.046(4) 0.029(4) 0.002(4) 0.011(4) 0.005(4) C59 0.049(6) 0.053(5) 0.050(5) 0.008(4) 0.018(4) 0.014(4) C60 0.040(6) 0.079(6) 0.082(7) 0.002(6) 0.017(5) 0.002(5) C61 0.068(7) 0.077(6) 0.073(7) 0.012(5) 0.028(5) 0.029(5) C62 0.050(5) 0.063(5) 0.025(4) 0.004(4) 0.016(4) 0.007(4) C63 0.042(5) 0.060(5) 0.046(5) 0.001(4) 0.015(4) 0.008(4) C64 0.038(5) 0.067(5) 0.065(6) -0.007(5) 0.001(5) 0.006(4) C65 0.045(5) 0.043(4) 0.044(5) 0.006(4) 0.018(4) 0.007(4) C66 0.049(6) 0.057(5) 0.052(5) 0.015(4) 0.008(4) -0.003(4) C67 0.059(7) 0.074(6) 0.075(7) 0.017(5) 0.019(5) -0.002(5) C68 0.073(7) 0.046(5) 0.056(5) 0.009(4) 0.019(5) -0.002(5) C69 0.052(6) 0.050(5) 0.070(6) 0.006(5) 0.024(5) 0.024(4) C70 0.067(6) 0.047(5) 0.057(5) 0.011(4) 0.019(5) 0.004(4) C71 0.052(5) 0.046(4) 0.028(4) -0.013(4) 0.004(4) -0.004(4) C72 0.045(5) 0.070(5) 0.049(5) -0.024(5) 0.008(4) -0.004(4) C73 0.065(7) 0.077(6) 0.069(7) -0.015(6) -0.001(5) -0.005(5) C74 0.094(9) 0.076(6) 0.052(6) -0.011(5) 0.006(6) -0.020(6) C75 0.098(9) 0.087(7) 0.044(5) -0.019(5) 0.028(6) -0.020(6) C76 0.052(6) 0.072(6) 0.046(5) -0.011(5) 0.017(4) -0.016(5) C77 0.025(4) 0.040(4) 0.039(4) -0.001(4) 0.003(3) 0.008(3) C78 0.053(5) 0.039(4) 0.034(4) -0.005(4) 0.004(4) -0.003(4) C79 0.054(6) 0.038(4) 0.051(5) 0.002(4) -0.009(4) 0.000(4) C80 0.058(6) 0.058(5) 0.058(6) -0.003(5) -0.013(5) -0.005(5) C81 0.088(8) 0.065(6) 0.040(5) -0.012(5) 0.002(6) -0.005(5) C82 0.070(7) 0.055(5) 0.042(5) -0.014(4) 0.014(5) 0.008(5) C83 0.064(6) 0.046(4) 0.031(4) -0.006(4) 0.006(4) -0.001(4) C84 0.039(5) 0.048(4) 0.055(5) 0.001(4) 0.004(4) 0.000(4) C85 0.052(7) 0.085(7) 0.102(8) 0.011(6) -0.010(6) 0.005(5) C86 0.074(7) 0.066(6) 0.059(6) -0.005(5) 0.017(5) 0.009(5) C87 0.054(6) 0.114(8) 0.030(4) -0.022(5) 0.010(4) 0.001(6) C88 0.063(7) 0.064(6) 0.189(13) 0.030(8) 0.057(8) 0.009(5) C89 0.125(11) 0.059(6) 0.128(10) -0.007(7) 0.051(9) -0.017(6) C90 0.035(4) 0.040(4) 0.033(4) 0.001(4) 0.012(3) -0.001(3) C91 0.030(4) 0.035(4) 0.041(4) -0.005(4) 0.007(4) -0.004(3) C92 0.042(5) 0.057(5) 0.029(4) 0.001(4) 0.011(4) 0.000(4) C93 0.049(5) 0.048(4) 0.043(5) 0.007(4) 0.018(4) 0.003(4) C94 0.060(6) 0.048(4) 0.042(5) -0.005(4) 0.029(4) 0.001(4) C95 0.034(5) 0.042(4) 0.043(5) -0.005(4) 0.013(4) 0.004(3) C96 0.034(5) 0.058(5) 0.045(5) 0.004(4) 0.016(4) 0.009(4) C97 0.058(6) 0.069(5) 0.043(5) 0.009(4) 0.019(4) 0.017(5) C98 0.037(5) 0.072(5) 0.057(5) -0.005(5) 0.010(4) -0.001(4) C99 0.034(5) 0.056(5) 0.048(5) 0.002(4) 0.018(4) 0.010(4) C100 0.047(6) 0.059(5) 0.064(6) -0.006(5) 0.017(5) 0.015(4) C101 0.032(5) 0.052(5) 0.059(5) 0.002(4) 0.013(4) -0.001(4) C102 0.036(5) 0.035(4) 0.043(5) -0.001(4) 0.014(4) 0.000(3) C103 0.056(6) 0.055(5) 0.048(5) 0.003(4) 0.012(4) 0.011(4) C104 0.049(6) 0.069(5) 0.062(6) 0.007(5) 0.020(5) 0.024(5) C105 0.079(7) 0.040(4) 0.060(6) -0.007(4) 0.039(5) -0.002(4) C106 0.061(6) 0.051(5) 0.052(5) -0.018(4) 0.012(5) -0.011(4) C107 0.049(6) 0.057(5) 0.054(5) -0.006(4) 0.016(4) -0.003(4) C108 0.033(4) 0.039(4) 0.047(5) -0.003(4) 0.009(4) -0.001(3) C109 0.036(5) 0.045(4) 0.053(5) 0.011(4) 0.010(4) -0.003(4) C110 0.058(6) 0.059(5) 0.052(5) -0.006(4) 0.021(5) -0.014(4) C111 0.049(6) 0.054(5) 0.080(7) -0.005(5) 0.033(5) -0.014(4) C112 0.039(5) 0.054(5) 0.088(7) 0.002(5) 0.013(5) -0.011(4) C113 0.033(5) 0.052(4) 0.055(5) 0.005(4) 0.009(4) -0.006(4) C114 0.026(4) 0.036(4) 0.029(4) 0.000(3) -0.003(3) 0.005(3) C115 0.035(5) 0.037(4) 0.049(5) -0.007(4) 0.025(4) -0.004(3) C116 0.039(5) 0.038(4) 0.042(5) 0.000(4) 0.019(4) -0.009(3) C117 0.048(5) 0.065(5) 0.039(5) -0.009(4) 0.019(4) -0.005(4) C118 0.055(6) 0.062(5) 0.055(6) -0.013(5) 0.021(5) 0.004(5) C119 0.047(6) 0.050(5) 0.064(6) -0.004(5) 0.012(5) 0.001(4) C120 0.033(5) 0.043(4) 0.053(5) -0.006(4) 0.015(4) -0.006(4) C121 0.050(5) 0.053(5) 0.033(4) -0.008(4) 0.005(4) -0.005(4) C122 0.045(5) 0.065(5) 0.056(5) 0.019(5) 0.018(4) 0.014(4) C123 0.050(5) 0.054(5) 0.048(5) 0.001(4) 0.015(4) 0.000(4) C124 0.036(5) 0.048(4) 0.058(5) -0.003(4) 0.012(4) 0.007(4) C125 0.051(6) 0.077(6) 0.054(6) 0.009(5) -0.009(5) -0.015(5) C126 0.055(6) 0.075(6) 0.075(7) 0.011(5) 0.008(5) 0.021(5) C127 0.049(5) 0.034(4) 0.036(4) -0.005(3) 0.009(4) 0.006(3) C128 0.046(5) 0.033(4) 0.028(4) 0.003(3) 0.008(4) 0.004(3) C129 0.062(6) 0.052(5) 0.041(5) 0.005(4) 0.017(4) -0.004(4) C130 0.096(8) 0.057(5) 0.029(5) 0.005(4) 0.021(5) -0.006(5) C131 0.066(7) 0.063(5) 0.034(5) 0.013(4) 0.004(5) 0.004(5) C132 0.039(5) 0.056(5) 0.040(5) 0.002(4) -0.001(4) 0.010(4) C133 0.044(5) 0.050(4) 0.030(4) 0.001(4) 0.019(4) 0.003(4) C134 0.074(7) 0.055(5) 0.053(5) 0.005(4) 0.026(5) 0.018(5) C135 0.045(6) 0.084(6) 0.080(7) 0.005(6) 0.020(5) -0.003(5) C136 0.057(6) 0.100(7) 0.037(5) 0.005(5) 0.005(5) 0.004(6) C137 0.072(8) 0.074(7) 0.162(12) 0.034(8) 0.012(8) -0.003(6) C138 0.067(8) 0.080(7) 0.186(14) -0.035(8) -0.023(8) 0.018(6) C139 0.035(5) 0.050(4) 0.038(4) -0.010(4) 0.015(4) -0.008(4) C140 0.058(6) 0.070(6) 0.050(5) -0.012(5) 0.008(5) -0.004(5) C141 0.055(6) 0.081(6) 0.053(6) -0.001(5) -0.001(5) -0.015(5) C142 0.095(9) 0.098(8) 0.047(6) -0.021(6) 0.014(6) -0.044(7) C143 0.075(8) 0.108(8) 0.066(7) -0.047(6) 0.020(6) -0.037(6) C144 0.056(6) 0.063(5) 0.064(6) -0.021(5) 0.024(5) -0.016(5) C145 0.031(4) 0.034(4) 0.041(4) -0.002(3) 0.006(4) -0.008(3) C146 0.046(5) 0.035(4) 0.053(5) 0.005(4) 0.012(4) -0.002(4) C147 0.067(6) 0.054(5) 0.054(5) -0.001(4) 0.025(5) -0.012(5) C148 0.077(7) 0.054(5) 0.049(5) 0.016(4) -0.003(5) -0.006(5) C149 0.051(6) 0.044(5) 0.094(7) 0.014(5) 0.001(5) -0.002(4) C150 0.037(5) 0.052(5) 0.066(6) -0.005(4) 0.015(4) 0.000(4) S1A 0.039(4) 0.039(4) 0.040(4) -0.003(3) 0.011(3) 0.004(3) C1A 0.030(9) 0.064(10) 0.023(8) 0.000(8) 0.013(8) -0.009(8) S2A 0.044(4) 0.038(2) 0.044(3) -0.005(2) 0.015(3) -0.002(2) C2A 0.039(4) 0.039(4) 0.038(4) -0.001(2) 0.009(2) 0.000(2) S3A 0.039(4) 0.046(2) 0.046(3) 0.001(2) 0.017(3) 0.005(2) S4A 0.048(5) 0.039(5) 0.044(4) 0.006(4) 0.014(3) 0.012(4) _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 Sm1 N4 2.386(5) . ? Sm1 N2 2.416(5) . ? Sm1 N5 2.455(5) . ? Sm1 C2A 2.473(17) . ? Sm1 N1 2.486(5) . ? Sm1 S4A 2.811(11) . ? Sm1 C40 2.867(7) . ? Sm1 C3 2.881(7) . ? Sm1 S1 2.979(10) . ? Sm1 S2 2.998(5) . ? S1 C1 1.710(12) . ? N1 C3 1.356(9) . ? N1 C4 1.443(8) . ? C1 S2 1.682(11) . ? C1 S3 1.778(12) . ? Sm2 N7 2.403(5) . ? Sm2 N10 2.416(6) . ? Sm2 C2 2.444(14) . ? Sm2 N8 2.448(6) . ? Sm2 N11 2.473(6) . ? Sm2 S4 2.813(8) . ? Sm2 C77 2.881(7) . ? Sm2 C114 2.893(7) . ? Sm2 S1A 2.984(9) . ? Sm2 S2A 3.009(6) . ? N2 C3 1.360(9) . ? N2 C16 1.422(8) . ? C2 S4 1.605(13) . ? C2 S3 1.720(14) . ? N3 C3 1.368(9) . ? N3 C28 1.498(9) . ? N3 C34 1.500(9) . ? N4 C40 1.365(8) . ? N4 C41 1.430(9) . ? C4 C5 1.417(10) . ? C4 C9 1.425(10) . ? N5 C40 1.363(8) . ? N5 C53 1.447(9) . ? C5 C6 1.390(10) . ? C5 C10 1.512(10) . ? N6 C40 1.417(9) . ? N6 C71 1.467(8) . ? N6 C65 1.497(9) . ? C6 C7 1.369(10) . ? N7 C77 1.369(9) . ? N7 C78 1.428(9) . ? C7 C8 1.386(11) . ? N8 C77 1.355(8) . ? N8 C90 1.443(9) . ? C8 C9 1.398(10) . ? N9 C77 1.400(8) . ? N9 C108 1.474(9) . ? N9 C102 1.500(8) . ? C9 C13 1.548(10) . ? N10 C114 1.360(9) . ? N10 C115 1.436(9) . ? C10 C12 1.541(10) . ? C10 C11 1.547(10) . ? N11 C114 1.364(8) . ? N11 C127 1.428(9) . ? N12 C114 1.372(8) . ? N12 C145 1.494(8) . ? N12 C139 1.512(9) . ? C13 C14 1.525(10) . ? C13 C15 1.563(11) . ? C16 C21 1.403(10) . ? C16 C17 1.406(10) . ? C17 C18 1.406(10) . ? C17 C22 1.555(10) . ? C18 C19 1.387(11) . ? C19 C20 1.405(10) . ? C20 C21 1.412(10) . ? C21 C25 1.517(11) . ? C22 C23 1.523(10) . ? C22 C24 1.550(10) . ? C25 C26 1.516(12) . ? C25 C27 1.530(11) . ? C28 C29 1.535(10) . ? C28 C33 1.550(10) . ? C29 C30 1.572(11) . ? C30 C31 1.484(12) . ? C31 C32 1.517(12) . ? C32 C33 1.523(10) . ? C34 C35 1.522(10) . ? C34 C39 1.562(10) . ? C35 C36 1.553(11) . ? C36 C37 1.526(12) . ? C37 C38 1.525(11) . ? C38 C39 1.520(10) . ? C41 C42 1.390(10) . ? C41 C46 1.427(10) . ? C42 C43 1.378(10) . ? C42 C47 1.514(11) . ? C43 C44 1.422(11) . ? C44 C45 1.367(11) . ? C45 C46 1.406(10) . ? C46 C50 1.539(10) . ? C47 C49 1.541(12) . ? C47 C48 1.542(12) . ? C50 C51 1.526(9) . ? C50 C52 1.572(11) . ? C53 C58 1.399(9) . ? C53 C54 1.429(10) . ? C54 C55 1.396(10) . ? C54 C59 1.546(11) . ? C55 C56 1.414(11) . ? C56 C57 1.375(11) . ? C57 C58 1.388(10) . ? C58 C62 1.525(10) . ? C59 C60 1.509(11) . ? C59 C61 1.519(10) . ? C62 C64 1.529(10) . ? C62 C63 1.558(10) . ? C65 C66 1.529(10) . ? C65 C70 1.543(10) . ? C66 C67 1.523(11) . ? C67 C68 1.539(12) . ? C68 C69 1.514(11) . ? C69 C70 1.545(11) . ? C71 C76 1.528(10) . ? C71 C72 1.532(11) . ? C72 C73 1.522(11) . ? C73 C74 1.591(13) . ? C74 C75 1.532(13) . ? C75 C76 1.505(11) . ? C78 C83 1.409(11) . ? C78 C79 1.442(11) . ? C79 C80 1.429(11) . ? C79 C84 1.544(12) . ? C80 C81 1.370(13) . ? C81 C82 1.425(12) . ? C82 C83 1.395(10) . ? C83 C87 1.511(12) . ? C84 C85 1.508(11) . ? C84 C86 1.544(10) . ? C87 C88 1.516(12) . ? C87 C89 1.603(13) . ? C90 C91 1.413(9) . ? C90 C95 1.430(10) . ? C91 C92 1.380(10) . ? C91 C96 1.544(10) . ? C92 C93 1.370(10) . ? C93 C94 1.406(10) . ? C94 C95 1.390(10) . ? C95 C99 1.518(10) . ? C96 C98 1.541(10) . ? C96 C97 1.541(10) . ? C99 C101 1.505(10) . ? C99 C100 1.539(10) . ? C102 C107 1.535(10) . ? C102 C103 1.535(10) . ? C103 C104 1.562(11) . ? C104 C105 1.554(11) . ? C105 C106 1.550(11) . ? C106 C107 1.553(11) . ? C108 C109 1.541(9) . ? C108 C113 1.559(10) . ? C109 C110 1.532(10) . ? C110 C111 1.508(11) . ? C111 C112 1.526(11) . ? C112 C113 1.523(11) . ? C115 C120 1.410(10) . ? C115 C116 1.420(10) . ? C116 C117 1.392(10) . ? C116 C121 1.513(10) . ? C117 C118 1.365(11) . ? C118 C119 1.367(11) . ? C119 C120 1.385(11) . ? C120 C124 1.538(11) . ? C121 C123 1.516(10) . ? C121 C122 1.533(11) . ? C124 C125 1.534(10) . ? C124 C126 1.555(10) . ? C127 C128 1.420(10) . ? C127 C132 1.430(10) . ? C128 C129 1.405(10) . ? C128 C133 1.520(10) . ? C129 C130 1.383(11) . ? C130 C131 1.336(12) . ? C131 C132 1.372(11) . ? C132 C136 1.526(12) . ? C133 C134 1.531(10) . ? C133 C135 1.537(11) . ? C136 C137 1.518(13) . ? C136 C138 1.534(13) . ? C139 C140 1.492(11) . ? C139 C144 1.502(10) . ? C140 C141 1.553(11) . ? C141 C142 1.507(12) . ? C142 C143 1.477(13) . ? C143 C144 1.552(12) . ? C145 C146 1.521(10) . ? C145 C150 1.570(10) . ? C146 C147 1.543(10) . ? C147 C148 1.509(12) . ? C148 C149 1.513(12) . ? C149 C150 1.538(11) . ? S1A C1A 1.699(12) . ? C1A S2A 1.700(12) . ? C1A S3A 1.785(12) . ? C2A S4A 1.579(14) . ? C2A S3A 1.691(16) . ? 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 N4 Sm1 N2 138.14(19) . . ? N4 Sm1 N5 55.50(19) . . ? N2 Sm1 N5 110.17(19) . . ? N4 Sm1 C2A 121.5(3) . . ? N2 Sm1 C2A 100.2(3) . . ? N5 Sm1 C2A 110.2(4) . . ? N4 Sm1 N1 113.52(19) . . ? N2 Sm1 N1 54.82(18) . . ? N5 Sm1 N1 147.53(19) . . ? C2A Sm1 N1 101.3(4) . . ? N4 Sm1 S4A 87.6(2) . . ? N2 Sm1 S4A 134.2(2) . . ? N5 Sm1 S4A 94.4(2) . . ? C2A Sm1 S4A 34.0(3) . . ? N1 Sm1 S4A 116.7(3) . . ? N4 Sm1 C40 28.27(19) . . ? N2 Sm1 C40 132.84(19) . . ? N5 Sm1 C40 28.35(18) . . ? C2A Sm1 C40 113.7(4) . . ? N1 Sm1 C40 138.75(19) . . ? S4A Sm1 C40 85.3(2) . . ? N4 Sm1 C3 135.4(2) . . ? N2 Sm1 C3 28.05(19) . . ? N5 Sm1 C3 136.09(19) . . ? C2A Sm1 C3 95.9(4) . . ? N1 Sm1 C3 28.05(18) . . ? S4A Sm1 C3 124.4(2) . . ? C40 Sm1 C3 149.9(2) . . ? N4 Sm1 S1 78.1(2) . . ? N2 Sm1 S1 143.5(2) . . ? N5 Sm1 S1 85.9(2) . . ? C2A Sm1 S1 43.4(4) . . ? N1 Sm1 S1 123.8(2) . . ? S4A Sm1 S1 10.2(2) . . ? C40 Sm1 S1 75.2(2) . . ? C3 Sm1 S1 134.3(2) . . ? N4 Sm1 S2 137.90(16) . . ? N2 Sm1 S2 83.70(15) . . ? N5 Sm1 S2 114.83(15) . . ? C2A Sm1 S2 16.7(3) . . ? N1 Sm1 S2 93.35(15) . . ? S4A Sm1 S2 50.6(2) . . ? C40 Sm1 S2 125.81(16) . . ? C3 Sm1 S2 82.24(16) . . ? S1 Sm1 S2 59.85(19) . . ? C1 S1 Sm1 88.2(5) . . ? C3 N1 C4 126.6(6) . . ? C3 N1 Sm1 92.4(4) . . ? C4 N1 Sm1 136.1(4) . . ? S2 C1 S1 123.0(8) . . ? S2 C1 S3 125.0(7) . . ? S1 C1 S3 111.9(7) . . ? N7 Sm2 N10 136.80(19) . . ? N7 Sm2 C2 124.0(3) . . ? N10 Sm2 C2 99.2(3) . . ? N7 Sm2 N8 55.11(19) . . ? N10 Sm2 N8 110.30(19) . . ? C2 Sm2 N8 111.3(3) . . ? N7 Sm2 N11 112.65(19) . . ? N10 Sm2 N11 55.03(19) . . ? C2 Sm2 N11 100.3(3) . . ? N8 Sm2 N11 147.40(18) . . ? N7 Sm2 S4 89.39(19) . . ? N10 Sm2 S4 133.81(19) . . ? C2 Sm2 S4 34.7(3) . . ? N8 Sm2 S4 94.7(2) . . ? N11 Sm2 S4 116.5(2) . . ? N7 Sm2 C77 28.22(19) . . ? N10 Sm2 C77 132.1(2) . . ? C2 Sm2 C77 115.7(3) . . ? N8 Sm2 C77 27.99(19) . . ? N11 Sm2 C77 137.94(19) . . ? S4 Sm2 C77 86.58(19) . . ? N7 Sm2 C114 133.49(18) . . ? N10 Sm2 C114 27.87(19) . . ? C2 Sm2 C114 95.8(3) . . ? N8 Sm2 C114 135.52(19) . . ? N11 Sm2 C114 28.07(18) . . ? S4 Sm2 C114 125.0(2) . . ? C77 Sm2 C114 147.98(19) . . ? N7 Sm2 S1A 78.4(2) . . ? N10 Sm2 S1A 144.7(2) . . ? C2 Sm2 S1A 45.6(3) . . ? N8 Sm2 S1A 86.5(2) . . ? N11 Sm2 S1A 122.8(2) . . ? S4 Sm2 S1A 11.20(16) . . ? C77 Sm2 S1A 75.84(19) . . ? C114 Sm2 S1A 135.3(2) . . ? N7 Sm2 S2A 137.93(16) . . ? N10 Sm2 S2A 85.07(16) . . ? C2 Sm2 S2A 14.2(3) . . ? N8 Sm2 S2A 115.10(15) . . ? N11 Sm2 S2A 93.82(15) . . ? S4 Sm2 S2A 48.83(16) . . ? C77 Sm2 S2A 125.93(15) . . ? C114 Sm2 S2A 84.21(15) . . ? S1A Sm2 S2A 59.61(17) . . ? C1 S2 Sm1 88.1(4) . . ? C3 N2 C16 120.7(5) . . ? C3 N2 Sm1 95.3(4) . . ? C16 N2 Sm1 143.5(4) . . ? S4 C2 S3 130.9(9) . . ? S4 C2 Sm2 85.4(7) . . ? S3 C2 Sm2 143.2(7) . . ? C2 S3 C1 113.6(6) . . ? C3 N3 C28 120.5(6) . . ? C3 N3 C34 117.2(6) . . ? C28 N3 C34 122.3(5) . . ? N1 C3 N2 112.4(6) . . ? N1 C3 N3 126.7(7) . . ? N2 C3 N3 120.8(7) . . ? N1 C3 Sm1 59.6(3) . . ? N2 C3 Sm1 56.6(3) . . ? N3 C3 Sm1 158.6(5) . . ? C2 S4 Sm2 60.0(6) . . ? C40 N4 C41 120.2(6) . . ? C40 N4 Sm1 95.9(4) . . ? C41 N4 Sm1 143.8(4) . . ? C5 C4 C9 118.7(6) . . ? C5 C4 N1 124.8(6) . . ? C9 C4 N1 116.2(6) . . ? C40 N5 C53 126.2(6) . . ? C40 N5 Sm1 92.9(4) . . ? C53 N5 Sm1 138.2(4) . . ? C6 C5 C4 118.8(7) . . ? C6 C5 C10 118.5(7) . . ? C4 C5 C10 122.4(6) . . ? C40 N6 C71 120.7(6) . . ? C40 N6 C65 115.4(6) . . ? C71 N6 C65 123.8(6) . . ? C7 C6 C5 122.6(7) . . ? C77 N7 C78 122.5(6) . . ? C77 N7 Sm2 95.7(4) . . ? C78 N7 Sm2 141.8(5) . . ? C6 C7 C8 119.4(7) . . ? C77 N8 C90 127.6(6) . . ? C77 N8 Sm2 94.1(4) . . ? C90 N8 Sm2 135.4(4) . . ? C7 C8 C9 120.6(7) . . ? C77 N9 C108 120.8(6) . . ? C77 N9 C102 117.1(6) . . ? C108 N9 C102 122.0(5) . . ? C8 C9 C4 119.8(7) . . ? C8 C9 C13 116.9(7) . . ? C4 C9 C13 123.2(7) . . ? C114 N10 C115 121.0(6) . . ? C114 N10 Sm2 96.0(4) . . ? C115 N10 Sm2 142.0(5) . . ? C5 C10 C12 114.4(6) . . ? C5 C10 C11 110.8(6) . . ? C12 C10 C11 108.0(6) . . ? C114 N11 C127 127.7(6) . . ? C114 N11 Sm2 93.4(4) . . ? C127 N11 Sm2 134.6(4) . . ? C114 N12 C145 120.1(5) . . ? C114 N12 C139 118.4(6) . . ? C145 N12 C139 121.5(5) . . ? C14 C13 C9 112.3(7) . . ? C14 C13 C15 110.2(7) . . ? C9 C13 C15 111.9(6) . . ? C21 C16 C17 120.2(7) . . ? C21 C16 N2 119.9(7) . . ? C17 C16 N2 119.9(7) . . ? C18 C17 C16 119.8(7) . . ? C18 C17 C22 117.7(7) . . ? C16 C17 C22 122.4(6) . . ? C19 C18 C17 121.2(7) . . ? C18 C19 C20 117.3(7) . . ? C19 C20 C21 123.3(8) . . ? C16 C21 C20 117.1(7) . . ? C16 C21 C25 125.0(7) . . ? C20 C21 C25 117.7(7) . . ? C23 C22 C24 107.2(6) . . ? C23 C22 C17 109.4(6) . . ? C24 C22 C17 116.4(6) . . ? C26 C25 C21 114.1(7) . . ? C26 C25 C27 109.7(7) . . ? C21 C25 C27 110.7(7) . . ? N3 C28 C29 113.6(6) . . ? N3 C28 C33 117.7(6) . . ? C29 C28 C33 107.0(6) . . ? C28 C29 C30 110.6(7) . . ? C31 C30 C29 107.5(7) . . ? C30 C31 C32 113.1(7) . . ? C31 C32 C33 111.5(7) . . ? C32 C33 C28 109.8(7) . . ? N3 C34 C35 117.6(6) . . ? N3 C34 C39 112.8(6) . . ? C35 C34 C39 109.8(6) . . ? C34 C35 C36 109.6(6) . . ? C37 C36 C35 112.3(7) . . ? C36 C37 C38 113.0(7) . . ? C39 C38 C37 112.8(7) . . ? C38 C39 C34 112.3(7) . . ? N5 C40 N4 111.5(6) . . ? N5 C40 N6 126.1(6) . . ? N4 C40 N6 122.2(6) . . ? N5 C40 Sm1 58.8(4) . . ? N4 C40 Sm1 55.9(3) . . ? N6 C40 Sm1 158.6(5) . . ? C42 C41 C46 118.3(7) . . ? C42 C41 N4 121.0(7) . . ? C46 C41 N4 120.6(6) . . ? C43 C42 C41 119.9(7) . . ? C43 C42 C47 118.7(7) . . ? C41 C42 C47 121.3(7) . . ? C42 C43 C44 122.9(8) . . ? C45 C44 C43 116.2(8) . . ? C44 C45 C46 122.9(8) . . ? C45 C46 C41 119.2(7) . . ? C45 C46 C50 118.9(7) . . ? C41 C46 C50 121.4(6) . . ? C42 C47 C49 114.5(7) . . ? C42 C47 C48 108.5(7) . . ? C49 C47 C48 109.4(7) . . ? C51 C50 C46 109.4(6) . . ? C51 C50 C52 109.1(6) . . ? C46 C50 C52 114.9(6) . . ? C58 C53 C54 120.1(7) . . ? C58 C53 N5 117.7(6) . . ? C54 C53 N5 121.9(6) . . ? C55 C54 C53 117.8(7) . . ? C55 C54 C59 115.9(7) . . ? C53 C54 C59 126.1(7) . . ? C54 C55 C56 122.0(8) . . ? C57 C56 C55 118.3(8) . . ? C56 C57 C58 122.0(8) . . ? C57 C58 C53 119.7(7) . . ? C57 C58 C62 116.8(6) . . ? C53 C58 C62 123.3(6) . . ? C60 C59 C61 108.8(7) . . ? C60 C59 C54 109.7(6) . . ? C61 C59 C54 115.5(7) . . ? C58 C62 C64 112.0(6) . . ? C58 C62 C63 110.8(6) . . ? C64 C62 C63 111.6(6) . . ? N6 C65 C66 115.7(6) . . ? N6 C65 C70 114.2(6) . . ? C66 C65 C70 108.6(6) . . ? C67 C66 C65 110.6(7) . . ? C66 C67 C68 112.2(8) . . ? C69 C68 C67 110.9(6) . . ? C68 C69 C70 114.2(7) . . ? C65 C70 C69 109.4(7) . . ? N6 C71 C76 117.6(6) . . ? N6 C71 C72 114.3(6) . . ? C76 C71 C72 106.5(6) . . ? C73 C72 C71 111.0(7) . . ? C72 C73 C74 107.0(8) . . ? C75 C74 C73 111.6(7) . . ? C76 C75 C74 110.1(7) . . ? C75 C76 C71 111.3(7) . . ? N8 C77 N7 110.9(6) . . ? N8 C77 N9 126.9(7) . . ? N7 C77 N9 121.9(6) . . ? N8 C77 Sm2 57.9(3) . . ? N7 C77 Sm2 56.1(3) . . ? N9 C77 Sm2 158.6(5) . . ? C83 C78 N7 119.6(7) . . ? C83 C78 C79 119.6(7) . . ? N7 C78 C79 120.7(7) . . ? C80 C79 C78 118.1(8) . . ? C80 C79 C84 119.1(8) . . ? C78 C79 C84 122.5(7) . . ? C81 C80 C79 121.9(9) . . ? C80 C81 C82 119.3(8) . . ? C83 C82 C81 120.9(8) . . ? C82 C83 C78 120.1(8) . . ? C82 C83 C87 116.6(8) . . ? C78 C83 C87 123.1(7) . . ? C85 C84 C79 113.9(7) . . ? C85 C84 C86 108.8(7) . . ? C79 C84 C86 110.1(7) . . ? C83 C87 C88 113.0(8) . . ? C83 C87 C89 110.2(8) . . ? C88 C87 C89 106.6(8) . . ? C91 C90 C95 118.0(6) . . ? C91 C90 N8 124.7(6) . . ? C95 C90 N8 117.0(6) . . ? C92 C91 C90 120.5(7) . . ? C92 C91 C96 117.0(7) . . ? C90 C91 C96 122.5(7) . . ? C93 C92 C91 122.5(7) . . ? C92 C93 C94 117.5(7) . . ? C95 C94 C93 122.5(8) . . ? C94 C95 C90 118.7(7) . . ? C94 C95 C99 118.8(7) . . ? C90 C95 C99 122.5(7) . . ? C98 C96 C97 108.0(6) . . ? C98 C96 C91 110.0(6) . . ? C97 C96 C91 114.2(6) . . ? C101 C99 C95 111.4(6) . . ? C101 C99 C100 109.2(6) . . ? C95 C99 C100 111.9(6) . . ? N9 C102 C107 116.3(6) . . ? N9 C102 C103 112.6(6) . . ? C107 C102 C103 112.0(6) . . ? C102 C103 C104 110.6(6) . . ? C105 C104 C103 111.2(7) . . ? C106 C105 C104 110.0(6) . . ? C105 C106 C107 112.3(7) . . ? C102 C107 C106 108.5(7) . . ? N9 C108 C109 118.7(6) . . ? N9 C108 C113 115.0(6) . . ? C109 C108 C113 107.4(6) . . ? C110 C109 C108 109.5(6) . . ? C111 C110 C109 111.2(7) . . ? C110 C111 C112 112.4(7) . . ? C113 C112 C111 111.1(7) . . ? C112 C113 C108 111.4(7) . . ? N10 C114 N11 112.1(6) . . ? N10 C114 N12 122.3(6) . . ? N11 C114 N12 125.6(7) . . ? N10 C114 Sm2 56.1(3) . . ? N11 C114 Sm2 58.6(3) . . ? N12 C114 Sm2 162.8(5) . . ? C120 C115 C116 118.8(7) . . ? C120 C115 N10 121.9(7) . . ? C116 C115 N10 119.1(6) . . ? C117 C116 C115 118.3(7) . . ? C117 C116 C121 118.5(7) . . ? C115 C116 C121 123.2(7) . . ? C118 C117 C116 122.5(8) . . ? C117 C118 C119 118.1(8) . . ? C118 C119 C120 123.2(8) . . ? C119 C120 C115 118.2(7) . . ? C119 C120 C124 121.1(7) . . ? C115 C120 C124 120.5(7) . . ? C116 C121 C123 112.8(7) . . ? C116 C121 C122 113.1(6) . . ? C123 C121 C122 110.0(6) . . ? C125 C124 C120 110.5(6) . . ? C125 C124 C126 108.3(7) . . ? C120 C124 C126 115.0(7) . . ? C128 C127 N11 123.7(6) . . ? C128 C127 C132 118.2(7) . . ? N11 C127 C132 117.6(7) . . ? C129 C128 C127 118.3(7) . . ? C129 C128 C133 118.3(7) . . ? C127 C128 C133 123.3(6) . . ? C130 C129 C128 120.9(8) . . ? C131 C130 C129 120.8(8) . . ? C130 C131 C132 121.6(8) . . ? C131 C132 C127 120.0(8) . . ? C131 C132 C136 119.3(7) . . ? C127 C132 C136 120.7(7) . . ? C128 C133 C134 110.0(6) . . ? C128 C133 C135 115.3(6) . . ? C134 C133 C135 107.5(7) . . ? C137 C136 C132 109.7(8) . . ? C137 C136 C138 108.7(8) . . ? C132 C136 C138 113.5(8) . . ? C140 C139 C144 110.4(6) . . ? C140 C139 N12 113.3(6) . . ? C144 C139 N12 117.3(6) . . ? C139 C140 C141 113.5(7) . . ? C142 C141 C140 111.3(8) . . ? C143 C142 C141 111.6(8) . . ? C142 C143 C144 111.7(8) . . ? C139 C144 C143 110.5(8) . . ? N12 C145 C146 118.2(6) . . ? N12 C145 C150 114.2(6) . . ? C146 C145 C150 106.2(6) . . ? C145 C146 C147 109.0(6) . . ? C148 C147 C146 112.2(7) . . ? C147 C148 C149 112.1(7) . . ? C148 C149 C150 111.2(7) . . ? C149 C150 C145 109.0(7) . . ? C1A S1A Sm2 89.1(5) . . ? S1A C1A S2A 122.4(8) . . ? S1A C1A S3A 114.1(8) . . ? S2A C1A S3A 123.5(8) . . ? C1A S2A Sm2 88.2(5) . . ? S4A C2A S3A 135.1(11) . . ? S4A C2A Sm1 84.8(8) . . ? S3A C2A Sm1 138.4(8) . . ? C2A S3A C1A 112.9(7) . . ? C2A S4A Sm1 61.2(7) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.393 _refine_diff_density_min -0.950 _refine_diff_density_rms 0.106