# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'CrystEngComm.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Datong Song' 'Yu Li' _publ_contact_author_name 'Datong Song' _publ_contact_author_email dsong@chem.utoronto.ca data_2a _database_code_depnum_ccdc_archive 'CCDC 791231' #TrackingRef '- ESI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 O4' _chemical_formula_weight 324.36 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.4169(6) _cell_length_b 9.8259(6) _cell_length_c 14.0212(9) _cell_angle_alpha 90.00 _cell_angle_beta 91.585(5) _cell_angle_gamma 90.00 _cell_volume 1710.03(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 20362 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 32.01 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6529 _exptl_absorpt_correction_T_max 0.7768 _exptl_absorpt_process_details 'Bruker Apex 2' _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20362 _diffrn_reflns_av_R_equivalents 0.0711 _diffrn_reflns_av_sigmaI/netI 0.0694 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 32.01 _reflns_number_total 2945 _reflns_number_gt 1498 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0494P)^2^+0.8525P] 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 2945 _refine_ls_number_parameters 110 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1338 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1332 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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 C1 C 0.13859(12) 0.8223(2) 0.42431(13) 0.0412(5) Uani 1 1 d . . . H1A H 0.1660 0.7302 0.4365 0.062 Uiso 1 1 calc R . . H1B H 0.1497 0.8781 0.4817 0.062 Uiso 1 1 calc R . . H1C H 0.1772 0.8629 0.3713 0.062 Uiso 1 1 calc R . . C2 C -0.02212(12) 0.93647(17) 0.38151(11) 0.0285(4) Uani 1 1 d . . . C3 C -0.13909(11) 0.92423(15) 0.35846(10) 0.0242(3) Uani 1 1 d . . . C4 C -0.19860(11) 0.81082(16) 0.38442(11) 0.0263(3) Uani 1 1 d . . . H4A H -0.1640 0.7365 0.4159 0.032 Uiso 1 1 calc R . . C5 C -0.30879(12) 0.80625(16) 0.36424(11) 0.0278(3) Uani 1 1 d . . . H5A H -0.3493 0.7297 0.3839 0.033 Uiso 1 1 calc R . . C6 C -0.36066(11) 0.91225(16) 0.31556(10) 0.0245(3) Uani 1 1 d . . . C7 C -0.29971(12) 1.02499(17) 0.28939(11) 0.0286(4) Uani 1 1 d . . . H7A H -0.3337 1.0982 0.2561 0.034 Uiso 1 1 calc R . . C8 C -0.19030(12) 1.03150(16) 0.31126(12) 0.0291(4) Uani 1 1 d . . . H8A H -0.1502 1.1096 0.2939 0.035 Uiso 1 1 calc R . . C9 C -0.47941(11) 0.90769(16) 0.29456(11) 0.0256(3) Uani 1 1 d . . . C10 C -0.54680(13) 0.9026(2) 0.38238(12) 0.0389(5) Uani 1 1 d . . . H10A H -0.6218 0.8824 0.3637 0.058 Uiso 1 1 calc R . . H10B H -0.5433 0.9907 0.4151 0.058 Uiso 1 1 calc R . . H10C H -0.5192 0.8313 0.4254 0.058 Uiso 1 1 calc R . . O1 O 0.02464(8) 0.81588(11) 0.39983(8) 0.0334(3) Uani 1 1 d . . . O2 O 0.02634(9) 1.04259(13) 0.38415(10) 0.0427(3) Uani 1 1 d . . . 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 C1 0.0189(8) 0.0598(13) 0.0447(11) -0.0020(9) -0.0045(7) 0.0051(7) C2 0.0211(7) 0.0353(9) 0.0291(8) -0.0010(7) 0.0002(6) -0.0033(6) C3 0.0204(7) 0.0271(8) 0.0250(8) -0.0033(6) -0.0007(5) -0.0027(6) C4 0.0226(7) 0.0266(8) 0.0295(8) 0.0019(7) -0.0048(6) -0.0007(6) C5 0.0228(7) 0.0273(8) 0.0329(9) 0.0016(7) -0.0037(6) -0.0063(6) C6 0.0213(7) 0.0287(8) 0.0233(8) -0.0028(6) -0.0026(5) -0.0018(6) C7 0.0261(8) 0.0290(9) 0.0305(9) 0.0032(7) -0.0048(6) 0.0006(6) C8 0.0253(8) 0.0281(9) 0.0337(9) 0.0040(7) -0.0009(6) -0.0066(6) C9 0.0193(7) 0.0300(9) 0.0275(8) 0.0003(7) -0.0024(5) -0.0007(6) C10 0.0236(8) 0.0644(13) 0.0284(9) 0.0015(8) -0.0022(6) 0.0000(8) O1 0.0197(5) 0.0388(7) 0.0413(7) -0.0021(5) -0.0047(4) 0.0020(5) O2 0.0261(6) 0.0415(8) 0.0601(9) 0.0047(6) -0.0047(5) -0.0118(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 C1 O1 1.4481(18) . ? C2 O2 1.2040(19) . ? C2 O1 1.3411(19) . ? C2 C3 1.484(2) . ? C3 C8 1.389(2) . ? C3 C4 1.391(2) . ? C4 C5 1.390(2) . ? C5 C6 1.393(2) . ? C6 C7 1.396(2) . ? C6 C9 1.4962(19) . ? C7 C8 1.386(2) . ? C9 C9 1.337(3) 2_455 ? C9 C10 1.509(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 O2 C2 O1 123.09(14) . . ? O2 C2 C3 124.20(15) . . ? O1 C2 C3 112.70(13) . . ? C8 C3 C4 119.53(13) . . ? C8 C3 C2 118.33(13) . . ? C4 C3 C2 122.12(14) . . ? C5 C4 C3 119.97(14) . . ? C4 C5 C6 120.97(14) . . ? C5 C6 C7 118.37(13) . . ? C5 C6 C9 120.91(13) . . ? C7 C6 C9 120.69(14) . . ? C8 C7 C6 120.90(14) . . ? C7 C8 C3 120.22(14) . . ? C9 C9 C6 122.22(17) 2_455 . ? C9 C9 C10 123.81(17) 2_455 . ? C6 C9 C10 113.97(13) . . ? C2 O1 C1 114.95(13) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 32.01 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.306 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.050 #===>END data_2b _database_code_depnum_ccdc_archive 'CCDC 791232' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 O4' _chemical_formula_weight 324.36 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.0232(12) _cell_length_b 8.3543(12) _cell_length_c 17.166(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.840(5) _cell_angle_gamma 90.00 _cell_volume 1703.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9076 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 33.67 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6694 _exptl_absorpt_correction_T_max 0.7462 _exptl_absorpt_process_details 'bruker apex 2' _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9076 _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 33.67 _reflns_number_total 3331 _reflns_number_gt 1928 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0776P)^2^+0.6247P] 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 3331 _refine_ls_number_parameters 110 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1105 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1646 _refine_ls_wR_factor_gt 0.1353 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 C1 C 0.19085(16) 0.44046(19) -0.07157(10) 0.0386(4) Uani 1 1 d . . . H1A H 0.1592 0.4560 -0.1272 0.058 Uiso 1 1 calc R . . H1B H 0.1726 0.3325 -0.0550 0.058 Uiso 1 1 calc R . . H1C H 0.2728 0.4535 -0.0648 0.058 Uiso 1 1 calc R . . C2 C 0.17943(12) 0.54992(16) 0.05390(8) 0.0250(3) Uani 1 1 d . . . C3 C 0.13214(12) 0.68158(16) 0.09681(8) 0.0224(3) Uani 1 1 d . . . C4 C 0.05112(12) 0.78559(17) 0.05887(8) 0.0247(3) Uani 1 1 d . . . H4A H 0.0210 0.7685 0.0050 0.030 Uiso 1 1 calc R . . C5 C 0.01407(12) 0.91361(17) 0.09891(8) 0.0241(3) Uani 1 1 d . . . H5A H -0.0409 0.9842 0.0721 0.029 Uiso 1 1 calc R . . C6 C 0.05616(11) 0.94082(15) 0.17824(7) 0.0204(3) Uani 1 1 d . . . C7 C 0.13479(13) 0.83304(17) 0.21702(8) 0.0265(3) Uani 1 1 d . . . H7A H 0.1627 0.8476 0.2714 0.032 Uiso 1 1 calc R . . C8 C 0.17249(13) 0.70441(18) 0.17648(8) 0.0277(3) Uani 1 1 d . . . H8A H 0.2260 0.6319 0.2034 0.033 Uiso 1 1 calc R . . C9 C 0.02376(12) 1.08941(15) 0.21721(7) 0.0214(3) Uani 1 1 d . . . C10 C 0.05050(15) 1.24333(17) 0.17716(9) 0.0314(3) Uani 1 1 d . . . H10A H 0.0728 1.3258 0.2171 0.047 Uiso 1 1 calc R . . H10B H -0.0163 1.2792 0.1414 0.047 Uiso 1 1 calc R . . H10C H 0.1123 1.2245 0.1471 0.047 Uiso 1 1 calc R . . O1 O 0.14357(11) 0.55735(13) -0.02400(6) 0.0351(3) Uani 1 1 d . . . O2 O 0.24354(10) 0.44896(14) 0.08442(7) 0.0367(3) Uani 1 1 d . . . 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 C1 0.0507(11) 0.0310(8) 0.0382(8) -0.0110(6) 0.0202(8) 0.0025(7) C2 0.0268(7) 0.0212(6) 0.0289(7) -0.0013(5) 0.0104(5) -0.0003(6) C3 0.0248(7) 0.0198(6) 0.0240(6) 0.0002(5) 0.0084(5) 0.0005(5) C4 0.0270(7) 0.0261(6) 0.0208(6) -0.0016(5) 0.0033(5) 0.0013(6) C5 0.0257(7) 0.0241(6) 0.0224(6) 0.0000(5) 0.0031(5) 0.0037(5) C6 0.0229(6) 0.0200(6) 0.0197(5) 0.0016(4) 0.0074(5) -0.0011(5) C7 0.0332(8) 0.0264(7) 0.0194(5) 0.0005(5) 0.0024(5) 0.0039(6) C8 0.0310(8) 0.0262(7) 0.0258(6) 0.0026(5) 0.0034(5) 0.0078(6) C9 0.0249(7) 0.0196(6) 0.0194(5) 0.0020(4) 0.0029(5) 0.0000(5) C10 0.0466(9) 0.0220(7) 0.0271(7) 0.0022(5) 0.0108(6) -0.0012(6) O1 0.0495(7) 0.0300(6) 0.0273(5) -0.0048(4) 0.0106(5) 0.0102(5) O2 0.0413(7) 0.0306(6) 0.0386(6) -0.0022(5) 0.0073(5) 0.0122(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 C1 O1 1.4445(17) . ? C2 O2 1.2066(18) . ? C2 O1 1.3419(18) . ? C2 C3 1.4847(18) . ? C3 C4 1.390(2) . ? C3 C8 1.3923(19) . ? C4 C5 1.3816(19) . ? C5 C6 1.3967(18) . ? C6 C7 1.3979(19) . ? C6 C9 1.4901(18) . ? C7 C8 1.393(2) . ? C9 C9 1.338(2) 2 ? C9 C10 1.5158(18) . ? 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 O2 C2 O1 123.44(13) . . ? O2 C2 C3 124.77(13) . . ? O1 C2 C3 111.79(12) . . ? C4 C3 C8 119.20(12) . . ? C4 C3 C2 121.65(12) . . ? C8 C3 C2 119.12(13) . . ? C5 C4 C3 120.46(12) . . ? C4 C5 C6 120.99(13) . . ? C5 C6 C7 118.47(12) . . ? C5 C6 C9 119.52(12) . . ? C7 C6 C9 121.81(12) . . ? C8 C7 C6 120.47(13) . . ? C3 C8 C7 120.35(13) . . ? C9 C9 C6 123.53(7) 2 . ? C9 C9 C10 121.95(7) 2 . ? C6 C9 C10 114.51(11) . . ? C2 O1 C1 115.98(12) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 33.67 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.407 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.056 #===>END data_3a _database_code_depnum_ccdc_archive 'CCDC 791233' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H18 Br2 O4' _chemical_formula_weight 482.16 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.6686(2) _cell_length_b 7.1886(3) _cell_length_c 12.3615(5) _cell_angle_alpha 75.833(2) _cell_angle_beta 80.6490(10) _cell_angle_gamma 79.1370(10) _cell_volume 476.06(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8066 _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.682 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 240 _exptl_absorpt_coefficient_mu 4.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6210 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'bruker apex 2' _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8066 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2179 _reflns_number_gt 2060 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0238P)^2^+0.2219P] 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 2179 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0223 _refine_ls_R_factor_gt 0.0204 _refine_ls_wR_factor_ref 0.0523 _refine_ls_wR_factor_gt 0.0515 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 O1 O -0.1776(2) 1.68280(18) 0.15049(10) 0.0243(3) Uani 1 1 d . . . O2 O 0.1482(2) 1.6682(2) 0.02111(11) 0.0317(3) Uani 1 1 d . . . C1 C -0.3014(4) 1.8387(3) 0.07130(16) 0.0300(4) Uani 1 1 d . . . H1A H -0.4632 1.8825 0.1067 0.045 Uiso 1 1 calc R . . H1B H -0.3158 1.7919 0.0049 0.045 Uiso 1 1 calc R . . H1C H -0.2090 1.9472 0.0486 0.045 Uiso 1 1 calc R . . C2 C 0.0465(3) 1.6085(2) 0.11326(14) 0.0195(3) Uani 1 1 d . . . C3 C 0.1548(3) 1.4450(2) 0.19983(13) 0.0164(3) Uani 1 1 d . . . C4 C 0.0212(3) 1.3743(2) 0.30196(13) 0.0168(3) Uani 1 1 d . . . H4A H -0.1440 1.4275 0.3172 0.020 Uiso 1 1 calc R . . C5 C 0.1319(3) 1.2252(2) 0.38124(13) 0.0171(3) Uani 1 1 d . . . H5A H 0.0402 1.1756 0.4503 0.021 Uiso 1 1 calc R . . C6 C 0.3751(3) 1.1476(2) 0.36107(13) 0.0152(3) Uani 1 1 d . . . C7 C 0.5051(3) 1.2163(2) 0.25730(14) 0.0174(3) Uani 1 1 d . . . H7A H 0.6693 1.1610 0.2412 0.021 Uiso 1 1 calc R . . C8 C 0.3963(3) 1.3647(2) 0.17756(13) 0.0183(3) Uani 1 1 d . . . H8A H 0.4866 1.4116 0.1076 0.022 Uiso 1 1 calc R . . C9 C 0.4947(3) 0.9901(2) 0.44769(13) 0.0154(3) Uani 1 1 d . . . C10 C 0.5991(3) 0.8060(2) 0.40925(14) 0.0178(3) Uani 1 1 d . . . H10A H 0.6816 0.7118 0.4696 0.021 Uiso 1 1 calc R . . H10B H 0.7205 0.8336 0.3425 0.021 Uiso 1 1 calc R . . Br1 Br 0.34092(3) 0.69301(2) 0.371117(14) 0.02369(7) Uani 1 1 d . . . 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 O1 0.0215(6) 0.0247(6) 0.0207(6) 0.0005(5) -0.0041(5) 0.0053(5) O2 0.0296(7) 0.0333(7) 0.0216(7) 0.0047(5) 0.0016(5) 0.0032(6) C1 0.0288(9) 0.0283(9) 0.0260(10) 0.0025(7) -0.0094(7) 0.0072(7) C2 0.0211(8) 0.0193(8) 0.0190(8) -0.0049(6) -0.0045(6) -0.0025(6) C3 0.0182(8) 0.0155(7) 0.0164(8) -0.0043(6) -0.0046(6) -0.0018(6) C4 0.0144(7) 0.0174(7) 0.0194(8) -0.0060(6) -0.0023(6) -0.0014(6) C5 0.0175(7) 0.0174(7) 0.0162(7) -0.0037(6) -0.0003(6) -0.0037(6) C6 0.0174(7) 0.0135(7) 0.0168(7) -0.0062(6) -0.0034(6) -0.0025(6) C7 0.0138(7) 0.0186(8) 0.0203(8) -0.0075(6) -0.0012(6) -0.0006(6) C8 0.0201(8) 0.0199(8) 0.0149(7) -0.0041(6) 0.0002(6) -0.0050(6) C9 0.0145(7) 0.0139(7) 0.0178(8) -0.0043(6) -0.0014(6) -0.0016(6) C10 0.0181(7) 0.0166(7) 0.0205(8) -0.0075(6) -0.0039(6) -0.0010(6) Br1 0.02563(10) 0.02104(10) 0.02828(11) -0.01159(7) -0.00251(7) -0.00585(7) _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 O1 C2 1.336(2) . ? O1 C1 1.4479(19) . ? O2 C2 1.206(2) . ? C2 C3 1.493(2) . ? C3 C8 1.393(2) . ? C3 C4 1.395(2) . ? C4 C5 1.391(2) . ? C5 C6 1.393(2) . ? C6 C7 1.397(2) . ? C6 C9 1.497(2) . ? C7 C8 1.388(2) . ? C9 C9 1.347(3) 2_676 ? C9 C10 1.500(2) . ? C10 Br1 1.9708(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 C2 O1 C1 116.01(14) . . ? O2 C2 O1 123.70(15) . . ? O2 C2 C3 124.53(16) . . ? O1 C2 C3 111.76(14) . . ? C8 C3 C4 119.92(14) . . ? C8 C3 C2 118.52(15) . . ? C4 C3 C2 121.56(15) . . ? C5 C4 C3 119.46(15) . . ? C4 C5 C6 121.07(15) . . ? C5 C6 C7 118.85(14) . . ? C5 C6 C9 120.85(14) . . ? C7 C6 C9 120.29(14) . . ? C8 C7 C6 120.48(15) . . ? C7 C8 C3 120.16(15) . . ? C9 C9 C6 123.12(18) 2_676 . ? C9 C9 C10 122.38(18) 2_676 . ? C6 C9 C10 114.49(13) . . ? C9 C10 Br1 110.23(11) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.437 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.062 #===>END data_3b _database_code_depnum_ccdc_archive 'CCDC 791234' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H20 Br2 Cl2 O4' _chemical_formula_weight 567.09 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 10.7778(5) _cell_length_b 11.6120(5) _cell_length_c 18.5198(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.184(3) _cell_angle_gamma 90.00 _cell_volume 2299.59(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27090 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 30.65 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 3.782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6100 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details 'Bruker Apex 2' _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 27090 _diffrn_reflns_av_R_equivalents 0.0587 _diffrn_reflns_av_sigmaI/netI 0.0855 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 30.65 _reflns_number_total 7017 _reflns_number_gt 3782 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0381P)^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 7017 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1208 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.0853 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 C1 C 0.5143(3) 1.5174(2) 0.21994(17) 0.0354(8) Uani 1 1 d . . . H1A H 0.5874 1.5527 0.2022 0.053 Uiso 1 1 calc R . . H1B H 0.5344 1.4985 0.2717 0.053 Uiso 1 1 calc R . . H1C H 0.4441 1.5716 0.2136 0.053 Uiso 1 1 calc R . . C2 C 0.3821(3) 1.3567(2) 0.19865(14) 0.0231(6) Uani 1 1 d . . . C3 C 0.3501(3) 1.2516(2) 0.15420(14) 0.0206(6) Uani 1 1 d . . . C4 C 0.2556(3) 1.1811(2) 0.17324(14) 0.0222(6) Uani 1 1 d . . . H4A H 0.2115 1.2024 0.2125 0.027 Uiso 1 1 calc R . . C5 C 0.2245(3) 1.0797(2) 0.13561(14) 0.0218(6) Uani 1 1 d . . . H5A H 0.1602 1.0318 0.1496 0.026 Uiso 1 1 calc R . . C6 C 0.2870(3) 1.0480(2) 0.07762(13) 0.0187(6) Uani 1 1 d . . . C7 C 0.3819(3) 1.1194(2) 0.05793(14) 0.0231(6) Uani 1 1 d . . . H7A H 0.4250 1.0985 0.0182 0.028 Uiso 1 1 calc R . . C8 C 0.4137(3) 1.2206(2) 0.09596(14) 0.0236(6) Uani 1 1 d . . . H8A H 0.4785 1.2684 0.0824 0.028 Uiso 1 1 calc R . . C9 C 0.2598(2) 0.9362(2) 0.03844(14) 0.0194(6) Uani 1 1 d . . . C10 C 0.2709(3) 0.8309(2) 0.08535(14) 0.0229(6) Uani 1 1 d . . . H10A H 0.2234 0.7670 0.0596 0.028 Uiso 1 1 calc R . . H10B H 0.2346 0.8465 0.1309 0.028 Uiso 1 1 calc R . . C11 C 0.2325(2) 0.9305(2) -0.03429(14) 0.0197(6) Uani 1 1 d . . . C12 C 0.2320(3) 0.8187(2) -0.07491(15) 0.0240(6) Uani 1 1 d . . . H12A H 0.2835 0.7615 -0.0449 0.029 Uiso 1 1 calc R . . H12B H 0.2697 0.8304 -0.1205 0.029 Uiso 1 1 calc R . . C13 C 0.2005(3) 1.0353(2) -0.07944(13) 0.0191(6) Uani 1 1 d . . . C14 C 0.1013(3) 1.1059(2) -0.06507(14) 0.0222(6) Uani 1 1 d . . . H14A H 0.0553 1.0869 -0.0262 0.027 Uiso 1 1 calc R . . C15 C 0.0689(3) 1.2028(2) -0.10657(14) 0.0219(6) Uani 1 1 d . . . H15A H 0.0009 1.2496 -0.0964 0.026 Uiso 1 1 calc R . . C16 C 0.1368(3) 1.2317(2) -0.16353(13) 0.0188(6) Uani 1 1 d . . . C17 C 0.2353(3) 1.1613(2) -0.17834(14) 0.0231(6) Uani 1 1 d . . . H17A H 0.2819 1.1806 -0.2169 0.028 Uiso 1 1 calc R . . C18 C 0.2656(3) 1.0633(2) -0.13708(14) 0.0230(6) Uani 1 1 d . . . H18A H 0.3315 1.0149 -0.1484 0.028 Uiso 1 1 calc R . . C19 C 0.1092(3) 1.3361(2) -0.20958(15) 0.0228(6) Uani 1 1 d . . . C20 C -0.0150(3) 1.5023(2) -0.23155(16) 0.0320(8) Uani 1 1 d . . . H20A H -0.0843 1.5425 -0.2129 0.048 Uiso 1 1 calc R . . H20B H -0.0393 1.4816 -0.2827 0.048 Uiso 1 1 calc R . . H20C H 0.0584 1.5528 -0.2277 0.048 Uiso 1 1 calc R . . C21 C 0.8056(4) 1.5559(3) 0.01210(18) 0.0516(10) Uani 1 1 d . . . H21A H 0.8805 1.5443 0.0482 0.062 Uiso 1 1 calc R . . H21B H 0.7976 1.6395 0.0020 0.062 Uiso 1 1 calc R . . O1 O 0.48052(19) 1.41305(16) 0.17902(10) 0.0293(5) Uani 1 1 d . . . O2 O 0.3252(2) 1.38771(17) 0.24751(11) 0.0333(5) Uani 1 1 d . . . O3 O 0.01508(19) 1.39844(16) -0.18912(10) 0.0279(5) Uani 1 1 d . . . O4 O 0.1658(2) 1.36178(17) -0.25937(11) 0.0361(5) Uani 1 1 d . . . Br1 Br 0.44716(3) 0.78625(3) 0.108616(18) 0.03945(11) Uani 1 1 d . . . Br2 Br 0.06083(3) 0.75918(3) -0.09842(2) 0.04358(12) Uani 1 1 d . . . Cl1 Cl 0.67429(12) 1.50898(11) 0.04923(7) 0.0887(4) Uani 1 1 d . . . Cl2 Cl 0.82716(10) 1.48391(7) -0.06842(5) 0.0514(3) Uani 1 1 d . . . 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 C1 0.041(2) 0.0261(16) 0.0388(19) -0.0088(14) 0.0035(15) -0.0076(14) C2 0.0268(17) 0.0227(15) 0.0188(15) 0.0017(12) -0.0011(13) 0.0044(13) C3 0.0235(15) 0.0212(14) 0.0163(14) 0.0004(12) -0.0010(11) 0.0060(12) C4 0.0272(16) 0.0266(15) 0.0140(13) -0.0015(12) 0.0069(12) 0.0033(13) C5 0.0248(16) 0.0226(14) 0.0185(14) 0.0042(12) 0.0050(12) -0.0007(12) C6 0.0218(15) 0.0211(14) 0.0128(13) 0.0008(11) 0.0001(11) 0.0002(11) C7 0.0279(17) 0.0269(15) 0.0152(14) -0.0038(12) 0.0062(12) -0.0028(13) C8 0.0248(16) 0.0254(15) 0.0211(15) -0.0017(12) 0.0055(12) -0.0042(12) C9 0.0207(15) 0.0197(14) 0.0174(14) 0.0008(11) 0.0013(11) -0.0017(11) C10 0.0243(16) 0.0235(15) 0.0216(15) 0.0037(12) 0.0054(12) 0.0003(12) C11 0.0209(15) 0.0167(14) 0.0221(15) -0.0003(12) 0.0049(12) 0.0016(11) C12 0.0260(16) 0.0217(15) 0.0243(15) -0.0017(12) 0.0033(12) 0.0000(12) C13 0.0248(16) 0.0170(13) 0.0148(13) -0.0038(11) -0.0008(11) -0.0025(11) C14 0.0249(17) 0.0250(15) 0.0178(14) 0.0001(12) 0.0073(12) -0.0024(12) C15 0.0215(16) 0.0213(14) 0.0238(15) 0.0008(12) 0.0059(12) -0.0012(12) C16 0.0194(15) 0.0216(14) 0.0152(13) -0.0008(11) 0.0015(11) -0.0013(11) C17 0.0283(16) 0.0280(15) 0.0148(14) -0.0019(12) 0.0094(12) -0.0018(13) C18 0.0272(17) 0.0220(15) 0.0206(15) -0.0031(12) 0.0063(12) 0.0028(12) C19 0.0255(16) 0.0221(15) 0.0200(15) 0.0003(12) -0.0002(13) -0.0022(13) C20 0.037(2) 0.0247(16) 0.0339(18) 0.0090(14) 0.0029(15) 0.0093(13) C21 0.062(3) 0.049(2) 0.044(2) -0.0125(18) 0.0081(19) -0.004(2) O1 0.0331(13) 0.0266(11) 0.0291(11) -0.0090(9) 0.0082(9) -0.0073(9) O2 0.0387(14) 0.0323(12) 0.0306(12) -0.0100(9) 0.0113(10) -0.0023(10) O3 0.0309(12) 0.0288(11) 0.0251(11) 0.0084(9) 0.0075(9) 0.0073(9) O4 0.0469(15) 0.0337(12) 0.0311(12) 0.0120(10) 0.0186(11) 0.0069(10) Br1 0.0334(2) 0.03823(19) 0.0453(2) 0.01433(15) -0.00070(15) 0.00625(15) Br2 0.0350(2) 0.0418(2) 0.0523(2) -0.01899(17) -0.00095(16) -0.00714(16) Cl1 0.0831(9) 0.0830(8) 0.1118(10) -0.0089(7) 0.0586(8) 0.0022(7) Cl2 0.0750(7) 0.0430(5) 0.0376(5) -0.0044(4) 0.0122(5) 0.0000(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 C1 O1 1.452(3) . ? C2 O2 1.210(3) . ? C2 O1 1.334(3) . ? C2 C3 1.489(4) . ? C3 C4 1.387(4) . ? C3 C8 1.396(4) . ? C4 C5 1.387(4) . ? C5 C6 1.387(4) . ? C6 C7 1.400(4) . ? C6 C9 1.498(4) . ? C7 C8 1.390(4) . ? C9 C11 1.344(4) . ? C9 C10 1.496(3) . ? C10 Br1 1.965(3) . ? C11 C13 1.492(4) . ? C11 C12 1.500(4) . ? C12 Br2 1.968(3) . ? C13 C18 1.387(4) . ? C13 C14 1.399(4) . ? C14 C15 1.383(4) . ? C15 C16 1.398(4) . ? C16 C17 1.393(4) . ? C16 C19 1.491(4) . ? C17 C18 1.387(4) . ? C19 O4 1.205(3) . ? C19 O3 1.338(3) . ? C20 O3 1.454(3) . ? C21 Cl1 1.737(4) . ? C21 Cl2 1.750(3) . ? 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 O2 C2 O1 123.6(3) . . ? O2 C2 C3 123.6(3) . . ? O1 C2 C3 112.9(2) . . ? C4 C3 C8 119.4(2) . . ? C4 C3 C2 118.1(2) . . ? C8 C3 C2 122.5(3) . . ? C3 C4 C5 120.8(3) . . ? C6 C5 C4 120.3(3) . . ? C5 C6 C7 119.1(2) . . ? C5 C6 C9 121.4(2) . . ? C7 C6 C9 119.5(2) . . ? C8 C7 C6 120.7(3) . . ? C7 C8 C3 119.7(3) . . ? C11 C9 C10 122.2(2) . . ? C11 C9 C6 122.2(2) . . ? C10 C9 C6 115.5(2) . . ? C9 C10 Br1 110.38(19) . . ? C9 C11 C13 121.9(2) . . ? C9 C11 C12 122.1(2) . . ? C13 C11 C12 116.0(2) . . ? C11 C12 Br2 111.04(19) . . ? C18 C13 C14 118.8(2) . . ? C18 C13 C11 121.2(2) . . ? C14 C13 C11 120.0(2) . . ? C15 C14 C13 121.1(3) . . ? C14 C15 C16 119.7(3) . . ? C17 C16 C15 119.4(2) . . ? C17 C16 C19 117.8(2) . . ? C15 C16 C19 122.7(2) . . ? C18 C17 C16 120.4(3) . . ? C13 C18 C17 120.6(3) . . ? O4 C19 O3 123.9(3) . . ? O4 C19 C16 123.7(3) . . ? O3 C19 C16 112.5(2) . . ? Cl1 C21 Cl2 112.9(2) . . ? C2 O1 C1 115.0(2) . . ? C19 O3 C20 114.9(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 30.65 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.720 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.094 #===>END data_4 _database_code_depnum_ccdc_archive 'CCDC 791235' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H24 O4 S2' _chemical_formula_weight 416.53 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' O O 0.0106 0.0060 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7087(5) _cell_length_b 8.0642(3) _cell_length_c 9.4794(6) _cell_angle_alpha 85.956(2) _cell_angle_beta 88.701(2) _cell_angle_gamma 63.240(2) _cell_volume 524.83(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8691 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 220 _exptl_absorpt_coefficient_mu 0.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6695 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'bruker apex 2' _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8691 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2369 _reflns_number_gt 2147 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0526P)^2^+0.2601P] 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 2369 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _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 O1 O 0.61189(17) 0.72370(18) 1.58103(12) 0.0349(3) Uani 1 1 d . . . O2 O 0.80727(18) 0.7571(2) 1.41586(14) 0.0411(3) Uani 1 1 d . . . C1 C 0.7688(3) 0.6700(3) 1.68338(19) 0.0402(4) Uani 1 1 d . . . H1A H 0.7258 0.6440 1.7768 0.060 Uiso 1 1 calc R . . H1B H 0.8048 0.7716 1.6877 0.060 Uiso 1 1 calc R . . H1C H 0.8815 0.5582 1.6547 0.060 Uiso 1 1 calc R . . C2 C 0.6534(2) 0.7626(2) 1.44958(17) 0.0272(3) Uani 1 1 d . . . C3 C 0.4886(2) 0.8107(2) 1.34908(16) 0.0240(3) Uani 1 1 d . . . C4 C 0.5176(2) 0.8483(2) 1.20717(16) 0.0252(3) Uani 1 1 d . . . H4A H 0.6362 0.8490 1.1786 0.030 Uiso 1 1 calc R . . C5 C 0.3742(2) 0.8848(2) 1.10793(16) 0.0246(3) Uani 1 1 d . . . H5A H 0.3961 0.9086 1.0112 0.030 Uiso 1 1 calc R . . C6 C 0.1974(2) 0.8871(2) 1.14772(16) 0.0225(3) Uani 1 1 d . . . C7 C 0.1690(2) 0.8505(2) 1.29011(17) 0.0282(3) Uani 1 1 d . . . H7A H 0.0498 0.8514 1.3191 0.034 Uiso 1 1 calc R . . C8 C 0.3135(2) 0.8127(2) 1.39001(17) 0.0287(3) Uani 1 1 d . . . H8A H 0.2924 0.7882 1.4867 0.034 Uiso 1 1 calc R . . C9 C 0.0456(2) 0.9193(2) 1.03924(15) 0.0216(3) Uani 1 1 d . . . C10 C 0.0127(2) 0.7518(2) 1.01952(16) 0.0234(3) Uani 1 1 d . . . H10A H -0.0939 0.7866 0.9499 0.028 Uiso 1 1 calc R . . H10B H -0.0287 0.7133 1.1105 0.028 Uiso 1 1 calc R . . C11 C 0.2735(3) 0.6552(3) 0.7956(2) 0.0404(4) Uani 1 1 d . . . H11A H 0.3888 0.5616 0.7512 0.061 Uiso 1 1 calc R . . H11B H 0.2954 0.7624 0.8140 0.061 Uiso 1 1 calc R . . H11C H 0.1611 0.6958 0.7321 0.061 Uiso 1 1 calc R . . S1 S 0.22796(6) 0.55624(5) 0.95904(5) 0.03184(15) Uani 1 1 d . . . 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 O1 0.0296(6) 0.0505(7) 0.0261(6) 0.0072(5) -0.0078(5) -0.0203(6) O2 0.0255(6) 0.0630(9) 0.0379(7) 0.0092(6) -0.0065(5) -0.0240(6) C1 0.0349(10) 0.0509(11) 0.0323(9) 0.0085(8) -0.0150(7) -0.0178(8) C2 0.0247(8) 0.0274(7) 0.0291(8) 0.0015(6) -0.0029(6) -0.0117(6) C3 0.0216(7) 0.0252(7) 0.0255(7) 0.0004(5) -0.0019(6) -0.0111(6) C4 0.0193(7) 0.0285(7) 0.0283(8) 0.0011(6) 0.0012(6) -0.0117(6) C5 0.0220(7) 0.0300(7) 0.0223(7) 0.0022(6) 0.0008(6) -0.0126(6) C6 0.0207(7) 0.0231(7) 0.0244(7) 0.0009(5) -0.0020(5) -0.0108(6) C7 0.0236(7) 0.0391(9) 0.0267(8) 0.0019(6) 0.0017(6) -0.0191(7) C8 0.0283(8) 0.0391(9) 0.0218(7) 0.0026(6) 0.0009(6) -0.0186(7) C9 0.0194(7) 0.0249(7) 0.0229(7) -0.0014(5) 0.0019(5) -0.0121(6) C10 0.0212(7) 0.0233(7) 0.0276(7) 0.0001(5) 0.0001(6) -0.0121(5) C11 0.0469(11) 0.0417(10) 0.0372(10) -0.0076(8) 0.0141(8) -0.0239(8) S1 0.0312(2) 0.0246(2) 0.0395(3) -0.00302(16) 0.00720(17) -0.01252(17) _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 O1 C2 1.331(2) . ? O1 C1 1.4539(19) . ? O2 C2 1.203(2) . ? C2 C3 1.494(2) . ? C3 C8 1.389(2) . ? C3 C4 1.393(2) . ? C4 C5 1.382(2) . ? C5 C6 1.399(2) . ? C6 C7 1.395(2) . ? C6 C9 1.496(2) . ? C7 C8 1.390(2) . ? C9 C9 1.344(3) 2_577 ? C9 C10 1.5068(19) . ? C10 S1 1.8158(15) . ? C11 S1 1.7932(19) . ? 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 C2 O1 C1 114.97(13) . . ? O2 C2 O1 123.61(15) . . ? O2 C2 C3 124.16(15) . . ? O1 C2 C3 112.22(13) . . ? C8 C3 C4 119.45(14) . . ? C8 C3 C2 123.14(14) . . ? C4 C3 C2 117.37(13) . . ? C5 C4 C3 120.15(14) . . ? C4 C5 C6 120.96(14) . . ? C7 C6 C5 118.51(13) . . ? C7 C6 C9 120.66(13) . . ? C5 C6 C9 120.77(13) . . ? C8 C7 C6 120.63(14) . . ? C3 C8 C7 120.29(14) . . ? C9 C9 C6 122.68(16) 2_577 . ? C9 C9 C10 122.96(17) 2_577 . ? C6 C9 C10 114.26(12) . . ? C9 C10 S1 112.75(10) . . ? C11 S1 C10 101.28(8) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.661 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.055 #===>END data_6 _database_code_depnum_ccdc_archive 'CCDC 791236' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H57 O13 S7 Tb' _chemical_formula_weight 1105.18 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' O O 0.0106 0.0060 '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' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.6859(5) _cell_length_b 16.9435(4) _cell_length_c 28.0346(6) _cell_angle_alpha 90.00 _cell_angle_beta 101.6030(10) _cell_angle_gamma 90.00 _cell_volume 12882.2(5) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 13994 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 27.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.140 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4528 _exptl_absorpt_coefficient_mu 1.367 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7909 _exptl_absorpt_correction_T_max 0.8754 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13994 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 27.00 _reflns_number_total 13994 _reflns_number_gt 9772 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.1067P)^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 13994 _refine_ls_number_parameters 532 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0547 _refine_ls_wR_factor_ref 0.1671 _refine_ls_wR_factor_gt 0.1528 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Tb1 Tb 0.298883(7) 0.730138(15) 0.955562(7) 0.02234(9) Uani 1 1 d . . . O1 O 0.31397(15) 0.7731(2) 0.87641(13) 0.0404(9) Uani 1 1 d . A . O2 O 0.37859(14) 0.7723(2) 0.93631(15) 0.0447(10) Uani 1 1 d . A . O3 O 0.30205(12) 0.8714(2) 0.95758(12) 0.0384(9) Uani 1 1 d . A . O4 O 0.25041(12) 0.6566(2) 0.99606(12) 0.0331(8) Uani 1 1 d . . . O5 O 0.21974(12) 0.7610(2) 0.91616(12) 0.0393(9) Uani 1 1 d . . . O6 O 0.33681(12) 0.7475(3) 1.03662(12) 0.0381(10) Uani 1 1 d . . . O7 O 0.35831(13) 0.6230(2) 0.97330(16) 0.0491(11) Uani 1 1 d . . . O8 O 0.27633(15) 0.6225(3) 0.89890(14) 0.0509(11) Uani 1 1 d . . . O9 O 0.1844(2) 0.4374(4) 0.8220(2) 0.096(2) Uani 1 1 d . . . O10 O 0.0082(3) 0.9951(5) 1.1515(4) 0.160(4) Uani 1 1 d . . . O11 O 0.3954(3) 0.7335(4) 0.6500(3) 0.117(3) Uani 1 1 d . . . O12 O 0.1860(2) 0.9913(5) 0.7668(2) 0.118(3) Uani 1 1 d . . . O13 O 0.4615(2) 1.0193(5) 1.0516(3) 0.125(3) Uani 1 1 d . . . C1 C 0.3597(2) 0.7810(3) 0.8921(2) 0.0392(14) Uani 1 1 d . . . C2 C 0.3880(4) 0.7960(8) 0.8537(4) 0.0361(10) Uani 0.65 1 d P A 1 C3 C 0.3671(3) 0.7977(7) 0.8043(3) 0.0361(10) Uani 0.65 1 d P A 1 H3A H 0.3324 0.7916 0.7943 0.043 Uiso 0.65 1 calc PR A 1 C4 C 0.3949(3) 0.8079(6) 0.7698(3) 0.0361(10) Uani 0.65 1 d P A 1 H4A H 0.3796 0.8064 0.7363 0.043 Uiso 0.65 1 calc PR A 1 C5 C 0.4456(4) 0.8206(6) 0.7833(3) 0.0361(10) Uani 0.65 1 d P A 1 C6 C 0.4667(3) 0.8214(6) 0.8326(4) 0.0361(10) Uani 0.65 1 d P A 1 H6A H 0.5011 0.8305 0.8432 0.043 Uiso 0.65 1 calc PR A 1 C7 C 0.4367(3) 0.8087(6) 0.8665(3) 0.0361(10) Uani 0.65 1 d P A 1 H7A H 0.4515 0.8091 0.9002 0.043 Uiso 0.65 1 calc PR A 1 C8 C 0.4757(3) 0.8229(5) 0.7464(3) 0.0361(10) Uani 0.65 1 d P . 1 H8A H 0.4584 0.8246 0.7135 0.043 Uiso 0.65 1 calc PR . 1 C9 C 0.27206(19) 0.8917(3) 0.9824(2) 0.0329(11) Uani 1 1 d . . . C10 C 0.2621(2) 0.9769(4) 0.9857(3) 0.0514(16) Uani 1 1 d . A . C11 C 0.2266(3) 1.0031(4) 1.0112(4) 0.085(3) Uani 1 1 d . . . H11B H 0.2086 0.9665 1.0265 0.102 Uiso 1 1 calc R A . C12 C 0.2179(3) 1.0847(4) 1.0136(4) 0.093(3) Uani 1 1 d . A . H12B H 0.1922 1.1026 1.0287 0.112 Uiso 1 1 calc R . . C13 C 0.2452(3) 1.1381(3) 0.9951(3) 0.064(2) Uani 1 1 d . . . C14 C 0.2801(3) 1.1110(4) 0.9700(3) 0.072(2) Uani 1 1 d . A . H14B H 0.2987 1.1480 0.9557 0.087 Uiso 1 1 calc R . . C15 C 0.2882(3) 1.0330(4) 0.9654(3) 0.0561(17) Uani 1 1 d . . . H15A H 0.3123 1.0164 0.9478 0.067 Uiso 1 1 calc R A . C16 C 0.2367(4) 1.2221(4) 1.0026(4) 0.086(3) Uani 1 1 d . . . H16B H 0.2069 1.2349 1.0127 0.103 Uiso 1 1 calc R . . C17 C 0.17609(18) 0.7551(3) 0.92295(18) 0.0326(12) Uani 1 1 d . . . C18 C 0.13632(19) 0.7532(4) 0.87820(19) 0.0369(13) Uani 1 1 d . . . C19 C 0.0874(2) 0.7456(4) 0.8831(2) 0.0467(16) Uani 1 1 d . . . H19A H 0.0794 0.7440 0.9145 0.056 Uiso 1 1 calc R . . C20 C 0.0505(2) 0.7405(4) 0.8415(2) 0.0531(17) Uani 1 1 d . . . H20A H 0.0171 0.7346 0.8444 0.064 Uiso 1 1 calc R . . C21 C 0.0621(2) 0.7442(4) 0.7954(2) 0.0531(17) Uani 1 1 d . . . C22 C 0.1116(2) 0.7496(5) 0.7915(2) 0.0558(19) Uani 1 1 d . . . H22A H 0.1200 0.7502 0.7603 0.067 Uiso 1 1 calc R . . C23 C 0.1482(2) 0.7542(4) 0.83287(19) 0.0453(15) Uani 1 1 d . . . H23A H 0.1817 0.7580 0.8300 0.054 Uiso 1 1 calc R . . C24 C 0.0243(2) 0.7420(5) 0.7502(2) 0.060(2) Uani 1 1 d . . . H24A H 0.0348 0.7406 0.7199 0.073 Uiso 1 1 calc R . . C25 C 0.4454(2) 0.5912(5) 0.9582(3) 0.072(2) Uani 1 1 d . . . H25A H 0.4420 0.6253 0.9295 0.108 Uiso 1 1 calc R . . H25B H 0.4325 0.5386 0.9482 0.108 Uiso 1 1 calc R . . H25C H 0.4802 0.5871 0.9740 0.108 Uiso 1 1 calc R . . C26 C 0.4214(3) 0.5557(5) 1.0420(3) 0.089(3) Uani 1 1 d . . . H26A H 0.4438 0.5168 1.0324 0.134 Uiso 1 1 calc R . . H26B H 0.3898 0.5304 1.0432 0.134 Uiso 1 1 calc R . . H26C H 0.4360 0.5770 1.0742 0.134 Uiso 1 1 calc R . . C27 C 0.2658(3) 0.6178(5) 0.8044(2) 0.073(2) Uani 1 1 d . . . H27A H 0.2650 0.6745 0.7972 0.110 Uiso 1 1 calc R . . H27B H 0.2326 0.5996 0.8058 0.110 Uiso 1 1 calc R . . H27C H 0.2778 0.5891 0.7787 0.110 Uiso 1 1 calc R . . C28 C 0.3047(3) 0.4955(5) 0.8597(3) 0.077(2) Uani 1 1 d . . . H28A H 0.3230 0.4749 0.8907 0.115 Uiso 1 1 calc R . . H28B H 0.3200 0.4767 0.8331 0.115 Uiso 1 1 calc R . . H28C H 0.2705 0.4770 0.8543 0.115 Uiso 1 1 calc R . . C29 C 0.1479(5) 0.3999(8) 0.8993(4) 0.131(4) Uiso 1 1 d . . . H29A H 0.1524 0.3439 0.8925 0.197 Uiso 1 1 calc R . . H29B H 0.1186 0.4062 0.9136 0.197 Uiso 1 1 calc R . . H29C H 0.1770 0.4194 0.9222 0.197 Uiso 1 1 calc R . . C30 C 0.1537(4) 0.5503(6) 0.8714(5) 0.135(5) Uani 1 1 d . . . H30A H 0.1832 0.5472 0.8974 0.203 Uiso 1 1 calc R . . H30B H 0.1257 0.5686 0.8849 0.203 Uiso 1 1 calc R . . H30C H 0.1596 0.5875 0.8464 0.203 Uiso 1 1 calc R . . C31 C 0.0773(4) 0.9065(6) 1.2092(4) 0.125(4) Uani 1 1 d . . . H31A H 0.1114 0.9106 1.2273 0.188 Uiso 1 1 calc R . . H31B H 0.0746 0.8626 1.1861 0.188 Uiso 1 1 calc R . . H31C H 0.0552 0.8972 1.2319 0.188 Uiso 1 1 calc R . . C32 C 0.0673(4) 1.0475(8) 1.2301(5) 0.144(5) Uani 1 1 d . . . H32A H 0.0994 1.0349 1.2505 0.216 Uiso 1 1 calc R . . H32B H 0.0411 1.0324 1.2472 0.216 Uiso 1 1 calc R . . H32C H 0.0654 1.1043 1.2234 0.216 Uiso 1 1 calc R . . C33 C 0.4511(4) 0.6545(6) 0.6011(4) 0.114(4) Uani 1 1 d . . . H33A H 0.4653 0.6016 0.6004 0.171 Uiso 1 1 calc R . . H33B H 0.4768 0.6942 0.6008 0.171 Uiso 1 1 calc R . . H33C H 0.4246 0.6616 0.5725 0.171 Uiso 1 1 calc R . . C34 C 0.3873(4) 0.5822(6) 0.6441(4) 0.119(4) Uani 1 1 d . . . H34A H 0.3713 0.5751 0.6720 0.178 Uiso 1 1 calc R . . H34B H 0.4066 0.5350 0.6401 0.178 Uiso 1 1 calc R . . H34C H 0.3622 0.5906 0.6145 0.178 Uiso 1 1 calc R . . C35 C 0.2162(4) 0.9390(5) 0.8545(3) 0.090(3) Uani 1 1 d . . . H35A H 0.1824 0.9310 0.8590 0.135 Uiso 1 1 calc R . . H35B H 0.2270 0.9925 0.8648 0.135 Uiso 1 1 calc R . . H35C H 0.2380 0.9004 0.8741 0.135 Uiso 1 1 calc R . . C36 C 0.2783(3) 0.9608(6) 0.7935(4) 0.097(3) Uani 1 1 d . . . H36A H 0.2820 0.9732 0.7603 0.145 Uiso 1 1 calc R . . H36B H 0.3022 0.9201 0.8073 0.145 Uiso 1 1 calc R . . H36C H 0.2842 1.0085 0.8136 0.145 Uiso 1 1 calc R . . C37 C 0.4651(3) 0.8727(5) 1.0229(3) 0.089(3) Uani 1 1 d . . . H37A H 0.4441 0.8283 1.0091 0.134 Uiso 1 1 calc R . . H37B H 0.4827 0.8590 1.0558 0.134 Uiso 1 1 calc R . . H37C H 0.4889 0.8841 1.0023 0.134 Uiso 1 1 calc R . . C38 C 0.4181(3) 0.9778(6) 0.9631(3) 0.094(3) Uani 1 1 d . . . H38A H 0.3980 1.0255 0.9555 0.141 Uiso 1 1 calc R . . H38B H 0.4011 0.9331 0.9448 0.141 Uiso 1 1 calc R . . H38C H 0.4501 0.9858 0.9538 0.141 Uiso 1 1 calc R . . S1 S 0.41170(5) 0.63193(10) 0.99967(6) 0.0485(4) Uani 1 1 d . . . S2 S 0.30573(6) 0.60024(11) 0.86102(6) 0.0561(5) Uani 1 1 d . . . S3 S 0.14023(11) 0.45422(19) 0.84453(11) 0.1105(9) Uani 1 1 d . . . S4 S 0.06019(15) 0.9967(2) 1.1765(2) 0.182(2) Uani 1 1 d . . . S5 S 0.42708(12) 0.6655(2) 0.65435(12) 0.1191(10) Uani 1 1 d . . . S6 S 0.21834(9) 0.92636(16) 0.79233(8) 0.0913(7) Uani 1 1 d . . . S7 S 0.42730(9) 0.95825(17) 1.02582(11) 0.1010(9) Uani 1 1 d . . . C4A C 0.4181(8) 0.8117(12) 0.7829(7) 0.041(2) Uani 0.35 1 d P A 2 H4AA H 0.4074 0.8084 0.7486 0.050 Uiso 0.35 1 calc PR A 2 C5A C 0.4659(6) 0.8282(12) 0.8033(8) 0.041(2) Uani 0.35 1 d P A 2 C6A C 0.4808(6) 0.8350(12) 0.8529(6) 0.041(2) Uani 0.35 1 d P A 2 H6AA H 0.5144 0.8462 0.8662 0.050 Uiso 0.35 1 calc PR A 2 C3A C 0.3836(6) 0.7990(14) 0.8156(7) 0.041(2) Uani 0.35 1 d P A 2 H3AA H 0.3497 0.7905 0.8023 0.050 Uiso 0.35 1 calc PR A 2 C7A C 0.4482(6) 0.8261(12) 0.8843(7) 0.041(2) Uani 0.35 1 d P A 2 H7AA H 0.4581 0.8378 0.9179 0.050 Uiso 0.35 1 calc PR A 2 C2A C 0.3999(7) 0.7992(16) 0.8650(7) 0.041(2) Uani 0.35 1 d P A 2 C8A C 0.5020(6) 0.8311(11) 0.7717(6) 0.041(2) Uani 0.35 1 d P . 2 H8AA H 0.5351 0.8335 0.7890 0.050 Uiso 0.35 1 calc PR . 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 Tb1 0.01673(13) 0.03438(16) 0.01588(13) -0.00104(10) 0.00316(8) 0.00045(10) O1 0.041(2) 0.060(3) 0.0244(19) -0.0003(17) 0.0171(16) -0.0010(19) O2 0.0258(19) 0.063(3) 0.049(3) 0.015(2) 0.0171(18) 0.0037(18) O3 0.039(2) 0.040(2) 0.042(2) 0.0011(17) 0.0206(18) -0.0001(16) O4 0.036(2) 0.0292(19) 0.037(2) 0.0013(16) 0.0153(17) -0.0003(15) O5 0.0184(17) 0.080(3) 0.0181(18) 0.0050(17) -0.0007(14) 0.0014(17) O6 0.0173(17) 0.081(3) 0.0152(17) 0.0009(16) 0.0014(13) -0.0020(17) O7 0.031(2) 0.044(2) 0.073(3) 0.006(2) 0.0114(19) 0.0155(18) O8 0.052(2) 0.063(3) 0.044(2) -0.024(2) 0.0243(19) -0.009(2) O9 0.098(4) 0.119(5) 0.089(4) -0.066(4) 0.061(3) -0.034(4) O10 0.095(5) 0.105(6) 0.246(10) -0.030(6) -0.046(6) 0.025(5) O11 0.091(5) 0.087(5) 0.157(7) -0.044(4) -0.013(5) 0.036(4) O12 0.079(4) 0.181(7) 0.094(4) 0.104(5) 0.021(3) 0.020(4) O13 0.097(5) 0.151(7) 0.138(6) -0.066(6) 0.047(4) -0.032(5) C1 0.044(3) 0.049(4) 0.032(3) 0.010(2) 0.023(3) 0.012(3) C2 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C3 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C4 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C5 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C6 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C7 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C8 0.031(2) 0.051(2) 0.029(2) 0.0001(18) 0.0132(16) 0.0020(19) C9 0.033(3) 0.027(3) 0.042(3) 0.003(2) 0.012(2) -0.001(2) C10 0.053(4) 0.031(3) 0.073(4) 0.002(3) 0.020(3) 0.000(3) C11 0.105(6) 0.029(4) 0.135(8) -0.007(4) 0.059(6) 0.004(4) C12 0.100(6) 0.034(4) 0.161(9) 0.001(5) 0.063(6) 0.013(4) C13 0.081(5) 0.016(3) 0.107(6) -0.007(3) 0.048(5) 0.013(3) C14 0.102(6) 0.038(4) 0.083(5) 0.001(4) 0.035(5) -0.014(4) C15 0.067(4) 0.031(3) 0.077(5) 0.005(3) 0.029(4) -0.005(3) C16 0.107(7) 0.039(4) 0.114(8) 0.002(5) 0.029(6) -0.003(4) C17 0.022(2) 0.055(4) 0.018(2) 0.003(2) -0.0018(19) 0.000(2) C18 0.022(3) 0.066(4) 0.021(3) -0.003(2) 0.000(2) 0.000(2) C19 0.026(3) 0.088(5) 0.022(3) -0.003(3) -0.005(2) 0.002(3) C20 0.027(3) 0.088(5) 0.039(3) -0.004(3) -0.005(3) 0.002(3) C21 0.033(3) 0.093(5) 0.027(3) 0.000(3) -0.008(2) -0.005(3) C22 0.042(4) 0.106(6) 0.016(3) 0.001(3) -0.003(2) -0.005(3) C23 0.028(3) 0.085(5) 0.020(3) 0.006(3) 0.000(2) -0.003(3) C24 0.039(3) 0.108(6) 0.026(3) -0.001(3) -0.013(3) -0.004(3) C25 0.035(3) 0.089(6) 0.093(6) -0.018(5) 0.015(4) 0.022(4) C26 0.106(7) 0.081(6) 0.073(5) 0.026(5) 0.000(5) 0.032(5) C27 0.069(5) 0.108(7) 0.044(4) -0.033(4) 0.016(3) -0.006(4) C28 0.088(5) 0.079(6) 0.071(5) -0.039(4) 0.035(4) 0.017(4) C30 0.121(8) 0.058(6) 0.255(15) -0.006(8) 0.106(10) -0.020(6) C31 0.098(7) 0.104(8) 0.172(11) -0.060(8) 0.022(7) 0.032(6) C32 0.091(7) 0.158(12) 0.161(11) -0.073(10) -0.025(7) 0.005(8) C33 0.144(9) 0.096(8) 0.120(8) -0.048(7) 0.070(7) -0.034(7) C34 0.120(8) 0.100(8) 0.147(10) -0.049(7) 0.051(7) -0.042(7) C35 0.140(8) 0.075(6) 0.049(4) 0.021(4) 0.004(5) 0.017(6) C36 0.084(6) 0.104(7) 0.102(7) 0.019(6) 0.016(5) 0.042(6) C37 0.093(6) 0.090(7) 0.085(6) -0.001(5) 0.016(5) -0.017(5) C38 0.082(6) 0.096(7) 0.095(7) -0.012(6) -0.003(5) -0.024(5) S1 0.0391(8) 0.0519(10) 0.0537(9) 0.0019(8) 0.0073(7) 0.0180(7) S2 0.0550(9) 0.0674(11) 0.0519(9) -0.0333(9) 0.0249(8) -0.0106(8) S3 0.109(2) 0.126(2) 0.1020(19) -0.0416(18) 0.0340(16) -0.0281(17) S4 0.122(3) 0.093(2) 0.306(6) -0.016(3) -0.016(3) 0.011(2) S5 0.122(2) 0.110(2) 0.127(2) -0.0447(19) 0.0305(18) -0.0155(19) S6 0.1065(18) 0.1042(19) 0.0604(13) 0.0330(13) 0.0099(12) -0.0077(15) S7 0.0744(14) 0.112(2) 0.133(2) -0.0378(17) 0.0606(15) -0.0331(14) C4A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(4) C5A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(4) C6A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(4) C3A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(4) C7A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(4) C2A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(4) C8A 0.027(4) 0.065(5) 0.037(5) 0.001(4) 0.017(3) -0.006(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 Tb1 O4 2.293(3) . ? Tb1 O5 2.307(3) . ? Tb1 O6 2.322(3) . ? Tb1 O3 2.395(4) . ? Tb1 O8 2.416(4) . ? Tb1 O7 2.433(4) . ? Tb1 O1 2.450(4) . ? Tb1 O2 2.480(4) . ? Tb1 C1 2.819(5) . ? Tb1 O4 2.851(3) 7_567 ? Tb1 C9 2.973(5) . ? O1 C1 1.260(7) . ? O2 C1 1.254(7) . ? O3 C9 1.235(6) . ? O4 C9 1.254(6) 7_567 ? O4 Tb1 2.851(3) 7_567 ? O5 C17 1.265(6) . ? O6 C17 1.256(6) 7_567 ? O7 S1 1.521(4) . ? O8 S2 1.510(4) . ? O9 S3 1.511(6) . ? O10 S4 1.470(7) . ? O11 S5 1.437(6) . ? O12 S6 1.505(6) . ? O13 S7 1.489(7) . ? C1 C2 1.474(14) . ? C1 C2A 1.50(2) . ? C2 C7 1.340(13) . ? C2 C3 1.390(12) . ? C3 C4 1.362(12) . ? C4 C5 1.394(12) . ? C5 C6 1.389(12) . ? C5 C8 1.453(12) . ? C6 C7 1.400(12) . ? C8 C8 1.322(16) 2_656 ? C9 O4 1.254(6) 7_567 ? C9 C10 1.475(8) . ? C10 C15 1.383(9) . ? C10 C11 1.400(10) . ? C11 C12 1.406(10) . ? C12 C13 1.346(10) . ? C13 C14 1.384(10) . ? C13 C16 1.464(10) . ? C14 C15 1.351(10) . ? C16 C16 1.226(16) 7_577 ? C17 O6 1.256(6) 7_567 ? C17 C18 1.494(7) . ? C18 C23 1.375(8) . ? C18 C19 1.394(8) . ? C19 C20 1.392(8) . ? C20 C21 1.395(9) . ? C21 C22 1.399(9) . ? C21 C24 1.472(8) . ? C22 C23 1.381(8) . ? C24 C24 1.346(14) 2_556 ? C25 S1 1.770(7) . ? C26 S1 1.737(8) . ? C27 S2 1.768(7) . ? C28 S2 1.775(8) . ? C29 S3 1.765(12) . ? C30 S3 1.801(10) . ? C31 S4 1.795(12) . ? C32 S4 1.708(12) . ? C33 S5 1.762(9) . ? C34 S5 1.777(10) . ? C35 S6 1.768(8) . ? C36 S6 1.754(10) . ? C37 S7 1.799(10) . ? C38 S7 1.758(9) . ? C4A C5A 1.36(2) . ? C4A C3A 1.47(2) . ? C5A C6A 1.37(2) . ? C5A C8A 1.46(2) . ? C6A C7A 1.39(2) . ? C3A C2A 1.37(3) . ? C7A C2A 1.41(2) . ? C8A C8A 1.20(3) 2_656 ? 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 O4 Tb1 O5 76.48(12) . . ? O4 Tb1 O6 77.23(12) . . ? O5 Tb1 O6 129.70(13) . . ? O4 Tb1 O3 123.63(12) . . ? O5 Tb1 O3 79.12(13) . . ? O6 Tb1 O3 80.96(14) . . ? O4 Tb1 O8 79.39(13) . . ? O5 Tb1 O8 76.19(15) . . ? O6 Tb1 O8 138.19(15) . . ? O3 Tb1 O8 140.61(13) . . ? O4 Tb1 O7 86.13(13) . . ? O5 Tb1 O7 143.64(15) . . ? O6 Tb1 O7 74.96(14) . . ? O3 Tb1 O7 136.09(13) . . ? O8 Tb1 O7 69.29(15) . . ? O4 Tb1 O1 146.46(13) . . ? O5 Tb1 O1 79.48(13) . . ? O6 Tb1 O1 136.28(13) . . ? O3 Tb1 O1 73.28(12) . . ? O8 Tb1 O1 72.37(14) . . ? O7 Tb1 O1 100.09(14) . . ? O4 Tb1 O2 154.10(12) . . ? O5 Tb1 O2 129.15(13) . . ? O6 Tb1 O2 85.95(13) . . ? O3 Tb1 O2 71.77(12) . . ? O8 Tb1 O2 101.42(14) . . ? O7 Tb1 O2 70.41(13) . . ? O1 Tb1 O2 52.84(13) . . ? O4 Tb1 O4 75.32(13) . 7_567 ? O5 Tb1 O4 64.90(12) . 7_567 ? O6 Tb1 O4 67.33(12) . 7_567 ? O3 Tb1 O4 48.31(10) . 7_567 ? O8 Tb1 O4 137.35(12) . 7_567 ? O7 Tb1 O4 140.68(12) . 7_567 ? O1 Tb1 O4 114.58(12) . 7_567 ? O2 Tb1 O4 116.19(12) . 7_567 ? C1 O1 Tb1 93.3(3) . . ? C1 O2 Tb1 92.1(3) . . ? C9 O3 Tb1 105.5(3) . . ? C9 O4 Tb1 171.8(3) 7_567 . ? C9 O4 Tb1 83.1(3) 7_567 7_567 ? Tb1 O4 Tb1 104.68(13) . 7_567 ? C17 O5 Tb1 139.0(3) . . ? C17 O6 Tb1 136.4(3) 7_567 . ? S1 O7 Tb1 125.2(2) . . ? S2 O8 Tb1 123.1(2) . . ? O2 C1 O1 121.5(5) . . ? O2 C1 C2 124.3(6) . . ? O1 C1 C2 114.1(6) . . ? O2 C1 C2A 108.6(9) . . ? O1 C1 C2A 129.8(8) . . ? C7 C2 C3 117.2(10) . . ? C7 C2 C1 119.1(8) . . ? C3 C2 C1 123.7(8) . . ? C4 C3 C2 121.9(9) . . ? C3 C4 C5 120.6(8) . . ? C6 C5 C4 118.1(8) . . ? C6 C5 C8 121.5(10) . . ? C4 C5 C8 120.1(8) . . ? C5 C6 C7 119.1(8) . . ? C2 C7 C6 123.0(8) . . ? C8 C8 C5 127.1(11) 2_656 . ? O3 C9 O4 123.0(5) . 7_567 ? O3 C9 C10 117.6(5) . . ? O4 C9 C10 119.4(5) 7_567 . ? C15 C10 C11 118.0(6) . . ? C15 C10 C9 121.9(6) . . ? C11 C10 C9 120.1(6) . . ? C10 C11 C12 118.7(8) . . ? C13 C12 C11 121.9(8) . . ? C12 C13 C14 118.4(6) . . ? C12 C13 C16 118.7(7) . . ? C14 C13 C16 122.8(7) . . ? C15 C14 C13 121.2(7) . . ? C14 C15 C10 121.6(7) . . ? C16 C16 C13 128.0(13) 7_577 . ? O6 C17 O5 126.3(4) 7_567 . ? O6 C17 C18 117.5(4) 7_567 . ? O5 C17 C18 116.1(4) . . ? C23 C18 C19 120.6(5) . . ? C23 C18 C17 120.2(5) . . ? C19 C18 C17 119.0(5) . . ? C20 C19 C18 119.2(6) . . ? C19 C20 C21 120.4(6) . . ? C20 C21 C22 119.2(5) . . ? C20 C21 C24 122.6(6) . . ? C22 C21 C24 118.2(6) . . ? C23 C22 C21 120.2(6) . . ? C18 C23 C22 120.3(5) . . ? C24 C24 C21 123.0(8) 2_556 . ? O7 S1 C26 105.1(4) . . ? O7 S1 C25 103.3(3) . . ? C26 S1 C25 97.4(4) . . ? O8 S2 C27 105.2(3) . . ? O8 S2 C28 104.9(3) . . ? C27 S2 C28 98.3(4) . . ? O9 S3 C29 107.4(5) . . ? O9 S3 C30 103.2(4) . . ? C29 S3 C30 97.5(6) . . ? O10 S4 C32 111.0(6) . . ? O10 S4 C31 111.1(6) . . ? C32 S4 C31 90.5(6) . . ? O11 S5 C33 109.8(6) . . ? O11 S5 C34 106.0(5) . . ? C33 S5 C34 96.1(5) . . ? O12 S6 C36 103.6(4) . . ? O12 S6 C35 104.2(4) . . ? C36 S6 C35 99.2(5) . . ? O13 S7 C38 107.7(5) . . ? O13 S7 C37 105.3(4) . . ? C38 S7 C37 94.3(5) . . ? C5A C4A C3A 118.0(16) . . ? C4A C5A C6A 120.6(16) . . ? C4A C5A C8A 118.5(18) . . ? C6A C5A C8A 120.6(15) . . ? C5A C6A C7A 122.1(16) . . ? C2A C3A C4A 120.6(15) . . ? C6A C7A C2A 118.6(17) . . ? C3A C2A C7A 118.8(18) . . ? C3A C2A C1 112.7(13) . . ? C7A C2A C1 127.9(16) . . ? C8A C8A C5A 133(2) 2_656 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.030 _refine_diff_density_min -1.081 _refine_diff_density_rms 0.142 _vrf_PLAT602_6 ; RESPONSE: Residual electron density from badly disordered and diffused solvent molecules was removed with SQUEEZE function of PLATON program. In total, 1792 electrons per unit cell were removed, leaving 3528.4 Ang^3 void space per unit cell, which is ~27% of the unit cell volume and smaller than the 30% threshold for SQUEEZE. The contribution of the removed solvent molecules was not included in the formula and density calculations since the identity of the solvent is not confirmed unambiguously. ; #===>END data_7 _database_code_depnum_ccdc_archive 'CCDC 791237' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H132 Eu2 O29 S17' _chemical_formula_weight 2430.82 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' O O 0.0106 0.0060 '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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 16.5736(7) _cell_length_b 21.7897(8) _cell_length_c 35.1320(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 12687.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 51717 _cell_measurement_theta_min 1.10 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.273 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5016 _exptl_absorpt_coefficient_mu 1.318 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8795 _exptl_absorpt_correction_T_max 0.9741 _exptl_absorpt_process_details SADABS _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 51717 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0971 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.10 _diffrn_reflns_theta_max 25.00 _reflns_number_total 22077 _reflns_number_gt 17025 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0772P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.481(11) _refine_ls_number_reflns 22077 _refine_ls_number_parameters 1104 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0859 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1430 _refine_ls_wR_factor_gt 0.1343 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 0.75717(3) 0.425676(18) 0.114025(10) 0.01574(11) Uani 1 1 d . . . Eu2 Eu 0.82439(3) 0.605204(18) 0.120748(11) 0.01467(10) Uani 1 1 d . . . S1 S 0.60948(19) 0.36622(13) 0.17705(8) 0.0430(6) Uani 1 1 d . . . S2 S 0.62867(19) 0.34006(12) 0.05524(7) 0.0378(7) Uani 1 1 d . . . S3 S 0.97706(19) 0.64925(13) 0.05612(7) 0.0396(6) Uani 1 1 d . . . S4 S 0.94552(16) 0.69247(10) 0.18175(7) 0.0271(6) Uani 1 1 d . . . S5 S 0.9338(2) 0.34788(13) 0.22403(8) 0.0486(8) Uani 1 1 d . . . S6 S 0.8887(2) 0.38906(17) 0.35259(10) 0.0626(9) Uani 1 1 d . . . S7 S 1.2439(3) 0.55529(18) 0.23820(12) 0.0919(12) Uani 1 1 d . . . S8 S 0.9707(3) 0.54311(18) 0.27907(10) 0.0712(9) Uani 1 1 d . . . S9 S 0.6317(2) 0.84679(15) 0.06610(8) 0.0486(8) Uani 1 1 d . . . S10 S 0.3842(3) 0.74394(18) 0.17446(10) 0.0713(11) Uani 1 1 d . . . S11 S 0.5917(3) 0.34952(19) -0.10209(12) 0.0780(12) Uani 1 1 d . . . S12 S 0.6178(3) 0.7079(2) 0.23415(17) 0.1011(17) Uani 1 1 d . . . S13 S 0.7718(2) 0.82876(16) 0.27120(10) 0.0639(10) Uani 1 1 d . . . S14 S 0.9688(3) 0.3191(2) 0.01857(14) 0.0952(15) Uani 1 1 d . . . S15 S 1.3060(3) 0.28969(15) 0.10287(12) 0.0727(11) Uani 1 1 d . . . S16 S 0.5113(3) 0.5461(2) 0.00555(12) 0.0836(13) Uani 1 1 d . . . S17 S 0.8396(2) 0.75612(14) -0.01374(8) 0.0480(8) Uani 1 1 d . . . O1 O 0.7500(5) 0.4644(2) 0.17717(14) 0.0256(15) Uani 1 1 d . . . O2 O 0.7581(4) 0.5675(2) 0.17526(15) 0.0220(7) Uani 1 1 d . . . O3 O 0.6855(4) 0.6237(2) 0.10556(15) 0.0220(7) Uani 1 1 d . . . O4 O 0.6998(4) 0.5214(2) 0.10467(16) 0.0220(7) Uani 1 1 d . . . O5 O 0.8321(4) 0.5674(2) 0.05811(15) 0.0248(14) Uani 1 1 d . . . O6 O 0.8192(4) 0.4649(2) 0.05956(15) 0.0234(14) Uani 1 1 d . . . O7 O 0.8814(4) 0.5082(3) 0.13156(16) 0.0228(15) Uani 1 1 d . . . O8 O 0.8974(4) 0.4078(2) 0.13008(16) 0.0240(15) Uani 1 1 d . . . O9 O 0.7993(4) 0.3305(3) 0.08236(18) 0.0337(18) Uani 1 1 d . . . O10 O 0.7705(4) 0.3223(3) 0.14370(18) 0.0299(17) Uani 1 1 d . . . O11 O 0.8194(5) 0.7065(3) 0.08674(16) 0.0319(17) Uani 1 1 d . . . O12 O 0.7876(4) 0.7042(3) 0.14814(17) 0.0279(16) Uani 1 1 d . . . O13 O 0.6285(5) 0.3930(3) 0.13788(18) 0.0430(6) Uani 1 1 d . . . O14 O 0.6612(4) 0.4053(2) 0.06155(17) 0.0284(16) Uani 1 1 d . . . O15 O 0.9563(5) 0.6334(3) 0.09710(18) 0.0396(6) Uani 1 1 d . . . O16 O 0.9157(4) 0.6281(3) 0.17358(15) 0.0238(15) Uani 1 1 d . . . O17 O 0.9829(5) 0.3379(4) 0.2598(2) 0.058(2) Uani 1 1 d . . . O18 O 0.8229(6) 0.3462(4) 0.3413(3) 0.081(3) Uani 1 1 d . . . O19 O 1.2512(8) 0.5184(4) 0.2755(3) 0.0919(12) Uani 1 1 d . . . O20 O 1.0219(6) 0.6029(4) 0.2801(2) 0.0712(9) Uani 1 1 d . . . O21 O 0.6575(5) 0.8338(4) 0.0258(2) 0.055(2) Uani 1 1 d . . . O22 O 0.3116(8) 0.6957(4) 0.1686(3) 0.104(4) Uani 1 1 d . . . O23 O 0.6791(6) 0.3455(4) -0.0917(3) 0.075(3) Uani 1 1 d . . . O24 O 0.5549(7) 0.7412(6) 0.2564(3) 0.105(4) Uani 1 1 d . . . O25 O 0.8037(7) 0.7889(5) 0.3026(3) 0.086(3) Uani 1 1 d . . . O26 O 1.0253(10) 0.2997(6) -0.0101(4) 0.139(6) Uani 1 1 d . . . O27 O 1.3651(7) 0.3392(4) 0.1081(3) 0.086(3) Uani 1 1 d . . . O28 O 0.4886(7) 0.5208(6) -0.0325(3) 0.108(4) Uani 1 1 d . . . O29 O 0.8958(5) 0.7196(4) -0.0375(2) 0.060(2) Uani 1 1 d . . . C1 C 0.7503(7) 0.5174(4) 0.1922(2) 0.026(2) Uani 1 1 d . . . C2 C 0.7419(6) 0.5192(4) 0.2345(2) 0.026(2) Uani 1 1 d . . . C3 C 0.7293(8) 0.4677(5) 0.2555(3) 0.043(3) Uani 1 1 d . . . H3A H 0.7254 0.4293 0.2429 0.052 Uiso 1 1 calc R . . C4 C 0.7219(8) 0.4693(5) 0.2954(3) 0.044(3) Uani 1 1 d . . . H4A H 0.7140 0.4325 0.3095 0.053 Uiso 1 1 calc R . . C5 C 0.7265(7) 0.5254(4) 0.3136(2) 0.032(3) Uani 1 1 d . . . C6 C 0.7401(7) 0.5792(4) 0.2931(2) 0.033(2) Uani 1 1 d . . . H6A H 0.7440 0.6177 0.3056 0.040 Uiso 1 1 calc R . . C7 C 0.7480(7) 0.5748(4) 0.2534(2) 0.034(2) Uani 1 1 d . . . H7A H 0.7578 0.6110 0.2391 0.041 Uiso 1 1 calc R . . C8 C 0.7183(6) 0.5289(4) 0.3564(2) 0.033(3) Uani 1 1 d . . . H8A H 0.7317 0.5669 0.3681 0.039 Uiso 1 1 calc R . . C9 C 0.6559(6) 0.5709(4) 0.1054(2) 0.0220(7) Uani 1 1 d . . . C10 C 0.5651(6) 0.5615(4) 0.1072(2) 0.025(2) Uani 1 1 d . . . C11 C 0.5138(7) 0.6129(4) 0.1109(3) 0.039(3) Uani 1 1 d . . . H11A H 0.5360 0.6531 0.1099 0.046 Uiso 1 1 calc R . . C12 C 0.4315(6) 0.6055(5) 0.1160(3) 0.035(2) Uani 1 1 d . . . H12A H 0.3981 0.6398 0.1214 0.042 Uiso 1 1 calc R . . C13 C 0.3983(6) 0.5470(4) 0.1132(3) 0.031(2) Uani 1 1 d . . . C14 C 0.4485(7) 0.4952(5) 0.1084(3) 0.048(3) Uani 1 1 d . . . H14A H 0.4265 0.4549 0.1086 0.058 Uiso 1 1 calc R . . C15 C 0.5316(6) 0.5044(5) 0.1033(3) 0.035(3) Uani 1 1 d . . . H15A H 0.5651 0.4705 0.0970 0.042 Uiso 1 1 calc R . . C16 C 0.3120(6) 0.5410(5) 0.1187(3) 0.039(3) Uani 1 1 d . . . H16A H 0.2819 0.5780 0.1202 0.047 Uiso 1 1 calc R . . C17 C 0.8256(6) 0.5159(4) 0.0418(2) 0.0182(19) Uani 1 1 d . . . C18 C 0.8255(6) 0.5121(4) 0.0000(2) 0.021(2) Uani 1 1 d . . . C19 C 0.8480(6) 0.5659(4) -0.0217(2) 0.030(2) Uani 1 1 d . . . H19A H 0.8668 0.6019 -0.0092 0.036 Uiso 1 1 calc R . . C20 C 0.8416(6) 0.5637(4) -0.0611(2) 0.027(2) Uani 1 1 d . . . H20A H 0.8565 0.5986 -0.0756 0.033 Uiso 1 1 calc R . . C21 C 0.8140(6) 0.5117(4) -0.0795(2) 0.026(2) Uani 1 1 d . . . C22 C 0.7915(7) 0.4600(4) -0.0583(3) 0.031(2) Uani 1 1 d . . . H22A H 0.7727 0.4242 -0.0709 0.037 Uiso 1 1 calc R . . C23 C 0.7969(6) 0.4614(4) -0.0189(2) 0.030(2) Uani 1 1 d . . . H23A H 0.7804 0.4265 -0.0047 0.036 Uiso 1 1 calc R . . C24 C 0.8053(6) 0.5151(4) -0.1215(3) 0.031(2) Uani 1 1 d . . . H24A H 0.8183 0.5531 -0.1332 0.038 Uiso 1 1 calc R . . C25 C 0.9264(6) 0.4623(4) 0.1321(2) 0.025(2) Uani 1 1 d . . . C26 C 1.0158(6) 0.4682(4) 0.1341(2) 0.024(2) Uani 1 1 d . . . C27 C 1.0646(5) 0.4170(4) 0.1281(3) 0.028(2) Uani 1 1 d . . . H27A H 1.0415 0.3773 0.1256 0.034 Uiso 1 1 calc R . . C28 C 1.1470(6) 0.4250(5) 0.1259(3) 0.036(2) Uani 1 1 d . . . H28A H 1.1802 0.3899 0.1223 0.043 Uiso 1 1 calc R . . C29 C 1.1840(6) 0.4826(4) 0.1288(3) 0.028(2) Uani 1 1 d . . . C30 C 1.1347(6) 0.5333(5) 0.1363(3) 0.036(3) Uani 1 1 d . . . H30A H 1.1586 0.5724 0.1400 0.044 Uiso 1 1 calc R . . C31 C 1.0501(6) 0.5271(4) 0.1383(3) 0.028(2) Uani 1 1 d . . . H31A H 1.0168 0.5620 0.1425 0.033 Uiso 1 1 calc R . . C32 C 1.2705(6) 0.4888(4) 0.1220(3) 0.030(2) Uani 1 1 d . . . H32A H 1.3004 0.4518 0.1196 0.036 Uiso 1 1 calc R . . C33 C 0.7943(6) 0.3000(4) 0.1126(3) 0.026(2) Uani 1 1 d . . . C34 C 0.8153(6) 0.2316(4) 0.1109(3) 0.037(3) Uani 1 1 d . . . C35 C 0.8067(9) 0.1963(4) 0.1429(3) 0.049(4) Uani 1 1 d . . . H35A H 0.7937 0.2149 0.1665 0.059 Uiso 1 1 calc R . . C36 C 0.8174(10) 0.1322(4) 0.1406(3) 0.057(4) Uani 1 1 d . . . H36A H 0.8082 0.1074 0.1625 0.069 Uiso 1 1 calc R . . C37 C 0.8413(7) 0.1051(4) 0.1064(3) 0.041(3) Uani 1 1 d . . . C38 C 0.8502(8) 0.1423(4) 0.0745(3) 0.053(4) Uani 1 1 d . . . H38A H 0.8652 0.1240 0.0510 0.063 Uiso 1 1 calc R . . C39 C 0.8380(9) 0.2052(4) 0.0761(3) 0.051(3) Uani 1 1 d . . . H39A H 0.8448 0.2299 0.0540 0.061 Uiso 1 1 calc R . . C40 C 0.8518(7) 0.0370(4) 0.1016(3) 0.036(3) Uani 1 1 d . . . H40A H 0.8785 0.0213 0.0797 0.043 Uiso 1 1 calc R . . C41 C 0.8047(5) 0.7349(4) 0.1180(3) 0.024(2) Uani 1 1 d . . . C42 C 0.8133(5) 0.8039(3) 0.1196(3) 0.0222(19) Uani 1 1 d . . . C43 C 0.8359(7) 0.8355(4) 0.0881(3) 0.0311(13) Uani 1 1 d . . . H43D H 0.8471 0.8149 0.0648 0.037 Uiso 1 1 calc R . . C44 C 0.8421(6) 0.9003(4) 0.0907(3) 0.0311(13) Uani 1 1 d . . . H44D H 0.8590 0.9233 0.0692 0.037 Uiso 1 1 calc R . . C45 C 0.8241(6) 0.9306(4) 0.1242(3) 0.0311(13) Uani 1 1 d . . . C46 C 0.8015(6) 0.8966(4) 0.1551(3) 0.033(2) Uani 1 1 d . . . H46D H 0.7900 0.9172 0.1783 0.039 Uiso 1 1 calc R . . C47 C 0.7947(6) 0.8321(4) 0.1540(3) 0.032(2) Uani 1 1 d . . . H47D H 0.7781 0.8091 0.1756 0.038 Uiso 1 1 calc R . . C48 C 0.8238(7) 0.9989(4) 0.1278(3) 0.041(3) Uani 1 1 d . . . H48D H 0.8021 1.0161 0.1504 0.050 Uiso 1 1 calc R . . C49 C 0.5408(7) 0.4157(5) 0.1965(3) 0.0430(6) Uani 1 1 d . . . H49D H 0.5532 0.4577 0.1885 0.064 Uiso 1 1 calc R . . H49E H 0.5435 0.4131 0.2244 0.064 Uiso 1 1 calc R . . H49F H 0.4865 0.4046 0.1880 0.064 Uiso 1 1 calc R . . C50 C 0.5424(7) 0.3079(5) 0.1677(3) 0.0430(6) Uani 1 1 d . . . H50A H 0.5701 0.2749 0.1540 0.064 Uiso 1 1 calc R . . H50B H 0.4981 0.3237 0.1520 0.064 Uiso 1 1 calc R . . H50C H 0.5208 0.2920 0.1917 0.064 Uiso 1 1 calc R . . C51 C 0.5266(7) 0.3538(5) 0.0399(4) 0.058(4) Uani 1 1 d . . . H51D H 0.5040 0.3160 0.0293 0.088 Uiso 1 1 calc R . . H51E H 0.5263 0.3859 0.0203 0.088 Uiso 1 1 calc R . . H51F H 0.4940 0.3671 0.0616 0.088 Uiso 1 1 calc R . . C52 C 0.6703(8) 0.3115(4) 0.0127(3) 0.047(3) Uani 1 1 d . . . H52A H 0.6502 0.2699 0.0082 0.071 Uiso 1 1 calc R . . H52B H 0.7293 0.3106 0.0149 0.071 Uiso 1 1 calc R . . H52C H 0.6547 0.3381 -0.0085 0.071 Uiso 1 1 calc R . . C53 C 1.0557(7) 0.5993(5) 0.0456(3) 0.0396(6) Uani 1 1 d . . . H53A H 1.0367 0.5569 0.0477 0.059 Uiso 1 1 calc R . . H53B H 1.1001 0.6060 0.0635 0.059 Uiso 1 1 calc R . . H53C H 1.0747 0.6070 0.0196 0.059 Uiso 1 1 calc R . . C54 C 1.0318(7) 0.7197(5) 0.0577(3) 0.0396(6) Uani 1 1 d . . . H54A H 0.9954 0.7538 0.0520 0.059 Uiso 1 1 calc R . . H54B H 1.0754 0.7186 0.0389 0.059 Uiso 1 1 calc R . . H54C H 1.0548 0.7252 0.0832 0.059 Uiso 1 1 calc R . . C55 C 1.0467(7) 0.6845(5) 0.1983(3) 0.044(3) Uani 1 1 d . . . H55A H 1.0677 0.7247 0.2058 0.065 Uiso 1 1 calc R . . H55B H 1.0804 0.6676 0.1778 0.065 Uiso 1 1 calc R . . H55C H 1.0478 0.6567 0.2202 0.065 Uiso 1 1 calc R . . C56 C 0.9010(7) 0.7129(5) 0.2263(3) 0.038(3) Uani 1 1 d . . . H56A H 0.9179 0.7545 0.2333 0.057 Uiso 1 1 calc R . . H56B H 0.9186 0.6839 0.2459 0.057 Uiso 1 1 calc R . . H56C H 0.8421 0.7115 0.2240 0.057 Uiso 1 1 calc R . . C57 C 0.9648(8) 0.2917(5) 0.1917(3) 0.049(3) Uani 1 1 d . . . H57A H 1.0238 0.2924 0.1896 0.073 Uiso 1 1 calc R . . H57B H 0.9408 0.3000 0.1667 0.073 Uiso 1 1 calc R . . H57C H 0.9473 0.2513 0.2007 0.073 Uiso 1 1 calc R . . C58 C 0.8395(8) 0.3158(6) 0.2316(4) 0.064(4) Uani 1 1 d . . . H58A H 0.8160 0.3329 0.2549 0.096 Uiso 1 1 calc R . . H58B H 0.8448 0.2712 0.2343 0.096 Uiso 1 1 calc R . . H58C H 0.8044 0.3252 0.2099 0.096 Uiso 1 1 calc R . . C59 C 0.8809(10) 0.3909(9) 0.4015(4) 0.105(6) Uani 1 1 d . . . H59A H 0.8293 0.4094 0.4087 0.158 Uiso 1 1 calc R . . H59B H 0.9252 0.4154 0.4120 0.158 Uiso 1 1 calc R . . H59C H 0.8839 0.3490 0.4115 0.158 Uiso 1 1 calc R . . C60 C 0.9774(8) 0.3443(5) 0.3531(4) 0.057(4) Uani 1 1 d . . . H60A H 0.9976 0.3395 0.3270 0.086 Uiso 1 1 calc R . . H60B H 0.9655 0.3038 0.3638 0.086 Uiso 1 1 calc R . . H60C H 1.0185 0.3646 0.3687 0.086 Uiso 1 1 calc R . . C61 C 1.3386(10) 0.5667(7) 0.2216(4) 0.0919(12) Uani 1 1 d . . . H61A H 1.3593 0.5283 0.2107 0.138 Uiso 1 1 calc R . . H61B H 1.3737 0.5798 0.2425 0.138 Uiso 1 1 calc R . . H61C H 1.3377 0.5985 0.2019 0.138 Uiso 1 1 calc R . . C62 C 1.2291(11) 0.6328(6) 0.2539(4) 0.0919(12) Uani 1 1 d . . . H62A H 1.1776 0.6359 0.2675 0.138 Uiso 1 1 calc R . . H62B H 1.2285 0.6603 0.2318 0.138 Uiso 1 1 calc R . . H62C H 1.2732 0.6446 0.2710 0.138 Uiso 1 1 calc R . . C63 C 0.9721(10) 0.5188(6) 0.2325(4) 0.0712(9) Uani 1 1 d . . . H63A H 0.9463 0.5498 0.2163 0.107 Uiso 1 1 calc R . . H63B H 0.9426 0.4800 0.2303 0.107 Uiso 1 1 calc R . . H63C H 1.0280 0.5129 0.2243 0.107 Uiso 1 1 calc R . . C64 C 1.0351(10) 0.4869(6) 0.2973(4) 0.0712(9) Uani 1 1 d . . . H64A H 1.0214 0.4789 0.3240 0.107 Uiso 1 1 calc R . . H64B H 1.0911 0.5012 0.2957 0.107 Uiso 1 1 calc R . . H64C H 1.0290 0.4490 0.2826 0.107 Uiso 1 1 calc R . . C65 C 0.5926(8) 0.7763(5) 0.0834(3) 0.055(3) Uani 1 1 d . . . H65A H 0.6368 0.7469 0.0867 0.082 Uiso 1 1 calc R . . H65B H 0.5536 0.7598 0.0651 0.082 Uiso 1 1 calc R . . H65C H 0.5658 0.7832 0.1079 0.082 Uiso 1 1 calc R . . C66 C 0.5359(8) 0.8873(6) 0.0635(4) 0.065(4) Uani 1 1 d . . . H66A H 0.5446 0.9283 0.0528 0.097 Uiso 1 1 calc R . . H66B H 0.5130 0.8910 0.0891 0.097 Uiso 1 1 calc R . . H66C H 0.4986 0.8644 0.0472 0.097 Uiso 1 1 calc R . . C67 C 0.3595(13) 0.7927(8) 0.2120(4) 0.113(7) Uani 1 1 d . . . H67A H 0.3571 0.7692 0.2358 0.170 Uiso 1 1 calc R . . H67B H 0.3068 0.8116 0.2072 0.170 Uiso 1 1 calc R . . H67C H 0.4006 0.8249 0.2143 0.170 Uiso 1 1 calc R . . C68 C 0.3691(8) 0.7976(6) 0.1371(3) 0.061(4) Uani 1 1 d . . . H68A H 0.3748 0.7768 0.1125 0.091 Uiso 1 1 calc R . . H68B H 0.4092 0.8305 0.1391 0.091 Uiso 1 1 calc R . . H68C H 0.3148 0.8151 0.1392 0.091 Uiso 1 1 calc R . . C69 C 0.5897(15) 0.3306(10) -0.1533(5) 0.137(8) Uani 1 1 d . . . H69A H 0.6056 0.2877 -0.1569 0.206 Uiso 1 1 calc R . . H69B H 0.6275 0.3574 -0.1669 0.206 Uiso 1 1 calc R . . H69C H 0.5351 0.3368 -0.1632 0.206 Uiso 1 1 calc R . . C70 C 0.5649(11) 0.4250(8) -0.1084(5) 0.115(7) Uani 1 1 d . . . H70A H 0.5502 0.4430 -0.0837 0.173 Uiso 1 1 calc R . . H70B H 0.5188 0.4274 -0.1257 0.173 Uiso 1 1 calc R . . H70C H 0.6105 0.4477 -0.1192 0.173 Uiso 1 1 calc R . . C71 C 0.6159(11) 0.7476(10) 0.1896(4) 0.123(8) Uani 1 1 d . . . H71A H 0.6240 0.7916 0.1940 0.184 Uiso 1 1 calc R . . H71B H 0.5636 0.7410 0.1773 0.184 Uiso 1 1 calc R . . H71C H 0.6590 0.7319 0.1732 0.184 Uiso 1 1 calc R . . C72 C 0.5737(14) 0.6391(8) 0.2134(6) 0.143(9) Uani 1 1 d . . . H72A H 0.5476 0.6149 0.2334 0.214 Uiso 1 1 calc R . . H72B H 0.6161 0.6146 0.2013 0.214 Uiso 1 1 calc R . . H72C H 0.5335 0.6509 0.1943 0.214 Uiso 1 1 calc R . . C73 C 0.8337(8) 0.8934(6) 0.2680(4) 0.066(4) Uani 1 1 d . . . H73A H 0.8776 0.8853 0.2500 0.099 Uiso 1 1 calc R . . H73B H 0.8565 0.9026 0.2931 0.099 Uiso 1 1 calc R . . H73C H 0.8019 0.9285 0.2592 0.099 Uiso 1 1 calc R . . C74 C 0.6852(10) 0.8683(7) 0.2909(5) 0.093(5) Uani 1 1 d . . . H74A H 0.6584 0.8418 0.3095 0.139 Uiso 1 1 calc R . . H74B H 0.6474 0.8784 0.2704 0.139 Uiso 1 1 calc R . . H74C H 0.7030 0.9062 0.3034 0.139 Uiso 1 1 calc R . . C75 C 1.0081(10) 0.2958(6) 0.0569(4) 0.077(5) Uani 1 1 d . . . H75A H 1.0130 0.2510 0.0562 0.115 Uiso 1 1 calc R . . H75B H 0.9739 0.3078 0.0784 0.115 Uiso 1 1 calc R . . H75C H 1.0617 0.3142 0.0598 0.115 Uiso 1 1 calc R . . C76 C 0.9855(9) 0.3974(7) 0.0285(4) 0.084(5) Uani 1 1 d . . . H76A H 0.9476 0.4225 0.0138 0.126 Uiso 1 1 calc R . . H76B H 1.0409 0.4084 0.0216 0.126 Uiso 1 1 calc R . . H76C H 0.9773 0.4049 0.0558 0.126 Uiso 1 1 calc R . . C77 C 1.3335(14) 0.2511(7) 0.0613(4) 0.110(7) Uani 1 1 d . . . H77A H 1.3033 0.2679 0.0397 0.164 Uiso 1 1 calc R . . H77B H 1.3213 0.2073 0.0640 0.164 Uiso 1 1 calc R . . H77C H 1.3915 0.2563 0.0568 0.164 Uiso 1 1 calc R . . C78 C 1.3274(11) 0.2304(5) 0.1362(4) 0.087(5) Uani 1 1 d . . . H78A H 1.3027 0.2405 0.1608 0.131 Uiso 1 1 calc R . . H78B H 1.3860 0.2265 0.1394 0.131 Uiso 1 1 calc R . . H78C H 1.3054 0.1915 0.1269 0.131 Uiso 1 1 calc R . . C79 C 0.5115(13) 0.6244(8) -0.0006(5) 0.124(8) Uani 1 1 d . . . H79A H 0.4558 0.6395 -0.0012 0.186 Uiso 1 1 calc R . . H79B H 0.5382 0.6346 -0.0247 0.186 Uiso 1 1 calc R . . H79C H 0.5405 0.6439 0.0205 0.186 Uiso 1 1 calc R . . C80 C 0.6213(8) 0.5362(8) 0.0073(4) 0.080(5) Uani 1 1 d . . . H80A H 0.6341 0.4934 0.0133 0.120 Uiso 1 1 calc R . . H80B H 0.6440 0.5631 0.0269 0.120 Uiso 1 1 calc R . . H80C H 0.6446 0.5468 -0.0175 0.120 Uiso 1 1 calc R . . C81 C 0.7857(10) 0.8033(7) -0.0450(4) 0.091(5) Uani 1 1 d . . . H81A H 0.8235 0.8291 -0.0593 0.137 Uiso 1 1 calc R . . H81B H 0.7487 0.8293 -0.0305 0.137 Uiso 1 1 calc R . . H81C H 0.7549 0.7778 -0.0628 0.137 Uiso 1 1 calc R . . C82 C 0.7530(9) 0.7064(5) -0.0009(3) 0.056(3) Uani 1 1 d . . . H82A H 0.7670 0.6817 0.0214 0.084 Uiso 1 1 calc R . . H82B H 0.7402 0.6793 -0.0223 0.084 Uiso 1 1 calc R . . H82C H 0.7060 0.7321 0.0050 0.084 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 0.0230(3) 0.01069(18) 0.01356(19) -0.00039(17) -0.00016(19) -0.0009(2) Eu2 0.0217(3) 0.01096(18) 0.01135(19) -0.00043(18) 0.00005(19) -0.00097(19) S1 0.0448(17) 0.0479(15) 0.0362(13) 0.0043(12) 0.0060(12) -0.0114(13) S2 0.0467(19) 0.0322(14) 0.0345(14) -0.0103(12) -0.0011(13) -0.0202(14) S3 0.0469(17) 0.0432(14) 0.0288(12) 0.0007(11) 0.0084(11) -0.0185(13) S4 0.0340(16) 0.0192(12) 0.0282(13) 0.0003(10) -0.0056(11) -0.0047(11) S5 0.069(2) 0.0346(16) 0.0425(16) 0.0020(13) -0.0152(15) 0.0064(15) S6 0.050(2) 0.069(2) 0.069(2) 0.0051(19) -0.0096(17) -0.004(2) S7 0.109(3) 0.077(2) 0.090(2) 0.0202(19) -0.020(3) -0.026(2) S8 0.084(3) 0.069(2) 0.0606(18) 0.0073(17) -0.0041(18) 0.0107(19) S9 0.0407(19) 0.063(2) 0.0422(16) 0.0001(15) -0.0003(14) 0.0041(16) S10 0.072(3) 0.079(3) 0.063(2) 0.0001(19) 0.0013(19) 0.041(2) S11 0.072(3) 0.073(3) 0.089(3) 0.008(2) -0.008(2) -0.013(2) S12 0.088(4) 0.064(3) 0.151(5) -0.008(3) -0.045(3) 0.004(3) S13 0.061(3) 0.063(2) 0.068(2) -0.0041(17) 0.0071(18) 0.0100(19) S14 0.119(4) 0.075(3) 0.092(3) -0.012(3) 0.027(3) 0.000(3) S15 0.076(3) 0.0440(19) 0.098(3) 0.0009(18) 0.017(2) 0.0027(19) S16 0.050(2) 0.129(4) 0.072(3) 0.033(3) -0.002(2) 0.012(2) S17 0.052(2) 0.0496(17) 0.0420(16) -0.0071(13) 0.0040(15) -0.0024(16) O1 0.050(5) 0.012(3) 0.015(3) 0.003(2) 0.001(3) -0.007(3) O2 0.029(2) 0.0115(14) 0.0255(16) -0.0019(14) -0.0005(15) -0.0017(15) O3 0.029(2) 0.0115(14) 0.0255(16) -0.0019(14) -0.0005(15) -0.0017(15) O4 0.029(2) 0.0115(14) 0.0255(16) -0.0019(14) -0.0005(15) -0.0017(15) O5 0.038(4) 0.015(3) 0.021(3) -0.004(3) 0.001(3) -0.004(3) O6 0.032(4) 0.020(3) 0.019(3) 0.005(2) 0.000(3) -0.002(3) O7 0.024(4) 0.018(3) 0.026(3) 0.003(3) -0.002(3) 0.004(3) O8 0.018(4) 0.017(3) 0.037(4) -0.006(2) 0.002(3) 0.004(3) O9 0.052(5) 0.018(3) 0.032(4) -0.006(3) -0.017(3) -0.001(3) O10 0.040(5) 0.010(3) 0.040(4) 0.005(3) 0.000(3) 0.004(3) O11 0.058(5) 0.014(3) 0.024(3) -0.002(3) 0.006(4) -0.005(4) O12 0.034(4) 0.023(3) 0.026(3) 0.001(3) 0.002(3) 0.000(3) O13 0.0448(17) 0.0479(15) 0.0362(13) 0.0043(12) 0.0060(12) -0.0114(13) O14 0.032(4) 0.013(3) 0.040(4) -0.004(3) 0.000(3) -0.013(3) O15 0.0469(17) 0.0432(14) 0.0288(12) 0.0007(11) 0.0084(11) -0.0185(13) O16 0.030(4) 0.023(3) 0.019(3) 0.000(3) -0.006(3) 0.004(3) O17 0.067(7) 0.069(6) 0.039(4) -0.007(4) -0.020(4) 0.004(5) O18 0.074(7) 0.055(5) 0.114(8) -0.004(5) -0.041(7) -0.015(6) O19 0.109(3) 0.077(2) 0.090(2) 0.0202(19) -0.020(3) -0.026(2) O20 0.084(3) 0.069(2) 0.0606(18) 0.0073(17) -0.0041(18) 0.0107(19) O21 0.058(6) 0.057(5) 0.050(5) 0.011(4) 0.009(4) 0.016(5) O22 0.154(12) 0.029(5) 0.130(9) -0.002(5) 0.059(9) -0.009(6) O23 0.063(7) 0.073(6) 0.089(7) -0.017(5) -0.041(6) -0.010(6) O24 0.093(10) 0.150(11) 0.073(7) -0.022(7) 0.017(7) -0.001(8) O25 0.088(9) 0.092(7) 0.078(7) 0.023(6) 0.012(6) 0.021(7) O26 0.193(16) 0.106(9) 0.119(10) -0.023(8) 0.074(10) 0.054(10) O27 0.099(9) 0.048(5) 0.110(8) -0.010(5) 0.023(7) -0.020(6) O28 0.081(9) 0.196(13) 0.046(6) -0.008(7) -0.006(6) 0.022(9) O29 0.050(6) 0.050(5) 0.080(6) 0.009(4) 0.014(5) 0.007(4) C1 0.025(6) 0.027(5) 0.027(5) -0.009(4) 0.009(5) -0.008(5) C2 0.023(5) 0.030(5) 0.025(5) -0.003(4) 0.001(5) -0.014(5) C3 0.081(10) 0.031(6) 0.016(5) -0.003(4) 0.003(5) -0.007(6) C4 0.078(10) 0.030(6) 0.024(5) 0.000(4) -0.005(5) -0.003(6) C5 0.047(7) 0.033(5) 0.016(4) -0.008(4) 0.007(4) -0.005(5) C6 0.058(7) 0.020(4) 0.021(4) -0.002(4) -0.002(5) 0.001(6) C7 0.054(7) 0.027(5) 0.021(4) -0.006(4) 0.009(5) -0.017(6) C8 0.054(8) 0.032(5) 0.013(4) -0.005(4) 0.000(4) -0.016(5) C9 0.029(2) 0.0115(14) 0.0255(16) -0.0019(14) -0.0005(15) -0.0017(15) C10 0.015(5) 0.035(6) 0.025(5) -0.002(4) -0.002(4) 0.012(4) C11 0.053(8) 0.019(5) 0.044(6) 0.008(5) -0.010(6) 0.000(5) C12 0.025(6) 0.030(5) 0.050(6) -0.014(6) -0.010(5) 0.001(5) C13 0.028(6) 0.036(5) 0.028(5) -0.002(5) 0.002(5) 0.009(5) C14 0.036(7) 0.034(6) 0.075(9) 0.004(6) 0.008(6) -0.007(5) C15 0.025(6) 0.026(5) 0.055(7) 0.000(5) -0.009(5) -0.002(5) C16 0.012(5) 0.056(7) 0.050(6) -0.014(6) -0.005(5) 0.008(5) C17 0.015(5) 0.022(5) 0.018(4) 0.004(4) -0.010(4) 0.004(4) C18 0.028(5) 0.017(4) 0.019(4) 0.003(3) -0.003(4) 0.005(4) C19 0.049(7) 0.030(5) 0.012(4) 0.001(4) 0.002(4) -0.003(5) C20 0.033(6) 0.027(5) 0.023(4) 0.008(4) 0.002(4) -0.011(5) C21 0.034(6) 0.029(5) 0.015(4) 0.000(4) 0.006(4) 0.002(5) C22 0.049(7) 0.015(5) 0.029(5) -0.001(4) -0.013(5) 0.001(4) C23 0.045(7) 0.029(5) 0.017(5) 0.001(4) 0.008(4) -0.011(5) C24 0.042(7) 0.032(5) 0.020(4) -0.002(4) -0.002(5) -0.012(5) C25 0.036(7) 0.030(6) 0.009(4) 0.003(4) -0.007(4) -0.007(5) C26 0.018(6) 0.030(5) 0.025(5) 0.003(4) 0.001(4) 0.000(5) C27 0.013(5) 0.017(5) 0.054(6) -0.003(4) 0.005(4) 0.009(4) C28 0.028(6) 0.032(5) 0.049(6) -0.008(5) 0.007(5) 0.010(5) C29 0.012(5) 0.036(5) 0.037(6) -0.007(4) 0.003(4) 0.004(5) C30 0.019(6) 0.033(6) 0.057(7) -0.007(5) 0.003(5) -0.008(5) C31 0.031(6) 0.011(4) 0.041(6) 0.000(4) -0.013(5) 0.003(5) C32 0.024(6) 0.019(5) 0.047(6) 0.005(4) -0.007(5) 0.002(4) C33 0.034(6) 0.018(4) 0.025(5) -0.006(4) -0.001(4) -0.004(4) C34 0.022(6) 0.035(5) 0.055(7) 0.005(5) -0.015(5) 0.011(5) C35 0.104(12) 0.023(5) 0.021(5) -0.009(4) -0.012(6) 0.003(7) C36 0.126(13) 0.017(5) 0.028(5) 0.003(4) 0.011(7) -0.015(7) C37 0.067(8) 0.020(5) 0.036(5) -0.005(5) -0.006(5) -0.012(6) C38 0.087(11) 0.013(5) 0.059(7) -0.005(5) -0.017(7) 0.013(6) C39 0.088(11) 0.020(5) 0.045(6) 0.002(5) -0.008(7) 0.011(6) C40 0.038(7) 0.025(5) 0.046(6) -0.015(5) -0.010(5) 0.010(5) C41 0.030(6) 0.015(4) 0.026(5) 0.003(4) -0.013(5) -0.006(4) C42 0.026(5) 0.008(4) 0.033(5) 0.008(4) -0.006(5) -0.005(4) C43 0.043(4) 0.014(2) 0.037(3) 0.005(2) 0.003(3) -0.004(3) C44 0.043(4) 0.014(2) 0.037(3) 0.005(2) 0.003(3) -0.004(3) C45 0.043(4) 0.014(2) 0.037(3) 0.005(2) 0.003(3) -0.004(3) C46 0.042(7) 0.016(4) 0.041(5) -0.010(5) -0.004(5) -0.002(5) C47 0.036(7) 0.024(5) 0.037(6) 0.004(4) -0.004(5) -0.012(5) C48 0.048(7) 0.015(5) 0.061(8) -0.002(5) 0.003(6) 0.002(5) C49 0.0448(17) 0.0479(15) 0.0362(13) 0.0043(12) 0.0060(12) -0.0114(13) C50 0.0448(17) 0.0479(15) 0.0362(13) 0.0043(12) 0.0060(12) -0.0114(13) C51 0.045(8) 0.049(7) 0.081(9) -0.034(7) -0.002(7) -0.023(6) C52 0.070(9) 0.025(5) 0.047(6) -0.005(5) 0.021(7) 0.008(6) C53 0.0469(17) 0.0432(14) 0.0288(12) 0.0007(11) 0.0084(11) -0.0185(13) C54 0.0469(17) 0.0432(14) 0.0288(12) 0.0007(11) 0.0084(11) -0.0185(13) C55 0.031(7) 0.041(6) 0.058(7) -0.009(6) -0.002(6) -0.012(5) C56 0.054(8) 0.037(6) 0.023(5) -0.015(5) -0.006(5) -0.015(6) C57 0.056(9) 0.042(7) 0.047(7) -0.009(5) 0.006(6) 0.002(6) C58 0.061(10) 0.074(9) 0.057(8) -0.007(7) -0.025(7) 0.011(8) C59 0.062(12) 0.138(16) 0.116(14) 0.030(13) 0.016(10) 0.027(12) C60 0.065(10) 0.038(7) 0.068(8) -0.013(6) 0.003(7) -0.018(7) C61 0.109(3) 0.077(2) 0.090(2) 0.0202(19) -0.020(3) -0.026(2) C62 0.109(3) 0.077(2) 0.090(2) 0.0202(19) -0.020(3) -0.026(2) C63 0.084(3) 0.069(2) 0.0606(18) 0.0073(17) -0.0041(18) 0.0107(19) C64 0.084(3) 0.069(2) 0.0606(18) 0.0073(17) -0.0041(18) 0.0107(19) C65 0.069(10) 0.047(7) 0.047(7) 0.017(6) -0.007(7) -0.016(7) C66 0.052(9) 0.078(10) 0.064(8) -0.026(8) -0.012(7) 0.021(8) C67 0.17(2) 0.100(12) 0.072(10) -0.013(9) 0.034(12) 0.054(14) C68 0.061(9) 0.064(8) 0.057(8) 0.025(7) 0.013(7) 0.016(8) C69 0.18(2) 0.150(18) 0.084(13) -0.045(13) -0.020(14) -0.004(18) C70 0.099(15) 0.108(13) 0.138(16) -0.013(13) -0.036(12) -0.038(12) C71 0.077(14) 0.22(2) 0.072(11) 0.012(14) 0.011(10) -0.016(15) C72 0.16(2) 0.109(15) 0.157(18) -0.104(14) -0.007(17) 0.004(15) C73 0.063(10) 0.068(8) 0.068(8) -0.005(7) -0.004(7) 0.006(9) C74 0.064(11) 0.067(9) 0.148(15) -0.035(10) 0.029(11) 0.010(9) C75 0.075(12) 0.040(8) 0.115(13) -0.012(8) -0.004(10) 0.002(8) C76 0.069(11) 0.085(10) 0.098(11) -0.017(10) 0.016(9) 0.043(10) C77 0.20(2) 0.066(9) 0.062(9) -0.012(8) 0.054(12) -0.043(13) C78 0.117(15) 0.041(8) 0.104(12) 0.016(7) -0.030(11) -0.014(9) C79 0.15(2) 0.121(15) 0.105(13) -0.043(12) -0.052(13) 0.080(14) C80 0.043(9) 0.124(13) 0.074(10) 0.040(9) -0.013(7) -0.004(9) C81 0.085(13) 0.099(12) 0.090(11) -0.001(10) 0.018(9) 0.041(10) C82 0.056(9) 0.071(8) 0.040(6) -0.010(6) 0.009(7) -0.002(8) _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 O4 2.316(6) . ? Eu1 O6 2.335(6) . ? Eu1 O1 2.376(5) . ? Eu1 O13 2.399(7) . ? Eu1 O8 2.424(6) . ? Eu1 O9 2.455(6) . ? Eu1 O14 2.475(6) . ? Eu1 O10 2.491(6) . ? Eu1 O7 2.802(6) . ? Eu1 C33 2.808(9) . ? Eu1 C25 2.984(10) . ? Eu1 S2 3.504(3) . ? Eu2 O7 2.346(6) . ? Eu2 O5 2.353(5) . ? Eu2 O2 2.355(6) . ? Eu2 O3 2.397(6) . ? Eu2 O15 2.419(7) . ? Eu2 O12 2.439(6) . ? Eu2 O16 2.447(6) . ? Eu2 O11 2.511(6) . ? Eu2 O4 2.813(6) . ? Eu2 C41 2.847(8) . ? Eu2 C9 2.940(9) . ? Eu2 S4 3.498(2) . ? S1 O13 1.528(7) . ? S1 C49 1.710(11) . ? S1 C50 1.720(11) . ? S2 O14 1.536(6) . ? S2 C52 1.759(10) . ? S2 C51 1.801(13) . ? S3 O15 1.520(7) . ? S3 C53 1.738(11) . ? S3 C54 1.783(10) . ? S4 O16 1.514(6) . ? S4 C55 1.784(11) . ? S4 C56 1.785(10) . ? S5 O17 1.512(8) . ? S5 C58 1.732(14) . ? S5 C57 1.748(11) . ? S6 O18 1.489(9) . ? S6 C59 1.722(16) . ? S6 C60 1.766(13) . ? S7 O19 1.541(10) . ? S7 C61 1.693(17) . ? S7 C62 1.794(15) . ? S8 O20 1.554(10) . ? S8 C63 1.721(13) . ? S8 C64 1.747(14) . ? S9 O21 1.507(8) . ? S9 C65 1.775(11) . ? S9 C66 1.819(12) . ? S10 O22 1.610(12) . ? S10 C67 1.744(14) . ? S10 C68 1.775(11) . ? S11 O23 1.496(10) . ? S11 C70 1.718(18) . ? S11 C69 1.846(16) . ? S12 O24 1.492(12) . ? S12 C71 1.787(17) . ? S12 C72 1.820(16) . ? S13 O25 1.501(10) . ? S13 C73 1.746(14) . ? S13 C74 1.810(14) . ? S14 O26 1.438(12) . ? S14 C75 1.579(15) . ? S14 C76 1.764(15) . ? S15 O27 1.469(10) . ? S15 C77 1.747(13) . ? S15 C78 1.780(13) . ? S16 O28 1.493(11) . ? S16 C79 1.721(18) . ? S16 C80 1.837(14) . ? S17 O29 1.483(9) . ? S17 C81 1.749(15) . ? S17 C82 1.853(13) . ? O1 C1 1.270(9) . ? O2 C1 1.251(10) . ? O3 C9 1.250(10) . ? O4 C9 1.301(10) . ? O5 C17 1.264(9) . ? O6 C17 1.279(9) . ? O7 C25 1.249(11) . ? O8 C25 1.282(11) . ? O9 C33 1.256(10) . ? O10 C33 1.259(10) . ? O11 C41 1.286(10) . ? O12 C41 1.283(10) . ? C1 C2 1.493(11) . ? C2 C3 1.359(12) . ? C2 C7 1.386(12) . ? C3 C4 1.406(13) . ? C4 C5 1.383(13) . ? C5 C6 1.395(12) . ? C5 C8 1.509(12) . ? C6 C7 1.401(11) . ? C8 C24 1.296(12) 2_665 ? C9 C10 1.521(13) . ? C10 C15 1.369(13) . ? C10 C11 1.412(13) . ? C11 C12 1.385(14) . ? C12 C13 1.391(13) . ? C13 C14 1.412(14) . ? C13 C16 1.450(13) . ? C14 C15 1.403(15) . ? C16 C32 1.334(12) 1_455 ? C17 C18 1.470(11) . ? C18 C23 1.375(12) . ? C18 C19 1.446(12) . ? C19 C20 1.389(11) . ? C20 C21 1.382(12) . ? C21 C22 1.398(12) . ? C21 C24 1.485(12) . ? C22 C23 1.386(12) . ? C24 C8 1.296(12) 2_664 ? C25 C26 1.488(14) . ? C26 C27 1.393(13) . ? C26 C31 1.413(13) . ? C27 C28 1.380(13) . ? C28 C29 1.401(14) . ? C29 C30 1.398(14) . ? C29 C32 1.460(14) . ? C30 C31 1.411(14) . ? C32 C16 1.334(12) 1_655 ? C33 C34 1.530(12) . ? C34 C35 1.370(14) . ? C34 C39 1.405(15) . ? C35 C36 1.409(14) . ? C36 C37 1.398(14) . ? C37 C38 1.390(14) . ? C37 C40 1.503(13) . ? C38 C39 1.387(13) . ? C40 C48 1.324(14) 1_545 ? C41 C42 1.510(10) . ? C42 C43 1.358(12) . ? C42 C47 1.390(13) . ? C43 C44 1.419(12) . ? C44 C45 1.382(12) . ? C45 C46 1.367(13) . ? C45 C48 1.493(12) . ? C46 C47 1.411(13) . ? C48 C40 1.324(14) 1_565 ? 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 O4 Eu1 O6 74.6(2) . . ? O4 Eu1 O1 78.0(2) . . ? O6 Eu1 O1 131.1(2) . . ? O4 Eu1 O13 87.3(2) . . ? O6 Eu1 O13 141.9(2) . . ? O1 Eu1 O13 74.6(2) . . ? O4 Eu1 O8 124.8(2) . . ? O6 Eu1 O8 80.0(2) . . ? O1 Eu1 O8 83.5(2) . . ? O13 Eu1 O8 136.4(2) . . ? O4 Eu1 O9 144.4(2) . . ? O6 Eu1 O9 79.2(2) . . ? O1 Eu1 O9 137.5(2) . . ? O13 Eu1 O9 99.2(2) . . ? O8 Eu1 O9 72.4(2) . . ? O4 Eu1 O14 78.01(19) . . ? O6 Eu1 O14 74.8(2) . . ? O1 Eu1 O14 136.6(2) . . ? O13 Eu1 O14 68.6(2) . . ? O8 Eu1 O14 139.5(2) . . ? O9 Eu1 O14 72.2(2) . . ? O4 Eu1 O10 155.5(2) . . ? O6 Eu1 O10 129.4(2) . . ? O1 Eu1 O10 86.24(19) . . ? O13 Eu1 O10 70.4(2) . . ? O8 Eu1 O10 70.9(2) . . ? O9 Eu1 O10 53.2(2) . . ? O14 Eu1 O10 101.9(2) . . ? O4 Eu1 O7 75.79(19) . . ? O6 Eu1 O7 67.75(19) . . ? O1 Eu1 O7 66.6(2) . . ? O13 Eu1 O7 140.1(2) . . ? O8 Eu1 O7 49.23(18) . . ? O9 Eu1 O7 115.6(2) . . ? O14 Eu1 O7 138.69(17) . . ? O10 Eu1 O7 115.0(2) . . ? O7 Eu2 O2 75.1(2) . . ? O5 Eu2 O2 131.59(19) . . ? O7 Eu2 O3 125.0(2) . . ? O5 Eu2 O3 84.4(2) . . ? O2 Eu2 O3 78.0(2) . . ? O7 Eu2 O15 85.4(2) . . ? O5 Eu2 O15 73.7(2) . . ? O2 Eu2 O15 142.1(2) . . ? O3 Eu2 O15 138.5(2) . . ? O7 Eu2 O12 146.4(2) . . ? O5 Eu2 O12 133.8(2) . . ? O2 Eu2 O12 82.57(19) . . ? O3 Eu2 O12 72.5(2) . . ? O15 Eu2 O12 97.9(2) . . ? O7 Eu2 O16 79.1(2) . . ? O5 Eu2 O16 138.3(2) . . ? O2 Eu2 O16 75.1(2) . . ? O3 Eu2 O16 136.79(19) . . ? O15 Eu2 O16 69.5(2) . . ? O12 Eu2 O16 71.0(2) . . ? O7 Eu2 O11 151.9(2) . . ? O5 Eu2 O11 82.21(18) . . ? O2 Eu2 O11 132.7(2) . . ? O3 Eu2 O11 73.4(2) . . ? O15 Eu2 O11 69.1(2) . . ? O12 Eu2 O11 53.30(19) . . ? O16 Eu2 O11 101.7(2) . . ? O7 Eu2 O4 75.13(19) . . ? O5 Eu2 O4 67.98(19) . . ? O2 Eu2 O4 66.11(18) . . ? O3 Eu2 O4 50.18(17) . . ? O15 Eu2 O4 139.4(2) . . ? O12 Eu2 O4 118.0(2) . . ? O16 Eu2 O4 137.63(18) . . ? O11 Eu2 O4 116.8(2) . . ? O13 S1 C49 104.9(5) . . ? O13 S1 C50 104.1(5) . . ? C49 S1 C50 96.4(6) . . ? O14 S2 C52 108.2(5) . . ? O14 S2 C51 102.6(5) . . ? C52 S2 C51 100.0(6) . . ? O15 S3 C53 103.3(5) . . ? O15 S3 C54 106.3(4) . . ? C53 S3 C54 99.4(5) . . ? O16 S4 C55 106.1(4) . . ? O16 S4 C56 105.2(4) . . ? C55 S4 C56 97.4(5) . . ? O17 S5 C58 107.5(5) . . ? O17 S5 C57 106.3(5) . . ? C58 S5 C57 94.8(6) . . ? O18 S6 C59 103.0(8) . . ? O18 S6 C60 105.4(6) . . ? C59 S6 C60 93.7(7) . . ? O19 S7 C61 107.3(8) . . ? O19 S7 C62 103.9(6) . . ? C61 S7 C62 95.5(8) . . ? O20 S8 C63 105.8(6) . . ? O20 S8 C64 104.2(7) . . ? C63 S8 C64 97.2(7) . . ? O21 S9 C65 105.3(5) . . ? O21 S9 C66 106.9(5) . . ? C65 S9 C66 96.8(7) . . ? O22 S10 C67 108.6(8) . . ? O22 S10 C68 103.3(7) . . ? C67 S10 C68 97.1(7) . . ? O23 S11 C70 109.7(7) . . ? O23 S11 C69 104.0(9) . . ? C70 S11 C69 94.8(9) . . ? O24 S12 C71 102.2(9) . . ? O24 S12 C72 109.2(9) . . ? C71 S12 C72 92.3(10) . . ? O25 S13 C73 107.9(7) . . ? O25 S13 C74 105.9(7) . . ? C73 S13 C74 96.1(7) . . ? O26 S14 C75 103.4(9) . . ? O26 S14 C76 108.7(8) . . ? C75 S14 C76 94.4(7) . . ? O27 S15 C77 106.6(7) . . ? O27 S15 C78 108.5(7) . . ? C77 S15 C78 98.6(8) . . ? O28 S16 C79 104.7(8) . . ? O28 S16 C80 103.7(7) . . ? C79 S16 C80 96.9(9) . . ? O29 S17 C81 106.4(6) . . ? O29 S17 C82 108.1(5) . . ? C81 S17 C82 95.8(7) . . ? C1 O1 Eu1 135.3(5) . . ? C1 O2 Eu2 137.7(6) . . ? C9 O3 Eu2 102.9(5) . . ? C9 O4 Eu1 166.7(6) . . ? C9 O4 Eu2 82.5(5) . . ? Eu1 O4 Eu2 104.8(2) . . ? C17 O5 Eu2 136.9(5) . . ? C17 O6 Eu1 139.0(6) . . ? C25 O7 Eu2 164.9(6) . . ? C25 O7 Eu1 85.9(5) . . ? Eu2 O7 Eu1 104.3(2) . . ? C25 O8 Eu1 102.9(6) . . ? C33 O9 Eu1 92.6(5) . . ? C33 O10 Eu1 90.8(5) . . ? C41 O11 Eu2 91.3(5) . . ? C41 O12 Eu2 94.7(5) . . ? S1 O13 Eu1 127.7(4) . . ? S2 O14 Eu1 119.9(3) . . ? S3 O15 Eu2 126.0(4) . . ? S4 O16 Eu2 122.3(3) . . ? O2 C1 O1 126.6(7) . . ? O2 C1 C2 117.4(7) . . ? O1 C1 C2 115.9(7) . . ? C3 C2 C7 118.1(8) . . ? C3 C2 C1 122.3(8) . . ? C7 C2 C1 119.6(8) . . ? C2 C3 C4 122.4(9) . . ? C5 C4 C3 118.6(9) . . ? C4 C5 C6 120.7(8) . . ? C4 C5 C8 120.1(9) . . ? C6 C5 C8 119.1(8) . . ? C5 C6 C7 118.2(8) . . ? C2 C7 C6 122.0(8) . . ? C24 C8 C5 125.9(9) 2_665 . ? O3 C9 O4 122.9(8) . . ? O3 C9 C10 120.8(8) . . ? O4 C9 C10 116.3(7) . . ? C15 C10 C11 119.1(9) . . ? C15 C10 C9 121.3(8) . . ? C11 C10 C9 119.5(9) . . ? C12 C11 C10 120.7(9) . . ? C11 C12 C13 119.2(9) . . ? C12 C13 C14 120.5(10) . . ? C12 C13 C16 117.5(9) . . ? C14 C13 C16 121.7(10) . . ? C15 C14 C13 118.6(10) . . ? C10 C15 C14 121.0(10) . . ? C32 C16 C13 126.6(9) 1_455 . ? O5 C17 O6 123.8(7) . . ? O5 C17 C18 120.2(7) . . ? O6 C17 C18 116.0(7) . . ? C23 C18 C19 119.0(8) . . ? C23 C18 C17 122.0(8) . . ? C19 C18 C17 118.7(7) . . ? C20 C19 C18 118.5(8) . . ? C21 C20 C19 121.3(8) . . ? C20 C21 C22 119.9(8) . . ? C20 C21 C24 117.1(8) . . ? C22 C21 C24 122.9(8) . . ? C23 C22 C21 119.7(9) . . ? C18 C23 C22 121.5(9) . . ? C8 C24 C21 126.1(9) 2_664 . ? O7 C25 O8 121.1(9) . . ? O7 C25 C26 121.7(8) . . ? O8 C25 C26 117.1(9) . . ? C27 C26 C31 120.6(9) . . ? C27 C26 C25 120.1(8) . . ? C31 C26 C25 118.9(9) . . ? C28 C27 C26 118.9(9) . . ? C27 C28 C29 122.8(9) . . ? C30 C29 C28 117.8(9) . . ? C30 C29 C32 122.2(9) . . ? C28 C29 C32 120.0(9) . . ? C29 C30 C31 121.0(9) . . ? C30 C31 C26 118.8(9) . . ? C16 C32 C29 126.7(8) 1_655 . ? O9 C33 O10 123.3(8) . . ? O9 C33 C34 117.8(8) . . ? O10 C33 C34 118.8(8) . . ? C35 C34 C39 120.8(9) . . ? C35 C34 C33 119.4(9) . . ? C39 C34 C33 119.6(9) . . ? C34 C35 C36 119.9(9) . . ? C37 C36 C35 120.2(9) . . ? C38 C37 C36 118.4(9) . . ? C38 C37 C40 118.2(9) . . ? C36 C37 C40 123.2(9) . . ? C39 C38 C37 122.0(11) . . ? C38 C39 C34 118.6(10) . . ? C48 C40 C37 120.0(9) 1_545 . ? O12 C41 O11 119.7(7) . . ? O12 C41 C42 120.7(8) . . ? O11 C41 C42 119.5(8) . . ? C43 C42 C47 123.1(8) . . ? C43 C42 C41 120.1(8) . . ? C47 C42 C41 116.8(8) . . ? C42 C43 C44 118.1(9) . . ? C45 C44 C43 121.0(8) . . ? C46 C45 C44 118.5(8) . . ? C46 C45 C48 118.2(9) . . ? C44 C45 C48 123.2(8) . . ? C45 C46 C47 122.7(9) . . ? C42 C47 C46 116.6(9) . . ? C40 C48 C45 124.5(10) 1_565 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.613 _refine_diff_density_min -1.142 _refine_diff_density_rms 0.130 _vrf_PLAT602_7 ; RESPONSE: Residual electron density from badly disordered and diffused solvent molecules was removed with SQUEEZE function of PLATON program. In total, 707 electrons per unit cell were removed, leaving 1889.7 Ang^3 void space per unit cell, which is ~15% of the unit cell volume and much smaller than the 30% threshold for SQUEEZE. The contribution of the removed solvent molecules was not included in the formula and density calculations since the identity of the solvent is not confirmed unambiguously. ; #===>END data_8 _database_code_depnum_ccdc_archive 'CCDC 791238' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H36 Eu N O8 S3' _chemical_formula_weight 822.77 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' Eu Eu -0.1578 3.6682 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7097(3) _cell_length_b 14.0738(5) _cell_length_c 16.2065(6) _cell_angle_alpha 114.085(2) _cell_angle_beta 91.028(2) _cell_angle_gamma 94.463(2) _cell_volume 1805.42(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 31341 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 1.958 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6954 _exptl_absorpt_correction_T_max 0.9527 _exptl_absorpt_process_details SADABS _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31341 _diffrn_reflns_av_R_equivalents 0.0575 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6985 _reflns_number_gt 5707 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0875P)^2^+13.1367P] 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 6985 _refine_ls_number_parameters 335 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0774 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1475 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.030 _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 -0.18541(4) 0.95578(3) 0.56149(2) 0.02067(13) Uani 1 1 d . . . N1 N -0.4814(9) 1.2059(6) 0.7453(5) 0.0465(19) Uani 1 1 d . . . C1 C 0.0171(9) 0.9566(6) 0.6998(5) 0.0309(17) Uani 1 1 d . . . C2 C 0.1376(11) 0.9686(7) 0.7710(6) 0.045(2) Uani 1 1 d . . . C3 C 0.2689(12) 0.9156(8) 0.7474(8) 0.058(3) Uani 1 1 d . . . H3A H 0.2806 0.8698 0.6862 0.070 Uiso 1 1 calc R . . C4 C 0.3832(17) 0.9293(11) 0.8132(10) 0.088(5) Uani 1 1 d . . . H4A H 0.4708 0.8907 0.7963 0.106 Uiso 1 1 calc R . . C5 C 0.3731(13) 0.9972(9) 0.9023(8) 0.0669(9) Uani 1 1 d D . . C6 C 0.2378(15) 1.0482(9) 0.9252(8) 0.0669(9) Uani 1 1 d . . . H6A H 0.2266 1.0943 0.9864 0.080 Uiso 1 1 calc R . . C7 C 0.1188(15) 1.0333(10) 0.8604(7) 0.067(3) Uani 1 1 d . . . H7A H 0.0269 1.0670 0.8776 0.080 Uiso 1 1 calc R . . C8 C 0.5046(13) 1.0167(9) 0.9694(8) 0.0669(9) Uani 1 1 d D . . C11 C -0.0782(8) 0.8107(5) 0.3920(5) 0.0252(15) Uani 1 1 d . . . C12 C -0.0584(10) 0.7323(6) 0.2990(5) 0.0317(17) Uani 1 1 d . . . C13 C 0.0107(12) 0.7618(7) 0.2356(6) 0.044(2) Uani 1 1 d . . . H13A H 0.0581 0.8309 0.2537 0.052 Uiso 1 1 calc R . . C14 C 0.0112(14) 0.6918(7) 0.1468(6) 0.054(3) Uani 1 1 d . . . H14A H 0.0585 0.7129 0.1039 0.064 Uiso 1 1 calc R . . C15 C -0.0580(15) 0.5887(9) 0.1187(8) 0.0669(9) Uani 1 1 d . . . C16 C -0.1218(14) 0.5597(10) 0.1829(8) 0.0669(9) Uani 1 1 d . . . H16A H -0.1666 0.4901 0.1656 0.080 Uiso 1 1 calc R . . C17 C -0.1217(14) 0.6300(9) 0.2721(8) 0.0669(9) Uani 1 1 d . . . H17A H -0.1653 0.6082 0.3156 0.080 Uiso 1 1 calc R . . C18 C -0.0626(14) 0.5112(10) 0.0207(8) 0.0669(9) Uani 1 1 d . . . C19 C -0.2236(14) 0.4731(9) -0.0221(8) 0.0669(9) Uani 1 1 d . . . H19A H -0.2808 0.4421 0.0146 0.080 Uiso 1 1 calc R . . H19B H -0.2159 0.4165 -0.0829 0.080 Uiso 1 1 calc R . . C20 C -0.2202(18) 0.6123(12) -0.0973(11) 0.0973(10) Uani 1 1 d . . . H20D H -0.2653 0.6700 -0.1050 0.146 Uiso 1 1 calc R . . H20E H -0.2115 0.5551 -0.1567 0.146 Uiso 1 1 calc R . . H20F H -0.1175 0.6368 -0.0667 0.146 Uiso 1 1 calc R . . C21 C -0.4402(9) 0.8194(6) 0.5598(6) 0.0308(17) Uani 1 1 d . . . C22 C -0.5652(9) 0.7341(6) 0.5395(6) 0.0356(18) Uani 1 1 d . . . C23 C -0.6956(10) 0.7270(7) 0.4854(7) 0.043(2) Uani 1 1 d . . . H23A H -0.7049 0.7776 0.4613 0.052 Uiso 1 1 calc R . . C24 C -0.8109(11) 0.6476(7) 0.4667(8) 0.052(3) Uani 1 1 d . . . H24A H -0.8978 0.6435 0.4287 0.062 Uiso 1 1 calc R . . C25 C -0.8030(15) 0.5728(9) 0.5024(8) 0.0669(9) Uani 1 1 d . . . C26 C -0.6726(14) 0.5801(9) 0.5566(8) 0.0669(9) Uani 1 1 d . . . H26A H -0.6642 0.5299 0.5812 0.080 Uiso 1 1 calc R . . C27 C -0.5556(10) 0.6591(7) 0.5751(7) 0.044(2) Uani 1 1 d . . . H27A H -0.4678 0.6627 0.6122 0.053 Uiso 1 1 calc R . . C28 C -0.9307(14) 0.4885(10) 0.4843(8) 0.0669(9) Uani 1 1 d . . . C29 C -0.8900(11) 0.3812(8) 0.4259(9) 0.059(3) Uani 1 1 d . A . H29A H -0.9777 0.3297 0.4210 0.071 Uiso 1 1 calc R . . H29B H -0.8002 0.3650 0.4545 0.071 Uiso 1 1 calc R . . C30 C -1.030(3) 0.353(2) 0.274(2) 0.0973(10) Uani 0.60 1 d P A 1 H30A H -1.0318 0.3511 0.2134 0.146 Uiso 0.60 1 calc PR A 1 H30B H -1.0851 0.4106 0.3143 0.146 Uiso 0.60 1 calc PR A 1 H30C H -1.0789 0.2865 0.2721 0.146 Uiso 0.60 1 calc PR A 1 C30A C -0.840(5) 0.238(3) 0.234(3) 0.0973(10) Uani 0.40 1 d P A 2 H30D H -0.8183 0.2374 0.1746 0.146 Uiso 0.40 1 calc PR A 2 H30E H -0.9404 0.1986 0.2295 0.146 Uiso 0.40 1 calc PR A 2 H30F H -0.7596 0.2050 0.2528 0.146 Uiso 0.40 1 calc PR A 2 C31 C -0.4187(10) 1.1177(7) 0.7022(6) 0.039(2) Uani 1 1 d . . . H31A H -0.4526 1.0603 0.7160 0.047 Uiso 1 1 calc R . . C32 C -0.5997(16) 1.2164(11) 0.8068(9) 0.081(3) Uani 1 1 d . . . H32A H -0.6295 1.1484 0.8081 0.121 Uiso 1 1 calc R . . H32B H -0.6895 1.2415 0.7874 0.121 Uiso 1 1 calc R . . H32C H -0.5619 1.2666 0.8675 0.121 Uiso 1 1 calc R . . C33 C -0.4396(16) 1.2952(10) 0.7242(9) 0.081(3) Uani 1 1 d . . . H33A H -0.3349 1.2913 0.7027 0.121 Uiso 1 1 calc R . . H33B H -0.4436 1.3599 0.7788 0.121 Uiso 1 1 calc R . . H33C H -0.5121 1.2946 0.6770 0.121 Uiso 1 1 calc R . . S2 S -0.3346(5) 0.5689(3) -0.0340(3) 0.0973(10) Uani 1 1 d . . . S3 S -0.8450(5) 0.3692(3) 0.3148(3) 0.0850(10) Uani 1 1 d . . . O1 O 0.0458(6) 0.9065(4) 0.6165(3) 0.0290(11) Uani 1 1 d . . . O2 O -0.1065(6) 0.9983(4) 0.7213(3) 0.0321(12) Uani 1 1 d . . . O3 O -0.0062(6) 0.9024(4) 0.4223(3) 0.0240(10) Uani 1 1 d . . . O4 O -0.1716(6) 0.7864(4) 0.4385(4) 0.0332(12) Uani 1 1 d . . . O5 O -0.3217(6) 0.8236(4) 0.6055(4) 0.0337(12) Uani 1 1 d . . . O6 O -0.4566(6) 0.8882(4) 0.5281(4) 0.0363(13) Uani 1 1 d . . . O7 O -0.3216(7) 1.1030(5) 0.6465(4) 0.0391(14) Uani 1 1 d . . . O8 O -0.2842(6) 1.0095(4) 0.4480(4) 0.0282(11) Uani 1 1 d . . . S1 S 0.6242(11) 1.2257(7) 0.9962(7) 0.0973(10) Uani 0.50 1 d PD B 1 C10 C 0.575(4) 1.273(2) 1.1087(11) 0.0973(10) Uani 0.50 1 d PD B 1 H10A H 0.6642 1.2743 1.1470 0.146 Uiso 0.50 1 calc PR B 1 H10B H 0.4892 1.2276 1.1150 0.146 Uiso 0.50 1 calc PR B 1 H10C H 0.5442 1.3441 1.1275 0.146 Uiso 0.50 1 calc PR B 1 S1A S 0.6870(11) 1.1808(7) 0.9632(7) 0.0973(10) Uani 0.50 1 d PD B 2 C10A C 0.660(4) 1.246(2) 1.0785(10) 0.0973(10) Uani 0.50 1 d PD B 2 H10D H 0.5796 1.2062 1.0962 0.146 Uiso 0.50 1 calc PR B 2 H10E H 0.6280 1.3157 1.0911 0.146 Uiso 0.50 1 calc PR B 2 H10F H 0.7565 1.2529 1.1132 0.146 Uiso 0.50 1 calc PR B 2 C9 C 0.6618(15) 1.0674(9) 0.9509(8) 0.0669(9) Uani 1 1 d . . . 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 0.0176(2) 0.0224(2) 0.0211(2) 0.00778(14) -0.00194(12) 0.00338(12) N1 0.040(4) 0.055(5) 0.038(4) 0.009(4) 0.008(3) 0.022(4) C1 0.033(4) 0.035(4) 0.027(4) 0.017(3) -0.006(3) -0.006(3) C2 0.053(6) 0.052(5) 0.034(5) 0.024(4) -0.016(4) -0.007(4) C3 0.054(6) 0.060(6) 0.069(7) 0.037(6) -0.031(5) 0.002(5) C4 0.093(10) 0.082(9) 0.087(10) 0.031(8) -0.046(8) 0.015(8) C5 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C6 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C7 0.076(8) 0.078(8) 0.041(6) 0.023(6) -0.027(5) -0.006(6) C8 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C11 0.026(4) 0.022(4) 0.025(4) 0.007(3) -0.006(3) 0.008(3) C12 0.045(5) 0.025(4) 0.020(4) 0.004(3) 0.001(3) 0.007(3) C13 0.063(6) 0.029(4) 0.029(5) 0.002(4) 0.009(4) 0.003(4) C14 0.092(8) 0.037(5) 0.026(5) 0.007(4) 0.014(5) 0.007(5) C15 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C16 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C17 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C18 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C19 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C20 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) C21 0.026(4) 0.030(4) 0.038(4) 0.015(4) 0.006(3) 0.006(3) C22 0.025(4) 0.034(4) 0.049(5) 0.018(4) -0.001(3) 0.003(3) C23 0.031(5) 0.042(5) 0.066(6) 0.034(5) -0.008(4) -0.001(4) C24 0.032(5) 0.046(5) 0.086(8) 0.037(5) -0.015(5) -0.007(4) C25 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C26 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C27 0.024(4) 0.044(5) 0.073(7) 0.034(5) -0.006(4) -0.001(4) C28 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) C29 0.033(5) 0.043(5) 0.107(9) 0.034(6) 0.011(5) 0.009(4) C30 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) C30A 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) C31 0.035(5) 0.040(5) 0.033(5) 0.006(4) -0.003(4) 0.003(4) C32 0.082(7) 0.087(7) 0.079(6) 0.034(5) 0.038(5) 0.045(5) C33 0.082(7) 0.087(7) 0.079(6) 0.034(5) 0.038(5) 0.045(5) S2 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) S3 0.082(2) 0.083(2) 0.078(2) 0.0209(19) -0.0028(18) 0.0098(19) O1 0.024(3) 0.040(3) 0.027(3) 0.018(2) -0.005(2) 0.005(2) O2 0.035(3) 0.037(3) 0.024(3) 0.013(2) -0.003(2) -0.002(2) O3 0.026(3) 0.023(2) 0.019(2) 0.004(2) 0.0004(19) 0.005(2) O4 0.037(3) 0.028(3) 0.028(3) 0.006(2) 0.006(2) -0.004(2) O5 0.030(3) 0.040(3) 0.036(3) 0.021(3) -0.004(2) 0.000(2) O6 0.020(3) 0.034(3) 0.063(4) 0.028(3) -0.001(2) 0.003(2) O7 0.033(3) 0.042(3) 0.037(3) 0.008(3) 0.009(3) 0.016(3) O8 0.022(3) 0.035(3) 0.033(3) 0.020(2) -0.003(2) 0.006(2) S1 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) C10 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) S1A 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) C10A 0.089(2) 0.085(2) 0.121(3) 0.046(2) 0.0051(19) 0.0077(16) C9 0.073(2) 0.065(2) 0.063(2) 0.0292(18) -0.0101(17) -0.0068(17) _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 O7 2.390(5) . ? Eu1 O4 2.418(5) . ? Eu1 O3 2.424(5) 2_576 ? Eu1 O8 2.424(5) . ? Eu1 O6 2.441(5) . ? Eu1 O1 2.448(5) . ? Eu1 O2 2.480(5) . ? Eu1 O5 2.480(5) . ? Eu1 O3 2.648(5) . ? Eu1 C21 2.811(8) . ? Eu1 C1 2.824(8) . ? Eu1 C11 2.898(7) . ? N1 C31 1.318(11) . ? N1 C32 1.421(13) . ? N1 C33 1.453(15) . ? C1 O2 1.253(10) . ? C1 O1 1.282(10) . ? C1 C2 1.493(11) . ? C2 C7 1.382(15) . ? C2 C3 1.388(15) . ? C3 C4 1.389(14) . ? C4 C5 1.377(18) . ? C5 C6 1.404(17) . ? C5 C8 1.494(9) . ? C6 C7 1.403(15) . ? C8 C8 1.26(2) 2_677 ? C8 C9 1.585(16) . ? C11 O4 1.238(9) . ? C11 O3 1.283(9) . ? C11 C12 1.484(10) . ? C12 C13 1.386(12) . ? C12 C17 1.386(14) . ? C13 C14 1.373(12) . ? C14 C15 1.411(15) . ? C15 C16 1.375(16) . ? C15 C18 1.514(17) . ? C16 C17 1.379(16) . ? C18 C18 1.28(2) 2_565 ? C18 C19 1.510(16) . ? C19 S2 1.788(13) . ? C20 S2 1.694(15) . ? C21 O5 1.242(9) . ? C21 O6 1.284(9) . ? C21 C22 1.482(11) . ? C22 C23 1.394(12) . ? C22 C27 1.400(12) . ? C23 C24 1.373(12) . ? C24 C25 1.398(15) . ? C25 C26 1.394(16) . ? C25 C28 1.494(16) . ? C26 C27 1.381(14) . ? C28 C28 1.33(2) 2_366 ? C28 C29 1.493(16) . ? C29 S3 1.792(13) . ? C30 S3 1.69(3) . ? C30A S3 1.78(4) . ? C31 O7 1.216(10) . ? O3 Eu1 2.424(5) 2_576 ? S1 C10 1.742(10) . ? S1 C9 2.098(15) . ? S1A C9 1.523(14) . ? S1A C10A 1.744(10) . ? 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 O7 Eu1 O4 151.7(2) . . ? O7 Eu1 O3 79.51(19) . 2_576 ? O4 Eu1 O3 119.10(17) . 2_576 ? O7 Eu1 O8 76.26(19) . . ? O4 Eu1 O8 86.15(19) . . ? O3 Eu1 O8 79.17(17) 2_576 . ? O7 Eu1 O6 75.9(2) . . ? O4 Eu1 O6 77.78(19) . . ? O3 Eu1 O6 146.26(17) 2_576 . ? O8 Eu1 O6 72.80(18) . . ? O7 Eu1 O1 125.31(19) . . ? O4 Eu1 O1 81.54(19) . . ? O3 Eu1 O1 77.36(17) 2_576 . ? O8 Eu1 O1 143.66(17) . . ? O6 Eu1 O1 136.12(17) . . ? O7 Eu1 O2 75.8(2) . . ? O4 Eu1 O2 124.11(19) . . ? O3 Eu1 O2 84.44(17) 2_576 . ? O8 Eu1 O2 149.73(18) . . ? O6 Eu1 O2 111.11(19) . . ? O1 Eu1 O2 53.21(18) . . ? O7 Eu1 O5 99.3(2) . . ? O4 Eu1 O5 72.50(18) . . ? O3 Eu1 O5 155.72(17) 2_576 . ? O8 Eu1 O5 124.42(17) . . ? O6 Eu1 O5 53.01(18) . . ? O1 Eu1 O5 83.98(17) . . ? O2 Eu1 O5 71.90(18) . . ? O7 Eu1 O3 136.53(18) . . ? O4 Eu1 O3 51.02(16) . . ? O3 Eu1 O3 68.55(18) 2_576 . ? O8 Eu1 O3 69.54(16) . . ? O6 Eu1 O3 116.62(18) . . ? O1 Eu1 O3 76.20(16) . . ? O2 Eu1 O3 126.99(17) . . ? O5 Eu1 O3 121.89(17) . . ? O7 Eu1 C21 90.4(2) . . ? O4 Eu1 C21 70.2(2) . . ? O3 Eu1 C21 169.91(19) 2_576 . ? O8 Eu1 C21 98.4(2) . . ? O6 Eu1 C21 27.1(2) . . ? O1 Eu1 C21 109.1(2) . . ? O2 Eu1 C21 93.3(2) . . ? O5 Eu1 C21 26.2(2) . . ? O3 Eu1 C21 120.0(2) . . ? O7 Eu1 C1 99.9(2) . . ? O4 Eu1 C1 104.5(2) . . ? O3 Eu1 C1 78.40(19) 2_576 . ? O8 Eu1 C1 157.6(2) . . ? O6 Eu1 C1 128.3(2) . . ? O1 Eu1 C1 27.0(2) . . ? O2 Eu1 C1 26.3(2) . . ? O5 Eu1 C1 77.93(19) . . ? O3 Eu1 C1 101.6(2) . . ? C21 Eu1 C1 103.7(2) . . ? O7 Eu1 C11 151.3(2) . . ? O4 Eu1 C11 24.90(19) . . ? O3 Eu1 C11 94.77(19) 2_576 . ? O8 Eu1 C11 75.03(18) . . ? O6 Eu1 C11 95.7(2) . . ? O1 Eu1 C11 79.70(18) . . ? O2 Eu1 C11 132.01(19) . . ? O5 Eu1 C11 97.1(2) . . ? O3 Eu1 C11 26.27(18) . . ? C21 Eu1 C11 94.0(2) . . ? C1 Eu1 C11 106.5(2) . . ? C31 N1 C32 123.1(9) . . ? C31 N1 C33 119.7(8) . . ? C32 N1 C33 117.0(9) . . ? O2 C1 O1 121.0(7) . . ? O2 C1 C2 120.4(8) . . ? O1 C1 C2 118.5(8) . . ? O2 C1 Eu1 61.3(4) . . ? O1 C1 Eu1 60.0(4) . . ? C2 C1 Eu1 172.1(6) . . ? C7 C2 C3 120.0(9) . . ? C7 C2 C1 119.9(10) . . ? C3 C2 C1 120.1(9) . . ? C2 C3 C4 120.1(12) . . ? C5 C4 C3 121.8(13) . . ? C4 C5 C6 117.2(10) . . ? C4 C5 C8 120.2(12) . . ? C6 C5 C8 122.6(12) . . ? C5 C6 C7 121.9(12) . . ? C2 C7 C6 118.8(12) . . ? C8 C8 C5 121.4(14) 2_677 . ? C8 C8 C9 122.0(13) 2_677 . ? C5 C8 C9 116.1(10) . . ? O4 C11 O3 120.7(7) . . ? O4 C11 C12 117.9(7) . . ? O3 C11 C12 121.3(7) . . ? O4 C11 Eu1 55.3(4) . . ? O3 C11 Eu1 65.9(4) . . ? C12 C11 Eu1 167.8(5) . . ? C13 C12 C17 119.0(8) . . ? C13 C12 C11 120.8(7) . . ? C17 C12 C11 119.9(8) . . ? C14 C13 C12 120.4(8) . . ? C13 C14 C15 120.6(10) . . ? C16 C15 C14 118.2(11) . . ? C16 C15 C18 120.3(11) . . ? C14 C15 C18 121.4(10) . . ? C15 C16 C17 121.1(11) . . ? C16 C17 C12 120.6(11) . . ? C18 C18 C19 125.4(15) 2_565 . ? C18 C18 C15 120.5(14) 2_565 . ? C19 C18 C15 113.9(11) . . ? C18 C19 S2 116.3(9) . . ? O5 C21 O6 120.8(7) . . ? O5 C21 C22 120.9(7) . . ? O6 C21 C22 118.3(7) . . ? O5 C21 Eu1 61.8(4) . . ? O6 C21 Eu1 60.2(4) . . ? C22 C21 Eu1 168.0(6) . . ? C23 C22 C27 118.4(8) . . ? C23 C22 C21 121.0(7) . . ? C27 C22 C21 120.6(7) . . ? C24 C23 C22 120.7(8) . . ? C23 C24 C25 121.4(9) . . ? C26 C25 C24 117.8(10) . . ? C26 C25 C28 120.8(11) . . ? C24 C25 C28 121.3(10) . . ? C27 C26 C25 121.2(11) . . ? C26 C27 C22 120.5(9) . . ? C28 C28 C29 124.8(14) 2_366 . ? C28 C28 C25 120.7(15) 2_366 . ? C29 C28 C25 114.4(10) . . ? C28 C29 S3 111.8(8) . . ? O7 C31 N1 126.0(9) . . ? C20 S2 C19 101.3(7) . . ? C30 S3 C30A 83.6(16) . . ? C30 S3 C29 95.8(11) . . ? C30A S3 C29 114.2(14) . . ? C1 O1 Eu1 93.1(5) . . ? C1 O2 Eu1 92.3(4) . . ? C11 O3 Eu1 160.4(5) . 2_576 ? C11 O3 Eu1 87.8(4) . . ? Eu1 O3 Eu1 111.44(17) 2_576 . ? C11 O4 Eu1 99.8(4) . . ? C21 O5 Eu1 91.9(4) . . ? C21 O6 Eu1 92.7(4) . . ? C31 O7 Eu1 133.2(6) . . ? C10 S1 C9 109.4(12) . . ? C9 S1A C10A 100.9(13) . . ? S1A C9 C8 123.5(11) . . ? S1A C9 S1 21.5(5) . . ? C8 C9 S1 102.9(9) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 3.495 _refine_diff_density_min -2.043 _refine_diff_density_rms 0.183 #===>END data_9 _database_code_depnum_ccdc_archive 'CCDC 791239' #TrackingRef 'SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H36 N O8 S3 Tb' _chemical_formula_weight 829.73 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' Tb Tb -0.1723 4.1537 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6455(12) _cell_length_b 14.142(2) _cell_length_c 16.283(3) _cell_angle_alpha 114.240(9) _cell_angle_beta 91.363(9) _cell_angle_gamma 94.361(10) _cell_volume 1806.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 30192 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 836 _exptl_absorpt_coefficient_mu 2.178 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4916 _exptl_absorpt_correction_T_max 0.8989 _exptl_absorpt_process_details SADABS _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 30192 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6242 _reflns_number_gt 5276 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. ; _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^)+(0.0982P)^2^+10.0468P] 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 6242 _refine_ls_number_parameters 329 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1448 _refine_ls_wR_factor_gt 0.1373 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _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 Tb1 Tb -0.18604(3) 0.95622(2) 0.56085(2) 0.01785(13) Uani 1 1 d . . . S1 S 0.6879(10) 1.1788(7) 0.9601(6) 0.0871(8) Uani 0.50 1 d PD A 1 S1A S 0.6358(10) 1.2176(7) 0.9898(6) 0.0871(8) Uani 0.50 1 d PD A 2 S2 S -0.3368(4) 0.5683(3) -0.0350(3) 0.0871(8) Uani 1 1 d . . . S3 S -0.8439(4) 0.3715(3) 0.3137(3) 0.0842(10) Uani 1 1 d . . . O1 O 0.0446(5) 0.9074(4) 0.6151(3) 0.0249(11) Uani 1 1 d . . . O2 O -0.1076(6) 1.0007(4) 0.7197(3) 0.0303(12) Uani 1 1 d . . . O3 O -0.0045(5) 0.9042(4) 0.4228(3) 0.0216(10) Uani 1 1 d . . . O4 O -0.1714(6) 0.7888(4) 0.4381(4) 0.0312(12) Uani 1 1 d . . . O5 O -0.3175(6) 0.8251(4) 0.6040(4) 0.0308(12) Uani 1 1 d . . . O6 O -0.4569(5) 0.8888(4) 0.5282(4) 0.0321(12) Uani 1 1 d . . . O7 O -0.3208(6) 1.1028(4) 0.6437(4) 0.0349(13) Uani 1 1 d . . . O8 O -0.2833(5) 1.0082(4) 0.4485(3) 0.0240(10) Uani 1 1 d . . . N1 N -0.4801(8) 1.2062(6) 0.7437(5) 0.0403(17) Uani 1 1 d . . . C1 C 0.0164(8) 0.9582(5) 0.6982(5) 0.0235(9) Uani 1 1 d . . . C2 C 0.1365(10) 0.9697(7) 0.7695(6) 0.040(2) Uani 1 1 d . . . C3 C 0.2703(11) 0.9153(8) 0.7460(7) 0.048(2) Uani 1 1 d . . . H3A H 0.2807 0.8688 0.6851 0.057 Uiso 1 1 calc R . . C4 C 0.3867(15) 0.9292(10) 0.8109(9) 0.079(4) Uani 1 1 d . . . H4A H 0.4751 0.8910 0.7943 0.094 Uiso 1 1 calc R . . C5 C 0.3755(13) 0.9978(9) 0.8993(8) 0.0604(8) Uani 1 1 d . . . C6 C 0.2431(14) 1.0514(9) 0.9242(8) 0.0604(8) Uani 1 1 d . . . H6A H 0.2347 1.0981 0.9853 0.072 Uiso 1 1 calc R . . C7 C 0.1208(13) 1.0368(8) 0.8590(7) 0.057(3) Uani 1 1 d . . . H7A H 0.0299 1.0723 0.8763 0.069 Uiso 1 1 calc R . . C8 C 0.5118(13) 1.0128(9) 0.9673(7) 0.0604(8) Uani 1 1 d . . . C9 C 0.6673(13) 1.0618(8) 0.9485(7) 0.0604(8) Uani 1 1 d . . . C10 C 0.666(3) 1.242(2) 1.0765(9) 0.0871(8) Uani 0.50 1 d PD A 1 H10A H 0.7299 1.2115 1.1082 0.131 Uiso 0.50 1 calc PR A 1 H10B H 0.5568 1.2330 1.0887 0.131 Uiso 0.50 1 calc PR A 1 H10C H 0.6997 1.3162 1.0975 0.131 Uiso 0.50 1 calc PR A 1 C10A C 0.593(3) 1.267(2) 1.1030(10) 0.0871(8) Uani 0.50 1 d PD A 2 H10D H 0.5737 1.3407 1.1233 0.131 Uiso 0.50 1 calc PR A 2 H10G H 0.6812 1.2617 1.1392 0.131 Uiso 0.50 1 calc PR A 2 H10E H 0.5004 1.2277 1.1101 0.131 Uiso 0.50 1 calc PR A 2 C11 C -0.0759(8) 0.8119(6) 0.3914(5) 0.0235(9) Uani 1 1 d . . . C12 C -0.0584(10) 0.7338(6) 0.2996(5) 0.0320(17) Uani 1 1 d . . . C13 C 0.0109(10) 0.7626(7) 0.2353(5) 0.039(2) Uani 1 1 d . . . H13A H 0.0583 0.8314 0.2528 0.046 Uiso 1 1 calc R . . C14 C 0.0105(13) 0.6913(7) 0.1467(6) 0.053(3) Uani 1 1 d . . . H14A H 0.0565 0.7118 0.1034 0.064 Uiso 1 1 calc R . . C15 C -0.0574(13) 0.5883(9) 0.1196(8) 0.0604(8) Uani 1 1 d . . . C16 C -0.1229(13) 0.5607(9) 0.1843(7) 0.0604(8) Uani 1 1 d . . . H16A H -0.1693 0.4917 0.1674 0.072 Uiso 1 1 calc R . . C17 C -0.1218(13) 0.6314(8) 0.2726(8) 0.0604(8) Uani 1 1 d . . . H17A H -0.1650 0.6100 0.3161 0.072 Uiso 1 1 calc R . . C18 C -0.0645(13) 0.5110(9) 0.0198(8) 0.0604(8) Uani 1 1 d . . . C19 C -0.2279(13) 0.4733(8) -0.0217(8) 0.0604(8) Uani 1 1 d . . . H19A H -0.2852 0.4447 0.0162 0.072 Uiso 1 1 calc R . . H19B H -0.2222 0.4154 -0.0818 0.072 Uiso 1 1 calc R . . C20 C -0.2189(16) 0.6084(11) -0.1001(10) 0.0871(8) Uani 1 1 d . . . H20D H -0.2246 0.6830 -0.0830 0.131 Uiso 1 1 calc R . . H20E H -0.2533 0.5695 -0.1639 0.131 Uiso 1 1 calc R . . H20F H -0.1115 0.5957 -0.0907 0.131 Uiso 1 1 calc R . . C21 C -0.4399(8) 0.8205(5) 0.5592(5) 0.0235(9) Uani 1 1 d . . . C22 C -0.5653(8) 0.7351(6) 0.5395(6) 0.0330(18) Uani 1 1 d . . . C23 C -0.6977(9) 0.7283(7) 0.4857(6) 0.041(2) Uani 1 1 d . . . H23A H -0.7074 0.7781 0.4611 0.049 Uiso 1 1 calc R . . C24 C -0.8140(10) 0.6492(8) 0.4682(7) 0.051(3) Uani 1 1 d . . . H24A H -0.9046 0.6461 0.4326 0.061 Uiso 1 1 calc R . . C25 C -0.8015(13) 0.5737(9) 0.5018(8) 0.0604(8) Uani 1 1 d . B . C26 C -0.6706(13) 0.5810(9) 0.5558(7) 0.0604(8) Uani 1 1 d . . . H26A H -0.6613 0.5310 0.5802 0.072 Uiso 1 1 calc R . . C27 C -0.5541(9) 0.6601(7) 0.5742(7) 0.044(2) Uani 1 1 d . . . H27A H -0.4649 0.6638 0.6111 0.053 Uiso 1 1 calc R . . C28 C -0.9310(13) 0.4889(9) 0.4839(8) 0.0604(8) Uani 1 1 d . . . C29 C -0.8907(11) 0.3813(8) 0.4240(8) 0.055(3) Uani 1 1 d . B . H29A H -0.9799 0.3301 0.4178 0.067 Uiso 1 1 calc R . . H29B H -0.8009 0.3641 0.4523 0.067 Uiso 1 1 calc R . . C30 C -1.022(3) 0.3539(19) 0.2749(18) 0.0871(8) Uani 0.60 1 d P B 1 H30A H -1.0243 0.3444 0.2118 0.131 Uiso 0.60 1 calc PR B 1 H30B H -1.0757 0.4147 0.3105 0.131 Uiso 0.60 1 calc PR B 1 H30C H -1.0730 0.2917 0.2787 0.131 Uiso 0.60 1 calc PR B 1 C30A C -0.848(4) 0.240(3) 0.239(3) 0.0871(8) Uani 0.40 1 d P B 2 H30D H -0.8217 0.2352 0.1788 0.131 Uiso 0.40 1 calc PR B 2 H30E H -0.9522 0.2054 0.2344 0.131 Uiso 0.40 1 calc PR B 2 H30F H -0.7723 0.2062 0.2603 0.131 Uiso 0.40 1 calc PR B 2 C31 C -0.4170(9) 1.1184(7) 0.7019(5) 0.0347(18) Uani 1 1 d . . . H31A H -0.4477 1.0624 0.7178 0.042 Uiso 1 1 calc R . . C32 C -0.5983(13) 1.2172(11) 0.8070(8) 0.071(3) Uani 1 1 d . . . H32A H -0.6237 1.1503 0.8106 0.107 Uiso 1 1 calc R . . H32B H -0.6916 1.2388 0.7868 0.107 Uiso 1 1 calc R . . H32C H -0.5600 1.2698 0.8666 0.107 Uiso 1 1 calc R . . C33 C -0.4408(15) 1.2946(9) 0.7219(9) 0.073(3) Uani 1 1 d . . . H33A H -0.3357 1.2914 0.7003 0.110 Uiso 1 1 calc R . . H33B H -0.4453 1.3594 0.7759 0.110 Uiso 1 1 calc R . . H33C H -0.5151 1.2927 0.6746 0.110 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 Tb1 0.01119(18) 0.0215(2) 0.01882(19) 0.00589(14) -0.00102(12) 0.00428(12) S1 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) S1A 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) S2 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) S3 0.081(2) 0.081(2) 0.077(2) 0.0202(18) -0.0012(18) 0.0075(19) O1 0.016(2) 0.034(3) 0.026(3) 0.014(2) -0.003(2) 0.003(2) O2 0.033(3) 0.033(3) 0.024(3) 0.010(2) 0.002(2) 0.003(2) O3 0.019(2) 0.022(2) 0.019(2) 0.0036(19) -0.0041(19) 0.005(2) O4 0.030(3) 0.025(3) 0.032(3) 0.005(2) 0.004(2) 0.000(2) O5 0.023(3) 0.036(3) 0.036(3) 0.018(2) -0.005(2) 0.002(2) O6 0.014(2) 0.031(3) 0.057(4) 0.024(3) -0.001(2) 0.002(2) O7 0.027(3) 0.039(3) 0.034(3) 0.009(3) 0.007(2) 0.015(2) O8 0.015(2) 0.033(3) 0.026(3) 0.014(2) -0.0010(19) 0.006(2) N1 0.034(4) 0.045(4) 0.033(4) 0.004(3) 0.005(3) 0.019(3) C1 0.020(2) 0.024(2) 0.028(2) 0.0116(18) -0.0017(17) 0.0013(17) C2 0.041(5) 0.050(5) 0.034(5) 0.024(4) -0.009(4) 0.000(4) C3 0.047(5) 0.048(6) 0.050(6) 0.024(5) -0.019(4) 0.008(4) C4 0.076(8) 0.073(8) 0.084(9) 0.031(7) -0.041(7) 0.010(7) C5 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C6 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C7 0.066(7) 0.063(7) 0.039(5) 0.019(5) -0.020(5) 0.007(5) C8 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C9 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C10 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) C10A 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) C11 0.020(2) 0.024(2) 0.028(2) 0.0116(18) -0.0017(17) 0.0013(17) C12 0.040(4) 0.027(4) 0.025(4) 0.006(3) 0.001(3) 0.007(3) C13 0.048(5) 0.030(4) 0.028(4) 0.001(3) 0.004(4) 0.005(4) C14 0.085(8) 0.039(5) 0.030(5) 0.007(4) 0.017(5) 0.006(5) C15 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C16 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C17 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C18 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C19 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C20 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) C21 0.020(2) 0.024(2) 0.028(2) 0.0116(18) -0.0017(17) 0.0013(17) C22 0.020(4) 0.034(4) 0.044(5) 0.015(4) 0.001(3) 0.004(3) C23 0.029(4) 0.038(5) 0.062(6) 0.029(4) -0.007(4) -0.002(4) C24 0.030(4) 0.051(6) 0.076(7) 0.035(5) -0.021(4) -0.014(4) C25 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C26 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C27 0.024(4) 0.045(5) 0.073(7) 0.038(5) -0.007(4) -0.003(4) C28 0.065(2) 0.0553(19) 0.0581(19) 0.0226(15) -0.0079(15) -0.0038(16) C29 0.030(5) 0.042(5) 0.095(8) 0.029(5) 0.010(5) 0.004(4) C30 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) C30A 0.0745(19) 0.081(2) 0.111(2) 0.0446(18) 0.0032(16) 0.0104(15) C31 0.027(4) 0.037(5) 0.035(4) 0.009(4) -0.004(3) 0.005(4) C32 0.053(6) 0.104(10) 0.059(7) 0.030(7) 0.034(5) 0.040(7) C33 0.086(9) 0.059(7) 0.080(8) 0.026(6) 0.032(7) 0.039(7) _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 Tb1 O7 2.371(5) . ? Tb1 O8 2.391(5) . ? Tb1 O3 2.395(5) 2_576 ? Tb1 O4 2.405(5) . ? Tb1 O6 2.421(5) . ? Tb1 O1 2.421(5) . ? Tb1 O5 2.452(5) . ? Tb1 O2 2.463(5) . ? Tb1 O3 2.653(5) . ? S1 C9 1.582(13) . ? S1 C10 1.753(10) . ? S1A C10A 1.741(10) . ? S1A C9 2.066(14) . ? S2 C20 1.715(14) . ? S2 C19 1.778(12) . ? S3 C30 1.61(2) . ? S3 C30A 1.75(3) . ? S3 C29 1.801(12) . ? O1 C1 1.285(9) . ? O2 C1 1.256(9) . ? O3 C11 1.289(8) . ? O3 Tb1 2.395(5) 2_576 ? O4 C11 1.249(9) . ? O5 C21 1.253(9) . ? O6 C21 1.275(9) . ? O7 C31 1.238(10) . ? N1 C31 1.315(11) . ? N1 C32 1.440(12) . ? N1 C33 1.453(14) . ? C1 C2 1.488(10) . ? C2 C7 1.392(14) . ? C2 C3 1.411(13) . ? C3 C4 1.385(13) . ? C4 C5 1.377(17) . ? C5 C6 1.397(16) . ? C5 C8 1.539(15) . ? C6 C7 1.421(14) . ? C8 C8 1.27(2) 2_677 ? C8 C9 1.560(15) . ? C11 C12 1.469(10) . ? C12 C17 1.392(13) . ? C12 C13 1.401(12) . ? C13 C14 1.379(12) . ? C14 C15 1.411(14) . ? C15 C16 1.385(15) . ? C15 C18 1.538(15) . ? C16 C17 1.373(15) . ? C18 C18 1.30(2) 2_565 ? C18 C19 1.510(15) . ? C21 C22 1.485(10) . ? C22 C23 1.398(11) . ? C22 C27 1.399(12) . ? C23 C24 1.377(12) . ? C24 C25 1.396(14) . ? C25 C26 1.387(15) . ? C25 C28 1.506(15) . ? C26 C27 1.377(13) . ? C28 C28 1.32(2) 2_366 ? C28 C29 1.505(15) . ? 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 O7 Tb1 O8 76.12(18) . . ? O7 Tb1 O3 79.03(18) . 2_576 ? O8 Tb1 O3 78.99(16) . 2_576 ? O7 Tb1 O4 151.84(19) . . ? O8 Tb1 O4 85.61(18) . . ? O3 Tb1 O4 118.66(16) 2_576 . ? O7 Tb1 O6 76.30(19) . . ? O8 Tb1 O6 73.52(17) . . ? O3 Tb1 O6 146.60(16) 2_576 . ? O4 Tb1 O6 78.08(18) . . ? O7 Tb1 O1 125.68(18) . . ? O8 Tb1 O1 143.23(16) . . ? O3 Tb1 O1 77.49(16) 2_576 . ? O4 Tb1 O1 81.39(18) . . ? O6 Tb1 O1 135.62(17) . . ? O7 Tb1 O5 100.62(19) . . ? O8 Tb1 O5 125.32(16) . . ? O3 Tb1 O5 155.20(16) 2_576 . ? O4 Tb1 O5 72.64(18) . . ? O6 Tb1 O5 53.42(17) . . ? O1 Tb1 O5 83.02(16) . . ? O7 Tb1 O2 75.59(18) . . ? O8 Tb1 O2 149.32(18) . . ? O3 Tb1 O2 84.20(16) 2_576 . ? O4 Tb1 O2 125.05(18) . . ? O6 Tb1 O2 110.64(18) . . ? O1 Tb1 O2 53.90(17) . . ? O5 Tb1 O2 71.88(17) . . ? O7 Tb1 O3 135.55(17) . . ? O8 Tb1 O3 69.09(15) . . ? O3 Tb1 O3 68.07(17) 2_576 . ? O4 Tb1 O3 51.04(16) . . ? O6 Tb1 O3 117.25(17) . . ? O1 Tb1 O3 76.05(15) . . ? O5 Tb1 O3 121.80(16) . . ? O2 Tb1 O3 127.17(16) . . ? C9 S1 C10 99.3(12) . . ? C10A S1A C9 108.2(11) . . ? C20 S2 C19 101.1(6) . . ? C30 S3 C29 95.1(10) . . ? C30A S3 C29 109.8(13) . . ? C1 O1 Tb1 92.9(4) . . ? C1 O2 Tb1 91.7(4) . . ? C11 O3 Tb1 159.6(5) . 2_576 ? C11 O3 Tb1 88.1(4) . . ? Tb1 O3 Tb1 111.93(17) 2_576 . ? C11 O4 Tb1 100.9(4) . . ? C21 O5 Tb1 92.2(4) . . ? C21 O6 Tb1 93.0(4) . . ? C31 O7 Tb1 132.4(6) . . ? C31 N1 C32 122.4(9) . . ? C31 N1 C33 120.4(8) . . ? C32 N1 C33 117.0(9) . . ? O2 C1 O1 121.2(6) . . ? O2 C1 C2 119.9(7) . . ? O1 C1 C2 118.8(7) . . ? C7 C2 C3 119.6(8) . . ? C7 C2 C1 120.5(8) . . ? C3 C2 C1 119.9(8) . . ? C4 C3 C2 120.6(10) . . ? C5 C4 C3 120.7(12) . . ? C4 C5 C6 119.6(11) . . ? C4 C5 C8 118.1(11) . . ? C6 C5 C8 122.3(10) . . ? C5 C6 C7 120.7(11) . . ? C2 C7 C6 118.8(11) . . ? C8 C8 C5 118.8(14) 2_677 . ? C8 C8 C9 126.7(14) 2_677 . ? C5 C8 C9 114.5(9) . . ? C8 C9 S1 121.7(9) . . ? C8 C9 S1A 104.4(8) . . ? O4 C11 O3 119.4(6) . . ? O4 C11 C12 117.8(6) . . ? O3 C11 C12 122.7(6) . . ? C17 C12 C13 118.5(8) . . ? C17 C12 C11 120.5(8) . . ? C13 C12 C11 120.8(7) . . ? C14 C13 C12 120.2(8) . . ? C13 C14 C15 120.7(9) . . ? C16 C15 C14 118.3(10) . . ? C16 C15 C18 121.3(10) . . ? C14 C15 C18 120.3(9) . . ? C17 C16 C15 121.0(11) . . ? C16 C17 C12 121.2(10) . . ? C18 C18 C19 127.5(14) 2_565 . ? C18 C18 C15 118.7(13) 2_565 . ? C19 C18 C15 113.7(10) . . ? C18 C19 S2 115.8(8) . . ? O5 C21 O6 120.0(6) . . ? O5 C21 C22 121.0(6) . . ? O6 C21 C22 119.0(6) . . ? C23 C22 C27 118.6(7) . . ? C23 C22 C21 120.3(7) . . ? C27 C22 C21 121.1(7) . . ? C24 C23 C22 120.0(8) . . ? C23 C24 C25 121.2(9) . . ? C26 C25 C24 118.7(10) . . ? C26 C25 C28 120.4(10) . . ? C24 C25 C28 120.8(9) . . ? C27 C26 C25 120.5(10) . . ? C26 C27 C22 120.9(8) . . ? C28 C28 C29 124.6(13) 2_366 . ? C28 C28 C25 121.0(13) 2_366 . ? C29 C28 C25 114.4(9) . . ? C28 C29 S3 111.7(7) . . ? O7 C31 N1 125.3(8) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 3.137 _refine_diff_density_min -1.832 _refine_diff_density_rms 0.175