#------------------------------------------------------------------------------ #$Date: 2020-08-22 05:15:44 +0300 (Sat, 22 Aug 2020) $ #$Revision: 255575 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705235.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7705235 loop_ _publ_author_name 'Sha, Fanrui' 'Shimizu, Emily A.' 'Slocumb, Hannah S.' 'Towell, Sydney E.' 'Zhen, Yi' 'Porter, Hanna Z.' 'Takase, Michael' 'Johnson, Adam' _publ_section_title ; Catalytic intramolecular hydroamination of aminoallenes using titanium and tantalum complexes of sterically encumbered chiral sulfonamides ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT02557G _journal_year 2020 _chemical_absolute_configuration ad _chemical_formula_sum 'C34 H40 F3 N4 O3 S Ta' _chemical_formula_weight 822.71 _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2019-12-06 deposited with the CCDC. 2020-08-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.0894(10) _cell_length_b 11.9917(13) _cell_length_c 28.308(3) _cell_measurement_reflns_used 9631 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 36.37 _cell_measurement_theta_min 2.23 _cell_volume 3425.0(6) _computing_cell_refinement 'SAINT v8.38A (Bruker-AXS, 2013)' _computing_data_collection 'APEX3 v2017.3-0 (Bruker-AXS, 2017)' _computing_data_reduction 'SAINT v8.38A (Bruker-AXS, 2013)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-2013/1 (Sheldrick, 2013)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 10.24 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker D8 KAPPA' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_unetI/netI 0.0434 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_number 73514 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 36.399 _diffrn_reflns_theta_min 1.439 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 3.326 _exptl_absorpt_correction_T_max 0.7471 _exptl_absorpt_correction_T_min 0.5645 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Sheldrick, 2014)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 1648 _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.928 _refine_diff_density_min -1.624 _refine_diff_density_rms 0.096 _refine_ls_abs_structure_details ; Flack x determined using 6376 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.012(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 449 _refine_ls_number_reflns 16612 _refine_ls_number_restraints 66 _refine_ls_restrained_S_all 1.027 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0236 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0035P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0430 _reflns_Friedel_coverage 0.824 _reflns_Friedel_fraction_full 0.998 _reflns_Friedel_fraction_max 0.995 _reflns_number_gt 15290 _reflns_number_total 16612 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02557g2.cif _cod_data_source_block D19050 _cod_original_cell_volume 3424.9(6) _cod_database_code 7705235 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.287 _shelx_estimated_absorpt_t_max 0.556 _shelx_res_file ; TITL D19050 in P2(1)2(1)2(1) D19050.res created by SHELXL-2018/3 at 09:10:19 on 06-Jun-2019 CELL 0.71073 10.08940 11.99170 28.30780 90.0000 90.0000 90.0000 ZERR 4.00 0.00100 0.00130 0.00310 0.0000 0.0000 0.0000 LATT -1 SYMM 0.5-X, -Y, 0.5+Z SYMM -X, 0.5+Y, 0.5-Z SYMM 0.5+X, 0.5-Y, -Z SFAC C H N O F S TA UNIT 136 160 16 12 12 4 4 TEMP -173 SIZE 0.20 0.25 0.50 ACTA WPDB -2 CONF L.S. 10 BOND $H FMAP 2 PLAN 20 rigu c47 > f3b WGHT 0.003500 FVAR 0.08111 0.54267 TA1 7 0.008622 0.617251 0.173008 11.00000 0.01199 0.01395 = 0.01449 0.00054 0.00177 0.00115 O1 4 0.174732 0.701783 0.180623 11.00000 0.01457 0.02327 = 0.00957 0.00148 0.00029 -0.00249 C1 1 0.258623 0.731093 0.142119 11.00000 0.01291 0.01604 = 0.01128 -0.00065 0.00076 0.00047 C11 1 0.339792 0.628240 0.127662 11.00000 0.01192 0.01738 = 0.01759 -0.00053 -0.00153 -0.00082 C12 1 0.392625 0.615175 0.082235 11.00000 0.01874 0.02165 = 0.02156 -0.00115 0.00229 0.00483 AFIX 43 H12 2 0.379055 0.671586 0.059174 11.00000 -1.20000 AFIX 0 C13 1 0.464941 0.520040 0.070621 11.00000 0.02160 0.03089 = 0.03042 -0.01031 0.00344 0.00611 AFIX 43 H13 2 0.500394 0.511654 0.039735 11.00000 -1.20000 AFIX 0 C14 1 0.485045 0.437686 0.104211 11.00000 0.02192 0.02144 = 0.04606 -0.00915 -0.00979 0.01066 AFIX 43 H14 2 0.531684 0.371668 0.095977 11.00000 -1.20000 AFIX 0 C15 1 0.438083 0.451050 0.149098 11.00000 0.02631 0.01956 = 0.03970 0.00352 -0.00945 0.00587 AFIX 43 H15 2 0.454928 0.395593 0.172299 11.00000 -1.20000 AFIX 0 C16 1 0.365574 0.545786 0.160922 11.00000 0.02092 0.02065 = 0.02371 0.00282 -0.00502 0.00236 AFIX 43 H16 2 0.333188 0.554215 0.192231 11.00000 -1.20000 AFIX 0 C21 1 0.351671 0.824938 0.158020 11.00000 0.01189 0.01598 = 0.02071 -0.00093 -0.00127 0.00172 C22 1 0.438860 0.875421 0.125724 11.00000 0.01673 0.02043 = 0.03160 0.00116 0.00477 0.00072 AFIX 43 H22 2 0.443624 0.848849 0.094154 11.00000 -1.20000 AFIX 0 C23 1 0.517535 0.963489 0.139785 11.00000 0.01520 0.02086 = 0.05737 0.00098 0.00374 -0.00071 AFIX 43 H23 2 0.574806 0.998060 0.117534 11.00000 -1.20000 AFIX 0 C24 1 0.514244 1.002188 0.185813 11.00000 0.02091 0.02104 = 0.06167 -0.00812 -0.00966 -0.00326 AFIX 43 H24 2 0.568723 1.063003 0.195061 11.00000 -1.20000 AFIX 0 C25 1 0.431392 0.951936 0.218183 11.00000 0.03009 0.02753 = 0.04059 -0.01203 -0.01506 0.00111 AFIX 43 H25 2 0.429158 0.977682 0.249910 11.00000 -1.20000 AFIX 0 C26 1 0.350741 0.863115 0.204263 11.00000 0.02300 0.02199 = 0.02492 -0.00405 -0.00744 -0.00032 AFIX 43 H26 2 0.294473 0.828383 0.226793 11.00000 -1.20000 AFIX 0 C2 1 0.161348 0.769936 0.102982 11.00000 0.01468 0.01497 = 0.01031 0.00021 0.00071 0.00249 AFIX 13 H2 2 0.207132 0.770847 0.071653 11.00000 -1.20000 AFIX 0 N1 3 0.057198 0.682475 0.103554 11.00000 0.01283 0.01572 = 0.01079 -0.00169 -0.00169 0.00031 S1 6 -0.018950 0.662174 0.054207 11.00000 0.01632 0.02186 = 0.01497 -0.00488 -0.00463 0.00538 O2 4 -0.138225 0.600958 0.063927 11.00000 0.01442 0.04153 = 0.02390 -0.01283 -0.00238 0.00011 O3 4 -0.030443 0.765063 0.028019 11.00000 0.03551 0.02520 = 0.01728 -0.00339 -0.01010 0.01470 C41 1 0.082655 0.574388 0.019019 11.00000 0.01611 0.01531 = 0.01409 -0.00332 -0.00179 0.00040 C42 1 0.175193 0.619743 -0.011490 11.00000 0.03128 0.01460 = 0.01710 -0.00269 0.00412 -0.00440 AFIX 43 H42 2 0.186436 0.698260 -0.013464 11.00000 -1.20000 AFIX 0 C43 1 0.251368 0.548956 -0.039171 11.00000 0.02734 0.02001 = 0.02200 -0.00537 0.00966 -0.00886 AFIX 43 H43 2 0.316074 0.579001 -0.059964 11.00000 -1.20000 AFIX 0 C44 1 0.233481 0.435476 -0.036595 11.00000 0.01843 0.01792 = 0.02026 -0.00560 0.00426 -0.00157 same c47 f2 f3 f1 f1 > f3 C47 1 0.312404 0.359291 -0.067749 11.00000 0.03220 0.02134 = 0.03741 -0.00841 0.01511 -0.00275 PART 1 F1 5 0.358166 0.401438 -0.105825 21.00000 0.05129 0.04692 = 0.01988 -0.01206 0.01018 0.00686 F2 5 0.253254 0.262184 -0.075185 21.00000 0.06979 0.03920 = 0.08320 -0.03936 0.04629 -0.02322 F3 5 0.427086 0.322561 -0.043236 21.00000 0.03930 0.04141 = 0.05178 0.00140 0.01210 0.01642 PART 2 F1B 5 0.377598 0.415737 -0.101335 -21.00000 0.03730 0.02646 = 0.02456 -0.00873 0.01518 -0.00907 F2B 5 0.222462 0.297922 -0.096178 -21.00000 0.03565 0.03090 = 0.05803 -0.03109 0.00989 -0.00829 F3B 5 0.386440 0.291015 -0.048506 -21.00000 0.04706 0.03774 = 0.04162 0.00787 0.01842 0.02192 PART 0 C45 1 0.139831 0.390221 -0.006290 11.00000 0.02900 0.01313 = 0.02944 -0.00059 0.00887 -0.00282 AFIX 43 H45 2 0.127676 0.311739 -0.004822 11.00000 -1.20000 AFIX 0 C46 1 0.064666 0.459556 0.021620 11.00000 0.02396 0.01859 = 0.02400 -0.00086 0.00687 -0.00303 AFIX 43 H46 2 0.000686 0.429142 0.042602 11.00000 -1.20000 AFIX 0 C3 1 0.098887 0.884749 0.113122 11.00000 0.01607 0.01615 = 0.01539 -0.00154 0.00092 0.00223 AFIX 23 H3A 2 0.007742 0.884799 0.100168 11.00000 -1.20000 H3B 2 0.091555 0.893638 0.147793 11.00000 -1.20000 AFIX 0 C31 1 0.171187 0.985578 0.093600 11.00000 0.01757 0.01533 = 0.01792 0.00127 0.00202 0.00492 C32 1 0.210494 1.072731 0.122632 11.00000 0.02446 0.01850 = 0.02197 -0.00054 0.00291 0.00350 AFIX 43 H32 2 0.193812 1.068346 0.155608 11.00000 -1.20000 AFIX 0 C33 1 0.273868 1.166461 0.104436 11.00000 0.02633 0.01656 = 0.03877 0.00046 0.00126 0.00048 AFIX 43 H33 2 0.299438 1.225536 0.124855 11.00000 -1.20000 AFIX 0 C34 1 0.299506 1.173296 0.056484 11.00000 0.03445 0.02463 = 0.04188 0.01172 0.00685 -0.00026 AFIX 43 H34 2 0.344275 1.236404 0.043956 11.00000 -1.20000 AFIX 0 C35 1 0.259573 1.087652 0.026815 11.00000 0.04332 0.02751 = 0.02668 0.01019 0.00902 0.00145 AFIX 43 H35 2 0.275838 1.092667 -0.006172 11.00000 -1.20000 AFIX 0 C36 1 0.195837 0.994502 0.045169 11.00000 0.02951 0.02273 = 0.01905 0.00288 0.00177 0.00557 AFIX 43 H36 2 0.168732 0.936265 0.024570 11.00000 -1.20000 AFIX 0 N2 3 0.045345 0.563413 0.238309 11.00000 0.02376 0.02372 = 0.01615 0.00519 0.00312 0.00345 C51 1 -0.012833 0.461628 0.258344 11.00000 0.05443 0.02986 = 0.03014 0.01183 0.01443 0.00215 AFIX 137 H51A 2 0.055760 0.419566 0.275176 11.00000 -1.50000 H51B 2 -0.049270 0.415632 0.232845 11.00000 -1.50000 H51C 2 -0.083819 0.481753 0.280383 11.00000 -1.50000 AFIX 0 C52 1 0.123605 0.619486 0.274364 11.00000 0.05398 0.06024 = 0.01603 0.01000 -0.00523 -0.01187 AFIX 137 H52A 2 0.066953 0.637374 0.301445 11.00000 -1.50000 H52B 2 0.160793 0.688421 0.261323 11.00000 -1.50000 H52C 2 0.195777 0.570427 0.284607 11.00000 -1.50000 AFIX 0 N3 3 -0.045260 0.470334 0.150790 11.00000 0.02156 0.01793 = 0.03016 -0.00157 0.00093 -0.00319 C53 1 -0.182498 0.431638 0.144701 11.00000 0.02944 0.02980 = 0.05905 -0.00640 0.00238 -0.01261 AFIX 137 H53A 2 -0.197208 0.411286 0.111585 11.00000 -1.50000 H53B 2 -0.243811 0.491413 0.153632 11.00000 -1.50000 H53C 2 -0.197938 0.366427 0.164828 11.00000 -1.50000 AFIX 0 C54 1 0.052432 0.383882 0.141071 11.00000 0.03509 0.01916 = 0.03402 -0.00066 0.00144 0.00067 AFIX 137 H54A 2 0.057926 0.333058 0.168110 11.00000 -1.50000 H54B 2 0.139186 0.418372 0.135691 11.00000 -1.50000 H54C 2 0.025907 0.342053 0.112872 11.00000 -1.50000 AFIX 0 N4 3 -0.154999 0.697855 0.188097 11.00000 0.01438 0.02089 = 0.02612 0.00373 0.00512 0.00422 C55 1 -0.232180 0.763355 0.153494 11.00000 0.02371 0.03981 = 0.02900 -0.00340 -0.00170 0.01618 AFIX 137 H55A 2 -0.323957 0.736618 0.153011 11.00000 -1.50000 H55B 2 -0.193020 0.754630 0.122029 11.00000 -1.50000 H55C 2 -0.230759 0.842262 0.162489 11.00000 -1.50000 AFIX 0 C56 1 -0.220974 0.705062 0.234570 11.00000 0.03923 0.04789 = 0.04216 0.01780 0.02287 0.01874 AFIX 137 H56A 2 -0.238857 0.783385 0.242120 11.00000 -1.50000 H56B 2 -0.163183 0.672941 0.258841 11.00000 -1.50000 H56C 2 -0.304659 0.663641 0.233585 11.00000 -1.50000 AFIX 0 HKLF 4 REM D19050 in P2(1)2(1)2(1) REM wR2 = 0.043048, GooF = S = 1.01584, Restrained GooF = 1.02732 for all data REM R1 = 0.023645 for 15290 Fo > 4sig(Fo) and 0.028959 for all 16612 data REM 449 parameters refined using 66 restraints END WGHT 0.0035 0.0000 REM Highest difference peak 0.928, deepest hole -1.624, 1-sigma level 0.096 Q1 1 0.0616 0.6187 0.1890 11.00000 0.05 0.86 Q2 1 0.5231 0.3840 -0.0197 11.00000 0.05 0.72 Q3 1 0.0149 0.5561 0.1733 11.00000 0.05 0.69 Q4 1 0.0038 0.6250 0.1987 11.00000 0.05 0.62 Q5 1 0.0058 0.5968 0.1433 11.00000 0.05 0.60 Q6 1 -0.0019 0.5936 0.3279 11.00000 0.05 0.58 Q7 1 0.0401 0.6821 0.1717 11.00000 0.05 0.54 Q8 1 0.0321 0.6580 0.1895 11.00000 0.05 0.53 Q9 1 -0.0031 0.6437 0.3428 11.00000 0.05 0.51 Q10 1 0.3648 0.6323 0.1046 11.00000 0.05 0.43 Q11 1 0.0364 0.6509 0.0246 11.00000 0.05 0.43 Q12 1 -0.1805 0.7019 0.1706 11.00000 0.05 0.42 Q13 1 0.0988 0.6152 0.0005 11.00000 0.05 0.40 Q14 1 0.0756 0.6171 0.1627 11.00000 0.05 0.39 Q15 1 0.1338 0.8252 0.1104 11.00000 0.05 0.39 Q16 1 0.0551 0.5239 0.0142 11.00000 0.05 0.39 Q17 1 0.4667 0.5828 0.0833 11.00000 0.05 0.38 Q18 1 -0.0293 0.4956 0.1700 11.00000 0.05 0.37 Q19 1 -0.0557 0.6458 0.3178 11.00000 0.05 0.37 Q20 1 0.3366 0.8645 0.1771 11.00000 0.05 0.36 ; _shelx_res_checksum 56098 loop_ _space_group_symop_operation_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' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ta1 Ta 0.00862(2) 0.61725(2) 0.17301(2) 0.01348(2) Uani 1 1 d . . . . . O1 O 0.17473(15) 0.70178(16) 0.18062(6) 0.0158(3) Uani 1 1 d . . . . . C1 C 0.2586(2) 0.7311(2) 0.14212(8) 0.0134(4) Uani 1 1 d . . . . . C11 C 0.3398(2) 0.6282(2) 0.12766(8) 0.0156(4) Uani 1 1 d . . . . . C12 C 0.3926(2) 0.6152(2) 0.08223(9) 0.0207(4) Uani 1 1 d . . . . . H12 H 0.379055 0.671586 0.059174 0.025 Uiso 1 1 calc R U . . . C13 C 0.4649(3) 0.5200(2) 0.07062(10) 0.0276(6) Uani 1 1 d . . . . . H13 H 0.500394 0.511654 0.039735 0.033 Uiso 1 1 calc R U . . . C14 C 0.4850(3) 0.4377(2) 0.10421(11) 0.0298(6) Uani 1 1 d . . . . . H14 H 0.531684 0.371668 0.095977 0.036 Uiso 1 1 calc R U . . . C15 C 0.4381(3) 0.4511(2) 0.14910(11) 0.0285(6) Uani 1 1 d . . . . . H15 H 0.454928 0.395593 0.172299 0.034 Uiso 1 1 calc R U . . . C16 C 0.3656(2) 0.5458(2) 0.16092(10) 0.0218(5) Uani 1 1 d . . . . . H16 H 0.333188 0.554215 0.192231 0.026 Uiso 1 1 calc R U . . . C21 C 0.3517(2) 0.8249(2) 0.15802(9) 0.0162(4) Uani 1 1 d . . . . . C22 C 0.4389(2) 0.8754(2) 0.12572(10) 0.0229(5) Uani 1 1 d . . . . . H22 H 0.443624 0.848849 0.094154 0.028 Uiso 1 1 calc R U . . . C23 C 0.5175(3) 0.9635(2) 0.13979(12) 0.0311(6) Uani 1 1 d . . . . . H23 H 0.574806 0.998060 0.117534 0.037 Uiso 1 1 calc R U . . . C24 C 0.5142(3) 1.0022(2) 0.18581(11) 0.0345(7) Uani 1 1 d . . . . . H24 H 0.568723 1.063003 0.195061 0.041 Uiso 1 1 calc R U . . . C25 C 0.4314(3) 0.9519(3) 0.21818(12) 0.0327(7) Uani 1 1 d . . . . . H25 H 0.429158 0.977682 0.249910 0.039 Uiso 1 1 calc R U . . . C26 C 0.3507(2) 0.8631(2) 0.20426(10) 0.0233(5) Uani 1 1 d . . . . . H26 H 0.294473 0.828383 0.226793 0.028 Uiso 1 1 calc R U . . . C2 C 0.1613(2) 0.76994(19) 0.10298(8) 0.0133(4) Uani 1 1 d . . . . . H2 H 0.207132 0.770847 0.071653 0.016 Uiso 1 1 calc R U . . . N1 N 0.05720(18) 0.68247(16) 0.10355(7) 0.0131(3) Uani 1 1 d . . . . . S1 S -0.01895(6) 0.66217(5) 0.05421(2) 0.01772(11) Uani 1 1 d . . . . . O2 O -0.13823(16) 0.60096(18) 0.06393(7) 0.0266(4) Uani 1 1 d . . . . . O3 O -0.03044(19) 0.76506(15) 0.02802(6) 0.0260(4) Uani 1 1 d . . . . . C41 C 0.0827(2) 0.5744(2) 0.01902(8) 0.0152(4) Uani 1 1 d . . . . . C42 C 0.1752(2) 0.6197(2) -0.01149(8) 0.0210(4) Uani 1 1 d . . . . . H42 H 0.186436 0.698260 -0.013464 0.025 Uiso 1 1 calc R U . . . C43 C 0.2514(3) 0.5490(2) -0.03917(10) 0.0231(5) Uani 1 1 d . . . . . H43 H 0.316074 0.579001 -0.059964 0.028 Uiso 1 1 calc R U . . . C44 C 0.2335(2) 0.4355(2) -0.03660(10) 0.0189(5) Uani 1 1 d . . . . . C47 C 0.3124(3) 0.3593(2) -0.06775(11) 0.0303(6) Uani 1 1 d D . . . . F1 F 0.358(2) 0.4014(17) -0.1058(5) 0.039(2) Uani 0.54(3) 1 d D . P A 1 F2 F 0.2533(16) 0.2622(11) -0.0752(7) 0.064(4) Uani 0.54(3) 1 d D . P A 1 F3 F 0.4271(12) 0.3226(11) -0.0432(3) 0.0442(18) Uani 0.54(3) 1 d D . P A 1 F1B F 0.378(2) 0.4157(18) -0.1013(5) 0.029(2) Uani 0.46(3) 1 d D . P A 2 F2B F 0.2225(7) 0.2979(12) -0.0962(6) 0.042(3) Uani 0.46(3) 1 d D . P A 2 F3B F 0.3864(16) 0.2910(12) -0.0485(4) 0.042(3) Uani 0.46(3) 1 d D . P A 2 C45 C 0.1398(2) 0.3902(2) -0.00629(9) 0.0239(5) Uani 1 1 d . . . . . H45 H 0.127676 0.311739 -0.004822 0.029 Uiso 1 1 calc R U . . . C46 C 0.0647(2) 0.4596(2) 0.02162(10) 0.0222(5) Uani 1 1 d . . . . . H46 H 0.000686 0.429142 0.042602 0.027 Uiso 1 1 calc R U . . . C3 C 0.0989(2) 0.8847(2) 0.11312(8) 0.0159(4) Uani 1 1 d . . . . . H3A H 0.007742 0.884799 0.100168 0.019 Uiso 1 1 calc R U . . . H3B H 0.091555 0.893638 0.147793 0.019 Uiso 1 1 calc R U . . . C31 C 0.1712(2) 0.9856(2) 0.09360(9) 0.0169(4) Uani 1 1 d . . . . . C32 C 0.2105(3) 1.0727(2) 0.12263(10) 0.0216(5) Uani 1 1 d . . . . . H32 H 0.193812 1.068346 0.155608 0.026 Uiso 1 1 calc R U . . . C33 C 0.2739(3) 1.1665(2) 0.10444(12) 0.0272(6) Uani 1 1 d . . . . . H33 H 0.299438 1.225536 0.124855 0.033 Uiso 1 1 calc R U . . . C34 C 0.2995(3) 1.1733(3) 0.05648(12) 0.0336(7) Uani 1 1 d . . . . . H34 H 0.344275 1.236404 0.043956 0.040 Uiso 1 1 calc R U . . . C35 C 0.2596(3) 1.0877(3) 0.02682(12) 0.0325(7) Uani 1 1 d . . . . . H35 H 0.275838 1.092667 -0.006172 0.039 Uiso 1 1 calc R U . . . C36 C 0.1958(3) 0.9945(2) 0.04517(10) 0.0238(5) Uani 1 1 d . . . . . H36 H 0.168732 0.936265 0.024570 0.029 Uiso 1 1 calc R U . . . N2 N 0.0453(2) 0.56341(19) 0.23831(8) 0.0212(4) Uani 1 1 d . . . . . C51 C -0.0128(4) 0.4616(2) 0.25834(11) 0.0381(7) Uani 1 1 d . . . . . H51A H 0.055760 0.419566 0.275176 0.057 Uiso 1 1 calc R U . . . H51B H -0.049270 0.415632 0.232845 0.057 Uiso 1 1 calc R U . . . H51C H -0.083819 0.481753 0.280383 0.057 Uiso 1 1 calc R U . . . C52 C 0.1236(3) 0.6195(3) 0.27436(11) 0.0434(8) Uani 1 1 d . . . . . H52A H 0.066953 0.637374 0.301445 0.065 Uiso 1 1 calc R U . . . H52B H 0.160793 0.688421 0.261323 0.065 Uiso 1 1 calc R U . . . H52C H 0.195777 0.570427 0.284607 0.065 Uiso 1 1 calc R U . . . N3 N -0.0453(2) 0.47033(18) 0.15079(8) 0.0232(5) Uani 1 1 d . . . . . C53 C -0.1825(3) 0.4316(3) 0.14470(14) 0.0394(8) Uani 1 1 d . . . . . H53A H -0.197208 0.411286 0.111585 0.059 Uiso 1 1 calc R U . . . H53B H -0.243811 0.491413 0.153632 0.059 Uiso 1 1 calc R U . . . H53C H -0.197938 0.366427 0.164828 0.059 Uiso 1 1 calc R U . . . C54 C 0.0524(3) 0.3839(2) 0.14107(10) 0.0294(5) Uani 1 1 d . . . . . H54A H 0.057926 0.333058 0.168110 0.044 Uiso 1 1 calc R U . . . H54B H 0.139186 0.418372 0.135691 0.044 Uiso 1 1 calc R U . . . H54C H 0.025907 0.342053 0.112872 0.044 Uiso 1 1 calc R U . . . N4 N -0.1550(2) 0.6979(2) 0.18810(9) 0.0205(5) Uani 1 1 d . . . . . C55 C -0.2322(3) 0.7634(3) 0.15349(11) 0.0308(7) Uani 1 1 d . . . . . H55A H -0.323957 0.736618 0.153011 0.046 Uiso 1 1 calc R U . . . H55B H -0.193020 0.754630 0.122029 0.046 Uiso 1 1 calc R U . . . H55C H -0.230759 0.842262 0.162489 0.046 Uiso 1 1 calc R U . . . C56 C -0.2210(3) 0.7051(3) 0.23457(12) 0.0431(9) Uani 1 1 d . . . . . H56A H -0.238857 0.783385 0.242120 0.065 Uiso 1 1 calc R U . . . H56B H -0.163183 0.672941 0.258841 0.065 Uiso 1 1 calc R U . . . H56C H -0.304659 0.663641 0.233585 0.065 Uiso 1 1 calc R U . . . 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 Ta1 0.01199(3) 0.01395(3) 0.01449(3) 0.00054(3) 0.00177(3) 0.00115(3) O1 0.0146(7) 0.0233(9) 0.0096(8) 0.0015(6) 0.0003(6) -0.0025(6) C1 0.0129(9) 0.0160(10) 0.0113(10) -0.0006(8) 0.0008(7) 0.0005(8) C11 0.0119(8) 0.0174(11) 0.0176(10) -0.0005(8) -0.0015(7) -0.0008(8) C12 0.0187(10) 0.0216(11) 0.0216(11) -0.0012(11) 0.0023(8) 0.0048(10) C13 0.0216(12) 0.0309(14) 0.0304(14) -0.0103(11) 0.0034(10) 0.0061(10) C14 0.0219(13) 0.0214(11) 0.0461(16) -0.0092(11) -0.0098(13) 0.0107(11) C15 0.0263(13) 0.0196(12) 0.0397(17) 0.0035(12) -0.0094(12) 0.0059(10) C16 0.0209(11) 0.0206(12) 0.0237(13) 0.0028(9) -0.0050(9) 0.0024(9) C21 0.0119(9) 0.0160(10) 0.0207(11) -0.0009(8) -0.0013(8) 0.0017(8) C22 0.0167(10) 0.0204(12) 0.0316(13) 0.0012(11) 0.0048(9) 0.0007(10) C23 0.0152(12) 0.0209(11) 0.0574(19) 0.0010(11) 0.0037(13) -0.0007(10) C24 0.0209(12) 0.0210(11) 0.062(2) -0.0081(11) -0.0097(14) -0.0033(11) C25 0.0301(15) 0.0275(15) 0.0406(18) -0.0120(13) -0.0151(13) 0.0011(11) C26 0.0230(11) 0.0220(14) 0.0249(13) -0.0040(10) -0.0074(10) -0.0003(10) C2 0.0147(10) 0.0150(10) 0.0103(10) 0.0002(7) 0.0007(8) 0.0025(8) N1 0.0128(8) 0.0157(9) 0.0108(8) -0.0017(7) -0.0017(6) 0.0003(6) S1 0.0163(3) 0.0219(2) 0.0150(2) -0.00488(19) -0.0046(2) 0.0054(2) O2 0.0144(8) 0.0415(13) 0.0239(10) -0.0128(9) -0.0024(7) 0.0001(8) O3 0.0355(11) 0.0252(9) 0.0173(8) -0.0034(7) -0.0101(7) 0.0147(8) C41 0.0161(10) 0.0153(10) 0.0141(10) -0.0033(8) -0.0018(8) 0.0004(8) C42 0.0313(12) 0.0146(10) 0.0171(11) -0.0027(9) 0.0041(9) -0.0044(11) C43 0.0273(13) 0.0200(12) 0.0220(13) -0.0054(10) 0.0097(10) -0.0089(10) C44 0.0184(11) 0.0179(12) 0.0203(13) -0.0056(10) 0.0043(9) -0.0016(9) C47 0.0322(14) 0.0213(14) 0.0374(16) -0.0084(11) 0.0151(12) -0.0028(11) F1 0.051(7) 0.047(7) 0.020(2) -0.012(3) 0.010(3) 0.007(4) F2 0.070(6) 0.039(4) 0.083(8) -0.039(5) 0.046(6) -0.023(4) F3 0.039(4) 0.041(4) 0.052(3) 0.001(3) 0.012(3) 0.016(3) F1B 0.037(4) 0.026(3) 0.025(4) -0.009(3) 0.015(4) -0.009(3) F2B 0.036(3) 0.031(4) 0.058(6) -0.031(4) 0.010(3) -0.008(2) F3B 0.047(5) 0.038(5) 0.042(4) 0.008(3) 0.018(3) 0.022(4) C45 0.0290(12) 0.0131(10) 0.0294(14) -0.0006(10) 0.0089(10) -0.0028(10) C46 0.0240(12) 0.0186(11) 0.0240(13) -0.0009(10) 0.0069(10) -0.0030(9) C3 0.0161(9) 0.0161(9) 0.0154(10) -0.0015(9) 0.0009(7) 0.0022(9) C31 0.0176(10) 0.0153(11) 0.0179(11) 0.0013(8) 0.0020(9) 0.0049(8) C32 0.0245(12) 0.0185(12) 0.0220(13) -0.0005(10) 0.0029(10) 0.0035(10) C33 0.0263(13) 0.0166(13) 0.0388(18) 0.0005(12) 0.0013(12) 0.0005(10) C34 0.0344(15) 0.0246(15) 0.0419(19) 0.0117(13) 0.0068(13) -0.0003(12) C35 0.0433(17) 0.0275(16) 0.0267(16) 0.0102(12) 0.0090(12) 0.0015(12) C36 0.0295(13) 0.0227(13) 0.0190(13) 0.0029(10) 0.0018(10) 0.0056(11) N2 0.0238(10) 0.0237(10) 0.0161(10) 0.0052(8) 0.0031(8) 0.0035(8) C51 0.054(2) 0.0299(13) 0.0301(13) 0.0118(11) 0.0144(16) 0.0021(17) C52 0.0540(19) 0.060(2) 0.0160(13) 0.0100(16) -0.0052(12) -0.012(2) N3 0.0216(10) 0.0179(10) 0.0302(12) -0.0016(9) 0.0009(9) -0.0032(8) C53 0.0294(15) 0.0298(17) 0.059(2) -0.0064(16) 0.0024(15) -0.0126(13) C54 0.0351(13) 0.0192(11) 0.0340(15) -0.0007(12) 0.0014(11) 0.0007(12) N4 0.0144(9) 0.0209(11) 0.0261(13) 0.0037(9) 0.0051(8) 0.0042(8) C55 0.0237(13) 0.0398(18) 0.0290(16) -0.0034(13) -0.0017(11) 0.0162(12) C56 0.0392(18) 0.048(2) 0.042(2) 0.0178(17) 0.0229(16) 0.0187(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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ta1 N4 106.34(10) . . ? N3 Ta1 O1 137.55(8) . . ? N4 Ta1 O1 116.03(8) . . ? N3 Ta1 N2 93.35(10) . . ? N4 Ta1 N2 96.56(9) . . ? O1 Ta1 N2 84.67(8) . . ? N3 Ta1 N1 95.53(9) . . ? N4 Ta1 N1 102.11(9) . . ? O1 Ta1 N1 73.85(7) . . ? N2 Ta1 N1 156.12(8) . . ? C1 O1 Ta1 123.28(14) . . ? O1 C1 C21 108.69(19) . . ? O1 C1 C11 108.82(19) . . ? C21 C1 C11 109.95(18) . . ? O1 C1 C2 104.16(17) . . ? C21 C1 C2 112.12(19) . . ? C11 C1 C2 112.83(19) . . ? C16 C11 C12 118.1(2) . . ? C16 C11 C1 119.4(2) . . ? C12 C11 C1 122.5(2) . . ? C13 C12 C11 120.5(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 119.9(3) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C15 C14 C13 120.3(2) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.1(3) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C11 C16 C15 121.1(3) . . ? C11 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C26 C21 C22 118.4(2) . . ? C26 C21 C1 121.0(2) . . ? C22 C21 C1 120.6(2) . . ? C23 C22 C21 120.1(3) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 121.0(3) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C25 C24 C23 119.6(3) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 119.9(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 120.9(3) . . ? C21 C26 H26 119.5 . . ? C25 C26 H26 119.5 . . ? N1 C2 C3 109.85(17) . . ? N1 C2 C1 103.17(18) . . ? C3 C2 C1 113.19(19) . . ? N1 C2 H2 110.1 . . ? C3 C2 H2 110.1 . . ? C1 C2 H2 110.1 . . ? C2 N1 S1 115.74(15) . . ? C2 N1 Ta1 115.08(14) . . ? S1 N1 Ta1 128.48(11) . . ? O2 S1 O3 117.89(12) . . ? O2 S1 N1 108.08(11) . . ? O3 S1 N1 110.73(10) . . ? O2 S1 C41 106.75(11) . . ? O3 S1 C41 105.37(11) . . ? N1 S1 C41 107.48(10) . . ? C42 C41 C46 120.7(2) . . ? C42 C41 S1 120.46(19) . . ? C46 C41 S1 118.82(19) . . ? C41 C42 C43 119.1(2) . . ? C41 C42 H42 120.5 . . ? C43 C42 H42 120.5 . . ? C44 C43 C42 120.2(2) . . ? C44 C43 H43 119.9 . . ? C42 C43 H43 119.9 . . ? C43 C44 C45 120.6(2) . . ? C43 C44 C47 120.2(2) . . ? C45 C44 C47 119.2(2) . . ? F1 C47 F2 112.1(8) . . ? F3B C47 F1B 110.6(13) . . ? F3B C47 F2B 107.0(5) . . ? F1B C47 F2B 100.0(9) . . ? F1 C47 F3 103.9(10) . . ? F2 C47 F3 99.9(7) . . ? F3B C47 C44 117.8(6) . . ? F1 C47 C44 116.6(11) . . ? F2 C47 C44 112.9(4) . . ? F1B C47 C44 111.7(11) . . ? F2B C47 C44 108.1(3) . . ? F3 C47 C44 109.5(5) . . ? C46 C45 C44 119.6(2) . . ? C46 C45 H45 120.2 . . ? C44 C45 H45 120.2 . . ? C45 C46 C41 119.8(2) . . ? C45 C46 H46 120.1 . . ? C41 C46 H46 120.1 . . ? C31 C3 C2 116.60(18) . . ? C31 C3 H3A 108.1 . . ? C2 C3 H3A 108.1 . . ? C31 C3 H3B 108.1 . . ? C2 C3 H3B 108.1 . . ? H3A C3 H3B 107.3 . . ? C32 C31 C36 118.2(3) . . ? C32 C31 C3 121.5(2) . . ? C36 C31 C3 120.3(2) . . ? C31 C32 C33 121.4(3) . . ? C31 C32 H32 119.3 . . ? C33 C32 H32 119.3 . . ? C34 C33 C32 119.8(3) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C35 119.7(3) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 120.2(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.7(3) . . ? C35 C36 H36 119.6 . . ? C31 C36 H36 119.6 . . ? C52 N2 C51 109.3(2) . . ? C52 N2 Ta1 127.00(19) . . ? C51 N2 Ta1 123.6(2) . . ? N2 C51 H51A 109.5 . . ? N2 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N2 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N2 C52 H52A 109.5 . . ? N2 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? N2 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C54 N3 C53 113.0(2) . . ? C54 N3 Ta1 121.05(17) . . ? C53 N3 Ta1 125.87(19) . . ? N3 C53 H53A 109.5 . . ? N3 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? N3 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? N3 C54 H54A 109.5 . . ? N3 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? N3 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 N4 C55 108.8(2) . . ? C56 N4 Ta1 127.1(2) . . ? C55 N4 Ta1 124.17(18) . . ? N4 C55 H55A 109.5 . . ? N4 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? N4 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? N4 C56 H56A 109.5 . . ? N4 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? N4 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? 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 Ta1 N3 1.948(2) . ? Ta1 N4 1.960(2) . ? Ta1 O1 1.9705(17) . ? Ta1 N2 1.993(2) . ? Ta1 N1 2.1720(19) . ? O1 C1 1.424(3) . ? C1 C21 1.533(3) . ? C1 C11 1.536(3) . ? C1 C2 1.552(3) . ? C11 C16 1.390(3) . ? C11 C12 1.401(3) . ? C12 C13 1.394(3) . ? C12 H12 0.9500 . ? C13 C14 1.386(4) . ? C13 H13 0.9500 . ? C14 C15 1.366(4) . ? C14 H14 0.9500 . ? C15 C16 1.392(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C26 1.387(4) . ? C21 C22 1.406(3) . ? C22 C23 1.380(4) . ? C22 H22 0.9500 . ? C23 C24 1.384(4) . ? C23 H23 0.9500 . ? C24 C25 1.379(4) . ? C24 H24 0.9500 . ? C25 C26 1.397(4) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C2 N1 1.485(3) . ? C2 C3 1.541(3) . ? C2 H2 1.0000 . ? N1 S1 1.6127(19) . ? S1 O2 1.436(2) . ? S1 O3 1.4441(19) . ? S1 C41 1.775(2) . ? C41 C42 1.383(3) . ? C41 C46 1.391(3) . ? C42 C43 1.388(4) . ? C42 H42 0.9500 . ? C43 C44 1.375(4) . ? C43 H43 0.9500 . ? C44 C45 1.387(3) . ? C44 C47 1.499(4) . ? C47 F3B 1.235(9) . ? C47 F1 1.277(11) . ? C47 F2 1.325(6) . ? C47 F1B 1.340(11) . ? C47 F2B 1.419(7) . ? C47 F3 1.419(9) . ? C45 C46 1.375(3) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C3 C31 1.516(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C31 C32 1.387(4) . ? C31 C36 1.397(4) . ? C32 C33 1.392(4) . ? C32 H32 0.9500 . ? C33 C34 1.384(4) . ? C33 H33 0.9500 . ? C34 C35 1.387(5) . ? C34 H34 0.9500 . ? C35 C36 1.390(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? N2 C52 1.455(4) . ? N2 C51 1.468(3) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? N3 C54 1.457(3) . ? N3 C53 1.470(3) . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? N4 C56 1.477(4) . ? N4 C55 1.477(4) . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Ta1 O1 C1 C21 162.37(14) . . . . ? Ta1 O1 C1 C11 -77.9(2) . . . . ? Ta1 O1 C1 C2 42.7(2) . . . . ? O1 C1 C11 C16 -26.0(3) . . . . ? C21 C1 C11 C16 92.9(3) . . . . ? C2 C1 C11 C16 -141.1(2) . . . . ? O1 C1 C11 C12 155.7(2) . . . . ? C21 C1 C11 C12 -85.3(3) . . . . ? C2 C1 C11 C12 40.7(3) . . . . ? C16 C11 C12 C13 2.2(4) . . . . ? C1 C11 C12 C13 -179.6(2) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C12 C13 C14 C15 -2.2(4) . . . . ? C13 C14 C15 C16 2.3(4) . . . . ? C12 C11 C16 C15 -2.1(4) . . . . ? C1 C11 C16 C15 179.6(2) . . . . ? C14 C15 C16 C11 -0.1(4) . . . . ? O1 C1 C21 C26 3.7(3) . . . . ? C11 C1 C21 C26 -115.3(2) . . . . ? C2 C1 C21 C26 118.3(2) . . . . ? O1 C1 C21 C22 -175.4(2) . . . . ? C11 C1 C21 C22 65.6(3) . . . . ? C2 C1 C21 C22 -60.8(3) . . . . ? C26 C21 C22 C23 -2.3(4) . . . . ? C1 C21 C22 C23 176.8(2) . . . . ? C21 C22 C23 C24 1.3(4) . . . . ? C22 C23 C24 C25 0.1(4) . . . . ? C23 C24 C25 C26 -0.5(4) . . . . ? C22 C21 C26 C25 2.0(4) . . . . ? C1 C21 C26 C25 -177.1(2) . . . . ? C24 C25 C26 C21 -0.6(4) . . . . ? O1 C1 C2 N1 -45.7(2) . . . . ? C21 C1 C2 N1 -163.07(18) . . . . ? C11 C1 C2 N1 72.1(2) . . . . ? O1 C1 C2 C3 72.9(2) . . . . ? C21 C1 C2 C3 -44.4(3) . . . . ? C11 C1 C2 C3 -169.20(18) . . . . ? C3 C2 N1 S1 86.9(2) . . . . ? C1 C2 N1 S1 -152.16(15) . . . . ? C3 C2 N1 Ta1 -84.40(18) . . . . ? C1 C2 N1 Ta1 36.6(2) . . . . ? C2 N1 S1 O2 -163.58(16) . . . . ? Ta1 N1 S1 O2 6.32(17) . . . . ? C2 N1 S1 O3 -33.06(19) . . . . ? Ta1 N1 S1 O3 136.83(13) . . . . ? C2 N1 S1 C41 81.54(17) . . . . ? Ta1 N1 S1 C41 -108.57(14) . . . . ? O2 S1 C41 C42 153.7(2) . . . . ? O3 S1 C41 C42 27.6(2) . . . . ? N1 S1 C41 C42 -90.5(2) . . . . ? O2 S1 C41 C46 -24.3(2) . . . . ? O3 S1 C41 C46 -150.4(2) . . . . ? N1 S1 C41 C46 91.4(2) . . . . ? C46 C41 C42 C43 -0.8(4) . . . . ? S1 C41 C42 C43 -178.8(2) . . . . ? C41 C42 C43 C44 0.8(4) . . . . ? C42 C43 C44 C45 -0.3(4) . . . . ? C42 C43 C44 C47 177.8(3) . . . . ? C43 C44 C47 F3B 118.6(11) . . . . ? C45 C44 C47 F3B -63.3(11) . . . . ? C43 C44 C47 F1 -23.5(11) . . . . ? C45 C44 C47 F1 154.6(10) . . . . ? C43 C44 C47 F2 -155.5(13) . . . . ? C45 C44 C47 F2 22.6(13) . . . . ? C43 C44 C47 F1B -11.0(11) . . . . ? C45 C44 C47 F1B 167.1(10) . . . . ? C43 C44 C47 F2B -120.0(9) . . . . ? C45 C44 C47 F2B 58.1(9) . . . . ? C43 C44 C47 F3 94.1(7) . . . . ? C45 C44 C47 F3 -87.8(7) . . . . ? C43 C44 C45 C46 -0.3(4) . . . . ? C47 C44 C45 C46 -178.4(3) . . . . ? C44 C45 C46 C41 0.4(4) . . . . ? C42 C41 C46 C45 0.2(4) . . . . ? S1 C41 C46 C45 178.2(2) . . . . ? N1 C2 C3 C31 -154.0(2) . . . . ? C1 C2 C3 C31 91.3(2) . . . . ? C2 C3 C31 C32 -124.6(2) . . . . ? C2 C3 C31 C36 57.7(3) . . . . ? C36 C31 C32 C33 -0.6(4) . . . . ? C3 C31 C32 C33 -178.4(2) . . . . ? C31 C32 C33 C34 -0.5(4) . . . . ? C32 C33 C34 C35 1.2(4) . . . . ? C33 C34 C35 C36 -1.0(5) . . . . ? C34 C35 C36 C31 -0.1(4) . . . . ? C32 C31 C36 C35 0.8(4) . . . . ? C3 C31 C36 C35 178.7(2) . . . . ?