#------------------------------------------------------------------------------ #$Date: 2020-08-22 05:15:44 +0300 (Sat, 22 Aug 2020) $ #$Revision: 255575 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705236.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_7705236 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 H43 N4 O3 S Ta' _chemical_formula_weight 768.73 _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 13.3873(10) _cell_length_b 15.0633(13) _cell_length_c 16.5240(13) _cell_measurement_reflns_used 9857 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 36.34 _cell_measurement_theta_min 2.47 _cell_volume 3332.2(5) _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 0.985 _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 0.0400 _diffrn_reflns_av_unetI/netI 0.0376 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 72114 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.968 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 36.392 _diffrn_reflns_theta_min 1.829 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 3.400 _exptl_absorpt_correction_T_max 0.7471 _exptl_absorpt_correction_T_min 0.5034 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Sheldrick, 2014)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 1552 _exptl_crystal_size_max 0.700 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.300 _refine_diff_density_max 0.533 _refine_diff_density_min -1.202 _refine_diff_density_rms 0.089 _refine_ls_abs_structure_details ; Flack x determined using 6442 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.007(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 450 _refine_ls_number_reflns 15757 _refine_ls_number_restraints 267 _refine_ls_restrained_S_all 0.986 _refine_ls_R_factor_all 0.0201 _refine_ls_R_factor_gt 0.0180 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.0380 _reflns_Friedel_coverage 0.807 _reflns_Friedel_fraction_full 0.996 _reflns_Friedel_fraction_max 0.948 _reflns_number_gt 15000 _reflns_number_total 15757 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02557g2.cif _cod_data_source_block D19049 _cod_database_code 7705236 _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 0.199 _shelx_estimated_absorpt_t_max 0.429 _shelx_res_file ; TITL D19049 in P2(1)2(1)2(1) D19049.res created by SHELXL-2018/3 at 08:48:33 on 06-Jun-2019 CELL 0.71073 13.38730 15.06330 16.52400 90.0000 90.0000 90.0000 ZERR 4.00 0.00100 0.00130 0.00130 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 S TA UNIT 136 172 16 12 4 4 TEMP -173 SIZE 0.30 0.40 0.70 ACTA WPDB -2 CONF L.S. 10 BOND $H FMAP 2 PLAN 20 simu c1 > c26a delu c1 > c26a WGHT 0.000000 FVAR 0.09224 0.58453 TA1 6 0.331023 0.484830 0.651082 11.00000 0.01037 0.01095 = 0.00810 -0.00029 0.00071 0.00057 O1 4 0.377287 0.604977 0.623893 11.00000 0.01607 0.01119 = 0.01150 -0.00122 0.00144 0.00041 same c1 c21 c26 < c22 c21 > c26 C1 1 0.468792 0.622111 0.582910 11.00000 0.01714 0.01052 = 0.00991 -0.00009 -0.00048 -0.00278 PART 1 C21 1 0.475059 0.716183 0.549115 21.00000 0.02398 0.01119 = 0.00784 -0.00224 -0.00232 0.00152 C22 1 0.393932 0.771450 0.553834 21.00000 0.03634 0.01697 = 0.01726 0.00009 0.00383 0.00422 AFIX 43 H22 2 0.334272 0.750963 0.578740 21.00000 -1.20000 AFIX 0 C23 1 0.397814 0.856984 0.522689 21.00000 0.04154 0.01648 = 0.02474 0.00061 -0.00368 0.00994 AFIX 43 H23 2 0.341146 0.894671 0.526836 21.00000 -1.20000 AFIX 0 C24 1 0.483814 0.887541 0.485660 21.00000 0.05417 0.01096 = 0.02216 0.00475 -0.00691 -0.00308 AFIX 43 H24 2 0.486109 0.945860 0.463853 21.00000 -1.20000 AFIX 0 C25 1 0.565304 0.833537 0.480608 21.00000 0.03234 0.01731 = 0.01428 0.00355 -0.00148 -0.01378 AFIX 43 H25 2 0.624430 0.854382 0.455121 21.00000 -1.20000 AFIX 0 C26 1 0.562437 0.747604 0.512716 21.00000 0.02835 0.01105 = 0.01176 0.00327 -0.00227 -0.00780 AFIX 43 H26 2 0.619828 0.710652 0.509776 21.00000 -1.20000 AFIX 0 PART 2 C21A 1 0.458603 0.719088 0.553824 -21.00000 0.02685 0.01046 = 0.00948 0.00135 -0.00096 -0.00890 C22A 1 0.373159 0.769003 0.561785 -21.00000 0.02511 0.01048 = 0.00992 0.00233 -0.00100 0.00424 AFIX 43 H22A 2 0.316641 0.744586 0.588491 -21.00000 -1.20000 AFIX 0 C23A 1 0.368633 0.856098 0.530679 -21.00000 0.03564 0.01087 = 0.02656 -0.00213 -0.00303 0.00596 AFIX 43 H23A 2 0.308676 0.889489 0.535067 -21.00000 -1.20000 AFIX 0 C24A 1 0.450785 0.892418 0.494161 -21.00000 0.05037 0.01368 = 0.02177 0.00589 -0.01388 -0.00734 AFIX 43 H24A 2 0.448466 0.951004 0.472961 -21.00000 -1.20000 AFIX 0 C25A 1 0.535598 0.843463 0.488701 -21.00000 0.03384 0.02312 = 0.01791 0.00504 0.00220 -0.01477 AFIX 43 H25A 2 0.592672 0.869338 0.463985 -21.00000 -1.20000 AFIX 0 C26A 1 0.542481 0.757854 0.517462 -21.00000 0.02660 0.01808 = 0.01340 -0.00256 -0.00572 -0.00315 AFIX 43 H26A 2 0.603173 0.725591 0.512714 -21.00000 -1.20000 AFIX 0 PART 0 C11 1 0.555117 0.614680 0.644413 11.00000 0.01720 0.01161 = 0.01025 0.00080 -0.00180 -0.00470 C12 1 0.647524 0.577330 0.626954 11.00000 0.01725 0.02610 = 0.01141 -0.00344 -0.00155 -0.00447 AFIX 43 H12 2 0.658994 0.551698 0.575252 11.00000 -1.20000 AFIX 0 C13 1 0.723116 0.577110 0.684230 11.00000 0.01679 0.03431 = 0.01985 -0.00461 -0.00110 -0.00459 AFIX 43 H13 2 0.785787 0.550893 0.671734 11.00000 -1.20000 AFIX 0 C14 1 0.707719 0.615012 0.759787 11.00000 0.02114 0.03501 = 0.01463 -0.00326 -0.00471 -0.00770 AFIX 43 H14 2 0.759644 0.614760 0.798974 11.00000 -1.20000 AFIX 0 C15 1 0.616145 0.653239 0.777751 11.00000 0.02824 0.02490 = 0.00913 -0.00257 -0.00174 -0.00628 AFIX 43 H15 2 0.605200 0.679583 0.829229 11.00000 -1.20000 AFIX 0 C16 1 0.540708 0.652899 0.720440 11.00000 0.02131 0.01548 = 0.01160 -0.00228 -0.00244 -0.00196 AFIX 43 H16 2 0.478089 0.679125 0.733088 11.00000 -1.20000 AFIX 0 C2 1 0.473439 0.552471 0.514483 11.00000 0.01384 0.01134 = 0.00790 -0.00014 -0.00061 -0.00225 AFIX 13 H2 2 0.543610 0.547204 0.494298 11.00000 -1.20000 AFIX 0 C3 1 0.403167 0.575216 0.443355 11.00000 0.01695 0.01236 = 0.00989 0.00166 -0.00150 -0.00333 AFIX 23 H3A 2 0.380323 0.519011 0.418417 11.00000 -1.20000 H3B 2 0.343512 0.605680 0.465319 11.00000 -1.20000 AFIX 0 C31 1 0.447776 0.632834 0.377857 11.00000 0.02004 0.01295 = 0.00854 0.00111 -0.00281 -0.00444 C32 1 0.401975 0.711012 0.352582 11.00000 0.01725 0.01685 = 0.01284 0.00202 -0.00403 -0.00159 AFIX 43 H32 2 0.342038 0.729981 0.378045 11.00000 -1.20000 AFIX 0 C33 1 0.442976 0.761878 0.290320 11.00000 0.02462 0.01502 = 0.01608 0.00433 -0.00596 -0.00291 AFIX 43 H33 2 0.410725 0.815000 0.273662 11.00000 -1.20000 AFIX 0 C34 1 0.530259 0.735383 0.252757 11.00000 0.02588 0.02083 = 0.01394 0.00544 -0.00016 -0.00591 AFIX 43 H34 2 0.558173 0.770271 0.210539 11.00000 -1.20000 AFIX 0 C35 1 0.576927 0.657520 0.277044 11.00000 0.02772 0.02480 = 0.01650 0.00588 0.00691 0.00036 AFIX 43 H35 2 0.636877 0.638817 0.251438 11.00000 -1.20000 AFIX 0 C36 1 0.535586 0.607028 0.338982 11.00000 0.02753 0.01711 = 0.01289 0.00280 0.00318 0.00224 AFIX 43 H36 2 0.567861 0.553753 0.355199 11.00000 -1.20000 AFIX 0 N1 3 0.444251 0.469518 0.556006 11.00000 0.01190 0.00898 = 0.00803 -0.00025 0.00090 -0.00129 S1 5 0.474644 0.376731 0.515485 11.00000 0.01146 0.01024 = 0.01040 -0.00204 0.00054 -0.00039 O2 4 0.453484 0.375070 0.429423 11.00000 0.01728 0.02006 = 0.01151 -0.00565 -0.00203 0.00062 O3 4 0.433010 0.307327 0.565179 11.00000 0.01656 0.01090 = 0.01992 0.00065 0.00323 -0.00214 C41 1 0.606498 0.368380 0.523503 11.00000 0.01268 0.01240 = 0.01137 -0.00152 0.00151 0.00086 C42 1 0.667405 0.408136 0.466002 11.00000 0.01510 0.01604 = 0.01086 0.00108 0.00073 0.00255 AFIX 43 H42 2 0.638627 0.436642 0.420324 11.00000 -1.20000 AFIX 0 C43 1 0.770669 0.406187 0.475348 11.00000 0.01372 0.01638 = 0.01443 -0.00051 0.00329 0.00032 AFIX 43 H43 2 0.812119 0.434892 0.436711 11.00000 -1.20000 AFIX 0 C44 1 0.813743 0.362465 0.540932 11.00000 0.01396 0.01224 = 0.01448 -0.00329 -0.00012 -0.00027 C45 1 0.751706 0.319280 0.595311 11.00000 0.01682 0.01594 = 0.01385 0.00069 -0.00343 0.00066 AFIX 43 H45 2 0.780419 0.286669 0.638675 11.00000 -1.20000 AFIX 0 C46 1 0.648370 0.322660 0.587766 11.00000 0.01594 0.01371 = 0.01163 0.00201 0.00091 -0.00057 AFIX 43 H46 2 0.606887 0.293877 0.626332 11.00000 -1.20000 AFIX 0 C47 1 0.925258 0.361481 0.552222 11.00000 0.01469 0.01897 = 0.02289 -0.00237 -0.00144 -0.00116 AFIX 137 H47A 2 0.944200 0.406581 0.592117 11.00000 -1.50000 H47B 2 0.957974 0.374409 0.500493 11.00000 -1.50000 H47C 2 0.946235 0.302812 0.571411 11.00000 -1.50000 AFIX 0 N2 3 0.222915 0.541025 0.715493 11.00000 0.01435 0.01964 = 0.01513 -0.00295 0.00221 0.00285 C51 1 0.249552 0.613197 0.770642 11.00000 0.02215 0.03295 = 0.02158 -0.01300 0.00578 0.00016 AFIX 137 H51A 2 0.242114 0.670215 0.742724 11.00000 -1.50000 H51B 2 0.318991 0.605966 0.788223 11.00000 -1.50000 H51C 2 0.205399 0.611765 0.817929 11.00000 -1.50000 AFIX 0 C52 1 0.114467 0.533601 0.707947 11.00000 0.01489 0.02420 = 0.02092 -0.00205 0.00426 0.00383 AFIX 137 H52A 2 0.084312 0.532041 0.761970 11.00000 -1.50000 H52B 2 0.097732 0.478927 0.678801 11.00000 -1.50000 H52C 2 0.088634 0.584856 0.678010 11.00000 -1.50000 AFIX 0 N3 3 0.238926 0.406027 0.595134 11.00000 0.01253 0.01387 = 0.01387 0.00099 0.00146 -0.00127 C53 1 0.205115 0.321133 0.626951 11.00000 0.01851 0.01794 = 0.02435 0.00610 -0.00032 -0.00540 AFIX 137 H53A 2 0.132070 0.318170 0.624138 11.00000 -1.50000 H53B 2 0.226565 0.315169 0.683394 11.00000 -1.50000 H53C 2 0.233936 0.272873 0.594752 11.00000 -1.50000 AFIX 0 C54 1 0.204558 0.421220 0.512381 11.00000 0.01749 0.02946 = 0.01592 0.00376 -0.00408 -0.00591 AFIX 137 H54A 2 0.234632 0.377022 0.476320 11.00000 -1.50000 H54B 2 0.224348 0.480873 0.494968 11.00000 -1.50000 H54C 2 0.131638 0.415959 0.510336 11.00000 -1.50000 AFIX 0 N4 3 0.396637 0.427404 0.742972 11.00000 0.01470 0.01840 = 0.00906 0.00223 0.00084 0.00026 C55 1 0.504805 0.414205 0.750097 11.00000 0.01607 0.02087 = 0.01859 0.00531 -0.00209 0.00254 AFIX 137 H55A 2 0.530456 0.449646 0.795283 11.00000 -1.50000 H55B 2 0.537446 0.432880 0.699816 11.00000 -1.50000 H55C 2 0.518803 0.351269 0.759955 11.00000 -1.50000 AFIX 0 C56 1 0.346299 0.397555 0.816451 11.00000 0.02689 0.03589 = 0.01383 0.01059 0.00424 0.00352 AFIX 137 H56A 2 0.359378 0.334186 0.824706 11.00000 -1.50000 H56B 2 0.274214 0.407225 0.811067 11.00000 -1.50000 H56C 2 0.371508 0.431212 0.862915 11.00000 -1.50000 AFIX 0 HKLF 4 REM D19049 in P2(1)2(1)2(1) REM wR2 = 0.037973, GooF = S = 0.99328, Restrained GooF = 0.98606 for all data REM R1 = 0.017964 for 15000 Fo > 4sig(Fo) and 0.020121 for all 15757 data REM 450 parameters refined using 267 restraints END WGHT 0.0000 0.0000 REM Highest difference peak 0.533, deepest hole -1.202, 1-sigma level 0.089 Q1 1 0.3798 0.4814 0.6349 11.00000 0.05 0.53 Q2 1 0.2835 0.4815 0.6696 11.00000 0.05 0.50 Q3 1 0.2814 0.4819 0.6321 11.00000 0.05 0.48 Q4 1 0.3823 0.4820 0.6655 11.00000 0.05 0.43 Q5 1 0.6802 0.5744 0.6526 11.00000 0.05 0.42 Q6 1 0.7189 0.4045 0.4809 11.00000 0.05 0.41 Q7 1 0.5416 0.3776 0.5164 11.00000 0.05 0.40 Q8 1 0.6990 0.3212 0.5916 11.00000 0.05 0.38 Q9 1 0.7117 0.5850 0.7255 11.00000 0.05 0.38 Q10 1 0.6398 0.3215 0.6074 11.00000 0.05 0.36 Q11 1 0.7959 0.3979 0.5174 11.00000 0.05 0.34 Q12 1 0.4272 0.6763 0.3702 11.00000 0.05 0.32 Q13 1 0.6623 0.5161 0.8143 11.00000 0.05 0.32 Q14 1 0.5391 0.7959 0.4938 11.00000 0.05 0.31 Q15 1 0.6032 0.5913 0.6368 11.00000 0.05 0.31 Q16 1 0.4604 0.4229 0.5377 11.00000 0.05 0.30 Q17 1 0.6413 0.3811 0.5005 11.00000 0.05 0.29 Q18 1 0.5477 0.6401 0.6775 11.00000 0.05 0.29 Q19 1 0.4439 0.6617 0.4456 11.00000 0.05 0.29 Q20 1 0.5036 0.6176 0.6023 11.00000 0.05 0.29 ; _shelx_res_checksum 93582 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 0.33102(2) 0.48483(2) 0.65108(2) 0.00981(2) Uani 1 1 d . . . . . O1 O 0.37729(10) 0.60498(10) 0.62389(9) 0.0129(3) Uani 1 1 d . . . . . C1 C 0.46879(15) 0.62211(14) 0.58291(12) 0.0125(3) Uani 1 1 d D U . . . C21 C 0.4751(13) 0.7162(9) 0.5491(18) 0.0143(16) Uani 0.58(5) 1 d D U P A 1 C22 C 0.3939(13) 0.7715(8) 0.5538(11) 0.0235(19) Uani 0.58(5) 1 d D U P A 1 H22 H 0.334272 0.750963 0.578740 0.028 Uiso 0.58(5) 1 calc R U P A 1 C23 C 0.3978(14) 0.8570(7) 0.5227(9) 0.0276(18) Uani 0.58(5) 1 d D U P A 1 H23 H 0.341146 0.894671 0.526836 0.033 Uiso 0.58(5) 1 calc R U P A 1 C24 C 0.4838(15) 0.8875(6) 0.4857(8) 0.029(2) Uani 0.58(5) 1 d D U P A 1 H24 H 0.486109 0.945860 0.463853 0.035 Uiso 0.58(5) 1 calc R U P A 1 C25 C 0.5653(12) 0.8335(7) 0.4806(7) 0.0213(17) Uani 0.58(5) 1 d D U P A 1 H25 H 0.624430 0.854382 0.455121 0.026 Uiso 0.58(5) 1 calc R U P A 1 C26 C 0.5624(11) 0.7476(8) 0.5127(10) 0.0171(16) Uani 0.58(5) 1 d D U P A 1 H26 H 0.619828 0.710652 0.509776 0.020 Uiso 0.58(5) 1 calc R U P A 1 C21A C 0.4586(18) 0.7191(13) 0.554(3) 0.016(2) Uani 0.42(5) 1 d D U P A 2 C22A C 0.3732(14) 0.7690(10) 0.5618(13) 0.015(2) Uani 0.42(5) 1 d D U P A 2 H22A H 0.316641 0.744586 0.588491 0.018 Uiso 0.42(5) 1 calc R U P A 2 C23A C 0.3686(17) 0.8561(9) 0.5307(13) 0.024(2) Uani 0.42(5) 1 d D U P A 2 H23A H 0.308676 0.889489 0.535067 0.029 Uiso 0.42(5) 1 calc R U P A 2 C24A C 0.4508(19) 0.8924(10) 0.4942(12) 0.029(3) Uani 0.42(5) 1 d D U P A 2 H24A H 0.448466 0.951004 0.472961 0.034 Uiso 0.42(5) 1 calc R U P A 2 C25A C 0.5356(18) 0.8435(11) 0.4887(10) 0.025(2) Uani 0.42(5) 1 d D U P A 2 H25A H 0.592672 0.869338 0.463985 0.030 Uiso 0.42(5) 1 calc R U P A 2 C26A C 0.5425(16) 0.7579(12) 0.5175(15) 0.019(2) Uani 0.42(5) 1 d D U P A 2 H26A H 0.603173 0.725591 0.512714 0.023 Uiso 0.42(5) 1 calc R U P A 2 C11 C 0.55512(13) 0.61468(13) 0.64441(13) 0.0130(3) Uani 1 1 d . . . . . C12 C 0.64752(14) 0.57733(17) 0.62695(13) 0.0183(4) Uani 1 1 d . . . . . H12 H 0.658994 0.551698 0.575252 0.022 Uiso 1 1 calc R U . . . C13 C 0.72312(16) 0.57711(19) 0.68423(15) 0.0237(5) Uani 1 1 d . . . . . H13 H 0.785787 0.550893 0.671734 0.028 Uiso 1 1 calc R U . . . C14 C 0.70772(17) 0.61501(19) 0.75979(14) 0.0236(5) Uani 1 1 d . . . . . H14 H 0.759644 0.614760 0.798974 0.028 Uiso 1 1 calc R U . . . C15 C 0.61614(17) 0.65324(18) 0.77775(13) 0.0208(4) Uani 1 1 d . . . . . H15 H 0.605200 0.679583 0.829229 0.025 Uiso 1 1 calc R U . . . C16 C 0.54071(16) 0.65290(15) 0.72044(12) 0.0161(4) Uani 1 1 d . . . . . H16 H 0.478089 0.679125 0.733088 0.019 Uiso 1 1 calc R U . . . C2 C 0.47344(13) 0.55247(14) 0.51448(11) 0.0110(3) Uani 1 1 d . . . . . H2 H 0.543610 0.547204 0.494298 0.013 Uiso 1 1 calc R U . . . C3 C 0.40317(14) 0.57522(14) 0.44335(12) 0.0131(3) Uani 1 1 d . . . . . H3A H 0.380323 0.519011 0.418417 0.016 Uiso 1 1 calc R U . . . H3B H 0.343512 0.605680 0.465319 0.016 Uiso 1 1 calc R U . . . C31 C 0.44778(15) 0.63283(14) 0.37786(12) 0.0138(3) Uani 1 1 d . . . . . C32 C 0.40198(14) 0.71101(14) 0.35258(14) 0.0156(3) Uani 1 1 d . . . . . H32 H 0.342038 0.729981 0.378045 0.019 Uiso 1 1 calc R U . . . C33 C 0.44298(17) 0.76188(16) 0.29032(14) 0.0186(4) Uani 1 1 d . . . . . H33 H 0.410725 0.815000 0.273662 0.022 Uiso 1 1 calc R U . . . C34 C 0.53026(17) 0.73538(17) 0.25276(14) 0.0202(4) Uani 1 1 d . . . . . H34 H 0.558173 0.770271 0.210539 0.024 Uiso 1 1 calc R U . . . C35 C 0.57693(18) 0.65752(18) 0.27704(14) 0.0230(5) Uani 1 1 d . . . . . H35 H 0.636877 0.638817 0.251438 0.028 Uiso 1 1 calc R U . . . C36 C 0.53559(16) 0.60703(16) 0.33898(13) 0.0192(4) Uani 1 1 d . . . . . H36 H 0.567861 0.553753 0.355199 0.023 Uiso 1 1 calc R U . . . N1 N 0.44425(11) 0.46952(10) 0.55601(10) 0.0096(3) Uani 1 1 d . . . . . S1 S 0.47464(3) 0.37673(3) 0.51549(3) 0.01070(8) Uani 1 1 d . . . . . O2 O 0.45348(11) 0.37507(11) 0.42942(9) 0.0163(3) Uani 1 1 d . . . . . O3 O 0.43301(11) 0.30733(10) 0.56518(10) 0.0158(3) Uani 1 1 d . . . . . C41 C 0.60650(14) 0.36838(14) 0.52350(12) 0.0121(3) Uani 1 1 d . . . . . C42 C 0.66741(16) 0.40814(13) 0.46600(11) 0.0140(3) Uani 1 1 d . . . . . H42 H 0.638627 0.436642 0.420324 0.017 Uiso 1 1 calc R U . . . C43 C 0.77067(14) 0.40619(15) 0.47535(13) 0.0148(4) Uani 1 1 d . . . . . H43 H 0.812119 0.434892 0.436711 0.018 Uiso 1 1 calc R U . . . C44 C 0.81374(13) 0.36246(13) 0.54093(12) 0.0136(3) Uani 1 1 d . . . . . C45 C 0.75171(15) 0.31928(15) 0.59531(13) 0.0155(4) Uani 1 1 d . . . . . H45 H 0.780419 0.286669 0.638675 0.019 Uiso 1 1 calc R U . . . C46 C 0.64837(14) 0.32266(14) 0.58777(12) 0.0138(4) Uani 1 1 d . . . . . H46 H 0.606887 0.293877 0.626332 0.017 Uiso 1 1 calc R U . . . C47 C 0.92526(14) 0.36148(16) 0.55222(15) 0.0189(4) Uani 1 1 d . . . . . H47A H 0.944200 0.406581 0.592117 0.028 Uiso 1 1 calc R U . . . H47B H 0.957974 0.374409 0.500493 0.028 Uiso 1 1 calc R U . . . H47C H 0.946235 0.302812 0.571411 0.028 Uiso 1 1 calc R U . . . N2 N 0.22292(12) 0.54103(14) 0.71549(11) 0.0164(3) Uani 1 1 d . . . . . C51 C 0.24955(17) 0.61320(19) 0.77064(15) 0.0256(5) Uani 1 1 d . . . . . H51A H 0.242114 0.670215 0.742724 0.038 Uiso 1 1 calc R U . . . H51B H 0.318991 0.605966 0.788223 0.038 Uiso 1 1 calc R U . . . H51C H 0.205399 0.611765 0.817929 0.038 Uiso 1 1 calc R U . . . C52 C 0.11447(15) 0.53360(17) 0.70795(14) 0.0200(5) Uani 1 1 d . . . . . H52A H 0.084312 0.532041 0.761970 0.030 Uiso 1 1 calc R U . . . H52B H 0.097732 0.478927 0.678801 0.030 Uiso 1 1 calc R U . . . H52C H 0.088634 0.584856 0.678010 0.030 Uiso 1 1 calc R U . . . N3 N 0.23893(12) 0.40603(13) 0.59513(10) 0.0134(3) Uani 1 1 d . . . . . C53 C 0.20512(16) 0.32113(15) 0.62695(14) 0.0203(4) Uani 1 1 d . . . . . H53A H 0.132070 0.318170 0.624138 0.030 Uiso 1 1 calc R U . . . H53B H 0.226565 0.315169 0.683394 0.030 Uiso 1 1 calc R U . . . H53C H 0.233936 0.272873 0.594752 0.030 Uiso 1 1 calc R U . . . C54 C 0.20456(16) 0.42122(18) 0.51238(13) 0.0210(4) Uani 1 1 d . . . . . H54A H 0.234632 0.377022 0.476320 0.031 Uiso 1 1 calc R U . . . H54B H 0.224348 0.480873 0.494968 0.031 Uiso 1 1 calc R U . . . H54C H 0.131638 0.415959 0.510336 0.031 Uiso 1 1 calc R U . . . N4 N 0.39664(12) 0.42740(13) 0.74297(10) 0.0141(3) Uani 1 1 d . . . . . C55 C 0.50481(15) 0.41421(16) 0.75010(14) 0.0185(4) Uani 1 1 d . . . . . H55A H 0.530456 0.449646 0.795283 0.028 Uiso 1 1 calc R U . . . H55B H 0.537446 0.432880 0.699816 0.028 Uiso 1 1 calc R U . . . H55C H 0.518803 0.351269 0.759955 0.028 Uiso 1 1 calc R U . . . C56 C 0.34630(17) 0.39755(19) 0.81645(13) 0.0255(5) Uani 1 1 d . . . . . H56A H 0.359378 0.334186 0.824706 0.038 Uiso 1 1 calc R U . . . H56B H 0.274214 0.407225 0.811067 0.038 Uiso 1 1 calc R U . . . H56C H 0.371508 0.431212 0.862915 0.038 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 0.01037(3) 0.01095(3) 0.00810(3) -0.00029(3) 0.00071(3) 0.00057(2) O1 0.0161(6) 0.0112(7) 0.0115(6) -0.0012(5) 0.0014(5) 0.0004(5) C1 0.0171(8) 0.0105(8) 0.0099(8) -0.0001(7) -0.0005(7) -0.0028(6) C21 0.024(4) 0.011(2) 0.008(4) -0.0022(18) -0.002(4) 0.002(2) C22 0.036(5) 0.017(3) 0.017(3) 0.000(2) 0.004(4) 0.004(3) C23 0.042(5) 0.016(2) 0.025(3) 0.001(2) -0.004(4) 0.010(3) C24 0.054(6) 0.011(2) 0.022(3) 0.0048(19) -0.007(4) -0.003(3) C25 0.032(4) 0.017(2) 0.014(3) 0.0036(19) -0.001(3) -0.014(3) C26 0.028(4) 0.011(3) 0.012(3) 0.003(2) -0.002(3) -0.008(2) C21A 0.027(6) 0.010(4) 0.009(5) 0.001(5) -0.001(6) -0.009(3) C22A 0.025(5) 0.010(3) 0.010(4) 0.002(2) -0.001(3) 0.004(3) C23A 0.036(6) 0.011(3) 0.027(5) -0.002(3) -0.003(5) 0.006(4) C24A 0.050(7) 0.014(3) 0.022(5) 0.006(3) -0.014(5) -0.007(4) C25A 0.034(6) 0.023(4) 0.018(4) 0.005(3) 0.002(4) -0.015(4) C26A 0.027(5) 0.018(4) 0.013(4) -0.003(3) -0.006(4) -0.003(3) C11 0.0172(7) 0.0116(8) 0.0102(8) 0.0008(7) -0.0018(7) -0.0047(6) C12 0.0173(9) 0.0261(12) 0.0114(8) -0.0034(8) -0.0015(7) -0.0045(7) C13 0.0168(9) 0.0343(14) 0.0199(11) -0.0046(10) -0.0011(8) -0.0046(8) C14 0.0211(10) 0.0350(15) 0.0146(10) -0.0033(10) -0.0047(8) -0.0077(9) C15 0.0282(11) 0.0249(12) 0.0091(9) -0.0026(8) -0.0017(8) -0.0063(9) C16 0.0213(9) 0.0155(10) 0.0116(9) -0.0023(7) -0.0024(7) -0.0020(7) C2 0.0138(7) 0.0113(8) 0.0079(7) -0.0001(6) -0.0006(6) -0.0022(6) C3 0.0169(8) 0.0124(9) 0.0099(8) 0.0017(7) -0.0015(7) -0.0033(6) C31 0.0200(8) 0.0130(9) 0.0085(8) 0.0011(7) -0.0028(7) -0.0044(7) C32 0.0173(8) 0.0169(9) 0.0128(8) 0.0020(8) -0.0040(8) -0.0016(6) C33 0.0246(10) 0.0150(10) 0.0161(10) 0.0043(8) -0.0060(8) -0.0029(8) C34 0.0259(10) 0.0208(11) 0.0139(9) 0.0054(8) -0.0002(9) -0.0059(8) C35 0.0277(11) 0.0248(13) 0.0165(10) 0.0059(9) 0.0069(9) 0.0004(9) C36 0.0275(9) 0.0171(10) 0.0129(10) 0.0028(8) 0.0032(8) 0.0022(7) N1 0.0119(6) 0.0090(8) 0.0080(6) -0.0002(5) 0.0009(5) -0.0013(5) S1 0.01146(17) 0.0102(2) 0.01040(19) -0.00204(16) 0.00054(15) -0.00039(14) O2 0.0173(6) 0.0201(8) 0.0115(7) -0.0057(6) -0.0020(5) 0.0006(5) O3 0.0166(6) 0.0109(7) 0.0199(8) 0.0006(6) 0.0032(6) -0.0021(5) C41 0.0127(7) 0.0124(9) 0.0114(8) -0.0015(7) 0.0015(6) 0.0009(6) C42 0.0151(7) 0.0160(9) 0.0109(8) 0.0011(6) 0.0007(8) 0.0026(7) C43 0.0137(8) 0.0164(10) 0.0144(9) -0.0005(7) 0.0033(7) 0.0003(6) C44 0.0140(8) 0.0122(8) 0.0145(8) -0.0033(7) -0.0001(7) -0.0003(6) C45 0.0168(8) 0.0159(10) 0.0139(9) 0.0007(7) -0.0034(7) 0.0007(7) C46 0.0159(8) 0.0137(9) 0.0116(8) 0.0020(7) 0.0009(6) -0.0006(6) C47 0.0147(8) 0.0190(11) 0.0229(11) -0.0024(9) -0.0014(8) -0.0012(7) N2 0.0144(7) 0.0196(9) 0.0151(8) -0.0030(7) 0.0022(6) 0.0028(6) C51 0.0221(10) 0.0330(15) 0.0216(11) -0.0130(10) 0.0058(9) 0.0002(9) C52 0.0149(8) 0.0242(13) 0.0209(10) -0.0020(9) 0.0043(8) 0.0038(7) N3 0.0125(7) 0.0139(8) 0.0139(8) 0.0010(6) 0.0015(6) -0.0013(6) C53 0.0185(9) 0.0179(10) 0.0244(11) 0.0061(9) -0.0003(8) -0.0054(7) C54 0.0175(9) 0.0295(13) 0.0159(10) 0.0038(9) -0.0041(8) -0.0059(8) N4 0.0147(7) 0.0184(9) 0.0091(7) 0.0022(6) 0.0008(6) 0.0003(6) C55 0.0161(8) 0.0209(10) 0.0186(9) 0.0053(8) -0.0021(8) 0.0025(7) C56 0.0269(11) 0.0359(14) 0.0138(9) 0.0106(9) 0.0042(9) 0.0035(9) 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' 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 112.57(8) . . ? N3 Ta1 O1 130.78(7) . . ? N4 Ta1 O1 116.32(7) . . ? N3 Ta1 N2 93.03(8) . . ? N4 Ta1 N2 95.72(7) . . ? O1 Ta1 N2 87.69(7) . . ? N3 Ta1 N1 91.92(6) . . ? N4 Ta1 N1 101.48(6) . . ? O1 Ta1 N1 73.47(6) . . ? N2 Ta1 N1 158.68(7) . . ? C1 O1 Ta1 123.17(13) . . ? O1 C1 C21 113.0(6) . . ? O1 C1 C11 108.55(15) . . ? C21 C1 C11 105.5(11) . . ? O1 C1 C2 105.07(15) . . ? C21 C1 C2 111.2(12) . . ? C11 C1 C2 113.76(17) . . ? O1 C1 C21A 104.1(8) . . ? C11 C1 C21A 109.9(16) . . ? C2 C1 C21A 114.7(17) . . ? C22 C21 C26 118.8(8) . . ? C22 C21 C1 120.0(9) . . ? C26 C21 C1 121.2(8) . . ? C21 C22 C23 120.9(8) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C24 C23 C22 120.3(7) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 119.7(7) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 120.4(7) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C21 C26 C25 120.0(7) . . ? C21 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C22A C21A C26A 118.7(11) . . ? C22A C21A C1 124.1(12) . . ? C26A C21A C1 117.2(11) . . ? C21A C22A C23A 120.6(11) . . ? C21A C22A H22A 119.7 . . ? C23A C22A H22A 119.7 . . ? C24A C23A C22A 119.9(10) . . ? C24A C23A H23A 120.1 . . ? C22A C23A H23A 120.1 . . ? C25A C24A C23A 119.0(11) . . ? C25A C24A H24A 120.5 . . ? C23A C24A H24A 120.5 . . ? C24A C25A C26A 122.8(10) . . ? C24A C25A H25A 118.6 . . ? C26A C25A H25A 118.6 . . ? C25A C26A C21A 119.0(10) . . ? C25A C26A H26A 120.5 . . ? C21A C26A H26A 120.5 . . ? C12 C11 C16 118.50(18) . . ? C12 C11 C1 124.02(19) . . ? C16 C11 C1 117.36(18) . . ? C13 C12 C11 120.6(2) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 120.3(2) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C15 C14 C13 119.6(2) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C16 C15 C14 119.8(2) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C11 121.1(2) . . ? C15 C16 H16 119.4 . . ? C11 C16 H16 119.4 . . ? N1 C2 C1 102.93(14) . . ? N1 C2 C3 112.33(15) . . ? C1 C2 C3 112.47(17) . . ? N1 C2 H2 109.6 . . ? C1 C2 H2 109.6 . . ? C3 C2 H2 109.6 . . ? C31 C3 C2 115.60(16) . . ? C31 C3 H3A 108.4 . . ? C2 C3 H3A 108.4 . . ? C31 C3 H3B 108.4 . . ? C2 C3 H3B 108.4 . . ? H3A C3 H3B 107.4 . . ? C32 C31 C36 117.96(19) . . ? C32 C31 C3 121.81(19) . . ? C36 C31 C3 120.20(19) . . ? C31 C32 C33 120.8(2) . . ? C31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C34 C33 C32 120.3(2) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 119.6(2) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.2 . . ? C34 C35 C36 119.7(2) . . ? C34 C35 H35 120.1 . . ? C36 C35 H35 120.1 . . ? C35 C36 C31 121.5(2) . . ? C35 C36 H36 119.3 . . ? C31 C36 H36 119.3 . . ? C2 N1 S1 118.45(12) . . ? C2 N1 Ta1 115.21(11) . . ? S1 N1 Ta1 124.47(9) . . ? O3 S1 O2 118.07(10) . . ? O3 S1 N1 107.24(9) . . ? O2 S1 N1 112.04(9) . . ? O3 S1 C41 106.90(9) . . ? O2 S1 C41 105.44(9) . . ? N1 S1 C41 106.45(9) . . ? C46 C41 C42 120.13(18) . . ? C46 C41 S1 119.69(15) . . ? C42 C41 S1 120.18(15) . . ? C41 C42 C43 119.91(18) . . ? C41 C42 H42 120.0 . . ? C43 C42 H42 120.0 . . ? C42 C43 C44 120.51(18) . . ? C42 C43 H43 119.7 . . ? C44 C43 H43 119.7 . . ? C45 C44 C43 118.57(17) . . ? C45 C44 C47 120.64(19) . . ? C43 C44 C47 120.79(19) . . ? C44 C45 C46 121.41(19) . . ? C44 C45 H45 119.3 . . ? C46 C45 H45 119.3 . . ? C41 C46 C45 119.35(18) . . ? C41 C46 H46 120.3 . . ? C45 C46 H46 120.3 . . ? C44 C47 H47A 109.5 . . ? C44 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C44 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C52 N2 C51 110.62(18) . . ? C52 N2 Ta1 130.21(16) . . ? C51 N2 Ta1 118.23(14) . . ? 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 . . ? C53 N3 C54 112.21(18) . . ? C53 N3 Ta1 124.18(14) . . ? C54 N3 Ta1 123.29(15) . . ? 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 110.33(17) . . ? C56 N4 Ta1 125.08(13) . . ? C55 N4 Ta1 124.46(14) . . ? 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 1.9452(18) . ? Ta1 N4 1.9558(17) . ? Ta1 O1 1.9649(15) . ? Ta1 N2 1.9859(17) . ? Ta1 N1 2.1952(15) . ? O1 C1 1.423(2) . ? C1 C21 1.525(9) . ? C1 C11 1.543(3) . ? C1 C2 1.544(3) . ? C1 C21A 1.544(12) . ? C21 C22 1.371(10) . ? C21 C26 1.398(10) . ? C22 C23 1.388(10) . ? C22 H22 0.9500 . ? C23 C24 1.383(9) . ? C23 H23 0.9500 . ? C24 C25 1.363(8) . ? C24 H24 0.9500 . ? C25 C26 1.399(9) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C21A C22A 1.375(13) . ? C21A C26A 1.401(13) . ? C22A C23A 1.410(13) . ? C22A H22A 0.9500 . ? C23A C24A 1.369(11) . ? C23A H23A 0.9500 . ? C24A C25A 1.357(11) . ? C24A H24A 0.9500 . ? C25A C26A 1.377(13) . ? C25A H25A 0.9500 . ? C26A H26A 0.9500 . ? C11 C12 1.389(3) . ? C11 C16 1.395(3) . ? C12 C13 1.386(3) . ? C12 H12 0.9500 . ? C13 C14 1.388(3) . ? C13 H13 0.9500 . ? C14 C15 1.387(3) . ? C14 H14 0.9500 . ? C15 C16 1.384(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C2 N1 1.478(2) . ? C2 C3 1.544(3) . ? C2 H2 1.0000 . ? C3 C31 1.510(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C31 C32 1.392(3) . ? C31 C36 1.395(3) . ? C32 C33 1.395(3) . ? C32 H32 0.9500 . ? C33 C34 1.382(3) . ? C33 H33 0.9500 . ? C34 C35 1.388(4) . ? C34 H34 0.9500 . ? C35 C36 1.390(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? N1 S1 1.6023(16) . ? S1 O3 1.4415(16) . ? S1 O2 1.4502(15) . ? S1 C41 1.7746(19) . ? C41 C46 1.384(3) . ? C41 C42 1.388(3) . ? C42 C43 1.391(3) . ? C42 H42 0.9500 . ? C43 C44 1.393(3) . ? C43 H43 0.9500 . ? C44 C45 1.386(3) . ? C44 C47 1.505(3) . ? C45 C46 1.390(3) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? N2 C52 1.461(2) . ? N2 C51 1.463(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 C53 1.455(3) . ? N3 C54 1.461(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 1.460(3) . ? N4 C55 1.466(3) . ? 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 164.7(14) . . . . ? Ta1 O1 C1 C11 -78.71(18) . . . . ? Ta1 O1 C1 C2 43.33(19) . . . . ? Ta1 O1 C1 C21A 164.3(18) . . . . ? O1 C1 C21 C22 -6(3) . . . . ? C11 C1 C21 C22 -124(2) . . . . ? C2 C1 C21 C22 112(2) . . . . ? O1 C1 C21 C26 175(2) . . . . ? C11 C1 C21 C26 56(3) . . . . ? C2 C1 C21 C26 -67(3) . . . . ? C26 C21 C22 C23 0(4) . . . . ? C1 C21 C22 C23 -179.3(19) . . . . ? C21 C22 C23 C24 1(3) . . . . ? C22 C23 C24 C25 -1(2) . . . . ? C23 C24 C25 C26 0(2) . . . . ? C22 C21 C26 C25 -1(4) . . . . ? C1 C21 C26 C25 178.6(19) . . . . ? C24 C25 C26 C21 1(3) . . . . ? O1 C1 C21A C22A -6(4) . . . . ? C11 C1 C21A C22A -122(3) . . . . ? C2 C1 C21A C22A 109(4) . . . . ? O1 C1 C21A C26A 174(3) . . . . ? C11 C1 C21A C26A 58(4) . . . . ? C2 C1 C21A C26A -72(4) . . . . ? C26A C21A C22A C23A 3(5) . . . . ? C1 C21A C22A C23A -177(3) . . . . ? C21A C22A C23A C24A -2(4) . . . . ? C22A C23A C24A C25A 0(3) . . . . ? C23A C24A C25A C26A 1(3) . . . . ? C24A C25A C26A C21A 0(4) . . . . ? C22A C21A C26A C25A -2(5) . . . . ? C1 C21A C26A C25A 178(2) . . . . ? O1 C1 C11 C12 141.4(2) . . . . ? C21 C1 C11 C12 -97.3(9) . . . . ? C2 C1 C11 C12 24.8(3) . . . . ? C21A C1 C11 C12 -105.4(12) . . . . ? O1 C1 C11 C16 -42.7(2) . . . . ? C21 C1 C11 C16 78.6(9) . . . . ? C2 C1 C11 C16 -159.28(18) . . . . ? C21A C1 C11 C16 70.5(12) . . . . ? C16 C11 C12 C13 0.8(3) . . . . ? C1 C11 C12 C13 176.7(2) . . . . ? C11 C12 C13 C14 -0.6(4) . . . . ? C12 C13 C14 C15 0.0(4) . . . . ? C13 C14 C15 C16 0.3(4) . . . . ? C14 C15 C16 C11 -0.1(4) . . . . ? C12 C11 C16 C15 -0.5(3) . . . . ? C1 C11 C16 C15 -176.7(2) . . . . ? O1 C1 C2 N1 -45.48(18) . . . . ? C21 C1 C2 N1 -168.0(8) . . . . ? C11 C1 C2 N1 73.10(18) . . . . ? C21A C1 C2 N1 -159.2(10) . . . . ? O1 C1 C2 C3 75.64(19) . . . . ? C21 C1 C2 C3 -46.9(8) . . . . ? C11 C1 C2 C3 -165.78(16) . . . . ? C21A C1 C2 C3 -38.1(10) . . . . ? N1 C2 C3 C31 -155.44(17) . . . . ? C1 C2 C3 C31 89.0(2) . . . . ? C2 C3 C31 C32 -126.6(2) . . . . ? C2 C3 C31 C36 55.4(3) . . . . ? C36 C31 C32 C33 -0.1(3) . . . . ? C3 C31 C32 C33 -178.10(19) . . . . ? C31 C32 C33 C34 -0.2(3) . . . . ? C32 C33 C34 C35 0.3(3) . . . . ? C33 C34 C35 C36 -0.1(4) . . . . ? C34 C35 C36 C31 -0.1(4) . . . . ? C32 C31 C36 C35 0.2(3) . . . . ? C3 C31 C36 C35 178.3(2) . . . . ? C1 C2 N1 S1 -159.46(12) . . . . ? C3 C2 N1 S1 79.32(18) . . . . ? C1 C2 N1 Ta1 35.40(16) . . . . ? C3 C2 N1 Ta1 -85.82(16) . . . . ? C2 N1 S1 O3 -176.94(13) . . . . ? Ta1 N1 S1 O3 -13.29(13) . . . . ? C2 N1 S1 O2 -45.85(15) . . . . ? Ta1 N1 S1 O2 117.79(11) . . . . ? C2 N1 S1 C41 68.92(15) . . . . ? Ta1 N1 S1 C41 -127.43(10) . . . . ? O3 S1 C41 C46 -19.1(2) . . . . ? O2 S1 C41 C46 -145.59(17) . . . . ? N1 S1 C41 C46 95.23(18) . . . . ? O3 S1 C41 C42 161.40(16) . . . . ? O2 S1 C41 C42 34.95(19) . . . . ? N1 S1 C41 C42 -84.22(18) . . . . ? C46 C41 C42 C43 -3.5(3) . . . . ? S1 C41 C42 C43 175.93(16) . . . . ? C41 C42 C43 C44 1.8(3) . . . . ? C42 C43 C44 C45 1.6(3) . . . . ? C42 C43 C44 C47 -178.9(2) . . . . ? C43 C44 C45 C46 -3.2(3) . . . . ? C47 C44 C45 C46 177.2(2) . . . . ? C42 C41 C46 C45 1.9(3) . . . . ? S1 C41 C46 C45 -177.57(17) . . . . ? C44 C45 C46 C41 1.5(3) . . . . ?