#------------------------------------------------------------------------------ #$Date: 2023-11-15 01:36:00 +0200 (Wed, 15 Nov 2023) $ #$Revision: 287595 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247711.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_7247711 loop_ _publ_author_name 'Madhesiya, Avinash' 'Dash, Sibananda G.' 'Gupta, Princi' 'Akhir, Abdul' 'Saxena, Deepanshi' 'Maitra, Rahul' 'Chopra, Sidharth' 'Thakur, Tejender S.' _publ_section_title ; Development of New Multi-component Crystals of the Antifungal Drug Tioconazole and the Assessment of their Biopharmaceutical Attributes ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE00948C _journal_year 2023 _chemical_formula_moiety '2(C16 H14 N2 O S Cl3),2(C4 H3 O4), H2 O' _chemical_formula_sum 'C40 H36 Cl6 N4 O11 S2' _chemical_formula_weight 1025.55 _chemical_name_common 'Tioconazole-fumerate salt hemihydrate' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-07-31 deposited with the CCDC. 2023-11-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.468(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.8551(5) _cell_length_b 46.374(2) _cell_length_c 12.4658(5) _cell_measurement_reflns_used 9230 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 30.3370 _cell_measurement_theta_min 2.6400 _cell_volume 4540.8(4) _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_molecular_graphics 'Ortep for Windows (Farrugia, 2012)' _computing_publication_material 'WinGX publication routines (Farrugia, 2012)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-2013/1(Sheldrick, 2008)' _diffrn_ambient_temperature 293(2) _diffrn_detector CCD _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.882 _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (4x4 bin mode) ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_measurement_specimen_support Loop _diffrn_radiation_monochromator Confocal _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1486 _diffrn_reflns_av_unetI/netI 0.1354 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.882 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 67 _diffrn_reflns_limit_k_min -49 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 48432 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.882 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 31.498 _diffrn_reflns_theta_min 1.757 _diffrn_source MicroMax003_Mo _exptl_absorpt_coefficient_mu 0.533 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.16908 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 2104 _exptl_crystal_size_max 0.290 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.050 _refine_diff_density_max 0.385 _refine_diff_density_min -0.418 _refine_diff_density_rms 0.085 _refine_ls_extinction_coef 0.0049(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 590 _refine_ls_number_reflns 13357 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.2218 _refine_ls_R_factor_gt 0.1029 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1126P)^2^+2.7069P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2385 _refine_ls_wR_factor_ref 0.3075 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5446 _reflns_number_total 13357 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00948c2.cif _cod_data_source_block TCZ-FUMH2 _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7247711 _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 0.861 _shelx_estimated_absorpt_t_max 0.974 _shelx_res_file ; TITL SD20181024j_Mo in P2(1)/n shelx.res created by SHELXL-2018/3 at 18:36:15 on 28-Jul-2022 CELL 0.71073 7.8551 46.3740 12.4658 90.000 90.468 90.000 ZERR 4.00 0.0005 0.0024 0.0005 0.000 0.004 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H N O S CL UNIT 160 144 16 44 8 24 MERG 2 OMIT 0 2 1 OMIT 0 1 1 DFIX 0.850 0.020 O11 H11A DFIX 0.850 0.020 O11 H11B FMAP 2 PLAN 5 ACTA SIZE 0.05 0.18 0.29 TEMP 20 BOND $H L.S. 10 WGHT 0.112600 2.706900 EXTI 0.004877 FVAR 0.89919 C1 1 0.839254 0.094512 0.660063 11.00000 0.04360 0.05473 = 0.03877 -0.00022 0.00259 -0.00045 C2 1 0.760614 0.096719 0.761272 11.00000 0.04007 0.05635 = 0.04685 0.00194 0.00152 -0.00237 C3 1 0.769905 0.074355 0.834901 11.00000 0.05297 0.06481 = 0.04494 0.00018 -0.00008 -0.00322 AFIX 43 H3 2 0.716828 0.075904 0.901066 11.00000 -1.20000 AFIX 0 C4 1 0.858269 0.049998 0.808740 11.00000 0.06602 0.06731 = 0.03737 0.00478 0.00082 -0.00435 C5 1 0.938771 0.046898 0.710152 11.00000 0.05460 0.06098 = 0.05173 0.00234 0.00417 0.01137 AFIX 43 H5 2 0.997735 0.030140 0.693167 11.00000 -1.20000 AFIX 0 C6 1 0.928038 0.069375 0.639188 11.00000 0.03823 0.06357 = 0.04887 0.00029 0.00134 0.00348 AFIX 43 H6 2 0.983118 0.067668 0.573738 11.00000 -1.20000 AFIX 0 C7 1 0.819906 0.118707 0.577965 11.00000 0.04623 0.05239 = 0.03758 -0.00433 0.00673 0.00029 AFIX 13 H7 2 0.701245 0.125232 0.576512 11.00000 -1.20000 AFIX 0 C8 1 0.935154 0.144250 0.599522 11.00000 0.05410 0.05409 = 0.03960 0.00228 -0.00117 -0.00232 AFIX 23 H8A 2 0.928815 0.149466 0.674738 11.00000 -1.20000 H8B 2 1.051912 0.138933 0.584279 11.00000 -1.20000 AFIX 0 C9 1 0.908894 0.171617 0.427752 11.00000 0.08582 0.06238 = 0.04348 0.00263 0.01662 -0.00438 AFIX 43 H9 2 0.967471 0.158627 0.384827 11.00000 -1.20000 AFIX 0 C10 1 0.758384 0.208246 0.477620 11.00000 0.07075 0.05602 = 0.06127 -0.00013 0.00603 0.00656 AFIX 43 H10 2 0.695256 0.225200 0.475011 11.00000 -1.20000 AFIX 0 C11 1 0.790025 0.192086 0.566026 11.00000 0.07154 0.06320 = 0.04806 -0.00396 0.00902 0.00646 AFIX 43 H11 2 0.753164 0.195894 0.635303 11.00000 -1.20000 AFIX 0 C12 1 0.730504 0.093448 0.419693 11.00000 0.04157 0.06736 = 0.04829 -0.01012 0.00183 -0.00619 AFIX 23 H12A 2 0.637248 0.106581 0.404551 11.00000 -1.20000 H12B 2 0.688505 0.078234 0.465861 11.00000 -1.20000 AFIX 0 C13 1 0.827597 0.052715 0.300254 11.00000 0.04470 0.06401 = 0.06051 -0.00301 0.00231 -0.00848 C14 1 0.793725 0.080749 0.317337 11.00000 0.03279 0.05733 = 0.04649 -0.00291 -0.00531 -0.00602 C15 1 0.821804 0.097031 0.222085 11.00000 0.03406 0.06837 = 0.05973 0.00459 -0.01055 -0.00369 AFIX 43 H15 2 0.806099 0.116870 0.217450 11.00000 -1.20000 AFIX 0 C16 1 0.873573 0.080550 0.139495 11.00000 0.05664 0.11944 = 0.03877 0.00693 0.00075 -0.01292 AFIX 43 H16 2 0.897504 0.087811 0.071732 11.00000 -1.20000 AFIX 0 C17 1 0.335256 0.095261 0.078091 11.00000 0.03335 0.05530 = 0.04159 -0.00247 -0.00329 -0.00391 C18 1 0.257990 0.097281 -0.024152 11.00000 0.04140 0.04767 = 0.03797 0.00007 -0.00315 0.00022 C19 1 0.269704 0.075415 -0.098463 11.00000 0.05517 0.05447 = 0.04064 -0.00499 -0.00679 -0.00220 AFIX 43 H19 2 0.216858 0.077190 -0.165168 11.00000 -1.20000 AFIX 0 C20 1 0.359719 0.051075 -0.073294 11.00000 0.05240 0.06110 = 0.05032 -0.00969 0.00571 -0.00627 C21 1 0.437632 0.047836 0.026231 11.00000 0.05567 0.06209 = 0.04600 -0.00342 0.00320 0.00247 AFIX 43 H21 2 0.496343 0.031025 0.043452 11.00000 -1.20000 AFIX 0 C22 1 0.425999 0.070161 0.099181 11.00000 0.04085 0.06182 = 0.04396 0.00137 -0.00188 0.00337 AFIX 43 H22 2 0.481185 0.068307 0.165108 11.00000 -1.20000 AFIX 0 C23 1 0.315917 0.119057 0.161446 11.00000 0.03234 0.05605 = 0.04175 0.00261 -0.00282 0.00037 AFIX 13 H23 2 0.197501 0.125698 0.162449 11.00000 -1.20000 AFIX 0 C24 1 0.433428 0.144460 0.139826 11.00000 0.05350 0.05125 = 0.04129 -0.00067 0.00493 -0.00161 AFIX 23 H24A 2 0.550149 0.139036 0.155868 11.00000 -1.20000 H24B 2 0.426303 0.149745 0.064635 11.00000 -1.20000 AFIX 0 C25 1 0.403771 0.171206 0.312086 11.00000 0.08130 0.06632 = 0.03974 -0.00635 -0.01089 -0.00052 AFIX 43 H25 2 0.460828 0.157845 0.354841 11.00000 -1.20000 AFIX 0 C26 1 0.260234 0.208674 0.262030 11.00000 0.08157 0.07152 = 0.05270 -0.00745 -0.00273 0.01284 AFIX 43 H26 2 0.200980 0.226029 0.263531 11.00000 -1.20000 AFIX 0 C27 1 0.292400 0.192576 0.174414 11.00000 0.07759 0.06448 = 0.04374 0.00162 -0.00162 0.01894 AFIX 43 H27 2 0.257812 0.196706 0.104560 11.00000 -1.20000 AFIX 0 C28 1 0.229944 0.092750 0.317430 11.00000 0.03509 0.07017 = 0.04356 0.00466 0.00278 -0.00342 AFIX 23 H28A 2 0.185533 0.078186 0.268866 11.00000 -1.20000 H28B 2 0.137864 0.105798 0.335191 11.00000 -1.20000 AFIX 0 C29 1 0.328948 0.050457 0.429495 11.00000 0.04754 0.05668 = 0.05467 0.00306 0.00408 -0.01007 C30 1 0.295917 0.078682 0.417276 11.00000 0.03176 0.06616 = 0.04015 0.00008 0.00003 -0.00438 C31 1 0.327504 0.094053 0.515808 11.00000 0.04255 0.07210 = 0.05784 -0.00792 0.01393 -0.00310 AFIX 43 H31 2 0.312049 0.113810 0.524022 11.00000 -1.20000 AFIX 0 C32 1 0.382440 0.076285 0.595125 11.00000 0.04692 0.11594 = 0.04208 0.00356 0.00225 -0.02313 AFIX 43 H32 2 0.409706 0.082582 0.663982 11.00000 -1.20000 AFIX 0 C33 1 0.356175 0.185546 0.603303 11.00000 0.07712 0.05940 = 0.04546 -0.00711 -0.00587 -0.00546 C34 1 0.382511 0.188770 0.721883 11.00000 0.06629 0.06216 = 0.04346 -0.00282 0.00515 0.00061 AFIX 43 H34 2 0.358001 0.173094 0.765644 11.00000 -1.20000 AFIX 0 C35 1 0.438717 0.212703 0.767649 11.00000 0.06071 0.06767 = 0.03938 0.00136 -0.00189 -0.00199 AFIX 43 H35 2 0.457523 0.228928 0.725529 11.00000 -1.20000 AFIX 0 C36 1 0.472028 0.214199 0.883450 11.00000 0.06145 0.05612 = 0.04099 -0.00127 -0.00102 0.00384 C37 1 0.360207 0.313570 0.637292 11.00000 0.07613 0.05833 = 0.04879 -0.01092 0.00656 -0.00052 C38 1 0.383804 0.310311 0.519154 11.00000 0.07549 0.05116 = 0.04360 -0.00210 0.00380 0.00269 AFIX 43 H38 2 0.357265 0.325977 0.475547 11.00000 -1.20000 AFIX 0 C39 1 0.439515 0.286785 0.473063 11.00000 0.06797 0.06217 = 0.03654 0.00000 0.00292 0.00266 AFIX 43 H39 2 0.458856 0.270521 0.515072 11.00000 -1.20000 AFIX 0 C40 1 0.472869 0.285157 0.356218 11.00000 0.07434 0.05737 = 0.03751 -0.00035 -0.00164 -0.00082 N1 3 0.887128 0.168935 0.534006 11.00000 0.05071 0.05312 = 0.03936 0.00255 0.00407 -0.00233 N2 3 0.835328 0.195243 0.393693 11.00000 0.07914 0.06278 = 0.04494 0.00597 0.00574 -0.00278 N3 3 0.384641 0.169174 0.206484 11.00000 0.05277 0.05424 = 0.03427 -0.00536 0.00216 -0.00231 N4 3 0.330409 0.194847 0.347712 11.00000 0.07810 0.06765 = 0.04366 -0.01142 0.00103 -0.00119 O1 4 0.865850 0.108657 0.473007 11.00000 0.03964 0.06461 = 0.03837 -0.00390 0.00376 -0.00584 O2 4 0.363753 0.108428 0.266171 11.00000 0.03954 0.06499 = 0.03244 0.00323 0.00224 -0.00408 O3 4 0.371285 0.161412 0.564253 11.00000 0.14435 0.05682 = 0.06411 -0.01586 -0.01082 0.00349 O4 4 0.323406 0.208443 0.550860 11.00000 0.09381 0.07181 = 0.04052 -0.00476 -0.00440 0.01707 O5 4 0.454600 0.194832 0.945738 11.00000 0.14220 0.08304 = 0.04487 0.01205 0.00311 -0.03236 O6 4 0.528593 0.239906 0.913078 11.00000 0.09321 0.07454 = 0.04096 -0.00545 -0.01465 -0.00373 AFIX 147 H6O 2 0.567293 0.238978 0.974273 11.00000 -1.50000 AFIX 0 O7 4 0.378846 0.337243 0.676831 11.00000 0.17300 0.06199 = 0.06802 -0.02085 0.01924 -0.00571 O8 4 0.328026 0.290498 0.690280 11.00000 0.10390 0.06683 = 0.04271 -0.00954 0.01273 -0.01124 O9 4 0.450936 0.304980 0.296620 11.00000 0.14762 0.08650 = 0.04461 0.01059 0.00388 0.03641 O10 4 0.529971 0.259593 0.326837 11.00000 0.10788 0.06387 = 0.04279 -0.00417 0.01525 0.00559 O11 4 0.114385 0.249738 0.620063 11.00000 0.06446 0.06442 = 0.04243 0.00412 0.00666 0.00218 S1 5 0.890496 0.045076 0.172318 11.00000 0.07003 0.08801 = 0.06061 -0.02516 0.00730 -0.00510 S2 5 0.396281 0.041397 0.555777 11.00000 0.07378 0.08400 = 0.06127 0.02499 -0.00118 -0.00504 CL1 6 0.646001 0.127230 0.796407 11.00000 0.08441 0.07154 = 0.05966 -0.00072 0.02340 0.01913 CL2 6 0.868364 0.021762 0.900270 11.00000 0.10468 0.07834 = 0.06250 0.02289 0.00721 0.01544 CL3 6 0.814384 0.025184 0.392360 11.00000 0.11003 0.06336 = 0.09228 0.01256 0.02173 -0.00502 CL4 6 0.143119 0.127856 -0.059193 11.00000 0.08328 0.07025 = 0.05509 0.00004 -0.01449 0.01608 CL5 6 0.374275 0.023419 -0.166338 11.00000 0.10345 0.06964 = 0.05864 -0.01983 -0.00551 0.00667 CL6 6 0.309660 0.023869 0.334382 11.00000 0.10500 0.06680 = 0.08942 -0.01683 -0.00454 -0.00512 H2N 2 0.815420 0.203422 0.307193 11.00000 0.12949 H4N 2 0.328321 0.203836 0.429494 11.00000 0.17000 H10O 2 0.541472 0.260499 0.259732 11.00000 0.14441 H11A 2 0.188353 0.237135 0.604738 11.00000 0.10425 H11B 2 0.199391 0.261317 0.626481 11.00000 0.13032 HKLF 4 REM SD20181024j_Mo in P2(1)/n REM wR2 = 0.3075, GooF = S = 1.034, Restrained GooF = 1.034 for all data REM R1 = 0.1029 for 5446 Fo > 4sig(Fo) and 0.2218 for all 13357 data REM 590 parameters refined using 2 restraints END WGHT 0.1126 2.7069 REM Highest difference peak 0.385, deepest hole -0.418, 1-sigma level 0.085 Q1 1 0.7847 0.0183 0.1831 11.00000 0.05 0.39 Q2 1 0.8352 0.0498 0.8421 11.00000 0.05 0.36 Q3 1 0.2749 0.0379 0.6447 11.00000 0.05 0.36 Q4 1 0.9052 0.0507 0.3730 11.00000 0.05 0.35 Q5 1 0.9031 0.0456 0.9369 11.00000 0.05 0.35 ; _shelx_res_checksum 25713 loop_ _space_group_symop_operation_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' 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 C1 C 0.8393(6) 0.09451(11) 0.6601(3) 0.0457(12) Uani 1 1 d . . . . . C2 C 0.7606(6) 0.09672(12) 0.7613(4) 0.0477(12) Uani 1 1 d . . . . . C3 C 0.7699(7) 0.07435(12) 0.8349(4) 0.0542(13) Uani 1 1 d . . . . . H3 H 0.716828 0.075904 0.901066 0.065 Uiso 1 1 calc R U . . . C4 C 0.8583(7) 0.05000(13) 0.8087(4) 0.0569(14) Uani 1 1 d . . . . . C5 C 0.9388(7) 0.04690(12) 0.7102(4) 0.0558(14) Uani 1 1 d . . . . . H5 H 0.997735 0.030140 0.693167 0.067 Uiso 1 1 calc R U . . . C6 C 0.9280(6) 0.06938(12) 0.6392(4) 0.0502(13) Uani 1 1 d . . . . . H6 H 0.983118 0.067668 0.573738 0.060 Uiso 1 1 calc R U . . . C7 C 0.8199(6) 0.11871(11) 0.5780(3) 0.0454(11) Uani 1 1 d . . . . . H7 H 0.701245 0.125232 0.576512 0.054 Uiso 1 1 calc R U . . . C8 C 0.9352(7) 0.14425(11) 0.5995(3) 0.0493(12) Uani 1 1 d . . . . . H8A H 0.928815 0.149466 0.674738 0.059 Uiso 1 1 calc R U . . . H8B H 1.051912 0.138933 0.584279 0.059 Uiso 1 1 calc R U . . . C9 C 0.9089(8) 0.17162(14) 0.4278(4) 0.0638(16) Uani 1 1 d . . . . . H9 H 0.967471 0.158627 0.384827 0.077 Uiso 1 1 calc R U . . . C10 C 0.7584(7) 0.20825(13) 0.4776(4) 0.0626(15) Uani 1 1 d . . . . . H10 H 0.695256 0.225200 0.475011 0.075 Uiso 1 1 calc R U . . . C11 C 0.7900(7) 0.19209(13) 0.5660(4) 0.0609(15) Uani 1 1 d . . . . . H11 H 0.753164 0.195894 0.635303 0.073 Uiso 1 1 calc R U . . . C12 C 0.7305(6) 0.09345(12) 0.4197(4) 0.0524(13) Uani 1 1 d . . . . . H12A H 0.637248 0.106581 0.404551 0.063 Uiso 1 1 calc R U . . . H12B H 0.688505 0.078234 0.465861 0.063 Uiso 1 1 calc R U . . . C13 C 0.8276(7) 0.05272(13) 0.3003(4) 0.0564(14) Uani 1 1 d . . . . . C14 C 0.7937(6) 0.08075(12) 0.3173(4) 0.0456(12) Uani 1 1 d . . . . . C15 C 0.8218(6) 0.09703(13) 0.2221(4) 0.0541(13) Uani 1 1 d . . . . . H15 H 0.806099 0.116870 0.217450 0.065 Uiso 1 1 calc R U . . . C16 C 0.8736(7) 0.08055(16) 0.1395(4) 0.0716(19) Uani 1 1 d . . . . . H16 H 0.897504 0.087811 0.071732 0.086 Uiso 1 1 calc R U . . . C17 C 0.3353(6) 0.09526(11) 0.0781(3) 0.0434(11) Uani 1 1 d . . . . . C18 C 0.2580(6) 0.09728(11) -0.0242(3) 0.0424(11) Uani 1 1 d . . . . . C19 C 0.2697(7) 0.07542(12) -0.0985(4) 0.0501(13) Uani 1 1 d . . . . . H19 H 0.216858 0.077190 -0.165168 0.060 Uiso 1 1 calc R U . . . C20 C 0.3597(7) 0.05107(13) -0.0733(4) 0.0546(13) Uani 1 1 d . . . . . C21 C 0.4376(7) 0.04784(12) 0.0262(4) 0.0546(13) Uani 1 1 d . . . . . H21 H 0.496343 0.031025 0.043452 0.065 Uiso 1 1 calc R U . . . C22 C 0.4260(6) 0.07016(12) 0.0992(4) 0.0489(12) Uani 1 1 d . . . . . H22 H 0.481185 0.068307 0.165108 0.059 Uiso 1 1 calc R U . . . C23 C 0.3159(6) 0.11906(11) 0.1614(3) 0.0434(11) Uani 1 1 d . . . . . H23 H 0.197501 0.125698 0.162449 0.052 Uiso 1 1 calc R U . . . C24 C 0.4334(7) 0.14446(11) 0.1398(3) 0.0487(12) Uani 1 1 d . . . . . H24A H 0.550149 0.139036 0.155868 0.058 Uiso 1 1 calc R U . . . H24B H 0.426303 0.149745 0.064635 0.058 Uiso 1 1 calc R U . . . C25 C 0.4038(8) 0.17121(13) 0.3121(4) 0.0625(15) Uani 1 1 d . . . . . H25 H 0.460828 0.157845 0.354841 0.075 Uiso 1 1 calc R U . . . C26 C 0.2602(8) 0.20867(14) 0.2620(4) 0.0686(17) Uani 1 1 d . . . . . H26 H 0.200980 0.226029 0.263531 0.082 Uiso 1 1 calc R U . . . C27 C 0.2924(8) 0.19258(13) 0.1744(4) 0.0619(15) Uani 1 1 d . . . . . H27 H 0.257812 0.196706 0.104560 0.074 Uiso 1 1 calc R U . . . C28 C 0.2299(6) 0.09275(12) 0.3174(3) 0.0496(13) Uani 1 1 d . . . . . H28A H 0.185533 0.078186 0.268866 0.060 Uiso 1 1 calc R U . . . H28B H 0.137864 0.105798 0.335191 0.060 Uiso 1 1 calc R U . . . C29 C 0.3289(7) 0.05046(12) 0.4295(4) 0.0529(13) Uani 1 1 d . . . . . C30 C 0.2959(6) 0.07868(12) 0.4173(3) 0.0460(12) Uani 1 1 d . . . . . C31 C 0.3275(6) 0.09405(14) 0.5158(4) 0.0574(14) Uani 1 1 d . . . . . H31 H 0.312049 0.113810 0.524022 0.069 Uiso 1 1 calc R U . . . C32 C 0.3824(7) 0.07629(15) 0.5951(4) 0.0683(18) Uani 1 1 d . . . . . H32 H 0.409706 0.082582 0.663982 0.082 Uiso 1 1 calc R U . . . C33 C 0.3562(8) 0.18555(14) 0.6033(4) 0.0607(15) Uani 1 1 d . . . . . C34 C 0.3825(7) 0.18877(13) 0.7219(4) 0.0573(14) Uani 1 1 d . . . . . H34 H 0.358001 0.173094 0.765644 0.069 Uiso 1 1 calc R U . . . C35 C 0.4387(7) 0.21270(13) 0.7676(4) 0.0559(14) Uani 1 1 d . . . . . H35 H 0.457523 0.228928 0.725529 0.067 Uiso 1 1 calc R U . . . C36 C 0.4720(7) 0.21420(13) 0.8834(4) 0.0529(13) Uani 1 1 d . . . . . C37 C 0.3602(8) 0.31357(14) 0.6373(4) 0.0611(15) Uani 1 1 d . . . . . C38 C 0.3838(7) 0.31031(12) 0.5192(4) 0.0567(14) Uani 1 1 d . . . . . H38 H 0.357265 0.325977 0.475547 0.068 Uiso 1 1 calc R U . . . C39 C 0.4395(7) 0.28679(12) 0.4731(4) 0.0555(14) Uani 1 1 d . . . . . H39 H 0.458856 0.270521 0.515072 0.067 Uiso 1 1 calc R U . . . C40 C 0.4729(7) 0.28516(13) 0.3562(4) 0.0564(14) Uani 1 1 d . . . . . N1 N 0.8871(5) 0.16894(9) 0.5340(3) 0.0477(10) Uani 1 1 d . . . . . N2 N 0.8353(6) 0.19524(11) 0.3937(3) 0.0623(13) Uani 1 1 d . . . . . N3 N 0.3846(5) 0.16917(9) 0.2065(3) 0.0471(10) Uani 1 1 d . . . . . N4 N 0.3304(6) 0.19485(11) 0.3477(3) 0.0631(13) Uani 1 1 d . . . . . O1 O 0.8659(4) 0.10866(8) 0.4730(2) 0.0475(8) Uani 1 1 d . . . . . O2 O 0.3638(4) 0.10843(7) 0.2662(2) 0.0456(8) Uani 1 1 d . . . . . O3 O 0.3713(7) 0.16141(10) 0.5643(3) 0.0885(15) Uani 1 1 d . . . . . O4 O 0.3234(5) 0.20844(9) 0.5509(3) 0.0687(11) Uani 1 1 d . . . . . O5 O 0.4546(7) 0.19483(10) 0.9457(3) 0.0900(15) Uani 1 1 d . . . . . O6 O 0.5286(6) 0.23991(9) 0.9131(3) 0.0697(12) Uani 1 1 d . . . . . H6O H 0.567293 0.238978 0.974273 0.104 Uiso 1 1 calc R U . . . O7 O 0.3788(8) 0.33724(10) 0.6768(4) 0.1009(17) Uani 1 1 d . . . . . O8 O 0.3280(6) 0.29050(9) 0.6903(3) 0.0711(12) Uani 1 1 d . . . . . O9 O 0.4509(7) 0.30498(11) 0.2966(3) 0.0929(16) Uani 1 1 d . . . . . O10 O 0.5300(6) 0.25959(9) 0.3268(3) 0.0714(12) Uani 1 1 d . . . . . O11 O 0.1144(6) 0.24974(10) 0.6201(3) 0.0571(10) Uani 1 1 d D . . . . S1 S 0.8905(2) 0.04508(4) 0.17232(12) 0.0728(5) Uani 1 1 d . . . . . S2 S 0.3963(2) 0.04140(4) 0.55578(12) 0.0730(5) Uani 1 1 d . . . . . Cl1 Cl 0.6460(2) 0.12723(3) 0.79641(11) 0.0717(5) Uani 1 1 d . . . . . Cl2 Cl 0.8684(2) 0.02176(4) 0.90027(12) 0.0818(5) Uani 1 1 d . . . . . Cl3 Cl 0.8144(3) 0.02518(4) 0.39236(14) 0.0884(6) Uani 1 1 d . . . . . Cl4 Cl 0.1431(2) 0.12786(4) -0.05919(11) 0.0696(5) Uani 1 1 d . . . . . Cl5 Cl 0.3743(2) 0.02342(4) -0.16634(11) 0.0773(5) Uani 1 1 d . . . . . Cl6 Cl 0.3097(3) 0.02387(4) 0.33438(14) 0.0871(6) Uani 1 1 d . . . . . H2N H 0.815(9) 0.2034(17) 0.307(6) 0.13(3) Uiso 1 1 d . . . . . H4N H 0.328(11) 0.204(2) 0.429(7) 0.17(4) Uiso 1 1 d . . . . . H10O H 0.541(11) 0.2605(18) 0.260(7) 0.14(3) Uiso 1 1 d . . . . . H11A H 0.188(7) 0.2371(12) 0.605(6) 0.10(3) Uiso 1 1 d D . . . . H11B H 0.199(7) 0.2613(15) 0.626(6) 0.13(4) Uiso 1 1 d 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 0.044(3) 0.055(3) 0.039(2) 0.000(2) 0.0026(19) 0.000(2) C2 0.040(3) 0.056(3) 0.047(2) 0.002(2) 0.002(2) -0.002(2) C3 0.053(3) 0.065(4) 0.045(2) 0.000(2) 0.000(2) -0.003(3) C4 0.066(4) 0.067(4) 0.037(2) 0.005(2) 0.001(2) -0.004(3) C5 0.055(3) 0.061(4) 0.052(3) 0.002(2) 0.004(2) 0.011(3) C6 0.038(3) 0.064(4) 0.049(2) 0.000(2) 0.001(2) 0.003(2) C7 0.046(3) 0.052(3) 0.038(2) -0.004(2) 0.0067(19) 0.000(2) C8 0.054(3) 0.054(3) 0.040(2) 0.002(2) -0.001(2) -0.002(3) C9 0.086(4) 0.062(4) 0.043(2) 0.003(2) 0.017(3) -0.004(3) C10 0.071(4) 0.056(4) 0.061(3) 0.000(3) 0.006(3) 0.007(3) C11 0.072(4) 0.063(4) 0.048(3) -0.004(2) 0.009(3) 0.006(3) C12 0.042(3) 0.067(4) 0.048(2) -0.010(2) 0.002(2) -0.006(3) C13 0.045(3) 0.064(4) 0.061(3) -0.003(3) 0.002(2) -0.008(3) C14 0.033(3) 0.057(4) 0.046(2) -0.003(2) -0.0053(19) -0.006(2) C15 0.034(3) 0.068(4) 0.060(3) 0.005(3) -0.011(2) -0.004(3) C16 0.057(4) 0.119(6) 0.039(2) 0.007(3) 0.001(2) -0.013(4) C17 0.033(2) 0.055(3) 0.042(2) -0.002(2) -0.0033(18) -0.004(2) C18 0.041(3) 0.048(3) 0.038(2) 0.0001(19) -0.0032(19) 0.000(2) C19 0.055(3) 0.054(3) 0.041(2) -0.005(2) -0.007(2) -0.002(3) C20 0.052(3) 0.061(4) 0.050(3) -0.010(2) 0.006(2) -0.006(3) C21 0.056(3) 0.062(4) 0.046(2) -0.003(2) 0.003(2) 0.002(3) C22 0.041(3) 0.062(4) 0.044(2) 0.001(2) -0.002(2) 0.003(2) C23 0.032(2) 0.056(3) 0.042(2) 0.003(2) -0.0028(18) 0.000(2) C24 0.053(3) 0.051(3) 0.041(2) -0.001(2) 0.005(2) -0.002(2) C25 0.081(4) 0.066(4) 0.040(2) -0.006(2) -0.011(3) -0.001(3) C26 0.082(4) 0.072(5) 0.053(3) -0.007(3) -0.003(3) 0.013(3) C27 0.078(4) 0.064(4) 0.044(2) 0.002(2) -0.002(3) 0.019(3) C28 0.035(3) 0.070(4) 0.044(2) 0.005(2) 0.0028(19) -0.003(2) C29 0.048(3) 0.057(4) 0.055(3) 0.003(2) 0.004(2) -0.010(3) C30 0.032(3) 0.066(4) 0.040(2) 0.000(2) 0.0000(18) -0.004(2) C31 0.043(3) 0.072(4) 0.058(3) -0.008(3) 0.014(2) -0.003(3) C32 0.047(3) 0.116(6) 0.042(2) 0.004(3) 0.002(2) -0.023(3) C33 0.077(4) 0.059(4) 0.045(3) -0.007(3) -0.006(3) -0.005(3) C34 0.066(4) 0.062(4) 0.043(2) -0.003(2) 0.005(2) 0.001(3) C35 0.061(3) 0.068(4) 0.039(2) 0.001(2) -0.002(2) -0.002(3) C36 0.061(3) 0.056(4) 0.041(2) -0.001(2) -0.001(2) 0.004(3) C37 0.076(4) 0.058(4) 0.049(3) -0.011(3) 0.007(3) -0.001(3) C38 0.075(4) 0.051(3) 0.044(2) -0.002(2) 0.004(2) 0.003(3) C39 0.068(4) 0.062(4) 0.037(2) 0.000(2) 0.003(2) 0.003(3) C40 0.074(4) 0.057(4) 0.038(2) 0.000(2) -0.002(2) -0.001(3) N1 0.051(3) 0.053(3) 0.0394(18) 0.0026(17) 0.0041(17) -0.002(2) N2 0.079(3) 0.063(3) 0.045(2) 0.006(2) 0.006(2) -0.003(3) N3 0.053(3) 0.054(3) 0.0343(17) -0.0054(17) 0.0022(17) -0.002(2) N4 0.078(3) 0.068(4) 0.044(2) -0.011(2) 0.001(2) -0.001(3) O1 0.0396(19) 0.065(2) 0.0384(15) -0.0039(14) 0.0038(13) -0.0058(16) O2 0.0395(18) 0.065(2) 0.0324(14) 0.0032(14) 0.0022(13) -0.0041(16) O3 0.144(5) 0.057(3) 0.064(2) -0.016(2) -0.011(3) 0.003(3) O4 0.094(3) 0.072(3) 0.0405(17) -0.0048(18) -0.0044(18) 0.017(2) O5 0.142(4) 0.083(3) 0.045(2) 0.012(2) 0.003(2) -0.032(3) O6 0.093(3) 0.075(3) 0.0410(18) -0.0055(18) -0.0146(19) -0.004(2) O7 0.173(5) 0.062(3) 0.068(3) -0.021(2) 0.019(3) -0.006(3) O8 0.104(3) 0.067(3) 0.0427(18) -0.0095(18) 0.0127(19) -0.011(2) O9 0.148(5) 0.086(4) 0.045(2) 0.011(2) 0.004(2) 0.036(3) O10 0.108(3) 0.064(3) 0.0428(19) -0.0042(18) 0.015(2) 0.006(2) O11 0.064(3) 0.064(3) 0.0424(17) 0.0041(17) 0.0067(17) 0.002(2) S1 0.0700(11) 0.0880(13) 0.0606(8) -0.0252(8) 0.0073(7) -0.0051(9) S2 0.0738(11) 0.0840(13) 0.0613(8) 0.0250(8) -0.0012(7) -0.0050(9) Cl1 0.0844(11) 0.0715(11) 0.0597(7) -0.0007(7) 0.0234(7) 0.0191(8) Cl2 0.1047(13) 0.0783(12) 0.0625(8) 0.0229(7) 0.0072(8) 0.0154(10) Cl3 0.1100(15) 0.0634(12) 0.0923(11) 0.0126(8) 0.0217(10) -0.0050(10) Cl4 0.0833(11) 0.0702(11) 0.0551(7) 0.0000(6) -0.0145(7) 0.0161(8) Cl5 0.1034(13) 0.0696(11) 0.0586(8) -0.0198(7) -0.0055(8) 0.0067(9) Cl6 0.1050(14) 0.0668(12) 0.0894(11) -0.0168(9) -0.0045(10) -0.0051(10) 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' Cl Cl 0.1484 0.1585 '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 C6 C1 C2 117.0(4) . . ? C6 C1 C7 122.7(4) . . ? C2 C1 C7 120.3(4) . . ? C3 C2 C1 121.1(5) . . ? C3 C2 Cl1 117.9(4) . . ? C1 C2 Cl1 121.1(4) . . ? C4 C3 C2 119.0(5) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 122.0(5) . . ? C3 C4 Cl2 119.1(4) . . ? C5 C4 Cl2 118.8(5) . . ? C6 C5 C4 117.7(5) . . ? C6 C5 H5 121.1 . . ? C4 C5 H5 121.1 . . ? C5 C6 C1 123.2(5) . . ? C5 C6 H6 118.4 . . ? C1 C6 H6 118.4 . . ? O1 C7 C8 105.1(4) . . ? O1 C7 C1 110.3(4) . . ? C8 C7 C1 113.6(4) . . ? O1 C7 H7 109.2 . . ? C8 C7 H7 109.2 . . ? C1 C7 H7 109.2 . . ? N1 C8 C7 111.4(4) . . ? N1 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 . . ? N1 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? N2 C9 N1 109.8(5) . . ? N2 C9 H9 125.1 . . ? N1 C9 H9 125.1 . . ? C11 C10 N2 107.6(5) . . ? C11 C10 H10 126.2 . . ? N2 C10 H10 126.2 . . ? C10 C11 N1 107.1(5) . . ? C10 C11 H11 126.5 . . ? N1 C11 H11 126.5 . . ? O1 C12 C14 109.8(4) . . ? O1 C12 H12A 109.7 . . ? C14 C12 H12A 109.7 . . ? O1 C12 H12B 109.7 . . ? C14 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C14 C13 S1 114.0(4) . . ? C14 C13 Cl3 126.8(4) . . ? S1 C13 Cl3 119.2(4) . . ? C13 C14 C15 110.4(5) . . ? C13 C14 C12 125.7(5) . . ? C15 C14 C12 123.9(5) . . ? C16 C15 C14 112.7(6) . . ? C16 C15 H15 123.7 . . ? C14 C15 H15 123.7 . . ? C15 C16 S1 112.9(4) . . ? C15 C16 H16 123.6 . . ? S1 C16 H16 123.6 . . ? C22 C17 C18 116.3(4) . . ? C22 C17 C23 122.1(4) . . ? C18 C17 C23 121.6(4) . . ? C19 C18 C17 121.9(5) . . ? C19 C18 Cl4 118.0(4) . . ? C17 C18 Cl4 120.1(4) . . ? C20 C19 C18 119.4(4) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C19 C20 C21 121.2(5) . . ? C19 C20 Cl5 119.6(4) . . ? C21 C20 Cl5 119.2(5) . . ? C22 C21 C20 118.5(5) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C21 C22 C17 122.7(4) . . ? C21 C22 H22 118.7 . . ? C17 C22 H22 118.7 . . ? O2 C23 C24 105.7(4) . . ? O2 C23 C17 110.1(4) . . ? C24 C23 C17 112.1(4) . . ? O2 C23 H23 109.6 . . ? C24 C23 H23 109.6 . . ? C17 C23 H23 109.6 . . ? N3 C24 C23 110.0(4) . . ? N3 C24 H24A 109.7 . . ? C23 C24 H24A 109.7 . . ? N3 C24 H24B 109.7 . . ? C23 C24 H24B 109.7 . . ? H24A C24 H24B 108.2 . . ? N4 C25 N3 110.3(5) . . ? N4 C25 H25 124.8 . . ? N3 C25 H25 124.8 . . ? C27 C26 N4 107.3(6) . . ? C27 C26 H26 126.3 . . ? N4 C26 H26 126.3 . . ? C26 C27 N3 107.8(5) . . ? C26 C27 H27 126.1 . . ? N3 C27 H27 126.1 . . ? O2 C28 C30 110.0(4) . . ? O2 C28 H28A 109.7 . . ? C30 C28 H28A 109.7 . . ? O2 C28 H28B 109.7 . . ? C30 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? C30 C29 S2 113.7(4) . . ? C30 C29 Cl6 127.3(4) . . ? S2 C29 Cl6 119.0(4) . . ? C29 C30 C31 110.7(5) . . ? C29 C30 C28 125.8(5) . . ? C31 C30 C28 123.4(5) . . ? C32 C31 C30 111.9(6) . . ? C32 C31 H31 124.0 . . ? C30 C31 H31 124.0 . . ? C31 C32 S2 113.0(4) . . ? C31 C32 H32 123.5 . . ? S2 C32 H32 123.5 . . ? O3 C33 O4 125.3(5) . . ? O3 C33 C34 118.0(5) . . ? O4 C33 C34 116.7(5) . . ? C35 C34 C33 123.5(5) . . ? C35 C34 H34 118.2 . . ? C33 C34 H34 118.2 . . ? C34 C35 C36 121.4(5) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? O5 C36 O6 122.4(5) . . ? O5 C36 C35 125.7(6) . . ? O6 C36 C35 112.0(5) . . ? O7 C37 O8 124.7(5) . . ? O7 C37 C38 118.5(5) . . ? O8 C37 C38 116.7(5) . . ? C39 C38 C37 124.2(5) . . ? C39 C38 H38 117.9 . . ? C37 C38 H38 117.9 . . ? C38 C39 C40 122.4(5) . . ? C38 C39 H39 118.8 . . ? C40 C39 H39 118.8 . . ? O9 C40 O10 124.5(5) . . ? O9 C40 C39 123.1(5) . . ? O10 C40 C39 112.4(5) . . ? C9 N1 C11 106.8(4) . . ? C9 N1 C8 126.3(5) . . ? C11 N1 C8 126.3(4) . . ? C9 N2 C10 108.7(5) . . ? C9 N2 H2N 129(4) . . ? C10 N2 H2N 121(4) . . ? C25 N3 C27 106.9(4) . . ? C25 N3 C24 126.1(5) . . ? C27 N3 C24 126.6(4) . . ? C25 N4 C26 107.7(5) . . ? C25 N4 H4N 130(5) . . ? C26 N4 H4N 123(5) . . ? C12 O1 C7 113.0(3) . . ? C28 O2 C23 113.0(3) . . ? C36 O6 H6O 109.5 . . ? C40 O10 H10O 106(6) . . ? H11A O11 H11B 85(7) . . ? C16 S1 C13 90.1(3) . . ? C32 S2 C29 90.7(3) . . ? 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 C6 1.384(7) . ? C1 C2 1.413(6) . ? C1 C7 1.525(7) . ? C2 C3 1.386(7) . ? C2 Cl1 1.735(5) . ? C3 C4 1.367(8) . ? C3 H3 0.9300 . ? C4 C5 1.394(7) . ? C4 Cl2 1.738(5) . ? C5 C6 1.369(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O1 1.438(5) . ? C7 C8 1.514(7) . ? C7 H7 0.9800 . ? C8 N1 1.454(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N2 1.308(7) . ? C9 N1 1.343(6) . ? C9 H9 0.9300 . ? C10 C11 1.354(8) . ? C10 N2 1.354(7) . ? C10 H10 0.9300 . ? C11 N1 1.378(7) . ? C11 H11 0.9300 . ? C12 O1 1.435(6) . ? C12 C14 1.494(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.344(7) . ? C13 S1 1.711(5) . ? C13 Cl3 1.721(6) . ? C14 C15 1.426(7) . ? C15 C16 1.348(8) . ? C15 H15 0.9300 . ? C16 S1 1.700(7) . ? C16 H16 0.9300 . ? C17 C22 1.389(7) . ? C17 C18 1.410(6) . ? C17 C23 1.524(7) . ? C18 C19 1.377(6) . ? C18 Cl4 1.735(5) . ? C19 C20 1.367(7) . ? C19 H19 0.9300 . ? C20 C21 1.387(7) . ? C20 Cl5 1.734(5) . ? C21 C22 1.381(7) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 O2 1.442(5) . ? C23 C24 1.522(7) . ? C23 H23 0.9800 . ? C24 N3 1.468(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 N4 1.317(7) . ? C25 N3 1.327(6) . ? C25 H25 0.9300 . ? C26 C27 1.349(7) . ? C26 N4 1.359(7) . ? C26 H26 0.9300 . ? C27 N3 1.363(7) . ? C27 H27 0.9300 . ? C28 O2 1.433(5) . ? C28 C30 1.494(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.343(7) . ? C29 S2 1.709(5) . ? C29 Cl6 1.716(6) . ? C30 C31 1.440(7) . ? C31 C32 1.355(8) . ? C31 H31 0.9300 . ? C32 S2 1.694(7) . ? C32 H32 0.9300 . ? C33 O3 1.227(7) . ? C33 O4 1.272(7) . ? C33 C34 1.498(7) . ? C34 C35 1.322(7) . ? C34 H34 0.9300 . ? C35 C36 1.467(6) . ? C35 H35 0.9300 . ? C36 O5 1.196(6) . ? C36 O6 1.324(6) . ? C37 O7 1.212(7) . ? C37 O8 1.284(7) . ? C37 C38 1.493(7) . ? C38 C39 1.310(7) . ? C38 H38 0.9300 . ? C39 C40 1.484(6) . ? C39 H39 0.9300 . ? C40 O9 1.194(7) . ? C40 O10 1.320(7) . ? N2 H2N 1.15(8) . ? N4 H4N 1.10(9) . ? O6 H6O 0.8200 . ? O10 H10O 0.84(8) . ? O11 H11A 0.85(2) . ? O11 H11B 0.86(2) . ?