#------------------------------------------------------------------------------ #$Date: 2021-11-21 01:12:20 +0200 (Sun, 21 Nov 2021) $ #$Revision: 270790 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/53/1565340.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_1565340 loop_ _publ_author_name 'Shen, Chong' 'Cheng, Xiang' 'Wei, Liang' 'Wang, Ruo-Qing' 'Wang, Chun-Jiang' _publ_section_title ; Stereodivergent Synthesis via Iridium-Catalyzed Asymmetric Double Allylic Alkylation of Cyanoacetate ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D1SC06115A _journal_year 2021 _chemical_absolute_configuration ad _chemical_formula_moiety 'C21 H14 Cl4 I N O2' _chemical_formula_sum 'C21 H14 Cl4 I N O2' _chemical_formula_weight 581.03 _space_group_crystal_system triclinic _space_group_IT_number 1 _space_group_name_Hall 'P 1' _space_group_name_H-M_alt 'P 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2021-02-25 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-07-14 deposited with the CCDC. 2021-11-19 downloaded from the CCDC. ; _cell_angle_alpha 87.954(3) _cell_angle_beta 80.589(3) _cell_angle_gamma 89.897(3) _cell_formula_units_Z 2 _cell_length_a 8.2099(3) _cell_length_b 11.6051(4) _cell_length_c 12.1577(5) _cell_measurement_reflns_used 15814 _cell_measurement_temperature 296.64(19) _cell_measurement_theta_max 71.0010 _cell_measurement_theta_min 3.6270 _cell_volume 1142.02(7) _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_environment air _diffrn_ambient_temperature 296.64(19) _diffrn_detector 'Hybrid Pixel Counting (HPC) detector' _diffrn_detector_area_resol_mean 28.5714 _diffrn_detector_type 'Rigaku HyPix-6000HE' _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -33.00 94.00 0.50 0.50 -- 5.00 76.00 150.00 254 2 \w -84.00 42.00 0.50 0.50 -- 5.00 -37.00 30.00 252 3 \w -32.00 94.00 0.50 0.50 -- 5.00 37.00 -30.00 252 4 \w -136.00 -8.00 0.50 0.50 -- -46.70 -76.00 -30.00 256 5 \w -136.00 -8.00 0.50 0.50 -- -46.70 -76.00-150.00 256 6 \w -136.00 -8.00 0.50 0.50 -- -46.70 -76.00 -90.00 256 7 \w -136.00 -8.00 0.50 0.50 -- -46.70 -76.00 60.00 256 8 \w -136.00 -13.00 0.50 0.50 -- -46.70 -57.00 90.00 246 9 \w -80.00 43.00 0.50 0.50 -- -46.70 57.00-120.00 246 10 \w -187.00 -61.00 0.50 0.50 -- -97.30 -69.00 112.65 252 11 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 74.62 256 12 \w -187.00 -59.00 0.50 0.50 -- -97.30 -74.00 148.90 256 13 \w -187.00 -59.00 0.50 0.50 -- -97.30 -75.00 -53.72 256 14 \w -187.00 -60.00 0.50 0.50 -- -97.30 -72.00-147.21 254 15 \w -187.00 -60.00 0.50 0.50 -- -97.30 -73.00-111.00 254 16 \w -187.00 -59.00 0.50 0.50 -- -97.30 -74.00 160.03 256 17 \w -136.00 -8.00 0.50 0.50 -- -97.30 76.00-120.00 256 18 \w -136.00 -8.00 0.50 0.50 -- -97.30 76.00-180.00 256 19 \w -136.00 -8.00 0.50 0.50 -- -97.30 76.00 -30.00 256 20 \w -136.00 -8.00 0.50 0.50 -- -97.30 76.00 30.00 256 21 \w -187.00 -60.00 0.50 0.50 -- -97.30 -73.00 8.34 254 22 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00-180.00 256 23 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 51.47 256 24 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 -60.00 256 25 \w -187.00 -62.00 0.50 0.50 -- -97.30 -68.00 -92.67 250 26 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00-120.00 256 27 \w -187.00 -59.00 0.50 0.50 -- -97.30 -75.00 33.69 256 28 \w -187.00 -62.00 0.50 0.50 -- -97.30 -68.00 95.03 250 29 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 -90.00 256 30 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 90.00 256 31 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 -15.15 256 32 \w -187.00 -63.00 0.50 0.50 -- -97.30 -62.00 176.58 248 33 \w -136.00 -8.00 0.50 0.50 -- -97.30 76.00 90.00 256 34 \w -187.00 -59.00 0.50 0.50 -- -97.30 -76.00 -35.12 256 35 \w -136.00 -8.00 0.50 0.50 -- -46.70 -76.00-180.00 256 36 \w -136.00 43.00 0.50 0.50 -- -46.70 0.00-180.00 358 37 \w -136.00 43.00 0.50 0.50 -- -46.70 0.00-150.00 358 38 \w -136.00 3.00 0.50 0.50 -- -46.70 0.00-120.00 278 39 \w -136.00 -13.00 0.50 0.50 -- -46.70 -57.00 -60.00 246 ; _diffrn_measurement_device 'AFC12 (Right): Kappa 3 circle' _diffrn_measurement_device_type 'Rigaku XtaLAB P200' _diffrn_measurement_method 'profile data from \w-scans and \phi-scans' _diffrn_measurement_specimen_support 'Mitegen 50um' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0201039000 _diffrn_orient_matrix_UB_12 -0.1281241000 _diffrn_orient_matrix_UB_13 -0.0242738000 _diffrn_orient_matrix_UB_21 -0.0381454000 _diffrn_orient_matrix_UB_22 -0.0292280000 _diffrn_orient_matrix_UB_23 0.1262016000 _diffrn_orient_matrix_UB_31 -0.1852568000 _diffrn_orient_matrix_UB_32 0.0193635000 _diffrn_orient_matrix_UB_33 -0.0017680000 _diffrn_radiation_collimation 0.3 _diffrn_radiation_monochromator 'VariMax VHF' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.1302 _diffrn_reflns_av_unetI/netI 0.0556 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 35246 _diffrn_reflns_point_group_measured_fraction_full 0.972 _diffrn_reflns_point_group_measured_fraction_max 0.972 _diffrn_reflns_theta_full 64.983 _diffrn_reflns_theta_max 64.983 _diffrn_reflns_theta_min 3.688 _diffrn_source 'Rotating Anode' _diffrn_source_current 30.0 _diffrn_source_power 1.2 _diffrn_source_target Cu _diffrn_source_type 'Rigaku MicroMax-007HF' _diffrn_source_voltage 40.0 _exptl_absorpt_coefficient_mu 15.471 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.34370 _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 colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.690 _exptl_crystal_description plate _exptl_crystal_F_000 568 _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.982 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.150 _refine_ls_abs_structure_details ; Classical Flack method preferred over Parsons because s.u. lower. ; _refine_ls_abs_structure_Flack 0.001(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 523 _refine_ls_number_reflns 7558 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.087 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0738 _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^)+(0.1592P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2029 _refine_ls_wR_factor_ref 0.2072 _reflns_Friedel_coverage 0.958 _reflns_Friedel_fraction_full 0.951 _reflns_Friedel_fraction_max 0.951 _reflns_number_gt 6921 _reflns_number_total 7558 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1sc06115a2.cif _cod_data_source_block wcj-cx-15-72-20210223-rt _cod_database_code 1565340 _shelx_shelxl_version_number 2014/7 _chemical_oxdiff_formula 'C H N O Cl' _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_max 0.747 _shelx_estimated_absorpt_t_min 0.577 _reflns_odcompleteness_completeness 99.93 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 39.93 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Ternary CH refined with riding coordinates: C33(H33), C13(H13), C32(H32), C28(H28), C7(H7), C12(H12) 2.b Secondary CH2 refined with riding coordinates: C36(H36A,H36B), C15(H15A,H15B) 2.c Aromatic/amide H refined with riding coordinates: C2(H2), C6(H6), C4(H4), C27(H27), C42(H42), C38(H38), C40(H40), C8(H8), C21(H21), C29(H29), C17(H17), C25(H25), C19(H19), C23(H23) 2.d X=CH2 refined with riding coordinates: C9(H9A,H9B), C30(H30A,H30B) ; _shelx_res_file ; wcj-cx-15-72-20210223-rt.res created by SHELXL-2014/7 TITL wcj-cx-15-72-20210223-rt_b.res in P1 REM Old TITL wcj-cx-15-72-20210223-rt_a.res in P1 REM SHELXT solution in P1 REM R1 0.130, Rweak 0.054, Alpha 0.000, Orientation as input REM Flack x = -0.005 ( 0.009 ) from Parsons' quotients REM Formula found by SHELXT: C29 Cl8 I2 N12 O7 CELL 1.54184 8.2099 11.6051 12.1577 87.954 80.589 89.897 ZERR 2 0.0003 0.0004 0.0005 0.003 0.003 0.003 LATT -1 SFAC C H Cl I N O UNIT 42 28 8 2 2 4 L.S. 20 PLAN 20 SIZE 0.04 0.04 0.02 BOND $H LIST 6 fmap 2 acta OMIT -3 130 OMIT 1 5 0 REM REM REM WGHT 0.159200 FVAR 0.42354 I1 4 0.334648 0.583691 0.148290 11.00000 0.10441 0.08557 = 0.07243 0.00683 -0.02640 0.00200 I2 4 0.677483 0.419119 0.861271 11.00000 0.09692 0.09088 = 0.08657 0.01302 -0.00753 0.00430 CL4 3 0.209202 0.638986 0.812138 11.00000 0.12969 0.06448 = 0.12043 -0.02066 -0.04150 0.02229 CL3 3 0.171669 0.203896 0.979659 11.00000 0.12284 0.09731 = 0.05518 0.00476 -0.00799 0.03790 CL7 3 1.157572 0.927958 0.793575 11.00000 0.07765 0.07732 = 0.13051 -0.00370 -0.02597 -0.00163 CL6 3 0.853019 0.785551 0.017897 11.00000 0.15201 0.10120 = 0.05688 0.00482 -0.00496 -0.01350 CL5 3 0.870120 0.354533 0.189801 11.00000 0.11974 0.07652 = 0.12007 -0.02115 -0.00644 0.02484 CL2 3 0.784811 0.066662 0.178227 11.00000 0.07612 0.10025 = 0.18657 -0.04556 -0.00017 0.02149 CL8 3 0.546370 1.100544 0.870075 11.00000 0.11627 0.10504 = 0.13035 -0.03467 0.00642 0.03974 CL1 3 0.195527 -0.098070 0.125463 11.00000 0.12811 0.09987 = 0.15245 -0.04684 -0.05573 0.00475 C31 1 0.755138 0.728133 0.515129 11.00000 0.05535 0.07786 = 0.05221 0.00081 -0.00413 -0.00042 O3 6 1.001551 0.602798 0.468651 11.00000 0.06559 0.10887 = 0.07535 -0.01241 -0.00805 0.02413 C22 1 0.819949 0.690703 0.131009 11.00000 0.08272 0.07727 = 0.05232 -0.00527 -0.01596 -0.01312 O2 6 0.493586 0.386069 0.531924 11.00000 0.06973 0.10734 = 0.06386 -0.00607 -0.01890 0.00287 C36 1 0.677832 0.598174 0.807273 11.00000 0.07614 0.07205 = 0.07019 0.00244 -0.01370 0.00111 AFIX 23 H36A 2 0.582721 0.636322 0.848219 11.00000 -1.20000 H36B 2 0.776508 0.635613 0.823172 11.00000 -1.20000 AFIX 0 O1 6 0.383431 0.432107 0.381905 11.00000 0.08388 0.08484 = 0.05590 0.00638 -0.01181 -0.00203 O4 6 0.822663 0.564602 0.621986 11.00000 0.07178 0.07855 = 0.06829 0.00735 -0.01063 0.01751 C16 1 0.326437 0.165825 0.291684 11.00000 0.06415 0.06761 = 0.05360 -0.00449 -0.00934 0.00981 C18 1 0.310225 -0.000868 0.183323 11.00000 0.09718 0.05531 = 0.07340 -0.01081 -0.02607 0.00436 C2 1 0.190488 0.417275 0.885051 11.00000 0.08081 0.08712 = 0.05280 -0.01447 -0.02003 0.02992 AFIX 43 H2 2 0.205674 0.443398 0.954109 11.00000 -1.20000 AFIX 0 C6 1 0.151369 0.260208 0.765718 11.00000 0.08073 0.06547 = 0.05097 -0.00241 -0.00240 0.01570 AFIX 43 H6 2 0.143855 0.181388 0.755972 11.00000 -1.20000 AFIX 0 C34 1 0.878119 0.623506 0.529813 11.00000 0.05967 0.08983 = 0.05693 -0.00551 -0.01238 0.00834 C11 1 0.397846 0.365957 0.472568 11.00000 0.06701 0.07477 = 0.05031 -0.00050 -0.00568 0.00992 C41 1 0.951667 0.920862 0.776381 11.00000 0.07142 0.06854 = 0.06205 0.01046 -0.01225 0.00230 C4 1 0.165551 0.454942 0.692010 11.00000 0.06818 0.07096 = 0.05939 0.00159 -0.01336 0.01401 AFIX 43 H4 2 0.165916 0.508260 0.633017 11.00000 -1.20000 AFIX 0 C24 1 0.823209 0.497690 0.208800 11.00000 0.06132 0.06542 = 0.07854 -0.01546 -0.00424 0.00737 C33 1 0.672770 0.609454 0.685419 11.00000 0.07565 0.09164 = 0.05507 -0.00539 -0.00233 -0.00116 AFIX 13 H33 2 0.578157 0.565673 0.669037 11.00000 -1.20000 AFIX 0 C13 1 0.232519 0.259925 0.362148 11.00000 0.05907 0.07302 = 0.05583 -0.01150 -0.01249 0.00858 AFIX 13 H13 2 0.114107 0.244305 0.367870 11.00000 -1.20000 AFIX 0 C32 1 0.662952 0.737210 0.638411 11.00000 0.05827 0.08199 = 0.05106 -0.00731 -0.01046 0.01287 AFIX 13 H32 2 0.546926 0.755734 0.636470 11.00000 -1.20000 AFIX 0 C28 1 0.630319 0.687261 0.437544 11.00000 0.05342 0.07554 = 0.05383 -0.00269 -0.01090 0.00376 AFIX 13 H28 2 0.570356 0.620185 0.475234 11.00000 -1.20000 AFIX 0 C27 1 0.748908 0.728779 0.233920 11.00000 0.08044 0.06341 = 0.05577 0.00169 -0.01353 0.00079 AFIX 43 H27 2 0.723434 0.806382 0.242630 11.00000 -1.20000 AFIX 0 C35 1 0.850032 0.827465 0.468478 11.00000 0.07899 0.08988 = 0.05912 -0.00816 -0.00994 0.00781 C42 1 0.899491 0.834539 0.714617 11.00000 0.07188 0.06693 = 0.05784 0.00196 -0.00980 0.01376 AFIX 43 H42 2 0.974463 0.781119 0.680973 11.00000 -1.20000 AFIX 0 C37 1 0.734295 0.828269 0.703242 11.00000 0.05943 0.05563 = 0.05578 0.00652 -0.00495 0.01147 C5 1 0.143518 0.339224 0.675638 11.00000 0.06118 0.06287 = 0.04917 0.00062 -0.00614 0.01303 N1 5 0.397398 0.079265 0.558745 11.00000 0.13310 0.09555 = 0.07653 0.00710 -0.01987 0.03958 C38 1 0.628074 0.912439 0.749929 11.00000 0.07004 0.08195 = 0.06492 -0.01010 -0.00080 0.01437 AFIX 43 H38 2 0.517651 0.910106 0.741313 11.00000 -1.20000 AFIX 0 C26 1 0.714753 0.650035 0.326184 11.00000 0.06917 0.06726 = 0.04876 0.00423 -0.00971 0.00334 C7 1 0.106909 0.301211 0.563822 11.00000 0.05781 0.07987 = 0.04646 0.00173 -0.00796 0.01788 AFIX 13 H7 2 0.059471 0.367563 0.528380 11.00000 -1.20000 AFIX 0 C20 1 0.571791 0.075736 0.207876 11.00000 0.07160 0.06239 = 0.09464 -0.00413 -0.00598 0.01079 C3 1 0.186982 0.491909 0.795087 11.00000 0.07774 0.06204 = 0.08002 -0.00741 -0.02069 0.01456 C40 1 0.847386 1.003524 0.825242 11.00000 0.09426 0.05859 = 0.06245 -0.00302 -0.00700 -0.00152 AFIX 43 H40 2 0.884798 1.059962 0.867589 11.00000 -1.20000 AFIX 0 C8 1 -0.017359 0.204457 0.573968 11.00000 0.06067 0.08461 = 0.06810 -0.00692 -0.00565 -0.00586 AFIX 43 H8 2 0.016961 0.130265 0.590210 11.00000 -1.20000 AFIX 0 C9 1 -0.171381 0.219637 0.561047 11.00000 0.08496 0.10705 = 0.13332 0.00901 -0.02167 -0.01931 AFIX 93 H9A 2 -0.208701 0.293006 0.544765 11.00000 -1.20000 H9B 2 -0.243380 0.157043 0.568159 11.00000 -1.20000 AFIX 0 C21 1 0.496722 0.160743 0.271155 11.00000 0.07441 0.06934 = 0.07146 -0.01221 -0.01210 0.00699 AFIX 43 H21 2 0.559351 0.215041 0.300407 11.00000 -1.20000 AFIX 0 C29 1 0.504963 0.782590 0.430879 11.00000 0.07054 0.09642 = 0.06942 -0.01171 -0.02173 0.01985 AFIX 43 H29 2 0.545231 0.857267 0.415361 11.00000 -1.20000 AFIX 0 C17 1 0.233805 0.087905 0.248793 11.00000 0.06887 0.07333 = 0.06664 -0.00333 -0.01912 0.00508 AFIX 43 H17 2 0.119268 0.093063 0.262644 11.00000 -1.20000 AFIX 0 N2 5 0.918398 0.906828 0.431585 11.00000 0.12133 0.10877 = 0.07789 0.00546 -0.00247 -0.02622 C12 1 0.264017 0.385766 0.319322 11.00000 0.06917 0.06389 = 0.05209 -0.00405 -0.00998 0.01024 AFIX 13 H12 2 0.160807 0.428822 0.336979 11.00000 -1.20000 AFIX 0 C25 1 0.754397 0.533602 0.310875 11.00000 0.07742 0.06973 = 0.06507 0.00226 -0.01418 -0.00468 AFIX 43 H25 2 0.733470 0.480782 0.370879 11.00000 -1.20000 AFIX 0 C19 1 0.482596 -0.005780 0.158709 11.00000 0.09801 0.07142 = 0.07213 -0.00871 -0.01813 0.01753 AFIX 43 H19 2 0.535845 -0.060643 0.111818 11.00000 -1.20000 AFIX 0 C14 1 0.344451 0.160701 0.525681 11.00000 0.07854 0.08082 = 0.06093 0.00064 -0.01405 0.01839 C39 1 0.682633 0.999981 0.809144 11.00000 0.08238 0.09094 = 0.06702 -0.01293 0.00030 0.02584 C23 1 0.857684 0.576102 0.115503 11.00000 0.06994 0.09829 = 0.06619 -0.01829 -0.00668 0.00115 AFIX 43 H23 2 0.904532 0.550731 0.045731 11.00000 -1.20000 AFIX 0 C30 1 0.347984 0.768265 0.444954 11.00000 0.07384 0.13362 = 0.12268 0.00113 -0.02070 0.01664 AFIX 93 H30A 2 0.302913 0.694884 0.460612 11.00000 -1.20000 H30B 2 0.279211 0.831258 0.439504 11.00000 -1.20000 AFIX 0 C15 1 0.329561 0.404520 0.198079 11.00000 0.10781 0.08240 = 0.04836 -0.00286 -0.02612 0.02567 AFIX 23 H15A 2 0.260989 0.363031 0.154843 11.00000 -1.20000 H15B 2 0.440458 0.373637 0.182219 11.00000 -1.20000 AFIX 0 C10 1 0.272208 0.267471 0.483541 11.00000 0.06832 0.06629 = 0.05221 -0.00541 -0.01415 0.00918 C1 1 0.170128 0.300413 0.867570 11.00000 0.08239 0.07909 = 0.05142 -0.00298 -0.00429 0.02848 HKLF 4 REM wcj-cx-15-72-20210223-rt_b.res in P1 REM R1 = 0.0738 for 6921 Fo > 4sig(Fo) and 0.0765 for all 7558 data REM 523 parameters refined using 3 restraints END WGHT 0.1592 0.0000 REM Highest difference peak 0.982, deepest hole -0.723, 1-sigma level 0.150 Q1 1 0.6184 0.3826 0.8149 11.00000 0.05 0.98 Q2 1 0.4654 0.6033 0.1526 11.00000 0.05 0.98 Q3 1 0.1991 0.5792 0.1497 11.00000 0.05 0.91 Q4 1 0.5429 0.4045 0.8646 11.00000 0.05 0.91 Q5 1 0.6411 0.4160 0.9533 11.00000 0.05 0.85 Q6 1 0.3450 0.5814 0.0621 11.00000 0.05 0.85 Q7 1 0.3864 0.6176 0.2044 11.00000 0.05 0.82 Q8 1 0.3422 0.6086 0.2217 11.00000 0.05 0.81 Q9 1 0.8137 0.4269 0.8671 11.00000 0.05 0.77 Q10 1 0.7470 0.4544 0.7611 11.00000 0.05 0.59 Q11 1 0.5067 0.6943 0.4611 11.00000 0.05 0.58 Q12 1 0.8391 0.3424 0.2567 11.00000 0.05 0.54 Q13 1 0.2020 0.6541 0.7494 11.00000 0.05 0.54 Q14 1 0.1917 -0.1174 0.2077 11.00000 0.05 0.53 Q15 1 0.7526 0.3514 0.1920 11.00000 0.05 0.52 Q16 1 0.5647 1.1150 0.7972 11.00000 0.05 0.49 Q17 1 0.8189 0.5428 0.1724 11.00000 0.05 0.49 Q18 1 1.0339 0.6251 0.4828 11.00000 0.05 0.48 Q19 1 0.2479 0.6448 0.8124 11.00000 0.05 0.47 Q20 1 1.2331 0.9602 0.8288 11.00000 0.05 0.47 ; _shelx_res_checksum 5873 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 2.937 _oxdiff_exptl_absorpt_empirical_full_min 0.345 loop_ _space_group_symop_operation_xyz 'x, y, 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 I1 I 0.33465(10) 0.58369(7) 0.14829(7) 0.0864(3) Uani 1 1 d . . . . . I2 I 0.67748(12) 0.41912(8) 0.86127(8) 0.0927(4) Uani 1 1 d . . . . . Cl4 Cl 0.2092(7) 0.6390(3) 0.8121(4) 0.1021(13) Uani 1 1 d . . . . . Cl3 Cl 0.1717(6) 0.2039(4) 0.9797(3) 0.0927(12) Uani 1 1 d . . . . . Cl7 Cl 1.1576(5) 0.9280(3) 0.7936(4) 0.0942(11) Uani 1 1 d . . . . . Cl6 Cl 0.8530(7) 0.7856(4) 0.0179(3) 0.1049(14) Uani 1 1 d . . . . . Cl5 Cl 0.8701(7) 0.3545(4) 0.1898(5) 0.1065(14) Uani 1 1 d . . . . . Cl2 Cl 0.7848(6) 0.0667(5) 0.1782(6) 0.1224(19) Uani 1 1 d . . . . . Cl8 Cl 0.5464(7) 1.1005(5) 0.8701(5) 0.1195(17) Uani 1 1 d . . . . . Cl1 Cl 0.1955(8) -0.0981(5) 0.1255(6) 0.1221(18) Uani 1 1 d . . . . . C31 C 0.7551(15) 0.7281(12) 0.5151(10) 0.062(3) Uani 1 1 d . . . . . O3 O 1.0016(12) 0.6028(11) 0.4687(9) 0.083(3) Uani 1 1 d . . . . . C22 C 0.8199(19) 0.6907(13) 0.1310(11) 0.070(3) Uani 1 1 d . . . . . O2 O 0.4936(12) 0.3861(11) 0.5319(8) 0.079(2) Uani 1 1 d . . . . . C36 C 0.678(2) 0.5982(13) 0.8073(13) 0.073(3) Uani 1 1 d . . . . . H36A H 0.5827 0.6363 0.8482 0.087 Uiso 1 1 calc R . . . . H36B H 0.7765 0.6356 0.8232 0.087 Uiso 1 1 calc R . . . . O1 O 0.3834(13) 0.4321(9) 0.3819(7) 0.075(2) Uani 1 1 d . . . . . O4 O 0.8227(12) 0.5646(8) 0.6220(8) 0.073(2) Uani 1 1 d . . . . . C16 C 0.3264(16) 0.1658(11) 0.2917(10) 0.062(3) Uani 1 1 d . . . . . C18 C 0.310(2) -0.0009(12) 0.1833(12) 0.074(3) Uani 1 1 d . . . . . C2 C 0.190(2) 0.4173(15) 0.8851(11) 0.072(3) Uani 1 1 d . . . . . H2 H 0.2057 0.4434 0.9541 0.087 Uiso 1 1 calc R . . . . C6 C 0.1514(17) 0.2602(11) 0.7657(9) 0.067(3) Uani 1 1 d . . . . . H6 H 0.1439 0.1814 0.7560 0.080 Uiso 1 1 calc R . . . . C34 C 0.8781(16) 0.6235(13) 0.5298(10) 0.068(3) Uani 1 1 d . . . . . C11 C 0.3978(16) 0.3660(11) 0.4726(9) 0.065(3) Uani 1 1 d . . . . . C41 C 0.9517(17) 0.9209(11) 0.7764(10) 0.067(3) Uani 1 1 d . . . . . C4 C 0.1656(16) 0.4549(11) 0.6920(10) 0.066(3) Uani 1 1 d . . . . . H4 H 0.1659 0.5083 0.6330 0.079 Uiso 1 1 calc R . . . . C24 C 0.8232(17) 0.4977(12) 0.2088(13) 0.069(3) Uani 1 1 d . . . . . C33 C 0.6728(18) 0.6095(14) 0.6854(11) 0.075(3) Uani 1 1 d . . . . . H33 H 0.5782 0.5657 0.6690 0.090 Uiso 1 1 calc R . . . . C13 C 0.2325(15) 0.2599(11) 0.3621(9) 0.062(2) Uani 1 1 d . . . . . H13 H 0.1141 0.2443 0.3679 0.074 Uiso 1 1 calc R . . . . C32 C 0.6630(16) 0.7372(12) 0.6384(9) 0.064(3) Uani 1 1 d . . . . . H32 H 0.5469 0.7557 0.6365 0.076 Uiso 1 1 calc R . . . . C28 C 0.6303(14) 0.6873(11) 0.4375(9) 0.061(2) Uani 1 1 d . . . . . H28 H 0.5704 0.6202 0.4752 0.073 Uiso 1 1 calc R . . . . C27 C 0.7489(17) 0.7288(11) 0.2339(10) 0.066(3) Uani 1 1 d . . . . . H27 H 0.7234 0.8064 0.2426 0.080 Uiso 1 1 calc R . . . . C35 C 0.8500(19) 0.8275(14) 0.4685(11) 0.076(3) Uani 1 1 d . . . . . C42 C 0.8995(17) 0.8345(11) 0.7146(10) 0.066(3) Uani 1 1 d . . . . . H42 H 0.9745 0.7811 0.6810 0.079 Uiso 1 1 calc R . . . . C37 C 0.7343(15) 0.8283(10) 0.7032(10) 0.058(2) Uani 1 1 d . . . . . C5 C 0.1435(15) 0.3392(10) 0.6756(9) 0.058(2) Uani 1 1 d . . . . . N1 N 0.397(2) 0.0793(14) 0.5587(12) 0.102(5) Uani 1 1 d . . . . . C38 C 0.6281(18) 0.9124(13) 0.7499(11) 0.073(3) Uani 1 1 d . . . . . H38 H 0.5177 0.9101 0.7413 0.088 Uiso 1 1 calc R . . . . C26 C 0.7148(15) 0.6500(10) 0.3262(9) 0.062(2) Uani 1 1 d . . . . . C7 C 0.1069(15) 0.3012(12) 0.5638(9) 0.062(3) Uani 1 1 d . . . . . H7 H 0.0595 0.3676 0.5284 0.074 Uiso 1 1 calc R . . . . C20 C 0.5718(19) 0.0757(12) 0.2079(14) 0.077(3) Uani 1 1 d . . . . . C3 C 0.1870(19) 0.4919(12) 0.7951(14) 0.072(3) Uani 1 1 d . . . . . C40 C 0.8474(19) 1.0035(11) 0.8252(11) 0.072(3) Uani 1 1 d . . . . . H40 H 0.8848 1.0600 0.8676 0.087 Uiso 1 1 calc R . . . . C8 C -0.0174(16) 0.2045(13) 0.5740(11) 0.072(3) Uani 1 1 d . . . . . H8 H 0.0170 0.1303 0.5902 0.086 Uiso 1 1 calc R . . . . C9 C -0.171(2) 0.220(2) 0.5610(19) 0.108(6) Uani 1 1 d . . . . . H9A H -0.2087 0.2930 0.5448 0.130 Uiso 1 1 calc R . . . . H9B H -0.2434 0.1570 0.5682 0.130 Uiso 1 1 calc R . . . . C21 C 0.4967(18) 0.1607(12) 0.2712(12) 0.071(3) Uani 1 1 d . . . . . H21 H 0.5594 0.2150 0.3004 0.086 Uiso 1 1 calc R . . . . C29 C 0.5050(19) 0.7826(15) 0.4309(12) 0.077(4) Uani 1 1 d . . . . . H29 H 0.5452 0.8573 0.4154 0.093 Uiso 1 1 calc R . . . . C17 C 0.2338(17) 0.0879(12) 0.2488(11) 0.069(3) Uani 1 1 d . . . . . H17 H 0.1193 0.0931 0.2626 0.082 Uiso 1 1 calc R . . . . N2 N 0.918(2) 0.9068(16) 0.4316(13) 0.104(4) Uani 1 1 d . . . . . C12 C 0.2640(16) 0.3858(10) 0.3193(9) 0.062(3) Uani 1 1 d . . . . . H12 H 0.1608 0.4288 0.3370 0.074 Uiso 1 1 calc R . . . . C25 C 0.7544(18) 0.5336(12) 0.3109(11) 0.071(3) Uani 1 1 d . . . . . H25 H 0.7335 0.4808 0.3709 0.085 Uiso 1 1 calc R . . . . C19 C 0.483(2) -0.0058(13) 0.1587(12) 0.080(4) Uani 1 1 d . . . . . H19 H 0.5358 -0.0606 0.1118 0.096 Uiso 1 1 calc R . . . . C14 C 0.3445(18) 0.1607(13) 0.5257(11) 0.073(3) Uani 1 1 d . . . . . C39 C 0.683(2) 1.0000(15) 0.8091(12) 0.081(4) Uani 1 1 d . . . . . C23 C 0.8577(19) 0.5761(16) 0.1155(13) 0.078(4) Uani 1 1 d . . . . . H23 H 0.9045 0.5507 0.0457 0.094 Uiso 1 1 calc R . . . . C30 C 0.348(2) 0.768(2) 0.4450(19) 0.110(6) Uani 1 1 d . . . . . H30A H 0.3029 0.6949 0.4606 0.132 Uiso 1 1 calc R . . . . H30B H 0.2792 0.8313 0.4395 0.132 Uiso 1 1 calc R . . . . C15 C 0.330(2) 0.4045(14) 0.1981(11) 0.078(4) Uani 1 1 d . . . . . H15A H 0.2610 0.3630 0.1548 0.094 Uiso 1 1 calc R . . . . H15B H 0.4405 0.3736 0.1822 0.094 Uiso 1 1 calc R . . . . C10 C 0.2722(16) 0.2675(11) 0.4835(10) 0.062(3) Uani 1 1 d . . . . . C1 C 0.1701(19) 0.3004(13) 0.8676(11) 0.072(3) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.1044(7) 0.0856(6) 0.0724(5) 0.0068(4) -0.0264(4) 0.0020(5) I2 0.0969(7) 0.0909(7) 0.0866(6) 0.0130(5) -0.0075(5) 0.0043(5) Cl4 0.130(3) 0.0645(19) 0.120(3) -0.0207(19) -0.041(3) 0.022(2) Cl3 0.123(3) 0.097(3) 0.0552(16) 0.0048(16) -0.0080(18) 0.038(2) Cl7 0.078(2) 0.077(2) 0.131(3) -0.004(2) -0.026(2) -0.0016(16) Cl6 0.152(4) 0.101(3) 0.0569(17) 0.0048(18) -0.005(2) -0.014(3) Cl5 0.120(3) 0.077(2) 0.120(3) -0.021(2) -0.006(3) 0.025(2) Cl2 0.076(3) 0.100(3) 0.187(6) -0.046(3) 0.000(3) 0.021(2) Cl8 0.116(3) 0.105(3) 0.130(4) -0.035(3) 0.006(3) 0.040(3) Cl1 0.128(4) 0.100(3) 0.152(4) -0.047(3) -0.056(3) 0.005(3) C31 0.055(6) 0.078(8) 0.052(6) 0.001(5) -0.004(5) 0.000(5) O3 0.066(6) 0.109(8) 0.075(6) -0.012(5) -0.008(4) 0.024(5) C22 0.083(9) 0.077(8) 0.052(6) -0.005(5) -0.016(6) -0.013(6) O2 0.070(5) 0.107(7) 0.064(5) -0.006(5) -0.019(4) 0.003(5) C36 0.076(8) 0.072(8) 0.070(8) 0.002(6) -0.014(6) 0.001(6) O1 0.084(6) 0.085(6) 0.056(4) 0.006(4) -0.012(4) -0.002(4) O4 0.072(5) 0.079(5) 0.068(5) 0.007(4) -0.011(4) 0.018(4) C16 0.064(7) 0.068(7) 0.054(5) -0.004(5) -0.009(5) 0.010(5) C18 0.097(11) 0.055(6) 0.073(7) -0.011(5) -0.026(7) 0.004(6) C2 0.081(8) 0.087(8) 0.053(6) -0.014(6) -0.020(5) 0.030(7) C6 0.081(8) 0.065(6) 0.051(5) -0.002(5) -0.002(5) 0.016(5) C34 0.060(7) 0.090(8) 0.057(6) -0.006(5) -0.012(5) 0.008(6) C11 0.067(7) 0.075(7) 0.050(5) 0.000(5) -0.006(5) 0.010(5) C41 0.071(8) 0.069(7) 0.062(6) 0.010(5) -0.012(5) 0.002(5) C4 0.068(7) 0.071(7) 0.059(6) 0.002(5) -0.013(5) 0.014(5) C24 0.061(7) 0.065(7) 0.079(8) -0.015(6) -0.004(6) 0.007(5) C33 0.076(8) 0.092(9) 0.055(6) -0.005(6) -0.002(5) -0.001(7) C13 0.059(6) 0.073(7) 0.056(5) -0.012(5) -0.012(4) 0.009(5) C32 0.058(6) 0.082(7) 0.051(5) -0.007(5) -0.010(4) 0.013(5) C28 0.053(6) 0.076(7) 0.054(5) -0.003(5) -0.011(4) 0.004(5) C27 0.080(8) 0.063(6) 0.056(6) 0.002(5) -0.014(5) 0.001(5) C35 0.079(8) 0.090(9) 0.059(6) -0.008(6) -0.010(6) 0.008(7) C42 0.072(7) 0.067(6) 0.058(6) 0.002(5) -0.010(5) 0.014(5) C37 0.059(7) 0.056(6) 0.056(5) 0.007(4) -0.005(4) 0.011(5) C5 0.061(6) 0.063(6) 0.049(5) 0.001(4) -0.006(4) 0.013(5) N1 0.133(12) 0.096(9) 0.077(7) 0.007(7) -0.020(8) 0.040(9) C38 0.070(7) 0.082(8) 0.065(6) -0.010(6) -0.001(5) 0.014(6) C26 0.069(7) 0.067(6) 0.049(5) 0.004(4) -0.010(4) 0.003(5) C7 0.058(6) 0.080(7) 0.046(5) 0.002(5) -0.008(4) 0.018(5) C20 0.072(8) 0.062(6) 0.095(9) -0.004(6) -0.006(6) 0.011(5) C3 0.078(9) 0.062(7) 0.080(9) -0.007(6) -0.021(7) 0.015(6) C40 0.094(10) 0.059(6) 0.062(6) -0.003(5) -0.007(6) -0.002(6) C8 0.061(8) 0.085(8) 0.068(7) -0.007(6) -0.006(5) -0.006(6) C9 0.085(12) 0.107(13) 0.133(16) 0.009(11) -0.022(10) -0.019(9) C21 0.074(8) 0.069(7) 0.071(7) -0.012(6) -0.012(6) 0.007(6) C29 0.071(9) 0.096(9) 0.069(7) -0.012(7) -0.022(6) 0.020(7) C17 0.069(7) 0.073(7) 0.067(6) -0.003(5) -0.019(5) 0.005(6) N2 0.121(12) 0.109(11) 0.078(8) 0.005(7) -0.002(7) -0.026(9) C12 0.069(7) 0.064(6) 0.052(5) -0.004(5) -0.010(5) 0.010(5) C25 0.077(8) 0.070(7) 0.065(6) 0.002(5) -0.014(6) -0.005(6) C19 0.098(11) 0.071(8) 0.072(7) -0.009(6) -0.018(7) 0.018(7) C14 0.079(8) 0.081(8) 0.061(6) 0.001(6) -0.014(5) 0.018(6) C39 0.082(10) 0.091(10) 0.067(7) -0.013(7) 0.000(6) 0.026(7) C23 0.070(8) 0.098(10) 0.066(7) -0.018(7) -0.007(6) 0.001(7) C30 0.074(11) 0.134(16) 0.123(14) 0.001(12) -0.021(9) 0.017(10) C15 0.108(11) 0.082(9) 0.048(6) -0.003(6) -0.026(7) 0.026(8) C10 0.068(7) 0.066(6) 0.052(6) -0.005(5) -0.014(5) 0.009(5) C1 0.082(9) 0.079(8) 0.051(6) -0.003(5) -0.004(5) 0.028(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 C32 C31 C34 100.6(9) . . ? C32 C31 C28 110.0(10) . . ? C28 C31 C34 107.7(10) . . ? C35 C31 C34 109.1(11) . . ? C35 C31 C32 116.2(11) . . ? C35 C31 C28 112.3(11) . . ? C27 C22 Cl6 119.9(12) . . ? C23 C22 Cl6 118.8(11) . . ? C23 C22 C27 121.2(14) . . ? I2 C36 H36A 109.5 . . ? I2 C36 H36B 109.5 . . ? H36A C36 H36B 108.1 . . ? C33 C36 I2 110.7(10) . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? C11 O1 C12 112.1(10) . . ? C34 O4 C33 114.6(10) . . ? C21 C16 C13 122.4(12) . . ? C17 C16 C13 116.7(11) . . ? C17 C16 C21 120.9(12) . . ? C17 C18 Cl1 121.0(12) . . ? C19 C18 Cl1 119.1(11) . . ? C19 C18 C17 119.8(13) . . ? C3 C2 H2 121.7 . . ? C3 C2 C1 116.7(12) . . ? C1 C2 H2 121.7 . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? C1 C6 C5 119.6(12) . . ? O3 C34 C31 126.1(12) . . ? O3 C34 O4 124.7(13) . . ? O4 C34 C31 109.2(10) . . ? O2 C11 O1 122.6(13) . . ? O2 C11 C10 128.3(12) . . ? O1 C11 C10 109.1(11) . . ? C42 C41 Cl7 119.9(10) . . ? C40 C41 Cl7 117.4(11) . . ? C40 C41 C42 122.7(13) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C3 C4 C5 120.5(12) . . ? C25 C24 Cl5 120.2(13) . . ? C25 C24 C23 121.4(13) . . ? C23 C24 Cl5 118.4(10) . . ? C36 C33 H33 109.0 . . ? C36 C33 C32 114.8(12) . . ? O4 C33 C36 110.5(13) . . ? O4 C33 H33 109.0 . . ? O4 C33 C32 104.3(10) . . ? C32 C33 H33 109.0 . . ? C16 C13 H13 107.8 . . ? C16 C13 C12 116.9(10) . . ? C16 C13 C10 115.2(10) . . ? C12 C13 H13 107.8 . . ? C12 C13 C10 100.6(9) . . ? C10 C13 H13 107.8 . . ? C31 C32 C33 102.0(10) . . ? C31 C32 H32 108.5 . . ? C33 C32 H32 108.5 . . ? C37 C32 C31 113.6(11) . . ? C37 C32 C33 115.4(10) . . ? C37 C32 H32 108.5 . . ? C31 C28 H28 107.3 . . ? C26 C28 C31 113.1(9) . . ? C26 C28 H28 107.3 . . ? C26 C28 C29 113.7(10) . . ? C29 C28 C31 107.9(10) . . ? C29 C28 H28 107.3 . . ? C22 C27 H27 120.0 . . ? C22 C27 C26 120.1(12) . . ? C26 C27 H27 120.0 . . ? N2 C35 C31 177.3(18) . . ? C41 C42 H42 120.3 . . ? C41 C42 C37 119.4(11) . . ? C37 C42 H42 120.3 . . ? C42 C37 C32 124.1(10) . . ? C38 C37 C32 117.3(12) . . ? C38 C37 C42 118.6(12) . . ? C6 C5 C7 122.2(11) . . ? C4 C5 C6 118.2(10) . . ? C4 C5 C7 119.6(10) . . ? C37 C38 H38 119.3 . . ? C39 C38 C37 121.3(14) . . ? C39 C38 H38 119.3 . . ? C27 C26 C28 121.5(11) . . ? C25 C26 C28 119.6(11) . . ? C25 C26 C27 118.8(11) . . ? C5 C7 H7 107.2 . . ? C5 C7 C10 111.1(9) . . ? C8 C7 C5 113.4(10) . . ? C8 C7 H7 107.2 . . ? C8 C7 C10 110.5(10) . . ? C10 C7 H7 107.2 . . ? C21 C20 Cl2 121.2(12) . . ? C21 C20 C19 122.4(14) . . ? C19 C20 Cl2 116.4(11) . . ? C2 C3 Cl4 118.8(12) . . ? C2 C3 C4 122.6(14) . . ? C4 C3 Cl4 118.6(12) . . ? C41 C40 H40 121.2 . . ? C41 C40 C39 117.6(13) . . ? C39 C40 H40 121.2 . . ? C7 C8 H8 118.4 . . ? C9 C8 C7 123.3(16) . . ? C9 C8 H8 118.4 . . ? C8 C9 H9A 120.0 . . ? C8 C9 H9B 120.0 . . ? H9A C9 H9B 120.0 . . ? C16 C21 H21 120.3 . . ? C20 C21 C16 119.4(13) . . ? C20 C21 H21 120.3 . . ? C28 C29 H29 117.4 . . ? C30 C29 C28 125.2(19) . . ? C30 C29 H29 117.4 . . ? C16 C17 C18 120.2(13) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? O1 C12 C13 106.2(9) . . ? O1 C12 H12 108.5 . . ? O1 C12 C15 108.0(12) . . ? C13 C12 H12 108.5 . . ? C15 C12 C13 116.8(11) . . ? C15 C12 H12 108.5 . . ? C24 C25 C26 120.2(13) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C18 C19 C20 117.1(13) . . ? C18 C19 H19 121.4 . . ? C20 C19 H19 121.4 . . ? N1 C14 C10 179.0(18) . . ? C38 C39 Cl8 120.3(13) . . ? C38 C39 C40 120.2(13) . . ? C40 C39 Cl8 119.4(13) . . ? C22 C23 C24 118.3(12) . . ? C22 C23 H23 120.9 . . ? C24 C23 H23 120.9 . . ? C29 C30 H30A 120.0 . . ? C29 C30 H30B 120.0 . . ? H30A C30 H30B 120.0 . . ? I1 C15 H15A 109.2 . . ? I1 C15 H15B 109.2 . . ? C12 C15 I1 111.9(9) . . ? C12 C15 H15A 109.2 . . ? C12 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C11 C10 C13 103.1(10) . . ? C11 C10 C7 110.5(10) . . ? C13 C10 C7 108.2(9) . . ? C14 C10 C11 109.9(11) . . ? C14 C10 C13 114.0(10) . . ? C14 C10 C7 110.9(11) . . ? C2 C1 Cl3 117.9(11) . . ? C6 C1 Cl3 119.7(12) . . ? C6 C1 C2 122.4(13) . . ? 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 I1 C15 2.143(17) . ? I2 C36 2.157(15) . ? Cl4 C3 1.740(15) . ? Cl3 C1 1.734(14) . ? Cl7 C41 1.739(14) . ? Cl6 C22 1.717(15) . ? Cl5 C24 1.720(14) . ? Cl2 C20 1.731(16) . ? Cl8 C39 1.717(14) . ? Cl1 C18 1.712(15) . ? C31 C34 1.601(18) . ? C31 C32 1.572(15) . ? C31 C28 1.586(16) . ? C31 C35 1.44(2) . ? O3 C34 1.185(16) . ? C22 C27 1.379(19) . ? C22 C23 1.38(2) . ? O2 C11 1.180(16) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C36 C33 1.49(2) . ? O1 C11 1.342(16) . ? O1 C12 1.451(16) . ? O4 C34 1.308(17) . ? O4 C33 1.448(17) . ? C16 C13 1.539(15) . ? C16 C21 1.38(2) . ? C16 C17 1.354(19) . ? C18 C17 1.408(19) . ? C18 C19 1.40(2) . ? C2 H2 0.9300 . ? C2 C3 1.37(2) . ? C2 C1 1.39(2) . ? C6 H6 0.9300 . ? C6 C5 1.413(16) . ? C6 C1 1.371(19) . ? C11 C10 1.529(19) . ? C41 C42 1.38(2) . ? C41 C40 1.37(2) . ? C4 H4 0.9300 . ? C4 C5 1.381(18) . ? C4 C3 1.38(2) . ? C24 C25 1.36(2) . ? C24 C23 1.42(3) . ? C33 H33 0.9800 . ? C33 C32 1.58(2) . ? C13 H13 0.9800 . ? C13 C12 1.541(18) . ? C13 C10 1.568(15) . ? C32 H32 0.9800 . ? C32 C37 1.514(18) . ? C28 H28 0.9800 . ? C28 C26 1.495(16) . ? C28 C29 1.519(19) . ? C27 H27 0.9300 . ? C27 C26 1.413(17) . ? C35 N2 1.12(2) . ? C42 H42 0.9300 . ? C42 C37 1.388(19) . ? C37 C38 1.383(17) . ? C5 C7 1.520(15) . ? N1 C14 1.13(2) . ? C38 H38 0.9300 . ? C38 C39 1.38(2) . ? C26 C25 1.401(19) . ? C7 H7 0.9800 . ? C7 C8 1.51(2) . ? C7 C10 1.594(16) . ? C20 C21 1.357(19) . ? C20 C19 1.41(2) . ? C40 H40 0.9300 . ? C40 C39 1.40(2) . ? C8 H8 0.9300 . ? C8 C9 1.31(3) . ? C9 H9A 0.9300 . ? C9 H9B 0.9300 . ? C21 H21 0.9300 . ? C29 H29 0.9300 . ? C29 C30 1.28(3) . ? C17 H17 0.9300 . ? C12 H12 0.9800 . ? C12 C15 1.493(18) . ? C25 H25 0.9300 . ? C19 H19 0.9300 . ? C14 C10 1.484(19) . ? C23 H23 0.9300 . ? C30 H30A 0.9300 . ? C30 H30B 0.9300 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ?