#------------------------------------------------------------------------------ #$Date: 2024-07-27 01:11:00 +0300 (Sat, 27 Jul 2024) $ #$Revision: 293554 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/21/1572194.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_1572194 loop_ _publ_author_name 'Delano, Francis' 'Benner, Florian' 'Jang, Seoyun' 'Greer, Samuel M.' 'Demir, Selvan' _publ_section_title ; Construction of intermolecular \s-hole interactions in rare earth metallocene complexes using a 2,3,4,5-tetraiodopyrrolyl anion ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC03786C _journal_year 2024 _chemical_formula_moiety 'C24 H30 I4 N Y, C H2 Cl2' _chemical_formula_sum 'C25 H32 Cl2 I4 N Y' _chemical_formula_weight 1013.92 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2024-04-22 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2024-04-22 deposited with the CCDC. 2024-07-25 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 101.465(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.30610(10) _cell_length_b 14.2414(2) _cell_length_c 21.2495(4) _cell_measurement_reflns_used 10856 _cell_measurement_temperature 100.0(2) _cell_measurement_theta_max 79.4960 _cell_measurement_theta_min 3.7570 _cell_volume 3056.63(8) _computing_cell_refinement 'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)' _computing_data_collection 'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)' _computing_data_reduction 'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 100.15 _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.953 _diffrn_measured_fraction_theta_max 0.894 _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 -58.00 -33.00 0.50 0.46 -- -91.75 52.00 -11.00 50 2 \w -61.00 -16.00 0.50 0.11 -- -47.33 125.00 120.00 90 3 \w -60.00 25.00 0.50 0.11 -- -47.33 52.00 -11.00 170 4 \w -52.00 -22.00 0.50 0.46 -- -91.75 45.00 -60.00 60 5 \w -119.00 -35.00 0.50 0.11 -- -47.33 -52.00-156.00 168 6 \w -143.00-117.00 0.50 0.46 -- -91.75 -52.00-156.00 52 7 \w -157.00-112.00 0.50 0.46 -- -91.75 -77.00 -30.00 90 8 \w 46.00 92.00 0.50 0.46 -- 113.25 -77.00 150.00 92 9 \w 46.00 93.00 0.50 0.46 -- 113.25 -77.00 90.00 94 10 \w 42.00 92.00 0.50 0.46 -- 113.25 -77.00 120.00 100 11 \w 43.00 72.00 0.50 0.46 -- 113.25 -77.00 -90.00 58 12 \w 42.00 67.00 0.50 0.46 -- 113.25 -77.00-150.00 50 13 \w 43.00 82.00 0.50 0.46 -- 113.25 -77.00-180.00 78 14 \w 42.00 67.00 0.50 0.46 -- 113.25 -61.00 -90.00 50 15 \w 52.00 77.00 0.50 0.46 -- 113.25 -77.00 -60.00 50 16 \w 42.00 67.00 0.50 0.46 -- 113.25 -61.00 0.00 50 17 \w 42.00 67.00 0.50 0.46 -- 113.25 -61.00 60.00 50 18 \w 42.00 67.00 0.50 0.46 -- 113.25 -61.00 90.00 50 19 \w 42.00 69.00 0.50 0.46 -- 113.25 -61.00 -60.00 54 20 \w 7.00 44.00 0.50 0.11 -- 47.33 -52.00-156.00 74 21 \w 42.00 67.00 0.50 0.46 -- 113.25 -61.00-180.00 50 22 \w 79.00 104.00 0.50 0.46 -- 113.25 -94.00-180.00 50 23 \w 47.00 84.00 0.50 0.46 -- 113.25 -94.00-120.00 74 24 \w 62.00 89.00 0.50 0.11 -- 47.33-125.00 60.00 54 25 \w 121.00 148.00 0.50 0.46 -- 113.25 77.00 -90.00 54 26 \w 151.00 176.50 0.50 0.46 -- 113.25 77.00 -90.00 51 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0599 _diffrn_reflns_av_unetI/netI 0.0555 _diffrn_reflns_Laue_measured_fraction_full 0.953 _diffrn_reflns_Laue_measured_fraction_max 0.894 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 17339 _diffrn_reflns_point_group_measured_fraction_full 0.953 _diffrn_reflns_point_group_measured_fraction_max 0.894 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 80.276 _diffrn_reflns_theta_min 3.760 _exptl_absorpt_coefficient_mu 36.121 _exptl_absorpt_correction_T_max 0.330 _exptl_absorpt_correction_T_min 0.020 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 2.203 _exptl_crystal_description plate _exptl_crystal_F_000 1896 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _refine_diff_density_max 2.382 _refine_diff_density_min -2.176 _refine_diff_density_rms 0.332 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 317 _refine_ls_number_reflns 5979 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 0.998 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0589 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1365P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1620 _refine_ls_wR_factor_ref 0.1699 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5186 _reflns_number_total 5979 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc03786c2.cif _cod_data_source_block Cpstar2YTIP _cod_database_code 1572194 _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_max 0.220 _shelx_estimated_absorpt_t_min 0.052 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H,H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints Cl2A \\sim Cl3A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A 3. Others Fixed Sof: Cl3A(0.5) H26C(0.5) H26D(0.5) H26A(0.5) H26B(0.5) Cl2A(0.5) 4.a Secondary CH2 refined with riding coordinates: C26(H26C,H26D), C26(H26A,H26B) 4.b Idealised Me refined as rotating group: C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C14(H14A,H14B,H14C), C21(H21A,H21B, H21C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C22(H22A,H22B,H22C), C25(H25A, H25B,H25C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C) ; _shelx_res_file ; TITL fed727_final_a.res in P2(1)/c cpstar2ytip.res created by SHELXL-2018/3 at 17:48:25 on 22-Apr-2024 REM Old TITL FED727_Final in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.126, Rweak 0.004, Alpha 0.024 REM 0.226 for 236 systematic absences, Orientation as input REM Formula found by SHELXT: C25 N Cl2 I5 CELL 1.54184 10.3061 14.2414 21.2495 90 101.465 90 ZERR 4 0.0001 0.0002 0.0004 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cl I N Y UNIT 100 128 8 16 4 4 SIMU Cl2a Cl3a L.S. 4 0 0 PLAN 14 SIZE 0.06 0.14 0.2 TEMP -173 CONF BOND list 4 MORE -1 BOND $H fmap 2 53 acta REM REM REM WGHT 0.136500 FVAR 1.54822 I1 4 0.474659 0.388327 0.716404 11.00000 0.02928 0.02003 = 0.04300 0.00064 0.00692 -0.00377 I4 4 0.180235 0.060166 0.797507 11.00000 0.02877 0.02254 = 0.04881 0.00243 0.00806 -0.00402 I3 4 0.517665 0.066232 0.918513 11.00000 0.03344 0.02529 = 0.04118 0.00425 0.00649 0.00609 I2 4 0.708685 0.283930 0.868578 11.00000 0.02669 0.02952 = 0.06010 0.00109 -0.00249 -0.00297 Y1 6 0.194317 0.286826 0.660430 11.00000 0.02431 0.01677 = 0.03803 0.00010 0.00513 0.00163 CL1 3 0.387691 0.368851 0.919914 11.00000 0.04574 0.04148 = 0.05228 0.00392 0.01084 0.01155 PART 1 CL3A 3 0.304349 0.556699 0.944730 10.50000 0.06330 0.02542 = 0.06578 0.00621 0.02753 0.00451 PART 0 N1 5 0.323779 0.227790 0.756914 11.00000 0.02762 0.01714 = 0.04899 0.00314 0.01006 -0.00328 C5 1 0.333341 0.156814 0.800843 11.00000 0.02707 0.02184 = 0.04478 -0.00116 0.00691 -0.00025 C17 1 0.112885 0.430389 0.721235 11.00000 0.02238 0.02137 = 0.04781 0.00042 0.01004 -0.00142 C9 1 0.118625 0.201044 0.549184 11.00000 0.02866 0.02375 = 0.03996 -0.00438 0.00494 0.00002 C10 1 0.173342 0.129408 0.593647 11.00000 0.03908 0.01478 = 0.04529 0.00281 0.01448 0.00270 C16 1 0.042347 0.351353 0.737568 11.00000 0.02859 0.01771 = 0.05059 0.00007 0.01216 0.00392 C19 1 -0.028609 0.381456 0.629673 11.00000 0.03120 0.03004 = 0.03856 0.00133 0.00178 0.00740 C4 1 0.452705 0.157680 0.843289 11.00000 0.02837 0.02249 = 0.04179 -0.00035 0.00905 0.00266 C6 1 0.311861 0.145627 0.613178 11.00000 0.04032 0.02106 = 0.04308 0.00008 0.01216 0.00612 C8 1 0.224972 0.261191 0.540697 11.00000 0.03008 0.02426 = 0.03889 0.00050 0.00573 -0.00262 C7 1 0.343858 0.227078 0.578860 11.00000 0.03061 0.02655 = 0.03469 -0.00358 0.00066 -0.00095 C12 1 0.480830 0.259680 0.575739 11.00000 0.02517 0.03316 = 0.05451 -0.00880 0.01084 0.00097 AFIX 137 H12A 2 0.481790 0.328338 0.572766 11.00000 -1.50000 H12B 2 0.507434 0.232485 0.537871 11.00000 -1.50000 H12C 2 0.542755 0.239518 0.614541 11.00000 -1.50000 AFIX 0 C2 1 0.440234 0.273980 0.773192 11.00000 0.02910 0.02387 = 0.04502 -0.00081 0.01629 0.00441 C11 1 0.409450 0.082345 0.655573 11.00000 0.03577 0.02531 = 0.05291 0.00182 0.00699 0.01574 AFIX 137 H11A 2 0.478806 0.120531 0.681885 11.00000 -1.50000 H11B 2 0.449507 0.039471 0.628796 11.00000 -1.50000 H11C 2 0.363441 0.045919 0.683582 11.00000 -1.50000 AFIX 0 C14 1 -0.016122 0.197485 0.507228 11.00000 0.03773 0.02897 = 0.04278 -0.00654 -0.00423 0.00203 AFIX 137 H14A 2 -0.079647 0.173086 0.531890 11.00000 -1.50000 H14B 2 -0.014365 0.156223 0.470499 11.00000 -1.50000 H14C 2 -0.042708 0.260813 0.491785 11.00000 -1.50000 AFIX 0 C3 1 0.525181 0.234295 0.825876 11.00000 0.02193 0.01721 = 0.05034 0.00246 0.00501 -0.00378 C20 1 -0.045830 0.321495 0.680930 11.00000 0.02301 0.02694 = 0.05546 -0.00686 0.00942 0.00282 C21 1 0.047314 0.315784 0.803868 11.00000 0.04668 0.03242 = 0.04816 0.00538 0.01424 0.01097 AFIX 137 H21A 2 -0.001680 0.256537 0.801958 11.00000 -1.50000 H21B 2 0.007209 0.362099 0.828286 11.00000 -1.50000 H21C 2 0.139685 0.305297 0.825011 11.00000 -1.50000 AFIX 0 C13 1 0.215261 0.340478 0.493045 11.00000 0.04104 0.02532 = 0.05643 0.00885 0.01148 0.00289 AFIX 137 H13A 2 0.125794 0.367052 0.485548 11.00000 -1.50000 H13B 2 0.233917 0.316675 0.452490 11.00000 -1.50000 H13C 2 0.279756 0.389277 0.510102 11.00000 -1.50000 AFIX 0 C15 1 0.097160 0.045367 0.610001 11.00000 0.04985 0.02245 = 0.05750 -0.00646 0.01964 -0.00979 AFIX 137 H15A 2 0.151901 0.010282 0.645228 11.00000 -1.50000 H15B 2 0.074032 0.004680 0.572240 11.00000 -1.50000 H15C 2 0.016081 0.066575 0.623154 11.00000 -1.50000 AFIX 0 C22 1 0.200129 0.491223 0.771022 11.00000 0.03406 0.02775 = 0.05671 -0.01201 0.00636 -0.00233 AFIX 137 H22A 2 0.265247 0.451686 0.798905 11.00000 -1.50000 H22B 2 0.145283 0.523679 0.796947 11.00000 -1.50000 H22C 2 0.246231 0.537612 0.749387 11.00000 -1.50000 AFIX 0 C18 1 0.070694 0.448967 0.654308 11.00000 0.03487 0.01750 = 0.04861 0.00463 0.01382 0.00716 C25 1 -0.148422 0.246855 0.677463 11.00000 0.03276 0.02977 = 0.07381 -0.00560 0.01074 -0.00319 AFIX 137 H25A 2 -0.172401 0.223258 0.633355 11.00000 -1.50000 H25B 2 -0.227091 0.273009 0.690407 11.00000 -1.50000 H25C 2 -0.113215 0.195229 0.706348 11.00000 -1.50000 AFIX 0 C23 1 0.112850 0.531072 0.618342 11.00000 0.05237 0.02483 = 0.06600 0.01690 0.02904 0.01205 AFIX 137 H23A 2 0.198008 0.555088 0.641698 11.00000 -1.50000 H23B 2 0.046019 0.580799 0.614569 11.00000 -1.50000 H23C 2 0.121931 0.510709 0.575376 11.00000 -1.50000 AFIX 0 C24 1 -0.119808 0.391867 0.564915 11.00000 0.04275 0.03880 = 0.05408 -0.00664 -0.00331 0.01699 AFIX 137 H24A 2 -0.067078 0.402189 0.531908 11.00000 -1.50000 H24B 2 -0.178846 0.445556 0.565906 11.00000 -1.50000 H24C 2 -0.172627 0.334604 0.554946 11.00000 -1.50000 AFIX 0 C26 1 0.289456 0.440167 0.958669 11.00000 0.14088 0.03638 = 0.10328 0.02061 0.08889 0.02640 PART 1 AFIX 23 H26C 2 0.195611 0.421730 0.944321 10.50000 -1.20000 H26D 2 0.313873 0.428746 1.005490 10.50000 -1.20000 AFIX 23 PART -1 H26A 2 0.196170 0.430403 0.936965 10.50000 -1.20000 H26B 2 0.298111 0.416310 1.003070 10.50000 -1.20000 AFIX 0 CL2A 3 0.315550 0.554606 0.963377 10.50000 0.05749 0.03807 = 0.20536 -0.03860 0.00229 0.00359 HKLF 4 REM fed727_final_a.res in P2(1)/c REM wR2 = 0.1699, GooF = S = 0.999, Restrained GooF = 0.998 for all data REM R1 = 0.0589 for 5186 Fo > 4sig(Fo) and 0.0646 for all 5979 data REM 317 parameters refined using 6 restraints END WGHT 0.1365 0.0000 REM Highest difference peak 2.382, deepest hole -2.176, 1-sigma level 0.332 Q1 1 0.4574 0.3920 0.6865 11.00000 0.05 1.77 Q2 1 0.4862 0.4780 0.7189 11.00000 0.05 1.59 Q3 1 0.2507 0.0691 0.8282 11.00000 0.05 1.57 Q4 1 0.1749 0.1455 0.7986 11.00000 0.05 1.53 Q5 1 0.3581 0.3659 0.7231 11.00000 0.05 1.48 Q6 1 0.2014 0.2829 0.6934 11.00000 0.05 1.46 Q7 1 0.5263 -0.0219 0.9216 11.00000 0.05 1.46 Q8 1 0.4860 0.3830 0.7509 11.00000 0.05 1.42 Q9 1 0.5014 0.0658 0.8862 11.00000 0.05 1.39 Q10 1 0.0802 0.0626 0.7732 11.00000 0.05 1.36 Q11 1 0.5584 0.3848 0.7451 11.00000 0.05 1.33 Q12 1 0.8260 0.2860 0.8669 11.00000 0.05 1.31 Q13 1 0.4354 0.0715 0.8867 11.00000 0.05 1.23 Q14 1 0.5273 0.0737 0.9539 11.00000 0.05 1.22 ; _shelx_res_checksum 9033 _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 ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 I1 I 0.47466(4) 0.38833(3) 0.71640(2) 0.03081(16) Uani 1 1 d . . . . . I4 I 0.18023(4) 0.06017(3) 0.79751(2) 0.03332(16) Uani 1 1 d . . . . . I3 I 0.51767(5) 0.06623(3) 0.91851(2) 0.03343(16) Uani 1 1 d . . . . . I2 I 0.70869(5) 0.28393(3) 0.86858(3) 0.04030(17) Uani 1 1 d . . . . . Y1 Y 0.19432(6) 0.28683(4) 0.66043(3) 0.02652(17) Uani 1 1 d . . . . . Cl1 Cl 0.3877(2) 0.36885(16) 0.91991(11) 0.0464(5) Uani 1 1 d . . . . . Cl3A Cl 0.3043(14) 0.5567(8) 0.9447(5) 0.049(2) Uani 0.5 1 d . U P A 1 N1 N 0.3238(6) 0.2278(4) 0.7569(3) 0.0309(13) Uani 1 1 d . . . . . C5 C 0.3333(7) 0.1568(5) 0.8008(4) 0.0313(14) Uani 1 1 d . . . . . C17 C 0.1129(7) 0.4304(5) 0.7212(4) 0.0301(14) Uani 1 1 d . . . . . C9 C 0.1186(7) 0.2010(5) 0.5492(4) 0.0311(14) Uani 1 1 d . . . . . C10 C 0.1733(8) 0.1294(5) 0.5936(4) 0.0322(15) Uani 1 1 d . . . . . C16 C 0.0423(7) 0.3514(5) 0.7376(4) 0.0317(15) Uani 1 1 d . . . . . C19 C -0.0286(8) 0.3815(5) 0.6297(4) 0.0340(15) Uani 1 1 d . . . . . C4 C 0.4527(7) 0.1577(5) 0.8433(4) 0.0306(14) Uani 1 1 d . . . . . C6 C 0.3119(8) 0.1456(5) 0.6132(4) 0.0343(15) Uani 1 1 d . . . . . C8 C 0.2250(7) 0.2612(5) 0.5407(4) 0.0312(14) Uani 1 1 d . . . . . C7 C 0.3439(7) 0.2271(5) 0.5789(4) 0.0314(14) Uani 1 1 d . . . . . C12 C 0.4808(7) 0.2597(6) 0.5757(4) 0.0372(16) Uani 1 1 d . . . . . H12A H 0.481790 0.328338 0.572766 0.056 Uiso 1 1 calc R U . . . H12B H 0.507434 0.232485 0.537871 0.056 Uiso 1 1 calc R U . . . H12C H 0.542755 0.239518 0.614541 0.056 Uiso 1 1 calc R U . . . C2 C 0.4402(7) 0.2740(5) 0.7732(4) 0.0314(15) Uani 1 1 d . . . . . C11 C 0.4094(8) 0.0823(6) 0.6556(4) 0.0382(17) Uani 1 1 d . . . . . H11A H 0.478806 0.120531 0.681885 0.057 Uiso 1 1 calc R U . . . H11B H 0.449507 0.039471 0.628796 0.057 Uiso 1 1 calc R U . . . H11C H 0.363441 0.045919 0.683582 0.057 Uiso 1 1 calc R U . . . C14 C -0.0161(8) 0.1975(6) 0.5072(4) 0.0382(17) Uani 1 1 d . . . . . H14A H -0.079647 0.173086 0.531890 0.057 Uiso 1 1 calc R U . . . H14B H -0.014365 0.156223 0.470499 0.057 Uiso 1 1 calc R U . . . H14C H -0.042708 0.260813 0.491785 0.057 Uiso 1 1 calc R U . . . C3 C 0.5252(7) 0.2343(5) 0.8259(4) 0.0301(14) Uani 1 1 d . . . . . C20 C -0.0458(7) 0.3215(6) 0.6809(4) 0.0349(16) Uani 1 1 d . . . . . C21 C 0.0473(9) 0.3158(6) 0.8039(4) 0.0418(18) Uani 1 1 d . . . . . H21A H -0.001680 0.256537 0.801958 0.063 Uiso 1 1 calc R U . . . H21B H 0.007209 0.362099 0.828286 0.063 Uiso 1 1 calc R U . . . H21C H 0.139685 0.305297 0.825011 0.063 Uiso 1 1 calc R U . . . C13 C 0.2153(9) 0.3405(6) 0.4930(5) 0.0407(18) Uani 1 1 d . . . . . H13A H 0.125794 0.367052 0.485548 0.061 Uiso 1 1 calc R U . . . H13B H 0.233917 0.316675 0.452490 0.061 Uiso 1 1 calc R U . . . H13C H 0.279756 0.389277 0.510102 0.061 Uiso 1 1 calc R U . . . C15 C 0.0972(9) 0.0454(6) 0.6100(5) 0.0420(18) Uani 1 1 d . . . . . H15A H 0.151901 0.010282 0.645228 0.063 Uiso 1 1 calc R U . . . H15B H 0.074032 0.004680 0.572240 0.063 Uiso 1 1 calc R U . . . H15C H 0.016081 0.066575 0.623154 0.063 Uiso 1 1 calc R U . . . C22 C 0.2001(8) 0.4912(6) 0.7710(5) 0.0399(18) Uani 1 1 d . . . . . H22A H 0.265247 0.451686 0.798905 0.060 Uiso 1 1 calc R U . . . H22B H 0.145283 0.523679 0.796947 0.060 Uiso 1 1 calc R U . . . H22C H 0.246231 0.537612 0.749387 0.060 Uiso 1 1 calc R U . . . C18 C 0.0707(8) 0.4490(5) 0.6543(4) 0.0329(15) Uani 1 1 d . . . . . C25 C -0.1484(8) 0.2469(6) 0.6775(5) 0.045(2) Uani 1 1 d . . . . . H25A H -0.172401 0.223258 0.633355 0.068 Uiso 1 1 calc R U . . . H25B H -0.227091 0.273009 0.690407 0.068 Uiso 1 1 calc R U . . . H25C H -0.113215 0.195229 0.706348 0.068 Uiso 1 1 calc R U . . . C23 C 0.1129(9) 0.5311(6) 0.6183(5) 0.045(2) Uani 1 1 d . . . . . H23A H 0.198008 0.555088 0.641698 0.068 Uiso 1 1 calc R U . . . H23B H 0.046019 0.580799 0.614569 0.068 Uiso 1 1 calc R U . . . H23C H 0.121931 0.510709 0.575376 0.068 Uiso 1 1 calc R U . . . C24 C -0.1198(9) 0.3919(7) 0.5649(5) 0.047(2) Uani 1 1 d . . . . . H24A H -0.067078 0.402189 0.531908 0.070 Uiso 1 1 calc R U . . . H24B H -0.178846 0.445556 0.565906 0.070 Uiso 1 1 calc R U . . . H24C H -0.172627 0.334604 0.554946 0.070 Uiso 1 1 calc R U . . . C26 C 0.2895(19) 0.4402(8) 0.9587(8) 0.085(5) Uani 1 1 d . . . . . H26C H 0.195611 0.421730 0.944321 0.102 Uiso 0.5 1 calc R U P A 1 H26D H 0.313873 0.428746 1.005490 0.102 Uiso 0.5 1 calc R U P A 1 H26A H 0.196170 0.430403 0.936965 0.102 Uiso 0.5 1 calc R U P A -1 H26B H 0.298111 0.416310 1.003070 0.102 Uiso 0.5 1 calc R U P A -1 Cl2A Cl 0.3155(18) 0.5546(10) 0.9634(10) 0.104(6) Uani 0.5 1 d . U P A -1 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 0.0293(2) 0.0200(2) 0.0430(3) 0.00064(14) 0.00692(18) -0.00377(15) I4 0.0288(3) 0.0225(3) 0.0488(3) 0.00243(15) 0.00806(19) -0.00402(16) I3 0.0334(3) 0.0253(3) 0.0412(3) 0.00425(15) 0.00649(19) 0.00609(17) I2 0.0267(3) 0.0295(3) 0.0601(4) 0.00109(18) -0.0025(2) -0.00297(17) Y1 0.0243(3) 0.0168(3) 0.0380(4) 0.00010(19) 0.0051(2) 0.0016(2) Cl1 0.0457(10) 0.0415(11) 0.0523(12) 0.0039(8) 0.0108(8) 0.0116(9) Cl3A 0.063(6) 0.025(3) 0.066(3) 0.006(2) 0.028(4) 0.005(3) N1 0.028(3) 0.017(3) 0.049(4) 0.003(2) 0.010(3) -0.003(2) C5 0.027(3) 0.022(3) 0.045(4) -0.001(3) 0.007(3) 0.000(3) C17 0.022(3) 0.021(3) 0.048(4) 0.000(3) 0.010(3) -0.001(3) C9 0.029(3) 0.024(3) 0.040(4) -0.004(3) 0.005(3) 0.000(3) C10 0.039(4) 0.015(3) 0.045(4) 0.003(2) 0.014(3) 0.003(3) C16 0.029(3) 0.018(3) 0.051(5) 0.000(3) 0.012(3) 0.004(3) C19 0.031(3) 0.030(4) 0.039(4) 0.001(3) 0.002(3) 0.007(3) C4 0.028(3) 0.022(3) 0.042(4) 0.000(3) 0.009(3) 0.003(3) C6 0.040(4) 0.021(3) 0.043(4) 0.000(3) 0.012(3) 0.006(3) C8 0.030(3) 0.024(3) 0.039(4) 0.000(3) 0.006(3) -0.003(3) C7 0.031(4) 0.027(3) 0.035(4) -0.004(2) 0.001(3) -0.001(3) C12 0.025(3) 0.033(4) 0.055(5) -0.009(3) 0.011(3) 0.001(3) C2 0.029(3) 0.024(3) 0.045(4) -0.001(3) 0.016(3) 0.004(3) C11 0.036(4) 0.025(4) 0.053(5) 0.002(3) 0.007(3) 0.016(3) C14 0.038(4) 0.029(4) 0.043(4) -0.007(3) -0.004(3) 0.002(3) C3 0.022(3) 0.017(3) 0.050(4) 0.002(3) 0.005(3) -0.004(3) C20 0.023(3) 0.027(4) 0.055(5) -0.007(3) 0.009(3) 0.003(3) C21 0.047(4) 0.032(4) 0.048(5) 0.005(3) 0.014(3) 0.011(4) C13 0.041(4) 0.025(4) 0.056(5) 0.009(3) 0.011(3) 0.003(3) C15 0.050(5) 0.022(4) 0.058(5) -0.006(3) 0.020(4) -0.010(3) C22 0.034(4) 0.028(4) 0.057(5) -0.012(3) 0.006(3) -0.002(3) C18 0.035(4) 0.018(3) 0.049(4) 0.005(3) 0.014(3) 0.007(3) C25 0.033(4) 0.030(4) 0.074(6) -0.006(4) 0.011(4) -0.003(3) C23 0.052(5) 0.025(4) 0.066(6) 0.017(3) 0.029(4) 0.012(4) C24 0.043(4) 0.039(5) 0.054(5) -0.007(3) -0.003(4) 0.017(4) C26 0.141(13) 0.036(6) 0.103(10) 0.021(5) 0.089(10) 0.026(7) Cl2A 0.057(5) 0.038(5) 0.205(18) -0.039(8) 0.002(9) 0.004(4) 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' Y Y -0.2670 2.0244 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 1 0 0.0828 2 -2 -1 0.0619 -1 -1 1 0.0901 0 0 1 0.0222 0 0 -1 0.0338 2 2 1 0.0515 -2 -2 1 0.0897 1 -1 -2 0.0471 -1 1 -2 0.0555 1 1 -2 0.0426 -2 -2 -1 0.0816 -1 1 2 0.0789 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 I1 Y1 67.9(2) . . ? N1 Y1 I1 62.11(14) . . ? N1 Y1 C17 91.7(2) . . ? N1 Y1 C9 128.8(2) . . ? N1 Y1 C10 97.8(2) . . ? N1 Y1 C16 83.6(2) . . ? N1 Y1 C19 135.3(2) . . ? N1 Y1 C6 80.6(2) . . ? N1 Y1 C8 128.9(2) . . ? N1 Y1 C7 98.6(2) . . ? N1 Y1 C20 108.0(2) . . ? N1 Y1 C18 122.6(2) . . ? C17 Y1 I1 79.74(15) . . ? C17 Y1 C16 31.1(2) . . ? C17 Y1 C6 170.8(2) . . ? C17 Y1 C8 133.3(2) . . ? C17 Y1 C7 147.4(2) . . ? C17 Y1 C20 51.4(2) . . ? C9 Y1 I1 128.27(17) . . ? C9 Y1 C17 136.9(2) . . ? C9 Y1 C10 31.4(2) . . ? C9 Y1 C16 127.6(2) . . ? C9 Y1 C6 52.0(2) . . ? C9 Y1 C8 31.4(2) . . ? C9 Y1 C7 51.6(2) . . ? C9 Y1 C20 96.6(2) . . ? C10 Y1 I1 123.26(17) . . ? C10 Y1 C17 156.9(2) . . ? C10 Y1 C16 129.2(2) . . ? C10 Y1 C6 31.3(2) . . ? C10 Y1 C8 51.6(2) . . ? C10 Y1 C7 51.5(2) . . ? C10 Y1 C20 105.5(2) . . ? C16 Y1 I1 102.25(16) . . ? C16 Y1 C8 147.2(2) . . ? C16 Y1 C7 177.6(2) . . ? C19 Y1 I1 122.26(18) . . ? C19 Y1 C17 51.6(2) . . ? C19 Y1 C9 85.8(2) . . ? C19 Y1 C10 109.1(2) . . ? C19 Y1 C16 51.8(2) . . ? C19 Y1 C6 137.5(3) . . ? C19 Y1 C8 95.6(2) . . ? C19 Y1 C7 126.1(2) . . ? C19 Y1 C20 31.3(3) . . ? C6 Y1 I1 92.08(18) . . ? C6 Y1 C16 150.5(2) . . ? C6 Y1 C8 51.7(2) . . ? C6 Y1 C7 31.4(2) . . ? C8 Y1 I1 98.41(16) . . ? C8 Y1 C7 30.8(2) . . ? C7 Y1 I1 78.07(16) . . ? C20 Y1 I1 130.72(17) . . ? C20 Y1 C16 31.2(2) . . ? C20 Y1 C6 135.9(2) . . ? C20 Y1 C8 118.6(2) . . ? C20 Y1 C7 147.6(2) . . ? C18 Y1 I1 90.82(18) . . ? C18 Y1 C17 31.4(3) . . ? C18 Y1 C9 108.0(3) . . ? C18 Y1 C10 137.1(3) . . ? C18 Y1 C16 52.0(2) . . ? C18 Y1 C19 31.5(2) . . ? C18 Y1 C6 154.5(3) . . ? C18 Y1 C8 102.9(2) . . ? C18 Y1 C7 125.7(2) . . ? C18 Y1 C20 51.9(2) . . ? C5 N1 Y1 143.7(5) . . ? C2 N1 Y1 111.6(5) . . ? C2 N1 C5 104.2(6) . . ? N1 C5 I4 120.9(5) . . ? N1 C5 C4 112.1(6) . . ? C4 C5 I4 127.0(6) . . ? C16 C17 Y1 74.6(4) . . ? C16 C17 C22 122.9(7) . . ? C16 C17 C18 108.7(7) . . ? C22 C17 Y1 125.5(5) . . ? C18 C17 Y1 73.7(4) . . ? C18 C17 C22 127.6(7) . . ? C10 C9 Y1 74.4(4) . . ? C10 C9 C8 107.4(6) . . ? C10 C9 C14 124.6(7) . . ? C8 C9 Y1 74.8(4) . . ? C8 C9 C14 126.1(7) . . ? C14 C9 Y1 128.7(5) . . ? C9 C10 Y1 74.2(4) . . ? C9 C10 C15 124.3(7) . . ? C6 C10 Y1 74.7(4) . . ? C6 C10 C9 108.5(6) . . ? C6 C10 C15 126.8(7) . . ? C15 C10 Y1 122.7(5) . . ? C17 C16 Y1 74.3(4) . . ? C17 C16 C20 107.6(7) . . ? C17 C16 C21 125.3(7) . . ? C20 C16 Y1 74.3(4) . . ? C20 C16 C21 126.6(7) . . ? C21 C16 Y1 123.7(5) . . ? C20 C19 Y1 74.8(4) . . ? C20 C19 C18 108.3(7) . . ? C20 C19 C24 127.3(8) . . ? C18 C19 Y1 74.1(4) . . ? C18 C19 C24 122.6(8) . . ? C24 C19 Y1 129.1(6) . . ? C5 C4 I3 127.8(6) . . ? C5 C4 C3 106.6(6) . . ? C3 C4 I3 125.6(5) . . ? C10 C6 Y1 74.1(4) . . ? C10 C6 C7 107.4(7) . . ? C10 C6 C11 126.0(7) . . ? C7 C6 Y1 75.4(4) . . ? C7 C6 C11 126.2(7) . . ? C11 C6 Y1 121.9(5) . . ? C9 C8 Y1 73.8(4) . . ? C9 C8 C13 125.7(7) . . ? C7 C8 Y1 75.6(5) . . ? C7 C8 C9 108.7(7) . . ? C7 C8 C13 125.2(7) . . ? C13 C8 Y1 122.5(5) . . ? C6 C7 Y1 73.1(4) . . ? C6 C7 C12 125.7(7) . . ? C8 C7 Y1 73.6(5) . . ? C8 C7 C6 107.9(7) . . ? C8 C7 C12 125.7(7) . . ? C12 C7 Y1 126.7(5) . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C2 I1 118.3(6) . . ? N1 C2 C3 113.0(7) . . ? C3 C2 I1 128.6(6) . . ? C6 C11 H11A 109.5 . . ? C6 C11 H11B 109.5 . . ? C6 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C4 C3 I2 129.7(6) . . ? C2 C3 I2 126.2(5) . . ? C2 C3 C4 104.0(6) . . ? C16 C20 Y1 74.5(4) . . ? C16 C20 C19 108.2(7) . . ? C16 C20 C25 125.7(8) . . ? C19 C20 Y1 73.9(4) . . ? C19 C20 C25 125.8(8) . . ? C25 C20 Y1 122.5(5) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C17 C18 Y1 74.9(4) . . ? C17 C18 C23 126.0(8) . . ? C19 C18 Y1 74.4(4) . . ? C19 C18 C17 107.2(7) . . ? C19 C18 C23 126.5(8) . . ? C23 C18 Y1 121.4(5) . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25B 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? Cl1 C26 H26C 108.8 . . ? Cl1 C26 H26D 108.8 . . ? Cl1 C26 H26A 107.3 . . ? Cl1 C26 H26B 107.3 . . ? Cl3A C26 Cl1 113.8(8) . . ? Cl3A C26 H26C 108.8 . . ? Cl3A C26 H26D 108.8 . . ? Cl3A C26 H26A 99.7 . . ? Cl3A C26 H26B 120.5 . . ? H26C C26 H26D 107.7 . . ? H26C C26 H26A 11.6 . . ? H26C C26 H26B 95.7 . . ? H26D C26 H26A 118.3 . . ? H26D C26 H26B 13.9 . . ? H26A C26 H26B 106.9 . . ? Cl2A C26 Cl1 119.9(10) . . ? Cl2A C26 Cl3A 13.3(10) . . ? Cl2A C26 H26C 114.7 . . ? Cl2A C26 H26D 95.5 . . ? Cl2A C26 H26A 107.3 . . ? Cl2A C26 H26B 107.3 . . ? 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 I1 Y1 3.2382(7) . ? I1 C2 2.099(8) . ? I4 C5 2.084(7) . ? I3 C4 2.067(8) . ? I2 C3 2.054(7) . ? Y1 N1 2.367(7) . ? Y1 C17 2.643(7) . ? Y1 C9 2.637(7) . ? Y1 C10 2.639(7) . ? Y1 C16 2.647(7) . ? Y1 C19 2.632(7) . ? Y1 C6 2.646(7) . ? Y1 C8 2.651(8) . ? Y1 C7 2.677(8) . ? Y1 C20 2.643(7) . ? Y1 C18 2.628(7) . ? Cl1 C26 1.751(11) . ? Cl3A C26 1.698(16) . ? N1 C5 1.366(9) . ? N1 C2 1.352(10) . ? C5 C4 1.373(10) . ? C17 C16 1.420(10) . ? C17 C22 1.517(10) . ? C17 C18 1.427(12) . ? C9 C10 1.428(10) . ? C9 C8 1.430(11) . ? C9 C14 1.495(10) . ? C10 C6 1.424(11) . ? C10 C15 1.509(11) . ? C16 C20 1.421(11) . ? C16 C21 1.488(12) . ? C19 C20 1.423(12) . ? C19 C18 1.426(11) . ? C19 C24 1.512(12) . ? C4 C3 1.413(10) . ? C6 C7 1.443(11) . ? C6 C11 1.508(10) . ? C8 C7 1.414(10) . ? C8 C13 1.507(11) . ? C7 C12 1.500(10) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C2 C3 1.396(11) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C20 C25 1.491(11) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C18 C23 1.507(11) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C26 H26C 0.9900 . ? C26 H26D 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C26 Cl2A 1.652(19) . ? 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 I1 C2 C3 I2 5.1(10) . . . . ? I1 C2 C3 C4 -177.6(5) . . . . ? I4 C5 C4 I3 -1.6(10) . . . . ? I4 C5 C4 C3 178.4(6) . . . . ? I3 C4 C3 I2 -2.7(10) . . . . ? I3 C4 C3 C2 -179.8(5) . . . . ? Y1 N1 C5 I4 -8.3(12) . . . . ? Y1 N1 C5 C4 170.0(6) . . . . ? Y1 N1 C2 I1 4.1(7) . . . . ? Y1 N1 C2 C3 -173.3(5) . . . . ? Y1 C17 C16 C20 -67.4(5) . . . . ? Y1 C17 C16 C21 120.5(7) . . . . ? Y1 C17 C18 C19 68.0(5) . . . . ? Y1 C17 C18 C23 -118.1(8) . . . . ? Y1 C9 C10 C6 -67.4(5) . . . . ? Y1 C9 C10 C15 119.2(8) . . . . ? Y1 C9 C8 C7 68.2(5) . . . . ? Y1 C9 C8 C13 -118.7(8) . . . . ? Y1 C10 C6 C7 -68.7(5) . . . . ? Y1 C10 C6 C11 118.2(8) . . . . ? Y1 C16 C20 C19 -66.8(5) . . . . ? Y1 C16 C20 C25 119.1(8) . . . . ? Y1 C19 C20 C16 67.2(5) . . . . ? Y1 C19 C20 C25 -118.7(8) . . . . ? Y1 C19 C18 C17 -68.3(5) . . . . ? Y1 C19 C18 C23 117.8(8) . . . . ? Y1 C6 C7 C8 -65.9(6) . . . . ? Y1 C6 C7 C12 123.5(7) . . . . ? Y1 C8 C7 C6 65.6(5) . . . . ? Y1 C8 C7 C12 -123.8(7) . . . . ? N1 C5 C4 I3 -179.8(5) . . . . ? N1 C5 C4 C3 0.1(9) . . . . ? N1 C2 C3 I2 -177.8(5) . . . . ? N1 C2 C3 C4 -0.6(9) . . . . ? C5 N1 C2 I1 178.0(5) . . . . ? C5 N1 C2 C3 0.7(9) . . . . ? C5 C4 C3 I2 177.4(6) . . . . ? C5 C4 C3 C2 0.3(8) . . . . ? C17 C16 C20 Y1 67.4(5) . . . . ? C17 C16 C20 C19 0.6(8) . . . . ? C17 C16 C20 C25 -173.5(7) . . . . ? C9 C10 C6 Y1 67.1(5) . . . . ? C9 C10 C6 C7 -1.6(9) . . . . ? C9 C10 C6 C11 -174.7(7) . . . . ? C9 C8 C7 Y1 -67.0(5) . . . . ? C9 C8 C7 C6 -1.4(9) . . . . ? C9 C8 C7 C12 169.2(7) . . . . ? C10 C9 C8 Y1 -67.8(5) . . . . ? C10 C9 C8 C7 0.4(9) . . . . ? C10 C9 C8 C13 173.5(8) . . . . ? C10 C6 C7 Y1 67.8(5) . . . . ? C10 C6 C7 C8 1.9(9) . . . . ? C10 C6 C7 C12 -168.8(7) . . . . ? C16 C17 C18 Y1 -66.9(5) . . . . ? C16 C17 C18 C19 1.0(8) . . . . ? C16 C17 C18 C23 175.0(7) . . . . ? C8 C9 C10 Y1 68.1(5) . . . . ? C8 C9 C10 C6 0.7(9) . . . . ? C8 C9 C10 C15 -172.7(7) . . . . ? C2 N1 C5 I4 -178.9(5) . . . . ? C2 N1 C5 C4 -0.5(9) . . . . ? C11 C6 C7 Y1 -119.1(8) . . . . ? C11 C6 C7 C8 175.0(8) . . . . ? C11 C6 C7 C12 4.4(13) . . . . ? C14 C9 C10 Y1 -126.5(8) . . . . ? C14 C9 C10 C6 166.1(7) . . . . ? C14 C9 C10 C15 -7.3(12) . . . . ? C14 C9 C8 Y1 127.1(8) . . . . ? C14 C9 C8 C7 -164.7(7) . . . . ? C14 C9 C8 C13 8.4(13) . . . . ? C20 C19 C18 Y1 67.6(5) . . . . ? C20 C19 C18 C17 -0.7(9) . . . . ? C20 C19 C18 C23 -174.6(7) . . . . ? C21 C16 C20 Y1 -120.6(7) . . . . ? C21 C16 C20 C19 172.6(7) . . . . ? C21 C16 C20 C25 -1.4(12) . . . . ? C13 C8 C7 Y1 119.9(8) . . . . ? C13 C8 C7 C6 -174.5(8) . . . . ? C13 C8 C7 C12 -3.9(13) . . . . ? C15 C10 C6 Y1 -119.6(8) . . . . ? C15 C10 C6 C7 171.7(8) . . . . ? C15 C10 C6 C11 -1.5(13) . . . . ? C22 C17 C16 Y1 -122.6(7) . . . . ? C22 C17 C16 C20 170.0(7) . . . . ? C22 C17 C16 C21 -2.2(11) . . . . ? C22 C17 C18 Y1 122.6(7) . . . . ? C22 C17 C18 C19 -169.4(7) . . . . ? C22 C17 C18 C23 4.6(13) . . . . ? C18 C17 C16 Y1 66.4(5) . . . . ? C18 C17 C16 C20 -1.0(8) . . . . ? C18 C17 C16 C21 -173.2(7) . . . . ? C18 C19 C20 Y1 -67.2(5) . . . . ? C18 C19 C20 C16 0.0(8) . . . . ? C18 C19 C20 C25 174.1(7) . . . . ? C24 C19 C20 Y1 127.9(8) . . . . ? C24 C19 C20 C16 -164.9(8) . . . . ? C24 C19 C20 C25 9.2(13) . . . . ? C24 C19 C18 Y1 -126.6(8) . . . . ? C24 C19 C18 C17 165.1(7) . . . . ? C24 C19 C18 C23 -8.8(13) . . . . ?