#------------------------------------------------------------------------------ #$Date: 2021-09-16 01:10:17 +0300 (Thu, 16 Sep 2021) $ #$Revision: 269158 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/46/1564662.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_1564662 loop_ _publ_author_name 'Wang, Lu' 'Shi, Fuxing' 'Qi, Chaorong' 'Xu, Wenjie' 'Xiong, Wenfang' 'Kang, Bangxiong' 'Jiang, Huanfeng' _publ_section_title ; Stereodivergent synthesis of \b-iodoenol carbamates with CO2via photocatalysis ; _journal_issue 35 _journal_name_full 'Chemical Science' _journal_page_first 11821 _journal_page_last 11830 _journal_paper_doi 10.1039/D1SC03366B _journal_volume 12 _journal_year 2021 _chemical_formula_moiety 'C26 H21 Cl I N3 O3' _chemical_formula_sum 'C26 H21 Cl I N3 O3' _chemical_formula_weight 585.81 _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' _space_group_name_H-M_alt 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2019-12-21 _audit_creation_method ; Olex2 1.3-alpha (compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003) ; _audit_update_record ; 2020-10-30 deposited with the CCDC. 2021-08-03 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 97.402(13) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.6059(14) _cell_length_b 17.029(2) _cell_length_c 11.5334(16) _cell_measurement_reflns_used 2926 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.8840 _cell_measurement_theta_min 2.0590 _cell_volume 2455.2(5) _computing_cell_refinement 'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 1.3-alpha (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3-alpha (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.2684 _diffrn_detector_type AtlasS2 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _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 37.00 98.00 1.00 3.50 -- 11.74-178.00 0.00 61 2 \w 7.00 54.00 1.00 3.50 -- 11.74 19.00 -90.00 47 3 \w -11.00 85.00 1.00 3.50 -- 11.74 57.00 120.00 96 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasS2' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0502393000 _diffrn_orient_matrix_UB_12 -0.0131667000 _diffrn_orient_matrix_UB_13 0.0139778000 _diffrn_orient_matrix_UB_21 -0.0243697000 _diffrn_orient_matrix_UB_22 0.0349219000 _diffrn_orient_matrix_UB_23 -0.0245617000 _diffrn_orient_matrix_UB_31 -0.0100040000 _diffrn_orient_matrix_UB_32 -0.0187294000 _diffrn_orient_matrix_UB_33 -0.0550895000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0234 _diffrn_reflns_av_unetI/netI 0.0359 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 5688 _diffrn_reflns_point_group_measured_fraction_full 0.805 _diffrn_reflns_point_group_measured_fraction_max 0.805 _diffrn_reflns_theta_full 24.996 _diffrn_reflns_theta_max 24.996 _diffrn_reflns_theta_min 2.021 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 1.446 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.78956 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015) 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 1.585 _exptl_crystal_description block _exptl_crystal_F_000 1168 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.359 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.046 _refine_ls_abs_structure_details ; Flack x determined using 1164 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.002(13) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 307 _refine_ls_number_reflns 3480 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.044 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0287 _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^)+(0.0266P)^2^+0.6647P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.0643 _reflns_Friedel_coverage 0.606 _reflns_Friedel_fraction_full 0.609 _reflns_Friedel_fraction_max 0.609 _reflns_number_gt 3256 _reflns_number_total 3480 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1sc03366b2.cif _cod_data_source_block ml-1 _cod_database_code 1564662 _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. ; _reflns_odcompleteness_completeness 99.96 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Secondary CH2 refined with riding coordinates: C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C25(H25), C26(H26) ; _shelx_res_file ; TITL ml-1_a.res in Cc ml-1.res created by SHELXL-2018/3 at 14:40:58 on 21-Dec-2019 REM Old TITL ml-1 in Cc REM SHELXT solution in Cc: R1 0.145, Rweak 0.160, Alpha 0.004 REM 0.963 for 86 systematic absences, Orientation as input REM Flack x = 0.106 ( 0.017 ) from 1228 Parsons' quotients REM Formula found by SHELXT: C25 N6 O2 I CELL 0.71073 12.6059 17.029 11.5334 90 97.402 90 ZERR 4 0.0014 0.0022 0.0016 0 0.013 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C H Cl I N O UNIT 104 84 4 4 12 12 L.S. 20 PLAN 2 CONF BOND list 4 MORE -1 BOND $H fmap 2 acta OMIT -3 50 REM REM REM WGHT 0.026600 0.664700 FVAR 0.30853 I1 4 0.063140 0.697328 0.852550 11.00000 0.05398 0.06699 = 0.08814 -0.00933 0.01903 0.01096 CL1 3 0.888617 0.310267 0.862980 11.00000 0.06365 0.11471 = 0.05654 0.01653 -0.00533 0.02488 O1 6 0.283788 0.513914 0.799709 11.00000 0.03813 0.05702 = 0.05154 -0.00185 0.00150 0.00863 O2 6 0.183955 0.444872 0.658023 11.00000 0.02986 0.06393 = 0.08487 -0.01097 0.00056 -0.00617 O3 6 0.774726 0.474248 0.419302 11.00000 0.08820 0.04211 = 0.05331 0.00814 0.02211 0.00400 N1 5 0.357181 0.412380 0.716682 11.00000 0.03231 0.04506 = 0.06530 -0.00703 0.00552 0.00167 N2 5 0.531992 0.392924 0.590352 11.00000 0.03069 0.04775 = 0.05006 -0.01581 -0.00065 -0.00286 N3 5 0.582412 0.382159 0.408462 11.00000 0.04936 0.05475 = 0.04950 -0.01041 -0.00768 0.01321 C1 1 0.235079 0.621356 0.666891 11.00000 0.03639 0.05359 = 0.03945 -0.00456 -0.00204 0.00034 C2 1 0.338724 0.640386 0.652642 11.00000 0.03514 0.06327 = 0.05264 0.01051 0.00172 0.00482 AFIX 43 H2 2 0.394529 0.627529 0.710330 11.00000 -1.20000 AFIX 0 C3 1 0.359734 0.678822 0.551934 11.00000 0.04478 0.07917 = 0.06328 0.01163 0.01109 0.00071 AFIX 43 H3 2 0.429806 0.691628 0.542409 11.00000 -1.20000 AFIX 0 C4 1 0.279046 0.697816 0.467463 11.00000 0.07639 0.07983 = 0.05657 0.00951 0.01549 0.00703 AFIX 43 H4 2 0.293758 0.723870 0.400484 11.00000 -1.20000 AFIX 0 C5 1 0.175895 0.678692 0.480630 11.00000 0.07417 0.09329 = 0.05221 0.01461 -0.01492 0.00351 AFIX 43 H5 2 0.120492 0.691454 0.422420 11.00000 -1.20000 AFIX 0 C6 1 0.154352 0.640871 0.579248 11.00000 0.03660 0.08462 = 0.06722 0.00886 -0.00350 -0.00462 AFIX 43 H6 2 0.084016 0.628025 0.587518 11.00000 -1.20000 AFIX 0 C7 1 0.216043 0.579251 0.773981 11.00000 0.03006 0.04903 = 0.05353 -0.00455 0.00005 0.00414 C8 1 0.154910 0.596151 0.854439 11.00000 0.03845 0.05267 = 0.06175 -0.00092 0.00704 0.00157 AFIX 43 H8 2 0.152616 0.560856 0.915599 11.00000 -1.20000 AFIX 0 C9 1 0.269004 0.455330 0.717900 11.00000 0.03936 0.03976 = 0.05516 0.00291 0.00632 -0.00733 C10 1 0.464337 0.434157 0.770299 11.00000 0.03432 0.05562 = 0.05135 -0.00290 -0.00260 0.00477 AFIX 23 H10A 2 0.496199 0.390653 0.816675 11.00000 -1.20000 H10B 2 0.459832 0.478645 0.821960 11.00000 -1.20000 AFIX 0 C11 1 0.533562 0.455105 0.678089 11.00000 0.03226 0.04630 = 0.04993 -0.01146 -0.00296 0.00208 AFIX 23 H11A 2 0.508180 0.503692 0.640307 11.00000 -1.20000 H11B 2 0.606446 0.463402 0.714479 11.00000 -1.20000 AFIX 0 C12 1 0.357494 0.350278 0.630060 11.00000 0.03636 0.04188 = 0.09286 -0.00815 -0.00040 -0.00815 AFIX 23 H12A 2 0.284854 0.339777 0.594650 11.00000 -1.20000 H12B 2 0.386303 0.302497 0.667604 11.00000 -1.20000 AFIX 0 C13 1 0.423709 0.374404 0.538293 11.00000 0.04018 0.05629 = 0.06639 -0.02541 -0.00751 -0.00216 AFIX 23 H13A 2 0.425544 0.332215 0.482078 11.00000 -1.20000 H13B 2 0.391925 0.420060 0.497179 11.00000 -1.20000 AFIX 0 C14 1 0.610503 0.393271 0.516597 11.00000 0.04014 0.03682 = 0.04231 -0.00518 -0.00342 0.00489 C15 1 0.656523 0.376915 0.325690 11.00000 0.07218 0.05829 = 0.03213 0.00116 -0.00715 0.03263 C16 1 0.746752 0.421553 0.327769 11.00000 0.07517 0.04804 = 0.04197 0.00940 0.00787 0.02205 C17 1 0.807713 0.420689 0.237607 11.00000 0.10458 0.07044 = 0.04996 0.01840 0.02321 0.02583 AFIX 43 H17 2 0.867816 0.452656 0.240546 11.00000 -1.20000 AFIX 0 C18 1 0.779974 0.372465 0.142596 11.00000 0.12932 0.09721 = 0.05320 0.01357 0.02300 0.05260 AFIX 43 H18 2 0.820469 0.371840 0.080661 11.00000 -1.20000 AFIX 0 C19 1 0.691908 0.325615 0.141104 11.00000 0.11805 0.09422 = 0.04290 -0.01487 -0.01071 0.05075 AFIX 43 H19 2 0.673792 0.291507 0.078717 11.00000 -1.20000 AFIX 0 C20 1 0.629367 0.328157 0.230898 11.00000 0.07716 0.08105 = 0.05154 -0.01542 -0.01308 0.03542 AFIX 43 H20 2 0.568602 0.296842 0.227497 11.00000 -1.20000 AFIX 0 C21 1 0.801590 0.433717 0.522890 11.00000 0.06024 0.03974 = 0.04365 -0.00793 0.01670 -0.00656 C22 1 0.722706 0.396296 0.575046 11.00000 0.03375 0.03799 = 0.04156 -0.00681 0.00539 0.00301 C23 1 0.751298 0.358415 0.680552 11.00000 0.03509 0.04951 = 0.03861 -0.00110 0.00762 0.00018 AFIX 43 H23 2 0.699486 0.333134 0.717472 11.00000 -1.20000 AFIX 0 C24 1 0.855672 0.358132 0.730551 11.00000 0.03981 0.06068 = 0.04256 -0.00509 0.00034 0.01206 C25 1 0.933842 0.394896 0.678413 11.00000 0.02966 0.08233 = 0.06335 -0.01979 0.00697 0.00211 AFIX 43 H25 2 1.004601 0.394312 0.713264 11.00000 -1.20000 AFIX 0 C26 1 0.905848 0.432480 0.574127 11.00000 0.04258 0.06417 = 0.06600 -0.00842 0.02156 -0.01478 AFIX 43 H26 2 0.958166 0.457465 0.537613 11.00000 -1.20000 AFIX 0 HKLF 4 REM ml-1_a.res in Cc REM wR2 = 0.0643, GooF = S = 1.044, Restrained GooF = 1.044 for all data REM R1 = 0.0287 for 3256 Fo > 4sig(Fo) and 0.0318 for all 3480 data REM 307 parameters refined using 2 restraints END WGHT 0.0266 0.6699 REM Highest difference peak 0.359, deepest hole -0.370, 1-sigma level 0.046 Q1 1 0.0480 0.6482 0.8069 11.00000 0.05 0.36 Q2 1 0.0779 0.6481 0.8960 11.00000 0.05 0.32 ; _shelx_res_checksum 52853 _shelx_hkl_file ; -16 0 -2 34.79 7.45 -16 0 -1 -1.54 2.97 -16 0 0 15.05 5.43 -16 0 1 -1.14 2.70 -16 0 2 42.82 8.31 -16 0 3 -1.15 2.54 -16 -2 -2 11.75 4.44 -16 -2 -1 16.86 5.22 -16 2 -1 14.28 4.98 -16 -2 0 34.22 7.09 -16 2 0 34.48 7.74 -16 2 1 3.50 3.10 -16 -2 1 1.19 2.04 -16 -2 2 39.99 7.77 -16 2 2 41.63 8.49 -16 -2 3 34.41 7.63 -16 -4 -2 3.72 3.29 -16 -4 -1 19.55 5.19 -16 -4 0 21.25 5.64 -16 -4 1 39.89 7.70 -16 -4 2 4.45 3.59 -16 -4 3 29.90 7.04 -16 -6 -1 10.41 4.66 -16 -6 0 11.43 4.16 -16 -6 1 43.46 8.27 -16 -6 2 9.30 4.24 -16 -8 0 20.76 5.77 -16 -8 1 3.73 3.51 -15 1 -2 0.54 2.37 -15 -1 -2 4.56 2.29 -15 1 -1 32.23 6.93 -15 -1 -1 29.31 6.54 -15 1 0 25.86 6.85 -15 -1 0 15.06 5.03 -15 1 1 67.93 9.93 -15 -1 1 46.27 8.43 -15 -1 2 5.76 2.95 -15 1 2 12.93 5.47 -15 1 3 67.46 9.92 -15 -1 3 60.10 9.06 -15 -1 4 3.66 2.41 -15 1 4 0.40 2.20 -15 1 5 44.73 8.25 -15 -1 5 37.13 7.46 -15 1 6 2.70 3.24 -15 -1 6 1.79 2.91 -15 -3 -3 4.43 3.19 -15 -3 -2 24.13 5.77 -15 -3 -1 34.17 6.63 -15 3 0 10.42 4.25 -15 -3 0 7.08 3.88 -15 3 1 45.66 8.46 -15 -3 1 40.70 7.55 -15 3 2 57.16 9.31 -15 -3 2 62.77 9.35 -15 3 3 10.84 4.51 -15 -3 3 25.92 6.43 -15 3 4 62.28 9.85 -15 -3 4 71.98 9.92 -15 3 5 57.63 9.51 -15 -3 5 63.51 9.69 -15 -5 -2 26.55 6.03 -15 -5 -1 14.31 4.75 -15 -5 0 14.86 4.84 -15 -5 1 5.05 2.70 -15 5 1 7.16 4.02 -15 -5 2 52.35 8.41 -15 5 2 47.97 8.64 -15 5 3 5.34 4.09 -15 -5 3 4.07 3.63 -15 5 4 29.95 7.02 -15 -5 4 34.26 7.60 -15 -5 5 27.31 6.78 -15 -7 -1 14.99 4.15 -15 -7 0 38.90 7.05 -15 -7 1 9.34 4.17 -15 -7 2 24.26 5.81 -15 -7 3 42.22 7.67 -15 -7 4 11.23 4.39 -15 -9 0 12.50 4.25 -15 -9 1 27.93 5.98 -15 -9 2 3.34 2.61 -15 -9 3 19.02 5.40 -15 -11 1 18.46 4.84 -15 -11 2 6.55 3.73 -14 0 -2 24.08 5.53 -14 0 -1 -2.41 2.45 -14 0 0 67.20 9.16 -14 0 1 1.23 2.54 -14 0 2 86.73 10.61 -14 0 3 5.83 3.57 -14 0 4 26.77 6.15 -14 0 5 4.66 3.65 -14 0 6 55.87 9.01 -14 0 7 2.23 2.61 -14 0 8 29.35 6.68 -14 -2 -3 26.01 5.55 -14 -2 -2 13.97 4.17 -14 -2 -1 40.38 6.96 -14 2 -1 47.81 7.71 -14 -2 0 39.34 7.06 -14 2 0 43.03 7.71 -14 -2 1 36.87 6.82 -14 2 1 42.04 7.60 -14 -2 2 24.99 5.63 -14 2 2 29.63 6.28 -14 2 3 64.59 9.34 -14 -2 3 59.94 8.58 -14 2 4 57.90 8.67 -14 -2 4 58.38 8.37 -14 2 5 37.04 7.14 -14 -2 5 32.02 6.59 -14 2 6 40.93 7.77 -14 -2 6 55.63 8.78 -14 -2 7 7.33 4.51 -14 2 7 7.83 4.06 -14 2 8 17.06 5.42 -14 -2 8 4.16 4.04 -14 -4 -3 27.95 5.80 -14 -4 -2 2.05 2.77 -14 -4 -1 46.69 7.34 -14 -4 0 13.22 4.26 -14 4 0 21.70 5.86 -14 4 1 155.67 15.02 -14 -4 1 144.79 13.01 -14 -4 2 17.05 4.77 -14 4 2 27.41 6.52 -14 -4 3 116.06 12.09 -14 4 3 119.78 13.00 -14 4 4 4.96 3.19 -14 -4 4 9.20 4.17 -14 4 5 131.40 13.54 -14 -4 5 98.19 11.81 -14 4 6 8.51 3.96 -14 -4 6 4.07 3.57 -14 -4 7 87.69 11.27 -14 4 7 72.20 10.46 -14 4 8 6.26 4.49 -14 -6 -3 42.51 6.59 -14 -6 -2 8.90 3.88 -14 -6 -1 108.10 10.95 -14 -6 0 31.34 6.05 -14 6 1 57.30 9.02 -14 -6 1 46.76 7.51 -14 -6 2 23.81 5.52 -14 6 2 21.90 6.06 -14 6 3 65.92 10.10 -14 -6 3 72.89 9.56 -14 6 4 -0.20 2.78 -14 -6 4 1.66 2.31 -14 6 5 48.08 8.83 -14 -6 5 52.03 8.56 -14 6 6 3.10 2.86 -14 -6 6 9.06 4.48 -14 6 7 29.05 6.97 -14 -6 7 39.50 7.85 -14 -8 -2 5.23 3.31 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1 -5 0 3977.86 72.59 1 5 0 3907.13 73.93 1 5 1 187.50 7.73 1 -5 1 208.55 8.06 1 5 2 2234.04 45.14 1 -5 2 2237.39 46.67 1 -5 3 127.47 7.42 1 5 3 121.93 6.58 1 5 4 3132.69 62.75 1 -5 4 3086.50 65.08 1 -5 5 169.81 10.09 1 -5 6 951.23 29.40 1 5 6 1001.01 27.71 1 5 6 935.40 25.90 1 5 7 28.66 3.90 1 5 7 29.17 4.38 1 -5 7 26.21 4.48 1 -5 8 529.71 22.54 1 5 8 533.81 19.91 1 5 9 6.51 2.77 1 -5 9 4.88 2.03 1 -5 10 46.28 7.01 1 5 10 47.60 6.35 1 -5 11 15.67 5.23 1 5 11 16.04 4.70 1 -5 12 55.14 8.64 1 5 12 53.36 7.63 1 -5 13 0.97 2.70 1 5 13 1.04 3.02 1 -5 14 16.76 5.39 1 5 14 11.55 4.70 1 -7 -7 106.56 9.04 1 7 -7 124.07 10.24 1 -7 -6 469.95 18.90 1 7 -6 435.44 19.16 1 -7 -5 382.67 15.96 1 -7 -5 367.30 11.31 1 -7 -4 1935.49 42.91 1 -7 -4 1764.94 37.44 1 -7 -3 825.73 21.08 1 7 -3 883.37 25.61 1 -7 -3 900.78 24.04 1 -7 -2 480.34 15.48 1 7 -2 437.75 15.87 1 7 -1 1089.26 27.83 1 -7 -1 1116.40 27.27 1 -7 0 1547.88 33.16 1 7 0 1507.78 34.60 1 7 1 726.26 19.60 1 -7 1 748.45 20.32 1 7 2 1424.18 33.41 1 -7 2 1408.10 33.95 1 7 3 889.41 23.80 1 -7 3 801.81 24.21 1 -7 4 286.65 13.40 1 -7 5 491.25 19.83 1 7 5 583.82 19.42 1 7 6 241.43 12.43 1 -7 6 253.27 14.00 1 7 7 36.52 4.38 1 -7 7 41.00 5.73 1 -7 8 82.72 8.86 1 7 8 81.84 7.27 1 7 9 5.31 2.71 1 -7 9 2.18 2.08 1 7 10 47.18 6.08 1 -7 10 45.07 6.93 1 -7 11 2.01 2.12 1 7 11 3.67 1.83 1 -7 12 3.96 3.17 1 7 12 5.13 3.13 1 -7 13 0.74 2.40 1 7 13 3.41 2.62 1 -9 -8 19.28 4.50 1 -9 -7 215.43 13.59 1 -9 -6 75.49 7.35 1 -9 -6 78.20 4.98 1 -9 -5 379.17 12.65 1 9 -5 395.04 18.24 1 -9 -5 431.31 17.53 1 -9 -4 28.05 3.20 1 9 -4 37.14 5.16 1 -9 -4 34.43 4.47 1 -9 -3 2129.61 46.69 1 9 -3 2240.11 52.00 1 -9 -3 2220.70 49.55 1 -9 -2 439.54 15.83 1 9 -2 428.43 16.93 1 9 -1 1201.34 31.82 1 -9 -1 1204.05 30.82 1 -9 0 25.89 3.06 1 9 0 13.83 2.50 1 9 1 863.92 24.03 1 -9 1 857.46 24.04 1 -9 2 69.41 6.07 1 9 2 67.31 5.34 1 -9 3 499.44 18.96 1 -9 4 24.51 4.17 1 9 4 18.61 3.32 1 9 5 245.35 12.73 1 -9 5 239.57 13.59 1 -9 6 17.26 3.92 1 9 6 18.28 3.68 1 -9 7 45.05 6.54 1 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22.97 2 2 4 888.76 17.01 2 -2 4 888.29 24.42 2 2 4 937.03 23.72 2 2 5 774.94 22.56 2 -2 5 766.35 23.77 2 2 5 792.56 22.76 2 -2 6 183.12 10.87 2 2 6 193.70 10.64 2 2 7 386.54 16.64 2 -2 7 404.82 18.00 2 2 7 395.42 16.76 2 -2 8 113.63 9.72 2 2 8 104.92 8.86 2 2 9 82.33 8.34 2 -2 9 72.48 8.30 2 -2 10 37.52 6.24 2 2 10 36.86 5.88 2 -2 11 28.82 6.01 2 2 11 18.22 4.69 2 -2 12 12.19 5.18 2 2 12 14.40 4.31 2 -2 13 3.06 3.26 2 2 13 5.62 4.25 2 -2 14 12.37 5.25 2 2 14 8.34 4.21 2 2 15 3.20 2.82 2 4 -8 57.10 6.73 2 4 -7 671.29 24.04 2 -4 -6 355.16 15.49 2 -4 -5 2299.31 49.66 2 4 -5 2137.94 49.96 2 -4 -4 377.67 13.65 2 4 -4 356.64 13.84 2 4 -3 2150.43 45.35 2 -4 -3 2167.49 44.10 2 -4 -3 2018.14 41.65 2 -4 -2 827.72 19.74 2 -4 -2 864.06 20.75 2 -4 -1 5152.58 91.81 2 -4 -1 5079.07 91.61 2 -4 -1 4896.40 87.48 2 -4 0 191.57 6.67 2 4 1 6623.42 119.39 2 -4 1 6969.15 121.95 2 4 2 906.92 21.14 2 -4 2 954.46 23.52 2 4 3 969.63 23.47 2 -4 3 1013.33 26.23 2 4 4 3.43 1.22 2 -4 4 0.58 1.21 2 -4 5 829.60 25.61 2 4 6 146.64 8.90 2 -4 6 123.11 9.32 2 4 6 128.27 8.32 2 4 7 161.62 10.12 2 -4 7 190.33 12.26 2 4 7 178.10 10.71 2 4 8 3.79 1.94 2 -4 8 3.29 2.21 2 -4 9 176.48 13.45 2 4 9 188.23 12.34 2 -4 10 72.72 8.98 2 4 10 73.10 8.19 2 -4 11 90.18 10.63 2 4 11 68.71 8.36 2 -4 12 8.87 4.07 2 4 12 12.20 4.34 2 -4 13 0.60 2.72 2 4 13 9.27 4.07 2 -4 14 -4.06 3.96 2 4 14 2.33 3.49 2 4 15 6.86 3.46 2 -6 -7 629.67 23.50 2 6 -7 609.92 23.80 2 -6 -6 255.94 13.20 2 6 -6 257.33 14.04 2 -6 -5 1030.41 24.41 2 6 -5 265.71 14.68 2 -6 -4 123.28 7.58 2 -6 -4 113.42 6.08 2 -6 -3 897.87 22.52 2 -6 -3 989.75 25.06 2 -6 -2 138.59 7.33 2 -6 -2 137.48 6.97 2 -6 -1 1606.52 31.84 2 -6 -1 1568.33 35.45 2 -6 -1 1631.83 36.07 2 6 -1 1610.11 36.62 2 6 0 41.84 3.84 2 -6 0 40.89 3.27 2 -6 1 342.35 11.94 2 6 2 615.50 17.20 2 -6 2 640.00 19.00 2 -6 3 1373.94 34.02 2 6 3 1350.35 31.59 2 -6 4 243.68 12.26 2 6 4 272.25 11.35 2 -6 5 703.16 24.04 2 -6 6 112.90 9.08 2 6 6 104.55 7.74 2 6 7 187.93 11.25 2 -6 7 181.24 12.44 2 6 7 178.12 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2 8 12 5.40 3.00 2 -8 13 10.63 5.05 2 8 13 16.42 4.83 2 -10 -9 5.21 2.34 2 -10 -8 115.94 10.75 2 -10 -7 13.73 3.76 2 -10 -6 254.48 14.35 2 -10 -6 229.89 10.34 2 -10 -5 37.98 3.97 2 -10 -5 41.82 5.32 2 -10 -4 202.85 10.13 2 10 -4 226.74 13.46 2 -10 -4 226.82 12.27 2 10 -3 41.41 5.39 2 -10 -3 34.80 4.55 2 10 -2 519.85 20.37 2 -10 -2 530.56 18.92 2 -10 -1 69.78 4.95 2 -10 -1 63.84 5.80 2 10 -1 74.37 6.70 2 10 0 881.00 26.70 2 -10 0 867.43 23.90 2 10 1 68.43 6.19 2 -10 1 65.92 5.94 2 10 2 165.32 9.53 2 -10 2 171.16 10.20 2 -10 3 97.03 8.13 2 -10 4 713.32 25.47 2 10 4 768.41 24.63 2 -10 5 42.82 5.91 2 10 5 49.90 5.65 2 -10 6 185.75 13.09 2 -10 7 35.54 5.88 2 -10 8 66.29 8.68 2 10 8 62.91 6.63 2 10 9 8.74 2.91 2 -10 9 18.25 5.24 2 10 10 23.13 4.73 2 -10 10 24.31 5.66 2 10 11 15.76 4.19 2 -10 11 18.45 5.57 2 -10 12 13.79 5.32 2 10 12 15.68 4.45 2 -12 -10 10.23 3.65 2 -12 -9 58.60 8.47 2 -12 -8 22.63 5.17 2 -12 -7 81.96 8.78 2 -12 -6 68.86 7.56 2 -12 -5 543.26 21.92 2 -12 -4 270.26 12.83 2 -12 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4 -4 -2 245.05 9.45 4 4 -2 234.05 10.38 4 -4 -2 259.23 10.29 4 -4 -2 237.42 6.64 4 -4 -1 1388.23 28.53 4 -4 0 708.97 18.01 4 -4 1 1899.05 40.73 4 -4 1 1869.94 39.77 4 4 1 1795.18 35.04 4 -4 2 481.08 15.52 4 4 2 455.11 12.54 4 -4 2 452.59 15.58 4 4 3 1899.23 39.60 4 -4 3 1875.71 43.98 4 4 4 20.77 2.86 4 -4 4 26.80 3.91 4 -4 5 673.66 24.01 4 4 6 156.97 9.44 4 -4 6 146.99 10.98 4 4 7 760.32 24.77 4 -4 7 693.10 27.17 4 4 7 690.00 25.22 4 4 8 40.51 5.90 4 -4 8 41.30 6.56 4 -4 9 164.10 13.72 4 4 9 192.01 13.63 4 4 10 22.20 4.88 4 -4 10 23.88 5.55 4 4 11 39.52 6.79 4 -4 11 46.40 8.13 4 -4 12 14.14 5.00 4 4 12 13.08 4.39 4 -4 13 29.95 7.72 4 4 13 17.06 5.38 4 4 14 0.42 2.85 4 -6 -8 30.26 5.26 4 -6 -7 291.27 14.95 4 6 -7 250.19 14.61 4 -6 -6 95.94 7.77 4 6 -6 84.22 7.80 4 6 -5 962.53 29.89 4 -6 -5 1010.24 28.72 4 -6 -4 166.74 9.22 4 -6 -4 158.27 8.60 4 -6 -3 756.25 22.00 4 -6 -3 824.30 22.69 4 -6 -2 213.39 9.96 4 -6 -2 194.87 6.18 4 -6 -2 218.38 9.75 4 -6 -1 1235.14 30.47 4 -6 -1 1165.46 25.82 4 -6 0 471.73 14.40 4 -6 1 2094.32 45.51 4 6 2 439.79 13.24 4 -6 2 455.65 16.32 4 -6 3 1729.52 42.03 4 6 3 1678.16 37.08 4 6 4 344.16 13.07 4 -6 4 380.49 16.65 4 -6 5 421.71 18.87 4 6 6 11.10 2.62 4 -6 6 16.79 3.91 4 6 7 296.45 14.42 4 -6 7 285.77 16.98 4 6 8 15.06 3.80 4 -6 8 10.72 3.96 4 6 9 40.74 6.28 4 -6 9 56.00 8.31 4 6 10 20.49 4.79 4 -6 10 25.04 5.83 4 6 11 41.96 6.97 4 -6 11 30.50 6.70 4 -6 12 5.14 4.46 4 6 12 2.95 2.73 4 -6 13 6.16 4.12 4 6 13 4.29 2.62 4 6 14 -1.27 2.83 4 -8 -9 28.45 5.57 4 -8 -8 204.98 13.75 4 -8 -7 195.59 12.65 4 -8 -6 673.39 24.36 4 -8 -5 28.66 4.31 4 8 -5 27.28 4.48 4 8 -4 654.08 24.22 4 -8 -4 644.99 21.61 4 -8 -3 329.99 14.03 4 -8 -2 548.21 13.51 4 -8 -2 558.39 18.60 4 -8 -1 328.73 10.99 4 8 -1 322.40 14.51 4 -8 -1 325.25 13.87 4 -8 0 242.78 12.51 4 -8 0 371.00 12.75 4 -8 1 4.91 1.73 4 8 2 546.75 16.98 4 -8 2 509.16 18.64 4 8 3 48.07 4.49 4 -8 3 53.23 5.85 4 -8 4 93.33 8.16 4 -8 5 200.79 12.94 4 8 5 202.66 10.79 4 -8 6 287.21 16.92 4 8 6 312.00 14.32 4 -8 7 6.47 3.17 4 -8 8 77.29 9.48 4 8 8 67.21 7.67 4 8 9 12.07 3.72 4 -8 9 10.17 4.49 4 8 10 0.98 1.77 4 -8 10 4.30 3.17 4 8 11 9.25 4.13 4 -8 11 3.20 2.44 4 8 12 6.65 3.83 4 -8 12 3.54 3.61 4 8 13 -0.84 2.31 4 -10 -10 30.00 6.19 4 -10 -9 9.06 3.29 4 -10 -8 176.25 13.35 4 -10 -7 132.04 10.88 4 -10 -6 255.41 12.62 4 -10 -6 302.99 15.78 4 -10 -5 68.05 6.27 4 -10 -5 60.18 6.61 4 -10 -4 548.16 19.79 4 -10 -4 614.32 21.80 4 -10 -3 6.01 2.23 4 10 -3 8.62 2.95 4 -10 -3 5.86 2.11 4 -10 -2 508.58 13.89 4 -10 -2 543.84 19.93 4 10 -2 503.96 21.00 4 -10 -2 530.28 19.23 4 -10 -1 60.80 6.33 4 -10 -1 59.21 5.91 4 10 -1 57.06 6.43 4 -10 -1 53.77 4.47 4 -10 0 572.21 21.26 4 10 0 548.63 20.98 4 -10 0 539.92 17.98 4 -10 1 26.82 3.87 4 -10 2 522.98 19.85 4 -10 3 19.27 3.81 4 -10 4 159.04 11.60 4 10 4 185.17 10.46 4 10 5 43.35 5.24 4 -10 5 40.98 6.12 4 -10 6 116.75 10.87 4 -10 7 57.17 8.07 4 -10 8 22.83 5.17 4 10 9 1.01 1.54 4 -10 9 -0.49 2.64 4 10 10 9.69 3.82 4 -10 10 16.43 5.42 4 10 11 5.30 2.43 4 -10 11 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114.16 5.76 6 -2 7 94.41 9.59 6 2 7 95.80 9.53 6 2 7 124.83 9.80 6 -2 8 102.40 7.36 6 2 8 119.12 5.86 6 -2 8 101.23 10.61 6 2 8 108.12 10.57 6 2 9 32.52 6.20 6 -2 9 38.51 4.63 6 -2 9 43.42 7.48 6 2 10 11.72 4.12 6 -2 10 15.69 5.23 6 2 11 -0.82 1.96 6 -2 11 9.25 4.21 6 -2 12 32.24 7.77 6 2 12 21.97 6.23 6 2 13 -2.63 2.55 6 -4 -10 15.54 2.64 6 -4 -9 126.39 6.75 6 4 -8 53.57 6.70 6 -4 -8 56.91 4.04 6 -4 -7 614.46 22.41 6 4 -7 597.32 23.16 6 -4 -7 594.20 15.25 6 -4 -6 133.87 8.87 6 4 -6 120.11 9.09 6 -4 -6 118.80 5.17 6 -4 -5 383.39 15.17 6 4 -5 374.93 16.42 6 -4 -5 366.63 10.18 6 -4 -4 62.62 3.40 6 -4 -4 67.08 5.48 6 -4 -3 166.92 8.37 6 -4 -2 87.47 5.63 6 -4 -1 906.93 22.62 6 -4 0 106.02 7.22 6 -4 0 105.40 6.61 6 -4 1 304.13 12.74 6 4 1 282.38 7.75 6 -4 1 292.64 12.47 6 4 2 262.82 8.77 6 -4 2 283.65 12.44 6 -4 2 279.78 13.09 6 4 3 825.66 20.87 6 -4 3 856.24 24.67 6 -4 3 786.88 26.00 6 4 4 83.73 5.85 6 -4 4 80.20 6.49 6 -4 4 72.52 7.34 6 -4 5 178.17 10.15 6 -4 5 169.87 11.83 6 4 6 129.93 8.79 6 -4 6 106.42 7.96 6 -4 6 107.30 9.95 6 4 7 51.85 5.98 6 4 7 35.69 5.80 6 -4 7 50.88 5.61 6 -4 7 45.81 7.23 6 -4 8 103.85 8.14 6 -4 8 109.63 11.26 6 4 8 86.90 9.42 6 4 9 9.59 3.57 6 -4 9 10.03 3.12 6 -4 9 14.12 4.35 6 4 10 21.24 5.49 6 -4 10 22.90 6.00 6 4 11 10.69 4.95 6 -4 11 10.06 4.11 6 4 12 9.95 4.81 6 -4 12 0.97 2.82 6 4 13 4.73 3.63 6 -6 -8 63.89 7.23 6 -6 -7 71.68 7.51 6 -6 -6 314.97 15.08 6 6 -6 301.65 16.18 6 -6 -5 700.09 22.84 6 6 -5 697.51 25.45 6 6 -4 200.04 11.96 6 -6 -4 189.36 10.16 6 -6 -4 193.08 10.76 6 6 -3 751.63 24.80 6 -6 -3 732.20 23.19 6 -6 -3 684.18 15.84 6 -6 -3 720.78 21.61 6 6 -2 203.17 11.44 6 -6 -2 190.42 10.57 6 -6 -2 193.16 9.64 6 -6 -2 185.58 7.45 6 -6 -1 566.21 16.55 6 -6 0 135.15 7.79 6 -6 1 518.14 18.82 6 -6 1 490.29 17.55 6 6 2 500.54 14.10 6 -6 2 532.84 19.24 6 -6 2 518.63 19.20 6 -6 3 443.28 17.56 6 6 3 430.06 13.51 6 -6 4 85.64 7.39 6 6 4 83.21 5.80 6 -6 4 96.39 8.79 6 -6 5 44.36 5.45 6 -6 5 49.33 6.65 6 -6 6 91.89 7.74 6 6 6 93.93 7.54 6 -6 6 97.03 9.86 6 -6 7 282.17 17.90 6 -6 8 90.77 10.58 6 6 8 73.25 8.75 6 6 9 7.47 3.46 6 -6 9 2.89 2.90 6 6 10 8.28 3.63 6 -6 10 9.77 4.76 6 6 11 6.87 3.75 6 -6 11 5.30 4.47 6 6 12 11.77 4.63 6 6 13 9.09 4.47 6 -8 -9 3.98 2.66 6 -8 -8 232.02 14.82 6 -8 -7 187.30 12.67 6 -8 -6 410.67 18.52 6 -8 -5 93.73 7.87 6 -8 -5 85.23 7.39 6 8 -4 631.18 24.89 6 -8 -4 627.82 22.39 6 -8 -4 639.83 21.99 6 -8 -3 108.29 7.96 6 8 -3 131.71 10.07 6 -8 -3 105.01 4.06 6 -8 -3 130.77 9.13 6 8 -2 866.71 28.52 6 -8 -2 915.56 27.57 6 -8 -2 847.70 20.76 6 -8 -2 845.51 25.35 6 -8 -1 161.61 9.83 6 -8 -1 181.02 10.88 6 -8 -1 155.13 8.07 6 -8 0 670.39 23.26 6 -8 0 645.19 20.36 6 -8 1 246.60 13.20 6 -8 1 237.31 12.16 6 8 2 791.15 20.81 6 -8 2 746.76 25.53 6 -8 3 53.89 6.35 6 8 3 54.37 4.59 6 -8 3 44.92 5.81 6 -8 4 722.28 27.05 6 8 5 38.55 4.60 6 -8 5 29.37 5.38 6 -8 6 137.95 12.08 6 8 6 143.24 9.43 6 -8 7 15.32 4.39 6 -8 8 131.29 13.14 6 8 9 -0.43 1.92 6 -8 9 -0.14 2.44 6 8 10 29.68 5.98 6 -8 10 37.71 7.98 6 8 11 2.69 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441.28 13.35 8 -2 0 285.07 13.12 8 2 0 259.64 6.43 8 -2 1 447.68 17.05 8 -2 2 391.68 15.74 8 -2 3 34.88 5.13 8 -2 3 50.67 5.30 8 -2 4 86.48 6.90 8 -2 4 84.71 8.50 8 -2 5 107.32 7.74 8 -2 5 107.33 10.22 8 -2 6 48.50 7.22 8 2 6 38.26 6.33 8 -2 6 43.89 4.94 8 -2 7 64.64 8.75 8 2 7 60.72 8.15 8 -2 7 69.76 6.36 8 -2 8 79.56 9.87 8 2 8 75.63 9.61 8 -2 8 67.69 6.58 8 -2 9 4.15 3.18 8 2 9 3.86 4.16 8 2 10 18.53 5.64 8 -2 10 11.18 4.37 8 2 11 7.22 3.93 8 -2 11 4.69 4.13 8 -4 -8 60.16 4.41 8 -4 -7 172.20 11.28 8 4 -7 202.23 13.09 8 -4 -7 188.82 8.03 8 -4 -6 82.55 7.07 8 4 -6 77.76 7.91 8 -4 -6 76.86 4.80 8 -4 -5 976.25 27.34 8 4 -5 989.48 30.57 8 -4 -5 915.42 22.41 8 4 -4 72.77 7.11 8 -4 -4 76.80 5.99 8 -4 -3 772.27 22.03 8 -4 -2 96.82 6.35 8 -4 -2 104.40 8.19 8 -4 -1 1540.27 35.64 8 -4 -1 1499.06 39.47 8 -4 0 110.37 8.46 8 -4 0 114.09 7.85 8 -4 1 527.40 19.04 8 -4 1 496.53 18.69 8 -4 2 17.44 3.55 8 4 2 19.72 2.09 8 -4 2 13.93 3.15 8 4 3 553.41 16.03 8 -4 3 595.27 20.81 8 -4 3 567.11 22.88 8 4 4 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46.90 7.10 10 -14 -2 3.33 2.59 10 -14 -1 83.01 9.08 10 -14 0 18.80 4.57 10 -14 1 31.03 5.54 10 -14 2 0.62 2.37 10 -14 3 23.70 5.37 10 -14 4 5.75 3.03 10 -14 5 1.98 2.58 10 -14 6 3.91 2.73 10 -16 -5 27.74 5.85 10 -16 -4 6.18 3.14 10 -16 -3 2.96 2.54 10 -16 -2 15.70 4.52 10 -16 -1 22.11 5.40 10 -16 0 1.79 2.83 10 -16 1 21.26 5.25 10 -16 4 2.89 2.87 10 -16 5 3.27 2.63 11 -1 -7 88.88 7.72 11 -1 -6 59.67 6.23 11 1 -6 68.31 7.17 11 -1 -5 241.14 12.57 11 1 -5 254.20 13.95 11 -1 -4 22.51 2.81 11 -1 -3 20.28 2.42 11 -1 -2 128.68 6.05 11 -1 -1 327.33 10.81 11 1 0 103.02 4.29 11 -1 0 125.62 6.46 11 -1 3 52.39 7.32 11 -1 4 41.45 6.68 11 -1 5 41.67 7.06 11 1 5 43.72 7.33 11 -1 6 20.94 5.33 11 1 6 29.11 6.51 11 -1 7 11.00 4.96 11 1 7 12.84 4.63 11 -1 8 30.22 6.83 11 1 8 24.63 6.56 11 -1 9 0.44 3.37 11 1 9 -0.54 2.98 11 -3 -6 145.10 9.25 11 -3 -5 12.85 2.71 11 -3 -4 302.40 12.59 11 -3 -3 235.28 10.52 11 -3 -2 366.02 13.43 11 -3 -1 27.40 3.37 11 -3 0 401.87 15.12 11 -3 1 195.66 13.16 11 -3 2 41.68 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-8 2 62.70 8.37 12 -8 3 21.52 5.42 12 -8 4 49.75 8.30 12 -8 5 16.18 5.96 12 -8 6 16.17 5.18 12 -8 7 -2.13 3.05 12 -10 -10 15.58 4.79 12 -10 -9 0.74 2.72 12 -10 -8 69.13 8.87 12 -10 -7 7.13 3.63 12 -10 -6 55.50 7.49 12 -10 -5 5.22 2.73 12 -10 -4 103.12 9.63 12 -10 -3 0.69 1.87 12 -10 -2 99.75 9.27 12 -10 -1 25.88 4.72 12 -10 -1 37.18 5.68 12 -10 0 88.28 9.03 12 -10 0 108.40 9.98 12 -10 1 2.73 2.28 12 -10 2 43.15 7.22 12 -10 3 4.40 2.96 12 -10 4 35.62 7.55 12 -10 5 4.28 3.57 12 -10 6 21.68 7.10 12 -12 -9 8.54 4.26 12 -12 -8 10.76 4.15 12 -12 -7 28.58 5.83 12 -12 -6 13.47 4.28 12 -12 -5 23.34 5.10 12 -12 -4 24.00 5.16 12 -12 -3 45.29 6.74 12 -12 -2 15.90 3.88 12 -12 -1 10.71 3.54 12 -12 0 30.51 5.68 12 -12 1 9.48 4.05 12 -12 1 4.93 3.26 12 -12 2 18.19 5.22 12 -12 3 2.86 3.13 12 -12 4 9.77 4.40 12 -12 5 2.99 2.85 12 -14 -6 1.69 2.14 12 -14 -5 26.69 5.57 12 -14 -4 21.59 5.13 12 -14 -3 17.66 4.90 12 -14 -2 2.38 2.41 12 -14 -1 26.78 5.62 12 -14 0 6.67 2.93 12 -14 1 37.30 6.85 12 -14 4 1.79 3.19 13 -1 3 51.46 7.94 13 -1 4 9.70 3.71 13 -1 5 9.92 3.85 13 1 5 16.68 5.28 13 -1 6 0.51 2.74 13 1 6 2.36 3.65 13 -3 -5 24.56 3.57 13 -3 -4 67.89 5.56 13 -3 -3 17.54 2.76 13 -3 -2 24.34 3.27 13 -3 -1 46.59 4.60 13 -3 0 79.97 6.17 13 -3 0 73.49 8.44 13 -3 1 15.10 4.45 13 -3 2 56.20 7.98 13 -3 3 38.94 7.01 13 -3 4 59.51 9.11 13 -3 5 14.70 4.86 13 -3 6 11.54 4.61 13 3 6 8.17 3.59 13 -5 -7 15.86 3.87 13 -5 -6 123.34 9.30 13 -5 -5 17.32 3.49 13 -5 -4 111.01 8.22 13 -5 -4 115.50 8.81 13 -5 -3 10.09 2.67 13 -5 -3 11.02 2.64 13 -5 -2 89.75 7.15 13 -5 -2 89.33 8.42 13 -5 -1 26.43 5.17 13 -5 -1 19.21 3.34 13 -5 0 92.48 7.42 13 -5 0 78.70 8.80 13 -5 1 -0.73 1.72 13 -5 2 31.76 6.22 13 -5 3 -2.60 2.65 13 -5 4 33.05 7.10 13 -5 5 3.31 3.73 13 -5 6 13.45 5.29 13 -7 -8 29.29 5.56 13 -7 -7 26.15 4.96 13 -7 -6 5.00 2.54 13 -7 -5 36.70 5.43 13 -7 -4 44.70 5.89 13 -7 -3 59.11 6.60 13 -7 -3 56.45 6.34 13 -7 -2 58.62 6.89 13 -7 -2 61.24 6.43 13 -7 -1 47.09 6.67 13 -7 -1 42.99 5.52 13 -7 0 48.65 7.21 13 -7 0 62.98 6.82 13 -7 1 25.20 5.58 13 -7 2 29.22 5.84 13 -7 3 7.76 3.65 13 -7 4 16.88 5.66 13 -7 5 7.53 4.65 13 -7 6 6.31 4.19 13 -9 -9 19.32 5.25 13 -9 -8 3.77 3.04 13 -9 -7 41.04 6.71 13 -9 -6 28.07 5.45 13 -9 -5 106.91 9.76 13 -9 -4 11.09 3.42 13 -9 -3 32.64 5.28 13 -9 -2 2.77 1.92 13 -9 -1 133.55 10.51 13 -9 -1 133.44 11.03 13 -9 0 12.85 3.44 13 -9 0 12.33 4.10 13 -9 1 52.02 7.04 13 -9 1 50.05 7.41 13 -9 2 -2.03 2.66 13 -9 3 34.49 7.02 13 -9 4 5.28 4.23 13 -9 5 23.39 6.66 13 -11 -8 17.57 5.22 13 -11 -7 46.52 7.59 13 -11 -6 5.37 2.98 13 -11 -5 37.63 6.28 13 -11 -4 23.08 4.83 13 -11 -3 21.63 4.69 13 -11 -2 15.74 4.08 13 -11 -1 56.75 7.42 13 -11 0 31.00 5.67 13 -11 1 35.11 6.51 13 -11 2 16.40 5.22 13 -11 3 18.99 5.68 13 -11 4 7.87 3.36 13 -11 5 14.79 5.46 13 -13 -7 0.37 2.69 13 -13 -6 15.65 4.61 13 -13 -5 1.67 2.12 13 -13 -4 29.40 5.92 13 -13 -3 12.69 4.09 13 -13 -2 15.63 4.80 13 -13 -1 -3.74 2.64 13 -13 0 13.18 4.16 13 -13 1 4.33 2.91 14 0 3 4.89 2.94 14 0 4 13.63 5.11 14 0 5 0.46 2.34 14 -2 1 45.11 7.79 14 -2 2 11.03 3.84 14 -2 3 28.76 6.19 14 -2 4 6.26 3.24 14 -2 5 16.54 5.18 14 2 5 16.28 5.27 14 -4 -2 22.32 4.75 14 -4 -1 124.25 11.08 14 -4 0 20.75 5.26 14 -4 1 32.60 6.15 14 -4 2 6.36 3.84 14 -4 3 37.47 7.33 14 -4 4 9.10 4.92 14 -4 5 23.02 6.42 14 -6 -2 18.54 4.38 14 -6 -1 59.66 7.80 14 -6 0 30.36 5.91 14 -6 1 109.86 11.38 14 -6 2 14.74 4.99 14 -6 3 33.91 7.30 14 -6 4 9.18 4.30 14 -6 5 17.26 5.97 14 -8 -3 29.26 5.08 14 -8 -2 42.85 5.89 14 -8 -1 14.55 3.73 14 -8 0 24.50 5.55 14 -8 0 31.14 5.23 14 -8 1 -1.25 2.48 14 -8 1 5.36 2.69 14 -8 2 -1.00 2.81 14 -8 3 16.06 5.67 14 -8 4 6.68 4.08 14 -8 5 0.98 3.16 14 -10 -4 35.07 5.83 14 -10 -3 4.22 2.73 14 -10 -2 6.12 2.72 14 -10 -1 5.52 2.65 14 -10 0 31.08 5.81 14 -10 1 7.52 3.80 14 -10 2 30.47 6.78 14 -10 3 5.38 3.97 14 -10 4 -2.81 3.51 14 -12 -5 5.21 2.65 14 -12 -4 20.19 4.78 14 -12 -3 16.58 4.54 14 -12 -2 30.51 5.73 14 -12 -1 19.46 4.95 14 -12 0 4.64 2.81 14 -12 1 15.42 4.38 14 -12 2 16.69 5.28 14 -14 -2 2.03 2.67 14 -14 -1 7.50 3.94 15 -1 2 10.02 4.33 15 -1 3 28.63 6.38 15 -1 4 5.37 4.11 15 -3 -1 36.03 6.36 15 -3 0 10.83 4.17 15 -3 1 41.29 7.42 15 -3 2 14.74 4.87 15 -3 3 3.32 2.82 15 -3 4 1.58 2.88 15 -5 -2 52.87 7.19 15 -5 -1 14.36 4.47 15 -5 0 26.08 5.98 15 -5 1 14.37 4.90 15 -5 2 14.92 4.82 15 -5 3 10.50 4.26 15 -5 4 22.68 6.66 15 -7 0 20.52 5.06 15 -7 1 18.13 5.92 15 -7 2 30.23 6.83 15 -7 3 8.82 4.46 15 -7 4 5.22 4.15 15 -9 3 7.47 4.29 16 0 2 43.19 7.93 16 -2 0 31.55 6.58 16 -2 1 12.78 4.63 16 -2 2 12.20 4.97 16 -4 -1 34.25 6.75 16 -4 0 23.00 5.69 16 -4 1 23.20 7.15 16 -4 2 5.07 3.83 16 -6 1 13.24 4.78 16 -6 2 8.93 4.84 17 -1 0 9.32 4.53 17 -3 0 12.50 4.28 0 0 0 0.00 0.00 TITL ml-1 in Cc REM Cc (#9 in standard setting) CELL 0.71073 12.605848 17.029036 11.533384 90.0000 97.4025 90.0000 ZERR 11.00 0.001427 0.002209 0.001622 0.0000 0.0125 0.0000 LATT -7 SYMM x,-y, z+1/2 SFAC C H N O UNIT 121.00 110.00 11.00 11.00 TREF HKLF 4 END _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' ; _shelx_hkl_checksum 33714 _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 1.193 _oxdiff_exptl_absorpt_empirical_full_min 0.787 loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, 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 I1 I 0.06314(4) 0.69733(2) 0.85255(4) 0.06884(16) Uani 1 1 d . . . . . Cl1 Cl 0.88862(15) 0.31027(13) 0.86298(15) 0.0794(6) Uani 1 1 d . . . . . O1 O 0.2838(3) 0.5139(2) 0.7997(3) 0.0493(10) Uani 1 1 d . . . . . O2 O 0.1840(3) 0.4449(2) 0.6580(4) 0.0602(11) Uani 1 1 d . . . . . O3 O 0.7747(4) 0.4742(2) 0.4193(4) 0.0601(11) Uani 1 1 d . . . . . N1 N 0.3572(3) 0.4124(3) 0.7167(4) 0.0476(11) Uani 1 1 d . . . . . N2 N 0.5320(3) 0.3929(3) 0.5904(4) 0.0433(11) Uani 1 1 d . . . . . N3 N 0.5824(4) 0.3822(3) 0.4085(4) 0.0524(12) Uani 1 1 d . . . . . C1 C 0.2351(4) 0.6214(3) 0.6669(5) 0.0437(13) Uani 1 1 d . . . . . C2 C 0.3387(4) 0.6404(3) 0.6526(5) 0.0507(14) Uani 1 1 d . . . . . H2 H 0.394529 0.627529 0.710330 0.061 Uiso 1 1 calc R U . . . C3 C 0.3597(5) 0.6788(4) 0.5519(6) 0.0620(19) Uani 1 1 d . . . . . H3 H 0.429806 0.691628 0.542409 0.074 Uiso 1 1 calc R U . . . C4 C 0.2790(7) 0.6978(4) 0.4675(7) 0.070(2) Uani 1 1 d . . . . . H4 H 0.293758 0.723870 0.400484 0.084 Uiso 1 1 calc R U . . . C5 C 0.1759(6) 0.6787(5) 0.4806(6) 0.075(2) Uani 1 1 d . . . . . H5 H 0.120492 0.691454 0.422420 0.090 Uiso 1 1 calc R U . . . C6 C 0.1544(5) 0.6409(5) 0.5792(6) 0.0637(18) Uani 1 1 d . . . . . H6 H 0.084016 0.628025 0.587518 0.076 Uiso 1 1 calc R U . . . C7 C 0.2160(4) 0.5793(3) 0.7740(5) 0.0447(13) Uani 1 1 d . . . . . C8 C 0.1549(4) 0.5962(3) 0.8544(5) 0.0509(14) Uani 1 1 d . . . . . H8 H 0.152616 0.560856 0.915599 0.061 Uiso 1 1 calc R U . . . C9 C 0.2690(4) 0.4553(3) 0.7179(5) 0.0447(13) Uani 1 1 d . . . . . C10 C 0.4643(4) 0.4342(4) 0.7703(5) 0.0478(14) Uani 1 1 d . . . . . H10A H 0.496199 0.390653 0.816675 0.057 Uiso 1 1 calc R U . . . H10B H 0.459832 0.478645 0.821960 0.057 Uiso 1 1 calc R U . . . C11 C 0.5336(4) 0.4551(3) 0.6781(5) 0.0436(13) Uani 1 1 d . . . . . H11A H 0.508180 0.503692 0.640307 0.052 Uiso 1 1 calc R U . . . H11B H 0.606446 0.463402 0.714479 0.052 Uiso 1 1 calc R U . . . C12 C 0.3575(5) 0.3503(3) 0.6301(6) 0.0578(17) Uani 1 1 d . . . . . H12A H 0.284854 0.339777 0.594650 0.069 Uiso 1 1 calc R U . . . H12B H 0.386303 0.302497 0.667604 0.069 Uiso 1 1 calc R U . . . C13 C 0.4237(5) 0.3744(4) 0.5383(6) 0.0555(16) Uani 1 1 d . . . . . H13A H 0.425544 0.332215 0.482078 0.067 Uiso 1 1 calc R U . . . H13B H 0.391925 0.420060 0.497179 0.067 Uiso 1 1 calc R U . . . C14 C 0.6105(4) 0.3933(3) 0.5166(5) 0.0405(12) Uani 1 1 d . . . . . C15 C 0.6565(5) 0.3769(4) 0.3257(5) 0.0554(16) Uani 1 1 d . . . . . C16 C 0.7468(6) 0.4216(4) 0.3278(5) 0.0550(16) Uani 1 1 d . . . . . C17 C 0.8077(7) 0.4207(4) 0.2376(6) 0.074(2) Uani 1 1 d . . . . . H17 H 0.867816 0.452656 0.240546 0.089 Uiso 1 1 calc R U . . . C18 C 0.7800(9) 0.3725(6) 0.1426(7) 0.092(3) Uani 1 1 d . . . . . H18 H 0.820469 0.371840 0.080661 0.111 Uiso 1 1 calc R U . . . C19 C 0.6919(8) 0.3256(6) 0.1411(7) 0.087(3) Uani 1 1 d . . . . . H19 H 0.673792 0.291507 0.078717 0.104 Uiso 1 1 calc R U . . . C20 C 0.6294(6) 0.3282(4) 0.2309(6) 0.072(2) Uani 1 1 d . . . . . H20 H 0.568602 0.296842 0.227497 0.086 Uiso 1 1 calc R U . . . C21 C 0.8016(5) 0.4337(3) 0.5229(5) 0.0470(14) Uani 1 1 d . . . . . C22 C 0.7227(4) 0.3963(3) 0.5750(4) 0.0377(12) Uani 1 1 d . . . . . C23 C 0.7513(4) 0.3584(3) 0.6806(5) 0.0408(13) Uani 1 1 d . . . . . H23 H 0.699486 0.333134 0.717472 0.049 Uiso 1 1 calc R U . . . C24 C 0.8557(4) 0.3581(4) 0.7306(5) 0.0481(14) Uani 1 1 d . . . . . C25 C 0.9338(5) 0.3949(4) 0.6784(6) 0.0584(17) Uani 1 1 d . . . . . H25 H 1.004601 0.394312 0.713264 0.070 Uiso 1 1 calc R U . . . C26 C 0.9058(5) 0.4325(4) 0.5741(6) 0.0563(16) Uani 1 1 d . . . . . H26 H 0.958166 0.457465 0.537613 0.068 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0540(2) 0.0670(2) 0.0881(3) -0.0093(3) 0.01903(19) 0.0110(2) Cl1 0.0637(11) 0.1147(15) 0.0565(11) 0.0165(10) -0.0053(8) 0.0249(11) O1 0.038(2) 0.057(2) 0.052(2) -0.002(2) 0.0015(18) 0.0086(18) O2 0.030(2) 0.064(3) 0.085(3) -0.011(2) 0.001(2) -0.0062(19) O3 0.088(3) 0.042(2) 0.053(3) 0.008(2) 0.022(2) 0.004(2) N1 0.032(2) 0.045(3) 0.065(3) -0.007(2) 0.006(2) 0.002(2) N2 0.031(2) 0.048(3) 0.050(3) -0.016(2) -0.001(2) -0.0029(18) N3 0.049(3) 0.055(3) 0.049(3) -0.010(2) -0.008(2) 0.013(2) C1 0.036(3) 0.054(3) 0.039(3) -0.005(3) -0.002(2) 0.000(3) C2 0.035(3) 0.063(4) 0.053(4) 0.011(3) 0.002(3) 0.005(3) C3 0.045(4) 0.079(5) 0.063(5) 0.012(4) 0.011(3) 0.001(3) C4 0.076(5) 0.080(5) 0.057(4) 0.010(4) 0.015(4) 0.007(4) C5 0.074(5) 0.093(5) 0.052(4) 0.015(4) -0.015(4) 0.004(4) C6 0.037(3) 0.085(5) 0.067(5) 0.009(4) -0.003(3) -0.005(3) C7 0.030(3) 0.049(3) 0.054(3) -0.005(3) 0.000(2) 0.004(2) C8 0.038(3) 0.053(3) 0.062(4) -0.001(3) 0.007(3) 0.002(3) C9 0.039(3) 0.040(3) 0.055(4) 0.003(3) 0.006(3) -0.007(2) C10 0.034(3) 0.056(3) 0.051(3) -0.003(3) -0.003(2) 0.005(2) C11 0.032(3) 0.046(3) 0.050(3) -0.011(3) -0.003(2) 0.002(2) C12 0.036(3) 0.042(3) 0.093(5) -0.008(3) 0.000(3) -0.008(3) C13 0.040(3) 0.056(4) 0.066(4) -0.025(3) -0.008(3) -0.002(3) C14 0.040(3) 0.037(3) 0.042(3) -0.005(2) -0.003(2) 0.005(2) C15 0.072(4) 0.058(4) 0.032(3) 0.001(3) -0.007(3) 0.033(3) C16 0.075(4) 0.048(3) 0.042(3) 0.009(3) 0.008(3) 0.022(3) C17 0.105(6) 0.070(4) 0.050(4) 0.018(4) 0.023(4) 0.026(4) C18 0.129(8) 0.097(7) 0.053(5) 0.014(5) 0.023(5) 0.053(6) C19 0.118(8) 0.094(6) 0.043(4) -0.015(4) -0.011(5) 0.051(6) C20 0.077(5) 0.081(5) 0.052(4) -0.015(4) -0.013(4) 0.035(4) C21 0.060(4) 0.040(3) 0.044(3) -0.008(3) 0.017(3) -0.007(3) C22 0.034(3) 0.038(3) 0.042(3) -0.007(2) 0.005(2) 0.003(2) C23 0.035(3) 0.050(3) 0.039(3) -0.001(3) 0.008(2) 0.000(2) C24 0.040(3) 0.061(4) 0.043(3) -0.005(3) 0.000(3) 0.012(3) C25 0.030(3) 0.082(5) 0.063(4) -0.020(4) 0.007(3) 0.002(3) C26 0.043(3) 0.064(4) 0.066(4) -0.008(3) 0.022(3) -0.015(3) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' 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 C9 O1 C7 113.9(4) . . ? C21 O3 C16 110.0(4) . . ? C9 N1 C10 125.7(5) . . ? C9 N1 C12 118.8(5) . . ? C12 N1 C10 113.0(4) . . ? C13 N2 C11 111.8(4) . . ? C14 N2 C11 118.3(4) . . ? C14 N2 C13 117.0(5) . . ? C14 N3 C15 123.1(5) . . ? C2 C1 C6 118.5(5) . . ? C2 C1 C7 118.3(5) . . ? C6 C1 C7 123.1(5) . . ? C1 C2 H2 120.1 . . ? C1 C2 C3 119.8(6) . . ? C3 C2 H2 120.1 . . ? C2 C3 H3 119.7 . . ? C4 C3 C2 120.5(6) . . ? C4 C3 H3 119.7 . . ? C3 C4 H4 120.0 . . ? C3 C4 C5 120.0(7) . . ? C5 C4 H4 120.0 . . ? C4 C5 H5 120.0 . . ? C6 C5 C4 119.9(7) . . ? C6 C5 H5 120.0 . . ? C1 C6 H6 119.4 . . ? C5 C6 C1 121.2(6) . . ? C5 C6 H6 119.4 . . ? O1 C7 C1 113.6(4) . . ? C8 C7 O1 114.8(5) . . ? C8 C7 C1 131.3(5) . . ? I1 C8 H8 118.2 . . ? C7 C8 I1 123.5(4) . . ? C7 C8 H8 118.2 . . ? O2 C9 O1 122.1(5) . . ? O2 C9 N1 126.3(5) . . ? N1 C9 O1 111.6(5) . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? N1 C10 C11 110.5(5) . . ? H10A C10 H10B 108.1 . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? N2 C11 C10 111.1(4) . . ? N2 C11 H11A 109.4 . . ? N2 C11 H11B 109.4 . . ? C10 C11 H11A 109.4 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? N1 C12 H12A 109.7 . . ? N1 C12 H12B 109.7 . . ? N1 C12 C13 109.8(5) . . ? H12A C12 H12B 108.2 . . ? C13 C12 H12A 109.7 . . ? C13 C12 H12B 109.7 . . ? N2 C13 C12 110.4(6) . . ? N2 C13 H13A 109.6 . . ? N2 C13 H13B 109.6 . . ? C12 C13 H13A 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? N2 C14 C22 115.8(5) . . ? N3 C14 N2 118.2(5) . . ? N3 C14 C22 125.5(5) . . ? C16 C15 N3 124.8(5) . . ? C16 C15 C20 118.0(6) . . ? C20 C15 N3 116.9(7) . . ? C15 C16 O3 120.0(5) . . ? C15 C16 C17 121.9(7) . . ? C17 C16 O3 118.0(7) . . ? C16 C17 H17 120.0 . . ? C16 C17 C18 120.0(8) . . ? C18 C17 H17 120.0 . . ? C17 C18 H18 120.6 . . ? C19 C18 C17 118.7(8) . . ? C19 C18 H18 120.6 . . ? C18 C19 H19 119.5 . . ? C18 C19 C20 120.9(8) . . ? C20 C19 H19 119.5 . . ? C15 C20 C19 120.4(8) . . ? C15 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C22 C21 O3 119.7(6) . . ? C26 C21 O3 119.6(5) . . ? C26 C21 C22 120.6(6) . . ? C21 C22 C14 120.9(5) . . ? C21 C22 C23 118.5(5) . . ? C23 C22 C14 120.5(5) . . ? C22 C23 H23 120.0 . . ? C24 C23 C22 120.0(5) . . ? C24 C23 H23 120.0 . . ? C23 C24 Cl1 118.8(5) . . ? C23 C24 C25 121.4(6) . . ? C25 C24 Cl1 119.8(5) . . ? C24 C25 H25 120.6 . . ? C26 C25 C24 118.8(6) . . ? C26 C25 H25 120.6 . . ? C21 C26 H26 119.6 . . ? C25 C26 C21 120.7(5) . . ? C25 C26 H26 119.6 . . ? 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 C8 2.074(6) . ? Cl1 C24 1.734(6) . ? O1 C7 1.411(6) . ? O1 C9 1.369(7) . ? O2 C9 1.211(7) . ? O3 C16 1.396(8) . ? O3 C21 1.384(7) . ? N1 C9 1.332(7) . ? N1 C10 1.459(7) . ? N1 C12 1.455(7) . ? N2 C11 1.463(6) . ? N2 C13 1.453(7) . ? N2 C14 1.386(7) . ? N3 C14 1.266(7) . ? N3 C15 1.422(8) . ? C1 C2 1.376(7) . ? C1 C6 1.379(8) . ? C1 C7 1.474(8) . ? C2 H2 0.9300 . ? C2 C3 1.388(9) . ? C3 H3 0.9300 . ? C3 C4 1.354(10) . ? C4 H4 0.9300 . ? C4 C5 1.368(11) . ? C5 H5 0.9300 . ? C5 C6 1.364(10) . ? C6 H6 0.9300 . ? C7 C8 1.312(7) . ? C8 H8 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.503(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.488(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C22 1.487(7) . ? C15 C16 1.366(9) . ? C15 C20 1.380(9) . ? C16 C17 1.370(9) . ? C17 H17 0.9300 . ? C17 C18 1.378(12) . ? C18 H18 0.9300 . ? C18 C19 1.365(13) . ? C19 H19 0.9300 . ? C19 C20 1.381(12) . ? C20 H20 0.9300 . ? C21 C22 1.382(7) . ? C21 C26 1.370(9) . ? C22 C23 1.383(7) . ? C23 H23 0.9300 . ? C23 C24 1.367(8) . ? C24 C25 1.370(9) . ? C25 H25 0.9300 . ? C25 C26 1.368(9) . ? C26 H26 0.9300 . ? 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 Cl1 C24 C25 C26 -179.8(5) . . . . ? O1 C7 C8 I1 171.1(4) . . . . ? O3 C16 C17 C18 -176.8(6) . . . . ? O3 C21 C22 C14 5.1(7) . . . . ? O3 C21 C22 C23 -177.9(5) . . . . ? O3 C21 C26 C25 177.9(5) . . . . ? N1 C10 C11 N2 -52.4(6) . . . . ? N1 C12 C13 N2 57.4(7) . . . . ? N2 C14 C22 C21 -148.2(5) . . . . ? N2 C14 C22 C23 34.9(7) . . . . ? N3 C14 C22 C21 40.3(8) . . . . ? N3 C14 C22 C23 -136.7(6) . . . . ? N3 C15 C16 O3 3.5(9) . . . . ? N3 C15 C16 C17 -171.6(6) . . . . ? N3 C15 C20 C19 173.8(6) . . . . ? C1 C2 C3 C4 0.0(11) . . . . ? C1 C7 C8 I1 -1.4(9) . . . . ? C2 C1 C6 C5 -0.4(11) . . . . ? C2 C1 C7 O1 -48.3(7) . . . . ? C2 C1 C7 C8 124.3(7) . . . . ? C2 C3 C4 C5 -0.4(12) . . . . ? C3 C4 C5 C6 0.4(12) . . . . ? C4 C5 C6 C1 0.1(12) . . . . ? C6 C1 C2 C3 0.4(10) . . . . ? C6 C1 C7 O1 130.2(6) . . . . ? C6 C1 C7 C8 -57.3(10) . . . . ? C7 O1 C9 O2 -27.5(7) . . . . ? C7 O1 C9 N1 154.2(4) . . . . ? C7 C1 C2 C3 178.9(6) . . . . ? C7 C1 C6 C5 -178.9(7) . . . . ? C9 O1 C7 C1 -64.4(6) . . . . ? C9 O1 C7 C8 121.8(5) . . . . ? C9 N1 C10 C11 -107.9(6) . . . . ? C9 N1 C12 C13 106.8(6) . . . . ? C10 N1 C9 O1 -15.3(7) . . . . ? C10 N1 C9 O2 166.5(6) . . . . ? C10 N1 C12 C13 -56.7(7) . . . . ? C11 N2 C13 C12 -57.9(7) . . . . ? C11 N2 C14 N3 -134.4(5) . . . . ? C11 N2 C14 C22 53.5(7) . . . . ? C12 N1 C9 O1 -176.5(5) . . . . ? C12 N1 C9 O2 5.3(9) . . . . ? C12 N1 C10 C11 54.2(6) . . . . ? C13 N2 C11 C10 55.3(6) . . . . ? C13 N2 C14 N3 4.1(7) . . . . ? C13 N2 C14 C22 -168.1(5) . . . . ? C14 N2 C11 C10 -164.2(5) . . . . ? C14 N2 C13 C12 161.1(5) . . . . ? C14 N3 C15 C16 -38.4(8) . . . . ? C14 N3 C15 C20 147.8(6) . . . . ? C14 C22 C23 C24 176.6(5) . . . . ? C15 N3 C14 N2 -176.4(5) . . . . ? C15 N3 C14 C22 -5.0(8) . . . . ? C15 C16 C17 C18 -1.5(10) . . . . ? C16 O3 C21 C22 -71.2(6) . . . . ? C16 O3 C21 C26 110.2(6) . . . . ? C16 C15 C20 C19 -0.4(9) . . . . ? C16 C17 C18 C19 -0.6(11) . . . . ? C17 C18 C19 C20 2.2(12) . . . . ? C18 C19 C20 C15 -1.7(11) . . . . ? C20 C15 C16 O3 177.2(5) . . . . ? C20 C15 C16 C17 2.1(9) . . . . ? C21 O3 C16 C15 66.6(7) . . . . ? C21 O3 C16 C17 -118.1(6) . . . . ? C21 C22 C23 C24 -0.4(8) . . . . ? C22 C21 C26 C25 -0.7(9) . . . . ? C22 C23 C24 Cl1 179.9(4) . . . . ? C22 C23 C24 C25 0.1(9) . . . . ? C23 C24 C25 C26 0.0(9) . . . . ? C24 C25 C26 C21 0.3(9) . . . . ? C26 C21 C22 C14 -176.3(5) . . . . ? C26 C21 C22 C23 0.7(8) . . . . ?