#------------------------------------------------------------------------------ #$Date: 2024-06-01 01:16:53 +0300 (Sat, 01 Jun 2024) $ #$Revision: 292137 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571757.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_1571757 loop_ _publ_author_name 'Li, Wei' 'Yu, Jing' 'Wang, Jing' 'Fan, Xuejing' 'Xu, Ximing' 'Wang, Hui' 'Xiong, Ying' 'Li, Xinyu' 'Zhang, Xiaomin' 'Zhang, Qianer' 'Qi, Xin' 'Pigeon, Pascal' 'Gu, Qing' 'Bruno-Colmenarez, Julia' 'Jaouen, Gerard' 'McGlinchey, Michael James' 'Qiu, Xue' 'You, Shu-Li' 'Li, Jing' 'Wang, Yong' _publ_section_title ; How Does Ferrocene Correlate with Ferroptosis? Multiple Approaches to Explore Ferrocene-Appended GPX4 Inhibitors as Anticancer Agents ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC02002B _journal_year 2024 _chemical_formula_sum 'C27 H27 Cl Fe N2 O2 S' _chemical_formula_weight 534.86 _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 mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-11-28 deposited with the CCDC. 2024-05-31 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.429(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.0583(4) _cell_length_b 17.6346(5) _cell_length_c 9.3797(3) _cell_measurement_temperature 293(2) _cell_volume 2490.68(13) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.974 _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54186 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_unetI/netI 0.0390 _diffrn_reflns_Laue_measured_fraction_full 0.984 _diffrn_reflns_Laue_measured_fraction_max 0.974 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 11883 _diffrn_reflns_point_group_measured_fraction_full 0.984 _diffrn_reflns_point_group_measured_fraction_max 0.974 _diffrn_reflns_theta_full 67.686 _diffrn_reflns_theta_max 68.581 _diffrn_reflns_theta_min 2.935 _exptl_absorpt_coefficient_mu 6.843 _exptl_crystal_density_diffrn 1.426 _exptl_crystal_F_000 1112 _refine_diff_density_max 0.356 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.047 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 466 _refine_ls_number_reflns 4468 _refine_ls_number_restraints 141 _refine_ls_restrained_S_all 0.944 _refine_ls_R_factor_all 0.0572 _refine_ls_R_factor_gt 0.0391 _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^)+(0.0659P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0969 _refine_ls_wR_factor_ref 0.1038 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3285 _reflns_number_total 4468 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02002b2.cif _cod_data_source_block shelx_CCDC2 _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 1571757 _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_res_file ; TITL 20210409wangyong-1_a.res in P2(1)/c shelx.res created by SHELXL-2018/3 at 12:59:20 on 10-May-2021 CELL 1.54186 15.0583 17.6346 9.3797 90.000 90.429 90.000 ZERR 4.00 0.0004 0.0005 0.0003 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O FE CL S UNIT 108 108 8 8 4 4 4 MERG 2 sadi 0.01 c7a c8a c8a c9a c9a c10a c10a c11a c11a c12a c12a c7a DFIX 1.540 0.0050 C5A C6A C5B C6B DFIX 0.860 0.010 N1 H1 FLAT 0.050 C6B C7B C8B C9B C10B C11B C12B SIMU 0.020 0.040 1.700 C8A C8B SIMU 0.020 0.040 1.700 C9A C9B SIMU 0.020 0.040 1.700 C10A C10B SIMU 0.020 0.040 1.700 C11A C11B FMAP 2 PLAN 15 ACTA BOND $H CONF LIST 4 L.S. 10 WGHT 0.065900 FVAR 0.42318 0.61269 0.65382 FE1 5 0.181155 0.483432 0.431270 11.00000 0.03622 0.06369 = 0.04952 0.00660 -0.00066 0.01555 CL1 6 0.545825 0.363326 0.803240 11.00000 0.06808 0.06417 = 0.04480 -0.00042 -0.01443 0.01098 S1 7 0.338715 0.284312 0.102029 11.00000 0.05518 0.07466 = 0.06818 -0.02009 -0.01063 -0.00282 O1 4 0.587902 0.439234 0.255877 11.00000 0.05204 0.03898 = 0.07924 -0.01196 0.01098 -0.00540 O2 4 0.554464 0.310972 0.512248 11.00000 0.04753 0.04600 = 0.04834 0.00148 -0.00110 0.01577 N2 3 0.446920 0.382119 0.412307 11.00000 0.03396 0.03735 = 0.03620 -0.00008 0.00059 0.00767 C2 1 0.471133 0.346263 0.274624 11.00000 0.03835 0.03329 = 0.03855 -0.00068 -0.00035 0.00378 C3 1 0.495408 0.358455 0.524734 11.00000 0.03665 0.03212 = 0.04311 0.00201 0.00088 0.00074 C4 1 0.470423 0.391443 0.668847 11.00000 0.04657 0.03979 = 0.03886 0.00055 -0.00164 0.00568 same 0.01 c1 n1 c5b > c12b C1 1 0.563490 0.375367 0.228340 11.00000 0.03545 0.03715 = 0.04072 -0.00402 -0.00150 0.00202 N1 3 0.610080 0.325258 0.154850 11.00000 0.03789 0.03961 = 0.05479 -0.01113 0.00653 -0.00294 PART 1 C5A 1 0.699378 0.335500 0.101184 21.00000 0.04234 0.04276 = 0.04819 -0.00455 -0.00187 0.00527 AFIX 23 H5A 2 0.705671 0.386262 0.062732 21.00000 -1.20000 H5B 2 0.710349 0.299528 0.025090 21.00000 -1.20000 AFIX 0 C6A 1 0.766639 0.323456 0.221457 21.00000 0.04918 0.06382 = 0.05175 0.00638 -0.00015 0.00641 AFIX 23 H6A 2 0.758682 0.363001 0.292099 21.00000 -1.20000 H6B 2 0.754292 0.275292 0.267159 21.00000 -1.20000 AFIX 0 C7A 1 0.861952 0.323856 0.174290 21.00000 0.04802 0.08980 = 0.05092 -0.01044 -0.00887 0.00525 C8A 1 0.897024 0.372000 0.076201 21.00000 0.06606 0.18723 = 0.11572 0.06285 -0.00335 -0.02184 AFIX 43 H8A 2 0.860457 0.408456 0.034690 21.00000 -1.20000 AFIX 0 C9A 1 0.984675 0.368602 0.036344 21.00000 0.06545 0.20884 = 0.10539 0.02923 0.01626 0.00597 AFIX 43 H9A 2 1.006527 0.402143 -0.031391 21.00000 -1.20000 AFIX 0 C10A 1 1.039008 0.316061 0.096408 21.00000 0.04560 0.13715 = 0.10969 -0.05470 0.00327 -0.00135 AFIX 43 H10A 2 1.098275 0.313219 0.069740 21.00000 -1.20000 AFIX 0 C11A 1 1.006479 0.267609 0.195683 21.00000 0.07084 0.11487 = 0.15252 -0.03336 -0.00736 0.03360 AFIX 43 H11A 2 1.043850 0.233100 0.241097 21.00000 -1.20000 AFIX 0 C12A 1 0.917948 0.270142 0.228195 21.00000 0.06540 0.08122 = 0.17780 -0.02357 -0.00832 -0.00319 AFIX 43 H12A 2 0.895146 0.233711 0.289562 21.00000 -1.20000 AFIX 0 PART 2 C5B 1 0.701618 0.346791 0.116377 -21.00000 0.03460 0.07924 = 0.04824 -0.01976 0.02075 -0.00504 AFIX 23 H5C 2 0.712659 0.399299 0.141715 -21.00000 -1.20000 H5D 2 0.710103 0.341106 0.014524 -21.00000 -1.20000 AFIX 0 C6B 1 0.765413 0.294768 0.197993 -21.00000 0.04989 0.06912 = 0.14196 0.04017 0.00234 -0.00143 AFIX 23 H6C 2 0.754659 0.300315 0.299292 -21.00000 -1.20000 H6D 2 0.752472 0.242603 0.172450 -21.00000 -1.20000 AFIX 0 C7B 1 0.862112 0.310188 0.170054 -21.00000 0.03363 0.08560 = 0.14773 0.04395 -0.00495 0.00338 C8B 1 0.891317 0.366493 0.082670 -21.00000 0.04051 0.17003 = 0.11844 0.06670 -0.01349 0.00599 AFIX 43 H8B 2 0.849666 0.396859 0.036341 -21.00000 -1.20000 AFIX 0 C9B 1 0.979766 0.380069 0.060466 -21.00000 0.04509 0.23000 = 0.12275 0.03783 -0.00621 -0.05704 AFIX 43 H9B 2 0.997619 0.420101 0.002847 -21.00000 -1.20000 AFIX 0 C10B 1 1.041018 0.334305 0.123694 -21.00000 0.04863 0.16194 = 0.12296 -0.08350 0.00543 -0.03232 AFIX 43 H10B 2 1.101158 0.341486 0.106324 -21.00000 -1.20000 AFIX 0 C11B 1 1.014121 0.277935 0.212507 -21.00000 0.04509 0.13028 = 0.13349 -0.03356 -0.04092 0.01609 AFIX 43 H11B 2 1.055785 0.246454 0.256069 -21.00000 -1.20000 AFIX 0 C12B 1 0.925386 0.267751 0.237484 -21.00000 0.05378 0.09631 = 0.06530 0.02382 -0.00828 0.02891 AFIX 43 H12B 2 0.907821 0.230852 0.302257 -21.00000 -1.20000 AFIX 0 PART 0 C13 1 0.405527 0.358237 0.156330 11.00000 0.03430 0.04974 = 0.03907 -0.00480 0.00029 0.00282 C14 1 0.391704 0.422285 0.069536 11.00000 0.04893 0.06761 = 0.03272 0.00072 0.00077 0.01323 AFIX 43 H14 2 0.422189 0.467917 0.078585 11.00000 -1.20000 AFIX 0 C15 1 0.325347 0.407524 -0.032678 11.00000 0.07147 0.10841 = 0.04344 0.00098 0.00024 0.02865 AFIX 43 H15 2 0.306117 0.443685 -0.098145 11.00000 -1.20000 AFIX 0 C16 1 0.291857 0.336935 -0.028301 11.00000 0.04829 0.12888 = 0.05819 -0.02974 -0.01575 0.01748 AFIX 43 H16 2 0.247928 0.319184 -0.090015 11.00000 -1.20000 AFIX 0 C17 1 0.383306 0.445795 0.420193 11.00000 0.03786 0.03676 = 0.03975 0.00274 0.00107 0.00717 same 0.01 c23a > c27a C18 1 0.293644 0.424883 0.476461 11.00000 0.03308 0.04457 = 0.04534 0.00726 -0.00315 0.00880 C19 1 0.256117 0.454225 0.603383 11.00000 0.04105 0.07646 = 0.04093 0.00820 -0.00074 0.01137 C20 1 0.169457 0.424578 0.616720 11.00000 0.04304 0.09168 = 0.06368 0.02411 0.01290 0.01487 C21 1 0.153204 0.376209 0.500736 11.00000 0.04130 0.06747 = 0.10308 0.00734 0.00323 -0.00459 C22 1 0.229732 0.376550 0.413801 11.00000 0.04475 0.05717 = 0.07972 -0.00751 0.00102 0.00477 PART 3 same 0.01 c23b > c27b C23A 1 0.213320 0.559745 0.284855 31.00000 0.05789 0.11753 = 0.10860 0.06045 0.02632 0.03253 AFIX 43 H23A 2 0.270887 0.565995 0.251607 31.00000 -1.20000 AFIX 0 C24A 1 0.176153 0.597456 0.399930 31.00000 0.13633 0.04803 = 0.09844 0.00917 -0.03962 0.03812 AFIX 43 H24A 2 0.203511 0.634953 0.454407 31.00000 -1.20000 AFIX 0 C25A 1 0.089649 0.568887 0.419618 31.00000 0.08177 0.08935 = 0.11084 0.02399 0.01887 0.05464 AFIX 43 H25A 2 0.050975 0.582693 0.491971 31.00000 -1.20000 AFIX 0 C26A 1 0.071889 0.515786 0.310717 31.00000 0.04392 0.14373 = 0.07766 0.03593 -0.01490 0.01873 AFIX 43 H26A 2 0.019226 0.489200 0.296501 31.00000 -1.20000 AFIX 0 C27A 1 0.149224 0.510699 0.227502 31.00000 0.06678 0.09387 = 0.05931 0.01346 -0.00726 0.02577 AFIX 43 H27A 2 0.156464 0.479942 0.147891 31.00000 -1.20000 AFIX 0 PART 4 C23B 1 0.210780 0.561740 0.269073 -31.00000 0.10947 0.05488 = 0.05826 0.02644 -0.02805 0.00915 AFIX 43 H23B 2 0.256235 0.558778 0.202724 -31.00000 -1.20000 AFIX 0 C24B 1 0.216304 0.596911 0.402279 -31.00000 0.09352 0.08067 = 0.17660 0.05509 -0.01291 0.04744 AFIX 43 H24B 2 0.266806 0.618541 0.442937 -31.00000 -1.20000 AFIX 0 C25B 1 0.131197 0.593587 0.463790 -31.00000 0.11439 0.07445 = 0.13531 0.00787 0.00576 0.02222 AFIX 43 H25B 2 0.113713 0.617988 0.546877 -31.00000 -1.20000 AFIX 0 C26B 1 0.077457 0.546981 0.377623 -31.00000 0.04584 0.08921 = 0.08908 -0.00919 -0.02344 0.01808 AFIX 43 H26B 2 0.020879 0.529477 0.399259 -31.00000 -1.20000 AFIX 0 C27B 1 0.125283 0.531702 0.252286 -31.00000 0.09989 0.13159 = 0.07455 0.02310 -0.03774 0.05836 AFIX 43 H27B 2 0.103815 0.506150 0.172434 -31.00000 -1.20000 AFIX 0 PART 0 H1 2 0.589995 0.281202 0.140301 11.00000 0.02943 H2 2 0.472876 0.291664 0.293829 11.00000 0.02805 H4A 2 0.469431 0.443807 0.667123 11.00000 0.04598 H4B 2 0.412414 0.371270 0.693711 11.00000 0.03628 H17A 2 0.410443 0.487270 0.478533 11.00000 0.03635 H17B 2 0.376108 0.465190 0.327995 11.00000 0.05004 H19 2 0.284005 0.487481 0.662267 11.00000 0.04492 H20 2 0.129991 0.440117 0.691171 11.00000 0.07677 H21 2 0.097185 0.349478 0.476865 11.00000 0.08239 H22 2 0.231148 0.355855 0.332102 11.00000 0.10530 HKLF 4 REM 20210409wangyong-1_a.res in P2(1)/c REM wR2 = 0.1038, GooF = S = 0.944, Restrained GooF = 0.944 for all data REM R1 = 0.0391 for 3285 Fo > 4sig(Fo) and 0.0572 for all 4468 data REM 466 parameters refined using 141 restraints END WGHT 0.0659 0.0000 REM Highest difference peak 0.356, deepest hole -0.331, 1-sigma level 0.047 Q1 1 0.4019 0.4459 0.0604 11.00000 0.05 0.36 Q2 1 0.3640 0.3943 0.0330 11.00000 0.05 0.28 Q3 1 0.3851 0.3315 0.1441 11.00000 0.05 0.26 Q4 1 0.7599 0.2768 0.0904 11.00000 0.05 0.23 Q5 1 0.5076 0.3092 0.5173 11.00000 0.05 0.23 Q6 1 0.2619 0.4443 0.4421 11.00000 0.05 0.22 Q7 1 0.2383 0.4886 0.3900 11.00000 0.05 0.20 Q8 1 0.1653 0.4148 0.4254 11.00000 0.05 0.19 Q9 1 0.5565 0.4138 0.8117 11.00000 0.05 0.19 Q10 1 0.3308 0.4311 0.4585 11.00000 0.05 0.19 Q11 1 0.5952 0.3595 0.7555 11.00000 0.05 0.18 Q12 1 0.2208 0.5192 0.5018 11.00000 0.05 0.18 Q13 1 0.1290 0.4846 0.4764 11.00000 0.05 0.17 Q14 1 0.4837 0.3947 0.4622 11.00000 0.05 0.17 Q15 1 0.1983 0.4720 0.5865 11.00000 0.05 0.17 ; _shelx_res_checksum 5087 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 Fe1 Fe 0.18115(3) 0.48343(3) 0.43127(5) 0.04982(15) Uani 1 1 d . . . . . Cl1 Cl 0.54583(5) 0.36333(4) 0.80324(7) 0.0591(2) Uani 1 1 d . . . . . S1 S 0.33871(5) 0.28431(5) 0.10203(10) 0.0661(2) Uani 1 1 d . . . . . O1 O 0.58790(13) 0.43923(11) 0.2559(2) 0.0567(5) Uani 1 1 d . . . . . O2 O 0.55446(12) 0.31097(10) 0.5122(2) 0.0473(5) Uani 1 1 d . . . . . N2 N 0.44692(13) 0.38212(11) 0.4123(2) 0.0358(4) Uani 1 1 d . . . . . C2 C 0.47113(16) 0.34626(14) 0.2746(3) 0.0367(5) Uani 1 1 d . . . . . C3 C 0.49541(16) 0.35845(14) 0.5247(3) 0.0373(5) Uani 1 1 d . . . . . C4 C 0.47042(19) 0.39144(16) 0.6688(3) 0.0417(6) Uani 1 1 d . . . . . C1 C 0.56349(16) 0.37537(14) 0.2283(3) 0.0378(5) Uani 1 1 d D . . . . N1 N 0.61008(14) 0.32526(13) 0.1549(3) 0.0441(5) Uani 1 1 d D . . . . C5A C 0.6994(3) 0.3355(7) 0.1012(10) 0.044(3) Uani 0.61(2) 1 d D . P A 1 H5A H 0.705671 0.386262 0.062732 0.053 Uiso 0.61(2) 1 calc R U P A 1 H5B H 0.710349 0.299528 0.025090 0.053 Uiso 0.61(2) 1 calc R U P A 1 C6A C 0.7666(4) 0.3235(7) 0.2215(9) 0.055(2) Uani 0.61(2) 1 d D . P A 1 H6A H 0.758682 0.363001 0.292099 0.066 Uiso 0.61(2) 1 calc R U P A 1 H6B H 0.754292 0.275292 0.267159 0.066 Uiso 0.61(2) 1 calc R U P A 1 C7A C 0.8620(5) 0.3239(7) 0.1743(8) 0.063(3) Uani 0.61(2) 1 d D . P A 1 C8A C 0.8970(8) 0.3720(11) 0.076(2) 0.123(5) Uani 0.61(2) 1 d D U P A 1 H8A H 0.860457 0.408456 0.034690 0.148 Uiso 0.61(2) 1 calc R U P A 1 C9A C 0.9847(9) 0.3686(11) 0.036(2) 0.126(5) Uani 0.61(2) 1 d D U P A 1 H9A H 1.006527 0.402143 -0.031391 0.152 Uiso 0.61(2) 1 calc R U P A 1 C10A C 1.0390(6) 0.3161(10) 0.0964(18) 0.097(4) Uani 0.61(2) 1 d D U P A 1 H10A H 1.098275 0.313219 0.069740 0.117 Uiso 0.61(2) 1 calc R U P A 1 C11A C 1.0065(8) 0.2676(12) 0.196(2) 0.113(5) Uani 0.61(2) 1 d D U P A 1 H11A H 1.043850 0.233100 0.241097 0.135 Uiso 0.61(2) 1 calc R U P A 1 C12A C 0.9179(7) 0.2701(8) 0.2282(19) 0.108(7) Uani 0.61(2) 1 d D . P A 1 H12A H 0.895146 0.233711 0.289562 0.130 Uiso 0.61(2) 1 calc R U P A 1 C5B C 0.7016(5) 0.3468(10) 0.116(2) 0.054(5) Uani 0.39(2) 1 d D . P A 2 H5C H 0.712659 0.399299 0.141715 0.065 Uiso 0.39(2) 1 calc R U P A 2 H5D H 0.710103 0.341106 0.014524 0.065 Uiso 0.39(2) 1 calc R U P A 2 C6B C 0.7654(7) 0.2948(13) 0.198(3) 0.087(7) Uani 0.39(2) 1 d D . P A 2 H6C H 0.754659 0.300315 0.299292 0.104 Uiso 0.39(2) 1 calc R U P A 2 H6D H 0.752472 0.242603 0.172450 0.104 Uiso 0.39(2) 1 calc R U P A 2 C7B C 0.8621(7) 0.3102(9) 0.1701(17) 0.089(8) Uani 0.39(2) 1 d D . P A 2 C8B C 0.8913(10) 0.3665(14) 0.083(3) 0.110(6) Uani 0.39(2) 1 d D U P A 2 H8B H 0.849666 0.396859 0.036341 0.132 Uiso 0.39(2) 1 calc R U P A 2 C9B C 0.9798(11) 0.3801(18) 0.060(4) 0.133(8) Uani 0.39(2) 1 d D U P A 2 H9B H 0.997619 0.420101 0.002847 0.159 Uiso 0.39(2) 1 calc R U P A 2 C10B C 1.0410(11) 0.3343(16) 0.124(3) 0.111(7) Uani 0.39(2) 1 d D U P A 2 H10B H 1.101158 0.341486 0.106324 0.133 Uiso 0.39(2) 1 calc R U P A 2 C11B C 1.0141(9) 0.2779(18) 0.213(3) 0.103(7) Uani 0.39(2) 1 d D U P A 2 H11B H 1.055785 0.246454 0.256069 0.124 Uiso 0.39(2) 1 calc R U P A 2 C12B C 0.9254(9) 0.2678(13) 0.2375(19) 0.072(7) Uani 0.39(2) 1 d D . P A 2 H12B H 0.907821 0.230852 0.302257 0.086 Uiso 0.39(2) 1 calc R U P A 2 C13 C 0.40553(16) 0.35824(15) 0.1563(3) 0.0410(6) Uani 1 1 d . . . . . C14 C 0.39170(18) 0.42229(18) 0.0695(3) 0.0498(7) Uani 1 1 d . . . . . H14 H 0.422189 0.467917 0.078585 0.060 Uiso 1 1 calc R U . . . C15 C 0.3253(2) 0.4075(3) -0.0327(4) 0.0744(11) Uani 1 1 d . . . . . H15 H 0.306117 0.443685 -0.098145 0.089 Uiso 1 1 calc R U . . . C16 C 0.2919(2) 0.3369(3) -0.0283(4) 0.0785(12) Uani 1 1 d . . . . . H16 H 0.247928 0.319184 -0.090015 0.094 Uiso 1 1 calc R U . . . C17 C 0.38331(17) 0.44579(15) 0.4202(3) 0.0381(6) Uani 1 1 d . . . . . C18 C 0.29364(16) 0.42488(15) 0.4765(3) 0.0410(6) Uani 1 1 d D . . . . C19 C 0.25612(19) 0.4542(2) 0.6034(3) 0.0528(7) Uani 1 1 d D . . . . C20 C 0.1695(2) 0.4246(2) 0.6167(4) 0.0661(10) Uani 1 1 d D . . . . C21 C 0.1532(2) 0.3762(2) 0.5007(5) 0.0706(10) Uani 1 1 d D . . . . C22 C 0.2297(2) 0.37655(19) 0.4138(4) 0.0605(8) Uani 1 1 d D . . . . C23A C 0.2133(6) 0.5597(9) 0.2849(15) 0.095(7) Uani 0.65(2) 1 d D . P B 3 H23A H 0.270887 0.565995 0.251607 0.113 Uiso 0.65(2) 1 calc R U P B 3 C24A C 0.1762(11) 0.5975(5) 0.3999(11) 0.094(4) Uani 0.65(2) 1 d D . P B 3 H24A H 0.203511 0.634953 0.454407 0.113 Uiso 0.65(2) 1 calc R U P B 3 C25A C 0.0896(10) 0.5689(11) 0.4196(17) 0.094(6) Uani 0.65(2) 1 d D . P B 3 H25A H 0.050975 0.582693 0.491971 0.113 Uiso 0.65(2) 1 calc R U P B 3 C26A C 0.0719(5) 0.5158(9) 0.3107(15) 0.089(4) Uani 0.65(2) 1 d D . P B 3 H26A H 0.019226 0.489200 0.296501 0.106 Uiso 0.65(2) 1 calc R U P B 3 C27A C 0.1492(8) 0.5107(6) 0.2275(10) 0.073(3) Uani 0.65(2) 1 d D . P B 3 H27A H 0.156464 0.479942 0.147891 0.088 Uiso 0.65(2) 1 calc R U P B 3 C23B C 0.2108(13) 0.5617(14) 0.269(2) 0.074(9) Uani 0.35(2) 1 d D . P B 4 H23B H 0.256235 0.558778 0.202724 0.089 Uiso 0.35(2) 1 calc R U P B 4 C24B C 0.2163(14) 0.5969(13) 0.402(2) 0.117(9) Uani 0.35(2) 1 d D . P B 4 H24B H 0.266806 0.618541 0.442937 0.140 Uiso 0.35(2) 1 calc R U P B 4 C25B C 0.1312(19) 0.5936(16) 0.464(2) 0.108(8) Uani 0.35(2) 1 d D . P B 4 H25B H 0.113713 0.617988 0.546877 0.130 Uiso 0.35(2) 1 calc R U P B 4 C26B C 0.0775(13) 0.547(2) 0.378(4) 0.075(7) Uani 0.35(2) 1 d D . P B 4 H26B H 0.020879 0.529477 0.399259 0.090 Uiso 0.35(2) 1 calc R U P B 4 C27B C 0.1253(14) 0.5317(15) 0.252(2) 0.102(8) Uani 0.35(2) 1 d D . P B 4 H27B H 0.103815 0.506150 0.172434 0.123 Uiso 0.35(2) 1 calc R U P B 4 H1 H 0.5900(15) 0.2812(8) 0.140(3) 0.029(6) Uiso 1 1 d D . . . . H2 H 0.4729(15) 0.2917(14) 0.294(3) 0.028(6) Uiso 1 1 d . . . . . H4A H 0.4694(18) 0.4438(17) 0.667(3) 0.046(8) Uiso 1 1 d . . . . . H4B H 0.4124(18) 0.3713(14) 0.694(3) 0.036(7) Uiso 1 1 d . . . . . H17A H 0.4104(17) 0.4873(14) 0.479(3) 0.036(7) Uiso 1 1 d . . . . . H17B H 0.3761(19) 0.4652(16) 0.328(3) 0.050(8) Uiso 1 1 d . . . . . H19 H 0.2840(19) 0.4875(16) 0.662(3) 0.045(8) Uiso 1 1 d . . . . . H20 H 0.130(2) 0.440(2) 0.691(4) 0.077(11) Uiso 1 1 d . . . . . H21 H 0.097(2) 0.349(2) 0.477(4) 0.082(11) Uiso 1 1 d . . . . . H22 H 0.231(3) 0.356(2) 0.332(5) 0.105(16) Uiso 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 Fe1 0.0362(2) 0.0637(3) 0.0495(3) 0.0066(2) -0.00066(17) 0.0155(2) Cl1 0.0681(5) 0.0642(5) 0.0448(4) -0.0004(3) -0.0144(3) 0.0110(4) S1 0.0552(5) 0.0747(5) 0.0682(5) -0.0201(4) -0.0106(4) -0.0028(4) O1 0.0520(12) 0.0390(11) 0.0792(15) -0.0120(10) 0.0110(10) -0.0054(9) O2 0.0475(11) 0.0460(10) 0.0483(11) 0.0015(9) -0.0011(8) 0.0158(8) N2 0.0340(10) 0.0374(11) 0.0362(11) -0.0001(9) 0.0006(8) 0.0077(8) C2 0.0383(13) 0.0333(13) 0.0386(13) -0.0007(11) -0.0004(10) 0.0038(10) C3 0.0367(13) 0.0321(13) 0.0431(14) 0.0020(11) 0.0009(10) 0.0007(10) C4 0.0466(16) 0.0398(15) 0.0389(14) 0.0006(12) -0.0016(11) 0.0057(12) C1 0.0355(13) 0.0371(14) 0.0407(13) -0.0040(11) -0.0015(10) 0.0020(10) N1 0.0379(12) 0.0396(13) 0.0548(14) -0.0111(11) 0.0065(10) -0.0029(9) C5A 0.042(5) 0.043(4) 0.048(5) -0.005(3) -0.002(3) 0.005(3) C6A 0.049(4) 0.064(6) 0.052(4) 0.006(3) 0.000(2) 0.006(3) C7A 0.048(6) 0.090(6) 0.051(5) -0.010(5) -0.009(4) 0.005(4) C8A 0.066(8) 0.187(10) 0.116(8) 0.063(8) -0.003(7) -0.022(8) C9A 0.065(7) 0.209(11) 0.105(9) 0.029(9) 0.016(6) 0.006(8) C10A 0.046(5) 0.137(10) 0.110(8) -0.055(8) 0.003(5) -0.001(5) C11A 0.071(7) 0.115(8) 0.153(11) -0.033(8) -0.007(8) 0.034(7) C12A 0.065(9) 0.081(11) 0.178(16) -0.024(9) -0.008(9) -0.003(8) C5B 0.035(7) 0.079(11) 0.048(7) -0.020(7) 0.021(5) -0.005(5) C6B 0.050(6) 0.069(11) 0.142(17) 0.040(10) 0.002(7) -0.001(6) C7B 0.034(10) 0.086(11) 0.148(19) 0.044(11) -0.005(9) 0.003(7) C8B 0.041(9) 0.170(13) 0.118(12) 0.067(12) -0.013(9) 0.006(10) C9B 0.045(9) 0.230(16) 0.123(14) 0.038(13) -0.006(8) -0.057(10) C10B 0.049(8) 0.162(16) 0.123(13) -0.083(11) 0.005(7) -0.032(8) C11B 0.045(8) 0.130(14) 0.133(11) -0.034(11) -0.041(8) 0.016(8) C12B 0.054(11) 0.096(16) 0.065(9) 0.024(9) -0.008(7) 0.029(10) C13 0.0343(13) 0.0497(15) 0.0391(13) -0.0048(12) 0.0003(10) 0.0028(11) C14 0.0489(16) 0.0676(19) 0.0327(13) 0.0007(13) 0.0008(11) 0.0132(13) C15 0.071(2) 0.108(3) 0.0434(17) 0.001(2) 0.0002(16) 0.029(2) C16 0.0483(19) 0.129(4) 0.058(2) -0.030(2) -0.0157(15) 0.017(2) C17 0.0379(14) 0.0368(14) 0.0398(14) 0.0027(12) 0.0011(11) 0.0072(11) C18 0.0331(13) 0.0446(14) 0.0453(14) 0.0073(12) -0.0031(10) 0.0088(11) C19 0.0411(15) 0.076(2) 0.0409(15) 0.0082(15) -0.0007(12) 0.0114(14) C20 0.0430(17) 0.092(3) 0.064(2) 0.024(2) 0.0129(15) 0.0149(17) C21 0.0413(17) 0.067(2) 0.103(3) 0.007(2) 0.0032(18) -0.0046(15) C22 0.0447(17) 0.0572(19) 0.080(2) -0.0075(18) 0.0010(15) 0.0048(14) C23A 0.058(7) 0.118(13) 0.109(11) 0.060(9) 0.026(7) 0.033(7) C24A 0.136(11) 0.048(4) 0.098(8) 0.009(4) -0.040(8) 0.038(7) C25A 0.082(12) 0.089(16) 0.111(12) 0.024(8) 0.019(10) 0.055(9) C26A 0.044(4) 0.144(11) 0.078(7) 0.036(7) -0.015(4) 0.019(5) C27A 0.067(5) 0.094(7) 0.059(4) 0.013(4) -0.007(4) 0.026(5) C23B 0.11(2) 0.055(12) 0.058(10) 0.026(9) -0.028(10) 0.009(11) C24B 0.094(14) 0.081(12) 0.18(2) 0.055(13) -0.013(15) 0.047(11) C25B 0.11(2) 0.074(13) 0.14(2) 0.008(12) 0.006(15) 0.022(14) C26B 0.046(8) 0.09(2) 0.089(17) -0.009(11) -0.023(9) 0.018(9) C27B 0.100(18) 0.132(19) 0.075(14) 0.023(11) -0.038(13) 0.058(14) 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' 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' Fe Fe -1.1336 3.1974 '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' S S 0.3331 0.5567 '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 C23A Fe1 C27A 40.9(3) . . ? C26B Fe1 C18 175.0(7) . . ? C23A Fe1 C18 106.4(3) . . ? C27A Fe1 C18 120.7(3) . . ? C26B Fe1 C22 142.0(8) . . ? C23A Fe1 C22 118.9(3) . . ? C27A Fe1 C22 103.2(3) . . ? C18 Fe1 C22 40.72(12) . . ? C26B Fe1 C19 141.0(9) . . ? C23A Fe1 C19 125.8(4) . . ? C27A Fe1 C19 159.7(3) . . ? C18 Fe1 C19 40.97(11) . . ? C22 Fe1 C19 68.27(14) . . ? C23A Fe1 C24A 40.4(3) . . ? C27A Fe1 C24A 67.7(3) . . ? C18 Fe1 C24A 124.3(5) . . ? C22 Fe1 C24A 156.9(4) . . ? C19 Fe1 C24A 112.7(4) . . ? C26B Fe1 C20 115.6(8) . . ? C23A Fe1 C20 163.8(4) . . ? C27A Fe1 C20 155.0(3) . . ? C18 Fe1 C20 68.82(11) . . ? C22 Fe1 C20 68.20(15) . . ? C19 Fe1 C20 40.67(12) . . ? C24A Fe1 C20 128.7(3) . . ? C23A Fe1 C25A 68.4(4) . . ? C27A Fe1 C25A 67.6(4) . . ? C18 Fe1 C25A 161.6(6) . . ? C22 Fe1 C25A 157.5(6) . . ? C19 Fe1 C25A 126.9(5) . . ? C24A Fe1 C25A 40.5(3) . . ? C20 Fe1 C25A 111.0(4) . . ? C26B Fe1 C21 116.1(8) . . ? C23A Fe1 C21 154.0(4) . . ? C27A Fe1 C21 118.2(3) . . ? C18 Fe1 C21 68.64(12) . . ? C22 Fe1 C21 40.70(14) . . ? C19 Fe1 C21 68.06(15) . . ? C24A Fe1 C21 162.4(4) . . ? C20 Fe1 C21 40.22(16) . . ? C25A Fe1 C21 123.9(5) . . ? C26B Fe1 C27B 40.8(5) . . ? C18 Fe1 C27B 135.9(7) . . ? C22 Fe1 C27B 117.7(8) . . ? C19 Fe1 C27B 167.5(6) . . ? C20 Fe1 C27B 150.6(6) . . ? C21 Fe1 C27B 124.0(6) . . ? C23A Fe1 C26A 68.4(4) . . ? C27A Fe1 C26A 40.3(2) . . ? C18 Fe1 C26A 156.2(5) . . ? C22 Fe1 C26A 119.8(5) . . ? C19 Fe1 C26A 160.0(4) . . ? C24A Fe1 C26A 67.7(4) . . ? C20 Fe1 C26A 122.3(3) . . ? C25A Fe1 C26A 40.1(3) . . ? C21 Fe1 C26A 105.3(4) . . ? C16 S1 C13 92.19(18) . . ? C3 N2 C17 123.0(2) . . ? C3 N2 C2 114.47(19) . . ? C17 N2 C2 122.0(2) . . ? N2 C2 C13 114.8(2) . . ? N2 C2 C1 109.2(2) . . ? C13 C2 C1 109.6(2) . . ? N2 C2 H2 105.4(14) . . ? C13 C2 H2 107.0(14) . . ? C1 C2 H2 110.8(14) . . ? O2 C3 N2 121.8(2) . . ? O2 C3 C4 122.0(2) . . ? N2 C3 C4 116.2(2) . . ? C3 C4 Cl1 111.46(18) . . ? C3 C4 H4A 111.8(18) . . ? Cl1 C4 H4A 107.7(18) . . ? C3 C4 H4B 107.5(15) . . ? Cl1 C4 H4B 107.5(15) . . ? H4A C4 H4B 111(2) . . ? O1 C1 N1 124.7(2) . . ? O1 C1 C2 121.3(2) . . ? N1 C1 C2 113.9(2) . . ? C1 N1 C5A 126.4(6) . . ? C1 N1 C5B 117.0(8) . . ? C1 N1 H1 120.5(17) . . ? C5A N1 H1 113.0(18) . . ? C5B N1 H1 122.1(18) . . ? N1 C5A C6A 109.8(6) . . ? N1 C5A H5A 109.7 . . ? C6A C5A H5A 109.7 . . ? N1 C5A H5B 109.7 . . ? C6A C5A H5B 109.7 . . ? H5A C5A H5B 108.2 . . ? C7A C6A C5A 114.3(5) . . ? C7A C6A H6A 108.7 . . ? C5A C6A H6A 108.7 . . ? C7A C6A H6B 108.7 . . ? C5A C6A H6B 108.7 . . ? H6A C6A H6B 107.6 . . ? C8A C7A C12A 116.2(7) . . ? C8A C7A C6A 125.3(7) . . ? C12A C7A C6A 118.4(7) . . ? C7A C8A C9A 122.3(8) . . ? C7A C8A H8A 118.9 . . ? C9A C8A H8A 118.9 . . ? C10A C9A C8A 119.6(8) . . ? C10A C9A H9A 120.2 . . ? C8A C9A H9A 120.2 . . ? C9A C10A C11A 119.7(7) . . ? C9A C10A H10A 120.2 . . ? C11A C10A H10A 120.2 . . ? C10A C11A C12A 119.2(8) . . ? C10A C11A H11A 120.4 . . ? C12A C11A H11A 120.4 . . ? C7A C12A C11A 122.7(8) . . ? C7A C12A H12A 118.7 . . ? C11A C12A H12A 118.7 . . ? N1 C5B C6B 107.9(8) . . ? N1 C5B H5C 110.1 . . ? C6B C5B H5C 110.1 . . ? N1 C5B H5D 110.1 . . ? C6B C5B H5D 110.1 . . ? H5C C5B H5D 108.4 . . ? C7B C6B C5B 114.1(8) . . ? C7B C6B H6C 108.7 . . ? C5B C6B H6C 108.7 . . ? C7B C6B H6D 108.7 . . ? C5B C6B H6D 108.7 . . ? H6C C6B H6D 107.6 . . ? C8B C7B C12B 116.8(8) . . ? C8B C7B C6B 123.6(9) . . ? C12B C7B C6B 119.6(9) . . ? C7B C8B C9B 122.5(9) . . ? C7B C8B H8B 118.8 . . ? C9B C8B H8B 118.8 . . ? C10B C9B C8B 119.2(10) . . ? C10B C9B H9B 120.4 . . ? C8B C9B H9B 120.4 . . ? C9B C10B C11B 119.8(10) . . ? C9B C10B H10B 120.1 . . ? C11B C10B H10B 120.1 . . ? C10B C11B C12B 119.7(9) . . ? C10B C11B H11B 120.1 . . ? C12B C11B H11B 120.1 . . ? C7B C12B C11B 121.9(9) . . ? C7B C12B H12B 119.1 . . ? C11B C12B H12B 119.1 . . ? C14 C13 C2 129.6(2) . . ? C14 C13 S1 110.7(2) . . ? C2 C13 S1 119.6(2) . . ? C15 C14 C13 110.4(3) . . ? C15 C14 H14 124.8 . . ? C13 C14 H14 124.8 . . ? C16 C15 C14 114.6(3) . . ? C16 C15 H15 122.7 . . ? C14 C15 H15 122.7 . . ? C15 C16 S1 112.1(3) . . ? C15 C16 H16 123.9 . . ? S1 C16 H16 123.9 . . ? N2 C17 C18 114.6(2) . . ? N2 C17 H17A 108.7(15) . . ? C18 C17 H17A 110.7(15) . . ? N2 C17 H17B 107.6(18) . . ? C18 C17 H17B 108.5(18) . . ? H17A C17 H17B 106(2) . . ? C22 C18 C19 107.2(3) . . ? C22 C18 C17 128.0(3) . . ? C19 C18 C17 124.8(3) . . ? C22 C18 Fe1 69.75(17) . . ? C19 C18 Fe1 69.65(15) . . ? C17 C18 Fe1 123.69(18) . . ? C20 C19 C18 108.3(3) . . ? C20 C19 Fe1 69.85(18) . . ? C18 C19 Fe1 69.38(15) . . ? C20 C19 H19 127.6(19) . . ? C18 C19 H19 124(2) . . ? Fe1 C19 H19 124.9(18) . . ? C21 C20 C19 108.2(3) . . ? C21 C20 Fe1 70.3(2) . . ? C19 C20 Fe1 69.48(17) . . ? C21 C20 H20 129(2) . . ? C19 C20 H20 122(2) . . ? Fe1 C20 H20 122(2) . . ? C20 C21 C22 107.8(3) . . ? C20 C21 Fe1 69.5(2) . . ? C22 C21 Fe1 69.0(2) . . ? C20 C21 H21 127(2) . . ? C22 C21 H21 125(2) . . ? Fe1 C21 H21 123(2) . . ? C18 C22 C21 108.6(3) . . ? C18 C22 Fe1 69.53(17) . . ? C21 C22 Fe1 70.3(2) . . ? C18 C22 H22 128(3) . . ? C21 C22 H22 123(3) . . ? Fe1 C22 H22 119(3) . . ? C24A C23A C27A 108.3(6) . . ? C24A C23A Fe1 71.7(6) . . ? C27A C23A Fe1 71.1(7) . . ? C24A C23A H23A 125.9 . . ? C27A C23A H23A 125.9 . . ? Fe1 C23A H23A 123.0 . . ? C23A C24A C25A 108.0(7) . . ? C23A C24A Fe1 67.9(8) . . ? C25A C24A Fe1 70.2(7) . . ? C23A C24A H24A 126.0 . . ? C25A C24A H24A 126.0 . . ? Fe1 C24A H24A 127.4 . . ? C26A C25A C24A 108.2(8) . . ? C26A C25A Fe1 70.9(7) . . ? C24A C25A Fe1 69.4(6) . . ? C26A C25A H25A 125.9 . . ? C24A C25A H25A 125.9 . . ? Fe1 C25A H25A 125.4 . . ? C27A C26A C25A 106.9(8) . . ? C27A C26A Fe1 68.2(5) . . ? C25A C26A Fe1 69.0(8) . . ? C27A C26A H26A 126.6 . . ? C25A C26A H26A 126.6 . . ? Fe1 C26A H26A 127.8 . . ? C23A C27A C26A 108.5(7) . . ? C23A C27A Fe1 68.0(7) . . ? C26A C27A Fe1 71.6(5) . . ? C23A C27A H27A 125.7 . . ? C26A C27A H27A 125.7 . . ? Fe1 C27A H27A 126.2 . . ? C24B C23B C27B 108.5(8) . . ? C24B C23B Fe1 69.9(12) . . ? C27B C23B Fe1 68.5(11) . . ? C24B C23B H23B 125.8 . . ? C27B C23B H23B 125.8 . . ? Fe1 C23B H23B 127.4 . . ? C23B C24B C25B 107.4(9) . . ? C23B C24B Fe1 71.2(12) . . ? C25B C24B Fe1 71.0(15) . . ? C23B C24B H24B 126.3 . . ? C25B C24B H24B 126.3 . . ? Fe1 C24B H24B 123.2 . . ? C26B C25B C24B 108.1(10) . . ? C26B C25B Fe1 65(2) . . ? C24B C25B Fe1 69.7(14) . . ? C26B C25B H25B 126.0 . . ? C24B C25B H25B 126.0 . . ? Fe1 C25B H25B 130.7 . . ? C25B C26B C27B 107.2(10) . . ? C25B C26B Fe1 75(2) . . ? C27B C26B Fe1 72.4(14) . . ? C25B C26B H26B 126.4 . . ? C27B C26B H26B 126.4 . . ? Fe1 C26B H26B 118.5 . . ? C23B C27B C26B 108.0(8) . . ? C23B C27B Fe1 72.2(12) . . ? C26B C27B Fe1 66.8(16) . . ? C23B C27B H27B 126.0 . . ? C26B C27B H27B 126.0 . . ? Fe1 C27B H27B 126.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C26B 1.98(3) . ? Fe1 C23A 1.985(16) . ? Fe1 C27A 2.025(10) . ? Fe1 C18 2.026(2) . ? Fe1 C22 2.029(3) . ? Fe1 C19 2.029(3) . ? Fe1 C24A 2.033(10) . ? Fe1 C20 2.034(3) . ? Fe1 C25A 2.044(15) . ? Fe1 C21 2.045(4) . ? Fe1 C27B 2.057(18) . ? Fe1 C26A 2.070(8) . ? Cl1 C4 1.761(3) . ? S1 C16 1.685(4) . ? S1 C13 1.721(3) . ? O1 C1 1.212(3) . ? O2 C3 1.228(3) . ? N2 C3 1.345(3) . ? N2 C17 1.478(3) . ? N2 C2 1.486(3) . ? C2 C13 1.495(3) . ? C2 C1 1.548(3) . ? C2 H2 0.98(2) . ? C3 C4 1.521(4) . ? C4 H4A 0.92(3) . ? C4 H4B 0.97(3) . ? C1 N1 1.325(3) . ? N1 C5A 1.451(5) . ? N1 C5B 1.477(7) . ? N1 H1 0.844(10) . ? C5A C6A 1.525(4) . ? C5A H5A 0.9700 . ? C5A H5B 0.9700 . ? C6A C7A 1.505(6) . ? C6A H6A 0.9700 . ? C6A H6B 0.9700 . ? C7A C8A 1.361(6) . ? C7A C12A 1.363(6) . ? C8A C9A 1.376(6) . ? C8A H8A 0.9300 . ? C9A C10A 1.356(6) . ? C9A H9A 0.9300 . ? C10A C11A 1.358(7) . ? C10A H10A 0.9300 . ? C11A C12A 1.371(6) . ? C11A H11A 0.9300 . ? C12A H12A 0.9300 . ? C5B C6B 1.530(5) . ? C5B H5C 0.9700 . ? C5B H5D 0.9700 . ? C6B C7B 1.506(8) . ? C6B H6C 0.9700 . ? C6B H6D 0.9700 . ? C7B C8B 1.363(7) . ? C7B C12B 1.363(7) . ? C8B C9B 1.371(7) . ? C8B H8B 0.9300 . ? C9B C10B 1.359(7) . ? C9B H9B 0.9300 . ? C10B C11B 1.361(7) . ? C10B H10B 0.9300 . ? C11B C12B 1.370(7) . ? C11B H11B 0.9300 . ? C12B H12B 0.9300 . ? C13 C14 1.407(4) . ? C14 C15 1.404(4) . ? C14 H14 0.9300 . ? C15 C16 1.344(6) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.499(3) . ? C17 H17A 1.00(3) . ? C17 H17B 0.94(3) . ? C18 C22 1.411(4) . ? C18 C19 1.419(4) . ? C19 C20 1.412(4) . ? C19 H19 0.91(3) . ? C20 C21 1.402(5) . ? C20 H20 0.96(4) . ? C21 C22 1.417(5) . ? C21 H21 0.99(4) . ? C22 H22 0.85(4) . ? C23A C24A 1.389(8) . ? C23A C27A 1.400(8) . ? C23A H23A 0.9300 . ? C24A C25A 1.410(9) . ? C24A H24A 0.9300 . ? C25A C26A 1.410(10) . ? C25A H25A 0.9300 . ? C26A C27A 1.410(9) . ? C26A H26A 0.9300 . ? C27A H27A 0.9300 . ? C23B C24B 1.397(9) . ? C23B C27B 1.400(9) . ? C23B H23B 0.9300 . ? C24B C25B 1.411(10) . ? C24B H24B 0.9300 . ? C25B C26B 1.405(11) . ? C25B H25B 0.9300 . ? C26B C27B 1.409(10) . ? C26B H26B 0.9300 . ? C27B H27B 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 C3 N2 C2 C13 166.7(2) . . . . ? C17 N2 C2 C13 -21.2(3) . . . . ? C3 N2 C2 C1 -69.7(3) . . . . ? C17 N2 C2 C1 102.4(2) . . . . ? C17 N2 C3 O2 -172.1(2) . . . . ? C2 N2 C3 O2 -0.1(3) . . . . ? C17 N2 C3 C4 10.3(3) . . . . ? C2 N2 C3 C4 -177.7(2) . . . . ? O2 C3 C4 Cl1 8.4(3) . . . . ? N2 C3 C4 Cl1 -174.02(19) . . . . ? N2 C2 C1 O1 -33.0(3) . . . . ? C13 C2 C1 O1 93.6(3) . . . . ? N2 C2 C1 N1 148.6(2) . . . . ? C13 C2 C1 N1 -84.8(3) . . . . ? O1 C1 N1 C5A 3.6(6) . . . . ? C2 C1 N1 C5A -178.1(4) . . . . ? O1 C1 N1 C5B 6.2(8) . . . . ? C2 C1 N1 C5B -175.5(7) . . . . ? C1 N1 C5A C6A 79.3(10) . . . . ? N1 C5A C6A C7A 173.3(8) . . . . ? C5A C6A C7A C8A 40.6(18) . . . . ? C5A C6A C7A C12A -136.4(14) . . . . ? C12A C7A C8A C9A -2(2) . . . . ? C6A C7A C8A C9A -179.1(13) . . . . ? C7A C8A C9A C10A 0(3) . . . . ? C8A C9A C10A C11A 0(3) . . . . ? C9A C10A C11A C12A 3(3) . . . . ? C8A C7A C12A C11A 5(2) . . . . ? C6A C7A C12A C11A -177.6(14) . . . . ? C10A C11A C12A C7A -6(3) . . . . ? C1 N1 C5B C6B 113.1(17) . . . . ? N1 C5B C6B C7B -179.7(11) . . . . ? C5B C6B C7B C8B 1(2) . . . . ? C5B C6B C7B C12B 180(2) . . . . ? C12B C7B C8B C9B 0.9(19) . . . . ? C6B C7B C8B C9B 179.1(14) . . . . ? C7B C8B C9B C10B 2(3) . . . . ? C8B C9B C10B C11B -3(4) . . . . ? C9B C10B C11B C12B 0(4) . . . . ? C8B C7B C12B C11B -4(3) . . . . ? C6B C7B C12B C11B 178.0(17) . . . . ? C10B C11B C12B C7B 3(4) . . . . ? N2 C2 C13 C14 78.3(3) . . . . ? C1 C2 C13 C14 -45.1(3) . . . . ? N2 C2 C13 S1 -106.6(2) . . . . ? C1 C2 C13 S1 130.0(2) . . . . ? C16 S1 C13 C14 -1.4(2) . . . . ? C16 S1 C13 C2 -177.4(2) . . . . ? C2 C13 C14 C15 177.4(3) . . . . ? S1 C13 C14 C15 1.9(3) . . . . ? C13 C14 C15 C16 -1.6(4) . . . . ? C14 C15 C16 S1 0.5(4) . . . . ? C13 S1 C16 C15 0.5(3) . . . . ? C3 N2 C17 C18 -82.9(3) . . . . ? C2 N2 C17 C18 105.7(3) . . . . ? N2 C17 C18 C22 -65.6(4) . . . . ? N2 C17 C18 C19 117.4(3) . . . . ? N2 C17 C18 Fe1 -155.22(18) . . . . ? C22 C18 C19 C20 -0.7(3) . . . . ? C17 C18 C19 C20 176.8(2) . . . . ? Fe1 C18 C19 C20 59.2(2) . . . . ? C22 C18 C19 Fe1 -59.9(2) . . . . ? C17 C18 C19 Fe1 117.6(2) . . . . ? C18 C19 C20 C21 0.9(4) . . . . ? Fe1 C19 C20 C21 59.9(2) . . . . ? C18 C19 C20 Fe1 -58.9(2) . . . . ? C19 C20 C21 C22 -0.8(4) . . . . ? Fe1 C20 C21 C22 58.6(3) . . . . ? C19 C20 C21 Fe1 -59.3(2) . . . . ? C19 C18 C22 C21 0.2(4) . . . . ? C17 C18 C22 C21 -177.1(3) . . . . ? Fe1 C18 C22 C21 -59.6(2) . . . . ? C19 C18 C22 Fe1 59.9(2) . . . . ? C17 C18 C22 Fe1 -117.5(3) . . . . ? C20 C21 C22 C18 0.3(4) . . . . ? Fe1 C21 C22 C18 59.2(2) . . . . ? C20 C21 C22 Fe1 -58.9(3) . . . . ? C27A C23A C24A C25A 3.1(16) . . . . ? Fe1 C23A C24A C25A -58.9(9) . . . . ? C27A C23A C24A Fe1 62.0(10) . . . . ? C23A C24A C25A C26A -3.0(17) . . . . ? Fe1 C24A C25A C26A -60.5(11) . . . . ? C23A C24A C25A Fe1 57.5(9) . . . . ? C24A C25A C26A C27A 1.7(16) . . . . ? Fe1 C25A C26A C27A -57.8(8) . . . . ? C24A C25A C26A Fe1 59.6(10) . . . . ? C24A C23A C27A C26A -2.0(15) . . . . ? Fe1 C23A C27A C26A 60.3(8) . . . . ? C24A C23A C27A Fe1 -62.4(10) . . . . ? C25A C26A C27A C23A 0.2(15) . . . . ? Fe1 C26A C27A C23A -58.2(9) . . . . ? C25A C26A C27A Fe1 58.3(10) . . . . ? C27B C23B C24B C25B -4(3) . . . . ? Fe1 C23B C24B C25B -62(2) . . . . ? C27B C23B C24B Fe1 57.7(17) . . . . ? C23B C24B C25B C26B 8(4) . . . . ? Fe1 C24B C25B C26B -54(3) . . . . ? C23B C24B C25B Fe1 62.3(18) . . . . ? C24B C25B C26B C27B -9(4) . . . . ? Fe1 C25B C26B C27B -66(2) . . . . ? C24B C25B C26B Fe1 56(3) . . . . ? C24B C23B C27B C26B -1(3) . . . . ? Fe1 C23B C27B C26B 57(2) . . . . ? C24B C23B C27B Fe1 -58.6(18) . . . . ? C25B C26B C27B C23B 6(4) . . . . ? Fe1 C26B C27B C23B -60.8(18) . . . . ? C25B C26B C27B Fe1 67(3) . . . . ?