#------------------------------------------------------------------------------ #$Date: 2025-02-07 04:48:03 +0200 (Fri, 07 Feb 2025) $ #$Revision: 297630 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/38/1573864.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_1573864 loop_ _publ_author_name 'Valverde-Mu\~noz, Francisco Javier' 'Torres Ram\'irez, Ricardo Guillermo' 'Trzop, Elzbieta' 'Bataille, Thierry' 'Daro, Nathalie' 'Denux, Dominique' 'Guionneau, Philippe' 'Cailleau, Herv\'e' 'Chastanet, Guillaume' 'Le Guennic, Boris' 'Collet, Eric' _publ_section_title ; Stabilizing low symmetry-based functions of materials at room temperature through isosymmetric electronic bistability ; _journal_name_full 'Materials Horizons' _journal_paper_doi 10.1039/D4MH01318B _journal_year 2025 _chemical_formula_moiety 'C42 H28 Fe N6 S2' _chemical_formula_sum 'C42 H28 Fe N6 S2' _chemical_formula_weight 736.67 _chemical_melting_point ? _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 _atom_sites_solution_primary dual _audit_creation_date 2023-05-12 _audit_creation_method ; Olex2 1.5-ac5-024 (compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498) ; _audit_update_record ; 2025-01-23 deposited with the CCDC. 2025-02-06 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.153(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.6569(10) _cell_length_b 14.5792(10) _cell_length_c 16.8595(9) _cell_measurement_reflns_used 3486 _cell_measurement_temperature 300.00(12) _cell_measurement_theta_max 31.8350 _cell_measurement_theta_min 3.6460 _cell_volume 3842.6(4) _computing_cell_refinement 'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)' _computing_molecular_graphics 'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2014/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment air _diffrn_ambient_temperature 300.00(12) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.1852 _diffrn_detector_type Sapphire3 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _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 -19.00 14.00 1.00 45.00 -- 1.09 -99.00 150.00 33 2 \w -76.00 -41.00 1.00 45.00 -- 1.09 178.00-120.00 35 3 \w -8.00 37.00 1.00 45.00 -- 1.09 77.00 0.00 45 4 \w 18.00 45.00 1.00 45.00 -- 1.09 -99.00 150.00 27 5 \w -32.00 -5.00 1.00 45.00 -- 1.09 -57.00-120.00 27 6 \w -66.00 -40.00 1.00 45.00 -- 1.09 -57.00-120.00 26 7 \w -45.00 -19.00 1.00 90.00 -- -39.83 -57.00-120.00 26 8 \w -110.00 -46.00 1.00 90.00 -- -39.83 -57.00 -60.00 64 9 \w 12.00 90.00 1.00 90.00 -- 42.02-125.00 -60.00 78 10 \w 9.00 118.00 1.00 90.00 -- 42.02 19.00 90.00 109 11 \w -31.00 47.00 1.00 90.00 -- 42.02 -38.00 150.00 78 12 \w -19.00 81.00 1.00 90.00 -- 42.02 -99.00 150.00 100 13 \w -30.00 68.00 1.00 90.00 -- 42.02 -77.00 -30.00 98 14 \w 16.00 65.00 1.00 90.00 -- 42.02 -99.00 90.00 49 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0319256000 _diffrn_orient_matrix_UB_12 0.0299334000 _diffrn_orient_matrix_UB_13 0.0133021000 _diffrn_orient_matrix_UB_21 0.0283852000 _diffrn_orient_matrix_UB_22 0.0376570000 _diffrn_orient_matrix_UB_23 -0.0027314000 _diffrn_orient_matrix_UB_31 -0.0152125000 _diffrn_orient_matrix_UB_32 0.0074357000 _diffrn_orient_matrix_UB_33 -0.0398871000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1451 _diffrn_reflns_av_unetI/netI 0.1327 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 45533 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.000 _diffrn_reflns_theta_min 3.139 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.538 _exptl_absorpt_correction_T_max 0.970 _exptl_absorpt_correction_T_min 0.940 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour black _exptl_crystal_colour_primary black _exptl_crystal_density_diffrn 1.273 _exptl_crystal_density_meas ? _exptl_crystal_density_method none _exptl_crystal_description prism _exptl_crystal_F_000 1520 _exptl_crystal_preparation 'Magnetic properties' _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.215 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.046 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 466 _refine_ls_number_reflns 7553 _refine_ls_number_restraints 16 _refine_ls_restrained_S_all 1.031 _refine_ls_R_factor_all 0.1814 _refine_ls_R_factor_gt 0.0664 _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^)+(0.0060P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0802 _refine_ls_wR_factor_ref 0.1092 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3367 _reflns_number_total 7553 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4mh01318b3.cif _cod_data_source_block Fe_PM_PEA_NCS_300K_CCDC2309698 _cod_depositor_comments ; The following automatic conversions were performed: data item '_chemical_melting_point' value 'not measured' was changed to '?' -- the value is undefined or not given. data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_database_code 1573864 _shelxl_version_number 2014-3 _chemical_oxdiff_formula 'C42 H26 Fe1 N6 S2' _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 0.963 _shelx_estimated_absorpt_t_min 0.905 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Restrained distances C9'-C8' = C9'-C10' = C8'-C13' = C13'-C12' = C12'-C11' = C17'-C16' = C21'-C16' = C20'-C19' = C19'-C18' = C9-C8 = C13-C12 = C9-C10 = C11-C10 = C17-C16 = C19- C18 = C20-C19 1.39 with sigma of 0.005 3.a Aromatic/amide H refined with riding coordinates: C10(H10), C7'(H7'), C13(H13), C7(H7), C5'(H5'), C13'(H13'), C12'(H12'), C10'(H10'), C9'(H9'), C12(H12), C2'(H2'), C4'(H4'), C21(H21), C17(H17), C21'(H21'), C3'(H3'), C5(H5), C18(H18), C19'(H19'), C17'(H17'), C20'(H20'), C2(H2), C19(H19), C20(H20), C4(H4), C3(H3) ; _shelx_res_file ; TITL Fe_PM_PEA_NCS_300K in P2(1)/c CELL 0.71073 15.6569 14.5792 16.8595 90 93.153 90 ZERR 4 0.001 0.001 0.0009 0 0.005 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Fe N S UNIT 168 112 4 24 8 DFIX 1.39 0.005 C9' C8' C9' C10' C8' C13' C13' C12' C12' C11' C17' C16' = C21' C16' C20' C19' C19' C18' C9 C8 C13 C12 C9 C10 C11 C10 C17 C16 C19 C18 = C20 C19 L.S. 10 PLAN 7 SIZE 0.07 0.13 0.19 TEMP 27 CONF BOND LIST 4 MORE -1 BOND $H fmap 2 53 acta OMIT -4 52 OMIT -3 12 10 WGHT 0.006000 FVAR 0.30012 FE1 3 -0.204862 0.709045 1.045070 11.00000 0.05608 0.07428 = 0.05024 -0.00087 0.00658 -0.00738 S1 5 -0.307434 0.495361 0.845206 11.00000 0.07864 0.09982 = 0.06846 -0.02111 -0.00298 -0.00246 S1' 5 -0.059183 0.924675 0.888174 11.00000 0.07344 0.09347 = 0.08790 0.00273 0.01980 -0.01988 N3 4 -0.222622 0.618563 1.152281 11.00000 0.04494 0.05672 = 0.05030 -0.00467 0.00797 -0.00424 N2' 4 -0.322116 0.781939 1.066408 11.00000 0.05299 0.06450 = 0.05854 0.00417 -0.00080 -0.00422 N3' 4 -0.171362 0.808644 1.143935 11.00000 0.05286 0.06148 = 0.05138 0.00194 0.00368 -0.01081 N2 4 -0.083761 0.637342 1.068120 11.00000 0.05281 0.07688 = 0.06395 -0.00526 0.01960 -0.00597 N1' 4 -0.154322 0.792694 0.961633 11.00000 0.08659 0.09056 = 0.05849 0.00946 0.01131 -0.01773 C8 1 -0.295445 0.613817 1.198376 11.00000 0.04805 0.05305 = 0.05210 0.00097 0.01108 -0.00454 C6' 1 -0.320646 0.834584 1.132724 11.00000 0.05980 0.05748 = 0.05866 0.00493 0.00166 -0.00376 N1 4 -0.264081 0.619219 0.965779 11.00000 0.08321 0.09378 = 0.06686 -0.01963 -0.00059 -0.01382 C8' 1 -0.089656 0.818218 1.183083 11.00000 0.05566 0.05903 = 0.05166 -0.00276 -0.00531 -0.01347 C1 1 -0.282065 0.567961 0.915938 11.00000 0.04688 0.07991 = 0.05680 0.01010 0.00463 0.00690 C9 1 -0.374858 0.602469 1.160033 11.00000 0.04908 0.06550 = 0.05615 0.00203 0.00322 -0.01031 H9 2 -0.378194 0.590354 1.105208 11.00000 -1.20000 C1' 1 -0.114483 0.847381 0.931155 11.00000 0.05091 0.08130 = 0.04386 -0.00830 -0.00289 0.00341 C10 1 -0.447692 0.598878 1.202812 11.00000 0.04891 0.07033 = 0.07157 0.00065 0.00033 -0.01094 AFIX 43 H10 2 -0.500636 0.589431 1.176319 11.00000 -1.20000 AFIX 0 C7' 1 -0.235896 0.846358 1.172053 11.00000 0.06796 0.06250 = 0.05724 -0.00039 -0.00282 -0.01149 AFIX 43 H7' 2 -0.229347 0.881691 1.217911 11.00000 -1.20000 AFIX 0 C13 1 -0.289704 0.624964 1.279752 11.00000 0.04390 0.10939 = 0.05193 -0.00124 0.00349 -0.00325 AFIX 43 H13 2 -0.236620 0.633699 1.306190 11.00000 -1.20000 AFIX 0 C7 1 -0.153870 0.578941 1.177988 11.00000 0.06037 0.06338 = 0.05962 0.00236 0.01317 -0.00253 AFIX 43 H7 2 -0.153211 0.545069 1.224761 11.00000 -1.20000 AFIX 0 C16 1 -0.663744 0.587567 1.397094 11.00000 0.05302 0.06874 = 0.07841 -0.00531 0.02182 -0.00710 C11 1 -0.442724 0.609223 1.284987 11.00000 0.05044 0.06689 = 0.06703 0.00490 0.01659 -0.00299 C6 1 -0.076912 0.586523 1.134620 11.00000 0.05082 0.06903 = 0.06728 -0.00782 0.00876 0.00173 C14 1 -0.518907 0.605230 1.328313 11.00000 0.05397 0.07521 = 0.07948 0.00127 0.01669 -0.00937 C5' 1 -0.393067 0.873980 1.159510 11.00000 0.06045 0.07605 = 0.07837 -0.01027 0.00848 0.00743 AFIX 43 H5' 2 -0.390332 0.909068 1.205646 11.00000 -1.20000 AFIX 0 C11' 1 0.075236 0.827788 1.254079 11.00000 0.06508 0.06623 = 0.07128 0.00382 -0.00776 -0.00914 C13' 1 -0.075096 0.797322 1.262432 11.00000 0.06869 0.08712 = 0.05891 0.00123 0.00311 -0.02434 AFIX 43 H13' 2 -0.120511 0.780473 1.292627 11.00000 -1.20000 AFIX 0 C16' 1 0.313356 0.859170 1.356648 11.00000 0.06576 0.06224 = 0.08435 0.00475 -0.01131 -0.00387 C12' 1 0.006745 0.801355 1.297161 11.00000 0.06948 0.09775 = 0.06064 0.00520 -0.00902 -0.02319 AFIX 43 H12' 2 0.015977 0.786018 1.350488 11.00000 -1.20000 AFIX 0 C15 1 -0.583460 0.598584 1.361296 11.00000 0.06166 0.07157 = 0.08326 0.00336 0.02162 -0.00863 C10' 1 0.060192 0.847862 1.174032 11.00000 0.06179 0.08236 = 0.07608 0.00890 0.00315 -0.01414 AFIX 43 H10' 2 0.105471 0.864829 1.143713 11.00000 -1.20000 AFIX 0 C14' 1 0.159757 0.836288 1.290995 11.00000 0.06887 0.06789 = 0.08596 -0.00085 -0.01162 -0.01004 C9' 1 -0.021601 0.842800 1.139109 11.00000 0.06803 0.09027 = 0.05765 0.01345 0.00475 -0.01516 AFIX 43 H9' 2 -0.030838 0.856115 1.085375 11.00000 -1.20000 AFIX 0 C12 1 -0.363005 0.623136 1.322015 11.00000 0.06822 0.11225 = 0.05041 -0.00225 0.01246 -0.00356 AFIX 43 H12 2 -0.358400 0.631500 1.376769 11.00000 -1.20000 AFIX 0 C2' 1 -0.397035 0.773141 1.025916 11.00000 0.06811 0.07656 = 0.06677 0.00321 -0.00596 -0.00298 AFIX 43 H2' 2 -0.398785 0.738828 0.979353 11.00000 -1.20000 AFIX 0 C4' 1 -0.470124 0.861028 1.117283 11.00000 0.05180 0.09776 = 0.10769 0.00382 0.00991 0.01352 AFIX 43 H4' 2 -0.520153 0.885768 1.135538 11.00000 -1.20000 AFIX 0 C15' 1 0.229433 0.845680 1.320958 11.00000 0.06673 0.07311 = 0.08689 0.00289 -0.01019 -0.00462 C21 1 -0.668519 0.551729 1.472364 11.00000 0.06883 0.10886 = 0.08243 0.01146 0.01305 -0.00824 AFIX 43 H21 2 -0.618706 0.536361 1.501977 11.00000 -1.20000 AFIX 0 C17 1 -0.738612 0.609844 1.353903 11.00000 0.06607 0.08924 = 0.08556 0.01052 0.02318 -0.00297 AFIX 43 H17 2 -0.735905 0.633488 1.302870 11.00000 -1.20000 AFIX 0 C21' 1 0.325500 0.884441 1.435394 11.00000 0.05997 0.10724 = 0.08216 -0.00660 0.00133 -0.00378 AFIX 43 H21' 2 0.278477 0.889813 1.466460 11.00000 -1.20000 AFIX 0 C3' 1 -0.472235 0.811757 1.048730 11.00000 0.06463 0.09924 = 0.08778 0.00007 -0.01758 -0.00140 AFIX 43 H3' 2 -0.522984 0.804311 1.018086 11.00000 -1.20000 AFIX 0 C5 1 -0.001531 0.545907 1.160908 11.00000 0.05951 0.09850 = 0.10392 0.00950 0.01524 0.01486 AFIX 43 H5 2 0.001760 0.512793 1.208124 11.00000 -1.20000 AFIX 0 C18 1 -0.817170 0.597448 1.385535 11.00000 0.06005 0.10992 = 0.12951 0.02128 0.02404 0.00617 AFIX 43 H18 2 -0.867004 0.613033 1.356047 11.00000 -1.20000 AFIX 0 C19' 1 0.475253 0.891663 1.423296 11.00000 0.06841 0.08355 = 0.12432 0.00951 -0.01991 0.00859 AFIX 43 H19' 2 0.529650 0.904381 1.445509 11.00000 -1.20000 AFIX 0 C17' 1 0.384784 0.847950 1.313125 11.00000 0.07579 0.10592 = 0.09027 -0.00853 0.00131 -0.00795 AFIX 43 H17' 2 0.377771 0.829656 1.260324 11.00000 -1.20000 AFIX 0 C20' 1 0.405703 0.901702 1.468410 11.00000 0.07897 0.10775 = 0.09435 -0.00826 -0.01544 0.00582 AFIX 43 H20' 2 0.412946 0.920138 1.521160 11.00000 -1.20000 AFIX 0 C2 1 -0.014493 0.644768 1.026399 11.00000 0.08745 0.10855 = 0.09279 0.00467 0.03958 0.00372 AFIX 43 H2 2 -0.018034 0.679982 0.980340 11.00000 -1.20000 AFIX 0 C19 1 -0.821649 0.561983 1.460795 11.00000 0.05777 0.12584 = 0.12673 0.01136 0.04068 -0.00577 AFIX 43 H19 2 -0.874417 0.553778 1.482561 11.00000 -1.20000 AFIX 0 C20 1 -0.747090 0.538621 1.503846 11.00000 0.08427 0.13342 = 0.09308 0.01805 0.03197 -0.01080 AFIX 43 H20 2 -0.749937 0.513854 1.554466 11.00000 -1.20000 AFIX 0 C4 1 0.068803 0.554783 1.116682 11.00000 0.05738 0.13795 = 0.13784 -0.00234 0.01463 0.02415 AFIX 43 H4 2 0.120543 0.528017 1.133653 11.00000 -1.20000 AFIX 0 C18' 1 0.465690 0.863022 1.345576 11.00000 0.05618 0.10230 = 0.12451 0.00594 0.00928 0.00028 H18' 2 0.525618 0.856508 1.321071 11.00000 -1.20000 C3 1 0.062129 0.603100 1.047787 11.00000 0.07316 0.14799 = 0.13029 -0.00363 0.04945 0.01612 AFIX 43 H3 2 0.108402 0.607915 1.015735 11.00000 -1.20000 AFIX 0 HKLF 4 REM Fe_PM_PEA_NCS_300K in P2(1)/c REM R1 = 0.0664 for 3367 Fo > 4sig(Fo) and 0.1814 for all 7553 data REM 466 parameters refined using 16 restraints END WGHT 0.0063 0.0000 REM Highest difference peak 0.215, deepest hole -0.215, 1-sigma level 0.046 Q1 1 0.6201 0.7993 1.3618 11.00000 0.05 0.22 Q2 1 -0.6137 0.7595 0.9541 11.00000 0.05 0.17 Q3 1 -0.1005 0.9056 1.2448 11.00000 0.05 0.17 Q4 1 -0.2389 0.5467 0.8962 11.00000 0.05 0.16 Q5 1 -0.1937 0.8801 1.0241 11.00000 0.05 0.16 Q6 1 0.1931 0.7829 1.4597 11.00000 0.05 0.16 Q7 1 -0.2599 0.9785 1.1807 11.00000 0.05 0.16 ; _shelx_res_checksum 27545 _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 1.018 _oxdiff_exptl_absorpt_empirical_full_min 0.984 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 -0.20486(4) 0.70904(4) 1.04507(3) 0.0601(2) Uani 1 1 d . . . . . S1 S -0.30743(9) 0.49536(9) 0.84521(7) 0.0826(4) Uani 1 1 d . . . . . S1' S -0.05918(9) 0.92467(9) 0.88817(7) 0.0844(4) Uani 1 1 d . . . . . N3 N -0.2226(2) 0.6186(2) 1.15228(17) 0.0505(9) Uani 1 1 d . . . . . N2' N -0.3221(2) 0.7819(2) 1.0664(2) 0.0588(10) Uani 1 1 d . . . . . N3' N -0.1714(3) 0.8086(2) 1.14394(18) 0.0552(10) Uani 1 1 d . . . . . N2 N -0.0838(2) 0.6373(2) 1.0681(2) 0.0639(10) Uani 1 1 d . . . . . N1' N -0.1543(3) 0.7927(3) 0.9616(2) 0.0783(13) Uani 1 1 d . . . . . C8 C -0.2954(3) 0.6138(3) 1.1984(2) 0.0508(11) Uani 1 1 d D . . . . C6' C -0.3206(3) 0.8346(3) 1.1327(3) 0.0587(12) Uani 1 1 d . . . . . N1 N -0.2641(3) 0.6192(3) 0.9658(2) 0.0815(13) Uani 1 1 d . . . . . C8' C -0.0897(3) 0.8182(3) 1.1831(2) 0.0558(12) Uani 1 1 d D . . . . C1 C -0.2821(3) 0.5680(3) 0.9159(2) 0.0611(13) Uani 1 1 d . . . . . C9 C -0.3749(3) 0.6025(3) 1.1600(3) 0.0569(12) Uani 1 1 d D . . . . H9 H -0.378(2) 0.590(2) 1.105(2) 0.068 Uiso 1 1 d . U . . . C1' C -0.1145(3) 0.8474(3) 0.9312(2) 0.0589(13) Uani 1 1 d . . . . . C10 C -0.4477(3) 0.5989(3) 1.2028(2) 0.0637(13) Uani 1 1 d D . . . . H10 H -0.5006 0.5894 1.1763 0.076 Uiso 1 1 calc R U . . . C7' C -0.2359(3) 0.8464(3) 1.1721(2) 0.0628(13) Uani 1 1 d . . . . . H7' H -0.2293 0.8817 1.2179 0.075 Uiso 1 1 calc R U . . . C13 C -0.2897(3) 0.6250(3) 1.2798(2) 0.0684(13) Uani 1 1 d D . . . . H13 H -0.2366 0.6337 1.3062 0.082 Uiso 1 1 calc R U . . . C7 C -0.1539(3) 0.5789(3) 1.1780(2) 0.0608(12) Uani 1 1 d . . . . . H7 H -0.1532 0.5451 1.2248 0.073 Uiso 1 1 calc R U . . . C16 C -0.6637(3) 0.5876(3) 1.3971(3) 0.0661(13) Uani 1 1 d D . . . . C11 C -0.4427(3) 0.6092(3) 1.2850(2) 0.0610(12) Uani 1 1 d D . . . . C6 C -0.0769(3) 0.5865(3) 1.1346(3) 0.0622(12) Uani 1 1 d . . . . . C14 C -0.5189(3) 0.6052(3) 1.3283(3) 0.0691(14) Uani 1 1 d . . . . . C5' C -0.3931(3) 0.8740(3) 1.1595(3) 0.0715(14) Uani 1 1 d . . . . . H5' H -0.3903 0.9091 1.2056 0.086 Uiso 1 1 calc R U . . . C11' C 0.0752(3) 0.8278(3) 1.2541(3) 0.0680(13) Uani 1 1 d D . . . . C13' C -0.0751(3) 0.7973(3) 1.2624(2) 0.0716(14) Uani 1 1 d D . . . . H13' H -0.1205 0.7805 1.2926 0.086 Uiso 1 1 calc R U . . . C16' C 0.3134(3) 0.8592(3) 1.3566(3) 0.0714(14) Uani 1 1 d D . . . . C12' C 0.0067(3) 0.8014(3) 1.2972(2) 0.0764(15) Uani 1 1 d D . . . . H12' H 0.0160 0.7860 1.3505 0.092 Uiso 1 1 calc R U . . . C15 C -0.5835(3) 0.5986(3) 1.3613(3) 0.0715(14) Uani 1 1 d . . . . . C10' C 0.0602(3) 0.8479(3) 1.1740(3) 0.0734(14) Uani 1 1 d D . . . . H10' H 0.1055 0.8648 1.1437 0.088 Uiso 1 1 calc R U . . . C14' C 0.1598(4) 0.8363(3) 1.2910(3) 0.0748(15) Uani 1 1 d . . . . . C9' C -0.0216(3) 0.8428(3) 1.1391(2) 0.0719(14) Uani 1 1 d D . . . . H9' H -0.0308 0.8561 1.0854 0.086 Uiso 1 1 calc R U . . . C12 C -0.3630(3) 0.6231(3) 1.3220(2) 0.0766(15) Uani 1 1 d D . . . . H12 H -0.3584 0.6315 1.3768 0.092 Uiso 1 1 calc R U . . . C2' C -0.3970(4) 0.7731(3) 1.0259(3) 0.0708(14) Uani 1 1 d . . . . . H2' H -0.3988 0.7388 0.9794 0.085 Uiso 1 1 calc R U . . . C4' C -0.4701(3) 0.8610(4) 1.1173(3) 0.0855(16) Uani 1 1 d . . . . . H4' H -0.5202 0.8858 1.1355 0.103 Uiso 1 1 calc R U . . . C15' C 0.2294(4) 0.8457(3) 1.3210(3) 0.0761(15) Uani 1 1 d . . . . . C21 C -0.6685(4) 0.5517(3) 1.4724(3) 0.0864(16) Uani 1 1 d . . . . . H21 H -0.6187 0.5364 1.5020 0.104 Uiso 1 1 calc R U . . . C17 C -0.7386(3) 0.6098(3) 1.3539(3) 0.0796(15) Uani 1 1 d D . . . . H17 H -0.7359 0.6335 1.3029 0.096 Uiso 1 1 calc R U . . . C21' C 0.3255(3) 0.8844(3) 1.4354(3) 0.0832(15) Uani 1 1 d D . . . . H21' H 0.2785 0.8898 1.4665 0.100 Uiso 1 1 calc R U . . . C3' C -0.4722(4) 0.8118(4) 1.0487(3) 0.0847(16) Uani 1 1 d . . . . . H3' H -0.5230 0.8043 1.0181 0.102 Uiso 1 1 calc R U . . . C5 C -0.0015(4) 0.5459(4) 1.1609(3) 0.0869(16) Uani 1 1 d . . . . . H5 H 0.0018 0.5128 1.2081 0.104 Uiso 1 1 calc R U . . . C18 C -0.8172(4) 0.5974(4) 1.3855(3) 0.0991(18) Uani 1 1 d D . . . . H18 H -0.8670 0.6130 1.3560 0.119 Uiso 1 1 calc R U . . . C19' C 0.4753(4) 0.8917(4) 1.4233(4) 0.0930(17) Uani 1 1 d D . . . . H19' H 0.5296 0.9044 1.4455 0.112 Uiso 1 1 calc R U . . . C17' C 0.3848(4) 0.8480(4) 1.3131(3) 0.0908(17) Uani 1 1 d D . . . . H17' H 0.3778 0.8297 1.2603 0.109 Uiso 1 1 calc R U . . . C20' C 0.4057(4) 0.9017(4) 1.4684(3) 0.0944(18) Uani 1 1 d D . . . . H20' H 0.4129 0.9201 1.5212 0.113 Uiso 1 1 calc R U . . . C2 C -0.0145(4) 0.6448(4) 1.0264(3) 0.0950(18) Uani 1 1 d . . . . . H2 H -0.0180 0.6800 0.9803 0.114 Uiso 1 1 calc R U . . . C19 C -0.8216(4) 0.5620(4) 1.4608(3) 0.1021(19) Uani 1 1 d D . . . . H19 H -0.8744 0.5538 1.4826 0.123 Uiso 1 1 calc R U . . . C20 C -0.7471(4) 0.5386(4) 1.5038(3) 0.1026(19) Uani 1 1 d D . . . . H20 H -0.7499 0.5139 1.5545 0.123 Uiso 1 1 calc R U . . . C4 C 0.0688(4) 0.5548(4) 1.1167(4) 0.111(2) Uani 1 1 d . . . . . H4 H 0.1205 0.5280 1.1337 0.133 Uiso 1 1 calc R U . . . C18' C 0.4657(4) 0.8630(4) 1.3456(4) 0.0942(18) Uani 1 1 d D . . . . H18' H 0.526(3) 0.857(3) 1.321(2) 0.113 Uiso 1 1 d . U . . . C3 C 0.0621(4) 0.6031(5) 1.0478(4) 0.116(2) Uani 1 1 d . . . . . H3 H 0.1084 0.6079 1.0157 0.139 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 Fe1 0.0561(5) 0.0743(5) 0.0502(3) -0.0009(3) 0.0066(3) -0.0074(4) S1 0.0786(11) 0.0998(11) 0.0685(8) -0.0211(7) -0.0030(7) -0.0025(8) S1' 0.0734(10) 0.0935(11) 0.0879(9) 0.0027(8) 0.0198(7) -0.0199(8) N3 0.045(3) 0.057(3) 0.050(2) -0.0047(16) 0.0080(18) -0.0042(19) N2' 0.053(3) 0.065(3) 0.059(2) 0.0042(19) -0.0008(19) -0.004(2) N3' 0.053(3) 0.061(3) 0.051(2) 0.0019(17) 0.0037(19) -0.011(2) N2 0.053(3) 0.077(3) 0.064(2) -0.005(2) 0.020(2) -0.006(2) N1' 0.087(3) 0.091(3) 0.058(2) 0.009(2) 0.011(2) -0.018(3) C8 0.048(3) 0.053(3) 0.052(3) 0.001(2) 0.011(2) -0.005(2) C6' 0.060(4) 0.057(3) 0.059(3) 0.005(2) 0.002(3) -0.004(3) N1 0.083(3) 0.094(3) 0.067(3) -0.020(2) -0.001(2) -0.014(3) C8' 0.056(3) 0.059(3) 0.052(3) -0.003(2) -0.005(2) -0.013(2) C1 0.047(3) 0.080(4) 0.057(3) 0.010(3) 0.005(2) 0.007(3) C9 0.049(3) 0.065(3) 0.056(3) 0.002(2) 0.003(3) -0.010(2) C1' 0.051(3) 0.081(4) 0.044(3) -0.008(2) -0.003(2) 0.003(3) C10 0.049(3) 0.070(4) 0.072(3) 0.001(2) 0.000(3) -0.011(2) C7' 0.068(4) 0.063(3) 0.057(3) 0.000(2) -0.003(3) -0.011(3) C13 0.044(3) 0.109(4) 0.052(3) -0.001(2) 0.003(2) -0.003(3) C7 0.060(4) 0.063(4) 0.060(3) 0.002(2) 0.013(3) -0.003(3) C16 0.053(4) 0.069(4) 0.078(3) -0.005(3) 0.022(3) -0.007(3) C11 0.050(3) 0.067(3) 0.067(3) 0.005(2) 0.017(3) -0.003(2) C6 0.051(4) 0.069(4) 0.067(3) -0.008(3) 0.009(3) 0.002(3) C14 0.054(4) 0.075(4) 0.079(3) 0.001(3) 0.017(3) -0.009(3) C5' 0.060(4) 0.076(4) 0.078(3) -0.010(3) 0.008(3) 0.007(3) C11' 0.065(4) 0.066(4) 0.071(3) 0.004(2) -0.008(3) -0.009(3) C13' 0.069(4) 0.087(4) 0.059(3) 0.001(3) 0.003(3) -0.024(3) C16' 0.066(4) 0.062(4) 0.084(4) 0.005(3) -0.011(3) -0.004(3) C12' 0.069(4) 0.098(4) 0.061(3) 0.005(3) -0.009(3) -0.023(3) C15 0.062(4) 0.072(4) 0.083(3) 0.003(3) 0.022(3) -0.009(3) C10' 0.062(4) 0.082(4) 0.076(3) 0.009(3) 0.003(3) -0.014(3) C14' 0.069(4) 0.068(4) 0.086(3) -0.001(3) -0.012(3) -0.010(3) C9' 0.068(4) 0.090(4) 0.058(3) 0.013(2) 0.005(3) -0.015(3) C12 0.068(4) 0.112(4) 0.050(3) -0.002(3) 0.012(3) -0.004(3) C2' 0.068(4) 0.077(4) 0.067(3) 0.003(2) -0.006(3) -0.003(3) C4' 0.052(4) 0.098(5) 0.108(4) 0.004(3) 0.010(3) 0.014(3) C15' 0.067(4) 0.073(4) 0.087(4) 0.003(3) -0.010(3) -0.005(3) C21 0.069(4) 0.109(5) 0.082(4) 0.011(3) 0.013(3) -0.008(3) C17 0.066(4) 0.089(4) 0.086(4) 0.011(3) 0.023(3) -0.003(3) C21' 0.060(4) 0.107(4) 0.082(4) -0.007(3) 0.001(3) -0.004(3) C3' 0.065(4) 0.099(5) 0.088(4) 0.000(3) -0.018(3) -0.001(3) C5 0.060(4) 0.099(5) 0.104(4) 0.009(3) 0.015(3) 0.015(3) C18 0.060(4) 0.110(5) 0.130(5) 0.021(4) 0.024(4) 0.006(3) C19' 0.068(5) 0.084(4) 0.124(5) 0.010(4) -0.020(4) 0.009(3) C17' 0.076(5) 0.106(5) 0.090(4) -0.009(3) 0.001(4) -0.008(4) C20' 0.079(5) 0.108(5) 0.094(4) -0.008(3) -0.015(4) 0.006(4) C2 0.087(5) 0.109(5) 0.093(4) 0.005(3) 0.040(4) 0.004(4) C19 0.058(4) 0.126(5) 0.127(5) 0.011(4) 0.041(4) -0.006(4) C20 0.084(5) 0.133(6) 0.093(4) 0.018(3) 0.032(4) -0.011(4) C4 0.057(5) 0.138(6) 0.138(6) -0.002(4) 0.015(4) 0.024(4) C18' 0.056(5) 0.102(5) 0.125(5) 0.006(4) 0.009(4) 0.000(4) C3 0.073(5) 0.148(7) 0.130(6) -0.004(5) 0.049(4) 0.016(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' Fe Fe 0.3463 0.8444 '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' S S 0.1246 0.1234 '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 3 -3 23 0.0795 -1 4 -23 0.0545 -22 -1 2 0.0239 22 1 -1 0.0736 3 20 0 0.0264 -3 -20 -2 0.0345 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 N2' Fe1 N3 90.62(13) . . ? N2' Fe1 N3' 74.09(14) . . ? N2' Fe1 N2 160.21(13) . . ? N3' Fe1 N3 79.56(11) . . ? N2 Fe1 N3 73.90(14) . . ? N2 Fe1 N3' 90.71(14) . . ? N1' Fe1 N3 163.89(15) . . ? N1' Fe1 N2' 100.62(15) . . ? N1' Fe1 N3' 92.37(14) . . ? N1' Fe1 N2 92.45(16) . . ? N1' Fe1 N1 96.31(15) . . ? N1 Fe1 N3 94.42(13) . . ? N1 Fe1 N2' 93.69(16) . . ? N1 Fe1 N3' 166.18(16) . . ? N1 Fe1 N2 99.62(15) . . ? C8 N3 Fe1 127.1(3) . . ? C7 N3 Fe1 113.3(3) . . ? C7 N3 C8 118.7(4) . . ? C6' N2' Fe1 116.0(3) . . ? C2' N2' Fe1 126.7(3) . . ? C2' N2' C6' 116.9(4) . . ? C8' N3' Fe1 125.3(3) . . ? C7' N3' Fe1 113.5(3) . . ? C7' N3' C8' 120.2(4) . . ? C6 N2 Fe1 116.2(3) . . ? C2 N2 Fe1 126.4(4) . . ? C2 N2 C6 117.2(4) . . ? C1' N1' Fe1 163.0(4) . . ? C9 C8 N3 118.7(4) . . ? C9 C8 C13 119.2(4) . . ? C13 C8 N3 122.0(4) . . ? N2' C6' C7' 114.5(4) . . ? N2' C6' C5' 122.2(4) . . ? C5' C6' C7' 123.3(5) . . ? C1 N1 Fe1 167.0(4) . . ? C13' C8' N3' 121.9(4) . . ? C9' C8' N3' 118.7(4) . . ? C9' C8' C13' 119.2(4) . . ? N1 C1 S1 179.9(6) . . ? C8 C9 H9 119(2) . . ? C8 C9 C10 120.5(4) . . ? C10 C9 H9 120(2) . . ? N1' C1' S1' 179.6(5) . . ? C9 C10 H10 119.6 . . ? C9 C10 C11 120.8(4) . . ? C11 C10 H10 119.6 . . ? N3' C7' C6' 120.2(4) . . ? N3' C7' H7' 119.9 . . ? C6' C7' H7' 119.9 . . ? C8 C13 H13 120.0 . . ? C8 C13 C12 119.9(4) . . ? C12 C13 H13 120.0 . . ? N3 C7 H7 119.9 . . ? N3 C7 C6 120.3(4) . . ? C6 C7 H7 119.9 . . ? C21 C16 C15 121.6(5) . . ? C21 C16 C17 119.1(4) . . ? C17 C16 C15 119.3(5) . . ? C10 C11 C14 120.0(4) . . ? C12 C11 C10 117.8(4) . . ? C12 C11 C14 122.2(4) . . ? N2 C6 C7 115.7(4) . . ? N2 C6 C5 122.4(5) . . ? C5 C6 C7 121.9(5) . . ? C15 C14 C11 176.5(5) . . ? C6' C5' H5' 120.4 . . ? C6' C5' C4' 119.3(5) . . ? C4' C5' H5' 120.4 . . ? C12' C11' C10' 118.3(4) . . ? C12' C11' C14' 121.3(4) . . ? C10' C11' C14' 120.4(4) . . ? C8' C13' H13' 119.9 . . ? C8' C13' C12' 120.1(4) . . ? C12' C13' H13' 119.9 . . ? C21' C16' C15' 121.1(5) . . ? C17' C16' C15' 120.9(5) . . ? C17' C16' C21' 118.0(5) . . ? C11' C12' H12' 119.4 . . ? C13' C12' C11' 121.2(4) . . ? C13' C12' H12' 119.4 . . ? C14 C15 C16 176.5(5) . . ? C11' C10' H10' 119.8 . . ? C9' C10' C11' 120.4(4) . . ? C9' C10' H10' 119.8 . . ? C15' C14' C11' 178.3(5) . . ? C8' C9' C10' 120.7(4) . . ? C8' C9' H9' 119.7 . . ? C10' C9' H9' 119.7 . . ? C13 C12 H12 119.2 . . ? C11 C12 C13 121.7(4) . . ? C11 C12 H12 119.2 . . ? N2' C2' H2' 118.0 . . ? N2' C2' C3' 124.0(5) . . ? C3' C2' H2' 118.0 . . ? C5' C4' H4' 120.3 . . ? C3' C4' C5' 119.4(5) . . ? C3' C4' H4' 120.3 . . ? C14' C15' C16' 178.7(5) . . ? C16 C21 H21 120.0 . . ? C16 C21 C20 120.1(5) . . ? C20 C21 H21 120.0 . . ? C16 C17 H17 119.6 . . ? C18 C17 C16 120.9(5) . . ? C18 C17 H17 119.6 . . ? C16' C21' H21' 119.5 . . ? C20' C21' C16' 121.0(5) . . ? C20' C21' H21' 119.5 . . ? C2' C3' H3' 120.9 . . ? C4' C3' C2' 118.1(5) . . ? C4' C3' H3' 120.9 . . ? C6 C5 H5 120.4 . . ? C4 C5 C6 119.1(5) . . ? C4 C5 H5 120.4 . . ? C17 C18 H18 120.1 . . ? C19 C18 C17 119.9(5) . . ? C19 C18 H18 120.1 . . ? C20' C19' H19' 119.6 . . ? C20' C19' C18' 120.9(5) . . ? C18' C19' H19' 119.6 . . ? C16' C17' H17' 119.1 . . ? C18' C17' C16' 121.8(5) . . ? C18' C17' H17' 119.1 . . ? C21' C20' C19' 119.6(5) . . ? C21' C20' H20' 120.2 . . ? C19' C20' H20' 120.2 . . ? N2 C2 H2 118.3 . . ? N2 C2 C3 123.4(5) . . ? C3 C2 H2 118.3 . . ? C18 C19 H19 120.3 . . ? C18 C19 C20 119.5(5) . . ? C20 C19 H19 120.3 . . ? C21 C20 C19 120.6(5) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C5 C4 H4 120.4 . . ? C3 C4 C5 119.2(6) . . ? C3 C4 H4 120.4 . . ? C19' C18' H18' 110(2) . . ? C17' C18' C19' 118.6(5) . . ? C17' C18' H18' 131(2) . . ? C2 C3 H3 120.7 . . ? C4 C3 C2 118.6(6) . . ? C4 C3 H3 120.7 . . ? 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 N3 2.267(3) . ? Fe1 N2' 2.168(4) . ? Fe1 N3' 2.251(3) . ? Fe1 N2 2.181(4) . ? Fe1 N1' 2.053(4) . ? Fe1 N1 2.056(4) . ? S1 C1 1.627(5) . ? S1' C1' 1.617(5) . ? N3 C8 1.416(5) . ? N3 C7 1.276(5) . ? N2' C6' 1.355(5) . ? N2' C2' 1.331(5) . ? N3' C8' 1.414(5) . ? N3' C7' 1.265(5) . ? N2 C6 1.343(5) . ? N2 C2 1.329(6) . ? N1' C1' 1.151(5) . ? C8 C9 1.379(4) . ? C8 C13 1.380(5) . ? C6' C7' 1.461(6) . ? C6' C5' 1.370(6) . ? N1 C1 1.148(5) . ? C8' C13' 1.379(3) . ? C8' C9' 1.379(4) . ? C9 H9 0.94(3) . ? C9 C10 1.383(4) . ? C10 H10 0.9300 . ? C10 C11 1.392(4) . ? C7' H7' 0.9300 . ? C13 H13 0.9300 . ? C13 C12 1.384(4) . ? C7 H7 0.9300 . ? C7 C6 1.448(6) . ? C16 C15 1.433(6) . ? C16 C21 1.378(5) . ? C16 C17 1.384(4) . ? C11 C14 1.434(6) . ? C11 C12 1.380(5) . ? C6 C5 1.372(6) . ? C14 C15 1.184(6) . ? C5' H5' 0.9300 . ? C5' C4' 1.380(6) . ? C11' C12' 1.383(4) . ? C11' C10' 1.388(5) . ? C11' C14' 1.436(6) . ? C13' H13' 0.9300 . ? C13' C12' 1.380(4) . ? C16' C15' 1.428(6) . ? C16' C21' 1.381(4) . ? C16' C17' 1.381(4) . ? C12' H12' 0.9300 . ? C10' H10' 0.9300 . ? C10' C9' 1.382(4) . ? C14' C15' 1.185(6) . ? C9' H9' 0.9300 . ? C12 H12 0.9300 . ? C2' H2' 0.9300 . ? C2' C3' 1.379(6) . ? C4' H4' 0.9300 . ? C4' C3' 1.360(6) . ? C21 H21 0.9300 . ? C21 C20 1.380(6) . ? C17 H17 0.9300 . ? C17 C18 1.379(6) . ? C21' H21' 0.9300 . ? C21' C20' 1.369(6) . ? C3' H3' 0.9300 . ? C5 H5 0.9300 . ? C5 C4 1.370(7) . ? C18 H18 0.9300 . ? C18 C19 1.375(4) . ? C19' H19' 0.9300 . ? C19' C20' 1.370(4) . ? C19' C18' 1.376(4) . ? C17' H17' 0.9300 . ? C17' C18' 1.370(7) . ? C20' H20' 0.9300 . ? C2 H2 0.9300 . ? C2 C3 1.375(7) . ? C19 H19 0.9300 . ? C19 C20 1.383(4) . ? C20 H20 0.9300 . ? C4 H4 0.9300 . ? C4 C3 1.358(7) . ? C18' H18' 1.05(5) . ? C3 H3 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 Fe1 N3 C8 C9 50.2(5) . . . . ? Fe1 N3 C8 C13 -126.3(4) . . . . ? Fe1 N3 C7 C6 -6.2(5) . . . . ? Fe1 N2' C6' C7' 10.1(4) . . . . ? Fe1 N2' C6' C5' -170.7(3) . . . . ? Fe1 N2' C2' C3' 170.7(4) . . . . ? Fe1 N3' C8' C13' -114.8(4) . . . . ? Fe1 N3' C8' C9' 60.5(5) . . . . ? Fe1 N3' C7' C6' -9.2(5) . . . . ? Fe1 N2 C6 C7 5.9(5) . . . . ? Fe1 N2 C6 C5 -172.8(4) . . . . ? Fe1 N2 C2 C3 174.7(4) . . . . ? N3 C8 C9 C10 -179.0(4) . . . . ? N3 C8 C13 C12 177.6(4) . . . . ? N3 C7 C6 N2 0.5(6) . . . . ? N3 C7 C6 C5 179.1(4) . . . . ? N2' C6' C7' N3' -0.2(6) . . . . ? N2' C6' C5' C4' -0.9(7) . . . . ? N2' C2' C3' C4' -0.8(8) . . . . ? N3' C8' C13' C12' 175.4(4) . . . . ? N3' C8' C9' C10' -176.3(4) . . . . ? N2 C6 C5 C4 -2.2(8) . . . . ? N2 C2 C3 C4 -2.7(10) . . . . ? C8 N3 C7 C6 -176.7(4) . . . . ? C8 C9 C10 C11 1.8(7) . . . . ? C8 C13 C12 C11 0.8(7) . . . . ? C6' N2' C2' C3' -2.0(7) . . . . ? C6' C5' C4' C3' -1.9(7) . . . . ? C8' N3' C7' C6' -178.5(3) . . . . ? C8' C13' C12' C11' 1.2(7) . . . . ? C9 C8 C13 C12 1.1(6) . . . . ? C9 C10 C11 C14 -180.0(4) . . . . ? C9 C10 C11 C12 0.0(6) . . . . ? C10 C11 C12 C13 -1.3(7) . . . . ? C7' N3' C8' C13' 53.1(6) . . . . ? C7' N3' C8' C9' -131.6(4) . . . . ? C7' C6' C5' C4' 178.3(4) . . . . ? C13 C8 C9 C10 -2.4(6) . . . . ? C7 N3 C8 C9 -140.7(4) . . . . ? C7 N3 C8 C13 42.7(6) . . . . ? C7 C6 C5 C4 179.3(5) . . . . ? C16 C21 C20 C19 -0.6(9) . . . . ? C16 C17 C18 C19 -0.4(8) . . . . ? C6 N2 C2 C3 0.3(8) . . . . ? C6 C5 C4 C3 -0.3(9) . . . . ? C14 C11 C12 C13 178.6(4) . . . . ? C5' C6' C7' N3' -179.5(4) . . . . ? C5' C4' C3' C2' 2.8(8) . . . . ? C11' C10' C9' C8' 0.3(7) . . . . ? C13' C8' C9' C10' -0.9(7) . . . . ? C16' C21' C20' C19' -1.6(8) . . . . ? C16' C17' C18' C19' -1.2(9) . . . . ? C12' C11' C10' C9' 1.0(7) . . . . ? C15 C16 C21 C20 -177.4(5) . . . . ? C15 C16 C17 C18 178.0(5) . . . . ? C10' C11' C12' C13' -1.8(7) . . . . ? C14' C11' C12' C13' 177.0(4) . . . . ? C14' C11' C10' C9' -177.7(4) . . . . ? C9' C8' C13' C12' 0.2(7) . . . . ? C2' N2' C6' C7' -176.5(4) . . . . ? C2' N2' C6' C5' 2.8(6) . . . . ? C15' C16' C21' C20' -176.8(5) . . . . ? C15' C16' C17' C18' 178.2(5) . . . . ? C21 C16 C17 C18 0.6(7) . . . . ? C17 C16 C21 C20 -0.1(7) . . . . ? C17 C18 C19 C20 -0.4(9) . . . . ? C21' C16' C17' C18' -1.4(8) . . . . ? C5 C4 C3 C2 2.6(10) . . . . ? C18 C19 C20 C21 0.9(9) . . . . ? C17' C16' C21' C20' 2.8(7) . . . . ? C20' C19' C18' C17' 2.4(9) . . . . ? C2 N2 C6 C7 -179.2(4) . . . . ? C2 N2 C6 C5 2.1(7) . . . . ? C18' C19' C20' C21' -1.1(9) . . . . ? loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 3.3500 -3.3760 22.9323 0.0970 -0.0947 -0.9908 -0.5083 3.5165 -23.3440 -0.1890 0.1818 0.9650 -22.0646 -0.8471 1.5831 0.7001 -0.6625 0.2662 22.0684 0.7932 -1.2259 -0.6971 0.6596 -0.2809 2.8105 20.3767 -0.1618 0.5181 0.8475 0.1152 -3.3078 -20.2570 -1.5448 -0.5213 -0.8525 -0.0387