#------------------------------------------------------------------------------ #$Date: 2020-03-06 04:33:10 +0200 (Fri, 06 Mar 2020) $ #$Revision: 249103 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/75/1557505.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_1557505 loop_ _publ_author_name 'Miyasaka, Hitoshi' 'Chen, Jian' 'Sekine, Yoshihiro' 'Okazawa, Atsushi' 'Sato, Hiroyasu' 'Kosaka, Wataru' _publ_section_title ; Chameleonic layered metal-organic frameworks with variable charge-ordered states triggered by temperature and guest molecules ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D0SC00684J _journal_year 2020 _chemical_formula_moiety 'C42 H56 Cl6 Fe2 N2 O12' _chemical_formula_sum 'C42 H56 Cl6 Fe2 N2 O12' _chemical_formula_weight 1105.32 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_update_record ; 2019-12-13 deposited with the CCDC. 2020-03-05 downloaded from the CCDC. ; _cell_angle_alpha 90.0000 _cell_angle_beta 100.818(6) _cell_angle_gamma 90.0000 _cell_formula_units_Z 2 _cell_length_a 10.9375(9) _cell_length_b 21.2780(15) _cell_length_c 12.2835(7) _cell_measurement_reflns_used 1038 _cell_measurement_temperature 380 _cell_measurement_theta_max 54.49 _cell_measurement_theta_min 4.13 _cell_volume 2807.9(3) _computing_cell_refinement 'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)' _computing_molecular_graphics 'CrystalStructure 4.3' _computing_publication_material 'CrystalStructure 4.3 (Rigaku, 2018)' _computing_structure_refinement 'SHELXL Version 2014/7 (Sheldrick, 2008)' _computing_structure_solution 'SHELXT Version 2018/2 (Sheldrick, 2014)' _diffrn_ambient_temperature 380 _diffrn_detector_area_resol_mean 10.000 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Rigaku XtaLAB Synergy' _diffrn_measurement_method \w _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0975 _diffrn_reflns_av_unetI/netI 0.0734 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 16374 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 68.191 _diffrn_reflns_theta_min 4.155 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 7.213 _exptl_absorpt_correction_T_max 0.400 _exptl_absorpt_correction_T_min 0.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour black _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_description hexagonal _exptl_crystal_F_000 1144.00 _exptl_crystal_size_max 0.383 _exptl_crystal_size_mid 0.237 _exptl_crystal_size_min 0.127 _refine_diff_density_max 0.20 _refine_diff_density_min -0.58 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 293 _refine_ls_number_reflns 5114 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1831 _refine_ls_R_factor_gt 0.0743 _refine_ls_shift/su_max 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1063P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1784 _refine_ls_wR_factor_ref 0.2334 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1944 _reflns_number_total 5114 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file d0sc00684j2.cif _cod_data_source_block Fe2CA3(NPr4)2-dry-380K _cod_database_code 1557505 _shelx_res_file ; shelxl.res created by SHELXL-2014/7 TITL Fe_CA_380K CELL 1.54184 10.93750 21.27800 12.28350 90.00000 100.81800 90.00000 ZERR 2 0.00090 0.00150 0.00070 0.00000 0.00600 0.00000 LATT 1 SYMM .50-X, .50+Y, .50-Z SFAC C H CL FE N O UNIT 84 112 12 4 4 24 L.S. 100 FMAP 2 PLAN 25 WPDB -2 HTAB BOND $H CONF LIST 4 TEMP 107.0 ACTA SIZE 0.383 0.237 0.127 WGHT 0.106300 FVAR 0.41176 FE1 4 0.957295 0.685185 0.517174 11.00000 0.09532 0.11764 = 0.07425 -0.00254 -0.00117 0.00053 CL1 3 1.073115 0.674691 0.936401 11.00000 0.12743 0.16144 = 0.07767 0.00922 0.01883 -0.03960 CL2 3 1.332326 0.828549 0.599289 11.00000 0.12002 0.20248 = 0.07864 0.03034 0.01040 -0.04053 CL3 3 0.708666 0.481479 0.480878 11.00000 0.09006 0.13575 = 0.19041 -0.03729 0.02760 -0.01529 O1 6 1.097105 0.752829 0.551422 11.00000 0.10690 0.11982 = 0.06296 -0.00001 -0.00401 -0.01126 O2 6 0.993217 0.688379 0.691385 11.00000 0.09981 0.11889 = 0.07502 0.00009 0.00800 -0.01318 O3 6 1.301932 0.756209 0.984208 11.00000 0.10279 0.12464 = 0.06156 0.00381 -0.00215 -0.01916 O4 6 1.413990 0.813179 0.843641 11.00000 0.09611 0.14247 = 0.07344 0.00169 0.00249 -0.02547 O5 6 0.857168 0.600660 0.513013 11.00000 0.08916 0.11249 = 0.11175 -0.01317 0.00783 -0.00650 O6 6 0.903576 0.383883 0.477994 11.00000 0.09368 0.11188 = 0.10653 -0.01015 0.00558 -0.00651 N1 5 0.612922 0.637281 0.747598 11.00000 0.11849 0.14495 = 0.09886 -0.00806 0.01731 0.00470 C1 1 1.151138 0.754381 0.650497 11.00000 0.09094 0.10631 = 0.07060 -0.00366 0.01298 0.00146 C2 1 1.090353 0.717482 0.733045 11.00000 0.08666 0.10587 = 0.07088 -0.01330 0.00768 -0.00151 C3 1 1.144556 0.716750 0.843878 11.00000 0.09379 0.11644 = 0.06159 0.00005 0.00644 -0.00381 C4 1 1.249356 0.751452 0.884620 11.00000 0.08266 0.10313 = 0.06547 -0.00342 0.00220 0.00479 C5 1 1.314536 0.786467 0.801732 11.00000 0.09736 0.10473 = 0.06495 -0.00039 0.01017 -0.00420 C6 1 1.258185 0.787031 0.691101 11.00000 0.09520 0.12346 = 0.05980 0.01395 0.01227 -0.00528 C7 1 0.917230 0.549988 0.504606 11.00000 0.09536 0.11208 = 0.08358 -0.01019 0.01065 -0.00954 C8 1 0.870041 0.492056 0.490929 11.00000 0.07148 0.11076 = 0.10798 -0.01403 0.01013 -0.01673 C9 1 0.942476 0.438652 0.488225 11.00000 0.08775 0.11880 = 0.07039 -0.00796 0.00685 -0.00375 C10 1 0.733411 0.608255 0.805537 11.00000 0.17136 0.20562 = 0.12156 -0.00260 0.01027 0.01488 AFIX 23 H10A 2 0.800855 0.627811 0.776698 11.00000 -1.20000 H10B 2 0.744711 0.618866 0.883586 11.00000 -1.20000 AFIX 0 C11 1 0.746033 0.539595 0.796458 11.00000 0.24650 0.15742 = 0.20952 -0.00029 0.00402 0.01881 AFIX 23 H11A 2 0.736521 0.528253 0.718837 11.00000 -1.20000 H11B 2 0.679835 0.519266 0.825938 11.00000 -1.20000 AFIX 0 C12 1 0.869407 0.515786 0.857459 11.00000 0.25179 0.21876 = 0.32864 0.01325 -0.08345 0.05298 AFIX 137 H12A 2 0.884488 0.531731 0.931890 11.00000 -1.20000 H12B 2 0.934288 0.529735 0.820300 11.00000 -1.20000 H12C 2 0.868240 0.470686 0.859145 11.00000 -1.20000 AFIX 0 C13 1 0.603873 0.626225 0.624622 11.00000 0.16287 0.18626 = 0.11271 0.01031 -0.00976 0.01255 AFIX 23 H13A 2 0.683788 0.637299 0.606626 11.00000 -1.20000 H13B 2 0.593026 0.581410 0.611894 11.00000 -1.20000 AFIX 0 C14 1 0.509755 0.657520 0.545961 11.00000 0.19090 0.15879 = 0.13285 -0.00051 0.00145 -0.02172 AFIX 23 H14A 2 0.524193 0.702495 0.550956 11.00000 -1.20000 H14B 2 0.428942 0.649359 0.564714 11.00000 -1.20000 AFIX 0 C15 1 0.508295 0.636258 0.427899 11.00000 0.19430 0.23922 = 0.13747 0.03393 -0.02450 -0.05271 AFIX 137 H15A 2 0.487357 0.592440 0.421030 11.00000 -1.20000 H15B 2 0.589039 0.642716 0.409835 11.00000 -1.20000 H15C 2 0.447566 0.660157 0.378088 11.00000 -1.20000 AFIX 0 C16 1 0.498249 0.608755 0.779546 11.00000 0.16761 0.23013 = 0.18708 -0.00032 0.07045 -0.01419 AFIX 23 H16A 2 0.426529 0.631961 0.741380 11.00000 -1.20000 H16B 2 0.490407 0.566076 0.751345 11.00000 -1.20000 AFIX 0 C17 1 0.491234 0.606600 0.895547 11.00000 0.30061 0.22419 = 0.21642 0.00806 0.12516 -0.01343 AFIX 23 H17A 2 0.494550 0.649253 0.923825 11.00000 -1.20000 H17B 2 0.563814 0.584544 0.935002 11.00000 -1.20000 AFIX 0 C18 1 0.378047 0.575626 0.920321 11.00000 0.30079 0.24155 = 0.52776 0.12492 0.27583 0.03520 AFIX 137 H18A 2 0.396301 0.532490 0.939797 11.00000 -1.20000 H18B 2 0.312759 0.577555 0.856152 11.00000 -1.20000 H18C 2 0.351839 0.596790 0.981045 11.00000 -1.20000 AFIX 0 C19 1 0.616686 0.707067 0.774884 11.00000 0.16532 0.17057 = 0.14964 -0.02398 0.05453 -0.01443 AFIX 23 H19A 2 0.537406 0.725052 0.740247 11.00000 -1.20000 H19B 2 0.622858 0.711167 0.854378 11.00000 -1.20000 AFIX 0 C20 1 0.712337 0.744495 0.743872 11.00000 0.14324 0.19189 = 0.14816 0.00538 0.03852 -0.02727 AFIX 23 H20A 2 0.713741 0.736980 0.666229 11.00000 -1.20000 H20B 2 0.791809 0.730929 0.786353 11.00000 -1.20000 AFIX 0 C21 1 0.698745 0.814247 0.761008 11.00000 0.16887 0.16752 = 0.19826 -0.02702 0.03251 -0.02821 AFIX 137 H21A 2 0.712770 0.823237 0.838950 11.00000 -1.20000 H21B 2 0.616284 0.827298 0.727339 11.00000 -1.20000 H21C 2 0.758542 0.836542 0.727628 11.00000 -1.20000 AFIX 0 HKLF 4 REM Fe_CA_380K REM R1 = 0.0743 for 1944 Fo > 4sig(Fo) and 0.1831 for all 5114 data REM 293 parameters refined using 0 restraints END WGHT 0.1063 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x-1/2, -y+3/2, z+1/2 HTAB C10 Cl2_$1 HTAB C13 O5 HTAB C19 O1_$1 EQIV $2 x-1/2, -y+3/2, z-1/2 HTAB C20 O3_$2 REM Highest difference peak 0.195, deepest hole -0.584, 1-sigma level 0.053 Q1 1 1.1433 0.6857 0.5626 11.00000 0.05 0.20 Q2 1 0.7412 0.4853 0.3984 11.00000 0.05 0.17 Q3 1 1.1204 0.6794 0.9984 11.00000 0.05 0.17 Q4 1 1.4752 0.8152 0.9025 11.00000 0.05 0.17 Q5 1 1.2784 0.8571 0.6244 11.00000 0.05 0.17 Q6 1 0.4755 0.6478 0.6616 11.00000 0.05 0.17 Q7 1 0.5331 0.8388 0.5985 11.00000 0.05 0.16 Q8 1 1.4423 0.8651 0.8443 11.00000 0.05 0.16 Q9 1 0.7524 0.4824 0.5601 11.00000 0.05 0.15 Q10 1 1.1244 0.6607 0.9043 11.00000 0.05 0.15 Q11 1 0.9926 0.6724 1.0054 11.00000 0.05 0.15 Q12 1 1.2704 0.8160 0.9705 11.00000 0.05 0.15 Q13 1 1.3865 0.8509 0.8428 11.00000 0.05 0.15 Q14 1 0.7805 0.5898 0.6468 11.00000 0.05 0.14 Q15 1 1.3822 0.8396 0.6580 11.00000 0.05 0.14 Q16 1 1.3755 0.8196 0.6408 11.00000 0.05 0.14 Q17 1 1.0251 0.6420 0.9201 11.00000 0.05 0.14 Q18 1 1.0163 0.6436 0.5449 11.00000 0.05 0.14 Q19 1 0.8957 0.6393 0.4994 11.00000 0.05 0.14 Q20 1 0.2815 0.5091 0.7780 11.00000 0.05 0.14 Q21 1 0.2269 0.4996 0.9255 11.00000 0.05 0.14 Q22 1 0.7937 0.4886 0.3745 11.00000 0.05 0.14 Q23 1 1.0398 0.6562 0.6982 11.00000 0.05 0.14 Q24 1 1.0417 0.7041 0.9220 11.00000 0.05 0.13 Q25 1 0.6658 0.5128 0.4741 11.00000 0.05 0.13 ; _shelx_res_checksum 91101 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 -1/2+X,-1/2-Y,-1/2+Z loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.95729(10) 0.68518(5) 0.51717(8) 0.0980(4) Uani 1 1 d . . . . . Cl1 Cl 1.0731(2) 0.67469(10) 0.93640(15) 0.1222(7) Uani 1 1 d . . . . . Cl2 Cl 1.33233(19) 0.82855(11) 0.59929(15) 0.1348(8) Uani 1 1 d . . . . . Cl3 Cl 0.70867(18) 0.48148(10) 0.4809(2) 0.1386(9) Uani 1 1 d . . . . . O1 O 1.0971(4) 0.7528(2) 0.5514(3) 0.0991(14) Uani 1 1 d . . . . . O2 O 0.9932(4) 0.6884(2) 0.6914(3) 0.0990(13) Uani 1 1 d . . . . . O3 O 1.3019(4) 0.7562(2) 0.9842(3) 0.0986(14) Uani 1 1 d . . . . . O4 O 1.4140(5) 0.8132(2) 0.8436(4) 0.1058(15) Uani 1 1 d . . . . . O5 O 0.8572(4) 0.6007(2) 0.5130(4) 0.1059(15) Uani 1 1 d . . . . . O6 O 0.9036(4) 0.3839(3) 0.4780(4) 0.1057(15) Uani 1 1 d . . . . . N1 N 0.6129(7) 0.6373(4) 0.7476(6) 0.121(2) Uani 1 1 d . . . . . C1 C 1.1511(6) 0.7544(3) 0.6505(5) 0.0896(19) Uani 1 1 d . . . . . C2 C 1.0904(7) 0.7175(3) 0.7330(5) 0.0887(18) Uani 1 1 d . . . . . C3 C 1.1446(6) 0.7168(3) 0.8439(5) 0.0917(19) Uani 1 1 d . . . . . C4 C 1.2494(6) 0.7515(3) 0.8846(5) 0.0853(18) Uani 1 1 d . . . . . C5 C 1.3145(7) 0.7865(3) 0.8017(5) 0.0897(19) Uani 1 1 d . . . . . C6 C 1.2582(7) 0.7870(3) 0.6911(5) 0.0931(19) Uani 1 1 d . . . . . C7 C 0.9172(7) 0.5500(4) 0.5046(5) 0.098(2) Uani 1 1 d . . . . . C8 C 0.8700(6) 0.4921(5) 0.4909(6) 0.098(2) Uani 1 1 d . . . . . C9 C 0.9425(7) 0.4387(4) 0.4882(5) 0.093(2) Uani 1 1 d . . . . . C10 C 0.7334(11) 0.6083(6) 0.8055(8) 0.168(4) Uani 1 1 d . . . . . H10A H 0.8009 0.6278 0.7767 0.202 Uiso 1 1 calc R U . . . H10B H 0.7447 0.6189 0.8836 0.202 Uiso 1 1 calc R U . . . C11 C 0.7460(15) 0.5396(6) 0.7965(11) 0.210(6) Uani 1 1 d . . . . . H11A H 0.7365 0.5283 0.7188 0.251 Uiso 1 1 calc R U . . . H11B H 0.6798 0.5193 0.8259 0.251 Uiso 1 1 calc R U . . . C12 C 0.8694(14) 0.5158(7) 0.8575(14) 0.284(9) Uani 1 1 d . . . . . H12A H 0.8845 0.5317 0.9319 0.341 Uiso 1 1 calc R U . . . H12B H 0.9343 0.5297 0.8203 0.341 Uiso 1 1 calc R U . . . H12C H 0.8682 0.4707 0.8591 0.341 Uiso 1 1 calc R U . . . C13 C 0.6039(10) 0.6262(5) 0.6246(8) 0.159(4) Uani 1 1 d . . . . . H13A H 0.6838 0.6373 0.6066 0.190 Uiso 1 1 calc R U . . . H13B H 0.5930 0.5814 0.6119 0.190 Uiso 1 1 calc R U . . . C14 C 0.5098(11) 0.6575(5) 0.5460(9) 0.165(4) Uani 1 1 d . . . . . H14A H 0.5242 0.7025 0.5510 0.198 Uiso 1 1 calc R U . . . H14B H 0.4289 0.6494 0.5647 0.198 Uiso 1 1 calc R U . . . C15 C 0.5083(11) 0.6363(6) 0.4279(9) 0.198(5) Uani 1 1 d . . . . . H15A H 0.4874 0.5924 0.4210 0.237 Uiso 1 1 calc R U . . . H15B H 0.5890 0.6427 0.4098 0.237 Uiso 1 1 calc R U . . . H15C H 0.4476 0.6602 0.3781 0.237 Uiso 1 1 calc R U . . . C16 C 0.4982(11) 0.6088(6) 0.7795(10) 0.190(5) Uani 1 1 d . . . . . H16A H 0.4265 0.6320 0.7414 0.228 Uiso 1 1 calc R U . . . H16B H 0.4904 0.5661 0.7513 0.228 Uiso 1 1 calc R U . . . C17 C 0.4912(15) 0.6066(7) 0.8955(12) 0.237(7) Uani 1 1 d . . . . . H17A H 0.4945 0.6493 0.9238 0.285 Uiso 1 1 calc R U . . . H17B H 0.5638 0.5845 0.9350 0.285 Uiso 1 1 calc R U . . . C18 C 0.3780(15) 0.5756(7) 0.9203(17) 0.331(12) Uani 1 1 d . . . . . H18A H 0.3963 0.5325 0.9398 0.397 Uiso 1 1 calc R U . . . H18B H 0.3128 0.5776 0.8562 0.397 Uiso 1 1 calc R U . . . H18C H 0.3518 0.5968 0.9810 0.397 Uiso 1 1 calc R U . . . C19 C 0.6167(10) 0.7071(6) 0.7749(8) 0.159(4) Uani 1 1 d . . . . . H19A H 0.5374 0.7251 0.7402 0.190 Uiso 1 1 calc R U . . . H19B H 0.6229 0.7112 0.8544 0.190 Uiso 1 1 calc R U . . . C20 C 0.7123(9) 0.7445(6) 0.7439(8) 0.160(4) Uani 1 1 d . . . . . H20A H 0.7137 0.7370 0.6662 0.192 Uiso 1 1 calc R U . . . H20B H 0.7918 0.7309 0.7864 0.192 Uiso 1 1 calc R U . . . C21 C 0.6987(10) 0.8142(5) 0.7610(9) 0.178(4) Uani 1 1 d . . . . . H21A H 0.7128 0.8232 0.8389 0.214 Uiso 1 1 calc R U . . . H21B H 0.6163 0.8273 0.7273 0.214 Uiso 1 1 calc R U . . . H21C H 0.7585 0.8365 0.7276 0.214 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 0.0953(8) 0.1176(9) 0.0742(7) -0.0025(6) -0.0012(5) 0.0005(6) Cl1 0.1274(15) 0.1614(19) 0.0777(11) 0.0092(11) 0.0188(10) -0.0396(13) Cl2 0.1200(15) 0.202(2) 0.0786(12) 0.0303(12) 0.0104(11) -0.0405(14) Cl3 0.0901(13) 0.1357(17) 0.190(2) -0.0373(15) 0.0276(13) -0.0153(12) O1 0.107(3) 0.120(4) 0.063(3) 0.000(2) -0.004(2) -0.011(3) O2 0.100(3) 0.119(4) 0.075(3) 0.000(2) 0.008(3) -0.013(3) O3 0.103(3) 0.125(4) 0.062(3) 0.004(2) -0.002(2) -0.019(3) O4 0.096(3) 0.142(4) 0.073(3) 0.002(3) 0.002(3) -0.025(3) O5 0.089(3) 0.112(4) 0.112(4) -0.013(3) 0.008(3) -0.006(3) O6 0.094(3) 0.112(4) 0.107(4) -0.010(3) 0.006(3) -0.007(3) N1 0.118(6) 0.145(7) 0.099(5) -0.008(4) 0.017(4) 0.005(5) C1 0.091(5) 0.106(5) 0.071(4) -0.004(4) 0.013(4) 0.001(4) C2 0.087(5) 0.106(5) 0.071(4) -0.013(4) 0.008(4) -0.002(4) C3 0.094(5) 0.116(5) 0.062(4) 0.000(4) 0.006(4) -0.004(4) C4 0.083(4) 0.103(5) 0.065(4) -0.003(4) 0.002(4) 0.005(4) C5 0.097(5) 0.105(5) 0.065(4) 0.000(4) 0.010(4) -0.004(4) C6 0.095(5) 0.123(6) 0.060(4) 0.014(4) 0.012(4) -0.005(4) C7 0.095(6) 0.112(7) 0.084(5) -0.010(4) 0.011(4) -0.010(5) C8 0.071(4) 0.111(6) 0.108(5) -0.014(4) 0.010(4) -0.017(5) C9 0.088(5) 0.119(6) 0.070(4) -0.008(4) 0.007(4) -0.004(5) C10 0.171(10) 0.206(12) 0.122(8) -0.003(8) 0.010(7) 0.015(9) C11 0.246(16) 0.157(11) 0.210(14) 0.000(9) 0.004(11) 0.019(10) C12 0.252(17) 0.219(14) 0.33(2) 0.013(13) -0.083(15) 0.053(13) C13 0.163(9) 0.186(9) 0.113(7) 0.010(7) -0.010(7) 0.013(7) C14 0.191(10) 0.159(9) 0.133(9) -0.001(7) 0.001(8) -0.022(8) C15 0.194(11) 0.239(12) 0.137(9) 0.034(8) -0.025(8) -0.053(9) C16 0.168(11) 0.230(13) 0.187(12) 0.000(9) 0.070(9) -0.014(9) C17 0.30(2) 0.224(14) 0.216(15) 0.008(11) 0.125(14) -0.013(13) C18 0.30(2) 0.242(17) 0.53(3) 0.125(18) 0.28(2) 0.035(14) C19 0.165(10) 0.171(10) 0.150(9) -0.024(7) 0.055(7) -0.014(8) C20 0.143(9) 0.192(12) 0.148(9) 0.005(8) 0.039(7) -0.027(8) C21 0.169(10) 0.168(11) 0.198(12) -0.027(8) 0.033(8) -0.028(8) 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 for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (Vol. C, Table 6.1.1.4) ; Cl Cl 0.3639 0.7018 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Fe Fe -1.1336 3.1974 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (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 O1 Fe1 O3 99.58(18) . 4_575 ? O1 Fe1 O4 102.18(18) . 4_575 ? O3 Fe1 O4 76.83(17) 4_575 4_575 ? O1 Fe1 O5 162.76(19) . . ? O3 Fe1 O5 96.0(2) 4_575 . ? O4 Fe1 O5 88.41(19) 4_575 . ? O1 Fe1 O2 77.44(17) . . ? O3 Fe1 O2 99.68(17) 4_575 . ? O4 Fe1 O2 176.40(19) 4_575 . ? O5 Fe1 O2 92.83(18) . . ? O1 Fe1 O6 88.7(2) . 3_766 ? O3 Fe1 O6 168.49(18) 4_575 3_766 ? O4 Fe1 O6 93.69(18) 4_575 3_766 ? O5 Fe1 O6 76.9(2) . 3_766 ? O2 Fe1 O6 89.88(18) . 3_766 ? C1 O1 Fe1 114.2(4) . . ? C2 O2 Fe1 114.4(4) . . ? C4 O3 Fe1 116.4(4) . 4_676 ? C5 O4 Fe1 116.1(4) . 4_676 ? C7 O5 Fe1 116.8(5) . . ? C9 O6 Fe1 114.9(5) . 3_766 ? C10 N1 C16 114.1(8) . . ? C10 N1 C13 107.2(7) . . ? C16 N1 C13 107.2(8) . . ? C10 N1 C19 108.1(8) . . ? C16 N1 C19 108.9(8) . . ? C13 N1 C19 111.4(7) . . ? O1 C1 C6 125.6(6) . . ? O1 C1 C2 116.6(6) . . ? C6 C1 C2 117.8(6) . . ? O2 C2 C3 124.9(7) . . ? O2 C2 C1 115.1(6) . . ? C3 C2 C1 120.0(6) . . ? C4 C3 C2 121.8(6) . . ? C4 C3 Cl1 118.9(5) . . ? C2 C3 Cl1 119.2(5) . . ? O3 C4 C3 126.6(6) . . ? O3 C4 C5 114.9(6) . . ? C3 C4 C5 118.4(6) . . ? O4 C5 C6 126.4(6) . . ? O4 C5 C4 115.0(6) . . ? C6 C5 C4 118.5(6) . . ? C1 C6 C5 123.0(6) . . ? C1 C6 Cl2 119.3(5) . . ? C5 C6 Cl2 117.6(5) . . ? O5 C7 C8 126.7(8) . . ? O5 C7 C9 112.7(8) . 3_766 ? C8 C7 C9 120.7(8) . 3_766 ? C7 C8 C9 123.3(7) . . ? C7 C8 Cl3 119.1(7) . . ? C9 C8 Cl3 117.5(6) . . ? O6 C9 C8 125.8(8) . . ? O6 C9 C7 118.2(8) . 3_766 ? C8 C9 C7 115.9(8) . 3_766 ? C11 C10 N1 117.2(10) . . ? C11 C10 H10A 108.0 . . ? N1 C10 H10A 108.0 . . ? C11 C10 H10B 108.0 . . ? N1 C10 H10B 108.0 . . ? H10A C10 H10B 107.3 . . ? C10 C11 C12 112.6(12) . . ? C10 C11 H11A 109.1 . . ? C12 C11 H11A 109.1 . . ? C10 C11 H11B 109.1 . . ? C12 C11 H11B 109.1 . . ? H11A C11 H11B 107.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N1 120.2(9) . . ? C14 C13 H13A 107.3 . . ? N1 C13 H13A 107.3 . . ? C14 C13 H13B 107.3 . . ? N1 C13 H13B 107.3 . . ? H13A C13 H13B 106.9 . . ? C13 C14 C15 112.5(10) . . ? C13 C14 H14A 109.1 . . ? C15 C14 H14A 109.1 . . ? C13 C14 H14B 109.1 . . ? C15 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N1 118.1(11) . . ? C17 C16 H16A 107.8 . . ? N1 C16 H16A 107.8 . . ? C17 C16 H16B 107.8 . . ? N1 C16 H16B 107.8 . . ? H16A C16 H16B 107.1 . . ? C16 C17 C18 114.7(15) . . ? C16 C17 H17A 108.6 . . ? C18 C17 H17A 108.6 . . ? C16 C17 H17B 108.6 . . ? C18 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 N1 118.6(9) . . ? C20 C19 H19A 107.7 . . ? N1 C19 H19A 107.7 . . ? C20 C19 H19B 107.7 . . ? N1 C19 H19B 107.7 . . ? H19A C19 H19B 107.1 . . ? C19 C20 C21 114.6(10) . . ? C19 C20 H20A 108.6 . . ? C21 C20 H20A 108.6 . . ? C19 C20 H20B 108.6 . . ? C21 C20 H20B 108.6 . . ? H20A C20 H20B 107.6 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? 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 O1 2.085(4) . ? Fe1 O3 2.085(4) 4_575 ? Fe1 O4 2.095(4) 4_575 ? Fe1 O5 2.101(5) . ? Fe1 O2 2.103(4) . ? Fe1 O6 2.108(5) 3_766 ? Cl1 C3 1.743(7) . ? Cl2 C6 1.747(7) . ? Cl3 C8 1.761(7) . ? O1 C1 1.250(7) . ? O2 C2 1.253(7) . ? O3 C4 1.254(6) . ? O3 Fe1 2.085(4) 4_676 ? O4 C5 1.249(7) . ? O4 Fe1 2.095(4) 4_676 ? O5 C7 1.277(8) . ? O6 C9 1.239(8) . ? O6 Fe1 2.108(5) 3_766 ? N1 C10 1.508(12) . ? N1 C16 1.510(12) . ? N1 C13 1.514(10) . ? N1 C19 1.521(11) . ? C1 C6 1.372(9) . ? C1 C2 1.530(9) . ? C2 C3 1.379(8) . ? C3 C4 1.376(8) . ? C4 C5 1.540(9) . ? C5 C6 1.383(8) . ? C7 C8 1.335(9) . ? C7 C9 1.539(10) 3_766 ? C8 C9 1.389(10) . ? C9 C7 1.540(10) 3_766 ? C10 C11 1.474(13) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.503(14) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.436(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.516(13) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.442(14) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.484(16) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.422(12) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.510(11) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? 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 O1 C1 C6 169.0(6) . . . . ? Fe1 O1 C1 C2 -12.2(7) . . . . ? Fe1 O2 C2 C3 -168.2(5) . . . . ? Fe1 O2 C2 C1 10.1(7) . . . . ? O1 C1 C2 O2 1.4(9) . . . . ? C6 C1 C2 O2 -179.7(6) . . . . ? O1 C1 C2 C3 179.8(6) . . . . ? C6 C1 C2 C3 -1.3(10) . . . . ? O2 C2 C3 C4 -177.9(7) . . . . ? C1 C2 C3 C4 3.8(10) . . . . ? O2 C2 C3 Cl1 -2.0(10) . . . . ? C1 C2 C3 Cl1 179.7(5) . . . . ? Fe1 O3 C4 C3 -178.6(5) 4_676 . . . ? Fe1 O3 C4 C5 4.1(7) 4_676 . . . ? C2 C3 C4 O3 176.4(6) . . . . ? Cl1 C3 C4 O3 0.5(10) . . . . ? C2 C3 C4 C5 -6.3(10) . . . . ? Cl1 C3 C4 C5 177.8(5) . . . . ? Fe1 O4 C5 C6 170.4(6) 4_676 . . . ? Fe1 O4 C5 C4 -7.9(7) 4_676 . . . ? O3 C4 C5 O4 2.6(9) . . . . ? C3 C4 C5 O4 -175.0(6) . . . . ? O3 C4 C5 C6 -175.8(6) . . . . ? C3 C4 C5 C6 6.6(9) . . . . ? O1 C1 C6 C5 -179.3(6) . . . . ? C2 C1 C6 C5 1.9(10) . . . . ? O1 C1 C6 Cl2 -2.5(10) . . . . ? C2 C1 C6 Cl2 178.7(5) . . . . ? O4 C5 C6 C1 177.3(7) . . . . ? C4 C5 C6 C1 -4.5(10) . . . . ? O4 C5 C6 Cl2 0.4(10) . . . . ? C4 C5 C6 Cl2 178.6(5) . . . . ? Fe1 O5 C7 C8 -173.8(6) . . . . ? Fe1 O5 C7 C9 6.2(7) . . . 3_766 ? O5 C7 C8 C9 -176.5(7) . . . . ? C9 C7 C8 C9 3.5(12) 3_766 . . . ? O5 C7 C8 Cl3 1.0(10) . . . . ? C9 C7 C8 Cl3 -179.0(5) 3_766 . . . ? Fe1 O6 C9 C8 -178.1(5) 3_766 . . . ? Fe1 O6 C9 C7 3.8(7) 3_766 . . 3_766 ? C7 C8 C9 O6 178.5(6) . . . . ? Cl3 C8 C9 O6 0.9(10) . . . . ? C7 C8 C9 C7 -3.4(11) . . . 3_766 ? Cl3 C8 C9 C7 179.1(5) . . . 3_766 ? C16 N1 C10 C11 54.6(13) . . . . ? C13 N1 C10 C11 -63.8(12) . . . . ? C19 N1 C10 C11 175.9(10) . . . . ? N1 C10 C11 C12 -179.9(11) . . . . ? C10 N1 C13 C14 -169.4(9) . . . . ? C16 N1 C13 C14 67.7(12) . . . . ? C19 N1 C13 C14 -51.4(12) . . . . ? N1 C13 C14 C15 -175.0(8) . . . . ? C10 N1 C16 C17 54.5(14) . . . . ? C13 N1 C16 C17 173.0(11) . . . . ? C19 N1 C16 C17 -66.3(13) . . . . ? N1 C16 C17 C18 -177.7(11) . . . . ? C10 N1 C19 C20 60.2(12) . . . . ? C16 N1 C19 C20 -175.3(9) . . . . ? C13 N1 C19 C20 -57.3(12) . . . . ? N1 C19 C20 C21 172.5(8) . . . . ?