#------------------------------------------------------------------------------ #$Date: 2020-03-06 04:33:10 +0200 (Fri, 06 Mar 2020) $ #$Revision: 249103 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/75/1557504.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_1557504 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 101.859(7) _cell_angle_gamma 90.0000 _cell_formula_units_Z 2 _cell_length_a 10.8740(9) _cell_length_b 20.9284(16) _cell_length_c 12.2372(8) _cell_measurement_reflns_used 1654 _cell_measurement_temperature 300 _cell_measurement_theta_max 67.15 _cell_measurement_theta_min 4.22 _cell_volume 2725.4(4) _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 300 _diffrn_detector_area_resol_mean 10.000 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _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 0.0735 _diffrn_reflns_av_unetI/netI 0.0608 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 16308 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 68.234 _diffrn_reflns_theta_min 4.225 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 7.432 _exptl_absorpt_correction_T_max 0.389 _exptl_absorpt_correction_T_min 0.173 _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 1.347 _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 0.37 _refine_diff_density_min -0.91 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 293 _refine_ls_number_reflns 4950 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1177 _refine_ls_R_factor_gt 0.0639 _refine_ls_shift/su_max 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1045P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1583 _refine_ls_wR_factor_ref 0.1899 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2831 _reflns_number_total 4950 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file d0sc00684j2.cif _cod_data_source_block Fe2CA3(NPr4)2-dry-300K _cod_database_code 1557504 _shelx_res_file ; shelxl.res created by SHELXL-2014/7 TITL Fe_CA_300K CELL 1.54184 10.87400 20.92840 12.23720 90.00000 101.85900 90.00000 ZERR 2 0.00090 0.00160 0.00080 0.00000 0.00700 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 27.0 ACTA SIZE 0.383 0.237 0.127 WGHT 0.104500 FVAR 0.40279 FE1 4 0.956920 0.687635 0.519904 11.00000 0.05481 0.06449 = 0.04723 -0.00155 0.00144 0.00045 CL1 3 1.070518 0.674429 0.936069 11.00000 0.07347 0.09114 = 0.05052 0.00505 0.01263 -0.02295 CL2 3 1.336111 0.827190 0.604157 11.00000 0.06903 0.11373 = 0.05081 0.01847 0.00535 -0.02276 CL3 3 0.707059 0.480309 0.486610 11.00000 0.05379 0.07447 = 0.11946 -0.01990 0.02209 -0.00894 O1 6 1.095524 0.751291 0.550896 11.00000 0.06133 0.07026 = 0.04178 0.00296 0.00093 -0.00524 O2 6 0.988378 0.687653 0.687154 11.00000 0.05851 0.06888 = 0.05185 -0.00104 0.00647 -0.00915 O3 6 1.304952 0.756803 0.990125 11.00000 0.06358 0.07334 = 0.04068 -0.00031 0.00407 -0.00806 O4 6 1.419357 0.812723 0.852926 11.00000 0.05405 0.07616 = 0.05003 0.00242 0.00300 -0.00995 O5 6 0.856983 0.602589 0.517748 11.00000 0.05524 0.05994 = 0.07198 -0.00729 0.01075 0.00333 O6 6 0.904574 0.381729 0.479746 11.00000 0.05614 0.06783 = 0.06944 -0.00386 0.00749 -0.00471 N1 5 0.611869 0.639244 0.748057 11.00000 0.06741 0.07955 = 0.07131 -0.00753 0.01733 0.00170 C1 1 1.151667 0.753048 0.653994 11.00000 0.05264 0.05954 = 0.04119 0.00553 0.00550 0.00042 C2 1 1.091198 0.716918 0.731835 11.00000 0.05152 0.05726 = 0.04946 -0.00399 0.00689 0.00133 C3 1 1.142461 0.716395 0.844697 11.00000 0.05726 0.06758 = 0.04128 0.00284 0.00824 -0.00374 C4 1 1.251935 0.751357 0.886752 11.00000 0.05655 0.06299 = 0.04691 0.00042 0.00792 0.00101 C5 1 1.315416 0.785342 0.807988 11.00000 0.05138 0.06090 = 0.04438 0.00087 0.00526 0.00200 C6 1 1.262782 0.785477 0.694887 11.00000 0.05598 0.06772 = 0.04661 0.00811 0.00510 -0.00277 C7 1 0.916704 0.552111 0.507070 11.00000 0.04252 0.06673 = 0.05287 -0.00420 0.00653 -0.00523 C8 1 0.866829 0.491487 0.493575 11.00000 0.04062 0.06918 = 0.07296 -0.01000 0.01016 -0.00141 C9 1 0.942173 0.438690 0.488332 11.00000 0.05116 0.07321 = 0.04684 0.00133 0.00693 -0.00888 C10 1 0.731365 0.609249 0.812095 11.00000 0.08894 0.10436 = 0.07154 -0.00559 0.00011 0.01195 AFIX 23 H10A 2 0.801612 0.628850 0.787139 11.00000 -1.20000 H10B 2 0.739377 0.619896 0.890390 11.00000 -1.20000 AFIX 0 C11 1 0.743248 0.538285 0.802929 11.00000 0.12220 0.09069 = 0.10669 0.00054 -0.00981 0.02230 AFIX 23 H11A 2 0.737753 0.526541 0.725395 11.00000 -1.20000 H11B 2 0.674888 0.517532 0.829036 11.00000 -1.20000 AFIX 0 C12 1 0.867967 0.515928 0.872093 11.00000 0.16065 0.11398 = 0.22519 0.00488 -0.05967 0.04560 AFIX 137 H12A 2 0.934963 0.529603 0.837286 11.00000 -1.20000 H12B 2 0.868187 0.470148 0.877055 11.00000 -1.20000 H12C 2 0.879651 0.533890 0.945692 11.00000 -1.20000 AFIX 0 C13 1 0.604858 0.627829 0.625501 11.00000 0.08123 0.08900 = 0.05675 -0.00878 0.00753 0.00546 AFIX 23 H13A 2 0.685224 0.639721 0.608792 11.00000 -1.20000 H13B 2 0.594440 0.582287 0.611993 11.00000 -1.20000 AFIX 0 C14 1 0.504441 0.661466 0.544285 11.00000 0.09164 0.08941 = 0.08315 0.00536 0.00097 0.00209 AFIX 23 H14A 2 0.517096 0.707305 0.550617 11.00000 -1.20000 H14B 2 0.422745 0.651640 0.560243 11.00000 -1.20000 AFIX 0 C15 1 0.509752 0.639646 0.427086 11.00000 0.09983 0.12391 = 0.08242 0.01391 -0.00828 -0.02156 AFIX 137 H15A 2 0.455671 0.666087 0.373650 11.00000 -1.20000 H15B 2 0.482507 0.596008 0.417310 11.00000 -1.20000 H15C 2 0.594440 0.643040 0.416155 11.00000 -1.20000 AFIX 0 C16 1 0.496089 0.609043 0.779146 11.00000 0.10272 0.08720 = 0.10486 -0.00392 0.03501 -0.00648 AFIX 23 H16A 2 0.422590 0.631380 0.738551 11.00000 -1.20000 H16B 2 0.490425 0.565221 0.752772 11.00000 -1.20000 AFIX 0 C17 1 0.489357 0.608417 0.900225 11.00000 0.16239 0.11996 = 0.13150 0.00096 0.08640 -0.02685 AFIX 23 H17A 2 0.563631 0.587554 0.942738 11.00000 -1.20000 H17B 2 0.488504 0.652037 0.926857 11.00000 -1.20000 AFIX 0 C18 1 0.374918 0.574403 0.919464 11.00000 0.19401 0.12740 = 0.23691 0.03502 0.13113 0.00425 AFIX 137 H18A 2 0.387929 0.529096 0.917121 11.00000 -1.20000 H18B 2 0.304024 0.586191 0.862394 11.00000 -1.20000 H18C 2 0.359250 0.586062 0.991243 11.00000 -1.20000 AFIX 0 C19 1 0.611775 0.709617 0.776167 11.00000 0.08213 0.08066 = 0.08311 -0.01247 0.02533 -0.00630 AFIX 23 H19A 2 0.531700 0.727602 0.739455 11.00000 -1.20000 H19B 2 0.617812 0.713850 0.856030 11.00000 -1.20000 AFIX 0 C20 1 0.714550 0.748457 0.744059 11.00000 0.07771 0.09099 = 0.08603 -0.00714 0.02645 -0.00605 AFIX 23 H20A 2 0.715353 0.741464 0.665850 11.00000 -1.20000 H20B 2 0.795113 0.735009 0.787853 11.00000 -1.20000 AFIX 0 C21 1 0.694564 0.819456 0.764106 11.00000 0.07457 0.09332 = 0.12140 -0.00407 0.01799 -0.00749 AFIX 137 H21A 2 0.759827 0.843873 0.741536 11.00000 -1.20000 H21B 2 0.696926 0.826517 0.842025 11.00000 -1.20000 H21C 2 0.614389 0.832561 0.721346 11.00000 -1.20000 AFIX 0 HKLF 4 REM Fe_CA_300K REM R1 = 0.0639 for 2831 Fo > 4sig(Fo) and 0.1177 for all 4950 data REM 293 parameters refined using 0 restraints END WGHT 0.1047 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 EQIV $2 x-1/2, -y+3/2, z-1/2 HTAB C14 Cl1_$2 HTAB C17 O1_$1 HTAB C19 O1_$1 HTAB C20 O3_$2 REM Highest difference peak 0.366, deepest hole -0.906, 1-sigma level 0.072 Q1 1 1.1228 0.6727 0.9988 11.00000 0.05 0.37 Q2 1 1.0170 0.6834 0.5925 11.00000 0.05 0.30 Q3 1 0.7608 0.4838 0.5571 11.00000 0.05 0.30 Q4 1 1.3918 0.8202 0.6680 11.00000 0.05 0.29 Q5 1 1.2959 0.8224 0.5441 11.00000 0.05 0.29 Q6 1 0.8913 0.6823 0.4498 11.00000 0.05 0.28 Q7 1 0.7376 0.4847 0.4312 11.00000 0.05 0.25 Q8 1 1.0194 0.6731 0.8751 11.00000 0.05 0.23 Q9 1 1.2729 0.8582 0.5882 11.00000 0.05 0.22 Q10 1 1.0394 0.6493 0.6834 11.00000 0.05 0.22 Q11 1 0.5067 0.8097 0.6154 11.00000 0.05 0.21 Q12 1 1.4897 0.8038 0.9186 11.00000 0.05 0.21 Q13 1 1.0358 0.6453 0.9218 11.00000 0.05 0.20 Q14 1 0.4787 0.7824 0.7298 11.00000 0.05 0.20 Q15 1 0.3582 0.5257 0.8478 11.00000 0.05 0.20 Q16 1 0.9545 0.6666 1.0020 11.00000 0.05 0.19 Q17 1 1.3600 0.8527 0.8555 11.00000 0.05 0.19 Q18 1 0.8617 0.7543 0.9468 11.00000 0.05 0.19 Q19 1 0.5877 0.8113 0.8727 11.00000 0.05 0.19 Q20 1 0.7326 0.7936 0.9461 11.00000 0.05 0.19 Q21 1 0.7511 0.6833 0.9017 11.00000 0.05 0.19 Q22 1 0.7993 0.7114 0.7113 11.00000 0.05 0.18 Q23 1 0.8856 0.6910 0.6137 11.00000 0.05 0.18 Q24 1 0.9032 0.7143 0.8132 11.00000 0.05 0.18 Q25 1 0.6392 0.8482 0.8425 11.00000 0.05 0.18 ; _shelx_res_checksum 45161 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 0.95692(7) 0.68764(4) 0.51990(6) 0.0568(3) Uani 1 1 d . . . . . Cl1 Cl 1.07052(13) 0.67443(7) 0.93607(10) 0.0717(4) Uani 1 1 d . . . . . Cl2 Cl 1.33611(13) 0.82719(8) 0.60416(11) 0.0789(5) Uani 1 1 d . . . . . Cl3 Cl 0.70706(13) 0.48031(7) 0.48661(14) 0.0820(5) Uani 1 1 d . . . . . O1 O 1.0955(3) 0.75129(16) 0.5509(3) 0.0592(9) Uani 1 1 d . . . . . O2 O 0.9884(3) 0.68765(16) 0.6872(3) 0.0604(9) Uani 1 1 d . . . . . O3 O 1.3050(3) 0.75680(16) 0.9901(2) 0.0602(9) Uani 1 1 d . . . . . O4 O 1.4194(3) 0.81272(17) 0.8529(3) 0.0612(9) Uani 1 1 d . . . . . O5 O 0.8570(3) 0.60259(16) 0.5177(3) 0.0627(9) Uani 1 1 d . . . . . O6 O 0.9046(3) 0.38173(17) 0.4797(3) 0.0652(9) Uani 1 1 d . . . . . N1 N 0.6119(4) 0.6392(2) 0.7481(4) 0.0723(12) Uani 1 1 d . . . . . C1 C 1.1517(4) 0.7530(2) 0.6540(4) 0.0517(12) Uani 1 1 d . . . . . C2 C 1.0912(4) 0.7169(2) 0.7318(4) 0.0532(12) Uani 1 1 d . . . . . C3 C 1.1425(5) 0.7164(2) 0.8447(4) 0.0556(12) Uani 1 1 d . . . . . C4 C 1.2519(5) 0.7514(2) 0.8868(4) 0.0559(12) Uani 1 1 d . . . . . C5 C 1.3154(5) 0.7853(2) 0.8080(4) 0.0529(12) Uani 1 1 d . . . . . C6 C 1.2628(5) 0.7855(2) 0.6949(4) 0.0575(12) Uani 1 1 d . . . . . C7 C 0.9167(4) 0.5521(3) 0.5071(4) 0.0545(12) Uani 1 1 d . . . . . C8 C 0.8668(4) 0.4915(3) 0.4936(4) 0.0611(13) Uani 1 1 d . . . . . C9 C 0.9422(5) 0.4387(3) 0.4883(4) 0.0575(13) Uani 1 1 d . . . . . C10 C 0.7314(6) 0.6092(3) 0.8121(5) 0.091(2) Uani 1 1 d . . . . . H10A H 0.8016 0.6288 0.7871 0.109 Uiso 1 1 calc R U . . . H10B H 0.7394 0.6199 0.8904 0.109 Uiso 1 1 calc R U . . . C11 C 0.7432(8) 0.5383(4) 0.8029(6) 0.111(3) Uani 1 1 d . . . . . H11A H 0.7378 0.5265 0.7254 0.134 Uiso 1 1 calc R U . . . H11B H 0.6749 0.5175 0.8290 0.134 Uiso 1 1 calc R U . . . C12 C 0.8680(9) 0.5159(4) 0.8721(10) 0.181(5) Uani 1 1 d . . . . . H12A H 0.9350 0.5296 0.8373 0.217 Uiso 1 1 calc R U . . . H12B H 0.8682 0.4701 0.8771 0.217 Uiso 1 1 calc R U . . . H12C H 0.8797 0.5339 0.9457 0.217 Uiso 1 1 calc R U . . . C13 C 0.6049(6) 0.6278(3) 0.6255(4) 0.0766(16) Uani 1 1 d . . . . . H13A H 0.6852 0.6397 0.6088 0.092 Uiso 1 1 calc R U . . . H13B H 0.5944 0.5823 0.6120 0.092 Uiso 1 1 calc R U . . . C14 C 0.5044(6) 0.6615(3) 0.5443(5) 0.090(2) Uani 1 1 d . . . . . H14A H 0.5171 0.7073 0.5506 0.109 Uiso 1 1 calc R U . . . H14B H 0.4227 0.6516 0.5602 0.109 Uiso 1 1 calc R U . . . C15 C 0.5098(7) 0.6396(4) 0.4271(5) 0.106(2) Uani 1 1 d . . . . . H15A H 0.4557 0.6661 0.3736 0.127 Uiso 1 1 calc R U . . . H15B H 0.4825 0.5960 0.4173 0.127 Uiso 1 1 calc R U . . . H15C H 0.5944 0.6430 0.4162 0.127 Uiso 1 1 calc R U . . . C16 C 0.4961(7) 0.6090(3) 0.7791(6) 0.096(2) Uani 1 1 d . . . . . H16A H 0.4226 0.6314 0.7386 0.116 Uiso 1 1 calc R U . . . H16B H 0.4904 0.5652 0.7528 0.116 Uiso 1 1 calc R U . . . C17 C 0.4894(9) 0.6084(4) 0.9002(7) 0.130(3) Uani 1 1 d . . . . . H17A H 0.5636 0.5876 0.9427 0.156 Uiso 1 1 calc R U . . . H17B H 0.4885 0.6520 0.9269 0.156 Uiso 1 1 calc R U . . . C18 C 0.3749(10) 0.5744(4) 0.9195(10) 0.174(5) Uani 1 1 d . . . . . H18A H 0.3879 0.5291 0.9171 0.208 Uiso 1 1 calc R U . . . H18B H 0.3040 0.5862 0.8624 0.208 Uiso 1 1 calc R U . . . H18C H 0.3592 0.5861 0.9912 0.208 Uiso 1 1 calc R U . . . C19 C 0.6118(6) 0.7096(3) 0.7762(5) 0.0808(17) Uani 1 1 d . . . . . H19A H 0.5317 0.7276 0.7395 0.097 Uiso 1 1 calc R U . . . H19B H 0.6178 0.7139 0.8560 0.097 Uiso 1 1 calc R U . . . C20 C 0.7146(6) 0.7485(3) 0.7441(5) 0.0835(18) Uani 1 1 d . . . . . H20A H 0.7154 0.7415 0.6658 0.100 Uiso 1 1 calc R U . . . H20B H 0.7951 0.7350 0.7879 0.100 Uiso 1 1 calc R U . . . C21 C 0.6946(6) 0.8195(3) 0.7641(6) 0.097(2) Uani 1 1 d . . . . . H21A H 0.7598 0.8439 0.7415 0.116 Uiso 1 1 calc R U . . . H21B H 0.6969 0.8265 0.8420 0.116 Uiso 1 1 calc R U . . . H21C H 0.6144 0.8326 0.7213 0.116 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 0.0548(5) 0.0645(5) 0.0472(4) -0.0015(4) 0.0014(3) 0.0004(4) Cl1 0.0735(9) 0.0911(10) 0.0505(7) 0.0051(6) 0.0126(6) -0.0230(7) Cl2 0.0690(9) 0.1137(12) 0.0508(7) 0.0185(7) 0.0054(6) -0.0228(8) Cl3 0.0538(7) 0.0745(9) 0.1195(13) -0.0199(8) 0.0221(7) -0.0089(7) O1 0.061(2) 0.070(2) 0.0418(18) 0.0030(15) 0.0009(15) -0.0052(17) O2 0.059(2) 0.069(2) 0.0519(19) -0.0010(16) 0.0065(16) -0.0092(17) O3 0.064(2) 0.073(2) 0.0407(18) -0.0003(15) 0.0041(15) -0.0081(17) O4 0.054(2) 0.076(2) 0.0500(19) 0.0024(16) 0.0030(15) -0.0099(17) O5 0.055(2) 0.060(2) 0.072(2) -0.0073(17) 0.0108(17) 0.0033(17) O6 0.056(2) 0.068(2) 0.069(2) -0.0039(18) 0.0075(17) -0.0047(18) N1 0.067(3) 0.080(3) 0.071(3) -0.008(2) 0.017(2) 0.002(2) C1 0.053(3) 0.060(3) 0.041(3) 0.006(2) 0.006(2) 0.000(2) C2 0.052(3) 0.057(3) 0.049(3) -0.004(2) 0.007(2) 0.001(2) C3 0.057(3) 0.068(3) 0.041(3) 0.003(2) 0.008(2) -0.004(2) C4 0.057(3) 0.063(3) 0.047(3) 0.000(2) 0.008(2) 0.001(2) C5 0.051(3) 0.061(3) 0.044(3) 0.001(2) 0.005(2) 0.002(2) C6 0.056(3) 0.068(3) 0.047(3) 0.008(2) 0.005(2) -0.003(2) C7 0.043(3) 0.067(3) 0.053(3) -0.004(2) 0.007(2) -0.005(2) C8 0.041(2) 0.069(3) 0.073(3) -0.010(3) 0.010(2) -0.001(2) C9 0.051(3) 0.073(4) 0.047(3) 0.001(2) 0.007(2) -0.009(3) C10 0.089(5) 0.104(5) 0.072(4) -0.006(3) 0.000(3) 0.012(4) C11 0.122(6) 0.091(5) 0.107(5) 0.001(4) -0.010(5) 0.022(5) C12 0.161(9) 0.114(7) 0.225(12) 0.005(7) -0.060(9) 0.046(7) C13 0.081(4) 0.089(4) 0.057(3) -0.009(3) 0.008(3) 0.005(3) C14 0.092(5) 0.089(5) 0.083(5) 0.005(3) 0.001(4) 0.002(4) C15 0.100(5) 0.124(6) 0.082(5) 0.014(4) -0.008(4) -0.022(5) C16 0.103(5) 0.087(5) 0.105(5) -0.004(4) 0.035(4) -0.006(4) C17 0.162(8) 0.120(7) 0.131(7) 0.001(5) 0.086(6) -0.027(6) C18 0.194(11) 0.127(8) 0.237(13) 0.035(8) 0.131(11) 0.004(8) C19 0.082(4) 0.081(4) 0.083(4) -0.012(3) 0.025(3) -0.006(3) C20 0.078(4) 0.091(5) 0.086(4) -0.007(3) 0.026(3) -0.006(4) C21 0.075(4) 0.093(5) 0.121(6) -0.004(4) 0.018(4) -0.007(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables 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 102.21(15) . 4_575 ? O1 Fe1 O4 100.66(14) . 4_575 ? O3 Fe1 O4 80.08(13) 4_575 4_575 ? O1 Fe1 O2 80.88(13) . . ? O3 Fe1 O2 98.50(14) 4_575 . ? O4 Fe1 O2 178.07(14) 4_575 . ? O1 Fe1 O5 161.42(14) . . ? O3 Fe1 O5 94.90(14) 4_575 . ? O4 Fe1 O5 89.28(14) 4_575 . ? O2 Fe1 O5 89.55(14) . . ? O1 Fe1 O6 86.98(15) . 3_766 ? O3 Fe1 O6 167.32(13) 4_575 3_766 ? O4 Fe1 O6 89.73(14) 4_575 3_766 ? O2 Fe1 O6 91.51(14) . 3_766 ? O5 Fe1 O6 77.32(14) . 3_766 ? C1 O1 Fe1 113.3(3) . . ? C2 O2 Fe1 112.5(3) . . ? C4 O3 Fe1 114.8(3) . 4_676 ? C5 O4 Fe1 114.4(3) . 4_676 ? C7 O5 Fe1 116.0(3) . . ? C9 O6 Fe1 115.9(3) . 3_766 ? C13 N1 C10 108.3(5) . . ? C13 N1 C19 112.3(5) . . ? C10 N1 C19 109.1(5) . . ? C13 N1 C16 107.9(5) . . ? C10 N1 C16 111.4(5) . . ? C19 N1 C16 107.9(5) . . ? O1 C1 C6 124.9(4) . . ? O1 C1 C2 115.8(4) . . ? C6 C1 C2 119.3(4) . . ? O2 C2 C3 123.8(5) . . ? O2 C2 C1 115.6(4) . . ? C3 C2 C1 120.6(4) . . ? C2 C3 C4 120.1(5) . . ? C2 C3 Cl1 120.5(4) . . ? C4 C3 Cl1 119.4(3) . . ? O3 C4 C3 125.7(5) . . ? O3 C4 C5 115.1(4) . . ? C3 C4 C5 119.1(4) . . ? O4 C5 C6 125.0(5) . . ? O4 C5 C4 115.0(4) . . ? C6 C5 C4 120.0(4) . . ? C5 C6 C1 120.7(5) . . ? C5 C6 Cl2 119.5(4) . . ? C1 C6 Cl2 119.8(4) . . ? O5 C7 C8 125.9(5) . . ? O5 C7 C9 115.0(4) . 3_766 ? C8 C7 C9 119.1(5) . 3_766 ? C7 C8 C9 121.3(5) . . ? C7 C8 Cl3 119.7(4) . . ? C9 C8 Cl3 119.0(4) . . ? O6 C9 C8 125.1(5) . . ? O6 C9 C7 115.3(5) . 3_766 ? C8 C9 C7 119.6(5) . 3_766 ? C11 C10 N1 116.9(5) . . ? C11 C10 H10A 108.1 . . ? N1 C10 H10A 108.1 . . ? C11 C10 H10B 108.1 . . ? N1 C10 H10B 108.1 . . ? H10A C10 H10B 107.3 . . ? C10 C11 C12 110.2(7) . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? 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 118.0(5) . . ? C14 C13 H13A 107.8 . . ? N1 C13 H13A 107.8 . . ? C14 C13 H13B 107.8 . . ? N1 C13 H13B 107.8 . . ? H13A C13 H13B 107.2 . . ? C13 C14 C15 108.8(6) . . ? C13 C14 H14A 109.9 . . ? C15 C14 H14A 109.9 . . ? C13 C14 H14B 109.9 . . ? C15 C14 H14B 109.9 . . ? H14A C14 H14B 108.3 . . ? 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 117.4(6) . . ? C17 C16 H16A 107.9 . . ? N1 C16 H16A 107.9 . . ? C17 C16 H16B 107.9 . . ? N1 C16 H16B 107.9 . . ? H16A C16 H16B 107.2 . . ? C18 C17 C16 111.8(8) . . ? C18 C17 H17A 109.3 . . ? C16 C17 H17A 109.3 . . ? C18 C17 H17B 109.3 . . ? C16 C17 H17B 109.3 . . ? H17A C17 H17B 107.9 . . ? 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 115.7(5) . . ? C20 C19 H19A 108.4 . . ? N1 C19 H19A 108.4 . . ? C20 C19 H19B 108.4 . . ? N1 C19 H19B 108.4 . . ? H19A C19 H19B 107.4 . . ? C19 C20 C21 110.3(6) . . ? C19 C20 H20A 109.6 . . ? C21 C20 H20A 109.6 . . ? C19 C20 H20B 109.6 . . ? C21 C20 H20B 109.6 . . ? H20A C20 H20B 108.1 . . ? 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 1.989(3) . ? Fe1 O3 1.992(3) 4_575 ? Fe1 O4 2.000(3) 4_575 ? Fe1 O2 2.005(3) . ? Fe1 O5 2.083(3) . ? Fe1 O6 2.091(4) 3_766 ? Cl1 C3 1.730(5) . ? Cl2 C6 1.730(5) . ? Cl3 C8 1.738(5) . ? O1 C1 1.284(5) . ? O2 C2 1.293(6) . ? O3 C4 1.283(5) . ? O3 Fe1 1.992(3) 4_676 ? O4 C5 1.286(6) . ? O4 Fe1 2.000(3) 4_676 ? O5 C7 1.261(6) . ? O6 C9 1.258(6) . ? O6 Fe1 2.091(4) 3_766 ? N1 C13 1.505(7) . ? N1 C10 1.509(7) . ? N1 C19 1.512(7) . ? N1 C16 1.525(8) . ? C1 C6 1.387(7) . ? C1 C2 1.473(7) . ? C2 C3 1.379(6) . ? C3 C4 1.402(7) . ? C4 C5 1.478(7) . ? C5 C6 1.385(6) . ? C7 C8 1.376(7) . ? C7 C9 1.536(7) 3_766 ? C8 C9 1.385(7) . ? C9 C7 1.536(7) 3_766 ? C10 C11 1.497(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.517(10) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.493(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.518(9) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.498(9) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.494(11) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.498(8) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.529(8) . ? 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 169.4(4) . . . . ? Fe1 O1 C1 C2 -10.1(5) . . . . ? Fe1 O2 C2 C3 -171.1(4) . . . . ? Fe1 O2 C2 C1 10.0(5) . . . . ? O1 C1 C2 O2 -0.1(7) . . . . ? C6 C1 C2 O2 -179.6(4) . . . . ? O1 C1 C2 C3 -179.0(4) . . . . ? C6 C1 C2 C3 1.5(8) . . . . ? O2 C2 C3 C4 -177.7(5) . . . . ? C1 C2 C3 C4 1.1(8) . . . . ? O2 C2 C3 Cl1 0.7(7) . . . . ? C1 C2 C3 Cl1 179.5(4) . . . . ? Fe1 O3 C4 C3 -178.3(4) 4_676 . . . ? Fe1 O3 C4 C5 2.1(5) 4_676 . . . ? C2 C3 C4 O3 176.7(5) . . . . ? Cl1 C3 C4 O3 -1.6(7) . . . . ? C2 C3 C4 C5 -3.7(8) . . . . ? Cl1 C3 C4 C5 178.0(4) . . . . ? Fe1 O4 C5 C6 172.7(4) 4_676 . . . ? Fe1 O4 C5 C4 -7.9(5) 4_676 . . . ? O3 C4 C5 O4 3.9(7) . . . . ? C3 C4 C5 O4 -175.7(4) . . . . ? O3 C4 C5 C6 -176.6(4) . . . . ? C3 C4 C5 C6 3.7(7) . . . . ? O4 C5 C6 C1 178.3(5) . . . . ? C4 C5 C6 C1 -1.1(8) . . . . ? O4 C5 C6 Cl2 -2.3(7) . . . . ? C4 C5 C6 Cl2 178.3(4) . . . . ? O1 C1 C6 C5 179.1(5) . . . . ? C2 C1 C6 C5 -1.5(8) . . . . ? O1 C1 C6 Cl2 -0.4(7) . . . . ? C2 C1 C6 Cl2 179.1(4) . . . . ? Fe1 O5 C7 C8 -173.8(4) . . . . ? Fe1 O5 C7 C9 7.1(5) . . . 3_766 ? O5 C7 C8 C9 -176.6(5) . . . . ? C9 C7 C8 C9 2.5(8) 3_766 . . . ? O5 C7 C8 Cl3 1.6(8) . . . . ? C9 C7 C8 Cl3 -179.3(4) 3_766 . . . ? Fe1 O6 C9 C8 -177.7(4) 3_766 . . . ? Fe1 O6 C9 C7 2.4(5) 3_766 . . 3_766 ? C7 C8 C9 O6 177.6(5) . . . . ? Cl3 C8 C9 O6 -0.7(7) . . . . ? C7 C8 C9 C7 -2.5(8) . . . 3_766 ? Cl3 C8 C9 C7 179.2(3) . . . 3_766 ? C13 N1 C10 C11 -62.9(8) . . . . ? C19 N1 C10 C11 174.7(6) . . . . ? C16 N1 C10 C11 55.6(8) . . . . ? N1 C10 C11 C12 -179.9(8) . . . . ? C10 N1 C13 C14 -171.0(6) . . . . ? C19 N1 C13 C14 -50.5(7) . . . . ? C16 N1 C13 C14 68.3(7) . . . . ? N1 C13 C14 C15 -176.3(5) . . . . ? C13 N1 C16 C17 173.7(6) . . . . ? C10 N1 C16 C17 55.0(8) . . . . ? C19 N1 C16 C17 -64.7(8) . . . . ? N1 C16 C17 C18 -176.9(7) . . . . ? C13 N1 C19 C20 -57.2(7) . . . . ? C10 N1 C19 C20 62.8(7) . . . . ? C16 N1 C19 C20 -176.0(5) . . . . ? N1 C19 C20 C21 173.2(5) . . . . ?