#------------------------------------------------------------------------------ #$Date: 2020-03-06 04:33:10 +0200 (Fri, 06 Mar 2020) $ #$Revision: 249103 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/75/1557503.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_1557503 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 101.413(8) _cell_angle_gamma 90.0000 _cell_formula_units_Z 2 _cell_length_a 10.8660(10) _cell_length_b 21.1945(18) _cell_length_c 12.2707(9) _cell_measurement_reflns_used 1227 _cell_measurement_temperature 335 _cell_measurement_theta_max 56.57 _cell_measurement_theta_min 4.16 _cell_volume 2770.1(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 335 _diffrn_detector_area_resol_mean 10.000 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.994 _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 0.0986 _diffrn_reflns_av_unetI/netI 0.0783 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 16591 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 68.240 _diffrn_reflns_theta_min 4.172 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 7.312 _exptl_absorpt_correction_T_max 0.395 _exptl_absorpt_correction_T_min 0.129 _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 1.325 _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 0.26 _refine_diff_density_min -0.86 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 293 _refine_ls_number_reflns 5042 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1498 _refine_ls_R_factor_gt 0.0699 _refine_ls_shift/su_max 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1156P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1760 _refine_ls_wR_factor_ref 0.2218 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2353 _reflns_number_total 5042 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file d0sc00684j2.cif _cod_data_source_block Fe2CA3(NPr4)2-dry-335K _cod_database_code 1557503 _shelx_res_file ; shelxl.res created by SHELXL-2014/7 TITL Fe_CA_335K CELL 1.54184 10.86600 21.19450 12.27070 90.00000 101.41300 90.00000 ZERR 2 0.00100 0.00180 0.00090 0.00000 0.00800 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 62.0 ACTA SIZE 0.383 0.237 0.127 WGHT 0.115600 FVAR 0.39843 FE1 4 0.956968 0.685560 0.517150 11.00000 0.07171 0.09011 = 0.05924 -0.00373 0.00122 -0.00242 CL1 3 1.071166 0.675134 0.935063 11.00000 0.09929 0.11619 = 0.06601 0.00287 0.02018 -0.03252 CL2 3 1.333981 0.827474 0.600115 11.00000 0.09057 0.15179 = 0.06245 0.02248 0.00762 -0.03324 CL3 3 0.706680 0.480934 0.483923 11.00000 0.06958 0.10540 = 0.14895 -0.03155 0.02579 -0.01464 O1 6 1.096325 0.750839 0.549814 11.00000 0.07858 0.09125 = 0.05092 0.00116 -0.00004 -0.00880 O2 6 0.989818 0.687462 0.687478 11.00000 0.07490 0.09172 = 0.06534 -0.00715 0.00865 -0.01662 O3 6 1.302780 0.757340 0.985628 11.00000 0.07742 0.09255 = 0.05126 0.00209 0.00313 -0.00990 O4 6 1.415731 0.813574 0.846926 11.00000 0.07127 0.10838 = 0.06008 0.00051 0.00490 -0.01918 O5 6 0.856607 0.601636 0.513714 11.00000 0.07141 0.09034 = 0.08659 -0.01574 0.01101 -0.00101 O6 6 0.903956 0.383056 0.480049 11.00000 0.06967 0.08721 = 0.08663 -0.01193 0.00968 -0.00931 N1 5 0.611328 0.638342 0.746256 11.00000 0.09219 0.09713 = 0.07987 -0.00699 0.01621 -0.00125 C1 1 1.151757 0.753276 0.650845 11.00000 0.07112 0.06418 = 0.05594 -0.00342 0.00391 0.00180 C2 1 1.089212 0.716694 0.730697 11.00000 0.06590 0.07147 = 0.06148 -0.00884 0.01421 0.00335 C3 1 1.142459 0.717114 0.843389 11.00000 0.07186 0.07867 = 0.05567 0.00198 0.00803 -0.00647 C4 1 1.249202 0.752270 0.883274 11.00000 0.06717 0.07190 = 0.05867 0.00069 0.01182 0.00543 C5 1 1.314030 0.786020 0.803658 11.00000 0.07189 0.07744 = 0.05444 -0.00545 0.00962 -0.00433 C6 1 1.260375 0.785657 0.691543 11.00000 0.07608 0.08452 = 0.05379 0.00449 0.01148 -0.00721 C7 1 0.916719 0.551269 0.506113 11.00000 0.06405 0.09475 = 0.06685 -0.00600 0.00784 -0.00761 C8 1 0.867512 0.492122 0.491642 11.00000 0.05855 0.09489 = 0.08564 -0.01815 0.01572 -0.00859 C9 1 0.941948 0.438585 0.489297 11.00000 0.06861 0.09595 = 0.06253 -0.01135 0.00910 -0.01548 C10 1 0.731998 0.609572 0.808137 11.00000 0.11479 0.14520 = 0.08661 -0.00813 0.00337 0.00328 AFIX 23 H10A 2 0.801147 0.628938 0.781174 11.00000 -1.20000 H10B 2 0.741427 0.620460 0.886132 11.00000 -1.20000 AFIX 0 C11 1 0.743892 0.539565 0.799517 11.00000 0.16502 0.11948 = 0.14831 -0.00476 -0.00453 0.01432 AFIX 23 H11A 2 0.675948 0.519308 0.826937 11.00000 -1.20000 H11B 2 0.736967 0.527846 0.722125 11.00000 -1.20000 AFIX 0 C12 1 0.866730 0.517004 0.864960 11.00000 0.19058 0.15369 = 0.28848 -0.00504 -0.08270 0.04367 AFIX 137 H12A 2 0.865914 0.471794 0.869527 11.00000 -1.20000 H12B 2 0.880008 0.534556 0.938482 11.00000 -1.20000 H12C 2 0.933221 0.530163 0.828933 11.00000 -1.20000 AFIX 0 C13 1 0.604754 0.627301 0.623081 11.00000 0.10635 0.12947 = 0.07539 -0.00667 0.00251 0.00595 AFIX 23 H13A 2 0.684843 0.639598 0.606052 11.00000 -1.20000 H13B 2 0.595421 0.582306 0.609478 11.00000 -1.20000 AFIX 0 C14 1 0.505068 0.659682 0.543736 11.00000 0.12593 0.11845 = 0.10212 0.00012 0.00384 -0.00974 AFIX 23 H14A 2 0.517260 0.704970 0.550110 11.00000 -1.20000 H14B 2 0.423869 0.649795 0.560963 11.00000 -1.20000 AFIX 0 C15 1 0.508062 0.638942 0.426568 11.00000 0.14161 0.16282 = 0.10869 0.02750 -0.01871 -0.04002 AFIX 137 H15A 2 0.483181 0.595500 0.417304 11.00000 -1.20000 H15B 2 0.591633 0.643661 0.413067 11.00000 -1.20000 H15C 2 0.451276 0.664479 0.374838 11.00000 -1.20000 AFIX 0 C16 1 0.495743 0.609202 0.777805 11.00000 0.13474 0.12653 = 0.13084 -0.00476 0.05708 -0.01356 AFIX 23 H16A 2 0.422773 0.631950 0.738691 11.00000 -1.20000 H16B 2 0.488677 0.566127 0.750569 11.00000 -1.20000 AFIX 0 C17 1 0.489993 0.607949 0.896663 11.00000 0.21303 0.14944 = 0.16138 0.00405 0.09695 -0.01253 AFIX 23 H17A 2 0.490095 0.650879 0.924078 11.00000 -1.20000 H17B 2 0.564100 0.586893 0.937726 11.00000 -1.20000 AFIX 0 C18 1 0.374206 0.574274 0.917192 11.00000 0.22754 0.19243 = 0.32833 0.05351 0.17570 -0.00804 AFIX 137 H18A 2 0.356182 0.587667 0.987115 11.00000 -1.20000 H18B 2 0.388529 0.529558 0.918894 11.00000 -1.20000 H18C 2 0.304311 0.584194 0.858616 11.00000 -1.20000 AFIX 0 C19 1 0.611588 0.707897 0.773870 11.00000 0.10877 0.10773 = 0.10568 -0.01563 0.03459 -0.00684 AFIX 23 H19A 2 0.531854 0.725607 0.737025 11.00000 -1.20000 H19B 2 0.616237 0.712043 0.853306 11.00000 -1.20000 AFIX 0 C20 1 0.713369 0.746513 0.743342 11.00000 0.10065 0.12673 = 0.10552 -0.00088 0.03167 -0.01215 AFIX 23 H20A 2 0.716178 0.739276 0.665817 11.00000 -1.20000 H20B 2 0.793302 0.733477 0.787811 11.00000 -1.20000 AFIX 0 C21 1 0.693859 0.816591 0.761551 11.00000 0.10713 0.12618 = 0.14020 -0.00266 0.02788 -0.01866 AFIX 137 H21A 2 0.762226 0.840075 0.742646 11.00000 -1.20000 H21B 2 0.690628 0.823863 0.838154 11.00000 -1.20000 H21C 2 0.616426 0.830007 0.715329 11.00000 -1.20000 AFIX 0 HKLF 4 REM Fe_CA_335K REM R1 = 0.0699 for 2353 Fo > 4sig(Fo) and 0.1498 for all 5042 data REM 293 parameters refined using 0 restraints END WGHT 0.1156 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 0.261, deepest hole -0.858, 1-sigma level 0.064 Q1 1 1.1419 0.6633 0.9923 11.00000 0.05 0.26 Q2 1 1.0163 0.6851 0.5884 11.00000 0.05 0.26 Q3 1 0.8825 0.6835 0.4370 11.00000 0.05 0.25 Q4 1 1.2775 0.8306 0.5394 11.00000 0.05 0.24 Q5 1 1.0523 0.6486 0.7280 11.00000 0.05 0.24 Q6 1 1.0138 0.6440 0.5637 11.00000 0.05 0.24 Q7 1 0.7602 0.4867 0.5526 11.00000 0.05 0.23 Q8 1 1.0211 0.6381 0.9050 11.00000 0.05 0.22 Q9 1 1.3846 0.8725 0.6348 11.00000 0.05 0.22 Q10 1 1.5018 0.8079 0.9182 11.00000 0.05 0.20 Q11 1 0.6588 0.5155 0.4834 11.00000 0.05 0.20 Q12 1 0.7606 0.4823 0.4045 11.00000 0.05 0.20 Q13 1 1.0316 0.6853 0.4597 11.00000 0.05 0.20 Q14 1 1.1374 0.6664 0.8929 11.00000 0.05 0.20 Q15 1 1.3978 0.8196 0.6640 11.00000 0.05 0.20 Q16 1 1.2773 0.8565 0.6268 11.00000 0.05 0.19 Q17 1 0.8198 0.3227 0.4749 11.00000 0.05 0.18 Q18 1 0.9014 0.6350 0.4977 11.00000 0.05 0.17 Q19 1 1.0248 0.7221 0.9175 11.00000 0.05 0.17 Q20 1 0.7003 0.7565 0.8993 11.00000 0.05 0.17 Q21 1 0.5399 0.8148 0.7944 11.00000 0.05 0.17 Q22 1 1.3799 0.7326 1.0316 11.00000 0.05 0.16 Q23 1 1.1126 0.7166 0.9654 11.00000 0.05 0.16 Q24 1 0.2141 0.6458 0.8146 11.00000 0.05 0.16 Q25 1 0.6579 0.5569 0.2997 11.00000 0.05 0.16 ; _shelx_res_checksum 44375 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 0.95697(9) 0.68556(5) 0.51715(7) 0.0753(4) Uani 1 1 d . . . . . Cl1 Cl 1.07117(17) 0.67513(8) 0.93506(13) 0.0933(6) Uani 1 1 d . . . . . Cl2 Cl 1.33398(17) 0.82747(9) 0.60012(13) 0.1026(6) Uani 1 1 d . . . . . Cl3 Cl 0.70668(16) 0.48093(9) 0.48392(18) 0.1074(7) Uani 1 1 d . . . . . O1 O 1.0963(4) 0.75084(19) 0.5498(3) 0.0753(11) Uani 1 1 d . . . . . O2 O 0.9898(4) 0.68746(19) 0.6875(3) 0.0780(11) Uani 1 1 d . . . . . O3 O 1.3028(4) 0.75734(19) 0.9856(3) 0.0751(11) Uani 1 1 d . . . . . O4 O 1.4157(4) 0.8136(2) 0.8469(3) 0.0810(12) Uani 1 1 d . . . . . O5 O 0.8566(4) 0.6016(2) 0.5137(3) 0.0834(12) Uani 1 1 d . . . . . O6 O 0.9040(4) 0.3831(2) 0.4800(3) 0.0820(12) Uani 1 1 d . . . . . N1 N 0.6113(6) 0.6383(3) 0.7463(4) 0.0898(16) Uani 1 1 d . . . . . C1 C 1.1518(5) 0.7533(3) 0.6508(4) 0.0649(15) Uani 1 1 d . . . . . C2 C 1.0892(6) 0.7167(3) 0.7307(5) 0.0661(15) Uani 1 1 d . . . . . C3 C 1.1425(6) 0.7171(3) 0.8434(4) 0.0694(15) Uani 1 1 d . . . . . C4 C 1.2492(5) 0.7523(3) 0.8833(4) 0.0660(15) Uani 1 1 d . . . . . C5 C 1.3140(6) 0.7860(3) 0.8037(4) 0.0683(15) Uani 1 1 d . . . . . C6 C 1.2604(6) 0.7857(3) 0.6915(4) 0.0717(16) Uani 1 1 d . . . . . C7 C 0.9167(6) 0.5513(4) 0.5061(5) 0.0759(17) Uani 1 1 d . . . . . C8 C 0.8675(6) 0.4921(4) 0.4916(5) 0.0795(18) Uani 1 1 d . . . . . C9 C 0.9419(6) 0.4386(4) 0.4893(5) 0.0762(17) Uani 1 1 d . . . . . C10 C 0.7320(8) 0.6096(4) 0.8081(6) 0.118(3) Uani 1 1 d . . . . . H10A H 0.8011 0.6289 0.7812 0.141 Uiso 1 1 calc R U . . . H10B H 0.7414 0.6205 0.8861 0.141 Uiso 1 1 calc R U . . . C11 C 0.7439(11) 0.5396(5) 0.7995(8) 0.149(4) Uani 1 1 d . . . . . H11A H 0.6759 0.5193 0.8269 0.179 Uiso 1 1 calc R U . . . H11B H 0.7370 0.5278 0.7221 0.179 Uiso 1 1 calc R U . . . C12 C 0.8667(11) 0.5170(5) 0.8650(12) 0.229(7) Uani 1 1 d . . . . . H12A H 0.8659 0.4718 0.8695 0.275 Uiso 1 1 calc R U . . . H12B H 0.8800 0.5346 0.9385 0.275 Uiso 1 1 calc R U . . . H12C H 0.9332 0.5302 0.8289 0.275 Uiso 1 1 calc R U . . . C13 C 0.6048(7) 0.6273(4) 0.6231(5) 0.106(2) Uani 1 1 d . . . . . H13A H 0.6848 0.6396 0.6061 0.127 Uiso 1 1 calc R U . . . H13B H 0.5954 0.5823 0.6095 0.127 Uiso 1 1 calc R U . . . C14 C 0.5051(8) 0.6597(4) 0.5437(6) 0.118(3) Uani 1 1 d . . . . . H14A H 0.5173 0.7050 0.5501 0.142 Uiso 1 1 calc R U . . . H14B H 0.4239 0.6498 0.5610 0.142 Uiso 1 1 calc R U . . . C15 C 0.5081(9) 0.6389(4) 0.4266(7) 0.144(4) Uani 1 1 d . . . . . H15A H 0.4832 0.5955 0.4173 0.172 Uiso 1 1 calc R U . . . H15B H 0.5916 0.6437 0.4131 0.172 Uiso 1 1 calc R U . . . H15C H 0.4513 0.6645 0.3748 0.172 Uiso 1 1 calc R U . . . C16 C 0.4957(9) 0.6092(4) 0.7778(7) 0.126(3) Uani 1 1 d . . . . . H16A H 0.4228 0.6320 0.7387 0.152 Uiso 1 1 calc R U . . . H16B H 0.4887 0.5661 0.7506 0.152 Uiso 1 1 calc R U . . . C17 C 0.4900(12) 0.6079(5) 0.8967(9) 0.166(4) Uani 1 1 d . . . . . H17A H 0.4901 0.6509 0.9241 0.200 Uiso 1 1 calc R U . . . H17B H 0.5641 0.5869 0.9377 0.200 Uiso 1 1 calc R U . . . C18 C 0.3742(13) 0.5743(6) 0.9172(12) 0.233(7) Uani 1 1 d . . . . . H18A H 0.3562 0.5877 0.9871 0.279 Uiso 1 1 calc R U . . . H18B H 0.3885 0.5296 0.9189 0.279 Uiso 1 1 calc R U . . . H18C H 0.3043 0.5842 0.8586 0.279 Uiso 1 1 calc R U . . . C19 C 0.6116(8) 0.7079(4) 0.7739(6) 0.106(2) Uani 1 1 d . . . . . H19A H 0.5319 0.7256 0.7370 0.127 Uiso 1 1 calc R U . . . H19B H 0.6162 0.7120 0.8533 0.127 Uiso 1 1 calc R U . . . C20 C 0.7134(7) 0.7465(4) 0.7433(6) 0.109(2) Uani 1 1 d . . . . . H20A H 0.7162 0.7393 0.6658 0.131 Uiso 1 1 calc R U . . . H20B H 0.7933 0.7335 0.7878 0.131 Uiso 1 1 calc R U . . . C21 C 0.6939(8) 0.8166(4) 0.7616(7) 0.124(3) Uani 1 1 d . . . . . H21A H 0.7622 0.8401 0.7426 0.149 Uiso 1 1 calc R U . . . H21B H 0.6906 0.8239 0.8382 0.149 Uiso 1 1 calc R U . . . H21C H 0.6164 0.8300 0.7153 0.149 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 0.0717(6) 0.0901(7) 0.0592(5) -0.0037(5) 0.0012(4) -0.0024(5) Cl1 0.0993(12) 0.1162(14) 0.0660(9) 0.0029(8) 0.0202(8) -0.0325(10) Cl2 0.0906(12) 0.1518(17) 0.0624(9) 0.0225(9) 0.0076(8) -0.0332(11) Cl3 0.0696(11) 0.1054(14) 0.1490(17) -0.0316(12) 0.0258(11) -0.0146(10) O1 0.079(3) 0.091(3) 0.051(2) 0.0012(19) 0.0000(19) -0.009(2) O2 0.075(3) 0.092(3) 0.065(2) -0.007(2) 0.009(2) -0.017(2) O3 0.077(3) 0.093(3) 0.051(2) 0.0021(19) 0.0031(19) -0.010(2) O4 0.071(3) 0.108(3) 0.060(2) 0.001(2) 0.005(2) -0.019(2) O5 0.071(3) 0.090(3) 0.087(3) -0.016(2) 0.011(2) -0.001(2) O6 0.070(3) 0.087(3) 0.087(3) -0.012(2) 0.010(2) -0.009(2) N1 0.092(4) 0.097(4) 0.080(4) -0.007(3) 0.016(3) -0.001(3) C1 0.071(4) 0.064(4) 0.056(3) -0.003(3) 0.004(3) 0.002(3) C2 0.066(4) 0.071(4) 0.061(3) -0.009(3) 0.014(3) 0.003(3) C3 0.072(4) 0.079(4) 0.056(3) 0.002(3) 0.008(3) -0.006(3) C4 0.067(4) 0.072(4) 0.059(3) 0.001(3) 0.012(3) 0.005(3) C5 0.072(4) 0.077(4) 0.054(3) -0.005(3) 0.010(3) -0.004(3) C6 0.076(4) 0.085(4) 0.054(3) 0.004(3) 0.011(3) -0.007(3) C7 0.064(4) 0.095(5) 0.067(4) -0.006(3) 0.008(3) -0.008(4) C8 0.059(4) 0.095(5) 0.086(4) -0.018(4) 0.016(3) -0.009(4) C9 0.069(4) 0.096(5) 0.063(4) -0.011(3) 0.009(3) -0.015(4) C10 0.115(7) 0.145(8) 0.087(5) -0.008(5) 0.003(5) 0.003(6) C11 0.165(10) 0.119(8) 0.148(8) -0.005(6) -0.005(7) 0.014(7) C12 0.191(12) 0.154(10) 0.288(17) -0.005(10) -0.083(12) 0.044(9) C13 0.106(6) 0.129(6) 0.075(4) -0.007(4) 0.003(4) 0.006(5) C14 0.126(7) 0.118(7) 0.102(6) 0.000(5) 0.004(5) -0.010(6) C15 0.142(8) 0.163(9) 0.109(6) 0.027(6) -0.019(6) -0.040(7) C16 0.135(8) 0.127(7) 0.131(7) -0.005(5) 0.057(6) -0.014(6) C17 0.213(13) 0.149(9) 0.161(10) 0.004(7) 0.097(9) -0.013(8) C18 0.228(15) 0.192(13) 0.33(2) 0.054(12) 0.176(15) -0.008(11) C19 0.109(6) 0.108(6) 0.106(6) -0.016(4) 0.035(5) -0.007(5) C20 0.101(6) 0.127(7) 0.106(6) -0.001(5) 0.032(5) -0.012(5) C21 0.107(6) 0.126(8) 0.140(8) -0.003(5) 0.028(6) -0.019(5) 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 100.69(17) . 4_575 ? O1 Fe1 O4 101.49(16) . 4_575 ? O3 Fe1 O4 78.21(15) 4_575 4_575 ? O1 Fe1 O2 79.21(15) . . ? O3 Fe1 O2 98.77(16) 4_575 . ? O4 Fe1 O2 176.96(18) 4_575 . ? O1 Fe1 O5 162.28(17) . . ? O3 Fe1 O5 95.49(18) 4_575 . ? O4 Fe1 O5 88.80(17) 4_575 . ? O2 Fe1 O5 91.28(16) . . ? O1 Fe1 O6 87.84(17) . 3_766 ? O3 Fe1 O6 168.05(16) 4_575 3_766 ? O4 Fe1 O6 91.98(16) 4_575 3_766 ? O2 Fe1 O6 91.00(17) . 3_766 ? O5 Fe1 O6 77.31(18) . 3_766 ? C1 O1 Fe1 114.3(4) . . ? C2 O2 Fe1 113.5(4) . . ? C4 O3 Fe1 115.6(4) . 4_676 ? C5 O4 Fe1 115.3(4) . 4_676 ? C7 O5 Fe1 116.5(4) . . ? C9 O6 Fe1 115.5(4) . 3_766 ? C10 N1 C19 108.6(6) . . ? C10 N1 C16 112.8(6) . . ? C19 N1 C16 107.7(6) . . ? C10 N1 C13 107.7(6) . . ? C19 N1 C13 111.8(6) . . ? C16 N1 C13 108.3(6) . . ? O1 C1 C6 125.8(5) . . ? O1 C1 C2 115.2(5) . . ? C6 C1 C2 119.0(5) . . ? O2 C2 C3 124.9(5) . . ? O2 C2 C1 115.8(5) . . ? C3 C2 C1 119.3(5) . . ? C4 C3 C2 120.7(5) . . ? C4 C3 Cl1 119.9(4) . . ? C2 C3 Cl1 119.4(4) . . ? O3 C4 C3 125.4(5) . . ? O3 C4 C5 114.8(5) . . ? C3 C4 C5 119.8(5) . . ? O4 C5 C6 125.4(6) . . ? O4 C5 C4 115.5(5) . . ? C6 C5 C4 119.1(5) . . ? C1 C6 C5 121.9(5) . . ? C1 C6 Cl2 119.4(4) . . ? C5 C6 Cl2 118.7(5) . . ? O5 C7 C8 126.3(6) . . ? O5 C7 C9 113.9(6) . 3_766 ? C8 C7 C9 119.8(6) . 3_766 ? C7 C8 C9 122.5(6) . . ? C7 C8 Cl3 119.7(5) . . ? C9 C8 Cl3 117.7(5) . . ? O6 C9 C8 125.9(6) . . ? O6 C9 C7 116.5(7) . 3_766 ? C8 C9 C7 117.6(6) . 3_766 ? C11 C10 N1 116.4(7) . . ? C11 C10 H10A 108.2 . . ? N1 C10 H10A 108.2 . . ? C11 C10 H10B 108.2 . . ? N1 C10 H10B 108.2 . . ? H10A C10 H10B 107.3 . . ? C12 C11 C10 111.1(9) . . ? C12 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 . . ? C12 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? 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(7) . . ? C14 C13 H13A 107.8 . . ? N1 C13 H13A 107.8 . . ? C14 C13 H13B 107.8 . . ? N1 C13 H13B 107.8 . . ? H13A C13 H13B 107.1 . . ? C13 C14 C15 110.0(7) . . ? C13 C14 H14A 109.7 . . ? C15 C14 H14A 109.7 . . ? C13 C14 H14B 109.7 . . ? C15 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? 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(8) . . ? C17 C16 H16A 108.0 . . ? N1 C16 H16A 108.0 . . ? C17 C16 H16B 108.0 . . ? N1 C16 H16B 108.0 . . ? H16A C16 H16B 107.2 . . ? C16 C17 C18 111.9(11) . . ? C16 C17 H17A 109.2 . . ? C18 C17 H17A 109.2 . . ? C16 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? 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 116.7(6) . . ? C20 C19 H19A 108.1 . . ? N1 C19 H19A 108.1 . . ? C20 C19 H19B 108.1 . . ? N1 C19 H19B 108.1 . . ? H19A C19 H19B 107.3 . . ? C19 C20 C21 111.6(7) . . ? C19 C20 H20A 109.3 . . ? C21 C20 H20A 109.3 . . ? C19 C20 H20B 109.3 . . ? C21 C20 H20B 109.3 . . ? H20A C20 H20B 108.0 . . ? 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 2.032(4) . ? Fe1 O3 2.041(4) 4_575 ? Fe1 O4 2.048(4) 4_575 ? Fe1 O2 2.050(4) . ? Fe1 O5 2.082(4) . ? Fe1 O6 2.093(4) 3_766 ? Cl1 C3 1.733(6) . ? Cl2 C6 1.743(6) . ? Cl3 C8 1.748(6) . ? O1 C1 1.268(6) . ? O2 C2 1.267(7) . ? O3 C4 1.280(6) . ? O3 Fe1 2.041(4) 4_676 ? O4 C5 1.270(7) . ? O4 Fe1 2.048(4) 4_676 ? O5 C7 1.265(7) . ? O6 C9 1.245(7) . ? O6 Fe1 2.093(4) 3_766 ? N1 C10 1.508(9) . ? N1 C19 1.513(9) . ? N1 C16 1.517(9) . ? N1 C13 1.517(8) . ? C1 C6 1.371(8) . ? C1 C2 1.512(8) . ? C2 C3 1.389(7) . ? C3 C4 1.384(8) . ? C4 C5 1.495(8) . ? C5 C6 1.384(7) . ? C7 C8 1.361(9) . ? C7 C9 1.541(9) 3_766 ? C8 C9 1.397(9) . ? C9 C7 1.541(9) 3_766 ? C10 C11 1.495(11) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.494(12) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.475(10) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.510(11) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.472(11) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.510(14) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.482(10) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.523(9) . ? 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 169.2(5) . . . . ? Fe1 O1 C1 C2 -11.0(6) . . . . ? Fe1 O2 C2 C3 -170.2(5) . . . . ? Fe1 O2 C2 C1 9.8(6) . . . . ? O1 C1 C2 O2 0.7(8) . . . . ? C6 C1 C2 O2 -179.4(5) . . . . ? O1 C1 C2 C3 -179.3(5) . . . . ? C6 C1 C2 C3 0.5(8) . . . . ? O2 C2 C3 C4 -177.8(6) . . . . ? C1 C2 C3 C4 2.2(9) . . . . ? O2 C2 C3 Cl1 0.1(9) . . . . ? C1 C2 C3 Cl1 -179.9(4) . . . . ? Fe1 O3 C4 C3 -178.8(5) 4_676 . . . ? Fe1 O3 C4 C5 3.7(6) 4_676 . . . ? C2 C3 C4 O3 177.6(5) . . . . ? Cl1 C3 C4 O3 -0.3(8) . . . . ? C2 C3 C4 C5 -5.0(9) . . . . ? Cl1 C3 C4 C5 177.1(4) . . . . ? Fe1 O4 C5 C6 172.4(5) 4_676 . . . ? Fe1 O4 C5 C4 -7.0(7) 4_676 . . . ? O3 C4 C5 O4 2.2(8) . . . . ? C3 C4 C5 O4 -175.5(5) . . . . ? O3 C4 C5 C6 -177.2(5) . . . . ? C3 C4 C5 C6 5.1(9) . . . . ? O1 C1 C6 C5 179.6(5) . . . . ? C2 C1 C6 C5 -0.3(9) . . . . ? O1 C1 C6 Cl2 -0.7(9) . . . . ? C2 C1 C6 Cl2 179.5(4) . . . . ? O4 C5 C6 C1 178.2(6) . . . . ? C4 C5 C6 C1 -2.4(9) . . . . ? O4 C5 C6 Cl2 -1.6(9) . . . . ? C4 C5 C6 Cl2 177.8(4) . . . . ? Fe1 O5 C7 C8 -173.1(5) . . . . ? Fe1 O5 C7 C9 4.9(6) . . . 3_766 ? O5 C7 C8 C9 -176.9(6) . . . . ? C9 C7 C8 C9 5.2(10) 3_766 . . . ? O5 C7 C8 Cl3 -0.9(9) . . . . ? C9 C7 C8 Cl3 -178.8(4) 3_766 . . . ? Fe1 O6 C9 C8 -178.8(5) 3_766 . . . ? Fe1 O6 C9 C7 3.7(7) 3_766 . . 3_766 ? C7 C8 C9 O6 177.5(6) . . . . ? Cl3 C8 C9 O6 1.4(9) . . . . ? C7 C8 C9 C7 -5.1(10) . . . 3_766 ? Cl3 C8 C9 C7 178.9(4) . . . 3_766 ? C19 N1 C10 C11 174.6(7) . . . . ? C16 N1 C10 C11 55.2(10) . . . . ? C13 N1 C10 C11 -64.2(9) . . . . ? N1 C10 C11 C12 -179.6(9) . . . . ? C10 N1 C13 C14 -170.6(7) . . . . ? C19 N1 C13 C14 -51.4(9) . . . . ? C16 N1 C13 C14 67.1(9) . . . . ? N1 C13 C14 C15 -175.7(6) . . . . ? C10 N1 C16 C17 54.0(10) . . . . ? C19 N1 C16 C17 -65.9(10) . . . . ? C13 N1 C16 C17 173.1(8) . . . . ? N1 C16 C17 C18 -176.5(8) . . . . ? C10 N1 C19 C20 61.0(9) . . . . ? C16 N1 C19 C20 -176.5(7) . . . . ? C13 N1 C19 C20 -57.7(9) . . . . ? N1 C19 C20 C21 172.6(6) . . . . ?