#------------------------------------------------------------------------------ #$Date: 2020-03-06 04:33:10 +0200 (Fri, 06 Mar 2020) $ #$Revision: 249103 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/75/1557502.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_1557502 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 101.160(4) _cell_angle_gamma 90.0000 _cell_formula_units_Z 2 _cell_length_a 10.7583(4) _cell_length_b 20.7341(5) _cell_length_c 12.2345(5) _cell_measurement_reflns_used 7630 _cell_measurement_temperature 103 _cell_measurement_theta_max 31.11 _cell_measurement_theta_min 2.02 _cell_volume 2677.47(17) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _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 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 103 _diffrn_detector_area_resol_mean 28.626 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Rigaku Saturn724' _diffrn_measurement_method \w _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_unetI/netI 0.0298 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 20842 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.499 _diffrn_reflns_theta_min 2.510 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.895 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_correction_T_min 0.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour black _exptl_crystal_density_diffrn 1.371 _exptl_crystal_density_method 'not measured' _exptl_crystal_description hexagonal _exptl_crystal_F_000 1144.00 _exptl_crystal_size_max 0.168 _exptl_crystal_size_mid 0.162 _exptl_crystal_size_min 0.061 _refine_diff_density_max 0.44 _refine_diff_density_min -0.63 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 289 _refine_ls_number_reflns 6114 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0413 _refine_ls_shift/su_max 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0329P)^2^+3.3576P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0901 _refine_ls_wR_factor_ref 0.0959 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4929 _reflns_number_total 6114 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file d0sc00684j2.cif _cod_data_source_block Fe2CA3(NPr4)2-dry-103K _cod_database_code 1557502 _shelx_res_file ; shelxl.res created by SHELXL-2014/7 TITL Fe2CA3(NPr4)2-dry-103K CELL 0.71073 10.75830 20.73410 12.23450 90.00000 101.16000 90.00000 ZERR 2 0.00040 0.00050 0.00050 0.00000 0.00400 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 SHEL 8.146951 0.769607 L.S. 100 FMAP 2 PLAN 25 WPDB -2 HTAB BOND $H CONF LIST 4 TEMP -170.0 ACTA SIZE 0.168 0.162 0.061 WGHT 0.032900 3.357600 FVAR 0.41455 FE1 4 0.043238 0.689023 0.475278 11.00000 0.01993 0.01935 = 0.01655 0.00035 0.00099 -0.00031 CL1 3 -0.068410 0.671429 0.059708 11.00000 0.02441 0.02756 = 0.01729 -0.00133 0.00478 0.00720 CL2 3 -0.337803 0.830256 0.390646 11.00000 0.02255 0.03816 = 0.01670 -0.00704 0.00218 0.00757 CL3 3 0.297230 0.480279 0.514748 11.00000 0.01870 0.02200 = 0.04018 0.00686 0.00738 0.00273 O1 6 -0.095667 0.752901 0.444594 11.00000 0.02218 0.02211 = 0.01444 -0.00120 -0.00070 0.00269 O2 6 0.013966 0.687399 0.309410 11.00000 0.02024 0.02199 = 0.01705 0.00047 0.00215 0.00300 O3 6 -0.305219 0.754395 0.004736 11.00000 0.02377 0.02338 = 0.01516 -0.00019 0.00228 0.00173 O4 6 -0.421856 0.812537 0.141518 11.00000 0.01977 0.02435 = 0.01698 -0.00100 0.00143 0.00212 O5 6 0.144261 0.603460 0.478166 11.00000 0.02092 0.02132 = 0.02571 0.00156 0.00359 -0.00115 O6 6 0.096558 0.380688 0.524014 11.00000 0.02082 0.01937 = 0.02414 0.00014 0.00183 0.00091 N1 5 0.390933 0.639850 0.247653 11.00000 0.02676 0.02455 = 0.02267 0.00302 0.00717 -0.00071 C1 1 -0.152075 0.753599 0.340987 11.00000 0.01986 0.01663 = 0.01781 -0.00002 0.00092 -0.00247 C2 1 -0.089467 0.716244 0.264131 11.00000 0.01911 0.01696 = 0.01973 0.00151 0.00331 -0.00260 C3 1 -0.142865 0.715123 0.150537 11.00000 0.02232 0.02017 = 0.01701 -0.00204 0.00452 0.00084 C4 1 -0.252074 0.749911 0.109146 11.00000 0.02117 0.01871 = 0.01495 0.00038 0.00294 -0.00251 C5 1 -0.316795 0.785238 0.186490 11.00000 0.01912 0.01846 = 0.01846 0.00052 0.00189 -0.00144 C6 1 -0.263726 0.786646 0.299957 11.00000 0.02164 0.02087 = 0.01758 -0.00327 0.00445 0.00049 C7 1 0.083506 0.552785 0.490656 11.00000 0.02145 0.02367 = 0.01666 0.00094 0.00221 -0.00082 C8 1 0.135055 0.491223 0.506505 11.00000 0.01947 0.02277 = 0.02512 0.00217 0.00545 0.00110 C9 1 0.058818 0.437910 0.513679 11.00000 0.02323 0.02218 = 0.01735 -0.00009 0.00373 0.00216 C10 1 0.269130 0.609691 0.184777 11.00000 0.03062 0.03026 = 0.02400 0.00192 -0.00002 -0.00136 AFIX 23 H10A 2 0.197088 0.629248 0.212346 11.00000 -1.20000 H10B 2 0.259653 0.621160 0.105041 11.00000 -1.20000 AFIX 0 C11 1 0.259546 0.536832 0.193710 11.00000 0.04147 0.03098 = 0.03683 0.00150 -0.00480 -0.00468 AFIX 23 H11A 2 0.263545 0.524318 0.272405 11.00000 -1.20000 H11B 2 0.331238 0.516122 0.167304 11.00000 -1.20000 AFIX 0 C12 1 0.134738 0.514427 0.123072 11.00000 0.05697 0.03581 = 0.07414 -0.00022 -0.01866 -0.00951 AFIX 33 H12A 2 0.128025 0.467446 0.128512 11.00000 -1.20000 H12B 2 0.064158 0.534791 0.150016 11.00000 -1.20000 H12C 2 0.131666 0.526618 0.045203 11.00000 -1.20000 AFIX 0 C13 1 0.396814 0.628835 0.371482 11.00000 0.02857 0.02859 = 0.02245 0.00390 0.00368 0.00006 AFIX 23 H13A 2 0.313470 0.640564 0.388646 11.00000 -1.20000 H13B 2 0.409284 0.582126 0.386486 11.00000 -1.20000 AFIX 0 C14 1 0.498095 0.664969 0.451413 11.00000 0.03134 0.02799 = 0.03301 -0.00175 0.00134 0.00186 AFIX 23 H14A 2 0.483304 0.712018 0.443658 11.00000 -1.20000 H14B 2 0.582686 0.655350 0.434886 11.00000 -1.20000 AFIX 0 C15 1 0.492102 0.643376 0.569958 11.00000 0.03734 0.03546 = 0.02863 -0.00424 -0.00151 0.00927 AFIX 33 H15A 2 0.557015 0.666215 0.623220 11.00000 -1.20000 H15B 2 0.408216 0.653279 0.585635 11.00000 -1.20000 H15C 2 0.507240 0.596815 0.576895 11.00000 -1.20000 AFIX 0 C16 1 0.507339 0.609190 0.215925 11.00000 0.03315 0.02802 = 0.03678 0.00247 0.01300 0.00306 AFIX 23 H16A 2 0.583032 0.632823 0.254876 11.00000 -1.20000 H16B 2 0.514136 0.564360 0.244308 11.00000 -1.20000 AFIX 0 C17 1 0.511306 0.607425 0.092580 11.00000 0.06317 0.03547 = 0.04160 0.00408 0.02817 0.00928 AFIX 23 H17A 2 0.511383 0.651967 0.063446 11.00000 -1.20000 H17B 2 0.435191 0.585040 0.051401 11.00000 -1.20000 AFIX 0 C18 1 0.629780 0.572293 0.075089 11.00000 0.06423 0.04123 = 0.07153 -0.00897 0.04238 0.00167 AFIX 33 H18A 2 0.631993 0.571256 -0.004594 11.00000 -1.20000 H18B 2 0.704908 0.594866 0.115296 11.00000 -1.20000 H18C 2 0.628886 0.528088 0.103277 11.00000 -1.20000 AFIX 0 C19 1 0.390982 0.711331 0.220082 11.00000 0.03025 0.02396 = 0.02850 0.00415 0.00981 0.00010 AFIX 23 H19A 2 0.473119 0.729857 0.257319 11.00000 -1.20000 H19B 2 0.385467 0.715948 0.138745 11.00000 -1.20000 AFIX 0 C20 1 0.285443 0.750813 0.253326 11.00000 0.02753 0.03027 = 0.02711 0.00208 0.00907 0.00308 AFIX 23 H20A 2 0.284250 0.743791 0.333155 11.00000 -1.20000 H20B 2 0.202681 0.736975 0.209240 11.00000 -1.20000 AFIX 0 C21 1 0.306789 0.822341 0.232456 11.00000 0.02735 0.03043 = 0.04034 -0.00150 0.00889 0.00293 AFIX 33 H21A 2 0.238618 0.847810 0.253935 11.00000 -1.20000 H21B 2 0.388398 0.835918 0.276841 11.00000 -1.20000 H21C 2 0.307026 0.829118 0.153223 11.00000 -1.20000 AFIX 0 HKLF 4 REM Fe2CA3(NPr4)2-dry-103K REM R1 = 0.0413 for 4929 Fo > 4sig(Fo) and 0.0566 for all 6114 data REM 289 parameters refined using 0 restraints END WGHT 0.0329 3.3576 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 EQIV $3 x+1, y, z HTAB C19 O4_$3 HTAB C19 O1_$1 HTAB C20 O3_$2 REM Highest difference peak 0.435, deepest hole -0.631, 1-sigma level 0.067 Q1 1 -0.1199 0.6624 0.0206 11.00000 0.05 0.44 Q2 1 0.0447 0.6368 0.4756 11.00000 0.05 0.43 Q3 1 -0.0396 0.6743 0.0247 11.00000 0.05 0.39 Q4 1 -0.0067 0.4464 0.5189 11.00000 0.05 0.35 Q5 1 -0.2861 0.7635 0.1548 11.00000 0.05 0.35 Q6 1 -0.1176 0.7166 0.2040 11.00000 0.05 0.34 Q7 1 -0.1222 0.7419 0.2976 11.00000 0.05 0.34 Q8 1 0.3141 0.4818 0.4559 11.00000 0.05 0.34 Q9 1 -0.1771 0.7485 0.1439 11.00000 0.05 0.33 Q10 1 -0.2933 0.7791 0.2437 11.00000 0.05 0.32 Q11 1 -0.2634 0.7938 0.2349 11.00000 0.05 0.32 Q12 1 -0.3031 0.8282 0.3535 11.00000 0.05 0.31 Q13 1 0.2544 0.4726 0.4632 11.00000 0.05 0.31 Q14 1 -0.0392 0.6504 0.0811 11.00000 0.05 0.31 Q15 1 -0.0834 0.7049 0.0572 11.00000 0.05 0.31 Q16 1 0.0005 0.6887 0.5409 11.00000 0.05 0.30 Q17 1 0.1023 0.5204 0.4795 11.00000 0.05 0.30 Q18 1 -0.2054 0.7737 0.3219 11.00000 0.05 0.30 Q19 1 0.1194 0.7146 0.5181 11.00000 0.05 0.29 Q20 1 -0.3840 0.8411 0.3577 11.00000 0.05 0.29 Q21 1 0.0907 0.6814 0.5541 11.00000 0.05 0.28 Q22 1 -0.1130 0.6759 0.0986 11.00000 0.05 0.27 Q23 1 0.3809 0.6782 0.2356 11.00000 0.05 0.27 Q24 1 -0.3242 0.8733 0.3978 11.00000 0.05 0.27 Q25 1 0.1167 0.5289 0.5199 11.00000 0.05 0.26 ; _shelx_res_checksum 21140 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 0.04324(3) 0.68902(2) 0.47528(3) 0.01895(9) Uani 1 1 d . . . . . Cl1 Cl -0.06841(5) 0.67143(3) 0.05971(5) 0.02299(13) Uani 1 1 d . . . . . Cl2 Cl -0.33780(6) 0.83026(3) 0.39065(5) 0.02602(14) Uani 1 1 d . . . . . Cl3 Cl 0.29723(5) 0.48028(3) 0.51475(5) 0.02673(14) Uani 1 1 d . . . . . O1 O -0.09567(15) 0.75290(8) 0.44459(13) 0.0201(3) Uani 1 1 d . . . . . O2 O 0.01397(15) 0.68740(8) 0.30941(13) 0.0200(3) Uani 1 1 d . . . . . O3 O -0.30522(15) 0.75439(8) 0.00474(13) 0.0210(3) Uani 1 1 d . . . . . O4 O -0.42186(15) 0.81254(8) 0.14152(13) 0.0207(3) Uani 1 1 d . . . . . O5 O 0.14426(15) 0.60346(8) 0.47817(14) 0.0228(4) Uani 1 1 d . . . . . O6 O 0.09656(15) 0.38069(8) 0.52401(14) 0.0218(3) Uani 1 1 d . . . . . N1 N 0.3909(2) 0.63985(10) 0.24765(17) 0.0243(4) Uani 1 1 d . . . . . C1 C -0.1521(2) 0.75360(11) 0.34099(18) 0.0185(5) Uani 1 1 d . . . . . C2 C -0.0895(2) 0.71624(11) 0.26413(19) 0.0187(5) Uani 1 1 d . . . . . C3 C -0.1429(2) 0.71512(11) 0.15054(18) 0.0197(5) Uani 1 1 d . . . . . C4 C -0.2521(2) 0.74991(11) 0.10915(18) 0.0184(5) Uani 1 1 d . . . . . C5 C -0.3168(2) 0.78524(11) 0.18649(19) 0.0189(5) Uani 1 1 d . . . . . C6 C -0.2637(2) 0.78665(11) 0.29996(19) 0.0199(5) Uani 1 1 d . . . . . C7 C 0.0835(2) 0.55279(12) 0.49066(19) 0.0208(5) Uani 1 1 d . . . . . C8 C 0.1351(2) 0.49122(12) 0.5065(2) 0.0223(5) Uani 1 1 d . . . . . C9 C 0.0588(2) 0.43791(11) 0.51368(19) 0.0209(5) Uani 1 1 d . . . . . C10 C 0.2691(3) 0.60969(13) 0.1848(2) 0.0290(6) Uani 1 1 d . . . . . H10A H 0.1971 0.6292 0.2123 0.035 Uiso 1 1 calc R U . . . H10B H 0.2597 0.6212 0.1050 0.035 Uiso 1 1 calc R U . . . C11 C 0.2595(3) 0.53683(14) 0.1937(2) 0.0381(7) Uani 1 1 d . . . . . H11A H 0.2635 0.5243 0.2724 0.046 Uiso 1 1 calc R U . . . H11B H 0.3312 0.5161 0.1673 0.046 Uiso 1 1 calc R U . . . C12 C 0.1347(3) 0.51443(17) 0.1231(3) 0.0598(10) Uani 1 1 d . . . . . H12A H 0.1280 0.4674 0.1285 0.072 Uiso 1 1 calc R U . . . H12B H 0.0642 0.5348 0.1500 0.072 Uiso 1 1 calc R U . . . H12C H 0.1317 0.5266 0.0452 0.072 Uiso 1 1 calc R U . . . C13 C 0.3968(2) 0.62884(13) 0.3715(2) 0.0267(5) Uani 1 1 d . . . . . H13A H 0.3135 0.6406 0.3886 0.032 Uiso 1 1 calc R U . . . H13B H 0.4093 0.5821 0.3865 0.032 Uiso 1 1 calc R U . . . C14 C 0.4981(3) 0.66497(13) 0.4514(2) 0.0314(6) Uani 1 1 d . . . . . H14A H 0.4833 0.7120 0.4437 0.038 Uiso 1 1 calc R U . . . H14B H 0.5827 0.6553 0.4349 0.038 Uiso 1 1 calc R U . . . C15 C 0.4921(3) 0.64338(14) 0.5700(2) 0.0349(6) Uani 1 1 d . . . . . H15A H 0.5570 0.6662 0.6232 0.042 Uiso 1 1 calc R U . . . H15B H 0.4082 0.6533 0.5856 0.042 Uiso 1 1 calc R U . . . H15C H 0.5072 0.5968 0.5769 0.042 Uiso 1 1 calc R U . . . C16 C 0.5073(3) 0.60919(13) 0.2159(2) 0.0318(6) Uani 1 1 d . . . . . H16A H 0.5830 0.6328 0.2549 0.038 Uiso 1 1 calc R U . . . H16B H 0.5141 0.5644 0.2443 0.038 Uiso 1 1 calc R U . . . C17 C 0.5113(3) 0.60742(15) 0.0926(3) 0.0443(8) Uani 1 1 d . . . . . H17A H 0.5114 0.6520 0.0634 0.053 Uiso 1 1 calc R U . . . H17B H 0.4352 0.5850 0.0514 0.053 Uiso 1 1 calc R U . . . C18 C 0.6298(4) 0.57229(17) 0.0751(3) 0.0551(9) Uani 1 1 d . . . . . H18A H 0.6320 0.5713 -0.0046 0.066 Uiso 1 1 calc R U . . . H18B H 0.7049 0.5949 0.1153 0.066 Uiso 1 1 calc R U . . . H18C H 0.6289 0.5281 0.1033 0.066 Uiso 1 1 calc R U . . . C19 C 0.3910(3) 0.71133(12) 0.2201(2) 0.0270(5) Uani 1 1 d . . . . . H19A H 0.4731 0.7299 0.2573 0.032 Uiso 1 1 calc R U . . . H19B H 0.3855 0.7159 0.1387 0.032 Uiso 1 1 calc R U . . . C20 C 0.2854(2) 0.75081(13) 0.2533(2) 0.0278(6) Uani 1 1 d . . . . . H20A H 0.2842 0.7438 0.3332 0.033 Uiso 1 1 calc R U . . . H20B H 0.2027 0.7370 0.2092 0.033 Uiso 1 1 calc R U . . . C21 C 0.3068(3) 0.82234(13) 0.2325(2) 0.0324(6) Uani 1 1 d . . . . . H21A H 0.2386 0.8478 0.2539 0.039 Uiso 1 1 calc R U . . . H21B H 0.3884 0.8359 0.2768 0.039 Uiso 1 1 calc R U . . . H21C H 0.3070 0.8291 0.1532 0.039 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 0.01993(17) 0.01935(17) 0.01655(16) 0.00035(13) 0.00099(12) -0.00031(13) Cl1 0.0244(3) 0.0276(3) 0.0173(3) -0.0013(2) 0.0048(2) 0.0072(2) Cl2 0.0225(3) 0.0382(3) 0.0167(3) -0.0070(2) 0.0022(2) 0.0076(2) Cl3 0.0187(3) 0.0220(3) 0.0402(3) 0.0069(2) 0.0074(2) 0.0027(2) O1 0.0222(8) 0.0221(8) 0.0144(8) -0.0012(6) -0.0007(6) 0.0027(7) O2 0.0202(8) 0.0220(8) 0.0170(8) 0.0005(6) 0.0021(6) 0.0030(7) O3 0.0238(9) 0.0234(8) 0.0152(8) -0.0002(6) 0.0023(6) 0.0017(7) O4 0.0198(8) 0.0244(8) 0.0170(8) -0.0010(6) 0.0014(6) 0.0021(7) O5 0.0209(8) 0.0213(8) 0.0257(9) 0.0016(7) 0.0036(7) -0.0012(7) O6 0.0208(8) 0.0194(8) 0.0241(9) 0.0001(7) 0.0018(7) 0.0009(7) N1 0.0268(11) 0.0245(11) 0.0227(10) 0.0030(8) 0.0072(8) -0.0007(9) C1 0.0199(11) 0.0166(11) 0.0178(11) 0.0000(8) 0.0009(9) -0.0025(9) C2 0.0191(11) 0.0170(11) 0.0197(11) 0.0015(9) 0.0033(9) -0.0026(9) C3 0.0223(12) 0.0202(11) 0.0170(11) -0.0020(9) 0.0045(9) 0.0008(9) C4 0.0212(11) 0.0187(11) 0.0149(10) 0.0004(8) 0.0029(9) -0.0025(9) C5 0.0191(11) 0.0185(11) 0.0185(11) 0.0005(9) 0.0019(9) -0.0014(9) C6 0.0216(12) 0.0209(11) 0.0176(11) -0.0033(9) 0.0044(9) 0.0005(9) C7 0.0214(12) 0.0237(12) 0.0167(11) 0.0009(9) 0.0022(9) -0.0008(9) C8 0.0195(11) 0.0228(12) 0.0251(12) 0.0022(9) 0.0054(9) 0.0011(9) C9 0.0232(12) 0.0222(12) 0.0173(11) -0.0001(9) 0.0037(9) 0.0022(9) C10 0.0306(14) 0.0303(14) 0.0240(13) 0.0019(10) 0.0000(11) -0.0014(11) C11 0.0415(17) 0.0310(15) 0.0368(16) 0.0015(12) -0.0048(13) -0.0047(13) C12 0.057(2) 0.0358(18) 0.074(3) -0.0002(17) -0.0187(19) -0.0095(16) C13 0.0286(13) 0.0286(13) 0.0224(12) 0.0039(10) 0.0037(10) 0.0001(11) C14 0.0313(14) 0.0280(14) 0.0330(14) -0.0018(11) 0.0013(11) 0.0019(11) C15 0.0373(16) 0.0355(15) 0.0286(14) -0.0042(12) -0.0015(12) 0.0093(12) C16 0.0331(15) 0.0280(14) 0.0368(15) 0.0025(11) 0.0130(12) 0.0031(11) C17 0.063(2) 0.0355(16) 0.0416(17) 0.0041(13) 0.0282(16) 0.0093(15) C18 0.064(2) 0.0412(18) 0.072(2) -0.0090(17) 0.042(2) 0.0017(17) C19 0.0303(14) 0.0240(12) 0.0285(13) 0.0041(10) 0.0098(11) 0.0001(10) C20 0.0275(13) 0.0303(14) 0.0271(13) 0.0021(11) 0.0091(11) 0.0031(11) C21 0.0273(14) 0.0304(14) 0.0403(16) -0.0015(12) 0.0089(12) 0.0029(11) 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 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 0.1484 0.1585 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Fe Fe 0.3463 0.8444 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; 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 101.69(7) . 4_676 ? O1 Fe1 O2 81.57(6) . . ? O3 Fe1 O2 99.05(7) 4_676 . ? O1 Fe1 O4 100.98(7) . 4_676 ? O3 Fe1 O4 80.71(6) 4_676 4_676 ? O2 Fe1 O4 177.44(7) . 4_676 ? O1 Fe1 O5 161.59(7) . . ? O3 Fe1 O5 95.34(7) 4_676 . ? O2 Fe1 O5 88.96(7) . . ? O4 Fe1 O5 88.52(7) 4_676 . ? O1 Fe1 O6 86.90(7) . 3_566 ? O3 Fe1 O6 167.46(7) 4_676 3_566 ? O2 Fe1 O6 91.18(7) . 3_566 ? O4 Fe1 O6 88.75(7) 4_676 3_566 ? O5 Fe1 O6 77.50(6) . 3_566 ? C1 O1 Fe1 112.77(14) . . ? C2 O2 Fe1 112.50(14) . . ? C4 O3 Fe1 114.27(14) . 4_575 ? C5 O4 Fe1 113.86(14) . 4_575 ? C7 O5 Fe1 115.56(15) . . ? C9 O6 Fe1 115.89(15) . 3_566 ? C10 N1 C19 109.04(19) . . ? C10 N1 C16 111.8(2) . . ? C19 N1 C16 108.38(19) . . ? C10 N1 C13 107.93(19) . . ? C19 N1 C13 111.45(19) . . ? C16 N1 C13 108.30(19) . . ? O1 C1 C6 124.6(2) . . ? O1 C1 C2 115.60(19) . . ? C6 C1 C2 119.8(2) . . ? O2 C2 C3 125.0(2) . . ? O2 C2 C1 115.55(19) . . ? C3 C2 C1 119.4(2) . . ? C4 C3 C2 120.7(2) . . ? C4 C3 Cl1 119.88(17) . . ? C2 C3 Cl1 119.42(18) . . ? O3 C4 C3 125.2(2) . . ? O3 C4 C5 115.1(2) . . ? C3 C4 C5 119.7(2) . . ? O4 C5 C6 124.9(2) . . ? O4 C5 C4 115.38(19) . . ? C6 C5 C4 119.7(2) . . ? C1 C6 C5 120.5(2) . . ? C1 C6 Cl2 119.77(17) . . ? C5 C6 Cl2 119.71(18) . . ? O5 C7 C8 125.4(2) . . ? O5 C7 C9 115.3(2) . 3_566 ? C8 C7 C9 119.3(2) . 3_566 ? C9 C8 C7 121.0(2) . . ? C9 C8 Cl3 119.30(18) . . ? C7 C8 Cl3 119.70(18) . . ? O6 C9 C8 125.2(2) . . ? O6 C9 C7 115.1(2) . 3_566 ? C8 C9 C7 119.7(2) . 3_566 ? C11 C10 N1 115.9(2) . . ? C11 C10 H10A 108.3 . . ? N1 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? N1 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C10 C11 C12 109.1(2) . . ? C10 C11 H11A 109.9 . . ? C12 C11 H11A 109.9 . . ? C10 C11 H11B 109.9 . . ? C12 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? 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 117.1(2) . . ? C14 C13 H13A 108.0 . . ? N1 C13 H13A 108.0 . . ? C14 C13 H13B 108.0 . . ? N1 C13 H13B 108.0 . . ? H13A C13 H13B 107.3 . . ? C13 C14 C15 108.1(2) . . ? C13 C14 H14A 110.1 . . ? C15 C14 H14A 110.1 . . ? C13 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? 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 116.5(2) . . ? C17 C16 H16A 108.2 . . ? N1 C16 H16A 108.2 . . ? C17 C16 H16B 108.2 . . ? N1 C16 H16B 108.2 . . ? H16A C16 H16B 107.3 . . ? C16 C17 C18 109.7(3) . . ? C16 C17 H17A 109.7 . . ? C18 C17 H17A 109.7 . . ? C16 C17 H17B 109.7 . . ? C18 C17 H17B 109.7 . . ? H17A C17 H17B 108.2 . . ? 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(2) . . ? C20 C19 H19A 108.3 . . ? N1 C19 H19A 108.3 . . ? C20 C19 H19B 108.3 . . ? N1 C19 H19B 108.3 . . ? H19A C19 H19B 107.4 . . ? C19 C20 C21 109.5(2) . . ? C19 C20 H20A 109.8 . . ? C21 C20 H20A 109.8 . . ? C19 C20 H20B 109.8 . . ? C21 C20 H20B 109.8 . . ? H20A C20 H20B 108.2 . . ? 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 1.9777(16) . ? Fe1 O3 1.9842(17) 4_676 ? Fe1 O2 1.9927(16) . ? Fe1 O4 1.9957(16) 4_676 ? Fe1 O5 2.0772(17) . ? Fe1 O6 2.0872(17) 3_566 ? Cl1 C3 1.744(2) . ? Cl2 C6 1.740(2) . ? Cl3 C8 1.743(2) . ? O1 C1 1.295(3) . ? O2 C2 1.290(3) . ? O3 C4 1.298(3) . ? O3 Fe1 1.9841(16) 4_575 ? O4 C5 1.288(3) . ? O4 Fe1 1.9957(16) 4_575 ? O5 C7 1.262(3) . ? O6 C9 1.252(3) . ? O6 Fe1 2.0871(17) 3_566 ? N1 C10 1.520(3) . ? N1 C19 1.520(3) . ? N1 C16 1.520(3) . ? N1 C13 1.521(3) . ? C1 C6 1.390(3) . ? C1 C2 1.477(3) . ? C2 C3 1.397(3) . ? C3 C4 1.388(3) . ? C4 C5 1.474(3) . ? C5 C6 1.395(3) . ? C7 C8 1.390(3) . ? C7 C9 1.534(3) 3_566 ? C8 C9 1.389(3) . ? C9 C7 1.534(3) 3_566 ? C10 C11 1.520(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.522(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.514(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.531(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.518(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.519(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.518(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.530(4) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 170.06(19) . . . . ? Fe1 O1 C1 C2 -10.3(2) . . . . ? Fe1 O2 C2 C3 -170.81(19) . . . . ? Fe1 O2 C2 C1 10.2(2) . . . . ? O1 C1 C2 O2 0.0(3) . . . . ? C6 C1 C2 O2 179.7(2) . . . . ? O1 C1 C2 C3 -179.1(2) . . . . ? C6 C1 C2 C3 0.6(3) . . . . ? O2 C2 C3 C4 -177.4(2) . . . . ? C1 C2 C3 C4 1.5(3) . . . . ? O2 C2 C3 Cl1 0.7(3) . . . . ? C1 C2 C3 Cl1 179.61(17) . . . . ? Fe1 O3 C4 C3 -177.78(19) 4_575 . . . ? Fe1 O3 C4 C5 2.5(2) 4_575 . . . ? C2 C3 C4 O3 176.5(2) . . . . ? Cl1 C3 C4 O3 -1.5(3) . . . . ? C2 C3 C4 C5 -3.7(3) . . . . ? Cl1 C3 C4 C5 178.23(17) . . . . ? Fe1 O4 C5 C6 171.98(19) 4_575 . . . ? Fe1 O4 C5 C4 -8.7(2) 4_575 . . . ? O3 C4 C5 O4 4.3(3) . . . . ? C3 C4 C5 O4 -175.5(2) . . . . ? O3 C4 C5 C6 -176.4(2) . . . . ? C3 C4 C5 C6 3.8(3) . . . . ? O1 C1 C6 C5 179.2(2) . . . . ? C2 C1 C6 C5 -0.5(3) . . . . ? O1 C1 C6 Cl2 -0.7(3) . . . . ? C2 C1 C6 Cl2 179.66(17) . . . . ? O4 C5 C6 C1 177.6(2) . . . . ? C4 C5 C6 C1 -1.7(3) . . . . ? O4 C5 C6 Cl2 -2.5(3) . . . . ? C4 C5 C6 Cl2 178.17(17) . . . . ? Fe1 O5 C7 C8 -172.97(19) . . . . ? Fe1 O5 C7 C9 7.6(2) . . . 3_566 ? O5 C7 C8 C9 -176.6(2) . . . . ? C9 C7 C8 C9 2.8(4) 3_566 . . . ? O5 C7 C8 Cl3 2.1(3) . . . . ? C9 C7 C8 Cl3 -178.55(17) 3_566 . . . ? Fe1 O6 C9 C8 -177.15(19) 3_566 . . . ? Fe1 O6 C9 C7 3.0(3) 3_566 . . 3_566 ? C7 C8 C9 O6 177.4(2) . . . . ? Cl3 C8 C9 O6 -1.3(3) . . . . ? C7 C8 C9 C7 -2.8(4) . . . 3_566 ? Cl3 C8 C9 C7 178.53(17) . . . 3_566 ? C19 N1 C10 C11 174.0(2) . . . . ? C16 N1 C10 C11 54.2(3) . . . . ? C13 N1 C10 C11 -64.8(3) . . . . ? N1 C10 C11 C12 -178.0(3) . . . . ? C10 N1 C13 C14 -169.4(2) . . . . ? C19 N1 C13 C14 -49.7(3) . . . . ? C16 N1 C13 C14 69.5(3) . . . . ? N1 C13 C14 C15 -176.3(2) . . . . ? C10 N1 C16 C17 53.7(3) . . . . ? C19 N1 C16 C17 -66.4(3) . . . . ? C13 N1 C16 C17 172.5(2) . . . . ? N1 C16 C17 C18 -177.0(3) . . . . ? C10 N1 C19 C20 62.0(3) . . . . ? C16 N1 C19 C20 -176.2(2) . . . . ? C13 N1 C19 C20 -57.1(3) . . . . ? N1 C19 C20 C21 173.6(2) . . . . ?