#------------------------------------------------------------------------------ #$Date: 2025-02-14 01:10:52 +0200 (Fri, 14 Feb 2025) $ #$Revision: 297729 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/39/1573922.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_1573922 loop_ _publ_author_name 'Pattanayak, Santanu' 'Siegel, Rachel E.' 'Liu, Yiming' 'Fettinger, James C.' 'Berben, Louise A.' _publ_section_title ; Amine groups alter product selectivity and rate of catalytic hydride transfer reactions ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC07359B _journal_year 2025 _chemical_formula_moiety 'C25 H16 Fe4 N2 O11 P, C8 H20 N, 2(C4 H8 O)' _chemical_formula_sum 'C41 H52 Fe4 N3 O13 P' _chemical_formula_weight 1049.22 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary dual _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2024-10-16 deposited with the CCDC. 2025-02-03 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 97.4945(14) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.157(4) _cell_length_b 10.6828(9) _cell_length_c 25.135(2) _cell_measurement_reflns_used 7612 _cell_measurement_temperature 90(2) _cell_measurement_theta_max 25.24 _cell_measurement_theta_min 2.25 _cell_volume 4567.5(12) _computing_cell_refinement 'SAINT (8.38a) (Bruker, 2017)' _computing_data_collection 'Apex3 (2019.1) (Bruker, 2019)' _computing_data_reduction 'SAINT (8.38a) (Bruker, 2017)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT (Sheldrick, 2015) Acta Cryst., A71, 3-8' _diffrn_ambient_temperature 90(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0807 _diffrn_reflns_av_unetI/netI 0.0606 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 32541 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.436 _diffrn_reflns_theta_min 2.074 _exptl_absorpt_coefficient_mu 1.345 _exptl_absorpt_correction_T_max 0.7641 _exptl_absorpt_correction_T_min 0.6538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS 2016/2 (Sheldrick, 2016)' _exptl_crystal_colour Black _exptl_crystal_density_diffrn 1.526 _exptl_crystal_description Plate _exptl_crystal_F_000 2168 _exptl_crystal_size_max 0.379 _exptl_crystal_size_mid 0.266 _exptl_crystal_size_min 0.173 _refine_diff_density_max 0.419 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.083 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 767 _refine_ls_number_reflns 8422 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.013 _refine_ls_R_factor_all 0.0670 _refine_ls_R_factor_gt 0.0386 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+0.0114P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0740 _refine_ls_wR_factor_ref 0.0855 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5990 _reflns_number_total 8422 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc07359b2.cif _cod_data_source_block NAP80FMI _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 1573922 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.630 _shelx_estimated_absorpt_t_max 0.801 _shelx_res_file ; TITL NAP80Fmi in P2(1)/c FINAL ALL DATA MERGE-I JCF 25APR2023 NAP80FMI.res created by SHELXL-2018/3 at 12:13:53 on 21-Jun-2023 CELL 0.71073 17.1570 10.6828 25.1351 90.0000 97.4945 90.0000 ZERR 4.00 0.0040 0.0009 0.0021 0.0000 0.0014 0.0000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H N O P Fe UNIT 164 208 12 52 4 16 L.S. 9 ACTA BOND $H FMAP 2 PLAN 20 SIZE 0.173 0.266 0.379 OMIT -1 0 2 CONF HTAB C12 O10 EQIV $1 -x+1, y+1/2, -z+3/2 HTAB C19 O2_$1 HTAB C31 O41 EQIV $2 x, -y+3/2, z-1/2 HTAB C32 O1_$2 EQIV $3 -x+2, -y+1, -z+1 HTAB C32 O4_$3 HTAB C35 N10_$2 HTAB C36 O51_$3 HTAB C37 O51_$3 HTAB C38 O9 WPDB -2 HTAB TEMP -183. WGHT 0.033500 0.011400 FVAR 0.04860 FE1 6 0.713382 0.357498 0.716109 11.00000 0.01649 0.01272 = 0.01829 -0.00005 0.00326 0.00023 FE2 6 0.785215 0.262624 0.640987 11.00000 0.01781 0.01487 = 0.02132 -0.00185 0.00454 0.00087 FE3 6 0.676074 0.368496 0.573905 11.00000 0.02169 0.02203 = 0.01865 -0.00094 0.00204 0.00053 FE4 6 0.770606 0.494979 0.642850 11.00000 0.02112 0.01399 = 0.02134 0.00019 0.00495 -0.00140 P1 5 0.605380 0.451844 0.734008 11.00000 0.01562 0.01226 = 0.01935 -0.00060 0.00240 -0.00005 C1 1 0.775981 0.398032 0.776206 11.00000 0.01933 0.01146 = 0.02744 0.00265 0.00942 0.00305 N1 3 0.694720 0.365289 0.645226 11.00000 0.01601 0.01333 = 0.02334 -0.00020 0.00539 0.00155 O1 4 0.816840 0.423028 0.814925 11.00000 0.02462 0.02526 = 0.02437 -0.00035 -0.00192 -0.00448 C2 1 0.686439 0.211109 0.738477 11.00000 0.01812 0.02393 = 0.01773 -0.00238 0.00006 0.00702 O2 4 0.669522 0.111585 0.752606 11.00000 0.02702 0.01710 = 0.03176 0.00246 0.00552 -0.00258 C3 1 0.842355 0.246552 0.587157 11.00000 0.01865 0.01624 = 0.02935 -0.00086 0.00128 -0.00030 O3 4 0.882034 0.233635 0.553597 11.00000 0.03131 0.02890 = 0.02889 -0.00263 0.01297 0.00376 C4 1 0.860194 0.253283 0.696742 11.00000 0.02339 0.01297 = 0.02806 -0.00253 0.01023 -0.00092 O4 4 0.911483 0.242884 0.731322 11.00000 0.02219 0.03222 = 0.02661 0.00031 0.00317 0.00459 C5 1 0.749687 0.105256 0.640527 11.00000 0.01591 0.02536 = 0.02623 -0.00502 0.00401 0.00277 O5 4 0.728377 0.002926 0.641145 11.00000 0.03354 0.01918 = 0.04705 -0.00616 0.01114 -0.00455 C6 1 0.602654 0.487381 0.558152 11.00000 0.03267 0.03089 = 0.02112 -0.00075 0.00289 -0.00212 O6 4 0.555966 0.563448 0.548722 11.00000 0.04143 0.04121 = 0.04386 0.00176 -0.00543 0.01647 C7 1 0.718441 0.379477 0.512187 11.00000 0.02335 0.02890 = 0.02288 0.00050 -0.00747 0.00094 O7 4 0.745649 0.386432 0.472851 11.00000 0.03404 0.06283 = 0.01859 0.00158 0.00593 -0.00146 C8 1 0.614411 0.236463 0.556127 11.00000 0.02650 0.02931 = 0.02102 -0.00300 0.00625 0.00446 O8 4 0.574346 0.151015 0.545205 11.00000 0.03900 0.03758 = 0.03574 -0.01153 0.00682 -0.00888 C9 1 0.829413 0.519196 0.590545 11.00000 0.02630 0.01810 = 0.02926 -0.00225 0.00039 -0.00047 O9 4 0.869859 0.538098 0.558161 11.00000 0.03054 0.03838 = 0.02824 0.00650 0.01136 0.00122 C10 1 0.718880 0.640763 0.637115 11.00000 0.03165 0.02053 = 0.02481 0.00204 0.01459 -0.00247 N10 3 0.683284 0.815412 0.767244 11.00000 0.02576 0.01600 = 0.02756 -0.00330 0.00263 -0.00311 H10A 2 0.684979 0.844526 0.732995 11.00000 0.02091 H10B 2 0.643434 0.844158 0.782535 11.00000 0.03801 REM H10C 2 0.7394 0.8285 0.7942 11.00000 0.05 0.32 O10 4 0.689038 0.736880 0.631827 11.00000 0.04813 0.01734 = 0.04819 0.00672 0.02216 0.00499 C11 1 0.844655 0.535171 0.695829 11.00000 0.03064 0.01745 = 0.02473 0.00262 0.01289 -0.00101 O11 4 0.896243 0.566777 0.728009 11.00000 0.03651 0.03473 = 0.02741 -0.00272 0.00109 -0.01587 C12 1 0.605980 0.623345 0.735700 11.00000 0.01745 0.01509 = 0.02193 0.00067 0.00555 0.00391 REM AFIX 23 H12A 2 0.598593 0.655484 0.699813 11.00000 0.02004 H12B 2 0.560225 0.647096 0.747489 11.00000 0.02069 REM AFIX 0 C13 1 0.679225 0.678974 0.768267 11.00000 0.02243 0.01546 = 0.02410 -0.00204 0.00260 0.00050 REM AFIX 23 H13A 2 0.681832 0.654998 0.806706 11.00000 0.01839 H13B 2 0.725668 0.649212 0.755086 11.00000 0.02029 REM AFIX 0 C14 1 0.570177 0.412439 0.798105 11.00000 0.01793 0.01432 = 0.02168 -0.00524 -0.00056 -0.00392 C15 1 0.616923 0.348848 0.839056 11.00000 0.01551 0.01845 = 0.02654 -0.00300 0.00314 -0.00252 REM AFIX 43 H15 2 0.666618 0.327698 0.833243 11.00000 0.01432 REM AFIX 0 C16 1 0.589046 0.322983 0.887269 11.00000 0.03108 0.02059 = 0.02129 0.00367 0.00164 -0.00024 REM AFIX 43 H16 2 0.622136 0.276370 0.914712 11.00000 0.00952 REM AFIX 0 C17 1 0.514399 0.359990 0.895157 11.00000 0.03132 0.02726 = 0.02195 -0.00125 0.01389 -0.00576 REM AFIX 43 H17 2 0.493979 0.339495 0.926863 11.00000 0.02172 REM AFIX 0 C18 1 0.467478 0.423382 0.855166 11.00000 0.01857 0.02626 = 0.03108 -0.00502 0.01015 -0.00347 REM AFIX 43 H18 2 0.419080 0.442632 0.860299 11.00000 0.01786 REM AFIX 0 C19 1 0.494958 0.449426 0.807058 11.00000 0.01789 0.01775 = 0.02238 -0.00042 0.00182 -0.00168 REM AFIX 43 H19 2 0.460905 0.492655 0.779696 11.00000 0.01523 REM AFIX 0 C20 1 0.520594 0.416048 0.684766 11.00000 0.01683 0.01494 = 0.01759 -0.00311 0.00610 -0.00092 C21 1 0.465134 0.505812 0.665093 11.00000 0.02136 0.01865 = 0.02376 -0.00142 0.00375 -0.00069 REM AFIX 43 H21 2 0.472432 0.586506 0.675704 11.00000 0.02620 REM AFIX 0 C22 1 0.400685 0.472451 0.628356 11.00000 0.02139 0.02953 = 0.02922 0.00271 0.00171 0.00255 REM AFIX 43 H22 2 0.363030 0.532389 0.615510 11.00000 0.02135 REM AFIX 0 C23 1 0.390045 0.351057 0.611030 11.00000 0.02025 0.03610 = 0.01990 -0.00626 0.00125 -0.00251 REM AFIX 43 H23 2 0.344949 0.330155 0.585591 11.00000 0.03273 REM AFIX 0 C24 1 0.444549 0.260700 0.629857 11.00000 0.02786 0.02626 = 0.02483 -0.00792 0.00445 -0.00291 REM AFIX 43 H24 2 0.442093 0.176883 0.615222 11.00000 0.03212 REM AFIX 0 C25 1 0.509269 0.293316 0.665855 11.00000 0.01940 0.02385 = 0.02093 0.00024 0.00404 -0.00245 REM AFIX 43 H25 2 0.545213 0.228272 0.678126 11.00000 0.02706 REM AFIX 0 C31 1 0.870420 0.732742 0.348637 11.00000 0.02476 0.01918 = 0.01811 -0.00137 0.00161 0.00617 REM AFIX 23 H31A 2 0.837052 0.745558 0.316785 11.00000 0.01077 H31B 2 0.843056 0.748164 0.380087 11.00000 0.01486 REM AFIX 0 N31 3 0.892134 0.594359 0.350609 11.00000 0.01692 0.01636 = 0.02277 -0.00131 0.00320 0.00148 C32 1 0.938490 0.821186 0.349180 11.00000 0.02911 0.01865 = 0.03472 0.00386 0.00037 0.00410 REM AFIX 137 H32A 2 0.977608 0.814296 0.380051 11.00000 0.04276 H32B 2 0.922498 0.904443 0.345998 11.00000 0.02889 H32C 2 0.966948 0.807180 0.319175 11.00000 0.02782 REM AFIX 0 C33 1 0.924262 0.554982 0.299792 11.00000 0.03093 0.01974 = 0.03395 -0.00055 0.01534 -0.00021 REM AFIX 23 H33A 2 0.971735 0.597210 0.297749 11.00000 0.02768 H33B 2 0.935815 0.473758 0.306151 11.00000 0.00924 REM AFIX 0 C34 1 0.869801 0.570710 0.248374 11.00000 0.04952 0.03123 = 0.02498 -0.00366 0.01347 -0.00223 REM AFIX 137 H34A 2 0.823696 0.522388 0.249091 11.00000 0.03587 H34B 2 0.895632 0.539276 0.218920 11.00000 0.03901 H34C 2 0.858289 0.653497 0.240609 11.00000 0.05088 REM AFIX 0 C35 1 0.816160 0.524671 0.356902 11.00000 0.02089 0.02403 = 0.02011 0.00144 0.00447 -0.00022 REM AFIX 23 H35A 2 0.801490 0.552042 0.393274 11.00000 0.01427 H35B 2 0.776931 0.559228 0.327941 11.00000 0.00807 REM AFIX 0 C36 1 0.821993 0.383568 0.355514 11.00000 0.03029 0.02289 = 0.03310 0.00226 0.00114 -0.00323 REM AFIX 137 H36A 2 0.833554 0.352391 0.319546 11.00000 0.02166 H36B 2 0.771510 0.344800 0.361293 11.00000 0.02955 H36C 2 0.860741 0.353306 0.382221 11.00000 0.02306 REM AFIX 0 C37 1 0.955780 0.567434 0.396818 11.00000 0.01963 0.01813 = 0.03326 0.00505 -0.00057 0.00232 REM AFIX 23 H37A 2 0.965410 0.482559 0.395180 11.00000 0.01972 H37B 2 1.000829 0.607503 0.388323 11.00000 0.02051 REM AFIX 0 C38 1 0.935808 0.604142 0.450790 11.00000 0.03919 0.04449 = 0.02302 0.00494 -0.00129 0.00386 REM AFIX 137 H38A 2 0.923606 0.696048 0.454609 11.00000 0.06472 H38B 2 0.981205 0.596669 0.474802 11.00000 0.04581 H38C 2 0.896448 0.551959 0.464741 11.00000 0.04569 REM AFIX 0 C41 1 0.737624 0.777197 0.505340 11.00000 0.04546 0.02510 = 0.02725 -0.00196 -0.00018 -0.00275 REM AFIX 23 H41A 2 0.781012 0.773503 0.535348 11.00000 0.03073 H41B 2 0.712263 0.696299 0.498886 11.00000 0.03679 REM AFIX 0 O41 4 0.771800 0.800170 0.456912 11.00000 0.03644 0.02545 = 0.03781 -0.00424 0.00946 0.00403 C42 1 0.682218 0.883997 0.510415 11.00000 0.04859 0.04924 = 0.02649 -0.00256 0.00867 0.00687 REM AFIX 23 H42A 2 0.669218 0.892562 0.548232 11.00000 0.04318 H42B 2 0.633023 0.871304 0.484506 11.00000 0.04457 REM AFIX 0 C43 1 0.725100 0.991276 0.487651 11.00000 0.06253 0.02967 = 0.03476 -0.00237 0.00113 0.01840 REM AFIX 23 H43A 2 0.692235 1.057763 0.474413 11.00000 0.04935 H43B 2 0.763201 1.018738 0.513085 11.00000 0.05111 REM AFIX 0 C44 1 0.758535 0.928872 0.442011 11.00000 0.04503 0.03116 = 0.03416 0.00035 0.00827 0.00149 REM AFIX 23 H44A 2 0.723549 0.933444 0.408517 11.00000 0.02476 H44B 2 0.805516 0.961006 0.435301 11.00000 0.06301 REM AFIX 0 C51 1 0.964945 0.806561 0.636627 11.00000 0.06156 0.03588 = 0.05577 0.01499 0.02704 0.00945 REM AFIX 23 H51A 2 1.006321 0.843058 0.667306 11.00000 0.06803 H51B 2 0.935495 0.744550 0.647341 11.00000 0.09845 REM AFIX 0 O51 4 1.006865 0.745526 0.598616 11.00000 0.04912 0.02375 = 0.07192 0.00497 0.02746 0.00919 C52 1 0.919522 0.912842 0.607679 11.00000 0.03335 0.02842 = 0.03006 -0.00313 0.00491 0.00424 REM AFIX 23 H52A 2 0.933462 0.992955 0.627014 11.00000 0.03783 H52B 2 0.866136 0.891344 0.602704 11.00000 0.04891 REM AFIX 0 C53 1 0.951437 0.918879 0.553714 11.00000 0.05571 0.04962 = 0.02858 -0.00255 0.00985 0.01757 REM AFIX 23 H53A 2 0.920337 0.884786 0.524872 11.00000 0.07957 H53B 2 0.966812 1.006397 0.539800 11.00000 0.05935 REM AFIX 0 C54 1 1.025425 0.840733 0.563578 11.00000 0.03799 0.03654 = 0.03542 -0.00660 0.01467 0.00181 REM AFIX 23 H54A 2 1.039562 0.807635 0.533775 11.00000 0.02438 H54B 2 1.074681 0.892134 0.584877 11.00000 0.04280 REM AFIX 0 HKLF 4 REM NAP80Fmi in P2(1)/c FINAL ALL DATA MERGE-I JCF 25APR2023 REM wR2 = 0.0855, GooF = S = 1.013, Restrained GooF = 1.013 for all data REM R1 = 0.0386 for 5990 Fo > 4sig(Fo) and 0.0670 for all 8422 data REM 767 parameters refined using 0 restraints END WGHT 0.0335 0.0114 REM Instructions for potential hydrogen bonds HTAB C12 O10 HTAB C19 O2_$1 HTAB C31 O41 HTAB C32 O1_$2 HTAB C32 O4_$3 HTAB C35 N10_$2 HTAB C36 O51_$3 HTAB C37 O51_$3 HTAB C38 O9 REM Highest difference peak 0.419, deepest hole -0.419, 1-sigma level 0.083 Q1 1 0.7223 0.3158 0.6128 11.00000 0.05 0.42 Q2 1 0.6448 0.3919 0.7292 11.00000 0.05 0.37 Q3 1 0.3555 0.5802 0.6072 11.00000 0.05 0.34 Q4 1 0.5836 0.4134 0.7683 11.00000 0.05 0.34 Q5 1 0.6308 0.4227 0.5290 11.00000 0.05 0.34 Q6 1 0.7696 0.3494 0.7447 11.00000 0.05 0.33 Q7 1 0.6479 0.3854 0.6877 11.00000 0.05 0.33 Q8 1 0.6430 0.3119 0.7006 11.00000 0.05 0.33 Q9 1 0.7297 0.2009 0.6427 11.00000 0.05 0.33 Q10 1 0.8862 0.7004 0.6340 11.00000 0.05 0.32 Q11 1 0.6015 0.2560 0.6500 11.00000 0.05 0.32 Q12 1 0.7403 0.8287 0.7940 11.00000 0.05 0.32 Q13 1 0.7417 0.3775 0.5416 11.00000 0.05 0.32 Q14 1 0.4862 0.5011 0.8012 11.00000 0.05 0.32 Q15 1 0.7939 0.3397 0.7031 11.00000 0.05 0.32 Q16 1 0.7148 0.4354 0.6174 11.00000 0.05 0.32 Q17 1 0.6885 0.3467 0.8829 11.00000 0.05 0.32 Q18 1 0.8225 0.4808 0.6654 11.00000 0.05 0.31 Q19 1 0.6271 0.3155 0.5408 11.00000 0.05 0.31 Q20 1 0.7604 0.4138 0.6812 11.00000 0.05 0.31 ; _shelx_res_checksum 26917 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.71338(3) 0.35750(4) 0.71611(2) 0.01575(12) Uani 1 1 d . . . . . Fe2 Fe 0.78522(3) 0.26262(4) 0.64099(2) 0.01783(12) Uani 1 1 d . . . . . Fe3 Fe 0.67607(3) 0.36850(4) 0.57390(2) 0.02085(13) Uani 1 1 d . . . . . Fe4 Fe 0.77061(3) 0.49498(4) 0.64285(2) 0.01862(12) Uani 1 1 d . . . . . P1 P 0.60538(5) 0.45184(7) 0.73401(3) 0.01574(19) Uani 1 1 d . . . . . C1 C 0.77598(19) 0.3980(3) 0.77621(14) 0.0188(7) Uani 1 1 d . . . . . N1 N 0.69472(14) 0.3653(2) 0.64523(10) 0.0173(6) Uani 1 1 d . . . . . O1 O 0.81684(13) 0.4230(2) 0.81493(9) 0.0252(6) Uani 1 1 d . . . . . C2 C 0.68644(18) 0.2111(3) 0.73848(13) 0.0201(8) Uani 1 1 d . . . . . O2 O 0.66952(13) 0.1116(2) 0.75261(9) 0.0251(6) Uani 1 1 d . . . . . C3 C 0.84236(19) 0.2466(3) 0.58716(14) 0.0216(8) Uani 1 1 d . . . . . O3 O 0.88203(14) 0.2336(2) 0.55360(10) 0.0289(6) Uani 1 1 d . . . . . C4 C 0.8602(2) 0.2533(3) 0.69674(14) 0.0209(8) Uani 1 1 d . . . . . O4 O 0.91148(13) 0.2429(2) 0.73132(9) 0.0270(6) Uani 1 1 d . . . . . C5 C 0.74969(19) 0.1053(3) 0.64053(13) 0.0224(8) Uani 1 1 d . . . . . O5 O 0.72838(14) 0.0029(2) 0.64115(10) 0.0327(6) Uani 1 1 d . . . . . C6 C 0.6027(2) 0.4874(3) 0.55815(14) 0.0283(9) Uani 1 1 d . . . . . O6 O 0.55597(16) 0.5634(3) 0.54872(11) 0.0431(7) Uani 1 1 d . . . . . C7 C 0.7184(2) 0.3795(3) 0.51219(14) 0.0260(8) Uani 1 1 d . . . . . O7 O 0.74565(15) 0.3864(3) 0.47285(10) 0.0383(7) Uani 1 1 d . . . . . C8 C 0.6144(2) 0.2365(3) 0.55613(14) 0.0253(8) Uani 1 1 d . . . . . O8 O 0.57435(15) 0.1510(2) 0.54521(10) 0.0373(7) Uani 1 1 d . . . . . C9 C 0.8294(2) 0.5192(3) 0.59055(14) 0.0248(8) Uani 1 1 d . . . . . O9 O 0.86986(14) 0.5381(2) 0.55816(10) 0.0317(6) Uani 1 1 d . . . . . C10 C 0.7189(2) 0.6408(3) 0.63711(14) 0.0247(8) Uani 1 1 d . . . . . N10 N 0.68328(18) 0.8154(3) 0.76724(14) 0.0232(7) Uani 1 1 d . . . . . H10A H 0.6850(18) 0.845(3) 0.7330(14) 0.021(10) Uiso 1 1 d . . . . . H10B H 0.643(2) 0.844(3) 0.7825(15) 0.038(12) Uiso 1 1 d . . . . . O10 O 0.68904(15) 0.7369(2) 0.63183(10) 0.0365(7) Uani 1 1 d . . . . . C11 C 0.8447(2) 0.5352(3) 0.69583(14) 0.0235(8) Uani 1 1 d . . . . . O11 O 0.89624(15) 0.5668(2) 0.72801(10) 0.0332(6) Uani 1 1 d . . . . . C12 C 0.6060(2) 0.6233(3) 0.73570(14) 0.0179(7) Uani 1 1 d . . . . . H12A H 0.5986(18) 0.655(3) 0.6998(13) 0.020(9) Uiso 1 1 d . . . . . H12B H 0.5602(19) 0.647(3) 0.7475(13) 0.021(9) Uiso 1 1 d . . . . . C13 C 0.6792(2) 0.6790(3) 0.76827(15) 0.0207(8) Uani 1 1 d . . . . . H13A H 0.6818(17) 0.655(3) 0.8067(13) 0.018(9) Uiso 1 1 d . . . . . H13B H 0.7257(19) 0.649(3) 0.7551(12) 0.020(9) Uiso 1 1 d . . . . . C14 C 0.57018(18) 0.4124(3) 0.79811(13) 0.0183(7) Uani 1 1 d . . . . . C15 C 0.6169(2) 0.3488(3) 0.83906(14) 0.0201(8) Uani 1 1 d . . . . . H15 H 0.6666(18) 0.328(3) 0.8332(12) 0.014(8) Uiso 1 1 d . . . . . C16 C 0.5890(2) 0.3230(3) 0.88727(14) 0.0245(8) Uani 1 1 d . . . . . H16 H 0.6221(16) 0.276(3) 0.9147(12) 0.010(8) Uiso 1 1 d . . . . . C17 C 0.5144(2) 0.3600(3) 0.89516(15) 0.0259(8) Uani 1 1 d . . . . . H17 H 0.4940(18) 0.339(3) 0.9269(13) 0.022(9) Uiso 1 1 d . . . . . C18 C 0.4675(2) 0.4234(3) 0.85517(15) 0.0247(8) Uani 1 1 d . . . . . H18 H 0.4191(19) 0.443(3) 0.8603(12) 0.018(9) Uiso 1 1 d . . . . . C19 C 0.49496(19) 0.4494(3) 0.80706(14) 0.0194(7) Uani 1 1 d . . . . . H19 H 0.4609(17) 0.493(3) 0.7797(12) 0.015(8) Uiso 1 1 d . . . . . C20 C 0.52059(18) 0.4160(3) 0.68477(12) 0.0161(7) Uani 1 1 d . . . . . C21 C 0.4651(2) 0.5058(3) 0.66509(14) 0.0212(8) Uani 1 1 d . . . . . H21 H 0.4724(19) 0.587(3) 0.6757(13) 0.026(10) Uiso 1 1 d . . . . . C22 C 0.4007(2) 0.4725(3) 0.62836(15) 0.0269(9) Uani 1 1 d . . . . . H22 H 0.3630(18) 0.532(3) 0.6155(12) 0.021(9) Uiso 1 1 d . . . . . C23 C 0.3900(2) 0.3511(3) 0.61103(14) 0.0255(8) Uani 1 1 d . . . . . H23 H 0.345(2) 0.330(3) 0.5856(14) 0.033(10) Uiso 1 1 d . . . . . C24 C 0.4445(2) 0.2607(3) 0.62986(14) 0.0262(8) Uani 1 1 d . . . . . H24 H 0.4421(19) 0.177(3) 0.6152(13) 0.032(10) Uiso 1 1 d . . . . . C25 C 0.5093(2) 0.2933(3) 0.66586(13) 0.0213(8) Uani 1 1 d . . . . . H25 H 0.5452(19) 0.228(3) 0.6781(13) 0.027(10) Uiso 1 1 d . . . . . C31 C 0.8704(2) 0.7327(3) 0.34864(15) 0.0208(8) Uani 1 1 d . . . . . H31A H 0.8371(17) 0.746(3) 0.3168(12) 0.011(8) Uiso 1 1 d . . . . . H31B H 0.8431(17) 0.748(3) 0.3801(12) 0.015(8) Uiso 1 1 d . . . . . N31 N 0.89213(15) 0.5944(2) 0.35061(10) 0.0186(6) Uani 1 1 d . . . . . C32 C 0.9385(2) 0.8212(4) 0.34918(18) 0.0278(9) Uani 1 1 d . . . . . H32A H 0.978(2) 0.814(3) 0.3801(16) 0.043(12) Uiso 1 1 d . . . . . H32B H 0.9225(19) 0.904(3) 0.3460(13) 0.029(10) Uiso 1 1 d . . . . . H32C H 0.9669(19) 0.807(3) 0.3192(14) 0.028(10) Uiso 1 1 d . . . . . C33 C 0.9243(2) 0.5550(4) 0.29979(15) 0.0272(9) Uani 1 1 d . . . . . H33A H 0.972(2) 0.597(3) 0.2977(13) 0.028(10) Uiso 1 1 d . . . . . H33B H 0.9358(16) 0.474(3) 0.3062(11) 0.009(8) Uiso 1 1 d . . . . . C34 C 0.8698(3) 0.5707(4) 0.24837(16) 0.0345(10) Uani 1 1 d . . . . . H34A H 0.824(2) 0.522(3) 0.2491(14) 0.036(11) Uiso 1 1 d . . . . . H34B H 0.896(2) 0.539(3) 0.2189(15) 0.039(11) Uiso 1 1 d . . . . . H34C H 0.858(2) 0.653(4) 0.2406(16) 0.051(13) Uiso 1 1 d . . . . . C35 C 0.8162(2) 0.5247(3) 0.35690(15) 0.0215(8) Uani 1 1 d . . . . . H35A H 0.8015(17) 0.552(3) 0.3933(12) 0.014(8) Uiso 1 1 d . . . . . H35B H 0.7769(17) 0.559(3) 0.3279(11) 0.008(8) Uiso 1 1 d . . . . . C36 C 0.8220(2) 0.3836(3) 0.35551(17) 0.0290(9) Uani 1 1 d . . . . . H36A H 0.8336(18) 0.352(3) 0.3195(14) 0.022(9) Uiso 1 1 d . . . . . H36B H 0.772(2) 0.345(3) 0.3613(13) 0.030(10) Uiso 1 1 d . . . . . H36C H 0.8607(19) 0.353(3) 0.3822(13) 0.023(9) Uiso 1 1 d . . . . . C37 C 0.9558(2) 0.5674(4) 0.39682(15) 0.0240(8) Uani 1 1 d . . . . . H37A H 0.9654(17) 0.483(3) 0.3952(12) 0.020(9) Uiso 1 1 d . . . . . H37B H 1.0008(19) 0.608(3) 0.3883(12) 0.021(9) Uiso 1 1 d . . . . . C38 C 0.9358(3) 0.6041(4) 0.45079(16) 0.0360(10) Uani 1 1 d . . . . . H38A H 0.924(2) 0.696(4) 0.4546(16) 0.065(14) Uiso 1 1 d . . . . . H38B H 0.981(2) 0.597(3) 0.4748(16) 0.046(12) Uiso 1 1 d . . . . . H38C H 0.896(2) 0.552(4) 0.4647(15) 0.046(12) Uiso 1 1 d . . . . . C41 C 0.7376(3) 0.7772(4) 0.50534(16) 0.0330(9) Uani 1 1 d . . . . . H41A H 0.781(2) 0.774(3) 0.5353(14) 0.031(10) Uiso 1 1 d . . . . . H41B H 0.712(2) 0.696(4) 0.4989(14) 0.037(11) Uiso 1 1 d . . . . . O41 O 0.77180(14) 0.8002(2) 0.45691(10) 0.0328(6) Uani 1 1 d . . . . . C42 C 0.6822(3) 0.8840(4) 0.51041(18) 0.0411(11) Uani 1 1 d . . . . . H42A H 0.669(2) 0.893(3) 0.5482(16) 0.043(11) Uiso 1 1 d . . . . . H42B H 0.633(2) 0.871(3) 0.4845(15) 0.045(12) Uiso 1 1 d . . . . . C43 C 0.7251(3) 0.9913(4) 0.48765(18) 0.0428(11) Uani 1 1 d . . . . . H43A H 0.692(2) 1.058(4) 0.4744(15) 0.049(12) Uiso 1 1 d . . . . . H43B H 0.763(2) 1.019(4) 0.5131(17) 0.051(14) Uiso 1 1 d . . . . . C44 C 0.7585(3) 0.9289(4) 0.44201(18) 0.0365(10) Uani 1 1 d . . . . . H44A H 0.724(2) 0.933(3) 0.4085(14) 0.025(10) Uiso 1 1 d . . . . . H44B H 0.806(3) 0.961(4) 0.4353(17) 0.063(15) Uiso 1 1 d . . . . . C51 C 0.9649(3) 0.8066(5) 0.6366(2) 0.0494(13) Uani 1 1 d . . . . . H51A H 1.006(3) 0.843(4) 0.6673(18) 0.068(15) Uiso 1 1 d . . . . . H51B H 0.935(3) 0.745(5) 0.647(2) 0.10(2) Uiso 1 1 d . . . . . O51 O 1.00686(16) 0.7455(2) 0.59862(12) 0.0465(8) Uani 1 1 d . . . . . C52 C 0.9195(3) 0.9128(4) 0.60768(15) 0.0305(9) Uani 1 1 d . . . . . H52A H 0.933(2) 0.993(3) 0.6270(14) 0.038(10) Uiso 1 1 d . . . . . H52B H 0.866(2) 0.891(4) 0.6027(15) 0.049(13) Uiso 1 1 d . . . . . C53 C 0.9514(3) 0.9189(5) 0.55371(18) 0.0442(11) Uani 1 1 d . . . . . H53A H 0.920(3) 0.885(4) 0.525(2) 0.080(18) Uiso 1 1 d . . . . . H53B H 0.967(2) 1.006(4) 0.5398(16) 0.059(13) Uiso 1 1 d . . . . . C54 C 1.0254(2) 0.8407(4) 0.56358(18) 0.0358(10) Uani 1 1 d . . . . . H54A H 1.0396(19) 0.808(3) 0.5338(14) 0.024(10) Uiso 1 1 d . . . . . H54B H 1.075(2) 0.892(3) 0.5849(14) 0.043(11) Uiso 1 1 d . . . . . 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 0.0165(3) 0.0127(2) 0.0183(3) -0.00005(19) 0.0033(2) 0.00023(19) Fe2 0.0178(3) 0.0149(3) 0.0213(3) -0.0019(2) 0.0045(2) 0.0009(2) Fe3 0.0217(3) 0.0220(3) 0.0187(3) -0.0009(2) 0.0020(2) 0.0005(2) Fe4 0.0211(3) 0.0140(2) 0.0213(3) 0.0002(2) 0.0050(2) -0.0014(2) P1 0.0156(4) 0.0123(4) 0.0194(5) -0.0006(3) 0.0024(4) 0.0000(3) C1 0.0193(19) 0.0115(17) 0.027(2) 0.0026(15) 0.0094(16) 0.0030(14) N1 0.0160(14) 0.0133(14) 0.0233(15) -0.0002(12) 0.0054(12) 0.0015(11) O1 0.0246(14) 0.0253(14) 0.0244(14) -0.0003(11) -0.0019(12) -0.0045(11) C2 0.0181(18) 0.024(2) 0.0177(19) -0.0024(15) 0.0001(15) 0.0070(15) O2 0.0270(14) 0.0171(13) 0.0318(14) 0.0025(11) 0.0055(11) -0.0026(11) C3 0.0187(19) 0.0162(18) 0.029(2) -0.0009(15) 0.0013(16) -0.0003(14) O3 0.0313(15) 0.0289(14) 0.0289(15) -0.0026(11) 0.0130(12) 0.0038(11) C4 0.023(2) 0.0130(17) 0.028(2) -0.0025(15) 0.0102(17) -0.0009(14) O4 0.0222(14) 0.0322(15) 0.0266(14) 0.0003(11) 0.0032(12) 0.0046(11) C5 0.0159(18) 0.025(2) 0.026(2) -0.0050(16) 0.0040(15) 0.0028(15) O5 0.0335(15) 0.0192(14) 0.0471(17) -0.0062(12) 0.0111(13) -0.0046(12) C6 0.033(2) 0.031(2) 0.021(2) -0.0007(17) 0.0029(17) -0.0021(18) O6 0.0414(17) 0.0412(17) 0.0439(18) 0.0018(14) -0.0054(14) 0.0165(14) C7 0.023(2) 0.029(2) 0.023(2) 0.0005(16) -0.0075(16) 0.0009(16) O7 0.0340(16) 0.063(2) 0.0186(14) 0.0016(13) 0.0059(12) -0.0015(14) C8 0.026(2) 0.029(2) 0.021(2) -0.0030(16) 0.0063(16) 0.0045(17) O8 0.0390(16) 0.0376(17) 0.0357(16) -0.0115(13) 0.0068(13) -0.0089(13) C9 0.026(2) 0.0181(19) 0.029(2) -0.0023(16) 0.0004(17) -0.0005(15) O9 0.0305(15) 0.0384(16) 0.0282(15) 0.0065(12) 0.0114(12) 0.0012(12) C10 0.032(2) 0.021(2) 0.025(2) 0.0020(16) 0.0146(16) -0.0025(16) N10 0.0258(18) 0.0160(16) 0.0276(19) -0.0033(14) 0.0026(15) -0.0031(13) O10 0.0481(17) 0.0173(14) 0.0482(18) 0.0067(12) 0.0222(14) 0.0050(12) C11 0.031(2) 0.0175(18) 0.025(2) 0.0026(15) 0.0129(17) -0.0010(16) O11 0.0365(16) 0.0347(16) 0.0274(15) -0.0027(12) 0.0011(13) -0.0159(12) C12 0.0174(19) 0.0151(17) 0.022(2) 0.0007(15) 0.0056(15) 0.0039(14) C13 0.022(2) 0.0155(18) 0.024(2) -0.0020(15) 0.0026(16) 0.0005(15) C14 0.0179(18) 0.0143(16) 0.0217(19) -0.0052(14) -0.0006(15) -0.0039(14) C15 0.0155(19) 0.0184(18) 0.027(2) -0.0030(15) 0.0031(16) -0.0025(15) C16 0.031(2) 0.0206(19) 0.021(2) 0.0037(15) 0.0016(17) -0.0002(16) C17 0.031(2) 0.027(2) 0.022(2) -0.0013(16) 0.0139(17) -0.0058(17) C18 0.019(2) 0.026(2) 0.031(2) -0.0050(16) 0.0102(17) -0.0035(16) C19 0.0179(18) 0.0177(18) 0.022(2) -0.0004(15) 0.0018(15) -0.0017(15) C20 0.0168(17) 0.0149(17) 0.0176(18) -0.0031(13) 0.0061(14) -0.0009(13) C21 0.0214(19) 0.0186(19) 0.024(2) -0.0014(15) 0.0038(15) -0.0007(15) C22 0.021(2) 0.030(2) 0.029(2) 0.0027(17) 0.0017(17) 0.0025(17) C23 0.020(2) 0.036(2) 0.020(2) -0.0063(16) 0.0012(16) -0.0025(17) C24 0.028(2) 0.026(2) 0.025(2) -0.0079(17) 0.0044(16) -0.0029(17) C25 0.0194(19) 0.024(2) 0.0209(19) 0.0002(15) 0.0040(15) -0.0025(16) C31 0.025(2) 0.0192(19) 0.018(2) -0.0014(15) 0.0016(17) 0.0062(15) N31 0.0169(15) 0.0164(14) 0.0228(16) -0.0013(12) 0.0032(12) 0.0015(12) C32 0.029(2) 0.019(2) 0.035(3) 0.0039(17) 0.000(2) 0.0041(17) C33 0.031(2) 0.020(2) 0.034(2) -0.0006(17) 0.0153(18) -0.0002(18) C34 0.050(3) 0.031(3) 0.025(2) -0.0037(19) 0.013(2) -0.002(2) C35 0.0209(19) 0.024(2) 0.020(2) 0.0014(16) 0.0045(16) -0.0002(15) C36 0.030(2) 0.023(2) 0.033(2) 0.0023(18) 0.001(2) -0.0032(18) C37 0.020(2) 0.018(2) 0.033(2) 0.0050(16) -0.0006(17) 0.0023(16) C38 0.039(3) 0.044(3) 0.023(2) 0.005(2) -0.001(2) 0.004(2) C41 0.045(3) 0.025(2) 0.027(2) -0.0020(18) 0.000(2) -0.0027(19) O41 0.0364(15) 0.0254(14) 0.0378(16) -0.0042(12) 0.0095(13) 0.0040(12) C42 0.049(3) 0.049(3) 0.026(2) -0.003(2) 0.009(2) 0.007(2) C43 0.063(3) 0.030(2) 0.035(3) -0.002(2) 0.001(2) 0.018(2) C44 0.045(3) 0.031(2) 0.034(3) 0.0004(19) 0.008(2) 0.001(2) C51 0.062(3) 0.036(3) 0.056(3) 0.015(2) 0.027(3) 0.009(2) O51 0.0491(18) 0.0237(15) 0.072(2) 0.0050(14) 0.0275(16) 0.0092(13) C52 0.033(2) 0.028(2) 0.030(2) -0.0031(18) 0.0049(19) 0.0042(19) C53 0.056(3) 0.050(3) 0.029(3) -0.003(2) 0.010(2) 0.018(2) C54 0.038(3) 0.037(2) 0.035(3) -0.007(2) 0.015(2) 0.002(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2 Fe1 N1 110.22(13) . . ? C2 Fe1 C1 95.74(14) . . ? N1 Fe1 C1 148.02(13) . . ? C2 Fe1 P1 94.52(11) . . ? N1 Fe1 P1 97.89(8) . . ? C1 Fe1 P1 98.33(10) . . ? C2 Fe1 Fe2 93.18(10) . . ? N1 Fe1 Fe2 47.63(8) . . ? C1 Fe1 Fe2 114.81(10) . . ? P1 Fe1 Fe2 144.97(3) . . ? C2 Fe1 Fe4 149.42(11) . . ? N1 Fe1 Fe4 46.18(8) . . ? C1 Fe1 Fe4 102.54(10) . . ? P1 Fe1 Fe4 106.64(3) . . ? Fe2 Fe1 Fe4 56.944(18) . . ? C4 Fe2 C3 100.38(15) . . ? C4 Fe2 C5 99.41(15) . . ? C3 Fe2 C5 97.21(15) . . ? C4 Fe2 N1 119.80(13) . . ? C3 Fe2 N1 128.94(13) . . ? C5 Fe2 N1 105.11(13) . . ? C4 Fe2 Fe4 96.04(10) . . ? C3 Fe2 Fe4 100.19(10) . . ? C5 Fe2 Fe4 154.20(11) . . ? N1 Fe2 Fe4 49.10(8) . . ? C4 Fe2 Fe1 79.14(10) . . ? C3 Fe2 Fe1 162.36(10) . . ? C5 Fe2 Fe1 100.27(11) . . ? N1 Fe2 Fe1 43.08(8) . . ? Fe4 Fe2 Fe1 62.548(18) . . ? C4 Fe2 Fe3 156.75(10) . . ? C3 Fe2 Fe3 88.31(11) . . ? C5 Fe2 Fe3 100.84(11) . . ? N1 Fe2 Fe3 43.02(8) . . ? Fe4 Fe2 Fe3 61.024(18) . . ? Fe1 Fe2 Fe3 86.10(2) . . ? N1 Fe3 C8 105.06(14) . . ? N1 Fe3 C6 105.33(14) . . ? C8 Fe3 C6 97.34(16) . . ? N1 Fe3 C7 146.02(13) . . ? C8 Fe3 C7 97.38(15) . . ? C6 Fe3 C7 96.56(16) . . ? N1 Fe3 Fe4 47.34(8) . . ? C8 Fe3 Fe4 151.36(11) . . ? C6 Fe3 Fe4 97.95(11) . . ? C7 Fe3 Fe4 104.72(11) . . ? N1 Fe3 Fe2 47.24(8) . . ? C8 Fe3 Fe2 99.86(11) . . ? C6 Fe3 Fe2 150.77(11) . . ? C7 Fe3 Fe2 104.40(11) . . ? Fe4 Fe3 Fe2 57.341(19) . . ? C11 Fe4 C9 95.75(15) . . ? C11 Fe4 C10 98.59(16) . . ? C9 Fe4 C10 97.88(15) . . ? C11 Fe4 N1 125.36(13) . . ? C9 Fe4 N1 125.77(13) . . ? C10 Fe4 N1 107.54(13) . . ? C11 Fe4 Fe2 101.04(11) . . ? C9 Fe4 Fe2 93.60(11) . . ? C10 Fe4 Fe2 156.10(11) . . ? N1 Fe4 Fe2 49.37(8) . . ? C11 Fe4 Fe3 162.64(11) . . ? C9 Fe4 Fe3 86.99(11) . . ? C10 Fe4 Fe3 98.01(12) . . ? N1 Fe4 Fe3 43.33(8) . . ? Fe2 Fe4 Fe3 61.634(19) . . ? C11 Fe4 Fe1 84.61(11) . . ? C9 Fe4 Fe1 153.46(11) . . ? C10 Fe4 Fe1 108.33(11) . . ? N1 Fe4 Fe1 42.04(8) . . ? Fe2 Fe4 Fe1 60.507(18) . . ? Fe3 Fe4 Fe1 85.37(2) . . ? C20 P1 C12 103.12(15) . . ? C20 P1 C14 102.84(14) . . ? C12 P1 C14 102.10(15) . . ? C20 P1 Fe1 112.50(10) . . ? C12 P1 Fe1 117.33(12) . . ? C14 P1 Fe1 116.99(11) . . ? O1 C1 Fe1 179.3(3) . . ? Fe1 N1 Fe3 178.41(16) . . ? Fe1 N1 Fe4 91.78(12) . . ? Fe3 N1 Fe4 89.33(11) . . ? Fe1 N1 Fe2 89.29(11) . . ? Fe3 N1 Fe2 89.74(11) . . ? Fe4 N1 Fe2 81.52(10) . . ? O2 C2 Fe1 178.3(3) . . ? O3 C3 Fe2 177.1(3) . . ? O4 C4 Fe2 176.1(3) . . ? O5 C5 Fe2 178.3(3) . . ? O6 C6 Fe3 179.2(3) . . ? O7 C7 Fe3 179.8(4) . . ? O8 C8 Fe3 179.2(3) . . ? O9 C9 Fe4 176.9(3) . . ? O10 C10 Fe4 176.0(3) . . ? C13 N10 H10A 111(2) . . ? C13 N10 H10B 107(2) . . ? H10A N10 H10B 114(3) . . ? O11 C11 Fe4 174.9(3) . . ? C13 C12 P1 113.8(2) . . ? C13 C12 H12A 111.3(19) . . ? P1 C12 H12A 109.7(19) . . ? C13 C12 H12B 114(2) . . ? P1 C12 H12B 106(2) . . ? H12A C12 H12B 101(3) . . ? N10 C13 C12 114.6(3) . . ? N10 C13 H13A 106.1(17) . . ? C12 C13 H13A 110.5(18) . . ? N10 C13 H13B 106.4(19) . . ? C12 C13 H13B 110.4(19) . . ? H13A C13 H13B 108(3) . . ? C19 C14 C15 118.2(3) . . ? C19 C14 P1 119.5(2) . . ? C15 C14 P1 122.3(3) . . ? C16 C15 C14 120.7(3) . . ? C16 C15 H15 121.8(19) . . ? C14 C15 H15 117.5(19) . . ? C17 C16 C15 120.1(3) . . ? C17 C16 H16 120.8(17) . . ? C15 C16 H16 119.1(17) . . ? C16 C17 C18 120.0(3) . . ? C16 C17 H17 121(2) . . ? C18 C17 H17 119(2) . . ? C17 C18 C19 120.2(3) . . ? C17 C18 H18 119(2) . . ? C19 C18 H18 121(2) . . ? C18 C19 C14 120.8(3) . . ? C18 C19 H19 118.6(18) . . ? C14 C19 H19 120.6(18) . . ? C21 C20 C25 117.7(3) . . ? C21 C20 P1 122.9(2) . . ? C25 C20 P1 119.4(2) . . ? C22 C21 C20 120.4(3) . . ? C22 C21 H21 120(2) . . ? C20 C21 H21 119(2) . . ? C23 C22 C21 120.9(3) . . ? C23 C22 H22 119(2) . . ? C21 C22 H22 120(2) . . ? C22 C23 C24 119.6(3) . . ? C22 C23 H23 119(2) . . ? C24 C23 H23 121(2) . . ? C25 C24 C23 119.8(3) . . ? C25 C24 H24 118(2) . . ? C23 C24 H24 121(2) . . ? C24 C25 C20 121.5(3) . . ? C24 C25 H25 117(2) . . ? C20 C25 H25 121(2) . . ? C32 C31 N31 115.1(3) . . ? C32 C31 H31A 107.8(18) . . ? N31 C31 H31A 106.9(18) . . ? C32 C31 H31B 109.8(17) . . ? N31 C31 H31B 106.0(17) . . ? H31A C31 H31B 111(2) . . ? C37 N31 C33 106.8(3) . . ? C37 N31 C31 111.0(3) . . ? C33 N31 C31 110.9(3) . . ? C37 N31 C35 111.6(3) . . ? C33 N31 C35 111.2(3) . . ? C31 N31 C35 105.5(2) . . ? C31 C32 H32A 115(2) . . ? C31 C32 H32B 112(2) . . ? H32A C32 H32B 108(3) . . ? C31 C32 H32C 112(2) . . ? H32A C32 H32C 104(3) . . ? H32B C32 H32C 105(3) . . ? C34 C33 N31 116.1(3) . . ? C34 C33 H33A 110(2) . . ? N31 C33 H33A 109(2) . . ? C34 C33 H33B 111.0(19) . . ? N31 C33 H33B 102.4(18) . . ? H33A C33 H33B 107(3) . . ? C33 C34 H34A 110(2) . . ? C33 C34 H34B 109(2) . . ? H34A C34 H34B 107(3) . . ? C33 C34 H34C 112(3) . . ? H34A C34 H34C 112(3) . . ? H34B C34 H34C 106(3) . . ? C36 C35 N31 115.1(3) . . ? C36 C35 H35A 109.3(17) . . ? N31 C35 H35A 105.4(16) . . ? C36 C35 H35B 113.2(16) . . ? N31 C35 H35B 104.4(16) . . ? H35A C35 H35B 109(2) . . ? C35 C36 H36A 111.8(18) . . ? C35 C36 H36B 110.7(19) . . ? H36A C36 H36B 106(3) . . ? C35 C36 H36C 112(2) . . ? H36A C36 H36C 109(3) . . ? H36B C36 H36C 108(3) . . ? C38 C37 N31 114.8(3) . . ? C38 C37 H37A 111.2(19) . . ? N31 C37 H37A 105.5(19) . . ? C38 C37 H37B 112(2) . . ? N31 C37 H37B 106(2) . . ? H37A C37 H37B 106(3) . . ? C37 C38 H38A 115(2) . . ? C37 C38 H38B 107(2) . . ? H38A C38 H38B 101(3) . . ? C37 C38 H38C 115(2) . . ? H38A C38 H38C 111(3) . . ? H38B C38 H38C 106(3) . . ? O41 C41 C42 105.9(3) . . ? O41 C41 H41A 108(2) . . ? C42 C41 H41A 113(2) . . ? O41 C41 H41B 103(2) . . ? C42 C41 H41B 115(2) . . ? H41A C41 H41B 112(3) . . ? C44 O41 C41 108.4(3) . . ? C41 C42 C43 101.5(3) . . ? C41 C42 H42A 112(2) . . ? C43 C42 H42A 118(2) . . ? C41 C42 H42B 109(2) . . ? C43 C42 H42B 105(2) . . ? H42A C42 H42B 111(3) . . ? C44 C43 C42 101.8(4) . . ? C44 C43 H43A 110(2) . . ? C42 C43 H43A 114(2) . . ? C44 C43 H43B 112(3) . . ? C42 C43 H43B 109(3) . . ? H43A C43 H43B 111(4) . . ? O41 C44 C43 106.8(3) . . ? O41 C44 H44A 110(2) . . ? C43 C44 H44A 113(2) . . ? O41 C44 H44B 107(3) . . ? C43 C44 H44B 114(3) . . ? H44A C44 H44B 106(3) . . ? O51 C51 C52 107.1(4) . . ? O51 C51 H51A 108(2) . . ? C52 C51 H51A 109(2) . . ? O51 C51 H51B 103(3) . . ? C52 C51 H51B 115(3) . . ? H51A C51 H51B 114(4) . . ? C54 O51 C51 105.3(3) . . ? C51 C52 C53 103.7(3) . . ? C51 C52 H52A 110(2) . . ? C53 C52 H52A 108(2) . . ? C51 C52 H52B 108(2) . . ? C53 C52 H52B 110(2) . . ? H52A C52 H52B 116(3) . . ? C54 C53 C52 102.8(4) . . ? C54 C53 H53A 107(3) . . ? C52 C53 H53A 116(3) . . ? C54 C53 H53B 108(2) . . ? C52 C53 H53B 118(2) . . ? H53A C53 H53B 104(4) . . ? O51 C54 C53 104.3(3) . . ? O51 C54 H54A 110(2) . . ? C53 C54 H54A 113(2) . . ? O51 C54 H54B 106.3(19) . . ? C53 C54 H54B 112.5(19) . . ? H54A C54 H54B 110(3) . . ? 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 C2 1.744(4) . ? Fe1 N1 1.771(3) . ? Fe1 C1 1.789(4) . ? Fe1 P1 2.2066(10) . ? Fe1 Fe2 2.5920(7) . ? Fe1 Fe4 2.6426(7) . ? Fe2 C4 1.777(4) . ? Fe2 C3 1.780(4) . ? Fe2 C5 1.788(4) . ? Fe2 N1 1.915(3) . ? Fe2 Fe4 2.4959(7) . ? Fe2 Fe3 2.6086(7) . ? Fe3 N1 1.780(3) . ? Fe3 C8 1.785(4) . ? Fe3 C6 1.796(4) . ? Fe3 C7 1.801(4) . ? Fe3 Fe4 2.5935(7) . ? Fe4 C11 1.769(4) . ? Fe4 C9 1.777(4) . ? Fe4 C10 1.789(4) . ? Fe4 N1 1.907(3) . ? P1 C20 1.823(3) . ? P1 C12 1.833(3) . ? P1 C14 1.842(3) . ? C1 O1 1.154(4) . ? C2 O2 1.169(4) . ? C3 O3 1.159(4) . ? C4 O4 1.159(4) . ? C5 O5 1.153(4) . ? C6 O6 1.144(4) . ? C7 O7 1.150(4) . ? C8 O8 1.154(4) . ? C9 O9 1.154(4) . ? C10 O10 1.147(4) . ? N10 C13 1.460(4) . ? N10 H10A 0.92(3) . ? N10 H10B 0.88(4) . ? C11 O11 1.168(4) . ? C12 C13 1.528(5) . ? C12 H12A 0.96(3) . ? C12 H12B 0.91(3) . ? C13 H13A 0.99(3) . ? C13 H13B 0.96(3) . ? C14 C19 1.396(4) . ? C14 C15 1.396(4) . ? C15 C16 1.387(5) . ? C15 H15 0.91(3) . ? C16 C17 1.379(5) . ? C16 H16 0.97(3) . ? C17 C18 1.381(5) . ? C17 H17 0.94(3) . ? C18 C19 1.382(5) . ? C18 H18 0.88(3) . ? C19 H19 0.96(3) . ? C20 C21 1.395(4) . ? C20 C25 1.400(4) . ? C21 C22 1.391(5) . ? C21 H21 0.91(3) . ? C22 C23 1.373(5) . ? C22 H22 0.94(3) . ? C23 C24 1.384(5) . ? C23 H23 0.96(3) . ? C24 C25 1.382(5) . ? C24 H24 0.97(3) . ? C25 H25 0.95(3) . ? C31 C32 1.501(5) . ? C31 N31 1.524(4) . ? C31 H31A 0.93(3) . ? C31 H31B 0.98(3) . ? N31 C37 1.514(4) . ? N31 C33 1.515(4) . ? N31 C35 1.527(4) . ? C32 H32A 0.96(4) . ? C32 H32B 0.93(3) . ? C32 H32C 0.96(3) . ? C33 C34 1.502(6) . ? C33 H33A 0.94(3) . ? C33 H33B 0.90(3) . ? C34 H34A 0.95(4) . ? C34 H34B 0.97(4) . ? C34 H34C 0.92(4) . ? C35 C36 1.511(5) . ? C35 H35A 1.02(3) . ? C35 H35B 1.00(3) . ? C36 H36A 1.01(3) . ? C36 H36B 0.99(3) . ? C36 H36C 0.94(3) . ? C37 C38 1.494(5) . ? C37 H37A 0.92(3) . ? C37 H37B 0.93(3) . ? C38 H38A 1.01(5) . ? C38 H38B 0.92(4) . ? C38 H38C 0.98(4) . ? C41 O41 1.439(4) . ? C41 C42 1.501(5) . ? C41 H41A 0.99(3) . ? C41 H41B 0.97(4) . ? O41 C44 1.435(5) . ? C42 C43 1.514(6) . ? C42 H42A 1.01(4) . ? C42 H42B 1.01(4) . ? C43 C44 1.504(6) . ? C43 H43A 0.94(4) . ? C43 H43B 0.90(4) . ? C44 H44A 0.97(3) . ? C44 H44B 0.91(4) . ? C51 O51 1.426(5) . ? C51 C52 1.509(6) . ? C51 H51A 1.05(5) . ? C51 H51B 0.90(5) . ? O51 C54 1.409(5) . ? C52 C53 1.529(6) . ? C52 H52A 1.00(4) . ? C52 H52B 0.94(4) . ? C53 C54 1.513(6) . ? C53 H53A 0.92(5) . ? C53 H53B 1.04(4) . ? C54 H54A 0.89(3) . ? C54 H54B 1.09(4) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C12 H12A O10 0.96(3) 2.60(3) 3.360(4) 136(2) . yes C19 H19 O2 0.96(3) 2.61(3) 3.480(4) 151(2) 2_656 yes C31 H31B O41 0.98(3) 2.48(3) 3.463(4) 176(2) . yes C32 H32B O1 0.93(3) 2.63(4) 3.478(5) 151(3) 4_575 yes C32 H32C O4 0.96(3) 2.63(4) 3.542(5) 158(3) 3_766 yes C35 H35B N10 1.00(3) 2.46(3) 3.443(5) 168(2) 4_575 yes C36 H36C O51 0.94(3) 2.49(3) 3.312(5) 146(3) 3_766 yes C37 H37A O51 0.92(3) 2.48(3) 3.403(4) 174(3) 3_766 yes C38 H38C O9 0.98(4) 2.45(4) 3.140(5) 127(3) . yes 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 C2 Fe1 N1 Fe4 -156.66(12) . . . . ? C1 Fe1 N1 Fe4 -14.3(3) . . . . ? P1 Fe1 N1 Fe4 105.53(8) . . . . ? Fe2 Fe1 N1 Fe4 -81.50(10) . . . . ? C2 Fe1 N1 Fe2 -75.16(14) . . . . ? C1 Fe1 N1 Fe2 67.1(3) . . . . ? P1 Fe1 N1 Fe2 -172.97(7) . . . . ? Fe4 Fe1 N1 Fe2 81.50(10) . . . . ? C8 Fe3 N1 Fe4 171.11(12) . . . . ? C6 Fe3 N1 Fe4 -86.70(14) . . . . ? C7 Fe3 N1 Fe4 41.5(3) . . . . ? Fe2 Fe3 N1 Fe4 81.53(10) . . . . ? C8 Fe3 N1 Fe2 89.59(14) . . . . ? C6 Fe3 N1 Fe2 -168.23(13) . . . . ? C7 Fe3 N1 Fe2 -40.0(3) . . . . ? Fe4 Fe3 N1 Fe2 -81.53(10) . . . . ? C20 P1 C12 C13 -171.5(3) . . . . ? C14 P1 C12 C13 82.1(3) . . . . ? Fe1 P1 C12 C13 -47.2(3) . . . . ? P1 C12 C13 N10 176.2(3) . . . . ? C20 P1 C14 C19 -43.8(3) . . . . ? C12 P1 C14 C19 62.9(3) . . . . ? Fe1 P1 C14 C19 -167.6(2) . . . . ? C20 P1 C14 C15 137.8(3) . . . . ? C12 P1 C14 C15 -115.5(3) . . . . ? Fe1 P1 C14 C15 14.0(3) . . . . ? C19 C14 C15 C16 0.2(5) . . . . ? P1 C14 C15 C16 178.7(2) . . . . ? C14 C15 C16 C17 0.1(5) . . . . ? C15 C16 C17 C18 -0.3(5) . . . . ? C16 C17 C18 C19 0.3(5) . . . . ? C17 C18 C19 C14 0.0(5) . . . . ? C15 C14 C19 C18 -0.2(5) . . . . ? P1 C14 C19 C18 -178.7(3) . . . . ? C12 P1 C20 C21 -11.7(3) . . . . ? C14 P1 C20 C21 94.2(3) . . . . ? Fe1 P1 C20 C21 -139.0(2) . . . . ? C12 P1 C20 C25 169.0(3) . . . . ? C14 P1 C20 C25 -85.1(3) . . . . ? Fe1 P1 C20 C25 41.7(3) . . . . ? C25 C20 C21 C22 0.7(5) . . . . ? P1 C20 C21 C22 -178.7(3) . . . . ? C20 C21 C22 C23 0.4(5) . . . . ? C21 C22 C23 C24 -0.7(5) . . . . ? C22 C23 C24 C25 -0.1(5) . . . . ? C23 C24 C25 C20 1.2(5) . . . . ? C21 C20 C25 C24 -1.5(5) . . . . ? P1 C20 C25 C24 177.9(3) . . . . ? C32 C31 N31 C37 51.9(4) . . . . ? C32 C31 N31 C33 -66.6(4) . . . . ? C32 C31 N31 C35 173.0(3) . . . . ? C37 N31 C33 C34 178.7(3) . . . . ? C31 N31 C33 C34 -60.3(4) . . . . ? C35 N31 C33 C34 56.8(4) . . . . ? C37 N31 C35 C36 -63.9(4) . . . . ? C33 N31 C35 C36 55.2(4) . . . . ? C31 N31 C35 C36 175.5(3) . . . . ? C33 N31 C37 C38 178.2(3) . . . . ? C31 N31 C37 C38 57.2(4) . . . . ? C35 N31 C37 C38 -60.2(4) . . . . ? C42 C41 O41 C44 16.8(4) . . . . ? O41 C41 C42 C43 -34.7(4) . . . . ? C41 C42 C43 C44 38.4(5) . . . . ? C41 O41 C44 C43 8.3(5) . . . . ? C42 C43 C44 O41 -29.6(5) . . . . ? C52 C51 O51 C54 32.5(5) . . . . ? O51 C51 C52 C53 -9.7(5) . . . . ? C51 C52 C53 C54 -14.7(5) . . . . ? C51 O51 C54 C53 -42.1(5) . . . . ? C52 C53 C54 O51 34.8(5) . . . . ?