#------------------------------------------------------------------------------ #$Date: 2021-01-04 20:17:18 +0200 (Mon, 04 Jan 2021) $ #$Revision: 260471 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/77/7127754.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_7127754 loop_ _publ_author_name 'S\'anchez-Egu\'ia, Brenda N' 'Serrano-Plana, Joan' 'Company, Anna' 'Costas, Miquel' _publ_section_title ; Catalytic O2 activation with synthetic models of \a-ketoglutarate dependent oxygenases. ; _journal_issue 92 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 14369 _journal_page_last 14372 _journal_paper_doi 10.1039/d0cc05942k _journal_volume 56 _journal_year 2020 _chemical_formula_sum 'C24 H38 F3 Fe N3 O6 S' _chemical_formula_weight 609.48 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-09-02 deposited with the CCDC. 2020-10-27 downloaded from the CCDC. ; _cell_angle_alpha 77.338(2) _cell_angle_beta 89.422(2) _cell_angle_gamma 88.622(2) _cell_formula_units_Z 2 _cell_length_a 9.1103(9) _cell_length_b 9.9440(10) _cell_length_c 15.5023(16) _cell_measurement_reflns_used 2100 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.09 _cell_measurement_theta_min 2.23 _cell_volume 1369.8(2) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'Bruker SHELXTL' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.886 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_unetI/netI 0.0623 _diffrn_reflns_Laue_measured_fraction_full 0.989 _diffrn_reflns_Laue_measured_fraction_max 0.886 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 8572 _diffrn_reflns_point_group_measured_fraction_full 0.989 _diffrn_reflns_point_group_measured_fraction_max 0.886 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.297 _diffrn_reflns_theta_min 1.346 _diffrn_source 'sealed tube' _exptl_absorpt_coefficient_mu 0.691 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_correction_T_min 0.755495 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_process_details 'SADABS v2.10 BRUKER 2001' _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.478 _exptl_crystal_description plate _exptl_crystal_F_000 640 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.478 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.079 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 349 _refine_ls_number_reflns 6023 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0485 _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^)+(0.0505P)^2^+0.4030P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1016 _refine_ls_wR_factor_ref 0.1141 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4362 _reflns_number_total 6023 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0cc05942k2.cif _cod_data_source_block jsl4p51b _cod_database_code 7127754 _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_res_file ; TITL jsl4p51b in P1 New: P-1 jsl4p51b.res created by SHELXL-2018/3 at 10:39:29 on 02-Sep-2020 CELL 0.71073 9.1103 9.9440 15.5023 77.338 89.422 88.622 ZERR 2 0.0009 0.0010 0.0016 0.002 0.002 0.002 LATT 1 SFAC C H F Fe N O S UNIT 48 76 6 2 6 12 2 LIST 6 ! automatically inserted. Change 6 to 4 for CHECKCIF!! L.S. 5 FMAP 2 PLAN 5 ACTA BOND $H CONF WGHT 0.050500 0.403000 FVAR 0.61046 S1 7 -0.257528 0.877495 0.329318 11.00000 0.01428 0.02570 = 0.02935 -0.00999 -0.00066 0.00018 O1 6 -0.079308 0.858017 0.124621 11.00000 0.01618 0.02641 = 0.02463 -0.00105 -0.00395 -0.00452 N1 5 0.248248 0.733019 0.317162 11.00000 0.01746 0.02100 = 0.01784 -0.00231 -0.00201 -0.00241 F1 3 -0.204866 1.030285 0.442741 11.00000 0.07744 0.04259 = 0.05407 -0.02794 -0.01831 -0.00253 C1 1 0.347903 0.671326 0.258420 11.00000 0.01791 0.02476 = 0.02402 -0.00574 -0.00452 0.00433 AFIX 23 H1A 2 0.300064 0.593511 0.243342 11.00000 -1.20000 H1B 2 0.436687 0.636831 0.290628 11.00000 -1.20000 AFIX 0 FE1 4 0.071620 0.834521 0.223340 11.00000 0.01175 0.01998 = 0.02033 -0.00231 -0.00225 -0.00106 N2 5 0.258259 0.844267 0.126395 11.00000 0.01602 0.02646 = 0.01861 -0.00268 -0.00062 -0.00076 O2 6 -0.261719 0.762153 0.065525 11.00000 0.05055 0.05228 = 0.04532 0.01663 -0.03027 -0.02660 F2 3 -0.407552 0.921855 0.465448 11.00000 0.03353 0.14217 = 0.07097 -0.07295 0.00627 0.01459 C2 1 0.389435 0.772072 0.173936 11.00000 0.01406 0.03373 = 0.02106 -0.00710 -0.00172 0.00287 AFIX 23 H2A 2 0.454519 0.839938 0.187999 11.00000 -1.20000 H2B 2 0.442317 0.722806 0.135365 11.00000 -1.20000 AFIX 0 O3 6 -0.036772 0.632853 0.244068 11.00000 0.01665 0.02276 = 0.02836 -0.00561 -0.00268 0.00054 N3 5 0.173751 1.027087 0.244783 11.00000 0.01349 0.02245 = 0.02245 -0.00037 -0.00154 -0.00155 F3 3 -0.203096 0.815362 0.500050 11.00000 0.06229 0.05310 = 0.02712 -0.00711 0.00841 0.00891 C3 1 0.224841 0.792985 0.044269 11.00000 0.01827 0.04024 = 0.02169 -0.00959 -0.00091 0.00201 AFIX 13 H3A 2 0.131994 0.837578 0.020979 11.00000 -1.20000 AFIX 0 O4 6 -0.099593 0.881118 0.313720 11.00000 0.01144 0.02719 = 0.02968 -0.00573 0.00039 -0.00205 C4 1 0.200566 0.639132 0.065057 11.00000 0.02489 0.04375 = 0.02970 -0.01811 -0.00420 0.00391 AFIX 137 H4A 2 0.133904 0.615688 0.114127 11.00000 -1.50000 H4B 2 0.292606 0.590962 0.079866 11.00000 -1.50000 H4C 2 0.159797 0.613190 0.014358 11.00000 -1.50000 AFIX 0 O5 6 -0.340003 0.988638 0.275907 11.00000 0.02657 0.03440 = 0.04511 -0.00932 -0.00740 0.00717 C5 1 0.340009 0.832086 -0.029514 11.00000 0.02056 0.05801 = 0.02264 -0.01122 -0.00068 0.00097 AFIX 137 H5A 2 0.341676 0.930583 -0.048952 11.00000 -1.50000 H5B 2 0.315310 0.791964 -0.078291 11.00000 -1.50000 H5C 2 0.435001 0.798141 -0.007398 11.00000 -1.50000 AFIX 0 O6 6 -0.318169 0.742867 0.340266 11.00000 0.01935 0.03254 = 0.04470 -0.01764 0.00491 -0.00575 C6 1 0.278966 0.995035 0.100324 11.00000 0.01773 0.02719 = 0.02292 0.00124 0.00218 -0.00189 AFIX 23 H6A 2 0.195654 1.037042 0.065167 11.00000 -1.20000 H6B 2 0.366054 1.012562 0.063422 11.00000 -1.20000 AFIX 0 C7 1 0.294676 1.062987 0.178055 11.00000 0.01486 0.02626 = 0.02509 0.00171 -0.00036 -0.00434 AFIX 23 H7A 2 0.388127 1.034714 0.206571 11.00000 -1.20000 H7B 2 0.295129 1.162221 0.156535 11.00000 -1.20000 AFIX 0 C8 1 0.067541 1.146936 0.243011 11.00000 0.01973 0.02100 = 0.03031 -0.00277 -0.00277 0.00079 AFIX 13 H8A 2 -0.007142 1.114967 0.288329 11.00000 -1.20000 AFIX 0 C9 1 -0.011829 1.184659 0.155110 11.00000 0.02628 0.02524 = 0.03800 -0.00496 -0.01079 0.00282 AFIX 137 H9A 2 -0.088348 1.251558 0.158166 11.00000 -1.50000 H9B 2 -0.053865 1.103603 0.142362 11.00000 -1.50000 H9C 2 0.056517 1.222679 0.109200 11.00000 -1.50000 AFIX 0 C10 1 0.135048 1.273742 0.265296 11.00000 0.02262 0.02358 = 0.04026 -0.00417 -0.00647 0.00335 AFIX 137 H10A 2 0.184969 1.247760 0.320914 11.00000 -1.50000 H10B 2 0.058956 1.340670 0.269173 11.00000 -1.50000 H10C 2 0.203764 1.312717 0.219846 11.00000 -1.50000 AFIX 0 C11 1 0.231581 0.978702 0.336026 11.00000 0.01562 0.02271 = 0.02189 -0.00307 -0.00348 -0.00394 AFIX 23 H11A 2 0.149677 0.964346 0.377241 11.00000 -1.20000 H11B 2 0.291371 1.050161 0.350327 11.00000 -1.20000 AFIX 0 C12 1 0.323145 0.845646 0.348290 11.00000 0.01569 0.02577 = 0.02062 -0.00447 -0.00215 0.00050 AFIX 23 H12A 2 0.414972 0.864800 0.316231 11.00000 -1.20000 H12B 2 0.346309 0.814033 0.410481 11.00000 -1.20000 AFIX 0 C13 1 0.201456 0.618471 0.393694 11.00000 0.02239 0.02327 = 0.02232 0.00133 -0.00421 -0.00077 AFIX 13 H13A 2 0.145610 0.553534 0.368400 11.00000 -1.20000 AFIX 0 C14 1 0.098908 0.672999 0.456217 11.00000 0.02505 0.03342 = 0.02550 0.00447 0.00063 -0.00056 AFIX 137 H14A 2 0.017196 0.721066 0.423697 11.00000 -1.50000 H14B 2 0.150698 0.735036 0.483905 11.00000 -1.50000 H14C 2 0.063832 0.597455 0.500677 11.00000 -1.50000 AFIX 0 C15 1 0.330023 0.536564 0.444479 11.00000 0.03009 0.03115 = 0.02660 0.00194 -0.00541 0.00519 AFIX 137 H15A 2 0.381455 0.486086 0.406931 11.00000 -1.50000 H15B 2 0.293343 0.473379 0.495632 11.00000 -1.50000 H15C 2 0.395841 0.598898 0.462700 11.00000 -1.50000 AFIX 0 C16 1 -0.167121 0.762224 0.121393 11.00000 0.02209 0.03282 = 0.02639 0.00093 -0.00269 -0.00215 C17 1 -0.146730 0.634433 0.198466 11.00000 0.01824 0.02314 = 0.02011 -0.00798 -0.00056 0.00132 C18 1 -0.252402 0.520544 0.218560 11.00000 0.01452 0.02017 = 0.02992 -0.00929 -0.00071 0.00246 C19 1 -0.350309 0.491642 0.156702 11.00000 0.02285 0.02904 = 0.02997 -0.00915 -0.00175 0.00588 AFIX 43 H19A 2 -0.351625 0.544674 0.099274 11.00000 -1.20000 AFIX 0 C20 1 -0.446019 0.382654 0.181768 11.00000 0.02333 0.02649 = 0.04631 -0.01556 -0.00687 -0.00231 AFIX 43 H20A 2 -0.511041 0.362494 0.140737 11.00000 -1.20000 AFIX 0 C21 1 -0.444979 0.304831 0.266625 11.00000 0.02641 0.01804 = 0.05414 -0.00781 -0.00085 -0.00528 AFIX 43 H21A 2 -0.509350 0.232309 0.282777 11.00000 -1.20000 AFIX 0 C22 1 -0.349228 0.333492 0.327954 11.00000 0.02914 0.02722 = 0.04239 -0.00059 -0.00029 -0.00058 AFIX 43 H22A 2 -0.349603 0.280669 0.385440 11.00000 -1.20000 AFIX 0 C23 1 -0.252430 0.440576 0.304411 11.00000 0.02261 0.02212 = 0.03666 -0.00595 -0.00422 -0.00125 AFIX 43 H23A 2 -0.187351 0.459181 0.345917 11.00000 -1.20000 AFIX 0 C24 1 -0.269092 0.912485 0.439904 11.00000 0.02598 0.04379 = 0.03668 -0.01975 0.00195 0.00175 HKLF 4 REM jsl4p51b in P1 New: P-1 REM wR2 = 0.1141, GooF = S = 1.024, Restrained GooF = 1.024 for all data REM R1 = 0.0485 for 4362 Fo > 4sig(Fo) and 0.0778 for all 6023 data REM 349 parameters refined using 0 restraints END WGHT 0.0505 0.4030 REM Highest difference peak 0.478, deepest hole -0.355, 1-sigma level 0.079 Q1 1 -0.2664 0.9206 0.3820 11.00000 0.05 0.48 Q2 1 -0.0209 0.8282 0.1927 11.00000 0.05 0.46 Q3 1 0.0039 0.7606 0.2344 11.00000 0.05 0.46 Q4 1 0.1288 0.9053 0.2343 11.00000 0.05 0.43 Q5 1 0.3213 0.8016 0.1555 11.00000 0.05 0.41 ; _shelx_res_checksum 7081 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 S1 S -0.25753(7) 0.87750(8) 0.32932(5) 0.02251(17) Uani 1 1 d . . . . . O1 O -0.0793(2) 0.8580(2) 0.12462(13) 0.0230(5) Uani 1 1 d . . . . . N1 N 0.2482(2) 0.7330(2) 0.31716(15) 0.0190(5) Uani 1 1 d . . . . . F1 F -0.2049(3) 1.0303(2) 0.44274(15) 0.0552(6) Uani 1 1 d . . . . . C1 C 0.3479(3) 0.6713(3) 0.25842(19) 0.0222(6) Uani 1 1 d . . . . . H1A H 0.300064 0.593511 0.243342 0.027 Uiso 1 1 calc R U . . . H1B H 0.436687 0.636831 0.290628 0.027 Uiso 1 1 calc R U . . . Fe1 Fe 0.07162(4) 0.83452(4) 0.22334(3) 0.01765(12) Uani 1 1 d . . . . . N2 N 0.2583(2) 0.8443(2) 0.12639(15) 0.0207(5) Uani 1 1 d . . . . . O2 O -0.2617(3) 0.7622(3) 0.06552(17) 0.0530(8) Uani 1 1 d . . . . . F2 F -0.4076(2) 0.9219(3) 0.46545(17) 0.0749(9) Uani 1 1 d . . . . . C2 C 0.3894(3) 0.7721(3) 0.17394(19) 0.0228(6) Uani 1 1 d . . . . . H2A H 0.454519 0.839938 0.187999 0.027 Uiso 1 1 calc R U . . . H2B H 0.442317 0.722806 0.135365 0.027 Uiso 1 1 calc R U . . . O3 O -0.0368(2) 0.6329(2) 0.24407(13) 0.0226(4) Uani 1 1 d . . . . . N3 N 0.1738(2) 1.0271(2) 0.24478(16) 0.0201(5) Uani 1 1 d . . . . . F3 F -0.2031(2) 0.8154(2) 0.50005(13) 0.0480(6) Uani 1 1 d . . . . . C3 C 0.2248(3) 0.7930(3) 0.04427(19) 0.0263(7) Uani 1 1 d . . . . . H3A H 0.131994 0.837578 0.020979 0.032 Uiso 1 1 calc R U . . . O4 O -0.09959(19) 0.8811(2) 0.31372(13) 0.0228(5) Uani 1 1 d . . . . . C4 C 0.2006(3) 0.6391(3) 0.0651(2) 0.0313(7) Uani 1 1 d . . . . . H4A H 0.133904 0.615688 0.114127 0.047 Uiso 1 1 calc R U . . . H4B H 0.292606 0.590962 0.079866 0.047 Uiso 1 1 calc R U . . . H4C H 0.159797 0.613190 0.014358 0.047 Uiso 1 1 calc R U . . . O5 O -0.3400(2) 0.9886(2) 0.27591(16) 0.0353(6) Uani 1 1 d . . . . . C5 C 0.3400(3) 0.8321(4) -0.0295(2) 0.0334(8) Uani 1 1 d . . . . . H5A H 0.341676 0.930583 -0.048952 0.050 Uiso 1 1 calc R U . . . H5B H 0.315310 0.791964 -0.078291 0.050 Uiso 1 1 calc R U . . . H5C H 0.435001 0.798141 -0.007398 0.050 Uiso 1 1 calc R U . . . O6 O -0.3182(2) 0.7429(2) 0.34027(15) 0.0307(5) Uani 1 1 d . . . . . C6 C 0.2790(3) 0.9950(3) 0.10032(19) 0.0236(6) Uani 1 1 d . . . . . H6A H 0.195654 1.037042 0.065167 0.028 Uiso 1 1 calc R U . . . H6B H 0.366054 1.012562 0.063422 0.028 Uiso 1 1 calc R U . . . C7 C 0.2947(3) 1.0630(3) 0.17805(19) 0.0231(6) Uani 1 1 d . . . . . H7A H 0.388127 1.034714 0.206571 0.028 Uiso 1 1 calc R U . . . H7B H 0.295129 1.162221 0.156535 0.028 Uiso 1 1 calc R U . . . C8 C 0.0675(3) 1.1469(3) 0.2430(2) 0.0241(7) Uani 1 1 d . . . . . H8A H -0.007142 1.114967 0.288329 0.029 Uiso 1 1 calc R U . . . C9 C -0.0118(3) 1.1847(3) 0.1551(2) 0.0301(7) Uani 1 1 d . . . . . H9A H -0.088348 1.251558 0.158166 0.045 Uiso 1 1 calc R U . . . H9B H -0.053865 1.103603 0.142362 0.045 Uiso 1 1 calc R U . . . H9C H 0.056517 1.222679 0.109200 0.045 Uiso 1 1 calc R U . . . C10 C 0.1350(3) 1.2737(3) 0.2653(2) 0.0293(7) Uani 1 1 d . . . . . H10A H 0.184969 1.247760 0.320914 0.044 Uiso 1 1 calc R U . . . H10B H 0.058956 1.340670 0.269173 0.044 Uiso 1 1 calc R U . . . H10C H 0.203764 1.312717 0.219846 0.044 Uiso 1 1 calc R U . . . C11 C 0.2316(3) 0.9787(3) 0.33603(18) 0.0203(6) Uani 1 1 d . . . . . H11A H 0.149677 0.964346 0.377241 0.024 Uiso 1 1 calc R U . . . H11B H 0.291371 1.050161 0.350327 0.024 Uiso 1 1 calc R U . . . C12 C 0.3231(3) 0.8456(3) 0.34829(19) 0.0208(6) Uani 1 1 d . . . . . H12A H 0.414972 0.864800 0.316231 0.025 Uiso 1 1 calc R U . . . H12B H 0.346309 0.814033 0.410481 0.025 Uiso 1 1 calc R U . . . C13 C 0.2015(3) 0.6185(3) 0.39369(19) 0.0236(6) Uani 1 1 d . . . . . H13A H 0.145610 0.553534 0.368400 0.028 Uiso 1 1 calc R U . . . C14 C 0.0989(3) 0.6730(3) 0.4562(2) 0.0297(7) Uani 1 1 d . . . . . H14A H 0.017196 0.721066 0.423697 0.045 Uiso 1 1 calc R U . . . H14B H 0.150698 0.735036 0.483905 0.045 Uiso 1 1 calc R U . . . H14C H 0.063832 0.597455 0.500677 0.045 Uiso 1 1 calc R U . . . C15 C 0.3300(3) 0.5366(3) 0.4445(2) 0.0306(7) Uani 1 1 d . . . . . H15A H 0.381455 0.486086 0.406931 0.046 Uiso 1 1 calc R U . . . H15B H 0.293343 0.473379 0.495632 0.046 Uiso 1 1 calc R U . . . H15C H 0.395841 0.598898 0.462700 0.046 Uiso 1 1 calc R U . . . C16 C -0.1671(3) 0.7622(3) 0.1214(2) 0.0282(7) Uani 1 1 d . . . . . C17 C -0.1467(3) 0.6344(3) 0.19847(19) 0.0200(6) Uani 1 1 d . . . . . C18 C -0.2524(3) 0.5205(3) 0.2186(2) 0.0210(6) Uani 1 1 d . . . . . C19 C -0.3503(3) 0.4916(3) 0.1567(2) 0.0270(7) Uani 1 1 d . . . . . H19A H -0.351625 0.544674 0.099274 0.032 Uiso 1 1 calc R U . . . C20 C -0.4460(3) 0.3827(3) 0.1818(2) 0.0308(7) Uani 1 1 d . . . . . H20A H -0.511041 0.362494 0.140737 0.037 Uiso 1 1 calc R U . . . C21 C -0.4450(3) 0.3048(3) 0.2666(2) 0.0328(8) Uani 1 1 d . . . . . H21A H -0.509350 0.232309 0.282777 0.039 Uiso 1 1 calc R U . . . C22 C -0.3492(3) 0.3335(3) 0.3280(2) 0.0340(8) Uani 1 1 d . . . . . H22A H -0.349603 0.280669 0.385440 0.041 Uiso 1 1 calc R U . . . C23 C -0.2524(3) 0.4406(3) 0.3044(2) 0.0272(7) Uani 1 1 d . . . . . H23A H -0.187351 0.459181 0.345917 0.033 Uiso 1 1 calc R U . . . C24 C -0.2691(3) 0.9125(4) 0.4399(2) 0.0339(8) Uani 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 S1 0.0143(3) 0.0257(4) 0.0293(4) -0.0100(3) -0.0007(3) 0.0002(3) O1 0.0162(10) 0.0264(11) 0.0246(11) -0.0010(9) -0.0039(8) -0.0045(8) N1 0.0175(11) 0.0210(12) 0.0178(12) -0.0023(10) -0.0020(9) -0.0024(9) F1 0.0774(16) 0.0426(13) 0.0541(14) -0.0279(11) -0.0183(12) -0.0025(11) C1 0.0179(14) 0.0248(15) 0.0240(15) -0.0057(12) -0.0045(12) 0.0043(11) Fe1 0.01175(19) 0.0200(2) 0.0203(2) -0.00231(16) -0.00225(15) -0.00106(15) N2 0.0160(11) 0.0265(13) 0.0186(12) -0.0027(10) -0.0006(9) -0.0008(10) O2 0.0505(16) 0.0523(16) 0.0453(16) 0.0166(13) -0.0303(13) -0.0266(13) F2 0.0335(12) 0.142(3) 0.0710(17) -0.0730(18) 0.0063(12) 0.0146(14) C2 0.0141(13) 0.0337(16) 0.0211(15) -0.0071(13) -0.0017(11) 0.0029(12) O3 0.0167(10) 0.0228(10) 0.0284(11) -0.0056(9) -0.0027(8) 0.0005(8) N3 0.0135(11) 0.0225(12) 0.0225(13) -0.0004(10) -0.0015(9) -0.0016(9) F3 0.0623(14) 0.0531(13) 0.0271(11) -0.0071(10) 0.0084(10) 0.0089(11) C3 0.0183(14) 0.0402(18) 0.0217(16) -0.0096(13) -0.0009(12) 0.0020(13) O4 0.0114(9) 0.0272(11) 0.0297(12) -0.0057(9) 0.0004(8) -0.0020(8) C4 0.0249(16) 0.0437(19) 0.0297(18) -0.0181(15) -0.0042(13) 0.0039(14) O5 0.0266(12) 0.0344(13) 0.0451(15) -0.0093(11) -0.0074(10) 0.0072(10) C5 0.0206(15) 0.058(2) 0.0226(17) -0.0112(15) -0.0007(13) 0.0010(15) O6 0.0193(10) 0.0325(12) 0.0447(14) -0.0176(10) 0.0049(10) -0.0058(9) C6 0.0177(14) 0.0272(15) 0.0229(16) 0.0012(12) 0.0022(12) -0.0019(12) C7 0.0149(13) 0.0263(15) 0.0251(16) 0.0017(13) -0.0004(12) -0.0043(11) C8 0.0197(14) 0.0210(14) 0.0303(17) -0.0028(13) -0.0028(12) 0.0008(12) C9 0.0263(16) 0.0252(16) 0.0380(19) -0.0050(14) -0.0108(14) 0.0028(13) C10 0.0226(15) 0.0236(15) 0.0403(19) -0.0042(14) -0.0065(14) 0.0033(12) C11 0.0156(13) 0.0227(14) 0.0219(15) -0.0031(12) -0.0035(11) -0.0039(11) C12 0.0157(13) 0.0258(15) 0.0206(15) -0.0045(12) -0.0022(11) 0.0005(11) C13 0.0224(15) 0.0233(15) 0.0223(16) 0.0013(12) -0.0042(12) -0.0008(12) C14 0.0251(15) 0.0334(17) 0.0255(17) 0.0045(14) 0.0006(13) -0.0006(13) C15 0.0301(17) 0.0311(17) 0.0266(17) 0.0019(14) -0.0054(13) 0.0052(13) C16 0.0221(15) 0.0328(17) 0.0264(17) 0.0009(14) -0.0027(13) -0.0021(13) C17 0.0182(14) 0.0231(15) 0.0201(15) -0.0080(12) -0.0006(11) 0.0013(11) C18 0.0145(13) 0.0202(14) 0.0299(16) -0.0093(12) -0.0007(12) 0.0025(11) C19 0.0229(15) 0.0290(16) 0.0300(17) -0.0092(13) -0.0017(13) 0.0059(12) C20 0.0233(15) 0.0265(16) 0.046(2) -0.0156(15) -0.0069(14) -0.0023(13) C21 0.0264(16) 0.0180(15) 0.054(2) -0.0078(15) -0.0008(15) -0.0053(12) C22 0.0291(17) 0.0272(17) 0.042(2) -0.0006(15) -0.0003(15) -0.0006(13) C23 0.0226(15) 0.0221(15) 0.0367(18) -0.0060(13) -0.0042(13) -0.0012(12) C24 0.0260(17) 0.044(2) 0.037(2) -0.0197(16) 0.0020(14) 0.0017(15) 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' F F 0.0171 0.0103 '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' 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' S S 0.1246 0.1234 '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 O5 S1 O6 116.27(13) . . ? O5 S1 O4 114.97(12) . . ? O6 S1 O4 114.13(12) . . ? O5 S1 C24 103.87(15) . . ? O6 S1 C24 103.65(15) . . ? O4 S1 C24 101.32(14) . . ? C16 O1 Fe1 120.47(18) . . ? C1 N1 C12 110.5(2) . . ? C1 N1 C13 108.1(2) . . ? C12 N1 C13 111.9(2) . . ? C1 N1 Fe1 102.29(16) . . ? C12 N1 Fe1 106.69(16) . . ? C13 N1 Fe1 116.88(16) . . ? N1 C1 C2 113.4(2) . . ? N1 C1 H1A 108.9 . . ? C2 C1 H1A 108.9 . . ? N1 C1 H1B 108.9 . . ? C2 C1 H1B 108.9 . . ? H1A C1 H1B 107.7 . . ? O1 Fe1 O4 89.93(8) . . ? O1 Fe1 O3 75.14(7) . . ? O4 Fe1 O3 83.82(7) . . ? O1 Fe1 N3 116.58(8) . . ? O4 Fe1 N3 84.51(8) . . ? O3 Fe1 N3 163.43(8) . . ? O1 Fe1 N1 158.53(9) . . ? O4 Fe1 N1 102.25(8) . . ? O3 Fe1 N1 88.51(8) . . ? N3 Fe1 N1 82.51(8) . . ? O1 Fe1 N2 91.55(8) . . ? O4 Fe1 N2 165.37(8) . . ? O3 Fe1 N2 110.61(8) . . ? N3 Fe1 N2 81.82(9) . . ? N1 Fe1 N2 81.13(8) . . ? C6 N2 C2 111.4(2) . . ? C6 N2 C3 108.1(2) . . ? C2 N2 C3 112.0(2) . . ? C6 N2 Fe1 100.79(17) . . ? C2 N2 Fe1 108.67(16) . . ? C3 N2 Fe1 115.30(16) . . ? N2 C2 C1 112.2(2) . . ? N2 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N2 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C17 O3 Fe1 113.68(18) . . ? C11 N3 C7 111.9(2) . . ? C11 N3 C8 109.1(2) . . ? C7 N3 C8 112.1(2) . . ? C11 N3 Fe1 100.83(15) . . ? C7 N3 Fe1 107.51(18) . . ? C8 N3 Fe1 114.91(16) . . ? N2 C3 C4 111.7(2) . . ? N2 C3 C5 113.7(2) . . ? C4 C3 C5 110.6(3) . . ? N2 C3 H3A 106.8 . . ? C4 C3 H3A 106.8 . . ? C5 C3 H3A 106.8 . . ? S1 O4 Fe1 142.65(13) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 113.6(2) . . ? N2 C6 H6A 108.8 . . ? C7 C6 H6A 108.8 . . ? N2 C6 H6B 108.8 . . ? C7 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? N3 C7 C6 112.7(2) . . ? N3 C7 H7A 109.1 . . ? C6 C7 H7A 109.1 . . ? N3 C7 H7B 109.1 . . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N3 C8 C9 110.7(3) . . ? N3 C8 C10 114.8(2) . . ? C9 C8 C10 110.7(2) . . ? N3 C8 H8A 106.7 . . ? C9 C8 H8A 106.7 . . ? C10 C8 H8A 106.7 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C12 113.4(2) . . ? N3 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N3 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N1 C12 C11 113.5(2) . . ? N1 C12 H12A 108.9 . . ? C11 C12 H12A 108.9 . . ? N1 C12 H12B 108.9 . . ? C11 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? C14 C13 N1 111.3(2) . . ? C14 C13 C15 110.6(2) . . ? N1 C13 C15 113.9(2) . . ? C14 C13 H13A 106.9 . . ? N1 C13 H13A 106.9 . . ? C15 C13 H13A 106.9 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O2 C16 O1 127.2(3) . . ? O2 C16 C17 119.5(3) . . ? O1 C16 C17 113.3(2) . . ? O3 C17 C18 120.8(3) . . ? O3 C17 C16 115.9(2) . . ? C18 C17 C16 123.3(2) . . ? C23 C18 C19 119.6(3) . . ? C23 C18 C17 117.0(3) . . ? C19 C18 C17 123.5(3) . . ? C20 C19 C18 119.4(3) . . ? C20 C19 H19A 120.3 . . ? C18 C19 H19A 120.3 . . ? C21 C20 C19 120.4(3) . . ? C21 C20 H20A 119.8 . . ? C19 C20 H20A 119.8 . . ? C20 C21 C22 120.4(3) . . ? C20 C21 H21A 119.8 . . ? C22 C21 H21A 119.8 . . ? C21 C22 C23 120.2(3) . . ? C21 C22 H22A 119.9 . . ? C23 C22 H22A 119.9 . . ? C22 C23 C18 120.0(3) . . ? C22 C23 H23A 120.0 . . ? C18 C23 H23A 120.0 . . ? F3 C24 F2 107.3(3) . . ? F3 C24 F1 106.5(3) . . ? F2 C24 F1 107.9(3) . . ? F3 C24 S1 112.5(2) . . ? F2 C24 S1 111.3(2) . . ? F1 C24 S1 111.2(2) . . ? 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 S1 O5 1.429(2) . ? S1 O6 1.435(2) . ? S1 O4 1.4566(19) . ? S1 C24 1.824(4) . ? O1 C16 1.268(4) . ? O1 Fe1 2.0390(19) . ? N1 C1 1.494(4) . ? N1 C12 1.494(4) . ? N1 C13 1.519(3) . ? N1 Fe1 2.247(2) . ? F1 C24 1.331(4) . ? C1 C2 1.515(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? Fe1 O4 2.195(2) . ? Fe1 O3 2.215(2) . ? Fe1 N3 2.239(2) . ? Fe1 N2 2.248(2) . ? N2 C6 1.481(4) . ? N2 C2 1.494(3) . ? N2 C3 1.508(4) . ? O2 C16 1.228(4) . ? F2 C24 1.326(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? O3 C17 1.230(3) . ? N3 C11 1.488(3) . ? N3 C7 1.498(3) . ? N3 C8 1.513(4) . ? F3 C24 1.324(4) . ? C3 C4 1.514(4) . ? C3 C5 1.536(4) . ? C3 H3A 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.515(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.518(4) . ? C8 C10 1.523(4) . ? C8 H8A 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.524(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.515(4) . ? C13 C15 1.532(4) . ? C13 H13A 0.9800 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.551(4) . ? C17 C18 1.483(4) . ? C18 C23 1.393(4) . ? C18 C19 1.396(4) . ? C19 C20 1.393(4) . ? C19 H19A 0.9300 . ? C20 C21 1.372(5) . ? C20 H20A 0.9300 . ? C21 C22 1.376(5) . ? C21 H21A 0.9300 . ? C22 C23 1.383(4) . ? C22 H22A 0.9300 . ? C23 H23A 0.9300 . ? 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 C12 N1 C1 C2 -63.5(3) . . . . ? C13 N1 C1 C2 173.7(2) . . . . ? Fe1 N1 C1 C2 49.8(2) . . . . ? C6 N2 C2 C1 131.8(3) . . . . ? C3 N2 C2 C1 -106.9(3) . . . . ? Fe1 N2 C2 C1 21.6(3) . . . . ? N1 C1 C2 N2 -50.9(3) . . . . ? C6 N2 C3 C4 -179.5(2) . . . . ? C2 N2 C3 C4 57.4(3) . . . . ? Fe1 N2 C3 C4 -67.6(3) . . . . ? C6 N2 C3 C5 54.4(3) . . . . ? C2 N2 C3 C5 -68.7(3) . . . . ? Fe1 N2 C3 C5 166.3(2) . . . . ? O5 S1 O4 Fe1 -79.3(2) . . . . ? O6 S1 O4 Fe1 58.7(2) . . . . ? C24 S1 O4 Fe1 169.4(2) . . . . ? C2 N2 C6 C7 -63.6(3) . . . . ? C3 N2 C6 C7 172.8(2) . . . . ? Fe1 N2 C6 C7 51.5(2) . . . . ? C11 N3 C7 C6 129.5(2) . . . . ? C8 N3 C7 C6 -107.5(3) . . . . ? Fe1 N3 C7 C6 19.7(3) . . . . ? N2 C6 C7 N3 -51.5(3) . . . . ? C11 N3 C8 C9 -171.1(2) . . . . ? C7 N3 C8 C9 64.4(3) . . . . ? Fe1 N3 C8 C9 -58.7(3) . . . . ? C11 N3 C8 C10 62.7(3) . . . . ? C7 N3 C8 C10 -61.8(3) . . . . ? Fe1 N3 C8 C10 175.08(19) . . . . ? C7 N3 C11 C12 -63.4(3) . . . . ? C8 N3 C11 C12 171.9(2) . . . . ? Fe1 N3 C11 C12 50.6(2) . . . . ? C1 N1 C12 C11 130.5(2) . . . . ? C13 N1 C12 C11 -109.0(3) . . . . ? Fe1 N1 C12 C11 20.0(3) . . . . ? N3 C11 C12 N1 -51.3(3) . . . . ? C1 N1 C13 C14 -179.6(2) . . . . ? C12 N1 C13 C14 58.4(3) . . . . ? Fe1 N1 C13 C14 -65.0(3) . . . . ? C1 N1 C13 C15 54.6(3) . . . . ? C12 N1 C13 C15 -67.3(3) . . . . ? Fe1 N1 C13 C15 169.2(2) . . . . ? Fe1 O1 C16 O2 -179.2(3) . . . . ? Fe1 O1 C16 C17 0.8(3) . . . . ? Fe1 O3 C17 C18 -165.1(2) . . . . ? Fe1 O3 C17 C16 14.0(3) . . . . ? O2 C16 C17 O3 169.5(3) . . . . ? O1 C16 C17 O3 -10.5(4) . . . . ? O2 C16 C17 C18 -11.4(5) . . . . ? O1 C16 C17 C18 168.5(3) . . . . ? O3 C17 C18 C23 21.8(4) . . . . ? C16 C17 C18 C23 -157.2(3) . . . . ? O3 C17 C18 C19 -158.7(3) . . . . ? C16 C17 C18 C19 22.2(4) . . . . ? C23 C18 C19 C20 -0.3(4) . . . . ? C17 C18 C19 C20 -179.8(3) . . . . ? C18 C19 C20 C21 0.4(5) . . . . ? C19 C20 C21 C22 -0.1(5) . . . . ? C20 C21 C22 C23 -0.4(5) . . . . ? C21 C22 C23 C18 0.5(5) . . . . ? C19 C18 C23 C22 -0.1(4) . . . . ? C17 C18 C23 C22 179.3(3) . . . . ? O5 S1 C24 F3 177.3(2) . . . . ? O6 S1 C24 F3 55.3(3) . . . . ? O4 S1 C24 F3 -63.2(3) . . . . ? O5 S1 C24 F2 56.8(3) . . . . ? O6 S1 C24 F2 -65.1(3) . . . . ? O4 S1 C24 F2 176.3(2) . . . . ? O5 S1 C24 F1 -63.4(2) . . . . ? O6 S1 C24 F1 174.6(2) . . . . ? O4 S1 C24 F1 56.1(2) . . . . ?