#------------------------------------------------------------------------------ #$Date: 2020-08-11 04:04:34 +0300 (Tue, 11 Aug 2020) $ #$Revision: 255227 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558825.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_1558825 loop_ _publ_author_name 'Biggins, Naomi' 'Ziebel, Michael E.' 'Gonzalez, Miguel' 'Long, Jeffrey R.' _publ_section_title ; Crystallographic Characterization of the Metal--Organic Framework Fe2(bdp)3 upon Reductive Cation Insertion ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D0SC03383A _journal_year 2020 _chemical_formula_moiety '0.13(C288 H192 Fe16 N96), 2.06(Na)' _chemical_formula_sum 'C36 H24 Fe2 N12 Na2.04' _chemical_formula_weight 783.24 _chemical_name_common Na2Fe2(bdp)3 _chemical_name_systematic Na2Fe2(bdp)3 _space_group_crystal_system orthorhombic _space_group_IT_number 70 _space_group_name_Hall '-F 2uv 2vw' _space_group_name_H-M_alt 'F d d d :2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary 'intrinsic phasing' _atom_sites_solution_secondary difmap _audit_creation_date 2019-09-09 _audit_creation_method ; Olex2 1.2 (compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-06-17 deposited with the CCDC. 2020-08-10 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 7.0835(3) _cell_length_b 26.4668(12) _cell_length_c 45.398(2) _cell_measurement_reflns_used 5529 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.92 _cell_measurement_theta_min 3.35 _cell_volume 8511.1(6) _computing_cell_refinement 'SAINT V8.38A (Bruker-AXS, Madison WI, 2016)' _computing_data_collection 'Bruker APEX3 Bruker-AXS, Madison WI' _computing_data_reduction 'SAINT V8.38A (Bruker-AXS, Madison WI, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 7.39 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker D8 with PHOTON II detector' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'silicon 111' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.7288 _diffrn_reflns_av_R_equivalents 0.1139 _diffrn_reflns_av_unetI/netI 0.0501 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_l_max 56 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_number 25311 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.930 _diffrn_reflns_theta_max 27.095 _diffrn_reflns_theta_min 1.840 _diffrn_source 'Advanced Light Source station 12.2.1' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.788 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_correction_T_min 0.895 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016) was used for absorption correction. wR2(int) was 0.1569 before and 0.0879 after correction. The Ratio of minimum to maximum transmission is 0.9092. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'dark yellow' _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'tapered rod' _exptl_crystal_F_000 3187 _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.021 _exptl_crystal_size_min 0.021 _refine_diff_density_max 1.692 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.159 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 169 _refine_ls_number_reflns 2180 _refine_ls_number_restraints 19 _refine_ls_restrained_S_all 1.083 _refine_ls_R_factor_all 0.0713 _refine_ls_R_factor_gt 0.0568 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0914P)^2^+97.5342P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1618 _refine_ls_wR_factor_ref 0.1747 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1767 _reflns_number_total 2180 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc03383a2.cif _cod_data_source_block Na2Fe2(bdp)3 _cod_depositor_comments ; The following automatic conversions were performed: data item '_atom_sites_solution_secondary' value 'diffmap' was changed to 'difmap'. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_original_cell_volume 8511.2(7) _cod_original_sg_symbol_H-M 'F d d d' _cod_database_code 1558825 _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_max 0.984 _shelx_estimated_absorpt_t_min 0.947 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Uiso/Uaniso restraints and constraints Na3 \\sim Na1 \\sim Na2: within 2.5A with sigma of 0.04 and sigma for terminal atoms of 0.08 C11 \\sim C12: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 C13 \\sim C10: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 C5 \\sim C4: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 3. Others 1*[Sof(Na2)]+1*[Sof(Na1)]+1*[Sof(Na3)]=1 with esd of 0.01 Sof(C13)=Sof(H13)=Sof(C12)=Sof(H12)=1-FVAR(1) Sof(C11)=Sof(H11)=Sof(C10)=Sof(H10)=FVAR(1) Fixed Sof: C5(0.5) H5(0.5) C4(0.5) H4(0.5) 4.a Aromatic/amide H refined with riding coordinates: C1(H1), C7(H7), C6(H6), C13(H13), C12(H12), C5(H5), C4(H4), C11(H11), C10(H10) ; _shelx_res_file ; TITL sad_a.res in Fddd sad.res created by SHELXL-2018/3 at 16:40:18 on 09-Sep-2019 REM Old TITL sad in Fddd REM SHELXT solution in Fddd REM R1 0.154, Rweak 0.003, Alpha 0.038, Orientation as input REM Formula found by SHELXT: C17 N8 Fe CELL 0.7288 7.0835 26.4668 45.3983 90 90 90 ZERR 8 0.0003 0.0012 0.0021 0 0 0 LATT 4 SYMM 0.75-X,0.75-Y,+Z SYMM 0.75-X,+Y,0.75-Z SYMM +X,0.75-Y,0.75-Z SFAC C H Fe N Na DISP C 0.0034 0.0017 11.9 DISP Fe 0.3511 0.8892 3722.6 DISP H 0 0 0.7 DISP N 0.0065 0.0035 20.6 DISP Na 0.0389 0.0265 122.5 UNIT 288 192 16 96 16.31 EQIV $1 0.25-X,1.25-Y,+Z EQIV $2 0.75-X,0.75-Y,+Z SIMU 0.04 0.08 2.5 Na3 Na1 Na2 SIMU C11 C12 SIMU C13 C10 SIMU C5 C4 SUMP 1 0.01 1 3 1 4 1 5 L.S. 6 0 0 PLAN 15 SIZE 0.07 0.021 0.021 TEMP -173 BIND C5 C3_$1 FREE Na2 Na2_$2 FREE Na2 Na2_$1 FREE Na1 Na1_$2 FREE Na1 Na1_$1 BOND $H list 4 MORE -1 fmap 2 53 acta OMIT 0 2 2 OMIT 0 4 4 OMIT 0 4 0 REM REM REM WGHT 0.091400 97.534195 FVAR 0.10655 0.32246 0.35123 0.50695 0.17236 FE1 3 0.375000 0.375000 0.628512 10.50000 0.01061 0.00674 = 0.00683 0.00000 0.00000 -0.00010 N1 4 0.218370 0.435553 0.628376 11.00000 0.01219 0.01252 = 0.01317 0.00014 0.00092 -0.00071 N2 4 0.539428 0.405220 0.658043 11.00000 0.01248 0.01343 = 0.01104 -0.00155 0.00144 0.00024 N3 4 0.729001 0.406607 0.653369 11.00000 0.01451 0.01226 = 0.01083 -0.00241 -0.00060 0.00028 C2 1 0.125000 0.516111 0.625000 10.50000 0.01749 0.01291 = 0.02034 0.00000 -0.00259 0.00000 C1 1 0.274951 0.483695 0.630342 11.00000 0.01638 0.01155 = 0.02096 -0.00058 0.00002 -0.00351 AFIX 43 H1 2 0.400057 0.494165 0.634769 11.00000 -1.20000 AFIX 0 C3 1 0.125000 0.571579 0.625000 10.50000 0.02603 0.00925 = 0.02612 0.00000 0.00301 0.00000 C7 1 0.807340 0.430838 0.675978 11.00000 0.01917 0.01740 = 0.01299 -0.00541 -0.00152 -0.00226 AFIX 43 H7 2 0.938858 0.436918 0.678035 11.00000 -1.20000 AFIX 0 C6 1 0.504217 0.428435 0.683547 11.00000 0.01827 0.02278 = 0.01313 -0.00253 0.00113 -0.00100 AFIX 43 H6 2 0.382402 0.432452 0.691982 11.00000 -1.20000 AFIX 0 C8 1 0.671920 0.445990 0.696079 11.00000 0.01954 0.02214 = 0.01427 -0.00389 0.00132 0.00116 C9 1 0.708818 0.473277 0.723639 11.00000 0.02326 0.02770 = 0.01571 -0.00949 0.00064 -0.00041 PART 2 C13 1 0.923222 0.495009 0.763282 -21.00000 0.01954 0.02916 = 0.01985 -0.00836 -0.00461 0.00592 AFIX 43 H13 2 1.043378 0.491007 0.772280 -21.00000 -1.20000 AFIX 0 C12 1 0.884462 0.469171 0.737569 -21.00000 0.01922 0.02946 = 0.02100 -0.01301 -0.00224 0.00862 AFIX 43 H12 2 0.978922 0.448172 0.729155 -21.00000 -1.20000 AFIX 0 PART 0 PART -1 C5 1 0.282435 0.651257 0.617535 10.50000 0.02298 0.01239 = 0.04216 0.00105 -0.00040 -0.00539 AFIX 43 H5 2 0.393580 0.669176 0.612242 10.50000 -1.20000 AFIX 0 C4 1 0.287628 0.598623 0.617323 10.50000 0.02674 0.02053 = 0.03396 0.00161 0.01417 0.00661 AFIX 43 H4 2 0.400103 0.581304 0.612034 10.50000 -1.20000 AFIX 0 PART 0 PART 1 C11 1 0.618515 0.502951 0.771706 21.00000 0.04561 0.08071 = 0.04232 -0.03988 0.01344 -0.01701 AFIX 43 H11 2 0.525849 0.503561 0.786829 21.00000 -1.20000 AFIX 0 C10 1 0.579191 0.478529 0.745588 21.00000 0.04054 0.07438 = 0.03713 -0.03370 0.01292 -0.02573 AFIX 43 H10 2 0.456592 0.464794 0.742786 21.00000 -1.20000 AFIX 0 PART 0 PART 5 NA3 5 0.625000 0.625000 0.706708 50.50000 0.02817 0.02031 = 0.04275 0.00000 0.00000 0.00160 PART 0 PART 4 NA2 5 0.215343 0.612278 0.744301 30.50000 0.04885 0.06579 = 0.05387 -0.00603 0.01099 0.00176 PART 0 PART 3 NA1 5 0.293850 0.612717 0.716122 40.50000 0.09135 0.15038 = 0.10201 -0.05001 0.01806 0.00724 HKLF 4 REM sad_a.res in Fddd REM wR2 = 0.1747, GooF = S = 1.080, Restrained GooF = 1.083 for all data REM R1 = 0.0568 for 1767 Fo > 4sig(Fo) and 0.0713 for all 2180 data REM 169 parameters refined using 19 restraints END WGHT 0.0914 97.5176 REM Highest difference peak 1.692, deepest hole -0.644, 1-sigma level 0.159 Q1 1 0.5634 0.5604 0.5801 11.00000 0.05 1.69 Q2 1 0.1780 0.6006 0.7029 11.00000 0.05 1.03 Q3 1 0.2565 0.6444 0.7103 11.00000 0.05 0.66 Q4 1 0.3373 0.6171 0.7028 11.00000 0.05 0.56 Q5 1 0.3361 0.6118 0.7086 11.00000 0.05 0.52 Q6 1 0.1251 0.5789 0.7110 11.00000 0.05 0.48 Q7 1 0.2159 0.5917 0.7280 11.00000 0.05 0.47 Q8 1 0.1859 0.5900 0.7122 11.00000 0.05 0.46 Q9 1 0.2452 0.5596 0.7495 11.00000 0.05 0.43 Q10 1 0.1224 0.6171 0.7456 11.00000 0.05 0.42 Q11 1 0.3615 0.5996 0.7558 11.00000 0.05 0.39 Q12 1 0.6947 0.4609 0.7086 11.00000 0.05 0.38 Q13 1 0.3425 0.5669 0.7030 11.00000 0.05 0.38 Q14 1 0.2894 0.6664 0.7015 11.00000 0.05 0.38 Q15 1 0.3196 0.4593 0.7962 11.00000 0.05 0.37 ; _shelx_res_checksum 17236 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+3/4, -y+3/4, z' '-x+3/4, y, -z+3/4' 'x, -y+3/4, -z+3/4' 'x, y+1/2, z+1/2' '-x+3/4, -y+5/4, z+1/2' '-x+3/4, y+1/2, -z+5/4' 'x, -y+5/4, -z+5/4' 'x+1/2, y, z+1/2' '-x+5/4, -y+3/4, z+1/2' '-x+5/4, y, -z+5/4' 'x+1/2, -y+3/4, -z+5/4' 'x+1/2, y+1/2, z' '-x+5/4, -y+5/4, z' '-x+5/4, y+1/2, -z+3/4' 'x+1/2, -y+5/4, -z+3/4' '-x, -y, -z' 'x-3/4, y-3/4, -z' 'x-3/4, -y, z-3/4' '-x, y-3/4, z-3/4' '-x, -y+1/2, -z+1/2' 'x-3/4, y-1/4, -z+1/2' 'x-3/4, -y+1/2, z-1/4' '-x, y-1/4, z-1/4' '-x+1/2, -y, -z+1/2' 'x-1/4, y-3/4, -z+1/2' 'x-1/4, -y, z-1/4' '-x+1/2, y-3/4, z-1/4' '-x+1/2, -y+1/2, -z' 'x-1/4, y-1/4, -z' 'x-1/4, -y+1/2, z-3/4' '-x+1/2, y-1/4, z-3/4' 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 0.375000 0.375000 0.62851(2) 0.0081(2) Uani 1 2 d S T P . . N1 N 0.2184(4) 0.43555(11) 0.62838(6) 0.0126(6) Uani 1 1 d . . . . . N2 N 0.5394(4) 0.40522(11) 0.65804(6) 0.0123(6) Uani 1 1 d . . . . . N3 N 0.7290(4) 0.40661(11) 0.65337(6) 0.0125(6) Uani 1 1 d . . . . . C2 C 0.125000 0.51611(19) 0.625000 0.0169(10) Uani 1 2 d S T P . . C1 C 0.2750(5) 0.48369(13) 0.63034(8) 0.0163(7) Uani 1 1 d . . . . . H1 H 0.400057 0.494165 0.634769 0.020 Uiso 1 1 calc R . . . . C3 C 0.125000 0.5716(2) 0.625000 0.0205(11) Uani 1 2 d S T P . . C7 C 0.8073(5) 0.43084(14) 0.67598(8) 0.0165(7) Uani 1 1 d . . . . . H7 H 0.938858 0.436918 0.678035 0.020 Uiso 1 1 calc R . . . . C6 C 0.5042(5) 0.42844(14) 0.68355(8) 0.0181(8) Uani 1 1 d . . . . . H6 H 0.382402 0.432452 0.691982 0.022 Uiso 1 1 calc R . . . . C8 C 0.6719(5) 0.44599(15) 0.69608(8) 0.0187(8) Uani 1 1 d . . . . . C9 C 0.7088(6) 0.47328(16) 0.72364(8) 0.0222(8) Uani 1 1 d . . . . . C13 C 0.9232(12) 0.4950(4) 0.76328(19) 0.023(2) Uani 0.68(3) 1 d . U . A 2 H13 H 1.043378 0.491007 0.772280 0.027 Uiso 0.68(3) 1 calc R . . A 2 C12 C 0.8845(11) 0.4692(4) 0.73757(18) 0.023(2) Uani 0.68(3) 1 d . U . A 2 H12 H 0.978922 0.448172 0.729155 0.028 Uiso 0.68(3) 1 calc R . . A 2 C5 C 0.2824(15) 0.6513(4) 0.6175(3) 0.026(2) Uani 0.5 1 d . U . B -1 H5 H 0.393580 0.669176 0.612242 0.031 Uiso 0.5 1 calc R . . B -1 C4 C 0.2876(16) 0.5986(4) 0.6173(3) 0.027(2) Uani 0.5 1 d . U . B -1 H4 H 0.400103 0.581304 0.612034 0.032 Uiso 0.5 1 calc R . . B -1 C11 C 0.619(3) 0.5030(17) 0.7717(7) 0.056(10) Uani 0.32(3) 1 d . U . A 1 H11 H 0.525849 0.503561 0.786829 0.067 Uiso 0.32(3) 1 calc R . . A 1 C10 C 0.579(3) 0.4785(16) 0.7456(6) 0.051(9) Uani 0.32(3) 1 d . U . A 1 H10 H 0.456592 0.464794 0.742786 0.061 Uiso 0.32(3) 1 calc R . . A 1 Na3 Na 0.625000 0.625000 0.7067(3) 0.030(5) Uani 0.172(11) 2 d S TU P C 5 Na2 Na 0.215(2) 0.6123(5) 0.7443(3) 0.056(5) Uani 0.176(8) 1 d . U . D 4 Na1 Na 0.294(2) 0.6127(7) 0.7161(4) 0.115(6) Uani 0.253(9) 1 d . U . E 3 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 0.0106(4) 0.0067(4) 0.0068(4) 0.000 0.000 -0.0001(2) N1 0.0122(14) 0.0125(14) 0.0132(14) 0.0001(10) 0.0009(11) -0.0007(12) N2 0.0125(14) 0.0134(14) 0.0110(13) -0.0015(10) 0.0014(11) 0.0002(12) N3 0.0145(15) 0.0123(14) 0.0108(13) -0.0024(10) -0.0006(11) 0.0003(11) C2 0.017(3) 0.013(2) 0.020(2) 0.000 -0.003(2) 0.000 C1 0.0164(18) 0.0115(17) 0.0210(18) -0.0006(13) 0.0000(14) -0.0035(14) C3 0.026(3) 0.009(2) 0.026(3) 0.000 0.003(2) 0.000 C7 0.0192(18) 0.0174(18) 0.0130(16) -0.0054(13) -0.0015(14) -0.0023(15) C6 0.0183(18) 0.0228(19) 0.0131(16) -0.0025(13) 0.0011(14) -0.0010(15) C8 0.0195(19) 0.0221(19) 0.0143(17) -0.0039(14) 0.0013(14) 0.0012(15) C9 0.023(2) 0.028(2) 0.0157(18) -0.0095(14) 0.0006(15) -0.0004(17) C13 0.020(3) 0.029(5) 0.020(4) -0.008(3) -0.005(2) 0.006(3) C12 0.019(3) 0.029(5) 0.021(3) -0.013(3) -0.002(2) 0.009(3) C5 0.023(5) 0.012(4) 0.042(6) 0.001(5) 0.000(5) -0.005(3) C4 0.027(5) 0.021(5) 0.034(5) 0.002(5) 0.014(5) 0.007(4) C11 0.046(11) 0.08(2) 0.042(13) -0.040(16) 0.013(9) -0.017(13) C10 0.041(10) 0.07(2) 0.037(12) -0.034(14) 0.013(9) -0.026(12) Na3 0.028(8) 0.020(8) 0.043(9) 0.000 0.000 0.002(6) Na2 0.049(8) 0.066(9) 0.054(9) -0.006(6) 0.011(6) 0.002(7) Na1 0.091(10) 0.150(13) 0.102(11) -0.050(9) 0.018(9) 0.007(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0034 0.0017 'ANOMDisVal Program in PLATON Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13' H H 0.0000 0.0000 'ANOMDisVal Program in PLATON Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13' Fe Fe 0.3511 0.8892 'ANOMDisVal Program in PLATON Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13' N N 0.0065 0.0035 'ANOMDisVal Program in PLATON Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13' Na Na 0.0389 0.0265 'ANOMDisVal Program in PLATON Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13' 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 N1 Fe1 N1 179.64(16) 2 . ? N1 Fe1 N3 92.76(12) 2 11 ? N1 Fe1 N3 86.98(12) . 11 ? N1 Fe1 N3 92.76(12) . 12_455 ? N1 Fe1 N3 86.98(12) 2 12_455 ? N2 Fe1 N1 90.28(12) . . ? N2 Fe1 N1 90.28(12) 2 2 ? N2 Fe1 N1 89.97(12) 2 . ? N2 Fe1 N1 89.97(12) . 2 ? N2 Fe1 N2 93.00(17) . 2 ? N2 Fe1 N3 91.00(12) 2 12_455 ? N2 Fe1 N3 174.98(12) . 12_455 ? N2 Fe1 N3 174.98(12) 2 11 ? N2 Fe1 N3 91.00(12) . 11 ? N3 Fe1 N3 85.17(17) 12_455 11 ? N1 N1 Fe1 123.72(9) 11_455 . ? C1 N1 Fe1 127.7(3) . . ? C1 N1 N1 107.9(2) . 11_455 ? N3 N2 Fe1 119.6(2) . . ? C6 N2 Fe1 132.4(3) . . ? C6 N2 N3 107.9(3) . . ? N2 N3 Fe1 128.5(2) . 11 ? C7 N3 Fe1 123.6(3) . 11 ? C7 N3 N2 107.7(3) . . ? C1 C2 C1 103.6(5) . 11_455 ? C1 C2 C3 128.2(2) . . ? C1 C2 C3 128.2(2) 11_455 . ? N1 C1 C2 110.4(3) . . ? N1 C1 H1 124.8 . . ? C2 C1 H1 124.8 . . ? C4 C3 C2 120.7(5) . . ? N3 C7 H7 124.5 . . ? N3 C7 C8 111.0(3) . . ? C8 C7 H7 124.5 . . ? N2 C6 H6 124.8 . . ? N2 C6 C8 110.3(3) . . ? C8 C6 H6 124.8 . . ? C7 C8 C6 103.0(3) . . ? C7 C8 C9 125.5(4) . . ? C6 C8 C9 131.5(4) . . ? C13 C9 C8 122.8(4) 25_666 . ? C13 C9 C12 116.9(5) 25_666 . ? C13 C9 C11 104.7(11) 25_666 25_666 ? C12 C9 C8 120.3(4) . . ? C11 C9 C8 120.5(8) 25_666 . ? C10 C9 C8 123.6(8) . . ? C10 C9 C13 34.1(16) . 25_666 ? C10 C9 C11 115.8(11) . 25_666 ? C9 C13 H13 119.1 25_666 . ? C12 C13 H13 119.1 . . ? C9 C12 H12 119.3 . . ? C13 C12 C9 121.4(6) . . ? C13 C12 H12 119.3 . . ? C3 C5 H5 118.4 14_455 . ? C3 C5 C4 123.2(11) 14_455 . ? C4 C5 H5 118.4 . . ? C3 C4 H4 120.4 . . ? C5 C4 C3 119.2(10) . . ? C5 C4 H4 120.4 . . ? C9 C11 H11 119.3 25_666 . ? C10 C11 C9 121.3(17) . 25_666 ? C10 C11 H11 119.3 . . ? C9 C10 C11 122.7(16) . . ? C9 C10 H10 118.6 . . ? C11 C10 H10 118.6 . . ? 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 N1 1.949(3) . ? Fe1 N1 1.949(3) 2 ? Fe1 N2 1.948(3) 2 ? Fe1 N2 1.948(3) . ? Fe1 N3 1.966(3) 11 ? Fe1 N3 1.966(3) 12_455 ? N1 N1 1.358(6) 11_455 ? N1 C1 1.339(5) . ? N2 N3 1.360(4) . ? N2 C6 1.334(4) . ? N3 C7 1.331(4) . ? C2 C1 1.387(5) 11_455 ? C2 C1 1.387(5) . ? C2 C3 1.468(7) . ? C1 H1 0.9500 . ? C3 C4 1.400(12) . ? C7 H7 0.9500 . ? C7 C8 1.383(5) . ? C6 H6 0.9500 . ? C6 C8 1.397(5) . ? C8 C9 1.468(5) . ? C9 C13 1.390(8) 25_666 ? C9 C12 1.400(8) . ? C9 C11 1.39(2) 25_666 ? C9 C10 1.362(19) . ? C13 H13 0.9500 . ? C13 C12 1.380(10) . ? C12 H12 0.9500 . ? C5 H5 0.9500 . ? C5 C4 1.394(10) . ? C4 H4 0.9500 . ? C11 H11 0.9500 . ? C11 C10 1.38(2) . ? C10 H10 0.9500 . ?