# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Chang Seop Hong' 'In Young Yoo' 'Dae Won Ryu' 'Jung Hee Yoon' 'Ah Ram Sohn' 'Kwang Soo Lim' 'Beong Ki Cho' _publ_contact_author_name 'Hong, Chang Seop' _publ_contact_author_email cshong@korea.ac.kr data_p-1 _database_code_depnum_ccdc_archive 'CCDC 773409' #TrackingRef '- cif-complex1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H36 Fe N6 O2 P' _chemical_formula_weight 803.64 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0359(8) _cell_length_b 15.6389(14) _cell_length_c 15.8476(14) _cell_angle_alpha 65.717(3) _cell_angle_beta 79.311(3) _cell_angle_gamma 79.589(3) _cell_volume 1992.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7599 _cell_measurement_theta_min 2.3045 _cell_measurement_theta_max 28.246 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.340 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 834 _exptl_absorpt_coefficient_mu 0.466 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8951 _exptl_absorpt_correction_T_max 0.9875 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32420 _diffrn_reflns_av_R_equivalents 0.2668 _diffrn_reflns_av_sigmaI/netI 0.1721 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 28.34 _reflns_number_total 9445 _reflns_number_gt 5707 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEXll' _computing_cell_refinement 'Bruker SMART APEXll' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0130P)^2^+7.9395P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9445 _refine_ls_number_parameters 516 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1929 _refine_ls_R_factor_gt 0.1352 _refine_ls_wR_factor_ref 0.2813 _refine_ls_wR_factor_gt 0.2573 _refine_ls_goodness_of_fit_ref 1.227 _refine_ls_restrained_S_all 1.227 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.75815(10) 0.70130(7) 0.73534(6) 0.0380(3) Uani 1 1 d . . . C1 C 0.7981(9) 0.6541(5) 0.8651(4) 0.0520(17) Uani 1 1 d . . . C2 C 0.8978(7) 0.5949(5) 0.7204(4) 0.0411(14) Uani 1 1 d . . . C3 C 0.6222(9) 0.8035(5) 0.7608(5) 0.0544(18) Uani 1 1 d . . . C4 C 0.5182(8) 0.5730(5) 0.8438(4) 0.0469(16) Uani 1 1 d . . . H4 H 0.5605 0.5592 0.8978 0.056 Uiso 1 1 calc R . . C5 C 0.3905(8) 0.5306(5) 0.8511(5) 0.0537(18) Uani 1 1 d . . . H5 H 0.3506 0.4889 0.9089 0.064 Uiso 1 1 calc R . . C6 C 0.3244(8) 0.5501(5) 0.7737(5) 0.0525(17) Uani 1 1 d . . . H6 H 0.2387 0.5227 0.7780 0.063 Uiso 1 1 calc R . . C7 C 0.3883(7) 0.6127(5) 0.6870(4) 0.0447(15) Uani 1 1 d . . . C8 C 0.3279(8) 0.6387(6) 0.6015(5) 0.0592(19) Uani 1 1 d . . . H8 H 0.2415 0.6146 0.6008 0.071 Uiso 1 1 calc R . . C9 C 0.3986(9) 0.6994(6) 0.5207(5) 0.061(2) Uani 1 1 d . . . H9 H 0.3584 0.7157 0.4654 0.073 Uiso 1 1 calc R . . C10 C 0.5286(8) 0.7382(5) 0.5171(4) 0.0487(16) Uani 1 1 d . . . H10 H 0.5740 0.7788 0.4604 0.058 Uiso 1 1 calc R . . C11 C 0.5890(7) 0.7154(4) 0.5988(4) 0.0383(13) Uani 1 1 d . . . C12 C 0.5170(7) 0.6523(4) 0.6836(4) 0.0387(13) Uani 1 1 d . . . C13 C 0.8131(7) 0.8003(5) 0.5429(4) 0.0432(15) Uani 1 1 d . . . C14 C 0.9372(7) 0.8205(4) 0.5819(4) 0.0397(14) Uani 1 1 d . . . C15 C 1.0591(7) 0.8731(4) 0.5284(4) 0.0418(14) Uani 1 1 d . . . C16 C 1.0800(9) 0.9155(5) 0.4291(5) 0.0529(17) Uani 1 1 d . . . H16 H 1.0114 0.9098 0.3952 0.063 Uiso 1 1 calc R . . C17 C 1.2012(10) 0.9645(6) 0.3840(5) 0.065(2) Uani 1 1 d . . . H17 H 1.2146 0.9914 0.3192 0.078 Uiso 1 1 calc R . . C18 C 1.3064(9) 0.9754(6) 0.4328(6) 0.069(2) Uani 1 1 d . . . H18 H 1.3873 1.0099 0.4003 0.083 Uiso 1 1 calc R . . C19 C 1.2899(9) 0.9356(6) 0.5275(6) 0.066(2) Uani 1 1 d . . . H19 H 1.3601 0.9423 0.5598 0.079 Uiso 1 1 calc R . . C20 C 1.1657(8) 0.8839(5) 0.5772(5) 0.0496(16) Uani 1 1 d . . . C21 C 1.1456(9) 0.8416(6) 0.6759(5) 0.0596(19) Uani 1 1 d . . . H21 H 1.2143 0.8477 0.7096 0.072 Uiso 1 1 calc R . . C22 C 1.0265(9) 0.7924(5) 0.7208(5) 0.0555(18) Uani 1 1 d . . . H22 H 1.0146 0.7656 0.7857 0.067 Uiso 1 1 calc R . . N1 N 0.8184(9) 0.6260(6) 0.9415(4) 0.082(2) Uani 1 1 d . . . N2 N 0.9767(7) 0.5355(5) 0.7061(4) 0.0605(16) Uani 1 1 d . . . N3 N 0.5382(9) 0.8615(5) 0.7744(5) 0.085(2) Uani 1 1 d . . . N4 N 0.5818(6) 0.6319(4) 0.7638(3) 0.0388(11) Uani 1 1 d . . . N5 N 0.7147(6) 0.7468(4) 0.6112(3) 0.0388(11) Uani 1 1 d . . . N6 N 0.9236(6) 0.7804(4) 0.6757(3) 0.0413(12) Uani 1 1 d . . . O1 O 0.8058(6) 0.8301(4) 0.4581(3) 0.0671(15) Uani 1 1 d . . . P1 P 0.66947(19) 0.24649(13) 0.82090(12) 0.0449(4) Uani 1 1 d . . . C23 C 0.7479(7) 0.3188(5) 0.7051(4) 0.0457(15) Uani 1 1 d . . . C24 C 0.8743(8) 0.2872(6) 0.6568(5) 0.0561(18) Uani 1 1 d . . . H24 H 0.9239 0.2266 0.6838 0.067 Uiso 1 1 calc R . . C25 C 0.9261(9) 0.3478(7) 0.5667(6) 0.066(2) Uani 1 1 d . . . H25 H 1.0100 0.3268 0.5334 0.079 Uiso 1 1 calc R . . C26 C 0.8562(11) 0.4365(7) 0.5272(5) 0.069(2) Uani 1 1 d . . . H26 H 0.8926 0.4759 0.4673 0.083 Uiso 1 1 calc R . . C27 C 0.7318(11) 0.4688(6) 0.5751(5) 0.070(2) Uani 1 1 d . . . H27 H 0.6844 0.5299 0.5479 0.083 Uiso 1 1 calc R . . C28 C 0.6775(9) 0.4105(6) 0.6634(5) 0.060(2) Uani 1 1 d . . . H28 H 0.5931 0.4324 0.6956 0.072 Uiso 1 1 calc R . . C29 C 0.7223(7) 0.2819(5) 0.9047(4) 0.0462(15) Uani 1 1 d . . . C30 C 0.7774(8) 0.3667(5) 0.8780(5) 0.0497(16) Uani 1 1 d . . . H30 H 0.7837 0.4081 0.8157 0.060 Uiso 1 1 calc R . . C31 C 0.8237(8) 0.3912(5) 0.9425(5) 0.0562(18) Uani 1 1 d . . . H31 H 0.8615 0.4486 0.9239 0.067 Uiso 1 1 calc R . . C32 C 0.8133(9) 0.3297(6) 1.0348(5) 0.062(2) Uani 1 1 d . . . H32 H 0.8444 0.3455 1.0788 0.074 Uiso 1 1 calc R . . C33 C 0.7579(11) 0.2462(8) 1.0618(5) 0.083(3) Uani 1 1 d . . . H33 H 0.7507 0.2056 1.1244 0.099 Uiso 1 1 calc R . . C34 C 0.7115(10) 0.2199(7) 0.9975(5) 0.072(2) Uani 1 1 d . . . H34 H 0.6742 0.1623 1.0164 0.087 Uiso 1 1 calc R . . C35 C 0.4688(7) 0.2661(5) 0.8185(5) 0.0494(16) Uani 1 1 d . . . C36 C 0.4131(9) 0.2668(7) 0.7416(6) 0.072(2) Uani 1 1 d . . . H36 H 0.4796 0.2515 0.6961 0.086 Uiso 1 1 calc R . . C37 C 0.2624(10) 0.2895(7) 0.7326(6) 0.077(3) Uani 1 1 d . . . H37 H 0.2269 0.2915 0.6803 0.093 Uiso 1 1 calc R . . C38 C 0.1623(9) 0.3096(6) 0.8009(7) 0.073(2) Uani 1 1 d . . . H38 H 0.0595 0.3252 0.7947 0.087 Uiso 1 1 calc R . . C39 C 0.2154(9) 0.3064(6) 0.8782(6) 0.066(2) Uani 1 1 d . . . H39 H 0.1474 0.3189 0.9246 0.079 Uiso 1 1 calc R . . C40 C 0.3681(8) 0.2851(5) 0.8880(5) 0.0549(18) Uani 1 1 d . . . H40 H 0.4029 0.2834 0.9404 0.066 Uiso 1 1 calc R . . C41 C 0.7380(8) 0.1236(5) 0.8524(5) 0.0536(17) Uani 1 1 d . . . C42 C 0.8874(10) 0.0926(7) 0.8663(7) 0.079(3) Uani 1 1 d . . . H42 H 0.9530 0.1359 0.8575 0.095 Uiso 1 1 calc R . . C43 C 0.9415(12) -0.0029(7) 0.8934(7) 0.093(3) Uani 1 1 d . . . H43 H 1.0425 -0.0235 0.9032 0.112 Uiso 1 1 calc R . . C44 C 0.8452(14) -0.0656(7) 0.9056(7) 0.091(3) Uani 1 1 d . . . H44 H 0.8809 -0.1294 0.9232 0.109 Uiso 1 1 calc R . . C45 C 0.6964(13) -0.0361(7) 0.8922(6) 0.084(3) Uani 1 1 d . . . H45 H 0.6315 -0.0797 0.9012 0.101 Uiso 1 1 calc R . . C46 C 0.6424(10) 0.0585(6) 0.8654(5) 0.065(2) Uani 1 1 d . . . H46 H 0.5411 0.0784 0.8561 0.078 Uiso 1 1 calc R . . C47 C 0.7111(16) 0.9488(8) 0.2627(7) 0.115(4) Uani 1 1 d . . . H47A H 0.7523 0.9831 0.2894 0.173 Uiso 1 1 calc R . . H47B H 0.7857 0.8989 0.2565 0.173 Uiso 1 1 calc R . . H47C H 0.6229 0.9225 0.3026 0.173 Uiso 1 1 calc R . . O2 O 0.6723(10) 1.0077(6) 0.1782(5) 0.116(3) Uani 1 1 d . . . H2 H 0.6156 1.0533 0.1827 0.173 Uiso 1 1 calc R . . 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 0.0452(5) 0.0409(5) 0.0277(4) -0.0115(4) -0.0039(3) -0.0098(4) C1 0.067(4) 0.058(5) 0.035(3) -0.014(3) -0.005(3) -0.029(4) C2 0.039(3) 0.043(4) 0.031(3) -0.002(3) -0.008(2) -0.007(3) C3 0.070(5) 0.045(4) 0.048(4) -0.020(3) 0.010(3) -0.021(4) C4 0.050(4) 0.046(4) 0.039(3) -0.012(3) -0.001(3) -0.008(3) C5 0.056(4) 0.053(4) 0.048(4) -0.016(3) 0.007(3) -0.019(3) C6 0.046(4) 0.054(5) 0.062(4) -0.026(4) 0.002(3) -0.015(3) C7 0.044(3) 0.045(4) 0.050(4) -0.023(3) -0.004(3) -0.005(3) C8 0.046(4) 0.080(6) 0.064(5) -0.037(4) -0.009(3) -0.013(4) C9 0.057(4) 0.082(6) 0.052(4) -0.031(4) -0.014(3) -0.013(4) C10 0.051(4) 0.052(4) 0.041(3) -0.016(3) -0.009(3) -0.003(3) C11 0.041(3) 0.039(4) 0.036(3) -0.018(3) -0.009(3) 0.002(3) C12 0.039(3) 0.039(4) 0.042(3) -0.020(3) -0.004(3) -0.005(3) C13 0.050(4) 0.043(4) 0.034(3) -0.013(3) -0.004(3) -0.007(3) C14 0.045(3) 0.034(3) 0.034(3) -0.008(3) -0.004(3) -0.002(3) C15 0.048(3) 0.030(3) 0.042(3) -0.011(3) 0.001(3) -0.004(3) C16 0.064(4) 0.044(4) 0.042(3) -0.011(3) 0.005(3) -0.011(3) C17 0.075(5) 0.055(5) 0.048(4) -0.010(4) 0.015(4) -0.013(4) C18 0.061(5) 0.058(5) 0.071(5) -0.013(4) 0.018(4) -0.023(4) C19 0.059(5) 0.064(5) 0.071(5) -0.024(4) 0.004(4) -0.021(4) C20 0.048(4) 0.045(4) 0.052(4) -0.016(3) 0.000(3) -0.012(3) C21 0.064(5) 0.067(5) 0.053(4) -0.019(4) -0.011(4) -0.027(4) C22 0.065(5) 0.060(5) 0.040(3) -0.014(3) -0.006(3) -0.017(4) N1 0.105(6) 0.107(6) 0.040(3) -0.021(4) -0.015(4) -0.038(5) N2 0.056(4) 0.049(4) 0.062(4) -0.014(3) 0.001(3) 0.001(3) N3 0.093(6) 0.061(5) 0.090(5) -0.035(4) 0.029(4) -0.012(4) N4 0.040(3) 0.043(3) 0.038(3) -0.019(2) -0.004(2) -0.008(2) N5 0.045(3) 0.041(3) 0.029(2) -0.012(2) -0.003(2) -0.010(2) N6 0.049(3) 0.041(3) 0.035(3) -0.014(2) -0.006(2) -0.011(2) O1 0.078(4) 0.085(4) 0.031(2) -0.007(2) -0.006(2) -0.030(3) P1 0.0403(9) 0.0477(11) 0.0447(9) -0.0167(8) -0.0050(7) -0.0039(8) C23 0.043(3) 0.052(4) 0.044(3) -0.022(3) -0.005(3) -0.002(3) C24 0.047(4) 0.069(5) 0.061(4) -0.037(4) -0.006(3) -0.001(4) C25 0.057(5) 0.099(7) 0.061(5) -0.050(5) 0.010(4) -0.026(5) C26 0.087(6) 0.089(7) 0.045(4) -0.031(4) 0.005(4) -0.045(5) C27 0.093(6) 0.060(5) 0.049(4) -0.013(4) -0.006(4) -0.018(5) C28 0.071(5) 0.055(5) 0.046(4) -0.019(4) 0.001(3) 0.001(4) C29 0.043(3) 0.055(4) 0.037(3) -0.016(3) -0.005(3) -0.005(3) C30 0.055(4) 0.048(4) 0.042(3) -0.016(3) -0.003(3) -0.004(3) C31 0.060(4) 0.048(5) 0.063(4) -0.025(4) -0.014(4) 0.001(4) C32 0.056(4) 0.080(6) 0.060(5) -0.039(5) -0.017(4) 0.000(4) C33 0.099(7) 0.106(8) 0.039(4) -0.014(5) -0.013(4) -0.032(6) C34 0.089(6) 0.072(6) 0.050(4) -0.005(4) -0.013(4) -0.035(5) C35 0.040(3) 0.052(4) 0.052(4) -0.017(3) 0.000(3) -0.005(3) C36 0.045(4) 0.114(8) 0.067(5) -0.048(5) -0.008(4) -0.001(4) C37 0.057(5) 0.105(8) 0.078(6) -0.041(6) -0.018(4) -0.006(5) C38 0.040(4) 0.079(6) 0.103(7) -0.040(5) -0.010(4) -0.004(4) C39 0.046(4) 0.073(6) 0.078(5) -0.037(5) 0.008(4) -0.005(4) C40 0.049(4) 0.059(5) 0.058(4) -0.027(4) 0.001(3) -0.008(3) C41 0.054(4) 0.049(4) 0.051(4) -0.012(3) -0.010(3) -0.001(3) C42 0.062(5) 0.060(6) 0.103(7) -0.018(5) -0.020(5) 0.000(4) C43 0.082(7) 0.065(7) 0.110(8) -0.017(6) -0.024(6) 0.018(6) C44 0.114(9) 0.053(6) 0.087(7) -0.018(5) -0.014(6) 0.010(6) C45 0.109(8) 0.056(6) 0.083(6) -0.021(5) -0.009(6) -0.021(6) C46 0.070(5) 0.058(5) 0.064(5) -0.019(4) -0.012(4) -0.010(4) C47 0.163(12) 0.073(8) 0.081(7) -0.008(6) -0.030(7) 0.016(8) O2 0.119(6) 0.116(7) 0.087(5) -0.035(5) -0.009(4) 0.033(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N5 1.888(5) . ? Fe1 C1 1.958(7) . ? Fe1 N6 1.960(5) . ? Fe1 C3 1.965(8) . ? Fe1 C2 1.968(7) . ? Fe1 N4 1.969(5) . ? C1 N1 1.145(8) . ? C2 N2 1.138(8) . ? C3 N3 1.139(9) . ? C4 N4 1.321(8) . ? C4 C5 1.396(10) . ? C5 C6 1.361(10) . ? C6 C7 1.408(9) . ? C7 C12 1.396(9) . ? C7 C8 1.429(9) . ? C8 C9 1.366(11) . ? C9 C10 1.398(10) . ? C10 C11 1.384(8) . ? C11 N5 1.391(8) . ? C11 C12 1.421(8) . ? C12 N4 1.392(8) . ? C13 O1 1.238(7) . ? C13 N5 1.352(8) . ? C13 C14 1.512(9) . ? C14 N6 1.346(7) . ? C14 C15 1.419(8) . ? C15 C20 1.412(10) . ? C15 C16 1.425(9) . ? C16 C17 1.364(10) . ? C17 C18 1.404(12) . ? C18 C19 1.358(11) . ? C19 C20 1.418(10) . ? C20 C21 1.416(10) . ? C21 C22 1.350(10) . ? C22 N6 1.354(9) . ? P1 C35 1.788(7) . ? P1 C41 1.795(8) . ? P1 C29 1.798(7) . ? P1 C23 1.803(7) . ? C23 C24 1.385(9) . ? C23 C28 1.394(10) . ? C24 C25 1.398(11) . ? C25 C26 1.353(13) . ? C26 C27 1.374(12) . ? C27 C28 1.373(10) . ? C29 C30 1.373(10) . ? C29 C34 1.385(10) . ? C30 C31 1.380(10) . ? C31 C32 1.378(10) . ? C32 C33 1.354(12) . ? C33 C34 1.397(12) . ? C35 C40 1.389(9) . ? C35 C36 1.398(10) . ? C36 C37 1.363(11) . ? C37 C38 1.379(11) . ? C38 C39 1.376(12) . ? C39 C40 1.382(10) . ? C41 C42 1.375(11) . ? C41 C46 1.381(11) . ? C42 C43 1.393(13) . ? C43 C44 1.360(15) . ? C44 C45 1.365(14) . ? C45 C46 1.380(12) . ? C47 O2 1.344(11) . ? 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 N5 Fe1 C1 178.7(3) . . ? N5 Fe1 N6 82.2(2) . . ? C1 Fe1 N6 98.9(2) . . ? N5 Fe1 C3 93.1(3) . . ? C1 Fe1 C3 86.1(3) . . ? N6 Fe1 C3 92.5(3) . . ? N5 Fe1 C2 91.5(2) . . ? C1 Fe1 C2 89.3(3) . . ? N6 Fe1 C2 88.2(2) . . ? C3 Fe1 C2 175.4(3) . . ? N5 Fe1 N4 83.9(2) . . ? C1 Fe1 N4 95.0(2) . . ? N6 Fe1 N4 166.1(2) . . ? C3 Fe1 N4 88.8(3) . . ? C2 Fe1 N4 91.6(2) . . ? N1 C1 Fe1 178.5(7) . . ? N2 C2 Fe1 175.7(6) . . ? N3 C3 Fe1 176.9(8) . . ? N4 C4 C5 123.2(6) . . ? C6 C5 C4 120.0(6) . . ? C5 C6 C7 118.7(6) . . ? C12 C7 C6 118.9(6) . . ? C12 C7 C8 117.6(6) . . ? C6 C7 C8 123.5(7) . . ? C9 C8 C7 119.2(7) . . ? C8 C9 C10 123.1(7) . . ? C11 C10 C9 119.2(6) . . ? C10 C11 N5 128.6(6) . . ? C10 C11 C12 118.5(6) . . ? N5 C11 C12 112.9(5) . . ? N4 C12 C7 121.4(6) . . ? N4 C12 C11 116.3(5) . . ? C7 C12 C11 122.3(6) . . ? O1 C13 N5 125.5(6) . . ? O1 C13 C14 122.6(6) . . ? N5 C13 C14 111.8(5) . . ? N6 C14 C15 121.9(6) . . ? N6 C14 C13 112.5(5) . . ? C15 C14 C13 125.6(5) . . ? C20 C15 C14 117.7(6) . . ? C20 C15 C16 118.2(6) . . ? C14 C15 C16 124.1(6) . . ? C17 C16 C15 119.7(7) . . ? C16 C17 C18 121.8(7) . . ? C19 C18 C17 119.9(7) . . ? C18 C19 C20 120.1(8) . . ? C15 C20 C21 118.5(6) . . ? C15 C20 C19 120.2(6) . . ? C21 C20 C19 121.3(7) . . ? C22 C21 C20 119.7(7) . . ? C21 C22 N6 122.9(6) . . ? C4 N4 C12 117.9(5) . . ? C4 N4 Fe1 131.0(5) . . ? C12 N4 Fe1 111.1(4) . . ? C13 N5 C11 126.2(5) . . ? C13 N5 Fe1 117.8(4) . . ? C11 N5 Fe1 115.7(4) . . ? C14 N6 C22 119.3(5) . . ? C14 N6 Fe1 115.3(4) . . ? C22 N6 Fe1 125.3(4) . . ? C35 P1 C41 111.0(3) . . ? C35 P1 C29 111.8(3) . . ? C41 P1 C29 107.1(3) . . ? C35 P1 C23 105.0(3) . . ? C41 P1 C23 112.4(3) . . ? C29 P1 C23 109.7(3) . . ? C24 C23 C28 119.3(7) . . ? C24 C23 P1 122.8(6) . . ? C28 C23 P1 117.9(5) . . ? C23 C24 C25 118.9(8) . . ? C26 C25 C24 121.1(7) . . ? C25 C26 C27 120.4(7) . . ? C28 C27 C26 119.8(9) . . ? C27 C28 C23 120.6(7) . . ? C30 C29 C34 120.1(7) . . ? C30 C29 P1 121.4(5) . . ? C34 C29 P1 118.5(6) . . ? C29 C30 C31 120.8(6) . . ? C32 C31 C30 119.3(7) . . ? C33 C32 C31 120.2(7) . . ? C32 C33 C34 121.3(8) . . ? C29 C34 C33 118.3(8) . . ? C40 C35 C36 119.4(7) . . ? C40 C35 P1 122.1(6) . . ? C36 C35 P1 118.4(5) . . ? C37 C36 C35 120.6(7) . . ? C36 C37 C38 120.1(8) . . ? C39 C38 C37 119.7(7) . . ? C38 C39 C40 121.2(7) . . ? C39 C40 C35 119.0(7) . . ? C42 C41 C46 118.9(8) . . ? C42 C41 P1 120.0(6) . . ? C46 C41 P1 121.2(6) . . ? C41 C42 C43 120.7(9) . . ? C44 C43 C42 119.3(10) . . ? C43 C44 C45 120.8(10) . . ? C44 C45 C46 120.1(10) . . ? C45 C46 C41 120.2(9) . . ? _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.734 _refine_diff_density_min -1.222 _refine_diff_density_rms 0.109 # Attachment '- cif-complex3.cif' data_complex3 _database_code_depnum_ccdc_archive 'CCDC 773410' #TrackingRef '- cif-complex3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H24 F2 Fe Mn N8 O3' _chemical_formula_weight 789.44 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.2408(9) _cell_length_b 29.238(3) _cell_length_c 10.9738(10) _cell_angle_alpha 90.00 _cell_angle_beta 103.660(4) _cell_angle_gamma 90.00 _cell_volume 3192.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 3838 _cell_measurement_theta_min 2.363 _cell_measurement_theta_max 22.718 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1604 _exptl_absorpt_coefficient_mu 0.917 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8414 _exptl_absorpt_correction_T_max 0.9660 _exptl_absorpt_process_details SADABS _exptl_special_details ; Through the ADDSYM routine on WingX, the space group P21n is the alternative setting of standard setting P21/c. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52501 _diffrn_reflns_av_R_equivalents 0.1326 _diffrn_reflns_av_sigmaI/netI 0.0988 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 28.26 _reflns_number_total 7711 _reflns_number_gt 4781 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEXII' _computing_cell_refinement 'Bruker SMART APEXII' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. High residual electron density comes from a ghost peak around Fe1 with a distance of 0.973 A. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+9.1760P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7711 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1313 _refine_ls_R_factor_gt 0.0715 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1274 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.54326(6) 0.10550(2) 0.72248(6) 0.02069(17) Uani 1 1 d . . . C2 C 0.3566(4) 0.08505(14) 0.6898(4) 0.0209(9) Uani 1 1 d . . . C1 C 0.5623(4) 0.06942(15) 0.5767(5) 0.0247(10) Uani 1 1 d . . . C3 C 0.7347(5) 0.11779(14) 0.7380(4) 0.0209(9) Uani 1 1 d . . . C4 C 0.4461(5) 0.16522(16) 0.5041(4) 0.0243(10) Uani 1 1 d . . . H4 H 0.4500 0.1387 0.4549 0.029 Uiso 1 1 calc R . . C5 C 0.4018(5) 0.20490(16) 0.4445(5) 0.0289(11) Uani 1 1 d . . . H5 H 0.3705 0.2053 0.3558 0.035 Uiso 1 1 calc R . . C6 C 0.4023(4) 0.24571(15) 0.5140(4) 0.0224(10) Uani 1 1 d . . . C7 C 0.3656(5) 0.28837(16) 0.4580(5) 0.0276(11) Uani 1 1 d . . . H7 H 0.3376 0.2905 0.3693 0.033 Uiso 1 1 calc R . . C8 C 0.3698(5) 0.32647(16) 0.5286(5) 0.0281(11) Uani 1 1 d . . . H8 H 0.3454 0.3552 0.4894 0.034 Uiso 1 1 calc R . . C9 C 0.4101(5) 0.32357(17) 0.6602(5) 0.0345(12) Uani 1 1 d . . . H9 H 0.4121 0.3505 0.7090 0.041 Uiso 1 1 calc R . . C10 C 0.4460(5) 0.28312(16) 0.7184(5) 0.0275(11) Uani 1 1 d . . . H10 H 0.4728 0.2819 0.8073 0.033 Uiso 1 1 calc R . . C11 C 0.4437(4) 0.24249(15) 0.6466(4) 0.0221(10) Uani 1 1 d . . . C12 C 0.4812(4) 0.19911(15) 0.7013(4) 0.0210(9) Uani 1 1 d . . . C13 C 0.5153(4) 0.18831(16) 0.8402(4) 0.0242(10) Uani 1 1 d . . . C14 C 0.5634(4) 0.12147(16) 0.9768(4) 0.0250(10) Uani 1 1 d . . . C15 C 0.5584(5) 0.13941(18) 1.0927(5) 0.0324(12) Uani 1 1 d . . . H15 H 0.5334 0.1704 1.0996 0.039 Uiso 1 1 calc R . . C16 C 0.5904(5) 0.1116(2) 1.1993(5) 0.0390(13) Uani 1 1 d . . . H16 H 0.5845 0.1242 1.2776 0.047 Uiso 1 1 calc R . . C17 C 0.6299(5) 0.0671(2) 1.1956(5) 0.0393(14) Uani 1 1 d . . . H17 H 0.6526 0.0494 1.2702 0.047 Uiso 1 1 calc R . . C18 C 0.6366(4) 0.04750(17) 1.0778(5) 0.0309(12) Uani 1 1 d . . . C19 C 0.6702(5) 0.00139(18) 1.0621(5) 0.0379(14) Uani 1 1 d . . . H19 H 0.6949 -0.0184 1.1325 0.046 Uiso 1 1 calc R . . C20 C 0.6668(5) -0.01423(17) 0.9451(5) 0.0352(13) Uani 1 1 d . . . H20 H 0.6903 -0.0451 0.9337 0.042 Uiso 1 1 calc R . . C21 C 0.6290(4) 0.01457(16) 0.8409(5) 0.0306(11) Uani 1 1 d . . . H21 H 0.6256 0.0026 0.7598 0.037 Uiso 1 1 calc R . . C22 C 0.6001(4) 0.07500(16) 0.9704(4) 0.0241(10) Uani 1 1 d . . . N2 N 0.2475(4) 0.07382(13) 0.6768(4) 0.0247(9) Uani 1 1 d . . . N1 N 0.5785(4) 0.05114(14) 0.4884(4) 0.0344(10) Uani 1 1 d . . . N3 N 0.8484(4) 0.12097(13) 0.7525(4) 0.0232(8) Uani 1 1 d . . . N4 N 0.4847(3) 0.16168(12) 0.6298(3) 0.0220(8) Uani 1 1 d . . . N5 N 0.5336(3) 0.14289(13) 0.8598(3) 0.0223(8) Uani 1 1 d . . . N6 N 0.5979(4) 0.05788(13) 0.8519(4) 0.0237(8) Uani 1 1 d . . . O1 O 0.5222(3) 0.21796(11) 0.9220(3) 0.0308(8) Uani 1 1 d . . . Mn1 Mn 0.05091(6) 0.09346(2) 0.73288(6) 0.01516(16) Uani 1 1 d . . . C23 C 0.1659(4) 0.17108(14) 0.8852(4) 0.0215(10) Uani 1 1 d . . . C24 C 0.2186(4) 0.18868(15) 1.0061(4) 0.0242(10) Uani 1 1 d . . . H24 H 0.2377 0.1685 1.0758 0.029 Uiso 1 1 calc R . . C25 C 0.2430(5) 0.23484(16) 1.0250(5) 0.0303(11) Uani 1 1 d . . . H25 H 0.2784 0.2466 1.1068 0.036 Uiso 1 1 calc R . . C26 C 0.2149(5) 0.26364(16) 0.9223(5) 0.0335(12) Uani 1 1 d . . . C27 C 0.1653(5) 0.24872(15) 0.8042(5) 0.0290(11) Uani 1 1 d . . . H27 H 0.1483 0.2698 0.7363 0.035 Uiso 1 1 calc R . . C28 C 0.1389(4) 0.20178(15) 0.7818(4) 0.0230(10) Uani 1 1 d . . . C29 C 0.0888(4) 0.18736(15) 0.6541(4) 0.0228(10) Uani 1 1 d . . . H29 H 0.0808 0.2099 0.5904 0.027 Uiso 1 1 calc R . . C30 C 0.0162(5) 0.13326(16) 0.4870(4) 0.0254(10) Uani 1 1 d . . . H30A H 0.0953 0.1210 0.4605 0.031 Uiso 1 1 calc R . . H30B H -0.0172 0.1604 0.4351 0.031 Uiso 1 1 calc R . . C31 C -0.0932(4) 0.09710(15) 0.4697(4) 0.0235(10) Uani 1 1 d . . . H31A H -0.1812 0.1117 0.4663 0.028 Uiso 1 1 calc R . . H31B H -0.0990 0.0804 0.3901 0.028 Uiso 1 1 calc R . . C32 C -0.1195(4) 0.02631(14) 0.5691(4) 0.0184(9) Uani 1 1 d . . . H32 H -0.1779 0.0185 0.4909 0.022 Uiso 1 1 calc R . . C33 C -0.1053(4) -0.00622(14) 0.6696(4) 0.0191(9) Uani 1 1 d . . . C34 C -0.1829(4) -0.04664(15) 0.6473(4) 0.0237(10) Uani 1 1 d . . . H34 H -0.2441 -0.0515 0.5686 0.028 Uiso 1 1 calc R . . C35 C -0.1689(5) -0.07837(15) 0.7395(5) 0.0269(11) Uani 1 1 d . . . C36 C -0.0800(4) -0.07370(15) 0.8544(4) 0.0238(10) Uani 1 1 d . . . H36 H -0.0712 -0.0971 0.9158 0.029 Uiso 1 1 calc R . . C37 C -0.0043(4) -0.03444(14) 0.8787(4) 0.0199(9) Uani 1 1 d . . . H37 H 0.0588 -0.0312 0.9570 0.024 Uiso 1 1 calc R . . C38 C -0.0185(4) 0.00099(14) 0.7897(4) 0.0179(9) Uani 1 1 d . . . N7 N 0.0541(3) 0.14610(12) 0.6200(3) 0.0197(8) Uani 1 1 d . . . N8 N -0.0592(3) 0.06511(12) 0.5768(3) 0.0159(7) Uani 1 1 d . . . O2 O 0.1462(3) 0.12614(10) 0.8738(3) 0.0197(6) Uani 1 1 d . . . O3 O 0.0480(3) 0.03942(10) 0.8233(3) 0.0203(7) Uani 1 1 d . . . F1 F 0.2417(3) 0.30953(9) 0.9438(3) 0.0469(8) Uani 1 1 d . . . F2 F -0.2462(3) -0.11743(9) 0.7182(3) 0.0405(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 Fe1 0.0153(3) 0.0238(3) 0.0235(4) -0.0011(3) 0.0055(3) 0.0009(3) C2 0.023(2) 0.021(2) 0.018(2) -0.0018(18) 0.0025(18) 0.0040(18) C1 0.017(2) 0.027(2) 0.031(3) -0.004(2) 0.008(2) -0.0025(18) C3 0.027(3) 0.019(2) 0.016(2) -0.0022(18) 0.0041(18) 0.0006(18) C4 0.031(3) 0.024(2) 0.018(3) 0.0003(19) 0.007(2) 0.0013(19) C5 0.036(3) 0.029(3) 0.019(3) -0.001(2) 0.002(2) -0.001(2) C6 0.018(2) 0.028(2) 0.021(3) 0.001(2) 0.0037(18) 0.0004(18) C7 0.024(2) 0.031(3) 0.026(3) 0.007(2) 0.002(2) 0.002(2) C8 0.027(3) 0.028(3) 0.030(3) 0.004(2) 0.007(2) 0.002(2) C9 0.043(3) 0.026(3) 0.037(3) 0.001(2) 0.015(2) 0.002(2) C10 0.033(3) 0.028(3) 0.021(3) -0.006(2) 0.006(2) -0.003(2) C11 0.017(2) 0.025(2) 0.026(3) 0.0022(19) 0.0071(19) -0.0009(17) C12 0.013(2) 0.030(2) 0.020(2) -0.0018(19) 0.0036(17) -0.0028(18) C13 0.017(2) 0.031(3) 0.025(3) 0.001(2) 0.0060(19) 0.0043(19) C14 0.018(2) 0.031(3) 0.025(3) 0.007(2) 0.0025(19) -0.0011(19) C15 0.029(3) 0.040(3) 0.027(3) -0.001(2) 0.003(2) -0.009(2) C16 0.040(3) 0.051(3) 0.025(3) -0.002(3) 0.004(2) -0.011(3) C17 0.033(3) 0.052(4) 0.028(3) 0.013(3) -0.003(2) -0.012(3) C18 0.014(2) 0.038(3) 0.037(3) 0.013(2) -0.001(2) -0.005(2) C19 0.018(2) 0.044(3) 0.048(4) 0.026(3) 0.002(2) -0.001(2) C20 0.028(3) 0.030(3) 0.051(4) 0.015(3) 0.017(3) 0.008(2) C21 0.021(2) 0.032(3) 0.041(3) 0.009(2) 0.012(2) 0.005(2) C22 0.011(2) 0.035(3) 0.024(3) 0.006(2) 0.0000(18) -0.0042(18) N2 0.019(2) 0.031(2) 0.023(2) 0.0020(17) 0.0046(16) 0.0038(16) N1 0.033(2) 0.035(2) 0.034(3) -0.010(2) 0.006(2) -0.0005(19) N3 0.018(2) 0.027(2) 0.025(2) -0.0050(17) 0.0062(16) -0.0003(16) N4 0.0182(19) 0.025(2) 0.024(2) -0.0025(16) 0.0062(16) -0.0010(15) N5 0.0162(18) 0.027(2) 0.023(2) 0.0026(17) 0.0044(16) 0.0024(15) N6 0.0174(19) 0.025(2) 0.028(2) 0.0073(17) 0.0045(16) 0.0012(15) O1 0.037(2) 0.0311(18) 0.0250(19) -0.0068(15) 0.0080(15) 0.0011(15) Mn1 0.0137(3) 0.0165(3) 0.0146(3) 0.0022(3) 0.0021(2) -0.0004(3) C23 0.012(2) 0.022(2) 0.031(3) -0.002(2) 0.0070(19) -0.0023(17) C24 0.019(2) 0.027(2) 0.027(3) -0.005(2) 0.0056(19) -0.0046(18) C25 0.027(3) 0.027(3) 0.037(3) -0.008(2) 0.007(2) -0.006(2) C26 0.034(3) 0.019(2) 0.049(4) -0.009(2) 0.013(3) -0.008(2) C27 0.028(3) 0.021(2) 0.040(3) 0.005(2) 0.011(2) -0.0026(19) C28 0.018(2) 0.020(2) 0.032(3) -0.001(2) 0.010(2) -0.0030(17) C29 0.021(2) 0.022(2) 0.025(3) 0.0058(19) 0.0047(19) 0.0016(18) C30 0.028(3) 0.030(3) 0.018(2) 0.006(2) 0.006(2) 0.003(2) C31 0.027(2) 0.026(2) 0.016(2) 0.0048(19) 0.0041(18) 0.0038(19) C32 0.016(2) 0.024(2) 0.015(2) -0.0034(18) 0.0040(17) 0.0041(17) C33 0.019(2) 0.020(2) 0.020(2) -0.0031(18) 0.0075(18) -0.0004(17) C34 0.022(2) 0.025(2) 0.022(2) -0.006(2) 0.0002(19) -0.0027(18) C35 0.034(3) 0.018(2) 0.030(3) -0.006(2) 0.009(2) -0.0075(19) C36 0.030(3) 0.020(2) 0.023(3) 0.0045(19) 0.010(2) 0.0006(18) C37 0.021(2) 0.019(2) 0.020(2) -0.0010(18) 0.0057(18) 0.0012(17) C38 0.014(2) 0.018(2) 0.023(2) -0.0035(18) 0.0067(18) 0.0000(16) N7 0.0178(18) 0.0221(19) 0.019(2) 0.0036(16) 0.0044(15) 0.0017(15) N8 0.0145(17) 0.0218(18) 0.0123(18) 0.0038(14) 0.0047(14) 0.0063(14) O2 0.0196(15) 0.0192(15) 0.0188(16) -0.0009(13) 0.0014(12) -0.0033(12) O3 0.0231(16) 0.0196(16) 0.0157(16) 0.0039(12) -0.0001(13) -0.0050(12) F1 0.058(2) 0.0198(15) 0.061(2) -0.0094(14) 0.0109(17) -0.0119(14) F2 0.0533(19) 0.0264(15) 0.0368(18) -0.0004(13) 0.0007(15) -0.0200(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N5 1.883(4) . ? Fe1 N4 1.951(4) . ? Fe1 C2 1.953(5) . ? Fe1 C3 1.961(5) . ? Fe1 C1 1.964(5) . ? Fe1 N6 1.973(4) . ? C2 N2 1.140(5) . ? C1 N1 1.153(6) . ? C3 N3 1.141(5) . ? C4 N4 1.346(6) . ? C4 C5 1.356(6) . ? C5 C6 1.416(6) . ? C6 C7 1.402(6) . ? C6 C11 1.419(6) . ? C7 C8 1.352(7) . ? C8 C9 1.407(7) . ? C9 C10 1.353(7) . ? C10 C11 1.423(6) . ? C11 C12 1.417(6) . ? C12 N4 1.353(6) . ? C12 C13 1.514(6) . ? C13 O1 1.238(5) . ? C13 N5 1.351(6) . ? C14 C15 1.388(7) . ? C14 N5 1.396(6) . ? C14 C22 1.416(6) . ? C15 C16 1.398(7) . ? C16 C17 1.368(8) . ? C17 C18 1.430(8) . ? C18 C22 1.402(6) . ? C18 C19 1.412(7) . ? C19 C20 1.355(8) . ? C20 C21 1.399(7) . ? C21 N6 1.318(6) . ? C22 N6 1.388(6) . ? N2 Mn1 2.313(4) . ? N3 Mn1 2.281(4) 1_655 ? Mn1 O3 1.870(3) . ? Mn1 O2 1.883(3) . ? Mn1 N7 1.981(4) . ? Mn1 N8 1.995(3) . ? Mn1 N3 2.281(4) 1_455 ? C23 O2 1.331(5) . ? C23 C24 1.406(6) . ? C23 C28 1.421(6) . ? C24 C25 1.379(6) . ? C25 C26 1.382(7) . ? C26 C27 1.348(7) . ? C26 F1 1.379(5) . ? C27 C28 1.409(6) . ? C28 C29 1.437(6) . ? C29 N7 1.288(5) . ? C30 N7 1.467(6) . ? C30 C31 1.519(6) . ? C31 N8 1.478(5) . ? C32 N8 1.285(5) . ? C32 C33 1.438(6) . ? C33 C34 1.412(6) . ? C33 C38 1.420(6) . ? C34 C35 1.355(6) . ? C35 C36 1.377(6) . ? C35 F2 1.378(5) . ? C36 C37 1.376(6) . ? C37 C38 1.408(6) . ? C38 O3 1.321(5) . ? 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 N5 Fe1 N4 82.01(16) . . ? N5 Fe1 C2 95.22(17) . . ? N4 Fe1 C2 89.72(16) . . ? N5 Fe1 C3 93.69(16) . . ? N4 Fe1 C3 93.95(16) . . ? C2 Fe1 C3 170.76(18) . . ? N5 Fe1 C1 176.11(17) . . ? N4 Fe1 C1 96.02(18) . . ? C2 Fe1 C1 88.11(18) . . ? C3 Fe1 C1 83.08(18) . . ? N5 Fe1 N6 83.86(16) . . ? N4 Fe1 N6 165.85(16) . . ? C2 Fe1 N6 90.85(17) . . ? C3 Fe1 N6 87.66(16) . . ? C1 Fe1 N6 98.13(18) . . ? N2 C2 Fe1 176.5(4) . . ? N1 C1 Fe1 174.7(4) . . ? N3 C3 Fe1 173.5(4) . . ? N4 C4 C5 123.0(4) . . ? C4 C5 C6 120.2(4) . . ? C7 C6 C5 123.2(4) . . ? C7 C6 C11 119.5(4) . . ? C5 C6 C11 117.3(4) . . ? C8 C7 C6 120.9(5) . . ? C7 C8 C9 120.0(4) . . ? C10 C9 C8 121.2(5) . . ? C9 C10 C11 120.1(5) . . ? C12 C11 C6 118.7(4) . . ? C12 C11 C10 123.0(4) . . ? C6 C11 C10 118.3(4) . . ? N4 C12 C11 121.3(4) . . ? N4 C12 C13 112.6(4) . . ? C11 C12 C13 126.1(4) . . ? O1 C13 N5 126.2(4) . . ? O1 C13 C12 122.9(4) . . ? N5 C13 C12 110.8(4) . . ? C15 C14 N5 128.8(4) . . ? C15 C14 C22 118.4(4) . . ? N5 C14 C22 112.8(4) . . ? C14 C15 C16 119.7(5) . . ? C17 C16 C15 122.8(5) . . ? C16 C17 C18 119.1(5) . . ? C22 C18 C19 118.0(5) . . ? C22 C18 C17 118.0(5) . . ? C19 C18 C17 123.9(5) . . ? C20 C19 C18 119.0(5) . . ? C19 C20 C21 120.8(5) . . ? N6 C21 C20 122.0(5) . . ? N6 C22 C18 121.5(4) . . ? N6 C22 C14 116.5(4) . . ? C18 C22 C14 122.0(5) . . ? C2 N2 Mn1 141.6(3) . . ? C3 N3 Mn1 151.4(3) . 1_655 ? C4 N4 C12 119.4(4) . . ? C4 N4 Fe1 125.4(3) . . ? C12 N4 Fe1 115.2(3) . . ? C13 N5 C14 125.4(4) . . ? C13 N5 Fe1 118.3(3) . . ? C14 N5 Fe1 115.7(3) . . ? C21 N6 C22 118.7(4) . . ? C21 N6 Fe1 130.2(3) . . ? C22 N6 Fe1 111.0(3) . . ? O3 Mn1 O2 93.61(13) . . ? O3 Mn1 N7 173.32(14) . . ? O2 Mn1 N7 92.15(14) . . ? O3 Mn1 N8 91.61(13) . . ? O2 Mn1 N8 173.91(13) . . ? N7 Mn1 N8 82.84(14) . . ? O3 Mn1 N3 96.84(13) . 1_455 ? O2 Mn1 N3 92.84(13) . 1_455 ? N7 Mn1 N3 86.24(14) . 1_455 ? N8 Mn1 N3 83.42(13) . 1_455 ? O3 Mn1 N2 93.18(13) . . ? O2 Mn1 N2 91.72(13) . . ? N7 Mn1 N2 83.25(14) . . ? N8 Mn1 N2 91.12(13) . . ? N3 Mn1 N2 168.69(14) 1_455 . ? O2 C23 C24 117.7(4) . . ? O2 C23 C28 123.5(4) . . ? C24 C23 C28 118.7(4) . . ? C25 C24 C23 121.0(5) . . ? C24 C25 C26 118.6(5) . . ? C27 C26 F1 119.6(5) . . ? C27 C26 C25 123.0(4) . . ? F1 C26 C25 117.3(5) . . ? C26 C27 C28 119.7(5) . . ? C27 C28 C23 118.9(4) . . ? C27 C28 C29 117.7(4) . . ? C23 C28 C29 123.4(4) . . ? N7 C29 C28 124.7(4) . . ? N7 C30 C31 108.5(4) . . ? N8 C31 C30 108.2(3) . . ? N8 C32 C33 125.0(4) . . ? C34 C33 C38 119.2(4) . . ? C34 C33 C32 118.0(4) . . ? C38 C33 C32 122.8(4) . . ? C35 C34 C33 119.1(4) . . ? C34 C35 C36 123.1(4) . . ? C34 C35 F2 119.1(4) . . ? C36 C35 F2 117.8(4) . . ? C37 C36 C35 118.7(4) . . ? C36 C37 C38 121.2(4) . . ? O3 C38 C37 118.0(4) . . ? O3 C38 C33 123.7(4) . . ? C37 C38 C33 118.3(4) . . ? C29 N7 C30 121.3(4) . . ? C29 N7 Mn1 126.2(3) . . ? C30 N7 Mn1 112.5(3) . . ? C32 N8 C31 119.2(4) . . ? C32 N8 Mn1 126.1(3) . . ? C31 N8 Mn1 113.5(3) . . ? C23 O2 Mn1 128.0(3) . . ? C38 O3 Mn1 130.0(3) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 2.446 _refine_diff_density_min -0.962 _refine_diff_density_rms 0.105 data_p2(1)n _database_code_depnum_ccdc_archive 'CCDC 773411' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H31 F2 Fe Mn N8 O5.50' _chemical_formula_weight 848.51 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.8536(15) _cell_length_b 19.518(4) _cell_length_c 20.676(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.255(5) _cell_angle_gamma 90.00 _cell_volume 3567.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2068 _cell_measurement_theta_min 2.308 _cell_measurement_theta_max 28.238 _exptl_crystal_description rod _exptl_crystal_colour brown _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 0.832 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9025 _exptl_absorpt_correction_T_max 0.9755 _exptl_absorpt_process_details SADABS _exptl_special_details ; Through the ADDSYM routine on WingX, the space group P21n is the alternative setting of standard setting P21/c. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28572 _diffrn_reflns_av_R_equivalents 0.3364 _diffrn_reflns_av_sigmaI/netI 0.4173 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 28.20 _reflns_number_total 8266 _reflns_number_gt 2552 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEXll' _computing_cell_refinement 'Bruker SMART APEXll' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The low quality data (R(obs) > 0.1) may be due to the poor quality of a crystal we used although we selected the best crystals we had. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1524P)^2^+15.8326P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8266 _refine_ls_number_parameters 509 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3532 _refine_ls_R_factor_gt 0.1509 _refine_ls_wR_factor_ref 0.4126 _refine_ls_wR_factor_gt 0.3214 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.7450(2) 0.58365(10) 0.19533(10) 0.0288(6) Uani 1 1 d . . . C3 C 0.8416(14) 0.6710(8) 0.2166(7) 0.030(3) Uani 1 1 d . . . C1 C 0.8229(15) 0.5513(7) 0.2812(8) 0.029(3) Uiso 1 1 d . . . C2 C 0.6655(14) 0.4908(7) 0.1862(6) 0.023(3) Uani 1 1 d . . . C4 C 1.0487(15) 0.5306(7) 0.1752(7) 0.030(3) Uani 1 1 d . . . H4 H 1.0507 0.5170 0.2183 0.036 Uiso 1 1 calc R . . C5 C 1.1747(17) 0.5202(8) 0.1414(8) 0.041(4) Uani 1 1 d . . . H5 H 1.2587 0.4983 0.1610 0.049 Uiso 1 1 calc R . . C6 C 1.1771(16) 0.5426(7) 0.0769(8) 0.036(4) Uani 1 1 d . . . C7 C 1.3037(18) 0.5343(8) 0.0391(10) 0.052(5) Uani 1 1 d . . . H7 H 1.3882 0.5113 0.0569 0.062 Uiso 1 1 calc R . . C8 C 1.3060(19) 0.5587(8) -0.0221(9) 0.050(5) Uani 1 1 d . . . H8 H 1.3930 0.5549 -0.0450 0.060 Uiso 1 1 calc R . . C9 C 1.1784(18) 0.5891(8) -0.0502(9) 0.052(5) Uani 1 1 d . . . H9 H 1.1806 0.6048 -0.0926 0.062 Uiso 1 1 calc R . . C10 C 1.0499(19) 0.5971(7) -0.0186(8) 0.045(4) Uani 1 1 d . . . H10 H 0.9656 0.6178 -0.0392 0.053 Uiso 1 1 calc R . . C11 C 1.0451(16) 0.5730(7) 0.0480(8) 0.038(4) Uani 1 1 d . . . C12 C 0.9163(16) 0.5810(7) 0.0873(8) 0.038(4) Uani 1 1 d . . . C13 C 0.7694(16) 0.6164(7) 0.0643(8) 0.031(3) Uani 1 1 d . . . C14 C 0.5413(14) 0.6567(7) 0.1154(7) 0.031(4) Uani 1 1 d . . . C15 C 0.4674(17) 0.6920(8) 0.0641(7) 0.037(4) Uani 1 1 d . . . H15 H 0.5084 0.6932 0.0236 0.044 Uiso 1 1 calc R . . C16 C 0.3288(18) 0.7262(7) 0.0743(8) 0.042(4) Uani 1 1 d . . . H16 H 0.2797 0.7493 0.0398 0.050 Uiso 1 1 calc R . . C17 C 0.2657(18) 0.7262(7) 0.1328(9) 0.044(4) Uani 1 1 d . . . H17 H 0.1767 0.7503 0.1383 0.053 Uiso 1 1 calc R . . C18 C 0.3355(15) 0.6897(8) 0.1848(7) 0.034(4) Uani 1 1 d . . . C19 C 0.2761(15) 0.6837(8) 0.2473(8) 0.043(4) Uani 1 1 d . . . H19 H 0.1869 0.7061 0.2561 0.052 Uiso 1 1 calc R . . C20 C 0.3517(17) 0.6442(8) 0.2954(9) 0.046(4) Uani 1 1 d . . . H20 H 0.3112 0.6379 0.3355 0.055 Uiso 1 1 calc R . . C21 C 0.4909(15) 0.6143(7) 0.2814(8) 0.036(4) Uani 1 1 d . . . H21 H 0.5440 0.5902 0.3142 0.044 Uiso 1 1 calc R . . C22 C 0.4732(14) 0.6548(6) 0.1749(7) 0.030(3) Uani 1 1 d . . . N3 N 0.8912(13) 0.7253(6) 0.2217(6) 0.035(3) Uani 1 1 d . . . N1 N 0.8686(13) 0.5303(6) 0.3295(6) 0.039(3) Uani 1 1 d . . . N2 N 0.6228(13) 0.4347(6) 0.1862(6) 0.035(3) Uani 1 1 d . . . N4 N 0.9219(12) 0.5596(5) 0.1488(6) 0.027(3) Uani 1 1 d . . . N5 N 0.6768(12) 0.6191(5) 0.1146(6) 0.029(3) Uani 1 1 d . . . N6 N 0.5507(11) 0.6186(5) 0.2238(6) 0.024(3) Uani 1 1 d . . . O1 O 0.7423(11) 0.6383(5) 0.0104(5) 0.043(3) Uani 1 1 d . . . Mn1 Mn 0.8962(2) 0.82923(10) 0.26909(12) 0.0329(6) Uani 1 1 d . . . C23 C 1.0899(15) 0.9061(7) 0.1885(7) 0.034(4) Uani 1 1 d . . . C24 C 1.2365(15) 0.9370(8) 0.1843(7) 0.036(4) Uani 1 1 d . . . H24 H 1.3159 0.9237 0.2130 0.043 Uiso 1 1 calc R . . C25 C 1.2597(16) 0.9851(8) 0.1392(8) 0.039(4) Uani 1 1 d . . . H25 H 1.3555 1.0041 0.1365 0.046 Uiso 1 1 calc R . . C26 C 1.1441(16) 1.0063(8) 0.0973(8) 0.036(4) Uani 1 1 d . . . C27 C 1.0028(17) 0.9792(8) 0.1005(8) 0.040(4) Uani 1 1 d . . . H27 H 0.9255 0.9943 0.0717 0.048 Uiso 1 1 calc R . . C28 C 0.9724(14) 0.9295(7) 0.1461(8) 0.033(4) Uani 1 1 d . . . C29 C 0.8206(15) 0.9041(7) 0.1494(8) 0.036(4) Uani 1 1 d . . . H29 H 0.7504 0.9180 0.1169 0.043 Uiso 1 1 calc R . . C30 C 0.6144(14) 0.8409(8) 0.1910(8) 0.041(4) Uani 1 1 d . . . H30A H 0.6054 0.7952 0.1727 0.049 Uiso 1 1 calc R . . H30B H 0.5501 0.8717 0.1648 0.049 Uiso 1 1 calc R . . C31 C 0.5696(14) 0.8410(7) 0.2599(8) 0.037(4) Uani 1 1 d . . . H31A H 0.5577 0.8877 0.2750 0.045 Uiso 1 1 calc R . . H31B H 0.4743 0.8171 0.2633 0.045 Uiso 1 1 calc R . . C32 C 0.6628(18) 0.7641(8) 0.3445(8) 0.043(4) Uani 1 1 d . . . H32 H 0.5628 0.7581 0.3548 0.052 Uiso 1 1 calc R . . C33 C 0.7743(18) 0.7258(8) 0.3803(8) 0.043(4) Uani 1 1 d . . . C34 C 0.7271(19) 0.6719(9) 0.4215(8) 0.048(4) Uani 1 1 d . . . H34 H 0.6244 0.6644 0.4256 0.057 Uiso 1 1 calc R . . C35 C 0.826(2) 0.6331(9) 0.4536(8) 0.052(5) Uani 1 1 d . . . C36 C 0.978(2) 0.6431(9) 0.4537(8) 0.056(5) Uani 1 1 d . . . H36 H 1.0439 0.6155 0.4788 0.067 Uiso 1 1 calc R . . C37 C 1.0342(19) 0.6958(8) 0.4154(8) 0.044(4) Uani 1 1 d . . . H37 H 1.1379 0.7027 0.4140 0.052 Uiso 1 1 calc R . . C38 C 0.9316(18) 0.7382(8) 0.3787(8) 0.041(4) Uani 1 1 d . . . N7 N 0.7731(12) 0.8642(6) 0.1926(6) 0.034(3) Uani 1 1 d . . . N8 N 0.6887(13) 0.8066(5) 0.2986(6) 0.034(3) Uani 1 1 d . . . O2 O 1.0792(9) 0.8561(5) 0.2340(5) 0.032(2) Uani 1 1 d . . . O3 O 0.9889(10) 0.7890(5) 0.3450(5) 0.036(3) Uani 1 1 d . . . F1 F 1.1694(9) 1.0548(4) 0.0516(4) 0.048(2) Uani 1 1 d . . . F2 F 0.7761(13) 0.5798(6) 0.4912(5) 0.088(4) Uani 1 1 d . . . O4 O 0.590(5) 0.973(3) 0.052(2) 0.20(2) Uani 0.50 1 d P . . O5 O 0.2132(14) 0.3389(7) 0.1286(8) 0.088(5) Uani 1 1 d . . . C39 C 0.107(3) 0.2117(13) -0.0265(12) 0.104(9) Uani 1 1 d . . . O6 O 0.1002(16) 0.2292(7) 0.0429(10) 0.104(6) 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 Fe1 0.0373(11) 0.0220(10) 0.0272(14) 0.0024(9) 0.0047(9) -0.0004(8) C3 0.024(7) 0.038(9) 0.028(10) 0.003(7) 0.010(6) 0.004(6) C2 0.037(7) 0.022(7) 0.013(8) 0.002(6) 0.010(6) 0.012(6) C4 0.042(8) 0.040(9) 0.007(9) 0.007(6) 0.003(7) -0.009(6) C5 0.046(9) 0.049(10) 0.026(11) -0.004(8) -0.007(8) -0.008(7) C6 0.037(8) 0.035(9) 0.035(11) -0.018(7) 0.009(8) -0.008(6) C7 0.048(10) 0.051(11) 0.057(14) -0.015(10) 0.008(10) 0.020(8) C8 0.055(11) 0.050(11) 0.049(13) -0.015(9) 0.033(10) 0.000(8) C9 0.056(10) 0.045(10) 0.057(13) -0.015(9) 0.026(10) 0.003(8) C10 0.071(11) 0.024(8) 0.040(12) 0.001(7) 0.018(9) -0.003(7) C11 0.038(8) 0.038(9) 0.039(11) -0.013(8) 0.005(8) -0.011(7) C12 0.040(8) 0.022(7) 0.053(12) -0.013(8) 0.004(8) -0.009(6) C13 0.042(8) 0.029(8) 0.023(10) -0.005(7) 0.005(8) -0.010(6) C14 0.022(7) 0.044(9) 0.028(10) -0.006(7) -0.004(7) -0.003(6) C15 0.057(10) 0.048(10) 0.005(9) -0.007(7) 0.003(7) -0.007(7) C16 0.054(10) 0.028(8) 0.042(12) 0.002(8) -0.001(9) -0.006(7) C17 0.053(9) 0.025(8) 0.054(13) 0.001(8) -0.002(9) 0.015(7) C18 0.034(8) 0.047(9) 0.022(10) -0.006(7) 0.009(7) 0.005(6) C19 0.024(7) 0.052(11) 0.053(13) -0.011(9) 0.006(8) -0.002(7) C20 0.047(9) 0.038(9) 0.054(13) -0.001(9) 0.018(9) -0.004(7) C21 0.035(8) 0.043(9) 0.032(11) 0.009(7) 0.007(7) 0.005(7) C22 0.026(7) 0.025(8) 0.038(11) -0.003(7) 0.005(7) 0.003(5) N3 0.039(7) 0.034(7) 0.035(9) 0.001(6) 0.009(6) -0.001(6) N1 0.033(7) 0.053(8) 0.031(9) -0.003(7) -0.003(6) 0.009(6) N2 0.046(7) 0.029(7) 0.032(8) -0.002(6) 0.009(6) 0.013(5) N4 0.043(7) 0.021(6) 0.014(7) 0.002(5) -0.011(6) -0.010(5) N5 0.030(6) 0.023(6) 0.032(8) 0.004(5) 0.000(6) 0.007(5) N6 0.022(5) 0.021(6) 0.031(8) 0.004(5) 0.010(5) 0.005(4) O1 0.051(6) 0.055(7) 0.023(7) 0.005(5) 0.005(5) 0.009(5) Mn1 0.0307(11) 0.0230(11) 0.0455(17) -0.0029(11) 0.0062(10) -0.0004(9) C23 0.037(8) 0.035(9) 0.033(10) -0.004(7) 0.016(7) -0.004(6) C24 0.029(7) 0.048(10) 0.029(10) -0.006(8) -0.003(7) 0.001(6) C25 0.037(8) 0.042(9) 0.038(11) -0.002(8) 0.011(8) -0.008(7) C26 0.042(9) 0.043(9) 0.024(10) 0.001(7) 0.014(7) -0.003(7) C27 0.050(9) 0.041(9) 0.030(11) -0.002(8) 0.015(8) -0.005(7) C28 0.029(7) 0.026(8) 0.044(11) -0.014(7) 0.000(7) 0.002(6) C29 0.030(7) 0.038(9) 0.040(11) -0.010(8) 0.005(7) 0.003(6) C30 0.023(7) 0.043(10) 0.055(13) -0.008(8) -0.004(7) 0.004(6) C31 0.023(7) 0.027(8) 0.062(13) -0.001(8) 0.004(7) 0.001(6) C32 0.050(9) 0.033(9) 0.051(12) -0.022(8) 0.031(9) -0.021(7) C33 0.060(11) 0.038(9) 0.032(11) 0.001(8) 0.016(9) -0.001(8) C34 0.051(10) 0.068(12) 0.025(11) -0.017(9) 0.010(8) -0.010(9) C35 0.066(12) 0.061(12) 0.028(12) 0.013(9) -0.006(9) -0.026(9) C36 0.068(12) 0.058(12) 0.041(13) 0.001(9) -0.009(9) -0.013(9) C37 0.056(10) 0.047(10) 0.028(11) -0.012(8) 0.005(8) -0.006(8) C38 0.053(10) 0.036(9) 0.033(11) -0.013(8) 0.002(8) -0.012(7) N7 0.029(6) 0.027(7) 0.046(9) -0.013(6) -0.001(6) 0.007(5) N8 0.043(7) 0.014(6) 0.047(9) -0.009(6) 0.012(6) -0.005(5) O2 0.023(5) 0.041(6) 0.034(7) 0.000(5) 0.009(4) 0.002(4) O3 0.037(5) 0.028(5) 0.045(7) 0.011(5) 0.006(5) 0.006(4) F1 0.049(5) 0.055(6) 0.039(6) 0.007(5) 0.009(4) -0.008(4) F2 0.108(9) 0.105(9) 0.050(8) 0.037(7) -0.006(6) -0.045(7) O4 0.18(4) 0.26(6) 0.16(4) -0.09(4) -0.01(3) -0.04(4) O5 0.060(8) 0.083(10) 0.119(13) 0.021(9) -0.023(8) 0.016(7) C39 0.16(3) 0.086(18) 0.065(19) 0.012(15) 0.023(17) 0.017(16) O6 0.078(10) 0.065(10) 0.169(19) -0.022(11) 0.013(11) 0.007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N5 1.875(11) . ? Fe1 N4 1.941(12) . ? Fe1 C3 1.946(15) . ? Fe1 C2 1.949(14) . ? Fe1 C1 1.971(16) . ? Fe1 N6 1.972(10) . ? C3 N3 1.150(16) . ? C1 N1 1.134(16) . ? C2 N2 1.159(16) . ? C4 N4 1.345(16) . ? C4 C5 1.36(2) . ? C5 C6 1.40(2) . ? C6 C7 1.41(2) . ? C6 C11 1.41(2) . ? C7 C8 1.35(2) . ? C8 C9 1.37(2) . ? C9 C10 1.35(2) . ? C10 C11 1.46(2) . ? C11 C12 1.45(2) . ? C12 N4 1.337(18) . ? C12 C13 1.52(2) . ? C13 O1 1.204(16) . ? C13 N5 1.361(18) . ? C14 C15 1.396(19) . ? C14 C22 1.40(2) . ? C14 N5 1.408(16) . ? C15 C16 1.42(2) . ? C16 C17 1.36(2) . ? C17 C18 1.40(2) . ? C18 C22 1.421(18) . ? C18 C19 1.43(2) . ? C19 C20 1.40(2) . ? C20 C21 1.408(19) . ? C21 N6 1.333(17) . ? C22 N6 1.383(16) . ? N3 Mn1 2.252(12) . ? N2 Mn1 2.266(12) 2_645 ? Mn1 O2 1.888(9) . ? Mn1 O3 1.900(10) . ? Mn1 N7 1.990(12) . ? Mn1 N8 2.017(12) . ? Mn1 N2 2.266(12) 2_655 ? C23 O2 1.361(16) . ? C23 C28 1.400(19) . ? C23 C24 1.438(18) . ? C24 C25 1.35(2) . ? C25 C26 1.37(2) . ? C26 C27 1.362(19) . ? C26 F1 1.365(16) . ? C27 C28 1.39(2) . ? C28 C29 1.438(18) . ? C29 N7 1.274(18) . ? C30 N7 1.475(16) . ? C30 C31 1.50(2) . ? C31 N8 1.452(17) . ? C32 N8 1.291(19) . ? C32 C33 1.41(2) . ? C33 C38 1.42(2) . ? C33 C34 1.43(2) . ? C34 C35 1.31(2) . ? C35 C36 1.36(2) . ? C35 F2 1.386(18) . ? C36 C37 1.41(2) . ? C37 C38 1.42(2) . ? C38 O3 1.328(17) . ? C39 O6 1.48(3) . ? 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 N5 Fe1 N4 82.9(5) . . ? N5 Fe1 C3 89.6(5) . . ? N4 Fe1 C3 88.1(5) . . ? N5 Fe1 C2 99.2(5) . . ? N4 Fe1 C2 91.4(5) . . ? C3 Fe1 C2 171.1(6) . . ? N5 Fe1 C1 176.8(5) . . ? N4 Fe1 C1 96.7(5) . . ? C3 Fe1 C1 87.2(6) . . ? C2 Fe1 C1 84.0(6) . . ? N5 Fe1 N6 84.0(5) . . ? N4 Fe1 N6 166.9(5) . . ? C3 Fe1 N6 90.5(5) . . ? C2 Fe1 N6 92.0(5) . . ? C1 Fe1 N6 96.2(5) . . ? N3 C3 Fe1 171.5(13) . . ? N1 C1 Fe1 177.4(13) . . ? N2 C2 Fe1 174.1(12) . . ? N4 C4 C5 122.9(14) . . ? C4 C5 C6 119.8(14) . . ? C5 C6 C7 123.0(15) . . ? C5 C6 C11 118.4(14) . . ? C7 C6 C11 118.5(16) . . ? C8 C7 C6 122.1(16) . . ? C7 C8 C9 119.4(15) . . ? C10 C9 C8 122.7(18) . . ? C9 C10 C11 119.2(16) . . ? C6 C11 C12 117.8(15) . . ? C6 C11 C10 117.9(14) . . ? C12 C11 C10 124.2(15) . . ? N4 C12 C11 120.9(14) . . ? N4 C12 C13 115.1(13) . . ? C11 C12 C13 124.0(15) . . ? O1 C13 N5 126.6(13) . . ? O1 C13 C12 124.8(14) . . ? N5 C13 C12 108.6(13) . . ? C15 C14 C22 118.3(13) . . ? C15 C14 N5 127.7(14) . . ? C22 C14 N5 113.9(13) . . ? C14 C15 C16 119.3(14) . . ? C17 C16 C15 122.2(15) . . ? C16 C17 C18 119.7(14) . . ? C17 C18 C22 118.5(14) . . ? C17 C18 C19 124.5(14) . . ? C22 C18 C19 117.0(14) . . ? C20 C19 C18 120.2(14) . . ? C19 C20 C21 118.1(15) . . ? N6 C21 C20 123.6(14) . . ? N6 C22 C14 115.8(11) . . ? N6 C22 C18 122.2(13) . . ? C14 C22 C18 121.9(13) . . ? C3 N3 Mn1 150.3(11) . . ? C2 N2 Mn1 152.9(11) . 2_645 ? C12 N4 C4 120.1(12) . . ? C12 N4 Fe1 114.1(9) . . ? C4 N4 Fe1 125.5(10) . . ? C13 N5 C14 125.4(12) . . ? C13 N5 Fe1 119.3(9) . . ? C14 N5 Fe1 114.5(10) . . ? C21 N6 C22 118.7(11) . . ? C21 N6 Fe1 130.0(9) . . ? C22 N6 Fe1 111.3(9) . . ? O2 Mn1 O3 95.3(4) . . ? O2 Mn1 N7 92.4(5) . . ? O3 Mn1 N7 171.9(5) . . ? O2 Mn1 N8 173.6(5) . . ? O3 Mn1 N8 91.0(5) . . ? N7 Mn1 N8 81.3(5) . . ? O2 Mn1 N3 94.5(4) . . ? O3 Mn1 N3 89.1(4) . . ? N7 Mn1 N3 88.1(4) . . ? N8 Mn1 N3 86.5(4) . . ? O2 Mn1 N2 89.4(4) . 2_655 ? O3 Mn1 N2 94.4(4) . 2_655 ? N7 Mn1 N2 87.9(4) . 2_655 ? N8 Mn1 N2 89.2(4) . 2_655 ? N3 Mn1 N2 174.5(4) . 2_655 ? O2 C23 C28 126.1(12) . . ? O2 C23 C24 116.1(13) . . ? C28 C23 C24 117.8(14) . . ? C25 C24 C23 120.5(14) . . ? C24 C25 C26 120.7(14) . . ? C27 C26 F1 119.3(14) . . ? C27 C26 C25 120.6(15) . . ? F1 C26 C25 120.1(13) . . ? C26 C27 C28 121.2(15) . . ? C27 C28 C23 119.2(13) . . ? C27 C28 C29 119.4(14) . . ? C23 C28 C29 121.4(14) . . ? N7 C29 C28 126.2(15) . . ? N7 C30 C31 106.3(12) . . ? N8 C31 C30 107.5(11) . . ? N8 C32 C33 125.2(14) . . ? C32 C33 C38 123.8(15) . . ? C32 C33 C34 118.7(15) . . ? C38 C33 C34 117.4(15) . . ? C35 C34 C33 121.1(16) . . ? C34 C35 C36 123.5(17) . . ? C34 C35 F2 119.4(16) . . ? C36 C35 F2 117.1(16) . . ? C35 C36 C37 119.1(17) . . ? C36 C37 C38 119.5(16) . . ? O3 C38 C33 123.0(15) . . ? O3 C38 C37 117.6(14) . . ? C33 C38 C37 119.3(15) . . ? C29 N7 C30 121.6(13) . . ? C29 N7 Mn1 125.4(10) . . ? C30 N7 Mn1 113.0(10) . . ? C32 N8 C31 123.3(13) . . ? C32 N8 Mn1 124.5(11) . . ? C31 N8 Mn1 112.1(9) . . ? C23 O2 Mn1 124.0(8) . . ? C38 O3 Mn1 125.6(9) . . ? _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 28.20 _diffrn_measured_fraction_theta_full 0.940 _refine_diff_density_max 0.691 _refine_diff_density_min -0.880 _refine_diff_density_rms 0.163 # Attachment '- cif-complex2.cif' data_complex2 _database_code_depnum_ccdc_archive 'CCDC 806912' #TrackingRef '- cif-complex2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H26 Fe Mn N8 O3' _chemical_formula_weight 753.46 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' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.7480(10) _cell_length_b 26.287(3) _cell_length_c 12.9290(13) _cell_angle_alpha 90.00 _cell_angle_beta 107.837(15) _cell_angle_gamma 90.00 _cell_volume 3477.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 16435 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 28.5 _exptl_crystal_description rod _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.00 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1540 _exptl_absorpt_coefficient_mu 0.830 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8515 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_process_details HKL2000-Scalepack _exptl_special_details ; The diffraction data were measured with synchrotron radiation on a 6B MX-I ADSC Quantum-210 detector with a silicon (111) double-crystal monochromator at the Pohang Accelerator Laboratory, Korea. The installed detector was set only for phi scans, which provides low data completeness. ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.75000 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'bending magnet beamline' _diffrn_radiation_monochromator 'Si(111) double crystal monochromator' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14536 _diffrn_reflns_av_R_equivalents 0.0716 _diffrn_reflns_av_sigmaI/netI 0.0648 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 31.08 _reflns_number_total 6726 _reflns_number_gt 5187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ADSC Quantum-210 ADX Program' _computing_cell_refinement HKL2000 _computing_data_reduction HKL2000 _computing_structure_solution SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1462P)^2^+0.4940P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6726 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0857 _refine_ls_R_factor_gt 0.0701 _refine_ls_wR_factor_ref 0.2141 _refine_ls_wR_factor_gt 0.1982 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.55679(4) 0.170241(18) 0.03968(4) 0.03559(18) Uani 1 1 d . . . C2 C 0.7380(3) 0.16507(12) 0.0389(3) 0.0365(7) Uani 1 1 d . . . C1 C 0.6126(4) 0.12189(14) 0.1598(3) 0.0439(8) Uani 1 1 d . . . C3 C 0.3869(4) 0.16902(13) 0.0650(3) 0.0396(8) Uani 1 1 d . . . C22 C 0.6719(3) 0.23670(15) 0.2300(3) 0.0425(8) Uani 1 1 d . . . H4 H 0.6883 0.2071 0.2713 0.051 Uiso 1 1 calc R . . C21 C 0.7140(4) 0.28236(15) 0.2794(3) 0.0464(9) Uani 1 1 d . . . H5 H 0.7608 0.2831 0.3529 0.056 Uiso 1 1 calc R . . C20 C 0.6874(4) 0.32784(14) 0.2204(3) 0.0447(9) Uani 1 1 d . . . C19 C 0.7277(4) 0.37576(17) 0.2667(4) 0.0569(10) Uani 1 1 d . . . H7 H 0.7769 0.3778 0.3396 0.068 Uiso 1 1 calc R . . C18 C 0.6960(5) 0.41959(18) 0.2067(4) 0.0626(11) Uani 1 1 d . . . H8 H 0.7225 0.4510 0.2393 0.075 Uiso 1 1 calc R . . C17 C 0.6226(5) 0.41709(19) 0.0946(4) 0.0684(12) Uani 1 1 d . . . H9 H 0.5996 0.4469 0.0545 0.082 Uiso 1 1 calc R . . C16 C 0.5858(5) 0.37084(16) 0.0456(4) 0.0564(10) Uani 1 1 d . . . H10 H 0.5408 0.3693 -0.0283 0.068 Uiso 1 1 calc R . . C15 C 0.6165(4) 0.32514(14) 0.1076(3) 0.0453(9) Uani 1 1 d . . . C14 C 0.5800(3) 0.27613(14) 0.0623(3) 0.0423(8) Uani 1 1 d . . . C13 C 0.5094(3) 0.26713(14) -0.0558(3) 0.0423(8) Uani 1 1 d . . . C11 C 0.4301(3) 0.19535(13) -0.1769(3) 0.0389(7) Uani 1 1 d . . . C10 C 0.3687(3) 0.21979(15) -0.2737(3) 0.0478(9) Uani 1 1 d . . . H15 H 0.3647 0.2551 -0.2768 0.057 Uiso 1 1 calc R . . C9 C 0.3112(4) 0.18985(18) -0.3696(4) 0.0530(10) Uani 1 1 d . . . H16 H 0.2723 0.2065 -0.4350 0.064 Uiso 1 1 calc R . . C8 C 0.3114(4) 0.13733(16) -0.3684(3) 0.0474(9) Uani 1 1 d . . . H17 H 0.2705 0.1190 -0.4312 0.057 Uiso 1 1 calc R . . C7 C 0.3751(3) 0.11182(15) -0.2697(3) 0.0433(8) Uani 1 1 d . . . C6 C 0.3878(4) 0.05823(14) -0.2594(3) 0.0468(8) Uani 1 1 d . . . H19 H 0.3522 0.0375 -0.3194 0.056 Uiso 1 1 calc R . . C5 C 0.4525(4) 0.03715(15) -0.1610(3) 0.0476(9) Uani 1 1 d . . . H20 H 0.4624 0.0020 -0.1542 0.057 Uiso 1 1 calc R . . C4 C 0.5040(4) 0.06843(14) -0.0703(3) 0.0415(8) Uani 1 1 d . . . H21 H 0.5462 0.0535 -0.0036 0.050 Uiso 1 1 calc R . . N2 N 0.8472(3) 0.16228(11) 0.0442(3) 0.0404(7) Uani 1 1 d . . . N1 N 0.6484(4) 0.09283(13) 0.2290(3) 0.0546(8) Uani 1 1 d . . . N6 N 0.6067(3) 0.23383(12) 0.1221(3) 0.0401(7) Uani 1 1 d . . . N5 N 0.4961(3) 0.21614(11) -0.0761(2) 0.0389(6) Uani 1 1 d . . . N4 N 0.4946(3) 0.11906(11) -0.0765(2) 0.0372(6) Uani 1 1 d . . . O1 O 0.4681(3) 0.30152(11) -0.1249(2) 0.0554(7) Uani 1 1 d . . . Mn1 Mn 1.06539(5) 0.16580(2) 0.05294(4) 0.03561(19) Uani 1 1 d . . . C12 C 0.4318(3) 0.14094(13) -0.1749(3) 0.0377(7) Uani 1 1 d . . . C23 C 0.9908(3) 0.27117(13) 0.0099(3) 0.0383(7) Uani 1 1 d . . . C24 C 0.9344(3) 0.30855(14) -0.0677(3) 0.0437(8) Uani 1 1 d . . . H24 H 0.9227 0.3020 -0.1407 0.052 Uiso 1 1 calc R . . C25 C 0.8957(4) 0.35502(15) -0.0373(3) 0.0465(8) Uani 1 1 d . . . H25 H 0.8569 0.3790 -0.0901 0.056 Uiso 1 1 calc R . . C26 C 0.9144(4) 0.36614(15) 0.0724(3) 0.0495(9) Uani 1 1 d . . . H26 H 0.8900 0.3977 0.0924 0.059 Uiso 1 1 calc R . . C27 C 0.9693(4) 0.33020(14) 0.1501(3) 0.0456(9) Uani 1 1 d . . . H27 H 0.9812 0.3375 0.2229 0.055 Uiso 1 1 calc R . . C28 C 1.0075(3) 0.28260(14) 0.1211(3) 0.0410(8) Uani 1 1 d . . . C29 C 1.0642(3) 0.24736(14) 0.2081(3) 0.0418(8) Uani 1 1 d . . . H29 H 1.0780 0.2588 0.2788 0.050 Uiso 1 1 calc R . . C30 C 1.1567(4) 0.16852(14) 0.2893(3) 0.0470(9) Uani 1 1 d . . . H30A H 1.1405 0.1817 0.3541 0.056 Uiso 1 1 calc R . . H30B H 1.2503 0.1661 0.3027 0.056 Uiso 1 1 calc R . . C31 C 1.0928(4) 0.11673(16) 0.2598(3) 0.0490(9) Uani 1 1 d . . . H31A H 1.1401 0.0911 0.3108 0.059 Uiso 1 1 calc R . . H31B H 1.0032 0.1176 0.2612 0.059 Uiso 1 1 calc R . . C32 C 1.1259(4) 0.06028(15) 0.1249(3) 0.0463(8) Uani 1 1 d . . . H32 H 1.1456 0.0356 0.1791 0.056 Uiso 1 1 calc R . . C33 C 1.1302(3) 0.04546(13) 0.0192(3) 0.0427(8) Uani 1 1 d . . . C34 C 1.1719(4) -0.00461(15) 0.0070(4) 0.0496(9) Uani 1 1 d . . . H34 H 1.1991 -0.0256 0.0677 0.060 Uiso 1 1 calc R . . C35 C 1.1733(4) -0.02311(15) -0.0920(4) 0.0492(9) Uani 1 1 d . . . H35 H 1.2013 -0.0561 -0.0984 0.059 Uiso 1 1 calc R . . C36 C 1.1323(4) 0.00822(15) -0.1815(3) 0.0495(9) Uani 1 1 d . . . H36 H 1.1337 -0.0039 -0.2487 0.059 Uiso 1 1 calc R . . C37 C 1.0888(4) 0.05769(14) -0.1736(3) 0.0458(8) Uani 1 1 d . . . H37 H 1.0602 0.0778 -0.2356 0.055 Uiso 1 1 calc R . . C38 C 1.0876(3) 0.07743(13) -0.0730(3) 0.0396(8) Uani 1 1 d . . . O2 O 1.0308(2) 0.22806(9) -0.0240(2) 0.0406(6) Uani 1 1 d . . . O3 O 1.0422(2) 0.12403(9) -0.0706(2) 0.0394(5) Uani 1 1 d . . . N3 N 0.2833(3) 0.16865(11) 0.0748(3) 0.0445(8) Uani 1 1 d . . . N7 N 1.0972(3) 0.20163(11) 0.1958(2) 0.0391(7) Uani 1 1 d . . . N8 N 1.0970(3) 0.10509(12) 0.1503(2) 0.0406(7) 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 Fe1 0.0258(3) 0.0456(3) 0.0409(3) -0.00113(19) 0.0184(2) -0.00065(18) C2 0.0304(17) 0.0465(18) 0.0370(18) 0.0003(14) 0.0168(15) -0.0005(13) C1 0.043(2) 0.0472(19) 0.049(2) -0.0036(17) 0.0252(18) -0.0038(16) C3 0.0291(17) 0.0498(19) 0.044(2) -0.0052(14) 0.0171(16) -0.0032(13) C22 0.0324(17) 0.053(2) 0.047(2) -0.0040(16) 0.0190(16) 0.0019(15) C21 0.0333(18) 0.063(2) 0.048(2) -0.0054(17) 0.0195(16) 0.0006(16) C20 0.0307(17) 0.054(2) 0.054(2) -0.0074(16) 0.0206(17) -0.0006(14) C19 0.045(2) 0.070(3) 0.060(3) -0.003(2) 0.023(2) -0.0016(19) C18 0.064(3) 0.059(3) 0.069(3) -0.006(2) 0.026(2) -0.006(2) C17 0.070(3) 0.061(3) 0.073(3) 0.003(2) 0.020(3) -0.003(2) C16 0.057(2) 0.054(2) 0.062(3) -0.0047(19) 0.024(2) -0.0062(19) C15 0.0313(18) 0.054(2) 0.056(2) -0.0040(17) 0.0210(17) -0.0018(15) C14 0.0317(17) 0.0474(19) 0.055(2) -0.0031(16) 0.0232(17) -0.0017(14) C13 0.0365(18) 0.0492(19) 0.049(2) -0.0002(16) 0.0254(17) -0.0012(15) C11 0.0271(15) 0.0480(18) 0.047(2) -0.0035(15) 0.0197(15) -0.0005(14) C10 0.0289(17) 0.054(2) 0.063(2) 0.0100(18) 0.0177(18) 0.0049(15) C9 0.0356(19) 0.074(3) 0.053(2) 0.001(2) 0.0178(18) 0.0024(18) C8 0.0404(19) 0.059(2) 0.044(2) -0.0036(17) 0.0135(17) -0.0034(16) C7 0.0339(17) 0.055(2) 0.046(2) -0.0042(16) 0.0192(16) -0.0045(15) C6 0.044(2) 0.049(2) 0.051(2) -0.0036(16) 0.0200(18) -0.0087(16) C5 0.047(2) 0.0472(19) 0.053(2) -0.0027(17) 0.0208(18) -0.0067(16) C4 0.0395(18) 0.0454(18) 0.045(2) 0.0014(15) 0.0205(16) -0.0018(14) N2 0.0320(15) 0.0502(17) 0.0428(17) 0.0006(13) 0.0169(13) -0.0018(12) N1 0.066(2) 0.0503(18) 0.051(2) -0.0020(16) 0.0227(18) -0.0048(16) N6 0.0242(13) 0.0519(16) 0.0495(18) -0.0047(13) 0.0195(13) 0.0004(12) N5 0.0304(14) 0.0459(15) 0.0472(17) -0.0028(13) 0.0220(13) -0.0002(12) N4 0.0282(13) 0.0475(15) 0.0411(16) 0.0015(12) 0.0186(13) -0.0008(12) O1 0.0586(17) 0.0533(16) 0.0572(17) 0.0077(13) 0.0219(15) 0.0055(13) Mn1 0.0273(3) 0.0440(3) 0.0410(3) -0.0013(2) 0.0185(3) -0.00054(18) C12 0.0272(15) 0.0459(17) 0.0451(19) -0.0009(15) 0.0185(15) -0.0025(13) C23 0.0288(15) 0.0471(18) 0.0436(19) -0.0057(15) 0.0180(15) -0.0051(13) C24 0.0366(18) 0.0489(19) 0.051(2) -0.0049(16) 0.0221(17) -0.0076(15) C25 0.0387(19) 0.050(2) 0.057(2) 0.0003(17) 0.0241(18) 0.0007(16) C26 0.048(2) 0.0456(19) 0.062(2) -0.0086(17) 0.028(2) 0.0019(16) C27 0.041(2) 0.052(2) 0.051(2) -0.0062(16) 0.0247(18) -0.0046(15) C28 0.0359(17) 0.0476(18) 0.047(2) -0.0070(15) 0.0241(16) -0.0045(14) C29 0.0363(17) 0.0516(19) 0.0452(19) -0.0083(16) 0.0237(16) -0.0040(15) C30 0.041(2) 0.058(2) 0.047(2) -0.0011(16) 0.0213(18) 0.0022(16) C31 0.050(2) 0.059(2) 0.043(2) 0.0046(17) 0.0215(18) 0.0023(18) C32 0.0366(18) 0.051(2) 0.052(2) 0.0052(17) 0.0148(17) -0.0005(15) C33 0.0329(17) 0.0443(18) 0.055(2) -0.0006(16) 0.0191(16) 0.0040(14) C34 0.041(2) 0.049(2) 0.063(3) 0.0021(18) 0.0214(19) 0.0012(16) C35 0.0364(18) 0.0457(19) 0.070(3) -0.0072(18) 0.0227(18) 0.0011(15) C36 0.048(2) 0.050(2) 0.056(2) -0.0084(17) 0.0242(19) -0.0002(17) C37 0.044(2) 0.0467(19) 0.052(2) -0.0019(16) 0.0229(18) 0.0029(16) C38 0.0276(16) 0.0438(18) 0.052(2) -0.0038(15) 0.0192(16) -0.0001(13) O2 0.0376(13) 0.0447(13) 0.0471(14) -0.0040(10) 0.0243(12) 0.0003(10) O3 0.0333(12) 0.0439(12) 0.0458(14) -0.0014(10) 0.0190(11) 0.0018(10) N3 0.0319(15) 0.0543(18) 0.0546(19) -0.0096(14) 0.0242(15) -0.0052(12) N7 0.0291(13) 0.0516(16) 0.0424(16) -0.0027(13) 0.0194(13) -0.0017(12) N8 0.0330(14) 0.0500(16) 0.0435(17) -0.0020(13) 0.0187(13) -0.0021(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N5 1.878(3) . ? Fe1 C3 1.952(3) . ? Fe1 C1 1.954(4) . ? Fe1 C2 1.956(3) . ? Fe1 N6 1.967(3) . ? Fe1 N4 1.974(3) . ? C2 N2 1.156(5) . ? C1 N1 1.149(5) . ? C3 N3 1.159(5) . ? C22 N6 1.358(5) . ? C22 C21 1.369(5) . ? C21 C20 1.400(6) . ? C20 C19 1.405(6) . ? C20 C15 1.426(6) . ? C19 C18 1.373(7) . ? C18 C17 1.424(7) . ? C17 C16 1.372(6) . ? C16 C15 1.426(6) . ? C15 C14 1.420(5) . ? C14 N6 1.334(5) . ? C14 C13 1.502(6) . ? C13 O1 1.253(5) . ? C13 N5 1.365(5) . ? C11 C10 1.381(5) . ? C11 N5 1.390(5) . ? C11 C12 1.430(5) . ? C10 C9 1.438(6) . ? C9 C8 1.381(6) . ? C8 C7 1.419(6) . ? C7 C12 1.415(5) . ? C7 C6 1.418(5) . ? C6 C5 1.367(6) . ? C5 C4 1.399(5) . ? C4 N4 1.335(5) . ? N2 Mn1 2.315(3) . ? N4 C12 1.371(5) . ? Mn1 O3 1.891(2) . ? Mn1 O2 1.892(3) . ? Mn1 N8 1.996(3) . ? Mn1 N7 2.007(3) . ? Mn1 N3 2.273(3) 1_655 ? C23 O2 1.333(4) . ? C23 C24 1.402(5) . ? C23 C28 1.426(5) . ? C24 C25 1.385(5) . ? C25 C26 1.400(6) . ? C26 C27 1.374(6) . ? C27 C28 1.403(5) . ? C28 C29 1.441(5) . ? C29 N7 1.277(5) . ? C30 N7 1.468(5) . ? C30 C31 1.520(6) . ? C31 N8 1.463(5) . ? C32 N8 1.286(5) . ? C32 C33 1.435(5) . ? C33 C34 1.415(5) . ? C33 C38 1.415(5) . ? C34 C35 1.373(6) . ? C35 C36 1.378(6) . ? C36 C37 1.397(5) . ? C37 C38 1.404(5) . ? C38 O3 1.323(4) . ? N3 Mn1 2.273(3) 1_455 ? 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 N5 Fe1 C3 91.70(14) . . ? N5 Fe1 C1 177.65(13) . . ? C3 Fe1 C1 86.03(15) . . ? N5 Fe1 C2 98.28(13) . . ? C3 Fe1 C2 169.84(15) . . ? C1 Fe1 C2 84.01(14) . . ? N5 Fe1 N6 81.75(13) . . ? C3 Fe1 N6 92.11(13) . . ? C1 Fe1 N6 98.95(14) . . ? C2 Fe1 N6 87.45(12) . . ? N5 Fe1 N4 82.94(13) . . ? C3 Fe1 N4 90.01(13) . . ? C1 Fe1 N4 96.41(15) . . ? C2 Fe1 N4 93.11(13) . . ? N6 Fe1 N4 164.60(13) . . ? N2 C2 Fe1 176.4(3) . . ? N1 C1 Fe1 177.7(3) . . ? N3 C3 Fe1 176.8(4) . . ? N6 C22 C21 121.3(4) . . ? C22 C21 C20 120.8(4) . . ? C21 C20 C19 123.3(4) . . ? C21 C20 C15 118.1(3) . . ? C19 C20 C15 118.6(4) . . ? C18 C19 C20 121.4(4) . . ? C19 C18 C17 120.1(4) . . ? C16 C17 C18 120.2(5) . . ? C17 C16 C15 120.2(4) . . ? C14 C15 C16 123.1(4) . . ? C14 C15 C20 117.4(4) . . ? C16 C15 C20 119.5(4) . . ? N6 C14 C15 122.3(4) . . ? N6 C14 C13 114.2(3) . . ? C15 C14 C13 123.5(4) . . ? O1 C13 N5 125.3(4) . . ? O1 C13 C14 124.7(3) . . ? N5 C13 C14 109.9(3) . . ? C10 C11 N5 129.1(3) . . ? C10 C11 C12 118.8(3) . . ? N5 C11 C12 112.1(3) . . ? C11 C10 C9 119.1(4) . . ? C8 C9 C10 122.6(4) . . ? C9 C8 C7 118.8(4) . . ? C12 C7 C6 116.9(4) . . ? C12 C7 C8 119.0(4) . . ? C6 C7 C8 124.1(4) . . ? C5 C6 C7 119.8(4) . . ? C6 C5 C4 120.0(4) . . ? N4 C4 C5 122.1(4) . . ? C2 N2 Mn1 174.1(3) . . ? C14 N6 C22 120.0(3) . . ? C14 N6 Fe1 114.8(3) . . ? C22 N6 Fe1 125.0(3) . . ? C13 N5 C11 124.0(3) . . ? C13 N5 Fe1 119.2(3) . . ? C11 N5 Fe1 116.6(2) . . ? C4 N4 C12 118.7(3) . . ? C4 N4 Fe1 129.2(3) . . ? C12 N4 Fe1 112.1(2) . . ? O3 Mn1 O2 95.99(10) . . ? O3 Mn1 N8 91.22(11) . . ? O2 Mn1 N8 172.38(11) . . ? O3 Mn1 N7 172.35(12) . . ? O2 Mn1 N7 91.63(11) . . ? N8 Mn1 N7 81.20(12) . . ? O3 Mn1 N3 89.35(11) . 1_655 ? O2 Mn1 N3 93.80(11) . 1_655 ? N8 Mn1 N3 88.74(12) . 1_655 ? N7 Mn1 N3 89.50(11) . 1_655 ? O3 Mn1 N2 93.80(11) . . ? O2 Mn1 N2 88.61(10) . . ? N8 Mn1 N2 88.45(11) . . ? N7 Mn1 N2 87.01(11) . . ? N3 Mn1 N2 175.82(12) 1_655 . ? N4 C12 C7 122.4(3) . . ? N4 C12 C11 115.9(3) . . ? C7 C12 C11 121.7(3) . . ? O2 C23 C24 118.3(3) . . ? O2 C23 C28 123.8(3) . . ? C24 C23 C28 117.8(3) . . ? C25 C24 C23 121.1(4) . . ? C24 C25 C26 120.6(4) . . ? C27 C26 C25 119.6(3) . . ? C26 C27 C28 120.9(4) . . ? C27 C28 C23 120.0(4) . . ? C27 C28 C29 117.0(3) . . ? C23 C28 C29 123.0(3) . . ? N7 C29 C28 125.1(3) . . ? N7 C30 C31 106.0(3) . . ? N8 C31 C30 106.6(3) . . ? N8 C32 C33 124.9(4) . . ? C34 C33 C38 119.3(3) . . ? C34 C33 C32 117.6(4) . . ? C38 C33 C32 123.0(3) . . ? C35 C34 C33 121.9(4) . . ? C34 C35 C36 118.6(4) . . ? C35 C36 C37 121.5(4) . . ? C36 C37 C38 120.7(4) . . ? O3 C38 C37 118.2(3) . . ? O3 C38 C33 123.8(3) . . ? C37 C38 C33 117.9(3) . . ? C23 O2 Mn1 126.5(2) . . ? C38 O3 Mn1 127.1(2) . . ? C3 N3 Mn1 167.1(3) . 1_455 ? C29 N7 C30 121.5(3) . . ? C29 N7 Mn1 125.5(3) . . ? C30 N7 Mn1 112.8(2) . . ? C32 N8 C31 121.3(3) . . ? C32 N8 Mn1 125.4(3) . . ? C31 N8 Mn1 113.2(2) . . ? _diffrn_measured_fraction_theta_max 0.708 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.938 _refine_diff_density_max 0.795 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.099 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.500 202.2 11.1 2 0.000 0.500 1.000 202.2 11.1 _platon_squeeze_details ; ; data_squeezed _database_code_depnum_ccdc_archive 'CCDC 806913' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H24 Cl2 Fe Mn N8 O3' _chemical_formula_weight 822.34 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7400(15) _cell_length_b 19.893(4) _cell_length_c 21.134(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.895(3) _cell_angle_gamma 90.00 _cell_volume 3672.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1908 _cell_measurement_theta_min 2.182 _cell_measurement_theta_max 27.4535 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1668 _exptl_absorpt_coefficient_mu 0.934 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8118 _exptl_absorpt_correction_T_max 0.9574 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19126 _diffrn_reflns_av_R_equivalents 0.1474 _diffrn_reflns_av_sigmaI/netI 0.2540 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.55 _reflns_number_total 7345 _reflns_number_gt 2712 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEXll' _computing_cell_refinement 'Bruker SMART APEXll' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0659P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7345 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2071 _refine_ls_R_factor_gt 0.0814 _refine_ls_wR_factor_ref 0.1881 _refine_ls_wR_factor_gt 0.1494 _refine_ls_goodness_of_fit_ref 0.869 _refine_ls_restrained_S_all 0.869 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.25155(14) -0.09353(5) 0.19800(6) 0.0304(3) Uani 1 1 d . . . C1 C 0.3310(10) -0.0665(4) 0.2820(4) 0.032(2) Uani 1 1 d . . . C2 C 0.3390(9) -0.1823(4) 0.2155(4) 0.0245(19) Uani 1 1 d . . . C3 C 0.1795(9) -0.0001(4) 0.1917(4) 0.027(2) Uani 1 1 d . . . C4 C -0.0041(10) -0.1267(4) 0.2842(4) 0.036(2) Uani 1 1 d . . . H4 H 0.0484 -0.1036 0.3164 0.044 Uiso 1 1 calc R . . C5 C -0.1403(9) -0.1597(4) 0.2974(4) 0.040(2) Uani 1 1 d . . . H5 H -0.1742 -0.1607 0.3386 0.048 Uiso 1 1 calc R . . C6 C -0.2228(10) -0.1901(4) 0.2506(5) 0.047(3) Uani 1 1 d . . . H6 H -0.3156 -0.2105 0.2592 0.056 Uiso 1 1 calc R . . C7 C -0.1683(9) -0.1910(4) 0.1889(4) 0.029(2) Uani 1 1 d . . . C8 C -0.2492(11) -0.2234(5) 0.1389(5) 0.052(3) Uani 1 1 d . . . H8 H -0.3402 -0.2463 0.1452 0.062 Uiso 1 1 calc R . . C9 C -0.1851(11) -0.2193(5) 0.0789(5) 0.053(3) Uani 1 1 d . . . H9 H -0.2378 -0.2389 0.0447 0.063 Uiso 1 1 calc R . . C10 C -0.0461(12) -0.1872(4) 0.0681(4) 0.048(3) Uani 1 1 d . . . H10 H -0.0066 -0.1863 0.0278 0.058 Uiso 1 1 calc R . . C11 C 0.0325(10) -0.1566(4) 0.1190(4) 0.031(2) Uani 1 1 d . . . C12 C -0.0325(9) -0.1594(4) 0.1783(4) 0.030(2) Uani 1 1 d . . . C13 C 0.2685(10) -0.1177(4) 0.0694(5) 0.035(2) Uani 1 1 d . . . C14 C 0.4207(9) -0.0871(4) 0.0872(4) 0.032(2) Uani 1 1 d . . . C15 C 0.5431(11) -0.0755(4) 0.0499(4) 0.038(2) Uani 1 1 d . . . C16 C 0.5406(11) -0.0939(4) -0.0168(5) 0.047(3) Uani 1 1 d . . . H16 H 0.4541 -0.1141 -0.0352 0.056 Uiso 1 1 calc R . . C17 C 0.6631(12) -0.0817(5) -0.0516(5) 0.059(3) Uani 1 1 d . . . H17 H 0.6603 -0.0932 -0.0943 0.070 Uiso 1 1 calc R . . C18 C 0.7947(14) -0.0520(5) -0.0248(6) 0.070(3) Uani 1 1 d . . . H18 H 0.8781 -0.0444 -0.0501 0.084 Uiso 1 1 calc R . . C19 C 0.8041(13) -0.0336(6) 0.0378(6) 0.074(4) Uani 1 1 d . . . H19 H 0.8924 -0.0138 0.0549 0.089 Uiso 1 1 calc R . . C20 C 0.6784(11) -0.0453(4) 0.0748(5) 0.043(2) Uani 1 1 d . . . C21 C 0.6847(12) -0.0264(4) 0.1398(5) 0.053(3) Uani 1 1 d . . . H21 H 0.7695 -0.0047 0.1581 0.064 Uiso 1 1 calc R . . C22 C 0.5584(10) -0.0419(4) 0.1741(4) 0.034(2) Uani 1 1 d . . . H22 H 0.5632 -0.0315 0.2170 0.041 Uiso 1 1 calc R . . N1 N 0.3758(8) -0.0483(3) 0.3302(3) 0.0346(18) Uani 1 1 d . . . N3 N 0.1429(7) 0.0551(3) 0.1915(3) 0.0246(16) Uani 1 1 d . . . N2 N 0.3809(7) -0.2367(3) 0.2224(3) 0.0284(17) Uani 1 1 d . . . N4 N 0.0519(7) -0.1276(3) 0.2267(3) 0.0291(17) Uani 1 1 d . . . N5 N 0.1727(8) -0.1237(3) 0.1185(3) 0.0288(17) Uani 1 1 d . . . N6 N 0.4271(9) -0.0710(3) 0.1511(3) 0.0382(19) Uani 1 1 d . . . O1 O 0.2360(7) -0.1388(3) 0.0147(3) 0.0537(18) Uani 1 1 d . . . Mn1 Mn 0.11816(13) 0.15948(5) 0.23475(6) 0.0254(3) Uani 1 1 d . . . C23 C -0.0825(9) 0.0815(3) 0.3104(4) 0.025(2) Uani 1 1 d . . . C24 C -0.2247(9) 0.0500(4) 0.3141(4) 0.026(2) Uani 1 1 d . . . H24 H -0.3046 0.0631 0.2867 0.031 Uiso 1 1 calc R . . C25 C -0.2489(9) 0.0001(4) 0.3575(4) 0.031(2) Uani 1 1 d . . . H25 H -0.3449 -0.0199 0.3593 0.037 Uiso 1 1 calc R . . C26 C -0.1320(10) -0.0209(4) 0.3988(4) 0.028(2) Uani 1 1 d . . . C27 C 0.0109(10) 0.0076(4) 0.3962(4) 0.032(2) Uani 1 1 d . . . H27 H 0.0900 -0.0068 0.4234 0.038 Uiso 1 1 calc R . . C28 C 0.0363(9) 0.0589(3) 0.3519(4) 0.026(2) Uani 1 1 d . . . C29 C 0.1908(9) 0.0849(4) 0.3512(4) 0.028(2) Uani 1 1 d . . . H29 H 0.2593 0.0712 0.3833 0.034 Uiso 1 1 calc R . . C30 C 0.3975(9) 0.1494(4) 0.3114(4) 0.036(2) Uani 1 1 d . . . H30A H 0.4616 0.1197 0.3372 0.044 Uiso 1 1 calc R . . H30B H 0.4037 0.1943 0.3290 0.044 Uiso 1 1 calc R . . C31 C 0.4491(9) 0.1494(4) 0.2423(4) 0.038(2) Uani 1 1 d . . . H31A H 0.5440 0.1742 0.2387 0.046 Uiso 1 1 calc R . . H31B H 0.4650 0.1037 0.2277 0.046 Uiso 1 1 calc R . . C32 C 0.3553(9) 0.2209(4) 0.1586(4) 0.033(2) Uani 1 1 d . . . H32 H 0.4574 0.2266 0.1488 0.040 Uiso 1 1 calc R . . C33 C 0.2410(10) 0.2566(3) 0.1208(4) 0.028(2) Uani 1 1 d . . . C34 C 0.2929(9) 0.3051(4) 0.0772(4) 0.032(2) Uani 1 1 d . . . H34 H 0.3973 0.3124 0.0734 0.038 Uiso 1 1 calc R . . C35 C 0.1910(10) 0.3411(4) 0.0411(4) 0.031(2) Uani 1 1 d . . . C36 C 0.0364(9) 0.3302(4) 0.0452(4) 0.028(2) Uani 1 1 d . . . H36 H -0.0326 0.3551 0.0202 0.034 Uiso 1 1 calc R . . C37 C -0.0162(9) 0.2825(4) 0.0862(4) 0.029(2) Uani 1 1 d . . . H37 H -0.1212 0.2760 0.0888 0.035 Uiso 1 1 calc R . . C38 C 0.0822(9) 0.2438(3) 0.1238(3) 0.0228(19) Uani 1 1 d . . . N7 N 0.2398(7) 0.1258(3) 0.3090(3) 0.0234(16) Uani 1 1 d . . . N8 N 0.3251(7) 0.1819(3) 0.2046(3) 0.0240(16) Uani 1 1 d . . . O2 O -0.0674(5) 0.1319(2) 0.2699(2) 0.0239(13) Uani 1 1 d . . . O3 O 0.0236(6) 0.1966(2) 0.1611(2) 0.0290(14) Uani 1 1 d . . . Cl1 Cl -0.1660(2) -0.08375(11) 0.45382(11) 0.0422(6) Uani 1 1 d . . . Cl2 Cl 0.2529(3) 0.39961(10) -0.01293(10) 0.0448(6) 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 Fe1 0.0446(8) 0.0175(6) 0.0287(8) -0.0014(5) -0.0049(6) 0.0044(6) C1 0.036(6) 0.030(5) 0.028(6) 0.009(4) 0.001(5) 0.008(4) C2 0.028(5) 0.023(4) 0.022(5) 0.001(4) -0.009(4) -0.009(4) C3 0.023(5) 0.028(5) 0.030(5) 0.006(4) 0.005(4) -0.002(4) C4 0.044(6) 0.025(5) 0.039(6) -0.002(4) 0.002(5) -0.014(4) C5 0.033(5) 0.039(5) 0.050(6) -0.003(5) 0.010(5) -0.004(5) C6 0.034(6) 0.034(5) 0.072(8) 0.001(5) -0.008(6) 0.001(4) C7 0.029(5) 0.029(5) 0.031(6) -0.007(4) 0.010(4) -0.008(4) C8 0.043(6) 0.057(6) 0.056(7) -0.023(6) 0.003(6) -0.008(5) C9 0.046(7) 0.070(7) 0.041(7) -0.037(6) -0.004(6) -0.007(6) C10 0.071(8) 0.036(5) 0.038(6) -0.013(5) -0.006(6) 0.004(5) C11 0.040(5) 0.023(4) 0.030(6) 0.000(4) 0.012(4) 0.009(4) C12 0.023(5) 0.026(4) 0.040(6) -0.009(4) -0.008(4) 0.005(4) C13 0.036(6) 0.022(4) 0.047(7) 0.011(4) 0.015(5) 0.008(4) C14 0.036(6) 0.017(4) 0.044(6) 0.019(4) 0.004(5) -0.001(4) C15 0.058(7) 0.027(5) 0.030(6) 0.011(4) 0.015(5) 0.000(5) C16 0.056(7) 0.027(5) 0.058(7) 0.014(5) 0.026(6) 0.000(5) C17 0.063(8) 0.051(7) 0.062(8) 0.021(6) 0.006(7) -0.003(6) C18 0.080(9) 0.073(8) 0.059(9) -0.001(7) 0.039(7) -0.009(7) C19 0.058(8) 0.091(9) 0.074(10) 0.008(8) 0.008(7) -0.018(7) C20 0.046(7) 0.029(5) 0.055(7) 0.006(5) 0.008(6) -0.005(5) C21 0.057(7) 0.043(6) 0.060(8) 0.003(5) 0.008(6) 0.004(5) C22 0.045(6) 0.020(4) 0.038(6) 0.015(4) 0.011(5) 0.003(4) N1 0.037(5) 0.041(4) 0.026(5) -0.009(4) -0.003(4) 0.004(4) N3 0.024(4) 0.022(4) 0.028(4) -0.002(3) -0.009(3) 0.001(3) N2 0.041(4) 0.016(3) 0.028(4) -0.002(3) -0.003(3) 0.002(3) N4 0.041(5) 0.018(3) 0.028(5) 0.010(3) -0.001(4) 0.001(3) N5 0.034(4) 0.019(3) 0.033(5) 0.003(3) -0.008(4) 0.009(3) N6 0.058(5) 0.023(4) 0.032(5) 0.003(3) -0.022(4) 0.004(4) O1 0.071(5) 0.066(5) 0.025(4) -0.003(3) 0.003(4) 0.002(4) Mn1 0.0260(7) 0.0169(6) 0.0329(8) 0.0015(6) -0.0041(6) 0.0000(5) C23 0.025(5) 0.012(4) 0.036(6) -0.011(4) -0.008(4) 0.009(3) C24 0.034(5) 0.024(4) 0.020(5) -0.004(4) -0.009(4) -0.002(4) C25 0.025(5) 0.035(5) 0.033(5) 0.000(4) 0.008(4) -0.006(4) C26 0.035(5) 0.026(4) 0.025(5) 0.010(4) -0.002(4) -0.001(4) C27 0.039(5) 0.021(4) 0.037(6) -0.003(4) 0.002(4) -0.005(4) C28 0.035(5) 0.014(4) 0.027(5) -0.003(3) 0.003(4) -0.007(4) C29 0.043(6) 0.021(4) 0.020(5) 0.002(4) -0.004(4) 0.001(4) C30 0.026(5) 0.036(5) 0.046(7) 0.007(4) -0.008(5) -0.003(4) C31 0.020(5) 0.043(5) 0.051(6) 0.023(5) -0.008(4) -0.009(4) C32 0.029(5) 0.028(5) 0.041(6) -0.002(4) -0.011(5) 0.006(4) C33 0.043(6) 0.014(4) 0.025(5) 0.008(3) -0.007(4) 0.004(4) C34 0.027(5) 0.022(4) 0.045(6) 0.007(4) -0.013(4) -0.004(4) C35 0.049(6) 0.024(4) 0.020(5) 0.005(4) 0.004(4) -0.003(4) C36 0.038(5) 0.024(4) 0.021(5) 0.003(4) -0.001(4) 0.008(4) C37 0.032(5) 0.026(4) 0.029(5) 0.000(4) -0.011(4) 0.008(4) C38 0.038(5) 0.015(4) 0.015(5) -0.001(3) 0.001(4) -0.001(4) N7 0.025(4) 0.019(3) 0.026(4) -0.002(3) -0.010(3) -0.002(3) N8 0.015(4) 0.026(4) 0.031(4) 0.007(3) -0.004(3) -0.003(3) O2 0.021(3) 0.013(3) 0.037(4) 0.006(2) -0.004(3) 0.001(2) O3 0.030(3) 0.025(3) 0.032(4) 0.010(3) -0.005(3) -0.001(2) Cl1 0.0406(14) 0.0418(13) 0.0443(15) 0.0090(11) 0.0031(11) -0.0106(11) Cl2 0.0635(17) 0.0366(13) 0.0338(14) 0.0126(11) -0.0062(12) -0.0082(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N5 1.892(6) . ? Fe1 N6 1.908(8) . ? Fe1 C2 1.954(8) . ? Fe1 C1 1.961(9) . ? Fe1 C3 1.965(8) . ? Fe1 N4 1.986(7) . ? C1 N1 1.137(9) . ? C2 N2 1.152(8) . ? C3 N3 1.145(9) . ? C4 N4 1.324(9) . ? C4 C5 1.396(10) . ? C5 C6 1.347(11) . ? C6 C7 1.403(11) . ? C7 C12 1.369(10) . ? C7 C8 1.408(11) . ? C8 C9 1.405(12) . ? C9 C10 1.398(12) . ? C10 C11 1.396(11) . ? C11 N5 1.389(10) . ? C11 C12 1.395(11) . ? C12 N4 1.393(9) . ? C13 O1 1.253(10) . ? C13 N5 1.362(10) . ? C13 C14 1.499(11) . ? C14 C15 1.369(11) . ? C14 N6 1.387(10) . ? C15 C20 1.412(12) . ? C15 C16 1.456(12) . ? C16 C17 1.342(12) . ? C17 C18 1.396(13) . ? C18 C19 1.372(13) . ? C19 C20 1.390(13) . ? C20 C21 1.424(12) . ? C21 C22 1.375(11) . ? C22 N6 1.361(10) . ? N3 Mn1 2.281(6) . ? N2 Mn1 2.254(6) 2_545 ? Mn1 O2 1.887(5) . ? Mn1 O3 1.889(5) . ? Mn1 N7 1.983(6) . ? Mn1 N8 1.988(6) . ? Mn1 N2 2.254(6) 2 ? C23 O2 1.329(8) . ? C23 C24 1.397(10) . ? C23 C28 1.409(10) . ? C24 C25 1.373(10) . ? C25 C26 1.385(10) . ? C26 C27 1.375(10) . ? C26 Cl1 1.739(7) . ? C27 C28 1.408(10) . ? C28 C29 1.446(10) . ? C29 N7 1.291(9) . ? C30 N7 1.456(9) . ? C30 C31 1.542(11) . ? C31 N8 1.472(9) . ? C32 N8 1.279(9) . ? C32 C33 1.445(10) . ? C33 C38 1.415(10) . ? C33 C34 1.418(10) . ? C34 C35 1.358(10) . ? C35 C36 1.374(10) . ? C35 Cl2 1.731(8) . ? C36 C37 1.375(10) . ? C37 C38 1.384(10) . ? C38 O3 1.339(8) . ? 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 N5 Fe1 N6 83.6(3) . . ? N5 Fe1 C2 90.6(3) . . ? N6 Fe1 C2 89.7(3) . . ? N5 Fe1 C1 177.3(3) . . ? N6 Fe1 C1 98.0(3) . . ? C2 Fe1 C1 87.3(3) . . ? N5 Fe1 C3 97.6(3) . . ? N6 Fe1 C3 90.2(3) . . ? C2 Fe1 C3 171.7(3) . . ? C1 Fe1 C3 84.6(3) . . ? N5 Fe1 N4 82.2(3) . . ? N6 Fe1 N4 165.8(3) . . ? C2 Fe1 N4 88.6(3) . . ? C1 Fe1 N4 96.0(3) . . ? C3 Fe1 N4 93.5(3) . . ? N1 C1 Fe1 177.4(7) . . ? N2 C2 Fe1 174.2(7) . . ? N3 C3 Fe1 175.6(7) . . ? N4 C4 C5 121.3(8) . . ? C6 C5 C4 120.3(9) . . ? C5 C6 C7 119.8(9) . . ? C12 C7 C6 118.0(8) . . ? C12 C7 C8 120.3(8) . . ? C6 C7 C8 121.8(8) . . ? C9 C8 C7 116.5(9) . . ? C10 C9 C8 123.2(9) . . ? C11 C10 C9 118.8(9) . . ? N5 C11 C12 114.2(7) . . ? N5 C11 C10 127.7(8) . . ? C12 C11 C10 118.1(8) . . ? C7 C12 N4 122.0(8) . . ? C7 C12 C11 123.1(8) . . ? N4 C12 C11 114.9(7) . . ? O1 C13 N5 123.2(8) . . ? O1 C13 C14 122.7(8) . . ? N5 C13 C14 114.0(8) . . ? C15 C14 N6 120.9(8) . . ? C15 C14 C13 128.9(9) . . ? N6 C14 C13 110.2(8) . . ? C14 C15 C20 121.2(9) . . ? C14 C15 C16 121.8(9) . . ? C20 C15 C16 117.0(8) . . ? C17 C16 C15 119.9(10) . . ? C16 C17 C18 121.0(11) . . ? C19 C18 C17 121.8(10) . . ? C18 C19 C20 118.4(11) . . ? C19 C20 C15 122.0(10) . . ? C19 C20 C21 119.6(10) . . ? C15 C20 C21 118.5(9) . . ? C22 C21 C20 116.3(9) . . ? N6 C22 C21 126.1(9) . . ? C3 N3 Mn1 154.5(6) . . ? C2 N2 Mn1 155.5(7) . 2_545 ? C4 N4 C12 118.5(7) . . ? C4 N4 Fe1 129.1(6) . . ? C12 N4 Fe1 112.3(6) . . ? C13 N5 C11 127.7(7) . . ? C13 N5 Fe1 115.7(6) . . ? C11 N5 Fe1 116.1(6) . . ? C22 N6 C14 117.0(8) . . ? C22 N6 Fe1 126.7(6) . . ? C14 N6 Fe1 116.4(6) . . ? O2 Mn1 O3 94.6(2) . . ? O2 Mn1 N7 92.0(2) . . ? O3 Mn1 N7 173.3(3) . . ? O2 Mn1 N8 173.7(2) . . ? O3 Mn1 N8 91.5(2) . . ? N7 Mn1 N8 81.9(3) . . ? O2 Mn1 N2 95.7(2) . 2 ? O3 Mn1 N2 88.2(2) . 2 ? N7 Mn1 N2 89.9(2) . 2 ? N8 Mn1 N2 86.1(2) . 2 ? O2 Mn1 N3 89.3(2) . . ? O3 Mn1 N3 94.0(2) . . ? N7 Mn1 N3 87.3(2) . . ? N8 Mn1 N3 88.7(2) . . ? N2 Mn1 N3 174.4(2) 2 . ? O2 C23 C24 118.8(7) . . ? O2 C23 C28 123.6(7) . . ? C24 C23 C28 117.5(7) . . ? C25 C24 C23 121.2(7) . . ? C24 C25 C26 120.8(7) . . ? C27 C26 C25 120.1(7) . . ? C27 C26 Cl1 119.9(6) . . ? C25 C26 Cl1 119.9(6) . . ? C26 C27 C28 119.3(8) . . ? C27 C28 C23 121.0(7) . . ? C27 C28 C29 115.7(7) . . ? C23 C28 C29 123.3(7) . . ? N7 C29 C28 124.2(7) . . ? N7 C30 C31 105.9(6) . . ? N8 C31 C30 106.1(7) . . ? N8 C32 C33 124.3(8) . . ? C38 C33 C34 119.1(7) . . ? C38 C33 C32 123.2(7) . . ? C34 C33 C32 117.6(8) . . ? C35 C34 C33 120.3(8) . . ? C34 C35 C36 120.7(7) . . ? C34 C35 Cl2 120.8(7) . . ? C36 C35 Cl2 118.5(6) . . ? C35 C36 C37 119.9(7) . . ? C36 C37 C38 122.1(8) . . ? O3 C38 C37 119.0(7) . . ? O3 C38 C33 123.2(7) . . ? C37 C38 C33 117.8(7) . . ? C29 N7 C30 121.0(6) . . ? C29 N7 Mn1 125.4(5) . . ? C30 N7 Mn1 113.6(5) . . ? C32 N8 C31 120.7(6) . . ? C32 N8 Mn1 126.3(5) . . ? C31 N8 Mn1 112.9(5) . . ? C23 O2 Mn1 125.3(4) . . ? C38 O3 Mn1 126.4(5) . . ? _diffrn_measured_fraction_theta_max 0.865 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.786 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.112 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.126 0.226 0.464 50.2 16.4 2 0.000 0.500 0.000 29.6 7.1 3 -0.126 0.774 0.536 51.2 16.3 4 0.226 0.360 0.636 21.0 10.4 5 0.374 0.726 0.036 50.7 17.6 6 0.274 0.860 0.864 20.6 9.5 7 0.500 0.000 0.500 29.6 6.6 8 0.626 0.274 0.964 50.7 15.6 9 0.725 0.140 0.135 20.6 10.4 10 0.774 0.640 0.364 20.1 9.4 _platon_squeeze_details ; ; # Attachment '- cif-complex5.cif' data_p2(1)n _database_code_depnum_ccdc_archive 'CCDC 806914' #TrackingRef '- cif-complex5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H35 Br2 Fe Mn N11 O4' _chemical_formula_weight 1052.44 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' Mn Mn 0.3368 0.7283 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.9158(8) _cell_length_b 12.0674(5) _cell_length_c 20.8933(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.5400(10) _cell_angle_gamma 90.00 _cell_volume 4487.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5164 _cell_measurement_theta_min 2.317 _cell_measurement_theta_max 24.1725 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2116 _exptl_absorpt_coefficient_mu 2.441 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.5202 _exptl_absorpt_correction_T_max 0.8231 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 70713 _diffrn_reflns_av_R_equivalents 0.0799 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 28.29 _reflns_number_total 11086 _reflns_number_gt 6718 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEXll' _computing_cell_refinement 'Bruker SMART APEXll' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics WingX _computing_publication_material WingX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0851P)^2^+4.9757P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11086 _refine_ls_number_parameters 571 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1147 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1703 _refine_ls_wR_factor_gt 0.1365 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.23542(4) 0.52554(5) 0.06571(3) 0.02666(16) Uani 1 1 d . . . C1 C 0.2225(3) 0.5546(4) 0.1556(2) 0.0318(10) Uani 1 1 d . . . C2 C 0.2725(2) 0.3821(4) 0.09929(19) 0.0280(9) Uani 1 1 d . . . C3 C 0.1986(3) 0.6779(4) 0.0510(2) 0.0330(10) Uani 1 1 d . . . C4 C 0.0802(3) 0.4439(4) 0.0805(2) 0.0391(11) Uani 1 1 d . . . H4 H 0.0846 0.4749 0.1215 0.047 Uiso 1 1 calc R . . C5 C 0.0148(3) 0.3843(5) 0.0595(3) 0.0460(13) Uani 1 1 d . . . H5 H -0.0233 0.3774 0.0860 0.055 Uiso 1 1 calc R . . C6 C 0.0073(3) 0.3372(5) 0.0006(3) 0.0478(13) Uani 1 1 d . . . H6 H -0.0352 0.2955 -0.0132 0.057 Uiso 1 1 calc R . . C7 C 0.0646(3) 0.3515(5) -0.0403(3) 0.0445(12) Uani 1 1 d . . . C8 C 0.0637(3) 0.3048(6) -0.1032(3) 0.0600(16) Uani 1 1 d . . . H8 H 0.0230 0.2621 -0.1202 0.072 Uiso 1 1 calc R . . C9 C 0.1214(3) 0.3222(6) -0.1382(3) 0.0581(16) Uani 1 1 d . . . H9 H 0.1199 0.2900 -0.1788 0.070 Uiso 1 1 calc R . . C10 C 0.1840(3) 0.3880(5) -0.1150(2) 0.0450(13) Uani 1 1 d . . . H10 H 0.2222 0.4008 -0.1407 0.054 Uiso 1 1 calc R . . C11 C 0.1883(3) 0.4330(4) -0.0539(2) 0.0331(10) Uani 1 1 d . . . C12 C 0.1283(3) 0.4139(4) -0.0165(2) 0.0335(10) Uani 1 1 d . . . C13 C 0.3099(3) 0.5267(4) -0.0445(2) 0.0287(9) Uani 1 1 d . . . C14 C 0.3644(2) 0.5771(3) 0.00780(19) 0.0265(9) Uani 1 1 d . . . C15 C 0.4377(3) 0.6171(4) -0.0009(2) 0.0301(10) Uani 1 1 d . . . C16 C 0.4656(3) 0.6235(4) -0.0619(2) 0.0368(11) Uani 1 1 d . . . H16 H 0.4359 0.6014 -0.0991 0.044 Uiso 1 1 calc R . . C17 C 0.5366(3) 0.6623(4) -0.0650(2) 0.0390(11) Uani 1 1 d . . . H17 H 0.5548 0.6666 -0.1049 0.047 Uiso 1 1 calc R . . C18 C 0.5830(3) 0.6959(4) -0.0101(3) 0.0394(12) Uani 1 1 d . . . H18 H 0.6310 0.7225 -0.0139 0.047 Uiso 1 1 calc R . . C19 C 0.5580(3) 0.6897(4) 0.0494(3) 0.0395(11) Uani 1 1 d . . . H19 H 0.5892 0.7109 0.0859 0.047 Uiso 1 1 calc R . . C20 C 0.4843(3) 0.6509(4) 0.0549(2) 0.0314(10) Uani 1 1 d . . . C21 C 0.4554(3) 0.6461(4) 0.1149(2) 0.0388(11) Uani 1 1 d . . . H21 H 0.4857 0.6660 0.1522 0.047 Uiso 1 1 calc R . . C22 C 0.3848(3) 0.6131(4) 0.1184(2) 0.0347(11) Uani 1 1 d . . . H22 H 0.3664 0.6140 0.1583 0.042 Uiso 1 1 calc R . . N1 N 0.2147(2) 0.5713(3) 0.20812(17) 0.0326(9) Uani 1 1 d . . . N2 N 0.2921(2) 0.2991(3) 0.12078(17) 0.0315(8) Uani 1 1 d . . . N3 N 0.1772(3) 0.7672(4) 0.0451(2) 0.0499(11) Uani 1 1 d . . . N4 N 0.1358(2) 0.4579(3) 0.04485(17) 0.0305(8) Uani 1 1 d . . . N5 N 0.2460(2) 0.4935(3) -0.02029(16) 0.0277(8) Uani 1 1 d . . . N6 N 0.3382(2) 0.5779(3) 0.06544(16) 0.0281(8) Uani 1 1 d . . . O1 O 0.32295(19) 0.5176(3) -0.10100(14) 0.0395(8) Uani 1 1 d . . . Mn1 Mn 0.28819(4) 0.17424(5) 0.20129(3) 0.02241(15) Uani 1 1 d . . . C23 C 0.1253(2) 0.1827(4) 0.1901(2) 0.0272(9) Uani 1 1 d . . . C24 C 0.0560(3) 0.1360(4) 0.1653(2) 0.0312(10) Uani 1 1 d . . . H24 H 0.0557 0.0749 0.1381 0.037 Uiso 1 1 calc R . . C25 C -0.0112(3) 0.1777(4) 0.1801(2) 0.0354(11) Uani 1 1 d . . . H25 H -0.0563 0.1455 0.1631 0.042 Uiso 1 1 calc R . . C26 C -0.0108(3) 0.2692(4) 0.2208(2) 0.0360(11) Uani 1 1 d . . . C27 C 0.0549(3) 0.3180(4) 0.2460(2) 0.0312(10) Uani 1 1 d . . . H27 H 0.0537 0.3796 0.2726 0.037 Uiso 1 1 calc R . . C28 C 0.1246(2) 0.2758(3) 0.23192(19) 0.0253(9) Uani 1 1 d . . . C29 C 0.1915(2) 0.3309(3) 0.26090(19) 0.0250(9) Uani 1 1 d . . . H29 H 0.1855 0.3917 0.2872 0.030 Uiso 1 1 calc R . . C30 C 0.3232(3) 0.3691(4) 0.2809(2) 0.0353(11) Uani 1 1 d . . . H30A H 0.3117 0.4040 0.3205 0.042 Uiso 1 1 calc R . . H30B H 0.3339 0.4269 0.2510 0.042 Uiso 1 1 calc R . . C31 C 0.3896(3) 0.2948(4) 0.2945(2) 0.0337(10) Uani 1 1 d . . . H31A H 0.4355 0.3382 0.3002 0.040 Uiso 1 1 calc R . . H31B H 0.3859 0.2529 0.3336 0.040 Uiso 1 1 calc R . . C32 C 0.4522(3) 0.1848(4) 0.2207(2) 0.0311(10) Uani 1 1 d . . . H32 H 0.4966 0.2143 0.2412 0.037 Uiso 1 1 calc R . . C33 C 0.4587(2) 0.1044(4) 0.17093(19) 0.0267(9) Uani 1 1 d . . . C34 C 0.5316(3) 0.0824(4) 0.1543(2) 0.0332(10) Uani 1 1 d . . . H34 H 0.5726 0.1200 0.1753 0.040 Uiso 1 1 calc R . . C35 C 0.5423(3) 0.0067(4) 0.1079(2) 0.0332(10) Uani 1 1 d . . . C36 C 0.4814(3) -0.0483(4) 0.0750(2) 0.0343(11) Uani 1 1 d . . . H36 H 0.4890 -0.0980 0.0424 0.041 Uiso 1 1 calc R . . C37 C 0.4102(3) -0.0297(4) 0.0905(2) 0.0290(9) Uani 1 1 d . . . H37 H 0.3701 -0.0684 0.0689 0.035 Uiso 1 1 calc R . . C38 C 0.3967(2) 0.0478(3) 0.1390(2) 0.0267(9) Uani 1 1 d . . . C39 C 0.5957(5) 0.4549(5) 0.2414(3) 0.0609(18) Uani 1 1 d . . . C40 C 0.6734(4) 0.4946(6) 0.2550(3) 0.070(2) Uani 1 1 d . . . H40A H 0.6876 0.4953 0.3008 0.106 Uiso 1 1 calc R . . H40B H 0.6770 0.5683 0.2383 0.106 Uiso 1 1 calc R . . H40C H 0.7064 0.4463 0.2350 0.106 Uiso 1 1 calc R . . C41 C 0.7229(3) 0.2296(5) 0.1651(3) 0.0437(12) Uani 1 1 d . . . N7 N 0.2587(2) 0.3021(3) 0.25297(16) 0.0253(8) Uani 1 1 d . . . N8 N 0.3907(2) 0.2192(3) 0.23937(17) 0.0278(8) Uani 1 1 d . . . O2 O 0.18757(16) 0.1385(2) 0.17345(15) 0.0308(7) Uani 1 1 d . . . O3 O 0.32712(16) 0.0593(2) 0.15338(13) 0.0253(6) Uani 1 1 d . . . Br1 Br -0.10372(3) 0.32616(6) 0.24295(3) 0.0620(2) Uani 1 1 d . . . Br2 Br 0.64147(3) -0.02429(5) 0.08840(3) 0.04618(16) Uani 1 1 d . . . C42 C 0.7580(3) 0.2329(5) 0.1055(3) 0.0498(14) Uani 1 1 d . . . H42A H 0.7883 0.1679 0.1026 0.075 Uiso 1 1 calc R . . H42B H 0.7890 0.2977 0.1052 0.075 Uiso 1 1 calc R . . H42C H 0.7197 0.2351 0.0694 0.075 Uiso 1 1 calc R . . C43 C 0.8389(4) 0.9523(5) 1.0398(3) 0.0584(16) Uani 1 1 d . . . C44 C 0.8080(5) 0.9115(9) 0.9784(4) 0.109(3) Uani 1 1 d . . . H44A H 0.7567 0.8901 0.9802 0.163 Uiso 1 1 calc R . . H44B H 0.8364 0.8484 0.9671 0.163 Uiso 1 1 calc R . . H44C H 0.8102 0.9684 0.9466 0.163 Uiso 1 1 calc R . . N9 N 0.5351(4) 0.4241(5) 0.2311(3) 0.0724(16) Uani 1 1 d . . . N10 N 0.6959(3) 0.2257(5) 0.2113(2) 0.0568(13) Uani 1 1 d . . . N11 N 0.8609(5) 0.9869(6) 1.0885(3) 0.093(2) Uani 1 1 d . . . O4 O 0.0498(6) 0.9276(9) 0.0499(6) 0.215(5) 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 Fe1 0.0370(4) 0.0236(3) 0.0201(3) 0.0021(2) 0.0064(3) 0.0048(3) C1 0.043(3) 0.022(2) 0.032(2) -0.0010(18) 0.010(2) 0.0067(19) C2 0.039(3) 0.025(2) 0.020(2) -0.0028(18) 0.0067(18) 0.0017(19) C3 0.043(3) 0.029(3) 0.029(2) 0.0049(19) 0.011(2) 0.002(2) C4 0.039(3) 0.039(3) 0.039(3) 0.011(2) 0.006(2) 0.009(2) C5 0.040(3) 0.054(3) 0.045(3) 0.019(3) 0.007(2) 0.008(3) C6 0.035(3) 0.050(3) 0.058(3) 0.012(3) -0.001(2) 0.000(2) C7 0.042(3) 0.047(3) 0.043(3) 0.005(2) -0.001(2) 0.001(2) C8 0.048(3) 0.073(4) 0.056(4) -0.012(3) -0.009(3) -0.009(3) C9 0.051(4) 0.080(5) 0.041(3) -0.018(3) -0.004(3) -0.001(3) C10 0.049(3) 0.056(3) 0.030(3) -0.007(2) 0.001(2) 0.003(3) C11 0.036(2) 0.035(3) 0.027(2) 0.0015(19) -0.0039(19) 0.008(2) C12 0.035(3) 0.032(3) 0.032(2) 0.0068(19) -0.0027(19) 0.004(2) C13 0.036(2) 0.026(2) 0.024(2) 0.0002(18) 0.0034(18) 0.0047(19) C14 0.039(2) 0.018(2) 0.023(2) 0.0031(16) 0.0072(18) 0.0069(18) C15 0.039(3) 0.019(2) 0.034(2) 0.0006(18) 0.0093(19) 0.0069(19) C16 0.044(3) 0.034(3) 0.033(2) 0.004(2) 0.008(2) 0.007(2) C17 0.047(3) 0.030(3) 0.042(3) 0.004(2) 0.017(2) 0.005(2) C18 0.037(3) 0.027(3) 0.057(3) -0.007(2) 0.019(2) 0.002(2) C19 0.042(3) 0.029(3) 0.048(3) -0.009(2) 0.006(2) 0.001(2) C20 0.042(3) 0.020(2) 0.033(2) -0.0024(18) 0.006(2) 0.0032(19) C21 0.048(3) 0.036(3) 0.032(2) -0.009(2) 0.005(2) -0.002(2) C22 0.046(3) 0.038(3) 0.021(2) -0.0082(19) 0.0070(19) -0.002(2) N1 0.049(2) 0.024(2) 0.0260(19) -0.0022(15) 0.0112(17) 0.0026(17) N2 0.045(2) 0.026(2) 0.0244(18) 0.0010(15) 0.0079(16) 0.0019(17) N3 0.071(3) 0.032(3) 0.050(3) 0.008(2) 0.019(2) 0.010(2) N4 0.034(2) 0.026(2) 0.0313(19) 0.0053(16) 0.0041(16) 0.0073(16) N5 0.033(2) 0.028(2) 0.0219(17) 0.0024(15) 0.0036(15) 0.0038(16) N6 0.040(2) 0.0223(19) 0.0223(17) 0.0003(14) 0.0044(15) 0.0041(16) O1 0.046(2) 0.054(2) 0.0202(15) -0.0015(15) 0.0071(14) 0.0003(17) Mn1 0.0288(3) 0.0174(3) 0.0216(3) 0.0000(2) 0.0052(2) 0.0013(3) C23 0.034(2) 0.023(2) 0.026(2) 0.0009(17) 0.0080(18) 0.0006(18) C24 0.036(2) 0.027(2) 0.031(2) -0.0054(18) 0.0036(19) -0.0008(19) C25 0.034(3) 0.038(3) 0.034(2) -0.008(2) 0.005(2) -0.003(2) C26 0.032(2) 0.045(3) 0.032(2) 0.000(2) 0.008(2) 0.007(2) C27 0.036(2) 0.028(2) 0.030(2) -0.0047(19) 0.0044(19) 0.0012(19) C28 0.033(2) 0.022(2) 0.021(2) 0.0001(16) 0.0057(17) -0.0035(18) C29 0.034(2) 0.018(2) 0.023(2) 0.0017(16) 0.0063(17) -0.0012(18) C30 0.042(3) 0.025(2) 0.040(3) -0.009(2) 0.006(2) -0.005(2) C31 0.043(3) 0.027(2) 0.031(2) -0.0029(19) 0.003(2) 0.000(2) C32 0.033(2) 0.030(2) 0.030(2) 0.0011(19) 0.0031(19) 0.0022(19) C33 0.032(2) 0.026(2) 0.023(2) 0.0029(17) 0.0073(17) 0.0011(18) C34 0.037(3) 0.029(2) 0.035(2) 0.0021(19) 0.008(2) 0.000(2) C35 0.032(2) 0.038(3) 0.032(2) 0.000(2) 0.0114(19) 0.005(2) C36 0.048(3) 0.025(2) 0.032(2) -0.0041(19) 0.012(2) 0.004(2) C37 0.038(2) 0.021(2) 0.028(2) -0.0016(18) 0.0071(19) 0.0017(19) C38 0.037(2) 0.019(2) 0.026(2) 0.0048(16) 0.0084(18) 0.0053(18) C39 0.104(6) 0.041(3) 0.043(3) -0.011(3) 0.029(3) -0.016(4) C40 0.093(5) 0.077(5) 0.044(3) -0.015(3) 0.020(3) -0.032(4) C41 0.042(3) 0.044(3) 0.044(3) -0.001(2) 0.003(2) 0.002(2) N7 0.034(2) 0.0185(18) 0.0242(17) -0.0008(14) 0.0055(15) -0.0027(15) N8 0.033(2) 0.0238(19) 0.0269(18) -0.0025(15) 0.0044(15) 0.0016(16) O2 0.0293(16) 0.0252(16) 0.0387(17) -0.0094(13) 0.0072(13) -0.0006(13) O3 0.0313(16) 0.0212(15) 0.0244(14) -0.0003(12) 0.0071(12) 0.0018(12) Br1 0.0323(3) 0.0789(5) 0.0754(4) -0.0370(3) 0.0090(3) 0.0037(3) Br2 0.0367(3) 0.0507(3) 0.0540(3) -0.0114(3) 0.0176(2) 0.0031(2) C42 0.063(4) 0.043(3) 0.044(3) 0.010(2) 0.008(3) 0.004(3) C43 0.080(4) 0.056(4) 0.038(3) -0.002(3) 0.004(3) 0.017(3) C44 0.087(6) 0.175(10) 0.062(5) -0.050(6) -0.004(4) 0.006(6) N9 0.094(5) 0.057(4) 0.069(4) -0.014(3) 0.024(3) -0.022(3) N10 0.051(3) 0.066(3) 0.054(3) -0.001(3) 0.010(2) -0.010(3) N11 0.147(7) 0.081(5) 0.046(3) -0.005(3) -0.009(4) -0.011(4) O4 0.204(10) 0.161(9) 0.279(13) -0.085(9) 0.026(9) 0.007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N5 1.868(3) . ? Fe1 N6 1.948(4) . ? Fe1 C1 1.950(4) . ? Fe1 C2 1.955(5) . ? Fe1 N4 1.965(4) . ? Fe1 C3 1.966(5) . ? C1 N1 1.140(5) . ? C2 N2 1.137(6) . ? C3 N3 1.146(6) . ? C4 N4 1.322(6) . ? C4 C5 1.402(7) . ? C5 C6 1.348(8) . ? C6 C7 1.420(7) . ? C7 C12 1.409(7) . ? C7 C8 1.429(8) . ? C8 C9 1.349(8) . ? C9 C10 1.415(8) . ? C10 C11 1.381(6) . ? C11 N5 1.390(6) . ? C11 C12 1.417(7) . ? C12 N4 1.381(6) . ? C13 O1 1.234(5) . ? C13 N5 1.363(6) . ? C13 C14 1.508(6) . ? C14 N6 1.341(5) . ? C14 C15 1.430(6) . ? C15 C20 1.414(6) . ? C15 C16 1.424(6) . ? C16 C17 1.364(7) . ? C17 C18 1.397(7) . ? C18 C19 1.370(7) . ? C19 C20 1.418(7) . ? C20 C21 1.410(6) . ? C21 C22 1.336(7) . ? C22 N6 1.375(6) . ? N1 Mn1 2.269(4) 2 ? N2 Mn1 2.265(4) . ? Mn1 O2 1.880(3) . ? Mn1 O3 1.890(3) . ? Mn1 N7 1.989(3) . ? Mn1 N8 1.992(4) . ? Mn1 N1 2.269(4) 2_545 ? C23 O2 1.318(5) . ? C23 C24 1.408(6) . ? C23 C28 1.424(6) . ? C24 C25 1.372(6) . ? C25 C26 1.394(7) . ? C26 C27 1.367(6) . ? C26 Br1 1.906(5) . ? C27 C28 1.409(6) . ? C28 C29 1.444(6) . ? C29 N7 1.282(5) . ? C30 N7 1.475(6) . ? C30 C31 1.492(6) . ? C31 N8 1.471(5) . ? C32 N8 1.278(6) . ? C32 C33 1.437(6) . ? C33 C38 1.406(6) . ? C33 C34 1.414(6) . ? C34 C35 1.361(6) . ? C35 C36 1.390(7) . ? C35 Br2 1.905(4) . ? C36 C37 1.369(6) . ? C37 C38 1.420(6) . ? C38 O3 1.322(5) . ? C39 N9 1.143(8) . ? C39 C40 1.469(10) . ? C41 N10 1.129(7) . ? C41 C42 1.458(7) . ? C43 N11 1.127(8) . ? C43 C44 1.426(9) . ? 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 N5 Fe1 N6 82.23(15) . . ? N5 Fe1 C1 178.18(18) . . ? N6 Fe1 C1 99.23(17) . . ? N5 Fe1 C2 95.43(16) . . ? N6 Fe1 C2 90.32(17) . . ? C1 Fe1 C2 83.49(17) . . ? N5 Fe1 N4 83.68(16) . . ? N6 Fe1 N4 165.70(15) . . ? C1 Fe1 N4 94.81(18) . . ? C2 Fe1 N4 88.56(17) . . ? N5 Fe1 C3 96.40(17) . . ? N6 Fe1 C3 89.79(17) . . ? C1 Fe1 C3 84.72(18) . . ? C2 Fe1 C3 168.07(17) . . ? N4 Fe1 C3 94.23(18) . . ? N1 C1 Fe1 179.7(5) . . ? N2 C2 Fe1 177.2(4) . . ? N3 C3 Fe1 177.2(4) . . ? N4 C4 C5 123.1(5) . . ? C6 C5 C4 119.7(5) . . ? C5 C6 C7 119.6(5) . . ? C12 C7 C6 117.7(5) . . ? C12 C7 C8 117.3(5) . . ? C6 C7 C8 124.9(5) . . ? C9 C8 C7 120.5(5) . . ? C8 C9 C10 121.9(5) . . ? C11 C10 C9 119.7(5) . . ? C10 C11 N5 129.3(5) . . ? C10 C11 C12 118.7(5) . . ? N5 C11 C12 111.9(4) . . ? N4 C12 C7 121.5(4) . . ? N4 C12 C11 116.7(4) . . ? C7 C12 C11 121.8(4) . . ? O1 C13 N5 126.0(4) . . ? O1 C13 C14 123.5(4) . . ? N5 C13 C14 110.5(3) . . ? N6 C14 C15 122.1(4) . . ? N6 C14 C13 113.0(4) . . ? C15 C14 C13 124.9(4) . . ? C20 C15 C16 119.2(4) . . ? C20 C15 C14 117.2(4) . . ? C16 C15 C14 123.6(4) . . ? C17 C16 C15 119.0(5) . . ? C16 C17 C18 122.1(5) . . ? C19 C18 C17 120.2(5) . . ? C18 C19 C20 119.7(5) . . ? C21 C20 C15 118.6(4) . . ? C21 C20 C19 121.7(4) . . ? C15 C20 C19 119.7(4) . . ? C22 C21 C20 120.5(5) . . ? C21 C22 N6 122.6(4) . . ? C1 N1 Mn1 156.4(4) . 2 ? C2 N2 Mn1 147.6(3) . . ? C4 N4 C12 118.3(4) . . ? C4 N4 Fe1 130.7(3) . . ? C12 N4 Fe1 110.8(3) . . ? C13 N5 C11 125.0(4) . . ? C13 N5 Fe1 118.5(3) . . ? C11 N5 Fe1 116.4(3) . . ? C14 N6 C22 118.9(4) . . ? C14 N6 Fe1 115.3(3) . . ? C22 N6 Fe1 125.8(3) . . ? O2 Mn1 O3 93.82(13) . . ? O2 Mn1 N7 92.37(14) . . ? O3 Mn1 N7 173.62(14) . . ? O2 Mn1 N8 173.71(14) . . ? O3 Mn1 N8 91.84(13) . . ? N7 Mn1 N8 82.04(14) . . ? O2 Mn1 N2 91.87(14) . . ? O3 Mn1 N2 92.88(13) . . ? N7 Mn1 N2 85.40(13) . . ? N8 Mn1 N2 90.58(15) . . ? O2 Mn1 N1 91.18(14) . 2_545 ? O3 Mn1 N1 94.86(13) . 2_545 ? N7 Mn1 N1 86.51(14) . 2_545 ? N8 Mn1 N1 85.61(14) . 2_545 ? N2 Mn1 N1 171.47(13) . 2_545 ? O2 C23 C24 118.6(4) . . ? O2 C23 C28 123.2(4) . . ? C24 C23 C28 118.2(4) . . ? C25 C24 C23 122.0(4) . . ? C24 C25 C26 119.0(4) . . ? C27 C26 C25 121.3(4) . . ? C27 C26 Br1 119.3(4) . . ? C25 C26 Br1 119.4(4) . . ? C26 C27 C28 120.6(4) . . ? C27 C28 C23 118.9(4) . . ? C27 C28 C29 117.3(4) . . ? C23 C28 C29 123.8(4) . . ? N7 C29 C28 124.7(4) . . ? N7 C30 C31 108.5(4) . . ? N8 C31 C30 107.8(4) . . ? N8 C32 C33 125.7(4) . . ? C38 C33 C34 119.6(4) . . ? C38 C33 C32 123.2(4) . . ? C34 C33 C32 117.3(4) . . ? C35 C34 C33 120.7(4) . . ? C34 C35 C36 120.4(4) . . ? C34 C35 Br2 119.7(4) . . ? C36 C35 Br2 119.9(3) . . ? C37 C36 C35 120.3(4) . . ? C36 C37 C38 121.0(4) . . ? O3 C38 C33 123.7(4) . . ? O3 C38 C37 118.2(4) . . ? C33 C38 C37 118.0(4) . . ? N9 C39 C40 179.7(7) . . ? N10 C41 C42 179.2(6) . . ? C29 N7 C30 120.3(4) . . ? C29 N7 Mn1 126.3(3) . . ? C30 N7 Mn1 113.4(3) . . ? C32 N8 C31 121.9(4) . . ? C32 N8 Mn1 125.2(3) . . ? C31 N8 Mn1 112.8(3) . . ? C23 O2 Mn1 129.5(3) . . ? C38 O3 Mn1 127.7(3) . . ? N11 C43 C44 177.3(8) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.095 _refine_diff_density_min -1.582 _refine_diff_density_rms 0.131