# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_year 2010 _journal_page_first ? _publ_contact_author_name 'Petra van Koningsbruggen' _publ_contact_author_email P.J.VAN.KONINGSBRUGGEN@RUG.NL _publ_section_title ; Tuning of the charge in octahedral ferric complexes based on pyridoxal-N-substituted thiosemicarbazone ligands ; loop_ _publ_author_name 'Petra van Koningsbruggen' 'Christophe Faulmann' 'Auke Meetsma' 'Robby Roswanda' 'Eddy W. Yemeli Tido' # Attachment 'q1126.cif' # CIF-file generated for C36H52Fe2N16O19S5 C2/c q1126 #============================================================================== data_DATNAM _database_code_depnum_ccdc_archive 'CCDC 732214' _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H22 Fe N8 O4 S2, 0.5(S1 O4), 3.5(H2 O)' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C18 H29 Fe1 N8 O9.5 S2.5' _chemical_formula_iupac ? _chemical_formula_weight 645.49 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' N N 0.0061 0.0033 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,1/2+z _cell_length_a 27.416(2) _cell_length_b 12.2927(8) _cell_length_c 17.230(1) _cell_angle_alpha 90 _cell_angle_beta 106.167(1) _cell_angle_gamma 90 _cell_volume 5577.2(6) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 9741 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 29.61 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 9741 reflections after integration using the SAINTPLUS software package (Bruker, 2000). Reduced cell calculations did not indicate any higher metric lattice symmetry and examination of the finalatomic coordinates of the structure did not yield extra symmetry elements (Spek, 1988; Le Page 1987, 1988) ; _exptl_crystal_description platelet _exptl_crystal_colour red _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.10 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2680 _exptl_absorpt_coefficient_mu 0.790 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2001))' _exptl_absorpt_correction_T_min 0.7348 _exptl_absorpt_correction_T_max 0.9240 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex; CCD area detector ; _diffrn_measurement_method '\f and \w scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2000)). ; _diffrn_detector_area_resol_mean 66.06 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 21093 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 26.02 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; # number of unique reflections _reflns_number_total 5471 _reflns_number_gt 4729 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART, Version 5.624, (Bruker, 2001)' _computing_cell_refinement 'SAINTPLUS, Version 6.02A, (Bruker, 2000)' _computing_data_reduction 'XPREP, Version 5.1/NT, (Bruker, 2000)' _computing_structure_solution ; DIRDIF-99 (Beurskens et al., 1999) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 2006) PLATON (Spek, 2003) ; _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0001P)^2^+149.39P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _chemical_absolute_configuration . _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 5471 _refine_ls_number_parameters 450 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.1018 _refine_ls_R_factor_gt 0.0906 _refine_ls_wR_factor_ref 0.2062 _refine_ls_wR_factor_gt 0.2021 _refine_ls_goodness_of_fit_ref 1.294 _refine_ls_restrained_S_all 1.294 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.840 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.144 _vrn_publ_code_void_volume 135.5 #_vrn_publ_code_void_volume 78.0 _vrn_publ_code_frame_time_sec 10.0 _vrn_publ_code_meas_time_hour 10.0 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Fe Fe Uani 0.29745(3) 0.14007(8) 0.23373(5) 1.0 0.0083(3) . . S1 S Uani 0.36322(6) 0.05937(14) 0.20616(10) 1.0 0.0121(5) . . S2 S Uani 0.25740(6) -0.01323(14) 0.24175(10) 1.0 0.0118(5) . . O1 O Uani 0.24395(17) 0.2170(4) 0.2576(3) 1.0 0.0144(14) . . O2 O Uani 0.0594(2) 0.2039(5) -0.0334(3) 1.0 0.0289(19) . . O3 O Uani 0.32897(17) 0.2815(4) 0.2260(3) 1.0 0.0113(12) . . O4A O Uani 0.4431(4) 0.4315(9) 0.5628(6) 0.5 0.024(3) . . O4B O Uani 0.4103(5) 0.3164(12) 0.5455(8) 0.5 0.023(4) . . N1 N Uani 0.2656(2) 0.1404(5) 0.1190(3) 1.0 0.0103(17) . . N2 N Uani 0.1135(2) 0.2695(6) 0.2029(4) 1.0 0.023(2) . . N3 N Uani 0.2926(2) 0.1069(5) 0.0654(3) 1.0 0.0115(17) . . N4 N Uani 0.3663(2) 0.0309(5) 0.0555(4) 1.0 0.0161(19) . . N5 N Uani 0.3256(2) 0.1303(5) 0.3492(3) 1.0 0.0116(17) . . N6A N Uiso 0.4074(5) 0.4950(11) 0.3268(8) 0.5 0.011(3) . . N6B N Uani 0.4259(5) 0.4650(11) 0.3173(7) 0.5 0.015(4) . . N7 N Uani 0.3095(2) 0.0500(5) 0.3922(3) 1.0 0.0119(17) . . N8 N Uani 0.2545(2) -0.0919(5) 0.3831(4) 1.0 0.0142(17) . . C1 C Uani 0.2188(2) 0.1652(5) 0.0849(4) 1.0 0.0105(17) . . C2 C Uani 0.1830(3) 0.2015(5) 0.1273(4) 1.0 0.0101(17) . . C3 C Uani 0.1314(3) 0.2144(6) 0.0829(4) 1.0 0.0161(19) . . C4 C Uani 0.0975(3) 0.2512(7) 0.1234(5) 1.0 0.026(2) . . C5 C Uani 0.1607(3) 0.2577(5) 0.2482(4) 1.0 0.0132(19) . . C6 C Uani 0.1982(2) 0.2243(5) 0.2111(4) 1.0 0.0095(17) . . C7 C Uani 0.1123(3) 0.1895(7) -0.0053(4) 1.0 0.021(2) . . C8 C Uani 0.1735(3) 0.2758(6) 0.3368(4) 1.0 0.016(2) . . C9 C Uani 0.3387(3) 0.0688(6) 0.1017(4) 1.0 0.0136(17) . . C10 C Uani 0.3564(3) 0.1984(7) 0.3936(4) 1.0 0.021(2) . . C11 C Uani 0.3770(3) 0.2957(7) 0.3663(5) 1.0 0.033(3) . . C12A C Uiso 0.4007(5) 0.3742(12) 0.4294(8) 0.5 0.009(3) . . C12B C Uani 0.4236(6) 0.3363(14) 0.4182(8) 0.5 0.020(5) . . C13A C Uani 0.4190(5) 0.4688(11) 0.4052(8) 0.5 0.011(4) . . C13B C Uani 0.4448(6) 0.4263(14) 0.3931(9) 0.5 0.020(5) . . C14 C Uani 0.3828(3) 0.4284(7) 0.2652(4) 1.0 0.022(2) . . C15 C Uani 0.3610(3) 0.3314(6) 0.2842(4) 1.0 0.0150(19) . . C16A C Uani 0.4155(7) 0.3458(16) 0.5151(11) 0.5 0.017(5) . . C16B C Uani 0.4470(6) 0.2984(14) 0.5038(8) 0.5 0.020(5) . . C17 C Uani 0.3693(3) 0.4755(6) 0.1829(4) 1.0 0.018(2) . . C18 C Uani 0.2756(3) -0.0164(6) 0.3465(4) 1.0 0.0127(17) . . S3 S Uani 0.000 0.2026(2) 0.25000 1.000 0.0138(7) . . O5 O Uani -0.04306(19) 0.2708(4) 0.2081(3) 1.0 0.0244(17) . . O6 O Uani 0.01511(18) 0.1342(4) 0.1904(3) 1.0 0.0196(16) . . O7 O Uani 0.0281(3) 0.4526(8) 0.3782(6) 1.0 0.052(3) . . O9 O Uani 0.0017(7) 0.6176(13) 0.4804(10) 0.5 0.052(6) . . O11 O Uani -0.0147(5) 0.5918(10) 0.2759(7) 0.5 0.030(4) . . O8 O Uani 0.0178(4) 0.9023(10) 0.3234(7) 0.5 0.029(4) . . O10 O Uani 0.0470(4) 0.7653(10) 0.2960(7) 0.5 0.027(4) . . O12 O Uani 0.3133(18) 0.428(3) 0.485(2) 0.5 0.24(2) . . H1 H Uiso 0.20702 0.15922 0.02772 1.0 0.0123 . . H161' H Uiso 0.43662 0.27926 0.52350 0.5 0.0204 . . H162' H Uiso 0.47831 0.34009 0.52899 0.5 0.0241 . . H4 H Uiso 0.06301 0.26348 0.09471 1.0 0.0311 . . H7 H Uiso 0.12924 0.23795 -0.03577 1.0 0.0249 . . H7' H Uiso 0.12098 0.11342 -0.01505 1.0 0.0249 . . H8 H Uiso 0.14234 0.29078 0.35222 1.0 0.0238 . . H8' H Uiso 0.19660 0.33801 0.35148 1.0 0.0238 . . H8" H Uiso 0.18996 0.21070 0.36510 1.0 0.0238 . . H10 H Uiso 0.36682 0.18406 0.45002 1.0 0.0254 . . H17 H Uiso 0.39295 0.53448 0.18073 1.0 0.0265 . . H17' H Uiso 0.33461 0.50436 0.16958 1.0 0.0265 . . H17" H Uiso 0.37133 0.41902 0.14377 1.0 0.0265 . . H21 H Uiso 0.053(4) 0.170(9) -0.083(7) 1.0 0.0500 . . H22 H Uiso 0.091(4) 0.282(10) 0.213(7) 1.0 0.0500 . . H24 H Uiso 0.347(4) 0.005(9) 0.011(7) 1.0 0.0500 . . H24' H Uiso 0.389(4) -0.001(9) 0.079(7) 1.0 0.0500 . . H28 H Uiso 0.229(4) -0.141(9) 0.358(7) 1.0 0.0500 . . H28' H Uiso 0.258(4) -0.100(9) 0.431(7) 1.0 0.0500 . . H41 H Uiso 0.47360 0.42844 0.56231 0.5 0.0353 . . H42 H Uiso 0.39457 0.25822 0.54742 0.5 0.0348 . . H61 H Uiso 0.41630 0.55999 0.31416 0.5 0.0134 . . H62 H Uiso 0.44265 0.51722 0.30101 0.5 0.0183 . . H131 H Uiso 0.43995 0.51570 0.44436 0.5 0.0134 . . H132 H Uiso 0.47288 0.46144 0.42932 0.5 0.0241 . . H161 H Uiso 0.38465 0.33013 0.53241 0.5 0.0204 . . H162 H Uiso 0.45577 0.22015 0.50462 0.5 0.0241 . . H31 H Uiso 0.030(4) 0.394(10) 0.353(7) 1.0 0.0500 . . H31' H Uiso 0.013(5) 0.485(11) 0.380(8) 1.0 0.0500 . . H33 H Uiso 0.020(8) 0.648(18) 0.434(13) 0.5 0.0500 . . H33' H Uiso 0.028(9) 0.572(19) 0.494(14) 0.5 0.0500 . . H35 H Uiso 0.016(8) 0.531(18) 0.312(13) 0.5 0.0500 . . H35' H Uiso -0.049(8) 0.597(18) 0.244(13) 0.5 0.0500 . . 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 Fe 0.0105(4) 0.0080(5) 0.0065(4) 0.0001(4) 0.0026(3) -0.0003(4) S1 0.0119(8) 0.0146(9) 0.0093(8) 0.0009(7) 0.0023(6) 0.0030(6) S2 0.0166(8) 0.0102(8) 0.0087(8) -0.0014(6) 0.0035(6) -0.0024(7) O1 0.013(2) 0.018(3) 0.012(2) -0.005(2) 0.0033(19) 0.001(2) O2 0.018(3) 0.047(4) 0.018(3) -0.005(3) -0.001(2) 0.007(3) O3 0.013(2) 0.008(2) 0.012(2) 0.0033(19) 0.0019(18) 0.0005(18) O4A 0.028(6) 0.020(6) 0.017(5) -0.006(5) -0.003(5) -0.011(5) O4B 0.016(6) 0.043(9) 0.014(7) -0.005(6) 0.009(5) -0.009(6) N1 0.013(3) 0.008(3) 0.011(3) 0.000(2) 0.005(2) 0.002(2) N2 0.013(3) 0.036(4) 0.024(4) -0.009(3) 0.014(3) -0.002(3) N3 0.012(3) 0.018(3) 0.006(3) 0.000(2) 0.005(2) 0.003(2) N4 0.016(3) 0.022(4) 0.010(3) -0.004(3) 0.003(2) 0.006(3) N5 0.014(3) 0.010(3) 0.011(3) 0.002(2) 0.004(2) 0.000(2) N6B 0.013(6) 0.016(7) 0.017(7) 0.002(5) 0.005(5) -0.007(5) N7 0.013(3) 0.010(3) 0.013(3) 0.000(2) 0.004(2) -0.004(2) N8 0.017(3) 0.012(3) 0.013(3) -0.003(2) 0.003(2) -0.008(2) C1 0.011(3) 0.012(3) 0.008(3) -0.001(3) 0.002(2) 0.000(3) C2 0.013(3) 0.009(3) 0.010(3) 0.000(3) 0.006(3) 0.001(3) C3 0.017(3) 0.020(4) 0.012(3) -0.004(3) 0.005(3) 0.000(3) C4 0.011(3) 0.038(5) 0.027(4) -0.012(4) 0.004(3) 0.004(3) C5 0.017(3) 0.007(3) 0.018(4) 0.001(3) 0.009(3) -0.003(3) C6 0.012(3) 0.003(3) 0.012(3) -0.002(2) 0.001(3) 0.002(2) C7 0.016(4) 0.029(4) 0.017(4) -0.002(3) 0.004(3) 0.008(3) C8 0.023(4) 0.013(4) 0.016(4) 0.001(3) 0.011(3) -0.003(3) C9 0.018(3) 0.008(3) 0.015(3) -0.002(3) 0.005(3) -0.003(3) C10 0.029(4) 0.026(4) 0.006(3) 0.006(3) 0.001(3) -0.010(3) C11 0.047(5) 0.032(5) 0.012(4) 0.007(3) -0.004(4) -0.029(4) C12B 0.022(8) 0.029(9) 0.005(7) -0.006(6) -0.001(6) -0.004(7) C13A 0.009(7) 0.008(7) 0.011(7) -0.001(5) -0.007(5) 0.001(6) C13B 0.012(7) 0.023(9) 0.020(8) 0.001(7) -0.004(6) -0.009(7) C14 0.023(4) 0.024(4) 0.015(4) 0.003(3) -0.001(3) -0.010(3) C15 0.017(3) 0.013(4) 0.013(3) 0.001(3) 0.001(3) -0.007(3) C16A 0.017(8) 0.023(10) 0.014(10) -0.004(8) 0.008(7) -0.013(7) C16B 0.019(8) 0.032(9) 0.009(7) -0.002(6) 0.003(6) -0.015(7) C17 0.020(4) 0.017(4) 0.016(4) 0.001(3) 0.005(3) 0.000(3) C18 0.014(3) 0.011(3) 0.012(3) 0.002(3) 0.002(3) 0.003(3) S3 0.0114(11) 0.0097(12) 0.0187(12) 0.00 0.0016(9) 0.0000 O5 0.014(3) 0.023(3) 0.040(3) 0.012(3) 0.014(2) 0.007(2) O6 0.016(2) 0.021(3) 0.020(3) -0.003(2) 0.002(2) 0.001(2) O7 0.033(4) 0.064(6) 0.065(5) -0.050(5) 0.025(4) -0.018(4) O9 0.079(11) 0.037(9) 0.048(9) -0.017(7) 0.033(9) -0.007(8) O11 0.031(6) 0.032(7) 0.026(6) -0.008(5) 0.006(5) -0.003(5) O8 0.035(7) 0.025(6) 0.027(6) 0.003(5) 0.007(5) 0.010(5) O10 0.026(6) 0.035(7) 0.019(6) 0.003(5) 0.005(5) -0.005(5) O12 0.32(5) 0.13(3) 0.17(3) -0.04(2) -0.10(3) 0.15(3) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe S1 2.2222(19) . . yes Fe S2 2.205(2) . . yes Fe O1 1.884(5) . . yes Fe O3 1.962(5) . . yes Fe N1 1.926(5) . . yes Fe N5 1.927(5) . . yes S1 C9 1.741(7) . . yes S2 C18 1.734(7) . . yes S3 O5 1.464(5) . 2_555 yes S3 O6 1.473(5) . 2_555 yes S3 O5 1.464(5) . . yes S3 O6 1.473(5) . . yes O1 C6 1.290(8) . . yes O2 C7 1.407(10) . . yes O3 C15 1.289(9) . . yes O4A O4B 1.658(18) . . yes O4A C16A 1.42(2) . . yes O4B C16A 0.68(2) . . yes O4B C16B 1.41(2) . . yes O2 H21 0.92(11) . . no O4A H41 0.84 . . no O4B H161' 1.01 . . no O4B H161 0.70 . . no O4B H42 0.84 . . no O7 H31 0.85(12) . . no O7 H31' 0.58(14) . . no O9 H33 1.1(2) . . no O9 H33' 0.9(3) . . no O11 H35 1.2(2) . . no O11 H35' 1.0(2) . . no N1 C1 1.290(8) . . yes N1 N3 1.397(8) . . yes N2 C4 1.336(11) . . yes N2 C5 1.320(10) . . yes N3 C9 1.330(10) . . yes N4 C9 1.326(10) . . yes N5 N7 1.379(8) . . yes N5 C10 1.280(10) . . yes N6A C13A 1.338(19) . . yes N6A C14 1.361(15) . . yes N6A C13B 1.56(2) . . yes N6A N6B 0.68(2) . . yes N6B C13B 1.350(19) . . yes N6B C14 1.347(15) . . yes N6B C13A 1.578(18) . . yes N7 C18 1.320(9) . . yes N8 C18 1.341(10) . . yes N2 H22 0.70(12) . . no N4 H24' 0.75(12) . . no N4 H24 0.86(11) . . no N6A H61 0.88 . . no N6A H62 1.20 . . no N6B H62 0.88 . . no N6B H61 1.19 . . no N8 H28 0.93(11) . . no N8 H28' 0.81(11) . . no C1 C2 1.448(10) . . no C2 C6 1.415(9) . . no C2 C3 1.417(11) . . no C3 C4 1.384(12) . . no C3 C7 1.495(9) . . no C5 C6 1.414(10) . . no C5 C8 1.485(9) . . no C10 C11 1.456(12) . . no C11 C12B 1.430(18) . . no C11 C15 1.429(11) . . no C11 C12A 1.464(16) . . no C12A C13B 1.64(2) . . no C12A C12B 0.85(2) . . no C12A C13A 1.38(2) . . no C12A C16B 1.79(2) . . no C12A C16A 1.46(2) . . no C12B C13A 1.64(2) . . no C12B C13B 1.37(2) . . no C12B C16B 1.509(19) . . no C12B C16A 1.75(2) . . no C13A C13B 0.95(2) . . no C14 C17 1.480(10) . . no C14 C15 1.413(11) . . no C16A C16B 1.10(3) . . no C1 H1 0.95 . . no C4 H4 0.95 . . no C7 H7 0.99 . . no C7 H7' 0.99 . . no C8 H8 0.98 . . no C8 H8' 0.98 . . no C8 H8" 0.98 . . no C10 H10 0.95 . . no C13A H132 1.42 . . no C13A H131 0.95 . . no C13B H131 1.44 . . no C13B H132 0.95 . . no C16A H161' 0.99 . . no C16A H161 0.99 . . no C16A H42 1.41 . . no C16B H162 0.99 . . no C16B H162' 0.99 . . no C16B H161' 0.55 . . no C17 H17 0.98 . . no C17 H17' 0.98 . . no C17 H17" 0.98 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Fe S2 94.57(7) . . . yes S1 Fe O1 176.33(16) . . . yes S1 Fe O3 88.98(15) . . . yes S1 Fe N1 86.82(18) . . . yes S1 Fe N5 94.44(18) . . . yes S2 Fe O1 89.07(16) . . . yes S2 Fe O3 176.30(16) . . . yes S2 Fe N1 88.55(19) . . . yes S2 Fe N5 86.86(19) . . . yes O1 Fe O3 87.4(2) . . . yes O1 Fe N1 93.7(2) . . . yes O1 Fe N5 85.3(2) . . . yes O3 Fe N1 90.6(2) . . . yes O3 Fe N5 93.9(2) . . . yes N1 Fe N5 175.3(3) . . . yes Fe S1 C9 95.1(3) . . . yes Fe S2 C18 94.6(3) . . . yes O5 S3 O6 109.1(3) 2_555 . 2_555 yes O6 S3 O6 110.4(3) . . 2_555 yes O5 S3 O6 109.0(3) 2_555 . . yes O5 S3 O6 109.1(3) . . . yes O5 S3 O5 110.1(3) . . 2_555 yes O5 S3 O6 109.0(3) . . 2_555 yes Fe O1 C6 125.5(4) . . . yes Fe O3 C15 125.9(5) . . . yes O4B O4A C16A 24.1(9) . . . yes C16A O4B C16B 50(2) . . . yes O4A O4B C16B 78.3(10) . . . yes O4A O4B C16A 57.9(19) . . . yes C7 O2 H21 100(7) . . . no C16A O4A H41 109 . . . no O4B O4A H41 117 . . . no C16B O4B H161' 19 . . . no C16A O4B H161' 68 . . . no C16A O4B H42 134 . . . no O4A O4B H161 107 . . . no O4A O4B H42 168 . . . no O4A O4B H161' 93 . . . no C16A O4B H161 92 . . . no H42 O4B H161 75 . . . no C16B O4B H161 132 . . . no H161' O4B H161 138 . . . no C16B O4B H42 110 . . . no H161' O4B H42 93 . . . no H31 O7 H31' 139(14) . . . no H33 O9 H33' 85(18) . . . no H35 O11 H35' 143(17) . . . no N3 N1 C1 114.3(5) . . . yes Fe N1 N3 120.4(4) . . . yes Fe N1 C1 125.3(5) . . . yes C4 N2 C5 125.2(7) . . . yes N1 N3 C9 113.7(5) . . . yes Fe N5 N7 120.2(4) . . . yes Fe N5 C10 125.7(5) . . . yes N7 N5 C10 113.8(5) . . . yes C13A N6A C13B 37.3(9) . . . yes C13A N6A C14 124.7(12) . . . yes C13B N6A C14 109.2(11) . . . yes N6B N6A C13B 60.1(15) . . . yes N6B N6A C14 74.2(16) . . . yes N6B N6A C13A 97.4(18) . . . yes N6A N6B C14 76.6(16) . . . yes C13A N6B C13B 36.7(9) . . . yes N6A N6B C13B 94.0(18) . . . yes C13B N6B C14 123.8(13) . . . yes C13A N6B C14 109.4(11) . . . yes N6A N6B C13A 57.2(15) . . . yes N5 N7 C18 113.6(5) . . . yes C5 N2 H22 131(9) . . . no C4 N2 H22 103(9) . . . no H24 N4 H24' 120(12) . . . no C9 N4 H24 111(8) . . . no C9 N4 H24' 113(8) . . . no C13B N6A H61 120 . . . no N6B N6A H62 46 . . . no C13A N6A H61 118 . . . no N6B N6A H61 99 . . . no C14 N6A H61 118 . . . no C14 N6A H62 97 . . . no C13B N6A H62 88 . . . no H61 N6A H62 53 . . . no C13A N6A H62 116 . . . no N6A N6B H62 100 . . . no N6A N6B H61 47 . . . no C13B N6B H61 114 . . . no C13A N6B H61 86 . . . no C13A N6B H62 120 . . . no C14 N6B H62 118 . . . no H61 N6B H62 53 . . . no C13B N6B H62 118 . . . no C14 N6B H61 99 . . . no C18 N8 H28' 128(8) . . . no H28 N8 H28' 105(11) . . . no C18 N8 H28 127(8) . . . no N1 C1 C2 124.8(6) . . . yes C1 C2 C3 118.5(6) . . . no C3 C2 C6 119.7(7) . . . no C1 C2 C6 121.9(7) . . . no C2 C3 C4 118.3(6) . . . no C2 C3 C7 122.7(7) . . . no C4 C3 C7 119.0(7) . . . no N2 C4 C3 119.8(7) . . . yes N2 C5 C6 118.8(6) . . . yes C6 C5 C8 121.0(7) . . . no N2 C5 C8 120.2(7) . . . yes O1 C6 C5 116.3(6) . . . yes C2 C6 C5 118.3(6) . . . no O1 C6 C2 125.4(6) . . . yes O2 C7 C3 111.1(6) . . . yes S1 C9 N3 123.6(6) . . . yes S1 C9 N4 118.5(6) . . . yes N3 C9 N4 117.9(6) . . . yes N5 C10 C11 126.5(6) . . . yes C10 C11 C12B 116.4(9) . . . no C12B C11 C15 119.1(9) . . . no C12A C11 C12B 34.0(9) . . . no C12A C11 C15 118.9(9) . . . no C10 C11 C12A 115.7(8) . . . no C10 C11 C15 122.2(7) . . . no C11 C12A C16B 105.5(10) . . . no C12B C12A C13A 92.3(17) . . . no C12B C12A C13B 57.0(15) . . . no C11 C12A C12B 70.8(14) . . . no C11 C12A C13A 117.1(11) . . . no C11 C12A C13B 101.3(10) . . . no C12B C12A C16B 56.9(13) . . . no C13A C12A C13B 35.3(9) . . . no C13A C12A C16A 119.1(14) . . . no C13A C12A C16B 114.2(12) . . . no C13B C12A C16A 116.9(13) . . . no C13B C12A C16B 91.5(10) . . . no C16A C12A C16B 37.9(10) . . . no C12B C12A C16A 94.8(16) . . . no C11 C12A C16A 122.3(13) . . . no C11 C12B C13B 117.8(12) . . . no C11 C12B C16A 107.0(12) . . . no C11 C12B C16B 124.5(14) . . . no C12A C12B C13A 56.8(15) . . . no C12A C12B C13B 92.0(18) . . . no C11 C12B C12A 75.2(15) . . . no C13A C12B C13B 35.2(10) . . . no C13A C12B C16A 92.2(11) . . . no C13A C12B C16B 115.8(12) . . . no C13B C12B C16A 115.1(13) . . . no C13B C12B C16B 117.0(14) . . . no C16A C12B C16B 38.7(10) . . . no C12A C12B C16A 56.4(14) . . . no C12A C12B C16B 95.0(16) . . . no C11 C12B C13A 103.8(11) . . . no N6A C13A N6B 25.4(8) . . . yes N6A C13A C13B 83.9(14) . . . yes N6B C13A C12B 94.4(10) . . . yes N6B C13A C13B 58.4(13) . . . yes C12A C13A C12B 31.0(9) . . . no N6A C13A C12A 120.3(13) . . . yes N6A C13A C12B 111.3(11) . . . yes C12B C13A C13B 56.7(14) . . . no C12A C13A C13B 87.6(15) . . . no N6B C13A C12A 114.6(12) . . . yes N6A C13B C12B 114.7(14) . . . yes N6A C13B N6B 26.0(8) . . . yes N6B C13B C12A 112.4(13) . . . yes N6B C13B C12B 120.4(15) . . . yes N6A C13B C13A 58.8(13) . . . yes C12A C13B C12B 31.1(9) . . . no N6A C13B C12A 95.0(11) . . . yes C12B C13B C13A 88.1(16) . . . no C12A C13B C13A 57.1(13) . . . no N6B C13B C13A 84.8(15) . . . yes N6A C14 C15 118.5(8) . . . yes N6A C14 C17 116.7(9) . . . yes C15 C14 C17 122.9(7) . . . no N6B C14 C17 116.5(8) . . . yes N6A C14 N6B 29.2(8) . . . yes N6B C14 C15 118.5(8) . . . yes C11 C15 C14 117.1(7) . . . no O3 C15 C14 117.5(6) . . . yes O3 C15 C11 125.4(7) . . . yes O4A C16A C12A 111.2(15) . . . yes O4A C16A C12B 114.5(14) . . . yes O4A C16A C16B 100.2(17) . . . yes O4A C16A O4B 98(2) . . . yes C12A C16A C16B 87.6(15) . . . no C12B C16A C16B 58.8(12) . . . no O4B C16A C16B 101(3) . . . yes O4B C16A C12A 147(3) . . . yes O4B C16A C12B 144(3) . . . yes C12A C16A C12B 28.8(9) . . . no O4B C16B C12A 79.6(11) . . . yes O4B C16B C12B 106.3(13) . . . yes C12A C16B C12B 28.0(8) . . . no C12A C16B C16A 54.5(12) . . . no C12B C16B C16A 82.5(15) . . . no O4B C16B C16A 28.4(12) . . . yes S2 C18 N8 117.9(6) . . . yes N7 C18 N8 118.2(6) . . . yes S2 C18 N7 123.9(6) . . . yes C2 C1 H1 118 . . . no N1 C1 H1 117 . . . no N2 C4 H4 120 . . . no C3 C4 H4 120 . . . no O2 C7 H7' 109 . . . no C3 C7 H7 109 . . . no O2 C7 H7 109 . . . no H7 C7 H7' 108 . . . no C3 C7 H7' 109 . . . no C5 C8 H8' 109 . . . no C5 C8 H8" 109 . . . no H8 C8 H8" 110 . . . no H8' C8 H8" 110 . . . no H8 C8 H8' 109 . . . no C5 C8 H8 109 . . . no N5 C10 H10 117 . . . no C11 C10 H10 117 . . . no C12B C13A H132 82 . . . no H131 C13A H132 57 . . . no N6A C13A H132 104 . . . no N6B C13A H131 119 . . . no N6B C13A H132 83 . . . no C12A C13A H131 120 . . . no C13B C13A H131 99 . . . no C13B C13A H132 42 . . . no N6A C13A H131 120 . . . no C12A C13A H132 107 . . . no C12B C13A H131 120 . . . no N6A C13B H131 83 . . . no N6B C13B H132 120 . . . no N6A C13B H132 119 . . . no N6B C13B H131 104 . . . no C12A C13B H132 118 . . . no C12B C13B H131 108 . . . no C12B C13B H132 120 . . . no C13A C13B H131 41 . . . no C13A C13B H132 97 . . . no H131 C13B H132 56 . . . no C12A C13B H131 82 . . . no O4A C16A H161 109 . . . no O4B C16A H161' 72 . . . no O4B C16A H42 25 . . . no O4B C16A H161 45 . . . no C12A C16A H161' 109 . . . no C12A C16A H42 124 . . . no O4A C16A H161' 109 . . . no O4A C16A H42 123 . . . no H42 C16A H161 42 . . . no C12B C16A H161' 82 . . . no C12B C16A H42 120 . . . no C12B C16A H161 128 . . . no C16B C16A H161' 30 . . . no C16B C16A H42 95 . . . no C16B C16A H161 137 . . . no C12A C16A H161 109 . . . no H161' C16A H161 108 . . . no H161' C16A H42 66 . . . no O4B C16B H162' 111 . . . no O4B C16B H162 111 . . . no C12A C16B H162' 114 . . . no C12A C16B H162 129 . . . no C12A C16B H161' 106 . . . no O4B C16B H161' 36 . . . no C12B C16B H162' 110 . . . no C12B C16B H162 110 . . . no C16A C16B H161' 64 . . . no C16A C16B H162' 106 . . . no C16A C16B H162 135 . . . no H161' C16B H162' 119 . . . no C12B C16B H161' 125 . . . no H162' C16B H162 109 . . . no H161' C16B H162 75 . . . no C14 C17 H17' 109 . . . no C14 C17 H17" 110 . . . no H17 C17 H17" 109 . . . no H17' C17 H17" 109 . . . no H17 C17 H17' 109 . . . no C14 C17 H17 110 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 Fe S1 C9 93.4(3) . . . . no O3 Fe S1 C9 -85.6(3) . . . . no N1 Fe S1 C9 5.1(3) . . . . no N5 Fe S1 C9 -179.4(3) . . . . no S1 Fe S2 C18 101.1(3) . . . . no O1 Fe S2 C18 -78.5(3) . . . . no N1 Fe S2 C18 -172.3(3) . . . . no N5 Fe S2 C18 6.9(3) . . . . no S2 Fe O1 C6 -67.8(5) . . . . no O3 Fe O1 C6 111.1(5) . . . . no N1 Fe O1 C6 20.7(5) . . . . no N5 Fe O1 C6 -154.8(5) . . . . no S1 Fe O3 C15 -88.0(6) . . . . no O1 Fe O3 C15 91.5(6) . . . . no N1 Fe O3 C15 -174.8(6) . . . . no N5 Fe O3 C15 6.4(6) . . . . no S1 Fe N1 N3 -6.5(5) . . . . no S1 Fe N1 C1 170.2(6) . . . . no S2 Fe N1 N3 -101.2(5) . . . . no S2 Fe N1 C1 75.5(6) . . . . no O1 Fe N1 N3 169.9(5) . . . . no O1 Fe N1 C1 -13.5(6) . . . . no O3 Fe N1 N3 82.4(5) . . . . no O3 Fe N1 C1 -100.9(6) . . . . no S1 Fe N5 N7 -100.5(5) . . . . no S1 Fe N5 C10 85.4(6) . . . . no S2 Fe N5 N7 -6.1(5) . . . . no S2 Fe N5 C10 179.8(7) . . . . no O1 Fe N5 N7 83.2(5) . . . . no O1 Fe N5 C10 -90.9(7) . . . . no O3 Fe N5 N7 170.3(5) . . . . no O3 Fe N5 C10 -3.9(7) . . . . no Fe S1 C9 N3 -4.8(7) . . . . no Fe S1 C9 N4 178.8(6) . . . . no Fe S2 C18 N7 -9.4(7) . . . . no Fe S2 C18 N8 171.7(6) . . . . no Fe O1 C6 C2 -17.6(9) . . . . no Fe O1 C6 C5 162.2(4) . . . . no Fe O3 C15 C11 -4.1(11) . . . . no Fe O3 C15 C14 174.8(5) . . . . no C16A O4A O4B C16B 50(2) . . . . no O4B O4A C16A C12A 166(3) . . . . no O4B O4A C16A C12B -163(3) . . . . no O4B O4A C16A C16B -103(3) . . . . no O4A O4B C16A C12A -154(5) . . . . no O4A O4B C16A C12B 154(5) . . . . no O4A O4B C16A C16B 102(2) . . . . no C16B O4B C16A O4A -102(2) . . . . no C16B O4B C16A C12A 104(5) . . . . no C16B O4B C16A C12B 52(3) . . . . no O4A O4B C16B C12A -83.4(8) . . . . no O4A O4B C16B C12B -91.9(12) . . . . no O4A O4B C16B C16A -58(2) . . . . no C16A O4B C16B C12A -26(2) . . . . no C16A O4B C16B C12B -34(3) . . . . no Fe N1 N3 C9 4.9(8) . . . . no C1 N1 N3 C9 -172.1(6) . . . . no Fe N1 C1 C2 2.8(10) . . . . no N3 N1 C1 C2 179.7(6) . . . . no C5 N2 C4 C3 1.6(13) . . . . no C4 N2 C5 C6 0.8(11) . . . . no C4 N2 C5 C8 -177.3(7) . . . . no N1 N3 C9 S1 0.8(9) . . . . no N1 N3 C9 N4 177.3(6) . . . . no Fe N5 N7 C18 1.6(8) . . . . no C10 N5 N7 C18 176.4(7) . . . . no Fe N5 C10 C11 -1.0(12) . . . . no N7 N5 C10 C11 -175.4(7) . . . . no C13A N6A N6B C13B 0.2(15) . . . . no C13A N6A N6B C14 124.1(12) . . . . no C13B N6A N6B C13A -0.2(15) . . . . no C13B N6A N6B C14 123.8(12) . . . . no C14 N6A N6B C13A -124.1(12) . . . . no C14 N6A N6B C13B -123.8(12) . . . . no N6B N6A C13A C12A -84(2) . . . . no N6B N6A C13A C12B -51(2) . . . . no N6B N6A C13A C13B 0(2) . . . . no C13B N6A C13A N6B 0(2) . . . . no C13B N6A C13A C12A -83.6(18) . . . . no C13B N6A C13A C12B -50.6(14) . . . . no C14 N6A C13A N6B 75.9(19) . . . . no C14 N6A C13A C12A -8(2) . . . . no C14 N6A C13A C12B 25.0(19) . . . . no C14 N6A C13A C13B 75.6(19) . . . . no N6B N6A C13B C12A -134(2) . . . . no N6B N6A C13B C12B -109(2) . . . . no N6B N6A C13B C13A 180(2) . . . . no C13A N6A C13B N6B -180(2) . . . . no C13A N6A C13B C12A 46.3(13) . . . . no C13A N6A C13B C12B 71.3(17) . . . . no C14 N6A C13B N6B 57.8(17) . . . . no C14 N6A C13B C12A -76.2(12) . . . . no C14 N6A C13B C12B -51.2(17) . . . . no C14 N6A C13B C13A -122.6(16) . . . . no N6B N6A C14 C15 98.1(17) . . . . no N6B N6A C14 C17 -97.2(16) . . . . no C13A N6A C14 N6B -88(2) . . . . no C13A N6A C14 C15 10.1(19) . . . . no C13A N6A C14 C17 174.7(12) . . . . no C13B N6A C14 N6B -49.7(15) . . . . no C13B N6A C14 C15 48.5(14) . . . . no C13B N6A C14 C17 -146.9(10) . . . . no N6A N6B C13A C12A 109(2) . . . . no N6A N6B C13A C12B 134(2) . . . . no N6A N6B C13A C13B 180(2) . . . . no C13B N6B C13A N6A -180(2) . . . . no C13B N6B C13A C12A -70.4(17) . . . . no C13B N6B C13A C12B -46.1(15) . . . . no C14 N6B C13A N6A -58.7(18) . . . . no C14 N6B C13A C12A 50.5(16) . . . . no C14 N6B C13A C12B 74.9(12) . . . . no C14 N6B C13A C13B 120.9(17) . . . . no N6A N6B C13B C12A 51(2) . . . . no N6A N6B C13B C12B 85(2) . . . . no N6A N6B C13B C13A 0(2) . . . . no C13A N6B C13B N6A 0(2) . . . . no C13A N6B C13B C12A 51.1(13) . . . . no C13A N6B C13B C12B 84.8(19) . . . . no C14 N6B C13B N6A -77(2) . . . . no C14 N6B C13B C12A -26(2) . . . . no C14 N6B C13B C12B 8(2) . . . . no C14 N6B C13B C13A -76.8(18) . . . . no N6A N6B C14 C15 -98.1(17) . . . . no N6A N6B C14 C17 97.8(16) . . . . no C13A N6B C14 N6A 47.6(15) . . . . no C13A N6B C14 C15 -50.5(13) . . . . no C13A N6B C14 C17 145.4(9) . . . . no C13B N6B C14 N6A 86(2) . . . . no C13B N6B C14 C15 -12.4(18) . . . . no C13B N6B C14 C17 -176.5(13) . . . . no N5 N7 C18 S2 6.3(9) . . . . no N5 N7 C18 N8 -174.7(6) . . . . no N1 C1 C2 C3 -173.2(7) . . . . no N1 C1 C2 C6 6.9(10) . . . . no C1 C2 C3 C4 -178.7(7) . . . . no C1 C2 C3 C7 1.5(10) . . . . no C6 C2 C3 C4 1.2(10) . . . . no C6 C2 C3 C7 -178.6(7) . . . . no C1 C2 C6 O1 0.8(10) . . . . no C1 C2 C6 C5 -179.0(6) . . . . no C3 C2 C6 O1 -179.1(6) . . . . no C3 C2 C6 C5 1.1(9) . . . . no C2 C3 C4 N2 -2.5(12) . . . . no C7 C3 C4 N2 177.2(7) . . . . no C2 C3 C7 O2 177.0(7) . . . . no C4 C3 C7 O2 -2.8(10) . . . . no N2 C5 C6 O1 178.1(6) . . . . no N2 C5 C6 C2 -2.1(9) . . . . no C8 C5 C6 O1 -3.9(9) . . . . no C8 C5 C6 C2 175.9(6) . . . . no N5 C10 C11 C12A 165.0(9) . . . . no N5 C10 C11 C12B -157.1(10) . . . . no N5 C10 C11 C15 5.4(14) . . . . no C10 C11 C12A C12B 99.7(15) . . . . no C10 C11 C12A C13A -177.8(11) . . . . no C10 C11 C12A C13B 148.5(9) . . . . no C10 C11 C12A C16A 16.2(18) . . . . no C10 C11 C12A C16B 53.8(12) . . . . no C12B C11 C12A C13A 82.5(18) . . . . no C12B C11 C12A C13B 48.8(14) . . . . no C12B C11 C12A C16A -83.4(19) . . . . no C12B C11 C12A C16B -45.9(14) . . . . no C15 C11 C12A C12B -100.1(15) . . . . no C15 C11 C12A C13A -17.6(16) . . . . no C15 C11 C12A C13B -51.3(13) . . . . no C15 C11 C12A C16A 176.5(13) . . . . no C15 C11 C12A C16B -146.0(9) . . . . no C10 C11 C12B C12A -97.5(15) . . . . no C10 C11 C12B C13A -147.0(9) . . . . no C10 C11 C12B C13B 178.2(12) . . . . no C10 C11 C12B C16A -50.3(14) . . . . no C10 C11 C12B C16B -11.6(19) . . . . no C12A C11 C12B C13A -49.5(14) . . . . no C12A C11 C12B C13B -84(2) . . . . no C12A C11 C12B C16A 47.2(14) . . . . no C12A C11 C12B C16B 85.9(19) . . . . no C15 C11 C12B C12A 99.4(15) . . . . no C15 C11 C12B C13A 49.9(13) . . . . no C15 C11 C12B C13B 15.1(19) . . . . no C15 C11 C12B C16A 146.6(10) . . . . no C15 C11 C12B C16B -174.7(12) . . . . no C10 C11 C15 O3 -2.6(13) . . . . no C10 C11 C15 C14 178.6(8) . . . . no C12A C11 C15 O3 -161.5(9) . . . . no C12A C11 C15 C14 19.7(13) . . . . no C12B C11 C15 O3 159.5(10) . . . . no C12B C11 C15 C14 -19.4(13) . . . . no C11 C12A C12B C13A 118.0(10) . . . . no C11 C12A C12B C13B 118.3(11) . . . . no C11 C12A C12B C16A -122.6(12) . . . . no C11 C12A C12B C16B -124.4(13) . . . . no C13A C12A C12B C11 -118.0(10) . . . . no C13A C12A C12B C13B 0.3(12) . . . . no C13A C12A C12B C16A 119.5(14) . . . . no C13A C12A C12B C16B 117.6(13) . . . . no C13B C12A C12B C11 -118.3(11) . . . . no C13B C12A C12B C13A -0.3(12) . . . . no C13B C12A C12B C16A 119.1(13) . . . . no C13B C12A C12B C16B 117.3(15) . . . . no C16A C12A C12B C11 122.6(12) . . . . no C16A C12A C12B C13A -119.5(14) . . . . no C16A C12A C12B C13B -119.1(13) . . . . no C16A C12A C12B C16B -1.8(15) . . . . no C16B C12A C12B C11 124.4(13) . . . . no C16B C12A C12B C13A -117.6(13) . . . . no C16B C12A C12B C13B -117.3(15) . . . . no C16B C12A C12B C16A 1.8(15) . . . . no C11 C12A C13A N6A 11(2) . . . . no C11 C12A C13A N6B -16.6(18) . . . . no C11 C12A C13A C12B -69.6(15) . . . . no C11 C12A C13A C13B -70.0(17) . . . . no C12B C12A C13A N6A 81.0(19) . . . . no C12B C12A C13A N6B 53.0(18) . . . . no C12B C12A C13A C13B -0.5(18) . . . . no C13B C12A C13A N6A 81.4(17) . . . . no C13B C12A C13A N6B 53.5(13) . . . . no C13B C12A C13A C12B 0.5(18) . . . . no C16A C12A C13A N6A 177.8(15) . . . . no C16A C12A C13A N6B 149.8(14) . . . . no C16A C12A C13A C12B 97(2) . . . . no C16A C12A C13A C13B 96.4(18) . . . . no C16B C12A C13A N6A 135.5(13) . . . . no C16B C12A C13A N6B 107.5(13) . . . . no C16B C12A C13A C12B 54.5(14) . . . . no C16B C12A C13A C13B 54.1(16) . . . . no C11 C12A C13B N6A 73.9(12) . . . . no C11 C12A C13B N6B 54.0(15) . . . . no C11 C12A C13B C12B -58.0(14) . . . . no C11 C12A C13B C13A 121.4(15) . . . . no C12B C12A C13B N6A 132.0(17) . . . . no C12B C12A C13B N6B 112.0(19) . . . . no C12B C12A C13B C13A 180(2) . . . . no C13A C12A C13B N6A -47.5(13) . . . . no C13A C12A C13B N6B -67.4(16) . . . . no C13A C12A C13B C12B -180(2) . . . . no C16A C12A C13B N6A -150.6(14) . . . . no C16A C12A C13B N6B -170.5(15) . . . . no C16A C12A C13B C12B 77.4(18) . . . . no C16A C12A C13B C13A -103.1(18) . . . . no C16B C12A C13B N6A -179.9(10) . . . . no C16B C12A C13B N6B 160.2(13) . . . . no C16B C12A C13B C12B 48.1(14) . . . . no C16B C12A C13B C13A -132.4(15) . . . . no C11 C12A C16A O4A 172.8(12) . . . . no C11 C12A C16A O4B -35(5) . . . . no C11 C12A C16A C12B 70.3(18) . . . . no C11 C12A C16A C16B 72.8(19) . . . . no C12B C12A C16A O4A 103(2) . . . . no C12B C12A C16A O4B -105(5) . . . . no C12B C12A C16A C16B 3(2) . . . . no C13A C12A C16A O4A 7(2) . . . . no C13A C12A C16A O4B 160(4) . . . . no C13A C12A C16A C12B -95(2) . . . . no C13A C12A C16A C16B -92.9(18) . . . . no C13B C12A C16A O4A 47(2) . . . . no C13B C12A C16A O4B -160(4) . . . . no C13B C12A C16A C12B -55.2(16) . . . . no C13B C12A C16A C16B -52.7(19) . . . . no C16B C12A C16A O4A 100(2) . . . . no C16B C12A C16A O4B -108(5) . . . . no C16B C12A C16A C12B -3(2) . . . . no C11 C12A C16B O4B -108.4(11) . . . . no C11 C12A C16B C12B 54.0(16) . . . . no C11 C12A C16B C16A -123.1(17) . . . . no C12B C12A C16B O4B -162(2) . . . . no C12B C12A C16B C16A -177(2) . . . . no C13A C12A C16B O4B 121.5(13) . . . . no C13A C12A C16B C12B -76.1(19) . . . . no C13A C12A C16B C16A 106.9(18) . . . . no C13B C12A C16B O4B 149.4(12) . . . . no C13B C12A C16B C12B -48.2(17) . . . . no C13B C12A C16B C16A 134.8(17) . . . . no C16A C12A C16B O4B 14.7(14) . . . . no C16A C12A C16B C12B 177(2) . . . . no C11 C12B C13A N6A -52.2(15) . . . . no C11 C12B C13A N6B -71.7(11) . . . . no C11 C12B C13A C12A 61.6(15) . . . . no C11 C12B C13A C13B -119.0(16) . . . . no C12A C12B C13A N6A -113.8(18) . . . . no C12A C12B C13A N6B -133.3(16) . . . . no C12A C12B C13A C13B 180(2) . . . . no C13B C12B C13A N6A 66.8(16) . . . . no C13B C12B C13A N6B 47.3(14) . . . . no C13B C12B C13A C12A -180(2) . . . . no C16A C12B C13A N6A -160.3(13) . . . . no C16A C12B C13A N6B -179.8(11) . . . . no C16A C12B C13A C12A -46.5(14) . . . . no C16A C12B C13A C13B 133.0(16) . . . . no C16B C12B C13A N6A 167.8(14) . . . . no C16B C12B C13A N6B 148.3(13) . . . . no C16B C12B C13A C12A -78.5(17) . . . . no C16B C12B C13A C13B 101.0(18) . . . . no C11 C12B C13B N6A 20(2) . . . . no C11 C12B C13B N6B -9(2) . . . . no C11 C12B C13B C12A 74.3(17) . . . . no C11 C12B C13B C13A 73.8(18) . . . . no C12A C12B C13B N6A -54.7(18) . . . . no C12A C12B C13B N6B -83(2) . . . . no C12A C12B C13B C13A -0.5(18) . . . . no C13A C12B C13B N6A -54.2(14) . . . . no C13A C12B C13B N6B -82.9(19) . . . . no C13A C12B C13B C12A 0.5(18) . . . . no C16A C12B C13B N6A -108.1(15) . . . . no C16A C12B C13B N6B -136.7(15) . . . . no C16A C12B C13B C12A -53.4(15) . . . . no C16A C12B C13B C13A -53.9(18) . . . . no C16B C12B C13B N6A -151.3(14) . . . . no C16B C12B C13B N6B -180.0(15) . . . . no C16B C12B C13B C12A -96.7(19) . . . . no C16B C12B C13B C13A -97.1(18) . . . . no C11 C12B C16A O4A -148.3(14) . . . . no C11 C12B C16A O4B 60(4) . . . . no C11 C12B C16A C12A -58.4(16) . . . . no C11 C12B C16A C16B 124.5(17) . . . . no C12A C12B C16A O4A -90(2) . . . . no C12A C12B C16A O4B 119(5) . . . . no C12A C12B C16A C16B -177(2) . . . . no C13A C12B C16A O4A -43.1(16) . . . . no C13A C12B C16A O4B 166(4) . . . . no C13A C12B C16A C12A 46.8(16) . . . . no C13A C12B C16A C16B -130.3(16) . . . . no C13B C12B C16A O4A -15(2) . . . . no C13B C12B C16A O4B -167(4) . . . . no C13B C12B C16A C12A 75(2) . . . . no C13B C12B C16A C16B -102.6(19) . . . . no C16B C12B C16A O4A 87.3(19) . . . . no C16B C12B C16A O4B -64(4) . . . . no C16B C12B C16A C12A 177(2) . . . . no C11 C12B C16B O4B -57(2) . . . . no C11 C12B C16B C12A -75.5(19) . . . . no C11 C12B C16B C16A -73.1(19) . . . . no C12A C12B C16B O4B 18(2) . . . . no C12A C12B C16B C16A 2(2) . . . . no C13A C12B C16B O4B 73.4(17) . . . . no C13A C12B C16B C12A 55.4(16) . . . . no C13A C12B C16B C16A 57.8(18) . . . . no C13B C12B C16B O4B 112.8(17) . . . . no C13B C12B C16B C12A 95(2) . . . . no C13B C12B C16B C16A 97.2(19) . . . . no C16A C12B C16B O4B 15.7(13) . . . . no C16A C12B C16B C12A -2(2) . . . . no N6A C13A C13B N6B 0.2(11) . . . . no N6A C13A C13B C12A -120.9(12) . . . . no N6A C13A C13B C12B -120.6(12) . . . . no N6B C13A C13B N6A -0.2(11) . . . . no N6B C13A C13B C12A -121.0(12) . . . . no N6B C13A C13B C12B -120.7(14) . . . . no C12A C13A C13B N6A 120.9(12) . . . . no C12A C13A C13B N6B 121.0(12) . . . . no C12A C13A C13B C12B 0.3(11) . . . . no C12B C13A C13B N6A 120.6(12) . . . . no C12B C13A C13B N6B 120.7(14) . . . . no C12B C13A C13B C12A -0.3(11) . . . . no N6A C14 C15 O3 165.4(9) . . . . no N6A C14 C15 C11 -15.6(13) . . . . no N6B C14 C15 O3 -161.2(9) . . . . no N6B C14 C15 C11 17.7(13) . . . . no C17 C14 C15 O3 1.8(12) . . . . no C17 C14 C15 C11 -179.3(8) . . . . no O4A C16A C16B O4B 100(3) . . . . no O4A C16A C16B C12A -111.1(16) . . . . no O4A C16A C16B C12B -112.5(14) . . . . no O4B C16A C16B C12A 148(3) . . . . no O4B C16A C16B C12B 147(2) . . . . no C12A C16A C16B O4B -148(3) . . . . no C12A C16A C16B C12B -1.4(12) . . . . no C12B C16A C16B O4B -147(2) . . . . no C12B C16A C16B C12A 1.4(12) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Fe H28 3.10(11) . 6_555 no S1 S2 3.253(2) . . no S1 O3 2.938(5) . . no S1 N1 2.859(6) . . no S1 N3 2.712(5) . . no S1 N5 3.052(6) . . no S1 C15 3.611(8) . . no S1 O11 3.250(14) . 5_545 no S1 C8 3.647(8) . 6_545 no S2 C15 3.685(8) . 6_545 no S2 C2 3.575(7) . . no S2 S1 3.253(2) . . no S2 O1 2.877(5) . . no S2 N1 2.891(6) . . no S2 N5 2.848(6) . . no S2 N7 2.702(5) . . no S2 C1 3.412(7) . . no S2 C5 3.576(7) . 6_545 no S2 C6 3.311(6) . . no S2 O1 3.317(5) . 6_545 no S2 C6 3.464(6) . 6_545 no S2 C8 3.684(8) . 6_545 no S3 N2 3.525(6) . . no S3 N2 3.525(6) . 2_555 no S1 H35' 2.4(2) . 5_545 no S1 H8' 3.19 . 6_545 no S2 H8' 2.94 . 6_545 no S3 H31 2.92(12) . . no S3 H22 2.91(12) . . no S3 H31 2.92(12) . 2_555 no S3 H62 3.03 . 5_445 no S3 H22 2.91(12) . 2_555 no S3 H62 3.03 . 6_545 no O1 O3 2.658(7) . . no O1 N1 2.781(7) . . no O1 S2 2.877(5) . . no O1 N7 3.241(7) . . no O1 C1 2.931(8) . . no O1 N5 2.583(7) . . no O1 C10 3.320(9) . . no O1 C15 3.416(10) . . no O1 C18 3.254(9) . . no O1 S2 3.317(5) . 6_555 no O2 O10 2.888(13) . 4_564 no O2 O8 2.743(13) . 4_564 no O2 C16B 3.318(18) . 8_454 no O2 O9 2.754(18) . 4_564 no O3 N5 2.842(7) . . no O3 N1 2.764(7) . . no O3 O1 2.658(7) . . no O3 N8 2.966(8) . 6_555 no O3 C10 2.956(8) . . no O3 S1 2.938(5) . . no O4A O6 2.639(12) . 8_555 no O4B O5 2.939(14) . 8_555 no O4B C10 2.997(15) . . no O4B O12 2.92(5) . . no O5 O7 2.777(11) . 2_555 no O5 N2 2.780(8) . 2_555 no O5 O4B 2.939(14) . 8_454 no O6 N6B 2.661(15) . 6_545 no O6 N2 3.125(8) . . no O6 C4 3.155(10) . . no O6 C16B 3.342(15) . 8_454 no O6 C13B 3.270(17) . 6_545 no O6 O4A 2.639(12) . 8_454 no O6 N6A 2.807(15) . 6_545 no O7 O11 2.502(16) . . no O7 O9 2.907(19) . . no O7 O5 2.777(11) . 2_555 no O7 N4 2.962(11) . 6_555 no O8 C17 3.254(14) . 6_555 no O8 O10 1.978(17) . . no O8 O2 2.743(13) . 4_565 no O9 O2 2.754(18) . 4_565 no O9 O7 2.907(19) . . no O10 C15 3.297(14) . 6_555 no O10 C17 3.407(14) . 6_555 no O10 O2 2.888(13) . 4_565 no O10 O11 2.684(18) . . no O10 O8 1.978(17) . . no O10 C14 3.157(14) . 6_555 no O11 O7 3.094(15) . 2_555 no O11 O10 2.684(18) . . no O11 O7 2.502(16) . . no O12 C16A 2.89(5) . . no O12 C1 3.18(4) . 6_555 no O12 O4B 2.92(5) . . no O12 C12A 2.89(5) . . no O1 H8' 2.77 . . no O1 H8" 2.67 . . no O1 H28 2.90(11) . 6_555 no O2 H131 2.77 . 6_545 no O2 H33 2.1(2) . 4_564 no O2 H4 2.30 . . no O2 H162' 2.78 . 8_454 no O3 H28 2.06(11) . 6_555 no O3 H17" 2.67 . . no O4A H131 2.27 . . no O4A H7' 2.82 . 6_555 no O4A H17 2.78 . 4_565 no O4A H132 2.67 . . no O4B H8 2.89 . 7_556 no O4B H10 2.38 . . no O5 H8 2.64 . 2_555 no O5 H22 2.14(12) . 2_555 no O5 H42 2.84 . 8_454 no O5 H31 1.93(12) . 2_555 no O6 H62 1.83 . 6_545 no O6 H41 2.32 . 8_454 no O6 H4 2.86 . . no O6 H61 2.11 . 6_545 no O6 H162' 2.70 . 8_454 no O6 H22 2.71(12) . . no O7 H33 2.6(2) . . no O7 H33' 2.5(2) . . no O7 H24' 2.26(12) . 6_555 no O7 H162 2.88 . 7_556 no O8 H21 1.86(12) . 4_565 no O9 H4 2.65 . 4_565 no O9 H31' 2.46(13) . . no O10 H21 2.19(12) . 4_565 no O10 H17" 2.89 . 6_555 no O11 H33 2.7(2) . . no O11 H31 2.88(12) . . no O11 H31' 2.18(13) . . no O12 H7' 2.86 . 6_555 no O12 H161 2.25 . . no O12 H1 2.89 . 6_555 no N1 O3 2.764(7) . . no N1 C9 2.283(10) . . no N1 O1 2.781(7) . . no N1 S2 2.891(6) . . no N1 C6 2.938(8) . . no N1 S1 2.859(6) . . no N2 O5 2.780(8) . 2_555 no N2 S3 3.525(6) . . no N2 S3 3.525(6) . . no N2 O6 3.125(8) . . no N3 S1 2.712(5) . . no N3 N8 3.027(8) . 4_554 no N4 O7 2.962(11) . 6_545 no N4 N7 2.982(8) . 4_554 no N5 S1 3.052(6) . . no N5 S2 2.848(6) . . no N5 C18 2.258(10) . . no N5 O1 2.583(7) . . no N5 O3 2.842(7) . . no N5 C15 2.985(10) . . no N6A C4 3.277(16) . 6_555 no N6A O6 2.807(15) . 6_555 no N6A C3 3.428(16) . 6_555 no N6B O6 2.661(15) . 6_555 no N7 N4 2.982(8) . 4_555 no N7 S2 2.702(5) . . no N7 O1 3.241(7) . . no N8 O3 2.966(8) . 6_545 no N8 N3 3.027(8) . 4_555 no N8 C17 3.369(10) . 6_545 no N8 C6 3.255(9) . 6_545 no N8 C2 3.097(9) . 6_545 no N8 C1 3.087(9) . 6_545 no N1 H28 2.71(11) . 6_555 no N2 H61 2.69 . 6_545 no N3 H28' 2.25(12) . 4_554 no N4 H7 2.87 . 7_555 no N7 H24 2.13(12) . 4_555 no N8 H17' 2.64 . 6_545 no C1 N8 3.087(9) . 6_555 no C1 O12 3.18(4) . 6_545 no C2 S2 3.575(7) . . no C2 N8 3.097(9) . 6_555 no C3 C13A 3.350(16) . 6_545 no C3 N6A 3.428(16) . 6_545 no C4 O6 3.155(10) . . no C4 C13A 3.518(16) . 6_545 no C4 N6A 3.277(16) . 6_545 no C5 S2 3.576(7) . 6_555 no C6 N8 3.255(9) . 6_555 no C6 S2 3.464(6) . 6_555 no C6 C18 3.473(10) . 6_555 no C7 C13A 3.449(16) . 6_545 no C8 S1 3.647(8) . 6_555 no C8 S2 3.684(8) . 6_555 no C10 O4B 2.997(15) . . no C12A O12 2.89(5) . . no C13A C3 3.350(16) . 6_555 no C13A C4 3.518(16) . 6_555 no C13A C7 3.449(16) . 6_555 no C13B O6 3.270(17) . 6_555 no C14 O10 3.157(14) . 6_545 no C15 O10 3.297(14) . 6_545 no C15 S2 3.685(8) . 6_555 no C16A O12 2.89(5) . . no C16B O2 3.318(18) . 8_555 no C16B O6 3.342(15) . 8_555 no C17 O10 3.407(14) . 6_545 no C17 O8 3.254(14) . 6_545 no C17 N8 3.369(10) . 6_555 no C18 C6 3.473(10) . 6_545 no C1 H7 2.88 . . no C1 H28 2.81(11) . 6_555 no C1 H7' 2.83 . . no C1 H28' 2.99(11) . 6_555 no C2 H28 3.05(11) . 6_555 no C3 H131 3.08 . 6_545 no C4 H61 2.66 . 6_545 no C6 H28 3.08(11) . 6_555 no C7 H131 2.93 . 6_545 no C7 H17" 2.88 . 7_555 no C7 H1 2.53 . . no C9 H7 2.87 . 7_555 no C10 H42 2.67 . . no C10 H162 2.87 . . no C10 H161' 2.84 . . no C10 H161 2.81 . . no C13A H7' 3.02 . 6_555 no C13A H41 2.75 . . no C13B H41 2.80 . . no C15 H28 2.97(11) . 6_555 no C16A H10 2.48 . . no C16B H10 2.56 . . no C17 H28 2.96(11) . 6_555 no C18 H17' 2.97 . 6_545 no C18 H24 2.97(12) . 4_555 no H1 C7 2.53 . . no H1 O12 2.89 . 6_545 no H1 H7' 2.34 . . no H1 H28' 2.56 . 4_554 no H1 H7 2.32 . . no H161' C10 2.84 . . no H161' H10 2.30 . . no H162' H132 2.25 . . no H162' H41 1.25 . . no H162' O6 2.70 . 8_555 no H162' O2 2.78 . 8_555 no H4 O6 2.86 . . no H4 O9 2.65 . 4_564 no H4 O2 2.30 . . no H7 C9 2.87 . 7_555 no H7 N4 2.87 . 7_555 no H7 H1 2.32 . . no H7 C1 2.88 . . no H7' H17" 2.32 . 7_555 no H7' O12 2.86 . 6_545 no H7' O4A 2.82 . 6_545 no H7' H1 2.34 . . no H7' C1 2.83 . . no H7' C13A 3.02 . 6_545 no H8 H42 2.31 . 7_556 no H8 O4B 2.89 . 7_556 no H8 H22 2.42 . . no H8 O5 2.64 . 2_555 no H8' O1 2.77 . . no H8' S1 3.19 . 6_555 no H8' S2 2.94 . 6_555 no H8" O1 2.67 . . no H10 O4B 2.38 . . no H10 H162 2.40 . . no H10 H161 2.26 . . no H10 H161' 2.30 . . no H10 H42 1.87 . . no H10 C16B 2.56 . . no H10 C16A 2.48 . . no H17 H62 2.15 . . no H17 O4A 2.78 . 4_564 no H17 H61 2.23 . . no H17' H28 2.45 . 6_555 no H17' C18 2.97 . 6_555 no H17' N8 2.64 . 6_555 no H17" H7' 2.32 . 7_555 no H17" O10 2.89 . 6_545 no H17" C7 2.88 . 7_555 no H17" O3 2.67 . . no H21 H33 2.5(2) . 4_564 no H21 O8 1.86(12) . 4_564 no H21 O10 2.19(11) . 4_564 no H22 O5 2.14(12) . 2_555 no H22 O6 2.71(12) . . no H22 S3 2.91(12) . . no H22 H8 2.42 . . no H22 S3 2.91(12) . . no H24 C18 2.97(12) . 4_554 no H24 N7 2.13(12) . 4_554 no H24' H31 2.55(16) . 6_545 no H24' O7 2.26(11) . 6_545 no H24' H31' 2.59(18) . 6_545 no H28 C15 2.97(12) . 6_545 no H28 O3 2.06(12) . 6_545 no H28 H17' 2.45 . 6_545 no H28 C17 2.96(11) . 6_545 no H28 C1 2.81(11) . 6_545 no H28 Fe 3.10(11) . 6_545 no H28 N1 2.71(11) . 6_545 no H28 O1 2.90(11) . 6_545 no H28 C6 3.08(11) . 6_545 no H28 C2 3.05(11) . 6_545 no H28' N3 2.25(12) . 4_555 no H28' H1 2.56 . 4_555 no H28' C1 2.99(11) . 6_545 no H31 S3 2.92(12) . . no H31 H35 1.8(2) . . no H31 O11 2.88(12) . . no H31 O5 1.93(12) . 2_555 no H31 H24' 2.55(16) . 6_555 no H31 S3 2.92(12) . . no H31' H24' 2.59(18) . 6_555 no H31' H33' 2.2(3) . . no H31' H35 1.3(3) . . no H31' H33 2.2(3) . . no H31' O11 2.18(13) . . no H31' O9 2.46(13) . . no H33 O7 2.6(2) . . no H33 H21 2.5(2) . 4_565 no H33 O11 2.7(2) . . no H33 H31' 2.2(3) . . no H33 O2 2.1(2) . 4_565 no H33 H35 2.5(3) . . no H33' O7 2.5(2) . . no H33' H31' 2.2(3) . . no H35 H33 2.5(3) . . no H35 H31 1.8(2) . . no H35 H31' 1.3(3) . . no H35 O7 1.5(2) . . no H41 C13A 2.75 . . no H41 H131 2.26 . . no H41 H132 2.32 . . no H41 O6 2.32 . 8_555 no H41 H162' 1.25 . . no H41 C13B 2.80 . . no H42 H10 1.87 . . no H42 C10 2.67 . . no H42 O5 2.84 . 8_555 no H42 H8 2.31 . 7_556 no H61 N2 2.69 . 6_555 no H61 O6 2.11 . 6_555 no H61 H17 2.23 . . no H61 C4 2.66 . 6_555 no H62 H17 2.15 . . no H62 S3 3.03 . 5_555 no H62 O6 1.83 . 6_555 no H62 S3 3.03 . 6_555 no H131 H41 2.26 . . no H131 O4A 2.27 . . no H131 C7 2.93 . 6_555 no H131 O2 2.77 . 6_555 no H131 C3 3.08 . 6_555 no H132 H41 2.32 . . no H132 O4A 2.67 . . no H132 H162' 2.25 . . no H161 H10 2.26 . . no H161 C10 2.81 . . no H161 O12 2.25 . . no H162 H10 2.40 . . no H162 O7 2.88 . 7_556 no H162 C10 2.87 . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # O2 H21 O8 0.92(11) 1.86(12) 2.743(13) 160(11) 4_564 yes O2 H21 O10 0.92(11) 2.19(11) 2.888(13) 131(9) 4_564 yes N2 H22 O5 0.70(12) 2.14(12) 2.780(8) 152(12) 2_555 yes N4 H24 N7 0.86(11) 2.13(12) 2.982(8) 170(8) 4_554 yes N4 H24' O7 0.75(12) 2.26(11) 2.962(11) 156(11) 6_545 yes N8 H28 O3 0.93(11) 2.06(12) 2.966(8) 163(10) 6_545 yes N8 H28' N3 0.81(11) 2.25(12) 3.027(8) 162(10) 4_555 yes O7 H31 O5 0.85(12) 1.93(12) 2.777(11) 171(15) 2_555 yes O7 H31' O9 0.58(14) 2.46(13) 2.907(19) 136(14) . yes O7 H31' O11 0.58(14) 2.18(13) 2.502(16) 117(15) . yes O9 H33 O2 1.1(2) 2.1(2) 2.754(18) 113(14) 4_565 yes O9 H33' O7 0.9(3) 2.5(2) 2.907(19) 110(17) . yes O11 H35 O7 1.2(2) 1.5(2) 2.502(16) 144(18) . yes O4A H41 O6 0.8400 2.3200 2.639(12) 103 8_555 yes N6A H61 O6 0.8800 2.1100 2.807(15) 135 6_555 yes N6A H62 O6 1.2000 1.8300 2.807(15) 135 6_555 yes O4B H161 O12 0.7000 2.2500 2.92(5) 161 . yes C4 H4 O2 0.9500 2.3000 2.675(10) 103 . yes C10 H10 O4B 0.9500 2.3800 2.997(15) 122 . yes C13A H131 O4A 0.9500 2.2700 2.650(17) 103 . yes # Loop Mechanism for Extra Tables(s) #loop_ #_publ_manuscript_incl_extra_item #'_geom_extra_tableA_col_1' #'_geom_extra_tableA_col_2' #'_geom_extra_tableA_col_3' #'_geom_extra_table_head_A' #'_geom_table_footnote_A' #'_geom_extra_tableB_col_1' #'_geom_extra_tableB_col_2' #'_geom_extra_tableB_col_3' #'_geom_extra_table_head_B' #'_geom_table_footnote_B' # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 # ? ? ? # #loop_ #_geom_extra_tableB_col_1 #_geom_extra_tableB_col_2 #_geom_extra_tableB_col_3 # ? ? ? # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; #===END of Crystallographic Information File # Attachment 'q1138.cif' # CIF-file generated for C18H28FeN9O10S2 P21/c q1138 data_q1138 _database_code_depnum_ccdc_archive 'CCDC 732215' # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H22 Fe N8 O4 S2, N O3, 3(H2 O)' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C18 H28 Fe N9 O10 S2' _chemical_formula_iupac ? _chemical_formula_weight 650.45 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' N N 0.0061 0.0033 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 9.3807(6) _cell_length_b 19.045(1) _cell_length_c 15.885(1) _cell_angle_alpha 90 _cell_angle_beta 107.057(1) _cell_angle_gamma 90 _cell_volume 2713.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 6065 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 29.60 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 6065 reflections after integration using the SAINTPLUS software package (Bruker, 2000). Reduced cell calculations did not indicate any higher metric lattice symmetry and examination of the finalatomic coordinates of the structure did not yield extra symmetry elements (Spek, 1988; Le Page 1987, 1988) ; _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.28 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1348 _exptl_absorpt_coefficient_mu 0.778 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2001))' _exptl_absorpt_correction_T_min 0.7164 _exptl_absorpt_correction_T_max 0.8115 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex; CCD area detector ; _diffrn_measurement_method '\f and \w scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2000)). ; _diffrn_detector_area_resol_mean 66.06 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 24468 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 28.28 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; # number of unique reflections _reflns_number_total 6727 _reflns_number_gt 6032 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART, Version 5.624, (Bruker, 2001)' _computing_cell_refinement 'SAINTPLUS, Version 6.02A, (Bruker, 2000)' _computing_data_reduction 'XPREP, Version 5.1/NT, (Bruker, 2000)' _computing_structure_solution ; DIRDIF-99 (Beurskens et al., 1999) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 2006) PLATON (Spek, 2003) ; _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0347P)^2^+1.4799P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _chemical_absolute_configuration . _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 6727 _refine_ls_number_parameters 473 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0745 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.444 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.062 _vrn_publ_code_frame_time_sec 10.0 _vrn_publ_code_meas_time_hour 9.7 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Fe Fe Uani 0.98803(2) 0.25170(1) 0.18570(1) 1.000 0.0100(1) . . S1 S Uani 1.09871(4) 0.18742(2) 0.30702(2) 1.000 0.0142(1) . . S2 S Uani 0.88259(4) 0.31746(2) 0.26884(2) 1.000 0.0136(1) . . O1 O Uani 0.89531(11) 0.30792(5) 0.08375(7) 1.000 0.0141(3) . . O2 O Uani 1.42827(13) 0.38475(6) 0.05258(7) 1.000 0.0190(3) . . O3 O Uani 1.07717(11) 0.19494(5) 0.11573(7) 1.000 0.0148(3) . . O4 O Uani 0.54600(13) 0.10919(7) -0.09530(8) 1.000 0.0236(4) . . N1 N Uani 1.17375(13) 0.30357(6) 0.21356(8) 1.000 0.0118(3) . . N2 N Uani 0.93927(14) 0.42458(6) -0.07994(8) 1.000 0.0133(3) . . N3 N Uani 1.28928(14) 0.29003(7) 0.28983(8) 1.000 0.0155(3) . . N4 N Uani 1.37424(16) 0.21804(8) 0.40794(9) 1.000 0.0199(4) . . N5 N Uani 0.80185(14) 0.19968(6) 0.15296(8) 1.000 0.0121(3) . . N6 N Uani 1.02940(15) 0.07752(7) -0.06176(8) 1.000 0.0148(4) . . N7 N Uani 0.68838(14) 0.21461(7) 0.19077(8) 1.000 0.0148(3) . . N8 N Uani 0.61134(16) 0.28997(8) 0.28036(10) 1.000 0.0198(4) . . C1 C Uani 1.21122(16) 0.34880(7) 0.16226(9) 1.000 0.0127(4) . . C2 C Uani 1.11552(16) 0.37259(7) 0.07801(9) 1.000 0.0119(4) . . C3 C Uani 1.17463(16) 0.41996(7) 0.02720(9) 1.000 0.0126(4) . . C4 C Uani 1.08416(17) 0.44481(8) -0.05149(10) 1.000 0.0141(4) . . C5 C Uani 0.87648(16) 0.37950(7) -0.03667(9) 1.000 0.0126(4) . . C6 C Uani 0.96413(16) 0.35123(7) 0.04519(9) 1.000 0.0125(4) . . C7 C Uani 1.33568(17) 0.44380(8) 0.05571(10) 1.000 0.0147(4) . . C8 C Uani 0.71621(18) 0.35974(9) -0.07459(10) 1.000 0.0174(4) . . C9 C Uani 1.26384(16) 0.23597(8) 0.33531(9) 1.000 0.0142(4) . . C10 C Uani 0.76336(17) 0.15258(7) 0.09073(9) 1.000 0.0138(4) . . C11 C Uani 0.85815(16) 0.12727(7) 0.03954(9) 1.000 0.0127(4) . . C12 C Uani 0.79935(17) 0.07771(7) -0.02934(9) 1.000 0.0142(4) . . C13 C Uani 0.88733(18) 0.05363(8) -0.07890(10) 1.000 0.0159(4) . . C14 C Uani 1.09207(17) 0.12433(7) 0.00086(9) 1.000 0.0140(4) . . C15 C Uani 1.00780(16) 0.15068(7) 0.05546(9) 1.000 0.0127(4) . . C16 C Uani 0.63978(18) 0.05216(8) -0.05302(10) 1.000 0.0184(4) . . C17 C Uani 1.24704(18) 0.14924(9) 0.01220(11) 1.000 0.0202(5) . . C18 C Uani 0.71645(16) 0.26990(8) 0.24344(9) 1.000 0.0140(4) . . O5 O Uani 0.25185(13) 0.46473(6) 0.35604(7) 1.000 0.0211(3) . . O6 O Uani 0.24887(12) 0.51108(6) 0.22997(7) 1.000 0.0189(3) . . O7 O Uani 0.04134(13) 0.49361(7) 0.26157(8) 1.000 0.0305(4) . . N9 N Uani 0.17861(14) 0.48982(7) 0.28235(8) 1.000 0.0155(4) . . O8 O Uani 0.50557(14) 0.09578(7) 0.19389(8) 1.000 0.0226(3) . . O9 O Uani 0.70368(13) 0.05885(7) 0.63047(8) 1.000 0.0206(3) . . O10 O Uani 0.27212(15) 0.04920(6) 0.24894(9) 1.000 0.0243(4) . . H1 H Uiso 1.310(2) 0.3666(9) 0.1820(11) 1.000 0.010(4) . . H4 H Uiso 1.1154(19) 0.4744(9) -0.0860(11) 1.000 0.012(4) . . H7 H Uiso 1.3609(19) 0.4624(9) 0.1123(12) 1.000 0.013(4) . . H7' H Uiso 1.3498(19) 0.4801(9) 0.0154(11) 1.000 0.013(4) . . H8 H Uiso 0.670(2) 0.3821(11) -0.1273(14) 1.000 0.027(5) . . H8' H Uiso 0.665(2) 0.3712(11) -0.0346(14) 1.000 0.031(5) . . H10 H Uiso 0.666(2) 0.1347(9) 0.0773(11) 1.000 0.015(4) . . H13 H Uiso 0.8564(19) 0.0229(9) -0.1246(12) 1.000 0.012(4) . . H16 H Uiso 0.615(2) 0.0361(10) -0.0004(13) 1.000 0.023(5) . . H16' H Uiso 0.626(2) 0.0129(10) -0.0925(12) 1.000 0.016(4) . . H17 H Uiso 1.249(2) 0.2012(11) 0.0188(14) 1.000 0.031(5) . . H17' H Uiso 1.276(2) 0.1370(12) -0.0346(15) 1.000 0.036(6) . . H17" H Uiso 1.312(2) 0.1282(11) 0.0614(15) 1.000 0.032(6) . . H18" H Uiso 0.710(3) 0.3076(12) -0.0808(15) 1.000 0.041(6) . . H22 H Uiso 1.515(2) 0.3984(12) 0.0750(14) 1.000 0.030(6) . . H24 H Uiso 0.461(3) 0.0940(12) -0.1159(15) 1.000 0.037(6) . . H32 H Uiso 0.878(2) 0.4430(10) -0.1300(14) 1.000 0.027(5) . . H34 H Uiso 1.367(2) 0.1854(11) 0.4431(14) 1.000 0.028(5) . . H34' H Uiso 1.444(3) 0.2455(11) 0.4224(14) 1.000 0.031(6) . . H36 H Uiso 1.081(2) 0.0634(11) -0.0917(14) 1.000 0.027(5) . . H38 H Uiso 0.622(2) 0.3256(12) 0.3146(14) 1.000 0.030(5) . . H38' H Uiso 0.526(2) 0.2718(10) 0.2640(13) 1.000 0.020(5) . . H28 H Uiso 0.553(3) 0.1360(15) 0.1971(17) 1.000 0.055(8) . . H28' H Uiso 0.574(3) 0.0662(13) 0.2139(16) 1.000 0.042(7) . . H29 H Uiso 0.704(2) 0.0301(12) 0.6648(14) 1.000 0.028(6) . . H29' H Uiso 0.759(3) 0.0898(13) 0.6586(16) 1.000 0.041(7) . . H210 H Uiso 0.346(2) 0.0676(11) 0.2394(14) 1.000 0.029(6) . . H211 H Uiso 0.216(3) 0.0802(13) 0.2567(15) 1.000 0.040(7) . . 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 Fe 0.0091(1) 0.0105(1) 0.0106(1) 0.0001(1) 0.0032(1) -0.0010(1) S1 0.0126(2) 0.0141(2) 0.0158(2) 0.0038(1) 0.0040(1) 0.0000(1) S2 0.0121(2) 0.0137(2) 0.0156(2) -0.0028(1) 0.0047(1) -0.0008(1) O1 0.0106(5) 0.0174(5) 0.0131(5) 0.0036(4) 0.0016(4) -0.0029(4) O2 0.0114(5) 0.0223(5) 0.0227(5) -0.0059(5) 0.0043(4) 0.0000(4) O3 0.0116(5) 0.0179(5) 0.0154(5) -0.0056(4) 0.0048(4) -0.0022(4) O4 0.0123(6) 0.0334(7) 0.0225(6) 0.0052(5) 0.0009(5) -0.0037(5) N1 0.0094(6) 0.0136(5) 0.0118(5) -0.0007(4) 0.0021(4) 0.0004(4) N2 0.0161(6) 0.0139(6) 0.0103(5) 0.0017(5) 0.0045(5) 0.0018(5) N3 0.0106(6) 0.0204(6) 0.0132(6) 0.0031(5) 0.0001(5) -0.0015(5) N4 0.0133(7) 0.0258(7) 0.0185(6) 0.0085(6) 0.0012(5) 0.0003(6) N5 0.0114(6) 0.0127(5) 0.0131(5) 0.0023(4) 0.0049(5) -0.0001(4) N6 0.0179(7) 0.0157(6) 0.0118(6) 0.0000(5) 0.0058(5) 0.0036(5) N7 0.0117(6) 0.0165(6) 0.0187(6) -0.0011(5) 0.0084(5) -0.0015(5) N8 0.0152(7) 0.0218(7) 0.0252(7) -0.0044(6) 0.0104(6) -0.0013(6) C1 0.0098(7) 0.0139(6) 0.0137(6) -0.0007(5) 0.0025(5) -0.0025(5) C2 0.0120(7) 0.0118(6) 0.0119(6) -0.0002(5) 0.0037(5) -0.0003(5) C3 0.0132(7) 0.0123(6) 0.0136(6) -0.0017(5) 0.0061(5) -0.0010(5) C4 0.0161(7) 0.0135(7) 0.0146(7) 0.0015(5) 0.0076(6) -0.0002(5) C5 0.0133(7) 0.0133(6) 0.0113(6) -0.0013(5) 0.0040(5) 0.0003(5) C6 0.0125(7) 0.0122(6) 0.0131(6) -0.0002(5) 0.0043(5) 0.0001(5) C7 0.0137(7) 0.0155(7) 0.0159(7) -0.0009(6) 0.0058(6) -0.0032(5) C8 0.0146(7) 0.0219(8) 0.0140(7) 0.0033(6) 0.0018(6) -0.0017(6) C9 0.0122(7) 0.0177(7) 0.0140(6) 0.0007(5) 0.0058(5) 0.0017(5) C10 0.0108(7) 0.0147(7) 0.0156(7) 0.0001(5) 0.0036(5) -0.0029(5) C11 0.0140(7) 0.0124(6) 0.0115(6) 0.0009(5) 0.0033(5) -0.0003(5) C12 0.0160(7) 0.0127(6) 0.0125(6) 0.0014(5) 0.0019(5) -0.0017(5) C13 0.0210(8) 0.0136(7) 0.0117(6) -0.0002(5) 0.0027(6) -0.0008(6) C14 0.0155(7) 0.0138(6) 0.0123(6) 0.0017(5) 0.0037(5) 0.0022(5) C15 0.0120(7) 0.0138(6) 0.0119(6) 0.0018(5) 0.0030(5) 0.0015(5) C16 0.0188(8) 0.0197(7) 0.0159(7) -0.0023(6) 0.0041(6) -0.0067(6) C17 0.0159(8) 0.0279(9) 0.0187(7) -0.0047(7) 0.0079(6) -0.0005(7) C18 0.0127(7) 0.0151(6) 0.0148(6) 0.0023(5) 0.0048(5) 0.0003(5) O5 0.0202(6) 0.0279(6) 0.0150(5) 0.0084(5) 0.0047(4) 0.0030(5) O6 0.0195(6) 0.0246(6) 0.0140(5) 0.0037(4) 0.0070(4) -0.0023(4) O7 0.0138(6) 0.0476(8) 0.0293(7) 0.0137(6) 0.0052(5) 0.0026(5) N9 0.0170(7) 0.0155(6) 0.0150(6) 0.0019(5) 0.0062(5) 0.0003(5) O8 0.0160(6) 0.0209(6) 0.0298(6) 0.0028(5) 0.0048(5) -0.0024(5) O9 0.0175(6) 0.0192(6) 0.0232(6) -0.0033(5) 0.0031(5) -0.0002(5) O10 0.0221(6) 0.0197(6) 0.0346(7) -0.0031(5) 0.0136(5) -0.0016(5) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe S1 2.2620(4) . . yes Fe S2 2.2489(4) . . yes Fe O1 1.9234(11) . . yes Fe O3 1.9101(11) . . yes Fe N1 1.9377(13) . . yes Fe N5 1.9415(13) . . yes S1 C9 1.7459(16) . . yes S2 C18 1.7445(16) . . yes O1 C6 1.3055(18) . . yes O2 C7 1.431(2) . . yes O3 C15 1.2981(17) . . yes O4 C16 1.435(2) . . yes O2 H22 0.83(2) . . no O4 H24 0.82(3) . . no O5 N9 1.2644(17) . . yes O6 N9 1.2698(17) . . yes O7 N9 1.2341(19) . . yes O8 H28' 0.84(3) . . no O8 H28 0.88(3) . . no O9 H29' 0.83(3) . . no O9 H29 0.77(2) . . no O10 H211 0.82(3) . . no O10 H210 0.83(2) . . no N1 N3 1.3923(18) . . yes N1 C1 1.3029(18) . . yes N2 C4 1.356(2) . . yes N2 C5 1.3394(19) . . yes N3 C9 1.319(2) . . yes N4 C9 1.349(2) . . yes N5 N7 1.3963(19) . . yes N5 C10 1.3049(18) . . yes N6 C13 1.358(2) . . yes N6 C14 1.3367(19) . . yes N7 C18 1.323(2) . . yes N8 C18 1.342(2) . . yes N2 H32 0.90(2) . . no N4 H34 0.85(2) . . no N4 H34' 0.82(3) . . no N6 H36 0.82(2) . . no N8 H38' 0.840(19) . . no N8 H38 0.86(2) . . no C1 C2 1.448(2) . . no C2 C3 1.427(2) . . no C2 C6 1.421(2) . . no C3 C7 1.514(2) . . no C3 C4 1.373(2) . . no C5 C8 1.495(2) . . no C5 C6 1.425(2) . . no C10 C11 1.452(2) . . no C11 C12 1.4277(19) . . no C11 C15 1.423(2) . . no C12 C16 1.513(2) . . no C12 C13 1.376(2) . . no C14 C15 1.425(2) . . no C14 C17 1.489(2) . . no C1 H1 0.949(19) . . no C4 H4 0.893(18) . . no C7 H7 0.930(18) . . no C7 H7' 0.977(17) . . no C8 H8 0.93(2) . . no C8 H8' 0.93(2) . . no C8 H18" 1.00(2) . . no C10 H10 0.939(19) . . no C13 H13 0.911(18) . . no C16 H16' 0.960(19) . . no C16 H16 0.98(2) . . no C17 H17" 0.93(2) . . no C17 H17 1.00(2) . . no C17 H17' 0.89(2) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Fe S2 88.40(1) . . . yes S1 Fe O1 178.94(3) . . . yes S1 Fe O3 91.12(3) . . . yes S1 Fe N1 85.65(4) . . . yes S1 Fe N5 95.97(4) . . . yes S2 Fe O1 90.93(3) . . . yes S2 Fe O3 179.37(3) . . . yes S2 Fe N1 95.90(4) . . . yes S2 Fe N5 85.72(4) . . . yes O1 Fe O3 89.55(4) . . . yes O1 Fe N1 93.60(5) . . . yes O1 Fe N5 84.80(5) . . . yes O3 Fe N1 84.47(5) . . . yes O3 Fe N5 93.92(5) . . . yes N1 Fe N5 177.75(5) . . . yes Fe S1 C9 94.79(5) . . . yes Fe S2 C18 95.28(5) . . . yes Fe O1 C6 125.67(10) . . . yes Fe O3 C15 125.90(10) . . . yes C7 O2 H22 105.6(15) . . . no C16 O4 H24 108.1(16) . . . no H28 O8 H28' 104(3) . . . no H29 O9 H29' 105(2) . . . no H210 O10 H211 109(2) . . . no N3 N1 C1 112.50(12) . . . yes Fe N1 C1 125.71(10) . . . yes Fe N1 N3 121.50(9) . . . yes C4 N2 C5 124.03(13) . . . yes N1 N3 C9 113.67(12) . . . yes Fe N5 N7 121.35(9) . . . yes N7 N5 C10 112.92(13) . . . yes Fe N5 C10 125.52(11) . . . yes C13 N6 C14 124.34(14) . . . yes N5 N7 C18 113.51(13) . . . yes C4 N2 H32 119.9(13) . . . no C5 N2 H32 116.0(13) . . . no C9 N4 H34 123.8(14) . . . no H34 N4 H34' 120(2) . . . no C9 N4 H34' 115.4(15) . . . no C13 N6 H36 119.1(14) . . . no C14 N6 H36 116.5(15) . . . no C18 N8 H38' 120.2(13) . . . no H38 N8 H38' 116.5(19) . . . no C18 N8 H38 122.6(13) . . . no O6 N9 O7 120.50(13) . . . yes O5 N9 O6 118.79(13) . . . yes O5 N9 O7 120.71(13) . . . yes N1 C1 C2 125.24(14) . . . yes C3 C2 C6 119.07(13) . . . no C1 C2 C6 122.09(13) . . . no C1 C2 C3 118.83(13) . . . no C2 C3 C4 119.61(14) . . . no C2 C3 C7 122.67(13) . . . no C4 C3 C7 117.72(13) . . . no N2 C4 C3 119.80(14) . . . yes C6 C5 C8 121.05(13) . . . no N2 C5 C6 119.19(14) . . . yes N2 C5 C8 119.76(13) . . . yes O1 C6 C2 125.96(13) . . . yes O1 C6 C5 115.76(13) . . . yes C2 C6 C5 118.28(13) . . . no O2 C7 C3 108.46(12) . . . yes S1 C9 N4 119.13(12) . . . yes N3 C9 N4 116.69(14) . . . yes S1 C9 N3 124.18(11) . . . yes N5 C10 C11 125.00(14) . . . yes C12 C11 C15 118.85(13) . . . no C10 C11 C15 122.05(12) . . . no C10 C11 C12 119.10(14) . . . no C13 C12 C16 117.80(13) . . . no C11 C12 C13 119.82(15) . . . no C11 C12 C16 122.34(14) . . . no N6 C13 C12 119.46(14) . . . yes C15 C14 C17 120.68(13) . . . no N6 C14 C17 120.21(14) . . . yes N6 C14 C15 119.10(14) . . . yes C11 C15 C14 118.42(12) . . . no O3 C15 C14 115.46(13) . . . yes O3 C15 C11 126.12(13) . . . yes O4 C16 C12 107.40(12) . . . yes N7 C18 N8 117.89(14) . . . yes S2 C18 N8 118.17(12) . . . yes S2 C18 N7 123.94(12) . . . yes N1 C1 H1 116.5(10) . . . no C2 C1 H1 118.3(10) . . . no C3 C4 H4 123.4(12) . . . no N2 C4 H4 116.9(11) . . . no C3 C7 H7 110.6(12) . . . no C3 C7 H7' 109.3(11) . . . no O2 C7 H7' 109.5(11) . . . no O2 C7 H7 110.4(11) . . . no H7 C7 H7' 108.6(15) . . . no H8' C8 H18" 106(2) . . . no C5 C8 H8 113.4(13) . . . no C5 C8 H8' 109.1(13) . . . no C5 C8 H18" 108.2(16) . . . no H8 C8 H8' 108.2(18) . . . no H8 C8 H18" 111.7(19) . . . no C11 C10 H10 117.8(11) . . . no N5 C10 H10 117.1(11) . . . no N6 C13 H13 116.1(12) . . . no C12 C13 H13 124.5(12) . . . no C12 C16 H16 110.7(12) . . . no C12 C16 H16' 110.3(12) . . . no O4 C16 H16 111.7(12) . . . no O4 C16 H16' 109.7(11) . . . no H16 C16 H16' 107.1(16) . . . no H17' C17 H17" 107.6(19) . . . no C14 C17 H17 108.5(12) . . . no C14 C17 H17' 109.9(14) . . . no C14 C17 H17" 109.9(13) . . . no H17 C17 H17' 110.3(19) . . . no H17 C17 H17" 110.7(18) . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 Fe S1 C9 -93.80(5) . . . . no O3 Fe S1 C9 86.61(6) . . . . no N1 Fe S1 C9 2.24(6) . . . . no N5 Fe S1 C9 -179.34(6) . . . . no S1 Fe S2 C18 -94.28(5) . . . . no O1 Fe S2 C18 86.55(6) . . . . no N1 Fe S2 C18 -179.74(6) . . . . no N5 Fe S2 C18 1.83(6) . . . . no S2 Fe O1 C6 109.97(11) . . . . no O3 Fe O1 C6 -70.44(11) . . . . no N1 Fe O1 C6 13.99(11) . . . . no N5 Fe O1 C6 -164.41(11) . . . . no S1 Fe O3 C15 109.55(11) . . . . no O1 Fe O3 C15 -71.28(11) . . . . no N1 Fe O3 C15 -164.94(11) . . . . no N5 Fe O3 C15 13.48(11) . . . . no S1 Fe N1 N3 -4.53(10) . . . . no S1 Fe N1 C1 168.83(12) . . . . no S2 Fe N1 N3 83.40(10) . . . . no S2 Fe N1 C1 -103.23(12) . . . . no O1 Fe N1 N3 174.72(10) . . . . no O1 Fe N1 C1 -11.92(12) . . . . no O3 Fe N1 N3 -96.09(11) . . . . no O3 Fe N1 C1 77.28(12) . . . . no S1 Fe N5 N7 83.71(10) . . . . no S1 Fe N5 C10 -102.03(12) . . . . no S2 Fe N5 N7 -4.23(10) . . . . no S2 Fe N5 C10 170.03(12) . . . . no O1 Fe N5 N7 -95.56(10) . . . . no O1 Fe N5 C10 78.70(12) . . . . no O3 Fe N5 N7 175.25(10) . . . . no O3 Fe N5 C10 -10.49(12) . . . . no Fe S1 C9 N3 -0.34(13) . . . . no Fe S1 C9 N4 179.76(12) . . . . no Fe S2 C18 N7 0.29(13) . . . . no Fe S2 C18 N8 179.41(12) . . . . no Fe O1 C6 C2 -9.6(2) . . . . no Fe O1 C6 C5 171.11(9) . . . . no Fe O3 C15 C11 -11.0(2) . . . . no Fe O3 C15 C14 168.60(9) . . . . no Fe N1 N3 C9 5.30(17) . . . . no C1 N1 N3 C9 -168.87(13) . . . . no Fe N1 C1 C2 5.3(2) . . . . no N3 N1 C1 C2 179.19(13) . . . . no C5 N2 C4 C3 -1.6(2) . . . . no C4 N2 C5 C6 1.2(2) . . . . no C4 N2 C5 C8 -178.98(14) . . . . no N1 N3 C9 S1 -2.78(19) . . . . no N1 N3 C9 N4 177.12(13) . . . . no Fe N5 N7 C18 5.31(16) . . . . no C10 N5 N7 C18 -169.62(12) . . . . no Fe N5 C10 C11 4.8(2) . . . . no N7 N5 C10 C11 179.48(13) . . . . no C14 N6 C13 C12 -0.5(2) . . . . no C13 N6 C14 C15 1.4(2) . . . . no C13 N6 C14 C17 -177.67(14) . . . . no N5 N7 C18 S2 -3.30(18) . . . . no N5 N7 C18 N8 177.58(13) . . . . no N1 C1 C2 C3 -177.08(13) . . . . no N1 C1 C2 C6 4.1(2) . . . . no C1 C2 C3 C4 -177.92(13) . . . . no C1 C2 C3 C7 3.0(2) . . . . no C6 C2 C3 C4 1.0(2) . . . . no C6 C2 C3 C7 -178.14(13) . . . . no C1 C2 C6 O1 -1.8(2) . . . . no C1 C2 C6 C5 177.46(13) . . . . no C3 C2 C6 O1 179.37(13) . . . . no C3 C2 C6 C5 -1.4(2) . . . . no C2 C3 C4 N2 0.5(2) . . . . no C7 C3 C4 N2 179.64(13) . . . . no C2 C3 C7 O2 67.34(17) . . . . no C4 C3 C7 O2 -111.78(14) . . . . no N2 C5 C6 O1 179.71(12) . . . . no N2 C5 C6 C2 0.4(2) . . . . no C8 C5 C6 O1 -0.2(2) . . . . no C8 C5 C6 C2 -179.48(13) . . . . no N5 C10 C11 C12 -177.29(13) . . . . no N5 C10 C11 C15 2.3(2) . . . . no C10 C11 C12 C13 179.49(13) . . . . no C10 C11 C12 C16 2.0(2) . . . . no C15 C11 C12 C13 -0.1(2) . . . . no C15 C11 C12 C16 -177.61(13) . . . . no C10 C11 C15 O3 1.0(2) . . . . no C10 C11 C15 C14 -178.63(13) . . . . no C12 C11 C15 O3 -179.47(13) . . . . no C12 C11 C15 C14 0.94(19) . . . . no C11 C12 C13 N6 -0.2(2) . . . . no C16 C12 C13 N6 177.47(13) . . . . no C11 C12 C16 O4 71.51(17) . . . . no C13 C12 C16 O4 -106.06(15) . . . . no N6 C14 C15 O3 178.80(12) . . . . no N6 C14 C15 C11 -1.6(2) . . . . no C17 C14 C15 O3 -2.14(19) . . . . no C17 C14 C15 C11 177.50(13) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag S1 S2 3.1449(6) . . no S1 O3 2.9891(11) . . no S1 O10 3.3626(13) . 1_655 no S1 N1 2.8646(13) . . no S1 N3 2.7158(14) . . no S1 N5 3.1306(13) . . no S1 N2 3.4039(13) . 4_555 no S1 C4 3.4047(16) . 4_555 no S2 N7 2.7145(14) . . no S2 S1 3.1449(6) . . no S2 O1 2.9829(11) . . no S2 N1 3.1158(13) . . no S2 N5 2.8593(12) . . no S2 C13 3.4375(16) . 4_555 no S2 O9 3.3216(13) . 4_554 no S2 N6 3.3112(13) . 4_555 no S1 H211 2.56(3) . 1_655 no S2 H29' 2.52(2) . 4_554 no O1 S2 2.9829(11) . . no O1 O3 2.7000(14) . . no O1 N1 2.8145(17) . . no O1 N5 2.6062(16) . . no O1 C1 2.9623(19) . . no O1 C10 3.2214(17) . . no O1 C15 3.2499(17) . . no O2 C1 3.1195(19) . . no O2 O9 2.7357(18) . 4_654 no O2 N4 2.9470(18) . 4_554 no O3 S1 2.9891(11) . . no O3 N5 2.8150(17) . . no O3 O1 2.7000(14) . . no O3 C10 2.965(2) . . no O3 N1 2.5865(15) . . no O3 C1 3.1889(17) . . no O3 C6 3.2470(17) . . no O4 O5 2.9903(18) . 4_554 no O4 N3 3.1992(18) . 4_454 no O4 C10 3.1683(19) . . no O4 N8 2.945(2) . 4_554 no O5 O4 2.9903(18) . 4_555 no O5 N6 2.8819(19) . 4_455 no O5 C17 3.306(2) . 4_455 no O6 O8 2.7815(18) . 2_655 no O6 N2 2.7980(17) . 3_665 no O6 C1 3.2574(18) . 1_455 no O6 C7 3.3600(19) . 1_455 no O7 C4 3.405(2) . 3_665 no O7 N6 3.1477(18) . 4_455 no O7 C13 3.386(2) . 4_455 no O8 C17 3.338(2) . 1_455 no O8 N7 2.8487(19) . . no O8 O10 2.733(2) . . no O8 O6 2.7815(18) . 2_645 no O9 C7 3.305(2) . 4_455 no O9 S2 3.3216(13) . 4_555 no O9 O2 2.7357(18) . 4_455 no O10 S1 3.3626(13) . 1_455 no O10 O8 2.733(2) . . no O10 C13 3.316(2) . 3_655 no O1 H29' 2.78(3) . 4_554 no O1 H18" 2.68(2) . . no O1 H8' 2.70(2) . . no O2 H34 2.13(2) . 4_554 no O2 H1 2.630(18) . . no O3 H17" 2.89(2) . . no O3 H17 2.54(2) . . no O4 H38 2.17(2) . 4_554 no O4 H10 2.685(17) . . no O5 H24 2.19(3) . 4_555 no O5 H36 2.08(2) . 4_455 no O5 H17' 2.57(2) . 4_455 no O5 H16 2.64(2) . 2_655 no O6 H8 2.85(2) . 3_665 no O6 H7 2.571(18) . 1_455 no O6 H32 1.90(2) . 3_665 no O6 H28' 1.95(3) . 2_655 no O7 H36 2.50(2) . 4_455 no O7 H32 2.71(2) . 3_665 no O7 H4 2.812(17) . 3_665 no O7 H13 2.867(19) . 4_455 no O8 H8 2.84(2) . 4_555 no O8 H17" 2.42(2) . 1_455 no O8 H210 1.92(2) . . no O8 H10 2.807(18) . . no O8 H16' 2.690(19) . 3_655 no O9 H22 1.91(2) . 4_455 no O9 H8' 2.87(2) . 4_555 no O10 H13 2.417(18) . 3_655 no N1 O1 2.8145(17) . . no N1 S2 3.1158(13) . . no N1 C9 2.2701(19) . . no N1 O3 2.5865(15) . . no N1 S1 2.8646(13) . . no N1 C6 2.9595(19) . . no N2 C4 3.2960(19) . 3_765 no N2 O6 2.7980(17) . 3_665 no N2 S1 3.4039(13) . 4_554 no N2 C3 3.3369(18) . 3_765 no N3 N8 3.069(2) . 1_655 no N3 S1 2.7158(14) . . no N3 O4 3.1992(18) . 4_655 no N4 C17 3.423(2) . 4_555 no N4 O2 2.9470(18) . 4_555 no N5 C18 2.2741(19) . . no N5 O1 2.6062(16) . . no N5 C15 2.959(2) . . no N5 S1 3.1306(13) . . no N5 O3 2.8150(17) . . no N5 S2 2.8593(12) . . no N6 C13 3.289(2) . 3_755 no N6 O7 3.1477(18) . 4_654 no N6 O5 2.8819(19) . 4_654 no N6 S2 3.3112(13) . 4_554 no N7 O8 2.8487(19) . . no N7 S2 2.7145(14) . . no N8 N3 3.069(2) . 1_455 no N8 O4 2.945(2) . 4_555 no N9 C1 3.3598(19) . 1_455 no N3 H38' 2.40(2) . 1_655 no N3 H24 2.88(2) . 4_655 no N4 H17 2.84(2) . 4_555 no N5 H28 2.89(3) . . no N7 H28 1.99(3) . . no N8 H18" 2.82(2) . 4_555 no N9 H36 2.64(2) . 4_455 no N9 H28' 2.73(3) . 2_655 no N9 H32 2.65(2) . 3_665 no C1 O6 3.2574(18) . 1_655 no C1 O2 3.1195(19) . . no C1 N9 3.3598(19) . 1_655 no C3 N2 3.3369(18) . 3_765 no C4 N2 3.2960(19) . 3_765 no C4 C4 3.332(2) . 3_765 no C4 O7 3.405(2) . 3_665 no C4 S1 3.4047(16) . 4_554 no C7 O6 3.3600(19) . 1_655 no C7 O9 3.305(2) . 4_654 no C9 C17 3.600(2) . 4_555 no C10 O4 3.1683(19) . . no C13 C14 3.595(2) . 3_755 no C13 C13 3.438(2) . 3_755 no C13 N6 3.289(2) . 3_755 no C13 O7 3.386(2) . 4_654 no C13 O10 3.316(2) . 3_655 no C13 S2 3.4375(16) . 4_554 no C14 C13 3.595(2) . 3_755 no C17 O5 3.306(2) . 4_654 no C17 N4 3.423(2) . 4_554 no C17 C9 3.600(2) . 4_554 no C17 O8 3.338(2) . 1_655 no C1 H7 2.817(18) . . no C7 H1 2.555(17) . . no C9 H38' 3.07(2) . 1_655 no C10 H16 2.788(19) . . no C10 H28 2.97(3) . . no C16 H10 2.553(17) . . no C18 H28 2.96(3) . . no C18 H29' 3.07(3) . 4_554 no H1 H7 2.26(2) . . no H1 O2 2.630(18) . . no H1 C7 2.555(17) . . no H4 H7' 2.32(3) . . no H4 O9 2.583(18) . 2_755 no H4 O7 2.812(17) . 3_665 no H7 C1 2.817(18) . . no H7 H1 2.26(2) . . no H7 O6 2.571(18) . 1_655 no H7' H4 2.32(3) . . no H7' O9 2.681(17) . 2_755 no H8 O8 2.84(2) . 4_554 no H8 O6 2.85(2) . 3_665 no H8 H32 2.28(3) . . no H8' O9 2.87(2) . 4_554 no H8' H22 2.59(3) . 1_455 no H8' O1 2.70(2) . . no H10 O4 2.685(17) . . no H10 H28 2.44(3) . . no H10 O8 2.807(18) . . no H10 C16 2.553(17) . . no H10 H16 2.22(3) . . no H13 O10 2.417(18) . 3_655 no H13 O7 2.867(19) . 4_654 no H13 H16' 2.37(3) . . no H16 H16 2.56(3) . 3_655 no H16 H10 2.22(3) . . no H16 C10 2.788(19) . . no H16 O5 2.64(2) . 2_645 no H16' H13 2.37(3) . . no H16' O8 2.690(19) . 3_655 no H17 N4 2.84(2) . 4_554 no H17 O3 2.54(2) . . no H17' H36 2.27(3) . . no H17' H24 2.58(3) . 1_655 no H17' O5 2.57(2) . 4_654 no H17" O3 2.89(2) . . no H17" O8 2.42(2) . 1_655 no H18" N8 2.82(2) . 4_554 no H18" O1 2.68(2) . . no H22 H8' 2.59(3) . 1_655 no H22 O9 1.91(2) . 4_654 no H22 H29' 2.30(3) . 4_654 no H22 H29 2.36(3) . 4_654 no H24 H17' 2.58(3) . 1_455 no H24 O5 2.19(3) . 4_554 no H24 N3 2.88(2) . 4_454 no H28 C10 2.97(3) . . no H28 N7 1.99(3) . . no H28 H210 2.59(4) . . no H28 C18 2.96(3) . . no H28 N5 2.89(3) . . no H28 H10 2.44(3) . . no H28' H210 2.29(4) . . no H28' N9 2.73(3) . 2_645 no H28' O6 1.95(3) . 2_645 no H29 H22 2.36(3) . 4_455 no H29' H22 2.30(3) . 4_455 no H29' O1 2.78(3) . 4_555 no H29' C18 3.07(3) . 4_555 no H29' S2 2.52(2) . 4_555 no H32 O6 1.90(2) . 3_665 no H32 H8 2.28(3) . . no H32 N9 2.65(2) . 3_665 no H32 O7 2.71(2) . 3_665 no H34 O2 2.13(2) . 4_555 no H36 N9 2.64(2) . 4_654 no H36 O7 2.50(2) . 4_654 no H36 O5 2.08(2) . 4_654 no H36 H17' 2.27(3) . . no H38 O4 2.17(2) . 4_555 no H38' C9 3.07(2) . 1_455 no H38' N3 2.40(2) . 1_455 no H210 O8 1.92(2) . . no H210 H28 2.59(4) . . no H210 H28' 2.29(4) . . no H211 S1 2.56(3) . 1_455 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # O2 H22 O9 0.83(2) 1.91(2) 2.7357(18) 172(2) 4_654 yes O4 H24 O5 0.82(3) 2.19(3) 2.9903(18) 166(2) 4_554 yes O8 H28 N7 0.88(3) 1.99(3) 2.8487(19) 167(3) . yes O8 H28' O6 0.84(3) 1.95(3) 2.7815(18) 171(2) 2_645 yes O9 H29' S2 0.83(3) 2.52(2) 3.3216(13) 165(2) 4_555 yes N2 H32 O6 0.90(2) 1.90(2) 2.7980(17) 175.2(18) 3_665 yes N4 H34 O2 0.85(2) 2.13(2) 2.9470(18) 159.6(18) 4_555 yes N6 H36 O5 0.82(2) 2.08(2) 2.8819(19) 167(2) 4_654 yes N6 H36 O7 0.82(2) 2.50(2) 3.1477(18) 137.3(18) 4_654 yes N8 H38 O4 0.86(2) 2.17(2) 2.945(2) 150.8(19) 4_555 yes N8 H38' N3 0.840(19) 2.40(2) 3.069(2) 137.2(17) 1_455 yes O10 H210 O8 0.83(2) 1.92(2) 2.733(2) 167(2) . yes O10 H211 S1 0.82(3) 2.56(3) 3.3626(13) 166(2) 1_455 yes C4 H4 O9 0.893(18) 2.583(18) 3.423(2) 157.0(15) 2_755 yes C7 H7 O6 0.930(18) 2.571(18) 3.3600(19) 142.9(15) 1_655 yes C13 H13 O10 0.911(18) 2.417(18) 3.316(2) 169.1(16) 3_655 yes C17 H17' O5 0.89(2) 2.57(2) 3.306(2) 140.5(18) 4_654 yes C17 H17" O8 0.93(2) 2.42(2) 3.338(2) 168.6(17) 1_655 yes #===END of Crystallographic Information File # Attachment 'q1438.cif' # CIF-file generated for C22H45FeN8O12S2 C2/c q1438 #============================================================================== data_DATNAM2 _database_code_depnum_ccdc_archive 'CCDC 732216' #============================================================================== _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H29 Fe N8 O4 S2, 8(H2 O)' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C22 H45 Fe N8 O12 S2' _chemical_formula_iupac ? _chemical_formula_weight 733.62 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' N N 0.0061 0.0033 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,1/2+z _cell_length_a 24.778(4) _cell_length_b 11.6118(19) _cell_length_c 25.799(4) _cell_angle_alpha 90 _cell_angle_beta 116.310(2) _cell_angle_gamma 90 _cell_volume 6653.9(18) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 4660 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 26.32 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 4660 reflections after integration using the SAINTPLUS software package (Bruker, 2007). Reduced cell calculations did not indicate any higher metric lattice symmetry and examination of the final atomic coordinates of the structure did not yield extra symmetry elements (Spek, 1988; Le Page 1987, 1988) ; _exptl_crystal_description platelet _exptl_crystal_colour red _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.07 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3096 _exptl_absorpt_coefficient_mu 0.647 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS, (Bruker, 2007))' _exptl_absorpt_correction_T_min 0.7438 _exptl_absorpt_correction_T_max 0.9557 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex; CCD area detector ; _diffrn_measurement_method '\f and \w scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2006)). ; _diffrn_detector_area_resol_mean 66.06 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 25391 _diffrn_reflns_av_R_equivalents 0.0614 _diffrn_reflns_av_sigmaI/netI 0.0614 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 26.37 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT-Plus & SADABS (Bruker, 2007). ; # number of unique reflections _reflns_number_total 6726 _reflns_number_gt 5085 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2007)' _computing_data_reduction 'SAINT-Plus (Bruker, 2007)' _computing_structure_solution ; DIRDIF-07 (Beurskens et al., 2007) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLATON (Spek, 2003) PLUTO (Meetsma, 2007) ; _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0607P)^2^+64.9281P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _chemical_absolute_configuration . _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 6726 _refine_ls_number_parameters 489 _refine_ls_number_restraints 26 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0955 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.1847 _refine_ls_wR_factor_gt 0.1731 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.095 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.002 _refine_diff_density_max 0.915 _refine_diff_density_min -0.569 _refine_diff_density_rms 0.112 _vrn_publ_code_number_frames 1800 _vrn_publ_code_frame_time_sec 10.0 _vrn_publ_code_meas_time_hour 7.8 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Fe Fe Uani 0.15209(3) 0.11125(6) 0.05172(3) 1.0 0.0173(2) . . S1 S Uani 0.11524(5) 0.26229(11) -0.00644(6) 1.0 0.0224(4) . . S2 S Uani 0.13062(5) -0.00877(11) -0.02245(5) 1.0 0.0210(3) . . O1 O Uani 0.18698(14) -0.0171(3) 0.10358(14) 1.0 0.0207(10) . . O2A O Uani 0.0189(4) -0.1739(9) 0.2011(5) 0.5 0.055(4) . . O2B O Uani 0.0109(4) -0.0080(9) 0.1706(4) 0.5 0.054(3) . . O3 O Uani 0.17177(14) 0.2051(3) 0.11859(14) 1.0 0.0234(10) . . O4A O Uani 0.4128(4) 0.4423(8) 0.1913(4) 0.5 0.049(3) . . O4B O Uani 0.4083(3) 0.2804(7) 0.1863(3) 0.5 0.032(3) . . N1 N Uani 0.17185(19) -0.2326(4) 0.19225(19) 1.0 0.0232(12) . . N2 N Uani 0.07442(15) 0.0995(3) 0.05174(16) 1.0 0.0145(11) . . N3 N Uani 0.02898(17) 0.1778(4) 0.02188(18) 1.0 0.0220(11) . . N4 N Uani 0.00540(18) 0.3378(4) -0.03598(19) 1.0 0.0267(14) . . N5 N Uani 0.25265(18) 0.4465(4) 0.20123(17) 1.0 0.0225(12) . . N6 N Uani 0.22987(16) 0.1296(3) 0.05306(16) 1.0 0.0153(11) . . N7 N Uani 0.24771(17) 0.0597(4) 0.01971(17) 1.0 0.0198(11) . . N8 N Uani 0.21365(17) -0.0703(4) -0.05491(17) 1.0 0.0213(11) . . C1 C Uani 0.1602(2) -0.0792(4) 0.1267(2) 1.0 0.0194(14) . . C2 C Uani 0.1946(2) -0.1703(4) 0.1634(2) 1.0 0.0198(14) . . C3 C Uani 0.1163(2) -0.2142(5) 0.1885(2) 1.0 0.0274(17) . . C4 C Uani 0.0794(2) -0.1321(5) 0.1523(2) 1.0 0.0249(16) . . C5 C Uani 0.0999(2) -0.0621(4) 0.1196(2) 1.0 0.0211(16) . . C6 C Uani 0.0601(2) 0.0250(4) 0.0818(2) 1.0 0.0230(16) . . C7 C Uani 0.0447(2) 0.2567(4) -0.0060(2) 1.0 0.0197(16) . . C8 C Uani -0.0544(2) 0.3489(5) -0.0389(2) 1.0 0.0308(16) . . C9 C Uani -0.0880(2) 0.4448(5) -0.0791(3) 1.0 0.0321(17) . . C10 C Uani 0.2567(2) -0.1951(5) 0.1705(2) 1.0 0.0249(16) . . C11 C Uani 0.0177(2) -0.1175(5) 0.1504(3) 1.0 0.0324(17) . . C12 C Uani 0.2143(2) 0.2829(4) 0.1371(2) 1.0 0.0201(14) . . C13 C Uani 0.2101(2) 0.3678(4) 0.1752(2) 1.0 0.0204(14) . . C14 C Uani 0.3029(2) 0.4430(4) 0.1924(2) 1.0 0.0216(16) . . C15 C Uani 0.3109(2) 0.3659(4) 0.1560(2) 1.0 0.0206(14) . . C16 C Uani 0.2646(2) 0.2853(4) 0.1251(2) 1.0 0.0198(14) . . C17 C Uani 0.2711(2) 0.2040(4) 0.0857(2) 1.0 0.0193(16) . . C18 C Uani 0.2037(2) -0.0042(4) -0.0177(2) 1.0 0.0180(14) . . C19 C Uani 0.2731(2) -0.0810(4) -0.0549(2) 1.0 0.0222(16) . . C20 C Uani 0.3070(2) -0.1849(5) -0.0207(2) 1.0 0.0296(17) . . C21 C Uani 0.1548(2) 0.3658(5) 0.1856(2) 1.0 0.0258(17) . . C22 C Uani 0.3699(2) 0.3658(5) 0.1520(2) 1.0 0.0250(16) . . O31 O Uani 0.11917(19) 0.2272(4) 0.36647(18) 1.0 0.0397(12) . . O32 O Uani 0.0375(2) 0.4537(6) 0.2230(2) 1.0 0.065(2) . . O33 O Uani 0.0178(2) 0.2489(4) 0.3963(2) 1.0 0.0499(17) . . O34 O Uani 0.0508(3) 0.2102(8) 0.2374(3) 1.0 0.107(3) . . O35 O Uani 0.14388(15) 0.4663(3) 0.39151(16) 1.0 0.0297(11) . . O36 O Uani 0.26232(15) 0.0993(3) 0.22893(15) 1.0 0.0248(11) . . O37 O Uani 0.46673(18) -0.0131(4) 0.10554(18) 1.0 0.0396(14) . . O38 O Uani 0.36223(17) 0.0771(4) 0.20491(16) 1.0 0.0326(11) . . H1 H Uiso 0.193(2) -0.281(5) 0.216(2) 1.0 0.015(13) . . H3 H Uiso 0.10288 -0.25908 0.21127 1.0 0.0331 . . H6 H Uiso 0.02039 0.02843 0.07846 1.0 0.0274 . . H8 H Uiso -0.05092 0.36484 0.00019 1.0 0.0370 . . H8' H Uiso -0.07677 0.27575 -0.05277 1.0 0.0370 . . H9 H Uiso -0.06676 0.51765 -0.06429 1.0 0.0477 . . H9' H Uiso -0.12869 0.45001 -0.08184 1.0 0.0477 . . H9" H Uiso -0.09066 0.42960 -0.11752 1.0 0.0477 . . H10 H Uiso 0.27182 -0.26537 0.19340 1.0 0.0368 . . H10' H Uiso 0.28323 -0.13043 0.19034 1.0 0.0368 . . H10" H Uiso 0.25563 -0.20568 0.13237 1.0 0.0368 . . H11 H Uiso -0.0145(18) -0.136(5) 0.1109(11) 1.0 0.037(16) . . H14 H Uiso 0.33414 0.49689 0.21248 1.0 0.0264 . . H17 H Uiso 0.30815 0.20430 0.08312 1.0 0.0234 . . H19 H Uiso 0.29695 -0.01065 -0.03793 1.0 0.0270 . . H19' H Uiso 0.26746 -0.08789 -0.09522 1.0 0.0270 . . H20 H Uiso 0.31721 -0.17361 0.02025 1.0 0.0438 . . H20' H Uiso 0.34403 -0.19479 -0.02511 1.0 0.0438 . . H20" H Uiso 0.28180 -0.25370 -0.03506 1.0 0.0438 . . H21 H Uiso 0.15594 0.29751 0.20837 1.0 0.0392 . . H21' H Uiso 0.11875 0.36323 0.14840 1.0 0.0392 . . H21" H Uiso 0.15392 0.43526 0.20674 1.0 0.0392 . . H22 H Uiso 0.361(2) 0.362(5) 0.1102(7) 1.0 0.028(15) . . H24 H Uiso 0.01619 0.38789 -0.05524 1.0 0.0319 . . H28 H Uiso 0.18327 -0.10959 -0.08076 1.0 0.0251 . . H231 H Uiso 0.04533 -0.14314 0.23106 0.5 0.0830 . . H232 H Uiso -0.02366 -0.00261 0.16892 0.5 0.0803 . . H241 H Uiso 0.01859 -0.15601 0.18527 0.5 0.16(15) . . H242 H Uiso 0.01240 -0.04024 0.16458 0.5 0.0350 . . H251 H Uiso 0.44458 0.43906 0.18730 0.5 0.0730 . . H252 H Uiso 0.44053 0.28216 0.18302 0.5 0.0469 . . H261 H Uiso 0.40031 0.41958 0.17935 0.5 0.0350 . . H262 H Uiso 0.39801 0.30454 0.17660 0.5 0.0350 . . H31 H Uiso 0.125(3) 0.2977(10) 0.3742(19) 1.0 0.0351 . . H31' H Uiso 0.104(3) 0.215(4) 0.3307(4) 1.0 0.0360 . . H32 H Uiso 0.030(3) 0.5226(17) 0.212(2) 1.0 0.0350 . . H32' H Uiso 0.034(2) 0.441(4) 0.2532(14) 1.0 0.0350 . . H33 H Uiso 0.010(2) 0.220(5) 0.4221(13) 1.0 0.0358 . . H33' H Uiso -0.006(2) 0.225(5) 0.3633(8) 1.0 0.0355 . . H34 H Uiso 0.048(2) 0.18052 0.2067(7) 1.0 0.0359 . . H34' H Uiso 0.0853(11) 0.202(5) 0.2648(13) 1.0 0.0354 . . H35 H Uiso 0.1754(13) 0.473(5) 0.4226(10) 1.0 0.0359 . . H35' H Uiso 0.145(2) 0.508(4) 0.3653(14) 1.0 0.0353 . . H36 H Uiso 0.2329(13) 0.119(4) 0.1980(13) 1.0 0.0357 . . H36' H Uiso 0.2523(19) 0.052(4) 0.2475(18) 1.0 0.0355 . . H37 H Uiso 0.4321(11) -0.022(4) 0.103(2) 1.0 0.0350 . . H37' H Uiso 0.4829(19) 0.048(3) 0.123(2) 1.0 0.0350 . . H38 H Uiso 0.3338(14) 0.081(5) 0.2143(19) 1.0 0.0350 . . H38' H Uiso 0.3925(13) 0.044(5) 0.2303(16) 1.0 0.0350 . . 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 Fe 0.0128(3) 0.0211(4) 0.0185(4) 0.0001(3) 0.0074(3) 0.0011(3) S1 0.0161(6) 0.0249(7) 0.0277(7) 0.0040(5) 0.0111(5) 0.0023(5) S2 0.0146(5) 0.0258(7) 0.0224(6) -0.0018(5) 0.0080(5) 0.0005(5) O1 0.0137(15) 0.0243(19) 0.0254(18) 0.0046(14) 0.0098(14) 0.0035(14) O2A 0.031(5) 0.086(8) 0.058(6) 0.049(6) 0.028(5) 0.019(5) O2B 0.037(5) 0.075(7) 0.061(6) -0.017(5) 0.033(5) -0.007(5) O3 0.0164(16) 0.032(2) 0.0235(18) -0.0061(15) 0.0103(15) -0.0030(14) O4A 0.044(5) 0.049(6) 0.065(6) -0.019(5) 0.035(5) -0.023(4) O4B 0.017(3) 0.040(5) 0.043(5) 0.027(4) 0.018(3) 0.018(3) N1 0.021(2) 0.024(2) 0.019(2) 0.0017(19) 0.0039(18) 0.0035(18) N2 0.0102(17) 0.017(2) 0.0161(19) -0.0042(16) 0.0057(16) 0.0009(15) N3 0.0128(19) 0.025(2) 0.027(2) -0.0003(18) 0.0077(17) 0.0035(16) N4 0.017(2) 0.030(2) 0.034(3) 0.009(2) 0.0120(19) 0.0044(18) N5 0.022(2) 0.025(2) 0.020(2) 0.0017(18) 0.0089(18) 0.0025(18) N6 0.0105(17) 0.022(2) 0.0125(18) 0.0025(16) 0.0042(15) 0.0029(15) N7 0.0171(19) 0.026(2) 0.020(2) -0.0011(18) 0.0115(17) 0.0018(17) N8 0.0151(19) 0.028(2) 0.019(2) -0.0021(17) 0.0060(17) 0.0018(17) C1 0.016(2) 0.024(3) 0.014(2) -0.0046(19) 0.0028(19) -0.0014(19) C2 0.018(2) 0.020(3) 0.019(2) -0.002(2) 0.006(2) 0.0009(19) C3 0.027(3) 0.031(3) 0.030(3) 0.002(2) 0.018(2) -0.001(2) C4 0.020(2) 0.031(3) 0.024(3) -0.004(2) 0.010(2) -0.005(2) C5 0.017(2) 0.026(3) 0.020(3) -0.006(2) 0.008(2) 0.000(2) C6 0.018(2) 0.026(3) 0.028(3) -0.002(2) 0.013(2) 0.000(2) C7 0.013(2) 0.022(3) 0.022(3) 0.000(2) 0.006(2) 0.0001(19) C8 0.015(2) 0.039(3) 0.034(3) -0.003(3) 0.007(2) 0.005(2) C9 0.025(3) 0.031(3) 0.039(3) 0.005(3) 0.013(3) 0.008(2) C10 0.020(2) 0.030(3) 0.024(3) 0.003(2) 0.009(2) 0.006(2) C11 0.024(3) 0.042(3) 0.038(3) 0.009(3) 0.020(3) 0.002(2) C12 0.018(2) 0.021(3) 0.018(2) 0.0024(19) 0.005(2) 0.0026(19) C13 0.019(2) 0.023(3) 0.018(2) 0.003(2) 0.007(2) 0.0047(19) C14 0.019(2) 0.023(3) 0.020(3) 0.001(2) 0.006(2) 0.000(2) C15 0.018(2) 0.020(3) 0.021(2) 0.006(2) 0.006(2) -0.0015(19) C16 0.023(2) 0.022(3) 0.016(2) 0.0034(19) 0.010(2) 0.001(2) C17 0.011(2) 0.027(3) 0.021(3) 0.004(2) 0.008(2) 0.0038(19) C18 0.013(2) 0.022(3) 0.017(2) 0.0063(19) 0.0048(19) 0.0006(19) C19 0.022(2) 0.025(3) 0.023(3) -0.001(2) 0.013(2) 0.002(2) C20 0.024(3) 0.034(3) 0.035(3) 0.004(2) 0.017(2) 0.007(2) C21 0.024(3) 0.028(3) 0.028(3) 0.001(2) 0.014(2) 0.001(2) C22 0.021(2) 0.030(3) 0.024(3) -0.001(2) 0.010(2) -0.007(2) O31 0.036(2) 0.036(2) 0.037(2) 0.0062(19) 0.007(2) -0.0015(19) O32 0.040(3) 0.111(5) 0.043(3) 0.007(3) 0.018(2) -0.010(3) O33 0.052(3) 0.055(3) 0.056(3) -0.001(3) 0.036(3) -0.011(2) O34 0.089(5) 0.160(7) 0.067(4) -0.019(5) 0.030(4) -0.037(5) O35 0.0192(18) 0.039(2) 0.027(2) 0.0062(17) 0.0067(16) -0.0031(16) O36 0.0241(18) 0.024(2) 0.0242(19) 0.0026(15) 0.0087(15) -0.0036(15) O37 0.030(2) 0.053(3) 0.037(2) -0.001(2) 0.016(2) -0.0013(19) O38 0.0246(19) 0.042(2) 0.033(2) 0.0010(18) 0.0143(18) 0.0058(17) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe S1 2.2241(15) . . yes Fe S2 2.2326(14) . . yes Fe O1 1.932(3) . . yes Fe O3 1.912(3) . . yes Fe N2 1.930(4) . . yes Fe N6 1.924(4) . . yes S1 C7 1.754(6) . . yes S2 C18 1.761(6) . . yes O1 C1 1.291(6) . . yes O2A C11 1.451(13) . . yes O2B C11 1.412(12) . . yes O3 C12 1.307(6) . . yes O4A C22 1.411(11) . . yes O4B C22 1.388(9) . . yes O2A H241 0.46 . . no O2A H231 0.84 . . no O2B H242 0.41 . . no O2B H232 0.84 . . no O4A H251 0.84 . . no O4A H261 0.42 . . no O4B H262 0.39 . . no O4B H252 0.84 . . no O31 H31' 0.840(14) . . no O31 H31 0.840(18) . . no O32 H32 0.84(2) . . no O32 H32' 0.83(4) . . no O33 H33' 0.84(3) . . no O33 H33 0.84(4) . . no O34 H34' 0.84(3) . . no O34 H34 0.84(2) . . no N1 C3 1.353(8) . . yes N1 C2 1.329(7) . . yes N2 C6 1.311(6) . . yes N2 N3 1.385(6) . . yes N3 C7 1.325(7) . . yes N4 C7 1.329(7) . . yes N4 C8 1.456(7) . . yes N5 C14 1.362(7) . . yes N5 C13 1.330(7) . . yes N6 N7 1.390(6) . . yes N6 C17 1.318(6) . . yes N7 C18 1.318(7) . . yes N8 C18 1.335(7) . . yes N8 C19 1.478(7) . . yes N1 H1 0.83(5) . . no N4 H24 0.88 . . no N8 H28 0.88 . . no O35 H35 0.84(3) . . no O35 H35' 0.84(4) . . no O36 H36 0.84(3) . . no O36 H36' 0.84(5) . . no O37 H37' 0.84(4) . . no O37 H37 0.84(4) . . no O38 H38' 0.84(4) . . no O38 H38 0.84(4) . . no C1 C5 1.436(8) . . no C1 C2 1.424(7) . . no C2 C10 1.495(8) . . no C3 C4 1.364(8) . . no C4 C5 1.418(7) . . no C4 C11 1.517(8) . . no C5 C6 1.447(7) . . no C8 C9 1.498(8) . . no C12 C13 1.428(7) . . no C12 C16 1.411(8) . . no C13 C21 1.509(8) . . no C14 C15 1.374(7) . . no C15 C16 1.420(7) . . no C15 C22 1.511(8) . . no C16 C17 1.448(7) . . no C19 C20 1.511(7) . . no C3 H3 0.95 . . no C6 H6 0.95 . . no C8 H8 0.99 . . no C8 H8' 0.99 . . no C9 H9 0.98 . . no C9 H9' 0.98 . . no C9 H9" 0.98 . . no C10 H10 0.98 . . no C10 H10' 0.98 . . no C10 H10" 0.98 . . no C11 H241 1.00 . . no C11 H242 1.00 . . no C11 H11 1.00(3) . . no C14 H14 0.95 . . no C17 H17 0.95 . . no C19 H19 0.99 . . no C19 H19' 0.99 . . no C20 H20 0.98 . . no C20 H20' 0.98 . . no C20 H20" 0.98 . . no C21 H21' 0.98 . . no C21 H21" 0.98 . . no C21 H21 0.98 . . no C22 H261 0.99 . . no C22 H262 1.00 . . no C22 H22 1.00(2) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Fe S2 92.49(5) . . . yes S1 Fe O1 177.86(12) . . . yes S1 Fe O3 91.35(11) . . . yes S1 Fe N2 86.83(12) . . . yes S1 Fe N6 91.90(12) . . . yes S2 Fe O1 88.60(11) . . . yes S2 Fe O3 176.11(11) . . . yes S2 Fe N2 95.58(12) . . . yes S2 Fe N6 86.61(12) . . . yes O1 Fe O3 87.59(15) . . . yes O1 Fe N2 94.90(16) . . . yes O1 Fe N6 86.32(16) . . . yes O3 Fe N2 84.01(16) . . . yes O3 Fe N6 93.89(16) . . . yes N2 Fe N6 177.51(16) . . . yes Fe S1 C7 94.52(16) . . . yes Fe S2 C18 94.27(16) . . . yes Fe O1 C1 125.9(3) . . . yes Fe O3 C12 124.4(3) . . . yes C11 O2A H231 109 . . . no H231 O2A H241 109 . . . no C11 O2B H232 109 . . . no C11 O2B H242 2 . . . no H232 O2B H242 108 . . . no H251 O4A H261 108 . . . no C22 O4A H251 109 . . . no C22 O4A H261 2 . . . no H252 O4B H262 108 . . . no C22 O4B H252 109 . . . no C22 O4B H262 2 . . . no H31 O31 H31' 112(4) . . . no H32 O32 H32' 113(5) . . . no H33 O33 H33' 112(5) . . . no H34 O34 H34' 112(4) . . . no C2 N1 C3 123.0(5) . . . yes Fe N2 C6 125.3(3) . . . yes Fe N2 N3 121.2(3) . . . yes N3 N2 C6 113.3(4) . . . yes N2 N3 C7 113.2(4) . . . yes C7 N4 C8 124.0(5) . . . yes C13 N5 C14 118.3(4) . . . yes Fe N6 C17 124.8(3) . . . yes Fe N6 N7 121.0(3) . . . yes N7 N6 C17 114.2(4) . . . yes N6 N7 C18 113.3(4) . . . yes C18 N8 C19 123.4(4) . . . yes C3 N1 H1 117(4) . . . no C2 N1 H1 120(4) . . . no C8 N4 H24 118 . . . no C7 N4 H24 118 . . . no C19 N8 H28 118 . . . no C18 N8 H28 118 . . . no H35 O35 H35' 112(4) . . . no H36 O36 H36' 112(4) . . . no H37 O37 H37' 112(5) . . . no H38 O38 H38' 112(4) . . . no C2 C1 C5 118.0(4) . . . no O1 C1 C2 116.3(5) . . . yes O1 C1 C5 125.6(4) . . . yes N1 C2 C1 120.0(5) . . . yes C1 C2 C10 120.3(5) . . . no N1 C2 C10 119.7(4) . . . yes N1 C3 C4 120.7(5) . . . yes C3 C4 C5 120.0(5) . . . no C5 C4 C11 122.6(5) . . . no C3 C4 C11 117.4(5) . . . no C1 C5 C4 118.1(4) . . . no C1 C5 C6 122.8(4) . . . no C4 C5 C6 119.0(5) . . . no N2 C6 C5 125.3(5) . . . yes S1 C7 N4 116.4(4) . . . yes N3 C7 N4 119.3(5) . . . yes S1 C7 N3 124.2(4) . . . yes N4 C8 C9 110.0(5) . . . yes O2B C11 C4 111.8(6) . . . yes O2A C11 C4 107.6(6) . . . yes O2A C11 O2B 91.8(7) . . . yes O3 C12 C13 115.8(5) . . . yes C13 C12 C16 118.6(4) . . . no O3 C12 C16 125.5(4) . . . yes N5 C13 C12 122.6(5) . . . yes N5 C13 C21 120.0(4) . . . yes C12 C13 C21 117.4(4) . . . no N5 C14 C15 123.6(5) . . . yes C14 C15 C22 119.0(5) . . . no C16 C15 C22 121.8(4) . . . no C14 C15 C16 119.2(5) . . . no C12 C16 C17 121.7(4) . . . no C15 C16 C17 120.7(5) . . . no C12 C16 C15 117.5(4) . . . no N6 C17 C16 125.5(5) . . . yes N7 C18 N8 119.6(5) . . . yes S2 C18 N7 124.0(4) . . . yes S2 C18 N8 116.4(4) . . . yes N8 C19 C20 111.3(4) . . . yes O4B C22 C15 111.6(5) . . . yes O4A C22 C15 113.2(6) . . . yes O4A C22 O4B 84.6(6) . . . yes N1 C3 H3 120 . . . no C4 C3 H3 120 . . . no C5 C6 H6 117 . . . no N2 C6 H6 117 . . . no H8 C8 H8' 108 . . . no C9 C8 H8' 110 . . . no N4 C8 H8 110 . . . no N4 C8 H8' 110 . . . no C9 C8 H8 110 . . . no C8 C9 H9' 110 . . . no C8 C9 H9" 110 . . . no H9 C9 H9' 109 . . . no H9 C9 H9" 109 . . . no H9' C9 H9" 109 . . . no C8 C9 H9 110 . . . no C2 C10 H10 109 . . . no C2 C10 H10' 109 . . . no C2 C10 H10" 109 . . . no H10 C10 H10' 110 . . . no H10 C10 H10" 110 . . . no H10' C10 H10" 110 . . . no H11 C11 H242 113 . . . no H241 C11 H242 92 . . . no O2B C11 H241 92 . . . no C4 C11 H11 110(3) . . . no C4 C11 H241 108 . . . no C4 C11 H242 112 . . . no H11 C11 H241 121 . . . no O2A C11 H11 121(3) . . . no O2A C11 H242 92 . . . no O2B C11 H11 113(3) . . . no N5 C14 H14 118 . . . no C15 C14 H14 118 . . . no N6 C17 H17 117 . . . no C16 C17 H17 117 . . . no H19 C19 H19' 108 . . . no N8 C19 H19 109 . . . no N8 C19 H19' 109 . . . no C20 C19 H19 109 . . . no C20 C19 H19' 109 . . . no C19 C20 H20' 109 . . . no C19 C20 H20" 110 . . . no H20 C20 H20' 109 . . . no H20 C20 H20" 109 . . . no H20' C20 H20" 109 . . . no C19 C20 H20 109 . . . no C13 C21 H21 109 . . . no C13 C21 H21' 109 . . . no C13 C21 H21" 109 . . . no H21 C21 H21' 110 . . . no H21 C21 H21" 110 . . . no H21' C21 H21" 110 . . . no H22 C22 H262 114 . . . no H261 C22 H262 84 . . . no O4B C22 H261 85 . . . no C15 C22 H22 108(3) . . . no C15 C22 H261 114 . . . no C15 C22 H262 112 . . . no H22 C22 H261 122 . . . no O4A C22 H22 123(3) . . . no O4A C22 H262 84 . . . no O4B C22 H22 115(3) . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 Fe S1 C7 96.89(16) . . . . no O3 Fe S1 C7 -82.5(2) . . . . no N2 Fe S1 C7 1.43(19) . . . . no N6 Fe S1 C7 -176.43(19) . . . . no S1 Fe S2 C18 97.03(16) . . . . no O1 Fe S2 C18 -81.1(2) . . . . no N2 Fe S2 C18 -175.91(19) . . . . no N6 Fe S2 C18 5.27(19) . . . . no S2 Fe O1 C1 -96.1(4) . . . . no O3 Fe O1 C1 83.2(4) . . . . no N2 Fe O1 C1 -0.6(4) . . . . no N6 Fe O1 C1 177.2(4) . . . . no S1 Fe O3 C12 -69.5(4) . . . . no O1 Fe O3 C12 108.6(4) . . . . no N2 Fe O3 C12 -156.2(4) . . . . no N6 Fe O3 C12 22.5(4) . . . . no S1 Fe N2 N3 -1.6(3) . . . . no S1 Fe N2 C6 -176.8(4) . . . . no S2 Fe N2 N3 -93.8(3) . . . . no S2 Fe N2 C6 91.0(4) . . . . no O1 Fe N2 N3 177.1(3) . . . . no O1 Fe N2 C6 2.0(4) . . . . no O3 Fe N2 N3 90.1(3) . . . . no O3 Fe N2 C6 -85.1(4) . . . . no S1 Fe N6 N7 -101.7(3) . . . . no S1 Fe N6 C17 80.6(4) . . . . no S2 Fe N6 N7 -9.3(3) . . . . no S2 Fe N6 C17 172.9(4) . . . . no O1 Fe N6 N7 79.5(3) . . . . no O1 Fe N6 C17 -98.3(4) . . . . no O3 Fe N6 N7 166.8(3) . . . . no O3 Fe N6 C17 -10.9(4) . . . . no Fe S1 C7 N3 -1.6(4) . . . . no Fe S1 C7 N4 178.5(4) . . . . no Fe S2 C18 N7 -2.3(4) . . . . no Fe S2 C18 N8 177.8(4) . . . . no Fe O1 C1 C2 179.6(3) . . . . no Fe O1 C1 C5 -2.1(7) . . . . no Fe O3 C12 C13 160.7(3) . . . . no Fe O3 C12 C16 -23.0(7) . . . . no C3 N1 C2 C1 0.2(7) . . . . no C3 N1 C2 C10 179.2(5) . . . . no C2 N1 C3 C4 2.8(8) . . . . no Fe N2 N3 C7 0.9(5) . . . . no C6 N2 N3 C7 176.6(4) . . . . no Fe N2 C6 C5 -0.8(7) . . . . no N3 N2 C6 C5 -176.3(4) . . . . no N2 N3 C7 S1 0.7(6) . . . . no N2 N3 C7 N4 -179.4(4) . . . . no C8 N4 C7 S1 -177.9(4) . . . . no C8 N4 C7 N3 2.2(7) . . . . no C7 N4 C8 C9 -176.7(5) . . . . no C14 N5 C13 C12 -2.2(7) . . . . no C14 N5 C13 C21 177.7(4) . . . . no C13 N5 C14 C15 3.1(7) . . . . no Fe N6 N7 C18 9.8(5) . . . . no C17 N6 N7 C18 -172.2(4) . . . . no Fe N6 C17 C16 -1.1(7) . . . . no N7 N6 C17 C16 -179.0(4) . . . . no N6 N7 C18 S2 -3.9(6) . . . . no N6 N7 C18 N8 176.0(4) . . . . no C19 N8 C18 S2 -176.9(3) . . . . no C19 N8 C18 N7 3.2(7) . . . . no C18 N8 C19 C20 95.3(5) . . . . no O1 C1 C2 N1 174.9(4) . . . . no O1 C1 C2 C10 -4.0(7) . . . . no C5 C1 C2 N1 -3.5(7) . . . . no C5 C1 C2 C10 177.5(4) . . . . no O1 C1 C5 C4 -174.4(5) . . . . no O1 C1 C5 C6 4.0(7) . . . . no C2 C1 C5 C4 3.9(7) . . . . no C2 C1 C5 C6 -177.7(4) . . . . no N1 C3 C4 C5 -2.3(8) . . . . no N1 C3 C4 C11 179.6(5) . . . . no C3 C4 C5 C1 -1.1(7) . . . . no C3 C4 C5 C6 -179.6(5) . . . . no C11 C4 C5 C1 176.9(5) . . . . no C11 C4 C5 C6 -1.5(7) . . . . no C3 C4 C11 O2A 16.4(8) . . . . no C3 C4 C11 O2B 115.8(7) . . . . no C5 C4 C11 O2A -161.7(6) . . . . no C5 C4 C11 O2B -62.3(8) . . . . no C1 C5 C6 N2 -2.4(7) . . . . no C4 C5 C6 N2 176.0(5) . . . . no O3 C12 C13 N5 174.3(4) . . . . no O3 C12 C13 C21 -5.5(6) . . . . no C16 C12 C13 N5 -2.3(7) . . . . no C16 C12 C13 C21 177.9(4) . . . . no O3 C12 C16 C15 -170.5(4) . . . . no O3 C12 C16 C17 5.5(7) . . . . no C13 C12 C16 C15 5.7(7) . . . . no C13 C12 C16 C17 -178.3(4) . . . . no N5 C14 C15 C16 0.5(7) . . . . no N5 C14 C15 C22 -176.8(4) . . . . no C14 C15 C16 C12 -4.9(7) . . . . no C14 C15 C16 C17 179.0(4) . . . . no C22 C15 C16 C12 172.3(4) . . . . no C22 C15 C16 C17 -3.7(7) . . . . no C14 C15 C22 O4A 4.9(7) . . . . no C14 C15 C22 O4B 98.3(6) . . . . no C16 C15 C22 O4A -172.4(6) . . . . no C16 C15 C22 O4B -78.9(6) . . . . no C12 C16 C17 N6 7.5(7) . . . . no C15 C16 C17 N6 -176.7(4) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Fe H36 3.40(3) . . no S1 S2 3.2190(19) . . no S1 O3 2.967(4) . . no S1 N2 2.863(4) . . no S1 N3 2.729(5) . . no S1 N6 2.989(4) . . no S1 C12 3.426(5) . . no S1 C17 3.590(5) . . no S2 N2 3.090(4) . . no S2 S1 3.2190(19) . . no S2 O1 2.917(3) . . no S2 C1 3.676(5) . . no S2 N6 2.860(4) . . no S2 N7 2.727(5) . . no S1 H11 3.11(4) . 3_555 no S2 H22 2.91(4) . 7_555 no O1 S2 2.917(3) . . no O1 O3 2.661(5) . . no O1 O36 3.228(5) . . no O1 N2 2.845(5) . . no O1 N6 2.638(5) . . no O1 N7 3.260(6) . . no O1 C6 2.979(7) . . no O1 C18 3.337(6) . . no O2A C22 3.362(13) . 5_445 no O2B C6 3.059(11) . . no O2B O34 2.976(13) . . no O3 C1 3.328(6) . . no O3 C6 3.256(6) . . no O3 C7 3.411(6) . . no O3 C17 2.938(7) . . no O3 N6 2.803(5) . . no O3 O1 2.661(5) . . no O3 O36 2.998(5) . . no O3 S1 2.967(4) . . no O3 N2 2.571(5) . . no O4A C11 3.284(12) . 5_555 no O4B O38 2.755(9) . . no O4B C17 3.355(9) . . no O31 O35 2.855(6) . . no O31 O33 2.946(7) . . no O31 N8 2.950(6) . 4_555 no O31 O34 2.999(8) . . no O32 O34 2.852(12) . . no O32 O32 2.773(8) . 2_555 no O32 O38 2.755(7) . 6_555 no O32 O37 2.774(6) . 5_455 no O33 O37 2.793(7) . 6_555 no O33 O31 2.946(7) . . no O33 N3 2.941(7) . 2_555 no O33 O34 3.129(8) . 2_555 no O34 O34 2.866(12) . 2_555 no O34 O31 2.999(8) . . no O34 O32 2.852(12) . . no O34 O2B 2.976(13) . . no O34 O33 3.129(8) . 2_555 no O35 C17 3.362(6) . 6_555 no O35 O38 2.745(6) . 6_555 no O35 N7 2.861(6) . 6_555 no O35 O31 2.855(6) . . no O35 O37 2.786(6) . 6_555 no O36 N5 2.669(6) . 6_545 no O36 C12 3.012(6) . . no O36 O1 3.228(5) . . no O36 O38 2.818(6) . . no O36 N1 2.769(6) . 6_555 no O36 O3 2.998(5) . . no O37 O32 2.774(6) . 5_545 no O37 N4 2.990(7) . 7_555 no O37 O35 2.786(6) . 6_545 no O38 C16 3.394(7) . . no O38 O35 2.745(6) . 6_545 no O38 O36 2.818(6) . . no O38 O4B 2.755(9) . . no O38 C17 3.252(6) . . no O1 H10' 2.77 . . no O1 H36 2.70(4) . . no O1 H10" 2.67 . . no O2A H3 2.21 . . no O2B H33' 2.83(6) . 2_555 no O2B H34 2.397(16) . . no O2B H6 2.53 . . no O3 H21 2.73 . . no O3 H21' 2.57 . . no O3 H36 2.18(3) . . no O4A H14 2.33 . . no O4B H3 2.81 . 6_555 no O4B H17 2.86 . . no O31 H20 2.88 . 6_555 no O31 H34' 2.39(3) . . no O31 H28 2.08 . 4_555 no O32 H37' 2.57(4) . 5_455 no O32 H38' 1.93(5) . 6_555 no O32 H32' 2.12(5) . 2_555 no O33 H34 2.551(18) . 2_555 no O33 H8 2.77 . 2_555 no O33 H6 2.90 . 2_555 no O34 H33' 2.34(2) . 2_555 no O34 H31' 2.173(15) . . no O34 H32' 2.77(5) . . no O35 H20 2.61 . 6_555 no O35 H37 1.95(4) . 6_555 no O35 H31 2.016(17) . . no O36 H1 1.95(5) . 6_555 no O36 H38 1.98(4) . . no O36 H21" 2.76 . 6_545 no O37 H24 2.11 . 7_555 no O37 H32 2.52(5) . 5_545 no O38 H35' 1.92(4) . 6_545 no O38 H3 2.72 . 6_555 no N1 O36 2.769(6) . 6_545 no N1 C14 3.429(7) . 6_545 no N1 N5 3.289(6) . 6_545 no N2 S2 3.090(4) . . no N2 O3 2.571(5) . . no N2 C1 2.987(6) . . no N2 S1 2.863(4) . . no N2 O1 2.845(5) . . no N2 C7 2.263(6) . . no N3 O33 2.941(7) . 2_555 no N3 S1 2.729(5) . . no N4 O37 2.990(7) . 7_555 no N5 O36 2.669(6) . 6_555 no N5 N1 3.289(6) . 6_555 no N5 C2 3.420(6) . 6_555 no N6 O1 2.638(5) . . no N6 S1 2.989(4) . . no N6 O3 2.803(5) . . no N6 C12 2.960(6) . . no N6 S2 2.860(4) . . no N6 C18 2.262(6) . . no N7 O1 3.260(6) . . no N7 S2 2.727(5) . . no N7 O35 2.861(6) . 6_545 no N8 C15 3.376(6) . 7_555 no N8 C22 3.406(7) . 7_555 no N8 O31 2.950(6) . 4_554 no N2 H33 2.84(5) . 2_555 no N3 H8' 2.72 . . no N3 H33 2.12(5) . 2_555 no N3 H8 2.82 . . no N4 H37' 2.73(5) . 7_555 no N4 H9 2.89 . 3_565 no N5 H36' 1.85(5) . 6_555 no N6 H35 2.81(5) . 6_545 no N7 H19 2.44 . . no N7 H35 2.08(4) . 6_545 no C2 N5 3.420(6) . 6_545 no C3 C14 3.366(7) . 6_545 no C6 O2B 3.059(11) . . no C9 C21 3.331(8) . 3_565 no C10 C21 3.446(7) . 6_545 no C11 O4A 3.284(12) . 5_445 no C12 O36 3.012(6) . . no C14 N1 3.429(7) . 6_555 no C14 C3 3.366(7) . 6_555 no C14 C19 3.574(7) . 7_555 no C15 C19 3.544(7) . 7_555 no C15 N8 3.376(6) . 7_555 no C16 O38 3.394(7) . . no C17 O35 3.362(6) . 6_545 no C17 O38 3.252(6) . . no C17 O4B 3.355(9) . . no C18 C22 3.509(7) . 7_555 no C19 C14 3.574(7) . 7_555 no C19 C15 3.544(7) . 7_555 no C21 C9 3.331(8) . 3_565 no C21 C10 3.446(7) . 6_555 no C22 N8 3.406(7) . 7_555 no C22 O2A 3.362(13) . 5_555 no C22 C18 3.509(7) . 7_555 no C1 H36 3.00(4) . . no C3 H231 2.59 . . no C3 H9" 3.00 . 3_555 no C4 H8' 3.04 . 3_555 no C5 H8' 2.93 . 3_555 no C6 H242 2.96 . . no C6 H33 2.83(6) . 2_555 no C6 H11 2.95(5) . . no C7 H33 3.05(4) . 2_555 no C7 H9 3.09 . 3_565 no C7 H11 2.84(4) . 3_555 no C8 H33 3.10(4) . 2_555 no C8 H20' 2.74 . 5_455 no C9 H20' 3.08 . 5_455 no C9 H21' 2.75 . 3_565 no C10 H19' 3.07 . 7_545 no C10 H21 2.91 . 6_545 no C11 H6 2.54 . . no C11 H252 2.67 . 5_445 no C11 H251 2.48 . 5_445 no C12 H36 2.38(4) . . no C13 H36' 2.79(5) . 6_555 no C13 H36 2.95(5) . . no C14 H19' 2.88 . 7_555 no C14 H36' 2.79(5) . 6_555 no C16 H36 3.03(4) . . no C17 H35' 2.96(5) . 6_545 no C17 H35 3.04(5) . 6_545 no C17 H22 2.74(5) . . no C18 H20" 3.07 . 7_545 no C18 H22 2.76(4) . 7_555 no C18 H35 2.92(3) . 6_545 no C19 H9' 2.83 . 5_545 no C19 H10" 3.06 . 7_545 no C20 H35 3.00(4) . 6_545 no C20 H10" 2.89 . 7_545 no C21 H10' 2.87 . 6_555 no C21 H9" 2.96 . 3_565 no C21 H36' 3.07(5) . 6_555 no C22 H232 2.91 . 5_555 no C22 H17 2.57 . . no C22 H231 2.81 . 6_555 no H1 H36' 2.31(7) . 6_545 no H1 H10 2.28 . . no H1 H36 2.46(6) . 6_545 no H1 O36 1.95(5) . 6_545 no H3 O38 2.72 . 6_545 no H3 O2A 2.21 . . no H3 H241 2.24 . . no H3 O4B 2.81 . 6_545 no H3 H231 2.18 . . no H6 O2B 2.53 . . no H6 C11 2.54 . . no H6 H33 2.35 . 2_555 no H6 H11 2.39 . . no H6 O33 2.90 . 2_555 no H6 H242 2.45 . . no H8 O33 2.77 . 2_555 no H8 N3 2.82 . . no H8 H33 2.46 . 2_555 no H8 H20' 2.48 . 5_455 no H8' H20' 2.39 . 5_455 no H8' C5 2.93 . 3_555 no H8' C4 3.04 . 3_555 no H8' N3 2.72 . . no H9 H24 2.47 . . no H9 H21' 2.41 . 3_565 no H9 N4 2.89 . 3_565 no H9 C7 3.09 . 3_565 no H9' H19 2.60 . 5_455 no H9' C19 2.83 . 5_455 no H9' H20' 2.51 . 5_455 no H9' H19' 2.48 . 5_455 no H9" C3 3.00 . 3_555 no H9" H24 2.46 . . no H9" H21' 2.53 . 3_565 no H9" C21 2.96 . 3_565 no H10 H21 2.48 . 6_545 no H10 H1 2.28 . . no H10' H21 2.51 . 6_545 no H10' H21" 2.53 . 6_545 no H10' C21 2.87 . 6_545 no H10' O1 2.77 . . no H10" C19 3.06 . 7_545 no H10" O1 2.67 . . no H10" C20 2.89 . 7_545 no H10" H19' 2.55 . 7_545 no H10" H20" 2.31 . 7_545 no H11 C6 2.95(5) . . no H11 H6 2.39 . . no H11 S1 3.11(4) . 3_555 no H11 C7 2.84(4) . 3_555 no H14 H261 2.34 . . no H14 O4A 2.33 . . no H17 C22 2.57 . . no H17 H22 2.18 . . no H17 O4B 2.86 . . no H19 N7 2.44 . . no H19 H9' 2.60 . 5_545 no H19' H10" 2.55 . 7_545 no H19' C14 2.88 . 7_555 no H19' H9' 2.48 . 5_545 no H19' C10 3.07 . 7_545 no H20 O35 2.61 . 6_545 no H20 H31 2.47 . 6_545 no H20 H35 2.21 . 6_545 no H20 O31 2.88 . 6_545 no H20' C8 2.74 . 5_545 no H20' H9' 2.51 . 5_545 no H20' H8 2.48 . 5_545 no H20' C9 3.08 . 5_545 no H20' H8' 2.39 . 5_545 no H20" H10" 2.31 . 7_545 no H20" C18 3.07 . 7_545 no H21 O3 2.73 . . no H21 H10' 2.51 . 6_555 no H21 H10 2.48 . 6_555 no H21 C10 2.91 . 6_555 no H21' C9 2.75 . 3_565 no H21' H9" 2.53 . 3_565 no H21' O3 2.57 . . no H21' H9 2.41 . 3_565 no H21" H38 2.56 . 6_555 no H21" H10' 2.53 . 6_555 no H21" H36' 2.49 . 6_555 no H21" O36 2.76 . 6_555 no H22 H17 2.18 . . no H22 C18 2.76(4) . 7_555 no H22 S2 2.91(4) . 7_555 no H22 C17 2.74(5) . . no H24 H37' 1.91 . 7_555 no H24 O37 2.11 . 7_555 no H24 H9" 2.46 . . no H24 H9 2.47 . . no H28 H31 2.59 . 4_554 no H28 H31' 2.57 . 4_554 no H28 O31 2.08 . 4_554 no H31 H20 2.47 . 6_555 no H31 O35 2.016(17) . . no H31 H28 2.59 . 4_555 no H31 H35' 2.52(5) . . no H31 H35 2.43(6) . . no H31' O34 2.173(15) . . no H31' H34' 1.56(3) . . no H31' H28 2.57 . 4_555 no H32 O38 2.66(6) . 6_555 no H32 O37 2.52(5) . 5_455 no H32 H37' 2.09(7) . 5_455 no H32 H32' 2.34(8) . 2_555 no H32 H38' 1.85(7) . 6_555 no H32' O38 2.80(5) . 6_555 no H32' O34 2.77(5) . . no H32' H38' 2.06(7) . 6_555 no H32' H32 2.34(8) . 2_555 no H32' O32 2.12(5) . 2_555 no H32' H32' 1.62(7) . 2_555 no H33 H8 2.46 . 2_555 no H33 C6 2.83(6) . 2_555 no H33 C7 3.05(4) . 2_555 no H33 N3 2.12(5) . 2_555 no H33 H6 2.35 . 2_555 no H33 C8 3.10(4) . 2_555 no H33 N2 2.84(5) . 2_555 no H33' H34 1.72(3) . 2_555 no H33' O2B 2.83(6) . 2_555 no H33' O34 2.34(2) . 2_555 no H34 O33 2.551(18) . 2_555 no H34 O2B 2.397(16) . . no H34 H33' 1.72(3) . 2_555 no H34' H31' 1.56(3) . . no H34' O31 2.39(3) . . no H35 C17 3.04(5) . 6_555 no H35 N6 2.81(5) . 6_555 no H35 N7 2.08(4) . 6_555 no H35 H31 2.43(6) . . no H35 H20 2.21 . 6_555 no H35 C18 2.92(3) . 6_555 no H35 C20 3.00(4) . 6_555 no H35 H37 2.44(5) . 6_555 no H35' H38' 2.26(5) . 6_555 no H35' C17 2.96(5) . 6_555 no H35' H31 2.52(5) . . no H35' H38 2.48(6) . 6_555 no H35' H37 2.41(6) . 6_555 no H35' O38 1.92(4) . 6_555 no H36 C16 3.03(4) . . no H36 H1 2.46(6) . 6_555 no H36 C13 2.95(5) . . no H36 C1 3.00(4) . . no H36 H38 2.39(5) . . no H36 Fe 3.40(3) . . no H36 C12 2.38(4) . . no H36 O3 2.18(3) . . no H36 O1 2.70(4) . . no H36' H38 2.54(7) . . no H36' C14 2.79(5) . 6_545 no H36' C21 3.07(5) . 6_545 no H36' H1 2.31(7) . 6_555 no H36' H21" 2.49 . 6_545 no H36' C13 2.79(4) . 6_545 no H36' N5 1.85(5) . 6_545 no H37 H35 2.44(5) . 6_545 no H37 H35' 2.41(6) . 6_545 no H37 O35 1.95(4) . 6_545 no H37' O32 2.57(4) . 5_545 no H37' N4 2.73(5) . 7_555 no H37' H24 1.91 . 7_555 no H37' H32 2.09(7) . 5_545 no H38 H36 2.39(5) . . no H38 H36' 2.54(7) . . no H38 O36 1.98(4) . . no H38 H35' 2.48(6) . 6_545 no H38 H21" 2.56 . 6_545 no H38' H35' 2.26(5) . 6_545 no H231 C3 2.59 . . no H231 H3 2.18 . . no H231 H232 2.39 . . no H231 C22 2.81 . 6_545 no H232 H231 2.39 . . no H232 C22 2.91 . 5_445 no H241 H3 2.24 . . no H242 H6 2.45 . . no H242 C6 2.96 . . no H251 H252 1.83 . . no H251 C11 2.48 . 5_555 no H252 C11 2.67 . 5_555 no H252 H251 1.83 . . no H261 H14 2.34 . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N1 H1 O36 0.83(5) 1.95(5) 2.769(6) 176(6) 6_545 yes N4 H24 O37 0.8800 2.1100 2.990(7) 174 7_555 yes N8 H28 O31 0.8800 2.0800 2.950(6) 170 4_554 yes O31 H31 O35 0.840(18) 2.016(17) 2.855(6) 176(8) . yes O31 H31' O34 0.840(14) 2.173(15) 2.999(8) 168(6) . yes O32 H32' O32 0.83(4) 2.12(5) 2.773(8) 135(4) 2_555 yes O33 H33 N3 0.84(4) 2.12(5) 2.941(7) 165(5) 2_555 yes O33 H33' O34 0.84(3) 2.34(2) 3.129(8) 158(4) 2_555 yes O34 H34 O2B 0.84(2) 2.397(16) 2.976(13) 127(3) . yes O34 H34 O33 0.84(2) 2.551(18) 3.129(8) 127(2) 2_555 yes O34 H34' O31 0.84(3) 2.39(3) 2.999(8) 130(3) . yes O35 H35 N7 0.84(3) 2.08(4) 2.861(6) 154(5) 6_555 yes O35 H35' O38 0.84(4) 1.92(4) 2.745(6) 168(4) 6_555 yes O36 H36 O3 0.84(3) 2.18(3) 2.998(5) 166(4) . yes O36 H36' N5 0.84(5) 1.85(5) 2.669(6) 168(4) 6_545 yes O37 H37 O35 0.84(4) 1.95(4) 2.786(6) 172(4) 6_545 yes O38 H38 O36 0.84(4) 1.98(4) 2.818(6) 174(4) . yes C3 H3 O2A 0.9500 2.2100 2.616(13) 104 . yes C6 H6 O2B 0.9500 2.5300 3.059(11) 116 . yes C14 H14 O4A 0.9500 2.3300 2.736(12) 105 . yes C19 H19 N7 0.9900 2.4400 2.801(7) 101 . yes #===END of Crystallographic Information File # Attachment 'compound 3. cif.txt' data_Eddy3 _database_code_depnum_ccdc_archive 'CCDC 735943' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H28 Fe N8 O4 S2, 3(C7 H7 O3 S), C2 H6 O' _chemical_formula_sum 'C43 H55 Fe N8 O14 S5' _chemical_formula_weight 1124.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' S S 0.1246 0.1234 '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 12.7197(4) _cell_length_b 14.0994(4) _cell_length_c 15.8183(4) _cell_angle_alpha 95.1230(10) _cell_angle_beta 113.2920(10) _cell_angle_gamma 92.9670(10) _cell_volume 2583.47(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9791 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description 'thick plate' _exptl_crystal_colour black _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1174 _exptl_absorpt_coefficient_mu 0.564 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 100918 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.03 _reflns_number_total 11037 _reflns_number_gt 7868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1043P)^2^+3.6943P] 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 noref _refine_ls_extinction_method noref _refine_ls_extinction_coef ? _refine_ls_number_reflns 11037 _refine_ls_number_parameters 687 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.2037 _refine_ls_wR_factor_gt 0.1623 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _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 S5A S 0.4938(2) 0.3385(2) 0.77436(19) 0.0438(7) Uani 0.637(9) 1 d PD A 1 O11A O 0.4783(5) 0.4062(4) 0.8414(3) 0.067(2) Uani 0.637(9) 1 d P A 1 O12A O 0.4936(16) 0.3871(10) 0.6988(12) 0.051(3) Uani 0.637(9) 1 d PD A 1 O13A O 0.5909(6) 0.2843(5) 0.8124(8) 0.092(3) Uani 0.637(9) 1 d P A 1 S5B S 0.5263(6) 0.3076(5) 0.7584(3) 0.0544(15) Uani 0.363(9) 1 d PD A 2 O11B O 0.5672(13) 0.3295(11) 0.8570(6) 0.087(5) Uani 0.363(9) 1 d P A 2 O12B O 0.514(4) 0.384(2) 0.704(2) 0.096(11) Uani 0.363(9) 1 d PD A 2 O13B O 0.5972(10) 0.2437(9) 0.7333(8) 0.081(4) Uani 0.363(9) 1 d P A 2 C35 C 0.3771(5) 0.2526(3) 0.7284(3) 0.0584(12) Uani 1 1 d . . . C36 C 0.2783(7) 0.2842(5) 0.7325(5) 0.092(2) Uani 1 1 d . A . H36 H 0.2786 0.3465 0.7575 0.110 Uiso 1 1 calc R . . C37 C 0.1791(6) 0.2231(7) 0.6996(6) 0.106(2) Uani 1 1 d . . . H37 H 0.1122 0.2457 0.7007 0.128 Uiso 1 1 calc R A . C38 C 0.1761(6) 0.1318(6) 0.6660(5) 0.0893(19) Uani 1 1 d . A . C39 C 0.2732(6) 0.1022(4) 0.6602(5) 0.0866(18) Uani 1 1 d . . . H39 H 0.2711 0.0401 0.6339 0.104 Uiso 1 1 calc R A . C40 C 0.3723(5) 0.1591(4) 0.6909(4) 0.0696(14) Uani 1 1 d . A . H40 H 0.4374 0.1357 0.6870 0.084 Uiso 1 1 calc R . . C41 C 0.0659(8) 0.0648(9) 0.6316(8) 0.170(5) Uani 1 1 d . . . H41A H 0.0376 0.0496 0.5655 0.255 Uiso 1 1 calc R A . H41B H 0.0092 0.0956 0.6470 0.255 Uiso 1 1 calc R . . H41C H 0.0815 0.0071 0.6605 0.255 Uiso 1 1 calc R . . Fe Fe 0.46818(4) 0.28887(3) 0.21218(3) 0.03125(16) Uani 1 1 d . . . S1 S 0.44180(9) 0.30687(7) 0.06516(6) 0.0401(2) Uani 1 1 d . . . S2 S 0.32667(8) 0.38361(6) 0.20310(7) 0.0383(2) Uani 1 1 d . . . O1 O 0.4939(2) 0.27577(18) 0.33828(17) 0.0382(6) Uani 1 1 d . . . O2 O 0.7810(3) 0.6330(3) 0.5807(2) 0.0639(9) Uani 1 1 d . . . H2 H 0.8515 0.6382 0.6045 0.096 Uiso 1 1 calc R . . O3 O 0.5857(2) 0.20675(18) 0.21929(18) 0.0410(6) Uani 1 1 d . . . O4 O 0.3543(4) -0.1897(2) 0.0306(3) 0.0717(10) Uani 1 1 d . . . H4 H 0.3652 -0.2301 0.0666 0.108 Uiso 1 1 calc R . . N1 N 0.5969(3) 0.4110(2) 0.0313(2) 0.0410(7) Uani 1 1 d . . . H1N H 0.5551 0.3891 -0.0255 0.049 Uiso 1 1 calc R . . N2 N 0.6309(3) 0.4115(2) 0.18388(19) 0.0355(7) Uani 1 1 d . . . H2N H 0.6965 0.4438 0.1999 0.043 Uiso 1 1 calc R . . N3 N 0.5899(2) 0.3898(2) 0.24949(18) 0.0295(6) Uani 1 1 d . . . N4 N 0.5749(3) 0.3955(3) 0.5617(2) 0.0466(8) Uani 1 1 d . . . H4N H 0.5622 0.3879 0.6102 0.056 Uiso 1 1 calc R . . N5 N 0.1266(3) 0.3093(3) 0.1940(3) 0.0493(9) Uani 1 1 d . . . H5N H 0.1130 0.3681 0.1995 0.059 Uiso 1 1 calc R . . N6 N 0.2512(3) 0.2014(2) 0.1861(2) 0.0445(8) Uani 1 1 d . . . H6N H 0.2033 0.1552 0.1843 0.053 Uiso 1 1 calc R . . N7 N 0.3541(3) 0.1834(2) 0.1807(2) 0.0358(7) Uani 1 1 d . . . N8 N 0.6464(3) -0.0087(3) 0.1259(3) 0.0526(9) Uani 1 1 d . . . H8N H 0.7039 -0.0313 0.1181 0.063 Uiso 1 1 calc R . . C1 C 0.6948(4) 0.4770(4) 0.0483(3) 0.0573(12) Uani 1 1 d . . . H1A H 0.6925 0.5336 0.0858 0.086 Uiso 1 1 calc R . . H1B H 0.6933 0.4937 -0.0096 0.086 Uiso 1 1 calc R . . H1C H 0.7640 0.4478 0.0801 0.086 Uiso 1 1 calc R . . C2 C 0.5656(3) 0.3811(2) 0.0948(2) 0.0337(8) Uani 1 1 d . . . C3 C 0.6444(3) 0.4365(3) 0.3310(2) 0.0341(8) Uani 1 1 d . . . H3 H 0.7047 0.4817 0.3399 0.041 Uiso 1 1 calc R . . C4 C 0.6160(3) 0.4217(3) 0.4091(2) 0.0344(8) Uani 1 1 d . . . C5 C 0.5445(3) 0.3414(3) 0.4074(2) 0.0364(8) Uani 1 1 d . . . C6 C 0.5265(4) 0.3297(3) 0.4891(3) 0.0430(9) Uani 1 1 d . . . C7 C 0.6421(4) 0.4733(3) 0.5650(2) 0.0452(10) Uani 1 1 d . . . H7 H 0.6723 0.5171 0.6183 0.054 Uiso 1 1 calc R . . C8 C 0.6663(3) 0.4884(3) 0.4903(2) 0.0391(8) Uani 1 1 d . . . C9 C 0.4530(5) 0.2458(4) 0.4931(3) 0.0599(12) Uani 1 1 d . . . H9A H 0.4580 0.2454 0.5552 0.090 Uiso 1 1 calc R . . H9B H 0.4789 0.1879 0.4746 0.090 Uiso 1 1 calc R . . H9C H 0.3746 0.2501 0.4519 0.090 Uiso 1 1 calc R . . C10 C 0.7419(4) 0.5751(3) 0.4941(3) 0.0485(10) Uani 1 1 d . . . H10A H 0.8077 0.5551 0.4831 0.058 Uiso 1 1 calc R . . H10B H 0.6995 0.6126 0.4452 0.058 Uiso 1 1 calc R . . C11 C 0.0376(5) 0.2373(4) 0.1854(5) 0.0787(17) Uani 1 1 d . . . H11A H 0.0228 0.1918 0.1322 0.118 Uiso 1 1 calc R . . H11B H -0.0312 0.2669 0.1783 0.118 Uiso 1 1 calc R . . H11C H 0.0618 0.2052 0.2401 0.118 Uiso 1 1 calc R . . C12 C 0.2278(3) 0.2919(3) 0.1942(3) 0.0382(8) Uani 1 1 d . . . C13 C 0.3636(4) 0.0946(3) 0.1584(3) 0.0423(9) Uani 1 1 d . . . H13 H 0.3020 0.0499 0.1478 0.051 Uiso 1 1 calc R . . C14 C 0.4642(4) 0.0613(3) 0.1493(3) 0.0414(9) Uani 1 1 d . . . C15 C 0.5675(4) 0.1191(3) 0.1796(3) 0.0397(9) Uani 1 1 d . . . C16 C 0.6611(4) 0.0812(3) 0.1663(3) 0.0483(10) Uani 1 1 d . . . C17 C 0.5499(4) -0.0652(3) 0.0972(3) 0.0525(11) Uani 1 1 d . . . H17 H 0.5465 -0.1270 0.0693 0.063 Uiso 1 1 calc R . . C18 C 0.4550(4) -0.0348(3) 0.1075(3) 0.0461(10) Uani 1 1 d . . . C19 C 0.7720(4) 0.1383(4) 0.1934(4) 0.0658(13) Uani 1 1 d . . . H19A H 0.8244 0.1001 0.1791 0.099 Uiso 1 1 calc R . . H19B H 0.8033 0.1590 0.2588 0.099 Uiso 1 1 calc R . . H19C H 0.7607 0.1932 0.1600 0.099 Uiso 1 1 calc R . . C20 C 0.3463(4) -0.1005(3) 0.0751(4) 0.0567(12) Uani 1 1 d . . . H20A H 0.3286 -0.1112 0.1280 0.068 Uiso 1 1 calc R . . H20B H 0.2835 -0.0699 0.0325 0.068 Uiso 1 1 calc R . . S3 S -0.03544(9) 0.48292(8) 0.29703(7) 0.0455(3) Uani 1 1 d . . . O5 O -0.0075(3) 0.4072(3) 0.3557(2) 0.0679(9) Uani 1 1 d . . . O6 O -0.1535(3) 0.5050(3) 0.2710(2) 0.0633(9) Uani 1 1 d . . . O7 O -0.0055(3) 0.4660(2) 0.2182(2) 0.0587(8) Uani 1 1 d . . . C21 C 0.0486(3) 0.5872(3) 0.3655(3) 0.0455(9) Uani 1 1 d . . . C22 C 0.0485(4) 0.6151(3) 0.4516(3) 0.0551(11) Uani 1 1 d . . . H22 H 0.0031 0.5789 0.4730 0.066 Uiso 1 1 calc R . . C23 C 0.1138(4) 0.6945(4) 0.5053(4) 0.0621(12) Uani 1 1 d . . . H23 H 0.1126 0.7113 0.5631 0.075 Uiso 1 1 calc R . . C24 C 0.1819(4) 0.7510(3) 0.4762(4) 0.0601(12) Uani 1 1 d . . . C25 C 0.1811(4) 0.7237(4) 0.3900(4) 0.0652(13) Uani 1 1 d . . . H25 H 0.2253 0.7611 0.3685 0.078 Uiso 1 1 calc R . . C26 C 0.1164(4) 0.6425(4) 0.3349(3) 0.0577(11) Uani 1 1 d . . . H26 H 0.1184 0.6250 0.2775 0.069 Uiso 1 1 calc R . . C27 C 0.2539(6) 0.8394(4) 0.5362(5) 0.0857(18) Uani 1 1 d . . . H27A H 0.2952 0.8692 0.5048 0.129 Uiso 1 1 calc R . . H27B H 0.3075 0.8219 0.5938 0.129 Uiso 1 1 calc R . . H27C H 0.2049 0.8833 0.5483 0.129 Uiso 1 1 calc R . . S4 S -0.12136(10) 0.92019(8) 0.06020(10) 0.0571(3) Uani 1 1 d . . . O8 O -0.1239(3) 0.9568(3) -0.0236(3) 0.0746(10) Uani 1 1 d . . . O9 O -0.2350(3) 0.8919(3) 0.0539(3) 0.0741(11) Uani 1 1 d . . . O10 O -0.0545(4) 0.9840(3) 0.1428(3) 0.0811(11) Uani 1 1 d . . . C28 C -0.0519(4) 0.8142(3) 0.0689(3) 0.0485(10) Uani 1 1 d . . . C29 C 0.0531(5) 0.8188(4) 0.0640(5) 0.0780(18) Uani 1 1 d . . . H29 H 0.0849 0.8757 0.0545 0.094 Uiso 1 1 calc R . . C30 C 0.1120(5) 0.7368(4) 0.0735(5) 0.0816(18) Uani 1 1 d . . . H30 H 0.1844 0.7396 0.0718 0.098 Uiso 1 1 calc R . . C31 C 0.0645(4) 0.6524(3) 0.0851(4) 0.0578(12) Uani 1 1 d . . . C32 C -0.0416(5) 0.6498(4) 0.0879(4) 0.0667(14) Uani 1 1 d . . . H32 H -0.0748 0.5929 0.0959 0.080 Uiso 1 1 calc R . . C33 C -0.1002(4) 0.7308(4) 0.0790(4) 0.0595(12) Uani 1 1 d . . . H33 H -0.1729 0.7278 0.0801 0.071 Uiso 1 1 calc R . . C34 C 0.1305(6) 0.5652(4) 0.0961(5) 0.0856(19) Uani 1 1 d . . . H34A H 0.1319 0.5420 0.0376 0.128 Uiso 1 1 calc R . . H34B H 0.0938 0.5163 0.1164 0.128 Uiso 1 1 calc R . . H34C H 0.2078 0.5819 0.1411 0.128 Uiso 1 1 calc R . . O14 O 0.8283(4) -0.0329(3) 0.7712(3) 0.0918(13) Uani 1 1 d . . . H14 H 0.8986 -0.0231 0.7949 0.138 Uiso 1 1 calc R . . C42 C 0.7858(9) 0.0030(12) 0.6857(9) 0.207(7) Uani 1 1 d . . . H42A H 0.8023 -0.0391 0.6415 0.248 Uiso 1 1 calc R . . H42B H 0.8267 0.0651 0.6924 0.248 Uiso 1 1 calc R . . C43 C 0.6641(11) 0.0131(11) 0.6481(9) 0.201(6) Uani 1 1 d . . . H43A H 0.6235 -0.0437 0.6536 0.302 Uiso 1 1 calc R . . H43B H 0.6386 0.0225 0.5839 0.302 Uiso 1 1 calc R . . H43C H 0.6493 0.0673 0.6816 0.302 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 S5A 0.0559(13) 0.0462(12) 0.0304(11) 0.0089(9) 0.0167(9) 0.0132(9) O11A 0.098(5) 0.070(4) 0.029(2) -0.004(2) 0.024(3) 0.006(3) O12A 0.068(5) 0.053(5) 0.040(5) 0.019(4) 0.026(4) 0.014(4) O13A 0.055(4) 0.077(5) 0.121(9) 0.034(5) 0.007(5) 0.018(3) S5B 0.074(3) 0.061(3) 0.0291(19) 0.0056(18) 0.022(2) 0.003(2) O11B 0.122(11) 0.102(11) 0.027(5) -0.004(5) 0.025(6) -0.029(9) O12B 0.13(3) 0.11(2) 0.062(17) -0.007(12) 0.070(18) -0.025(14) O13B 0.074(7) 0.100(9) 0.072(8) 0.009(6) 0.030(6) 0.024(6) C35 0.072(3) 0.055(3) 0.041(2) 0.018(2) 0.013(2) 0.005(2) C36 0.124(6) 0.065(4) 0.094(5) 0.006(3) 0.050(4) 0.037(4) C37 0.073(4) 0.128(7) 0.134(7) 0.030(6) 0.053(5) 0.031(5) C38 0.080(4) 0.093(5) 0.088(5) 0.031(4) 0.024(4) -0.004(4) C39 0.108(5) 0.059(3) 0.082(4) -0.008(3) 0.031(4) -0.002(3) C40 0.073(4) 0.063(3) 0.074(3) 0.003(3) 0.031(3) 0.013(3) C41 0.099(7) 0.228(13) 0.149(9) 0.057(9) 0.017(6) -0.062(7) Fe 0.0416(3) 0.0301(3) 0.0240(3) 0.00104(19) 0.0153(2) 0.0061(2) S1 0.0466(6) 0.0475(5) 0.0224(4) -0.0017(4) 0.0120(4) -0.0034(4) S2 0.0448(5) 0.0307(4) 0.0421(5) 0.0026(4) 0.0203(4) 0.0071(4) O1 0.0528(16) 0.0379(13) 0.0292(12) 0.0042(10) 0.0218(12) 0.0061(11) O2 0.069(2) 0.070(2) 0.0373(16) -0.0206(15) 0.0115(15) 0.0016(18) O3 0.0473(15) 0.0378(14) 0.0404(14) 0.0012(11) 0.0203(12) 0.0097(11) O4 0.098(3) 0.0371(16) 0.085(3) -0.0066(16) 0.045(2) 0.0081(17) N1 0.0505(19) 0.0492(19) 0.0246(15) 0.0013(13) 0.0177(14) -0.0023(15) N2 0.0401(17) 0.0458(17) 0.0208(13) 0.0013(12) 0.0136(12) -0.0003(13) N3 0.0358(16) 0.0348(15) 0.0198(13) 0.0044(11) 0.0124(11) 0.0089(12) N4 0.056(2) 0.067(2) 0.0216(15) 0.0074(15) 0.0185(14) 0.0179(18) N5 0.047(2) 0.0435(19) 0.062(2) -0.0067(16) 0.0294(18) 0.0032(15) N6 0.050(2) 0.0324(16) 0.060(2) -0.0022(15) 0.0336(17) 0.0014(14) N7 0.0442(18) 0.0330(15) 0.0346(16) 0.0002(12) 0.0212(14) 0.0053(13) N8 0.065(2) 0.047(2) 0.062(2) 0.0105(17) 0.040(2) 0.0219(18) C1 0.061(3) 0.074(3) 0.040(2) 0.013(2) 0.024(2) -0.006(2) C2 0.044(2) 0.0354(18) 0.0228(16) 0.0006(13) 0.0145(15) 0.0049(15) C3 0.0374(19) 0.0373(18) 0.0252(16) -0.0002(14) 0.0111(14) 0.0030(15) C4 0.039(2) 0.0424(19) 0.0213(16) 0.0030(14) 0.0110(14) 0.0119(16) C5 0.042(2) 0.046(2) 0.0249(17) 0.0066(15) 0.0153(15) 0.0167(16) C6 0.052(2) 0.055(2) 0.0293(18) 0.0117(17) 0.0218(17) 0.0170(19) C7 0.049(2) 0.061(3) 0.0218(17) -0.0010(16) 0.0110(16) 0.014(2) C8 0.041(2) 0.051(2) 0.0224(16) 0.0008(15) 0.0087(15) 0.0138(17) C9 0.079(3) 0.070(3) 0.043(2) 0.013(2) 0.035(2) 0.009(3) C10 0.054(2) 0.055(2) 0.0285(19) -0.0072(17) 0.0109(17) 0.001(2) C11 0.063(3) 0.062(3) 0.124(5) -0.014(3) 0.058(4) -0.006(3) C12 0.045(2) 0.040(2) 0.0335(18) -0.0015(15) 0.0200(16) 0.0057(16) C13 0.053(2) 0.0333(19) 0.045(2) 0.0018(16) 0.0247(19) 0.0049(17) C14 0.059(3) 0.0350(19) 0.039(2) 0.0074(16) 0.0277(19) 0.0142(18) C15 0.056(2) 0.0366(19) 0.0343(19) 0.0090(15) 0.0240(18) 0.0148(17) C16 0.067(3) 0.046(2) 0.046(2) 0.0127(18) 0.034(2) 0.024(2) C17 0.081(3) 0.036(2) 0.056(3) 0.0084(19) 0.041(2) 0.022(2) C18 0.067(3) 0.035(2) 0.045(2) 0.0090(17) 0.030(2) 0.0140(19) C19 0.060(3) 0.065(3) 0.082(4) 0.002(3) 0.038(3) 0.015(2) C20 0.077(3) 0.032(2) 0.069(3) 0.001(2) 0.038(3) 0.013(2) S3 0.0399(5) 0.0532(6) 0.0412(5) 0.0023(4) 0.0146(4) 0.0046(4) O5 0.076(2) 0.061(2) 0.055(2) 0.0146(16) 0.0144(17) -0.0044(17) O6 0.0381(16) 0.081(2) 0.061(2) -0.0136(17) 0.0142(15) 0.0031(15) O7 0.072(2) 0.0575(19) 0.0559(19) 0.0002(15) 0.0370(17) 0.0091(16) C21 0.036(2) 0.051(2) 0.045(2) 0.0050(18) 0.0119(17) 0.0053(17) C22 0.057(3) 0.054(3) 0.056(3) 0.003(2) 0.024(2) 0.006(2) C23 0.068(3) 0.060(3) 0.054(3) -0.001(2) 0.021(2) 0.009(2) C24 0.057(3) 0.050(3) 0.058(3) 0.004(2) 0.007(2) 0.011(2) C25 0.059(3) 0.062(3) 0.071(3) 0.016(3) 0.021(3) -0.002(2) C26 0.054(3) 0.066(3) 0.050(3) 0.005(2) 0.018(2) 0.001(2) C27 0.088(4) 0.057(3) 0.085(4) -0.001(3) 0.009(3) 0.002(3) S4 0.0516(7) 0.0452(6) 0.0748(8) 0.0027(5) 0.0258(6) 0.0113(5) O8 0.067(2) 0.070(2) 0.090(3) 0.032(2) 0.030(2) 0.0152(18) O9 0.071(2) 0.058(2) 0.109(3) 0.003(2) 0.052(2) 0.0179(17) O10 0.086(3) 0.058(2) 0.085(3) -0.0194(19) 0.025(2) 0.0099(19) C28 0.051(2) 0.045(2) 0.055(3) 0.0035(19) 0.026(2) 0.0147(19) C29 0.072(4) 0.046(3) 0.138(6) 0.014(3) 0.064(4) 0.010(2) C30 0.063(3) 0.060(3) 0.145(6) 0.016(3) 0.065(4) 0.014(3) C31 0.065(3) 0.054(3) 0.071(3) 0.015(2) 0.041(3) 0.021(2) C32 0.065(3) 0.050(3) 0.098(4) 0.019(3) 0.044(3) 0.012(2) C33 0.048(3) 0.059(3) 0.081(3) 0.015(2) 0.032(2) 0.011(2) C34 0.091(4) 0.067(3) 0.128(6) 0.027(4) 0.068(4) 0.032(3) O14 0.089(3) 0.089(3) 0.098(3) 0.020(3) 0.038(3) -0.012(3) C42 0.105(7) 0.346(19) 0.164(10) 0.164(12) 0.024(7) -0.008(9) C43 0.167(12) 0.251(16) 0.167(12) 0.102(12) 0.033(9) 0.011(11) _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 S5A O12A 1.429(10) . ? S5A O13A 1.436(7) . ? S5A O11A 1.442(6) . ? S5A C35 1.733(6) . ? S5B O12B 1.411(17) . ? S5B O11B 1.434(11) . ? S5B O13B 1.444(14) . ? S5B C35 1.870(8) . ? C35 C36 1.378(8) . ? C35 C40 1.385(7) . ? C36 C37 1.376(10) . ? C36 H36 0.9300 . ? C37 C38 1.341(11) . ? C37 H37 0.9300 . ? C38 C39 1.357(10) . ? C38 C41 1.523(10) . ? C39 C40 1.345(8) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? Fe N7 1.907(3) . ? Fe O3 1.913(3) . ? Fe N3 1.915(3) . ? Fe O1 1.917(2) . ? Fe S1 2.2545(10) . ? Fe S2 2.2635(10) . ? S1 C2 1.718(4) . ? S2 C12 1.712(4) . ? O1 C5 1.292(4) . ? O2 C10 1.417(5) . ? O2 H2 0.8200 . ? O3 C15 1.300(5) . ? O4 C20 1.413(5) . ? O4 H4 0.8200 . ? N1 C2 1.311(4) . ? N1 C1 1.435(5) . ? N1 H1N 0.8600 . ? N2 C2 1.338(4) . ? N2 N3 1.383(4) . ? N2 H2N 0.8600 . ? N3 C3 1.293(4) . ? N4 C6 1.323(5) . ? N4 C7 1.339(6) . ? N4 H4N 0.8600 . ? N5 C12 1.321(5) . ? N5 C11 1.436(6) . ? N5 H5N 0.8600 . ? N6 C12 1.332(5) . ? N6 N7 1.380(4) . ? N6 H6N 0.8600 . ? N7 C13 1.295(5) . ? N8 C17 1.319(6) . ? N8 C16 1.336(6) . ? N8 H8N 0.8600 . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.444(5) . ? C3 H3 0.9300 . ? C4 C5 1.407(6) . ? C4 C8 1.420(5) . ? C5 C6 1.420(5) . ? C6 C9 1.490(6) . ? C7 C8 1.365(5) . ? C7 H7 0.9300 . ? C8 C10 1.497(6) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C13 C14 1.441(6) . ? C13 H13 0.9300 . ? C14 C15 1.394(6) . ? C14 C18 1.431(5) . ? C15 C16 1.411(5) . ? C16 C19 1.472(7) . ? C17 C18 1.366(6) . ? C17 H17 0.9300 . ? C18 C20 1.502(6) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? S3 O5 1.443(3) . ? S3 O7 1.446(3) . ? S3 O6 1.451(3) . ? S3 C21 1.765(4) . ? C21 C26 1.383(6) . ? C21 C22 1.385(6) . ? C22 C23 1.357(7) . ? C22 H22 0.9300 . ? C23 C24 1.380(7) . ? C23 H23 0.9300 . ? C24 C25 1.379(8) . ? C24 C27 1.509(7) . ? C25 C26 1.381(7) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? S4 O10 1.439(4) . ? S4 O9 1.442(4) . ? S4 O8 1.455(4) . ? S4 C28 1.764(4) . ? C28 C33 1.349(6) . ? C28 C29 1.367(7) . ? C29 C30 1.398(7) . ? C29 H29 0.9300 . ? C30 C31 1.366(7) . ? C30 H30 0.9300 . ? C31 C32 1.366(7) . ? C31 C34 1.508(7) . ? C32 C33 1.384(7) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? O14 C42 1.396(10) . ? O14 H14 0.8200 . ? C42 C43 1.441(14) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? 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 O12A S5A O13A 113.7(9) . . ? O12A S5A O11A 108.7(7) . . ? O13A S5A O11A 114.3(6) . . ? O12A S5A C35 106.2(8) . . ? O13A S5A C35 104.0(4) . . ? O11A S5A C35 109.4(4) . . ? O12B S5B O11B 118.8(19) . . ? O12B S5B O13B 106.3(16) . . ? O11B S5B O13B 111.4(12) . . ? O12B S5B C35 105.8(18) . . ? O11B S5B C35 101.3(7) . . ? O13B S5B C35 113.4(6) . . ? C36 C35 C40 117.9(5) . . ? C36 C35 S5A 113.4(5) . . ? C40 C35 S5A 128.7(5) . . ? C36 C35 S5B 135.5(5) . . ? C40 C35 S5B 106.5(5) . . ? S5A C35 S5B 22.36(17) . . ? C37 C36 C35 119.8(6) . . ? C37 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C38 C37 C36 121.8(7) . . ? C38 C37 H37 119.1 . . ? C36 C37 H37 119.1 . . ? C37 C38 C39 117.8(6) . . ? C37 C38 C41 121.0(9) . . ? C39 C38 C41 121.2(8) . . ? C40 C39 C38 122.7(6) . . ? C40 C39 H39 118.7 . . ? C38 C39 H39 118.7 . . ? C39 C40 C35 119.9(6) . . ? C39 C40 H40 120.1 . . ? C35 C40 H40 120.1 . . ? C38 C41 H41A 109.5 . . ? C38 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C38 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N7 Fe O3 92.41(12) . . ? N7 Fe N3 176.14(13) . . ? O3 Fe N3 84.58(12) . . ? N7 Fe O1 85.59(12) . . ? O3 Fe O1 90.37(11) . . ? N3 Fe O1 92.01(11) . . ? N7 Fe S1 95.81(9) . . ? O3 Fe S1 89.33(8) . . ? N3 Fe S1 86.58(8) . . ? O1 Fe S1 178.58(9) . . ? N7 Fe S2 86.52(9) . . ? O3 Fe S2 178.93(9) . . ? N3 Fe S2 96.49(9) . . ? O1 Fe S2 89.54(8) . . ? S1 Fe S2 90.78(4) . . ? C2 S1 Fe 95.35(12) . . ? C12 S2 Fe 95.22(13) . . ? C5 O1 Fe 124.9(2) . . ? C10 O2 H2 109.5 . . ? C15 O3 Fe 124.9(3) . . ? C20 O4 H4 109.5 . . ? C2 N1 C1 125.6(3) . . ? C2 N1 H1N 117.2 . . ? C1 N1 H1N 117.2 . . ? C2 N2 N3 118.1(3) . . ? C2 N2 H2N 121.0 . . ? N3 N2 H2N 121.0 . . ? C3 N3 N2 115.1(3) . . ? C3 N3 Fe 127.8(2) . . ? N2 N3 Fe 116.9(2) . . ? C6 N4 C7 124.8(3) . . ? C6 N4 H4N 117.6 . . ? C7 N4 H4N 117.6 . . ? C12 N5 C11 125.0(4) . . ? C12 N5 H5N 117.5 . . ? C11 N5 H5N 117.5 . . ? C12 N6 N7 118.6(3) . . ? C12 N6 H6N 120.7 . . ? N7 N6 H6N 120.7 . . ? C13 N7 N6 115.2(3) . . ? C13 N7 Fe 127.3(3) . . ? N6 N7 Fe 117.4(2) . . ? C17 N8 C16 124.6(4) . . ? C17 N8 H8N 117.7 . . ? C16 N8 H8N 117.7 . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 118.5(3) . . ? N1 C2 S1 121.2(3) . . ? N2 C2 S1 120.2(3) . . ? N3 C3 C4 123.2(3) . . ? N3 C3 H3 118.4 . . ? C4 C3 H3 118.4 . . ? C5 C4 C8 119.9(3) . . ? C5 C4 C3 121.6(3) . . ? C8 C4 C3 118.4(3) . . ? O1 C5 C4 125.9(3) . . ? O1 C5 C6 116.2(4) . . ? C4 C5 C6 117.9(3) . . ? N4 C6 C5 118.7(4) . . ? N4 C6 C9 120.3(3) . . ? C5 C6 C9 121.0(4) . . ? N4 C7 C8 120.1(4) . . ? N4 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C4 118.5(4) . . ? C7 C8 C10 120.1(3) . . ? C4 C8 C10 121.4(3) . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 C8 112.2(3) . . ? O2 C10 H10A 109.2 . . ? C8 C10 H10A 109.2 . . ? O2 C10 H10B 109.2 . . ? C8 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N5 C11 H11A 109.5 . . ? N5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N5 C12 N6 118.8(4) . . ? N5 C12 S2 120.9(3) . . ? N6 C12 S2 120.3(3) . . ? N7 C13 C14 123.6(4) . . ? N7 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? C15 C14 C18 120.3(4) . . ? C15 C14 C13 122.2(3) . . ? C18 C14 C13 117.5(4) . . ? O3 C15 C14 125.4(3) . . ? O3 C15 C16 116.2(4) . . ? C14 C15 C16 118.4(4) . . ? N8 C16 C15 118.3(4) . . ? N8 C16 C19 119.7(4) . . ? C15 C16 C19 122.0(4) . . ? N8 C17 C18 121.2(4) . . ? N8 C17 H17 119.4 . . ? C18 C17 H17 119.4 . . ? C17 C18 C14 117.2(4) . . ? C17 C18 C20 120.4(4) . . ? C14 C18 C20 122.4(4) . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 C20 C18 112.7(4) . . ? O4 C20 H20A 109.0 . . ? C18 C20 H20A 109.0 . . ? O4 C20 H20B 109.0 . . ? C18 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? O5 S3 O7 112.7(2) . . ? O5 S3 O6 112.3(2) . . ? O7 S3 O6 112.7(2) . . ? O5 S3 C21 106.4(2) . . ? O7 S3 C21 107.3(2) . . ? O6 S3 C21 104.8(2) . . ? C26 C21 C22 118.5(4) . . ? C26 C21 S3 121.0(3) . . ? C22 C21 S3 120.4(3) . . ? C23 C22 C21 120.9(5) . . ? C23 C22 H22 119.5 . . ? C21 C22 H22 119.5 . . ? C22 C23 C24 121.7(5) . . ? C22 C23 H23 119.2 . . ? C24 C23 H23 119.2 . . ? C25 C24 C23 117.4(5) . . ? C25 C24 C27 121.3(5) . . ? C23 C24 C27 121.3(5) . . ? C24 C25 C26 121.8(5) . . ? C24 C25 H25 119.1 . . ? C26 C25 H25 119.1 . . ? C25 C26 C21 119.6(5) . . ? C25 C26 H26 120.2 . . ? C21 C26 H26 120.2 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O10 S4 O9 112.7(3) . . ? O10 S4 O8 112.7(3) . . ? O9 S4 O8 112.1(2) . . ? O10 S4 C28 106.7(2) . . ? O9 S4 C28 105.6(2) . . ? O8 S4 C28 106.5(2) . . ? C33 C28 C29 120.6(4) . . ? C33 C28 S4 121.8(3) . . ? C29 C28 S4 117.5(4) . . ? C28 C29 C30 119.0(5) . . ? C28 C29 H29 120.5 . . ? C30 C29 H29 120.5 . . ? C31 C30 C29 120.8(5) . . ? C31 C30 H30 119.6 . . ? C29 C30 H30 119.6 . . ? C32 C31 C30 118.7(4) . . ? C32 C31 C34 121.7(5) . . ? C30 C31 C34 119.6(5) . . ? C31 C32 C33 120.9(5) . . ? C31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C28 C33 C32 120.0(4) . . ? C28 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C42 O14 H14 109.5 . . ? O14 C42 C43 114.9(9) . . ? O14 C42 H42A 108.5 . . ? C43 C42 H42A 108.5 . . ? O14 C42 H42B 108.5 . . ? C43 C42 H42B 108.5 . . ? H42A C42 H42B 107.5 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.03 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.139 _refine_diff_density_min -1.127 _refine_diff_density_rms 0.181