# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Sascha Ott' _publ_contact_author_address ; Photochemistry and Molecular Science Uppsala University Box 523 Uppsala 75120 SWEDEN ; _publ_contact_author_email SASCHA.OTT@FOTOMOL.UU.SE _publ_section_title ; Dynamic ligation at the first amine-coordinated iron hydrogenase active site mimic ; loop_ _publ_author_name 'Sascha Ott' 'Jesper Ekstrom' 'Reiner Lomoth' 'Lennart Schwartz' #Attachment 'Complex 1.cif' data_r _database_code_depnum_ccdc_archive 'CCDC 612633' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H15 Fe2 N O5 S2' _chemical_formula_sum 'C11 H15 Fe2 N O5 S2' _chemical_formula_weight 417.06 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' _symmetry_space_group_name_Hall '-P 2yab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 11.2794(12) _cell_length_b 13.6313(14) _cell_length_c 12.1349(13) _cell_angle_alpha 90.00 _cell_angle_beta 113.856(10) _cell_angle_gamma 90.00 _cell_volume 1706.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 768 _cell_measurement_theta_min 4.1 _cell_measurement_theta_max 29.9 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.960 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.68 _exptl_absorpt_correction_T_max 0.92 _exptl_absorpt_process_details 'X-red (Stoe, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur-3 kappa-diffractometer with Sapphire-III CCD' _diffrn_measurement_method '\w scans at different \f' _diffrn_detector_area_resol_mean 12 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% . _diffrn_reflns_number 28673 _diffrn_reflns_av_R_equivalents 0.0619 _diffrn_reflns_av_sigmaI/netI 0.0431 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.92 _diffrn_reflns_theta_max 33.06 _reflns_number_total 5528 _reflns_number_gt 3597 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrysAlis CCD(Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis RED(Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED(Oxford Diffraction, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material ? _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^)+(0.0797P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5528 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0776 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1455 _refine_ls_wR_factor_gt 0.1320 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.70129(3) 0.59770(2) 0.37941(3) 0.04081(13) Uani 1 1 d . . . Fe2 Fe 0.71936(4) 0.47007(3) 0.23311(4) 0.05334(15) Uani 1 1 d . . . S3 S 0.87994(5) 0.57308(4) 0.34454(6) 0.04183(16) Uani 1 1 d . . . S4 S 0.59902(7) 0.60954(6) 0.17966(7) 0.0626(2) Uani 1 1 d . . . C10 C 0.9077(3) 0.6725(2) 0.2563(3) 0.0639(8) Uani 1 1 d . . . H10A H 0.9205 0.7326 0.3025 0.077 Uiso 1 1 calc R . . H10B H 0.9881 0.6588 0.2479 0.077 Uiso 1 1 calc R . . C11 C 0.8082(5) 0.6903(4) 0.1372(4) 0.1103(17) Uani 1 1 d . . . H11A H 0.8111 0.6361 0.0866 0.132 Uiso 1 1 calc R . . H11B H 0.8334 0.7487 0.1063 0.132 Uiso 1 1 calc R . . C12 C 0.6729(4) 0.7031(3) 0.1183(4) 0.0849(11) Uani 1 1 d . . . H12A H 0.6217 0.7071 0.0322 0.102 Uiso 1 1 calc R . . H12B H 0.6654 0.7659 0.1526 0.102 Uiso 1 1 calc R . . C1 C 0.8203(3) 0.3720(2) 0.3192(4) 0.0674(9) Uani 1 1 d . . . O1 O 0.8880(3) 0.30993(19) 0.3729(3) 0.0997(9) Uani 1 1 d . . . C2 C 0.5747(3) 0.4068(3) 0.2162(5) 0.0907(14) Uani 1 1 d . . . O2 O 0.4840(3) 0.3652(3) 0.2092(4) 0.1379(15) Uani 1 1 d . . . C3 C 0.7371(3) 0.4422(3) 0.0947(4) 0.0765(10) Uani 1 1 d . . . O3 O 0.7492(3) 0.4231(3) 0.0079(3) 0.1111(11) Uani 1 1 d . . . C4 C 0.7247(3) 0.72290(19) 0.4224(3) 0.0513(6) Uani 1 1 d . . . O4 O 0.7396(3) 0.80468(15) 0.4420(3) 0.0820(7) Uani 1 1 d . . . C5 C 0.5471(3) 0.5795(2) 0.3865(3) 0.0611(8) Uani 1 1 d . . . O5 O 0.4475(2) 0.5696(2) 0.3880(3) 0.0986(10) Uani 1 1 d . . . N20 N 0.7960(2) 0.53395(15) 0.5466(2) 0.0486(5) Uani 1 1 d . . . H20A H 0.7541 0.4782 0.5484 0.058 Uiso 1 1 calc R . . H20B H 0.8762 0.5171 0.5546 0.058 Uiso 1 1 calc R . . C21 C 0.8082(3) 0.5935(2) 0.6519(3) 0.0560(7) Uani 1 1 d . . . H21A H 0.7221 0.6134 0.6425 0.067 Uiso 1 1 calc R . . H21B H 0.8561 0.6526 0.6519 0.067 Uiso 1 1 calc R . . C22 C 0.8742(3) 0.5442(3) 0.7729(3) 0.0675(8) Uani 1 1 d . . . H22A H 0.9593 0.5216 0.7822 0.081 Uiso 1 1 calc R . . H22B H 0.8240 0.4873 0.7762 0.081 Uiso 1 1 calc R . . C23 C 0.8884(5) 0.6128(4) 0.8756(4) 0.0985(14) Uani 1 1 d . . . H23A H 0.9299 0.5788 0.9508 0.148 Uiso 1 1 calc R . . H23B H 0.8043 0.6348 0.8671 0.148 Uiso 1 1 calc R . . H23C H 0.9401 0.6683 0.8739 0.148 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.04012(18) 0.03380(18) 0.0495(2) 0.00081(14) 0.01913(15) 0.00347(12) Fe2 0.0514(2) 0.0461(2) 0.0641(3) -0.01775(18) 0.02495(19) -0.01105(15) S3 0.0388(3) 0.0373(3) 0.0498(4) -0.0011(2) 0.0184(2) -0.0007(2) S4 0.0461(3) 0.0775(5) 0.0527(4) 0.0000(4) 0.0081(3) 0.0066(3) C10 0.0686(17) 0.0514(15) 0.085(2) 0.0068(15) 0.0444(17) -0.0044(13) C11 0.111(3) 0.115(4) 0.094(3) 0.048(3) 0.030(3) -0.017(3) C12 0.090(2) 0.095(3) 0.066(2) 0.035(2) 0.0281(18) 0.023(2) C1 0.0743(18) 0.0419(14) 0.097(3) -0.0131(16) 0.0455(19) -0.0103(14) O1 0.118(2) 0.0509(13) 0.147(3) 0.0153(16) 0.071(2) 0.0137(14) C2 0.0670(19) 0.070(2) 0.139(4) -0.037(2) 0.046(2) -0.0245(17) O2 0.098(2) 0.114(2) 0.219(4) -0.044(3) 0.081(3) -0.0564(19) C3 0.0698(19) 0.082(2) 0.080(2) -0.040(2) 0.0319(18) -0.0183(16) O3 0.121(2) 0.133(3) 0.090(2) -0.0583(19) 0.0524(19) -0.0251(19) C4 0.0568(13) 0.0415(13) 0.0594(17) 0.0020(12) 0.0274(12) 0.0046(10) O4 0.1099(18) 0.0370(10) 0.1060(19) -0.0068(12) 0.0507(15) 0.0023(11) C5 0.0577(15) 0.0495(14) 0.081(2) 0.0139(14) 0.0334(15) 0.0082(12) O5 0.0625(14) 0.106(2) 0.148(3) 0.0347(19) 0.0633(16) 0.0082(13) N20 0.0572(11) 0.0388(10) 0.0537(13) 0.0022(9) 0.0265(10) 0.0063(8) C21 0.0676(16) 0.0468(14) 0.0561(16) -0.0001(12) 0.0277(14) 0.0052(12) C22 0.0727(19) 0.077(2) 0.0560(18) 0.0106(16) 0.0289(16) 0.0132(15) C23 0.127(4) 0.115(4) 0.059(2) -0.004(2) 0.043(2) 0.021(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C4 1.773(3) . ? Fe1 C5 1.793(3) . ? Fe1 N20 2.064(2) . ? Fe1 S4 2.2294(9) . ? Fe1 S3 2.2454(7) . ? Fe1 Fe2 2.5520(6) . ? Fe2 C2 1.782(3) . ? Fe2 C1 1.793(4) . ? Fe2 C3 1.810(4) . ? Fe2 S3 2.2583(7) . ? Fe2 S4 2.2727(9) . ? S3 C10 1.831(3) . ? S4 C12 1.838(4) . ? C10 C11 1.448(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.458(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C1 O1 1.149(4) . ? C2 O2 1.143(4) . ? C3 O3 1.145(4) . ? C4 O4 1.138(3) . ? C5 O5 1.140(4) . ? N20 C21 1.472(4) . ? N20 H20A 0.9000 . ? N20 H20B 0.9000 . ? C21 C22 1.510(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.514(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 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 C4 Fe1 C5 98.68(14) . . ? C4 Fe1 N20 99.19(11) . . ? C5 Fe1 N20 91.21(12) . . ? C4 Fe1 S4 101.55(10) . . ? C5 Fe1 S4 88.67(11) . . ? N20 Fe1 S4 159.04(7) . . ? C4 Fe1 S3 99.27(10) . . ? C5 Fe1 S3 161.85(11) . . ? N20 Fe1 S3 88.57(7) . . ? S4 Fe1 S3 85.13(3) . . ? C4 Fe1 Fe2 144.75(10) . . ? C5 Fe1 Fe2 106.92(11) . . ? N20 Fe1 Fe2 103.98(6) . . ? S4 Fe1 Fe2 56.27(3) . . ? S3 Fe1 Fe2 55.722(19) . . ? C2 Fe2 C1 92.45(17) . . ? C2 Fe2 C3 103.36(19) . . ? C1 Fe2 C3 95.82(18) . . ? C2 Fe2 S3 147.67(16) . . ? C1 Fe2 S3 87.03(10) . . ? C3 Fe2 S3 108.85(11) . . ? C2 Fe2 S4 87.62(13) . . ? C1 Fe2 S4 162.86(12) . . ? C3 Fe2 S4 100.84(14) . . ? S3 Fe2 S4 83.83(3) . . ? C2 Fe2 Fe1 94.76(14) . . ? C1 Fe2 Fe1 108.29(12) . . ? C3 Fe2 Fe1 149.13(13) . . ? S3 Fe2 Fe1 55.24(2) . . ? S4 Fe2 Fe1 54.67(2) . . ? C10 S3 Fe1 112.25(10) . . ? C10 S3 Fe2 113.30(11) . . ? Fe1 S3 Fe2 69.03(2) . . ? C12 S4 Fe1 111.75(13) . . ? C12 S4 Fe2 112.31(14) . . ? Fe1 S4 Fe2 69.05(3) . . ? C11 C10 S3 117.4(3) . . ? C11 C10 H10A 107.9 . . ? S3 C10 H10A 107.9 . . ? C11 C10 H10B 107.9 . . ? S3 C10 H10B 107.9 . . ? H10A C10 H10B 107.2 . . ? C10 C11 C12 121.1(4) . . ? C10 C11 H11A 107.0 . . ? C12 C11 H11A 107.0 . . ? C10 C11 H11B 107.0 . . ? C12 C11 H11B 107.0 . . ? H11A C11 H11B 106.8 . . ? C11 C12 S4 118.1(3) . . ? C11 C12 H12A 107.8 . . ? S4 C12 H12A 107.8 . . ? C11 C12 H12B 107.8 . . ? S4 C12 H12B 107.8 . . ? H12A C12 H12B 107.1 . . ? O1 C1 Fe2 177.8(3) . . ? O2 C2 Fe2 177.7(5) . . ? O3 C3 Fe2 178.8(4) . . ? O4 C4 Fe1 175.1(3) . . ? O5 C5 Fe1 178.0(3) . . ? C21 N20 Fe1 116.76(16) . . ? C21 N20 H20A 108.1 . . ? Fe1 N20 H20A 108.1 . . ? C21 N20 H20B 108.1 . . ? Fe1 N20 H20B 108.1 . . ? H20A N20 H20B 107.3 . . ? N20 C21 C22 115.8(2) . . ? N20 C21 H21A 108.3 . . ? C22 C21 H21A 108.3 . . ? N20 C21 H21B 108.3 . . ? C22 C21 H21B 108.3 . . ? H21A C21 H21B 107.4 . . ? C21 C22 C23 111.8(3) . . ? C21 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? C21 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? 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 C4 Fe1 Fe2 C2 -141.8(2) . . . . ? C5 Fe1 Fe2 C2 -7.10(18) . . . . ? N20 Fe1 Fe2 C2 88.55(18) . . . . ? S4 Fe1 Fe2 C2 -83.67(16) . . . . ? S3 Fe1 Fe2 C2 166.97(16) . . . . ? C4 Fe1 Fe2 C1 123.98(18) . . . . ? C5 Fe1 Fe2 C1 -101.28(15) . . . . ? N20 Fe1 Fe2 C1 -5.62(13) . . . . ? S4 Fe1 Fe2 C1 -177.85(11) . . . . ? S3 Fe1 Fe2 C1 72.79(11) . . . . ? C4 Fe1 Fe2 C3 -15.6(3) . . . . ? C5 Fe1 Fe2 C3 119.1(2) . . . . ? N20 Fe1 Fe2 C3 -145.2(2) . . . . ? S4 Fe1 Fe2 C3 42.6(2) . . . . ? S3 Fe1 Fe2 C3 -66.8(2) . . . . ? C4 Fe1 Fe2 S3 51.19(15) . . . . ? C5 Fe1 Fe2 S3 -174.07(10) . . . . ? N20 Fe1 Fe2 S3 -78.41(7) . . . . ? S4 Fe1 Fe2 S3 109.36(4) . . . . ? C4 Fe1 Fe2 S4 -58.17(16) . . . . ? C5 Fe1 Fe2 S4 76.57(10) . . . . ? N20 Fe1 Fe2 S4 172.23(7) . . . . ? S3 Fe1 Fe2 S4 -109.36(4) . . . . ? C4 Fe1 S3 C10 -45.38(16) . . . . ? C5 Fe1 S3 C10 126.0(3) . . . . ? N20 Fe1 S3 C10 -144.46(14) . . . . ? S4 Fe1 S3 C10 55.56(13) . . . . ? Fe2 Fe1 S3 C10 107.51(13) . . . . ? C4 Fe1 S3 Fe2 -152.89(10) . . . . ? C5 Fe1 S3 Fe2 18.5(3) . . . . ? N20 Fe1 S3 Fe2 108.03(6) . . . . ? S4 Fe1 S3 Fe2 -51.95(3) . . . . ? C2 Fe2 S3 C10 -130.9(3) . . . . ? C1 Fe2 S3 C10 139.21(17) . . . . ? C3 Fe2 S3 C10 44.07(18) . . . . ? S4 Fe2 S3 C10 -55.31(12) . . . . ? Fe1 Fe2 S3 C10 -106.05(12) . . . . ? C2 Fe2 S3 Fe1 -24.9(3) . . . . ? C1 Fe2 S3 Fe1 -114.74(12) . . . . ? C3 Fe2 S3 Fe1 150.12(14) . . . . ? S4 Fe2 S3 Fe1 50.73(3) . . . . ? C4 Fe1 S4 C12 43.42(17) . . . . ? C5 Fe1 S4 C12 142.01(18) . . . . ? N20 Fe1 S4 C12 -128.1(2) . . . . ? S3 Fe1 S4 C12 -55.07(15) . . . . ? Fe2 Fe1 S4 C12 -106.55(16) . . . . ? C4 Fe1 S4 Fe2 149.97(10) . . . . ? C5 Fe1 S4 Fe2 -111.44(10) . . . . ? N20 Fe1 S4 Fe2 -21.5(2) . . . . ? S3 Fe1 S4 Fe2 51.48(2) . . . . ? C2 Fe2 S4 C12 -156.7(2) . . . . ? C1 Fe2 S4 C12 112.7(4) . . . . ? C3 Fe2 S4 C12 -53.53(18) . . . . ? S3 Fe2 S4 C12 54.54(15) . . . . ? Fe1 Fe2 S4 C12 105.77(15) . . . . ? C2 Fe2 S4 Fe1 97.55(17) . . . . ? C1 Fe2 S4 Fe1 6.9(3) . . . . ? C3 Fe2 S4 Fe1 -159.30(11) . . . . ? S3 Fe2 S4 Fe1 -51.23(3) . . . . ? Fe1 S3 C10 C11 -60.5(4) . . . . ? Fe2 S3 C10 C11 15.3(4) . . . . ? S3 C10 C11 C12 51.4(6) . . . . ? C10 C11 C12 S4 -51.7(6) . . . . ? Fe1 S4 C12 C11 60.6(4) . . . . ? Fe2 S4 C12 C11 -14.8(4) . . . . ? C2 Fe2 C1 O1 150(9) . . . . ? C3 Fe2 C1 O1 46(9) . . . . ? S3 Fe2 C1 O1 -63(9) . . . . ? S4 Fe2 C1 O1 -121(9) . . . . ? Fe1 Fe2 C1 O1 -115(9) . . . . ? C1 Fe2 C2 O2 38(10) . . . . ? C3 Fe2 C2 O2 135(10) . . . . ? S3 Fe2 C2 O2 -50(10) . . . . ? S4 Fe2 C2 O2 -125(10) . . . . ? Fe1 Fe2 C2 O2 -70(10) . . . . ? C2 Fe2 C3 O3 -79(16) . . . . ? C1 Fe2 C3 O3 15(16) . . . . ? S3 Fe2 C3 O3 104(16) . . . . ? S4 Fe2 C3 O3 -169(16) . . . . ? Fe1 Fe2 C3 O3 157(16) . . . . ? C5 Fe1 C4 O4 -117(3) . . . . ? N20 Fe1 C4 O4 150(3) . . . . ? S4 Fe1 C4 O4 -27(3) . . . . ? S3 Fe1 C4 O4 60(3) . . . . ? Fe2 Fe1 C4 O4 20(3) . . . . ? C4 Fe1 C5 O5 71(11) . . . . ? N20 Fe1 C5 O5 171(11) . . . . ? S4 Fe1 C5 O5 -30(11) . . . . ? S3 Fe1 C5 O5 -100(11) . . . . ? Fe2 Fe1 C5 O5 -84(11) . . . . ? C4 Fe1 N20 C21 23.5(2) . . . . ? C5 Fe1 N20 C21 -75.5(2) . . . . ? S4 Fe1 N20 C21 -164.99(17) . . . . ? S3 Fe1 N20 C21 122.6(2) . . . . ? Fe2 Fe1 N20 C21 176.68(19) . . . . ? Fe1 N20 C21 C22 178.2(2) . . . . ? N20 C21 C22 C23 177.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.855 _diffrn_reflns_theta_full 33.06 _diffrn_measured_fraction_theta_full 0.855 _refine_diff_density_max 0.781 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.087