# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Matt Shores' _publ_contact_author_email shores@lamar.colostate.edu _publ_author_name M.Shores # Attachment '- msn240_865553.cif' data_msn240 _database_code_depnum_ccdc_archive 'CCDC 865553' #TrackingRef '- msn240_865553.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 Fe I2 N7 O3' _chemical_formula_weight 813.25 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.0878(4) _cell_length_b 18.8979(6) _cell_length_c 28.2307(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5915.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9833 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 33.13 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.826 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3200 _exptl_absorpt_coefficient_mu 2.639 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4057 _exptl_absorpt_correction_T_max 0.8620 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 116396 _diffrn_reflns_av_R_equivalents 0.0525 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.74 _reflns_number_total 6271 _reflns_number_gt 5316 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The second weight parameter is high potentially due to a small amount of iodide disorder that was not modeled in the final structure. Attempts were made to model the residual Q peak of 1.17 that is 0.83 A from I2, resulting in a FVAR of 95% for the main component. ; _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^)+(0.0151P)^2^+11.1512P] 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 6271 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0499 _refine_ls_wR_factor_gt 0.0464 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.004 _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 0.58781(3) 0.608840(17) 0.627035(12) 0.01121(7) Uani 1 1 d . . . N1 N 0.70622(19) 0.53159(11) 0.63194(7) 0.0166(4) Uani 1 1 d . . . O1 O 0.53667(18) 0.75333(11) 0.48333(6) 0.0280(5) Uani 1 1 d . . . H1A H 0.5786 0.7900 0.4869 0.042 Uiso 1 1 calc R . . C1 C 0.6362(2) 0.41804(14) 0.66501(10) 0.0218(6) Uani 1 1 d . . . H1B H 0.6591 0.3931 0.6355 0.026 Uiso 1 1 calc R . . H1C H 0.6489 0.3848 0.6917 0.026 Uiso 1 1 calc R . . I1 I 0.738978(16) 0.870646(9) 0.524277(6) 0.02327(5) Uani 1 1 d . . . N2 N 0.67014(19) 0.61754(11) 0.56029(7) 0.0167(4) Uani 1 1 d . . . O2 O 0.94791(15) 0.75833(9) 0.60556(6) 0.0201(4) Uani 1 1 d . . . H2A H 0.9685 0.7632 0.5771 0.030 Uiso 1 1 calc R . . C2 C 0.7207(2) 0.48146(14) 0.67157(9) 0.0213(6) Uani 1 1 d . . . H2B H 0.7020 0.5056 0.7018 0.026 Uiso 1 1 calc R . . H2C H 0.8053 0.4649 0.6729 0.026 Uiso 1 1 calc R . . N5 N 0.46333(19) 0.55326(11) 0.59577(7) 0.0154(4) Uani 1 1 d . . . O3 O 0.54985(18) 0.82985(11) 0.69042(7) 0.0280(4) Uani 1 1 d . . . H3A H 0.5120 0.8683 0.6897 0.042 Uiso 1 1 calc R . . C3 C 0.7797(2) 0.52453(13) 0.59719(9) 0.0189(5) Uani 1 1 d . . . H3B H 0.8432 0.4909 0.5982 0.023 Uiso 1 1 calc R . . N6 N 0.44893(18) 0.68627(11) 0.62267(7) 0.0139(4) Uani 1 1 d . . . C4 C 0.7621(2) 0.56986(13) 0.55631(9) 0.0189(5) Uani 1 1 d . . . N3 N 0.51958(18) 0.58905(11) 0.69077(7) 0.0159(4) Uani 1 1 d . . . C5 C 0.8359(3) 0.56471(15) 0.51697(10) 0.0283(7) Uani 1 1 d . . . H5A H 0.8990 0.5307 0.5159 0.034 Uiso 1 1 calc R . . N4 N 0.71066(18) 0.66636(10) 0.66914(7) 0.0137(4) Uani 1 1 d . . . C6 C 0.8161(3) 0.60982(16) 0.47937(10) 0.0339(7) Uani 1 1 d . . . H6A H 0.8665 0.6086 0.4522 0.041 Uiso 1 1 calc R . . N7 N 0.5095(2) 0.43533(13) 0.66261(8) 0.0253(5) Uani 1 1 d . . . C7 C 0.7216(3) 0.65665(16) 0.48233(10) 0.0274(6) Uani 1 1 d . . . H7A H 0.7059 0.6877 0.4566 0.033 Uiso 1 1 calc R . . C8 C 0.6486(2) 0.65945(14) 0.52240(9) 0.0207(6) Uani 1 1 d . . . C9 C 0.5447(2) 0.71072(15) 0.52468(9) 0.0238(6) Uani 1 1 d . . . H9A H 0.4686 0.6840 0.5286 0.029 Uiso 1 1 calc R . . H9B H 0.5547 0.7417 0.5527 0.029 Uiso 1 1 calc R . . C10 C 0.4514(3) 0.46383(14) 0.70357(10) 0.0228(6) Uani 1 1 d . . . H10A H 0.5052 0.4562 0.7311 0.027 Uiso 1 1 calc R . . H10B H 0.3771 0.4361 0.7093 0.027 Uiso 1 1 calc R . . C11 C 0.4169(2) 0.54281(13) 0.70231(10) 0.0215(6) Uani 1 1 d . . . H11A H 0.3526 0.5499 0.6784 0.026 Uiso 1 1 calc R . . H11B H 0.3840 0.5566 0.7336 0.026 Uiso 1 1 calc R . . C12 C 0.5733(2) 0.61886(13) 0.72539(9) 0.0175(5) Uani 1 1 d . . . H12A H 0.5441 0.6134 0.7568 0.021 Uiso 1 1 calc R . . C13 C 0.6795(2) 0.66111(13) 0.71590(9) 0.0162(5) Uani 1 1 d . . . C14 C 0.7442(2) 0.69203(13) 0.75210(9) 0.0211(5) Uani 1 1 d . . . H14A H 0.7183 0.6872 0.7840 0.025 Uiso 1 1 calc R . . C15 C 0.8469(2) 0.73004(14) 0.74148(9) 0.0229(6) Uani 1 1 d . . . H15A H 0.8927 0.7521 0.7658 0.028 Uiso 1 1 calc R . . C16 C 0.8813(2) 0.73513(13) 0.69464(9) 0.0180(5) Uani 1 1 d . . . H16A H 0.9523 0.7605 0.6864 0.022 Uiso 1 1 calc R . . C17 C 0.8122(2) 0.70317(12) 0.65930(9) 0.0141(5) Uani 1 1 d . . . C18 C 0.8487(2) 0.71173(13) 0.60835(9) 0.0165(5) Uani 1 1 d . . . H18A H 0.8710 0.6652 0.5949 0.020 Uiso 1 1 calc R . . H18B H 0.7803 0.7309 0.5898 0.020 Uiso 1 1 calc R . . C19 C 0.4453(2) 0.42734(13) 0.61873(10) 0.0218(6) Uani 1 1 d . . . H19A H 0.3580 0.4316 0.6254 0.026 Uiso 1 1 calc R . . H19B H 0.4597 0.3788 0.6067 0.026 Uiso 1 1 calc R . . C20 C 0.4775(2) 0.47984(13) 0.57922(9) 0.0205(6) Uani 1 1 d . . . H20A H 0.5619 0.4720 0.5691 0.025 Uiso 1 1 calc R . . H20B H 0.4244 0.4717 0.5516 0.025 Uiso 1 1 calc R . . C21 C 0.3586(2) 0.58157(13) 0.59216(8) 0.0161(5) Uani 1 1 d . . . H21A H 0.2931 0.5566 0.5784 0.019 Uiso 1 1 calc R . . C22 C 0.3438(2) 0.65305(13) 0.60986(8) 0.0157(5) Uani 1 1 d . . . C23 C 0.2312(2) 0.68424(14) 0.61308(9) 0.0180(5) Uani 1 1 d . . . H23A H 0.1609 0.6587 0.6042 0.022 Uiso 1 1 calc R . . C24 C 0.2225(2) 0.75307(14) 0.62938(9) 0.0180(5) Uani 1 1 d . . . H24A H 0.1463 0.7752 0.6332 0.022 Uiso 1 1 calc R . . C25 C 0.3277(2) 0.78855(14) 0.63987(9) 0.0189(5) Uani 1 1 d . . . H25A H 0.3241 0.8364 0.6500 0.023 Uiso 1 1 calc R . . C26 C 0.4396(2) 0.75501(13) 0.63575(8) 0.0151(5) Uani 1 1 d . . . C27 C 0.5505(2) 0.79922(13) 0.64445(9) 0.0181(5) Uani 1 1 d . . . H27A H 0.6231 0.7692 0.6409 0.022 Uiso 1 1 calc R . . H27B H 0.5547 0.8373 0.6204 0.022 Uiso 1 1 calc R . . I2 I 0.414956(16) 0.996493(10) 0.659256(7) 0.02747(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01009(16) 0.01207(16) 0.01149(16) -0.00009(13) -0.00008(13) -0.00072(13) N1 0.0175(11) 0.0168(10) 0.0156(11) 0.0006(8) -0.0026(9) -0.0037(9) O1 0.0324(11) 0.0311(11) 0.0206(10) 0.0132(8) -0.0117(8) -0.0119(9) C1 0.0214(13) 0.0151(13) 0.0288(15) 0.0048(11) 0.0009(12) 0.0026(11) I1 0.02973(10) 0.02027(9) 0.01982(8) -0.00374(7) 0.00190(7) -0.00392(7) N2 0.0172(11) 0.0183(11) 0.0147(10) -0.0013(9) -0.0036(8) -0.0069(9) O2 0.0182(9) 0.0261(10) 0.0160(9) -0.0015(8) 0.0008(7) -0.0124(8) C2 0.0203(13) 0.0212(13) 0.0223(13) 0.0047(11) -0.0025(11) 0.0002(11) N5 0.0205(11) 0.0121(10) 0.0136(10) 0.0008(8) 0.0009(9) -0.0024(8) O3 0.0304(11) 0.0324(11) 0.0213(10) -0.0042(9) -0.0057(8) -0.0078(9) C3 0.0193(13) 0.0139(12) 0.0234(14) -0.0033(10) -0.0014(11) -0.0019(10) N6 0.0137(10) 0.0162(10) 0.0117(10) 0.0026(8) 0.0006(8) -0.0008(8) C4 0.0205(13) 0.0172(12) 0.0191(13) -0.0053(10) -0.0014(11) -0.0067(11) N3 0.0136(10) 0.0137(10) 0.0204(11) 0.0029(9) 0.0032(9) 0.0019(8) C5 0.0340(16) 0.0221(14) 0.0287(16) -0.0049(12) 0.0111(13) -0.0021(12) N4 0.0135(10) 0.0136(10) 0.0140(10) 0.0021(8) 0.0002(8) 0.0023(8) C6 0.0469(19) 0.0330(17) 0.0217(15) -0.0055(13) 0.0144(14) -0.0089(14) N7 0.0208(12) 0.0310(13) 0.0241(13) 0.0009(10) 0.0017(10) 0.0032(10) C7 0.0383(17) 0.0267(15) 0.0173(14) 0.0000(11) -0.0003(12) -0.0097(13) C8 0.0247(14) 0.0218(13) 0.0156(13) 0.0008(11) -0.0047(11) -0.0140(11) C9 0.0242(14) 0.0298(15) 0.0173(13) 0.0098(12) -0.0045(11) -0.0074(12) C10 0.0245(14) 0.0183(13) 0.0256(14) 0.0050(11) 0.0062(12) -0.0028(11) C11 0.0151(12) 0.0215(13) 0.0278(14) 0.0036(11) 0.0065(11) -0.0017(11) C12 0.0210(13) 0.0188(13) 0.0129(12) 0.0025(10) 0.0048(10) 0.0037(10) C13 0.0195(13) 0.0155(12) 0.0136(12) 0.0008(10) 0.0012(10) 0.0034(10) C14 0.0253(14) 0.0253(13) 0.0128(12) 0.0012(10) 0.0003(11) 0.0011(12) C15 0.0272(14) 0.0256(14) 0.0161(13) -0.0022(11) -0.0064(11) -0.0015(12) C16 0.0168(12) 0.0181(13) 0.0190(13) 0.0002(10) -0.0011(10) -0.0002(10) C17 0.0126(11) 0.0128(11) 0.0170(12) 0.0009(10) -0.0003(10) 0.0025(9) C18 0.0150(12) 0.0202(13) 0.0142(12) -0.0020(10) 0.0011(10) -0.0065(10) C19 0.0201(13) 0.0142(12) 0.0312(15) 0.0004(11) -0.0008(11) -0.0044(10) C20 0.0238(14) 0.0144(12) 0.0231(14) -0.0042(11) -0.0031(11) -0.0015(10) C21 0.0152(12) 0.0194(13) 0.0136(12) 0.0022(10) -0.0028(10) -0.0058(10) C22 0.0159(12) 0.0194(12) 0.0118(12) 0.0042(10) 0.0005(10) -0.0032(10) C23 0.0130(12) 0.0251(13) 0.0158(12) 0.0047(10) -0.0018(10) -0.0030(10) C24 0.0148(12) 0.0220(13) 0.0172(12) 0.0053(10) 0.0010(10) 0.0042(10) C25 0.0197(13) 0.0202(13) 0.0167(13) 0.0034(10) -0.0002(10) 0.0024(11) C26 0.0180(12) 0.0177(12) 0.0094(11) 0.0045(9) 0.0002(9) 0.0004(10) C27 0.0177(12) 0.0154(12) 0.0213(13) -0.0007(10) -0.0007(10) 0.0016(10) I2 0.01836(9) 0.02780(10) 0.03624(11) -0.00658(8) -0.00245(8) 0.00384(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N5 1.946(2) . ? Fe1 N1 1.968(2) . ? Fe1 N3 1.987(2) . ? Fe1 N2 2.100(2) . ? Fe1 N4 2.109(2) . ? Fe1 N6 2.128(2) . ? N1 C3 1.282(3) . ? N1 C2 1.475(3) . ? O1 C9 1.421(3) . ? O1 H1A 0.8400 . ? C1 N7 1.444(3) . ? C1 C2 1.532(4) . ? C1 H1B 0.9900 . ? C1 H1C 0.9900 . ? N2 C8 1.352(3) . ? N2 C4 1.365(3) . ? O2 C18 1.411(3) . ? O2 H2A 0.8400 . ? C2 H2B 0.9900 . ? C2 H2C 0.9900 . ? N5 C21 1.282(3) . ? N5 C20 1.472(3) . ? O3 C27 1.421(3) . ? O3 H3A 0.8400 . ? C3 C4 1.451(4) . ? C3 H3B 0.9500 . ? N6 C26 1.355(3) . ? N6 C22 1.372(3) . ? C4 C5 1.383(4) . ? N3 C12 1.276(3) . ? N3 C11 1.472(3) . ? C5 C6 1.379(4) . ? C5 H5A 0.9500 . ? N4 C17 1.353(3) . ? N4 C13 1.368(3) . ? C6 C7 1.374(5) . ? C6 H6A 0.9500 . ? N7 C10 1.429(3) . ? N7 C19 1.437(3) . ? C7 C8 1.392(4) . ? C7 H7A 0.9500 . ? C8 C9 1.507(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.541(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.448(4) . ? C12 H12A 0.9500 . ? C13 C14 1.379(4) . ? C14 C15 1.379(4) . ? C14 H14A 0.9500 . ? C15 C16 1.380(4) . ? C15 H15A 0.9500 . ? C16 C17 1.395(3) . ? C16 H16A 0.9500 . ? C17 C18 1.503(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.535(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.450(4) . ? C21 H21A 0.9500 . ? C22 C23 1.384(4) . ? C23 C24 1.383(4) . ? C23 H23A 0.9500 . ? C24 C25 1.377(4) . ? C24 H24A 0.9500 . ? C25 C26 1.398(3) . ? C25 H25A 0.9500 . ? C26 C27 1.507(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe1 N1 96.01(9) . . ? N5 Fe1 N3 92.24(9) . . ? N1 Fe1 N3 92.91(8) . . ? N5 Fe1 N2 86.76(8) . . ? N1 Fe1 N2 80.29(8) . . ? N3 Fe1 N2 172.97(8) . . ? N5 Fe1 N4 172.59(8) . . ? N1 Fe1 N4 84.94(8) . . ? N3 Fe1 N4 80.37(8) . . ? N2 Fe1 N4 100.64(8) . . ? N5 Fe1 N6 80.30(8) . . ? N1 Fe1 N6 175.45(8) . . ? N3 Fe1 N6 84.62(8) . . ? N2 Fe1 N6 102.05(8) . . ? N4 Fe1 N6 98.37(8) . . ? C3 N1 C2 116.4(2) . . ? C3 N1 Fe1 116.56(17) . . ? C2 N1 Fe1 127.05(17) . . ? C9 O1 H1A 109.5 . . ? N7 C1 C2 115.0(2) . . ? N7 C1 H1B 108.5 . . ? C2 C1 H1B 108.5 . . ? N7 C1 H1C 108.5 . . ? C2 C1 H1C 108.5 . . ? H1B C1 H1C 107.5 . . ? C8 N2 C4 117.0(2) . . ? C8 N2 Fe1 132.74(18) . . ? C4 N2 Fe1 110.29(16) . . ? C18 O2 H2A 109.5 . . ? N1 C2 C1 110.1(2) . . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? N1 C2 H2C 109.6 . . ? C1 C2 H2C 109.6 . . ? H2B C2 H2C 108.1 . . ? C21 N5 C20 117.7(2) . . ? C21 N5 Fe1 116.94(17) . . ? C20 N5 Fe1 125.22(17) . . ? C27 O3 H3A 109.5 . . ? N1 C3 C4 117.5(2) . . ? N1 C3 H3B 121.2 . . ? C4 C3 H3B 121.2 . . ? C26 N6 C22 116.5(2) . . ? C26 N6 Fe1 134.34(17) . . ? C22 N6 Fe1 108.38(15) . . ? N2 C4 C5 123.7(2) . . ? N2 C4 C3 115.1(2) . . ? C5 C4 C3 121.2(2) . . ? C12 N3 C11 117.0(2) . . ? C12 N3 Fe1 115.65(17) . . ? C11 N3 Fe1 127.34(17) . . ? C6 C5 C4 118.7(3) . . ? C6 C5 H5A 120.6 . . ? C4 C5 H5A 120.6 . . ? C17 N4 C13 116.5(2) . . ? C17 N4 Fe1 133.40(16) . . ? C13 N4 Fe1 110.07(16) . . ? C7 C6 C5 118.2(3) . . ? C7 C6 H6A 120.9 . . ? C5 C6 H6A 120.9 . . ? C10 N7 C19 120.9(2) . . ? C10 N7 C1 119.1(2) . . ? C19 N7 C1 119.9(2) . . ? C6 C7 C8 121.2(3) . . ? C6 C7 H7A 119.4 . . ? C8 C7 H7A 119.4 . . ? N2 C8 C7 121.2(3) . . ? N2 C8 C9 118.6(2) . . ? C7 C8 C9 120.3(2) . . ? O1 C9 C8 112.2(2) . . ? O1 C9 H9A 109.2 . . ? C8 C9 H9A 109.2 . . ? O1 C9 H9B 109.2 . . ? C8 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? N7 C10 C11 117.3(2) . . ? N7 C10 H10A 108.0 . . ? C11 C10 H10A 108.0 . . ? N7 C10 H10B 108.0 . . ? C11 C10 H10B 108.0 . . ? H10A C10 H10B 107.2 . . ? N3 C11 C10 112.8(2) . . ? N3 C11 H11A 109.0 . . ? C10 C11 H11A 109.0 . . ? N3 C11 H11B 109.0 . . ? C10 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? N3 C12 C13 118.8(2) . . ? N3 C12 H12A 120.6 . . ? C13 C12 H12A 120.6 . . ? N4 C13 C14 123.6(2) . . ? N4 C13 C12 115.1(2) . . ? C14 C13 C12 121.3(2) . . ? C13 C14 C15 119.3(2) . . ? C13 C14 H14A 120.4 . . ? C15 C14 H14A 120.4 . . ? C16 C15 C14 118.2(2) . . ? C16 C15 H15A 120.9 . . ? C14 C15 H15A 120.9 . . ? C15 C16 C17 120.2(2) . . ? C15 C16 H16A 119.9 . . ? C17 C16 H16A 119.9 . . ? N4 C17 C16 122.2(2) . . ? N4 C17 C18 118.4(2) . . ? C16 C17 C18 119.3(2) . . ? O2 C18 C17 109.29(19) . . ? O2 C18 H18A 109.8 . . ? C17 C18 H18A 109.8 . . ? O2 C18 H18B 109.8 . . ? C17 C18 H18B 109.8 . . ? H18A C18 H18B 108.3 . . ? N7 C19 C20 116.3(2) . . ? N7 C19 H19A 108.2 . . ? C20 C19 H19A 108.2 . . ? N7 C19 H19B 108.2 . . ? C20 C19 H19B 108.2 . . ? H19A C19 H19B 107.4 . . ? N5 C20 C19 110.7(2) . . ? N5 C20 H20A 109.5 . . ? C19 C20 H20A 109.5 . . ? N5 C20 H20B 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 108.1 . . ? N5 C21 C22 117.6(2) . . ? N5 C21 H21A 121.2 . . ? C22 C21 H21A 121.2 . . ? N6 C22 C23 123.6(2) . . ? N6 C22 C21 114.9(2) . . ? C23 C22 C21 121.4(2) . . ? C24 C23 C22 119.0(2) . . ? C24 C23 H23A 120.5 . . ? C22 C23 H23A 120.5 . . ? C25 C24 C23 118.1(2) . . ? C25 C24 H24A 121.0 . . ? C23 C24 H24A 121.0 . . ? C24 C25 C26 120.8(2) . . ? C24 C25 H25A 119.6 . . ? C26 C25 H25A 119.6 . . ? N6 C26 C25 121.7(2) . . ? N6 C26 C27 120.9(2) . . ? C25 C26 C27 117.3(2) . . ? O3 C27 C26 111.8(2) . . ? O3 C27 H27A 109.3 . . ? C26 C27 H27A 109.3 . . ? O3 C27 H27B 109.3 . . ? C26 C27 H27B 109.3 . . ? H27A C27 H27B 107.9 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.166 _refine_diff_density_min -0.676 _refine_diff_density_rms 0.081 data_msn254 _database_code_depnum_ccdc_archive 'CCDC 865554' #TrackingRef '- msn254_865554.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 Br2 Fe N7 O3' _chemical_formula_weight 719.27 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.2839(5) _cell_length_b 14.5320(7) _cell_length_c 19.9842(9) _cell_angle_alpha 90.00 _cell_angle_beta 96.513(2) _cell_angle_gamma 90.00 _cell_volume 2967.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9949 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 25.27 _exptl_crystal_description plates _exptl_crystal_colour red _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 3.243 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2834 _exptl_absorpt_correction_T_max 0.9005 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45940 _diffrn_reflns_av_R_equivalents 0.0793 _diffrn_reflns_av_sigmaI/netI 0.0564 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6790 _reflns_number_gt 4504 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. In response to the c level alert, various methods have been employed to resolve the large hole 2.4 Ang from O1 including using SQUEEZE and modeling as disordered bromide. Neither of these techiniques seems to resolve the issue. The highest peak is 1.15 1.66 A from H1C and the deepest hole is 0.55 0.91 A from Br2. The restraints isor and simu were applied to Br1b as the atom was not spherical. The s and st values were changed (simu 0.000625 0.00125, isor 0.0015625 0.003125) to produce an atom that is more spherical. ; _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^)+(0.0357P)^2^+4.2495P] 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 6790 _refine_ls_number_parameters 372 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0877 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.0993 _refine_ls_wR_factor_gt 0.0840 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.006 _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 0.29835(4) 0.61032(3) 0.32256(2) 0.02247(13) Uani 1 1 d . . . N1 N 0.1404(3) 0.6126(2) 0.38400(14) 0.0240(6) Uani 1 1 d . . . C1 C 0.3963(4) 0.7466(3) 0.4780(2) 0.0372(9) Uani 1 1 d . . . H1A H 0.3768 0.7569 0.5248 0.045 Uiso 1 1 calc R . . H1B H 0.4702 0.7871 0.4697 0.045 Uiso 1 1 calc R . . O1 O 0.4428(3) 0.5308(3) 0.09290(17) 0.0759(11) Uani 1 1 d . . . H1C H 0.3774 0.5166 0.0658 0.114 Uiso 1 1 calc R . . Br1A Br 0.2355(2) 0.35234(9) 0.07827(15) 0.0508(5) Uani 0.847(8) 1 d P A 1 Br1B Br 0.2681(7) 0.3362(5) 0.1071(6) 0.0420(18) Uani 0.153(8) 1 d PU A 2 N2 N 0.2871(3) 0.4612(2) 0.36497(13) 0.0239(6) Uani 1 1 d . . . O2 O 0.0358(2) 0.37290(17) 0.19060(13) 0.0373(6) Uani 1 1 d . . . H2A H 0.0833 0.3586 0.1607 0.056 Uiso 1 1 calc R . . C2 C 0.4350(4) 0.6462(3) 0.46947(19) 0.0354(9) Uani 1 1 d . . . H2B H 0.5168 0.6324 0.4988 0.043 Uiso 1 1 calc R . . H2C H 0.3653 0.6051 0.4825 0.043 Uiso 1 1 calc R . . Br2 Br 0.79666(3) 0.44491(3) 0.407386(19) 0.03299(11) Uani 1 1 d . . . O3 O 0.5645(2) 0.32106(17) 0.33203(13) 0.0343(6) Uani 1 1 d . . . H3A H 0.6283 0.3433 0.3568 0.052 Uiso 1 1 calc R . . N3 N 0.2847(3) 0.75098(19) 0.29122(15) 0.0255(7) Uani 1 1 d . . . C3 C 0.5697(3) 0.6387(3) 0.3821(2) 0.0352(9) Uani 1 1 d . . . H3B H 0.6409 0.6510 0.4155 0.042 Uiso 1 1 calc R . . N4 N 0.1510(3) 0.6068(2) 0.22991(14) 0.0241(6) Uani 1 1 d . . . C4 C 0.5925(3) 0.6288(3) 0.3120(2) 0.0345(9) Uani 1 1 d . . . N5 N 0.4541(3) 0.6307(2) 0.39881(15) 0.0282(7) Uani 1 1 d . . . C5 C 0.7183(4) 0.6405(3) 0.2946(3) 0.0459(11) Uani 1 1 d . . . H5A H 0.7876 0.6592 0.3273 0.055 Uiso 1 1 calc R . . N6 N 0.4900(3) 0.6049(2) 0.26726(16) 0.0315(7) Uani 1 1 d . . . C6 C 0.7405(4) 0.6247(3) 0.2294(3) 0.0501(13) Uani 1 1 d . . . H6A H 0.8255 0.6331 0.2161 0.060 Uiso 1 1 calc R . . N7 N 0.2815(3) 0.7698(2) 0.43121(15) 0.0323(7) Uani 1 1 d . . . C7 C 0.6385(4) 0.5964(3) 0.1829(2) 0.0439(11) Uani 1 1 d . . . H7A H 0.6531 0.5823 0.1379 0.053 Uiso 1 1 calc R . . C8 C 0.5136(4) 0.5890(2) 0.2034(2) 0.0348(9) Uani 1 1 d . . . C9 C 0.4007(4) 0.5627(3) 0.1535(2) 0.0465(11) Uani 1 1 d . . . H9A H 0.3493 0.5139 0.1729 0.056 Uiso 1 1 calc R . . H9B H 0.3430 0.6168 0.1439 0.056 Uiso 1 1 calc R . . C10 C 0.2901(4) 0.8513(3) 0.3896(2) 0.0344(9) Uani 1 1 d . . . H10A H 0.3426 0.8990 0.4158 0.041 Uiso 1 1 calc R . . H10B H 0.2013 0.8765 0.3770 0.041 Uiso 1 1 calc R . . C11 C 0.3528(3) 0.8289(2) 0.32631(19) 0.0317(9) Uani 1 1 d . . . H11A H 0.3480 0.8832 0.2963 0.038 Uiso 1 1 calc R . . H11B H 0.4462 0.8132 0.3384 0.038 Uiso 1 1 calc R . . C12 C 0.2082(3) 0.7676(2) 0.23781(18) 0.0275(8) Uani 1 1 d . . . H12A H 0.1966 0.8290 0.2219 0.033 Uiso 1 1 calc R . . C13 C 0.1385(3) 0.6921(3) 0.20105(18) 0.0274(8) Uani 1 1 d . . . C14 C 0.0681(3) 0.7075(3) 0.13938(19) 0.0339(9) Uani 1 1 d . . . H14A H 0.0610 0.7679 0.1211 0.041 Uiso 1 1 calc R . . C15 C 0.0078(4) 0.6346(3) 0.10427(19) 0.0355(9) Uani 1 1 d . . . H15A H -0.0378 0.6433 0.0607 0.043 Uiso 1 1 calc R . . C16 C 0.0153(3) 0.5486(3) 0.13384(18) 0.0324(9) Uani 1 1 d . . . H16A H -0.0279 0.4976 0.1114 0.039 Uiso 1 1 calc R . . C17 C 0.0860(3) 0.5372(2) 0.19649(17) 0.0263(8) Uani 1 1 d . . . C18 C 0.0960(4) 0.4441(3) 0.23074(18) 0.0323(8) Uani 1 1 d . . . H18A H 0.1895 0.4288 0.2427 0.039 Uiso 1 1 calc R . . H18B H 0.0548 0.4479 0.2731 0.039 Uiso 1 1 calc R . . C19 C 0.1547(3) 0.7498(3) 0.45307(18) 0.0312(8) Uani 1 1 d . . . H19A H 0.1103 0.8081 0.4624 0.037 Uiso 1 1 calc R . . H19B H 0.1666 0.7135 0.4952 0.037 Uiso 1 1 calc R . . C20 C 0.0702(3) 0.6961(2) 0.39926(18) 0.0283(8) Uani 1 1 d . . . H20A H -0.0141 0.6798 0.4156 0.034 Uiso 1 1 calc R . . H20B H 0.0518 0.7340 0.3581 0.034 Uiso 1 1 calc R . . C21 C 0.1134(3) 0.5387(2) 0.41279(17) 0.0245(8) Uani 1 1 d . . . H21A H 0.0427 0.5374 0.4395 0.029 Uiso 1 1 calc R . . C22A C 0.1900(3) 0.4549(2) 0.40541(16) 0.0236(7) Uani 1 1 d . . . C23 C 0.1638(3) 0.3766(2) 0.44049(19) 0.0296(8) Uani 1 1 d . . . H23A H 0.0946 0.3757 0.4682 0.035 Uiso 1 1 calc R . . C24 C 0.2404(3) 0.2991(3) 0.43460(19) 0.0318(9) Uani 1 1 d . . . H24A H 0.2250 0.2439 0.4580 0.038 Uiso 1 1 calc R . . C25 C 0.3395(3) 0.3045(2) 0.39388(18) 0.0275(8) Uani 1 1 d . . . H25A H 0.3935 0.2525 0.3889 0.033 Uiso 1 1 calc R . . C26 C 0.3608(3) 0.3853(3) 0.36024(17) 0.0260(8) Uani 1 1 d . . . C27 C 0.4697(4) 0.3902(3) 0.3159(2) 0.0397(10) Uani 1 1 d . . . H27A H 0.4325 0.3834 0.2682 0.048 Uiso 1 1 calc R . . H27B H 0.5121 0.4513 0.3210 0.048 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 0.0159(2) 0.0257(3) 0.0268(3) 0.0044(2) 0.00679(19) -0.0007(2) N1 0.0175(14) 0.0304(16) 0.0246(15) -0.0016(13) 0.0043(12) -0.0001(12) C1 0.032(2) 0.041(2) 0.038(2) -0.0010(19) -0.0014(18) -0.0097(18) O1 0.066(2) 0.115(3) 0.052(2) -0.017(2) 0.0276(17) 0.016(2) Br1A 0.0567(6) 0.0386(4) 0.0603(11) -0.0148(5) 0.0202(7) 0.0032(4) Br1B 0.038(2) 0.043(2) 0.046(3) -0.007(2) 0.011(2) 0.0035(14) N2 0.0178(14) 0.0320(17) 0.0226(15) -0.0004(13) 0.0056(12) -0.0032(12) O2 0.0385(15) 0.0343(15) 0.0387(16) -0.0059(12) 0.0020(12) -0.0112(12) C2 0.029(2) 0.042(2) 0.034(2) 0.0043(18) -0.0038(17) -0.0094(17) Br2 0.02863(19) 0.0320(2) 0.0382(2) 0.00237(17) 0.00332(15) -0.00189(16) O3 0.0234(13) 0.0298(14) 0.0511(17) -0.0022(13) 0.0096(12) 0.0051(11) N3 0.0194(14) 0.0254(16) 0.0332(17) 0.0038(13) 0.0102(13) -0.0015(12) C3 0.0205(19) 0.033(2) 0.050(3) 0.0129(19) -0.0032(17) -0.0041(15) N4 0.0197(14) 0.0257(16) 0.0281(16) 0.0028(13) 0.0079(12) 0.0013(12) C4 0.0209(18) 0.032(2) 0.052(3) 0.0153(19) 0.0096(17) 0.0049(15) N5 0.0218(15) 0.0300(17) 0.0330(17) 0.0086(14) 0.0032(13) -0.0043(12) C5 0.025(2) 0.046(3) 0.069(3) 0.017(2) 0.017(2) -0.0005(18) N6 0.0254(16) 0.0284(17) 0.043(2) 0.0114(15) 0.0136(14) 0.0057(13) C6 0.032(2) 0.036(2) 0.088(4) 0.019(2) 0.031(2) 0.0070(19) N7 0.0258(16) 0.0354(18) 0.0352(18) 0.0082(15) 0.0011(14) -0.0073(13) C7 0.049(3) 0.029(2) 0.061(3) 0.014(2) 0.034(2) 0.0142(19) C8 0.038(2) 0.0235(19) 0.046(2) 0.0116(18) 0.0201(19) 0.0100(16) C9 0.049(3) 0.055(3) 0.039(2) -0.001(2) 0.022(2) 0.012(2) C10 0.033(2) 0.029(2) 0.042(2) 0.0020(18) 0.0079(18) -0.0071(16) C11 0.0249(18) 0.028(2) 0.043(2) 0.0065(17) 0.0051(17) -0.0075(15) C12 0.0213(17) 0.0279(19) 0.036(2) 0.0083(16) 0.0150(16) 0.0033(15) C13 0.0213(17) 0.033(2) 0.030(2) 0.0031(16) 0.0113(15) 0.0048(15) C14 0.031(2) 0.035(2) 0.037(2) 0.0042(18) 0.0106(17) 0.0111(17) C15 0.033(2) 0.045(3) 0.028(2) 0.0007(18) 0.0021(17) 0.0131(18) C16 0.0285(19) 0.038(2) 0.031(2) -0.0037(18) 0.0041(16) 0.0038(17) C17 0.0237(18) 0.030(2) 0.0264(19) -0.0009(15) 0.0074(15) 0.0031(15) C18 0.034(2) 0.033(2) 0.029(2) -0.0007(17) 0.0002(16) -0.0048(17) C19 0.031(2) 0.031(2) 0.033(2) -0.0003(17) 0.0110(16) 0.0004(16) C20 0.0213(18) 0.029(2) 0.036(2) 0.0027(17) 0.0097(15) 0.0019(15) C21 0.0182(16) 0.029(2) 0.0278(19) -0.0023(15) 0.0082(14) -0.0053(14) C22A 0.0199(16) 0.0289(19) 0.0229(18) -0.0017(15) 0.0062(14) -0.0057(14) C23 0.0249(18) 0.032(2) 0.033(2) -0.0011(17) 0.0088(16) -0.0104(15) C24 0.031(2) 0.024(2) 0.040(2) 0.0014(17) 0.0043(17) -0.0083(16) C25 0.0230(18) 0.0248(19) 0.034(2) -0.0065(16) -0.0006(15) -0.0022(15) C26 0.0206(17) 0.032(2) 0.0251(19) -0.0027(16) 0.0019(14) 0.0021(15) C27 0.028(2) 0.050(3) 0.042(2) 0.010(2) 0.0134(18) 0.0106(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N5 2.103(3) . ? Fe1 N3 2.138(3) . ? Fe1 N1 2.144(3) . ? Fe1 N4 2.256(3) . ? Fe1 N2 2.335(3) . ? Fe1 N6 2.368(3) . ? N1 C21 1.264(4) . ? N1 C20 1.462(4) . ? C1 N7 1.460(5) . ? C1 C2 1.527(5) . ? O1 C9 1.409(5) . ? N2 C26 1.348(4) . ? N2 C22A 1.357(4) . ? O2 C18 1.409(4) . ? C2 N5 1.465(5) . ? O3 C27 1.412(4) . ? N3 C12 1.275(4) . ? N3 C11 1.467(4) . ? C3 N5 1.276(4) . ? C3 C4 1.453(6) . ? N4 C17 1.347(4) . ? N4 C13 1.367(4) . ? C4 N6 1.349(5) . ? C4 C5 1.388(5) . ? C5 C6 1.368(7) . ? N6 C8 1.346(5) . ? C6 C7 1.382(6) . ? N7 C19 1.451(4) . ? N7 C10 1.455(5) . ? C7 C8 1.396(5) . ? C8 C9 1.492(6) . ? C10 C11 1.520(5) . ? C12 C13 1.461(5) . ? C13 C14 1.375(5) . ? C14 C15 1.379(5) . ? C15 C16 1.381(5) . ? C16 C17 1.385(5) . ? C17 C18 1.514(5) . ? C19 C20 1.519(5) . ? C21 C22A 1.466(5) . ? C22A C23 1.379(5) . ? C23 C24 1.387(5) . ? C24 C25 1.377(5) . ? C25 C26 1.382(5) . ? C26 C27 1.506(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe1 N3 95.58(11) . . ? N5 Fe1 N1 98.46(11) . . ? N3 Fe1 N1 97.13(11) . . ? N5 Fe1 N4 169.54(11) . . ? N3 Fe1 N4 76.43(11) . . ? N1 Fe1 N4 89.33(10) . . ? N5 Fe1 N2 86.14(10) . . ? N3 Fe1 N2 171.72(10) . . ? N1 Fe1 N2 74.59(10) . . ? N4 Fe1 N2 102.74(10) . . ? N5 Fe1 N6 74.74(11) . . ? N3 Fe1 N6 85.74(10) . . ? N1 Fe1 N6 172.89(11) . . ? N4 Fe1 N6 97.67(10) . . ? N2 Fe1 N6 102.52(10) . . ? C21 N1 C20 118.1(3) . . ? C21 N1 Fe1 117.9(2) . . ? C20 N1 Fe1 123.8(2) . . ? N7 C1 C2 110.6(3) . . ? C26 N2 C22A 116.4(3) . . ? C26 N2 Fe1 133.0(2) . . ? C22A N2 Fe1 110.4(2) . . ? N5 C2 C1 108.7(3) . . ? C12 N3 C11 118.0(3) . . ? C12 N3 Fe1 116.1(2) . . ? C11 N3 Fe1 125.9(2) . . ? N5 C3 C4 120.0(3) . . ? C17 N4 C13 117.0(3) . . ? C17 N4 Fe1 132.3(2) . . ? C13 N4 Fe1 110.4(2) . . ? N6 C4 C5 123.1(4) . . ? N6 C4 C3 117.8(3) . . ? C5 C4 C3 119.1(4) . . ? C3 N5 C2 118.0(3) . . ? C3 N5 Fe1 118.7(3) . . ? C2 N5 Fe1 123.0(2) . . ? C6 C5 C4 118.7(4) . . ? C8 N6 C4 117.5(3) . . ? C8 N6 Fe1 134.2(3) . . ? C4 N6 Fe1 108.1(2) . . ? C5 C6 C7 119.6(4) . . ? C19 N7 C10 116.7(3) . . ? C19 N7 C1 116.7(3) . . ? C10 N7 C1 117.2(3) . . ? C6 C7 C8 118.6(4) . . ? N6 C8 C7 122.4(4) . . ? N6 C8 C9 117.9(3) . . ? C7 C8 C9 119.7(4) . . ? O1 C9 C8 111.5(3) . . ? N7 C10 C11 111.1(3) . . ? N3 C11 C10 109.8(3) . . ? N3 C12 C13 120.0(3) . . ? N4 C13 C14 122.7(3) . . ? N4 C13 C12 116.8(3) . . ? C14 C13 C12 120.5(3) . . ? C13 C14 C15 119.5(4) . . ? C14 C15 C16 118.6(4) . . ? C15 C16 C17 119.5(4) . . ? N4 C17 C16 122.6(3) . . ? N4 C17 C18 116.3(3) . . ? C16 C17 C18 121.1(3) . . ? O2 C18 C17 113.3(3) . . ? N7 C19 C20 110.5(3) . . ? N1 C20 C19 108.6(3) . . ? N1 C21 C22A 120.8(3) . . ? N2 C22A C23 123.9(3) . . ? N2 C22A C21 116.3(3) . . ? C23 C22A C21 119.8(3) . . ? C22A C23 C24 118.8(3) . . ? C25 C24 C23 118.0(3) . . ? C24 C25 C26 120.3(3) . . ? N2 C26 C25 122.6(3) . . ? N2 C26 C27 117.7(3) . . ? C25 C26 C27 119.7(3) . . ? O3 C27 C26 111.8(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.152 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.090 # Attachment '- msn260_865555.cif' data_msn260 _database_code_depnum_ccdc_archive 'CCDC 865555' #TrackingRef '- msn260_865555.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H33 Fe N7 O3, 2(I)' _chemical_formula_sum 'C27 H33 Fe I2 N7 O3' _chemical_formula_weight 813.25 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.3371(4) _cell_length_b 19.1168(6) _cell_length_c 28.6754(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6214.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9808 _cell_measurement_theta_min 2.88 _cell_measurement_theta_max 28.73 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.738 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3200 _exptl_absorpt_coefficient_mu 2.512 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5734 _exptl_absorpt_correction_T_max 0.7459 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 104197 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.88 _reflns_number_total 7402 _reflns_number_gt 5615 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0209P)^2^+7.7415P] 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 7402 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.003 _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 0.59592(3) 0.603642(19) 0.625307(12) 0.02832(8) Uani 1 1 d . . . N1 N 0.7286(2) 0.52489(12) 0.62799(8) 0.0364(5) Uani 1 1 d . . . C1 C 0.6428(3) 0.41877(16) 0.65847(13) 0.0538(8) Uani 1 1 d . . . H1A H 0.6550 0.3949 0.6290 0.065 Uiso 1 1 calc R . . H1B H 0.6470 0.3843 0.6832 0.065 Uiso 1 1 calc R . . O1 O 0.5547(2) 0.74016(13) 0.47809(7) 0.0588(6) Uani 1 1 d . . . H1C H 0.5928 0.7757 0.4834 0.088 Uiso 1 1 calc R . . I1 I 0.72863(2) 0.868540(12) 0.523760(8) 0.05698(7) Uani 1 1 d . . . O2 O 0.94757(18) 0.75953(11) 0.60768(7) 0.0487(5) Uani 1 1 d . . . H2A H 0.9749 0.7566 0.5813 0.073 Uiso 1 1 calc R . . N2 N 0.68967(19) 0.61036(12) 0.55457(7) 0.0327(5) Uani 1 1 d . . . C2 C 0.7394(3) 0.47278(16) 0.66539(12) 0.0468(7) Uani 1 1 d . . . H2B H 0.7309 0.4951 0.6956 0.056 Uiso 1 1 calc R . . H2C H 0.8162 0.4505 0.6641 0.056 Uiso 1 1 calc R . . I2 I 0.40057(2) 0.994957(13) 0.659587(9) 0.06199(8) Uani 1 1 d . . . N3 N 0.53078(19) 0.58803(11) 0.69545(8) 0.0344(5) Uani 1 1 d . . . C3 C 0.8013(3) 0.52223(15) 0.59451(11) 0.0418(7) Uani 1 1 d . . . H3A H 0.8640 0.4909 0.5954 0.050 Uiso 1 1 calc R . . O3 O 0.5368(2) 0.83011(13) 0.68740(8) 0.0615(6) Uani 1 1 d . . . H3B H 0.5137 0.8704 0.6840 0.092 Uiso 1 1 calc R . . N4 N 0.72263(18) 0.66770(11) 0.67177(7) 0.0279(4) Uani 1 1 d . . . C4 C 0.7861(3) 0.56856(15) 0.55452(10) 0.0405(7) Uani 1 1 d . . . N5 N 0.45473(19) 0.55129(11) 0.59257(8) 0.0346(5) Uani 1 1 d . . . C5 C 0.8682(3) 0.56888(19) 0.51888(13) 0.0626(10) Uani 1 1 d . . . H5A H 0.9339 0.5398 0.5201 0.075 Uiso 1 1 calc R . . N6 N 0.44279(18) 0.68769(11) 0.61998(7) 0.0302(5) Uani 1 1 d . . . C6 C 0.8511(4) 0.6129(2) 0.48174(14) 0.0761(12) Uani 1 1 d . . . H6A H 0.9060 0.6149 0.4577 0.091 Uiso 1 1 calc R . . N7 N 0.5265(2) 0.45112(13) 0.65860(9) 0.0486(6) Uani 1 1 d . . . C7 C 0.7520(3) 0.6537(2) 0.48056(11) 0.0618(10) Uani 1 1 d . . . H7A H 0.7382 0.6828 0.4552 0.074 Uiso 1 1 calc R . . C8 C 0.6716(3) 0.65163(16) 0.51736(9) 0.0393(7) Uani 1 1 d . . . C9 C 0.5616(3) 0.69488(18) 0.51690(10) 0.0492(8) Uani 1 1 d . . . H9A H 0.4937 0.6640 0.5167 0.059 Uiso 1 1 calc R . . H9B H 0.5583 0.7225 0.5452 0.059 Uiso 1 1 calc R . . C10 C 0.4749(3) 0.46533(17) 0.70371(12) 0.0554(9) Uani 1 1 d . . . H10A H 0.5326 0.4555 0.7278 0.066 Uiso 1 1 calc R . . H10B H 0.4082 0.4344 0.7085 0.066 Uiso 1 1 calc R . . C11 C 0.4338(3) 0.54091(16) 0.70841(11) 0.0453(7) Uani 1 1 d . . . H11A H 0.3666 0.5490 0.6882 0.054 Uiso 1 1 calc R . . H11B H 0.4098 0.5500 0.7403 0.054 Uiso 1 1 calc R . . C12 C 0.5888(3) 0.61751(14) 0.72764(9) 0.0400(7) Uani 1 1 d . . . H12A H 0.5648 0.6120 0.7584 0.048 Uiso 1 1 calc R . . C13 C 0.6924(2) 0.66004(14) 0.71738(9) 0.0348(6) Uani 1 1 d . . . C14 C 0.7561(3) 0.68959(17) 0.75305(10) 0.0491(8) Uani 1 1 d . . . H14A H 0.7323 0.6836 0.7838 0.059 Uiso 1 1 calc R . . C15 C 0.8555(3) 0.72821(17) 0.74281(10) 0.0534(8) Uani 1 1 d . . . H15A H 0.8997 0.7487 0.7665 0.064 Uiso 1 1 calc R . . C16 C 0.8877(3) 0.73573(15) 0.69712(10) 0.0405(7) Uani 1 1 d . . . H16A H 0.9550 0.7610 0.6894 0.049 Uiso 1 1 calc R . . C17 C 0.8195(2) 0.70539(14) 0.66223(9) 0.0311(5) Uani 1 1 d . . . C18 C 0.8515(3) 0.71457(17) 0.61186(9) 0.0416(7) Uani 1 1 d . . . H18A H 0.8710 0.6695 0.5983 0.050 Uiso 1 1 calc R . . H18B H 0.7847 0.7336 0.5950 0.050 Uiso 1 1 calc R . . C19 C 0.4462(3) 0.43167(16) 0.62117(13) 0.0528(8) Uani 1 1 d . . . H19A H 0.3656 0.4357 0.6322 0.063 Uiso 1 1 calc R . . H19B H 0.4599 0.3832 0.6127 0.063 Uiso 1 1 calc R . . C20 C 0.4623(3) 0.47759(15) 0.57841(11) 0.0467(7) Uani 1 1 d . . . H20A H 0.5384 0.4685 0.5642 0.056 Uiso 1 1 calc R . . H20B H 0.4014 0.4672 0.5556 0.056 Uiso 1 1 calc R . . C21 C 0.3558(2) 0.58185(14) 0.59054(9) 0.0360(6) Uani 1 1 d . . . H21A H 0.2911 0.5587 0.5779 0.043 Uiso 1 1 calc R . . C22 C 0.3425(2) 0.65345(14) 0.60795(9) 0.0320(6) Uani 1 1 d . . . C23 C 0.2318(2) 0.68257(15) 0.61169(9) 0.0378(6) Uani 1 1 d . . . H23A H 0.1652 0.6572 0.6032 0.045 Uiso 1 1 calc R . . C24 C 0.2215(2) 0.75003(16) 0.62817(10) 0.0410(7) Uani 1 1 d . . . H24A H 0.1477 0.7704 0.6320 0.049 Uiso 1 1 calc R . . C25 C 0.3220(2) 0.78632(15) 0.63869(10) 0.0387(6) Uani 1 1 d . . . H25A H 0.3169 0.8323 0.6490 0.046 Uiso 1 1 calc R . . C26 C 0.4319(2) 0.75454(14) 0.63396(9) 0.0326(6) Uani 1 1 d . . . C27 C 0.5413(3) 0.79663(15) 0.64367(11) 0.0412(7) Uani 1 1 d . . . H27A H 0.6094 0.7660 0.6427 0.049 Uiso 1 1 calc R . . H27B H 0.5508 0.8316 0.6194 0.049 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 0.02525(18) 0.02951(19) 0.03018(18) -0.00202(15) 0.00074(14) -0.00050(15) N1 0.0328(12) 0.0296(12) 0.0468(13) 0.0005(10) -0.0019(10) 0.0011(10) C1 0.0545(19) 0.0301(16) 0.077(2) 0.0097(15) 0.0001(17) 0.0063(14) O1 0.0665(15) 0.0697(15) 0.0402(11) 0.0196(11) -0.0194(11) -0.0194(13) I1 0.06749(15) 0.05392(14) 0.04952(12) -0.00956(10) 0.00293(11) -0.00742(11) O2 0.0427(11) 0.0642(14) 0.0392(11) -0.0049(10) 0.0033(9) -0.0249(11) N2 0.0308(11) 0.0358(12) 0.0316(11) -0.0080(9) 0.0007(9) -0.0080(10) C2 0.0401(16) 0.0369(16) 0.0634(19) 0.0098(14) -0.0038(15) 0.0091(13) I2 0.04621(13) 0.06023(15) 0.07955(17) -0.01430(12) -0.00686(11) 0.00948(11) N3 0.0334(12) 0.0322(12) 0.0375(12) 0.0046(10) 0.0079(10) -0.0002(10) C3 0.0330(15) 0.0330(15) 0.0595(19) -0.0103(14) 0.0012(13) 0.0039(12) O3 0.0676(16) 0.0642(15) 0.0528(14) -0.0035(12) -0.0090(12) -0.0189(13) N4 0.0303(11) 0.0265(11) 0.0268(10) -0.0005(8) -0.0021(8) 0.0021(9) C4 0.0403(16) 0.0364(15) 0.0449(16) -0.0128(13) 0.0072(13) -0.0052(13) N5 0.0336(12) 0.0290(12) 0.0413(12) -0.0048(10) -0.0008(10) -0.0013(10) C5 0.058(2) 0.059(2) 0.071(2) -0.0097(19) 0.0314(18) 0.0073(17) N6 0.0292(11) 0.0306(11) 0.0309(11) 0.0043(9) 0.0023(9) 0.0004(9) C6 0.083(3) 0.081(3) 0.065(2) -0.005(2) 0.043(2) -0.002(2) N7 0.0445(15) 0.0389(14) 0.0623(17) 0.0025(12) 0.0060(13) 0.0012(12) C7 0.075(2) 0.070(2) 0.0400(17) 0.0036(16) 0.0179(17) -0.012(2) C8 0.0430(16) 0.0447(16) 0.0302(14) -0.0051(12) 0.0005(12) -0.0172(13) C9 0.0460(17) 0.064(2) 0.0372(16) 0.0130(14) -0.0036(13) -0.0077(16) C10 0.057(2) 0.0424(18) 0.066(2) 0.0153(16) 0.0118(17) -0.0104(16) C11 0.0385(16) 0.0463(17) 0.0511(17) 0.0067(14) 0.0141(13) -0.0087(14) C12 0.0509(17) 0.0391(16) 0.0300(13) 0.0054(12) 0.0094(13) 0.0011(13) C13 0.0444(16) 0.0325(14) 0.0274(13) 0.0006(11) -0.0006(11) 0.0030(12) C14 0.065(2) 0.0566(19) 0.0253(13) -0.0015(13) -0.0031(14) -0.0092(17) C15 0.066(2) 0.058(2) 0.0364(16) -0.0055(14) -0.0157(15) -0.0117(18) C16 0.0388(16) 0.0427(16) 0.0399(15) -0.0025(13) -0.0101(12) -0.0078(13) C17 0.0301(13) 0.0313(14) 0.0318(13) -0.0013(11) -0.0052(10) 0.0022(11) C18 0.0368(15) 0.0548(18) 0.0332(14) -0.0057(13) 0.0005(12) -0.0191(14) C19 0.0434(17) 0.0300(16) 0.085(2) -0.0044(16) 0.0002(17) -0.0068(14) C20 0.0437(17) 0.0342(16) 0.0623(19) -0.0167(14) -0.0038(15) -0.0038(13) C21 0.0317(14) 0.0387(16) 0.0377(14) 0.0013(12) -0.0059(11) -0.0067(12) C22 0.0304(14) 0.0356(14) 0.0300(13) 0.0044(11) -0.0007(10) 0.0002(11) C23 0.0285(14) 0.0449(16) 0.0398(14) 0.0072(12) -0.0045(11) -0.0001(12) C24 0.0293(14) 0.0491(18) 0.0448(16) 0.0059(13) 0.0014(12) 0.0107(13) C25 0.0396(16) 0.0349(15) 0.0416(15) 0.0048(12) 0.0018(12) 0.0114(13) C26 0.0352(14) 0.0330(14) 0.0296(13) 0.0057(11) -0.0002(10) 0.0023(11) C27 0.0371(15) 0.0294(14) 0.0571(18) 0.0013(13) 0.0024(13) 0.0025(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N5 2.108(2) . ? Fe1 N1 2.129(2) . ? Fe1 N3 2.163(2) . ? Fe1 N2 2.293(2) . ? Fe1 N4 2.311(2) . ? Fe1 N6 2.370(2) . ? N1 C3 1.266(4) . ? N1 C2 1.469(4) . ? C1 N7 1.457(4) . ? C1 C2 1.518(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? O1 C9 1.412(3) . ? O1 H1C 0.8200 . ? O2 C18 1.393(3) . ? O2 H2A 0.8200 . ? N2 C8 1.343(4) . ? N2 C4 1.355(4) . ? C2 H2B 0.9700 . ? C2 H2C 0.9700 . ? N3 C12 1.266(4) . ? N3 C11 1.469(3) . ? C3 C4 1.459(4) . ? C3 H3A 0.9300 . ? O3 C27 1.409(4) . ? O3 H3B 0.8200 . ? N4 C17 1.342(3) . ? N4 C13 1.360(3) . ? C4 C5 1.382(4) . ? N5 C21 1.266(3) . ? N5 C20 1.469(3) . ? C5 C6 1.371(5) . ? C5 H5A 0.9300 . ? N6 C26 1.345(3) . ? N6 C22 1.357(3) . ? C6 C7 1.368(6) . ? C6 H6A 0.9300 . ? N7 C10 1.446(4) . ? N7 C19 1.455(4) . ? C7 C8 1.395(4) . ? C7 H7A 0.9300 . ? C8 C9 1.497(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.524(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.459(4) . ? C12 H12A 0.9300 . ? C13 C14 1.373(4) . ? C14 C15 1.379(4) . ? C14 H14A 0.9300 . ? C15 C16 1.368(4) . ? C15 H15A 0.9300 . ? C16 C17 1.391(4) . ? C16 H16A 0.9300 . ? C17 C18 1.499(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.519(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.465(4) . ? C21 H21A 0.9300 . ? C22 C23 1.377(4) . ? C23 C24 1.378(4) . ? C23 H23A 0.9300 . ? C24 C25 1.368(4) . ? C24 H24A 0.9300 . ? C25 C26 1.393(4) . ? C25 H25A 0.9300 . ? C26 C27 1.505(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe1 N1 102.51(9) . . ? N5 Fe1 N3 95.13(9) . . ? N1 Fe1 N3 96.31(9) . . ? N5 Fe1 N2 89.12(8) . . ? N1 Fe1 N2 75.18(9) . . ? N3 Fe1 N2 171.17(8) . . ? N5 Fe1 N4 168.64(8) . . ? N1 Fe1 N4 85.11(8) . . ? N3 Fe1 N4 75.47(8) . . ? N2 Fe1 N4 101.08(7) . . ? N5 Fe1 N6 74.75(8) . . ? N1 Fe1 N6 177.23(8) . . ? N3 Fe1 N6 84.46(8) . . ? N2 Fe1 N6 104.15(8) . . ? N4 Fe1 N6 97.66(7) . . ? C3 N1 C2 118.2(2) . . ? C3 N1 Fe1 117.4(2) . . ? C2 N1 Fe1 124.39(18) . . ? N7 C1 C2 111.3(2) . . ? N7 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N7 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? C9 O1 H1C 109.5 . . ? C18 O2 H2A 109.5 . . ? C8 N2 C4 117.9(2) . . ? C8 N2 Fe1 131.70(19) . . ? C4 N2 Fe1 110.01(18) . . ? N1 C2 C1 107.8(2) . . ? N1 C2 H2B 110.1 . . ? C1 C2 H2B 110.1 . . ? N1 C2 H2C 110.1 . . ? C1 C2 H2C 110.1 . . ? H2B C2 H2C 108.5 . . ? C12 N3 C11 118.5(2) . . ? C12 N3 Fe1 116.06(18) . . ? C11 N3 Fe1 125.12(19) . . ? N1 C3 C4 119.7(3) . . ? N1 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C27 O3 H3B 109.5 . . ? C17 N4 C13 117.4(2) . . ? C17 N4 Fe1 132.52(16) . . ? C13 N4 Fe1 109.94(17) . . ? N2 C4 C5 122.8(3) . . ? N2 C4 C3 116.9(2) . . ? C5 C4 C3 120.3(3) . . ? C21 N5 C20 118.8(2) . . ? C21 N5 Fe1 118.30(18) . . ? C20 N5 Fe1 122.30(18) . . ? C6 C5 C4 118.8(3) . . ? C6 C5 H5A 120.6 . . ? C4 C5 H5A 120.6 . . ? C26 N6 C22 117.2(2) . . ? C26 N6 Fe1 133.81(18) . . ? C22 N6 Fe1 107.66(16) . . ? C7 C6 C5 119.1(3) . . ? C7 C6 H6A 120.5 . . ? C5 C6 H6A 120.5 . . ? C10 N7 C19 117.1(3) . . ? C10 N7 C1 116.6(3) . . ? C19 N7 C1 117.1(3) . . ? C6 C7 C8 120.1(3) . . ? C6 C7 H7A 120.0 . . ? C8 C7 H7A 120.0 . . ? N2 C8 C7 121.2(3) . . ? N2 C8 C9 117.3(2) . . ? C7 C8 C9 121.5(3) . . ? O1 C9 C8 113.1(3) . . ? O1 C9 H9A 109.0 . . ? C8 C9 H9A 109.0 . . ? O1 C9 H9B 109.0 . . ? C8 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? N7 C10 C11 112.4(3) . . ? N7 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? N7 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.9 . . ? N3 C11 C10 109.3(2) . . ? N3 C11 H11A 109.8 . . ? C10 C11 H11A 109.8 . . ? N3 C11 H11B 109.8 . . ? C10 C11 H11B 109.8 . . ? H11A C11 H11B 108.3 . . ? N3 C12 C13 121.3(2) . . ? N3 C12 H12A 119.4 . . ? C13 C12 H12A 119.4 . . ? N4 C13 C14 122.7(3) . . ? N4 C13 C12 117.2(2) . . ? C14 C13 C12 120.1(3) . . ? C13 C14 C15 119.4(3) . . ? C13 C14 H14A 120.3 . . ? C15 C14 H14A 120.3 . . ? C16 C15 C14 118.6(3) . . ? C16 C15 H15A 120.7 . . ? C14 C15 H15A 120.7 . . ? C15 C16 C17 119.8(3) . . ? C15 C16 H16A 120.1 . . ? C17 C16 H16A 120.1 . . ? N4 C17 C16 122.1(2) . . ? N4 C17 C18 117.2(2) . . ? C16 C17 C18 120.6(2) . . ? O2 C18 C17 110.1(2) . . ? O2 C18 H18A 109.6 . . ? C17 C18 H18A 109.6 . . ? O2 C18 H18B 109.6 . . ? C17 C18 H18B 109.6 . . ? H18A C18 H18B 108.1 . . ? N7 C19 C20 111.9(2) . . ? N7 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? N7 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? N5 C20 C19 108.9(2) . . ? N5 C20 H20A 109.9 . . ? C19 C20 H20A 109.9 . . ? N5 C20 H20B 109.9 . . ? C19 C20 H20B 109.9 . . ? H20A C20 H20B 108.3 . . ? N5 C21 C22 120.5(2) . . ? N5 C21 H21A 119.8 . . ? C22 C21 H21A 119.8 . . ? N6 C22 C23 123.3(2) . . ? N6 C22 C21 116.8(2) . . ? C23 C22 C21 119.9(2) . . ? C22 C23 C24 118.8(3) . . ? C22 C23 H23A 120.6 . . ? C24 C23 H23A 120.6 . . ? C25 C24 C23 118.6(3) . . ? C25 C24 H24A 120.7 . . ? C23 C24 H24A 120.7 . . ? C24 C25 C26 120.2(3) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? N6 C26 C25 121.7(3) . . ? N6 C26 C27 119.2(2) . . ? C25 C26 C27 119.1(2) . . ? O3 C27 C26 112.2(2) . . ? O3 C27 H27A 109.2 . . ? C26 C27 H27A 109.2 . . ? O3 C27 H27B 109.2 . . ? C26 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.862 _refine_diff_density_min -0.924 _refine_diff_density_rms 0.068 data_msn168 _database_code_depnum_ccdc_archive 'CCDC 866021' #TrackingRef '- msn168_866021.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28.50 H38 Br2 Fe N7 O4' _chemical_formula_weight 758.33 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.0980(2) _cell_length_b 14.0077(3) _cell_length_c 22.0804(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.7740(10) _cell_angle_gamma 90.00 _cell_volume 3112.43(11) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9994 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 34.57 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 3.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3984 _exptl_absorpt_correction_T_max 0.4607 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40279 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0255 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 30.51 _reflns_number_total 9462 _reflns_number_gt 7792 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure contains several disordered components, including disordered solvent, bromide, and 6-methanol. The occupancy of the solvent has been fixed to 50% methanol and 50% ethanol, while free refinement with different free variables produced 52% methanol, 45% ethanol, and 3% void of solvent. The solvent molecules have been refined isotropically due to the high level of disorder. The additional unmodeled disorder is responsible for the large differences in Ueq values and subsequent checkcif errors. ; _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^)+(0.0315P)^2^+3.7710P] 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 9462 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0833 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.002 _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 Fe1A Fe 0.31214(2) 0.43582(2) 0.330167(12) 0.01537(6) Uani 1 1 d . . . N7 N 0.28313(16) 0.26095(13) 0.42421(8) 0.0207(3) Uani 1 1 d . . . C1 C 0.39560(19) 0.28007(15) 0.46791(9) 0.0218(4) Uani 1 1 d . . . H1A H 0.4708 0.2384 0.4591 0.026 Uiso 1 1 calc R . . H1B H 0.3710 0.2646 0.5093 0.026 Uiso 1 1 calc R . . C2 C 0.43921(19) 0.38456(15) 0.46587(9) 0.0195(4) Uani 1 1 d . . . H2A H 0.3691 0.4264 0.4801 0.023 Uiso 1 1 calc R . . H2B H 0.5215 0.3942 0.4928 0.023 Uiso 1 1 calc R . . N1 N 0.46294(15) 0.40859(12) 0.40292(7) 0.0170(3) Uani 1 1 d . . . C3 C 0.58165(18) 0.40328(14) 0.38774(9) 0.0184(4) Uani 1 1 d . . . H3A H 0.6528 0.3924 0.4179 0.022 Uiso 1 1 calc R . . C4 C 0.60907(18) 0.41382(13) 0.32390(9) 0.0172(3) Uani 1 1 d . . . N2 N 0.50598(15) 0.44027(11) 0.28392(7) 0.0164(3) Uani 1 1 d . . . C5 C 0.73529(19) 0.39525(15) 0.30680(10) 0.0231(4) Uani 1 1 d . . . H5A H 0.8046 0.3770 0.3362 0.028 Uiso 1 1 calc R . . C6 C 0.7590(2) 0.40362(16) 0.24643(11) 0.0254(4) Uani 1 1 d . . . H6A H 0.8438 0.3889 0.2333 0.030 Uiso 1 1 calc R . . C7 C 0.6565(2) 0.43401(15) 0.20531(9) 0.0214(4) Uani 1 1 d . . . H7A H 0.6712 0.4428 0.1637 0.026 Uiso 1 1 calc R . . C8 C 0.53144(18) 0.45153(13) 0.22550(9) 0.0172(3) Uani 1 1 d . A . C9 C 0.4189(2) 0.48407(16) 0.18155(9) 0.0231(4) Uani 1 1 d . . . H9A H 0.3550 0.4311 0.1737 0.028 Uiso 0.688(5) 1 calc PR A 1 H9B H 0.3717 0.5376 0.1996 0.028 Uiso 0.688(5) 1 calc PR A 1 H9C H 0.4510 0.4989 0.1414 0.028 Uiso 0.312(5) 1 d PR A 2 H9D H 0.3492 0.4344 0.1762 0.028 Uiso 0.312(5) 1 d PR A 2 O1A O 0.4659(2) 0.5138(2) 0.12653(11) 0.0337(7) Uani 0.688(5) 1 d P A 1 H1C H 0.4016 0.5313 0.1025 0.051 Uiso 0.688(5) 1 calc PR A 1 O1B O 0.3671(5) 0.5710(3) 0.2095(2) 0.0232(13) Uani 0.312(5) 1 d P A 2 H1D H 0.3034 0.5930 0.1869 0.035 Uiso 0.312(5) 1 calc PR A 2 C19 C 0.15153(19) 0.28166(17) 0.44293(9) 0.0238(4) Uani 1 1 d . . . H19A H 0.1600 0.3137 0.4830 0.029 Uiso 1 1 calc R . . H19B H 0.1026 0.2211 0.4472 0.029 Uiso 1 1 calc R . . C20 C 0.07280(19) 0.34584(16) 0.39676(9) 0.0225(4) Uani 1 1 d . . . H20A H 0.0541 0.3111 0.3580 0.027 Uiso 1 1 calc R . . H20B H -0.0130 0.3636 0.4123 0.027 Uiso 1 1 calc R . . N5 N 0.15024(15) 0.43203(13) 0.38663(7) 0.0192(3) Uani 1 1 d . . . C21 C 0.12519(19) 0.50666(16) 0.41639(9) 0.0222(4) Uani 1 1 d . . . H21A H 0.0538 0.5063 0.4418 0.027 Uiso 1 1 calc R . . C22 C 0.20520(19) 0.59327(15) 0.41196(9) 0.0205(4) Uani 1 1 d . . . N6 N 0.30317(15) 0.59063(12) 0.37316(7) 0.0177(3) Uani 1 1 d . . . C23 C 0.1809(2) 0.67197(16) 0.44750(10) 0.0255(4) Uani 1 1 d . . . H23A H 0.1106 0.6710 0.4736 0.031 Uiso 1 1 calc R . . C24 C 0.2606(2) 0.75222(16) 0.44444(9) 0.0250(4) Uani 1 1 d . . . H24A H 0.2461 0.8072 0.4682 0.030 Uiso 1 1 calc R . . C25 C 0.3615(2) 0.75011(15) 0.40606(9) 0.0215(4) Uani 1 1 d . . . H25A H 0.4186 0.8036 0.4036 0.026 Uiso 1 1 calc R . . C26 C 0.37967(19) 0.66900(14) 0.37073(9) 0.0189(4) Uani 1 1 d . . . C27 C 0.4865(2) 0.66869(16) 0.32684(11) 0.0275(4) Uani 1 1 d . . . H27A H 0.5291 0.6050 0.3273 0.033 Uiso 1 1 calc R . . H27B H 0.4454 0.6804 0.2852 0.033 Uiso 1 1 calc R . . O3 O 0.58425(16) 0.73885(12) 0.34155(8) 0.0327(4) Uani 1 1 d . . . H3B H 0.6488 0.7140 0.3623 0.049 Uiso 1 1 calc R . . C10 C 0.2951(2) 0.18073(15) 0.38342(10) 0.0240(4) Uani 1 1 d . . . H10A H 0.2053 0.1570 0.3695 0.029 Uiso 1 1 calc R . . H10B H 0.3438 0.1283 0.4056 0.029 Uiso 1 1 calc R . . C11 C 0.36824(19) 0.20875(15) 0.32827(9) 0.0212(4) Uani 1 1 d . . . H11A H 0.4612 0.2263 0.3413 0.025 Uiso 1 1 calc R . . H11B H 0.3695 0.1543 0.2998 0.025 Uiso 1 1 calc R . . N3 N 0.29938(15) 0.29003(12) 0.29815(7) 0.0177(3) Uani 1 1 d . . . C12 C 0.22347(18) 0.27293(14) 0.25055(9) 0.0179(3) Uani 1 1 d . . . H12A H 0.2160 0.2099 0.2348 0.022 Uiso 1 1 calc R . . C13 C 0.14736(18) 0.35103(14) 0.21994(8) 0.0173(3) Uani 1 1 d . . . N4 N 0.15708(15) 0.43780(12) 0.24688(7) 0.0165(3) Uani 1 1 d . . . C14 C 0.0736(2) 0.33357(15) 0.16503(9) 0.0221(4) Uani 1 1 d . . . H14A H 0.0689 0.2713 0.1479 0.027 Uiso 1 1 calc R . . C15 C 0.0071(2) 0.40932(16) 0.13594(10) 0.0244(4) Uani 1 1 d . . . H15A H -0.0420 0.4005 0.0978 0.029 Uiso 1 1 calc R . . C16 C 0.01359(19) 0.49797(16) 0.16339(9) 0.0217(4) Uani 1 1 d . . . H16A H -0.0325 0.5505 0.1444 0.026 Uiso 1 1 calc R . . C17 C 0.08796(18) 0.51047(15) 0.21916(9) 0.0182(4) Uani 1 1 d . . . C18 C 0.0946(2) 0.60547(15) 0.25088(9) 0.0248(4) Uani 1 1 d . . . H18A H 0.0463 0.6010 0.2880 0.030 Uiso 1 1 calc R . . H18B H 0.1887 0.6203 0.2637 0.030 Uiso 1 1 calc R . . O2 O 0.03991(16) 0.68123(11) 0.21427(7) 0.0273(3) Uani 1 1 d . . . H2C H 0.0928 0.6961 0.1884 0.041 Uiso 1 1 calc R . . Br2 Br 0.80756(2) 0.596822(17) 0.402014(12) 0.03167(6) Uani 1 1 d . . . O4A O 0.0944(4) 0.5448(3) 0.0120(2) 0.0492(10) Uiso 0.50 1 d P B 1 H4A H 0.1353 0.5965 0.0084 0.074 Uiso 0.50 1 calc PR B 1 C28A C 0.1781(10) 0.4719(8) 0.0073(5) 0.086(3) Uiso 0.50 1 d P B 1 H28A H 0.2475 0.4902 -0.0190 0.128 Uiso 0.50 1 calc PR B 1 H28B H 0.1292 0.4167 -0.0104 0.128 Uiso 0.50 1 calc PR B 1 H28C H 0.2189 0.4551 0.0477 0.128 Uiso 0.50 1 calc PR B 1 O4B O 0.1708(5) 0.4887(3) -0.0302(2) 0.0541(11) Uiso 0.50 1 d P C 2 H4B H 0.0907 0.4784 -0.0248 0.081 Uiso 0.50 1 calc PR C 2 C28B C 0.2511(6) 0.4539(4) 0.0190(3) 0.0391(11) Uiso 0.50 1 d P C 2 H28D H 0.2520 0.3832 0.0191 0.047 Uiso 0.50 1 calc PR C 2 H28E H 0.2199 0.4766 0.0578 0.047 Uiso 0.50 1 calc PR C 2 C28C C 0.3953(12) 0.4954(10) 0.0095(6) 0.119(4) Uiso 0.50 1 d P C 2 H28F H 0.4589 0.4727 0.0423 0.179 Uiso 0.50 1 calc PR C 2 H28G H 0.3924 0.5653 0.0101 0.179 Uiso 0.50 1 calc PR C 2 H28H H 0.4231 0.4735 -0.0296 0.179 Uiso 0.50 1 calc PR C 2 Br1A Br 0.2544(5) 0.6833(3) 0.10722(13) 0.0238(4) Uani 0.47(2) 1 d P D 1 Br1B Br 0.2212(8) 0.68809(17) 0.10126(19) 0.0282(6) Uani 0.53(2) 1 d P D 2 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 Fe1A 0.01302(11) 0.01815(13) 0.01471(12) -0.00064(10) -0.00014(9) 0.00192(9) N7 0.0188(7) 0.0235(9) 0.0193(8) 0.0006(6) -0.0018(6) -0.0025(6) C1 0.0211(8) 0.0240(10) 0.0194(9) 0.0064(7) -0.0034(7) -0.0015(7) C2 0.0189(8) 0.0240(10) 0.0150(8) 0.0024(7) -0.0013(7) -0.0017(7) N1 0.0171(7) 0.0170(8) 0.0166(7) 0.0012(6) -0.0010(6) -0.0008(6) C3 0.0159(8) 0.0174(9) 0.0212(9) 0.0032(7) -0.0020(7) -0.0001(7) C4 0.0160(8) 0.0135(8) 0.0220(9) 0.0024(7) 0.0008(7) -0.0002(6) N2 0.0161(7) 0.0144(7) 0.0188(8) 0.0005(6) 0.0008(6) 0.0002(6) C5 0.0155(8) 0.0231(10) 0.0309(11) 0.0044(8) 0.0025(7) 0.0006(7) C6 0.0182(8) 0.0252(11) 0.0339(12) 0.0026(9) 0.0087(8) 0.0008(8) C7 0.0221(9) 0.0208(10) 0.0222(9) -0.0008(7) 0.0069(7) -0.0019(7) C8 0.0194(8) 0.0125(8) 0.0198(9) -0.0004(7) 0.0028(7) -0.0027(6) C9 0.0211(9) 0.0300(11) 0.0184(9) 0.0052(8) 0.0026(7) -0.0008(8) O1A 0.0253(11) 0.0523(17) 0.0237(12) 0.0163(11) 0.0031(9) -0.0026(10) O1B 0.023(2) 0.025(3) 0.021(2) 0.0009(18) -0.0029(17) 0.0019(18) C19 0.0203(9) 0.0301(11) 0.0211(10) 0.0047(8) 0.0015(7) -0.0069(8) C20 0.0158(8) 0.0296(11) 0.0220(10) 0.0016(8) 0.0005(7) -0.0044(7) N5 0.0143(7) 0.0261(9) 0.0169(7) 0.0020(6) -0.0008(6) 0.0006(6) C21 0.0166(8) 0.0317(11) 0.0186(9) 0.0002(8) 0.0023(7) 0.0024(7) C22 0.0179(8) 0.0260(10) 0.0173(9) -0.0010(7) 0.0006(7) 0.0043(7) N6 0.0167(7) 0.0219(8) 0.0142(7) 0.0012(6) -0.0009(6) 0.0039(6) C23 0.0257(9) 0.0313(12) 0.0200(10) -0.0044(8) 0.0049(7) 0.0054(8) C24 0.0298(10) 0.0261(11) 0.0187(9) -0.0039(8) -0.0011(8) 0.0066(8) C25 0.0244(9) 0.0198(9) 0.0195(9) 0.0010(7) -0.0030(7) 0.0042(7) C26 0.0193(8) 0.0205(10) 0.0166(9) 0.0027(7) -0.0007(7) 0.0046(7) C27 0.0269(10) 0.0253(11) 0.0318(11) -0.0014(9) 0.0120(8) -0.0006(8) O3 0.0284(8) 0.0211(8) 0.0500(11) 0.0029(7) 0.0115(7) -0.0024(6) C10 0.0275(10) 0.0185(10) 0.0250(10) 0.0033(8) -0.0025(8) -0.0026(8) C11 0.0220(9) 0.0174(9) 0.0236(10) 0.0010(7) -0.0012(7) 0.0030(7) N3 0.0172(7) 0.0176(8) 0.0183(8) 0.0016(6) 0.0016(6) 0.0013(6) C12 0.0187(8) 0.0173(9) 0.0183(9) -0.0001(7) 0.0038(7) -0.0012(7) C13 0.0160(7) 0.0196(9) 0.0164(8) -0.0003(7) 0.0020(6) -0.0026(7) N4 0.0149(6) 0.0197(8) 0.0151(7) 0.0020(6) 0.0023(5) 0.0002(6) C14 0.0229(9) 0.0242(10) 0.0188(9) -0.0010(7) -0.0002(7) -0.0041(8) C15 0.0225(9) 0.0306(11) 0.0191(9) 0.0009(8) -0.0044(7) -0.0031(8) C16 0.0193(8) 0.0271(10) 0.0181(9) 0.0039(8) -0.0018(7) 0.0020(7) C17 0.0160(8) 0.0227(10) 0.0161(9) 0.0030(7) 0.0019(6) 0.0008(7) C18 0.0338(10) 0.0212(10) 0.0184(9) 0.0023(7) -0.0044(8) 0.0082(8) O2 0.0352(8) 0.0238(8) 0.0226(7) 0.0046(6) 0.0000(6) 0.0111(6) Br2 0.02574(10) 0.02919(12) 0.03950(13) -0.00690(9) -0.00067(9) -0.00161(9) Br1A 0.0286(8) 0.0180(6) 0.0244(4) 0.0020(3) -0.0003(5) -0.0033(5) Br1B 0.0449(15) 0.0188(3) 0.0220(6) 0.0037(3) 0.0096(7) 0.0064(6) _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 Fe1A N5 2.1376(16) . ? Fe1A N1 2.1535(16) . ? Fe1A N3 2.1614(17) . ? Fe1A N2 2.2827(16) . ? Fe1A N4 2.3141(16) . ? Fe1A N6 2.3720(17) . ? N7 C10 1.451(3) . ? N7 C1 1.453(2) . ? N7 C19 1.453(3) . ? C1 C2 1.530(3) . ? C2 N1 1.469(2) . ? N1 C3 1.274(2) . ? C3 C4 1.466(3) . ? C4 N2 1.359(2) . ? C4 C5 1.384(3) . ? N2 C8 1.345(2) . ? C5 C6 1.379(3) . ? C6 C7 1.386(3) . ? C7 C8 1.395(3) . ? C8 C9 1.502(3) . ? C9 O1A 1.404(3) . ? C9 O1B 1.480(5) . ? C19 C20 1.531(3) . ? C20 N5 1.466(3) . ? N5 C21 1.271(3) . ? C21 C22 1.466(3) . ? C22 N6 1.362(2) . ? C22 C23 1.387(3) . ? N6 C26 1.346(3) . ? C23 C24 1.388(3) . ? C24 C25 1.378(3) . ? C25 C26 1.399(3) . ? C26 C27 1.509(3) . ? C27 O3 1.412(3) . ? C10 C11 1.527(3) . ? C11 N3 1.465(2) . ? N3 C12 1.271(2) . ? C12 C13 1.469(3) . ? C13 N4 1.353(3) . ? C13 C14 1.391(3) . ? N4 C17 1.352(2) . ? C14 C15 1.385(3) . ? C15 C16 1.381(3) . ? C16 C17 1.399(3) . ? C17 C18 1.503(3) . ? C18 O2 1.418(2) . ? O4A C28A 1.335(11) . ? O4B C28B 1.390(7) . ? C28B C28C 1.597(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe1A N1 95.06(6) . . ? N5 Fe1A N3 98.03(6) . . ? N1 Fe1A N3 95.50(6) . . ? N5 Fe1A N2 170.94(6) . . ? N1 Fe1A N2 76.06(6) . . ? N3 Fe1A N2 84.81(6) . . ? N5 Fe1A N4 87.94(6) . . ? N1 Fe1A N4 169.93(6) . . ? N3 Fe1A N4 74.54(6) . . ? N2 Fe1A N4 101.12(6) . . ? N5 Fe1A N6 74.50(6) . . ? N1 Fe1A N6 84.93(6) . . ? N3 Fe1A N6 172.52(6) . . ? N2 Fe1A N6 102.52(6) . . ? N4 Fe1A N6 105.14(6) . . ? C10 N7 C1 117.01(17) . . ? C10 N7 C19 117.14(17) . . ? C1 N7 C19 117.20(17) . . ? N7 C1 C2 111.58(16) . . ? N1 C2 C1 108.49(16) . . ? C3 N1 C2 117.84(16) . . ? C3 N1 Fe1A 115.88(13) . . ? C2 N1 Fe1A 125.84(12) . . ? N1 C3 C4 120.29(17) . . ? N2 C4 C5 123.17(18) . . ? N2 C4 C3 117.14(16) . . ? C5 C4 C3 119.68(17) . . ? C8 N2 C4 117.23(16) . . ? C8 N2 Fe1A 132.18(13) . . ? C4 N2 Fe1A 109.93(12) . . ? C6 C5 C4 119.05(19) . . ? C5 C6 C7 118.65(18) . . ? C6 C7 C8 119.41(19) . . ? N2 C8 C7 122.40(18) . . ? N2 C8 C9 117.41(16) . . ? C7 C8 C9 120.19(18) . . ? O1A C9 O1B 105.9(3) . . ? O1A C9 C8 110.92(18) . . ? O1B C9 C8 104.8(2) . . ? N7 C19 C20 111.36(16) . . ? N5 C20 C19 109.34(15) . . ? C21 N5 C20 117.83(17) . . ? C21 N5 Fe1A 118.41(14) . . ? C20 N5 Fe1A 123.58(13) . . ? N5 C21 C22 120.78(18) . . ? N6 C22 C23 123.34(19) . . ? N6 C22 C21 116.93(18) . . ? C23 C22 C21 119.71(18) . . ? C26 N6 C22 116.89(17) . . ? C26 N6 Fe1A 133.52(13) . . ? C22 N6 Fe1A 109.30(13) . . ? C22 C23 C24 119.03(19) . . ? C25 C24 C23 118.3(2) . . ? C24 C25 C26 119.9(2) . . ? N6 C26 C25 122.54(18) . . ? N6 C26 C27 117.81(18) . . ? C25 C26 C27 119.63(19) . . ? O3 C27 C26 111.96(18) . . ? N7 C10 C11 111.50(17) . . ? N3 C11 C10 108.60(16) . . ? C12 N3 C11 117.37(17) . . ? C12 N3 Fe1A 117.65(14) . . ? C11 N3 Fe1A 124.95(13) . . ? N3 C12 C13 119.77(18) . . ? N4 C13 C14 123.72(18) . . ? N4 C13 C12 116.78(16) . . ? C14 C13 C12 119.47(18) . . ? C17 N4 C13 117.49(16) . . ? C17 N4 Fe1A 131.19(13) . . ? C13 N4 Fe1A 110.99(12) . . ? C15 C14 C13 118.3(2) . . ? C16 C15 C14 118.83(19) . . ? C15 C16 C17 120.08(19) . . ? N4 C17 C16 121.56(19) . . ? N4 C17 C18 117.03(16) . . ? C16 C17 C18 121.41(18) . . ? O2 C18 C17 113.38(17) . . ? O4B C28B C28C 104.4(6) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.899 _refine_diff_density_min -0.631 _refine_diff_density_rms 0.076 # Attachment '- msn298_866022.cif' data_msn298 _database_code_depnum_ccdc_archive 'CCDC 866022' #TrackingRef '- msn298_866022.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H33 F6 Fe N7 O9 S2' _chemical_formula_weight 857.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3855(4) _cell_length_b 20.1767(8) _cell_length_c 17.4647(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.0460(10) _cell_angle_gamma 90.00 _cell_volume 3654.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9932 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 27.27 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.618 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6752 _exptl_absorpt_correction_T_max 0.7451 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; Crystal was encased in epoxy for data collection. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42446 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0181 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 24.42 _reflns_number_total 6008 _reflns_number_gt 5043 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Sadi restraints were applied to the disordered triflate to restrain the bond lengths (sadi c29 f4a c29 f4b c29 f5a c29 f5b c29 f6a c29 f6b s2 o7a s2 o7b s2 o8a s2 o8b s2 o9a s2 o9b) as they were not consistant for all the atoms. The bond lengths for disordered components (C-OH) were restrained using dfix to achieve more appropriate bond lengths for these atoms. The thermal parameters for the carbon atoms are not symmetric, indicating that there is some disorder/movement of these atoms. Attempts were made to model this disorder and attempting to model the atoms anisotropically, the carbon atoms became NPD and the disorder was removed. The potential disorder of the carbon atoms that was not modeled could produce the falsely short C-O bond lengths that are observed without the use of restraints. The occupancies of the disordered oxygen atom O3 were fixed and refined isotropically due to the high level of disorder seen. Additionally, the disordered oxygen O2 was allowed to refine to the appropiate occupancies using the part command and refined isotropically. The structure contains a large amount of disorder, especially the triflate anions. To avoid making several parts to account for all the disorder of the triflate anions, the atoms were refined anisotropically to account for all the residual electron density. Attempts were made to refine the atoms isotropically, but significatly decreased the residuals. The second triflate (S2) was not parted as attempts to part the CF3 groups caused the refinement to become unstable. In response to the C level alert, the diffraction quality of the crystal was low, and all the data collected were used for the solution. The low Ueq values for several atoms are due to additional disorder that was not modeled, resulting in the checkcif errors. ; _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^)+(0.0663P)^2^+3.5498P] 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 6008 _refine_ls_number_parameters 549 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1335 _refine_ls_wR_factor_gt 0.1251 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.22836(4) 0.07134(2) 0.26443(2) 0.04241(15) Uani 1 1 d . A . N1 N 0.1562(3) 0.16968(13) 0.24187(15) 0.0522(6) Uani 1 1 d . . . O1 O 0.6198(3) 0.04981(18) 0.4439(2) 0.0983(10) Uani 1 1 d . . . H1A H 0.6584 0.0163 0.4316 0.147 Uiso 1 1 calc R . . C1 C -0.0770(4) 0.16938(19) 0.2434(2) 0.0680(10) Uani 1 1 d . . . H1B H -0.0772 0.1993 0.2868 0.082 Uiso 1 1 calc R . . H1C H -0.1562 0.1763 0.2125 0.082 Uiso 1 1 calc R . . N2 N 0.3667(2) 0.13955(13) 0.33577(14) 0.0495(6) Uani 1 1 d . . . C2 C 0.0371(3) 0.18505(18) 0.1961(2) 0.0624(9) Uani 1 1 d . . . H2A H 0.0328 0.1588 0.1495 0.075 Uiso 1 1 calc R . . H2B H 0.0360 0.2315 0.1819 0.075 Uiso 1 1 calc R . . N5 N 0.0931(2) 0.02026(12) 0.18850(14) 0.0414(5) Uani 1 1 d . . . C3 C 0.2186(4) 0.21695(18) 0.2741(2) 0.0614(9) Uani 1 1 d . . . H3A H 0.1912 0.2604 0.2658 0.074 Uiso 1 1 calc R . . O2A O 0.5556(4) -0.0923(2) 0.1932(2) 0.0684(16) Uiso 0.618(8) 1 d P A 1 H2C H 0.6053 -0.0861 0.2306 0.103 Uiso 0.618(8) 1 calc PR A 1 O2B O 0.5389(8) -0.0302(4) 0.2214(5) 0.084(3) Uiso 0.382(8) 1 d PD A 2 H2D H 0.5867 -0.0544 0.2478 0.126 Uiso 0.382(8) 1 calc PR A 2 C18 C 0.4397(4) -0.0595(2) 0.2039(2) 0.0701(11) Uani 1 1 d D . . H18A H 0.3861 -0.0639 0.1570 0.084 Uiso 0.618(8) 1 calc PR A 1 H18B H 0.4588 -0.0128 0.2106 0.084 Uiso 0.618(8) 1 calc PR A 1 H18C H 0.4592 -0.0990 0.1730 0.084 Uiso 0.382(8) 1 d PR A 2 H18D H 0.3864 -0.0294 0.1706 0.084 Uiso 0.382(8) 1 d PR A 2 N6 N 0.3143(2) 0.07771(13) 0.14226(15) 0.0479(6) Uani 1 1 d . . . C4 C 0.3332(3) 0.20391(17) 0.3240(2) 0.0581(9) Uani 1 1 d . . . N3 N 0.1309(2) 0.05375(13) 0.36789(14) 0.0472(6) Uani 1 1 d . A . C5 C 0.4033(4) 0.2561(2) 0.3563(3) 0.0772(11) Uani 1 1 d . . . H5A H 0.3769 0.2996 0.3477 0.093 Uiso 1 1 calc R . . N4 N 0.2912(2) -0.03458(12) 0.30318(14) 0.0443(6) Uani 1 1 d . . . C6 C 0.5122(4) 0.2425(2) 0.4013(3) 0.0820(13) Uani 1 1 d . . . H6A H 0.5625 0.2768 0.4223 0.098 Uiso 1 1 calc R . . N7 N -0.0722(3) 0.10107(15) 0.27088(17) 0.0577(7) Uani 1 1 d . . . C7 C 0.5461(4) 0.1780(2) 0.4150(2) 0.0678(10) Uani 1 1 d . . . H7B H 0.6191 0.1681 0.4460 0.081 Uiso 1 1 calc R . . C8 C 0.4713(3) 0.12685(18) 0.38230(19) 0.0538(8) Uani 1 1 d . . . C9 C 0.5051(4) 0.0561(2) 0.3979(2) 0.0679(10) Uani 1 1 d . . . H9B H 0.4352 0.0350 0.4234 0.082 Uiso 1 1 calc R . . H9C H 0.5149 0.0333 0.3496 0.082 Uiso 1 1 calc R . . C19 C -0.1248(3) 0.05060(19) 0.2189(2) 0.0595(9) Uani 1 1 d . . . H19A H -0.1439 0.0701 0.1689 0.071 Uiso 1 1 calc R . . H19B H -0.2048 0.0340 0.2378 0.071 Uiso 1 1 calc R . . C20 C -0.0305(3) -0.00689(16) 0.21142(19) 0.0505(7) Uani 1 1 d . . . H20A H -0.0184 -0.0300 0.2600 0.061 Uiso 1 1 calc R . . H20B H -0.0642 -0.0381 0.1732 0.061 Uiso 1 1 calc R . . C21 C 0.1176(3) 0.01642(15) 0.11849(18) 0.0458(7) Uani 1 1 d . . . H21A H 0.0613 -0.0063 0.0846 0.055 Uiso 1 1 calc R . . C22 C 0.2331(3) 0.04728(16) 0.09021(17) 0.0459(7) Uani 1 1 d . . . C23 C 0.2547(4) 0.0449(2) 0.0128(2) 0.0669(10) Uani 1 1 d . . . H23A H 0.1962 0.0239 -0.0213 0.080 Uiso 1 1 calc R . . C24 C 0.3642(5) 0.0740(3) -0.0130(2) 0.0849(13) Uani 1 1 d . . . H24A H 0.3814 0.0728 -0.0647 0.102 Uiso 1 1 calc R . . C25 C 0.4468(4) 0.1046(2) 0.0389(2) 0.0761(12) Uani 1 1 d . . . H25A H 0.5214 0.1245 0.0226 0.091 Uiso 1 1 calc R . . C26 C 0.4201(3) 0.10633(19) 0.1162(2) 0.0593(9) Uani 1 1 d . D . C10 C -0.0896(3) 0.0912(2) 0.3519(2) 0.0640(9) Uani 1 1 d . . . H10A H -0.1233 0.0471 0.3599 0.077 Uiso 1 1 calc R . . H10B H -0.1519 0.1229 0.3691 0.077 Uiso 1 1 calc R . . C11 C 0.0372(3) 0.09952(19) 0.3989(2) 0.0599(9) Uani 1 1 d . . . H11A H 0.0676 0.1448 0.3953 0.072 Uiso 1 1 calc R . . H11B H 0.0253 0.0895 0.4523 0.072 Uiso 1 1 calc R . . C12 C 0.1460(3) -0.00243(18) 0.39865(18) 0.0532(8) Uani 1 1 d . . . H12A H 0.1070 -0.0116 0.4442 0.064 Uiso 1 1 calc R A . C13 C 0.2240(3) -0.05336(16) 0.36375(18) 0.0489(7) Uani 1 1 d . A . C14 C 0.2226(4) -0.11770(19) 0.3909(3) 0.0697(10) Uani 1 1 d . . . H14A H 0.1763 -0.1286 0.4332 0.084 Uiso 1 1 calc R A . C15 C 0.2907(4) -0.1651(2) 0.3542(3) 0.0846(13) Uani 1 1 d . A . H15A H 0.2891 -0.2091 0.3701 0.102 Uiso 1 1 calc R . . C16 C 0.3608(4) -0.1467(2) 0.2939(3) 0.0751(11) Uani 1 1 d . . . H16A H 0.4090 -0.1781 0.2691 0.090 Uiso 1 1 calc R A . C17 C 0.3608(3) -0.08099(17) 0.26935(19) 0.0529(8) Uani 1 1 d . A . S1 S 0.83163(9) 0.14449(5) -0.00677(5) 0.0608(2) Uani 1 1 d . . . S2 S 0.21077(11) 0.10931(6) 0.63011(8) 0.0808(3) Uani 1 1 d D . . O5 O 0.9242(3) 0.09729(16) 0.02110(18) 0.0920(9) Uani 1 1 d . . . O4 O 0.7738(4) 0.1818(2) 0.0511(2) 0.1206(13) Uani 1 1 d . . . O6 O 0.7430(3) 0.12230(18) -0.0645(2) 0.1127(13) Uani 1 1 d . . . C28 C 0.9252(7) 0.2054(4) -0.0519(5) 0.132(2) Uani 1 1 d . . . C29 C 0.2919(5) 0.1726(3) 0.5777(3) 0.0914(14) Uani 1 1 d D B . O9A O 0.0871(6) 0.1248(10) 0.6152(8) 0.194(8) Uani 0.594(13) 1 d PD B 1 O7A O 0.2413(18) 0.0585(6) 0.5832(10) 0.203(8) Uani 0.594(13) 1 d PD B 1 O8A O 0.2667(7) 0.1190(5) 0.7036(3) 0.111(3) Uani 0.594(13) 1 d PD B 1 O9B O 0.1248(19) 0.1420(5) 0.6754(14) 0.215(13) Uani 0.406(13) 1 d PD B 2 O7B O 0.149(3) 0.0643(8) 0.5826(9) 0.168(11) Uani 0.406(13) 1 d PD B 2 O8B O 0.3024(10) 0.0662(6) 0.6670(8) 0.123(6) Uani 0.406(13) 1 d PD B 2 F1 F 0.8495(6) 0.2530(2) -0.0803(4) 0.225(3) Uani 1 1 d . . . F2 F 0.9853(6) 0.1824(4) -0.1077(4) 0.258(4) Uani 1 1 d . . . F3 F 1.0138(6) 0.2292(3) -0.0017(5) 0.264(4) Uani 1 1 d . . . F5A F 0.3684(15) 0.2013(7) 0.6215(11) 0.140(8) Uani 0.348(15) 1 d PD B 1 F5B F 0.2848(17) 0.2322(4) 0.6086(5) 0.171(6) Uani 0.652(15) 1 d PD B 2 F4A F 0.2001(17) 0.2117(11) 0.556(2) 0.227(15) Uani 0.348(15) 1 d PD B 1 F4B F 0.2533(6) 0.1813(4) 0.5067(3) 0.095(2) Uani 0.652(15) 1 d PD B 2 F6A F 0.330(4) 0.1384(11) 0.5226(18) 0.27(2) Uani 0.348(15) 1 d PD B 1 F6B F 0.4175(5) 0.1594(8) 0.5743(5) 0.172(6) Uani 0.652(15) 1 d PD B 2 C27 C 0.5115(5) 0.1403(3) 0.1736(3) 0.1016(18) Uani 1 1 d D . . H27A H 0.4609 0.1576 0.2142 0.122 Uiso 0.61 1 calc PR C 1 H27B H 0.5685 0.1067 0.1963 0.122 Uiso 0.61 1 calc PR C 1 H27C H 0.5102 0.1874 0.1627 0.122 Uiso 0.24 1 d PR C 2 H27D H 0.4786 0.1344 0.2241 0.122 Uiso 0.24 1 d PR C 2 H27E H 0.5812 0.1594 0.1461 0.122 Uiso 0.15 1 d PR C 3 H27F H 0.4658 0.1766 0.1964 0.122 Uiso 0.15 1 d PR C 3 O3A O 0.5832(5) 0.1885(3) 0.1498(3) 0.0958(15) Uiso 0.61 1 d P D 1 H3B H 0.6292 0.1746 0.1166 0.144 Uiso 0.61 1 calc PR D 1 O3B O 0.6268(16) 0.1201(10) 0.1772(12) 0.141(6) Uiso 0.24 1 d PD D 2 H3C H 0.6583 0.1258 0.1356 0.211 Uiso 0.24 1 calc PR D 2 O3C O 0.567(2) 0.1023(13) 0.2319(15) 0.106(7) Uiso 0.15 1 d P D 3 H3D H 0.5259 0.0678 0.2356 0.160 Uiso 0.15 1 calc PR D 3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0446(3) 0.0430(3) 0.0397(3) 0.00032(18) 0.00343(18) -0.00766(18) N1 0.0566(16) 0.0462(15) 0.0537(15) 0.0042(13) 0.0020(12) -0.0074(13) O1 0.0725(18) 0.108(2) 0.111(2) -0.022(2) -0.0302(17) 0.0025(17) C1 0.064(2) 0.057(2) 0.082(3) -0.0011(19) -0.0005(19) 0.0129(18) N2 0.0508(15) 0.0522(16) 0.0457(14) -0.0016(12) 0.0039(12) -0.0149(12) C2 0.071(2) 0.050(2) 0.065(2) 0.0098(17) -0.0065(18) 0.0017(17) N5 0.0378(12) 0.0425(13) 0.0443(14) -0.0013(11) 0.0044(10) -0.0013(10) C3 0.078(2) 0.0429(18) 0.063(2) 0.0072(16) 0.0055(18) -0.0080(17) C18 0.064(2) 0.092(3) 0.055(2) 0.0006(19) 0.0035(17) 0.032(2) N6 0.0420(13) 0.0559(16) 0.0464(14) 0.0064(12) 0.0066(11) -0.0017(12) C4 0.065(2) 0.052(2) 0.057(2) -0.0007(16) 0.0077(16) -0.0208(17) N3 0.0499(14) 0.0493(15) 0.0431(14) -0.0012(12) 0.0087(11) -0.0030(12) C5 0.086(3) 0.054(2) 0.092(3) -0.007(2) 0.006(2) -0.026(2) N4 0.0399(13) 0.0468(14) 0.0456(14) 0.0003(11) -0.0044(11) -0.0021(11) C6 0.078(3) 0.074(3) 0.093(3) -0.024(2) 0.000(2) -0.038(2) N7 0.0552(16) 0.0553(17) 0.0633(18) -0.0030(14) 0.0082(13) 0.0010(13) C7 0.057(2) 0.082(3) 0.065(2) -0.015(2) 0.0015(17) -0.0234(19) C8 0.0486(18) 0.065(2) 0.0486(18) -0.0070(16) 0.0078(14) -0.0154(16) C9 0.058(2) 0.075(3) 0.069(2) -0.0070(19) -0.0172(17) -0.0079(18) C19 0.0382(16) 0.070(2) 0.070(2) -0.0037(18) 0.0045(15) -0.0035(16) C20 0.0423(16) 0.0524(18) 0.0572(19) -0.0044(15) 0.0059(14) -0.0127(14) C21 0.0442(16) 0.0458(17) 0.0468(17) -0.0010(14) -0.0035(13) 0.0019(13) C22 0.0450(16) 0.0514(18) 0.0415(16) 0.0054(14) 0.0037(13) 0.0061(14) C23 0.068(2) 0.087(3) 0.0453(19) 0.0016(18) 0.0050(16) -0.004(2) C24 0.090(3) 0.119(4) 0.047(2) 0.011(2) 0.022(2) -0.015(3) C25 0.064(2) 0.100(3) 0.066(2) 0.018(2) 0.0228(19) -0.011(2) C26 0.0499(18) 0.071(2) 0.058(2) 0.0107(17) 0.0134(15) -0.0078(17) C10 0.058(2) 0.066(2) 0.070(2) -0.0072(19) 0.0240(18) 0.0071(17) C11 0.070(2) 0.061(2) 0.0507(19) -0.0078(16) 0.0184(16) 0.0032(17) C12 0.0515(18) 0.062(2) 0.0469(17) 0.0074(16) 0.0113(14) -0.0066(15) C13 0.0426(16) 0.0498(18) 0.0539(18) 0.0087(15) -0.0016(13) -0.0077(14) C14 0.058(2) 0.061(2) 0.090(3) 0.026(2) 0.0056(19) -0.0017(18) C15 0.081(3) 0.048(2) 0.124(4) 0.023(2) 0.002(3) 0.005(2) C16 0.072(3) 0.055(2) 0.097(3) -0.003(2) -0.008(2) 0.0194(19) C17 0.0443(17) 0.058(2) 0.0549(19) -0.0057(15) -0.0096(14) 0.0093(15) S1 0.0603(5) 0.0577(5) 0.0635(5) 0.0007(4) -0.0049(4) -0.0029(4) S2 0.0658(6) 0.0734(7) 0.1022(9) 0.0102(6) -0.0049(6) 0.0008(5) O5 0.103(2) 0.0777(19) 0.092(2) 0.0073(16) -0.0324(17) 0.0187(17) O4 0.127(3) 0.124(3) 0.115(3) -0.031(2) 0.044(2) 0.005(2) O6 0.106(2) 0.097(2) 0.128(3) -0.015(2) -0.060(2) 0.004(2) C28 0.111(5) 0.124(5) 0.164(7) 0.045(5) 0.021(5) -0.005(4) C29 0.084(3) 0.116(4) 0.075(3) -0.013(3) 0.013(3) -0.019(3) O9A 0.038(3) 0.330(19) 0.212(12) 0.159(13) -0.009(5) -0.027(6) O7A 0.254(18) 0.092(7) 0.262(17) -0.014(8) -0.005(14) 0.040(10) O8A 0.124(6) 0.130(8) 0.079(4) 0.030(4) -0.006(4) -0.008(5) O9B 0.214(19) 0.068(6) 0.39(3) -0.046(11) 0.24(2) -0.002(8) O7B 0.27(3) 0.090(11) 0.132(12) 0.028(9) -0.078(15) -0.097(14) O8B 0.107(7) 0.098(8) 0.154(11) 0.048(8) -0.074(7) -0.015(6) F1 0.227(5) 0.136(3) 0.317(7) 0.144(4) 0.068(5) 0.028(4) F2 0.206(5) 0.364(9) 0.219(6) 0.142(6) 0.145(5) 0.069(6) F3 0.200(5) 0.240(6) 0.348(9) 0.056(6) -0.029(6) -0.162(5) F5A 0.096(9) 0.092(9) 0.225(18) 0.035(9) -0.056(10) -0.055(7) F5B 0.285(16) 0.111(6) 0.120(6) -0.027(5) 0.049(7) -0.088(8) F4A 0.216(19) 0.132(15) 0.32(3) 0.14(2) -0.07(2) 0.001(13) F4B 0.088(4) 0.127(5) 0.070(3) 0.009(3) 0.003(2) -0.015(3) F6A 0.40(5) 0.21(2) 0.23(3) -0.06(2) 0.25(3) -0.10(3) F6B 0.049(3) 0.355(16) 0.112(5) 0.037(7) 0.013(3) -0.021(5) C27 0.076(3) 0.151(5) 0.080(3) 0.001(3) 0.026(2) -0.058(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 N5 2.143(2) . ? Fe1 N3 2.147(2) . ? Fe1 N1 2.150(3) . ? Fe1 N2 2.307(3) . ? Fe1 N4 2.325(3) . ? Fe1 N6 2.359(3) . ? N1 C3 1.268(4) . ? N1 C2 1.469(4) . ? O1 C9 1.408(4) . ? O1 H1A 0.8200 . ? C1 N7 1.460(5) . ? C1 C2 1.513(5) . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? N2 C8 1.346(4) . ? N2 C4 1.357(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N5 C21 1.264(4) . ? N5 C20 1.471(4) . ? C3 C4 1.461(5) . ? C3 H3A 0.9300 . ? O2A C18 1.394(5) . ? O2A H2C 0.8200 . ? O2A H18C 1.0516 . ? O2B C18 1.212(8) . ? O2B H2D 0.8200 . ? C18 C17 1.504(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9891 . ? C18 H18D 0.9904 . ? N6 C26 1.343(4) . ? N6 C22 1.353(4) . ? C4 C5 1.383(5) . ? N3 C12 1.261(4) . ? N3 C11 1.466(4) . ? C5 C6 1.370(6) . ? C5 H5A 0.9300 . ? N4 C17 1.340(4) . ? N4 C13 1.352(4) . ? C6 C7 1.367(6) . ? C6 H6A 0.9300 . ? N7 C10 1.450(5) . ? N7 C19 1.451(5) . ? C7 C8 1.395(5) . ? C7 H7B 0.9300 . ? C8 C9 1.492(5) . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C19 C20 1.528(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.461(4) . ? C21 H21A 0.9300 . ? C22 C23 1.383(5) . ? C23 C24 1.378(6) . ? C23 H23A 0.9300 . ? C24 C25 1.362(6) . ? C24 H24A 0.9300 . ? C25 C26 1.392(5) . ? C25 H25A 0.9300 . ? C26 C27 1.508(6) . ? C10 C11 1.523(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.461(5) . ? C12 H12A 0.9300 . ? C13 C14 1.382(5) . ? C14 C15 1.369(6) . ? C14 H14A 0.9300 . ? C15 C16 1.363(6) . ? C15 H15A 0.9300 . ? C16 C17 1.393(5) . ? C16 H16A 0.9300 . ? S1 O6 1.402(3) . ? S1 O4 1.418(3) . ? S1 O5 1.421(3) . ? S1 C28 1.776(7) . ? S2 O9A 1.334(7) . ? S2 O7A 1.360(11) . ? S2 O7B 1.369(10) . ? S2 O9B 1.390(8) . ? S2 O8A 1.394(6) . ? S2 O8B 1.418(8) . ? S2 C29 1.806(5) . ? C28 F2 1.274(9) . ? C28 F1 1.322(8) . ? C28 F3 1.327(9) . ? C29 F5A 1.219(11) . ? C29 F6A 1.263(12) . ? C29 F4A 1.277(12) . ? C29 F4B 1.295(7) . ? C29 F5B 1.322(9) . ? C29 F6B 1.336(8) . ? C27 O3B 1.263(15) . ? C27 O3A 1.307(7) . ? C27 O3C 1.37(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9699 . ? C27 H27D 0.9701 . ? C27 H27E 0.9697 . ? C27 H27F 0.9699 . ? O3A H27C 0.8024 . ? O3A H27E 0.5923 . ? O3A H3B 0.8200 . ? O3B H27E 1.0573 . ? O3B H3C 0.8200 . ? O3C H27D 1.1232 . ? O3C H3D 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Fe1 N3 96.81(9) . . ? N5 Fe1 N1 96.88(10) . . ? N3 Fe1 N1 97.55(10) . . ? N5 Fe1 N2 171.82(10) . . ? N3 Fe1 N2 87.24(9) . . ? N1 Fe1 N2 75.49(10) . . ? N5 Fe1 N4 84.41(9) . . ? N3 Fe1 N4 74.96(9) . . ? N1 Fe1 N4 172.51(9) . . ? N2 Fe1 N4 103.54(9) . . ? N5 Fe1 N6 74.54(9) . . ? N3 Fe1 N6 171.06(9) . . ? N1 Fe1 N6 85.92(10) . . ? N2 Fe1 N6 101.62(9) . . ? N4 Fe1 N6 101.51(9) . . ? C3 N1 C2 118.6(3) . . ? C3 N1 Fe1 116.6(2) . . ? C2 N1 Fe1 124.7(2) . . ? C9 O1 H1A 109.5 . . ? N7 C1 C2 111.3(3) . . ? N7 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? N7 C1 H1C 109.4 . . ? C2 C1 H1C 109.4 . . ? H1B C1 H1C 108.0 . . ? C8 N2 C4 117.7(3) . . ? C8 N2 Fe1 132.2(2) . . ? C4 N2 Fe1 110.0(2) . . ? N1 C2 C1 108.6(3) . . ? N1 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? N1 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.3 . . ? C21 N5 C20 117.6(3) . . ? C21 N5 Fe1 118.0(2) . . ? C20 N5 Fe1 124.29(19) . . ? N1 C3 C4 120.7(3) . . ? N1 C3 H3A 119.7 . . ? C4 C3 H3A 119.7 . . ? C18 O2A H2C 109.5 . . ? C18 O2A H18C 45.1 . . ? H2C O2A H18C 146.6 . . ? C18 O2B H2D 109.5 . . ? O2B C18 O2A 62.4(4) . . ? O2B C18 C17 116.0(5) . . ? O2A C18 C17 118.3(3) . . ? O2B C18 H18A 134.3 . . ? O2A C18 H18A 107.7 . . ? C17 C18 H18A 107.7 . . ? O2B C18 H18B 47.9 . . ? O2A C18 H18B 107.7 . . ? C17 C18 H18B 107.7 . . ? H18A C18 H18B 107.1 . . ? O2B C18 H18C 109.5 . . ? O2A C18 H18C 48.8 . . ? C17 C18 H18C 108.6 . . ? H18A C18 H18C 65.9 . . ? H18B C18 H18C 143.3 . . ? O2B C18 H18D 106.8 . . ? O2A C18 H18D 132.2 . . ? C17 C18 H18D 108.2 . . ? H18B C18 H18D 65.0 . . ? H18C C18 H18D 107.4 . . ? C26 N6 C22 117.3(3) . . ? C26 N6 Fe1 133.3(2) . . ? C22 N6 Fe1 109.32(18) . . ? N2 C4 C5 122.8(4) . . ? N2 C4 C3 117.2(3) . . ? C5 C4 C3 120.1(4) . . ? C12 N3 C11 118.6(3) . . ? C12 N3 Fe1 117.0(2) . . ? C11 N3 Fe1 123.9(2) . . ? C6 C5 C4 118.9(4) . . ? C6 C5 H5A 120.6 . . ? C4 C5 H5A 120.6 . . ? C17 N4 C13 117.5(3) . . ? C17 N4 Fe1 131.6(2) . . ? C13 N4 Fe1 109.7(2) . . ? C7 C6 C5 119.2(4) . . ? C7 C6 H6A 120.4 . . ? C5 C6 H6A 120.4 . . ? C10 N7 C19 116.8(3) . . ? C10 N7 C1 116.6(3) . . ? C19 N7 C1 116.9(3) . . ? C6 C7 C8 120.0(4) . . ? C6 C7 H7B 120.0 . . ? C8 C7 H7B 120.0 . . ? N2 C8 C7 121.3(4) . . ? N2 C8 C9 117.8(3) . . ? C7 C8 C9 120.9(3) . . ? O1 C9 C8 111.9(3) . . ? O1 C9 H9B 109.2 . . ? C8 C9 H9B 109.2 . . ? O1 C9 H9C 109.2 . . ? C8 C9 H9C 109.2 . . ? H9B C9 H9C 107.9 . . ? N7 C19 C20 111.4(3) . . ? N7 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? N7 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? N5 C20 C19 108.3(3) . . ? N5 C20 H20A 110.0 . . ? C19 C20 H20A 110.0 . . ? N5 C20 H20B 110.0 . . ? C19 C20 H20B 110.0 . . ? H20A C20 H20B 108.4 . . ? N5 C21 C22 120.8(3) . . ? N5 C21 H21A 119.6 . . ? C22 C21 H21A 119.6 . . ? N6 C22 C23 123.0(3) . . ? N6 C22 C21 117.4(3) . . ? C23 C22 C21 119.6(3) . . ? C24 C23 C22 119.0(4) . . ? C24 C23 H23A 120.5 . . ? C22 C23 H23A 120.5 . . ? C25 C24 C23 118.5(4) . . ? C25 C24 H24A 120.7 . . ? C23 C24 H24A 120.7 . . ? C24 C25 C26 120.4(4) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? N6 C26 C25 121.8(3) . . ? N6 C26 C27 117.8(3) . . ? C25 C26 C27 120.4(3) . . ? N7 C10 C11 111.2(3) . . ? N7 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? N7 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N3 C11 C10 107.7(3) . . ? N3 C11 H11A 110.2 . . ? C10 C11 H11A 110.2 . . ? N3 C11 H11B 110.2 . . ? C10 C11 H11B 110.2 . . ? H11A C11 H11B 108.5 . . ? N3 C12 C13 120.9(3) . . ? N3 C12 H12A 119.6 . . ? C13 C12 H12A 119.6 . . ? N4 C13 C14 123.1(3) . . ? N4 C13 C12 116.7(3) . . ? C14 C13 C12 120.1(3) . . ? C15 C14 C13 118.8(4) . . ? C15 C14 H14A 120.6 . . ? C13 C14 H14A 120.6 . . ? C16 C15 C14 118.8(4) . . ? C16 C15 H15A 120.6 . . ? C14 C15 H15A 120.6 . . ? C15 C16 C17 120.4(4) . . ? C15 C16 H16A 119.8 . . ? C17 C16 H16A 119.8 . . ? N4 C17 C16 121.3(3) . . ? N4 C17 C18 117.5(3) . . ? C16 C17 C18 121.1(3) . . ? O6 S1 O4 113.3(3) . . ? O6 S1 O5 116.0(2) . . ? O4 S1 O5 114.6(2) . . ? O6 S1 C28 104.8(3) . . ? O4 S1 C28 102.2(3) . . ? O5 S1 C28 103.9(3) . . ? O9A S2 O7A 108.2(10) . . ? O9A S2 O7B 67.6(11) . . ? O9A S2 O9B 50.2(9) . . ? O7A S2 O9B 151.4(10) . . ? O7B S2 O9B 111.3(13) . . ? O9A S2 O8A 119.8(8) . . ? O7A S2 O8A 124.1(8) . . ? O7B S2 O8A 144.2(7) . . ? O9B S2 O8A 70.0(11) . . ? O9A S2 O8B 148.0(7) . . ? O7A S2 O8B 68.8(9) . . ? O7B S2 O8B 98.7(11) . . ? O9B S2 O8B 117.9(12) . . ? O8A S2 O8B 55.4(6) . . ? O9A S2 C29 101.9(5) . . ? O7A S2 C29 95.6(8) . . ? O7B S2 C29 112.3(8) . . ? O9B S2 C29 106.5(6) . . ? O8A S2 C29 100.6(4) . . ? O8B S2 C29 110.1(5) . . ? F2 C28 F1 106.5(7) . . ? F2 C28 F3 106.7(7) . . ? F1 C28 F3 111.3(8) . . ? F2 C28 S1 112.9(7) . . ? F1 C28 S1 109.9(5) . . ? F3 C28 S1 109.5(6) . . ? F5A C29 F6A 121.1(19) . . ? F5A C29 F4A 109.9(14) . . ? F6A C29 F4A 112(2) . . ? F5A C29 F4B 134.0(10) . . ? F6A C29 F4B 56(2) . . ? F4A C29 F4B 56.6(16) . . ? F5A C29 F5B 50.2(7) . . ? F6A C29 F5B 146.5(10) . . ? F4A C29 F5B 60.0(12) . . ? F4B C29 F5B 104.3(7) . . ? F5A C29 F6B 61.2(9) . . ? F6A C29 F6B 60.8(19) . . ? F4A C29 F6B 145.7(12) . . ? F4B C29 F6B 103.8(5) . . ? F5B C29 F6B 106.0(9) . . ? F5A C29 S2 108.9(9) . . ? F6A C29 S2 100.0(9) . . ? F4A C29 S2 102.9(9) . . ? F4B C29 S2 116.9(4) . . ? F5B C29 S2 113.5(4) . . ? F6B C29 S2 111.4(6) . . ? O3B C27 O3A 72.6(10) . . ? O3B C27 O3C 55.0(13) . . ? O3A C27 O3C 115.3(12) . . ? O3B C27 C26 116.6(11) . . ? O3A C27 C26 118.4(5) . . ? O3C C27 C26 117.6(12) . . ? O3B C27 H27A 128.9 . . ? O3A C27 H27A 107.7 . . ? O3C C27 H27A 83.1 . . ? C26 C27 H27A 107.7 . . ? O3A C27 H27B 107.7 . . ? C26 C27 H27B 107.7 . . ? H27A C27 H27B 107.1 . . ? O3B C27 H27C 109.2 . . ? O3C C27 H27C 133.8 . . ? C26 C27 H27C 108.3 . . ? H27A C27 H27C 77.8 . . ? H27B C27 H27C 140.0 . . ? O3B C27 H27D 107.1 . . ? O3A C27 H27D 127.9 . . ? O3C C27 H27D 54.0 . . ? C26 C27 H27D 108.1 . . ? H27B C27 H27D 77.2 . . ? H27C C27 H27D 107.3 . . ? O3B C27 H27E 54.6 . . ? O3C C27 H27E 107.1 . . ? C26 C27 H27E 108.1 . . ? H27A C27 H27E 131.8 . . ? H27B C27 H27E 91.4 . . ? H27C C27 H27E 61.1 . . ? H27D C27 H27E 143.8 . . ? O3B C27 H27F 134.9 . . ? O3A C27 H27F 82.3 . . ? O3C C27 H27F 108.2 . . ? C26 C27 H27F 108.2 . . ? H27B C27 H27F 131.4 . . ? H27C C27 H27F 48.5 . . ? H27D C27 H27F 61.1 . . ? H27E C27 H27F 107.3 . . ? C27 O3A H27C 47.7 . . ? H27C O3A H27E 88.6 . . ? C27 O3A H3B 109.5 . . ? H27C O3A H3B 141.7 . . ? H27E O3A H3B 66.5 . . ? C27 O3B H27E 48.4 . . ? C27 O3B H3C 109.5 . . ? H27E O3B H3C 68.3 . . ? C27 O3C H3D 109.5 . . ? H27D O3C H3D 94.3 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.42 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.519 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.053 # Attachment '- msn306_884193.cif' data_msn306 _database_code_depnum_ccdc_archive 'CCDC 884193' #TrackingRef '- msn306_884193.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H33 F6 Fe N7 O9 S2' _chemical_formula_weight 857.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.2032(16) _cell_length_b 19.557(3) _cell_length_c 17.283(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.879(8) _cell_angle_gamma 90.00 _cell_volume 3423.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9817 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 26.51 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8631 _exptl_absorpt_correction_T_max 0.9310 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39875 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 26.02 _reflns_number_total 6490 _reflns_number_gt 5060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. In response to the C level alert, experiment was setup for a triclinic cell. After 5 runs, the insturment experienced a collision error. Data collection was not restarted due to sufficient data to solve the structure. After several attempts to model the disordered triflate anions (parting the anion, parting only the fluorides, making the partted fluorides anisotropic) the residuals did not improve much over what are currently seen. This leads to lower than expected thermal parameters for S2, as well as the disorder, Hirschfield test error and short contact G-level alerts noted in the check cif. One non-hydrogen atom (F4b) was refined isotropically. Not parting this atom produced an atom with an appropriate Ueq value. In order to make the disorder of the triflate more chemically relevent, the atom was parted. Attempts to refine anisotropically caused the atom to become non-positive definite, so the atom was refined isotropically. Atoms f5b and f6b were restrained using isor to produce more spherical thermal parameters. SADI was used to restrain the C-F bond lengths in the disordered triflate anion, and isor was used to restrain the thermal parameters of F5b and F6b. These produce 6 angle/distance restraints and 22 least-square restraints. ; _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^)+(0.0453P)^2^+6.6334P] 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 6490 _refine_ls_number_parameters 507 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.0621 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1079 _refine_ls_wR_factor_gt 0.0975 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 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 0.25843(4) 0.42455(2) 0.23913(2) 0.01121(11) Uani 1 1 d . . . O1 O -0.0766(2) 0.59039(12) 0.30664(13) 0.0246(5) Uani 1 1 d . . . H1C H -0.1322 0.5882 0.2668 0.037 Uiso 1 1 calc R . . N1 N 0.3585(2) 0.43853(12) 0.15141(13) 0.0139(5) Uani 1 1 d . . . C1 C 0.5945(3) 0.40164(16) 0.16490(17) 0.0181(6) Uani 1 1 d . . . H1A H 0.6541 0.3706 0.1404 0.022 Uiso 1 1 calc R . . H1B H 0.6210 0.4490 0.1537 0.022 Uiso 1 1 calc R . . N2 N 0.1946(2) 0.52373(12) 0.20723(13) 0.0136(5) Uani 1 1 d . . . O3 O -0.1037(2) 0.38989(12) 0.24803(13) 0.0277(5) Uani 1 1 d . . . H3C H -0.1842 0.3868 0.2532 0.041 Uiso 1 1 calc R . . C2 C 0.4537(3) 0.39060(16) 0.12355(17) 0.0178(6) Uani 1 1 d . . . H2A H 0.4541 0.3967 0.0667 0.021 Uiso 1 1 calc R . . H2B H 0.4256 0.3431 0.1327 0.021 Uiso 1 1 calc R . . O2 O -0.1414(2) 0.45893(12) 0.05211(12) 0.0230(5) Uani 1 1 d . . . H2C H -0.1888 0.4881 0.0712 0.034 Uiso 1 1 calc R . . N5 N 0.3899(2) 0.47205(12) 0.31174(14) 0.0138(5) Uani 1 1 d . . . C3 C 0.3430(3) 0.49633(16) 0.11637(17) 0.0167(6) Uani 1 1 d . . . H3A H 0.3833 0.5055 0.0707 0.020 Uiso 1 1 calc R . . N6 N 0.1697(2) 0.41304(12) 0.34226(14) 0.0147(5) Uani 1 1 d . . . C4 C 0.2620(3) 0.54695(16) 0.14887(17) 0.0155(6) Uani 1 1 d . . . N3 N 0.3368(2) 0.33543(12) 0.26273(13) 0.0133(5) Uani 1 1 d . . . C5 C 0.2584(3) 0.61358(16) 0.12259(19) 0.0210(7) Uani 1 1 d . . . H5A H 0.3066 0.6271 0.0814 0.025 Uiso 1 1 calc R . . N4 N 0.1302(2) 0.36571(13) 0.16298(13) 0.0143(5) Uani 1 1 d . . . C6 C 0.1827(3) 0.66021(17) 0.1578(2) 0.0260(7) Uani 1 1 d . . . H6A H 0.1799 0.7069 0.1424 0.031 Uiso 1 1 calc R . . N7 N 0.6195(2) 0.39163(13) 0.24895(14) 0.0172(5) Uani 1 1 d . . . C7 C 0.1118(3) 0.63762(17) 0.21553(19) 0.0229(7) Uani 1 1 d . . . H7A H 0.0587 0.6690 0.2399 0.028 Uiso 1 1 calc R . . C8 C 0.1165(3) 0.56956(15) 0.23880(17) 0.0161(6) Uani 1 1 d . . . C9 C 0.0299(3) 0.54492(17) 0.29828(17) 0.0190(7) Uani 1 1 d . . . H9A H -0.0062 0.4994 0.2824 0.023 Uiso 1 1 calc R . . H9B H 0.0844 0.5398 0.3493 0.023 Uiso 1 1 calc R . . C19 C 0.6292(3) 0.45153(16) 0.29957(18) 0.0183(6) Uani 1 1 d . . . H19A H 0.7094 0.4770 0.2899 0.022 Uiso 1 1 calc R . . H19B H 0.6436 0.4351 0.3541 0.022 Uiso 1 1 calc R . . C20 C 0.5144(3) 0.50257(16) 0.29360(18) 0.0170(6) Uani 1 1 d . . . H20A H 0.5381 0.5410 0.3299 0.020 Uiso 1 1 calc R . . H20B H 0.5010 0.5215 0.2401 0.020 Uiso 1 1 calc R . . C21 C 0.3634(3) 0.47799(15) 0.38168(17) 0.0163(6) Uani 1 1 d . . . H21A H 0.4193 0.5034 0.4191 0.020 Uiso 1 1 calc R . . C22 C 0.2452(3) 0.44481(15) 0.40229(17) 0.0159(6) Uani 1 1 d . . . C23 C 0.2147(3) 0.44671(17) 0.47844(18) 0.0237(7) Uani 1 1 d . . . H23A H 0.2713 0.4694 0.5180 0.028 Uiso 1 1 calc R . . C24 C 0.1006(3) 0.41512(18) 0.49580(19) 0.0273(8) Uani 1 1 d . . . H24A H 0.0758 0.4161 0.5471 0.033 Uiso 1 1 calc R . . C25 C 0.0240(3) 0.38209(18) 0.43590(19) 0.0257(7) Uani 1 1 d . . . H25A H -0.0549 0.3599 0.4461 0.031 Uiso 1 1 calc R . . C26 C 0.0602(3) 0.38077(16) 0.36101(18) 0.0182(6) Uani 1 1 d . . . C27 C -0.0310(3) 0.34369(16) 0.29922(18) 0.0210(7) Uani 1 1 d . . . H27A H 0.0218 0.3134 0.2690 0.025 Uiso 1 1 calc R . . H27B H -0.0929 0.3147 0.3247 0.025 Uiso 1 1 calc R . . C10 C 0.5836(3) 0.32650(16) 0.28151(17) 0.0174(6) Uani 1 1 d . . . H10A H 0.6565 0.3131 0.3216 0.021 Uiso 1 1 calc R . . H10B H 0.5802 0.2920 0.2394 0.021 Uiso 1 1 calc R . . C11 C 0.4545(3) 0.32087(16) 0.31842(17) 0.0165(6) Uani 1 1 d . . . H11A H 0.4471 0.2741 0.3395 0.020 Uiso 1 1 calc R . . H11B H 0.4574 0.3533 0.3625 0.020 Uiso 1 1 calc R . . C12 C 0.2812(3) 0.28448(16) 0.22543(17) 0.0174(6) Uani 1 1 d . . . H12A H 0.3130 0.2392 0.2347 0.021 Uiso 1 1 calc R . . C13 C 0.1676(3) 0.29860(15) 0.16837(17) 0.0166(6) Uani 1 1 d . . . C14 C 0.1006(3) 0.24654(16) 0.12657(18) 0.0208(7) Uani 1 1 d . . . H14A H 0.1308 0.2007 0.1323 0.025 Uiso 1 1 calc R . . C15 C -0.0108(3) 0.26218(17) 0.07634(18) 0.0230(7) Uani 1 1 d . . . H15A H -0.0603 0.2273 0.0479 0.028 Uiso 1 1 calc R . . C16 C -0.0483(3) 0.32968(17) 0.06850(17) 0.0199(7) Uani 1 1 d . . . H16A H -0.1239 0.3416 0.0336 0.024 Uiso 1 1 calc R . . C17 C 0.0232(3) 0.38083(15) 0.11114(16) 0.0146(6) Uani 1 1 d . . . C18 C -0.0172(3) 0.45407(16) 0.09956(17) 0.0174(6) Uani 1 1 d . . . H18A H -0.0238 0.4756 0.1508 0.021 Uiso 1 1 calc R . . H18B H 0.0507 0.4790 0.0743 0.021 Uiso 1 1 calc R . . S1 S 0.67608(7) 0.14672(4) 0.01858(4) 0.01948(18) Uani 1 1 d . . . F1 F 0.7085(2) 0.23556(12) 0.13255(13) 0.0467(6) Uani 1 1 d . . . F2 F 0.5917(3) 0.14863(13) 0.15576(13) 0.0538(7) Uani 1 1 d . . . O4 O 0.5677(2) 0.10238(13) -0.00921(13) 0.0309(6) Uani 1 1 d . . . O5 O 0.7050(3) 0.20022(14) -0.03390(13) 0.0368(6) Uani 1 1 d . . . O6 O 0.7911(2) 0.11254(13) 0.05569(15) 0.0336(6) Uani 1 1 d . . . F3 F 0.5095(3) 0.22683(15) 0.07914(19) 0.0731(9) Uani 1 1 d . . . C28 C 0.6173(4) 0.1921(2) 0.0997(2) 0.0343(9) Uani 1 1 d . . . S2 S 0.67091(7) 0.60670(4) 0.12740(4) 0.01925(18) Uani 1 1 d . A . O7 O 0.5860(3) 0.57363(15) 0.06725(15) 0.0454(7) Uani 1 1 d . . . O8 O 0.6073(3) 0.64338(14) 0.18427(16) 0.0430(7) Uani 1 1 d . . . O9 O 0.7781(3) 0.56374(13) 0.16105(16) 0.0400(7) Uani 1 1 d . . . C29 C 0.7557(4) 0.67151(19) 0.0772(2) 0.0331(9) Uani 1 1 d D . . F4A F 0.8408(3) 0.70642(19) 0.12542(19) 0.0397(10) Uiso 0.845(8) 1 d PD A 1 F5A F 0.6660(3) 0.71652(14) 0.04191(16) 0.0431(10) Uani 0.845(8) 1 d P A 1 F6A F 0.8138(4) 0.64530(17) 0.0213(2) 0.0540(12) Uani 0.845(8) 1 d PD A 1 F4B F 0.8123(16) 0.7205(8) 0.1269(8) 0.024(4) Uiso 0.155(8) 1 d PD A 2 F5B F 0.735(2) 0.6905(11) 0.0070(9) 0.067(7) Uani 0.155(8) 1 d PDU A 2 F6B F 0.8767(17) 0.6367(10) 0.0636(14) 0.063(6) Uani 0.155(8) 1 d PDU A 2 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 0.0116(2) 0.0111(2) 0.0109(2) -0.00007(15) 0.00115(15) 0.00070(15) O1 0.0224(11) 0.0276(14) 0.0238(12) -0.0039(9) 0.0026(9) 0.0115(9) N1 0.0136(12) 0.0141(14) 0.0134(12) -0.0030(9) -0.0010(10) 0.0009(9) C1 0.0169(15) 0.0193(17) 0.0192(16) -0.0001(12) 0.0063(12) 0.0047(12) N2 0.0126(11) 0.0135(14) 0.0135(12) -0.0020(9) -0.0033(10) 0.0004(9) O3 0.0158(11) 0.0367(15) 0.0306(13) 0.0067(10) 0.0030(10) 0.0003(10) C2 0.0221(15) 0.0180(17) 0.0139(15) -0.0015(12) 0.0049(12) 0.0046(12) O2 0.0175(11) 0.0259(13) 0.0236(12) -0.0030(9) -0.0059(9) 0.0056(9) N5 0.0122(12) 0.0135(14) 0.0161(13) 0.0011(10) 0.0027(10) 0.0031(9) C3 0.0151(14) 0.0215(18) 0.0135(15) 0.0021(12) 0.0018(12) -0.0015(12) N6 0.0129(12) 0.0139(14) 0.0171(13) 0.0032(10) 0.0017(10) 0.0043(9) C4 0.0125(13) 0.0162(17) 0.0168(15) -0.0001(11) -0.0025(11) -0.0002(11) N3 0.0137(12) 0.0150(14) 0.0119(12) 0.0024(9) 0.0038(10) -0.0002(10) C5 0.0166(15) 0.0210(19) 0.0247(17) 0.0059(13) -0.0009(13) -0.0014(12) N4 0.0129(12) 0.0172(14) 0.0133(12) 0.0002(10) 0.0037(10) 0.0000(10) C6 0.0261(17) 0.0136(18) 0.037(2) 0.0034(14) -0.0009(15) 0.0015(13) N7 0.0193(13) 0.0170(14) 0.0155(13) -0.0005(10) 0.0033(10) 0.0008(10) C7 0.0216(16) 0.0144(18) 0.0319(18) -0.0048(13) -0.0005(14) 0.0016(12) C8 0.0144(14) 0.0165(17) 0.0155(15) -0.0041(12) -0.0062(11) 0.0034(12) C9 0.0190(15) 0.0195(18) 0.0182(16) -0.0023(12) 0.0013(12) 0.0075(12) C19 0.0113(14) 0.0226(18) 0.0208(16) -0.0019(12) 0.0006(12) -0.0003(12) C20 0.0150(14) 0.0152(17) 0.0208(16) -0.0015(12) 0.0023(12) -0.0017(11) C21 0.0177(15) 0.0150(17) 0.0150(15) -0.0032(11) -0.0028(12) 0.0041(12) C22 0.0167(14) 0.0151(17) 0.0161(15) 0.0025(11) 0.0025(12) 0.0056(11) C23 0.0286(17) 0.028(2) 0.0143(16) 0.0003(13) 0.0018(13) 0.0076(14) C24 0.0310(18) 0.034(2) 0.0196(17) 0.0079(14) 0.0131(14) 0.0101(15) C25 0.0220(16) 0.028(2) 0.0290(19) 0.0096(14) 0.0110(14) 0.0057(13) C26 0.0149(14) 0.0156(17) 0.0246(17) 0.0085(12) 0.0049(12) 0.0068(12) C27 0.0157(15) 0.0190(18) 0.0287(18) 0.0041(13) 0.0042(13) -0.0002(12) C10 0.0161(14) 0.0169(17) 0.0186(15) -0.0002(12) -0.0004(12) 0.0045(12) C11 0.0176(15) 0.0137(16) 0.0176(15) 0.0025(12) -0.0007(12) 0.0016(11) C12 0.0214(15) 0.0139(17) 0.0175(16) 0.0023(12) 0.0049(12) 0.0004(12) C13 0.0174(15) 0.0141(17) 0.0189(15) 0.0017(12) 0.0043(12) -0.0012(11) C14 0.0235(16) 0.0124(17) 0.0270(17) -0.0023(12) 0.0047(13) -0.0015(12) C15 0.0209(16) 0.023(2) 0.0245(17) -0.0084(13) 0.0022(13) -0.0070(13) C16 0.0167(15) 0.0252(19) 0.0175(16) -0.0043(13) 0.0004(12) -0.0036(13) C17 0.0116(13) 0.0199(17) 0.0127(14) -0.0008(11) 0.0024(11) -0.0014(11) C18 0.0141(14) 0.0191(17) 0.0176(15) -0.0003(12) -0.0037(12) -0.0020(12) S1 0.0217(4) 0.0205(4) 0.0156(4) -0.0011(3) -0.0005(3) -0.0009(3) F1 0.0611(15) 0.0347(14) 0.0485(14) -0.0220(10) 0.0241(12) -0.0194(11) F2 0.0777(18) 0.0494(16) 0.0412(13) -0.0102(11) 0.0358(13) -0.0261(13) O4 0.0336(13) 0.0320(15) 0.0242(13) 0.0023(10) -0.0086(10) -0.0119(11) O5 0.0453(15) 0.0417(17) 0.0218(13) 0.0080(11) -0.0021(11) -0.0172(12) O6 0.0274(13) 0.0322(16) 0.0391(15) -0.0003(11) -0.0048(11) 0.0056(10) F3 0.0507(16) 0.062(2) 0.107(2) -0.0175(16) 0.0103(16) 0.0311(14) C28 0.034(2) 0.028(2) 0.043(2) -0.0055(16) 0.0124(17) 0.0009(16) S2 0.0209(4) 0.0182(4) 0.0185(4) 0.0010(3) 0.0020(3) -0.0022(3) O7 0.0586(18) 0.0461(19) 0.0279(14) 0.0034(12) -0.0092(13) -0.0286(14) O8 0.0498(17) 0.0320(16) 0.0529(17) -0.0040(13) 0.0291(14) -0.0021(12) O9 0.0388(15) 0.0305(16) 0.0477(17) 0.0054(12) -0.0077(13) 0.0062(11) C29 0.041(2) 0.032(2) 0.028(2) -0.0043(16) 0.0093(17) -0.0138(17) F5A 0.0548(19) 0.0331(18) 0.0402(17) 0.0226(12) 0.0008(14) -0.0013(13) F6A 0.070(3) 0.055(2) 0.046(2) -0.0080(16) 0.043(2) -0.0150(18) F5B 0.068(8) 0.063(8) 0.066(8) 0.013(6) -0.001(6) -0.006(6) F6B 0.067(8) 0.071(8) 0.053(8) -0.002(6) 0.018(6) -0.016(6) _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 N3 1.940(2) . ? Fe1 N1 1.946(2) . ? Fe1 N5 1.958(2) . ? Fe1 N4 2.087(2) . ? Fe1 N2 2.099(2) . ? Fe1 N6 2.105(2) . ? O1 C9 1.424(3) . ? N1 C3 1.283(4) . ? N1 C2 1.472(4) . ? C1 N7 1.458(4) . ? C1 C2 1.540(4) . ? N2 C8 1.356(4) . ? N2 C4 1.365(4) . ? O3 C27 1.411(4) . ? O2 C18 1.428(3) . ? N5 C21 1.275(4) . ? N5 C20 1.470(4) . ? C3 C4 1.446(4) . ? N6 C26 1.356(4) . ? N6 C22 1.366(4) . ? C4 C5 1.379(4) . ? N3 C12 1.281(4) . ? N3 C11 1.474(4) . ? C5 C6 1.382(5) . ? N4 C17 1.359(4) . ? N4 C13 1.367(4) . ? C6 C7 1.374(5) . ? N7 C10 1.457(4) . ? N7 C19 1.458(4) . ? C7 C8 1.390(4) . ? C8 C9 1.513(4) . ? C19 C20 1.533(4) . ? C21 C22 1.451(4) . ? C22 C23 1.389(4) . ? C23 C24 1.382(5) . ? C24 C25 1.381(5) . ? C25 C26 1.388(4) . ? C26 C27 1.515(4) . ? C10 C11 1.535(4) . ? C12 C13 1.456(4) . ? C13 C14 1.381(4) . ? C14 C15 1.380(4) . ? C15 C16 1.377(5) . ? C16 C17 1.395(4) . ? C17 C18 1.497(4) . ? S1 O6 1.434(2) . ? S1 O5 1.438(2) . ? S1 O4 1.441(2) . ? S1 C28 1.820(4) . ? F1 C28 1.336(4) . ? F2 C28 1.338(4) . ? F3 C28 1.306(4) . ? S2 O7 1.426(3) . ? S2 O8 1.434(3) . ? S2 O9 1.445(3) . ? S2 C29 1.814(4) . ? C29 F5B 1.263(13) . ? C29 F6A 1.298(4) . ? C29 F4A 1.320(5) . ? C29 F5A 1.361(5) . ? C29 F4B 1.369(12) . ? C29 F6B 1.453(14) . ? 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 N3 Fe1 N1 92.78(10) . . ? N3 Fe1 N5 93.33(10) . . ? N1 Fe1 N5 92.83(10) . . ? N3 Fe1 N4 81.29(10) . . ? N1 Fe1 N4 86.21(9) . . ? N5 Fe1 N4 174.48(10) . . ? N3 Fe1 N2 172.97(10) . . ? N1 Fe1 N2 80.84(10) . . ? N5 Fe1 N2 84.10(9) . . ? N4 Fe1 N2 101.10(9) . . ? N3 Fe1 N6 86.22(9) . . ? N1 Fe1 N6 173.43(9) . . ? N5 Fe1 N6 80.75(10) . . ? N4 Fe1 N6 100.04(9) . . ? N2 Fe1 N6 99.78(9) . . ? C3 N1 C2 117.1(2) . . ? C3 N1 Fe1 116.4(2) . . ? C2 N1 Fe1 126.44(19) . . ? N7 C1 C2 119.1(2) . . ? C8 N2 C4 116.7(3) . . ? C8 N2 Fe1 133.1(2) . . ? C4 N2 Fe1 109.49(18) . . ? N1 C2 C1 112.0(2) . . ? C21 N5 C20 116.9(2) . . ? C21 N5 Fe1 116.3(2) . . ? C20 N5 Fe1 126.78(19) . . ? N1 C3 C4 117.6(3) . . ? C26 N6 C22 115.9(2) . . ? C26 N6 Fe1 134.6(2) . . ? C22 N6 Fe1 109.50(18) . . ? N2 C4 C5 124.2(3) . . ? N2 C4 C3 114.9(3) . . ? C5 C4 C3 120.9(3) . . ? C12 N3 C11 117.1(2) . . ? C12 N3 Fe1 116.5(2) . . ? C11 N3 Fe1 126.42(19) . . ? C4 C5 C6 118.2(3) . . ? C17 N4 C13 116.7(2) . . ? C17 N4 Fe1 133.6(2) . . ? C13 N4 Fe1 109.73(18) . . ? C7 C6 C5 118.6(3) . . ? C10 N7 C1 118.7(2) . . ? C10 N7 C19 118.2(2) . . ? C1 N7 C19 118.8(2) . . ? C6 C7 C8 121.0(3) . . ? N2 C8 C7 121.2(3) . . ? N2 C8 C9 118.8(3) . . ? C7 C8 C9 119.9(3) . . ? O1 C9 C8 112.6(3) . . ? N7 C19 C20 119.1(2) . . ? N5 C20 C19 113.2(2) . . ? N5 C21 C22 118.0(3) . . ? N6 C22 C23 124.2(3) . . ? N6 C22 C21 115.3(2) . . ? C23 C22 C21 120.5(3) . . ? C24 C23 C22 119.0(3) . . ? C25 C24 C23 117.5(3) . . ? C24 C25 C26 121.2(3) . . ? N6 C26 C25 122.2(3) . . ? N6 C26 C27 120.6(3) . . ? C25 C26 C27 117.2(3) . . ? O3 C27 C26 111.6(3) . . ? N7 C10 C11 119.4(2) . . ? N3 C11 C10 112.8(2) . . ? N3 C12 C13 117.5(3) . . ? N4 C13 C14 123.8(3) . . ? N4 C13 C12 114.9(3) . . ? C14 C13 C12 121.2(3) . . ? C15 C14 C13 119.0(3) . . ? C16 C15 C14 118.2(3) . . ? C15 C16 C17 120.9(3) . . ? N4 C17 C16 121.3(3) . . ? N4 C17 C18 118.9(2) . . ? C16 C17 C18 119.8(3) . . ? O2 C18 C17 110.6(2) . . ? O6 S1 O5 113.72(16) . . ? O6 S1 O4 115.00(16) . . ? O5 S1 O4 115.77(14) . . ? O6 S1 C28 102.13(16) . . ? O5 S1 C28 104.05(17) . . ? O4 S1 C28 103.86(16) . . ? F3 C28 F1 107.8(3) . . ? F3 C28 F2 107.2(3) . . ? F1 C28 F2 106.4(3) . . ? F3 C28 S1 112.9(3) . . ? F1 C28 S1 111.1(2) . . ? F2 C28 S1 111.1(3) . . ? O7 S2 O8 116.19(18) . . ? O7 S2 O9 113.21(18) . . ? O8 S2 O9 113.47(17) . . ? O7 S2 C29 104.55(16) . . ? O8 S2 C29 105.04(17) . . ? O9 S2 C29 102.56(18) . . ? F5B C29 F6A 55.8(11) . . ? F5B C29 F4A 118.3(10) . . ? F6A C29 F4A 110.5(3) . . ? F6A C29 F5A 105.4(3) . . ? F4A C29 F5A 107.8(3) . . ? F5B C29 F4B 114.0(12) . . ? F6A C29 F4B 123.3(8) . . ? F5A C29 F4B 92.2(8) . . ? F5B C29 F6B 91.6(13) . . ? F4A C29 F6B 80.6(9) . . ? F5A C29 F6B 140.3(9) . . ? F4B C29 F6B 97.3(11) . . ? F5B C29 S2 129.3(9) . . ? F6A C29 S2 111.5(3) . . ? F4A C29 S2 112.0(3) . . ? F5A C29 S2 109.4(3) . . ? F4B C29 S2 112.3(7) . . ? F6B C29 S2 102.3(8) . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.822 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.076 # Attachment '- msn308_892044.cif' data_msn308 _database_code_depnum_ccdc_archive 'CCDC 892044' #TrackingRef '- msn308_892044.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C79 H79 B2 Fe N9 O3' _chemical_formula_weight 1279.98 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' B B 0.0013 0.0007 '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' 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 13.8564(5) _cell_length_b 13.9397(5) _cell_length_c 17.9453(6) _cell_angle_alpha 94.418(2) _cell_angle_beta 103.112(2) _cell_angle_gamma 100.035(2) _cell_volume 3299.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9996 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 28.33 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 0.287 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6771 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65015 _diffrn_reflns_av_R_equivalents 0.0570 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.47 _reflns_number_total 16647 _reflns_number_gt 11590 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. In response to the B level alerts, attempts were made to model any potential disorder of C27 by parting the atom with little success as the atoms became NPD. The hydrogen atoms without an acceptor point toward the phenyl rings of the tetraphenylborate anions, and appear to not have a typical acceptor. ; _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^)+(0.0438P)^2^+1.2449P] 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 16647 _refine_ls_number_parameters 859 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1124 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.002 _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 0.21772(2) 0.241068(19) 0.187282(14) 0.01435(7) Uani 1 1 d . . . N1 N 0.17331(11) 0.37701(11) 0.15872(8) 0.0148(3) Uani 1 1 d . . . O1 O 0.05809(12) 0.03595(10) 0.14814(8) 0.0298(3) Uani 1 1 d . . . H1C H 0.0739 -0.0194 0.1445 0.045 Uiso 1 1 calc R . . C1 C 0.30918(15) 0.51703(14) 0.21634(11) 0.0227(4) Uani 1 1 d . . . H1A H 0.3610 0.5681 0.2046 0.027 Uiso 1 1 calc R . . H1B H 0.2683 0.5503 0.2447 0.027 Uiso 1 1 calc R . . B1 B 0.30867(16) 0.72217(15) 0.49470(11) 0.0168(4) Uani 1 1 d . . . N2 N 0.05440(11) 0.22311(11) 0.19763(8) 0.0152(3) Uani 1 1 d . . . O3A O 0.36159(17) 0.0339(2) 0.10498(13) 0.0360(9) Uani 0.642(5) 1 d P A 1 H3B H 0.3569 -0.0019 0.0639 0.054 Uiso 0.642(5) 1 calc PR A 1 O3B O 0.3405(3) -0.0501(3) 0.1151(2) 0.0308(15) Uani 0.358(5) 1 d P A 2 H3C H 0.3998 -0.0250 0.1399 0.046 Uiso 0.358(5) 1 calc PR A 2 C2 C 0.24060(15) 0.46107(13) 0.14071(10) 0.0191(4) Uani 1 1 d . . . H2A H 0.2001 0.5049 0.1126 0.023 Uiso 1 1 calc R . . H2B H 0.2821 0.4378 0.1076 0.023 Uiso 1 1 calc R . . B2 B 0.69906(15) 0.30262(15) 0.00713(11) 0.0145(4) Uani 1 1 d . . . O2 O -0.05026(10) 0.13761(10) -0.06178(7) 0.0251(3) Uani 1 1 d . . . H2C H -0.0685 0.1892 -0.0757 0.038 Uiso 1 1 calc R . . N5 N 0.24810(11) 0.28759(11) 0.31073(8) 0.0158(3) Uani 1 1 d . . . C3 C 0.08837(14) 0.38925(13) 0.16921(10) 0.0163(4) Uani 1 1 d . . . H3A H 0.0666 0.4491 0.1599 0.020 Uiso 1 1 calc R . . N6 N 0.26818(11) 0.11371(11) 0.24296(8) 0.0165(3) Uani 1 1 d . . . C4 C 0.02411(14) 0.31071(13) 0.19571(10) 0.0160(4) Uani 1 1 d . . . N3 N 0.37107(12) 0.28172(11) 0.17834(8) 0.0182(3) Uani 1 1 d . . . C5 C -0.06026(14) 0.32830(15) 0.21909(10) 0.0211(4) Uani 1 1 d . . . H5A H -0.0794 0.3904 0.2161 0.025 Uiso 1 1 calc R . . N4 N 0.20905(11) 0.21380(11) 0.05676(8) 0.0162(3) Uani 1 1 d . . . C6 C -0.11631(15) 0.25340(16) 0.24704(11) 0.0252(4) Uani 1 1 d . . . H6A H -0.1731 0.2637 0.2656 0.030 Uiso 1 1 calc R . . N7 N 0.35910(12) 0.45236(11) 0.26504(8) 0.0199(3) Uani 1 1 d . . . C7 C -0.08774(14) 0.16367(15) 0.24735(10) 0.0222(4) Uani 1 1 d . . . H7A H -0.1256 0.1110 0.2656 0.027 Uiso 1 1 calc R . . C8 C -0.00355(14) 0.14978(14) 0.22103(10) 0.0181(4) Uani 1 1 d . . . N8 N 0.1876(2) 1.1217(2) 0.71839(14) 0.0690(8) Uani 1 1 d . . . C9 C 0.02391(15) 0.04979(14) 0.21657(11) 0.0225(4) Uani 1 1 d . . . H9A H 0.0779 0.0457 0.2623 0.027 Uiso 1 1 calc R . . H9B H -0.0358 -0.0017 0.2151 0.027 Uiso 1 1 calc R . . N9 N 0.0967(2) 0.1423(2) 0.43482(16) 0.0697(8) Uani 1 1 d . . . C19 C 0.34626(15) 0.45452(14) 0.34334(10) 0.0210(4) Uani 1 1 d . . . H19A H 0.3440 0.5223 0.3628 0.025 Uiso 1 1 calc R . . H19B H 0.4052 0.4353 0.3770 0.025 Uiso 1 1 calc R . . C20 C 0.24969(15) 0.38556(13) 0.34778(10) 0.0185(4) Uani 1 1 d . . . H20A H 0.2476 0.3823 0.4023 0.022 Uiso 1 1 calc R . . H20B H 0.1898 0.4104 0.3213 0.022 Uiso 1 1 calc R . . C21 C 0.26920(14) 0.22185(14) 0.35362(10) 0.0192(4) Uani 1 1 d . . . H21A H 0.2777 0.2349 0.4077 0.023 Uiso 1 1 calc R . . C22 C 0.28050(14) 0.12646(13) 0.32053(10) 0.0183(4) Uani 1 1 d . . . C23 C 0.30555(17) 0.05544(14) 0.36723(11) 0.0269(5) Uani 1 1 d . . . H23A H 0.3116 0.0662 0.4212 0.032 Uiso 1 1 calc R . . C24 C 0.32152(17) -0.03101(15) 0.33430(12) 0.0295(5) Uani 1 1 d . . . H24A H 0.3382 -0.0812 0.3650 0.035 Uiso 1 1 calc R . . C25 C 0.31292(15) -0.04340(14) 0.25618(11) 0.0233(4) Uani 1 1 d . . . H25A H 0.3254 -0.1018 0.2325 0.028 Uiso 1 1 calc R . . C26 C 0.28587(14) 0.02966(14) 0.21185(11) 0.0202(4) Uani 1 1 d . A . C27 C 0.2751(2) 0.01484(17) 0.12604(12) 0.0348(6) Uani 1 1 d . . . H27A H 0.2416 -0.0540 0.1063 0.042 Uiso 0.642(5) 1 calc PR A 1 H27B H 0.2303 0.0576 0.1014 0.042 Uiso 0.642(5) 1 calc PR A 1 H27C H 0.2042 -0.0138 0.0987 0.042 Uiso 0.358(5) 1 d PR A 2 H27D H 0.2958 0.0780 0.1068 0.042 Uiso 0.358(5) 1 d PR A 2 C10 C 0.45610(15) 0.43619(15) 0.25431(11) 0.0256(5) Uani 1 1 d . . . H10A H 0.5102 0.4681 0.3000 0.031 Uiso 1 1 calc R . . H10B H 0.4699 0.4665 0.2087 0.031 Uiso 1 1 calc R . . C11 C 0.45715(14) 0.32687(15) 0.24293(11) 0.0235(4) Uani 1 1 d . . . H11A H 0.5213 0.3167 0.2311 0.028 Uiso 1 1 calc R . . H11B H 0.4508 0.2970 0.2903 0.028 Uiso 1 1 calc R . . C12 C 0.38692(15) 0.27127(15) 0.11149(11) 0.0226(4) Uani 1 1 d . . . H12A H 0.4541 0.2846 0.1054 0.027 Uiso 1 1 calc R . . C13 C 0.30244(14) 0.23885(14) 0.04386(10) 0.0187(4) Uani 1 1 d . . . C14 C 0.32019(15) 0.23936(14) -0.02882(10) 0.0216(4) Uani 1 1 d . . . H14A H 0.3870 0.2572 -0.0351 0.026 Uiso 1 1 calc R . . C15 C 0.23896(15) 0.21343(14) -0.09214(10) 0.0214(4) Uani 1 1 d . . . H15A H 0.2489 0.2126 -0.1428 0.026 Uiso 1 1 calc R . . C16 C 0.14372(15) 0.18892(13) -0.08062(10) 0.0207(4) Uani 1 1 d . . . H16A H 0.0868 0.1717 -0.1235 0.025 Uiso 1 1 calc R . . C17 C 0.13052(14) 0.18936(13) -0.00560(10) 0.0169(4) Uani 1 1 d . . . C18 C 0.02671(14) 0.16095(15) 0.00832(10) 0.0217(4) Uani 1 1 d . . . H18A H 0.0247 0.1035 0.0375 0.026 Uiso 1 1 calc R . . H18B H 0.0131 0.2159 0.0402 0.026 Uiso 1 1 calc R . . C28 C 0.34172(14) 0.80672(13) 0.56993(10) 0.0179(4) Uani 1 1 d . . . C29 C 0.38912(16) 0.90315(14) 0.56535(11) 0.0229(4) Uani 1 1 d . . . H29A H 0.4003 0.9193 0.5171 0.028 Uiso 1 1 calc R . . C30 C 0.42024(17) 0.97578(15) 0.62778(12) 0.0297(5) Uani 1 1 d . . . H30A H 0.4521 1.0398 0.6217 0.036 Uiso 1 1 calc R . . C31 C 0.40489(18) 0.95523(16) 0.69906(12) 0.0311(5) Uani 1 1 d . . . H31A H 0.4264 1.0045 0.7422 0.037 Uiso 1 1 calc R . . C32 C 0.35790(17) 0.86204(16) 0.70622(11) 0.0286(5) Uani 1 1 d . . . H32A H 0.3465 0.8469 0.7546 0.034 Uiso 1 1 calc R . . C33 C 0.32705(15) 0.78989(15) 0.64277(11) 0.0228(4) Uani 1 1 d . . . H33A H 0.2945 0.7263 0.6493 0.027 Uiso 1 1 calc R . . C34 C 0.20007(14) 0.73169(14) 0.43747(10) 0.0201(4) Uani 1 1 d . C . C35 C 0.16741(16) 0.82090(16) 0.43096(12) 0.0277(5) Uani 1 1 d . . . H35A H 0.2080 0.8780 0.4626 0.033 Uiso 1 1 calc R B 2 C36 C 0.07779(18) 0.82954(19) 0.37994(13) 0.0386(6) Uani 1 1 d . C 2 H36A H 0.0587 0.8917 0.3775 0.046 Uiso 1 1 calc R C 2 C37 C 0.01695(18) 0.7483(2) 0.33318(13) 0.0405(6) Uani 1 1 d . C 2 H37A H -0.0443 0.7538 0.2986 0.049 Uiso 1 1 calc R C 2 C38 C 0.04636(17) 0.65869(18) 0.33725(12) 0.0334(5) Uani 1 1 d . . . H38A H 0.0052 0.6020 0.3053 0.040 Uiso 1 1 calc R C 2 C39 C 0.13617(15) 0.65134(16) 0.38808(11) 0.0251(4) Uani 1 1 d . C . H39A H 0.1551 0.5891 0.3894 0.030 Uiso 1 1 calc R . . C40 C 0.39670(14) 0.73780(12) 0.44619(10) 0.0153(4) Uani 1 1 d . . . C41 C 0.50027(15) 0.76082(13) 0.48316(10) 0.0188(4) Uani 1 1 d . . . H41A H 0.5195 0.7694 0.5379 0.023 Uiso 1 1 calc R . . C42 C 0.57568(14) 0.77155(14) 0.44346(10) 0.0193(4) Uani 1 1 d . . . H42A H 0.6446 0.7869 0.4711 0.023 Uiso 1 1 calc R . . C43 C 0.55089(15) 0.75995(13) 0.36336(10) 0.0190(4) Uani 1 1 d . . . H43A H 0.6022 0.7669 0.3358 0.023 Uiso 1 1 calc R . . C44 C 0.44982(15) 0.73812(13) 0.32465(10) 0.0190(4) Uani 1 1 d . . . H44A H 0.4312 0.7302 0.2699 0.023 Uiso 1 1 calc R . . C45 C 0.37560(14) 0.72773(13) 0.36544(10) 0.0174(4) Uani 1 1 d . . . H45A H 0.3069 0.7130 0.3372 0.021 Uiso 1 1 calc R . . C46 C 0.29836(14) 0.61231(13) 0.52424(10) 0.0173(4) Uani 1 1 d . . . C47 C 0.37410(15) 0.55677(13) 0.53132(10) 0.0183(4) Uani 1 1 d . . . H47A H 0.4347 0.5827 0.5173 0.022 Uiso 1 1 calc R . . C48 C 0.36469(16) 0.46527(14) 0.55793(10) 0.0228(4) Uani 1 1 d . . . H48A H 0.4181 0.4301 0.5614 0.027 Uiso 1 1 calc R . . C49 C 0.27799(17) 0.42535(15) 0.57940(11) 0.0261(5) Uani 1 1 d . . . H49A H 0.2713 0.3630 0.5977 0.031 Uiso 1 1 calc R . . C50 C 0.20093(17) 0.47801(15) 0.57369(11) 0.0272(5) Uani 1 1 d . . . H50A H 0.1410 0.4519 0.5885 0.033 Uiso 1 1 calc R . . C51 C 0.21139(16) 0.56893(14) 0.54638(11) 0.0233(4) Uani 1 1 d . . . H51A H 0.1573 0.6033 0.5425 0.028 Uiso 1 1 calc R . . C52 C 0.69058(14) 0.19285(13) 0.03594(9) 0.0152(4) Uani 1 1 d . . . C53 C 0.77256(14) 0.14505(14) 0.05086(10) 0.0187(4) Uani 1 1 d . . . H53A H 0.8345 0.1754 0.0409 0.022 Uiso 1 1 calc R . . C54 C 0.76722(16) 0.05476(14) 0.07974(11) 0.0240(4) Uani 1 1 d . . . H54A H 0.8241 0.0240 0.0875 0.029 Uiso 1 1 calc R . . C55 C 0.67921(17) 0.00999(14) 0.09702(11) 0.0249(5) Uani 1 1 d . . . H55A H 0.6759 -0.0505 0.1183 0.030 Uiso 1 1 calc R . . C56 C 0.59584(16) 0.05427(14) 0.08290(10) 0.0229(4) Uani 1 1 d . . . H56A H 0.5347 0.0240 0.0942 0.027 Uiso 1 1 calc R . . C57 C 0.60183(14) 0.14318(13) 0.05212(10) 0.0181(4) Uani 1 1 d . . . H57A H 0.5433 0.1715 0.0416 0.022 Uiso 1 1 calc R . . C58 C 0.72491(13) 0.38474(13) 0.08347(10) 0.0150(4) Uani 1 1 d . . . C59 C 0.69869(13) 0.36350(14) 0.15254(10) 0.0168(4) Uani 1 1 d . . . H59A H 0.6644 0.2990 0.1550 0.020 Uiso 1 1 calc R . . C60 C 0.72064(14) 0.43229(14) 0.21719(10) 0.0181(4) Uani 1 1 d . . . H60A H 0.7010 0.4143 0.2624 0.022 Uiso 1 1 calc R . . C61 C 0.77091(14) 0.52686(14) 0.21636(11) 0.0194(4) Uani 1 1 d . . . H61A H 0.7879 0.5735 0.2610 0.023 Uiso 1 1 calc R . . C62 C 0.79603(14) 0.55216(14) 0.14895(11) 0.0194(4) Uani 1 1 d . . . H62A H 0.8294 0.6171 0.1469 0.023 Uiso 1 1 calc R . . C63 C 0.77251(14) 0.48275(13) 0.08428(10) 0.0182(4) Uani 1 1 d . . . H63A H 0.7894 0.5024 0.0385 0.022 Uiso 1 1 calc R . . C64 C 0.59249(13) 0.31198(14) -0.05233(10) 0.0161(4) Uani 1 1 d . . . C65 C 0.53677(13) 0.23356(14) -0.10825(10) 0.0171(4) Uani 1 1 d . . . H65A H 0.5572 0.1719 -0.1071 0.021 Uiso 1 1 calc R . . C66 C 0.45306(14) 0.24269(15) -0.16504(10) 0.0199(4) Uani 1 1 d . . . H66A H 0.4183 0.1883 -0.2023 0.024 Uiso 1 1 calc R . . C67 C 0.42022(14) 0.33136(15) -0.16734(10) 0.0222(4) Uani 1 1 d . . . H67A H 0.3644 0.3387 -0.2069 0.027 Uiso 1 1 calc R . . C68 C 0.46990(14) 0.40880(15) -0.11117(11) 0.0215(4) Uani 1 1 d . . . H68A H 0.4461 0.4687 -0.1106 0.026 Uiso 1 1 calc R . . C69 C 0.55497(14) 0.39910(14) -0.05527(10) 0.0179(4) Uani 1 1 d . . . H69A H 0.5887 0.4536 -0.0178 0.021 Uiso 1 1 calc R . . C70 C 0.78871(13) 0.31913(13) -0.04079(10) 0.0143(4) Uani 1 1 d . . . C71 C 0.89000(14) 0.36348(13) -0.00571(10) 0.0171(4) Uani 1 1 d . . . H71A H 0.9082 0.3842 0.0482 0.021 Uiso 1 1 calc R . . C72 C 0.96456(14) 0.37830(14) -0.04647(11) 0.0195(4) Uani 1 1 d . . . H72A H 1.0316 0.4097 -0.0204 0.023 Uiso 1 1 calc R . . C73 C 0.94161(14) 0.34757(14) -0.12495(11) 0.0201(4) Uani 1 1 d . . . H73A H 0.9921 0.3583 -0.1531 0.024 Uiso 1 1 calc R . . C74 C 0.84334(15) 0.30082(14) -0.16152(11) 0.0202(4) Uani 1 1 d . . . H74A H 0.8264 0.2778 -0.2150 0.024 Uiso 1 1 calc R . . C75 C 0.76964(14) 0.28762(13) -0.11984(10) 0.0160(4) Uani 1 1 d . . . H75A H 0.7030 0.2556 -0.1463 0.019 Uiso 1 1 calc R . . C76 C 0.18001(18) 1.07460(19) 0.66232(14) 0.0390(6) Uani 1 1 d . . . C77 C 0.1685(2) 1.0124(2) 0.59161(14) 0.0494(7) Uani 1 1 d . . . H77A H 0.2074 1.0472 0.5591 0.074 Uiso 1 1 calc R . . H77B H 0.0969 0.9955 0.5642 0.074 Uiso 1 1 calc R . . H77C H 0.1934 0.9523 0.6034 0.074 Uiso 1 1 calc R . . C78 C 0.0552(2) 0.2026(2) 0.44498(15) 0.0467(7) Uani 1 1 d . . . C79 C 0.0008(2) 0.2805(2) 0.45679(15) 0.0491(7) Uani 1 1 d . . . H79A H 0.0486 0.3388 0.4857 0.074 Uiso 1 1 calc R . . H79B H -0.0492 0.2586 0.4859 0.074 Uiso 1 1 calc R . . H79C H -0.0338 0.2966 0.4067 0.074 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 0.01577(14) 0.01668(14) 0.01266(13) 0.00415(10) 0.00520(10) 0.00538(11) N1 0.0186(8) 0.0141(8) 0.0093(7) 0.0004(6) 0.0004(6) 0.0007(6) O1 0.0444(9) 0.0220(8) 0.0283(8) 0.0050(6) 0.0145(7) 0.0124(7) C1 0.0289(11) 0.0156(10) 0.0188(9) 0.0034(8) 0.0013(8) -0.0031(8) B1 0.0203(11) 0.0163(10) 0.0139(9) 0.0022(8) 0.0042(8) 0.0040(9) N2 0.0165(8) 0.0152(8) 0.0132(7) 0.0014(6) 0.0023(6) 0.0032(6) O3A 0.0244(13) 0.053(2) 0.0261(13) -0.0083(12) 0.0084(10) -0.0004(12) O3B 0.044(3) 0.032(3) 0.020(2) -0.0015(18) 0.0042(18) 0.021(2) C2 0.0240(10) 0.0161(9) 0.0152(9) 0.0051(7) 0.0029(8) -0.0003(8) B2 0.0140(10) 0.0154(10) 0.0142(9) 0.0040(8) 0.0033(8) 0.0031(8) O2 0.0265(8) 0.0242(8) 0.0225(7) 0.0005(6) 0.0005(6) 0.0077(6) N5 0.0156(8) 0.0152(8) 0.0159(7) 0.0024(6) 0.0039(6) 0.0011(6) C3 0.0205(10) 0.0139(9) 0.0132(8) 0.0009(7) -0.0003(7) 0.0057(7) N6 0.0153(8) 0.0186(8) 0.0170(7) 0.0045(6) 0.0056(6) 0.0042(6) C4 0.0163(9) 0.0179(9) 0.0120(8) 0.0009(7) -0.0008(7) 0.0048(7) N3 0.0178(8) 0.0223(9) 0.0155(7) 0.0052(6) 0.0042(6) 0.0051(7) C5 0.0203(10) 0.0251(11) 0.0181(9) -0.0006(8) 0.0028(8) 0.0089(8) N4 0.0191(8) 0.0152(8) 0.0161(7) 0.0030(6) 0.0061(6) 0.0056(6) C6 0.0183(10) 0.0394(13) 0.0213(10) 0.0054(9) 0.0074(8) 0.0103(9) N7 0.0240(9) 0.0208(8) 0.0132(7) 0.0039(6) 0.0032(6) 0.0011(7) C7 0.0188(10) 0.0298(11) 0.0180(9) 0.0065(8) 0.0046(8) 0.0033(8) C8 0.0165(9) 0.0221(10) 0.0137(8) 0.0036(7) 0.0007(7) 0.0015(8) N8 0.0712(18) 0.087(2) 0.0452(14) -0.0133(14) -0.0023(13) 0.0372(16) C9 0.0229(10) 0.0207(10) 0.0242(10) 0.0068(8) 0.0061(8) 0.0030(8) N9 0.0657(18) 0.083(2) 0.0825(19) 0.0319(16) 0.0408(15) 0.0348(16) C19 0.0275(11) 0.0197(10) 0.0122(8) 0.0001(7) 0.0018(8) 0.0002(8) C20 0.0248(10) 0.0186(10) 0.0116(8) 0.0008(7) 0.0032(7) 0.0051(8) C21 0.0208(10) 0.0222(10) 0.0123(8) 0.0026(7) 0.0020(7) 0.0005(8) C22 0.0177(9) 0.0169(9) 0.0176(9) 0.0028(7) 0.0006(7) 0.0005(8) C23 0.0402(13) 0.0194(10) 0.0170(9) 0.0056(8) 0.0004(9) 0.0022(9) C24 0.0409(13) 0.0189(10) 0.0254(11) 0.0086(9) -0.0001(9) 0.0053(9) C25 0.0262(11) 0.0171(10) 0.0266(10) 0.0035(8) 0.0053(9) 0.0054(8) C26 0.0197(10) 0.0199(10) 0.0243(10) 0.0053(8) 0.0088(8) 0.0065(8) C27 0.0599(16) 0.0315(12) 0.0285(11) 0.0104(10) 0.0242(11) 0.0298(12) C10 0.0190(10) 0.0343(12) 0.0169(9) 0.0034(8) -0.0002(8) -0.0064(9) C11 0.0150(9) 0.0359(12) 0.0194(9) 0.0061(9) 0.0037(8) 0.0040(9) C12 0.0159(10) 0.0339(12) 0.0204(9) 0.0063(8) 0.0071(8) 0.0068(9) C13 0.0202(10) 0.0205(10) 0.0182(9) 0.0036(8) 0.0074(8) 0.0075(8) C14 0.0238(10) 0.0252(11) 0.0198(9) 0.0046(8) 0.0108(8) 0.0079(8) C15 0.0319(11) 0.0205(10) 0.0155(9) 0.0027(8) 0.0102(8) 0.0088(9) C16 0.0285(11) 0.0164(9) 0.0161(9) 0.0010(7) 0.0024(8) 0.0054(8) C17 0.0222(10) 0.0103(9) 0.0195(9) 0.0026(7) 0.0060(8) 0.0047(7) C18 0.0204(10) 0.0274(11) 0.0165(9) 0.0041(8) 0.0027(8) 0.0045(8) C28 0.0225(10) 0.0182(10) 0.0156(9) 0.0028(7) 0.0061(8) 0.0091(8) C29 0.0318(11) 0.0173(10) 0.0219(10) 0.0035(8) 0.0087(9) 0.0076(9) C30 0.0374(13) 0.0170(10) 0.0345(12) -0.0013(9) 0.0105(10) 0.0045(9) C31 0.0409(13) 0.0242(11) 0.0256(11) -0.0090(9) 0.0065(10) 0.0068(10) C32 0.0394(13) 0.0307(12) 0.0161(9) -0.0020(8) 0.0085(9) 0.0081(10) C33 0.0276(11) 0.0214(10) 0.0196(9) 0.0025(8) 0.0062(8) 0.0051(9) C34 0.0200(10) 0.0275(11) 0.0155(9) 0.0055(8) 0.0080(8) 0.0056(8) C35 0.0289(12) 0.0309(12) 0.0256(10) 0.0061(9) 0.0071(9) 0.0106(9) C36 0.0344(13) 0.0499(15) 0.0376(13) 0.0153(12) 0.0075(11) 0.0224(12) C37 0.0278(12) 0.0672(18) 0.0283(12) 0.0117(12) 0.0029(10) 0.0170(12) C38 0.0263(12) 0.0479(15) 0.0226(11) 0.0007(10) 0.0038(9) 0.0025(11) C39 0.0236(11) 0.0317(12) 0.0188(9) 0.0009(8) 0.0040(8) 0.0046(9) C40 0.0226(10) 0.0099(8) 0.0144(8) 0.0026(7) 0.0054(7) 0.0041(7) C41 0.0250(10) 0.0200(10) 0.0120(8) 0.0020(7) 0.0049(7) 0.0056(8) C42 0.0185(10) 0.0206(10) 0.0183(9) 0.0028(8) 0.0028(8) 0.0043(8) C43 0.0254(10) 0.0158(9) 0.0180(9) 0.0035(7) 0.0093(8) 0.0039(8) C44 0.0270(11) 0.0171(10) 0.0124(8) 0.0004(7) 0.0057(8) 0.0029(8) C45 0.0210(10) 0.0137(9) 0.0153(9) 0.0007(7) 0.0015(7) 0.0018(8) C46 0.0234(10) 0.0172(9) 0.0093(8) -0.0020(7) 0.0032(7) 0.0013(8) C47 0.0229(10) 0.0175(9) 0.0120(8) -0.0003(7) 0.0023(7) 0.0008(8) C48 0.0312(11) 0.0185(10) 0.0163(9) 0.0007(8) 0.0003(8) 0.0058(9) C49 0.0394(13) 0.0172(10) 0.0185(9) 0.0036(8) 0.0044(9) -0.0004(9) C50 0.0329(12) 0.0243(11) 0.0219(10) 0.0028(8) 0.0093(9) -0.0042(9) C51 0.0256(11) 0.0220(10) 0.0231(10) 0.0022(8) 0.0081(8) 0.0041(9) C52 0.0188(9) 0.0143(9) 0.0101(8) 0.0000(7) 0.0013(7) 0.0009(7) C53 0.0176(9) 0.0201(10) 0.0169(9) 0.0028(7) 0.0015(7) 0.0030(8) C54 0.0318(12) 0.0178(10) 0.0215(10) 0.0031(8) 0.0015(8) 0.0091(9) C55 0.0441(13) 0.0134(9) 0.0170(9) 0.0030(8) 0.0076(9) 0.0044(9) C56 0.0311(11) 0.0176(10) 0.0173(9) -0.0001(8) 0.0081(8) -0.0041(9) C57 0.0199(10) 0.0189(10) 0.0148(9) 0.0013(7) 0.0049(7) 0.0009(8) C58 0.0105(8) 0.0178(9) 0.0169(9) 0.0043(7) 0.0018(7) 0.0044(7) C59 0.0145(9) 0.0175(9) 0.0180(9) 0.0043(7) 0.0035(7) 0.0020(7) C60 0.0164(9) 0.0234(10) 0.0157(9) 0.0038(8) 0.0040(7) 0.0066(8) C61 0.0161(9) 0.0211(10) 0.0197(9) -0.0013(8) 0.0009(7) 0.0064(8) C62 0.0152(9) 0.0157(9) 0.0273(10) 0.0039(8) 0.0040(8) 0.0040(8) C63 0.0173(9) 0.0192(10) 0.0196(9) 0.0060(8) 0.0058(7) 0.0047(8) C64 0.0141(9) 0.0224(10) 0.0132(8) 0.0064(7) 0.0058(7) 0.0025(7) C65 0.0154(9) 0.0223(10) 0.0156(9) 0.0057(7) 0.0063(7) 0.0038(8) C66 0.0155(9) 0.0323(11) 0.0127(8) 0.0028(8) 0.0063(7) 0.0028(8) C67 0.0155(9) 0.0397(12) 0.0151(9) 0.0108(9) 0.0054(7) 0.0097(9) C68 0.0208(10) 0.0280(11) 0.0225(10) 0.0121(8) 0.0107(8) 0.0120(8) C69 0.0170(9) 0.0214(10) 0.0176(9) 0.0065(8) 0.0073(7) 0.0044(8) C70 0.0134(9) 0.0123(9) 0.0184(9) 0.0059(7) 0.0040(7) 0.0035(7) C71 0.0171(9) 0.0175(9) 0.0166(9) 0.0033(7) 0.0029(7) 0.0039(8) C72 0.0142(9) 0.0172(10) 0.0271(10) 0.0034(8) 0.0048(8) 0.0026(8) C73 0.0184(10) 0.0210(10) 0.0252(10) 0.0065(8) 0.0113(8) 0.0058(8) C74 0.0233(10) 0.0226(10) 0.0168(9) 0.0040(8) 0.0061(8) 0.0080(8) C75 0.0139(9) 0.0159(9) 0.0180(9) 0.0026(7) 0.0032(7) 0.0028(7) C76 0.0340(13) 0.0483(15) 0.0347(13) 0.0039(12) 0.0048(11) 0.0136(12) C77 0.0564(18) 0.0558(17) 0.0368(14) 0.0000(12) 0.0097(12) 0.0184(14) C78 0.0395(15) 0.0659(19) 0.0404(14) 0.0144(13) 0.0188(12) 0.0101(14) C79 0.0478(16) 0.0617(18) 0.0386(14) -0.0022(13) 0.0143(12) 0.0115(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N3 2.1474(16) . ? Fe1 N1 2.1552(15) . ? Fe1 N5 2.1830(15) . ? Fe1 N6 2.2422(15) . ? Fe1 N2 2.2844(15) . ? Fe1 N4 2.3161(14) . ? N1 C3 1.271(2) . ? N1 C2 1.470(2) . ? O1 C9 1.424(2) . ? C1 N7 1.456(2) . ? C1 C2 1.532(3) . ? B1 C28 1.646(3) . ? B1 C40 1.647(3) . ? B1 C34 1.651(3) . ? B1 C46 1.652(3) . ? N2 C8 1.341(2) . ? N2 C4 1.359(2) . ? O3A C27 1.327(3) . ? O3B C27 1.421(4) . ? B2 C58 1.646(3) . ? B2 C52 1.646(3) . ? B2 C64 1.646(3) . ? B2 C70 1.659(3) . ? O2 C18 1.426(2) . ? N5 C21 1.272(2) . ? N5 C20 1.467(2) . ? C3 C4 1.466(3) . ? N6 C26 1.344(2) . ? N6 C22 1.357(2) . ? C4 C5 1.382(3) . ? N3 C12 1.270(2) . ? N3 C11 1.470(2) . ? C5 C6 1.386(3) . ? N4 C17 1.346(2) . ? N4 C13 1.357(2) . ? C6 C7 1.376(3) . ? N7 C10 1.453(3) . ? N7 C19 1.455(2) . ? C7 C8 1.391(3) . ? C8 C9 1.508(3) . ? N8 C76 1.132(3) . ? N9 C78 1.124(3) . ? C19 C20 1.527(3) . ? C21 C22 1.462(3) . ? C22 C23 1.385(3) . ? C23 C24 1.376(3) . ? C24 C25 1.374(3) . ? C25 C26 1.390(3) . ? C26 C27 1.507(3) . ? C10 C11 1.525(3) . ? C12 C13 1.461(3) . ? C13 C14 1.381(2) . ? C14 C15 1.379(3) . ? C15 C16 1.371(3) . ? C16 C17 1.399(2) . ? C17 C18 1.506(3) . ? C28 C33 1.399(2) . ? C28 C29 1.407(3) . ? C29 C30 1.386(3) . ? C30 C31 1.386(3) . ? C31 C32 1.377(3) . ? C32 C33 1.394(3) . ? C34 C35 1.400(3) . ? C34 C39 1.403(3) . ? C35 C36 1.396(3) . ? C36 C37 1.377(4) . ? C37 C38 1.382(3) . ? C38 C39 1.391(3) . ? C40 C45 1.403(2) . ? C40 C41 1.406(3) . ? C41 C42 1.386(3) . ? C42 C43 1.390(2) . ? C43 C44 1.383(3) . ? C44 C45 1.386(3) . ? C46 C47 1.398(3) . ? C46 C51 1.406(3) . ? C47 C48 1.391(3) . ? C48 C49 1.382(3) . ? C49 C50 1.387(3) . ? C50 C51 1.390(3) . ? C52 C53 1.400(3) . ? C52 C57 1.404(2) . ? C53 C54 1.394(3) . ? C54 C55 1.382(3) . ? C55 C56 1.385(3) . ? C56 C57 1.392(3) . ? C58 C59 1.407(2) . ? C58 C63 1.407(2) . ? C59 C60 1.387(3) . ? C60 C61 1.382(3) . ? C61 C62 1.387(3) . ? C62 C63 1.391(3) . ? C64 C69 1.402(3) . ? C64 C65 1.408(3) . ? C65 C66 1.391(2) . ? C66 C67 1.390(3) . ? C67 C68 1.383(3) . ? C68 C69 1.398(3) . ? C70 C75 1.403(2) . ? C70 C71 1.409(2) . ? C71 C72 1.392(3) . ? C72 C73 1.387(3) . ? C73 C74 1.389(3) . ? C74 C75 1.392(3) . ? C76 C77 1.441(3) . ? C78 C79 1.454(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Fe1 N1 96.47(6) . . ? N3 Fe1 N5 96.33(6) . . ? N1 Fe1 N5 92.13(5) . . ? N3 Fe1 N6 85.40(6) . . ? N1 Fe1 N6 167.77(5) . . ? N5 Fe1 N6 75.64(5) . . ? N3 Fe1 N2 171.16(6) . . ? N1 Fe1 N2 75.06(5) . . ? N5 Fe1 N2 81.66(5) . . ? N6 Fe1 N2 102.33(5) . . ? N3 Fe1 N4 75.09(6) . . ? N1 Fe1 N4 83.80(5) . . ? N5 Fe1 N4 169.94(5) . . ? N6 Fe1 N4 108.32(5) . . ? N2 Fe1 N4 106.02(5) . . ? C3 N1 C2 118.25(16) . . ? C3 N1 Fe1 116.60(12) . . ? C2 N1 Fe1 124.34(12) . . ? N7 C1 C2 112.01(15) . . ? C28 B1 C40 108.39(15) . . ? C28 B1 C34 111.00(15) . . ? C40 B1 C34 108.68(14) . . ? C28 B1 C46 109.40(14) . . ? C40 B1 C46 109.88(15) . . ? C34 B1 C46 109.48(15) . . ? C8 N2 C4 117.36(16) . . ? C8 N2 Fe1 130.38(12) . . ? C4 N2 Fe1 110.42(11) . . ? N1 C2 C1 108.65(14) . . ? C58 B2 C52 108.42(14) . . ? C58 B2 C64 110.05(15) . . ? C52 B2 C64 110.64(15) . . ? C58 B2 C70 111.41(15) . . ? C52 B2 C70 108.94(14) . . ? C64 B2 C70 107.38(13) . . ? C21 N5 C20 118.19(15) . . ? C21 N5 Fe1 114.82(13) . . ? C20 N5 Fe1 126.95(11) . . ? N1 C3 C4 119.84(16) . . ? C26 N6 C22 117.38(15) . . ? C26 N6 Fe1 130.55(12) . . ? C22 N6 Fe1 112.06(12) . . ? N2 C4 C5 123.42(17) . . ? N2 C4 C3 116.18(16) . . ? C5 C4 C3 120.37(17) . . ? C12 N3 C11 117.99(16) . . ? C12 N3 Fe1 117.18(13) . . ? C11 N3 Fe1 124.68(12) . . ? C4 C5 C6 118.52(18) . . ? C17 N4 C13 117.01(15) . . ? C17 N4 Fe1 132.32(12) . . ? C13 N4 Fe1 110.19(11) . . ? C7 C6 C5 118.46(18) . . ? C10 N7 C19 116.47(15) . . ? C10 N7 C1 117.25(15) . . ? C19 N7 C1 116.86(16) . . ? C6 C7 C8 120.25(18) . . ? N2 C8 C7 121.84(17) . . ? N2 C8 C9 117.89(16) . . ? C7 C8 C9 120.26(17) . . ? O1 C9 C8 107.79(14) . . ? N7 C19 C20 111.99(15) . . ? N5 C20 C19 108.88(15) . . ? N5 C21 C22 120.68(16) . . ? N6 C22 C23 122.91(18) . . ? N6 C22 C21 116.23(15) . . ? C23 C22 C21 120.84(17) . . ? C24 C23 C22 118.97(18) . . ? C25 C24 C23 118.71(18) . . ? C24 C25 C26 119.89(19) . . ? N6 C26 C25 122.08(17) . . ? N6 C26 C27 118.36(16) . . ? C25 C26 C27 119.56(18) . . ? O3A C27 O3B 51.4(2) . . ? O3A C27 C26 114.5(2) . . ? O3B C27 C26 105.2(2) . . ? N7 C10 C11 111.08(16) . . ? N3 C11 C10 107.28(15) . . ? N3 C12 C13 120.40(18) . . ? N4 C13 C14 123.60(17) . . ? N4 C13 C12 116.98(16) . . ? C14 C13 C12 119.35(17) . . ? C15 C14 C13 118.66(18) . . ? C16 C15 C14 118.85(17) . . ? C15 C16 C17 119.87(18) . . ? N4 C17 C16 121.99(17) . . ? N4 C17 C18 117.28(15) . . ? C16 C17 C18 120.73(17) . . ? O2 C18 C17 112.21(15) . . ? C33 C28 C29 114.54(17) . . ? C33 C28 B1 124.03(17) . . ? C29 C28 B1 121.42(16) . . ? C30 C29 C28 123.18(18) . . ? C29 C30 C31 120.1(2) . . ? C32 C31 C30 118.82(19) . . ? C31 C32 C33 120.27(19) . . ? C32 C33 C28 123.06(19) . . ? C35 C34 C39 114.82(18) . . ? C35 C34 B1 122.94(18) . . ? C39 C34 B1 122.13(17) . . ? C36 C35 C34 122.8(2) . . ? C37 C36 C35 120.2(2) . . ? C36 C37 C38 119.0(2) . . ? C37 C38 C39 120.1(2) . . ? C38 C39 C34 123.0(2) . . ? C45 C40 C41 114.43(16) . . ? C45 C40 B1 123.46(16) . . ? C41 C40 B1 122.10(15) . . ? C42 C41 C40 123.07(16) . . ? C41 C42 C43 120.32(18) . . ? C44 C43 C42 118.51(18) . . ? C43 C44 C45 120.26(17) . . ? C44 C45 C40 123.40(17) . . ? C47 C46 C51 114.92(17) . . ? C47 C46 B1 123.89(17) . . ? C51 C46 B1 121.16(17) . . ? C48 C47 C46 122.94(18) . . ? C49 C48 C47 120.31(19) . . ? C48 C49 C50 118.80(18) . . ? C49 C50 C51 120.05(19) . . ? C50 C51 C46 122.97(19) . . ? C53 C52 C57 115.12(16) . . ? C53 C52 B2 122.73(16) . . ? C57 C52 B2 122.03(16) . . ? C54 C53 C52 122.81(18) . . ? C55 C54 C53 120.04(19) . . ? C54 C55 C56 119.23(17) . . ? C55 C56 C57 119.85(18) . . ? C56 C57 C52 122.89(18) . . ? C59 C58 C63 114.47(16) . . ? C59 C58 B2 122.79(16) . . ? C63 C58 B2 122.71(15) . . ? C60 C59 C58 123.06(17) . . ? C61 C60 C59 120.51(17) . . ? C60 C61 C62 118.62(18) . . ? C61 C62 C63 120.24(17) . . ? C62 C63 C58 123.03(17) . . ? C69 C64 C65 115.40(16) . . ? C69 C64 B2 123.20(16) . . ? C65 C64 B2 121.22(16) . . ? C66 C65 C64 122.64(18) . . ? C67 C66 C65 120.06(18) . . ? C68 C67 C66 119.08(17) . . ? C67 C68 C69 120.17(18) . . ? C68 C69 C64 122.53(18) . . ? C75 C70 C71 114.55(16) . . ? C75 C70 B2 122.21(15) . . ? C71 C70 B2 123.22(15) . . ? C72 C71 C70 122.92(17) . . ? C73 C72 C71 120.41(18) . . ? C72 C73 C74 118.66(17) . . ? C73 C74 C75 120.01(17) . . ? C74 C75 C70 123.41(17) . . ? N8 C76 C77 178.4(3) . . ? N9 C78 C79 179.1(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.372 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.059 # Attachment '- msn309_892318.cif' data_msn309 _database_code_depnum_ccdc_archive 'CCDC 892318' #TrackingRef '- msn309_892318.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H24 F6 Fe N4 O8 S2' _chemical_formula_weight 682.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.3173(8) _cell_length_b 15.4235(10) _cell_length_c 14.8826(8) _cell_angle_alpha 90.00 _cell_angle_beta 112.692(3) _cell_angle_gamma 90.00 _cell_volume 2820.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9918 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 33.49 _exptl_crystal_description Plate _exptl_crystal_colour red _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.772 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7527 _exptl_absorpt_correction_T_max 0.8608 _exptl_absorpt_process_details SADABS,Bruker(2000) _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38061 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0437 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 33.52 _reflns_number_total 10522 _reflns_number_gt 8085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. ACTA 50 was used to limit the maxium value of 2theta as the completeness of the data is low. ; _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^)+(0.0336P)^2^+0.9767P] 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 10522 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0865 _refine_ls_wR_factor_gt 0.0796 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.002 _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 0.717950(14) 0.649980(12) 0.143011(13) 0.01133(5) Uani 1 1 d . . . S2 S 0.43296(3) 0.60821(2) 0.28903(2) 0.01568(7) Uani 1 1 d . . . O1 O 0.76963(8) 0.61589(6) 0.29471(7) 0.01635(19) Uani 1 1 d . . . H1D H 0.8215 0.6401 0.3394 0.025 Uiso 1 1 calc R . . O2 O 0.56470(7) 0.70931(6) 0.13363(7) 0.01511(18) Uani 1 1 d . . . H2C H 0.5350 0.6960 0.1723 0.023 Uiso 1 1 calc R . . N4 N 0.73100(8) 0.78294(7) 0.12198(8) 0.0129(2) Uani 1 1 d . . . N1 N 0.64764(8) 0.61019(7) -0.01094(8) 0.0134(2) Uani 1 1 d . . . O7 O 0.47012(9) 0.68609(7) 0.25613(8) 0.0267(2) Uani 1 1 d . . . F5 F 0.23686(7) 0.67585(6) 0.21423(7) 0.0303(2) Uani 1 1 d . . . O8 O 0.47654(9) 0.52845(7) 0.26945(8) 0.0275(2) Uani 1 1 d . . . N2 N 0.68804(8) 0.51711(7) 0.14788(8) 0.01200(19) Uani 1 1 d . . . C3 C 0.61995(10) 0.53052(8) -0.02422(9) 0.0136(2) Uani 1 1 d . . . H3A H 0.5835 0.5081 -0.0881 0.016 Uiso 1 1 calc R . . O6 O 0.42955(9) 0.61708(7) 0.38395(7) 0.0227(2) Uani 1 1 d . . . F4 F 0.23861(8) 0.53681(6) 0.22539(8) 0.0359(2) Uani 1 1 d . . . F6 F 0.27915(8) 0.59789(7) 0.11446(7) 0.0357(2) Uani 1 1 d . . . C13 C 0.82637(10) 0.81128(9) 0.12018(9) 0.0155(2) Uani 1 1 d . . . N3 N 0.88359(9) 0.66571(7) 0.15299(8) 0.0161(2) Uani 1 1 d . . . C17 C 0.64809(10) 0.83760(8) 0.10377(9) 0.0143(2) Uani 1 1 d . . . C6 C 0.65590(11) 0.34062(9) 0.14464(11) 0.0190(3) Uani 1 1 d . . . H6B H 0.6455 0.2796 0.1438 0.023 Uiso 1 1 calc R . . C4 C 0.64572(10) 0.47419(8) 0.06170(9) 0.0127(2) Uani 1 1 d . . . C9 C 0.75960(11) 0.52847(9) 0.32199(9) 0.0172(3) Uani 1 1 d . . . H9A H 0.7108 0.5261 0.3580 0.021 Uiso 1 1 calc R . . H9B H 0.8318 0.5059 0.3650 0.021 Uiso 1 1 calc R . . C8 C 0.71364(10) 0.47402(9) 0.23119(9) 0.0137(2) Uani 1 1 d . . . C18 C 0.54637(10) 0.79926(9) 0.10895(10) 0.0164(2) Uani 1 1 d . . . H18A H 0.5277 0.8301 0.1588 0.020 Uiso 1 1 calc R . . H18B H 0.4848 0.8058 0.0453 0.020 Uiso 1 1 calc R . . C12 C 0.90974(10) 0.74331(9) 0.14112(10) 0.0173(3) Uani 1 1 d . . . H12A H 0.9812 0.7567 0.1457 0.021 Uiso 1 1 calc R . . C14 C 0.84107(12) 0.89691(9) 0.10039(11) 0.0217(3) Uani 1 1 d . . . H14A H 0.9087 0.9164 0.1004 0.026 Uiso 1 1 calc R . . C2 C 0.62125(11) 0.66523(9) -0.09769(10) 0.0190(3) Uani 1 1 d . . . H2A H 0.5930 0.7217 -0.0861 0.023 Uiso 1 1 calc R . . H2B H 0.5637 0.6371 -0.1539 0.023 Uiso 1 1 calc R . . C11 C 0.96746(11) 0.59810(10) 0.17568(11) 0.0224(3) Uani 1 1 d . . . H11A H 0.9745 0.5686 0.2369 0.027 Uiso 1 1 calc R . . H11B H 1.0384 0.6252 0.1858 0.027 Uiso 1 1 calc R . . C5 C 0.62880(11) 0.38604(9) 0.05750(10) 0.0166(2) Uani 1 1 d . . . H5A H 0.5993 0.3568 -0.0033 0.020 Uiso 1 1 calc R . . C16 C 0.65610(12) 0.92444(9) 0.08112(10) 0.0195(3) Uani 1 1 d . . . H16A H 0.5958 0.9625 0.0665 0.023 Uiso 1 1 calc R . . C7 C 0.69799(11) 0.38462(9) 0.23254(10) 0.0179(3) Uani 1 1 d . . . H7A H 0.7158 0.3546 0.2924 0.022 Uiso 1 1 calc R . . C20 C 0.28933(11) 0.60451(9) 0.20687(10) 0.0192(3) Uani 1 1 d . . . C15 C 0.75387(13) 0.95375(9) 0.08044(11) 0.0234(3) Uani 1 1 d . . . H15A H 0.7616 1.0129 0.0663 0.028 Uiso 1 1 calc R . . C1 C 0.72108(13) 0.67985(11) -0.12088(11) 0.0275(3) Uani 1 1 d . . . H1A H 0.7019 0.7164 -0.1790 0.041 Uiso 1 1 calc R . . H1B H 0.7485 0.6239 -0.1330 0.041 Uiso 1 1 calc R . . H1C H 0.7775 0.7087 -0.0657 0.041 Uiso 1 1 calc R . . C10 C 0.93984(14) 0.53217(12) 0.09489(14) 0.0384(4) Uani 1 1 d . . . H10A H 0.9973 0.4881 0.1121 0.058 Uiso 1 1 calc R . . H10B H 0.9339 0.5611 0.0344 0.058 Uiso 1 1 calc R . . H10C H 0.8704 0.5044 0.0856 0.058 Uiso 1 1 calc R . . S1 S 1.04428(3) 0.65227(2) 0.47504(2) 0.01654(7) Uani 1 1 d . . . O5 O 1.09053(8) 0.65122(7) 0.57997(8) 0.0250(2) Uani 1 1 d . . . O4 O 0.93604(8) 0.68988(7) 0.43343(8) 0.0260(2) Uani 1 1 d . . . O3 O 1.05664(10) 0.57476(7) 0.42758(9) 0.0300(3) Uani 1 1 d . . . F1 F 1.11480(11) 0.81026(7) 0.47506(9) 0.0574(4) Uani 1 1 d . . . F2 F 1.10008(11) 0.73657(9) 0.34841(8) 0.0617(4) Uani 1 1 d . . . F3 F 1.23210(9) 0.71193(10) 0.48589(10) 0.0610(4) Uani 1 1 d . . . C19 C 1.12689(14) 0.73194(13) 0.44417(13) 0.0357(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01247(8) 0.00871(9) 0.01178(9) -0.00013(6) 0.00354(6) -0.00106(6) S2 0.01752(14) 0.01504(16) 0.01502(16) -0.00241(11) 0.00687(12) -0.00095(12) O1 0.0199(4) 0.0125(5) 0.0113(5) -0.0011(3) 0.0001(3) -0.0026(4) O2 0.0160(4) 0.0139(5) 0.0173(5) 0.0022(3) 0.0086(4) 0.0002(3) N4 0.0144(4) 0.0114(5) 0.0127(5) -0.0011(4) 0.0049(4) -0.0018(4) N1 0.0147(4) 0.0139(5) 0.0117(5) 0.0021(4) 0.0051(4) 0.0000(4) O7 0.0332(6) 0.0236(6) 0.0326(6) -0.0013(4) 0.0230(5) -0.0071(5) F5 0.0237(4) 0.0264(5) 0.0396(6) -0.0071(4) 0.0108(4) 0.0081(4) O8 0.0247(5) 0.0240(6) 0.0277(6) -0.0078(4) 0.0032(4) 0.0086(4) N2 0.0113(4) 0.0120(5) 0.0122(5) -0.0005(4) 0.0040(4) -0.0012(4) C3 0.0133(5) 0.0155(6) 0.0111(6) -0.0015(4) 0.0036(4) -0.0001(4) O6 0.0310(5) 0.0227(5) 0.0147(5) -0.0037(4) 0.0091(4) -0.0056(4) F4 0.0268(5) 0.0272(5) 0.0444(6) 0.0018(4) 0.0034(4) -0.0118(4) F6 0.0363(5) 0.0501(7) 0.0144(5) -0.0009(4) 0.0029(4) 0.0179(5) C13 0.0175(5) 0.0134(6) 0.0164(6) -0.0029(4) 0.0074(5) -0.0044(5) N3 0.0136(5) 0.0171(6) 0.0165(6) -0.0019(4) 0.0047(4) 0.0001(4) C17 0.0179(5) 0.0132(6) 0.0115(6) -0.0016(4) 0.0055(5) -0.0003(5) C6 0.0206(6) 0.0103(6) 0.0227(7) 0.0008(5) 0.0046(5) -0.0042(5) C4 0.0112(5) 0.0126(6) 0.0136(6) -0.0013(4) 0.0040(4) -0.0015(4) C9 0.0230(6) 0.0133(6) 0.0124(6) 0.0010(4) 0.0036(5) -0.0015(5) C8 0.0120(5) 0.0148(6) 0.0135(6) 0.0010(4) 0.0038(4) -0.0006(4) C18 0.0164(5) 0.0150(6) 0.0178(7) 0.0022(5) 0.0068(5) 0.0035(5) C12 0.0150(5) 0.0184(7) 0.0188(7) -0.0026(5) 0.0069(5) -0.0042(5) C14 0.0257(7) 0.0162(7) 0.0257(8) -0.0035(5) 0.0129(6) -0.0086(5) C2 0.0240(6) 0.0171(7) 0.0129(7) 0.0044(4) 0.0038(5) 0.0006(5) C11 0.0156(6) 0.0209(7) 0.0283(8) -0.0020(5) 0.0060(5) 0.0040(5) C5 0.0172(5) 0.0136(6) 0.0172(7) -0.0030(4) 0.0046(5) -0.0033(5) C16 0.0275(7) 0.0114(6) 0.0203(7) 0.0000(5) 0.0099(6) 0.0014(5) C7 0.0197(6) 0.0139(6) 0.0175(7) 0.0042(5) 0.0043(5) -0.0016(5) C20 0.0222(6) 0.0161(7) 0.0188(7) -0.0013(5) 0.0075(5) 0.0020(5) C15 0.0345(8) 0.0118(7) 0.0260(8) -0.0004(5) 0.0139(6) -0.0035(6) C1 0.0294(7) 0.0332(9) 0.0187(8) 0.0059(6) 0.0080(6) -0.0118(7) C10 0.0282(8) 0.0385(10) 0.0438(11) -0.0171(8) 0.0087(7) 0.0102(7) S1 0.01410(13) 0.01468(16) 0.01850(17) -0.00243(11) 0.00371(12) 0.00185(11) O5 0.0201(5) 0.0324(6) 0.0184(6) 0.0007(4) 0.0027(4) 0.0036(4) O4 0.0164(4) 0.0226(6) 0.0281(6) -0.0080(4) -0.0034(4) 0.0054(4) O3 0.0349(6) 0.0199(6) 0.0381(7) -0.0082(5) 0.0174(5) 0.0047(5) F1 0.0695(8) 0.0253(6) 0.0513(8) -0.0022(5) -0.0055(6) -0.0219(6) F2 0.0775(9) 0.0730(9) 0.0295(7) 0.0039(6) 0.0151(6) -0.0424(7) F3 0.0259(5) 0.0874(11) 0.0680(9) 0.0105(7) 0.0163(6) -0.0187(6) C19 0.0344(9) 0.0377(10) 0.0276(9) 0.0027(7) 0.0037(7) -0.0153(8) _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 N4 2.0918(11) . ? Fe1 N2 2.0943(11) . ? Fe1 O1 2.1560(9) . ? Fe1 N3 2.1666(11) . ? Fe1 O2 2.1914(9) . ? Fe1 N1 2.2018(11) . ? S2 O8 1.4372(11) . ? S2 O6 1.4373(10) . ? S2 O7 1.4542(11) . ? S2 C20 1.8311(15) . ? O1 C9 1.4293(16) . ? O2 C18 1.4318(16) . ? N4 C17 1.3313(17) . ? N4 C13 1.3532(16) . ? N1 C3 1.2762(17) . ? N1 C2 1.4701(17) . ? F5 C20 1.3304(16) . ? N2 C8 1.3300(16) . ? N2 C4 1.3576(16) . ? C3 C4 1.4727(18) . ? F4 C20 1.3290(17) . ? F6 C20 1.3329(17) . ? C13 C14 1.3834(19) . ? C13 C12 1.4702(19) . ? N3 C12 1.2776(18) . ? N3 C11 1.4691(18) . ? C17 C16 1.3953(19) . ? C17 C18 1.5070(18) . ? C6 C7 1.386(2) . ? C6 C5 1.3934(19) . ? C4 C5 1.3756(18) . ? C9 C8 1.5059(18) . ? C8 C7 1.3959(19) . ? C14 C15 1.393(2) . ? C2 C1 1.514(2) . ? C11 C10 1.508(2) . ? C16 C15 1.382(2) . ? S1 O3 1.4300(11) . ? S1 O5 1.4410(11) . ? S1 O4 1.4523(10) . ? S1 C19 1.8223(18) . ? F1 C19 1.324(2) . ? F2 C19 1.331(2) . ? F3 C19 1.331(2) . ? 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 N4 Fe1 N2 172.93(4) . . ? N4 Fe1 O1 112.60(4) . . ? N2 Fe1 O1 73.34(4) . . ? N4 Fe1 N3 76.07(4) . . ? N2 Fe1 N3 108.03(4) . . ? O1 Fe1 N3 92.88(4) . . ? N4 Fe1 O2 73.15(4) . . ? N2 Fe1 O2 103.06(4) . . ? O1 Fe1 O2 94.69(4) . . ? N3 Fe1 O2 148.89(4) . . ? N4 Fe1 N1 98.29(4) . . ? N2 Fe1 N1 75.70(4) . . ? O1 Fe1 N1 149.04(4) . . ? N3 Fe1 N1 96.64(4) . . ? O2 Fe1 N1 92.20(4) . . ? O8 S2 O6 116.69(7) . . ? O8 S2 O7 114.98(7) . . ? O6 S2 O7 113.34(6) . . ? O8 S2 C20 103.74(6) . . ? O6 S2 C20 103.78(6) . . ? O7 S2 C20 101.80(7) . . ? C9 O1 Fe1 120.03(7) . . ? C18 O2 Fe1 118.91(7) . . ? C17 N4 C13 120.17(11) . . ? C17 N4 Fe1 122.75(9) . . ? C13 N4 Fe1 116.89(9) . . ? C3 N1 C2 117.59(11) . . ? C3 N1 Fe1 114.27(8) . . ? C2 N1 Fe1 127.92(9) . . ? C8 N2 C4 120.06(11) . . ? C8 N2 Fe1 122.50(8) . . ? C4 N2 Fe1 117.36(8) . . ? N1 C3 C4 118.48(11) . . ? N4 C13 C14 121.56(12) . . ? N4 C13 C12 113.79(11) . . ? C14 C13 C12 124.65(12) . . ? C12 N3 C11 118.24(11) . . ? C12 N3 Fe1 114.84(9) . . ? C11 N3 Fe1 126.87(9) . . ? N4 C17 C16 121.49(12) . . ? N4 C17 C18 115.62(11) . . ? C16 C17 C18 122.89(12) . . ? C7 C6 C5 119.84(12) . . ? N2 C4 C5 121.72(12) . . ? N2 C4 C3 113.92(11) . . ? C5 C4 C3 124.36(11) . . ? O1 C9 C8 108.74(10) . . ? N2 C8 C7 121.40(12) . . ? N2 C8 C9 115.29(11) . . ? C7 C8 C9 123.31(11) . . ? O2 C18 C17 109.01(10) . . ? N3 C12 C13 118.26(12) . . ? C13 C14 C15 118.14(13) . . ? N1 C2 C1 110.66(11) . . ? N3 C11 C10 111.43(12) . . ? C4 C5 C6 118.40(12) . . ? C15 C16 C17 118.41(13) . . ? C6 C7 C8 118.58(12) . . ? F4 C20 F5 107.92(12) . . ? F4 C20 F6 107.23(12) . . ? F5 C20 F6 107.50(11) . . ? F4 C20 S2 111.69(10) . . ? F5 C20 S2 111.46(10) . . ? F6 C20 S2 110.83(10) . . ? C16 C15 C14 120.19(13) . . ? O3 S1 O5 116.32(7) . . ? O3 S1 O4 114.06(7) . . ? O5 S1 O4 113.93(7) . . ? O3 S1 C19 104.09(8) . . ? O5 S1 C19 103.51(7) . . ? O4 S1 C19 102.69(8) . . ? F1 C19 F2 107.73(16) . . ? F1 C19 F3 107.25(15) . . ? F2 C19 F3 108.13(16) . . ? F1 C19 S1 111.19(14) . . ? F2 C19 S1 111.56(12) . . ? F3 C19 S1 110.81(13) . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.538 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.073