# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_requested_category FM _publ_contact_author_email martyn.coles@vuw.ac.nz _publ_contact_author_name 'Martyn Coles' loop_ _publ_author_name F.A.Stokes M.P.Coles P.B.Hitchcock data_sep605 _database_code_depnum_ccdc_archive 'CCDC 849460' #TrackingRef '- Combined.cif' _audit_creation_date 2005-09-19T09:06:00-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H56 Fe N4, 2(C7 H5 O2)' _chemical_formula_sum 'C50 H66 Fe N4 O4' _chemical_formula_weight 842.92 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 11.5383(5) _cell_length_b 11.7825(3) _cell_length_c 16.8252(8) _cell_angle_alpha 90 _cell_angle_beta 96.236(2) _cell_angle_gamma 90 _cell_volume 2273.85(16) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8013 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.379 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.9083 _exptl_absorpt_correction_T_max 0.9855 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.615028E-1 _diffrn_orient_matrix_ub_12 -0.106131E-1 _diffrn_orient_matrix_ub_13 -0.368836E-1 _diffrn_orient_matrix_ub_21 -0.617704E-1 _diffrn_orient_matrix_ub_22 -0.128308E-1 _diffrn_orient_matrix_ub_23 -0.455705E-1 _diffrn_orient_matrix_ub_31 -0.16802E-2 _diffrn_orient_matrix_ub_32 0.832222E-1 _diffrn_orient_matrix_ub_33 -0.117295E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_unetI/netI 0.0592 _diffrn_reflns_number 15224 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 26.05 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 4462 _reflns_number_gt 3207 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The H atoms on N were refined; other H atoms were in riding mode. 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^)+(0.0452P)^2^+1.7398P] 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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4462 _refine_ls_number_parameters 276 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0792 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.1137 _refine_ls_wR_factor_gt 0.0994 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.251 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.5 0.5 0.5 0.02392(14) Uani 1 2 d S . . N1 N 0.50203(19) 0.5384(2) 0.71356(12) 0.0324(5) Uani 1 1 d . A 1 H1X H 0.448(3) 0.572(3) 0.6854(18) 0.056(10) Uiso 1 1 d . B 1 N2 N 0.67863(17) 0.44395(17) 0.72210(12) 0.0278(5) Uani 1 1 d . A 1 H2X H 0.662(2) 0.413(2) 0.7687(16) 0.038(7) Uiso 1 1 d . C 1 C1 C 0.5965(2) 0.5069(2) 0.68189(13) 0.0255(5) Uani 1 1 d . A 1 C2 C 0.6088(2) 0.5442(2) 0.59922(13) 0.0255(5) Uani 1 1 d . A 1 C3 C 0.6721(2) 0.4893(2) 0.54141(13) 0.0272(5) Uani 1 1 d . A 1 H3 H 0.7153 0.4208 0.5491 0.033 Uiso 1 1 calc R A 1 C4 C 0.6587(2) 0.5553(2) 0.47084(14) 0.0311(6) Uani 1 1 d . A 1 H4 H 0.6923 0.5395 0.4229 0.037 Uiso 1 1 calc R A 1 C5 C 0.5865(2) 0.6490(2) 0.48403(15) 0.0333(6) Uani 1 1 d . A 1 H5 H 0.5633 0.7067 0.4462 0.04 Uiso 1 1 calc R A 1 C6 C 0.5546(2) 0.6429(2) 0.56256(14) 0.0291(5) Uani 1 1 d . A 1 H6 H 0.506 0.6948 0.5866 0.035 Uiso 1 1 calc R A 1 C7 C 0.4775(2) 0.5192(2) 0.79622(13) 0.0302(6) Uani 1 1 d . A 1 H7 H 0.5516 0.4969 0.8289 0.036 Uiso 1 1 calc R A 1 C8 C 0.4335(3) 0.6290(2) 0.82977(15) 0.0395(7) Uani 1 1 d . A 1 H8B H 0.3634 0.6553 0.7956 0.047 Uiso 1 1 calc R A 1 H8A H 0.4941 0.6884 0.8296 0.047 Uiso 1 1 calc R A 1 C9 C 0.4034(3) 0.6109(2) 0.91508(15) 0.0424(7) Uani 1 1 d . A 1 H9B H 0.4753 0.5923 0.9502 0.051 Uiso 1 1 calc R A 1 H9A H 0.371 0.682 0.9349 0.051 Uiso 1 1 calc R A 1 C10 C 0.3160(3) 0.5165(2) 0.91919(16) 0.0448(7) Uani 1 1 d . A 1 H10B H 0.2408 0.5391 0.8894 0.054 Uiso 1 1 calc R A 1 H10A H 0.3028 0.5034 0.9756 0.054 Uiso 1 1 calc R A 1 C11 C 0.3587(3) 0.4078(2) 0.88402(16) 0.0462(7) Uani 1 1 d . A 1 H11B H 0.2971 0.3492 0.8836 0.055 Uiso 1 1 calc R A 1 H11A H 0.4281 0.38 0.9183 0.055 Uiso 1 1 calc R A 1 C12 C 0.3900(3) 0.4246(2) 0.79942(16) 0.0406(7) Uani 1 1 d . A 1 H12B H 0.423 0.3534 0.7803 0.049 Uiso 1 1 calc R A 1 H12A H 0.3187 0.4429 0.7635 0.049 Uiso 1 1 calc R A 1 C13 C 0.8042(2) 0.4444(2) 0.71060(14) 0.0278(5) Uani 1 1 d . A 1 H13 H 0.815 0.4913 0.6624 0.033 Uiso 1 1 calc R A 1 C14 C 0.8716(2) 0.4997(2) 0.78336(14) 0.0347(6) Uani 1 1 d . A 1 H14B H 0.8461 0.5796 0.7873 0.042 Uiso 1 1 calc R A 1 H14A H 0.854 0.4596 0.8323 0.042 Uiso 1 1 calc R A 1 C15 C 1.0022(2) 0.4967(3) 0.77812(18) 0.0489(7) Uani 1 1 d . A 1 H15B H 1.0435 0.5267 0.8284 0.059 Uiso 1 1 calc R A 1 H15A H 1.0211 0.5461 0.7337 0.059 Uiso 1 1 calc R A 1 C16 C 1.0443(3) 0.3769(3) 0.76425(19) 0.0558(9) Uani 1 1 d . A 1 H16B H 1.1286 0.3785 0.758 0.067 Uiso 1 1 calc R A 1 H16A H 1.0332 0.3292 0.8113 0.067 Uiso 1 1 calc R A 1 C17 C 0.9783(2) 0.3258(3) 0.69041(18) 0.0466(7) Uani 1 1 d . A 1 H17B H 1.0058 0.2472 0.6833 0.056 Uiso 1 1 calc R A 1 H17A H 0.9941 0.3703 0.6429 0.056 Uiso 1 1 calc R A 1 C18 C 0.8474(2) 0.3246(2) 0.69683(15) 0.0343(6) Uani 1 1 d . A 1 H18B H 0.8058 0.2935 0.647 0.041 Uiso 1 1 calc R A 1 H18A H 0.8307 0.2751 0.7417 0.041 Uiso 1 1 calc R A 1 O1 O 0.32331(15) 0.82690(16) 0.62530(10) 0.0389(4) Uani 1 1 d . D 1 O2 O 0.30313(16) 0.64058(16) 0.64508(11) 0.0437(5) Uani 1 1 d . D 1 C19 C 0.1461(2) 0.7368(2) 0.57331(13) 0.0262(5) Uani 1 1 d . D 1 C20 C 0.1021(2) 0.8334(2) 0.53326(14) 0.0321(6) Uani 1 1 d . D 1 H20 H 0.1507 0.8981 0.5304 0.039 Uiso 1 1 calc R D 1 C21 C -0.0117(2) 0.8364(2) 0.49745(16) 0.0405(7) Uani 1 1 d . D 1 H21 H -0.0405 0.9027 0.4698 0.049 Uiso 1 1 calc R D 1 C22 C -0.0837(2) 0.7430(2) 0.50184(16) 0.0430(7) Uani 1 1 d . D 1 H22 H -0.1626 0.7459 0.4789 0.052 Uiso 1 1 calc R D 1 C23 C -0.0403(2) 0.6464(2) 0.53955(17) 0.0417(7) Uani 1 1 d . D 1 H23 H -0.0888 0.5815 0.5414 0.05 Uiso 1 1 calc R D 1 C24 C 0.0739(2) 0.6428(2) 0.57505(15) 0.0331(6) Uani 1 1 d . D 1 H24 H 0.103 0.5752 0.6008 0.04 Uiso 1 1 calc R D 1 C25 C 0.2680(2) 0.7348(2) 0.61772(14) 0.0305(6) Uani 1 1 d . D 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.0215(3) 0.0280(3) 0.0215(2) 0.0015(2) -0.00137(18) -0.0036(2) N1 0.0239(12) 0.0477(13) 0.0246(10) 0.0010(10) -0.0017(9) 0.0089(10) N2 0.0200(11) 0.0377(12) 0.0255(11) 0.0045(9) 0.0015(9) 0.0016(9) C1 0.0216(12) 0.0305(12) 0.0230(11) -0.0037(10) -0.0041(9) -0.0004(11) C2 0.0187(12) 0.0315(12) 0.0253(12) -0.0017(10) -0.0025(10) -0.0036(10) C3 0.0186(12) 0.0348(13) 0.0269(12) -0.0035(11) -0.0033(9) -0.0013(11) C4 0.0225(14) 0.0433(15) 0.0273(12) -0.0015(11) 0.0013(10) -0.0111(12) C5 0.0335(15) 0.0310(13) 0.0343(13) 0.0072(11) -0.0018(11) -0.0105(12) C6 0.0262(14) 0.0265(12) 0.0340(13) -0.0036(10) 0.0000(11) -0.0048(11) C7 0.0233(13) 0.0456(16) 0.0212(11) 0.0011(10) 0.0004(10) 0.0067(11) C8 0.0480(18) 0.0384(15) 0.0321(14) -0.0057(12) 0.0043(13) -0.0032(13) C9 0.0536(19) 0.0445(16) 0.0297(14) -0.0041(12) 0.0071(13) 0.0121(14) C10 0.0375(16) 0.0631(19) 0.0356(14) 0.0058(13) 0.0120(12) 0.0100(15) C11 0.053(2) 0.0466(17) 0.0397(15) 0.0032(13) 0.0086(14) -0.0085(15) C12 0.0493(18) 0.0355(15) 0.0371(14) -0.0048(12) 0.0053(13) -0.0022(13) C13 0.0203(13) 0.0365(14) 0.0263(12) 0.0042(10) 0.0008(10) 0.0006(11) C14 0.0277(14) 0.0434(15) 0.0314(13) -0.0001(12) -0.0035(11) -0.0045(13) C15 0.0282(15) 0.071(2) 0.0450(16) 0.0007(15) -0.0053(12) -0.0129(16) C16 0.0207(15) 0.086(2) 0.060(2) 0.0153(18) 0.0032(14) 0.0066(15) C17 0.0379(18) 0.0503(17) 0.0543(18) 0.0066(14) 0.0178(14) 0.0124(14) C18 0.0321(15) 0.0360(14) 0.0354(14) 0.0020(12) 0.0055(11) 0.0046(12) O1 0.0253(10) 0.0517(12) 0.0393(10) -0.0101(9) 0.0018(8) -0.0074(9) O2 0.0326(11) 0.0488(12) 0.0470(11) -0.0023(9) -0.0076(9) 0.0136(9) C19 0.0229(13) 0.0321(13) 0.0237(12) -0.0034(10) 0.0034(10) 0.0020(11) C20 0.0313(15) 0.0339(14) 0.0309(13) -0.0003(11) 0.0015(11) -0.0029(11) C21 0.0397(18) 0.0416(15) 0.0378(14) 0.0055(13) -0.0066(12) 0.0079(14) C22 0.0243(15) 0.0564(18) 0.0459(16) -0.0056(14) -0.0073(12) 0.0021(14) C23 0.0306(16) 0.0444(16) 0.0496(16) -0.0009(13) 0.0025(13) -0.0111(13) C24 0.0309(15) 0.0319(14) 0.0363(14) 0.0033(11) 0.0031(11) 0.0005(11) C25 0.0242(14) 0.0451(16) 0.0228(12) -0.0075(11) 0.0053(10) 0.0039(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Fe C3 2.036(2) 3_666 ? Fe C3 2.036(2) . ? Fe C2 2.044(2) 3_666 ? Fe C2 2.044(2) . ? Fe C6 2.048(2) 3_666 ? Fe C6 2.048(2) . ? Fe C5 2.052(2) 3_666 ? Fe C5 2.052(2) . ? Fe C4 2.053(2) 3_666 ? Fe C4 2.053(2) . ? N1 C1 1.318(3) . ? N1 C7 1.466(3) . ? N1 H1X 0.84(3) . ? N2 C1 1.329(3) . ? N2 C13 1.482(3) . ? N2 H2X 0.90(3) . ? C1 C2 1.480(3) . ? C2 C6 1.428(3) . ? C2 C3 1.433(3) . ? C3 C4 1.414(3) . ? C3 H3 0.95 . ? C4 C5 1.415(4) . ? C4 H4 0.95 . ? C5 C6 1.412(3) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? C7 C12 1.509(4) . ? C7 C8 1.520(3) . ? C7 H7 1 . ? C8 C9 1.528(3) . ? C8 H8B 0.99 . ? C8 H8A 0.99 . ? C9 C10 1.507(4) . ? C9 H9B 0.99 . ? C9 H9A 0.99 . ? C10 C11 1.516(4) . ? C10 H10B 0.99 . ? C10 H10A 0.99 . ? C11 C12 1.519(4) . ? C11 H11B 0.99 . ? C11 H11A 0.99 . ? C12 H12B 0.99 . ? C12 H12A 0.99 . ? C13 C18 1.522(3) . ? C13 C14 1.524(3) . ? C13 H13 1 . ? C14 C15 1.519(4) . ? C14 H14B 0.99 . ? C14 H14A 0.99 . ? C15 C16 1.519(4) . ? C15 H15B 0.99 . ? C15 H15A 0.99 . ? C16 C17 1.510(4) . ? C16 H16B 0.99 . ? C16 H16A 0.99 . ? C17 C18 1.526(4) . ? C17 H17B 0.99 . ? C17 H17A 0.99 . ? C18 H18B 0.99 . ? C18 H18A 0.99 . ? O1 C25 1.258(3) . ? O2 C25 1.253(3) . ? C19 C24 1.389(3) . ? C19 C20 1.390(3) . ? C19 C25 1.519(3) . ? C20 C21 1.385(4) . ? C20 H20 0.95 . ? C21 C22 1.386(4) . ? C21 H21 0.95 . ? C22 C23 1.371(4) . ? C22 H22 0.95 . ? C23 C24 1.387(4) . ? C23 H23 0.95 . ? C24 H24 0.95 . ? 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 C3 Fe C3 180 3_666 . ? C3 Fe C2 41.12(9) 3_666 3_666 ? C3 Fe C2 138.88(9) . 3_666 ? C3 Fe C2 138.88(9) 3_666 . ? C3 Fe C2 41.12(9) . . ? C2 Fe C2 180.0000(10) 3_666 . ? C3 Fe C6 68.96(10) 3_666 3_666 ? C3 Fe C6 111.04(10) . 3_666 ? C2 Fe C6 40.83(10) 3_666 3_666 ? C2 Fe C6 139.17(9) . 3_666 ? C3 Fe C6 111.04(10) 3_666 . ? C3 Fe C6 68.96(10) . . ? C2 Fe C6 139.17(10) 3_666 . ? C2 Fe C6 40.83(9) . . ? C6 Fe C6 180.00(7) 3_666 . ? C3 Fe C5 68.13(10) 3_666 3_666 ? C3 Fe C5 111.87(10) . 3_666 ? C2 Fe C5 67.94(10) 3_666 3_666 ? C2 Fe C5 112.06(10) . 3_666 ? C6 Fe C5 40.28(10) 3_666 3_666 ? C6 Fe C5 139.72(10) . 3_666 ? C3 Fe C5 111.87(10) 3_666 . ? C3 Fe C5 68.13(10) . . ? C2 Fe C5 112.06(10) 3_666 . ? C2 Fe C5 67.94(10) . . ? C6 Fe C5 139.72(10) 3_666 . ? C6 Fe C5 40.28(10) . . ? C5 Fe C5 180.0000(10) 3_666 . ? C3 Fe C4 40.46(9) 3_666 3_666 ? C3 Fe C4 139.54(9) . 3_666 ? C2 Fe C4 68.26(9) 3_666 3_666 ? C2 Fe C4 111.74(9) . 3_666 ? C6 Fe C4 68.25(10) 3_666 3_666 ? C6 Fe C4 111.75(10) . 3_666 ? C5 Fe C4 40.34(10) 3_666 3_666 ? C5 Fe C4 139.66(10) . 3_666 ? C3 Fe C4 139.54(9) 3_666 . ? C3 Fe C4 40.46(9) . . ? C2 Fe C4 111.74(9) 3_666 . ? C2 Fe C4 68.26(9) . . ? C6 Fe C4 111.75(10) 3_666 . ? C6 Fe C4 68.25(10) . . ? C5 Fe C4 139.66(10) 3_666 . ? C5 Fe C4 40.34(10) . . ? C4 Fe C4 180.00(5) 3_666 . ? C1 N1 C7 126.4(2) . . ? C1 N1 H1X 120(2) . . ? C7 N1 H1X 114(2) . . ? C1 N2 C13 125.8(2) . . ? C1 N2 H2X 117.3(17) . . ? C13 N2 H2X 114.7(17) . . ? N1 C1 N2 121.8(2) . . ? N1 C1 C2 117.6(2) . . ? N2 C1 C2 120.6(2) . . ? C6 C2 C3 107.8(2) . . ? C6 C2 C1 124.5(2) . . ? C3 C2 C1 127.7(2) . . ? C6 C2 Fe 69.72(13) . . ? C3 C2 Fe 69.12(13) . . ? C1 C2 Fe 125.33(16) . . ? C4 C3 C2 107.7(2) . . ? C4 C3 Fe 70.42(13) . . ? C2 C3 Fe 69.76(13) . . ? C4 C3 H3 126.1 . . ? C2 C3 H3 126.1 . . ? Fe C3 H3 125.3 . . ? C3 C4 C5 108.1(2) . . ? C3 C4 Fe 69.12(13) . . ? C5 C4 Fe 69.78(14) . . ? C3 C4 H4 126 . . ? C5 C4 H4 126 . . ? Fe C4 H4 126.7 . . ? C6 C5 C4 109.0(2) . . ? C6 C5 Fe 69.72(13) . . ? C4 C5 Fe 69.88(14) . . ? C6 C5 H5 125.5 . . ? C4 C5 H5 125.5 . . ? Fe C5 H5 126.5 . . ? C5 C6 C2 107.4(2) . . ? C5 C6 Fe 70.00(14) . . ? C2 C6 Fe 69.44(13) . . ? C5 C6 H6 126.3 . . ? C2 C6 H6 126.3 . . ? Fe C6 H6 125.9 . . ? N1 C7 C12 110.2(2) . . ? N1 C7 C8 109.2(2) . . ? C12 C7 C8 111.3(2) . . ? N1 C7 H7 108.7 . . ? C12 C7 H7 108.7 . . ? C8 C7 H7 108.7 . . ? C7 C8 C9 110.4(2) . . ? C7 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? C7 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? H8B C8 H8A 108.1 . . ? C10 C9 C8 111.6(2) . . ? C10 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? C10 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? H9B C9 H9A 108 . . ? C9 C10 C11 111.0(2) . . ? C9 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? H10B C10 H10A 108 . . ? C10 C11 C12 112.1(2) . . ? C10 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? C10 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? H11B C11 H11A 107.9 . . ? C7 C12 C11 111.0(2) . . ? C7 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? C7 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? H12B C12 H12A 108 . . ? N2 C13 C18 110.96(19) . . ? N2 C13 C14 108.52(19) . . ? C18 C13 C14 111.8(2) . . ? N2 C13 H13 108.5 . . ? C18 C13 H13 108.5 . . ? C14 C13 H13 108.5 . . ? C15 C14 C13 111.5(2) . . ? C15 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? C15 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? H14B C14 H14A 108 . . ? C14 C15 C16 111.5(2) . . ? C14 C15 H15B 109.3 . . ? C16 C15 H15B 109.3 . . ? C14 C15 H15A 109.3 . . ? C16 C15 H15A 109.3 . . ? H15B C15 H15A 108 . . ? C17 C16 C15 110.8(2) . . ? C17 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? C17 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? H16B C16 H16A 108.1 . . ? C16 C17 C18 111.1(2) . . ? C16 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? C16 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? H17B C17 H17A 108 . . ? C13 C18 C17 110.2(2) . . ? C13 C18 H18B 109.6 . . ? C17 C18 H18B 109.6 . . ? C13 C18 H18A 109.6 . . ? C17 C18 H18A 109.6 . . ? H18B C18 H18A 108.1 . . ? C24 C19 C20 118.3(2) . . ? C24 C19 C25 120.2(2) . . ? C20 C19 C25 121.4(2) . . ? C21 C20 C19 120.7(2) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 120.1(2) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C23 C22 C21 119.6(3) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 120.4(3) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C23 C24 C19 120.7(2) . . ? C23 C24 H24 119.6 . . ? C19 C24 H24 119.6 . . ? O2 C25 O1 125.9(2) . . ? O2 C25 C19 116.1(2) . . ? O1 C25 C19 118.0(2) . . ? #===END data_apr309 _database_code_depnum_ccdc_archive 'CCDC 849461' #TrackingRef '- Combined.cif' _audit_creation_date 2011-10-17T05:37:52-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H56 Fe1 N4, 2(C10 H19 O4), C2 H3 N' _chemical_formula_sum 'C58 H97 Fe N5 O8' _chemical_formula_weight 1048.26 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a n' _symmetry_space_group_name_Hall '-P 2n 2c' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x, -y, -z+1/2' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x, y, z-1/2' 'x-1/2, -y-1/2, z' _cell_length_a 16.2731(2) _cell_length_b 17.5849(3) _cell_length_c 21.4064(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 6125.67(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 68781 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.283 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.17 _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2280 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.299 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.8731 _exptl_absorpt_correction_T_max 0.9828 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.574354E-1 _diffrn_orient_matrix_ub_12 -0.174201E-1 _diffrn_orient_matrix_ub_13 -0.84328E-2 _diffrn_orient_matrix_ub_21 -0.120678E-1 _diffrn_orient_matrix_ub_22 0.12232E-2 _diffrn_orient_matrix_ub_23 0.457943E-1 _diffrn_orient_matrix_ub_31 -0.182148E-1 _diffrn_orient_matrix_ub_32 0.541193E-1 _diffrn_orient_matrix_ub_33 -0.37494E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0704 _diffrn_reflns_av_unetI/netI 0.0261 _diffrn_reflns_number 90777 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 26.73 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 6489 _reflns_number_gt 5151 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The [tBuCO2...H...O2CtBu] anion is disordered and was modelled over two positions, restrained to be equal using the SAME command. Refinement of the atoms anisotropically resulted in large thermal ellipsoids, indicating further unresolved disorder, that could not be modelled. The atoms were therefore left isotropic. The hydrogen atoms on nitrogen were located on the differece map and freely refined. Electron density between the tBuCO2 groups was assigned as a hydrogen atom and freely refined. 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^)+(0.0573P)^2^+13.7185P] 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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 6489 _refine_ls_number_parameters 324 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.1713 _refine_ls_wR_factor_gt 0.1582 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.05 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.771 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.066 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.88880(3) 0 0.25 0.01967(15) Uani 1 2 d S . . N1 N 0.87161(16) 0.18987(12) 0.31194(12) 0.0286(5) Uani 1 1 d . . . H1X H 0.913(2) 0.1806(18) 0.2903(15) 0.031(9) Uiso 1 1 d . . . N2 N 0.76897(17) 0.14769(15) 0.37651(12) 0.0334(6) Uani 1 1 d . . . H2X H 0.753(2) 0.192(2) 0.3797(17) 0.043(10) Uiso 1 1 d . . . C1 C 0.86268(18) 0.05519(15) 0.33153(12) 0.0248(6) Uani 1 1 d . . . C2 C 0.8147(2) -0.01274(15) 0.32557(13) 0.0334(7) Uani 1 1 d . . . H2 H 0.7564 -0.0157 0.3246 0.04 Uiso 1 1 calc R . . C3 C 0.8697(2) -0.07448(16) 0.32145(13) 0.0361(7) Uani 1 1 d . . . H3 H 0.8547 -0.1264 0.3173 0.043 Uiso 1 1 calc R . . C4 C 0.9506(2) -0.04651(16) 0.32443(13) 0.0354(7) Uani 1 1 d . . . H4 H 0.9992 -0.0763 0.3229 0.042 Uiso 1 1 calc R . . C5 C 0.94714(19) 0.03401(16) 0.33012(13) 0.0295(6) Uani 1 1 d . . . H5 H 0.9928 0.0675 0.3325 0.035 Uiso 1 1 calc R . . C6 C 0.83266(18) 0.13385(15) 0.34039(12) 0.0265(6) Uani 1 1 d . . . C7 C 0.8542(2) 0.27109(14) 0.32298(14) 0.0309(6) Uani 1 1 d . . . H7 H 0.7934 0.2779 0.3264 0.037 Uiso 1 1 calc R . . C8 C 0.8849(3) 0.31769(18) 0.26804(17) 0.0511(10) Uani 1 1 d . . . H8B H 0.858 0.3002 0.2291 0.061 Uiso 1 1 calc R . . H8A H 0.945 0.3108 0.2633 0.061 Uiso 1 1 calc R . . C9 C 0.8654(4) 0.4019(2) 0.2792(2) 0.0737(14) Uani 1 1 d . . . H9B H 0.8869 0.4324 0.2439 0.088 Uiso 1 1 calc R . . H9A H 0.805 0.409 0.2807 0.088 Uiso 1 1 calc R . . C10 C 0.9032(4) 0.4301(2) 0.3397(2) 0.0714(14) Uani 1 1 d . . . H10B H 0.9638 0.4275 0.3367 0.086 Uiso 1 1 calc R . . H10A H 0.8875 0.4838 0.3466 0.086 Uiso 1 1 calc R . . C11 C 0.8746(3) 0.38255(19) 0.39423(19) 0.0592(11) Uani 1 1 d . . . H11B H 0.8147 0.3893 0.3999 0.071 Uiso 1 1 calc R . . H11A H 0.9023 0.4001 0.4328 0.071 Uiso 1 1 calc R . . C12 C 0.8936(2) 0.29794(17) 0.38384(15) 0.0403(8) Uani 1 1 d . . . H12B H 0.9538 0.2903 0.3819 0.048 Uiso 1 1 calc R . . H12A H 0.872 0.2677 0.4192 0.048 Uiso 1 1 calc R . . C13 C 0.72895(19) 0.09691(17) 0.42200(14) 0.0334(7) Uani 1 1 d . . . H13 H 0.756 0.0459 0.42 0.04 Uiso 1 1 calc R . . C14 C 0.6389(2) 0.0880(2) 0.40489(18) 0.0520(9) Uani 1 1 d . . . H14B H 0.6344 0.0615 0.3642 0.062 Uiso 1 1 calc R . . H14A H 0.6135 0.1389 0.4004 0.062 Uiso 1 1 calc R . . C15 C 0.5925(3) 0.0428(3) 0.4546(2) 0.0696(13) Uani 1 1 d . . . H15B H 0.5336 0.0396 0.4432 0.083 Uiso 1 1 calc R . . H15A H 0.6147 -0.0096 0.4567 0.083 Uiso 1 1 calc R . . C16 C 0.6010(3) 0.0806(3) 0.5175(2) 0.0639(12) Uani 1 1 d . . . H16B H 0.5705 0.051 0.5493 0.077 Uiso 1 1 calc R . . H16A H 0.5769 0.1323 0.5158 0.077 Uiso 1 1 calc R . . C17 C 0.6904(2) 0.0859(2) 0.53603(17) 0.0525(9) Uani 1 1 d . . . H17B H 0.7132 0.034 0.5408 0.063 Uiso 1 1 calc R . . H17A H 0.695 0.112 0.5769 0.063 Uiso 1 1 calc R . . C18 C 0.7403(2) 0.12926(19) 0.48737(14) 0.0399(7) Uani 1 1 d . . . H18B H 0.7233 0.1833 0.4876 0.048 Uiso 1 1 calc R . . H18A H 0.7992 0.1271 0.4987 0.048 Uiso 1 1 calc R . . O1 O 1.0155(4) 0.1996(3) 0.2327(3) 0.0324(17) Uiso 0.506(6) 1 d PD A 1 O2 O 1.1248(3) 0.2484(3) 0.2816(2) 0.0344(11) Uiso 0.506(6) 1 d PD A 1 C19 C 1.0804(5) 0.2361(5) 0.2324(3) 0.028(2) Uiso 0.506(6) 1 d PD A 1 C20 C 1.1063(5) 0.2865(5) 0.1772(3) 0.040(2) Uiso 0.506(6) 1 d PD A 1 C21 C 1.1106(7) 0.3651(5) 0.1947(5) 0.075(3) Uiso 0.506(6) 1 d PD A 1 H21C H 1.1305 0.3952 0.1592 0.113 Uiso 0.506(6) 1 calc PR A 1 H21B H 1.1485 0.371 0.23 0.113 Uiso 0.506(6) 1 calc PR A 1 H21A H 1.0558 0.3829 0.2069 0.113 Uiso 0.506(6) 1 calc PR A 1 C22 C 1.2004(6) 0.2655(7) 0.1625(5) 0.089(3) Uiso 0.506(6) 1 d PD A 1 H22C H 1.2042 0.212 0.15 0.133 Uiso 0.506(6) 1 calc PR A 1 H22B H 1.2338 0.2738 0.2 0.133 Uiso 0.506(6) 1 calc PR A 1 H22A H 1.2207 0.2978 0.1286 0.133 Uiso 0.506(6) 1 calc PR A 1 C23 C 1.0649(8) 0.2581(8) 0.1178(5) 0.096(4) Uiso 0.506(6) 1 d PD A 1 H23C H 1.0762 0.2038 0.1125 0.143 Uiso 0.506(6) 1 calc PR A 1 H23B H 1.0864 0.2862 0.0818 0.143 Uiso 0.506(6) 1 calc PR A 1 H23A H 1.0054 0.2662 0.121 0.143 Uiso 0.506(6) 1 calc PR A 1 O3 O 1.1026(3) 0.1441(3) 0.3628(2) 0.0401(12) Uiso 0.506(6) 1 d PD A 1 O4 O 1.1815(3) 0.2238(3) 0.4163(2) 0.0343(13) Uiso 0.506(6) 1 d PD A 1 C24 C 1.1386(5) 0.1652(5) 0.4128(3) 0.027(2) Uiso 0.506(6) 1 d PD A 1 C25 C 1.0995(5) 0.1373(4) 0.4763(3) 0.0322(18) Uiso 0.506(6) 1 d PD A 1 C26 C 1.1153(8) 0.0526(6) 0.4730(6) 0.086(4) Uiso 0.506(6) 1 d PD A 1 H26C H 1.0848 0.0309 0.4378 0.129 Uiso 0.506(6) 1 calc PR A 1 H26B H 1.0972 0.0286 0.5119 0.129 Uiso 0.506(6) 1 calc PR A 1 H26A H 1.1742 0.0435 0.4671 0.129 Uiso 0.506(6) 1 calc PR A 1 C27 C 1.1440(6) 0.1676(6) 0.5315(4) 0.073(3) Uiso 0.506(6) 1 d PD A 1 H27A H 1.2034 0.164 0.5244 0.109 Uiso 0.506(6) 1 calc PR A 1 H27B H 1.1292 0.1379 0.5686 0.109 Uiso 0.506(6) 1 calc PR A 1 H27C H 1.1287 0.221 0.538 0.109 Uiso 0.506(6) 1 calc PR A 1 C28 C 1.0093(5) 0.1448(4) 0.4832(3) 0.0412(17) Uiso 0.506(6) 1 d PD A 1 H28C H 0.9821 0.1238 0.4462 0.062 Uiso 0.506(6) 1 calc PR A 1 H28B H 0.9949 0.1987 0.4875 0.062 Uiso 0.506(6) 1 calc PR A 1 H28A H 0.9912 0.117 0.5204 0.062 Uiso 0.506(6) 1 calc PR A 1 O1A O 1.0291(4) 0.1867(4) 0.2306(3) 0.0359(19) Uiso 0.494(6) 1 d PD A 2 O2A O 1.1448(3) 0.2207(3) 0.2724(2) 0.0378(12) Uiso 0.494(6) 1 d PD A 2 C19A C 1.0916(5) 0.2238(5) 0.2294(3) 0.032(3) Uiso 0.494(6) 1 d PD A 2 C20A C 1.1183(4) 0.2663(4) 0.1706(3) 0.0319(18) Uiso 0.494(6) 1 d PD A 2 C21A C 1.1647(8) 0.3359(7) 0.1862(6) 0.101(4) Uiso 0.494(6) 1 d PD A 2 H21F H 1.13 0.3699 0.211 0.151 Uiso 0.494(6) 1 calc PR A 2 H21E H 1.1812 0.3617 0.1476 0.151 Uiso 0.494(6) 1 calc PR A 2 H21D H 1.2138 0.3223 0.2103 0.151 Uiso 0.494(6) 1 calc PR A 2 C22A C 1.1680(8) 0.2162(7) 0.1322(6) 0.109(4) Uiso 0.494(6) 1 d PD A 2 H22F H 1.1359 0.171 0.1211 0.164 Uiso 0.494(6) 1 calc PR A 2 H22E H 1.2171 0.2008 0.1555 0.164 Uiso 0.494(6) 1 calc PR A 2 H22D H 1.1845 0.2429 0.094 0.164 Uiso 0.494(6) 1 calc PR A 2 C23A C 1.0373(5) 0.2916(5) 0.1322(4) 0.0503(19) Uiso 0.494(6) 1 d PD A 2 H23F H 1.0038 0.3256 0.158 0.075 Uiso 0.494(6) 1 calc PR A 2 H23E H 1.0052 0.2463 0.1213 0.075 Uiso 0.494(6) 1 calc PR A 2 H23D H 1.0538 0.3181 0.0939 0.075 Uiso 0.494(6) 1 calc PR A 2 O3A O 1.0796(3) 0.1721(3) 0.3718(2) 0.0338(12) Uiso 0.494(6) 1 d PD A 2 O4A O 1.2015(3) 0.2066(3) 0.4131(2) 0.0308(13) Uiso 0.494(6) 1 d PD A 2 C24A C 1.1285(5) 0.1783(5) 0.4167(3) 0.030(3) Uiso 0.494(6) 1 d PD A 2 C25A C 1.1190(5) 0.1211(4) 0.4722(3) 0.0339(19) Uiso 0.494(6) 1 d PD A 2 C26A C 1.1071(5) 0.0394(4) 0.4565(4) 0.0377(18) Uiso 0.494(6) 1 d PD A 2 H26F H 1.0642 0.0345 0.4246 0.056 Uiso 0.494(6) 1 calc PR A 2 H26E H 1.0906 0.0115 0.4941 0.056 Uiso 0.494(6) 1 calc PR A 2 H26D H 1.1587 0.0182 0.4405 0.056 Uiso 0.494(6) 1 calc PR A 2 C27A C 1.1851(5) 0.1306(5) 0.5198(4) 0.054(2) Uiso 0.494(6) 1 d PD A 2 H27D H 1.1938 0.1849 0.5279 0.081 Uiso 0.494(6) 1 calc PR A 2 H27E H 1.2362 0.1081 0.5041 0.081 Uiso 0.494(6) 1 calc PR A 2 H27F H 1.1689 0.1052 0.5586 0.081 Uiso 0.494(6) 1 calc PR A 2 C28A C 1.0397(8) 0.1544(7) 0.4994(6) 0.093(4) Uiso 0.494(6) 1 d PD A 2 H28F H 0.9949 0.1484 0.4692 0.139 Uiso 0.494(6) 1 calc PR A 2 H28E H 1.0477 0.2086 0.5084 0.139 Uiso 0.494(6) 1 calc PR A 2 H28D H 1.0257 0.1276 0.5381 0.139 Uiso 0.494(6) 1 calc PR A 2 C1S C 1.1537(8) -0.0059(9) 0.2706(5) 0.092(4) Uiso 0.5 1 d P B -1 H1S3 H 1.1969 0.0072 0.3006 0.138 Uiso 0.5 1 calc PR B -1 H1S2 H 1.1498 -0.0613 0.2668 0.138 Uiso 0.5 1 calc PR B -1 H1S1 H 1.101 0.0144 0.2852 0.138 Uiso 0.5 1 calc PR B -1 C2S C 1.1727(8) 0.0259(8) 0.2117(7) 0.082(3) Uiso 0.5 1 d P B -1 N1S N 1.1891(9) 0.0495(8) 0.1674(7) 0.143(5) Uiso 0.5 1 d P B -1 H3X H 1.108(5) 0.201(4) 0.317(4) 0.18(3) Uiso 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 Fe 0.0252(3) 0.0141(2) 0.0197(3) -0.00002(19) 0 0 N1 0.0372(14) 0.0164(11) 0.0324(13) -0.0024(9) 0.0075(11) 0.0010(10) N2 0.0416(15) 0.0239(12) 0.0348(14) -0.0018(10) 0.0101(11) 0.0039(11) C1 0.0360(15) 0.0194(12) 0.0191(12) -0.0015(10) 0.0039(11) -0.0029(11) C2 0.0463(18) 0.0237(14) 0.0302(14) -0.0030(11) 0.0129(13) -0.0111(12) C3 0.069(2) 0.0171(13) 0.0224(14) 0.0018(10) 0.0041(14) -0.0046(13) C4 0.057(2) 0.0238(14) 0.0258(14) -0.0003(11) -0.0115(14) 0.0121(14) C5 0.0378(16) 0.0247(14) 0.0261(14) -0.0014(11) -0.0077(12) 0.0027(12) C6 0.0337(15) 0.0231(13) 0.0229(13) -0.0036(10) 0.0001(11) -0.0005(11) C7 0.0403(17) 0.0152(12) 0.0373(16) -0.0019(11) -0.0010(13) 0.0023(11) C8 0.089(3) 0.0226(15) 0.0412(18) 0.0051(13) -0.0004(18) -0.0023(17) C9 0.133(4) 0.0221(17) 0.066(3) 0.0095(17) -0.014(3) 0.008(2) C10 0.123(4) 0.0224(16) 0.069(3) -0.0035(17) -0.005(3) -0.011(2) C11 0.095(3) 0.0257(17) 0.057(2) -0.0156(16) -0.005(2) -0.0067(18) C12 0.056(2) 0.0246(15) 0.0403(17) -0.0021(13) -0.0065(15) -0.0026(14) C13 0.0345(16) 0.0315(15) 0.0340(15) 0.0004(12) 0.0092(13) 0.0015(13) C14 0.042(2) 0.062(2) 0.052(2) 0.0064(18) -0.0037(17) -0.0139(18) C15 0.045(2) 0.084(3) 0.080(3) 0.026(3) 0.002(2) -0.019(2) C16 0.052(2) 0.070(3) 0.070(3) 0.022(2) 0.031(2) 0.008(2) C17 0.063(2) 0.056(2) 0.0391(18) 0.0083(16) 0.0129(17) 0.0085(19) C18 0.0417(18) 0.0435(18) 0.0345(17) 0.0010(14) 0.0045(14) 0.0040(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Fe C2 2.030(3) 3 ? Fe C2 2.030(3) . ? Fe C3 2.037(3) 3 ? Fe C3 2.037(3) . ? Fe C1 2.042(3) . ? Fe C1 2.042(3) 3 ? Fe C5 2.049(3) . ? Fe C5 2.049(3) 3 ? Fe C4 2.054(3) . ? Fe C4 2.054(3) 3 ? N1 C6 1.320(4) . ? N1 C7 1.475(3) . ? N1 H1X 0.83(3) . ? N2 C6 1.316(4) . ? N2 C13 1.473(4) . ? N2 H2X 0.82(4) . ? C1 C5 1.424(4) . ? C1 C2 1.433(4) . ? C1 C6 1.479(4) . ? C2 C3 1.410(4) . ? C2 H2 0.95 . ? C3 C4 1.406(5) . ? C3 H3 0.95 . ? C4 C5 1.422(4) . ? C4 H4 0.95 . ? C5 H5 0.95 . ? C7 C8 1.518(4) . ? C7 C12 1.527(4) . ? C7 H7 1 . ? C8 C9 1.534(5) . ? C8 H8B 0.99 . ? C8 H8A 0.99 . ? C9 C10 1.519(6) . ? C9 H9B 0.99 . ? C9 H9A 0.99 . ? C10 C11 1.508(6) . ? C10 H10B 0.99 . ? C10 H10A 0.99 . ? C11 C12 1.536(4) . ? C11 H11B 0.99 . ? C11 H11A 0.99 . ? C12 H12B 0.99 . ? C12 H12A 0.99 . ? C13 C14 1.519(5) . ? C13 C18 1.522(4) . ? C13 H13 1 . ? C14 C15 1.528(5) . ? C14 H14B 0.99 . ? C14 H14A 0.99 . ? C15 C16 1.509(7) . ? C15 H15B 0.99 . ? C15 H15A 0.99 . ? C16 C17 1.511(6) . ? C16 H16B 0.99 . ? C16 H16A 0.99 . ? C17 C18 1.525(5) . ? C17 H17B 0.99 . ? C17 H17A 0.99 . ? C18 H18B 0.99 . ? C18 H18A 0.99 . ? O1 C19 1.236(8) . ? O2 C19 1.295(7) . ? O2 H3X 1.16(8) . ? C19 C20 1.536(8) . ? C20 C21 1.434(11) . ? C20 C23 1.523(11) . ? C20 C22 1.607(12) . ? C21 H21C 0.98 . ? C21 H21B 0.98 . ? C21 H21A 0.98 . ? C22 H22C 0.98 . ? C22 H22B 0.98 . ? C22 H22A 0.98 . ? C23 H23C 0.98 . ? C23 H23B 0.98 . ? C23 H23A 0.98 . ? O3 C24 1.275(7) . ? O4 C24 1.245(7) . ? C24 C25 1.580(8) . ? C25 C28 1.481(10) . ? C25 C27 1.486(10) . ? C25 C26 1.512(11) . ? C26 H26C 0.98 . ? C26 H26B 0.98 . ? C26 H26A 0.98 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C28 H28C 0.98 . ? C28 H28B 0.98 . ? C28 H28A 0.98 . ? O1A C19A 1.210(8) . ? O2A C19A 1.265(8) . ? O2A H3X 1.18(8) . ? C19A C20A 1.526(8) . ? C20A C22A 1.452(12) . ? C20A C21A 1.476(12) . ? C20A C23A 1.616(9) . ? C21A H21F 0.98 . ? C21A H21E 0.98 . ? C21A H21D 0.98 . ? C22A H22F 0.98 . ? C22A H22E 0.98 . ? C22A H22D 0.98 . ? C23A H23F 0.98 . ? C23A H23E 0.98 . ? C23A H23D 0.98 . ? O3A C24A 1.253(8) . ? O4A C24A 1.289(8) . ? C24A C25A 1.564(8) . ? C25A C26A 1.489(9) . ? C25A C27A 1.492(9) . ? C25A C28A 1.532(12) . ? C26A H26F 0.98 . ? C26A H26E 0.98 . ? C26A H26D 0.98 . ? C27A H27D 0.98 . ? C27A H27E 0.98 . ? C27A H27F 0.98 . ? C28A H28F 0.98 . ? C28A H28E 0.98 . ? C28A H28D 0.98 . ? C1S C2S 1.413(19) . ? C1S H1S3 0.98 . ? C1S H1S2 0.98 . ? C1S H1S1 0.98 . ? C2S N1S 1.069(16) . ? 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 C2 Fe C2 107.11(19) 3 . ? C2 Fe C3 40.57(12) 3 3 ? C2 Fe C3 125.36(14) . 3 ? C2 Fe C3 125.36(14) 3 . ? C2 Fe C3 40.57(12) . . ? C3 Fe C3 162.5(2) 3 . ? C2 Fe C1 120.33(12) 3 . ? C2 Fe C1 41.21(10) . . ? C3 Fe C1 107.72(11) 3 . ? C3 Fe C1 68.42(11) . . ? C2 Fe C1 41.21(10) 3 3 ? C2 Fe C1 120.33(12) . 3 ? C3 Fe C1 68.42(11) 3 3 ? C3 Fe C1 107.72(11) . 3 ? C1 Fe C1 155.96(16) . 3 ? C2 Fe C5 155.47(11) 3 . ? C2 Fe C5 68.93(13) . . ? C3 Fe C5 120.74(11) 3 . ? C3 Fe C5 68.28(12) . . ? C1 Fe C5 40.75(11) . . ? C1 Fe C5 161.89(12) 3 . ? C2 Fe C5 68.93(13) 3 3 ? C2 Fe C5 155.47(11) . 3 ? C3 Fe C5 68.28(12) 3 3 ? C3 Fe C5 120.74(11) . 3 ? C1 Fe C5 161.89(12) . 3 ? C1 Fe C5 40.75(11) 3 3 ? C5 Fe C5 124.81(17) . 3 ? C2 Fe C4 162.34(12) 3 . ? C2 Fe C4 68.19(14) . . ? C3 Fe C4 155.92(14) 3 . ? C3 Fe C4 40.19(13) . . ? C1 Fe C4 68.16(11) . . ? C1 Fe C4 125.15(11) 3 . ? C5 Fe C4 40.56(11) . . ? C5 Fe C4 107.84(12) 3 . ? C2 Fe C4 68.19(14) 3 3 ? C2 Fe C4 162.34(12) . 3 ? C3 Fe C4 40.19(13) 3 3 ? C3 Fe C4 155.92(14) . 3 ? C1 Fe C4 125.15(11) . 3 ? C1 Fe C4 68.16(11) 3 3 ? C5 Fe C4 107.84(12) . 3 ? C5 Fe C4 40.56(11) 3 3 ? C4 Fe C4 121.4(2) . 3 ? C6 N1 C7 123.8(3) . . ? C6 N1 H1X 120(2) . . ? C7 N1 H1X 116(2) . . ? C6 N2 C13 128.6(3) . . ? C6 N2 H2X 118(3) . . ? C13 N2 H2X 112(3) . . ? C5 C1 C2 107.8(2) . . ? C5 C1 C6 124.5(2) . . ? C2 C1 C6 127.7(3) . . ? C5 C1 Fe 69.92(15) . . ? C2 C1 Fe 68.96(15) . . ? C6 C1 Fe 128.53(19) . . ? C3 C2 C1 107.5(3) . . ? C3 C2 Fe 70.00(16) . . ? C1 C2 Fe 69.83(15) . . ? C3 C2 H2 126.2 . . ? C1 C2 H2 126.2 . . ? Fe C2 H2 125.5 . . ? C4 C3 C2 108.8(3) . . ? C4 C3 Fe 70.53(16) . . ? C2 C3 Fe 69.43(16) . . ? C4 C3 H3 125.6 . . ? C2 C3 H3 125.6 . . ? Fe C3 H3 126 . . ? C3 C4 C5 108.4(3) . . ? C3 C4 Fe 69.28(17) . . ? C5 C4 Fe 69.56(16) . . ? C3 C4 H4 125.8 . . ? C5 C4 H4 125.8 . . ? Fe C4 H4 126.9 . . ? C4 C5 C1 107.5(3) . . ? C4 C5 Fe 69.88(16) . . ? C1 C5 Fe 69.33(15) . . ? C4 C5 H5 126.3 . . ? C1 C5 H5 126.3 . . ? Fe C5 H5 126.1 . . ? N2 C6 N1 120.7(3) . . ? N2 C6 C1 120.6(3) . . ? N1 C6 C1 118.7(2) . . ? N1 C7 C8 109.6(3) . . ? N1 C7 C12 110.8(2) . . ? C8 C7 C12 110.9(3) . . ? N1 C7 H7 108.5 . . ? C8 C7 H7 108.5 . . ? C12 C7 H7 108.5 . . ? C7 C8 C9 109.5(3) . . ? C7 C8 H8B 109.8 . . ? C9 C8 H8B 109.8 . . ? C7 C8 H8A 109.8 . . ? C9 C8 H8A 109.8 . . ? H8B C8 H8A 108.2 . . ? C10 C9 C8 111.3(3) . . ? C10 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? C10 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? H9B C9 H9A 108 . . ? C11 C10 C9 110.8(4) . . ? C11 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? H10B C10 H10A 108.1 . . ? C10 C11 C12 111.3(3) . . ? C10 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? C10 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? H11B C11 H11A 108 . . ? C7 C12 C11 109.8(3) . . ? C7 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? C7 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? H12B C12 H12A 108.2 . . ? N2 C13 C14 109.3(3) . . ? N2 C13 C18 109.1(3) . . ? C14 C13 C18 112.2(3) . . ? N2 C13 H13 108.7 . . ? C14 C13 H13 108.7 . . ? C18 C13 H13 108.7 . . ? C13 C14 C15 111.3(3) . . ? C13 C14 H14B 109.4 . . ? C15 C14 H14B 109.4 . . ? C13 C14 H14A 109.4 . . ? C15 C14 H14A 109.4 . . ? H14B C14 H14A 108 . . ? C16 C15 C14 110.3(4) . . ? C16 C15 H15B 109.6 . . ? C14 C15 H15B 109.6 . . ? C16 C15 H15A 109.6 . . ? C14 C15 H15A 109.6 . . ? H15B C15 H15A 108.1 . . ? C15 C16 C17 110.5(3) . . ? C15 C16 H16B 109.6 . . ? C17 C16 H16B 109.6 . . ? C15 C16 H16A 109.6 . . ? C17 C16 H16A 109.6 . . ? H16B C16 H16A 108.1 . . ? C16 C17 C18 111.4(3) . . ? C16 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? C16 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? H17B C17 H17A 108 . . ? C13 C18 C17 112.1(3) . . ? C13 C18 H18B 109.2 . . ? C17 C18 H18B 109.2 . . ? C13 C18 H18A 109.2 . . ? C17 C18 H18A 109.2 . . ? H18B C18 H18A 107.9 . . ? C19 O2 H3X 107(4) . . ? O1 C19 O2 124.0(6) . . ? O1 C19 C20 122.6(6) . . ? O2 C19 C20 112.1(6) . . ? C21 C20 C23 123.7(9) . . ? C21 C20 C19 111.6(7) . . ? C23 C20 C19 109.4(7) . . ? C21 C20 C22 103.1(7) . . ? C23 C20 C22 100.5(8) . . ? C19 C20 C22 106.3(7) . . ? C20 C21 H21C 109.5 . . ? C20 C21 H21B 109.5 . . ? H21C C21 H21B 109.5 . . ? C20 C21 H21A 109.5 . . ? H21C C21 H21A 109.5 . . ? H21B C21 H21A 109.5 . . ? C20 C22 H22C 109.5 . . ? C20 C22 H22B 109.5 . . ? H22C C22 H22B 109.5 . . ? C20 C22 H22A 109.5 . . ? H22C C22 H22A 109.5 . . ? H22B C22 H22A 109.5 . . ? C20 C23 H23C 109.5 . . ? C20 C23 H23B 109.5 . . ? H23C C23 H23B 109.5 . . ? C20 C23 H23A 109.5 . . ? H23C C23 H23A 109.5 . . ? H23B C23 H23A 109.5 . . ? C24 O3 H3X 110(3) . . ? O4 C24 O3 123.3(6) . . ? O4 C24 C25 115.6(6) . . ? O3 C24 C25 116.5(5) . . ? C28 C25 C27 111.8(7) . . ? C28 C25 C26 105.2(7) . . ? C27 C25 C26 107.9(8) . . ? C28 C25 C24 117.2(6) . . ? C27 C25 C24 112.1(6) . . ? C26 C25 C24 101.4(7) . . ? C25 C26 H26C 109.5 . . ? C25 C26 H26B 109.5 . . ? H26C C26 H26B 109.5 . . ? C25 C26 H26A 109.5 . . ? H26C C26 H26A 109.5 . . ? H26B C26 H26A 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28C 109.5 . . ? C25 C28 H28B 109.5 . . ? H28C C28 H28B 109.5 . . ? C25 C28 H28A 109.5 . . ? H28C C28 H28A 109.5 . . ? H28B C28 H28A 109.5 . . ? C19A O2A H3X 105(4) . . ? O1A C19A O2A 122.5(7) . . ? O1A C19A C20A 121.5(7) . . ? O2A C19A C20A 115.2(6) . . ? C22A C20A C21A 110.3(9) . . ? C22A C20A C19A 109.1(8) . . ? C21A C20A C19A 111.5(7) . . ? C22A C20A C23A 109.4(8) . . ? C21A C20A C23A 107.7(8) . . ? C19A C20A C23A 108.8(6) . . ? C20A C21A H21F 109.5 . . ? C20A C21A H21E 109.5 . . ? H21F C21A H21E 109.5 . . ? C20A C21A H21D 109.5 . . ? H21F C21A H21D 109.5 . . ? H21E C21A H21D 109.5 . . ? C20A C22A H22F 109.5 . . ? C20A C22A H22E 109.5 . . ? H22F C22A H22E 109.5 . . ? C20A C22A H22D 109.5 . . ? H22F C22A H22D 109.5 . . ? H22E C22A H22D 109.5 . . ? C20A C23A H23F 109.5 . . ? C20A C23A H23E 109.5 . . ? H23F C23A H23E 109.5 . . ? C20A C23A H23D 109.5 . . ? H23F C23A H23D 109.5 . . ? H23E C23A H23D 109.5 . . ? C24A O3A H3X 114(3) . . ? O3A C24A O4A 125.0(6) . . ? O3A C24A C25A 117.6(6) . . ? O4A C24A C25A 112.6(6) . . ? C26A C25A C27A 110.8(7) . . ? C26A C25A C28A 110.2(7) . . ? C27A C25A C28A 107.7(8) . . ? C26A C25A C24A 117.6(6) . . ? C27A C25A C24A 112.1(6) . . ? C28A C25A C24A 97.3(7) . . ? C25A C26A H26F 109.5 . . ? C25A C26A H26E 109.5 . . ? H26F C26A H26E 109.5 . . ? C25A C26A H26D 109.5 . . ? H26F C26A H26D 109.5 . . ? H26E C26A H26D 109.5 . . ? C25A C27A H27D 109.5 . . ? C25A C27A H27E 109.5 . . ? H27D C27A H27E 109.5 . . ? C25A C27A H27F 109.5 . . ? H27D C27A H27F 109.5 . . ? H27E C27A H27F 109.5 . . ? C25A C28A H28F 109.5 . . ? C25A C28A H28E 109.5 . . ? H28F C28A H28E 109.5 . . ? C25A C28A H28D 109.5 . . ? H28F C28A H28D 109.5 . . ? H28E C28A H28D 109.5 . . ? N1S C2S C1S 178.2(18) . . ? #===END