# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_compound9a _database_code_depnum_ccdc_archive 'CCDC 890680' #TrackingRef 'Structures120.cif' _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 'C18 H24 B1 Fe2 O2 P1' _chemical_formula_sum 'C18 H24 B Fe2 O2 P' _chemical_formula_weight 425.85 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 15.2331(11) _cell_length_b 11.0731(10) _cell_length_c 21.585(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3640.9(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3387 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 25.350 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.7560 _exptl_absorpt_correction_T_max 0.9185 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _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 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '90 mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_unetI/netI 0.0617 _diffrn_reflns_number 17547 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.977 _diffrn_measured_fraction_theta_max 0.977 _reflns_number_total 3258 _reflns_number_gt 2497 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor, 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 ; 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^)+(0.0635P)^2^+0.4074P] 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 3258 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1212 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.176 _refine_ls_restrained_S_all 1.176 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.691 _refine_diff_density_min -0.583 _refine_diff_density_rms 0.17 #----------------------------------------------------------------------------# # 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' B B 0.0013 0.0007 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.49501(3) 0.44026(5) 0.13361(2) 0.01715(19) Uani 1 1 d . . . Fe2 Fe 0.39089(3) 0.48904(5) 0.22753(2) 0.01641(18) Uani 1 1 d . . . P1 P 0.36095(7) 0.50889(9) 0.12926(4) 0.0166(2) Uani 1 1 d . . . O1 O 0.56230(19) 0.6726(3) 0.09040(14) 0.0356(8) Uani 1 1 d . . . O2 O 0.57699(18) 0.5325(2) 0.24890(14) 0.0269(7) Uani 1 1 d . . . B1 B 0.3493(4) 0.6607(5) 0.1706(2) 0.0292(12) Uani 1 1 d . . . C1 C 0.5333(3) 0.5830(4) 0.10929(19) 0.0259(10) Uani 1 1 d . . . C2 C 0.5114(3) 0.5063(4) 0.22253(18) 0.0224(9) Uani 1 1 d . . . C3 C 0.4923(3) 0.2498(4) 0.1426(2) 0.0307(11) Uani 1 1 d . . . H3 H 0.4548 0.2073 0.1687 0.037 Uiso 1 1 calc R . . C4 C 0.4761(3) 0.2814(4) 0.08059(19) 0.0237(9) Uani 1 1 d . . . H4 H 0.4257 0.2625 0.0583 0.028 Uiso 1 1 calc R . . C5 C 0.5480(3) 0.3459(4) 0.05803(19) 0.0271(10) Uani 1 1 d . . . H5 H 0.5538 0.3777 0.0184 0.033 Uiso 1 1 calc R . . C6 C 0.6104(3) 0.3541(4) 0.10643(19) 0.0267(10) Uani 1 1 d . . . H6 H 0.6646 0.3925 0.1039 0.032 Uiso 1 1 calc R . . C7 C 0.5777(3) 0.2954(4) 0.1581(2) 0.0279(10) Uani 1 1 d . . . H7 H 0.6059 0.2871 0.1961 0.034 Uiso 1 1 calc R . . C8 C 0.3776(3) 0.4781(4) 0.32352(19) 0.0375(13) Uani 1 1 d . . . H8 H 0.407 0.5274 0.3515 0.045 Uiso 1 1 calc R . . C9 C 0.2956(3) 0.5011(4) 0.2975(2) 0.0304(10) Uani 1 1 d . . . H9 H 0.261 0.5687 0.305 0.037 Uiso 1 1 calc R . . C10 C 0.2739(2) 0.4045(4) 0.25779(17) 0.0227(9) Uani 1 1 d . . . H10 H 0.2225 0.3973 0.2347 0.027 Uiso 1 1 calc R . . C11 C 0.3426(3) 0.3218(4) 0.25915(19) 0.0273(10) Uani 1 1 d . . . H11 H 0.3455 0.2496 0.2373 0.033 Uiso 1 1 calc R . . C12 C 0.4078(3) 0.3677(4) 0.3001(2) 0.0336(12) Uani 1 1 d . . . H12 H 0.461 0.331 0.3096 0.04 Uiso 1 1 calc R . . C13 C 0.2692(2) 0.4408(4) 0.08588(16) 0.0173(8) Uani 1 1 d . . . H13 H 0.2654 0.3549 0.0965 0.021 Uiso 1 1 calc R . . C14 C 0.1813(3) 0.5011(4) 0.10088(19) 0.0281(10) Uani 1 1 d . . . H14A H 0.1856 0.5871 0.0928 0.034 Uiso 1 1 calc R . . H14B H 0.1683 0.4903 0.1445 0.034 Uiso 1 1 calc R . . C15 C 0.1065(3) 0.4476(4) 0.0621(2) 0.0344(11) Uani 1 1 d . . . H15A H 0.0977 0.3638 0.0736 0.041 Uiso 1 1 calc R . . H15B H 0.0526 0.4912 0.0708 0.041 Uiso 1 1 calc R . . C16 C 0.1265(3) 0.4552(4) -0.0068(2) 0.0317(11) Uani 1 1 d . . . H16A H 0.0802 0.4153 -0.0299 0.038 Uiso 1 1 calc R . . H16B H 0.1279 0.5393 -0.0194 0.038 Uiso 1 1 calc R . . C17 C 0.2135(3) 0.3966(4) -0.02184(19) 0.0346(11) Uani 1 1 d . . . H17A H 0.2261 0.4066 -0.0656 0.042 Uiso 1 1 calc R . . H17B H 0.2102 0.3108 -0.0132 0.042 Uiso 1 1 calc R . . C18 C 0.2872(3) 0.4527(4) 0.01628(18) 0.0270(10) Uani 1 1 d . . . H18A H 0.2928 0.5374 0.0056 0.032 Uiso 1 1 calc R . . H18B H 0.3421 0.4129 0.0064 0.032 Uiso 1 1 calc R . . H01 H 0.393(2) 0.649(4) 0.2204(18) 0.032 Uiso 1 1 d . . . H02 H 0.399(2) 0.744(4) 0.1738(18) 0.032 Uiso 1 1 d . . . H03 H 0.279(3) 0.688(4) 0.1801(17) 0.032 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 Fe1 0.0148(3) 0.0172(4) 0.0195(3) -0.0033(2) 0.0015(2) 0.0005(2) Fe2 0.0166(3) 0.0183(3) 0.0144(3) -0.0021(2) 0.0002(2) -0.0012(2) P1 0.0170(5) 0.0176(6) 0.0151(5) 0.0001(4) -0.0010(4) 0.0019(4) O1 0.0450(19) 0.0274(18) 0.0343(18) -0.0028(15) 0.0132(14) -0.0138(16) O2 0.0235(16) 0.0297(18) 0.0274(16) -0.0057(13) -0.0056(13) -0.0002(14) B1 0.039(3) 0.024(3) 0.025(3) -0.002(2) 0.004(2) 0.007(2) C1 0.022(2) 0.034(3) 0.021(2) -0.009(2) 0.0036(17) 0.001(2) C2 0.029(2) 0.016(2) 0.022(2) 0.0034(18) -0.0021(17) 0.0018(18) C3 0.038(3) 0.017(2) 0.037(3) -0.003(2) 0.016(2) 0.004(2) C4 0.022(2) 0.017(2) 0.032(2) -0.0116(18) 0.0000(17) 0.0013(18) C5 0.031(2) 0.027(3) 0.023(2) -0.0052(19) 0.0076(18) 0.000(2) C6 0.019(2) 0.027(2) 0.034(2) -0.008(2) 0.0068(18) 0.0038(18) C7 0.035(2) 0.022(2) 0.027(2) -0.0040(19) -0.0067(19) 0.015(2) C8 0.051(3) 0.045(3) 0.016(2) -0.002(2) 0.0014(19) -0.024(2) C9 0.037(3) 0.027(3) 0.028(2) -0.003(2) 0.020(2) 0.002(2) C10 0.016(2) 0.033(3) 0.019(2) 0.0067(18) 0.0040(15) -0.0010(18) C11 0.031(2) 0.019(2) 0.032(2) -0.0021(19) 0.0147(18) -0.0033(19) C12 0.018(2) 0.045(3) 0.038(3) 0.030(2) -0.0029(19) -0.002(2) C13 0.0143(19) 0.020(2) 0.017(2) 0.0021(16) -0.0042(15) -0.0033(16) C14 0.021(2) 0.039(3) 0.024(2) 0.006(2) -0.0010(17) 0.005(2) C15 0.019(2) 0.042(3) 0.043(3) 0.011(2) -0.009(2) 0.000(2) C16 0.028(2) 0.030(3) 0.036(3) 0.005(2) -0.0167(19) -0.005(2) C17 0.036(3) 0.046(3) 0.022(2) -0.004(2) -0.0105(19) -0.004(2) C18 0.027(2) 0.039(3) 0.015(2) 0.0006(18) 0.0006(17) -0.001(2) #----------------------------------------------------------------------------# # 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 Fe1 C1 1.765(5) . ? Fe1 C2 2.069(4) . ? Fe1 C6 2.085(4) . ? Fe1 C5 2.099(4) . ? Fe1 C7 2.106(4) . ? Fe1 C4 2.118(4) . ? Fe1 C3 2.118(5) . ? Fe1 P1 2.1810(11) . ? Fe1 Fe2 2.6300(7) . ? Fe2 C2 1.849(4) . ? Fe2 C12 2.080(4) . ? Fe2 C8 2.085(4) . ? Fe2 C9 2.099(4) . ? Fe2 C11 2.106(4) . ? Fe2 C10 2.117(4) . ? Fe2 P1 2.1806(11) . ? Fe2 B1 2.351(5) . ? Fe2 H01 1.78(4) . ? P1 C13 1.843(4) . ? P1 B1 1.912(5) . ? O1 C1 1.160(5) . ? O2 C2 1.186(5) . ? B1 H01 1.27(4) . ? B1 H02 1.19(4) . ? B1 H03 1.13(4) . ? C3 C4 1.406(6) . ? C3 C7 1.434(6) . ? C3 H3 0.93 . ? C4 C5 1.395(6) . ? C4 H4 0.93 . ? C5 C6 1.416(6) . ? C5 H5 0.93 . ? C6 C7 1.384(6) . ? C6 H6 0.93 . ? C7 H7 0.93 . ? C8 C9 1.393(6) . ? C8 C12 1.400(6) . ? C8 H8 0.93 . ? C9 C10 1.409(6) . ? C9 H9 0.93 . ? C10 C11 1.391(6) . ? C10 H10 0.93 . ? C11 C12 1.424(6) . ? C11 H11 0.93 . ? C12 H12 0.93 . ? C13 C14 1.531(5) . ? C13 C18 1.532(5) . ? C13 H13 0.98 . ? C14 C15 1.533(6) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 C16 1.519(6) . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 C17 1.512(6) . ? C16 H16A 0.97 . ? C16 H16B 0.97 . ? C17 C18 1.523(5) . ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? C18 H18A 0.97 . ? C18 H18B 0.97 . ? 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 C1 Fe1 C2 85.38(17) . . ? C1 Fe1 C6 92.72(18) . . ? C2 Fe1 C6 108.72(16) . . ? C1 Fe1 C5 95.04(17) . . ? C2 Fe1 C5 148.28(16) . . ? C6 Fe1 C5 39.56(15) . . ? C1 Fe1 C7 123.99(18) . . ? C2 Fe1 C7 87.92(16) . . ? C6 Fe1 C7 38.57(16) . . ? C5 Fe1 C7 65.57(16) . . ? C1 Fe1 C4 128.92(17) . . ? C2 Fe1 C4 144.19(16) . . ? C6 Fe1 C4 65.33(16) . . ? C5 Fe1 C4 38.63(15) . . ? C7 Fe1 C4 65.47(16) . . ? C1 Fe1 C3 157.72(17) . . ? C2 Fe1 C3 105.60(16) . . ? C6 Fe1 C3 65.55(16) . . ? C5 Fe1 C3 65.34(16) . . ? C7 Fe1 C3 39.68(16) . . ? C4 Fe1 C3 38.75(16) . . ? C1 Fe1 P1 89.13(13) . . ? C2 Fe1 P1 91.71(12) . . ? C6 Fe1 P1 159.57(12) . . ? C5 Fe1 P1 120.01(12) . . ? C7 Fe1 P1 146.69(13) . . ? C4 Fe1 P1 97.98(11) . . ? C3 Fe1 P1 109.45(12) . . ? C1 Fe1 Fe2 104.16(13) . . ? C2 Fe1 Fe2 44.37(12) . . ? C6 Fe1 Fe2 145.03(12) . . ? C5 Fe1 Fe2 158.95(11) . . ? C7 Fe1 Fe2 108.85(12) . . ? C4 Fe1 Fe2 120.33(11) . . ? C3 Fe1 Fe2 97.02(11) . . ? P1 Fe1 Fe2 52.91(3) . . ? C2 Fe2 C12 89.29(17) . . ? C2 Fe2 C8 99.24(18) . . ? C12 Fe2 C8 39.28(18) . . ? C2 Fe2 C9 136.24(18) . . ? C12 Fe2 C9 65.46(17) . . ? C8 Fe2 C9 38.88(17) . . ? C2 Fe2 C11 117.16(17) . . ? C12 Fe2 C11 39.76(16) . . ? C8 Fe2 C11 65.96(17) . . ? C9 Fe2 C11 65.22(16) . . ? C2 Fe2 C10 154.14(17) . . ? C12 Fe2 C10 65.56(15) . . ? C8 Fe2 C10 65.52(16) . . ? C9 Fe2 C10 39.06(16) . . ? C11 Fe2 C10 38.47(15) . . ? C2 Fe2 P1 98.08(12) . . ? C12 Fe2 P1 145.47(14) . . ? C8 Fe2 P1 162.15(14) . . ? C9 Fe2 P1 123.27(14) . . ? C11 Fe2 P1 109.32(12) . . ? C10 Fe2 P1 99.71(11) . . ? C2 Fe2 B1 98.85(18) . . ? C12 Fe2 B1 161.72(18) . . ? C8 Fe2 B1 122.71(18) . . ? C9 Fe2 B1 97.95(17) . . ? C11 Fe2 B1 141.83(18) . . ? C10 Fe2 B1 106.97(17) . . ? P1 Fe2 B1 49.72(12) . . ? C2 Fe2 Fe1 51.50(12) . . ? C12 Fe2 Fe1 111.92(13) . . ? C8 Fe2 Fe1 144.35(14) . . ? C9 Fe2 Fe1 169.95(12) . . ? C11 Fe2 Fe1 106.26(11) . . ? C10 Fe2 Fe1 130.91(11) . . ? P1 Fe2 Fe1 52.92(3) . . ? B1 Fe2 Fe1 85.74(12) . . ? C2 Fe2 H01 82.8(12) . . ? C12 Fe2 H01 134.9(13) . . ? C8 Fe2 H01 98.4(12) . . ? C9 Fe2 H01 90.6(12) . . ? C11 Fe2 H01 155.5(12) . . ? C10 Fe2 H01 118.8(12) . . ? P1 Fe2 H01 79.6(12) . . ? B1 Fe2 H01 32.3(12) . . ? Fe1 Fe2 H01 97.3(12) . . ? C13 P1 B1 121.7(2) . . ? C13 P1 Fe2 127.70(13) . . ? B1 P1 Fe2 69.79(15) . . ? C13 P1 Fe1 126.09(13) . . ? B1 P1 Fe1 111.95(17) . . ? Fe2 P1 Fe1 74.17(4) . . ? P1 B1 Fe2 60.49(14) . . ? P1 B1 H01 104.7(19) . . ? Fe2 B1 H01 48.1(19) . . ? P1 B1 H02 130.2(18) . . ? Fe2 B1 H02 114.9(19) . . ? H01 B1 H02 72(2) . . ? P1 B1 H03 114(2) . . ? Fe2 B1 H03 112(2) . . ? H01 B1 H03 112(3) . . ? H02 B1 H03 113(3) . . ? O1 C1 Fe1 175.2(4) . . ? O2 C2 Fe2 146.5(3) . . ? O2 C2 Fe1 129.3(3) . . ? Fe2 C2 Fe1 84.13(16) . . ? C4 C3 C7 107.1(4) . . ? C4 C3 Fe1 70.6(2) . . ? C7 C3 Fe1 69.7(2) . . ? C4 C3 H3 126.4 . . ? C7 C3 H3 126.4 . . ? Fe1 C3 H3 124.8 . . ? C5 C4 C3 108.8(4) . . ? C5 C4 Fe1 69.9(2) . . ? C3 C4 Fe1 70.6(2) . . ? C5 C4 H4 125.6 . . ? C3 C4 H4 125.6 . . ? Fe1 C4 H4 125.4 . . ? C4 C5 C6 107.6(4) . . ? C4 C5 Fe1 71.4(2) . . ? C6 C5 Fe1 69.7(2) . . ? C4 C5 H5 126.2 . . ? C6 C5 H5 126.2 . . ? Fe1 C5 H5 124.3 . . ? C7 C6 C5 108.8(4) . . ? C7 C6 Fe1 71.6(2) . . ? C5 C6 Fe1 70.7(2) . . ? C7 C6 H6 125.6 . . ? C5 C6 H6 125.6 . . ? Fe1 C6 H6 123.7 . . ? C6 C7 C3 107.7(4) . . ? C6 C7 Fe1 69.9(2) . . ? C3 C7 Fe1 70.6(2) . . ? C6 C7 H7 126.2 . . ? C3 C7 H7 126.2 . . ? Fe1 C7 H7 125 . . ? C9 C8 C12 108.0(4) . . ? C9 C8 Fe2 71.1(2) . . ? C12 C8 Fe2 70.1(2) . . ? C9 C8 H8 126 . . ? C12 C8 H8 126 . . ? Fe2 C8 H8 124.4 . . ? C8 C9 C10 108.5(4) . . ? C8 C9 Fe2 70.0(2) . . ? C10 C9 Fe2 71.2(2) . . ? C8 C9 H9 125.8 . . ? C10 C9 H9 125.8 . . ? Fe2 C9 H9 124.6 . . ? C11 C10 C9 108.0(4) . . ? C11 C10 Fe2 70.3(2) . . ? C9 C10 Fe2 69.8(2) . . ? C11 C10 H10 126 . . ? C9 C10 H10 126 . . ? Fe2 C10 H10 125.5 . . ? C10 C11 C12 107.7(4) . . ? C10 C11 Fe2 71.2(2) . . ? C12 C11 Fe2 69.1(2) . . ? C10 C11 H11 126.2 . . ? C12 C11 H11 126.2 . . ? Fe2 C11 H11 125.1 . . ? C8 C12 C11 107.8(4) . . ? C8 C12 Fe2 70.6(2) . . ? C11 C12 Fe2 71.1(2) . . ? C8 C12 H12 126.1 . . ? C11 C12 H12 126.1 . . ? Fe2 C12 H12 123.9 . . ? C14 C13 C18 109.0(3) . . ? C14 C13 P1 112.2(3) . . ? C18 C13 P1 109.1(3) . . ? C14 C13 H13 108.8 . . ? C18 C13 H13 108.8 . . ? P1 C13 H13 108.8 . . ? C13 C14 C15 111.5(3) . . ? C13 C14 H14A 109.3 . . ? C15 C14 H14A 109.3 . . ? C13 C14 H14B 109.3 . . ? C15 C14 H14B 109.3 . . ? H14A C14 H14B 108 . . ? C16 C15 C14 111.4(3) . . ? C16 C15 H15A 109.4 . . ? C14 C15 H15A 109.4 . . ? C16 C15 H15B 109.4 . . ? C14 C15 H15B 109.4 . . ? H15A C15 H15B 108 . . ? C17 C16 C15 111.2(3) . . ? C17 C16 H16A 109.4 . . ? C15 C16 H16A 109.4 . . ? C17 C16 H16B 109.4 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 108 . . ? C16 C17 C18 110.8(4) . . ? C16 C17 H17A 109.5 . . ? C18 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? C17 C18 C13 111.3(3) . . ? C17 C18 H18A 109.4 . . ? C13 C18 H18A 109.4 . . ? C17 C18 H18B 109.4 . . ? C13 C18 H18B 109.4 . . ? H18A C18 H18B 108 . . ? data_compound12 _database_code_depnum_ccdc_archive 'CCDC 890681' #TrackingRef 'Structures120.cif' _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 'C26 H29 Fe2 N O3 P, F6 P' _chemical_formula_sum 'C26 H29 F6 Fe2 N O3 P2' _chemical_formula_weight 691.14 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21 ' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.8882(2) _cell_length_b 11.9548(3) _cell_length_c 12.1755(3) _cell_angle_alpha 90 _cell_angle_beta 100.9890(10) _cell_angle_gamma 90 _cell_volume 1412.89(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2599 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 25.350 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.209 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.78174 _exptl_absorpt_correction_T_max 0.9245 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _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 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '90 mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_unetI/netI 0.0347 _diffrn_reflns_number 13282 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.7 _diffrn_reflns_theta_max 25.24 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 4857 _reflns_number_gt 4637 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor, 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 ; 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^)+(0.0720P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4857 _refine_ls_number_parameters 366 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.1129 _refine_ls_wR_factor_gt 0.0805 _refine_ls_goodness_of_fit_ref 1.242 _refine_ls_restrained_S_all 1.242 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.011(16) _refine_diff_density_max 0.713 _refine_diff_density_min -0.923 _refine_diff_density_rms 0.262 #----------------------------------------------------------------------------# # 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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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 Fe1 Fe 0.30136(6) 0.22781(5) 0.55901(5) 0.02026(16) Uani 1 1 d . . . Fe2 Fe 0.14726(5) 0.27238(4) 0.70798(5) 0.01795(16) Uani 1 1 d . . . P1 P 0.28465(10) 0.12860(9) 0.70673(9) 0.0176(2) Uani 1 1 d . . . N1 N 0.4165(4) 0.1032(3) 0.8098(3) 0.0226(8) Uani 1 1 d . . . O1 O 0.1057(3) 0.0834(3) 0.4160(3) 0.0315(8) Uani 1 1 d . . . O2 O -0.0988(3) 0.1413(3) 0.6250(3) 0.0303(7) Uani 1 1 d . . . O3 O 0.0910(3) 0.4007(3) 0.5019(3) 0.0307(7) Uani 1 1 d . . . C1 C 0.1826(4) 0.1386(4) 0.4740(4) 0.0228(9) Uani 1 1 d . . . C2 C -0.0006(4) 0.1905(4) 0.6548(4) 0.0230(9) Uani 1 1 d . . . C3 C 0.1477(4) 0.3324(4) 0.5615(4) 0.0236(9) Uani 1 1 d . . . C4 C 0.5195(4) 0.2137(5) 0.5816(4) 0.0312(11) Uani 1 1 d . . . H4 H 0.5749 0.1664 0.6318 0.037 Uiso 1 1 calc R . . C5 C 0.4838(5) 0.3259(5) 0.6025(4) 0.0334(12) Uani 1 1 d . . . H5 H 0.5102 0.3643 0.6696 0.04 Uiso 1 1 calc R . . C6 C 0.4006(5) 0.3695(4) 0.5032(5) 0.0365(12) Uani 1 1 d . . . H6 H 0.3643 0.4413 0.4935 0.044 Uiso 1 1 calc R . . C7 C 0.3834(5) 0.2831(5) 0.4218(4) 0.0321(11) Uani 1 1 d . . . H7 H 0.3335 0.2884 0.349 0.039 Uiso 1 1 calc R . . C8 C 0.4558(4) 0.1870(5) 0.4709(4) 0.0317(11) Uani 1 1 d . . . H8 H 0.4603 0.1183 0.4359 0.038 Uiso 1 1 calc R . . C9 C 0.2014(5) 0.2895(4) 0.8847(4) 0.0296(10) Uani 1 1 d . . . H9 H 0.2409 0.2341 0.9342 0.036 Uiso 1 1 calc R . . C10 C 0.0588(5) 0.3084(4) 0.8459(4) 0.0298(11) Uani 1 1 d . . . H10 H -0.0121 0.2661 0.8653 0.036 Uiso 1 1 calc R . . C11 C 0.0414(5) 0.4010(4) 0.7733(4) 0.0323(11) Uani 1 1 d . . . H11 H -0.042 0.4309 0.7369 0.039 Uiso 1 1 calc R . . C12 C 0.1739(6) 0.4402(4) 0.7663(4) 0.0326(11) Uani 1 1 d . . . H12 H 0.1933 0.5012 0.7244 0.039 Uiso 1 1 calc R . . C13 C 0.2721(5) 0.3712(4) 0.8336(4) 0.0310(11) Uani 1 1 d . . . H13 H 0.3672 0.3783 0.8427 0.037 Uiso 1 1 calc R . . C14 C 0.5283(4) 0.1781(4) 0.8622(4) 0.0256(10) Uani 1 1 d . . . H14A H 0.505 0.211 0.929 0.031 Uiso 1 1 calc R . . H14B H 0.5382 0.2382 0.8108 0.031 Uiso 1 1 calc R . . C15 C 0.6637(4) 0.1158(4) 0.8930(4) 0.0242(10) Uani 1 1 d . . . C16 C 0.6864(5) 0.0112(5) 0.8473(5) 0.0390(13) Uani 1 1 d . . . H16 H 0.6171 -0.0219 0.7951 0.047 Uiso 1 1 calc R . . C17 C 0.8107(5) -0.0428(5) 0.8794(5) 0.0393(13) Uani 1 1 d . . . H17 H 0.8247 -0.1118 0.8481 0.047 Uiso 1 1 calc R . . C18 C 0.9145(4) 0.0044(4) 0.9574(4) 0.0255(10) Uani 1 1 d . . . H18 H 0.9983 -0.0323 0.9787 0.031 Uiso 1 1 calc R . . C19 C 0.8930(5) 0.1062(4) 1.0031(4) 0.0278(10) Uani 1 1 d . . . H19 H 0.9621 0.1378 1.0567 0.033 Uiso 1 1 calc R . . C20 C 0.7688(4) 0.1626(4) 0.9702(4) 0.0269(10) Uani 1 1 d . . . H20 H 0.7565 0.2325 1.0005 0.032 Uiso 1 1 calc R . . C21 C 0.2095(4) -0.0125(4) 0.6876(4) 0.0191(9) Uani 1 1 d . . . H21 H 0.1276 -0.0071 0.6281 0.023 Uiso 1 1 calc R . . C22 C 0.3066(4) -0.0970(4) 0.6480(4) 0.0280(10) Uani 1 1 d . . . H22A H 0.3888 -0.1061 0.7051 0.034 Uiso 1 1 calc R . . H22B H 0.3341 -0.0698 0.5805 0.034 Uiso 1 1 calc R . . C23 C 0.2317(5) -0.2104(4) 0.6247(5) 0.0378(13) Uani 1 1 d . . . H23A H 0.155 -0.2022 0.5623 0.045 Uiso 1 1 calc R . . H23B H 0.2947 -0.2651 0.6037 0.045 Uiso 1 1 calc R . . C24 C 0.1792(5) -0.2520(4) 0.7247(5) 0.0373(12) Uani 1 1 d . . . H24A H 0.2568 -0.2691 0.784 0.045 Uiso 1 1 calc R . . H24B H 0.1277 -0.3205 0.7053 0.045 Uiso 1 1 calc R . . C25 C 0.0873(5) -0.1668(4) 0.7670(4) 0.0306(11) Uani 1 1 d . . . H25A H 0.0607 -0.195 0.8345 0.037 Uiso 1 1 calc R . . H25B H 0.0042 -0.1563 0.7111 0.037 Uiso 1 1 calc R . . C26 C 0.1606(4) -0.0544(4) 0.7919(4) 0.0245(9) Uani 1 1 d . . . H26A H 0.098 -0.0003 0.8145 0.029 Uiso 1 1 calc R . . H26B H 0.2389 -0.0629 0.8529 0.029 Uiso 1 1 calc R . . P2 P 0.36228(12) 0.05949(10) 0.14661(10) 0.0255(3) Uani 1 1 d . . . F1 F 0.4986(3) 0.0475(3) 0.2413(2) 0.0389(7) Uani 1 1 d . . . F2 F 0.2273(3) 0.0707(3) 0.0513(3) 0.0429(8) Uani 1 1 d . . . F3 F 0.4474(4) 0.0226(4) 0.0532(3) 0.0683(13) Uani 1 1 d . . . F4 F 0.2765(3) 0.0932(4) 0.2385(3) 0.0636(11) Uani 1 1 d . . . F5 F 0.3987(4) 0.1866(3) 0.1294(4) 0.0653(11) Uani 1 1 d . . . F6 F 0.3268(4) -0.0689(3) 0.1619(3) 0.0632(11) Uani 1 1 d . . . H1 H 0.406(5) 0.037(4) 0.849(4) 0.022(12) 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 Fe1 0.0209(3) 0.0244(3) 0.0166(3) -0.0023(3) 0.0063(2) -0.0073(2) Fe2 0.0204(3) 0.0170(3) 0.0168(3) 0.0021(3) 0.0045(2) 0.0005(2) P1 0.0155(5) 0.0207(5) 0.0168(5) -0.0021(4) 0.0034(4) -0.0016(4) N1 0.0191(17) 0.026(2) 0.0212(19) -0.0017(17) -0.0007(14) -0.0014(15) O1 0.0368(18) 0.0346(18) 0.0232(17) -0.0067(15) 0.0063(14) -0.0158(16) O2 0.0191(15) 0.0307(17) 0.040(2) 0.0031(15) 0.0034(14) -0.0046(14) O3 0.0389(17) 0.0291(17) 0.0224(17) 0.0061(16) 0.0018(14) -0.0015(15) C1 0.025(2) 0.027(2) 0.018(2) 0.005(2) 0.0090(18) -0.0025(19) C2 0.024(2) 0.025(2) 0.021(2) 0.0067(19) 0.0077(17) 0.0077(18) C3 0.025(2) 0.026(2) 0.019(2) 0.002(2) 0.0021(17) -0.0071(19) C4 0.019(2) 0.052(3) 0.025(2) -0.006(2) 0.0094(17) -0.009(2) C5 0.030(2) 0.044(3) 0.029(3) -0.011(2) 0.013(2) -0.024(2) C6 0.037(3) 0.034(3) 0.042(3) 0.005(2) 0.017(2) -0.020(2) C7 0.035(2) 0.044(3) 0.020(2) 0.002(2) 0.0124(18) -0.016(2) C8 0.024(2) 0.043(3) 0.030(3) -0.010(2) 0.0126(19) -0.012(2) C9 0.042(3) 0.029(3) 0.018(2) -0.0033(19) 0.0047(19) 0.005(2) C10 0.034(2) 0.034(3) 0.025(2) -0.002(2) 0.014(2) 0.002(2) C11 0.041(3) 0.033(3) 0.022(3) -0.004(2) 0.004(2) 0.016(2) C12 0.059(3) 0.019(2) 0.022(2) -0.007(2) 0.013(2) 0.001(2) C13 0.035(3) 0.031(3) 0.027(3) -0.011(2) 0.006(2) -0.003(2) C14 0.024(2) 0.031(2) 0.020(2) -0.005(2) -0.0003(17) -0.0018(19) C15 0.022(2) 0.033(3) 0.019(2) -0.001(2) 0.0064(17) -0.0028(18) C16 0.019(2) 0.051(3) 0.044(3) -0.019(3) -0.001(2) -0.002(2) C17 0.027(2) 0.051(3) 0.040(3) -0.019(3) 0.007(2) 0.008(2) C18 0.0183(19) 0.036(3) 0.023(2) 0.006(2) 0.0069(17) 0.0007(18) C19 0.025(2) 0.038(3) 0.019(2) 0.003(2) -0.0018(17) -0.003(2) C20 0.027(2) 0.027(2) 0.025(2) -0.002(2) -0.0008(18) -0.0022(19) C21 0.0153(18) 0.023(2) 0.020(2) -0.0021(18) 0.0041(16) 0.0011(16) C22 0.021(2) 0.032(3) 0.032(3) -0.011(2) 0.0072(19) 0.0018(19) C23 0.027(2) 0.034(3) 0.052(3) -0.015(3) 0.008(2) 0.005(2) C24 0.030(2) 0.020(3) 0.060(4) 0.000(2) 0.004(2) 0.0004(19) C25 0.027(2) 0.027(3) 0.036(3) 0.008(2) 0.003(2) 0.001(2) C26 0.024(2) 0.024(2) 0.026(2) 0.0032(19) 0.0072(18) 0.0009(17) P2 0.0270(6) 0.0274(6) 0.0214(6) 0.0012(5) 0.0026(5) 0.0058(5) F1 0.0362(15) 0.0472(17) 0.0293(16) 0.0037(14) -0.0040(12) 0.0070(13) F2 0.0351(15) 0.0437(19) 0.0440(18) 0.0023(15) -0.0073(13) 0.0069(13) F3 0.051(2) 0.128(4) 0.0280(18) -0.002(2) 0.0123(15) 0.033(2) F4 0.0433(18) 0.107(3) 0.0431(19) -0.034(2) 0.0147(15) 0.000(2) F5 0.056(2) 0.0359(18) 0.091(3) 0.0219(19) -0.0186(19) -0.0080(16) F6 0.089(3) 0.0347(18) 0.052(2) 0.0054(17) -0.023(2) -0.0077(18) #----------------------------------------------------------------------------# # 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 Fe1 C1 1.768(4) . ? Fe1 C3 1.973(5) . ? Fe1 C8 2.085(5) . ? Fe1 C7 2.099(4) . ? Fe1 C4 2.129(4) . ? Fe1 C5 2.131(4) . ? Fe1 C6 2.132(5) . ? Fe1 P1 2.1869(12) . ? Fe1 Fe2 2.6362(8) . ? Fe2 C2 1.776(5) . ? Fe2 C3 1.924(5) . ? Fe2 C10 2.080(5) . ? Fe2 C11 2.101(5) . ? Fe2 C9 2.125(5) . ? Fe2 C12 2.128(5) . ? Fe2 C13 2.130(5) . ? Fe2 P1 2.1928(12) . ? P1 N1 1.657(4) . ? P1 C21 1.841(4) . ? N1 C14 1.470(6) . ? N1 H1 0.94(5) . ? O1 C1 1.143(5) . ? O2 C2 1.135(5) . ? O3 C3 1.163(6) . ? C4 C8 1.412(6) . ? C4 C5 1.422(8) . ? C4 H4 0.93 . ? C5 C6 1.425(8) . ? C5 H5 0.93 . ? C6 C7 1.419(8) . ? C6 H6 0.93 . ? C7 C8 1.424(7) . ? C7 H7 0.93 . ? C8 H8 0.93 . ? C9 C13 1.412(7) . ? C9 C10 1.418(7) . ? C9 H9 0.93 . ? C10 C11 1.407(7) . ? C10 H10 0.93 . ? C11 C12 1.409(8) . ? C11 H11 0.93 . ? C12 C13 1.411(7) . ? C12 H12 0.93 . ? C13 H13 0.93 . ? C14 C15 1.515(6) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 C20 1.380(6) . ? C15 C16 1.404(7) . ? C16 C17 1.377(7) . ? C16 H16 0.93 . ? C17 C18 1.380(7) . ? C17 H17 0.93 . ? C18 C19 1.371(7) . ? C18 H18 0.93 . ? C19 C20 1.392(6) . ? C19 H19 0.93 . ? C20 H20 0.93 . ? C21 C26 1.527(6) . ? C21 C22 1.533(6) . ? C21 H21 0.98 . ? C22 C23 1.546(7) . ? C22 H22A 0.97 . ? C22 H22B 0.97 . ? C23 C24 1.497(8) . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C24 C25 1.518(7) . ? C24 H24A 0.97 . ? C24 H24B 0.97 . ? C25 C26 1.530(7) . ? C25 H25A 0.97 . ? C25 H25B 0.97 . ? C26 H26A 0.97 . ? C26 H26B 0.97 . ? P2 F4 1.579(3) . ? P2 F5 1.584(4) . ? P2 F6 1.593(4) . ? P2 F2 1.598(3) . ? P2 F3 1.600(3) . ? P2 F1 1.605(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Fe1 C3 87.91(19) . . ? C1 Fe1 C8 91.58(19) . . ? C3 Fe1 C8 143.0(2) . . ? C1 Fe1 C7 92.21(19) . . ? C3 Fe1 C7 103.2(2) . . ? C8 Fe1 C7 39.8(2) . . ? C1 Fe1 C4 124.9(2) . . ? C3 Fe1 C4 144.4(2) . . ? C8 Fe1 C4 39.13(17) . . ? C7 Fe1 C4 65.93(19) . . ? C1 Fe1 C5 156.00(19) . . ? C3 Fe1 C5 105.4(2) . . ? C8 Fe1 C5 65.7(2) . . ? C7 Fe1 C5 65.62(19) . . ? C4 Fe1 C5 39.0(2) . . ? C1 Fe1 C6 126.0(2) . . ? C3 Fe1 C6 84.5(2) . . ? C8 Fe1 C6 66.1(2) . . ? C7 Fe1 C6 39.2(2) . . ? C4 Fe1 C6 65.6(2) . . ? C5 Fe1 C6 39.0(2) . . ? C1 Fe1 P1 90.47(14) . . ? C3 Fe1 P1 98.75(13) . . ? C8 Fe1 P1 118.29(15) . . ? C7 Fe1 P1 157.99(16) . . ? C4 Fe1 P1 94.83(14) . . ? C5 Fe1 P1 106.69(15) . . ? C6 Fe1 P1 143.55(16) . . ? C1 Fe1 Fe2 96.78(14) . . ? C3 Fe1 Fe2 46.64(13) . . ? C8 Fe1 Fe2 167.86(13) . . ? C7 Fe1 Fe2 147.77(16) . . ? C4 Fe1 Fe2 129.16(12) . . ? C5 Fe1 Fe2 106.91(14) . . ? C6 Fe1 Fe2 114.85(15) . . ? P1 Fe1 Fe2 53.10(3) . . ? C2 Fe2 C3 90.83(19) . . ? C2 Fe2 C10 88.0(2) . . ? C3 Fe2 C10 138.30(19) . . ? C2 Fe2 C11 96.1(2) . . ? C3 Fe2 C11 99.6(2) . . ? C10 Fe2 C11 39.31(19) . . ? C2 Fe2 C9 116.98(19) . . ? C3 Fe2 C9 149.08(19) . . ? C10 Fe2 C9 39.38(19) . . ? C11 Fe2 C9 66.02(18) . . ? C2 Fe2 C12 133.0(2) . . ? C3 Fe2 C12 86.3(2) . . ? C10 Fe2 C12 65.2(2) . . ? C11 Fe2 C12 38.9(2) . . ? C9 Fe2 C12 65.2(2) . . ? C2 Fe2 C13 153.07(19) . . ? C3 Fe2 C13 110.82(19) . . ? C10 Fe2 C13 65.25(19) . . ? C11 Fe2 C13 65.4(2) . . ? C9 Fe2 C13 38.75(19) . . ? C12 Fe2 C13 38.71(19) . . ? C2 Fe2 P1 91.91(14) . . ? C3 Fe2 P1 100.09(15) . . ? C10 Fe2 P1 121.61(14) . . ? C11 Fe2 P1 158.55(14) . . ? C9 Fe2 P1 92.62(13) . . ? C12 Fe2 P1 134.75(16) . . ? C13 Fe2 P1 99.48(14) . . ? C2 Fe2 Fe1 100.44(14) . . ? C3 Fe2 Fe1 48.22(14) . . ? C10 Fe2 Fe1 169.77(14) . . ? C11 Fe2 Fe1 143.50(15) . . ? C9 Fe2 Fe1 130.44(13) . . ? C12 Fe2 Fe1 111.66(15) . . ? C13 Fe2 Fe1 105.91(13) . . ? P1 Fe2 Fe1 52.89(3) . . ? N1 P1 C21 99.7(2) . . ? N1 P1 Fe1 123.41(15) . . ? C21 P1 Fe1 119.02(15) . . ? N1 P1 Fe2 122.52(14) . . ? C21 P1 Fe2 118.92(13) . . ? Fe1 P1 Fe2 74.01(4) . . ? C14 N1 P1 129.4(3) . . ? C14 N1 H1 116(3) . . ? P1 N1 H1 113(3) . . ? O1 C1 Fe1 177.6(4) . . ? O2 C2 Fe2 176.0(4) . . ? O3 C3 Fe2 139.0(4) . . ? O3 C3 Fe1 135.8(4) . . ? Fe2 C3 Fe1 85.14(19) . . ? C8 C4 C5 107.6(5) . . ? C8 C4 Fe1 68.8(3) . . ? C5 C4 Fe1 70.6(3) . . ? C8 C4 H4 126.2 . . ? C5 C4 H4 126.2 . . ? Fe1 C4 H4 126 . . ? C4 C5 C6 108.5(4) . . ? C4 C5 Fe1 70.4(2) . . ? C6 C5 Fe1 70.5(3) . . ? C4 C5 H5 125.8 . . ? C6 C5 H5 125.8 . . ? Fe1 C5 H5 124.9 . . ? C7 C6 C5 107.4(5) . . ? C7 C6 Fe1 69.1(3) . . ? C5 C6 Fe1 70.4(3) . . ? C7 C6 H6 126.3 . . ? C5 C6 H6 126.3 . . ? Fe1 C6 H6 125.7 . . ? C6 C7 C8 108.0(4) . . ? C6 C7 Fe1 71.7(3) . . ? C8 C7 Fe1 69.6(3) . . ? C6 C7 H7 126 . . ? C8 C7 H7 126 . . ? Fe1 C7 H7 124.4 . . ? C4 C8 C7 108.4(5) . . ? C4 C8 Fe1 72.1(3) . . ? C7 C8 Fe1 70.6(3) . . ? C4 C8 H8 125.8 . . ? C7 C8 H8 125.8 . . ? Fe1 C8 H8 123.1 . . ? C13 C9 C10 106.7(4) . . ? C13 C9 Fe2 70.8(3) . . ? C10 C9 Fe2 68.6(3) . . ? C13 C9 H9 126.6 . . ? C10 C9 H9 126.6 . . ? Fe2 C9 H9 125.5 . . ? C11 C10 C9 109.2(5) . . ? C11 C10 Fe2 71.1(3) . . ? C9 C10 Fe2 72.0(3) . . ? C11 C10 H10 125.4 . . ? C9 C10 H10 125.4 . . ? Fe2 C10 H10 123.1 . . ? C10 C11 C12 107.2(4) . . ? C10 C11 Fe2 69.6(3) . . ? C12 C11 Fe2 71.6(3) . . ? C10 C11 H11 126.4 . . ? C12 C11 H11 126.4 . . ? Fe2 C11 H11 124.1 . . ? C11 C12 C13 108.4(4) . . ? C11 C12 Fe2 69.5(3) . . ? C13 C12 Fe2 70.7(3) . . ? C11 C12 H12 125.8 . . ? C13 C12 H12 125.8 . . ? Fe2 C12 H12 125.5 . . ? C12 C13 C9 108.5(4) . . ? C12 C13 Fe2 70.6(3) . . ? C9 C13 Fe2 70.4(3) . . ? C12 C13 H13 125.8 . . ? C9 C13 H13 125.8 . . ? Fe2 C13 H13 124.8 . . ? N1 C14 C15 111.3(4) . . ? N1 C14 H14A 109.4 . . ? C15 C14 H14A 109.4 . . ? N1 C14 H14B 109.4 . . ? C15 C14 H14B 109.4 . . ? H14A C14 H14B 108 . . ? C20 C15 C16 118.3(4) . . ? C20 C15 C14 119.0(4) . . ? C16 C15 C14 122.7(4) . . ? C17 C16 C15 120.5(5) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C18 120.6(5) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C19 C18 C17 119.3(4) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C18 C19 C20 120.7(4) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C15 C20 C19 120.5(4) . . ? C15 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C26 C21 C22 111.2(4) . . ? C26 C21 P1 112.3(3) . . ? C22 C21 P1 112.4(3) . . ? C26 C21 H21 106.8 . . ? C22 C21 H21 106.8 . . ? P1 C21 H21 106.8 . . ? C21 C22 C23 109.2(4) . . ? C21 C22 H22A 109.8 . . ? C23 C22 H22A 109.8 . . ? C21 C22 H22B 109.8 . . ? C23 C22 H22B 109.8 . . ? H22A C22 H22B 108.3 . . ? C24 C23 C22 111.7(4) . . ? C24 C23 H23A 109.3 . . ? C22 C23 H23A 109.3 . . ? C24 C23 H23B 109.3 . . ? C22 C23 H23B 109.3 . . ? H23A C23 H23B 107.9 . . ? C23 C24 C25 112.1(4) . . ? C23 C24 H24A 109.2 . . ? C25 C24 H24A 109.2 . . ? C23 C24 H24B 109.2 . . ? C25 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C24 C25 C26 111.4(4) . . ? C24 C25 H25A 109.3 . . ? C26 C25 H25A 109.3 . . ? C24 C25 H25B 109.3 . . ? C26 C25 H25B 109.3 . . ? H25A C25 H25B 108 . . ? C21 C26 C25 109.6(4) . . ? C21 C26 H26A 109.7 . . ? C25 C26 H26A 109.7 . . ? C21 C26 H26B 109.7 . . ? C25 C26 H26B 109.7 . . ? H26A C26 H26B 108.2 . . ? F4 P2 F5 90.9(3) . . ? F4 P2 F6 90.2(3) . . ? F5 P2 F6 178.9(3) . . ? F4 P2 F2 90.36(19) . . ? F5 P2 F2 90.16(18) . . ? F6 P2 F2 89.63(18) . . ? F4 P2 F3 178.7(3) . . ? F5 P2 F3 90.4(3) . . ? F6 P2 F3 88.6(3) . . ? F2 P2 F3 89.22(18) . . ? F4 P2 F1 90.27(18) . . ? F5 P2 F1 90.01(18) . . ? F6 P2 F1 90.18(18) . . ? F2 P2 F1 179.34(19) . . ? F3 P2 F1 90.15(18) . . ? data_compound13 _database_code_depnum_ccdc_archive 'CCDC 890682' #TrackingRef 'Structures120.cif' _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 '2(C31 H34 Fe3 N O3 P), 3(C7 H8)' _chemical_formula_sum 'C83 H92 Fe6 N2 O6 P2' _chemical_formula_weight 1610.63 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.7535(5) _cell_length_b 15.5862(4) _cell_length_c 19.4501(3) _cell_angle_alpha 90 _cell_angle_beta 111.9560(10) _cell_angle_gamma 90 _cell_volume 7241.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6627 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 25.350 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3352 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.781 _exptl_absorpt_correction_T_max 0.856 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _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 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '90 mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_unetI/netI 0.0397 _diffrn_reflns_number 27142 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.24 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.961 _diffrn_measured_fraction_theta_max 0.961 _reflns_number_total 6290 _reflns_number_gt 5223 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor, 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 ; 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^)+(0.0899P)^2^+28.2765P] 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 6290 _refine_ls_number_parameters 454 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1563 _refine_ls_wR_factor_gt 0.135 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.996 _refine_diff_density_min -0.907 _refine_diff_density_rms 0.274 #----------------------------------------------------------------------------# # 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' P P 0.1023 0.0942 '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 Fe1 Fe 0.64930(2) 0.16067(4) 0.21391(3) 0.01411(17) Uani 1 1 d . . . Fe2 Fe 0.70918(2) 0.31746(4) 0.34744(3) 0.01338(17) Uani 1 1 d . . . Fe3 Fe 0.75044(2) 0.22524(4) 0.26868(3) 0.01335(17) Uani 1 1 d . . . P1 P 0.67143(4) 0.29517(7) 0.22871(5) 0.0140(2) Uani 1 1 d . . . O1 O 0.73983(11) 0.04559(18) 0.29936(15) 0.0190(6) Uani 1 1 d . . . O2 O 0.79521(11) 0.19449(18) 0.42727(14) 0.0184(6) Uani 1 1 d . . . O3 O 0.63787(11) 0.16934(17) 0.30894(14) 0.0160(6) Uani 1 1 d . . . N1 N 0.64443(14) 0.2232(2) 0.41683(19) 0.0165(7) Uani 1 1 d . . . C1 C 0.72155(16) 0.1135(3) 0.2744(2) 0.0157(8) Uani 1 1 d . . . C2 C 0.76252(16) 0.2286(2) 0.3737(2) 0.0158(8) Uani 1 1 d . . . C3 C 0.65950(16) 0.2286(2) 0.3570(2) 0.0149(8) Uani 1 1 d . . . C4 C 0.60956(17) 0.1531(3) 0.4265(2) 0.0172(8) Uani 1 1 d . . . H4A H 0.633 0.1032 0.4456 0.021 Uiso 1 1 calc R . . H4B H 0.5818 0.1381 0.3784 0.021 Uiso 1 1 calc R . . C5 C 0.57984(16) 0.1744(3) 0.4781(2) 0.0186(9) Uani 1 1 d . . . C6 C 0.56690(17) 0.2579(3) 0.4912(2) 0.0210(9) Uani 1 1 d . . . H6 H 0.5788 0.3037 0.4702 0.025 Uiso 1 1 calc R . . C7 C 0.53626(18) 0.2735(3) 0.5358(2) 0.0278(10) Uani 1 1 d . . . H7 H 0.5276 0.3296 0.5441 0.033 Uiso 1 1 calc R . . C8 C 0.51872(18) 0.2062(4) 0.5675(2) 0.0300(11) Uani 1 1 d . . . H8 H 0.4982 0.2167 0.597 0.036 Uiso 1 1 calc R . . C9 C 0.53167(18) 0.1229(3) 0.5554(2) 0.0296(11) Uani 1 1 d . . . H9 H 0.5197 0.0774 0.5768 0.036 Uiso 1 1 calc R . . C10 C 0.56249(17) 0.1071(3) 0.5116(2) 0.0237(9) Uani 1 1 d . . . H10 H 0.5717 0.0509 0.5044 0.028 Uiso 1 1 calc R . . C11 C 0.56859(17) 0.1567(3) 0.1287(2) 0.0219(9) Uani 1 1 d . . . H11 H 0.5405 0.1974 0.1205 0.026 Uiso 1 1 calc R . . C12 C 0.61103(18) 0.1575(3) 0.0984(2) 0.0221(9) Uani 1 1 d . . . H12 H 0.616 0.1994 0.0673 0.027 Uiso 1 1 calc R . . C13 C 0.64451(18) 0.0831(3) 0.1239(2) 0.0239(9) Uani 1 1 d . . . H13 H 0.6749 0.0672 0.1119 0.029 Uiso 1 1 calc R . . C14 C 0.62340(19) 0.0368(3) 0.1712(2) 0.0258(10) Uani 1 1 d . . . H14 H 0.6377 -0.0143 0.1957 0.031 Uiso 1 1 calc R . . C15 C 0.57698(18) 0.0824(3) 0.1739(2) 0.0247(10) Uani 1 1 d . . . H15 H 0.5554 0.0665 0.2009 0.03 Uiso 1 1 calc R . . C16 C 0.74161(18) 0.3821(3) 0.4501(2) 0.0210(9) Uani 1 1 d . . . H16 H 0.7549 0.355 0.496 0.025 Uiso 1 1 calc R . . C17 C 0.77327(17) 0.4037(3) 0.4070(2) 0.0174(8) Uani 1 1 d . . . H17 H 0.8113 0.3934 0.42 0.021 Uiso 1 1 calc R . . C18 C 0.73804(17) 0.4434(3) 0.3412(2) 0.0186(8) Uani 1 1 d . . . H18 H 0.7485 0.4637 0.3033 0.022 Uiso 1 1 calc R . . C19 C 0.68361(17) 0.4467(3) 0.3433(2) 0.0204(9) Uani 1 1 d . . . H19 H 0.6518 0.4696 0.3069 0.025 Uiso 1 1 calc R . . C20 C 0.68632(18) 0.4091(3) 0.4108(2) 0.0222(9) Uani 1 1 d . . . H20 H 0.6565 0.4031 0.4264 0.027 Uiso 1 1 calc R . . C21 C 0.83110(17) 0.2783(3) 0.2968(2) 0.0220(9) Uani 1 1 d . . . H21 H 0.8495 0.31 0.3395 0.026 Uiso 1 1 calc R . . C22 C 0.83338(17) 0.1883(3) 0.2903(2) 0.0225(9) Uani 1 1 d . . . H22 H 0.8536 0.1505 0.3278 0.027 Uiso 1 1 calc R . . C23 C 0.79966(17) 0.1660(3) 0.2174(2) 0.0230(9) Uani 1 1 d . . . H23 H 0.7934 0.1107 0.1982 0.028 Uiso 1 1 calc R . . C24 C 0.77686(17) 0.2421(3) 0.1780(2) 0.0215(9) Uani 1 1 d . . . H24 H 0.7534 0.2456 0.1283 0.026 Uiso 1 1 calc R . . C25 C 0.79621(17) 0.3121(3) 0.2277(2) 0.0210(9) Uani 1 1 d . . . H25 H 0.7875 0.3696 0.2167 0.025 Uiso 1 1 calc R . . C26 C 0.65060(16) 0.3865(3) 0.1619(2) 0.0184(9) Uani 1 1 d . . . H26 H 0.669 0.4378 0.1895 0.022 Uiso 1 1 calc R . . C27 C 0.58702(17) 0.4013(3) 0.1377(2) 0.0231(9) Uani 1 1 d . . . H27A H 0.567 0.352 0.1098 0.028 Uiso 1 1 calc R . . H27B H 0.5775 0.4073 0.1813 0.028 Uiso 1 1 calc R . . C28 C 0.56903(18) 0.4820(3) 0.0898(2) 0.0274(10) Uani 1 1 d . . . H28A H 0.5287 0.4886 0.0732 0.033 Uiso 1 1 calc R . . H28B H 0.5863 0.532 0.1193 0.033 Uiso 1 1 calc R . . C29 C 0.58586(18) 0.4771(3) 0.0230(2) 0.0263(10) Uani 1 1 d . . . H29A H 0.5758 0.5302 -0.0048 0.032 Uiso 1 1 calc R . . H29B H 0.5655 0.4308 -0.0091 0.032 Uiso 1 1 calc R . . C30 C 0.64855(18) 0.4618(3) 0.0463(2) 0.0261(10) Uani 1 1 d . . . H30A H 0.6689 0.5109 0.0742 0.031 Uiso 1 1 calc R . . H30B H 0.6577 0.4559 0.0024 0.031 Uiso 1 1 calc R . . C31 C 0.66670(18) 0.3811(3) 0.0937(2) 0.0238(9) Uani 1 1 d . . . H31A H 0.7069 0.3742 0.1095 0.029 Uiso 1 1 calc R . . H31B H 0.649 0.3313 0.0643 0.029 Uiso 1 1 calc R . . C41 C 0.8996(5) 0.2127(8) 0.1211(8) 0.138(5) Uani 1 1 d . . . H41A H 0.8725 0.1697 0.1194 0.207 Uiso 1 1 calc R . . H41B H 0.9276 0.2158 0.1703 0.207 Uiso 1 1 calc R . . H41C H 0.917 0.1981 0.0867 0.207 Uiso 1 1 calc R . . C42 C 0.8705(2) 0.3000(4) 0.0999(3) 0.0392(12) Uani 1 1 d . . . C43 C 0.8208(2) 0.3076(4) 0.0392(3) 0.0374(12) Uani 1 1 d . . . H43 H 0.8081 0.2619 0.0066 0.045 Uiso 1 1 calc R . . C44 C 0.7899(2) 0.3821(4) 0.0267(3) 0.0369(12) Uani 1 1 d . . . H44 H 0.7567 0.3865 -0.0145 0.044 Uiso 1 1 calc R . . C45 C 0.8081(2) 0.4500(4) 0.0750(3) 0.0376(12) Uani 1 1 d . . . H45 H 0.7867 0.4998 0.067 0.045 Uiso 1 1 calc R . . C46 C 0.8578(2) 0.4443(3) 0.1351(3) 0.0354(12) Uani 1 1 d . . . H46 H 0.8701 0.4909 0.1669 0.042 Uiso 1 1 calc R . . C47 C 0.8900(2) 0.3694(4) 0.1490(3) 0.0393(13) Uani 1 1 d . . . H47 H 0.9235 0.3656 0.1898 0.047 Uiso 1 1 calc R . . C51 C 0.5 0.2704(6) 0.25 0.056(2) Uani 1 2 d S . . H51A H 0.5179 0.2498 0.2179 0.084 Uiso 0.5 1 calc PR . . H51B H 0.4621 0.2498 0.2327 0.084 Uiso 0.5 1 calc PR . . H51C H 0.5199 0.2498 0.2994 0.084 Uiso 0.5 1 calc PR . . C52 C 0.5 0.3633(7) 0.25 0.057(2) Uani 1 2 d S . . C53 C 0.5362(3) 0.4084(6) 0.3080(4) 0.0639(19) Uani 1 1 d . . . H53 H 0.5613 0.3789 0.3483 0.077 Uiso 1 1 calc R . . C54 C 0.5364(3) 0.4990(6) 0.3085(4) 0.074(2) Uani 1 1 d . . . H54 H 0.5614 0.529 0.3486 0.089 Uiso 1 1 calc R . . C55 C 0.5 0.5412(8) 0.25 0.079(3) Uani 1 2 d S . . H55 H 0.5 0.6008 0.25 0.095 Uiso 1 2 calc SR . . H1 H 0.6636(18) 0.254(3) 0.454(3) 0.014(11) 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 Fe1 0.0149(3) 0.0130(3) 0.0126(3) -0.0011(2) 0.0032(2) -0.0004(2) Fe2 0.0152(3) 0.0115(3) 0.0135(3) -0.0001(2) 0.0054(2) -0.0005(2) Fe3 0.0137(3) 0.0135(3) 0.0126(3) 0.0006(2) 0.0045(2) 0.0010(2) P1 0.0143(5) 0.0136(5) 0.0131(5) 0.0021(4) 0.0041(4) 0.0014(4) O1 0.0216(14) 0.0153(15) 0.0184(14) 0.0023(12) 0.0056(12) 0.0021(12) O2 0.0194(14) 0.0189(15) 0.0143(14) 0.0016(12) 0.0032(12) 0.0006(12) O3 0.0189(14) 0.0137(14) 0.0148(13) -0.0002(11) 0.0056(11) -0.0012(11) N1 0.0183(17) 0.0155(18) 0.0164(17) -0.0032(15) 0.0071(14) -0.0063(14) C1 0.0176(19) 0.019(2) 0.0115(18) -0.0023(16) 0.0063(15) -0.0003(17) C2 0.0181(19) 0.013(2) 0.017(2) -0.0018(16) 0.0069(17) -0.0051(16) C3 0.0148(18) 0.014(2) 0.0146(19) 0.0036(16) 0.0039(15) 0.0051(15) C4 0.020(2) 0.013(2) 0.021(2) -0.0006(16) 0.0096(17) -0.0038(16) C5 0.0118(18) 0.025(2) 0.014(2) 0.0028(17) 0.0003(15) -0.0010(16) C6 0.019(2) 0.023(2) 0.021(2) 0.0010(18) 0.0075(17) -0.0040(17) C7 0.019(2) 0.034(3) 0.027(2) -0.007(2) 0.0055(18) 0.0006(19) C8 0.018(2) 0.053(3) 0.023(2) -0.002(2) 0.0122(18) 0.002(2) C9 0.021(2) 0.043(3) 0.026(2) 0.012(2) 0.0104(18) 0.001(2) C10 0.020(2) 0.028(2) 0.022(2) 0.0065(19) 0.0064(17) -0.0008(18) C11 0.017(2) 0.021(2) 0.020(2) -0.0065(17) -0.0017(17) -0.0009(17) C12 0.028(2) 0.023(2) 0.0114(19) -0.0015(17) 0.0020(17) -0.0054(18) C13 0.025(2) 0.024(2) 0.020(2) -0.0099(18) 0.0052(17) 0.0003(18) C14 0.031(2) 0.015(2) 0.020(2) -0.0044(17) -0.0038(18) -0.0044(18) C15 0.023(2) 0.026(2) 0.023(2) -0.0080(19) 0.0063(18) -0.0115(19) C16 0.029(2) 0.018(2) 0.0154(19) -0.0072(17) 0.0082(17) -0.0065(18) C17 0.0197(19) 0.013(2) 0.018(2) -0.0016(16) 0.0047(16) -0.0041(16) C18 0.023(2) 0.012(2) 0.021(2) -0.0032(17) 0.0086(17) -0.0058(17) C19 0.020(2) 0.012(2) 0.028(2) -0.0036(17) 0.0075(17) 0.0002(17) C20 0.029(2) 0.012(2) 0.032(2) -0.0052(18) 0.0187(19) -0.0052(17) C21 0.0150(19) 0.032(3) 0.021(2) -0.0033(18) 0.0084(17) -0.0048(18) C22 0.017(2) 0.027(2) 0.025(2) 0.0071(19) 0.0094(17) 0.0068(18) C23 0.022(2) 0.023(2) 0.033(2) -0.0015(19) 0.021(2) 0.0000(18) C24 0.021(2) 0.026(2) 0.019(2) 0.0033(18) 0.0095(17) 0.0017(18) C25 0.022(2) 0.018(2) 0.029(2) 0.0074(18) 0.0168(19) 0.0013(17) C26 0.0155(19) 0.017(2) 0.019(2) 0.0039(17) 0.0021(16) 0.0004(16) C27 0.017(2) 0.025(2) 0.026(2) 0.0076(18) 0.0056(17) 0.0032(17) C28 0.019(2) 0.025(2) 0.031(2) 0.009(2) 0.0021(18) 0.0063(18) C29 0.027(2) 0.020(2) 0.024(2) 0.0095(19) 0.0010(18) -0.0002(18) C30 0.027(2) 0.029(3) 0.021(2) 0.0101(19) 0.0078(18) 0.0008(19) C31 0.024(2) 0.027(2) 0.023(2) 0.0098(19) 0.0122(18) 0.0058(19) C41 0.130(10) 0.137(11) 0.176(12) 0.019(9) 0.090(9) 0.030(8) C42 0.036(3) 0.044(3) 0.045(3) -0.004(3) 0.024(2) 0.006(2) C43 0.038(3) 0.046(3) 0.034(3) -0.014(2) 0.020(2) -0.010(2) C44 0.036(3) 0.052(3) 0.023(2) 0.008(2) 0.012(2) -0.004(2) C45 0.046(3) 0.035(3) 0.035(3) 0.014(2) 0.020(2) 0.002(2) C46 0.047(3) 0.030(3) 0.034(3) -0.001(2) 0.019(2) -0.012(2) C47 0.032(3) 0.057(4) 0.031(3) -0.004(2) 0.015(2) -0.011(3) C51 0.044(5) 0.061(6) 0.071(6) 0 0.029(4) 0 C52 0.058(6) 0.067(6) 0.066(6) 0 0.045(5) 0 C53 0.051(4) 0.092(6) 0.053(4) 0.010(4) 0.024(3) -0.005(4) C54 0.067(5) 0.094(6) 0.067(5) -0.011(4) 0.030(4) -0.016(4) C55 0.090(8) 0.076(8) 0.054(6) 0 0.005(6) 0 #----------------------------------------------------------------------------# # 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 Fe1 C1 1.936(4) . ? Fe1 O3 1.982(3) . ? Fe1 C12 2.089(4) . ? Fe1 C13 2.093(4) . ? Fe1 C14 2.109(4) . ? Fe1 C15 2.116(4) . ? Fe1 C11 2.120(4) . ? Fe1 P1 2.1633(12) . ? Fe1 Fe3 2.6188(7) . ? Fe2 C2 1.881(4) . ? Fe2 C3 1.941(4) . ? Fe2 C20 2.108(4) . ? Fe2 C17 2.108(4) . ? Fe2 C16 2.110(4) . ? Fe2 C19 2.112(4) . ? Fe2 C18 2.118(4) . ? Fe2 P1 2.1725(11) . ? Fe2 Fe3 2.6000(8) . ? Fe3 C1 1.913(4) . ? Fe3 C2 1.949(4) . ? Fe3 C22 2.097(4) . ? Fe3 C23 2.098(4) . ? Fe3 C21 2.109(4) . ? Fe3 C24 2.131(4) . ? Fe3 C25 2.135(4) . ? Fe3 P1 2.1794(11) . ? P1 C26 1.867(4) . ? O1 C1 1.187(5) . ? O2 C2 1.192(5) . ? O3 C3 1.284(5) . ? N1 C3 1.359(5) . ? N1 C4 1.470(5) . ? N1 H1 0.85(5) . ? C4 C5 1.508(6) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.391(6) . ? C5 C10 1.395(6) . ? C6 C7 1.394(6) . ? C6 H6 0.93 . ? C7 C8 1.376(7) . ? C7 H7 0.93 . ? C8 C9 1.381(7) . ? C8 H8 0.93 . ? C9 C10 1.388(6) . ? C9 H9 0.93 . ? C10 H10 0.93 . ? C11 C15 1.421(6) . ? C11 C12 1.423(6) . ? C11 H11 0.93 . ? C12 C13 1.420(6) . ? C12 H12 0.93 . ? C13 C14 1.427(7) . ? C13 H13 0.93 . ? C14 C15 1.409(7) . ? C14 H14 0.93 . ? C15 H15 0.93 . ? C16 C20 1.405(6) . ? C16 C17 1.411(6) . ? C16 H16 0.93 . ? C17 C18 1.405(6) . ? C17 H17 0.93 . ? C18 C19 1.418(6) . ? C18 H18 0.93 . ? C19 C20 1.416(6) . ? C19 H19 0.93 . ? C20 H20 0.93 . ? C21 C25 1.410(6) . ? C21 C22 1.411(6) . ? C21 H21 0.93 . ? C22 C23 1.403(6) . ? C22 H22 0.93 . ? C23 C24 1.415(6) . ? C23 H23 0.93 . ? C24 C25 1.419(6) . ? C24 H24 0.93 . ? C25 H25 0.93 . ? C26 C31 1.533(6) . ? C26 C27 1.542(5) . ? C26 H26 0.98 . ? C27 C28 1.532(6) . ? C27 H27A 0.97 . ? C27 H27B 0.97 . ? C28 C29 1.517(6) . ? C28 H28A 0.97 . ? C28 H28B 0.97 . ? C29 C30 1.524(6) . ? C29 H29A 0.97 . ? C29 H29B 0.97 . ? C30 C31 1.526(6) . ? C30 H30A 0.97 . ? C30 H30B 0.97 . ? C31 H31A 0.97 . ? C31 H31B 0.97 . ? C41 C42 1.533(13) . ? C41 H41A 0.96 . ? C41 H41B 0.96 . ? C41 H41C 0.96 . ? C42 C43 1.384(7) . ? C42 C47 1.406(8) . ? C43 C44 1.375(8) . ? C43 H43 0.93 . ? C44 C45 1.377(8) . ? C44 H44 0.93 . ? C45 C46 1.376(7) . ? C45 H45 0.93 . ? C46 C47 1.399(8) . ? C46 H46 0.93 . ? C47 H47 0.93 . ? C51 C52 1.448(13) . ? C51 H51A 0.96 . ? C51 H51B 0.96 . ? C51 H51C 0.96 . ? C52 C53 1.359(9) . ? C52 C53 1.359(9) 2_655 ? C53 C54 1.412(12) . ? C53 H53 0.93 . ? C54 C55 1.345(10) . ? C54 H54 0.93 . ? C55 C54 1.345(10) 2_655 ? C55 H55 0.93 . ? 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 C1 Fe1 O3 84.47(13) . . ? C1 Fe1 C12 127.15(17) . . ? O3 Fe1 C12 146.06(15) . . ? C1 Fe1 C13 91.80(16) . . ? O3 Fe1 C13 146.78(15) . . ? C12 Fe1 C13 39.68(17) . . ? C1 Fe1 C14 88.99(17) . . ? O3 Fe1 C14 107.13(15) . . ? C12 Fe1 C14 66.56(17) . . ? C13 Fe1 C14 39.69(18) . . ? C1 Fe1 C15 121.22(18) . . ? O3 Fe1 C15 87.97(14) . . ? C12 Fe1 C15 66.10(17) . . ? C13 Fe1 C15 65.87(17) . . ? C14 Fe1 C15 38.97(18) . . ? C1 Fe1 C11 154.48(17) . . ? O3 Fe1 C11 106.67(14) . . ? C12 Fe1 C11 39.51(17) . . ? C13 Fe1 C11 66.15(17) . . ? C14 Fe1 C11 65.94(17) . . ? C15 Fe1 C11 39.20(17) . . ? C1 Fe1 P1 98.12(12) . . ? O3 Fe1 P1 86.18(8) . . ? C12 Fe1 P1 99.26(13) . . ? C13 Fe1 P1 126.97(13) . . ? C14 Fe1 P1 165.54(13) . . ? C15 Fe1 P1 139.41(13) . . ? C11 Fe1 P1 105.35(12) . . ? C1 Fe1 Fe3 46.75(12) . . ? O3 Fe1 Fe3 93.81(8) . . ? C12 Fe1 Fe3 116.36(12) . . ? C13 Fe1 Fe3 107.51(12) . . ? C14 Fe1 Fe3 129.19(13) . . ? C15 Fe1 Fe3 167.40(13) . . ? C11 Fe1 Fe3 149.84(12) . . ? P1 Fe1 Fe3 53.19(3) . . ? C2 Fe2 C3 83.65(16) . . ? C2 Fe2 C20 132.43(17) . . ? C3 Fe2 C20 95.10(16) . . ? C2 Fe2 C17 88.73(16) . . ? C3 Fe2 C17 144.19(16) . . ? C20 Fe2 C17 65.13(16) . . ? C2 Fe2 C16 95.97(17) . . ? C3 Fe2 C16 106.96(16) . . ? C20 Fe2 C16 38.92(17) . . ? C17 Fe2 C16 39.10(16) . . ? C2 Fe2 C19 153.89(16) . . ? C3 Fe2 C19 118.50(16) . . ? C20 Fe2 C19 39.20(17) . . ? C17 Fe2 C19 65.26(16) . . ? C16 Fe2 C19 65.67(17) . . ? C2 Fe2 C18 117.46(16) . . ? C3 Fe2 C18 157.60(16) . . ? C20 Fe2 C18 65.58(16) . . ? C17 Fe2 C18 38.84(16) . . ? C16 Fe2 C18 65.70(16) . . ? C19 Fe2 C18 39.18(16) . . ? C2 Fe2 P1 99.32(12) . . ? C3 Fe2 P1 86.51(12) . . ? C20 Fe2 P1 128.15(13) . . ? C17 Fe2 P1 129.29(11) . . ? C16 Fe2 P1 160.68(13) . . ? C19 Fe2 P1 95.90(12) . . ? C18 Fe2 P1 96.57(11) . . ? C2 Fe2 Fe3 48.34(12) . . ? C3 Fe2 Fe3 95.25(12) . . ? C20 Fe2 Fe3 169.62(12) . . ? C17 Fe2 Fe3 105.52(12) . . ? C16 Fe2 Fe3 135.82(12) . . ? C19 Fe2 Fe3 134.04(12) . . ? C18 Fe2 Fe3 104.42(11) . . ? P1 Fe2 Fe3 53.44(3) . . ? C1 Fe3 C2 82.95(16) . . ? C1 Fe3 C22 97.33(17) . . ? C2 Fe3 C22 92.61(17) . . ? C1 Fe3 C23 86.82(17) . . ? C2 Fe3 C23 128.52(17) . . ? C22 Fe3 C23 39.08(17) . . ? C1 Fe3 C21 135.13(17) . . ? C2 Fe3 C21 87.82(16) . . ? C22 Fe3 C21 39.21(17) . . ? C23 Fe3 C21 65.42(17) . . ? C1 Fe3 C24 114.30(16) . . ? C2 Fe3 C24 152.78(16) . . ? C22 Fe3 C24 65.41(16) . . ? C23 Fe3 C24 39.07(17) . . ? C21 Fe3 C24 65.04(16) . . ? C1 Fe3 C25 151.58(16) . . ? C2 Fe3 C25 118.70(16) . . ? C22 Fe3 C25 65.55(17) . . ? C23 Fe3 C25 65.48(17) . . ? C21 Fe3 C25 38.80(16) . . ? C24 Fe3 C25 38.85(17) . . ? C1 Fe3 P1 98.30(12) . . ? C2 Fe3 P1 97.01(12) . . ? C22 Fe3 P1 162.53(13) . . ? C23 Fe3 P1 134.42(13) . . ? C21 Fe3 P1 126.44(13) . . ? C24 Fe3 P1 100.81(12) . . ? C25 Fe3 P1 97.00(12) . . ? C1 Fe3 Fe2 102.45(11) . . ? C2 Fe3 Fe2 46.17(12) . . ? C22 Fe3 Fe2 130.04(12) . . ? C23 Fe3 Fe2 167.52(13) . . ? C21 Fe3 Fe2 102.14(12) . . ? C24 Fe3 Fe2 138.33(12) . . ? C25 Fe3 Fe2 105.90(12) . . ? P1 Fe3 Fe2 53.19(3) . . ? C1 Fe3 Fe1 47.50(12) . . ? C2 Fe3 Fe1 100.46(11) . . ? C22 Fe3 Fe1 139.44(13) . . ? C23 Fe3 Fe1 108.87(12) . . ? C21 Fe3 Fe1 171.72(12) . . ? C24 Fe3 Fe1 106.70(12) . . ? C25 Fe3 Fe1 134.08(12) . . ? P1 Fe3 Fe1 52.63(3) . . ? Fe2 Fe3 Fe1 83.60(2) . . ? C26 P1 Fe1 130.83(14) . . ? C26 P1 Fe2 121.07(14) . . ? Fe1 P1 Fe2 106.70(5) . . ? C26 P1 Fe3 128.09(13) . . ? Fe1 P1 Fe3 74.17(4) . . ? Fe2 P1 Fe3 73.37(4) . . ? C3 O3 Fe1 123.6(2) . . ? C3 N1 C4 122.6(3) . . ? C3 N1 H1 116(3) . . ? C4 N1 H1 120(3) . . ? O1 C1 Fe3 137.1(3) . . ? O1 C1 Fe1 137.0(3) . . ? Fe3 C1 Fe1 85.74(17) . . ? O2 C2 Fe2 140.5(3) . . ? O2 C2 Fe3 133.4(3) . . ? Fe2 C2 Fe3 85.49(16) . . ? O3 C3 N1 113.2(3) . . ? O3 C3 Fe2 124.4(3) . . ? N1 C3 Fe2 122.4(3) . . ? N1 C4 C5 114.1(3) . . ? N1 C4 H4A 108.7 . . ? C5 C4 H4A 108.7 . . ? N1 C4 H4B 108.7 . . ? C5 C4 H4B 108.7 . . ? H4A C4 H4B 107.6 . . ? C6 C5 C10 118.5(4) . . ? C6 C5 C4 123.0(4) . . ? C10 C5 C4 118.4(4) . . ? C5 C6 C7 120.5(4) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C6 120.1(4) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 120.0(4) . . ? C7 C8 H8 120 . . ? C9 C8 H8 120 . . ? C8 C9 C10 120.1(4) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C5 120.7(4) . . ? C9 C10 H10 119.7 . . ? C5 C10 H10 119.7 . . ? C15 C11 C12 107.5(4) . . ? C15 C11 Fe1 70.3(2) . . ? C12 C11 Fe1 69.1(2) . . ? C15 C11 H11 126.2 . . ? C12 C11 H11 126.2 . . ? Fe1 C11 H11 126 . . ? C13 C12 C11 108.0(4) . . ? C13 C12 Fe1 70.3(2) . . ? C11 C12 Fe1 71.4(2) . . ? C13 C12 H12 126 . . ? C11 C12 H12 126 . . ? Fe1 C12 H12 123.9 . . ? C12 C13 C14 108.1(4) . . ? C12 C13 Fe1 70.0(2) . . ? C14 C13 Fe1 70.8(2) . . ? C12 C13 H13 126 . . ? C14 C13 H13 126 . . ? Fe1 C13 H13 124.9 . . ? C15 C14 C13 107.6(4) . . ? C15 C14 Fe1 70.8(2) . . ? C13 C14 Fe1 69.6(2) . . ? C15 C14 H14 126.2 . . ? C13 C14 H14 126.2 . . ? Fe1 C14 H14 125.1 . . ? C14 C15 C11 108.8(4) . . ? C14 C15 Fe1 70.3(2) . . ? C11 C15 Fe1 70.5(2) . . ? C14 C15 H15 125.6 . . ? C11 C15 H15 125.6 . . ? Fe1 C15 H15 125.2 . . ? C20 C16 C17 107.4(4) . . ? C20 C16 Fe2 70.5(2) . . ? C17 C16 Fe2 70.4(2) . . ? C20 C16 H16 126.3 . . ? C17 C16 H16 126.3 . . ? Fe2 C16 H16 124.4 . . ? C18 C17 C16 109.0(4) . . ? C18 C17 Fe2 71.0(2) . . ? C16 C17 Fe2 70.5(2) . . ? C18 C17 H17 125.5 . . ? C16 C17 H17 125.5 . . ? Fe2 C17 H17 124.6 . . ? C17 C18 C19 107.4(4) . . ? C17 C18 Fe2 70.2(2) . . ? C19 C18 Fe2 70.2(2) . . ? C17 C18 H18 126.3 . . ? C19 C18 H18 126.3 . . ? Fe2 C18 H18 124.9 . . ? C20 C19 C18 107.7(4) . . ? C20 C19 Fe2 70.2(2) . . ? C18 C19 Fe2 70.6(2) . . ? C20 C19 H19 126.1 . . ? C18 C19 H19 126.1 . . ? Fe2 C19 H19 124.6 . . ? C16 C20 C19 108.5(4) . . ? C16 C20 Fe2 70.6(2) . . ? C19 C20 Fe2 70.6(2) . . ? C16 C20 H20 125.7 . . ? C19 C20 H20 125.7 . . ? Fe2 C20 H20 124.7 . . ? C25 C21 C22 108.6(4) . . ? C25 C21 Fe3 71.6(2) . . ? C22 C21 Fe3 69.9(2) . . ? C25 C21 H21 125.7 . . ? C22 C21 H21 125.7 . . ? Fe3 C21 H21 124.4 . . ? C23 C22 C21 107.8(4) . . ? C23 C22 Fe3 70.5(2) . . ? C21 C22 Fe3 70.9(2) . . ? C23 C22 H22 126.1 . . ? C21 C22 H22 126.1 . . ? Fe3 C22 H22 124.2 . . ? C22 C23 C24 108.4(4) . . ? C22 C23 Fe3 70.4(2) . . ? C24 C23 Fe3 71.8(2) . . ? C22 C23 H23 125.8 . . ? C24 C23 H23 125.8 . . ? Fe3 C23 H23 123.6 . . ? C23 C24 C25 107.8(4) . . ? C23 C24 Fe3 69.2(2) . . ? C25 C24 Fe3 70.7(2) . . ? C23 C24 H24 126.1 . . ? C25 C24 H24 126.1 . . ? Fe3 C24 H24 125.6 . . ? C21 C25 C24 107.4(4) . . ? C21 C25 Fe3 69.6(2) . . ? C24 C25 Fe3 70.4(2) . . ? C21 C25 H25 126.3 . . ? C24 C25 H25 126.3 . . ? Fe3 C25 H25 125.3 . . ? C31 C26 C27 110.1(3) . . ? C31 C26 P1 117.4(3) . . ? C27 C26 P1 108.8(3) . . ? C31 C26 H26 106.7 . . ? C27 C26 H26 106.7 . . ? P1 C26 H26 106.7 . . ? C28 C27 C26 110.7(3) . . ? C28 C27 H27A 109.5 . . ? C26 C27 H27A 109.5 . . ? C28 C27 H27B 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 108.1 . . ? C29 C28 C27 111.2(4) . . ? C29 C28 H28A 109.4 . . ? C27 C28 H28A 109.4 . . ? C29 C28 H28B 109.4 . . ? C27 C28 H28B 109.4 . . ? H28A C28 H28B 108 . . ? C28 C29 C30 111.4(3) . . ? C28 C29 H29A 109.4 . . ? C30 C29 H29A 109.4 . . ? C28 C29 H29B 109.4 . . ? C30 C29 H29B 109.4 . . ? H29A C29 H29B 108 . . ? C29 C30 C31 111.0(4) . . ? C29 C30 H30A 109.4 . . ? C31 C30 H30A 109.4 . . ? C29 C30 H30B 109.4 . . ? C31 C30 H30B 109.4 . . ? H30A C30 H30B 108 . . ? C30 C31 C26 110.9(4) . . ? C30 C31 H31A 109.5 . . ? C26 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? C42 C41 H41A 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C42 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C43 C42 C47 119.7(5) . . ? C43 C42 C41 120.6(7) . . ? C47 C42 C41 119.0(7) . . ? C44 C43 C42 120.9(5) . . ? C44 C43 H43 119.6 . . ? C42 C43 H43 119.6 . . ? C43 C44 C45 120.1(5) . . ? C43 C44 H44 120 . . ? C45 C44 H44 120 . . ? C46 C45 C44 120.1(5) . . ? C46 C45 H45 120 . . ? C44 C45 H45 120 . . ? C45 C46 C47 121.0(5) . . ? C45 C46 H46 119.5 . . ? C47 C46 H46 119.5 . . ? C46 C47 C42 118.3(5) . . ? C46 C47 H47 120.9 . . ? C42 C47 H47 120.9 . . ? C52 C51 H51A 109.5 . . ? C52 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C52 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C53 C52 C53 117.8(10) . 2_655 ? C53 C52 C51 121.1(5) . . ? C53 C52 C51 121.1(5) 2_655 . ? C52 C53 C54 121.5(8) . . ? C52 C53 H53 119.2 . . ? C54 C53 H53 119.2 . . ? C55 C54 C53 118.9(8) . . ? C55 C54 H54 120.6 . . ? C53 C54 H54 120.6 . . ? C54 C55 C54 121.5(12) 2_655 . ? C54 C55 H55 119.3 2_655 . ? C54 C55 H55 119.3 . . ?