Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ;Synthesis and Dehydrocoupling Reactivity of Iron and Ruthenium Phosphine-Borane Complexes ; _publ_contact_author_name 'Prof. Ian Manners' _publ_contact_author_email IAN.MANNERS@BRISTOL.AC.UK _publ_author_name 'Kajin Lee.' # Attachment 'RuPB.txt' data_k0680 _database_code_depnum_ccdc_archive 'CCDC 670259' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 B O2 P Ru' _chemical_formula_sum 'C19 H18 B O2 P Ru' _chemical_formula_weight 421.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 '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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.4151(5) _cell_length_b 9.7058(3) _cell_length_c 14.0420(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.7740(19) _cell_angle_gamma 90.00 _cell_volume 1789.86(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 11118 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.972 # Absorption correction _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.803 _exptl_absorpt_correction_T_max 0.874 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11118 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0544 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4085 _reflns_number_gt 3156 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1997-2002)' _computing_cell_refinement 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction Denzo-SMN _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXTL V6.1 (Sheldrick, 2001)' _computing_molecular_graphics 'SHELXTL V6.1' _computing_publication_material 'SHELXTL V6.1' _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^)+(0.0439P)^2^+5.4157P] 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 SHELXL _refine_ls_extinction_coef 0.0033(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4085 _refine_ls_number_parameters 230 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0638 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1168 _refine_ls_wR_factor_gt 0.0889 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.60195(2) 0.60084(3) 0.38664(2) 0.02098(14) Uani 1 1 d . . . P1 P 0.54061(8) 0.68574(11) 0.22671(7) 0.0206(2) Uani 1 1 d . . . O1 O 0.4405(3) 0.3791(3) 0.3437(2) 0.0340(7) Uani 1 1 d . . . O2 O 0.4578(3) 0.7815(4) 0.4708(2) 0.0396(8) Uani 1 1 d . . . C1 C 0.7280(4) 0.5508(7) 0.5147(4) 0.0494(15) Uani 1 1 d . . . H1A H 0.7196 0.5279 0.5820 0.059 Uiso 1 1 calc R . . C2 C 0.7451(4) 0.6830(6) 0.4796(5) 0.0520(16) Uani 1 1 d . . . H2A H 0.7511 0.7703 0.5181 0.062 Uiso 1 1 calc R . . C3 C 0.7607(3) 0.6700(6) 0.3846(4) 0.0453(14) Uani 1 1 d . . . H3A H 0.7803 0.7456 0.3437 0.054 Uiso 1 1 calc R . . C4 C 0.7523(3) 0.5288(6) 0.3602(4) 0.0399(12) Uani 1 1 d . . . H4A H 0.7647 0.4870 0.2986 0.048 Uiso 1 1 calc R . . C5 C 0.7328(4) 0.4567(6) 0.4405(4) 0.0418(12) Uani 1 1 d . . . H5A H 0.7279 0.3542 0.4455 0.050 Uiso 1 1 calc R . . C6 C 0.5012(3) 0.4643(5) 0.3593(3) 0.0261(9) Uani 1 1 d . . . C7 C 0.5114(3) 0.7148(4) 0.4371(3) 0.0256(9) Uani 1 1 d . . . C8 C 0.4075(3) 0.6316(4) 0.1870(3) 0.0217(8) Uani 1 1 d . . . C9 C 0.3825(3) 0.5276(5) 0.1180(3) 0.0289(9) Uani 1 1 d . . . H9A H 0.4331 0.4910 0.0866 0.035 Uiso 1 1 calc R . . C10 C 0.2831(4) 0.4771(5) 0.0948(4) 0.0393(12) Uani 1 1 d . . . H10A H 0.2664 0.4059 0.0477 0.047 Uiso 1 1 calc R . . C11 C 0.2091(4) 0.5298(5) 0.1397(4) 0.0374(11) Uani 1 1 d . . . H11A H 0.1418 0.4942 0.1240 0.045 Uiso 1 1 calc R . . C12 C 0.2325(3) 0.6343(5) 0.2075(4) 0.0341(11) Uani 1 1 d . . . H12A H 0.1814 0.6709 0.2382 0.041 Uiso 1 1 calc R . . C13 C 0.3316(3) 0.6857(5) 0.2307(3) 0.0275(9) Uani 1 1 d . . . H13A H 0.3475 0.7583 0.2766 0.033 Uiso 1 1 calc R . . C14 C 0.5302(3) 0.8754(4) 0.2220(3) 0.0227(8) Uani 1 1 d . . . C15 C 0.5714(3) 0.9624(4) 0.2989(3) 0.0247(9) Uani 1 1 d . . . H15A H 0.6040 0.9242 0.3596 0.030 Uiso 1 1 calc R . . C16 C 0.5653(3) 1.1023(5) 0.2878(3) 0.0320(10) Uani 1 1 d . . . H16A H 0.5941 1.1605 0.3406 0.038 Uiso 1 1 calc R . . C17 C 0.5177(3) 1.1595(5) 0.2007(4) 0.0319(10) Uani 1 1 d . . . H17A H 0.5136 1.2568 0.1936 0.038 Uiso 1 1 calc R . . C18 C 0.4757(3) 1.0752(5) 0.1232(3) 0.0297(10) Uani 1 1 d . . . H18A H 0.4425 1.1145 0.0631 0.036 Uiso 1 1 calc R . . C19 C 0.4821(3) 0.9338(5) 0.1337(3) 0.0280(9) Uani 1 1 d . . . H19A H 0.4536 0.8759 0.0805 0.034 Uiso 1 1 calc R . . B1 B 0.6201(4) 0.6296(6) 0.1302(4) 0.0298(11) Uani 1 1 d . . . H1 H 0.575(4) 0.672(5) 0.059(4) 0.034(13) Uiso 1 1 d . . . H2 H 0.696(4) 0.669(6) 0.157(4) 0.047(15) Uiso 1 1 d . . . H3 H 0.619(4) 0.526(6) 0.130(4) 0.039(14) 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 Ru1 0.01835(19) 0.0251(2) 0.01912(19) -0.00054(13) 0.00285(12) 0.00308(13) P1 0.0183(5) 0.0246(5) 0.0188(5) -0.0010(4) 0.0038(4) 0.0003(4) O1 0.0357(18) 0.0315(17) 0.0341(17) 0.0013(14) 0.0054(14) -0.0075(14) O2 0.043(2) 0.046(2) 0.0324(17) 0.0034(15) 0.0155(15) 0.0218(17) C1 0.028(3) 0.090(5) 0.025(2) 0.011(3) -0.005(2) 0.020(3) C2 0.026(3) 0.050(3) 0.070(4) -0.026(3) -0.015(3) 0.008(2) C3 0.017(2) 0.047(3) 0.068(4) 0.015(3) 0.001(2) -0.005(2) C4 0.020(2) 0.064(4) 0.035(3) -0.004(2) 0.0026(19) 0.015(2) C5 0.023(2) 0.038(3) 0.059(3) 0.008(3) -0.002(2) 0.012(2) C6 0.028(2) 0.028(2) 0.023(2) 0.0028(18) 0.0068(17) 0.0087(19) C7 0.030(2) 0.025(2) 0.020(2) 0.0049(17) 0.0021(17) 0.0046(18) C8 0.023(2) 0.022(2) 0.0186(19) 0.0033(16) 0.0020(16) -0.0020(16) C9 0.031(2) 0.027(2) 0.026(2) -0.0004(18) 0.0000(18) 0.0006(18) C10 0.035(3) 0.033(2) 0.044(3) -0.005(2) -0.005(2) -0.008(2) C11 0.025(2) 0.033(2) 0.050(3) 0.009(2) -0.003(2) -0.011(2) C12 0.024(2) 0.038(3) 0.039(3) 0.010(2) 0.0046(19) 0.0019(19) C13 0.021(2) 0.033(2) 0.029(2) 0.0023(19) 0.0034(17) 0.0019(18) C14 0.0181(19) 0.029(2) 0.023(2) 0.0023(17) 0.0091(16) 0.0010(16) C15 0.028(2) 0.021(2) 0.025(2) 0.0002(17) 0.0064(17) 0.0006(17) C16 0.024(2) 0.044(3) 0.029(2) -0.006(2) 0.0086(18) -0.001(2) C17 0.029(2) 0.023(2) 0.047(3) 0.001(2) 0.018(2) -0.0011(18) C18 0.025(2) 0.032(2) 0.033(2) 0.0084(19) 0.0071(18) 0.0006(18) C19 0.024(2) 0.035(2) 0.023(2) 0.0043(18) 0.0023(17) -0.0013(18) B1 0.031(3) 0.036(3) 0.024(2) -0.001(2) 0.007(2) 0.001(2) _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 Ru1 C6 1.875(5) . ? Ru1 C7 1.885(4) . ? Ru1 C4 2.235(4) . ? Ru1 C2 2.237(5) . ? Ru1 C3 2.238(5) . ? Ru1 C5 2.252(5) . ? Ru1 C1 2.255(5) . ? Ru1 P1 2.3760(11) . ? P1 C8 1.835(4) . ? P1 C14 1.846(4) . ? P1 B1 1.965(5) . ? O1 C6 1.150(5) . ? O2 C7 1.139(5) . ? C1 C5 1.398(8) . ? C1 C2 1.410(9) . ? C2 C3 1.396(8) . ? C3 C4 1.411(8) . ? C4 C5 1.396(7) . ? C8 C9 1.393(6) . ? C8 C13 1.394(6) . ? C9 C10 1.395(6) . ? C10 C11 1.379(7) . ? C11 C12 1.383(7) . ? C12 C13 1.394(6) . ? C14 C15 1.394(6) . ? C14 C19 1.396(6) . ? C15 C16 1.367(6) . ? C16 C17 1.376(7) . ? C17 C18 1.385(7) . ? C18 C19 1.381(6) . ? 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 C6 Ru1 C7 89.95(18) . . ? C6 Ru1 C4 112.44(19) . . ? C7 Ru1 C4 156.7(2) . . ? C6 Ru1 C2 150.2(2) . . ? C7 Ru1 C2 96.53(19) . . ? C4 Ru1 C2 60.8(2) . . ? C6 Ru1 C3 149.0(2) . . ? C7 Ru1 C3 121.1(2) . . ? C4 Ru1 C3 36.8(2) . . ? C2 Ru1 C3 36.4(2) . . ? C6 Ru1 C5 96.28(19) . . ? C7 Ru1 C5 139.18(19) . . ? C4 Ru1 C5 36.25(19) . . ? C2 Ru1 C5 60.5(2) . . ? C3 Ru1 C5 60.8(2) . . ? C6 Ru1 C1 113.7(2) . . ? C7 Ru1 C1 105.21(19) . . ? C4 Ru1 C1 60.69(18) . . ? C2 Ru1 C1 36.6(2) . . ? C3 Ru1 C1 60.9(2) . . ? C5 Ru1 C1 36.1(2) . . ? C6 Ru1 P1 87.47(13) . . ? C7 Ru1 P1 91.51(12) . . ? C4 Ru1 P1 95.83(13) . . ? C2 Ru1 P1 121.21(19) . . ? C3 Ru1 P1 91.78(15) . . ? C5 Ru1 P1 128.95(15) . . ? C1 Ru1 P1 152.49(15) . . ? C8 P1 C14 102.28(19) . . ? C8 P1 B1 110.0(2) . . ? C14 P1 B1 107.4(2) . . ? C8 P1 Ru1 108.40(13) . . ? C14 P1 Ru1 112.87(14) . . ? B1 P1 Ru1 115.06(17) . . ? C5 C1 C2 107.3(5) . . ? C5 C1 Ru1 71.8(3) . . ? C2 C1 Ru1 71.0(3) . . ? C3 C2 C1 108.6(5) . . ? C3 C2 Ru1 71.9(3) . . ? C1 C2 Ru1 72.4(3) . . ? C2 C3 C4 107.5(5) . . ? C2 C3 Ru1 71.8(3) . . ? C4 C3 Ru1 71.5(3) . . ? C5 C4 C3 108.0(5) . . ? C5 C4 Ru1 72.5(3) . . ? C3 C4 Ru1 71.7(3) . . ? C4 C5 C1 108.6(5) . . ? C4 C5 Ru1 71.2(3) . . ? C1 C5 Ru1 72.1(3) . . ? O1 C6 Ru1 178.8(4) . . ? O2 C7 Ru1 177.5(4) . . ? C9 C8 C13 119.0(4) . . ? C9 C8 P1 120.0(3) . . ? C13 C8 P1 120.8(3) . . ? C8 C9 C10 120.0(4) . . ? C11 C10 C9 120.4(4) . . ? C10 C11 C12 120.2(4) . . ? C11 C12 C13 119.6(4) . . ? C12 C13 C8 120.7(4) . . ? C15 C14 C19 118.7(4) . . ? C15 C14 P1 124.2(3) . . ? C19 C14 P1 117.0(3) . . ? C16 C15 C14 120.5(4) . . ? C15 C16 C17 120.6(4) . . ? C16 C17 C18 120.0(4) . . ? C19 C18 C17 119.8(4) . . ? C18 C19 C14 120.4(4) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.730 _refine_diff_density_min -1.551 _refine_diff_density_rms 0.198 # Attachment 'FePB2.txt' data_k06160 _database_code_depnum_ccdc_archive 'CCDC 670260' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 B Fe O2 P' _chemical_formula_sum 'C19 H18 B Fe O2 P' _chemical_formula_weight 375.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.1693(3) _cell_length_b 9.8830(4) _cell_length_c 13.8078(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.900(2) _cell_angle_gamma 90.00 _cell_volume 1751.76(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 12104 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.426 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.959 # Absorption correction _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.644 _exptl_absorpt_correction_T_max 0.847 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method '\f scnas and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12104 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3982 _reflns_number_gt 3206 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1997-2002)' _computing_cell_refinement 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction Denzo-SMN _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXTL V6.1(Sheldrick, 2001)' _computing_molecular_graphics 'SHELXTL V6.1' _computing_publication_material 'SHELXTL V6.1' _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^)+(0.0526P)^2^+0.6683P] 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_extinction_coef ? _refine_ls_number_reflns 3982 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.1033 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.39439(2) 0.10625(3) 0.11557(2) 0.01999(11) Uani 1 1 d . . . P1 P 0.45628(4) 0.18719(5) 0.27245(4) 0.01877(14) Uani 1 1 d . . . O1 O 0.54336(14) -0.11541(16) 0.15670(12) 0.0332(4) Uani 1 1 d . . . O2 O 0.53554(13) 0.27384(18) 0.03237(11) 0.0364(4) Uani 1 1 d . . . C1 C 0.26076(18) 0.1954(3) 0.02710(19) 0.0384(6) Uani 1 1 d . . . H1A H 0.2581 0.2852 -0.0067 0.046 Uiso 1 1 calc R . . C2 C 0.27937(18) 0.0691(3) -0.01466(18) 0.0381(6) Uani 1 1 d . . . H2A H 0.2915 0.0538 -0.0828 0.046 Uiso 1 1 calc R . . C3 C 0.27382(18) -0.0313(3) 0.05657(19) 0.0361(6) Uani 1 1 d . . . H3A H 0.2820 -0.1309 0.0481 0.043 Uiso 1 1 calc R . . C4 C 0.25344(17) 0.0337(3) 0.14184(18) 0.0343(6) Uani 1 1 d . . . H4A H 0.2440 -0.0122 0.2038 0.041 Uiso 1 1 calc R . . C5 C 0.24475(17) 0.1734(3) 0.12254(19) 0.0349(6) Uani 1 1 d . . . H5A H 0.2283 0.2442 0.1684 0.042 Uiso 1 1 calc R . . C6 C 0.48466(17) -0.0282(2) 0.14198(15) 0.0245(5) Uani 1 1 d . . . C7 C 0.48041(17) 0.2090(2) 0.06626(15) 0.0258(5) Uani 1 1 d . . . C8 C 0.46871(16) 0.3723(2) 0.27749(15) 0.0210(4) Uani 1 1 d . . . C9 C 0.42544(16) 0.4580(2) 0.19850(16) 0.0246(4) Uani 1 1 d . . . H9A H 0.3902 0.4207 0.1367 0.029 Uiso 1 1 calc R . . C10 C 0.43375(18) 0.5978(2) 0.20993(18) 0.0276(5) Uani 1 1 d . . . H10A H 0.4046 0.6553 0.1557 0.033 Uiso 1 1 calc R . . C11 C 0.48409(17) 0.6537(2) 0.29955(17) 0.0283(5) Uani 1 1 d . . . H11A H 0.4895 0.7491 0.3070 0.034 Uiso 1 1 calc R . . C12 C 0.52684(17) 0.5692(2) 0.37874(17) 0.0283(5) Uani 1 1 d . . . H12A H 0.5612 0.6070 0.4406 0.034 Uiso 1 1 calc R . . C13 C 0.51941(17) 0.4304(2) 0.36764(16) 0.0250(5) Uani 1 1 d . . . H13A H 0.5492 0.3736 0.4221 0.030 Uiso 1 1 calc R . . C14 C 0.59222(16) 0.1332(2) 0.31246(15) 0.0204(4) Uani 1 1 d . . . C15 C 0.67100(16) 0.1898(2) 0.27152(16) 0.0241(4) Uani 1 1 d . . . H15A H 0.6555 0.2646 0.2275 0.029 Uiso 1 1 calc R . . C16 C 0.77091(18) 0.1376(2) 0.29478(18) 0.0310(5) Uani 1 1 d . . . H16A H 0.8233 0.1758 0.2658 0.037 Uiso 1 1 calc R . . C17 C 0.79494(18) 0.0301(2) 0.36013(19) 0.0346(6) Uani 1 1 d . . . H17A H 0.8637 -0.0054 0.3760 0.042 Uiso 1 1 calc R . . C18 C 0.71884(19) -0.0255(2) 0.40219(18) 0.0341(5) Uani 1 1 d . . . H18A H 0.7353 -0.0992 0.4471 0.041 Uiso 1 1 calc R . . C19 C 0.61769(17) 0.0263(2) 0.37910(16) 0.0271(5) Uani 1 1 d . . . H19A H 0.5659 -0.0117 0.4091 0.033 Uiso 1 1 calc R . . B1 B 0.3802(2) 0.1341(3) 0.37266(19) 0.0277(5) Uani 1 1 d . . . H1 H 0.433(2) 0.173(3) 0.447(2) 0.039(7) Uiso 1 1 d . . . H2 H 0.302(2) 0.187(3) 0.351(2) 0.046(8) Uiso 1 1 d . . . H3 H 0.369(2) 0.025(3) 0.3684(19) 0.040(7) 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 0.01961(18) 0.02245(18) 0.01725(17) 0.00086(11) 0.00273(12) -0.00347(11) P1 0.0190(3) 0.0208(3) 0.0164(3) 0.0014(2) 0.00380(19) -0.0002(2) O1 0.0396(10) 0.0274(9) 0.0312(9) -0.0023(7) 0.0053(7) 0.0070(7) O2 0.0438(10) 0.0429(10) 0.0251(9) -0.0029(7) 0.0133(7) -0.0197(8) C1 0.0252(12) 0.0393(14) 0.0439(15) 0.0145(11) -0.0067(10) -0.0044(10) C2 0.0267(12) 0.0600(17) 0.0241(12) -0.0032(11) -0.0019(9) -0.0117(12) C3 0.0236(12) 0.0332(13) 0.0480(15) -0.0065(11) 0.0002(10) -0.0111(10) C4 0.0203(11) 0.0495(15) 0.0315(13) 0.0068(11) 0.0021(9) -0.0126(11) C5 0.0163(10) 0.0421(14) 0.0433(14) -0.0083(11) -0.0002(9) -0.0009(10) C6 0.0300(11) 0.0264(11) 0.0175(10) -0.0018(9) 0.0063(8) -0.0066(10) C7 0.0281(11) 0.0295(12) 0.0179(10) -0.0056(9) 0.0015(8) -0.0038(9) C8 0.0188(10) 0.0221(10) 0.0233(11) -0.0008(8) 0.0069(8) -0.0001(8) C9 0.0246(11) 0.0280(11) 0.0216(11) 0.0024(9) 0.0062(8) 0.0020(9) C10 0.0279(12) 0.0248(11) 0.0323(12) 0.0077(9) 0.0113(9) 0.0029(9) C11 0.0287(11) 0.0226(11) 0.0370(13) -0.0018(10) 0.0147(10) -0.0005(9) C12 0.0245(11) 0.0299(12) 0.0305(12) -0.0070(10) 0.0060(9) -0.0017(9) C13 0.0250(11) 0.0262(11) 0.0229(11) 0.0002(9) 0.0033(8) 0.0023(9) C14 0.0222(10) 0.0198(10) 0.0177(10) -0.0025(8) 0.0014(8) 0.0010(8) C15 0.0248(11) 0.0253(11) 0.0218(11) -0.0005(9) 0.0040(8) -0.0008(9) C16 0.0231(11) 0.0342(13) 0.0368(13) -0.0084(10) 0.0088(9) -0.0016(10) C17 0.0256(12) 0.0302(13) 0.0441(14) -0.0093(11) -0.0007(10) 0.0088(10) C18 0.0368(13) 0.0244(12) 0.0360(13) 0.0020(10) -0.0030(10) 0.0065(10) C19 0.0308(12) 0.0231(11) 0.0258(11) 0.0003(9) 0.0027(9) -0.0007(9) B1 0.0301(14) 0.0332(14) 0.0213(13) 0.0031(10) 0.0095(10) -0.0029(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C6 1.766(2) . ? Fe1 C7 1.767(2) . ? Fe1 C4 2.096(2) . ? Fe1 C1 2.099(2) . ? Fe1 C5 2.102(2) . ? Fe1 C2 2.109(2) . ? Fe1 C3 2.111(2) . ? Fe1 P1 2.2822(6) . ? P1 C14 1.831(2) . ? P1 C8 1.837(2) . ? P1 B1 1.953(3) . ? O1 C6 1.145(3) . ? O2 C7 1.144(3) . ? C1 C5 1.397(4) . ? C1 C2 1.419(4) . ? C2 C3 1.410(4) . ? C3 C4 1.418(4) . ? C4 C5 1.406(4) . ? C8 C13 1.398(3) . ? C8 C9 1.398(3) . ? C9 C10 1.393(3) . ? C10 C11 1.382(3) . ? C11 C12 1.391(3) . ? C12 C13 1.381(3) . ? C14 C19 1.392(3) . ? C14 C15 1.404(3) . ? C15 C16 1.383(3) . ? C16 C17 1.384(4) . ? C17 C18 1.379(4) . ? C18 C19 1.396(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 C6 Fe1 C7 92.97(10) . . ? C6 Fe1 C4 106.75(10) . . ? C7 Fe1 C4 158.78(10) . . ? C6 Fe1 C1 150.98(10) . . ? C7 Fe1 C1 93.49(10) . . ? C4 Fe1 C1 65.45(10) . . ? C6 Fe1 C5 145.37(10) . . ? C7 Fe1 C5 121.66(10) . . ? C4 Fe1 C5 39.13(10) . . ? C1 Fe1 C5 38.86(10) . . ? C6 Fe1 C2 111.56(10) . . ? C7 Fe1 C2 99.89(10) . . ? C4 Fe1 C2 65.96(10) . . ? C1 Fe1 C2 39.42(11) . . ? C5 Fe1 C2 65.90(10) . . ? C6 Fe1 C3 90.51(10) . . ? C7 Fe1 C3 135.49(10) . . ? C4 Fe1 C3 39.40(10) . . ? C1 Fe1 C3 65.48(10) . . ? C5 Fe1 C3 65.71(10) . . ? C2 Fe1 C3 39.06(10) . . ? C6 Fe1 P1 89.22(7) . . ? C7 Fe1 P1 92.33(7) . . ? C4 Fe1 P1 95.63(7) . . ? C1 Fe1 P1 118.72(8) . . ? C5 Fe1 P1 89.18(7) . . ? C2 Fe1 P1 155.06(8) . . ? C3 Fe1 P1 132.11(8) . . ? C14 P1 C8 101.89(9) . . ? C14 P1 B1 109.26(11) . . ? C8 P1 B1 107.23(11) . . ? C14 P1 Fe1 107.58(7) . . ? C8 P1 Fe1 113.26(7) . . ? B1 P1 Fe1 116.58(8) . . ? C5 C1 C2 108.8(2) . . ? C5 C1 Fe1 70.67(13) . . ? C2 C1 Fe1 70.65(14) . . ? C3 C2 C1 107.2(2) . . ? C3 C2 Fe1 70.54(13) . . ? C1 C2 Fe1 69.92(13) . . ? C2 C3 C4 108.0(2) . . ? C2 C3 Fe1 70.40(13) . . ? C4 C3 Fe1 69.74(13) . . ? C5 C4 C3 108.0(2) . . ? C5 C4 Fe1 70.66(13) . . ? C3 C4 Fe1 70.86(13) . . ? C1 C5 C4 108.0(2) . . ? C1 C5 Fe1 70.46(14) . . ? C4 C5 Fe1 70.20(13) . . ? O1 C6 Fe1 178.31(18) . . ? O2 C7 Fe1 178.45(19) . . ? C13 C8 C9 118.45(19) . . ? C13 C8 P1 117.64(16) . . ? C9 C8 P1 123.81(16) . . ? C10 C9 C8 120.3(2) . . ? C11 C10 C9 120.5(2) . . ? C10 C11 C12 119.6(2) . . ? C13 C12 C11 120.2(2) . . ? C12 C13 C8 121.0(2) . . ? C19 C14 C15 118.6(2) . . ? C19 C14 P1 119.72(16) . . ? C15 C14 P1 121.53(16) . . ? C16 C15 C14 120.5(2) . . ? C15 C16 C17 120.3(2) . . ? C18 C17 C16 119.9(2) . . ? C17 C18 C19 120.3(2) . . ? C14 C19 C18 120.4(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.413 _refine_diff_density_min -0.574 _refine_diff_density_rms 0.075 # Attachment 'FePC.txt' data_k07128 _database_code_depnum_ccdc_archive 'CCDC 670261' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H27 B Fe O P2' _chemical_formula_sum 'C21 H27 B Fe O P2' _chemical_formula_weight 424.03 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 0.0060 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C c' _symmetry_space_group_name_Hall 'C -2yc' 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' _cell_length_a 15.5704(6) _cell_length_b 9.2138(4) _cell_length_c 15.2599(7) _cell_angle_alpha 90.00 _cell_angle_beta 107.608(3) _cell_angle_gamma 90.00 _cell_volume 2086.66(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 10243 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.883 # Absorption correction _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.802 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10243 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.0827 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3898 _reflns_number_gt 3014 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1997-2002)' _computing_cell_refinement 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction Denzo-SMN _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXTL V6.1(Sheldrick, 2001)' _computing_molecular_graphics 'SHELXTL V6.1' _computing_publication_material 'SHELXTL V6.1' _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^)+(0.0164P)^2^+2.2643P] 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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 3898 _refine_ls_number_parameters 250 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0443 _refine_ls_wR_factor_ref 0.0886 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.47746(4) 0.47239(6) 0.41737(4) 0.02420(16) Uani 1 1 d . . . P1 P 0.39785(8) 0.29202(12) 0.33684(8) 0.0265(3) Uani 1 1 d . . . P2 P 0.61044(7) 0.35092(11) 0.45063(7) 0.0222(3) Uani 1 1 d . . . O1 O 0.4208(2) 0.4055(3) 0.5767(2) 0.0367(8) Uani 1 1 d . . . C1 C 0.4817(3) 0.6030(5) 0.3060(4) 0.0355(10) Uani 1 1 d U . . H1A H 0.4913 0.5690 0.2474 0.043 Uiso 1 1 calc R . . C2 C 0.5490(3) 0.6502(5) 0.3857(3) 0.0345(10) Uani 1 1 d U . . H2A H 0.6152 0.6530 0.3940 0.041 Uiso 1 1 calc R . . C3 C 0.5072(3) 0.6926(4) 0.4516(3) 0.0346(10) Uani 1 1 d U . . H3A H 0.5383 0.7316 0.5143 0.042 Uiso 1 1 calc R . . C4 C 0.4127(3) 0.6734(5) 0.4122(4) 0.0386(11) Uani 1 1 d U . . H4A H 0.3655 0.6973 0.4421 0.046 Uiso 1 1 calc R . . C5 C 0.3972(3) 0.6199(5) 0.3232(3) 0.0349(10) Uani 1 1 d U . . H5A H 0.3368 0.5986 0.2785 0.042 Uiso 1 1 calc R . . C6 C 0.2845(3) 0.2867(5) 0.3474(3) 0.0391(13) Uani 1 1 d . . . H6A H 0.2491 0.2123 0.3061 0.059 Uiso 1 1 calc R . . H6B H 0.2557 0.3815 0.3308 0.059 Uiso 1 1 calc R . . H6C H 0.2877 0.2633 0.4109 0.059 Uiso 1 1 calc R . . C7 C 0.4349(3) 0.1060(5) 0.3630(3) 0.0322(11) Uani 1 1 d . . . H7A H 0.3868 0.0397 0.3299 0.048 Uiso 1 1 calc R . . H7B H 0.4491 0.0893 0.4293 0.048 Uiso 1 1 calc R . . H7C H 0.4887 0.0885 0.3440 0.048 Uiso 1 1 calc R . . C8 C 0.3766(4) 0.2973(5) 0.2127(3) 0.0377(12) Uani 1 1 d . . . H8A H 0.3359 0.2179 0.1841 0.057 Uiso 1 1 calc R . . H8B H 0.4337 0.2865 0.1987 0.057 Uiso 1 1 calc R . . H8C H 0.3488 0.3903 0.1887 0.057 Uiso 1 1 calc R . . C9 C 0.7012(3) 0.4574(4) 0.5296(3) 0.0203(9) Uani 1 1 d . . . C10 C 0.7839(3) 0.4729(4) 0.5111(3) 0.0266(10) Uani 1 1 d . . . H10A H 0.7907 0.4340 0.4560 0.032 Uiso 1 1 calc R . . C11 C 0.8555(3) 0.5445(5) 0.5725(3) 0.0331(12) Uani 1 1 d . . . H11A H 0.9114 0.5520 0.5598 0.040 Uiso 1 1 calc R . . C12 C 0.8462(3) 0.6045(4) 0.6516(3) 0.0286(11) Uani 1 1 d . . . H12A H 0.8950 0.6551 0.6928 0.034 Uiso 1 1 calc R . . C13 C 0.7655(3) 0.5909(5) 0.6707(3) 0.0277(11) Uani 1 1 d . . . H13A H 0.7590 0.6311 0.7257 0.033 Uiso 1 1 calc R . . C14 C 0.6938(3) 0.5188(4) 0.6099(3) 0.0226(10) Uani 1 1 d . . . H14A H 0.6384 0.5112 0.6236 0.027 Uiso 1 1 calc R . . C15 C 0.6238(3) 0.1864(4) 0.5232(3) 0.0242(10) Uani 1 1 d . . . C16 C 0.5966(3) 0.1809(5) 0.6023(3) 0.0260(10) Uani 1 1 d . . . H16A H 0.5679 0.2628 0.6190 0.031 Uiso 1 1 calc R . . C17 C 0.6110(3) 0.0569(5) 0.6572(3) 0.0306(11) Uani 1 1 d . . . H17A H 0.5912 0.0543 0.7103 0.037 Uiso 1 1 calc R . . C18 C 0.6539(3) -0.0620(5) 0.6347(3) 0.0314(11) Uani 1 1 d . . . H18A H 0.6635 -0.1466 0.6720 0.038 Uiso 1 1 calc R . . C19 C 0.6829(3) -0.0573(5) 0.5570(3) 0.0338(12) Uani 1 1 d . . . H19A H 0.7135 -0.1382 0.5419 0.041 Uiso 1 1 calc R . . C20 C 0.6672(3) 0.0649(5) 0.5015(3) 0.0291(11) Uani 1 1 d . . . H20A H 0.6862 0.0662 0.4480 0.035 Uiso 1 1 calc R . . C21 C 0.4470(3) 0.4258(5) 0.5137(3) 0.0276(11) Uani 1 1 d . . . B1 B 0.6442(4) 0.3072(7) 0.3405(4) 0.0302(13) Uani 1 1 d . . . H3 H 0.592(3) 0.231(4) 0.302(3) 0.027(11) Uiso 1 1 d . . . H2 H 0.640(3) 0.413(5) 0.305(3) 0.049(14) Uiso 1 1 d . . . H1 H 0.710(3) 0.253(5) 0.358(3) 0.042(13) 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 0.0218(3) 0.0243(3) 0.0234(4) 0.0014(3) 0.0021(3) 0.0019(3) P1 0.0268(7) 0.0279(6) 0.0214(7) 0.0012(5) 0.0022(5) -0.0016(5) P2 0.0210(6) 0.0244(6) 0.0196(7) -0.0002(5) 0.0040(5) 0.0000(5) O1 0.040(2) 0.0451(19) 0.028(2) -0.0001(16) 0.0138(17) 0.0047(16) C1 0.039(2) 0.030(3) 0.032(2) 0.013(2) 0.0037(18) 0.002(2) C2 0.0278(19) 0.030(3) 0.040(3) 0.015(2) 0.0006(17) -0.0005(19) C3 0.036(2) 0.020(2) 0.039(3) 0.0024(19) -0.0011(18) 0.000(2) C4 0.032(2) 0.026(3) 0.052(3) 0.003(2) 0.004(2) 0.012(2) C5 0.0253(17) 0.029(2) 0.038(2) 0.019(2) -0.0086(18) 0.006(2) C6 0.021(2) 0.045(3) 0.043(3) 0.004(3) -0.003(2) -0.004(2) C7 0.033(3) 0.031(2) 0.028(3) -0.003(2) 0.001(2) -0.007(2) C8 0.049(3) 0.035(3) 0.024(3) 0.003(2) 0.003(3) -0.007(2) C9 0.020(2) 0.022(2) 0.017(2) 0.0081(19) 0.0034(19) 0.0037(19) C10 0.032(3) 0.028(2) 0.023(3) 0.005(2) 0.012(2) -0.001(2) C11 0.028(3) 0.037(3) 0.036(3) -0.002(2) 0.011(2) -0.011(2) C12 0.034(3) 0.024(2) 0.024(3) 0.000(2) 0.003(2) -0.010(2) C13 0.033(3) 0.024(2) 0.025(3) -0.004(2) 0.006(2) 0.001(2) C14 0.025(2) 0.024(2) 0.020(3) 0.0012(19) 0.008(2) 0.0024(19) C15 0.015(2) 0.027(2) 0.025(3) -0.0002(19) 0.000(2) 0.0003(18) C16 0.022(2) 0.033(2) 0.022(3) 0.003(2) 0.005(2) -0.0001(19) C17 0.023(2) 0.043(3) 0.021(3) 0.007(2) 0.000(2) -0.002(2) C18 0.030(3) 0.026(2) 0.031(3) 0.003(2) -0.001(2) -0.006(2) C19 0.029(3) 0.029(3) 0.039(3) -0.002(2) 0.004(2) 0.002(2) C20 0.028(2) 0.032(3) 0.028(3) -0.002(2) 0.008(2) -0.001(2) C21 0.020(2) 0.028(2) 0.028(3) -0.003(2) -0.003(2) 0.0036(19) B1 0.027(3) 0.039(3) 0.025(3) 0.001(3) 0.009(3) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C21 1.729(5) . ? Fe1 C5 2.095(4) . ? Fe1 C4 2.099(4) . ? Fe1 C1 2.099(5) . ? Fe1 C3 2.111(4) . ? Fe1 C2 2.117(4) . ? Fe1 P1 2.2106(13) . ? Fe1 P2 2.2718(12) . ? P1 C7 1.814(5) . ? P1 C6 1.820(4) . ? P1 C8 1.822(5) . ? P2 C9 1.839(4) . ? P2 C15 1.851(4) . ? P2 B1 1.949(5) . ? O1 C21 1.168(5) . ? C1 C2 1.412(7) . ? C1 C5 1.425(6) . ? C1 H1A 1.0000 . ? C2 C3 1.407(6) . ? C2 H2A 1.0000 . ? C3 C4 1.423(7) . ? C3 H3A 1.0000 . ? C4 C5 1.395(7) . ? C4 H4A 1.0000 . ? C5 H5A 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.386(6) . ? C9 C10 1.405(6) . ? C10 C11 1.387(6) . ? C10 H10A 0.9500 . ? C11 C12 1.375(6) . ? C11 H11A 0.9500 . ? C12 C13 1.379(6) . ? C12 H12A 0.9500 . ? C13 C14 1.386(6) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C15 C16 1.397(6) . ? C15 C20 1.397(6) . ? C16 C17 1.394(6) . ? C16 H16A 0.9500 . ? C17 C18 1.380(6) . ? C17 H17A 0.9500 . ? C18 C19 1.391(6) . ? C18 H18A 0.9500 . ? C19 C20 1.385(6) . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? B1 H3 1.10(4) . ? B1 H2 1.11(5) . ? B1 H1 1.10(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C21 Fe1 C5 118.96(19) . . ? C21 Fe1 C4 89.9(2) . . ? C5 Fe1 C4 38.86(19) . . ? C21 Fe1 C1 156.0(2) . . ? C5 Fe1 C1 39.74(18) . . ? C4 Fe1 C1 66.2(2) . . ? C21 Fe1 C3 97.2(2) . . ? C5 Fe1 C3 65.59(19) . . ? C4 Fe1 C3 39.50(18) . . ? C1 Fe1 C3 65.8(2) . . ? C21 Fe1 C2 133.2(2) . . ? C5 Fe1 C2 65.61(19) . . ? C4 Fe1 C2 65.7(2) . . ? C1 Fe1 C2 39.13(18) . . ? C3 Fe1 C2 38.88(18) . . ? C21 Fe1 P1 91.95(15) . . ? C5 Fe1 P1 89.35(14) . . ? C4 Fe1 P1 117.39(15) . . ? C1 Fe1 P1 97.51(14) . . ? C3 Fe1 P1 154.70(13) . . ? C2 Fe1 P1 134.43(15) . . ? C21 Fe1 P2 98.83(15) . . ? C5 Fe1 P2 141.92(14) . . ? C4 Fe1 P2 146.96(14) . . ? C1 Fe1 P2 102.33(13) . . ? C3 Fe1 P2 107.53(13) . . ? C2 Fe1 P2 85.73(13) . . ? P1 Fe1 P2 94.23(5) . . ? C7 P1 C6 101.9(2) . . ? C7 P1 C8 101.5(2) . . ? C6 P1 C8 102.5(2) . . ? C7 P1 Fe1 120.04(16) . . ? C6 P1 Fe1 111.52(16) . . ? C8 P1 Fe1 116.92(16) . . ? C9 P2 C15 96.87(18) . . ? C9 P2 B1 108.7(2) . . ? C15 P2 B1 109.6(2) . . ? C9 P2 Fe1 110.58(13) . . ? C15 P2 Fe1 117.86(14) . . ? B1 P2 Fe1 111.99(18) . . ? C2 C1 C5 107.1(4) . . ? C2 C1 Fe1 71.1(3) . . ? C5 C1 Fe1 70.0(3) . . ? C2 C1 H1A 126.4 . . ? C5 C1 H1A 126.4 . . ? Fe1 C1 H1A 126.4 . . ? C3 C2 C1 108.5(4) . . ? C3 C2 Fe1 70.3(2) . . ? C1 C2 Fe1 69.7(3) . . ? C3 C2 H2A 125.7 . . ? C1 C2 H2A 125.7 . . ? Fe1 C2 H2A 125.7 . . ? C2 C3 C4 107.8(5) . . ? C2 C3 Fe1 70.8(3) . . ? C4 C3 Fe1 69.8(3) . . ? C2 C3 H3A 126.1 . . ? C4 C3 H3A 126.1 . . ? Fe1 C3 H3A 126.1 . . ? C5 C4 C3 107.9(5) . . ? C5 C4 Fe1 70.4(3) . . ? C3 C4 Fe1 70.7(3) . . ? C5 C4 H4A 126.0 . . ? C3 C4 H4A 126.0 . . ? Fe1 C4 H4A 126.0 . . ? C4 C5 C1 108.7(4) . . ? C4 C5 Fe1 70.7(3) . . ? C1 C5 Fe1 70.3(3) . . ? C4 C5 H5A 125.7 . . ? C1 C5 H5A 125.7 . . ? Fe1 C5 H5A 125.7 . . ? P1 C6 H6A 109.5 . . ? P1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 117.6(4) . . ? C14 C9 P2 122.9(3) . . ? C10 C9 P2 119.4(3) . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10A 119.6 . . ? C9 C10 H10A 119.6 . . ? C12 C11 C10 120.5(4) . . ? C12 C11 H11A 119.7 . . ? C10 C11 H11A 119.7 . . ? C11 C12 C13 119.6(4) . . ? C11 C12 H12A 120.2 . . ? C13 C12 H12A 120.2 . . ? C12 C13 C14 120.2(4) . . ? C12 C13 H13A 119.9 . . ? C14 C13 H13A 119.9 . . ? C9 C14 C13 121.4(4) . . ? C9 C14 H14A 119.3 . . ? C13 C14 H14A 119.3 . . ? C16 C15 C20 118.0(4) . . ? C16 C15 P2 122.5(3) . . ? C20 C15 P2 119.3(3) . . ? C17 C16 C15 120.9(4) . . ? C17 C16 H16A 119.5 . . ? C15 C16 H16A 119.5 . . ? C18 C17 C16 120.2(4) . . ? C18 C17 H17A 119.9 . . ? C16 C17 H17A 119.9 . . ? C17 C18 C19 119.6(4) . . ? C17 C18 H18A 120.2 . . ? C19 C18 H18A 120.2 . . ? C20 C19 C18 120.2(4) . . ? C20 C19 H19A 119.9 . . ? C18 C19 H19A 119.9 . . ? C19 C20 C15 121.0(4) . . ? C19 C20 H20A 119.5 . . ? C15 C20 H20A 119.5 . . ? O1 C21 Fe1 173.5(4) . . ? P2 B1 H3 104(2) . . ? P2 B1 H2 104(2) . . ? H3 B1 H2 113(3) . . ? P2 B1 H1 111(2) . . ? H3 B1 H1 109(3) . . ? H2 B1 H1 115(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.706 _refine_diff_density_min -0.497 _refine_diff_density_rms 0.089 # Attachment 'FePP.txt' data_k07126 _database_code_depnum_ccdc_archive 'CCDC 670262' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H36 B Fe P3' _chemical_formula_sum 'C23 H36 B Fe P3' _chemical_formula_weight 472.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6143(2) _cell_length_b 13.9049(2) _cell_length_c 18.1670(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.5310(11) _cell_angle_gamma 90.00 _cell_volume 2428.57(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 13404 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 27.5 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 0.826 # Absorption correction _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.735 _exptl_absorpt_correction_T_max 0.825 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13404 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5489 _reflns_number_gt 4288 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1997-2002)' _computing_cell_refinement 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction Denzo-SMN _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXTL V6.1(Sheldrick, 2001)' _computing_molecular_graphics 'SHELXTL V6.1' _computing_publication_material 'SHELXTL V6.1' _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^)+(0.0460P)^2^+0.9807P] 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_extinction_coef ? _refine_ls_number_reflns 5489 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0879 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.23184(3) 0.23227(2) 0.598998(16) 0.01766(10) Uani 1 1 d . . . P1 P 0.27740(6) 0.33400(4) 0.50874(3) 0.02285(14) Uani 1 1 d . . . P2 P 0.08187(6) 0.33002(4) 0.65287(3) 0.02174(14) Uani 1 1 d . . . P3 P 0.42037(5) 0.27724(4) 0.67104(3) 0.01674(13) Uani 1 1 d . . . C1 C 0.1358(2) 0.10763(15) 0.64143(13) 0.0269(5) Uani 1 1 d . . . H1A H 0.0912 0.1014 0.6907 0.032 Uiso 1 1 calc R . . C2 C 0.2752(2) 0.08694(14) 0.62501(13) 0.0251(5) Uani 1 1 d . . . H2A H 0.3473 0.0642 0.6610 0.030 Uiso 1 1 calc R . . C3 C 0.2966(2) 0.10299(15) 0.54891(13) 0.0266(5) Uani 1 1 d . . . H3A H 0.3852 0.0926 0.5216 0.032 Uiso 1 1 calc R . . C4 C 0.1676(2) 0.13291(16) 0.51820(13) 0.0290(5) Uani 1 1 d . . . H4A H 0.1497 0.1479 0.4651 0.035 Uiso 1 1 calc R . . C5 C 0.0685(2) 0.13685(16) 0.57461(13) 0.0287(5) Uani 1 1 d . . . H5A H -0.0319 0.1542 0.5686 0.034 Uiso 1 1 calc R . . C6 C 0.1501(3) 0.33900(19) 0.43269(13) 0.0357(6) Uani 1 1 d . . . H6A H 0.1720 0.3933 0.4005 0.054 Uiso 1 1 calc R . . H6B H 0.0565 0.3473 0.4526 0.054 Uiso 1 1 calc R . . H6C H 0.1540 0.2790 0.4044 0.054 Uiso 1 1 calc R . . C7 C 0.4346(3) 0.31086(19) 0.45535(13) 0.0371(6) Uani 1 1 d . . . H7A H 0.4364 0.3538 0.4126 0.056 Uiso 1 1 calc R . . H7B H 0.4345 0.2439 0.4386 0.056 Uiso 1 1 calc R . . H7C H 0.5169 0.3225 0.4863 0.056 Uiso 1 1 calc R . . C8 C 0.2974(2) 0.46251(16) 0.52566(13) 0.0291(5) Uani 1 1 d . . . H8A H 0.3268 0.4945 0.4803 0.044 Uiso 1 1 calc R . . H8B H 0.3677 0.4727 0.5643 0.044 Uiso 1 1 calc R . . H8C H 0.2084 0.4895 0.5415 0.044 Uiso 1 1 calc R . . C9 C -0.0276(3) 0.27742(18) 0.72464(14) 0.0354(6) Uani 1 1 d . . . H9A H -0.0865 0.3276 0.7459 0.053 Uiso 1 1 calc R . . H9B H 0.0316 0.2495 0.7633 0.053 Uiso 1 1 calc R . . H9C H -0.0865 0.2271 0.7031 0.053 Uiso 1 1 calc R . . C10 C -0.0560(2) 0.37982(18) 0.59389(14) 0.0337(6) Uani 1 1 d . . . H10A H -0.1261 0.4111 0.6245 0.051 Uiso 1 1 calc R . . H10B H -0.0997 0.3279 0.5655 0.051 Uiso 1 1 calc R . . H10C H -0.0160 0.4271 0.5601 0.051 Uiso 1 1 calc R . . C11 C 0.1398(2) 0.43881(16) 0.70039(13) 0.0304(5) Uani 1 1 d . . . H11A H 0.0597 0.4807 0.7092 0.046 Uiso 1 1 calc R . . H11B H 0.2075 0.4728 0.6699 0.046 Uiso 1 1 calc R . . H11C H 0.1832 0.4213 0.7475 0.046 Uiso 1 1 calc R . . C12 C 0.5561(2) 0.18240(14) 0.66912(11) 0.0195(4) Uani 1 1 d . . . C13 C 0.6087(2) 0.13763(15) 0.73206(12) 0.0251(5) Uani 1 1 d . . . H13A H 0.5763 0.1567 0.7791 0.030 Uiso 1 1 calc R . . C14 C 0.7086(2) 0.06499(17) 0.72688(13) 0.0290(5) Uani 1 1 d . . . H14A H 0.7431 0.0349 0.7703 0.035 Uiso 1 1 calc R . . C15 C 0.7572(2) 0.03672(16) 0.65913(14) 0.0299(5) Uani 1 1 d . . . H15A H 0.8233 -0.0138 0.6556 0.036 Uiso 1 1 calc R . . C16 C 0.7090(2) 0.08254(16) 0.59619(13) 0.0270(5) Uani 1 1 d . . . H16A H 0.7433 0.0642 0.5494 0.032 Uiso 1 1 calc R . . C17 C 0.6105(2) 0.15524(16) 0.60127(12) 0.0244(5) Uani 1 1 d . . . H17A H 0.5796 0.1870 0.5578 0.029 Uiso 1 1 calc R . . C18 C 0.3751(2) 0.27642(14) 0.76987(11) 0.0186(4) Uani 1 1 d . . . C19 C 0.4076(2) 0.35394(15) 0.81520(12) 0.0233(5) Uani 1 1 d . . . H19A H 0.4579 0.4068 0.7956 0.028 Uiso 1 1 calc R . . C20 C 0.3678(2) 0.35566(16) 0.88897(12) 0.0275(5) Uani 1 1 d . . . H20A H 0.3893 0.4099 0.9188 0.033 Uiso 1 1 calc R . . C21 C 0.2974(2) 0.27858(17) 0.91839(13) 0.0289(5) Uani 1 1 d . . . H21A H 0.2702 0.2795 0.9685 0.035 Uiso 1 1 calc R . . C22 C 0.2661(2) 0.19930(17) 0.87440(12) 0.0267(5) Uani 1 1 d . . . H22A H 0.2191 0.1455 0.8947 0.032 Uiso 1 1 calc R . . C23 C 0.3036(2) 0.19912(15) 0.80126(12) 0.0219(4) Uani 1 1 d . . . H23A H 0.2803 0.1452 0.7715 0.026 Uiso 1 1 calc R . . B1 B 0.5394(3) 0.39231(18) 0.65897(15) 0.0258(5) Uani 1 1 d . . . H1 H 0.580(2) 0.3871(16) 0.5998(13) 0.025(6) Uiso 1 1 d . . . H2 H 0.478(3) 0.4592(18) 0.6703(13) 0.039(7) Uiso 1 1 d . . . H3 H 0.627(3) 0.3820(18) 0.7007(14) 0.044(7) 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 0.01645(16) 0.01759(17) 0.01891(17) -0.00053(12) -0.00118(12) -0.00094(11) P1 0.0239(3) 0.0250(3) 0.0197(3) 0.0034(2) -0.0017(2) -0.0013(2) P2 0.0179(3) 0.0223(3) 0.0249(3) -0.0003(2) -0.0002(2) 0.0023(2) P3 0.0157(3) 0.0174(3) 0.0172(3) 0.0012(2) -0.0005(2) -0.00071(19) C1 0.0301(12) 0.0196(11) 0.0310(12) 0.0003(10) 0.0037(10) -0.0082(9) C2 0.0275(11) 0.0148(10) 0.0329(12) -0.0005(9) -0.0049(10) -0.0031(9) C3 0.0268(12) 0.0202(11) 0.0328(12) -0.0081(10) 0.0016(9) -0.0011(9) C4 0.0355(13) 0.0250(11) 0.0263(12) -0.0057(10) -0.0096(10) -0.0056(10) C5 0.0218(11) 0.0235(11) 0.0408(14) -0.0031(10) -0.0063(10) -0.0055(9) C6 0.0402(14) 0.0408(14) 0.0261(12) 0.0054(11) -0.0092(11) -0.0023(11) C7 0.0418(15) 0.0429(15) 0.0268(13) 0.0090(11) 0.0095(11) 0.0041(12) C8 0.0308(12) 0.0253(12) 0.0312(13) 0.0082(10) -0.0046(10) -0.0031(10) C9 0.0294(13) 0.0378(14) 0.0393(15) 0.0034(11) 0.0118(11) 0.0060(10) C10 0.0267(12) 0.0359(13) 0.0383(14) 0.0007(11) -0.0052(10) 0.0064(10) C11 0.0276(12) 0.0270(12) 0.0366(13) -0.0086(10) -0.0023(10) 0.0059(10) C12 0.0160(10) 0.0208(10) 0.0217(11) 0.0004(9) -0.0003(8) -0.0013(8) C13 0.0225(11) 0.0290(12) 0.0237(11) 0.0012(9) -0.0001(9) 0.0016(9) C14 0.0242(11) 0.0307(12) 0.0322(13) 0.0082(10) -0.0011(9) 0.0041(10) C15 0.0204(11) 0.0260(12) 0.0435(14) 0.0003(11) 0.0026(10) 0.0038(9) C16 0.0219(11) 0.0292(12) 0.0299(12) -0.0051(10) 0.0026(9) 0.0002(9) C17 0.0200(11) 0.0304(12) 0.0228(11) 0.0022(9) -0.0003(9) -0.0024(9) C18 0.0164(10) 0.0194(10) 0.0200(10) 0.0001(8) -0.0017(8) 0.0032(8) C19 0.0236(11) 0.0226(11) 0.0236(11) 0.0024(9) -0.0032(9) 0.0025(9) C20 0.0316(12) 0.0279(12) 0.0228(11) -0.0042(10) -0.0053(9) 0.0075(10) C21 0.0308(12) 0.0361(14) 0.0197(11) 0.0012(10) 0.0028(9) 0.0127(10) C22 0.0278(12) 0.0274(12) 0.0251(12) 0.0045(10) 0.0067(9) 0.0018(9) C23 0.0237(11) 0.0213(10) 0.0208(11) -0.0012(9) 0.0010(9) 0.0006(9) B1 0.0251(13) 0.0236(13) 0.0287(14) 0.0036(11) -0.0011(11) -0.0063(10) _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 C5 2.100(2) . ? Fe1 C4 2.104(2) . ? Fe1 C3 2.111(2) . ? Fe1 C1 2.113(2) . ? Fe1 C2 2.116(2) . ? Fe1 P1 2.2124(6) . ? Fe1 P2 2.2160(6) . ? Fe1 P3 2.3119(6) . ? P1 C8 1.823(2) . ? P1 C7 1.832(2) . ? P1 C6 1.838(2) . ? P2 C11 1.826(2) . ? P2 C10 1.833(2) . ? P2 C9 1.835(2) . ? P3 C18 1.852(2) . ? P3 C12 1.856(2) . ? P3 B1 1.980(3) . ? C1 C2 1.406(3) . ? C1 C5 1.429(3) . ? C1 H1A 1.0000 . ? C2 C3 1.417(3) . ? C2 H2A 1.0000 . ? C3 C4 1.418(3) . ? C3 H3A 1.0000 . ? C4 C5 1.407(3) . ? C4 H4A 1.0000 . ? C5 H5A 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.393(3) . ? C12 C17 1.395(3) . ? C13 C14 1.397(3) . ? C13 H13A 0.9500 . ? C14 C15 1.378(3) . ? C14 H14A 0.9500 . ? C15 C16 1.385(3) . ? C15 H15A 0.9500 . ? C16 C17 1.389(3) . ? C16 H16A 0.9500 . ? C17 H17A 0.9500 . ? C18 C19 1.390(3) . ? C18 C23 1.400(3) . ? C19 C20 1.397(3) . ? C19 H19A 0.9500 . ? C20 C21 1.379(3) . ? C20 H20A 0.9500 . ? C21 C22 1.393(3) . ? C21 H21A 0.9500 . ? C22 C23 1.380(3) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? B1 H1 1.15(2) . ? B1 H2 1.12(2) . ? B1 H3 1.14(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 C5 Fe1 C4 39.09(9) . . ? C5 Fe1 C3 66.05(9) . . ? C4 Fe1 C3 39.31(9) . . ? C5 Fe1 C1 39.67(9) . . ? C4 Fe1 C1 65.76(9) . . ? C3 Fe1 C1 65.82(9) . . ? C5 Fe1 C2 65.74(9) . . ? C4 Fe1 C2 65.47(9) . . ? C3 Fe1 C2 39.18(9) . . ? C1 Fe1 C2 38.83(9) . . ? C5 Fe1 P1 113.60(7) . . ? C4 Fe1 P1 87.80(7) . . ? C3 Fe1 P1 99.42(7) . . ? C1 Fe1 P1 152.27(7) . . ? C2 Fe1 P1 137.40(6) . . ? C5 Fe1 P2 89.56(7) . . ? C4 Fe1 P2 121.51(7) . . ? C3 Fe1 P2 155.27(6) . . ? C1 Fe1 P2 93.08(6) . . ? C2 Fe1 P2 127.94(6) . . ? P1 Fe1 P2 93.97(2) . . ? C5 Fe1 P3 150.59(7) . . ? C4 Fe1 P3 142.75(7) . . ? C3 Fe1 P3 103.98(6) . . ? C1 Fe1 P3 110.99(7) . . ? C2 Fe1 P3 88.86(6) . . ? P1 Fe1 P3 94.99(2) . . ? P2 Fe1 P3 95.39(2) . . ? C8 P1 C7 100.10(12) . . ? C8 P1 C6 99.10(11) . . ? C7 P1 C6 98.93(12) . . ? C8 P1 Fe1 121.54(8) . . ? C7 P1 Fe1 116.75(8) . . ? C6 P1 Fe1 116.50(9) . . ? C11 P2 C10 100.32(11) . . ? C11 P2 C9 99.71(12) . . ? C10 P2 C9 98.59(12) . . ? C11 P2 Fe1 121.34(8) . . ? C10 P2 Fe1 116.34(8) . . ? C9 P2 Fe1 116.69(8) . . ? C18 P3 C12 100.70(9) . . ? C18 P3 B1 104.69(10) . . ? C12 P3 B1 99.48(10) . . ? C18 P3 Fe1 110.92(7) . . ? C12 P3 Fe1 110.18(7) . . ? B1 P3 Fe1 127.34(8) . . ? C2 C1 C5 107.6(2) . . ? C2 C1 Fe1 70.71(12) . . ? C5 C1 Fe1 69.68(12) . . ? C2 C1 H1A 126.2 . . ? C5 C1 H1A 126.2 . . ? Fe1 C1 H1A 126.2 . . ? C1 C2 C3 108.8(2) . . ? C1 C2 Fe1 70.46(12) . . ? C3 C2 Fe1 70.24(12) . . ? C1 C2 H2A 125.6 . . ? C3 C2 H2A 125.6 . . ? Fe1 C2 H2A 125.6 . . ? C2 C3 C4 107.2(2) . . ? C2 C3 Fe1 70.59(12) . . ? C4 C3 Fe1 70.09(12) . . ? C2 C3 H3A 126.4 . . ? C4 C3 H3A 126.4 . . ? Fe1 C3 H3A 126.4 . . ? C5 C4 C3 108.7(2) . . ? C5 C4 Fe1 70.28(13) . . ? C3 C4 Fe1 70.61(12) . . ? C5 C4 H4A 125.7 . . ? C3 C4 H4A 125.7 . . ? Fe1 C4 H4A 125.7 . . ? C4 C5 C1 107.7(2) . . ? C4 C5 Fe1 70.63(13) . . ? C1 C5 Fe1 70.65(12) . . ? C4 C5 H5A 126.1 . . ? C1 C5 H5A 126.1 . . ? Fe1 C5 H5A 126.1 . . ? P1 C6 H6A 109.5 . . ? P1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P2 C9 H9A 109.5 . . ? P2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P2 C11 H11A 109.5 . . ? P2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C17 117.92(19) . . ? C13 C12 P3 123.51(16) . . ? C17 C12 P3 118.56(16) . . ? C12 C13 C14 120.8(2) . . ? C12 C13 H13A 119.6 . . ? C14 C13 H13A 119.6 . . ? C15 C14 C13 120.4(2) . . ? C15 C14 H14A 119.8 . . ? C13 C14 H14A 119.8 . . ? C14 C15 C16 119.5(2) . . ? C14 C15 H15A 120.3 . . ? C16 C15 H15A 120.3 . . ? C15 C16 C17 120.2(2) . . ? C15 C16 H16A 119.9 . . ? C17 C16 H16A 119.9 . . ? C16 C17 C12 121.1(2) . . ? C16 C17 H17A 119.4 . . ? C12 C17 H17A 119.4 . . ? C19 C18 C23 117.6(2) . . ? C19 C18 P3 121.06(16) . . ? C23 C18 P3 121.37(16) . . ? C18 C19 C20 121.3(2) . . ? C18 C19 H19A 119.4 . . ? C20 C19 H19A 119.4 . . ? C21 C20 C19 119.9(2) . . ? C21 C20 H20A 120.1 . . ? C19 C20 H20A 120.1 . . ? C20 C21 C22 119.8(2) . . ? C20 C21 H21A 120.1 . . ? C22 C21 H21A 120.1 . . ? C23 C22 C21 119.8(2) . . ? C23 C22 H22A 120.1 . . ? C21 C22 H22A 120.1 . . ? C22 C23 C18 121.6(2) . . ? C22 C23 H23A 119.2 . . ? C18 C23 H23A 119.2 . . ? P3 B1 H1 104.8(11) . . ? P3 B1 H2 110.2(13) . . ? H1 B1 H2 114.2(17) . . ? P3 B1 H3 104.5(13) . . ? H1 B1 H3 110.9(17) . . ? H2 B1 H3 111.6(18) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.529 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.072