# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Masahiko Iyoda' _publ_contact_author_email IYODA@TMU.AC.JP _publ_section_title ; Long-range ferromagnetic coupling through spin polarization in a linear heterotrinuclear iron(III)-copper(II)-iron(III) complex derived from 5-ferrocenyl-2-aminotropone ; loop_ _publ_author_name 'Masahiko Iyoda' 'Satoshi Aono' 'Toshiaki Enoki' 'Yoshihiro Miyake' 'Hitoshi Miyasaka' 'Akira Miyazaki' ; T.Nishinaga ; 'Hiroyuki Otani' 'Sayaka Watanabe' # Attachment '12+2PF6-.cif' data_TN _database_code_depnum_ccdc_archive 'CCDC 691674' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Cu(Fc+-aminotropone)2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H40 Cl2 Cu F12 Fe2 N2 O2 P2' _chemical_formula_weight 1116.82 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' Cu Cu 0.3201 1.2651 '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 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.197(10) _cell_length_b 10.402(16) _cell_length_c 10.513(10) _cell_angle_alpha 84.50(8) _cell_angle_beta 68.16(7) _cell_angle_gamma 84.28(8) _cell_volume 1028(2) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 90 _cell_measurement_theta_min 1.9714 _cell_measurement_theta_max 30.5069 _exptl_crystal_description Prism _exptl_crystal_colour Black _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 563 _exptl_absorpt_coefficient_mu 1.512 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.7878 _exptl_special_details ; ? ; _diffrn_reflns_number 7444 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.1615 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.50 _diffrn_ambient_temperature 120(2) _diffrn_source_power 12.5000 _diffrn_source_voltage 50.0000 _diffrn_source_current 250.0000 _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_radiation_detector CCD _diffrn_measurement_device ; Mercury CCD (2x2 bin mode) ; _diffrn_detector_area_resol_mean 14.7059 _diffrn_measurement_method dtintegrate.ref _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.692 _diffrn_measured_fraction_theta_full 0.692 _diffrn_measurement_details ; scan: Number of images: 360 Slice: -80.0000 - 100.0000 Image width: 0.5000 Exp time: 100.0000 Rotation axis: Phi Omega: 0.0000 Chi: 0.0000 Phi: 0.0000 XTD: 35.1577 2theta: 10.0000 scan: Number of images: 99 Slice: -30.0000 - 19.5000 Image width: 0.5000 Exp time: 100.0000 Rotation axis: Omega Omega: 0.0000 Chi: 90.0000 Phi: 0.0000 XTD: 35.1577 2theta: 10.0000 scan: Number of images: 99 Slice: -30.0000 - 19.5000 Image width: 0.5000 Exp time: 100.0000 Rotation axis: Omega Omega: 0.0000 Chi: 90.0000 Phi: 90.0000 XTD: 35.1577 2theta: 10.0000 scan: Number of images: 99 Slice: -30.0000 - 19.5000 Image width: 0.5000 Exp time: 100.0000 Rotation axis: Omega Omega: 0.0000 Chi: 90.0000 Phi: 180.0000 XTD: 35.1577 2theta: 10.0000 scan: Number of images: 99 Slice: -30.0000 - 19.5000 Image width: 0.5000 Exp time: 100.0000 Rotation axis: Omega Omega: 0.0000 Chi: 90.0000 Phi: 270.0000 XTD: 35.1577 2theta: 10.0000 ; _diffrn_measurement_device_details ; AFC7: Eulerian 3-circle ; _diffrn_orient_matrix_UB_11 -0.0548 _diffrn_orient_matrix_UB_12 0.0610 _diffrn_orient_matrix_UB_13 0.0671 _diffrn_orient_matrix_UB_21 0.0831 _diffrn_orient_matrix_UB_22 0.0093 _diffrn_orient_matrix_UB_23 0.0488 _diffrn_orient_matrix_UB_31 0.0338 _diffrn_orient_matrix_UB_32 0.0538 _diffrn_orient_matrix_UB_33 -0.0807 _diffrn_orient_matrix_type d*Trek _reflns_number_total 3263 _reflns_number_gt 1786 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0703P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3263 _refine_ls_number_parameters 286 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1027 _refine_ls_R_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.1652 _refine_ls_wR_factor_gt 0.1461 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.673 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.161 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 Cu Cu 0.5000 0.5000 0.5000 0.0206(4) Uani 1 2 d S . . Fe Fe 0.26328(13) -0.25127(10) 0.94051(12) 0.0186(3) Uani 1 1 d . . . Cl Cl -0.0587(2) 0.20358(19) 0.5175(3) 0.0347(6) Uani 1 1 d . . . P P 0.2328(2) 0.26473(19) 1.0561(2) 0.0219(5) Uani 1 1 d . . . F1 F 0.3435(5) 0.3639(4) 1.0550(5) 0.0290(12) Uani 1 1 d . . . F2 F 0.1198(6) 0.1667(4) 1.0601(6) 0.0380(14) Uani 1 1 d . . . F3 F 0.1076(6) 0.3559(5) 1.1537(6) 0.0422(15) Uani 1 1 d . . . F4 F 0.3574(6) 0.1738(5) 0.9603(6) 0.0435(15) Uani 1 1 d . . . F5 F 0.2143(7) 0.3437(5) 0.9243(6) 0.0470(16) Uani 1 1 d . . . F6 F 0.2492(6) 0.1871(4) 1.1887(5) 0.0353(13) Uani 1 1 d . . . N N 0.3366(7) 0.3979(5) 0.5625(7) 0.0197(15) Uani 1 1 d . . . O O 0.5845(6) 0.3463(5) 0.5633(6) 0.0240(13) Uani 1 1 d . . . C1 C 0.5054(9) 0.2497(7) 0.6027(8) 0.0196(17) Uani 1 1 d . . . C2 C 0.3596(8) 0.2763(7) 0.6000(8) 0.0165(17) Uani 1 1 d . . . C3 C 0.2622(9) 0.1800(6) 0.6323(8) 0.0196(18) Uani 1 1 d . . . H3 H 0.1745 0.2106 0.6240 0.024 Uiso 1 1 calc R . . C4 C 0.2684(9) 0.0517(7) 0.6729(9) 0.0220(18) Uani 1 1 d . . . H4 H 0.1847 0.0102 0.6874 0.026 Uiso 1 1 calc R . . C5 C 0.3766(8) -0.0311(7) 0.6975(8) 0.0166(17) Uani 1 1 d . . . C6 C 0.5075(9) 0.0108(7) 0.6817(9) 0.0229(19) Uani 1 1 d . . . H6 H 0.5696 -0.0543 0.7033 0.027 Uiso 1 1 calc R . . C7 C 0.5636(9) 0.1309(7) 0.6401(8) 0.0199(18) Uani 1 1 d . . . H7 H 0.6580 0.1329 0.6362 0.024 Uiso 1 1 calc R . . C8 C 0.2010(8) 0.4477(7) 0.5545(8) 0.0169(17) Uani 1 1 d . . . H8A H 0.1827 0.5396 0.5773 0.020 Uiso 1 1 calc R . . H8B H 0.1244 0.3984 0.6226 0.020 Uiso 1 1 calc R . . C9 C 0.2002(10) 0.4369(8) 0.4114(9) 0.030(2) Uani 1 1 d . . . H9A H 0.1079 0.4705 0.4087 0.045 Uiso 1 1 calc R . . H9B H 0.2174 0.3459 0.3891 0.045 Uiso 1 1 calc R . . H9C H 0.2747 0.4873 0.3441 0.045 Uiso 1 1 calc R . . C10 C 0.3519(9) -0.1682(7) 0.7322(8) 0.0199(18) Uani 1 1 d . . . C11 C 0.2259(9) -0.2302(7) 0.7574(8) 0.0196(18) Uani 1 1 d . . . H11 H 0.1418 -0.1890 0.7490 0.024 Uiso 1 1 calc R . . C12 C 0.2445(10) -0.3617(7) 0.7965(8) 0.0243(19) Uani 1 1 d . . . H12 H 0.1772 -0.4245 0.8150 0.029 Uiso 1 1 calc R . . C13 C 0.3795(9) -0.3842(7) 0.8037(9) 0.024(2) Uani 1 1 d . . . H13 H 0.4186 -0.4644 0.8300 0.029 Uiso 1 1 calc R . . C14 C 0.4477(9) -0.2663(7) 0.7649(9) 0.0250(19) Uani 1 1 d . . . H14 H 0.5402 -0.2539 0.7611 0.030 Uiso 1 1 calc R . . C15 C 0.1953(12) -0.3408(8) 1.1384(9) 0.034(2) Uani 1 1 d . . . H15 H 0.1966 -0.4317 1.1596 0.040 Uiso 1 1 calc R . . C16 C 0.3034(10) -0.2622(9) 1.1238(10) 0.032(2) Uani 1 1 d . . . H16 H 0.3909 -0.2896 1.1339 0.039 Uiso 1 1 calc R . . C17 C 0.2591(12) -0.1326(8) 1.0909(9) 0.035(2) Uani 1 1 d . . . H17 H 0.3111 -0.0579 1.0745 0.042 Uiso 1 1 calc R . . C18 C 0.1259(11) -0.1381(8) 1.0880(10) 0.036(3) Uani 1 1 d . . . H18 H 0.0701 -0.0657 1.0689 0.043 Uiso 1 1 calc R . . C19 C 0.0845(10) -0.2633(9) 1.1165(9) 0.033(2) Uani 1 1 d . . . H19 H -0.0028 -0.2915 1.1206 0.040 Uiso 1 1 calc R . . C20 C 0.0392(9) 0.0560(7) 0.4525(10) 0.027(2) Uani 1 1 d . . . H20A H 0.0448 0.0483 0.3575 0.033 Uiso 1 1 calc R . . H20B H 0.1367 0.0545 0.4519 0.033 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0216(8) 0.0162(7) 0.0247(9) 0.0012(6) -0.0094(7) -0.0029(6) Fe 0.0218(7) 0.0156(5) 0.0182(6) 0.0006(4) -0.0072(5) -0.0024(5) Cl 0.0268(12) 0.0315(11) 0.0450(15) -0.0004(10) -0.0123(11) -0.0031(9) P 0.0217(11) 0.0202(10) 0.0245(12) -0.0006(9) -0.0087(10) -0.0049(9) F1 0.027(3) 0.026(2) 0.040(3) -0.001(2) -0.017(2) -0.011(2) F2 0.034(3) 0.033(3) 0.055(4) 0.004(2) -0.025(3) -0.015(2) F3 0.026(3) 0.040(3) 0.057(4) -0.015(3) -0.009(3) 0.001(2) F4 0.046(4) 0.032(3) 0.040(4) -0.017(3) -0.001(3) 0.005(3) F5 0.073(4) 0.036(3) 0.044(4) 0.014(2) -0.038(3) -0.008(3) F6 0.038(3) 0.038(3) 0.032(3) 0.010(2) -0.016(3) -0.010(2) N 0.021(4) 0.015(3) 0.029(4) -0.004(3) -0.015(3) 0.000(3) O 0.023(3) 0.017(3) 0.033(4) 0.001(2) -0.011(3) -0.004(2) C1 0.022(4) 0.024(4) 0.015(4) -0.005(3) -0.007(4) -0.004(3) C2 0.022(4) 0.020(4) 0.007(4) 0.004(3) -0.005(3) -0.005(3) C3 0.020(4) 0.017(4) 0.026(5) -0.001(3) -0.014(4) 0.001(3) C4 0.020(4) 0.026(4) 0.019(5) 0.010(3) -0.006(4) -0.014(3) C5 0.015(4) 0.020(4) 0.016(4) -0.007(3) -0.004(3) -0.001(3) C6 0.016(4) 0.021(4) 0.024(5) 0.002(3) 0.000(4) 0.001(3) C7 0.022(4) 0.022(4) 0.014(4) 0.002(3) -0.005(4) -0.008(3) C8 0.017(4) 0.017(3) 0.017(4) -0.003(3) -0.007(3) -0.001(3) C9 0.026(5) 0.036(5) 0.019(5) 0.005(4) -0.001(4) 0.005(4) C10 0.028(5) 0.024(4) 0.011(4) -0.002(3) -0.009(4) -0.002(4) C11 0.027(5) 0.022(4) 0.013(4) -0.001(3) -0.011(4) -0.003(4) C12 0.038(5) 0.016(4) 0.017(5) 0.001(3) -0.008(4) -0.007(4) C13 0.026(5) 0.015(4) 0.029(5) -0.002(3) -0.007(4) 0.002(3) C14 0.022(4) 0.025(4) 0.027(5) 0.001(4) -0.008(4) 0.001(4) C15 0.060(7) 0.026(4) 0.015(5) 0.004(4) -0.016(5) -0.005(5) C16 0.023(5) 0.060(6) 0.024(5) -0.012(4) -0.019(4) 0.004(5) C17 0.057(7) 0.029(5) 0.020(5) -0.003(4) -0.012(5) -0.017(4) C18 0.051(7) 0.031(5) 0.023(5) -0.009(4) -0.013(5) 0.020(5) C19 0.020(5) 0.059(6) 0.021(5) -0.009(4) -0.004(4) -0.016(4) C20 0.020(4) 0.027(4) 0.039(6) -0.003(4) -0.014(4) -0.002(4) _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 Cu O 1.921(6) 2_666 ? Cu O 1.921(6) . ? Cu N 1.934(7) 2_666 ? Cu N 1.934(7) . ? Fe C18 2.039(9) . ? Fe C13 2.042(8) . ? Fe C12 2.059(8) . ? Fe C19 2.063(9) . ? Fe C17 2.083(9) . ? Fe C11 2.085(8) . ? Fe C15 2.088(10) . ? Fe C14 2.094(9) . ? Fe C16 2.105(9) . ? Fe C10 2.164(9) . ? Cl C20 1.791(8) . ? P F4 1.586(5) . ? P F6 1.598(6) . ? P F3 1.598(6) . ? P F1 1.600(5) . ? P F2 1.601(6) . ? P F5 1.605(6) . ? N C2 1.313(9) . ? N C8 1.457(10) . ? O C1 1.291(10) . ? C1 C7 1.403(11) . ? C1 C2 1.495(12) . ? C2 C3 1.411(11) . ? C3 C4 1.365(11) . ? C4 C5 1.415(11) . ? C5 C6 1.392(12) . ? C5 C10 1.461(11) . ? C6 C7 1.389(11) . ? C8 C9 1.523(12) . ? C10 C11 1.420(12) . ? C10 C14 1.449(11) . ? C11 C12 1.405(11) . ? C12 C13 1.402(13) . ? C13 C14 1.420(12) . ? C15 C16 1.392(14) . ? C15 C19 1.399(14) . ? C16 C17 1.430(13) . ? C17 C18 1.378(15) . ? C18 C19 1.379(14) . ? C20 C20 1.537(18) 2_556 ? 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 O Cu O 180.0(3) 2_666 . ? O Cu N 82.2(3) 2_666 2_666 ? O Cu N 97.8(3) . 2_666 ? O Cu N 97.8(3) 2_666 . ? O Cu N 82.2(3) . . ? N Cu N 179.998(1) 2_666 . ? C18 Fe C13 171.7(4) . . ? C18 Fe C12 134.7(4) . . ? C13 Fe C12 40.0(3) . . ? C18 Fe C19 39.3(4) . . ? C13 Fe C19 132.6(4) . . ? C12 Fe C19 109.1(4) . . ? C18 Fe C17 39.0(4) . . ? C13 Fe C17 146.3(4) . . ? C12 Fe C17 173.7(4) . . ? C19 Fe C17 66.3(4) . . ? C18 Fe C11 113.1(4) . . ? C13 Fe C11 66.9(3) . . ? C12 Fe C11 39.6(3) . . ? C19 Fe C11 115.1(4) . . ? C17 Fe C11 137.3(3) . . ? C18 Fe C15 65.6(4) . . ? C13 Fe C15 109.1(3) . . ? C12 Fe C15 113.3(4) . . ? C19 Fe C15 39.4(4) . . ? C17 Fe C15 66.2(4) . . ? C11 Fe C15 143.7(4) . . ? C18 Fe C14 148.1(4) . . ? C13 Fe C14 40.1(3) . . ? C12 Fe C14 66.8(4) . . ? C19 Fe C14 172.3(3) . . ? C17 Fe C14 118.3(4) . . ? C11 Fe C14 66.3(3) . . ? C15 Fe C14 135.1(4) . . ? C18 Fe C16 65.5(4) . . ? C13 Fe C16 114.9(4) . . ? C12 Fe C16 143.3(3) . . ? C19 Fe C16 65.8(4) . . ? C17 Fe C16 39.9(4) . . ? C11 Fe C16 177.0(3) . . ? C15 Fe C16 38.8(4) . . ? C14 Fe C16 113.2(4) . . ? C18 Fe C10 118.7(3) . . ? C13 Fe C10 67.0(3) . . ? C12 Fe C10 66.3(3) . . ? C19 Fe C10 145.8(4) . . ? C17 Fe C10 114.8(3) . . ? C11 Fe C10 39.0(3) . . ? C15 Fe C10 174.8(4) . . ? C14 Fe C10 39.8(3) . . ? C16 Fe C10 138.8(4) . . ? F4 P F6 90.0(3) . . ? F4 P F3 179.6(4) . . ? F6 P F3 89.6(3) . . ? F4 P F1 90.7(3) . . ? F6 P F1 90.3(3) . . ? F3 P F1 89.1(3) . . ? F4 P F2 90.4(3) . . ? F6 P F2 89.3(3) . . ? F3 P F2 89.7(3) . . ? F1 P F2 178.8(3) . . ? F4 P F5 90.8(3) . . ? F6 P F5 179.2(3) . . ? F3 P F5 89.6(3) . . ? F1 P F5 89.9(3) . . ? F2 P F5 90.5(3) . . ? C2 N C8 121.8(7) . . ? C2 N Cu 115.4(5) . . ? C8 N Cu 122.5(5) . . ? C1 O Cu 114.7(5) . . ? O C1 C7 118.1(7) . . ? O C1 C2 115.5(7) . . ? C7 C1 C2 126.4(7) . . ? N C2 C3 125.5(7) . . ? N C2 C1 111.6(7) . . ? C3 C2 C1 122.9(6) . . ? C4 C3 C2 132.9(8) . . ? C3 C4 C5 131.9(8) . . ? C6 C5 C4 123.0(7) . . ? C6 C5 C10 118.9(7) . . ? C4 C5 C10 118.0(7) . . ? C7 C6 C5 131.5(7) . . ? C6 C7 C1 131.3(8) . . ? N C8 C9 111.0(6) . . ? C11 C10 C14 105.6(7) . . ? C11 C10 C5 128.1(7) . . ? C14 C10 C5 125.9(8) . . ? C11 C10 Fe 67.5(4) . . ? C14 C10 Fe 67.5(5) . . ? C5 C10 Fe 123.7(5) . . ? C12 C11 C10 109.7(7) . . ? C12 C11 Fe 69.2(5) . . ? C10 C11 Fe 73.5(4) . . ? C13 C12 C11 108.3(7) . . ? C13 C12 Fe 69.4(5) . . ? C11 C12 Fe 71.2(4) . . ? C12 C13 C14 108.1(7) . . ? C12 C13 Fe 70.6(5) . . ? C14 C13 Fe 71.9(5) . . ? C13 C14 C10 108.2(8) . . ? C13 C14 Fe 68.0(5) . . ? C10 C14 Fe 72.7(5) . . ? C16 C15 C19 108.4(8) . . ? C16 C15 Fe 71.2(5) . . ? C19 C15 Fe 69.3(5) . . ? C15 C16 C17 107.7(8) . . ? C15 C16 Fe 70.0(5) . . ? C17 C16 Fe 69.2(5) . . ? C18 C17 C16 106.0(8) . . ? C18 C17 Fe 68.7(5) . . ? C16 C17 Fe 70.8(5) . . ? C17 C18 C19 110.7(8) . . ? C17 C18 Fe 72.2(5) . . ? C19 C18 Fe 71.3(5) . . ? C18 C19 C15 107.1(9) . . ? C18 C19 Fe 69.4(6) . . ? C15 C19 Fe 71.3(5) . . ? C20 C20 Cl 107.3(8) 2_556 . ? # Attachment '1.cif' data_fc2trp2c _database_code_depnum_ccdc_archive 'CCDC 691675' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Cu(Fc-aminotropone)2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H36 Cu Fe2 N2 O2' _chemical_formula_weight 727.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.359(5) _cell_length_b 9.756(9) _cell_length_c 8.232(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.43(3) _cell_angle_gamma 90.00 _cell_volume 1617.4(17) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 750 _exptl_absorpt_coefficient_mu 1.573 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7438 _exptl_absorpt_correction_T_max 0.8337 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3997 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.52 _reflns_number_total 3731 _reflns_number_gt 2466 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3731 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0958 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1799 _refine_ls_wR_factor_gt 0.1600 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_restrained_S_all 1.164 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe -0.37958(2) 0.01383(5) 0.35850(6) 0.03081(19) Uani 1 1 d . . . Cu2 Cu 0.0000 0.0000 0.0000 0.0665(3) Uani 1 2 d S . . C32 C -0.35532(19) 0.2072(4) 0.2984(5) 0.0376(8) Uani 1 1 d . . . H1 H -0.3267 0.2675 0.3663 0.045 Uiso 1 1 calc R . . C33 C -0.42481(19) 0.1972(4) 0.2944(5) 0.0399(8) Uani 1 1 d . . . H2 H -0.4510 0.2500 0.3577 0.048 Uiso 1 1 calc R . . C5 C -0.33510(17) 0.1117(4) 0.1835(4) 0.0340(7) Uani 1 1 d . . . C6 C -0.26640(18) 0.0895(4) 0.1473(5) 0.0375(8) Uani 1 1 d . . . C7 C -0.39332(18) 0.0401(4) 0.1116(4) 0.0383(8) Uani 1 1 d . . . H3 H -0.3950 -0.0312 0.0325 0.046 Uiso 1 1 calc R . . C8 C -0.44853(18) 0.0940(4) 0.1791(5) 0.0410(9) Uani 1 1 d . . . H4 H -0.4934 0.0658 0.1516 0.049 Uiso 1 1 calc R . . C9 C -0.4236(3) -0.1333(5) 0.4816(6) 0.0578(12) Uani 1 1 d . . . H5 H -0.4691 -0.1585 0.4634 0.069 Uiso 1 1 calc R . . C10 C -0.3951(3) -0.0333(5) 0.5907(6) 0.0544(12) Uani 1 1 d . . . H6 H -0.4183 0.0223 0.6581 0.065 Uiso 1 1 calc R . . O4 O -0.04554(17) 0.1158(5) 0.1364(6) 0.1011(17) Uani 1 1 d . . . C12 C -0.3131(2) -0.1247(5) 0.4685(6) 0.0603(13) Uani 1 1 d . . . H7 H -0.2705 -0.1427 0.4391 0.072 Uiso 1 1 calc R . . N5 N -0.08828(17) -0.0628(5) -0.0726(6) 0.0672(13) Uani 1 1 d . . . C14 C -0.3280(2) -0.0282(5) 0.5851(6) 0.0531(11) Uani 1 1 d . . . H8 H -0.2970 0.0304 0.6489 0.064 Uiso 1 1 calc R . . C15 C -0.1093(2) 0.0959(6) 0.1235(6) 0.0637(15) Uani 1 1 d . . . C16 C -0.2011(2) -0.0469(5) -0.0355(7) 0.0584(13) Uani 1 1 d . . . H9 H -0.2095 -0.1128 -0.1209 0.070 Uiso 1 1 calc R . . C17 C -0.2570(2) -0.0068(4) 0.0286(6) 0.0489(11) Uani 1 1 d . . . H10 H -0.2963 -0.0538 -0.0168 0.059 Uiso 1 1 calc R . . C18 C -0.1346(2) -0.0089(5) 0.0016(6) 0.0542(12) Uani 1 1 d . . . C20 C -0.2151(2) 0.1685(6) 0.2297(7) 0.0654(15) Uani 1 1 d . . . H11 H -0.2282 0.2309 0.3075 0.079 Uiso 1 1 calc R . . C21 C -0.3733(3) -0.1901(5) 0.4035(6) 0.0667(15) Uani 1 1 d . . . H12 H -0.3787 -0.2597 0.3218 0.080 Uiso 1 1 calc R . . C22 C -0.1484(2) 0.1712(7) 0.2172(8) 0.081(2) Uani 1 1 d . . . H13 H -0.1242 0.2376 0.2861 0.097 Uiso 1 1 calc R . . C31 C -0.1073(5) -0.1458(17) -0.245(3) 0.307(14) Uani 1 1 d . . . H14 H -0.1432 -0.2122 -0.2344 0.369 Uiso 1 1 calc R . . H15 H -0.0680 -0.1978 -0.2689 0.369 Uiso 1 1 calc R . . C34 C -0.1320(12) -0.039(3) -0.399(3) 0.54(3) Uani 1 1 d . . . H16 H -0.1435 -0.0918 -0.5009 0.809 Uiso 1 1 calc R . . H17 H -0.0960 0.0249 -0.4118 0.809 Uiso 1 1 calc R . . H18 H -0.1710 0.0120 -0.3760 0.809 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0280(3) 0.0324(3) 0.0326(3) 0.0008(2) 0.0063(2) 0.00024(19) Cu2 0.0256(4) 0.1093(8) 0.0676(6) -0.0331(5) 0.0162(4) -0.0078(4) C32 0.037(2) 0.0329(17) 0.045(2) 0.0031(15) 0.0128(16) -0.0009(14) C33 0.035(2) 0.0398(19) 0.047(2) 0.0064(16) 0.0154(17) 0.0073(15) C5 0.0293(18) 0.0425(19) 0.0316(17) 0.0047(14) 0.0094(14) 0.0009(14) C6 0.0244(17) 0.051(2) 0.038(2) -0.0010(16) 0.0080(15) -0.0021(14) C7 0.0319(19) 0.052(2) 0.0314(18) 0.0004(15) 0.0069(15) 0.0004(15) C8 0.0247(18) 0.057(2) 0.041(2) 0.0070(17) 0.0037(15) 0.0065(16) C9 0.058(3) 0.053(3) 0.063(3) 0.020(2) 0.012(2) -0.012(2) C10 0.073(3) 0.049(2) 0.045(2) 0.0132(19) 0.021(2) 0.008(2) O4 0.0387(19) 0.155(4) 0.115(3) -0.075(3) 0.028(2) -0.019(2) C12 0.047(3) 0.067(3) 0.067(3) 0.022(2) 0.009(2) 0.023(2) N5 0.0258(18) 0.097(3) 0.081(3) -0.046(3) 0.0182(19) -0.0075(19) C14 0.060(3) 0.054(2) 0.042(2) 0.0085(19) -0.006(2) -0.001(2) C15 0.028(2) 0.104(4) 0.061(3) -0.029(3) 0.014(2) -0.009(2) C16 0.032(2) 0.071(3) 0.074(3) -0.030(3) 0.014(2) -0.004(2) C17 0.031(2) 0.057(2) 0.061(3) -0.017(2) 0.0124(19) -0.0096(17) C18 0.031(2) 0.076(3) 0.058(3) -0.017(2) 0.0134(19) -0.0024(19) C20 0.032(2) 0.095(4) 0.071(3) -0.040(3) 0.013(2) -0.008(2) C21 0.120(5) 0.0299(19) 0.048(3) 0.0006(17) 0.003(3) 0.006(2) C22 0.031(2) 0.121(5) 0.093(4) -0.061(4) 0.014(2) -0.015(3) C31 0.088(7) 0.32(2) 0.53(3) -0.34(2) 0.121(12) -0.066(9) C34 0.28(3) 1.04(10) 0.25(3) 0.16(4) -0.12(2) -0.02(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 2.024(5) . ? Fe1 C7 2.027(4) . ? Fe1 C32 2.030(4) . ? Fe1 C12 2.030(4) . ? Fe1 C10 2.035(4) . ? Fe1 C9 2.038(4) . ? Fe1 C8 2.039(4) . ? Fe1 C14 2.043(4) . ? Fe1 C33 2.045(4) . ? Fe1 C5 2.047(4) . ? Cu2 N5 1.910(4) . ? Cu2 N5 1.910(4) 3 ? Cu2 O4 1.924(4) 3 ? Cu2 O4 1.924(4) . ? C32 C33 1.414(5) . ? C32 C5 1.430(5) . ? C33 C8 1.418(6) . ? C5 C7 1.428(5) . ? C5 C6 1.488(5) . ? C6 C17 1.389(6) . ? C6 C20 1.392(6) . ? C7 C8 1.426(5) . ? C9 C10 1.393(7) . ? C9 C21 1.400(7) . ? C10 C14 1.374(7) . ? O4 C15 1.301(5) . ? C12 C14 1.409(7) . ? C12 C21 1.416(7) . ? N5 C18 1.308(5) . ? N5 C31 1.630(14) . ? C15 C22 1.396(7) . ? C15 C18 1.472(6) . ? C16 C17 1.380(6) . ? C16 C18 1.393(6) . ? C20 C22 1.376(6) . ? C31 C34 1.66(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 C21 Fe1 C7 107.65(18) . . ? C21 Fe1 C32 161.3(2) . . ? C7 Fe1 C32 68.95(16) . . ? C21 Fe1 C12 40.9(2) . . ? C7 Fe1 C12 121.10(19) . . ? C32 Fe1 C12 123.89(19) . . ? C21 Fe1 C10 67.69(19) . . ? C7 Fe1 C10 162.31(19) . . ? C32 Fe1 C10 121.06(18) . . ? C12 Fe1 C10 67.4(2) . . ? C21 Fe1 C9 40.3(2) . . ? C7 Fe1 C9 125.56(19) . . ? C32 Fe1 C9 156.34(19) . . ? C12 Fe1 C9 67.8(2) . . ? C10 Fe1 C9 40.0(2) . . ? C21 Fe1 C8 121.9(2) . . ? C7 Fe1 C8 41.05(15) . . ? C32 Fe1 C8 68.46(16) . . ? C12 Fe1 C8 157.2(2) . . ? C10 Fe1 C8 125.58(18) . . ? C9 Fe1 C8 108.93(19) . . ? C21 Fe1 C14 68.0(2) . . ? C7 Fe1 C14 156.59(18) . . ? C32 Fe1 C14 107.34(18) . . ? C12 Fe1 C14 40.5(2) . . ? C10 Fe1 C14 39.4(2) . . ? C9 Fe1 C14 67.0(2) . . ? C8 Fe1 C14 160.97(19) . . ? C21 Fe1 C33 157.0(2) . . ? C7 Fe1 C33 68.91(16) . . ? C32 Fe1 C33 40.60(15) . . ? C12 Fe1 C33 160.6(2) . . ? C10 Fe1 C33 108.29(17) . . ? C9 Fe1 C33 121.99(19) . . ? C8 Fe1 C33 40.65(16) . . ? C14 Fe1 C33 124.22(18) . . ? C21 Fe1 C5 124.40(19) . . ? C7 Fe1 C5 41.03(15) . . ? C32 Fe1 C5 41.07(14) . . ? C12 Fe1 C5 106.86(18) . . ? C10 Fe1 C5 155.79(19) . . ? C9 Fe1 C5 161.88(19) . . ? C8 Fe1 C5 68.88(15) . . ? C14 Fe1 C5 120.99(18) . . ? C33 Fe1 C5 68.86(15) . . ? N5 Cu2 N5 180.0 . 3 ? N5 Cu2 O4 98.09(16) . 3 ? N5 Cu2 O4 81.91(16) 3 3 ? N5 Cu2 O4 81.91(16) . . ? N5 Cu2 O4 98.09(16) 3 . ? O4 Cu2 O4 180.0 3 . ? C33 C32 C5 108.9(3) . . ? C33 C32 Fe1 70.3(2) . . ? C5 C32 Fe1 70.1(2) . . ? C32 C33 C8 107.8(3) . . ? C32 C33 Fe1 69.1(2) . . ? C8 C33 Fe1 69.4(2) . . ? C7 C5 C32 106.9(3) . . ? C7 C5 C6 126.4(3) . . ? C32 C5 C6 126.7(3) . . ? C7 C5 Fe1 68.7(2) . . ? C32 C5 Fe1 68.8(2) . . ? C6 C5 Fe1 126.8(3) . . ? C17 C6 C20 123.1(4) . . ? C17 C6 C5 118.0(3) . . ? C20 C6 C5 118.8(4) . . ? C8 C7 C5 108.2(3) . . ? C8 C7 Fe1 69.9(2) . . ? C5 C7 Fe1 70.2(2) . . ? C33 C8 C7 108.2(3) . . ? C33 C8 Fe1 69.9(2) . . ? C7 C8 Fe1 69.0(2) . . ? C10 C9 C21 108.1(4) . . ? C10 C9 Fe1 69.9(3) . . ? C21 C9 Fe1 69.3(3) . . ? C14 C10 C9 109.0(4) . . ? C14 C10 Fe1 70.6(3) . . ? C9 C10 Fe1 70.1(3) . . ? C15 O4 Cu2 115.1(3) . . ? C14 C12 C21 107.3(4) . . ? C14 C12 Fe1 70.3(3) . . ? C21 C12 Fe1 69.3(3) . . ? C18 N5 C31 120.8(5) . . ? C18 N5 Cu2 115.8(3) . . ? C31 N5 Cu2 121.6(4) . . ? C10 C14 C12 108.2(4) . . ? C10 C14 Fe1 70.0(3) . . ? C12 C14 Fe1 69.2(3) . . ? O4 C15 C22 121.3(5) . . ? O4 C15 C18 113.9(4) . . ? C22 C15 C18 124.8(4) . . ? C17 C16 C18 132.1(4) . . ? C16 C17 C6 131.8(4) . . ? N5 C18 C16 122.3(4) . . ? N5 C18 C15 113.2(4) . . ? C16 C18 C15 124.5(4) . . ? C22 C20 C6 130.7(4) . . ? C9 C21 C12 107.4(4) . . ? C9 C21 Fe1 70.4(3) . . ? C12 C21 Fe1 69.8(3) . . ? C20 C22 C15 132.8(5) . . ? N5 C31 C34 111.2(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.891 _refine_diff_density_min -0.908 _refine_diff_density_rms 0.111 # Attachment '2b+ClO4-.cif' data_ws _database_code_depnum_ccdc_archive 'CCDC 691676' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Fc+-aminotropone _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H23 Cl Fe N O5' _chemical_formula_weight 460.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 P21/n 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 7.6219(6) _cell_length_b 24.8096(18) _cell_length_c 10.8126(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.7620(10) _cell_angle_gamma 90.00 _cell_volume 2042.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 0.902 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9107 _diffrn_reflns_av_R_equivalents 0.0140 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 23.27 _reflns_number_total 2941 _reflns_number_gt 2697 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0443P)^2^+1.5885P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2941 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0856 _refine_ls_wR_factor_gt 0.0836 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 0.06246(4) 0.020949(13) 0.25170(3) 0.03387(14) Uani 1 1 d . . . Cl2 Cl 0.36741(9) 0.13469(3) 0.86834(6) 0.0505(2) Uani 1 1 d . . . C1 C -0.2057(3) 0.02424(11) 0.2354(3) 0.0473(7) Uani 1 1 d . . . H1 H -0.2824 -0.0020 0.2619 0.057 Uiso 1 1 calc R . . N1 N 0.6551(3) 0.23050(9) 0.51393(19) 0.0445(5) Uani 1 1 d . . . C10 C 0.3125(3) 0.02423(9) 0.3255(2) 0.0367(6) Uani 1 1 d . . . O1 O 0.6901(3) 0.22943(8) 0.27741(17) 0.0606(6) Uani 1 1 d . . . C14 C 0.5851(3) 0.18284(10) 0.4447(2) 0.0379(6) Uani 1 1 d . . . C2 C -0.1354(4) 0.02742(12) 0.1172(3) 0.0533(7) Uani 1 1 d . . . H2 H -0.1581 0.0036 0.0520 0.064 Uiso 1 1 calc R . . C11 C 0.4029(3) 0.07592(9) 0.3470(2) 0.0353(5) Uani 1 1 d . . . C15 C 0.6083(3) 0.18950(10) 0.3124(2) 0.0392(6) Uani 1 1 d . . . C12 C 0.4374(3) 0.09333(10) 0.4656(2) 0.0423(6) Uani 1 1 d . . . H12 H 0.4059 0.0696 0.5273 0.051 Uiso 1 1 calc R . . C8 C 0.1993(3) -0.00226(10) 0.4086(2) 0.0397(6) Uani 1 1 d . . . H8 H 0.1779 0.0087 0.4887 0.048 Uiso 1 1 calc R . . C6 C 0.1924(4) -0.05060(10) 0.2279(3) 0.0488(7) Uani 1 1 d . . . H6 H 0.1654 -0.0770 0.1689 0.059 Uiso 1 1 calc R . . C17 C 0.4458(3) 0.10539(11) 0.2381(2) 0.0390(6) Uani 1 1 d . . . H17 H 0.4072 0.0892 0.1641 0.047 Uiso 1 1 calc R . . C9 C 0.3060(3) -0.00683(11) 0.2128(2) 0.0431(6) Uani 1 1 d . . . H9 H 0.3667 0.0008 0.1423 0.052 Uiso 1 1 calc R . . C3 C -0.1389(3) 0.06811(10) 0.3062(2) 0.0447(6) Uani 1 1 d . . . H3 H -0.1641 0.0758 0.3876 0.054 Uiso 1 1 calc R . . C16 C 0.5316(3) 0.15214(10) 0.2239(2) 0.0397(6) Uani 1 1 d . . . H16 H 0.5436 0.1621 0.1418 0.048 Uiso 1 1 calc R . . C7 C 0.1258(3) -0.04804(10) 0.3470(3) 0.0471(6) Uani 1 1 d . . . H7 H 0.0472 -0.0722 0.3797 0.056 Uiso 1 1 calc R . . O3 O 0.4165(4) 0.08586(10) 0.9276(2) 0.0965(9) Uani 1 1 d . . . C13 C 0.5141(3) 0.14214(10) 0.5076(2) 0.0436(6) Uani 1 1 d . . . H13 H 0.5158 0.1470 0.5929 0.052 Uiso 1 1 calc R . . C5 C -0.0274(4) 0.09811(11) 0.2322(3) 0.0479(6) Uani 1 1 d . . . H5 H 0.0339 0.1291 0.2561 0.057 Uiso 1 1 calc R . . O2 O 0.2854(4) 0.16701(10) 0.9557(2) 0.0978(9) Uani 1 1 d . . . C4 C -0.0249(4) 0.07294(12) 0.1152(3) 0.0533(7) Uani 1 1 d . . . H4 H 0.0384 0.0844 0.0487 0.064 Uiso 1 1 calc R . . O5 O 0.5147(4) 0.16270(15) 0.8281(3) 0.1170(11) Uani 1 1 d . . . O4 O 0.2594(5) 0.12489(15) 0.7634(3) 0.1294(12) Uani 1 1 d . . . C20 C 0.8054(4) 0.21695(13) 0.6054(3) 0.0619(8) Uani 1 1 d . . . H20A H 0.8388 0.2490 0.6523 0.074 Uiso 1 1 calc R . . H20B H 0.7669 0.1900 0.6631 0.074 Uiso 1 1 calc R . . C18 C 0.5100(4) 0.26200(12) 0.5736(3) 0.0628(8) Uani 1 1 d . . . H18A H 0.4510 0.2387 0.6305 0.075 Uiso 1 1 calc R . . H18B H 0.5614 0.2918 0.6207 0.075 Uiso 1 1 calc R . . C21 C 0.9611(4) 0.19610(14) 0.5415(4) 0.0760(10) Uani 1 1 d . . . H21A H 0.9307 0.1629 0.5000 0.114 Uiso 1 1 calc R . . H21B H 1.0560 0.1898 0.6015 0.114 Uiso 1 1 calc R . . H21C H 0.9968 0.2221 0.4820 0.114 Uiso 1 1 calc R . . C19 C 0.3792(4) 0.28322(15) 0.4788(4) 0.0786(10) Uani 1 1 d . . . H19A H 0.4387 0.3039 0.4185 0.118 Uiso 1 1 calc R . . H19B H 0.2963 0.3058 0.5183 0.118 Uiso 1 1 calc R . . H19C H 0.3184 0.2537 0.4387 0.118 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0339(2) 0.0318(2) 0.0357(2) -0.00168(13) -0.00040(15) -0.00038(13) Cl2 0.0658(4) 0.0469(4) 0.0392(4) -0.0021(3) 0.0070(3) 0.0029(3) C1 0.0316(13) 0.0495(16) 0.0603(18) 0.0011(13) -0.0019(12) 0.0003(11) N1 0.0551(13) 0.0409(12) 0.0374(11) -0.0076(9) 0.0036(10) -0.0096(10) C10 0.0327(12) 0.0383(14) 0.0387(13) -0.0017(10) -0.0032(10) 0.0024(10) O1 0.0863(15) 0.0533(12) 0.0434(11) 0.0020(9) 0.0133(10) -0.0264(11) C14 0.0398(13) 0.0385(13) 0.0354(13) -0.0031(10) 0.0016(10) -0.0045(11) C2 0.0492(16) 0.0647(19) 0.0445(16) -0.0079(13) -0.0135(13) 0.0070(14) C11 0.0286(12) 0.0403(14) 0.0369(13) -0.0013(10) 0.0003(10) 0.0002(10) C15 0.0402(13) 0.0409(14) 0.0369(13) 0.0020(11) 0.0052(11) -0.0003(11) C12 0.0478(14) 0.0459(15) 0.0332(13) 0.0027(11) 0.0034(11) -0.0109(12) C8 0.0446(14) 0.0355(13) 0.0384(13) 0.0037(11) -0.0040(11) 0.0006(11) C6 0.0539(16) 0.0324(14) 0.0590(18) -0.0126(12) -0.0072(13) 0.0077(12) C17 0.0367(13) 0.0506(16) 0.0295(12) -0.0037(10) -0.0012(10) -0.0024(11) C9 0.0381(14) 0.0459(15) 0.0454(15) -0.0094(12) 0.0026(11) 0.0072(11) C3 0.0445(14) 0.0448(15) 0.0449(15) 0.0002(12) 0.0044(12) 0.0124(12) C16 0.0413(13) 0.0490(15) 0.0288(12) 0.0031(11) 0.0024(10) -0.0009(12) C7 0.0516(16) 0.0311(14) 0.0576(17) 0.0073(12) -0.0065(13) -0.0034(11) O3 0.155(3) 0.0633(15) 0.0730(16) 0.0090(12) 0.0245(16) 0.0430(16) C13 0.0515(15) 0.0504(15) 0.0290(12) -0.0013(11) 0.0030(11) -0.0111(13) C5 0.0501(15) 0.0355(14) 0.0574(17) 0.0046(12) -0.0041(13) 0.0053(12) O2 0.151(3) 0.0773(17) 0.0681(15) 0.0082(13) 0.0364(16) 0.0572(17) C4 0.0559(17) 0.0597(18) 0.0443(16) 0.0144(13) 0.0033(13) 0.0099(14) O5 0.096(2) 0.140(3) 0.118(2) 0.021(2) 0.0257(18) -0.033(2) O4 0.161(3) 0.138(3) 0.083(2) -0.0021(19) -0.051(2) -0.039(2) C20 0.076(2) 0.0578(18) 0.0505(17) 0.0006(14) -0.0149(15) -0.0262(16) C18 0.079(2) 0.0535(18) 0.0585(18) -0.0164(15) 0.0280(16) -0.0091(16) C21 0.061(2) 0.070(2) 0.094(3) 0.0038(19) -0.0214(19) -0.0067(17) C19 0.063(2) 0.073(2) 0.101(3) -0.013(2) 0.022(2) 0.0101(18) _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 C8 2.031(2) . ? Fe1 C10 2.032(2) . ? Fe1 C3 2.039(2) . ? Fe1 C5 2.041(3) . ? Fe1 C9 2.043(2) . ? Fe1 C7 2.044(2) . ? Fe1 C1 2.045(3) . ? Fe1 C4 2.047(3) . ? Fe1 C2 2.050(3) . ? Fe1 C6 2.055(2) . ? Cl2 O4 1.391(3) . ? Cl2 O5 1.407(3) . ? Cl2 O2 1.408(2) . ? Cl2 O3 1.413(2) . ? C1 C2 1.411(4) . ? C1 C3 1.412(4) . ? N1 C14 1.485(3) . ? N1 C20 1.514(4) . ? N1 C18 1.523(4) . ? C10 C8 1.435(3) . ? C10 C9 1.440(3) . ? C10 C11 1.469(3) . ? O1 C15 1.240(3) . ? C14 C13 1.346(3) . ? C14 C15 1.459(3) . ? C2 C4 1.410(4) . ? C11 C12 1.367(3) . ? C11 C17 1.437(3) . ? C15 C16 1.436(4) . ? C12 C13 1.410(3) . ? C8 C7 1.418(4) . ? C6 C9 1.403(4) . ? C6 C7 1.408(4) . ? C17 C16 1.344(4) . ? C3 C5 1.408(4) . ? C5 C4 1.411(4) . ? C20 C21 1.494(5) . ? C18 C19 1.491(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 C8 Fe1 C10 41.35(10) . . ? C8 Fe1 C3 106.53(10) . . ? C10 Fe1 C3 124.62(10) . . ? C8 Fe1 C5 120.57(11) . . ? C10 Fe1 C5 107.87(10) . . ? C3 Fe1 C5 40.37(11) . . ? C8 Fe1 C9 68.96(10) . . ? C10 Fe1 C9 41.39(10) . . ? C3 Fe1 C9 163.14(11) . . ? C5 Fe1 C9 126.81(11) . . ? C8 Fe1 C7 40.72(10) . . ? C10 Fe1 C7 68.96(10) . . ? C3 Fe1 C7 119.84(11) . . ? C5 Fe1 C7 155.19(11) . . ? C9 Fe1 C7 68.04(11) . . ? C8 Fe1 C1 123.66(11) . . ? C10 Fe1 C1 161.27(11) . . ? C3 Fe1 C1 40.44(11) . . ? C5 Fe1 C1 67.94(11) . . ? C9 Fe1 C1 155.55(11) . . ? C7 Fe1 C1 106.74(11) . . ? C8 Fe1 C4 156.45(11) . . ? C10 Fe1 C4 121.61(11) . . ? C3 Fe1 C4 67.89(11) . . ? C5 Fe1 C4 40.39(11) . . ? C9 Fe1 C4 109.37(11) . . ? C7 Fe1 C4 162.19(12) . . ? C1 Fe1 C4 67.89(12) . . ? C8 Fe1 C2 160.91(11) . . ? C10 Fe1 C2 156.84(11) . . ? C3 Fe1 C2 67.78(11) . . ? C5 Fe1 C2 67.75(11) . . ? C9 Fe1 C2 121.70(11) . . ? C7 Fe1 C2 124.83(11) . . ? C1 Fe1 C2 40.31(12) . . ? C4 Fe1 C2 40.25(12) . . ? C8 Fe1 C6 68.19(11) . . ? C10 Fe1 C6 68.61(10) . . ? C3 Fe1 C6 154.92(11) . . ? C5 Fe1 C6 163.50(12) . . ? C9 Fe1 C6 40.06(11) . . ? C7 Fe1 C6 40.19(11) . . ? C1 Fe1 C6 120.63(11) . . ? C4 Fe1 C6 126.59(11) . . ? C2 Fe1 C6 108.75(11) . . ? O4 Cl2 O5 106.5(2) . . ? O4 Cl2 O2 112.5(2) . . ? O5 Cl2 O2 108.2(2) . . ? O4 Cl2 O3 110.7(2) . . ? O5 Cl2 O3 111.5(2) . . ? O2 Cl2 O3 107.48(15) . . ? C2 C1 C3 107.8(2) . . ? C2 C1 Fe1 70.04(15) . . ? C3 C1 Fe1 69.57(14) . . ? C14 N1 C20 113.3(2) . . ? C14 N1 C18 111.8(2) . . ? C20 N1 C18 112.3(2) . . ? C8 C10 C9 106.7(2) . . ? C8 C10 C11 126.3(2) . . ? C9 C10 C11 126.7(2) . . ? C8 C10 Fe1 69.31(13) . . ? C9 C10 Fe1 69.71(14) . . ? C11 C10 Fe1 121.39(16) . . ? C13 C14 C15 130.6(2) . . ? C13 C14 N1 119.1(2) . . ? C15 C14 N1 110.3(2) . . ? C4 C2 C1 108.2(2) . . ? C4 C2 Fe1 69.75(15) . . ? C1 C2 Fe1 69.64(15) . . ? C12 C11 C17 124.5(2) . . ? C12 C11 C10 119.5(2) . . ? C17 C11 C10 116.0(2) . . ? O1 C15 C16 120.5(2) . . ? O1 C15 C14 118.4(2) . . ? C16 C15 C14 121.0(2) . . ? C11 C12 C13 129.2(2) . . ? C7 C8 C10 108.0(2) . . ? C7 C8 Fe1 70.11(14) . . ? C10 C8 Fe1 69.34(13) . . ? C9 C6 C7 108.8(2) . . ? C9 C6 Fe1 69.51(14) . . ? C7 C6 Fe1 69.48(14) . . ? C16 C17 C11 131.6(2) . . ? C6 C9 C10 108.2(2) . . ? C6 C9 Fe1 70.43(15) . . ? C10 C9 Fe1 68.90(13) . . ? C5 C3 C1 108.1(2) . . ? C5 C3 Fe1 69.87(15) . . ? C1 C3 Fe1 69.99(14) . . ? C17 C16 C15 131.7(2) . . ? C6 C7 C8 108.3(2) . . ? C6 C7 Fe1 70.33(15) . . ? C8 C7 Fe1 69.17(14) . . ? C14 C13 C12 130.7(2) . . ? C3 C5 C4 108.1(2) . . ? C3 C5 Fe1 69.76(14) . . ? C4 C5 Fe1 70.04(15) . . ? C2 C4 C5 107.9(3) . . ? C2 C4 Fe1 70.00(16) . . ? C5 C4 Fe1 69.57(15) . . ? C21 C20 N1 111.6(2) . . ? C19 C18 N1 111.4(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.27 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.551 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.047