Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Vernon Gibson' ; Rachel K. O'Reilly ; 'Duncan F. Wass' 'A. J.P. White' 'David J. Williams' _publ_contact_author_name 'Prof Vernon Gibson' _publ_contact_author_address ; Department of Chemistry Imperial College London Exhibition Road London SW7 2AZ UNITED KINGDOM ; _publ_contact_author_email V.GIBSON@IMPERIAL.AC.UK _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Iron Complexes Bearing Iminopyridine and Aminopyridine Ligands as Catalysts for Atom Transfer Radical Polymerisation (ATRP) ; data_Compound_4 _database_code_CSD 206397 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H44 Cl4 Fe2 N4' _chemical_formula_weight 786.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P2(1)/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 9.805(2) _cell_length_b 14.496(2) _cell_length_c 14.204(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.345(15) _cell_angle_gamma 90.00 _cell_volume 1927.0(6) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 4.73 _cell_measurement_theta_max 12.55 _exptl_crystal_description blocks _exptl_crystal_colour Red/brown _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 1.060 _exptl_absorpt_correction_type 'Lamina [1 0 -1]' _exptl_absorpt_correction_T_min 0.6980 _exptl_absorpt_correction_T_max 0.9192 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 12.17 _diffrn_reflns_number 3355 _diffrn_reflns_av_R_equivalents 0.0555 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3157 _reflns_number_gt 2448 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0471P)^2^+0.2835P] 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 3157 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.0990 _refine_ls_wR_factor_gt 0.0927 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Fe Fe 0.59230(5) 0.60578(3) 0.54824(3) 0.02735(14) Uani 1 1 d . . . Cl1 Cl 0.52775(14) 0.73708(8) 0.45971(8) 0.0599(3) Uani 1 1 d . . . Cl2 Cl 0.61152(10) 0.47875(7) 0.43707(7) 0.0460(2) Uani 1 1 d . . . N1 N 0.8214(3) 0.61656(17) 0.59269(18) 0.0272(5) Uani 1 1 d . . . C2 C 0.9040(4) 0.6050(2) 0.5339(2) 0.0348(7) Uani 1 1 d . . . H2A H 0.8604 0.5891 0.4675 0.042 Uiso 1 1 calc R . . C3 C 1.0515(4) 0.6156(3) 0.5665(3) 0.0399(8) Uani 1 1 d . . . H3A H 1.1061 0.6082 0.5228 0.048 Uiso 1 1 calc R . . C4 C 1.1161(4) 0.6369(3) 0.6637(3) 0.0425(8) Uani 1 1 d . . . H4A H 1.2161 0.6421 0.6884 0.051 Uiso 1 1 calc R . . C5 C 1.0305(4) 0.6508(3) 0.7254(2) 0.0369(7) Uani 1 1 d . . . H5A H 1.0718 0.6669 0.7920 0.044 Uiso 1 1 calc R . . C6 C 0.8845(3) 0.6407(2) 0.6872(2) 0.0267(6) Uani 1 1 d . . . C7 C 0.7870(3) 0.6541(2) 0.7468(2) 0.0286(6) Uani 1 1 d . . . H7A H 0.8228 0.6717 0.8133 0.034 Uiso 1 1 calc R . . N7 N 0.6536(3) 0.64160(17) 0.70788(17) 0.0252(5) Uani 1 1 d . . . C8 C 0.5605(3) 0.6523(2) 0.7696(2) 0.0274(6) Uani 1 1 d . . . C9 C 0.5365(4) 0.5761(2) 0.8231(2) 0.0325(7) Uani 1 1 d . . . C10 C 0.4473(4) 0.5882(3) 0.8823(2) 0.0399(8) Uani 1 1 d . . . H10A H 0.4302 0.5380 0.9192 0.048 Uiso 1 1 calc R . . C11 C 0.3840(4) 0.6714(3) 0.8880(2) 0.0396(8) Uani 1 1 d . . . H11A H 0.3251 0.6783 0.9290 0.047 Uiso 1 1 calc R . . C12 C 0.4071(4) 0.7452(2) 0.8331(3) 0.0378(8) Uani 1 1 d . . . H12A H 0.3627 0.8019 0.8368 0.045 Uiso 1 1 calc R . . C13 C 0.4947(4) 0.7371(2) 0.7727(2) 0.0325(7) Uani 1 1 d . . . C14 C 0.6098(5) 0.4841(2) 0.8206(3) 0.0420(8) Uani 1 1 d . . . H14A H 0.6414 0.4833 0.7606 0.050 Uiso 1 1 calc R . . C15 C 0.7446(5) 0.4755(3) 0.9105(3) 0.0552(11) Uani 1 1 d . . . H15A H 0.8056 0.5288 0.9131 0.083 Uiso 1 1 calc R . . H15B H 0.7962 0.4199 0.9043 0.083 Uiso 1 1 calc R . . H15C H 0.7167 0.4725 0.9704 0.083 Uiso 1 1 calc R . . C16 C 0.5131(6) 0.4014(3) 0.8155(4) 0.0664(13) Uani 1 1 d . . . H16A H 0.4290 0.4073 0.7587 0.100 Uiso 1 1 calc R . . H16B H 0.4843 0.3984 0.8751 0.100 Uiso 1 1 calc R . . H16C H 0.5641 0.3454 0.8094 0.100 Uiso 1 1 calc R . . C17 C 0.5207(5) 0.8208(2) 0.7161(3) 0.0446(9) Uani 1 1 d . . . H17A H 0.5788 0.8003 0.6737 0.053 Uiso 1 1 calc R . . C18 C 0.6092(8) 0.8923(3) 0.7888(4) 0.0817(18) Uani 1 1 d . . . H18A H 0.6249 0.9461 0.7527 0.123 Uiso 1 1 calc R . . H18B H 0.7005 0.8656 0.8250 0.123 Uiso 1 1 calc R . . H18C H 0.5580 0.9104 0.8348 0.123 Uiso 1 1 calc R . . C19 C 0.3850(7) 0.8604(5) 0.6501(5) 0.099(2) Uani 1 1 d . . . H19A H 0.3333 0.8130 0.6054 0.148 Uiso 1 1 calc R . . H19B H 0.4071 0.9111 0.6125 0.148 Uiso 1 1 calc R . . H19C H 0.3267 0.8828 0.6897 0.148 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 Fe 0.0223(2) 0.0365(2) 0.0228(2) -0.00038(17) 0.00602(16) -0.00029(19) Cl1 0.0659(7) 0.0596(6) 0.0482(5) 0.0227(4) 0.0079(5) 0.0135(5) Cl2 0.0332(5) 0.0617(5) 0.0510(5) -0.0277(4) 0.0247(4) -0.0170(4) N1 0.0261(14) 0.0303(13) 0.0269(12) -0.0003(10) 0.0104(10) -0.0022(10) C2 0.0315(18) 0.0463(18) 0.0292(14) -0.0026(14) 0.0131(13) -0.0045(15) C3 0.036(2) 0.051(2) 0.0415(17) -0.0053(15) 0.0243(15) -0.0024(16) C4 0.0265(18) 0.054(2) 0.0486(19) -0.0133(16) 0.0133(16) -0.0041(16) C5 0.0280(18) 0.0482(19) 0.0345(16) -0.0094(14) 0.0094(14) -0.0007(15) C6 0.0261(16) 0.0255(13) 0.0292(14) -0.0028(11) 0.0092(12) -0.0021(12) C7 0.0272(18) 0.0329(15) 0.0262(13) -0.0042(12) 0.0089(13) -0.0024(13) N7 0.0264(14) 0.0263(11) 0.0251(11) -0.0022(9) 0.0108(10) -0.0018(10) C8 0.0236(16) 0.0346(15) 0.0238(13) -0.0061(12) 0.0067(11) -0.0044(13) C9 0.0326(18) 0.0383(16) 0.0293(14) 0.0006(13) 0.0134(13) 0.0010(14) C10 0.043(2) 0.050(2) 0.0324(16) 0.0049(14) 0.0186(15) -0.0029(16) C11 0.035(2) 0.059(2) 0.0309(15) -0.0052(15) 0.0179(14) 0.0018(16) C12 0.036(2) 0.0433(18) 0.0383(17) -0.0073(14) 0.0176(15) 0.0020(15) C13 0.0344(19) 0.0352(16) 0.0294(15) -0.0073(13) 0.0119(14) -0.0042(14) C14 0.053(2) 0.0402(18) 0.0429(18) 0.0076(15) 0.0293(17) 0.0047(17) C15 0.056(3) 0.059(2) 0.057(2) 0.019(2) 0.028(2) 0.022(2) C16 0.095(4) 0.042(2) 0.075(3) 0.002(2) 0.043(3) -0.007(2) C17 0.051(2) 0.0377(18) 0.055(2) 0.0036(16) 0.0311(19) 0.0047(17) C18 0.124(5) 0.044(2) 0.102(4) -0.022(3) 0.071(4) -0.035(3) C19 0.087(4) 0.110(5) 0.114(5) 0.069(4) 0.053(4) 0.047(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 Fe N1 2.150(3) . ? Fe N7 2.227(2) . ? Fe Cl1 2.2649(11) . ? Fe Cl2 2.4056(11) 3_666 ? Fe Cl2 2.4693(10) . ? Cl2 Fe 2.4056(11) 3_666 ? N1 C2 1.336(4) . ? N1 C6 1.346(4) . ? C2 C3 1.389(5) . ? C3 C4 1.372(5) . ? C4 C5 1.397(5) . ? C5 C6 1.379(5) . ? C6 C7 1.467(5) . ? C7 N7 1.272(4) . ? N7 C8 1.450(4) . ? C8 C13 1.396(5) . ? C8 C9 1.399(5) . ? C9 C10 1.393(5) . ? C9 C14 1.521(5) . ? C10 C11 1.370(5) . ? C11 C12 1.381(5) . ? C12 C13 1.387(5) . ? C13 C17 1.519(5) . ? C14 C16 1.517(6) . ? C14 C15 1.545(6) . ? C17 C19 1.495(7) . ? C17 C18 1.536(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 N1 Fe N7 75.11(10) . . ? N1 Fe Cl1 101.34(8) . . ? N7 Fe Cl1 108.38(7) . . ? N1 Fe Cl2 146.47(7) . 3_666 ? N7 Fe Cl2 90.53(7) . 3_666 ? Cl1 Fe Cl2 111.98(5) . 3_666 ? N1 Fe Cl2 88.27(7) . . ? N7 Fe Cl2 140.90(7) . . ? Cl1 Fe Cl2 109.49(4) . . ? Cl2 Fe Cl2 84.22(4) 3_666 . ? Fe Cl2 Fe 95.78(3) 3_666 . ? C2 N1 C6 118.1(3) . . ? C2 N1 Fe 125.6(2) . . ? C6 N1 Fe 116.2(2) . . ? N1 C2 C3 122.8(3) . . ? C4 C3 C2 118.9(3) . . ? C3 C4 C5 118.7(3) . . ? C6 C5 C4 119.0(3) . . ? N1 C6 C5 122.4(3) . . ? N1 C6 C7 115.1(3) . . ? C5 C6 C7 122.5(3) . . ? N7 C7 C6 119.5(3) . . ? C7 N7 C8 118.2(3) . . ? C7 N7 Fe 113.9(2) . . ? C8 N7 Fe 127.82(19) . . ? C13 C8 C9 121.6(3) . . ? C13 C8 N7 119.6(3) . . ? C9 C8 N7 118.8(3) . . ? C10 C9 C8 117.8(3) . . ? C10 C9 C14 120.6(3) . . ? C8 C9 C14 121.5(3) . . ? C11 C10 C9 121.5(3) . . ? C10 C11 C12 119.6(3) . . ? C11 C12 C13 121.3(3) . . ? C12 C13 C8 118.1(3) . . ? C12 C13 C17 119.5(3) . . ? C8 C13 C17 122.3(3) . . ? C16 C14 C9 113.7(4) . . ? C16 C14 C15 110.1(3) . . ? C9 C14 C15 110.2(3) . . ? C19 C17 C13 112.3(4) . . ? C19 C17 C18 112.4(5) . . ? C13 C17 C18 109.5(3) . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 0.443 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.062 #===END data_Compound_5 _database_code_CSD 206398 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C20 H28 Cl4 Fe2 N4' _chemical_formula_weight 577.96 _chemical_melting_point ? _chemical_compound_source ? 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' 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9431(7) _cell_length_b 8.3374(4) _cell_length_c 10.5045(8) _cell_angle_alpha 107.005(5) _cell_angle_beta 108.412(7) _cell_angle_gamma 97.019(6) _cell_volume 613.29(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 4.94 _cell_measurement_theta_max 12.39 _exptl_crystal_description rhombs _exptl_crystal_colour Orange/red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method ? _exptl_crystal_F_000 296 _exptl_absorpt_coefficient_mu 1.633 _exptl_absorpt_correction_type Ellipsoidal _exptl_absorpt_correction_T_min 0.7820 _exptl_absorpt_correction_T_max 0.8305 _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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.11 _diffrn_reflns_number 2286 _diffrn_reflns_av_R_equivalents 0.0208 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2116 _reflns_number_observed 1653 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 137 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0335P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1979 _refine_ls_number_parameters 145 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_obs 0.0346 _refine_ls_wR_factor_all 0.0792 _refine_ls_wR_factor_obs 0.0706 _refine_ls_goodness_of_fit_all 1.024 _refine_ls_goodness_of_fit_obs 1.074 _refine_ls_restrained_S_all 1.057 _refine_ls_restrained_S_obs 1.071 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe Fe 0.43665(7) 0.30097(6) 0.84457(5) 0.02965(15) Uani 1 d . . Cl1 Cl 0.16354(12) 0.10235(13) 0.75147(10) 0.0464(2) Uani 1 d . . Cl2 Cl 0.45893(14) 0.39534(11) 1.10183(9) 0.0435(2) Uani 1 d . . N1 N 0.4768(4) 0.2582(3) 0.6385(3) 0.0302(6) Uani 1 d . . C2 C 0.3805(5) 0.2899(4) 0.5227(3) 0.0368(8) Uani 1 d . . C3 C 0.4401(6) 0.2694(5) 0.4078(4) 0.0470(10) Uani 1 d . . H3A H 0.3733(6) 0.2938(5) 0.3284(4) 0.056 Uiso 1 calc R . C4 C 0.5959(6) 0.2136(5) 0.4124(4) 0.0500(10) Uani 1 d . . H4A H 0.6350(6) 0.1995(5) 0.3360(4) 0.060 Uiso 1 calc R . C5 C 0.6954(5) 0.1783(5) 0.5311(4) 0.0446(9) Uani 1 d . . H5A H 0.8017(5) 0.1399(5) 0.5365(4) 0.054 Uiso 1 calc R . C6 C 0.6304(5) 0.2024(4) 0.6422(3) 0.0334(7) Uani 1 d . . C7 C 0.7222(5) 0.1612(4) 0.7695(4) 0.0363(8) Uani 1 d . . H7A H 0.8255(5) 0.1173(4) 0.7762(4) 0.044 Uiso 1 calc R . N7 N 0.6622(4) 0.1849(3) 0.8710(3) 0.0313(6) Uani 1 d D . C8 C 0.7534(5) 0.1276(5) 0.9907(4) 0.0439(9) Uani 1 d D . H8A H 0.7501(5) 0.0059(5) 0.9522(4) 0.053 Uiso 0.85 calc PR 1 H8B H 0.6856(5) 0.1409(5) 1.0540(4) 0.053 Uiso 0.85 calc PR 1 H8C H 0.8400(5) 0.0655(5) 0.9672(4) 0.053 Uiso 0.15 d PR 2 H8D H 0.6637(5) 0.0495(5) 1.0012(4) 0.053 Uiso 0.15 d PR 2 C9 C 0.9501(6) 0.2267(6) 1.0771(5) 0.0471(11) Uani 0.85 d PD 1 H9A H 1.0171(6) 0.2171(6) 1.0135(5) 0.057 Uiso 0.85 calc PR 1 H9B H 1.0051(6) 0.1750(6) 1.1469(5) 0.057 Uiso 0.85 calc PR 1 C10 C 0.9672(9) 0.4165(8) 1.1549(7) 0.066(2) Uani 0.85 d PD 1 H10A H 1.0938(9) 0.4734(8) 1.2078(7) 0.098 Uiso 0.85 calc PR 1 H10B H 0.9033(9) 0.4269(8) 1.2196(7) 0.098 Uiso 0.85 calc PR 1 H10C H 0.9154(9) 0.4689(8) 1.0862(7) 0.098 Uiso 0.85 calc PR 1 C9' C 0.8545(29) 0.2760(26) 1.1327(18) 0.042(6) Uiso 0.15 d PD 2 H9'A H 0.7707(29) 0.3448(26) 1.1551(18) 0.051 Uiso 0.15 calc PR 2 H9'B H 0.8988(29) 0.2298(26) 1.2084(18) 0.051 Uiso 0.15 calc PR 2 C10' C 1.0137(44) 0.3896(42) 1.1272(41) 0.059(13) Uiso 0.15 d PD 2 H10D H 1.0744(44) 0.4817(42) 1.2180(41) 0.088 Uiso 0.15 calc PR 2 H10E H 0.9699(44) 0.4372(42) 1.0535(41) 0.088 Uiso 0.15 calc PR 2 H10F H 1.0979(44) 0.3223(42) 1.1067(41) 0.088 Uiso 0.15 calc PR 2 C11 C 0.2058(5) 0.3430(5) 0.5180(4) 0.0484(10) Uani 1 d . . H11A H 0.1084(9) 0.2420(5) 0.4825(28) 0.073 Uiso 1 calc R . H11B H 0.1788(20) 0.4085(30) 0.4557(23) 0.073 Uiso 1 calc R . H11C H 0.2183(13) 0.4125(30) 0.6127(6) 0.073 Uiso 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 Fe 0.0302(3) 0.0324(3) 0.0268(2) 0.0093(2) 0.0122(2) 0.0071(2) Cl1 0.0340(5) 0.0539(6) 0.0464(5) 0.0137(4) 0.0162(4) -0.0005(4) Cl2 0.0690(6) 0.0347(5) 0.0309(4) 0.0110(4) 0.0259(4) 0.0078(4) N1 0.0331(15) 0.0280(14) 0.0246(13) 0.0050(11) 0.0106(12) 0.0012(12) C2 0.046(2) 0.028(2) 0.028(2) 0.0066(14) 0.011(2) 0.000(2) C3 0.067(3) 0.042(2) 0.029(2) 0.012(2) 0.016(2) 0.007(2) C4 0.072(3) 0.041(2) 0.036(2) 0.004(2) 0.034(2) -0.001(2) C5 0.047(2) 0.041(2) 0.043(2) 0.002(2) 0.027(2) 0.001(2) C6 0.033(2) 0.027(2) 0.035(2) 0.0031(14) 0.0151(15) -0.0003(14) C7 0.030(2) 0.034(2) 0.042(2) 0.0091(15) 0.013(2) 0.0051(14) N7 0.0283(14) 0.0314(15) 0.0313(14) 0.0099(12) 0.0090(12) 0.0058(12) C8 0.044(2) 0.045(2) 0.042(2) 0.019(2) 0.010(2) 0.012(2) C9 0.042(3) 0.058(3) 0.038(2) 0.018(2) 0.007(2) 0.016(2) C10 0.057(4) 0.065(4) 0.055(4) 0.013(3) 0.006(3) 0.006(3) C11 0.049(2) 0.059(2) 0.037(2) 0.022(2) 0.008(2) 0.017(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 Fe N7 2.119(3) . ? Fe N1 2.219(3) . ? Fe Cl1 2.2890(10) . ? Fe Cl2 2.4029(10) 2_667 ? Fe Cl2 2.5246(9) . ? Cl2 Fe 2.4029(10) 2_667 ? N1 C2 1.336(4) . ? N1 C6 1.352(4) . ? C2 C3 1.403(5) . ? C2 C11 1.498(5) . ? C3 C4 1.367(6) . ? C4 C5 1.384(6) . ? C5 C6 1.392(5) . ? C6 C7 1.467(5) . ? C7 N7 1.274(4) . ? N7 C8 1.482(4) . ? C8 C9 1.516(5) . ? C8 C9' 1.52(2) . ? C9 C10 1.520(7) . ? C9' C10' 1.51(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N7 Fe N1 77.16(10) . . ? N7 Fe Cl1 112.40(8) . . ? N1 Fe Cl1 96.21(7) . . ? N7 Fe Cl2 109.53(8) . 2_667 ? N1 Fe Cl2 87.28(7) . 2_667 ? Cl1 Fe Cl2 137.65(4) . 2_667 ? N7 Fe Cl2 97.41(8) . . ? N1 Fe Cl2 167.36(7) . . ? Cl1 Fe Cl2 96.41(4) . . ? Cl2 Fe Cl2 83.79(3) 2_667 . ? Fe Cl2 Fe 96.21(3) 2_667 . ? C2 N1 C6 119.0(3) . . ? C2 N1 Fe 129.6(2) . . ? C6 N1 Fe 111.2(2) . . ? N1 C2 C3 120.5(4) . . ? N1 C2 C11 118.1(3) . . ? C3 C2 C11 121.4(3) . . ? C4 C3 C2 120.2(4) . . ? C3 C4 C5 119.7(3) . . ? C4 C5 C6 117.5(4) . . ? N1 C6 C5 123.0(3) . . ? N1 C6 C7 115.5(3) . . ? C5 C6 C7 121.4(3) . . ? N7 C7 C6 120.9(3) . . ? C7 N7 C8 117.7(3) . . ? C7 N7 Fe 114.6(2) . . ? C8 N7 Fe 127.7(2) . . ? N7 C8 C9 113.4(3) . . ? N7 C8 C9' 113.4(9) . . ? C8 C9 C10 112.6(4) . . ? C10' C9' C8 111.5(18) . . ? _refine_diff_density_max 0.256 _refine_diff_density_min -0.275 _refine_diff_density_rms 0.059 #===END data_Compound_6 _database_code_CSD 206399 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H30 Cl2 Fe N2' _chemical_formula_weight 413.20 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' 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.1768(19) _cell_length_b 13.524(2) _cell_length_c 37.608(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4158.9(14) _cell_formula_units_Z 8 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 27 _cell_measurement_theta_min 4.85 _cell_measurement_theta_max 12.45 _exptl_crystal_description 'platy blocks' _exptl_crystal_colour Orange _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.985 _exptl_absorpt_correction_type 'Lamina [0 0 1]' _exptl_absorpt_correction_T_min 0.7025 _exptl_absorpt_correction_T_max 0.9102 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.91 _diffrn_reflns_number 3401 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0779 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3401 _reflns_number_gt 1886 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0375P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3401 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1229 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1106 _refine_ls_wR_factor_gt 0.0931 _refine_ls_goodness_of_fit_ref 0.953 _refine_ls_restrained_S_all 0.953 _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 Fe Fe 0.76912(8) 0.73134(4) 0.667374(18) 0.03847(18) Uani 1 1 d . . . Cl1 Cl 0.9491(2) 0.85417(10) 0.66376(4) 0.0633(4) Uani 1 1 d . . . Cl2 Cl 0.50878(16) 0.76981(10) 0.65630(4) 0.0540(3) Uani 1 1 d . . . N1 N 0.8143(5) 0.6502(3) 0.71539(11) 0.0421(10) Uani 1 1 d . . . C2 C 0.7902(7) 0.6786(4) 0.74906(15) 0.0512(14) Uani 1 1 d . . . C3 C 0.8421(9) 0.6188(5) 0.77715(16) 0.072(2) Uani 1 1 d . . . H3A H 0.8254 0.6395 0.8007 0.087 Uiso 1 1 calc R . . C4 C 0.9164(10) 0.5311(6) 0.7707(2) 0.086(3) Uani 1 1 d . . . H4A H 0.9500 0.4904 0.7896 0.104 Uiso 1 1 calc R . . C5 C 0.9417(9) 0.5027(5) 0.73602(19) 0.074(2) Uani 1 1 d . . . H5A H 0.9954 0.4431 0.7308 0.089 Uiso 1 1 calc R . . C6 C 0.8870(7) 0.5631(4) 0.70921(16) 0.0542(15) Uani 1 1 d . . . C7 C 0.9038(6) 0.5349(3) 0.67189(16) 0.0479(13) Uani 1 1 d . . . H7A H 0.9478 0.4730 0.6657 0.057 Uiso 1 1 calc R . . N7 N 0.8581(5) 0.5953(3) 0.64777(11) 0.0392(9) Uani 1 1 d . . . C8 C 0.7127(8) 0.7761(4) 0.75529(15) 0.0654(16) Uani 1 1 d . . . H8A H 0.7813 0.8278 0.7454 0.098 Uiso 1 1 calc R . . H8B H 0.6999 0.7866 0.7807 0.098 Uiso 1 1 calc R . . H8C H 0.6063 0.7777 0.7439 0.098 Uiso 1 1 calc R . . C9 C 0.8768(6) 0.5657(4) 0.61033(14) 0.0421(12) Uani 1 1 d . . . H9A H 0.9070 0.4948 0.6098 0.051 Uiso 1 1 calc R . . C10 C 1.0184(7) 0.6245(4) 0.59413(15) 0.0519(13) Uani 1 1 d . . . H10A H 1.0069 0.6940 0.6011 0.062 Uiso 1 1 calc R . . H10B H 1.0097 0.6213 0.5682 0.062 Uiso 1 1 calc R . . C11 C 1.1889(7) 0.5886(4) 0.60503(16) 0.0595(16) Uani 1 1 d . . . H11A H 1.2707 0.6320 0.5941 0.071 Uiso 1 1 calc R . . H11B H 1.1996 0.5951 0.6309 0.071 Uiso 1 1 calc R . . C12 C 1.2269(7) 0.4820(4) 0.59468(13) 0.0522(13) Uani 1 1 d . . . H12A H 1.3327 0.4635 0.6049 0.063 Uiso 1 1 calc R . . H12B H 1.1437 0.4387 0.6052 0.063 Uiso 1 1 calc R . . C13 C 1.2324(7) 0.4638(4) 0.55482(13) 0.0499(13) Uani 1 1 d . . . H13A H 1.3351 0.4905 0.5454 0.060 Uiso 1 1 calc R . . H13B H 1.1424 0.5000 0.5436 0.060 Uiso 1 1 calc R . . C14 C 1.2196(7) 0.3542(4) 0.54432(15) 0.0535(14) Uani 1 1 d . . . H14A H 1.2556 0.3467 0.5196 0.064 Uiso 1 1 calc R . . H14B H 1.2942 0.3157 0.5593 0.064 Uiso 1 1 calc R . . C15 C 1.0495(7) 0.3123(4) 0.54791(15) 0.0544(14) Uani 1 1 d . . . H15A H 1.0074 0.3284 0.5716 0.065 Uiso 1 1 calc R . . H15B H 1.0556 0.2401 0.5461 0.065 Uiso 1 1 calc R . . C16 C 0.9285(7) 0.3507(4) 0.51994(13) 0.0505(13) Uani 1 1 d . . . H16A H 0.9546 0.4200 0.5150 0.061 Uiso 1 1 calc R . . H16B H 0.9454 0.3134 0.4979 0.061 Uiso 1 1 calc R . . C17 C 0.7479(8) 0.3441(4) 0.52990(13) 0.0504(12) Uani 1 1 d . . . H17A H 0.7210 0.2748 0.5348 0.060 Uiso 1 1 calc R . . H17B H 0.6825 0.3651 0.5094 0.060 Uiso 1 1 calc R . . C18 C 0.6980(7) 0.4064(4) 0.56215(15) 0.0491(13) Uani 1 1 d . . . H18A H 0.7668 0.3879 0.5824 0.059 Uiso 1 1 calc R . . H18B H 0.5844 0.3909 0.5683 0.059 Uiso 1 1 calc R . . C19 C 0.7134(7) 0.5182(4) 0.55590(14) 0.0479(13) Uani 1 1 d . . . H19A H 0.8139 0.5315 0.5425 0.057 Uiso 1 1 calc R . . H19B H 0.6208 0.5407 0.5415 0.057 Uiso 1 1 calc R . . C20 C 0.7169(7) 0.5771(4) 0.59069(14) 0.0531(14) Uani 1 1 d . . . H20A H 0.6990 0.6473 0.5854 0.064 Uiso 1 1 calc R . . H20B H 0.6274 0.5547 0.6060 0.064 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 Fe 0.0474(4) 0.0299(3) 0.0381(3) 0.0008(3) -0.0024(4) 0.0014(3) Cl1 0.0823(10) 0.0502(7) 0.0575(8) 0.0023(7) -0.0081(8) -0.0263(7) Cl2 0.0496(7) 0.0479(6) 0.0644(8) 0.0043(6) -0.0071(6) 0.0042(6) N1 0.049(3) 0.039(2) 0.038(2) 0.0055(17) -0.0069(19) -0.0079(19) C2 0.047(4) 0.065(3) 0.041(3) 0.002(3) 0.001(3) -0.023(3) C3 0.088(5) 0.093(5) 0.035(3) 0.021(3) -0.015(3) -0.043(4) C4 0.102(6) 0.082(5) 0.074(5) 0.051(4) -0.038(5) -0.025(4) C5 0.083(5) 0.061(4) 0.078(5) 0.033(3) -0.016(4) 0.010(3) C6 0.053(4) 0.044(3) 0.066(4) 0.017(3) -0.007(3) -0.009(3) C7 0.044(3) 0.032(2) 0.068(4) 0.009(2) 0.003(3) 0.001(2) N7 0.043(2) 0.0281(18) 0.046(2) -0.0039(18) 0.003(2) -0.0036(17) C8 0.069(4) 0.081(4) 0.047(3) -0.013(3) 0.009(3) -0.011(4) C9 0.040(3) 0.035(2) 0.052(3) -0.008(2) 0.003(2) 0.000(2) C10 0.052(3) 0.049(3) 0.055(3) -0.009(2) 0.009(3) -0.009(3) C11 0.053(4) 0.077(4) 0.048(3) -0.012(3) -0.001(3) -0.023(3) C12 0.030(3) 0.077(3) 0.049(3) 0.005(3) -0.007(3) 0.006(3) C13 0.037(3) 0.064(3) 0.048(3) -0.002(2) 0.005(3) -0.002(3) C14 0.052(3) 0.053(3) 0.056(3) 0.004(2) 0.006(3) 0.012(3) C15 0.059(4) 0.050(3) 0.055(3) 0.002(2) 0.006(3) 0.006(3) C16 0.058(3) 0.062(3) 0.032(2) -0.009(2) 0.008(3) 0.000(3) C17 0.055(3) 0.053(3) 0.043(3) -0.008(2) -0.012(3) -0.011(3) C18 0.034(3) 0.056(3) 0.057(3) -0.011(2) 0.006(2) -0.006(2) C19 0.040(3) 0.056(3) 0.048(3) -0.004(2) -0.004(2) 0.001(2) C20 0.049(3) 0.051(3) 0.059(3) -0.009(2) 0.005(3) 0.009(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 Fe N7 2.111(4) . ? Fe N1 2.145(4) . ? Fe Cl1 2.2233(15) . ? Fe Cl2 2.2307(16) . ? N1 C2 1.338(7) . ? N1 C6 1.341(7) . ? C2 C3 1.397(8) . ? C2 C8 1.481(8) . ? C3 C4 1.354(10) . ? C4 C5 1.375(10) . ? C5 C6 1.372(8) . ? C6 C7 1.461(8) . ? C7 N7 1.277(6) . ? N7 C9 1.472(7) . ? C9 C20 1.509(8) . ? C9 C10 1.531(7) . ? C10 C11 1.532(8) . ? C11 C12 1.526(8) . ? C12 C13 1.520(7) . ? C13 C14 1.537(7) . ? C14 C15 1.508(8) . ? C15 C16 1.535(8) . ? C16 C17 1.526(8) . ? C17 C18 1.532(7) . ? C18 C19 1.536(7) . ? C19 C20 1.532(7) . ? 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 N7 Fe N1 77.82(16) . . ? N7 Fe Cl1 113.68(12) . . ? N1 Fe Cl1 108.63(12) . . ? N7 Fe Cl2 117.84(12) . . ? N1 Fe Cl2 116.16(12) . . ? Cl1 Fe Cl2 116.48(6) . . ? C2 N1 C6 118.8(5) . . ? C2 N1 Fe 128.7(4) . . ? C6 N1 Fe 112.3(3) . . ? N1 C2 C3 120.3(6) . . ? N1 C2 C8 117.9(5) . . ? C3 C2 C8 121.7(6) . . ? C4 C3 C2 120.5(6) . . ? C3 C4 C5 118.8(6) . . ? C6 C5 C4 118.8(7) . . ? N1 C6 C5 122.7(6) . . ? N1 C6 C7 116.0(4) . . ? C5 C6 C7 121.3(6) . . ? N7 C7 C6 119.2(5) . . ? C7 N7 C9 118.4(4) . . ? C7 N7 Fe 114.3(4) . . ? C9 N7 Fe 127.4(3) . . ? N7 C9 C20 110.5(4) . . ? N7 C9 C10 108.5(4) . . ? C20 C9 C10 114.0(5) . . ? C9 C10 C11 114.7(5) . . ? C12 C11 C10 114.6(5) . . ? C13 C12 C11 114.3(4) . . ? C12 C13 C14 114.1(4) . . ? C15 C14 C13 113.7(5) . . ? C14 C15 C16 114.0(5) . . ? C17 C16 C15 115.9(4) . . ? C16 C17 C18 114.8(4) . . ? C17 C18 C19 113.5(5) . . ? C20 C19 C18 112.5(5) . . ? C9 C20 C19 112.4(4) . . ? _diffrn_measured_fraction_theta_max 0.929 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.929 _refine_diff_density_max 0.462 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.067 #===END