data_a8786 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H16 Fe1 N3 O2' _chemical_formula_sum 'C44 H28 Fe N5 O' _chemical_formula_weight 698.56 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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 4/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 13.3762(17) _cell_length_b 13.3762(17) _cell_length_c 9.656(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1727.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 100 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 25 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 722 _exptl_absorpt_coefficient_mu 0.480 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8313 _exptl_absorpt_correction_T_max 0.9626 _exptl_absorpt_process_details 'SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 775 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.00 _reflns_number_total 775 _reflns_number_gt 547 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0452P)^2^+2.3096P] 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 775 _refine_ls_number_parameters 76 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0803 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1321 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_restrained_S_all 1.152 _refine_ls_shift/su_max 0.000 _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 C1 C -0.1317(3) 0.1830(3) 1.0000 0.0539(12) Uani 1 2 d S . 1 C4 C 0.0267(3) 0.2251(3) 1.0000 0.0529(12) Uani 1 2 d S . 1 C5 C 0.1309(3) 0.2216(3) 1.0000 0.0508(11) Uani 1 2 d S . 1 C6 C 0.1872(3) 0.3180(3) 1.0000 0.0524(12) Uani 1 2 d S . 1 C7 C 0.2137(3) 0.3631(3) 0.8790(4) 0.0792(12) Uani 1 1 d . . 1 H7 H 0.1950 0.3335 0.7934 0.095 Uiso 1 1 calc R . 1 C8 C 0.2677(3) 0.4514(3) 0.8789(5) 0.0849(13) Uani 1 1 d . . 1 H8 H 0.2860 0.4817 0.7936 0.102 Uiso 1 1 calc R . 1 C9 C 0.2945(4) 0.4948(4) 1.0000 0.0700(16) Uani 1 2 d S . 1 H9 H 0.3318 0.5553 1.0000 0.084 Uiso 1 2 calc SR . 1 N1 N 0.0000 0.0000 0.8020(11) 0.046(2) Uani 0.50 4 d SP . 1 O1 O 0.0330(16) -0.025(2) 0.6952(13) 0.046(2) Uani 0.13 1 d P . 1 Fe Fe 0.0000 0.0000 0.9737(6) 0.0469(15) Uani 0.50 4 d SP . 1 C2 C -0.1263(3) 0.2899(3) 1.0000 0.0711(14) Uani 0.50 2 d SP . 1 H2A H -0.1812 0.3349 1.0000 0.085 Uiso 0.50 2 calc SPR . 1 N2 N -0.0371(3) 0.1438(3) 1.0000 0.0470(10) Uani 0.50 2 d SP . 1 C3 C -0.0293(3) 0.3143(3) 1.0000 0.0587(13) Uani 1 2 d S . 1 H3A H -0.0029 0.3802 1.0000 0.070 Uiso 1 2 calc SR . 1 N2A N -0.1263(3) 0.2899(3) 1.0000 0.0711(14) Uani 0.50 2 d SP A 2 H2B H -0.1812(3) 0.3349(3) 1.0000 0.085 Uiso 0.50 2 d SP B 2 C2A C -0.0371(3) 0.1438(3) 1.0000 0.0470(10) Uani 0.50 2 d SP C 2 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 C1 0.054(3) 0.049(3) 0.059(3) 0.000 0.000 0.000(2) C4 0.055(3) 0.051(3) 0.053(3) 0.000 0.000 -0.004(2) C5 0.052(3) 0.049(3) 0.052(3) 0.000 0.000 -0.004(2) C6 0.048(3) 0.046(3) 0.064(3) 0.000 0.000 0.003(2) C7 0.102(3) 0.071(3) 0.064(3) 0.005(2) -0.006(2) -0.027(2) C8 0.102(3) 0.071(3) 0.082(3) 0.020(2) -0.004(2) -0.027(2) C9 0.055(3) 0.042(3) 0.113(5) 0.000 0.000 -0.006(2) N1 0.051(3) 0.051(3) 0.036(5) 0.000 0.000 0.000 O1 0.051(3) 0.051(3) 0.036(5) 0.000 0.000 0.000 Fe 0.0446(6) 0.0446(6) 0.051(4) 0.000 0.000 0.000 C2 0.060(3) 0.064(3) 0.089(4) 0.000 0.000 0.009(2) N2 0.042(2) 0.049(2) 0.050(3) 0.000 0.000 0.0024(18) C3 0.053(3) 0.049(3) 0.075(4) 0.000 0.000 0.001(2) N2A 0.060(3) 0.064(3) 0.089(4) 0.000 0.000 0.009(2) C2A 0.042(2) 0.049(2) 0.050(3) 0.000 0.000 0.0024(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 C1 N2 1.370(6) . ? C1 C5 1.390(6) 3 ? C1 C2 1.431(6) . ? C4 N2 1.382(6) . ? C4 C5 1.394(6) . ? C4 C3 1.409(6) . ? C5 C1 1.390(6) 11_557 ? C5 C6 1.493(6) . ? C6 C7 1.362(4) . ? C6 C7 1.362(4) 10_557 ? C7 C8 1.385(5) . ? C7 H7 0.9500 . ? C8 C9 1.354(5) . ? C8 H8 0.9500 . ? C9 C8 1.354(5) 10_557 ? C9 H9 0.9500 . ? N1 O1 1.171(13) 3 ? N1 O1 1.171(13) . ? N1 O1 1.171(13) 4 ? N1 O1 1.171(13) 2 ? N1 Fe 1.658(12) . ? N1 Fe 2.165(11) 9_557 ? O1 O1 0.783(15) 3 ? O1 O1 0.783(15) 4 ? O1 O1 1.11(2) 2 ? Fe Fe 0.508(11) 9_557 ? Fe N2 2.003(4) 3 ? Fe N2 2.003(4) . ? Fe N2 2.003(4) 11_557 ? Fe N2 2.003(4) 9_557 ? Fe N1 2.165(11) 9_557 ? C2 C3 1.338(6) . ? C2 H2A 0.9500 . ? C2 H2B 0.9500 . ? N2 Fe 2.003(4) 9_557 ? C3 H3A 0.9500 . ? 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 N2 C1 C5 127.4(4) . 3 ? N2 C1 C2 109.6(4) . . ? C5 C1 C2 123.0(4) 3 . ? N2 C4 C5 126.2(4) . . ? N2 C4 C3 109.7(4) . . ? C5 C4 C3 124.0(4) . . ? C1 C5 C4 122.0(4) 11_557 . ? C1 C5 C6 119.6(4) 11_557 . ? C4 C5 C6 118.4(4) . . ? C7 C6 C7 118.2(5) . 10_557 ? C7 C6 C5 120.9(2) . . ? C7 C6 C5 120.9(2) 10_557 . ? C6 C7 C8 120.9(4) . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? C9 C8 C7 120.3(4) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C8 119.4(5) . 10_557 ? C8 C9 H9 120.3 . . ? C8 C9 H9 120.3 10_557 . ? O1 N1 O1 39.1(8) 3 . ? O1 N1 O1 56.4(12) 3 4 ? O1 N1 O1 39.1(8) . 4 ? O1 N1 O1 39.1(8) 3 2 ? O1 N1 O1 56.4(12) . 2 ? O1 N1 O1 39.1(8) 4 2 ? O1 N1 Fe 151.8(6) 3 . ? O1 N1 Fe 151.8(6) . . ? O1 N1 Fe 151.8(6) 4 . ? O1 N1 Fe 151.8(6) 2 . ? O1 N1 Fe 151.8(6) 3 9_557 ? O1 N1 Fe 151.8(6) . 9_557 ? O1 N1 Fe 151.8(6) 4 9_557 ? O1 N1 Fe 151.8(6) 2 9_557 ? Fe N1 Fe 0.0 . 9_557 ? O1 O1 O1 90.0 3 4 ? O1 O1 O1 44.998(5) 3 2 ? O1 O1 O1 44.998(2) 4 2 ? O1 O1 N1 70.5(4) 3 . ? O1 O1 N1 70.5(4) 4 . ? O1 O1 N1 61.8(6) 2 . ? Fe Fe N1 179.996(2) 9_557 . ? Fe Fe N2 82.71(15) 9_557 3 ? N1 Fe N2 97.28(15) . 3 ? Fe Fe N2 82.72(16) 9_557 . ? N1 Fe N2 97.28(15) . . ? N2 Fe N2 89.08(4) 3 . ? Fe Fe N2 82.72(16) 9_557 11_557 ? N1 Fe N2 97.28(15) . 11_557 ? N2 Fe N2 165.4(3) 3 11_557 ? N2 Fe N2 89.08(4) . 11_557 ? Fe Fe N2 82.72(15) 9_557 9_557 ? N1 Fe N2 97.28(15) . 9_557 ? N2 Fe N2 89.08(4) 3 9_557 ? N2 Fe N2 165.4(3) . 9_557 ? N2 Fe N2 89.08(4) 11_557 9_557 ? Fe Fe N1 0.003(1) 9_557 9_557 ? N1 Fe N1 180.0 . 9_557 ? N2 Fe N1 82.72(15) 3 9_557 ? N2 Fe N1 82.72(15) . 9_557 ? N2 Fe N1 82.72(15) 11_557 9_557 ? N2 Fe N1 82.72(15) 9_557 9_557 ? C3 C2 C1 107.0(4) . . ? C3 C2 H2A 126.5 . . ? C1 C2 H2A 126.5 . . ? C3 C2 H2B 126.5(3) . . ? C1 C2 H2B 126.5(3) . . ? H2A C2 H2B 0.0 . . ? C1 N2 C4 105.6(4) . . ? C1 N2 Fe 126.6(3) . 9_557 ? C4 N2 Fe 127.1(3) . 9_557 ? C1 N2 Fe 126.6(3) . . ? C4 N2 Fe 127.1(3) . . ? Fe N2 Fe 14.6(3) 9_557 . ? C2 C3 C4 108.0(4) . . ? C2 C3 H3A 126.0 . . ? C4 C3 H3A 126.0 . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.214 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.042