data_061121dm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H26 Fe N14 O S2' _chemical_formula_weight 574.50 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' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 8.998(2) _cell_length_b 9.709(2) _cell_length_c 15.555(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.066(4) _cell_angle_gamma 90.00 _cell_volume 1358.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2547 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 23.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 0.748 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8292 _exptl_absorpt_correction_T_max 0.8408 _exptl_absorpt_process_details 'SADABS; Bruker(2000)' _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 7020 _diffrn_reflns_av_R_equivalents 0.0719 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.09 _reflns_number_total 2666 _reflns_number_gt 2175 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0763P)^2^+0.0942P] 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 2666 _refine_ls_number_parameters 189 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1269 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.130 _refine_ls_shift/su_max 0.007 _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 0.5000 0.5000 0.0000 0.0422(2) Uani 1 2 d S . . C1 C 0.6676(4) 0.3289(4) 0.15035(19) 0.0897(11) Uani 1 1 d D . . C2 C 0.3468(3) 0.6030(3) 0.17018(17) 0.0599(6) Uani 1 1 d . A . H2 H 0.3483 0.5144 0.1928 0.072 Uiso 1 1 calc R . . C3 C 0.3731(4) 0.7727(3) 0.0917(2) 0.0809(9) Uani 1 1 d . . . H3 H 0.4007 0.8271 0.0454 0.097 Uiso 1 1 calc R . . C4 C 0.1639(2) 0.4097(2) -0.00020(16) 0.0531(6) Uani 1 1 d . . . H4 H 0.1414 0.4927 -0.0274 0.064 Uiso 1 1 calc R . . C5 C 0.2846(2) 0.2488(2) 0.05431(16) 0.0483(5) Uani 1 1 d . . . H5 H 0.3610 0.1921 0.0744 0.058 Uiso 1 1 calc R . . C6 C 0.2069(3) 0.7162(4) 0.2885(2) 0.0817(10) Uani 0.474(14) 1 d P A 1 H6A H 0.2603 0.7763 0.3282 0.098 Uiso 0.474(14) 1 calc PR A 1 H6B H 0.2043 0.6250 0.3138 0.098 Uiso 0.474(14) 1 calc PRD A 1 C7 C 0.0521(7) 0.7678(13) 0.2767(5) 0.070(3) Uani 0.474(14) 1 d PD . 1 H7A H 0.0045 0.7316 0.3274 0.083 Uiso 0.474(14) 1 calc PR A 1 H7B H 0.0642 0.8654 0.2883 0.083 Uiso 0.474(14) 1 calc PR A 1 C6' C 0.2069(3) 0.7162(4) 0.2885(2) 0.0817(10) Uani 0.526(14) 1 d P A 2 H6'A H 0.2087 0.8100 0.3099 0.098 Uiso 0.526(14) 1 calc PR A 2 H6'B H 0.2568 0.6581 0.3308 0.098 Uiso 0.526(14) 1 calc PR A 2 C7' C 0.0390(8) 0.6672(15) 0.2767(4) 0.082(3) Uani 0.526(14) 1 d P . 2 H7'A H 0.0411 0.5718 0.2953 0.099 Uiso 0.526(14) 1 calc PR A 2 H7'B H -0.0129 0.7164 0.3214 0.099 Uiso 0.526(14) 1 calc PR A 2 C8 C 0.0682(3) 0.1034(3) 0.09991(16) 0.0579(6) Uani 1 1 d . . . H8A H 0.0137 0.1354 0.1493 0.069 Uiso 1 1 calc R . . H8B H 0.1428 0.0383 0.1202 0.069 Uiso 1 1 calc R . . C9 C -0.0379(3) 0.0316(3) 0.03766(19) 0.0633(7) Uani 1 1 d . . . H9A H -0.0905 -0.0399 0.0682 0.076 Uiso 1 1 calc R . . H9B H -0.1108 0.0977 0.0167 0.076 Uiso 1 1 calc R . . N1 N 0.6100(2) 0.3901(2) 0.09958(15) 0.0618(6) Uani 1 1 d . B . N2 N 0.4042(2) 0.6377(2) 0.09673(13) 0.0544(5) Uani 1 1 d . . . N3 N 0.3015(4) 0.8213(3) 0.1567(2) 0.0915(9) Uani 1 1 d . A . N4 N 0.2867(2) 0.7099(3) 0.20769(15) 0.0645(6) Uani 1 1 d . . . N5 N 0.30349(19) 0.36941(18) 0.01625(12) 0.0464(4) Uani 1 1 d . . . N6 N 0.0612(2) 0.3242(2) 0.02462(15) 0.0578(5) Uani 1 1 d . . . N7 N 0.1419(2) 0.22072(19) 0.05950(13) 0.0478(5) Uani 1 1 d . . . S1 S 0.7793(3) 0.2800(3) 0.22884(9) 0.1104(13) Uani 0.632(6) 1 d P B 4 S1' S 0.6814(6) 0.1621(7) 0.2033(4) 0.161(4) Uani 0.368(6) 1 d PD B 3 O1W O 0.5758(9) 0.0297(6) 0.1326(6) 0.141(3) Uani 0.50 1 d P . . H1WA H 0.4761 0.0020 0.1478 0.169 Uiso 0.50 1 d PR . . H1WB H 0.6307 -0.0311 0.0952 0.169 Uiso 0.50 1 d PR . . 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 0.0334(3) 0.0422(3) 0.0510(3) 0.00307(18) 0.00385(18) -0.00008(16) C1 0.091(2) 0.127(3) 0.0524(16) 0.0179(18) 0.0149(15) 0.060(2) C2 0.0589(14) 0.0627(15) 0.0582(14) -0.0002(12) 0.0066(11) 0.0084(12) C3 0.089(2) 0.0542(16) 0.101(2) 0.0041(16) 0.0406(18) 0.0084(15) C4 0.0401(11) 0.0462(12) 0.0730(16) 0.0097(11) 0.0024(10) 0.0013(10) C5 0.0427(12) 0.0434(12) 0.0588(14) 0.0003(10) -0.0008(10) 0.0014(9) C6 0.0651(18) 0.125(3) 0.0552(16) -0.0131(17) 0.0065(13) 0.0204(18) C7 0.061(4) 0.094(7) 0.054(3) -0.016(4) 0.013(2) -0.003(4) C6' 0.0651(18) 0.125(3) 0.0552(16) -0.0131(17) 0.0065(13) 0.0204(18) C7' 0.069(4) 0.125(8) 0.055(4) 0.018(4) 0.019(2) 0.020(4) C8 0.0684(15) 0.0505(13) 0.0548(14) 0.0032(11) 0.0028(11) -0.0182(12) C9 0.0589(16) 0.0587(15) 0.0725(18) -0.0009(13) 0.0095(13) -0.0217(12) N1 0.0528(11) 0.0639(13) 0.0687(14) 0.0130(12) -0.0028(10) 0.0016(10) N2 0.0479(11) 0.0517(11) 0.0641(13) -0.0021(10) 0.0109(9) 0.0023(9) N3 0.109(2) 0.0637(15) 0.103(2) -0.0076(15) 0.0422(17) 0.0148(14) N4 0.0540(12) 0.0789(15) 0.0608(13) -0.0100(12) 0.0070(10) 0.0100(11) N5 0.0382(9) 0.0432(10) 0.0577(11) 0.0014(9) 0.0028(8) -0.0027(8) N6 0.0405(10) 0.0538(12) 0.0793(14) 0.0122(11) 0.0003(9) -0.0029(9) N7 0.0454(10) 0.0415(10) 0.0565(11) 0.0009(8) -0.0011(8) -0.0074(8) S1 0.140(2) 0.136(2) 0.0543(9) 0.0087(8) -0.0166(8) 0.0763(18) S1' 0.141(4) 0.201(7) 0.144(4) 0.119(5) 0.059(3) 0.093(5) O1W 0.139(6) 0.084(3) 0.199(8) -0.015(4) 0.007(5) -0.026(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 Fe1 N1 2.112(2) 3_665 ? Fe1 N1 2.112(2) . ? Fe1 N5 2.1942(17) 3_665 ? Fe1 N5 2.1942(17) . ? Fe1 N2 2.201(2) 3_665 ? Fe1 N2 2.201(2) . ? C1 N1 1.109(3) . ? C1 S1 1.637(3) . ? C1 S1' 1.820(5) . ? C2 N2 1.307(3) . ? C2 N4 1.312(3) . ? C2 H2 0.9300 . ? C3 N3 1.297(4) . ? C3 N2 1.342(3) . ? C3 H3 0.9300 . ? C4 N6 1.306(3) . ? C4 N5 1.336(3) . ? C4 H4 0.9300 . ? C5 N7 1.316(3) . ? C5 N5 1.325(3) . ? C5 H5 0.9300 . ? C6 N4 1.460(4) . ? C6 C7 1.488(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C7 1.242(13) 2 ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7' C7' 1.078(14) 2 ? C7' H7'A 0.9700 . ? C7' H7'B 0.9700 . ? C8 N7 1.465(3) . ? C8 C9 1.517(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C9 1.498(6) 3 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N3 N4 1.349(4) . ? N6 N7 1.347(3) . ? O1W H1WA 0.9700 . ? O1W H1WB 0.9700 . ? 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 Fe1 N1 180.00(9) 3_665 . ? N1 Fe1 N5 89.51(8) 3_665 3_665 ? N1 Fe1 N5 90.49(8) . 3_665 ? N1 Fe1 N5 90.49(8) 3_665 . ? N1 Fe1 N5 89.51(8) . . ? N5 Fe1 N5 180.0 3_665 . ? N1 Fe1 N2 89.41(8) 3_665 3_665 ? N1 Fe1 N2 90.59(8) . 3_665 ? N5 Fe1 N2 86.88(7) 3_665 3_665 ? N5 Fe1 N2 93.12(7) . 3_665 ? N1 Fe1 N2 90.59(8) 3_665 . ? N1 Fe1 N2 89.41(8) . . ? N5 Fe1 N2 93.12(7) 3_665 . ? N5 Fe1 N2 86.88(7) . . ? N2 Fe1 N2 180.0 3_665 . ? N1 C1 S1 163.4(4) . . ? N1 C1 S1' 145.7(4) . . ? S1 C1 S1' 50.9(2) . . ? N2 C2 N4 111.0(3) . . ? N2 C2 H2 124.5 . . ? N4 C2 H2 124.5 . . ? N3 C3 N2 114.6(3) . . ? N3 C3 H3 122.7 . . ? N2 C3 H3 122.7 . . ? N6 C4 N5 115.1(2) . . ? N6 C4 H4 122.4 . . ? N5 C4 H4 122.4 . . ? N7 C5 N5 110.1(2) . . ? N7 C5 H5 124.9 . . ? N5 C5 H5 124.9 . . ? N4 C6 C7 112.5(4) . . ? N4 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? N4 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? C7 C7 C6 140.9(7) 2 . ? C7 C7 H7A 101.8 2 . ? C6 C7 H7A 101.8 . . ? C7 C7 H7B 101.8 2 . ? C6 C7 H7B 101.8 . . ? H7A C7 H7B 104.7 . . ? C7' C7' H7'A 103.8 2 . ? C7' C7' H7'B 103.8 2 . ? H7'A C7' H7'B 105.4 . . ? N7 C8 C9 111.6(2) . . ? N7 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? N7 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? C9 C9 C8 113.4(3) 3 . ? C9 C9 H9A 108.9 3 . ? C8 C9 H9A 108.9 . . ? C9 C9 H9B 108.9 3 . ? C8 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C1 N1 Fe1 177.8(3) . . ? C2 N2 C3 102.5(2) . . ? C2 N2 Fe1 127.39(18) . . ? C3 N2 Fe1 129.6(2) . . ? C3 N3 N4 102.9(2) . . ? C2 N4 N3 109.0(2) . . ? C2 N4 C6 129.0(3) . . ? N3 N4 C6 121.9(3) . . ? C5 N5 C4 102.50(18) . . ? C5 N5 Fe1 132.29(15) . . ? C4 N5 Fe1 124.44(15) . . ? C4 N6 N7 102.38(18) . . ? C5 N7 N6 109.86(18) . . ? C5 N7 C8 129.5(2) . . ? N6 N7 C8 120.50(19) . . ? H1WA O1W H1WB 117.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.399 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.057