data_Compound 1 (293 K) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H8 Au2 F2 Fe1 N6' _chemical_formula_weight 748.05 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Au' 'Au' -2.0133 8.8022 '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/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 9.0300(4) _cell_length_b 13.8630(5) _cell_length_c 15.4510(7) _cell_angle_alpha 90.00 _cell_angle_beta 96.255(2) _cell_angle_gamma 90.00 _cell_volume 1922.69(14) _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 prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 15.994 _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 6620 _diffrn_reflns_av_R_equivalents 0.0620 _diffrn_reflns_av_sigmaI/netI 0.0907 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.46 _reflns_number_total 4242 _reflns_number_gt 2411 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT' _computing_cell_refinement 'HKL DENZO' _computing_data_reduction 'HKL DENZO and SCALEPACK' _computing_structure_solution 'SHELXS-97' _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^)+(0.0778P)^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 SHELXL _refine_ls_extinction_coef 0.00112(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4242 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1144 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.1540 _refine_ls_wR_factor_gt 0.1268 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _refine_ls_shift/su_max 0.015 _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 Fe Fe 0.1653(2) 0.49906(10) 0.23925(9) 0.0352(4) Uani 1 1 d . . . Au1 Au 0.10606(7) 0.76783(4) -0.00132(3) 0.0478(2) Uani 1 1 d . . . Au2 Au 0.23372(7) 0.23208(4) 0.48076(3) 0.0472(2) Uani 1 1 d . . . N1 N 0.4034(13) 0.5483(8) 0.2737(6) 0.048(3) Uani 1 1 d . . . N2 N -0.0678(13) 0.4477(7) 0.2054(7) 0.043(3) Uani 1 1 d . . . N3 N 0.1271(16) 0.6170(8) 0.1494(7) 0.060(4) Uani 1 1 d . . . N4 N 0.2295(13) 0.4105(7) 0.1340(6) 0.047(3) Uani 1 1 d . . . N5 N 0.2107(12) 0.3817(7) 0.3295(6) 0.039(3) Uani 1 1 d . . . N6 N 0.1053(14) 0.5869(7) 0.3438(6) 0.050(3) Uani 1 1 d . . . C1 C 0.480(2) 0.5970(12) 0.2169(12) 0.072(5) Uani 1 1 d . . . H1 H 0.4332 0.6074 0.1609 0.12(3) Uiso 1 1 calc R . . C2 C 0.617(3) 0.6306(13) 0.2363(14) 0.095(7) Uani 1 1 d . . . H2 H 0.6619 0.6669 0.1959 0.12(3) Uiso 1 1 calc R . . C3 C 0.695(2) 0.6106(13) 0.3197(14) 0.087(6) Uani 1 1 d . . . H3 H 0.7909 0.6323 0.3363 0.12(3) Uiso 1 1 calc R . . C4 C 0.616(2) 0.5570(14) 0.3729(11) 0.080(5) Uani 1 1 d . . . C5 C 0.4734(19) 0.5316(12) 0.3498(9) 0.066(4) Uani 1 1 d . . . H5 H 0.4224 0.5003 0.3908 0.12(3) Uiso 1 1 calc R . . C6 C -0.1378(19) 0.3978(11) 0.2655(12) 0.068(5) Uani 1 1 d . . . H6 H -0.0887 0.3884 0.3209 0.12(3) Uiso 1 1 calc R . . C7 C -0.281(2) 0.3607(12) 0.2455(14) 0.080(5) Uani 1 1 d . . . C8 C -0.356(2) 0.3743(13) 0.1637(15) 0.085(6) Uani 1 1 d . . . H8 H -0.4521 0.3503 0.1495 0.12(3) Uiso 1 1 calc R . . C9 C -0.287(2) 0.4226(14) 0.1067(13) 0.080(5) Uani 1 1 d . . . C10 C -0.143(2) 0.4599(11) 0.1281(9) 0.069(5) Uani 1 1 d . . . H10 H -0.0992 0.4946 0.0862 0.12(3) Uiso 1 1 calc R . . C11 C 0.1210(16) 0.6708(10) 0.0960(8) 0.052(4) Uani 1 1 d . . . C12 C 0.2373(16) 0.3585(9) 0.0786(8) 0.046(3) Uani 1 1 d . . . C13 C 0.2234(16) 0.3257(9) 0.3827(9) 0.049(4) Uani 1 1 d . . . C14 C 0.0992(17) 0.6390(10) 0.4018(8) 0.053(4) Uani 1 1 d . . . F1 F 0.6812(14) 0.5335(10) 0.4515(7) 0.135(5) Uani 1 1 d . . . F2A F -0.353(2) 0.4369(18) 0.0312(11) 0.105(8) Uani 0.50 1 d P . . F2B F -0.345(3) 0.3247(17) 0.305(2) 0.154(13) Uani 0.50 1 d P . . 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 0.0504(12) 0.0288(8) 0.0266(8) 0.0008(6) 0.0050(7) 0.0010(8) Au1 0.0553(4) 0.0468(3) 0.0417(3) 0.0158(2) 0.0067(3) 0.0022(3) Au2 0.0568(4) 0.0450(3) 0.0401(3) 0.0143(2) 0.0063(3) -0.0006(3) N1 0.057(9) 0.046(6) 0.042(6) -0.008(5) 0.005(6) -0.006(6) N2 0.045(7) 0.037(5) 0.049(6) -0.003(5) 0.014(6) 0.008(5) N3 0.089(11) 0.054(7) 0.037(6) 0.010(5) 0.012(7) 0.016(7) N4 0.066(9) 0.048(6) 0.031(5) -0.014(5) 0.020(6) -0.002(6) N5 0.046(8) 0.035(5) 0.034(5) 0.004(4) -0.006(5) -0.013(5) N6 0.061(9) 0.055(7) 0.034(6) -0.012(5) 0.007(6) 0.006(6) C1 0.043(11) 0.085(12) 0.089(12) 0.031(10) 0.011(10) -0.016(9) C2 0.11(2) 0.065(11) 0.119(17) 0.002(10) 0.057(16) -0.022(12) C3 0.069(15) 0.088(13) 0.110(16) -0.030(12) 0.039(14) -0.017(11) C4 0.045(11) 0.129(15) 0.063(11) -0.010(10) -0.009(9) -0.029(11) C5 0.061(12) 0.095(12) 0.037(8) 0.008(7) -0.013(7) -0.016(10) C6 0.043(11) 0.067(10) 0.094(13) 0.015(9) 0.003(9) 0.004(8) C7 0.060(14) 0.063(10) 0.116(16) 0.008(10) 0.004(12) -0.018(10) C8 0.048(13) 0.082(13) 0.123(17) 0.002(12) -0.001(12) -0.012(10) C9 0.037(11) 0.094(13) 0.107(15) -0.030(11) 0.003(11) 0.030(10) C10 0.082(14) 0.075(10) 0.045(8) -0.001(7) -0.019(9) 0.027(10) C11 0.049(10) 0.065(9) 0.042(8) 0.009(7) 0.000(7) 0.016(7) C12 0.058(10) 0.048(7) 0.035(7) 0.002(5) 0.013(7) -0.007(7) C13 0.054(10) 0.037(7) 0.059(8) 0.016(6) 0.017(7) 0.004(7) C14 0.048(10) 0.066(9) 0.048(8) -0.018(7) 0.008(7) 0.000(7) F1 0.110(11) 0.200(13) 0.085(8) -0.002(8) -0.028(7) -0.047(10) F2A 0.061(14) 0.21(3) 0.040(10) 0.016(12) -0.020(10) -0.006(15) F2B 0.08(2) 0.100(17) 0.29(4) 0.06(2) 0.06(2) -0.015(15) _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 2.263(12) . ? Fe N2 2.229(12) . ? Fe N3 2.148(11) . ? Fe N4 2.167(9) . ? Fe N5 2.152(10) . ? Fe N6 2.139(10) . ? Au1 C14 1.972(12) 4_575 ? Au1 C11 2.011(13) . ? Au1 Au2 3.1580(8) 2 ? Au2 C12 1.962(12) 4_566 ? Au2 C13 1.989(12) . ? Au2 Au1 3.1580(8) 2_545 ? N1 C5 1.294(16) . ? N1 C1 1.354(17) . ? N2 C10 1.319(17) . ? N2 C6 1.366(18) . ? N3 C11 1.110(15) . ? N4 C12 1.127(14) . ? N5 C13 1.128(14) . ? N6 C14 1.158(15) . ? C1 C2 1.33(3) . ? C1 H1 0.9300 . ? C2 C3 1.42(3) . ? C2 H2 0.9300 . ? C3 C4 1.36(2) . ? C3 H3 0.9300 . ? C4 F1 1.331(19) . ? C4 C5 1.35(2) . ? C5 H5 0.9300 . ? C6 C7 1.40(2) . ? C6 H6 0.9300 . ? C7 F2B 1.25(3) . ? C7 C8 1.38(3) . ? C8 C9 1.32(2) . ? C8 H8 0.9300 . ? C9 F2A 1.27(2) . ? C9 C10 1.40(2) . ? C10 H10 0.9300 . ? C12 Au2 1.962(12) 4_565 ? C14 Au1 1.972(12) 4_576 ? 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 Fe N1 178.9(3) . . ? N3 Fe N1 90.2(5) . . ? N4 Fe N1 91.3(4) . . ? N5 Fe N1 88.1(4) . . ? N6 Fe N1 87.9(4) . . ? N3 Fe N2 90.6(5) . . ? N4 Fe N2 88.0(4) . . ? N5 Fe N2 91.1(4) . . ? N6 Fe N2 92.8(4) . . ? N3 Fe N4 89.0(4) . . ? N3 Fe N5 178.3(5) . . ? N3 Fe N6 91.1(4) . . ? N5 Fe N4 90.6(4) . . ? N6 Fe N4 179.1(5) . . ? N6 Fe N5 89.3(4) . . ? C14 Au1 C11 177.6(6) 4_575 . ? C14 Au1 Au2 103.2(4) 4_575 2 ? C11 Au1 Au2 78.9(4) . 2 ? C12 Au2 C13 178.0(6) 4_566 . ? C12 Au2 Au1 87.6(4) 4_566 2_545 ? C13 Au2 Au1 90.5(4) . 2_545 ? C5 N1 C1 116.5(14) . . ? C5 N1 Fe 121.2(10) . . ? C1 N1 Fe 122.3(10) . . ? C10 N2 C6 116.6(15) . . ? C10 N2 Fe 123.5(11) . . ? C6 N2 Fe 119.8(10) . . ? C11 N3 Fe 169.7(12) . . ? C12 N4 Fe 167.5(12) . . ? C13 N5 Fe 171.8(11) . . ? C14 N6 Fe 167.9(12) . . ? N1 C1 C2 123.8(18) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C3 119.5(18) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 114.5(19) . . ? C4 C3 H3 122.8 . . ? C2 C3 H3 122.8 . . ? F1 C4 C3 118.6(17) . . ? F1 C4 C5 119.4(16) . . ? C3 C4 C5 121.9(18) . . ? N1 C5 C4 123.5(16) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? N2 C6 C7 121.5(17) . . ? N2 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? F2B C7 C8 121(2) . . ? F2B C7 C6 118(2) . . ? C8 C7 C6 120.3(19) . . ? C9 C8 C7 117(2) . . ? C9 C8 H8 121.4 . . ? C7 C8 H8 121.4 . . ? C8 C9 F2A 119(2) . . ? C8 C9 C10 121.7(19) . . ? F2A C9 C10 119(2) . . ? N2 C10 C9 122.7(17) . . ? N2 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? N3 C11 Au1 179.0(15) . . ? N4 C12 Au2 175.5(14) . 4_565 ? N5 C13 Au2 175.6(12) . . ? N6 C14 Au1 175.0(13) . 4_576 ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 1.074 _refine_diff_density_min -1.220 _refine_diff_density_rms 0.239