# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1799 data_fepsi _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H4 Fe N8' _chemical_formula_weight 219.98 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' '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 'Cmcm' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' 'x+1/2, -y+1/2, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 15.197(3) _cell_length_b 7.2010(10) _cell_length_c 6.6720(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 730.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5 _cell_measurement_theta_max 12.5 _exptl_crystal_description 'plate-like' _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.001 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 2.024 _exptl_absorpt_correction_type 'Psi scan' _exptl_absorpt_correction_T_min 0.4935 _exptl_absorpt_correction_T_max 1.0000 _exptl_special_details ; Psi scan according to P. Coppens et al., Acta Cryst., 18, 1035 (1965). ; _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 'Rigaku AFC6S' _diffrn_measurement_method '\w-2\q' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 431 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 26.47 _reflns_number_total 431 _reflns_number_gt 364 _reflns_threshold_expression '>2sigma(I)' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1994) ; _computing_cell_refinement ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1994) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL (Siemens, 1990)' _computing_publication_material 'SHELXL97 CIFTAB (Sheldrick, 1997)' _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 matrix' _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1401P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct' _atom_sites_solution_secondary 'difmap' _atom_sites_solution_hydrogens 'difmap' _refine_ls_hydrogen_treatment 'isotropically' _refine_ls_extinction_method 'none' _refine_ls_extinction_coef ? _refine_ls_number_reflns 431 _refine_ls_number_parameters 42 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0707 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1741 _refine_ls_wR_factor_gt 0.1648 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.0000 0.0000 0.0000 0.0158(5) Uani 1 d S . . N1 N 0.0000 0.3049(8) -0.0001(3) 0.0187(11) Uani 1 d S . . C C 0.0742(3) 0.4038(6) -0.0001(3) 0.0255(10) Uani 1 d . . . H H 0.132(4) 0.330(5) -0.005(3) 0.012(12) Uiso 1 d . . . N2 N -0.0924(3) -0.0041(3) 0.2500 0.0203(11) Uani 1 d S . . N3 N -0.1683(3) 0.0418(6) 0.2500 0.0289(9) Uani 1 d S . . N4 N -0.2393(3) 0.0861(10) 0.2500 0.0644(17) Uani 1 d S . . 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 0.0131(8) 0.0237(8) 0.0108(7) -0.00051(18) 0.000 0.000 N1 0.017(2) 0.028(2) 0.011(2) 0.0005(8) 0.000 0.000 C 0.017(2) 0.032(2) 0.028(2) 0.0016(7) 0.0016(8) 0.0013(18) N2 0.013(2) 0.032(2) 0.016(2) 0.000 0.000 -0.0001(9) N3 0.020(2) 0.0483(18) 0.0184(18) 0.000 0.000 0.0017(18) N4 0.024(2) 0.113(5) 0.057(3) 0.000 0.000 0.017(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 N2 2.180(3) 3 ? Fe N2 2.180(3) 11 ? Fe N2 2.180(3) 9 ? Fe N2 2.180(3) . ? Fe N1 2.196(6) . ? Fe N1 2.196(6) 9 ? N1 C 1.334(5) . ? N1 C 1.334(5) 12 ? C C 1.385(9) 4_565 ? N2 N3 1.201(7) . ? N2 Fe 2.180(3) 2 ? N3 N4 1.125(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 N2 Fe N2 180.0 3 11 ? N2 Fe N2 99.85(19) 3 9 ? N2 Fe N2 80.15(19) 11 9 ? N2 Fe N2 80.15(19) 3 . ? N2 Fe N2 99.85(19) 11 . ? N2 Fe N2 180.0 9 . ? N2 Fe N1 90.79(7) 3 . ? N2 Fe N1 89.21(7) 11 . ? N2 Fe N1 89.21(7) 9 . ? N2 Fe N1 90.79(7) . . ? N2 Fe N1 89.21(7) 3 9 ? N2 Fe N1 90.79(7) 11 9 ? N2 Fe N1 90.79(7) 9 9 ? N2 Fe N1 89.21(7) . 9 ? N1 Fe N1 180.0 . 9 ? C N1 C 115.5(5) . 12 ? C N1 Fe 122.3(3) . . ? C N1 Fe 122.3(3) 12 . ? N1 C C 122.3(3) . 4_565 ? N3 N2 Fe 127.97(10) . 2 ? N3 N2 Fe 127.97(10) . . ? Fe N2 Fe 99.83(19) 2 . ? N4 N3 N2 179.5(6) . . ? _diffrn_measured_fraction_theta_max 0.470 _diffrn_reflns_theta_full 26.47 _diffrn_measured_fraction_theta_full 0.470 _refine_diff_density_max 1.762 _refine_diff_density_min -1.203 _refine_diff_density_rms 0.215