# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Chris Adams' _publ_contact_author_email chcja@bris.ac.uk _publ_section_title ; Iron(II) thio- and selenocyanate coordination networks containing 3,3'-bipyridine. ; loop_ _publ_author_name C.Adams M.Haddow D.Harding T.Podesta R.Waddington data_djh34model _database_code_depnum_ccdc_archive 'CCDC 818774' #TrackingRef '- 4model.cif' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' _symmetry_Int_Tables_number 88 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 3/4-y,1/4+x,1/4+z 4 3/4+y,3/4-x,3/4+z 5 1/2+x,1/2+y,1/2+z 6 -x,1/2-y,z 7 1/4-y,3/4+x,3/4+z 8 1/4+y,1/4-x,1/4+z 9 -x,-y,-z 10 1/2+x,y,1/2-z 11 1/4+y,3/4-x,3/4-z 12 1/4-y,1/4+x,1/4-z 13 1/2-x,1/2-y,1/2-z 14 x,1/2+y,-z 15 3/4+y,1/4-x,1/4-z 16 3/4-y,3/4+x,3/4-z _cell_length_a 15.60597 _cell_length_b 15.60597 _cell_length_c 19.02474 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z Fe1 Fe 0.0000 0.7500 0.10490(3) Se1 Se 0.24423(8) 0.60700(8) 0.02576(7) N1 N -0.06727(19) 0.6779(2) 0.02445(15) N3 N 0.0969(2) 0.6566(2) 0.10086(18) C2 C -0.2044(2) 0.6331(2) -0.02368(19) C1 C -0.1532(2) 0.6716(2) 0.02890(19) H1 H -0.1803 0.6945 0.0695 C3 C -0.1633(2) 0.5993(3) -0.08422(18) H3 H -0.1951 0.5745 -0.1215 C5 C -0.0286(2) 0.6438(3) -0.03352(19) H5 H 0.0311 0.6475 -0.0373 C11 C 0.1584(2) 0.6345(2) 0.07066(19) C4 C -0.0744(3) 0.6030(3) -0.0882(2) H4 H -0.0456 0.5785 -0.1272 N2 N -0.4345(2) 0.6809(2) -0.06459(16) C6 C -0.3487(2) 0.6763(2) -0.06697(19) H6 H -0.3204 0.7031 -0.1053 C7 C -0.2990(2) 0.6338(2) -0.01549(19) C10 C -0.4741(3) 0.6437(3) -0.0092(2) H10 H -0.5339 0.6468 -0.0066 C8 C -0.3414(3) 0.5964(3) 0.0414(2) H8 H -0.3106 0.5685 0.0777 C9 C -0.4303(3) 0.6003(3) 0.0446(2) H9 H -0.4600 0.5742 0.0824 Se1 Se -0.24423(8) 0.89300(8) 0.02576(7) N1 N 0.06727(19) 0.8221(2) 0.02445(15) N3 N -0.0969(2) 0.8434(2) 0.10086(18) C2 C 0.2044(2) 0.8669(2) -0.02368(19) C1 C 0.1532(2) 0.8284(2) 0.02890(19) H1 H 0.1803 0.8055 0.0695 C3 C 0.1633(2) 0.9007(3) -0.08422(18) H3 H 0.1951 0.9255 -0.1215 C5 C 0.0286(2) 0.8562(3) -0.03352(19) H5 H -0.0311 0.8525 -0.0373 C11 C -0.1584(2) 0.8655(2) 0.07066(19) C4 C 0.0744(3) 0.8970(3) -0.0882(2) H4 H 0.0456 0.9215 -0.1272 N2 N 0.4345(2) 0.8191(2) -0.06459(16) C6 C 0.3487(2) 0.8237(2) -0.06697(19) H6 H 0.3204 0.7969 -0.1053 C7 C 0.2990(2) 0.8662(2) -0.01549(19) C10 C 0.4741(3) 0.8563(3) -0.0092(2) H10 H 0.5339 0.8532 -0.0066 C8 C 0.3414(3) 0.9036(3) 0.0414(2) H8 H 0.3106 0.9315 0.0777 C9 C 0.4303(3) 0.8997(3) 0.0446(2) H9 H 0.4600 0.9258 0.0824 Fe1 Fe -0.5000 0.7500 -0.14510(3) Fe1 Fe 0.5000 0.7500 -0.14510(3) N2 N 0.0691(2) 0.8155(2) 0.18541(16) N2 N -0.0691(2) 0.6845(2) 0.18541(16) # Attachment '- Revised_cifs.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 818775' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 Fe N6 O2 S2' _chemical_formula_weight 548.46 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' 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' _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 8.2933(3) _cell_length_b 9.0510(3) _cell_length_c 9.0781(3) _cell_angle_alpha 97.574(2) _cell_angle_beta 96.833(2) _cell_angle_gamma 111.473(2) _cell_volume 618.18(4) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 8864 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.51 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 284 _exptl_absorpt_coefficient_mu 0.813 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.68 _exptl_absorpt_correction_T_max 0.74 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12160 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0113 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 27.53 _reflns_number_total 2835 _reflns_number_gt 2643 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker APEX' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0462P)^2^+0.1762P] 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 2835 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0768 _refine_ls_wR_factor_gt 0.0751 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Fe1 Fe 0.0000 0.0000 0.0000 0.02635(9) Uani 1 2 d S . . N1 N -0.17670(15) -0.23167(13) -0.16297(12) 0.0295(2) Uani 1 1 d . . . N2 N -0.07285(17) -0.37885(15) -0.76038(14) 0.0348(3) Uani 1 1 d . . . N3 N -0.18328(16) -0.04871(15) 0.14979(14) 0.0350(3) Uani 1 1 d . . . O1 O -0.12052(14) 0.14040(13) -0.10220(12) 0.0370(2) Uani 1 1 d . . . S1 S -0.30106(5) -0.03965(4) 0.42569(4) 0.03599(11) Uani 1 1 d . . . C1 C -0.3010(2) -0.34413(18) -0.11028(17) 0.0390(3) Uani 1 1 d . . . H1A H -0.3208 -0.3179 -0.0110 0.047 Uiso 1 1 calc R . . C2 C -0.4010(2) -0.4959(2) -0.19439(18) 0.0470(4) Uani 1 1 d . . . H2B H -0.4890 -0.5716 -0.1539 0.056 Uiso 1 1 calc R . . C3 C -0.3724(2) -0.53730(17) -0.33792(17) 0.0370(3) Uani 1 1 d . . . H3B H -0.4399 -0.6419 -0.3967 0.044 Uiso 1 1 calc R . . C4 C -0.24359(16) -0.42419(15) -0.39556(14) 0.0257(2) Uani 1 1 d . . . C5 C -0.15124(17) -0.27286(15) -0.30307(14) 0.0286(3) Uani 1 1 d . . . H5A H -0.0646 -0.1938 -0.3418 0.034 Uiso 1 1 calc R . . C6 C -0.10905(18) -0.34645(16) -0.62261(15) 0.0302(3) Uani 1 1 d . . . H6A H -0.0666 -0.2366 -0.5730 0.036 Uiso 1 1 calc R . . C7 C -0.20585(16) -0.46543(15) -0.54800(14) 0.0262(2) Uani 1 1 d . . . C8 C -0.2645(2) -0.62550(17) -0.62251(17) 0.0377(3) Uani 1 1 d . . . H8A H -0.3286 -0.7109 -0.5755 0.045 Uiso 1 1 calc R . . C9 C -0.2290(2) -0.65964(18) -0.76504(18) 0.0425(4) Uani 1 1 d . . . H9A H -0.2695 -0.7683 -0.8174 0.051 Uiso 1 1 calc R . . C10 C -0.1339(2) -0.53358(19) -0.83012(18) 0.0391(3) Uani 1 1 d . . . H10A H -0.1109 -0.5576 -0.9286 0.047 Uiso 1 1 calc R . . C11 C -0.3019(2) 0.0889(2) -0.16525(19) 0.0452(4) Uani 1 1 d . . . H11A H -0.3224 0.1769 -0.2057 0.068 Uiso 1 1 calc R . . H11B H -0.3728 0.0592 -0.0867 0.068 Uiso 1 1 calc R . . H11C H -0.3357 -0.0051 -0.2468 0.068 Uiso 1 1 calc R . . C12 C -0.23444(17) -0.04761(15) 0.26411(15) 0.0286(3) Uani 1 1 d . . . H1B H -0.064(3) 0.205(3) -0.147(2) 0.055(6) Uiso 1 1 d . . . 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 0.03035(15) 0.02394(14) 0.02091(14) 0.00303(9) 0.00890(10) 0.00525(10) N1 0.0328(6) 0.0257(5) 0.0248(5) 0.0038(4) 0.0072(4) 0.0051(4) N2 0.0427(7) 0.0307(6) 0.0311(6) 0.0067(5) 0.0119(5) 0.0125(5) N3 0.0394(6) 0.0299(6) 0.0313(6) 0.0033(5) 0.0140(5) 0.0070(5) O1 0.0351(5) 0.0364(5) 0.0376(5) 0.0144(4) 0.0082(4) 0.0086(4) S1 0.0428(2) 0.03174(19) 0.02943(18) 0.00351(13) 0.01668(14) 0.00762(15) C1 0.0418(8) 0.0355(7) 0.0281(7) 0.0036(6) 0.0125(6) 0.0008(6) C2 0.0480(9) 0.0370(8) 0.0365(8) 0.0048(6) 0.0169(7) -0.0081(7) C3 0.0386(7) 0.0259(6) 0.0324(7) 0.0020(5) 0.0064(6) -0.0023(5) C4 0.0280(6) 0.0221(6) 0.0242(6) 0.0046(5) 0.0024(5) 0.0071(5) C5 0.0319(6) 0.0223(6) 0.0262(6) 0.0043(5) 0.0071(5) 0.0040(5) C6 0.0360(7) 0.0240(6) 0.0284(6) 0.0039(5) 0.0065(5) 0.0092(5) C7 0.0285(6) 0.0223(6) 0.0258(6) 0.0030(5) 0.0025(5) 0.0088(5) C8 0.0475(8) 0.0231(6) 0.0384(8) 0.0037(5) 0.0118(6) 0.0084(6) C9 0.0568(9) 0.0259(7) 0.0408(8) -0.0032(6) 0.0120(7) 0.0137(6) C10 0.0502(8) 0.0372(8) 0.0319(7) 0.0009(6) 0.0132(6) 0.0191(7) C11 0.0401(8) 0.0503(9) 0.0428(8) 0.0052(7) 0.0031(6) 0.0172(7) C12 0.0282(6) 0.0212(6) 0.0310(6) 0.0025(5) 0.0080(5) 0.0035(5) _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 O1 2.1201(11) . ? Fe1 O1 2.1201(11) 2 ? Fe1 N3 2.1244(12) . ? Fe1 N3 2.1244(12) 2 ? Fe1 N1 2.2693(11) . ? Fe1 N1 2.2693(11) 2 ? N1 C5 1.3408(17) . ? N1 C1 1.3437(17) . ? N2 C10 1.3376(19) . ? N2 C6 1.3407(18) . ? N3 C12 1.1672(18) . ? O1 C11 1.4210(19) . ? S1 C12 1.6298(13) . ? C1 C2 1.377(2) . ? C2 C3 1.380(2) . ? C3 C4 1.3917(18) . ? C4 C5 1.3941(17) . ? C4 C7 1.4848(17) . ? C6 C7 1.3970(18) . ? C7 C8 1.3931(18) . ? C8 C9 1.381(2) . ? C9 C10 1.379(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 O1 Fe1 O1 180.0 . 2 ? O1 Fe1 N3 90.57(5) . . ? O1 Fe1 N3 89.43(5) 2 . ? O1 Fe1 N3 89.43(5) . 2 ? O1 Fe1 N3 90.57(5) 2 2 ? N3 Fe1 N3 180.0 . 2 ? O1 Fe1 N1 93.09(4) . . ? O1 Fe1 N1 86.91(4) 2 . ? N3 Fe1 N1 90.04(4) . . ? N3 Fe1 N1 89.96(4) 2 . ? O1 Fe1 N1 86.91(4) . 2 ? O1 Fe1 N1 93.09(4) 2 2 ? N3 Fe1 N1 89.96(4) . 2 ? N3 Fe1 N1 90.04(4) 2 2 ? N1 Fe1 N1 180.0 . 2 ? C5 N1 C1 117.21(11) . . ? C5 N1 Fe1 124.13(8) . . ? C1 N1 Fe1 118.09(9) . . ? C10 N2 C6 118.00(12) . . ? C12 N3 Fe1 158.29(11) . . ? C11 O1 Fe1 126.11(10) . . ? N1 C1 C2 122.63(13) . . ? C1 C2 C3 119.60(14) . . ? C2 C3 C4 119.27(13) . . ? C3 C4 C5 116.99(12) . . ? C3 C4 C7 120.91(12) . . ? C5 C4 C7 122.09(11) . . ? N1 C5 C4 124.27(12) . . ? N2 C6 C7 123.55(12) . . ? C8 C7 C6 116.98(12) . . ? C8 C7 C4 121.21(12) . . ? C6 C7 C4 121.81(11) . . ? C9 C8 C7 119.76(13) . . ? C10 C9 C8 118.97(14) . . ? N2 C10 C9 122.73(14) . . ? N3 C12 S1 178.03(12) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.521 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.045 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 818776' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H24 Fe N6 O2 Se2' _chemical_formula_sum 'C24 H24 Fe N6 O2 Se2' _chemical_formula_weight 642.26 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 '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 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6187(4) _cell_length_b 8.9469(4) _cell_length_c 9.1211(4) _cell_angle_alpha 94.987(2) _cell_angle_beta 111.423(2) _cell_angle_gamma 97.270(2) _cell_volume 642.69(5) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 7850 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.659 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 320 _exptl_absorpt_coefficient_mu 3.452 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5003 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11180 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0148 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.55 _reflns_number_total 2961 _reflns_number_gt 2793 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'BRuker APEX' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0255P)^2^+0.2063P] 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 2961 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0191 _refine_ls_R_factor_gt 0.0175 _refine_ls_wR_factor_ref 0.0486 _refine_ls_wR_factor_gt 0.0478 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 Fe1 Fe 0.0000 0.5000 0.0000 0.02328(7) Uani 1 2 d S . . Se1 Se 0.320363(19) 0.064462(15) 0.046023(16) 0.03216(6) Uani 1 1 d . . . O1 O 0.11314(14) 0.59509(13) -0.14836(14) 0.0347(2) Uani 1 1 d . . . C12 C 0.23145(16) 0.23360(15) 0.05107(15) 0.0246(2) Uani 1 1 d . . . C7 C 0.19974(17) 1.03305(15) 0.45578(15) 0.0248(3) Uani 1 1 d . . . N3 N 0.16949(16) 0.34171(14) 0.04814(14) 0.0315(3) Uani 1 1 d . . . N1 N 0.17940(15) 0.65836(13) 0.22177(13) 0.0272(2) Uani 1 1 d . . . N2 N 0.06651(17) 1.24947(14) 0.37486(15) 0.0332(3) Uani 1 1 d . . . C4 C 0.24303(17) 0.88468(14) 0.41220(15) 0.0242(2) Uani 1 1 d . . . C5 C 0.14750(17) 0.79387(15) 0.26646(15) 0.0257(3) Uani 1 1 d . . . H5 H 0.0542 0.8305 0.1946 0.031 Uiso 1 1 calc R . . C6 C 0.10596(18) 1.11419(16) 0.34071(16) 0.0278(3) Uani 1 1 d . . . H6 H 0.0679 1.0711 0.2320 0.033 Uiso 1 1 calc R . . C10 C 0.1220(2) 1.31016(18) 0.52841(19) 0.0373(3) Uani 1 1 d . . . H10 H 0.0965 1.4069 0.5540 0.045 Uiso 1 1 calc R . . C8 C 0.2534(2) 1.09814(17) 0.61436(16) 0.0325(3) Uani 1 1 d . . . H8 H 0.3163 1.0465 0.6971 0.039 Uiso 1 1 calc R . . C3 C 0.3810(2) 0.83071(17) 0.51491(17) 0.0340(3) Uani 1 1 d . . . H3 H 0.4497 0.8884 0.6156 0.041 Uiso 1 1 calc R . . C9 C 0.2144(2) 1.23824(19) 0.65045(18) 0.0382(3) Uani 1 1 d . . . H9 H 0.2510 1.2843 0.7580 0.046 Uiso 1 1 calc R . . C1 C 0.3138(2) 0.60948(17) 0.32321(19) 0.0381(3) Uani 1 1 d . . . H1 H 0.3389 0.5138 0.2934 0.046 Uiso 1 1 calc R . . C11 C 0.2891(2) 0.6468(2) -0.1076(2) 0.0441(4) Uani 1 1 d . . . H11A H 0.3285 0.7348 -0.0235 0.066 Uiso 1 1 calc R . . H11B H 0.3077 0.6764 -0.2017 0.066 Uiso 1 1 calc R . . H11C H 0.3521 0.5648 -0.0697 0.066 Uiso 1 1 calc R . . C2 C 0.4169(2) 0.69228(18) 0.4688(2) 0.0434(4) Uani 1 1 d . . . H2 H 0.5117 0.6545 0.5367 0.052 Uiso 1 1 calc R . . H1B H 0.061(3) 0.647(3) -0.211(3) 0.055(6) Uiso 1 1 d . . . 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 0.02637(13) 0.01941(12) 0.02209(13) 0.00207(9) 0.00594(10) 0.00768(10) Se1 0.03958(9) 0.02946(8) 0.02759(8) 0.00303(5) 0.00917(6) 0.01829(6) O1 0.0331(5) 0.0356(5) 0.0364(6) 0.0131(5) 0.0119(5) 0.0085(4) C12 0.0244(6) 0.0265(6) 0.0197(6) 0.0013(5) 0.0044(5) 0.0060(5) C7 0.0274(6) 0.0248(6) 0.0214(6) 0.0014(5) 0.0094(5) 0.0025(5) N3 0.0348(6) 0.0278(6) 0.0273(6) 0.0008(5) 0.0054(5) 0.0118(5) N1 0.0293(6) 0.0234(5) 0.0244(5) 0.0019(4) 0.0049(5) 0.0054(4) N2 0.0425(7) 0.0309(6) 0.0294(6) 0.0063(5) 0.0150(5) 0.0123(5) C4 0.0266(6) 0.0231(6) 0.0212(6) 0.0027(5) 0.0080(5) 0.0022(5) C5 0.0271(6) 0.0254(6) 0.0219(6) 0.0034(5) 0.0058(5) 0.0058(5) C6 0.0334(7) 0.0281(6) 0.0221(6) 0.0028(5) 0.0109(5) 0.0053(5) C10 0.0496(9) 0.0321(7) 0.0350(8) 0.0006(6) 0.0205(7) 0.0131(7) C8 0.0393(8) 0.0346(7) 0.0215(6) 0.0026(5) 0.0089(6) 0.0078(6) C3 0.0357(8) 0.0295(7) 0.0253(7) 0.0006(5) -0.0004(6) 0.0039(6) C9 0.0513(9) 0.0385(8) 0.0247(7) -0.0029(6) 0.0155(7) 0.0093(7) C1 0.0406(8) 0.0262(7) 0.0361(8) 0.0000(6) 0.0001(6) 0.0124(6) C11 0.0365(8) 0.0429(9) 0.0537(10) 0.0053(8) 0.0197(8) 0.0031(7) C2 0.0427(9) 0.0328(8) 0.0370(8) 0.0020(6) -0.0073(7) 0.0148(7) _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 O1 2.1118(11) 2_565 ? Fe1 O1 2.1118(11) . ? Fe1 N3 2.1203(12) 2_565 ? Fe1 N3 2.1203(12) . ? Fe1 N1 2.2699(11) 2_565 ? Fe1 N1 2.2699(11) . ? Se1 C12 1.7851(13) . ? O1 C11 1.4262(19) . ? C12 N3 1.1603(18) . ? C7 C8 1.3936(18) . ? C7 C6 1.3940(19) . ? C7 C4 1.4836(18) . ? N1 C5 1.3386(17) . ? N1 C1 1.3434(18) . ? N2 C6 1.3393(18) . ? N2 C10 1.341(2) . ? C4 C3 1.391(2) . ? C4 C5 1.3959(18) . ? C10 C9 1.376(2) . ? C8 C9 1.381(2) . ? C3 C2 1.381(2) . ? C1 C2 1.379(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 O1 Fe1 O1 180.0 2_565 . ? O1 Fe1 N3 89.88(5) 2_565 2_565 ? O1 Fe1 N3 90.12(5) . 2_565 ? O1 Fe1 N3 90.12(5) 2_565 . ? O1 Fe1 N3 89.88(5) . . ? N3 Fe1 N3 180.0 2_565 . ? O1 Fe1 N1 93.64(4) 2_565 2_565 ? O1 Fe1 N1 86.36(4) . 2_565 ? N3 Fe1 N1 89.72(4) 2_565 2_565 ? N3 Fe1 N1 90.28(4) . 2_565 ? O1 Fe1 N1 86.36(4) 2_565 . ? O1 Fe1 N1 93.64(4) . . ? N3 Fe1 N1 90.28(4) 2_565 . ? N3 Fe1 N1 89.72(4) . . ? N1 Fe1 N1 180.0 2_565 . ? C11 O1 Fe1 126.57(10) . . ? N3 C12 Se1 177.31(12) . . ? C8 C7 C6 117.13(13) . . ? C8 C7 C4 121.11(12) . . ? C6 C7 C4 121.75(11) . . ? C12 N3 Fe1 165.01(11) . . ? C5 N1 C1 117.34(12) . . ? C5 N1 Fe1 122.64(9) . . ? C1 N1 Fe1 119.58(9) . . ? C6 N2 C10 117.83(13) . . ? C3 C4 C5 117.30(12) . . ? C3 C4 C7 121.27(12) . . ? C5 C4 C7 121.43(12) . . ? N1 C5 C4 123.99(12) . . ? N2 C6 C7 123.63(12) . . ? N2 C10 C9 122.76(14) . . ? C9 C8 C7 119.57(14) . . ? C2 C3 C4 119.20(13) . . ? C10 C9 C8 119.07(14) . . ? N1 C1 C2 122.79(14) . . ? C1 C2 C3 119.36(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Fe1 O1 C11 127.91(13) 2_565 . . . ? N3 Fe1 O1 C11 -52.09(13) . . . . ? N1 Fe1 O1 C11 -142.38(13) 2_565 . . . ? N1 Fe1 O1 C11 37.63(13) . . . . ? O1 Fe1 N3 C12 77.0(5) 2_565 . . . ? O1 Fe1 N3 C12 -103.0(5) . . . . ? N1 Fe1 N3 C12 -16.7(5) 2_565 . . . ? N1 Fe1 N3 C12 163.3(5) . . . . ? O1 Fe1 N1 C5 -90.48(11) 2_565 . . . ? O1 Fe1 N1 C5 89.52(11) . . . . ? N3 Fe1 N1 C5 -0.62(11) 2_565 . . . ? N3 Fe1 N1 C5 179.38(11) . . . . ? O1 Fe1 N1 C1 81.75(12) 2_565 . . . ? O1 Fe1 N1 C1 -98.25(12) . . . . ? N3 Fe1 N1 C1 171.61(12) 2_565 . . . ? N3 Fe1 N1 C1 -8.39(12) . . . . ? C8 C7 C4 C3 -22.5(2) . . . . ? C6 C7 C4 C3 156.73(14) . . . . ? C8 C7 C4 C5 157.76(14) . . . . ? C6 C7 C4 C5 -23.05(19) . . . . ? C1 N1 C5 C4 -1.3(2) . . . . ? Fe1 N1 C5 C4 171.09(10) . . . . ? C3 C4 C5 N1 1.1(2) . . . . ? C7 C4 C5 N1 -179.13(12) . . . . ? C10 N2 C6 C7 0.6(2) . . . . ? C8 C7 C6 N2 0.3(2) . . . . ? C4 C7 C6 N2 -178.90(13) . . . . ? C6 N2 C10 C9 -1.1(2) . . . . ? C6 C7 C8 C9 -0.9(2) . . . . ? C4 C7 C8 C9 178.36(14) . . . . ? C5 C4 C3 C2 0.1(2) . . . . ? C7 C4 C3 C2 -179.65(14) . . . . ? N2 C10 C9 C8 0.5(3) . . . . ? C7 C8 C9 C10 0.5(2) . . . . ? C5 N1 C1 C2 0.3(2) . . . . ? Fe1 N1 C1 C2 -172.31(14) . . . . ? N1 C1 C2 C3 0.8(3) . . . . ? C4 C3 C2 C1 -1.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.318 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.046 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 818777' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H16 Fe N6 S2' _chemical_formula_sum 'C22 H16 Fe N6 S2' _chemical_formula_weight 484.38 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall -P2yn 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 8.6506(3) _cell_length_b 9.2253(3) _cell_length_c 14.1506(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.430(2) _cell_angle_gamma 90.00 _cell_volume 1125.91(6) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 5558 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 27.53 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.643 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11744 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_sigmaI/netI 0.0177 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 27.54 _reflns_number_total 2598 _reflns_number_gt 2170 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker APEX' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0469P)^2^+0.8885P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2598 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0438 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Fe1 Fe 0.0000 0.5000 0.5000 0.02186(12) Uani 1 2 d S . . S2 S 0.20872(12) 0.57321(11) 0.81739(5) 0.0755(3) Uani 1 1 d . . . N3 N 0.13053(19) 0.5600(2) 0.62384(11) 0.0289(4) Uani 1 1 d . . . N2 N 0.21218(18) 0.39889(18) 0.44508(11) 0.0268(3) Uani 1 1 d . . . C7 C 0.1366(2) 0.8415(2) 0.18653(13) 0.0249(4) Uani 1 1 d . . . N1 N 0.06230(18) 0.71215(18) 0.43040(11) 0.0263(3) Uani 1 1 d . . . C11 C 0.1653(2) 0.5672(2) 0.70421(14) 0.0307(4) Uani 1 1 d . . . C5 C 0.0661(2) 0.7241(2) 0.33603(13) 0.0258(4) Uani 1 1 d . . . H5 H 0.0223 0.6478 0.2976 0.031 Uiso 1 1 calc R . . C4 C 0.1301(2) 0.8411(2) 0.29107(13) 0.0260(4) Uani 1 1 d . . . C1 C 0.1186(2) 0.8238(2) 0.48322(13) 0.0307(4) Uani 1 1 d . . . H1 H 0.1148 0.8188 0.5501 0.037 Uiso 1 1 calc R . . C8 C 0.0169(2) 0.7915(2) 0.12376(14) 0.0325(4) Uani 1 1 d . . . H8 H -0.0758 0.7549 0.1466 0.039 Uiso 1 1 calc R . . C10 C 0.3294(2) 0.3518(2) 0.50407(14) 0.0313(4) Uani 1 1 d . . . H10 H 0.3196 0.3568 0.5704 0.038 Uiso 1 1 calc R . . C3 C 0.1897(3) 0.9537(2) 0.34770(15) 0.0358(5) Uani 1 1 d . . . H3 H 0.2354 1.0355 0.3201 0.043 Uiso 1 1 calc R . . C2 C 0.1819(3) 0.9455(3) 0.44465(15) 0.0381(5) Uani 1 1 d . . . H2 H 0.2196 1.0228 0.4843 0.046 Uiso 1 1 calc R . . C9 C 0.0348(2) 0.7958(3) 0.02763(15) 0.0368(5) Uani 1 1 d . . . H9 H -0.0450 0.7607 -0.0164 0.044 Uiso 1 1 calc R . . C6 C 0.2299(2) 0.3917(2) 0.35194(13) 0.0273(4) Uani 1 1 d . . . H6 H 0.1461 0.4229 0.3094 0.033 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 Fe1 0.02222(19) 0.0298(2) 0.01435(18) 0.00011(13) 0.00656(13) 0.00017(14) S2 0.1013(6) 0.1016(7) 0.0216(3) -0.0008(3) -0.0084(3) -0.0430(5) N3 0.0279(8) 0.0381(9) 0.0213(8) 0.0003(7) 0.0054(6) -0.0032(7) N2 0.0276(8) 0.0320(8) 0.0219(7) 0.0000(6) 0.0094(6) 0.0041(6) C7 0.0271(9) 0.0253(9) 0.0236(9) 0.0021(7) 0.0096(7) 0.0001(7) N1 0.0266(7) 0.0309(8) 0.0226(7) 0.0015(6) 0.0096(6) 0.0007(6) C11 0.0305(10) 0.0365(11) 0.0253(10) 0.0004(8) 0.0040(8) -0.0098(8) C5 0.0253(8) 0.0290(9) 0.0242(9) 0.0003(7) 0.0079(7) -0.0013(7) C4 0.0254(9) 0.0298(10) 0.0240(9) 0.0017(7) 0.0107(7) -0.0005(7) C1 0.0360(10) 0.0354(11) 0.0218(9) -0.0005(8) 0.0086(7) 0.0010(8) C8 0.0273(9) 0.0389(11) 0.0322(10) 0.0044(8) 0.0090(8) -0.0048(8) C10 0.0340(10) 0.0366(11) 0.0241(9) 0.0003(8) 0.0070(8) 0.0060(8) C3 0.0456(12) 0.0320(10) 0.0313(10) 0.0007(8) 0.0143(9) -0.0096(9) C2 0.0521(13) 0.0347(11) 0.0283(10) -0.0065(9) 0.0077(9) -0.0094(10) C9 0.0320(10) 0.0494(13) 0.0288(10) 0.0003(9) 0.0014(8) -0.0122(9) C6 0.0265(9) 0.0324(10) 0.0239(9) 0.0001(7) 0.0078(7) 0.0043(8) _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 N3 2.0849(16) . ? Fe1 N3 2.0849(16) 3_566 ? Fe1 N2 2.2502(15) . ? Fe1 N2 2.2502(15) 3_566 ? Fe1 N1 2.2744(16) . ? Fe1 N1 2.2744(16) 3_566 ? S2 C11 1.617(2) . ? N3 C11 1.156(3) . ? N2 C10 1.336(3) . ? N2 C6 1.340(2) . ? C7 C8 1.390(3) . ? C7 C6 1.394(2) 2 ? C7 C4 1.485(2) . ? N1 C1 1.342(3) . ? N1 C5 1.343(2) . ? C5 C4 1.390(3) . ? C4 C3 1.387(3) . ? C1 C2 1.380(3) . ? C8 C9 1.381(3) . ? C10 C9 1.389(3) 2_545 ? C3 C2 1.381(3) . ? C9 C10 1.389(3) 2 ? C6 C7 1.394(2) 2_545 ? 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 N3 Fe1 N3 180.0 . 3_566 ? N3 Fe1 N2 89.83(6) . . ? N3 Fe1 N2 90.17(6) 3_566 . ? N3 Fe1 N2 90.17(6) . 3_566 ? N3 Fe1 N2 89.83(6) 3_566 3_566 ? N2 Fe1 N2 180.0 . 3_566 ? N3 Fe1 N1 90.26(6) . . ? N3 Fe1 N1 89.74(6) 3_566 . ? N2 Fe1 N1 88.87(6) . . ? N2 Fe1 N1 91.13(6) 3_566 . ? N3 Fe1 N1 89.74(6) . 3_566 ? N3 Fe1 N1 90.26(6) 3_566 3_566 ? N2 Fe1 N1 91.13(6) . 3_566 ? N2 Fe1 N1 88.87(6) 3_566 3_566 ? N1 Fe1 N1 180.0 . 3_566 ? C11 N3 Fe1 157.75(15) . . ? C10 N2 C6 117.38(16) . . ? C10 N2 Fe1 121.29(12) . . ? C6 N2 Fe1 121.21(13) . . ? C8 C7 C6 117.38(17) . 2 ? C8 C7 C4 123.53(16) . . ? C6 C7 C4 119.08(17) 2 . ? C1 N1 C5 117.09(16) . . ? C1 N1 Fe1 120.48(12) . . ? C5 N1 Fe1 121.73(13) . . ? N3 C11 S2 177.83(19) . . ? N1 C5 C4 124.07(18) . . ? C3 C4 C5 117.43(17) . . ? C3 C4 C7 122.21(17) . . ? C5 C4 C7 120.35(17) . . ? N1 C1 C2 122.84(18) . . ? C9 C8 C7 119.03(17) . . ? N2 C10 C9 122.65(18) . 2_545 ? C2 C3 C4 119.27(19) . . ? C1 C2 C3 119.2(2) . . ? C8 C9 C10 119.37(19) . 2 ? N2 C6 C7 124.15(18) . 2_545 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.649 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.058 #===END data_3.2CHCl3 _database_code_depnum_ccdc_archive 'CCDC 818778' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Cl6 Fe N6 S2' _chemical_formula_weight 723.11 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' 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.053(8) _cell_length_b 10.562(5) _cell_length_c 18.440(9) _cell_angle_alpha 90.00 _cell_angle_beta 99.51(3) _cell_angle_gamma 90.00 _cell_volume 3276(3) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 4359 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 27.65 _exptl_crystal_description Prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 1.102 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7701 _exptl_absorpt_correction_T_max 0.7701 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29832 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 29.54 _reflns_number_total 4228 _reflns_number_gt 3069 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0776P)^2^+11.0384P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4228 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0938 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_ref 0.1892 _refine_ls_wR_factor_gt 0.1605 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _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 Fe1 Fe 0.5000 0.76647(6) 0.7500 0.02704(19) Uani 1 2 d S . . N1 N 0.46913(15) 0.7639(2) 0.85684(14) 0.0312(5) Uani 1 1 d . . . C1 C 0.43269(18) 0.7609(3) 0.90445(17) 0.0309(6) Uani 1 1 d . . . S1 S 0.37707(7) 0.75789(11) 0.96860(5) 0.0541(3) Uani 1 1 d . . . N3 N 0.40538(14) 0.9109(2) 0.71364(15) 0.0330(6) Uani 1 1 d . . . C3 C 0.34582(17) 0.9319(3) 0.75149(16) 0.0293(6) Uani 1 1 d . . . H3A H 0.3518 0.9009 0.8004 0.035 Uiso 1 1 calc R . . C4 C 0.27648(17) 0.9956(3) 0.72413(17) 0.0319(6) Uani 1 1 d . . . C5 C 0.2687(2) 1.0419(4) 0.6522(2) 0.0542(11) Uani 1 1 d . . . H5A H 0.2214 1.0837 0.6304 0.065 Uiso 1 1 calc R . . C6 C 0.3306(3) 1.0261(5) 0.6134(3) 0.0715(15) Uani 1 1 d . . . H6A H 0.3273 1.0599 0.5652 0.086 Uiso 1 1 calc R . . C7 C 0.3970(2) 0.9606(4) 0.6456(2) 0.0555(11) Uani 1 1 d . . . H7A H 0.4391 0.9499 0.6183 0.067 Uiso 1 1 calc R . . N4 N 0.09175(14) 1.1161(2) 0.78571(14) 0.0318(6) Uani 1 1 d . . . C8 C 0.15403(16) 1.0998(3) 0.75086(17) 0.0301(6) Uani 1 1 d . . . H8A H 0.1586 1.1550 0.7111 0.036 Uiso 1 1 calc R . . C9 C 0.21187(17) 1.0090(3) 0.76844(17) 0.0335(7) Uani 1 1 d . . . C10 C 0.2045(3) 0.9305(5) 0.8277(3) 0.0681(15) Uani 1 1 d . . . H10A H 0.2430 0.8667 0.8428 0.082 Uiso 1 1 calc R . . C11 C 0.1408(3) 0.9464(5) 0.8644(3) 0.085(2) Uani 1 1 d . . . H11A H 0.1350 0.8937 0.9049 0.102 Uiso 1 1 calc R . . C12 C 0.0862(2) 1.0384(4) 0.8417(2) 0.0571(11) Uani 1 1 d . . . H12A H 0.0423 1.0477 0.8669 0.069 Uiso 1 1 calc R . . Cl3 Cl 0.4304(2) 1.2511(2) 0.81970(14) 0.1480(10) Uani 1 1 d . B . C50 C 0.4288(5) 1.2466(6) 0.9146(4) 0.111(3) Uani 1 1 d . . . H50A H 0.4851 1.2618 0.9382 0.133 Uiso 1 1 calc R A 1 Cl2 Cl 0.3759(15) 1.349(2) 0.9544(9) 0.389(13) Uani 0.437(9) 1 d P B 1 Cl1 Cl 0.4086(3) 1.0880(4) 0.9376(2) 0.0840(15) Uani 0.437(9) 1 d P B 1 Cl1' Cl 0.3469(9) 1.1615(12) 0.9305(4) 0.280(8) Uani 0.563(9) 1 d P B 2 Cl2' Cl 0.4165(2) 1.4067(4) 0.9429(2) 0.0901(13) Uani 0.563(9) 1 d P B 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 Fe1 0.0181(3) 0.0361(3) 0.0286(3) 0.000 0.0090(2) 0.000 N1 0.0258(12) 0.0392(14) 0.0294(12) -0.0018(10) 0.0068(10) -0.0009(10) C1 0.0276(14) 0.0367(16) 0.0282(14) -0.0006(11) 0.0043(11) 0.0009(11) S1 0.0561(6) 0.0766(7) 0.0356(5) -0.0008(4) 0.0254(4) -0.0032(5) N3 0.0257(12) 0.0332(13) 0.0425(15) 0.0027(11) 0.0125(10) 0.0028(10) C3 0.0256(13) 0.0336(15) 0.0298(14) 0.0011(11) 0.0075(11) 0.0036(11) C4 0.0264(14) 0.0342(15) 0.0372(16) 0.0079(12) 0.0114(12) 0.0087(11) C5 0.046(2) 0.067(3) 0.054(2) 0.0270(19) 0.0222(17) 0.0292(19) C6 0.070(3) 0.094(4) 0.061(3) 0.047(2) 0.041(2) 0.043(3) C7 0.050(2) 0.063(2) 0.063(2) 0.028(2) 0.0373(19) 0.0248(19) N4 0.0249(12) 0.0335(13) 0.0393(14) 0.0062(10) 0.0124(10) 0.0055(10) C8 0.0238(13) 0.0316(15) 0.0361(15) 0.0083(12) 0.0080(11) 0.0045(11) C9 0.0271(14) 0.0385(16) 0.0370(16) 0.0100(13) 0.0114(12) 0.0097(12) C10 0.057(2) 0.081(3) 0.076(3) 0.049(3) 0.040(2) 0.042(2) C11 0.073(3) 0.104(4) 0.094(4) 0.070(3) 0.062(3) 0.050(3) C12 0.048(2) 0.066(3) 0.066(3) 0.031(2) 0.0358(19) 0.0250(19) Cl3 0.197(3) 0.1226(19) 0.1115(17) 0.0026(12) -0.0109(17) -0.0328(15) C50 0.132(6) 0.079(4) 0.101(5) -0.003(3) -0.043(5) -0.012(4) Cl2 0.49(3) 0.293(17) 0.329(17) -0.117(13) -0.080(16) 0.294(19) Cl1 0.097(3) 0.094(3) 0.062(2) -0.0130(16) 0.0159(17) -0.011(2) Cl1' 0.376(17) 0.264(12) 0.201(6) 0.005(6) 0.053(8) -0.232(13) Cl2' 0.086(2) 0.098(2) 0.086(2) -0.0046(15) 0.0132(14) -0.0047(17) _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 2.122(3) . ? Fe1 N1 2.122(3) 2_656 ? Fe1 N3 2.241(3) . ? Fe1 N3 2.241(3) 2_656 ? Fe1 N4 2.250(3) 4_546 ? Fe1 N4 2.250(3) 3_545 ? N1 C1 1.157(4) . ? C1 S1 1.634(3) . ? N3 C3 1.343(4) . ? N3 C7 1.347(5) . ? C3 C4 1.381(4) . ? C4 C5 1.398(5) . ? C4 C9 1.483(4) . ? C5 C6 1.379(5) . ? C6 C7 1.375(5) . ? N4 C12 1.335(4) . ? N4 C8 1.340(3) . ? N4 Fe1 2.250(3) 3_455 ? C8 C9 1.375(4) . ? C9 C10 1.393(5) . ? C10 C11 1.383(5) . ? C11 C12 1.362(5) . ? Cl3 C50 1.756(9) . ? C50 Cl2 1.657(14) . ? C50 Cl1' 1.726(12) . ? C50 Cl1 1.775(8) . ? C50 Cl2' 1.791(8) . ? 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 178.53(14) . 2_656 ? N1 Fe1 N3 90.55(10) . . ? N1 Fe1 N3 90.45(10) 2_656 . ? N1 Fe1 N3 90.45(10) . 2_656 ? N1 Fe1 N3 90.55(10) 2_656 2_656 ? N3 Fe1 N3 94.23(14) . 2_656 ? N1 Fe1 N4 89.74(10) . 4_546 ? N1 Fe1 N4 89.23(10) 2_656 4_546 ? N3 Fe1 N4 87.78(10) . 4_546 ? N3 Fe1 N4 177.98(9) 2_656 4_546 ? N1 Fe1 N4 89.23(10) . 3_545 ? N1 Fe1 N4 89.74(10) 2_656 3_545 ? N3 Fe1 N4 177.99(9) . 3_545 ? N3 Fe1 N4 87.78(10) 2_656 3_545 ? N4 Fe1 N4 90.22(14) 4_546 3_545 ? C1 N1 Fe1 162.1(2) . . ? N1 C1 S1 177.0(3) . . ? C3 N3 C7 116.5(3) . . ? C3 N3 Fe1 121.8(2) . . ? C7 N3 Fe1 120.3(2) . . ? N3 C3 C4 124.5(3) . . ? C3 C4 C5 117.2(3) . . ? C3 C4 C9 120.9(3) . . ? C5 C4 C9 121.8(3) . . ? C6 C5 C4 119.3(3) . . ? C7 C6 C5 118.8(3) . . ? N3 C7 C6 123.5(3) . . ? C12 N4 C8 117.1(3) . . ? C12 N4 Fe1 121.7(2) . 3_455 ? C8 N4 Fe1 121.22(19) . 3_455 ? N4 C8 C9 124.8(3) . . ? C8 C9 C10 116.5(3) . . ? C8 C9 C4 120.4(3) . . ? C10 C9 C4 123.1(3) . . ? C11 C10 C9 119.4(3) . . ? C12 C11 C10 119.3(4) . . ? N4 C12 C11 122.9(3) . . ? Cl2 C50 Cl1' 75.6(11) . . ? Cl2 C50 Cl3 121.5(7) . . ? Cl1' C50 Cl3 109.2(5) . . ? Cl2 C50 Cl1 111.8(12) . . ? Cl1' C50 Cl1 43.5(6) . . ? Cl3 C50 Cl1 107.4(4) . . ? Cl2 C50 Cl2' 32.4(12) . . ? Cl1' C50 Cl2' 107.8(8) . . ? Cl3 C50 Cl2' 106.7(4) . . ? Cl1 C50 Cl2' 141.7(6) . . ? _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.917 _refine_diff_density_min -0.738 _refine_diff_density_rms 0.080 #===END data_3.2CHBr3 _database_code_depnum_ccdc_archive 'CCDC 818779' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Br6 Fe N6 S2' _chemical_formula_weight 989.87 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.1155(3) _cell_length_b 10.4757(2) _cell_length_c 18.5942(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.9790(10) _cell_angle_gamma 90.00 _cell_volume 3293.03(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5807 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 27.53 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.997 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 7.890 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.357 _exptl_absorpt_correction_T_max 0.446 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13964 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 27.64 _reflns_number_total 3797 _reflns_number_gt 3129 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker APEX' _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^)+(0.0495P)^2^+25.5813P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3797 _refine_ls_number_parameters 214 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1260 _refine_ls_wR_factor_gt 0.1188 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.084 _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 Fe1 Fe 0.0000 0.73639(6) 0.2500 0.01202(17) Uani 1 2 d S . . S1 S 0.12557(6) 0.74905(9) 0.03367(5) 0.0221(2) Uani 1 1 d . . . N1 N 0.09253(16) 0.5894(3) 0.28399(16) 0.0162(6) Uani 1 1 d . . . N2 N 0.09064(16) 0.8876(3) 0.28460(16) 0.0166(6) Uani 1 1 d . . . N3 N 0.03098(17) 0.7413(3) 0.14376(16) 0.0165(6) Uani 1 1 d . . . C1 C 0.0974(2) 0.5351(4) 0.3495(2) 0.0233(8) Uani 1 1 d . . . H1 H 0.0547 0.5457 0.3760 0.028 Uiso 1 1 calc R . . C2 C 0.1622(2) 0.4640(4) 0.3802(2) 0.0290(9) Uani 1 1 d . . . H2 H 0.1631 0.4250 0.4265 0.035 Uiso 1 1 calc R . . C3 C 0.2257(2) 0.4503(4) 0.3429(2) 0.0228(8) Uani 1 1 d . . . H3 H 0.2716 0.4050 0.3642 0.027 Uiso 1 1 calc R . . C4 C 0.22137(18) 0.5036(3) 0.27408(17) 0.0144(6) Uani 1 1 d . . . C5 C 0.15273(18) 0.5705(3) 0.24675(18) 0.0143(6) Uani 1 1 d . . . H5 H 0.1483 0.6048 0.1990 0.017 Uiso 1 1 calc R . . C6 C 0.15446(19) 0.9012(3) 0.25126(18) 0.0160(6) Uani 1 1 d . . . H6 H 0.1601 0.8437 0.2129 0.019 Uiso 1 1 calc R . . C7 C 0.21255(18) 0.9930(3) 0.26889(17) 0.0146(6) Uani 1 1 d . . . C8 C 0.2039(2) 1.0758(4) 0.3260(2) 0.0240(8) Uani 1 1 d . . . H8 H 0.2420 1.1405 0.3403 0.029 Uiso 1 1 calc R . . C9 C 0.1387(2) 1.0620(4) 0.3615(2) 0.0280(9) Uani 1 1 d . . . H9 H 0.1322 1.1163 0.4011 0.034 Uiso 1 1 calc R . . C10 C 0.0834(2) 0.9686(4) 0.3388(2) 0.0218(7) Uani 1 1 d . . . H10 H 0.0384 0.9615 0.3627 0.026 Uiso 1 1 calc R . . C11 C 0.06849(19) 0.7448(3) 0.09665(18) 0.0143(6) Uani 1 1 d . . . C12A C 0.0576(6) 0.2567(7) 0.0874(5) 0.0313(18) Uani 0.668(3) 1 d PU A 1 H12A H -0.0003 0.2605 0.0681 0.038 Uiso 0.668(3) 1 calc PR A 1 Br1A Br 0.06391(10) 0.25109(13) 0.19077(9) 0.0380(3) Uani 0.668(3) 1 d PU A 1 Br2A Br 0.10012(6) 0.41573(9) 0.05777(4) 0.0443(3) Uani 0.668(3) 1 d PU A 1 Br3A Br 0.09445(7) 0.08828(14) 0.05140(7) 0.0410(3) Uani 0.668(3) 1 d PU A 1 C12B C 0.0847(13) 0.250(2) 0.0707(12) 0.044(4) Uani 0.332(3) 1 d PU A 2 H12B H 0.0351 0.2787 0.0392 0.053 Uiso 0.332(3) 1 calc PR A 2 Br1B Br 0.0705(3) 0.2527(5) 0.1711(3) 0.0855(18) Uani 0.332(3) 1 d PU A 2 Br2B Br 0.1644(4) 0.3549(4) 0.05924(14) 0.130(3) Uani 0.332(3) 1 d PU A 2 Br3B Br 0.1127(4) 0.1222(5) 0.0425(3) 0.146(2) Uani 0.332(3) 1 d PU A 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 Fe1 0.0083(3) 0.0153(3) 0.0131(3) 0.000 0.0036(2) 0.000 S1 0.0258(5) 0.0275(5) 0.0154(4) -0.0011(3) 0.0111(3) -0.0023(4) N1 0.0126(13) 0.0178(14) 0.0190(14) -0.0017(11) 0.0045(11) -0.0006(11) N2 0.0119(13) 0.0201(14) 0.0189(13) -0.0011(12) 0.0059(11) -0.0010(11) N3 0.0132(13) 0.0190(15) 0.0176(14) -0.0005(11) 0.0032(11) -0.0001(11) C1 0.0206(17) 0.0255(19) 0.0272(19) 0.0073(16) 0.0141(15) 0.0060(15) C2 0.032(2) 0.035(2) 0.0238(19) 0.0163(17) 0.0161(16) 0.0164(17) C3 0.0208(17) 0.0272(19) 0.0217(17) 0.0087(15) 0.0075(14) 0.0110(15) C4 0.0109(14) 0.0171(16) 0.0159(15) 0.0003(13) 0.0044(12) 0.0019(12) C5 0.0131(14) 0.0163(16) 0.0136(14) -0.0006(12) 0.0022(12) 0.0012(12) C6 0.0137(15) 0.0182(16) 0.0166(15) -0.0033(13) 0.0044(12) -0.0009(12) C7 0.0106(14) 0.0189(16) 0.0148(15) 0.0003(13) 0.0033(12) -0.0012(12) C8 0.0214(17) 0.027(2) 0.0255(18) -0.0107(15) 0.0103(14) -0.0106(15) C9 0.0264(19) 0.033(2) 0.029(2) -0.0162(17) 0.0148(16) -0.0095(16) C10 0.0181(16) 0.0267(19) 0.0225(17) -0.0069(15) 0.0093(14) -0.0048(14) C11 0.0145(15) 0.0142(15) 0.0136(15) 0.0004(12) 0.0002(12) -0.0008(12) C12A 0.035(5) 0.020(3) 0.035(4) 0.000(3) -0.006(3) -0.003(3) Br1A 0.0504(6) 0.0284(5) 0.0347(7) -0.0010(4) 0.0051(5) -0.0073(4) Br2A 0.0567(6) 0.0485(5) 0.0283(4) -0.0052(3) 0.0090(3) -0.0187(4) Br3A 0.0374(4) 0.0520(7) 0.0333(5) 0.0041(4) 0.0044(3) 0.0022(4) C12B 0.040(11) 0.047(9) 0.041(8) -0.020(7) -0.006(7) -0.002(7) Br1B 0.100(3) 0.107(3) 0.051(2) -0.0184(16) 0.0167(17) -0.0496(19) Br2B 0.227(6) 0.107(3) 0.0594(14) -0.0026(14) 0.031(2) -0.127(4) Br3B 0.207(6) 0.080(3) 0.126(4) -0.062(2) -0.053(3) 0.088(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 Fe1 N3 2.124(3) . ? Fe1 N3 2.124(3) 2 ? Fe1 N1 2.229(3) . ? Fe1 N1 2.229(3) 2 ? Fe1 N2 2.240(3) . ? Fe1 N2 2.240(3) 2 ? S1 C11 1.639(3) . ? N1 C1 1.335(5) . ? N1 C5 1.343(4) . ? N2 C10 1.339(5) . ? N2 C6 1.345(4) . ? N3 C11 1.165(5) . ? C1 C2 1.384(5) . ? C2 C3 1.385(5) . ? C3 C4 1.388(5) . ? C4 C5 1.394(4) . ? C4 C7 1.487(4) 4_545 ? C6 C7 1.386(5) . ? C7 C8 1.396(5) . ? C7 C4 1.487(4) 4 ? C8 C9 1.391(5) . ? C9 C10 1.380(5) . ? C12A Br1A 1.910(9) . ? C12A Br2A 1.932(8) . ? C12A Br3A 2.022(9) . ? C12B Br3B 1.54(2) . ? C12B Br2B 1.79(2) . ? C12B Br1B 1.92(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 N3 Fe1 N3 177.24(16) . 2 ? N3 Fe1 N1 90.62(11) . . ? N3 Fe1 N1 91.28(11) 2 . ? N3 Fe1 N1 91.28(11) . 2 ? N3 Fe1 N1 90.62(11) 2 2 ? N1 Fe1 N1 92.57(15) . 2 ? N3 Fe1 N2 89.31(11) . . ? N3 Fe1 N2 88.75(11) 2 . ? N1 Fe1 N2 88.71(11) . . ? N1 Fe1 N2 178.59(10) 2 . ? N3 Fe1 N2 88.75(11) . 2 ? N3 Fe1 N2 89.30(11) 2 2 ? N1 Fe1 N2 178.59(10) . 2 ? N1 Fe1 N2 88.71(11) 2 2 ? N2 Fe1 N2 90.01(15) . 2 ? C1 N1 C5 117.7(3) . . ? C1 N1 Fe1 119.5(2) . . ? C5 N1 Fe1 121.6(2) . . ? C10 N2 C6 117.2(3) . . ? C10 N2 Fe1 121.6(2) . . ? C6 N2 Fe1 121.2(2) . . ? C11 N3 Fe1 161.3(3) . . ? N1 C1 C2 122.5(3) . . ? C1 C2 C3 119.4(3) . . ? C2 C3 C4 119.2(3) . . ? C3 C4 C5 117.3(3) . . ? C3 C4 C7 122.0(3) . 4_545 ? C5 C4 C7 120.6(3) . 4_545 ? N1 C5 C4 123.8(3) . . ? N2 C6 C7 124.7(3) . . ? C6 C7 C8 117.0(3) . . ? C6 C7 C4 120.2(3) . 4 ? C8 C7 C4 122.8(3) . 4 ? C9 C8 C7 119.0(3) . . ? C10 C9 C8 119.4(3) . . ? N2 C10 C9 122.7(3) . . ? N3 C11 S1 176.9(3) . . ? Br1A C12A Br2A 110.4(4) . . ? Br1A C12A Br3A 109.6(4) . . ? Br2A C12A Br3A 120.5(5) . . ? Br3B C12B Br2B 102.1(12) . . ? Br3B C12B Br1B 115.9(14) . . ? Br2B C12B Br1B 108.8(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Fe1 N1 C1 -173.5(3) . . . . ? N3 Fe1 N1 C1 8.5(3) 2 . . . ? N1 Fe1 N1 C1 -82.2(3) 2 . . . ? N2 Fe1 N1 C1 97.2(3) . . . . ? N3 Fe1 N1 C5 19.1(3) . . . . ? N3 Fe1 N1 C5 -158.9(3) 2 . . . ? N1 Fe1 N1 C5 110.4(3) 2 . . . ? N2 Fe1 N1 C5 -70.2(3) . . . . ? N3 Fe1 N2 C10 152.8(3) . . . . ? N3 Fe1 N2 C10 -25.3(3) 2 . . . ? N1 Fe1 N2 C10 -116.6(3) . . . . ? N2 Fe1 N2 C10 64.0(3) 2 . . . ? N3 Fe1 N2 C6 -26.8(3) . . . . ? N3 Fe1 N2 C6 155.2(3) 2 . . . ? N1 Fe1 N2 C6 63.9(3) . . . . ? N2 Fe1 N2 C6 -115.5(3) 2 . . . ? N1 Fe1 N3 C11 -45.3(8) . . . . ? N1 Fe1 N3 C11 -137.9(8) 2 . . . ? N2 Fe1 N3 C11 43.4(8) . . . . ? N2 Fe1 N3 C11 133.4(8) 2 . . . ? C5 N1 C1 C2 1.6(6) . . . . ? Fe1 N1 C1 C2 -166.2(3) . . . . ? N1 C1 C2 C3 1.5(7) . . . . ? C1 C2 C3 C4 -2.8(6) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C2 C3 C4 C7 179.7(4) . . . 4_545 ? C1 N1 C5 C4 -3.5(5) . . . . ? Fe1 N1 C5 C4 164.1(3) . . . . ? C3 C4 C5 N1 2.2(5) . . . . ? C7 C4 C5 N1 -176.5(3) 4_545 . . . ? C10 N2 C6 C7 -0.3(5) . . . . ? Fe1 N2 C6 C7 179.2(3) . . . . ? N2 C6 C7 C8 0.8(5) . . . . ? N2 C6 C7 C4 -176.9(3) . . . 4 ? C6 C7 C8 C9 0.0(6) . . . . ? C4 C7 C8 C9 177.6(4) 4 . . . ? C7 C8 C9 C10 -1.1(6) . . . . ? C6 N2 C10 C9 -0.9(6) . . . . ? Fe1 N2 C10 C9 179.5(3) . . . . ? C8 C9 C10 N2 1.6(7) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.735 _refine_diff_density_min -1.457 _refine_diff_density_rms 0.113 #===END data_4.2CHCl3 _database_code_depnum_ccdc_archive 'CCDC 818780' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Cl6 Fe N6 Se2' _chemical_formula_weight 816.92 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' Se Se -0.0929 2.2259 '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 9.8578(13) _cell_length_b 12.8582(15) _cell_length_c 13.1284(16) _cell_angle_alpha 90.00 _cell_angle_beta 96.601(6) _cell_angle_gamma 90.00 _cell_volume 1653.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3594 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 22.85 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 3.168 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.52 _exptl_absorpt_correction_T_max 0.60 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 27672 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.16 _diffrn_reflns_theta_max 27.60 _reflns_number_total 3760 _reflns_number_gt 2870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0413P)^2^+1.6582P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3760 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0593 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1000 _refine_ls_wR_factor_gt 0.0927 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Fe1 Fe 0.0000 0.0000 0.0000 0.01907(14) Uani 1 2 d S . . N1 N 0.0832(3) 0.00248(18) -0.14345(19) 0.0249(5) Uani 1 1 d . . . C1 C 0.0925(3) 0.0089(2) -0.2298(2) 0.0231(6) Uani 1 1 d . . . Se1 Se 0.09739(4) 0.01900(3) -0.36551(2) 0.03986(13) Uani 1 1 d . . . N3 N 0.1605(3) -0.11699(18) 0.06170(18) 0.0251(5) Uani 1 1 d . . . C3 C 0.1789(3) -0.1459(2) 0.1604(2) 0.0252(6) Uani 1 1 d . . . H3A H 0.1205 -0.1166 0.2054 0.030 Uiso 1 1 calc R . . C4 C 0.2785(3) -0.2163(2) 0.2012(2) 0.0267(6) Uani 1 1 d . . . C5 C 0.3640(4) -0.2575(3) 0.1349(3) 0.0420(9) Uani 1 1 d . . . H5A H 0.4346 -0.3046 0.1595 0.050 Uiso 1 1 calc R . . C6 C 0.3460(4) -0.2295(3) 0.0332(3) 0.0481(10) Uani 1 1 d . . . H6A H 0.4031 -0.2578 -0.0134 0.058 Uiso 1 1 calc R . . C7 C 0.2439(4) -0.1598(3) -0.0004(2) 0.0384(8) Uani 1 1 d . . . H7A H 0.2321 -0.1414 -0.0710 0.046 Uiso 1 1 calc R . . N4 N 0.3667(3) -0.36687(18) 0.44436(18) 0.0257(5) Uani 1 1 d . . . C8 C 0.3506(3) -0.3366(2) 0.3458(2) 0.0256(6) Uani 1 1 d . . . H8A H 0.3830 -0.3815 0.2965 0.031 Uiso 1 1 calc R . . C9 C 0.2896(3) -0.2437(2) 0.3115(2) 0.0265(6) Uani 1 1 d . . . C10 C 0.2403(4) -0.1805(3) 0.3845(2) 0.0377(8) Uani 1 1 d . . . H10A H 0.1986 -0.1158 0.3652 0.045 Uiso 1 1 calc R . . C11 C 0.2522(4) -0.2125(3) 0.4857(3) 0.0446(9) Uani 1 1 d . . . H11A H 0.2172 -0.1708 0.5364 0.053 Uiso 1 1 calc R . . C12 C 0.3150(4) -0.3051(2) 0.5119(2) 0.0351(8) Uani 1 1 d . . . H12A H 0.3222 -0.3265 0.5816 0.042 Uiso 1 1 calc R . . C100 C -0.0557(4) 0.5702(3) 0.2411(4) 0.0608(12) Uani 1 1 d . . . H10B H -0.1429 0.5347 0.2146 0.073 Uiso 1 1 calc R . . Cl1 Cl 0.05914(16) 0.55966(14) 0.14866(13) 0.1017(5) Uani 1 1 d . . . Cl2 Cl 0.01115(19) 0.51002(13) 0.35619(16) 0.1106(6) Uani 1 1 d . . . Cl3 Cl -0.09056(12) 0.70006(8) 0.26465(8) 0.0570(3) Uani 1 1 d . . . 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 0.0256(3) 0.0177(3) 0.0131(3) 0.0001(2) -0.0013(2) -0.0008(2) N1 0.0307(14) 0.0241(12) 0.0198(12) 0.0010(10) 0.0028(10) -0.0006(10) C1 0.0245(15) 0.0208(14) 0.0239(15) 0.0010(11) 0.0021(12) 0.0030(11) Se1 0.0542(3) 0.0473(2) 0.01945(17) 0.00528(14) 0.01002(15) 0.01627(17) N3 0.0313(14) 0.0228(12) 0.0205(12) 0.0022(10) 0.0000(10) 0.0031(11) C3 0.0299(17) 0.0239(14) 0.0216(14) 0.0027(11) 0.0021(12) 0.0052(13) C4 0.0326(17) 0.0248(14) 0.0227(15) 0.0044(12) 0.0036(13) 0.0040(13) C5 0.055(2) 0.0403(19) 0.0310(18) 0.0088(15) 0.0075(16) 0.0258(17) C6 0.064(3) 0.052(2) 0.0300(18) 0.0084(16) 0.0158(17) 0.032(2) C7 0.056(2) 0.0384(19) 0.0210(16) 0.0055(13) 0.0071(15) 0.0167(16) N4 0.0328(14) 0.0232(12) 0.0198(12) 0.0022(10) -0.0024(10) 0.0054(11) C8 0.0315(17) 0.0241(15) 0.0203(14) -0.0013(11) -0.0008(12) 0.0062(12) C9 0.0299(17) 0.0263(15) 0.0225(15) 0.0022(12) -0.0011(12) 0.0056(13) C10 0.049(2) 0.0329(17) 0.0303(17) 0.0031(14) 0.0016(15) 0.0211(16) C11 0.067(3) 0.0408(19) 0.0258(17) -0.0021(15) 0.0050(16) 0.0267(18) C12 0.052(2) 0.0342(17) 0.0184(15) 0.0008(13) 0.0002(14) 0.0150(16) C100 0.044(2) 0.059(3) 0.079(3) -0.009(2) 0.005(2) -0.003(2) Cl1 0.0856(10) 0.1171(12) 0.1082(12) -0.0523(10) 0.0367(9) -0.0061(9) Cl2 0.1033(12) 0.1022(12) 0.1285(15) 0.0473(10) 0.0225(11) 0.0494(10) Cl3 0.0717(7) 0.0553(6) 0.0457(6) 0.0058(5) 0.0137(5) 0.0034(5) _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 2.139(2) . ? Fe1 N1 2.139(2) 3 ? Fe1 N4 2.229(2) 4 ? Fe1 N4 2.229(2) 2 ? Fe1 N3 2.265(2) . ? Fe1 N3 2.265(2) 3 ? N1 C1 1.151(4) . ? C1 Se1 1.792(3) . ? N3 C3 1.340(4) . ? N3 C7 1.341(4) . ? C3 C4 1.396(4) . ? C4 C5 1.385(4) . ? C4 C9 1.482(4) . ? C5 C6 1.374(5) . ? C6 C7 1.382(5) . ? N4 C12 1.334(4) . ? N4 C8 1.343(4) . ? N4 Fe1 2.229(2) 2_545 ? C8 C9 1.388(4) . ? C9 C10 1.386(4) . ? C10 C11 1.383(4) . ? C11 C12 1.367(4) . ? C100 Cl3 1.740(4) . ? C100 Cl2 1.757(5) . ? C100 Cl1 1.758(5) . ? 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 180.0 . 3 ? N1 Fe1 N4 89.67(9) . 4 ? N1 Fe1 N4 90.33(9) 3 4 ? N1 Fe1 N4 90.33(9) . 2 ? N1 Fe1 N4 89.67(9) 3 2 ? N4 Fe1 N4 180.00(18) 4 2 ? N1 Fe1 N3 90.10(9) . . ? N1 Fe1 N3 89.90(9) 3 . ? N4 Fe1 N3 88.20(9) 4 . ? N4 Fe1 N3 91.80(9) 2 . ? N1 Fe1 N3 89.90(9) . 3 ? N1 Fe1 N3 90.10(9) 3 3 ? N4 Fe1 N3 91.80(9) 4 3 ? N4 Fe1 N3 88.20(9) 2 3 ? N3 Fe1 N3 180.0 . 3 ? C1 N1 Fe1 161.8(2) . . ? N1 C1 Se1 177.0(3) . . ? C3 N3 C7 116.7(3) . . ? C3 N3 Fe1 122.79(19) . . ? C7 N3 Fe1 120.5(2) . . ? N3 C3 C4 124.2(3) . . ? C5 C4 C3 117.3(3) . . ? C5 C4 C9 122.8(3) . . ? C3 C4 C9 120.0(3) . . ? C6 C5 C4 119.4(3) . . ? C5 C6 C7 119.2(3) . . ? N3 C7 C6 123.2(3) . . ? C12 N4 C8 117.1(2) . . ? C12 N4 Fe1 119.68(19) . 2_545 ? C8 N4 Fe1 122.56(19) . 2_545 ? N4 C8 C9 124.1(3) . . ? C10 C9 C8 116.9(3) . . ? C10 C9 C4 122.9(3) . . ? C8 C9 C4 120.1(3) . . ? C11 C10 C9 119.5(3) . . ? C12 C11 C10 119.1(3) . . ? N4 C12 C11 123.2(3) . . ? Cl3 C100 Cl2 109.4(3) . . ? Cl3 C100 Cl1 110.6(3) . . ? Cl2 C100 Cl1 110.6(2) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.060 _refine_diff_density_min -0.818 _refine_diff_density_rms 0.086 #===END data_4.2CHBr3 _database_code_depnum_ccdc_archive 'CCDC 818781' #TrackingRef '- Revised_cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Br6 Fe N6 Se2' _chemical_formula_weight 1083.67 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 16.7183(10) _cell_length_b 11.0655(6) _cell_length_c 11.7733(7) _cell_angle_alpha 90.00 _cell_angle_beta 127.456(2) _cell_angle_gamma 90.00 _cell_volume 1728.95(17) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 3408 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 27.67 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.082 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 9.499 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4366 _exptl_absorpt_correction_T_max 0.7466 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8375 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 33.45 _reflns_number_total 2719 _reflns_number_gt 1799 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker APEX' _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^)+(0.0802P)^2^+7.8544P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2719 _refine_ls_number_parameters 142 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1799 _refine_ls_wR_factor_gt 0.1580 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.036 _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 Fe1 Fe 0.0000 1.0000 0.0000 0.0285(3) Uani 1 4 d S . . Se1 Se 0.35961(5) 1.0000 0.43738(7) 0.0585(3) Uani 1 2 d S . . N1 N -0.0564(2) 0.8579(3) 0.0697(4) 0.0389(8) Uani 1 1 d . . . N2 N 0.1418(3) 1.0000 0.2071(5) 0.0373(10) Uani 1 2 d S . . C4 C -0.1947(3) 0.7575(4) 0.0423(4) 0.0406(9) Uani 1 1 d . . . C5 C -0.1549(3) 0.8378(4) -0.0005(4) 0.0381(9) Uani 1 1 d . A . H5 H -0.2007 0.8821 -0.0860 0.046 Uiso 1 1 calc R . . C1A C 0.007(3) 0.780(4) 0.189(5) 0.057(6) Uani 0.45(8) 1 d PU A 1 H1A H 0.0775 0.7956 0.2506 0.069 Uiso 0.45(8) 1 calc PR A 1 C3A C -0.123(3) 0.679(4) 0.153(5) 0.070(9) Uani 0.45(8) 1 d PU A 1 H3A H -0.1453 0.6150 0.1812 0.084 Uiso 0.45(8) 1 calc PR A 1 C2A C -0.024(3) 0.691(4) 0.218(5) 0.073(8) Uani 0.45(8) 1 d PU A 1 H2A H 0.0220 0.6332 0.2863 0.088 Uiso 0.45(8) 1 calc PR A 1 C1B C 0.005(3) 0.804(4) 0.183(5) 0.071(9) Uani 0.55(8) 1 d PU A 2 H1B H 0.0745 0.8114 0.2258 0.085 Uiso 0.55(8) 1 calc PR A 2 C2B C -0.027(2) 0.730(4) 0.253(4) 0.096(11) Uani 0.55(8) 1 d PU A 2 H2B H 0.0210 0.6964 0.3460 0.115 Uiso 0.55(8) 1 calc PR A 2 C3B C -0.131(2) 0.710(4) 0.177(4) 0.080(10) Uani 0.55(8) 1 d PU A 2 H3B H -0.1559 0.6648 0.2174 0.096 Uiso 0.55(8) 1 calc PR A 2 Br1A Br 0.8643(6) 0.5000 0.8717(7) 0.1343(19) Uani 0.542(9) 2 d SP B 3 Br2A Br 0.70778(17) 0.6674(3) 0.6126(2) 0.1168(13) Uani 0.542(9) 1 d P B 3 Br1B Br 0.8497(14) 0.5000 0.8363(15) 0.261(7) Uani 0.458(9) 2 d SP B 4 Br2B Br 0.6561(14) 0.6001(13) 0.5831(11) 0.365(7) Uani 0.458(9) 1 d P . 4 C6 C 0.2265(4) 1.0000 0.3008(6) 0.0335(11) Uani 1 2 d S A . C7 C 0.7628(14) 0.5000 0.6607(17) 0.128(5) Uani 1 2 d S . . H7 H 0.8062 0.5000 0.6287 0.154 Uiso 1 2 calc SR B 3 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 0.0181(4) 0.0358(5) 0.0333(5) 0.000 0.0165(4) 0.000 Se1 0.0304(3) 0.0802(6) 0.0375(4) 0.000 0.0064(3) 0.000 N1 0.0266(14) 0.0451(18) 0.0469(19) 0.0083(15) 0.0234(14) 0.0007(13) N2 0.029(2) 0.046(3) 0.036(2) 0.000 0.0195(19) 0.000 C4 0.0281(17) 0.049(2) 0.042(2) 0.0110(18) 0.0202(16) -0.0025(16) C5 0.0269(16) 0.046(2) 0.041(2) 0.0080(17) 0.0206(15) -0.0008(15) C1A 0.021(7) 0.057(14) 0.064(12) 0.029(10) 0.010(6) 0.007(7) C3A 0.039(7) 0.077(13) 0.084(17) 0.061(13) 0.032(9) 0.011(8) C2A 0.037(6) 0.080(14) 0.077(15) 0.048(11) 0.021(9) 0.009(8) C1B 0.030(8) 0.064(14) 0.085(11) 0.053(10) 0.018(7) -0.006(8) C2B 0.036(7) 0.116(19) 0.082(14) 0.065(13) 0.008(7) -0.017(11) C3B 0.033(7) 0.11(2) 0.073(11) 0.045(13) 0.019(7) -0.012(10) Br1A 0.174(4) 0.110(3) 0.080(2) 0.000 0.057(2) 0.000 Br2A 0.1028(17) 0.130(2) 0.0901(15) 0.0032(11) 0.0442(11) 0.0050(13) Br1B 0.356(17) 0.293(13) 0.156(9) 0.000 0.166(10) 0.000 Br2B 0.474(17) 0.227(9) 0.338(10) 0.102(7) 0.218(11) 0.229(11) C6 0.035(2) 0.038(3) 0.030(2) 0.000 0.021(2) 0.000 C7 0.166(14) 0.140(12) 0.116(11) 0.000 0.105(11) 0.000 _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 N2 2.130(5) 5_575 ? Fe1 N2 2.130(5) . ? Fe1 N1 2.231(3) 6_575 ? Fe1 N1 2.231(3) 5_575 ? Fe1 N1 2.231(3) 2 ? Fe1 N1 2.231(3) . ? Se1 C6 1.785(5) . ? N1 C1B 1.23(4) . ? N1 C5 1.338(4) . ? N1 C1A 1.43(4) . ? N2 C6 1.150(7) . ? C4 C3B 1.37(4) . ? C4 C5 1.376(5) . ? C4 C3A 1.41(3) . ? C4 C4 1.484(7) 7_465 ? C1A C2A 1.25(4) . ? C3A C2A 1.34(5) . ? C1B C2B 1.48(5) . ? C2B C3B 1.41(3) . ? Br1A C7 1.981(17) . ? Br2A C7 1.991(7) . ? Br1B C7 1.65(2) . ? Br2B C7 1.806(16) . ? Br2B Br2B 2.21(3) 6_565 ? C7 Br2B 1.806(16) 6_565 ? C7 Br2A 1.991(7) 6_565 ? 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 Fe1 N2 180.000(1) 5_575 . ? N2 Fe1 N1 89.77(13) 5_575 6_575 ? N2 Fe1 N1 90.23(13) . 6_575 ? N2 Fe1 N1 90.23(13) 5_575 5_575 ? N2 Fe1 N1 89.77(13) . 5_575 ? N1 Fe1 N1 90.32(18) 6_575 5_575 ? N2 Fe1 N1 90.23(13) 5_575 2 ? N2 Fe1 N1 89.77(13) . 2 ? N1 Fe1 N1 179.999(1) 6_575 2 ? N1 Fe1 N1 89.68(19) 5_575 2 ? N2 Fe1 N1 89.77(13) 5_575 . ? N2 Fe1 N1 90.23(13) . . ? N1 Fe1 N1 89.68(19) 6_575 . ? N1 Fe1 N1 180.0 5_575 . ? N1 Fe1 N1 90.33(18) 2 . ? C1B N1 C5 119.4(12) . . ? C5 N1 C1A 114.0(14) . . ? C1B N1 Fe1 118.5(11) . . ? C5 N1 Fe1 121.8(3) . . ? C1A N1 Fe1 124.2(14) . . ? C6 N2 Fe1 164.2(5) . . ? C3B C4 C5 117.5(12) . . ? C5 C4 C3A 114.1(14) . . ? C3B C4 C4 120.9(14) . 7_465 ? C5 C4 C4 120.6(4) . 7_465 ? C3A C4 C4 124.3(14) . 7_465 ? N1 C5 C4 124.6(4) . . ? C2A C1A N1 124(3) . . ? C2A C3A C4 122(3) . . ? C1A C2A C3A 120(3) . . ? N1 C1B C2B 122(3) . . ? C3B C2B C1B 117(3) . . ? C4 C3B C2B 118(3) . . ? C7 Br2B Br2B 52.2(8) . 6_565 ? N2 C6 Se1 176.1(5) . . ? Br1B C7 Br2B 118.6(9) . 6_565 ? Br1B C7 Br2B 118.6(9) . . ? Br2B C7 Br2B 75.7(16) 6_565 . ? Br2B C7 Br1A 117.6(7) 6_565 . ? Br2B C7 Br1A 117.6(7) . . ? Br1B C7 Br2A 105.0(5) . . ? Br2B C7 Br2A 106.4(11) 6_565 . ? Br1A C7 Br2A 104.6(4) . . ? Br1B C7 Br2A 105.0(5) . 6_565 ? Br2B C7 Br2A 106.4(11) . 6_565 ? Br1A C7 Br2A 104.6(4) . 6_565 ? Br2A C7 Br2A 136.9(10) . 6_565 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Fe1 N1 C1B 167(3) 5_575 . . . ? N2 Fe1 N1 C1B -13(3) . . . . ? N1 Fe1 N1 C1B -103(3) 6_575 . . . ? N1 Fe1 N1 C1B -106(10) 5_575 . . . ? N1 Fe1 N1 C1B 77(3) 2 . . . ? N2 Fe1 N1 C5 -19.7(3) 5_575 . . . ? N2 Fe1 N1 C5 160.3(3) . . . . ? N1 Fe1 N1 C5 70.1(4) 6_575 . . . ? N1 Fe1 N1 C5 67(5) 5_575 . . . ? N1 Fe1 N1 C5 -109.9(4) 2 . . . ? N2 Fe1 N1 C1A 159(3) 5_575 . . . ? N2 Fe1 N1 C1A -21(3) . . . . ? N1 Fe1 N1 C1A -111(3) 6_575 . . . ? N1 Fe1 N1 C1A -114(9) 5_575 . . . ? N1 Fe1 N1 C1A 69(3) 2 . . . ? N2 Fe1 N2 C6 0.00(15) 5_575 . . . ? N1 Fe1 N2 C6 -135.16(9) 6_575 . . . ? N1 Fe1 N2 C6 -44.84(9) 5_575 . . . ? N1 Fe1 N2 C6 44.84(9) 2 . . . ? N1 Fe1 N2 C6 135.16(9) . . . . ? C1B N1 C5 C4 -2(3) . . . . ? C1A N1 C5 C4 6(3) . . . . ? Fe1 N1 C5 C4 -175.4(4) . . . . ? C3B C4 C5 N1 11(3) . . . . ? C3A C4 C5 N1 -12(3) . . . . ? C4 C4 C5 N1 179.4(5) 7_465 . . . ? C1B N1 C1A C2A 138(30) . . . . ? C5 N1 C1A C2A 8(6) . . . . ? Fe1 N1 C1A C2A -171(4) . . . . ? C3B C4 C3A C2A -98(8) . . . . ? C5 C4 C3A C2A 7(4) . . . . ? C4 C4 C3A C2A 175(2) 7_465 . . . ? N1 C1A C2A C3A -13(7) . . . . ? C4 C3A C2A C1A 5(6) . . . . ? C5 N1 C1B C2B -8(6) . . . . ? C1A N1 C1B C2B -60(23) . . . . ? Fe1 N1 C1B C2B 166(3) . . . . ? N1 C1B C2B C3B 8(6) . . . . ? C5 C4 C3B C2B -10(4) . . . . ? C3A C4 C3B C2B 76(7) . . . . ? C4 C4 C3B C2B -178(2) 7_465 . . . ? C1B C2B C3B C4 2(4) . . . . ? Fe1 N2 C6 Se1 0.001(8) . . . . ? Br2B Br2B C7 Br1B -115.1(11) 6_565 . . . ? Br2B Br2B C7 Br1A -113.9(9) 6_565 . . . ? Br2B Br2B C7 Br2A 174.7(5) 6_565 . . . ? Br2B Br2B C7 Br2A 2.8(3) 6_565 . . 6_565 ? _diffrn_measured_fraction_theta_max 0.769 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 1.089 _refine_diff_density_min -0.840 _refine_diff_density_rms 0.123